# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_NdPc2_P4nnc
_database_code_depnum_ccdc_archive 'CCDC 2016007'
loop_
_audit_author_name
_audit_author_address
'Maegan Mullenax'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)neodymium(III)
_chemical_name_common            '(bis)phthalocyanine neodymium'
_chemical_formula_moiety         'C64 H32 N16 Nd'
_chemical_formula_sum            'C64 H32 N16 Nd'
_exptl_crystal_recrystallization_method 'Slow evaporation from CHCl3:EtOH'
_chemical_melting_point          ?

_exptl_crystal_description       'Rectangular plate'
_exptl_crystal_colour            Green
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1169.29
#Platon was used to transfor the space group 
#from P4/nnc to the suggested P4/mcc 
#which includes an additional mirror through the phthalocyanine ring
#and therefore imposes a 50:50 disorder between the two Nd sites.
#Refinement of the structure in the new space group did not yield 
#any appreciable improvement of the model 
#or R-factors (P4/mcc: R1=5.78%, wR2=22.55%).
#Given that the Nd disorder refines away from a 50:50 ratio 
#in the P4/nnc space group, and that the curvature observed 
#for the phthalocyanine rings 
#(convexivity toward the major Nd site) is consistent with the structure
#of the NdPc2 molecules in all other phases, 
#P4/nnc was determined to be the correct space group.

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           126
_space_group_name_H-M_alt        'P 4/n n c'
_space_group_name_Hall           '-P 4a 2bc'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x+1/2, y, -z+1/2'
'x, -y+1/2, -z+1/2'
'y, x, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x-1/2, -y, z-1/2'
'-x, y-1/2, z-1/2'
'-y, -x, z-1/2'
'y-1/2, x-1/2, z-1/2'

_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.
;

_cell_length_a                   19.937(5)
_cell_length_b                   19.937(5)
_cell_length_c                   6.4202(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2552.0(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1326
_cell_measurement_theta_min      5.779
_cell_measurement_theta_max      52.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   0.6412
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              'Bruker SMART APEX II'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       'Omega and Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30924
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.1268
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.334
_diffrn_reflns_theta_max         26.452
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             1316
_reflns_number_gt                1048
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT V8.38A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.38A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1316
_refine_ls_number_parameters     96
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.3147
_refine_ls_wR_factor_gt          0.3028
_refine_ls_goodness_of_fit_ref   1.399
_refine_ls_restrained_S_all      1.399
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002

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
Nd1 Nd 0.250000 0.250000 0.750000 0.0107(6) Uani 0.865(9) 8 d S T P . .
Nd2 Nd 0.250000 0.250000 0.250000 0.021(4) Uani 0.135(9) 8 d S T P . .
N2 N 0.3425(3) 0.2844(3) 0.5183(9) 0.0188(15) Uani 1 1 d . . . . .
N1 N 0.3200(4) 0.4042(3) 0.5028(10) 0.0208(16) Uani 1 1 d . . . . .
C3 C 0.2091(5) 0.4576(4) 0.4903(12) 0.0240(18) Uani 1 1 d . . . . .
C8 C 0.2228(5) 0.5269(4) 0.4869(14) 0.030(2) Uani 1 1 d . . . . .
H8 H 0.266303 0.543624 0.491113 0.036 Uiso 1 1 calc R U . . .
C7 C 0.1668(6) 0.5691(5) 0.4769(15) 0.041(3) Uani 1 1 d . . . . .
H7 H 0.173784 0.615238 0.474209 0.049 Uiso 1 1 calc R U . . .
C2 C 0.2529(4) 0.3998(5) 0.5062(13) 0.0188(19) Uani 1 1 d . . . . .
C1 C 0.3607(4) 0.3512(4) 0.5054(13) 0.0192(19) Uani 1 1 d . . . . .
C4 C 0.1430(5) 0.4337(4) 0.4934(11) 0.0244(19) Uani 1 1 d . . . . .
C6 C 0.1017(5) 0.5456(5) 0.4707(15) 0.038(2) Uani 1 1 d . . . . .
H6 H 0.066326 0.575674 0.457673 0.045 Uiso 1 1 calc R U . . .
C5 C 0.0886(5) 0.4765(5) 0.4840(14) 0.034(2) Uani 1 1 d . . . . .
H5 H 0.044926 0.460182 0.486380 0.040 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
Nd1 N2 2.466(6) 7_556 ?
Nd1 N2 2.466(6) 2 ?
Nd1 N2 2.466(6) 4 ?
Nd1 N2 2.466(6) 6_556 ?
Nd1 N2 2.466(6) 8_556 ?
Nd1 N2 2.466(6) 3 ?
Nd1 N2 2.466(6) 5_556 ?
Nd1 N2 2.466(6) . ?
Nd1 Nd2 3.2101(8) 1_556 ?
Nd1 Nd2 3.2101(8) . ?
Nd2 N2 2.614(6) . ?
Nd2 N2 2.614(6) 8 ?
Nd2 N2 2.614(6) 3 ?
Nd2 N2 2.614(6) 5 ?
Nd2 N2 2.614(6) 7 ?
Nd2 N2 2.614(6) 2 ?
Nd2 N2 2.614(6) 4 ?
Nd2 N2 2.614(6) 6 ?
N2 C2 1.367(11) 4 ?
N2 C1 1.383(10) . ?
N1 C1 1.333(10) . ?
N1 C2 1.340(11) . ?
C3 C4 1.403(13) . ?
C3 C8 1.409(12) . ?
C3 C2 1.448(12) . ?
C8 C7 1.399(14) . ?
C8 H8 0.9300 . ?
C7 C6 1.380(16) . ?
C7 H7 0.9300 . ?
C1 C4 1.463(12) 4 ?
C4 C5 1.380(12) . ?
C6 C5 1.405(14) . ?
C6 H6 0.9300 . ?
C5 H5 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
N2 Nd1 N2 141.2(3) 7_556 2 ?
N2 Nd1 N2 147.7(3) 7_556 4 ?
N2 Nd1 N2 68.66(15) 2 4 ?
N2 Nd1 N2 68.66(15) 7_556 6_556 ?
N2 Nd1 N2 147.7(3) 2 6_556 ?
N2 Nd1 N2 87.0(3) 4 6_556 ?
N2 Nd1 N2 105.8(3) 7_556 8_556 ?
N2 Nd1 N2 87.0(3) 2 8_556 ?
N2 Nd1 N2 83.2(3) 4 8_556 ?
N2 Nd1 N2 68.66(15) 6_556 8_556 ?
N2 Nd1 N2 83.2(3) 7_556 3 ?
N2 Nd1 N2 68.66(15) 2 3 ?
N2 Nd1 N2 105.8(3) 4 3 ?
N2 Nd1 N2 141.2(3) 6_556 3 ?
N2 Nd1 N2 147.7(3) 8_556 3 ?
N2 Nd1 N2 68.66(15) 7_556 5_556 ?
N2 Nd1 N2 83.2(3) 2 5_556 ?
N2 Nd1 N2 141.2(3) 4 5_556 ?
N2 Nd1 N2 105.8(3) 6_556 5_556 ?
N2 Nd1 N2 68.66(15) 8_556 5_556 ?
N2 Nd1 N2 87.0(3) 3 5_556 ?
N2 Nd1 N2 87.0(3) 7_556 . ?
N2 Nd1 N2 105.8(3) 2 . ?
N2 Nd1 N2 68.66(15) 4 . ?
N2 Nd1 N2 83.2(3) 6_556 . ?
N2 Nd1 N2 141.2(3) 8_556 . ?
N2 Nd1 N2 68.66(15) 3 . ?
N2 Nd1 N2 147.7(3) 5_556 . ?
N2 Nd1 Nd2 52.90(15) 7_556 1_556 ?
N2 Nd1 Nd2 127.10(15) 2 1_556 ?
N2 Nd1 Nd2 127.10(15) 4 1_556 ?
N2 Nd1 Nd2 52.90(15) 6_556 1_556 ?
N2 Nd1 Nd2 52.90(15) 8_556 1_556 ?
N2 Nd1 Nd2 127.10(15) 3 1_556 ?
N2 Nd1 Nd2 52.90(15) 5_556 1_556 ?
N2 Nd1 Nd2 127.10(15) . 1_556 ?
N2 Nd1 Nd2 127.10(15) 7_556 . ?
N2 Nd1 Nd2 52.90(15) 2 . ?
N2 Nd1 Nd2 52.90(15) 4 . ?
N2 Nd1 Nd2 127.10(15) 6_556 . ?
N2 Nd1 Nd2 127.10(15) 8_556 . ?
N2 Nd1 Nd2 52.90(15) 3 . ?
N2 Nd1 Nd2 127.10(15) 5_556 . ?
N2 Nd1 Nd2 52.90(15) . . ?
Nd2 Nd1 Nd2 180.0 1_556 . ?
N2 Nd2 N2 143.5(2) . 8 ?
N2 Nd2 N2 64.27(15) . 3 ?
N2 Nd2 N2 149.6(3) 8 3 ?
N2 Nd2 N2 149.6(3) . 5 ?
N2 Nd2 N2 64.27(15) 8 5 ?
N2 Nd2 N2 93.7(3) 3 5 ?
N2 Nd2 N2 93.7(3) . 7 ?
N2 Nd2 N2 97.6(3) 8 7 ?
N2 Nd2 N2 90.3(2) 3 7 ?
N2 Nd2 N2 64.27(15) 5 7 ?
N2 Nd2 N2 97.6(3) . 2 ?
N2 Nd2 N2 93.7(3) 8 2 ?
N2 Nd2 N2 64.27(15) 3 2 ?
N2 Nd2 N2 90.3(2) 5 2 ?
N2 Nd2 N2 143.5(2) 7 2 ?
N2 Nd2 N2 64.27(15) . 4 ?
N2 Nd2 N2 90.3(2) 8 4 ?
N2 Nd2 N2 97.6(3) 3 4 ?
N2 Nd2 N2 143.5(2) 5 4 ?
N2 Nd2 N2 149.6(3) 7 4 ?
N2 Nd2 N2 64.27(15) 2 4 ?
N2 Nd2 N2 90.3(2) . 6 ?
N2 Nd2 N2 64.27(15) 8 6 ?
N2 Nd2 N2 143.5(2) 3 6 ?
N2 Nd2 N2 97.6(3) 5 6 ?
N2 Nd2 N2 64.27(15) 7 6 ?
N2 Nd2 N2 149.6(3) 2 6 ?
N2 Nd2 N2 93.7(3) 4 6 ?
N2 Nd2 Nd1 48.79(13) . . ?
N2 Nd2 Nd1 131.21(13) 8 . ?
N2 Nd2 Nd1 48.79(13) 3 . ?
N2 Nd2 Nd1 131.21(13) 5 . ?
N2 Nd2 Nd1 131.21(13) 7 . ?
N2 Nd2 Nd1 48.79(14) 2 . ?
N2 Nd2 Nd1 48.79(13) 4 . ?
N2 Nd2 Nd1 131.21(13) 6 . ?
N2 Nd2 Nd1 131.21(13) . 1_554 ?
N2 Nd2 Nd1 48.79(13) 8 1_554 ?
N2 Nd2 Nd1 131.21(13) 3 1_554 ?
N2 Nd2 Nd1 48.79(13) 5 1_554 ?
N2 Nd2 Nd1 48.79(13) 7 1_554 ?
N2 Nd2 Nd1 131.21(14) 2 1_554 ?
N2 Nd2 Nd1 131.21(13) 4 1_554 ?
N2 Nd2 Nd1 48.79(13) 6 1_554 ?
Nd1 Nd2 Nd1 180.0 . 1_554 ?
C2 N2 C1 107.5(7) 4 . ?
C2 N2 Nd1 120.6(5) 4 . ?
C1 N2 Nd1 120.0(4) . . ?
C2 N2 Nd2 114.2(5) 4 . ?
C1 N2 Nd2 113.5(5) . . ?
Nd1 N2 Nd2 78.32(19) . . ?
C1 N1 C2 123.8(8) . . ?
C4 C3 C8 121.0(8) . . ?
C4 C3 C2 107.2(7) . . ?
C8 C3 C2 131.7(9) . . ?
C7 C8 C3 115.9(10) . . ?
C7 C8 H8 122.1 . . ?
C3 C8 H8 122.1 . . ?
C6 C7 C8 123.1(9) . . ?
C6 C7 H7 118.4 . . ?
C8 C7 H7 118.4 . . ?
N1 C2 N2 126.7(8) . 3 ?
N1 C2 C3 123.2(8) . . ?
N2 C2 C3 110.0(7) 3 . ?
N1 C1 N2 127.2(8) . . ?
N1 C1 C4 122.9(8) . 4 ?
N2 C1 C4 109.9(7) . 4 ?
C5 C4 C3 121.8(9) . . ?
C5 C4 C1 132.8(9) . 3 ?
C3 C4 C1 105.3(7) . 3 ?
C7 C6 C5 120.4(8) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C4 C5 C6 117.6(10) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 H5 121.2 . . ?

_refine_diff_density_max         2.008
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.160

####################################################################### 
# 
# 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_TbPc2_C2c
_database_code_depnum_ccdc_archive 'CCDC 2096861'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-terbium(III)
_chemical_name_common            bis(phthalocyaninato)-terbium
_chemical_formula_moiety         'C64 H32 N16 Tb'
_chemical_formula_sum            'C64 H32 N16 Tb'
_chemical_melting_point          ?

_exptl_crystal_description       rectangle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1183.97

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   28.086(3)
_cell_length_b                   14.160(2)
_cell_length_c                   13.1416(14)
_cell_angle_alpha                90
_cell_angle_beta                 115.708(10)
_cell_angle_gamma                90
_cell_volume                     4708.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    42659
_cell_measurement_theta_min      5.243
_cell_measurement_theta_max      55.447
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             2372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.541
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.569
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41290
_diffrn_reflns_av_unetI/netI     0.0742
_diffrn_reflns_av_R_equivalents  0.1427
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.115
_diffrn_reflns_theta_max         27.962
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5651
_reflns_number_gt                4699
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nanon Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+6.6728P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5651
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0930
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Tb01 Tb 0.500000 0.59160(2) 0.250000 0.01527(8) Uani 1 2 d S T P . .
N1 N 0.38510(14) 0.5059(3) 0.2910(3) 0.0200(8) Uani 1 1 d . . . . .
C1 C 0.42493(17) 0.4451(3) 0.3163(3) 0.0206(9) Uani 1 1 d . . . . .
N2 N 0.47650(13) 0.4652(3) 0.3443(3) 0.0186(7) Uani 1 1 d . . . . .
C2 C 0.41718(16) 0.3431(3) 0.3157(4) 0.0203(9) Uani 1 1 d . . . . .
N3 N 0.55597(13) 0.3693(2) 0.4085(3) 0.0186(7) Uani 1 1 d . . . . .
C3 C 0.37207(17) 0.2877(3) 0.2813(4) 0.0233(9) Uani 1 1 d . . . . .
H3 H 0.338315 0.315364 0.260699 0.028 Uiso 1 1 calc R U . . .
C4 C 0.37799(19) 0.1898(3) 0.2778(4) 0.0283(10) Uani 1 1 d . . . . .
H4 H 0.347718 0.150277 0.253069 0.034 Uiso 1 1 calc R U . . .
N4 N 0.57779(13) 0.5364(3) 0.4118(3) 0.0192(7) Uani 1 1 d . . . . .
C5 C 0.42783(19) 0.1496(3) 0.3104(4) 0.0293(11) Uani 1 1 d . . . . .
H5 H 0.430932 0.082996 0.307464 0.035 Uiso 1 1 calc R U . . .
N5 N 0.63095(13) 0.6786(3) 0.4571(3) 0.0193(7) Uani 1 1 d . . . . .
N6 N 0.53800(13) 0.7200(2) 0.3818(3) 0.0177(7) Uani 1 1 d . . . . .
C6 C 0.47310(17) 0.2053(3) 0.3470(4) 0.0239(9) Uani 1 1 d . . . . .
H6 H 0.507000 0.177589 0.369833 0.029 Uiso 1 1 calc R U . . .
C7 C 0.46721(16) 0.3017(3) 0.3491(4) 0.0208(9) Uani 1 1 d . . . . .
N7 N 0.46003(14) 0.8141(3) 0.3457(3) 0.0198(7) Uani 1 1 d . . . . .
N8 N 0.43689(14) 0.6478(2) 0.3165(3) 0.0189(7) Uani 1 1 d . . . . .
C8 C 0.50380(17) 0.3816(3) 0.3705(4) 0.0210(9) Uani 1 1 d . . . . .
C9 C 0.58954(17) 0.4415(3) 0.4287(3) 0.0202(9) Uani 1 1 d . . . . .
C10 C 0.64701(16) 0.4295(3) 0.4749(3) 0.0203(9) Uani 1 1 d . . . . .
C11 C 0.67867(17) 0.3499(3) 0.5011(4) 0.0238(9) Uani 1 1 d . . . . .
H11 H 0.664144 0.288158 0.491695 0.029 Uiso 1 1 calc R U . . .
C12 C 0.73321(18) 0.3648(3) 0.5422(4) 0.0280(10) Uani 1 1 d . . . . .
H12 H 0.756193 0.311759 0.561398 0.034 Uiso 1 1 calc R U . . .
C14 C 0.72242(17) 0.5337(3) 0.5285(4) 0.0247(10) Uani 1 1 d . . . . .
H14 H 0.736985 0.595399 0.537345 0.030 Uiso 1 1 calc R U . . .
C15 C 0.66843(17) 0.5197(3) 0.4881(4) 0.0222(9) Uani 1 1 d . . . . .
C16 C 0.62419(15) 0.5848(3) 0.4508(3) 0.0186(8) Uani 1 1 d . . . . .
C17 C 0.59106(17) 0.7400(3) 0.4284(3) 0.0191(9) Uani 1 1 d . . . . .
C18 C 0.59939(16) 0.8412(3) 0.4499(4) 0.0205(9) Uani 1 1 d . . . . .
C19 C 0.64481(17) 0.8960(3) 0.4954(4) 0.0258(10) Uani 1 1 d . . . . .
H19 H 0.678805 0.869427 0.516038 0.031 Uiso 1 1 calc R U . . .
C20 C 0.63828(18) 0.9917(3) 0.5095(4) 0.0292(10) Uani 1 1 d . . . . .
H20 H 0.668568 1.031223 0.541418 0.035 Uiso 1 1 calc R U . . .
C21 C 0.58833(18) 1.0312(3) 0.4779(4) 0.0296(11) Uani 1 1 d . . . . .
H21 H 0.585354 1.096889 0.488805 0.036 Uiso 1 1 calc R U . . .
C22 C 0.54308(18) 0.9766(3) 0.4312(4) 0.0245(9) Uani 1 1 d . . . . .
H22 H 0.509018 1.003469 0.409016 0.029 Uiso 1 1 calc R U . . .
C23 C 0.54959(17) 0.8811(3) 0.4180(4) 0.0212(9) Uani 1 1 d . . . . .
C24 C 0.51176(17) 0.8022(3) 0.3774(3) 0.0207(9) Uani 1 1 d . . . . .
C25 C 0.42633(16) 0.7418(3) 0.3199(3) 0.0194(9) Uani 1 1 d . . . . .
C26 C 0.37015(16) 0.7548(3) 0.2913(4) 0.0212(9) Uani 1 1 d . . . . .
C27 C 0.33936(18) 0.8349(3) 0.2794(4) 0.0262(10) Uani 1 1 d . . . . .
H27 H 0.354493 0.896257 0.293519 0.031 Uiso 1 1 calc R U . . .
C28 C 0.28558(17) 0.8214(3) 0.2459(4) 0.0270(10) Uani 1 1 d . . . . .
H28 H 0.263604 0.874411 0.238457 0.032 Uiso 1 1 calc R U . . .
C29 C 0.26351(17) 0.7317(4) 0.2233(4) 0.0280(10) Uani 1 1 d . . . . .
H29 H 0.226487 0.724859 0.198359 0.034 Uiso 1 1 calc R U . . .
C30 C 0.29439(17) 0.6513(3) 0.2363(4) 0.0250(10) Uani 1 1 d . . . . .
H30 H 0.279296 0.589884 0.221247 0.030 Uiso 1 1 calc R U . . .
C31 C 0.34807(16) 0.6653(3) 0.2721(3) 0.0213(9) Uani 1 1 d . . . . .
C32 C 0.39116(16) 0.5989(3) 0.2927(3) 0.0192(8) Uani 1 1 d . . . . .
C13 C 0.75434(18) 0.4541(3) 0.5553(4) 0.0286(10) Uani 1 1 d . . . . .
H13 H 0.791512 0.461435 0.583413 0.034 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
Tb01 N6 2.417(3) 2_655 ?
Tb01 N6 2.417(3) . ?
Tb01 N4 2.424(3) 2_655 ?
Tb01 N4 2.424(3) . ?
Tb01 N8 2.425(3) 2_655 ?
Tb01 N8 2.425(3) . ?
Tb01 N2 2.426(3) 2_655 ?
Tb01 N2 2.426(3) . ?
N1 C32 1.327(5) . ?
N1 C1 1.334(5) . ?
C1 N2 1.361(5) . ?
C1 C2 1.460(6) . ?
N2 C8 1.371(5) . ?
C2 C3 1.389(6) . ?
C2 C7 1.406(6) . ?
N3 C9 1.336(5) . ?
N3 C8 1.338(5) . ?
C3 C4 1.399(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(6) . ?
C4 H4 0.9500 . ?
N4 C16 1.360(5) . ?
N4 C9 1.379(5) . ?
C5 C6 1.392(6) . ?
C5 H5 0.9500 . ?
N5 C17 1.337(5) . ?
N5 C16 1.340(5) . ?
N6 C24 1.365(5) . ?
N6 C17 1.373(5) . ?
C6 C7 1.377(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.471(6) . ?
N7 C25 1.334(5) . ?
N7 C24 1.337(5) . ?
N8 C25 1.369(5) . ?
N8 C32 1.370(5) . ?
C9 C10 1.467(6) . ?
C10 C11 1.383(6) . ?
C10 C15 1.391(6) . ?
C11 C12 1.402(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.376(7) . ?
C12 H12 0.9500 . ?
C14 C15 1.387(6) . ?
C14 C13 1.387(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.451(6) . ?
C17 C18 1.459(6) . ?
C18 C19 1.388(6) . ?
C18 C23 1.394(6) . ?
C19 C20 1.390(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.473(6) . ?
C25 C26 1.466(6) . ?
C26 C31 1.385(6) . ?
C26 C27 1.393(6) . ?
C27 C28 1.391(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.387(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.385(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.462(6) . ?
C13 H13 0.9500 . ?

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
N6 Tb01 N6 82.44(16) 2_655 . ?
N6 Tb01 N4 70.36(12) 2_655 2_655 ?
N6 Tb01 N4 145.19(12) . 2_655 ?
N6 Tb01 N4 145.19(12) 2_655 . ?
N6 Tb01 N4 70.36(12) . . ?
N4 Tb01 N4 142.39(17) 2_655 . ?
N6 Tb01 N8 70.09(12) 2_655 2_655 ?
N6 Tb01 N8 81.21(11) . 2_655 ?
N4 Tb01 N8 108.12(11) 2_655 2_655 ?
N4 Tb01 N8 84.28(12) . 2_655 ?
N6 Tb01 N8 81.21(11) 2_655 . ?
N6 Tb01 N8 70.09(12) . . ?
N4 Tb01 N8 84.29(12) 2_655 . ?
N4 Tb01 N8 108.12(11) . . ?
N8 Tb01 N8 141.70(17) 2_655 . ?
N6 Tb01 N2 108.80(11) 2_655 2_655 ?
N6 Tb01 N2 141.98(11) . 2_655 ?
N4 Tb01 N2 69.84(12) 2_655 2_655 ?
N4 Tb01 N2 82.46(12) . 2_655 ?
N8 Tb01 N2 69.80(12) 2_655 2_655 ?
N8 Tb01 N2 146.04(12) . 2_655 ?
N6 Tb01 N2 141.98(11) 2_655 . ?
N6 Tb01 N2 108.80(11) . . ?
N4 Tb01 N2 82.46(12) 2_655 . ?
N4 Tb01 N2 69.85(12) . . ?
N8 Tb01 N2 146.04(12) 2_655 . ?
N8 Tb01 N2 69.80(12) . . ?
N2 Tb01 N2 84.88(16) 2_655 . ?
C32 N1 C1 123.3(4) . . ?
N1 C1 N2 127.7(4) . . ?
N1 C1 C2 122.0(4) . . ?
N2 C1 C2 110.3(4) . . ?
C1 N2 C8 107.6(4) . . ?
C1 N2 Tb01 120.6(3) . . ?
C8 N2 Tb01 121.3(3) . . ?
C3 C2 C7 120.9(4) . . ?
C3 C2 C1 132.3(4) . . ?
C7 C2 C1 106.6(4) . . ?
C9 N3 C8 122.6(4) . . ?
C2 C3 C4 117.8(4) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C16 N4 C9 107.9(3) . . ?
C16 N4 Tb01 121.3(3) . . ?
C9 N4 Tb01 121.1(3) . . ?
C6 C5 C4 121.3(4) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C17 N5 C16 123.3(4) . . ?
C24 N6 C17 107.7(4) . . ?
C24 N6 Tb01 123.2(3) . . ?
C17 N6 Tb01 122.1(3) . . ?
C7 C6 C5 117.9(4) . . ?
C7 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
C6 C7 C2 121.3(4) . . ?
C6 C7 C8 133.3(4) . . ?
C2 C7 C8 105.0(4) . . ?
C25 N7 C24 122.5(4) . . ?
C25 N8 C32 107.7(3) . . ?
C25 N8 Tb01 122.2(3) . . ?
C32 N8 Tb01 120.7(3) . . ?
N3 C8 N2 127.4(4) . . ?
N3 C8 C7 122.2(4) . . ?
N2 C8 C7 110.3(4) . . ?
N3 C9 N4 127.9(4) . . ?
N3 C9 C10 123.2(4) . . ?
N4 C9 C10 108.9(4) . . ?
C11 C10 C15 121.4(4) . . ?
C11 C10 C9 132.1(4) . . ?
C15 C10 C9 106.5(4) . . ?
C10 C11 C12 116.8(4) . . ?
C10 C11 H11 121.6 . . ?
C12 C11 H11 121.6 . . ?
C13 C12 C11 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C15 C14 C13 117.4(4) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C14 C15 C10 121.4(4) . . ?
C14 C15 C16 132.3(4) . . ?
C10 C15 C16 106.3(4) . . ?
N5 C16 N4 127.6(4) . . ?
N5 C16 C15 122.1(4) . . ?
N4 C16 C15 110.3(4) . . ?
N5 C17 N6 127.3(4) . . ?
N5 C17 C18 122.7(4) . . ?
N6 C17 C18 109.9(4) . . ?
C19 C18 C23 121.2(4) . . ?
C19 C18 C17 132.3(4) . . ?
C23 C18 C17 106.5(4) . . ?
C18 C19 C20 116.9(4) . . ?
C18 C19 H19 121.5 . . ?
C20 C19 H19 121.5 . . ?
C19 C20 C21 121.6(4) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C22 C21 C20 121.3(4) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 117.1(4) . . ?
C21 C22 H22 121.5 . . ?
C23 C22 H22 121.5 . . ?
C22 C23 C18 121.8(4) . . ?
C22 C23 C24 132.2(4) . . ?
C18 C23 C24 105.9(4) . . ?
N7 C24 N6 127.9(4) . . ?
N7 C24 C23 122.2(4) . . ?
N6 C24 C23 109.9(4) . . ?
N7 C25 N8 127.9(4) . . ?
N7 C25 C26 122.3(4) . . ?
N8 C25 C26 109.7(4) . . ?
C31 C26 C27 121.1(4) . . ?
C31 C26 C25 106.2(4) . . ?
C27 C26 C25 132.6(4) . . ?
C28 C27 C26 117.4(4) . . ?
C28 C27 H27 121.3 . . ?
C26 C27 H27 121.3 . . ?
C29 C28 C27 121.1(4) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.6(4) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 H29 119.2 . . ?
C31 C30 C29 116.9(4) . . ?
C31 C30 H30 121.6 . . ?
C29 C30 H30 121.6 . . ?
C26 C31 C30 121.9(4) . . ?
C26 C31 C32 106.6(4) . . ?
C30 C31 C32 131.5(4) . . ?
N1 C32 N8 127.3(4) . . ?
N1 C32 C31 123.0(4) . . ?
N8 C32 C31 109.6(4) . . ?
C12 C13 C14 121.3(4) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -1.201
_refine_diff_density_rms         0.139

