# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_KD25015
_database_code_depnum_ccdc_archive 'CCDC 1952714'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL'
;CDIFX ISCR CNRS Univ Rennes
France
;
_audit_update_record             
;
2019-09-10 deposited with the CCDC.	2021-02-19 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 01 octobre 2018                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C42 H26 N2'
_chemical_formula_sum            'C42 H26 N2'
_chemical_formula_weight         558.65
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'


_diffrn_orient_matrix_UB_11      0.0678659
_diffrn_orient_matrix_UB_21      0.0191609
_diffrn_orient_matrix_UB_31      0.0217632
_diffrn_orient_matrix_UB_12      -0.0213375
_diffrn_orient_matrix_UB_22      0.0761137
_diffrn_orient_matrix_UB_32      -0.0004741
_diffrn_orient_matrix_UB_13      -0.0032634
_diffrn_orient_matrix_UB_23      -0.0005451
_diffrn_orient_matrix_UB_33      0.0593531

_cell_length_a                   13.9636(12)
_cell_length_b                   12.6503(11)
_cell_length_c                   17.3356(13)
_cell_angle_alpha                90
_cell_angle_beta                 103.979(3)
_cell_angle_gamma                90
_cell_volume                     2971.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9848
_cell_measurement_theta_min      2.2025
_cell_measurement_theta_max      27.4877
_cell_measurement_wavelength     0.71073

#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1168
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_T_max  0.986

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0502
_diffrn_reflns_av_uneti/neti     0.0390
_diffrn_reflns_number            34911
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.202
_diffrn_reflns_theta_max         27.536
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             6792
_reflns_number_gt                5257
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0610P)²+2.0122P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0062(9)
_refine_ls_number_reflns         6792
_refine_ls_number_parameters     410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1429
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.050

