# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi190218-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176740'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2019-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi190218-sgwr
_chemical_formula_moiety         'C36 H24 N4'
_chemical_formula_sum            'C36 H24 N4'
_chemical_formula_weight         512.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C36 H24 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.93699(14)
_cell_length_b                   13.4375(2)
_cell_length_c                   20.7105(3)
_cell_angle_alpha                100.7714(13)
_cell_angle_beta                 95.4569(12)
_cell_angle_gamma                102.2024(12)
_cell_volume                     2629.12(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16063
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5830
_cell_measurement_theta_min      2.3660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31474
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.891
_diffrn_reflns_theta_min         2.193
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  -8.00   0.50    1.15    --  -42.80 115.00  30.00  158
  2  ω    -66.00  -6.00   0.50    3.99    --  -84.50  30.00-120.00  120
  3  ω   -101.00 -67.00   0.50    3.99    --  -84.50 115.00  30.00   68
  4  ω   -101.00 -76.00   0.50    1.15    --  -42.80 168.00 173.00   50
  5  ω   -113.00 -88.00   0.50    3.99    --  -84.50 168.00 173.00   50
  6  ω     55.00  82.00   0.50    1.15    --   42.80 168.00 173.00   54
  7  ω     85.00 113.00   0.50    1.15    --   42.80 125.00 120.00   56
  8  ω     70.00 108.00   0.50    3.99    --  108.63 168.00 173.00   76
  9  ω    117.00 152.00   0.50    3.99    --  108.63 168.00 173.00   70
 10  ω    149.00 174.00   0.50    3.99    --  108.63 125.00 120.00   50
 11  ω    135.00 172.00   0.50    3.99    --  108.63 125.00  60.00   74
 12  ω    117.00 143.00   0.50    3.99    --  108.63 115.00  30.00   52
 13  ω    101.00 129.00   0.50    3.99    --  108.63 125.00  60.00   56
 14  ω     91.00 135.00   0.50    3.99    --  108.63 125.00 120.00   88
 15  ω    112.00 177.00   0.50    3.99    --  108.63  61.00 120.00  130
 16  ω     97.00 178.00   0.50    3.99    --  108.63  45.00  60.00  162
 17  ω     79.00 130.00   0.50    3.99    --  108.63 -61.00 -90.00  102
 18  ω     74.00 107.00   0.50    3.99    --  108.63 -94.00-180.00   66
 19  ω     59.00 105.00   0.50    3.99    --  108.63-115.00 -59.00   92
 20  ω     37.00  76.00   0.50    3.99    --  108.63 -45.00 -60.00   78
 21  ω     45.00  71.00   0.50    3.99    --  108.63 -45.00 -90.00   52
 22  ω     35.00  60.00   0.50    3.99    --  108.63 -30.00-150.00   50
 23  ω     30.00  58.00   0.50    3.99    --  108.63 -30.00 -90.00   56
 24  ω     34.00  65.00   0.50    3.99    --  108.63 -30.00 -30.00   62
 25  ω     30.00  66.00   0.50    3.99    --  108.63 -30.00  60.00   72
 26  ω     52.00 126.00   0.50    3.99    --  108.63 -61.00  90.00  148
 27  ω    123.00 148.00   0.50    3.99    --  108.63-168.00 156.00   50
 28  ω     52.00 102.00   0.50    3.99    --  108.63 -94.00 150.00  100
 29  ω     62.00 101.00   0.50    1.15    --   42.80-168.00 156.00   78
 30  ω     37.00 105.00   0.50    3.99    --  108.63 -94.00  60.00  136
 31  ω     38.00 116.00   0.50    3.99    --  108.63-125.00 -30.00  156
 32  ω     37.00  88.00   0.50    3.99    --  108.63 -94.00-150.00  102
 33  ω     38.00  64.00   0.50    3.99    --  108.63 -30.00-180.00   52
 34  ω     34.00  78.00   0.50    3.99    --  108.63 -45.00-180.00   88
 35  ω     93.00 174.00   0.50    3.99    --  108.63  45.00-180.00  162
 36  ω     76.00 112.00   0.50    1.15    --   42.80  57.00-180.00   72
 37  ω     22.00 116.00   0.50    1.15    --   42.80  57.00-120.00  188
 38  ω     23.00  71.00   0.50    1.15    --   42.80  57.00-180.00   96
 39  ω     33.00  76.00   0.50    3.99    --  108.63 -45.00  60.00   86
 40  ω     41.00  66.00   0.50    3.99    --  108.63 -30.00  90.00   50
 41  ω      4.00  48.00   0.50    1.15    --   42.80-115.00 -59.00   88
 42  ω    -80.00 -54.00   0.50    1.15    --  -42.80-168.00 156.00   52
 43  ω   -116.00 -71.00   0.50    1.15    --  -42.80-125.00   0.00   90
 44  ω   -112.00 -15.00   0.50    1.15    --  -42.80 -77.00 -60.00  194
 45  ω   -134.00-108.00   0.50    3.99    --  -84.50-115.00 -59.00   52
 46  ω   -156.00-130.00   0.50    3.99    --  -84.50-168.00 156.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0539695000
_diffrn_orient_matrix_UB_12      0.0569307000
_diffrn_orient_matrix_UB_13      0.0725348000
_diffrn_orient_matrix_UB_21      0.1408169000
_diffrn_orient_matrix_UB_22      0.0465909000
_diffrn_orient_matrix_UB_23      -0.0205384000
_diffrn_orient_matrix_UB_31      -0.0540503000
_diffrn_orient_matrix_UB_32      0.0948622000
_diffrn_orient_matrix_UB_33      -0.0128557000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9351
_reflns_number_total             10588
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     721
_refine_ls_number_reflns         10588
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1152P)²+0.7251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1668
_refine_ls_wR_factor_ref         0.1720
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C30(H30), C53(H53), C36(H36), C26(H26), C3(H3), C59(H59), C8(H8),
 C49(H49), C45(H45), C55(H55), C32(H32), C44(H44), C52(H52), C19(H19), C27(H27),
  C51(H51), C4(H4), C40(H40), C35(H35), C50(H50), C58(H58), C72(H72), C23(H23),
 C68(H68), C17(H17), C57(H57), C28(H28), C34(H34), C62(H62), C56(H56), C29(H29),
  C33(H33), C69(H69), C39(H39), C13(H13), C66(H66), C20(H20), C16(H16),
 C15(H15), C71(H71), C14(H14), C70(H70), C21(H21), C64(H64), C63(H63), C22(H22),
  C65(H65)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N4 N 0.85912(14) 0.57003(10) 0.98548(6) 0.0273(3) Uani 1 1 d . . . . .
N3 N 0.93195(14) 0.78727(10) 0.99880(6) 0.0280(3) Uani 1 1 d . . . . .
N2 N 0.47208(15) 0.78791(11) 0.94620(7) 0.0329(3) Uani 1 1 d . . . . .
N8 N -0.26956(14) 0.21517(10) 0.49708(7) 0.0302(3) Uani 1 1 d . . . . .
N5 N 0.18720(15) 0.20846(11) 0.55493(7) 0.0325(3) Uani 1 1 d . . . . .
N7 N -0.19461(15) 0.43308(10) 0.51919(7) 0.0319(3) Uani 1 1 d . . . . .
N1 N 0.39999(14) 0.57125(10) 0.93310(7) 0.0309(3) Uani 1 1 d . . . . .
N6 N 0.26319(14) 0.42658(11) 0.58308(7) 0.0320(3) Uani 1 1 d . . . . .
C7 C 0.81219(15) 0.72890(11) 0.96279(7) 0.0242(3) Uani 1 1 d . . . . .
C5 C 0.56683(16) 0.73130(11) 0.93640(7) 0.0256(3) Uani 1 1 d . . . . .
C10 C 0.77599(15) 0.62059(11) 0.95627(7) 0.0240(3) Uani 1 1 d . . . . .
C37 C -0.05618(16) 0.21385(11) 0.56509(7) 0.0264(3) Uani 1 1 d . . . . .
C2 C 0.52991(15) 0.62099(11) 0.92979(7) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.63881(15) 0.56174(11) 0.91916(7) 0.0249(3) Uani 1 1 d . . . . .
C48 C -0.03066(16) 0.06613(11) 0.62440(7) 0.0267(3) Uani 1 1 d . . . . .
C46 C -0.15066(16) 0.26996(12) 0.53539(7) 0.0270(3) Uani 1 1 d . . . . .
C38 C 0.09229(16) 0.26442(12) 0.56613(7) 0.0272(3) Uani 1 1 d . . . . .
C43 C -0.11324(16) 0.37945(12) 0.54610(7) 0.0270(3) Uani 1 1 d . . . . .
C25 C 0.90594(15) 0.87465(11) 0.88433(7) 0.0259(3) Uani 1 1 d . . . . .
C54 C -0.25589(16) 0.11666(11) 0.60651(7) 0.0268(3) Uani 1 1 d . . . . .
C24 C 0.76049(16) 0.85895(11) 0.90049(7) 0.0258(3) Uani 1 1 d . . . . .
C12 C 0.48327(16) 0.39475(11) 0.84973(8) 0.0276(3) Uani 1 1 d . . . . .
C41 C 0.13048(16) 0.37564(12) 0.57947(7) 0.0276(3) Uani 1 1 d . . . . .
C9 C 0.97849(17) 0.62836(12) 1.02012(8) 0.0296(3) Uani 1 1 d . . . . .
H9 H 1.039688 0.596366 1.040644 0.036 Uiso 1 1 calc R . . . .
C31 C 0.67843(16) 0.92721(11) 0.87448(8) 0.0281(3) Uani 1 1 d . . . . .
C6 C 0.71346(15) 0.78137(11) 0.93234(7) 0.0249(3) Uani 1 1 d . . . . .
C30 C 0.94430(17) 0.79492(12) 0.84169(8) 0.0303(3) Uani 1 1 d . . . . .
H30 H 0.877941 0.733970 0.822354 0.036 Uiso 1 1 calc R . . . .
C53 C -0.05599(16) 0.04867(12) 0.68748(8) 0.0292(3) Uani 1 1 d . . . . .
H53 H -0.117141 0.081458 0.709659 0.035 Uiso 1 1 calc R . . . .
C47 C -0.10742(16) 0.13383(11) 0.59444(7) 0.0265(3) Uani 1 1 d . . . . .
C67 C 0.16941(16) 0.58763(12) 0.67224(8) 0.0300(3) Uani 1 1 d . . . . .
C11 C 0.62045(16) 0.46717(11) 0.87785(7) 0.0256(3) Uani 1 1 d . . . . .
C42 C 0.02108(16) 0.43570(12) 0.58716(8) 0.0279(3) Uani 1 1 d . . . . .
C61 C -0.08079(17) 0.58310(12) 0.63451(8) 0.0312(3) Uani 1 1 d . . . . .
C36 C 0.67742(17) 0.93528(12) 0.80798(8) 0.0332(3) Uani 1 1 d . . . . .
H36 H 0.726145 0.896919 0.780847 0.040 Uiso 1 1 calc R . . . .
C26 C 1.00531(17) 0.96731(12) 0.91061(8) 0.0316(3) Uani 1 1 d . . . . .
H26 H 0.980598 1.022789 0.936963 0.038 Uiso 1 1 calc R . . . .
C3 C 0.30730(17) 0.62905(13) 0.94228(9) 0.0355(4) Uani 1 1 d . . . . .
H3 H 0.215995 0.596584 0.944643 0.043 Uiso 1 1 calc R . . . .
C59 C -0.29642(17) 0.19444(12) 0.64967(8) 0.0305(3) Uani 1 1 d . . . . .
H59 H -0.231959 0.256498 0.668773 0.037 Uiso 1 1 calc R . . . .
C8 C 1.01429(16) 0.73622(12) 1.02649(8) 0.0294(3) Uani 1 1 d . . . . .
H8 H 1.098993 0.773791 1.051040 0.035 Uiso 1 1 calc R . . . .
C49 C 0.05738(17) 0.01257(12) 0.59127(8) 0.0305(3) Uani 1 1 d . . . . .
H49 H 0.074956 0.022075 0.549258 0.037 Uiso 1 1 calc R . . . .
C45 C -0.35089(18) 0.26971(13) 0.47244(8) 0.0332(3) Uani 1 1 d . . . . .
H45 H -0.435508 0.234287 0.446944 0.040 Uiso 1 1 calc R . . . .
C55 C -0.35381(18) 0.02419(13) 0.57855(9) 0.0345(4) Uani 1 1 d . . . . .
H55 H -0.328056 -0.029466 0.550902 0.041 Uiso 1 1 calc R . . . .
C32 C 0.61045(18) 0.98955(12) 0.91524(9) 0.0343(3) Uani 1 1 d . . . . .
H32 H 0.612430 0.986905 0.959864 0.041 Uiso 1 1 calc R . . . .
C18 C 0.74010(16) 0.42668(12) 0.85490(7) 0.0285(3) Uani 1 1 d . . . . .
C60 C 0.03816(16) 0.53082(12) 0.62713(8) 0.0282(3) Uani 1 1 d . . . . .
C44 C -0.31421(18) 0.37789(13) 0.48337(8) 0.0336(3) Uani 1 1 d . . . . .
H44 H -0.374963 0.412529 0.465124 0.040 Uiso 1 1 calc R . . . .
C52 C 0.00844(18) -0.01643(12) 0.71718(8) 0.0335(3) Uani 1 1 d . . . . .
H52 H -0.007112 -0.025346 0.759537 0.040 Uiso 1 1 calc R . . . .
C19 C 0.73733(19) 0.32015(13) 0.84545(8) 0.0349(4) Uani 1 1 d . . . . .
H19 H 0.662233 0.274720 0.855967 0.042 Uiso 1 1 calc R . . . .
C27 C 1.14118(18) 0.97648(14) 0.89731(9) 0.0388(4) Uani 1 1 d . . . . .
H27 H 1.207737 1.037612 0.916004 0.047 Uiso 1 1 calc R . . . .
C51 C 0.09620(18) -0.06830(13) 0.68358(9) 0.0355(4) Uani 1 1 d . . . . .
H51 H 0.139731 -0.112083 0.703349 0.043 Uiso 1 1 calc R . . . .
C4 C 0.34249(18) 0.73602(14) 0.94844(9) 0.0367(4) Uani 1 1 d . . . . .
H4 H 0.273817 0.773054 0.954319 0.044 Uiso 1 1 calc R . . . .
C40 C 0.35632(17) 0.36938(13) 0.57298(9) 0.0349(3) Uani 1 1 d . . . . .
H40 H 0.449366 0.402807 0.575707 0.042 Uiso 1 1 calc R . . . .
C35 C 0.60463(19) 0.99980(14) 0.78200(10) 0.0403(4) Uani 1 1 d . . . . .
H35 H 0.602777 1.003155 0.737489 0.048 Uiso 1 1 calc R . . . .
C50 C 0.11889(18) -0.05477(13) 0.62054(9) 0.0345(3) Uani 1 1 d . . . . .
H50 H 0.175809 -0.091088 0.597598 0.041 Uiso 1 1 calc R . . . .
C58 C -0.43084(18) 0.18041(14) 0.66434(9) 0.0375(4) Uani 1 1 d . . . . .
H58 H -0.455809 0.232265 0.693925 0.045 Uiso 1 1 calc R . . . .
C72 C 0.22927(18) 0.54101(13) 0.71854(8) 0.0344(3) Uani 1 1 d . . . . .
H72 H 0.190515 0.472087 0.719589 0.041 Uiso 1 1 calc R . . . .
C23 C 0.85347(18) 0.49198(14) 0.83784(8) 0.0365(4) Uani 1 1 d . . . . .
H23 H 0.856480 0.562664 0.842660 0.044 Uiso 1 1 calc R . . . .
C68 C 0.22960(18) 0.69134(13) 0.67237(9) 0.0353(4) Uani 1 1 d . . . . .
H68 H 0.189570 0.724559 0.642752 0.042 Uiso 1 1 calc R . . . .
C17 C 0.44056(18) 0.36612(14) 0.78164(8) 0.0375(4) Uani 1 1 d . . . . .
H17 H 0.491548 0.399750 0.753283 0.045 Uiso 1 1 calc R . . . .
C57 C -0.52855(18) 0.08942(15) 0.63514(10) 0.0398(4) Uani 1 1 d . . . . .
H57 H -0.619512 0.080364 0.644490 0.048 Uiso 1 1 calc R . . . .
C28 C 1.17898(18) 0.89578(15) 0.85655(10) 0.0412(4) Uani 1 1 d . . . . .
H28 H 1.270635 0.902371 0.848552 0.049 Uiso 1 1 calc R . . . .
C34 C 0.53469(19) 1.05923(14) 0.82269(11) 0.0431(4) Uani 1 1 d . . . . .
H34 H 0.484410 1.101514 0.805283 0.052 Uiso 1 1 calc R . . . .
C62 C -0.0908(2) 0.66868(13) 0.60603(9) 0.0380(4) Uani 1 1 d . . . . .
H62 H -0.023657 0.693380 0.580835 0.046 Uiso 1 1 calc R . . . .
C56 C -0.49021(18) 0.01208(14) 0.59200(10) 0.0395(4) Uani 1 1 d . . . . .
H56 H -0.556170 -0.048638 0.571754 0.047 Uiso 1 1 calc R . . . .
C29 C 1.07981(19) 0.80535(14) 0.82779(9) 0.0377(4) Uani 1 1 d . . . . .
H29 H 1.103880 0.751782 0.799273 0.045 Uiso 1 1 calc R . . . .
C33 C 0.53981(19) 1.05554(13) 0.88932(10) 0.0404(4) Uani 1 1 d . . . . .
H33 H 0.495781 1.097416 0.916856 0.048 Uiso 1 1 calc R . . . .
C69 C 0.34825(19) 0.74577(14) 0.71598(10) 0.0410(4) Uani 1 1 d . . . . .
H69 H 0.389137 0.814012 0.714227 0.049 Uiso 1 1 calc R . . . .
C39 C 0.31879(18) 0.26132(14) 0.55850(9) 0.0353(4) Uani 1 1 d . . . . .
H39 H 0.387225 0.224494 0.551032 0.042 Uiso 1 1 calc R . . . .
C13 C 0.40568(19) 0.34264(13) 0.89109(9) 0.0374(4) Uani 1 1 d . . . . .
H13 H 0.432114 0.361571 0.936813 0.045 Uiso 1 1 calc R . . . .
C66 C -0.18180(19) 0.54818(15) 0.67222(9) 0.0407(4) Uani 1 1 d . . . . .
H66 H -0.175982 0.491971 0.691715 0.049 Uiso 1 1 calc R . . . .
C20 C 0.8448(2) 0.28201(16) 0.82073(9) 0.0447(5) Uani 1 1 d . . . . .
H20 H 0.841656 0.211179 0.814767 0.054 Uiso 1 1 calc R . . . .
C16 C 0.3223(2) 0.28762(17) 0.75569(10) 0.0483(5) Uani 1 1 d . . . . .
H16 H 0.292464 0.270667 0.710217 0.058 Uiso 1 1 calc R . . . .
C15 C 0.24888(19) 0.23475(14) 0.79705(12) 0.0489(5) Uani 1 1 d . . . . .
H15 H 0.172050 0.180168 0.779311 0.059 Uiso 1 1 calc R . . . .
C71 C 0.3463(2) 0.59626(15) 0.76319(9) 0.0414(4) Uani 1 1 d . . . . .
H71 H 0.384850 0.564325 0.794043 0.050 Uiso 1 1 calc R . . . .
C14 C 0.2893(2) 0.26275(15) 0.86467(11) 0.0467(4) Uani 1 1 d . . . . .
H14 H 0.238564 0.228063 0.892654 0.056 Uiso 1 1 calc R . . . .
C70 C 0.4055(2) 0.69878(15) 0.76187(10) 0.0430(4) Uani 1 1 d . . . . .
H70 H 0.483653 0.735740 0.791833 0.052 Uiso 1 1 calc R . . . .
C21 C 0.9574(2) 0.34845(19) 0.80471(10) 0.0498(5) Uani 1 1 d . . . . .
H21 H 1.029519 0.322387 0.787928 0.060 Uiso 1 1 calc R . . . .
C64 C -0.3011(2) 0.68059(18) 0.65257(11) 0.0535(5) Uani 1 1 d . . . . .
H64 H -0.374611 0.712674 0.658387 0.064 Uiso 1 1 calc R . . . .
C63 C -0.2003(2) 0.71658(16) 0.61528(11) 0.0479(5) Uani 1 1 d . . . . .
H63 H -0.205957 0.773302 0.596286 0.057 Uiso 1 1 calc R . . . .
C22 C 0.9620(2) 0.45336(19) 0.81380(10) 0.0487(5) Uani 1 1 d . . . . .
H22 H 1.038066 0.498423 0.803764 0.058 Uiso 1 1 calc R . . . .
C65 C -0.2918(2) 0.59628(19) 0.68125(11) 0.0529(5) Uani 1 1 d . . . . .
H65 H -0.359076 0.571953 0.706491 0.063 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N4 C10 1.3438(19) . ?
N4 C9 1.331(2) . ?
N3 C7 1.344(2) . ?
N3 C8 1.328(2) . ?
N2 C5 1.337(2) . ?
N2 C4 1.338(2) . ?
N8 C46 1.343(2) . ?
N8 C45 1.328(2) . ?
N5 C38 1.336(2) . ?
N5 C39 1.338(2) . ?
N7 C43 1.340(2) . ?
N7 C44 1.329(2) . ?
N1 C2 1.337(2) . ?
N1 C3 1.330(2) . ?
N6 C41 1.339(2) . ?
N6 C40 1.330(2) . ?
C7 C10 1.401(2) . ?
C7 C6 1.4827(19) . ?
C5 C2 1.427(2) . ?
C5 C6 1.488(2) . ?
C10 C1 1.481(2) . ?
C37 C46 1.480(2) . ?
C37 C38 1.484(2) . ?
C37 C47 1.363(2) . ?
C2 C1 1.482(2) . ?
C1 C11 1.359(2) . ?
C48 C53 1.406(2) . ?
C48 C47 1.486(2) . ?
C48 C49 1.396(2) . ?
C46 C43 1.408(2) . ?
C38 C41 1.428(2) . ?
C43 C42 1.481(2) . ?
C25 C24 1.495(2) . ?
C25 C30 1.399(2) . ?
C25 C26 1.395(2) . ?
C54 C47 1.497(2) . ?
C54 C59 1.397(2) . ?
C54 C55 1.392(2) . ?
C24 C31 1.488(2) . ?
C24 C6 1.360(2) . ?
C12 C11 1.490(2) . ?
C12 C17 1.390(2) . ?
C12 C13 1.393(2) . ?
C41 C42 1.488(2) . ?
C9 C8 1.395(2) . ?
C31 C36 1.401(2) . ?
C31 C32 1.398(2) . ?
C30 C29 1.387(2) . ?
C53 C52 1.384(2) . ?
C67 C60 1.496(2) . ?
C67 C72 1.393(2) . ?
C67 C68 1.395(2) . ?
C11 C18 1.490(2) . ?
C42 C60 1.354(2) . ?
C61 C60 1.503(2) . ?
C61 C62 1.404(2) . ?
C61 C66 1.387(2) . ?
C36 C35 1.389(2) . ?
C26 C27 1.388(2) . ?
C3 C4 1.384(2) . ?
C59 C58 1.380(2) . ?
C49 C50 1.389(2) . ?
C45 C44 1.391(2) . ?
C55 C56 1.392(3) . ?
C32 C33 1.392(2) . ?
C18 C19 1.402(2) . ?
C18 C23 1.392(2) . ?
C52 C51 1.386(3) . ?
C19 C20 1.380(3) . ?
C27 C28 1.386(3) . ?
C51 C50 1.384(3) . ?
C40 C39 1.387(2) . ?
C35 C34 1.388(3) . ?
C58 C57 1.383(3) . ?
C72 C71 1.390(2) . ?
C23 C22 1.386(3) . ?
C68 C69 1.388(3) . ?
C17 C16 1.388(3) . ?
C57 C56 1.381(3) . ?
C28 C29 1.383(3) . ?
C34 C33 1.387(3) . ?
C62 C63 1.387(3) . ?
C69 C70 1.378(3) . ?
C13 C14 1.387(3) . ?
C66 C65 1.393(3) . ?
C20 C21 1.385(3) . ?
C16 C15 1.377(3) . ?
C15 C14 1.377(3) . ?
C71 C70 1.385(3) . ?
C21 C22 1.377(3) . ?
C64 C63 1.384(3) . ?
C64 C65 1.389(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 116.31(13) . . ?
C8 N3 C7 116.24(13) . . ?
C5 N2 C4 116.87(14) . . ?
C45 N8 C46 116.57(14) . . ?
C38 N5 C39 117.01(14) . . ?
C44 N7 C43 116.59(14) . . ?
C3 N1 C2 117.03(14) . . ?
C40 N6 C41 117.27(14) . . ?
N3 C7 C10 121.42(13) . . ?
N3 C7 C6 118.96(13) . . ?
C10 C7 C6 119.54(13) . . ?
N2 C5 C2 120.76(14) . . ?
N2 C5 C6 121.08(13) . . ?
C2 C5 C6 118.16(13) . . ?
N4 C10 C7 121.77(13) . . ?
N4 C10 C1 119.53(13) . . ?
C7 C10 C1 118.61(13) . . ?
C46 C37 C38 111.99(12) . . ?
C47 C37 C46 120.50(14) . . ?
C47 C37 C38 127.01(14) . . ?
N1 C2 C5 121.14(13) . . ?
N1 C2 C1 120.16(13) . . ?
C5 C2 C1 118.71(13) . . ?
C10 C1 C2 111.97(12) . . ?
C11 C1 C10 122.52(13) . . ?
C11 C1 C2 125.42(14) . . ?
C53 C48 C47 118.30(13) . . ?
C49 C48 C53 118.01(14) . . ?
C49 C48 C47 123.51(14) . . ?
N8 C46 C37 119.26(13) . . ?
N8 C46 C43 120.92(14) . . ?
C43 C46 C37 119.80(14) . . ?
N5 C38 C37 121.54(13) . . ?
N5 C38 C41 120.92(14) . . ?
C41 C38 C37 117.54(13) . . ?
N7 C43 C46 121.69(14) . . ?
N7 C43 C42 119.68(14) . . ?
C46 C43 C42 118.62(13) . . ?
C30 C25 C24 119.58(13) . . ?
C26 C25 C24 121.72(14) . . ?
C26 C25 C30 118.70(15) . . ?
C59 C54 C47 118.81(14) . . ?
C55 C54 C47 122.43(14) . . ?
C55 C54 C59 118.70(15) . . ?
C31 C24 C25 114.49(12) . . ?
C6 C24 C25 118.61(13) . . ?
C6 C24 C31 126.73(14) . . ?
C17 C12 C11 121.15(15) . . ?
C17 C12 C13 118.67(15) . . ?
C13 C12 C11 119.47(14) . . ?
N6 C41 C38 120.79(14) . . ?
N6 C41 C42 119.48(13) . . ?
C38 C41 C42 119.70(14) . . ?
N4 C9 C8 121.77(14) . . ?
C36 C31 C24 118.98(14) . . ?
C32 C31 C24 122.27(14) . . ?
C32 C31 C36 118.58(14) . . ?
C7 C6 C5 111.54(12) . . ?
C24 C6 C7 120.23(14) . . ?
C24 C6 C5 127.97(13) . . ?
C29 C30 C25 121.03(15) . . ?
C52 C53 C48 121.21(15) . . ?
C37 C47 C48 128.34(14) . . ?
C37 C47 C54 118.24(13) . . ?
C48 C47 C54 112.99(12) . . ?
C72 C67 C60 120.94(14) . . ?
C72 C67 C68 118.09(15) . . ?
C68 C67 C60 120.80(15) . . ?
C1 C11 C12 125.13(14) . . ?
C1 C11 C18 121.84(14) . . ?
C18 C11 C12 113.02(12) . . ?
C43 C42 C41 112.48(13) . . ?
C60 C42 C43 122.24(14) . . ?
C60 C42 C41 125.27(14) . . ?
C62 C61 C60 121.96(15) . . ?
C66 C61 C60 119.32(15) . . ?
C66 C61 C62 118.69(16) . . ?
C35 C36 C31 120.90(17) . . ?
C27 C26 C25 119.83(16) . . ?
N1 C3 C4 122.04(15) . . ?
C58 C59 C54 120.87(15) . . ?
N3 C8 C9 122.47(14) . . ?
C50 C49 C48 120.54(15) . . ?
N8 C45 C44 122.42(15) . . ?
C56 C55 C54 119.99(16) . . ?
C33 C32 C31 120.28(17) . . ?
C19 C18 C11 120.79(15) . . ?
C23 C18 C11 121.12(14) . . ?
C23 C18 C19 117.95(15) . . ?
C67 C60 C61 114.26(13) . . ?
C42 C60 C67 123.97(14) . . ?
C42 C60 C61 121.49(14) . . ?
N7 C44 C45 121.74(14) . . ?
C53 C52 C51 119.78(15) . . ?
C20 C19 C18 120.69(18) . . ?
C28 C27 C26 120.89(16) . . ?
C50 C51 C52 119.85(15) . . ?
N2 C4 C3 122.16(15) . . ?
N6 C40 C39 121.95(15) . . ?
C34 C35 C36 119.78(17) . . ?
C51 C50 C49 120.55(15) . . ?
C59 C58 C57 120.16(16) . . ?
C71 C72 C67 120.78(16) . . ?
C22 C23 C18 121.06(18) . . ?
C69 C68 C67 121.10(17) . . ?
C16 C17 C12 120.41(18) . . ?
C56 C57 C58 119.60(16) . . ?
C29 C28 C27 119.73(16) . . ?
C33 C34 C35 119.97(15) . . ?
C63 C62 C61 120.35(18) . . ?
C57 C56 C55 120.61(16) . . ?
C28 C29 C30 119.71(17) . . ?
C34 C33 C32 120.39(17) . . ?
C70 C69 C68 120.05(17) . . ?
N5 C39 C40 122.03(15) . . ?
C14 C13 C12 120.57(17) . . ?
C61 C66 C65 120.81(18) . . ?
C19 C20 C21 120.47(18) . . ?
C15 C16 C17 120.25(18) . . ?
C14 C15 C16 119.96(17) . . ?
C70 C71 C72 120.18(17) . . ?
C15 C14 C13 120.08(19) . . ?
C69 C70 C71 119.76(17) . . ?
C22 C21 C20 119.61(17) . . ?
C63 C64 C65 119.64(18) . . ?
C64 C63 C62 120.48(19) . . ?
C21 C22 C23 120.2(2) . . ?
C64 C65 C66 120.0(2) . . ?

_olex2_submission_original_sample_id yi190218-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 8.374
_oxdiff_exptl_absorpt_empirical_full_min 0.518
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi191108-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176742'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2019-11-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi191108-sgwr
_chemical_formula_moiety         'C H2 Cl2, C60 H40 N4'
_chemical_formula_sum            'C61 H42 Cl2 N4'
_chemical_formula_weight         901.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H40 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.5930(3)
_cell_length_b                   16.7981(3)
_cell_length_c                   17.4925(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.4761(18)
_cell_angle_gamma                90
_cell_volume                     4794.45(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9500
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.3060
_cell_measurement_theta_min      3.3640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1880
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0708
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31137
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.143
_diffrn_reflns_theta_min         3.378
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -97.00 -27.00   0.50    8.17    --  -42.55 129.00  40.00  140
  2  ω    -82.00 -46.00   0.50    8.17    --  -42.55 141.00-147.00   72
  3  ω    -97.00 -72.00   0.50   21.68    --  -84.50 141.00-147.00   50
  4  ω     23.00 101.00   0.50    8.17    --   42.55  57.00-150.00  156
  5  ω     63.00  89.00   0.50    8.17    --   42.55 141.00-147.00   52
  6  ω     94.00 120.00   0.50   21.68    --  108.63 141.00-147.00   52
  7  ω     81.00 133.00   0.50   21.68    --  108.63  77.00 -60.00  104
  8  ω    153.00 178.00   0.50   21.68    --  108.63  77.00 -60.00   50
  9  ω    100.00 178.00   0.50   21.68    --  108.63  45.00-150.00  156
 10  ω     83.00 114.00   0.50    8.17    --   42.55 125.00 -30.00   62
 11  ω     79.00 115.00   0.50    8.17    --   42.55 129.00  40.00   72
 12  ω     72.00 116.00   0.50    8.17    --   42.55 125.00   0.00   88
 13  ω     69.00 129.00   0.50   21.68    --  108.63 129.00  40.00  120
 14  ω     81.00 116.00   0.50    8.17    --   42.55 125.00 150.00   70
 15  ω     14.00  75.00   0.50    8.17    --   42.55  77.00 150.00  122
 16  ω     30.00  66.00   0.50   21.68    --  108.63 -30.00   0.00   72
 17  ω     32.00  62.00   0.50   21.68    --  108.63 -30.00 -30.00   60
 18  ω     34.00  77.00   0.50   21.68    --  108.63 -45.00 -90.00   86
 19  ω     36.00 105.00   0.50   21.68    --  108.63 -94.00 -60.00  138
 20  ω     81.00 120.00   0.50   21.68    --  108.63-129.00 -33.00   78
 21  ω     51.00  77.00   0.50   21.68    --  108.63 -45.00  90.00   52
 22  ω     33.00  66.00   0.50   21.68    --  108.63 -30.00 120.00   66
 23  ω     35.00  85.00   0.50   21.68    --  108.63 -94.00 120.00  100
 24  ω     78.00 129.00   0.50   21.68    --  108.63-141.00 153.00  102
 25  ω     35.00 103.00   0.50   21.68    --  108.63 -94.00   0.00  136
 26  ω     36.00  66.00   0.50   21.68    --  108.63 -30.00-120.00   60
 27  ω     32.00  62.00   0.50   21.68    --  108.63 -30.00 -60.00   60
 28  ω     55.00  87.00   0.50   21.68    --  108.63 -94.00-180.00   64
 29  ω   -116.00 -71.00   0.50    8.17    --  -42.55-125.00   0.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0024110000
_diffrn_orient_matrix_UB_12      0.0915733000
_diffrn_orient_matrix_UB_13      -0.0038564000
_diffrn_orient_matrix_UB_21      0.0436224000
_diffrn_orient_matrix_UB_22      0.0028730000
_diffrn_orient_matrix_UB_23      0.0855528000
_diffrn_orient_matrix_UB_31      0.0837447000
_diffrn_orient_matrix_UB_32      -0.0041854000
_diffrn_orient_matrix_UB_33      -0.0260856000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6466
_reflns_number_total             9524
_reflns_odcompleteness_completeness 97.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         9524
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1534
_refine_ls_R_factor_gt           0.1134
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1099P)²+14.2903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2821
_refine_ls_wR_factor_ref         0.3074
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B)
2.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C56(H56), C30(H30), C42(H42), C50(H50), C17(H17), C54(H54),
 C41(H41), C51(H51), C36(H36), C60(H60), C38(H38), C19(H19), C13(H13), C57(H57),
  C52(H52), C58(H58), C27(H27), C16(H16), C39(H39), C59(H59), C53(H53),
 C40(H40), C29(H29), C35(H35), C32(H32), C44(H44), C14(H14), C15(H15), C20(H20),
  C28(H28), C23(H23), C33(H33), C34(H34), C48(H48), C21(H21), C22(H22),
 C45(H45), C47(H47), C46(H46)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.55697(16) 0.46904(15) 0.14995(15) 0.0986(8) Uani 1 1 d . . . . .
Cl2 Cl 0.72078(18) 0.5355(2) 0.17116(18) 0.1213(10) Uani 1 1 d . . . . .
N3 N 0.5540(2) 0.6250(2) 0.3741(2) 0.0246(8) Uani 1 1 d . . . . .
N1 N 0.2338(2) 0.6302(2) 0.3417(2) 0.0259(8) Uani 1 1 d . . . . .
N4 N 0.4846(2) 0.6445(2) 0.5052(2) 0.0264(8) Uani 1 1 d . . . . .
N2 N 0.3027(2) 0.6453(2) 0.2105(2) 0.0301(8) Uani 1 1 d . . . . .
C49 C 0.6770(3) 0.5671(3) 0.4443(2) 0.0251(9) Uani 1 1 d . . . . .
C1 C 0.3540(3) 0.6837(3) 0.4247(2) 0.0253(9) Uani 1 1 d . . . . .
C2 C 0.3089(3) 0.6599(3) 0.3471(2) 0.0256(9) Uani 1 1 d . . . . .
C10 C 0.4417(3) 0.6619(3) 0.4348(2) 0.0247(9) Uani 1 1 d . . . . .
C31 C 0.4349(3) 0.7258(3) 0.1535(2) 0.0276(10) Uani 1 1 d . . . . .
C7 C 0.4795(3) 0.6566(3) 0.3689(2) 0.0246(9) Uani 1 1 d . . . . .
C8 C 0.5964(3) 0.6061(3) 0.4444(2) 0.0247(9) Uani 1 1 d . . . . .
C6 C 0.4356(2) 0.6801(3) 0.2906(2) 0.0247(9) Uani 1 1 d . . . . .
C5 C 0.3467(3) 0.6619(3) 0.2806(2) 0.0245(9) Uani 1 1 d . . . . .
C55 C 0.6079(3) 0.6071(3) 0.5918(2) 0.0281(9) Uani 1 1 d . . . . .
C9 C 0.5620(3) 0.6211(3) 0.5114(2) 0.0266(9) Uani 1 1 d . . . . .
C11 C 0.3159(3) 0.7191(3) 0.4785(3) 0.0270(9) Uani 1 1 d . . . . .
C18 C 0.3559(3) 0.7365(3) 0.5610(3) 0.0300(10) Uani 1 1 d . . . . .
C37 C 0.1126(3) 0.5683(3) 0.2751(3) 0.0287(10) Uani 1 1 d . . . . .
C25 C 0.5620(3) 0.7409(3) 0.2556(3) 0.0270(9) Uani 1 1 d . . . . .
C24 C 0.4748(3) 0.7125(3) 0.2363(2) 0.0275(9) Uani 1 1 d . . . . .
C26 C 0.5907(3) 0.7848(3) 0.3224(3) 0.0302(10) Uani 1 1 d . . . . .
H26 H 0.555777 0.796106 0.357028 0.036 Uiso 1 1 calc R . . . .
C56 C 0.5744(3) 0.5567(3) 0.6410(3) 0.0322(10) Uani 1 1 d . . . . .
H56 H 0.522354 0.535519 0.624677 0.039 Uiso 1 1 calc R . . . .
C12 C 0.2292(3) 0.7474(3) 0.4601(3) 0.0295(10) Uani 1 1 d . . . . .
C4 C 0.2254(3) 0.6222(3) 0.2046(2) 0.0291(10) Uani 1 1 d . . . . .
C30 C 0.6152(3) 0.7257(3) 0.2042(3) 0.0342(11) Uani 1 1 d . . . . .
H30 H 0.596600 0.697974 0.158331 0.041 Uiso 1 1 calc R . . . .
C42 C 0.0691(3) 0.5905(3) 0.3336(3) 0.0313(10) Uani 1 1 d . . . . .
H42 H 0.087647 0.632679 0.366592 0.038 Uiso 1 1 calc R . . . .
C50 C 0.7076(3) 0.5073(3) 0.4956(3) 0.0295(10) Uani 1 1 d . . . . .
H50 H 0.678145 0.491338 0.533365 0.035 Uiso 1 1 calc R . . . .
C17 C 0.1752(3) 0.7293(3) 0.5098(3) 0.0310(10) Uani 1 1 d . . . . .
H17 H 0.193929 0.700718 0.555078 0.037 Uiso 1 1 calc R . . . .
C3 C 0.1916(3) 0.6090(3) 0.2725(2) 0.0307(10) Uani 1 1 d . . . . .
C54 C 0.7212(3) 0.5900(3) 0.3875(3) 0.0314(10) Uani 1 1 d . . . . .
H54 H 0.701388 0.630414 0.352780 0.038 Uiso 1 1 calc R . . . .
C41 C -0.0008(3) 0.5502(3) 0.3422(3) 0.0377(12) Uani 1 1 d . . . . .
H41 H -0.028933 0.565269 0.381334 0.045 Uiso 1 1 calc R . . . .
C51 C 0.7818(3) 0.4706(3) 0.4915(3) 0.0326(10) Uani 1 1 d . . . . .
H51 H 0.802534 0.431298 0.527097 0.039 Uiso 1 1 calc R . . . .
C36 C 0.4164(3) 0.8026(3) 0.1264(3) 0.0366(11) Uani 1 1 d . . . . .
H36 H 0.428244 0.845516 0.160166 0.044 Uiso 1 1 calc R . . . .
C60 C 0.6840(3) 0.6412(3) 0.6177(3) 0.0331(10) Uani 1 1 d . . . . .
H60 H 0.705968 0.676132 0.585590 0.040 Uiso 1 1 calc R . . . .
C38 C 0.0835(3) 0.5047(3) 0.2267(3) 0.0345(11) Uani 1 1 d . . . . .
H38 H 0.111745 0.488918 0.188002 0.041 Uiso 1 1 calc R . . . .
C19 C 0.3789(3) 0.6772(3) 0.6157(3) 0.0336(11) Uani 1 1 d . . . . .
H19 H 0.371969 0.624025 0.601191 0.040 Uiso 1 1 calc R . . . .
C13 C 0.2002(3) 0.7936(3) 0.3944(3) 0.0392(12) Uani 1 1 d . . . . .
H13 H 0.235823 0.808607 0.361657 0.047 Uiso 1 1 calc R . . . .
C57 C 0.6180(3) 0.5379(3) 0.7139(3) 0.0368(11) Uani 1 1 d . . . . .
H57 H 0.595767 0.503636 0.746253 0.044 Uiso 1 1 calc R . . . .
C43 C 0.1790(3) 0.6070(3) 0.1251(3) 0.0359(11) Uani 1 1 d . . . . .
C52 C 0.8247(3) 0.4929(3) 0.4340(3) 0.0366(11) Uani 1 1 d . . . . .
H52 H 0.873658 0.467679 0.429939 0.044 Uiso 1 1 calc R . . . .
C58 C 0.6956(3) 0.5708(3) 0.7385(3) 0.0418(12) Uani 1 1 d . . . . .
H58 H 0.725863 0.557234 0.786794 0.050 Uiso 1 1 calc R . . . .
C27 C 0.6708(3) 0.8117(3) 0.3378(3) 0.0373(11) Uani 1 1 d . . . . .
H27 H 0.689127 0.841099 0.382663 0.045 Uiso 1 1 calc R . . . .
C16 C 0.0940(3) 0.7530(3) 0.4930(3) 0.0382(11) Uani 1 1 d . . . . .
H16 H 0.058369 0.738972 0.526091 0.046 Uiso 1 1 calc R . . . .
C39 C 0.0134(3) 0.4652(3) 0.2357(3) 0.0379(11) Uani 1 1 d . . . . .
H39 H -0.005550 0.423029 0.202915 0.046 Uiso 1 1 calc R . . . .
C59 C 0.7276(3) 0.6237(3) 0.6910(3) 0.0394(12) Uani 1 1 d . . . . .
H59 H 0.778341 0.647277 0.708341 0.047 Uiso 1 1 calc R . . . .
C53 C 0.7945(3) 0.5528(3) 0.3827(3) 0.0373(11) Uani 1 1 d . . . . .
H53 H 0.823687 0.568335 0.344504 0.045 Uiso 1 1 calc R . . . .
C40 C -0.0298(3) 0.4879(3) 0.2938(3) 0.0415(13) Uani 1 1 d . . . . .
H40 H -0.077504 0.461330 0.299652 0.050 Uiso 1 1 calc R . . . .
C29 C 0.6965(3) 0.7518(4) 0.2211(3) 0.0425(13) Uani 1 1 d . . . . .
H29 H 0.732111 0.739663 0.187469 0.051 Uiso 1 1 calc R . . . .
C35 C 0.3803(3) 0.8158(4) 0.0494(3) 0.0441(13) Uani 1 1 d . . . . .
H35 H 0.366835 0.867371 0.032453 0.053 Uiso 1 1 calc R . . . .
C32 C 0.4191(3) 0.6630(3) 0.1012(3) 0.0393(12) Uani 1 1 d . . . . .
H32 H 0.431886 0.611192 0.117763 0.047 Uiso 1 1 calc R . . . .
C44 C 0.2155(4) 0.5584(4) 0.0755(3) 0.0435(13) Uani 1 1 d . . . . .
H44 H 0.268963 0.540197 0.090935 0.052 Uiso 1 1 calc R . . . .
C14 C 0.1187(3) 0.8174(4) 0.3775(4) 0.0492(15) Uani 1 1 d . . . . .
H14 H 0.099613 0.846761 0.332850 0.059 Uiso 1 1 calc R . . . .
C15 C 0.0659(3) 0.7973(4) 0.4274(3) 0.0480(14) Uani 1 1 d . . . . .
H15 H 0.011475 0.813667 0.416516 0.058 Uiso 1 1 calc R . . . .
C20 C 0.4123(3) 0.6966(4) 0.6919(3) 0.0428(13) Uani 1 1 d . . . . .
H20 H 0.426950 0.656351 0.728240 0.051 Uiso 1 1 calc R . . . .
C28 C 0.7242(3) 0.7956(3) 0.2875(3) 0.0417(12) Uani 1 1 d . . . . .
H28 H 0.777947 0.814040 0.298180 0.050 Uiso 1 1 calc R . . . .
C23 C 0.3656(3) 0.8155(3) 0.5846(3) 0.0438(13) Uani 1 1 d . . . . .
H23 H 0.348614 0.856093 0.549159 0.053 Uiso 1 1 calc R . . . .
C33 C 0.3840(3) 0.6778(4) 0.0234(3) 0.0477(15) Uani 1 1 d . . . . .
H33 H 0.374061 0.635566 -0.011444 0.057 Uiso 1 1 calc R . . . .
C34 C 0.3642(3) 0.7535(4) -0.0018(3) 0.0481(15) Uani 1 1 d . . . . .
H34 H 0.339967 0.762691 -0.053314 0.058 Uiso 1 1 calc R . . . .
C48 C 0.1010(3) 0.6374(4) 0.1000(3) 0.0480(14) Uani 1 1 d . . . . .
H48 H 0.077616 0.671204 0.132013 0.058 Uiso 1 1 calc R . . . .
C21 C 0.4239(3) 0.7749(4) 0.7141(3) 0.0517(16) Uani 1 1 d . . . . .
H21 H 0.447643 0.787381 0.765022 0.062 Uiso 1 1 calc R . . . .
C22 C 0.4006(4) 0.8343(4) 0.6613(4) 0.0547(16) Uani 1 1 d . . . . .
H22 H 0.407979 0.887238 0.676380 0.066 Uiso 1 1 calc R . . . .
C45 C 0.1709(5) 0.5379(4) 0.0031(3) 0.0625(19) Uani 1 1 d . . . . .
H45 H 0.193956 0.504966 -0.029907 0.075 Uiso 1 1 calc R . . . .
C47 C 0.0576(4) 0.6170(5) 0.0266(3) 0.065(2) Uani 1 1 d . . . . .
H47 H 0.005440 0.637711 0.009456 0.078 Uiso 1 1 calc R . . . .
C46 C 0.0917(5) 0.5668(5) -0.0199(4) 0.071(2) Uani 1 1 d . . . . .
H46 H 0.061413 0.551609 -0.067793 0.085 Uiso 1 1 calc R . . . .
C61 C 0.6387(6) 0.5090(5) 0.2147(5) 0.091(3) Uani 1 1 d . . . . .
H61A H 0.619962 0.555657 0.239067 0.109 Uiso 1 1 calc R . . . .
H61B H 0.657178 0.470276 0.255305 0.109 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C61 1.736(9) . ?
Cl2 C61 1.736(9) . ?
N3 C7 1.333(6) . ?
N3 C8 1.340(5) . ?
N1 C2 1.330(6) . ?
N1 C3 1.331(6) . ?
N4 C10 1.338(5) . ?
N4 C9 1.328(6) . ?
N2 C5 1.338(6) . ?
N2 C4 1.327(6) . ?
C49 C8 1.489(6) . ?
C49 C50 1.380(6) . ?
C49 C54 1.393(6) . ?
C1 C2 1.482(6) . ?
C1 C10 1.479(6) . ?
C1 C11 1.361(6) . ?
C2 C5 1.417(5) . ?
C10 C7 1.412(5) . ?
C31 C24 1.495(6) . ?
C31 C36 1.388(7) . ?
C31 C32 1.391(7) . ?
C7 C6 1.482(6) . ?
C8 C9 1.417(6) . ?
C6 C5 1.486(6) . ?
C6 C24 1.360(6) . ?
C55 C9 1.490(6) . ?
C55 C56 1.393(6) . ?
C55 C60 1.386(7) . ?
C11 C18 1.504(6) . ?
C11 C12 1.494(6) . ?
C18 C19 1.386(7) . ?
C18 C23 1.391(7) . ?
C37 C42 1.406(6) . ?
C37 C3 1.487(6) . ?
C37 C38 1.394(7) . ?
C25 C24 1.501(6) . ?
C25 C26 1.391(6) . ?
C25 C30 1.394(6) . ?
C26 C27 1.384(7) . ?
C56 C57 1.383(7) . ?
C12 C17 1.391(6) . ?
C12 C13 1.397(7) . ?
C4 C3 1.419(6) . ?
C4 C43 1.485(6) . ?
C30 C29 1.397(7) . ?
C42 C41 1.375(6) . ?
C50 C51 1.391(6) . ?
C17 C16 1.384(7) . ?
C54 C53 1.384(7) . ?
C41 C40 1.377(8) . ?
C51 C52 1.386(7) . ?
C36 C35 1.389(7) . ?
C60 C59 1.385(7) . ?
C38 C39 1.372(7) . ?
C19 C20 1.385(7) . ?
C13 C14 1.389(7) . ?
C57 C58 1.395(8) . ?
C43 C44 1.407(7) . ?
C43 C48 1.387(8) . ?
C52 C53 1.380(7) . ?
C58 C59 1.386(8) . ?
C27 C28 1.384(7) . ?
C16 C15 1.375(8) . ?
C39 C40 1.399(7) . ?
C29 C28 1.380(8) . ?
C35 C34 1.373(8) . ?
C32 C33 1.401(7) . ?
C44 C45 1.389(8) . ?
C14 C15 1.386(7) . ?
C20 C21 1.374(9) . ?
C23 C22 1.397(8) . ?
C33 C34 1.366(9) . ?
C48 C47 1.395(8) . ?
C21 C22 1.368(9) . ?
C45 C46 1.391(11) . ?
C47 C46 1.365(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N3 C8 118.9(3) . . ?
C2 N1 C3 119.7(4) . . ?
C9 N4 C10 119.0(3) . . ?
C4 N2 C5 119.3(4) . . ?
C50 C49 C8 123.0(4) . . ?
C50 C49 C54 119.0(4) . . ?
C54 C49 C8 117.9(4) . . ?
C10 C1 C2 111.4(4) . . ?
C11 C1 C2 122.0(4) . . ?
C11 C1 C10 126.5(4) . . ?
N1 C2 C1 118.5(4) . . ?
N1 C2 C5 120.0(4) . . ?
C5 C2 C1 121.3(4) . . ?
N4 C10 C1 120.8(4) . . ?
N4 C10 C7 119.8(4) . . ?
C7 C10 C1 119.4(4) . . ?
C36 C31 C24 120.0(4) . . ?
C36 C31 C32 118.4(4) . . ?
C32 C31 C24 121.5(4) . . ?
N3 C7 C10 120.8(4) . . ?
N3 C7 C6 117.6(3) . . ?
C10 C7 C6 121.4(4) . . ?
N3 C8 C49 115.2(4) . . ?
N3 C8 C9 119.6(4) . . ?
C9 C8 C49 125.2(4) . . ?
C7 C6 C5 111.3(3) . . ?
C24 C6 C7 122.4(4) . . ?
C24 C6 C5 126.3(4) . . ?
N2 C5 C2 119.9(4) . . ?
N2 C5 C6 120.9(3) . . ?
C2 C5 C6 119.1(4) . . ?
C56 C55 C9 119.1(4) . . ?
C60 C55 C9 121.4(4) . . ?
C60 C55 C56 119.4(4) . . ?
N4 C9 C8 120.9(4) . . ?
N4 C9 C55 116.4(4) . . ?
C8 C9 C55 122.6(4) . . ?
C1 C11 C18 124.7(4) . . ?
C1 C11 C12 122.7(4) . . ?
C12 C11 C18 112.6(4) . . ?
C19 C18 C11 122.8(4) . . ?
C19 C18 C23 118.6(5) . . ?
C23 C18 C11 118.5(5) . . ?
C42 C37 C3 118.2(4) . . ?
C38 C37 C42 118.6(4) . . ?
C38 C37 C3 123.0(4) . . ?
C26 C25 C24 121.7(4) . . ?
C26 C25 C30 118.6(4) . . ?
C30 C25 C24 119.6(4) . . ?
C31 C24 C25 114.1(4) . . ?
C6 C24 C31 123.5(4) . . ?
C6 C24 C25 122.3(4) . . ?
C27 C26 C25 120.4(4) . . ?
C57 C56 C55 120.5(5) . . ?
C17 C12 C11 120.1(4) . . ?
C17 C12 C13 118.1(4) . . ?
C13 C12 C11 121.9(4) . . ?
N2 C4 C3 120.3(4) . . ?
N2 C4 C43 116.9(4) . . ?
C3 C4 C43 122.7(4) . . ?
C25 C30 C29 120.4(5) . . ?
C41 C42 C37 120.3(5) . . ?
C49 C50 C51 120.9(4) . . ?
C16 C17 C12 121.1(5) . . ?
N1 C3 C37 114.5(4) . . ?
N1 C3 C4 119.8(4) . . ?
C4 C3 C37 125.6(4) . . ?
C53 C54 C49 120.1(4) . . ?
C42 C41 C40 120.9(5) . . ?
C52 C51 C50 119.6(4) . . ?
C31 C36 C35 120.6(5) . . ?
C59 C60 C55 120.4(5) . . ?
C39 C38 C37 120.5(5) . . ?
C20 C19 C18 120.5(5) . . ?
C14 C13 C12 120.7(4) . . ?
C56 C57 C58 119.5(5) . . ?
C44 C43 C4 118.0(5) . . ?
C48 C43 C4 121.9(5) . . ?
C48 C43 C44 120.1(5) . . ?
C53 C52 C51 119.7(4) . . ?
C59 C58 C57 120.1(5) . . ?
C26 C27 C28 121.1(5) . . ?
C15 C16 C17 120.1(4) . . ?
C38 C39 C40 120.6(5) . . ?
C60 C59 C58 119.9(5) . . ?
C52 C53 C54 120.6(4) . . ?
C41 C40 C39 119.1(4) . . ?
C28 C29 C30 120.5(5) . . ?
C34 C35 C36 120.7(5) . . ?
C31 C32 C33 120.0(5) . . ?
C45 C44 C43 119.2(6) . . ?
C15 C14 C13 119.9(5) . . ?
C16 C15 C14 120.0(5) . . ?
C21 C20 C19 120.5(6) . . ?
C29 C28 C27 119.0(5) . . ?
C18 C23 C22 120.4(6) . . ?
C34 C33 C32 120.8(5) . . ?
C33 C34 C35 119.5(5) . . ?
C43 C48 C47 119.8(6) . . ?
C22 C21 C20 119.9(5) . . ?
C21 C22 C23 120.1(6) . . ?
C44 C45 C46 119.8(6) . . ?
C46 C47 C48 120.0(6) . . ?
C47 C46 C45 121.0(6) . . ?
Cl2 C61 Cl1 113.3(5) . . ?

_olex2_submission_original_sample_id yi191108-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.868
_oxdiff_exptl_absorpt_empirical_full_min 0.379
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210301-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176744'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210301-sgwr
_chemical_formula_moiety         'C60 H40 N4'
_chemical_formula_sum            'C60 H40 N4'
_chemical_formula_weight         816.96
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H40 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.75804(18)
_cell_length_b                   10.24335(19)
_cell_length_c                   12.5631(2)
_cell_angle_alpha                109.5893(17)
_cell_angle_beta                 92.4238(15)
_cell_angle_gamma                114.6339(18)
_cell_volume                     1050.81(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9184
_cell_measurement_temperature    150
_cell_measurement_theta_max      77.4800
_cell_measurement_theta_min      3.8030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.582
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_recrystallization_method CH2Cl2/EtOH
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11871
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.668
_diffrn_reflns_theta_min         3.822
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -112.00 -38.00   0.50    0.16    --  -46.62 -55.00 -17.00  148
  2  ω   -117.00 -81.00   0.50    0.22    --  -84.50 -55.00 -17.00   72
  3  ω    -51.00 -25.00   0.50    0.22    --  -84.50  55.00 125.00   52
  4  ω     -4.00  26.00   0.50    0.16    --  -46.62  55.00 125.00   60
  5  ω     33.00 119.00   0.50    0.16    --   46.62  55.00 125.00  172
  6  ω    132.00 177.00   0.50    0.22    --  108.56  55.00 125.00   90
  7  ω    137.00 169.00   0.50    0.22    --  108.56  77.00  30.00   64
  8  ω    103.00 129.00   0.50    0.22    --  108.56  55.00 125.00   52
  9  ω     85.00 143.00   0.50    0.22    --  108.56  77.00  90.00  116
 10  ω     85.00 111.00   0.50    0.22    --  108.56  77.00  30.00   52
 11  ω     45.00  70.00   0.50    0.22    --  108.56 -19.00 -60.00   50
 12  ω     58.00  92.00   0.50    0.22    --  108.56 -55.00 -17.00   68
 13  ω     62.00  88.00   0.50    0.22    --  108.56 -77.00 -90.00   52
 14  ω    101.00 129.00   0.50    0.22    --  108.56 -77.00 -90.00   56
 15  ω     71.00 116.00   0.50    0.22    --  108.56-125.00  30.00   90
 16  ω     66.00 108.00   0.50    0.22    --  108.56 -99.00 120.00   84
 17  ω     95.00 121.00   0.50    0.22    --  108.56 -77.00 150.00   52
 18  ω     38.00  64.00   0.50    0.22    --  108.56 -37.00  90.00   52
 19  ω     37.00  69.00   0.50    0.22    --  108.56 -37.00 120.00   64
 20  ω     36.00 105.00   0.50    0.22    --  108.56 -99.00  90.00  138
 21  ω     36.00  69.00   0.50    0.22    --  108.56 -37.00 -30.00   66
 22  ω     41.00  67.00   0.50    0.22    --  108.56 -37.00   0.00   52
 23  ω     38.00  76.00   0.50    0.22    --  108.56 -19.00   0.00   76
 24  ω     39.00  75.00   0.50    0.22    --  108.56 -19.00  60.00   72
 25  ω     36.00  65.00   0.50    0.22    --  108.56 -37.00 150.00   58
 26  ω     35.00  67.00   0.50    0.22    --  108.56 -19.00 150.00   64
 27  ω     36.00  74.00   0.50    0.22    --  108.56 -77.00 150.00   76
 28  ω     45.00  70.00   0.50    0.22    --  108.56-125.00  30.00   50
 29  ω     36.00 115.00   0.50    0.22    --  108.56-125.00   0.00  158
 30  ω     37.00  68.00   0.50    0.22    --  108.56 -37.00-150.00   62
 31  ω     41.00  69.00   0.50    0.22    --  108.56 -37.00-120.00   56
 32  ω     41.00  66.00   0.50    0.22    --  108.56 -19.00-150.00   50
 33  ω     35.00  65.00   0.50    0.22    --  108.56 -37.00-180.00   60
 34  ω     63.00 104.00   0.50    0.22    --  108.56 -99.00-150.00   82
 35  ω     65.00  97.00   0.50    0.22    --  108.56 -99.00-180.00   64
 36  ω     31.00 112.00   0.50    0.16    --   46.62  19.00 -90.00  162
 37  ω     94.00 119.00   0.50    0.16    --   46.62 125.00-180.00   50
 38  ω    -22.00  10.00   0.50    0.16    --   46.62 -55.00 -17.00   64
 39  ω    -62.00 -10.00   0.50    0.16    --  -46.62  55.00 125.00  104
 40  ω    -82.00 -11.00   0.50    0.22    --  -84.50  57.00 -60.00  142
 41  ω   -116.00 -61.00   0.50    0.22    --  -84.50 125.00  30.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1015716000
_diffrn_orient_matrix_UB_12      -0.1779880000
_diffrn_orient_matrix_UB_13      -0.0517777000
_diffrn_orient_matrix_UB_21      0.1197558000
_diffrn_orient_matrix_UB_22      -0.0196926000
_diffrn_orient_matrix_UB_23      -0.0713368000
_diffrn_orient_matrix_UB_31      0.0832778000
_diffrn_orient_matrix_UB_32      -0.0132794000
_diffrn_orient_matrix_UB_33      0.0998668000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4004
_reflns_number_total             4276
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+0.4018P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1155
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C24(H24), C8(H8), C21(H21), C18(H18), C30(H30), C15(H15), C23(H23),
 C12(H12), C22(H22), C14(H14), C26(H26), C11(H11), C17(H17), C9(H9), C10(H10),
 C28(H28), C29(H29), C27(H27), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.25935(11) 0.49185(11) 0.60907(8) 0.0190(2) Uani 1 1 d . . . . .
N2 N 0.20242(11) 0.25918(11) 0.39875(8) 0.0201(2) Uani 1 1 d . . . . .
C19 C -0.00444(13) 0.41085(13) 0.61787(10) 0.0198(2) Uani 1 1 d . . . . .
C3 C 0.11529(13) 0.38285(13) 0.55818(10) 0.0189(2) Uani 1 1 d . . . . .
C2 C 0.37759(13) 0.48605(13) 0.56032(10) 0.0178(2) Uani 1 1 d . . . . .
C1 C 0.53222(13) 0.61710(13) 0.61982(10) 0.0183(2) Uani 1 1 d . . . . .
C4 C 0.08785(13) 0.25727(13) 0.45232(10) 0.0196(2) Uani 1 1 d . . . . .
C7 C 0.47173(13) 0.67995(14) 0.81917(10) 0.0208(2) Uani 1 1 d . . . . .
C6 C 0.56140(13) 0.71983(13) 0.73223(10) 0.0200(2) Uani 1 1 d . . . . .
C5 C 0.34791(13) 0.37184(13) 0.44918(10) 0.0183(2) Uani 1 1 d . . . . .
C20 C -0.15574(14) 0.35760(14) 0.56119(11) 0.0231(3) Uani 1 1 d . . . . .
H20 H -0.186994 0.299156 0.481948 0.028 Uiso 1 1 calc R . . . .
C24 C 0.03936(14) 0.50097(14) 0.73663(11) 0.0235(3) Uani 1 1 d . . . . .
H24 H 0.139539 0.537505 0.775327 0.028 Uiso 1 1 calc R . . . .
C25 C -0.06651(13) 0.12228(14) 0.39183(10) 0.0217(2) Uani 1 1 d . . . . .
C8 C 0.42992(14) 0.53727(15) 0.82957(11) 0.0253(3) Uani 1 1 d . . . . .
H8 H 0.452025 0.463000 0.777825 0.030 Uiso 1 1 calc R . . . .
C13 C 0.68851(13) 0.88212(14) 0.77705(10) 0.0214(2) Uani 1 1 d . . . . .
C21 C -0.25911(14) 0.39213(15) 0.62342(12) 0.0270(3) Uani 1 1 d . . . . .
H21 H -0.360030 0.354374 0.585589 0.032 Uiso 1 1 calc R . . . .
C18 C 0.69557(15) 0.98132(15) 0.72160(11) 0.0271(3) Uani 1 1 d . . . . .
H18 H 0.620474 0.945288 0.656424 0.033 Uiso 1 1 calc R . . . .
C30 C -0.15416(14) 0.03053(15) 0.44805(11) 0.0264(3) Uani 1 1 d . . . . .
H30 H -0.115447 0.051489 0.524050 0.032 Uiso 1 1 calc R . . . .
C15 C 0.91846(15) 1.09228(16) 0.91694(12) 0.0320(3) Uani 1 1 d . . . . .
H15 H 0.993632 1.129282 0.982319 0.038 Uiso 1 1 calc R . . . .
C23 C -0.06353(15) 0.53684(15) 0.79769(11) 0.0279(3) Uani 1 1 d . . . . .
H23 H -0.032101 0.597571 0.876571 0.034 Uiso 1 1 calc R . . . .
C12 C 0.43798(15) 0.78963(15) 0.89854(11) 0.0278(3) Uani 1 1 d . . . . .
H12 H 0.466267 0.885796 0.893714 0.033 Uiso 1 1 calc R . . . .
C22 C -0.21385(15) 0.48203(16) 0.74102(12) 0.0292(3) Uani 1 1 d . . . . .
H22 H -0.283532 0.505509 0.781720 0.035 Uiso 1 1 calc R . . . .
C14 C 0.79781(15) 0.94032(15) 0.87775(11) 0.0282(3) Uani 1 1 d . . . . .
H14 H 0.790591 0.878155 0.918939 0.034 Uiso 1 1 calc R . . . .
C26 C -0.12399(15) 0.08726(16) 0.27707(11) 0.0288(3) Uani 1 1 d . . . . .
H26 H -0.064255 0.145356 0.238048 0.035 Uiso 1 1 calc R . . . .
C11 C 0.36262(16) 0.75666(17) 0.98460(11) 0.0339(3) Uani 1 1 d . . . . .
H11 H 0.339327 0.830056 1.036168 0.041 Uiso 1 1 calc R . . . .
C17 C 0.81241(18) 1.13216(15) 0.76210(12) 0.0333(3) Uani 1 1 d . . . . .
H17 H 0.815336 1.197412 0.724661 0.040 Uiso 1 1 calc R . . . .
C9 C 0.35559(15) 0.50525(18) 0.91650(12) 0.0329(3) Uani 1 1 d . . . . .
H9 H 0.328379 0.409973 0.922623 0.040 Uiso 1 1 calc R . . . .
C10 C 0.32206(16) 0.61499(19) 0.99391(11) 0.0351(3) Uani 1 1 d . . . . .
H10 H 0.272393 0.593553 1.052028 0.042 Uiso 1 1 calc R . . . .
C28 C -0.35845(16) -0.12306(16) 0.27776(14) 0.0367(3) Uani 1 1 d . . . . .
H28 H -0.457049 -0.203176 0.240376 0.044 Uiso 1 1 calc R . . . .
C29 C -0.29945(15) -0.09233(16) 0.39064(13) 0.0340(3) Uani 1 1 d . . . . .
H29 H -0.357304 -0.154148 0.428072 0.041 Uiso 1 1 calc R . . . .
C27 C -0.27010(16) -0.03405(17) 0.22073(13) 0.0357(3) Uani 1 1 d . . . . .
H27 H -0.308847 -0.055688 0.144570 0.043 Uiso 1 1 calc R . . . .
C16 C 0.92617(16) 1.18677(16) 0.85924(13) 0.0361(3) Uani 1 1 d . . . . .
H16 H 1.007197 1.287163 0.884898 0.043 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.3298(15) . ?
N1 C2 1.3425(15) . ?
N2 C4 1.3257(15) . ?
N2 C5 1.3478(15) . ?
C19 C3 1.4895(16) . ?
C19 C20 1.4013(16) . ?
C19 C24 1.3980(17) . ?
C3 C4 1.4251(16) . ?
C2 C1 1.4767(15) . ?
C2 C5 1.4107(16) . ?
C1 C6 1.3793(16) . ?
C1 C5 1.4743(15) 2_666 ?
C4 C25 1.4901(15) . ?
C7 C6 1.4858(15) . ?
C7 C8 1.3982(17) . ?
C7 C12 1.3965(17) . ?
C6 C13 1.4878(16) . ?
C20 C21 1.3902(17) . ?
C24 C23 1.3840(17) . ?
C25 C30 1.3928(17) . ?
C25 C26 1.3924(18) . ?
C8 C9 1.3911(18) . ?
C13 C18 1.3938(18) . ?
C13 C14 1.3941(18) . ?
C21 C22 1.385(2) . ?
C18 C17 1.3789(19) . ?
C30 C29 1.3898(18) . ?
C15 C14 1.4002(18) . ?
C15 C16 1.372(2) . ?
C23 C22 1.3895(19) . ?
C12 C11 1.3889(18) . ?
C26 C27 1.3877(18) . ?
C11 C10 1.384(2) . ?
C17 C16 1.394(2) . ?
C9 C10 1.385(2) . ?
C28 C29 1.386(2) . ?
C28 C27 1.387(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 120.61(10) . . ?
C4 N2 C5 120.27(10) . . ?
C20 C19 C3 123.85(11) . . ?
C24 C19 C3 117.68(10) . . ?
C24 C19 C20 118.42(11) . . ?
N1 C3 C19 114.53(10) . . ?
N1 C3 C4 119.21(10) . . ?
C4 C3 C19 126.20(10) . . ?
N1 C2 C1 116.62(10) . . ?
N1 C2 C5 119.71(10) . . ?
C5 C2 C1 122.97(10) . . ?
C6 C1 C2 121.97(10) . . ?
C6 C1 C5 122.94(10) . 2_666 ?
C5 C1 C2 115.09(10) 2_666 . ?
N2 C4 C3 120.05(10) . . ?
N2 C4 C25 115.71(10) . . ?
C3 C4 C25 124.19(10) . . ?
C8 C7 C6 121.03(11) . . ?
C12 C7 C6 120.38(11) . . ?
C12 C7 C8 118.40(11) . . ?
C1 C6 C7 123.90(10) . . ?
C1 C6 C13 122.07(10) . . ?
C7 C6 C13 114.02(10) . . ?
N2 C5 C2 119.42(10) . . ?
N2 C5 C1 118.38(10) . 2_666 ?
C2 C5 C1 121.75(10) . 2_666 ?
C21 C20 C19 119.99(12) . . ?
C23 C24 C19 121.26(11) . . ?
C30 C25 C4 121.15(11) . . ?
C26 C25 C4 119.39(11) . . ?
C26 C25 C30 119.46(11) . . ?
C9 C8 C7 120.69(12) . . ?
C18 C13 C6 120.12(11) . . ?
C18 C13 C14 118.76(11) . . ?
C14 C13 C6 121.04(11) . . ?
C22 C21 C20 120.91(12) . . ?
C17 C18 C13 120.89(13) . . ?
C29 C30 C25 120.04(12) . . ?
C16 C15 C14 120.24(13) . . ?
C24 C23 C22 119.92(12) . . ?
C11 C12 C7 120.71(13) . . ?
C21 C22 C23 119.49(11) . . ?
C13 C14 C15 120.07(13) . . ?
C27 C26 C25 120.23(12) . . ?
C10 C11 C12 120.25(13) . . ?
C18 C17 C16 119.94(13) . . ?
C10 C9 C8 120.10(13) . . ?
C11 C10 C9 119.84(12) . . ?
C29 C28 C27 119.85(12) . . ?
C28 C29 C30 120.23(13) . . ?
C28 C27 C26 120.14(13) . . ?
C15 C16 C17 119.94(12) . . ?

_olex2_submission_original_sample_id yi210301-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.940
_oxdiff_exptl_absorpt_empirical_full_min 0.538
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210301-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176743'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210301-sgwr2
_chemical_formula_moiety         'C H Cl3, C60 H40 N4'
_chemical_formula_sum            'C61 H41 Cl3 N4'
_chemical_formula_weight         936.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H40 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.58736(14)
_cell_length_b                   17.18100(13)
_cell_length_c                   17.25022(14)
_cell_angle_alpha                90
_cell_angle_beta                 101.0383(8)
_cell_angle_gamma                90
_cell_volume                     4825.14(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16937
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.4860
_cell_measurement_theta_min      3.3740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1944
_exptl_crystal_recrystallization_method CHCl3/EtOH
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31612
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.849
_diffrn_reflns_theta_min         3.387
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  33.00   0.50    0.68    --  -42.80  44.00-112.00   74
  2  ω    -55.00  -8.00   0.50    1.99    --  -84.50  44.00-112.00   94
  3  ω    -95.00 -32.00   0.50    0.68    --  -42.80 125.00-150.00  126
  4  ω    -74.00 -29.00   0.50    1.99    --  -84.50  45.00  60.00   90
  5  ω    -91.00 -61.00   0.50    1.99    --  -84.50 -44.00  96.00   60
  6  ω   -119.00 -22.00   0.50    0.68    --  -42.80 -44.00  96.00  194
  7  ω    -11.00  23.00   0.50    0.68    --   42.80 -44.00  96.00   68
  8  ω     33.00  58.00   0.50    1.99    --  108.63 -44.00  96.00   50
  9  ω     31.00  65.00   0.50    1.99    --  108.63 -30.00 120.00   68
 10  ω     35.00  64.00   0.50    1.99    --  108.63 -30.00 150.00   58
 11  ω     30.00  65.00   0.50    1.99    --  108.63 -30.00  90.00   70
 12  ω     32.00  57.00   0.50    1.99    --  108.63 -30.00  60.00   50
 13  ω     30.00  62.00   0.50    1.99    --  108.63 -30.00   0.00   64
 14  ω     36.00  75.00   0.50    1.99    --  108.63 -61.00 -30.00   78
 15  ω     84.00 132.00   0.50    1.99    --  108.63 -61.00 -30.00   96
 16  ω    100.00 164.00   0.50    1.99    --  108.63  44.00-112.00  128
 17  ω    102.00 158.00   0.50    1.99    --  108.63  45.00 -30.00  112
 18  ω     79.00 117.00   0.50    0.68    --   42.80 125.00 120.00   76
 19  ω     40.00  66.00   0.50    1.99    --  108.63 -30.00 -30.00   52
 20  ω     42.00  67.00   0.50    1.99    --  108.63 -45.00 -30.00   50
 21  ω     34.00  62.00   0.50    1.99    --  108.63 -30.00 -60.00   56
 22  ω     38.00  74.00   0.50    1.99    --  108.63 -45.00-120.00   72
 23  ω     58.00 123.00   0.50    1.99    --  108.63 -77.00-120.00  130
 24  ω     73.00 103.00   0.50    1.99    --  108.63 -94.00-180.00   60
 25  ω     37.00  64.00   0.50    1.99    --  108.63 -94.00-180.00   54
 26  ω     44.00  69.00   0.50    1.99    --  108.63 -45.00-180.00   50
 27  ω     32.00  57.00   0.50    1.99    --  108.63 -30.00-120.00   50
 28  ω     33.00  63.00   0.50    1.99    --  108.63 -30.00 -90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0676783000
_diffrn_orient_matrix_UB_12      -0.0484642000
_diffrn_orient_matrix_UB_13      0.0270698000
_diffrn_orient_matrix_UB_21      -0.0533546000
_diffrn_orient_matrix_UB_22      0.0065068000
_diffrn_orient_matrix_UB_23      -0.0832966000
_diffrn_orient_matrix_UB_31      0.0390167000
_diffrn_orient_matrix_UB_32      -0.0751719000
_diffrn_orient_matrix_UB_33      -0.0247096000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8711
_reflns_number_total             9741
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.003
_refine_diff_density_min         -1.281
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.540
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         9741
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0961
_refine_ls_restrained_S_all      1.540
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3134
_refine_ls_wR_factor_ref         0.3248
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C61(H61)
2.b Aromatic/amide H refined with riding coordinates:
 C50(H50), C53(H53), C54(H54), C51(H51), C26(H26), C23(H23), C30(H30),
 C17(H17), C42(H42), C52(H52), C56(H56), C38(H38), C36(H36), C32(H32), C41(H41),
  C60(H60), C16(H16), C57(H57), C29(H29), C40(H40), C27(H27), C13(H13),
 C39(H39), C19(H19), C33(H33), C22(H22), C28(H28), C35(H35), C59(H59), C58(H58),
  C15(H15), C48(H48), C34(H34), C44(H44), C14(H14), C20(H20), C21(H21),
 C45(H45), C47(H47), C46(H46)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.77446(7) 0.53578(7) 0.32342(7) 0.0853(4) Uani 1 1 d . . . . .
Cl2 Cl 0.86212(11) 0.43504(8) 0.44097(9) 0.1063(5) Uani 1 1 d . . . . .
N3 N 0.54011(10) 0.87585(9) 0.37481(9) 0.0203(4) Uani 1 1 d . . . . .
N1 N 0.22106(10) 0.87000(10) 0.34411(9) 0.0206(4) Uani 1 1 d . . . . .
N4 N 0.47436(10) 0.85520(10) 0.50903(9) 0.0214(4) Uani 1 1 d . . . . .
N2 N 0.28742(10) 0.85486(10) 0.20985(10) 0.0234(4) Uani 1 1 d . . . . .
Cl3 Cl 0.94336(13) 0.50586(15) 0.3278(2) 0.1998(16) Uani 1 1 d . . . . .
C7 C 0.46605(11) 0.84457(11) 0.36986(11) 0.0193(4) Uani 1 1 d . . . . .
C37 C 0.10019(12) 0.93328(12) 0.27813(11) 0.0221(4) Uani 1 1 d . . . . .
C10 C 0.43007(11) 0.83818(11) 0.43763(11) 0.0195(4) Uani 1 1 d . . . . .
C9 C 0.55152(12) 0.87985(11) 0.51447(11) 0.0214(4) Uani 1 1 d . . . . .
C49 C 0.66318(11) 0.93412(11) 0.44375(11) 0.0208(4) Uani 1 1 d . . . . .
C2 C 0.29625(12) 0.84063(11) 0.34864(11) 0.0202(4) Uani 1 1 d . . . . .
C8 C 0.58376(11) 0.89518(11) 0.44578(11) 0.0201(4) Uani 1 1 d . . . . .
C5 C 0.33240(11) 0.83838(11) 0.28090(11) 0.0204(4) Uani 1 1 d . . . . .
C55 C 0.59907(12) 0.89356(12) 0.59574(11) 0.0229(4) Uani 1 1 d . . . . .
C3 C 0.17799(12) 0.89158(11) 0.27391(11) 0.0219(4) Uani 1 1 d . . . . .
C11 C 0.30406(12) 0.78170(11) 0.48151(11) 0.0207(4) Uani 1 1 d . . . . .
C6 C 0.42089(11) 0.82049(11) 0.29085(11) 0.0206(4) Uani 1 1 d . . . . .
C31 C 0.41856(11) 0.77176(12) 0.15195(11) 0.0222(4) Uani 1 1 d . . . . .
C24 C 0.45945(11) 0.78769(11) 0.23596(11) 0.0199(4) Uani 1 1 d . . . . .
C25 C 0.54691(11) 0.76193(11) 0.25521(11) 0.0208(4) Uani 1 1 d . . . . .
C4 C 0.20967(12) 0.87780(12) 0.20472(11) 0.0237(4) Uani 1 1 d . . . . .
C1 C 0.34206(11) 0.81663(11) 0.42764(11) 0.0195(4) Uani 1 1 d . . . . .
C50 C 0.69682(12) 0.99180(11) 0.49728(11) 0.0229(4) Uani 1 1 d . . . . .
H50 H 0.669552 1.006500 0.537320 0.028 Uiso 1 1 calc R . . . .
C18 C 0.34323(11) 0.76283(12) 0.56505(11) 0.0237(4) Uani 1 1 d . . . . .
C12 C 0.21685(12) 0.75515(11) 0.46071(11) 0.0225(4) Uani 1 1 d . . . . .
C53 C 0.77813(14) 0.94984(14) 0.37707(12) 0.0294(5) Uani 1 1 d . . . . .
H53 H 0.805477 0.935905 0.336854 0.035 Uiso 1 1 calc R . . . .
C54 C 0.70465(12) 0.91373(12) 0.38292(11) 0.0246(4) Uani 1 1 d . . . . .
H54 H 0.682773 0.875856 0.346387 0.030 Uiso 1 1 calc R . . . .
C51 C 0.77056(13) 1.02749(12) 0.49142(12) 0.0256(4) Uani 1 1 d . . . . .
H51 H 0.792792 1.065262 0.527923 0.031 Uiso 1 1 calc R . . . .
C26 C 0.57903(12) 0.72180(12) 0.32531(12) 0.0245(4) Uani 1 1 d . . . . .
H26 H 0.545103 0.709915 0.360785 0.029 Uiso 1 1 calc R . . . .
C23 C 0.36894(13) 0.82008(14) 0.62137(12) 0.0290(5) Uani 1 1 d . . . . .
H23 H 0.364456 0.872287 0.606953 0.035 Uiso 1 1 calc R . . . .
C30 C 0.59816(13) 0.77592(13) 0.20121(12) 0.0264(4) Uani 1 1 d . . . . .
H30 H 0.576916 0.799526 0.153123 0.032 Uiso 1 1 calc R . . . .
C17 C 0.16091(13) 0.77643(12) 0.50847(12) 0.0253(4) Uani 1 1 d . . . . .
H17 H 0.178833 0.806037 0.553621 0.030 Uiso 1 1 calc R . . . .
C42 C 0.05841(12) 0.91229(13) 0.33754(12) 0.0255(4) Uani 1 1 d . . . . .
H42 H 0.077187 0.870747 0.370672 0.031 Uiso 1 1 calc R . . . .
C43 C 0.16104(13) 0.89042(14) 0.12419(12) 0.0287(5) Uani 1 1 d . . . . .
C52 C 0.81093(13) 1.00693(12) 0.43139(13) 0.0268(4) Uani 1 1 d . . . . .
H52 H 0.860036 1.031223 0.427272 0.032 Uiso 1 1 calc R . . . .
C56 C 0.56842(14) 0.94481(13) 0.64539(12) 0.0278(5) Uani 1 1 d . . . . .
H56 H 0.515976 0.965485 0.630021 0.033 Uiso 1 1 calc R . . . .
C38 C 0.07119(14) 0.99557(13) 0.22890(12) 0.0291(5) Uani 1 1 d . . . . .
H38 H 0.098496 1.010329 0.188909 0.035 Uiso 1 1 calc R . . . .
C36 C 0.39959(15) 0.83147(13) 0.09675(13) 0.0312(5) Uani 1 1 d . . . . .
H36 H 0.409853 0.882871 0.112481 0.037 Uiso 1 1 calc R . . . .
C32 C 0.40459(14) 0.69530(14) 0.12664(13) 0.0300(5) Uani 1 1 d . . . . .
H32 H 0.419078 0.654674 0.162207 0.036 Uiso 1 1 calc R . . . .
C41 C -0.01142(14) 0.95307(14) 0.34777(14) 0.0319(5) Uani 1 1 d . . . . .
H41 H -0.038875 0.938778 0.387796 0.038 Uiso 1 1 calc R . . . .
C60 C 0.67564(13) 0.85916(13) 0.62117(12) 0.0285(5) Uani 1 1 d . . . . .
H60 H 0.695662 0.823412 0.589044 0.034 Uiso 1 1 calc R . . . .
C16 C 0.07898(14) 0.75386(14) 0.48923(13) 0.0316(5) Uani 1 1 d . . . . .
H16 H 0.042201 0.769691 0.520578 0.038 Uiso 1 1 calc R . . . .
C57 C 0.61599(16) 0.96524(14) 0.71797(13) 0.0329(5) Uani 1 1 d . . . . .
H57 H 0.596238 1.001019 0.750238 0.039 Uiso 1 1 calc R . . . .
C29 C 0.68088(13) 0.75483(15) 0.21868(14) 0.0339(5) Uani 1 1 d . . . . .
H29 H 0.714973 0.766356 0.183252 0.041 Uiso 1 1 calc R . . . .
C40 C -0.03997(14) 1.01456(14) 0.29874(14) 0.0329(5) Uani 1 1 d . . . . .
H40 H -0.086697 1.041658 0.305405 0.040 Uiso 1 1 calc R . . . .
C27 C 0.66096(14) 0.69980(13) 0.34195(14) 0.0315(5) Uani 1 1 d . . . . .
H27 H 0.681761 0.673667 0.388715 0.038 Uiso 1 1 calc R . . . .
C13 C 0.18873(14) 0.70846(14) 0.39485(13) 0.0306(5) Uani 1 1 d . . . . .
H13 H 0.224999 0.692975 0.362840 0.037 Uiso 1 1 calc R . . . .
C39 C 0.00141(15) 1.03555(13) 0.23968(13) 0.0332(5) Uani 1 1 d . . . . .
H39 H -0.017722 1.077071 0.206654 0.040 Uiso 1 1 calc R . . . .
C19 C 0.34936(16) 0.68466(14) 0.58827(14) 0.0349(5) Uani 1 1 d . . . . .
H19 H 0.330684 0.645706 0.551806 0.042 Uiso 1 1 calc R . . . .
C33 C 0.36907(16) 0.67899(16) 0.04846(14) 0.0386(6) Uani 1 1 d . . . . .
H33 H 0.358329 0.627729 0.032435 0.046 Uiso 1 1 calc R . . . .
C22 C 0.40133(15) 0.79969(17) 0.69916(14) 0.0392(6) Uani 1 1 d . . . . .
H22 H 0.417665 0.838283 0.736678 0.047 Uiso 1 1 calc R . . . .
C28 C 0.71237(13) 0.71665(15) 0.28890(15) 0.0349(5) Uani 1 1 d . . . . .
H28 H 0.767450 0.702377 0.300512 0.042 Uiso 1 1 calc R . . . .
C35 C 0.36548(16) 0.81497(17) 0.01843(13) 0.0381(6) Uani 1 1 d . . . . .
H35 H 0.353256 0.855247 -0.017942 0.046 Uiso 1 1 calc R . . . .
C59 C 0.72229(14) 0.87840(16) 0.69491(14) 0.0359(5) Uani 1 1 d . . . . .
H59 H 0.773104 0.854997 0.712223 0.043 Uiso 1 1 calc R . . . .
C58 C 0.69296(15) 0.93211(15) 0.74207(13) 0.0359(5) Uani 1 1 d . . . . .
H58 H 0.724999 0.946206 0.790333 0.043 Uiso 1 1 calc R . . . .
C15 C 0.05204(14) 0.70770(16) 0.42323(15) 0.0373(5) Uani 1 1 d . . . . .
H15 H -0.002638 0.692273 0.410508 0.045 Uiso 1 1 calc R . . . .
C48 C 0.08334(15) 0.85881(17) 0.10145(14) 0.0383(6) Uani 1 1 d . . . . .
H48 H 0.062554 0.826359 0.136053 0.046 Uiso 1 1 calc R . . . .
C34 C 0.34975(15) 0.73898(18) -0.00535(13) 0.0408(6) Uani 1 1 d . . . . .
H34 H 0.326164 0.728053 -0.057574 0.049 Uiso 1 1 calc R . . . .
C44 C 0.19343(18) 0.93674(15) 0.07093(14) 0.0387(6) Uani 1 1 d . . . . .
H44 H 0.246637 0.956116 0.084316 0.046 Uiso 1 1 calc R . . . .
C14 C 0.10691(15) 0.68478(16) 0.37653(15) 0.0380(5) Uani 1 1 d . . . . .
H14 H 0.089119 0.653404 0.332664 0.046 Uiso 1 1 calc R . . . .
C20 C 0.38334(17) 0.66532(17) 0.66575(17) 0.0461(7) Uani 1 1 d . . . . .
H20 H 0.388585 0.613242 0.680557 0.055 Uiso 1 1 calc R . . . .
C21 C 0.40928(16) 0.72218(19) 0.72079(14) 0.0453(7) Uani 1 1 d . . . . .
H21 H 0.432160 0.708595 0.772513 0.054 Uiso 1 1 calc R . . . .
C45 C 0.1449(2) 0.95355(19) -0.00262(15) 0.0545(8) Uani 1 1 d . . . . .
H45 H 0.165884 0.984816 -0.038053 0.065 Uiso 1 1 calc R . . . .
C47 C 0.03596(18) 0.8749(2) 0.02768(16) 0.0551(9) Uani 1 1 d . . . . .
H47 H -0.015814 0.852772 0.012365 0.066 Uiso 1 1 calc R . . . .
C46 C 0.0675(2) 0.9248(2) -0.02309(15) 0.0589(9) Uani 1 1 d . . . . .
H46 H 0.035117 0.938559 -0.071325 0.071 Uiso 1 1 calc R . . . .
C61 C 0.8564(3) 0.4692(2) 0.3469(3) 0.0768(12) Uani 1 1 d . . . . .
H61 H 0.842384 0.424500 0.311524 0.092 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C61 1.763(4) . ?
Cl2 C61 1.711(5) . ?
N3 C7 1.329(2) . ?
N3 C8 1.339(2) . ?
N1 C2 1.334(2) . ?
N1 C3 1.335(2) . ?
N4 C10 1.340(2) . ?
N4 C9 1.334(3) . ?
N2 C5 1.338(3) . ?
N2 C4 1.335(3) . ?
Cl3 C61 1.664(5) . ?
C7 C10 1.415(3) . ?
C7 C6 1.483(2) . ?
C37 C3 1.490(3) . ?
C37 C42 1.390(3) . ?
C37 C38 1.393(3) . ?
C10 C1 1.484(3) . ?
C9 C8 1.415(3) . ?
C9 C55 1.490(3) . ?
C49 C8 1.484(3) . ?
C49 C50 1.396(3) . ?
C49 C54 1.405(3) . ?
C2 C5 1.412(3) . ?
C2 C1 1.486(2) . ?
C5 C6 1.477(3) . ?
C55 C56 1.391(3) . ?
C55 C60 1.393(3) . ?
C3 C4 1.413(3) . ?
C11 C1 1.358(3) . ?
C11 C18 1.499(3) . ?
C11 C12 1.493(3) . ?
C6 C24 1.362(3) . ?
C31 C24 1.503(3) . ?
C31 C36 1.394(3) . ?
C31 C32 1.390(3) . ?
C24 C25 1.492(2) . ?
C25 C26 1.405(3) . ?
C25 C30 1.397(3) . ?
C4 C43 1.483(3) . ?
C50 C51 1.389(3) . ?
C18 C23 1.391(3) . ?
C18 C19 1.400(3) . ?
C12 C17 1.402(3) . ?
C12 C13 1.396(3) . ?
C53 C54 1.388(3) . ?
C53 C52 1.393(3) . ?
C51 C52 1.382(3) . ?
C26 C27 1.387(3) . ?
C23 C22 1.391(3) . ?
C30 C29 1.395(3) . ?
C17 C16 1.391(3) . ?
C42 C41 1.394(3) . ?
C43 C48 1.384(3) . ?
C43 C44 1.398(3) . ?
C56 C57 1.391(3) . ?
C38 C39 1.389(3) . ?
C36 C35 1.390(3) . ?
C32 C33 1.393(3) . ?
C41 C40 1.379(3) . ?
C60 C59 1.396(3) . ?
C16 C15 1.389(4) . ?
C57 C58 1.387(4) . ?
C29 C28 1.388(4) . ?
C40 C39 1.381(3) . ?
C27 C28 1.395(3) . ?
C13 C14 1.394(3) . ?
C19 C20 1.388(3) . ?
C33 C34 1.383(4) . ?
C22 C21 1.382(4) . ?
C35 C34 1.378(4) . ?
C59 C58 1.379(4) . ?
C15 C14 1.383(4) . ?
C48 C47 1.389(3) . ?
C44 C45 1.396(4) . ?
C20 C21 1.373(5) . ?
C45 C46 1.358(6) . ?
C47 C46 1.397(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N3 C8 119.36(16) . . ?
C2 N1 C3 119.35(16) . . ?
C9 N4 C10 118.92(16) . . ?
C4 N2 C5 119.04(16) . . ?
N3 C7 C10 120.63(17) . . ?
N3 C7 C6 118.03(16) . . ?
C10 C7 C6 121.26(17) . . ?
C42 C37 C3 118.03(17) . . ?
C42 C37 C38 119.08(18) . . ?
C38 C37 C3 122.73(18) . . ?
N4 C10 C7 119.91(17) . . ?
N4 C10 C1 121.02(16) . . ?
C7 C10 C1 118.99(16) . . ?
N4 C9 C8 120.76(17) . . ?
N4 C9 C55 116.38(16) . . ?
C8 C9 C55 122.80(17) . . ?
C50 C49 C8 123.27(17) . . ?
C50 C49 C54 118.71(18) . . ?
C54 C49 C8 117.98(17) . . ?
N1 C2 C5 120.15(17) . . ?
N1 C2 C1 117.84(16) . . ?
C5 C2 C1 121.84(17) . . ?
N3 C8 C9 119.63(17) . . ?
N3 C8 C49 114.66(16) . . ?
C9 C8 C49 125.68(17) . . ?
N2 C5 C2 120.11(17) . . ?
N2 C5 C6 121.20(17) . . ?
C2 C5 C6 118.65(17) . . ?
C56 C55 C9 119.31(18) . . ?
C56 C55 C60 119.56(19) . . ?
C60 C55 C9 121.04(18) . . ?
N1 C3 C37 114.03(16) . . ?
N1 C3 C4 119.90(17) . . ?
C4 C3 C37 125.98(17) . . ?
C1 C11 C18 125.52(17) . . ?
C1 C11 C12 121.70(17) . . ?
C12 C11 C18 112.74(16) . . ?
C5 C6 C7 111.39(16) . . ?
C24 C6 C7 122.18(17) . . ?
C24 C6 C5 126.42(17) . . ?
C36 C31 C24 121.73(19) . . ?
C32 C31 C24 119.50(18) . . ?
C32 C31 C36 118.60(19) . . ?
C6 C24 C31 124.09(17) . . ?
C6 C24 C25 122.28(17) . . ?
C25 C24 C31 113.61(15) . . ?
C26 C25 C24 121.95(17) . . ?
C30 C25 C24 119.37(17) . . ?
C30 C25 C26 118.65(18) . . ?
N2 C4 C3 120.28(17) . . ?
N2 C4 C43 116.78(17) . . ?
C3 C4 C43 122.91(18) . . ?
C10 C1 C2 110.87(16) . . ?
C11 C1 C10 127.29(17) . . ?
C11 C1 C2 121.81(17) . . ?
C51 C50 C49 120.73(18) . . ?
C23 C18 C11 122.49(18) . . ?
C23 C18 C19 118.87(19) . . ?
C19 C18 C11 118.5(2) . . ?
C17 C12 C11 119.91(17) . . ?
C13 C12 C11 121.90(18) . . ?
C13 C12 C17 118.19(18) . . ?
C54 C53 C52 120.06(19) . . ?
C53 C54 C49 120.34(18) . . ?
C52 C51 C50 120.09(18) . . ?
C27 C26 C25 120.46(19) . . ?
C18 C23 C22 120.4(2) . . ?
C29 C30 C25 120.7(2) . . ?
C16 C17 C12 120.9(2) . . ?
C37 C42 C41 120.44(19) . . ?
C48 C43 C4 121.2(2) . . ?
C48 C43 C44 119.4(2) . . ?
C44 C43 C4 119.4(2) . . ?
C51 C52 C53 120.06(19) . . ?
C55 C56 C57 120.2(2) . . ?
C39 C38 C37 119.8(2) . . ?
C35 C36 C31 120.7(2) . . ?
C31 C32 C33 120.6(2) . . ?
C40 C41 C42 120.2(2) . . ?
C55 C60 C59 119.9(2) . . ?
C15 C16 C17 120.1(2) . . ?
C58 C57 C56 119.8(2) . . ?
C28 C29 C30 120.1(2) . . ?
C41 C40 C39 119.5(2) . . ?
C26 C27 C28 120.4(2) . . ?
C14 C13 C12 120.8(2) . . ?
C40 C39 C38 121.0(2) . . ?
C20 C19 C18 119.9(2) . . ?
C34 C33 C32 120.0(2) . . ?
C21 C22 C23 120.1(2) . . ?
C29 C28 C27 119.7(2) . . ?
C34 C35 C36 120.1(2) . . ?
C58 C59 C60 120.0(2) . . ?
C59 C58 C57 120.4(2) . . ?
C14 C15 C16 119.7(2) . . ?
C43 C48 C47 120.9(3) . . ?
C35 C34 C33 120.0(2) . . ?
C45 C44 C43 119.2(3) . . ?
C15 C14 C13 120.4(2) . . ?
C21 C20 C19 120.8(2) . . ?
C20 C21 C22 119.8(2) . . ?
C46 C45 C44 120.9(3) . . ?
C48 C47 C46 118.8(3) . . ?
C45 C46 C47 120.6(2) . . ?
Cl2 C61 Cl1 109.9(2) . . ?
Cl3 C61 Cl1 111.6(2) . . ?
Cl3 C61 Cl2 115.1(3) . . ?