####################################################################### 
# 
# 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_SmPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096863'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-samarium(III)
_chemical_name_common            bis(phthalocyaninato)-samarium
_chemical_formula_moiety         'C64 H32 N16 Sm, C H2 Cl2'
_chemical_formula_sum            'C65 H34 Cl2 N16 Sm'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1260.33

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.1354(6)
_cell_length_b                   22.9450(6)
_cell_length_c                   7.8933(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5095.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    60789
_cell_measurement_theta_min      4.581
_cell_measurement_theta_max      52.719
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_F_000             2528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.285
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.079
_exptl_absorpt_coefficient_mu    1.322
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_correction_T_min  0.6555
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57449
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.291
_diffrn_reflns_theta_max         26.376
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5346
_reflns_number_gt                4429
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Istrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+22.2793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5346
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0810
_refine_ls_goodness_of_fit_ref   0.876
_refine_ls_restrained_S_all      0.876
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Sm01 Sm 0.36367(2) 0.750000 0.61375(3) 0.01258(8) Uani 1 2 d S T P . .
Cl1 Cl 0.58620(3) 0.68625(4) 0.31238(13) 0.0328(2) Uani 1 1 d . . . . .
N1 N 0.33552(13) 0.750000 0.3159(5) 0.0132(8) Uani 1 2 d S T P . .
C1 C 0.20682(12) 0.72003(17) -0.0373(4) 0.0240(8) Uani 1 1 d . . . . .
H1 H 0.182501 0.699885 -0.096856 0.029 Uiso 1 1 calc R U . . .
N2 N 0.32530(9) 0.64576(12) 0.2783(3) 0.0149(6) Uani 1 1 d . . . . .
C2 C 0.24177(12) 0.68783(17) 0.0482(4) 0.0210(7) Uani 1 1 d . . . . .
H2 H 0.242136 0.646432 0.046106 0.025 Uiso 1 1 calc R U . . .
N3 N 0.39319(9) 0.66392(12) 0.4600(3) 0.0146(6) Uani 1 1 d . . . . .
C3 C 0.27559(11) 0.71943(15) 0.1355(4) 0.0170(7) Uani 1 1 d . . . . .
N4 N 0.46652(9) 0.64587(12) 0.6142(3) 0.0135(5) Uani 1 1 d . . . . .
C4 C 0.31449(11) 0.70162(14) 0.2486(4) 0.0134(6) Uani 1 1 d . . . . .
N5 N 0.45163(13) 0.750000 0.6027(5) 0.0120(7) Uani 1 2 d S T P . .
C5 C 0.36183(11) 0.62907(14) 0.3747(4) 0.0129(6) Uani 1 1 d . . . . .
N6 N 0.43065(13) 0.750000 1.0171(5) 0.0120(7) Uani 1 2 d S T P . .
C6 C 0.37440(12) 0.56758(15) 0.4012(4) 0.0164(7) Uani 1 1 d . . . . .
C7 C 0.35337(13) 0.51589(16) 0.3506(5) 0.0208(7) Uani 1 1 d . . . . .
H7 H 0.324973 0.515739 0.285500 0.025 Uiso 1 1 calc R U . . .
N7 N 0.37402(9) 0.81103(12) 0.8691(3) 0.0114(5) Uani 1 1 d . . . . .
N8 N 0.33074(9) 0.89731(11) 0.7810(3) 0.0115(5) Uani 1 1 d . . . . .
C8 C 0.37543(14) 0.46404(16) 0.3988(5) 0.0242(8) Uani 1 1 d . . . . .
H8 H 0.361632 0.427864 0.367012 0.029 Uiso 1 1 calc R U . . .
C9 C 0.41754(14) 0.46441(15) 0.4931(5) 0.0250(8) Uani 1 1 d . . . . .
H9 H 0.432266 0.428500 0.522036 0.030 Uiso 1 1 calc R U . . .
N9 N 0.29301(9) 0.81103(11) 0.6650(3) 0.0117(5) Uani 1 1 d . . . . .
C10 C 0.43818(13) 0.51645(15) 0.5453(4) 0.0193(7) Uani 1 1 d . . . . .
H10 H 0.466475 0.516722 0.610914 0.023 Uiso 1 1 calc R U . . .
N10 N 0.23369(12) 0.750000 0.5282(5) 0.0128(8) Uani 1 2 d S T P . .
C12 C 0.42752(11) 0.62902(14) 0.5314(4) 0.0134(6) Uani 1 1 d . . . . .
C11 C 0.41604(11) 0.56794(14) 0.4981(4) 0.0156(7) Uani 1 1 d . . . . .
C14 C 0.52336(11) 0.71936(15) 0.7157(4) 0.0160(7) Uani 1 1 d . . . . .
C13 C 0.47792(11) 0.70154(14) 0.6402(4) 0.0140(6) Uani 1 1 d . . . . .
C15 C 0.56193(12) 0.68811(16) 0.7774(4) 0.0190(7) Uani 1 1 d . . . . .
H15 H 0.562013 0.646708 0.777440 0.023 Uiso 1 1 calc R U . . .
C16 C 0.60033(12) 0.71953(17) 0.8391(5) 0.0238(8) Uani 1 1 d . . . . .
H16 H 0.627164 0.699239 0.882203 0.029 Uiso 1 1 calc R U . . .
C17 C 0.41204(11) 0.80083(14) 0.9723(4) 0.0127(6) Uani 1 1 d . . . . .
C18 C 0.43137(11) 0.85688(14) 1.0305(4) 0.0135(6) Uani 1 1 d . . . . .
C19 C 0.47085(11) 0.87055(15) 1.1285(4) 0.0165(7) Uani 1 1 d . . . . .
H19 H 0.490322 0.841024 1.176448 0.020 Uiso 1 1 calc R U . . .
C20 C 0.48061(12) 0.92930(15) 1.1531(4) 0.0187(7) Uani 1 1 d . . . . .
H20 H 0.507688 0.940184 1.217684 0.022 Uiso 1 1 calc R U . . .
C21 C 0.45153(12) 0.97265(15) 1.0853(4) 0.0189(7) Uani 1 1 d . . . . .
H21 H 0.459058 1.012411 1.105418 0.023 Uiso 1 1 calc R U . . .
C22 C 0.41179(11) 0.95884(14) 0.9889(4) 0.0155(7) Uani 1 1 d . . . . .
H22 H 0.391945 0.988402 0.943114 0.019 Uiso 1 1 calc R U . . .
C23 C 0.40214(11) 0.90019(14) 0.9619(4) 0.0129(6) Uani 1 1 d . . . . .
C24 C 0.36574(11) 0.86970(13) 0.8634(4) 0.0112(6) Uani 1 1 d . . . . .
C25 C 0.29717(11) 0.86981(13) 0.6918(4) 0.0120(6) Uani 1 1 d . . . . .
C26 C 0.25824(11) 0.90032(14) 0.6053(4) 0.0136(6) Uani 1 1 d . . . . .
C27 C 0.24887(11) 0.95894(15) 0.5797(4) 0.0162(7) Uani 1 1 d . . . . .
H27 H 0.267533 0.988270 0.632551 0.019 Uiso 1 1 calc R U . . .
C28 C 0.21102(12) 0.97333(15) 0.4733(4) 0.0186(7) Uani 1 1 d . . . . .
H28 H 0.203573 1.013140 0.453538 0.022 Uiso 1 1 calc R U . . .
C29 C 0.18373(12) 0.92948(16) 0.3950(4) 0.0189(7) Uani 1 1 d . . . . .
H29 H 0.158539 0.940344 0.321346 0.023 Uiso 1 1 calc R U . . .
C30 C 0.19276(11) 0.87071(15) 0.4228(4) 0.0166(7) Uani 1 1 d . . . . .
H30 H 0.173973 0.841205 0.371414 0.020 Uiso 1 1 calc R U . . .
C31 C 0.23055(11) 0.85700(14) 0.5294(4) 0.0145(6) Uani 1 1 d . . . . .
C32 C 0.25236(11) 0.80129(14) 0.5740(4) 0.0125(6) Uani 1 1 d . . . . .
C33 C 0.55341(17) 0.750000 0.2650(7) 0.0238(11) Uani 1 2 d S T P . .
H33A H 0.544928 0.750000 0.143235 0.029 Uiso 1 2 calc R U P . .
H33B H 0.523535 0.750001 0.331258 0.029 Uiso 1 2 calc R U 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
Sm01 N3 2.463(3) 7_575 ?
Sm01 N3 2.463(3) . ?
Sm01 N9 2.465(3) . ?
Sm01 N9 2.465(3) 7_575 ?
Sm01 N7 2.472(3) . ?
Sm01 N7 2.472(3) 7_575 ?
Sm01 N5 2.476(4) . ?
Sm01 N1 2.481(4) . ?
Cl1 C33 1.770(3) . ?
N1 C4 1.365(4) . ?
N1 C4 1.365(4) 7_575 ?
C1 C1 1.375(8) 7_575 ?
C1 C2 1.403(5) . ?
C1 H1 0.9500 . ?
N2 C5 1.335(4) . ?
N2 C4 1.338(4) . ?
C2 C3 1.381(5) . ?
C2 H2 0.9500 . ?
N3 C5 1.368(4) . ?
N3 C12 1.375(4) . ?
C3 C3 1.403(7) 7_575 ?
C3 C4 1.471(4) . ?
N4 C13 1.333(4) . ?
N4 C12 1.334(4) . ?
N5 C13 1.368(4) . ?
N5 C13 1.368(4) 7_575 ?
C5 C6 1.469(5) . ?
N6 C17 1.326(4) . ?
N6 C17 1.326(4) 7_575 ?
C6 C7 1.384(5) . ?
C6 C11 1.399(5) . ?
C7 C8 1.395(5) . ?
C7 H7 0.9500 . ?
N7 C17 1.365(4) . ?
N7 C24 1.367(4) . ?
N8 C25 1.336(4) . ?
N8 C24 1.339(4) . ?
C8 C9 1.400(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(5) . ?
C9 H9 0.9500 . ?
N9 C32 1.369(4) . ?
N9 C25 1.370(4) . ?
C10 C11 1.386(5) . ?
C10 H10 0.9500 . ?
N10 C32 1.339(4) 7_575 ?
N10 C32 1.339(4) . ?
C12 C11 1.462(4) . ?
C14 C15 1.389(5) . ?
C14 C14 1.406(7) 7_575 ?
C14 C13 1.468(4) . ?
C15 C16 1.387(5) . ?
C15 H15 0.9500 . ?
C16 C16 1.398(8) 7_575 ?
C16 H16 0.9500 . ?
C17 C18 1.470(4) . ?
C18 C19 1.389(5) . ?
C18 C23 1.399(4) . ?
C19 C20 1.389(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.464(4) . ?
C25 C26 1.468(4) . ?
C26 C27 1.386(5) . ?
C26 C31 1.398(5) . ?
C27 C28 1.396(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.409(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.390(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.392(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.461(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N3 Sm01 N3 106.65(13) 7_575 . ?
N3 Sm01 N9 84.11(9) 7_575 . ?
N3 Sm01 N9 143.95(9) . . ?
N3 Sm01 N9 143.95(9) 7_575 7_575 ?
N3 Sm01 N9 84.11(9) . 7_575 ?
N9 Sm01 N9 69.23(12) . 7_575 ?
N3 Sm01 N7 84.72(9) 7_575 . ?
N3 Sm01 N7 144.75(9) . . ?
N9 Sm01 N7 68.86(9) . . ?
N9 Sm01 N7 106.44(9) 7_575 . ?
N3 Sm01 N7 144.75(9) 7_575 7_575 ?
N3 Sm01 N7 84.71(9) . 7_575 ?
N9 Sm01 N7 106.44(9) . 7_575 ?
N9 Sm01 N7 68.86(9) 7_575 7_575 ?
N7 Sm01 N7 69.02(12) . 7_575 ?
N3 Sm01 N5 69.24(8) 7_575 . ?
N3 Sm01 N5 69.24(8) . . ?
N9 Sm01 N5 144.27(6) . . ?
N9 Sm01 N5 144.27(6) 7_575 . ?
N7 Sm01 N5 84.90(9) . . ?
N7 Sm01 N5 84.90(9) 7_575 . ?
N3 Sm01 N1 68.93(8) 7_575 . ?
N3 Sm01 N1 68.94(8) . . ?
N9 Sm01 N1 84.15(9) . . ?
N9 Sm01 N1 84.15(9) 7_575 . ?
N7 Sm01 N1 144.15(6) . . ?
N7 Sm01 N1 144.15(6) 7_575 . ?
N5 Sm01 N1 106.59(12) . . ?
C4 N1 C4 108.8(4) . 7_575 ?
C4 N1 Sm01 120.5(2) . . ?
C4 N1 Sm01 120.5(2) 7_575 . ?
C1 C1 C2 121.8(2) 7_575 . ?
C1 C1 H1 119.1 7_575 . ?
C2 C1 H1 119.1 . . ?
C5 N2 C4 123.3(3) . . ?
C3 C2 C1 116.5(3) . . ?
C3 C2 H2 121.7 . . ?
C1 C2 H2 121.7 . . ?
C5 N3 C12 108.3(3) . . ?
C5 N3 Sm01 119.59(19) . . ?
C12 N3 Sm01 120.1(2) . . ?
C2 C3 C3 121.7(2) . 7_575 ?
C2 C3 C4 132.1(3) . . ?
C3 C3 C4 106.13(19) 7_575 . ?
C13 N4 C12 123.4(3) . . ?
N2 C4 N1 127.8(3) . . ?
N2 C4 C3 122.8(3) . . ?
N1 C4 C3 109.4(3) . . ?
C13 N5 C13 108.7(4) . 7_575 ?
C13 N5 Sm01 122.18(19) . . ?
C13 N5 Sm01 122.18(19) 7_575 . ?
N2 C5 N3 127.6(3) . . ?
N2 C5 C6 122.8(3) . . ?
N3 C5 C6 109.6(3) . . ?
C17 N6 C17 123.1(4) . 7_575 ?
C7 C6 C11 121.4(3) . . ?
C7 C6 C5 132.7(3) . . ?
C11 C6 C5 105.9(3) . . ?
C6 C7 C8 117.5(3) . . ?
C6 C7 H7 121.2 . . ?
C8 C7 H7 121.2 . . ?
C17 N7 C24 108.8(3) . . ?
C17 N7 Sm01 118.8(2) . . ?
C24 N7 Sm01 120.7(2) . . ?
C25 N8 C24 123.5(3) . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C32 N9 C25 108.2(3) . . ?
C32 N9 Sm01 119.7(2) . . ?
C25 N9 Sm01 121.0(2) . . ?
C11 C10 C9 117.7(3) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C32 N10 C32 123.1(4) 7_575 . ?
N4 C12 N3 127.6(3) . . ?
N4 C12 C11 123.2(3) . . ?
N3 C12 C11 109.2(3) . . ?
C10 C11 C6 121.2(3) . . ?
C10 C11 C12 132.0(3) . . ?
C6 C11 C12 106.8(3) . . ?
C15 C14 C14 121.1(2) . 7_575 ?
C15 C14 C13 132.7(3) . . ?
C14 C14 C13 106.17(19) 7_575 . ?
N4 C13 N5 128.0(3) . . ?
N4 C13 C14 122.6(3) . . ?
N5 C13 C14 109.4(3) . . ?
C16 C15 C14 117.6(3) . . ?
C16 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
C15 C16 C16 121.3(2) . 7_575 ?
C15 C16 H16 119.3 . . ?
C16 C16 H16 119.3 7_575 . ?
N6 C17 N7 128.3(3) . . ?
N6 C17 C18 122.7(3) . . ?
N7 C17 C18 109.1(3) . . ?
C19 C18 C23 121.7(3) . . ?
C19 C18 C17 131.9(3) . . ?
C23 C18 C17 106.4(3) . . ?
C18 C19 C20 117.1(3) . . ?
C18 C19 H19 121.5 . . ?
C20 C19 H19 121.5 . . ?
C19 C20 C21 121.5(3) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 117.5(3) . . ?
C21 C22 H22 121.2 . . ?
C23 C22 H22 121.2 . . ?
C22 C23 C18 120.9(3) . . ?
C22 C23 C24 132.9(3) . . ?
C18 C23 C24 106.1(3) . . ?
N8 C24 N7 127.4(3) . . ?
N8 C24 C23 123.1(3) . . ?
N7 C24 C23 109.5(3) . . ?
N8 C25 N9 127.3(3) . . ?
N8 C25 C26 123.2(3) . . ?
N9 C25 C26 109.5(3) . . ?
C27 C26 C31 121.5(3) . . ?
C27 C26 C25 132.3(3) . . ?
C31 C26 C25 106.0(3) . . ?
C26 C27 C28 117.6(3) . . ?
C26 C27 H27 121.2 . . ?
C28 C27 H27 121.2 . . ?
C27 C28 C29 120.7(3) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 121.6(3) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C29 C30 C31 117.0(3) . . ?
C29 C30 H30 121.5 . . ?
C31 C30 H30 121.5 . . ?
C30 C31 C26 121.6(3) . . ?
C30 C31 C32 131.6(3) . . ?
C26 C31 C32 106.6(3) . . ?
N10 C32 N9 127.8(3) . . ?
N10 C32 C31 122.6(3) . . ?
N9 C32 C31 109.5(3) . . ?
Cl1 C33 Cl1 111.5(3) 7_575 . ?
Cl1 C33 H33A 109.3 7_575 . ?
Cl1 C33 H33A 109.3 . . ?
Cl1 C33 H33B 109.3 7_575 . ?
Cl1 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?

_refine_diff_density_max         0.903
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_LaPc2_P4nnc
_database_code_depnum_ccdc_archive 'CCDC 2096854'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-lathanum(III)
_chemical_name_common            bis(phthalocyaninato)-lanthanum
_chemical_formula_moiety         'C64 H32 La N16'
_chemical_formula_sum            'C64 H32 La N16'
_chemical_melting_point          ?

_exptl_crystal_description       rectangle
_exptl_crystal_colour            blue
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1163.96

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'
La La -0.2871 2.4523 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           126
_space_group_name_H-M_alt        'P 4/n n c'
_space_group_name_Hall           '-P 4a 2bc'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x+1/2, y, -z+1/2'
'x, -y+1/2, -z+1/2'
'y, x, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x-1/2, -y, z-1/2'
'-x, y-1/2, z-1/2'
'-y, -x, z-1/2'
'y-1/2, x-1/2, z-1/2'

_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.
;

_cell_length_a                   19.9227(6)
_cell_length_b                   19.9227(6)
_cell_length_c                   6.3925(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2537.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    33945
_cell_measurement_theta_min      5.784
_cell_measurement_theta_max      53.904
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             1170
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.904
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6432
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30500
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.1433
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.044
_diffrn_reflns_theta_max         27.889
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1530
_reflns_number_gt                1292
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1530
_refine_ls_number_parameters     93
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0803
_refine_ls_wR_factor_ref         0.2526
_refine_ls_wR_factor_gt          0.2442
_refine_ls_goodness_of_fit_ref   1.932
_refine_ls_restrained_S_all      1.932
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
La1 La 0.750000 0.750000 0.750000 0.0072(3) Uani 1 8 d S T P . .
N1 N 0.8195(4) 0.5956(3) 0.5060(12) 0.0207(14) Uani 1 1 d . . . . .
C1 C 0.7532(5) 0.6002(4) 0.5129(13) 0.0248(17) Uani 1 1 d . . . . .
C2 C 0.7091(5) 0.5415(4) 0.4944(15) 0.0271(19) Uani 1 1 d . . . . .
N2 N 0.7153(3) 0.6575(3) 0.5296(11) 0.0199(14) Uani 1 1 d . . . . .
C3 C 0.7216(6) 0.4739(5) 0.4867(16) 0.033(2) Uani 1 1 d . . . . .
H3 H 0.766190 0.457072 0.490964 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6019(6) 0.4557(5) 0.4667(17) 0.042(3) Uani 1 1 d . . . . .
H5 H 0.565480 0.425091 0.455295 0.051 Uiso 1 1 calc R U . . .
C4 C 0.6676(6) 0.4311(5) 0.4727(18) 0.042(3) Uani 1 1 d . . . . .
H4 H 0.675059 0.384045 0.467023 0.050 Uiso 1 1 calc R U . . .
C7 C 0.6434(5) 0.5667(4) 0.4928(14) 0.0248(18) Uani 1 1 d . . . . .
C8 C 0.6492(5) 0.6395(4) 0.5103(13) 0.0245(18) Uani 1 1 d . . . . .
C6 C 0.5889(5) 0.5245(5) 0.4773(15) 0.033(2) Uani 1 1 d . . . . .
H6 H 0.544341 0.541453 0.473867 0.040 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
La1 N2 2.420(7) 8_666 ?
La1 N2 2.420(7) 6_566 ?
La1 N2 2.420(7) 4_565 ?
La1 N2 2.420(7) 7_556 ?
La1 N2 2.420(7) 2_665 ?
La1 N2 2.420(7) 5_656 ?
La1 N2 2.420(7) 3_655 ?
La1 N2 2.420(7) . ?
N1 C1 1.325(12) . ?
N1 C8 1.344(12) 3_655 ?
C1 N2 1.373(11) . ?
C1 C2 1.469(12) . ?
C2 C3 1.372(13) . ?
C2 C7 1.401(14) . ?
N2 C8 1.370(10) . ?
C3 C4 1.375(14) . ?
C3 H3 0.9500 . ?
C5 C6 1.396(15) . ?
C5 C4 1.398(18) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C7 C6 1.376(12) . ?
C7 C8 1.461(12) . ?
C6 H6 0.9500 . ?

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
N2 La1 N2 70.20(17) 8_666 6_566 ?
N2 La1 N2 146.8(3) 8_666 4_565 ?
N2 La1 N2 84.5(3) 6_566 4_565 ?
N2 La1 N2 108.8(3) 8_666 7_556 ?
N2 La1 N2 70.20(17) 6_566 7_556 ?
N2 La1 N2 80.8(3) 4_565 7_556 ?
N2 La1 N2 84.5(3) 8_666 2_665 ?
N2 La1 N2 80.8(3) 6_566 2_665 ?
N2 La1 N2 70.20(17) 4_565 2_665 ?
N2 La1 N2 140.7(3) 7_556 2_665 ?
N2 La1 N2 70.20(17) 8_666 5_656 ?
N2 La1 N2 108.8(3) 6_566 5_656 ?
N2 La1 N2 140.7(3) 4_565 5_656 ?
N2 La1 N2 70.20(17) 7_556 5_656 ?
N2 La1 N2 146.8(3) 2_665 5_656 ?
N2 La1 N2 80.8(3) 8_666 3_655 ?
N2 La1 N2 140.7(3) 6_566 3_655 ?
N2 La1 N2 108.8(3) 4_565 3_655 ?
N2 La1 N2 146.8(3) 7_556 3_655 ?
N2 La1 N2 70.20(17) 2_665 3_655 ?
N2 La1 N2 84.5(3) 5_656 3_655 ?
N2 La1 N2 140.7(3) 8_666 . ?
N2 La1 N2 146.8(3) 6_566 . ?
N2 La1 N2 70.20(17) 4_565 . ?
N2 La1 N2 84.5(3) 7_556 . ?
N2 La1 N2 108.8(3) 2_665 . ?
N2 La1 N2 80.8(3) 5_656 . ?
N2 La1 N2 70.20(17) 3_655 . ?
C1 N1 C8 123.3(7) . 3_655 ?
N1 C1 N2 127.6(8) . . ?
N1 C1 C2 122.6(8) . . ?
N2 C1 C2 109.8(8) . . ?
C3 C2 C7 121.4(9) . . ?
C3 C2 C1 132.6(9) . . ?
C7 C2 C1 106.0(8) . . ?
C8 N2 C1 107.8(7) . . ?
C8 N2 La1 121.7(5) . . ?
C1 N2 La1 121.4(6) . . ?
C2 C3 C4 118.0(11) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C6 C5 C4 121.1(9) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C3 C4 C5 121.1(10) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C7 C2 121.3(9) . . ?
C6 C7 C8 132.4(9) . . ?
C2 C7 C8 106.3(7) . . ?
N1 C8 N2 127.4(8) 4_565 . ?
N1 C8 C7 122.6(8) 4_565 . ?
N2 C8 C7 110.1(8) . . ?
C7 C6 C5 117.2(10) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?