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.69084(18) -0.20203(18) 0.17794(15) 0.0685(7) Uani 1 1 d . . . . .
H1A H 0.671(2) -0.189(2) 0.1243(18) 0.082 Uiso 1 1 d . U . . .
H1B H 0.686(2) -0.267(3) 0.2006(18) 0.082 Uiso 1 1 d . U . . .
C2 C 0.71645(14) -0.11343(16) 0.22456(12) 0.0432(5) Uani 1 1 d . . . . .
C3 C 0.74199(16) -0.12103(16) 0.30735(13) 0.0497(5) Uani 1 1 d . . . . .
H3 H 0.740625 -0.188027 0.331815 0.060 Uiso 1 1 calc R U . . .
C4 C 0.76924(15) -0.03255(14) 0.35422(12) 0.0422(5) Uani 1 1 d . . . . .
H4 H 0.786825 -0.039833 0.410427 0.051 Uiso 1 1 calc R U . . .
C5 C 0.77139(13) 0.06729(13) 0.32054(11) 0.0318(4) Uani 1 1 d . . . . .
C6 C 0.74343(17) 0.07492(17) 0.23746(12) 0.0458(5) Uani 1 1 d . . . . .
H6 H 0.743120 0.142199 0.213053 0.055 Uiso 1 1 calc R U . . .
C7 C 0.71638(17) -0.01315(18) 0.19042(12) 0.0486(5) Uani 1 1 d . . . . .
H7 H 0.697499 -0.005711 0.134246 0.058 Uiso 1 1 calc R U . . .
C8 C 0.79756(12) 0.16141(13) 0.36703(10) 0.0304(4) Uani 1 1 d . . . . .
C9 C 0.81612(12) 0.24552(13) 0.39925(9) 0.0284(3) Uani 1 1 d . . . . .
C10 C 0.83714(12) 0.35281(13) 0.42545(9) 0.0265(3) Uani 1 1 d . . . . .
C11 C 0.83410(13) 0.38923(15) 0.50200(10) 0.0340(4) Uani 1 1 d . . . . .
H11 H 0.816698 0.342299 0.539176 0.041 Uiso 1 1 calc R U . . .
C12 C 0.85636(14) 0.49237(15) 0.52212(10) 0.0357(4) Uani 1 1 d . . . . .
H12 H 0.856202 0.515685 0.574179 0.043 Uiso 1 1 calc R U . . .
C13 C 0.87966(12) 0.56542(13) 0.46753(10) 0.0295(4) Uani 1 1 d . . . . .
C14 C 0.90857(14) 0.67149(15) 0.49019(11) 0.0389(4) Uani 1 1 d . . . . .
H14 H 0.903726 0.697393 0.540550 0.047 Uiso 1 1 calc R U . . .
C15 C 0.94288(14) 0.73526(15) 0.44008(12) 0.0408(4) Uani 1 1 d . . . . .
H15 H 0.967801 0.803145 0.457968 0.049 Uiso 1 1 calc R U . . .
C16 C 0.94255(13) 0.70302(14) 0.36100(11) 0.0345(4) Uani 1 1 d . . . . .
C18 C 0.89809(11) 0.60628(12) 0.33157(9) 0.0256(3) Uani 1 1 d . . . . .
C19 C 0.87783(11) 0.53113(12) 0.38911(9) 0.0244(3) Uani 1 1 d . . . . .
C20 C 0.85998(11) 0.42349(12) 0.37149(9) 0.0233(3) Uani 1 1 d . . . . .
H20 H 0.863703 0.398199 0.320697 0.028 Uiso 1 1 calc R U . . .
C21 C 0.98893(15) 0.76597(16) 0.31220(13) 0.0466(5) Uani 1 1 d . . . . .
H21 H 1.015126 0.833272 0.330399 0.056 Uiso 1 1 calc R U . . .
C22 C 0.99581(15) 0.73055(16) 0.24041(13) 0.0452(5) Uani 1 1 d . . . . .
H22 H 1.036649 0.766983 0.212624 0.054 Uiso 1 1 calc R U . . .
C23 C 0.94282(12) 0.63940(14) 0.20561(11) 0.0330(4) Uani 1 1 d . . . . .
C24 C 0.94890(13) 0.60360(15) 0.12921(11) 0.0363(4) Uani 1 1 d . . . . .
H24 H 0.992094 0.638466 0.102752 0.044 Uiso 1 1 calc R U . . .
C25 C 0.89441(13) 0.52087(15) 0.09340(10) 0.0342(4) Uani 1 1 d . . . . .
H25 H 0.905486 0.492590 0.045533 0.041 Uiso 1 1 calc R U . . .
C26 C 0.82032(12) 0.47609(13) 0.12751(9) 0.0272(3) Uani 1 1 d . . . . .
C27 C 0.75862(13) 0.39284(14) 0.08766(9) 0.0323(4) Uani 1 1 d . . . . .
H27 H 0.768767 0.366288 0.038992 0.039 Uiso 1 1 calc R U . . .
C28 C 0.68613(13) 0.35097(14) 0.11757(9) 0.0317(4) Uani 1 1 d . . . . .
H28 H 0.651281 0.290336 0.093365 0.038 Uiso 1 1 calc R U . . .
C29 C 0.66180(12) 0.39738(12) 0.18519(9) 0.0258(3) Uani 1 1 d . . . . .
C30 C 0.57879(12) 0.36266(13) 0.21216(9) 0.0300(4) Uani 1 1 d . . . . .
H30 H 0.543262 0.302150 0.188456 0.036 Uiso 1 1 calc R U . . .
C31 C 0.54898(12) 0.41431(13) 0.27136(9) 0.0295(4) Uani 1 1 d . . . . .
H31 H 0.494490 0.388569 0.289680 0.035 Uiso 1 1 calc R U . . .
C32 C 0.59961(11) 0.50652(13) 0.30542(9) 0.0247(3) Uani 1 1 d . . . . .
C33 C 0.68206(11) 0.53982(12) 0.28107(9) 0.0228(3) Uani 1 1 d . . . . .
H33 H 0.715242 0.602146 0.303707 0.027 Uiso 1 1 calc R U . . .
C34 C 0.71817(11) 0.48415(12) 0.22383(8) 0.0221(3) Uani 1 1 d . . . . .
C35 C 0.80838(11) 0.51409(12) 0.20120(9) 0.0236(3) Uani 1 1 d . . . . .
C36 C 0.88174(11) 0.58491(12) 0.24695(9) 0.0257(3) Uani 1 1 d . . . . .
C37 C 0.56945(11) 0.56734(13) 0.36525(9) 0.0275(3) Uani 1 1 d . . . . .
C38 C 0.55240(12) 0.62273(13) 0.41639(9) 0.0286(3) Uani 1 1 d . . . . .
C39 C 0.53050(12) 0.69360(13) 0.47417(9) 0.0274(3) Uani 1 1 d . . . . .
C40 C 0.57599(12) 0.79347(14) 0.48644(10) 0.0312(4) Uani 1 1 d . . . . .
H40 H 0.625115 0.811060 0.459059 0.037 Uiso 1 1 calc R U . . .
C41 C 0.55086(13) 0.86636(15) 0.53732(10) 0.0358(4) Uani 1 1 d . . . . .
H41 H 0.582812 0.933180 0.544997 0.043 Uiso 1 1 calc R U . . .
C42 C 0.47779(13) 0.84155(16) 0.57782(10) 0.0369(4) Uani 1 1 d . . . . .
C43 C 0.43402(13) 0.74167(16) 0.56712(10) 0.0357(4) Uani 1 1 d . . . . .
H43 H 0.385627 0.723678 0.595115 0.043 Uiso 1 1 calc R U . . .
C44 C 0.45990(12) 0.66857(14) 0.51650(10) 0.0310(4) Uani 1 1 d . . . . .
H44 H 0.429586 0.600861 0.510387 0.037 Uiso 1 1 calc R U . . .
N45 N 0.44892(16) 0.9162(2) 0.62526(13) 0.0610(6) Uani 1 1 d . . . . .
H45A H 0.413(2) 0.884(2) 0.6550(17) 0.073 Uiso 1 1 d . U . . .
H45B H 0.488(2) 0.978(2) 0.6430(17) 0.073 Uiso 1 1 d . U . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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 1.378(3) . ?