_olex2_submission_original_sample_id yi210301-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.378
_oxdiff_exptl_absorpt_empirical_full_min 0.491
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210125-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176741'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-01-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210125-sgwr
_chemical_formula_moiety         'C64 H44'
_chemical_formula_sum            'C64 H44'
_chemical_formula_weight         812.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H44'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.81378(14)
_cell_length_b                   19.7207(2)
_cell_length_c                   32.0682(4)
_cell_angle_alpha                87.3043(10)
_cell_angle_beta                 80.5761(11)
_cell_angle_gamma                88.2988(10)
_cell_volume                     6737.26(15)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    44868
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.4330
_cell_measurement_theta_min      2.2200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2568
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            85233
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.980
_diffrn_reflns_theta_min         2.243
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00   9.00   0.50    2.35    --  -42.80  88.00 -53.00  148
  2  ω    -70.00 -10.00   0.50    4.84    --  -84.50  45.00 -60.00  120
  3  ω    -64.00 -38.00   0.50    4.84    --  -84.50  45.00 -30.00   52
  4  ω    -88.00 -63.00   0.50    4.84    --  -84.50  88.00 -53.00   50
  5  ω    -47.00  -6.00   0.50    4.84    --  -84.50  30.00  90.00   82
  6  ω    -66.00  -7.00   0.50    4.84    --  -84.50  30.00 150.00  118
  7  ω    -99.00 -71.00   0.50    2.35    --  -42.80-125.00 -30.00   56
  8  ω   -114.00 -71.00   0.50    2.35    --  -42.80-125.00-120.00   86
  9  ω   -115.00 -89.00   0.50    4.84    --  -84.50 -88.00-169.00   52
 10  ω    -28.00  77.00   0.50    2.35    --   42.80 -88.00-169.00  210
 11  ω     50.00 143.00   0.50    4.84    --  108.63 -88.00-169.00  186
 12  ω     57.00 116.00   0.50    4.84    --  108.63-125.00-120.00  118
 13  ω     58.00 100.00   0.50    4.84    --  108.63-125.00   0.00   84
 14  ω    106.00 136.00   0.50    4.84    --  108.63 -77.00  60.00   60
 15  ω     83.00 122.00   0.50    4.84    --  108.63-131.00 158.87   78
 16  ω     76.00 116.00   0.50    4.84    --  108.63-125.00  90.00   80
 17  ω     46.00  78.00   0.50    4.84    --  108.63 -45.00  90.00   64
 18  ω     38.00  92.00   0.50    4.84    --  108.63 -94.00  60.00  108
 19  ω     35.00 116.00   0.50    4.84    --  108.63-125.00  30.00  162
 20  ω     48.00  74.00   0.50    4.84    --  108.63 -94.00 -60.00   52
 21  ω     56.00  84.00   0.50    4.84    --  108.63 -94.00 -90.00   56
 22  ω     33.00  58.00   0.50    4.84    --  108.63 -45.00 -30.00   50
 23  ω     39.00  65.00   0.50    4.84    --  108.63 -30.00 -30.00   52
 24  ω     62.00 158.00   0.50    4.84    --  108.63 -15.00   0.00  192
 25  ω    128.00 154.00   0.50    4.84    --  108.63  88.00 -53.00   52
 26  ω    140.00 173.00   0.50    4.84    --  108.63  30.00-150.00   66
 27  ω     79.00 121.00   0.50    4.84    --  108.63  88.00 -53.00   84
 28  ω     85.00 178.00   0.50    4.84    --  108.63  77.00   0.00  186
 29  ω     88.00 136.00   0.50    4.84    --  108.63  30.00-150.00   96
 30  ω     71.00 111.00   0.50    2.35    --   42.80 125.00-180.00   80
 31  ω     30.00  55.00   0.50    4.84    --  108.63 -15.00   0.00   50
 32  ω     33.00  62.00   0.50    4.84    --  108.63 -30.00  30.00   58
 33  ω     37.00  92.00   0.50    4.84    --  108.63 -77.00  60.00  110
 34  ω     37.00  63.00   0.50    4.84    --  108.63-125.00  90.00   52
 35  ω     31.00  63.00   0.50    4.84    --  108.63 -30.00 150.00   64
 36  ω     35.00  66.00   0.50    4.84    --  108.63 -30.00  60.00   62
 37  ω     39.00  64.00   0.50    4.84    --  108.63 -45.00 -90.00   50
 38  ω     43.00  68.00   0.50    4.84    --  108.63 -45.00-120.00   50
 39  ω     43.00  71.00   0.50    4.84    --  108.63 -45.00-150.00   56
 40  ω     30.00  62.00   0.50    4.84    --  108.63 -30.00-150.00   64
 41  ω     33.00  59.00   0.50    4.84    --  108.63 -30.00-120.00   52
 42  ω     32.00  61.00   0.50    4.84    --  108.63 -30.00-180.00   58
 43  ω     12.00  90.00   0.50    2.35    --   42.80-125.00-180.00  156
 44  ω     35.00 116.00   0.50    4.84    --  108.63-125.00-180.00  162
 45  ω    -35.00  56.00   0.50    2.35    --   42.80 -37.00 -90.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1187091000
_diffrn_orient_matrix_UB_12      0.0410656000
_diffrn_orient_matrix_UB_13      -0.0159649000
_diffrn_orient_matrix_UB_21      0.0221499000
_diffrn_orient_matrix_UB_22      -0.0393935000
_diffrn_orient_matrix_UB_23      -0.0410220000
_diffrn_orient_matrix_UB_31      -0.0792635000
_diffrn_orient_matrix_UB_32      0.0536744000
_diffrn_orient_matrix_UB_33      -0.0209309000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                24000
_reflns_number_total             27336
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1729
_refine_ls_number_reflns         27336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0645
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1118P)²+2.9664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1753
_refine_ls_wR_factor_ref         0.1806
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C134(H134), C6(H6), C10(H10), C77(H77), C70(H70), C13(H13),
 C138(H138), C141(H141), C131(H131), C74(H74), C21(H21), C67(H67), C176(H176),
 C30(H30), C180(H180), C112(H112), C162(H162), C48(H48), C174(H174), C46(H46),
 C23(H23), C17(H17), C186(H186), C179(H179), C91(H91), C124(H124), C145(H145),
 C52(H52), C60(H60), C100(H100), C170(H170), C98(H98), C118(H118), C20(H20),
 C34(H34), C81(H81), C116(H116), C45(H45), C177(H177), C188(H188), C164(H164),
 C178(H178), C51(H51), C36(H36), C27(H27), C87(H87), C173(H173), C192(H192),
 C42(H42), C182(H182), C40(H40), C172(H172), C31(H31), C18(H18), C128(H128),
 C94(H94), C64(H64), C155(H155), C122(H122), C24(H24), C185(H185), C25(H25),
 C158(H158), C113(H113), C58(H58), C104(H104), C151(H151), C168(H168),
 C125(H125), C183(H183), C49(H49), C50(H50), C149(H149), C44(H44), C97(H97),
 C119(H119), C115(H115), C184(H184), C54(H54), C32(H32), C19(H19), C90(H90),
 C126(H126), C161(H161), C106(H106), C165(H165), C152(H152), C171(H171),
 C101(H101), C121(H121), C114(H114), C153(H153), C37(H37), C154(H154), C43(H43),
  C96(H96), C33(H33), C61(H61), C85(H85), C189(H189), C191(H191), C127(H127),
 C88(H88), C82(H82), C110(H110), C62(H62), C38(H38), C95(H95), C63(H63),
 C26(H26), C89(H89), C102(H102), C160(H160), C166(H166), C120(H120), C39(H39),
 C103(H103), C190(H190), C167(H167), C159(H159), C55(H55), C107(H107),
 C109(H109), C83(H83), C148(H148), C146(H146), C57(H57), C84(H84), C108(H108),
 C56(H56), C147(H147)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C8 C 0.09973(14) 0.74810(8) 0.46186(5) 0.0228(3) Uani 1 1 d . . . . .
C14 C -0.02331(14) 0.74824(8) 0.53404(5) 0.0218(3) Uani 1 1 d . . . . .
C71 C 0.30060(15) 0.57157(8) 0.19502(5) 0.0232(3) Uani 1 1 d . . . . .
C135 C 1.45021(14) -0.00206(8) 0.12675(5) 0.0235(3) Uani 1 1 d . . . . .
C3 C 0.14763(15) 0.58233(8) 0.52118(5) 0.0234(3) Uani 1 1 d . . . . .
H3 H 0.136756 0.565566 0.549102 0.028 Uiso 1 1 calc R . . . .
C15 C 0.12014(14) 0.70286(8) 0.58328(5) 0.0224(3) Uani 1 1 d . . . . .
C16 C 0.19876(15) 0.64598(8) 0.59844(5) 0.0228(3) Uani 1 1 d . . . . .
C4 C 0.19390(15) 0.53843(8) 0.48912(5) 0.0234(3) Uani 1 1 d . . . . .
C12 C -0.22931(14) 0.80468(8) 0.54838(5) 0.0232(3) Uani 1 1 d . . . . .
C7 C 0.13116(14) 0.67521(8) 0.47035(5) 0.0225(3) Uani 1 1 d . . . . .
C69 C 0.49523(14) 0.50586(8) 0.19458(5) 0.0224(3) Uani 1 1 d . . . . .
C2 C 0.11698(14) 0.65043(8) 0.51304(5) 0.0224(3) Uani 1 1 d . . . . .
C78 C 0.20178(15) 0.69599(8) 0.16497(5) 0.0244(3) Uani 1 1 d . . . . .
C134 C 1.50142(15) -0.05225(8) 0.09933(5) 0.0251(3) Uani 1 1 d . . . . .
H134 H 1.520852 -0.040945 0.070562 0.030 Uiso 1 1 calc R . . . .
C9 C -0.01016(14) 0.77206(8) 0.49176(5) 0.0220(3) Uani 1 1 d . . . . .
C6 C 0.17151(14) 0.63007(8) 0.43823(5) 0.0241(3) Uani 1 1 d . . . . .
H6 H 0.177515 0.645875 0.410201 0.029 Uiso 1 1 calc R . . . .
C1 C 0.07374(14) 0.69997(8) 0.54657(5) 0.0221(3) Uani 1 1 d . . . . .
C142 C 1.27263(15) 0.08184(8) 0.17678(5) 0.0228(3) Uani 1 1 d . . . . .
C129 C 1.35078(14) 0.03280(8) 0.19868(5) 0.0234(3) Uani 1 1 d . . . . .
C175 C 1.57545(15) -0.16893(8) 0.08140(5) 0.0256(3) Uani 1 1 d . . . . .
C137 C 1.32019(14) 0.10276(8) 0.13518(5) 0.0230(3) Uani 1 1 d . . . . .
C73 C 0.16845(14) 0.67444(8) 0.20809(5) 0.0239(3) Uani 1 1 d . . . . .
C22 C 0.10489(15) 0.76243(8) 0.61085(5) 0.0244(3) Uani 1 1 d . . . . .
C41 C 0.23799(15) 0.46924(8) 0.50170(5) 0.0245(3) Uani 1 1 d . . . . .
C5 C 0.20307(14) 0.56227(8) 0.44667(5) 0.0241(3) Uani 1 1 d . . . . .
C10 C -0.10639(14) 0.81200(8) 0.47838(5) 0.0224(3) Uani 1 1 d . . . . .
H10 H -0.097063 0.827896 0.450302 0.027 Uiso 1 1 calc R . . . .
C132 C 1.49667(15) -0.13534(8) 0.15703(5) 0.0249(3) Uani 1 1 d . . . . .
C77 C 0.17503(16) 0.76337(8) 0.15374(5) 0.0261(3) Uani 1 1 d . . . . .
H77 H 0.199121 0.778631 0.125782 0.031 Uiso 1 1 calc R . . . .
C157 C 1.52445(15) 0.18218(9) 0.08663(6) 0.0279(3) Uani 1 1 d . . . . .
C11 C -0.21570(14) 0.82879(8) 0.50565(5) 0.0231(3) Uani 1 1 d . . . . .
C86 C 0.15402(16) 0.69417(8) 0.07633(5) 0.0267(3) Uani 1 1 d . . . . .
C156 C 1.52350(15) 0.10640(8) 0.08636(5) 0.0257(3) Uani 1 1 d . . . . .
C70 C 0.37746(15) 0.52672(8) 0.21459(5) 0.0237(3) Uani 1 1 d . . . . .
H70 H 0.348900 0.510188 0.242009 0.028 Uiso 1 1 calc R . . . .
C66 C 0.34255(15) 0.59525(8) 0.15334(5) 0.0238(3) Uani 1 1 d . . . . .
C79 C 0.23172(16) 0.63944(8) 0.09444(5) 0.0262(3) Uani 1 1 d . . . . .
C169 C 1.53884(16) -0.20108(8) 0.17556(5) 0.0256(3) Uani 1 1 d . . . . .
C133 C 1.52447(15) -0.11839(8) 0.11336(5) 0.0252(3) Uani 1 1 d . . . . .
C13 C -0.13254(15) 0.76541(8) 0.56154(5) 0.0233(3) Uani 1 1 d . . . . .
H13 H -0.140958 0.750039 0.589709 0.028 Uiso 1 1 calc R . . . .
C143 C 1.36867(15) 0.04015(8) 0.23894(5) 0.0244(3) Uani 1 1 d . . . . .
C139 C 1.12971(15) 0.17014(8) 0.13075(5) 0.0243(3) Uani 1 1 d . . . . .
C35 C 0.26565(15) 0.76499(8) 0.39773(5) 0.0262(3) Uani 1 1 d . . . . .
C75 C 0.08930(15) 0.78883(8) 0.22594(5) 0.0266(3) Uani 1 1 d . . . . .
C92 C 0.10248(15) 0.56327(8) 0.24600(5) 0.0253(3) Uani 1 1 d . . . . .
C99 C 0.10235(15) 0.48806(8) 0.24341(5) 0.0272(3) Uani 1 1 d . . . . .
C28 C 0.16411(15) 0.78959(8) 0.43146(5) 0.0244(3) Uani 1 1 d . . . . .
C72 C 0.18484(15) 0.60111(8) 0.21878(5) 0.0239(3) Uani 1 1 d . . . . .
C163 C 1.62607(15) 0.07390(9) 0.05639(5) 0.0277(3) Uani 1 1 d . . . . .
C187 C 0.95229(15) 0.16907(9) 0.19347(5) 0.0259(3) Uani 1 1 d . . . . .
C123 C 0.06709(16) 0.87476(8) 0.16586(5) 0.0280(3) Uani 1 1 d . . . . .
C138 C 1.24850(15) 0.14705(8) 0.11313(5) 0.0241(3) Uani 1 1 d . . . . .
H138 H 1.281399 0.161628 0.085663 0.029 Uiso 1 1 calc R . . . .
C136 C 1.43747(15) 0.07081(8) 0.11363(5) 0.0239(3) Uani 1 1 d . . . . .
C141 C 1.15332(15) 0.10479(8) 0.19474(5) 0.0245(3) Uani 1 1 d . . . . .
H141 H 1.121459 0.090769 0.222413 0.029 Uiso 1 1 calc R . . . .
C93 C 0.00406(15) 0.59223(8) 0.27901(5) 0.0271(3) Uani 1 1 d . . . . .
C111 C 0.56943(15) 0.46091(8) 0.22107(5) 0.0253(3) Uani 1 1 d . . . . .
C140 C 1.08031(15) 0.14807(8) 0.17254(5) 0.0243(3) Uani 1 1 d . . . . .
C29 C 0.14426(14) 0.86493(8) 0.43100(5) 0.0254(3) Uani 1 1 d . . . . .
C65 C 0.25898(15) 0.64451(8) 0.13403(5) 0.0250(3) Uani 1 1 d . . . . .
C131 C 1.43561(15) -0.08703(8) 0.18404(5) 0.0244(3) Uani 1 1 d . . . . .
H131 H 1.409877 -0.099539 0.212385 0.029 Uiso 1 1 calc R . . . .
C47 C 0.24158(15) 0.51704(8) 0.41076(5) 0.0253(3) Uani 1 1 d . . . . .
C74 C 0.11837(15) 0.72191(8) 0.23747(5) 0.0260(3) Uani 1 1 d . . . . .
H74 H 0.103715 0.708369 0.265992 0.031 Uiso 1 1 calc R . . . .
C150 C 1.32708(15) 0.10275(8) 0.26227(5) 0.0263(3) Uani 1 1 d . . . . .
C59 C -0.34286(15) 0.81828(8) 0.58037(5) 0.0258(3) Uani 1 1 d . . . . .
C21 C 0.14047(16) 0.59302(8) 0.62386(5) 0.0271(3) Uani 1 1 d . . . . .
H21 H 0.053778 0.594179 0.631732 0.033 Uiso 1 1 calc R . . . .
C130 C 1.41175(14) -0.02053(8) 0.16999(5) 0.0230(3) Uani 1 1 d . . . . .
C68 C 0.53900(15) 0.53055(8) 0.15304(5) 0.0250(3) Uani 1 1 d . . . . .
C67 C 0.46030(16) 0.57445(8) 0.13333(5) 0.0265(3) Uani 1 1 d . . . . .
H67 H 0.487912 0.590360 0.105708 0.032 Uiso 1 1 calc R . . . .
C76 C 0.11357(15) 0.80889(8) 0.18271(5) 0.0265(3) Uani 1 1 d . . . . .
C181 C 1.06074(15) 0.21419(8) 0.10260(5) 0.0255(3) Uani 1 1 d . . . . .
C80 C 0.26516(16) 0.58003(9) 0.06749(5) 0.0293(3) Uani 1 1 d . . . . .
C176 C 1.67093(16) -0.15102(9) 0.04819(5) 0.0298(3) Uani 1 1 d . . . . .
H176 H 1.703612 -0.107688 0.046391 0.036 Uiso 1 1 calc R . . . .
C30 C 0.14438(15) 0.89961(9) 0.46789(6) 0.0286(3) Uani 1 1 d . . . . .
H30 H 0.154739 0.875231 0.492662 0.034 Uiso 1 1 calc R . . . .
C144 C 1.44444(16) -0.00910(8) 0.26206(5) 0.0272(3) Uani 1 1 d . . . . .
C180 C 1.52616(17) -0.23367(9) 0.08299(5) 0.0297(3) Uani 1 1 d . . . . .
H180 H 1.461778 -0.246246 0.104670 0.036 Uiso 1 1 calc R . . . .
C112 C 0.51256(16) 0.40433(8) 0.24320(5) 0.0285(3) Uani 1 1 d . . . . .
H112 H 0.432910 0.392516 0.239123 0.034 Uiso 1 1 calc R . . . .
C162 C 1.52412(17) 0.22368(9) 0.05045(6) 0.0334(4) Uani 1 1 d . . . . .
H162 H 1.525206 0.204459 0.024459 0.040 Uiso 1 1 calc R . . . .
C48 C 0.32766(16) 0.53850(9) 0.37581(5) 0.0304(4) Uani 1 1 d . . . . .
H48 H 0.361432 0.581481 0.374828 0.036 Uiso 1 1 calc R . . . .
C117 C 0.03540(16) 0.83554(9) 0.25965(6) 0.0297(3) Uani 1 1 d . . . . .
C174 C 1.45639(17) -0.24204(8) 0.20281(5) 0.0284(3) Uani 1 1 d . . . . .
H174 H 1.372797 -0.228464 0.209957 0.034 Uiso 1 1 calc R . . . .
C46 C 0.15707(16) 0.42318(9) 0.52554(5) 0.0287(3) Uani 1 1 d . . . . .
H46 H 0.073131 0.435302 0.533716 0.034 Uiso 1 1 calc R . . . .
C23 C 0.09521(16) 0.75332(9) 0.65476(5) 0.0288(3) Uani 1 1 d . . . . .
H23 H 0.090848 0.709567 0.666982 0.035 Uiso 1 1 calc R . . . .
C17 C 0.32898(16) 0.64487(9) 0.58832(5) 0.0296(3) Uani 1 1 d . . . . .
H17 H 0.369507 0.680834 0.572468 0.036 Uiso 1 1 calc R . . . .
C186 C 1.11846(16) 0.27118(9) 0.08144(5) 0.0292(3) Uani 1 1 d . . . . .
H186 H 1.197318 0.282933 0.086351 0.035 Uiso 1 1 calc R . . . .
C179 C 1.57260(19) -0.27941(9) 0.05244(6) 0.0336(4) Uani 1 1 d . . . . .
H179 H 1.538705 -0.322384 0.053643 0.040 Uiso 1 1 calc R . . . .
C91 C 0.02452(17) 0.69729(9) 0.08874(6) 0.0330(4) Uani 1 1 d . . . . .
H91 H -0.015066 0.662571 0.106083 0.040 Uiso 1 1 calc R . . . .
C124 C 0.14624(17) 0.91717(9) 0.13817(6) 0.0309(4) Uani 1 1 d . . . . .
H124 H 0.230042 0.904641 0.130134 0.037 Uiso 1 1 calc R . . . .
C105 C 0.66480(16) 0.51218(9) 0.12925(5) 0.0291(3) Uani 1 1 d . . . . .
C53 C -0.31546(15) 0.86816(8) 0.48737(5) 0.0277(3) Uani 1 1 d . . . . .
C145 C 1.57438(17) -0.01349(10) 0.25045(6) 0.0353(4) Uani 1 1 d . . . . .
H145 H 1.613581 0.013507 0.227853 0.042 Uiso 1 1 calc R . . . .
C52 C 0.19034(16) 0.45272(9) 0.41108(5) 0.0293(3) Uani 1 1 d . . . . .
H52 H 0.131419 0.438019 0.433929 0.035 Uiso 1 1 calc R . . . .
C60 C -0.41078(16) 0.76428(9) 0.60126(6) 0.0319(4) Uani 1 1 d . . . . .
H60 H -0.386281 0.719949 0.594624 0.038 Uiso 1 1 calc R . . . .
C100 C 0.09564(16) 0.44464(9) 0.27917(6) 0.0330(4) Uani 1 1 d . . . . .
H100 H 0.090411 0.462529 0.305737 0.040 Uiso 1 1 calc R . . . .
C170 C 1.66471(18) -0.22112(10) 0.16664(6) 0.0339(4) Uani 1 1 d . . . . .
H170 H 1.721238 -0.193643 0.149000 0.041 Uiso 1 1 calc R . . . .
C98 C 0.03346(17) 0.60285(10) 0.31898(6) 0.0342(4) Uani 1 1 d . . . . .
H98 H 0.114434 0.593565 0.324252 0.041 Uiso 1 1 calc R . . . .
C118 C 0.07234(18) 0.90292(9) 0.25882(6) 0.0337(4) Uani 1 1 d . . . . .
H118 H 0.133559 0.918973 0.237082 0.040 Uiso 1 1 calc R . . . .
C20 C 0.20953(18) 0.53889(9) 0.63749(6) 0.0336(4) Uani 1 1 d . . . . .
H20 H 0.169478 0.503742 0.654307 0.040 Uiso 1 1 calc R . . . .
C34 C 0.13036(18) 0.90310(9) 0.39433(6) 0.0340(4) Uani 1 1 d . . . . .
H34 H 0.133359 0.881539 0.368995 0.041 Uiso 1 1 calc R . . . .
C81 C 0.26195(18) 0.51331(9) 0.08460(6) 0.0330(4) Uani 1 1 d . . . . .
H81 H 0.241018 0.505777 0.113718 0.040 Uiso 1 1 calc R . . . .
C116 C 0.69051(16) 0.47612(9) 0.22689(6) 0.0314(4) Uani 1 1 d . . . . .
H116 H 0.730948 0.512780 0.211791 0.038 Uiso 1 1 calc R . . . .
C45 C 0.20072(19) 0.35924(9) 0.53722(6) 0.0352(4) Uani 1 1 d . . . . .
H45 H 0.145437 0.328451 0.552551 0.042 Uiso 1 1 calc R . . . .
C177 C 1.71763(17) -0.19730(10) 0.01779(6) 0.0338(4) Uani 1 1 d . . . . .
H177 H 1.781516 -0.184909 -0.004101 0.041 Uiso 1 1 calc R . . . .
C188 C 0.87247(17) 0.12151(9) 0.21676(6) 0.0322(4) Uani 1 1 d . . . . .
H188 H 0.899364 0.076501 0.219335 0.039 Uiso 1 1 calc R . . . .
C164 C 1.60863(17) 0.06368(10) 0.01518(6) 0.0345(4) Uani 1 1 d . . . . .
H164 H 1.533763 0.077847 0.006465 0.041 Uiso 1 1 calc R . . . .
C178 C 1.66931(18) -0.26160(10) 0.02006(6) 0.0346(4) Uani 1 1 d . . . . .
H178 H 1.701361 -0.292836 0.000005 0.042 Uiso 1 1 calc R . . . .
C51 C 0.22669(18) 0.41078(10) 0.37764(6) 0.0350(4) Uani 1 1 d . . . . .
H51 H 0.192160 0.368046 0.378226 0.042 Uiso 1 1 calc R . . . .
C36 C 0.24009(18) 0.75413(10) 0.35742(6) 0.0336(4) Uani 1 1 d . . . . .
H36 H 0.158703 0.760578 0.351876 0.040 Uiso 1 1 calc R . . . .
C27 C 0.11439(18) 0.82874(9) 0.59358(6) 0.0321(4) Uani 1 1 d . . . . .
H27 H 0.121480 0.836249 0.564444 0.039 Uiso 1 1 calc R . . . .
C87 C 0.21076(18) 0.74556(9) 0.04936(6) 0.0324(4) Uani 1 1 d . . . . .
H87 H 0.296716 0.743278 0.039867 0.039 Uiso 1 1 calc R . . . .
C173 C 1.49834(19) -0.30311(9) 0.21939(6) 0.0339(4) Uani 1 1 d . . . . .
H173 H 1.442230 -0.330699 0.237119 0.041 Uiso 1 1 calc R . . . .
C192 C 0.90903(17) 0.23632(9) 0.19051(6) 0.0314(4) Uani 1 1 d . . . . .
H192 H 0.961305 0.268807 0.175501 0.038 Uiso 1 1 calc R . . . .
C42 C 0.36352(17) 0.45054(10) 0.49065(6) 0.0350(4) Uani 1 1 d . . . . .
H42 H 0.418802 0.480715 0.474719 0.042 Uiso 1 1 calc R . . . .
C182 C 0.94178(17) 0.19832(9) 0.09489(6) 0.0318(4) Uani 1 1 d . . . . .
H182 H 0.901217 0.160929 0.109058 0.038 Uiso 1 1 calc R . . . .
C40 C 0.38777(17) 0.75499(10) 0.40539(6) 0.0364(4) Uani 1 1 d . . . . .
H40 H 0.406594 0.762132 0.432092 0.044 Uiso 1 1 calc R . . . .
C172 C 1.6221(2) -0.32315(9) 0.20981(6) 0.0389(4) Uani 1 1 d . . . . .
H172 H 1.649333 -0.364444 0.220739 0.047 Uiso 1 1 calc R . . . .
C31 C 0.12939(17) 0.96956(9) 0.46846(6) 0.0354(4) Uani 1 1 d . . . . .
H31 H 0.131482 0.991690 0.493299 0.042 Uiso 1 1 calc R . . . .
C18 C 0.39865(17) 0.59018(10) 0.60181(6) 0.0361(4) Uani 1 1 d . . . . .
H18 H 0.485528 0.589314 0.594545 0.043 Uiso 1 1 calc R . . . .
C128 C -0.05957(17) 0.89324(10) 0.17597(6) 0.0348(4) Uani 1 1 d . . . . .
H128 H -0.113919 0.864768 0.193726 0.042 Uiso 1 1 calc R . . . .
C94 C -0.11720(17) 0.60629(9) 0.27191(6) 0.0332(4) Uani 1 1 d . . . . .
H94 H -0.138549 0.599185 0.245540 0.040 Uiso 1 1 calc R . . . .
C64 C -0.38097(17) 0.88427(9) 0.59104(6) 0.0337(4) Uani 1 1 d . . . . .
H64 H -0.337489 0.920876 0.577013 0.040 Uiso 1 1 calc R . . . .
C155 C 1.36393(18) 0.16609(9) 0.24404(6) 0.0338(4) Uani 1 1 d . . . . .
H155 H 1.410603 0.168795 0.216972 0.041 Uiso 1 1 calc R . . . .
C122 C -0.05338(17) 0.81233(10) 0.29330(6) 0.0342(4) Uani 1 1 d . . . . .
H122 H -0.078305 0.767442 0.294617 0.041 Uiso 1 1 calc R . . . .
C24 C 0.09199(18) 0.80826(10) 0.68048(6) 0.0356(4) Uani 1 1 d . . . . .
H24 H 0.083379 0.801087 0.709676 0.043 Uiso 1 1 calc R . . . .
C185 C 1.05943(18) 0.31062(9) 0.05309(6) 0.0343(4) Uani 1 1 d . . . . .
H185 H 1.098653 0.348699 0.039331 0.041 Uiso 1 1 calc R . . . .
C25 C 0.10152(19) 0.87353(10) 0.66286(6) 0.0400(4) Uani 1 1 d . . . . .
H25 H 0.099983 0.910334 0.680044 0.048 Uiso 1 1 calc R . . . .
C158 C 1.5300(2) 0.21256(10) 0.12467(6) 0.0392(4) Uani 1 1 d . . . . .
H158 H 1.533744 0.185430 0.148966 0.047 Uiso 1 1 calc R . . . .
C113 C 0.57352(18) 0.36549(9) 0.27122(6) 0.0339(4) Uani 1 1 d . . . . .
H113 H 0.534210 0.328207 0.285964 0.041 Uiso 1 1 calc R . . . .
C58 C -0.28350(19) 0.92282(10) 0.45864(6) 0.0370(4) Uani 1 1 d . . . . .
H58 H -0.200177 0.935383 0.451758 0.044 Uiso 1 1 calc R . . . .
C104 C 0.10295(19) 0.45974(10) 0.20432(6) 0.0371(4) Uani 1 1 d . . . . .
H104 H 0.103873 0.488040 0.180241 0.044 Uiso 1 1 calc R . . . .
C151 C 1.25840(19) 0.10092(10) 0.30296(6) 0.0355(4) Uani 1 1 d . . . . .
H151 H 1.233916 0.059277 0.316059 0.043 Uiso 1 1 calc R . . . .
C168 C 1.73873(17) 0.05289(11) 0.06873(6) 0.0376(4) Uani 1 1 d . . . . .
H168 H 1.752320 0.060146 0.096053 0.045 Uiso 1 1 calc R . . . .
C125 C 0.1005(2) 0.97785(9) 0.12260(6) 0.0372(4) Uani 1 1 d . . . . .
H125 H 0.154186 1.006428 0.104679 0.045 Uiso 1 1 calc R . . . .
C183 C 0.88317(18) 0.23744(10) 0.06645(6) 0.0380(4) Uani 1 1 d . . . . .
H183 H 0.804031 0.226089 0.061603 0.046 Uiso 1 1 calc R . . . .
C49 C 0.36339(17) 0.49588(11) 0.34233(6) 0.0369(4) Uani 1 1 d . . . . .
H49 H 0.420967 0.510567 0.319107 0.044 Uiso 1 1 calc R . . . .
C50 C 0.31383(18) 0.43183(11) 0.34338(6) 0.0381(4) Uani 1 1 d . . . . .
H50 H 0.338983 0.403172 0.321196 0.046 Uiso 1 1 calc R . . . .
C149 C 1.38803(18) -0.05035(9) 0.29573(6) 0.0344(4) Uani 1 1 d . . . . .
H149 H 1.301301 -0.048721 0.303474 0.041 Uiso 1 1 calc R . . . .
C44 C 0.3255(2) 0.34121(10) 0.52620(6) 0.0408(5) Uani 1 1 d . . . . .
H44 H 0.354637 0.298481 0.534169 0.049 Uiso 1 1 calc R . . . .
C97 C -0.05675(19) 0.62703(11) 0.35077(6) 0.0405(4) Uani 1 1 d . . . . .
H97 H -0.036152 0.633779 0.377285 0.049 Uiso 1 1 calc R . . . .
C119 C 0.0189(2) 0.94619(10) 0.28998(7) 0.0410(4) Uani 1 1 d . . . . .
H119 H 0.043297 0.991168 0.288745 0.049 Uiso 1 1 calc R . . . .
C115 C 0.75135(18) 0.43726(10) 0.25489(6) 0.0374(4) Uani 1 1 d . . . . .
H115 H 0.831737 0.448269 0.258626 0.045 Uiso 1 1 calc R . . . .
C184 C 0.94232(19) 0.29335(10) 0.04528(6) 0.0378(4) Uani 1 1 d . . . . .
H184 H 0.903630 0.319229 0.025888 0.045 Uiso 1 1 calc R . . . .
C54 C -0.44099(17) 0.85030(10) 0.49683(6) 0.0360(4) Uani 1 1 d . . . . .
H54 H -0.464245 0.814017 0.515807 0.043 Uiso 1 1 calc R . . . .
C32 C 0.11136(18) 1.00653(9) 0.43219(7) 0.0382(4) Uani 1 1 d . . . . .
H32 H 0.098891 1.053366 0.432644 0.046 Uiso 1 1 calc R . . . .
C19 C 0.33928(19) 0.53710(10) 0.62599(6) 0.0387(4) Uani 1 1 d . . . . .
H19 H 0.386022 0.500224 0.634570 0.046 Uiso 1 1 calc R . . . .
C90 C -0.04633(19) 0.75172(11) 0.07551(7) 0.0412(4) Uani 1 1 d . . . . .
H90 H -0.132854 0.753117 0.083854 0.049 Uiso 1 1 calc R . . . .
C126 C -0.0245(2) 0.99623(10) 0.13351(7) 0.0413(5) Uani 1 1 d . . . . .
H126 H -0.054515 1.037284 0.123193 0.050 Uiso 1 1 calc R . . . .
C161 C 1.5222(2) 0.29386(10) 0.05299(7) 0.0422(5) Uani 1 1 d . . . . .
H161 H 1.519057 0.321206 0.028744 0.051 Uiso 1 1 calc R . . . .
C106 C 0.71222(18) 0.44530(10) 0.13020(6) 0.0348(4) Uani 1 1 d . . . . .
H106 H 0.664475 0.411589 0.145859 0.042 Uiso 1 1 calc R . . . .
C165 C 1.70161(19) 0.03259(11) -0.01316(6) 0.0407(4) Uani 1 1 d . . . . .
H165 H 1.689060 0.026104 -0.040685 0.049 Uiso 1 1 calc R . . . .
C152 C 1.2257(2) 0.15993(11) 0.32439(6) 0.0407(4) Uani 1 1 d . . . . .
H152 H 1.178026 0.157711 0.351304 0.049 Uiso 1 1 calc R . . . .
C171 C 1.7064(2) -0.28185(11) 0.18389(7) 0.0426(5) Uani 1 1 d . . . . .
H171 H 1.790669 -0.294713 0.178043 0.051 Uiso 1 1 calc R . . . .
C101 C 0.09669(19) 0.37492(10) 0.27540(7) 0.0412(4) Uani 1 1 d . . . . .
H101 H 0.094984 0.346387 0.299409 0.049 Uiso 1 1 calc R . . . .
C121 C -0.10540(19) 0.85538(11) 0.32503(6) 0.0409(4) Uani 1 1 d . . . . .
H121 H -0.163519 0.838985 0.347610 0.049 Uiso 1 1 calc R . . . .
C114 C 0.69273(19) 0.38210(10) 0.27729(6) 0.0381(4) Uani 1 1 d . . . . .
H114 H 0.733147 0.356367 0.296297 0.046 Uiso 1 1 calc R . . . .
C153 C 1.2640(2) 0.22193(10) 0.30577(7) 0.0409(4) Uani 1 1 d . . . . .
H153 H 1.243792 0.261501 0.320321 0.049 Uiso 1 1 calc R . . . .
C37 C 0.3342(2) 0.73386(11) 0.32549(6) 0.0431(5) Uani 1 1 d . . . . .
H37 H 0.315865 0.726912 0.298697 0.052 Uiso 1 1 calc R . . . .
C154 C 1.3323(2) 0.22494(10) 0.26552(7) 0.0416(4) Uani 1 1 d . . . . .
H154 H 1.357167 0.266728 0.252739 0.050 Uiso 1 1 calc R . . . .
C43 C 0.4071(2) 0.38705(11) 0.50323(7) 0.0440(5) Uani 1 1 d . . . . .
H43 H 0.491607 0.375351 0.496141 0.053 Uiso 1 1 calc R . . . .
C96 C -0.17751(19) 0.64127(11) 0.34335(7) 0.0424(5) Uani 1 1 d . . . . .
H96 H -0.238019 0.657627 0.364764 0.051 Uiso 1 1 calc R . . . .
C33 C 0.11204(19) 0.97312(10) 0.39524(6) 0.0398(4) Uani 1 1 d . . . . .
H33 H 0.100126 0.997741 0.370702 0.048 Uiso 1 1 calc R . . . .
C61 C -0.51491(18) 0.77609(12) 0.63196(6) 0.0417(5) Uani 1 1 d . . . . .
H61 H -0.560868 0.739774 0.645269 0.050 Uiso 1 1 calc R . . . .
C85 C 0.2886(2) 0.58826(10) 0.02331(6) 0.0398(4) Uani 1 1 d . . . . .
H85 H 0.285646 0.631729 0.010893 0.048 Uiso 1 1 calc R . . . .
C189 C 0.75298(18) 0.14118(11) 0.23612(7) 0.0423(5) Uani 1 1 d . . . . .
H189 H 0.700728 0.109290 0.251756 0.051 Uiso 1 1 calc R . . . .
C191 C 0.78981(19) 0.25532(11) 0.20952(6) 0.0409(4) Uani 1 1 d . . . . .
H191 H 0.762204 0.300214 0.207002 0.049 Uiso 1 1 calc R . . . .
C127 C -0.1049(2) 0.95352(11) 0.15981(7) 0.0421(4) Uani 1 1 d . . . . .
H127 H -0.189436 0.965337 0.166621 0.050 Uiso 1 1 calc R . . . .
C88 C 0.1403(2) 0.80021(10) 0.03648(6) 0.0392(4) Uani 1 1 d . . . . .
H88 H 0.179360 0.834639 0.018736 0.047 Uiso 1 1 calc R . . . .
C82 C 0.2891(2) 0.45860(10) 0.05920(7) 0.0433(5) Uani 1 1 d . . . . .
H82 H 0.288214 0.414817 0.071351 0.052 Uiso 1 1 calc R . . . .
C110 C 0.73785(18) 0.56147(10) 0.10480(6) 0.0387(4) Uani 1 1 d . . . . .
H110 H 0.708172 0.606169 0.103792 0.046 Uiso 1 1 calc R . . . .
C62 C -0.55016(18) 0.84176(13) 0.64271(6) 0.0458(5) Uani 1 1 d . . . . .
H62 H -0.618889 0.849535 0.663614 0.055 Uiso 1 1 calc R . . . .
C38 C 0.4552(2) 0.72397(12) 0.33344(7) 0.0487(5) Uani 1 1 d . . . . .
H38 H 0.518572 0.710374 0.312040 0.058 Uiso 1 1 calc R . . . .
C95 C -0.20743(18) 0.63104(11) 0.30408(7) 0.0427(5) Uani 1 1 d . . . . .
H95 H -0.288432 0.640710 0.298958 0.051 Uiso 1 1 calc R . . . .
C63 C -0.48334(19) 0.89588(11) 0.62243(6) 0.0429(5) Uani 1 1 d . . . . .
H63 H -0.506853 0.940030 0.629771 0.052 Uiso 1 1 calc R . . . .
C26 C 0.11342(19) 0.88374(9) 0.61922(7) 0.0384(4) Uani 1 1 d . . . . .
H26 H 0.120771 0.927526 0.607129 0.046 Uiso 1 1 calc R . . . .
C89 C 0.0117(2) 0.80357(11) 0.05003(7) 0.0443(5) Uani 1 1 d . . . . .
H89 H -0.035192 0.840734 0.041931 0.053 Uiso 1 1 calc R . . . .
C102 C 0.1002(2) 0.34739(10) 0.23659(8) 0.0480(5) Uani 1 1 d . . . . .
H102 H 0.101319 0.300530 0.234304 0.058 Uiso 1 1 calc R . . . .
C160 C 1.5248(2) 0.32346(10) 0.09071(8) 0.0481(5) Uani 1 1 d . . . . .
H160 H 1.523145 0.370489 0.092062 0.058 Uiso 1 1 calc R . . . .
C166 C 1.81302(19) 0.01130(12) -0.00025(7) 0.0445(5) Uani 1 1 d . . . . .
H166 H 1.875442 -0.009599 -0.019116 0.053 Uiso 1 1 calc R . . . .
C120 C -0.0706(2) 0.92255(11) 0.32296(7) 0.0433(5) Uani 1 1 d . . . . .
H120 H -0.107249 0.951746 0.343652 0.052 Uiso 1 1 calc R . . . .
C39 C 0.48178(19) 0.73438(12) 0.37340(7) 0.0474(5) Uani 1 1 d . . . . .
H39 H 0.563198 0.727523 0.378838 0.057 Uiso 1 1 calc R . . . .
C103 C 0.1022(2) 0.39007(11) 0.20092(7) 0.0477(5) Uani 1 1 d . . . . .
H103 H 0.102990 0.371864 0.174642 0.057 Uiso 1 1 calc R . . . .
C190 C 0.71143(18) 0.20770(12) 0.23230(7) 0.0456(5) Uani 1 1 d . . . . .
H190 H 0.631059 0.220448 0.244988 0.055 Uiso 1 1 calc R . . . .
C167 C 1.83155(18) 0.02106(12) 0.04057(7) 0.0462(5) Uani 1 1 d . . . . .
H167 H 1.906140 0.006355 0.049270 0.055 Uiso 1 1 calc R . . . .
C159 C 1.5300(2) 0.28256(11) 0.12678(7) 0.0495(5) Uani 1 1 d . . . . .
H159 H 1.533571 0.302107 0.152376 0.059 Uiso 1 1 calc R . . . .
C55 C -0.5314(2) 0.88599(13) 0.47829(8) 0.0511(5) Uani 1 1 d . . . . .
H55 H -0.614767 0.873405 0.484861 0.061 Uiso 1 1 calc R . . . .
C107 C 0.8295(2) 0.42890(12) 0.10805(7) 0.0486(5) Uani 1 1 d . . . . .
H107 H 0.860605 0.384524 0.109427 0.058 Uiso 1 1 calc R . . . .
C109 C 0.8541(2) 0.54443(13) 0.08202(8) 0.0547(6) Uani 1 1 d . . . . .
H109 H 0.901202 0.577455 0.065426 0.066 Uiso 1 1 calc R . . . .
C83 C 0.3178(3) 0.46846(12) 0.01565(8) 0.0535(6) Uani 1 1 d . . . . .
H83 H 0.338171 0.431521 -0.001345 0.064 Uiso 1 1 calc R . . . .
C148 C 1.4593(2) -0.09390(12) 0.31793(8) 0.0505(5) Uani 1 1 d . . . . .
H148 H 1.420543 -0.120724 0.340681 0.061 Uiso 1 1 calc R . . . .
C146 C 1.6455(2) -0.05752(12) 0.27217(8) 0.0532(6) Uani 1 1 d . . . . .
H146 H 1.731976 -0.060397 0.263936 0.064 Uiso 1 1 calc R . . . .
C57 C -0.3747(2) 0.95854(12) 0.44027(8) 0.0545(6) Uani 1 1 d . . . . .
H57 H -0.352344 0.994945 0.421297 0.065 Uiso 1 1 calc R . . . .
C84 C 0.3161(2) 0.53357(12) -0.00244(7) 0.0523(6) Uani 1 1 d . . . . .
H84 H 0.333335 0.540524 -0.031679 0.063 Uiso 1 1 calc R . . . .
C108 C 0.9002(2) 0.47805(14) 0.08399(8) 0.0574(6) Uani 1 1 d . . . . .
H108 H 0.978770 0.466777 0.069087 0.069 Uiso 1 1 calc R . . . .
C56 C -0.4990(2) 0.94005(14) 0.45014(9) 0.0596(7) Uani 1 1 d . . . . .
H56 H -0.560274 0.963948 0.437873 0.071 Uiso 1 1 calc R . . . .
C147 C 1.5881(2) -0.09745(14) 0.30624(9) 0.0617(7) Uani 1 1 d . . . . .
H147 H 1.636106 -0.126501 0.321163 0.074 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C8 C7 1.490(2) . ?
C8 C9 1.480(2) . ?
C8 C28 1.357(2) . ?
C14 C9 1.400(2) . ?
C14 C1 1.487(2) . ?
C14 C13 1.397(2) . ?
C71 C70 1.394(2) . ?
C71 C66 1.402(2) . ?
C71 C72 1.474(2) . ?
C135 C134 1.396(2) . ?
C135 C136 1.487(2) . ?
C135 C130 1.415(2) . ?
C3 C4 1.395(2) . ?
C3 C2 1.397(2) . ?
C15 C16 1.498(2) . ?
C15 C1 1.357(2) . ?
C15 C22 1.493(2) . ?
C16 C21 1.394(2) . ?
C16 C17 1.392(2) . ?
C4 C41 1.492(2) . ?
C4 C5 1.408(2) . ?
C12 C11 1.415(2) . ?
C12 C13 1.392(2) . ?
C12 C59 1.492(2) . ?
C7 C2 1.418(2) . ?
C7 C6 1.400(2) . ?
C69 C70 1.389(2) . ?
C69 C111 1.504(2) . ?
C69 C68 1.408(2) . ?
C2 C1 1.495(2) . ?
C78 C73 1.419(2) . ?
C78 C77 1.395(2) . ?
C78 C65 1.502(2) . ?
C134 C133 1.388(2) . ?
C9 C10 1.398(2) . ?
C6 C5 1.395(2) . ?
C142 C129 1.491(2) . ?
C142 C137 1.397(2) . ?
C142 C141 1.396(2) . ?
C129 C143 1.351(2) . ?
C129 C130 1.496(2) . ?
C175 C133 1.492(2) . ?
C175 C176 1.397(2) . ?
C175 C180 1.394(2) . ?
C137 C138 1.395(2) . ?
C137 C136 1.480(2) . ?
C73 C72 1.483(2) . ?
C73 C74 1.394(2) . ?
C22 C23 1.398(2) . ?
C22 C27 1.396(2) . ?
C41 C46 1.392(2) . ?
C41 C42 1.389(2) . ?
C5 C47 1.488(2) . ?
C10 C11 1.392(2) . ?
C132 C169 1.491(2) . ?
C132 C133 1.410(2) . ?
C132 C131 1.395(2) . ?
C77 C76 1.397(2) . ?
C157 C156 1.495(2) . ?
C157 C162 1.388(2) . ?
C157 C158 1.395(3) . ?
C11 C53 1.491(2) . ?
C86 C79 1.502(2) . ?
C86 C91 1.392(2) . ?
C86 C87 1.390(2) . ?
C156 C163 1.494(2) . ?
C156 C136 1.356(2) . ?
C66 C65 1.490(2) . ?
C66 C67 1.388(2) . ?
C79 C65 1.358(2) . ?
C79 C80 1.489(2) . ?
C169 C174 1.390(2) . ?
C169 C170 1.393(2) . ?
C143 C150 1.493(2) . ?
C143 C144 1.499(2) . ?
C139 C138 1.389(2) . ?
C139 C140 1.412(2) . ?
C139 C181 1.495(2) . ?
C35 C28 1.497(2) . ?
C35 C36 1.393(2) . ?
C35 C40 1.389(2) . ?
C75 C74 1.395(2) . ?
C75 C76 1.408(2) . ?
C75 C117 1.487(2) . ?
C92 C99 1.489(2) . ?
C92 C72 1.355(2) . ?
C92 C93 1.494(2) . ?
C99 C100 1.392(2) . ?
C99 C104 1.395(3) . ?
C28 C29 1.495(2) . ?
C163 C164 1.390(3) . ?
C163 C168 1.387(2) . ?
C187 C140 1.492(2) . ?
C187 C188 1.398(2) . ?
C187 C192 1.397(2) . ?
C123 C76 1.489(2) . ?
C123 C124 1.394(2) . ?
C123 C128 1.396(2) . ?
C141 C140 1.395(2) . ?
C93 C98 1.397(3) . ?
C93 C94 1.385(2) . ?
C111 C112 1.396(2) . ?
C111 C116 1.396(2) . ?
C29 C30 1.394(2) . ?
C29 C34 1.393(2) . ?
C131 C130 1.397(2) . ?
C47 C48 1.392(2) . ?
C47 C52 1.398(2) . ?
C150 C155 1.395(2) . ?
C150 C151 1.391(2) . ?
C59 C60 1.393(2) . ?
C59 C64 1.394(2) . ?
C21 C20 1.380(2) . ?
C68 C67 1.398(2) . ?
C68 C105 1.490(2) . ?
C181 C186 1.394(2) . ?
C181 C182 1.396(2) . ?
C80 C81 1.401(2) . ?
C80 C85 1.401(3) . ?
C176 C177 1.391(2) . ?
C30 C31 1.385(3) . ?
C144 C145 1.395(2) . ?
C144 C149 1.390(2) . ?
C180 C179 1.386(2) . ?
C112 C113 1.388(2) . ?
C162 C161 1.390(3) . ?
C48 C49 1.392(2) . ?
C117 C118 1.397(3) . ?
C117 C122 1.392(3) . ?
C174 C173 1.387(2) . ?
C46 C45 1.390(2) . ?
C23 C24 1.389(2) . ?
C17 C18 1.390(2) . ?
C186 C185 1.390(2) . ?
C179 C178 1.388(3) . ?
C91 C90 1.391(3) . ?
C124 C125 1.384(3) . ?
C105 C106 1.402(2) . ?
C105 C110 1.398(3) . ?
C53 C58 1.398(3) . ?
C53 C54 1.394(3) . ?
C145 C146 1.382(3) . ?
C52 C51 1.384(2) . ?
C60 C61 1.391(3) . ?
C100 C101 1.385(3) . ?
C170 C171 1.390(3) . ?
C98 C97 1.382(3) . ?
C118 C119 1.386(3) . ?
C20 C19 1.391(3) . ?
C34 C33 1.390(3) . ?
C81 C82 1.378(3) . ?
C116 C115 1.388(3) . ?
C45 C44 1.378(3) . ?
C177 C178 1.380(3) . ?
C188 C189 1.391(3) . ?
C164 C165 1.389(3) . ?
C51 C50 1.381(3) . ?
C36 C37 1.384(3) . ?
C27 C26 1.390(3) . ?
C87 C88 1.387(3) . ?
C173 C172 1.374(3) . ?
C192 C191 1.382(3) . ?
C42 C43 1.390(3) . ?
C182 C183 1.387(3) . ?
C40 C39 1.387(3) . ?
C172 C171 1.384(3) . ?
C31 C32 1.381(3) . ?
C18 C19 1.382(3) . ?
C128 C127 1.383(3) . ?
C94 C95 1.394(3) . ?
C64 C63 1.390(3) . ?
C155 C154 1.383(3) . ?
C122 C121 1.392(3) . ?
C24 C25 1.381(3) . ?
C185 C184 1.386(3) . ?
C25 C26 1.390(3) . ?
C158 C159 1.385(3) . ?
C113 C114 1.386(3) . ?
C58 C57 1.388(3) . ?
C104 C103 1.384(3) . ?
C151 C152 1.387(3) . ?
C168 C167 1.392(3) . ?
C125 C126 1.381(3) . ?
C183 C184 1.384(3) . ?
C49 C50 1.384(3) . ?
C149 C148 1.386(3) . ?
C44 C43 1.382(3) . ?
C97 C96 1.384(3) . ?
C119 C120 1.385(3) . ?
C115 C114 1.386(3) . ?
C54 C55 1.384(3) . ?
C32 C33 1.382(3) . ?
C90 C89 1.378(3) . ?
C126 C127 1.383(3) . ?
C161 C160 1.372(3) . ?
C106 C107 1.385(3) . ?
C165 C166 1.384(3) . ?
C152 C153 1.380(3) . ?
C101 C102 1.376(3) . ?
C121 C120 1.383(3) . ?
C153 C154 1.378(3) . ?
C37 C38 1.380(3) . ?
C96 C95 1.376(3) . ?
C61 C62 1.382(3) . ?
C85 C84 1.385(3) . ?
C189 C190 1.380(3) . ?
C191 C190 1.383(3) . ?
C88 C89 1.388(3) . ?
C82 C83 1.386(3) . ?
C110 C109 1.387(3) . ?
C62 C63 1.382(3) . ?
C38 C39 1.384(3) . ?
C102 C103 1.386(3) . ?
C160 C159 1.387(3) . ?
C166 C167 1.379(3) . ?
C55 C56 1.379(4) . ?
C107 C108 1.379(4) . ?
C109 C108 1.389(4) . ?
C83 C84 1.385(3) . ?
C148 C147 1.382(3) . ?
C146 C147 1.387(3) . ?
C57 C56 1.385(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C8 C7 111.96(13) . . ?
C28 C8 C7 125.47(14) . . ?
C28 C8 C9 122.55(14) . . ?
C9 C14 C1 118.27(13) . . ?
C13 C14 C9 118.70(14) . . ?
C13 C14 C1 122.72(13) . . ?
C70 C71 C66 118.80(14) . . ?
C70 C71 C72 121.37(14) . . ?
C66 C71 C72 119.36(14) . . ?
C134 C135 C136 123.94(14) . . ?
C134 C135 C130 118.65(14) . . ?
C130 C135 C136 117.38(14) . . ?
C4 C3 C2 122.67(14) . . ?
C1 C15 C16 121.52(14) . . ?
C1 C15 C22 124.62(14) . . ?
C22 C15 C16 113.79(13) . . ?
C21 C16 C15 119.32(14) . . ?
C17 C16 C15 121.83(14) . . ?
C17 C16 C21 118.84(14) . . ?
C3 C4 C41 117.94(14) . . ?
C3 C4 C5 118.95(14) . . ?
C5 C4 C41 123.02(14) . . ?
C11 C12 C59 123.63(14) . . ?
C13 C12 C11 118.71(14) . . ?
C13 C12 C59 117.65(14) . . ?
C2 C7 C8 118.10(13) . . ?
C6 C7 C8 123.14(14) . . ?
C6 C7 C2 118.75(14) . . ?
C70 C69 C111 115.55(14) . . ?
C70 C69 C68 119.19(14) . . ?
C68 C69 C111 125.15(14) . . ?
C3 C2 C7 118.32(14) . . ?
C3 C2 C1 124.26(14) . . ?
C7 C2 C1 117.39(13) . . ?
C73 C78 C65 118.24(14) . . ?
C77 C78 C73 117.71(15) . . ?
C77 C78 C65 124.01(14) . . ?
C133 C134 C135 122.54(15) . . ?
C14 C9 C8 118.37(13) . . ?
C10 C9 C8 122.15(14) . . ?
C10 C9 C14 119.18(14) . . ?
C5 C6 C7 122.49(14) . . ?
C14 C1 C2 111.65(13) . . ?
C15 C1 C14 123.58(14) . . ?
C15 C1 C2 124.71(14) . . ?
C137 C142 C129 117.35(14) . . ?
C141 C142 C129 123.70(14) . . ?
C141 C142 C137 118.87(14) . . ?
C142 C129 C130 112.07(13) . . ?
C143 C129 C142 122.24(14) . . ?
C143 C129 C130 125.56(14) . . ?
C176 C175 C133 120.17(15) . . ?
C180 C175 C133 121.10(15) . . ?
C180 C175 C176 118.68(15) . . ?
C142 C137 C136 119.29(14) . . ?
C138 C137 C142 119.19(14) . . ?
C138 C137 C136 121.04(14) . . ?
C78 C73 C72 117.07(14) . . ?
C74 C73 C78 119.06(14) . . ?
C74 C73 C72 123.82(14) . . ?
C23 C22 C15 120.71(14) . . ?
C27 C22 C15 121.22(14) . . ?
C27 C22 C23 117.65(15) . . ?
C46 C41 C4 121.63(15) . . ?
C42 C41 C4 119.64(15) . . ?
C42 C41 C46 118.70(15) . . ?
C4 C5 C47 122.09(14) . . ?
C6 C5 C4 118.68(14) . . ?
C6 C5 C47 119.20(14) . . ?
C11 C10 C9 122.24(14) . . ?
C133 C132 C169 122.07(14) . . ?
C131 C132 C169 119.01(14) . . ?
C131 C132 C133 118.75(14) . . ?
C78 C77 C76 122.76(15) . . ?
C162 C157 C156 122.97(16) . . ?
C162 C157 C158 118.41(17) . . ?
C158 C157 C156 118.58(15) . . ?
C12 C11 C53 123.55(14) . . ?
C10 C11 C12 118.69(14) . . ?
C10 C11 C53 117.67(14) . . ?
C91 C86 C79 120.54(15) . . ?
C87 C86 C79 120.65(15) . . ?
C87 C86 C91 118.64(16) . . ?
C163 C156 C157 115.85(13) . . ?
C136 C156 C157 120.57(15) . . ?
C136 C156 C163 123.50(15) . . ?
C69 C70 C71 122.29(14) . . ?
C71 C66 C65 117.03(14) . . ?
C67 C66 C71 118.93(14) . . ?
C67 C66 C65 123.97(14) . . ?
C65 C79 C86 119.71(15) . . ?
C65 C79 C80 124.90(15) . . ?
C80 C79 C86 115.22(14) . . ?
C174 C169 C132 121.60(15) . . ?
C174 C169 C170 118.88(15) . . ?
C170 C169 C132 119.49(15) . . ?
C134 C133 C175 118.49(14) . . ?
C134 C133 C132 118.77(14) . . ?
C132 C133 C175 122.73(14) . . ?
C12 C13 C14 122.47(14) . . ?
C129 C143 C150 122.08(14) . . ?
C129 C143 C144 123.40(14) . . ?
C150 C143 C144 114.13(14) . . ?
C138 C139 C140 118.65(14) . . ?
C138 C139 C181 116.46(14) . . ?
C140 C139 C181 124.81(14) . . ?
C36 C35 C28 120.33(15) . . ?
C40 C35 C28 120.96(16) . . ?
C40 C35 C36 118.67(16) . . ?
C74 C75 C76 117.98(15) . . ?
C74 C75 C117 118.77(15) . . ?
C76 C75 C117 123.24(15) . . ?
C99 C92 C93 115.23(14) . . ?
C72 C92 C99 120.66(15) . . ?
C72 C92 C93 124.08(15) . . ?
C100 C99 C92 122.13(16) . . ?
C100 C99 C104 118.35(17) . . ?
C104 C99 C92 119.45(15) . . ?
C8 C28 C35 123.50(14) . . ?
C8 C28 C29 121.84(14) . . ?
C29 C28 C35 114.54(13) . . ?
C71 C72 C73 112.51(13) . . ?
C92 C72 C71 122.21(14) . . ?
C92 C72 C73 125.24(15) . . ?
C164 C163 C156 119.61(15) . . ?
C168 C163 C156 121.62(16) . . ?
C168 C163 C164 118.77(16) . . ?
C188 C187 C140 120.44(15) . . ?
C192 C187 C140 121.29(15) . . ?
C192 C187 C188 118.27(15) . . ?
C124 C123 C76 121.30(16) . . ?
C124 C123 C128 118.80(16) . . ?
C128 C123 C76 119.81(16) . . ?
C139 C138 C137 122.32(14) . . ?
C137 C136 C135 112.41(13) . . ?
C156 C136 C135 125.40(14) . . ?
C156 C136 C137 122.15(14) . . ?
C140 C141 C142 122.13(14) . . ?
C98 C93 C92 119.06(15) . . ?
C94 C93 C92 122.18(16) . . ?
C94 C93 C98 118.70(16) . . ?
C112 C111 C69 119.11(14) . . ?
C116 C111 C69 122.46(15) . . ?
C116 C111 C112 118.26(15) . . ?
C139 C140 C187 122.10(14) . . ?
C141 C140 C139 118.82(14) . . ?
C141 C140 C187 119.08(14) . . ?
C30 C29 C28 119.78(15) . . ?
C34 C29 C28 122.40(15) . . ?
C34 C29 C30 117.77(16) . . ?
C66 C65 C78 111.43(13) . . ?
C79 C65 C78 125.03(15) . . ?
C79 C65 C66 123.36(15) . . ?
C132 C131 C130 122.31(15) . . ?
C48 C47 C5 120.57(15) . . ?
C48 C47 C52 118.73(15) . . ?
C52 C47 C5 120.68(15) . . ?
C73 C74 C75 122.82(15) . . ?
C155 C150 C143 119.49(15) . . ?
C151 C150 C143 122.84(15) . . ?
C151 C150 C155 117.56(16) . . ?
C60 C59 C12 119.88(15) . . ?
C60 C59 C64 118.67(16) . . ?
C64 C59 C12 121.41(15) . . ?
C20 C21 C16 120.96(16) . . ?
C135 C130 C129 118.25(14) . . ?
C131 C130 C135 118.50(14) . . ?
C131 C130 C129 123.23(14) . . ?
C69 C68 C105 123.16(15) . . ?
C67 C68 C69 118.15(14) . . ?
C67 C68 C105 118.69(15) . . ?
C66 C67 C68 122.62(15) . . ?
C77 C76 C75 119.16(15) . . ?
C77 C76 C123 117.97(15) . . ?
C75 C76 C123 122.66(15) . . ?
C186 C181 C139 119.60(15) . . ?
C186 C181 C182 118.25(15) . . ?
C182 C181 C139 122.06(15) . . ?
C81 C80 C79 121.90(15) . . ?
C85 C80 C79 120.89(16) . . ?
C85 C80 C81 116.89(17) . . ?
C177 C176 C175 120.68(17) . . ?
C31 C30 C29 121.45(16) . . ?
C145 C144 C143 120.19(15) . . ?
C149 C144 C143 121.27(15) . . ?
C149 C144 C145 118.53(16) . . ?
C179 C180 C175 120.33(16) . . ?
C113 C112 C111 120.78(17) . . ?
C157 C162 C161 120.15(18) . . ?
C49 C48 C47 120.27(17) . . ?
C118 C117 C75 121.65(16) . . ?
C122 C117 C75 120.06(16) . . ?
C122 C117 C118 118.29(17) . . ?
C173 C174 C169 120.25(17) . . ?
C45 C46 C41 120.53(16) . . ?
C24 C23 C22 121.35(16) . . ?
C18 C17 C16 120.22(16) . . ?
C185 C186 C181 120.74(17) . . ?
C180 C179 C178 120.54(17) . . ?
C90 C91 C86 120.77(17) . . ?
C125 C124 C123 120.21(17) . . ?
C106 C105 C68 121.24(16) . . ?
C110 C105 C68 120.47(16) . . ?
C110 C105 C106 118.29(16) . . ?
C58 C53 C11 120.04(15) . . ?
C54 C53 C11 121.65(16) . . ?
C54 C53 C58 118.27(16) . . ?
C146 C145 C144 120.71(18) . . ?
C51 C52 C47 120.45(17) . . ?
C61 C60 C59 120.56(18) . . ?
C101 C100 C99 120.37(19) . . ?
C171 C170 C169 120.50(18) . . ?
C97 C98 C93 120.57(17) . . ?
C119 C118 C117 120.85(19) . . ?
C21 C20 C19 119.74(17) . . ?
C33 C34 C29 120.63(18) . . ?
C82 C81 C80 121.40(18) . . ?
C115 C116 C111 120.87(17) . . ?
C44 C45 C46 120.34(18) . . ?
C178 C177 C176 120.09(17) . . ?
C189 C188 C187 120.32(18) . . ?
C165 C164 C163 120.84(18) . . ?
C177 C178 C179 119.65(16) . . ?
C50 C51 C52 120.58(18) . . ?
C37 C36 C35 120.90(18) . . ?
C26 C27 C22 121.07(17) . . ?
C88 C87 C86 120.61(18) . . ?
C172 C173 C174 120.51(18) . . ?
C191 C192 C187 121.04(18) . . ?
C41 C42 C43 120.45(18) . . ?
C183 C182 C181 121.02(17) . . ?
C39 C40 C35 120.33(19) . . ?
C173 C172 C171 119.97(17) . . ?
C32 C31 C30 120.13(18) . . ?
C19 C18 C17 120.24(17) . . ?
C127 C128 C123 120.57(18) . . ?
C93 C94 C95 120.35(18) . . ?
C63 C64 C59 120.65(18) . . ?
C154 C155 C150 121.15(18) . . ?
C117 C122 C121 120.90(18) . . ?
C25 C24 C23 120.21(17) . . ?
C184 C185 C186 120.18(17) . . ?
C24 C25 C26 119.45(17) . . ?
C159 C158 C157 120.96(18) . . ?
C114 C113 C112 120.23(17) . . ?
C57 C58 C53 120.8(2) . . ?
C103 C104 C99 120.82(18) . . ?
C152 C151 C150 121.33(18) . . ?
C163 C168 C167 120.54(18) . . ?
C126 C125 C124 120.41(18) . . ?
C184 C183 C182 120.06(18) . . ?
C50 C49 C48 120.45(17) . . ?
C51 C50 C49 119.48(16) . . ?
C148 C149 C144 120.86(18) . . ?
C45 C44 C43 119.56(17) . . ?
C98 C97 C96 120.37(19) . . ?
C120 C119 C118 120.13(19) . . ?
C114 C115 C116 120.20(18) . . ?
C183 C184 C185 119.73(17) . . ?
C55 C54 C53 120.7(2) . . ?
C33 C32 C31 119.24(17) . . ?
C18 C19 C20 119.93(16) . . ?
C89 C90 C91 119.98(19) . . ?
C125 C126 C127 119.93(17) . . ?
C160 C161 C162 121.06(18) . . ?
C107 C106 C105 120.69(19) . . ?
C166 C165 C164 119.71(19) . . ?
C153 C152 C151 119.98(19) . . ?
C172 C171 C170 119.83(18) . . ?
C102 C101 C100 120.81(18) . . ?
C120 C121 C122 119.99(19) . . ?
C115 C114 C113 119.62(17) . . ?
C154 C153 C152 119.66(17) . . ?
C38 C37 C36 119.99(19) . . ?
C153 C154 C155 120.29(19) . . ?
C44 C43 C42 120.39(18) . . ?
C95 C96 C97 119.53(18) . . ?
C32 C33 C34 120.71(18) . . ?
C62 C61 C60 120.06(19) . . ?
C84 C85 C80 121.94(18) . . ?
C190 C189 C188 120.48(19) . . ?
C192 C191 C190 120.14(19) . . ?
C128 C127 C126 120.02(19) . . ?
C87 C88 C89 120.10(18) . . ?
C81 C82 C83 120.36(19) . . ?
C109 C110 C105 120.72(19) . . ?
C63 C62 C61 120.06(18) . . ?
C37 C38 C39 119.69(18) . . ?
C96 C95 C94 120.48(18) . . ?
C62 C63 C64 119.97(19) . . ?
C25 C26 C27 120.25(18) . . ?
C90 C89 C88 119.85(18) . . ?
C101 C102 C103 119.43(19) . . ?
C161 C160 C159 119.34(19) . . ?
C167 C166 C165 120.07(18) . . ?
C121 C120 C119 119.79(18) . . ?
C38 C39 C40 120.42(19) . . ?
C104 C103 C102 120.1(2) . . ?
C189 C190 C191 119.74(17) . . ?
C166 C167 C168 120.05(19) . . ?
C158 C159 C160 120.0(2) . . ?
C56 C55 C54 120.6(2) . . ?
C108 C107 C106 120.3(2) . . ?
C110 C109 C108 120.0(2) . . ?
C84 C83 C82 119.7(2) . . ?
C147 C148 C149 119.99(19) . . ?
C145 C146 C147 120.1(2) . . ?
C56 C57 C58 120.1(2) . . ?
C85 C84 C83 119.5(2) . . ?
C107 C108 C109 119.94(19) . . ?
C55 C56 C57 119.59(19) . . ?
C148 C147 C146 119.79(19) . . ?

_olex2_submission_original_sample_id yi210125-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.412
_oxdiff_exptl_absorpt_empirical_full_min 0.511
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200318-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176746'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200318-sgwr2
_chemical_formula_moiety         'C64 H48 N4, O'
_chemical_formula_sum            'C64 H50 N4 O'
_chemical_formula_weight         891.08
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.0186(7)
_cell_length_b                   15.5503(6)
_cell_length_c                   25.0921(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.288(4)
_cell_angle_gamma                90
_cell_volume                     4943.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3541
_cell_measurement_temperature    150
_cell_measurement_theta_max      62.4940
_cell_measurement_theta_min      3.3430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26277
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1880
_exptl_crystal_recrystallization_method EtOAc/EtOH
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1381
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            35436
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.483
_diffrn_reflns_theta_min         3.369
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -19.00   0.50   13.86    --  -42.55 -32.00-110.00  198
  2  ω    -66.00  -6.00   0.50   23.07    --  -84.50  30.00-120.00  120
  3  ω    -78.00 -33.00   0.50   23.07    --  -84.50  45.00-150.00   90
  4  ω    -40.00  29.00   0.50   13.86    --  -42.55  32.00  48.00  138
  5  ω     -9.00  16.00   0.50   13.86    --   42.55 -32.00-110.00   50
  6  ω     33.00  66.00   0.50   23.07    --  109.88 -32.00-110.00   66
  7  ω     40.00 132.00   0.50   23.07    --  109.88 -61.00 -60.00  184
  8  ω     87.00 178.00   0.50   23.07    --  109.88  32.00  48.00  182
  9  ω     69.00 105.00   0.50   23.07    --  109.88 -94.00  90.00   72
 10  ω     36.00  66.00   0.50   23.07    --  109.88 -30.00  60.00   60
 11  ω     40.00  66.00   0.50   23.07    --  109.88 -45.00  90.00   52
 12  ω     35.00  70.00   0.50   23.07    --  109.88 -45.00  30.00   70
 13  ω     34.00  60.00   0.50   23.07    --  109.88 -30.00  90.00   52
 14  ω     34.00  68.00   0.50   23.07    --  109.88 -45.00  60.00   68
 15  ω     41.00  67.00   0.50   23.07    --  109.88 -94.00  90.00   52
 16  ω     35.00  77.00   0.50   23.07    --  109.88 -45.00 120.00   84
 17  ω     34.00  60.00   0.50   23.07    --  109.88 -30.00 120.00   52
 18  ω     47.00  72.00   0.50   13.86    --   42.55  32.00  48.00   50
 19  ω     32.00  57.00   0.50   13.86    --   42.55  57.00 -60.00   50
 20  ω     34.00  73.00   0.50   23.07    --  109.88 -45.00 -60.00   78
 21  ω     35.00  72.00   0.50   23.07    --  109.88 -45.00-120.00   74
 22  ω     44.00  73.00   0.50   23.07    --  109.88 -45.00-150.00   58
 23  ω     72.00 100.00   0.50   23.07    --  109.88 -94.00-180.00   56
 24  ω     36.00 116.00   0.50   23.07    --  109.88-125.00-120.00  160
 25  ω     12.00  94.00   0.50   13.86    --   42.55-125.00 150.00  164
 26  ω    -60.00 -35.00   0.50   23.07    --  -84.50  32.00  48.00   50
 27  ω   -133.00 -64.00   0.50   23.07    --  -84.50 -32.00-110.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0970521000
_diffrn_orient_matrix_UB_12      -0.0342946000
_diffrn_orient_matrix_UB_13      -0.0418921000
_diffrn_orient_matrix_UB_21      -0.0704642000
_diffrn_orient_matrix_UB_22      0.0216225000
_diffrn_orient_matrix_UB_23      0.0397869000
_diffrn_orient_matrix_UB_31      -0.0199022000
_diffrn_orient_matrix_UB_32      0.0904142000
_diffrn_orient_matrix_UB_33      -0.0253437000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4758
_reflns_number_total             10077
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.922
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         10077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1802
_refine_ls_R_factor_gt           0.0888
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1461P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2273
_refine_ls_wR_factor_ref         0.2836
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O1(0.6) O1A(0.4)
3.a Aromatic/amide H refined with riding coordinates:
 C60(H60), C24(H24), C35(H35), C48(H48), C32(H32), C17(H17), C49(H49),
 C13(H13), C51(H51), C58(H58), C28(H28), C64(H64), C42(H42), C36(H36), C39(H39),
  C38(H38), C20(H20), C21(H21), C29(H29), C55(H55), C16(H16), C52(H52),
 C54(H54), C43(H43), C14(H14), C23(H23), C50(H50), C31(H31), C63(H63), C57(H57),
  C56(H56), C61(H61), C46(H46), C62(H62), C44(H44), C45(H45)
3.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C18(H18A,H18B,
 H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N4 N 0.3751(3) 0.7805(2) 0.56598(13) 0.0399(8) Uani 1 1 d . . . . .
N3 N 0.3088(3) 0.6181(2) 0.53557(13) 0.0407(8) Uani 1 1 d . . . . .
N2 N 0.4154(3) 0.6989(2) 0.37080(13) 0.0417(9) Uani 1 1 d . . . . .
N1 N 0.5891(3) 0.7779(2) 0.43348(13) 0.0417(9) Uani 1 1 d . . . . .
C9 C 0.3058(4) 0.7427(3) 0.58920(15) 0.0391(10) Uani 1 1 d . . . . .
C26 C 0.3444(3) 0.5538(3) 0.42943(15) 0.0382(10) Uani 1 1 d . . . . .
C10 C 0.4156(4) 0.7382(3) 0.52909(15) 0.0390(10) Uani 1 1 d . . . . .
C7 C 0.3656(4) 0.6616(3) 0.50634(16) 0.0387(10) Uani 1 1 d . . . . .
C12 C 0.6581(4) 0.8816(3) 0.52859(16) 0.0415(10) Uani 1 1 d . . . . .
C1 C 0.5077(4) 0.7747(3) 0.51246(15) 0.0385(10) Uani 1 1 d . . . . .
C2 C 0.5127(4) 0.7496(3) 0.45644(15) 0.0391(10) Uani 1 1 d . . . . .
C19 C 0.5843(4) 0.8328(3) 0.60615(16) 0.0403(10) Uani 1 1 d . . . . .
C27 C 0.2702(4) 0.4956(3) 0.44924(15) 0.0404(10) Uani 1 1 d . . . . .
C59 C 0.2534(4) 0.8015(3) 0.62186(16) 0.0409(10) Uani 1 1 d . . . . .
C5 C 0.4358(4) 0.6942(3) 0.42578(16) 0.0398(10) Uani 1 1 d . . . . .
C60 C 0.3080(4) 0.8742(3) 0.64501(16) 0.0450(11) Uani 1 1 d . . . . .
H60 H 0.377322 0.882575 0.642167 0.054 Uiso 1 1 calc R . . . .
C6 C 0.3779(4) 0.6314(3) 0.45228(16) 0.0395(10) Uani 1 1 d . . . . .
C8 C 0.2863(3) 0.6533(3) 0.57985(16) 0.0398(10) Uani 1 1 d . . . . .
C34 C 0.3785(4) 0.5201(3) 0.38089(16) 0.0411(10) Uani 1 1 d . . . . .
C53 C 0.2442(4) 0.5950(3) 0.61635(17) 0.0427(10) Uani 1 1 d . . . . .
C3 C 0.5816(4) 0.7672(3) 0.37993(16) 0.0416(10) Uani 1 1 d . . . . .
C47 C 0.4468(4) 0.7591(3) 0.28769(16) 0.0418(10) Uani 1 1 d . . . . .
C24 C 0.5787(4) 0.7604(3) 0.63873(16) 0.0434(11) Uani 1 1 d . . . . .
H24 H 0.572453 0.705789 0.623229 0.052 Uiso 1 1 calc R . . . .
C11 C 0.5798(4) 0.8254(3) 0.54687(16) 0.0391(10) Uani 1 1 d . . . . .
C35 C 0.3036(4) 0.4822(3) 0.33833(17) 0.0441(11) Uani 1 1 d . . . . .
H35 H 0.234942 0.474329 0.342316 0.053 Uiso 1 1 calc R . . . .
C41 C 0.6796(4) 0.7794(3) 0.35994(16) 0.0442(11) Uani 1 1 d . . . . .
C48 C 0.3806(4) 0.7008(3) 0.25376(17) 0.0456(11) Uani 1 1 d . . . . .
H48 H 0.359825 0.650614 0.268532 0.055 Uiso 1 1 calc R . . . .
C32 C 0.3028(4) 0.4150(3) 0.47143(17) 0.0451(11) Uani 1 1 d . . . . .
H32 H 0.373243 0.399365 0.476307 0.054 Uiso 1 1 calc R . . . .
C17 C 0.7652(4) 0.8764(3) 0.55243(17) 0.0466(11) Uani 1 1 d . . . . .
H17 H 0.790333 0.832354 0.577093 0.056 Uiso 1 1 calc R . . . .
C49 C 0.3459(4) 0.7171(3) 0.19856(17) 0.0491(12) Uani 1 1 d . . . . .
H49 H 0.301786 0.678122 0.176161 0.059 Uiso 1 1 calc R . . . .
C13 C 0.6241(4) 0.9491(3) 0.49190(17) 0.0455(11) Uani 1 1 d . . . . .
H13 H 0.552938 0.953442 0.474762 0.055 Uiso 1 1 calc R . . . .
C51 C 0.4422(4) 0.8498(3) 0.20945(18) 0.0511(12) Uani 1 1 d . . . . .
H51 H 0.462795 0.899989 0.194599 0.061 Uiso 1 1 calc R . . . .
C58 C 0.2017(4) 0.5162(3) 0.59738(18) 0.0473(11) Uani 1 1 d . . . . .
H58 H 0.196743 0.501311 0.560989 0.057 Uiso 1 1 calc R . . . .
C28 C 0.1639(4) 0.5155(3) 0.44081(18) 0.0486(11) Uani 1 1 d . . . . .
H28 H 0.139578 0.568544 0.426019 0.058 Uiso 1 1 calc R . . . .
C4 C 0.4830(4) 0.7411(3) 0.34718(16) 0.0438(11) Uani 1 1 d . . . . .
C64 C 0.1508(4) 0.7894(3) 0.62773(18) 0.0471(11) Uani 1 1 d . . . . .
H64 H 0.112946 0.741032 0.612630 0.056 Uiso 1 1 calc R . . . .
C37 C 0.4317(4) 0.4658(3) 0.28370(19) 0.0494(12) Uani 1 1 d . . . . .
C42 C 0.6962(4) 0.7358(3) 0.31452(18) 0.0495(12) Uani 1 1 d . . . . .
H42 H 0.643379 0.700522 0.294615 0.059 Uiso 1 1 calc R . . . .
C36 C 0.3299(4) 0.4563(3) 0.29054(18) 0.0486(11) Uani 1 1 d . . . . .
H36 H 0.278475 0.432187 0.262584 0.058 Uiso 1 1 calc R . . . .
C39 C 0.4821(4) 0.5234(3) 0.37543(18) 0.0473(11) Uani 1 1 d . . . . .
H39 H 0.534896 0.543114 0.404413 0.057 Uiso 1 1 calc R . . . .
C38 C 0.5078(4) 0.4975(3) 0.32711(19) 0.0496(12) Uani 1 1 d . . . . .
H38 H 0.577395 0.501613 0.323875 0.060 Uiso 1 1 calc R . . . .
C20 C 0.5963(4) 0.9128(3) 0.63136(17) 0.0470(11) Uani 1 1 d . . . . .
H20 H 0.602609 0.961426 0.610734 0.056 Uiso 1 1 calc R . . . .
C21 C 0.5992(4) 0.9218(3) 0.68673(18) 0.0527(12) Uani 1 1 d . . . . .
H21 H 0.606295 0.976279 0.702460 0.063 Uiso 1 1 calc R . . . .
C29 C 0.0937(4) 0.4571(3) 0.45424(18) 0.0511(12) Uani 1 1 d . . . . .
H29 H 0.022490 0.471447 0.447286 0.061 Uiso 1 1 calc R . . . .
C55 C 0.2147(4) 0.5598(3) 0.70521(19) 0.0531(12) Uani 1 1 d . . . . .
H55 H 0.218199 0.574787 0.741470 0.064 Uiso 1 1 calc R . . . .
C16 C 0.8351(4) 0.9359(3) 0.53991(19) 0.0521(12) Uani 1 1 d . . . . .
H16 H 0.906816 0.929990 0.555415 0.062 Uiso 1 1 calc R . . . .
C22 C 0.5915(4) 0.8505(3) 0.71901(17) 0.0509(12) Uani 1 1 d . . . . .
C52 C 0.4772(4) 0.8335(3) 0.26479(18) 0.0496(12) Uani 1 1 d . . . . .
H52 H 0.521587 0.872616 0.286903 0.059 Uiso 1 1 calc R . . . .
C54 C 0.2526(4) 0.6158(3) 0.67158(17) 0.0476(11) Uani 1 1 d . . . . .
H54 H 0.283857 0.667346 0.685555 0.057 Uiso 1 1 calc R . . . .
C43 C 0.7904(5) 0.7441(3) 0.2985(2) 0.0553(13) Uani 1 1 d . . . . .
H43 H 0.800720 0.714707 0.267868 0.066 Uiso 1 1 calc R . . . .
C14 C 0.6940(4) 1.0093(3) 0.48061(19) 0.0517(12) Uani 1 1 d . . . . .
H14 H 0.669114 1.053906 0.456412 0.062 Uiso 1 1 calc R . . . .
C23 C 0.5824(4) 0.7704(3) 0.69419(17) 0.0484(12) Uani 1 1 d . . . . .
H23 H 0.578601 0.721781 0.715274 0.058 Uiso 1 1 calc R . . . .
C50 C 0.3773(4) 0.7924(3) 0.17636(19) 0.0534(12) Uani 1 1 d . . . . .
H50 H 0.354178 0.803487 0.139112 0.064 Uiso 1 1 calc R . . . .
C30 C 0.1255(4) 0.3783(3) 0.47756(18) 0.0521(12) Uani 1 1 d . . . . .
C31 C 0.2326(4) 0.3578(3) 0.48639(18) 0.0515(12) Uani 1 1 d . . . . .
H31 H 0.257045 0.305532 0.502391 0.062 Uiso 1 1 calc R . . . .
C63 C 0.1051(4) 0.8484(3) 0.6557(2) 0.0576(13) Uani 1 1 d . . . . .
H63 H 0.036740 0.839278 0.659755 0.069 Uiso 1 1 calc R . . . .
C57 C 0.1665(4) 0.4594(3) 0.63152(19) 0.0534(12) Uani 1 1 d . . . . .
H57 H 0.139578 0.406146 0.618334 0.064 Uiso 1 1 calc R . . . .
C56 C 0.1715(4) 0.4819(3) 0.68550(19) 0.0565(13) Uani 1 1 d . . . . .
H56 H 0.145851 0.444565 0.708332 0.068 Uiso 1 1 calc R . . . .
C15 C 0.8006(5) 1.0041(3) 0.50480(19) 0.0545(13) Uani 1 1 d . . . . .
C61 C 0.2610(4) 0.9341(3) 0.67205(18) 0.0552(13) Uani 1 1 d . . . . .
H61 H 0.297834 0.983249 0.686392 0.066 Uiso 1 1 calc R . . . .
C46 C 0.7595(4) 0.8323(3) 0.3894(2) 0.0540(13) Uani 1 1 d . . . . .
H46 H 0.749647 0.862114 0.419959 0.065 Uiso 1 1 calc R . . . .
C62 C 0.1592(5) 0.9213(4) 0.6780(2) 0.0618(14) Uani 1 1 d . . . . .
H62 H 0.127427 0.961150 0.696666 0.074 Uiso 1 1 calc R . . . .
C44 C 0.8686(5) 0.7957(4) 0.3277(2) 0.0649(15) Uani 1 1 d . . . . .
H44 H 0.932190 0.800740 0.317106 0.078 Uiso 1 1 calc R . . . .
C45 C 0.8537(5) 0.8402(4) 0.3728(2) 0.0617(14) Uani 1 1 d . . . . .
H45 H 0.906883 0.875703 0.392129 0.074 Uiso 1 1 calc R . . . .
C33 C 0.0512(5) 0.3170(4) 0.4944(2) 0.0673(15) Uani 1 1 d . . . . .
H33A H 0.069582 0.310436 0.533491 0.101 Uiso 1 1 calc GR . . . .
H33B H 0.055497 0.262293 0.477382 0.101 Uiso 1 1 calc GR . . . .
H33C H -0.019477 0.338854 0.483236 0.101 Uiso 1 1 calc GR . . . .
C40 C 0.4580(5) 0.4432(4) 0.2300(2) 0.0666(15) Uani 1 1 d . . . . .
H40A H 0.413585 0.396930 0.213045 0.100 Uiso 1 1 calc GR . . . .
H40B H 0.530624 0.425871 0.236441 0.100 Uiso 1 1 calc GR . . . .
H40C H 0.446750 0.492522 0.206351 0.100 Uiso 1 1 calc GR . . . .
C25 C 0.5949(5) 0.8599(4) 0.77962(19) 0.0742(18) Uani 1 1 d . . . . .
H25A H 0.666934 0.858494 0.800068 0.111 Uiso 1 1 calc GR . . . .
H25B H 0.556519 0.813536 0.791217 0.111 Uiso 1 1 calc GR . . . .
H25C H 0.563468 0.913699 0.785898 0.111 Uiso 1 1 calc GR . . . .
C18 C 0.8764(5) 1.0701(4) 0.4929(3) 0.0822(19) Uani 1 1 d . . . . .
H18A H 0.944282 1.061875 0.517150 0.123 Uiso 1 1 calc GR . . . .
H18B H 0.850749 1.126642 0.498140 0.123 Uiso 1 1 calc GR . . . .
H18C H 0.882588 1.064089 0.455654 0.123 Uiso 1 1 calc GR . . . .
O1 O 0.2795(9) 0.3078(8) 0.1538(5) 0.145(4) Uiso 0.6 1 d . . P A 1
O1A O 0.2385(12) 0.3680(10) 0.1112(6) 0.126(5) Uiso 0.4 1 d . . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N4 C9 1.320(5) . ?
N4 C10 1.338(5) . ?
N3 C7 1.338(5) . ?
N3 C8 1.331(5) . ?
N2 C5 1.346(5) . ?
N2 C4 1.340(5) . ?
N1 C2 1.334(5) . ?
N1 C3 1.335(5) . ?
C9 C59 1.493(6) . ?
C9 C8 1.422(6) . ?
C26 C27 1.489(6) . ?
C26 C6 1.364(6) . ?
C26 C34 1.484(5) . ?
C10 C7 1.414(6) . ?
C10 C1 1.471(6) . ?
C7 C6 1.479(5) . ?
C12 C11 1.492(6) . ?
C12 C17 1.388(7) . ?
C12 C13 1.399(6) . ?
C1 C2 1.475(5) . ?
C1 C11 1.369(6) . ?
C2 C5 1.408(6) . ?
C19 C24 1.403(6) . ?
C19 C11 1.480(5) . ?
C19 C20 1.389(6) . ?
C27 C32 1.396(6) . ?
C27 C28 1.386(7) . ?
C59 C60 1.390(6) . ?
C59 C64 1.391(6) . ?
C5 C6 1.481(6) . ?
C60 C61 1.375(6) . ?
C8 C53 1.482(6) . ?
C34 C35 1.400(6) . ?
C34 C39 1.388(6) . ?
C53 C58 1.382(6) . ?
C53 C54 1.403(6) . ?
C3 C41 1.487(6) . ?
C3 C4 1.415(7) . ?
C47 C48 1.398(6) . ?
C47 C4 1.485(6) . ?
C47 C52 1.388(6) . ?
C24 C23 1.390(5) . ?
C35 C36 1.381(5) . ?
C41 C42 1.385(6) . ?
C41 C46 1.397(7) . ?
C48 C49 1.378(6) . ?
C32 C31 1.387(6) . ?
C17 C16 1.384(6) . ?
C49 C50 1.397(7) . ?
C13 C14 1.380(7) . ?
C51 C52 1.382(6) . ?
C51 C50 1.371(7) . ?
C58 C57 1.380(6) . ?
C28 C29 1.384(7) . ?
C64 C63 1.371(6) . ?
C37 C36 1.383(7) . ?
C37 C38 1.384(7) . ?
C37 C40 1.506(6) . ?
C42 C43 1.382(7) . ?
C39 C38 1.389(6) . ?
C20 C21 1.388(6) . ?
C21 C22 1.391(7) . ?
C29 C30 1.380(7) . ?
C55 C54 1.381(6) . ?
C55 C56 1.379(7) . ?
C16 C15 1.386(7) . ?
C22 C23 1.385(7) . ?
C22 C25 1.518(6) . ?
C43 C44 1.369(8) . ?
C14 C15 1.384(8) . ?
C30 C31 1.397(7) . ?
C30 C33 1.487(7) . ?
C63 C62 1.382(8) . ?
C57 C56 1.386(6) . ?
C15 C18 1.500(7) . ?
C61 C62 1.382(7) . ?
C46 C45 1.388(7) . ?
C44 C45 1.376(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 120.3(4) . . ?
C8 N3 C7 120.3(4) . . ?
C4 N2 C5 119.1(4) . . ?
C2 N1 C3 120.3(4) . . ?
N4 C9 C59 114.4(4) . . ?
N4 C9 C8 118.5(4) . . ?
C8 C9 C59 127.1(4) . . ?
C6 C26 C27 124.6(4) . . ?
C6 C26 C34 122.0(4) . . ?
C34 C26 C27 113.5(4) . . ?
N4 C10 C7 118.4(4) . . ?
N4 C10 C1 118.9(4) . . ?
C7 C10 C1 122.7(3) . . ?
N3 C7 C10 117.8(3) . . ?
N3 C7 C6 122.2(4) . . ?
C10 C7 C6 120.1(4) . . ?
C17 C12 C11 121.5(4) . . ?
C17 C12 C13 117.5(4) . . ?
C13 C12 C11 120.5(4) . . ?
C10 C1 C2 112.7(4) . . ?
C11 C1 C10 121.9(3) . . ?
C11 C1 C2 125.4(4) . . ?
N1 C2 C1 121.7(4) . . ?
N1 C2 C5 118.2(3) . . ?
C5 C2 C1 120.1(4) . . ?
C24 C19 C11 121.9(4) . . ?
C20 C19 C24 118.0(4) . . ?
C20 C19 C11 120.1(4) . . ?
C32 C27 C26 121.2(4) . . ?
C28 C27 C26 120.9(4) . . ?
C28 C27 C32 117.5(4) . . ?
C60 C59 C9 118.3(4) . . ?
C60 C59 C64 118.6(4) . . ?
C64 C59 C9 123.1(4) . . ?
N2 C5 C2 118.3(4) . . ?
N2 C5 C6 119.7(4) . . ?
C2 C5 C6 122.0(4) . . ?
C61 C60 C59 120.9(5) . . ?
C26 C6 C7 125.1(4) . . ?
C26 C6 C5 122.8(3) . . ?
C7 C6 C5 112.1(4) . . ?
N3 C8 C9 118.4(3) . . ?
N3 C8 C53 116.6(4) . . ?
C9 C8 C53 125.0(3) . . ?
C35 C34 C26 119.1(4) . . ?
C39 C34 C26 123.3(4) . . ?
C39 C34 C35 117.5(4) . . ?
C58 C53 C8 120.4(4) . . ?
C58 C53 C54 118.6(4) . . ?
C54 C53 C8 120.9(4) . . ?
N1 C3 C41 117.0(4) . . ?
N1 C3 C4 117.9(4) . . ?
C4 C3 C41 125.1(4) . . ?
C48 C47 C4 119.9(4) . . ?
C52 C47 C48 118.9(4) . . ?
C52 C47 C4 121.2(4) . . ?
C23 C24 C19 120.0(4) . . ?
C1 C11 C12 124.1(3) . . ?
C1 C11 C19 122.8(4) . . ?
C19 C11 C12 113.1(4) . . ?
C36 C35 C34 121.1(4) . . ?
C42 C41 C3 121.5(4) . . ?
C42 C41 C46 119.1(4) . . ?
C46 C41 C3 119.3(4) . . ?
C49 C48 C47 120.4(4) . . ?
C31 C32 C27 121.7(5) . . ?
C16 C17 C12 120.7(4) . . ?
C48 C49 C50 119.8(5) . . ?
C14 C13 C12 121.4(5) . . ?
C50 C51 C52 120.2(5) . . ?
C57 C58 C53 121.1(4) . . ?
C29 C28 C27 120.6(5) . . ?
N2 C4 C3 118.9(4) . . ?
N2 C4 C47 116.6(4) . . ?
C3 C4 C47 124.5(4) . . ?
C63 C64 C59 120.2(5) . . ?
C36 C37 C38 118.3(4) . . ?
C36 C37 C40 120.5(5) . . ?
C38 C37 C40 121.2(5) . . ?
C43 C42 C41 120.7(5) . . ?
C35 C36 C37 120.8(4) . . ?
C34 C39 C38 120.7(5) . . ?
C37 C38 C39 121.2(5) . . ?
C21 C20 C19 121.3(4) . . ?
C20 C21 C22 120.9(4) . . ?
C30 C29 C28 122.3(5) . . ?
C56 C55 C54 120.6(4) . . ?
C17 C16 C15 121.5(5) . . ?
C21 C22 C25 121.1(5) . . ?
C23 C22 C21 117.8(4) . . ?
C23 C22 C25 121.1(5) . . ?
C51 C52 C47 120.6(5) . . ?
C55 C54 C53 120.0(5) . . ?
C44 C43 C42 119.9(5) . . ?
C13 C14 C15 120.9(5) . . ?
C22 C23 C24 122.0(4) . . ?
C51 C50 C49 120.0(4) . . ?
C29 C30 C31 117.5(5) . . ?
C29 C30 C33 122.5(5) . . ?
C31 C30 C33 120.0(5) . . ?
C32 C31 C30 120.4(5) . . ?
C64 C63 C62 121.0(5) . . ?
C58 C57 C56 119.8(5) . . ?
C55 C56 C57 119.8(4) . . ?
C16 C15 C18 121.3(5) . . ?
C14 C15 C16 117.9(5) . . ?
C14 C15 C18 120.8(5) . . ?
C60 C61 C62 120.2(5) . . ?
C45 C46 C41 119.7(4) . . ?
C61 C62 C63 119.1(5) . . ?
C43 C44 C45 120.5(5) . . ?
C44 C45 C46 120.2(5) . . ?

_olex2_submission_original_sample_id yi200318-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.016
_oxdiff_exptl_absorpt_empirical_full_min 0.530
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200318-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176745'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200318-sgwr
_chemical_formula_moiety         'C64 H48 N4, 2(C2 H6 O)'
_chemical_formula_sum            'C68 H60 N4 O2'
_chemical_formula_weight         965.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.73810(16)
_cell_length_b                   19.2903(2)
_cell_length_c                   20.7162(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.0871(12)
_cell_angle_gamma                90
_cell_volume                     5300.81(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15397
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.6590
_cell_measurement_theta_min      3.1640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2048
_exptl_crystal_recrystallization_method EtOAc/EtOH
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            35360
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.779
_diffrn_reflns_theta_min         3.183
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00   9.00   0.50    4.53    --  -42.80  85.00 -79.00  132
  2  ω     21.00 114.00   0.50    4.53    --   42.80  57.00 -90.00  186
  3  ω     78.00 124.00   0.50   13.05    --  108.63  85.00 -79.00   92
  4  ω     89.00 162.00   0.50   13.05    --  108.63  30.00-150.00  146
  5  ω     42.00  69.00   0.50   13.05    --  108.63 -45.00-180.00   54
  6  ω     44.00  71.00   0.50   13.05    --  108.63 -45.00-150.00   54
  7  ω     31.00  66.00   0.50   13.05    --  108.63 -30.00-150.00   70
  8  ω     33.00  58.00   0.50   13.05    --  108.63 -30.00 -90.00   50
  9  ω     35.00  64.00   0.50   13.05    --  108.63 -30.00 -60.00   58
 10  ω     34.00  76.00   0.50   13.05    --  108.63 -45.00 -60.00   84
 11  ω     31.00  64.00   0.50   13.05    --  108.63 -30.00   0.00   66
 12  ω     33.00  76.00   0.50   13.05    --  108.63 -45.00  60.00   86
 13  ω     33.00  60.00   0.50   13.05    --  108.63 -30.00  90.00   54
 14  ω     33.00  64.00   0.50   13.05    --  108.63 -30.00 150.00   62
 15  ω     38.00  75.00   0.50   13.05    --  108.63 -45.00 150.00   74
 16  ω     40.00 141.00   0.50   13.05    --  108.63 -85.00 161.00  202
 17  ω     35.00  63.00   0.50   13.05    --  108.63 -30.00  60.00   56
 18  ω     32.00  64.00   0.50   13.05    --  108.63 -30.00 -30.00   64
 19  ω     35.00  87.00   0.50   13.05    --  108.63 -94.00  30.00  104
 20  ω     39.00  64.00   0.50   13.05    --  108.63 -30.00-180.00   50
 21  ω    -30.00  73.00   0.50    4.53    --   42.80 -85.00 161.00  206
 22  ω    -43.00 -17.00   0.50   13.05    --  -84.50  30.00 150.00   52
 23  ω   -110.00 -84.00   0.50   13.05    --  -84.50 -85.00 161.00   52
 24  ω   -114.00 -71.00   0.50    4.53    --  -42.80-125.00 -60.00   86
 25  ω    -88.00 -63.00   0.50   13.05    --  -84.50  85.00 -79.00   50
 26  ω     72.00 101.00   0.50    4.53    --   42.80 125.00 150.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0289982000
_diffrn_orient_matrix_UB_12      0.0534686000
_diffrn_orient_matrix_UB_13      -0.0470617000
_diffrn_orient_matrix_UB_21      -0.0878904000
_diffrn_orient_matrix_UB_22      0.0467352000
_diffrn_orient_matrix_UB_23      0.0063539000
_diffrn_orient_matrix_UB_31      0.0702199000
_diffrn_orient_matrix_UB_32      0.0364295000
_diffrn_orient_matrix_UB_33      0.0606950000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9019
_reflns_number_total             10752
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     675
_refine_ls_number_reflns         10752
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²+1.8876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1270
_refine_ls_wR_factor_ref         0.1343
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C66(H66A,H66B), C68(H68A,H68B)
2.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C54(H54), C42(H42), C58(H58), C64(H64), C28(H28), C32(H32),
 C13(H13), C20(H20), C17(H17), C60(H60), C31(H31), C52(H52), C56(H56), C57(H57),
  C45(H45), C24(H24), C29(H29), C16(H16), C55(H55), C39(H39), C63(H63),
 C14(H14), C48(H48), C51(H51), C62(H62), C61(H61), C21(H21), C38(H38), C44(H44),
  C43(H43), C35(H35), C23(H23), C50(H50), C36(H36), C49(H49)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C25(H25A,H25B,H25C), C65(H65A,H65B,H65C), C18(H18A,H18B,
 H18C), C40(H40A,H40B,H40C), C67(H67A,H67B,H67C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.55978(9) 0.43404(6) 0.27290(6) 0.0273(3) Uani 1 1 d . . . . .
N3 N 0.32644(9) 0.38609(6) 0.43527(6) 0.0277(3) Uani 1 1 d . . . . .
N2 N 0.35455(9) 0.42231(6) 0.21879(6) 0.0280(3) Uani 1 1 d . . . . .
N4 N 0.53494(9) 0.38448(6) 0.48393(6) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.15076(11) 0.48388(9) 0.38499(9) 0.0679(5) Uani 1 1 d . . . . .
H1 H 0.184391 0.448412 0.394302 0.102 Uiso 1 1 calc GR . . . .
C10 C 0.49144(11) 0.37531(7) 0.41885(7) 0.0269(3) Uani 1 1 d . . . . .
C9 C 0.47566(11) 0.39190(7) 0.52568(7) 0.0277(3) Uani 1 1 d . . . . .
C2 C 0.50286(11) 0.39937(7) 0.30499(7) 0.0268(3) Uani 1 1 d . . . . .
C5 C 0.39719(11) 0.39726(8) 0.27947(7) 0.0267(3) Uani 1 1 d . . . . .
C11 C 0.64338(11) 0.33498(8) 0.38126(7) 0.0286(3) Uani 1 1 d . . . . .
C3 C 0.51648(11) 0.46331(7) 0.21370(7) 0.0274(3) Uani 1 1 d . . . . .
C12 C 0.69002(11) 0.32063(8) 0.32499(7) 0.0299(3) Uani 1 1 d . . . . .
C7 C 0.38572(11) 0.37427(7) 0.39427(7) 0.0272(3) Uani 1 1 d . . . . .
C26 C 0.25037(11) 0.32912(8) 0.29844(7) 0.0293(3) Uani 1 1 d . . . . .
C53 C 0.29935(11) 0.40591(8) 0.54336(7) 0.0282(3) Uani 1 1 d . . . . .
C41 C 0.58797(11) 0.50778(8) 0.18915(7) 0.0287(3) Uani 1 1 d . . . . .
C47 C 0.35861(12) 0.47324(8) 0.11471(7) 0.0316(3) Uani 1 1 d . . . . .
C1 C 0.55299(11) 0.36755(8) 0.37025(7) 0.0271(3) Uani 1 1 d . . . . .
C6 C 0.33743(11) 0.36509(8) 0.32172(7) 0.0280(3) Uani 1 1 d . . . . .
C8 C 0.36971(11) 0.39437(7) 0.50072(7) 0.0276(3) Uani 1 1 d . . . . .
C4 C 0.41264(11) 0.45310(8) 0.18409(7) 0.0280(3) Uani 1 1 d . . . . .
C59 C 0.52970(11) 0.39664(8) 0.59773(7) 0.0296(3) Uani 1 1 d . . . . .
C19 C 0.70593(11) 0.30860(8) 0.44643(7) 0.0306(3) Uani 1 1 d . . . . .
C27 C 0.20663(11) 0.28571(8) 0.34333(7) 0.0298(3) Uani 1 1 d . . . . .
C46 C 0.68665(12) 0.48390(9) 0.19807(8) 0.0337(3) Uani 1 1 d . . . . .
H46 H 0.702254 0.438116 0.210643 0.040 Uiso 1 1 calc R . . . .
C54 C 0.31415(12) 0.45884(8) 0.59089(8) 0.0336(3) Uani 1 1 d . . . . .
H54 H 0.368319 0.489031 0.595581 0.040 Uiso 1 1 calc R . . . .
C42 C 0.56522(12) 0.57555(8) 0.16767(8) 0.0342(3) Uani 1 1 d . . . . .
H42 H 0.499364 0.591729 0.159503 0.041 Uiso 1 1 calc R . . . .
C30 C 0.12246(13) 0.20790(8) 0.43128(8) 0.0351(3) Uani 1 1 d . . . . .
C58 C 0.21626(12) 0.36233(8) 0.53560(8) 0.0330(3) Uani 1 1 d . . . . .
H58 H 0.204466 0.327838 0.503115 0.040 Uiso 1 1 calc R . . . .
C34 C 0.19114(11) 0.32928(8) 0.22660(8) 0.0323(3) Uani 1 1 d . . . . .
C64 C 0.49716(13) 0.35915(9) 0.64571(8) 0.0365(4) Uani 1 1 d . . . . .
H64 H 0.438611 0.332785 0.632966 0.044 Uiso 1 1 calc R . . . .
C28 C 0.26378(12) 0.23689(8) 0.38669(8) 0.0352(3) Uani 1 1 d . . . . .
H28 H 0.330894 0.229927 0.387035 0.042 Uiso 1 1 calc R . . . .
C32 C 0.10549(12) 0.29193(9) 0.34240(8) 0.0352(3) Uani 1 1 d . . . . .
H32 H 0.064378 0.321692 0.311753 0.042 Uiso 1 1 calc R . . . .
C13 C 0.63928(12) 0.28551(9) 0.26774(8) 0.0368(4) Uani 1 1 d . . . . .
H13 H 0.574317 0.269291 0.264065 0.044 Uiso 1 1 calc R . . . .
C20 C 0.75371(12) 0.35241(8) 0.49826(8) 0.0354(3) Uani 1 1 d . . . . .
H20 H 0.740169 0.399705 0.495136 0.042 Uiso 1 1 calc R . . . .
C17 C 0.78849(12) 0.34185(9) 0.32974(8) 0.0366(4) Uani 1 1 d . . . . .
H17 H 0.825815 0.362602 0.368903 0.044 Uiso 1 1 calc R . . . .
C60 C 0.61737(12) 0.43582(9) 0.61757(8) 0.0354(3) Uani 1 1 d . . . . .
H60 H 0.640880 0.460210 0.585951 0.043 Uiso 1 1 calc R . . . .
C31 C 0.06468(12) 0.25463(9) 0.38626(9) 0.0379(4) Uani 1 1 d . . . . .
H31 H -0.002699 0.261048 0.385506 0.045 Uiso 1 1 calc R . . . .
C52 C 0.40400(13) 0.46907(9) 0.06187(8) 0.0366(4) Uani 1 1 d . . . . .
H52 H 0.471603 0.456798 0.070223 0.044 Uiso 1 1 calc R . . . .
C56 C 0.16775(13) 0.42192(10) 0.62431(8) 0.0419(4) Uani 1 1 d . . . . .
H56 H 0.124691 0.426591 0.652037 0.050 Uiso 1 1 calc R . . . .
C57 C 0.15101(13) 0.37023(9) 0.57621(9) 0.0399(4) Uani 1 1 d . . . . .
H57 H 0.095943 0.340764 0.571138 0.048 Uiso 1 1 calc R . . . .
C45 C 0.76137(13) 0.52770(10) 0.18839(8) 0.0405(4) Uani 1 1 d . . . . .
H45 H 0.826822 0.511342 0.194477 0.049 Uiso 1 1 calc R . . . .
C24 C 0.72726(14) 0.23776(9) 0.45359(9) 0.0413(4) Uani 1 1 d . . . . .
H24 H 0.696200 0.207493 0.419498 0.050 Uiso 1 1 calc R . . . .
C29 C 0.22172(13) 0.19845(9) 0.42946(9) 0.0388(4) Uani 1 1 d . . . . .
H29 H 0.261076 0.165678 0.457442 0.047 Uiso 1 1 calc R . . . .
C16 C 0.83163(12) 0.33247(10) 0.27693(9) 0.0414(4) Uani 1 1 d . . . . .
H16 H 0.896347 0.349093 0.280439 0.050 Uiso 1 1 calc R . . . .
C55 C 0.24864(13) 0.46660(10) 0.63104(8) 0.0398(4) Uani 1 1 d . . . . .
H55 H 0.258971 0.501934 0.662639 0.048 Uiso 1 1 calc R . . . .
C39 C 0.19575(13) 0.27384(9) 0.18503(8) 0.0372(4) Uani 1 1 d . . . . .
H39 H 0.237972 0.236627 0.201474 0.045 Uiso 1 1 calc R . . . .
C63 C 0.55127(15) 0.36082(10) 0.71222(8) 0.0436(4) Uani 1 1 d . . . . .
H63 H 0.529844 0.334910 0.743810 0.052 Uiso 1 1 calc R . . . .
C14 C 0.68404(14) 0.27418(10) 0.21580(9) 0.0439(4) Uani 1 1 d . . . . .
H14 H 0.648958 0.249695 0.178271 0.053 Uiso 1 1 calc R . . . .
C48 C 0.25741(13) 0.49171(10) 0.10125(8) 0.0408(4) Uani 1 1 d . . . . .
H48 H 0.226078 0.494237 0.135929 0.049 Uiso 1 1 calc R . . . .
C15 C 0.78013(13) 0.29870(10) 0.21880(9) 0.0431(4) Uani 1 1 d . . . . .
C51 C 0.34873(15) 0.48315(10) -0.00315(8) 0.0451(4) Uani 1 1 d . . . . .
H51 H 0.379254 0.479780 -0.038167 0.054 Uiso 1 1 calc R . . . .
C62 C 0.63718(14) 0.40109(10) 0.73152(8) 0.0457(4) Uani 1 1 d . . . . .
H62 H 0.672939 0.402875 0.776267 0.055 Uiso 1 1 calc R . . . .
C61 C 0.66992(13) 0.43855(10) 0.68466(9) 0.0434(4) Uani 1 1 d . . . . .
H61 H 0.727493 0.465834 0.697934 0.052 Uiso 1 1 calc R . . . .
C22 C 0.84315(13) 0.25567(10) 0.56156(9) 0.0407(4) Uani 1 1 d . . . . .
C21 C 0.82149(13) 0.32598(9) 0.55462(9) 0.0403(4) Uani 1 1 d . . . . .
H21 H 0.853227 0.356146 0.588625 0.048 Uiso 1 1 calc R . . . .
C38 C 0.13813(13) 0.27307(10) 0.11910(9) 0.0428(4) Uani 1 1 d . . . . .
H38 H 0.143926 0.236084 0.091551 0.051 Uiso 1 1 calc R . . . .
C44 C 0.73864(14) 0.59563(10) 0.16969(9) 0.0461(4) Uani 1 1 d . . . . .
H44 H 0.789231 0.625569 0.164699 0.055 Uiso 1 1 calc R . . . .
C43 C 0.64109(14) 0.61908(9) 0.15843(9) 0.0437(4) Uani 1 1 d . . . . .
H43 H 0.625741 0.664528 0.144492 0.052 Uiso 1 1 calc R . . . .
C35 C 0.12507(13) 0.38313(10) 0.20125(9) 0.0432(4) Uani 1 1 d . . . . .
H35 H 0.120336 0.420784 0.228306 0.052 Uiso 1 1 calc R . . . .
C37 C 0.07225(13) 0.32664(11) 0.09392(9) 0.0455(4) Uani 1 1 d . . . . .
C23 C 0.79390(15) 0.21184(10) 0.51060(9) 0.0469(4) Uani 1 1 d . . . . .
H23 H 0.805678 0.164368 0.514667 0.056 Uiso 1 1 calc R . . . .
C50 C 0.24843(16) 0.50217(11) -0.01589(9) 0.0511(5) Uani 1 1 d . . . . .
H50 H 0.211720 0.512080 -0.059339 0.061 Uiso 1 1 calc R . . . .
O2 O 0.0373(2) 0.53114(11) 0.25926(12) 0.1036(7) Uani 1 1 d . . . . .
H2 H 0.064658 0.521108 0.298222 0.155 Uiso 1 1 calc GR . . . .
C36 C 0.06608(14) 0.38105(11) 0.13575(10) 0.0486(4) Uani 1 1 d . . . . .
H36 H 0.021447 0.417146 0.119770 0.058 Uiso 1 1 calc R . . . .
C33 C 0.07961(15) 0.17046(10) 0.48186(9) 0.0480(4) Uani 1 1 d . . . . .
H33A H 0.013193 0.187723 0.479382 0.072 Uiso 1 1 calc GR . . . .
H33B H 0.122280 0.178219 0.525949 0.072 Uiso 1 1 calc GR . . . .
H33C H 0.076146 0.121685 0.472351 0.072 Uiso 1 1 calc GR . . . .
C49 C 0.20294(15) 0.50640(11) 0.03616(9) 0.0504(5) Uani 1 1 d . . . . .
H49 H 0.135497 0.519144 0.027596 0.061 Uiso 1 1 calc R . . . .
C25 C 0.91633(15) 0.22723(12) 0.62320(10) 0.0542(5) Uani 1 1 d . . . . .
H25A H 0.953177 0.264741 0.648818 0.081 Uiso 1 1 calc GR . . . .
H25B H 0.962473 0.196178 0.610235 0.081 Uiso 1 1 calc GR . . . .
H25C H 0.879913 0.202673 0.649793 0.081 Uiso 1 1 calc GR . . . .
C66 C 0.08898(15) 0.49201(11) 0.42999(12) 0.0549(5) Uani 1 1 d . . . . .
H66A H 0.060984 0.538461 0.425549 0.066 Uiso 1 1 calc R . . . .
H66B H 0.130094 0.486625 0.475487 0.066 Uiso 1 1 calc R . . . .
C65 C 0.00564(16) 0.44089(11) 0.41728(12) 0.0563(5) Uani 1 1 d . . . . .
H65A H -0.032972 0.444251 0.371550 0.084 Uiso 1 1 calc GR . . . .
H65B H -0.037113 0.450295 0.446253 0.084 Uiso 1 1 calc GR . . . .
H65C H 0.033020 0.395003 0.425814 0.084 Uiso 1 1 calc GR . . . .
C18 C 0.82607(18) 0.29211(15) 0.16004(12) 0.0679(7) Uani 1 1 d . . . . .
H18A H 0.807827 0.331727 0.131402 0.102 Uiso 1 1 calc GR . . . .
H18B H 0.801351 0.250768 0.135398 0.102 Uiso 1 1 calc GR . . . .
H18C H 0.898132 0.289644 0.176102 0.102 Uiso 1 1 calc GR . . . .
C40 C 0.00866(18) 0.32457(16) 0.02231(11) 0.0730(7) Uani 1 1 d . . . . .
H40A H 0.019335 0.281344 0.002229 0.109 Uiso 1 1 calc GR . . . .
H40B H 0.027553 0.362164 -0.002278 0.109 Uiso 1 1 calc GR . . . .
H40C H -0.061243 0.328887 0.021558 0.109 Uiso 1 1 calc GR . . . .
C68 C 0.0444(2) 0.60201(15) 0.25038(15) 0.0811(8) Uani 1 1 d . . . . .
H68A H 0.108531 0.618835 0.277637 0.097 Uiso 1 1 calc R . . . .
H68B H -0.009021 0.625576 0.264393 0.097 Uiso 1 1 calc R . . . .
C67 C 0.0361(3) 0.6171(2) 0.1794(2) 0.1223(14) Uani 1 1 d . . . . .
H67A H -0.025191 0.597485 0.152317 0.183 Uiso 1 1 calc GR . . . .
H67B H 0.092645 0.597395 0.166852 0.183 Uiso 1 1 calc GR . . . .
H67C H 0.035393 0.666425 0.172809 0.183 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3309(19) . ?
N1 C3 1.3405(19) . ?
N3 C7 1.3405(19) . ?
N3 C8 1.3407(19) . ?
N2 C5 1.3318(19) . ?
N2 C4 1.3435(19) . ?
N4 C10 1.3366(19) . ?
N4 C9 1.3412(19) . ?
O1 C66 1.423(3) . ?
C10 C7 1.409(2) . ?
C10 C1 1.481(2) . ?
C9 C8 1.413(2) . ?
C9 C59 1.487(2) . ?
C2 C5 1.410(2) . ?
C2 C1 1.481(2) . ?
C5 C6 1.483(2) . ?
C11 C12 1.495(2) . ?
C11 C1 1.357(2) . ?
C11 C19 1.489(2) . ?
C3 C41 1.490(2) . ?
C3 C4 1.412(2) . ?
C12 C13 1.386(2) . ?
C12 C17 1.392(2) . ?
C7 C6 1.487(2) . ?
C26 C6 1.358(2) . ?
C26 C27 1.489(2) . ?
C26 C34 1.499(2) . ?
C53 C8 1.486(2) . ?
C53 C54 1.396(2) . ?
C53 C58 1.393(2) . ?
C41 C46 1.398(2) . ?
C41 C42 1.390(2) . ?
C47 C4 1.487(2) . ?
C47 C52 1.396(2) . ?
C47 C48 1.391(2) . ?
C59 C64 1.393(2) . ?
C59 C60 1.390(2) . ?
C19 C20 1.390(2) . ?
C19 C24 1.397(2) . ?
C27 C28 1.394(2) . ?
C27 C32 1.390(2) . ?
C46 C45 1.384(2) . ?
C54 C55 1.383(2) . ?
C42 C43 1.390(2) . ?
C30 C31 1.388(2) . ?
C30 C29 1.386(2) . ?
C30 C33 1.512(2) . ?
C58 C57 1.388(2) . ?
C34 C39 1.385(2) . ?
C34 C35 1.390(2) . ?
C64 C63 1.385(2) . ?
C28 C29 1.391(2) . ?
C32 C31 1.387(2) . ?
C13 C14 1.388(2) . ?
C20 C21 1.387(2) . ?
C17 C16 1.385(2) . ?
C60 C61 1.390(2) . ?
C52 C51 1.390(2) . ?
C56 C57 1.386(3) . ?
C56 C55 1.384(3) . ?
C45 C44 1.379(3) . ?
C24 C23 1.386(2) . ?
C16 C15 1.390(3) . ?
C39 C38 1.389(2) . ?
C63 C62 1.382(3) . ?
C14 C15 1.388(3) . ?
C48 C49 1.390(2) . ?
C15 C18 1.515(3) . ?
C51 C50 1.383(3) . ?
C62 C61 1.376(3) . ?
C22 C21 1.388(3) . ?
C22 C23 1.384(3) . ?
C22 C25 1.508(2) . ?
C38 C37 1.383(3) . ?
C44 C43 1.376(3) . ?
C35 C36 1.388(3) . ?
C37 C36 1.378(3) . ?
C37 C40 1.514(3) . ?
C50 C49 1.382(3) . ?
O2 C68 1.386(4) . ?
C66 C65 1.482(3) . ?
C68 C67 1.474(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C3 119.35(12) . . ?
C7 N3 C8 118.59(12) . . ?
C5 N2 C4 119.26(12) . . ?
C10 N4 C9 118.52(12) . . ?
N4 C10 C7 120.98(13) . . ?
N4 C10 C1 120.96(13) . . ?
C7 C10 C1 118.04(13) . . ?
N4 C9 C8 120.55(13) . . ?
N4 C9 C59 115.19(12) . . ?
C8 C9 C59 124.26(13) . . ?
N1 C2 C5 120.56(13) . . ?
N1 C2 C1 118.04(12) . . ?
C5 C2 C1 121.26(13) . . ?
N2 C5 C2 120.02(13) . . ?
N2 C5 C6 122.27(13) . . ?
C2 C5 C6 117.70(13) . . ?
C1 C11 C12 120.92(13) . . ?
C1 C11 C19 126.70(14) . . ?
C19 C11 C12 112.36(12) . . ?
N1 C3 C41 112.32(12) . . ?
N1 C3 C4 119.75(13) . . ?
C4 C3 C41 127.82(13) . . ?
C13 C12 C11 122.39(14) . . ?
C13 C12 C17 117.85(15) . . ?
C17 C12 C11 119.75(14) . . ?
N3 C7 C10 120.52(13) . . ?
N3 C7 C6 118.42(13) . . ?
C10 C7 C6 120.93(13) . . ?
C6 C26 C27 121.78(13) . . ?
C6 C26 C34 123.49(14) . . ?
C27 C26 C34 114.72(12) . . ?
C54 C53 C8 122.07(14) . . ?
C58 C53 C8 118.76(13) . . ?
C58 C53 C54 119.17(14) . . ?
C46 C41 C3 117.91(13) . . ?
C42 C41 C3 122.52(14) . . ?
C42 C41 C46 118.80(14) . . ?
C52 C47 C4 122.02(14) . . ?
C48 C47 C4 118.81(14) . . ?
C48 C47 C52 118.99(15) . . ?
C2 C1 C10 111.49(12) . . ?
C11 C1 C10 126.29(13) . . ?
C11 C1 C2 122.21(13) . . ?
C5 C6 C7 112.13(12) . . ?
C26 C6 C5 125.16(13) . . ?
C26 C6 C7 122.67(13) . . ?
N3 C8 C9 120.62(13) . . ?
N3 C8 C53 115.67(13) . . ?
C9 C8 C53 123.71(13) . . ?
N2 C4 C3 120.18(13) . . ?
N2 C4 C47 114.58(13) . . ?
C3 C4 C47 125.23(13) . . ?
C64 C59 C9 121.01(14) . . ?
C60 C59 C9 119.86(14) . . ?
C60 C59 C64 119.03(14) . . ?
C20 C19 C11 122.53(14) . . ?
C20 C19 C24 117.97(14) . . ?
C24 C19 C11 119.09(14) . . ?
C28 C27 C26 122.08(14) . . ?
C32 C27 C26 120.48(14) . . ?
C32 C27 C28 117.43(14) . . ?
C45 C46 C41 120.68(16) . . ?
C55 C54 C53 120.34(15) . . ?
C43 C42 C41 119.87(15) . . ?
C31 C30 C33 121.19(16) . . ?
C29 C30 C31 117.50(15) . . ?
C29 C30 C33 121.28(16) . . ?
C57 C58 C53 120.18(15) . . ?
C39 C34 C26 121.00(14) . . ?
C39 C34 C35 118.26(15) . . ?
C35 C34 C26 120.61(15) . . ?
C63 C64 C59 120.58(16) . . ?
C29 C28 C27 120.86(15) . . ?
C31 C32 C27 121.29(15) . . ?
C12 C13 C14 120.97(15) . . ?
C21 C20 C19 120.36(15) . . ?
C16 C17 C12 120.90(15) . . ?
C61 C60 C59 120.04(16) . . ?
C32 C31 C30 121.28(15) . . ?
C51 C52 C47 120.38(17) . . ?
C55 C56 C57 119.94(15) . . ?
C56 C57 C58 120.14(16) . . ?
C44 C45 C46 119.90(16) . . ?
C23 C24 C19 121.14(16) . . ?
C30 C29 C28 121.46(15) . . ?
C17 C16 C15 121.31(16) . . ?
C54 C55 C56 120.19(16) . . ?
C34 C39 C38 120.87(16) . . ?
C62 C63 C64 119.83(17) . . ?
C15 C14 C13 121.30(16) . . ?
C49 C48 C47 120.27(17) . . ?
C16 C15 C18 120.72(18) . . ?
C14 C15 C16 117.52(16) . . ?
C14 C15 C18 121.70(17) . . ?
C50 C51 C52 120.17(17) . . ?
C61 C62 C63 120.16(16) . . ?
C62 C61 C60 120.34(17) . . ?
C21 C22 C25 121.39(17) . . ?
C23 C22 C21 117.96(15) . . ?
C23 C22 C25 120.64(17) . . ?
C20 C21 C22 121.67(16) . . ?
C37 C38 C39 120.83(17) . . ?
C43 C44 C45 119.97(16) . . ?
C44 C43 C42 120.69(17) . . ?
C36 C35 C34 120.36(17) . . ?
C38 C37 C40 120.27(19) . . ?
C36 C37 C38 118.24(16) . . ?
C36 C37 C40 121.49(19) . . ?
C22 C23 C24 120.87(16) . . ?
C49 C50 C51 119.80(16) . . ?
C37 C36 C35 121.41(18) . . ?
C50 C49 C48 120.40(18) . . ?
O1 C66 C65 112.04(19) . . ?
O2 C68 C67 109.7(3) . . ?

_olex2_submission_original_sample_id yi200318-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.875
_oxdiff_exptl_absorpt_empirical_full_min 0.646
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210222-sgwr3
_database_code_depnum_ccdc_archive 'CCDC 2176747'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210222-sgwr3
_chemical_formula_moiety         'C H2 Cl2, C64 H48 N4'
_chemical_formula_sum            'C65 H50 Cl2 N4'
_chemical_formula_weight         957.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.06055(8)
_cell_length_b                   15.93664(9)
_cell_length_c                   24.82470(16)
_cell_angle_alpha                90
_cell_angle_beta                 102.6521(6)
_cell_angle_gamma                90
_cell_volume                     5041.58(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23012
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.6300
_cell_measurement_theta_min      3.3070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.511
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2008
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34101
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.804
_diffrn_reflns_theta_min         3.320
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00 -68.00   0.50    1.08    --  -42.80 -54.00 108.00   50
  2  ω   -135.00-110.00   0.50    2.43    --  -84.50 -54.00 108.00   50
  3  ω    -63.00  -6.00   0.50    2.43    --  -84.50  30.00  90.00  114
  4  ω    -41.00 -16.00   0.50    1.08    --  -42.80  54.00-107.00   50
  5  ω    -93.00 -12.00   0.50    2.43    --  -84.50  54.00-107.00  162
  6  ω     22.00 115.00   0.50    1.08    --   42.80  54.00-107.00  186
  7  ω     75.00 116.00   0.50    1.08    --   42.80 125.00-180.00   82
  8  ω    105.00 178.00   0.50    2.43    --  108.63  54.00-107.00  146
  9  ω    150.00 177.00   0.50    2.43    --  108.63  45.00-180.00   54
 10  ω    104.00 130.00   0.50    2.43    --  108.63  45.00-180.00   52
 11  ω     65.00 106.00   0.50    2.43    --  108.63 -77.00-120.00   82
 12  ω     39.00  73.00   0.50    2.43    --  108.63 -45.00-120.00   68
 13  ω     32.00  57.00   0.50    2.43    --  108.63 -30.00-120.00   50
 14  ω     30.00  61.00   0.50    2.43    --  108.63 -30.00-180.00   62
 15  ω     30.00  66.00   0.50    2.43    --  108.63 -30.00 -60.00   72
 16  ω     32.00  60.00   0.50    2.43    --  108.63 -30.00 -30.00   56
 17  ω     45.00 106.00   0.50    2.43    --  108.63 -94.00  60.00  122
 18  ω     38.00  84.00   0.50    2.43    --  108.63 -54.00 108.00   92
 19  ω     48.00  77.00   0.50    2.43    --  108.63 -45.00 150.00   58
 20  ω     47.00  84.00   0.50    2.43    --  108.63 -94.00  90.00   74
 21  ω     33.00  65.00   0.50    2.43    --  108.63 -30.00  90.00   64
 22  ω     33.00  66.00   0.50    2.43    --  108.63 -30.00 120.00   66
 23  ω     30.00  61.00   0.50    2.43    --  108.63 -30.00 150.00   62
 24  ω     39.00  90.00   0.50    2.43    --  108.63 -94.00   0.00  102
 25  ω    -27.00  61.00   0.50    1.08    --   42.80 -54.00 108.00  176
 26  ω     86.00 113.00   0.50    1.08    --   42.80 125.00 150.00   54
 27  ω     83.00 108.00   0.50    1.08    --   42.80 125.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0810646000
_diffrn_orient_matrix_UB_12      0.0637268000
_diffrn_orient_matrix_UB_13      -0.0303757000
_diffrn_orient_matrix_UB_21      -0.0538179000
_diffrn_orient_matrix_UB_22      0.0006683000
_diffrn_orient_matrix_UB_23      0.0493976000
_diffrn_orient_matrix_UB_31      0.0716171000
_diffrn_orient_matrix_UB_32      0.0726932000
_diffrn_orient_matrix_UB_33      0.0261870000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9320
_reflns_number_total             10179
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.192
_refine_diff_density_min         -1.115
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     653
_refine_ls_number_reflns         10179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²+3.4468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1413
_refine_ls_wR_factor_ref         0.1443
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl2(0.75) H65A(0.75) H65B(0.75) H65C(0.25) H65D(0.25) Cl2A(0.25)
3.a Secondary CH2 refined with riding coordinates:
 C65(H65A,H65B), C65(H65C,H65D)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C60(H60), C48(H48), C13(H13), C24(H24), C20(H20), C32(H32),
 C35(H35), C52(H52), C42(H42), C54(H54), C39(H39), C64(H64), C16(H16), C14(H14),
  C23(H23), C28(H28), C36(H36), C21(H21), C58(H58), C31(H31), C38(H38),
 C49(H49), C50(H50), C51(H51), C43(H43), C55(H55), C29(H29), C61(H61), C57(H57),
  C56(H56), C63(H63), C46(H46), C44(H44), C62(H62), C45(H45)
3.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.69119(7) 0.12566(4) 0.63976(3) 0.0747(2) Uani 1 1 d . . . . .
Cl2 Cl 0.83952(10) 0.21863(9) 0.58989(7) 0.0753(3) Uani 0.75 1 d . . P A 1
N4 N 0.63141(10) 0.22520(8) 0.43623(5) 0.0223(3) Uani 1 1 d . . . . .
N1 N 0.41645(10) 0.23085(9) 0.57020(5) 0.0237(3) Uani 1 1 d . . . . .
N3 N 0.69534(10) 0.38551(8) 0.46412(5) 0.0234(3) Uani 1 1 d . . . . .
N2 N 0.58426(10) 0.31530(8) 0.63141(5) 0.0235(3) Uani 1 1 d . . . . .
C1 C 0.49917(12) 0.23204(10) 0.49066(6) 0.0221(3) Uani 1 1 d . . . . .
C5 C 0.56607(12) 0.31667(10) 0.57608(6) 0.0216(3) Uani 1 1 d . . . . .
C8 C 0.72001(12) 0.34905(10) 0.42018(6) 0.0224(3) Uani 1 1 d . . . . .
C10 C 0.59040(12) 0.26795(10) 0.47288(6) 0.0218(3) Uani 1 1 d . . . . .
C26 C 0.65530(12) 0.45323(10) 0.56919(6) 0.0230(3) Uani 1 1 d . . . . .
C9 C 0.70074(12) 0.26167(10) 0.41170(6) 0.0225(3) Uani 1 1 d . . . . .
C7 C 0.63829(12) 0.34403(10) 0.49415(6) 0.0219(3) Uani 1 1 d . . . . .
C6 C 0.62300(12) 0.37665(10) 0.54754(6) 0.0221(3) Uani 1 1 d . . . . .
C2 C 0.49313(12) 0.25850(10) 0.54653(6) 0.0219(3) Uani 1 1 d . . . . .
C11 C 0.42928(12) 0.18020(10) 0.45733(6) 0.0225(3) Uani 1 1 d . . . . .
C3 C 0.42280(13) 0.24383(10) 0.62372(6) 0.0235(3) Uani 1 1 d . . . . .
C19 C 0.42398(12) 0.17166(10) 0.39698(6) 0.0232(3) Uani 1 1 d . . . . .
C12 C 0.35300(12) 0.12546(10) 0.47741(6) 0.0229(3) Uani 1 1 d . . . . .
C27 C 0.72974(13) 0.50969(10) 0.54857(6) 0.0243(3) Uani 1 1 d . . . . .
C47 C 0.55624(12) 0.25534(11) 0.71606(6) 0.0249(3) Uani 1 1 d . . . . .
C34 C 0.62101(13) 0.48736(10) 0.61811(7) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.51974(13) 0.27316(10) 0.65637(6) 0.0240(3) Uani 1 1 d . . . . .
C59 C 0.75085(13) 0.20378(10) 0.37824(6) 0.0239(3) Uani 1 1 d . . . . .
C53 C 0.76283(12) 0.40486(10) 0.38264(6) 0.0242(3) Uani 1 1 d . . . . .
C41 C 0.32587(13) 0.23030(11) 0.64440(7) 0.0261(3) Uani 1 1 d . . . . .
C17 C 0.24566(13) 0.13166(11) 0.45503(7) 0.0268(3) Uani 1 1 d . . . . .
H17 H 0.220754 0.173756 0.429583 0.032 Uiso 1 1 calc R . . . .
C60 C 0.69387(14) 0.13378(11) 0.35480(7) 0.0274(3) Uani 1 1 d . . . . .
H60 H 0.624546 0.127283 0.357751 0.033 Uiso 1 1 calc R . . . .
C48 C 0.62250(13) 0.31114(11) 0.75030(7) 0.0273(3) Uani 1 1 d . . . . .
H48 H 0.641771 0.361211 0.736021 0.033 Uiso 1 1 calc R . . . .
C13 C 0.38795(13) 0.06080(11) 0.51483(7) 0.0269(3) Uani 1 1 d . . . . .
H13 H 0.459182 0.055799 0.530521 0.032 Uiso 1 1 calc R . . . .
C24 C 0.42570(13) 0.24128(11) 0.36297(7) 0.0266(3) Uani 1 1 d . . . . .
H24 H 0.431718 0.294868 0.378170 0.032 Uiso 1 1 calc R . . . .
C20 C 0.41206(13) 0.09243(11) 0.37218(7) 0.0272(3) Uani 1 1 d . . . . .
H20 H 0.408547 0.045251 0.393745 0.033 Uiso 1 1 calc R . . . .
C32 C 0.69638(14) 0.58684(11) 0.52478(7) 0.0294(3) Uani 1 1 d . . . . .
H32 H 0.625904 0.601495 0.519148 0.035 Uiso 1 1 calc R . . . .
C35 C 0.69535(13) 0.52177(11) 0.66159(7) 0.0280(3) Uani 1 1 d . . . . .
H35 H 0.764409 0.527874 0.658089 0.034 Uiso 1 1 calc R . . . .
C22 C 0.40865(14) 0.15231(12) 0.28215(7) 0.0318(4) Uani 1 1 d . . . . .
C52 C 0.52865(14) 0.18004(11) 0.73825(7) 0.0303(4) Uani 1 1 d . . . . .
H52 H 0.484900 0.142090 0.715730 0.036 Uiso 1 1 calc R . . . .
C42 C 0.30723(14) 0.27470(11) 0.68968(7) 0.0299(4) Uani 1 1 d . . . . .
H42 H 0.357962 0.311331 0.708650 0.036 Uiso 1 1 calc R . . . .
C54 C 0.75649(14) 0.38376(11) 0.32740(7) 0.0291(3) Uani 1 1 d . . . . .
H54 H 0.726088 0.333159 0.313678 0.035 Uiso 1 1 calc R . . . .
C39 C 0.51640(13) 0.48587(11) 0.62268(7) 0.0297(4) Uani 1 1 d . . . . .
H39 H 0.464509 0.468019 0.592982 0.036 Uiso 1 1 calc R . . . .
C64 C 0.85432(14) 0.21335(11) 0.37253(7) 0.0297(4) Uani 1 1 d . . . . .
H64 H 0.893385 0.259628 0.387917 0.036 Uiso 1 1 calc R . . . .
C16 C 0.17540(13) 0.07578(12) 0.47025(7) 0.0301(4) Uani 1 1 d . . . . .
H16 H 0.103893 0.082045 0.455682 0.036 Uiso 1 1 calc R . . . .
C14 C 0.31793(14) 0.00396(11) 0.52892(7) 0.0308(4) Uani 1 1 d . . . . .
H14 H 0.343046 -0.039298 0.553401 0.037 Uiso 1 1 calc R . . . .
C23 C 0.41855(14) 0.23126(12) 0.30687(7) 0.0310(4) Uani 1 1 d . . . . .
H23 H 0.420400 0.278493 0.285098 0.037 Uiso 1 1 calc R . . . .
C28 C 0.83597(14) 0.49066(11) 0.55815(7) 0.0306(4) Uani 1 1 d . . . . .
H28 H 0.860087 0.439554 0.574124 0.037 Uiso 1 1 calc R . . . .
C15 C 0.21038(14) 0.01053(11) 0.50698(7) 0.0309(4) Uani 1 1 d . . . . .
C36 C 0.66761(15) 0.54696(11) 0.70989(7) 0.0319(4) Uani 1 1 d . . . . .
H36 H 0.718486 0.569137 0.738525 0.038 Uiso 1 1 calc R . . . .
C21 C 0.40538(14) 0.08299(11) 0.31591(7) 0.0310(4) Uani 1 1 d . . . . .
H21 H 0.398609 0.029528 0.300514 0.037 Uiso 1 1 calc R . . . .
C58 C 0.80439(14) 0.48260(11) 0.40172(7) 0.0305(4) Uani 1 1 d . . . . .
H58 H 0.807025 0.498240 0.438094 0.037 Uiso 1 1 calc R . . . .
C37 C 0.56507(15) 0.53956(11) 0.71611(7) 0.0317(4) Uani 1 1 d . . . . .
C31 C 0.76680(15) 0.64214(11) 0.50935(7) 0.0335(4) Uani 1 1 d . . . . .
H31 H 0.742427 0.692487 0.492319 0.040 Uiso 1 1 calc R . . . .
C38 C 0.48933(14) 0.51093(11) 0.67143(8) 0.0327(4) Uani 1 1 d . . . . .
H38 H 0.419518 0.508512 0.674183 0.039 Uiso 1 1 calc R . . . .
C49 C 0.65984(14) 0.29217(12) 0.80572(7) 0.0323(4) Uani 1 1 d . . . . .
H49 H 0.703681 0.329842 0.828435 0.039 Uiso 1 1 calc R . . . .
C50 C 0.63217(14) 0.21729(13) 0.82750(7) 0.0342(4) Uani 1 1 d . . . . .
H50 H 0.657848 0.204669 0.864575 0.041 Uiso 1 1 calc R . . . .
C30 C 0.87316(15) 0.62351(12) 0.51895(7) 0.0344(4) Uani 1 1 d . . . . .
C51 C 0.56638(15) 0.16176(12) 0.79382(7) 0.0344(4) Uani 1 1 d . . . . .
H51 H 0.547212 0.111880 0.808379 0.041 Uiso 1 1 calc R . . . .
C43 C 0.21363(16) 0.26467(12) 0.70665(8) 0.0360(4) Uani 1 1 d . . . . .
H43 H 0.202156 0.294125 0.737128 0.043 Uiso 1 1 calc R . . . .
C55 C 0.79529(16) 0.43785(12) 0.29292(7) 0.0354(4) Uani 1 1 d . . . . .
H55 H 0.791955 0.422872 0.256367 0.043 Uiso 1 1 calc R . . . .
C29 C 0.90661(14) 0.54755(13) 0.54401(7) 0.0354(4) Uani 1 1 d . . . . .
H29 H 0.977690 0.534359 0.551525 0.042 Uiso 1 1 calc R . . . .
C61 C 0.73964(17) 0.07392(12) 0.32718(8) 0.0371(4) Uani 1 1 d . . . . .
H61 H 0.701558 0.026822 0.312450 0.045 Uiso 1 1 calc R . . . .
C57 C 0.84193(16) 0.53689(12) 0.36672(8) 0.0388(4) Uani 1 1 d . . . . .
H57 H 0.869166 0.588811 0.379719 0.047 Uiso 1 1 calc R . . . .
C56 C 0.83899(16) 0.51409(13) 0.31265(8) 0.0395(4) Uani 1 1 d . . . . .
H56 H 0.866211 0.549765 0.289641 0.047 Uiso 1 1 calc R . . . .
C63 C 0.89881(16) 0.15355(13) 0.34380(8) 0.0394(4) Uani 1 1 d . . . . .
H63 H 0.967345 0.160429 0.339608 0.047 Uiso 1 1 calc R . . . .
C46 C 0.24873(15) 0.17585(13) 0.61639(8) 0.0368(4) Uani 1 1 d . . . . .
H46 H 0.260102 0.145796 0.586127 0.044 Uiso 1 1 calc R . . . .
C44 C 0.13747(16) 0.21106(13) 0.67842(9) 0.0414(5) Uani 1 1 d . . . . .
H44 H 0.074365 0.204987 0.689560 0.050 Uiso 1 1 calc R . . . .
C62 C 0.84184(17) 0.08406(13) 0.32147(9) 0.0428(5) Uani 1 1 d . . . . .
H62 H 0.872234 0.044067 0.302593 0.051 Uiso 1 1 calc R . . . .
C45 C 0.15509(17) 0.16630(14) 0.63346(10) 0.0456(5) Uani 1 1 d . . . . .
H45 H 0.104041 0.129755 0.614682 0.055 Uiso 1 1 calc R . . . .
C40 C 0.53628(18) 0.56118(14) 0.77011(9) 0.0438(5) Uani 1 1 d . . . . .
H40A H 0.551789 0.514375 0.794905 0.066 Uiso 1 1 calc GR . . . .
H40B H 0.462715 0.573792 0.763612 0.066 Uiso 1 1 calc GR . . . .
H40C H 0.576018 0.609132 0.786171 0.066 Uiso 1 1 calc GR . . . .
C18 C 0.13425(16) -0.05185(14) 0.52201(9) 0.0444(5) Uani 1 1 d . . . . .
H18A H 0.117459 -0.035671 0.556319 0.067 Uiso 1 1 calc GR . . . .
H18B H 0.165554 -0.106639 0.525768 0.067 Uiso 1 1 calc GR . . . .
H18C H 0.071315 -0.052901 0.493518 0.067 Uiso 1 1 calc GR . . . .
C25 C 0.39850(19) 0.14271(16) 0.22075(8) 0.0469(5) Uani 1 1 d . . . . .
H25A H 0.327097 0.152772 0.202024 0.070 Uiso 1 1 calc GR . . . .
H25B H 0.418377 0.086828 0.212821 0.070 Uiso 1 1 calc GR . . . .
H25C H 0.443573 0.182420 0.208329 0.070 Uiso 1 1 calc GR . . . .
C33 C 0.94952(19) 0.68396(16) 0.50180(10) 0.0522(6) Uani 1 1 d . . . . .
H33A H 0.926717 0.696446 0.463200 0.078 Uiso 1 1 calc GR . . . .
H33B H 1.018023 0.658953 0.508531 0.078 Uiso 1 1 calc GR . . . .
H33C H 0.952275 0.734816 0.522793 0.078 Uiso 1 1 calc GR . . . .
C65 C 0.7514(3) 0.1321(2) 0.58568(13) 0.0804(9) Uani 1 1 d . . . . .
H65A H 0.698182 0.136801 0.551779 0.097 Uiso 0.75 1 calc R . P A 1
H65B H 0.789964 0.080596 0.583769 0.097 Uiso 0.75 1 calc R . P A 1
H65C H 0.702705 0.158188 0.555133 0.097 Uiso 0.25 1 calc R . P A 2
H65D H 0.763684 0.075414 0.574402 0.097 Uiso 0.25 1 calc R . P A 2
Cl2A Cl 0.8812(6) 0.1917(4) 0.5963(2) 0.1129(19) Uani 0.25 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C65 1.701(4) . ?
Cl2 C65 1.784(4) . ?
N4 C10 1.3386(19) . ?
N4 C9 1.330(2) . ?
N1 C2 1.342(2) . ?
N1 C3 1.329(2) . ?
N3 C8 1.336(2) . ?
N3 C7 1.338(2) . ?
N2 C5 1.342(2) . ?
N2 C4 1.332(2) . ?
C1 C10 1.474(2) . ?
C1 C2 1.468(2) . ?
C1 C11 1.367(2) . ?
C5 C6 1.483(2) . ?
C5 C2 1.414(2) . ?
C8 C9 1.423(2) . ?
C8 C53 1.483(2) . ?
C10 C7 1.413(2) . ?
C26 C6 1.363(2) . ?
C26 C27 1.495(2) . ?
C26 C34 1.487(2) . ?
C9 C59 1.486(2) . ?
C7 C6 1.477(2) . ?
C11 C19 1.491(2) . ?
C11 C12 1.490(2) . ?
C3 C4 1.424(2) . ?
C3 C41 1.482(2) . ?
C19 C24 1.397(2) . ?
C19 C20 1.398(2) . ?
C12 C17 1.394(2) . ?
C12 C13 1.396(2) . ?
C27 C32 1.392(2) . ?
C27 C28 1.389(2) . ?
C47 C4 1.481(2) . ?
C47 C48 1.393(2) . ?
C47 C52 1.400(2) . ?
C34 C35 1.396(2) . ?
C34 C39 1.396(2) . ?
C59 C60 1.395(2) . ?
C59 C64 1.398(2) . ?
C53 C54 1.397(2) . ?
C53 C58 1.393(2) . ?
C41 C42 1.394(2) . ?
C41 C46 1.394(3) . ?
C17 C16 1.389(2) . ?
C60 C61 1.384(2) . ?
C48 C49 1.388(2) . ?
C13 C14 1.385(2) . ?
C24 C23 1.385(2) . ?
C20 C21 1.389(2) . ?
C32 C31 1.387(3) . ?
C35 C36 1.386(2) . ?
C22 C23 1.393(3) . ?
C22 C21 1.393(3) . ?
C22 C25 1.509(2) . ?
C52 C51 1.390(2) . ?
C42 C43 1.387(2) . ?
C54 C55 1.387(2) . ?
C39 C38 1.392(2) . ?
C64 C63 1.391(3) . ?
C16 C15 1.393(2) . ?
C14 C15 1.395(3) . ?
C28 C29 1.392(3) . ?
C15 C18 1.510(2) . ?
C36 C37 1.386(3) . ?
C58 C57 1.389(2) . ?
C37 C38 1.392(3) . ?
C37 C40 1.509(2) . ?
C31 C30 1.389(3) . ?
C49 C50 1.390(3) . ?
C50 C51 1.380(3) . ?
C30 C29 1.387(3) . ?
C30 C33 1.513(3) . ?
C43 C44 1.380(3) . ?
C55 C56 1.385(3) . ?
C61 C62 1.382(3) . ?
C57 C56 1.383(3) . ?
C63 C62 1.381(3) . ?
C46 C45 1.388(3) . ?
C44 C45 1.386(3) . ?
C65 Cl2A 1.910(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 120.16(14) . . ?
C3 N1 C2 119.84(14) . . ?
C8 N3 C7 120.21(14) . . ?
C4 N2 C5 119.75(14) . . ?
C2 C1 C10 112.69(13) . . ?
C11 C1 C10 121.98(14) . . ?
C11 C1 C2 125.33(14) . . ?
N2 C5 C6 120.31(14) . . ?
N2 C5 C2 117.94(14) . . ?
C2 C5 C6 121.74(13) . . ?
N3 C8 C9 118.68(14) . . ?
N3 C8 C53 116.34(14) . . ?
C9 C8 C53 124.95(14) . . ?
N4 C10 C1 118.42(14) . . ?
N4 C10 C7 118.72(14) . . ?
C7 C10 C1 122.82(13) . . ?
C6 C26 C27 124.91(14) . . ?
C6 C26 C34 121.83(14) . . ?
C34 C26 C27 113.23(13) . . ?
N4 C9 C8 118.43(14) . . ?
N4 C9 C59 114.33(14) . . ?
C8 C9 C59 127.24(14) . . ?
N3 C7 C10 118.09(14) . . ?
N3 C7 C6 121.80(14) . . ?
C10 C7 C6 120.11(13) . . ?
C26 C6 C5 122.21(14) . . ?
C26 C6 C7 125.31(14) . . ?
C7 C6 C5 112.47(13) . . ?
N1 C2 C1 121.28(14) . . ?
N1 C2 C5 118.08(14) . . ?
C5 C2 C1 120.59(14) . . ?
C1 C11 C19 122.77(14) . . ?
C1 C11 C12 123.91(14) . . ?
C12 C11 C19 113.31(13) . . ?
N1 C3 C4 118.23(14) . . ?
N1 C3 C41 116.90(14) . . ?
C4 C3 C41 124.80(14) . . ?
C24 C19 C11 122.10(14) . . ?
C24 C19 C20 117.76(14) . . ?
C20 C19 C11 120.07(14) . . ?
C17 C12 C11 120.87(14) . . ?
C17 C12 C13 118.13(15) . . ?
C13 C12 C11 120.66(14) . . ?
C32 C27 C26 120.68(15) . . ?
C28 C27 C26 120.67(15) . . ?
C28 C27 C32 118.28(15) . . ?
C48 C47 C4 120.60(15) . . ?
C48 C47 C52 119.08(15) . . ?
C52 C47 C4 120.25(15) . . ?
C35 C34 C26 119.49(14) . . ?
C39 C34 C26 122.38(15) . . ?
C39 C34 C35 118.12(15) . . ?
N2 C4 C3 118.35(14) . . ?
N2 C4 C47 117.66(14) . . ?
C3 C4 C47 123.89(14) . . ?
C60 C59 C9 118.00(14) . . ?
C60 C59 C64 118.96(15) . . ?
C64 C59 C9 122.89(15) . . ?
C54 C53 C8 121.54(15) . . ?
C58 C53 C8 119.47(14) . . ?
C58 C53 C54 118.87(15) . . ?
C42 C41 C3 121.24(15) . . ?
C42 C41 C46 118.90(16) . . ?
C46 C41 C3 119.76(15) . . ?
C16 C17 C12 120.85(15) . . ?
C61 C60 C59 120.57(16) . . ?
C49 C48 C47 120.14(16) . . ?
C14 C13 C12 120.87(15) . . ?
C23 C24 C19 120.65(16) . . ?
C21 C20 C19 121.15(15) . . ?
C31 C32 C27 120.90(16) . . ?
C36 C35 C34 120.88(16) . . ?
C23 C22 C25 121.03(17) . . ?
C21 C22 C23 117.61(15) . . ?
C21 C22 C25 121.33(17) . . ?
C51 C52 C47 120.27(17) . . ?
C43 C42 C41 120.51(17) . . ?
C55 C54 C53 120.36(16) . . ?
C38 C39 C34 120.36(16) . . ?
C63 C64 C59 119.92(17) . . ?
C17 C16 C15 121.01(16) . . ?
C13 C14 C15 121.09(16) . . ?
C24 C23 C22 121.76(16) . . ?
C27 C28 C29 120.45(16) . . ?
C16 C15 C14 118.02(15) . . ?
C16 C15 C18 120.94(16) . . ?
C14 C15 C18 121.04(16) . . ?
C35 C36 C37 120.92(16) . . ?
C20 C21 C22 121.05(16) . . ?
C57 C58 C53 120.38(16) . . ?
C36 C37 C38 118.32(16) . . ?
C36 C37 C40 120.95(17) . . ?
C38 C37 C40 120.73(17) . . ?
C32 C31 C30 121.03(17) . . ?
C37 C38 C39 121.05(16) . . ?
C48 C49 C50 120.49(17) . . ?
C51 C50 C49 119.68(16) . . ?
C31 C30 C33 120.77(19) . . ?
C29 C30 C31 117.93(17) . . ?
C29 C30 C33 121.30(19) . . ?
C50 C51 C52 120.33(17) . . ?
C44 C43 C42 120.15(17) . . ?
C56 C55 C54 120.32(17) . . ?
C30 C29 C28 121.36(17) . . ?
C62 C61 C60 120.11(18) . . ?
C56 C57 C58 120.31(18) . . ?
C57 C56 C55 119.69(17) . . ?
C62 C63 C64 120.42(17) . . ?
C45 C46 C41 120.32(17) . . ?
C43 C44 C45 119.95(17) . . ?
C63 C62 C61 120.00(17) . . ?
C44 C45 C46 120.17(19) . . ?
Cl1 C65 Cl2 113.85(17) . . ?
Cl1 C65 Cl2A 118.1(2) . . ?