_refine_diff_density_max         4.001
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.217

####################################################################### 
# 
# 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_GdPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2096860'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-gadolinium(III)
_chemical_name_common            bis(phthalocyaninato)-gadolinium
_chemical_formula_moiety         'C64 H32 Gd N16'
_chemical_formula_sum            'C64 H32 Gd N16'
_exptl_crystal_recrystallization_method 'slow evaporation from CHCl3'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1182.30

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'
Gd Gd -0.1653 3.9035 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.8412(14)
_cell_length_b                   10.5892(15)
_cell_length_c                   50.762(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4752.4(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    67158
_cell_measurement_theta_min      4.538
_cell_measurement_theta_max      55.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_F_000             2368
_exptl_transmission_factor_min   0.6116
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          2.516
_exptl_crystal_size_mid          0.406
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.462
_shelx_estimated_absorpt_T_min   0.120
_shelx_estimated_absorpt_T_max   0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6116
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focused sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66989
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -66
_diffrn_reflns_limit_l_max       66
_diffrn_reflns_theta_min         1.965
_diffrn_reflns_theta_max         27.903
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             11260
_reflns_number_gt                10529
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.985

_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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nanon Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4099 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(6)
_refine_ls_number_reflns         11260
_refine_ls_number_parameters     730
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1305
_refine_ls_wR_factor_gt          0.1287
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_restrained_S_all      1.197
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Gd01 Gd 0.78867(5) 0.42902(4) 0.62424(2) 0.01009(10) Uani 1 1 d . . . . .
N1 N 0.7832(10) 0.6524(7) 0.63593(13) 0.0126(13) Uani 1 1 d . . . . .
C1 C 0.7939(12) 0.6898(7) 0.66163(17) 0.0124(16) Uani 1 1 d . . . . .
N2 N 0.6709(8) 0.7432(7) 0.59670(15) 0.0132(15) Uani 1 1 d . . . . .
C2 C 0.7065(12) 0.8068(8) 0.66538(17) 0.0135(17) Uani 1 1 d . . . . .
C3 C 0.6807(11) 0.8813(9) 0.68720(19) 0.018(2) Uani 1 1 d . . . . .
H3 H 0.718586 0.858169 0.704033 0.021 Uiso 1 1 calc R U . . .
N3 N 0.8174(8) 0.5551(7) 0.58470(14) 0.0115(15) Uani 1 1 d . . . . .
N4 N 0.9570(8) 0.4079(7) 0.55751(14) 0.0125(15) Uani 1 1 d . . . . .
C4 C 0.5978(12) 0.9907(9) 0.6838(2) 0.021(2) Uani 1 1 d . . . . .
H4 H 0.578924 1.044027 0.698452 0.025 Uiso 1 1 calc R U . . .
N5 N 1.0276(8) 0.3822(7) 0.60340(15) 0.0128(15) Uani 1 1 d . . . . .
C5 C 0.5415(13) 1.0242(11) 0.6590(2) 0.026(2) Uani 1 1 d . . . . .
H5 H 0.483790 1.099403 0.657312 0.032 Uiso 1 1 calc R U . . .
N6 N 1.1739(8) 0.3159(7) 0.64168(15) 0.0131(16) Uani 1 1 d . . . . .
C6 C 0.5675(12) 0.9504(10) 0.6369(2) 0.023(2) Uani 1 1 d . . . . .
H6 H 0.530197 0.974478 0.620075 0.027 Uiso 1 1 calc R U . . .
C7 C 0.6503(11) 0.8400(9) 0.64029(18) 0.0154(17) Uani 1 1 d . . . . .
N7 N 0.9946(8) 0.4788(7) 0.65452(15) 0.0122(15) Uani 1 1 d . . . . .
N8 N 0.8744(9) 0.6386(7) 0.68090(15) 0.0135(16) Uani 1 1 d . . . . .
C8 C 0.7023(9) 0.7410(7) 0.62199(17) 0.0116(13) Uani 1 1 d . . . . .
N9 N 0.6331(8) 0.4131(7) 0.66363(15) 0.0124(15) Uani 1 1 d . . . . .
C9 C 0.7271(12) 0.6579(8) 0.57957(17) 0.0145(18) Uani 1 1 d . . . . .
C10 C 0.7011(12) 0.6669(9) 0.55109(17) 0.0151(18) Uani 1 1 d . . . . .
N10 N 0.4337(8) 0.5636(9) 0.65254(15) 0.0154(15) Uani 1 1 d . . . . .
C11 C 0.6107(11) 0.7463(9) 0.53598(19) 0.018(2) Uani 1 1 d . . . . .
H11 H 0.553444 0.812245 0.543811 0.022 Uiso 1 1 calc R U . . .
N11 N 0.5249(9) 0.4591(7) 0.61313(15) 0.0139(16) Uani 1 1 d . . . . .
C12 C 0.6074(12) 0.7253(10) 0.5090(2) 0.022(2) Uani 1 1 d . . . . .
H12 H 0.547651 0.778329 0.498044 0.027 Uiso 1 1 calc R U . . .
N12 N 0.5271(9) 0.3861(8) 0.56756(15) 0.0144(16) Uani 1 1 d . . . . .
C15 C 0.7860(10) 0.5687(9) 0.53963(15) 0.0144(15) Uani 1 1 d . . . . .
N15 N 0.8204(9) 0.2230(7) 0.64399(15) 0.0141(16) Uani 1 1 d . . . . .
C14 C 0.7825(12) 0.5477(9) 0.51275(17) 0.0191(19) Uani 1 1 d . . . . .
H14 H 0.840115 0.481999 0.504898 0.023 Uiso 1 1 calc R U . . .
N14 N 0.8811(9) 0.0961(7) 0.60571(16) 0.0158(17) Uani 1 1 d . . . . .
C13 C 0.6912(13) 0.6269(10) 0.49761(19) 0.025(2) Uani 1 1 d . . . . .
H13 H 0.685592 0.613769 0.479122 0.030 Uiso 1 1 calc R U . . .
N13 N 0.7084(10) 0.2653(7) 0.59332(14) 0.0135(14) Uani 1 1 d . . . . .
C16 C 0.8602(10) 0.5026(9) 0.56130(18) 0.0132(17) Uani 1 1 d . . . . .
N16 N 0.7940(10) 0.2784(7) 0.69026(14) 0.0142(14) Uani 1 1 d . . . . .
C17 C 1.0366(10) 0.3551(9) 0.57698(18) 0.0118(17) Uani 1 1 d . . . . .
C18 C 1.1509(10) 0.2565(9) 0.57254(18) 0.0141(18) Uani 1 1 d . . . . .
C19 C 1.1948(12) 0.1891(9) 0.55049(18) 0.0181(19) Uani 1 1 d . . . . .
H19 H 1.151933 0.205372 0.533666 0.022 Uiso 1 1 calc R U . . .
C20 C 1.3051(12) 0.0960(9) 0.55402(18) 0.021(2) Uani 1 1 d . . . . .
H20 H 1.337939 0.048265 0.539235 0.025 Uiso 1 1 calc R U . . .
C21 C 1.3676(12) 0.0715(12) 0.5784(2) 0.025(2) Uani 1 1 d . . . . .
H21 H 1.441058 0.006511 0.580145 0.030 Uiso 1 1 calc R U . . .
C22 C 1.3245(11) 0.1409(10) 0.60079(19) 0.023(2) Uani 1 1 d . . . . .
H22 H 1.368920 0.125588 0.617528 0.027 Uiso 1 1 calc R U . . .
C23 C 1.2160(12) 0.2314(9) 0.59744(17) 0.0165(17) Uani 1 1 d . . . . .
C24 C 1.1388(11) 0.3142(9) 0.61622(18) 0.0133(18) Uani 1 1 d . . . . .
C25 C 1.1077(10) 0.3924(9) 0.65906(18) 0.0147(19) Uani 1 1 d . . . . .
C26 C 1.1500(11) 0.3951(9) 0.68725(18) 0.0150(19) Uani 1 1 d . . . . .
C27 C 1.2449(10) 0.3198(9) 0.70243(19) 0.017(2) Uani 1 1 d . . . . .
H27 H 1.306478 0.256231 0.694723 0.020 Uiso 1 1 calc R U . . .
C28 C 1.2455(10) 0.3421(10) 0.7295(2) 0.021(2) Uani 1 1 d . . . . .
H28 H 1.306570 0.290980 0.740614 0.025 Uiso 1 1 calc R U . . .
C29 C 1.1579(11) 0.4383(11) 0.74058(18) 0.023(2) Uani 1 1 d . . . . .
H29 H 1.162542 0.451966 0.759061 0.027 Uiso 1 1 calc R U . . .
C30 C 1.0646(11) 0.5142(10) 0.72548(19) 0.019(2) Uani 1 1 d . . . . .
H30 H 1.005864 0.579872 0.733090 0.023 Uiso 1 1 calc R U . . .
C32 C 0.9684(10) 0.5413(9) 0.67717(17) 0.0130(19) Uani 1 1 d . . . . .
C33 C 0.6936(11) 0.3703(8) 0.68681(18) 0.0143(18) Uani 1 1 d . . . . .
C34 C 0.6313(10) 0.4439(9) 0.70885(17) 0.0143(17) Uani 1 1 d . . . . .
C35 C 0.6631(10) 0.4429(10) 0.73562(18) 0.0173(19) Uani 1 1 d . . . . .
H35 H 0.733671 0.385153 0.742984 0.021 Uiso 1 1 calc R U . . .
C36 C 0.5869(11) 0.5302(10) 0.75112(19) 0.021(2) Uani 1 1 d . . . . .
H36 H 0.606673 0.532499 0.769507 0.025 Uiso 1 1 calc R U . . .
C37 C 0.4822(12) 0.6147(10) 0.74049(19) 0.021(2) Uani 1 1 d . . . . .
H37 H 0.432742 0.673187 0.751764 0.025 Uiso 1 1 calc R U . . .
C38 C 0.4488(11) 0.6149(9) 0.71355(19) 0.018(2) Uani 1 1 d . . . . .
H38 H 0.376791 0.671691 0.706309 0.022 Uiso 1 1 calc R U . . .
C39 C 0.5255(10) 0.5281(9) 0.69775(19) 0.0153(19) Uani 1 1 d . . . . .
C40 C 0.5270(10) 0.5038(9) 0.66918(18) 0.0147(18) Uani 1 1 d . . . . .
C41 C 0.4307(9) 0.5378(8) 0.62696(19) 0.0140(17) Uani 1 1 d . . . . .
C42 C 0.3221(9) 0.5973(8) 0.60916(18) 0.0126(18) Uani 1 1 d . . . . .
C43 C 0.2040(12) 0.6827(8) 0.61286(18) 0.0184(18) Uani 1 1 d . . . . .
H43 H 0.178020 0.712009 0.629961 0.022 Uiso 1 1 calc R U . . .
C44 C 0.1256(11) 0.7236(9) 0.5907(2) 0.019(2) Uani 1 1 d . . . . .
H44 H 0.047490 0.784496 0.592715 0.023 Uiso 1 1 calc R U . . .
C45 C 0.1588(11) 0.6776(10) 0.5657(2) 0.020(2) Uani 1 1 d . . . . .
H45 H 0.102952 0.707609 0.551007 0.023 Uiso 1 1 calc R U . . .
C46 C 0.2725(11) 0.5880(9) 0.56183(18) 0.0188(19) Uani 1 1 d . . . . .
H46 H 0.294316 0.555512 0.544806 0.023 Uiso 1 1 calc R U . . .
C47 C 0.3526(10) 0.5485(9) 0.58389(19) 0.0158(19) Uani 1 1 d . . . . .
C48 C 0.4783(10) 0.4579(8) 0.58724(18) 0.0138(19) Uani 1 1 d . . . . .
C49 C 0.6303(11) 0.2939(9) 0.57107(18) 0.0155(18) Uani 1 1 d . . . . .
C50 C 0.6721(10) 0.2071(9) 0.54978(19) 0.0154(19) Uani 1 1 d . . . . .
C51 C 0.6289(12) 0.1977(9) 0.52382(19) 0.019(2) Uani 1 1 d . . . . .
H51 H 0.556802 0.254089 0.516447 0.023 Uiso 1 1 calc R U . . .
C52 C 0.6949(13) 0.1021(9) 0.50865(19) 0.023(2) Uani 1 1 d . . . . .
H52 H 0.668278 0.093801 0.490599 0.028 Uiso 1 1 calc R U . . .
C53 C 0.7995(13) 0.0188(9) 0.51971(19) 0.024(2) Uani 1 1 d . . . . .
H53 H 0.843937 -0.044645 0.508967 0.028 Uiso 1 1 calc R U . . .
C54 C 0.8401(11) 0.0266(9) 0.54611(19) 0.019(2) Uani 1 1 d . . . . .
H54 H 0.910062 -0.031225 0.553610 0.023 Uiso 1 1 calc R U . . .
C55 C 0.7757(12) 0.1210(9) 0.56108(18) 0.0172(18) Uani 1 1 d . . . . .
C56 C 0.7934(13) 0.1591(8) 0.58878(17) 0.0148(17) Uani 1 1 d . . . . .
C57 C 0.8901(11) 0.1247(9) 0.63115(18) 0.018(2) Uani 1 1 d . . . . .
C58 C 0.9774(10) 0.0489(8) 0.64988(18) 0.0143(18) Uani 1 1 d . . . . .
C59 C 1.0741(12) -0.0523(10) 0.6469(2) 0.022(2) Uani 1 1 d . . . . .
H59 H 1.092768 -0.087686 0.629966 0.026 Uiso 1 1 calc R U . . .
C60 C 1.1440(15) -0.1014(11) 0.6694(2) 0.031(3) Uani 1 1 d . . . . .
H60 H 1.212283 -0.170320 0.667827 0.037 Uiso 1 1 calc R U . . .
C61 C 1.1142(13) -0.0499(10) 0.6941(2) 0.026(2) Uani 1 1 d . . . . .
H61 H 1.159642 -0.086769 0.709200 0.031 Uiso 1 1 calc R U . . .
C62 C 1.0193(11) 0.0543(10) 0.69726(19) 0.021(2) Uani 1 1 d . . . . .
H62 H 1.002402 0.090881 0.714100 0.025 Uiso 1 1 calc R U . . .
C63 C 0.9505(11) 0.1024(8) 0.6748(2) 0.017(2) Uani 1 1 d . . . . .
C64 C 0.8480(11) 0.2097(9) 0.67044(19) 0.0158(19) Uani 1 1 d . . . . .
C31 C 1.0613(10) 0.4894(9) 0.69867(19) 0.0154(19) Uani 1 1 d . . . . .


_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
Gd01 N5 2.414(8) . ?
Gd01 N15 2.418(8) . ?
Gd01 N11 2.420(8) . ?
Gd01 N3 2.424(7) . ?
Gd01 N9 2.433(7) . ?
Gd01 N1 2.440(7) . ?
Gd01 N7 2.440(7) . ?
Gd01 N13 2.444(7) . ?
N1 C1 1.366(11) . ?
N1 C8 1.375(11) . ?
C1 N8 1.325(12) . ?
C1 C2 1.472(12) . ?
N2 C8 1.314(11) . ?
N2 C9 1.349(12) . ?
C2 C3 1.379(13) . ?
C2 C7 1.412(13) . ?
C3 C4 1.382(14) . ?
C3 H3 0.9500 . ?
N3 C16 1.365(11) . ?
N3 C9 1.375(12) . ?
N4 C16 1.333(12) . ?
N4 C17 1.336(12) . ?
C4 C5 1.396(15) . ?
C4 H4 0.9500 . ?
N5 C17 1.374(11) . ?
N5 C24 1.382(12) . ?
C5 C6 1.387(15) . ?
C5 H5 0.9500 . ?
N6 C24 1.329(12) . ?
N6 C25 1.334(12) . ?
C6 C7 1.391(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.474(12) . ?
N7 C32 1.347(12) . ?
N7 C25 1.374(12) . ?
N8 C32 1.337(12) . ?
N9 C33 1.369(12) . ?
N9 C40 1.372(12) . ?
C9 C10 1.467(12) . ?
C10 C11 1.390(13) . ?
C10 C15 1.409(13) . ?
N10 C41 1.327(12) . ?
N10 C40 1.340(12) . ?
C11 C12 1.389(14) . ?
C11 H11 0.9500 . ?
N11 C41 1.372(11) . ?
N11 C48 1.377(12) . ?
C12 C13 1.403(15) . ?
C12 H12 0.9500 . ?
N12 C48 1.328(12) . ?
N12 C49 1.348(12) . ?
C15 C14 1.383(11) . ?
C15 C16 1.459(12) . ?
N15 C64 1.372(12) . ?
N15 C57 1.374(12) . ?
C14 C13 1.394(14) . ?
C14 H14 0.9500 . ?
N14 C57 1.328(13) . ?
N14 C56 1.336(13) . ?
C13 H13 0.9500 . ?
N13 C49 1.358(12) . ?
N13 C56 1.372(12) . ?
N16 C33 1.329(12) . ?
N16 C64 1.330(12) . ?
C17 C18 1.471(13) . ?
C18 C19 1.383(12) . ?
C18 C23 1.414(12) . ?
C19 C20 1.398(13) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(14) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(14) . ?
C21 H21 0.9500 . ?
C22 C23 1.367(13) . ?
C22 H22 0.9500 . ?
C23 C24 1.464(12) . ?
C25 C26 1.479(12) . ?
C26 C27 1.391(13) . ?
C26 C31 1.395(14) . ?
C27 C28 1.394(13) . ?
C27 H27 0.9500 . ?
C28 C29 1.398(14) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(14) . ?
C29 H29 0.9500 . ?
C30 C31 1.387(13) . ?
C30 H30 0.9500 . ?
C32 C31 1.473(12) . ?
C33 C34 1.471(12) . ?
C34 C35 1.388(12) . ?
C34 C39 1.410(13) . ?
C35 C36 1.388(14) . ?
C35 H35 0.9500 . ?
C36 C37 1.396(15) . ?
C36 H36 0.9500 . ?
C37 C38 1.399(13) . ?
C37 H37 0.9500 . ?
C38 C39 1.395(13) . ?
C38 H38 0.9500 . ?
C39 C40 1.473(13) . ?
C41 C42 1.462(12) . ?
C42 C43 1.394(12) . ?
C42 C47 1.409(13) . ?
C43 C44 1.390(13) . ?
C43 H43 0.9500 . ?
C44 C45 1.391(14) . ?
C44 H44 0.9500 . ?
C45 C46 1.396(14) . ?
C45 H45 0.9500 . ?
C46 C47 1.389(13) . ?
C46 H46 0.9500 . ?
C47 C48 1.478(13) . ?
C49 C50 1.466(13) . ?
C50 C51 1.376(13) . ?
C50 C55 1.414(14) . ?
C51 C52 1.400(14) . ?
C51 H51 0.9500 . ?
C52 C53 1.396(15) . ?
C52 H52 0.9500 . ?
C53 C54 1.390(14) . ?
C53 H53 0.9500 . ?
C54 C55 1.379(13) . ?
C54 H54 0.9500 . ?
C55 C56 1.471(12) . ?
C57 C58 1.464(13) . ?
C58 C59 1.380(14) . ?
C58 C63 1.405(13) . ?
C59 C60 1.401(14) . ?
C59 H59 0.9500 . ?
C60 C61 1.392(16) . ?
C60 H60 0.9500 . ?
C61 C62 1.396(15) . ?
C61 H61 0.9500 . ?
C62 C63 1.390(13) . ?
C62 H62 0.9500 . ?
C63 C64 1.470(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
N5 Gd01 N15 84.0(3) . . ?
N5 Gd01 N11 140.2(3) . . ?
N15 Gd01 N11 109.1(3) . . ?
N5 Gd01 N3 70.0(2) . . ?
N15 Gd01 N3 145.9(3) . . ?
N11 Gd01 N3 80.5(2) . . ?
N5 Gd01 N9 147.2(3) . . ?
N15 Gd01 N9 70.2(3) . . ?
N11 Gd01 N9 69.9(3) . . ?
N3 Gd01 N9 141.1(3) . . ?
N5 Gd01 N1 108.9(3) . . ?
N15 Gd01 N1 140.9(3) . . ?
N11 Gd01 N1 84.8(3) . . ?
N3 Gd01 N1 70.7(2) . . ?
N9 Gd01 N1 81.7(3) . . ?
N5 Gd01 N7 70.6(3) . . ?
N15 Gd01 N7 81.2(3) . . ?
N11 Gd01 N7 146.8(3) . . ?
N3 Gd01 N7 108.9(2) . . ?
N9 Gd01 N7 85.3(2) . . ?
N1 Gd01 N7 69.6(3) . . ?
N5 Gd01 N13 80.0(3) . . ?
N15 Gd01 N13 70.1(2) . . ?
N11 Gd01 N13 70.4(3) . . ?
N3 Gd01 N13 83.6(2) . . ?
N9 Gd01 N13 108.3(3) . . ?
N1 Gd01 N13 147.0(3) . . ?
N7 Gd01 N13 140.7(3) . . ?
C1 N1 C8 109.3(7) . . ?
C1 N1 Gd01 120.8(5) . . ?
C8 N1 Gd01 123.1(6) . . ?
N8 C1 N1 128.6(8) . . ?
N8 C1 C2 122.0(8) . . ?
N1 C1 C2 109.3(8) . . ?
C8 N2 C9 122.7(8) . . ?
C3 C2 C7 121.6(9) . . ?
C3 C2 C1 132.2(8) . . ?
C7 C2 C1 106.1(8) . . ?
C2 C3 C4 117.8(9) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C16 N3 C9 108.6(7) . . ?
C16 N3 Gd01 121.7(6) . . ?
C9 N3 Gd01 122.2(6) . . ?
C16 N4 C17 123.1(8) . . ?
C3 C4 C5 121.0(9) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C17 N5 C24 108.1(8) . . ?
C17 N5 Gd01 121.4(6) . . ?
C24 N5 Gd01 121.6(6) . . ?
C6 C5 C4 121.8(10) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C24 N6 C25 123.3(8) . . ?
C5 C6 C7 117.4(9) . . ?
C5 C6 H6 121.3 . . ?
C7 C6 H6 121.3 . . ?
C6 C7 C2 120.4(9) . . ?
C6 C7 C8 133.2(9) . . ?
C2 C7 C8 106.3(8) . . ?
C32 N7 C25 108.0(8) . . ?
C32 N7 Gd01 121.0(6) . . ?
C25 N7 Gd01 120.3(6) . . ?
C1 N8 C32 123.0(8) . . ?
N2 C8 N1 128.7(8) . . ?
N2 C8 C7 122.5(8) . . ?
N1 C8 C7 108.8(7) . . ?
C33 N9 C40 108.8(7) . . ?
C33 N9 Gd01 120.6(6) . . ?
C40 N9 Gd01 120.4(6) . . ?
N2 C9 N3 128.5(8) . . ?
N2 C9 C10 122.3(9) . . ?
N3 C9 C10 109.2(8) . . ?
C11 C10 C15 121.7(8) . . ?
C11 C10 C9 132.3(9) . . ?
C15 C10 C9 106.0(8) . . ?
C41 N10 C40 122.2(8) . . ?
C12 C11 C10 117.4(9) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C41 N11 C48 108.2(8) . . ?
C41 N11 Gd01 123.1(6) . . ?
C48 N11 Gd01 120.6(6) . . ?
C11 C12 C13 120.9(9) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C48 N12 C49 122.3(8) . . ?
C14 C15 C10 120.9(8) . . ?
C14 C15 C16 132.6(9) . . ?
C10 C15 C16 106.4(7) . . ?
C64 N15 C57 107.9(8) . . ?
C64 N15 Gd01 121.3(6) . . ?
C57 N15 Gd01 122.6(6) . . ?
C15 C14 C13 117.4(9) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C57 N14 C56 123.1(8) . . ?
C14 C13 C12 121.7(9) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C49 N13 C56 108.8(7) . . ?
C49 N13 Gd01 121.5(6) . . ?
C56 N13 Gd01 122.0(7) . . ?
N4 C16 N3 127.6(8) . . ?
N4 C16 C15 122.7(8) . . ?
N3 C16 C15 109.6(8) . . ?
C33 N16 C64 122.7(8) . . ?
N4 C17 N5 127.2(9) . . ?
N4 C17 C18 123.1(8) . . ?
N5 C17 C18 109.7(8) . . ?
C19 C18 C23 120.8(9) . . ?
C19 C18 C17 133.1(9) . . ?
C23 C18 C17 106.0(8) . . ?
C18 C19 C20 117.1(9) . . ?
C18 C19 H19 121.4 . . ?
C20 C19 H19 121.4 . . ?
C21 C20 C19 121.7(9) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C22 121.2(10) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 117.2(9) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C22 C23 C18 121.9(8) . . ?
C22 C23 C24 131.8(9) . . ?
C18 C23 C24 106.3(8) . . ?
N6 C24 N5 128.1(8) . . ?
N6 C24 C23 122.2(9) . . ?
N5 C24 C23 109.7(8) . . ?
N6 C25 N7 127.8(8) . . ?
N6 C25 C26 122.7(8) . . ?
N7 C25 C26 109.5(8) . . ?
C27 C26 C31 121.3(9) . . ?
C27 C26 C25 132.7(9) . . ?
C31 C26 C25 105.8(8) . . ?
C26 C27 C28 116.8(9) . . ?
C26 C27 H27 121.6 . . ?
C28 C27 H27 121.6 . . ?
C27 C28 C29 121.2(9) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 122.1(9) . . ?
C30 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
C29 C30 C31 116.5(9) . . ?
C29 C30 H30 121.7 . . ?
C31 C30 H30 121.7 . . ?
N8 C32 N7 127.3(8) . . ?
N8 C32 C31 122.0(8) . . ?
N7 C32 C31 110.7(8) . . ?
N16 C33 N9 128.0(8) . . ?
N16 C33 C34 122.6(8) . . ?
N9 C33 C34 109.4(8) . . ?
C35 C34 C39 122.0(9) . . ?
C35 C34 C33 131.7(9) . . ?
C39 C34 C33 106.3(8) . . ?
C34 C35 C36 116.8(9) . . ?
C34 C35 H35 121.6 . . ?
C36 C35 H35 121.6 . . ?
C35 C36 C37 122.0(9) . . ?
C35 C36 H36 119.0 . . ?
C37 C36 H36 119.0 . . ?
C36 C37 C38 121.2(9) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C39 C38 C37 117.3(9) . . ?
C39 C38 H38 121.4 . . ?
C37 C38 H38 121.4 . . ?
C38 C39 C34 120.6(9) . . ?
C38 C39 C40 133.3(9) . . ?
C34 C39 C40 106.1(8) . . ?
N10 C40 N9 128.5(9) . . ?
N10 C40 C39 122.2(9) . . ?
N9 C40 C39 109.3(8) . . ?
N10 C41 N11 127.8(8) . . ?
N10 C41 C42 122.0(8) . . ?
N11 C41 C42 110.2(8) . . ?
C43 C42 C47 120.3(8) . . ?
C43 C42 C41 133.5(9) . . ?
C47 C42 C41 106.2(7) . . ?
C44 C43 C42 117.8(9) . . ?
C44 C43 H43 121.1 . . ?
C42 C43 H43 121.1 . . ?
C43 C44 C45 121.6(9) . . ?
C43 C44 H44 119.2 . . ?
C45 C44 H44 119.2 . . ?
C44 C45 C46 121.3(9) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C47 C46 C45 117.2(9) . . ?
C47 C46 H46 121.4 . . ?
C45 C46 H46 121.4 . . ?
C46 C47 C42 121.7(9) . . ?
C46 C47 C48 132.2(9) . . ?
C42 C47 C48 106.1(8) . . ?
N12 C48 N11 128.7(8) . . ?
N12 C48 C47 122.0(8) . . ?
N11 C48 C47 109.2(8) . . ?
N12 C49 N13 128.1(9) . . ?
N12 C49 C50 121.8(9) . . ?
N13 C49 C50 110.2(8) . . ?
C51 C50 C55 121.5(9) . . ?
C51 C50 C49 133.0(9) . . ?
C55 C50 C49 105.6(8) . . ?
C50 C51 C52 117.6(9) . . ?
C50 C51 H51 121.2 . . ?
C52 C51 H51 121.2 . . ?
C53 C52 C51 120.8(9) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C54 C53 C52 121.4(9) . . ?
C54 C53 H53 119.3 . . ?
C52 C53 H53 119.3 . . ?
C55 C54 C53 117.9(9) . . ?
C55 C54 H54 121.0 . . ?
C53 C54 H54 121.0 . . ?
C54 C55 C50 120.8(9) . . ?
C54 C55 C56 132.9(10) . . ?
C50 C55 C56 106.3(8) . . ?
N14 C56 N13 128.3(8) . . ?
N14 C56 C55 122.7(9) . . ?
N13 C56 C55 109.1(8) . . ?
N14 C57 N15 127.4(9) . . ?
N14 C57 C58 122.5(9) . . ?
N15 C57 C58 110.1(8) . . ?
C59 C58 C63 121.2(9) . . ?
C59 C58 C57 132.8(9) . . ?
C63 C58 C57 105.9(8) . . ?
C58 C59 C60 118.1(10) . . ?
C58 C59 H59 121.0 . . ?
C60 C59 H59 121.0 . . ?
C61 C60 C59 120.4(11) . . ?
C61 C60 H60 119.8 . . ?
C59 C60 H60 119.8 . . ?
C60 C61 C62 121.9(10) . . ?
C60 C61 H61 119.1 . . ?
C62 C61 H61 119.1 . . ?
C63 C62 C61 117.3(9) . . ?
C63 C62 H62 121.4 . . ?
C61 C62 H62 121.4 . . ?
C62 C63 C58 121.1(9) . . ?
C62 C63 C64 132.6(9) . . ?
C58 C63 C64 106.3(8) . . ?
N16 C64 N15 128.4(9) . . ?
N16 C64 C63 122.0(9) . . ?
N15 C64 C63 109.6(8) . . ?
C30 C31 C26 122.1(9) . . ?
C30 C31 C32 132.0(9) . . ?
C26 C31 C32 105.8(8) . . ?

_refine_diff_density_max         3.250
_refine_diff_density_min         -1.514
_refine_diff_density_rms         0.235

####################################################################### 
# 
# 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_NdPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2016009'
loop_
_audit_author_name
_audit_author_address
'Maegan Mullenax'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)neodymium(III)
_chemical_name_common            '(bis)phthalocyanine neodymium'
_chemical_formula_moiety         'C64 H32 N16 Nd, C H2 Cl2'
_chemical_formula_sum            'C65 H34 Cl2 N16 Nd'
_exptl_crystal_recrystallization_method 'slow evaporation from dichloromethane'
_chemical_melting_point          ?