N1 H1A 0.92(3) . ?
N1 H1B 0.92(3) . ?
C2 C3 1.396(3) . ?
C2 C7 1.400(3) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.402(3) . ?
C5 C8 1.435(2) . ?
C6 C7 1.378(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.201(2) . ?
C9 C10 1.439(2) . ?
C10 C20 1.386(2) . ?
C10 C11 1.415(2) . ?
C11 C12 1.367(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.416(3) . ?
C12 H12 0.9500 . ?
C13 C19 1.421(2) . ?
C13 C14 1.429(2) . ?
C14 C15 1.355(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.429(3) . ?
C15 H15 0.9500 . ?
C16 C18 1.411(2) . ?
C16 C21 1.426(3) . ?
C18 C19 1.454(2) . ?
C18 C36 1.454(2) . ?
C19 C20 1.405(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.348(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.423(3) . ?
C22 H22 0.9500 . ?
C23 C36 1.418(2) . ?
C23 C24 1.421(3) . ?
C24 C25 1.353(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.427(2) . ?
C25 H25 0.9500 . ?
C26 C35 1.412(2) . ?
C26 C27 1.429(2) . ?
C27 C28 1.352(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.424(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.420(2) . ?
C29 C34 1.421(2) . ?
C30 C31 1.364(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.417(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.384(2) . ?
C32 C37 1.434(2) . ?
C33 C34 1.406(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.457(2) . ?
C35 C36 1.445(2) . ?
C37 C38 1.198(2) . ?
C38 C39 1.431(2) . ?
C39 C44 1.400(2) . ?
C39 C40 1.407(2) . ?
C40 C41 1.379(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.407(3) . ?
C41 H41 0.9500 . ?
C42 N45 1.375(2) . ?
C42 C43 1.396(3) . ?
C43 C44 1.382(2) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
N45 H45A 0.89(3) . ?
N45 H45B 0.97(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
C2 N1 H1A 114.7(19) . . ?
C2 N1 H1B 120.6(19) . . ?
H1A N1 H1B 124(3) . . ?
N1 C2 C3 120.9(2) . . ?
N1 C2 C7 121.0(2) . . ?
C3 C2 C7 118.11(18) . . ?
C4 C3 C2 120.97(19) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 121.21(18) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 117.63(17) . . ?
C4 C5 C8 122.99(16) . . ?
C6 C5 C8 119.35(16) . . ?
C7 C6 C5 121.39(19) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C2 120.67(19) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C9 C8 C5 173.66(18) . . ?
C8 C9 C10 170.95(17) . . ?
C20 C10 C11 119.13(15) . . ?
C20 C10 C9 117.27(14) . . ?
C11 C10 C9 123.58(15) . . ?
C12 C11 C10 119.58(16) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 121.83(15) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C12 C13 C19 119.09(15) . . ?
C12 C13 C14 121.64(16) . . ?
C19 C13 C14 119.23(16) . . ?
C15 C14 C13 120.20(16) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 121.69(16) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C18 C16 C21 119.54(17) . . ?
C18 C16 C15 119.58(16) . . ?
C21 C16 C15 120.86(16) . . ?
C16 C18 C19 117.42(14) . . ?
C16 C18 C36 118.30(15) . . ?
C19 C18 C36 124.14(14) . . ?
C20 C19 C13 117.72(14) . . ?
C20 C19 C18 122.57(14) . . ?
C13 C19 C18 119.67(14) . . ?
C10 C20 C19 122.44(14) . . ?
C10 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
C22 C21 C16 120.40(17) . . ?
C22 C21 H21 119.8 . . ?
C16 C21 H21 119.8 . . ?
C21 C22 C23 121.01(17) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C36 C23 C24 119.64(16) . . ?
C36 C23 C22 119.61(17) . . ?
C24 C23 C22 120.74(16) . . ?
C25 C24 C23 121.35(15) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 120.03(16) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C35 C26 C25 119.71(15) . . ?
C35 C26 C27 119.95(14) . . ?
C25 C26 C27 120.34(15) . . ?
C28 C27 C26 121.55(15) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C29 120.26(15) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C30 C29 C34 119.15(14) . . ?
C30 C29 C28 121.31(15) . . ?
C34 C29 C28 119.45(14) . . ?
C31 C30 C29 121.43(15) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C32 119.72(15) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C33 C32 C31 119.44(14) . . ?
C33 C32 C37 117.94(14) . . ?
C31 C32 C37 122.62(14) . . ?
C32 C33 C34 121.96(14) . . ?
C32 C33 H33 119.0 . . ?
C34 C33 H33 119.0 . . ?
C33 C34 C29 117.87(14) . . ?
C33 C34 C35 122.72(14) . . ?
C29 C34 C35 119.37(13) . . ?
C26 C35 C36 118.99(14) . . ?
C26 C35 C34 116.99(14) . . ?
C36 C35 C34 123.90(13) . . ?
C23 C36 C35 117.20(15) . . ?
C23 C36 C18 116.89(15) . . ?
C35 C36 C18 125.91(14) . . ?
C38 C37 C32 174.02(17) . . ?
C37 C38 C39 176.72(17) . . ?
C44 C39 C40 118.24(15) . . ?
C44 C39 C38 121.45(16) . . ?
C40 C39 C38 120.21(14) . . ?
C41 C40 C39 121.45(16) . . ?
C41 C40 H40 119.3 . . ?
C39 C40 H40 119.3 . . ?
C40 C41 C42 119.83(17) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
N45 C42 C43 121.26(19) . . ?
N45 C42 C41 119.9(2) . . ?
C43 C42 C41 118.85(16) . . ?
C44 C43 C42 121.12(16) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C39 120.45(17) . . ?
C43 C44 H44 119.8 . . ?
C39 C44 H44 119.8 . . ?
C42 N45 H45A 108.6(19) . . ?
C42 N45 H45B 121.5(17) . . ?
H45A N45 H45B 123(2) . . ?