_olex2_submission_original_sample_id yi210222-sgwr3
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.519
_oxdiff_exptl_absorpt_empirical_full_min 0.386
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210301-sgwr3
_database_code_depnum_ccdc_archive 'CCDC 2176748'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210301-sgwr3
_chemical_formula_moiety         '0.5(C H Cl3), C64 H48 N4'
_chemical_formula_sum            'C64.50 H48.50 Cl1.50 N4'
_chemical_formula_weight         932.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.15327(10)
_cell_length_b                   15.80594(9)
_cell_length_c                   25.12301(16)
_cell_angle_alpha                90
_cell_angle_beta                 102.2740(7)
_cell_angle_gamma                90
_cell_volume                     5103.68(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22498
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5330
_cell_measurement_theta_min      3.2980
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.245
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1956
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method CHCl3/EtOH
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            34613
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.736
_diffrn_reflns_theta_min         3.326
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00 -14.00   0.50    3.37    --  -42.80  37.00-135.00   50
  2  ω    -62.00 -37.00   0.50    6.42    --  -84.50  37.00-135.00   50
  3  ω    -94.00 -10.00   0.50    3.37    --  -42.80 125.00-180.00  168
  4  ω     42.00 120.00   0.50    3.37    --   42.80  37.00-135.00  156
  5  ω     89.00 167.00   0.50    6.42    --  108.63  37.00-135.00  156
  6  ω     98.00 173.00   0.50    6.42    --  108.63  45.00 -30.00  150
  7  ω     71.00 117.00   0.50    3.37    --   42.80 125.00  90.00   92
  8  ω     38.00  64.00   0.50    6.42    --  108.63 -37.00  68.00   52
  9  ω     33.00  70.00   0.50    6.42    --  108.63 -45.00  60.00   74
 10  ω     31.00  62.00   0.50    6.42    --  108.63 -30.00 120.00   62
 11  ω     30.00  66.00   0.50    6.42    --  108.63 -30.00  90.00   72
 12  ω     30.00  55.00   0.50    6.42    --  108.63 -30.00  30.00   50
 13  ω     44.00  75.00   0.50    6.42    --  108.63 -45.00 -30.00   62
 14  ω     31.00  65.00   0.50    6.42    --  108.63 -30.00 -60.00   68
 15  ω     35.00  66.00   0.50    6.42    --  108.63 -30.00-120.00   62
 16  ω     37.00  77.00   0.50    6.42    --  108.63 -45.00 -60.00   80
 17  ω     36.00 106.00   0.50    6.42    --  108.63 -94.00 -30.00  140
 18  ω     37.00  87.00   0.50    6.42    --  108.63-125.00 -30.00  100
 19  ω     34.00  61.00   0.50    6.42    --  108.63 -45.00-120.00   54
 20  ω     30.00  64.00   0.50    6.42    --  108.63 -30.00 -90.00   68
 21  ω     33.00  68.00   0.50    6.42    --  108.63 -45.00-150.00   70
 22  ω     37.00  62.00   0.50    6.42    --  108.63 -30.00 -30.00   50
 23  ω    -35.00  54.00   0.50    3.37    --   42.80 -37.00  68.00  178
 24  ω   -100.00 -62.00   0.50    3.37    --  -42.80 -37.00  68.00   76
 25  ω   -136.00-111.00   0.50    6.42    --  -84.50 -37.00  68.00   50
 26  ω   -118.00 -93.00   0.50    6.42    --  -84.50-125.00-150.00   50
 27  ω   -149.00-124.00   0.50    6.42    --  -84.50-125.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0117078000
_diffrn_orient_matrix_UB_12      -0.0379505000
_diffrn_orient_matrix_UB_13      0.0574601000
_diffrn_orient_matrix_UB_21      -0.1129889000
_diffrn_orient_matrix_UB_22      0.0251638000
_diffrn_orient_matrix_UB_23      0.0003367000
_diffrn_orient_matrix_UB_31      -0.0381011000
_diffrn_orient_matrix_UB_32      -0.0862131000
_diffrn_orient_matrix_UB_33      -0.0252305000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9588
_reflns_number_total             10384
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.217
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     653
_refine_ls_number_reflns         10384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0725
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1357P)²+3.4305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2231
_refine_ls_wR_factor_ref         0.2264
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl2(0.5) Cl1(0.5) Cl3(0.5) C65(0.5) H65(0.5)
3.a Ternary CH refined with riding coordinates:
 C65(H65)
3.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C58(H58), C17(H17), C24(H24), C32(H32), C46(H46), C48(H48),
 C35(H35), C20(H20), C42(H42), C54(H54), C14(H14), C64(H64), C23(H23), C39(H39),
  C57(H57), C16(H16), C55(H55), C36(H36), C56(H56), C38(H38), C63(H63),
 C52(H52), C49(H49), C60(H60), C31(H31), C28(H28), C45(H45), C21(H21), C62(H62),
  C51(H51), C43(H43), C50(H50), C29(H29), C61(H61), C44(H44)
3.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.91131(11) 0.55920(10) 0.61757(6) 0.0669(4) Uani 0.5 1 d . . P . .
Cl1 Cl 0.72375(14) 0.63070(11) 0.64279(9) 0.0804(5) Uani 0.5 1 d . . P . .
Cl3 Cl 0.84062(15) 0.72419(12) 0.57729(9) 0.0803(5) Uani 0.5 1 d . . P . .
N1 N 0.36440(14) 0.27828(11) 0.56628(7) 0.0331(4) Uani 1 1 d . . . . .
N2 N 0.29506(15) 0.11869(11) 0.53740(7) 0.0364(4) Uani 1 1 d . . . . .
N3 N 0.40619(15) 0.18590(12) 0.37234(7) 0.0369(4) Uani 1 1 d . . . . .
N4 N 0.57530(14) 0.26929(12) 0.43152(7) 0.0355(4) Uani 1 1 d . . . . .
C2 C 0.40352(17) 0.23507(13) 0.52945(8) 0.0335(4) Uani 1 1 d . . . . .
C7 C 0.42543(17) 0.18514(14) 0.42694(8) 0.0348(4) Uani 1 1 d . . . . .
C1 C 0.49458(16) 0.26991(13) 0.51116(8) 0.0331(4) Uani 1 1 d . . . . .
C11 C 0.56490(17) 0.32234(13) 0.54317(8) 0.0334(4) Uani 1 1 d . . . . .
C12 C 0.57123(16) 0.33387(14) 0.60267(8) 0.0338(4) Uani 1 1 d . . . . .
C3 C 0.29362(16) 0.24287(13) 0.59009(8) 0.0335(4) Uani 1 1 d . . . . .
C5 C 0.35331(17) 0.15928(13) 0.50824(8) 0.0344(4) Uani 1 1 d . . . . .
C41 C 0.24445(17) 0.30205(14) 0.62304(8) 0.0355(4) Uani 1 1 d . . . . .
C10 C 0.49927(16) 0.24288(13) 0.45562(8) 0.0335(4) Uani 1 1 d . . . . .
C19 C 0.64210(17) 0.37479(13) 0.52236(8) 0.0347(4) Uani 1 1 d . . . . .
C26 C 0.34008(16) 0.04695(14) 0.43531(8) 0.0355(4) Uani 1 1 d . . . . .
C13 C 0.57136(17) 0.26516(14) 0.63769(8) 0.0361(4) Uani 1 1 d . . . . .
H13 H 0.565333 0.210455 0.623746 0.043 Uiso 1 1 calc R . . . .
C8 C 0.47111(17) 0.22648(14) 0.34704(8) 0.0365(5) Uani 1 1 d . . . . .
C4 C 0.27095(17) 0.15559(14) 0.58112(8) 0.0354(4) Uani 1 1 d . . . . .
C47 C 0.22624(18) 0.09959(14) 0.61768(9) 0.0389(5) Uani 1 1 d . . . . .
C34 C 0.26621(17) -0.01036(14) 0.45509(8) 0.0358(4) Uani 1 1 d . . . . .
C59 C 0.66377(18) 0.26794(15) 0.35727(9) 0.0387(5) Uani 1 1 d . . . . .
C53 C 0.43614(17) 0.24269(15) 0.28785(9) 0.0373(5) Uani 1 1 d . . . . .
C58 C 0.37492(17) 0.18385(16) 0.25408(9) 0.0395(5) Uani 1 1 d . . . . .
H58 H 0.357572 0.132961 0.268469 0.047 Uiso 1 1 calc R . . . .
C6 C 0.36893(17) 0.12569(14) 0.45578(8) 0.0355(4) Uani 1 1 d . . . . .
C17 C 0.58354(18) 0.41449(14) 0.62554(9) 0.0400(5) Uani 1 1 d . . . . .
H17 H 0.586733 0.460938 0.603233 0.048 Uiso 1 1 calc R . . . .
C9 C 0.56805(17) 0.25538(14) 0.37847(8) 0.0364(4) Uani 1 1 d . . . . .
C24 C 0.60932(18) 0.44059(14) 0.48570(9) 0.0379(5) Uani 1 1 d . . . . .
H24 H 0.538812 0.447218 0.470665 0.046 Uiso 1 1 calc R . . . .
C27 C 0.38113(17) 0.01167(14) 0.38941(9) 0.0373(5) Uani 1 1 d . . . . .
C32 C 0.31407(18) -0.02641(14) 0.34554(9) 0.0388(5) Uani 1 1 d . . . . .
H32 H 0.244080 -0.032666 0.346273 0.047 Uiso 1 1 calc R . . . .
C46 C 0.3027(2) 0.37121(15) 0.64718(9) 0.0408(5) Uani 1 1 d . . . . .
H46 H 0.372271 0.376016 0.645237 0.049 Uiso 1 1 calc R . . . .
C48 C 0.18793(19) 0.02043(15) 0.59903(9) 0.0418(5) Uani 1 1 d . . . . .
H48 H 0.187500 0.004427 0.563357 0.050 Uiso 1 1 calc R . . . .
C35 C 0.29965(19) -0.08815(15) 0.47846(9) 0.0416(5) Uani 1 1 d . . . . .
H35 H 0.369650 -0.102585 0.483894 0.050 Uiso 1 1 calc R . . . .
C20 C 0.74794(19) 0.36544(15) 0.54323(10) 0.0431(5) Uani 1 1 d . . . . .
H20 H 0.771317 0.322748 0.568327 0.052 Uiso 1 1 calc R . . . .
C15 C 0.58950(18) 0.35904(17) 0.71576(9) 0.0428(5) Uani 1 1 d . . . . .
C42 C 0.1411(2) 0.29475(16) 0.62742(10) 0.0441(5) Uani 1 1 d . . . . .
H42 H 0.101272 0.249032 0.611636 0.053 Uiso 1 1 calc R . . . .
C54 C 0.46109(19) 0.31863(15) 0.26540(9) 0.0432(5) Uani 1 1 d . . . . .
H54 H 0.501691 0.358440 0.287576 0.052 Uiso 1 1 calc R . . . .
C14 C 0.58042(18) 0.27803(16) 0.69319(9) 0.0411(5) Uani 1 1 d . . . . .
H14 H 0.580446 0.231509 0.715854 0.049 Uiso 1 1 calc R . . . .
C64 C 0.6815(2) 0.22248(16) 0.31253(9) 0.0437(5) Uani 1 1 d . . . . .
H64 H 0.631065 0.185337 0.294318 0.052 Uiso 1 1 calc R . . . .
C23 C 0.6805(2) 0.49621(16) 0.47140(10) 0.0442(5) Uani 1 1 d . . . . .
H23 H 0.656784 0.540816 0.447896 0.053 Uiso 1 1 calc R . . . .
C39 C 0.16038(18) 0.00778(16) 0.44544(10) 0.0431(5) Uani 1 1 d . . . . .
H39 H 0.135946 0.059132 0.429683 0.052 Uiso 1 1 calc R . . . .
C57 C 0.33974(18) 0.20095(17) 0.19904(9) 0.0448(5) Uani 1 1 d . . . . .
H57 H 0.298869 0.161415 0.176762 0.054 Uiso 1 1 calc R . . . .
C16 C 0.59113(19) 0.42691(16) 0.68087(10) 0.0435(5) Uani 1 1 d . . . . .
H16 H 0.597423 0.481596 0.694838 0.052 Uiso 1 1 calc R . . . .
C55 C 0.4260(2) 0.33539(17) 0.21041(10) 0.0485(6) Uani 1 1 d . . . . .
H55 H 0.443351 0.386136 0.195825 0.058 Uiso 1 1 calc R . . . .
C36 C 0.2302(2) -0.14440(15) 0.49373(10) 0.0463(5) Uani 1 1 d . . . . .
H36 H 0.254769 -0.194881 0.510720 0.056 Uiso 1 1 calc R . . . .
C56 C 0.3650(2) 0.27637(18) 0.17709(9) 0.0469(6) Uani 1 1 d . . . . .
H56 H 0.341307 0.287506 0.140190 0.056 Uiso 1 1 calc R . . . .
C38 C 0.09109(19) -0.05016(18) 0.45915(10) 0.0488(6) Uani 1 1 d . . . . .
H38 H 0.020402 -0.037578 0.451490 0.059 Uiso 1 1 calc R . . . .
C37 C 0.1248(2) -0.12671(17) 0.48412(10) 0.0476(6) Uani 1 1 d . . . . .
C63 C 0.7740(2) 0.23242(17) 0.29508(10) 0.0503(6) Uani 1 1 d . . . . .
H63 H 0.784734 0.202468 0.264896 0.060 Uiso 1 1 calc R . . . .
C22 C 0.7866(2) 0.48648(17) 0.49156(11) 0.0500(6) Uani 1 1 d . . . . .
C52 C 0.2292(2) 0.12115(16) 0.67188(10) 0.0494(6) Uani 1 1 d . . . . .
H52 H 0.257102 0.172864 0.685389 0.059 Uiso 1 1 calc R . . . .
C49 C 0.1503(2) -0.03483(17) 0.63330(11) 0.0528(6) Uani 1 1 d . . . . .
H49 H 0.124923 -0.087602 0.620521 0.063 Uiso 1 1 calc R . . . .
C60 C 0.7409(2) 0.32237(18) 0.38411(11) 0.0509(6) Uani 1 1 d . . . . .
H60 H 0.730152 0.352839 0.414107 0.061 Uiso 1 1 calc R . . . .
C31 C 0.3501(2) -0.05496(16) 0.30104(11) 0.0509(6) Uani 1 1 d . . . . .
H31 H 0.303837 -0.079247 0.271861 0.061 Uiso 1 1 calc R . . . .
C28 C 0.48656(19) 0.01490(16) 0.38853(13) 0.0513(6) Uani 1 1 d . . . . .
H28 H 0.533686 0.036901 0.418214 0.062 Uiso 1 1 calc R . . . .
C45 C 0.2577(2) 0.43254(18) 0.67391(10) 0.0535(6) Uani 1 1 d . . . . .
H45 H 0.296436 0.479191 0.689000 0.064 Uiso 1 1 calc R . . . .
C21 C 0.8193(2) 0.41906(18) 0.52709(11) 0.0523(6) Uani 1 1 d . . . . .
H21 H 0.890124 0.409990 0.540132 0.063 Uiso 1 1 calc R . . . .
C62 C 0.8499(2) 0.28616(19) 0.32203(12) 0.0560(7) Uani 1 1 d . . . . .
H62 H 0.912113 0.292003 0.310395 0.067 Uiso 1 1 calc R . . . .
C51 C 0.1909(3) 0.06598(18) 0.70557(11) 0.0571(7) Uani 1 1 d . . . . .
H51 H 0.192372 0.081274 0.741464 0.069 Uiso 1 1 calc R . . . .
C43 C 0.0975(2) 0.3559(2) 0.65541(12) 0.0587(7) Uani 1 1 d . . . . .
H43 H 0.028720 0.350460 0.658777 0.070 Uiso 1 1 calc R . . . .
C50 C 0.1506(2) -0.01149(18) 0.68648(11) 0.0573(7) Uani 1 1 d . . . . .
H50 H 0.123807 -0.047831 0.709177 0.069 Uiso 1 1 calc R . . . .
C29 C 0.5214(2) -0.01429(18) 0.34395(16) 0.0662(9) Uani 1 1 d . . . . .
H29 H 0.592040 -0.011277 0.343944 0.079 Uiso 1 1 calc R . . . .
C61 C 0.8333(2) 0.3319(2) 0.36688(13) 0.0608(7) Uani 1 1 d . . . . .
H61 H 0.884138 0.368617 0.385130 0.073 Uiso 1 1 calc R . . . .
C30 C 0.4541(3) -0.04789(17) 0.29933(15) 0.0649(9) Uani 1 1 d . . . . .
C44 C 0.1552(3) 0.4245(2) 0.67820(12) 0.0634(8) Uani 1 1 d . . . . .
H44 H 0.125116 0.465469 0.696516 0.076 Uiso 1 1 calc R . . . .
C18 C 0.6007(2) 0.3710(2) 0.77635(10) 0.0608(7) Uani 1 1 d . . . . .
H18A H 0.553357 0.333957 0.789274 0.091 Uiso 1 1 calc GR . . . .
H18B H 0.585066 0.428627 0.783685 0.091 Uiso 1 1 calc GR . . . .
H18C H 0.670715 0.358046 0.794627 0.091 Uiso 1 1 calc GR . . . .
C40 C 0.0493(3) -0.1879(2) 0.50066(14) 0.0671(8) Uani 1 1 d . . . . .
H40A H 0.049116 -0.239745 0.480736 0.101 Uiso 1 1 calc GR . . . .
H40B H -0.019188 -0.163756 0.492808 0.101 Uiso 1 1 calc GR . . . .
H40C H 0.070016 -0.199180 0.538992 0.101 Uiso 1 1 calc GR . . . .
C25 C 0.8643(3) 0.5465(2) 0.47541(16) 0.0748(10) Uani 1 1 d . . . . .
H25A H 0.876773 0.530225 0.440534 0.112 Uiso 1 1 calc GR . . . .
H25B H 0.928409 0.544307 0.502115 0.112 Uiso 1 1 calc GR . . . .
H25C H 0.837111 0.603031 0.473320 0.112 Uiso 1 1 calc GR . . . .
C33 C 0.4905(5) -0.0749(3) 0.2487(2) 0.126(2) Uani 1 1 d . . . . .
H33A H 0.444311 -0.117292 0.229728 0.189 Uiso 1 1 calc GR . . . .
H33B H 0.559588 -0.097715 0.258809 0.189 Uiso 1 1 calc GR . . . .
H33C H 0.490776 -0.026862 0.225316 0.189 Uiso 1 1 calc GR . . . .
C65 C 0.7994(4) 0.6275(5) 0.5959(3) 0.0704(18) Uani 0.5 1 d . . P . .
H65 H 0.757124 0.602141 0.562908 0.085 Uiso 0.5 1 calc R . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C65 1.813(7) . ?
Cl1 C65 1.697(7) . ?
Cl3 C65 1.719(8) . ?
N1 C2 1.338(3) . ?
N1 C3 1.332(3) . ?
N2 C5 1.332(3) . ?
N2 C4 1.340(3) . ?
N3 C7 1.341(3) . ?
N3 C8 1.332(3) . ?
N4 C10 1.341(3) . ?
N4 C9 1.334(3) . ?
C2 C1 1.477(3) . ?
C2 C5 1.416(3) . ?
C7 C10 1.413(3) . ?
C7 C6 1.480(3) . ?
C1 C11 1.368(3) . ?
C1 C10 1.473(3) . ?
C11 C12 1.490(3) . ?
C11 C19 1.489(3) . ?
C12 C13 1.398(3) . ?
C12 C17 1.393(3) . ?
C3 C41 1.485(3) . ?
C3 C4 1.419(3) . ?
C5 C6 1.475(3) . ?
C41 C46 1.397(3) . ?
C41 C42 1.392(3) . ?
C19 C24 1.395(3) . ?
C19 C20 1.387(3) . ?
C26 C34 1.489(3) . ?
C26 C6 1.369(3) . ?
C26 C27 1.482(3) . ?
C13 C14 1.389(3) . ?
C8 C53 1.483(3) . ?
C8 C9 1.425(3) . ?
C4 C47 1.484(3) . ?
C47 C48 1.392(3) . ?
C47 C52 1.396(3) . ?
C34 C35 1.393(3) . ?
C34 C39 1.391(3) . ?
C59 C9 1.481(3) . ?
C59 C64 1.395(3) . ?
C59 C60 1.390(4) . ?
C53 C58 1.394(3) . ?
C53 C54 1.395(3) . ?
C58 C57 1.388(3) . ?
C17 C16 1.386(3) . ?
C24 C23 1.386(3) . ?
C27 C32 1.393(3) . ?
C27 C28 1.393(3) . ?
C32 C31 1.379(3) . ?
C46 C45 1.382(3) . ?
C48 C49 1.389(3) . ?
C35 C36 1.386(4) . ?
C20 C21 1.388(3) . ?
C15 C14 1.395(4) . ?
C15 C16 1.388(4) . ?
C15 C18 1.510(3) . ?
C42 C43 1.389(4) . ?
C54 C55 1.386(3) . ?
C64 C63 1.387(4) . ?
C23 C22 1.388(4) . ?
C39 C38 1.386(4) . ?
C57 C56 1.383(4) . ?
C55 C56 1.389(4) . ?
C36 C37 1.383(4) . ?
C38 C37 1.391(4) . ?
C37 C40 1.507(4) . ?
C63 C62 1.375(4) . ?
C22 C21 1.398(3) . ?
C22 C25 1.512(4) . ?
C52 C51 1.383(3) . ?
C49 C50 1.385(4) . ?
C60 C61 1.382(4) . ?
C31 C30 1.383(4) . ?
C28 C29 1.377(4) . ?
C45 C44 1.381(4) . ?
C62 C61 1.395(4) . ?
C51 C50 1.379(4) . ?
C43 C44 1.377(5) . ?
C29 C30 1.379(5) . ?
C30 C33 1.514(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 120.29(18) . . ?
C5 N2 C4 120.34(19) . . ?
C8 N3 C7 119.44(19) . . ?
C9 N4 C10 119.86(19) . . ?
N1 C2 C1 118.77(18) . . ?
N1 C2 C5 118.35(19) . . ?
C5 C2 C1 122.84(18) . . ?
N3 C7 C10 118.4(2) . . ?
N3 C7 C6 120.09(19) . . ?
C10 C7 C6 121.52(18) . . ?
C11 C1 C2 122.30(18) . . ?
C11 C1 C10 124.96(19) . . ?
C10 C1 C2 112.73(18) . . ?
C1 C11 C12 123.37(19) . . ?
C1 C11 C19 123.85(18) . . ?
C19 C11 C12 112.77(17) . . ?
C13 C12 C11 121.92(19) . . ?
C17 C12 C11 120.16(19) . . ?
C17 C12 C13 117.81(19) . . ?
N1 C3 C41 114.48(18) . . ?
N1 C3 C4 118.72(19) . . ?
C4 C3 C41 126.79(19) . . ?
N2 C5 C2 118.52(18) . . ?
N2 C5 C6 121.58(19) . . ?
C2 C5 C6 119.88(19) . . ?
C46 C41 C3 118.1(2) . . ?
C42 C41 C3 122.7(2) . . ?
C42 C41 C46 119.0(2) . . ?
N4 C10 C7 117.94(18) . . ?
N4 C10 C1 121.51(19) . . ?
C7 C10 C1 120.49(19) . . ?
C24 C19 C11 120.6(2) . . ?
C20 C19 C11 120.82(19) . . ?
C20 C19 C24 118.3(2) . . ?
C6 C26 C34 125.16(19) . . ?
C6 C26 C27 121.1(2) . . ?
C27 C26 C34 113.72(18) . . ?
C14 C13 C12 120.4(2) . . ?
N3 C8 C53 117.9(2) . . ?
N3 C8 C9 118.61(19) . . ?
C9 C8 C53 123.4(2) . . ?
N2 C4 C3 118.35(19) . . ?
N2 C4 C47 116.21(19) . . ?
C3 C4 C47 125.38(19) . . ?
C48 C47 C4 119.4(2) . . ?
C48 C47 C52 118.7(2) . . ?
C52 C47 C4 121.7(2) . . ?
C35 C34 C26 120.5(2) . . ?
C39 C34 C26 121.1(2) . . ?
C39 C34 C35 118.0(2) . . ?
C64 C59 C9 121.4(2) . . ?
C60 C59 C9 119.8(2) . . ?
C60 C59 C64 118.7(2) . . ?
C58 C53 C8 120.7(2) . . ?
C58 C53 C54 118.9(2) . . ?
C54 C53 C8 120.3(2) . . ?
C57 C58 C53 120.2(2) . . ?
C5 C6 C7 112.88(18) . . ?
C26 C6 C7 121.42(19) . . ?
C26 C6 C5 125.6(2) . . ?
C16 C17 C12 121.4(2) . . ?
N4 C9 C8 118.16(19) . . ?
N4 C9 C59 116.8(2) . . ?
C8 C9 C59 124.95(19) . . ?
C23 C24 C19 120.8(2) . . ?
C32 C27 C26 120.3(2) . . ?
C28 C27 C26 121.8(2) . . ?
C28 C27 C32 117.9(2) . . ?
C31 C32 C27 120.9(2) . . ?
C45 C46 C41 120.5(2) . . ?
C49 C48 C47 120.5(2) . . ?
C36 C35 C34 121.0(2) . . ?
C19 C20 C21 120.8(2) . . ?
C14 C15 C18 120.4(2) . . ?
C16 C15 C14 117.6(2) . . ?
C16 C15 C18 121.9(2) . . ?
C43 C42 C41 119.8(3) . . ?
C55 C54 C53 120.7(2) . . ?
C13 C14 C15 121.6(2) . . ?
C63 C64 C59 120.3(3) . . ?
C24 C23 C22 121.1(2) . . ?
C38 C39 C34 120.5(2) . . ?
C56 C57 C58 120.5(2) . . ?
C17 C16 C15 121.1(2) . . ?
C54 C55 C56 120.0(2) . . ?
C37 C36 C35 121.1(2) . . ?
C57 C56 C55 119.7(2) . . ?
C39 C38 C37 121.5(2) . . ?
C36 C37 C38 117.8(2) . . ?
C36 C37 C40 121.1(3) . . ?
C38 C37 C40 121.1(3) . . ?
C62 C63 C64 120.6(2) . . ?
C23 C22 C21 117.8(2) . . ?
C23 C22 C25 121.1(2) . . ?
C21 C22 C25 121.0(2) . . ?
C51 C52 C47 120.3(2) . . ?
C50 C49 C48 120.1(2) . . ?
C61 C60 C59 121.0(2) . . ?
C32 C31 C30 120.7(3) . . ?
C29 C28 C27 120.4(3) . . ?
C44 C45 C46 120.0(3) . . ?
C20 C21 C22 121.1(2) . . ?
C63 C62 C61 119.7(2) . . ?
C50 C51 C52 120.7(2) . . ?
C44 C43 C42 120.6(3) . . ?
C51 C50 C49 119.6(2) . . ?
C28 C29 C30 121.5(3) . . ?
C60 C61 C62 119.8(3) . . ?
C31 C30 C33 119.7(4) . . ?
C29 C30 C31 118.3(2) . . ?
C29 C30 C33 121.9(3) . . ?
C43 C44 C45 120.1(2) . . ?
Cl1 C65 Cl2 111.6(4) . . ?
Cl1 C65 Cl3 115.3(5) . . ?
Cl3 C65 Cl2 109.1(3) . . ?

_olex2_submission_original_sample_id yi210301-sgwr3
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.659
_oxdiff_exptl_absorpt_empirical_full_min 0.425
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200310-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176749'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200310-sgwr
_chemical_formula_moiety         'C64 H48 N4, C0.5 H Cl'
_chemical_formula_sum            'C64.50 H49 Cl N4'
_chemical_formula_weight         915.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.8714(3)
_cell_length_b                   14.3596(3)
_cell_length_c                   15.5180(4)
_cell_angle_alpha                87.623(2)
_cell_angle_beta                 70.622(2)
_cell_angle_gamma                61.366(2)
_cell_volume                     2533.36(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17505
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5340
_cell_measurement_theta_min      3.0620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.008
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             962
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30266
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.753
_diffrn_reflns_theta_min         3.050
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00   3.00   0.50    0.38    --  -42.55 105.00  44.00  168
  2  ω    -54.00 -18.00   0.50    0.99    --  -84.50  45.00 120.00   72
  3  ω    -59.00 -34.00   0.50    0.99    --  -84.50 105.00  44.00   50
  4  ω    -64.00  32.00   0.50    0.38    --  -42.55  57.00 -30.00  192
  5  ω    -45.00  -7.00   0.50    0.99    --  -84.50  30.00 -30.00   76
  6  ω    -66.00  -8.00   0.50    0.99    --  -84.50  30.00-120.00  116
  7  ω   -113.00 -80.00   0.50    0.99    --  -84.50-105.00 -55.00   66
  8  ω   -112.00 -71.00   0.50    0.38    --  -42.55-125.00 120.00   82
  9  ω     17.00  68.00   0.50    0.38    --   42.55-105.00 -55.00  102
 10  ω     65.00 110.00   0.50    0.99    --  108.63-105.00 -55.00   90
 11  ω     73.00 108.00   0.50    0.99    --  108.63 -94.00   0.00   70
 12  ω     77.00 109.00   0.50    0.99    --  108.63 -94.00 -60.00   64
 13  ω     44.00 115.00   0.50    0.99    --  108.63-125.00 -60.00  142
 14  ω     46.00 137.00   0.50    0.99    --  108.63 -77.00   0.00  182
 15  ω     85.00 130.00   0.50    0.99    --  108.63  30.00 -30.00   90
 16  ω    137.00 177.00   0.50    0.99    --  108.63  30.00 -30.00   80
 17  ω    139.00 173.00   0.50    0.99    --  108.63 125.00   0.00   68
 18  ω    103.00 128.00   0.50    0.99    --  108.63 105.00  44.00   50
 19  ω    103.00 129.00   0.50    0.99    --  108.63 125.00   0.00   52
 20  ω     80.00 116.00   0.50    0.38    --   42.55 125.00 -60.00   72
 21  ω     89.00 116.00   0.50    0.38    --   42.55 125.00   0.00   54
 22  ω     85.00 165.00   0.50    0.99    --  108.63  30.00 -90.00  160
 23  ω     72.00 116.00   0.50    0.38    --   42.55 125.00-180.00   88
 24  ω     16.00 111.00   0.50    0.38    --   42.55  77.00   0.00  190
 25  ω     86.00 178.00   0.50    0.99    --  108.63  61.00 120.00  184
 26  ω     51.00  77.00   0.50    0.99    --  108.63 -77.00 150.00   52
 27  ω     50.00  75.00   0.50    0.99    --  108.63 -45.00  90.00   50
 28  ω     40.00 104.00   0.50    0.99    --  108.63 -94.00 150.00  128
 29  ω     37.00  62.00   0.50    0.38    --   42.55 -57.00 120.00   50
 30  ω     -6.00  19.00   0.50    0.38    --   42.55 -57.00 120.00   50
 31  ω     32.00  66.00   0.50    0.99    --  108.63 -30.00   0.00   68
 32  ω     50.00  77.00   0.50    0.99    --  108.63 -45.00   0.00   54
 33  ω     36.00  61.00   0.50    0.99    --  108.63-105.00 -55.00   50
 34  ω     36.00  65.00   0.50    0.99    --  108.63 -94.00   0.00   58
 35  ω     36.00  72.00   0.50    0.99    --  108.63 -45.00 -30.00   72
 36  ω     39.00  74.00   0.50    0.99    --  108.63 -45.00 -90.00   70
 37  ω     38.00  63.00   0.50    0.99    --  108.63 -30.00 -90.00   50
 38  ω     35.00  65.00   0.50    0.99    --  108.63 -30.00 -30.00   60
 39  ω     32.00  61.00   0.50    0.99    --  108.63 -30.00  60.00   58
 40  ω     33.00  59.00   0.50    0.99    --  108.63 -30.00 120.00   52
 41  ω     43.00  68.00   0.50    0.99    --  108.63 -45.00 150.00   50
 42  ω     39.00  65.00   0.50    0.99    --  108.63 -30.00 150.00   52
 43  ω     38.00 114.00   0.50    0.99    --  108.63-125.00 120.00  152
 44  ω     36.00 116.00   0.50    0.99    --  108.63-125.00-120.00  160
 45  ω     80.00 116.00   0.50    0.99    --  108.63-125.00-180.00   72
 46  ω     30.00  64.00   0.50    0.99    --  108.63 -30.00-180.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0373980000
_diffrn_orient_matrix_UB_12      -0.0153650000
_diffrn_orient_matrix_UB_13      0.1023286000
_diffrn_orient_matrix_UB_21      -0.0974651000
_diffrn_orient_matrix_UB_22      -0.0167557000
_diffrn_orient_matrix_UB_23      -0.0104922000
_diffrn_orient_matrix_UB_31      0.0862115000
_diffrn_orient_matrix_UB_32      -0.1213735000
_diffrn_orient_matrix_UB_33      -0.0268584000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9072
_reflns_number_total             10267
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.676
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     662
_refine_ls_number_reflns         10267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0880
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1754P)²+2.2875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2615
_refine_ls_wR_factor_ref         0.2679
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl1(0.5) Cl2(0.29) C65(0.29) H65A(0.29) H65B(0.29) Cl2A(0.21)
 C65A(0.21) H65C(0.21) H65D(0.21)
3.a Secondary CH2 refined with riding coordinates:
 C65(H65A,H65B), C65A(H65C,H65D)
3.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C52(H52), C64(H64), C28(H28), C54(H54), C20(H20), C55(H55),
 C42(H42), C60(H60), C17(H17), C39(H39), C23(H23), C46(H46), C29(H29), C21(H21),
  C51(H51), C50(H50), C48(H48), C35(H35), C58(H58), C63(H63), C13(H13),
 C32(H32), C38(H38), C45(H45), C31(H31), C36(H36), C16(H16), C62(H62), C61(H61),
  C43(H43), C14(H14), C44(H44), C56(H56), C49(H49), C57(H57)
3.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C33(H33A,H33B,H33C), C18(H18A,H18B,H18C), C40(H40A,H40B,
 H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N4 N 0.46900(16) 0.29061(15) 0.72788(14) 0.0263(4) Uani 1 1 d . . . . .
N2 N 0.65404(17) 0.55121(15) 0.61624(14) 0.0269(4) Uani 1 1 d . . . . .
N1 N 0.43234(17) 0.61720(16) 0.61601(14) 0.0280(4) Uani 1 1 d . . . . .
N3 N 0.65259(16) 0.26027(16) 0.77923(14) 0.0272(4) Uani 1 1 d . . . . .
C2 C 0.48369(19) 0.53210(18) 0.65658(16) 0.0261(5) Uani 1 1 d . . . . .
C9 C 0.52538(19) 0.20158(18) 0.76162(16) 0.0257(5) Uani 1 1 d . . . . .
C4 C 0.6053(2) 0.63317(18) 0.57249(15) 0.0255(5) Uani 1 1 d . . . . .
C5 C 0.59411(19) 0.50340(18) 0.66229(16) 0.0259(5) Uani 1 1 d . . . . .
C47 C 0.68528(19) 0.67412(18) 0.52018(16) 0.0260(5) Uani 1 1 d . . . . .
C41 C 0.4194(2) 0.77142(19) 0.54315(16) 0.0278(5) Uani 1 1 d . . . . .
C10 C 0.50060(19) 0.36632(18) 0.72143(16) 0.0263(5) Uani 1 1 d . . . . .
C7 C 0.60556(19) 0.34284(18) 0.73430(16) 0.0261(5) Uani 1 1 d . . . . .
C8 C 0.60956(19) 0.19360(18) 0.79837(16) 0.0257(5) Uani 1 1 d . . . . .
C3 C 0.4881(2) 0.67141(18) 0.57742(16) 0.0266(5) Uani 1 1 d . . . . .
C19 C 0.24189(19) 0.46495(18) 0.79953(16) 0.0267(5) Uani 1 1 d . . . . .
C12 C 0.22280(19) 0.60286(19) 0.69451(17) 0.0275(5) Uani 1 1 d . . . . .
C34 C 0.7567(2) 0.49977(19) 0.75248(17) 0.0294(5) Uani 1 1 d . . . . .
C59 C 0.4935(2) 0.11746(18) 0.75935(16) 0.0266(5) Uani 1 1 d . . . . .
C24 C 0.1553(2) 0.44991(19) 0.78665(17) 0.0289(5) Uani 1 1 d . . . . .
H24 H 0.137136 0.468200 0.733660 0.035 Uiso 1 1 calc R U . . .
C26 C 0.7477(2) 0.40551(19) 0.73188(17) 0.0289(5) Uani 1 1 d . . . . .
C6 C 0.65416(19) 0.41540(18) 0.71079(17) 0.0272(5) Uani 1 1 d . . . . .
C52 C 0.6904(2) 0.70634(19) 0.43360(17) 0.0302(5) Uani 1 1 d . . . . .
H52 H 0.640467 0.705364 0.406301 0.036 Uiso 1 1 calc R U . . .
C53 C 0.6507(2) 0.11797(18) 0.86334(16) 0.0267(5) Uani 1 1 d . . . . .
C1 C 0.42283(19) 0.47214(18) 0.70118(16) 0.0261(5) Uani 1 1 d . . . . .
C11 C 0.3041(2) 0.51100(18) 0.72926(16) 0.0266(5) Uani 1 1 d . . . . .
C64 C 0.5768(2) 0.00923(19) 0.73905(17) 0.0309(5) Uani 1 1 d . . . . .
H64 H 0.655127 -0.011899 0.727646 0.037 Uiso 1 1 calc R U . . .
C27 C 0.84333(19) 0.30025(19) 0.73773(18) 0.0290(5) Uani 1 1 d . . . . .
C28 C 0.8929(2) 0.2130(2) 0.66982(18) 0.0317(5) Uani 1 1 d . . . . .
H28 H 0.863011 0.220816 0.622832 0.038 Uiso 1 1 calc R U . . .
C54 C 0.5721(2) 0.1009(2) 0.93627(17) 0.0311(5) Uani 1 1 d . . . . .
H54 H 0.493607 0.132667 0.941949 0.037 Uiso 1 1 calc R U . . .
C20 C 0.2624(2) 0.4417(2) 0.88255(17) 0.0322(5) Uani 1 1 d . . . . .
H20 H 0.317409 0.453789 0.894237 0.039 Uiso 1 1 calc R U . . .
C55 C 0.6103(2) 0.0368(2) 1.00038(18) 0.0358(6) Uani 1 1 d . . . . .
H55 H 0.557092 0.026592 1.049333 0.043 Uiso 1 1 calc R U . . .
C42 C 0.4308(2) 0.86189(19) 0.55066(17) 0.0318(5) Uani 1 1 d . . . . .
H42 H 0.483888 0.859310 0.576118 0.038 Uiso 1 1 calc R U . . .
C60 C 0.3761(2) 0.1476(2) 0.77647(18) 0.0321(5) Uani 1 1 d . . . . .
H60 H 0.319350 0.219790 0.789849 0.039 Uiso 1 1 calc R U . . .
C17 C 0.2250(2) 0.5928(2) 0.60571(18) 0.0336(5) Uani 1 1 d . . . . .
H17 H 0.283730 0.530554 0.565279 0.040 Uiso 1 1 calc R U . . .
C22 C 0.1181(2) 0.3822(2) 0.93270(18) 0.0338(5) Uani 1 1 d . . . . .
C39 C 0.6561(2) 0.5918(2) 0.80802(18) 0.0326(5) Uani 1 1 d . . . . .
H39 H 0.583925 0.593853 0.828067 0.039 Uiso 1 1 calc R U . . .
C23 C 0.0954(2) 0.4080(2) 0.85157(18) 0.0329(5) Uani 1 1 d . . . . .
H23 H 0.039407 0.397170 0.840479 0.039 Uiso 1 1 calc R U . . .
C46 C 0.3387(2) 0.7769(2) 0.50551(19) 0.0348(5) Uani 1 1 d . . . . .
H46 H 0.329098 0.717683 0.500846 0.042 Uiso 1 1 calc R U . . .
C29 C 0.9858(2) 0.1151(2) 0.6715(2) 0.0359(6) Uani 1 1 d . . . . .
H29 H 1.017503 0.058525 0.625281 0.043 Uiso 1 1 calc R U . . .
C21 C 0.2015(2) 0.4009(2) 0.94761(18) 0.0355(6) Uani 1 1 d . . . . .
H21 H 0.216774 0.385728 1.002055 0.043 Uiso 1 1 calc R U . . .
C51 C 0.7707(2) 0.7400(2) 0.38810(18) 0.0349(5) Uani 1 1 d . . . . .
H51 H 0.773793 0.761969 0.330480 0.042 Uiso 1 1 calc R U . . .
C15 C 0.0558(2) 0.7685(2) 0.6326(2) 0.0369(6) Uani 1 1 d . . . . .
C50 C 0.8460(2) 0.7412(2) 0.4277(2) 0.0377(6) Uani 1 1 d . . . . .
H50 H 0.898476 0.764828 0.397324 0.045 Uiso 1 1 calc R U . . .
C30 C 1.0326(2) 0.0996(2) 0.7404(2) 0.0377(6) Uani 1 1 d . . . . .
C48 C 0.7626(2) 0.6742(2) 0.55889(18) 0.0338(5) Uani 1 1 d . . . . .
H48 H 0.760360 0.651893 0.616316 0.041 Uiso 1 1 calc R U . . .
C35 C 0.8633(2) 0.5003(2) 0.7248(2) 0.0366(6) Uani 1 1 d . . . . .
H35 H 0.932131 0.440257 0.688666 0.044 Uiso 1 1 calc R U . . .
C58 C 0.7682(2) 0.0692(2) 0.85584(19) 0.0355(6) Uani 1 1 d . . . . .
H58 H 0.821429 0.080664 0.808074 0.043 Uiso 1 1 calc R U . . .
C63 C 0.5443(3) -0.0677(2) 0.73563(18) 0.0366(6) Uani 1 1 d . . . . .
H63 H 0.601028 -0.139876 0.721130 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1337(2) 0.6969(2) 0.75378(19) 0.0357(6) Uani 1 1 d . . . . .
H13 H 0.128004 0.704717 0.814768 0.043 Uiso 1 1 calc R U . . .
C32 C 0.8922(2) 0.2860(2) 0.8060(2) 0.0346(5) Uani 1 1 d . . . . .
H32 H 0.862922 0.343275 0.850853 0.042 Uiso 1 1 calc R U . . .
C38 C 0.6620(3) 0.6796(2) 0.83362(19) 0.0377(6) Uani 1 1 d . . . . .
H38 H 0.593772 0.739552 0.870518 0.045 Uiso 1 1 calc R U . . .
C45 C 0.2722(2) 0.8711(2) 0.4748(2) 0.0408(6) Uani 1 1 d . . . . .
H45 H 0.219104 0.874182 0.449240 0.049 Uiso 1 1 calc R U . . .
C31 C 0.9844(2) 0.1867(2) 0.8076(2) 0.0391(6) Uani 1 1 d . . . . .
H31 H 1.014474 0.178295 0.854474 0.047 Uiso 1 1 calc R U . . .
C36 C 0.8679(2) 0.5892(2) 0.7503(2) 0.0415(6) Uani 1 1 d . . . . .
H36 H 0.939650 0.587909 0.730177 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1418(2) 0.6731(2) 0.5752(2) 0.0377(6) Uani 1 1 d . . . . .
H16 H 0.143829 0.662826 0.515745 0.045 Uiso 1 1 calc R U . . .
C62 C 0.4276(3) -0.0373(2) 0.75374(19) 0.0383(6) Uani 1 1 d . . . . .
H62 H 0.405573 -0.088924 0.752540 0.046 Uiso 1 1 calc R U . . .
C61 C 0.3440(2) 0.0704(2) 0.7736(2) 0.0372(6) Uani 1 1 d . . . . .
H61 H 0.265781 0.091075 0.785114 0.045 Uiso 1 1 calc R U . . .
C43 C 0.3640(2) 0.9557(2) 0.5206(2) 0.0390(6) Uani 1 1 d . . . . .
H43 H 0.372122 1.015626 0.526103 0.047 Uiso 1 1 calc R U . . .
C14 C 0.0536(2) 0.7789(2) 0.7219(2) 0.0397(6) Uani 1 1 d . . . . .
H14 H -0.003027 0.842382 0.761417 0.048 Uiso 1 1 calc R U . . .
C44 C 0.2848(2) 0.9595(2) 0.4822(2) 0.0404(6) Uani 1 1 d . . . . .
H44 H 0.240389 1.021877 0.461467 0.048 Uiso 1 1 calc R U . . .
C56 C 0.7269(3) -0.0119(2) 0.9917(2) 0.0420(6) Uani 1 1 d . . . . .
H56 H 0.752388 -0.055206 1.034572 0.050 Uiso 1 1 calc R U . . .
C37 C 0.7680(3) 0.6799(2) 0.8052(2) 0.0391(6) Uani 1 1 d . . . . .
C49 C 0.8429(3) 0.7070(2) 0.5127(2) 0.0410(6) Uani 1 1 d . . . . .
H49 H 0.894638 0.706121 0.538955 0.049 Uiso 1 1 calc R U . . .
C25 C 0.0549(3) 0.3343(2) 1.0017(2) 0.0446(7) Uani 1 1 d . . . . .
H25A H -0.015570 0.349503 0.991668 0.067 Uiso 1 1 calc R U . . .
H25B H 0.035140 0.364842 1.063085 0.067 Uiso 1 1 calc R U . . .
H25C H 0.105096 0.258123 0.994097 0.067 Uiso 1 1 calc R U . . .
C57 C 0.8058(3) 0.0038(2) 0.9192(2) 0.0435(6) Uani 1 1 d . . . . .
H57 H 0.884624 -0.029711 0.912955 0.052 Uiso 1 1 calc R U . . .
C33 C 1.1317(3) -0.0077(2) 0.7429(3) 0.0508(8) Uani 1 1 d . . . . .
H33A H 1.121130 -0.063620 0.723289 0.076 Uiso 1 1 calc R U . . .
H33B H 1.132011 -0.012882 0.804692 0.076 Uiso 1 1 calc R U . . .
H33C H 1.205057 -0.014994 0.702321 0.076 Uiso 1 1 calc R U . . .
C18 C -0.0321(3) 0.8586(3) 0.5997(3) 0.0531(8) Uani 1 1 d . . . . .
H18A H -0.007260 0.910806 0.582424 0.080 Uiso 1 1 calc R U . . .
H18B H -0.107667 0.891762 0.648355 0.080 Uiso 1 1 calc R U . . .
H18C H -0.037487 0.830820 0.547283 0.080 Uiso 1 1 calc R U . . .
C40 C 0.7731(4) 0.7755(3) 0.8340(3) 0.0590(9) Uani 1 1 d . . . . .
H40A H 0.697677 0.838518 0.847222 0.088 Uiso 1 1 calc R U . . .
H40B H 0.831040 0.784119 0.784947 0.088 Uiso 1 1 calc R U . . .
H40C H 0.793943 0.764939 0.888144 0.088 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3312(3) 0.7407(3) 0.8339(4) 0.1373(16) Uani 0.5 1 d . . P . .
Cl2 Cl 0.4128(8) 0.5662(10) 0.9896(4) 0.191(5) Uani 0.29 1 d . . P A 1
C65 C 0.3276(10) 0.6701(15) 0.9023(16) 0.086(7) Uani 0.29 1 d . . P A 1
H65A H 0.315173 0.621619 0.871400 0.103 Uiso 0.29 1 calc R U P A 1
H65B H 0.250882 0.716781 0.948116 0.103 Uiso 0.29 1 calc R U P A 1
Cl2A Cl 0.1051(3) 0.8601(3) 0.96112(17) 0.0439(7) Uani 0.21 1 d . . P A 2
C65A C 0.263(3) 0.733(4) 0.9364(16) 0.124(15) Uani 0.21 1 d . . P A 2
H65C H 0.298387 0.737504 0.978986 0.149 Uiso 0.21 1 calc R U P A 2
H65D H 0.258849 0.666880 0.939760 0.149 Uiso 0.21 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N4 C9 1.333(3) . ?
N4 C10 1.343(3) . ?
N2 C4 1.334(3) . ?
N2 C5 1.336(3) . ?
N1 C2 1.340(3) . ?
N1 C3 1.339(3) . ?
N3 C7 1.345(3) . ?
N3 C8 1.329(3) . ?
C2 C5 1.416(3) . ?
C2 C1 1.481(3) . ?
C9 C8 1.418(3) . ?
C9 C59 1.477(3) . ?
C4 C47 1.491(3) . ?
C4 C3 1.420(3) . ?
C5 C6 1.478(3) . ?
C47 C52 1.393(3) . ?
C47 C48 1.393(3) . ?
C41 C3 1.488(3) . ?
C41 C42 1.396(3) . ?
C41 C46 1.395(4) . ?
C10 C7 1.411(3) . ?
C10 C1 1.479(3) . ?
C7 C6 1.467(3) . ?
C8 C53 1.490(3) . ?
C19 C24 1.393(3) . ?
C19 C11 1.494(3) . ?
C19 C20 1.403(3) . ?
C12 C11 1.490(3) . ?
C12 C17 1.380(4) . ?
C12 C13 1.395(3) . ?
C34 C26 1.475(3) . ?
C34 C39 1.402(3) . ?
C34 C35 1.400(3) . ?
C59 C64 1.388(3) . ?
C59 C60 1.399(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.393(3) . ?
C26 C6 1.383(3) . ?
C26 C27 1.483(3) . ?
C52 H52 0.9300 . ?
C52 C51 1.393(3) . ?
C53 C54 1.395(3) . ?
C53 C58 1.395(3) . ?
C1 C11 1.371(3) . ?
C64 H64 0.9300 . ?
C64 C63 1.387(4) . ?
C27 C28 1.398(4) . ?
C27 C32 1.397(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.386(4) . ?
C54 H54 0.9300 . ?
C54 C55 1.387(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.392(4) . ?
C55 H55 0.9300 . ?
C55 C56 1.380(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.389(4) . ?
C60 H60 0.9300 . ?
C60 C61 1.386(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.388(4) . ?
C22 C23 1.390(4) . ?
C22 C21 1.395(4) . ?
C22 C25 1.510(3) . ?
C39 H39 0.9300 . ?
C39 C38 1.385(4) . ?
C23 H23 0.9300 . ?
C46 H46 0.9300 . ?
C46 C45 1.396(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.384(4) . ?
C21 H21 0.9300 . ?
C51 H51 0.9300 . ?
C51 C50 1.382(4) . ?
C15 C16 1.386(4) . ?
C15 C14 1.389(4) . ?
C15 C18 1.507(4) . ?
C50 H50 0.9300 . ?
C50 C49 1.382(4) . ?
C30 C31 1.393(4) . ?
C30 C33 1.505(4) . ?
C48 H48 0.9300 . ?
C48 C49 1.387(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.388(4) . ?
C58 H58 0.9300 . ?
C58 C57 1.383(4) . ?
C63 H63 0.9300 . ?
C63 C62 1.387(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(4) . ?
C32 H32 0.9300 . ?
C32 C31 1.393(4) . ?
C38 H38 0.9300 . ?
C38 C37 1.390(4) . ?
C45 H45 0.9300 . ?
C45 C44 1.375(4) . ?
C31 H31 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.386(4) . ?
C16 H16 0.9300 . ?
C62 H62 0.9300 . ?
C62 C61 1.383(4) . ?
C61 H61 0.9300 . ?
C43 H43 0.9300 . ?
C43 C44 1.393(4) . ?
C14 H14 0.9300 . ?
C44 H44 0.9300 . ?
C56 H56 0.9300 . ?
C56 C57 1.385(4) . ?
C37 C40 1.501(4) . ?
C49 H49 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C57 H57 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
Cl1 C65 1.44(3) . ?
Cl1 C65A 1.59(2) . ?
Cl2 Cl2 2.37(2) 2_667 ?
Cl2 C65 2.16(3) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
Cl2A C65A 1.98(5) . ?
C65A H65C 0.9700 . ?
C65A H65D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 119.5(2) . . ?
C4 N2 C5 120.2(2) . . ?
C3 N1 C2 119.9(2) . . ?
C8 N3 C7 119.4(2) . . ?
N1 C2 C5 119.6(2) . . ?
N1 C2 C1 120.8(2) . . ?
C5 C2 C1 119.4(2) . . ?
N4 C9 C8 119.1(2) . . ?
N4 C9 C59 116.8(2) . . ?
C8 C9 C59 124.1(2) . . ?
N2 C4 C47 113.9(2) . . ?
N2 C4 C3 119.6(2) . . ?
C3 C4 C47 126.5(2) . . ?
N2 C5 C2 119.9(2) . . ?
N2 C5 C6 116.2(2) . . ?
C2 C5 C6 123.7(2) . . ?
C52 C47 C4 123.5(2) . . ?
C48 C47 C4 117.3(2) . . ?
C48 C47 C52 119.1(2) . . ?
C42 C41 C3 121.4(2) . . ?
C46 C41 C3 119.7(2) . . ?
C46 C41 C42 118.9(2) . . ?
N4 C10 C7 119.4(2) . . ?
N4 C10 C1 118.2(2) . . ?
C7 C10 C1 122.4(2) . . ?
N3 C7 C10 118.9(2) . . ?
N3 C7 C6 119.9(2) . . ?
C10 C7 C6 120.7(2) . . ?
N3 C8 C9 120.0(2) . . ?
N3 C8 C53 115.4(2) . . ?
C9 C8 C53 124.5(2) . . ?
N1 C3 C4 119.9(2) . . ?
N1 C3 C41 116.1(2) . . ?
C4 C3 C41 124.0(2) . . ?
C24 C19 C11 120.2(2) . . ?
C24 C19 C20 117.6(2) . . ?
C20 C19 C11 122.0(2) . . ?
C17 C12 C11 120.8(2) . . ?
C17 C12 C13 118.0(2) . . ?
C13 C12 C11 120.8(2) . . ?
C39 C34 C26 119.4(2) . . ?
C35 C34 C26 123.3(2) . . ?
C35 C34 C39 117.1(2) . . ?
C64 C59 C9 122.1(2) . . ?
C64 C59 C60 118.8(2) . . ?
C60 C59 C9 119.1(2) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.3(2) . . ?
C23 C24 H24 119.4 . . ?
C34 C26 C27 115.8(2) . . ?
C6 C26 C34 121.8(2) . . ?
C6 C26 C27 122.4(2) . . ?
C7 C6 C5 114.6(2) . . ?
C26 C6 C5 121.1(2) . . ?
C26 C6 C7 124.3(2) . . ?
C47 C52 H52 120.1 . . ?
C51 C52 C47 119.7(2) . . ?
C51 C52 H52 120.1 . . ?
C54 C53 C8 121.1(2) . . ?
C54 C53 C58 118.9(2) . . ?
C58 C53 C8 119.8(2) . . ?
C10 C1 C2 113.98(19) . . ?
C11 C1 C2 125.1(2) . . ?
C11 C1 C10 120.7(2) . . ?
C12 C11 C19 112.60(19) . . ?
C1 C11 C19 122.9(2) . . ?
C1 C11 C12 124.6(2) . . ?
C59 C64 H64 119.7 . . ?
C63 C64 C59 120.6(2) . . ?
C63 C64 H64 119.7 . . ?
C28 C27 C26 119.9(2) . . ?
C32 C27 C26 122.2(2) . . ?
C32 C27 C28 117.8(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 121.0(3) . . ?
C29 C28 H28 119.5 . . ?
C53 C54 H54 119.8 . . ?
C55 C54 C53 120.4(2) . . ?
C55 C54 H54 119.8 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.8(2) . . ?
C21 C20 H20 119.6 . . ?
C54 C55 H55 119.9 . . ?
C56 C55 C54 120.2(2) . . ?
C56 C55 H55 119.9 . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.9(2) . . ?
C43 C42 H42 119.6 . . ?
C59 C60 H60 119.8 . . ?
C61 C60 C59 120.3(2) . . ?
C61 C60 H60 119.8 . . ?
C12 C17 H17 119.2 . . ?
C12 C17 C16 121.7(2) . . ?
C16 C17 H17 119.2 . . ?
C23 C22 C21 117.9(2) . . ?
C23 C22 C25 120.7(3) . . ?
C21 C22 C25 121.3(3) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 C34 121.3(2) . . ?
C38 C39 H39 119.4 . . ?
C24 C23 H23 119.5 . . ?
C22 C23 C24 121.0(2) . . ?
C22 C23 H23 119.5 . . ?
C41 C46 H46 120.0 . . ?
C41 C46 C45 120.1(2) . . ?
C45 C46 H46 120.0 . . ?
C28 C29 H29 119.2 . . ?
C30 C29 C28 121.5(3) . . ?
C30 C29 H29 119.2 . . ?
C20 C21 C22 121.2(2) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C52 C51 H51 119.7 . . ?
C50 C51 C52 120.6(2) . . ?
C50 C51 H51 119.7 . . ?
C16 C15 C14 117.7(2) . . ?
C16 C15 C18 121.6(3) . . ?
C14 C15 C18 120.7(3) . . ?
C51 C50 H50 120.1 . . ?
C51 C50 C49 119.8(2) . . ?
C49 C50 H50 120.1 . . ?
C29 C30 C31 117.7(2) . . ?
C29 C30 C33 121.1(3) . . ?
C31 C30 C33 121.2(3) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 C47 120.7(2) . . ?
C49 C48 H48 119.6 . . ?
C34 C35 H35 119.5 . . ?
C36 C35 C34 121.0(3) . . ?
C36 C35 H35 119.5 . . ?
C53 C58 H58 119.9 . . ?
C57 C58 C53 120.3(2) . . ?
C57 C58 H58 119.9 . . ?
C64 C63 H63 119.9 . . ?
C64 C63 C62 120.2(2) . . ?
C62 C63 H63 119.9 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 119.9 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.5(3) . . ?
C31 C32 H32 119.7 . . ?
C39 C38 H38 119.4 . . ?
C39 C38 C37 121.3(3) . . ?
C37 C38 H38 119.4 . . ?
C46 C45 H45 119.8 . . ?
C44 C45 C46 120.5(3) . . ?
C44 C45 H45 119.8 . . ?
C30 C31 H31 119.2 . . ?
C32 C31 C30 121.5(3) . . ?
C32 C31 H31 119.2 . . ?
C35 C36 H36 119.2 . . ?
C37 C36 C35 121.6(3) . . ?
C37 C36 H36 119.2 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
C63 C62 H62 120.2 . . ?
C61 C62 C63 119.5(2) . . ?
C61 C62 H62 120.2 . . ?
C60 C61 H61 119.8 . . ?
C62 C61 C60 120.5(2) . . ?
C62 C61 H61 119.8 . . ?
C42 C43 H43 120.2 . . ?
C42 C43 C44 119.5(3) . . ?
C44 C43 H43 120.2 . . ?
C15 C14 H14 119.1 . . ?
C13 C14 C15 121.7(2) . . ?
C13 C14 H14 119.1 . . ?
C45 C44 C43 120.2(2) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C55 C56 H56 120.1 . . ?
C55 C56 C57 119.9(2) . . ?
C57 C56 H56 120.1 . . ?
C38 C37 C40 120.6(3) . . ?
C36 C37 C38 117.8(2) . . ?
C36 C37 C40 121.6(3) . . ?
C50 C49 C48 119.9(3) . . ?
C50 C49 H49 120.0 . . ?
C48 C49 H49 120.0 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C58 C57 C56 120.4(3) . . ?
C58 C57 H57 119.8 . . ?
C56 C57 H57 119.8 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C65 Cl2 Cl2 149.5(6) . 2_667 ?
Cl1 C65 Cl2 147.4(7) . . ?
Cl1 C65 H65A 99.9 . . ?
Cl1 C65 H65B 99.9 . . ?
Cl2 C65 H65A 99.9 . . ?
Cl2 C65 H65B 99.9 . . ?
H65A C65 H65B 104.2 . . ?
Cl1 C65A Cl2A 101.1(19) . . ?
Cl1 C65A H65C 111.5 . . ?
Cl1 C65A H65D 111.5 . . ?
Cl2A C65A H65C 111.5 . . ?
Cl2A C65A H65D 111.5 . . ?
H65C C65A H65D 109.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C9 C8 N3 -16.5(3) . . . . ?
N4 C9 C8 C53 159.8(2) . . . . ?
N4 C9 C59 C64 141.4(2) . . . . ?
N4 C9 C59 C60 -37.4(3) . . . . ?
N4 C10 C7 N3 -20.0(3) . . . . ?
N4 C10 C7 C6 168.4(2) . . . . ?
N4 C10 C1 C2 -155.0(2) . . . . ?
N4 C10 C1 C11 29.8(3) . . . . ?
N2 C4 C47 C52 140.3(2) . . . . ?
N2 C4 C47 C48 -36.2(3) . . . . ?
N2 C4 C3 N1 -8.2(3) . . . . ?
N2 C4 C3 C41 170.8(2) . . . . ?
N2 C5 C6 C7 -161.0(2) . . . . ?
N2 C5 C6 C26 19.6(3) . . . . ?
N1 C2 C5 N2 -9.5(3) . . . . ?
N1 C2 C5 C6 176.0(2) . . . . ?
N1 C2 C1 C10 165.3(2) . . . . ?
N1 C2 C1 C11 -19.8(4) . . . . ?
N3 C7 C6 C5 -179.5(2) . . . . ?
N3 C7 C6 C26 -0.1(4) . . . . ?
N3 C8 C53 C54 134.3(2) . . . . ?
N3 C8 C53 C58 -40.8(3) . . . . ?
C2 N1 C3 C4 5.5(3) . . . . ?
C2 N1 C3 C41 -173.6(2) . . . . ?
C2 C5 C6 C7 13.8(3) . . . . ?
C2 C5 C6 C26 -165.6(2) . . . . ?
C2 C1 C11 C19 -159.4(2) . . . . ?
C2 C1 C11 C12 20.2(4) . . . . ?
C9 N4 C10 C7 11.5(3) . . . . ?
C9 N4 C10 C1 -168.4(2) . . . . ?
C9 C8 C53 C54 -42.1(3) . . . . ?
C9 C8 C53 C58 142.7(2) . . . . ?
C9 C59 C64 C63 -178.7(2) . . . . ?
C9 C59 C60 C61 179.2(2) . . . . ?
C4 N2 C5 C2 6.7(3) . . . . ?
C4 N2 C5 C6 -178.3(2) . . . . ?
C4 C47 C52 C51 -177.7(2) . . . . ?
C4 C47 C48 C49 177.4(2) . . . . ?
C5 N2 C4 C47 -176.9(2) . . . . ?
C5 N2 C4 C3 1.9(3) . . . . ?
C5 C2 C1 C10 -18.9(3) . . . . ?
C5 C2 C1 C11 156.0(2) . . . . ?
C47 C4 C3 N1 170.4(2) . . . . ?
C47 C4 C3 C41 -10.7(4) . . . . ?
C47 C52 C51 C50 0.4(4) . . . . ?
C47 C48 C49 C50 0.6(4) . . . . ?
C41 C42 C43 C44 -0.2(4) . . . . ?
C41 C46 C45 C44 -0.6(4) . . . . ?
C10 N4 C9 C8 6.2(3) . . . . ?
C10 N4 C9 C59 -174.8(2) . . . . ?
C10 C7 C6 C5 -7.9(3) . . . . ?
C10 C7 C6 C26 171.5(2) . . . . ?
C10 C1 C11 C19 15.2(4) . . . . ?
C10 C1 C11 C12 -165.2(2) . . . . ?
C7 N3 C8 C9 7.9(3) . . . . ?
C7 N3 C8 C53 -168.7(2) . . . . ?
C7 C10 C1 C2 25.2(3) . . . . ?
C7 C10 C1 C11 -150.0(2) . . . . ?
C8 N3 C7 C10 9.8(3) . . . . ?
C8 N3 C7 C6 -178.5(2) . . . . ?
C8 C9 C59 C64 -39.7(3) . . . . ?
C8 C9 C59 C60 141.5(2) . . . . ?
C8 C53 C54 C55 -174.9(2) . . . . ?
C8 C53 C58 C57 176.1(3) . . . . ?
C3 N1 C2 C5 3.1(3) . . . . ?
C3 N1 C2 C1 178.9(2) . . . . ?
C3 C4 C47 C52 -38.3(4) . . . . ?
C3 C4 C47 C48 145.2(2) . . . . ?
C3 C41 C42 C43 -178.3(2) . . . . ?
C3 C41 C46 C45 178.8(2) . . . . ?
C19 C24 C23 C22 1.6(4) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C12 C17 C16 C15 2.4(4) . . . . ?
C12 C13 C14 C15 3.0(4) . . . . ?
C34 C26 C6 C5 31.6(4) . . . . ?
C34 C26 C6 C7 -147.8(2) . . . . ?
C34 C26 C27 C28 -136.9(2) . . . . ?
C34 C26 C27 C32 38.8(3) . . . . ?
C34 C39 C38 C37 0.0(4) . . . . ?
C34 C35 C36 C37 1.0(4) . . . . ?
C59 C9 C8 N3 164.6(2) . . . . ?
C59 C9 C8 C53 -19.1(3) . . . . ?
C59 C64 C63 C62 -0.9(4) . . . . ?
C59 C60 C61 C62 0.0(4) . . . . ?
C24 C19 C11 C12 42.6(3) . . . . ?
C24 C19 C11 C1 -137.8(2) . . . . ?
C24 C19 C20 C21 2.6(4) . . . . ?
C26 C34 C39 C38 176.1(2) . . . . ?
C26 C34 C35 C36 -176.4(2) . . . . ?
C26 C27 C28 C29 177.1(2) . . . . ?
C26 C27 C32 C31 -178.0(2) . . . . ?
C6 C26 C27 C28 44.7(3) . . . . ?
C6 C26 C27 C32 -139.7(3) . . . . ?
C52 C47 C48 C49 0.8(4) . . . . ?
C52 C51 C50 C49 1.0(4) . . . . ?
C53 C54 C55 C56 -0.9(4) . . . . ?
C53 C58 C57 C56 -1.4(5) . . . . ?
C1 C2 C5 N2 174.7(2) . . . . ?
C1 C2 C5 C6 0.1(3) . . . . ?
C1 C10 C7 N3 159.8(2) . . . . ?
C1 C10 C7 C6 -11.8(3) . . . . ?
C11 C19 C24 C23 -179.4(2) . . . . ?
C11 C19 C20 C21 178.7(2) . . . . ?
C11 C12 C17 C16 172.8(2) . . . . ?
C11 C12 C13 C14 -175.5(2) . . . . ?
C64 C59 C60 C61 0.3(4) . . . . ?
C64 C63 C62 C61 1.2(4) . . . . ?
C27 C26 C6 C5 -150.1(2) . . . . ?
C27 C26 C6 C7 30.5(4) . . . . ?
C27 C28 C29 C30 0.4(4) . . . . ?
C27 C32 C31 C30 1.6(4) . . . . ?
C28 C27 C32 C31 -2.3(4) . . . . ?
C28 C29 C30 C31 -1.2(4) . . . . ?
C28 C29 C30 C33 178.6(2) . . . . ?
C54 C53 C58 C57 0.9(4) . . . . ?
C54 C55 C56 C57 0.4(4) . . . . ?
C20 C19 C24 C23 -3.3(3) . . . . ?
C20 C19 C11 C12 -133.4(2) . . . . ?
C20 C19 C11 C1 46.3(3) . . . . ?
C55 C56 C57 C58 0.8(5) . . . . ?
C42 C41 C3 N1 143.1(2) . . . . ?
C42 C41 C3 C4 -35.9(3) . . . . ?
C42 C41 C46 C45 1.0(4) . . . . ?
C42 C43 C44 C45 0.6(4) . . . . ?
C60 C59 C64 C63 0.1(4) . . . . ?
C17 C12 C11 C19 -109.3(3) . . . . ?
C17 C12 C11 C1 71.0(3) . . . . ?
C17 C12 C13 C14 -2.7(4) . . . . ?
C39 C34 C26 C6 41.7(4) . . . . ?
C39 C34 C26 C27 -136.7(2) . . . . ?
C39 C34 C35 C36 -1.0(4) . . . . ?
C39 C38 C37 C36 0.0(4) . . . . ?
C39 C38 C37 C40 -179.6(3) . . . . ?
C23 C22 C21 C20 -1.5(4) . . . . ?
C46 C41 C3 N1 -34.6(3) . . . . ?
C46 C41 C3 C4 146.3(2) . . . . ?
C46 C41 C42 C43 -0.5(4) . . . . ?
C46 C45 C44 C43 -0.1(4) . . . . ?
C29 C30 C31 C32 0.2(4) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C51 C50 C49 C48 -1.5(4) . . . . ?
C48 C47 C52 C51 -1.3(4) . . . . ?
C35 C34 C26 C6 -143.0(3) . . . . ?
C35 C34 C26 C27 38.6(4) . . . . ?
C35 C34 C39 C38 0.5(4) . . . . ?
C35 C36 C37 C38 -0.5(4) . . . . ?
C35 C36 C37 C40 179.1(3) . . . . ?
C58 C53 C54 C55 0.3(4) . . . . ?
C63 C62 C61 C60 -0.7(4) . . . . ?
C13 C12 C11 C19 63.2(3) . . . . ?
C13 C12 C11 C1 -116.4(3) . . . . ?
C13 C12 C17 C16 0.1(4) . . . . ?
C32 C27 C28 C29 1.3(3) . . . . ?
C16 C15 C14 C13 -0.5(4) . . . . ?
C14 C15 C16 C17 -2.2(4) . . . . ?
C25 C22 C23 C24 -178.5(2) . . . . ?
C25 C22 C21 C20 177.9(2) . . . . ?
C33 C30 C31 C32 -179.6(2) . . . . ?
C18 C15 C16 C17 177.3(3) . . . . ?
C18 C15 C14 C13 -180.0(3) . . . . ?

_olex2_submission_original_sample_id yi200310-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.305
_oxdiff_exptl_absorpt_empirical_full_min 0.289
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200310-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176750'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-03-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200310-sgwr2
_chemical_formula_moiety         'C64 H48 N4, C3 H7'
_chemical_formula_sum            'C67 H55 N4'
_chemical_formula_weight         916.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.8366(2)
_cell_length_b                   14.3012(2)
_cell_length_c                   15.4141(3)
_cell_angle_alpha                73.7712(15)
_cell_angle_beta                 71.2750(16)
_cell_angle_gamma                61.2700(17)
_cell_volume                     2504.14(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18703
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.7100
_cell_measurement_theta_min      3.0430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             970
_exptl_crystal_recrystallization_method EtOAc/hexane
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28717
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.107
_diffrn_reflns_theta_min         3.062
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  30.00   0.50    0.36    --  -42.80  84.00 164.00  186
  2  ω    -47.00 -20.00   0.50    0.36    --  -42.80 125.00 120.00   54
  3  ω    -77.00 -17.00   0.50    0.62    --  -84.50  45.00 150.00  120
  4  ω    -87.00 -62.00   0.50    0.62    --  -84.50  84.00 164.00   50
  5  ω    -95.00 -69.00   0.50    0.36    --  -42.80 125.00 120.00   52
  6  ω    -53.00  -6.00   0.50    0.62    --  -84.50  30.00   0.00   94
  7  ω    -61.00 -15.00   0.50    0.62    --  -84.50  45.00 -30.00   92
  8  ω   -130.00 -77.00   0.50    0.62    --  -84.50 -84.00  44.00  106
  9  ω   -116.00 -77.00   0.50    0.36    --  -42.80-125.00  90.00   78
 10  ω    -26.00  73.00   0.50    0.36    --   42.80 -84.00  44.00  198
 11  ω     43.00 141.00   0.50    0.62    --  108.63 -84.00  44.00  196
 12  ω     75.00 116.00   0.50    0.62    --  108.63-125.00  90.00   82
 13  ω     76.00 102.00   0.50    0.62    --  108.63 -94.00 -30.00   52
 14  ω     45.00 104.00   0.50    0.62    --  108.63 -94.00   0.00  118
 15  ω     49.00 103.00   0.50    0.62    --  108.63 -94.00 -60.00  108
 16  ω     63.00 105.00   0.50    0.62    --  108.63 -94.00-120.00   84
 17  ω     71.00 114.00   0.50    0.62    --  108.63-125.00-150.00   86
 18  ω     73.00  98.00   0.50    0.62    --  108.63-125.00-180.00   50
 19  ω     40.00 116.00   0.50    0.62    --  108.63-125.00-120.00  152
 20  ω     34.00  66.00   0.50    0.62    --  108.63 -30.00 -90.00   64
 21  ω     37.00  63.00   0.50    0.62    --  108.63 -30.00 -30.00   52
 22  ω     35.00  66.00   0.50    0.62    --  108.63 -30.00  30.00   62
 23  ω     40.00  70.00   0.50    0.62    --  108.63 -45.00  60.00   60
 24  ω     31.00  65.00   0.50    0.62    --  108.63 -30.00   0.00   68
 25  ω     31.00  65.00   0.50    0.62    --  108.63 -30.00  60.00   68
 26  ω     30.00  66.00   0.50    0.62    --  108.63 -30.00  90.00   72
 27  ω     87.00 155.00   0.50    0.62    --  108.63  45.00  60.00  136
 28  ω    126.00 177.00   0.50    0.62    --  108.63  77.00 120.00  102
 29  ω    133.00 177.00   0.50    0.62    --  108.63  61.00 -30.00   88
 30  ω    105.00 131.00   0.50    0.62    --  108.63  45.00 -60.00   52
 31  ω     89.00 115.00   0.50    0.62    --  108.63  61.00 -30.00   52
 32  ω     89.00 117.00   0.50    0.36    --   42.80 125.00  90.00   56
 33  ω     91.00 116.00   0.50    0.36    --   42.80 125.00 150.00   50
 34  ω     82.00 153.00   0.50    0.62    --  108.63  84.00 164.00  142
 35  ω     89.00 115.00   0.50    0.62    --  108.63  77.00 120.00   52
 36  ω     30.00  55.00   0.50    0.62    --  108.63 -30.00-120.00   50
 37  ω     30.00  64.00   0.50    0.62    --  108.63 -30.00-150.00   68
 38  ω     35.00  69.00   0.50    0.62    --  108.63 -45.00-180.00   68
 39  ω     30.00  63.00   0.50    0.62    --  108.63 -30.00-180.00   66
 40  ω     35.00  80.00   0.50    0.62    --  108.63 -94.00 -90.00   90
 41  ω     35.00  60.00   0.50    0.62    --  108.63-125.00-150.00   50
 42  ω    -35.00  62.00   0.50    0.36    --   42.80 -37.00 120.00  194
 43  ω   -104.00 -71.00   0.50    0.36    --  -42.80-125.00-150.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0940812000
_diffrn_orient_matrix_UB_12      0.1108940000
_diffrn_orient_matrix_UB_13      0.0233978000
_diffrn_orient_matrix_UB_21      -0.0364172000
_diffrn_orient_matrix_UB_22      0.0215619000
_diffrn_orient_matrix_UB_23      -0.0908720000
_diffrn_orient_matrix_UB_31      -0.0823265000
_diffrn_orient_matrix_UB_32      -0.0517624000
_diffrn_orient_matrix_UB_33      0.0508964000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9193
_reflns_number_total             10106
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     645
_refine_ls_number_reflns         10106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0734P)²+0.8298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1315
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C65(H65A,H65B), C66(H66A,H66B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C39(H39), C13(H13), C42(H42), C64(H64), C28(H28), C54(H54),
 C16(H16), C46(H46), C35(H35), C52(H52), C20(H20), C58(H58), C14(H14), C60(H60),
  C55(H55), C24(H24), C48(H48), C43(H43), C29(H29), C38(H38), C23(H23),
 C56(H56), C45(H45), C51(H51), C32(H32), C44(H44), C36(H36), C63(H63), C21(H21),
  C62(H62), C50(H50), C61(H61), C31(H31), C57(H57), C49(H49)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C33(H33A,H33B,
 H33C), C67(H67A,H67B,H67C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.73691(8) 0.28944(8) 0.27292(7) 0.0193(2) Uani 1 1 d . . . . .
N3 N 0.29331(8) 0.54827(8) 0.38489(7) 0.0194(2) Uani 1 1 d . . . . .
N2 N 0.58330(8) 0.25766(8) 0.22224(7) 0.0197(2) Uani 1 1 d . . . . .
N4 N 0.44861(9) 0.61717(8) 0.38294(7) 0.0207(2) Uani 1 1 d . . . . .
C3 C 0.76900(10) 0.20028(10) 0.23941(8) 0.0195(2) Uani 1 1 d . . . . .
C2 C 0.62967(10) 0.36521(9) 0.27911(8) 0.0185(2) Uani 1 1 d . . . . .
C53 C 0.14072(10) 0.67157(10) 0.48011(8) 0.0203(2) Uani 1 1 d . . . . .
C7 C 0.40041(10) 0.50117(9) 0.33797(8) 0.0187(2) Uani 1 1 d . . . . .
C8 C 0.26075(10) 0.63097(10) 0.42792(8) 0.0192(2) Uani 1 1 d . . . . .
C4 C 0.69279(10) 0.19161(10) 0.20209(8) 0.0196(2) Uani 1 1 d . . . . .
C5 C 0.54806(10) 0.34043(9) 0.26689(8) 0.0183(2) Uani 1 1 d . . . . .
C12 C 0.78910(10) 0.46567(9) 0.19990(8) 0.0200(2) Uani 1 1 d . . . . .
C17 C 0.89021(11) 0.45147(10) 0.21393(9) 0.0227(3) Uani 1 1 d . . . . .
H17 H 0.889842 0.470376 0.267112 0.027 Uiso 1 1 calc R . . . .
C10 C 0.48209(10) 0.53128(9) 0.34264(8) 0.0191(2) Uani 1 1 d . . . . .
C11 C 0.68127(10) 0.51203(10) 0.26908(8) 0.0196(2) Uani 1 1 d . . . . .
C59 C 0.30914(11) 0.77085(10) 0.45616(8) 0.0218(2) Uani 1 1 d . . . . .
C19 C 0.67000(10) 0.60633(10) 0.30185(9) 0.0202(2) Uani 1 1 d . . . . .
C41 C 0.88516(10) 0.11623(10) 0.24234(8) 0.0208(2) Uani 1 1 d . . . . .
C6 C 0.42740(10) 0.41302(9) 0.28989(8) 0.0190(2) Uani 1 1 d . . . . .
C47 C 0.72563(10) 0.11860(10) 0.13522(8) 0.0209(2) Uani 1 1 d . . . . .
C1 C 0.60218(10) 0.47192(10) 0.29813(8) 0.0192(2) Uani 1 1 d . . . . .
C9 C 0.33950(10) 0.67056(10) 0.42205(8) 0.0201(2) Uani 1 1 d . . . . .
C27 C 0.24043(10) 0.49939(10) 0.24642(9) 0.0213(2) Uani 1 1 d . . . . .
C26 C 0.34414(10) 0.40335(10) 0.26719(8) 0.0202(2) Uani 1 1 d . . . . .
C34 C 0.35373(10) 0.29829(10) 0.25897(9) 0.0213(2) Uani 1 1 d . . . . .
C39 C 0.39019(10) 0.20880(10) 0.32674(9) 0.0246(3) Uani 1 1 d . . . . .
H39 H 0.411520 0.215015 0.375496 0.029 Uiso 1 1 calc R . . . .
C13 C 0.79237(11) 0.44100(11) 0.11682(9) 0.0245(3) Uani 1 1 d . . . . .
H13 H 0.725888 0.451763 0.104548 0.029 Uiso 1 1 calc R . . . .
C42 C 0.91062(11) 0.00681(10) 0.26256(9) 0.0248(3) Uani 1 1 d . . . . .
H42 H 0.853667 -0.014973 0.274060 0.030 Uiso 1 1 calc R . . . .
C15 C 0.99551(11) 0.38252(10) 0.06868(9) 0.0258(3) Uani 1 1 d . . . . .
C64 C 0.20701(11) 0.86161(10) 0.44914(9) 0.0258(3) Uani 1 1 d . . . . .
H64 H 0.155348 0.858972 0.424506 0.031 Uiso 1 1 calc R . . . .
C28 C 0.24927(11) 0.59230(10) 0.19190(9) 0.0246(3) Uani 1 1 d . . . . .
H28 H 0.319166 0.594529 0.173174 0.030 Uiso 1 1 calc R . . . .
C54 C 0.10401(11) 0.70516(10) 0.56633(9) 0.0235(3) Uani 1 1 d . . . . .
H54 H 0.155139 0.704550 0.593837 0.028 Uiso 1 1 calc R . . . .
C16 C 0.99161(11) 0.40961(11) 0.15002(9) 0.0256(3) Uani 1 1 d . . . . .
H16 H 1.058038 0.399533 0.161879 0.031 Uiso 1 1 calc R . . . .
C46 C 0.97124(11) 0.14746(11) 0.22643(9) 0.0255(3) Uani 1 1 d . . . . .
H46 H 0.955104 0.220336 0.214106 0.031 Uiso 1 1 calc R . . . .
C35 C 0.32057(11) 0.28637(11) 0.18777(10) 0.0271(3) Uani 1 1 d . . . . .
H35 H 0.293377 0.345221 0.142939 0.033 Uiso 1 1 calc R . . . .
C52 C 0.82377(11) 0.09822(11) 0.06544(9) 0.0247(3) Uani 1 1 d . . . . .
H52 H 0.873598 0.125265 0.063761 0.030 Uiso 1 1 calc R . . . .
C20 C 0.66411(12) 0.70066(11) 0.24121(10) 0.0277(3) Uani 1 1 d . . . . .
H20 H 0.660414 0.708017 0.180327 0.033 Uiso 1 1 calc R . . . .
C58 C 0.06280(11) 0.67100(11) 0.44121(10) 0.0270(3) Uani 1 1 d . . . . .
H58 H 0.086868 0.647380 0.384276 0.032 Uiso 1 1 calc R . . . .
C14 C 0.89383(12) 0.40065(11) 0.05260(9) 0.0272(3) Uani 1 1 d . . . . .
H14 H 0.893919 0.385407 -0.002266 0.033 Uiso 1 1 calc R . . . .
C60 C 0.38568(12) 0.77627(11) 0.49317(10) 0.0279(3) Uani 1 1 d . . . . .
H60 H 0.454433 0.716779 0.497669 0.033 Uiso 1 1 calc R . . . .
C55 C -0.00947(11) 0.73956(11) 0.61097(9) 0.0289(3) Uani 1 1 d . . . . .
H55 H -0.033875 0.762204 0.668372 0.035 Uiso 1 1 calc R . . . .
C24 C 0.67966(11) 0.59647(11) 0.39127(9) 0.0262(3) Uani 1 1 d . . . . .
H24 H 0.683980 0.533866 0.432563 0.031 Uiso 1 1 calc R . . . .
C48 C 0.65190(12) 0.07756(11) 0.13647(10) 0.0282(3) Uani 1 1 d . . . . .
H48 H 0.585719 0.091202 0.182246 0.034 Uiso 1 1 calc R . . . .
C43 C 1.02019(12) -0.07002(11) 0.26570(10) 0.0298(3) Uani 1 1 d . . . . .
H43 H 1.036271 -0.142912 0.279795 0.036 Uiso 1 1 calc R . . . .
C29 C 0.15613(12) 0.68118(11) 0.16515(10) 0.0301(3) Uani 1 1 d . . . . .
H29 H 0.164632 0.741706 0.128412 0.036 Uiso 1 1 calc R . . . .
C22 C 0.67343(11) 0.77392(11) 0.36087(11) 0.0299(3) Uani 1 1 d . . . . .
C38 C 0.39514(11) 0.11092(11) 0.32260(10) 0.0292(3) Uani 1 1 d . . . . .
H38 H 0.418724 0.052922 0.369043 0.035 Uiso 1 1 calc R . . . .
C23 C 0.68300(12) 0.67826(11) 0.42013(10) 0.0297(3) Uani 1 1 d . . . . .
H23 H 0.691741 0.668935 0.479774 0.036 Uiso 1 1 calc R . . . .
C56 C -0.08645(11) 0.74059(11) 0.57125(10) 0.0314(3) Uani 1 1 d . . . . .
H56 H -0.162370 0.764872 0.601214 0.038 Uiso 1 1 calc R . . . .
C45 C 1.08081(11) 0.07046(12) 0.22890(10) 0.0305(3) Uani 1 1 d . . . . .
H45 H 1.137910 0.091949 0.217742 0.037 Uiso 1 1 calc R . . . .
C51 C 0.84764(12) 0.03783(11) -0.00159(9) 0.0301(3) Uani 1 1 d . . . . .
H51 H 0.912949 0.025129 -0.048248 0.036 Uiso 1 1 calc R . . . .
C32 C 0.13416(11) 0.49912(11) 0.27296(10) 0.0286(3) Uani 1 1 d . . . . .
H32 H 0.125775 0.437968 0.308213 0.034 Uiso 1 1 calc R . . . .
C37 C 0.36534(11) 0.09809(11) 0.24999(11) 0.0312(3) Uani 1 1 d . . . . .
C44 C 1.10575(12) -0.03824(12) 0.24786(10) 0.0309(3) Uani 1 1 d . . . . .
H44 H 1.179548 -0.089701 0.248621 0.037 Uiso 1 1 calc R . . . .
C36 C 0.32776(12) 0.18739(11) 0.18313(11) 0.0316(3) Uani 1 1 d . . . . .
H36 H 0.306976 0.180812 0.134222 0.038 Uiso 1 1 calc R . . . .
C30 C 0.04995(12) 0.68110(11) 0.19253(11) 0.0319(3) Uani 1 1 d . . . . .
C63 C 0.18181(13) 0.95564(11) 0.47851(10) 0.0329(3) Uani 1 1 d . . . . .
H63 H 0.113807 1.015823 0.473051 0.039 Uiso 1 1 calc R . . . .
C21 C 0.66375(13) 0.78372(11) 0.27121(11) 0.0324(3) Uani 1 1 d . . . . .
H21 H 0.656889 0.847305 0.230589 0.039 Uiso 1 1 calc R . . . .
C62 C 0.25782(14) 0.95992(12) 0.51591(10) 0.0352(3) Uani 1 1 d . . . . .
H62 H 0.240797 1.022751 0.536059 0.042 Uiso 1 1 calc R . . . .
C50 C 0.77443(13) -0.00348(12) 0.00092(10) 0.0337(3) Uani 1 1 d . . . . .
H50 H 0.790899 -0.044582 -0.043608 0.040 Uiso 1 1 calc R . . . .
C61 C 0.35944(13) 0.87028(13) 0.52329(11) 0.0346(3) Uani 1 1 d . . . . .
H61 H 0.410414 0.873155 0.548600 0.042 Uiso 1 1 calc R . . . .
C18 C 1.10665(12) 0.33456(12) 0.00116(11) 0.0342(3) Uani 1 1 d . . . . .
H18A H 1.161338 0.350461 0.012104 0.051 Uiso 1 1 calc GR . . . .
H18B H 1.096541 0.364898 -0.061017 0.051 Uiso 1 1 calc GR . . . .
H18C H 1.132791 0.257812 0.009422 0.051 Uiso 1 1 calc GR . . . .
C31 C 0.04050(12) 0.58951(12) 0.24718(12) 0.0343(3) Uani 1 1 d . . . . .
H31 H -0.029933 0.588335 0.267102 0.041 Uiso 1 1 calc R . . . .
C57 C -0.04968(12) 0.70512(12) 0.48634(11) 0.0341(3) Uani 1 1 d . . . . .
H57 H -0.100807 0.704319 0.459771 0.041 Uiso 1 1 calc R . . . .
C49 C 0.67670(14) 0.01645(13) 0.06979(11) 0.0350(3) Uani 1 1 d . . . . .
H49 H 0.627424 -0.011207 0.071395 0.042 Uiso 1 1 calc R . . . .
C40 C 0.37420(13) -0.00956(12) 0.24475(15) 0.0442(4) Uani 1 1 d . . . . .
H40A H 0.445159 -0.065598 0.257185 0.066 Uiso 1 1 calc GR . . . .
H40B H 0.369621 -0.009529 0.183897 0.066 Uiso 1 1 calc GR . . . .
H40C H 0.313450 -0.022092 0.289820 0.066 Uiso 1 1 calc GR . . . .
C25 C 0.67374(16) 0.86482(13) 0.39207(14) 0.0463(4) Uani 1 1 d . . . . .
H25A H 0.609369 0.890738 0.441811 0.070 Uiso 1 1 calc GR . . . .
H25B H 0.670318 0.922426 0.341168 0.070 Uiso 1 1 calc GR . . . .
H25C H 0.741735 0.839113 0.413070 0.070 Uiso 1 1 calc GR . . . .
C33 C -0.05060(15) 0.77804(14) 0.16255(16) 0.0521(5) Uani 1 1 d . . . . .
H33A H -0.058559 0.840973 0.180414 0.078 Uiso 1 1 calc GR . . . .
H33B H -0.117631 0.766930 0.191682 0.078 Uiso 1 1 calc GR . . . .
H33C H -0.039644 0.787973 0.096462 0.078 Uiso 1 1 calc GR . . . .
C65 C 0.47640(15) 0.47583(18) -0.02156(12) 0.0536(5) Uani 1 1 d . . . . .
H65A H 0.395614 0.502400 0.003844 0.064 Uiso 1 1 calc R . . . .
H65B H 0.487511 0.501317 -0.087679 0.064 Uiso 1 1 calc R . . . .
C66 C 0.52848(17) 0.35364(19) -0.00657(13) 0.0597(5) Uani 1 1 d . . . . .
H66A H 0.509747 0.328026 0.059074 0.072 Uiso 1 1 calc R . . . .
H66B H 0.610069 0.326523 -0.025578 0.072 Uiso 1 1 calc R . . . .
C67 C 0.4890(2) 0.3074(2) -0.05980(17) 0.0727(6) Uani 1 1 d . . . . .
H67A H 0.509144 0.330639 -0.125045 0.109 Uiso 1 1 calc GR . . . .
H67B H 0.408410 0.332663 -0.040512 0.109 Uiso 1 1 calc GR . . . .
H67C H 0.524588 0.230095 -0.047210 0.109 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.3290(15) . ?
N1 C2 1.3440(15) . ?
N3 C7 1.3407(15) . ?
N3 C8 1.3328(15) . ?
N2 C4 1.3305(15) . ?
N2 C5 1.3408(15) . ?
N4 C10 1.3431(15) . ?
N4 C9 1.3381(16) . ?
C3 C4 1.4189(16) . ?
C3 C41 1.4795(16) . ?
C2 C5 1.4123(16) . ?
C2 C1 1.4765(16) . ?
C53 C8 1.4896(16) . ?
C53 C54 1.3941(17) . ?
C53 C58 1.3960(18) . ?
C7 C10 1.4160(16) . ?
C7 C6 1.4730(16) . ?
C8 C9 1.4201(16) . ?
C4 C47 1.4845(16) . ?
C5 C6 1.4664(16) . ?
C12 C17 1.3936(17) . ?
C12 C11 1.4917(16) . ?
C12 C13 1.4022(17) . ?
C17 C16 1.3900(18) . ?
C10 C1 1.4799(16) . ?
C11 C19 1.4920(16) . ?
C11 C1 1.3684(17) . ?
C59 C9 1.4868(16) . ?
C59 C64 1.3963(18) . ?
C59 C60 1.3944(18) . ?
C19 C20 1.3924(18) . ?
C19 C24 1.3889(18) . ?
C41 C42 1.3921(18) . ?
C41 C46 1.3932(17) . ?
C6 C26 1.3812(17) . ?
C47 C52 1.3938(17) . ?
C47 C48 1.3937(18) . ?
C27 C26 1.4841(17) . ?
C27 C28 1.3974(18) . ?
C27 C32 1.3957(17) . ?
C26 C34 1.4816(16) . ?
C34 C39 1.3978(18) . ?
C34 C35 1.3954(18) . ?
C39 C38 1.3868(18) . ?
C13 C14 1.3899(18) . ?
C42 C43 1.3871(19) . ?
C15 C16 1.3902(19) . ?
C15 C14 1.3947(19) . ?
C15 C18 1.5086(18) . ?
C64 C63 1.3867(18) . ?
C28 C29 1.3856(18) . ?
C54 C55 1.3906(18) . ?
C46 C45 1.3861(18) . ?
C35 C36 1.3911(18) . ?
C52 C51 1.3885(18) . ?
C20 C21 1.3873(19) . ?
C58 C57 1.3816(19) . ?
C60 C61 1.3880(19) . ?
C55 C56 1.381(2) . ?
C24 C23 1.3871(18) . ?
C48 C49 1.3875(19) . ?
C43 C44 1.386(2) . ?
C29 C30 1.393(2) . ?
C22 C23 1.389(2) . ?
C22 C21 1.393(2) . ?
C22 C25 1.5091(18) . ?
C38 C37 1.393(2) . ?
C56 C57 1.387(2) . ?
C45 C44 1.384(2) . ?
C51 C50 1.383(2) . ?
C32 C31 1.393(2) . ?
C37 C36 1.390(2) . ?
C37 C40 1.5077(19) . ?
C30 C31 1.386(2) . ?
C30 C33 1.507(2) . ?
C63 C62 1.383(2) . ?
C62 C61 1.386(2) . ?
C50 C49 1.383(2) . ?
C65 C65 1.522(4) 2_665 ?
C65 C66 1.516(3) . ?
C66 C67 1.532(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 119.52(10) . . ?
C8 N3 C7 120.21(10) . . ?
C4 N2 C5 119.87(10) . . ?
C9 N4 C10 120.02(10) . . ?
N1 C3 C4 119.29(11) . . ?
N1 C3 C41 116.54(10) . . ?
C4 C3 C41 124.16(11) . . ?
N1 C2 C5 119.22(10) . . ?
N1 C2 C1 118.20(10) . . ?
C5 C2 C1 122.57(11) . . ?
C54 C53 C8 123.64(11) . . ?
C54 C53 C58 119.08(11) . . ?
C58 C53 C8 117.22(11) . . ?
N3 C7 C10 119.85(11) . . ?
N3 C7 C6 116.29(10) . . ?
C10 C7 C6 123.67(11) . . ?
N3 C8 C53 113.83(10) . . ?
N3 C8 C9 119.63(11) . . ?
C9 C8 C53 126.53(11) . . ?
N2 C4 C3 119.35(11) . . ?
N2 C4 C47 115.31(10) . . ?
C3 C4 C47 125.20(11) . . ?
N2 C5 C2 118.67(11) . . ?
N2 C5 C6 120.10(10) . . ?
C2 C5 C6 120.60(10) . . ?
C17 C12 C11 120.17(11) . . ?
C17 C12 C13 117.57(11) . . ?
C13 C12 C11 122.15(11) . . ?
C16 C17 C12 121.30(12) . . ?
N4 C10 C7 119.47(11) . . ?
N4 C10 C1 120.81(10) . . ?
C7 C10 C1 119.62(10) . . ?
C12 C11 C19 112.42(10) . . ?
C1 C11 C12 123.12(11) . . ?
C1 C11 C19 124.46(11) . . ?
C64 C59 C9 121.53(11) . . ?
C60 C59 C9 119.55(12) . . ?
C60 C59 C64 118.89(12) . . ?
C20 C19 C11 121.25(11) . . ?
C24 C19 C11 119.96(11) . . ?
C24 C19 C20 118.29(11) . . ?
C42 C41 C3 121.96(11) . . ?
C42 C41 C46 118.94(12) . . ?
C46 C41 C3 119.09(11) . . ?
C5 C6 C7 114.54(10) . . ?
C26 C6 C7 121.42(11) . . ?
C26 C6 C5 124.02(11) . . ?
C52 C47 C4 121.34(11) . . ?
C48 C47 C4 119.45(11) . . ?
C48 C47 C52 118.93(12) . . ?
C2 C1 C10 113.65(10) . . ?
C11 C1 C2 120.96(11) . . ?
C11 C1 C10 125.18(11) . . ?
N4 C9 C8 119.90(11) . . ?
N4 C9 C59 115.90(10) . . ?
C8 C9 C59 124.19(11) . . ?
C28 C27 C26 119.33(11) . . ?
C32 C27 C26 122.92(12) . . ?
C32 C27 C28 117.57(12) . . ?
C6 C26 C27 121.39(11) . . ?
C6 C26 C34 122.72(11) . . ?
C34 C26 C27 115.86(10) . . ?
C39 C34 C26 120.22(11) . . ?
C35 C34 C26 121.94(12) . . ?
C35 C34 C39 117.73(12) . . ?
C38 C39 C34 121.22(13) . . ?
C14 C13 C12 120.75(12) . . ?
C43 C42 C41 120.58(12) . . ?
C16 C15 C14 117.69(12) . . ?
C16 C15 C18 120.53(12) . . ?
C14 C15 C18 121.78(13) . . ?
C63 C64 C59 120.70(13) . . ?
C29 C28 C27 121.41(12) . . ?
C55 C54 C53 119.64(12) . . ?
C17 C16 C15 121.19(12) . . ?
C45 C46 C41 120.32(12) . . ?
C36 C35 C34 120.71(13) . . ?
C51 C52 C47 120.45(12) . . ?
C21 C20 C19 120.30(13) . . ?
C57 C58 C53 120.72(12) . . ?
C13 C14 C15 121.42(12) . . ?
C61 C60 C59 120.12(13) . . ?
C56 C55 C54 120.93(13) . . ?
C23 C24 C19 121.24(12) . . ?
C49 C48 C47 120.36(13) . . ?
C44 C43 C42 120.06(13) . . ?
C28 C29 C30 120.89(13) . . ?
C23 C22 C21 118.03(12) . . ?
C23 C22 C25 121.30(14) . . ?
C21 C22 C25 120.67(14) . . ?
C39 C38 C37 121.05(13) . . ?
C24 C23 C22 120.66(13) . . ?
C55 C56 C57 119.52(12) . . ?
C44 C45 C46 120.39(13) . . ?
C50 C51 C52 120.12(13) . . ?
C31 C32 C27 120.68(13) . . ?
C38 C37 C40 120.60(14) . . ?
C36 C37 C38 117.78(12) . . ?
C36 C37 C40 121.62(14) . . ?
C45 C44 C43 119.69(12) . . ?
C37 C36 C35 121.47(13) . . ?
C29 C30 C33 120.40(15) . . ?
C31 C30 C29 117.96(12) . . ?
C31 C30 C33 121.65(14) . . ?
C62 C63 C64 119.99(14) . . ?
C20 C21 C22 121.41(13) . . ?
C63 C62 C61 119.81(13) . . ?
C49 C50 C51 119.88(13) . . ?
C62 C61 C60 120.49(13) . . ?
C30 C31 C32 121.46(13) . . ?
C58 C57 C56 120.09(13) . . ?
C50 C49 C48 120.25(13) . . ?
C66 C65 C65 114.89(19) . 2_665 ?
C65 C66 C67 113.58(17) . . ?

_olex2_submission_original_sample_id yi200310-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.572
_oxdiff_exptl_absorpt_empirical_full_min 0.445
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210222-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176751'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210222-sgwr
_chemical_formula_moiety         'C64 H48 N4, 0.5(C4 O2)'
_chemical_formula_sum            'C66 H52 N4 O'
_chemical_formula_weight         917.11
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.83784(18)
_cell_length_b                   14.3149(3)
_cell_length_c                   15.3314(2)
_cell_angle_alpha                73.8179(14)
_cell_angle_beta                 71.4192(12)
_cell_angle_gamma                61.3275(16)
_cell_volume                     2496.59(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21894
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.7110
_cell_measurement_theta_min      3.0650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             968
_exptl_crystal_recrystallization_method EtOAc/EtOH
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29691
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.997
_diffrn_reflns_theta_min         3.076
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  22.00   0.50    0.91    --  -42.80  67.00  89.00  172
  2  ω    -47.00 -18.00   0.50    1.81    --  -84.50  77.00 120.00   58
  3  ω    -84.00 -59.00   0.50    1.81    --  -84.50  67.00  89.00   50
  4  ω   -111.00 -69.00   0.50    1.81    --  -84.50  77.00 120.00   84
  5  ω    -79.00 -18.00   0.50    0.91    --  -42.80 -67.00 -44.00  122
  6  ω    -96.00 -60.00   0.50    1.81    --  -84.50 -67.00 -44.00   72
  7  ω   -113.00 -85.00   0.50    0.91    --  -42.80 -67.00 -44.00   56
  8  ω   -107.00 -81.00   0.50    1.81    --  -84.50 -94.00  30.00   52
  9  ω   -135.00-101.00   0.50    1.81    --  -84.50 -67.00 -44.00   68
 10  ω   -151.00-123.00   0.50    1.81    --  -84.50 -94.00  30.00   56
 11  ω    -78.00 -12.00   0.50    1.81    --  -84.50  45.00 -90.00  132
 12  ω     92.00 117.00   0.50    0.91    --   42.80 125.00   0.00   50
 13  ω     87.00 116.00   0.50    0.91    --   42.80 125.00 -30.00   58
 14  ω     71.00 111.00   0.50    0.91    --   42.80 125.00 -60.00   80
 15  ω     86.00 178.00   0.50    1.81    --  108.63  30.00  30.00  184
 16  ω    125.00 166.00   0.50    1.81    --  108.63  67.00  89.00   82
 17  ω    122.00 164.00   0.50    1.81    --  108.63  45.00 150.00   84
 18  ω     93.00 120.00   0.50    1.81    --  108.63  67.00  89.00   54
 19  ω     49.00  78.00   0.50    1.81    --  108.63 -45.00  90.00   58
 20  ω     38.00  68.00   0.50    1.81    --  108.63 -45.00 150.00   60
 21  ω     30.00  65.00   0.50    1.81    --  108.63 -30.00  90.00   70
 22  ω     34.00  65.00   0.50    1.81    --  108.63 -30.00  30.00   62
 23  ω     38.00  63.00   0.50    1.81    --  108.63 -30.00 -30.00   50
 24  ω     41.00  78.00   0.50    1.81    --  108.63 -45.00   0.00   74
 25  ω     66.00  92.00   0.50    1.81    --  108.63 -94.00 -60.00   52
 26  ω     37.00 116.00   0.50    1.81    --  108.63-125.00 -30.00  158
 27  ω     70.00  96.00   0.50    1.81    --  108.63 -94.00  30.00   52
 28  ω     61.00 116.00   0.50    1.81    --  108.63-125.00  30.00  110
 29  ω     66.00  99.00   0.50    1.81    --  108.63-125.00 120.00   66
 30  ω     53.00 116.00   0.50    1.81    --  108.63-125.00 150.00  126
 31  ω     34.00  66.00   0.50    1.81    --  108.63 -30.00 150.00   64
 32  ω     31.00  62.00   0.50    1.81    --  108.63 -30.00  60.00   62
 33  ω     38.00 129.00   0.50    1.81    --  108.63 -67.00 -44.00  182
 34  ω     79.00 108.00   0.50    1.81    --  108.63 -94.00-180.00   58
 35  ω     73.00 116.00   0.50    1.81    --  108.63-125.00-180.00   86
 36  ω     48.00  76.00   0.50    1.81    --  108.63 -45.00-180.00   56
 37  ω     48.00  77.00   0.50    1.81    --  108.63 -45.00-150.00   58
 38  ω     33.00  58.00   0.50    1.81    --  108.63 -45.00-120.00   50
 39  ω     31.00  57.00   0.50    1.81    --  108.63 -30.00-180.00   52
 40  ω     30.00  66.00   0.50    1.81    --  108.63 -30.00 -90.00   72
 41  ω    138.00 170.00   0.50    1.81    --  108.63  30.00-120.00   64
 42  ω     43.00 107.00   0.50    1.81    --  108.63-125.00-150.00  128
 43  ω     42.00  73.00   0.50    1.81    --  108.63 -94.00 -90.00   62
 44  ω     12.00  95.00   0.50    0.91    --   42.80-125.00   0.00  166
 45  ω    -25.00   1.00   0.50    0.91    --   42.80 -67.00 -44.00   52
 46  ω     22.00 108.00   0.50    0.91    --   42.80  67.00  89.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0635343000
_diffrn_orient_matrix_UB_12      0.0797036000
_diffrn_orient_matrix_UB_13      -0.0757594000
_diffrn_orient_matrix_UB_21      0.0012176000
_diffrn_orient_matrix_UB_22      -0.0938428000
_diffrn_orient_matrix_UB_23      -0.0315205000
_diffrn_orient_matrix_UB_31      -0.1134792000
_diffrn_orient_matrix_UB_32      0.0154548000
_diffrn_orient_matrix_UB_33      0.0690531000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9300
_reflns_number_total             10091
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         10091
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+1.1297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1397
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O1(0.5) O2(0.5) C65(0.5) C66(0.5) C67(0.5) C68(0.5)
3.a Free rotating group:
 O1(O2,C65,C66,C67)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C13(H13), C39(H39), C46(H46), C54(H54), C64(H64), C16(H16),
 C42(H42), C24(H24), C52(H52), C28(H28), C20(H20), C58(H58), C55(H55), C14(H14),
  C35(H35), C60(H60), C32(H32), C45(H45), C48(H48), C43(H43), C38(H38),
 C51(H51), C44(H44), C23(H23), C56(H56), C63(H63), C50(H50), C36(H36), C21(H21),
  C31(H31), C62(H62), C29(H29), C57(H57), C61(H61), C49(H49)
3.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.73615(9) 0.29053(9) 0.27206(8) 0.0228(2) Uani 1 1 d . . . . .
N3 N 0.29300(9) 0.54807(9) 0.38331(8) 0.0227(2) Uani 1 1 d . . . . .
N4 N 0.44795(9) 0.61702(9) 0.38233(8) 0.0236(2) Uani 1 1 d . . . . .
N2 N 0.58305(9) 0.25764(9) 0.22111(8) 0.0254(2) Uani 1 1 d . . . . .
C10 C 0.48136(11) 0.53150(10) 0.34174(9) 0.0221(3) Uani 1 1 d . . . . .
C2 C 0.62928(11) 0.36579(10) 0.27790(9) 0.0221(3) Uani 1 1 d . . . . .
C8 C 0.26055(11) 0.63033(10) 0.42689(9) 0.0218(3) Uani 1 1 d . . . . .
C3 C 0.76836(11) 0.20105(10) 0.23883(9) 0.0229(3) Uani 1 1 d . . . . .
C19 C 0.66911(10) 0.60683(10) 0.30163(9) 0.0228(3) Uani 1 1 d . . . . .
C59 C 0.30855(11) 0.77028(11) 0.45590(9) 0.0242(3) Uani 1 1 d . . . . .
C1 C 0.60124(11) 0.47249(10) 0.29719(9) 0.0218(3) Uani 1 1 d . . . . .
C17 C 0.88887(11) 0.45175(11) 0.21348(10) 0.0250(3) Uani 1 1 d . . . . .
H17 H 0.888687 0.470019 0.267203 0.030 Uiso 1 1 calc R U . . .
C7 C 0.40001(11) 0.50108(10) 0.33660(9) 0.0224(3) Uani 1 1 d . . . . .
C9 C 0.33887(11) 0.67013(10) 0.42155(9) 0.0226(3) Uani 1 1 d . . . . .
C5 C 0.54774(11) 0.34083(10) 0.26548(9) 0.0231(3) Uani 1 1 d . . . . .
C53 C 0.14061(11) 0.67072(10) 0.47906(9) 0.0229(3) Uani 1 1 d . . . . .
C11 C 0.68011(11) 0.51302(10) 0.26830(9) 0.0222(3) Uani 1 1 d . . . . .
C41 C 0.88441(11) 0.11740(11) 0.24222(9) 0.0237(3) Uani 1 1 d . . . . .
C12 C 0.78739(11) 0.46703(10) 0.19857(9) 0.0228(3) Uani 1 1 d . . . . .
C4 C 0.69250(11) 0.19181(10) 0.20131(10) 0.0242(3) Uani 1 1 d . . . . .
C6 C 0.42727(11) 0.41312(10) 0.28802(9) 0.0230(3) Uani 1 1 d . . . . .
C26 C 0.34427(11) 0.40325(11) 0.26470(9) 0.0237(3) Uani 1 1 d . . . . .
C47 C 0.72536(11) 0.11833(10) 0.13459(10) 0.0243(3) Uani 1 1 d . . . . .
C27 C 0.24099(11) 0.49927(11) 0.24334(10) 0.0245(3) Uani 1 1 d . . . . .
C13 C 0.79027(12) 0.44360(11) 0.11493(10) 0.0274(3) Uani 1 1 d . . . . .
H13 H 0.723603 0.455439 0.102135 0.033 Uiso 1 1 calc R U . . .
C34 C 0.35382(10) 0.29842(11) 0.25623(10) 0.0246(3) Uani 1 1 d . . . . .
C39 C 0.38986(11) 0.20915(11) 0.32463(10) 0.0275(3) Uani 1 1 d . . . . .
H39 H 0.411017 0.215449 0.373755 0.033 Uiso 1 1 calc R U . . .
C46 C 0.97005(11) 0.14908(11) 0.22632(10) 0.0278(3) Uani 1 1 d . . . . .
H46 H 0.953646 0.221924 0.213863 0.033 Uiso 1 1 calc R U . . .
C54 C 0.10389(11) 0.70405(11) 0.56593(10) 0.0266(3) Uani 1 1 d . . . . .
H54 H 0.154939 0.703195 0.593907 0.032 Uiso 1 1 calc R U . . .
C64 C 0.20658(12) 0.86088(11) 0.44879(10) 0.0281(3) Uani 1 1 d . . . . .
H64 H 0.154752 0.858280 0.424136 0.034 Uiso 1 1 calc R U . . .
C15 C 0.99354(12) 0.38359(11) 0.06741(10) 0.0286(3) Uani 1 1 d . . . . .
C16 C 0.98995(12) 0.40977(11) 0.14946(10) 0.0282(3) Uani 1 1 d . . . . .
H16 H 1.056496 0.398979 0.161737 0.034 Uiso 1 1 calc R U . . .
C42 C 0.90992(12) 0.00819(11) 0.26251(10) 0.0279(3) Uani 1 1 d . . . . .
H42 H 0.853185 -0.013770 0.273828 0.034 Uiso 1 1 calc R U . . .
C24 C 0.67792(12) 0.59684(11) 0.39176(10) 0.0289(3) Uani 1 1 d . . . . .
H24 H 0.681524 0.534452 0.433204 0.035 Uiso 1 1 calc R U . . .
C52 C 0.82367(11) 0.09748(11) 0.06467(10) 0.0275(3) Uani 1 1 d . . . . .
H52 H 0.873427 0.124678 0.062819 0.033 Uiso 1 1 calc R U . . .
C28 C 0.25038(12) 0.59166(12) 0.18858(10) 0.0295(3) Uani 1 1 d . . . . .
H28 H 0.320568 0.593189 0.169150 0.035 Uiso 1 1 calc R U . . .
C20 C 0.66445(13) 0.70081(12) 0.24088(11) 0.0306(3) Uani 1 1 d . . . . .
H20 H 0.661562 0.708182 0.179426 0.037 Uiso 1 1 calc R U . . .
C58 C 0.06280(12) 0.67014(12) 0.43985(11) 0.0301(3) Uani 1 1 d . . . . .
H58 H 0.086902 0.646377 0.382731 0.036 Uiso 1 1 calc R U . . .
C55 C -0.00944(12) 0.73848(12) 0.61028(10) 0.0317(3) Uani 1 1 d . . . . .
H55 H -0.033945 0.761121 0.667951 0.038 Uiso 1 1 calc R U . . .
C14 C 0.89145(13) 0.40285(12) 0.05068(10) 0.0305(3) Uani 1 1 d . . . . .
H14 H 0.891304 0.388069 -0.004613 0.037 Uiso 1 1 calc R U . . .
C35 C 0.32073(12) 0.28627(12) 0.18476(11) 0.0312(3) Uani 1 1 d . . . . .
H35 H 0.293637 0.344947 0.139583 0.037 Uiso 1 1 calc R U . . .
C60 C 0.38511(12) 0.77595(12) 0.49310(11) 0.0308(3) Uani 1 1 d . . . . .
H60 H 0.453745 0.716527 0.497780 0.037 Uiso 1 1 calc R U . . .
C22 C 0.67255(12) 0.77370(12) 0.36201(12) 0.0328(3) Uani 1 1 d . . . . .
C32 C 0.13457(12) 0.49948(12) 0.27035(11) 0.0310(3) Uani 1 1 d . . . . .
H32 H 0.126012 0.438473 0.305678 0.037 Uiso 1 1 calc R U . . .
C45 C 1.07981(12) 0.07242(13) 0.22899(11) 0.0326(3) Uani 1 1 d . . . . .
H45 H 1.136670 0.094150 0.217914 0.039 Uiso 1 1 calc R U . . .
C48 C 0.65208(13) 0.07662(12) 0.13603(11) 0.0316(3) Uani 1 1 d . . . . .
H48 H 0.585891 0.090404 0.181834 0.038 Uiso 1 1 calc R U . . .
C43 C 1.01958(13) -0.06826(12) 0.26599(10) 0.0323(3) Uani 1 1 d . . . . .
H43 H 1.035905 -0.141123 0.280343 0.039 Uiso 1 1 calc R U . . .
C38 C 0.39463(11) 0.11150(12) 0.32055(11) 0.0320(3) Uani 1 1 d . . . . .
H38 H 0.417968 0.053719 0.367403 0.038 Uiso 1 1 calc R U . . .
C51 C 0.84757(13) 0.03658(12) -0.00192(10) 0.0325(3) Uani 1 1 d . . . . .
H51 H 0.912876 0.023676 -0.048642 0.039 Uiso 1 1 calc R U . . .
C37 C 0.36506(11) 0.09838(12) 0.24747(12) 0.0342(3) Uani 1 1 d . . . . .
C44 C 1.10492(12) -0.03593(12) 0.24803(11) 0.0331(3) Uani 1 1 d . . . . .
H44 H 1.178729 -0.087109 0.248824 0.040 Uiso 1 1 calc R U . . .
C23 C 0.68146(13) 0.67827(12) 0.42120(11) 0.0324(3) Uani 1 1 d . . . . .
H23 H 0.689900 0.668724 0.481319 0.039 Uiso 1 1 calc R U . . .
C56 C -0.08635(12) 0.73960(12) 0.56997(11) 0.0344(3) Uani 1 1 d . . . . .
H56 H -0.162199 0.763814 0.599887 0.041 Uiso 1 1 calc R U . . .
C63 C 0.18185(14) 0.95474(12) 0.47816(11) 0.0354(3) Uani 1 1 d . . . . .
H63 H 0.113877 1.014823 0.472772 0.043 Uiso 1 1 calc R U . . .
C50 C 0.77469(14) -0.00520(13) 0.00076(11) 0.0361(3) Uani 1 1 d . . . . .
H50 H 0.791271 -0.046625 -0.043743 0.043 Uiso 1 1 calc R U . . .
C36 C 0.32773(13) 0.18750(12) 0.18019(12) 0.0356(3) Uani 1 1 d . . . . .
H36 H 0.306956 0.180906 0.130977 0.043 Uiso 1 1 calc R U . . .
C21 C 0.66410(14) 0.78349(12) 0.27145(12) 0.0355(3) Uani 1 1 d . . . . .
H21 H 0.658088 0.846812 0.230637 0.043 Uiso 1 1 calc R U . . .
C31 C 0.04124(12) 0.59005(13) 0.24493(13) 0.0362(4) Uani 1 1 d . . . . .
H31 H -0.029221 0.589092 0.264877 0.043 Uiso 1 1 calc R U . . .
C62 C 0.25807(15) 0.95911(13) 0.51543(11) 0.0372(4) Uani 1 1 d . . . . .
H62 H 0.241324 1.022005 0.535303 0.045 Uiso 1 1 calc R U . . .
C29 C 0.15719(14) 0.68119(12) 0.16258(11) 0.0353(3) Uani 1 1 d . . . . .
H29 H 0.165870 0.741668 0.125965 0.042 Uiso 1 1 calc R U . . .
C30 C 0.05079(13) 0.68187(12) 0.19048(12) 0.0360(4) Uani 1 1 d . . . . .
C57 C -0.04965(12) 0.70442(13) 0.48477(12) 0.0367(3) Uani 1 1 d . . . . .
H57 H -0.100714 0.703856 0.457743 0.044 Uiso 1 1 calc R U . . .
C61 C 0.35933(14) 0.86976(14) 0.52311(12) 0.0372(3) Uani 1 1 d . . . . .
H61 H 0.410362 0.872651 0.548547 0.045 Uiso 1 1 calc R U . . .
C49 C 0.67718(15) 0.01484(14) 0.06978(12) 0.0380(4) Uani 1 1 d . . . . .
H49 H 0.628222 -0.013308 0.071705 0.046 Uiso 1 1 calc R U . . .
C18 C 1.10447(13) 0.33513(13) -0.00014(12) 0.0375(4) Uani 1 1 d . . . . .
H18A H 1.159563 0.350172 0.011274 0.056 Uiso 1 1 calc R U . . .
H18B H 1.094635 0.365787 -0.062671 0.056 Uiso 1 1 calc R U . . .
H18C H 1.129811 0.258611 0.007999 0.056 Uiso 1 1 calc R U . . .
C40 C 0.37390(14) -0.00948(13) 0.24265(16) 0.0473(5) Uani 1 1 d . . . . .
H40A H 0.445157 -0.065236 0.254633 0.071 Uiso 1 1 calc R U . . .
H40B H 0.368415 -0.009499 0.181791 0.071 Uiso 1 1 calc R U . . .
H40C H 0.313743 -0.022261 0.288454 0.071 Uiso 1 1 calc R U . . .
C25 C 0.67264(17) 0.86417(14) 0.39416(16) 0.0497(5) Uani 1 1 d . . . . .
H25A H 0.603628 0.895692 0.438516 0.075 Uiso 1 1 calc R U . . .
H25B H 0.678785 0.917980 0.341690 0.075 Uiso 1 1 calc R U . . .
H25C H 0.735550 0.836391 0.422731 0.075 Uiso 1 1 calc R U . . .
C33 C -0.04977(17) 0.77959(15) 0.16161(18) 0.0584(6) Uani 1 1 d . . . . .
H33A H -0.040590 0.789653 0.095383 0.088 Uiso 1 1 calc R U . . .
H33B H -0.055747 0.841953 0.178925 0.088 Uiso 1 1 calc R U . . .
H33C H -0.117076 0.769441 0.192112 0.088 Uiso 1 1 calc R U . . .
O1 O 0.5635(4) 0.4666(4) 0.0655(3) 0.152(3) Uani 0.5 1 d G . P A 1
O2 O 0.4810(3) 0.4547(3) -0.0302(2) 0.0830(11) Uani 0.5 1 d G . P A 1
C65 C 0.4463(5) 0.6286(2) -0.0169(3) 0.094(2) Uani 0.5 1 d G . P A 1
C66 C 0.5040(3) 0.5086(2) 0.01160(19) 0.0869(17) Uiso 0.5 1 d G . P A 1
C67 C 0.5307(3) 0.3403(2) -0.0090(3) 0.0673(14) Uani 0.5 1 d G . P A 1
C68 C 0.4979(5) 0.2993(5) -0.0650(4) 0.0833(16) Uani 0.5 1 d . . P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3401(16) . ?
N1 C3 1.3304(17) . ?
N3 C8 1.3323(17) . ?
N3 C7 1.3397(17) . ?
N4 C10 1.3409(17) . ?
N4 C9 1.3390(17) . ?
N2 C5 1.3420(17) . ?
N2 C4 1.3308(17) . ?
C10 C1 1.4787(17) . ?
C10 C7 1.4175(18) . ?
C2 C1 1.4768(17) . ?
C2 C5 1.4139(18) . ?
C8 C9 1.4198(18) . ?
C8 C53 1.4898(17) . ?
C3 C41 1.4794(18) . ?
C3 C4 1.4181(18) . ?
C19 C11 1.4915(17) . ?
C19 C24 1.388(2) . ?
C19 C20 1.3922(19) . ?
C59 C9 1.4872(18) . ?
C59 C64 1.3958(19) . ?
C59 C60 1.396(2) . ?
C1 C11 1.3712(18) . ?
C17 H17 0.9300 . ?
C17 C12 1.3979(18) . ?
C17 C16 1.3886(19) . ?
C7 C6 1.4732(17) . ?
C5 C6 1.4650(17) . ?
C53 C54 1.3964(19) . ?
C53 C58 1.3946(19) . ?
C11 C12 1.4910(18) . ?
C41 C46 1.3927(19) . ?
C41 C42 1.3909(19) . ?
C12 C13 1.3975(19) . ?
C4 C47 1.4846(18) . ?
C6 C26 1.3829(18) . ?
C26 C27 1.4836(18) . ?
C26 C34 1.4811(18) . ?
C47 C52 1.3958(19) . ?
C47 C48 1.3944(19) . ?
C27 C28 1.395(2) . ?
C27 C32 1.3957(19) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(2) . ?
C34 C39 1.399(2) . ?
C34 C35 1.394(2) . ?
C39 H39 0.9300 . ?
C39 C38 1.386(2) . ?
C46 H46 0.9300 . ?
C46 C45 1.3885(19) . ?
C54 H54 0.9300 . ?
C54 C55 1.3893(19) . ?
C64 H64 0.9300 . ?
C64 C63 1.387(2) . ?
C15 C16 1.389(2) . ?
C15 C14 1.398(2) . ?
C15 C18 1.508(2) . ?
C16 H16 0.9300 . ?
C42 H42 0.9300 . ?
C42 C43 1.389(2) . ?
C24 H24 0.9300 . ?
C24 C23 1.388(2) . ?
C52 H52 0.9300 . ?
C52 C51 1.384(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.386(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(2) . ?
C58 H58 0.9300 . ?
C58 C57 1.382(2) . ?
C55 H55 0.9300 . ?
C55 C56 1.383(2) . ?
C14 H14 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.390(2) . ?
C60 H60 0.9300 . ?
C60 C61 1.387(2) . ?
C22 C23 1.387(2) . ?
C22 C21 1.393(2) . ?
C22 C25 1.509(2) . ?
C32 H32 0.9300 . ?
C32 C31 1.390(2) . ?
C45 H45 0.9300 . ?
C45 C44 1.381(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.384(2) . ?
C43 H43 0.9300 . ?
C43 C44 1.390(2) . ?
C38 H38 0.9300 . ?
C38 C37 1.393(2) . ?
C51 H51 0.9300 . ?
C51 C50 1.384(2) . ?
C37 C36 1.390(2) . ?
C37 C40 1.510(2) . ?
C44 H44 0.9300 . ?
C23 H23 0.9300 . ?
C56 H56 0.9300 . ?
C56 C57 1.384(2) . ?
C63 H63 0.9300 . ?
C63 C62 1.382(2) . ?
C50 H50 0.9300 . ?
C50 C49 1.382(2) . ?
C36 H36 0.9300 . ?
C21 H21 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.388(2) . ?
C62 H62 0.9300 . ?
C62 C61 1.384(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.392(2) . ?
C30 C33 1.506(2) . ?
C57 H57 0.9300 . ?
C61 H61 0.9300 . ?
C49 H49 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
O1 O2 1.071(8) 2_665 ?
O1 C65 1.800(7) 2_665 ?
O1 C66 1.595(4) 2_665 ?
O1 C66 1.1848 . ?
O2 C65 1.336(6) 2_665 ?
O2 C66 1.3220 . ?
O2 C66 0.792(5) 2_665 ?
O2 C67 1.4232 . ?
C65 C66 1.728(6) 2_665 ?
C65 C66 1.5051 . ?
C65 C67 0.878(9) 2_665 ?
C66 C66 0.546(5) 2_665 ?
C66 C67 1.970(6) 2_665 ?
C67 C68 1.440(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 119.49(11) . . ?
C8 N3 C7 120.15(11) . . ?
C9 N4 C10 119.96(11) . . ?
C4 N2 C5 119.75(11) . . ?
N4 C10 C1 120.77(11) . . ?
N4 C10 C7 119.65(11) . . ?
C7 C10 C1 119.48(11) . . ?
N1 C2 C1 118.30(11) . . ?
N1 C2 C5 119.33(12) . . ?
C5 C2 C1 122.37(11) . . ?
N3 C8 C9 119.83(11) . . ?
N3 C8 C53 113.79(11) . . ?
C9 C8 C53 126.38(12) . . ?
N1 C3 C41 116.51(11) . . ?
N1 C3 C4 119.33(12) . . ?
C4 C3 C41 124.15(12) . . ?
C24 C19 C11 119.98(12) . . ?
C24 C19 C20 118.22(12) . . ?
C20 C19 C11 121.29(12) . . ?
C64 C59 C9 121.58(12) . . ?
C60 C59 C9 119.63(12) . . ?
C60 C59 C64 118.75(13) . . ?
C2 C1 C10 113.84(11) . . ?
C11 C1 C10 125.05(12) . . ?
C11 C1 C2 120.91(11) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C12 121.15(13) . . ?
N3 C7 C10 119.76(12) . . ?
N3 C7 C6 116.35(11) . . ?
C10 C7 C6 123.72(11) . . ?
N4 C9 C8 119.78(12) . . ?
N4 C9 C59 115.80(11) . . ?
C8 C9 C59 124.42(11) . . ?
N2 C5 C2 118.68(11) . . ?
N2 C5 C6 119.99(11) . . ?
C2 C5 C6 120.74(12) . . ?
C54 C53 C8 123.58(12) . . ?
C58 C53 C8 117.34(12) . . ?
C58 C53 C54 119.01(12) . . ?
C1 C11 C19 124.68(12) . . ?
C1 C11 C12 122.80(12) . . ?
C12 C11 C19 112.52(11) . . ?
C46 C41 C3 118.99(12) . . ?
C42 C41 C3 121.87(12) . . ?
C42 C41 C46 119.13(12) . . ?
C17 C12 C11 119.87(12) . . ?
C13 C12 C17 117.70(12) . . ?
C13 C12 C11 122.33(12) . . ?
N2 C4 C3 119.39(12) . . ?
N2 C4 C47 115.17(12) . . ?
C3 C4 C47 125.30(12) . . ?
C5 C6 C7 114.46(11) . . ?
C26 C6 C7 121.47(11) . . ?
C26 C6 C5 124.05(12) . . ?
C6 C26 C27 121.18(12) . . ?
C6 C26 C34 122.87(12) . . ?
C34 C26 C27 115.92(11) . . ?
C52 C47 C4 121.34(12) . . ?
C48 C47 C4 119.63(12) . . ?
C48 C47 C52 118.78(13) . . ?
C28 C27 C26 119.27(12) . . ?
C28 C27 C32 117.73(13) . . ?
C32 C27 C26 122.85(13) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.81(13) . . ?
C14 C13 H13 119.6 . . ?
C39 C34 C26 120.09(13) . . ?
C35 C34 C26 122.16(13) . . ?
C35 C34 C39 117.61(13) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 C34 121.22(14) . . ?
C38 C39 H39 119.4 . . ?
C41 C46 H46 119.8 . . ?
C45 C46 C41 120.32(13) . . ?
C45 C46 H46 119.8 . . ?
C53 C54 H54 120.2 . . ?
C55 C54 C53 119.53(13) . . ?
C55 C54 H54 120.2 . . ?
C59 C64 H64 119.7 . . ?
C63 C64 C59 120.60(14) . . ?
C63 C64 H64 119.7 . . ?
C16 C15 C14 117.67(13) . . ?
C16 C15 C18 120.57(14) . . ?
C14 C15 C18 121.76(14) . . ?
C17 C16 C15 121.23(13) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.42(13) . . ?
C43 C42 H42 119.8 . . ?
C19 C24 H24 119.4 . . ?
C19 C24 C23 121.20(13) . . ?
C23 C24 H24 119.4 . . ?
C47 C52 H52 119.8 . . ?
C51 C52 C47 120.40(13) . . ?
C51 C52 H52 119.8 . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.32(14) . . ?
C29 C28 H28 119.3 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.39(14) . . ?
C21 C20 H20 119.8 . . ?
C53 C58 H58 119.6 . . ?
C57 C58 C53 120.85(14) . . ?
C57 C58 H58 119.6 . . ?
C54 C55 H55 119.5 . . ?
C56 C55 C54 120.99(14) . . ?
C56 C55 H55 119.5 . . ?
C13 C14 C15 121.36(13) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.81(14) . . ?
C36 C35 H35 119.6 . . ?
C59 C60 H60 119.8 . . ?
C61 C60 C59 120.31(14) . . ?
C61 C60 H60 119.8 . . ?
C23 C22 C21 117.93(13) . . ?
C23 C22 C25 121.27(15) . . ?
C21 C22 C25 120.80(15) . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.62(14) . . ?
C31 C32 H32 119.7 . . ?
C46 C45 H45 119.9 . . ?
C44 C45 C46 120.30(14) . . ?
C44 C45 H45 119.9 . . ?
C47 C48 H48 119.8 . . ?
C49 C48 C47 120.46(14) . . ?
C49 C48 H48 119.8 . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.02(14) . . ?
C44 C43 H43 120.0 . . ?
C39 C38 H38 119.4 . . ?
C39 C38 C37 121.15(14) . . ?
C37 C38 H38 119.4 . . ?
C52 C51 H51 119.9 . . ?
C50 C51 C52 120.27(14) . . ?
C50 C51 H51 119.9 . . ?
C38 C37 C40 120.47(16) . . ?
C36 C37 C38 117.63(13) . . ?
C36 C37 C40 121.91(16) . . ?
C45 C44 C43 119.80(13) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C24 C23 H23 119.6 . . ?
C22 C23 C24 120.78(14) . . ?
C22 C23 H23 119.6 . . ?
C55 C56 H56 120.2 . . ?
C55 C56 C57 119.54(13) . . ?
C57 C56 H56 120.2 . . ?
C64 C63 H63 120.0 . . ?
C62 C63 C64 120.09(14) . . ?
C62 C63 H63 120.0 . . ?
C51 C50 H50 120.1 . . ?
C49 C50 C51 119.78(14) . . ?
C49 C50 H50 120.1 . . ?
C35 C36 H36 119.2 . . ?
C37 C36 C35 121.53(15) . . ?
C37 C36 H36 119.2 . . ?
C20 C21 C22 121.40(14) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C32 C31 H31 119.2 . . ?
C30 C31 C32 121.53(14) . . ?
C30 C31 H31 119.2 . . ?
C63 C62 H62 120.1 . . ?
C63 C62 C61 119.90(14) . . ?
C61 C62 H62 120.1 . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 120.94(15) . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 117.85(14) . . ?
C31 C30 C33 121.72(16) . . ?
C29 C30 C33 120.43(17) . . ?
C58 C57 C56 120.04(14) . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C60 C61 H61 119.8 . . ?
C62 C61 C60 120.35(14) . . ?
C62 C61 H61 119.8 . . ?
C48 C49 H49 119.9 . . ?
C50 C49 C48 120.30(14) . . ?
C50 C49 H49 119.9 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O2 O1 C65 107.4(3) 2_665 2_665 ?
O2 O1 C66 55.3(2) 2_665 2_665 ?
O2 O1 C66 40.7(3) 2_665 . ?
C66 O1 C65 67.14(18) . 2_665 ?
C66 O1 C65 52.21(16) 2_665 2_665 ?
C66 O1 C66 15.1(2) . 2_665 ?
O1 O2 C65 162.5(4) 2_665 2_665 ?
O1 O2 C66 82.9(2) 2_665 . ?
O1 O2 C67 158.9(3) 2_665 . ?
C65 O2 C67 36.9(3) 2_665 . ?
C66 O2 O1 77.4(4) 2_665 2_665 ?
C66 O2 C65 81.1(3) . 2_665 ?
C66 O2 C65 86.0(4) 2_665 2_665 ?
C66 O2 C66 7.4(4) 2_665 . ?
C66 O2 C67 117.9 . . ?
C66 O2 C67 123.0(4) 2_665 . ?
O2 C65 O1 88.3(3) 2_665 2_665 ?
O2 C65 C66 49.10(19) 2_665 2_665 ?
O2 C65 C66 31.7(2) 2_665 . ?
C66 C65 O1 56.88(17) . 2_665 ?
C66 C65 O1 39.19(12) 2_665 2_665 ?
C66 C65 C66 17.79(14) . 2_665 ?
C67 C65 O1 163.9(10) 2_665 2_665 ?
C67 C65 O2 76.9(7) 2_665 2_665 ?
C67 C65 C66 108.6(7) 2_665 . ?
C67 C65 C66 125.9(8) 2_665 2_665 ?
O1 C66 O1 164.9(2) . 2_665 ?
O1 C66 O2 123.4 . . ?
O1 C66 C65 73.7(2) . 2_665 ?
O1 C66 C65 91.4(3) 2_665 2_665 ?
O1 C66 C65 124.0 . . ?
O1 C66 C67 95.7(4) 2_665 2_665 ?
O1 C66 C67 99.0(4) . 2_665 ?
O2 C66 O1 41.8(2) . 2_665 ?
O2 C66 O1 132.5(7) 2_665 2_665 ?
O2 C66 O1 61.9(6) 2_665 . ?
O2 C66 O2 172.6(5) 2_665 . ?
O2 C66 C65 134.8(6) 2_665 2_665 ?
O2 C66 C65 49.8(2) . 2_665 ?
O2 C66 C65 62.3(6) 2_665 . ?
O2 C66 C65 112.6 . . ?
O2 C66 C67 37.3(3) 2_665 2_665 ?
O2 C66 C67 137.5(3) . 2_665 ?
C65 C66 O1 70.9(2) . 2_665 ?
C65 C66 C65 162.2(2) . 2_665 ?
C65 C66 C67 25.0(4) . 2_665 ?
C65 C66 C67 171.4(4) 2_665 2_665 ?
C66 C66 O1 34.4(4) 2_665 2_665 ?
C66 C66 O1 130.6(6) 2_665 . ?
C66 C66 O2 10.8(6) 2_665 . ?
C66 C66 O2 161.8(10) 2_665 2_665 ?
C66 C66 C65 104.9(6) 2_665 . ?
C66 C66 C65 57.3(6) 2_665 2_665 ?
C66 C66 C67 129.1(7) 2_665 2_665 ?
O2 C67 C66 19.72(13) . 2_665 ?
O2 C67 C68 108.1(3) . . ?
C65 C67 O2 66.1(4) 2_665 . ?
C65 C67 C66 46.4(3) 2_665 2_665 ?
C65 C67 C68 170.9(7) 2_665 . ?
C68 C67 C66 127.5(4) . 2_665 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C1 C10 -154.85(12) . . . . ?
N1 C2 C1 C11 30.00(19) . . . . ?
N1 C2 C5 N2 -20.15(19) . . . . ?
N1 C2 C5 C6 168.71(12) . . . . ?
N1 C3 C41 C46 -36.55(18) . . . . ?
N1 C3 C41 C42 142.23(13) . . . . ?
N1 C3 C4 N2 -17.4(2) . . . . ?
N1 C3 C4 C47 158.00(13) . . . . ?
N3 C8 C9 N4 -7.97(19) . . . . ?
N3 C8 C9 C59 171.10(12) . . . . ?
N3 C8 C53 C54 141.00(13) . . . . ?
N3 C8 C53 C58 -36.06(17) . . . . ?
N3 C7 C6 C5 -160.18(12) . . . . ?
N3 C7 C6 C26 21.22(19) . . . . ?
N4 C10 C1 C2 164.88(12) . . . . ?
N4 C10 C1 C11 -20.2(2) . . . . ?
N4 C10 C7 N3 -9.28(19) . . . . ?
N4 C10 C7 C6 175.75(12) . . . . ?
N2 C5 C6 C7 -179.94(12) . . . . ?
N2 C5 C6 C26 -1.4(2) . . . . ?
N2 C4 C47 C52 138.91(14) . . . . ?
N2 C4 C47 C48 -35.27(19) . . . . ?
C10 N4 C9 C8 5.27(19) . . . . ?
C10 N4 C9 C59 -173.87(12) . . . . ?
C10 C1 C11 C19 19.6(2) . . . . ?
C10 C1 C11 C12 -160.04(12) . . . . ?
C10 C7 C6 C5 14.96(19) . . . . ?
C10 C7 C6 C26 -163.65(13) . . . . ?
C2 N1 C3 C41 -174.70(12) . . . . ?
C2 N1 C3 C4 6.48(19) . . . . ?
C2 C1 C11 C19 -165.81(12) . . . . ?
C2 C1 C11 C12 14.5(2) . . . . ?
C2 C5 C6 C7 -8.92(19) . . . . ?
C2 C5 C6 C26 169.65(13) . . . . ?
C8 N3 C7 C10 6.61(19) . . . . ?
C8 N3 C7 C6 -178.05(12) . . . . ?
C8 C53 C54 C55 -178.68(12) . . . . ?
C8 C53 C58 C57 178.78(13) . . . . ?
C3 N1 C2 C1 -168.18(12) . . . . ?
C3 N1 C2 C5 11.78(19) . . . . ?
C3 C41 C46 C45 -179.97(13) . . . . ?
C3 C41 C42 C43 -179.40(13) . . . . ?
C3 C4 C47 C52 -36.7(2) . . . . ?
C3 C4 C47 C48 149.14(14) . . . . ?
C19 C11 C12 C17 44.07(16) . . . . ?
C19 C11 C12 C13 -132.24(13) . . . . ?
C19 C24 C23 C22 2.1(2) . . . . ?
C19 C20 C21 C22 2.4(2) . . . . ?
C59 C64 C63 C62 -0.4(2) . . . . ?
C59 C60 C61 C62 -0.8(2) . . . . ?
C1 C10 C7 N3 174.41(12) . . . . ?
C1 C10 C7 C6 -0.6(2) . . . . ?
C1 C2 C5 N2 159.81(13) . . . . ?
C1 C2 C5 C6 -11.3(2) . . . . ?
C1 C11 C12 C17 -136.24(14) . . . . ?
C1 C11 C12 C13 47.45(19) . . . . ?
C17 C12 C13 C14 2.3(2) . . . . ?
C7 N3 C8 C9 1.78(19) . . . . ?
C7 N3 C8 C53 -177.46(11) . . . . ?
C7 C10 C1 C2 -18.85(17) . . . . ?
C7 C10 C1 C11 156.06(13) . . . . ?
C7 C6 C26 C27 30.4(2) . . . . ?
C7 C6 C26 C34 -151.72(13) . . . . ?
C9 N4 C10 C1 179.36(12) . . . . ?
C9 N4 C10 C7 3.09(19) . . . . ?
C9 C8 C53 C54 -38.2(2) . . . . ?
C9 C8 C53 C58 144.76(14) . . . . ?
C9 C59 C64 C63 -177.62(13) . . . . ?
C9 C59 C60 C61 178.27(13) . . . . ?
C5 N2 C4 C3 9.0(2) . . . . ?
C5 N2 C4 C47 -166.92(12) . . . . ?
C5 C2 C1 C10 25.19(18) . . . . ?
C5 C2 C1 C11 -149.96(13) . . . . ?
C5 C6 C26 C27 -148.03(13) . . . . ?
C5 C6 C26 C34 29.8(2) . . . . ?
C53 C8 C9 N4 171.17(12) . . . . ?
C53 C8 C9 C59 -9.8(2) . . . . ?
C53 C54 C55 C56 0.4(2) . . . . ?
C53 C58 C57 C56 -0.2(2) . . . . ?
C11 C19 C24 C23 172.27(13) . . . . ?
C11 C19 C20 C21 -174.39(13) . . . . ?
C11 C12 C13 C14 178.68(13) . . . . ?
C41 C3 C4 N2 163.86(13) . . . . ?
C41 C3 C4 C47 -20.7(2) . . . . ?
C41 C46 C45 C44 -0.4(2) . . . . ?
C41 C42 C43 C44 -0.8(2) . . . . ?
C12 C17 C16 C15 1.4(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C4 N2 C5 C2 9.2(2) . . . . ?
C4 N2 C5 C6 -179.58(13) . . . . ?
C4 C3 C41 C46 142.20(14) . . . . ?
C4 C3 C41 C42 -39.0(2) . . . . ?
C4 C47 C52 C51 -174.15(13) . . . . ?
C4 C47 C48 C49 174.93(14) . . . . ?
C6 C26 C27 C28 42.12(19) . . . . ?
C6 C26 C27 C32 -142.37(14) . . . . ?
C6 C26 C34 C39 45.93(19) . . . . ?
C6 C26 C34 C35 -138.46(14) . . . . ?
C26 C27 C28 C29 176.42(13) . . . . ?
C26 C27 C32 C31 -177.03(13) . . . . ?
C26 C34 C39 C38 177.04(12) . . . . ?
C26 C34 C35 C36 -178.15(13) . . . . ?
C47 C52 C51 C50 -0.7(2) . . . . ?
C47 C48 C49 C50 -0.7(3) . . . . ?
C27 C26 C34 C39 -136.12(13) . . . . ?
C27 C26 C34 C35 39.49(18) . . . . ?
C27 C28 C29 C30 0.1(2) . . . . ?
C27 C32 C31 C30 1.5(2) . . . . ?
C34 C26 C27 C28 -135.87(13) . . . . ?
C34 C26 C27 C32 39.64(19) . . . . ?
C34 C39 C38 C37 0.8(2) . . . . ?
C34 C35 C36 C37 1.6(2) . . . . ?
C39 C34 C35 C36 -2.4(2) . . . . ?
C39 C38 C37 C36 -1.7(2) . . . . ?
C39 C38 C37 C40 178.26(13) . . . . ?
C46 C41 C42 C43 -0.6(2) . . . . ?
C46 C45 C44 C43 -1.0(2) . . . . ?
C54 C53 C58 C57 1.6(2) . . . . ?
C54 C55 C56 C57 0.9(2) . . . . ?
C64 C59 C9 N4 143.12(13) . . . . ?
C64 C59 C9 C8 -36.0(2) . . . . ?
C64 C59 C60 C61 0.6(2) . . . . ?
C64 C63 C62 C61 0.2(2) . . . . ?
C16 C17 C12 C11 -179.56(12) . . . . ?
C16 C17 C12 C13 -3.1(2) . . . . ?
C16 C15 C14 C13 -1.9(2) . . . . ?
C42 C41 C46 C45 1.2(2) . . . . ?
C42 C43 C44 C45 1.6(2) . . . . ?
C24 C19 C11 C1 71.08(18) . . . . ?
C24 C19 C11 C12 -109.23(14) . . . . ?
C24 C19 C20 C21 -2.5(2) . . . . ?
C52 C47 C48 C49 0.6(2) . . . . ?
C52 C51 C50 C49 0.6(2) . . . . ?
C28 C27 C32 C31 -1.5(2) . . . . ?
C28 C29 C30 C31 -0.1(2) . . . . ?
C28 C29 C30 C33 -179.88(15) . . . . ?
C20 C19 C11 C1 -117.22(15) . . . . ?
C20 C19 C11 C12 62.47(16) . . . . ?
C20 C19 C24 C23 0.3(2) . . . . ?
C58 C53 C54 C55 -1.7(2) . . . . ?
C55 C56 C57 C58 -1.0(2) . . . . ?
C14 C15 C16 C17 1.2(2) . . . . ?
C35 C34 C39 C38 1.2(2) . . . . ?
C60 C59 C9 N4 -34.47(18) . . . . ?
C60 C59 C9 C8 146.43(14) . . . . ?
C60 C59 C64 C63 0.0(2) . . . . ?
C32 C27 C28 C29 0.7(2) . . . . ?
C32 C31 C30 C29 -0.7(2) . . . . ?
C32 C31 C30 C33 179.09(16) . . . . ?
C48 C47 C52 C51 0.1(2) . . . . ?
C38 C37 C36 C35 0.5(2) . . . . ?
C51 C50 C49 C48 0.1(3) . . . . ?
C23 C22 C21 C20 0.0(2) . . . . ?
C63 C62 C61 C60 0.4(2) . . . . ?
C21 C22 C23 C24 -2.3(2) . . . . ?
C18 C15 C16 C17 -178.27(13) . . . . ?
C18 C15 C14 C13 177.47(13) . . . . ?
C40 C37 C36 C35 -179.47(14) . . . . ?
C25 C22 C23 C24 178.07(15) . . . . ?
C25 C22 C21 C20 179.69(15) . . . . ?
O1 O2 C66 O1 -176.0(4) 2_665 . . . ?
O1 O2 C66 C65 -172.9(6) 2_665 . . 2_665 ?
O1 O2 C66 C65 3.9(4) 2_665 . . . ?
O1 O2 C66 C66 -42(3) 2_665 . . 2_665 ?
O1 O2 C66 C67 0.8(3) 2_665 . . 2_665 ?
O1 O2 C67 C65 163.8(13) 2_665 . . 2_665 ?
O1 O2 C67 C66 162.7(15) 2_665 . . 2_665 ?
O1 O2 C67 C68 -8.7(10) 2_665 . . . ?
O1 C65 C66 O1 177.2(2) 2_665 . . . ?
O1 C65 C66 O2 -2.8(2) 2_665 . . . ?
O1 C65 C66 O2 171.2(10) 2_665 . . 2_665 ?
O1 C65 C66 C65 5.2(7) 2_665 . . 2_665 ?
O1 C65 C66 C66 5.2(5) 2_665 . . 2_665 ?
O1 C65 C66 C67 172.3(11) 2_665 . . 2_665 ?
O2 O1 C66 O1 163.8(16) 2_665 . . 2_665 ?
O2 O1 C66 O2 174.0(8) 2_665 . . . ?
O2 O1 C66 C65 171.5(9) 2_665 . . 2_665 ?
O2 O1 C66 C65 -6.0(8) 2_665 . . . ?
O2 O1 C66 C66 163.8(15) 2_665 . . 2_665 ?
O2 O1 C66 C67 -3.9(5) 2_665 . . 2_665 ?
O2 C65 C66 O1 6.0(7) 2_665 . . . ?
O2 C65 C66 O1 -171.2(10) 2_665 . . 2_665 ?
O2 C65 C66 O2 -174.0(7) 2_665 . . . ?
O2 C65 C66 C65 -166.0(13) 2_665 . . 2_665 ?
O2 C65 C66 C66 -166.0(13) 2_665 . . 2_665 ?
O2 C65 C66 C67 1.0(4) 2_665 . . 2_665 ?
C65 O1 C66 O1 -7.7(8) 2_665 . . 2_665 ?
C65 O1 C66 O2 2.5(3) 2_665 . . . ?
C65 O1 C66 O2 -171.5(9) 2_665 . . 2_665 ?
C65 O1 C66 C65 -177.5(3) 2_665 . . . ?
C65 O1 C66 C66 -7.7(8) 2_665 . . 2_665 ?
C65 O1 C66 C67 -175.3(4) 2_665 . . 2_665 ?
C65 O2 C66 O1 172.9(6) 2_665 . . 2_665 ?
C65 O2 C66 O1 -3.1(3) 2_665 . . . ?
C65 O2 C66 C65 176.8(3) 2_665 . . . ?
C65 O2 C66 C66 131(4) 2_665 . . 2_665 ?
C65 O2 C66 C67 173.7(6) 2_665 . . 2_665 ?
C65 O2 C67 C66 -1.2(6) 2_665 . . 2_665 ?
C65 O2 C67 C68 -172.5(8) 2_665 . . . ?
C66 O1 C66 O1 -0.01(18) 2_665 . . 2_665 ?
C66 O1 C66 O2 -163.8(15) 2_665 . . 2_665 ?
C66 O1 C66 O2 10.2(9) 2_665 . . . ?
C66 O1 C66 C65 -169.8(9) 2_665 . . . ?
C66 O1 C66 C65 7.7(8) 2_665 . . 2_665 ?
C66 O1 C66 C67 -167.7(12) 2_665 . . 2_665 ?
C66 O2 C66 O1 42(3) 2_665 . . 2_665 ?
C66 O2 C66 O1 -134(4) 2_665 . . . ?
C66 O2 C66 C65 -131(4) 2_665 . . 2_665 ?
C66 O2 C66 C65 46(4) 2_665 . . . ?
C66 O2 C66 C67 43(3) 2_665 . . 2_665 ?
C66 O2 C67 C65 1.2(6) 2_665 . . 2_665 ?
C66 O2 C67 C65 -5.2(6) . . . 2_665 ?
C66 O2 C67 C66 -6.3(5) . . . 2_665 ?
C66 O2 C67 C68 -171.3(7) 2_665 . . . ?
C66 O2 C67 C68 -177.7(4) . . . . ?
C66 C65 C66 O1 172.0(7) 2_665 . . . ?
C66 C65 C66 O1 -5.2(5) 2_665 . . 2_665 ?
C66 C65 C66 O2 -8.0(7) 2_665 . . . ?
C66 C65 C66 O2 166.0(13) 2_665 . . 2_665 ?
C66 C65 C66 C65 0.0(8) 2_665 . . 2_665 ?
C66 C65 C66 C67 167.0(14) 2_665 . . 2_665 ?
C67 O2 C66 O1 176.0(4) . . . 2_665 ?
C67 O2 C66 O1 0.0 . . . . ?
C67 O2 C66 C65 179.9 . . . . ?
C67 O2 C66 C65 3.1(3) . . . 2_665 ?
C67 O2 C66 C66 134(4) . . . 2_665 ?
C67 O2 C66 C67 176.8(6) . . . 2_665 ?
C67 C65 C66 O1 4.9(9) 2_665 . . . ?
C67 C65 C66 O1 -172.3(11) 2_665 . . 2_665 ?
C67 C65 C66 O2 -1.0(4) 2_665 . . 2_665 ?
C67 C65 C66 O2 -175.0(9) 2_665 . . . ?
C67 C65 C66 C65 -167.0(12) 2_665 . . 2_665 ?
C67 C65 C66 C66 -167.0(14) 2_665 . . 2_665 ?