_exptl_crystal_description       Needle
_exptl_crystal_colour            brown
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1254.22

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'
Cl Cl 0.1484 0.1585 '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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.0851(16)
_cell_length_b                   22.9636(13)
_cell_length_c                   7.8897(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5088.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    205206
_cell_measurement_theta_min      4.582
_cell_measurement_theta_max      52.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_F_000             2520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.190
_shelx_estimated_absorpt_T_min   0.822
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8613
_exptl_absorpt_correction_T_max  0.9844
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              'Bruker SMART Apex II'
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'Omega and Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            168556
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.682
_diffrn_reflns_theta_max         26.420
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5358
_reflns_number_gt                4466
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT V8.38A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.38A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'WINGX [Farrugia, 2012]'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+9.3368P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5358
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0646
_refine_ls_wR_factor_gt          0.0588
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Nd1 Nd 0.36362(2) 0.250000 0.38579(2) 0.00841(6) Uani 1 2 d S T P . .
Cl1 Cl 0.58615(3) 0.31370(3) -0.31326(10) 0.02965(17) Uani 1 1 d . . . . .
N6 N 0.45175(9) 0.250000 0.3970(4) 0.0101(6) Uani 1 2 d S T P . .
N7 N 0.46664(7) 0.35421(9) 0.3854(3) 0.0127(4) Uani 1 1 d . . . . .
N5 N 0.43097(10) 0.250000 -0.0189(3) 0.0106(6) Uani 1 2 d S T P . .
N2 N 0.29286(7) 0.18912(8) 0.3347(3) 0.0109(4) Uani 1 1 d . . . . .
N10 N 0.33561(10) 0.250000 0.6835(4) 0.0122(6) Uani 1 2 d S T P . .
N1 N 0.23342(10) 0.250000 0.4717(4) 0.0117(6) Uani 1 2 d S T P . .
N9 N 0.32516(7) 0.35426(9) 0.7221(3) 0.0137(4) Uani 1 1 d . . . . .
N3 N 0.33061(7) 0.10271(8) 0.2182(2) 0.0115(4) Uani 1 1 d . . . . .
N8 N 0.39318(7) 0.33608(9) 0.5393(3) 0.0125(4) Uani 1 1 d . . . . .
N4 N 0.37399(7) 0.18911(8) 0.1303(2) 0.0108(4) Uani 1 1 d . . . . .
C29 C 0.31431(8) 0.29829(11) 0.7510(3) 0.0127(5) Uani 1 1 d . . . . .
C9 C 0.36579(8) 0.13028(10) 0.1363(3) 0.0100(4) Uani 1 1 d . . . . .
C16 C 0.41216(8) 0.19897(10) 0.0269(3) 0.0100(5) Uani 1 1 d . . . . .
C28 C 0.36192(8) 0.37089(10) 0.6248(3) 0.0119(5) Uani 1 1 d . . . . .
C30 C 0.27548(8) 0.28045(11) 0.8642(3) 0.0150(5) Uani 1 1 d . . . . .
C1 C 0.25214(8) 0.19877(10) 0.4257(3) 0.0116(5) Uani 1 1 d . . . . .
C10 C 0.40233(8) 0.09988(10) 0.0375(3) 0.0117(5) Uani 1 1 d . . . . .
C15 C 0.43148(8) 0.14302(10) -0.0312(3) 0.0114(5) Uani 1 1 d . . . . .
C21 C 0.42760(8) 0.37087(10) 0.4682(3) 0.0127(5) Uani 1 1 d . . . . .
C8 C 0.29703(8) 0.13044(10) 0.3076(3) 0.0111(5) Uani 1 1 d . . . . .
C17 C 0.47804(8) 0.29853(10) 0.3590(3) 0.0119(5) Uani 1 1 d . . . . .
C14 C 0.47084(9) 0.12944(11) -0.1285(3) 0.0146(5) Uani 1 1 d . . . . .
H14 H 0.490298 0.158995 -0.176534 0.018 Uiso 1 1 calc R U . . .
C7 C 0.25806(8) 0.09984(10) 0.3946(3) 0.0121(5) Uani 1 1 d . . . . .
C2 C 0.23033(8) 0.14325(11) 0.4709(3) 0.0127(5) Uani 1 1 d . . . . .
C22 C 0.41601(9) 0.43200(11) 0.5015(3) 0.0144(5) Uani 1 1 d . . . . .
C27 C 0.37434(9) 0.43216(11) 0.5985(3) 0.0145(5) Uani 1 1 d . . . . .
C18 C 0.52350(8) 0.28045(11) 0.2842(3) 0.0137(5) Uani 1 1 d . . . . .
C31 C 0.24141(9) 0.31196(13) 0.9517(3) 0.0196(6) Uani 1 1 d . . . . .
H31 H 0.241680 0.353329 0.953123 0.024 Uiso 1 1 calc R U . . .
C12 C 0.45170(9) 0.02737(11) -0.0863(3) 0.0163(5) Uani 1 1 d . . . . .
H12 H 0.459152 -0.012332 -0.107238 0.020 Uiso 1 1 calc R U . . .
C3 C 0.19254(8) 0.12928(11) 0.5777(3) 0.0152(5) Uani 1 1 d . . . . .
H3 H 0.173700 0.158677 0.629499 0.018 Uiso 1 1 calc R U . . .
C32 C 0.20665(9) 0.28013(13) 1.0376(3) 0.0216(6) Uani 1 1 d . . . . .
H32 H 0.182394 0.300319 1.097495 0.026 Uiso 1 1 calc R U . . .
C6 C 0.24846(9) 0.04121(11) 0.4207(3) 0.0149(5) Uani 1 1 d . . . . .
H6 H 0.267013 0.011847 0.367456 0.018 Uiso 1 1 calc R U . . .
C11 C 0.41199(9) 0.04122(10) 0.0108(3) 0.0141(5) Uani 1 1 d . . . . .
H11 H 0.392191 0.011703 0.057123 0.017 Uiso 1 1 calc R U . . .
C20 C 0.60059(9) 0.28031(12) 0.1600(3) 0.0208(6) Uani 1 1 d . . . . .
H20 H 0.627544 0.300518 0.117195 0.025 Uiso 1 1 calc R U . . .
C19 C 0.56210(9) 0.31193(12) 0.2212(3) 0.0176(5) Uani 1 1 d . . . . .
H19 H 0.562069 0.353299 0.220211 0.021 Uiso 1 1 calc R U . . .
C23 C 0.43817(9) 0.48358(11) 0.4547(3) 0.0174(5) Uani 1 1 d . . . . .
H23 H 0.466591 0.483346 0.389439 0.021 Uiso 1 1 calc R U . . .
C13 C 0.48079(9) 0.07086(11) -0.1533(3) 0.0177(5) Uani 1 1 d . . . . .
H13 H 0.508035 0.060135 -0.217497 0.021 Uiso 1 1 calc R U . . .
C26 C 0.35336(9) 0.48397(11) 0.6491(3) 0.0185(6) Uani 1 1 d . . . . .
H26 H 0.324912 0.484147 0.714231 0.022 Uiso 1 1 calc R U . . .
C4 C 0.18353(9) 0.07047(11) 0.6055(3) 0.0176(5) Uani 1 1 d . . . . .
H4 H 0.158310 0.059554 0.679210 0.021 Uiso 1 1 calc R U . . .
C5 C 0.21081(9) 0.02688(11) 0.5273(3) 0.0172(5) Uani 1 1 d . . . . .
H5 H 0.203457 -0.012908 0.547422 0.021 Uiso 1 1 calc R U . . .
C24 C 0.41748(10) 0.53554(11) 0.5065(3) 0.0227(6) Uani 1 1 d . . . . .
H24 H 0.432099 0.571453 0.477110 0.027 Uiso 1 1 calc R U . . .
C25 C 0.37538(10) 0.53569(12) 0.6012(3) 0.0223(6) Uani 1 1 d . . . . .
H25 H 0.361565 0.571790 0.633449 0.027 Uiso 1 1 calc R U . . .
C33 C 0.55344(13) 0.250000 -0.2652(5) 0.0211(8) Uani 1 2 d S T P . .
H33A H 0.545158 0.250000 -0.143201 0.025 Uiso 1 2 calc R U P . .
H33B H 0.523393 0.249999 -0.330809 0.025 Uiso 1 2 calc R U 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
Nd1 N8 2.463(2) 7_565 ?
Nd1 N8 2.463(2) . ?
Nd1 N2 2.4629(19) . ?
Nd1 N2 2.4629(19) 7_565 ?
Nd1 N4 2.470(2) . ?
Nd1 N4 2.470(2) 7_565 ?
Nd1 N6 2.477(3) . ?
Nd1 N10 2.477(3) . ?
Cl1 C33 1.768(2) . ?
N6 C17 1.370(3) . ?
N6 C17 1.370(3) 7_565 ?
N7 C21 1.333(3) . ?
N7 C17 1.334(3) . ?
N5 C16 1.335(3) 7_565 ?
N5 C16 1.335(3) . ?
N2 C1 1.369(3) . ?
N2 C8 1.369(3) . ?
N10 C29 1.368(3) 7_565 ?
N10 C29 1.368(3) . ?
N1 C1 1.339(3) . ?
N1 C1 1.339(3) 7_565 ?
N9 C29 1.340(3) . ?
N9 C28 1.342(3) . ?
N3 C8 1.339(3) . ?
N3 C9 1.339(3) . ?
N8 C28 1.365(3) . ?
N8 C21 1.374(3) . ?
N4 C16 1.366(3) . ?
N4 C9 1.371(3) . ?
C29 C30 1.468(3) . ?
C9 C10 1.466(3) . ?
C16 C15 1.468(3) . ?
C28 C27 1.464(3) . ?
C30 C31 1.384(4) . ?
C30 C30 1.399(5) 7_565 ?
C1 C2 1.459(3) . ?
C10 C11 1.390(3) . ?
C10 C15 1.395(3) . ?
C15 C14 1.382(3) . ?
C21 C22 1.465(3) . ?
C8 C7 1.471(3) . ?
C17 C18 1.466(3) . ?
C14 C13 1.388(3) . ?
C14 H14 0.9500 . ?
C7 C6 1.388(3) . ?
C7 C2 1.401(3) . ?
C2 C3 1.393(3) . ?
C22 C23 1.388(3) . ?
C22 C27 1.398(3) . ?
C27 C26 1.386(4) . ?
C18 C18 1.399(5) 7_565 ?
C18 C19 1.395(3) . ?
C31 C32 1.395(4) . ?
C31 H31 0.9500 . ?
C12 C11 1.390(3) . ?
C12 C13 1.394(4) . ?
C12 H12 0.9500 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9500 . ?
C32 C32 1.384(6) 7_565 ?
C32 H32 0.9500 . ?
C6 C5 1.391(3) . ?
C6 H6 0.9500 . ?
C11 H11 0.9500 . ?
C20 C19 1.389(4) . ?
C20 C20 1.392(6) 7_565 ?
C20 H20 0.9500 . ?
C19 H19 0.9500 . ?
C23 C24 1.388(4) . ?
C23 H23 0.9500 . ?
C13 H13 0.9500 . ?
C26 C25 1.391(4) . ?
C26 H26 0.9500 . ?
C4 C5 1.403(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C24 C25 1.399(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N8 Nd1 N8 106.77(9) 7_565 . ?
N8 Nd1 N2 84.09(6) 7_565 . ?
N8 Nd1 N2 143.93(6) . . ?
N8 Nd1 N2 143.93(6) 7_565 7_565 ?
N8 Nd1 N2 84.09(6) . 7_565 ?
N2 Nd1 N2 69.17(9) . 7_565 ?
N8 Nd1 N4 84.68(6) 7_565 . ?
N8 Nd1 N4 144.68(6) . . ?
N2 Nd1 N4 68.91(6) . . ?
N2 Nd1 N4 106.43(6) 7_565 . ?
N8 Nd1 N4 144.68(6) 7_565 7_565 ?
N8 Nd1 N4 84.68(6) . 7_565 ?
N2 Nd1 N4 106.42(6) . 7_565 ?
N2 Nd1 N4 68.91(6) 7_565 7_565 ?
N4 Nd1 N4 68.95(9) . 7_565 ?
N8 Nd1 N6 69.23(6) 7_565 . ?
N8 Nd1 N6 69.23(6) . . ?
N2 Nd1 N6 144.31(5) . . ?
N2 Nd1 N6 144.31(5) 7_565 . ?
N4 Nd1 N6 84.91(7) . . ?
N4 Nd1 N6 84.91(7) 7_565 . ?
N8 Nd1 N10 68.94(6) 7_565 . ?
N8 Nd1 N10 68.94(6) . . ?
N2 Nd1 N10 84.21(7) . . ?
N2 Nd1 N10 84.21(7) 7_565 . ?
N4 Nd1 N10 144.21(5) . . ?
N4 Nd1 N10 144.21(5) 7_565 . ?
N6 Nd1 N10 106.47(9) . . ?
C17 N6 C17 108.9(3) . 7_565 ?
C17 N6 Nd1 122.05(14) . . ?
C17 N6 Nd1 122.06(14) 7_565 . ?
C21 N7 C17 123.3(2) . . ?
C16 N5 C16 122.7(3) 7_565 . ?
C1 N2 C8 108.21(19) . . ?
C1 N2 Nd1 119.76(15) . . ?
C8 N2 Nd1 121.00(15) . . ?
C29 N10 C29 108.3(3) 7_565 . ?
C29 N10 Nd1 120.54(15) 7_565 . ?
C29 N10 Nd1 120.54(15) . . ?
C1 N1 C1 123.0(3) . 7_565 ?
C29 N9 C28 123.0(2) . . ?
C8 N3 C9 123.3(2) . . ?
C28 N8 C21 108.3(2) . . ?
C28 N8 Nd1 119.73(15) . . ?
C21 N8 Nd1 120.20(15) . . ?
C16 N4 C9 108.40(19) . . ?
C16 N4 Nd1 119.09(15) . . ?
C9 N4 Nd1 120.65(15) . . ?
N9 C29 N10 127.7(2) . . ?
N9 C29 C30 122.7(2) . . ?
N10 C29 C30 109.6(2) . . ?
N3 C9 N4 127.3(2) . . ?
N3 C9 C10 123.2(2) . . ?
N4 C9 C10 109.5(2) . . ?
N5 C16 N4 128.1(2) . . ?
N5 C16 C15 122.5(2) . . ?
N4 C16 C15 109.36(19) . . ?
N9 C28 N8 127.6(2) . . ?
N9 C28 C27 122.5(2) . . ?
N8 C28 C27 109.9(2) . . ?
C31 C30 C30 121.53(16) . 7_565 ?
C31 C30 C29 132.1(2) . . ?
C30 C30 C29 106.21(14) 7_565 . ?
N1 C1 N2 127.8(2) . . ?
N1 C1 C2 122.5(2) . . ?
N2 C1 C2 109.7(2) . . ?
C11 C10 C15 121.0(2) . . ?
C11 C10 C9 132.7(2) . . ?
C15 C10 C9 106.2(2) . . ?
C14 C15 C10 121.7(2) . . ?
C14 C15 C16 131.8(2) . . ?
C10 C15 C16 106.5(2) . . ?
N7 C21 N8 127.8(2) . . ?
N7 C21 C22 123.1(2) . . ?
N8 C21 C22 109.1(2) . . ?
N3 C8 N2 127.6(2) . . ?
N3 C8 C7 122.9(2) . . ?
N2 C8 C7 109.5(2) . . ?
N7 C17 N6 128.0(2) . . ?
N7 C17 C18 122.9(2) . . ?
N6 C17 C18 109.1(2) . . ?
C15 C14 C13 117.3(2) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C6 C7 C2 121.2(2) . . ?
C6 C7 C8 132.6(2) . . ?
C2 C7 C8 105.9(2) . . ?
C3 C2 C7 121.3(2) . . ?
C3 C2 C1 132.0(2) . . ?
C7 C2 C1 106.5(2) . . ?
C23 C22 C27 121.2(2) . . ?
C23 C22 C21 132.1(2) . . ?
C27 C22 C21 106.6(2) . . ?
C26 C27 C22 121.0(2) . . ?
C26 C27 C28 133.0(2) . . ?
C22 C27 C28 105.9(2) . . ?
C18 C18 C19 121.22(15) 7_565 . ?
C18 C18 C17 106.45(13) 7_565 . ?
C19 C18 C17 132.3(2) . . ?
C30 C31 C32 116.9(3) . . ?
C30 C31 H31 121.6 . . ?
C32 C31 H31 121.6 . . ?
C11 C12 C13 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C2 C3 C4 117.2(2) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C32 C32 C31 121.59(16) 7_565 . ?
C32 C32 H32 119.2 7_565 . ?
C31 C32 H32 119.2 . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
C12 C11 C10 117.5(2) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C19 C20 C20 121.52(16) . 7_565 ?
C19 C20 H20 119.2 . . ?
C20 C20 H20 119.2 7_565 . ?
C20 C19 C18 117.3(3) . . ?
C20 C19 H19 121.4 . . ?
C18 C19 H19 121.4 . . ?
C22 C23 C24 117.9(2) . . ?
C22 C23 H23 121.1 . . ?
C24 C23 H23 121.1 . . ?
C14 C13 C12 121.5(2) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C27 C26 C25 117.7(2) . . ?
C27 C26 H26 121.1 . . ?
C25 C26 H26 121.1 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C23 C24 C25 120.9(2) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
Cl1 C33 Cl1 111.6(2) 7_565 . ?
Cl1 C33 H33A 109.3 7_565 . ?
Cl1 C33 H33A 109.3 . . ?
Cl1 C33 H33B 109.3 7_565 . ?
Cl1 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?

_refine_diff_density_max         1.635
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_GdPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096853'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-gadolinium(III)
_chemical_name_common            bis(phthalocyaninato)-gadolinium
_chemical_formula_moiety         'C64 H32 N16 Gd, C Cl2 H2'
_chemical_formula_sum            'C65 H34 Cl2 Gd N16'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_diffrn_ambient_temperature      373(2)
_chemical_formula_weight         1267.23

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'


loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
_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.
;

_cell_length_a                   28.356(3)
_cell_length_b                   22.882(3)
_cell_length_c                   8.0460(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5220.6(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    25194
_cell_measurement_theta_min      4.575
_cell_measurement_theta_max      42.503
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_F_000             2536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.058
_exptl_absorpt_coefficient_mu    1.436
_shelx_estimated_absorpt_T_min   0.775
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6677
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS 2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23731
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.436
_diffrn_reflns_theta_max         25.336
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4899
_reflns_number_gt                3350
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker AXS'
_computing_cell_refinement       'SAINT V8.38A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.38A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0445P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4899
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.0987
_refine_ls_wR_factor_gt          0.0857
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Gd01 Gd 0.63451(2) 0.750000 0.61076(4) 0.02960(12) Uani 1 2 d S T P . .
Cl1 Cl 0.58716(9) 0.31365(12) 0.6927(4) 0.1416(10) Uani 1 1 d . . . . .
N1 N 0.54852(17) 0.750000 0.6088(7) 0.0348(13) Uani 1 2 d S T P . .
C1 C 0.4001(2) 0.7196(3) 0.8264(8) 0.077(2) Uani 1 1 d . . . . .
H1 H 0.373572 0.699868 0.865007 0.092 Uiso 1 1 calc R U . . .
N2 N 0.53267(14) 0.64577(19) 0.6175(5) 0.0411(10) Uani 1 1 d . . . . .
C2 C 0.43826(19) 0.6875(3) 0.7707(7) 0.0632(18) Uani 1 1 d . . . . .
H2 H 0.438249 0.646882 0.770493 0.076 Uiso 1 1 calc R U . . .
N3 N 0.60655(13) 0.66350(18) 0.4679(5) 0.0348(10) Uani 1 1 d . . . . .
C3 C 0.47664(17) 0.7198(2) 0.7151(6) 0.0470(15) Uani 1 1 d . . . . .
N4 N 0.67250(14) 0.6453(2) 0.2810(5) 0.0412(11) Uani 1 1 d . . . . .
C4 C 0.52185(16) 0.7017(2) 0.6439(6) 0.0369(13) Uani 1 1 d . . . . .
N5 N 0.66321(18) 0.750000 0.3261(7) 0.0355(14) Uani 1 2 d S T P . .
C5 C 0.57216(19) 0.6290(2) 0.5356(7) 0.0429(14) Uani 1 1 d . . . . .
N6 N 0.76278(19) 0.750000 0.5227(7) 0.0387(15) Uani 1 2 d S T P . .
C6 C 0.58292(19) 0.5675(2) 0.5019(7) 0.0474(14) Uani 1 1 d . . . . .
C7 C 0.5616(2) 0.5153(3) 0.5464(8) 0.0586(17) Uani 1 1 d . . . . .
H7 H 0.534098 0.515337 0.609273 0.070 Uiso 1 1 calc R U . . .
N7 N 0.70360(13) 0.81100(17) 0.6533(5) 0.0332(10) Uani 1 1 d . . . . .
C8 C 0.5811(2) 0.4648(3) 0.4979(9) 0.0704(19) Uani 1 1 d . . . . .
H8 H 0.566807 0.429745 0.527550 0.084 Uiso 1 1 calc R U . . .
N8 N 0.66725(14) 0.89724(17) 0.7742(5) 0.0354(10) Uani 1 1 d . . . . .
C9 C 0.6231(3) 0.4637(3) 0.4020(9) 0.080(2) Uani 1 1 d . . . . .
H9 H 0.636548 0.428173 0.372076 0.096 Uiso 1 1 calc R U . . .
N9 N 0.62357(12) 0.81099(17) 0.8545(5) 0.0337(10) Uani 1 1 d . . . . .
C10 C 0.6441(2) 0.5156(3) 0.3532(7) 0.0623(18) Uani 1 1 d . . . . .
H10 H 0.671154 0.515317 0.288108 0.075 Uiso 1 1 calc R U . . .
N10 N 0.56860(19) 0.750000 1.0094(7) 0.0369(14) Uani 1 2 d S T P . .
C11 C 0.62407(18) 0.5675(3) 0.4028(7) 0.0495(15) Uani 1 1 d . . . . .
C13 C 0.68322(17) 0.7014(3) 0.2543(6) 0.0421(14) Uani 1 1 d . . . . .
C12 C 0.63690(18) 0.6295(2) 0.3798(6) 0.0431(13) Uani 1 1 d . . . . .
C19 C 0.80495(18) 0.8714(3) 0.4292(6) 0.0524(16) Uani 1 1 d . . . . .
H19 H 0.823619 0.842610 0.380733 0.063 Uiso 1 1 calc R U . . .
C20 C 0.8143(2) 0.9295(3) 0.4053(7) 0.0586(17) Uani 1 1 d . . . . .
H20 H 0.839062 0.940355 0.335897 0.070 Uiso 1 1 calc R U . . .
C21 C 0.7877(2) 0.9726(3) 0.4827(8) 0.0577(17) Uani 1 1 d . . . . .
H21 H 0.795575 1.011658 0.466307 0.069 Uiso 1 1 calc R U . . .
C22 C 0.75003(19) 0.9589(2) 0.5830(7) 0.0481(15) Uani 1 1 d . . . . .
H22 H 0.732269 0.987875 0.634510 0.058 Uiso 1 1 calc R U . . .
C23 C 0.73949(17) 0.9000(2) 0.6046(6) 0.0390(12) Uani 1 1 d . . . . .
C24 C 0.70015(16) 0.8698(2) 0.6845(6) 0.0352(12) Uani 1 1 d . . . . .
C25 C 0.63230(17) 0.8697(2) 0.8526(6) 0.0331(11) Uani 1 1 d . . . . .
C26 C 0.59764(18) 0.9000(2) 0.9553(6) 0.0363(12) Uani 1 1 d . . . . .
C27 C 0.58833(18) 0.9585(2) 0.9846(7) 0.0445(14) Uani 1 1 d . . . . .
H27 H 0.607286 0.987697 0.939685 0.053 Uiso 1 1 calc R U . . .
C28 C 0.5499(2) 0.9720(3) 1.0828(8) 0.0580(17) Uani 1 1 d . . . . .
H28 H 0.542701 1.011018 1.103106 0.070 Uiso 1 1 calc R U . . .
C29 C 0.5219(2) 0.9286(3) 1.1518(7) 0.0587(17) Uani 1 1 d . . . . .
H29 H 0.496295 0.939011 1.217730 0.070 Uiso 1 1 calc R U . . .
C30 C 0.53127(18) 0.8703(2) 1.1244(7) 0.0474(14) Uani 1 1 d . . . . .
H30 H 0.512793 0.841215 1.172020 0.057 Uiso 1 1 calc R U . . .
C31 C 0.56911(17) 0.8567(2) 1.0236(6) 0.0354(12) Uani 1 1 d . . . . .
C32 C 0.58704(16) 0.8008(2) 0.9609(6) 0.0349(12) Uani 1 1 d . . . . .
C33 C 0.5586(5) 0.250000 0.7359(18) 0.147(5) Uani 1 2 d S T P . .
H33A H 0.529102 0.250000 0.675059 0.176 Uiso 1 2 calc R U P . .
H33B H 0.550856 0.250000 0.853326 0.176 Uiso 1 2 calc R U P . .
C18 C 0.76644(17) 0.8568(2) 0.5285(6) 0.0388(13) Uani 1 1 d . . . . .
C17 C 0.74415(16) 0.8008(2) 0.5657(6) 0.0331(12) Uani 1 1 d . . . . .
C16 C 0.7856(2) 0.7197(3) -0.0437(7) 0.069(2) Uani 1 1 d . . . . .
H16 H 0.808311 0.700041 -0.105499 0.083 Uiso 1 1 calc R U . . .
C15 C 0.75274(19) 0.6876(3) 0.0458(7) 0.0567(17) Uani 1 1 d . . . . .
H15 H 0.752463 0.646938 0.044234 0.068 Uiso 1 1 calc R U . . .
C14 C 0.72020(17) 0.7197(2) 0.1380(6) 0.0431(14) Uani 1 1 d . . . . .


_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
Gd01 N3 2.422(4) 7_575 ?
Gd01 N3 2.422(4) . ?
Gd01 N9 2.427(4) 7_575 ?
Gd01 N9 2.427(4) . ?
Gd01 N7 2.430(4) 7_575 ?
Gd01 N7 2.430(4) . ?
Gd01 N5 2.431(6) . ?
Gd01 N1 2.438(5) . ?
Cl1 C33 1.702(7) . ?
N1 C4 1.368(5) . ?
N1 C4 1.368(5) 7_575 ?
C1 C2 1.382(8) . ?
C1 C1 1.393(13) 7_575 ?
C1 H1 0.9300 . ?
N2 C4 1.333(6) . ?
N2 C5 1.354(6) . ?
C2 C3 1.389(7) . ?
C2 H2 0.9300 . ?
N3 C12 1.360(6) . ?
N3 C5 1.367(6) . ?
C3 C3 1.384(10) 7_575 ?
C3 C4 1.464(7) . ?
N4 C13 1.335(6) . ?
N4 C12 1.335(6) . ?
N5 C13 1.376(6) . ?
N5 C13 1.376(6) 7_575 ?
C5 C6 1.466(7) . ?
N6 C17 1.322(5) 7_575 ?
N6 C17 1.323(5) . ?
C6 C7 1.386(7) . ?
C6 C11 1.413(7) . ?
C7 C8 1.339(8) . ?
C7 H7 0.9300 . ?
N7 C17 1.369(6) . ?
N7 C24 1.372(6) . ?
C8 C9 1.419(9) . ?
C8 H8 0.9300 . ?
N8 C25 1.333(6) . ?
N8 C24 1.336(6) . ?
C9 C10 1.384(9) . ?
C9 H9 0.9300 . ?
N9 C32 1.364(6) . ?
N9 C25 1.367(6) . ?
C10 C11 1.375(8) . ?
C10 H10 0.9300 . ?
N10 C32 1.333(5) . ?
N10 C32 1.333(5) 7_575 ?
C11 C12 1.477(8) . ?
C13 C14 1.467(7) . ?
C19 C20 1.371(8) . ?
C19 C18 1.393(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.376(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.392(7) . ?
C22 H22 0.9300 . ?
C23 C18 1.390(7) . ?
C23 C24 1.461(6) . ?
C25 C26 1.459(6) . ?
C26 C27 1.386(7) . ?
C26 C31 1.392(7) . ?
C27 C28 1.380(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.377(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.465(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C18 C17 1.461(7) . ?
C16 C16 1.385(12) 7_575 ?
C16 C15 1.389(8) . ?
C16 H16 0.9300 . ?
C15 C14 1.394(7) . ?
C15 H15 0.9300 . ?
C14 C14 1.387(10) 7_575 ?