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 C3 C4 178.9(2) . . . . ?
C7 C2 C3 C4 -1.9(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C3 C4 C5 C8 178.88(19) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C8 C5 C6 C7 -179.09(19) . . . . ?
C5 C6 C7 C2 -0.2(3) . . . . ?
N1 C2 C7 C6 -179.1(2) . . . . ?
C3 C2 C7 C6 1.7(3) . . . . ?
C20 C10 C11 C12 -1.8(2) . . . . ?
C9 C10 C11 C12 179.21(16) . . . . ?
C10 C11 C12 C13 2.0(3) . . . . ?
C11 C12 C13 C19 1.3(3) . . . . ?
C11 C12 C13 C14 -176.23(17) . . . . ?
C12 C13 C14 C15 171.25(18) . . . . ?
C19 C13 C14 C15 -6.3(3) . . . . ?
C13 C14 C15 C16 6.1(3) . . . . ?
C14 C15 C16 C18 5.4(3) . . . . ?
C14 C15 C16 C21 -172.89(19) . . . . ?
C21 C16 C18 C19 162.43(16) . . . . ?
C15 C16 C18 C19 -15.9(2) . . . . ?
C21 C16 C18 C36 -13.4(2) . . . . ?
C15 C16 C18 C36 168.30(15) . . . . ?
C12 C13 C19 C20 -4.7(2) . . . . ?
C14 C13 C19 C20 172.96(15) . . . . ?
C12 C13 C19 C18 177.77(15) . . . . ?
C14 C13 C19 C18 -4.6(2) . . . . ?
C16 C18 C19 C20 -161.93(15) . . . . ?
C36 C18 C19 C20 13.6(2) . . . . ?
C16 C18 C19 C13 15.5(2) . . . . ?
C36 C18 C19 C13 -168.94(15) . . . . ?
C11 C10 C20 C19 -1.7(2) . . . . ?
C9 C10 C20 C19 177.32(14) . . . . ?
C13 C19 C20 C10 4.9(2) . . . . ?
C18 C19 C20 C10 -177.58(14) . . . . ?
C18 C16 C21 C22 -4.1(3) . . . . ?
C15 C16 C21 C22 174.15(19) . . . . ?
C16 C21 C22 C23 11.0(3) . . . . ?
C21 C22 C23 C36 0.0(3) . . . . ?
C21 C22 C23 C24 178.79(19) . . . . ?
C36 C23 C24 C25 2.7(3) . . . . ?
C22 C23 C24 C25 -176.02(17) . . . . ?
C23 C24 C25 C26 7.9(3) . . . . ?
C24 C25 C26 C35 -4.0(2) . . . . ?
C24 C25 C26 C27 176.32(16) . . . . ?
C35 C26 C27 C28 2.1(2) . . . . ?
C25 C26 C27 C28 -178.18(16) . . . . ?
C26 C27 C28 C29 7.4(3) . . . . ?
C27 C28 C29 C30 172.63(16) . . . . ?
C27 C28 C29 C34 -3.7(2) . . . . ?
C34 C29 C30 C31 3.6(2) . . . . ?
C28 C29 C30 C31 -172.76(16) . . . . ?
C29 C30 C31 C32 1.9(2) . . . . ?
C30 C31 C32 C33 -3.4(2) . . . . ?
C30 C31 C32 C37 177.08(15) . . . . ?
C31 C32 C33 C34 -0.7(2) . . . . ?
C37 C32 C33 C34 178.81(14) . . . . ?
C32 C33 C34 C29 6.1(2) . . . . ?
C32 C33 C34 C35 -175.94(14) . . . . ?
C30 C29 C34 C33 -7.5(2) . . . . ?
C28 C29 C34 C33 168.96(14) . . . . ?
C30 C29 C34 C35 174.52(14) . . . . ?
C28 C29 C34 C35 -9.0(2) . . . . ?
C25 C26 C35 C36 -10.3(2) . . . . ?
C27 C26 C35 C36 169.47(14) . . . . ?
C25 C26 C35 C34 165.80(14) . . . . ?
C27 C26 C35 C34 -14.5(2) . . . . ?
C33 C34 C35 C26 -160.05(14) . . . . ?
C29 C34 C35 C26 17.9(2) . . . . ?
C33 C34 C35 C36 15.8(2) . . . . ?
C29 C34 C35 C36 -166.29(14) . . . . ?
C24 C23 C36 C35 -16.6(2) . . . . ?
C22 C23 C36 C35 162.17(16) . . . . ?
C24 C23 C36 C18 163.99(15) . . . . ?
C22 C23 C36 C18 -17.3(2) . . . . ?
C26 C35 C36 C23 20.2(2) . . . . ?
C34 C35 C36 C23 -155.55(15) . . . . ?
C26 C35 C36 C18 -160.41(15) . . . . ?
C34 C35 C36 C18 23.8(2) . . . . ?
C16 C18 C36 C23 23.7(2) . . . . ?
C19 C18 C36 C23 -151.84(15) . . . . ?
C16 C18 C36 C35 -155.67(15) . . . . ?
C19 C18 C36 C35 28.8(2) . . . . ?
C44 C39 C40 C41 -1.4(2) . . . . ?
C38 C39 C40 C41 175.09(16) . . . . ?
C39 C40 C41 C42 -0.4(3) . . . . ?
C40 C41 C42 N45 -176.52(18) . . . . ?
C40 C41 C42 C43 1.8(3) . . . . ?
N45 C42 C43 C44 176.92(18) . . . . ?
C41 C42 C43 C44 -1.3(3) . . . . ?
C42 C43 C44 C39 -0.5(3) . . . . ?
C40 C39 C44 C43 1.8(2) . . . . ?
C38 C39 C44 C43 -174.60(15) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 1 (KD25015)                                   #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################