_olex2_submission_original_sample_id yi210222-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.767
_oxdiff_exptl_absorpt_empirical_full_min 0.527
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210302-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176752'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210302-sgwr
_chemical_formula_moiety         'C64 H48 N4, C Cl2'
_chemical_formula_sum            'C65 H50 Cl2 N4'
_chemical_formula_weight         957.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.8559(4)
_cell_length_b                   14.3395(3)
_cell_length_c                   15.2345(3)
_cell_angle_alpha                73.943(2)
_cell_angle_beta                 71.145(2)
_cell_angle_gamma                61.450(3)
_cell_volume                     2488.83(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16723
_cell_measurement_temperature    150
_cell_measurement_theta_max      76.9770
_cell_measurement_theta_min      3.1050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.531
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1004
_exptl_crystal_recrystallization_method CH2Cl2/EtOH
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30911
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.451
_diffrn_reflns_theta_min         3.099
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -92.00   0.50    1.48    --  -46.37 -43.00 -74.00   52
  2  ω    -91.00 -63.00   0.50    1.48    --  -46.37 -43.00 -74.00   56
  3  ω    -98.00 -72.00   0.50    2.61    --  -84.50 -43.00 -74.00   52
  4  ω   -118.00 -77.00   0.50    1.48    --  -46.37-125.00-150.00   82
  5  ω   -144.00-118.00   0.50    2.61    --  -84.50 -43.00 -74.00   52
  6  ω   -156.00 -96.00   0.50    2.61    --  -84.50 -77.00   0.00  120
  7  ω    -67.00 -42.00   0.50    2.61    --  -84.50  43.00  77.00   50
  8  ω    -46.00 -21.00   0.50    1.48    --  -46.37  43.00  77.00   50
  9  ω    -14.00  27.00   0.50    1.48    --  -46.37  43.00  77.00   82
 10  ω     32.00 119.00   0.50    1.48    --   46.37  43.00  77.00  174
 11  ω     95.00 178.00   0.50    2.61    --  108.56  43.00  77.00  166
 12  ω     58.00 109.00   0.50    2.61    --  108.56 -99.00 -60.00  102
 13  ω     53.00 101.00   0.50    2.61    --  108.56 -99.00  30.00   96
 14  ω     63.00 106.00   0.50    2.61    --  108.56 -99.00   0.00   86
 15  ω     44.00  70.00   0.50    2.61    --  108.56 -43.00 -74.00   52
 16  ω     40.00  66.00   0.50    2.61    --  108.56 -37.00 -60.00   52
 17  ω     40.00  71.00   0.50    2.61    --  108.56 -19.00 -30.00   62
 18  ω     35.00  70.00   0.50    2.61    --  108.56 -19.00 -60.00   70
 19  ω     37.00  65.00   0.50    2.61    --  108.56 -37.00 -90.00   56
 20  ω     37.00  67.00   0.50    2.61    --  108.56 -37.00 -30.00   60
 21  ω     38.00  65.00   0.50    2.61    --  108.56 -37.00   0.00   54
 22  ω     37.00  62.00   0.50    2.61    --  108.56 -19.00  60.00   50
 23  ω     35.00  69.00   0.50    2.61    --  108.56 -37.00 120.00   68
 24  ω     38.00  65.00   0.50    2.61    --  108.56 -37.00  90.00   54
 25  ω     37.00  64.00   0.50    2.61    --  108.56 -19.00 150.00   54
 26  ω     33.00  75.00   0.50    2.61    --  108.56 -19.00  90.00   84
 27  ω     35.00  67.00   0.50    2.61    --  108.56 -37.00 150.00   64
 28  ω     58.00 108.00   0.50    2.61    --  108.56 -99.00 150.00  100
 29  ω     67.00 110.00   0.50    2.61    --  108.56-125.00 120.00   86
 30  ω     37.00  86.00   0.50    2.61    --  108.56 -99.00 -30.00   98
 31  ω     42.00 107.00   0.50    2.61    --  108.56 -99.00 -90.00  130
 32  ω     75.00 116.00   0.50    2.61    --  108.56-125.00-150.00   82
 33  ω     50.00  95.00   0.50    1.48    --   46.37-125.00-120.00   90
 34  ω     38.00 108.00   0.50    2.61    --  108.56 -99.00-150.00  140
 35  ω     38.00  65.00   0.50    2.61    --  108.56 -37.00-180.00   54
 36  ω     37.00  75.00   0.50    2.61    --  108.56 -19.00-180.00   76
 37  ω     36.00  61.00   0.50    2.61    --  108.56 -37.00-120.00   50
 38  ω     33.00  58.00   0.50    2.61    --  108.56 -19.00 -90.00   50
 39  ω    -25.00  60.00   0.50    1.48    --   46.37 -43.00 -74.00  170
 40  ω     12.00  37.00   0.50    1.48    --   46.37-125.00-120.00   50
 41  ω    -21.00  62.00   0.50    1.48    --   46.37 -19.00 120.00  166
 42  ω     36.00 114.00   0.50    2.61    --  108.56-125.00 150.00  156
 43  ω    116.00 156.00   0.50    2.61    --  108.56 125.00-150.00   80
 44  ω     77.00 113.00   0.50    2.61    --  108.56 125.00-150.00   72
 45  ω    -78.00 -12.00   0.50    2.61    --  -84.50  77.00-120.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0327510000
_diffrn_orient_matrix_UB_12      -0.1124356000
_diffrn_orient_matrix_UB_13      0.0588604000
_diffrn_orient_matrix_UB_21      -0.1135471000
_diffrn_orient_matrix_UB_22      0.0035995000
_diffrn_orient_matrix_UB_23      0.0018447000
_diffrn_orient_matrix_UB_31      0.0540401000
_diffrn_orient_matrix_UB_32      -0.0513284000
_diffrn_orient_matrix_UB_33      -0.0905677000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9156
_reflns_number_total             10236
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.498
_refine_diff_density_min         -1.125
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     645
_refine_ls_number_reflns         10236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0718
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1159P)²+1.9395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2030
_refine_ls_wR_factor_ref         0.2083
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl1(0.5) Cl4(0.5) C1A(0.5) Cl2(0.2) Cl3(0.2) C1B(0.2) Cl1A(0.3)
 Cl4A(0.3) C65(0.3)
3.a Free rotating group:
 Cl1(Cl4,C1A), Cl2(Cl3,C1B), Cl1A(Cl4A,C65)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C46(H46), C54(H54), C42(H42), C13(H13), C52(H52), C39(H39),
 C24(H24), C64(H64), C28(H28), C16(H16), C51(H51), C58(H58), C43(H43), C55(H55),
  C60(H60), C32(H32), C14(H14), C23(H23), C48(H48), C38(H38), C45(H45),
 C20(H20), C35(H35), C56(H56), C36(H36), C44(H44), C63(H63), C31(H31), C29(H29),
  C62(H62), C21(H21), C57(H57), C50(H50), C61(H61), C49(H49)
3.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C40(H40A,H40B,H40C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.73507(13) 0.29190(13) 0.27000(12) 0.0288(3) Uani 1 1 d . . . . .
N3 N 0.29270(13) 0.54975(13) 0.38004(12) 0.0286(3) Uani 1 1 d . . . . .
N4 N 0.44738(14) 0.61745(13) 0.38156(12) 0.0297(4) Uani 1 1 d . . . . .
N2 N 0.58404(13) 0.26045(13) 0.21453(12) 0.0295(4) Uani 1 1 d . . . . .
C10 C 0.48105(16) 0.53233(15) 0.33961(14) 0.0279(4) Uani 1 1 d . . . . .
C7 C 0.39960(16) 0.50318(15) 0.33286(14) 0.0276(4) Uani 1 1 d . . . . .
C2 C 0.62889(16) 0.36741(15) 0.27460(14) 0.0275(4) Uani 1 1 d . . . . .
C3 C 0.76747(16) 0.20238(15) 0.23641(14) 0.0288(4) Uani 1 1 d . . . . .
C5 C 0.54788(16) 0.34372(15) 0.26006(14) 0.0280(4) Uani 1 1 d . . . . .
C53 C 0.14022(16) 0.67139(15) 0.47768(14) 0.0298(4) Uani 1 1 d . . . . .
C4 C 0.69320(16) 0.19328(15) 0.19739(14) 0.0293(4) Uani 1 1 d . . . . .
C19 C 0.66903(16) 0.60589(16) 0.30336(15) 0.0299(4) Uani 1 1 d . . . . .
C59 C 0.30797(17) 0.77045(16) 0.45570(14) 0.0311(4) Uani 1 1 d . . . . .
C1 C 0.60080(16) 0.47338(15) 0.29545(14) 0.0279(4) Uani 1 1 d . . . . .
C6 C 0.42758(16) 0.41572(15) 0.28273(14) 0.0282(4) Uani 1 1 d . . . . .
C8 C 0.25975(16) 0.63138(15) 0.42527(14) 0.0284(4) Uani 1 1 d . . . . .
C47 C 0.72788(16) 0.11710(15) 0.13207(14) 0.0302(4) Uani 1 1 d . . . . .
C11 C 0.68006(16) 0.51297(15) 0.26784(14) 0.0290(4) Uani 1 1 d . . . . .
C9 C 0.33824(16) 0.67062(15) 0.42053(14) 0.0289(4) Uani 1 1 d . . . . .
C34 C 0.35449(16) 0.29977(16) 0.25229(16) 0.0318(4) Uani 1 1 d . . . . .
C26 C 0.34481(16) 0.40491(16) 0.26012(15) 0.0304(4) Uani 1 1 d . . . . .
C12 C 0.78787(17) 0.46725(16) 0.19776(14) 0.0305(4) Uani 1 1 d . . . . .
C41 C 0.88292(16) 0.11832(16) 0.24110(14) 0.0300(4) Uani 1 1 d . . . . .
C17 C 0.88887(17) 0.45169(17) 0.21317(15) 0.0329(4) Uani 1 1 d . . . . .
H17 H 0.888147 0.469843 0.267522 0.039 Uiso 1 1 calc R U . . .
C27 C 0.24032(17) 0.49989(16) 0.24045(15) 0.0310(4) Uani 1 1 d . . . . .
C46 C 0.96839(17) 0.14948(17) 0.22690(16) 0.0354(5) Uani 1 1 d . . . . .
H46 H 0.952447 0.222000 0.214757 0.042 Uiso 1 1 calc R U . . .
C54 C 0.10334(17) 0.70367(17) 0.56557(15) 0.0341(4) Uani 1 1 d . . . . .
H54 H 0.154118 0.702434 0.594050 0.041 Uiso 1 1 calc R U . . .
C42 C 0.90781(18) 0.00976(17) 0.26130(15) 0.0349(4) Uani 1 1 d . . . . .
H42 H 0.851076 -0.011903 0.271743 0.042 Uiso 1 1 calc R U . . .
C13 C 0.79163(19) 0.44401(18) 0.11327(15) 0.0360(5) Uani 1 1 d . . . . .
H13 H 0.725254 0.455904 0.100154 0.043 Uiso 1 1 calc R U . . .
C52 C 0.82517(17) 0.09770(17) 0.06092(15) 0.0333(4) Uani 1 1 d . . . . .
H52 H 0.872988 0.127901 0.057039 0.040 Uiso 1 1 calc R U . . .
C39 C 0.39074(17) 0.21167(17) 0.32100(16) 0.0352(5) Uani 1 1 d . . . . .
H39 H 0.412195 0.218657 0.369843 0.042 Uiso 1 1 calc R U . . .
C24 C 0.67823(19) 0.59462(17) 0.39348(16) 0.0367(5) Uani 1 1 d . . . . .
H24 H 0.682869 0.531561 0.434062 0.044 Uiso 1 1 calc R U . . .
C64 C 0.20703(19) 0.86068(17) 0.44885(16) 0.0361(5) Uani 1 1 d . . . . .
H64 H 0.155518 0.858322 0.423672 0.043 Uiso 1 1 calc R U . . .
C28 C 0.24785(18) 0.59267(17) 0.18538(16) 0.0361(5) Uani 1 1 d . . . . .
H28 H 0.317645 0.595107 0.163863 0.043 Uiso 1 1 calc R U . . .
C15 C 0.99470(19) 0.38373(17) 0.06606(16) 0.0377(5) Uani 1 1 d . . . . .
C16 C 0.99023(18) 0.40968(17) 0.14897(16) 0.0368(5) Uani 1 1 d . . . . .
H16 H 1.056479 0.398679 0.161706 0.044 Uiso 1 1 calc R U . . .
C22 C 0.67044(18) 0.77162(18) 0.36702(18) 0.0397(5) Uani 1 1 d . . . . .
C51 C 0.85118(18) 0.03324(18) -0.00447(15) 0.0379(5) Uani 1 1 d . . . . .
H51 H 0.916156 0.020830 -0.052111 0.046 Uiso 1 1 calc R U . . .
C58 C 0.06233(18) 0.67209(18) 0.43763(16) 0.0374(5) Uani 1 1 d . . . . .
H58 H 0.086434 0.649544 0.379475 0.045 Uiso 1 1 calc R U . . .
C43 C 1.0167(2) -0.06680(18) 0.26605(16) 0.0406(5) Uani 1 1 d . . . . .
H43 H 1.032394 -0.139312 0.280280 0.049 Uiso 1 1 calc R U . . .
C55 C -0.01034(19) 0.73777(18) 0.61027(16) 0.0390(5) Uani 1 1 d . . . . .
H55 H -0.035170 0.759566 0.668828 0.047 Uiso 1 1 calc R U . . .
C60 C 0.38430(19) 0.77602(18) 0.49297(16) 0.0380(5) Uani 1 1 d . . . . .
H60 H 0.452809 0.716818 0.497214 0.046 Uiso 1 1 calc R U . . .
C32 C 0.13493(18) 0.49845(17) 0.26997(18) 0.0387(5) Uani 1 1 d . . . . .
H32 H 0.127722 0.436966 0.305426 0.046 Uiso 1 1 calc R U . . .
C14 C 0.8933(2) 0.40330(18) 0.04841(16) 0.0395(5) Uani 1 1 d . . . . .
H14 H 0.893757 0.388880 -0.007642 0.047 Uiso 1 1 calc R U . . .
C37 C 0.36495(18) 0.09993(18) 0.2454(2) 0.0436(6) Uani 1 1 d . . . . .
C23 C 0.68071(19) 0.67530(19) 0.42511(17) 0.0397(5) Uani 1 1 d . . . . .
H23 H 0.689334 0.664726 0.485668 0.048 Uiso 1 1 calc R U . . .
C48 C 0.65734(19) 0.07113(19) 0.13669(17) 0.0398(5) Uani 1 1 d . . . . .
H48 H 0.591747 0.083907 0.183683 0.048 Uiso 1 1 calc R U . . .
C38 C 0.39539(18) 0.11348(18) 0.31780(18) 0.0412(5) Uani 1 1 d . . . . .
H38 H 0.419218 0.056160 0.364793 0.049 Uiso 1 1 calc R U . . .
C45 C 1.07732(18) 0.0728(2) 0.23077(17) 0.0417(5) Uani 1 1 d . . . . .
H45 H 1.134147 0.094274 0.220645 0.050 Uiso 1 1 calc R U . . .
C20 C 0.66305(19) 0.70043(18) 0.24352(17) 0.0382(5) Uani 1 1 d . . . . .
H20 H 0.660107 0.708622 0.181575 0.046 Uiso 1 1 calc R U . . .
C35 C 0.32073(19) 0.28719(18) 0.18122(18) 0.0401(5) Uani 1 1 d . . . . .
H35 H 0.293488 0.345267 0.135766 0.048 Uiso 1 1 calc R U . . .
C56 C -0.08673(18) 0.73980(19) 0.56921(18) 0.0417(5) Uani 1 1 d . . . . .
H56 H -0.162640 0.763959 0.599374 0.050 Uiso 1 1 calc R U . . .
C36 C 0.3276(2) 0.18782(19) 0.1778(2) 0.0462(6) Uani 1 1 d . . . . .
H36 H 0.306479 0.180441 0.128964 0.055 Uiso 1 1 calc R U . . .
C44 C 1.10185(19) -0.03511(19) 0.24957(17) 0.0419(5) Uani 1 1 d . . . . .
H44 H 1.175188 -0.086273 0.251167 0.050 Uiso 1 1 calc R U . . .
C63 C 0.1820(2) 0.95442(18) 0.47908(18) 0.0432(5) Uani 1 1 d . . . . .
H63 H 0.114009 1.014175 0.474225 0.052 Uiso 1 1 calc R U . . .
C31 C 0.04043(19) 0.58798(19) 0.2470(2) 0.0452(6) Uani 1 1 d . . . . .
H31 H -0.029478 0.585784 0.268478 0.054 Uiso 1 1 calc R U . . .
C29 C 0.1530(2) 0.68147(18) 0.16213(17) 0.0430(5) Uani 1 1 d . . . . .
H29 H 0.160287 0.742457 0.125441 0.052 Uiso 1 1 calc R U . . .
C62 C 0.2578(2) 0.9586(2) 0.51618(18) 0.0457(6) Uani 1 1 d . . . . .
H62 H 0.241298 1.021452 0.536099 0.055 Uiso 1 1 calc R U . . .
C30 C 0.0476(2) 0.68082(18) 0.19263(19) 0.0434(6) Uani 1 1 d . . . . .
C21 C 0.6615(2) 0.78266(18) 0.27612(19) 0.0443(5) Uani 1 1 d . . . . .
H21 H 0.654236 0.846624 0.236134 0.053 Uiso 1 1 calc R U . . .
C57 C -0.04982(19) 0.7057(2) 0.48311(19) 0.0442(5) Uani 1 1 d . . . . .
H57 H -0.100696 0.705493 0.455690 0.053 Uiso 1 1 calc R U . . .
C50 C 0.7811(2) -0.01234(19) 0.00101(17) 0.0427(5) Uani 1 1 d . . . . .
H50 H 0.798929 -0.055576 -0.042726 0.051 Uiso 1 1 calc R U . . .
C61 C 0.3586(2) 0.8698(2) 0.52392(18) 0.0449(5) Uani 1 1 d . . . . .
H61 H 0.409239 0.872523 0.549823 0.054 Uiso 1 1 calc R U . . .
C18 C 1.1060(2) 0.3353(2) -0.00167(18) 0.0469(6) Uani 1 1 d . . . . .
H18A H 1.160740 0.350477 0.010055 0.070 Uiso 1 1 calc R U . . .
H18B H 1.096994 0.365475 -0.064726 0.070 Uiso 1 1 calc R U . . .
H18C H 1.131241 0.258986 0.006487 0.070 Uiso 1 1 calc R U . . .
C49 C 0.6846(2) 0.0062(2) 0.07137(18) 0.0467(6) Uani 1 1 d . . . . .
H49 H 0.637467 -0.024731 0.075156 0.056 Uiso 1 1 calc R U . . .
C25 C 0.6686(3) 0.8620(2) 0.4010(2) 0.0559(7) Uani 1 1 d . . . . .
H25A H 0.592108 0.908193 0.426965 0.084 Uiso 1 1 calc R U . . .
H25B H 0.700823 0.902325 0.349321 0.084 Uiso 1 1 calc R U . . .
H25C H 0.711635 0.832872 0.448220 0.084 Uiso 1 1 calc R U . . .
C40 C 0.3734(2) -0.0081(2) 0.2413(3) 0.0597(8) Uani 1 1 d . . . . .
H40A H 0.442112 -0.063890 0.257474 0.090 Uiso 1 1 calc R U . . .
H40B H 0.373380 -0.010510 0.178933 0.090 Uiso 1 1 calc R U . . .
H40C H 0.310211 -0.018307 0.284710 0.090 Uiso 1 1 calc R U . . .
C33 C -0.0553(3) 0.7774(2) 0.1685(3) 0.0685(9) Uani 1 1 d . . . . .
H33A H -0.042944 0.798131 0.101680 0.103 Uiso 1 1 calc R U . . .
H33B H -0.069850 0.835575 0.197696 0.103 Uiso 1 1 calc R U . . .
H33C H -0.119003 0.760257 0.190582 0.103 Uiso 1 1 calc R U . . .
Cl1 Cl 0.5098(4) 0.5430(3) 0.0034(4) 0.1820(17) Uiso 0.5 1 d G . P A 1
Cl4 Cl 0.4765(4) 0.7129(4) 0.0971(3) 0.1727(16) Uiso 0.5 1 d G . P A 1
C1A C 0.4489(6) 0.6818(3) 0.0064(4) 0.085(2) Uiso 0.5 1 d G . P A 1
Cl2 Cl 0.5198(9) 0.6459(6) 0.0723(7) 0.149(3) Uiso 0.2 1 d G . P B 2
Cl3 Cl 0.5313(6) 0.8576(5) 0.0382(5) 0.1090(18) Uiso 0.2 1 d G . P B 2
C1B C 0.504(3) 0.7594(14) 0.0159(16) 0.160(13) Uiso 0.2 1 d G . P B 2
Cl1A Cl 0.5209(4) 0.5944(4) 0.0147(3) 0.1174(14) Uiso 0.3 1 d G . P A -1
Cl4A Cl 0.4221(4) 0.7494(3) 0.1461(3) 0.1035(11) Uiso 0.3 1 d G . P A -1
C65 C 0.4430(11) 0.7300(4) 0.0310(4) 0.087(4) Uiso 0.3 1 d G . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.340(2) . ?
N1 C3 1.332(2) . ?
N3 C7 1.337(2) . ?
N3 C8 1.336(2) . ?
N4 C10 1.346(2) . ?
N4 C9 1.337(2) . ?
N2 C5 1.349(2) . ?
N2 C4 1.332(2) . ?
C10 C7 1.417(3) . ?
C10 C1 1.474(3) . ?
C7 C6 1.477(3) . ?
C2 C5 1.411(3) . ?
C2 C1 1.478(3) . ?
C3 C4 1.413(3) . ?
C3 C41 1.483(3) . ?
C5 C6 1.464(3) . ?
C53 C8 1.483(3) . ?
C53 C54 1.394(3) . ?
C53 C58 1.396(3) . ?
C4 C47 1.485(3) . ?
C19 C11 1.497(3) . ?
C19 C24 1.378(3) . ?
C19 C20 1.391(3) . ?
C59 C9 1.489(3) . ?
C59 C64 1.390(3) . ?
C59 C60 1.393(3) . ?
C1 C11 1.368(3) . ?
C6 C26 1.383(3) . ?
C8 C9 1.420(3) . ?
C47 C52 1.390(3) . ?
C47 C48 1.393(3) . ?
C11 C12 1.490(3) . ?
C34 C26 1.484(3) . ?
C34 C39 1.395(3) . ?
C34 C35 1.393(3) . ?
C26 C27 1.487(3) . ?
C12 C17 1.396(3) . ?
C12 C13 1.396(3) . ?
C41 C46 1.391(3) . ?
C41 C42 1.388(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.386(3) . ?
C27 C28 1.394(3) . ?
C27 C32 1.391(3) . ?
C46 H46 0.9300 . ?
C46 C45 1.388(3) . ?
C54 H54 0.9300 . ?
C54 C55 1.392(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.389(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.391(3) . ?
C52 H52 0.9300 . ?
C52 C51 1.391(3) . ?
C39 H39 0.9300 . ?
C39 C38 1.392(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.389(3) . ?
C64 H64 0.9300 . ?
C64 C63 1.390(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.388(3) . ?
C15 C16 1.387(3) . ?
C15 C14 1.397(3) . ?
C15 C18 1.507(3) . ?
C16 H16 0.9300 . ?
C22 C23 1.389(3) . ?
C22 C21 1.389(4) . ?
C22 C25 1.509(3) . ?
C51 H51 0.9300 . ?
C51 C50 1.379(3) . ?
C58 H58 0.9300 . ?
C58 C57 1.378(3) . ?
C43 H43 0.9300 . ?
C43 C44 1.386(4) . ?
C55 H55 0.9300 . ?
C55 C56 1.379(3) . ?
C60 H60 0.9300 . ?
C60 C61 1.393(3) . ?
C32 H32 0.9300 . ?
C32 C31 1.388(3) . ?
C14 H14 0.9300 . ?
C37 C38 1.389(4) . ?
C37 C36 1.386(4) . ?
C37 C40 1.514(3) . ?
C23 H23 0.9300 . ?
C48 H48 0.9300 . ?
C48 C49 1.390(3) . ?
C38 H38 0.9300 . ?
C45 H45 0.9300 . ?
C45 C44 1.381(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.389(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.397(3) . ?
C56 H56 0.9300 . ?
C56 C57 1.379(4) . ?
C36 H36 0.9300 . ?
C44 H44 0.9300 . ?
C63 H63 0.9300 . ?
C63 C62 1.376(4) . ?
C31 H31 0.9300 . ?
C31 C30 1.390(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(4) . ?
C62 H62 0.9300 . ?
C62 C61 1.382(4) . ?
C30 C33 1.502(3) . ?
C21 H21 0.9300 . ?
C57 H57 0.9300 . ?
C50 H50 0.9300 . ?
C50 C49 1.378(4) . ?
C61 H61 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C49 H49 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
Cl1 Cl1 1.419(8) 2_665 ?
Cl1 C1A 1.7603 . ?
Cl1 Cl1A 0.890(5) . ?
Cl4 C1A 1.7601 . ?
Cl4 Cl1A 2.127(4) . ?
Cl4 Cl4A 0.935(5) . ?
Cl4 C65 1.160(7) . ?
C1A Cl1A 1.176(6) . ?
C1A C65 0.833(7) . ?
Cl2 C1B 1.5628 . ?
Cl3 C1B 1.7600 . ?
Cl1A C65 1.7603 . ?
Cl4A C65 1.7601 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 119.40(17) . . ?
C8 N3 C7 120.35(17) . . ?
C9 N4 C10 119.88(17) . . ?
C4 N2 C5 119.49(17) . . ?
N4 C10 C7 119.56(17) . . ?
N4 C10 C1 120.67(17) . . ?
C7 C10 C1 119.65(17) . . ?
N3 C7 C10 119.71(17) . . ?
N3 C7 C6 116.59(16) . . ?
C10 C7 C6 123.46(17) . . ?
N1 C2 C5 119.58(17) . . ?
N1 C2 C1 118.19(17) . . ?
C5 C2 C1 122.23(17) . . ?
N1 C3 C4 119.48(17) . . ?
N1 C3 C41 116.44(17) . . ?
C4 C3 C41 124.06(17) . . ?
N2 C5 C2 118.57(17) . . ?
N2 C5 C6 120.13(17) . . ?
C2 C5 C6 120.83(17) . . ?
C54 C53 C8 123.48(18) . . ?
C54 C53 C58 118.97(19) . . ?
C58 C53 C8 117.49(18) . . ?
N2 C4 C3 119.69(17) . . ?
N2 C4 C47 115.28(17) . . ?
C3 C4 C47 124.93(17) . . ?
C24 C19 C11 120.19(18) . . ?
C24 C19 C20 118.40(19) . . ?
C20 C19 C11 120.97(19) . . ?
C64 C59 C9 121.76(19) . . ?
C64 C59 C60 118.57(19) . . ?
C60 C59 C9 119.62(18) . . ?
C10 C1 C2 113.94(16) . . ?
C11 C1 C10 125.13(17) . . ?
C11 C1 C2 120.73(17) . . ?
C5 C6 C7 114.53(16) . . ?
C26 C6 C7 121.39(17) . . ?
C26 C6 C5 124.08(17) . . ?
N3 C8 C53 114.04(17) . . ?
N3 C8 C9 119.51(17) . . ?
C9 C8 C53 126.45(17) . . ?
C52 C47 C4 121.05(18) . . ?
C52 C47 C48 119.04(19) . . ?
C48 C47 C4 119.69(18) . . ?
C1 C11 C19 124.56(17) . . ?
C1 C11 C12 122.82(17) . . ?
C12 C11 C19 112.62(16) . . ?
N4 C9 C59 115.64(17) . . ?
N4 C9 C8 119.95(17) . . ?
C8 C9 C59 124.41(17) . . ?
C39 C34 C26 120.03(19) . . ?
C35 C34 C26 121.9(2) . . ?
C35 C34 C39 117.90(19) . . ?
C6 C26 C34 122.93(17) . . ?
C6 C26 C27 121.31(17) . . ?
C34 C26 C27 115.76(17) . . ?
C17 C12 C11 120.06(18) . . ?
C13 C12 C11 122.22(18) . . ?
C13 C12 C17 117.63(19) . . ?
C46 C41 C3 118.87(18) . . ?
C42 C41 C3 122.12(18) . . ?
C42 C41 C46 118.99(19) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 C12 121.2(2) . . ?
C16 C17 H17 119.4 . . ?
C28 C27 C26 119.35(18) . . ?
C32 C27 C26 122.70(19) . . ?
C32 C27 C28 117.84(19) . . ?
C41 C46 H46 119.8 . . ?
C45 C46 C41 120.3(2) . . ?
C45 C46 H46 119.8 . . ?
C53 C54 H54 120.4 . . ?
C55 C54 C53 119.3(2) . . ?
C55 C54 H54 120.4 . . ?
C41 C42 H42 119.7 . . ?
C41 C42 C43 120.6(2) . . ?
C43 C42 H42 119.7 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C47 C52 H52 119.9 . . ?
C47 C52 C51 120.2(2) . . ?
C51 C52 H52 119.9 . . ?
C34 C39 H39 119.4 . . ?
C38 C39 C34 121.2(2) . . ?
C38 C39 H39 119.4 . . ?
C19 C24 H24 119.2 . . ?
C19 C24 C23 121.5(2) . . ?
C23 C24 H24 119.2 . . ?
C59 C64 H64 119.5 . . ?
C59 C64 C63 120.9(2) . . ?
C63 C64 H64 119.5 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.1(2) . . ?
C29 C28 H28 119.4 . . ?
C16 C15 C14 117.81(19) . . ?
C16 C15 C18 120.5(2) . . ?
C14 C15 C18 121.7(2) . . ?
C17 C16 C15 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C23 C22 C21 117.8(2) . . ?
C23 C22 C25 121.5(2) . . ?
C21 C22 C25 120.7(2) . . ?
C52 C51 H51 119.8 . . ?
C50 C51 C52 120.3(2) . . ?
C50 C51 H51 119.8 . . ?
C53 C58 H58 119.6 . . ?
C57 C58 C53 120.9(2) . . ?
C57 C58 H58 119.6 . . ?
C42 C43 H43 120.0 . . ?
C44 C43 C42 120.0(2) . . ?
C44 C43 H43 120.0 . . ?
C54 C55 H55 119.4 . . ?
C56 C55 C54 121.1(2) . . ?
C56 C55 H55 119.4 . . ?
C59 C60 H60 119.8 . . ?
C61 C60 C59 120.4(2) . . ?
C61 C60 H60 119.8 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.6(2) . . ?
C31 C32 H32 119.7 . . ?
C13 C14 C15 121.1(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C38 C37 C40 120.4(2) . . ?
C36 C37 C38 117.9(2) . . ?
C36 C37 C40 121.7(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C47 C48 H48 119.9 . . ?
C49 C48 C47 120.3(2) . . ?
C49 C48 H48 119.9 . . ?
C39 C38 H38 119.5 . . ?
C37 C38 C39 120.9(2) . . ?
C37 C38 H38 119.5 . . ?
C46 C45 H45 119.8 . . ?
C44 C45 C46 120.4(2) . . ?
C44 C45 H45 119.8 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H20 120.0 . . ?
C34 C35 H35 119.8 . . ?
C34 C35 C36 120.3(2) . . ?
C36 C35 H35 119.8 . . ?
C55 C56 H56 120.2 . . ?
C55 C56 C57 119.6(2) . . ?
C57 C56 H56 120.2 . . ?
C37 C36 C35 121.7(2) . . ?
C37 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
C43 C44 H44 120.2 . . ?
C45 C44 C43 119.7(2) . . ?
C45 C44 H44 120.2 . . ?
C64 C63 H63 120.1 . . ?
C62 C63 C64 119.9(2) . . ?
C62 C63 H63 120.1 . . ?
C32 C31 H31 119.2 . . ?
C32 C31 C30 121.7(2) . . ?
C30 C31 H31 119.2 . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.1(2) . . ?
C30 C29 H29 119.4 . . ?
C63 C62 H62 119.9 . . ?
C63 C62 C61 120.1(2) . . ?
C61 C62 H62 119.9 . . ?
C31 C30 C33 121.2(3) . . ?
C29 C30 C31 117.6(2) . . ?
C29 C30 C33 121.1(3) . . ?
C22 C21 C20 121.6(2) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C58 C57 C56 120.1(2) . . ?
C58 C57 H57 119.9 . . ?
C56 C57 H57 119.9 . . ?
C51 C50 H50 120.0 . . ?
C49 C50 C51 119.9(2) . . ?
C49 C50 H50 120.0 . . ?
C60 C61 H61 120.0 . . ?
C62 C61 C60 120.1(2) . . ?
C62 C61 H61 120.0 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C48 C49 H49 119.9 . . ?
C50 C49 C48 120.2(2) . . ?
C50 C49 H49 119.9 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Cl1 Cl1 C1A 144.7(6) 2_665 . ?
Cl1A Cl1 Cl1 173.5(9) . 2_665 ?
Cl1A Cl1 C1A 36.8(4) . . ?
C1A Cl4 Cl1A 33.57(19) . . ?
Cl4A Cl4 C1A 125.7(6) . . ?
Cl4A Cl4 Cl1A 143.7(5) . . ?
Cl4A Cl4 C65 113.9(7) . . ?
C65 Cl4 C1A 23.3(3) . . ?
C65 Cl4 Cl1A 55.85(17) . . ?
Cl4 C1A Cl1 112.9 . . ?
Cl1A C1A Cl1 27.0(3) . . ?
Cl1A C1A Cl4 90.6(3) . . ?
C65 C1A Cl1 146.1(5) . . ?
C65 C1A Cl4 33.5(4) . . ?
C65 C1A Cl1A 121.4(8) . . ?
Cl2 C1B Cl3 129.6 . . ?
Cl1 Cl1A Cl4 150.4(6) . . ?
Cl1 Cl1A C1A 116.2(7) . . ?
Cl1 Cl1A C65 138.2(7) . . ?
C1A Cl1A Cl4 55.85(17) . . ?
C1A Cl1A C65 23.8(4) . . ?
C65 Cl1A Cl4 33.0(2) . . ?
Cl4 Cl4A C65 37.0(5) . . ?
Cl4 C65 Cl1A 91.1(3) . . ?
Cl4 C65 Cl4A 29.1(3) . . ?
C1A C65 Cl4 123.2(5) . . ?
C1A C65 Cl1A 34.8(5) . . ?
C1A C65 Cl4A 135.7(9) . . ?
Cl4A C65 Cl1A 112.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C5 N2 -20.1(3) . . . . ?
N1 C2 C5 C6 167.72(18) . . . . ?
N1 C2 C1 C10 -154.24(18) . . . . ?
N1 C2 C1 C11 30.7(3) . . . . ?
N1 C3 C4 N2 -16.3(3) . . . . ?
N1 C3 C4 C47 159.72(19) . . . . ?
N1 C3 C41 C46 -36.1(3) . . . . ?
N1 C3 C41 C42 142.4(2) . . . . ?
N3 C7 C6 C5 -159.95(18) . . . . ?
N3 C7 C6 C26 20.0(3) . . . . ?
N3 C8 C9 N4 -8.7(3) . . . . ?
N3 C8 C9 C59 170.58(18) . . . . ?
N4 C10 C7 N3 -10.0(3) . . . . ?
N4 C10 C7 C6 175.81(18) . . . . ?
N4 C10 C1 C2 164.98(18) . . . . ?
N4 C10 C1 C11 -20.2(3) . . . . ?
N2 C5 C6 C7 179.79(18) . . . . ?
N2 C5 C6 C26 -0.2(3) . . . . ?
N2 C4 C47 C52 135.6(2) . . . . ?
N2 C4 C47 C48 -38.9(3) . . . . ?
C10 N4 C9 C59 -173.50(18) . . . . ?
C10 N4 C9 C8 5.8(3) . . . . ?
C10 C7 C6 C5 14.4(3) . . . . ?
C10 C7 C6 C26 -165.6(2) . . . . ?
C10 C1 C11 C19 20.0(3) . . . . ?
C10 C1 C11 C12 -159.77(19) . . . . ?
C7 N3 C8 C53 -177.47(17) . . . . ?
C7 N3 C8 C9 1.9(3) . . . . ?
C7 C10 C1 C2 -18.9(3) . . . . ?
C7 C10 C1 C11 155.9(2) . . . . ?
C7 C6 C26 C34 -150.5(2) . . . . ?
C7 C6 C26 C27 30.6(3) . . . . ?
C2 N1 C3 C4 6.5(3) . . . . ?
C2 N1 C3 C41 -174.81(18) . . . . ?
C2 C5 C6 C7 -8.2(3) . . . . ?
C2 C5 C6 C26 171.9(2) . . . . ?
C2 C1 C11 C19 -165.54(19) . . . . ?
C2 C1 C11 C12 14.7(3) . . . . ?
C3 N1 C2 C5 11.3(3) . . . . ?
C3 N1 C2 C1 -168.99(18) . . . . ?
C3 C4 C47 C52 -40.6(3) . . . . ?
C3 C4 C47 C48 144.9(2) . . . . ?
C3 C41 C46 C45 -180.0(2) . . . . ?
C3 C41 C42 C43 -179.35(19) . . . . ?
C5 N2 C4 C3 7.4(3) . . . . ?
C5 N2 C4 C47 -169.04(18) . . . . ?
C5 C2 C1 C10 25.5(3) . . . . ?
C5 C2 C1 C11 -149.6(2) . . . . ?
C5 C6 C26 C34 29.5(3) . . . . ?
C5 C6 C26 C27 -149.5(2) . . . . ?
C53 C8 C9 N4 170.62(19) . . . . ?
C53 C8 C9 C59 -10.1(3) . . . . ?
C53 C54 C55 C56 0.2(3) . . . . ?
C53 C58 C57 C56 0.3(4) . . . . ?
C4 N2 C5 C2 10.2(3) . . . . ?
C4 N2 C5 C6 -177.55(18) . . . . ?
C4 C3 C41 C46 142.5(2) . . . . ?
C4 C3 C41 C42 -39.0(3) . . . . ?
C4 C47 C52 C51 -174.49(19) . . . . ?
C4 C47 C48 C49 175.0(2) . . . . ?
C19 C11 C12 C17 43.5(3) . . . . ?
C19 C11 C12 C13 -133.0(2) . . . . ?
C19 C24 C23 C22 2.0(3) . . . . ?
C19 C20 C21 C22 2.7(4) . . . . ?
C59 C64 C63 C62 0.2(4) . . . . ?
C59 C60 C61 C62 -1.2(4) . . . . ?
C1 C10 C7 N3 173.83(18) . . . . ?
C1 C10 C7 C6 -0.4(3) . . . . ?
C1 C2 C5 N2 160.20(18) . . . . ?
C1 C2 C5 C6 -12.0(3) . . . . ?
C1 C11 C12 C17 -136.8(2) . . . . ?
C1 C11 C12 C13 46.7(3) . . . . ?
C6 C26 C27 C28 42.6(3) . . . . ?
C6 C26 C27 C32 -141.4(2) . . . . ?
C8 N3 C7 C10 7.2(3) . . . . ?
C8 N3 C7 C6 -178.26(17) . . . . ?
C8 C53 C54 C55 -178.53(19) . . . . ?
C8 C53 C58 C57 178.5(2) . . . . ?
C47 C52 C51 C50 -0.3(3) . . . . ?
C47 C48 C49 C50 -0.6(4) . . . . ?
C11 C19 C24 C23 172.87(19) . . . . ?
C11 C19 C20 C21 -175.1(2) . . . . ?
C11 C12 C17 C16 -179.76(19) . . . . ?
C11 C12 C13 C14 178.7(2) . . . . ?
C9 N4 C10 C7 3.3(3) . . . . ?
C9 N4 C10 C1 179.38(18) . . . . ?
C9 C59 C64 C63 -177.7(2) . . . . ?
C9 C59 C60 C61 178.3(2) . . . . ?
C34 C26 C27 C28 -136.4(2) . . . . ?
C34 C26 C27 C32 39.5(3) . . . . ?
C34 C39 C38 C37 0.6(3) . . . . ?
C34 C35 C36 C37 1.6(4) . . . . ?
C26 C34 C39 C38 176.86(18) . . . . ?
C26 C34 C35 C36 -177.9(2) . . . . ?
C26 C27 C28 C29 177.3(2) . . . . ?
C26 C27 C32 C31 -177.7(2) . . . . ?
C12 C17 C16 C15 1.4(3) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C41 C3 C4 N2 165.04(19) . . . . ?
C41 C3 C4 C47 -18.9(3) . . . . ?
C41 C46 C45 C44 -0.6(4) . . . . ?
C41 C42 C43 C44 -0.7(3) . . . . ?
C17 C12 C13 C14 2.2(3) . . . . ?
C27 C28 C29 C30 -0.2(4) . . . . ?
C27 C32 C31 C30 1.3(4) . . . . ?
C46 C41 C42 C43 -0.9(3) . . . . ?
C46 C45 C44 C43 -1.0(4) . . . . ?
C54 C53 C8 N3 141.0(2) . . . . ?
C54 C53 C8 C9 -38.3(3) . . . . ?
C54 C53 C58 C57 1.1(3) . . . . ?
C54 C55 C56 C57 1.1(4) . . . . ?
C42 C41 C46 C45 1.5(3) . . . . ?
C42 C43 C44 C45 1.6(3) . . . . ?
C13 C12 C17 C16 -3.1(3) . . . . ?
C52 C47 C48 C49 0.4(3) . . . . ?
C52 C51 C50 C49 0.2(4) . . . . ?
C39 C34 C26 C6 45.7(3) . . . . ?
C39 C34 C26 C27 -135.3(2) . . . . ?
C39 C34 C35 C36 -2.4(3) . . . . ?
C24 C19 C11 C1 72.1(3) . . . . ?
C24 C19 C11 C12 -108.1(2) . . . . ?
C24 C19 C20 C21 -2.8(3) . . . . ?
C64 C59 C9 N4 143.5(2) . . . . ?
C64 C59 C9 C8 -35.9(3) . . . . ?
C64 C59 C60 C61 1.0(3) . . . . ?
C64 C63 C62 C61 -0.4(4) . . . . ?
C28 C27 C32 C31 -1.6(3) . . . . ?
C28 C29 C30 C31 -0.3(4) . . . . ?
C28 C29 C30 C33 179.2(2) . . . . ?
C16 C15 C14 C13 -2.2(3) . . . . ?
C51 C50 C49 C48 0.2(4) . . . . ?
C58 C53 C8 N3 -36.3(3) . . . . ?
C58 C53 C8 C9 144.4(2) . . . . ?
C58 C53 C54 C55 -1.3(3) . . . . ?
C55 C56 C57 C58 -1.4(4) . . . . ?
C60 C59 C9 N4 -33.8(3) . . . . ?
C60 C59 C9 C8 146.9(2) . . . . ?
C60 C59 C64 C63 -0.5(3) . . . . ?
C32 C27 C28 C29 1.1(3) . . . . ?
C32 C31 C30 C29 -0.3(4) . . . . ?
C32 C31 C30 C33 -179.8(2) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C23 C22 C21 C20 -0.2(4) . . . . ?
C48 C47 C52 C51 0.0(3) . . . . ?
C38 C37 C36 C35 0.3(4) . . . . ?
C20 C19 C11 C1 -115.7(2) . . . . ?
C20 C19 C11 C12 64.0(2) . . . . ?
C20 C19 C24 C23 0.5(3) . . . . ?
C35 C34 C26 C6 -138.9(2) . . . . ?
C35 C34 C26 C27 40.1(3) . . . . ?
C35 C34 C39 C38 1.3(3) . . . . ?
C36 C37 C38 C39 -1.4(3) . . . . ?
C63 C62 C61 C60 0.9(4) . . . . ?
C21 C22 C23 C24 -2.1(3) . . . . ?
C18 C15 C16 C17 -178.3(2) . . . . ?
C18 C15 C14 C13 177.4(2) . . . . ?
C25 C22 C23 C24 177.7(2) . . . . ?
C25 C22 C21 C20 180.0(2) . . . . ?
C40 C37 C38 C39 178.3(2) . . . . ?
C40 C37 C36 C35 -179.4(2) . . . . ?
Cl1 Cl1 C1A Cl4 133.0(9) 2_665 . . . ?
Cl1 Cl1 C1A Cl1A 169.3(15) 2_665 . . . ?
Cl1 Cl1 C1A C65 139(2) 2_665 . . . ?
Cl1 C1A Cl1A Cl4 -146.9(6) . . . . ?
Cl1 C1A Cl1A C65 -160.6(13) . . . . ?
Cl1 C1A C65 Cl4 -10(4) . . . . ?
Cl1 C1A C65 Cl1A 15.6(12) . . . . ?
Cl1 C1A C65 Cl4A -44(4) . . . . ?
Cl1 Cl1A C65 Cl4 132.3(10) . . . . ?
Cl1 Cl1A C65 C1A -26.5(17) . . . . ?
Cl1 Cl1A C65 Cl4A 112.4(10) . . . . ?
Cl4 C1A Cl1A Cl1 146.9(6) . . . . ?
Cl4 C1A Cl1A C65 -13.8(13) . . . . ?
Cl4 C1A C65 Cl1A 26(3) . . . . ?
Cl4 C1A C65 Cl4A -34.4(4) . . . . ?
Cl4 Cl1A C65 C1A -159(2) . . . . ?
Cl4 Cl1A C65 Cl4A -19.8(3) . . . . ?
Cl4 Cl4A C65 C1A 76.7(16) . . . . ?
Cl4 Cl4A C65 Cl1A 44.3(7) . . . . ?
C1A Cl1 Cl1A Cl4 66.4(11) . . . . ?
C1A Cl1 Cl1A C65 11.6(6) . . . . ?
C1A Cl4 Cl4A C65 -23.3(7) . . . . ?
C1A Cl4 C65 Cl1A -14.3(15) . . . . ?
C1A Cl4 C65 Cl4A 125.7(17) . . . . ?
C1A Cl1A C65 Cl4 159(2) . . . . ?
C1A Cl1A C65 Cl4A 139(2) . . . . ?
Cl1A Cl1 C1A Cl4 -36.4(7) . . . . ?
Cl1A Cl1 C1A C65 -30(2) . . . . ?
Cl1A Cl4 C1A Cl1 15.6(3) . . . . ?
Cl1A Cl4 C1A C65 -158(2) . . . . ?
Cl1A Cl4 Cl4A C65 -64.2(9) . . . . ?
Cl1A Cl4 C65 C1A 14.3(15) . . . . ?
Cl1A Cl4 C65 Cl4A 139.9(6) . . . . ?
Cl1A C1A C65 Cl4 -26(3) . . . . ?
Cl1A C1A C65 Cl4A -60(3) . . . . ?
Cl4A Cl4 C1A Cl1 -119.9(7) . . . . ?
Cl4A Cl4 C1A Cl1A -135.5(7) . . . . ?
Cl4A Cl4 C1A C65 66(2) . . . . ?
Cl4A Cl4 C65 C1A -125.7(17) . . . . ?
Cl4A Cl4 C65 Cl1A -139.9(6) . . . . ?
C65 Cl4 C1A Cl1 174(2) . . . . ?
C65 Cl4 C1A Cl1A 158(2) . . . . ?
C65 C1A Cl1A Cl1 160.6(14) . . . . ?
C65 C1A Cl1A Cl4 13.8(13) . . . . ?

_olex2_submission_original_sample_id yi210302-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.868
_oxdiff_exptl_absorpt_empirical_full_min 0.425
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210223-sgwr3
_database_code_depnum_ccdc_archive 'CCDC 2176755'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210223-sgwr3
_chemical_formula_moiety         'C60 H36 F4 N4, 0.25(C Cl2)'
_chemical_formula_sum            'C60.25 H36.50 Cl0.50 F4 N4'
_chemical_formula_weight         910.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.66222(15)
_cell_length_b                   21.9556(3)
_cell_length_c                   17.6375(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.1661(11)
_cell_angle_gamma                90
_cell_volume                     4840.72(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14907
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.1650
_cell_measurement_theta_min      3.2280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1882
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29221
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.576
_diffrn_reflns_theta_min         3.239
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  19.00   0.50    1.09    --  -42.55  91.00-110.00  154
  2  ω     21.00  82.00   0.50    1.09    --   42.55  57.00 -30.00  122
  3  ω     71.00 116.00   0.50    1.09    --   42.55 125.00   0.00   90
  4  ω     78.00 156.00   0.50    5.60    --  108.63  91.00-110.00  156
  5  ω     44.00  70.00   0.50    5.60    --  108.63 -45.00 120.00   52
  6  ω     43.00 144.00   0.50    5.60    --  108.63 -91.00 136.00  202
  7  ω     37.00  63.00   0.50    5.60    --  108.63 -45.00   0.00   52
  8  ω     36.00 131.00   0.50    5.60    --  108.63 -61.00 -30.00  190
  9  ω     64.00  89.00   0.50    5.60    --  108.63 -94.00-180.00   50
 10  ω     41.00  67.00   0.50    5.60    --  108.63 -45.00-180.00   52
 11  ω     31.00  66.00   0.50    5.60    --  108.63 -30.00-180.00   70
 12  ω     30.00  55.00   0.50    5.60    --  108.63 -30.00-150.00   50
 13  ω     34.00  60.00   0.50    5.60    --  108.63 -30.00 -90.00   52
 14  ω     30.00  57.00   0.50    5.60    --  108.63 -30.00 -30.00   54
 15  ω     30.00  56.00   0.50    5.60    --  108.63 -30.00  30.00   52
 16  ω     33.00  66.00   0.50    5.60    --  108.63 -30.00  90.00   66
 17  ω     37.00  62.00   0.50    5.60    --  108.63 -30.00 150.00   50
 18  ω     34.00  66.00   0.50    5.60    --  108.63 -30.00 120.00   64
 19  ω     40.00  71.00   0.50    5.60    --  108.63 -45.00 150.00   62
 20  ω     36.00  64.00   0.50    5.60    --  108.63 -30.00   0.00   56
 21  ω    -15.00  77.00   0.50    1.09    --   42.55 -91.00 136.00  184
 22  ω     72.00  97.00   0.50    1.09    --   42.55 125.00 150.00   50
 23  ω    -74.00 -11.00   0.50    5.60    --  -84.50  45.00  90.00  126
 24  ω    -89.00 -64.00   0.50    5.60    --  -84.50  91.00-110.00   50
 25  ω   -118.00 -93.00   0.50    5.60    --  -84.50 -91.00 136.00   50
 26  ω   -107.00 -72.00   0.50    1.09    --  -42.55-125.00 -90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0527007000
_diffrn_orient_matrix_UB_12      -0.0627919000
_diffrn_orient_matrix_UB_13      -0.0044931000
_diffrn_orient_matrix_UB_21      -0.0194997000
_diffrn_orient_matrix_UB_22      -0.0144965000
_diffrn_orient_matrix_UB_23      0.0822073000
_diffrn_orient_matrix_UB_31      -0.1096788000
_diffrn_orient_matrix_UB_32      -0.0276040000
_diffrn_orient_matrix_UB_33      -0.0326089000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8565
_reflns_number_total             9726
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.00047(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         9726
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0756
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1293P)²+2.6161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2183
_refine_ls_wR_factor_ref         0.2248
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Cl2(0.25) Cl1(0.25) C61(0.25)
3.a Free rotating group:
 Cl2(Cl1,C61)
3.b Aromatic/amide H refined with riding coordinates:
 C48(H48), C23(H23), C54(H54), C22(H22), C44(H44), C60(H60), C32(H32),
 C36(H36), C30(H30), C20(H20), C19(H19), C26(H26), C13(H13), C38(H38), C50(H50),
  C17(H17), C47(H47), C42(H42), C46(H46), C14(H14), C35(H35), C33(H33),
 C53(H53), C27(H27), C29(H29), C45(H45), C16(H16), C39(H39), C41(H41), C59(H59),
  C56(H56), C40(H40), C52(H52), C51(H51), C58(H58), C57(H57)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.02403(14) 0.26154(9) 0.60860(9) 0.0620(4) Uani 1 1 d . . . . .
N2 N 0.53215(14) 0.38441(8) 0.26799(10) 0.0329(4) Uani 1 1 d . . . . .
N1 N 0.31237(15) 0.38333(8) 0.22130(10) 0.0344(4) Uani 1 1 d . . . . .
F3 F 0.85902(16) 0.31879(12) 0.71046(10) 0.0885(7) Uani 1 1 d . . . . .
N3 N 0.49081(15) 0.41230(8) 0.52473(10) 0.0346(4) Uani 1 1 d . . . . .
N4 N 0.27383(15) 0.42560(8) 0.47366(10) 0.0353(4) Uani 1 1 d . . . . .
F4 F 0.7604(2) 0.17918(10) 0.21237(11) 0.0913(8) Uani 1 1 d . . . . .
F1 F -0.05532(17) 0.25053(13) 0.08126(11) 0.0953(8) Uani 1 1 d . . . . .
C5 C 0.46554(17) 0.37572(9) 0.31869(11) 0.0318(4) Uani 1 1 d . . . . .
C43 C 0.57148(18) 0.40492(9) 0.14330(11) 0.0341(4) Uani 1 1 d . . . . .
C4 C 0.49069(17) 0.39216(9) 0.19395(11) 0.0323(4) Uani 1 1 d . . . . .
C8 C 0.42667(18) 0.43390(9) 0.57171(12) 0.0354(4) Uani 1 1 d . . . . .
C3 C 0.37929(18) 0.38905(9) 0.16968(12) 0.0347(4) Uani 1 1 d . . . . .
C1 C 0.28553(17) 0.37137(9) 0.35593(12) 0.0327(4) Uani 1 1 d . . . . .
C10 C 0.33625(17) 0.39782(9) 0.42999(12) 0.0328(4) Uani 1 1 d . . . . .
C11 C 0.19268(16) 0.33976(9) 0.34996(12) 0.0327(4) Uani 1 1 d . . . . .
C2 C 0.35404(17) 0.37762(9) 0.29558(11) 0.0324(4) Uani 1 1 d . . . . .
C7 C 0.44823(17) 0.39464(9) 0.45390(11) 0.0323(4) Uani 1 1 d . . . . .
C6 C 0.51399(17) 0.36747(9) 0.40061(11) 0.0327(4) Uani 1 1 d . . . . .
C9 C 0.31654(18) 0.44417(9) 0.54463(12) 0.0361(5) Uani 1 1 d . . . . .
C18 C 0.14785(17) 0.32036(9) 0.41930(12) 0.0338(4) Uani 1 1 d . . . . .
C31 C 0.64532(18) 0.29372(10) 0.36373(12) 0.0373(5) Uani 1 1 d . . . . .
C24 C 0.60500(17) 0.33429(10) 0.42035(12) 0.0343(4) Uani 1 1 d . . . . .
C48 C 0.5626(2) 0.45412(10) 0.09324(13) 0.0416(5) Uani 1 1 d . . . . .
H48 H 0.502403 0.478956 0.088673 0.050 Uiso 1 1 calc R U . . .
C37 C 0.3258(2) 0.39128(10) 0.08823(12) 0.0400(5) Uani 1 1 d . . . . .
C49 C 0.4812(2) 0.44223(9) 0.65236(12) 0.0387(5) Uani 1 1 d . . . . .
C25 C 0.67038(17) 0.33133(11) 0.49854(12) 0.0379(5) Uani 1 1 d . . . . .
C23 C 0.21280(19) 0.29201(10) 0.48028(13) 0.0386(5) Uani 1 1 d . . . . .
H23 H 0.284946 0.286170 0.477904 0.046 Uiso 1 1 calc R U . . .
C12 C 0.12985(17) 0.31655(10) 0.27666(12) 0.0363(5) Uani 1 1 d . . . . .
C55 C 0.2401(2) 0.47416(10) 0.58813(14) 0.0426(5) Uani 1 1 d . . . . .
C54 C 0.5865(2) 0.46332(10) 0.66578(14) 0.0433(5) Uani 1 1 d . . . . .
H54 H 0.619092 0.476010 0.624807 0.052 Uiso 1 1 calc R U . . .
C21 C 0.0650(2) 0.28116(12) 0.54617(13) 0.0450(5) Uani 1 1 d . . . . .
C22 C 0.1720(2) 0.27231(12) 0.54449(14) 0.0459(5) Uani 1 1 d . . . . .
H22 H 0.215758 0.253636 0.585232 0.055 Uiso 1 1 calc R U . . .
C44 C 0.6615(2) 0.36815(11) 0.14917(14) 0.0444(5) Uani 1 1 d . . . . .
H44 H 0.669208 0.335357 0.182966 0.053 Uiso 1 1 calc R U . . .
C60 C 0.2698(2) 0.52064(10) 0.64134(15) 0.0472(6) Uani 1 1 d . . . . .
H60 H 0.340048 0.534502 0.650159 0.057 Uiso 1 1 calc R U . . .
C32 C 0.7518(2) 0.29703(12) 0.35295(13) 0.0454(5) Uani 1 1 d . . . . .
H32 H 0.797080 0.325395 0.380564 0.055 Uiso 1 1 calc R U . . .
C36 C 0.5791(2) 0.25009(11) 0.32334(14) 0.0442(5) Uani 1 1 d . . . . .
H36 H 0.508083 0.247050 0.330506 0.053 Uiso 1 1 calc R U . . .
C30 C 0.6895(2) 0.27519(13) 0.53516(13) 0.0466(6) Uani 1 1 d . . . . .
H30 H 0.659638 0.240162 0.511011 0.056 Uiso 1 1 calc R U . . .
C20 C -0.00265(19) 0.30801(13) 0.48759(14) 0.0460(5) Uani 1 1 d . . . . .
H20 H -0.074815 0.313103 0.490481 0.055 Uiso 1 1 calc R U . . .
C19 C 0.03940(18) 0.32755(12) 0.42339(13) 0.0420(5) Uani 1 1 d . . . . .
H19 H -0.005427 0.345629 0.382708 0.050 Uiso 1 1 calc R U . . .
C26 C 0.7199(2) 0.38293(13) 0.53428(14) 0.0469(6) Uani 1 1 d . . . . .
H26 H 0.709135 0.420696 0.510413 0.056 Uiso 1 1 calc R U . . .
C13 C 0.08827(18) 0.35545(13) 0.21730(13) 0.0440(5) Uani 1 1 d . . . . .
H13 H 0.102605 0.396953 0.221772 0.053 Uiso 1 1 calc R U . . .
C38 C 0.3676(2) 0.36080(11) 0.03006(14) 0.0500(6) Uani 1 1 d . . . . .
H38 H 0.432865 0.340678 0.041349 0.060 Uiso 1 1 calc R U . . .
C50 C 0.4338(3) 0.42332(11) 0.71457(14) 0.0506(6) Uani 1 1 d . . . . .
H50 H 0.363520 0.409402 0.706674 0.061 Uiso 1 1 calc R U . . .
C17 C 0.1064(2) 0.25461(12) 0.26908(15) 0.0468(6) Uani 1 1 d . . . . .
H17 H 0.132329 0.228140 0.308867 0.056 Uiso 1 1 calc R U . . .
C47 C 0.6417(2) 0.46661(12) 0.05026(14) 0.0492(6) Uani 1 1 d . . . . .
H47 H 0.635532 0.500240 0.017787 0.059 Uiso 1 1 calc R U . . .
C42 C 0.2277(2) 0.42047(13) 0.07003(14) 0.0496(6) Uani 1 1 d . . . . .
H42 H 0.198467 0.440366 0.108368 0.060 Uiso 1 1 calc R U . . .
C46 C 0.7307(2) 0.42910(14) 0.05535(16) 0.0555(7) Uani 1 1 d . . . . .
H46 H 0.783670 0.436880 0.025657 0.067 Uiso 1 1 calc R U . . .
C34 C 0.7229(3) 0.21697(13) 0.26316(15) 0.0593(8) Uani 1 1 d . . . . .
C14 C 0.0255(2) 0.33317(16) 0.15126(15) 0.0573(7) Uani 1 1 d . . . . .
H14 H -0.002189 0.359295 0.111519 0.069 Uiso 1 1 calc R U . . .
C35 C 0.6182(3) 0.21116(12) 0.27255(15) 0.0577(7) Uani 1 1 d . . . . .
H35 H 0.574415 0.181835 0.245541 0.069 Uiso 1 1 calc R U . . .
C33 C 0.7912(2) 0.25861(14) 0.30158(15) 0.0557(7) Uani 1 1 d . . . . .
H33 H 0.861952 0.261193 0.293650 0.067 Uiso 1 1 calc R U . . .
C53 C 0.6430(2) 0.46544(13) 0.74017(16) 0.0562(7) Uani 1 1 d . . . . .
H53 H 0.712860 0.480054 0.748878 0.067 Uiso 1 1 calc R U . . .
C27 C 0.7847(2) 0.37831(16) 0.60491(15) 0.0580(7) Uani 1 1 d . . . . .
H27 H 0.818951 0.412525 0.628254 0.070 Uiso 1 1 calc R U . . .
C29 C 0.7524(2) 0.27063(15) 0.60705(15) 0.0576(7) Uani 1 1 d . . . . .
H29 H 0.763270 0.233285 0.631950 0.069 Uiso 1 1 calc R U . . .
C45 C 0.7398(2) 0.38023(14) 0.10480(17) 0.0568(7) Uani 1 1 d . . . . .
H45 H 0.799338 0.354978 0.108443 0.068 Uiso 1 1 calc R U . . .
C28 C 0.7978(2) 0.32253(17) 0.64002(14) 0.0591(8) Uani 1 1 d . . . . .
C16 C 0.0448(2) 0.23190(15) 0.20298(17) 0.0588(7) Uani 1 1 d . . . . .
H16 H 0.030545 0.190445 0.197365 0.071 Uiso 1 1 calc R U . . .
C39 C 0.3123(3) 0.36041(14) -0.04438(15) 0.0637(8) Uani 1 1 d . . . . .
H39 H 0.340512 0.339995 -0.082797 0.076 Uiso 1 1 calc R U . . .
C15 C 0.0055(2) 0.27242(17) 0.14607(16) 0.0615(8) Uani 1 1 d . . . . .
C41 C 0.1727(3) 0.42031(16) -0.00473(16) 0.0631(8) Uani 1 1 d . . . . .
H41 H 0.107473 0.440371 -0.016354 0.076 Uiso 1 1 calc R U . . .
C59 C 0.1948(3) 0.54610(12) 0.68096(18) 0.0617(8) Uani 1 1 d . . . . .
H59 H 0.215572 0.576345 0.717179 0.074 Uiso 1 1 calc R U . . .
C56 C 0.1334(2) 0.45591(15) 0.5743(2) 0.0643(8) Uani 1 1 d . . . . .
H56 H 0.112128 0.425528 0.538363 0.077 Uiso 1 1 calc R U . . .
C40 C 0.2152(3) 0.39030(15) -0.06173(16) 0.0692(9) Uani 1 1 d . . . . .
H40 H 0.178623 0.390174 -0.111816 0.083 Uiso 1 1 calc R U . . .
C52 C 0.5955(3) 0.44589(16) 0.80095(16) 0.0690(9) Uani 1 1 d . . . . .
H52 H 0.633716 0.446609 0.850570 0.083 Uiso 1 1 calc R U . . .
C51 C 0.4916(3) 0.42533(14) 0.78809(16) 0.0657(8) Uani 1 1 d . . . . .
H51 H 0.459771 0.412585 0.829374 0.079 Uiso 1 1 calc R U . . .
C58 C 0.0897(3) 0.52723(17) 0.6675(2) 0.0783(10) Uani 1 1 d . . . . .
H58 H 0.039889 0.544487 0.694527 0.094 Uiso 1 1 calc R U . . .
C57 C 0.0588(3) 0.4823(2) 0.6132(3) 0.0881(13) Uani 1 1 d . . . . .
H57 H -0.012290 0.469926 0.603022 0.106 Uiso 1 1 calc R U . . .
Cl2 Cl 0.4308(12) 0.0453(5) 0.3507(8) 0.251(6) Uiso 0.25 1 d G . P A -1
Cl1 Cl 0.3989(8) 0.1594(4) 0.4305(5) 0.171(3) Uiso 0.25 1 d G . P A -1
C61 C 0.355(2) 0.1124(10) 0.3510(14) 0.208(17) Uiso 0.25 1 d G . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 C21 1.360(3) . ?
N2 C5 1.337(3) . ?
N2 C4 1.338(3) . ?
N1 C3 1.345(3) . ?
N1 C2 1.338(3) . ?
F3 C28 1.358(3) . ?
N3 C8 1.336(3) . ?
N3 C7 1.337(3) . ?
N4 C10 1.336(3) . ?
N4 C9 1.345(3) . ?
F4 C34 1.361(3) . ?
F1 C15 1.360(3) . ?
C5 C2 1.406(3) . ?
C5 C6 1.488(3) . ?
C43 C4 1.488(3) . ?
C43 C48 1.388(3) . ?
C43 C44 1.387(3) . ?
C4 C3 1.409(3) . ?
C8 C9 1.418(3) . ?
C8 C49 1.490(3) . ?
C3 C37 1.488(3) . ?
C1 C10 1.479(3) . ?
C1 C11 1.355(3) . ?
C1 C2 1.483(3) . ?
C10 C7 1.415(3) . ?
C11 C18 1.490(3) . ?
C11 C12 1.496(3) . ?
C7 C6 1.477(3) . ?
C6 C24 1.361(3) . ?
C9 C55 1.481(3) . ?
C18 C23 1.392(3) . ?
C18 C19 1.395(3) . ?
C31 C24 1.488(3) . ?
C31 C32 1.393(3) . ?
C31 C36 1.392(3) . ?
C24 C25 1.493(3) . ?
C48 H48 0.9300 . ?
C48 C47 1.377(4) . ?
C37 C38 1.398(3) . ?
C37 C42 1.389(4) . ?
C49 C54 1.396(4) . ?
C49 C50 1.395(3) . ?
C25 C30 1.395(3) . ?
C25 C26 1.396(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.387(3) . ?
C12 C13 1.388(3) . ?
C12 C17 1.394(3) . ?
C55 C60 1.397(3) . ?
C55 C56 1.393(4) . ?
C54 H54 0.9300 . ?
C54 C53 1.392(3) . ?
C21 C22 1.373(4) . ?
C21 C20 1.366(4) . ?
C22 H22 0.9300 . ?
C44 H44 0.9300 . ?
C44 C45 1.383(4) . ?
C60 H60 0.9300 . ?
C60 C59 1.383(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.388(4) . ?
C36 H36 0.9300 . ?
C36 C35 1.386(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.389(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.393(3) . ?
C19 H19 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.382(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.386(4) . ?
C50 H50 0.9300 . ?
C50 C51 1.385(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.388(4) . ?
C47 H47 0.9300 . ?
C47 C46 1.387(4) . ?
C42 H42 0.9300 . ?
C42 C41 1.390(3) . ?
C46 H46 0.9300 . ?
C46 C45 1.376(4) . ?
C34 C35 1.368(5) . ?
C34 C33 1.363(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.358(5) . ?
C35 H35 0.9300 . ?
C33 H33 0.9300 . ?
C53 H53 0.9300 . ?
C53 C52 1.379(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.370(5) . ?
C29 H29 0.9300 . ?
C29 C28 1.364(5) . ?
C45 H45 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.374(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.384(5) . ?
C41 H41 0.9300 . ?
C41 C40 1.381(5) . ?
C59 H59 0.9300 . ?
C59 C58 1.378(5) . ?
C56 H56 0.9300 . ?
C56 C57 1.380(4) . ?
C40 H40 0.9300 . ?
C52 H52 0.9300 . ?
C52 C51 1.375(5) . ?
C51 H51 0.9300 . ?
C58 H58 0.9300 . ?
C58 C57 1.387(5) . ?
C57 H57 0.9300 . ?
Cl2 C61 1.7595 . ?
Cl1 C61 1.7603 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N2 C4 118.66(18) . . ?
C2 N1 C3 118.62(18) . . ?
C8 N3 C7 119.21(19) . . ?
C10 N4 C9 119.20(19) . . ?
N2 C5 C2 120.87(18) . . ?
N2 C5 C6 117.41(18) . . ?
C2 C5 C6 121.64(18) . . ?
C48 C43 C4 122.3(2) . . ?
C44 C43 C4 118.75(19) . . ?
C44 C43 C48 118.9(2) . . ?
N2 C4 C43 114.17(18) . . ?
N2 C4 C3 120.55(19) . . ?
C3 C4 C43 125.27(18) . . ?
N3 C8 C9 120.64(19) . . ?
N3 C8 C49 113.6(2) . . ?
C9 C8 C49 125.7(2) . . ?
N1 C3 C4 120.48(18) . . ?
N1 C3 C37 114.69(19) . . ?
C4 C3 C37 124.8(2) . . ?
C10 C1 C2 112.09(17) . . ?
C11 C1 C10 121.27(19) . . ?
C11 C1 C2 126.25(18) . . ?
N4 C10 C1 118.36(19) . . ?
N4 C10 C7 120.50(18) . . ?
C7 C10 C1 121.14(18) . . ?
C1 C11 C18 121.46(18) . . ?
C1 C11 C12 125.26(19) . . ?
C18 C11 C12 113.10(17) . . ?
N1 C2 C5 120.51(19) . . ?
N1 C2 C1 121.81(19) . . ?
C5 C2 C1 117.66(18) . . ?
N3 C7 C10 119.99(19) . . ?
N3 C7 C6 121.83(19) . . ?
C10 C7 C6 118.03(18) . . ?
C7 C6 C5 112.44(18) . . ?
C24 C6 C5 120.99(19) . . ?
C24 C6 C7 126.41(18) . . ?
N4 C9 C8 119.55(19) . . ?
N4 C9 C55 114.7(2) . . ?
C8 C9 C55 125.8(2) . . ?
C23 C18 C11 120.4(2) . . ?
C23 C18 C19 118.4(2) . . ?
C19 C18 C11 121.12(19) . . ?
C32 C31 C24 120.2(2) . . ?
C36 C31 C24 120.8(2) . . ?
C36 C31 C32 118.9(2) . . ?
C6 C24 C31 121.05(18) . . ?
C6 C24 C25 125.61(19) . . ?
C31 C24 C25 113.26(18) . . ?
C43 C48 H48 119.6 . . ?
C47 C48 C43 120.8(2) . . ?
C47 C48 H48 119.6 . . ?
C38 C37 C3 121.7(2) . . ?
C42 C37 C3 119.4(2) . . ?
C42 C37 C38 118.7(2) . . ?
C54 C49 C8 119.2(2) . . ?
C50 C49 C8 121.5(2) . . ?
C50 C49 C54 119.0(2) . . ?
C30 C25 C24 119.8(2) . . ?
C30 C25 C26 118.4(2) . . ?
C26 C25 C24 121.7(2) . . ?
C18 C23 H23 119.4 . . ?
C22 C23 C18 121.3(2) . . ?
C22 C23 H23 119.4 . . ?
C13 C12 C11 121.9(2) . . ?
C13 C12 C17 118.6(2) . . ?
C17 C12 C11 119.4(2) . . ?
C60 C55 C9 123.0(2) . . ?
C56 C55 C9 118.5(2) . . ?
C56 C55 C60 118.5(2) . . ?
C49 C54 H54 119.8 . . ?
C53 C54 C49 120.3(3) . . ?
C53 C54 H54 119.8 . . ?
F2 C21 C22 118.5(2) . . ?
F2 C21 C20 118.4(2) . . ?
C20 C21 C22 123.1(2) . . ?
C23 C22 H22 121.0 . . ?
C21 C22 C23 118.1(2) . . ?
C21 C22 H22 121.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.1(2) . . ?
C45 C44 H44 120.0 . . ?
C55 C60 H60 119.9 . . ?
C59 C60 C55 120.1(3) . . ?
C59 C60 H60 119.9 . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 120.9(3) . . ?
C33 C32 H32 119.5 . . ?
C31 C36 H36 119.8 . . ?
C35 C36 C31 120.5(3) . . ?
C35 C36 H36 119.8 . . ?
C25 C30 H30 119.4 . . ?
C29 C30 C25 121.2(3) . . ?
C29 C30 H30 119.4 . . ?
C21 C20 H20 120.9 . . ?
C21 C20 C19 118.2(2) . . ?
C19 C20 H20 120.9 . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.5 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.5(3) . . ?
C27 C26 H26 119.8 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.9(3) . . ?
C14 C13 H13 119.6 . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.3(3) . . ?
C39 C38 H38 119.8 . . ?
C49 C50 H50 120.1 . . ?
C51 C50 C49 119.8(3) . . ?
C51 C50 H50 120.1 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 120.9(3) . . ?
C16 C17 H17 119.5 . . ?
C48 C47 H47 120.0 . . ?
C48 C47 C46 120.1(2) . . ?
C46 C47 H47 120.0 . . ?
C37 C42 H42 119.6 . . ?
C37 C42 C41 120.8(3) . . ?
C41 C42 H42 119.6 . . ?
C47 C46 H46 120.4 . . ?
C45 C46 C47 119.3(2) . . ?
C45 C46 H46 120.4 . . ?
F4 C34 C35 118.0(3) . . ?
F4 C34 C33 118.4(3) . . ?
C33 C34 C35 123.6(2) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.5(3) . . ?
C15 C14 H14 120.7 . . ?
C36 C35 H35 120.9 . . ?
C34 C35 C36 118.3(3) . . ?
C34 C35 H35 120.9 . . ?
C32 C33 H33 121.1 . . ?
C34 C33 C32 117.8(3) . . ?
C34 C33 H33 121.1 . . ?
C54 C53 H53 120.0 . . ?
C52 C53 C54 120.0(3) . . ?
C52 C53 H53 120.0 . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 119.0(3) . . ?
C28 C27 H27 120.5 . . ?
C30 C29 H29 121.0 . . ?
C28 C29 C30 118.0(3) . . ?
C28 C29 H29 121.0 . . ?
C44 C45 H45 119.6 . . ?
C46 C45 C44 120.9(3) . . ?
C46 C45 H45 119.6 . . ?
F3 C28 C27 118.5(3) . . ?
F3 C28 C29 118.7(3) . . ?
C29 C28 C27 122.8(2) . . ?
C17 C16 H16 121.0 . . ?
C15 C16 C17 118.1(3) . . ?
C15 C16 H16 121.0 . . ?
C38 C39 H39 119.9 . . ?
C40 C39 C38 120.2(3) . . ?
C40 C39 H39 119.9 . . ?
F1 C15 C16 118.4(3) . . ?
C14 C15 F1 118.6(3) . . ?
C14 C15 C16 123.0(2) . . ?
C42 C41 H41 120.1 . . ?
C40 C41 C42 119.8(3) . . ?
C40 C41 H41 120.1 . . ?
C60 C59 H59 119.6 . . ?
C58 C59 C60 120.9(3) . . ?
C58 C59 H59 119.6 . . ?
C55 C56 H56 119.5 . . ?
C57 C56 C55 120.9(3) . . ?
C57 C56 H56 119.5 . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.0(3) . . ?
C41 C40 H40 120.0 . . ?
C53 C52 H52 120.1 . . ?
C51 C52 C53 119.9(3) . . ?
C51 C52 H52 120.1 . . ?
C50 C51 H51 119.5 . . ?
C52 C51 C50 121.0(3) . . ?
C52 C51 H51 119.5 . . ?
C59 C58 H58 120.3 . . ?
C59 C58 C57 119.5(3) . . ?
C57 C58 H58 120.3 . . ?
C56 C57 C58 120.1(3) . . ?
C56 C57 H57 119.9 . . ?
C58 C57 H57 119.9 . . ?
Cl2 C61 Cl1 112.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F2 C21 C22 C23 179.5(2) . . . . ?
F2 C21 C20 C19 -179.4(2) . . . . ?
N2 C5 C2 N1 5.4(3) . . . . ?
N2 C5 C2 C1 -176.30(18) . . . . ?
N2 C5 C6 C7 144.96(18) . . . . ?
N2 C5 C6 C24 -39.4(3) . . . . ?
N2 C4 C3 N1 5.6(3) . . . . ?
N2 C4 C3 C37 -174.07(19) . . . . ?
N1 C3 C37 C38 -139.3(2) . . . . ?
N1 C3 C37 C42 35.8(3) . . . . ?
N3 C8 C9 N4 7.6(3) . . . . ?
N3 C8 C9 C55 -172.8(2) . . . . ?
N3 C8 C49 C54 37.9(3) . . . . ?
N3 C8 C49 C50 -135.1(2) . . . . ?
N3 C7 C6 C5 -155.27(18) . . . . ?
N3 C7 C6 C24 29.4(3) . . . . ?
N4 C10 C7 N3 8.7(3) . . . . ?
N4 C10 C7 C6 -175.48(18) . . . . ?
N4 C9 C55 C60 -147.7(2) . . . . ?
N4 C9 C55 C56 31.1(3) . . . . ?
F4 C34 C35 C36 -179.1(2) . . . . ?
F4 C34 C33 C32 179.7(2) . . . . ?
C5 N2 C4 C43 176.73(17) . . . . ?
C5 N2 C4 C3 -2.2(3) . . . . ?
C5 C6 C24 C31 -14.2(3) . . . . ?
C5 C6 C24 C25 169.29(19) . . . . ?
C43 C4 C3 N1 -173.25(19) . . . . ?
C43 C4 C3 C37 7.1(3) . . . . ?
C43 C48 C47 C46 1.4(4) . . . . ?
C43 C44 C45 C46 1.0(4) . . . . ?
C4 N2 C5 C2 -3.1(3) . . . . ?
C4 N2 C5 C6 -179.79(17) . . . . ?
C4 C43 C48 C47 176.4(2) . . . . ?
C4 C43 C44 C45 -177.7(2) . . . . ?
C4 C3 C37 C38 40.4(3) . . . . ?
C4 C3 C37 C42 -144.6(2) . . . . ?
C8 N3 C7 C10 -1.2(3) . . . . ?
C8 N3 C7 C6 -176.83(18) . . . . ?
C8 C9 C55 C60 32.6(4) . . . . ?
C8 C9 C55 C56 -148.6(3) . . . . ?
C8 C49 C54 C53 -173.2(2) . . . . ?
C8 C49 C50 C51 172.6(2) . . . . ?
C3 N1 C2 C5 -2.0(3) . . . . ?
C3 N1 C2 C1 179.74(18) . . . . ?
C3 C37 C38 C39 175.7(2) . . . . ?
C3 C37 C42 C41 -176.2(2) . . . . ?
C1 C10 C7 N3 -172.05(18) . . . . ?
C1 C10 C7 C6 3.7(3) . . . . ?
C1 C11 C18 C23 -47.8(3) . . . . ?
C1 C11 C18 C19 135.1(2) . . . . ?
C1 C11 C12 C13 -60.5(3) . . . . ?
C1 C11 C12 C17 123.5(2) . . . . ?
C10 N4 C9 C8 -0.1(3) . . . . ?
C10 N4 C9 C55 -179.74(18) . . . . ?
C10 C1 C11 C18 -11.4(3) . . . . ?
C10 C1 C11 C12 173.74(19) . . . . ?
C10 C1 C2 N1 -149.36(19) . . . . ?
C10 C1 C2 C5 32.3(3) . . . . ?
C10 C7 C6 C5 29.0(2) . . . . ?
C10 C7 C6 C24 -146.3(2) . . . . ?
C11 C1 C10 N4 -42.6(3) . . . . ?
C11 C1 C10 C7 138.2(2) . . . . ?
C11 C1 C2 N1 37.8(3) . . . . ?
C11 C1 C2 C5 -140.5(2) . . . . ?
C11 C18 C23 C22 -178.4(2) . . . . ?
C11 C18 C19 C20 178.4(2) . . . . ?
C11 C12 C13 C14 -176.7(2) . . . . ?
C11 C12 C17 C16 177.5(2) . . . . ?
C2 N1 C3 C4 -3.3(3) . . . . ?
C2 N1 C3 C37 176.40(18) . . . . ?
C2 C5 C6 C7 -31.7(3) . . . . ?
C2 C5 C6 C24 143.9(2) . . . . ?
C2 C1 C10 N4 144.13(19) . . . . ?
C2 C1 C10 C7 -35.1(3) . . . . ?
C2 C1 C11 C18 160.9(2) . . . . ?
C2 C1 C11 C12 -14.0(3) . . . . ?
C7 N3 C8 C9 -6.7(3) . . . . ?
C7 N3 C8 C49 170.47(17) . . . . ?
C7 C6 C24 C31 160.8(2) . . . . ?
C7 C6 C24 C25 -15.7(3) . . . . ?
C6 C5 C2 N1 -178.07(18) . . . . ?
C6 C5 C2 C1 0.3(3) . . . . ?
C6 C24 C25 C30 122.6(3) . . . . ?
C6 C24 C25 C26 -62.1(3) . . . . ?
C9 N4 C10 C1 172.96(18) . . . . ?
C9 N4 C10 C7 -7.8(3) . . . . ?
C9 C8 C49 C54 -145.1(2) . . . . ?
C9 C8 C49 C50 41.9(3) . . . . ?
C9 C55 C60 C59 -179.0(2) . . . . ?
C9 C55 C56 C57 180.0(3) . . . . ?
C18 C11 C12 C13 124.2(2) . . . . ?
C18 C11 C12 C17 -51.7(3) . . . . ?
C18 C23 C22 C21 0.4(4) . . . . ?
C31 C24 C25 C30 -54.2(3) . . . . ?
C31 C24 C25 C26 121.1(2) . . . . ?
C31 C32 C33 C34 -1.1(4) . . . . ?
C31 C36 C35 C34 -0.2(4) . . . . ?
C24 C31 C32 C33 178.6(2) . . . . ?
C24 C31 C36 C35 -177.9(2) . . . . ?
C24 C25 C30 C29 178.3(2) . . . . ?
C24 C25 C26 C27 -176.5(2) . . . . ?
C48 C43 C4 N2 -128.5(2) . . . . ?
C48 C43 C4 C3 50.4(3) . . . . ?
C48 C43 C44 C45 -0.9(4) . . . . ?
C48 C47 C46 C45 -1.3(4) . . . . ?
C37 C38 C39 C40 0.1(4) . . . . ?
C37 C42 C41 C40 0.7(4) . . . . ?
C49 C8 C9 N4 -169.21(19) . . . . ?
C49 C8 C9 C55 10.4(3) . . . . ?
C49 C54 C53 C52 0.9(4) . . . . ?
C49 C50 C51 C52 0.2(4) . . . . ?
C25 C30 C29 C28 -1.9(4) . . . . ?
C25 C26 C27 C28 -1.4(4) . . . . ?
C23 C18 C19 C20 1.3(3) . . . . ?
C12 C11 C18 C23 127.6(2) . . . . ?
C12 C11 C18 C19 -49.5(3) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C12 C17 C16 C15 -1.6(4) . . . . ?
C55 C60 C59 C58 -1.5(5) . . . . ?
C55 C56 C57 C58 -0.6(7) . . . . ?
C54 C49 C50 C51 -0.4(4) . . . . ?
C54 C53 C52 C51 -1.2(4) . . . . ?
C21 C20 C19 C18 -0.5(4) . . . . ?
C22 C21 C20 C19 -0.4(4) . . . . ?
C44 C43 C4 N2 48.2(3) . . . . ?
C44 C43 C4 C3 -133.0(2) . . . . ?
C44 C43 C48 C47 -0.3(3) . . . . ?
C60 C55 C56 C57 -1.2(5) . . . . ?
C60 C59 C58 C57 -0.3(6) . . . . ?
C32 C31 C24 C6 130.0(2) . . . . ?
C32 C31 C24 C25 -53.1(3) . . . . ?
C32 C31 C36 C35 -0.8(3) . . . . ?
C36 C31 C24 C6 -53.0(3) . . . . ?
C36 C31 C24 C25 124.0(2) . . . . ?
C36 C31 C32 C33 1.5(3) . . . . ?
C30 C25 C26 C27 -1.1(4) . . . . ?
C30 C29 C28 F3 179.7(2) . . . . ?
C30 C29 C28 C27 -0.7(4) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C19 C18 C23 C22 -1.3(3) . . . . ?
C26 C25 C30 C29 2.8(4) . . . . ?
C26 C27 C28 F3 -178.0(2) . . . . ?
C26 C27 C28 C29 2.4(4) . . . . ?
C13 C12 C17 C16 1.4(4) . . . . ?
C13 C14 C15 F1 -179.6(2) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C38 C37 C42 C41 -1.0(4) . . . . ?
C38 C39 C40 C41 -0.4(5) . . . . ?
C50 C49 C54 C53 -0.1(3) . . . . ?
C17 C12 C13 C14 -0.7(3) . . . . ?
C17 C16 C15 F1 -179.7(2) . . . . ?
C17 C16 C15 C14 1.0(4) . . . . ?
C47 C46 C45 C44 0.1(5) . . . . ?
C42 C37 C38 C39 0.6(4) . . . . ?
C42 C41 C40 C39 0.1(5) . . . . ?
C35 C34 C33 C32 0.0(4) . . . . ?
C33 C34 C35 C36 0.6(4) . . . . ?
C53 C52 C51 C50 0.7(5) . . . . ?
C59 C58 C57 C56 1.3(7) . . . . ?
C56 C55 C60 C59 2.2(4) . . . . ?

_olex2_submission_original_sample_id yi210223-sgwr3
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.489
_oxdiff_exptl_absorpt_empirical_full_min 0.212
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200312-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176753'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-03-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200312-sgwr
_chemical_formula_moiety         'C64 H48 N4'
_chemical_formula_sum            'C64 H48 N4'
_chemical_formula_weight         873.06
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H48 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   28.1936(3)
_cell_length_b                   5.66772(5)
_cell_length_c                   32.3675(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.8392(11)
_cell_angle_gamma                90
_cell_volume                     4923.45(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13066
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5110
_cell_measurement_theta_min      2.8690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.526
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1840
_exptl_crystal_recrystallization_method EtOAc/hexane
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            17160
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.638
_diffrn_reflns_theta_min         2.868
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -49.00   0.50    4.78    --  -42.80 -37.00  -3.00   78
  2  ω    -66.00 -10.00   0.50    5.66    --  -84.50  30.00 -60.00  112
  3  ω    -39.00 -14.00   0.50    4.78    --  -42.80  37.00 152.00   50
  4  ω    -69.00 -12.00   0.50    5.66    --  -84.50  37.00 152.00  114
  5  ω   -115.00 -71.00   0.50    4.78    --  -42.80-125.00 150.00   88
  6  ω   -105.00 -79.00   0.50    5.66    --  -84.50-125.00 120.00   52
  7  ω   -152.00 -82.00   0.50    5.66    --  -84.50 -37.00  -3.00  140
  8  ω   -158.00-133.00   0.50    5.66    --  -84.50-125.00 120.00   50
  9  ω    -34.00  38.00   0.50    4.78    --   42.80 -37.00  -3.00  144
 10  ω     21.00 120.00   0.50    4.78    --   42.80  37.00 -60.00  198
 11  ω     42.00  69.00   0.50    5.66    --  108.63 -45.00-150.00   54
 12  ω     39.00  72.00   0.50    5.66    --  108.63 -45.00-180.00   66
 13  ω     38.00  63.00   0.50    5.66    --  108.63 -30.00-180.00   50
 14  ω     34.00  67.00   0.50    5.66    --  108.63 -45.00-120.00   66
 15  ω     40.00  66.00   0.50    5.66    --  108.63 -30.00 -60.00   52
 16  ω     41.00  66.00   0.50    5.66    --  108.63 -45.00 -30.00   50
 17  ω     32.00  69.00   0.50    5.66    --  108.63 -37.00  -3.00   74
 18  ω     34.00  63.00   0.50    5.66    --  108.63 -30.00  30.00   58
 19  ω     30.00  55.00   0.50    5.66    --  108.63 -30.00  60.00   50
 20  ω     62.00 138.00   0.50    5.66    --  108.63 -77.00  90.00  152
 21  ω     75.00 108.00   0.50    5.66    --  108.63 -94.00  30.00   66
 22  ω     31.00  64.00   0.50    5.66    --  108.63 -30.00 -90.00   66
 23  ω     37.00  62.00   0.50    5.66    --  108.63 -94.00  30.00   50
 24  ω     45.00 112.00   0.50    5.66    --  108.63-125.00-120.00  134
 25  ω     21.00  94.00   0.50    4.78    --   42.80  37.00 152.00  146
 26  ω     86.00 169.00   0.50    5.66    --  108.63  37.00 152.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0218204000
_diffrn_orient_matrix_UB_12      -0.0319192000
_diffrn_orient_matrix_UB_13      0.0378485000
_diffrn_orient_matrix_UB_21      0.0484079000
_diffrn_orient_matrix_UB_22      -0.1228658000
_diffrn_orient_matrix_UB_23      0.0267885000
_diffrn_orient_matrix_UB_31      0.0218476000
_diffrn_orient_matrix_UB_32      0.2402866000
_diffrn_orient_matrix_UB_33      0.0186942000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4612
_reflns_number_total             4926
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4926
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0654P)²+2.6514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1175
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C8(H8), C11(H11), C9(H9), C15(H15), C32(H32), C28(H28), C19(H19),
 C26(H26), C18(H18), C22(H22), C31(H31), C16(H16), C25(H25), C24(H24), C29(H29),
  C30(H30), C23(H23)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.29637(3) 0.47881(17) 0.43662(3) 0.0238(2) Uani 1 1 d . . . . .
N2 N 0.19568(3) 0.56775(17) 0.41300(3) 0.0244(2) Uani 1 1 d . . . . .
C3 C 0.26971(4) 0.48492(19) 0.39503(3) 0.0228(2) Uani 1 1 d . . . . .
C2 C 0.27417(4) 0.51985(19) 0.46738(3) 0.0229(2) Uani 1 1 d . . . . .
C14 C 0.38916(4) 0.42501(19) 0.56451(3) 0.0235(2) Uani 1 1 d . . . . .
C7 C 0.38262(4) 0.6539(2) 0.49634(3) 0.0226(2) Uani 1 1 d . . . . .
C27 C 0.18806(4) 0.6146(2) 0.33802(3) 0.0247(2) Uani 1 1 d . . . . .
C4 C 0.21869(4) 0.55333(19) 0.38290(3) 0.0231(2) Uani 1 1 d . . . . .
C5 C 0.22153(4) 0.53286(19) 0.45511(3) 0.0230(2) Uani 1 1 d . . . . .
C6 C 0.35713(4) 0.53477(19) 0.52421(3) 0.0229(2) Uani 1 1 d . . . . .
C12 C 0.42556(4) 0.5602(2) 0.48962(3) 0.0245(2) Uani 1 1 d . . . . .
H12 H 0.437674 0.414969 0.501686 0.029 Uiso 1 1 calc R . . . .
C21 C 0.29680(4) 0.4133(2) 0.36420(3) 0.0243(2) Uani 1 1 d . . . . .
C8 C 0.36580(4) 0.8736(2) 0.47775(3) 0.0252(2) Uani 1 1 d . . . . .
H8 H 0.337300 0.939442 0.481719 0.030 Uiso 1 1 calc R . . . .
C11 C 0.45028(4) 0.6815(2) 0.46516(3) 0.0270(2) Uani 1 1 d . . . . .
H11 H 0.478423 0.614671 0.460675 0.032 Uiso 1 1 calc R . . . .
C10 C 0.43391(4) 0.9010(2) 0.44720(4) 0.0284(2) Uani 1 1 d . . . . .
C1 C 0.30544(4) 0.52900(19) 0.51279(3) 0.0232(2) Uani 1 1 d . . . . .
C9 C 0.39082(4) 0.9946(2) 0.45355(4) 0.0286(2) Uani 1 1 d . . . . .
H9 H 0.378794 1.139748 0.441400 0.034 Uiso 1 1 calc R . . . .
C15 C 0.43442(4) 0.5259(2) 0.58867(3) 0.0280(2) Uani 1 1 d . . . . .
H15 H 0.444510 0.668315 0.579818 0.034 Uiso 1 1 calc R . . . .
C32 C 0.20841(4) 0.7288(2) 0.30922(4) 0.0292(2) Uani 1 1 d . . . . .
H32 H 0.242305 0.762806 0.317642 0.035 Uiso 1 1 calc R . . . .
C28 C 0.13720(4) 0.5649(2) 0.32475(4) 0.0327(3) Uani 1 1 d . . . . .
H28 H 0.123049 0.490553 0.343736 0.039 Uiso 1 1 calc R . . . .
C19 C 0.37627(4) 0.2069(2) 0.57845(4) 0.0283(2) Uani 1 1 d . . . . .
H19 H 0.346808 0.133860 0.562510 0.034 Uiso 1 1 calc R . . . .
C26 C 0.34559(4) 0.4911(2) 0.37138(4) 0.0303(3) Uani 1 1 d . . . . .
H26 H 0.360112 0.592701 0.394328 0.036 Uiso 1 1 calc R . . . .
C18 C 0.40643(5) 0.0981(2) 0.61537(4) 0.0349(3) Uani 1 1 d . . . . .
H18 H 0.396823 -0.045987 0.623996 0.042 Uiso 1 1 calc R . . . .
C22 C 0.27563(4) 0.2619(2) 0.32968(4) 0.0318(3) Uani 1 1 d . . . . .
H22 H 0.242914 0.211275 0.324328 0.038 Uiso 1 1 calc R . . . .
C31 C 0.17848(5) 0.7921(2) 0.26813(4) 0.0366(3) Uani 1 1 d . . . . .
H31 H 0.192303 0.869876 0.249261 0.044 Uiso 1 1 calc R . . . .
C16 C 0.46448(4) 0.4151(2) 0.62582(4) 0.0355(3) Uani 1 1 d . . . . .
H16 H 0.494263 0.486023 0.641606 0.043 Uiso 1 1 calc R . . . .
C17 C 0.45105(5) 0.2013(3) 0.63986(4) 0.0379(3) Uani 1 1 d . . . . .
C25 C 0.37250(5) 0.4169(3) 0.34432(4) 0.0369(3) Uani 1 1 d . . . . .
H25 H 0.404839 0.471178 0.348937 0.044 Uiso 1 1 calc R . . . .
C24 C 0.35155(5) 0.2631(2) 0.31058(4) 0.0399(3) Uani 1 1 d . . . . .
H24 H 0.369937 0.211519 0.292871 0.048 Uiso 1 1 calc R . . . .
C29 C 0.10759(5) 0.6257(3) 0.28341(4) 0.0401(3) Uani 1 1 d . . . . .
H29 H 0.073794 0.589491 0.274629 0.048 Uiso 1 1 calc R . . . .
C30 C 0.12814(5) 0.7400(3) 0.25510(4) 0.0400(3) Uani 1 1 d . . . . .
H30 H 0.108152 0.781614 0.227454 0.048 Uiso 1 1 calc R . . . .
C23 C 0.30302(5) 0.1858(2) 0.30319(4) 0.0397(3) Uani 1 1 d . . . . .
H23 H 0.288785 0.082744 0.280410 0.048 Uiso 1 1 calc R . . . .
C13 C 0.46212(5) 1.0326(3) 0.42167(5) 0.0441(3) Uani 1 1 d . . . . .
H13A H 0.495953 0.977772 0.429939 0.066 Uiso 1 1 calc GR . . . .
H13B H 0.461685 1.198372 0.427600 0.066 Uiso 1 1 calc GR . . . .
H13C H 0.446678 1.005257 0.391230 0.066 Uiso 1 1 calc GR . . . .
C20 C 0.48369(6) 0.0818(4) 0.68038(5) 0.0607(5) Uani 1 1 d . . . . .
H20A H 0.463215 -0.005861 0.693783 0.091 Uiso 1 1 calc GR . . . .
H20B H 0.502189 0.198948 0.700272 0.091 Uiso 1 1 calc GR . . . .
H20C H 0.506383 -0.023512 0.672820 0.091 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.3259(13) . ?
N1 C2 1.3488(13) . ?
N2 C4 1.3281(13) . ?
N2 C5 1.3488(13) . ?
C3 C4 1.4240(14) . ?
C3 C21 1.4870(14) . ?
C2 C5 1.4159(14) . ?
C2 C1 1.4651(14) . ?
C14 C6 1.4774(14) . ?
C14 C15 1.3983(15) . ?
C14 C19 1.4014(16) . ?
C7 C6 1.4775(14) . ?
C7 C12 1.3987(14) . ?
C7 C8 1.4010(15) . ?
C27 C4 1.4858(14) . ?
C27 C32 1.3948(15) . ?
C27 C28 1.3937(15) . ?
C5 C1 1.4637(14) 2_556 ?
C6 C1 1.3897(14) . ?
C12 C11 1.3868(15) . ?
C21 C26 1.3945(15) . ?
C21 C22 1.3900(16) . ?
C8 C9 1.3855(15) . ?
C11 C10 1.3908(17) . ?
C10 C9 1.3972(16) . ?
C10 C13 1.5079(16) . ?
C15 C16 1.3904(16) . ?
C32 C31 1.3864(16) . ?
C28 C29 1.3862(16) . ?
C19 C18 1.3816(16) . ?
C26 C25 1.3881(16) . ?
C18 C17 1.3934(19) . ?
C22 C23 1.3867(16) . ?
C31 C30 1.3831(19) . ?
C16 C17 1.387(2) . ?
C17 C20 1.5119(17) . ?
C25 C24 1.381(2) . ?
C24 C23 1.3858(19) . ?
C29 C30 1.3857(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 119.86(9) . . ?
C4 N2 C5 119.88(9) . . ?
N1 C3 C4 119.85(9) . . ?
N1 C3 C21 115.22(9) . . ?
C4 C3 C21 124.92(9) . . ?
N1 C2 C5 119.05(9) . . ?
N1 C2 C1 118.30(9) . . ?
C5 C2 C1 122.44(9) . . ?
C15 C14 C6 121.86(10) . . ?
C15 C14 C19 117.57(10) . . ?
C19 C14 C6 120.47(9) . . ?
C12 C7 C6 121.84(10) . . ?
C12 C7 C8 117.76(10) . . ?
C8 C7 C6 120.29(9) . . ?
C32 C27 C4 121.81(9) . . ?
C28 C27 C4 119.28(9) . . ?
C28 C27 C32 118.86(10) . . ?
N2 C4 C3 119.58(9) . . ?
N2 C4 C27 115.77(9) . . ?
C3 C4 C27 124.65(9) . . ?
N2 C5 C2 119.10(9) . . ?
N2 C5 C1 118.82(9) . 2_556 ?
C2 C5 C1 121.88(9) . 2_556 ?
C14 C6 C7 116.84(9) . . ?
C1 C6 C14 122.16(9) . . ?
C1 C6 C7 121.00(9) . . ?
C11 C12 C7 120.72(10) . . ?
C26 C21 C3 119.01(10) . . ?
C22 C21 C3 121.71(10) . . ?
C22 C21 C26 119.20(10) . . ?
C9 C8 C7 121.26(10) . . ?
C12 C11 C10 121.45(10) . . ?
C11 C10 C9 118.05(10) . . ?
C11 C10 C13 120.53(10) . . ?
C9 C10 C13 121.42(11) . . ?
C5 C1 C2 115.40(9) 2_556 . ?
C6 C1 C2 121.82(9) . . ?
C6 C1 C5 122.78(9) . 2_556 ?
C8 C9 C10 120.76(10) . . ?
C16 C15 C14 120.60(11) . . ?
C31 C32 C27 120.48(11) . . ?
C29 C28 C27 120.39(11) . . ?
C18 C19 C14 121.36(11) . . ?
C25 C26 C21 120.07(11) . . ?
C19 C18 C17 120.94(12) . . ?
C23 C22 C21 120.36(11) . . ?
C30 C31 C32 120.23(11) . . ?
C17 C16 C15 121.50(11) . . ?
C18 C17 C20 120.61(14) . . ?
C16 C17 C18 118.00(11) . . ?
C16 C17 C20 121.39(13) . . ?
C24 C25 C26 120.41(11) . . ?
C25 C24 C23 119.77(11) . . ?
C30 C29 C28 120.28(11) . . ?
C31 C30 C29 119.74(11) . . ?
C24 C23 C22 120.17(12) . . ?