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
N3 Gd01 N3 109.60(19) 7_575 . ?
N3 Gd01 N9 144.24(13) 7_575 7_575 ?
N3 Gd01 N9 82.64(13) . 7_575 ?
N3 Gd01 N9 82.63(13) 7_575 . ?
N3 Gd01 N9 144.24(13) . . ?
N9 Gd01 N9 70.20(19) 7_575 . ?
N3 Gd01 N7 143.15(13) 7_575 7_575 ?
N3 Gd01 N7 82.03(13) . 7_575 ?
N9 Gd01 N7 70.05(12) 7_575 7_575 ?
N9 Gd01 N7 108.63(13) . 7_575 ?
N3 Gd01 N7 82.03(13) 7_575 . ?
N3 Gd01 N7 143.15(13) . . ?
N9 Gd01 N7 108.63(13) 7_575 . ?
N9 Gd01 N7 70.05(12) . . ?
N7 Gd01 N7 70.13(18) 7_575 . ?
N3 Gd01 N5 70.27(11) 7_575 . ?
N3 Gd01 N5 70.27(11) . . ?
N9 Gd01 N5 143.54(10) 7_575 . ?
N9 Gd01 N5 143.54(10) . . ?
N7 Gd01 N5 82.12(13) 7_575 . ?
N7 Gd01 N5 82.11(13) . . ?
N3 Gd01 N1 70.71(11) 7_575 . ?
N3 Gd01 N1 70.71(11) . . ?
N9 Gd01 N1 82.96(14) 7_575 . ?
N9 Gd01 N1 82.96(14) . . ?
N7 Gd01 N1 143.82(10) 7_575 . ?
N7 Gd01 N1 143.82(10) . . ?
N5 Gd01 N1 109.19(18) . . ?
C4 N1 C4 107.7(6) . 7_575 ?
C4 N1 Gd01 123.5(3) . . ?
C4 N1 Gd01 123.5(3) 7_575 . ?
C2 C1 C1 122.0(4) . 7_575 ?
C2 C1 H1 119.0 . . ?
C1 C1 H1 119.0 7_575 . ?
C4 N2 C5 122.6(4) . . ?
C1 C2 C3 115.9(6) . . ?
C1 C2 H2 122.1 . . ?
C3 C2 H2 122.1 . . ?
C12 N3 C5 109.2(4) . . ?
C12 N3 Gd01 120.5(3) . . ?
C5 N3 Gd01 121.0(3) . . ?
C3 C3 C2 122.1(4) 7_575 . ?
C3 C3 C4 106.4(3) 7_575 . ?
C2 C3 C4 131.5(5) . . ?
C13 N4 C12 121.9(4) . . ?
N2 C4 N1 128.0(4) . . ?
N2 C4 C3 122.3(4) . . ?
N1 C4 C3 109.7(5) . . ?
C13 N5 C13 107.9(6) . 7_575 ?
C13 N5 Gd01 122.2(3) . . ?
C13 N5 Gd01 122.2(3) 7_575 . ?
N2 C5 N3 128.4(5) . . ?
N2 C5 C6 122.3(5) . . ?
N3 C5 C6 109.4(5) . . ?
C17 N6 C17 123.0(6) 7_575 . ?
C7 C6 C11 120.4(5) . . ?
C7 C6 C5 133.6(6) . . ?
C11 C6 C5 106.1(5) . . ?
C8 C7 C6 119.2(6) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C17 N7 C24 108.8(4) . . ?
C17 N7 Gd01 120.4(3) . . ?
C24 N7 Gd01 122.1(3) . . ?
C7 C8 C9 121.3(6) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C25 N8 C24 123.6(4) . . ?
C10 C9 C8 120.0(6) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C32 N9 C25 108.2(4) . . ?
C32 N9 Gd01 120.4(3) . . ?
C25 N9 Gd01 122.2(3) . . ?
C11 C10 C9 118.8(6) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C32 N10 C32 121.4(6) . 7_575 ?
C10 C11 C6 120.3(6) . . ?
C10 C11 C12 133.8(5) . . ?
C6 C11 C12 105.9(5) . . ?
N4 C13 N5 128.0(5) . . ?
N4 C13 C14 122.7(5) . . ?
N5 C13 C14 109.3(5) . . ?
N4 C12 N3 129.3(5) . . ?
N4 C12 C11 121.4(5) . . ?
N3 C12 C11 109.2(5) . . ?
C20 C19 C18 117.6(6) . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 121.2 . . ?
C19 C20 C21 121.4(5) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 121.5(6) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C21 C22 C23 117.4(6) . . ?
C21 C22 H22 121.3 . . ?
C23 C22 H22 121.3 . . ?
C18 C23 C22 121.0(5) . . ?
C18 C23 C24 106.2(4) . . ?
C22 C23 C24 132.5(5) . . ?
N8 C24 N7 127.5(4) . . ?
N8 C24 C23 123.3(5) . . ?
N7 C24 C23 109.1(4) . . ?
N8 C25 N9 127.2(4) . . ?
N8 C25 C26 123.1(4) . . ?
N9 C25 C26 109.8(4) . . ?
C27 C26 C31 120.7(5) . . ?
C27 C26 C25 133.1(5) . . ?
C31 C26 C25 106.1(4) . . ?
C28 C27 C26 117.6(5) . . ?
C28 C27 H27 121.2 . . ?
C26 C27 H27 121.2 . . ?
C27 C28 C29 121.4(5) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 121.2(5) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C29 C30 C31 117.6(5) . . ?
C29 C30 H30 121.2 . . ?
C31 C30 H30 121.2 . . ?
C30 C31 C26 121.5(5) . . ?
C30 C31 C32 132.0(5) . . ?
C26 C31 C32 106.5(4) . . ?
N10 C32 N9 129.1(5) . . ?
N10 C32 C31 121.6(5) . . ?
N9 C32 C31 109.3(4) . . ?
Cl1 C33 Cl1 117.7(8) . 7_565 ?
Cl1 C33 H33A 107.9 . . ?
Cl1 C33 H33A 107.9 7_565 . ?
Cl1 C33 H33B 107.9 . . ?
Cl1 C33 H33B 107.9 7_565 . ?
H33A C33 H33B 107.2 . . ?
C23 C18 C19 120.9(5) . . ?
C23 C18 C17 107.2(4) . . ?
C19 C18 C17 131.8(5) . . ?
N6 C17 N7 128.3(5) . . ?
N6 C17 C18 123.0(4) . . ?
N7 C17 C18 108.6(4) . . ?
C16 C16 C15 122.0(4) 7_575 . ?
C16 C16 H16 119.0 7_575 . ?
C15 C16 H16 119.0 . . ?
C16 C15 C14 116.2(6) . . ?
C16 C15 H15 121.9 . . ?
C14 C15 H15 121.9 . . ?
C14 C14 C15 121.8(4) 7_575 . ?
C14 C14 C13 106.6(3) 7_575 . ?
C15 C14 C13 131.5(5) . . ?

_refine_diff_density_max         0.971
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.096

####################################################################### 
# 
# 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_DyPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2096851'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-dysprosium(III)
_chemical_name_common            bis(phthalocyaninato)-dysprosium
_chemical_formula_moiety         'C64 H32 Dy N16'
_chemical_formula_sum            'C64 H32 Dy N16'
_exptl_crystal_recrystallization_method 'slow evaporation from CHCl3'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      102(2)
_chemical_formula_weight         1187.55

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'
Dy Dy -0.1892 4.4098 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.8171(11)
_cell_length_b                   10.5671(12)
_cell_length_c                   50.648(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4719.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    102(2)
_cell_measurement_reflns_used    42761
_cell_measurement_theta_min      4.547
_cell_measurement_theta_max      58.983
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_F_000             2376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          3.764
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.189
_exptl_absorpt_coefficient_mu    1.650
_shelx_estimated_absorpt_T_min   0.063
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6232
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42659
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -72
_diffrn_reflns_limit_l_max       59
_diffrn_reflns_theta_min         1.969
_diffrn_reflns_theta_max         30.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13851
_reflns_number_gt                12585
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_max     0.939
_reflns_Friedel_fraction_full    0.997

_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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0215P)²+3.8056P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4623 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(5)
_refine_ls_number_reflns         13851
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.0833
_refine_ls_wR_factor_gt          0.0812
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

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
Dy01 Dy 0.21118(3) 0.57068(2) 0.62423(2) 0.01452(6) Uani 1 1 d . . . . .
N1 N 0.0067(5) 0.5223(5) 0.65446(9) 0.0168(9) Uani 1 1 d . . . . .
C1 C -0.1078(6) 0.6079(5) 0.65908(11) 0.0192(12) Uani 1 1 d . . . . .
N2 N 0.1258(6) 0.3601(5) 0.68116(9) 0.0192(10) Uani 1 1 d . . . . .
C2 C -0.1495(6) 0.6041(6) 0.68747(11) 0.0208(12) Uani 1 1 d . . . . .
N3 N 0.2182(6) 0.3496(4) 0.63599(8) 0.0156(8) Uani 1 1 d . . . . .
C3 C -0.2453(6) 0.6790(6) 0.70247(11) 0.0257(14) Uani 1 1 d . . . . .
H3 H -0.306633 0.742941 0.694731 0.031 Uiso 1 1 calc R U . . .
N4 N 0.3299(5) 0.2577(4) 0.59641(9) 0.0182(10) Uani 1 1 d . . . . .
C4 C -0.2470(6) 0.6553(6) 0.72975(11) 0.0271(14) Uani 1 1 d . . . . .
H4 H -0.309889 0.705079 0.740881 0.033 Uiso 1 1 calc R U . . .
N5 N 0.1842(5) 0.4462(4) 0.58481(8) 0.0157(9) Uani 1 1 d . . . . .
C5 C -0.1599(6) 0.5619(7) 0.74056(11) 0.0313(14) Uani 1 1 d . . . . .
H5 H -0.163977 0.549066 0.759106 0.038 Uiso 1 1 calc R U . . .
N6 N 0.0424(5) 0.5930(5) 0.55751(8) 0.0179(10) Uani 1 1 d . . . . .
C6 C -0.0651(7) 0.4846(6) 0.72552(12) 0.0272(14) Uani 1 1 d . . . . .
H6 H -0.006818 0.418606 0.733239 0.033 Uiso 1 1 calc R U . . .
C7 C -0.0608(6) 0.5096(6) 0.69861(12) 0.0215(12) Uani 1 1 d . . . . .
N7 N -0.0267(5) 0.6181(4) 0.60364(8) 0.0168(10) Uani 1 1 d . . . . .
N8 N -0.1744(5) 0.6848(5) 0.64189(9) 0.0181(10) Uani 1 1 d . . . . .
C8 C 0.0329(6) 0.4579(5) 0.67732(10) 0.0173(12) Uani 1 1 d . . . . .
C9 C 0.2067(8) 0.3111(5) 0.66178(10) 0.0193(11) Uani 1 1 d . . . . .
N9 N 0.1782(5) 0.7754(5) 0.64401(8) 0.0173(10) Uani 1 1 d . . . . .
C10 C 0.2946(7) 0.1931(5) 0.66531(10) 0.0202(11) Uani 1 1 d . . . . .
N10 N 0.2046(6) 0.7208(4) 0.69038(8) 0.0206(9) Uani 1 1 d . . . . .
C12 C 0.4024(7) 0.0089(6) 0.68360(12) 0.0284(14) Uani 1 1 d . . . . .
H12 H 0.422162 -0.044070 0.698362 0.034 Uiso 1 1 calc R U . . .
N12 N 0.5643(5) 0.4351(5) 0.65296(9) 0.0203(9) Uani 1 1 d . . . . .
C11 C 0.3197(6) 0.1185(6) 0.68704(11) 0.0225(13) Uani 1 1 d . . . . .
H11 H 0.281362 0.141609 0.703893 0.027 Uiso 1 1 calc R U . . .
N11 N 0.3640(5) 0.5841(5) 0.66330(8) 0.0185(10) Uani 1 1 d . . . . .
C13 C 0.4570(8) -0.0250(7) 0.65893(14) 0.0338(16) Uani 1 1 d . . . . .
H13 H 0.512933 -0.101336 0.657022 0.041 Uiso 1 1 calc R U . . .
N13 N 0.4725(5) 0.5385(4) 0.61305(9) 0.0181(10) Uani 1 1 d . . . . .
C14 C 0.4311(7) 0.0512(7) 0.63678(12) 0.0299(15) Uani 1 1 d . . . . .
H14 H 0.468656 0.028114 0.619875 0.036 Uiso 1 1 calc R U . . .
N14 N 0.4727(5) 0.6132(5) 0.56758(9) 0.0187(10) Uani 1 1 d . . . . .
C16 C 0.3009(5) 0.2610(5) 0.62218(11) 0.0164(10) Uani 1 1 d . . . . .
N16 N 0.1191(5) 0.9025(4) 0.60535(9) 0.0195(10) Uani 1 1 d . . . . .
C15 C 0.3498(7) 0.1604(6) 0.64033(11) 0.0210(12) Uani 1 1 d . . . . .
N15 N 0.2890(6) 0.7322(4) 0.59345(8) 0.0183(9) Uani 1 1 d . . . . .
C18 C 0.3000(7) 0.3337(5) 0.55101(10) 0.0189(11) Uani 1 1 d . . . . .
C17 C 0.2732(7) 0.3431(5) 0.57962(10) 0.0195(11) Uani 1 1 d . . . . .
C19 C 0.3885(7) 0.2544(6) 0.53581(11) 0.0252(13) Uani 1 1 d . . . . .
H19 H 0.445529 0.187810 0.543549 0.030 Uiso 1 1 calc R U . . .
C20 C 0.3910(8) 0.2757(6) 0.50888(12) 0.0303(15) Uani 1 1 d . . . . .
H20 H 0.451416 0.222881 0.497923 0.036 Uiso 1 1 calc R U . . .
C21 C 0.3071(8) 0.3726(6) 0.49755(11) 0.0313(15) Uani 1 1 d . . . . .
H21 H 0.311765 0.385014 0.478991 0.038 Uiso 1 1 calc R U . . .
C22 C 0.2156(7) 0.4527(5) 0.51278(10) 0.0234(12) Uani 1 1 d . . . . .
H22 H 0.157279 0.518316 0.504959 0.028 Uiso 1 1 calc R U . . .
C23 C 0.2140(6) 0.4319(5) 0.53964(9) 0.0199(10) Uani 1 1 d . . . . .
C24 C 0.1405(6) 0.4985(5) 0.56125(10) 0.0172(11) Uani 1 1 d . . . . .
C26 C -0.1518(6) 0.7434(5) 0.57257(11) 0.0202(12) Uani 1 1 d . . . . .
C25 C -0.0368(6) 0.6461(6) 0.57704(11) 0.0175(11) Uani 1 1 d . . . . .
C27 C -0.1954(7) 0.8106(5) 0.55056(10) 0.0215(12) Uani 1 1 d . . . . .
H27 H -0.152160 0.794751 0.533699 0.026 Uiso 1 1 calc R U . . .
C29 C -0.3698(7) 0.9281(8) 0.57849(12) 0.0359(15) Uani 1 1 d . . . . .
H29 H -0.443610 0.993113 0.580114 0.043 Uiso 1 1 calc R U . . .
C30 C -0.3264(7) 0.8579(7) 0.60103(12) 0.0308(15) Uani 1 1 d . . . . .
H30 H -0.371562 0.872562 0.617781 0.037 Uiso 1 1 calc R U . . .
C31 C -0.2162(7) 0.7677(5) 0.59764(10) 0.0221(11) Uani 1 1 d . . . . .
C32 C -0.1382(6) 0.6866(5) 0.61620(10) 0.0176(11) Uani 1 1 d . . . . .
C33 C 0.1082(7) 0.8733(5) 0.63109(10) 0.0205(12) Uani 1 1 d . . . . .
C34 C 0.0209(7) 0.9515(5) 0.64981(11) 0.0222(13) Uani 1 1 d . . . . .
C35 C -0.0713(7) 1.0520(6) 0.64690(12) 0.0286(14) Uani 1 1 d . . . . .
H35 H -0.088045 1.088342 0.629995 0.034 Uiso 1 1 calc R U . . .
C36 C -0.1427(9) 1.1024(6) 0.66966(13) 0.0359(17) Uani 1 1 d . . . . .
H36 H -0.210598 1.171818 0.668075 0.043 Uiso 1 1 calc R U . . .
C37 C -0.1134(8) 1.0504(6) 0.69410(12) 0.0325(15) Uani 1 1 d . . . . .
H37 H -0.158866 1.087235 0.709269 0.039 Uiso 1 1 calc R U . . .
C38 C -0.0198(7) 0.9461(6) 0.69727(11) 0.0243(13) Uani 1 1 d . . . . .
H38 H -0.002488 0.909717 0.714156 0.029 Uiso 1 1 calc R U . . .
C39 C 0.0476(6) 0.8972(5) 0.67469(11) 0.0213(12) Uani 1 1 d . . . . .
C40 C 0.1494(6) 0.7888(6) 0.67054(11) 0.0175(11) Uani 1 1 d . . . . .
C41 C 0.3044(7) 0.6281(5) 0.68682(10) 0.0197(11) Uani 1 1 d . . . . .
C42 C 0.3682(6) 0.5561(6) 0.70886(10) 0.0210(12) Uani 1 1 d . . . . .
C43 C 0.3369(6) 0.5568(6) 0.73586(11) 0.0245(13) Uani 1 1 d . . . . .
H43 H 0.266568 0.614891 0.743290 0.029 Uiso 1 1 calc R U . . .
C44 C 0.4123(7) 0.4696(6) 0.75135(12) 0.0278(14) Uani 1 1 d . . . . .
H44 H 0.391432 0.466512 0.769738 0.033 Uiso 1 1 calc R U . . .
C45 C 0.5179(7) 0.3862(6) 0.74080(12) 0.0298(15) Uani 1 1 d . . . . .
H45 H 0.569473 0.328916 0.752142 0.036 Uiso 1 1 calc R U . . .
C46 C 0.5496(7) 0.3852(6) 0.71370(11) 0.0241(13) Uani 1 1 d . . . . .
H46 H 0.620920 0.327665 0.706359 0.029 Uiso 1 1 calc R U . . .
C47 C 0.4729(6) 0.4712(6) 0.69806(11) 0.0208(12) Uani 1 1 d . . . . .
C48 C 0.4705(6) 0.4939(6) 0.66928(11) 0.0197(12) Uani 1 1 d . . . . .
C49 C 0.5672(5) 0.4597(5) 0.62704(11) 0.0168(11) Uani 1 1 d . . . . .
C50 C 0.6784(6) 0.4017(5) 0.60919(11) 0.0200(12) Uani 1 1 d . . . . .
C51 C 0.7947(7) 0.3177(5) 0.61304(10) 0.0230(11) Uani 1 1 d . . . . .
H51 H 0.819475 0.287797 0.630203 0.028 Uiso 1 1 calc R U . . .
C52 C 0.8752(7) 0.2776(6) 0.59096(12) 0.0282(14) Uani 1 1 d . . . . .
H52 H 0.954805 0.217828 0.593078 0.034 Uiso 1 1 calc R U . . .
C53 C 0.8421(7) 0.3227(6) 0.56602(12) 0.0269(14) Uani 1 1 d . . . . .
H53 H 0.898445 0.292473 0.551337 0.032 Uiso 1 1 calc R U . . .
C54 C 0.7282(6) 0.4115(5) 0.56195(10) 0.0206(11) Uani 1 1 d . . . . .
H54 H 0.706576 0.443829 0.544860 0.025 Uiso 1 1 calc R U . . .
C55 C 0.6473(6) 0.4507(5) 0.58399(11) 0.0199(12) Uani 1 1 d . . . . .
C56 C 0.5208(6) 0.5398(5) 0.58736(11) 0.0169(12) Uani 1 1 d . . . . .
C57 C 0.3696(7) 0.7042(6) 0.57120(11) 0.0197(12) Uani 1 1 d . . . . .
C58 C 0.3273(6) 0.7917(6) 0.54975(11) 0.0187(12) Uani 1 1 d . . . . .
C59 C 0.3710(7) 0.8008(6) 0.52368(11) 0.0257(13) Uani 1 1 d . . . . .
H59 H 0.442542 0.743784 0.516253 0.031 Uiso 1 1 calc R U . . .
C60 C 0.3058(8) 0.8977(6) 0.50859(11) 0.0298(14) Uani 1 1 d . . . . .
H60 H 0.333341 0.906968 0.490563 0.036 Uiso 1 1 calc R U . . .
C61 C 0.2018(8) 0.9801(6) 0.51964(12) 0.0314(14) Uani 1 1 d . . . . .
H61 H 0.157231 1.043163 0.508761 0.038 Uiso 1 1 calc R U . . .
C62 C 0.1596(7) 0.9739(6) 0.54625(12) 0.0250(13) Uani 1 1 d . . . . .
H62 H 0.090164 1.032276 0.553827 0.030 Uiso 1 1 calc R U . . .
C63 C 0.2257(7) 0.8772(5) 0.56097(10) 0.0200(11) Uani 1 1 d . . . . .
C64 C 0.2067(8) 0.8388(5) 0.58877(10) 0.0183(11) Uani 1 1 d . . . . .
C28 C -0.3062(7) 0.9032(6) 0.55422(11) 0.0270(14) Uani 1 1 d . . . . .
H28 H -0.339046 0.950934 0.539391 0.032 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
Dy01 N7 2.396(5) . ?
Dy01 N13 2.397(5) . ?
Dy01 N11 2.399(4) . ?
Dy01 N9 2.402(5) . ?
Dy01 N5 2.402(4) . ?
Dy01 N15 2.411(4) . ?
Dy01 N3 2.412(4) . ?
Dy01 N1 2.420(4) . ?
N1 C8 1.362(7) . ?
N1 C1 1.376(7) . ?
C1 N8 1.327(7) . ?
C1 C2 1.485(7) . ?
N2 C9 1.320(7) . ?
N2 C8 1.333(7) . ?
C2 C3 1.385(8) . ?
C2 C7 1.388(8) . ?
N3 C9 1.372(6) . ?
N3 C16 1.378(7) . ?
C3 C4 1.404(8) . ?
C3 H3 0.9500 . ?
N4 C16 1.330(7) . ?
N4 C17 1.337(7) . ?
C4 C5 1.365(9) . ?
C4 H4 0.9500 . ?
N5 C17 1.368(7) . ?
N5 C24 1.370(6) . ?
C5 C6 1.395(8) . ?
C5 H5 0.9500 . ?
N6 C25 1.334(7) . ?
N6 C24 1.335(7) . ?
C6 C7 1.389(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.464(8) . ?
N7 C32 1.376(7) . ?
N7 C25 1.382(7) . ?
N8 C32 1.340(7) . ?
C9 C10 1.479(8) . ?
N9 C33 1.370(7) . ?
N9 C40 1.375(7) . ?
C10 C11 1.371(8) . ?
C10 C15 1.399(8) . ?
N10 C40 1.328(7) . ?
N10 C41 1.329(8) . ?
C12 C11 1.380(8) . ?
C12 C13 1.387(9) . ?
C12 H12 0.9500 . ?
N12 C48 1.324(7) . ?
N12 C49 1.338(7) . ?
C11 H11 0.9500 . ?
N11 C48 1.372(7) . ?
N11 C41 1.382(7) . ?
C13 C14 1.400(9) . ?
C13 H13 0.9500 . ?
N13 C56 1.369(7) . ?
N13 C49 1.375(7) . ?
C14 C15 1.370(9) . ?
C14 H14 0.9500 . ?
N14 C57 1.336(8) . ?
N14 C56 1.336(7) . ?
C16 C15 1.470(8) . ?
N16 C64 1.325(7) . ?
N16 C33 1.343(7) . ?
N15 C64 1.361(7) . ?
N15 C57 1.365(7) . ?
C18 C19 1.379(8) . ?
C18 C23 1.409(8) . ?
C18 C17 1.471(7) . ?
C19 C20 1.382(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.400(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.454(7) . ?
C26 C27 1.377(7) . ?
C26 C31 1.414(8) . ?
C26 C25 1.461(8) . ?
C27 C28 1.395(8) . ?
C27 H27 0.9500 . ?
C29 C28 1.376(8) . ?
C29 C30 1.414(9) . ?
C29 H29 0.9500 . ?
C30 C31 1.372(9) . ?
C30 H30 0.9500 . ?
C31 C32 1.446(7) . ?
C33 C34 1.475(8) . ?
C34 C35 1.346(9) . ?
C34 C39 1.404(8) . ?
C35 C36 1.417(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.379(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.386(9) . ?
C37 H37 0.9500 . ?
C38 C39 1.388(8) . ?
C38 H38 0.9500 . ?
C39 C40 1.470(8) . ?
C41 C42 1.463(8) . ?
C42 C43 1.395(7) . ?
C42 C47 1.399(8) . ?
C43 C44 1.381(9) . ?
C43 H43 0.9500 . ?
C44 C45 1.389(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.401(8) . ?
C45 H45 0.9500 . ?
C46 C47 1.382(8) . ?
C46 H46 0.9500 . ?
C47 C48 1.477(8) . ?
C49 C50 1.468(7) . ?
C50 C51 1.371(8) . ?
C50 C55 1.404(8) . ?
C51 C52 1.390(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.382(8) . ?
C52 H52 0.9500 . ?
C53 C54 1.390(8) . ?
C53 H53 0.9500 . ?
C54 C55 1.387(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.470(8) . ?
C57 C58 1.474(8) . ?
C58 C59 1.379(8) . ?
C58 C63 1.393(8) . ?
C59 C60 1.401(8) . ?
C59 H59 0.9500 . ?
C60 C61 1.382(9) . ?
C60 H60 0.9500 . ?
C61 C62 1.400(8) . ?
C61 H61 0.9500 . ?
C62 C63 1.393(8) . ?
C62 H62 0.9500 . ?
C63 C64 1.475(7) . ?
C28 H28 0.9500 . ?