####################################################################### 
# 
# 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_KD527_11
_database_code_depnum_ccdc_archive 'CCDC 2048364'
loop_
_audit_author_name
_audit_author_address
'Marie Cordier'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2020-12-04 deposited with the CCDC.	2021-02-19 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 29 janvier 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C42 H22 N2 O4'
_chemical_formula_sum            'C42 H22 N2 O4'
_chemical_formula_weight         618.61
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   18.9074(8)
_cell_length_b                   9.4843(5)
_cell_length_c                   18.9118(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.294(2)
_cell_angle_gamma                90
_cell_volume                     3363.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8102
_cell_measurement_theta_min      2.4064
_cell_measurement_theta_max      27.4701
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0122477
_diffrn_orient_matrix_UB_21      0.0334371
_diffrn_orient_matrix_UB_31      -0.0396872
_diffrn_orient_matrix_UB_12      0.0315777
_diffrn_orient_matrix_UB_22      -0.0815227
_diffrn_orient_matrix_UB_32      -0.0589392
_diffrn_orient_matrix_UB_13      -0.0474114
_diffrn_orient_matrix_UB_23      -0.0007536
_diffrn_orient_matrix_UB_33      -0.0243591


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1280
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.991

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0519
_diffrn_reflns_av_uneti/neti     0.0472
_diffrn_reflns_number            14315
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.148
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             3861
_reflns_number_gt                3028
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0991P)²+7.1927P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3861
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1921
_refine_ls_wR_factor_gt          0.1750
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.067