_olex2_submission_original_sample_id yi200312-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.911
_oxdiff_exptl_absorpt_empirical_full_min 0.433
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210303-sgwr2_autored
_database_code_depnum_ccdc_archive 'CCDC 2176757'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
yishigaki@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        yi210303-sgwr2
_chemical_formula_moiety         '2(C H Cl3), C60 H36 F4 N4'
_chemical_formula_sum            'C62 H38 Cl6 F4 N4'
_chemical_formula_weight         1127.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.86604(12)
_cell_length_b                   24.1764(2)
_cell_length_c                   17.28731(17)
_cell_angle_alpha                90
_cell_angle_beta                 99.5946(9)
_cell_angle_gamma                90
_cell_volume                     5302.07(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18114
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.2360
_cell_measurement_theta_min      3.1460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.449
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.15591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2304
_exptl_crystal_recrystallization_method CHCl3/EtOH
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32287
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.714
_diffrn_reflns_theta_min         3.172
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  26.00   0.50    2.08    --  -42.80  65.00 110.00  184
  2  ω     71.00 116.00   0.50    2.08    --   42.80 125.00   0.00   90
  3  ω     75.00 111.00   0.50    2.08    --   42.80 125.00 -30.00   72
  4  ω     85.00 165.00   0.50    5.20    --  108.63  65.00 110.00  160
  5  ω    138.00 164.00   0.50    5.20    --  108.63  45.00  60.00   52
  6  ω     98.00 176.00   0.50    5.20    --  108.63  45.00  30.00  156
  7  ω     95.00 137.00   0.50    5.20    --  108.63  45.00  60.00   84
  8  ω     50.00  77.00   0.50    5.20    --  108.63 -45.00  90.00   54
  9  ω     33.00  77.00   0.50    5.20    --  108.63 -45.00 120.00   88
 10  ω     32.00  64.00   0.50    5.20    --  108.63 -30.00 150.00   64
 11  ω     31.00  66.00   0.50    5.20    --  108.63 -30.00 120.00   70
 12  ω     38.00  63.00   0.50    5.20    --  108.63 -30.00  30.00   50
 13  ω     35.00 130.00   0.50    5.20    --  108.63 -65.00 -25.00  190
 14  ω    104.00 148.00   0.50    5.20    --  108.63  30.00-150.00   88
 15  ω     30.00  66.00   0.50    5.20    --  108.63 -30.00 -60.00   72
 16  ω     33.00  59.00   0.50    5.20    --  108.63 -30.00 -30.00   52
 17  ω     35.00  61.00   0.50    5.20    --  108.63 -45.00-150.00   52
 18  ω     39.00  78.00   0.50    5.20    --  108.63 -45.00-180.00   78
 19  ω     35.00  60.00   0.50    5.20    --  108.63 -30.00-180.00   50
 20  ω   -111.00 -20.00   0.50    2.08    --  -42.80 -65.00 -25.00  182
 21  ω    -56.00 -31.00   0.50    5.20    --  -84.50  30.00 -60.00   50
 22  ω    -83.00 -58.00   0.50    5.20    --  -84.50  65.00 110.00   50
 23  ω   -134.00-109.00   0.50    5.20    --  -84.50 -65.00 -25.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0978912000
_diffrn_orient_matrix_UB_12      0.0350012000
_diffrn_orient_matrix_UB_13      0.0075194000
_diffrn_orient_matrix_UB_21      0.0133066000
_diffrn_orient_matrix_UB_22      0.0322560000
_diffrn_orient_matrix_UB_23      -0.0746268000
_diffrn_orient_matrix_UB_31      -0.0706444000
_diffrn_orient_matrix_UB_32      -0.0423598000
_diffrn_orient_matrix_UB_33      -0.0504285000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9612
_reflns_number_total             10723
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.191
_refine_diff_density_min         -1.451
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         10723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1109
_refine_ls_R_factor_gt           0.1052
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1925P)²+20.5970P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3110
_refine_ls_wR_factor_ref         0.3170
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C61(H61), C62(H62)
2.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C36(H36), C30(H30), C42(H42), C35(H35), C38(H38), C48(H48),
 C32(H32), C44(H44), C50(H50), C27(H27), C17(H17), C56(H56), C13(H13), C29(H29),
  C19(H19), C33(H33), C16(H16), C60(H60), C39(H39), C23(H23), C14(H14),
 C47(H47), C41(H41), C46(H46), C57(H57), C40(H40), C54(H54), C22(H22), C45(H45),
  C20(H20), C58(H58), C59(H59), C51(H51), C52(H52), C53(H53)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.01233(11) 0.59117(7) 0.46016(9) 0.0575(4) Uani 1 1 d . . . . .
Cl2 Cl 0.04498(15) 0.58582(7) 0.30646(9) 0.0663(5) Uani 1 1 d . . . . .
Cl3 Cl 0.12192(14) 0.50359(7) 0.42295(12) 0.0696(5) Uani 1 1 d . . . . .
Cl4 Cl 0.51724(18) 0.92449(11) 0.31084(12) 0.0892(7) Uani 1 1 d . . . . .
Cl5 Cl 0.41433(19) 1.00529(10) 0.39158(14) 0.0901(7) Uani 1 1 d . . . . .
F3 F 0.8461(3) 0.80664(13) 0.19999(16) 0.0459(7) Uani 1 1 d . . . . .
F1 F 0.1199(3) 0.77558(13) 0.60598(15) 0.0473(8) Uani 1 1 d . . . . .
F4 F 0.9394(3) 0.68786(15) 0.70783(17) 0.0532(8) Uani 1 1 d . . . . .
N1 N 0.3390(2) 0.61002(12) 0.47147(18) 0.0193(6) Uani 1 1 d . . . . .
Cl6 Cl 0.3658(4) 0.89005(15) 0.4065(2) 0.1576(17) Uani 1 1 d . . . . .
N3 N 0.5939(3) 0.62213(13) 0.26276(18) 0.0216(6) Uani 1 1 d . . . . .
F2 F 0.0250(3) 0.77756(19) 0.0749(2) 0.0676(11) Uani 1 1 d . . . . .
N4 N 0.3806(3) 0.63948(12) 0.21391(18) 0.0210(6) Uani 1 1 d . . . . .
N2 N 0.5558(2) 0.60030(13) 0.51717(18) 0.0210(6) Uani 1 1 d . . . . .
C7 C 0.5335(3) 0.63924(15) 0.3127(2) 0.0194(7) Uani 1 1 d . . . . .
C2 C 0.4055(3) 0.63120(14) 0.4275(2) 0.0186(7) Uani 1 1 d . . . . .
C10 C 0.4234(3) 0.64506(14) 0.2894(2) 0.0196(7) Uani 1 1 d . . . . .
C37 C 0.3035(3) 0.56052(16) 0.5846(2) 0.0217(7) Uani 1 1 d . . . . .
C3 C 0.3796(3) 0.58478(15) 0.5390(2) 0.0203(7) Uani 1 1 d . . . . .
C5 C 0.5159(3) 0.62528(14) 0.4500(2) 0.0190(7) Uani 1 1 d . . . . .
C6 C 0.5833(3) 0.64712(15) 0.3959(2) 0.0195(7) Uani 1 1 d . . . . .
C31 C 0.7432(3) 0.67629(16) 0.4944(2) 0.0209(7) Uani 1 1 d . . . . .
C9 C 0.4427(3) 0.62501(15) 0.1621(2) 0.0221(7) Uani 1 1 d . . . . .
C8 C 0.5506(3) 0.61246(15) 0.1881(2) 0.0224(7) Uani 1 1 d . . . . .
C1 C 0.3601(3) 0.65773(15) 0.3515(2) 0.0198(7) Uani 1 1 d . . . . .
C24 C 0.6771(3) 0.67382(15) 0.4148(2) 0.0201(7) Uani 1 1 d . . . . .
C43 C 0.5392(3) 0.55761(15) 0.6400(2) 0.0221(7) Uani 1 1 d . . . . .
C11 C 0.2745(3) 0.69178(15) 0.3449(2) 0.0212(7) Uani 1 1 d . . . . .
C4 C 0.4895(3) 0.58174(15) 0.5633(2) 0.0204(7) Uani 1 1 d . . . . .
C49 C 0.6227(3) 0.58637(16) 0.1407(2) 0.0270(8) Uani 1 1 d . . . . .
C12 C 0.2346(3) 0.71309(16) 0.4150(2) 0.0229(7) Uani 1 1 d . . . . .
C25 C 0.7202(3) 0.70740(16) 0.3549(2) 0.0214(7) Uani 1 1 d . . . . .
C26 C 0.6594(3) 0.74817(17) 0.3117(2) 0.0267(8) Uani 1 1 d . . . . .
H26 H 0.589497 0.752830 0.317943 0.032 Uiso 1 1 calc R U . . .
C55 C 0.3886(3) 0.62389(16) 0.0786(2) 0.0265(8) Uani 1 1 d . . . . .
C36 C 0.7779(3) 0.62883(17) 0.5364(2) 0.0255(8) Uani 1 1 d . . . . .
H36 H 0.756317 0.594277 0.516096 0.031 Uiso 1 1 calc R U . . .
C18 C 0.2138(3) 0.71356(17) 0.2696(2) 0.0252(8) Uani 1 1 d . . . . .
C30 C 0.8248(3) 0.70090(19) 0.3441(2) 0.0296(9) Uani 1 1 d . . . . .
H30 H 0.866791 0.674280 0.372936 0.035 Uiso 1 1 calc R U . . .
C42 C 0.2195(3) 0.59234(17) 0.6015(2) 0.0261(8) Uani 1 1 d . . . . .
H42 H 0.209923 0.628164 0.582051 0.031 Uiso 1 1 calc R U . . .
C35 C 0.8447(3) 0.63254(19) 0.6086(2) 0.0316(9) Uani 1 1 d . . . . .
H35 H 0.868122 0.600869 0.636738 0.038 Uiso 1 1 calc R U . . .
C38 C 0.3154(3) 0.50613(17) 0.6130(3) 0.0280(8) Uani 1 1 d . . . . .
H38 H 0.370175 0.484282 0.601189 0.034 Uiso 1 1 calc R U . . .
C15 C 0.1580(4) 0.75547(18) 0.5428(2) 0.0337(10) Uani 1 1 d . . . . .
C48 C 0.5051(3) 0.57301(18) 0.7091(2) 0.0278(8) Uani 1 1 d . . . . .
H48 H 0.450623 0.598472 0.707817 0.033 Uiso 1 1 calc R U . . .
C34 C 0.8749(3) 0.6839(2) 0.6369(2) 0.0333(9) Uani 1 1 d . . . . .
C32 C 0.7775(3) 0.72765(18) 0.5260(2) 0.0285(8) Uani 1 1 d . . . . .
H32 H 0.755710 0.759723 0.498213 0.034 Uiso 1 1 calc R U . . .
C44 C 0.6212(3) 0.51969(18) 0.6427(3) 0.0292(8) Uani 1 1 d . . . . .
H44 H 0.645810 0.510108 0.596927 0.035 Uiso 1 1 calc R U . . .
C50 C 0.5907(4) 0.54170(18) 0.0910(3) 0.0342(9) Uani 1 1 d . . . . .
H50 H 0.521089 0.529683 0.083913 0.041 Uiso 1 1 calc R U . . .
C27 C 0.7009(4) 0.78172(17) 0.2600(2) 0.0308(9) Uani 1 1 d . . . . .
H27 H 0.660312 0.809189 0.231939 0.037 Uiso 1 1 calc R U . . .
C17 C 0.1274(3) 0.71129(18) 0.4190(2) 0.0294(9) Uani 1 1 d . . . . .
H17 H 0.080895 0.696113 0.377514 0.035 Uiso 1 1 calc R U . . .
C28 C 0.8039(4) 0.77350(19) 0.2509(2) 0.0321(9) Uani 1 1 d . . . . .
C56 C 0.2817(4) 0.61070(18) 0.0624(2) 0.0322(9) Uani 1 1 d . . . . .
H56 H 0.246567 0.600712 0.103133 0.039 Uiso 1 1 calc R U . . .
C13 C 0.3021(3) 0.73848(17) 0.4765(2) 0.0290(8) Uani 1 1 d . . . . .
H13 H 0.373702 0.741010 0.474538 0.035 Uiso 1 1 calc R U . . .
C29 C 0.8670(3) 0.7338(2) 0.2907(3) 0.0343(10) Uani 1 1 d . . . . .
H29 H 0.935978 0.728845 0.282440 0.041 Uiso 1 1 calc R U . . .
C19 C 0.1969(3) 0.77050(19) 0.2614(3) 0.0325(9) Uani 1 1 d . . . . .
H19 H 0.228346 0.794136 0.300960 0.039 Uiso 1 1 calc R U . . .
C33 C 0.8434(4) 0.7316(2) 0.5979(3) 0.0358(10) Uani 1 1 d . . . . .
H33 H 0.865415 0.765898 0.619004 0.043 Uiso 1 1 calc R U . . .
C16 C 0.0885(4) 0.73174(19) 0.4839(3) 0.0337(9) Uani 1 1 d . . . . .
H16 H 0.017149 0.729311 0.486910 0.040 Uiso 1 1 calc R U . . .
C60 C 0.4402(4) 0.63926(18) 0.0165(2) 0.0337(9) Uani 1 1 d . . . . .
H60 H 0.511403 0.648363 0.026557 0.040 Uiso 1 1 calc R U . . .
C39 C 0.2463(4) 0.48494(19) 0.6583(3) 0.0352(10) Uani 1 1 d . . . . .
H39 H 0.254465 0.448838 0.676925 0.042 Uiso 1 1 calc R U . . .
C23 C 0.1648(3) 0.6793(2) 0.2108(3) 0.0344(9) Uani 1 1 d . . . . .
H23 H 0.175296 0.641287 0.214840 0.041 Uiso 1 1 calc R U . . .
C14 C 0.2634(4) 0.75990(19) 0.5404(3) 0.0362(10) Uani 1 1 d . . . . .
H14 H 0.308450 0.777047 0.580997 0.043 Uiso 1 1 calc R U . . .
C47 C 0.5527(4) 0.5502(2) 0.7805(3) 0.0364(10) Uani 1 1 d . . . . .
H47 H 0.530690 0.561062 0.826851 0.044 Uiso 1 1 calc R U . . .
C41 C 0.1509(3) 0.5709(2) 0.6470(3) 0.0356(10) Uani 1 1 d . . . . .
H41 H 0.095148 0.592299 0.658233 0.043 Uiso 1 1 calc R U . . .
C46 C 0.6327(4) 0.5114(2) 0.7826(3) 0.0412(11) Uani 1 1 d . . . . .
H46 H 0.663433 0.495783 0.830130 0.049 Uiso 1 1 calc R U . . .
C57 C 0.2270(4) 0.6123(2) -0.0143(3) 0.0407(11) Uani 1 1 d . . . . .
H57 H 0.155728 0.603440 -0.024573 0.049 Uiso 1 1 calc R U . . .
C40 C 0.1648(4) 0.5172(2) 0.6762(3) 0.0391(10) Uani 1 1 d . . . . .
H40 H 0.119255 0.502994 0.707775 0.047 Uiso 1 1 calc R U . . .
C54 C 0.7283(4) 0.6035(2) 0.1516(3) 0.0360(10) Uani 1 1 d . . . . .
H54 H 0.750671 0.632791 0.185073 0.043 Uiso 1 1 calc R U . . .
C21 C 0.0873(4) 0.7567(3) 0.1396(3) 0.0456(13) Uani 1 1 d . . . . .
C22 C 0.0997(4) 0.7012(3) 0.1452(3) 0.0444(12) Uani 1 1 d . . . . .
H22 H 0.065445 0.678073 0.106041 0.053 Uiso 1 1 calc R U . . .
C45 C 0.6665(4) 0.4961(2) 0.7140(3) 0.0386(11) Uani 1 1 d . . . . .
H45 H 0.719708 0.469869 0.715279 0.046 Uiso 1 1 calc R U . . .
C20 C 0.1342(4) 0.7926(2) 0.1953(3) 0.0414(11) Uani 1 1 d . . . . .
H20 H 0.124580 0.830565 0.189392 0.050 Uiso 1 1 calc R U . . .
C58 C 0.2793(5) 0.6273(2) -0.0755(3) 0.0460(13) Uani 1 1 d . . . . .
H58 H 0.243111 0.628126 -0.126730 0.055 Uiso 1 1 calc R U . . .
C59 C 0.3856(5) 0.6410(2) -0.0598(3) 0.0436(12) Uani 1 1 d . . . . .
H59 H 0.420323 0.651319 -0.100617 0.052 Uiso 1 1 calc R U . . .
C51 C 0.6635(5) 0.5151(2) 0.0520(3) 0.0469(12) Uani 1 1 d . . . . .
H51 H 0.642067 0.485635 0.018643 0.056 Uiso 1 1 calc R U . . .
C52 C 0.7661(5) 0.5325(3) 0.0629(4) 0.0544(15) Uani 1 1 d . . . . .
H52 H 0.814115 0.514561 0.036846 0.065 Uiso 1 1 calc R U . . .
C53 C 0.7993(5) 0.5766(3) 0.1125(4) 0.0514(14) Uani 1 1 d . . . . .
H53 H 0.869264 0.588143 0.119450 0.062 Uiso 1 1 calc R U . . .
C61 C 0.0877(4) 0.5729(3) 0.4076(4) 0.0509(13) Uani 1 1 d . . . . .
H61 H 0.149864 0.595711 0.425943 0.061 Uiso 1 1 calc R U . . .
C62 C 0.4023(7) 0.9412(4) 0.3443(5) 0.080(2) Uani 1 1 d . . . . .
H62 H 0.345996 0.944138 0.298699 0.096 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C61 1.751(6) . ?
Cl2 C61 1.772(6) . ?
Cl3 C61 1.741(6) . ?
Cl4 C62 1.724(9) . ?
Cl5 C62 1.747(9) . ?
F3 C28 1.368(5) . ?
F1 C15 1.359(5) . ?
F4 C34 1.364(5) . ?
N1 C2 1.337(5) . ?
N1 C3 1.343(5) . ?
Cl6 C62 1.753(10) . ?
N3 C7 1.321(5) . ?
N3 C8 1.339(5) . ?
F2 C21 1.361(5) . ?
N4 C10 1.336(5) . ?
N4 C9 1.343(5) . ?
N2 C5 1.334(5) . ?
N2 C4 1.338(5) . ?
C7 C10 1.413(5) . ?
C7 C6 1.485(5) . ?
C2 C5 1.417(5) . ?
C2 C1 1.490(5) . ?
C10 C1 1.485(5) . ?
C37 C3 1.478(5) . ?
C37 C42 1.397(6) . ?
C37 C38 1.403(5) . ?
C3 C4 1.408(5) . ?
C5 C6 1.474(5) . ?
C6 C24 1.360(5) . ?
C31 C24 1.494(5) . ?
C31 C36 1.391(5) . ?
C31 C32 1.398(6) . ?
C9 C8 1.419(5) . ?
C9 C55 1.494(5) . ?
C8 C49 1.477(5) . ?
C1 C11 1.365(5) . ?
C24 C25 1.493(5) . ?
C43 C4 1.492(5) . ?
C43 C48 1.391(6) . ?
C43 C44 1.392(6) . ?
C11 C12 1.484(5) . ?
C11 C18 1.497(5) . ?
C49 C50 1.398(6) . ?
C49 C54 1.403(7) . ?
C12 C17 1.393(6) . ?
C12 C13 1.398(5) . ?
C25 C26 1.395(5) . ?
C25 C30 1.397(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.380(6) . ?
C55 C56 1.394(6) . ?
C55 C60 1.403(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.396(5) . ?
C18 C19 1.397(6) . ?
C18 C23 1.380(6) . ?
C30 H30 0.9300 . ?
C30 C29 1.396(6) . ?
C42 H42 0.9300 . ?
C42 C41 1.378(6) . ?
C35 H35 0.9300 . ?
C35 C34 1.367(7) . ?
C38 H38 0.9300 . ?
C38 C39 1.379(6) . ?
C15 C16 1.366(7) . ?
C15 C14 1.368(7) . ?
C48 H48 0.9300 . ?
C48 C47 1.396(6) . ?
C34 C33 1.363(7) . ?
C32 H32 0.9300 . ?
C32 C33 1.387(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.394(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.397(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(7) . ?
C17 H17 0.9300 . ?
C17 C16 1.393(6) . ?
C28 C29 1.366(7) . ?
C56 H56 0.9300 . ?
C56 C57 1.394(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(6) . ?
C29 H29 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.391(6) . ?
C33 H33 0.9300 . ?
C16 H16 0.9300 . ?
C60 H60 0.9300 . ?
C60 C59 1.388(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.381(7) . ?
C23 H23 0.9300 . ?
C23 C22 1.398(6) . ?
C14 H14 0.9300 . ?
C47 H47 0.9300 . ?
C47 C46 1.389(7) . ?
C41 H41 0.9300 . ?
C41 C40 1.395(7) . ?
C46 H46 0.9300 . ?
C46 C45 1.381(8) . ?
C57 H57 0.9300 . ?
C57 C58 1.392(8) . ?
C40 H40 0.9300 . ?
C54 H54 0.9300 . ?
C54 C53 1.384(7) . ?
C21 C22 1.352(9) . ?
C21 C20 1.360(8) . ?
C22 H22 0.9300 . ?
C45 H45 0.9300 . ?
C20 H20 0.9300 . ?
C58 H58 0.9300 . ?
C58 C59 1.389(9) . ?
C59 H59 0.9300 . ?
C51 H51 0.9300 . ?
C51 C52 1.368(9) . ?
C52 H52 0.9300 . ?
C52 C53 1.392(9) . ?
C53 H53 0.9300 . ?
C61 H61 0.9800 . ?
C62 H62 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C3 118.4(3) . . ?
C7 N3 C8 119.3(3) . . ?
C10 N4 C9 118.9(3) . . ?
C5 N2 C4 118.6(3) . . ?
N3 C7 C10 121.0(3) . . ?
N3 C7 C6 117.9(3) . . ?
C10 C7 C6 120.9(3) . . ?
N1 C2 C5 120.8(3) . . ?
N1 C2 C1 118.2(3) . . ?
C5 C2 C1 120.9(3) . . ?
N4 C10 C7 120.0(3) . . ?
N4 C10 C1 122.7(3) . . ?
C7 C10 C1 117.3(3) . . ?
C42 C37 C3 119.9(3) . . ?
C42 C37 C38 119.1(4) . . ?
C38 C37 C3 121.0(3) . . ?
N1 C3 C37 116.6(3) . . ?
N1 C3 C4 120.6(3) . . ?
C4 C3 C37 122.8(3) . . ?
N2 C5 C2 120.5(3) . . ?
N2 C5 C6 122.2(3) . . ?
C2 C5 C6 117.3(3) . . ?
C5 C6 C7 111.3(3) . . ?
C24 C6 C7 121.0(3) . . ?
C24 C6 C5 127.6(3) . . ?
C36 C31 C24 122.1(3) . . ?
C36 C31 C32 118.5(3) . . ?
C32 C31 C24 119.3(3) . . ?
N4 C9 C8 120.3(3) . . ?
N4 C9 C55 114.6(3) . . ?
C8 C9 C55 125.2(3) . . ?
N3 C8 C9 119.8(3) . . ?
N3 C8 C49 114.2(3) . . ?
C9 C8 C49 125.9(3) . . ?
C10 C1 C2 111.5(3) . . ?
C11 C1 C2 121.7(3) . . ?
C11 C1 C10 126.6(3) . . ?
C6 C24 C31 125.8(3) . . ?
C6 C24 C25 120.6(3) . . ?
C25 C24 C31 113.4(3) . . ?
C48 C43 C4 120.6(3) . . ?
C48 C43 C44 119.5(4) . . ?
C44 C43 C4 119.8(4) . . ?
C1 C11 C12 121.7(3) . . ?
C1 C11 C18 125.6(3) . . ?
C12 C11 C18 112.7(3) . . ?
N2 C4 C3 120.8(3) . . ?
N2 C4 C43 116.1(3) . . ?
C3 C4 C43 123.1(3) . . ?
C50 C49 C8 121.5(4) . . ?
C50 C49 C54 119.3(4) . . ?
C54 C49 C8 118.9(4) . . ?
C17 C12 C11 120.6(3) . . ?
C17 C12 C13 118.0(4) . . ?
C13 C12 C11 121.2(4) . . ?
C26 C25 C24 121.0(3) . . ?
C26 C25 C30 118.3(4) . . ?
C30 C25 C24 120.6(3) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.2(4) . . ?
C27 C26 H26 119.4 . . ?
C56 C55 C9 118.9(4) . . ?
C56 C55 C60 118.9(4) . . ?
C60 C55 C9 122.0(4) . . ?
C31 C36 H36 119.7 . . ?
C31 C36 C35 120.6(4) . . ?
C35 C36 H36 119.7 . . ?
C19 C18 C11 119.0(4) . . ?
C23 C18 C11 122.5(4) . . ?
C23 C18 C19 118.2(4) . . ?
C25 C30 H30 119.5 . . ?
C29 C30 C25 120.9(4) . . ?
C29 C30 H30 119.5 . . ?
C37 C42 H42 119.8 . . ?
C41 C42 C37 120.3(4) . . ?
C41 C42 H42 119.8 . . ?
C36 C35 H35 120.8 . . ?
C34 C35 C36 118.3(4) . . ?
C34 C35 H35 120.8 . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.3(4) . . ?
C39 C38 H38 119.9 . . ?
F1 C15 C16 118.1(4) . . ?
F1 C15 C14 119.3(4) . . ?
C16 C15 C14 122.6(4) . . ?
C43 C48 H48 120.0 . . ?
C43 C48 C47 119.9(4) . . ?
C47 C48 H48 120.0 . . ?
F4 C34 C35 118.6(4) . . ?
C33 C34 F4 118.1(4) . . ?
C33 C34 C35 123.3(4) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.2(4) . . ?
C33 C32 H32 119.4 . . ?
C43 C44 H44 119.9 . . ?
C43 C44 C45 120.2(4) . . ?
C45 C44 H44 119.9 . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 119.9(5) . . ?
C51 C50 H50 120.0 . . ?
C26 C27 H27 120.8 . . ?
C28 C27 C26 118.3(4) . . ?
C28 C27 H27 120.8 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.4(4) . . ?
C16 C17 H17 119.3 . . ?
F3 C28 C27 118.8(4) . . ?
C29 C28 F3 118.0(4) . . ?
C29 C28 C27 123.2(4) . . ?
C55 C56 H56 119.7 . . ?
C57 C56 C55 120.6(4) . . ?
C57 C56 H56 119.7 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.7(4) . . ?
C14 C13 H13 119.6 . . ?
C30 C29 H29 121.0 . . ?
C28 C29 C30 118.0(4) . . ?
C28 C29 H29 121.0 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.4(5) . . ?
C20 C19 H19 119.3 . . ?
C34 C33 C32 118.1(4) . . ?
C34 C33 H33 120.9 . . ?
C32 C33 H33 120.9 . . ?
C15 C16 C17 118.1(4) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C55 C60 H60 119.8 . . ?
C59 C60 C55 120.4(5) . . ?
C59 C60 H60 119.8 . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C40 120.2(4) . . ?
C40 C39 H39 119.9 . . ?
C18 C23 H23 119.7 . . ?
C18 C23 C22 120.6(5) . . ?
C22 C23 H23 119.7 . . ?
C15 C14 C13 119.0(4) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C48 C47 H47 119.9 . . ?
C46 C47 C48 120.2(4) . . ?
C46 C47 H47 119.9 . . ?
C42 C41 H41 120.0 . . ?
C42 C41 C40 120.0(4) . . ?
C40 C41 H41 120.0 . . ?
C47 C46 H46 120.1 . . ?
C45 C46 C47 119.8(4) . . ?
C45 C46 H46 120.1 . . ?
C56 C57 H57 120.1 . . ?
C58 C57 C56 119.9(5) . . ?
C58 C57 H57 120.1 . . ?
C39 C40 C41 120.1(4) . . ?
C39 C40 H40 120.0 . . ?
C41 C40 H40 120.0 . . ?
C49 C54 H54 120.0 . . ?
C53 C54 C49 120.0(5) . . ?
C53 C54 H54 120.0 . . ?
C22 C21 F2 118.2(5) . . ?
C22 C21 C20 123.4(4) . . ?
C20 C21 F2 118.4(5) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 C23 118.7(5) . . ?
C21 C22 H22 120.6 . . ?
C44 C45 H45 119.9 . . ?
C46 C45 C44 120.3(4) . . ?
C46 C45 H45 119.9 . . ?
C19 C20 H20 121.2 . . ?
C21 C20 C19 117.7(5) . . ?
C21 C20 H20 121.2 . . ?
C57 C58 H58 120.1 . . ?
C59 C58 C57 119.9(4) . . ?
C59 C58 H58 120.1 . . ?
C60 C59 C58 120.3(5) . . ?
C60 C59 H59 119.9 . . ?
C58 C59 H59 119.9 . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.1(5) . . ?
C52 C51 H51 119.9 . . ?
C51 C52 H52 119.7 . . ?
C51 C52 C53 120.7(5) . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 120.0(5) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
Cl1 C61 Cl2 109.5(3) . . ?
Cl1 C61 H61 108.7 . . ?
Cl2 C61 H61 108.7 . . ?
Cl3 C61 Cl1 110.7(3) . . ?
Cl3 C61 Cl2 110.4(4) . . ?
Cl3 C61 H61 108.7 . . ?
Cl4 C62 Cl5 110.5(5) . . ?
Cl4 C62 Cl6 111.9(6) . . ?
Cl4 C62 H62 107.9 . . ?
Cl5 C62 Cl6 110.5(5) . . ?
Cl5 C62 H62 107.9 . . ?
Cl6 C62 H62 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F3 C28 C29 C30 178.4(4) . . . . ?
F1 C15 C16 C17 179.8(4) . . . . ?
F1 C15 C14 C13 178.9(4) . . . . ?
F4 C34 C33 C32 -179.7(4) . . . . ?
N1 C2 C5 N2 -2.6(5) . . . . ?
N1 C2 C5 C6 176.6(3) . . . . ?
N1 C2 C1 C10 -141.2(3) . . . . ?
N1 C2 C1 C11 42.5(5) . . . . ?
N1 C3 C4 N2 -4.9(5) . . . . ?
N1 C3 C4 C43 175.8(3) . . . . ?
N3 C7 C10 N4 -7.8(5) . . . . ?
N3 C7 C10 C1 172.6(3) . . . . ?
N3 C7 C6 C5 -137.2(3) . . . . ?
N3 C7 C6 C24 45.5(5) . . . . ?
N3 C8 C49 C50 134.5(4) . . . . ?
N3 C8 C49 C54 -39.3(5) . . . . ?
F2 C21 C22 C23 179.0(4) . . . . ?
F2 C21 C20 C19 179.5(4) . . . . ?
N4 C10 C1 C2 147.0(3) . . . . ?
N4 C10 C1 C11 -37.0(6) . . . . ?
N4 C9 C8 N3 -8.9(5) . . . . ?
N4 C9 C8 C49 168.0(3) . . . . ?
N4 C9 C55 C56 -30.7(5) . . . . ?
N4 C9 C55 C60 145.0(4) . . . . ?
N2 C5 C6 C7 143.4(3) . . . . ?
N2 C5 C6 C24 -39.6(6) . . . . ?
C7 N3 C8 C9 5.2(5) . . . . ?
C7 N3 C8 C49 -172.1(3) . . . . ?
C7 C10 C1 C2 -33.5(4) . . . . ?
C7 C10 C1 C11 142.6(4) . . . . ?
C7 C6 C24 C31 -169.4(3) . . . . ?
C7 C6 C24 C25 14.6(5) . . . . ?
C2 N1 C3 C37 -178.2(3) . . . . ?
C2 N1 C3 C4 1.2(5) . . . . ?
C2 C5 C6 C7 -35.9(4) . . . . ?
C2 C5 C6 C24 141.1(4) . . . . ?
C2 C1 C11 C12 12.2(6) . . . . ?
C2 C1 C11 C18 -170.5(3) . . . . ?
C10 N4 C9 C8 4.0(5) . . . . ?
C10 N4 C9 C55 -175.8(3) . . . . ?
C10 C7 C6 C5 37.2(5) . . . . ?
C10 C7 C6 C24 -140.1(4) . . . . ?
C10 C1 C11 C12 -163.5(4) . . . . ?
C10 C1 C11 C18 13.8(6) . . . . ?
C37 C3 C4 N2 174.5(3) . . . . ?
C37 C3 C4 C43 -4.8(6) . . . . ?
C37 C42 C41 C40 -0.2(7) . . . . ?
C37 C38 C39 C40 -0.1(7) . . . . ?
C3 N1 C2 C5 2.4(5) . . . . ?
C3 N1 C2 C1 178.3(3) . . . . ?
C3 C37 C42 C41 -177.1(4) . . . . ?
C3 C37 C38 C39 177.2(4) . . . . ?
C5 N2 C4 C3 4.6(5) . . . . ?
C5 N2 C4 C43 -176.1(3) . . . . ?
C5 C2 C1 C10 34.6(5) . . . . ?
C5 C2 C1 C11 -141.7(4) . . . . ?
C5 C6 C24 C31 13.9(6) . . . . ?
C5 C6 C24 C25 -162.1(3) . . . . ?
C6 C7 C10 N4 178.0(3) . . . . ?
C6 C7 C10 C1 -1.6(5) . . . . ?
C6 C24 C25 C26 52.2(5) . . . . ?
C6 C24 C25 C30 -131.6(4) . . . . ?
C31 C24 C25 C26 -124.2(4) . . . . ?
C31 C24 C25 C30 52.0(5) . . . . ?
C31 C36 C35 C34 0.1(6) . . . . ?
C31 C32 C33 C34 0.7(7) . . . . ?
C9 N4 C10 C7 4.0(5) . . . . ?
C9 N4 C10 C1 -176.4(3) . . . . ?
C9 C8 C49 C50 -42.6(6) . . . . ?
C9 C8 C49 C54 143.6(4) . . . . ?
C9 C55 C56 C57 176.3(4) . . . . ?
C9 C55 C60 C59 -176.0(4) . . . . ?
C8 N3 C7 C10 2.9(5) . . . . ?
C8 N3 C7 C6 177.3(3) . . . . ?
C8 C9 C55 C56 149.5(4) . . . . ?
C8 C9 C55 C60 -34.8(6) . . . . ?
C8 C49 C50 C51 -174.7(4) . . . . ?
C8 C49 C54 C53 174.8(5) . . . . ?
C1 C2 C5 N2 -178.4(3) . . . . ?
C1 C2 C5 C6 0.9(5) . . . . ?
C1 C11 C12 C17 -133.2(4) . . . . ?
C1 C11 C12 C13 50.7(5) . . . . ?
C1 C11 C18 C19 -127.2(4) . . . . ?
C1 C11 C18 C23 59.3(6) . . . . ?
C24 C31 C36 C35 176.1(4) . . . . ?
C24 C31 C32 C33 -176.6(4) . . . . ?
C24 C25 C26 C27 175.8(4) . . . . ?
C24 C25 C30 C29 -177.2(4) . . . . ?
C43 C48 C47 C46 -1.2(7) . . . . ?
C43 C44 C45 C46 -2.1(7) . . . . ?
C11 C12 C17 C16 -179.2(4) . . . . ?
C11 C12 C13 C14 177.8(4) . . . . ?
C11 C18 C19 C20 -174.9(4) . . . . ?
C11 C18 C23 C22 173.1(4) . . . . ?
C4 N2 C5 C2 -1.0(5) . . . . ?
C4 N2 C5 C6 179.8(3) . . . . ?
C4 C43 C48 C47 -179.7(4) . . . . ?
C4 C43 C44 C45 -178.6(4) . . . . ?
C49 C50 C51 C52 0.5(8) . . . . ?
C49 C54 C53 C52 -0.5(9) . . . . ?
C12 C11 C18 C19 50.4(5) . . . . ?
C12 C11 C18 C23 -123.1(4) . . . . ?
C12 C17 C16 C15 2.1(7) . . . . ?
C12 C13 C14 C15 0.5(7) . . . . ?
C25 C26 C27 C28 1.0(6) . . . . ?
C25 C30 C29 C28 1.7(7) . . . . ?
C26 C25 C30 C29 -0.9(6) . . . . ?
C26 C27 C28 F3 -179.8(4) . . . . ?
C26 C27 C28 C29 -0.1(7) . . . . ?
C55 C9 C8 N3 170.9(3) . . . . ?
C55 C9 C8 C49 -12.2(6) . . . . ?
C55 C56 C57 C58 0.0(7) . . . . ?
C55 C60 C59 C58 -0.2(7) . . . . ?
C36 C31 C24 C6 56.1(5) . . . . ?
C36 C31 C24 C25 -127.7(4) . . . . ?
C36 C31 C32 C33 -0.9(6) . . . . ?
C36 C35 C34 F4 179.3(4) . . . . ?
C36 C35 C34 C33 -0.3(7) . . . . ?
C18 C11 C12 C17 49.1(5) . . . . ?
C18 C11 C12 C13 -127.0(4) . . . . ?
C18 C19 C20 C21 1.7(7) . . . . ?
C18 C23 C22 C21 1.4(7) . . . . ?
C30 C25 C26 C27 -0.5(6) . . . . ?
C42 C37 C3 N1 -50.5(5) . . . . ?
C42 C37 C3 C4 130.1(4) . . . . ?
C42 C37 C38 C39 -1.3(6) . . . . ?
C42 C41 C40 C39 -1.3(8) . . . . ?
C35 C34 C33 C32 -0.1(7) . . . . ?
C38 C37 C3 N1 131.0(4) . . . . ?
C38 C37 C3 C4 -48.4(5) . . . . ?
C38 C37 C42 C41 1.4(6) . . . . ?
C38 C39 C40 C41 1.4(7) . . . . ?
C48 C43 C4 N2 132.5(4) . . . . ?
C48 C43 C4 C3 -48.2(5) . . . . ?
C48 C43 C44 C45 2.0(6) . . . . ?
C48 C47 C46 C45 1.1(8) . . . . ?
C32 C31 C24 C6 -128.4(4) . . . . ?
C32 C31 C24 C25 47.9(5) . . . . ?
C32 C31 C36 C35 0.5(6) . . . . ?
C44 C43 C4 N2 -46.9(5) . . . . ?
C44 C43 C4 C3 132.4(4) . . . . ?
C44 C43 C48 C47 -0.4(6) . . . . ?
C50 C49 C54 C53 0.9(7) . . . . ?
C50 C51 C52 C53 -0.1(9) . . . . ?
C27 C28 C29 C30 -1.3(7) . . . . ?
C17 C12 C13 C14 1.6(6) . . . . ?
C56 C55 C60 C59 -0.4(6) . . . . ?
C56 C57 C58 C59 -0.5(7) . . . . ?
C13 C12 C17 C16 -3.0(6) . . . . ?
C19 C18 C23 C22 -0.5(7) . . . . ?
C16 C15 C14 C13 -1.5(7) . . . . ?
C60 C55 C56 C57 0.5(6) . . . . ?
C23 C18 C19 C20 -1.1(6) . . . . ?
C14 C15 C16 C17 0.1(7) . . . . ?
C47 C46 C45 C44 0.5(8) . . . . ?
C57 C58 C59 C60 0.6(7) . . . . ?
C54 C49 C50 C51 -0.9(7) . . . . ?
C22 C21 C20 C19 -0.7(8) . . . . ?
C20 C21 C22 C23 -0.8(8) . . . . ?
C51 C52 C53 C54 0.1(10) . . . . ?

_olex2_submission_original_sample_id yi210303-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.054
_oxdiff_exptl_absorpt_empirical_full_min 0.470
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210223-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176759'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210223-sgwr2
_chemical_formula_moiety         
'C60 H36 F4 N4, C0.6 H0.6 Cl1.6, C0.4 H0.4 Cl, 0.4(Cl)'
_chemical_formula_sum            'C61 H37 Cl3 F4 N4'
_chemical_formula_weight         1008.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.6556(5)
_cell_length_b                   9.8373(2)
_cell_length_c                   40.0763(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.4440(18)
_cell_angle_gamma                90
_cell_volume                     10050.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11099
_cell_measurement_temperature    150
_cell_measurement_theta_max      74.6920
_cell_measurement_theta_min      2.1910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.142
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             4144
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            30470
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.892
_diffrn_reflns_theta_min         2.219
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00  24.00   0.50    5.85    --  -42.80  36.00-167.00  152
  2  ω     48.00  73.00   0.50    5.85    --   42.80  36.00-167.00   50
  3  ω     87.00 171.00   0.50   11.98    --  108.63  36.00-167.00  168
  4  ω     73.00 108.00   0.50   11.98    --  108.63 -94.00-150.00   70
  5  ω     51.00  77.00   0.50   11.98    --  108.63 -45.00-120.00   52
  6  ω     47.00  73.00   0.50   11.98    --  108.63 -45.00 -90.00   52
  7  ω     45.00  71.00   0.50   11.98    --  108.63 -45.00-150.00   52
  8  ω     32.00  64.00   0.50   11.98    --  108.63 -30.00 -90.00   64
  9  ω     33.00  63.00   0.50   11.98    --  108.63 -30.00 -60.00   60
 10  ω     39.00  72.00   0.50   11.98    --  108.63 -45.00   0.00   66
 11  ω     31.00  66.00   0.50   11.98    --  108.63 -36.00  35.00   70
 12  ω     35.00  60.00   0.50   11.98    --  108.63 -30.00  60.00   50
 13  ω     35.00  77.00   0.50   11.98    --  108.63 -94.00 150.00   84
 14  ω     39.00 107.00   0.50   11.98    --  108.63 -94.00  60.00  136
 15  ω     37.00  62.00   0.50   11.98    --  108.63 -94.00-150.00   50
 16  ω     35.00  72.00   0.50   11.98    --  108.63 -45.00-180.00   74
 17  ω    -92.00 -11.00   0.50    5.85    --  -42.80 125.00-180.00  162
 18  ω    -60.00  -7.00   0.50   11.98    --  -84.50  36.00-167.00  106
 19  ω    -66.00  -7.00   0.50   11.98    --  -84.50  30.00 -30.00  118
 20  ω    -72.00 -42.00   0.50   11.98    --  -84.50  45.00   0.00   60
 21  ω   -119.00 -27.00   0.50    5.85    --  -42.80 -36.00  35.00  184
 22  ω   -162.00-118.00   0.50   11.98    --  -84.50 -36.00  35.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0018713000
_diffrn_orient_matrix_UB_12      -0.0291750000
_diffrn_orient_matrix_UB_13      -0.0378817000
_diffrn_orient_matrix_UB_21      0.0545689000
_diffrn_orient_matrix_UB_22      0.0648644000
_diffrn_orient_matrix_UB_23      -0.0002211000
_diffrn_orient_matrix_UB_31      0.0259075000
_diffrn_orient_matrix_UB_32      -0.1395133000
_diffrn_orient_matrix_UB_33      0.0078225000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7928
_reflns_number_total             9912
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.920
_refine_diff_density_min         -1.029
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.00011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     692
_refine_ls_number_reflns         9912
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0914
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1766P)²+16.0568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2775
_refine_ls_wR_factor_ref         0.2920
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Cl2(0.6) Cl1(0.6) Cl3A(0.4) C61(0.6) H61(0.6) Cl5(0.4) Cl4(0.4)
 Cl6(0.2) C62(0.4) H62(0.4) Cl3(0.2) Cl6A(0.2)
3.a Free rotating group:
 Cl2(Cl1,Cl3A,C61), Cl5(Cl4,Cl6,C62)
3.b Ternary CH refined with riding coordinates:
 C61(H61), C62(H62)
3.c Aromatic/amide H refined with riding coordinates:
 C38(H38), C36(H36), C42(H42), C30(H30), C32(H32), C13(H13), C48(H48),
 C60(H60), C29(H29), C17(H17), C40(H40), C39(H39), C33(H33), C41(H41), C23(H23),
  C19(H19), C50(H50), C35(H35), C16(H16), C59(H59), C54(H54), C26(H26),
 C14(H14), C51(H51), C47(H47), C53(H53), C52(H52), C56(H56), C27(H27), C20(H20),
  C22(H22), C44(H44), C58(H58), C46(H46), C45(H45), C57(H57)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.77901(9) 0.5222(2) 0.32933(6) 0.0397(5) Uani 1 1 d . . . . .
F4 F 0.93717(10) 0.0456(3) 0.24116(6) 0.0939(9) Uani 1 1 d . . . . .
N2 N 0.86593(10) 0.3604(3) 0.34117(6) 0.0464(6) Uani 1 1 d . . . . .
F3 F 0.90426(12) -0.3683(3) 0.44381(7) 0.0953(9) Uani 1 1 d . . . . .
N4 N 0.71275(10) 0.2912(3) 0.42157(6) 0.0451(6) Uani 1 1 d . . . . .
N3 N 0.77364(11) 0.0691(3) 0.41128(6) 0.0499(6) Uani 1 1 d . . . . .
F1 F 0.65761(16) 1.0000(3) 0.31879(8) 0.1113(12) Uani 1 1 d . . . . .
C2 C 0.77982(11) 0.4203(3) 0.35194(7) 0.0401(6) Uani 1 1 d . . . . .
C3 C 0.82031(11) 0.5446(3) 0.31260(7) 0.0404(6) Uani 1 1 d . . . . .
C5 C 0.82164(11) 0.3265(3) 0.35410(7) 0.0428(6) Uani 1 1 d . . . . .
C37 C 0.81182(11) 0.6432(3) 0.28447(7) 0.0414(6) Uani 1 1 d . . . . .
C11 C 0.68824(11) 0.4688(3) 0.36574(7) 0.0445(6) Uani 1 1 d . . . . .
C1 C 0.73506(11) 0.3995(3) 0.37114(7) 0.0412(6) Uani 1 1 d . . . . .
C7 C 0.77912(12) 0.1836(3) 0.39397(7) 0.0437(6) Uani 1 1 d . . . . .
C4 C 0.86737(12) 0.4711(3) 0.32208(7) 0.0445(6) Uani 1 1 d . . . . .
C10 C 0.74229(11) 0.2883(3) 0.39579(7) 0.0422(6) Uani 1 1 d . . . . .
C12 C 0.68308(12) 0.6087(3) 0.35156(7) 0.0481(7) Uani 1 1 d . . . . .
C6 C 0.81934(11) 0.1929(3) 0.37066(7) 0.0440(6) Uani 1 1 d . . . . .
C9 C 0.71186(12) 0.1829(3) 0.44130(7) 0.0462(7) Uani 1 1 d . . . . .
C24 C 0.85028(12) 0.0857(3) 0.36281(7) 0.0449(6) Uani 1 1 d . . . . .
C8 C 0.73799(13) 0.0628(3) 0.43295(7) 0.0483(7) Uani 1 1 d . . . . .
C31 C 0.87400(12) 0.0799(3) 0.33068(8) 0.0467(7) Uani 1 1 d . . . . .
C25 C 0.86225(12) -0.0352(3) 0.38470(8) 0.0469(7) Uani 1 1 d . . . . .
C18 C 0.63830(12) 0.4095(4) 0.37417(8) 0.0524(8) Uani 1 1 d . . . . .
C38 C 0.83957(13) 0.6380(3) 0.25651(8) 0.0508(7) Uani 1 1 d . . . . .
H38 H 0.865035 0.571548 0.255175 0.061 Uiso 1 1 calc R U . . .
C43 C 0.91974(13) 0.5063(3) 0.31214(9) 0.0522(7) Uani 1 1 d . . . . .
C36 C 0.84394(13) 0.1073(4) 0.30031(8) 0.0529(7) Uani 1 1 d . . . . .
H36 H 0.809162 0.133912 0.300339 0.063 Uiso 1 1 calc R U . . .
C42 C 0.77307(12) 0.7421(3) 0.28514(8) 0.0502(7) Uani 1 1 d . . . . .
H42 H 0.753571 0.745845 0.303325 0.060 Uiso 1 1 calc R U . . .
C30 C 0.85199(13) -0.1654(3) 0.37287(8) 0.0508(7) Uani 1 1 d . . . . .
H30 H 0.835806 -0.177534 0.351130 0.061 Uiso 1 1 calc R U . . .
C32 C 0.92571(13) 0.0371(3) 0.32983(9) 0.0538(8) Uani 1 1 d . . . . .
H32 H 0.945976 0.015114 0.349808 0.065 Uiso 1 1 calc R U . . .
C55 C 0.68248(13) 0.1974(3) 0.47094(8) 0.0499(7) Uani 1 1 d . . . . .
C13 C 0.71221(14) 0.7135(3) 0.36671(8) 0.0532(8) Uani 1 1 d . . . . .
H13 H 0.737886 0.694976 0.384397 0.064 Uiso 1 1 calc R U . . .
F2 F 0.49599(12) 0.2499(5) 0.39158(10) 0.1478(17) Uani 1 1 d . . . . .
C48 C 0.93810(13) 0.6385(4) 0.31170(9) 0.0563(8) Uani 1 1 d . . . . .
H48 H 0.917202 0.709799 0.317634 0.068 Uiso 1 1 calc R U . . .
C60 C 0.69880(14) 0.1298(4) 0.50077(8) 0.0535(8) Uani 1 1 d . . . . .
H60 H 0.728540 0.075098 0.502266 0.064 Uiso 1 1 calc R U . . .
C29 C 0.86534(15) -0.2786(4) 0.39275(9) 0.0589(8) Uani 1 1 d . . . . .
H29 H 0.857117 -0.365931 0.384942 0.071 Uiso 1 1 calc R U . . .
C17 C 0.64489(13) 0.6379(4) 0.32492(8) 0.0582(9) Uani 1 1 d . . . . .
H17 H 0.624603 0.567625 0.314831 0.070 Uiso 1 1 calc R U . . .
C40 C 0.79176(15) 0.8299(4) 0.23191(9) 0.0613(9) Uani 1 1 d . . . . .
H40 H 0.785616 0.892650 0.214568 0.074 Uiso 1 1 calc R U . . .
C49 C 0.72663(15) -0.0776(3) 0.44468(8) 0.0552(8) Uani 1 1 d . . . . .
C39 C 0.82942(15) 0.7311(4) 0.23075(8) 0.0583(8) Uani 1 1 d . . . . .
H39 H 0.848390 0.726765 0.212325 0.070 Uiso 1 1 calc R U . . .
C33 C 0.94742(14) 0.0268(4) 0.29986(9) 0.0604(9) Uani 1 1 d . . . . .
H33 H 0.982234 0.001082 0.299500 0.072 Uiso 1 1 calc R U . . .
C41 C 0.76305(15) 0.8350(4) 0.25921(9) 0.0621(9) Uani 1 1 d . . . . .
H41 H 0.737131 0.900543 0.260117 0.075 Uiso 1 1 calc R U . . .
C23 C 0.62612(14) 0.2741(5) 0.36660(9) 0.0639(9) Uani 1 1 d . . . . .
H23 H 0.650390 0.219525 0.357359 0.077 Uiso 1 1 calc R U . . .
C34 C 0.91616(15) 0.0557(4) 0.27068(9) 0.0645(9) Uani 1 1 d . . . . .
C19 C 0.60078(13) 0.4906(5) 0.38770(9) 0.0655(10) Uani 1 1 d . . . . .
H19 H 0.607916 0.581522 0.392621 0.079 Uiso 1 1 calc R U . . .
C50 C 0.67539(17) -0.1181(4) 0.44697(9) 0.0648(9) Uani 1 1 d . . . . .
H50 H 0.648060 -0.055892 0.443353 0.078 Uiso 1 1 calc R U . . .
C35 C 0.86493(15) 0.0955(4) 0.27001(9) 0.0638(9) Uani 1 1 d . . . . .
H35 H 0.844728 0.114062 0.249779 0.077 Uiso 1 1 calc R U . . .
C16 C 0.63670(17) 0.7679(5) 0.31336(10) 0.0726(12) Uani 1 1 d . . . . .
H16 H 0.612105 0.786458 0.295070 0.087 Uiso 1 1 calc R U . . .
C59 C 0.67090(18) 0.1435(4) 0.52833(9) 0.0685(10) Uani 1 1 d . . . . .
H59 H 0.681933 0.098352 0.548266 0.082 Uiso 1 1 calc R U . . .
C54 C 0.76699(18) -0.1712(4) 0.45078(8) 0.0633(9) Uani 1 1 d . . . . .
H54 H 0.801443 -0.143655 0.449723 0.076 Uiso 1 1 calc R U . . .
C15 C 0.6655(2) 0.8690(5) 0.32938(10) 0.0779(13) Uani 1 1 d . . . . .
C26 C 0.88835(17) -0.0208(4) 0.41678(10) 0.0673(10) Uani 1 1 d . . . . .
H26 H 0.896045 0.065952 0.425172 0.081 Uiso 1 1 calc R U . . .
C28 C 0.89090(16) -0.2579(4) 0.42411(10) 0.0655(10) Uani 1 1 d . . . . .
C14 C 0.70383(18) 0.8465(4) 0.35598(9) 0.0669(10) Uani 1 1 d . . . . .
H14 H 0.723217 0.917927 0.366268 0.080 Uiso 1 1 calc R U . . .
C51 C 0.6652(2) -0.2528(5) 0.45474(10) 0.0779(12) Uani 1 1 d . . . . .
H51 H 0.630928 -0.280553 0.456430 0.093 Uiso 1 1 calc R U . . .
C47 C 0.98731(15) 0.6647(5) 0.30248(12) 0.0725(11) Uani 1 1 d . . . . .
H47 H 0.999615 0.753597 0.302440 0.087 Uiso 1 1 calc R U . . .
C53 C 0.7568(2) -0.3048(4) 0.45840(10) 0.0764(12) Uani 1 1 d . . . . .
H53 H 0.784143 -0.366656 0.462441 0.092 Uiso 1 1 calc R U . . .
C52 C 0.7060(2) -0.3457(4) 0.45999(10) 0.0816(13) Uani 1 1 d . . . . .
H52 H 0.698930 -0.436110 0.464588 0.098 Uiso 1 1 calc R U . . .
C56 C 0.63918(17) 0.2816(5) 0.46908(11) 0.0761(12) Uani 1 1 d . . . . .
H56 H 0.628682 0.329315 0.449446 0.091 Uiso 1 1 calc R U . . .
C27 C 0.90312(19) -0.1325(4) 0.43650(11) 0.0768(12) Uani 1 1 d . . . . .
H27 H 0.921064 -0.121788 0.457822 0.092 Uiso 1 1 calc R U . . .
C20 C 0.55310(16) 0.4348(7) 0.39369(11) 0.0909(17) Uani 1 1 d . . . . .
H20 H 0.528202 0.487459 0.402880 0.109 Uiso 1 1 calc R U . . .
C21 C 0.54326(17) 0.3026(8) 0.38599(13) 0.1009(19) Uani 1 1 d . . . . .
C22 C 0.57828(18) 0.2199(6) 0.37269(12) 0.0885(14) Uani 1 1 d . . . . .
H22 H 0.570223 0.129369 0.367842 0.106 Uiso 1 1 calc R U . . .
C44 C 0.95158(18) 0.4015(5) 0.30312(15) 0.0912(16) Uani 1 1 d . . . . .
H44 H 0.939870 0.312075 0.303413 0.109 Uiso 1 1 calc R U . . .
C58 C 0.6270(2) 0.2240(6) 0.52603(13) 0.0987(17) Uani 1 1 d . . . . .
H58 H 0.607608 0.231232 0.544218 0.118 Uiso 1 1 calc R U . . .
C46 C 1.01826(18) 0.5600(6) 0.29334(16) 0.0978(17) Uani 1 1 d . . . . .
H46 H 1.051263 0.578398 0.286910 0.117 Uiso 1 1 calc R U . . .
C45 C 1.0007(2) 0.4298(6) 0.2937(2) 0.121(3) Uani 1 1 d . . . . .
H45 H 1.021813 0.359308 0.287530 0.145 Uiso 1 1 calc R U . . .
C57 C 0.6114(2) 0.2944(7) 0.49672(16) 0.113(2) Uani 1 1 d . . . . .
H57 H 0.582149 0.350758 0.495522 0.135 Uiso 1 1 calc R U . . .
Cl2 Cl 0.51519(13) -0.2749(3) 0.46630(9) 0.1448(12) Uani 0.6 1 d G . P A 1
Cl1 Cl 0.54314(15) 0.0124(3) 0.46053(14) 0.213(2) Uani 0.6 1 d G . P A 1
Cl3A Cl 0.4736(3) -0.1185(5) 0.40696(9) 0.172(3) Uani 0.4 1 d G . P A 1
C61 C 0.49384(11) -0.1127(3) 0.45079(8) 0.128(4) Uani 0.6 1 d G . P A 1
H61 H 0.463342 -0.086734 0.462047 0.154 Uiso 0.6 1 calc R U P A 1
Cl5 Cl 0.4852(3) -0.2957(5) 0.42042(18) 0.186(3) Uani 0.4 1 d G . P B 2
Cl4 Cl 0.4686(2) -0.0110(5) 0.40047(16) 0.165(2) Uani 0.4 1 d G . P B 2
Cl6 Cl 0.5456(2) -0.1766(7) 0.36988(15) 0.088(2) Uani 0.2 1 d G . P B 2
C62 C 0.48477(17) -0.1765(5) 0.38714(12) 0.119(6) Uani 0.4 1 d G . P B 2
H62 H 0.457489 -0.204478 0.369377 0.143 Uiso 0.4 1 calc R U P B 2
Cl3 Cl 0.4515(3) -0.1838(10) 0.3970(2) 0.101(2) Uani 0.2 1 d . . P A -1
Cl6A Cl 0.5590(2) -0.1433(7) 0.3908(3) 0.101(2) Uani 0.2 1 d . . P C 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.350(4) . ?
N1 C3 1.334(4) . ?
F4 C34 1.358(4) . ?
N2 C5 1.343(4) . ?
N2 C4 1.334(4) . ?
F3 C28 1.364(4) . ?
N4 C10 1.349(4) . ?
N4 C9 1.328(4) . ?
N3 C7 1.339(4) . ?
N3 C8 1.331(4) . ?
F1 C15 1.365(5) . ?
C2 C5 1.410(4) . ?
C2 C1 1.467(4) . ?
C3 C37 1.485(4) . ?
C3 C4 1.422(4) . ?
C5 C6 1.476(4) . ?
C37 C38 1.394(4) . ?
C37 C42 1.393(4) . ?
C11 C1 1.377(4) . ?
C11 C12 1.489(5) . ?
C11 C18 1.481(4) . ?
C1 C10 1.471(4) . ?
C7 C10 1.405(4) . ?
C7 C6 1.470(4) . ?
C4 C43 1.485(4) . ?
C12 C13 1.374(5) . ?
C12 C17 1.396(4) . ?
C6 C24 1.378(4) . ?
C9 C8 1.417(4) . ?
C9 C55 1.484(4) . ?
C24 C31 1.486(4) . ?
C24 C25 1.489(4) . ?
C8 C49 1.498(4) . ?
C31 C36 1.392(4) . ?
C31 C32 1.396(4) . ?
C25 C30 1.380(5) . ?
C25 C26 1.389(5) . ?
C18 C23 1.394(6) . ?
C18 C19 1.405(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.382(5) . ?
C43 C48 1.383(5) . ?
C43 C44 1.389(5) . ?
C36 H36 0.9300 . ?
C36 C35 1.388(4) . ?
C42 H42 0.9300 . ?
C42 C41 1.386(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.390(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.383(5) . ?
C55 C60 1.391(5) . ?
C55 C56 1.381(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(5) . ?
F2 C21 1.361(5) . ?
C48 H48 0.9300 . ?
C48 C47 1.379(5) . ?
C60 H60 0.9300 . ?
C60 C59 1.389(5) . ?
C29 H29 0.9300 . ?
C29 C28 1.366(6) . ?
C17 H17 0.9300 . ?
C17 C16 1.369(6) . ?
C40 H40 0.9300 . ?
C40 C39 1.375(6) . ?
C40 C41 1.387(5) . ?
C49 C50 1.387(6) . ?
C49 C54 1.387(5) . ?
C39 H39 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.371(6) . ?
C41 H41 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.385(6) . ?
C34 C35 1.369(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.392(6) . ?
C35 H35 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.357(7) . ?
C59 H59 0.9300 . ?
C59 C58 1.372(7) . ?
C54 H54 0.9300 . ?
C54 C53 1.381(6) . ?
C15 C14 1.384(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(5) . ?
C28 C27 1.353(6) . ?
C14 H14 0.9300 . ?
C51 H51 0.9300 . ?
C51 C52 1.389(7) . ?
C47 H47 0.9300 . ?
C47 C46 1.375(7) . ?
C53 H53 0.9300 . ?
C53 C52 1.371(7) . ?
C52 H52 0.9300 . ?
C56 H56 0.9300 . ?
C56 C57 1.388(6) . ?
C27 H27 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.353(9) . ?
C21 C22 1.364(9) . ?
C22 H22 0.9300 . ?
C44 H44 0.9300 . ?
C44 C45 1.385(6) . ?
C58 H58 0.9300 . ?
C58 C57 1.383(8) . ?
C46 H46 0.9300 . ?
C46 C45 1.358(7) . ?
C45 H45 0.9300 . ?
C57 H57 0.9300 . ?
Cl2 C61 1.7763 . ?
Cl1 C61 1.7766 . ?
Cl3A C61 1.7758 . ?
Cl3A Cl3 0.918(8) . ?
C61 H61 0.9800 . ?
Cl5 C62 1.7751 . ?
Cl4 C62 1.7769 . ?
Cl6 C62 1.7759 . ?
C62 H62 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 120.4(2) . . ?
C4 N2 C5 120.2(2) . . ?
C9 N4 C10 119.2(3) . . ?
C8 N3 C7 119.8(3) . . ?
N1 C2 C5 118.8(2) . . ?
N1 C2 C1 120.1(2) . . ?
C5 C2 C1 120.8(3) . . ?
N1 C3 C37 115.6(2) . . ?
N1 C3 C4 118.7(2) . . ?
C4 C3 C37 125.7(2) . . ?
N2 C5 C2 119.0(3) . . ?
N2 C5 C6 118.2(2) . . ?
C2 C5 C6 122.8(3) . . ?
C38 C37 C3 122.8(3) . . ?
C42 C37 C3 119.1(3) . . ?
C42 C37 C38 118.1(3) . . ?
C1 C11 C12 123.8(3) . . ?
C1 C11 C18 122.1(3) . . ?
C18 C11 C12 114.1(3) . . ?
C2 C1 C10 114.1(2) . . ?
C11 C1 C2 124.7(3) . . ?
C11 C1 C10 121.0(3) . . ?
N3 C7 C10 118.7(3) . . ?
N3 C7 C6 120.2(3) . . ?
C10 C7 C6 120.7(3) . . ?
N2 C4 C3 119.4(3) . . ?
N2 C4 C43 115.4(3) . . ?
C3 C4 C43 125.2(3) . . ?
N4 C10 C1 117.4(2) . . ?
N4 C10 C7 119.6(3) . . ?
C7 C10 C1 123.0(2) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 C17 118.9(3) . . ?
C17 C12 C11 120.5(3) . . ?
C7 C6 C5 114.0(2) . . ?
C24 C6 C5 121.7(3) . . ?
C24 C6 C7 124.1(3) . . ?
N4 C9 C8 119.2(3) . . ?
N4 C9 C55 116.3(3) . . ?
C8 C9 C55 124.5(3) . . ?
C6 C24 C31 122.0(3) . . ?
C6 C24 C25 124.3(3) . . ?
C31 C24 C25 113.7(2) . . ?
N3 C8 C9 119.5(3) . . ?
N3 C8 C49 114.8(3) . . ?
C9 C8 C49 125.5(3) . . ?
C36 C31 C24 120.6(3) . . ?
C36 C31 C32 118.2(3) . . ?
C32 C31 C24 121.0(3) . . ?
C30 C25 C24 121.3(3) . . ?
C30 C25 C26 117.8(3) . . ?
C26 C25 C24 120.6(3) . . ?
C23 C18 C11 120.4(3) . . ?
C23 C18 C19 118.7(3) . . ?
C19 C18 C11 120.8(4) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.4(3) . . ?
C39 C38 H38 119.8 . . ?
C48 C43 C4 122.9(3) . . ?
C48 C43 C44 118.9(3) . . ?
C44 C43 C4 118.2(3) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 C31 121.2(3) . . ?
C35 C36 H36 119.4 . . ?
C37 C42 H42 119.4 . . ?
C41 C42 C37 121.2(3) . . ?
C41 C42 H42 119.4 . . ?
C25 C30 H30 119.3 . . ?
C25 C30 C29 121.4(3) . . ?
C29 C30 H30 119.3 . . ?
C31 C32 H32 119.3 . . ?
C33 C32 C31 121.3(3) . . ?
C33 C32 H32 119.3 . . ?
C60 C55 C9 120.7(3) . . ?
C56 C55 C9 119.5(3) . . ?
C56 C55 C60 119.7(3) . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C43 C48 H48 119.9 . . ?
C47 C48 C43 120.2(3) . . ?
C47 C48 H48 119.9 . . ?
C55 C60 H60 119.8 . . ?
C59 C60 C55 120.3(4) . . ?
C59 C60 H60 119.8 . . ?
C30 C29 H29 121.0 . . ?
C28 C29 C30 118.0(3) . . ?
C28 C29 H29 121.0 . . ?
C12 C17 H17 119.4 . . ?
C16 C17 C12 121.3(4) . . ?
C16 C17 H17 119.4 . . ?
C39 C40 H40 120.3 . . ?
C39 C40 C41 119.3(3) . . ?
C41 C40 H40 120.3 . . ?
C50 C49 C8 120.4(3) . . ?
C54 C49 C8 120.0(3) . . ?
C54 C49 C50 119.5(3) . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.1(3) . . ?
C40 C39 H39 119.4 . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.1(3) . . ?
C34 C33 H33 120.9 . . ?
C42 C41 C40 119.8(3) . . ?
C42 C41 H41 120.1 . . ?
C40 C41 H41 120.1 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.7(4) . . ?
C22 C23 H23 119.6 . . ?
F4 C34 C33 118.4(3) . . ?
F4 C34 C35 118.6(3) . . ?
C35 C34 C33 123.0(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.9(5) . . ?
C20 C19 H19 120.1 . . ?
C49 C50 H50 120.3 . . ?
C49 C50 C51 119.5(4) . . ?
C51 C50 H50 120.3 . . ?
C36 C35 H35 120.9 . . ?
C34 C35 C36 118.2(3) . . ?
C34 C35 H35 120.9 . . ?
C17 C16 H16 121.0 . . ?
C15 C16 C17 118.0(4) . . ?
C15 C16 H16 121.0 . . ?
C60 C59 H59 120.2 . . ?
C58 C59 C60 119.7(4) . . ?
C58 C59 H59 120.2 . . ?
C49 C54 H54 119.5 . . ?
C53 C54 C49 120.9(4) . . ?
C53 C54 H54 119.5 . . ?
F1 C15 C14 117.3(5) . . ?
C16 C15 F1 119.4(4) . . ?
C16 C15 C14 123.3(4) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.4(4) . . ?
C27 C26 H26 119.3 . . ?
F3 C28 C29 118.5(4) . . ?
C27 C28 F3 118.7(4) . . ?
C27 C28 C29 122.8(3) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 C13 117.5(4) . . ?
C15 C14 H14 121.2 . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.2(5) . . ?
C52 C51 H51 119.9 . . ?
C48 C47 H47 119.8 . . ?
C46 C47 C48 120.3(4) . . ?
C46 C47 H47 119.8 . . ?
C54 C53 H53 120.2 . . ?
C52 C53 C54 119.7(4) . . ?
C52 C53 H53 120.2 . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.2(4) . . ?
C53 C52 H52 119.9 . . ?
C55 C56 H56 120.2 . . ?
C55 C56 C57 119.6(4) . . ?
C57 C56 H56 120.2 . . ?
C26 C27 H27 120.7 . . ?
C28 C27 C26 118.5(4) . . ?
C28 C27 H27 120.7 . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.1(5) . . ?
C21 C20 H20 120.4 . . ?
F2 C21 C22 118.4(7) . . ?
C20 C21 F2 118.4(6) . . ?
C20 C21 C22 123.2(4) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 C23 118.4(5) . . ?
C21 C22 H22 120.8 . . ?
C43 C44 H44 119.9 . . ?
C45 C44 C43 120.1(4) . . ?
C45 C44 H44 119.9 . . ?
C59 C58 H58 119.9 . . ?
C59 C58 C57 120.2(4) . . ?
C57 C58 H58 119.9 . . ?
C47 C46 H46 120.0 . . ?
C45 C46 C47 120.1(4) . . ?
C45 C46 H46 120.0 . . ?
C44 C45 H45 119.8 . . ?
C46 C45 C44 120.4(4) . . ?
C46 C45 H45 119.8 . . ?
C56 C57 H57 119.8 . . ?
C58 C57 C56 120.4(5) . . ?
C58 C57 H57 119.8 . . ?
Cl3 Cl3A C61 123.4(7) . . ?
Cl2 C61 Cl1 111.2 . . ?
Cl2 C61 H61 107.7 . . ?
Cl1 C61 H61 107.7 . . ?
Cl3A C61 Cl2 111.2 . . ?
Cl3A C61 Cl1 111.2 . . ?
Cl3A C61 H61 107.7 . . ?
Cl5 C62 Cl4 111.2 . . ?
Cl5 C62 Cl6 111.2 . . ?
Cl5 C62 H62 107.7 . . ?
Cl4 C62 H62 107.7 . . ?
Cl6 C62 Cl4 111.2 . . ?
Cl6 C62 H62 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C5 N2 18.6(4) . . . . ?
N1 C2 C5 C6 -162.8(3) . . . . ?
N1 C2 C1 C11 6.9(4) . . . . ?
N1 C2 C1 C10 -177.6(3) . . . . ?
N1 C3 C37 C38 -152.1(3) . . . . ?
N1 C3 C37 C42 25.2(4) . . . . ?
N1 C3 C4 N2 16.3(4) . . . . ?
N1 C3 C4 C43 -164.3(3) . . . . ?
F4 C34 C35 C36 -179.2(4) . . . . ?
N2 C5 C6 C7 159.3(3) . . . . ?
N2 C5 C6 C24 -24.7(4) . . . . ?
N2 C4 C43 C48 -139.1(3) . . . . ?
N2 C4 C43 C44 40.6(5) . . . . ?
F3 C28 C27 C26 -178.4(4) . . . . ?
N4 C9 C8 N3 17.3(5) . . . . ?
N4 C9 C8 C49 -158.2(3) . . . . ?
N4 C9 C55 C60 -146.8(3) . . . . ?
N4 C9 C55 C56 31.7(5) . . . . ?
N3 C7 C10 N4 19.9(4) . . . . ?
N3 C7 C10 C1 -161.9(3) . . . . ?
N3 C7 C6 C5 -178.4(3) . . . . ?
N3 C7 C6 C24 5.7(5) . . . . ?
N3 C8 C49 C50 -136.7(3) . . . . ?
N3 C8 C49 C54 38.2(4) . . . . ?
F1 C15 C14 C13 -179.7(3) . . . . ?
C2 N1 C3 C37 170.1(2) . . . . ?
C2 N1 C3 C4 -8.0(4) . . . . ?
C2 C5 C6 C7 -19.4(4) . . . . ?
C2 C5 C6 C24 156.6(3) . . . . ?
C2 C1 C10 N4 158.0(3) . . . . ?
C2 C1 C10 C7 -20.2(4) . . . . ?
C3 N1 C2 C5 -8.9(4) . . . . ?
C3 N1 C2 C1 177.7(3) . . . . ?
C3 C37 C38 C39 178.9(3) . . . . ?
C3 C37 C42 C41 -178.9(3) . . . . ?
C3 C4 C43 C48 41.5(5) . . . . ?
C3 C4 C43 C44 -138.9(4) . . . . ?
C5 N2 C4 C3 -6.6(4) . . . . ?
C5 N2 C4 C43 173.9(3) . . . . ?
C5 C2 C1 C11 -166.4(3) . . . . ?
C5 C2 C1 C10 9.1(4) . . . . ?
C5 C6 C24 C31 -20.7(5) . . . . ?
C5 C6 C24 C25 160.7(3) . . . . ?
C37 C3 C4 N2 -161.6(3) . . . . ?
C37 C3 C4 C43 17.8(5) . . . . ?
C37 C38 C39 C40 -0.4(5) . . . . ?
C37 C42 C41 C40 0.3(5) . . . . ?
C11 C1 C10 N4 -26.3(4) . . . . ?
C11 C1 C10 C7 155.5(3) . . . . ?
C11 C12 C13 C14 -173.1(3) . . . . ?
C11 C12 C17 C16 174.6(3) . . . . ?
C11 C18 C23 C22 -176.4(4) . . . . ?
C11 C18 C19 C20 176.5(3) . . . . ?
C1 C2 C5 N2 -168.1(3) . . . . ?
C1 C2 C5 C6 10.6(4) . . . . ?
C1 C11 C12 C13 -56.1(4) . . . . ?
C1 C11 C12 C17 130.5(3) . . . . ?
C1 C11 C18 C23 -42.8(4) . . . . ?
C1 C11 C18 C19 141.8(3) . . . . ?
C7 N3 C8 C9 -9.6(5) . . . . ?
C7 N3 C8 C49 166.3(3) . . . . ?
C7 C6 C24 C31 154.9(3) . . . . ?
C7 C6 C24 C25 -23.7(5) . . . . ?
C4 N2 C5 C2 -10.4(4) . . . . ?
C4 N2 C5 C6 170.8(3) . . . . ?
C4 C3 C37 C38 25.9(4) . . . . ?
C4 C3 C37 C42 -156.8(3) . . . . ?
C4 C43 C48 C47 179.5(4) . . . . ?
C4 C43 C44 C45 180.0(5) . . . . ?
C10 N4 C9 C8 -5.8(4) . . . . ?
C10 N4 C9 C55 174.6(3) . . . . ?
C10 C7 C6 C5 8.5(4) . . . . ?
C10 C7 C6 C24 -167.4(3) . . . . ?
C12 C11 C1 C2 -27.8(5) . . . . ?
C12 C11 C1 C10 157.0(3) . . . . ?
C12 C11 C18 C23 138.0(3) . . . . ?
C12 C11 C18 C19 -37.4(4) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C12 C17 C16 C15 -2.4(5) . . . . ?
C6 C7 C10 N4 -166.9(3) . . . . ?
C6 C7 C10 C1 11.3(4) . . . . ?
C6 C24 C31 C36 -47.2(5) . . . . ?
C6 C24 C31 C32 137.6(3) . . . . ?
C6 C24 C25 C30 124.9(4) . . . . ?
C6 C24 C25 C26 -60.9(5) . . . . ?
C9 N4 C10 C1 169.4(3) . . . . ?
C9 N4 C10 C7 -12.3(4) . . . . ?
C9 C8 C49 C50 38.9(5) . . . . ?
C9 C8 C49 C54 -146.1(3) . . . . ?
C9 C55 C60 C59 -179.7(3) . . . . ?
C9 C55 C56 C57 179.5(5) . . . . ?
C24 C31 C36 C35 -176.7(3) . . . . ?
C24 C31 C32 C33 177.7(3) . . . . ?
C24 C25 C30 C29 177.0(3) . . . . ?
C24 C25 C26 C27 -175.2(4) . . . . ?
C8 N3 C7 C10 -8.4(4) . . . . ?
C8 N3 C7 C6 178.3(3) . . . . ?
C8 C9 C55 C60 33.6(5) . . . . ?
C8 C9 C55 C56 -147.9(4) . . . . ?
C8 C49 C50 C51 173.7(3) . . . . ?
C8 C49 C54 C53 -173.6(3) . . . . ?
C31 C24 C25 C30 -53.8(4) . . . . ?
C31 C24 C25 C26 120.5(4) . . . . ?
C31 C36 C35 C34 0.2(6) . . . . ?
C31 C32 C33 C34 -2.1(6) . . . . ?
C25 C24 C31 C36 131.5(3) . . . . ?
C25 C24 C31 C32 -43.7(4) . . . . ?
C25 C30 C29 C28 -2.5(5) . . . . ?
C25 C26 C27 C28 -1.0(7) . . . . ?
C18 C11 C1 C2 153.0(3) . . . . ?
C18 C11 C1 C10 -22.2(4) . . . . ?
C18 C11 C12 C13 123.1(3) . . . . ?
C18 C11 C12 C17 -50.3(4) . . . . ?
C18 C23 C22 C21 0.6(7) . . . . ?
C18 C19 C20 C21 -0.7(6) . . . . ?
C38 C37 C42 C41 -1.5(5) . . . . ?
C43 C48 C47 C46 0.7(7) . . . . ?
C43 C44 C45 C46 0.4(11) . . . . ?
C36 C31 C32 C33 2.4(5) . . . . ?
C42 C37 C38 C39 1.6(5) . . . . ?
C30 C25 C26 C27 -0.8(6) . . . . ?
C30 C29 C28 F3 -179.9(3) . . . . ?
C30 C29 C28 C27 0.6(6) . . . . ?
C32 C31 C36 C35 -1.4(5) . . . . ?
C32 C33 C34 F4 -179.9(4) . . . . ?
C32 C33 C34 C35 0.7(6) . . . . ?
C55 C9 C8 N3 -163.2(3) . . . . ?
C55 C9 C8 C49 21.3(5) . . . . ?
C55 C60 C59 C58 0.2(6) . . . . ?
C55 C56 C57 C58 0.2(9) . . . . ?
C13 C12 C17 C16 1.2(5) . . . . ?
F2 C21 C22 C23 179.2(4) . . . . ?
C48 C43 C44 C45 -0.4(8) . . . . ?
C48 C47 C46 C45 -0.7(9) . . . . ?
C60 C55 C56 C57 -2.0(7) . . . . ?
C60 C59 C58 C57 -1.9(8) . . . . ?
C29 C28 C27 C26 1.1(7) . . . . ?
C17 C12 C13 C14 0.4(5) . . . . ?
C17 C16 C15 F1 -178.9(3) . . . . ?
C17 C16 C15 C14 2.2(6) . . . . ?
C49 C50 C51 C52 -0.3(6) . . . . ?
C49 C54 C53 C52 0.0(6) . . . . ?
C39 C40 C41 C42 0.9(6) . . . . ?
C33 C34 C35 C36 0.2(7) . . . . ?
C41 C40 C39 C38 -0.8(5) . . . . ?
C23 C18 C19 C20 0.9(5) . . . . ?
C19 C18 C23 C22 -0.8(5) . . . . ?
C19 C20 C21 F2 -179.1(4) . . . . ?
C19 C20 C21 C22 0.5(8) . . . . ?
C50 C49 C54 C53 1.4(5) . . . . ?
C50 C51 C52 C53 1.7(6) . . . . ?
C16 C15 C14 C13 -0.7(6) . . . . ?
C59 C58 C57 C56 1.7(10) . . . . ?
C54 C49 C50 C51 -1.2(5) . . . . ?
C54 C53 C52 C51 -1.5(6) . . . . ?
C26 C25 C30 C29 2.5(5) . . . . ?
C47 C46 C45 C44 0.2(11) . . . . ?
C56 C55 C60 C59 1.8(5) . . . . ?
C20 C21 C22 C23 -0.4(8) . . . . ?
C44 C43 C48 C47 -0.1(6) . . . . ?
Cl3 Cl3A C61 Cl2 47.6(9) . . . . ?
Cl3 Cl3A C61 Cl1 172.1(9) . . . . ?

_olex2_submission_original_sample_id yi210223-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.652
_oxdiff_exptl_absorpt_empirical_full_min 0.518
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200410-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176760'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200410-sgwr2
_chemical_formula_moiety         'C60 H36 F4 N4, 1(C Cl2)'
_chemical_formula_sum            'C61 H38 Cl2 F4 N4'
_chemical_formula_weight         973.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 F4 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   25.5002(17)
_cell_length_b                   9.7673(4)
_cell_length_c                   40.489(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.796(7)
_cell_angle_gamma                90
_cell_volume                     10032.9(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4431
_cell_measurement_temperature    150
_cell_measurement_theta_max      63.1280
_cell_measurement_theta_min      3.4600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             4016
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1222
_diffrn_reflns_av_unetI/netI     0.1316
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            62192
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.528
_diffrn_reflns_theta_min         1.962
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -117.00 -26.00   0.50    6.20    --  -42.55 -22.00-162.00  182
  2  ω    -32.00  -7.00   0.50    6.20    --  -42.55  22.00   3.00   50
  3  ω    -61.00 -36.00   0.50    5.41    --  -84.50  22.00   3.00   50
  4  ω   -104.00 -53.00   0.50    5.41    --  -84.50  77.00 150.00  102
  5  ω     13.00 121.00   0.50    6.20    --   42.55  22.00   3.00  216
  6  ω     84.00 178.00   0.50    5.41    --  108.63  22.00   3.00  188
  7  ω    107.00 132.00   0.50    5.41    --  108.63 -61.00  90.00   50
  8  ω     70.00 109.00   0.50    5.41    --  108.63 -94.00  90.00   78
  9  ω     72.00  98.00   0.50    5.41    --  108.63 -94.00   0.00   52
 10  ω     43.00  70.00   0.50    5.41    --  108.63 -45.00  90.00   54
 11  ω     30.00  66.00   0.50    5.41    --  108.63 -30.00  90.00   72
 12  ω     34.00  64.00   0.50    5.41    --  108.63 -30.00  30.00   60
 13  ω     38.00  66.00   0.50    5.41    --  108.63 -30.00   0.00   56
 14  ω     31.00  66.00   0.50    5.41    --  108.63 -30.00  60.00   70
 15  ω     40.00  73.00   0.50    5.41    --  108.63 -45.00 120.00   66
 16  ω     33.00  71.00   0.50    5.41    --  108.63 -45.00  60.00   76
 17  ω     36.00  61.00   0.50    5.41    --  108.63 -94.00  90.00   50
 18  ω     16.00  96.00   0.50    6.20    --   42.55-125.00  30.00  160
 19  ω     34.00  60.00   0.50    5.41    --  108.63 -30.00 -30.00   52
 20  ω     31.00  65.00   0.50    5.41    --  108.63 -30.00-120.00   68
 21  ω     32.00  68.00   0.50    5.41    --  108.63 -22.00-162.00   72
 22  ω     30.00  57.00   0.50    5.41    --  108.63 -30.00-180.00   54
 23  ω     55.00 109.00   0.50    5.41    --  108.63 -94.00-180.00  108
 24  ω     16.00  41.00   0.50    6.20    --   42.55 -22.00-162.00   50
 25  ω   -134.00-109.00   0.50    5.41    --  -84.50 -22.00-162.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0083387000
_diffrn_orient_matrix_UB_12      -0.0079405000
_diffrn_orient_matrix_UB_13      0.0382051000
_diffrn_orient_matrix_UB_21      0.0577839000
_diffrn_orient_matrix_UB_22      0.0445744000
_diffrn_orient_matrix_UB_23      -0.0007996000
_diffrn_orient_matrix_UB_31      -0.0165928000
_diffrn_orient_matrix_UB_32      0.1510119000
_diffrn_orient_matrix_UB_33      0.0022742000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8337
_reflns_number_total             20204
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.575
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1334
_refine_ls_number_reflns         20204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2382
_refine_ls_R_factor_gt           0.1267
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3382
_refine_ls_wR_factor_ref         0.4033
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Cl1(0.33333) Cl5(0.33333) C1C(0.33333) Cl9(0.33333) Cl10(0.33333)
 C1D(0.33333) Cl11(0.33333) Cl12(0.33333) C1E(0.33333) Cl4(0.65) Cl6(0.65)
 C1A(0.65) Cl4A(0.2) Cl6A(0.2) C1B(0.2) Cl3(0.15) Cl2(0.15) C121(0.15)
3.a Free rotating group:
 Cl1(Cl5,C1C), Cl9(Cl10,C1D), Cl11(Cl12,C1E), Cl4(Cl6,C1A), Cl4A(Cl6A,C1B),
 Cl3(Cl2,C121)
3.b Aromatic/amide H refined with riding coordinates:
 C92(H92), C26(H26), C20(H20), C60(H60), C96(H96), C120(H120), C50(H50),
 C36(H36), C19(H19), C30(H30), C27(H27), C90(H90), C54(H54), C32(H32), C53(H53),
  C86(H86), C110(H110), C29(H29), C48(H48), C13(H13), C23(H23), C79(H79),
 C52(H52), C33(H33), C51(H51), C42(H42), C77(H77), C16(H16), C108(H108),
 C22(H22), C114(H114), C17(H17), C56(H56), C38(H38), C59(H59), C83(H83),
 C93(H93), C102(H102), C87(H87), C95(H95), C35(H35), C80(H80), C101(H101),
 C112(H112), C98(H98), C118(H118), C116(H116), C111(H111), C107(H107), C14(H14),
  C76(H76), C41(H41), C58(H58), C100(H100), C117(H117), C89(H89), C39(H39),
 C99(H99), C113(H113), C82(H82), C40(H40), C119(H119), C57(H57), C47(H47),
 C73(H73), C104(H104), C74(H74), C105(H105), C44(H44), C106(H106), C46(H46),
 C45(H45)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.94003(18) 0.9905(5) 0.24193(11) 0.0742(13) Uani 1 1 d . . . . .
F3 F 0.64542(19) 0.0366(4) 0.31579(12) 0.0771(14) Uani 1 1 d . . . . .
F6 F 0.43667(19) 0.3984(5) 0.23839(14) 0.0854(15) Uani 1 1 d . . . . .
F1 F 0.9039(2) 1.4051(4) 0.43871(12) 0.0837(15) Uani 1 1 d . . . . .
F7 F 0.1615(2) -0.5492(4) 0.31939(13) 0.0920(17) Uani 1 1 d . . . . .
F8 F 0.00099(17) 0.2334(5) 0.38918(14) 0.0871(15) Uani 1 1 d . . . . .
F5 F 0.4075(2) 0.8198(5) 0.44128(14) 0.0917(17) Uani 1 1 d . . . . .
N2 N 0.7106(2) 0.7411(5) 0.42090(14) 0.0441(13) Uani 1 1 d . . . . .
N3 N 0.7758(2) 0.5033(5) 0.32957(13) 0.0404(12) Uani 1 1 d . . . . .
N4 N 0.8624(2) 0.6694(5) 0.33926(14) 0.0456(13) Uani 1 1 d . . . . .
F4 F 0.49569(19) 0.8060(5) 0.39463(17) 0.1044(19) Uani 1 1 d . . . . .
N7 N 0.2823(2) -0.0749(5) 0.32904(15) 0.0477(14) Uani 1 1 d . . . . .
N6 N 0.2168(2) 0.1608(5) 0.42123(15) 0.0497(14) Uani 1 1 d . . . . .
N1 N 0.7708(2) 0.9645(5) 0.40914(14) 0.0454(13) Uani 1 1 d . . . . .
N8 N 0.3701(2) 0.0860(5) 0.33991(17) 0.0582(17) Uani 1 1 d . . . . .
N5 N 0.2789(2) 0.3827(5) 0.41078(16) 0.0523(15) Uani 1 1 d . . . . .
C7 C 0.7761(2) 0.6076(5) 0.35161(16) 0.0386(14) Uani 1 1 d . . . . .
C8 C 0.8170(2) 0.4817(6) 0.31241(17) 0.0428(15) Uani 1 1 d . . . . .
C10 C 0.8182(2) 0.7025(5) 0.35281(16) 0.0405(15) Uani 1 1 d . . . . .
C85 C 0.1852(3) -0.1576(6) 0.35239(17) 0.0438(16) Uani 1 1 d . . . . .
C9 C 0.8640(2) 0.5547(6) 0.32081(17) 0.0412(15) Uani 1 1 d . . . . .
C49 C 0.8080(2) 0.3815(6) 0.28454(16) 0.0410(15) Uani 1 1 d . . . . .
C5 C 0.7401(2) 0.7429(6) 0.39548(16) 0.0421(15) Uani 1 1 d . . . . .
C55 C 0.9165(3) 0.5212(6) 0.31088(17) 0.0452(16) Uani 1 1 d . . . . .
C91 C 0.1422(2) 0.0499(6) 0.37365(18) 0.0457(16) Uani 1 1 d . . . . .
C4 C 0.7093(3) 0.8504(6) 0.43978(17) 0.0453(16) Uani 1 1 d . . . . .
C25 C 0.6769(2) 0.4270(6) 0.35122(17) 0.0435(16) Uani 1 1 d . . . . .
C24 C 0.6841(2) 0.5650(6) 0.36590(16) 0.0412(15) Uani 1 1 d . . . . .
C2 C 0.7761(2) 0.8474(6) 0.39246(17) 0.0433(16) Uani 1 1 d . . . . .
C1 C 0.8167(2) 0.8385(6) 0.36909(17) 0.0443(16) Uani 1 1 d . . . . .
C6 C 0.7320(3) 0.6299(6) 0.37128(17) 0.0434(16) Uani 1 1 d . . . . .
C18 C 0.8735(3) 0.9499(6) 0.32948(18) 0.0442(16) Uani 1 1 d . . . . .
C3 C 0.7348(3) 0.9728(6) 0.43104(16) 0.0420(15) Uani 1 1 d . . . . .
C66 C 0.2391(2) 0.0519(6) 0.37167(19) 0.0473(17) Uani 1 1 d . . . . .
C109 C 0.3138(3) -0.1949(6) 0.28410(19) 0.0500(18) Uani 1 1 d . . . . .
C31 C 0.6346(2) 0.6286(6) 0.37464(17) 0.0441(15) Uani 1 1 d . . . . .
C68 C 0.3235(3) -0.0959(5) 0.31211(18) 0.0466(17) Uani 1 1 d . . . . .
C84 C 0.1911(3) -0.0169(6) 0.36653(18) 0.0485(17) Uani 1 1 d . . . . .
C37 C 0.7233(3) 1.1132(6) 0.44243(18) 0.0505(17) Uani 1 1 d . . . . .
C11 C 0.8481(2) 0.9435(6) 0.36136(17) 0.0448(16) Uani 1 1 d . . . . .
C28 C 0.6562(3) 0.1661(7) 0.3276(2) 0.054(2) Uani 1 1 d . . . . .
C92 C 0.1016(3) -0.0248(6) 0.38726(19) 0.0547(19) Uani 1 1 d . . . . .
H92 H 0.106912 -0.116377 0.392911 0.066 Uiso 1 1 calc R U . . .
C70 C 0.3260(2) 0.1212(6) 0.3542(2) 0.0520(19) Uani 1 1 d . . . . .
C103 C 0.1868(3) 0.2575(6) 0.47020(19) 0.0512(18) Uani 1 1 d . . . . .
C67 C 0.2834(3) 0.0296(6) 0.3515(2) 0.0549(19) Uani 1 1 d . . . . .
C12 C 0.8594(3) 1.0667(6) 0.38242(18) 0.0440(16) Uani 1 1 d . . . . .
C64 C 0.2163(3) 0.2702(6) 0.44057(19) 0.0497(18) Uani 1 1 d . . . . .
C26 C 0.7048(3) 0.3147(6) 0.36470(18) 0.0487(17) Uani 1 1 d . . . . .
H26 H 0.731665 0.328614 0.381649 0.058 Uiso 1 1 calc R U . . .
C115 C 0.4234(2) -0.0625(6) 0.31092(19) 0.0500(18) Uani 1 1 d . . . . .
C61 C 0.3245(3) 0.2556(6) 0.3701(2) 0.0535(19) Uani 1 1 d . . . . .
C20 C 0.9488(3) 0.9994(6) 0.2997(2) 0.0514(18) Uani 1 1 d . . . . .
H20 H 0.984060 1.023400 0.299658 0.062 Uiso 1 1 calc R U . . .
C60 C 0.9352(3) 0.3861(6) 0.31250(19) 0.0518(18) Uani 1 1 d . . . . .
H60 H 0.914159 0.315625 0.319192 0.062 Uiso 1 1 calc R U . . .
C96 C 0.1323(3) 0.1859(6) 0.36539(18) 0.0501(17) Uani 1 1 d . . . . .
H96 H 0.158045 0.236667 0.356175 0.060 Uiso 1 1 calc R U . . .
C120 C 0.4410(3) -0.1971(6) 0.3106(2) 0.0544(19) Uani 1 1 d . . . . .
H120 H 0.419606 -0.267515 0.316960 0.065 Uiso 1 1 calc R U . . .
C69 C 0.3711(3) -0.0262(6) 0.32127(19) 0.0498(18) Uani 1 1 d . . . . .
C50 C 0.8356(3) 0.3875(7) 0.25662(18) 0.0509(17) Uani 1 1 d . . . . .
H50 H 0.861357 0.454126 0.255251 0.061 Uiso 1 1 calc R U . . .
C36 C 0.6243(3) 0.7650(6) 0.36740(18) 0.0475(16) Uani 1 1 d . . . . .
H36 H 0.649290 0.816447 0.357605 0.057 Uiso 1 1 calc R U . . .
C65 C 0.2465(2) 0.1636(6) 0.3956(2) 0.0508(19) Uani 1 1 d . . . . .
C19 C 0.9261(3) 0.9875(6) 0.32959(19) 0.0504(17) Uani 1 1 d . . . . .
H19 H 0.946241 1.004864 0.349603 0.060 Uiso 1 1 calc R U . . .
C63 C 0.2427(3) 0.3914(6) 0.43213(18) 0.0477(17) Uani 1 1 d . . . . .
C30 C 0.6389(3) 0.4028(7) 0.32454(18) 0.0529(18) Uani 1 1 d . . . . .
H30 H 0.619930 0.476277 0.314832 0.063 Uiso 1 1 calc R U . . .
C27 C 0.6938(3) 0.1832(7) 0.3538(2) 0.057(2) Uani 1 1 d . . . . .
H27 H 0.711382 0.108511 0.363880 0.068 Uiso 1 1 calc R U . . .
C90 C 0.1472(3) -0.1842(6) 0.32623(19) 0.0534(19) Uani 1 1 d . . . . .
H90 H 0.126811 -0.113533 0.316392 0.064 Uiso 1 1 calc R U . . .
C54 C 0.7693(3) 0.2851(6) 0.28543(18) 0.0496(17) Uani 1 1 d . . . . .
H54 H 0.749387 0.282982 0.303451 0.060 Uiso 1 1 calc R U . . .
C97 C 0.2325(3) 0.5317(6) 0.44440(18) 0.0493(17) Uani 1 1 d . . . . .
C32 C 0.5964(3) 0.5501(7) 0.38774(19) 0.0561(19) Uani 1 1 d . . . . .
H32 H 0.602001 0.457215 0.391668 0.067 Uiso 1 1 calc R U . . .
C53 C 0.7588(3) 0.1894(7) 0.2598(2) 0.0568(19) Uani 1 1 d . . . . .
H53 H 0.733519 0.121698 0.261237 0.068 Uiso 1 1 calc R U . . .
C71 C 0.3551(3) 0.3623(6) 0.3613(2) 0.055(2) Uani 1 1 d . . . . .
C62 C 0.2841(3) 0.2660(6) 0.39353(19) 0.0521(18) Uani 1 1 d . . . . .
C86 C 0.2147(3) -0.2610(7) 0.3673(2) 0.0562(19) Uani 1 1 d . . . . .
H86 H 0.240114 -0.241059 0.384738 0.067 Uiso 1 1 calc R U . . .
C110 C 0.3408(3) -0.1906(6) 0.25625(18) 0.0543(19) Uani 1 1 d . . . . .
H110 H 0.366430 -0.123638 0.254767 0.065 Uiso 1 1 calc R U . . .
C29 C 0.6286(3) 0.2724(7) 0.31218(19) 0.0543(18) Uani 1 1 d . . . . .
H29 H 0.603915 0.257553 0.294031 0.065 Uiso 1 1 calc R U . . .
C48 C 0.6954(3) 0.9080(7) 0.49864(17) 0.0501(17) Uani 1 1 d . . . . .
H48 H 0.724681 0.965228 0.499704 0.060 Uiso 1 1 calc R U . . .
C72 C 0.3674(3) 0.4840(7) 0.3833(2) 0.058(2) Uani 1 1 d . . . . .
C43 C 0.6808(3) 0.8381(7) 0.46986(18) 0.0526(18) Uani 1 1 d . . . . .
C13 C 0.8871(3) 1.0515(6) 0.4138(2) 0.059(2) Uani 1 1 d . . . . .
H13 H 0.895349 0.964475 0.422043 0.070 Uiso 1 1 calc R U . . .
C23 C 0.8440(3) 0.9265(6) 0.29940(19) 0.0502(17) Uani 1 1 d . . . . .
H23 H 0.808826 0.901519 0.299196 0.060 Uiso 1 1 calc R U . . .
C79 C 0.4289(3) 0.4150(6) 0.3266(2) 0.065(2) Uani 1 1 d . . . . .
H79 H 0.450053 0.440978 0.345577 0.078 Uiso 1 1 calc R U . . .
C88 C 0.1692(3) -0.4196(7) 0.3305(2) 0.061(2) Uani 1 1 d . . . . .
C52 C 0.7868(3) 0.1977(7) 0.2326(2) 0.0570(19) Uani 1 1 d . . . . .
H52 H 0.779510 0.136512 0.215110 0.068 Uiso 1 1 calc R U . . .
C33 C 0.5496(3) 0.6107(8) 0.3950(2) 0.063(2) Uani 1 1 d . . . . .
H33 H 0.523766 0.559359 0.403871 0.076 Uiso 1 1 calc R U . . .
C51 C 0.8251(3) 0.2948(7) 0.23076(19) 0.0559(19) Uani 1 1 d . . . . .
H51 H 0.844001 0.298661 0.212312 0.067 Uiso 1 1 calc R U . . .
C42 C 0.7647(3) 1.2044(6) 0.44890(17) 0.0566(19) Uani 1 1 d . . . . .
H42 H 0.799364 1.176024 0.448234 0.068 Uiso 1 1 calc R U . . .
C78 C 0.3770(3) 0.3689(6) 0.3293(2) 0.062(2) Uani 1 1 d . . . . .
C21 C 0.9189(3) 0.9757(7) 0.27093(19) 0.0530(18) Uani 1 1 d . . . . .
C77 C 0.3549(3) 0.6141(6) 0.3716(2) 0.067(2) Uani 1 1 d . . . . .
H77 H 0.337624 0.625409 0.350417 0.081 Uiso 1 1 calc R U . . .
C16 C 0.8623(3) 1.3112(6) 0.38983(19) 0.0545(18) Uani 1 1 d . . . . .
H16 H 0.853126 1.398516 0.382162 0.065 Uiso 1 1 calc R U . . .
C108 C 0.2013(3) 0.3276(7) 0.4999(2) 0.0575(19) Uani 1 1 d . . . . .
H108 H 0.231042 0.383363 0.501417 0.069 Uiso 1 1 calc R U . . .
C22 C 0.8658(3) 0.9395(7) 0.26964(19) 0.0551(18) Uani 1 1 d . . . . .
H22 H 0.845738 0.924665 0.249477 0.066 Uiso 1 1 calc R U . . .
C114 C 0.2741(3) -0.2920(7) 0.2846(2) 0.059(2) Uani 1 1 d . . . . .
H114 H 0.254278 -0.295212 0.302666 0.071 Uiso 1 1 calc R U . . .
C17 C 0.8486(3) 1.1981(6) 0.37064(19) 0.0537(18) Uani 1 1 d . . . . .
H17 H 0.831720 1.209932 0.349379 0.064 Uiso 1 1 calc R U . . .
C56 C 0.9494(3) 0.6218(7) 0.3017(2) 0.058(2) Uani 1 1 d . . . . .
H56 H 0.937584 0.711981 0.301138 0.070 Uiso 1 1 calc R U . . .
C38 C 0.6719(3) 1.1552(7) 0.44446(18) 0.0545(18) Uani 1 1 d . . . . .
H38 H 0.644273 1.092975 0.440976 0.065 Uiso 1 1 calc R U . . .
C59 C 0.9850(3) 0.3590(7) 0.3041(2) 0.058(2) Uani 1 1 d . . . . .
H59 H 0.997163 0.269223 0.304632 0.069 Uiso 1 1 calc R U . . .
C83 C 0.3449(3) 0.3384(6) 0.2994(2) 0.061(2) Uani 1 1 d . . . . .
H83 H 0.310159 0.310961 0.300274 0.073 Uiso 1 1 calc R U . . .
C93 C 0.0541(3) 0.0379(8) 0.3922(2) 0.063(2) Uani 1 1 d . . . . .
H93 H 0.027458 -0.011129 0.400934 0.075 Uiso 1 1 calc R U . . .
C15 C 0.8893(3) 1.2937(7) 0.4198(2) 0.060(2) Uani 1 1 d . . . . .
C102 C 0.2732(3) 0.6214(6) 0.45168(19) 0.0573(19) Uani 1 1 d . . . . .
H102 H 0.307906 0.592258 0.451368 0.069 Uiso 1 1 calc R U . . .
C87 C 0.2072(3) -0.3972(6) 0.3567(2) 0.063(2) Uani 1 1 d . . . . .
H87 H 0.226898 -0.468584 0.366849 0.076 Uiso 1 1 calc R U . . .
C95 C 0.0851(3) 0.2477(7) 0.3706(2) 0.061(2) Uani 1 1 d . . . . .
H95 H 0.079057 0.339031 0.364969 0.073 Uiso 1 1 calc R U . . .
C81 C 0.4158(3) 0.3880(7) 0.2678(2) 0.065(2) Uani 1 1 d . . . . .
C35 C 0.5783(3) 0.8265(7) 0.3743(2) 0.063(2) Uani 1 1 d . . . . .
H35 H 0.571647 0.918274 0.369409 0.075 Uiso 1 1 calc R U . . .
C80 C 0.4489(3) 0.4221(7) 0.2959(2) 0.068(3) Uani 1 1 d . . . . .
H80 H 0.483500 0.449000 0.294281 0.082 Uiso 1 1 calc R U . . .
C101 C 0.2625(4) 0.7562(7) 0.4595(2) 0.071(2) Uani 1 1 d . . . . .
H101 H 0.290237 0.817209 0.464494 0.085 Uiso 1 1 calc R U . . .
C94 C 0.0473(3) 0.1717(8) 0.3841(2) 0.063(2) Uani 1 1 d . . . . .
C112 C 0.2921(3) -0.3818(7) 0.2318(2) 0.062(2) Uani 1 1 d . . . . .
H112 H 0.285350 -0.445626 0.214841 0.075 Uiso 1 1 calc R U . . .
C75 C 0.3955(3) 0.7084(7) 0.4221(3) 0.066(2) Uani 1 1 d . . . . .
C98 C 0.1804(3) 0.5746(7) 0.4455(2) 0.062(2) Uani 1 1 d . . . . .
H98 H 0.152647 0.513232 0.441229 0.075 Uiso 1 1 calc R U . . .
C118 C 0.5218(3) -0.1239(8) 0.2917(2) 0.066(2) Uani 1 1 d . . . . .
H118 H 0.554788 -0.145222 0.285282 0.079 Uiso 1 1 calc R U . . .
C116 C 0.4569(3) 0.0406(7) 0.3016(2) 0.068(2) Uani 1 1 d . . . . .
H116 H 0.446094 0.131448 0.302169 0.082 Uiso 1 1 calc R U . . .
C111 C 0.3309(3) -0.2833(7) 0.23038(19) 0.060(2) Uani 1 1 d . . . . .
H111 H 0.350215 -0.279355 0.212132 0.072 Uiso 1 1 calc R U . . .
C107 C 0.1732(4) 0.3165(7) 0.5268(2) 0.068(2) Uani 1 1 d . . . . .
H107 H 0.183725 0.363923 0.546240 0.081 Uiso 1 1 calc R U . . .
C14 C 0.9028(3) 1.1680(8) 0.4330(2) 0.068(2) Uani 1 1 d . . . . .
H14 H 0.921547 1.159616 0.453772 0.082 Uiso 1 1 calc R U . . .
C76 C 0.3683(3) 0.7300(7) 0.3915(2) 0.069(3) Uani 1 1 d . . . . .
H76 H 0.358927 0.817808 0.384241 0.083 Uiso 1 1 calc R U . . .
C41 C 0.7531(4) 1.3391(8) 0.4564(2) 0.073(2) Uani 1 1 d . . . . .
H41 H 0.780659 1.401075 0.460765 0.088 Uiso 1 1 calc R U . . .
C58 C 1.0176(3) 0.4638(8) 0.2948(2) 0.071(2) Uani 1 1 d . . . . .
H58 H 1.051531 0.445186 0.289529 0.085 Uiso 1 1 calc R U . . .
C100 C 0.2111(4) 0.8009(7) 0.4601(2) 0.071(2) Uani 1 1 d . . . . .
H100 H 0.204180 0.891631 0.465139 0.085 Uiso 1 1 calc R U . . .
C117 C 0.5051(3) 0.0108(7) 0.2918(2) 0.068(2) Uani 1 1 d . . . . .
H117 H 0.526604 0.080509 0.285290 0.081 Uiso 1 1 calc R U . . .
C89 C 0.1401(3) -0.3184(7) 0.3148(2) 0.059(2) Uani 1 1 d . . . . .
H89 H 0.115679 -0.338006 0.296800 0.071 Uiso 1 1 calc R U . . .
C39 C 0.6620(4) 1.2908(8) 0.4517(2) 0.068(2) Uani 1 1 d . . . . .
H39 H 0.627360 1.319186 0.452618 0.081 Uiso 1 1 calc R U . . .
C99 C 0.1707(3) 0.7110(7) 0.4531(2) 0.067(2) Uani 1 1 d . . . . .
H99 H 0.136109 0.740920 0.453449 0.081 Uiso 1 1 calc R U . . .
C34 C 0.5423(3) 0.7473(9) 0.3887(2) 0.072(2) Uani 1 1 d . . . . .
C113 C 0.2634(3) -0.3827(7) 0.2593(2) 0.065(2) Uani 1 1 d . . . . .
H113 H 0.236517 -0.446312 0.260341 0.078 Uiso 1 1 calc R U . . .
C82 C 0.3649(3) 0.3492(7) 0.2690(2) 0.066(2) Uani 1 1 d . . . . .
H82 H 0.343622 0.329948 0.249486 0.080 Uiso 1 1 calc R U . . .
C40 C 0.7018(4) 1.3838(8) 0.4576(2) 0.076(3) Uani 1 1 d . . . . .
H40 H 0.694617 1.474729 0.462238 0.091 Uiso 1 1 calc R U . . .
C119 C 0.4893(3) -0.2261(7) 0.3011(2) 0.071(3) Uani 1 1 d . . . . .
H119 H 0.500613 -0.316606 0.300944 0.086 Uiso 1 1 calc R U . . .
C57 C 0.9984(3) 0.5951(8) 0.2936(2) 0.073(3) Uani 1 1 d . . . . .
H57 H 1.019277 0.666225 0.287059 0.087 Uiso 1 1 calc R U . . .
C47 C 0.6677(4) 0.8956(8) 0.5262(2) 0.077(3) Uani 1 1 d . . . . .
H47 H 0.678614 0.942126 0.545695 0.093 Uiso 1 1 calc R U . . .
C73 C 0.3944(3) 0.4674(7) 0.4136(3) 0.075(3) Uani 1 1 d . . . . .
H73 H 0.403108 0.379616 0.421223 0.090 Uiso 1 1 calc R U . . .
C104 C 0.1422(3) 0.1722(8) 0.4691(2) 0.074(2) Uani 1 1 d . . . . .
H104 H 0.132223 0.120618 0.450157 0.088 Uiso 1 1 calc R U . . .
C74 C 0.4093(3) 0.5795(8) 0.4336(3) 0.080(3) Uani 1 1 d . . . . .
H74 H 0.428187 0.567665 0.454282 0.096 Uiso 1 1 calc R U . . .
C105 C 0.1130(4) 0.1650(10) 0.4961(3) 0.106(4) Uani 1 1 d . . . . .
H105 H 0.082312 0.112879 0.494892 0.127 Uiso 1 1 calc R U . . .
C44 C 0.6366(4) 0.7577(11) 0.4689(2) 0.097(4) Uani 1 1 d . . . . .
H44 H 0.624274 0.714876 0.449104 0.117 Uiso 1 1 calc R U . . .
C106 C 0.1293(5) 0.2346(9) 0.5247(3) 0.094(3) Uani 1 1 d . . . . .
H106 H 0.110297 0.226134 0.542976 0.113 Uiso 1 1 calc R U . . .
C46 C 0.6243(6) 0.8141(14) 0.5241(3) 0.152(6) Uani 1 1 d . . . . .
H46 H 0.604032 0.809900 0.541959 0.182 Uiso 1 1 calc R U . . .
C45 C 0.6101(6) 0.7389(15) 0.4966(3) 0.170(8) Uani 1 1 d . . . . .
H45 H 0.582852 0.675505 0.496378 0.204 Uiso 1 1 calc R U . . .
Cl1 Cl 0.5638(4) 1.0771(7) 0.4851(3) 0.120(3) Uani 0.3333 1 d G . P A -1
Cl5 Cl 0.5224(3) 1.3572(6) 0.4790(2) 0.097(2) Uani 0.3333 1 d G . P A -1
C1C C 0.5142(7) 1.1915(11) 0.4948(7) 0.094(9) Uiso 0.3333 1 d G . P A -1
Cl9 Cl 0.5077(3) 1.1803(15) 0.43582(17) 0.168(5) Uani 0.3333 1 d G . P A 1
Cl10 Cl 0.5427(4) 1.2125(15) 0.36946(18) 0.047(2) Uani 0.3333 1 d G . P A 1
C1D C 0.4930(4) 1.1528(17) 0.39293(19) 0.043(4) Uiso 0.3333 1 d G . P A 1
Cl11 Cl 0.4487(2) 1.0958(5) 0.41281(14) 0.0652(15) Uani 0.3333 1 d G . P B 2
Cl12 Cl 0.5397(4) 1.2054(16) 0.3825(3) 0.055(2) Uani 0.3333 1 d G . P B 2
C1E C 0.4779(4) 1.1242(16) 0.37582(13) 0.035(4) Uiso 0.3333 1 d G . P B 2
Cl4 Cl -0.04400(11) 0.7251(4) 0.40216(11) 0.0998(13) Uani 0.65 1 d G . P C -1
Cl6 Cl 0.05726(9) 0.6150(3) 0.38585(10) 0.0798(11) Uani 0.65 1 d G . P C -1
C1A C -0.00894(15) 0.5793(4) 0.3913(3) 0.062(3) Uani 0.65 1 d G . P C -1
Cl4A Cl 1.0464(6) 1.504(2) 0.4816(5) 0.192(11) Uani 0.2 1 d G . P D 1
Cl6A Cl 0.9679(9) 1.355(2) 0.5158(6) 0.161(8) Uiso 0.2 1 d G . P D 1
C1B C 0.9915(17) 1.5160(17) 0.5045(15) 0.078(13) Uiso 0.2 1 d G . P D 1
Cl3 Cl 0.9735(5) 1.213(2) 0.5188(3) 0.107(8) Uani 0.15 1 d G . P E 2
Cl2 Cl 1.0292(13) 1.368(3) 0.4710(7) 0.200(13) Uiso 0.15 1 d G . P E 2
C121 C 0.997(2) 1.374(2) 0.5076(9) 0.067(14) Uiso 0.15 1 d G . P E 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 C21 1.348(8) . ?
F3 C28 1.369(7) . ?
F6 C81 1.354(9) . ?
F1 C15 1.360(8) . ?
F7 C88 1.352(7) . ?
F8 C94 1.361(8) . ?
F5 C75 1.355(8) . ?
N2 C5 1.335(8) . ?
N2 C4 1.316(8) . ?
N3 C7 1.354(7) . ?
N3 C8 1.332(8) . ?
N4 C10 1.341(8) . ?
N4 C9 1.349(8) . ?
F4 C34 1.362(8) . ?
N7 C68 1.327(8) . ?
N7 C67 1.364(8) . ?
N6 C64 1.326(8) . ?
N6 C65 1.346(8) . ?
N1 C2 1.342(8) . ?
N1 C3 1.342(8) . ?
N8 C70 1.360(8) . ?
N8 C69 1.332(8) . ?
N5 C63 1.329(8) . ?
N5 C62 1.351(8) . ?
C7 C10 1.416(8) . ?
C7 C6 1.459(8) . ?
C8 C9 1.406(8) . ?
C8 C49 1.494(9) . ?
C10 C1 1.485(8) . ?
C85 C84 1.491(8) . ?
C85 C90 1.385(10) . ?
C85 C86 1.363(10) . ?
C9 C55 1.474(9) . ?
C49 C50 1.392(9) . ?
C49 C54 1.368(8) . ?
C5 C2 1.387(8) . ?
C5 C6 1.477(9) . ?
C55 C60 1.402(8) . ?
C55 C56 1.367(8) . ?
C91 C84 1.461(9) . ?
C91 C92 1.421(8) . ?
C91 C96 1.387(8) . ?
C4 C3 1.422(8) . ?
C4 C43 1.486(9) . ?
C25 C24 1.477(8) . ?
C25 C26 1.388(9) . ?
C25 C30 1.398(10) . ?
C24 C6 1.374(8) . ?
C24 C31 1.480(9) . ?
C2 C1 1.473(9) . ?
C1 C11 1.357(8) . ?
C18 C11 1.503(9) . ?
C18 C19 1.390(9) . ?
C18 C23 1.384(10) . ?
C3 C37 1.486(8) . ?
C66 C84 1.395(9) . ?
C66 C67 1.477(9) . ?
C66 C65 1.459(9) . ?
C109 C68 1.492(9) . ?
C109 C110 1.380(9) . ?
C109 C114 1.390(9) . ?
C31 C36 1.384(8) . ?
C31 C32 1.388(9) . ?
C68 C69 1.410(9) . ?
C37 C42 1.386(9) . ?
C37 C38 1.383(10) . ?
C11 C12 1.485(9) . ?
C28 C27 1.366(11) . ?
C28 C29 1.368(10) . ?
C92 H92 0.9300 . ?
C92 C93 1.390(10) . ?
C70 C67 1.401(9) . ?
C70 C61 1.465(8) . ?
C103 C64 1.484(10) . ?
C103 C108 1.401(10) . ?
C103 C104 1.409(10) . ?
C12 C13 1.397(10) . ?
C12 C17 1.387(8) . ?
C64 C63 1.420(9) . ?
C26 H26 0.9300 . ?
C26 C27 1.378(9) . ?
C115 C120 1.390(8) . ?
C115 C69 1.479(8) . ?
C115 C116 1.397(9) . ?
C61 C71 1.371(8) . ?
C61 C62 1.471(9) . ?
C20 H20 0.9300 . ?
C20 C19 1.399(9) . ?
C20 C21 1.345(10) . ?
C60 H60 0.9300 . ?
C60 C59 1.372(9) . ?
C96 H96 0.9300 . ?
C96 C95 1.380(9) . ?
C120 H120 0.9300 . ?
C120 C119 1.357(9) . ?
C50 H50 0.9300 . ?
C50 C51 1.389(10) . ?
C36 H36 0.9300 . ?
C36 C35 1.373(9) . ?
C65 C62 1.395(8) . ?
C19 H19 0.9300 . ?
C63 C97 1.489(8) . ?
C30 H30 0.9300 . ?
C30 C29 1.383(9) . ?
C27 H27 0.9300 . ?
C90 H90 0.9300 . ?
C90 C89 1.395(8) . ?
C54 H54 0.9300 . ?
C54 C53 1.401(9) . ?
C97 C102 1.368(9) . ?
C97 C98 1.399(10) . ?
C32 H32 0.9300 . ?
C32 C33 1.388(10) . ?
C53 H53 0.9300 . ?
C53 C52 1.375(10) . ?
C71 C72 1.500(9) . ?
C71 C78 1.461(11) . ?
C86 H86 0.9300 . ?
C86 C87 1.404(9) . ?
C110 H110 0.9300 . ?
C110 C111 1.389(10) . ?
C29 H29 0.9300 . ?
C48 H48 0.9300 . ?
C48 C43 1.369(10) . ?
C48 C47 1.384(10) . ?
C72 C77 1.382(10) . ?
C72 C73 1.356(12) . ?
C43 C44 1.369(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.412(10) . ?
C23 H23 0.9300 . ?
C23 C22 1.382(9) . ?
C79 H79 0.9300 . ?
C79 C78 1.414(9) . ?
C79 C80 1.391(11) . ?
C88 C87 1.380(11) . ?
C88 C89 1.356(11) . ?
C52 H52 0.9300 . ?
C52 C51 1.369(10) . ?
C33 H33 0.9300 . ?
C33 C34 1.367(11) . ?
C51 H51 0.9300 . ?
C42 H42 0.9300 . ?
C42 C41 1.389(10) . ?
C78 C83 1.424(12) . ?
C21 C22 1.396(10) . ?
C77 H77 0.9300 . ?
C77 C76 1.412(10) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(9) . ?
C16 C15 1.345(11) . ?
C108 H108 0.9300 . ?
C108 C107 1.365(10) . ?
C22 H22 0.9300 . ?
C114 H114 0.9300 . ?
C114 C113 1.361(10) . ?
C17 H17 0.9300 . ?
C56 H56 0.9300 . ?
C56 C57 1.350(9) . ?
C38 H38 0.9300 . ?
C38 C39 1.386(9) . ?
C59 H59 0.9300 . ?
C59 C58 1.395(9) . ?
C83 H83 0.9300 . ?
C83 C82 1.384(11) . ?
C93 H93 0.9300 . ?
C93 C94 1.354(10) . ?
C15 C14 1.367(11) . ?
C102 H102 0.9300 . ?
C102 C101 1.388(9) . ?
C87 H87 0.9300 . ?
C95 H95 0.9300 . ?
C95 C94 1.374(10) . ?
C81 C80 1.387(12) . ?
C81 C82 1.358(11) . ?
C35 H35 0.9300 . ?
C35 C34 1.374(10) . ?
C80 H80 0.9300 . ?
C101 H101 0.9300 . ?
C101 C100 1.386(12) . ?
C112 H112 0.9300 . ?
C112 C111 1.385(10) . ?
C112 C113 1.391(10) . ?
C75 C76 1.372(12) . ?
C75 C74 1.376(11) . ?
C98 H98 0.9300 . ?
C98 C99 1.395(9) . ?
C118 H118 0.9300 . ?
C118 C117 1.383(10) . ?
C118 C119 1.375(10) . ?
C116 H116 0.9300 . ?
C116 C117 1.359(9) . ?
C111 H111 0.9300 . ?
C107 H107 0.9300 . ?
C107 C106 1.372(12) . ?
C14 H14 0.9300 . ?
C76 H76 0.9300 . ?
C41 H41 0.9300 . ?
C41 C40 1.386(12) . ?
C58 H58 0.9300 . ?
C58 C57 1.371(10) . ?
C100 H100 0.9300 . ?
C100 C99 1.362(11) . ?
C117 H117 0.9300 . ?
C89 H89 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.364(11) . ?
C99 H99 0.9300 . ?
C113 H113 0.9300 . ?
C82 H82 0.9300 . ?
C40 H40 0.9300 . ?
C119 H119 0.9300 . ?
C57 H57 0.9300 . ?
C47 H47 0.9300 . ?
C47 C46 1.359(13) . ?
C73 H73 0.9300 . ?
C73 C74 1.391(11) . ?
C104 H104 0.9300 . ?
C104 C105 1.387(12) . ?
C74 H74 0.9300 . ?
C105 H105 0.9300 . ?
C105 C106 1.368(14) . ?
C44 H44 0.9300 . ?
C44 C45 1.381(12) . ?
C106 H106 0.9300 . ?
C46 H46 0.9300 . ?
C46 C45 1.353(15) . ?
C45 H45 0.9300 . ?
Cl1 C1C 1.7605 . ?
Cl5 C1C 1.7603 . ?
Cl5 Cl9 2.460(14) . ?
Cl9 C1D 1.7599 . ?
Cl10 C1D 1.7594 . ?
Cl11 C1E 1.7609 . ?
Cl12 C1E 1.7605 . ?
Cl4 C1A 1.7602 . ?
Cl6 C1A 1.7597 . ?
Cl4A Cl6A 1.43(4) 3_786 ?
Cl4A C1B 1.7598 . ?
Cl4A C1B 1.19(3) 3_786 ?
Cl6A C1B 1.7599 . ?
Cl6A C1B 1.87(4) 3_786 ?
C1B C1B 0.67(3) 3_786 ?
Cl3 C121 1.7602 . ?
Cl2 C121 1.7600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N2 C5 119.0(5) . . ?
C8 N3 C7 120.7(5) . . ?
C10 N4 C9 120.0(5) . . ?
C68 N7 C67 119.6(5) . . ?
C64 N6 C65 118.5(6) . . ?
C3 N1 C2 119.6(5) . . ?
C69 N8 C70 120.9(5) . . ?
C63 N5 C62 120.1(5) . . ?
N3 C7 C10 117.9(5) . . ?
N3 C7 C6 121.3(5) . . ?
C10 C7 C6 120.5(5) . . ?
N3 C8 C9 119.4(6) . . ?
N3 C8 C49 115.4(5) . . ?
C9 C8 C49 125.2(6) . . ?
N4 C10 C7 119.6(5) . . ?
N4 C10 C1 117.3(5) . . ?
C7 C10 C1 123.1(5) . . ?
C90 C85 C84 120.1(6) . . ?
C86 C85 C84 118.9(7) . . ?
C86 C85 C90 120.8(6) . . ?
N4 C9 C8 118.8(5) . . ?
N4 C9 C55 114.5(5) . . ?
C8 C9 C55 126.6(6) . . ?
C50 C49 C8 122.3(5) . . ?
C54 C49 C8 119.2(6) . . ?
C54 C49 C50 118.4(6) . . ?
N2 C5 C2 120.6(6) . . ?
N2 C5 C6 116.7(5) . . ?
C2 C5 C6 122.7(6) . . ?
C60 C55 C9 120.7(6) . . ?
C56 C55 C9 120.8(6) . . ?
C56 C55 C60 118.3(6) . . ?
C92 C91 C84 121.1(6) . . ?
C96 C91 C84 121.2(6) . . ?
C96 C91 C92 117.7(6) . . ?
N2 C4 C3 120.0(6) . . ?
N2 C4 C43 116.9(6) . . ?
C3 C4 C43 123.1(6) . . ?
C26 C25 C24 121.7(6) . . ?
C26 C25 C30 117.3(6) . . ?
C30 C25 C24 120.9(6) . . ?
C25 C24 C31 113.9(5) . . ?
C6 C24 C25 123.8(6) . . ?
C6 C24 C31 122.3(5) . . ?
N1 C2 C5 118.8(6) . . ?
N1 C2 C1 119.1(5) . . ?
C5 C2 C1 121.9(6) . . ?
C2 C1 C10 112.9(5) . . ?
C11 C1 C10 122.1(6) . . ?
C11 C1 C2 124.9(6) . . ?
C7 C6 C5 114.2(5) . . ?
C24 C6 C7 124.5(6) . . ?
C24 C6 C5 120.8(6) . . ?
C19 C18 C11 120.5(6) . . ?
C23 C18 C11 120.4(6) . . ?
C23 C18 C19 119.0(7) . . ?
N1 C3 C4 118.3(6) . . ?
N1 C3 C37 115.5(5) . . ?
C4 C3 C37 126.1(6) . . ?
C84 C66 C67 123.8(6) . . ?
C84 C66 C65 120.8(6) . . ?
C65 C66 C67 115.1(5) . . ?
C110 C109 C68 122.9(6) . . ?
C110 C109 C114 117.3(7) . . ?
C114 C109 C68 119.8(6) . . ?
C36 C31 C24 120.1(6) . . ?
C36 C31 C32 119.2(6) . . ?
C32 C31 C24 120.6(6) . . ?
N7 C68 C109 114.4(6) . . ?
N7 C68 C69 119.7(6) . . ?
C69 C68 C109 125.8(6) . . ?
C91 C84 C85 115.7(5) . . ?
C66 C84 C85 123.6(6) . . ?
C66 C84 C91 120.7(5) . . ?
C42 C37 C3 118.8(6) . . ?
C38 C37 C3 120.7(6) . . ?
C38 C37 C42 120.4(6) . . ?
C1 C11 C18 123.0(6) . . ?
C1 C11 C12 124.4(6) . . ?
C12 C11 C18 112.6(5) . . ?
C27 C28 F3 119.0(7) . . ?
C27 C28 C29 123.3(6) . . ?
C29 C28 F3 117.8(7) . . ?
C91 C92 H92 119.7 . . ?
C93 C92 C91 120.6(6) . . ?
C93 C92 H92 119.7 . . ?
N8 C70 C67 118.2(5) . . ?
N8 C70 C61 118.2(5) . . ?
C67 C70 C61 123.5(6) . . ?
C108 C103 C64 122.8(6) . . ?
C108 C103 C104 117.3(7) . . ?
C104 C103 C64 119.8(7) . . ?
N7 C67 C66 120.8(6) . . ?
N7 C67 C70 119.6(6) . . ?
C70 C67 C66 119.5(6) . . ?
C13 C12 C11 119.1(6) . . ?
C17 C12 C11 122.1(7) . . ?
C17 C12 C13 118.3(6) . . ?
N6 C64 C103 116.4(6) . . ?
N6 C64 C63 119.8(7) . . ?
C63 C64 C103 123.7(6) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 C25 122.0(7) . . ?
C27 C26 H26 119.0 . . ?
C120 C115 C69 122.0(6) . . ?
C120 C115 C116 118.2(6) . . ?
C116 C115 C69 119.8(5) . . ?
C70 C61 C62 113.3(5) . . ?
C71 C61 C70 121.8(6) . . ?
C71 C61 C62 124.7(6) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C21 C20 C19 119.2(6) . . ?
C55 C60 H60 120.4 . . ?
C59 C60 C55 119.3(6) . . ?
C59 C60 H60 120.4 . . ?
C91 C96 H96 119.3 . . ?
C95 C96 C91 121.4(6) . . ?
C95 C96 H96 119.3 . . ?
C115 C120 H120 119.9 . . ?
C119 C120 C115 120.3(6) . . ?
C119 C120 H120 119.9 . . ?
N8 C69 C68 118.7(6) . . ?
N8 C69 C115 115.3(6) . . ?
C68 C69 C115 125.9(5) . . ?
C49 C50 H50 119.7 . . ?
C51 C50 C49 120.6(6) . . ?
C51 C50 H50 119.7 . . ?
C31 C36 H36 119.2 . . ?
C35 C36 C31 121.7(6) . . ?
C35 C36 H36 119.2 . . ?
N6 C65 C66 116.9(5) . . ?
N6 C65 C62 120.4(6) . . ?
C62 C65 C66 122.6(6) . . ?
C18 C19 C20 120.1(7) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
N5 C63 C64 118.7(5) . . ?
N5 C63 C97 115.6(6) . . ?
C64 C63 C97 125.7(6) . . ?
C25 C30 H30 119.1 . . ?
C29 C30 C25 121.7(7) . . ?
C29 C30 H30 119.1 . . ?
C28 C27 C26 117.9(7) . . ?
C28 C27 H27 121.1 . . ?
C26 C27 H27 121.1 . . ?
C85 C90 H90 120.4 . . ?
C85 C90 C89 119.2(7) . . ?
C89 C90 H90 120.4 . . ?
C49 C54 H54 119.2 . . ?
C49 C54 C53 121.6(7) . . ?
C53 C54 H54 119.2 . . ?
C102 C97 C63 120.5(6) . . ?
C102 C97 C98 120.3(6) . . ?
C98 C97 C63 119.0(6) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 C31 119.8(7) . . ?
C33 C32 H32 120.1 . . ?
C54 C53 H53 120.7 . . ?
C52 C53 C54 118.7(6) . . ?
C52 C53 H53 120.7 . . ?
C61 C71 C72 122.6(7) . . ?
C61 C71 C78 122.8(6) . . ?
C78 C71 C72 114.6(6) . . ?
N5 C62 C61 120.2(6) . . ?
N5 C62 C65 118.0(6) . . ?
C65 C62 C61 121.3(6) . . ?
C85 C86 H86 119.5 . . ?
C85 C86 C87 121.0(8) . . ?
C87 C86 H86 119.5 . . ?
C109 C110 H110 119.1 . . ?
C109 C110 C111 121.8(7) . . ?
C111 C110 H110 119.1 . . ?
C28 C29 C30 117.7(7) . . ?
C28 C29 H29 121.2 . . ?
C30 C29 H29 121.2 . . ?
C43 C48 H48 119.2 . . ?
C43 C48 C47 121.6(7) . . ?
C47 C48 H48 119.2 . . ?
C77 C72 C71 119.9(8) . . ?
C73 C72 C71 120.0(7) . . ?
C73 C72 C77 119.9(7) . . ?
C48 C43 C4 122.9(6) . . ?
C44 C43 C4 119.5(7) . . ?
C44 C43 C48 117.6(7) . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(7) . . ?
C14 C13 H13 119.9 . . ?
C18 C23 H23 119.3 . . ?
C22 C23 C18 121.5(7) . . ?
C22 C23 H23 119.3 . . ?
C78 C79 H79 119.4 . . ?
C80 C79 H79 119.4 . . ?
C80 C79 C78 121.2(8) . . ?
F7 C88 C87 118.2(8) . . ?
F7 C88 C89 118.2(8) . . ?
C89 C88 C87 123.6(6) . . ?
C53 C52 H52 119.5 . . ?
C51 C52 C53 120.9(7) . . ?
C51 C52 H52 119.5 . . ?
C32 C33 H33 120.6 . . ?
C34 C33 C32 118.8(7) . . ?
C34 C33 H33 120.6 . . ?
C50 C51 H51 120.1 . . ?
C52 C51 C50 119.7(7) . . ?
C52 C51 H51 120.1 . . ?
C37 C42 H42 120.8 . . ?
C37 C42 C41 118.5(8) . . ?
C41 C42 H42 120.8 . . ?
C79 C78 C71 121.9(8) . . ?
C79 C78 C83 117.4(8) . . ?
C83 C78 C71 120.5(6) . . ?
F2 C21 C22 117.8(7) . . ?
C20 C21 F2 119.6(7) . . ?
C20 C21 C22 122.6(7) . . ?
C72 C77 H77 119.8 . . ?
C72 C77 C76 120.5(9) . . ?
C76 C77 H77 119.8 . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C15 C16 C17 119.1(7) . . ?
C103 C108 H108 119.0 . . ?
C107 C108 C103 122.1(7) . . ?
C107 C108 H108 119.0 . . ?
C23 C22 C21 117.7(7) . . ?
C23 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
C109 C114 H114 119.2 . . ?
C113 C114 C109 121.5(7) . . ?
C113 C114 H114 119.2 . . ?
C12 C17 H17 119.4 . . ?
C16 C17 C12 121.2(7) . . ?
C16 C17 H17 119.4 . . ?
C55 C56 H56 118.8 . . ?
C57 C56 C55 122.3(6) . . ?
C57 C56 H56 118.8 . . ?
C37 C38 H38 120.3 . . ?
C37 C38 C39 119.3(7) . . ?
C39 C38 H38 120.3 . . ?
C60 C59 H59 119.4 . . ?
C60 C59 C58 121.1(6) . . ?
C58 C59 H59 119.4 . . ?
C78 C83 H83 119.6 . . ?
C82 C83 C78 120.7(7) . . ?
C82 C83 H83 119.6 . . ?
C92 C93 H93 120.6 . . ?
C94 C93 C92 118.8(7) . . ?
C94 C93 H93 120.6 . . ?
F1 C15 C14 117.1(8) . . ?
C16 C15 F1 119.5(7) . . ?
C16 C15 C14 123.4(7) . . ?
C97 C102 H102 120.2 . . ?
C97 C102 C101 119.7(7) . . ?
C101 C102 H102 120.2 . . ?
C86 C87 H87 121.7 . . ?
C88 C87 C86 116.6(7) . . ?
C88 C87 H87 121.7 . . ?
C96 C95 H95 120.6 . . ?
C94 C95 C96 118.8(7) . . ?
C94 C95 H95 120.6 . . ?
F6 C81 C80 116.3(7) . . ?
F6 C81 C82 120.9(9) . . ?
C82 C81 C80 122.8(8) . . ?
C36 C35 H35 121.2 . . ?
C36 C35 C34 117.5(7) . . ?
C34 C35 H35 121.2 . . ?
C79 C80 H80 120.8 . . ?
C81 C80 C79 118.3(7) . . ?
C81 C80 H80 120.8 . . ?
C102 C101 H101 119.6 . . ?
C100 C101 C102 120.7(7) . . ?
C100 C101 H101 119.6 . . ?
F8 C94 C95 118.5(7) . . ?
C93 C94 F8 118.8(7) . . ?
C93 C94 C95 122.7(7) . . ?
C111 C112 H112 120.9 . . ?
C111 C112 C113 118.2(7) . . ?
C113 C112 H112 120.9 . . ?
F5 C75 C76 117.3(7) . . ?
F5 C75 C74 120.3(9) . . ?
C76 C75 C74 122.4(8) . . ?
C97 C98 H98 120.5 . . ?
C99 C98 C97 118.9(7) . . ?
C99 C98 H98 120.5 . . ?
C117 C118 H118 120.2 . . ?
C119 C118 H118 120.2 . . ?
C119 C118 C117 119.7(7) . . ?
C115 C116 H116 119.3 . . ?
C117 C116 C115 121.3(6) . . ?
C117 C116 H116 119.3 . . ?
C110 C111 H111 120.0 . . ?
C112 C111 C110 119.9(7) . . ?
C112 C111 H111 120.0 . . ?
C108 C107 H107 120.4 . . ?
C108 C107 C106 119.2(8) . . ?
C106 C107 H107 120.4 . . ?
C13 C14 H14 121.2 . . ?
C15 C14 C13 117.6(8) . . ?
C15 C14 H14 121.2 . . ?
C77 C76 H76 121.2 . . ?
C75 C76 C77 117.6(8) . . ?
C75 C76 H76 121.2 . . ?
C42 C41 H41 119.1 . . ?
C40 C41 C42 121.8(8) . . ?
C40 C41 H41 119.1 . . ?
C59 C58 H58 120.8 . . ?
C57 C58 C59 118.4(7) . . ?
C57 C58 H58 120.8 . . ?
C101 C100 H100 120.3 . . ?
C99 C100 C101 119.4(7) . . ?
C99 C100 H100 120.3 . . ?
C118 C117 H117 120.3 . . ?
C116 C117 C118 119.5(7) . . ?
C116 C117 H117 120.3 . . ?
C90 C89 H89 120.6 . . ?
C88 C89 C90 118.8(8) . . ?
C88 C89 H89 120.6 . . ?
C38 C39 H39 119.2 . . ?
C40 C39 C38 121.7(8) . . ?
C40 C39 H39 119.2 . . ?
C98 C99 H99 119.5 . . ?
C100 C99 C98 121.0(8) . . ?
C100 C99 H99 119.5 . . ?
F4 C34 C33 118.9(7) . . ?
F4 C34 C35 118.0(8) . . ?
C33 C34 C35 122.9(7) . . ?
C114 C113 C112 121.2(7) . . ?
C114 C113 H113 119.4 . . ?
C112 C113 H113 119.4 . . ?
C83 C82 H82 120.2 . . ?
C81 C82 C83 119.5(9) . . ?
C81 C82 H82 120.2 . . ?
C41 C40 H40 120.9 . . ?
C39 C40 C41 118.2(7) . . ?
C39 C40 H40 120.9 . . ?
C120 C119 C118 121.1(7) . . ?
C120 C119 H119 119.5 . . ?
C118 C119 H119 119.5 . . ?
C56 C57 C58 120.6(7) . . ?
C56 C57 H57 119.7 . . ?
C58 C57 H57 119.7 . . ?
C48 C47 H47 120.6 . . ?
C46 C47 C48 118.8(8) . . ?
C46 C47 H47 120.6 . . ?
C72 C73 H73 119.5 . . ?
C72 C73 C74 121.1(8) . . ?
C74 C73 H73 119.5 . . ?
C103 C104 H104 120.0 . . ?
C105 C104 C103 120.1(8) . . ?
C105 C104 H104 120.0 . . ?
C75 C74 C73 118.5(9) . . ?
C75 C74 H74 120.7 . . ?
C73 C74 H74 120.7 . . ?
C104 C105 H105 120.0 . . ?
C106 C105 C104 120.0(9) . . ?
C106 C105 H105 120.0 . . ?
C43 C44 H44 119.3 . . ?
C43 C44 C45 121.4(9) . . ?
C45 C44 H44 119.3 . . ?
C107 C106 H106 119.4 . . ?
C105 C106 C107 121.3(9) . . ?
C105 C106 H106 119.4 . . ?
C47 C46 H46 119.5 . . ?
C45 C46 C47 121.1(9) . . ?
C45 C46 H46 119.5 . . ?
C44 C45 H45 120.5 . . ?
C46 C45 C44 119.0(9) . . ?
C46 C45 H45 120.5 . . ?
C1C Cl5 Cl9 66.2(10) . . ?
Cl5 C1C Cl1 112.9 . . ?
C1D Cl9 Cl5 144.2(9) . . ?
Cl10 C1D Cl9 112.9 . . ?
Cl12 C1E Cl11 112.9 . . ?
Cl6 C1A Cl4 112.9 . . ?
Cl6A Cl4A C1B 70.9(19) 3_786 . ?
C1B Cl4A Cl6A 83.9(19) 3_786 3_786 ?
C1B Cl4A C1B 13.6(19) 3_786 . ?
Cl4A Cl6A C1B 42.0(14) 3_786 . ?
Cl4A Cl6A C1B 62.7(14) 3_786 3_786 ?
C1B Cl6A C1B 20.9(9) . 3_786 ?
Cl4A C1B Cl4A 166(2) 3_786 . ?
Cl4A C1B Cl6A 112.9 . . ?
Cl4A C1B Cl6A 146(2) 3_786 3_786 ?
Cl4A C1B Cl6A 46.3(15) . 3_786 ?
Cl4A C1B Cl6A 54.0(14) 3_786 . ?
Cl6A C1B Cl6A 159.1(18) . 3_786 ?
C1B C1B Cl4A 25(3) 3_786 . ?
C1B C1B Cl4A 142(5) 3_786 3_786 ?
C1B C1B Cl6A 89(3) 3_786 . ?
C1B C1B Cl6A 70(3) 3_786 3_786 ?
Cl2 C121 Cl3 112.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F2 C21 C22 C23 -179.0(6) . . . . ?
F3 C28 C27 C26 178.5(6) . . . . ?
F3 C28 C29 C30 178.8(6) . . . . ?
F6 C81 C80 C79 179.0(6) . . . . ?
F6 C81 C82 C83 179.4(6) . . . . ?
F1 C15 C14 C13 179.1(7) . . . . ?
F7 C88 C87 C86 179.1(6) . . . . ?
F7 C88 C89 C90 179.4(6) . . . . ?
F5 C75 C76 C77 -179.0(6) . . . . ?
F5 C75 C74 C73 177.4(7) . . . . ?
N2 C5 C2 N1 -18.9(10) . . . . ?
N2 C5 C2 C1 167.1(6) . . . . ?
N2 C5 C6 C7 -159.0(6) . . . . ?
N2 C5 C6 C24 28.2(9) . . . . ?
N2 C4 C3 N1 -17.4(10) . . . . ?
N2 C4 C3 C37 158.8(7) . . . . ?
N2 C4 C43 C48 147.7(7) . . . . ?
N2 C4 C43 C44 -34.8(11) . . . . ?
N3 C7 C10 N4 -17.2(9) . . . . ?
N3 C7 C10 C1 164.0(6) . . . . ?
N3 C7 C6 C5 176.5(6) . . . . ?
N3 C7 C6 C24 -11.0(10) . . . . ?
N3 C8 C9 N4 -18.0(9) . . . . ?
N3 C8 C9 C55 163.4(6) . . . . ?
N3 C8 C49 C50 152.5(6) . . . . ?
N3 C8 C49 C54 -23.6(9) . . . . ?
N4 C10 C1 C2 -160.5(6) . . . . ?
N4 C10 C1 C11 22.7(10) . . . . ?
N4 C9 C55 C60 137.0(7) . . . . ?
N4 C9 C55 C56 -39.1(10) . . . . ?
N7 C68 C69 N8 -19.0(10) . . . . ?
N7 C68 C69 C115 163.7(7) . . . . ?
N6 C64 C63 N5 -18.4(10) . . . . ?
N6 C64 C63 C97 159.7(7) . . . . ?
N6 C65 C62 N5 -20.8(11) . . . . ?
N6 C65 C62 C61 166.9(7) . . . . ?
N1 C2 C1 C10 179.4(6) . . . . ?
N1 C2 C1 C11 -3.9(10) . . . . ?
N1 C3 C37 C42 -40.4(9) . . . . ?
N1 C3 C37 C38 135.4(7) . . . . ?
N8 C70 C67 N7 -14.4(12) . . . . ?
N8 C70 C67 C66 168.7(7) . . . . ?
N8 C70 C61 C71 23.9(12) . . . . ?
N8 C70 C61 C62 -161.3(7) . . . . ?
N5 C63 C97 C102 -39.5(10) . . . . ?
N5 C63 C97 C98 134.7(7) . . . . ?
C7 N3 C8 C9 9.5(9) . . . . ?
C7 N3 C8 C49 -168.9(5) . . . . ?
C7 C10 C1 C2 18.4(9) . . . . ?
C7 C10 C1 C11 -158.4(7) . . . . ?
C8 N3 C7 C10 7.7(9) . . . . ?
C8 N3 C7 C6 -178.1(6) . . . . ?
C8 C9 C55 C60 -44.4(11) . . . . ?
C8 C9 C55 C56 139.5(7) . . . . ?
C8 C49 C50 C51 -178.1(6) . . . . ?
C8 C49 C54 C53 179.4(6) . . . . ?
C10 N4 C9 C8 8.5(9) . . . . ?
C10 N4 C9 C55 -172.8(6) . . . . ?
C10 C7 C6 C5 -9.4(9) . . . . ?
C10 C7 C6 C24 163.1(6) . . . . ?
C10 C1 C11 C18 20.3(10) . . . . ?
C10 C1 C11 C12 -162.4(6) . . . . ?
C85 C90 C89 C88 2.3(10) . . . . ?
C85 C86 C87 C88 0.6(11) . . . . ?
C9 N4 C10 C7 8.8(9) . . . . ?
C9 N4 C10 C1 -172.2(6) . . . . ?
C9 C8 C49 C50 -25.9(10) . . . . ?
C9 C8 C49 C54 158.1(6) . . . . ?
C9 C55 C60 C59 -177.9(7) . . . . ?
C9 C55 C56 C57 177.8(8) . . . . ?
C49 C8 C9 N4 160.2(6) . . . . ?
C49 C8 C9 C55 -18.4(11) . . . . ?
C49 C50 C51 C52 0.8(11) . . . . ?
C49 C54 C53 C52 -3.1(11) . . . . ?
C5 N2 C4 C3 6.4(10) . . . . ?
C5 N2 C4 C43 -173.4(6) . . . . ?
C5 C2 C1 C10 -6.7(9) . . . . ?
C5 C2 C1 C11 170.0(7) . . . . ?
C55 C60 C59 C58 1.6(12) . . . . ?
C55 C56 C57 C58 -1.3(14) . . . . ?
C91 C92 C93 C94 -0.6(12) . . . . ?
C91 C96 C95 C94 -0.2(12) . . . . ?
C4 N2 C5 C2 11.6(10) . . . . ?
C4 N2 C5 C6 -168.1(6) . . . . ?
C4 C3 C37 C42 143.3(7) . . . . ?
C4 C3 C37 C38 -40.9(11) . . . . ?
C4 C43 C44 C45 177.4(12) . . . . ?
C25 C24 C6 C7 28.7(11) . . . . ?
C25 C24 C6 C5 -159.3(6) . . . . ?
C25 C24 C31 C36 -136.9(7) . . . . ?
C25 C24 C31 C32 38.1(9) . . . . ?
C25 C26 C27 C28 3.7(10) . . . . ?
C25 C30 C29 C28 1.8(10) . . . . ?
C24 C25 C26 C27 171.8(6) . . . . ?
C24 C25 C30 C29 -174.7(6) . . . . ?
C24 C31 C36 C35 178.2(7) . . . . ?
C24 C31 C32 C33 -178.3(7) . . . . ?
C2 N1 C3 C4 10.0(9) . . . . ?
C2 N1 C3 C37 -166.6(6) . . . . ?
C2 C5 C6 C7 21.3(9) . . . . ?
C2 C5 C6 C24 -151.5(7) . . . . ?
C2 C1 C11 C18 -156.1(6) . . . . ?
C2 C1 C11 C12 21.2(11) . . . . ?
C1 C11 C12 C13 64.7(9) . . . . ?
C1 C11 C12 C17 -122.6(8) . . . . ?
C6 C7 C10 N4 168.5(6) . . . . ?
C6 C7 C10 C1 -10.3(10) . . . . ?
C6 C5 C2 N1 160.8(6) . . . . ?
C6 C5 C2 C1 -13.2(10) . . . . ?
C6 C24 C31 C36 43.4(10) . . . . ?
C6 C24 C31 C32 -141.7(7) . . . . ?
C18 C11 C12 C13 -117.7(7) . . . . ?
C18 C11 C12 C17 54.9(8) . . . . ?
C18 C23 C22 C21 0.7(9) . . . . ?
C3 N1 C2 C5 7.3(10) . . . . ?
C3 N1 C2 C1 -178.5(6) . . . . ?
C3 C4 C43 C48 -32.1(11) . . . . ?
C3 C4 C43 C44 145.5(9) . . . . ?
C3 C37 C42 C41 173.8(7) . . . . ?
C3 C37 C38 C39 -173.1(7) . . . . ?
C66 C65 C62 N5 162.4(7) . . . . ?
C66 C65 C62 C61 -9.9(12) . . . . ?
C109 C68 C69 N8 160.7(7) . . . . ?
C109 C68 C69 C115 -16.6(12) . . . . ?
C109 C110 C111 C112 1.4(11) . . . . ?
C109 C114 C113 C112 0.1(12) . . . . ?
C31 C24 C6 C7 -151.6(6) . . . . ?
C31 C24 C6 C5 20.4(10) . . . . ?
C31 C36 C35 C34 -0.1(12) . . . . ?
C31 C32 C33 C34 0.4(12) . . . . ?
C68 N7 C67 C66 -177.4(7) . . . . ?
C68 N7 C67 C70 5.8(11) . . . . ?
C68 C109 C110 C111 -179.6(7) . . . . ?
C68 C109 C114 C113 178.9(7) . . . . ?
C84 C85 C90 C89 -175.7(6) . . . . ?
C84 C85 C86 C87 174.3(6) . . . . ?
C84 C91 C92 C93 -176.4(7) . . . . ?
C84 C91 C96 C95 176.8(7) . . . . ?
C84 C66 C67 N7 -9.1(11) . . . . ?
C84 C66 C67 C70 167.7(7) . . . . ?
C84 C66 C65 N6 27.3(10) . . . . ?
C84 C66 C65 C62 -155.9(7) . . . . ?
C37 C42 C41 C40 0.1(12) . . . . ?
C37 C38 C39 C40 -1.3(12) . . . . ?
C11 C18 C19 C20 -177.0(6) . . . . ?
C11 C18 C23 C22 176.2(6) . . . . ?
C11 C12 C13 C14 173.9(7) . . . . ?
C11 C12 C17 C16 -175.9(7) . . . . ?
C92 C91 C84 C85 39.5(10) . . . . ?
C92 C91 C84 C66 -143.0(7) . . . . ?
C92 C91 C96 C95 0.8(11) . . . . ?
C92 C93 C94 F8 -179.5(7) . . . . ?
C92 C93 C94 C95 1.3(13) . . . . ?
C70 N8 C69 C68 10.2(11) . . . . ?
C70 N8 C69 C115 -172.2(7) . . . . ?
C70 C61 C71 C72 -160.5(7) . . . . ?
C70 C61 C71 C78 21.6(12) . . . . ?
C70 C61 C62 N5 178.3(7) . . . . ?
C70 C61 C62 C65 -9.6(11) . . . . ?
C103 C64 C63 N5 162.4(7) . . . . ?
C103 C64 C63 C97 -19.5(11) . . . . ?
C103 C108 C107 C106 -0.1(12) . . . . ?
C103 C104 C105 C106 -3.8(16) . . . . ?
C67 N7 C68 C109 -169.0(6) . . . . ?
C67 N7 C68 C69 10.7(10) . . . . ?
C67 C66 C84 C85 29.2(11) . . . . ?
C67 C66 C84 C91 -148.1(7) . . . . ?
C67 C66 C65 N6 -159.2(6) . . . . ?
C67 C66 C65 C62 17.7(11) . . . . ?
C67 C70 C61 C71 -152.8(8) . . . . ?
C67 C70 C61 C62 22.0(11) . . . . ?
C12 C13 C14 C15 0.6(12) . . . . ?
C64 N6 C65 C66 -169.8(6) . . . . ?
C64 N6 C65 C62 13.2(10) . . . . ?
C64 C103 C108 C107 178.9(6) . . . . ?
C64 C103 C104 C105 -176.9(8) . . . . ?
C64 C63 C97 C102 142.3(8) . . . . ?
C64 C63 C97 C98 -43.5(11) . . . . ?
C26 C25 C24 C6 55.4(10) . . . . ?
C26 C25 C24 C31 -124.3(7) . . . . ?
C26 C25 C30 C29 0.8(10) . . . . ?
C115 C120 C119 C118 0.2(14) . . . . ?
C115 C116 C117 C118 -1.4(14) . . . . ?
C61 C70 C67 N7 162.3(7) . . . . ?
C61 C70 C67 C66 -14.6(12) . . . . ?
C61 C71 C72 C77 -123.4(8) . . . . ?
C61 C71 C72 C73 61.9(10) . . . . ?
C61 C71 C78 C79 -139.1(7) . . . . ?
C61 C71 C78 C83 45.7(10) . . . . ?
C20 C21 C22 C23 -0.8(10) . . . . ?
C60 C55 C56 C57 1.6(12) . . . . ?
C60 C59 C58 C57 -1.2(14) . . . . ?
C96 C91 C84 C85 -136.4(7) . . . . ?
C96 C91 C84 C66 41.1(11) . . . . ?
C96 C91 C92 C93 -0.4(11) . . . . ?
C96 C95 C94 F8 179.9(7) . . . . ?
C96 C95 C94 C93 -1.0(13) . . . . ?
C120 C115 C69 N8 139.3(7) . . . . ?
C120 C115 C69 C68 -43.3(12) . . . . ?
C120 C115 C116 C117 1.4(13) . . . . ?
C69 N8 C70 C67 6.0(12) . . . . ?
C69 N8 C70 C61 -170.8(7) . . . . ?
C69 C115 C120 C119 -179.7(8) . . . . ?
C69 C115 C116 C117 -179.7(8) . . . . ?
C50 C49 C54 C53 3.2(10) . . . . ?
C36 C31 C32 C33 -3.3(11) . . . . ?
C36 C35 C34 F4 -177.8(8) . . . . ?
C36 C35 C34 C33 -2.9(14) . . . . ?
C65 N6 C64 C103 -174.7(6) . . . . ?
C65 N6 C64 C63 6.1(10) . . . . ?
C65 C66 C84 C85 -157.9(7) . . . . ?
C65 C66 C84 C91 24.9(11) . . . . ?
C65 C66 C67 N7 177.5(7) . . . . ?
C65 C66 C67 C70 -5.6(10) . . . . ?
C19 C18 C11 C1 -135.4(7) . . . . ?
C19 C18 C11 C12 47.1(8) . . . . ?
C19 C18 C23 C22 0.1(9) . . . . ?
C19 C20 C21 F2 178.2(6) . . . . ?
C19 C20 C21 C22 0.0(10) . . . . ?
C63 N5 C62 C61 -179.4(7) . . . . ?
C63 N5 C62 C65 8.1(11) . . . . ?
C63 C97 C102 C101 172.9(7) . . . . ?
C63 C97 C98 C99 -172.3(7) . . . . ?
C30 C25 C24 C6 -129.3(7) . . . . ?
C30 C25 C24 C31 50.9(9) . . . . ?
C30 C25 C26 C27 -3.6(10) . . . . ?
C27 C28 C29 C30 -1.7(11) . . . . ?
C90 C85 C84 C91 47.5(9) . . . . ?
C90 C85 C84 C66 -129.9(8) . . . . ?
C90 C85 C86 C87 -0.4(10) . . . . ?
C54 C49 C50 C51 -2.0(10) . . . . ?
C54 C53 C52 C51 1.8(11) . . . . ?
C97 C102 C101 C100 0.0(12) . . . . ?
C97 C98 C99 C100 -1.3(13) . . . . ?
C32 C31 C36 C35 3.2(11) . . . . ?
C32 C33 C34 F4 177.6(8) . . . . ?
C32 C33 C34 C35 2.7(14) . . . . ?
C53 C52 C51 C50 -0.8(11) . . . . ?
C71 C61 C62 N5 -7.1(12) . . . . ?
C71 C61 C62 C65 165.1(8) . . . . ?
C71 C72 C77 C76 -177.3(6) . . . . ?
C71 C72 C73 C74 175.6(7) . . . . ?
C71 C78 C83 C82 177.7(6) . . . . ?
C62 N5 C63 C64 10.6(10) . . . . ?
C62 N5 C63 C97 -167.6(7) . . . . ?
C62 C61 C71 C72 25.3(12) . . . . ?
C62 C61 C71 C78 -152.6(8) . . . . ?
C86 C85 C84 C91 -127.2(7) . . . . ?
C86 C85 C84 C66 55.4(10) . . . . ?
C86 C85 C90 C89 -1.1(10) . . . . ?
C110 C109 C68 N7 152.7(6) . . . . ?
C110 C109 C68 C69 -27.1(11) . . . . ?
C110 C109 C114 C113 2.4(11) . . . . ?
C29 C28 C27 C26 -1.0(11) . . . . ?
C48 C43 C44 C45 -5.0(17) . . . . ?
C48 C47 C46 C45 4(2) . . . . ?
C72 C71 C78 C79 42.9(9) . . . . ?
C72 C71 C78 C83 -132.3(7) . . . . ?
C72 C77 C76 C75 2.5(11) . . . . ?
C72 C73 C74 C75 0.7(13) . . . . ?
C43 C4 C3 N1 162.3(6) . . . . ?
C43 C4 C3 C37 -21.5(11) . . . . ?
C43 C48 C47 C46 -1.4(15) . . . . ?
C43 C44 C45 C46 8(2) . . . . ?
C13 C12 C17 C16 -3.2(11) . . . . ?
C23 C18 C11 C1 48.6(9) . . . . ?
C23 C18 C11 C12 -129.0(6) . . . . ?
C23 C18 C19 C20 -0.9(9) . . . . ?
C79 C78 C83 C82 2.3(10) . . . . ?
C42 C37 C38 C39 2.6(11) . . . . ?
C42 C41 C40 C39 1.2(14) . . . . ?
C78 C71 C72 C77 54.6(9) . . . . ?
C78 C71 C72 C73 -120.1(8) . . . . ?
C78 C79 C80 C81 2.6(10) . . . . ?
C78 C83 C82 C81 0.6(10) . . . . ?
C21 C20 C19 C18 0.8(9) . . . . ?
C77 C72 C73 C74 1.0(12) . . . . ?
C16 C15 C14 C13 -0.2(12) . . . . ?
C108 C103 C64 N6 148.7(7) . . . . ?
C108 C103 C64 C63 -32.2(11) . . . . ?
C108 C103 C104 C105 3.0(12) . . . . ?
C108 C107 C106 C105 -0.6(15) . . . . ?
C114 C109 C68 N7 -23.7(9) . . . . ?
C114 C109 C68 C69 156.6(7) . . . . ?
C114 C109 C110 C111 -3.1(10) . . . . ?
C17 C12 C13 C14 1.0(11) . . . . ?
C17 C16 C15 F1 178.8(6) . . . . ?
C17 C16 C15 C14 -1.9(12) . . . . ?
C56 C55 C60 C59 -1.7(11) . . . . ?
C38 C37 C42 C41 -1.9(11) . . . . ?
C38 C39 C40 C41 -0.6(13) . . . . ?
C59 C58 C57 C56 1.1(14) . . . . ?
C15 C16 C17 C12 3.6(11) . . . . ?
C102 C97 C98 C99 2.0(12) . . . . ?
C102 C101 C100 C99 0.6(13) . . . . ?
C87 C88 C89 C90 -2.2(11) . . . . ?
C80 C79 C78 C71 -179.3(6) . . . . ?
C80 C79 C78 C83 -3.9(10) . . . . ?
C80 C81 C82 C83 -2.1(11) . . . . ?
C101 C100 C99 C98 0.1(13) . . . . ?
C98 C97 C102 C101 -1.3(12) . . . . ?
C116 C115 C120 C119 -0.8(12) . . . . ?
C116 C115 C69 N8 -39.6(11) . . . . ?
C116 C115 C69 C68 137.8(8) . . . . ?
C111 C112 C113 C114 -1.9(12) . . . . ?
C76 C75 C74 C73 -0.8(13) . . . . ?
C117 C118 C119 C120 -0.1(14) . . . . ?
C89 C88 C87 C86 0.7(11) . . . . ?
C113 C112 C111 C110 1.1(11) . . . . ?
C82 C81 C80 C79 0.5(11) . . . . ?
C119 C118 C117 C116 0.7(14) . . . . ?
C47 C48 C43 C4 179.3(7) . . . . ?
C47 C48 C43 C44 1.7(12) . . . . ?
C47 C46 C45 C44 -8(3) . . . . ?
C73 C72 C77 C76 -2.6(11) . . . . ?
C104 C103 C64 N6 -31.4(10) . . . . ?
C104 C103 C64 C63 147.8(7) . . . . ?
C104 C103 C108 C107 -1.1(11) . . . . ?
C104 C105 C106 C107 2.6(17) . . . . ?
C74 C75 C76 C77 -0.8(12) . . . . ?
Cl5 Cl9 C1D Cl10 64.8(16) . . . . ?
Cl9 Cl5 C1C Cl1 62.8(14) . . . . ?
Cl4A Cl6A C1B Cl4A -176(6) 3_786 . . . ?
Cl4A Cl6A C1B Cl6A -170(23) 3_786 . . 3_786 ?
Cl4A Cl6A C1B C1B -170(11) 3_786 . . 3_786 ?
Cl6A Cl4A C1B Cl4A 163(29) 3_786 . . 3_786 ?
Cl6A Cl4A C1B Cl6A 177(9) 3_786 . . . ?
Cl6A Cl4A C1B C1B 163(21) 3_786 . . 3_786 ?
C1B Cl4A C1B Cl4A 0(8) 3_786 . . 3_786 ?
C1B Cl4A C1B Cl6A -163(21) 3_786 . . 3_786 ?
C1B Cl4A C1B Cl6A 14(13) 3_786 . . . ?
C1B Cl6A C1B Cl4A 170(11) 3_786 . . 3_786 ?
C1B Cl6A C1B Cl4A -6(5) 3_786 . . . ?
C1B Cl6A C1B Cl6A 0(13) 3_786 . . 3_786 ?