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
N7 Dy01 N13 140.23(15) . . ?
N7 Dy01 N11 147.02(15) . . ?
N13 Dy01 N11 70.32(15) . . ?
N7 Dy01 N9 83.52(15) . . ?
N13 Dy01 N9 110.05(15) . . ?
N11 Dy01 N9 70.78(16) . . ?
N7 Dy01 N5 70.49(15) . . ?
N13 Dy01 N5 79.70(14) . . ?
N11 Dy01 N5 140.68(17) . . ?
N9 Dy01 N5 145.86(15) . . ?
N7 Dy01 N15 79.62(16) . . ?
N13 Dy01 N15 70.98(17) . . ?
N11 Dy01 N15 109.37(17) . . ?
N9 Dy01 N15 70.52(15) . . ?
N5 Dy01 N15 83.02(15) . . ?
N7 Dy01 N3 109.42(17) . . ?
N13 Dy01 N3 84.05(16) . . ?
N11 Dy01 N3 80.74(16) . . ?
N9 Dy01 N3 140.59(15) . . ?
N5 Dy01 N3 71.18(14) . . ?
N15 Dy01 N3 146.94(15) . . ?
N7 Dy01 N1 70.56(15) . . ?
N13 Dy01 N1 146.68(15) . . ?
N11 Dy01 N1 84.79(15) . . ?
N9 Dy01 N1 80.58(15) . . ?
N5 Dy01 N1 109.64(15) . . ?
N15 Dy01 N1 140.41(17) . . ?
N3 Dy01 N1 70.00(16) . . ?
C8 N1 C1 108.0(5) . . ?
C8 N1 Dy01 121.1(4) . . ?
C1 N1 Dy01 121.0(4) . . ?
N8 C1 N1 128.0(5) . . ?
N8 C1 C2 122.8(5) . . ?
N1 C1 C2 109.2(5) . . ?
C9 N2 C8 121.9(5) . . ?
C3 C2 C7 122.1(5) . . ?
C3 C2 C1 131.8(5) . . ?
C7 C2 C1 105.9(5) . . ?
C9 N3 C16 108.8(5) . . ?
C9 N3 Dy01 121.4(3) . . ?
C16 N3 Dy01 123.1(3) . . ?
C2 C3 C4 116.4(6) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 H3 121.8 . . ?
C16 N4 C17 122.3(5) . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C17 N5 C24 108.4(4) . . ?
C17 N5 Dy01 122.6(3) . . ?
C24 N5 Dy01 122.0(4) . . ?
C4 C5 C6 122.8(5) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C25 N6 C24 123.3(5) . . ?
C7 C6 C5 116.1(6) . . ?
C7 C6 H6 121.9 . . ?
C5 C6 H6 121.9 . . ?
C2 C7 C6 121.4(5) . . ?
C2 C7 C8 106.7(5) . . ?
C6 C7 C8 131.8(6) . . ?
C32 N7 C25 107.0(5) . . ?
C32 N7 Dy01 122.3(3) . . ?
C25 N7 Dy01 121.7(4) . . ?
C1 N8 C32 122.7(5) . . ?
N2 C8 N1 128.0(5) . . ?
N2 C8 C7 121.9(5) . . ?
N1 C8 C7 110.1(5) . . ?
N2 C9 N3 129.2(5) . . ?
N2 C9 C10 121.7(5) . . ?
N3 C9 C10 109.0(5) . . ?
C33 N9 C40 107.8(5) . . ?
C33 N9 Dy01 122.3(3) . . ?
C40 N9 Dy01 121.5(4) . . ?
C11 C10 C15 121.9(6) . . ?
C11 C10 C9 131.7(5) . . ?
C15 C10 C9 106.3(5) . . ?
C40 N10 C41 122.6(5) . . ?
C11 C12 C13 121.0(6) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C48 N12 C49 122.2(5) . . ?
C10 C11 C12 117.8(6) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C48 N11 C41 107.7(5) . . ?
C48 N11 Dy01 121.7(4) . . ?
C41 N11 Dy01 121.1(4) . . ?
C12 C13 C14 121.1(6) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C56 N13 C49 107.9(4) . . ?
C56 N13 Dy01 121.5(3) . . ?
C49 N13 Dy01 123.2(3) . . ?
C15 C14 C13 117.7(6) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C57 N14 C56 122.1(5) . . ?
N4 C16 N3 128.2(5) . . ?
N4 C16 C15 122.6(5) . . ?
N3 C16 C15 109.2(5) . . ?
C64 N16 C33 122.7(5) . . ?
C14 C15 C10 120.6(5) . . ?
C14 C15 C16 132.9(5) . . ?
C10 C15 C16 106.6(5) . . ?
C64 N15 C57 108.3(5) . . ?
C64 N15 Dy01 123.2(4) . . ?
C57 N15 Dy01 121.9(4) . . ?
C19 C18 C23 121.6(5) . . ?
C19 C18 C17 133.0(5) . . ?
C23 C18 C17 105.4(5) . . ?
N4 C17 N5 129.0(5) . . ?
N4 C17 C18 121.3(5) . . ?
N5 C17 C18 109.6(5) . . ?
C18 C19 C20 117.5(6) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C19 C20 C21 121.3(6) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 121.7(5) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C23 C22 C21 117.0(6) . . ?
C23 C22 H22 121.5 . . ?
C21 C22 H22 121.5 . . ?
C22 C23 C18 121.0(5) . . ?
C22 C23 C24 132.1(6) . . ?
C18 C23 C24 106.8(4) . . ?
N6 C24 N5 127.4(5) . . ?
N6 C24 C23 123.0(5) . . ?
N5 C24 C23 109.6(5) . . ?
C27 C26 C31 121.4(5) . . ?
C27 C26 C25 133.0(5) . . ?
C31 C26 C25 105.5(5) . . ?
N6 C25 N7 126.8(5) . . ?
N6 C25 C26 123.0(5) . . ?
N7 C25 C26 110.3(5) . . ?
C26 C27 C28 116.7(5) . . ?
C26 C27 H27 121.6 . . ?
C28 C27 H27 121.6 . . ?
C28 C29 C30 120.7(6) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 117.1(5) . . ?
C31 C30 H30 121.5 . . ?
C29 C30 H30 121.5 . . ?
C30 C31 C26 121.5(5) . . ?
C30 C31 C32 131.9(5) . . ?
C26 C31 C32 106.6(5) . . ?
N8 C32 N7 127.7(5) . . ?
N8 C32 C31 121.8(5) . . ?
N7 C32 C31 110.5(5) . . ?
N16 C33 N9 127.2(5) . . ?
N16 C33 C34 122.2(5) . . ?
N9 C33 C34 110.5(5) . . ?
C35 C34 C39 121.4(5) . . ?
C35 C34 C33 133.4(5) . . ?
C39 C34 C33 105.1(5) . . ?
C34 C35 C36 118.4(6) . . ?
C34 C35 H35 120.8 . . ?
C36 C35 H35 120.8 . . ?
C37 C36 C35 119.8(6) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C36 C37 C38 122.2(6) . . ?
C36 C37 H37 118.9 . . ?
C38 C37 H37 118.9 . . ?
C37 C38 C39 117.1(5) . . ?
C37 C38 H38 121.5 . . ?
C39 C38 H38 121.5 . . ?
C38 C39 C34 121.0(6) . . ?
C38 C39 C40 132.0(6) . . ?
C34 C39 C40 107.0(5) . . ?
N10 C40 N9 128.0(5) . . ?
N10 C40 C39 122.5(5) . . ?
N9 C40 C39 109.4(5) . . ?
N10 C41 N11 128.0(5) . . ?
N10 C41 C42 122.3(5) . . ?
N11 C41 C42 109.7(5) . . ?
C43 C42 C47 121.1(5) . . ?
C43 C42 C41 132.0(6) . . ?
C47 C42 C41 106.8(5) . . ?
C44 C43 C42 117.2(6) . . ?
C44 C43 H43 121.4 . . ?
C42 C43 H43 121.4 . . ?
C43 C44 C45 121.9(6) . . ?
C43 C44 H44 119.1 . . ?
C45 C44 H44 119.1 . . ?
C44 C45 C46 121.0(6) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
C47 C46 C45 117.3(6) . . ?
C47 C46 H46 121.3 . . ?
C45 C46 H46 121.3 . . ?
C46 C47 C42 121.4(5) . . ?
C46 C47 C48 132.8(6) . . ?
C42 C47 C48 105.8(5) . . ?
N12 C48 N11 128.0(5) . . ?
N12 C48 C47 122.1(5) . . ?
N11 C48 C47 109.9(5) . . ?
N12 C49 N13 127.7(5) . . ?
N12 C49 C50 122.4(5) . . ?
N13 C49 C50 109.9(5) . . ?
C51 C50 C55 120.9(5) . . ?
C51 C50 C49 133.0(5) . . ?
C55 C50 C49 106.0(5) . . ?
C50 C51 C52 117.7(5) . . ?
C50 C51 H51 121.2 . . ?
C52 C51 H51 121.2 . . ?
C53 C52 C51 121.5(6) . . ?
C53 C52 H52 119.3 . . ?
C51 C52 H52 119.3 . . ?
C52 C53 C54 121.4(6) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 H53 119.3 . . ?
C55 C54 C53 117.0(5) . . ?
C55 C54 H54 121.5 . . ?
C53 C54 H54 121.5 . . ?
C54 C55 C50 121.4(5) . . ?
C54 C55 C56 132.4(5) . . ?
C50 C55 C56 106.2(5) . . ?
N14 C56 N13 128.3(5) . . ?
N14 C56 C55 121.7(5) . . ?
N13 C56 C55 109.9(5) . . ?
N14 C57 N15 128.6(5) . . ?
N14 C57 C58 121.5(5) . . ?
N15 C57 C58 109.9(5) . . ?
C59 C58 C63 121.6(5) . . ?
C59 C58 C57 132.7(6) . . ?
C63 C58 C57 105.6(5) . . ?
C58 C59 C60 117.3(6) . . ?
C58 C59 H59 121.4 . . ?
C60 C59 H59 121.4 . . ?
C61 C60 C59 120.8(5) . . ?
C61 C60 H60 119.6 . . ?
C59 C60 H60 119.6 . . ?
C60 C61 C62 122.5(6) . . ?
C60 C61 H61 118.8 . . ?
C62 C61 H61 118.8 . . ?
C63 C62 C61 116.0(6) . . ?
C63 C62 H62 122.0 . . ?
C61 C62 H62 122.0 . . ?
C62 C63 C58 121.8(5) . . ?
C62 C63 C64 131.7(6) . . ?
C58 C63 C64 106.5(5) . . ?
N16 C64 N15 128.4(5) . . ?
N16 C64 C63 122.1(5) . . ?
N15 C64 C63 109.5(5) . . ?
C29 C28 C27 122.6(5) . . ?
C29 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?

_refine_diff_density_max         1.238
_refine_diff_density_min         -2.652
_refine_diff_density_rms         0.123

####################################################################### 
# 
# 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_DyPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096852'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-dysprosium(II)
_chemical_name_common            bis(phthalocyaninato)-dysprosium
_chemical_formula_moiety         'C64 H32 N16 Dy, C H2 Cl2'
_chemical_formula_sum            'C65 H34 Cl2 Dy N16'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_diffrn_ambient_temperature      273(2)
_chemical_formula_weight         1272.48

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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.010(3)
_cell_length_b                   22.923(3)
_cell_length_c                   7.8994(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5071.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    15375
_cell_measurement_theta_min      4.592
_cell_measurement_theta_max      47.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_F_000             2544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.643
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6526
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   'SADABS 2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14540
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.704
_diffrn_reflns_theta_max         24.741
_diffrn_reflns_theta_full        24.741
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4442
_reflns_number_gt                3213
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker AXS'
_computing_cell_refinement       'SAINT V8.38A, Bruker AXS'
_computing_data_reduction        'SAINT V8.38A, Bruker AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle, C.B. Huebschle'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0312P)²+0.5864P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4442
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0890
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Dy01 Dy 0.63580(2) 0.750000 0.61002(4) 0.01055(11) Uani 1 2 d S T P . .
Cl01 Cl 0.41375(6) 0.68634(7) 0.3187(2) 0.0389(4) Uani 1 1 d . . . . .
N003 N 0.60754(15) 0.66400(18) 0.4665(5) 0.0124(10) Uani 1 1 d . . . . .
N004 N 0.7650(2) 0.750000 0.5181(7) 0.0137(14) Uani 1 2 d S T P . .
N005 N 0.54957(19) 0.750000 0.6111(7) 0.0109(13) Uani 1 2 d S T P . .
N006 N 0.66816(14) 0.89739(17) 0.7734(5) 0.0106(10) Uani 1 1 d . . . . .
N007 N 0.70493(14) 0.81094(17) 0.6514(5) 0.0099(10) Uani 1 1 d . . . . .
N008 N 0.6648(2) 0.750000 0.3206(7) 0.0113(14) Uani 1 2 d S T P . .
N009 N 0.62400(14) 0.81044(17) 0.8557(5) 0.0119(10) Uani 1 1 d . . . . .
N00A N 0.53367(14) 0.64545(18) 0.6197(5) 0.0142(10) Uani 1 1 d . . . . .
N40 N 0.5688(2) 0.750000 1.0127(7) 0.0102(14) Uani 1 2 d S T P . .
N30 N 0.67426(15) 0.64552(18) 0.2769(5) 0.0149(10) Uani 1 1 d . . . . .
C00D C 0.72297(17) 0.7198(2) 0.1326(6) 0.0125(12) Uani 1 1 d . . . . .
C00E C 0.59765(18) 0.9000(2) 0.9559(6) 0.0119(12) Uani 1 1 d . . . . .
C00F C 0.57271(18) 0.6285(2) 0.5352(6) 0.0123(12) Uani 1 1 d . . . . .
C00G C 0.58810(19) 0.9584(2) 0.9859(6) 0.0145(12) Uani 1 1 d . . . . .
H00G H 0.607587 0.987362 0.940976 0.017 Uiso 1 1 calc R U . . .
C00H C 0.76847(18) 0.8568(2) 0.5221(6) 0.0122(12) Uani 1 1 d . . . . .
C00I C 0.47717(18) 0.7198(2) 0.7211(6) 0.0151(13) Uani 1 1 d . . . . .
C00J C 0.74627(19) 0.8008(2) 0.5617(6) 0.0140(13) Uani 1 1 d . . . . .
C00K C 0.53008(17) 0.8706(2) 1.1276(6) 0.0138(12) Uani 1 1 d . . . . .
H00K H 0.511325 0.841600 1.176194 0.017 Uiso 1 1 calc R U . . .
C00L C 0.52239(17) 0.7013(2) 0.6472(6) 0.0121(12) Uani 1 1 d . . . . .
C00M C 0.74103(18) 0.9002(2) 0.5994(6) 0.0139(11) Uani 1 1 d . . . . .
C00N C 0.68461(18) 0.7016(2) 0.2482(6) 0.0138(12) Uani 1 1 d . . . . .
C00O C 0.63316(19) 0.8696(2) 0.8537(6) 0.0127(12) Uani 1 1 d . . . . .
C00P C 0.63793(19) 0.6292(2) 0.3762(6) 0.0156(11) Uani 1 1 d . . . . .
C00Q C 0.64545(19) 0.5159(2) 0.3478(6) 0.0182(13) Uani 1 1 d . . . . .
H00Q H 0.673035 0.515763 0.282310 0.022 Uiso 1 1 calc R U . . .
C00R C 0.58371(18) 0.5676(2) 0.4995(6) 0.0145(12) Uani 1 1 d . . . . .
C00S C 0.56867(19) 0.8565(2) 1.0272(6) 0.0136(12) Uani 1 1 d . . . . .
C00T C 0.43835(19) 0.6880(2) 0.7816(6) 0.0187(13) Uani 1 1 d . . . . .
H00T H 0.438130 0.647407 0.780419 0.022 Uiso 1 1 calc R U . . .
C00U C 0.80667(18) 0.8711(2) 0.4170(6) 0.0156(12) Uani 1 1 d . . . . .
H00U H 0.825059 0.842203 0.366167 0.019 Uiso 1 1 calc R U . . .
C00V C 0.58671(18) 0.8011(2) 0.9644(6) 0.0108(12) Uani 1 1 d . . . . .
C00W C 0.70173(17) 0.8690(2) 0.6817(6) 0.0113(12) Uani 1 1 d . . . . .
C00X C 0.75163(18) 0.9586(2) 0.5747(6) 0.0163(13) Uani 1 1 d . . . . .
H00X H 0.733756 0.987603 0.627378 0.020 Uiso 1 1 calc R U . . .
C00Y C 0.62526(17) 0.5679(2) 0.4012(6) 0.0150(12) Uani 1 1 d . . . . .
C00Z C 0.75609(19) 0.6881(3) 0.0395(7) 0.0206(13) Uani 1 1 d . . . . .
H00Z H 0.755356 0.647526 0.036428 0.025 Uiso 1 1 calc R U . . .
C010 C 0.54867(18) 0.9728(2) 1.0851(6) 0.0170(13) Uani 1 1 d . . . . .
H010 H 0.541381 1.011725 1.105433 0.020 Uiso 1 1 calc R U . . .
C011 C 0.56127(19) 0.5159(2) 0.5443(6) 0.0165(13) Uani 1 1 d . . . . .
H011 H 0.533426 0.516148 0.608439 0.020 Uiso 1 1 calc R U . . .
C012 C 0.51999(19) 0.9288(2) 1.1541(6) 0.0182(13) Uani 1 1 d . . . . .
H012 H 0.493617 0.939055 1.219166 0.022 Uiso 1 1 calc R U . . .
C013 C 0.81637(18) 0.9294(2) 0.3908(7) 0.0203(12) Uani 1 1 d . . . . .
H013 H 0.841287 0.939958 0.319251 0.024 Uiso 1 1 calc R U . . .
C014 C 0.62355(19) 0.4641(2) 0.3943(7) 0.0244(14) Uani 1 1 d . . . . .
H014 H 0.636898 0.428735 0.361060 0.029 Uiso 1 1 calc R U . . .
C015 C 0.78954(19) 0.9728(2) 0.4695(7) 0.0190(13) Uani 1 1 d . . . . .
H015 H 0.797133 1.011830 0.451197 0.023 Uiso 1 1 calc R U . . .
C016 C 0.5814(2) 0.4643(2) 0.4913(7) 0.0242(14) Uani 1 1 d . . . . .
H016 H 0.566943 0.429078 0.519790 0.029 Uiso 1 1 calc R U . . .
C017 C 0.40030(19) 0.7197(2) 0.8433(6) 0.0201(13) Uani 1 1 d . . . . .
H017 H 0.373909 0.699936 0.886028 0.024 Uiso 1 1 calc R U . . .
C018 C 0.7902(2) 0.7195(2) -0.0486(6) 0.0241(15) Uani 1 1 d . . . . .
H018 H 0.813607 0.699625 -0.108948 0.029 Uiso 1 1 calc R U . . .
C019 C 0.4467(3) 0.750000 0.2721(10) 0.025(2) Uani 1 2 d S T P . .
H01A H 0.476033 0.749999 0.337599 0.030 Uiso 1 2 calc R U P . .
H01B H 0.455284 0.750000 0.153067 0.030 Uiso 1 2 calc R U 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
Dy01 N009 2.407(4) . ?
Dy01 N009 2.407(4) 7_575 ?
Dy01 N003 2.408(4) 7_575 ?
Dy01 N003 2.408(4) . ?
Dy01 N007 2.410(4) 7_575 ?
Dy01 N007 2.410(4) . ?
Dy01 N005 2.415(5) . ?
Dy01 N008 2.426(6) . ?
Cl01 C019 1.766(5) . ?
N003 C00P 1.367(6) . ?
N003 C00F 1.381(6) . ?
N004 C00J 1.323(6) 7_575 ?
N004 C00J 1.323(6) . ?
N005 C00L 1.380(6) . ?
N005 C00L 1.380(6) 7_575 ?
N006 C00O 1.330(6) . ?
N006 C00W 1.354(6) . ?
N007 C00W 1.355(6) . ?
N007 C00J 1.377(6) . ?
N008 C00N 1.366(6) 7_575 ?
N008 C00N 1.366(6) . ?
N009 C00V 1.369(6) . ?
N009 C00O 1.380(6) . ?
N00A C00L 1.337(6) . ?
N00A C00F 1.338(6) . ?
N40 C00V 1.329(5) . ?
N40 C00V 1.329(5) 7_575 ?
N30 C00N 1.337(6) . ?
N30 C00P 1.338(6) . ?
C00D C00D 1.383(10) 7_575 ?
C00D C00Z 1.390(7) . ?
C00D C00N 1.471(7) . ?
C00E C00G 1.385(7) . ?
C00E C00S 1.404(7) . ?
C00E C00O 1.458(7) . ?
C00F C00R 1.457(7) . ?
C00G C010 1.394(7) . ?
C00G H00G 0.9300 . ?
C00H C00U 1.393(7) . ?
C00H C00M 1.397(7) . ?
C00H C00J 1.459(7) . ?
C00I C00I 1.384(10) 7_575 ?
C00I C00T 1.394(7) . ?
C00I C00L 1.458(7) . ?
C00K C00S 1.379(7) . ?
C00K C012 1.381(7) . ?
C00K H00K 0.9300 . ?
C00M C00X 1.387(7) . ?
C00M C00W 1.465(7) . ?
C00P C00Y 1.463(7) . ?
C00Q C00Y 1.385(7) . ?
C00Q C014 1.387(7) . ?
C00Q H00Q 0.9300 . ?
C00R C011 1.388(7) . ?
C00R C00Y 1.399(7) . ?
C00S C00V 1.454(7) . ?
C00T C017 1.379(7) . ?
C00T H00T 0.9300 . ?
C00U C013 1.381(7) . ?
C00U H00U 0.9300 . ?
C00X C015 1.387(7) . ?
C00X H00X 0.9300 . ?
C00Z C018 1.384(7) . ?
C00Z H00Z 0.9300 . ?
C010 C012 1.399(7) . ?
C010 H010 0.9300 . ?
C011 C016 1.377(7) . ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?
C013 C015 1.393(7) . ?
C013 H013 0.9300 . ?
C014 C016 1.408(7) . ?
C014 H014 0.9300 . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C017 C017 1.391(10) 7_575 ?
C017 H017 0.9300 . ?
C018 C018 1.399(11) 7_575 ?
C018 H018 0.9300 . ?
C019 H01A 0.9700 . ?
C019 H01B 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
N009 Dy01 N009 70.27(19) . 7_575 ?
N009 Dy01 N003 82.15(13) . 7_575 ?
N009 Dy01 N003 143.68(14) 7_575 7_575 ?
N009 Dy01 N003 143.68(14) . . ?
N009 Dy01 N003 82.15(13) 7_575 . ?
N003 Dy01 N003 109.9(2) 7_575 . ?
N009 Dy01 N007 109.54(13) . 7_575 ?
N009 Dy01 N007 70.56(13) 7_575 7_575 ?
N003 Dy01 N007 143.37(14) 7_575 7_575 ?
N003 Dy01 N007 81.58(14) . 7_575 ?
N009 Dy01 N007 70.56(13) . . ?
N009 Dy01 N007 109.54(13) 7_575 . ?
N003 Dy01 N007 81.57(14) 7_575 . ?
N003 Dy01 N007 143.37(14) . . ?
N007 Dy01 N007 70.85(18) 7_575 . ?
N009 Dy01 N005 81.94(15) . . ?
N009 Dy01 N005 81.94(15) 7_575 . ?
N003 Dy01 N005 70.92(12) 7_575 . ?
N003 Dy01 N005 70.92(12) . . ?
N007 Dy01 N005 143.42(10) 7_575 . ?
N007 Dy01 N005 143.42(10) . . ?
N009 Dy01 N008 143.67(10) . . ?
N009 Dy01 N008 143.67(10) 7_575 . ?
N003 Dy01 N008 70.51(12) 7_575 . ?
N003 Dy01 N008 70.51(12) . . ?
N007 Dy01 N008 81.89(14) 7_575 . ?
N007 Dy01 N008 81.89(14) . . ?
N005 Dy01 N008 109.77(19) . . ?
C00P N003 C00F 107.5(4) . . ?
C00P N003 Dy01 121.2(3) . . ?
C00F N003 Dy01 121.9(3) . . ?
C00J N004 C00J 123.4(7) 7_575 . ?
C00L N005 C00L 107.8(6) . 7_575 ?
C00L N005 Dy01 123.5(3) . . ?
C00L N005 Dy01 123.5(3) 7_575 . ?
C00O N006 C00W 122.5(4) . . ?
C00W N007 C00J 108.2(4) . . ?
C00W N007 Dy01 122.7(3) . . ?
C00J N007 Dy01 120.5(3) . . ?
C00N N008 C00N 108.6(6) 7_575 . ?
C00N N008 Dy01 122.0(3) 7_575 . ?
C00N N008 Dy01 122.0(3) . . ?
C00V N009 C00O 107.6(4) . . ?
C00V N009 Dy01 121.3(3) . . ?
C00O N009 Dy01 122.1(3) . . ?
C00L N00A C00F 123.5(4) . . ?
C00V N40 C00V 123.5(6) . 7_575 ?
C00N N30 C00P 122.2(4) . . ?
C00D C00D C00Z 121.6(3) 7_575 . ?
C00D C00D C00N 106.5(3) 7_575 . ?
C00Z C00D C00N 131.9(5) . . ?
C00G C00E C00S 120.4(5) . . ?
C00G C00E C00O 133.5(5) . . ?
C00S C00E C00O 106.1(4) . . ?
N00A C00F N003 127.0(5) . . ?
N00A C00F C00R 123.2(5) . . ?
N003 C00F C00R 109.8(4) . . ?
C00E C00G C010 118.5(5) . . ?
C00E C00G H00G 120.7 . . ?
C010 C00G H00G 120.7 . . ?
C00U C00H C00M 121.0(5) . . ?
C00U C00H C00J 131.4(5) . . ?
C00M C00H C00J 107.3(4) . . ?
C00I C00I C00T 121.6(3) 7_575 . ?
C00I C00I C00L 106.9(3) 7_575 . ?
C00T C00I C00L 131.5(5) . . ?
N004 C00J N007 128.0(5) . . ?
N004 C00J C00H 123.3(5) . . ?
N007 C00J C00H 108.7(4) . . ?
C00S C00K C012 118.3(5) . . ?
C00S C00K H00K 120.9 . . ?
C012 C00K H00K 120.9 . . ?
N00A C00L N005 127.6(5) . . ?
N00A C00L C00I 123.3(5) . . ?
N005 C00L C00I 109.1(4) . . ?
C00X C00M C00H 120.6(5) . . ?
C00X C00M C00W 134.0(5) . . ?
C00H C00M C00W 105.1(4) . . ?
N30 C00N N008 128.5(5) . . ?
N30 C00N C00D 122.4(5) . . ?
N008 C00N C00D 109.0(5) . . ?
N006 C00O N009 127.8(5) . . ?
N006 C00O C00E 122.5(4) . . ?
N009 C00O C00E 109.7(4) . . ?
N30 C00P N003 128.1(5) . . ?
N30 C00P C00Y 122.1(5) . . ?
N003 C00P C00Y 109.8(5) . . ?
C00Y C00Q C014 118.4(5) . . ?
C00Y C00Q H00Q 120.8 . . ?
C014 C00Q H00Q 120.8 . . ?
C011 C00R C00Y 121.5(5) . . ?
C011 C00R C00F 132.3(5) . . ?
C00Y C00R C00F 106.2(5) . . ?
C00K C00S C00E 121.2(5) . . ?
C00K C00S C00V 132.3(5) . . ?
C00E C00S C00V 106.4(4) . . ?
C017 C00T C00I 116.6(5) . . ?
C017 C00T H00T 121.7 . . ?
C00I C00T H00T 121.7 . . ?
C013 C00U C00H 117.9(5) . . ?
C013 C00U H00U 121.0 . . ?
C00H C00U H00U 121.0 . . ?
N40 C00V N009 127.3(5) . . ?
N40 C00V C00S 122.7(5) . . ?
N009 C00V C00S 110.0(4) . . ?
N006 C00W N007 127.8(5) . . ?
N006 C00W C00M 121.6(5) . . ?
N007 C00W C00M 110.6(4) . . ?
C00M C00X C015 118.4(5) . . ?
C00M C00X H00X 120.8 . . ?
C015 C00X H00X 120.8 . . ?
C00Q C00Y C00R 120.3(5) . . ?
C00Q C00Y C00P 133.4(5) . . ?
C00R C00Y C00P 106.3(4) . . ?
C018 C00Z C00D 117.0(5) . . ?
C018 C00Z H00Z 121.5 . . ?
C00D C00Z H00Z 121.5 . . ?
C00G C010 C012 120.3(5) . . ?
C00G C010 H010 119.9 . . ?
C012 C010 H010 119.9 . . ?
C016 C011 C00R 118.1(5) . . ?
C016 C011 H011 120.9 . . ?
C00R C011 H011 120.9 . . ?
C00K C012 C010 121.3(5) . . ?
C00K C012 H012 119.3 . . ?
C010 C012 H012 119.3 . . ?
C00U C013 C015 121.3(5) . . ?
C00U C013 H013 119.4 . . ?
C015 C013 H013 119.4 . . ?
C00Q C014 C016 120.8(5) . . ?
C00Q C014 H014 119.6 . . ?
C016 C014 H014 119.6 . . ?
C00X C015 C013 120.8(5) . . ?
C00X C015 H015 119.6 . . ?
C013 C015 H015 119.6 . . ?
C011 C016 C014 120.8(5) . . ?
C011 C016 H016 119.6 . . ?
C014 C016 H016 119.6 . . ?
C00T C017 C017 121.8(3) . 7_575 ?
C00T C017 H017 119.1 . . ?
C017 C017 H017 119.1 7_575 . ?
C00Z C018 C018 121.4(3) . 7_575 ?
C00Z C018 H018 119.3 . . ?
C018 C018 H018 119.3 7_575 . ?
Cl01 C019 Cl01 111.4(4) 7_575 . ?
Cl01 C019 H01A 109.3 7_575 . ?
Cl01 C019 H01A 109.3 . . ?
Cl01 C019 H01B 109.3 7_575 . ?
Cl01 C019 H01B 109.3 . . ?
H01A C019 H01B 108.0 . . ?