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
O1 O -0.15303(12) -0.5218(3) 0.63979(11) 0.0577(6) Uani 1 1 d . . . . .
O2 O -0.22544(12) -0.3452(3) 0.62086(12) 0.0597(6) Uani 1 1 d . . . . .
N1 N -0.17060(12) -0.4076(3) 0.61289(11) 0.0430(5) Uani 1 1 d . . . . .
C1 C -0.12233(13) -0.3413(3) 0.56701(11) 0.0318(5) Uani 1 1 d . . . . .
C2 C -0.14741(13) -0.2275(3) 0.52520(14) 0.0384(6) Uani 1 1 d . . . . .
H2 H -0.194200 -0.192150 0.526733 0.046 Uiso 1 1 calc R U . . .
C3 C -0.10281(13) -0.1664(3) 0.48105(13) 0.0347(5) Uani 1 1 d . . . . .
H3 H -0.119410 -0.089737 0.451118 0.042 Uiso 1 1 calc R U . . .
C4 C -0.03366(11) -0.2172(2) 0.48049(11) 0.0256(4) Uani 1 1 d . . . . .
C5 C -0.00972(13) -0.3293(2) 0.52557(11) 0.0301(5) Uani 1 1 d . . . . .
H5 H 0.037919 -0.361947 0.526745 0.036 Uiso 1 1 calc R U . . .
C6 C -0.05454(13) -0.3932(3) 0.56837(12) 0.0332(5) Uani 1 1 d . . . . .
H6 H -0.038748 -0.470966 0.597890 0.040 Uiso 1 1 calc R U . . .
C7 C 0.01091(11) -0.1556(2) 0.43318(11) 0.0253(4) Uani 1 1 d . . . . .
C8 C 0.04419(11) -0.1029(2) 0.38962(11) 0.0226(4) Uani 1 1 d . . . . .
C9 C 0.07922(10) -0.0350(2) 0.33593(10) 0.0206(4) Uani 1 1 d . . . . .
C10 C 0.13418(11) -0.1040(2) 0.30448(11) 0.0267(4) Uani 1 1 d . . . . .
H10 H 0.148336 -0.197118 0.318275 0.032 Uiso 1 1 calc R U . . .
C11 C 0.16639(11) -0.0339(3) 0.25394(12) 0.0303(5) Uani 1 1 d . . . . .
H11 H 0.203879 -0.078886 0.233571 0.036 Uiso 1 1 calc R U . . .
C12 C 0.14557(10) 0.1028(2) 0.23132(11) 0.0260(4) Uani 1 1 d . . . . .
C13 C 0.18453(12) 0.1798(3) 0.18367(13) 0.0365(6) Uani 1 1 d . . . . .
H13 H 0.221308 0.134263 0.162427 0.044 Uiso 1 1 calc R U . . .
C14 C 0.16947(13) 0.3153(3) 0.16891(13) 0.0397(6) Uani 1 1 d . . . . .
H14 H 0.198509 0.366405 0.140361 0.048 Uiso 1 1 calc R U . . .
C15 C 0.11100(13) 0.3856(3) 0.19481(12) 0.0323(5) Uani 1 1 d . . . . .
C16 C 0.06434(11) 0.3087(2) 0.23374(10) 0.0237(4) Uani 1 1 d . . . . .
C17 C 0.08726(10) 0.1695(2) 0.25891(10) 0.0204(4) Uani 1 1 d . . . . .
C18 C 0.05714(9) 0.0980(2) 0.31336(10) 0.0180(4) Uani 1 1 d . . . . .
H18 H 0.020531 0.142942 0.335137 0.022 Uiso 1 1 calc R U . . .
C19 C 0.10132(15) 0.5334(3) 0.18424(14) 0.0437(7) Uani 1 1 d . . . . .
H19 H 0.130395 0.583259 0.155275 0.052 Uiso 1 1 calc R U . . .
C20 C 0.05103(16) 0.6029(3) 0.21518(15) 0.0450(7) Uani 1 1 d . . . . .
H20 H 0.049692 0.702949 0.213683 0.054 Uiso 1 1 calc R U . . .
C21 C 0.000000 0.5285(3) 0.250000 0.0348(7) Uani 1 2 d S T P . .
C22 C 0.000000 0.3782(3) 0.250000 0.0254(6) Uani 1 2 d S T P . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
O1 N1 1.224(3) . ?
O2 N1 1.220(3) . ?
N1 C1 1.478(3) . ?
C1 C6 1.370(4) . ?
C1 C2 1.385(4) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(3) . ?
C4 C7 1.430(3) . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.207(3) . ?
C8 C9 1.433(3) . ?
C9 C18 1.380(3) . ?
C9 C10 1.421(3) . ?
C10 C11 1.369(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.406(3) . ?
C11 H11 0.9500 . ?
C12 C17 1.426(3) . ?
C12 C13 1.434(3) . ?
C13 C14 1.338(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.430(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.420(3) . ?
C15 C19 1.425(4) . ?
C16 C22 1.451(2) . ?
C16 C17 1.451(3) . ?
C17 C18 1.412(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.350(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.422(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.425(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
O2 N1 O1 124.6(2) . . ?
O2 N1 C1 117.6(2) . . ?
O1 N1 C1 117.8(2) . . ?
C6 C1 C2 122.8(2) . . ?
C6 C1 N1 118.8(2) . . ?
C2 C1 N1 118.3(2) . . ?
C1 C2 C3 118.6(2) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 120.2(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 C7 119.4(2) . . ?
C5 C4 C7 121.4(2) . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C1 C6 C5 118.2(2) . . ?
C1 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
C8 C7 C4 175.2(2) . . ?
C7 C8 C9 175.9(2) . . ?
C18 C9 C10 120.01(18) . . ?
C18 C9 C8 118.75(17) . . ?
C10 C9 C8 121.22(18) . . ?
C11 C10 C9 118.9(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 121.89(19) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C17 119.82(19) . . ?
C11 C12 C13 121.0(2) . . ?
C17 C12 C13 119.1(2) . . ?
C14 C13 C12 120.5(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 122.0(2) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C16 C15 C19 120.0(2) . . ?
C16 C15 C14 119.8(2) . . ?
C19 C15 C14 120.1(2) . . ?
C15 C16 C22 118.0(2) . . ?
C15 C16 C17 117.25(19) . . ?
C22 C16 C17 124.58(18) . . ?
C18 C17 C12 117.12(18) . . ?
C18 C17 C16 123.04(18) . . ?
C12 C17 C16 119.74(18) . . ?
C9 C18 C17 122.06(17) . . ?
C9 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C20 C19 C15 120.3(2) . . ?
C20 C19 H19 119.9 . . ?
C15 C19 H19 119.9 . . ?
C19 C20 C21 121.0(2) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C20 120.5(3) . 2 ?
C20 C21 C22 119.73(16) . . ?
C20 C21 C22 119.73(16) 2 . ?
C21 C22 C16 117.03(13) . . ?
C21 C22 C16 117.04(13) . 2 ?
C16 C22 C16 125.9(3) . 2 ?