_olex2_submission_original_sample_id yi200410-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.351
_oxdiff_exptl_absorpt_empirical_full_min 0.338
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210414-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176764'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210414-sgwr2
_chemical_formula_moiety         'C60 H36 Cl4 N4, C H2 Cl2'
_chemical_formula_sum            'C61 H38 Cl6 N4'
_chemical_formula_weight         1039.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 Cl4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.13701(8)
_cell_length_b                   15.53185(9)
_cell_length_c                   25.04601(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.7632(6)
_cell_angle_gamma                90
_cell_volume                     4984.17(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22699
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.6810
_cell_measurement_theta_min      3.3540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2136
_exptl_crystal_recrystallization_method CH2Cl2/hexane
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            30493
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.849
_diffrn_reflns_theta_min         3.372
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00 -16.00   0.50    0.60    --  -42.80  48.00 -59.00   50
  2  ω    -41.00 -15.00   0.50    1.09    --  -84.50  48.00 -59.00   52
  3  ω   -111.00 -86.00   0.50    1.09    --  -84.50 -48.00 151.00   50
  4  ω   -113.00 -78.00   0.50    0.60    --  -42.80-125.00 -60.00   70
  5  ω   -127.00-100.00   0.50    1.09    --  -84.50-125.00 -90.00   54
  6  ω     30.00 116.00   0.50    0.60    --   42.80  48.00 -59.00  172
  7  ω     86.00 176.00   0.50    1.09    --  108.63  48.00 -59.00  180
  8  ω    125.00 161.00   0.50    1.09    --  108.63  45.00-120.00   72
  9  ω     41.00  66.00   0.50    1.09    --  108.63 -30.00 -60.00   50
 10  ω     35.00  75.00   0.50    1.09    --  108.63 -45.00 -60.00   80
 11  ω     31.00  65.00   0.50    1.09    --  108.63 -30.00   0.00   68
 12  ω     47.00  77.00   0.50    1.09    --  108.63 -45.00  30.00   60
 13  ω     36.00 108.00   0.50    1.09    --  108.63 -94.00  60.00  144
 14  ω     34.00  67.00   0.50    1.09    --  108.63 -48.00 151.00   66
 15  ω     31.00  65.00   0.50    1.09    --  108.63 -30.00 150.00   68
 16  ω     42.00  67.00   0.50    1.09    --  108.63 -45.00 120.00   50
 17  ω     30.00  55.00   0.50    1.09    --  108.63 -30.00  60.00   50
 18  ω     30.00  64.00   0.50    1.09    --  108.63 -30.00  30.00   68
 19  ω     32.00  59.00   0.50    1.09    --  108.63 -30.00 -30.00   54
 20  ω     -6.00  62.00   0.50    0.60    --   42.80 -57.00  60.00  136
 21  ω    -32.00  65.00   0.50    0.60    --   42.80 -48.00 151.00  194
 22  ω     34.00  59.00   0.50    1.09    --  108.63 -30.00-150.00   50
 23  ω     46.00  77.00   0.50    1.09    --  108.63 -45.00-180.00   62
 24  ω     31.00  63.00   0.50    1.09    --  108.63 -30.00-180.00   64
 25  ω     84.00 112.00   0.50    1.09    --  108.63-125.00-180.00   56
 26  ω     35.00  60.00   0.50    1.09    --  108.63-125.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0255556000
_diffrn_orient_matrix_UB_12      -0.0403816000
_diffrn_orient_matrix_UB_13      0.0575897000
_diffrn_orient_matrix_UB_21      -0.1088801000
_diffrn_orient_matrix_UB_22      -0.0420439000
_diffrn_orient_matrix_UB_23      -0.0112250000
_diffrn_orient_matrix_UB_31      0.0441702000
_diffrn_orient_matrix_UB_32      -0.0802618000
_diffrn_orient_matrix_UB_33      -0.0230949000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9473
_reflns_number_total             10068
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         10068
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+3.5037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C23(H23), C17(H17), C44(H44), C56(H56), C26(H26), C32(H32),
 C36(H36), C38(H38), C14(H14), C54(H54), C19(H19), C50(H50), C16(H16), C22(H22),
  C20(H20), C60(H60), C30(H30), C48(H48), C33(H33), C29(H29), C45(H45),
 C46(H46), C35(H35), C47(H47), C39(H39), C51(H51), C27(H27), C42(H42), C52(H52),
  C53(H53), C57(H57), C59(H59), C40(H40), C41(H41), C58(H58)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.42374(4) 0.13149(3) 0.21574(2) 0.04089(11) Uani 1 1 d . . . . .
Cl1 Cl 0.11471(4) -0.07221(3) 0.51213(2) 0.04805(13) Uani 1 1 d . . . . .
Cl4 Cl 0.52843(4) 0.56331(3) 0.77417(2) 0.05122(14) Uani 1 1 d . . . . .
Cl3 Cl 0.96186(4) 0.69126(4) 0.50272(2) 0.05338(14) Uani 1 1 d . . . . .
Cl6 Cl 0.85220(6) 0.23880(5) 0.58650(3) 0.07277(19) Uani 1 1 d . . . . .
Cl5 Cl 0.70710(6) 0.11774(4) 0.61794(5) 0.0953(3) Uani 1 1 d . . . . .
N4 N 0.62636(9) 0.22020(8) 0.43505(5) 0.0203(2) Uani 1 1 d . . . . .
N3 N 0.69197(10) 0.38401(8) 0.46447(5) 0.0217(2) Uani 1 1 d . . . . .
N2 N 0.57867(10) 0.30865(8) 0.62832(5) 0.0212(2) Uani 1 1 d . . . . .
N1 N 0.41061(10) 0.22506(8) 0.56687(5) 0.0217(2) Uani 1 1 d . . . . .
C6 C 0.61841(11) 0.37337(9) 0.54625(6) 0.0202(3) Uani 1 1 d . . . . .
C5 C 0.56006(11) 0.31215(9) 0.57351(6) 0.0201(3) Uani 1 1 d . . . . .
C10 C 0.58518(11) 0.26391(9) 0.47130(6) 0.0198(3) Uani 1 1 d . . . . .
C2 C 0.48680(11) 0.25364(9) 0.54358(6) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.41762(12) 0.23638(10) 0.62025(6) 0.0217(3) Uani 1 1 d . . . . .
C18 C 0.42022(11) 0.16778(10) 0.39456(6) 0.0211(3) Uani 1 1 d . . . . .
C1 C 0.49283(11) 0.22826(9) 0.48783(6) 0.0198(3) Uani 1 1 d . . . . .
C55 C 0.75005(12) 0.19888(10) 0.37987(6) 0.0233(3) Uani 1 1 d . . . . .
C25 C 0.72903(12) 0.50809(10) 0.54978(6) 0.0222(3) Uani 1 1 d . . . . .
C7 C 0.63371(11) 0.34100(9) 0.49330(6) 0.0199(3) Uani 1 1 d . . . . .
C12 C 0.34415(12) 0.12086(10) 0.47233(6) 0.0221(3) Uani 1 1 d . . . . .
C11 C 0.42219(11) 0.17698(9) 0.45399(6) 0.0207(3) Uani 1 1 d . . . . .
C9 C 0.69785(11) 0.25717(10) 0.41225(6) 0.0206(3) Uani 1 1 d . . . . .
C4 C 0.51505(12) 0.26449(10) 0.65275(6) 0.0216(3) Uani 1 1 d . . . . .
C24 C 0.65322(11) 0.45073(10) 0.56911(6) 0.0215(3) Uani 1 1 d . . . . .
C43 C 0.55277(12) 0.24507(10) 0.71170(6) 0.0233(3) Uani 1 1 d . . . . .
C31 C 0.61986(12) 0.48452(10) 0.61817(6) 0.0231(3) Uani 1 1 d . . . . .
C13 C 0.37759(12) 0.05352(10) 0.50899(6) 0.0258(3) Uani 1 1 d . . . . .
H13 H 0.448031 0.048816 0.525633 0.031 Uiso 1 1 calc R . . . .
C8 C 0.71770(11) 0.34683(10) 0.42130(6) 0.0211(3) Uani 1 1 d . . . . .
C49 C 0.76069(11) 0.40400(10) 0.38438(6) 0.0234(3) Uani 1 1 d . . . . .
C23 C 0.42616(12) 0.23879(10) 0.36099(6) 0.0241(3) Uani 1 1 d . . . . .
H23 H 0.429980 0.293967 0.375715 0.029 Uiso 1 1 calc R . . . .
C17 C 0.23816(12) 0.12747(11) 0.44871(6) 0.0273(3) Uani 1 1 d . . . . .
H17 H 0.214769 0.171519 0.423878 0.033 Uiso 1 1 calc R . . . .
C44 C 0.62099(12) 0.30153(11) 0.74522(6) 0.0268(3) Uani 1 1 d . . . . .
H44 H 0.641434 0.352118 0.730704 0.032 Uiso 1 1 calc R . . . .
C37 C 0.32109(12) 0.22370(10) 0.64068(6) 0.0249(3) Uani 1 1 d . . . . .
C56 C 0.69577(13) 0.12644(11) 0.35592(6) 0.0282(3) Uani 1 1 d . . . . .
H56 H 0.626986 0.118014 0.358595 0.034 Uiso 1 1 calc R . . . .
C26 C 0.83452(12) 0.48688(11) 0.55964(7) 0.0292(3) Uani 1 1 d . . . . .
H26 H 0.856965 0.434005 0.575343 0.035 Uiso 1 1 calc R . . . .
C32 C 0.69449(12) 0.51596(10) 0.66243(7) 0.0271(3) Uani 1 1 d . . . . .
H32 H 0.763812 0.519773 0.659706 0.033 Uiso 1 1 calc R . . . .
C36 C 0.51501(12) 0.48531(10) 0.62144(7) 0.0280(3) Uani 1 1 d . . . . .
H36 H 0.463827 0.468973 0.591206 0.034 Uiso 1 1 calc R . . . .
C38 C 0.30623(13) 0.26746(11) 0.68716(7) 0.0289(3) Uani 1 1 d . . . . .
H38 H 0.359177 0.301949 0.706995 0.035 Uiso 1 1 calc R . . . .
C14 C 0.30801(14) -0.00617(11) 0.52098(7) 0.0305(3) Uani 1 1 d . . . . .
H14 H 0.331425 -0.051681 0.544646 0.037 Uiso 1 1 calc R . . . .
C21 C 0.41929(12) 0.14548(11) 0.28421(6) 0.0271(3) Uani 1 1 d . . . . .
C54 C 0.80457(13) 0.48274(11) 0.40344(7) 0.0292(3) Uani 1 1 d . . . . .
H54 H 0.809473 0.498001 0.439831 0.035 Uiso 1 1 calc R . . . .
C19 C 0.40959(12) 0.08618(10) 0.37065(6) 0.0261(3) Uani 1 1 d . . . . .
H19 H 0.402441 0.038581 0.392058 0.031 Uiso 1 1 calc R . . . .
C50 C 0.75148(13) 0.38337(11) 0.32908(7) 0.0281(3) Uani 1 1 d . . . . .
H50 H 0.720079 0.331917 0.315307 0.034 Uiso 1 1 calc R . . . .
C16 C 0.16652(13) 0.06946(12) 0.46151(7) 0.0310(3) Uani 1 1 d . . . . .
H16 H 0.095578 0.075392 0.446361 0.037 Uiso 1 1 calc R . . . .
C22 C 0.42644(13) 0.22795(11) 0.30598(6) 0.0273(3) Uani 1 1 d . . . . .
H22 H 0.431353 0.275380 0.284019 0.033 Uiso 1 1 calc R . . . .
C20 C 0.40941(13) 0.07431(11) 0.31564(7) 0.0282(3) Uani 1 1 d . . . . .
H20 H 0.402766 0.019496 0.300317 0.034 Uiso 1 1 calc R . . . .
C60 C 0.85305(13) 0.21097(11) 0.37523(7) 0.0302(3) Uani 1 1 d . . . . .
H60 H 0.890540 0.258641 0.391288 0.036 Uiso 1 1 calc R . . . .
C30 C 0.69740(13) 0.58775(10) 0.52650(7) 0.0278(3) Uani 1 1 d . . . . .
H30 H 0.627470 0.603339 0.520760 0.033 Uiso 1 1 calc R . . . .
C48 C 0.52381(13) 0.16896(11) 0.73412(7) 0.0289(3) Uani 1 1 d . . . . .
H48 H 0.478799 0.130598 0.712089 0.035 Uiso 1 1 calc R . . . .
C33 C 0.66706(14) 0.54159(11) 0.71032(7) 0.0312(4) Uani 1 1 d . . . . .
H33 H 0.717190 0.561936 0.739830 0.037 Uiso 1 1 calc R . . . .
C34 C 0.56342(14) 0.53619(11) 0.71320(7) 0.0310(4) Uani 1 1 d . . . . .
C29 C 0.76807(14) 0.64442(11) 0.51167(7) 0.0320(4) Uani 1 1 d . . . . .
H29 H 0.745763 0.696743 0.495105 0.038 Uiso 1 1 calc R . . . .
C28 C 0.87215(14) 0.62154(12) 0.52201(7) 0.0329(4) Uani 1 1 d . . . . .
C45 C 0.65848(13) 0.28243(12) 0.80022(7) 0.0316(4) Uani 1 1 d . . . . .
H45 H 0.703543 0.320529 0.822447 0.038 Uiso 1 1 calc R . . . .
C46 C 0.62911(14) 0.20687(13) 0.82220(7) 0.0344(4) Uani 1 1 d . . . . .
H46 H 0.654545 0.194298 0.859038 0.041 Uiso 1 1 calc R . . . .
C15 C 0.20293(13) 0.00272(11) 0.49727(7) 0.0312(3) Uani 1 1 d . . . . .
C35 C 0.48654(13) 0.51012(11) 0.66915(7) 0.0320(4) Uani 1 1 d . . . . .
H35 H 0.416900 0.509270 0.671526 0.038 Uiso 1 1 calc R . . . .
C47 C 0.56194(14) 0.15026(12) 0.78923(7) 0.0343(4) Uani 1 1 d . . . . .
H47 H 0.542207 0.099563 0.803927 0.041 Uiso 1 1 calc R . . . .
C39 C 0.21265(15) 0.25952(12) 0.70374(7) 0.0356(4) Uani 1 1 d . . . . .
H39 H 0.203463 0.288022 0.734989 0.043 Uiso 1 1 calc R . . . .
C51 C 0.78887(15) 0.43918(12) 0.29483(7) 0.0346(4) Uani 1 1 d . . . . .
H51 H 0.783424 0.424553 0.258302 0.041 Uiso 1 1 calc R . . . .
C27 C 0.90666(13) 0.54377(13) 0.54629(7) 0.0348(4) Uani 1 1 d . . . . .
H27 H 0.977205 0.529736 0.553574 0.042 Uiso 1 1 calc R . . . .
C42 C 0.24089(13) 0.17262(12) 0.61143(7) 0.0338(4) Uani 1 1 d . . . . .
H42 H 0.250053 0.143109 0.580523 0.041 Uiso 1 1 calc R . . . .
C52 C 0.83416(15) 0.51636(12) 0.31445(8) 0.0380(4) Uani 1 1 d . . . . .
H52 H 0.859954 0.553232 0.291325 0.046 Uiso 1 1 calc R . . . .
C53 C 0.84114(15) 0.53885(12) 0.36877(8) 0.0365(4) Uani 1 1 d . . . . .
H53 H 0.870245 0.591382 0.381922 0.044 Uiso 1 1 calc R . . . .
C57 C 0.74321(16) 0.06706(12) 0.32824(8) 0.0391(4) Uani 1 1 d . . . . .
H57 H 0.706724 0.018479 0.312934 0.047 Uiso 1 1 calc R . . . .
C59 C 0.89944(15) 0.15147(14) 0.34651(8) 0.0414(4) Uani 1 1 d . . . . .
H59 H 0.967683 0.160051 0.342928 0.050 Uiso 1 1 calc R . . . .
C40 C 0.13326(15) 0.20957(13) 0.67409(9) 0.0421(5) Uani 1 1 d . . . . .
H40 H 0.070155 0.205453 0.684951 0.050 Uiso 1 1 calc R . . . .
C41 C 0.14721(15) 0.16544(14) 0.62812(9) 0.0441(5) Uani 1 1 d . . . . .
H41 H 0.093906 0.131071 0.608489 0.053 Uiso 1 1 calc R . . . .
C58 C 0.84496(18) 0.07984(14) 0.32329(9) 0.0466(5) Uani 1 1 d . . . . .
H58 H 0.876610 0.040183 0.304334 0.056 Uiso 1 1 calc R . . . .
C61 C 0.79141(16) 0.20534(14) 0.63837(10) 0.0496(5) Uani 1 1 d . . . . .
H61A H 0.751988 0.252988 0.648646 0.060 Uiso 1 1 calc R . . . .
H61B H 0.844299 0.189064 0.670307 0.060 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C21 1.7423(15) . ?
Cl1 C15 1.7397(17) . ?
Cl4 C34 1.7410(16) . ?
Cl3 C28 1.7454(17) . ?
Cl6 C61 1.748(3) . ?
Cl5 C61 1.758(2) . ?
N4 C10 1.3398(18) . ?
N4 C9 1.3323(19) . ?
N3 C7 1.3408(19) . ?
N3 C8 1.3334(19) . ?
N2 C5 1.3412(18) . ?
N2 C4 1.3301(19) . ?
N1 C2 1.3406(19) . ?
N1 C3 1.3314(19) . ?
C6 C5 1.480(2) . ?
C6 C7 1.4730(19) . ?
C6 C24 1.366(2) . ?
C5 C2 1.413(2) . ?
C10 C1 1.474(2) . ?
C10 C7 1.410(2) . ?
C2 C1 1.4697(19) . ?
C3 C4 1.425(2) . ?
C3 C37 1.482(2) . ?
C18 C11 1.4897(19) . ?
C18 C23 1.399(2) . ?
C18 C19 1.396(2) . ?
C1 C11 1.366(2) . ?
C55 C9 1.481(2) . ?
C55 C56 1.395(2) . ?
C55 C60 1.396(2) . ?
C25 C24 1.494(2) . ?
C25 C26 1.392(2) . ?
C25 C30 1.391(2) . ?
C12 C11 1.493(2) . ?
C12 C13 1.397(2) . ?
C12 C17 1.391(2) . ?
C9 C8 1.426(2) . ?
C4 C43 1.481(2) . ?
C24 C31 1.488(2) . ?
C43 C44 1.394(2) . ?
C43 C48 1.397(2) . ?
C31 C32 1.396(2) . ?
C31 C36 1.398(2) . ?
C13 C14 1.381(2) . ?
C8 C49 1.481(2) . ?
C49 C54 1.391(2) . ?
C49 C50 1.401(2) . ?
C23 C22 1.389(2) . ?
C17 C16 1.391(2) . ?
C44 C45 1.389(2) . ?
C37 C38 1.398(2) . ?
C37 C42 1.391(2) . ?
C56 C57 1.382(2) . ?
C26 C27 1.390(2) . ?
C32 C33 1.385(2) . ?
C36 C35 1.383(2) . ?
C38 C39 1.387(2) . ?
C14 C15 1.384(2) . ?
C21 C22 1.387(2) . ?
C21 C20 1.380(2) . ?
C54 C53 1.389(2) . ?
C19 C20 1.390(2) . ?
C50 C51 1.384(2) . ?
C16 C15 1.384(2) . ?
C60 C59 1.392(2) . ?
C30 C29 1.388(2) . ?
C48 C47 1.391(2) . ?
C33 C34 1.382(2) . ?
C34 C35 1.382(3) . ?
C29 C28 1.381(3) . ?
C28 C27 1.383(3) . ?
C45 C46 1.387(3) . ?
C46 C47 1.383(3) . ?
C39 C40 1.378(3) . ?
C51 C52 1.379(3) . ?
C42 C41 1.389(2) . ?
C52 C53 1.388(3) . ?
C57 C58 1.384(3) . ?
C59 C58 1.380(3) . ?
C40 C41 1.387(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 120.03(13) . . ?
C8 N3 C7 119.87(13) . . ?
C4 N2 C5 120.05(13) . . ?
C3 N1 C2 120.04(13) . . ?
C7 C6 C5 112.57(12) . . ?
C24 C6 C5 122.11(13) . . ?
C24 C6 C7 125.32(13) . . ?
N2 C5 C6 120.17(13) . . ?
N2 C5 C2 117.77(13) . . ?
C2 C5 C6 122.02(13) . . ?
N4 C10 C1 118.73(13) . . ?
N4 C10 C7 118.66(13) . . ?
C7 C10 C1 122.58(13) . . ?
N1 C2 C5 117.95(13) . . ?
N1 C2 C1 121.78(13) . . ?
C5 C2 C1 120.23(13) . . ?
N1 C3 C4 117.91(13) . . ?
N1 C3 C37 117.05(13) . . ?
C4 C3 C37 124.93(13) . . ?
C23 C18 C11 122.26(13) . . ?
C19 C18 C11 119.59(13) . . ?
C19 C18 C23 118.13(13) . . ?
C2 C1 C10 112.74(12) . . ?
C11 C1 C10 122.23(13) . . ?
C11 C1 C2 125.03(13) . . ?
C56 C55 C9 118.30(14) . . ?
C56 C55 C60 119.05(15) . . ?
C60 C55 C9 122.54(14) . . ?
C26 C25 C24 120.66(14) . . ?
C30 C25 C24 120.48(14) . . ?
C30 C25 C26 118.56(14) . . ?
N3 C7 C6 121.50(13) . . ?
N3 C7 C10 118.37(13) . . ?
C10 C7 C6 120.12(13) . . ?
C13 C12 C11 120.11(14) . . ?
C17 C12 C11 121.11(13) . . ?
C17 C12 C13 118.33(14) . . ?
C18 C11 C12 112.94(12) . . ?
C1 C11 C18 122.36(13) . . ?
C1 C11 C12 124.60(13) . . ?
N4 C9 C55 115.26(13) . . ?
N4 C9 C8 118.32(13) . . ?
C8 C9 C55 126.42(13) . . ?
N2 C4 C3 118.14(13) . . ?
N2 C4 C43 117.24(13) . . ?
C3 C4 C43 124.57(13) . . ?
C6 C24 C25 125.04(13) . . ?
C6 C24 C31 121.60(13) . . ?
C31 C24 C25 113.33(12) . . ?
C44 C43 C4 120.08(14) . . ?
C44 C43 C48 119.07(14) . . ?
C48 C43 C4 120.81(14) . . ?
C32 C31 C24 119.71(14) . . ?
C32 C31 C36 118.61(14) . . ?
C36 C31 C24 121.67(14) . . ?
C14 C13 C12 121.23(15) . . ?
N3 C8 C9 118.79(13) . . ?
N3 C8 C49 116.53(13) . . ?
C9 C8 C49 124.61(13) . . ?
C54 C49 C8 119.94(14) . . ?
C54 C49 C50 118.65(14) . . ?
C50 C49 C8 121.25(14) . . ?
C22 C23 C18 120.89(14) . . ?
C16 C17 C12 121.26(15) . . ?
C45 C44 C43 120.19(15) . . ?
C38 C37 C3 120.70(15) . . ?
C42 C37 C3 120.01(14) . . ?
C42 C37 C38 119.14(15) . . ?
C57 C56 C55 120.64(16) . . ?
C27 C26 C25 120.79(16) . . ?
C33 C32 C31 121.12(15) . . ?
C35 C36 C31 120.72(15) . . ?
C39 C38 C37 120.12(17) . . ?
C13 C14 C15 119.02(15) . . ?
C22 C21 Cl2 119.20(12) . . ?
C20 C21 Cl2 119.31(13) . . ?
C20 C21 C22 121.49(14) . . ?
C53 C54 C49 120.76(16) . . ?
C20 C19 C18 121.60(15) . . ?
C51 C50 C49 120.31(16) . . ?
C15 C16 C17 118.67(15) . . ?
C21 C22 C23 119.14(14) . . ?
C21 C20 C19 118.67(15) . . ?
C59 C60 C55 119.79(17) . . ?
C29 C30 C25 121.36(15) . . ?
C47 C48 C43 120.34(16) . . ?
C34 C33 C32 118.40(15) . . ?
C33 C34 Cl4 119.03(13) . . ?
C35 C34 Cl4 118.90(13) . . ?
C35 C34 C33 122.07(15) . . ?
C28 C29 C30 118.67(16) . . ?
C29 C28 Cl3 119.32(14) . . ?
C29 C28 C27 121.48(16) . . ?
C27 C28 Cl3 119.19(14) . . ?
C46 C45 C44 120.38(16) . . ?
C47 C46 C45 119.86(15) . . ?
C14 C15 Cl1 119.34(13) . . ?
C14 C15 C16 121.44(15) . . ?
C16 C15 Cl1 119.22(13) . . ?
C34 C35 C36 118.82(15) . . ?
C46 C47 C48 120.15(16) . . ?
C40 C39 C38 120.27(17) . . ?
C52 C51 C50 120.52(16) . . ?
C28 C27 C26 119.11(16) . . ?
C41 C42 C37 120.37(17) . . ?
C51 C52 C53 119.84(16) . . ?
C52 C53 C54 119.87(17) . . ?
C56 C57 C58 120.05(18) . . ?
C58 C59 C60 120.50(17) . . ?
C39 C40 C41 120.17(16) . . ?
C40 C41 C42 119.92(18) . . ?
C59 C58 C57 119.95(17) . . ?
Cl6 C61 Cl5 112.07(14) . . ?

_olex2_submission_original_sample_id yi210414-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.764
_oxdiff_exptl_absorpt_empirical_full_min 0.506
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210303-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176756'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210303-sgwr
_chemical_formula_moiety         'C60 H36 F4 N4, 1.25(C H2 Cl2)'
_chemical_formula_sum            'C61.25 H38.50 Cl2.50 F4 N4'
_chemical_formula_weight         995.08
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7522(3)
_cell_length_b                   22.7801(8)
_cell_length_c                   17.1545(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.596(3)
_cell_angle_gamma                90
_cell_volume                     4939.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11008
_cell_measurement_temperature    150
_cell_measurement_theta_max      74.9960
_cell_measurement_theta_min      2.5810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2050
_exptl_crystal_recrystallization_method CH2Cl2/EtOH
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30617
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.287
_diffrn_reflns_theta_min         3.243
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  98.00   0.50    1.31    --   42.30  52.00  39.00  154
  2  ω     72.00 116.00   0.50    1.31    --   42.30 125.00 -30.00   88
  3  ω     92.00 178.00   0.50    4.12    --  109.88  52.00  39.00  172
  4  ω    146.00 172.00   0.50    4.12    --  109.88  45.00 -30.00   52
  5  ω     93.00 118.00   0.50    4.12    --  109.88  45.00 -30.00   50
  6  ω     72.00 116.00   0.50    1.31    --   42.30 125.00-150.00   88
  7  ω     31.00  65.00   0.50    4.12    --  109.88 -30.00 -60.00   68
  8  ω     47.00  76.00   0.50    4.12    --  109.88 -45.00 -60.00   58
  9  ω     40.00  83.00   0.50    4.12    --  109.88 -52.00-106.00   86
 10  ω     83.00 109.00   0.50    4.12    --  109.88 -94.00 -90.00   52
 11  ω     47.00  78.00   0.50    4.12    --  109.88 -94.00 -90.00   62
 12  ω     36.00  93.00   0.50    4.12    --  109.88 -94.00-120.00  114
 13  ω     31.00  66.00   0.50    4.12    --  109.88 -30.00 -90.00   70
 14  ω     36.00  74.00   0.50    4.12    --  109.88 -45.00   0.00   76
 15  ω     35.00  78.00   0.50    4.12    --  109.88 -45.00  30.00   86
 16  ω     36.00  63.00   0.50    4.12    --  109.88 -45.00  90.00   54
 17  ω     45.00  77.00   0.50    4.12    --  109.88 -45.00 120.00   64
 18  ω     39.00  65.00   0.50    4.12    --  109.88 -45.00 150.00   52
 19  ω     40.00  65.00   0.50    4.12    --  109.88 -30.00  90.00   50
 20  ω     32.00  58.00   0.50    4.12    --  109.88 -30.00 120.00   52
 21  ω     32.00  65.00   0.50    4.12    --  109.88 -30.00  60.00   66
 22  ω     48.00  90.00   0.50    4.12    --  109.88 -94.00 120.00   84
 23  ω    -23.00  58.00   0.50    1.31    --   42.30 -52.00-106.00  162
 24  ω    -39.00 -11.00   0.50    4.12    --  -84.50  52.00  39.00   56
 25  ω    -93.00 -68.00   0.50    1.31    --  -42.30 -52.00-106.00   50
 26  ω    -95.00 -70.00   0.50    4.12    --  -84.50 -52.00-106.00   50
 27  ω   -115.00 -74.00   0.50    1.31    --  -42.30-125.00  30.00   82
 28  ω   -156.00-130.00   0.50    4.12    --  -84.50 -52.00-106.00   52
 29  ω    -65.00 -13.00   0.50    4.12    --  -84.50  30.00-150.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0948384000
_diffrn_orient_matrix_UB_12      0.0355613000
_diffrn_orient_matrix_UB_13      -0.0400990000
_diffrn_orient_matrix_UB_21      0.0204736000
_diffrn_orient_matrix_UB_22      -0.0237531000
_diffrn_orient_matrix_UB_23      -0.0808361000
_diffrn_orient_matrix_UB_31      -0.0736754000
_diffrn_orient_matrix_UB_32      -0.0523246000
_diffrn_orient_matrix_UB_33      0.0092727000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8933
_reflns_number_total             9950
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.761
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.00097(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     666
_refine_ls_number_reflns         9950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.1064
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+19.4681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2531
_refine_ls_wR_factor_ref         0.2561
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: C61(0.5) H61A(0.5) H61B(0.5) Cl3(0.25) Cl4(0.25) C62(0.25)
 H62A(0.25) H62B(0.25) C61A(0.5) H61C(0.5) H61D(0.5)
3.a Free rotating group:
 Cl2(Cl1,C61), Cl3(Cl4,C62)
3.b Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B), C62(H62A,H62B), C61A(H61C,H61D)
3.c Aromatic/amide H refined with riding coordinates:
 C50(H50), C44(H44), C32(H32), C26(H26), C54(H54), C60(H60), C30(H30),
 C36(H36), C29(H29), C14(H14), C56(H56), C38(H38), C51(H51), C17(H17), C13(H13),
  C33(H33), C48(H48), C45(H45), C16(H16), C27(H27), C19(H19), C53(H53),
 C52(H52), C57(H57), C35(H35), C46(H46), C59(H59), C23(H23), C58(H58), C47(H47),
  C22(H22), C20(H20), C39(H39), C42(H42), C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.9539(2) 0.75395(14) 0.38906(16) 0.0544(8) Uani 1 1 d . . . . .
F3 F 0.1732(3) 0.80792(16) 0.79768(18) 0.0675(9) Uani 1 1 d . . . . .
N3 N 0.4384(2) 0.62080(15) 0.73853(18) 0.0299(7) Uani 1 1 d . . . . .
F4 F 0.1012(3) 0.67923(18) 0.29281(17) 0.0749(11) Uani 1 1 d . . . . .
N4 N 0.6543(2) 0.62979(15) 0.78056(19) 0.0325(7) Uani 1 1 d . . . . .
N2 N 0.4752(3) 0.59519(16) 0.47632(19) 0.0344(7) Uani 1 1 d . . . . .
N1 N 0.6922(3) 0.59350(16) 0.5175(2) 0.0368(8) Uani 1 1 d . . . . .
F2 F 1.0185(3) 0.7540(2) 0.9216(2) 0.1003(16) Uani 1 1 d . . . . .
C8 C 0.4812(3) 0.61289(18) 0.8131(2) 0.0305(8) Uani 1 1 d . . . . .
C10 C 0.6125(3) 0.63438(18) 0.7054(2) 0.0302(8) Uani 1 1 d . . . . .
C7 C 0.5019(3) 0.63322(18) 0.6846(2) 0.0295(8) Uani 1 1 d . . . . .
C49 C 0.4032(3) 0.59336(18) 0.8653(2) 0.0309(8) Uani 1 1 d . . . . .
C6 C 0.4526(3) 0.64084(18) 0.6022(2) 0.0306(8) Uani 1 1 d . . . . .
C5 C 0.5188(3) 0.61653(18) 0.5455(2) 0.0306(8) Uani 1 1 d . . . . .
C9 C 0.5908(3) 0.62043(18) 0.8356(2) 0.0307(8) Uani 1 1 d . . . . .
C2 C 0.6296(3) 0.61764(18) 0.5658(2) 0.0325(8) Uani 1 1 d . . . . .
C1 C 0.6786(3) 0.64238(19) 0.6415(2) 0.0329(8) Uani 1 1 d . . . . .
C24 C 0.3582(3) 0.66897(19) 0.5839(2) 0.0320(8) Uani 1 1 d . . . . .
C31 C 0.2937(3) 0.6706(2) 0.5048(2) 0.0351(9) Uani 1 1 d . . . . .
C25 C 0.3118(3) 0.7044(2) 0.6434(2) 0.0364(9) Uani 1 1 d . . . . .
C3 C 0.6487(3) 0.5723(2) 0.4484(3) 0.0381(10) Uani 1 1 d . . . . .
C55 C 0.6440(3) 0.61873(19) 0.9178(2) 0.0345(9) Uani 1 1 d . . . . .
C11 C 0.7725(3) 0.6719(2) 0.6482(2) 0.0360(9) Uani 1 1 d . . . . .
C43 C 0.4824(3) 0.55785(19) 0.3475(2) 0.0370(9) Uani 1 1 d . . . . .
C50 C 0.4222(3) 0.5457(2) 0.9152(2) 0.0379(9) Uani 1 1 d . . . . .
H50 H 0.487350 0.526821 0.919808 0.045 Uiso 1 1 calc R U . . .
C44 C 0.3877(3) 0.5271(2) 0.3434(3) 0.0387(9) Uani 1 1 d . . . . .
H44 H 0.361566 0.516061 0.389371 0.046 Uiso 1 1 calc R U . . .
C32 C 0.2702(3) 0.7241(2) 0.4676(2) 0.0388(10) Uani 1 1 d . . . . .
H32 H 0.297641 0.758463 0.491503 0.047 Uiso 1 1 calc R U . . .
C4 C 0.5381(3) 0.57514(19) 0.4257(2) 0.0342(9) Uani 1 1 d . . . . .
C26 C 0.3686(4) 0.7485(2) 0.6859(3) 0.0409(10) Uani 1 1 d . . . . .
H26 H 0.439028 0.754394 0.679276 0.049 Uiso 1 1 calc R U . . .
C12 C 0.8198(3) 0.6913(2) 0.5774(2) 0.0363(9) Uani 1 1 d . . . . .
C54 C 0.3046(3) 0.6214(2) 0.8584(3) 0.0402(10) Uani 1 1 d . . . . .
H54 H 0.289980 0.652702 0.823855 0.048 Uiso 1 1 calc R U . . .
C60 C 0.5980(4) 0.6410(2) 0.9809(2) 0.0413(10) Uani 1 1 d . . . . .
H60 H 0.529489 0.655760 0.972634 0.050 Uiso 1 1 calc R U . . .
C15 C 0.9103(4) 0.7326(2) 0.4515(3) 0.0423(10) Uani 1 1 d . . . . .
C30 C 0.2059(3) 0.6967(2) 0.6539(3) 0.0427(10) Uani 1 1 d . . . . .
H30 H 0.166072 0.667950 0.625082 0.051 Uiso 1 1 calc R U . . .
C36 C 0.2488(3) 0.6199(2) 0.4689(3) 0.0427(10) Uani 1 1 d . . . . .
H36 H 0.263241 0.583682 0.492850 0.051 Uiso 1 1 calc R U . . .
C29 C 0.1588(4) 0.7313(2) 0.7068(3) 0.0484(12) Uani 1 1 d . . . . .
H29 H 0.088721 0.725298 0.714503 0.058 Uiso 1 1 calc R U . . .
C14 C 0.8052(4) 0.7437(2) 0.4542(3) 0.0433(10) Uani 1 1 d . . . . .
H14 H 0.765352 0.764797 0.414326 0.052 Uiso 1 1 calc R U . . .
C56 C 0.7487(3) 0.5975(2) 0.9321(3) 0.0426(10) Uani 1 1 d . . . . .
H56 H 0.781658 0.583359 0.890640 0.051 Uiso 1 1 calc R U . . .
C38 C 0.7029(4) 0.4934(2) 0.3588(3) 0.0445(11) Uani 1 1 d . . . . .
H38 H 0.641347 0.472814 0.364611 0.053 Uiso 1 1 calc R U . . .
C51 C 0.3447(4) 0.5260(2) 0.9583(3) 0.0446(11) Uani 1 1 d . . . . .
H51 H 0.357444 0.493523 0.991049 0.054 Uiso 1 1 calc R U . . .
C17 C 0.9268(3) 0.6819(2) 0.5723(3) 0.0453(11) Uani 1 1 d . . . . .
H17 H 0.968249 0.661512 0.612098 0.054 Uiso 1 1 calc R U . . .
C13 C 0.7597(3) 0.7228(2) 0.5179(3) 0.0395(10) Uani 1 1 d . . . . .
H13 H 0.688478 0.729942 0.520877 0.047 Uiso 1 1 calc R U . . .
C18 C 0.8349(3) 0.6931(2) 0.7232(3) 0.0415(10) Uani 1 1 d . . . . .
C37 C 0.7231(4) 0.5464(2) 0.3976(3) 0.0482(12) Uani 1 1 d . . . . .
C28 C 0.2177(4) 0.7735(2) 0.7464(3) 0.0483(12) Uani 1 1 d . . . . .
C34 C 0.1653(4) 0.6766(3) 0.3632(3) 0.0495(12) Uani 1 1 d . . . . .
C33 C 0.2067(4) 0.7272(2) 0.3957(3) 0.0478(12) Uani 1 1 d . . . . .
H33 H 0.192839 0.763035 0.370406 0.057 Uiso 1 1 calc R U . . .
C48 C 0.5191(4) 0.5744(2) 0.2783(3) 0.0473(11) Uani 1 1 d . . . . .
H48 H 0.582734 0.594678 0.280106 0.057 Uiso 1 1 calc R U . . .
C45 C 0.3322(4) 0.5128(2) 0.2709(3) 0.0471(11) Uani 1 1 d . . . . .
H45 H 0.269581 0.491573 0.268485 0.057 Uiso 1 1 calc R U . . .
C16 C 0.9716(4) 0.7026(2) 0.5084(3) 0.0468(11) Uani 1 1 d . . . . .
H16 H 1.042708 0.696062 0.504737 0.056 Uiso 1 1 calc R U . . .
C27 C 0.3235(4) 0.7836(2) 0.7377(3) 0.0485(11) Uani 1 1 d . . . . .
H27 H 0.362261 0.813079 0.765954 0.058 Uiso 1 1 calc R U . . .
C19 C 0.8538(4) 0.7533(3) 0.7347(3) 0.0504(12) Uani 1 1 d . . . . .
H19 H 0.824165 0.779766 0.696749 0.060 Uiso 1 1 calc R U . . .
C53 C 0.2296(4) 0.6020(2) 0.9034(3) 0.0511(12) Uani 1 1 d . . . . .
H53 H 0.165005 0.621386 0.900205 0.061 Uiso 1 1 calc R U . . .
C52 C 0.2481(4) 0.5547(2) 0.9527(3) 0.0520(12) Uani 1 1 d . . . . .
H52 H 0.196302 0.541882 0.982091 0.062 Uiso 1 1 calc R U . . .
C57 C 0.8028(4) 0.5978(2) 1.0079(3) 0.0521(13) Uani 1 1 d . . . . .
H57 H 0.871429 0.583239 1.017029 0.063 Uiso 1 1 calc R U . . .
C35 C 0.1833(4) 0.6229(3) 0.3981(3) 0.0522(13) Uani 1 1 d . . . . .
H35 H 0.152110 0.589247 0.374815 0.063 Uiso 1 1 calc R U . . .
C46 C 0.3692(4) 0.5300(2) 0.2021(3) 0.0547(13) Uani 1 1 d . . . . .
H46 H 0.331509 0.520561 0.153558 0.066 Uiso 1 1 calc R U . . .
C59 C 0.6538(5) 0.6413(2) 1.0562(3) 0.0527(13) Uani 1 1 d . . . . .
H59 H 0.622260 0.656217 1.097876 0.063 Uiso 1 1 calc R U . . .
C23 C 0.8816(3) 0.6542(3) 0.7795(3) 0.0513(12) Uani 1 1 d . . . . .
H23 H 0.871009 0.613984 0.772877 0.062 Uiso 1 1 calc R U . . .
C58 C 0.7556(5) 0.6195(2) 1.0695(3) 0.0575(14) Uani 1 1 d . . . . .
H58 H 0.792224 0.619524 1.120118 0.069 Uiso 1 1 calc R U . . .
C21 C 0.9605(4) 0.7335(3) 0.8566(3) 0.0639(17) Uani 1 1 d . . . . .
C47 C 0.4610(5) 0.5608(2) 0.2062(3) 0.0559(13) Uani 1 1 d . . . . .
H47 H 0.485365 0.573003 0.160024 0.067 Uiso 1 1 calc R U . . .
C22 C 0.9444(4) 0.6756(3) 0.8461(3) 0.0650(17) Uani 1 1 d . . . . .
H22 H 0.975636 0.649421 0.883845 0.078 Uiso 1 1 calc R U . . .
C20 C 0.9152(4) 0.7741(3) 0.8008(4) 0.0660(17) Uani 1 1 d . . . . .
H20 H 0.926346 0.814172 0.808340 0.079 Uiso 1 1 calc R U . . .
C39 C 0.7726(5) 0.4708(3) 0.3120(4) 0.0703(18) Uani 1 1 d . . . . .
H39 H 0.760200 0.434106 0.288793 0.084 Uiso 1 1 calc R U . . .
C42 C 0.8129(5) 0.5775(3) 0.3870(4) 0.085(2) Uani 1 1 d . . . . .
H42 H 0.827986 0.612659 0.413811 0.102 Uiso 1 1 calc R U . . .
C40 C 0.8618(6) 0.5028(4) 0.2995(6) 0.117(4) Uani 1 1 d . . . . .
H40 H 0.908203 0.488313 0.266591 0.140 Uiso 1 1 calc R U . . .
C41 C 0.8807(6) 0.5567(4) 0.3366(6) 0.118(4) Uani 1 1 d . . . . .
H41 H 0.939155 0.578926 0.327547 0.141 Uiso 1 1 calc R U . . .
Cl2 Cl 1.06299(18) 0.53020(11) 1.12676(16) 0.1295(11) Uani 1 1 d G . . . .
Cl1 Cl 1.0788(2) 0.65408(10) 1.08294(15) 0.1241(9) Uani 1 1 d G . . A .
C61 C 1.1305(8) 0.5971(2) 1.1460(6) 0.157(13) Uani 0.5 1 d G . P A 1
H61A H 1.126513 0.608595 1.199987 0.189 Uiso 0.5 1 calc R U P A 1
H61B H 1.204546 0.591542 1.140351 0.189 Uiso 0.5 1 calc R U P A 1
Cl3 Cl 0.1085(8) 0.4705(4) 0.3671(9) 0.150(5) Uani 0.25 1 d G . P B -1
Cl4 Cl -0.0349(8) 0.4665(8) 0.4874(8) 0.212(10) Uani 0.25 1 d G . P B -1
C62 C 0.0970(9) 0.472(4) 0.4682(8) 0.27(4) Uiso 0.25 1 d G . P B -1
H62A H 0.126864 0.508703 0.490357 0.321 Uiso 0.25 1 calc R U P B -1
H62B H 0.137750 0.440194 0.494188 0.321 Uiso 0.25 1 calc R U P B -1
C61A C 1.0675(14) 0.5848(13) 1.1630(9) 0.139(11) Uani 0.5 1 d . . P A 2
H61C H 1.128321 0.585955 1.203410 0.167 Uiso 0.5 1 calc R U P A 2
H61D H 1.004576 0.590213 1.188305 0.167 Uiso 0.5 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C15 1.360(5) . ?
F3 C28 1.357(5) . ?
N3 C8 1.335(5) . ?
N3 C7 1.338(5) . ?
F4 C34 1.367(5) . ?
N4 C10 1.333(5) . ?
N4 C9 1.339(5) . ?
N2 C5 1.334(5) . ?
N2 C4 1.337(5) . ?
N1 C2 1.342(5) . ?
N1 C3 1.330(5) . ?
F2 C21 1.337(6) . ?
C8 C49 1.493(5) . ?
C8 C9 1.411(5) . ?
C10 C7 1.408(5) . ?
C10 C1 1.479(5) . ?
C7 C6 1.479(5) . ?
C49 C50 1.384(6) . ?
C49 C54 1.400(6) . ?
C6 C5 1.477(5) . ?
C6 C24 1.364(5) . ?
C5 C2 1.411(5) . ?
C9 C55 1.483(5) . ?
C2 C1 1.476(5) . ?
C1 C11 1.364(6) . ?
C24 C31 1.491(5) . ?
C24 C25 1.484(6) . ?
C31 C32 1.390(6) . ?
C31 C36 1.395(6) . ?
C25 C26 1.387(6) . ?
C25 C30 1.396(6) . ?
C3 C4 1.415(6) . ?
C3 C37 1.492(6) . ?
C55 C60 1.393(6) . ?
C55 C56 1.411(6) . ?
C11 C12 1.493(6) . ?
C11 C18 1.501(6) . ?
C43 C44 1.390(6) . ?
C43 C4 1.486(6) . ?
C43 C48 1.385(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.385(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.386(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.385(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(6) . ?
C12 C17 1.395(6) . ?
C12 C13 1.393(6) . ?
C54 H54 0.9300 . ?
C54 C53 1.379(6) . ?
C60 H60 0.9300 . ?
C60 C59 1.389(6) . ?
C15 C14 1.371(7) . ?
C15 C16 1.353(7) . ?
C30 H30 0.9300 . ?
C30 C29 1.396(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.381(6) . ?
C29 H29 0.9300 . ?
C29 C28 1.349(8) . ?
C14 H14 0.9300 . ?
C14 C13 1.387(6) . ?
C56 H56 0.9300 . ?
C56 C57 1.389(6) . ?
C38 H38 0.9300 . ?
C38 C37 1.387(6) . ?
C38 C39 1.375(7) . ?
C51 H51 0.9300 . ?
C51 C52 1.385(7) . ?
C17 H17 0.9300 . ?
C17 C16 1.384(6) . ?
C13 H13 0.9300 . ?
C18 C19 1.401(7) . ?
C18 C23 1.387(7) . ?
C37 C42 1.380(7) . ?
C28 C27 1.397(7) . ?
C34 C33 1.358(8) . ?
C34 C35 1.368(8) . ?
C33 H33 0.9300 . ?
C48 H48 0.9300 . ?
C48 C47 1.391(7) . ?
C45 H45 0.9300 . ?
C45 C46 1.384(7) . ?
C16 H16 0.9300 . ?
C27 H27 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.375(7) . ?
C53 H53 0.9300 . ?
C53 C52 1.371(7) . ?
C52 H52 0.9300 . ?
C57 H57 0.9300 . ?
C57 C58 1.376(8) . ?
C35 H35 0.9300 . ?
C46 H46 0.9300 . ?
C46 C47 1.360(8) . ?
C59 H59 0.9300 . ?
C59 C58 1.380(8) . ?
C23 H23 0.9300 . ?
C23 C22 1.394(7) . ?
C58 H58 0.9300 . ?
C21 C22 1.343(9) . ?
C21 C20 1.399(10) . ?
C47 H47 0.9300 . ?
C22 H22 0.9300 . ?
C20 H20 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.393(9) . ?
C42 H42 0.9300 . ?
C42 C41 1.385(8) . ?
C40 H40 0.9300 . ?
C40 C41 1.390(10) . ?
C41 H41 0.9300 . ?
Cl2 C61 1.7609 . ?
Cl2 C61A 1.39(2) . ?
Cl1 C61 1.7603 . ?
Cl1 C61A 2.11(3) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
Cl3 C62 1.7603 . ?
Cl4 C62 1.7605 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C61A H61C 0.9700 . ?
C61A H61D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N3 C7 118.8(3) . . ?
C10 N4 C9 119.5(3) . . ?
C5 N2 C4 119.2(3) . . ?
C3 N1 C2 119.2(3) . . ?
N3 C8 C49 113.2(3) . . ?
N3 C8 C9 120.7(3) . . ?
C9 C8 C49 126.0(3) . . ?
N4 C10 C7 120.1(3) . . ?
N4 C10 C1 122.1(3) . . ?
C7 C10 C1 117.7(3) . . ?
N3 C7 C10 120.5(3) . . ?
N3 C7 C6 117.7(3) . . ?
C10 C7 C6 121.6(3) . . ?
C50 C49 C8 121.9(4) . . ?
C50 C49 C54 119.5(4) . . ?
C54 C49 C8 118.4(4) . . ?
C5 C6 C7 112.2(3) . . ?
C24 C6 C7 121.8(3) . . ?
C24 C6 C5 126.0(3) . . ?
N2 C5 C6 121.1(3) . . ?
N2 C5 C2 120.8(4) . . ?
C2 C5 C6 118.2(3) . . ?
N4 C9 C8 119.7(3) . . ?
N4 C9 C55 115.6(3) . . ?
C8 C9 C55 124.7(3) . . ?
N1 C2 C5 119.9(4) . . ?
N1 C2 C1 118.9(3) . . ?
C5 C2 C1 121.2(3) . . ?
C2 C1 C10 112.8(3) . . ?
C11 C1 C10 125.3(4) . . ?
C11 C1 C2 121.8(4) . . ?
C6 C24 C31 125.8(4) . . ?
C6 C24 C25 121.1(3) . . ?
C25 C24 C31 113.0(3) . . ?
C32 C31 C24 119.9(4) . . ?
C32 C31 C36 118.2(4) . . ?
C36 C31 C24 121.7(4) . . ?
C26 C25 C24 121.8(4) . . ?
C26 C25 C30 118.1(4) . . ?
C30 C25 C24 120.0(4) . . ?
N1 C3 C4 120.7(4) . . ?
N1 C3 C37 116.2(4) . . ?
C4 C3 C37 123.0(4) . . ?
C60 C55 C9 123.0(4) . . ?
C60 C55 C56 118.4(4) . . ?
C56 C55 C9 118.5(4) . . ?
C1 C11 C12 121.5(4) . . ?
C1 C11 C18 126.2(4) . . ?
C12 C11 C18 112.1(3) . . ?
C44 C43 C4 119.2(4) . . ?
C48 C43 C44 119.0(4) . . ?
C48 C43 C4 121.7(4) . . ?
C49 C50 H50 119.8 . . ?
C49 C50 C51 120.4(4) . . ?
C51 C50 H50 119.8 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.1(4) . . ?
C45 C44 H44 120.0 . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.3(5) . . ?
C33 C32 H32 119.4 . . ?
N2 C4 C3 119.9(4) . . ?
N2 C4 C43 114.9(4) . . ?
C3 C4 C43 125.2(4) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 C25 121.8(4) . . ?
C27 C26 H26 119.1 . . ?
C17 C12 C11 120.6(4) . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 C17 118.8(4) . . ?
C49 C54 H54 120.4 . . ?
C53 C54 C49 119.2(4) . . ?
C53 C54 H54 120.4 . . ?
C55 C60 H60 119.7 . . ?
C59 C60 C55 120.5(5) . . ?
C59 C60 H60 119.7 . . ?
F1 C15 C14 117.6(4) . . ?
C16 C15 F1 119.5(4) . . ?
C16 C15 C14 122.9(4) . . ?
C25 C30 H30 119.4 . . ?
C25 C30 C29 121.3(5) . . ?
C29 C30 H30 119.4 . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.8(5) . . ?
C35 C36 H36 119.6 . . ?
C30 C29 H29 121.0 . . ?
C28 C29 C30 118.1(5) . . ?
C28 C29 H29 121.0 . . ?
C15 C14 H14 120.8 . . ?
C15 C14 C13 118.4(4) . . ?
C13 C14 H14 120.8 . . ?
C55 C56 H56 119.9 . . ?
C57 C56 C55 120.2(5) . . ?
C57 C56 H56 119.9 . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C39 C38 C37 120.9(4) . . ?
C50 C51 H51 120.0 . . ?
C50 C51 C52 120.0(4) . . ?
C52 C51 H51 120.0 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(4) . . ?
C16 C17 H17 119.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(4) . . ?
C14 C13 H13 119.8 . . ?
C19 C18 C11 119.9(4) . . ?
C23 C18 C11 121.4(5) . . ?
C23 C18 C19 118.6(5) . . ?
C38 C37 C3 122.2(4) . . ?
C42 C37 C3 118.5(4) . . ?
C42 C37 C38 119.3(4) . . ?
F3 C28 C27 117.8(5) . . ?
C29 C28 F3 119.1(5) . . ?
C29 C28 C27 123.1(4) . . ?
F4 C34 C35 118.2(5) . . ?
C33 C34 F4 118.7(5) . . ?
C33 C34 C35 123.0(4) . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.2(5) . . ?
C34 C33 H33 120.9 . . ?
C43 C48 H48 120.0 . . ?
C43 C48 C47 120.1(5) . . ?
C47 C48 H48 120.0 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.5(5) . . ?
C46 C45 H45 119.7 . . ?
C15 C16 C17 119.0(4) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C26 C27 C28 117.7(5) . . ?
C26 C27 H27 121.2 . . ?
C28 C27 H27 121.2 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.5(6) . . ?
C20 C19 H19 119.3 . . ?
C54 C53 H53 119.3 . . ?
C52 C53 C54 121.4(4) . . ?
C52 C53 H53 119.3 . . ?
C51 C52 H52 120.2 . . ?
C53 C52 C51 119.5(4) . . ?
C53 C52 H52 120.2 . . ?
C56 C57 H57 119.7 . . ?
C58 C57 C56 120.5(5) . . ?
C58 C57 H57 119.7 . . ?
C36 C35 H35 120.8 . . ?
C34 C35 C36 118.5(5) . . ?
C34 C35 H35 120.8 . . ?
C45 C46 H46 120.3 . . ?
C47 C46 C45 119.4(5) . . ?
C47 C46 H46 120.3 . . ?
C60 C59 H59 119.8 . . ?
C58 C59 C60 120.5(5) . . ?
C58 C59 H59 119.8 . . ?
C18 C23 H23 120.2 . . ?
C18 C23 C22 119.6(6) . . ?
C22 C23 H23 120.2 . . ?
C57 C58 C59 120.0(4) . . ?
C57 C58 H58 120.0 . . ?
C59 C58 H58 120.0 . . ?
F2 C21 C22 120.8(7) . . ?
F2 C21 C20 118.2(6) . . ?
C22 C21 C20 121.0(5) . . ?
C48 C47 H47 119.5 . . ?
C46 C47 C48 121.0(5) . . ?
C46 C47 H47 119.5 . . ?
C23 C22 H22 119.5 . . ?
C21 C22 C23 121.0(6) . . ?
C21 C22 H22 119.5 . . ?
C19 C20 C21 118.4(6) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C38 C39 H39 120.0 . . ?
C38 C39 C40 119.9(5) . . ?
C40 C39 H39 120.0 . . ?
C37 C42 H42 119.9 . . ?
C37 C42 C41 120.3(6) . . ?
C41 C42 H42 119.9 . . ?
C39 C40 H40 120.4 . . ?
C41 C40 C39 119.2(6) . . ?
C41 C40 H40 120.4 . . ?
C42 C41 C40 120.2(6) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
Cl2 C61 H61A 109.0 . . ?
Cl2 C61 H61B 109.0 . . ?
Cl1 C61 Cl2 112.9 . . ?
Cl1 C61 H61A 109.0 . . ?
Cl1 C61 H61B 109.0 . . ?
H61A C61 H61B 107.8 . . ?
Cl3 C62 Cl4 112.9 . . ?
Cl3 C62 H62A 109.0 . . ?
Cl3 C62 H62B 109.0 . . ?
Cl4 C62 H62A 109.0 . . ?
Cl4 C62 H62B 109.0 . . ?
H62A C62 H62B 107.8 . . ?
Cl2 C61A Cl1 112.4(9) . . ?
Cl2 C61A H61C 109.1 . . ?
Cl2 C61A H61D 109.1 . . ?
Cl1 C61A H61C 109.1 . . ?
Cl1 C61A H61D 109.1 . . ?
H61C C61A H61D 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C15 C14 C13 -179.3(4) . . . . ?
F1 C15 C16 C17 179.0(4) . . . . ?
F3 C28 C27 C26 179.7(4) . . . . ?
N3 C8 C49 C50 130.4(4) . . . . ?
N3 C8 C49 C54 -44.2(5) . . . . ?
N3 C8 C9 N4 -6.8(6) . . . . ?
N3 C8 C9 C55 173.4(4) . . . . ?
N3 C7 C6 C5 -142.6(4) . . . . ?
N3 C7 C6 C24 39.2(6) . . . . ?
F4 C34 C33 C32 179.0(4) . . . . ?
F4 C34 C35 C36 179.4(4) . . . . ?
N4 C10 C7 N3 -7.7(6) . . . . ?
N4 C10 C7 C6 177.2(4) . . . . ?
N4 C10 C1 C2 151.1(4) . . . . ?
N4 C10 C1 C11 -32.2(7) . . . . ?
N4 C9 C55 C60 143.8(4) . . . . ?
N4 C9 C55 C56 -31.5(6) . . . . ?
N2 C5 C2 N1 -4.4(6) . . . . ?
N2 C5 C2 C1 178.6(4) . . . . ?
N1 C2 C1 C10 -145.3(4) . . . . ?
N1 C2 C1 C11 38.0(6) . . . . ?
N1 C3 C4 N2 -5.1(7) . . . . ?
N1 C3 C4 C43 174.2(4) . . . . ?
N1 C3 C37 C38 135.0(5) . . . . ?
N1 C3 C37 C42 -47.3(8) . . . . ?
F2 C21 C22 C23 178.1(4) . . . . ?
F2 C21 C20 C19 -178.7(4) . . . . ?
C8 N3 C7 C10 3.8(6) . . . . ?
C8 N3 C7 C6 179.0(4) . . . . ?
C8 C49 C50 C51 -174.9(4) . . . . ?
C8 C49 C54 C53 176.8(4) . . . . ?
C8 C9 C55 C60 -36.4(6) . . . . ?
C8 C9 C55 C56 148.4(4) . . . . ?
C10 N4 C9 C8 2.9(6) . . . . ?
C10 N4 C9 C55 -177.3(4) . . . . ?
C10 C7 C6 C5 32.6(5) . . . . ?
C10 C7 C6 C24 -145.6(4) . . . . ?
C10 C1 C11 C12 -163.8(4) . . . . ?
C10 C1 C11 C18 10.6(7) . . . . ?
C7 N3 C8 C49 -174.1(4) . . . . ?
C7 N3 C8 C9 3.2(6) . . . . ?
C7 C10 C1 C2 -30.5(5) . . . . ?
C7 C10 C1 C11 146.1(4) . . . . ?
C7 C6 C5 N2 150.0(4) . . . . ?
C7 C6 C5 C2 -31.3(5) . . . . ?
C7 C6 C24 C31 -169.5(4) . . . . ?
C7 C6 C24 C25 13.5(6) . . . . ?
C49 C8 C9 N4 170.2(4) . . . . ?
C49 C8 C9 C55 -9.7(7) . . . . ?
C49 C50 C51 C52 -1.1(7) . . . . ?
C49 C54 C53 C52 -2.2(8) . . . . ?
C6 C5 C2 N1 176.9(4) . . . . ?
C6 C5 C2 C1 -0.1(6) . . . . ?
C6 C24 C31 C32 -120.5(5) . . . . ?
C6 C24 C31 C36 64.5(6) . . . . ?
C6 C24 C25 C26 53.0(6) . . . . ?
C6 C24 C25 C30 -131.6(4) . . . . ?
C5 N2 C4 C3 5.1(6) . . . . ?
C5 N2 C4 C43 -174.2(4) . . . . ?
C5 C6 C24 C31 12.6(7) . . . . ?
C5 C6 C24 C25 -164.4(4) . . . . ?
C5 C2 C1 C10 31.7(6) . . . . ?
C5 C2 C1 C11 -145.1(4) . . . . ?
C9 N4 C10 C7 4.1(6) . . . . ?
C9 N4 C10 C1 -177.6(4) . . . . ?
C9 C8 C49 C50 -46.7(6) . . . . ?
C9 C8 C49 C54 138.6(4) . . . . ?
C9 C55 C60 C59 -176.3(4) . . . . ?
C9 C55 C56 C57 177.0(4) . . . . ?
C2 N1 C3 C4 0.1(6) . . . . ?
C2 N1 C3 C37 179.7(4) . . . . ?
C2 C1 C11 C12 12.5(7) . . . . ?
C2 C1 C11 C18 -173.0(4) . . . . ?
C1 C10 C7 N3 173.9(4) . . . . ?
C1 C10 C7 C6 -1.2(6) . . . . ?
C1 C11 C12 C17 -133.7(5) . . . . ?
C1 C11 C12 C13 50.9(6) . . . . ?
C1 C11 C18 C19 -118.4(5) . . . . ?
C1 C11 C18 C23 66.6(6) . . . . ?
C24 C6 C5 N2 -31.9(6) . . . . ?
C24 C6 C5 C2 146.8(4) . . . . ?
C24 C31 C32 C33 -177.2(4) . . . . ?
C24 C31 C36 C35 175.4(4) . . . . ?
C24 C25 C26 C27 176.1(4) . . . . ?
C24 C25 C30 C29 -177.0(4) . . . . ?
C31 C24 C25 C26 -124.3(4) . . . . ?
C31 C24 C25 C30 51.1(5) . . . . ?
C31 C32 C33 C34 1.8(6) . . . . ?
C31 C36 C35 C34 1.5(7) . . . . ?
C25 C24 C31 C32 56.7(5) . . . . ?
C25 C24 C31 C36 -118.3(4) . . . . ?
C25 C26 C27 C28 0.1(7) . . . . ?
C25 C30 C29 C28 1.6(7) . . . . ?
C3 N1 C2 C5 4.5(6) . . . . ?
C3 N1 C2 C1 -178.5(4) . . . . ?
C3 C37 C42 C41 -176.1(8) . . . . ?
C55 C60 C59 C58 0.0(8) . . . . ?
C55 C56 C57 C58 -1.0(8) . . . . ?
C11 C12 C17 C16 -176.7(4) . . . . ?
C11 C12 C13 C14 176.4(4) . . . . ?
C11 C18 C19 C20 -176.6(4) . . . . ?
C11 C18 C23 C22 176.0(4) . . . . ?
C43 C44 C45 C46 -1.3(7) . . . . ?
C43 C48 C47 C46 -1.6(8) . . . . ?
C50 C49 C54 C53 2.0(7) . . . . ?
C50 C51 C52 C53 0.9(8) . . . . ?
C44 C43 C4 N2 -41.7(6) . . . . ?
C44 C43 C4 C3 139.0(5) . . . . ?
C44 C43 C48 C47 0.7(7) . . . . ?
C44 C45 C46 C47 0.3(8) . . . . ?
C32 C31 C36 C35 0.3(6) . . . . ?
C4 N2 C5 C6 178.1(4) . . . . ?
C4 N2 C5 C2 -0.5(6) . . . . ?
C4 C3 C37 C38 -45.4(8) . . . . ?
C4 C3 C37 C42 132.3(6) . . . . ?
C4 C43 C44 C45 177.1(4) . . . . ?
C4 C43 C48 C47 -175.6(5) . . . . ?
C26 C25 C30 C29 -1.4(7) . . . . ?
C12 C11 C18 C19 56.5(5) . . . . ?
C12 C11 C18 C23 -118.5(4) . . . . ?
C12 C17 C16 C15 0.6(8) . . . . ?
C54 C49 C50 C51 -0.3(6) . . . . ?
C54 C53 C52 C51 0.8(8) . . . . ?
C60 C55 C56 C57 1.5(7) . . . . ?
C60 C59 C58 C57 0.6(8) . . . . ?
C15 C14 C13 C12 0.0(7) . . . . ?
C30 C25 C26 C27 0.6(7) . . . . ?
C30 C29 C28 F3 179.5(4) . . . . ?
C30 C29 C28 C27 -0.9(7) . . . . ?
C36 C31 C32 C33 -2.0(6) . . . . ?
C29 C28 C27 C26 0.1(7) . . . . ?
C14 C15 C16 C17 0.3(8) . . . . ?
C56 C55 C60 C59 -1.1(7) . . . . ?
C56 C57 C58 C59 -0.1(8) . . . . ?
C38 C37 C42 C41 1.7(12) . . . . ?
C38 C39 C40 C41 1.9(15) . . . . ?
C17 C12 C13 C14 0.9(7) . . . . ?
C13 C12 C17 C16 -1.2(7) . . . . ?
C18 C11 C12 C17 51.2(6) . . . . ?
C18 C11 C12 C13 -124.3(4) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?
C18 C23 C22 C21 0.0(7) . . . . ?
C37 C3 C4 N2 175.3(4) . . . . ?
C37 C3 C4 C43 -5.4(7) . . . . ?
C37 C38 C39 C40 -3.7(11) . . . . ?
C37 C42 C41 C40 -3.4(16) . . . . ?
C33 C34 C35 C36 -1.7(7) . . . . ?
C48 C43 C44 C45 0.8(7) . . . . ?
C48 C43 C4 N2 134.6(5) . . . . ?
C48 C43 C4 C3 -44.8(7) . . . . ?
C45 C46 C47 C48 1.1(9) . . . . ?
C16 C15 C14 C13 -0.6(7) . . . . ?
C19 C18 C23 C22 0.9(7) . . . . ?
C35 C34 C33 C32 0.1(7) . . . . ?
C23 C18 C19 C20 -1.4(7) . . . . ?
C22 C21 C20 C19 -0.2(8) . . . . ?
C20 C21 C22 C23 -0.3(8) . . . . ?
C39 C38 C37 C3 179.6(6) . . . . ?
C39 C38 C37 C42 1.9(9) . . . . ?
C39 C40 C41 C42 1.6(17) . . . . ?

_olex2_submission_original_sample_id yi210303-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.524
_oxdiff_exptl_absorpt_empirical_full_min 0.498
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200625-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176754'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2021-10-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
yishigaki@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        yi200625-sgwr
_chemical_formula_moiety         'C60 H36 F4 N4, C4 O2'
_chemical_formula_sum            'C64 H44 F4 N4 O2'
_chemical_formula_weight         977.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 F4 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.75083(13)
_cell_length_b                   22.3845(2)
_cell_length_c                   17.88186(15)
_cell_angle_alpha                90
_cell_angle_beta                 98.8812(9)
_cell_angle_gamma                90
_cell_volume                     5042.66(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20339
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5740
_cell_measurement_theta_min      1.9950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_recrystallization_method EtOAc
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            32543
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.976
_diffrn_reflns_theta_min         3.187
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00  32.00   0.50    0.48    --  -42.55  84.00-105.00  210
  2  ω     14.00  54.00   0.50    0.48    --   42.55  77.00  30.00   80
  3  ω     82.00 116.00   0.50    0.48    --   42.55  77.00  30.00   68
  4  ω     77.00 151.00   0.50    1.48    --  108.63  84.00-105.00  148
  5  ω    116.00 143.00   0.50    1.48    --  108.63  45.00  30.00   54
  6  ω    147.00 173.00   0.50    1.48    --  108.63  45.00  30.00   52
  7  ω     71.00  97.00   0.50    0.48    --   42.55 125.00 150.00   52
  8  ω     30.00  66.00   0.50    1.48    --  108.63 -30.00  90.00   72
  9  ω     47.00  72.00   0.50    1.48    --  108.63 -45.00 150.00   50
 10  ω     38.00 139.00   0.50    1.48    --  108.63 -84.00 134.00  202
 11  ω     68.00  94.00   0.50    1.48    --  108.63 -94.00  30.00   52
 12  ω     30.00  66.00   0.50    1.48    --  108.63 -30.00 -60.00   72
 13  ω     30.00  62.00   0.50    1.48    --  108.63 -30.00 -30.00   64
 14  ω     33.00  73.00   0.50    1.48    --  108.63 -45.00 -90.00   80
 15  ω     32.00  66.00   0.50    1.48    --  108.63 -30.00 -90.00   68
 16  ω     34.00  59.00   0.50    1.48    --  108.63 -45.00-180.00   50
 17  ω     37.00  63.00   0.50    1.48    --  108.63 -30.00-180.00   52
 18  ω     36.00  70.00   0.50    1.48    --  108.63 -94.00   0.00   68
 19  ω     34.00  74.00   0.50    1.48    --  108.63 -45.00  60.00   80
 20  ω     33.00  75.00   0.50    1.48    --  108.63 -45.00 120.00   84
 21  ω     33.00  66.00   0.50    1.48    --  108.63 -30.00 120.00   66
 22  ω     31.00  57.00   0.50    1.48    --  108.63 -30.00 150.00   52
 23  ω    -31.00   2.00   0.50    0.48    --   42.55 -84.00 134.00   66
 24  ω   -116.00 -70.00   0.50    0.48    --  -42.55-125.00  30.00   92
 25  ω   -142.00-117.00   0.50    1.48    --  -84.50 -84.00 134.00   50
 26  ω    -41.00  -9.00   0.50    1.48    --  -84.50  30.00 120.00   64
 27  ω   -107.00 -71.00   0.50    1.48    --  -84.50  84.00-105.00   72
 28  ω    -97.00 -70.00   0.50    0.48    --  -42.55-125.00-150.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0489485000
_diffrn_orient_matrix_UB_12      -0.0586046000
_diffrn_orient_matrix_UB_13      0.0344155000
_diffrn_orient_matrix_UB_21      -0.1055536000
_diffrn_orient_matrix_UB_22      -0.0156429000
_diffrn_orient_matrix_UB_23      0.0272129000
_diffrn_orient_matrix_UB_31      -0.0375992000
_diffrn_orient_matrix_UB_32      -0.0324807000
_diffrn_orient_matrix_UB_33      -0.0753907000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9405
_reflns_number_total             10208
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.000
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         10208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1152P)²+3.3160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1951
_refine_ls_wR_factor_ref         0.1979
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: C62(0.6) C64(0.6) O1(0.6) C61(0.6) C63(0.6) C63A(0.4) O1A(0.4)
 C61A(0.4) C62A(0.4) C64A(0.4)
3.a Aromatic/amide H refined with riding coordinates:
 C36(H36), C60(H60), C48(H48), C32(H32), C35(H35), C26(H26), C54(H54),
 C30(H30), C19(H19), C23(H23), C56(H56), C17(H17), C13(H13), C42(H42), C33(H33),
  C38(H38), C50(H50), C59(H59), C47(H47), C29(H29), C51(H51), C16(H16),
 C14(H14), C20(H20), C22(H22), C44(H44), C39(H39), C53(H53), C27(H27), C52(H52),
  C41(H41), C46(H46), C40(H40), C57(H57), C58(H58), C45(H45)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F4 F 0.04911(12) 0.25961(8) 0.61076(7) 0.0554(4) Uani 1 1 d . . . . .
F1 F 0.87458(13) 0.31703(10) 0.70782(8) 0.0728(5) Uani 1 1 d . . . . .
N4 N 0.55356(12) 0.37777(7) 0.27010(8) 0.0295(3) Uani 1 1 d . . . . .
N3 N 0.33610(12) 0.37254(7) 0.22427(8) 0.0305(3) Uani 1 1 d . . . . .
F3 F -0.04098(13) 0.25658(11) 0.08534(9) 0.0848(7) Uani 1 1 d . . . . .
F2 F 0.77746(18) 0.17576(9) 0.21141(9) 0.0837(6) Uani 1 1 d . . . . .
N1 N 0.51254(13) 0.40569(7) 0.52142(9) 0.0321(3) Uani 1 1 d . . . . .
N2 N 0.29720(13) 0.41601(7) 0.47121(9) 0.0317(3) Uani 1 1 d . . . . .
C7 C 0.37698(14) 0.36706(8) 0.29750(10) 0.0290(4) Uani 1 1 d . . . . .
C2 C 0.47055(15) 0.38582(9) 0.45278(10) 0.0299(4) Uani 1 1 d . . . . .
C55 C 0.58952(15) 0.40470(9) 0.14743(10) 0.0317(4) Uani 1 1 d . . . . .
C9 C 0.51221(15) 0.38678(8) 0.19759(10) 0.0291(4) Uani 1 1 d . . . . .
C10 C 0.48805(14) 0.36670(8) 0.31984(10) 0.0290(4) Uani 1 1 d . . . . .
C5 C 0.35961(15) 0.38763(9) 0.42975(10) 0.0298(4) Uani 1 1 d . . . . .
C8 C 0.40165(15) 0.38080(8) 0.17388(10) 0.0298(4) Uani 1 1 d . . . . .
C24 C 0.21571(14) 0.33029(8) 0.35212(10) 0.0294(4) Uani 1 1 d . . . . .
C6 C 0.30931(14) 0.36043(9) 0.35720(10) 0.0294(4) Uani 1 1 d . . . . .
C31 C 0.17166(15) 0.31221(9) 0.42110(10) 0.0303(4) Uani 1 1 d . . . . .
C4 C 0.33883(16) 0.43744(9) 0.53940(10) 0.0319(4) Uani 1 1 d . . . . .
C11 C 0.62671(14) 0.32662(9) 0.42048(10) 0.0312(4) Uani 1 1 d . . . . .
C3 C 0.44815(16) 0.42873(9) 0.56657(10) 0.0319(4) Uani 1 1 d . . . . .
C18 C 0.66653(16) 0.28690(9) 0.36449(10) 0.0340(4) Uani 1 1 d . . . . .
C1 C 0.53604(14) 0.35856(9) 0.40062(10) 0.0298(4) Uani 1 1 d . . . . .
C25 C 0.15088(14) 0.31045(9) 0.27981(10) 0.0319(4) Uani 1 1 d . . . . .
C12 C 0.69063(15) 0.32497(10) 0.49781(10) 0.0334(4) Uani 1 1 d . . . . .
C36 C 0.23645(15) 0.28636(9) 0.48271(11) 0.0339(4) Uani 1 1 d . . . . .
H36 H 0.308304 0.280975 0.480791 0.041 Uiso 1 1 calc R U . . .
C49 C 0.34979(16) 0.38304(9) 0.09325(10) 0.0343(4) Uani 1 1 d . . . . .
C60 C 0.56983(17) 0.45314(9) 0.09823(11) 0.0363(4) Uani 1 1 d . . . . .
H60 H 0.506298 0.474034 0.095418 0.044 Uiso 1 1 calc R U . . .
C43 C 0.26226(17) 0.47114(9) 0.57801(11) 0.0362(4) Uani 1 1 d . . . . .
C37 C 0.50146(17) 0.44178(9) 0.64493(11) 0.0347(4) Uani 1 1 d . . . . .
C48 C 0.29295(18) 0.51941(9) 0.62621(12) 0.0386(4) Uani 1 1 d . . . . .
H48 H 0.364331 0.529613 0.637570 0.046 Uiso 1 1 calc R U . . .
C34 C 0.08949(18) 0.27653(10) 0.54846(11) 0.0396(5) Uani 1 1 d . . . . .
C32 C 0.06362(15) 0.31839(10) 0.42487(11) 0.0366(4) Uani 1 1 d . . . . .
H32 H 0.018751 0.334267 0.383723 0.044 Uiso 1 1 calc R U . . .
C35 C 0.19565(17) 0.26860(10) 0.54668(11) 0.0389(5) Uani 1 1 d . . . . .
H35 H 0.239436 0.251632 0.587583 0.047 Uiso 1 1 calc R U . . .
C26 C 0.11142(16) 0.35173(11) 0.22413(12) 0.0401(5) Uani 1 1 d . . . . .
H26 H 0.129273 0.391860 0.230870 0.048 Uiso 1 1 calc R U . . .
C54 C 0.25031(17) 0.40963(10) 0.07571(11) 0.0394(5) Uani 1 1 d . . . . .
H54 H 0.219507 0.427983 0.113622 0.047 Uiso 1 1 calc R U . . .
C30 C 0.12238(17) 0.25077(10) 0.26893(12) 0.0403(5) Uani 1 1 d . . . . .
H30 H 0.146505 0.222932 0.306256 0.048 Uiso 1 1 calc R U . . .
C19 C 0.77288(17) 0.28873(11) 0.35442(12) 0.0401(5) Uani 1 1 d . . . . .
H19 H 0.819219 0.315068 0.383029 0.048 Uiso 1 1 calc R U . . .
C23 C 0.59926(18) 0.24539(10) 0.32310(11) 0.0396(5) Uani 1 1 d . . . . .
H23 H 0.528548 0.243181 0.330004 0.048 Uiso 1 1 calc R U . . .
C56 C 0.68475(17) 0.37412(10) 0.15137(13) 0.0409(5) Uani 1 1 d . . . . .
H56 H 0.699575 0.342288 0.184749 0.049 Uiso 1 1 calc R U . . .
C17 C 0.70661(18) 0.27099(11) 0.53633(11) 0.0405(5) Uani 1 1 d . . . . .
H17 H 0.676289 0.236291 0.513977 0.049 Uiso 1 1 calc R U . . .
O2 O 0.0231(2) 0.59429(14) 0.13828(16) 0.0930(8) Uiso 1 1 d . . . . .
C13 C 0.74038(17) 0.37595(11) 0.53072(12) 0.0418(5) Uani 1 1 d . . . . .
H13 H 0.731192 0.412223 0.505189 0.050 Uiso 1 1 calc R U . . .
C42 C 0.60211(18) 0.46720(10) 0.65615(12) 0.0409(5) Uani 1 1 d . . . . .
H42 H 0.634044 0.477654 0.614638 0.049 Uiso 1 1 calc R U . . .
C33 C 0.02193(16) 0.30128(11) 0.48891(12) 0.0423(5) Uani 1 1 d . . . . .
H33 H -0.049791 0.306387 0.491547 0.051 Uiso 1 1 calc R U . . .
C38 C 0.4548(2) 0.42548(10) 0.70750(12) 0.0430(5) Uani 1 1 d . . . . .
H38 H 0.387320 0.408576 0.700716 0.052 Uiso 1 1 calc R U . . .
C50 C 0.39512(19) 0.35582(10) 0.03584(12) 0.0417(5) Uani 1 1 d . . . . .
H50 H 0.461781 0.338186 0.046614 0.050 Uiso 1 1 calc R U . . .
C59 C 0.64373(19) 0.47032(11) 0.05373(13) 0.0453(5) Uani 1 1 d . . . . .
H59 H 0.630357 0.502958 0.021482 0.054 Uiso 1 1 calc R U . . .
C47 C 0.2183(2) 0.55196(11) 0.65699(13) 0.0469(5) Uani 1 1 d . . . . .
H47 H 0.239707 0.583624 0.689464 0.056 Uiso 1 1 calc R U . . .
C15 C 0.81425(18) 0.31913(13) 0.63821(12) 0.0493(6) Uani 1 1 d . . . . .
C29 C 0.05819(19) 0.23209(13) 0.20289(14) 0.0522(6) Uani 1 1 d . . . . .
H29 H 0.040498 0.192036 0.194971 0.063 Uiso 1 1 calc R U . . .
C51 C 0.3401(2) 0.35517(12) -0.03774(12) 0.0517(6) Uani 1 1 d . . . . .
H51 H 0.370356 0.336951 -0.076000 0.062 Uiso 1 1 calc R U . . .
C16 C 0.7675(2) 0.26821(13) 0.60808(12) 0.0495(6) Uani 1 1 d . . . . .
H16 H 0.775962 0.232377 0.634641 0.059 Uiso 1 1 calc R U . . .
C14 C 0.80366(18) 0.37333(13) 0.60131(13) 0.0493(6) Uani 1 1 d . . . . .
H14 H 0.837888 0.407239 0.623017 0.059 Uiso 1 1 calc R U . . .
C21 C 0.7407(2) 0.21214(12) 0.26227(12) 0.0541(7) Uani 1 1 d . . . . .
C20 C 0.8101(2) 0.25167(13) 0.30218(13) 0.0512(6) Uani 1 1 d . . . . .
H20 H 0.880498 0.253574 0.294391 0.061 Uiso 1 1 calc R U . . .
C22 C 0.6365(2) 0.20754(11) 0.27199(13) 0.0518(6) Uani 1 1 d . . . . .
H22 H 0.591833 0.179611 0.244858 0.062 Uiso 1 1 calc R U . . .
C44 C 0.15477(19) 0.45642(12) 0.56234(14) 0.0515(6) Uani 1 1 d . . . . .
H44 H 0.133252 0.423828 0.531512 0.062 Uiso 1 1 calc R U . . .
C39 C 0.5096(2) 0.43463(12) 0.78011(13) 0.0545(6) Uani 1 1 d . . . . .
H39 H 0.478692 0.423374 0.821811 0.065 Uiso 1 1 calc R U . . .
C53 C 0.1968(2) 0.40892(12) 0.00187(13) 0.0504(6) Uani 1 1 d . . . . .
H53 H 0.130759 0.427170 -0.009618 0.060 Uiso 1 1 calc R U . . .
C27 C 0.04585(17) 0.33370(14) 0.15877(13) 0.0520(6) Uani 1 1 d . . . . .
H27 H 0.018916 0.361317 0.121906 0.062 Uiso 1 1 calc R U . . .
C52 C 0.2417(2) 0.38109(13) -0.05452(13) 0.0561(7) Uani 1 1 d . . . . .
H52 H 0.205277 0.379922 -0.103747 0.067 Uiso 1 1 calc R U . . .
C41 C 0.6554(2) 0.47710(12) 0.72889(14) 0.0534(6) Uani 1 1 d . . . . .
H41 H 0.721956 0.495043 0.736007 0.064 Uiso 1 1 calc R U . . .
C28 C 0.02191(18) 0.27456(15) 0.14993(13) 0.0556(7) Uani 1 1 d . . . . .
C46 C 0.1115(2) 0.53762(13) 0.63968(15) 0.0572(6) Uani 1 1 d . . . . .
H46 H 0.061244 0.560056 0.659896 0.069 Uiso 1 1 calc R U . . .
C40 C 0.6091(2) 0.46018(13) 0.79089(14) 0.0593(7) Uani 1 1 d . . . . .
H40 H 0.645092 0.466070 0.839641 0.071 Uiso 1 1 calc R U . . .
C57 C 0.7578(2) 0.39104(13) 0.10553(17) 0.0570(6) Uani 1 1 d . . . . .
H57 H 0.820924 0.369888 0.107426 0.068 Uiso 1 1 calc R U . . .
C58 C 0.7375(2) 0.43904(13) 0.05711(16) 0.0565(6) Uani 1 1 d . . . . .
H58 H 0.787117 0.450310 0.026718 0.068 Uiso 1 1 calc R U . . .
C45 C 0.0797(2) 0.48992(15) 0.59229(17) 0.0623(7) Uani 1 1 d . . . . .
H45 H 0.008075 0.480339 0.580556 0.075 Uiso 1 1 calc R U . . .
C62 C 0.0362(6) 0.5502(4) 0.1439(4) 0.0797(16) Uiso 0.6 1 d . . P A 1
C64 C 0.1717(7) 0.6529(4) 0.1069(5) 0.097(2) Uiso 0.6 1 d . . P A 1
O1 O 0.0915(6) 0.5185(3) 0.1046(4) 0.135(2) Uiso 0.6 1 d . . P A 1
C61 C -0.0265(8) 0.5226(4) 0.2007(5) 0.104(2) Uiso 0.6 1 d . . P A 1
C63 C 0.0727(6) 0.6354(4) 0.0701(4) 0.0898(18) Uiso 0.6 1 d . . P A 1
C63A C 0.1096(9) 0.5922(5) 0.0968(6) 0.090(3) Uiso 0.4 1 d . . P A 2
O1A O 0.0284(9) 0.4840(6) 0.1137(6) 0.142(3) Uiso 0.4 1 d . . P A 2
C61A C -0.0933(10) 0.5222(5) 0.1960(6) 0.087(3) Uiso 0.4 1 d . . P A 2
C62A C 0.0050(9) 0.5266(5) 0.1563(6) 0.080(2) Uiso 0.4 1 d . . P A 2
C64A C 0.1170(10) 0.6598(5) 0.0830(7) 0.085(3) Uiso 0.4 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F4 C34 1.352(2) . ?
F1 C15 1.359(2) . ?
N4 C9 1.337(2) . ?
N4 C10 1.334(2) . ?
N3 C7 1.338(2) . ?
N3 C8 1.333(2) . ?
F3 C28 1.361(2) . ?
F2 C21 1.357(3) . ?
N1 C2 1.337(2) . ?
N1 C3 1.340(3) . ?
N2 C5 1.330(3) . ?
N2 C4 1.341(2) . ?
C7 C10 1.411(3) . ?
C7 C6 1.480(3) . ?
C2 C5 1.412(3) . ?
C2 C1 1.476(3) . ?
C55 C9 1.487(3) . ?
C55 C60 1.395(3) . ?
C55 C56 1.386(3) . ?
C9 C8 1.414(3) . ?
C10 C1 1.490(2) . ?
C5 C6 1.486(2) . ?
C8 C49 1.491(2) . ?
C24 C6 1.362(3) . ?
C24 C31 1.488(3) . ?
C24 C25 1.491(2) . ?
C31 C36 1.396(3) . ?
C31 C32 1.396(3) . ?
C4 C3 1.417(3) . ?
C4 C43 1.486(3) . ?
C11 C18 1.486(3) . ?
C11 C1 1.359(3) . ?
C11 C12 1.493(2) . ?
C3 C37 1.489(2) . ?
C18 C19 1.396(3) . ?
C18 C23 1.397(3) . ?
C25 C26 1.394(3) . ?
C25 C30 1.390(3) . ?
C12 C17 1.390(3) . ?
C12 C13 1.391(3) . ?
C36 H36 0.9300 . ?
C36 C35 1.386(3) . ?
C49 C54 1.392(3) . ?
C49 C50 1.394(3) . ?
C60 H60 0.9300 . ?
C60 C59 1.379(3) . ?
C43 C48 1.400(3) . ?
C43 C44 1.395(3) . ?
C37 C42 1.390(3) . ?
C37 C38 1.395(3) . ?
C48 H48 0.9300 . ?
C48 C47 1.379(3) . ?
C34 C35 1.370(3) . ?
C34 C33 1.378(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.389(3) . ?
C35 H35 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.388(3) . ?
C54 H54 0.9300 . ?
C54 C53 1.390(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.393(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.383(3) . ?
C56 H56 0.9300 . ?
C56 C57 1.385(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.395(3) . ?
O2 C62 1.003(7) . ?
O2 C63 1.723(8) . ?
O2 C63A 1.421(11) . ?
O2 C62A 1.573(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(3) . ?
C42 H42 0.9300 . ?
C42 C41 1.389(3) . ?
C33 H33 0.9300 . ?
C38 H38 0.9300 . ?
C38 C39 1.391(3) . ?
C50 H50 0.9300 . ?
C50 C51 1.392(3) . ?
C59 H59 0.9300 . ?
C59 C58 1.379(4) . ?
C47 H47 0.9300 . ?
C47 C46 1.387(4) . ?
C15 C16 1.358(4) . ?
C15 C14 1.378(4) . ?
C29 H29 0.9300 . ?
C29 C28 1.371(4) . ?
C51 H51 0.9300 . ?
C51 C52 1.373(4) . ?
C16 H16 0.9300 . ?
C14 H14 0.9300 . ?
C21 C20 1.372(4) . ?
C21 C22 1.370(4) . ?
C20 H20 0.9300 . ?
C22 H22 0.9300 . ?
C44 H44 0.9300 . ?
C44 C45 1.387(4) . ?
C39 H39 0.9300 . ?
C39 C40 1.378(4) . ?
C53 H53 0.9300 . ?
C53 C52 1.382(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.362(4) . ?
C52 H52 0.9300 . ?
C41 H41 0.9300 . ?
C41 C40 1.387(4) . ?
C46 H46 0.9300 . ?
C46 C45 1.384(4) . ?
C40 H40 0.9300 . ?
C57 H57 0.9300 . ?
C57 C58 1.379(4) . ?
C58 H58 0.9300 . ?
C45 H45 0.9300 . ?
C62 O1 1.284(9) . ?
C62 C61 1.519(12) . ?
C64 C63 1.388(11) . ?
C63A C64A 1.537(16) . ?
O1A C62A 1.285(14) . ?
C61A C62A 1.535(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N4 C9 118.73(16) . . ?
C8 N3 C7 118.94(16) . . ?
C2 N1 C3 119.03(16) . . ?
C5 N2 C4 119.40(17) . . ?
N3 C7 C10 119.99(17) . . ?
N3 C7 C6 122.18(16) . . ?
C10 C7 C6 117.82(16) . . ?
N1 C2 C5 119.96(17) . . ?
N1 C2 C1 122.14(16) . . ?
C5 C2 C1 117.82(16) . . ?
C60 C55 C9 121.26(18) . . ?
C56 C55 C9 119.56(18) . . ?
C56 C55 C60 119.14(19) . . ?
N4 C9 C55 115.26(16) . . ?
N4 C9 C8 120.12(17) . . ?
C8 C9 C55 124.59(16) . . ?
N4 C10 C7 120.97(16) . . ?
N4 C10 C1 117.60(16) . . ?
C7 C10 C1 121.27(16) . . ?
N2 C5 C2 120.66(16) . . ?
N2 C5 C6 117.88(16) . . ?
C2 C5 C6 121.40(17) . . ?
N3 C8 C9 120.69(16) . . ?
N3 C8 C49 115.30(16) . . ?
C9 C8 C49 124.01(17) . . ?
C6 C24 C31 121.23(16) . . ?
C6 C24 C25 124.64(17) . . ?
C31 C24 C25 114.09(16) . . ?
C7 C6 C5 111.56(15) . . ?
C24 C6 C7 127.16(16) . . ?
C24 C6 C5 121.13(16) . . ?
C36 C31 C24 120.91(17) . . ?
C36 C31 C32 118.09(18) . . ?
C32 C31 C24 120.96(17) . . ?
N2 C4 C3 119.52(18) . . ?
N2 C4 C43 114.07(17) . . ?
C3 C4 C43 126.36(17) . . ?
C18 C11 C12 114.50(16) . . ?
C1 C11 C18 120.27(16) . . ?
C1 C11 C12 125.15(17) . . ?
N1 C3 C4 120.54(16) . . ?
N1 C3 C37 114.16(17) . . ?
C4 C3 C37 125.28(18) . . ?
C19 C18 C11 120.60(19) . . ?
C19 C18 C23 118.7(2) . . ?
C23 C18 C11 120.62(18) . . ?
C2 C1 C10 111.97(16) . . ?
C11 C1 C2 126.41(16) . . ?
C11 C1 C10 121.53(17) . . ?
C26 C25 C24 120.84(19) . . ?
C30 C25 C24 120.37(18) . . ?
C30 C25 C26 118.64(19) . . ?
C17 C12 C11 119.84(19) . . ?
C17 C12 C13 118.75(19) . . ?
C13 C12 C11 121.30(19) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 C31 121.22(18) . . ?
C35 C36 H36 119.4 . . ?
C54 C49 C8 118.99(18) . . ?
C54 C49 C50 119.20(18) . . ?
C50 C49 C8 121.67(19) . . ?
C55 C60 H60 119.7 . . ?
C59 C60 C55 120.6(2) . . ?
C59 C60 H60 119.7 . . ?
C48 C43 C4 122.47(19) . . ?
C44 C43 C4 118.85(18) . . ?
C44 C43 C48 118.6(2) . . ?
C42 C37 C3 119.57(18) . . ?
C42 C37 C38 119.37(19) . . ?
C38 C37 C3 120.94(19) . . ?
C43 C48 H48 119.7 . . ?
C47 C48 C43 120.6(2) . . ?
C47 C48 H48 119.7 . . ?
F4 C34 C35 119.08(19) . . ?
F4 C34 C33 118.50(19) . . ?
C35 C34 C33 122.41(19) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.23(18) . . ?
C33 C32 H32 119.4 . . ?
C36 C35 H35 120.7 . . ?
C34 C35 C36 118.68(19) . . ?
C34 C35 H35 120.7 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.9(2) . . ?
C27 C26 H26 119.6 . . ?
C49 C54 H54 119.8 . . ?
C53 C54 C49 120.4(2) . . ?
C53 C54 H54 119.8 . . ?
C25 C30 H30 119.5 . . ?
C25 C30 C29 120.9(2) . . ?
C29 C30 H30 119.5 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19 119.7 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.8(2) . . ?
C22 C23 H23 119.6 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 C55 119.9(2) . . ?
C57 C56 H56 120.0 . . ?
C12 C17 H17 119.6 . . ?
C12 C17 C16 120.8(2) . . ?
C16 C17 H17 119.6 . . ?
C62 O2 C63 121.4(6) . . ?
C63A O2 C62A 103.1(7) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C37 C42 H42 119.7 . . ?
C41 C42 C37 120.5(2) . . ?
C41 C42 H42 119.7 . . ?
C34 C33 C32 118.34(19) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.8 . . ?
C37 C38 H38 120.2 . . ?
C39 C38 C37 119.7(2) . . ?
C39 C38 H38 120.2 . . ?
C49 C50 H50 120.2 . . ?
C51 C50 C49 119.7(2) . . ?
C51 C50 H50 120.2 . . ?
C60 C59 H59 120.1 . . ?
C60 C59 C58 119.9(2) . . ?
C58 C59 H59 120.1 . . ?
C48 C47 H47 119.9 . . ?
C48 C47 C46 120.2(2) . . ?
C46 C47 H47 119.9 . . ?
F1 C15 C14 117.9(2) . . ?
C16 C15 F1 119.1(2) . . ?
C16 C15 C14 123.0(2) . . ?
C30 C29 H29 121.0 . . ?
C28 C29 C30 118.0(2) . . ?
C28 C29 H29 121.0 . . ?
C50 C51 H51 119.6 . . ?
C52 C51 C50 120.8(2) . . ?
C52 C51 H51 119.6 . . ?
C17 C16 H16 120.8 . . ?
C15 C16 C17 118.4(2) . . ?
C15 C16 H16 120.8 . . ?
C13 C14 H14 120.9 . . ?
C15 C14 C13 118.2(2) . . ?
C15 C14 H14 120.9 . . ?
F2 C21 C20 118.3(3) . . ?
F2 C21 C22 118.8(3) . . ?
C22 C21 C20 122.9(2) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 C19 118.4(2) . . ?
C21 C20 H20 120.8 . . ?
C23 C22 H22 120.8 . . ?
C21 C22 C23 118.4(2) . . ?
C21 C22 H22 120.8 . . ?
C43 C44 H44 119.7 . . ?
C45 C44 C43 120.7(2) . . ?
C45 C44 H44 119.7 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.7(2) . . ?
C40 C39 H39 119.7 . . ?
C54 C53 H53 120.0 . . ?
C52 C53 C54 120.0(2) . . ?
C52 C53 H53 120.0 . . ?
C26 C27 H27 120.8 . . ?
C28 C27 C26 118.4(2) . . ?
C28 C27 H27 120.8 . . ?
C51 C52 C53 119.9(2) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C42 C41 H41 120.1 . . ?
C40 C41 C42 119.9(2) . . ?
C40 C41 H41 120.1 . . ?
F3 C28 C29 118.2(3) . . ?
F3 C28 C27 118.5(3) . . ?
C27 C28 C29 123.2(2) . . ?
C47 C46 H46 120.0 . . ?
C45 C46 C47 120.0(2) . . ?
C45 C46 H46 120.0 . . ?
C39 C40 C41 119.9(2) . . ?
C39 C40 H40 120.1 . . ?
C41 C40 H40 120.1 . . ?
C56 C57 H57 119.8 . . ?
C58 C57 C56 120.4(2) . . ?
C58 C57 H57 119.8 . . ?
C59 C58 C57 120.0(2) . . ?
C59 C58 H58 120.0 . . ?
C57 C58 H58 120.0 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 119.9(2) . . ?
C46 C45 H45 120.0 . . ?
O2 C62 O1 125.9(8) . . ?
O2 C62 C61 111.7(7) . . ?
O1 C62 C61 122.1(8) . . ?
C64 C63 O2 102.8(6) . . ?
O2 C63A C64A 97.1(8) . . ?
O1A C62A O2 122.5(11) . . ?
O1A C62A C61A 120.5(11) . . ?
C61A C62A O2 108.2(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F4 C34 C35 C36 -179.7(2) . . . . ?
F4 C34 C33 C32 -179.7(2) . . . . ?
F1 C15 C16 C17 -179.5(2) . . . . ?
F1 C15 C14 C13 -178.8(2) . . . . ?
N4 C9 C8 N3 7.2(3) . . . . ?
N4 C9 C8 C49 -172.70(18) . . . . ?
N4 C10 C1 C2 141.64(17) . . . . ?
N4 C10 C1 C11 -41.6(3) . . . . ?
N3 C7 C10 N4 6.8(3) . . . . ?
N3 C7 C10 C1 -177.86(17) . . . . ?
N3 C7 C6 C5 -148.54(18) . . . . ?
N3 C7 C6 C24 35.9(3) . . . . ?
N3 C8 C49 C54 36.0(3) . . . . ?
N3 C8 C49 C50 -139.8(2) . . . . ?
F2 C21 C20 C19 -179.7(2) . . . . ?
F2 C21 C22 C23 -179.0(2) . . . . ?
N1 C2 C5 N2 9.0(3) . . . . ?
N1 C2 C5 C6 -173.76(17) . . . . ?
N1 C2 C1 C10 -152.46(18) . . . . ?
N1 C2 C1 C11 30.9(3) . . . . ?
N1 C3 C37 C42 41.4(3) . . . . ?
N1 C3 C37 C38 -134.6(2) . . . . ?
N2 C5 C6 C7 142.03(17) . . . . ?
N2 C5 C6 C24 -42.1(3) . . . . ?
N2 C4 C3 N1 7.9(3) . . . . ?
N2 C4 C3 C37 -170.36(18) . . . . ?
N2 C4 C43 C48 -147.7(2) . . . . ?
N2 C4 C43 C44 28.6(3) . . . . ?
C7 N3 C8 C9 -3.2(3) . . . . ?
C7 N3 C8 C49 176.73(17) . . . . ?
C7 C10 C1 C2 -33.8(2) . . . . ?
C7 C10 C1 C11 142.99(19) . . . . ?
C2 N1 C3 C4 -6.2(3) . . . . ?
C2 N1 C3 C37 172.22(17) . . . . ?
C2 C5 C6 C7 -35.3(2) . . . . ?
C2 C5 C6 C24 140.58(19) . . . . ?
C55 C9 C8 N3 -170.78(18) . . . . ?
C55 C9 C8 C49 9.3(3) . . . . ?
C55 C60 C59 C58 0.7(3) . . . . ?
C55 C56 C57 C58 1.5(4) . . . . ?
C9 N4 C10 C7 -2.8(3) . . . . ?
C9 N4 C10 C1 -178.29(17) . . . . ?
C9 C55 C60 C59 178.02(19) . . . . ?
C9 C55 C56 C57 -179.2(2) . . . . ?
C9 C8 C49 C54 -144.1(2) . . . . ?
C9 C8 C49 C50 40.2(3) . . . . ?
C10 N4 C9 C55 174.22(17) . . . . ?
C10 N4 C9 C8 -4.0(3) . . . . ?
C10 C7 C6 C5 32.3(2) . . . . ?
C10 C7 C6 C24 -143.3(2) . . . . ?
C5 N2 C4 C3 -0.9(3) . . . . ?
C5 N2 C4 C43 176.68(17) . . . . ?
C5 C2 C1 C10 30.9(2) . . . . ?
C5 C2 C1 C11 -145.7(2) . . . . ?
C8 N3 C7 C10 -3.6(3) . . . . ?
C8 N3 C7 C6 177.27(17) . . . . ?
C8 C49 C54 C53 -175.7(2) . . . . ?
C8 C49 C50 C51 175.2(2) . . . . ?
C24 C31 C36 C35 -179.03(18) . . . . ?
C24 C31 C32 C33 179.6(2) . . . . ?
C24 C25 C26 C27 -176.13(19) . . . . ?
C24 C25 C30 C29 177.34(19) . . . . ?
C6 C7 C10 N4 -173.97(17) . . . . ?
C6 C7 C10 C1 1.3(3) . . . . ?
C6 C24 C31 C36 -44.9(3) . . . . ?
C6 C24 C31 C32 137.6(2) . . . . ?
C6 C24 C25 C26 -59.7(3) . . . . ?
C6 C24 C25 C30 124.8(2) . . . . ?
C31 C24 C6 C7 162.12(18) . . . . ?
C31 C24 C6 C5 -13.1(3) . . . . ?
C31 C24 C25 C26 122.6(2) . . . . ?
C31 C24 C25 C30 -52.8(2) . . . . ?
C31 C36 C35 C34 0.4(3) . . . . ?
C31 C32 C33 C34 -1.5(3) . . . . ?
C4 N2 C5 C2 -7.2(3) . . . . ?
C4 N2 C5 C6 175.38(17) . . . . ?
C4 C3 C37 C42 -140.2(2) . . . . ?
C4 C3 C37 C38 43.8(3) . . . . ?
C4 C43 C48 C47 175.7(2) . . . . ?
C4 C43 C44 C45 -174.7(3) . . . . ?
C11 C18 C19 C20 180.00(19) . . . . ?
C11 C18 C23 C22 -178.75(19) . . . . ?
C11 C12 C17 C16 178.91(19) . . . . ?
C11 C12 C13 C14 -177.05(19) . . . . ?
C3 N1 C2 C5 -1.9(3) . . . . ?
C3 N1 C2 C1 -178.50(17) . . . . ?
C3 C4 C43 C48 29.8(3) . . . . ?
C3 C4 C43 C44 -154.0(2) . . . . ?
C3 C37 C42 C41 -176.9(2) . . . . ?
C3 C37 C38 C39 175.7(2) . . . . ?
C18 C11 C1 C2 161.51(18) . . . . ?
C18 C11 C1 C10 -14.8(3) . . . . ?
C18 C11 C12 C17 -56.8(2) . . . . ?
C18 C11 C12 C13 119.2(2) . . . . ?
C18 C19 C20 C21 -1.8(3) . . . . ?
C18 C23 C22 C21 -0.7(3) . . . . ?
C1 C2 C5 N2 -174.32(17) . . . . ?
C1 C2 C5 C6 3.0(3) . . . . ?
C1 C11 C18 C19 132.1(2) . . . . ?
C1 C11 C18 C23 -50.4(3) . . . . ?
C1 C11 C12 C17 119.9(2) . . . . ?
C1 C11 C12 C13 -64.0(3) . . . . ?
C25 C24 C6 C7 -15.4(3) . . . . ?
C25 C24 C6 C5 169.38(18) . . . . ?
C25 C24 C31 C36 132.84(19) . . . . ?
C25 C24 C31 C32 -44.6(3) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C25 C30 C29 C28 -1.6(3) . . . . ?
C12 C11 C18 C19 -51.0(3) . . . . ?
C12 C11 C18 C23 126.5(2) . . . . ?
C12 C11 C1 C2 -15.1(3) . . . . ?
C12 C11 C1 C10 168.60(18) . . . . ?
C12 C17 C16 C15 -2.5(3) . . . . ?
C12 C13 C14 C15 -1.1(3) . . . . ?
C36 C31 C32 C33 2.1(3) . . . . ?
C49 C54 C53 C52 0.8(4) . . . . ?
C49 C50 C51 C52 0.1(4) . . . . ?
C60 C55 C9 N4 -131.58(19) . . . . ?
C60 C55 C9 C8 46.5(3) . . . . ?
C60 C55 C56 C57 -1.4(3) . . . . ?
C60 C59 C58 C57 -0.7(4) . . . . ?
C43 C4 C3 N1 -169.36(19) . . . . ?
C43 C4 C3 C37 12.4(3) . . . . ?
C43 C48 C47 C46 -0.8(4) . . . . ?
C43 C44 C45 C46 -1.5(5) . . . . ?
C37 C42 C41 C40 1.6(4) . . . . ?
C37 C38 C39 C40 0.7(4) . . . . ?
C48 C43 C44 C45 1.7(4) . . . . ?
C48 C47 C46 C45 1.0(4) . . . . ?
C32 C31 C36 C35 -1.5(3) . . . . ?
C35 C34 C33 C32 0.3(4) . . . . ?
C26 C25 C30 C29 1.8(3) . . . . ?
C26 C27 C28 F3 -178.9(2) . . . . ?
C26 C27 C28 C29 0.9(4) . . . . ?
C54 C49 C50 C51 -0.6(3) . . . . ?
C54 C53 C52 C51 -1.3(4) . . . . ?
C30 C25 C26 C27 -0.6(3) . . . . ?
C30 C29 C28 F3 -179.9(2) . . . . ?
C30 C29 C28 C27 0.2(4) . . . . ?
C19 C18 C23 C22 -1.2(3) . . . . ?
C23 C18 C19 C20 2.5(3) . . . . ?
C56 C55 C9 N4 46.1(3) . . . . ?
C56 C55 C9 C8 -135.8(2) . . . . ?
C56 C55 C60 C59 0.3(3) . . . . ?
C56 C57 C58 C59 -0.4(5) . . . . ?
C17 C12 C13 C14 -1.0(3) . . . . ?
C13 C12 C17 C16 2.8(3) . . . . ?
C42 C37 C38 C39 -0.3(3) . . . . ?
C42 C41 C40 C39 -1.2(4) . . . . ?
C33 C34 C35 C36 0.3(3) . . . . ?
C38 C37 C42 C41 -0.9(3) . . . . ?
C38 C39 C40 C41 0.1(4) . . . . ?
C50 C49 C54 C53 0.1(3) . . . . ?
C50 C51 C52 C53 0.8(4) . . . . ?
C47 C46 C45 C44 0.2(5) . . . . ?
C16 C15 C14 C13 1.4(4) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C20 C21 C22 C23 1.5(4) . . . . ?
C22 C21 C20 C19 -0.3(4) . . . . ?
C44 C43 C48 C47 -0.5(3) . . . . ?
C62 O2 C63 C64 -89.3(8) . . . . ?
C63 O2 C62 O1 1.8(12) . . . . ?
C63 O2 C62 C61 -172.8(5) . . . . ?
C63A O2 C62A O1A -27.9(12) . . . . ?
C63A O2 C62A C61A -175.5(8) . . . . ?
C62A O2 C63A C64A 179.5(8) . . . . ?