_refine_diff_density_max         0.595
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_YbPc2-Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096865'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-ytterbium(III)
_chemical_name_common            (bis)phthalocyaninato-ytterbium
_chemical_formula_moiety         'C64 H32 N16 Yb, C Cl2 H2'
_chemical_formula_sum            'C65 H34 Cl2 N16 Yb'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1283.02

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'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   27.955(6)
_cell_length_b                   22.921(5)
_cell_length_c                   7.8802(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5049.3(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    33769
_cell_measurement_theta_min      5.371
_cell_measurement_theta_max      43.990
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_F_000             2560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.023
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5137
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS 2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32129
_diffrn_reflns_av_unetI/netI     0.1088
_diffrn_reflns_av_R_equivalents  0.1536
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.457
_diffrn_reflns_theta_max         26.085
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5118
_reflns_number_gt                3402
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT V8.38A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.38A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle, C.B. Huebschle'
_computing_publication_material  ?
_refine_special_details          ?
_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] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5118
_refine_ls_number_parameters     388
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Yb01 Yb 0.63572(2) 0.250000 0.60939(5) 0.01513(13) Uani 1 2 d S T P . .
Cl Cl 0.41361(7) 0.18639(9) 0.3219(3) 0.0405(5) Uani 1 1 d . . . . .
N6 N 0.7648(3) 0.250000 0.5137(9) 0.0172(17) Uani 1 2 d S T P . .
N8 N 0.66826(18) 0.3972(2) 0.7715(6) 0.0171(12) Uani 1 1 d . . . . .
N2 N 0.67440(18) 0.3543(2) 0.2772(6) 0.0187(13) Uani 1 1 d . . . . .
N3 N 0.60849(18) 0.3356(2) 0.4707(6) 0.0180(10) Uani 1 1 d . . . . .
N4 N 0.53390(19) 0.3545(2) 0.6204(6) 0.0183(12) Uani 1 1 d . . . . .
N10 N 0.5681(3) 0.250000 1.0112(9) 0.0160(17) Uani 1 2 d S T P . .
N7 N 0.70407(18) 0.3108(2) 0.6479(6) 0.0155(10) Uani 1 1 d . . . . .
N9 N 0.62378(18) 0.3103(2) 0.8515(6) 0.0169(11) Uani 1 1 d . . . . .
N5 N 0.5501(2) 0.250000 0.6121(9) 0.0177(13) Uani 1 2 d S T P . .
C3 C 0.7225(2) 0.2806(3) 0.1312(7) 0.0178(14) Uani 1 1 d . . . . .
C26 C 0.5972(2) 0.3996(3) 0.9554(8) 0.0190(15) Uani 1 1 d . . . . .
C4 C 0.6846(2) 0.2979(3) 0.2504(7) 0.0169(15) Uani 1 1 d . . . . .
N1 N 0.6647(3) 0.250000 0.3248(9) 0.0195(14) Uani 1 2 d S T P . .
C31 C 0.5683(2) 0.3562(3) 1.0256(8) 0.0184(15) Uani 1 1 d . . . . .
C12 C 0.5731(2) 0.3709(3) 0.5389(8) 0.0193(15) Uani 1 1 d . . . . .
C27 C 0.5878(2) 0.4583(3) 0.9841(8) 0.0204(15) Uani 1 1 d . . . . .
H27 H 0.607492 0.487806 0.936555 0.024 Uiso 1 1 calc R U . . .
C23 C 0.7410(2) 0.3998(3) 0.5965(8) 0.0213(15) Uani 1 1 d . . . . .
C5 C 0.6381(2) 0.3703(3) 0.3780(7) 0.0183(14) Uani 1 1 d . . . . .
C11 C 0.5837(2) 0.4320(3) 0.5001(8) 0.0189(15) Uani 1 1 d . . . . .
C19 C 0.8073(2) 0.3705(3) 0.4150(8) 0.0200(15) Uani 1 1 d . . . . .
H19 H 0.826372 0.341060 0.363910 0.024 Uiso 1 1 calc R U . . .
C32 C 0.5861(2) 0.3005(3) 0.9634(8) 0.0156(14) Uani 1 1 d . . . . .
C18 C 0.7685(2) 0.3567(3) 0.5185(7) 0.0209(16) Uani 1 1 d . . . . .
C30 C 0.5295(2) 0.3696(3) 1.1283(8) 0.0202(15) Uani 1 1 d . . . . .
H30 H 0.510282 0.340050 1.178040 0.024 Uiso 1 1 calc R U . . .
C14 C 0.4773(2) 0.2810(3) 0.7244(8) 0.0188(15) Uani 1 1 d . . . . .
C25 C 0.6325(2) 0.3687(3) 0.8502(7) 0.0183(14) Uani 1 1 d . . . . .
C17 C 0.7461(2) 0.3007(3) 0.5587(8) 0.0167(15) Uani 1 1 d . . . . .
C22 C 0.7511(2) 0.4581(3) 0.5757(8) 0.0235(16) Uani 1 1 d . . . . .
H22 H 0.732681 0.487328 0.630963 0.028 Uiso 1 1 calc R U . . .
C28 C 0.5486(2) 0.4725(3) 1.0843(8) 0.0233(16) Uani 1 1 d . . . . .
H28 H 0.541199 0.512270 1.105190 0.028 Uiso 1 1 calc R U . . .
C6 C 0.6252(2) 0.4321(3) 0.3995(8) 0.0219(15) Uani 1 1 d . . . . .
C24 C 0.7012(2) 0.3689(3) 0.6787(8) 0.0186(15) Uani 1 1 d . . . . .
C7 C 0.6456(3) 0.4844(3) 0.3467(8) 0.0264(17) Uani 1 1 d . . . . .
H7 H 0.673942 0.484752 0.280160 0.032 Uiso 1 1 calc R U . . .
C2 C 0.7558(2) 0.3119(3) 0.0380(8) 0.0241(16) Uani 1 1 d . . . . .
H2 H 0.755352 0.353292 0.035661 0.029 Uiso 1 1 calc R U . . .
C15 C 0.4381(2) 0.3121(3) 0.7856(8) 0.0257(17) Uani 1 1 d . . . . .
H15 H 0.437775 0.353514 0.786295 0.031 Uiso 1 1 calc R U . . .
C13 C 0.5232(2) 0.2981(3) 0.6499(7) 0.0191(15) Uani 1 1 d . . . . .
C10 C 0.5612(3) 0.4837(3) 0.5460(8) 0.0214(16) Uani 1 1 d . . . . .
H10 H 0.533079 0.483463 0.613628 0.026 Uiso 1 1 calc R U . . .
C29 C 0.5201(2) 0.4286(3) 1.1548(8) 0.0237(16) Uani 1 1 d . . . . .
H29 H 0.493459 0.439307 1.222902 0.028 Uiso 1 1 calc R U . . .
C33 C 0.4462(4) 0.250000 0.2726(13) 0.034(3) Uani 1 2 d S T P . .
H33A H 0.476573 0.250000 0.337154 0.041 Uiso 1 2 calc R U P . .
H33B H 0.454121 0.250000 0.150202 0.041 Uiso 1 2 calc R U P . .
C1 C 0.7897(2) 0.2804(3) -0.0516(8) 0.0282(18) Uani 1 1 d . . . . .
H1 H 0.813409 0.300733 -0.114467 0.034 Uiso 1 1 calc R U . . .
C21 C 0.7899(2) 0.4731(3) 0.4696(9) 0.0261(17) Uani 1 1 d . . . . .
H21 H 0.797909 0.512859 0.451857 0.031 Uiso 1 1 calc R U . . .
C20 C 0.8165(2) 0.4288(3) 0.3903(8) 0.0242(15) Uani 1 1 d . . . . .
H20 H 0.841862 0.439640 0.316583 0.029 Uiso 1 1 calc R U . . .
C16 C 0.4000(2) 0.2801(3) 0.8448(8) 0.0288(18) Uani 1 1 d . . . . .
H16 H 0.372794 0.300149 0.887219 0.035 Uiso 1 1 calc R U . . .
C8 C 0.6234(3) 0.5359(3) 0.3940(9) 0.0328(18) Uani 1 1 d . . . . .
H8 H 0.636825 0.572296 0.360985 0.039 Uiso 1 1 calc R U . . .
C9 C 0.5807(3) 0.5347(3) 0.4915(9) 0.0311(18) Uani 1 1 d . . . . .
H9 H 0.565315 0.570442 0.519248 0.037 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
Yb01 N3 2.371(5) . ?
Yb01 N3 2.371(5) 7_565 ?
Yb01 N9 2.379(5) . ?
Yb01 N9 2.379(5) 7_565 ?
Yb01 N7 2.384(5) 7_565 ?
Yb01 N7 2.384(5) . ?
Yb01 N1 2.385(7) . ?
Yb01 N5 2.394(7) . ?
Cl C33 1.762(6) . ?
N6 C17 1.323(7) 7_565 ?
N6 C17 1.323(7) . ?
N8 C24 1.343(8) . ?
N8 C25 1.345(8) . ?
N2 C5 1.340(8) . ?
N2 C4 1.342(8) . ?
N3 C5 1.361(8) . ?
N3 C12 1.387(8) . ?
N4 C12 1.324(8) . ?
N4 C13 1.345(8) . ?
N10 C32 1.317(7) . ?
N10 C32 1.317(7) 7_565 ?
N7 C24 1.357(8) . ?
N7 C17 1.388(8) . ?
N9 C25 1.362(8) . ?
N9 C32 1.392(8) . ?
N5 C13 1.367(7) . ?
N5 C13 1.367(7) 7_565 ?
C3 C2 1.384(9) . ?
C3 C3 1.404(13) 7_565 ?
C3 C4 1.472(8) . ?
C26 C27 1.390(9) . ?
C26 C31 1.395(9) . ?
C26 C25 1.470(9) . ?
C4 N1 1.362(7) . ?
C31 C30 1.388(9) . ?
C31 C32 1.455(9) . ?
C12 C11 1.463(9) . ?
C27 C28 1.387(9) . ?
C27 H27 0.9500 . ?
C23 C22 1.377(10) . ?
C23 C18 1.395(9) . ?
C23 C24 1.470(9) . ?
C5 C6 1.472(9) . ?
C11 C10 1.390(9) . ?
C11 C6 1.405(9) . ?
C19 C20 1.376(9) . ?
C19 C18 1.392(9) . ?
C19 H19 0.9500 . ?
C18 C17 1.464(9) . ?
C30 C29 1.391(9) . ?
C30 H30 0.9500 . ?
C14 C15 1.393(9) . ?
C14 C14 1.419(13) 7_565 ?
C14 C13 1.465(9) . ?
C22 C21 1.410(9) . ?
C22 H22 0.9500 . ?
C28 C29 1.400(10) . ?
C28 H28 0.9500 . ?
C6 C7 1.391(10) . ?
C7 C8 1.385(10) . ?
C7 H7 0.9500 . ?
C2 C1 1.384(9) . ?
C2 H2 0.9500 . ?
C15 C16 1.374(10) . ?
C15 H15 0.9500 . ?
C10 C9 1.359(10) . ?
C10 H10 0.9500 . ?
C29 H29 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C1 C1 1.395(15) 7_565 ?
C1 H1 0.9500 . ?
C21 C20 1.404(10) . ?
C21 H21 0.9500 . ?
C20 H20 0.9500 . ?
C16 C16 1.381(15) 7_565 ?
C16 H16 0.9500 . ?
C8 C9 1.421(10) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?

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
N3 Yb01 N3 111.6(3) . 7_565 ?
N3 Yb01 N9 81.05(17) . . ?
N3 Yb01 N9 143.60(18) 7_565 . ?
N3 Yb01 N9 143.60(18) . 7_565 ?
N3 Yb01 N9 81.05(17) 7_565 7_565 ?
N9 Yb01 N9 71.0(3) . 7_565 ?
N3 Yb01 N7 143.07(18) . 7_565 ?
N3 Yb01 N7 80.37(18) 7_565 7_565 ?
N9 Yb01 N7 110.45(17) . 7_565 ?
N9 Yb01 N7 70.80(17) 7_565 7_565 ?
N3 Yb01 N7 80.37(18) . . ?
N3 Yb01 N7 143.08(18) 7_565 . ?
N9 Yb01 N7 70.80(17) . . ?
N9 Yb01 N7 110.46(17) 7_565 . ?
N7 Yb01 N7 71.5(3) 7_565 . ?
N3 Yb01 N1 71.08(15) . . ?
N3 Yb01 N1 71.08(15) 7_565 . ?
N9 Yb01 N1 143.32(14) . . ?
N9 Yb01 N1 143.32(13) 7_565 . ?
N7 Yb01 N1 81.21(18) 7_565 . ?
N7 Yb01 N1 81.21(18) . . ?
N3 Yb01 N5 71.52(15) . . ?
N3 Yb01 N5 71.52(15) 7_565 . ?
N9 Yb01 N5 81.52(18) . . ?
N9 Yb01 N5 81.52(18) 7_565 . ?
N7 Yb01 N5 143.16(13) 7_565 . ?
N7 Yb01 N5 143.16(13) . . ?
N1 Yb01 N5 110.4(2) . . ?
C17 N6 C17 122.9(8) 7_565 . ?
C24 N8 C25 121.7(6) . . ?
C5 N2 C4 121.2(5) . . ?
C5 N3 C12 107.5(6) . . ?
C5 N3 Yb01 122.4(4) . . ?
C12 N3 Yb01 122.2(4) . . ?
C12 N4 C13 122.7(6) . . ?
C32 N10 C32 123.1(8) . 7_565 ?
C24 N7 C17 107.7(5) . . ?
C24 N7 Yb01 123.3(4) . . ?
C17 N7 Yb01 121.1(4) . . ?
C25 N9 C32 107.4(5) . . ?
C25 N9 Yb01 122.6(4) . . ?
C32 N9 Yb01 121.4(4) . . ?
C13 N5 C13 107.6(7) . 7_565 ?
C13 N5 Yb01 123.4(4) . . ?
C13 N5 Yb01 123.4(4) 7_565 . ?
C2 C3 C3 121.1(4) . 7_565 ?
C2 C3 C4 133.1(6) . . ?
C3 C3 C4 105.6(4) 7_565 . ?
C27 C26 C31 121.0(6) . . ?
C27 C26 C25 133.2(6) . . ?
C31 C26 C25 105.7(6) . . ?
N2 C4 N1 128.5(6) . . ?
N2 C4 C3 120.9(6) . . ?
N1 C4 C3 110.6(6) . . ?
C4 N1 C4 107.4(8) . 7_565 ?
C4 N1 Yb01 122.9(4) . . ?
C4 N1 Yb01 122.9(4) 7_565 . ?
C30 C31 C26 121.7(6) . . ?
C30 C31 C32 131.2(6) . . ?
C26 C31 C32 107.0(6) . . ?
N4 C12 N3 127.7(6) . . ?
N4 C12 C11 122.8(6) . . ?
N3 C12 C11 109.5(5) . . ?
C28 C27 C26 118.0(6) . . ?
C28 C27 H27 121.0 . . ?
C26 C27 H27 121.0 . . ?
C22 C23 C18 121.5(6) . . ?
C22 C23 C24 132.6(7) . . ?
C18 C23 C24 105.7(6) . . ?
N2 C5 N3 128.2(6) . . ?
N2 C5 C6 121.2(6) . . ?
N3 C5 C6 110.6(6) . . ?
C10 C11 C6 121.1(6) . . ?
C10 C11 C12 132.1(6) . . ?
C6 C11 C12 106.7(6) . . ?
C20 C19 C18 116.7(6) . . ?
C20 C19 H19 121.7 . . ?
C18 C19 H19 121.7 . . ?
N10 C32 N9 127.6(6) . . ?
N10 C32 C31 123.0(6) . . ?
N9 C32 C31 109.4(5) . . ?
C19 C18 C23 121.8(7) . . ?
C19 C18 C17 131.3(6) . . ?
C23 C18 C17 106.8(6) . . ?
C31 C30 C29 116.8(6) . . ?
C31 C30 H30 121.6 . . ?
C29 C30 H30 121.6 . . ?
C15 C14 C14 120.8(4) . 7_565 ?
C15 C14 C13 133.6(7) . . ?
C14 C14 C13 105.6(4) 7_565 . ?
N8 C25 N9 127.9(6) . . ?
N8 C25 C26 121.7(6) . . ?
N9 C25 C26 110.4(5) . . ?
N6 C17 N7 128.0(6) . . ?
N6 C17 C18 122.9(6) . . ?
N7 C17 C18 109.1(6) . . ?
C23 C22 C21 117.6(7) . . ?
C23 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
C27 C28 C29 120.5(7) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C7 C6 C11 120.7(6) . . ?
C7 C6 C5 133.9(6) . . ?
C11 C6 C5 105.4(6) . . ?
N8 C24 N7 127.8(6) . . ?
N8 C24 C23 121.8(6) . . ?
N7 C24 C23 110.5(6) . . ?
C8 C7 C6 118.0(7) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
C1 C2 C3 117.5(7) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
C16 C15 C14 117.0(7) . . ?
C16 C15 H15 121.5 . . ?
C14 C15 H15 121.5 . . ?
N4 C13 N5 128.0(6) . . ?
N4 C13 C14 121.4(6) . . ?
N5 C13 C14 110.5(6) . . ?
C9 C10 C11 118.1(7) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C30 C29 C28 122.0(6) . . ?
C30 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
Cl C33 Cl 111.7(6) 7_565 . ?
Cl C33 H33A 109.3 7_565 . ?
Cl C33 H33A 109.3 . . ?
Cl C33 H33B 109.3 7_565 . ?
Cl C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C2 C1 C1 121.4(4) . 7_565 ?
C2 C1 H1 119.3 . . ?
C1 C1 H1 119.3 7_565 . ?
C20 C21 C22 119.7(7) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C19 C20 C21 122.6(6) . . ?
C19 C20 H20 118.7 . . ?
C21 C20 H20 118.7 . . ?
C15 C16 C16 122.2(4) . 7_565 ?
C15 C16 H16 118.9 . . ?
C16 C16 H16 118.9 7_565 . ?
C7 C8 C9 120.4(7) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 121.6(7) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?

_refine_diff_density_max         2.443
_refine_diff_density_min         -1.853
_refine_diff_density_rms         0.168

####################################################################### 
# 
# 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_TbPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2108638'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-08 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'(phthalocyaninato)-(phthalocyaninato-radical) terbium (III)'
_chemical_name_common            'bis(phthalocyaninato) Tb(III)'
_chemical_formula_moiety         'C64 H32 N16 Tb'
_chemical_formula_sum            'C64 H32 N16 Tb'
_exptl_crystal_recrystallization_method 'slow evaporation from CHCl3'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      101(2)
_chemical_formula_weight         1183.97

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.8136(6)
_cell_length_b                   10.5756(7)
_cell_length_c                   50.713(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4726.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    8092
_cell_measurement_theta_min      4.691
_cell_measurement_theta_max      60.927
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             2372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.917
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.123
_exptl_absorpt_coefficient_mu    1.563
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6173
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            109352
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -72
_diffrn_reflns_limit_l_max       72
_diffrn_reflns_theta_min         1.967
_diffrn_reflns_theta_max         30.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             14410
_reflns_number_gt                13340
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_max     0.999
_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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano. Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+10.0464P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 5040 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.017(4)
_refine_ls_number_reflns         14410
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.0832
_refine_ls_wR_factor_gt          0.0815
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.184
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
Tb01 Tb 0.28892(3) 0.57098(2) 0.62420(2) 0.01228(5) Uani 1 1 d . . . . .
C1 C 0.3916(7) 0.8732(5) 0.63104(11) 0.0170(12) Uani 1 1 d . . . . .
N1 N 0.3209(6) 0.7760(5) 0.64398(9) 0.0158(11) Uani 1 1 d . . . . .
N2 N 0.2951(7) 0.7211(4) 0.69022(9) 0.0183(9) Uani 1 1 d . . . . .
C2 C 0.4783(7) 0.9511(5) 0.64988(12) 0.0183(12) Uani 1 1 d . . . . .
N3 N 0.1347(5) 0.5861(5) 0.66330(9) 0.0154(10) Uani 1 1 d . . . . .
C3 C 0.5729(7) 1.0523(6) 0.64690(12) 0.0249(14) Uani 1 1 d . . . . .
H3 H 0.590584 1.088277 0.630009 0.030 Uiso 1 1 calc R U . . .
N4 N -0.0646(5) 0.4357(5) 0.65271(9) 0.0178(9) Uani 1 1 d . . . . .
C4 C 0.6428(9) 1.1015(6) 0.66938(14) 0.0313(17) Uani 1 1 d . . . . .
H4 H 0.710480 1.170991 0.667779 0.038 Uiso 1 1 calc R U . . .
N5 N 0.0273(6) 0.5398(4) 0.61303(9) 0.0164(10) Uani 1 1 d . . . . .
C5 C 0.6143(8) 1.0499(6) 0.69397(13) 0.0282(15) Uani 1 1 d . . . . .
H5 H 0.660885 1.086428 0.709045 0.034 Uiso 1 1 calc R U . . .
N6 N 0.0272(6) 0.6133(5) 0.56770(10) 0.0166(10) Uani 1 1 d . . . . .
C6 C 0.5195(7) 0.9463(6) 0.69719(11) 0.0208(13) Uani 1 1 d . . . . .
H6 H 0.501584 0.910418 0.714072 0.025 Uiso 1 1 calc R U . . .
N7 N 0.2100(7) 0.7327(4) 0.59351(9) 0.0156(9) Uani 1 1 d . . . . .
C7 C 0.4519(7) 0.8974(5) 0.67463(12) 0.0187(12) Uani 1 1 d . . . . .
N9 N 0.5275(6) 0.6178(5) 0.60352(9) 0.0150(10) Uani 1 1 d . . . . .
C9 C 0.1947(7) 0.6283(5) 0.68676(11) 0.0181(12) Uani 1 1 d . . . . .
N8 N 0.3811(6) 0.9036(4) 0.60555(10) 0.0163(10) Uani 1 1 d . . . . .
C8 C 0.3491(7) 0.7903(6) 0.67029(12) 0.0184(12) Uani 1 1 d . . . . .
C10 C 0.1316(6) 0.5565(6) 0.70860(11) 0.0172(11) Uani 1 1 d . . . . .
N10 N 0.6744(5) 0.6845(5) 0.64190(9) 0.0175(11) Uani 1 1 d . . . . .
C11 C 0.1626(7) 0.5570(7) 0.73556(11) 0.0225(13) Uani 1 1 d . . . . .
H11 H 0.232923 0.615001 0.742997 0.027 Uiso 1 1 calc R U . . .
N11 N 0.4941(5) 0.5218(5) 0.65441(9) 0.0150(10) Uani 1 1 d . . . . .
N12 N 0.3744(6) 0.3611(5) 0.68095(9) 0.0170(10) Uani 1 1 d . . . . .
C12 C 0.0875(7) 0.4701(7) 0.75094(13) 0.0273(15) Uani 1 1 d . . . . .
H12 H 0.108455 0.467075 0.769306 0.033 Uiso 1 1 calc R U . . .
C13 C -0.0184(8) 0.3865(6) 0.74040(12) 0.0241(14) Uani 1 1 d . . . . .
H13 H -0.070007 0.329302 0.751715 0.029 Uiso 1 1 calc R U . . .
N13 N 0.2827(7) 0.3492(4) 0.63573(8) 0.0156(9) Uani 1 1 d . . . . .
C14 C -0.0497(7) 0.3858(6) 0.71343(12) 0.0218(13) Uani 1 1 d . . . . .
H14 H -0.120798 0.328300 0.706041 0.026 Uiso 1 1 calc R U . . .
N14 N 0.1707(5) 0.2580(5) 0.59645(9) 0.0157(10) Uani 1 1 d . . . . .
C15 C 0.0270(7) 0.4719(6) 0.69794(12) 0.0170(12) Uani 1 1 d . . . . .
N15 N 0.3169(5) 0.4466(4) 0.58485(8) 0.0131(10) Uani 1 1 d . . . . .
C16 C 0.0287(7) 0.4948(6) 0.66913(11) 0.0165(12) Uani 1 1 d . . . . .
N16 N 0.4574(5) 0.5928(5) 0.55753(9) 0.0152(10) Uani 1 1 d . . . . .
C18 C -0.1780(6) 0.4027(5) 0.60910(11) 0.0165(12) Uani 1 1 d . . . . .
C17 C -0.0677(6) 0.4607(5) 0.62690(12) 0.0147(11) Uani 1 1 d . . . . .
C19 C -0.2935(8) 0.3182(5) 0.61292(11) 0.0227(12) Uani 1 1 d . . . . .
H19 H -0.318174 0.288596 0.630072 0.027 Uiso 1 1 calc R U . . .
C20 C -0.3737(7) 0.2770(6) 0.59082(13) 0.0241(13) Uani 1 1 d . . . . .
H20 H -0.451996 0.216018 0.592913 0.029 Uiso 1 1 calc R U . . .
C22 C -0.2272(7) 0.4119(5) 0.56187(11) 0.0193(12) Uani 1 1 d . . . . .
H22 H -0.205097 0.443831 0.544788 0.023 Uiso 1 1 calc R U . . .
C21 C -0.3414(7) 0.3231(6) 0.56589(13) 0.0236(14) Uani 1 1 d . . . . .
H21 H -0.398464 0.293651 0.551230 0.028 Uiso 1 1 calc R U . . .
C23 C -0.1471(6) 0.4517(5) 0.58382(11) 0.0156(11) Uani 1 1 d . . . . .
C26 C 0.1728(7) 0.7922(6) 0.54999(12) 0.0185(13) Uani 1 1 d . . . . .
C25 C 0.1310(7) 0.7048(6) 0.57115(11) 0.0177(12) Uani 1 1 d . . . . .
C24 C -0.0216(7) 0.5410(5) 0.58732(12) 0.0155(12) Uani 1 1 d . . . . .
C27 C 0.1299(8) 0.8015(6) 0.52372(12) 0.0243(14) Uani 1 1 d . . . . .
H27 H 0.058379 0.744645 0.516251 0.029 Uiso 1 1 calc R U . . .
C29 C 0.2990(9) 0.9804(6) 0.51969(12) 0.0281(14) Uani 1 1 d . . . . .
H29 H 0.343011 1.043871 0.508863 0.034 Uiso 1 1 calc R U . . .
C30 C 0.3410(7) 0.9737(6) 0.54639(12) 0.0214(13) Uani 1 1 d . . . . .
H30 H 0.410870 1.031685 0.553972 0.026 Uiso 1 1 calc R U . . .
C31 C 0.2751(8) 0.8781(5) 0.56100(11) 0.0179(12) Uani 1 1 d . . . . .
C32 C 0.2938(8) 0.8401(5) 0.58879(11) 0.0162(11) Uani 1 1 d . . . . .
C33 C 0.5367(7) 0.6458(6) 0.57702(11) 0.0142(11) Uani 1 1 d . . . . .
C34 C 0.6519(7) 0.7435(6) 0.57259(12) 0.0177(12) Uani 1 1 d . . . . .
C35 C 0.6956(8) 0.8107(6) 0.55044(12) 0.0212(12) Uani 1 1 d . . . . .
H35 H 0.652812 0.794195 0.533598 0.025 Uiso 1 1 calc R U . . .
C36 C 0.8052(8) 0.9034(6) 0.55408(11) 0.0246(14) Uani 1 1 d . . . . .
H36 H 0.837929 0.951148 0.539264 0.030 Uiso 1 1 calc R U . . .
C37 C 0.8689(8) 0.9290(8) 0.57854(13) 0.0310(15) Uani 1 1 d . . . . .
H37 H 0.942023 0.994505 0.580196 0.037 Uiso 1 1 calc R U . . .
C38 C 0.8261(7) 0.8591(6) 0.60083(12) 0.0248(14) Uani 1 1 d . . . . .
H38 H 0.870984 0.874068 0.617578 0.030 Uiso 1 1 calc R U . . .
C39 C 0.7164(8) 0.7679(5) 0.59744(10) 0.0187(11) Uani 1 1 d . . . . .
C40 C 0.6380(7) 0.6862(6) 0.61613(11) 0.0157(12) Uani 1 1 d . . . . .
C41 C 0.6076(7) 0.6083(6) 0.65888(11) 0.0167(12) Uani 1 1 d . . . . .
C42 C 0.6490(7) 0.6048(5) 0.68721(11) 0.0179(12) Uani 1 1 d . . . . .
C43 C 0.7451(6) 0.6797(6) 0.70230(12) 0.0221(14) Uani 1 1 d . . . . .
H43 H 0.806985 0.742995 0.694496 0.027 Uiso 1 1 calc R U . . .
C44 C 0.7468(7) 0.6578(6) 0.72938(12) 0.0244(15) Uani 1 1 d . . . . .
H44 H 0.808552 0.708846 0.740435 0.029 Uiso 1 1 calc R U . . .
C45 C 0.6595(7) 0.5625(8) 0.74043(12) 0.0292(14) Uani 1 1 d . . . . .
H45 H 0.664470 0.549191 0.758942 0.035 Uiso 1 1 calc R U . . .
C46 C 0.5649(7) 0.4856(6) 0.72547(12) 0.0240(14) Uani 1 1 d . . . . .
H46 H 0.506115 0.420161 0.733227 0.029 Uiso 1 1 calc R U . . .
C47 C 0.5611(7) 0.5098(6) 0.69851(12) 0.0187(13) Uani 1 1 d . . . . .
C48 C 0.4676(7) 0.4581(5) 0.67724(11) 0.0157(12) Uani 1 1 d . . . . .
C49 C 0.2936(8) 0.3114(5) 0.66160(11) 0.0154(11) Uani 1 1 d . . . . .
C50 C 0.2056(8) 0.1936(5) 0.66518(11) 0.0162(11) Uani 1 1 d . . . . .
C51 C 0.1801(7) 0.1190(6) 0.68708(12) 0.0185(13) Uani 1 1 d . . . . .
H51 H 0.218195 0.142231 0.703927 0.022 Uiso 1 1 calc R U . . .
C52 C 0.0971(7) 0.0093(6) 0.68360(13) 0.0240(14) Uani 1 1 d . . . . .
H52 H 0.077614 -0.043783 0.698318 0.029 Uiso 1 1 calc R U . . .
C53 C 0.0421(8) -0.0244(7) 0.65906(14) 0.0310(16) Uani 1 1 d . . . . .
H53 H -0.014443 -0.100398 0.657235 0.037 Uiso 1 1 calc R U . . .
C54 C 0.0679(8) 0.0510(7) 0.63690(12) 0.0262(15) Uani 1 1 d . . . . .
H54 H 0.030359 0.027616 0.620033 0.031 Uiso 1 1 calc R U . . .
C55 C 0.1500(7) 0.1604(6) 0.64044(11) 0.0166(12) Uani 1 1 d . . . . .
C56 C 0.2004(6) 0.2602(4) 0.62224(12) 0.0148(10) Uani 1 1 d . . . . .
C57 C 0.2270(7) 0.3429(5) 0.57965(11) 0.0170(11) Uani 1 1 d . . . . .
C58 C 0.2001(8) 0.3334(5) 0.55107(11) 0.0161(11) Uani 1 1 d . . . . .
C59 C 0.1118(8) 0.2537(6) 0.53607(12) 0.0227(13) Uani 1 1 d . . . . .
H59 H 0.055432 0.186834 0.543847 0.027 Uiso 1 1 calc R U . . .
C60 C 0.1086(8) 0.2756(7) 0.50901(13) 0.0274(15) Uani 1 1 d . . . . .
H60 H 0.047916 0.223001 0.498071 0.033 Uiso 1 1 calc R U . . .
C61 C 0.1926(9) 0.3729(6) 0.49764(12) 0.0291(15) Uani 1 1 d . . . . .
H61 H 0.187508 0.385199 0.479107 0.035 Uiso 1 1 calc R U . . .
C62 C 0.2843(8) 0.4531(5) 0.51278(11) 0.0211(12) Uani 1 1 d . . . . .
H62 H 0.341811 0.519245 0.504984 0.025 Uiso 1 1 calc R U . . .
C63 C 0.2867(7) 0.4309(6) 0.53977(9) 0.0182(10) Uani 1 1 d . . . . .
C64 C 0.3602(7) 0.4978(5) 0.56126(11) 0.0160(11) Uani 1 1 d . . . . .
C28 C 0.1955(9) 0.8973(6) 0.50870(12) 0.0271(14) Uani 1 1 d . . . . .
H28 H 0.168763 0.905770 0.490642 0.032 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
Tb01 N5 2.397(5) . ?
Tb01 N9 2.401(5) . ?
Tb01 N15 2.403(4) . ?
Tb01 N1 2.405(5) . ?
Tb01 N3 2.409(5) . ?
Tb01 N7 2.415(5) . ?
Tb01 N13 2.418(5) . ?
Tb01 N11 2.427(5) . ?
C1 N8 1.335(7) . ?
C1 N1 1.371(7) . ?
C1 C2 1.475(8) . ?
N1 C8 1.366(7) . ?
N2 C9 1.332(8) . ?
N2 C8 1.335(8) . ?
C2 C3 1.365(9) . ?
C2 C7 1.397(8) . ?
N3 C16 1.376(8) . ?
N3 C9 1.377(7) . ?
C3 C4 1.396(9) . ?
C3 H3 0.9500 . ?
N4 C16 1.327(8) . ?
N4 C17 1.336(7) . ?
C4 C5 1.384(9) . ?
C4 H4 0.9500 . ?
N5 C24 1.374(7) . ?
N5 C17 1.377(7) . ?
C5 C6 1.387(9) . ?
C5 H5 0.9500 . ?
N6 C24 1.326(7) . ?
N6 C25 1.342(8) . ?
C6 C7 1.390(8) . ?
C6 H6 0.9500 . ?
N7 C25 1.363(7) . ?
N7 C32 1.376(8) . ?
C7 C8 1.467(8) . ?
N9 C40 1.371(8) . ?
N9 C33 1.379(7) . ?
C9 C10 1.454(8) . ?
N8 C32 1.329(8) . ?
C10 C15 1.393(9) . ?
C10 C11 1.394(8) . ?
N10 C41 1.318(7) . ?
N10 C40 1.346(7) . ?
C11 C12 1.375(9) . ?
C11 H11 0.9500 . ?
N11 C48 1.360(7) . ?
N11 C41 1.374(7) . ?
N12 C49 1.322(7) . ?
N12 C48 1.327(8) . ?
C12 C13 1.392(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(8) . ?
C13 H13 0.9500 . ?
N13 C56 1.371(7) . ?
N13 C49 1.375(7) . ?
C14 C15 1.380(9) . ?
C14 H14 0.9500 . ?
N14 C57 1.334(7) . ?
N14 C56 1.334(7) . ?
C15 C16 1.481(8) . ?
N15 C64 1.368(7) . ?
N15 C57 1.378(8) . ?
N16 C33 1.334(7) . ?
N16 C64 1.334(8) . ?
C18 C19 1.368(9) . ?
C18 C23 1.409(8) . ?
C18 C17 1.462(8) . ?
C19 C20 1.395(9) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(9) . ?
C20 H20 0.9500 . ?
C22 C23 1.383(8) . ?
C22 C21 1.392(9) . ?
C22 H22 0.9500 . ?
C21 H21 0.9500 . ?
C23 C24 1.465(8) . ?
C26 C27 1.388(8) . ?
C26 C31 1.396(9) . ?
C26 C25 1.463(8) . ?
C27 C28 1.393(9) . ?
C27 H27 0.9500 . ?
C29 C28 1.384(10) . ?
C29 C30 1.406(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.382(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.474(7) . ?
C33 C34 1.466(8) . ?
C34 C35 1.384(8) . ?
C34 C39 1.406(8) . ?
C35 C36 1.389(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.388(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.402(9) . ?
C37 H37 0.9500 . ?
C38 C39 1.377(9) . ?
C38 H38 0.9500 . ?
C39 C40 1.456(8) . ?
C41 C42 1.483(8) . ?
C42 C43 1.389(8) . ?
C42 C47 1.392(8) . ?
C43 C44 1.393(8) . ?
C43 H43 0.9500 . ?
C44 C45 1.386(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.389(9) . ?
C45 H45 0.9500 . ?
C46 C47 1.392(8) . ?
C46 H46 0.9500 . ?
C47 C48 1.463(8) . ?
C49 C50 1.478(8) . ?
C50 C51 1.381(8) . ?
C50 C55 1.391(8) . ?
C51 C52 1.383(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.382(10) . ?
C52 H52 0.9500 . ?
C53 C54 1.397(9) . ?
C53 H53 0.9500 . ?
C54 C55 1.377(9) . ?
C54 H54 0.9500 . ?
C55 C56 1.471(8) . ?
C57 C58 1.473(7) . ?
C58 C59 1.376(8) . ?
C58 C63 1.406(9) . ?
C59 C60 1.392(9) . ?
C59 H59 0.9500 . ?
C60 C61 1.393(9) . ?
C60 H60 0.9500 . ?
C61 C62 1.401(9) . ?
C61 H61 0.9500 . ?
C62 C63 1.389(7) . ?
C62 H62 0.9500 . ?
C63 C64 1.451(8) . ?
C28 H28 0.9500 . ?