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
O2 N1 C1 C6 167.0(2) . . . . ?
O1 N1 C1 C6 -13.5(3) . . . . ?
O2 N1 C1 C2 -12.1(3) . . . . ?
O1 N1 C1 C2 167.4(2) . . . . ?
C6 C1 C2 C3 2.1(4) . . . . ?
N1 C1 C2 C3 -178.8(2) . . . . ?
C1 C2 C3 C4 -1.5(4) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C2 C3 C4 C7 178.2(2) . . . . ?
C3 C4 C5 C6 2.4(3) . . . . ?
C7 C4 C5 C6 -176.5(2) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
N1 C1 C6 C5 -179.5(2) . . . . ?
C4 C5 C6 C1 -1.8(3) . . . . ?
C18 C9 C10 C11 2.6(3) . . . . ?
C8 C9 C10 C11 -179.34(19) . . . . ?
C9 C10 C11 C12 -1.4(3) . . . . ?
C10 C11 C12 C17 -2.8(3) . . . . ?
C10 C11 C12 C13 173.7(2) . . . . ?
C11 C12 C13 C14 -172.3(2) . . . . ?
C17 C12 C13 C14 4.3(3) . . . . ?
C12 C13 C14 C15 -5.2(4) . . . . ?
C13 C14 C15 C16 -4.0(4) . . . . ?
C13 C14 C15 C19 173.4(2) . . . . ?
C19 C15 C16 C22 11.5(3) . . . . ?
C14 C15 C16 C22 -171.13(18) . . . . ?
C19 C15 C16 C17 -164.0(2) . . . . ?
C14 C15 C16 C17 13.3(3) . . . . ?
C11 C12 C17 C18 5.7(3) . . . . ?
C13 C12 C17 C18 -171.00(19) . . . . ?
C11 C12 C17 C16 -177.95(18) . . . . ?
C13 C12 C17 C16 5.4(3) . . . . ?
C15 C16 C17 C18 162.22(18) . . . . ?
C22 C16 C17 C18 -13.0(3) . . . . ?
C15 C16 C17 C12 -14.0(3) . . . . ?
C22 C16 C17 C12 170.80(17) . . . . ?
C10 C9 C18 C17 0.4(3) . . . . ?
C8 C9 C18 C17 -177.68(17) . . . . ?
C12 C17 C18 C9 -4.5(3) . . . . ?
C16 C17 C18 C9 179.25(17) . . . . ?
C16 C15 C19 C20 4.6(3) . . . . ?
C14 C15 C19 C20 -172.8(2) . . . . ?
C15 C19 C20 C21 -9.3(3) . . . . ?
C19 C20 C21 C20 177.5(3) . . . 2 ?
C19 C20 C21 C22 -2.4(3) . . . . ?
C20 C21 C22 C16 18.26(14) . . . . ?
C20 C21 C22 C16 -161.73(14) 2 . . . ?
C20 C21 C22 C16 -161.74(14) . . . 2 ?
C20 C21 C22 C16 18.27(14) 2 . . 2 ?
C15 C16 C22 C21 -22.47(19) . . . . ?
C17 C16 C22 C21 152.74(14) . . . . ?
C15 C16 C22 C16 157.53(19) . . . 2 ?
C17 C16 C22 C16 -27.26(14) . . . 2 ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job_sq.res
#...............................................................................



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job_sq.hkl
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .FAB SHELXL file: job_sq.fab
#...............................................................................



# ............... End of .FAB file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 1 (KD527_11)                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################


####################################################################### 
# 
# 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_KD22522
_database_code_depnum_ccdc_archive 'CCDC 2047793'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL'
;CDIFX ISCR CNRS Univ Rennes
France
;
_audit_update_record             
;
2020-12-02 deposited with the CCDC.	2021-02-19 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 07 janvier 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C44 H22 N2'
_chemical_formula_sum            'C44 H22 N2'
_chemical_formula_weight         578.63
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'
_space_group_IT_number           92
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y-1/2, x-1/2, z-3/4'
'-x, -y, z-1/2'
'y-1/2, -x-1/2, z-1/4'
'y, x, -z'
'x-1/2, -y-1/2, -z-1/4'
'-y, -x, -z-1/2'
'-x-1/2, y-1/2, -z-3/4'

_cell_length_a                   14.6129(6)
_cell_length_b                   14.6129
_cell_length_c                   29.4748(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6294.0(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.4980
_cell_measurement_theta_max      27.4212
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0159010
_diffrn_orient_matrix_UB_21      0.0359061
_diffrn_orient_matrix_UB_31      -0.0560440
_diffrn_orient_matrix_UB_12      0.0154179
_diffrn_orient_matrix_UB_22      0.0580409
_diffrn_orient_matrix_UB_32      0.0328110
_diffrn_orient_matrix_UB_13      0.0321012
_diffrn_orient_matrix_UB_23      -0.0024802
_diffrn_orient_matrix_UB_33      -0.0106969


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2400
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.803
_exptl_absorpt_correction_T_max  0.991

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0634
_diffrn_reflns_av_uneti/neti     0.0382
_diffrn_reflns_number            38270
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.407
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             7201
_reflns_number_gt                6319
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    1.000

_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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0518P)²+1.2053P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7201
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1067
_refine_ls_wR_factor_gt          0.1012
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.042