_olex2_submission_original_sample_id yi200625-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.156
_oxdiff_exptl_absorpt_empirical_full_min 0.527
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200626-sgwr3
_database_code_depnum_ccdc_archive 'CCDC 2176763'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200626-sgwr3
_chemical_formula_moiety         'C60 H36 Cl4 N4, C H Cl3'
_chemical_formula_sum            'C61 H37 Cl7 N4'
_chemical_formula_weight         1074.09
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 Cl4 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.2185(5)
_cell_length_b                   15.7122(5)
_cell_length_c                   25.1598(8)
_cell_angle_alpha                91.884(3)
_cell_angle_beta                 101.524(3)
_cell_angle_gamma                93.318(3)
_cell_volume                     5106.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10598
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.6980
_cell_measurement_theta_min      3.4210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.907
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33035
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2200
_exptl_crystal_recrystallization_method CHCl3/EtOH
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            56442
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.824
_diffrn_reflns_theta_min         1.794
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     54.00  79.00   0.50    8.99    --   42.30 -93.00 -95.00   50
  2  ω     62.00  89.00   0.50   28.42    --  109.88 -93.00 -95.00   54
  3  ω     65.00 116.00   0.50   28.42    --  109.88-125.00 -90.00  102
  4  ω     90.00 116.00   0.50   28.42    --  109.88-125.00 -60.00   52
  5  ω     73.00 116.00   0.50   28.42    --  109.88-125.00   0.00   86
  6  ω     89.00 115.00   0.50   28.42    --  109.88-125.00  30.00   52
  7  ω     68.00 125.00   0.50   28.42    --  109.88 -77.00  30.00  114
  8  ω     43.00  68.00   0.50   28.42    --  109.88 -45.00  60.00   50
  9  ω     42.00  76.00   0.50   28.42    --  109.88 -45.00 120.00   68
 10  ω     32.00  65.00   0.50   28.42    --  109.88 -30.00 120.00   66
 11  ω     31.00  56.00   0.50   28.42    --  109.88 -30.00 150.00   50
 12  ω     31.00  66.00   0.50   28.42    --  109.88 -30.00  90.00   70
 13  ω     34.00  64.00   0.50   28.42    --  109.88 -45.00  30.00   60
 14  ω     32.00  65.00   0.50   28.42    --  109.88 -30.00 -30.00   66
 15  ω     46.00  74.00   0.50   28.42    --  109.88 -45.00 -90.00   56
 16  ω     96.00 156.00   0.50   28.42    --  109.88 -15.00-120.00  120
 17  ω    152.00 177.00   0.50   28.42    --  109.88  30.00-120.00   50
 18  ω     90.00 125.00   0.50   28.42    --  109.88  30.00-120.00   70
 19  ω     82.00 159.00   0.50   28.42    --  109.88  93.00  16.00  154
 20  ω     72.00 113.00   0.50    8.99    --   42.30 125.00 150.00   82
 21  ω     33.00  63.00   0.50   28.42    --  109.88 -30.00 -60.00   60
 22  ω     33.00  66.00   0.50   28.42    --  109.88 -30.00-120.00   66
 23  ω     31.00  91.00   0.50   28.42    --  109.88 -15.00-120.00  120
 24  ω     68.00  94.00   0.50   28.42    --  109.88 -94.00-180.00   52
 25  ω     73.00 116.00   0.50   28.42    --  109.88-125.00-180.00   86
 26  ω     41.00 137.00   0.50   28.42    --  109.88 -77.00-180.00  192
 27  ω      2.00  28.00   0.50    8.99    --   42.30 -93.00 -95.00   52
 28  ω     10.00  94.00   0.50    8.99    --   42.30-125.00 -60.00  168
 29  ω     32.00  64.00   0.50   28.42    --  109.88 -30.00  60.00   64
 30  ω     31.00  63.00   0.50   28.42    --  109.88 -30.00  30.00   64
 31  ω      5.00  63.00   0.50    8.99    --   42.30 -57.00  30.00  116
 32  ω     39.00  65.00   0.50   28.42    --  109.88-125.00  30.00   52
 33  ω     31.00  63.00   0.50   28.42    --  109.88 -30.00-150.00   64
 34  ω    -31.00  71.00   0.50    8.99    --   42.30 -77.00-180.00  204
 35  ω    -19.00  16.00   0.50    8.99    --  -42.30  57.00 -30.00   70
 36  ω    -52.00  -6.00   0.50   28.42    --  -84.50  30.00-150.00   92
 37  ω    -62.00 -22.00   0.50    8.99    --  -42.30  57.00 -30.00   80
 38  ω    -61.00  30.00   0.50    8.99    --  -42.30  93.00  16.00  182
 39  ω    -52.00 -25.00   0.50   28.42    --  -84.50  45.00 150.00   54
 40  ω    -84.00 -59.00   0.50   28.42    --  -84.50  93.00  16.00   50
 41  ω    -70.00 -25.00   0.50   28.42    --  -84.50  45.00  30.00   90
 42  ω   -109.00 -82.00   0.50   28.42    --  -84.50 -93.00 -95.00   54
 43  ω   -147.00-118.00   0.50   28.42    --  -84.50 -93.00 -95.00   58
 44  ω   -155.00 -80.00   0.50   28.42    --  -84.50 -94.00 -60.00  150
 45  ω   -116.00 -70.00   0.50    8.99    --  -42.30-125.00  60.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0286639000
_diffrn_orient_matrix_UB_12      0.0648732000
_diffrn_orient_matrix_UB_13      -0.0442600000
_diffrn_orient_matrix_UB_21      -0.0588904000
_diffrn_orient_matrix_UB_22      0.0489301000
_diffrn_orient_matrix_UB_23      0.0369614000
_diffrn_orient_matrix_UB_31      0.0995960000
_diffrn_orient_matrix_UB_32      0.0553459000
_diffrn_orient_matrix_UB_33      0.0242501000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12961
_reflns_number_total             20217
_reflns_odcompleteness_completeness 97.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.960
_refine_diff_density_min         -1.262
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1297
_refine_ls_number_reflns         20217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1454
_refine_ls_R_factor_gt           0.1065
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1939P)²+9.8965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2955
_refine_ls_wR_factor_ref         0.3320
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C122(H122), C121(H121)
2.b Aromatic/amide H refined with riding coordinates:
 C77(H77), C76(H76), C83(H83), C104(H104), C80(H80), C96(H96), C74(H74),
 C30(H30), C82(H82), C114(H114), C26(H26), C73(H73), C79(H79), C42(H42),
 C102(H102), C108(H108), C120(H120), C98(H98), C23(H23), C92(H92), C48(H48),
 C19(H19), C29(H29), C60(H60), C95(H95), C56(H56), C110(H110), C38(H38),
 C27(H27), C41(H41), C13(H13), C116(H116), C39(H39), C93(H93), C32(H32),
 C86(H86), C117(H117), C119(H119), C40(H40), C54(H54), C90(H90), C47(H47),
 C33(H33), C17(H17), C36(H36), C106(H106), C58(H58), C113(H113), C107(H107),
 C89(H89), C118(H118), C50(H50), C20(H20), C35(H35), C22(H22), C14(H14),
 C105(H105), C44(H44), C111(H111), C46(H46), C112(H112), C87(H87), C57(H57),
 C59(H59), C99(H99), C16(H16), C101(H101), C45(H45), C52(H52), C51(H51),
 C100(H100), C53(H53)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl5 Cl -0.08893(15) 0.61705(14) 0.21344(6) 0.0669(5) Uani 1 1 d . . . . .
Cl3 Cl 0.59264(15) 0.13436(13) 1.28070(6) 0.0662(5) Uani 1 1 d . . . . .
Cl6 Cl -0.38947(13) 0.42322(12) 0.51476(8) 0.0641(5) Uani 1 1 d . . . . .
Cl8 Cl 0.46930(15) 1.20555(14) 0.50092(7) 0.0736(6) Uani 1 1 d . . . . .
Cl2 Cl 0.04262(14) 0.68052(13) 1.00353(9) 0.0711(5) Uani 1 1 d . . . . .
Cl1 Cl 0.52007(17) 0.56683(14) 0.75019(8) 0.0757(6) Uani 1 1 d . . . . .
Cl7 Cl 0.00472(19) 1.08963(12) 0.75970(8) 0.0812(7) Uani 1 1 d . . . . .
Cl4 Cl 0.87181(14) -0.02437(15) 0.96352(8) 0.0738(6) Uani 1 1 d . . . . .
Cl14 Cl 0.1667(2) 0.63515(15) 0.57907(11) 0.0935(8) Uani 1 1 d . . . . .
Cl9 Cl 0.92257(18) -0.05061(17) 1.10628(10) 0.0937(8) Uani 1 1 d . . . . .
Cl13 Cl 0.34062(19) 0.63744(19) 0.66703(10) 0.0953(8) Uani 1 1 d . . . . .
Cl12 Cl 0.3425(2) 0.75357(18) 0.58204(11) 0.0973(8) Uani 1 1 d . . . . .
Cl10 Cl 0.7163(2) -0.1069(2) 1.1163(2) 0.1441(15) Uani 1 1 d . . . . .
Cl11 Cl 0.8526(2) -0.2263(2) 1.0893(2) 0.175(2) Uani 1 1 d . . . . .
N5 N 0.1231(3) 0.7228(3) 0.43117(16) 0.0368(10) Uani 1 1 d . . . . .
N4 N 0.2925(3) 0.3757(3) 1.03743(17) 0.0376(10) Uani 1 1 d . . . . .
N8 N -0.0939(3) 0.7312(3) 0.56321(17) 0.0375(10) Uani 1 1 d . . . . .
N3 N 0.3570(3) 0.2164(3) 1.06417(17) 0.0384(10) Uani 1 1 d . . . . .
N6 N 0.1971(3) 0.8867(3) 0.46142(17) 0.0371(10) Uani 1 1 d . . . . .
N7 N 0.0774(3) 0.8187(3) 0.62337(17) 0.0381(10) Uani 1 1 d . . . . .
N1 N 0.4055(3) 0.3077(3) 0.87272(17) 0.0381(10) Uani 1 1 d . . . . .
N2 N 0.5708(3) 0.2305(3) 0.92978(17) 0.0370(10) Uani 1 1 d . . . . .
C72 C -0.0831(4) 0.6623(4) 0.3922(2) 0.0371(11) Uani 1 1 d . . . . .
C103 C 0.2719(4) 0.9039(4) 0.3831(2) 0.0379(11) Uani 1 1 d . . . . .
C62 C 0.0830(4) 0.7668(3) 0.4674(2) 0.0354(11) Uani 1 1 d . . . . .
C78 C -0.1581(4) 0.6182(3) 0.4711(2) 0.0355(11) Uani 1 1 d . . . . .
C65 C 0.1354(4) 0.8456(4) 0.4896(2) 0.0365(11) Uani 1 1 d . . . . .
C10 C 0.3515(4) 0.3352(3) 1.0082(2) 0.0359(11) Uani 1 1 d . . . . .
C66 C 0.1194(4) 0.8809(4) 0.5423(2) 0.0372(11) Uani 1 1 d . . . . .
C91 C 0.2319(4) 1.0184(4) 0.5467(2) 0.0390(12) Uani 1 1 d . . . . .
C97 C 0.2492(4) 0.6983(4) 0.37816(19) 0.0375(11) Uani 1 1 d . . . . .
C70 C -0.0165(4) 0.7597(4) 0.5396(2) 0.0370(11) Uani 1 1 d . . . . .
C24 C 0.5580(4) 0.1821(4) 1.0414(2) 0.0372(11) Uani 1 1 d . . . . .
C7 C 0.3972(4) 0.2608(4) 1.0279(2) 0.0366(11) Uani 1 1 d . . . . .
C63 C 0.1985(4) 0.7580(3) 0.4092(2) 0.0347(11) Uani 1 1 d . . . . .
C4 C 0.5636(4) 0.2428(4) 0.8771(2) 0.0367(11) Uani 1 1 d . . . . .
C37 C 0.4330(4) 0.2500(4) 0.7870(2) 0.0432(13) Uani 1 1 d . . . . .
C64 C 0.2233(4) 0.8470(4) 0.4188(2) 0.0362(11) Uani 1 1 d . . . . .
C2 C 0.4245(4) 0.3102(4) 0.9270(2) 0.0374(11) Uani 1 1 d . . . . .
C5 C 0.4950(4) 0.2550(4) 0.9545(2) 0.0365(11) Uani 1 1 d . . . . .
C84 C 0.1545(4) 0.9590(4) 0.5651(2) 0.0398(12) Uani 1 1 d . . . . .
C109 C 0.0513(4) 0.7552(4) 0.7056(2) 0.0406(12) Uani 1 1 d . . . . .
C6 C 0.4889(4) 0.2293(4) 1.0098(2) 0.0369(11) Uani 1 1 d . . . . .
C1 C 0.3697(4) 0.3693(4) 0.9564(2) 0.0371(11) Uani 1 1 d . . . . .
C25 C 0.5632(4) 0.1717(4) 1.1006(2) 0.0409(12) Uani 1 1 d . . . . .
C11 C 0.3443(4) 0.4458(4) 0.9375(2) 0.0381(11) Uani 1 1 d . . . . .
C18 C 0.2707(4) 0.5020(4) 0.9572(2) 0.0383(11) Uani 1 1 d . . . . .
C55 C 0.2228(4) 0.3933(4) 1.1174(2) 0.0406(12) Uani 1 1 d . . . . .
C77 C -0.0750(4) 0.7297(4) 0.3591(2) 0.0403(12) Uani 1 1 d . . . . .
H77 H -0.068046 0.785098 0.374095 0.048 Uiso 1 1 calc R . . . .
C9 C 0.2665(4) 0.3375(4) 1.0798(2) 0.0384(12) Uani 1 1 d . . . . .
C76 C -0.0769(4) 0.7170(4) 0.3042(2) 0.0440(13) Uani 1 1 d . . . . .
H76 H -0.070412 0.762999 0.282482 0.053 Uiso 1 1 calc R . . . .
C71 C -0.0808(4) 0.6749(4) 0.4512(2) 0.0378(12) Uani 1 1 d . . . . .
C69 C -0.0855(4) 0.7434(4) 0.6163(2) 0.0373(11) Uani 1 1 d . . . . .
C83 C -0.1266(4) 0.5566(4) 0.5089(2) 0.0406(12) Uani 1 1 d . . . . .
H83 H -0.057057 0.556123 0.525280 0.049 Uiso 1 1 calc R . . . .
C67 C 0.0585(4) 0.8207(4) 0.5690(2) 0.0375(11) Uani 1 1 d . . . . .
C49 C 0.2343(5) 0.1931(4) 1.1209(2) 0.0422(13) Uani 1 1 d . . . . .
C104 C 0.3170(4) 0.9832(4) 0.4029(2) 0.0435(13) Uani 1 1 d . . . . .
H104 H 0.318834 1.000110 0.438882 0.052 Uiso 1 1 calc R . . . .
C80 C -0.3348(4) 0.5599(4) 0.4615(2) 0.0468(14) Uani 1 1 d . . . . .
H80 H -0.404644 0.560963 0.445969 0.056 Uiso 1 1 calc R . . . .
C3 C 0.4689(4) 0.2668(4) 0.8467(2) 0.0403(12) Uani 1 1 d . . . . .
C43 C 0.6595(4) 0.2352(4) 0.8553(2) 0.0419(13) Uani 1 1 d . . . . .
C61 C -0.0101(4) 0.7312(4) 0.4843(2) 0.0371(11) Uani 1 1 d . . . . .
C115 C -0.1818(4) 0.7303(4) 0.6381(2) 0.0397(12) Uani 1 1 d . . . . .
C96 C 0.2032(4) 1.0945(4) 0.5241(2) 0.0440(13) Uani 1 1 d . . . . .
H96 H 0.134131 1.107384 0.518399 0.053 Uiso 1 1 calc R . . . .
C8 C 0.2861(4) 0.2507(4) 1.0877(2) 0.0390(12) Uani 1 1 d . . . . .
C68 C 0.0130(4) 0.7749(4) 0.6482(2) 0.0396(12) Uani 1 1 d . . . . .
C75 C -0.0887(4) 0.6337(4) 0.2822(2) 0.0437(13) Uani 1 1 d . . . . .
C74 C -0.1010(5) 0.5643(4) 0.3132(2) 0.0469(14) Uani 1 1 d . . . . .
H74 H -0.110735 0.509092 0.297718 0.056 Uiso 1 1 calc R . . . .
C30 C 0.5614(4) 0.2403(4) 1.1365(2) 0.0445(13) Uani 1 1 d . . . . .
H30 H 0.554437 0.294822 1.123491 0.053 Uiso 1 1 calc R . . . .
C12 C 0.3876(4) 0.4820(4) 0.8918(2) 0.0406(12) Uani 1 1 d . . . . .
C31 C 0.6370(4) 0.1328(4) 1.0207(2) 0.0387(11) Uani 1 1 d . . . . .
C82 C -0.1967(5) 0.4968(4) 0.5223(2) 0.0440(13) Uani 1 1 d . . . . .
H82 H -0.174749 0.455163 0.546659 0.053 Uiso 1 1 calc R . . . .
C114 C 0.1191(4) 0.8134(4) 0.7404(2) 0.0447(13) Uani 1 1 d . . . . .
H114 H 0.137488 0.865991 0.727938 0.054 Uiso 1 1 calc R . . . .
C26 C 0.5779(4) 0.0919(4) 1.1223(2) 0.0444(13) Uani 1 1 d . . . . .
H26 H 0.583295 0.045626 1.099248 0.053 Uiso 1 1 calc R . . . .
C73 C -0.0983(4) 0.5794(4) 0.3688(2) 0.0442(13) Uani 1 1 d . . . . .
H73 H -0.106824 0.533619 0.390375 0.053 Uiso 1 1 calc R . . . .
C79 C -0.2630(4) 0.6183(4) 0.4480(2) 0.0430(13) Uani 1 1 d . . . . .
H79 H -0.285368 0.658776 0.422841 0.052 Uiso 1 1 calc R . . . .
C42 C 0.3715(4) 0.3055(4) 0.7561(2) 0.0450(13) Uani 1 1 d . . . . .
H42 H 0.352039 0.353861 0.772778 0.054 Uiso 1 1 calc R . . . .
C102 C 0.1942(5) 0.6232(4) 0.3558(2) 0.0435(13) Uani 1 1 d . . . . .
H102 H 0.124811 0.614516 0.357682 0.052 Uiso 1 1 calc R . . . .
C108 C 0.2669(5) 0.8806(4) 0.3291(2) 0.0452(13) Uani 1 1 d . . . . .
H108 H 0.235279 0.827970 0.315048 0.054 Uiso 1 1 calc R . . . .
C28 C 0.5802(5) 0.1484(4) 1.2111(2) 0.0477(14) Uani 1 1 d . . . . .
C120 C -0.1947(4) 0.7731(4) 0.6848(2) 0.0438(13) Uani 1 1 d . . . . .
H120 H -0.140610 0.808561 0.704763 0.053 Uiso 1 1 calc R . . . .
C98 C 0.3534(5) 0.7111(4) 0.3744(2) 0.0465(14) Uani 1 1 d . . . . .
H98 H 0.392019 0.760700 0.389184 0.056 Uiso 1 1 calc R . . . .
C85 C 0.1171(4) 0.9940(4) 0.6126(2) 0.0399(12) Uani 1 1 d . . . . .
C23 C 0.1652(4) 0.4785(4) 0.9464(2) 0.0463(13) Uani 1 1 d . . . . .
H23 H 0.141193 0.425269 0.930060 0.056 Uiso 1 1 calc R . . . .
C92 C 0.3361(4) 1.0010(4) 0.5560(2) 0.0458(13) Uani 1 1 d . . . . .
H92 H 0.356434 0.949543 0.570476 0.055 Uiso 1 1 calc R . . . .
C48 C 0.6762(4) 0.2818(4) 0.8109(2) 0.0446(13) Uani 1 1 d . . . . .
H48 H 0.625870 0.316407 0.793846 0.054 Uiso 1 1 calc R . . . .
C19 C 0.3035(4) 0.5827(4) 0.9808(2) 0.0427(12) Uani 1 1 d . . . . .
H19 H 0.373374 0.600359 0.986203 0.051 Uiso 1 1 calc R . . . .
C94 C 0.3776(5) 1.1343(5) 0.5198(2) 0.0524(16) Uani 1 1 d . . . . .
C29 C 0.5698(4) 0.2283(4) 1.1916(2) 0.0457(13) Uani 1 1 d . . . . .
H29 H 0.568270 0.274708 1.215296 0.055 Uiso 1 1 calc R . . . .
C60 C 0.2309(5) 0.3746(4) 1.1719(2) 0.0484(14) Uani 1 1 d . . . . .
H60 H 0.260854 0.325132 1.184721 0.058 Uiso 1 1 calc R . . . .
C95 C 0.2761(5) 1.1524(4) 0.5096(2) 0.0503(14) Uani 1 1 d . . . . .
H95 H 0.255771 1.202597 0.493233 0.060 Uiso 1 1 calc R . . . .
C56 C 0.1817(5) 0.4688(4) 1.0994(2) 0.0469(14) Uani 1 1 d . . . . .
H56 H 0.177096 0.482249 1.063275 0.056 Uiso 1 1 calc R . . . .
C110 C 0.0247(5) 0.6768(4) 0.7252(2) 0.0503(14) Uani 1 1 d . . . . .
H110 H -0.021364 0.637990 0.702438 0.060 Uiso 1 1 calc R . . . .
C81 C -0.3006(5) 0.4998(4) 0.4987(2) 0.0458(13) Uani 1 1 d . . . . .
C38 C 0.4602(5) 0.1767(4) 0.7618(2) 0.0472(14) Uani 1 1 d . . . . .
H38 H 0.500353 0.137985 0.782199 0.057 Uiso 1 1 calc R . . . .
C27 C 0.5847(5) 0.0790(4) 1.1771(2) 0.0484(14) Uani 1 1 d . . . . .
H27 H 0.592171 0.024793 1.190582 0.058 Uiso 1 1 calc R . . . .
C41 C 0.3383(5) 0.2904(5) 0.7009(2) 0.0514(15) Uani 1 1 d . . . . .
H41 H 0.296702 0.328346 0.680543 0.062 Uiso 1 1 calc R . . . .
C13 C 0.3249(4) 0.5159(4) 0.8484(2) 0.0454(13) Uani 1 1 d . . . . .
H13 H 0.255350 0.520934 0.848948 0.054 Uiso 1 1 calc R . . . .
C116 C -0.2636(4) 0.6764(4) 0.6084(2) 0.0457(14) Uani 1 1 d . . . . .
H116 H -0.255547 0.646565 0.577123 0.055 Uiso 1 1 calc R . . . .
C39 C 0.4274(5) 0.1618(5) 0.7065(3) 0.0525(15) Uani 1 1 d . . . . .
H39 H 0.445892 0.113108 0.689753 0.063 Uiso 1 1 calc R . . . .
C93 C 0.4099(4) 1.0600(5) 0.5438(2) 0.0516(16) Uani 1 1 d . . . . .
H93 H 0.479782 1.049602 0.551627 0.062 Uiso 1 1 calc R . . . .
C32 C 0.6060(5) 0.0643(4) 0.9838(2) 0.0452(13) Uani 1 1 d . . . . .
H32 H 0.535814 0.052256 0.969829 0.054 Uiso 1 1 calc R . . . .
C86 C 0.1864(5) 1.0294(4) 0.6578(2) 0.0464(14) Uani 1 1 d . . . . .
H86 H 0.256815 1.033221 0.657671 0.056 Uiso 1 1 calc R . . . .
C117 C -0.3568(5) 0.6681(5) 0.6261(3) 0.0524(15) Uani 1 1 d . . . . .
H117 H -0.411217 0.632674 0.606485 0.063 Uiso 1 1 calc R . . . .
C119 C -0.2882(5) 0.7636(4) 0.7025(2) 0.0506(15) Uani 1 1 d . . . . .
H119 H -0.295967 0.791912 0.734317 0.061 Uiso 1 1 calc R . . . .
C40 C 0.3672(5) 0.2186(5) 0.6757(2) 0.0564(18) Uani 1 1 d . . . . .
H40 H 0.346284 0.208651 0.638401 0.068 Uiso 1 1 calc R . . . .
C54 C 0.2890(6) 0.1296(5) 1.1482(2) 0.0547(16) Uani 1 1 d . . . . .
H54 H 0.358401 0.125889 1.146803 0.066 Uiso 1 1 calc R . . . .
C90 C 0.0100(5) 0.9936(4) 0.6128(2) 0.0470(14) Uani 1 1 d . . . . .
H90 H -0.038038 0.973534 0.582086 0.056 Uiso 1 1 calc R . . . .
C47 C 0.7685(5) 0.2762(5) 0.7925(2) 0.0541(17) Uani 1 1 d . . . . .
H47 H 0.778560 0.305881 0.762348 0.065 Uiso 1 1 calc R . . . .
C33 C 0.6773(5) 0.0132(4) 0.9671(2) 0.0494(14) Uani 1 1 d . . . . .
H33 H 0.655812 -0.034103 0.943476 0.059 Uiso 1 1 calc R . . . .
C17 C 0.4940(4) 0.4817(4) 0.8928(3) 0.0489(14) Uani 1 1 d . . . . .
H17 H 0.538082 0.463973 0.923481 0.059 Uiso 1 1 calc R . . . .
C36 C 0.7421(5) 0.1496(4) 1.0411(2) 0.0473(14) Uani 1 1 d . . . . .
H36 H 0.764072 0.193148 1.067580 0.057 Uiso 1 1 calc R . . . .
C106 C 0.3559(5) 1.0135(5) 0.3165(3) 0.0591(17) Uani 1 1 d . . . . .
H106 H 0.385391 1.049926 0.294571 0.071 Uiso 1 1 calc R . . . .
C58 C 0.1510(5) 0.5036(5) 1.1883(3) 0.0570(17) Uani 1 1 d . . . . .
H58 H 0.124241 0.539383 1.211534 0.068 Uiso 1 1 calc R . . . .
C113 C 0.1592(5) 0.7934(5) 0.7933(2) 0.0549(16) Uani 1 1 d . . . . .
H113 H 0.204223 0.832635 0.816265 0.066 Uiso 1 1 calc R . . . .
C107 C 0.3091(5) 0.9355(4) 0.2955(2) 0.0517(15) Uani 1 1 d . . . . .
H107 H 0.305656 0.919585 0.259240 0.062 Uiso 1 1 calc R . . . .
C89 C -0.0236(5) 1.0227(4) 0.6584(3) 0.0523(15) Uani 1 1 d . . . . .
H89 H -0.093869 1.020684 0.658940 0.063 Uiso 1 1 calc R . . . .
C21 C 0.1313(5) 0.6117(4) 0.9849(2) 0.0471(13) Uani 1 1 d . . . . .
C118 C -0.3690(5) 0.7122(5) 0.6726(2) 0.0523(15) Uani 1 1 d . . . . .
H118 H -0.432002 0.707165 0.683778 0.063 Uiso 1 1 calc R . . . .
C88 C 0.0481(6) 1.0544(4) 0.7026(3) 0.0534(16) Uani 1 1 d . . . . .
C50 C 0.1295(5) 0.1988(5) 1.1220(3) 0.0581(18) Uani 1 1 d . . . . .
H50 H 0.091473 0.240036 1.102856 0.070 Uiso 1 1 calc R . . . .
C20 C 0.2352(5) 0.6379(4) 0.9965(3) 0.0496(14) Uani 1 1 d . . . . .
H20 H 0.258620 0.690389 1.014190 0.060 Uiso 1 1 calc R . . . .
C35 C 0.8146(5) 0.1026(4) 1.0228(3) 0.0507(15) Uani 1 1 d . . . . .
H35 H 0.884955 0.116797 1.034909 0.061 Uiso 1 1 calc R . . . .
C22 C 0.0954(4) 0.5346(5) 0.9601(3) 0.0525(15) Uani 1 1 d . . . . .
H22 H 0.024807 0.519321 0.952219 0.063 Uiso 1 1 calc R . . . .
C14 C 0.3627(5) 0.5425(4) 0.8044(2) 0.0498(14) Uani 1 1 d . . . . .
H14 H 0.319815 0.564226 0.774736 0.060 Uiso 1 1 calc R . . . .
C105 C 0.3591(5) 1.0376(5) 0.3701(3) 0.0548(16) Uani 1 1 d . . . . .
H105 H 0.389765 1.090538 0.384069 0.066 Uiso 1 1 calc R . . . .
C44 C 0.7360(5) 0.1865(5) 0.8803(3) 0.0571(17) Uani 1 1 d . . . . .
H44 H 0.726126 0.156130 0.910111 0.068 Uiso 1 1 calc R . . . .
C111 C 0.0650(6) 0.6557(5) 0.7773(3) 0.0617(18) Uani 1 1 d . . . . .
H111 H 0.047669 0.602580 0.789450 0.074 Uiso 1 1 calc R . . . .
C46 C 0.8436(5) 0.2279(5) 0.8180(3) 0.0583(17) Uani 1 1 d . . . . .
H46 H 0.905505 0.226126 0.805891 0.070 Uiso 1 1 calc R . . . .
C15 C 0.4686(5) 0.5358(4) 0.8057(3) 0.0529(16) Uani 1 1 d . . . . .
C112 C 0.1325(5) 0.7149(5) 0.8120(3) 0.0612(18) Uani 1 1 d . . . . .
H112 H 0.159272 0.701601 0.847579 0.073 Uiso 1 1 calc R . . . .
C87 C 0.1518(6) 1.0592(4) 0.7030(2) 0.0542(16) Uani 1 1 d . . . . .
H87 H 0.198781 1.082138 0.733366 0.065 Uiso 1 1 calc R . . . .
C34 C 0.7816(5) 0.0353(5) 0.9868(3) 0.0519(15) Uani 1 1 d . . . . .
C57 C 0.1472(5) 0.5246(5) 1.1351(3) 0.0572(16) Uani 1 1 d . . . . .
H57 H 0.121635 0.576050 1.123136 0.069 Uiso 1 1 calc R . . . .
C59 C 0.1944(6) 0.4296(5) 1.2072(3) 0.0594(18) Uani 1 1 d . . . . .
H59 H 0.199150 0.416548 1.243347 0.071 Uiso 1 1 calc R . . . .
C99 C 0.3981(6) 0.6482(5) 0.3480(3) 0.0594(17) Uani 1 1 d . . . . .
H99 H 0.466696 0.656920 0.344673 0.071 Uiso 1 1 calc R . . . .
C16 C 0.5340(5) 0.5072(4) 0.8491(3) 0.0541(16) Uani 1 1 d . . . . .
H16 H 0.604235 0.504931 0.849201 0.065 Uiso 1 1 calc R . . . .
C101 C 0.2403(6) 0.5618(5) 0.3311(3) 0.0593(18) Uani 1 1 d . . . . .
H101 H 0.202586 0.511506 0.316842 0.071 Uiso 1 1 calc R . . . .
C45 C 0.8292(5) 0.1814(5) 0.8618(3) 0.0642(19) Uani 1 1 d . . . . .
H45 H 0.880109 0.147299 0.878731 0.077 Uiso 1 1 calc R . . . .
C52 C 0.1389(8) 0.0796(6) 1.1803(3) 0.081(3) Uani 1 1 d . . . . .
H52 H 0.107220 0.042846 1.201125 0.097 Uiso 1 1 calc R . . . .
C51 C 0.0835(7) 0.1414(5) 1.1522(3) 0.073(3) Uani 1 1 d . . . . .
H51 H 0.014083 0.144740 1.153613 0.087 Uiso 1 1 calc R . . . .
C100 C 0.3438(7) 0.5743(5) 0.3271(3) 0.070(2) Uani 1 1 d . . . . .
H100 H 0.375331 0.532613 0.310285 0.083 Uiso 1 1 calc R . . . .
C53 C 0.2428(7) 0.0721(5) 1.1774(3) 0.072(2) Uani 1 1 d . . . . .
H53 H 0.279725 0.028907 1.194935 0.086 Uiso 1 1 calc R . . . .
C122 C 0.2657(6) 0.7003(6) 0.6211(3) 0.075(2) Uani 1 1 d . . . . .
H122 H 0.234359 0.742555 0.641189 0.090 Uiso 1 1 calc R . . . .
C121 C 0.8164(7) -0.1247(7) 1.0843(5) 0.093(3) Uani 1 1 d . . . . .
H121 H 0.790978 -0.116197 1.045677 0.112 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl5 C75 1.741(5) . ?
Cl3 C28 1.748(6) . ?
Cl6 C81 1.746(6) . ?
Cl8 C94 1.749(6) . ?
Cl2 C21 1.760(6) . ?
Cl1 C15 1.743(6) . ?
Cl7 C88 1.735(6) . ?
Cl4 C34 1.736(6) . ?
Cl14 C122 1.760(9) . ?
Cl9 C121 1.757(9) . ?
Cl13 C122 1.739(9) . ?
Cl12 C122 1.747(9) . ?
Cl10 C121 1.711(12) . ?
Cl11 C121 1.695(11) . ?
N5 C62 1.336(6) . ?
N5 C63 1.334(6) . ?
N4 C10 1.346(7) . ?
N4 C9 1.334(7) . ?
N8 C70 1.345(6) . ?
N8 C69 1.324(7) . ?
N3 C7 1.339(6) . ?
N3 C8 1.334(7) . ?
N6 C65 1.337(6) . ?
N6 C64 1.337(7) . ?
N7 C67 1.342(7) . ?
N7 C68 1.328(7) . ?
N1 C2 1.338(7) . ?
N1 C3 1.341(7) . ?
N2 C4 1.332(7) . ?
N2 C5 1.348(6) . ?
C72 C77 1.381(8) . ?
C72 C71 1.485(7) . ?
C72 C73 1.399(8) . ?
C103 C64 1.495(7) . ?
C103 C104 1.383(8) . ?
C103 C108 1.383(7) . ?
C62 C65 1.423(7) . ?
C62 C61 1.467(7) . ?
C78 C71 1.488(7) . ?
C78 C83 1.401(8) . ?
C78 C79 1.393(8) . ?
C65 C66 1.478(7) . ?
C10 C7 1.407(8) . ?
C10 C1 1.483(7) . ?
C66 C84 1.353(8) . ?
C66 C67 1.471(7) . ?
C91 C84 1.497(7) . ?
C91 C96 1.382(9) . ?
C91 C92 1.394(8) . ?
C97 C63 1.475(7) . ?
C97 C102 1.390(8) . ?
C97 C98 1.403(8) . ?
C70 C67 1.413(7) . ?
C70 C61 1.469(7) . ?
C24 C6 1.359(8) . ?
C24 C25 1.491(7) . ?
C24 C31 1.500(7) . ?
C7 C6 1.482(7) . ?
C63 C64 1.419(8) . ?
C4 C3 1.409(8) . ?
C4 C43 1.487(7) . ?
C37 C3 1.491(7) . ?
C37 C42 1.378(9) . ?
C37 C38 1.396(9) . ?
C2 C5 1.406(8) . ?
C2 C1 1.476(7) . ?
C5 C6 1.476(7) . ?
C84 C85 1.484(7) . ?
C109 C68 1.481(8) . ?
C109 C114 1.394(8) . ?
C109 C110 1.394(9) . ?
C1 C11 1.343(8) . ?
C25 C30 1.388(8) . ?
C25 C26 1.393(9) . ?
C11 C18 1.495(8) . ?
C11 C12 1.497(7) . ?
C18 C23 1.391(8) . ?
C18 C19 1.390(8) . ?
C55 C9 1.490(7) . ?
C55 C60 1.396(8) . ?
C55 C56 1.386(9) . ?
C77 C76 1.385(7) . ?
C9 C8 1.417(9) . ?
C76 C75 1.391(9) . ?
C71 C61 1.375(7) . ?
C69 C115 1.491(7) . ?
C69 C68 1.437(7) . ?
C83 C82 1.379(7) . ?
C49 C8 1.480(7) . ?
C49 C54 1.387(10) . ?
C49 C50 1.399(9) . ?
C104 C105 1.377(8) . ?
C80 C79 1.381(7) . ?
C80 C81 1.381(9) . ?
C43 C48 1.401(8) . ?
C43 C44 1.367(10) . ?
C115 C120 1.380(7) . ?
C115 C116 1.406(8) . ?
C96 C95 1.397(8) . ?
C75 C74 1.383(9) . ?
C74 C73 1.404(7) . ?
C30 C29 1.390(8) . ?
C12 C13 1.374(9) . ?
C12 C17 1.403(8) . ?
C31 C32 1.386(8) . ?
C31 C36 1.388(8) . ?
C82 C81 1.388(9) . ?
C114 C113 1.384(9) . ?
C26 C27 1.387(8) . ?
C42 C41 1.380(8) . ?
C102 C101 1.368(9) . ?
C108 C107 1.396(8) . ?
C28 C29 1.367(9) . ?
C28 C27 1.375(9) . ?
C120 C119 1.397(7) . ?
C98 C99 1.396(9) . ?
C85 C86 1.387(8) . ?
C85 C90 1.416(8) . ?
C23 C22 1.395(9) . ?
C92 C93 1.393(8) . ?
C48 C47 1.396(8) . ?
C19 C20 1.391(9) . ?
C94 C95 1.363(10) . ?
C94 C93 1.382(10) . ?
C60 C59 1.391(8) . ?
C56 C57 1.395(8) . ?
C110 C111 1.372(10) . ?
C38 C39 1.380(8) . ?
C41 C40 1.385(10) . ?
C13 C14 1.371(8) . ?
C116 C117 1.392(7) . ?
C39 C40 1.381(11) . ?
C32 C33 1.390(8) . ?
C86 C87 1.386(8) . ?
C117 C118 1.383(9) . ?
C119 C118 1.377(9) . ?
C54 C53 1.375(9) . ?
C90 C89 1.384(8) . ?
C47 C46 1.356(11) . ?
C33 C34 1.389(9) . ?
C17 C16 1.374(9) . ?
C36 C35 1.383(9) . ?
C106 C107 1.380(10) . ?
C106 C105 1.379(10) . ?
C58 C57 1.381(10) . ?
C58 C59 1.384(11) . ?
C113 C112 1.386(11) . ?
C89 C88 1.369(10) . ?
C21 C20 1.382(9) . ?
C21 C22 1.359(9) . ?
C88 C87 1.367(10) . ?
C50 C51 1.389(9) . ?
C35 C34 1.362(9) . ?
C14 C15 1.403(9) . ?
C44 C45 1.407(9) . ?
C111 C112 1.401(10) . ?
C46 C45 1.380(11) . ?
C15 C16 1.357(10) . ?
C99 C100 1.361(11) . ?
C101 C100 1.394(11) . ?
C52 C51 1.376(14) . ?
C52 C53 1.401(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C63 N5 C62 121.0(5) . . ?
C9 N4 C10 118.9(5) . . ?
C69 N8 C70 119.7(4) . . ?
C8 N3 C7 119.3(5) . . ?
C65 N6 C64 119.9(5) . . ?
C68 N7 C67 120.5(4) . . ?
C2 N1 C3 119.0(5) . . ?
C4 N2 C5 119.5(5) . . ?
C77 C72 C71 122.4(5) . . ?
C77 C72 C73 118.6(5) . . ?
C73 C72 C71 118.9(5) . . ?
C104 C103 C64 120.1(5) . . ?
C108 C103 C64 120.8(5) . . ?
C108 C103 C104 119.0(5) . . ?
N5 C62 C65 118.0(4) . . ?
N5 C62 C61 119.4(5) . . ?
C65 C62 C61 122.6(4) . . ?
C83 C78 C71 121.0(5) . . ?
C79 C78 C71 120.6(5) . . ?
C79 C78 C83 118.0(5) . . ?
N6 C65 C62 118.4(4) . . ?
N6 C65 C66 121.6(5) . . ?
C62 C65 C66 120.0(4) . . ?
N4 C10 C7 119.0(5) . . ?
N4 C10 C1 120.6(5) . . ?
C7 C10 C1 120.4(5) . . ?
C84 C66 C65 126.1(5) . . ?
C84 C66 C67 121.7(5) . . ?
C67 C66 C65 112.1(4) . . ?
C96 C91 C84 120.7(5) . . ?
C96 C91 C92 118.7(5) . . ?
C92 C91 C84 120.4(6) . . ?
C102 C97 C63 118.6(5) . . ?
C102 C97 C98 118.9(5) . . ?
C98 C97 C63 122.3(5) . . ?
N8 C70 C67 118.1(4) . . ?
N8 C70 C61 121.9(4) . . ?
C67 C70 C61 120.0(4) . . ?
C6 C24 C25 124.2(5) . . ?
C6 C24 C31 123.9(5) . . ?
C25 C24 C31 111.9(5) . . ?
N3 C7 C10 119.4(5) . . ?
N3 C7 C6 118.5(5) . . ?
C10 C7 C6 122.1(4) . . ?
N5 C63 C97 115.3(5) . . ?
N5 C63 C64 117.9(5) . . ?
C64 C63 C97 126.8(4) . . ?
N2 C4 C3 118.5(4) . . ?
N2 C4 C43 116.8(5) . . ?
C3 C4 C43 124.6(5) . . ?
C42 C37 C3 120.8(6) . . ?
C42 C37 C38 119.0(5) . . ?
C38 C37 C3 120.2(6) . . ?
N6 C64 C103 115.1(5) . . ?
N6 C64 C63 119.1(4) . . ?
C63 C64 C103 125.7(5) . . ?
N1 C2 C5 118.7(5) . . ?
N1 C2 C1 119.5(5) . . ?
C5 C2 C1 121.8(5) . . ?
N2 C5 C2 117.6(4) . . ?
N2 C5 C6 121.8(5) . . ?
C2 C5 C6 120.5(5) . . ?
C66 C84 C91 125.8(5) . . ?
C66 C84 C85 121.1(5) . . ?
C85 C84 C91 113.1(5) . . ?
C114 C109 C68 120.3(5) . . ?
C110 C109 C68 120.9(5) . . ?
C110 C109 C114 118.7(5) . . ?
C24 C6 C7 122.5(4) . . ?
C24 C6 C5 125.1(5) . . ?
C5 C6 C7 112.4(5) . . ?
C2 C1 C10 112.2(5) . . ?
C11 C1 C10 126.1(5) . . ?
C11 C1 C2 121.7(5) . . ?
C30 C25 C24 122.4(5) . . ?
C30 C25 C26 117.4(5) . . ?
C26 C25 C24 120.0(5) . . ?
C1 C11 C18 125.7(5) . . ?
C1 C11 C12 121.2(5) . . ?
C18 C11 C12 113.1(5) . . ?
C23 C18 C11 120.2(5) . . ?
C19 C18 C11 121.2(5) . . ?
C19 C18 C23 118.3(5) . . ?
C60 C55 C9 121.0(6) . . ?
C56 C55 C9 119.5(5) . . ?
C56 C55 C60 119.3(5) . . ?
C72 C77 C76 121.9(5) . . ?
N4 C9 C55 115.5(5) . . ?
N4 C9 C8 119.6(5) . . ?
C8 C9 C55 124.8(5) . . ?
C77 C76 C75 118.3(5) . . ?
C72 C71 C78 113.6(4) . . ?
C61 C71 C72 122.4(4) . . ?
C61 C71 C78 123.9(4) . . ?
N8 C69 C115 117.2(5) . . ?
N8 C69 C68 118.4(4) . . ?
C68 C69 C115 124.2(5) . . ?
C82 C83 C78 121.3(5) . . ?
N7 C67 C66 120.0(4) . . ?
N7 C67 C70 117.2(5) . . ?
C70 C67 C66 122.6(5) . . ?
C54 C49 C8 119.2(5) . . ?
C54 C49 C50 120.1(6) . . ?
C50 C49 C8 120.6(6) . . ?
C105 C104 C103 120.9(6) . . ?
C81 C80 C79 118.7(6) . . ?
N1 C3 C4 118.4(5) . . ?
N1 C3 C37 116.9(5) . . ?
C4 C3 C37 124.7(5) . . ?
C48 C43 C4 120.8(5) . . ?
C44 C43 C4 120.5(5) . . ?
C44 C43 C48 118.6(5) . . ?
C62 C61 C70 113.0(4) . . ?
C71 C61 C62 122.1(4) . . ?
C71 C61 C70 124.9(4) . . ?
C120 C115 C69 121.9(5) . . ?
C120 C115 C116 119.5(5) . . ?
C116 C115 C69 118.6(5) . . ?
C91 C96 C95 121.0(6) . . ?
N3 C8 C9 118.8(4) . . ?
N3 C8 C49 115.9(5) . . ?
C9 C8 C49 125.2(5) . . ?
N7 C68 C109 117.6(5) . . ?
N7 C68 C69 117.7(5) . . ?
C69 C68 C109 124.4(5) . . ?
C76 C75 Cl5 118.7(4) . . ?
C74 C75 Cl5 119.3(5) . . ?
C74 C75 C76 122.0(5) . . ?
C75 C74 C73 118.1(5) . . ?
C25 C30 C29 120.7(6) . . ?
C13 C12 C11 121.2(5) . . ?
C13 C12 C17 118.9(5) . . ?
C17 C12 C11 119.9(5) . . ?
C32 C31 C24 120.2(5) . . ?
C32 C31 C36 118.4(5) . . ?
C36 C31 C24 121.3(5) . . ?
C83 C82 C81 118.7(6) . . ?
C113 C114 C109 120.5(6) . . ?
C27 C26 C25 122.3(6) . . ?
C72 C73 C74 121.0(5) . . ?
C80 C79 C78 121.6(6) . . ?
C37 C42 C41 121.1(6) . . ?
C101 C102 C97 121.1(6) . . ?
C103 C108 C107 120.5(6) . . ?
C29 C28 Cl3 119.7(5) . . ?
C29 C28 C27 121.1(5) . . ?
C27 C28 Cl3 119.2(5) . . ?
C115 C120 C119 120.6(5) . . ?
C99 C98 C97 118.8(6) . . ?
C86 C85 C84 120.7(5) . . ?
C86 C85 C90 118.2(5) . . ?
C90 C85 C84 121.1(5) . . ?
C18 C23 C22 120.2(6) . . ?
C93 C92 C91 120.6(6) . . ?
C47 C48 C43 119.8(6) . . ?
C18 C19 C20 122.0(5) . . ?
C95 C94 Cl8 119.4(6) . . ?
C95 C94 C93 121.8(6) . . ?
C93 C94 Cl8 118.9(5) . . ?
C28 C29 C30 120.1(6) . . ?
C59 C60 C55 120.3(6) . . ?
C94 C95 C96 119.0(6) . . ?
C55 C56 C57 120.2(6) . . ?
C111 C110 C109 121.4(6) . . ?
C80 C81 Cl6 119.4(5) . . ?
C80 C81 C82 121.7(5) . . ?
C82 C81 Cl6 118.9(5) . . ?
C39 C38 C37 119.9(6) . . ?
C28 C27 C26 118.3(6) . . ?
C42 C41 C40 119.8(7) . . ?
C14 C13 C12 121.4(6) . . ?
C117 C116 C115 119.4(5) . . ?
C38 C39 C40 120.6(6) . . ?
C94 C93 C92 118.8(6) . . ?
C31 C32 C33 121.6(5) . . ?
C87 C86 C85 120.7(6) . . ?
C118 C117 C116 120.5(6) . . ?
C118 C119 C120 119.9(6) . . ?
C39 C40 C41 119.6(6) . . ?
C53 C54 C49 121.3(7) . . ?
C89 C90 C85 120.5(6) . . ?
C46 C47 C48 120.6(6) . . ?
C34 C33 C32 117.7(6) . . ?
C16 C17 C12 120.8(6) . . ?
C35 C36 C31 121.0(5) . . ?
C105 C106 C107 120.0(6) . . ?
C57 C58 C59 120.1(6) . . ?
C114 C113 C112 120.0(6) . . ?
C106 C107 C108 119.6(6) . . ?
C88 C89 C90 118.9(6) . . ?
C20 C21 Cl2 118.5(5) . . ?
C22 C21 Cl2 119.0(5) . . ?
C22 C21 C20 122.4(6) . . ?
C119 C118 C117 120.2(5) . . ?
C89 C88 Cl7 118.4(5) . . ?
C87 C88 Cl7 119.5(5) . . ?
C87 C88 C89 122.1(5) . . ?
C51 C50 C49 118.4(8) . . ?
C21 C20 C19 117.4(6) . . ?
C34 C35 C36 119.1(6) . . ?
C21 C22 C23 119.5(5) . . ?
C13 C14 C15 117.6(6) . . ?
C104 C105 C106 120.1(6) . . ?
C43 C44 C45 121.4(6) . . ?
C110 C111 C112 119.3(7) . . ?
C47 C46 C45 120.7(6) . . ?
C14 C15 Cl1 119.4(5) . . ?
C16 C15 Cl1 117.9(5) . . ?
C16 C15 C14 122.7(5) . . ?
C113 C112 C111 120.0(6) . . ?
C88 C87 C86 119.3(6) . . ?
C33 C34 Cl4 118.3(5) . . ?
C35 C34 Cl4 119.6(5) . . ?
C35 C34 C33 122.1(6) . . ?
C58 C57 C56 120.1(7) . . ?
C58 C59 C60 119.9(6) . . ?
C100 C99 C98 121.6(6) . . ?
C15 C16 C17 118.3(6) . . ?
C102 C101 C100 120.2(7) . . ?
C46 C45 C44 118.8(7) . . ?
C51 C52 C53 120.2(6) . . ?
C52 C51 C50 121.2(8) . . ?
C99 C100 C101 119.3(6) . . ?
C54 C53 C52 118.8(9) . . ?
Cl13 C122 Cl14 109.2(5) . . ?
Cl13 C122 Cl12 110.2(5) . . ?
Cl12 C122 Cl14 110.4(5) . . ?
Cl10 C121 Cl9 112.2(6) . . ?
Cl11 C121 Cl9 111.3(6) . . ?
Cl11 C121 Cl10 112.6(6) . . ?

_olex2_submission_original_sample_id yi200626-sgwr3
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.739
_oxdiff_exptl_absorpt_empirical_full_min 0.477
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200625-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176765'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200625-sgwr2
_chemical_formula_moiety         'C60 H36 Cl4 N4, C H Cl3'
_chemical_formula_sum            'C61 H37 Cl7 N4'
_chemical_formula_weight         1074.09
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 Cl4 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.8192(2)
_cell_length_b                   14.2692(2)
_cell_length_c                   15.4824(2)
_cell_angle_alpha                74.8558(14)
_cell_angle_beta                 70.7523(14)
_cell_angle_gamma                61.4238(16)
_cell_volume                     2511.37(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11370
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.2410
_cell_measurement_theta_min      3.0230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.972
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1100
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30619
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.015
_diffrn_reflns_theta_min         3.047
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  20.00   0.50    0.89    --  -42.80  91.00 135.00  196
  2  ω    -14.00  34.00   0.50    0.89    --  -42.80  37.00   0.00   96
  3  ω    -44.00  19.00   0.50    0.89    --  -42.80  57.00  60.00  126
  4  ω    -47.00 -13.00   0.50    1.86    --  -84.50  45.00 -90.00   68
  5  ω    -65.00 -20.00   0.50    0.89    --  -42.80  37.00   0.00   90
  6  ω    -66.00 -12.00   0.50    1.86    --  -84.50  30.00 -30.00  108
  7  ω    -78.00 -52.00   0.50    1.86    --  -84.50  45.00 -90.00   52
  8  ω    -61.00 -13.00   0.50    1.86    --  -84.50  45.00-180.00   96
  9  ω    -29.00  66.00   0.50    0.89    --   42.80 -91.00  21.00  190
 10  ω     63.00  89.00   0.50    1.86    --  108.63 -94.00 -60.00   52
 11  ω     62.00  95.00   0.50    1.86    --  108.63 -94.00-120.00   66
 12  ω    107.00 132.00   0.50    1.86    --  108.63 -61.00-180.00   50
 13  ω     92.00 132.00   0.50    1.86    --  108.63 -61.00 -60.00   80
 14  ω     91.00 116.00   0.50    1.86    --  108.63-125.00   0.00   50
 15  ω     65.00  90.00   0.50    1.86    --  108.63 -91.00  21.00   50
 16  ω     52.00  86.00   0.50    1.86    --  108.63 -61.00 -60.00   68
 17  ω     46.00 108.00   0.50    1.86    --  108.63 -94.00   0.00  124
 18  ω     41.00  84.00   0.50    1.86    --  108.63-125.00   0.00   86
 19  ω     35.00  97.00   0.50    1.86    --  108.63 -94.00  90.00  124
 20  ω     74.00 116.00   0.50    1.86    --  108.63-125.00 120.00   84
 21  ω     42.00  67.00   0.50    1.86    --  108.63 -45.00   0.00   50
 22  ω     30.00  64.00   0.50    1.86    --  108.63 -30.00  30.00   68
 23  ω     31.00  65.00   0.50    1.86    --  108.63 -30.00  90.00   68
 24  ω     31.00  66.00   0.50    1.86    --  108.63 -30.00 120.00   70
 25  ω     31.00  65.00   0.50    1.86    --  108.63 -30.00  60.00   68
 26  ω     30.00  66.00   0.50    1.86    --  108.63 -30.00   0.00   72
 27  ω     32.00  64.00   0.50    1.86    --  108.63 -30.00 -30.00   64
 28  ω     30.00  65.00   0.50    1.86    --  108.63 -30.00 -90.00   70
 29  ω     34.00  60.00   0.50    1.86    --  108.63 -30.00-120.00   52
 30  ω     45.00  81.00   0.50    1.86    --  108.63 -61.00-180.00   72
 31  ω     44.00  78.00   0.50    1.86    --  108.63 -45.00-180.00   68
 32  ω     32.00  66.00   0.50    1.86    --  108.63 -30.00-180.00   68
 33  ω     33.00  66.00   0.50    1.86    --  108.63 -30.00-150.00   66
 34  ω     85.00 112.00   0.50    1.86    --  108.63  30.00-120.00   54
 35  ω    134.00 177.00   0.50    1.86    --  108.63  30.00-120.00   86
 36  ω     88.00 113.00   0.50    0.89    --   42.80 125.00 -90.00   50
 37  ω     99.00 156.00   0.50    1.86    --  108.63  45.00 120.00  114
 38  ω    114.00 141.00   0.50    1.86    --  108.63  91.00 135.00   54
 39  ω    153.00 178.00   0.50    1.86    --  108.63  91.00 135.00   50
 40  ω     77.00 107.00   0.50    1.86    --  108.63  91.00 135.00   60
 41  ω     30.00  63.00   0.50    1.86    --  108.63 -30.00 150.00   66
 42  ω     34.00  66.00   0.50    1.86    --  108.63 -30.00 -60.00   64
 43  ω     35.00 102.00   0.50    1.86    --  108.63 -94.00 -90.00  134
 44  ω     56.00 113.00   0.50    1.86    --  108.63-125.00-150.00  114
 45  ω     49.00 111.00   0.50    1.86    --  108.63-125.00-180.00  124
 46  ω    -82.00 -56.00   0.50    1.86    --  -84.50  91.00 135.00   52
 47  ω    -59.00 -30.00   0.50    1.86    --  -84.50  45.00 150.00   58
 48  ω   -142.00-117.00   0.50    1.86    --  -84.50 -91.00  21.00   50
 49  ω   -110.00 -73.00   0.50    0.89    --  -42.80-125.00  90.00   74
 50  ω   -109.00 -78.00   0.50    0.89    --  -42.80-125.00-180.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1014896000
_diffrn_orient_matrix_UB_12      0.0017550000
_diffrn_orient_matrix_UB_13      0.0194085000
_diffrn_orient_matrix_UB_21      -0.0199077000
_diffrn_orient_matrix_UB_22      -0.0650105000
_diffrn_orient_matrix_UB_23      0.0952639000
_diffrn_orient_matrix_UB_31      0.0801007000
_diffrn_orient_matrix_UB_32      -0.1054725000
_diffrn_orient_matrix_UB_33      -0.0428060000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8466
_reflns_number_total             10148
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.160
_refine_diff_density_min         -1.963
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         10148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0952
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1709P)²+5.9335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2723
_refine_ls_wR_factor_ref         0.2849
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C61(H61)
2.b Aromatic/amide H refined with riding coordinates:
 C38(H38), C48(H48), C27(H27), C42(H42), C39(H39), C26(H26), C60(H60),
 C54(H54), C30(H30), C29(H29), C33(H33), C44(H44), C40(H40), C50(H50), C23(H23),
  C32(H32), C56(H56), C47(H47), C22(H22), C59(H59), C20(H20), C46(H46),
 C36(H36), C41(H41), C17(H17), C19(H19), C45(H45), C51(H51), C58(H58), C35(H35),
  C53(H53), C52(H52), C13(H13), C16(H16), C57(H57), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl4 Cl 0.34186(10) 0.12767(9) 0.58507(9) 0.0479(3) Uani 1 1 d . . . . .
Cl3 Cl -0.12710(10) 0.67353(9) 1.00721(9) 0.0501(3) Uani 1 1 d . . . . .
Cl2 Cl 0.62405(10) 1.03296(9) 0.75126(12) 0.0582(4) Uani 1 1 d . . . . .
Cl1 Cl 1.06911(13) 0.22372(11) 0.83035(14) 0.0759(5) Uani 1 1 d . . . . .
N3 N 0.2630(2) 0.7139(2) 0.7319(2) 0.0250(6) Uani 1 1 d . . . . .
N2 N 0.5528(3) 0.3858(2) 0.6161(2) 0.0253(6) Uani 1 1 d . . . . .
N1 N 0.7100(2) 0.4514(2) 0.6174(2) 0.0244(6) Uani 1 1 d . . . . .
N4 N 0.4161(2) 0.7457(2) 0.7834(2) 0.0257(6) Uani 1 1 d . . . . .
C7 C 0.3706(3) 0.6380(3) 0.7250(2) 0.0235(7) Uani 1 1 d . . . . .
C8 C 0.2304(3) 0.8033(3) 0.7663(2) 0.0247(7) Uani 1 1 d . . . . .
C9 C 0.3069(3) 0.8123(3) 0.8033(2) 0.0243(7) Uani 1 1 d . . . . .
C5 C 0.5194(3) 0.4721(3) 0.6572(3) 0.0243(7) Uani 1 1 d . . . . .
C3 C 0.7421(3) 0.3690(3) 0.5731(2) 0.0236(7) Uani 1 1 d . . . . .
C2 C 0.6016(3) 0.5012(3) 0.6634(2) 0.0239(7) Uani 1 1 d . . . . .
C10 C 0.4521(3) 0.6624(3) 0.7372(2) 0.0247(7) Uani 1 1 d . . . . .
C37 C 0.8633(3) 0.3253(3) 0.5207(2) 0.0243(7) Uani 1 1 d . . . . .
C31 C 0.3318(3) 0.3988(3) 0.6924(3) 0.0253(7) Uani 1 1 d . . . . .
C55 C 0.2716(3) 0.8886(3) 0.8687(3) 0.0260(7) Uani 1 1 d . . . . .
C6 C 0.3986(3) 0.5313(3) 0.7029(3) 0.0250(7) Uani 1 1 d . . . . .
C43 C 0.6937(3) 0.2301(3) 0.5418(2) 0.0252(7) Uani 1 1 d . . . . .
C24 C 0.3195(3) 0.4916(3) 0.7293(2) 0.0248(7) Uani 1 1 d . . . . .
C49 C 0.1154(3) 0.8886(3) 0.7618(2) 0.0266(7) Uani 1 1 d . . . . .
C4 C 0.6624(3) 0.3312(3) 0.5771(2) 0.0233(7) Uani 1 1 d . . . . .
C1 C 0.5734(3) 0.5910(3) 0.7117(3) 0.0253(7) Uani 1 1 d . . . . .
C38 C 0.8993(3) 0.2959(3) 0.4324(3) 0.0293(8) Uani 1 1 d . . . . .
H38 H 0.847149 0.301360 0.403585 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6569(3) 0.6035(3) 0.7307(3) 0.0276(7) Uani 1 1 d . . . . .
C25 C 0.2098(3) 0.5372(3) 0.7996(3) 0.0264(7) Uani 1 1 d . . . . .
C48 C 0.7944(3) 0.1394(3) 0.5495(3) 0.0288(8) Uani 1 1 d . . . . .
H48 H 0.844708 0.142077 0.575496 0.035 Uiso 1 1 calc R U . . .
C27 C 0.0060(3) 0.5919(3) 0.8481(3) 0.0325(8) Uani 1 1 d . . . . .
H27 H -0.060309 0.601251 0.836784 0.039 Uiso 1 1 calc R U . . .
C34 C 0.3357(3) 0.2339(3) 0.6260(3) 0.0320(8) Uani 1 1 d . . . . .
C42 C 0.9426(3) 0.3178(3) 0.5621(3) 0.0314(8) Uani 1 1 d . . . . .
H42 H 0.918852 0.339052 0.620302 0.038 Uiso 1 1 calc R U . . .
C39 C 1.0138(3) 0.2585(3) 0.3878(3) 0.0329(8) Uani 1 1 d . . . . .
H39 H 1.037776 0.239662 0.328676 0.039 Uiso 1 1 calc R U . . .
C26 C 0.1096(3) 0.5504(3) 0.7848(3) 0.0314(8) Uani 1 1 d . . . . .
H26 H 0.112195 0.530809 0.730962 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6476(3) 0.7095(3) 0.7373(3) 0.0290(8) Uani 1 1 d . . . . .
C12 C 0.7622(3) 0.5088(3) 0.7498(3) 0.0300(8) Uani 1 1 d . . . . .
C60 C 0.1750(3) 0.9055(3) 0.9417(3) 0.0318(8) Uani 1 1 d . . . . .
H60 H 0.130156 0.871011 0.947735 0.038 Uiso 1 1 calc R U . . .
C54 C 0.0292(3) 0.8595(3) 0.7713(3) 0.0315(8) Uani 1 1 d . . . . .
H54 H 0.043936 0.787220 0.781829 0.038 Uiso 1 1 calc R U . . .
C30 C 0.2041(3) 0.5628(3) 0.8829(3) 0.0322(8) Uani 1 1 d . . . . .
H30 H 0.270461 0.552069 0.895180 0.039 Uiso 1 1 calc R U . . .
C29 C 0.1020(4) 0.6037(3) 0.9478(3) 0.0358(9) Uani 1 1 d . . . . .
H29 H 0.099401 0.620455 1.002941 0.043 Uiso 1 1 calc R U . . .
C33 C 0.3199(4) 0.3299(3) 0.5706(3) 0.0348(8) Uani 1 1 d . . . . .
H33 H 0.309595 0.340414 0.511822 0.042 Uiso 1 1 calc R U . . .
C44 C 0.6183(3) 0.2252(3) 0.5031(3) 0.0315(8) Uani 1 1 d . . . . .
H44 H 0.550301 0.285072 0.498065 0.038 Uiso 1 1 calc R U . . .
C40 C 1.0925(3) 0.2489(3) 0.4300(3) 0.0354(9) Uani 1 1 d . . . . .
H40 H 1.169135 0.222422 0.399816 0.043 Uiso 1 1 calc R U . . .
C50 C 0.0925(3) 0.9970(3) 0.7447(3) 0.0308(8) Uani 1 1 d . . . . .
H50 H 0.149412 1.017459 0.738055 0.037 Uiso 1 1 calc R U . . .
C23 C 0.6049(3) 0.7990(3) 0.6736(3) 0.0333(8) Uani 1 1 d . . . . .
H23 H 0.579721 0.792055 0.627846 0.040 Uiso 1 1 calc R U . . .
C32 C 0.3196(3) 0.4106(3) 0.6044(3) 0.0312(8) Uani 1 1 d . . . . .
H32 H 0.310963 0.475174 0.566592 0.037 Uiso 1 1 calc R U . . .
C56 C 0.3380(4) 0.9404(3) 0.8616(3) 0.0339(8) Uani 1 1 d . . . . .
H56 H 0.403440 0.928710 0.814287 0.041 Uiso 1 1 calc R U . . .
C47 C 0.8208(4) 0.0450(3) 0.5189(3) 0.0358(9) Uani 1 1 d . . . . .
H47 H 0.888239 -0.015338 0.524576 0.043 Uiso 1 1 calc R U . . .
C22 C 0.5992(3) 0.8977(3) 0.6766(3) 0.0378(9) Uani 1 1 d . . . . .
H22 H 0.570729 0.956245 0.633506 0.045 Uiso 1 1 calc R U . . .
C21 C 0.6362(3) 0.9076(3) 0.7440(4) 0.0409(10) Uani 1 1 d . . . . .
C28 C 0.0036(4) 0.6191(3) 0.9284(3) 0.0355(9) Uani 1 1 d . . . . .
C59 C 0.1457(4) 0.9732(4) 1.0049(3) 0.0381(9) Uani 1 1 d . . . . .
H59 H 0.081046 0.984392 1.052982 0.046 Uiso 1 1 calc R U . . .
C20 C 0.6819(4) 0.8210(4) 0.8069(3) 0.0412(10) Uani 1 1 d . . . . .
H20 H 0.708824 0.828555 0.851115 0.049 Uiso 1 1 calc R U . . .
C46 C 0.7461(4) 0.0410(3) 0.4797(3) 0.0375(9) Uani 1 1 d . . . . .
H46 H 0.763834 -0.021929 0.458494 0.045 Uiso 1 1 calc R U . . .
C36 C 0.3420(4) 0.3026(3) 0.7485(3) 0.0370(9) Uani 1 1 d . . . . .
H36 H 0.345603 0.294340 0.809134 0.044 Uiso 1 1 calc R U . . .
C41 C 1.0569(3) 0.2789(4) 0.5170(3) 0.0376(9) Uani 1 1 d . . . . .
H41 H 1.109534 0.273091 0.545552 0.045 Uiso 1 1 calc R U . . .
C17 C 0.7516(4) 0.4212(3) 0.8113(3) 0.0359(9) Uani 1 1 d . . . . .
H17 H 0.680479 0.421327 0.836263 0.043 Uiso 1 1 calc R U . . .
C19 C 0.6872(3) 0.7219(3) 0.8034(3) 0.0359(9) Uani 1 1 d . . . . .
H19 H 0.717639 0.663375 0.845785 0.043 Uiso 1 1 calc R U . . .
C45 C 0.6454(4) 0.1304(4) 0.4722(3) 0.0378(9) Uani 1 1 d . . . . .
H45 H 0.595293 0.127241 0.446264 0.045 Uiso 1 1 calc R U . . .
C51 C -0.0157(4) 1.0748(3) 0.7376(3) 0.0388(10) Uani 1 1 d . . . . .
H51 H -0.030663 1.147230 0.725270 0.047 Uiso 1 1 calc R U . . .
C58 C 0.2129(4) 1.0247(4) 0.9965(3) 0.0423(10) Uani 1 1 d . . . . .
H58 H 0.193808 1.069555 1.039442 0.051 Uiso 1 1 calc R U . . .
C35 C 0.3467(4) 0.2190(3) 0.7153(3) 0.0419(10) Uani 1 1 d . . . . .
H35 H 0.357192 0.153581 0.752202 0.050 Uiso 1 1 calc R U . . .
C53 C -0.0786(3) 0.9382(4) 0.7650(3) 0.0396(10) Uani 1 1 d . . . . .
H53 H -0.136015 0.918267 0.771770 0.047 Uiso 1 1 calc R U . . .
C52 C -0.1011(4) 1.0447(4) 0.7488(3) 0.0403(10) Uani 1 1 d . . . . .
H52 H -0.173700 1.096963 0.745412 0.048 Uiso 1 1 calc R U . . .
C13 C 0.8691(3) 0.5080(3) 0.7148(4) 0.0388(10) Uani 1 1 d . . . . .
H13 H 0.877122 0.566759 0.675248 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8468(4) 0.3338(4) 0.8355(3) 0.0462(11) Uani 1 1 d . . . . .
H16 H 0.839209 0.275671 0.876366 0.055 Uiso 1 1 calc R U . . .
C57 C 0.3076(4) 1.0089(4) 0.9244(3) 0.0415(10) Uani 1 1 d . . . . .
H57 H 0.351477 1.044571 0.917942 0.050 Uiso 1 1 calc R U . . .
C14 C 0.9650(4) 0.4193(4) 0.7387(4) 0.0487(13) Uani 1 1 d . . . . .
H14 H 1.036671 0.417995 0.714267 0.058 Uiso 1 1 calc R U . . .
C15 C 0.9511(4) 0.3338(4) 0.7991(4) 0.0467(12) Uani 1 1 d . . . . .
Cl5 Cl -0.4017(2) 1.26607(17) 0.82228(16) 0.0986(7) Uani 1 1 d . . . . .
Cl6 Cl -0.5456(3) 1.1884(4) 0.96803(16) 0.1493(15) Uani 1 1 d . . . . .
Cl7 Cl -0.4966(3) 1.3598(4) 0.9936(2) 0.1657(16) Uani 1 1 d . . . . .
C61 C -0.4280(16) 1.2409(8) 0.9299(10) 0.183(8) Uani 1 1 d . . . . .
H61 H -0.359430 1.186522 0.949933 0.219 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl4 C34 1.746(4) . ?
Cl3 C28 1.748(4) . ?
Cl2 C21 1.745(4) . ?
Cl1 C15 1.742(4) . ?
N3 C7 1.345(4) . ?
N3 C8 1.326(5) . ?
N2 C5 1.344(5) . ?
N2 C4 1.334(5) . ?
N1 C3 1.331(5) . ?
N1 C2 1.342(4) . ?
N4 C9 1.323(5) . ?
N4 C10 1.348(5) . ?
C7 C10 1.406(5) . ?
C7 C6 1.484(5) . ?
C8 C9 1.425(5) . ?
C8 C49 1.480(5) . ?
C9 C55 1.480(5) . ?
C5 C2 1.421(5) . ?
C5 C6 1.478(5) . ?
C3 C37 1.491(5) . ?
C3 C4 1.420(5) . ?
C2 C1 1.478(5) . ?
C10 C1 1.464(5) . ?
C37 C38 1.395(5) . ?
C37 C42 1.392(5) . ?
C31 C24 1.491(5) . ?
C31 C32 1.385(5) . ?
C31 C36 1.389(6) . ?
C55 C60 1.399(5) . ?
C55 C56 1.393(5) . ?
C6 C24 1.364(5) . ?
C43 C4 1.491(5) . ?
C43 C48 1.390(5) . ?
C43 C44 1.397(5) . ?
C24 C25 1.499(5) . ?
C49 C54 1.392(6) . ?
C49 C50 1.392(5) . ?
C1 C11 1.378(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.388(5) . ?
C11 C18 1.482(5) . ?
C11 C12 1.491(5) . ?
C25 C26 1.394(5) . ?
C25 C30 1.399(5) . ?
C48 H48 0.9300 . ?
C48 C47 1.386(6) . ?
C27 H27 0.9300 . ?
C27 C26 1.390(5) . ?
C27 C28 1.381(6) . ?
C34 C33 1.373(6) . ?
C34 C35 1.390(6) . ?
C42 H42 0.9300 . ?
C42 C41 1.388(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.381(6) . ?
C26 H26 0.9300 . ?
C18 C23 1.399(6) . ?
C18 C19 1.391(6) . ?
C12 C17 1.397(6) . ?
C12 C13 1.392(6) . ?
C60 H60 0.9300 . ?
C60 C59 1.383(6) . ?
C54 H54 0.9300 . ?
C54 C53 1.389(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.387(6) . ?
C29 H29 0.9300 . ?
C29 C28 1.392(6) . ?
C33 H33 0.9300 . ?
C33 C32 1.380(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.391(6) . ?
C40 H40 0.9300 . ?
C40 C41 1.381(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.391(6) . ?
C23 H23 0.9300 . ?
C23 C22 1.385(6) . ?
C32 H32 0.9300 . ?
C56 H56 0.9300 . ?
C56 C57 1.383(6) . ?
C47 H47 0.9300 . ?
C47 C46 1.387(6) . ?
C22 H22 0.9300 . ?
C22 C21 1.368(7) . ?
C21 C20 1.380(7) . ?
C59 H59 0.9300 . ?
C59 C58 1.394(7) . ?
C20 H20 0.9300 . ?
C20 C19 1.394(6) . ?
C46 H46 0.9300 . ?
C46 C45 1.382(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.385(6) . ?
C41 H41 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.391(6) . ?
C19 H19 0.9300 . ?
C45 H45 0.9300 . ?
C51 H51 0.9300 . ?
C51 C52 1.385(7) . ?
C58 H58 0.9300 . ?
C58 C57 1.377(7) . ?
C35 H35 0.9300 . ?
C53 H53 0.9300 . ?
C53 C52 1.368(7) . ?
C52 H52 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.403(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.363(8) . ?
C57 H57 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.382(8) . ?
Cl5 C61 1.566(14) . ?
Cl6 C61 1.962(17) . ?
Cl7 C61 1.862(14) . ?
C61 H61 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N3 C7 119.5(3) . . ?
C4 N2 C5 119.9(3) . . ?
C3 N1 C2 120.2(3) . . ?
C9 N4 C10 119.7(3) . . ?
N3 C7 C10 119.4(3) . . ?
N3 C7 C6 118.0(3) . . ?
C10 C7 C6 122.5(3) . . ?
N3 C8 C9 119.1(3) . . ?
N3 C8 C49 116.6(3) . . ?
C9 C8 C49 124.3(3) . . ?
N4 C9 C8 119.7(3) . . ?
N4 C9 C55 116.1(3) . . ?
C8 C9 C55 124.1(3) . . ?
N2 C5 C2 119.8(3) . . ?
N2 C5 C6 120.3(3) . . ?
C2 C5 C6 119.7(3) . . ?
N1 C3 C37 114.5(3) . . ?
N1 C3 C4 120.0(3) . . ?
C4 C3 C37 125.5(3) . . ?
N1 C2 C5 119.4(3) . . ?
N1 C2 C1 116.8(3) . . ?
C5 C2 C1 123.6(3) . . ?
N4 C10 C7 118.6(3) . . ?
N4 C10 C1 119.9(3) . . ?
C7 C10 C1 121.0(3) . . ?
C38 C37 C3 123.4(3) . . ?
C42 C37 C3 117.2(3) . . ?
C42 C37 C38 119.4(3) . . ?
C32 C31 C24 120.5(3) . . ?
C32 C31 C36 117.9(4) . . ?
C36 C31 C24 121.1(3) . . ?
C60 C55 C9 121.0(3) . . ?
C56 C55 C9 120.3(3) . . ?
C56 C55 C60 118.7(4) . . ?
C5 C6 C7 113.7(3) . . ?
C24 C6 C7 121.4(3) . . ?
C24 C6 C5 124.8(3) . . ?
C48 C43 C4 121.5(3) . . ?
C48 C43 C44 119.2(3) . . ?
C44 C43 C4 119.3(3) . . ?
C31 C24 C25 112.5(3) . . ?
C6 C24 C31 124.5(3) . . ?
C6 C24 C25 123.1(3) . . ?
C54 C49 C8 119.1(3) . . ?
C50 C49 C8 121.6(3) . . ?
C50 C49 C54 119.2(4) . . ?
N2 C4 C3 119.8(3) . . ?
N2 C4 C43 116.4(3) . . ?
C3 C4 C43 123.8(3) . . ?
C10 C1 C2 114.7(3) . . ?
C11 C1 C2 121.1(3) . . ?
C11 C1 C10 124.2(3) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 C37 119.4(4) . . ?
C39 C38 H38 120.3 . . ?
C1 C11 C18 123.3(3) . . ?
C1 C11 C12 121.2(3) . . ?
C18 C11 C12 115.4(3) . . ?
C26 C25 C24 119.7(3) . . ?
C26 C25 C30 117.8(3) . . ?
C30 C25 C24 122.4(3) . . ?
C43 C48 H48 119.6 . . ?
C47 C48 C43 120.8(4) . . ?
C47 C48 H48 119.6 . . ?
C26 C27 H27 120.7 . . ?
C28 C27 H27 120.7 . . ?
C28 C27 C26 118.5(4) . . ?
C33 C34 Cl4 120.1(3) . . ?
C33 C34 C35 121.2(4) . . ?
C35 C34 Cl4 118.7(3) . . ?
C37 C42 H42 119.7 . . ?
C41 C42 C37 120.5(4) . . ?
C41 C42 H42 119.7 . . ?
C38 C39 H39 119.5 . . ?
C40 C39 C38 121.1(4) . . ?
C40 C39 H39 119.5 . . ?
C25 C26 H26 119.1 . . ?
C27 C26 C25 121.8(4) . . ?
C27 C26 H26 119.1 . . ?
C23 C18 C11 121.0(4) . . ?
C19 C18 C11 121.3(4) . . ?
C19 C18 C23 117.6(4) . . ?
C17 C12 C11 118.5(3) . . ?
C13 C12 C11 122.5(4) . . ?
C13 C12 C17 118.8(4) . . ?
C55 C60 H60 119.7 . . ?
C59 C60 C55 120.5(4) . . ?
C59 C60 H60 119.7 . . ?
C49 C54 H54 119.9 . . ?
C53 C54 C49 120.1(4) . . ?
C53 C54 H54 119.9 . . ?
C25 C30 H30 119.2 . . ?
C29 C30 C25 121.7(4) . . ?
C29 C30 H30 119.2 . . ?
C30 C29 H29 120.8 . . ?
C30 C29 C28 118.4(4) . . ?
C28 C29 H29 120.8 . . ?
C34 C33 H33 120.8 . . ?
C34 C33 C32 118.3(4) . . ?
C32 C33 H33 120.8 . . ?
C43 C44 H44 120.1 . . ?
C45 C44 C43 119.8(4) . . ?
C45 C44 H44 120.1 . . ?
C39 C40 H40 120.2 . . ?
C41 C40 C39 119.6(4) . . ?
C41 C40 H40 120.2 . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 119.9(4) . . ?
C51 C50 H50 120.0 . . ?
C18 C23 H23 119.1 . . ?
C22 C23 C18 121.9(4) . . ?
C22 C23 H23 119.1 . . ?
C31 C32 H32 118.8 . . ?
C33 C32 C31 122.4(4) . . ?
C33 C32 H32 118.8 . . ?
C55 C56 H56 119.7 . . ?
C57 C56 C55 120.6(4) . . ?
C57 C56 H56 119.7 . . ?
C48 C47 H47 120.2 . . ?
C48 C47 C46 119.7(4) . . ?
C46 C47 H47 120.2 . . ?
C23 C22 H22 120.6 . . ?
C21 C22 C23 118.8(4) . . ?
C21 C22 H22 120.6 . . ?
C22 C21 Cl2 119.2(4) . . ?
C22 C21 C20 121.4(4) . . ?
C20 C21 Cl2 119.4(4) . . ?
C27 C28 Cl3 118.5(3) . . ?
C27 C28 C29 121.8(4) . . ?
C29 C28 Cl3 119.7(3) . . ?
C60 C59 H59 120.0 . . ?
C60 C59 C58 120.1(4) . . ?
C58 C59 H59 120.0 . . ?
C21 C20 H20 120.3 . . ?
C21 C20 C19 119.3(4) . . ?
C19 C20 H20 120.3 . . ?
C47 C46 H46 120.0 . . ?
C45 C46 C47 120.1(4) . . ?
C45 C46 H46 120.0 . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.8(4) . . ?
C35 C36 H36 119.6 . . ?
C42 C41 H41 120.0 . . ?
C40 C41 C42 120.0(4) . . ?
C40 C41 H41 120.0 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.5(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C19 C20 120.9(4) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C44 C45 H45 119.8 . . ?
C46 C45 C44 120.5(4) . . ?
C46 C45 H45 119.8 . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.1(4) . . ?
C52 C51 H51 119.9 . . ?
C59 C58 H58 120.2 . . ?
C57 C58 C59 119.6(4) . . ?
C57 C58 H58 120.2 . . ?
C34 C35 H35 120.4 . . ?
C36 C35 C34 119.2(4) . . ?
C36 C35 H35 120.4 . . ?
C54 C53 H53 119.8 . . ?
C52 C53 C54 120.4(4) . . ?
C52 C53 H53 119.8 . . ?
C51 C52 H52 120.0 . . ?
C53 C52 C51 120.1(4) . . ?
C53 C52 H52 120.0 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(4) . . ?
C14 C13 H13 119.8 . . ?
C17 C16 H16 120.1 . . ?
C15 C16 C17 119.8(5) . . ?
C15 C16 H16 120.1 . . ?
C56 C57 H57 119.7 . . ?
C58 C57 C56 120.5(4) . . ?
C58 C57 H57 119.7 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 118.9(4) . . ?
C15 C14 H14 120.5 . . ?
C16 C15 Cl1 119.1(4) . . ?
C16 C15 C14 121.5(4) . . ?
C14 C15 Cl1 119.4(4) . . ?
Cl5 C61 Cl6 107.2(5) . . ?
Cl5 C61 Cl7 115.4(5) . . ?
Cl5 C61 H61 110.6 . . ?
Cl6 C61 H61 110.6 . . ?
Cl7 C61 Cl6 102.2(10) . . ?
Cl7 C61 H61 110.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl4 C34 C33 C32 -177.7(3) . . . . ?
Cl4 C34 C35 C36 -180.0(4) . . . . ?
Cl2 C21 C20 C19 177.4(3) . . . . ?
N3 C7 C10 N4 21.0(5) . . . . ?
N3 C7 C10 C1 -167.2(3) . . . . ?
N3 C7 C6 C5 154.4(3) . . . . ?
N3 C7 C6 C24 -29.9(5) . . . . ?
N3 C8 C9 N4 16.4(5) . . . . ?
N3 C8 C9 C55 -159.8(3) . . . . ?
N3 C8 C49 C54 34.1(5) . . . . ?
N3 C8 C49 C50 -143.2(4) . . . . ?
N2 C5 C2 N1 9.1(5) . . . . ?
N2 C5 C2 C1 -176.5(3) . . . . ?
N2 C5 C6 C7 -166.2(3) . . . . ?
N2 C5 C6 C24 18.3(6) . . . . ?
N1 C3 C37 C38 -137.6(4) . . . . ?
N1 C3 C37 C42 40.0(5) . . . . ?
N1 C3 C4 N2 7.7(5) . . . . ?
N1 C3 C4 C43 -170.7(3) . . . . ?
N1 C2 C1 C10 162.6(3) . . . . ?
N1 C2 C1 C11 -17.8(5) . . . . ?
N4 C9 C55 C60 -134.2(4) . . . . ?
N4 C9 C55 C56 42.0(5) . . . . ?
N4 C10 C1 C2 178.4(3) . . . . ?
N4 C10 C1 C11 -1.1(6) . . . . ?
C7 N3 C8 C9 -6.0(5) . . . . ?
C7 N3 C8 C49 173.1(3) . . . . ?
C7 C10 C1 C2 6.8(5) . . . . ?
C7 C10 C1 C11 -172.7(4) . . . . ?
C7 C6 C24 C31 165.4(3) . . . . ?
C7 C6 C24 C25 -14.7(5) . . . . ?
C8 N3 C7 C10 -12.2(5) . . . . ?
C8 N3 C7 C6 168.8(3) . . . . ?
C8 C9 C55 C60 42.1(5) . . . . ?
C8 C9 C55 C56 -141.7(4) . . . . ?
C8 C49 C54 C53 -178.3(4) . . . . ?
C8 C49 C50 C51 177.6(4) . . . . ?
C9 N4 C10 C7 -10.6(5) . . . . ?
C9 N4 C10 C1 177.5(3) . . . . ?
C9 C8 C49 C54 -146.9(4) . . . . ?
C9 C8 C49 C50 35.8(5) . . . . ?
C9 C55 C60 C59 177.0(4) . . . . ?
C9 C55 C56 C57 -177.7(4) . . . . ?
C5 N2 C4 C3 -4.6(5) . . . . ?
C5 N2 C4 C43 173.8(3) . . . . ?
C5 C2 C1 C10 -11.8(5) . . . . ?
C5 C2 C1 C11 167.7(4) . . . . ?
C5 C6 C24 C31 -19.4(6) . . . . ?
C5 C6 C24 C25 160.4(3) . . . . ?
C3 N1 C2 C5 -6.1(5) . . . . ?
C3 N1 C2 C1 179.2(3) . . . . ?
C3 C37 C38 C39 178.3(3) . . . . ?
C3 C37 C42 C41 -179.3(4) . . . . ?
C2 N1 C3 C37 176.8(3) . . . . ?
C2 N1 C3 C4 -2.1(5) . . . . ?
C2 C5 C6 C7 19.0(5) . . . . ?
C2 C5 C6 C24 -156.5(4) . . . . ?
C2 C1 C11 C18 150.6(4) . . . . ?
C2 C1 C11 C12 -31.8(6) . . . . ?
C10 N4 C9 C8 -7.5(5) . . . . ?
C10 N4 C9 C55 169.0(3) . . . . ?
C10 C7 C6 C5 -24.5(5) . . . . ?
C10 C7 C6 C24 151.2(4) . . . . ?
C10 C1 C11 C18 -29.9(6) . . . . ?
C10 C1 C11 C12 147.7(4) . . . . ?
C37 C3 C4 N2 -171.1(3) . . . . ?
C37 C3 C4 C43 10.6(5) . . . . ?
C37 C38 C39 C40 0.7(6) . . . . ?
C37 C42 C41 C40 1.1(6) . . . . ?
C31 C24 C25 C26 -42.3(5) . . . . ?
C31 C24 C25 C30 134.5(4) . . . . ?
C31 C36 C35 C34 -3.1(7) . . . . ?
C55 C60 C59 C58 -0.4(6) . . . . ?
C55 C56 C57 C58 1.9(7) . . . . ?
C6 C7 C10 N4 -160.1(3) . . . . ?
C6 C7 C10 C1 11.7(5) . . . . ?
C6 C5 C2 N1 -176.0(3) . . . . ?
C6 C5 C2 C1 -1.7(5) . . . . ?
C6 C24 C25 C26 137.8(4) . . . . ?
C6 C24 C25 C30 -45.4(5) . . . . ?
C43 C48 C47 C46 0.3(6) . . . . ?
C43 C44 C45 C46 0.2(6) . . . . ?
C24 C31 C32 C33 -173.9(4) . . . . ?
C24 C31 C36 C35 176.3(4) . . . . ?
C24 C25 C26 C27 179.8(3) . . . . ?
C24 C25 C30 C29 -179.2(4) . . . . ?
C49 C8 C9 N4 -162.6(3) . . . . ?
C49 C8 C9 C55 21.2(5) . . . . ?
C49 C54 C53 C52 0.5(6) . . . . ?
C49 C50 C51 C52 0.9(6) . . . . ?
C4 N2 C5 C2 -3.5(5) . . . . ?
C4 N2 C5 C6 -178.3(3) . . . . ?
C4 C3 C37 C38 41.3(5) . . . . ?
C4 C3 C37 C42 -141.2(4) . . . . ?
C4 C43 C48 C47 178.0(4) . . . . ?
C4 C43 C44 C45 -178.3(4) . . . . ?
C1 C11 C18 C23 -42.8(6) . . . . ?
C1 C11 C18 C19 141.2(4) . . . . ?
C1 C11 C12 C17 -46.7(5) . . . . ?
C1 C11 C12 C13 138.8(4) . . . . ?
C38 C37 C42 C41 -1.7(6) . . . . ?
C38 C39 C40 C41 -1.3(6) . . . . ?
C11 C18 C23 C22 -177.7(4) . . . . ?
C11 C18 C19 C20 177.6(4) . . . . ?
C11 C12 C17 C16 -176.1(4) . . . . ?
C11 C12 C13 C14 176.5(4) . . . . ?
C25 C30 C29 C28 0.1(6) . . . . ?
C48 C43 C4 N2 -142.2(4) . . . . ?
C48 C43 C4 C3 36.2(5) . . . . ?
C48 C43 C44 C45 -0.6(6) . . . . ?
C48 C47 C46 C45 -0.7(6) . . . . ?
C34 C33 C32 C31 -1.7(6) . . . . ?
C42 C37 C38 C39 0.8(6) . . . . ?
C39 C40 C41 C42 0.4(7) . . . . ?
C26 C25 C30 C29 -2.3(6) . . . . ?
C26 C27 C28 Cl3 178.9(3) . . . . ?
C26 C27 C28 C29 -1.4(6) . . . . ?
C18 C11 C12 C17 131.1(4) . . . . ?
C18 C11 C12 C13 -43.4(5) . . . . ?
C18 C23 C22 C21 -0.1(6) . . . . ?
C12 C11 C18 C23 139.5(4) . . . . ?
C12 C11 C18 C19 -36.6(5) . . . . ?
C12 C17 C16 C15 0.2(7) . . . . ?
C12 C13 C14 C15 -1.4(7) . . . . ?
C60 C55 C56 C57 -1.4(6) . . . . ?
C60 C59 C58 C57 0.8(7) . . . . ?
C54 C49 C50 C51 0.2(6) . . . . ?
C54 C53 C52 C51 0.7(7) . . . . ?
C30 C25 C26 C27 2.8(6) . . . . ?
C30 C29 C28 Cl3 -178.4(3) . . . . ?
C30 C29 C28 C27 1.8(6) . . . . ?
C33 C34 C35 C36 -0.2(7) . . . . ?
C44 C43 C4 N2 35.4(5) . . . . ?
C44 C43 C4 C3 -146.2(4) . . . . ?
C44 C43 C48 C47 0.4(6) . . . . ?
C50 C49 C54 C53 -0.9(6) . . . . ?
C50 C51 C52 C53 -1.4(6) . . . . ?
C23 C18 C19 C20 1.5(6) . . . . ?
C23 C22 C21 Cl2 -177.4(3) . . . . ?
C23 C22 C21 C20 2.0(6) . . . . ?
C32 C31 C24 C6 -74.2(5) . . . . ?
C32 C31 C24 C25 106.0(4) . . . . ?
C32 C31 C36 C35 3.9(6) . . . . ?
C56 C55 C60 C59 0.7(6) . . . . ?
C47 C46 C45 C44 0.4(7) . . . . ?
C22 C21 C20 C19 -2.0(7) . . . . ?
C21 C20 C19 C18 0.3(7) . . . . ?
C28 C27 C26 C25 -1.0(6) . . . . ?
C59 C58 C57 C56 -1.6(7) . . . . ?
C36 C31 C24 C6 113.6(4) . . . . ?
C36 C31 C24 C25 -66.3(5) . . . . ?
C36 C31 C32 C33 -1.5(6) . . . . ?
C17 C12 C13 C14 2.0(6) . . . . ?
C17 C16 C15 Cl1 179.9(3) . . . . ?
C17 C16 C15 C14 0.4(7) . . . . ?
C19 C18 C23 C22 -1.5(6) . . . . ?
C35 C34 C33 C32 2.5(6) . . . . ?
C13 C12 C17 C16 -1.4(6) . . . . ?
C13 C14 C15 Cl1 -179.3(4) . . . . ?
C13 C14 C15 C16 0.2(7) . . . . ?

_olex2_submission_original_sample_id yi200625-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.930
_oxdiff_exptl_absorpt_empirical_full_min 0.587
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210222-sgwr4
_database_code_depnum_ccdc_archive 'CCDC 2176758'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210222-sgwr4
_chemical_formula_moiety         'C60 H36 F4 N4, O'
_chemical_formula_sum            'C60 H38 F4 N4 O'
_chemical_formula_weight         906.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.3387(4)
_cell_length_b                   16.6099(5)
_cell_length_c                   18.4931(6)
_cell_angle_alpha                108.333(3)
_cell_angle_beta                 94.699(2)
_cell_angle_gamma                105.688(3)
_cell_volume                     3681.3(2)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    19370
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.4830
_cell_measurement_theta_min      2.5550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.685
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1410
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41870
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.992
_diffrn_reflns_theta_min         2.560
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -89.00   0.50    3.64    --  -42.55-145.00 143.00   50
  2  ω    -85.00 -59.00   0.50    3.64    --  -42.55-145.00 143.00   52
  3  ω   -115.00 -81.00   0.50    3.64    --  -42.55-125.00  90.00   68
  4  ω   -132.00-101.00   0.50   13.28    --  -84.50-125.00 -49.00   62
  5  ω   -123.00 -62.00   0.50   13.28    --  -84.50 -45.00-180.00  122
  6  ω    -89.00 -58.00   0.50    3.64    --  -42.55 125.00  28.00   62
  7  ω   -112.00 -87.00   0.50   13.28    --  -84.50 125.00  28.00   50
  8  ω    -64.00  35.00   0.50    3.64    --  -42.55  37.00 150.00  198
  9  ω     16.00 116.00   0.50    3.64    --   42.55  77.00   0.00  200
 10  ω     63.00 115.00   0.50    3.64    --   42.55  57.00 -30.00  104
 11  ω     68.00 100.00   0.50    3.64    --   42.55 145.00-164.00   64
 12  ω     91.00 116.00   0.50   13.28    --  108.63 145.00-164.00   50
 13  ω    122.00 151.00   0.50   13.28    --  108.63  45.00-180.00   58
 14  ω     79.00 117.00   0.50   13.28    --  108.63 -61.00 -90.00   76
 15  ω     76.00 107.00   0.50   13.28    --  108.63 -94.00 -90.00   62
 16  ω     87.00 112.00   0.50   13.28    --  108.63-125.00 -49.00   50
 17  ω     98.00 124.00   0.50   13.28    --  108.63 -77.00  30.00   52
 18  ω     63.00 177.00   0.50   13.28    --  108.63  15.00  90.00  228
 19  ω    132.00 173.00   0.50   13.28    --  108.63  30.00 120.00   82
 20  ω    103.00 128.00   0.50   13.28    --  108.63 125.00  28.00   50
 21  ω     85.00 118.00   0.50   13.28    --  108.63  30.00 120.00   66
 22  ω     43.00  68.00   0.50   13.28    --  108.63 -45.00 150.00   50
 23  ω     34.00  69.00   0.50   13.28    --  108.63 -45.00 120.00   70
 24  ω     30.00  55.00   0.50   13.28    --  108.63 -30.00  60.00   50
 25  ω     36.00  78.00   0.50   13.28    --  108.63 -45.00  60.00   84
 26  ω     59.00  88.00   0.50   13.28    --  108.63 -77.00  30.00   58
 27  ω     61.00 109.00   0.50   13.28    --  108.63 -94.00  30.00   96
 28  ω     40.00  65.00   0.50    3.64    --   42.55-145.00 143.00   50
 29  ω     38.00 131.00   0.50   13.28    --  108.63-145.00 143.00  186
 30  ω     76.00 108.00   0.50   13.28    --  108.63 -94.00 150.00   64
 31  ω     43.00  70.00   0.50   13.28    --  108.63 -94.00 150.00   54
 32  ω     33.00  66.00   0.50   13.28    --  108.63 -30.00 120.00   66
 33  ω     31.00  66.00   0.50   13.28    --  108.63 -30.00   0.00   70
 34  ω     44.00  73.00   0.50   13.28    --  108.63 -45.00 -60.00   58
 35  ω     32.00  64.00   0.50   13.28    --  108.63 -30.00 -30.00   64
 36  ω     39.00  64.00   0.50   13.28    --  108.63 -61.00 -90.00   50
 37  ω     38.00 106.00   0.50   13.28    --  108.63 -94.00-150.00  136
 38  ω     36.00 133.00   0.50   13.28    --  108.63 -77.00 -90.00  194
 39  ω     31.00  66.00   0.50   13.28    --  108.63 -30.00-120.00   70
 40  ω     36.00  77.00   0.50   13.28    --  108.63 -45.00-180.00   82
 41  ω     35.00  65.00   0.50   13.28    --  108.63 -30.00-180.00   60
 42  ω     32.00  62.00   0.50   13.28    --  108.63 -30.00 -90.00   60
 43  ω     30.00  59.00   0.50   13.28    --  108.63 -30.00 -60.00   58
 44  ω     36.00  62.00   0.50   13.28    --  108.63 -94.00 -90.00   52
 45  ω     37.00 107.00   0.50   13.28    --  108.63-125.00-180.00  140
 46  ω     18.00  96.00   0.50    3.64    --   42.55-125.00 -49.00  156
 47  ω    -79.00 -53.00   0.50    3.64    --  -42.55 145.00-164.00   52
 48  ω   -100.00 -75.00   0.50   13.28    --  -84.50 145.00-164.00   50
 49  ω   -125.00-100.00   0.50   13.28    --  -84.50-145.00 143.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0223623000
_diffrn_orient_matrix_UB_12      0.0543162000
_diffrn_orient_matrix_UB_13      0.0873974000
_diffrn_orient_matrix_UB_21      0.0417521000
_diffrn_orient_matrix_UB_22      0.0869926000
_diffrn_orient_matrix_UB_23      -0.0169079000
_diffrn_orient_matrix_UB_31      -0.1124512000
_diffrn_orient_matrix_UB_32      0.0081524000
_diffrn_orient_matrix_UB_33      -0.0065949000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12677
_reflns_number_total             14790
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.00098(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     932
_refine_ls_number_reflns         14790
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0828P)²+1.3720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1508
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: O1(0.5) O1A(0.5) O2(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C68(H68), C77(H77), C75(H75), C78(H78), C74(H74), C84(H84), C72(H72),
 C71(H71), C42(H42), C80(H80), C69(H69), C90(H90), C86(H86), C36(H36), C50(H50),
  C83(H83), C56(H56), C32(H32), C26(H26), C60(H60), C81(H81), C33(H33),
 C41(H41), C54(H54), C82(H82), C35(H35), C23(H23), C19(H19), C44(H44), C88(H88),
  C38(H38), C89(H89), C48(H48), C17(H17), C59(H59), C57(H57), C87(H87),
 C51(H51), C30(H30), C40(H40), C39(H39), C58(H58), C27(H27), C22(H22), C20(H20),
  C45(H45), C16(H16), C52(H52), C53(H53), C47(H47), C13(H13), C46(H46),
 C29(H29), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F6 F 0.56574(8) 1.24365(7) 0.68572(6) 0.0405(2) Uani 1 1 d . . . . .
F5 F 0.33505(9) 0.84092(8) 0.19235(7) 0.0523(3) Uani 1 1 d . . . . .
F4 F -0.06435(9) 0.35245(10) 0.70697(11) 0.0734(4) Uani 1 1 d . . . . .
N6 N -0.15710(10) 0.98281(9) 0.38530(7) 0.0291(3) Uani 1 1 d . . . . .
N5 N 0.01895(10) 0.93709(9) 0.34493(7) 0.0293(3) Uani 1 1 d . . . . .
N3 N 0.61626(10) 0.48576(9) 0.81420(7) 0.0296(3) Uani 1 1 d . . . . .
N2 N 0.33390(10) 0.40829(9) 0.61505(8) 0.0299(3) Uani 1 1 d . . . . .
N4 N 0.70982(11) 0.63461(9) 0.77764(8) 0.0322(3) Uani 1 1 d . . . . .
N1 N 0.42273(10) 0.56381(9) 0.58628(8) 0.0318(3) Uani 1 1 d . . . . .
F2 F 0.83557(15) 0.98249(11) 0.98875(9) 0.0912(6) Uani 1 1 d . . . . .
C65 C -0.08445(12) 0.98158(10) 0.43966(9) 0.0281(3) Uani 1 1 d . . . . .
C62 C 0.01127(12) 0.96807(10) 0.41983(9) 0.0279(3) Uani 1 1 d . . . . .
C61 C 0.10573(12) 0.99555(10) 0.48033(9) 0.0283(3) Uani 1 1 d . . . . .
C63 C -0.05878(12) 0.92825(10) 0.29004(9) 0.0288(3) Uani 1 1 d . . . . .
F1 F 0.32317(17) 0.84853(12) 0.55388(13) 0.1059(7) Uani 1 1 d . . . . .
C64 C -0.14399(12) 0.96077(10) 0.31196(9) 0.0288(3) Uani 1 1 d . . . . .
F3 F 0.48230(15) 0.32754(18) 1.03037(12) 0.1160(8) Uani 1 1 d . . . . .
C6 C 0.44377(12) 0.46840(10) 0.74279(9) 0.0285(3) Uani 1 1 d . . . . .
C7 C 0.55860(12) 0.51500(10) 0.77223(9) 0.0287(3) Uani 1 1 d . . . . .
C4 C 0.30045(12) 0.41658(11) 0.54837(9) 0.0307(3) Uani 1 1 d . . . . .
C24 C 0.37455(12) 0.42584(10) 0.77923(9) 0.0301(3) Uani 1 1 d . . . . .
C5 C 0.40818(12) 0.47769(10) 0.66872(9) 0.0294(3) Uani 1 1 d . . . . .
C79 C -0.04822(13) 0.88330(10) 0.20910(9) 0.0304(3) Uani 1 1 d . . . . .
C73 C 0.30148(12) 1.06936(10) 0.52618(9) 0.0287(3) Uani 1 1 d . . . . .
C3 C 0.34287(12) 0.49725(11) 0.53483(10) 0.0317(3) Uani 1 1 d . . . . .
C10 C 0.60557(12) 0.59318(10) 0.75635(9) 0.0305(3) Uani 1 1 d . . . . .
C2 C 0.45548(12) 0.55541(10) 0.65260(9) 0.0300(3) Uani 1 1 d . . . . .
C9 C 0.76860(13) 0.60401(11) 0.81798(9) 0.0318(3) Uani 1 1 d . . . . .
C66 C 0.20702(12) 1.00716(10) 0.46624(9) 0.0294(3) Uani 1 1 d . . . . .
C8 C 0.72026(12) 0.53019(10) 0.83929(9) 0.0300(3) Uani 1 1 d . . . . .
C67 C 0.23552(12) 0.96298(11) 0.39126(9) 0.0297(3) Uani 1 1 d . . . . .
C49 C 0.77387(12) 0.49533(11) 0.89054(10) 0.0327(3) Uani 1 1 d . . . . .
C85 C -0.22128(13) 0.97349(11) 0.25731(9) 0.0309(3) Uani 1 1 d . . . . .
C68 C 0.20547(12) 0.86993(11) 0.35844(10) 0.0331(3) Uani 1 1 d . . . . .
H68 H 0.162472 0.835286 0.381788 0.040 Uiso 1 1 calc R U . . .
C77 C 0.39512(13) 1.21703(11) 0.61879(10) 0.0336(3) Uani 1 1 d . . . . .
H77 H 0.398269 1.275782 0.644846 0.040 Uiso 1 1 calc R U . . .
C75 C 0.47887(12) 1.10109(11) 0.59382(9) 0.0317(3) Uani 1 1 d . . . . .
H75 H 0.537041 1.082965 0.603833 0.038 Uiso 1 1 calc R U . . .
C76 C 0.47856(12) 1.18664(11) 0.63202(9) 0.0315(3) Uani 1 1 d . . . . .
C1 C 0.54175(12) 0.62811(11) 0.71185(9) 0.0311(3) Uani 1 1 d . . . . .
C78 C 0.30583(12) 1.15718(11) 0.56522(10) 0.0317(3) Uani 1 1 d . . . . .
H78 H 0.248278 1.176091 0.555349 0.038 Uiso 1 1 calc R U . . .
C37 C 0.30517(14) 0.51816(11) 0.46721(10) 0.0345(3) Uani 1 1 d . . . . .
C74 C 0.38936(12) 1.04245(11) 0.53968(9) 0.0309(3) Uani 1 1 d . . . . .
H74 H 0.388205 0.984616 0.512186 0.037 Uiso 1 1 calc R U . . .
C84 C 0.05255(13) 0.88831(11) 0.19200(10) 0.0342(3) Uani 1 1 d . . . . .
H84 H 0.111623 0.921781 0.230828 0.041 Uiso 1 1 calc R U . . .
C55 C 0.88416(13) 0.65339(12) 0.83569(10) 0.0349(4) Uani 1 1 d . . . . .
C72 C 0.30209(13) 1.01341(11) 0.35618(10) 0.0337(3) Uani 1 1 d . . . . .
H72 H 0.324885 1.075369 0.378513 0.040 Uiso 1 1 calc R U . . .
C11 C 0.55765(13) 0.71628(11) 0.72708(10) 0.0344(3) Uani 1 1 d . . . . .
C70 C 0.30256(13) 0.88133(12) 0.25816(10) 0.0369(4) Uani 1 1 d . . . . .
C25 C 0.40533(13) 0.40042(12) 0.84609(10) 0.0348(4) Uani 1 1 d . . . . .
C43 C 0.21783(14) 0.33677(11) 0.49211(10) 0.0355(4) Uani 1 1 d . . . . .
C71 C 0.33497(13) 0.97303(12) 0.28866(10) 0.0368(4) Uani 1 1 d . . . . .
H71 H 0.377732 1.007032 0.264717 0.044 Uiso 1 1 calc R U . . .
C31 C 0.25820(13) 0.40546(11) 0.75704(10) 0.0332(3) Uani 1 1 d . . . . .
C42 C 0.38007(15) 0.56504(11) 0.43454(10) 0.0373(4) Uani 1 1 d . . . . .
H42 H 0.451875 0.578792 0.452961 0.045 Uiso 1 1 calc R U . . .
C80 C -0.13598(13) 0.83226(11) 0.14970(10) 0.0351(3) Uani 1 1 d . . . . .
H80 H -0.204008 0.827578 0.159971 0.042 Uiso 1 1 calc R U . . .
C69 C 0.23883(13) 0.82863(12) 0.29166(10) 0.0371(4) Uani 1 1 d . . . . .
H69 H 0.218673 0.766691 0.269901 0.045 Uiso 1 1 calc R U . . .
C90 C -0.18817(14) 1.01503(12) 0.20468(11) 0.0385(4) Uani 1 1 d . . . . .
H90 H -0.116319 1.036527 0.204121 0.046 Uiso 1 1 calc R U . . .
C18 C 0.63254(14) 0.78642(11) 0.79702(10) 0.0370(4) Uani 1 1 d . . . . .
C86 C -0.32857(14) 0.94252(13) 0.25769(11) 0.0408(4) Uani 1 1 d . . . . .
H86 H -0.351483 0.916125 0.293411 0.049 Uiso 1 1 calc R U . . .
C36 C 0.21547(14) 0.47005(12) 0.74827(11) 0.0393(4) Uani 1 1 d . . . . .
H36 H 0.260546 0.526210 0.754231 0.047 Uiso 1 1 calc R U . . .
C50 C 0.83545(14) 0.55189(13) 0.96237(11) 0.0406(4) Uani 1 1 d . . . . .
H50 H 0.848761 0.613251 0.976715 0.049 Uiso 1 1 calc R U . . .
C83 C 0.06628(15) 0.84432(13) 0.11823(10) 0.0407(4) Uani 1 1 d . . . . .
H83 H 0.134077 0.847981 0.107803 0.049 Uiso 1 1 calc R U . . .
C56 C 0.91517(14) 0.74497(13) 0.84988(11) 0.0413(4) Uani 1 1 d . . . . .
H56 H 0.864012 0.773375 0.849152 0.050 Uiso 1 1 calc R U . . .
C32 C 0.18885(14) 0.32238(12) 0.74931(12) 0.0412(4) Uani 1 1 d . . . . .
H32 H 0.216023 0.278670 0.755971 0.049 Uiso 1 1 calc R U . . .
C12 C 0.49701(15) 0.75239(11) 0.68029(11) 0.0407(4) Uani 1 1 d . . . . .
C26 C 0.46327(15) 0.34130(13) 0.83957(11) 0.0426(4) Uani 1 1 d . . . . .
H26 H 0.486173 0.319198 0.793351 0.051 Uiso 1 1 calc R U . . .
C60 C 0.96199(14) 0.61183(13) 0.83535(11) 0.0420(4) Uani 1 1 d . . . . .
H60 H 0.942762 0.550699 0.825472 0.050 Uiso 1 1 calc R U . . .
C81 C -0.12212(16) 0.78890(13) 0.07607(10) 0.0432(4) Uani 1 1 d . . . . .
H81 H -0.180948 0.755456 0.037016 0.052 Uiso 1 1 calc R U . . .
C33 C 0.07993(15) 0.30379(14) 0.73185(14) 0.0493(5) Uani 1 1 d . . . . .
H33 H 0.033991 0.247994 0.725995 0.059 Uiso 1 1 calc R U . . .
C41 C 0.34803(17) 0.59125(13) 0.37470(11) 0.0438(4) Uani 1 1 d . . . . .
H41 H 0.398383 0.621703 0.352618 0.053 Uiso 1 1 calc R U . . .
C54 C 0.75550(15) 0.40407(13) 0.87022(12) 0.0448(4) Uani 1 1 d . . . . .
H54 H 0.713314 0.365326 0.822937 0.054 Uiso 1 1 calc R U . . .
C82 C -0.02156(16) 0.79468(13) 0.05978(10) 0.0448(4) Uani 1 1 d . . . . .
H82 H -0.012806 0.765495 0.009956 0.054 Uiso 1 1 calc R U . . .
C35 C 0.10672(15) 0.45243(13) 0.73076(13) 0.0476(5) Uani 1 1 d . . . . .
H35 H 0.078537 0.495631 0.724139 0.057 Uiso 1 1 calc R U . . .
C23 C 0.62414(17) 0.78419(13) 0.87076(11) 0.0456(4) Uani 1 1 d . . . . .
H23 H 0.572333 0.737476 0.876513 0.055 Uiso 1 1 calc R U . . .
C19 C 0.70901(16) 0.85762(12) 0.78964(11) 0.0449(4) Uani 1 1 d . . . . .
H19 H 0.713708 0.861399 0.740843 0.054 Uiso 1 1 calc R U . . .
C44 C 0.13653(15) 0.28985(12) 0.51985(12) 0.0427(4) Uani 1 1 d . . . . .
H44 H 0.135689 0.308108 0.572708 0.051 Uiso 1 1 calc R U . . .
C88 C -0.36841(17) 0.99187(16) 0.15307(12) 0.0510(5) Uani 1 1 d . . . . .
H88 H -0.417742 0.997591 0.118028 0.061 Uiso 1 1 calc R U . . .
C34 C 0.04203(14) 0.36951(14) 0.72351(14) 0.0485(5) Uani 1 1 d . . . . .
C38 C 0.19839(15) 0.49874(14) 0.43977(12) 0.0468(4) Uani 1 1 d . . . . .
H38 H 0.147665 0.467543 0.461121 0.056 Uiso 1 1 calc R U . . .
C89 C -0.26174(16) 1.02433(14) 0.15338(12) 0.0469(4) Uani 1 1 d . . . . .
H89 H -0.239103 1.052680 0.118841 0.056 Uiso 1 1 calc R U . . .
C48 C 0.21900(17) 0.30782(13) 0.41292(11) 0.0460(4) Uani 1 1 d . . . . .
H48 H 0.273304 0.338166 0.393590 0.055 Uiso 1 1 calc R U . . .
C17 C 0.51655(17) 0.75290(13) 0.60762(12) 0.0479(5) Uani 1 1 d . . . . .
H17 H 0.568459 0.730026 0.586894 0.057 Uiso 1 1 calc R U . . .
C59 C 1.06815(15) 0.66150(16) 0.84974(13) 0.0511(5) Uani 1 1 d . . . . .
H59 H 1.119772 0.633367 0.849212 0.061 Uiso 1 1 calc R U . . .
C57 C 1.02159(16) 0.79409(15) 0.86507(13) 0.0526(5) Uani 1 1 d . . . . .
H57 H 1.041500 0.855329 0.875430 0.063 Uiso 1 1 calc R U . . .
C87 C -0.40180(15) 0.95067(16) 0.20520(13) 0.0514(5) Uani 1 1 d . . . . .
H87 H -0.473787 0.928378 0.204935 0.062 Uiso 1 1 calc R U . . .
C51 C 0.87702(17) 0.51745(16) 1.01261(12) 0.0539(5) Uani 1 1 d . . . . .
H51 H 0.916967 0.555569 1.060845 0.065 Uiso 1 1 calc R U . . .
C30 C 0.37015(16) 0.43160(18) 0.91502(12) 0.0551(5) Uani 1 1 d . . . . .
H30 H 0.328463 0.469031 0.919396 0.066 Uiso 1 1 calc R U . . .
C40 C 0.24213(19) 0.57235(15) 0.34796(12) 0.0516(5) Uani 1 1 d . . . . .
H40 H 0.220728 0.590623 0.308279 0.062 Uiso 1 1 calc R U . . .
C39 C 0.16746(18) 0.52607(17) 0.38024(14) 0.0572(6) Uani 1 1 d . . . . .
H39 H 0.095784 0.513111 0.361911 0.069 Uiso 1 1 calc R U . . .
C58 C 1.09775(16) 0.75230(16) 0.86483(14) 0.0578(6) Uani 1 1 d . . . . .
H58 H 1.169089 0.785229 0.874831 0.069 Uiso 1 1 calc R U . . .
C27 C 0.48745(18) 0.31475(16) 0.90104(15) 0.0585(6) Uani 1 1 d . . . . .
H27 H 0.524786 0.274050 0.896381 0.070 Uiso 1 1 calc R U . . .
C22 C 0.6914(2) 0.85017(15) 0.93592(12) 0.0572(5) Uani 1 1 d . . . . .
H22 H 0.685115 0.848797 0.985270 0.069 Uiso 1 1 calc R U . . .
C20 C 0.77845(19) 0.92319(14) 0.85423(13) 0.0566(5) Uani 1 1 d . . . . .
H20 H 0.831114 0.969756 0.849033 0.068 Uiso 1 1 calc R U . . .
C45 C 0.05647(18) 0.21582(15) 0.46912(14) 0.0588(6) Uani 1 1 d . . . . .
H45 H 0.001939 0.185041 0.487988 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4592(2) 0.78729(15) 0.56588(14) 0.0611(6) Uani 1 1 d . . . . .
H16 H 0.473243 0.788805 0.517820 0.073 Uiso 1 1 calc R U . . .
C52 C 0.85921(19) 0.42678(17) 0.99116(15) 0.0627(6) Uani 1 1 d . . . . .
H52 H 0.887389 0.403592 1.024699 0.075 Uiso 1 1 calc R U . . .
C53 C 0.79932(19) 0.37045(16) 0.91963(15) 0.0612(6) Uani 1 1 d . . . . .
H53 H 0.788496 0.309350 0.904694 0.073 Uiso 1 1 calc R U . . .
C21 C 0.7679(2) 0.91795(15) 0.92524(13) 0.0609(6) Uani 1 1 d . . . . .
C47 C 0.1388(2) 0.23344(16) 0.36291(13) 0.0621(6) Uani 1 1 d . . . . .
H47 H 0.139595 0.214084 0.310055 0.074 Uiso 1 1 calc R U . . .
C15 C 0.3823(2) 0.81861(16) 0.59619(17) 0.0694(7) Uani 1 1 d . . . . .
C28 C 0.45469(19) 0.3503(2) 0.96874(15) 0.0702(8) Uani 1 1 d . . . . .
C13 C 0.4209(2) 0.78856(17) 0.71044(15) 0.0634(6) Uani 1 1 d . . . . .
H13 H 0.409025 0.791004 0.759822 0.076 Uiso 1 1 calc R U . . .
C46 C 0.0580(2) 0.18820(15) 0.39107(15) 0.0670(7) Uani 1 1 d . . . . .
H46 H 0.004319 0.138770 0.357138 0.080 Uiso 1 1 calc R U . . .
C29 C 0.3968(2) 0.4073(3) 0.97741(14) 0.0772(9) Uani 1 1 d . . . . .
H29 H 0.375359 0.429597 1.024235 0.093 Uiso 1 1 calc R U . . .
C14 C 0.3620(3) 0.8213(2) 0.66781(19) 0.0808(9) Uani 1 1 d . . . . .
H14 H 0.309957 0.844577 0.687744 0.097 Uiso 1 1 calc R U . . .
O1 O -0.1246(16) 0.3641(14) 0.3715(12) 0.340(9) Uiso 0.5 1 d . . P A 1
O1A O -0.110(2) 0.332(2) 0.4634(17) 0.467(15) Uiso 0.5 1 d . . P B 2
O2 O 1.3744(17) 0.8542(16) 0.9996(13) 0.377(10) Uiso 0.5 1 d . . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F6 C76 1.3633(17) . ?
F5 C70 1.360(2) . ?
F4 C34 1.358(2) . ?
N6 C65 1.347(2) . ?
N6 C64 1.329(2) . ?
N5 C62 1.341(2) . ?
N5 C63 1.334(2) . ?
N3 C7 1.331(2) . ?
N3 C8 1.345(2) . ?
N2 C4 1.337(2) . ?
N2 C5 1.341(2) . ?
N4 C10 1.336(2) . ?
N4 C9 1.337(2) . ?
N1 C3 1.341(2) . ?
N1 C2 1.329(2) . ?
F2 C21 1.362(2) . ?
C65 C62 1.412(2) . ?
C65 C61 1.479(2) 2_576 ?
C62 C61 1.478(2) . ?
C61 C66 1.371(2) . ?
C63 C64 1.421(2) . ?
C63 C79 1.485(2) . ?
F1 C15 1.355(3) . ?
C64 C85 1.487(2) . ?
F3 C28 1.362(2) . ?
C6 C7 1.483(2) . ?
C6 C24 1.362(2) . ?
C6 C5 1.480(2) . ?
C7 C10 1.412(2) . ?
C4 C3 1.415(2) . ?
C4 C43 1.486(2) . ?
C24 C25 1.488(2) . ?
C24 C31 1.489(2) . ?
C5 C2 1.409(2) . ?
C79 C84 1.393(2) . ?
C79 C80 1.401(2) . ?
C73 C66 1.493(2) . ?
C73 C78 1.392(2) . ?
C73 C74 1.393(2) . ?
C3 C37 1.484(2) . ?
C10 C1 1.480(2) . ?
C2 C1 1.481(2) . ?
C9 C8 1.412(2) . ?
C9 C55 1.490(2) . ?
C66 C67 1.484(2) . ?
C8 C49 1.484(2) . ?
C67 C68 1.397(2) . ?
C67 C72 1.395(2) . ?
C49 C50 1.393(2) . ?
C49 C54 1.387(3) . ?
C85 C90 1.395(2) . ?
C85 C86 1.385(2) . ?
C68 H68 0.9300 . ?
C68 C69 1.384(2) . ?
C77 H77 0.9300 . ?
C77 C76 1.375(2) . ?
C77 C78 1.391(2) . ?
C75 H75 0.9300 . ?
C75 C76 1.375(2) . ?
C75 C74 1.392(2) . ?
C1 C11 1.353(2) . ?
C78 H78 0.9300 . ?
C37 C42 1.394(2) . ?
C37 C38 1.386(3) . ?
C74 H74 0.9300 . ?
C84 H84 0.9300 . ?
C84 C83 1.384(2) . ?
C55 C56 1.394(3) . ?
C55 C60 1.393(3) . ?
C72 H72 0.9300 . ?
C72 C71 1.387(2) . ?
C11 C18 1.496(2) . ?
C11 C12 1.496(2) . ?
C70 C71 1.374(3) . ?
C70 C69 1.378(3) . ?
C25 C26 1.388(3) . ?
C25 C30 1.388(3) . ?
C43 C44 1.390(3) . ?
C43 C48 1.393(3) . ?
C71 H71 0.9300 . ?
C31 C36 1.388(2) . ?
C31 C32 1.394(2) . ?
C42 H42 0.9300 . ?
C42 C41 1.387(2) . ?
C80 H80 0.9300 . ?
C80 C81 1.380(3) . ?
C69 H69 0.9300 . ?
C90 H90 0.9300 . ?
C90 C89 1.381(3) . ?
C18 C23 1.389(3) . ?
C18 C19 1.389(2) . ?
C86 H86 0.9300 . ?
C86 C87 1.383(3) . ?
C36 H36 0.9300 . ?
C36 C35 1.389(3) . ?
C50 H50 0.9300 . ?
C50 C51 1.385(3) . ?
C83 H83 0.9300 . ?
C83 C82 1.389(3) . ?
C56 H56 0.9300 . ?
C56 C57 1.387(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.389(3) . ?
C12 C17 1.392(3) . ?
C12 C13 1.383(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.387(3) . ?
C60 H60 0.9300 . ?
C60 C59 1.387(3) . ?
C81 H81 0.9300 . ?
C81 C82 1.383(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.365(3) . ?
C41 H41 0.9300 . ?
C41 C40 1.374(3) . ?
C54 H54 0.9300 . ?
C54 C53 1.378(3) . ?
C82 H82 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.372(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.385(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.390(3) . ?
C88 H88 0.9300 . ?
C88 C89 1.377(3) . ?
C88 C87 1.384(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.389(3) . ?
C89 H89 0.9300 . ?
C48 H48 0.9300 . ?
C48 C47 1.390(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.387(3) . ?
C59 H59 0.9300 . ?
C59 C58 1.380(3) . ?
C57 H57 0.9300 . ?
C57 C58 1.376(3) . ?
C87 H87 0.9300 . ?
C51 H51 0.9300 . ?
C51 C52 1.377(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.387(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.382(3) . ?
C39 H39 0.9300 . ?
C58 H58 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.368(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.378(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.359(3) . ?
C45 H45 0.9300 . ?
C45 C46 1.374(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.355(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.381(3) . ?
C53 H53 0.9300 . ?
C47 H47 0.9300 . ?
C47 C46 1.377(4) . ?
C15 C14 1.363(4) . ?
C28 C29 1.356(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.391(3) . ?
C46 H46 0.9300 . ?
C29 H29 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C64 N6 C65 119.81(14) . . ?
C63 N5 C62 120.15(14) . . ?
C7 N3 C8 119.10(13) . . ?
C4 N2 C5 118.83(13) . . ?
C10 N4 C9 119.17(14) . . ?
C2 N1 C3 118.91(13) . . ?
N6 C65 C62 119.32(14) . . ?
N6 C65 C61 116.82(14) . 2_576 ?
C62 C65 C61 123.52(14) . 2_576 ?
N5 C62 C65 119.38(14) . . ?
N5 C62 C61 119.62(14) . . ?
C65 C62 C61 120.75(14) . . ?
C62 C61 C65 114.43(13) . 2_576 ?
C66 C61 C65 121.13(14) . 2_576 ?
C66 C61 C62 124.21(14) . . ?
N5 C63 C64 119.23(14) . . ?
N5 C63 C79 115.62(14) . . ?
C64 C63 C79 125.15(14) . . ?
N6 C64 C63 119.84(14) . . ?
N6 C64 C85 116.29(14) . . ?
C63 C64 C85 123.86(14) . . ?
C24 C6 C7 126.28(14) . . ?
C24 C6 C5 121.74(14) . . ?
C5 C6 C7 111.88(13) . . ?
N3 C7 C6 121.37(13) . . ?
N3 C7 C10 120.28(14) . . ?
C10 C7 C6 118.33(14) . . ?
N2 C4 C3 120.48(14) . . ?
N2 C4 C43 115.48(14) . . ?
C3 C4 C43 124.04(14) . . ?
C6 C24 C25 124.94(14) . . ?
C6 C24 C31 121.18(14) . . ?
C25 C24 C31 113.78(13) . . ?
N2 C5 C6 118.50(13) . . ?
N2 C5 C2 120.29(14) . . ?
C2 C5 C6 121.09(14) . . ?
C84 C79 C63 118.98(14) . . ?
C84 C79 C80 118.38(15) . . ?
C80 C79 C63 122.57(15) . . ?
C78 C73 C66 120.15(14) . . ?
C78 C73 C74 119.09(14) . . ?
C74 C73 C66 120.59(14) . . ?
N1 C3 C4 120.21(14) . . ?
N1 C3 C37 114.08(14) . . ?
C4 C3 C37 125.69(14) . . ?
N4 C10 C7 120.59(14) . . ?
N4 C10 C1 118.41(14) . . ?
C7 C10 C1 120.91(14) . . ?
N1 C2 C5 120.92(14) . . ?
N1 C2 C1 120.74(14) . . ?
C5 C2 C1 118.33(14) . . ?
N4 C9 C8 120.15(14) . . ?
N4 C9 C55 114.25(14) . . ?
C8 C9 C55 125.60(15) . . ?
C61 C66 C73 122.22(14) . . ?
C61 C66 C67 125.01(14) . . ?
C67 C66 C73 112.76(13) . . ?
N3 C8 C9 120.39(14) . . ?
N3 C8 C49 113.89(14) . . ?
C9 C8 C49 125.71(14) . . ?
C68 C67 C66 120.80(14) . . ?
C72 C67 C66 120.46(14) . . ?
C72 C67 C68 118.42(15) . . ?
C50 C49 C8 121.15(16) . . ?
C54 C49 C8 119.87(15) . . ?
C54 C49 C50 118.74(16) . . ?
C90 C85 C64 121.37(15) . . ?
C86 C85 C64 119.57(15) . . ?
C86 C85 C90 119.06(15) . . ?
C67 C68 H68 119.5 . . ?
C69 C68 C67 120.90(16) . . ?
C69 C68 H68 119.5 . . ?
C76 C77 H77 121.0 . . ?
C76 C77 C78 117.94(15) . . ?
C78 C77 H77 121.0 . . ?
C76 C75 H75 121.0 . . ?
C76 C75 C74 117.91(15) . . ?
C74 C75 H75 121.0 . . ?
F6 C76 C77 118.84(15) . . ?
F6 C76 C75 117.83(14) . . ?
C77 C76 C75 123.33(14) . . ?
C10 C1 C2 111.87(13) . . ?
C11 C1 C10 123.40(15) . . ?
C11 C1 C2 124.64(15) . . ?
C73 C78 H78 119.6 . . ?
C77 C78 C73 120.88(15) . . ?
C77 C78 H78 119.6 . . ?
C42 C37 C3 118.44(15) . . ?
C38 C37 C3 122.02(16) . . ?
C38 C37 C42 119.34(16) . . ?
C73 C74 H74 119.6 . . ?
C75 C74 C73 120.80(15) . . ?
C75 C74 H74 119.6 . . ?
C79 C84 H84 119.4 . . ?
C83 C84 C79 121.13(15) . . ?
C83 C84 H84 119.4 . . ?
C56 C55 C9 118.04(16) . . ?
C60 C55 C9 123.14(16) . . ?
C60 C55 C56 118.75(16) . . ?
C67 C72 H72 119.3 . . ?
C71 C72 C67 121.33(16) . . ?
C71 C72 H72 119.3 . . ?
C1 C11 C18 122.07(15) . . ?
C1 C11 C12 123.87(15) . . ?
C12 C11 C18 113.88(14) . . ?
F5 C70 C71 118.66(16) . . ?
F5 C70 C69 118.63(16) . . ?
C71 C70 C69 122.71(16) . . ?
C26 C25 C24 121.25(16) . . ?
C26 C25 C30 118.84(17) . . ?
C30 C25 C24 119.78(17) . . ?
C44 C43 C4 118.52(16) . . ?
C44 C43 C48 119.15(16) . . ?
C48 C43 C4 122.34(16) . . ?
C72 C71 H71 121.0 . . ?
C70 C71 C72 118.09(16) . . ?
C70 C71 H71 121.0 . . ?
C36 C31 C24 121.10(15) . . ?
C36 C31 C32 118.23(16) . . ?
C32 C31 C24 120.55(15) . . ?
C37 C42 H42 119.8 . . ?
C41 C42 C37 120.33(17) . . ?
C41 C42 H42 119.8 . . ?
C79 C80 H80 119.8 . . ?
C81 C80 C79 120.42(16) . . ?
C81 C80 H80 119.8 . . ?
C68 C69 H69 120.7 . . ?
C70 C69 C68 118.51(16) . . ?
C70 C69 H69 120.7 . . ?
C85 C90 H90 119.9 . . ?
C89 C90 C85 120.23(17) . . ?
C89 C90 H90 119.9 . . ?
C23 C18 C11 120.99(16) . . ?
C23 C18 C19 118.56(17) . . ?
C19 C18 C11 120.38(16) . . ?
C85 C86 H86 119.8 . . ?
C87 C86 C85 120.33(17) . . ?
C87 C86 H86 119.8 . . ?
C31 C36 H36 119.4 . . ?
C31 C36 C35 121.28(16) . . ?
C35 C36 H36 119.4 . . ?
C49 C50 H50 119.7 . . ?
C51 C50 C49 120.51(18) . . ?
C51 C50 H50 119.7 . . ?
C84 C83 H83 120.1 . . ?
C84 C83 C82 119.78(17) . . ?
C82 C83 H83 120.1 . . ?
C55 C56 H56 119.7 . . ?
C57 C56 C55 120.61(19) . . ?
C57 C56 H56 119.7 . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.14(17) . . ?
C33 C32 H32 119.4 . . ?
C17 C12 C11 121.97(18) . . ?
C13 C12 C11 119.48(18) . . ?
C13 C12 C17 118.54(19) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 120.9(2) . . ?
C27 C26 H26 119.5 . . ?
C55 C60 H60 120.0 . . ?
C59 C60 C55 120.09(19) . . ?
C59 C60 H60 120.0 . . ?
C80 C81 H81 119.7 . . ?
C80 C81 C82 120.63(16) . . ?
C82 C81 H81 119.7 . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.28(17) . . ?
C34 C33 H33 120.9 . . ?
C42 C41 H41 119.9 . . ?
C40 C41 C42 120.17(18) . . ?
C40 C41 H41 119.9 . . ?
C49 C54 H54 119.8 . . ?
C53 C54 C49 120.44(18) . . ?
C53 C54 H54 119.8 . . ?
C83 C82 H82 120.2 . . ?
C81 C82 C83 119.67(17) . . ?
C81 C82 H82 120.2 . . ?
C36 C35 H35 120.9 . . ?
C34 C35 C36 118.13(17) . . ?
C34 C35 H35 120.9 . . ?
C18 C23 H23 119.3 . . ?
C22 C23 C18 121.30(18) . . ?
C22 C23 H23 119.3 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.77(18) . . ?
C20 C19 H19 119.6 . . ?
C43 C44 H44 119.8 . . ?
C43 C44 C45 120.5(2) . . ?
C45 C44 H44 119.8 . . ?
C89 C88 H88 120.2 . . ?
C89 C88 C87 119.66(17) . . ?
C87 C88 H88 120.2 . . ?
F4 C34 C33 118.91(17) . . ?
F4 C34 C35 118.17(18) . . ?
C33 C34 C35 122.92(17) . . ?
C37 C38 H38 120.2 . . ?
C37 C38 C39 119.69(19) . . ?
C39 C38 H38 120.2 . . ?
C90 C89 H89 119.8 . . ?
C88 C89 C90 120.41(18) . . ?
C88 C89 H89 119.8 . . ?
C43 C48 H48 120.1 . . ?
C47 C48 C43 119.8(2) . . ?
C47 C48 H48 120.1 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.5(2) . . ?
C16 C17 H17 119.8 . . ?
C60 C59 H59 119.7 . . ?
C58 C59 C60 120.5(2) . . ?
C58 C59 H59 119.7 . . ?
C56 C57 H57 120.0 . . ?
C58 C57 C56 120.1(2) . . ?
C58 C57 H57 120.0 . . ?
C86 C87 C88 120.29(18) . . ?
C86 C87 H87 119.9 . . ?
C88 C87 H87 119.9 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 C50 120.04(19) . . ?
C52 C51 H51 120.0 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 C25 120.4(2) . . ?
C29 C30 H30 119.8 . . ?
C41 C40 H40 120.1 . . ?
C41 C40 C39 119.78(17) . . ?
C39 C40 H40 120.1 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.67(19) . . ?
C40 C39 H39 119.7 . . ?
C59 C58 H58 120.0 . . ?
C57 C58 C59 119.92(18) . . ?
C57 C58 H58 120.0 . . ?
C26 C27 H27 121.0 . . ?
C28 C27 C26 117.9(2) . . ?
C28 C27 H27 121.0 . . ?
C23 C22 H22 121.1 . . ?
C21 C22 C23 117.8(2) . . ?
C21 C22 H22 121.1 . . ?
C19 C20 H20 120.7 . . ?
C21 C20 C19 118.63(19) . . ?
C21 C20 H20 120.7 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 119.9(2) . . ?
C46 C45 H45 120.0 . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 119.0(2) . . ?
C15 C16 H16 120.5 . . ?
C51 C52 H52 120.1 . . ?
C51 C52 C53 119.73(19) . . ?
C53 C52 H52 120.1 . . ?
C54 C53 C52 120.5(2) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
F2 C21 C22 118.4(2) . . ?
C20 C21 F2 118.7(2) . . ?
C20 C21 C22 122.86(19) . . ?
C48 C47 H47 119.8 . . ?
C46 C47 C48 120.5(2) . . ?
C46 C47 H47 119.8 . . ?
F1 C15 C14 118.5(3) . . ?
C16 C15 F1 118.9(3) . . ?
C16 C15 C14 122.5(2) . . ?
F3 C28 C27 118.2(3) . . ?
C29 C28 F3 118.7(3) . . ?
C29 C28 C27 123.2(2) . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C45 C46 C47 120.2(2) . . ?
C45 C46 H46 119.9 . . ?
C47 C46 H46 119.9 . . ?
C30 C29 H29 120.7 . . ?
C28 C29 C30 118.7(2) . . ?
C28 C29 H29 120.7 . . ?
C15 C14 C13 118.5(3) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F5 C70 C71 C72 -179.42(15) . . . . ?
F5 C70 C69 C68 -179.70(15) . . . . ?
N6 C65 C62 N5 -14.9(2) . . . . ?
N6 C65 C62 C61 159.33(14) . . . . ?
N6 C64 C85 C90 133.34(17) . . . . ?
N6 C64 C85 C86 -47.5(2) . . . . ?
N5 C62 C61 C65 -173.19(13) . . . 2_576 ?
N5 C62 C61 C66 12.3(2) . . . . ?
N5 C63 C64 N6 -13.5(2) . . . . ?
N5 C63 C64 C85 165.64(14) . . . . ?
N5 C63 C79 C84 -27.4(2) . . . . ?
N5 C63 C79 C80 149.42(15) . . . . ?
N3 C7 C10 N4 5.5(2) . . . . ?
N3 C7 C10 C1 -178.07(15) . . . . ?
N3 C8 C49 C50 -128.47(17) . . . . ?
N3 C8 C49 C54 45.8(2) . . . . ?
N2 C4 C3 N1 5.1(3) . . . . ?
N2 C4 C3 C37 -173.44(16) . . . . ?
N2 C4 C43 C44 41.4(2) . . . . ?
N2 C4 C43 C48 -138.87(17) . . . . ?
N2 C5 C2 N1 4.5(3) . . . . ?
N2 C5 C2 C1 -176.31(15) . . . . ?
N4 C10 C1 C2 143.33(15) . . . . ?
N4 C10 C1 C11 -40.1(2) . . . . ?
N4 C9 C8 N3 5.2(2) . . . . ?
N4 C9 C8 C49 -173.35(16) . . . . ?
N4 C9 C55 C56 34.5(2) . . . . ?
N4 C9 C55 C60 -142.56(17) . . . . ?
N1 C3 C37 C42 40.4(2) . . . . ?
N1 C3 C37 C38 -134.48(19) . . . . ?
N1 C2 C1 C10 -148.13(15) . . . . ?
N1 C2 C1 C11 35.3(3) . . . . ?
C65 N6 C64 C63 5.7(2) . . . . ?
C65 N6 C64 C85 -173.48(13) . . . . ?
C65 C62 C61 C65 12.6(2) . . . 2_576 ?
C65 C62 C61 C66 -161.90(15) . . . . ?
C65 C61 C66 C73 -21.0(2) 2_576 . . . ?
C65 C61 C66 C67 160.83(15) 2_576 . . . ?
C62 N5 C63 C64 6.6(2) . . . . ?
C62 N5 C63 C79 -172.93(13) . . . . ?
C62 C61 C66 C73 153.12(15) . . . . ?
C62 C61 C66 C67 -25.0(2) . . . . ?
C61 C65 C62 N5 172.00(14) 2_576 . . . ?
C61 C65 C62 C61 -13.8(2) 2_576 . . . ?
C61 C66 C67 C68 -59.2(2) . . . . ?
C61 C66 C67 C72 127.45(17) . . . . ?
C63 N5 C62 C65 7.1(2) . . . . ?
C63 N5 C62 C61 -167.17(14) . . . . ?
C63 C64 C85 C90 -45.8(2) . . . . ?
C63 C64 C85 C86 133.28(18) . . . . ?
C63 C79 C84 C83 177.16(16) . . . . ?
C63 C79 C80 C81 -177.43(16) . . . . ?
F1 C15 C14 C13 178.4(3) . . . . ?
C64 N6 C65 C62 8.1(2) . . . . ?
C64 N6 C65 C61 -178.35(13) . . . 2_576 ?
C64 C63 C79 C84 153.03(16) . . . . ?
C64 C63 C79 C80 -30.1(2) . . . . ?
C64 C85 C90 C89 178.62(17) . . . . ?
C64 C85 C86 C87 -177.47(18) . . . . ?
F3 C28 C29 C30 178.9(2) . . . . ?
C6 C7 C10 N4 -176.04(15) . . . . ?
C6 C7 C10 C1 0.4(2) . . . . ?
C6 C24 C25 C26 -61.6(2) . . . . ?
C6 C24 C25 C30 122.6(2) . . . . ?
C6 C24 C31 C36 -47.7(2) . . . . ?
C6 C24 C31 C32 136.39(18) . . . . ?
C6 C5 C2 N1 -179.46(15) . . . . ?
C6 C5 C2 C1 -0.3(2) . . . . ?
C7 N3 C8 C9 -3.3(2) . . . . ?
C7 N3 C8 C49 175.42(14) . . . . ?
C7 C6 C24 C25 -14.8(3) . . . . ?
C7 C6 C24 C31 161.39(15) . . . . ?
C7 C6 C5 N2 143.57(15) . . . . ?
C7 C6 C5 C2 -32.6(2) . . . . ?
C7 C10 C1 C2 -33.2(2) . . . . ?
C7 C10 C1 C11 143.42(17) . . . . ?
C4 N2 C5 C6 179.22(15) . . . . ?
C4 N2 C5 C2 -4.6(2) . . . . ?
C4 C3 C37 C42 -141.01(18) . . . . ?
C4 C3 C37 C38 44.1(3) . . . . ?
C4 C43 C44 C45 178.76(18) . . . . ?
C4 C43 C48 C47 -179.08(19) . . . . ?
C24 C6 C7 N3 34.2(2) . . . . ?
C24 C6 C7 C10 -144.22(17) . . . . ?
C24 C6 C5 N2 -40.0(2) . . . . ?
C24 C6 C5 C2 143.87(17) . . . . ?
C24 C25 C26 C27 -177.00(17) . . . . ?
C24 C25 C30 C29 178.9(2) . . . . ?
C24 C31 C36 C35 -177.26(18) . . . . ?
C24 C31 C32 C33 177.25(19) . . . . ?
C5 N2 C4 C3 0.0(2) . . . . ?
C5 N2 C4 C43 -179.82(15) . . . . ?
C5 C6 C7 N3 -149.58(15) . . . . ?
C5 C6 C7 C10 32.0(2) . . . . ?
C5 C6 C24 C25 169.29(15) . . . . ?
C5 C6 C24 C31 -14.5(2) . . . . ?
C5 C2 C1 C10 32.7(2) . . . . ?
C5 C2 C1 C11 -143.86(17) . . . . ?
C79 C63 C64 N6 166.03(14) . . . . ?
C79 C63 C64 C85 -14.8(2) . . . . ?
C79 C84 C83 C82 0.4(3) . . . . ?
C79 C80 C81 C82 0.3(3) . . . . ?
C73 C66 C67 C68 122.47(16) . . . . ?
C73 C66 C67 C72 -50.9(2) . . . . ?
C3 N1 C2 C5 0.6(2) . . . . ?
C3 N1 C2 C1 -178.58(15) . . . . ?
C3 C4 C43 C44 -138.47(18) . . . . ?
C3 C4 C43 C48 41.3(3) . . . . ?
C3 C37 C42 C41 -175.61(16) . . . . ?
C3 C37 C38 C39 174.89(19) . . . . ?
C10 N4 C9 C8 -1.6(2) . . . . ?
C10 N4 C9 C55 177.72(15) . . . . ?
C10 C1 C11 C18 -8.0(3) . . . . ?
C10 C1 C11 C12 177.09(16) . . . . ?
C2 N1 C3 C4 -5.2(2) . . . . ?
C2 N1 C3 C37 173.45(15) . . . . ?
C2 C1 C11 C18 168.14(16) . . . . ?
C2 C1 C11 C12 -6.8(3) . . . . ?
C9 N4 C10 C7 -3.6(2) . . . . ?
C9 N4 C10 C1 179.89(15) . . . . ?
C9 C8 C49 C50 50.1(3) . . . . ?
C9 C8 C49 C54 -135.58(19) . . . . ?
C9 C55 C56 C57 -178.64(17) . . . . ?
C9 C55 C60 C59 177.74(18) . . . . ?
C66 C73 C78 C77 -177.21(15) . . . . ?
C66 C73 C74 C75 178.02(14) . . . . ?
C66 C67 C68 C69 -174.97(15) . . . . ?
C66 C67 C72 C71 175.91(15) . . . . ?
C8 N3 C7 C6 179.71(15) . . . . ?
C8 N3 C7 C10 -1.9(2) . . . . ?
C8 C9 C55 C56 -146.22(17) . . . . ?
C8 C9 C55 C60 36.7(3) . . . . ?
C8 C49 C50 C51 174.04(18) . . . . ?
C8 C49 C54 C53 -175.8(2) . . . . ?
C67 C68 C69 C70 0.1(2) . . . . ?
C67 C72 C71 C70 -1.8(3) . . . . ?
C49 C50 C51 C52 1.2(3) . . . . ?
C49 C54 C53 C52 2.2(4) . . . . ?
C85 C90 C89 C88 -0.7(3) . . . . ?
C85 C86 C87 C88 -1.6(3) . . . . ?
C68 C67 C72 C71 2.4(2) . . . . ?
C76 C77 C78 C73 -0.2(2) . . . . ?
C76 C75 C74 C73 -1.5(2) . . . . ?
C1 C11 C18 C23 -53.8(3) . . . . ?
C1 C11 C18 C19 129.3(2) . . . . ?
C1 C11 C12 C17 -75.4(2) . . . . ?
C1 C11 C12 C13 106.3(2) . . . . ?
C78 C73 C66 C61 -51.0(2) . . . . ?
C78 C73 C66 C67 127.35(16) . . . . ?
C78 C73 C74 C75 2.7(2) . . . . ?
C78 C77 C76 F6 -178.38(14) . . . . ?
C78 C77 C76 C75 1.5(3) . . . . ?
C37 C42 C41 C40 1.0(3) . . . . ?
C37 C38 C39 C40 0.1(4) . . . . ?
C74 C73 C66 C61 133.76(17) . . . . ?
C74 C73 C66 C67 -47.9(2) . . . . ?
C74 C73 C78 C77 -1.9(2) . . . . ?
C74 C75 C76 F6 179.19(14) . . . . ?
C74 C75 C76 C77 -0.7(3) . . . . ?
C84 C79 C80 C81 -0.6(2) . . . . ?
C84 C83 C82 C81 -0.7(3) . . . . ?
C55 C9 C8 N3 -174.03(16) . . . . ?
C55 C9 C8 C49 7.5(3) . . . . ?
C55 C56 C57 C58 1.2(3) . . . . ?
C55 C60 C59 C58 0.3(3) . . . . ?
C72 C67 C68 C69 -1.5(2) . . . . ?
C11 C18 C23 C22 -178.3(2) . . . . ?
C11 C18 C19 C20 179.7(2) . . . . ?
C11 C12 C17 C16 -179.70(17) . . . . ?
C11 C12 C13 C14 -178.9(2) . . . . ?
C25 C24 C31 C36 128.93(18) . . . . ?
C25 C24 C31 C32 -47.0(2) . . . . ?
C25 C26 C27 C28 -1.6(3) . . . . ?
C25 C30 C29 C28 -2.2(4) . . . . ?
C43 C4 C3 N1 -175.11(16) . . . . ?
C43 C4 C3 C37 6.4(3) . . . . ?
C43 C44 C45 C46 0.6(3) . . . . ?
C43 C48 C47 C46 0.1(4) . . . . ?
C71 C70 C69 C68 0.5(3) . . . . ?
C31 C24 C25 C26 121.95(17) . . . . ?
C31 C24 C25 C30 -53.9(2) . . . . ?
C31 C36 C35 C34 1.0(3) . . . . ?
C31 C32 C33 C34 -1.0(3) . . . . ?
C42 C37 C38 C39 0.0(3) . . . . ?
C42 C41 C40 C39 -0.8(3) . . . . ?
C80 C79 C84 C83 0.2(2) . . . . ?
C80 C81 C82 C83 0.3(3) . . . . ?
C69 C70 C71 C72 0.3(3) . . . . ?
C90 C85 C86 C87 1.7(3) . . . . ?
C18 C11 C12 C17 109.3(2) . . . . ?
C18 C11 C12 C13 -69.0(2) . . . . ?
C18 C23 C22 C21 -0.6(4) . . . . ?
C18 C19 C20 C21 -2.1(4) . . . . ?
C86 C85 C90 C89 -0.5(3) . . . . ?
C36 C31 C32 C33 1.2(3) . . . . ?
C36 C35 C34 F4 179.5(2) . . . . ?
C36 C35 C34 C33 -0.8(4) . . . . ?
C50 C49 C54 C53 -1.4(3) . . . . ?
C50 C51 C52 C53 -0.4(4) . . . . ?
C56 C55 C60 C59 0.7(3) . . . . ?
C56 C57 C58 C59 -0.2(3) . . . . ?
C32 C31 C36 C35 -1.2(3) . . . . ?
C32 C33 C34 F4 -179.5(2) . . . . ?
C32 C33 C34 C35 0.7(4) . . . . ?
C12 C11 C18 C23 121.6(2) . . . . ?
C12 C11 C18 C19 -55.3(2) . . . . ?
C12 C17 C16 C15 -1.4(3) . . . . ?
C12 C13 C14 C15 -1.3(4) . . . . ?
C26 C25 C30 C29 3.0(3) . . . . ?
C26 C27 C28 F3 -177.1(2) . . . . ?
C26 C27 C28 C29 2.5(4) . . . . ?
C60 C55 C56 C57 -1.4(3) . . . . ?
C60 C59 C58 C57 -0.5(3) . . . . ?
C41 C40 C39 C38 0.3(4) . . . . ?
C54 C49 C50 C51 -0.3(3) . . . . ?
C23 C18 C19 C20 2.7(3) . . . . ?
C23 C22 C21 F2 -179.0(2) . . . . ?
C23 C22 C21 C20 1.2(4) . . . . ?
C19 C18 C23 C22 -1.3(3) . . . . ?
C19 C20 C21 F2 -179.6(2) . . . . ?
C19 C20 C21 C22 0.2(4) . . . . ?
C44 C43 C48 C47 0.7(3) . . . . ?
C44 C45 C46 C47 0.2(4) . . . . ?
C38 C37 C42 C41 -0.6(3) . . . . ?
C89 C88 C87 C86 0.4(4) . . . . ?
C48 C43 C44 C45 -1.0(3) . . . . ?
C48 C47 C46 C45 -0.5(4) . . . . ?
C17 C12 C13 C14 2.7(4) . . . . ?
C17 C16 C15 F1 -177.1(2) . . . . ?
C17 C16 C15 C14 2.9(4) . . . . ?
C87 C88 C89 C90 0.8(3) . . . . ?
C51 C52 C53 C54 -1.3(4) . . . . ?
C30 C25 C26 C27 -1.1(3) . . . . ?
C27 C28 C29 C30 -0.6(4) . . . . ?
C16 C15 C14 C13 -1.6(4) . . . . ?
C13 C12 C17 C16 -1.4(3) . . . . ?