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 1.37725(18) 0.87813(17) 0.32116(14) 0.0778(10) Uani 1 1 d . . . . .
C2 C 1.33063(19) 0.81671(19) 0.32605(13) 0.0530(8) Uani 1 1 d . . . . .
C3 C 1.26939(17) 0.74016(16) 0.33189(10) 0.0377(6) Uani 1 1 d . . . . .
C4 C 1.28796(17) 0.65761(17) 0.31090(10) 0.0401(6) Uani 1 1 d . . . . .
H4 H 1.340958 0.651184 0.292505 0.048 Uiso 1 1 calc R U . . .
C5 C 1.22906(16) 0.58435(17) 0.31677(9) 0.0354(5) Uani 1 1 d . . . . .
H5 H 1.241372 0.527819 0.302066 0.042 Uiso 1 1 calc R U . . .
C6 C 1.15191(15) 0.59313(15) 0.34411(8) 0.0287(5) Uani 1 1 d . . . . .
C7 C 1.13282(18) 0.67696(16) 0.36437(9) 0.0366(6) Uani 1 1 d . . . . .
H7 H 1.079198 0.683972 0.382256 0.044 Uiso 1 1 calc R U . . .
C8 C 1.19163(19) 0.75005(17) 0.35854(10) 0.0419(6) Uani 1 1 d . . . . .
H8 H 1.178900 0.807006 0.372738 0.050 Uiso 1 1 calc R U . . .
C9 C 1.09347(16) 0.51613(15) 0.35165(8) 0.0299(5) Uani 1 1 d . . . . .
C10 C 1.04516(15) 0.45160(15) 0.35805(7) 0.0271(5) Uani 1 1 d . . . . .
C11 C 0.98099(15) 0.37833(15) 0.36197(7) 0.0261(5) Uani 1 1 d . . . . .
C12 C 0.89228(16) 0.39525(17) 0.37890(8) 0.0328(5) Uani 1 1 d . . . . .
H12 H 0.876153 0.454316 0.389734 0.039 Uiso 1 1 calc R U . . .
C13 C 0.83014(15) 0.32600(18) 0.37953(8) 0.0343(5) Uani 1 1 d . . . . .
H13 H 0.771215 0.336862 0.392036 0.041 Uiso 1 1 calc R U . . .
C14 C 0.85074(15) 0.23855(17) 0.36215(8) 0.0301(5) Uani 1 1 d . . . . .
C15 C 0.78428(16) 0.16743(19) 0.36444(8) 0.0369(6) Uani 1 1 d . . . . .
H15 H 0.724212 0.180423 0.374955 0.044 Uiso 1 1 calc R U . . .
C16 C 0.80649(17) 0.08194(19) 0.35174(8) 0.0375(6) Uani 1 1 d . . . . .
H16 H 0.762483 0.034517 0.354893 0.045 Uiso 1 1 calc R U . . .
C17 C 0.89452(16) 0.06058(16) 0.33362(7) 0.0312(5) Uani 1 1 d . . . . .
C18 C 0.91766(19) -0.03233(17) 0.32691(8) 0.0372(6) Uani 1 1 d . . . . .
H18 H 0.872381 -0.078346 0.330688 0.045 Uiso 1 1 calc R U . . .
C19 C 1.00340(18) -0.05599(16) 0.31519(8) 0.0368(6) Uani 1 1 d . . . . .
H19 H 1.020792 -0.118633 0.315379 0.044 Uiso 1 1 calc R U . . .
C20 C 1.06833(16) 0.01195(15) 0.30250(8) 0.0307(5) Uani 1 1 d . . . . .
C21 C 1.15801(18) -0.01531(17) 0.29078(9) 0.0378(6) Uani 1 1 d . . . . .
H21 H 1.173911 -0.078301 0.291917 0.045 Uiso 1 1 calc R U . . .
C22 C 1.22160(17) 0.04673(17) 0.27798(9) 0.0376(6) Uani 1 1 d . . . . .
H22 H 1.283705 0.028781 0.274585 0.045 Uiso 1 1 calc R U . . .
C23 C 1.19543(16) 0.13869(16) 0.26963(8) 0.0301(5) Uani 1 1 d . . . . .
C24 C 1.26225(16) 0.20227(18) 0.25333(9) 0.0361(5) Uani 1 1 d . . . . .
H24 H 1.323846 0.182795 0.249705 0.043 Uiso 1 1 calc R U . . .
C25 C 1.23969(16) 0.28880(18) 0.24305(9) 0.0360(5) Uani 1 1 d . . . . .
H25 H 1.286307 0.331591 0.235661 0.043 Uiso 1 1 calc R U . . .
C26 C 1.14636(15) 0.31705(16) 0.24313(8) 0.0283(5) Uani 1 1 d . . . . .
C27 C 1.12098(17) 0.40458(17) 0.22756(8) 0.0332(5) Uani 1 1 d . . . . .
H27 H 1.167303 0.447896 0.220474 0.040 Uiso 1 1 calc R U . . .
C28 C 1.03154(16) 0.42848(16) 0.22243(8) 0.0322(5) Uani 1 1 d . . . . .
H28 H 1.015646 0.488527 0.212920 0.039 Uiso 1 1 calc R U . . .
C29 C 0.96281(15) 0.36345(15) 0.23134(7) 0.0264(4) Uani 1 1 d . . . . .
C30 C 0.98597(14) 0.27846(15) 0.24841(7) 0.0241(4) Uani 1 1 d . . . . .
H30 H 0.938860 0.235461 0.254633 0.029 Uiso 1 1 calc R U . . .
C31 C 1.07750(14) 0.25402(15) 0.25678(7) 0.0238(4) Uani 1 1 d . . . . .
C32 C 1.10418(15) 0.16694(15) 0.27687(7) 0.0247(4) Uani 1 1 d . . . . .
C33 C 1.04283(15) 0.10588(14) 0.30116(7) 0.0257(4) Uani 1 1 d . . . . .
C34 C 0.95871(15) 0.13075(15) 0.32478(7) 0.0253(4) Uani 1 1 d . . . . .
C35 C 0.93855(14) 0.22075(15) 0.34361(7) 0.0247(4) Uani 1 1 d . . . . .
C36 C 1.00372(14) 0.29162(14) 0.34661(7) 0.0226(4) Uani 1 1 d . . . . .
H36 H 1.065111 0.279567 0.337845 0.027 Uiso 1 1 calc R U . . .
C37 C 0.86912(16) 0.38570(15) 0.22172(7) 0.0291(5) Uani 1 1 d . . . . .
C38 C 0.79269(16) 0.40541(16) 0.21202(8) 0.0314(5) Uani 1 1 d . . . . .
C39 C 0.69912(16) 0.42338(16) 0.20086(7) 0.0289(5) Uani 1 1 d . . . . .
C40 C 0.63971(17) 0.35113(16) 0.19235(8) 0.0333(5) Uani 1 1 d . . . . .
H40 H 0.662540 0.290260 0.192119 0.040 Uiso 1 1 calc R U . . .
C41 C 0.54847(17) 0.36653(16) 0.18427(8) 0.0341(5) Uani 1 1 d . . . . .
H41 H 0.508563 0.316664 0.178257 0.041 Uiso 1 1 calc R U . . .
C42 C 0.51480(15) 0.45549(16) 0.18494(8) 0.0289(5) Uani 1 1 d . . . . .
C43 C 0.57366(16) 0.52847(15) 0.19225(8) 0.0301(5) Uani 1 1 d . . . . .
H43 H 0.550707 0.589287 0.191937 0.036 Uiso 1 1 calc R U . . .
C44 C 0.66511(16) 0.51300(16) 0.19995(8) 0.0309(5) Uani 1 1 d . . . . .
H44 H 0.705349 0.563167 0.204657 0.037 Uiso 1 1 calc R U . . .
C45 C 0.41777(17) 0.47003(17) 0.18076(9) 0.0356(5) Uani 1 1 d . . . . .
N46 N 0.34023(15) 0.48088(16) 0.17893(10) 0.0495(6) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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 1.136(4) . ?
C2 C3 1.443(4) . ?
C3 C4 1.383(4) . ?
C3 C8 1.389(4) . ?
C4 C5 1.385(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.391(3) . ?
C6 C9 1.430(3) . ?
C7 C8 1.382(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.193(3) . ?
C10 C11 1.428(3) . ?
C11 C36 1.386(3) . ?
C11 C12 1.411(3) . ?
C12 C13 1.360(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.409(4) . ?
C13 H13 0.9500 . ?
C14 C35 1.419(3) . ?
C14 C15 1.424(3) . ?
C15 C16 1.344(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.427(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.413(4) . ?
C17 C34 1.414(3) . ?
C18 C19 1.345(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.423(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.413(4) . ?
C20 C33 1.423(3) . ?
C21 C22 1.352(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.419(3) . ?
C22 H22 0.9500 . ?
C23 C32 1.412(3) . ?
C23 C24 1.431(3) . ?
C24 C25 1.341(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.425(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.409(3) . ?
C26 C31 1.422(3) . ?
C27 C28 1.361(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.407(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(3) . ?
C29 C37 1.435(3) . ?
C30 C31 1.406(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.457(3) . ?
C32 C33 1.453(3) . ?
C33 C34 1.459(3) . ?
C34 C35 1.457(3) . ?
C35 C36 1.410(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.188(3) . ?
C38 C39 1.431(3) . ?
C39 C40 1.390(3) . ?
C39 C44 1.401(3) . ?
C40 C41 1.373(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.390(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.387(3) . ?
C42 C45 1.439(3) . ?
C43 C44 1.374(3) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 N46 1.145(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
N1 C2 C3 178.5(4) . . ?
C4 C3 C8 120.3(2) . . ?
C4 C3 C2 120.1(2) . . ?
C8 C3 C2 119.6(2) . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.5(2) . . ?
C5 C6 C9 120.1(2) . . ?
C7 C6 C9 120.4(2) . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C3 119.9(2) . . ?
C7 C8 H8 120.0 . . ?
C3 C8 H8 120.0 . . ?
C10 C9 C6 179.6(3) . . ?
C9 C10 C11 173.8(2) . . ?
C36 C11 C12 119.7(2) . . ?
C36 C11 C10 120.1(2) . . ?
C12 C11 C10 120.0(2) . . ?
C13 C12 C11 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 121.8(2) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C35 120.0(2) . . ?
C13 C14 C15 119.9(2) . . ?
C35 C14 C15 120.1(2) . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.7(2) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C34 120.8(2) . . ?
C18 C17 C16 118.6(2) . . ?
C34 C17 C16 120.5(2) . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.6(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C33 120.5(2) . . ?
C21 C20 C19 119.1(2) . . ?
C33 C20 C19 120.4(2) . . ?
C22 C21 C20 121.1(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.9(2) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C32 C23 C22 120.4(2) . . ?
C32 C23 C24 120.4(2) . . ?
C22 C23 C24 119.3(2) . . ?
C25 C24 C23 121.3(2) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 120.5(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C31 119.6(2) . . ?
C27 C26 C25 121.0(2) . . ?
C31 C26 C25 119.3(2) . . ?
C28 C27 C26 121.5(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 119.4(2) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C30 C29 C28 120.0(2) . . ?
C30 C29 C37 120.6(2) . . ?
C28 C29 C37 119.4(2) . . ?
C29 C30 C31 121.68(19) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C30 C31 C26 117.3(2) . . ?
C30 C31 C32 123.22(19) . . ?
C26 C31 C32 119.4(2) . . ?
C23 C32 C33 118.5(2) . . ?
C23 C32 C31 116.53(19) . . ?
C33 C32 C31 124.85(19) . . ?
C20 C33 C32 116.4(2) . . ?
C20 C33 C34 116.60(19) . . ?
C32 C33 C34 127.01(19) . . ?
C17 C34 C35 116.8(2) . . ?
C17 C34 C33 117.8(2) . . ?
C35 C34 C33 125.23(18) . . ?
C36 C35 C14 116.9(2) . . ?
C36 C35 C34 123.4(2) . . ?
C14 C35 C34 119.66(19) . . ?
C11 C36 C35 122.0(2) . . ?
C11 C36 H36 119.0 . . ?
C35 C36 H36 119.0 . . ?
C38 C37 C29 177.3(2) . . ?
C37 C38 C39 176.5(3) . . ?
C40 C39 C44 119.0(2) . . ?
C40 C39 C38 119.9(2) . . ?
C44 C39 C38 121.0(2) . . ?
C41 C40 C39 120.9(2) . . ?
C41 C40 H40 119.6 . . ?
C39 C40 H40 119.6 . . ?
C40 C41 C42 119.6(2) . . ?
C40 C41 H41 120.2 . . ?
C42 C41 H41 120.2 . . ?
C43 C42 C41 120.1(2) . . ?
C43 C42 C45 120.7(2) . . ?
C41 C42 C45 119.1(2) . . ?
C44 C43 C42 120.1(2) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C39 120.1(2) . . ?
C43 C44 H44 119.9 . . ?
C39 C44 H44 119.9 . . ?
N46 C45 C42 177.7(3) . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 1 (KD22522)                                   #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################