_olex2_submission_original_sample_id yi210222-sgwr4
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 8.837
_oxdiff_exptl_absorpt_empirical_full_min 0.596
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200626-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176762'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200626-sgwr2
_chemical_formula_moiety         'C H Cl3, C60 H36 F4 N4'
_chemical_formula_sum            'C61 H37 Cl3 F4 N4'
_chemical_formula_weight         1008.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 F4 N4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.12009(13)
_cell_length_b                   13.5095(2)
_cell_length_c                   18.6161(3)
_cell_angle_alpha                102.7568(13)
_cell_angle_beta                 97.5345(12)
_cell_angle_gamma                91.2272(12)
_cell_volume                     2457.54(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18971
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.7170
_cell_measurement_theta_min      2.4720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.190
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1036
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29396
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.978
_diffrn_reflns_theta_min         2.457
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  31.00   0.50    0.57    --  -42.80  86.00 -13.00  152
  2  ω    -64.00  35.00   0.50    0.57    --  -42.80  37.00 -30.00  198
  3  ω    -29.00  47.00   0.50    0.57    --   42.80 -86.00-131.00  152
  4  ω     41.00 109.00   0.50    1.08    --  108.63 -94.00   0.00  136
  5  ω     90.00 115.00   0.50    1.08    --  108.63-125.00   0.00   50
  6  ω     60.00  86.00   0.50    1.08    --  108.63 -94.00  30.00   52
  7  ω     69.00  98.00   0.50    1.08    --  108.63 -94.00  60.00   58
  8  ω    100.00 132.00   0.50    1.08    --  108.63 -77.00  90.00   64
  9  ω     64.00  90.00   0.50    1.08    --  108.63 -94.00 150.00   52
 10  ω     33.00  62.00   0.50    1.08    --  108.63 -30.00  90.00   58
 11  ω     32.00  57.00   0.50    1.08    --  108.63 -30.00 120.00   50
 12  ω     35.00  81.00   0.50    1.08    --  108.63 -77.00  90.00   92
 13  ω     39.00 114.00   0.50    1.08    --  108.63-125.00 150.00  150
 14  ω     33.00  78.00   0.50    1.08    --  108.63 -45.00   0.00   90
 15  ω     30.00  59.00   0.50    1.08    --  108.63 -30.00  30.00   58
 16  ω     30.00  66.00   0.50    1.08    --  108.63 -30.00   0.00   72
 17  ω     32.00  65.00   0.50    1.08    --  108.63 -30.00 -60.00   66
 18  ω     38.00  64.00   0.50    1.08    --  108.63 -45.00 -90.00   52
 19  ω     33.00  68.00   0.50    1.08    --  108.63 -45.00-150.00   70
 20  ω     72.00  98.00   0.50    1.08    --  108.63 -86.00-131.00   52
 21  ω    113.00 141.00   0.50    1.08    --  108.63 -86.00-131.00   56
 22  ω    106.00 178.00   0.50    1.08    --  108.63  30.00-180.00  144
 23  ω    131.00 177.00   0.50    1.08    --  108.63  86.00 -13.00   92
 24  ω    107.00 176.00   0.50    1.08    --  108.63  30.00  90.00  138
 25  ω     86.00 123.00   0.50    1.08    --  108.63  86.00 -13.00   74
 26  ω     72.00 117.00   0.50    0.57    --   42.80 125.00-150.00   90
 27  ω     30.00  59.00   0.50    1.08    --  108.63 -30.00-120.00   58
 28  ω     32.00  64.00   0.50    1.08    --  108.63 -30.00-150.00   64
 29  ω     35.00  61.00   0.50    1.08    --  108.63 -30.00-180.00   52
 30  ω     36.00  66.00   0.50    1.08    --  108.63 -30.00 -90.00   60
 31  ω     47.00  81.00   0.50    1.08    --  108.63 -94.00-180.00   68
 32  ω     35.00 114.00   0.50    1.08    --  108.63-125.00-180.00  158
 33  ω     40.00 116.00   0.50    1.08    --  108.63-125.00 -30.00  152
 34  ω     35.00  98.00   0.50    1.08    --  108.63 -94.00-150.00  126
 35  ω    -30.00  65.00   0.50    0.57    --   42.80 -57.00 150.00  190
 36  ω    -68.00 -43.00   0.50    1.08    --  -84.50  86.00 -13.00   50
 37  ω    -67.00 -12.00   0.50    1.08    --  -84.50  61.00   0.00  110
 38  ω    -98.00 -72.00   0.50    1.08    --  -84.50  61.00   0.00   52
 39  ω    -66.00 -22.00   0.50    1.08    --  -84.50  30.00-180.00   88
 40  ω    -54.00 -11.00   0.50    1.08    --  -84.50  61.00-180.00   86
 41  ω    -96.00 -70.00   0.50    1.08    --  -84.50  61.00-180.00   52
 42  ω   -103.00 -78.00   0.50    1.08    --  -84.50 125.00-180.00   50
 43  ω   -129.00-104.00   0.50    1.08    --  -84.50 -86.00-131.00   50
 44  ω   -116.00 -91.00   0.50    0.57    --  -42.80-125.00 -60.00   50
 45  ω   -112.00 -81.00   0.50    0.57    --  -42.80-125.00 -90.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0371472000
_diffrn_orient_matrix_UB_12      0.0986176000
_diffrn_orient_matrix_UB_13      -0.0230365000
_diffrn_orient_matrix_UB_21      -0.0383750000
_diffrn_orient_matrix_UB_22      0.0630713000
_diffrn_orient_matrix_UB_23      0.0731863000
_diffrn_orient_matrix_UB_31      0.1441887000
_diffrn_orient_matrix_UB_32      -0.0021164000
_diffrn_orient_matrix_UB_33      0.0381433000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8899
_reflns_number_total             9922
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.986
_refine_diff_density_min         -1.379
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         9922
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0854
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1642P)²+2.8958P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2582
_refine_ls_wR_factor_ref         0.2632
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C61(H61)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C23(H23), C54(H54), C56(H56), C60(H60), C48(H48), C50(H50),
 C32(H32), C20(H20), C26(H26), C17(H17), C22(H22), C57(H57), C52(H52), C51(H51),
  C13(H13), C30(H30), C59(H59), C44(H44), C53(H53), C16(H16), C27(H27),
 C36(H36), C38(H38), C14(H14), C33(H33), C45(H45), C58(H58), C47(H47), C29(H29),
  C42(H42), C46(H46), C35(H35), C39(H39), C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.54896(18) 0.09975(14) 0.08658(12) 0.1127(6) Uani 1 1 d . . . . .
F2 F 0.96652(17) 0.73236(14) 0.18332(10) 0.0398(4) Uani 1 1 d . . . . .
Cl3 Cl 0.7008(2) 0.28145(15) 0.09562(18) 0.1507(10) Uani 1 1 d . . . . .
F1 F 0.1159(2) 0.53564(19) -0.02384(11) 0.0568(6) Uani 1 1 d . . . . .
N4 N 0.6336(2) 0.57750(16) 0.35916(11) 0.0231(4) Uani 1 1 d . . . . .
F3 F 0.8592(3) 0.27145(18) 0.68431(13) 0.0730(8) Uani 1 1 d . . . . .
N2 N 0.3327(2) 0.22284(16) 0.29810(11) 0.0235(4) Uani 1 1 d . . . . .
N3 N 0.6751(2) 0.44863(16) 0.45424(11) 0.0237(4) Uani 1 1 d . . . . .
Cl1 Cl 0.5201(4) 0.1995(2) -0.03445(10) 0.1719(13) Uani 1 1 d . . . . .
N1 N 0.3380(2) 0.32603(17) 0.18641(12) 0.0289(5) Uani 1 1 d . . . . .
F4 F 0.4584(3) -0.17657(16) 0.26416(17) 0.0800(8) Uani 1 1 d . . . . .
C10 C 0.5840(2) 0.48114(19) 0.33768(13) 0.0228(5) Uani 1 1 d . . . . .
C55 C 0.7503(2) 0.72014(18) 0.44335(13) 0.0225(5) Uani 1 1 d . . . . .
C5 C 0.4271(2) 0.29687(18) 0.30375(13) 0.0221(5) Uani 1 1 d . . . . .
C7 C 0.5985(2) 0.41698(18) 0.38863(13) 0.0218(5) Uani 1 1 d . . . . .
C8 C 0.7354(2) 0.54155(19) 0.47260(13) 0.0226(5) Uani 1 1 d . . . . .
C6 C 0.5356(2) 0.31272(19) 0.36744(13) 0.0225(5) Uani 1 1 d . . . . .
C2 C 0.4184(2) 0.35818(19) 0.25137(13) 0.0245(5) Uani 1 1 d . . . . .
C49 C 0.8268(2) 0.56525(18) 0.54388(13) 0.0233(5) Uani 1 1 d . . . . .
C1 C 0.5054(2) 0.45044(19) 0.26287(13) 0.0250(5) Uani 1 1 d . . . . .
C9 C 0.7075(2) 0.61034(19) 0.42512(13) 0.0227(5) Uani 1 1 d . . . . .
C4 C 0.2425(2) 0.19931(19) 0.23755(13) 0.0242(5) Uani 1 1 d . . . . .
C25 C 0.6580(2) 0.24890(18) 0.47411(14) 0.0251(5) Uani 1 1 d . . . . .
C43 C 0.1312(3) 0.1264(2) 0.23750(13) 0.0266(5) Uani 1 1 d . . . . .
C24 C 0.5770(2) 0.23475(19) 0.39944(14) 0.0241(5) Uani 1 1 d . . . . .
C18 C 0.6332(2) 0.56696(19) 0.20497(13) 0.0243(5) Uani 1 1 d . . . . .
C12 C 0.4031(3) 0.50355(19) 0.14651(13) 0.0257(5) Uani 1 1 d . . . . .
C11 C 0.5137(3) 0.50388(19) 0.20852(13) 0.0248(5) Uani 1 1 d . . . . .
C3 C 0.2556(3) 0.2454(2) 0.17678(14) 0.0270(5) Uani 1 1 d . . . . .
C19 C 0.6212(3) 0.6567(2) 0.17916(13) 0.0267(5) Uani 1 1 d . . . . .
H19 H 0.536752 0.678916 0.166475 0.032 Uiso 1 1 calc R . . . .
C23 C 0.7616(3) 0.5342(2) 0.22180(14) 0.0289(5) Uani 1 1 d . . . . .
H23 H 0.771441 0.474027 0.237984 0.035 Uiso 1 1 calc R . . . .
C54 C 0.7856(3) 0.5385(2) 0.60606(14) 0.0288(5) Uani 1 1 d . . . . .
H54 H 0.702136 0.506141 0.602246 0.035 Uiso 1 1 calc R . . . .
C31 C 0.5446(2) 0.1259(2) 0.36292(15) 0.0273(5) Uani 1 1 d . . . . .
C56 C 0.7698(3) 0.7657(2) 0.38477(14) 0.0276(5) Uani 1 1 d . . . . .
H56 H 0.758741 0.726606 0.336336 0.033 Uiso 1 1 calc R . . . .
C60 C 0.7648(3) 0.7809(2) 0.51566(14) 0.0298(5) Uani 1 1 d . . . . .
H60 H 0.749599 0.752513 0.555211 0.036 Uiso 1 1 calc R . . . .
C48 C 0.0011(3) 0.1410(2) 0.20785(15) 0.0331(6) Uani 1 1 d . . . . .
H48 H -0.015887 0.195817 0.185925 0.040 Uiso 1 1 calc R . . . .
C50 C 0.9537(3) 0.6116(2) 0.55000(15) 0.0293(5) Uani 1 1 d . . . . .
H50 H 0.982762 0.628541 0.508673 0.035 Uiso 1 1 calc R . . . .
C32 C 0.5034(3) 0.0578(2) 0.40319(17) 0.0328(6) Uani 1 1 d . . . . .
H32 H 0.496052 0.081396 0.453288 0.039 Uiso 1 1 calc R . . . .
C21 C 0.8567(3) 0.6783(2) 0.19046(14) 0.0304(6) Uani 1 1 d . . . . .
C20 C 0.7330(3) 0.7129(2) 0.17226(14) 0.0297(6) Uani 1 1 d . . . . .
H20 H 0.724518 0.772828 0.155646 0.036 Uiso 1 1 calc R . . . .
C26 C 0.6004(3) 0.2909(2) 0.53712(15) 0.0312(6) Uani 1 1 d . . . . .
H26 H 0.515450 0.315474 0.531266 0.037 Uiso 1 1 calc R . . . .
C37 C 0.1856(3) 0.2065(2) 0.09995(14) 0.0322(6) Uani 1 1 d . . . . .
C17 C 0.4198(3) 0.4666(2) 0.07259(15) 0.0314(6) Uani 1 1 d . . . . .
H17 H 0.498260 0.435912 0.061428 0.038 Uiso 1 1 calc R . . . .
C22 C 0.8739(3) 0.5893(2) 0.21487(15) 0.0311(6) Uani 1 1 d . . . . .
H22 H 0.958802 0.567156 0.226328 0.037 Uiso 1 1 calc R . . . .
C57 C 0.8054(3) 0.8685(2) 0.39813(16) 0.0339(6) Uani 1 1 d . . . . .
H57 H 0.817847 0.897859 0.358620 0.041 Uiso 1 1 calc R . . . .
C52 C 0.9931(3) 0.6072(2) 0.67952(15) 0.0363(6) Uani 1 1 d . . . . .
H52 H 1.048158 0.622024 0.725023 0.044 Uiso 1 1 calc R . . . .
C51 C 1.0365(3) 0.6325(2) 0.61775(16) 0.0346(6) Uani 1 1 d . . . . .
H51 H 1.120980 0.663361 0.621792 0.042 Uiso 1 1 calc R . . . .
C13 C 0.2863(3) 0.5514(2) 0.16181(15) 0.0333(6) Uani 1 1 d . . . . .
H13 H 0.273547 0.576156 0.211008 0.040 Uiso 1 1 calc R . . . .
C30 C 0.7847(3) 0.2126(2) 0.48326(18) 0.0351(6) Uani 1 1 d . . . . .
H30 H 0.823134 0.181802 0.441756 0.042 Uiso 1 1 calc R . . . .
C59 C 0.8018(3) 0.8835(2) 0.52831(16) 0.0363(6) Uani 1 1 d . . . . .
H59 H 0.812734 0.923063 0.576572 0.044 Uiso 1 1 calc R . . . .
C44 C 0.1553(3) 0.0431(2) 0.26920(15) 0.0343(6) Uani 1 1 d . . . . .
H44 H 0.241677 0.032445 0.289058 0.041 Uiso 1 1 calc R . . . .
C53 C 0.8690(3) 0.5603(2) 0.67361(15) 0.0363(6) Uani 1 1 d . . . . .
H53 H 0.840781 0.542997 0.715034 0.044 Uiso 1 1 calc R . . . .
C16 C 0.3217(3) 0.4746(2) 0.01553(15) 0.0365(6) Uani 1 1 d . . . . .
H16 H 0.331859 0.446955 -0.033697 0.044 Uiso 1 1 calc R . . . .
C15 C 0.2090(3) 0.5240(2) 0.03264(16) 0.0369(7) Uani 1 1 d . . . . .
C27 C 0.6655(4) 0.2970(2) 0.60805(16) 0.0406(7) Uani 1 1 d . . . . .
H27 H 0.624708 0.322700 0.649761 0.049 Uiso 1 1 calc R . . . .
C36 C 0.5611(3) 0.0879(2) 0.28868(18) 0.0391(7) Uani 1 1 d . . . . .
H36 H 0.590474 0.131527 0.261103 0.047 Uiso 1 1 calc R . . . .
C38 C 0.1853(3) 0.1044(2) 0.06523(16) 0.0393(7) Uani 1 1 d . . . . .
H38 H 0.223095 0.058421 0.091475 0.047 Uiso 1 1 calc R . . . .
C14 C 0.1889(3) 0.5628(3) 0.10521(17) 0.0395(7) Uani 1 1 d . . . . .
H14 H 0.111687 0.595865 0.115766 0.047 Uiso 1 1 calc R . . . .
C33 C 0.4734(3) -0.0439(2) 0.3705(2) 0.0422(7) Uani 1 1 d . . . . .
H33 H 0.443853 -0.088248 0.397464 0.051 Uiso 1 1 calc R . . . .
C45 C 0.0504(4) -0.0243(3) 0.27122(18) 0.0473(8) Uani 1 1 d . . . . .
H45 H 0.067057 -0.080177 0.291991 0.057 Uiso 1 1 calc R . . . .
C58 C 0.8227(3) 0.9277(2) 0.46993(18) 0.0366(6) Uani 1 1 d . . . . .
H58 H 0.847949 0.996407 0.478929 0.044 Uiso 1 1 calc R . . . .
C47 C -0.1031(3) 0.0744(3) 0.21085(17) 0.0427(7) Uani 1 1 d . . . . .
H47 H -0.189857 0.085073 0.191672 0.051 Uiso 1 1 calc R . . . .
C28 C 0.7933(4) 0.2637(2) 0.61463(18) 0.0455(8) Uani 1 1 d . . . . .
C29 C 0.8551(3) 0.2218(3) 0.5543(2) 0.0487(9) Uani 1 1 d . . . . .
H29 H 0.941552 0.200118 0.560693 0.058 Uiso 1 1 calc R . . . .
C42 C 0.1277(4) 0.2744(3) 0.06091(17) 0.0450(8) Uani 1 1 d . . . . .
H42 H 0.128613 0.343043 0.083685 0.054 Uiso 1 1 calc R . . . .
C46 C -0.0777(3) -0.0084(3) 0.24256(17) 0.0472(8) Uani 1 1 d . . . . .
H46 H -0.147486 -0.053212 0.244432 0.057 Uiso 1 1 calc R . . . .
C34 C 0.4884(4) -0.0770(2) 0.2973(2) 0.0499(8) Uani 1 1 d . . . . .
C35 C 0.5338(4) -0.0147(3) 0.2557(2) 0.0526(9) Uani 1 1 d . . . . .
H35 H 0.546060 -0.040444 0.206551 0.063 Uiso 1 1 calc R . . . .
C39 C 0.1286(4) 0.0705(3) -0.00884(18) 0.0489(8) Uani 1 1 d . . . . .
H39 H 0.130993 0.002463 -0.032678 0.059 Uiso 1 1 calc R . . . .
C40 C 0.0685(4) 0.1392(3) -0.04677(18) 0.0585(11) Uani 1 1 d . . . . .
H40 H 0.028277 0.116702 -0.095767 0.070 Uiso 1 1 calc R . . . .
C41 C 0.0681(5) 0.2398(3) -0.01249(19) 0.0592(11) Uani 1 1 d . . . . .
H41 H 0.027779 0.285232 -0.038329 0.071 Uiso 1 1 calc R . . . .
C61 C 0.5471(6) 0.2118(4) 0.0585(3) 0.0777(13) Uani 1 1 d . . . . .
H61 H 0.475620 0.251048 0.079729 0.093 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C61 1.707(6) . ?
F2 C21 1.354(3) . ?
Cl3 C61 1.775(6) . ?
F1 C15 1.356(3) . ?
N4 C10 1.340(3) . ?
N4 C9 1.330(3) . ?
F3 C28 1.360(3) . ?
N2 C5 1.345(3) . ?
N2 C4 1.329(3) . ?
N3 C7 1.335(3) . ?
N3 C8 1.337(3) . ?
Cl1 C61 1.686(6) . ?
N1 C2 1.344(3) . ?
N1 C3 1.323(3) . ?
F4 C34 1.359(4) . ?
C10 C7 1.416(3) . ?
C10 C1 1.478(3) . ?
C55 C9 1.488(3) . ?
C55 C56 1.398(3) . ?
C55 C60 1.401(3) . ?
C5 C6 1.481(3) . ?
C5 C2 1.408(3) . ?
C7 C6 1.481(3) . ?
C8 C49 1.482(3) . ?
C8 C9 1.426(3) . ?
C6 C24 1.368(3) . ?
C2 C1 1.470(3) . ?
C49 C54 1.396(4) . ?
C49 C50 1.397(4) . ?
C1 C11 1.376(3) . ?
C4 C43 1.480(3) . ?
C4 C3 1.425(3) . ?
C25 C24 1.489(3) . ?
C25 C26 1.392(4) . ?
C25 C30 1.386(4) . ?
C43 C48 1.396(4) . ?
C43 C44 1.393(4) . ?
C24 C31 1.487(4) . ?
C18 C11 1.481(3) . ?
C18 C19 1.402(3) . ?
C18 C23 1.400(4) . ?
C12 C11 1.498(3) . ?
C12 C17 1.390(4) . ?
C12 C13 1.391(4) . ?
C3 C37 1.486(3) . ?
C19 C20 1.385(4) . ?
C23 C22 1.381(4) . ?
C54 C53 1.388(4) . ?
C31 C32 1.398(4) . ?
C31 C36 1.397(4) . ?
C56 C57 1.387(4) . ?
C60 C59 1.388(4) . ?
C48 C47 1.386(4) . ?
C50 C51 1.388(4) . ?
C32 C33 1.383(4) . ?
C21 C20 1.373(4) . ?
C21 C22 1.382(4) . ?
C26 C27 1.380(4) . ?
C37 C38 1.389(4) . ?
C37 C42 1.385(4) . ?
C17 C16 1.380(4) . ?
C57 C58 1.385(4) . ?
C52 C51 1.390(4) . ?
C52 C53 1.374(5) . ?
C13 C14 1.383(4) . ?
C30 C29 1.396(4) . ?
C59 C58 1.387(4) . ?
C44 C45 1.393(4) . ?
C16 C15 1.371(5) . ?
C15 C14 1.381(4) . ?
C27 C28 1.378(5) . ?
C36 C35 1.392(5) . ?
C38 C39 1.394(4) . ?
C33 C34 1.368(5) . ?
C45 C46 1.376(5) . ?
C47 C46 1.389(5) . ?
C28 C29 1.375(6) . ?
C42 C41 1.393(4) . ?
C34 C35 1.372(6) . ?
C39 C40 1.390(6) . ?
C40 C41 1.368(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 C10 120.6(2) . . ?
C4 N2 C5 119.2(2) . . ?
C7 N3 C8 120.2(2) . . ?
C3 N1 C2 119.7(2) . . ?
N4 C10 C7 119.6(2) . . ?
N4 C10 C1 117.0(2) . . ?
C7 C10 C1 123.2(2) . . ?
C56 C55 C9 118.1(2) . . ?
C56 C55 C60 118.6(2) . . ?
C60 C55 C9 123.2(2) . . ?
N2 C5 C6 117.8(2) . . ?
N2 C5 C2 119.9(2) . . ?
C2 C5 C6 122.2(2) . . ?
N3 C7 C10 119.8(2) . . ?
N3 C7 C6 120.0(2) . . ?
C10 C7 C6 120.1(2) . . ?
N3 C8 C49 115.4(2) . . ?
N3 C8 C9 119.7(2) . . ?
C9 C8 C49 124.8(2) . . ?
C5 C6 C7 113.9(2) . . ?
C24 C6 C5 121.5(2) . . ?
C24 C6 C7 124.4(2) . . ?
N1 C2 C5 118.9(2) . . ?
N1 C2 C1 119.4(2) . . ?
C5 C2 C1 121.3(2) . . ?
C54 C49 C8 119.0(2) . . ?
C54 C49 C50 119.3(2) . . ?
C50 C49 C8 121.8(2) . . ?
C2 C1 C10 114.5(2) . . ?
C11 C1 C10 122.6(2) . . ?
C11 C1 C2 122.9(2) . . ?
N4 C9 C55 114.9(2) . . ?
N4 C9 C8 119.4(2) . . ?
C8 C9 C55 125.7(2) . . ?
N2 C4 C43 117.4(2) . . ?
N2 C4 C3 119.3(2) . . ?
C3 C4 C43 123.3(2) . . ?
C26 C25 C24 119.2(2) . . ?
C30 C25 C24 121.8(3) . . ?
C30 C25 C26 118.7(2) . . ?
C48 C43 C4 121.0(2) . . ?
C44 C43 C4 119.9(2) . . ?
C44 C43 C48 119.1(2) . . ?
C6 C24 C25 124.2(2) . . ?
C6 C24 C31 123.1(2) . . ?
C31 C24 C25 112.7(2) . . ?
C19 C18 C11 121.1(2) . . ?
C23 C18 C11 120.6(2) . . ?
C23 C18 C19 118.1(2) . . ?
C17 C12 C11 121.4(2) . . ?
C17 C12 C13 118.5(2) . . ?
C13 C12 C11 119.8(2) . . ?
C1 C11 C18 123.5(2) . . ?
C1 C11 C12 123.4(2) . . ?
C18 C11 C12 113.1(2) . . ?
N1 C3 C4 119.9(2) . . ?
N1 C3 C37 115.8(2) . . ?
C4 C3 C37 124.3(2) . . ?
C20 C19 C18 121.0(2) . . ?
C22 C23 C18 121.4(2) . . ?
C53 C54 C49 120.1(3) . . ?
C32 C31 C24 120.7(2) . . ?
C36 C31 C24 121.0(2) . . ?
C36 C31 C32 118.2(3) . . ?
C57 C56 C55 120.7(2) . . ?
C59 C60 C55 120.0(2) . . ?
C47 C48 C43 120.4(3) . . ?
C51 C50 C49 120.0(3) . . ?
C33 C32 C31 121.7(3) . . ?
F2 C21 C20 119.0(2) . . ?
F2 C21 C22 118.5(3) . . ?
C20 C21 C22 122.6(2) . . ?
C21 C20 C19 118.6(2) . . ?
C27 C26 C25 122.0(3) . . ?
C38 C37 C3 120.9(3) . . ?
C42 C37 C3 119.3(3) . . ?
C42 C37 C38 119.7(3) . . ?
C16 C17 C12 121.0(3) . . ?
C23 C22 C21 118.3(3) . . ?
C58 C57 C56 120.4(3) . . ?
C53 C52 C51 120.2(2) . . ?
C50 C51 C52 120.0(3) . . ?
C14 C13 C12 121.2(3) . . ?
C25 C30 C29 120.5(3) . . ?
C58 C59 C60 120.9(3) . . ?
C43 C44 C45 120.2(3) . . ?
C52 C53 C54 120.3(3) . . ?
C15 C16 C17 118.9(3) . . ?
F1 C15 C16 118.5(3) . . ?
F1 C15 C14 119.4(3) . . ?
C16 C15 C14 122.0(3) . . ?
C28 C27 C26 117.4(3) . . ?
C35 C36 C31 120.5(3) . . ?
C37 C38 C39 120.2(3) . . ?
C15 C14 C13 118.4(3) . . ?
C34 C33 C32 117.9(3) . . ?
C46 C45 C44 120.2(3) . . ?
C57 C58 C59 119.3(3) . . ?
C48 C47 C46 119.8(3) . . ?
F3 C28 C27 117.8(3) . . ?
F3 C28 C29 119.2(3) . . ?
C29 C28 C27 123.0(3) . . ?
C28 C29 C30 118.3(3) . . ?
C37 C42 C41 119.9(3) . . ?
C45 C46 C47 120.3(3) . . ?
F4 C34 C33 118.6(3) . . ?
F4 C34 C35 118.3(3) . . ?
C33 C34 C35 123.1(3) . . ?
C34 C35 C36 118.6(3) . . ?
C40 C39 C38 119.4(3) . . ?
C41 C40 C39 120.4(3) . . ?
C40 C41 C42 120.3(3) . . ?
Cl2 C61 Cl3 108.7(3) . . ?
Cl1 C61 Cl2 114.7(3) . . ?
Cl1 C61 Cl3 109.6(3) . . ?

_olex2_submission_original_sample_id yi200626-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.881
_oxdiff_exptl_absorpt_empirical_full_min 0.377
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi210413-sgwr
_database_code_depnum_ccdc_archive 'CCDC 2176761'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi210413-sgwr
_chemical_formula_moiety         'C60 H36 F4 N4, C2 O'
_chemical_formula_sum            'C62 H42 F4 N4 O'
_chemical_formula_weight         934.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 F4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   25.5161(2)
_cell_length_b                   9.80781(8)
_cell_length_c                   39.5463(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.5123(9)
_cell_angle_gamma                90
_cell_volume                     9866.08(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18967
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.4280
_cell_measurement_theta_min      2.2220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3888
_exptl_crystal_recrystallization_method EtOAc/EtOH
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            61118
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.972
_diffrn_reflns_theta_min         2.241
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -23.00   0.50   20.88    --  -42.80 -36.00  86.00  194
  2  ω    -57.00 -10.00   0.50   25.44    --  -84.50  61.00  60.00   94
  3  ω    -23.00  35.00   0.50   20.88    --  -42.80  36.00-117.00  116
  4  ω     49.00  75.00   0.50   20.88    --   42.80  36.00-117.00   52
  5  ω     86.00 177.00   0.50   25.44    --  108.63  36.00-117.00  182
  6  ω     82.00 108.00   0.50   25.44    --  108.63 125.00 120.00   52
  7  ω    130.00 177.00   0.50   25.44    --  108.63 125.00 120.00   94
  8  ω     50.00  75.00   0.50   25.44    --  108.63 -45.00 -90.00   50
  9  ω     33.00  58.00   0.50   25.44    --  108.63 -45.00 -30.00   50
 10  ω     30.00  64.00   0.50   25.44    --  108.63 -30.00 -30.00   68
 11  ω     34.00  66.00   0.50   25.44    --  108.63 -30.00 -60.00   64
 12  ω     30.00  55.00   0.50   25.44    --  108.63 -30.00 -90.00   50
 13  ω     42.00 132.00   0.50   25.44    --  108.63 -61.00-150.00  180
 14  ω     33.00  70.00   0.50   25.44    --  108.63 -45.00  60.00   74
 15  ω     37.00  69.00   0.50   25.44    --  108.63 -36.00  86.00   64
 16  ω     30.00  62.00   0.50   25.44    --  108.63 -30.00 120.00   64
 17  ω     48.00  73.00   0.50   25.44    --  108.63 -45.00 150.00   50
 18  ω     35.00 105.00   0.50   25.44    --  108.63 -94.00 120.00  140
 19  ω     33.00  67.00   0.50   25.44    --  108.63 -45.00-120.00   68
 20  ω    -92.00 -17.00   0.50   20.88    --  -42.80 125.00-180.00  150
 21  ω    -54.00 -11.00   0.50   25.44    --  -84.50  36.00-117.00   86
 22  ω   -102.00 -77.00   0.50   25.44    --  -84.50  61.00  60.00   50
 23  ω   -122.00 -96.00   0.50   25.44    --  -84.50 -36.00  86.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0185458000
_diffrn_orient_matrix_UB_12      -0.0698959000
_diffrn_orient_matrix_UB_13      -0.0318352000
_diffrn_orient_matrix_UB_21      0.0576581000
_diffrn_orient_matrix_UB_22      0.0189363000
_diffrn_orient_matrix_UB_23      0.0139264000
_diffrn_orient_matrix_UB_31      -0.0014736000
_diffrn_orient_matrix_UB_32      -0.1393006000
_diffrn_orient_matrix_UB_33      0.0178880000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                14630
_reflns_number_total             19771
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.683
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1279
_refine_ls_number_reflns         19771
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0796
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1575P)²+6.5255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.2561
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: O2(0.5) C1A(0.5) C1B(0.5) O1(0.5) C1C(0.5) C1D(0.5) O1A(0.3)
 C121(0.3) C1E(0.3) O2A(0.3) C1F(0.3) C122(0.3) O3(0.2) C1G(0.2) C123(0.2)
 O4(0.2) C1H(0.2) C124(0.2)
3.a Free rotating group:
 O2(C1A,C1B), O1(C1C,C1D), O1A(C121,C1E), O2A(C1F,C122), O3(C1G,C123), O4(C1H,
 C124)
3.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C116(H116), C86(H86), C92(H92), C26(H26), C30(H30), C83(H83),
 C110(H110), C90(H90), C23(H23), C56(H56), C120(H120), C89(H89), C98(H98),
 C60(H60), C93(H93), C19(H19), C33(H33), C79(H79), C104(H104), C13(H13),
 C36(H36), C29(H29), C118(H118), C38(H38), C44(H44), C108(H108), C117(H117),
 C73(H73), C96(H96), C50(H50), C17(H17), C87(H87), C119(H119), C27(H27),
 C35(H35), C59(H59), C77(H77), C48(H48), C22(H22), C58(H58), C82(H82), C99(H99),
  C114(H114), C57(H57), C95(H95), C102(H102), C45(H45), C105(H105), C39(H39),
 C107(H107), C46(H46), C111(H111), C20(H20), C80(H80), C47(H47), C54(H54),
 C106(H106), C14(H14), C42(H42), C100(H100), C16(H16), C51(H51), C74(H74),
 C76(H76), C112(H112), C40(H40), C101(H101), C113(H113), C53(H53), C52(H52),
 C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F4 F 0.40002(7) 0.85203(18) 0.44398(5) 0.0544(5) Uani 1 1 d . . . . .
F3 F 0.43803(8) 0.4253(2) 0.23910(4) 0.0598(5) Uani 1 1 d . . . . .
F8 F 0.90018(8) 1.38633(19) 0.44483(5) 0.0583(5) Uani 1 1 d . . . . .
F7 F 0.93698(8) 0.9815(2) 0.23952(4) 0.0624(6) Uani 1 1 d . . . . .
N8 N 0.77595(7) 0.49449(19) 0.33117(5) 0.0242(4) Uani 1 1 d . . . . .
N5 N 0.70846(8) 0.7264(2) 0.42591(5) 0.0287(4) Uani 1 1 d . . . . .
N1 N 0.20683(8) 0.1902(2) 0.42415(5) 0.0281(4) Uani 1 1 d . . . . .
F6 F 0.64818(10) 0.0241(2) 0.31886(6) 0.0765(7) Uani 1 1 d . . . . .
N2 N 0.26805(8) 0.4133(2) 0.41316(5) 0.0282(4) Uani 1 1 d . . . . .
N3 N 0.36398(8) 0.1186(2) 0.34251(5) 0.0271(4) Uani 1 1 d . . . . .
N7 N 0.86233(7) 0.6583(2) 0.34167(5) 0.0259(4) Uani 1 1 d . . . . .
F2 F 0.15756(11) -0.5218(2) 0.32077(6) 0.0767(7) Uani 1 1 d . . . . .
N6 N 0.76731(8) 0.9518(2) 0.41322(5) 0.0286(4) Uani 1 1 d . . . . .
N4 N 0.27680(7) -0.0411(2) 0.33009(5) 0.0250(4) Uani 1 1 d . . . . .
F1 F -0.00903(8) 0.2484(3) 0.39255(7) 0.0911(9) Uani 1 1 d . . . . .
C1 C 0.23057(9) 0.0819(2) 0.37278(6) 0.0247(5) Uani 1 1 d . . . . .
C10 C 0.27639(9) 0.0601(2) 0.35299(6) 0.0238(5) Uani 1 1 d . . . . .
C61 C 0.73058(9) 0.6183(2) 0.37389(6) 0.0249(5) Uani 1 1 d . . . . .
C69 C 0.81750(9) 0.4734(2) 0.31343(6) 0.0236(4) Uani 1 1 d . . . . .
C91 C 0.85742(9) 1.0550(2) 0.38552(6) 0.0269(5) Uani 1 1 d . . . . .
C67 C 0.81757(9) 0.6925(2) 0.35515(6) 0.0251(5) Uani 1 1 d . . . . .
C70 C 0.77568(9) 0.5966(2) 0.35373(6) 0.0233(4) Uani 1 1 d . . . . .
C2 C 0.23718(9) 0.1925(2) 0.39786(6) 0.0252(5) Uani 1 1 d . . . . .
C62 C 0.73763(9) 0.7291(2) 0.39895(6) 0.0259(5) Uani 1 1 d . . . . .
C7 C 0.31865(9) 0.1541(2) 0.35521(6) 0.0251(5) Uani 1 1 d . . . . .
C9 C 0.31908(9) -0.0641(2) 0.31320(6) 0.0252(5) Uani 1 1 d . . . . .
C78 C 0.67727(9) 0.4130(3) 0.35384(6) 0.0293(5) Uani 1 1 d . . . . .
C6 C 0.31548(9) 0.2889(2) 0.37170(6) 0.0256(5) Uani 1 1 d . . . . .
C66 C 0.81460(9) 0.8264(2) 0.37170(6) 0.0254(5) Uani 1 1 d . . . . .
C68 C 0.86425(9) 0.5475(2) 0.32227(6) 0.0258(5) Uani 1 1 d . . . . .
C84 C 0.84589(9) 0.9343(2) 0.36346(6) 0.0262(5) Uani 1 1 d . . . . .
C65 C 0.77407(9) 0.8356(2) 0.39607(6) 0.0255(5) Uani 1 1 d . . . . .
C5 C 0.27439(9) 0.2981(2) 0.39565(6) 0.0252(5) Uani 1 1 d . . . . .
C63 C 0.70712(10) 0.8348(2) 0.44563(6) 0.0289(5) Uani 1 1 d . . . . .
C55 C 0.31190(9) -0.1625(2) 0.28464(6) 0.0273(5) Uani 1 1 d . . . . .
C115 C 0.80972(9) 0.3742(2) 0.28511(6) 0.0263(5) Uani 1 1 d . . . . .
C3 C 0.20541(9) 0.2983(2) 0.44413(6) 0.0281(5) Uani 1 1 d . . . . .
C31 C 0.35800(9) 0.5177(2) 0.38520(6) 0.0271(5) Uani 1 1 d . . . . .
C85 C 0.87072(9) 0.9406(2) 0.33070(6) 0.0277(5) Uani 1 1 d . . . . .
C18 C 0.17893(9) -0.1265(2) 0.35346(6) 0.0282(5) Uani 1 1 d . . . . .
C71 C 0.68358(9) 0.5507(2) 0.36910(6) 0.0265(5) Uani 1 1 d . . . . .
C11 C 0.18371(9) 0.0132(3) 0.36752(6) 0.0272(5) Uani 1 1 d . . . . .
C24 C 0.34644(9) 0.3962(2) 0.36321(6) 0.0271(5) Uani 1 1 d . . . . .
F5 F 0.49284(9) 0.7818(3) 0.40008(9) 0.1094(11) Uani 1 1 d . . . . .
C8 C 0.36620(9) 0.0079(2) 0.32315(6) 0.0264(5) Uani 1 1 d . . . . .
C4 C 0.23178(10) 0.4192(3) 0.43539(6) 0.0284(5) Uani 1 1 d . . . . .
C43 C 0.21922(10) 0.5588(3) 0.44716(6) 0.0308(5) Uani 1 1 d . . . . .
C109 C 0.91717(9) 0.5137(2) 0.31139(6) 0.0285(5) Uani 1 1 d . . . . .
C64 C 0.73203(10) 0.9574(2) 0.43604(6) 0.0284(5) Uani 1 1 d . . . . .
C32 C 0.34735(10) 0.6490(3) 0.37341(6) 0.0315(5) Uani 1 1 d . . . . .
H32 H 0.330984 0.661277 0.351769 0.038 Uiso 1 1 calc R U . . .
C72 C 0.63355(9) 0.6127(3) 0.37846(6) 0.0318(5) Uani 1 1 d . . . . .
C49 C 0.41965(10) -0.0299(3) 0.31367(6) 0.0310(5) Uani 1 1 d . . . . .
C116 C 0.77008(10) 0.2765(3) 0.28599(6) 0.0329(5) Uani 1 1 d . . . . .
H116 H 0.749883 0.273232 0.304556 0.039 Uiso 1 1 calc R U . . .
C97 C 0.67835(11) 0.8226(3) 0.47661(6) 0.0328(5) Uani 1 1 d . . . . .
C25 C 0.37139(10) 0.4005(2) 0.33055(6) 0.0283(5) Uani 1 1 d . . . . .
C86 C 0.84145(10) 0.9145(3) 0.30008(6) 0.0335(5) Uani 1 1 d . . . . .
H86 H 0.806493 0.887927 0.300315 0.040 Uiso 1 1 calc R U . . .
C92 C 0.84750(10) 1.1867(3) 0.37387(6) 0.0310(5) Uani 1 1 d . . . . .
H92 H 0.831368 1.199958 0.352205 0.037 Uiso 1 1 calc R U . . .
C12 C 0.13353(9) 0.0757(3) 0.37583(6) 0.0310(5) Uani 1 1 d . . . . .
C37 C 0.17542(11) 0.2855(3) 0.47468(6) 0.0330(5) Uani 1 1 d . . . . .
C26 C 0.34193(10) 0.3697(3) 0.30007(6) 0.0334(5) Uani 1 1 d . . . . .
H26 H 0.306994 0.343331 0.300555 0.040 Uiso 1 1 calc R U . . .
C103 C 0.71899(11) 1.0967(3) 0.44772(6) 0.0320(5) Uani 1 1 d . . . . .
C30 C 0.42326(10) 0.4438(3) 0.32917(7) 0.0346(6) Uani 1 1 d . . . . .
H30 H 0.442937 0.467994 0.349059 0.042 Uiso 1 1 calc R U . . .
C83 C 0.70548(11) 0.3032(3) 0.36836(6) 0.0351(6) Uani 1 1 d . . . . .
H83 H 0.731153 0.318634 0.385961 0.042 Uiso 1 1 calc R U . . .
C110 C 0.93668(10) 0.3815(3) 0.31241(7) 0.0345(6) Uani 1 1 d . . . . .
H110 H 0.916076 0.310138 0.319399 0.041 Uiso 1 1 calc R U . . .
C90 C 0.92266(10) 0.9834(3) 0.32961(7) 0.0328(5) Uani 1 1 d . . . . .
H90 H 0.942414 1.004207 0.349717 0.039 Uiso 1 1 calc R U . . .
C23 C 0.20920(11) -0.2316(3) 0.36849(6) 0.0334(5) Uani 1 1 d . . . . .
H23 H 0.234591 -0.211431 0.385942 0.040 Uiso 1 1 calc R U . . .
C94 C 0.88619(11) 1.2775(3) 0.42528(7) 0.0392(6) Uani 1 1 d . . . . .
C56 C 0.27200(10) -0.2591(3) 0.28462(7) 0.0346(6) Uani 1 1 d . . . . .
H56 H 0.250669 -0.261676 0.302632 0.041 Uiso 1 1 calc R U . . .
C34 C 0.38610(11) 0.7414(3) 0.42456(7) 0.0376(6) Uani 1 1 d . . . . .
C120 C 0.83829(10) 0.3792(3) 0.25645(6) 0.0321(5) Uani 1 1 d . . . . .
H120 H 0.864219 0.445126 0.254962 0.039 Uiso 1 1 calc R U . . .
C89 C 0.94539(11) 0.9955(3) 0.29896(7) 0.0388(6) Uani 1 1 d . . . . .
H89 H 0.980308 1.021882 0.298317 0.047 Uiso 1 1 calc R U . . .
C98 C 0.69615(12) 0.8880(3) 0.50653(6) 0.0369(6) Uani 1 1 d . . . . .
H98 H 0.727618 0.936230 0.507560 0.044 Uiso 1 1 calc R U . . .
C60 C 0.34252(11) -0.1586(3) 0.25689(6) 0.0356(6) Uani 1 1 d . . . . .
H60 H 0.368826 -0.093333 0.256017 0.043 Uiso 1 1 calc R U . . .
C93 C 0.86116(11) 1.2981(3) 0.39388(7) 0.0368(6) Uani 1 1 d . . . . .
H93 H 0.853460 1.385906 0.386138 0.044 Uiso 1 1 calc R U . . .
C19 C 0.14124(11) -0.1583(3) 0.32712(7) 0.0379(6) Uani 1 1 d . . . . .
H19 H 0.120131 -0.089685 0.317150 0.045 Uiso 1 1 calc R U . . .
C33 C 0.36066(11) 0.7620(3) 0.39329(7) 0.0369(6) Uani 1 1 d . . . . .
H33 H 0.352482 0.849537 0.385539 0.044 Uiso 1 1 calc R U . . .
C79 C 0.63943(11) 0.3881(3) 0.32717(7) 0.0394(6) Uani 1 1 d . . . . .
H79 H 0.619958 0.460589 0.317610 0.047 Uiso 1 1 calc R U . . .
C104 C 0.75877(12) 1.1948(3) 0.45097(7) 0.0385(6) Uani 1 1 d . . . . .
H104 H 0.793324 1.169954 0.448145 0.046 Uiso 1 1 calc R U . . .
C13 C 0.12267(10) 0.2111(3) 0.36748(7) 0.0375(6) Uani 1 1 d . . . . .
H13 H 0.148014 0.262999 0.357752 0.045 Uiso 1 1 calc R U . . .
C36 C 0.38405(11) 0.5021(3) 0.41716(7) 0.0383(6) Uani 1 1 d . . . . .
H36 H 0.391858 0.414950 0.425316 0.046 Uiso 1 1 calc R U . . .
C29 C 0.44582(12) 0.4511(3) 0.29829(7) 0.0403(6) Uani 1 1 d . . . . .
H29 H 0.480628 0.478065 0.297371 0.048 Uiso 1 1 calc R U . . .
C118 C 0.78964(11) 0.1888(3) 0.23173(7) 0.0402(6) Uani 1 1 d . . . . .
H118 H 0.783382 0.126472 0.214146 0.048 Uiso 1 1 calc R U . . .
C38 C 0.19278(12) 0.3475(3) 0.50496(7) 0.0385(6) Uani 1 1 d . . . . .
H38 H 0.224570 0.394325 0.506612 0.046 Uiso 1 1 calc R U . . .
C44 C 0.25939(12) 0.6554(3) 0.45132(7) 0.0370(6) Uani 1 1 d . . . . .
H44 H 0.293992 0.629514 0.449015 0.044 Uiso 1 1 calc R U . . .
C108 C 0.66766(12) 1.1344(3) 0.45251(7) 0.0400(6) Uani 1 1 d . . . . .
H108 H 0.640853 1.069917 0.450768 0.048 Uiso 1 1 calc R U . . .
C117 C 0.76027(11) 0.1843(3) 0.25976(7) 0.0411(6) Uani 1 1 d . . . . .
H117 H 0.733957 0.119231 0.260934 0.049 Uiso 1 1 calc R U . . .
C88 C 0.91501(12) 0.9676(3) 0.26978(7) 0.0413(6) Uani 1 1 d . . . . .
C73 C 0.62220(11) 0.7481(3) 0.37110(7) 0.0403(6) Uani 1 1 d . . . . .
H73 H 0.646710 0.801023 0.360839 0.048 Uiso 1 1 calc R U . . .
C96 C 0.88299(11) 1.0373(3) 0.41770(7) 0.0384(6) Uani 1 1 d . . . . .
H96 H 0.890279 0.949833 0.425827 0.046 Uiso 1 1 calc R U . . .
C28 C 0.41560(12) 0.4177(3) 0.26923(7) 0.0422(7) Uani 1 1 d . . . . .
C50 C 0.43739(11) -0.1636(3) 0.31419(8) 0.0409(6) Uani 1 1 d . . . . .
H50 H 0.415516 -0.233663 0.320388 0.049 Uiso 1 1 calc R U . . .
C17 C 0.09419(10) -0.0013(3) 0.38945(7) 0.0403(6) Uani 1 1 d . . . . .
H17 H 0.100168 -0.092867 0.394499 0.048 Uiso 1 1 calc R U . . .
C87 C 0.86356(12) 0.9273(3) 0.26932(7) 0.0422(7) Uani 1 1 d . . . . .
H87 H 0.844032 0.909132 0.248964 0.051 Uiso 1 1 calc R U . . .
C119 C 0.82835(12) 0.2869(3) 0.23019(7) 0.0384(6) Uani 1 1 d . . . . .
H119 H 0.847897 0.290953 0.211335 0.046 Uiso 1 1 calc R U . . .
C27 C 0.36405(11) 0.3780(3) 0.26929(7) 0.0403(6) Uani 1 1 d . . . . .
H27 H 0.344442 0.357241 0.249126 0.048 Uiso 1 1 calc R U . . .
C35 C 0.39861(12) 0.6140(3) 0.43708(7) 0.0424(6) Uani 1 1 d . . . . .
H35 H 0.416382 0.603091 0.458352 0.051 Uiso 1 1 calc R U . . .
C59 C 0.33389(13) -0.2514(3) 0.23072(7) 0.0428(7) Uani 1 1 d . . . . .
H59 H 0.354711 -0.248239 0.212467 0.051 Uiso 1 1 calc R U . . .
C77 C 0.59546(11) 0.5330(3) 0.39268(7) 0.0420(6) Uani 1 1 d . . . . .
H77 H 0.602063 0.441229 0.397196 0.050 Uiso 1 1 calc R U . . .
C48 C 0.16775(12) 0.5991(3) 0.45093(7) 0.0407(6) Uani 1 1 d . . . . .
H48 H 0.140534 0.535961 0.448378 0.049 Uiso 1 1 calc R U . . .
C22 C 0.20222(13) -0.3655(3) 0.35795(7) 0.0437(7) Uani 1 1 d . . . . .
H22 H 0.222051 -0.435684 0.368291 0.052 Uiso 1 1 calc R U . . .
C58 C 0.29471(12) -0.3490(3) 0.23127(7) 0.0421(7) Uani 1 1 d . . . . .
H58 H 0.289489 -0.411919 0.213746 0.051 Uiso 1 1 calc R U . . .
C82 C 0.69576(13) 0.1714(3) 0.35689(7) 0.0452(7) Uani 1 1 d . . . . .
H82 H 0.713989 0.097766 0.366878 0.054 Uiso 1 1 calc R U . . .
C99 C 0.66755(13) 0.8821(3) 0.53475(7) 0.0445(7) Uani 1 1 d . . . . .
H99 H 0.679541 0.926942 0.554596 0.053 Uiso 1 1 calc R U . . .
C21 C 0.16482(14) -0.3912(3) 0.33156(8) 0.0478(8) Uani 1 1 d . . . . .
C114 C 0.94855(11) 0.6187(3) 0.30107(8) 0.0428(7) Uani 1 1 d . . . . .
H114 H 0.935998 0.707787 0.300755 0.051 Uiso 1 1 calc R U . . .
C57 C 0.26347(12) -0.3512(3) 0.25832(7) 0.0428(7) Uani 1 1 d . . . . .
H57 H 0.236595 -0.415064 0.258813 0.051 Uiso 1 1 calc R U . . .
C95 C 0.89763(12) 1.1493(3) 0.43768(8) 0.0458(7) Uani 1 1 d . . . . .
H95 H 0.914887 1.137718 0.459091 0.055 Uiso 1 1 calc R U . . .
C102 C 0.63256(12) 0.7459(3) 0.47589(8) 0.0449(7) Uani 1 1 d . . . . .
H102 H 0.620981 0.698463 0.456354 0.054 Uiso 1 1 calc R U . . .
C45 C 0.24806(13) 0.7895(3) 0.45886(7) 0.0450(7) Uani 1 1 d . . . . .
H45 H 0.275100 0.852954 0.461790 0.054 Uiso 1 1 calc R U . . .
C105 C 0.74702(14) 1.3294(3) 0.45840(7) 0.0474(7) Uani 1 1 d . . . . .
H105 H 0.773690 1.394188 0.460438 0.057 Uiso 1 1 calc R U . . .
C39 C 0.16316(14) 0.3403(3) 0.53289(7) 0.0493(8) Uani 1 1 d . . . . .
H39 H 0.175020 0.382251 0.553150 0.059 Uiso 1 1 calc R U . . .
C81 C 0.65817(14) 0.1525(3) 0.33017(8) 0.0508(8) Uani 1 1 d . . . . .
C107 C 0.65664(13) 1.2704(3) 0.45999(8) 0.0492(7) Uani 1 1 d . . . . .
H107 H 0.622256 1.295816 0.463137 0.059 Uiso 1 1 calc R U . . .
C46 C 0.19678(14) 0.8294(3) 0.46207(8) 0.0488(8) Uani 1 1 d . . . . .
H46 H 0.189101 0.920012 0.466591 0.059 Uiso 1 1 calc R U . . .
C111 C 0.98717(11) 0.3559(3) 0.30295(9) 0.0462(7) Uani 1 1 d . . . . .
H111 H 1.000401 0.267498 0.303912 0.055 Uiso 1 1 calc R U . . .
C20 C 0.13507(13) -0.2917(3) 0.31569(8) 0.0482(8) Uani 1 1 d . . . . .
H20 H 0.111029 -0.312510 0.297522 0.058 Uiso 1 1 calc R U . . .
C80 C 0.63031(13) 0.2585(3) 0.31469(8) 0.0485(8) Uani 1 1 d . . . . .
H80 H 0.605997 0.243054 0.296316 0.058 Uiso 1 1 calc R U . . .
C47 C 0.15720(13) 0.7342(3) 0.45852(8) 0.0497(7) Uani 1 1 d . . . . .
H47 H 0.122786 0.760597 0.461253 0.060 Uiso 1 1 calc R U . . .
C54 C 0.45301(12) 0.0733(3) 0.30467(8) 0.0469(7) Uani 1 1 d . . . . .
H54 H 0.441701 0.163499 0.304595 0.056 Uiso 1 1 calc R U . . .
C106 C 0.69581(14) 1.3671(3) 0.46277(8) 0.0490(8) Uani 1 1 d . . . . .
H106 H 0.687862 1.457268 0.467551 0.059 Uiso 1 1 calc R U . . .
C14 C 0.07515(12) 0.2699(4) 0.37332(9) 0.0515(8) Uani 1 1 d . . . . .
H14 H 0.068408 0.360766 0.367851 0.062 Uiso 1 1 calc R U . . .
C42 C 0.12877(13) 0.2110(3) 0.47275(8) 0.0494(8) Uani 1 1 d . . . . .
H42 H 0.117721 0.165047 0.452884 0.059 Uiso 1 1 calc R U . . .
C100 C 0.62083(15) 0.8090(3) 0.53336(8) 0.0553(9) Uani 1 1 d . . . . .
H100 H 0.600989 0.806789 0.552099 0.066 Uiso 1 1 calc R U . . .
C16 C 0.04628(12) 0.0573(4) 0.39554(9) 0.0539(8) Uani 1 1 d . . . . .
H16 H 0.020375 0.006292 0.404981 0.065 Uiso 1 1 calc R U . . .
C15 C 0.03800(12) 0.1913(4) 0.38738(10) 0.0586(9) Uani 1 1 d . . . . .
C51 C 0.48777(12) -0.1928(4) 0.30546(10) 0.0554(8) Uani 1 1 d . . . . .
H51 H 0.499497 -0.282575 0.305889 0.066 Uiso 1 1 calc R U . . .
C74 C 0.57526(13) 0.8062(4) 0.37870(9) 0.0570(9) Uani 1 1 d . . . . .
H74 H 0.568305 0.897820 0.374223 0.068 Uiso 1 1 calc R U . . .
C76 C 0.54776(12) 0.5900(4) 0.40012(10) 0.0595(9) Uani 1 1 d . . . . .
H76 H 0.522360 0.537686 0.409680 0.071 Uiso 1 1 calc R U . . .
C112 C 1.01762(12) 0.4607(4) 0.29218(10) 0.0583(9) Uani 1 1 d . . . . .
H112 H 1.051117 0.442938 0.285557 0.070 Uiso 1 1 calc R U . . .
C40 C 0.11572(16) 0.2701(4) 0.53044(9) 0.0604(10) Uani 1 1 d . . . . .
H40 H 0.095390 0.266788 0.548936 0.072 Uiso 1 1 calc R U . . .
C101 C 0.60397(15) 0.7402(3) 0.50440(9) 0.0591(9) Uani 1 1 d . . . . .
H101 H 0.573184 0.689173 0.503786 0.071 Uiso 1 1 calc R U . . .
C113 C 0.99841(13) 0.5923(3) 0.29123(11) 0.0609(10) Uani 1 1 d . . . . .
H113 H 1.018965 0.663183 0.283964 0.073 Uiso 1 1 calc R U . . .
C75 C 0.53920(13) 0.7255(5) 0.39300(11) 0.0672(11) Uani 1 1 d . . . . .
C53 C 0.50319(13) 0.0426(4) 0.29578(11) 0.0645(10) Uani 1 1 d . . . . .
H53 H 0.525227 0.112143 0.289513 0.077 Uiso 1 1 calc R U . . .
C52 C 0.52056(13) -0.0906(4) 0.29619(11) 0.0633(10) Uani 1 1 d . . . . .
H52 H 0.554217 -0.111031 0.290235 0.076 Uiso 1 1 calc R U . . .
C41 C 0.09874(16) 0.2053(4) 0.50064(10) 0.0656(10) Uani 1 1 d . . . . .
H41 H 0.067121 0.157724 0.499149 0.079 Uiso 1 1 calc R U . . .
O2 O 0.55075(16) 0.7783(4) 0.60828(10) 0.0465(9) Uiso 0.5 1 d G . P A -1
C1A C 0.5131(3) 0.8861(7) 0.60409(19) 0.0647(19) Uiso 0.5 1 d G . P A -1
C1B C 0.4885(7) 0.8801(18) 0.5680(3) 0.180(9) Uiso 0.5 1 d G . P A -1
O1 O 0.04750(17) 0.2573(4) 0.60902(11) 0.0522(11) Uiso 0.5 1 d G . P B -1
C1C C 0.0196(3) 0.3834(5) 0.60536(19) 0.0603(18) Uiso 0.5 1 d G . P B -1
C1D C -0.0196(9) 0.3715(17) 0.5746(5) 0.213(13) Uiso 0.5 1 d G . P B -1
O1A O 0.0000(12) 0.519(3) 0.5037(4) 0.165(7) Uiso 0.3 1 d G . P C -2
C121 C -0.0349(6) 0.4293(16) 0.5195(3) 0.083(4) Uiso 0.3 1 d G . P C -2
C1E C -0.0254(5) 0.4473(14) 0.5576(3) 0.062(3) Uiso 0.3 1 d G . P C -2
O2A O 0.5004(13) 1.015(3) 0.5050(5) 0.176(7) Uiso 0.3 1 d G . P D -2
C1F C 0.4670(6) 0.9098(15) 0.5160(3) 0.072(4) Uiso 0.3 1 d G . P D -2
C122 C 0.4698(8) 0.913(2) 0.5544(3) 0.101(5) Uiso 0.3 1 d G . P D -2
O3 O -0.0054(5) 0.2256(11) 0.5603(3) 0.053(3) Uiso 0.2 1 d G . P C -2
C1G C -0.0159(12) 0.3555(14) 0.5747(4) 0.077(8) Uiso 0.2 1 d G . P C -2
C123 C -0.0010(8) 0.3472(19) 0.6126(3) 0.064(5) Uiso 0.2 1 d G . P C -2
O4 O 0.4972(4) 0.7081(10) 0.5536(2) 0.045(2) Uiso 0.2 1 d G . P D -2
C1H C 0.4749(8) 0.811(2) 0.5737(4) 0.096(8) Uiso 0.2 1 d G . P D -2
C124 C 0.5054(6) 0.8122(17) 0.6081(3) 0.050(4) Uiso 0.2 1 d G . P D -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F4 C34 1.360(3) . ?
F3 C28 1.364(3) . ?
F8 C94 1.350(3) . ?
F7 C88 1.368(3) . ?
N8 C69 1.333(3) . ?
N8 C70 1.342(3) . ?
N5 C62 1.348(3) . ?
N5 C63 1.321(3) . ?
N1 C2 1.345(3) . ?
N1 C3 1.324(3) . ?
F6 C81 1.354(3) . ?
N2 C5 1.342(3) . ?
N2 C4 1.327(3) . ?
N3 C7 1.342(3) . ?
N3 C8 1.333(3) . ?
N7 C67 1.340(3) . ?
N7 C68 1.333(3) . ?
F2 C21 1.358(3) . ?
N6 C65 1.345(3) . ?
N6 C64 1.325(3) . ?
N4 C10 1.344(3) . ?
N4 C9 1.332(3) . ?
F1 C15 1.354(3) . ?
C1 C10 1.473(3) . ?
C1 C2 1.471(3) . ?
C1 C11 1.374(3) . ?
C10 C7 1.417(3) . ?
C61 C70 1.466(3) . ?
C61 C62 1.473(3) . ?
C61 C71 1.370(3) . ?
C69 C68 1.417(3) . ?
C69 C115 1.485(3) . ?
C91 C84 1.486(3) . ?
C91 C92 1.388(3) . ?
C91 C96 1.394(4) . ?
C67 C70 1.421(3) . ?
C67 C66 1.473(3) . ?
C2 C5 1.412(3) . ?
C62 C65 1.408(3) . ?
C7 C6 1.479(3) . ?
C9 C55 1.486(3) . ?
C9 C8 1.423(3) . ?
C78 C71 1.483(3) . ?
C78 C83 1.393(4) . ?
C78 C79 1.394(4) . ?
C6 C5 1.470(3) . ?
C6 C24 1.373(3) . ?
C66 C84 1.380(3) . ?
C66 C65 1.471(3) . ?
C68 C109 1.487(3) . ?
C84 C85 1.487(3) . ?
C63 C64 1.425(3) . ?
C63 C97 1.482(3) . ?
C55 C56 1.390(3) . ?
C55 C60 1.397(3) . ?
C115 C116 1.396(3) . ?
C115 C120 1.396(3) . ?
C3 C4 1.419(3) . ?
C3 C37 1.485(3) . ?
C31 C24 1.491(3) . ?
C31 C32 1.389(3) . ?
C31 C36 1.389(4) . ?
C85 C86 1.395(3) . ?
C85 C90 1.394(3) . ?
C18 C11 1.480(3) . ?
C18 C23 1.393(4) . ?
C18 C19 1.396(3) . ?
C71 C72 1.487(3) . ?
C11 C12 1.480(3) . ?
C24 C25 1.485(3) . ?
F5 C75 1.355(4) . ?
C8 C49 1.489(3) . ?
C4 C43 1.489(3) . ?
C43 C44 1.396(4) . ?
C43 C48 1.391(4) . ?
C109 C110 1.388(4) . ?
C109 C114 1.386(4) . ?
C64 C103 1.488(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.385(4) . ?
C72 C73 1.386(4) . ?
C72 C77 1.399(4) . ?
C49 C50 1.387(4) . ?
C49 C54 1.387(4) . ?
C116 H116 0.9300 . ?
C116 C117 1.384(4) . ?
C97 C98 1.391(4) . ?
C97 C102 1.388(4) . ?
C25 C26 1.402(4) . ?
C25 C30 1.395(3) . ?
C86 H86 0.9300 . ?
C86 C87 1.386(4) . ?
C92 H92 0.9300 . ?
C92 C93 1.378(4) . ?
C12 C13 1.391(4) . ?
C12 C17 1.397(4) . ?
C37 C38 1.384(4) . ?
C37 C42 1.394(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.384(4) . ?
C103 C104 1.398(4) . ?
C103 C108 1.388(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.393(4) . ?
C83 H83 0.9300 . ?
C83 C82 1.386(4) . ?
C110 H110 0.9300 . ?
C110 C111 1.392(4) . ?
C90 H90 0.9300 . ?
C90 C89 1.389(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.385(4) . ?
C94 C93 1.366(4) . ?
C94 C95 1.372(4) . ?
C56 H56 0.9300 . ?
C56 C57 1.382(4) . ?
C34 C33 1.366(4) . ?
C34 C35 1.373(4) . ?
C120 H120 0.9300 . ?
C120 C119 1.386(4) . ?
C89 H89 0.9300 . ?
C89 C88 1.366(4) . ?
C98 H98 0.9300 . ?
C98 C99 1.382(4) . ?
C60 H60 0.9300 . ?
C60 C59 1.383(4) . ?
C93 H93 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.389(4) . ?
C33 H33 0.9300 . ?
C79 H79 0.9300 . ?
C79 C80 1.377(4) . ?
C104 H104 0.9300 . ?
C104 C105 1.390(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(4) . ?
C36 H36 0.9300 . ?
C36 C35 1.384(4) . ?
C29 H29 0.9300 . ?
C29 C28 1.372(4) . ?
C118 H118 0.9300 . ?
C118 C117 1.387(4) . ?
C118 C119 1.384(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.388(4) . ?
C44 H44 0.9300 . ?
C44 C45 1.384(4) . ?
C108 H108 0.9300 . ?
C108 C107 1.399(4) . ?
C117 H117 0.9300 . ?
C88 C87 1.370(4) . ?
C73 H73 0.9300 . ?
C73 C74 1.381(4) . ?
C96 H96 0.9300 . ?
C96 C95 1.387(4) . ?
C28 C27 1.372(4) . ?
C50 H50 0.9300 . ?
C50 C51 1.387(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.389(4) . ?
C87 H87 0.9300 . ?
C119 H119 0.9300 . ?
C27 H27 0.9300 . ?
C35 H35 0.9300 . ?
C59 H59 0.9300 . ?
C59 C58 1.385(4) . ?
C77 H77 0.9300 . ?
C77 C76 1.392(4) . ?
C48 H48 0.9300 . ?
C48 C47 1.389(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.381(5) . ?
C58 H58 0.9300 . ?
C58 C57 1.384(4) . ?
C82 H82 0.9300 . ?
C82 C81 1.382(5) . ?
C99 H99 0.9300 . ?
C99 C100 1.388(5) . ?
C21 C20 1.359(5) . ?
C114 H114 0.9300 . ?
C114 C113 1.384(4) . ?
C57 H57 0.9300 . ?
C95 H95 0.9300 . ?
C102 H102 0.9300 . ?
C102 C101 1.391(4) . ?
C45 H45 0.9300 . ?
C45 C46 1.381(5) . ?
C105 H105 0.9300 . ?
C105 C106 1.382(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.389(5) . ?
C81 C80 1.376(5) . ?
C107 H107 0.9300 . ?
C107 C106 1.376(5) . ?
C46 H46 0.9300 . ?
C46 C47 1.375(5) . ?
C111 H111 0.9300 . ?
C111 C112 1.376(5) . ?
C20 H20 0.9300 . ?
C80 H80 0.9300 . ?
C47 H47 0.9300 . ?
C54 H54 0.9300 . ?
C54 C53 1.387(4) . ?
C106 H106 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.373(5) . ?
C42 H42 0.9300 . ?
C42 C41 1.393(4) . ?
C100 H100 0.9300 . ?
C100 C101 1.369(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.366(5) . ?
C51 H51 0.9300 . ?
C51 C52 1.374(5) . ?
C74 H74 0.9300 . ?
C74 C75 1.369(5) . ?
C76 H76 0.9300 . ?
C76 C75 1.372(6) . ?
C112 H112 0.9300 . ?
C112 C113 1.379(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.378(6) . ?
C101 H101 0.9300 . ?
C113 H113 0.9300 . ?
C53 H53 0.9300 . ?
C53 C52 1.379(5) . ?
C52 H52 0.9300 . ?
C41 H41 0.9300 . ?
O2 C1A 1.4293 . ?
C1A C1B 1.5159 . ?
O1 C1C 1.4291 . ?
C1C C1D 1.5159 . ?
O1A C121 1.4297 . ?
C121 C1E 1.5166 . ?
C1E C1G 1.143(18) . ?
O2A C1F 1.4306 . ?
C1F C122 1.5138 . ?
C122 C1H 1.26(3) . ?
O3 C1G 1.4296 . ?
C1G C123 1.5158 . ?
O4 C1H 1.4289 . ?
C1H C124 1.5156 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C69 N8 C70 120.78(19) . . ?
C63 N5 C62 119.5(2) . . ?
C3 N1 C2 119.5(2) . . ?
C4 N2 C5 119.8(2) . . ?
C8 N3 C7 120.2(2) . . ?
C68 N7 C67 120.2(2) . . ?
C64 N6 C65 120.0(2) . . ?
C9 N4 C10 120.8(2) . . ?
C2 C1 C10 114.32(19) . . ?
C11 C1 C10 124.5(2) . . ?
C11 C1 C2 121.1(2) . . ?
N4 C10 C1 120.9(2) . . ?
N4 C10 C7 118.5(2) . . ?
C7 C10 C1 120.3(2) . . ?
C70 C61 C62 114.42(19) . . ?
C71 C61 C70 124.8(2) . . ?
C71 C61 C62 120.6(2) . . ?
N8 C69 C68 118.7(2) . . ?
N8 C69 C115 115.7(2) . . ?
C68 C69 C115 125.6(2) . . ?
C92 C91 C84 121.6(2) . . ?
C92 C91 C96 118.6(2) . . ?
C96 C91 C84 119.6(2) . . ?
N7 C67 C70 118.7(2) . . ?
N7 C67 C66 118.4(2) . . ?
C70 C67 C66 122.9(2) . . ?
N8 C70 C61 121.0(2) . . ?
N8 C70 C67 118.5(2) . . ?
C67 C70 C61 120.2(2) . . ?
N1 C2 C1 117.8(2) . . ?
N1 C2 C5 119.4(2) . . ?
C5 C2 C1 122.8(2) . . ?
N5 C62 C61 118.2(2) . . ?
N5 C62 C65 119.2(2) . . ?
C65 C62 C61 122.6(2) . . ?
N3 C7 C10 118.8(2) . . ?
N3 C7 C6 118.4(2) . . ?
C10 C7 C6 122.8(2) . . ?
N4 C9 C55 115.8(2) . . ?
N4 C9 C8 118.5(2) . . ?
C8 C9 C55 125.7(2) . . ?
C83 C78 C71 120.0(2) . . ?
C83 C78 C79 118.8(2) . . ?
C79 C78 C71 120.9(2) . . ?
C5 C6 C7 113.90(19) . . ?
C24 C6 C7 121.6(2) . . ?
C24 C6 C5 124.3(2) . . ?
C84 C66 C67 121.9(2) . . ?
C84 C66 C65 123.9(2) . . ?
C65 C66 C67 114.15(19) . . ?
N7 C68 C69 119.5(2) . . ?
N7 C68 C109 115.1(2) . . ?
C69 C68 C109 125.5(2) . . ?
C91 C84 C85 113.57(19) . . ?
C66 C84 C91 124.3(2) . . ?
C66 C84 C85 122.1(2) . . ?
N6 C65 C62 118.4(2) . . ?
N6 C65 C66 120.4(2) . . ?
C62 C65 C66 120.7(2) . . ?
N2 C5 C2 118.5(2) . . ?
N2 C5 C6 120.3(2) . . ?
C2 C5 C6 120.8(2) . . ?
N5 C63 C64 119.3(2) . . ?
N5 C63 C97 117.4(2) . . ?
C64 C63 C97 123.3(2) . . ?
C56 C55 C9 119.3(2) . . ?
C56 C55 C60 118.3(2) . . ?
C60 C55 C9 122.4(2) . . ?
C116 C115 C69 119.0(2) . . ?
C120 C115 C69 122.8(2) . . ?
C120 C115 C116 118.1(2) . . ?
N1 C3 C4 119.2(2) . . ?
N1 C3 C37 117.2(2) . . ?
C4 C3 C37 123.6(2) . . ?
C32 C31 C24 121.4(2) . . ?
C32 C31 C36 118.3(2) . . ?
C36 C31 C24 120.1(2) . . ?
C86 C85 C84 120.8(2) . . ?
C90 C85 C84 120.7(2) . . ?
C90 C85 C86 118.3(2) . . ?
C23 C18 C11 119.9(2) . . ?
C23 C18 C19 118.6(2) . . ?
C19 C18 C11 121.3(2) . . ?
C61 C71 C78 124.3(2) . . ?
C61 C71 C72 121.8(2) . . ?
C78 C71 C72 113.9(2) . . ?
C1 C11 C18 123.8(2) . . ?
C1 C11 C12 121.4(2) . . ?
C12 C11 C18 114.8(2) . . ?
C6 C24 C31 124.1(2) . . ?
C6 C24 C25 121.9(2) . . ?
C25 C24 C31 113.9(2) . . ?
N3 C8 C9 119.4(2) . . ?
N3 C8 C49 115.4(2) . . ?
C9 C8 C49 125.3(2) . . ?
N2 C4 C3 119.6(2) . . ?
N2 C4 C43 115.2(2) . . ?
C3 C4 C43 125.0(2) . . ?
C44 C43 C4 119.1(2) . . ?
C48 C43 C4 121.5(2) . . ?
C48 C43 C44 119.0(2) . . ?
C110 C109 C68 122.1(2) . . ?
C114 C109 C68 118.6(2) . . ?
C114 C109 C110 119.3(2) . . ?
N6 C64 C63 119.2(2) . . ?
N6 C64 C103 115.5(2) . . ?
C63 C64 C103 125.2(2) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.2(2) . . ?
C33 C32 H32 119.4 . . ?
C73 C72 C71 120.6(2) . . ?
C73 C72 C77 118.7(2) . . ?
C77 C72 C71 120.6(2) . . ?
C50 C49 C8 122.4(2) . . ?
C50 C49 C54 119.2(2) . . ?
C54 C49 C8 118.4(2) . . ?
C115 C116 H116 119.4 . . ?
C117 C116 C115 121.2(2) . . ?
C117 C116 H116 119.4 . . ?
C98 C97 C63 121.1(2) . . ?
C102 C97 C63 119.9(2) . . ?
C102 C97 C98 119.1(2) . . ?
C26 C25 C24 120.3(2) . . ?
C30 C25 C24 121.0(2) . . ?
C30 C25 C26 118.6(2) . . ?
C85 C86 H86 119.4 . . ?
C87 C86 C85 121.2(2) . . ?
C87 C86 H86 119.4 . . ?
C91 C92 H92 119.5 . . ?
C93 C92 C91 121.1(2) . . ?
C93 C92 H92 119.5 . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 C17 118.1(2) . . ?
C17 C12 C11 121.5(2) . . ?
C38 C37 C3 121.1(2) . . ?
C38 C37 C42 119.4(2) . . ?
C42 C37 C3 119.5(2) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(2) . . ?
C27 C26 H26 119.5 . . ?
C104 C103 C64 118.8(2) . . ?
C108 C103 C64 121.6(2) . . ?
C108 C103 C104 119.3(2) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 C25 120.6(3) . . ?
C29 C30 H30 119.7 . . ?
C78 C83 H83 119.6 . . ?
C82 C83 C78 120.8(3) . . ?
C82 C83 H83 119.6 . . ?
C109 C110 H110 120.1 . . ?
C109 C110 C111 119.8(3) . . ?
C111 C110 H110 120.1 . . ?
C85 C90 H90 119.5 . . ?
C89 C90 C85 121.0(2) . . ?
C89 C90 H90 119.5 . . ?
C18 C23 H23 119.4 . . ?
C22 C23 C18 121.3(3) . . ?
C22 C23 H23 119.4 . . ?
F8 C94 C93 119.2(3) . . ?
F8 C94 C95 118.7(3) . . ?
C93 C94 C95 122.1(2) . . ?
C55 C56 H56 119.4 . . ?
C57 C56 C55 121.2(2) . . ?
C57 C56 H56 119.4 . . ?
F4 C34 C33 118.6(3) . . ?
F4 C34 C35 118.7(3) . . ?
C33 C34 C35 122.8(2) . . ?
C115 C120 H120 119.7 . . ?
C119 C120 C115 120.6(2) . . ?
C119 C120 H120 119.7 . . ?
C90 C89 H89 120.9 . . ?
C88 C89 C90 118.1(2) . . ?
C88 C89 H89 120.9 . . ?
C97 C98 H98 119.7 . . ?
C99 C98 C97 120.7(3) . . ?
C99 C98 H98 119.7 . . ?
C55 C60 H60 119.9 . . ?
C59 C60 C55 120.2(3) . . ?
C59 C60 H60 119.9 . . ?
C92 C93 H93 120.5 . . ?
C94 C93 C92 118.9(3) . . ?
C94 C93 H93 120.5 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.3(2) . . ?
C34 C33 H33 120.9 . . ?
C78 C79 H79 119.3 . . ?
C80 C79 C78 121.3(3) . . ?
C80 C79 H79 119.3 . . ?
C103 C104 H104 119.8 . . ?
C105 C104 C103 120.4(3) . . ?
C105 C104 H104 119.8 . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C31 C36 H36 119.4 . . ?
C35 C36 C31 121.2(3) . . ?
C35 C36 H36 119.4 . . ?
C30 C29 H29 120.7 . . ?
C28 C29 C30 118.6(3) . . ?
C28 C29 H29 120.7 . . ?
C117 C118 H118 120.3 . . ?
C119 C118 H118 120.3 . . ?
C119 C118 C117 119.3(2) . . ?
C37 C38 H38 119.7 . . ?
C37 C38 C39 120.6(3) . . ?
C39 C38 H38 119.7 . . ?
C43 C44 H44 119.8 . . ?
C45 C44 C43 120.4(3) . . ?
C45 C44 H44 119.8 . . ?
C103 C108 H108 120.3 . . ?
C103 C108 C107 119.3(3) . . ?
C107 C108 H108 120.3 . . ?
C116 C117 C118 120.1(3) . . ?
C116 C117 H117 120.0 . . ?
C118 C117 H117 120.0 . . ?
F7 C88 C87 118.4(3) . . ?
C89 C88 F7 118.3(3) . . ?
C89 C88 C87 123.3(2) . . ?
C72 C73 H73 119.3 . . ?
C74 C73 C72 121.4(3) . . ?
C74 C73 H73 119.3 . . ?
C91 C96 H96 119.7 . . ?
C95 C96 C91 120.5(3) . . ?
C95 C96 H96 119.7 . . ?
F3 C28 C29 118.1(3) . . ?
F3 C28 C27 119.0(3) . . ?
C27 C28 C29 122.8(2) . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 119.9(3) . . ?
C51 C50 H50 120.0 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C86 C87 H87 121.0 . . ?
C88 C87 C86 118.1(3) . . ?
C88 C87 H87 121.0 . . ?
C120 C119 H119 119.7 . . ?
C118 C119 C120 120.7(2) . . ?
C118 C119 H119 119.7 . . ?
C26 C27 H27 120.8 . . ?
C28 C27 C26 118.4(3) . . ?
C28 C27 H27 120.8 . . ?
C34 C35 C36 118.2(3) . . ?
C34 C35 H35 120.9 . . ?
C36 C35 H35 120.9 . . ?
C60 C59 H59 119.5 . . ?
C60 C59 C58 121.0(3) . . ?
C58 C59 H59 119.5 . . ?
C72 C77 H77 119.8 . . ?
C76 C77 C72 120.5(3) . . ?
C76 C77 H77 119.8 . . ?
C43 C48 H48 120.2 . . ?
C47 C48 C43 119.7(3) . . ?
C47 C48 H48 120.2 . . ?
C23 C22 H22 121.1 . . ?
C21 C22 C23 117.7(3) . . ?
C21 C22 H22 121.1 . . ?
C59 C58 H58 120.5 . . ?
C57 C58 C59 118.9(2) . . ?
C57 C58 H58 120.5 . . ?
C83 C82 H82 121.0 . . ?
C81 C82 C83 118.1(3) . . ?
C81 C82 H82 121.0 . . ?
C98 C99 H99 120.1 . . ?
C98 C99 C100 119.7(3) . . ?
C100 C99 H99 120.1 . . ?
F2 C21 C22 118.6(3) . . ?
F2 C21 C20 118.4(3) . . ?
C20 C21 C22 123.0(3) . . ?
C109 C114 H114 119.7 . . ?
C113 C114 C109 120.6(3) . . ?
C113 C114 H114 119.7 . . ?
C56 C57 C58 120.3(3) . . ?
C56 C57 H57 119.8 . . ?
C58 C57 H57 119.8 . . ?
C94 C95 C96 118.8(3) . . ?
C94 C95 H95 120.6 . . ?
C96 C95 H95 120.6 . . ?
C97 C102 H102 120.0 . . ?
C97 C102 C101 120.0(3) . . ?
C101 C102 H102 120.0 . . ?
C44 C45 H45 119.8 . . ?
C46 C45 C44 120.3(3) . . ?
C46 C45 H45 119.8 . . ?
C104 C105 H105 119.9 . . ?
C106 C105 C104 120.2(3) . . ?
C106 C105 H105 119.9 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.7(3) . . ?
C40 C39 H39 120.1 . . ?
F6 C81 C82 118.6(3) . . ?
F6 C81 C80 118.6(3) . . ?
C80 C81 C82 122.8(3) . . ?
C108 C107 H107 119.4 . . ?
C106 C107 C108 121.2(3) . . ?
C106 C107 H107 119.4 . . ?
C45 C46 H46 120.3 . . ?
C47 C46 C45 119.4(3) . . ?
C47 C46 H46 120.3 . . ?
C110 C111 H111 119.8 . . ?
C112 C111 C110 120.4(3) . . ?
C112 C111 H111 119.8 . . ?
C19 C20 H20 120.6 . . ?
C21 C20 C19 118.8(3) . . ?
C21 C20 H20 120.6 . . ?
C79 C80 H80 120.9 . . ?
C81 C80 C79 118.1(3) . . ?
C81 C80 H80 120.9 . . ?
C48 C47 H47 119.4 . . ?
C46 C47 C48 121.1(3) . . ?
C46 C47 H47 119.4 . . ?
C49 C54 H54 119.9 . . ?
C49 C54 C53 120.2(3) . . ?
C53 C54 H54 119.9 . . ?
C105 C106 H106 120.2 . . ?
C107 C106 C105 119.6(3) . . ?
C107 C106 H106 120.2 . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.5(3) . . ?
C15 C14 H14 120.8 . . ?
C37 C42 H42 120.1 . . ?
C41 C42 C37 119.9(3) . . ?
C41 C42 H42 120.1 . . ?
C99 C100 H100 120.0 . . ?
C101 C100 C99 120.0(3) . . ?
C101 C100 H100 120.0 . . ?
C17 C16 H16 120.7 . . ?
C15 C16 C17 118.6(3) . . ?
C15 C16 H16 120.7 . . ?
F1 C15 C14 118.5(3) . . ?
F1 C15 C16 119.0(3) . . ?
C16 C15 C14 122.5(3) . . ?
C50 C51 H51 119.6 . . ?
C52 C51 C50 120.8(3) . . ?
C52 C51 H51 119.6 . . ?
C73 C74 H74 120.9 . . ?
C75 C74 C73 118.3(3) . . ?
C75 C74 H74 120.9 . . ?
C77 C76 H76 120.9 . . ?
C75 C76 C77 118.3(3) . . ?
C75 C76 H76 120.9 . . ?
C111 C112 H112 120.0 . . ?
C111 C112 C113 119.9(3) . . ?
C113 C112 H112 120.0 . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.1(3) . . ?
C41 C40 H40 119.9 . . ?
C102 C101 H101 119.7 . . ?
C100 C101 C102 120.5(3) . . ?
C100 C101 H101 119.8 . . ?
C114 C113 H113 120.0 . . ?
C112 C113 C114 120.0(3) . . ?
C112 C113 H113 120.0 . . ?
F5 C75 C74 118.4(4) . . ?
F5 C75 C76 118.7(3) . . ?
C74 C75 C76 122.9(3) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 C54 120.4(3) . . ?
C52 C53 H53 119.8 . . ?
C51 C52 C53 119.5(3) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
C42 C41 H41 119.9 . . ?
C40 C41 C42 120.2(3) . . ?
C40 C41 H41 119.9 . . ?
O2 C1A C1B 107.8 . . ?
O1 C1C C1D 107.8 . . ?
O1A C121 C1E 107.8 . . ?
C1G C1E C121 120.6(13) . . ?
O2A C1F C122 107.9 . . ?
C1H C122 C1F 125.6(16) . . ?
C1E C1G O3 120.2(12) . . ?
C1E C1G C123 130.8(13) . . ?
O3 C1G C123 107.8 . . ?
C122 C1H O4 104.6(16) . . ?
C122 C1H C124 124(2) . . ?
O4 C1H C124 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F4 C34 C33 C32 179.0(2) . . . . ?
F4 C34 C35 C36 179.7(3) . . . . ?
F3 C28 C27 C26 179.5(3) . . . . ?
F8 C94 C93 C92 179.3(2) . . . . ?
F8 C94 C95 C96 179.6(3) . . . . ?
F7 C88 C87 C86 -179.5(3) . . . . ?
N8 C69 C68 N7 -16.7(3) . . . . ?
N8 C69 C68 C109 164.0(2) . . . . ?
N8 C69 C115 C116 -23.0(3) . . . . ?
N8 C69 C115 C120 153.0(2) . . . . ?
N5 C62 C65 N6 -21.3(3) . . . . ?
N5 C62 C65 C66 166.1(2) . . . . ?
N5 C63 C64 N6 -17.9(4) . . . . ?
N5 C63 C64 C103 157.2(2) . . . . ?
N5 C63 C97 C98 143.9(3) . . . . ?
N5 C63 C97 C102 -36.7(4) . . . . ?
N1 C2 C5 N2 -20.1(3) . . . . ?
N1 C2 C5 C6 167.1(2) . . . . ?
N1 C3 C4 N2 -17.5(4) . . . . ?
N1 C3 C4 C43 157.2(2) . . . . ?
N1 C3 C37 C38 143.1(3) . . . . ?
N1 C3 C37 C42 -37.4(4) . . . . ?
F6 C81 C80 C79 177.7(3) . . . . ?
N2 C4 C43 C44 -35.5(3) . . . . ?
N2 C4 C43 C48 138.2(3) . . . . ?
N3 C7 C6 C5 -157.5(2) . . . . ?
N3 C7 C6 C24 26.4(3) . . . . ?
N3 C8 C49 C50 137.3(3) . . . . ?
N3 C8 C49 C54 -41.4(3) . . . . ?
N7 C67 C70 N8 -18.9(3) . . . . ?
N7 C67 C70 C61 167.7(2) . . . . ?
N7 C67 C66 C84 24.5(3) . . . . ?
N7 C67 C66 C65 -158.4(2) . . . . ?
N7 C68 C109 C110 135.6(3) . . . . ?
N7 C68 C109 C114 -42.0(3) . . . . ?
F2 C21 C20 C19 178.4(3) . . . . ?
N6 C64 C103 C104 -35.5(3) . . . . ?
N6 C64 C103 C108 138.7(3) . . . . ?
N4 C10 C7 N3 -19.6(3) . . . . ?
N4 C10 C7 C6 161.9(2) . . . . ?
N4 C9 C55 C56 -23.7(3) . . . . ?
N4 C9 C55 C60 153.7(2) . . . . ?
N4 C9 C8 N3 -16.9(3) . . . . ?
N4 C9 C8 C49 163.1(2) . . . . ?
C1 C10 C7 N3 166.8(2) . . . . ?
C1 C10 C7 C6 -11.7(3) . . . . ?
C1 C2 C5 N2 161.1(2) . . . . ?
C1 C2 C5 C6 -11.8(3) . . . . ?
C1 C11 C12 C13 43.1(4) . . . . ?
C1 C11 C12 C17 -142.5(3) . . . . ?
C10 N4 C9 C55 -170.1(2) . . . . ?
C10 N4 C9 C8 8.5(3) . . . . ?
C10 C1 C2 N1 -157.8(2) . . . . ?
C10 C1 C2 C5 21.1(3) . . . . ?
C10 C1 C11 C18 28.3(4) . . . . ?
C10 C1 C11 C12 -151.8(2) . . . . ?
C10 C7 C6 C5 20.9(3) . . . . ?
C10 C7 C6 C24 -155.2(2) . . . . ?
C61 C62 C65 N6 159.8(2) . . . . ?
C61 C62 C65 C66 -12.8(3) . . . . ?
C61 C71 C72 C73 42.7(4) . . . . ?
C61 C71 C72 C77 -141.8(3) . . . . ?
C69 N8 C70 C61 -178.6(2) . . . . ?
C69 N8 C70 C67 8.1(3) . . . . ?
C69 C68 C109 C110 -45.0(4) . . . . ?
C69 C68 C109 C114 137.3(3) . . . . ?
C69 C115 C116 C117 178.1(2) . . . . ?
C69 C115 C120 C119 -177.9(2) . . . . ?
C91 C84 C85 C86 -131.2(2) . . . . ?
C91 C84 C85 C90 43.6(3) . . . . ?
C91 C92 C93 C94 1.9(4) . . . . ?
C91 C96 C95 C94 0.4(4) . . . . ?
C67 N7 C68 C69 5.8(3) . . . . ?
C67 N7 C68 C109 -174.8(2) . . . . ?
C67 C66 C84 C91 -160.0(2) . . . . ?
C67 C66 C84 C85 21.1(4) . . . . ?
C67 C66 C65 N6 179.5(2) . . . . ?
C67 C66 C65 C62 -8.1(3) . . . . ?
C70 N8 C69 C68 9.2(3) . . . . ?
C70 N8 C69 C115 -169.5(2) . . . . ?
C70 C61 C62 N5 -156.9(2) . . . . ?
C70 C61 C62 C65 22.0(3) . . . . ?
C70 C61 C71 C78 26.1(4) . . . . ?
C70 C61 C71 C72 -152.7(2) . . . . ?
C70 C67 C66 C84 -157.4(2) . . . . ?
C70 C67 C66 C65 19.7(3) . . . . ?
C2 N1 C3 C4 6.3(3) . . . . ?
C2 N1 C3 C37 -174.2(2) . . . . ?
C2 C1 C10 N4 177.3(2) . . . . ?
C2 C1 C10 C7 -9.3(3) . . . . ?
C2 C1 C11 C18 -156.1(2) . . . . ?
C2 C1 C11 C12 23.7(3) . . . . ?
C62 N5 C63 C64 6.6(4) . . . . ?
C62 N5 C63 C97 -174.7(2) . . . . ?
C62 C61 C70 N8 176.4(2) . . . . ?
C62 C61 C70 C67 -10.3(3) . . . . ?
C62 C61 C71 C78 -158.8(2) . . . . ?
C62 C61 C71 C72 22.4(3) . . . . ?
C7 N3 C8 C9 6.4(3) . . . . ?
C7 N3 C8 C49 -173.5(2) . . . . ?
C7 C6 C5 N2 178.1(2) . . . . ?
C7 C6 C5 C2 -9.2(3) . . . . ?
C7 C6 C24 C31 -159.9(2) . . . . ?
C7 C6 C24 C25 20.3(4) . . . . ?
C9 N4 C10 C1 -177.3(2) . . . . ?
C9 N4 C10 C7 9.2(3) . . . . ?
C9 C55 C56 C57 179.1(2) . . . . ?
C9 C55 C60 C59 -179.2(2) . . . . ?
C9 C8 C49 C50 -42.6(4) . . . . ?
C9 C8 C49 C54 138.6(3) . . . . ?
C78 C71 C72 C73 -136.1(3) . . . . ?
C78 C71 C72 C77 39.4(3) . . . . ?
C78 C83 C82 C81 1.5(4) . . . . ?
C78 C79 C80 C81 2.6(4) . . . . ?
C6 C24 C25 C26 46.9(4) . . . . ?
C6 C24 C25 C30 -137.5(3) . . . . ?
C66 C67 C70 N8 163.0(2) . . . . ?
C66 C67 C70 C61 -10.4(3) . . . . ?
C66 C84 C85 C86 47.8(3) . . . . ?
C66 C84 C85 C90 -137.4(3) . . . . ?
C68 N7 C67 C70 11.6(3) . . . . ?
C68 N7 C67 C66 -170.3(2) . . . . ?
C68 C69 C115 C116 158.4(2) . . . . ?
C68 C69 C115 C120 -25.6(4) . . . . ?
C68 C109 C110 C111 -178.0(3) . . . . ?
C68 C109 C114 C113 179.0(3) . . . . ?
C84 C91 C92 C93 -176.2(2) . . . . ?
C84 C91 C96 C95 175.1(3) . . . . ?
C84 C66 C65 N6 -3.4(4) . . . . ?
C84 C66 C65 C62 169.0(2) . . . . ?
C84 C85 C86 C87 176.5(2) . . . . ?
C84 C85 C90 C89 -177.1(2) . . . . ?
C65 N6 C64 C63 9.0(4) . . . . ?
C65 N6 C64 C103 -166.6(2) . . . . ?
C65 C66 C84 C91 23.1(4) . . . . ?
C65 C66 C84 C85 -155.8(2) . . . . ?
C5 N2 C4 C3 9.3(3) . . . . ?
C5 N2 C4 C43 -166.0(2) . . . . ?
C5 C6 C24 C31 24.4(4) . . . . ?
C5 C6 C24 C25 -155.3(2) . . . . ?
C63 N5 C62 C61 -168.5(2) . . . . ?
C63 N5 C62 C65 12.6(3) . . . . ?
C63 C64 C103 C104 149.2(3) . . . . ?
C63 C64 C103 C108 -36.7(4) . . . . ?
C63 C97 C98 C99 176.5(2) . . . . ?
C63 C97 C102 C101 -176.6(3) . . . . ?
C55 C9 C8 N3 161.6(2) . . . . ?
C55 C9 C8 C49 -18.4(4) . . . . ?
C55 C56 C57 C58 -0.1(4) . . . . ?
C55 C60 C59 C58 0.5(4) . . . . ?
C115 C69 C68 N7 161.9(2) . . . . ?
C115 C69 C68 C109 -17.4(4) . . . . ?
C115 C116 C117 C118 -0.7(4) . . . . ?
C115 C120 C119 C118 0.6(4) . . . . ?
C3 N1 C2 C1 -169.1(2) . . . . ?
C3 N1 C2 C5 12.0(3) . . . . ?
C3 C4 C43 C44 149.5(3) . . . . ?
C3 C4 C43 C48 -36.8(4) . . . . ?
C3 C37 C38 C39 176.9(2) . . . . ?
C3 C37 C42 C41 -176.1(3) . . . . ?
C31 C24 C25 C26 -132.9(2) . . . . ?
C31 C24 C25 C30 42.8(3) . . . . ?
C31 C32 C33 C34 2.0(4) . . . . ?
C31 C36 C35 C34 0.7(4) . . . . ?
C85 C86 C87 C88 -0.5(4) . . . . ?
C85 C90 C89 C88 1.6(4) . . . . ?
C18 C11 C12 C13 -137.1(3) . . . . ?
C18 C11 C12 C17 37.4(3) . . . . ?
C18 C23 C22 C21 1.1(4) . . . . ?
C18 C19 C20 C21 2.7(4) . . . . ?
C71 C61 C70 N8 -8.2(4) . . . . ?
C71 C61 C70 C67 165.1(2) . . . . ?
C71 C61 C62 N5 27.6(3) . . . . ?
C71 C61 C62 C65 -153.6(2) . . . . ?
C71 C78 C83 C82 172.6(2) . . . . ?
C71 C78 C79 C80 -174.6(2) . . . . ?
C71 C72 C73 C74 178.1(3) . . . . ?
C71 C72 C77 C76 -177.3(3) . . . . ?
C11 C1 C10 N4 -6.8(4) . . . . ?
C11 C1 C10 C7 166.6(2) . . . . ?
C11 C1 C2 N1 26.3(3) . . . . ?
C11 C1 C2 C5 -154.9(2) . . . . ?
C11 C18 C23 C22 174.0(2) . . . . ?
C11 C18 C19 C20 -175.9(2) . . . . ?
C11 C12 C13 C14 176.6(3) . . . . ?
C11 C12 C17 C16 -176.8(3) . . . . ?
C24 C6 C5 N2 -5.9(4) . . . . ?
C24 C6 C5 C2 166.8(2) . . . . ?
C24 C31 C32 C33 -176.6(2) . . . . ?
C24 C31 C36 C35 175.3(2) . . . . ?
C24 C25 C26 C27 177.6(2) . . . . ?
C24 C25 C30 C29 -178.2(2) . . . . ?
C8 N3 C7 C10 11.4(3) . . . . ?
C8 N3 C7 C6 -170.0(2) . . . . ?
C8 C9 C55 C56 157.7(2) . . . . ?
C8 C9 C55 C60 -24.8(4) . . . . ?
C8 C49 C50 C51 -179.3(3) . . . . ?
C8 C49 C54 C53 179.8(3) . . . . ?
C4 N2 C5 C2 8.9(3) . . . . ?
C4 N2 C5 C6 -178.2(2) . . . . ?
C4 C3 C37 C38 -37.4(4) . . . . ?
C4 C3 C37 C42 142.1(3) . . . . ?
C4 C43 C44 C45 173.4(2) . . . . ?
C4 C43 C48 C47 -173.3(3) . . . . ?
C43 C44 C45 C46 -0.6(4) . . . . ?
C43 C48 C47 C46 0.6(5) . . . . ?
C109 C110 C111 C112 -0.8(5) . . . . ?
C109 C114 C113 C112 -1.1(6) . . . . ?
C64 N6 C65 C62 10.0(3) . . . . ?
C64 N6 C65 C66 -177.5(2) . . . . ?
C64 C63 C97 C98 -37.4(4) . . . . ?
C64 C63 C97 C102 141.9(3) . . . . ?
C64 C103 C104 C105 173.3(2) . . . . ?
C64 C103 C108 C107 -173.2(3) . . . . ?
C32 C31 C24 C6 -124.4(3) . . . . ?
C32 C31 C24 C25 55.3(3) . . . . ?
C32 C31 C36 C35 0.8(4) . . . . ?
C72 C73 C74 C75 -1.7(5) . . . . ?
C72 C77 C76 C75 0.3(5) . . . . ?
C49 C50 C51 C52 -0.1(5) . . . . ?
C49 C54 C53 C52 -0.8(6) . . . . ?
C116 C115 C120 C119 -1.8(4) . . . . ?
C97 C63 C64 N6 163.4(2) . . . . ?
C97 C63 C64 C103 -21.4(4) . . . . ?
C97 C98 C99 C100 0.7(4) . . . . ?
C97 C102 C101 C100 -0.4(5) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C25 C30 C29 C28 1.4(4) . . . . ?
C86 C85 C90 C89 -2.1(4) . . . . ?
C92 C91 C84 C66 -124.9(3) . . . . ?
C92 C91 C84 C85 54.0(3) . . . . ?
C92 C91 C96 C95 0.7(4) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C12 C17 C16 C15 1.1(5) . . . . ?
C37 C3 C4 N2 163.0(2) . . . . ?
C37 C3 C4 C43 -22.2(4) . . . . ?
C37 C38 C39 C40 0.1(4) . . . . ?
C37 C42 C41 C40 -1.8(6) . . . . ?
C26 C25 C30 C29 -2.5(4) . . . . ?
C103 C104 C105 C106 0.2(4) . . . . ?
C103 C108 C107 C106 -0.2(5) . . . . ?
C30 C25 C26 C27 1.9(4) . . . . ?
C30 C29 C28 F3 180.0(3) . . . . ?
C30 C29 C28 C27 0.3(5) . . . . ?
C83 C78 C71 C61 57.7(3) . . . . ?
C83 C78 C71 C72 -123.5(2) . . . . ?
C83 C78 C79 C80 -1.2(4) . . . . ?
C83 C82 C81 F6 -179.7(3) . . . . ?
C83 C82 C81 C80 0.0(5) . . . . ?
C110 C109 C114 C113 1.3(5) . . . . ?
C110 C111 C112 C113 1.0(6) . . . . ?
C90 C85 C86 C87 1.5(4) . . . . ?
C90 C89 C88 F7 179.0(3) . . . . ?
C90 C89 C88 C87 -0.6(5) . . . . ?
C23 C18 C11 C1 53.8(3) . . . . ?
C23 C18 C11 C12 -126.0(2) . . . . ?
C23 C18 C19 C20 -1.5(4) . . . . ?
C23 C22 C21 F2 179.7(3) . . . . ?
C23 C22 C21 C20 0.1(5) . . . . ?
C56 C55 C60 C59 -1.7(4) . . . . ?
C120 C115 C116 C117 1.9(4) . . . . ?
C89 C88 C87 C86 0.0(5) . . . . ?
C98 C97 C102 C101 2.7(4) . . . . ?
C98 C99 C100 C101 1.7(5) . . . . ?
C60 C55 C56 C57 1.5(4) . . . . ?
C60 C59 C58 C57 1.0(4) . . . . ?
C93 C94 C95 C96 -0.4(5) . . . . ?
C19 C18 C11 C1 -131.9(3) . . . . ?
C19 C18 C11 C12 48.3(3) . . . . ?
C19 C18 C23 C22 -0.5(4) . . . . ?
C33 C34 C35 C36 -0.9(4) . . . . ?
C79 C78 C71 C61 -129.0(3) . . . . ?
C79 C78 C71 C72 49.8(3) . . . . ?
C79 C78 C83 C82 -0.9(4) . . . . ?
C104 C103 C108 C107 1.0(4) . . . . ?
C104 C105 C106 C107 0.5(5) . . . . ?
C13 C12 C17 C16 -2.2(4) . . . . ?
C13 C14 C15 F1 -178.8(3) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C36 C31 C24 C6 61.2(3) . . . . ?
C36 C31 C24 C25 -119.0(3) . . . . ?
C36 C31 C32 C33 -2.1(4) . . . . ?
C29 C28 C27 C26 -0.9(5) . . . . ?
C38 C37 C42 C41 3.3(5) . . . . ?
C38 C39 C40 C41 1.5(5) . . . . ?
C44 C43 C48 C47 0.4(4) . . . . ?
C44 C45 C46 C47 1.6(5) . . . . ?
C108 C103 C104 C105 -1.0(4) . . . . ?
C108 C107 C106 C105 -0.6(5) . . . . ?
C117 C118 C119 C120 0.7(4) . . . . ?
C73 C72 C77 C76 -1.8(4) . . . . ?
C73 C74 C75 F5 -179.2(4) . . . . ?
C73 C74 C75 C76 0.1(6) . . . . ?
C96 C91 C84 C66 60.7(3) . . . . ?
C96 C91 C84 C85 -120.3(3) . . . . ?
C96 C91 C92 C93 -1.8(4) . . . . ?
C50 C49 C54 C53 1.0(5) . . . . ?
C50 C51 C52 C53 0.4(6) . . . . ?
C17 C12 C13 C14 1.9(4) . . . . ?
C17 C16 C15 F1 178.6(3) . . . . ?
C17 C16 C15 C14 0.2(6) . . . . ?
C119 C118 C117 C116 -0.6(4) . . . . ?
C35 C34 C33 C32 -0.4(4) . . . . ?
C59 C58 C57 C56 -1.2(4) . . . . ?
C77 C72 C73 C74 2.5(4) . . . . ?
C77 C76 C75 F5 179.8(4) . . . . ?
C77 C76 C75 C74 0.5(7) . . . . ?
C48 C43 C44 C45 -0.4(4) . . . . ?
C22 C21 C20 C19 -2.1(5) . . . . ?
C82 C81 C80 C79 -2.0(5) . . . . ?
C99 C100 C101 C102 -1.8(5) . . . . ?
C114 C109 C110 C111 -0.3(4) . . . . ?
C95 C94 C93 C92 -0.8(4) . . . . ?
C102 C97 C98 C99 -2.9(4) . . . . ?
C45 C46 C47 C48 -1.6(5) . . . . ?
C39 C40 C41 C42 -0.6(6) . . . . ?
C111 C112 C113 C114 0.0(6) . . . . ?
C54 C49 C50 C51 -0.6(5) . . . . ?
C54 C53 C52 C51 0.0(7) . . . . ?
C42 C37 C38 C39 -2.5(4) . . . . ?
O1A C121 C1E C1G -126(3) . . . . ?
C121 C1E C1G O3 9(4) . . . . ?
C121 C1E C1G C123 175(2) . . . . ?
O2A C1F C122 C1H -135(3) . . . . ?
C1F C122 C1H O4 22(3) . . . . ?
C1F C122 C1H C124 145.7(16) . . . . ?

_olex2_submission_original_sample_id yi210413-sgwr
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.409
_oxdiff_exptl_absorpt_empirical_full_min 0.418
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yi200604-sgwr2
_database_code_depnum_ccdc_archive 'CCDC 2176766'
loop_
_audit_author_name
_audit_author_address
'Yusuke Ishigaki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2022-06-03 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2020-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yi200604-sgwr2
_chemical_formula_moiety         'C60 H36 Cl4 N4'
_chemical_formula_sum            'C60 H36 Cl4 N4'
_chemical_formula_weight         954.73
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 N4 Cl4'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   17.5899(5)
_cell_length_b                   24.5607(6)
_cell_length_c                   5.46102(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2359.26(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4990
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.0140
_cell_measurement_theta_min      3.0660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.634
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45h (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
_exptl_crystal_recrystallization_method CHCl3/hexane
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            8107
_diffrn_reflns_point_group_measured_fraction_full 0.923
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.968
_diffrn_reflns_theta_min         3.090
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00 -22.00   0.50   19.39    --  -84.50  23.00  71.00   84
  2  ω   -145.00-120.00   0.50   19.39    --  -84.50-101.00 103.00   50
  3  ω    -28.00   6.00   0.50   12.93    --   42.80 -57.00 -60.00   68
  4  ω     23.00  49.00   0.50   12.93    --   42.80 -57.00 -60.00   52
  5  ω     33.00  72.00   0.50   19.39    --  108.63 -45.00   0.00   78
  6  ω     33.00  69.00   0.50   19.39    --  108.63 -45.00 -30.00   72
  7  ω     32.00  66.00   0.50   19.39    --  108.63 -30.00   0.00   68
  8  ω     33.00  58.00   0.50   19.39    --  108.63 -30.00  60.00   50
  9  ω     85.00 110.00   0.50   19.39    --  108.63-101.00 103.00   50
 10  ω     43.00  73.00   0.50   19.39    --  108.63-101.00 103.00   60
 11  ω     33.00  73.00   0.50   19.39    --  108.63 -45.00 150.00   80
 12  ω     36.00 130.00   0.50   19.39    --  108.63-144.00  39.00  188
 13  ω    -29.00  48.00   0.50   12.93    --   42.80 -57.00-150.00  154
 14  ω     71.00 108.00   0.50   12.93    --   42.80 125.00  30.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0823311000
_diffrn_orient_matrix_UB_12      0.0349680000
_diffrn_orient_matrix_UB_13      0.0544733000
_diffrn_orient_matrix_UB_21      -0.0165994000
_diffrn_orient_matrix_UB_22      0.0800547000
_diffrn_orient_matrix_UB_23      -0.0251418000
_diffrn_orient_matrix_UB_31      -0.2694196000
_diffrn_orient_matrix_UB_32      0.0058271000
_diffrn_orient_matrix_UB_33      0.0182947000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.562
_reflns_Friedel_fraction_full    0.818
_reflns_Friedel_fraction_max     0.747
_reflns_number_gt                3913
_reflns_number_total             4279
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45h (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Flack x determined using 1313 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.264(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+0.5639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C18(H18), C15(H15), C17(H17), C14(H14), C20(H20), C11(H11), C9(H9),
 C30(H30), C8(H8), C26(H26), C27(H27), C24(H24), C28(H28), C29(H29), C21(H21),
 C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.89615(5) 0.59776(4) -0.1647(2) 0.0455(3) Uani 1 1 d . . . . .
Cl1 Cl 0.49676(6) 0.80329(4) 0.8384(2) 0.0530(3) Uani 1 1 d . . . . .
N1 N 0.34430(14) 0.50839(10) 0.3892(5) 0.0247(5) Uani 1 1 d . . . . .
N2 N 0.42872(14) 0.60076(10) 0.2990(5) 0.0250(5) Uani 1 1 d . . . . .
C3 C 0.41971(17) 0.50407(11) 0.3442(6) 0.0239(6) Uani 1 1 d . . . . .
C2 C 0.46369(17) 0.55206(11) 0.3314(6) 0.0243(6) Uani 1 1 d . . . . .
C6 C 0.59189(16) 0.59729(11) 0.3316(6) 0.0243(6) Uani 1 1 d . . . . .
C1 C 0.54714(17) 0.55047(11) 0.3342(6) 0.0241(6) Uani 1 1 d . . . . .
C4 C 0.31146(17) 0.55693(12) 0.3880(6) 0.0241(6) Uani 1 1 d . . . . .
C7 C 0.56737(17) 0.64846(12) 0.4509(6) 0.0246(6) Uani 1 1 d . . . . .
C13 C 0.66735(17) 0.59753(11) 0.2131(5) 0.0235(6) Uani 1 1 d . . . . .
C5 C 0.35378(17) 0.60407(11) 0.3185(6) 0.0241(6) Uani 1 1 d . . . . .
C25 C 0.31886(18) 0.65811(12) 0.2664(6) 0.0263(6) Uani 1 1 d . . . . .
C12 C 0.58621(18) 0.69933(12) 0.3560(6) 0.0283(7) Uani 1 1 d . . . . .
H12 H 0.613729 0.701328 0.210892 0.034 Uiso 1 1 calc R . . . .
C18 C 0.67797(18) 0.57098(12) -0.0124(6) 0.0268(6) Uani 1 1 d . . . . .
H18 H 0.637138 0.553055 -0.084592 0.032 Uiso 1 1 calc R . . . .
C19 C 0.22992(18) 0.55749(12) 0.4598(6) 0.0264(6) Uani 1 1 d . . . . .
C15 C 0.79930(18) 0.62617(12) 0.1986(7) 0.0299(7) Uani 1 1 d . . . . .
H15 H 0.840331 0.644378 0.268158 0.036 Uiso 1 1 calc R . . . .
C17 C 0.74738(18) 0.57089(12) -0.1290(6) 0.0297(7) Uani 1 1 d . . . . .
H17 H 0.753800 0.552684 -0.276836 0.036 Uiso 1 1 calc R . . . .
C14 C 0.72913(17) 0.62613(11) 0.3121(6) 0.0266(6) Uani 1 1 d . . . . .
H14 H 0.722719 0.645464 0.457115 0.032 Uiso 1 1 calc R . . . .
C20 C 0.18046(19) 0.52091(13) 0.3531(8) 0.0356(7) Uani 1 1 d . . . . .
H20 H 0.198703 0.496380 0.237490 0.043 Uiso 1 1 calc R . . . .
C11 C 0.5649(2) 0.74717(13) 0.4731(7) 0.0350(8) Uani 1 1 d . . . . .
H11 H 0.577311 0.780874 0.406738 0.042 Uiso 1 1 calc R . . . .
C9 C 0.5063(2) 0.69404(15) 0.7922(6) 0.0342(7) Uani 1 1 d . . . . .
H9 H 0.479427 0.692348 0.938748 0.041 Uiso 1 1 calc R . . . .
C16 C 0.80732(17) 0.59839(12) -0.0219(6) 0.0295(7) Uani 1 1 d . . . . .
C10 C 0.52468(19) 0.74369(14) 0.6907(7) 0.0358(8) Uani 1 1 d . . . . .
C30 C 0.35987(19) 0.70548(13) 0.3145(7) 0.0334(7) Uani 1 1 d . . . . .
H30 H 0.408786 0.702937 0.378141 0.040 Uiso 1 1 calc R . . . .
C8 C 0.52808(18) 0.64686(13) 0.6744(6) 0.0293(7) Uani 1 1 d . . . . .
H8 H 0.516511 0.613352 0.744484 0.035 Uiso 1 1 calc R . . . .
C26 C 0.24622(18) 0.66315(13) 0.1688(7) 0.0301(7) Uani 1 1 d . . . . .
H26 H 0.217777 0.632047 0.136625 0.036 Uiso 1 1 calc R . . . .
C27 C 0.2158(2) 0.71374(14) 0.1190(7) 0.0353(8) Uani 1 1 d . . . . .
H27 H 0.167601 0.716467 0.049962 0.042 Uiso 1 1 calc R . . . .
C24 C 0.20249(19) 0.59377(14) 0.6348(7) 0.0354(7) Uani 1 1 d . . . . .
H24 H 0.234973 0.619061 0.706388 0.043 Uiso 1 1 calc R . . . .
C28 C 0.2567(2) 0.76047(13) 0.1716(8) 0.0397(8) Uani 1 1 d . . . . .
H28 H 0.235675 0.794546 0.141371 0.048 Uiso 1 1 calc R . . . .
C29 C 0.3288(2) 0.75625(13) 0.2688(8) 0.0420(9) Uani 1 1 d . . . . .
H29 H 0.356565 0.787525 0.303773 0.050 Uiso 1 1 calc R . . . .
C21 C 0.1047(2) 0.52008(17) 0.4147(9) 0.0486(10) Uani 1 1 d . . . . .
H21 H 0.071667 0.496036 0.337471 0.058 Uiso 1 1 calc R . . . .
C22 C 0.0780(2) 0.55558(17) 0.5937(9) 0.0491(10) Uani 1 1 d . . . . .
H22 H 0.027107 0.554586 0.639953 0.059 Uiso 1 1 calc R . . . .
C23 C 0.1265(2) 0.59198(17) 0.7018(8) 0.0464(9) Uani 1 1 d . . . . .
H23 H 0.108336 0.615680 0.820994 0.056 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C16 1.747(3) . ?
Cl1 C10 1.742(3) . ?
N1 C3 1.353(4) . ?
N1 C4 1.325(4) . ?
N2 C2 1.357(4) . ?
N2 C5 1.325(4) . ?
C3 C2 1.412(4) . ?
C3 C1 1.462(4) 2_665 ?
C2 C1 1.468(4) . ?
C6 C1 1.394(4) . ?
C6 C7 1.480(4) . ?
C6 C13 1.477(4) . ?
C4 C5 1.428(4) . ?
C4 C19 1.487(4) . ?
C7 C12 1.392(4) . ?
C7 C8 1.403(5) . ?
C13 C18 1.406(4) . ?
C13 C14 1.402(4) . ?
C5 C25 1.490(4) . ?
C25 C30 1.394(4) . ?
C25 C26 1.390(5) . ?
C12 C11 1.390(4) . ?
C18 C17 1.377(5) . ?
C19 C20 1.380(5) . ?
C19 C24 1.393(5) . ?
C15 C14 1.381(5) . ?
C15 C16 1.391(5) . ?
C17 C16 1.382(5) . ?
C20 C21 1.374(5) . ?
C11 C10 1.385(6) . ?
C9 C10 1.378(5) . ?
C9 C8 1.380(5) . ?
C30 C29 1.384(4) . ?
C26 C27 1.380(4) . ?
C27 C28 1.385(5) . ?
C24 C23 1.386(5) . ?
C28 C29 1.379(6) . ?
C21 C22 1.392(6) . ?
C22 C23 1.370(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N1 C3 119.8(3) . . ?
C5 N2 C2 119.7(3) . . ?
N1 C3 C2 118.7(3) . . ?
N1 C3 C1 118.0(3) . 2_665 ?
C2 C3 C1 123.0(3) . 2_665 ?
N2 C2 C3 119.6(3) . . ?
N2 C2 C1 118.6(2) . . ?
C3 C2 C1 121.7(3) . . ?
C1 C6 C7 122.1(3) . . ?
C1 C6 C13 121.0(3) . . ?
C13 C6 C7 116.8(2) . . ?
C3 C1 C2 115.1(2) 2_665 . ?
C6 C1 C3 122.1(3) . 2_665 ?
C6 C1 C2 122.9(3) . . ?
N1 C4 C5 120.2(3) . . ?
N1 C4 C19 115.3(3) . . ?
C5 C4 C19 124.4(3) . . ?
C12 C7 C6 121.9(3) . . ?
C12 C7 C8 117.8(3) . . ?
C8 C7 C6 120.2(3) . . ?
C18 C13 C6 120.1(3) . . ?
C14 C13 C6 122.0(3) . . ?
C14 C13 C18 117.8(3) . . ?
N2 C5 C4 119.4(3) . . ?
N2 C5 C25 116.7(3) . . ?
C4 C5 C25 123.9(3) . . ?
C30 C25 C5 119.6(3) . . ?
C26 C25 C5 122.1(3) . . ?
C26 C25 C30 118.3(3) . . ?
C11 C12 C7 121.5(3) . . ?
C17 C18 C13 121.6(3) . . ?
C20 C19 C4 119.4(3) . . ?
C20 C19 C24 119.2(3) . . ?
C24 C19 C4 121.4(3) . . ?
C14 C15 C16 118.6(3) . . ?
C18 C17 C16 118.7(3) . . ?
C15 C14 C13 121.3(3) . . ?
C21 C20 C19 121.2(4) . . ?
C10 C11 C12 118.7(3) . . ?
C10 C9 C8 119.4(3) . . ?
C15 C16 Cl2 118.8(3) . . ?
C17 C16 Cl2 119.3(3) . . ?
C17 C16 C15 121.9(3) . . ?
C11 C10 Cl1 119.3(3) . . ?
C9 C10 Cl1 119.4(3) . . ?
C9 C10 C11 121.3(3) . . ?
C29 C30 C25 120.9(3) . . ?
C9 C8 C7 121.3(3) . . ?
C27 C26 C25 120.8(3) . . ?
C26 C27 C28 120.2(3) . . ?
C23 C24 C19 119.6(3) . . ?
C29 C28 C27 119.7(3) . . ?
C28 C29 C30 120.0(3) . . ?
C20 C21 C22 119.4(4) . . ?
C23 C22 C21 120.0(3) . . ?
C22 C23 C24 120.5(4) . . ?

_olex2_submission_original_sample_id yi200604-sgwr2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 15.108
_oxdiff_exptl_absorpt_empirical_full_min 0.406