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
N5 Tb01 N9 140.13(16) . . ?
N5 Tb01 N15 80.05(15) . . ?
N9 Tb01 N15 70.15(16) . . ?
N5 Tb01 N1 109.58(16) . . ?
N9 Tb01 N1 83.90(16) . . ?
N15 Tb01 N1 145.88(16) . . ?
N5 Tb01 N3 70.17(16) . . ?
N9 Tb01 N3 147.11(16) . . ?
N15 Tb01 N3 141.05(17) . . ?
N1 Tb01 N3 70.30(17) . . ?
N5 Tb01 N7 70.60(17) . . ?
N9 Tb01 N7 79.91(18) . . ?
N15 Tb01 N7 83.22(15) . . ?
N1 Tb01 N7 70.39(15) . . ?
N3 Tb01 N7 108.71(17) . . ?
N5 Tb01 N13 84.38(18) . . ?
N9 Tb01 N13 109.00(18) . . ?
N15 Tb01 N13 70.85(15) . . ?
N1 Tb01 N13 140.90(16) . . ?
N3 Tb01 N13 81.53(17) . . ?
N7 Tb01 N13 146.75(16) . . ?
N5 Tb01 N11 146.79(16) . . ?
N9 Tb01 N11 70.57(16) . . ?
N15 Tb01 N11 109.31(15) . . ?
N1 Tb01 N11 80.93(16) . . ?
N3 Tb01 N11 85.14(16) . . ?
N7 Tb01 N11 140.66(18) . . ?
N13 Tb01 N11 69.90(17) . . ?
N8 C1 N1 127.8(5) . . ?
N8 C1 C2 121.9(5) . . ?
N1 C1 C2 110.2(5) . . ?
C8 N1 C1 107.6(5) . . ?
C8 N1 Tb01 121.9(4) . . ?
C1 N1 Tb01 122.0(4) . . ?
C9 N2 C8 122.7(5) . . ?
C3 C2 C7 121.3(6) . . ?
C3 C2 C1 133.0(6) . . ?
C7 C2 C1 105.6(5) . . ?
C16 N3 C9 107.6(5) . . ?
C16 N3 Tb01 120.9(4) . . ?
C9 N3 Tb01 121.0(4) . . ?
C2 C3 C4 118.1(6) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C16 N4 C17 122.3(5) . . ?
C5 C4 C3 120.6(6) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C24 N5 C17 107.4(5) . . ?
C24 N5 Tb01 121.7(4) . . ?
C17 N5 Tb01 123.2(4) . . ?
C4 C5 C6 121.8(6) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C24 N6 C25 122.6(5) . . ?
C5 C6 C7 117.1(6) . . ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C25 N7 C32 107.9(5) . . ?
C25 N7 Tb01 122.0(4) . . ?
C32 N7 Tb01 122.8(4) . . ?
C6 C7 C2 121.1(6) . . ?
C6 C7 C8 132.5(6) . . ?
C2 C7 C8 106.4(5) . . ?
C40 N9 C33 107.4(5) . . ?
C40 N9 Tb01 121.8(4) . . ?
C33 N9 Tb01 121.4(4) . . ?
N2 C9 N3 127.4(5) . . ?
N2 C9 C10 122.6(5) . . ?
N3 C9 C10 110.0(5) . . ?
C32 N8 C1 122.5(5) . . ?
N2 C8 N1 127.8(6) . . ?
N2 C8 C7 122.0(5) . . ?
N1 C8 C7 110.2(5) . . ?
C15 C10 C11 120.9(6) . . ?
C15 C10 C9 107.0(5) . . ?
C11 C10 C9 132.1(6) . . ?
C41 N10 C40 122.4(5) . . ?
C12 C11 C10 117.3(6) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C48 N11 C41 108.3(5) . . ?
C48 N11 Tb01 121.1(4) . . ?
C41 N11 Tb01 120.3(4) . . ?
C49 N12 C48 122.4(5) . . ?
C11 C12 C13 121.9(6) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C14 120.8(6) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C56 N13 C49 108.2(5) . . ?
C56 N13 Tb01 123.9(4) . . ?
C49 N13 Tb01 120.8(3) . . ?
C15 C14 C13 117.2(6) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C57 N14 C56 122.8(5) . . ?
C14 C15 C10 121.8(6) . . ?
C14 C15 C16 132.4(6) . . ?
C10 C15 C16 105.7(5) . . ?
C64 N15 C57 107.9(5) . . ?
C64 N15 Tb01 122.6(4) . . ?
C57 N15 Tb01 122.4(3) . . ?
N4 C16 N3 128.1(5) . . ?
N4 C16 C15 122.4(6) . . ?
N3 C16 C15 109.5(5) . . ?
C33 N16 C64 123.2(5) . . ?
C19 C18 C23 120.8(5) . . ?
C19 C18 C17 133.0(5) . . ?
C23 C18 C17 106.2(5) . . ?
N4 C17 N5 127.5(5) . . ?
N4 C17 C18 122.4(5) . . ?
N5 C17 C18 110.1(5) . . ?
C18 C19 C20 117.9(6) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 H19 121.1 . . ?
C21 C20 C19 121.2(6) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C23 C22 C21 117.2(5) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C20 C21 C22 121.3(6) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C22 C23 C18 121.4(5) . . ?
C22 C23 C24 132.7(5) . . ?
C18 C23 C24 105.8(5) . . ?
C27 C26 C31 120.9(6) . . ?
C27 C26 C25 132.9(6) . . ?
C31 C26 C25 106.3(5) . . ?
N6 C25 N7 127.7(5) . . ?
N6 C25 C26 122.1(5) . . ?
N7 C25 C26 110.2(5) . . ?
N6 C24 N5 128.0(5) . . ?
N6 C24 C23 121.7(5) . . ?
N5 C24 C23 110.2(5) . . ?
C26 C27 C28 117.6(6) . . ?
C26 C27 H27 121.2 . . ?
C28 C27 H27 121.2 . . ?
C28 C29 C30 122.0(6) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 H29 119.0 . . ?
C31 C30 C29 116.3(6) . . ?
C31 C30 H30 121.9 . . ?
C29 C30 H30 121.9 . . ?
C30 C31 C26 122.2(5) . . ?
C30 C31 C32 131.6(6) . . ?
C26 C31 C32 106.1(5) . . ?
N8 C32 N7 128.1(5) . . ?
N8 C32 C31 122.6(6) . . ?
N7 C32 C31 109.3(5) . . ?
N16 C33 N9 127.0(5) . . ?
N16 C33 C34 123.1(5) . . ?
N9 C33 C34 110.0(5) . . ?
C35 C34 C39 121.4(6) . . ?
C35 C34 C33 132.8(6) . . ?
C39 C34 C33 105.8(5) . . ?
C34 C35 C36 116.6(6) . . ?
C34 C35 H35 121.7 . . ?
C36 C35 H35 121.7 . . ?
C37 C36 C35 122.5(6) . . ?
C37 C36 H36 118.7 . . ?
C35 C36 H36 118.7 . . ?
C36 C37 C38 120.6(6) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C39 C38 C37 117.2(6) . . ?
C39 C38 H38 121.4 . . ?
C37 C38 H38 121.4 . . ?
C38 C39 C34 121.6(5) . . ?
C38 C39 C40 131.9(6) . . ?
C34 C39 C40 106.4(6) . . ?
N10 C40 N9 127.9(5) . . ?
N10 C40 C39 121.8(6) . . ?
N9 C40 C39 110.3(5) . . ?
N10 C41 N11 128.6(5) . . ?
N10 C41 C42 122.6(5) . . ?
N11 C41 C42 108.8(5) . . ?
C43 C42 C47 121.6(6) . . ?
C43 C42 C41 132.0(6) . . ?
C47 C42 C41 106.3(5) . . ?
C42 C43 C44 117.1(6) . . ?
C42 C43 H43 121.5 . . ?
C44 C43 H43 121.5 . . ?
C45 C44 C43 120.9(6) . . ?
C45 C44 H44 119.5 . . ?
C43 C44 H44 119.5 . . ?
C44 C45 C46 122.5(6) . . ?
C44 C45 H45 118.7 . . ?
C46 C45 H45 118.7 . . ?
C45 C46 C47 116.3(6) . . ?
C45 C46 H46 121.8 . . ?
C47 C46 H46 121.8 . . ?
C46 C47 C42 121.6(6) . . ?
C46 C47 C48 132.0(6) . . ?
C42 C47 C48 106.2(5) . . ?
N12 C48 N11 127.6(5) . . ?
N12 C48 C47 122.2(5) . . ?
N11 C48 C47 110.2(5) . . ?
N12 C49 N13 129.0(6) . . ?
N12 C49 C50 121.8(5) . . ?
N13 C49 C50 109.0(5) . . ?
C51 C50 C55 121.6(6) . . ?
C51 C50 C49 131.7(5) . . ?
C55 C50 C49 106.7(5) . . ?
C50 C51 C52 117.5(6) . . ?
C50 C51 H51 121.2 . . ?
C52 C51 H51 121.2 . . ?
C53 C52 C51 121.2(6) . . ?
C53 C52 H52 119.4 . . ?
C51 C52 H52 119.4 . . ?
C52 C53 C54 121.3(6) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 H53 119.3 . . ?
C55 C54 C53 117.4(6) . . ?
C55 C54 H54 121.3 . . ?
C53 C54 H54 121.3 . . ?
C54 C55 C50 121.0(6) . . ?
C54 C55 C56 132.9(6) . . ?
C50 C55 C56 106.1(5) . . ?
N14 C56 N13 127.2(5) . . ?
N14 C56 C55 122.9(5) . . ?
N13 C56 C55 109.8(5) . . ?
N14 C57 N15 128.9(5) . . ?
N14 C57 C58 121.5(5) . . ?
N15 C57 C58 109.6(5) . . ?
C59 C58 C63 122.1(5) . . ?
C59 C58 C57 132.6(6) . . ?
C63 C58 C57 105.3(5) . . ?
C58 C59 C60 117.1(6) . . ?
C58 C59 H59 121.5 . . ?
C60 C59 H59 121.5 . . ?
C59 C60 C61 121.3(6) . . ?
C59 C60 H60 119.3 . . ?
C61 C60 H60 119.3 . . ?
C60 C61 C62 121.8(6) . . ?
C60 C61 H61 119.1 . . ?
C62 C61 H61 119.1 . . ?
C63 C62 C61 116.5(6) . . ?
C63 C62 H62 121.7 . . ?
C61 C62 H62 121.7 . . ?
C62 C63 C58 121.1(6) . . ?
C62 C63 C64 131.6(6) . . ?
C58 C63 C64 107.1(5) . . ?
N16 C64 N15 127.0(5) . . ?
N16 C64 C63 123.2(5) . . ?
N15 C64 C63 109.8(5) . . ?
C29 C28 C27 121.0(6) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?

_refine_diff_density_max         1.756
_refine_diff_density_min         -3.597
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_YbPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2096867'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-ytterbium(III)
_chemical_name_common            bis(phthalocyaninato)-ytterbium
_chemical_formula_moiety         'C64 H32 N16 Yb'
_chemical_formula_sum            'C64 H32 N16 Yb'
_exptl_crystal_recrystallization_method 'slow evaporation from CHCl3'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1198.09

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'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.7901(6)
_cell_length_b                   10.5965(12)
_cell_length_c                   50.568(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4710.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27530
_cell_measurement_theta_min      4.543
_cell_measurement_theta_max      60.976
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             2392
_exptl_transmission_factor_min   0.6462
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.088
_exptl_absorpt_coefficient_mu    2.053
_shelx_estimated_absorpt_T_min   0.584
_shelx_estimated_absorpt_T_max   0.840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6462
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27455
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -72
_diffrn_reflns_limit_l_max       71
_diffrn_reflns_theta_min         2.270
_diffrn_reflns_theta_max         30.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             13950
_reflns_number_gt                13130
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_max     0.942
_reflns_Friedel_fraction_full    0.981

_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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., AXS)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 5004 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.034(4)
_refine_ls_number_reflns         13950
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1199
_refine_ls_wR_factor_gt          0.1170
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_restrained_S_all      0.873
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Yb01 Yb 0.21276(3) 0.57047(2) 0.37580(2) 0.01050(7) Uani 1 1 d . . . . .
N1 N 0.1881(6) 0.4494(5) 0.41476(9) 0.0111(9) Uani 1 1 d . . . . .
C1 C 0.1454(7) 0.5003(6) 0.43840(11) 0.0126(11) Uani 1 1 d . . . . .
N2 N 0.3334(6) 0.2605(5) 0.40360(9) 0.0134(10) Uani 1 1 d . . . . .
C2 C 0.2150(7) 0.4328(6) 0.46034(10) 0.0146(10) Uani 1 1 d . . . . .
N3 N 0.2227(7) 0.3529(5) 0.36406(9) 0.0137(9) Uani 1 1 d . . . . .
C3 C 0.2169(9) 0.4532(6) 0.48741(11) 0.0179(12) Uani 1 1 d . . . . .
H3 H 0.159518 0.519335 0.495237 0.021 Uiso 1 1 calc R U . . .
N4 N 0.1286(7) 0.3622(5) 0.31887(10) 0.0151(10) Uani 1 1 d . . . . .
C4 C 0.3069(9) 0.3724(8) 0.50275(12) 0.0261(16) Uani 1 1 d . . . . .
H4 H 0.310312 0.383895 0.521373 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3919(9) 0.2751(8) 0.49130(12) 0.0241(15) Uani 1 1 d . . . . .
H5 H 0.451973 0.222045 0.502267 0.029 Uiso 1 1 calc R U . . .
N5 N 0.0114(6) 0.5237(5) 0.34553(10) 0.0125(10) Uani 1 1 d . . . . .
N6 N -0.1726(6) 0.6848(5) 0.35805(10) 0.0136(10) Uani 1 1 d . . . . .
C6 C 0.3900(8) 0.2545(6) 0.46399(12) 0.0185(13) Uani 1 1 d . . . . .
H6 H 0.447153 0.188405 0.456105 0.022 Uiso 1 1 calc R U . . .
N7 N -0.0224(6) 0.6202(5) 0.39586(9) 0.0132(10) Uani 1 1 d . . . . .
C7 C 0.3006(8) 0.3352(6) 0.44891(12) 0.0148(11) Uani 1 1 d . . . . .
C8 C 0.2776(8) 0.3458(6) 0.42021(11) 0.0144(11) Uani 1 1 d . . . . .
N8 N 0.0448(6) 0.5943(5) 0.44238(9) 0.0138(10) Uani 1 1 d . . . . .
C9 C 0.3027(7) 0.2627(5) 0.37811(12) 0.0148(11) Uani 1 1 d . . . . .
N9 N 0.2905(6) 0.7288(5) 0.40652(9) 0.0117(9) Uani 1 1 d . . . . .
C11 C 0.4309(10) 0.0512(8) 0.36347(14) 0.0284(17) Uani 1 1 d . . . . .
H11 H 0.466964 0.026931 0.380434 0.034 Uiso 1 1 calc R U . . .
N11 N 0.4714(6) 0.5362(5) 0.38675(9) 0.0132(10) Uani 1 1 d . . . . .
C10 C 0.3535(8) 0.1621(7) 0.35993(11) 0.0173(12) Uani 1 1 d . . . . .
N10 N 0.4744(6) 0.6110(5) 0.43241(10) 0.0139(10) Uani 1 1 d . . . . .
C12 C 0.4550(9) -0.0248(8) 0.34141(14) 0.0267(16) Uani 1 1 d . . . . .
H12 H 0.511249 -0.100786 0.343359 0.032 Uiso 1 1 calc R U . . .
N12 N 0.5650(6) 0.4333(6) 0.34708(10) 0.0161(10) Uani 1 1 d . . . . .
C13 C 0.3986(8) 0.0076(7) 0.31651(14) 0.0221(13) Uani 1 1 d . . . . .
H13 H 0.415217 -0.047089 0.301903 0.027 Uiso 1 1 calc R U . . .
N13 N 0.3626(6) 0.5822(5) 0.33677(9) 0.0121(9) Uani 1 1 d . . . . .
C14 C 0.3180(7) 0.1196(7) 0.31294(13) 0.0181(13) Uani 1 1 d . . . . .
H14 H 0.280384 0.143289 0.296050 0.022 Uiso 1 1 calc R U . . .
N14 N 0.2040(7) 0.7187(5) 0.30953(9) 0.0166(10) Uani 1 1 d . . . . .
C15 C 0.2951(8) 0.1948(5) 0.33486(11) 0.0129(10) Uani 1 1 d . . . . .
N15 N 0.1773(6) 0.7717(5) 0.35607(9) 0.0135(10) Uani 1 1 d . . . . .
C17 C 0.0358(7) 0.4598(6) 0.32243(11) 0.0134(12) Uani 1 1 d . . . . .
C16 C 0.2094(9) 0.3133(5) 0.33805(10) 0.0133(10) Uani 1 1 d . . . . .
N16 N 0.1198(6) 0.9006(5) 0.39458(10) 0.0139(10) Uani 1 1 d . . . . .
C18 C -0.0597(7) 0.5094(7) 0.30123(12) 0.0156(12) Uani 1 1 d . . . . .
C19 C -0.0652(8) 0.4842(8) 0.27428(12) 0.0216(13) Uani 1 1 d . . . . .
H19 H -0.006990 0.418259 0.266544 0.026 Uiso 1 1 calc R U . . .
C20 C -0.1600(9) 0.5603(8) 0.25929(12) 0.0251(14) Uani 1 1 d . . . . .
H20 H -0.165295 0.546587 0.240751 0.030 Uiso 1 1 calc R U . . .
C23 C -0.1475(8) 0.6041(6) 0.31284(12) 0.0167(12) Uani 1 1 d . . . . .
C22 C -0.2450(7) 0.6783(7) 0.29753(12) 0.0163(12) Uani 1 1 d . . . . .
H22 H -0.307252 0.741418 0.305336 0.020 Uiso 1 1 calc R U . . .
C21 C -0.2475(8) 0.6560(7) 0.27030(13) 0.0220(14) Uani 1 1 d . . . . .
H21 H -0.309656 0.706734 0.259210 0.026 Uiso 1 1 calc R U . . .
C26 C -0.2136(8) 0.7671(6) 0.40259(11) 0.0172(11) Uani 1 1 d . . . . .
C25 C -0.1364(8) 0.6867(6) 0.38374(11) 0.0135(11) Uani 1 1 d . . . . .
C24 C -0.1040(7) 0.6093(6) 0.34082(11) 0.0136(11) Uani 1 1 d . . . . .
C27 C -0.3262(8) 0.8581(8) 0.39913(13) 0.0228(14) Uani 1 1 d . . . . .
H27 H -0.371181 0.872995 0.382340 0.027 Uiso 1 1 calc R U . . .
C28 C -0.3700(9) 0.9267(9) 0.42151(13) 0.0275(15) Uani 1 1 d . . . . .
H28 H -0.445273 0.990574 0.419945 0.033 Uiso 1 1 calc R U . . .
C29 C -0.3048(9) 0.9026(7) 0.44591(12) 0.0228(14) Uani 1 1 d . . . . .
H29 H -0.336840 0.950972 0.460711 0.027 Uiso 1 1 calc R U . . .
C30 C -0.1937(8) 0.8098(7) 0.44963(12) 0.0188(13) Uani 1 1 d . . . . .
H30 H -0.151024 0.793215 0.466536 0.023 Uiso 1 1 calc R U . . .
C31 C -0.1495(7) 0.7437(6) 0.42743(11) 0.0142(11) Uani 1 1 d . . . . .
C32 C -0.0325(7) 0.6471(6) 0.42279(10) 0.0115(11) Uani 1 1 d . . . . .
C33 C 0.2070(8) 0.8367(6) 0.41113(10) 0.0128(10) Uani 1 1 d . . . . .
C34 C 0.2272(8) 0.8753(6) 0.43905(11) 0.0161(11) Uani 1 1 d . . . . .
C35 C 0.1617(8) 0.9725(7) 0.45353(12) 0.0201(13) Uani 1 1 d . . . . .
H35 H 0.091806 1.030166 0.445838 0.024 Uiso 1 1 calc R U . . .
C36 C 0.2050(10) 0.9806(7) 0.48024(13) 0.0262(14) Uani 1 1 d . . . . .
H36 H 0.161372 1.044459 0.491019 0.031 Uiso 1 1 calc R U . . .
C37 C 0.3103(9) 0.8973(7) 0.49142(13) 0.0241(15) Uani 1 1 d . . . . .
H37 H 0.339474 0.907221 0.509393 0.029 Uiso 1 1 calc R U . . .
C38 C 0.3741(9) 0.7981(7) 0.47620(12) 0.0216(13) Uani 1 1 d . . . . .
H38 H 0.444373 0.739871 0.483616 0.026 Uiso 1 1 calc R U . . .
C39 C 0.3294(7) 0.7901(7) 0.45017(12) 0.0152(12) Uani 1 1 d . . . . .
C40 C 0.3715(7) 0.7015(6) 0.42900(11) 0.0144(11) Uani 1 1 d . . . . .
C41 C 0.5215(7) 0.5386(6) 0.41264(12) 0.0133(11) Uani 1 1 d . . . . .
C42 C 0.6484(8) 0.4508(6) 0.41593(12) 0.0158(12) Uani 1 1 d . . . . .
C43 C 0.7314(8) 0.4130(6) 0.43794(12) 0.0178(12) Uani 1 1 d . . . . .
H43 H 0.710379 0.445664 0.455057 0.021 Uiso 1 1 calc R U . . .
C44 C 0.8468(8) 0.3251(7) 0.43377(13) 0.0207(13) Uani 1 1 d . . . . .
H44 H 0.904981 0.296370 0.448417 0.025 Uiso 1 1 calc R U . . .
C45 C 0.8791(8) 0.2781(7) 0.40852(13) 0.0210(13) Uani 1 1 d . . . . .
H45 H 0.957900 0.217551 0.406400 0.025 Uiso 1 1 calc R U . . .
C46 C 0.7985(8) 0.3182(6) 0.38664(12) 0.0196(12) Uani 1 1 d . . . . .
H46 H 0.823142 0.289101 0.369390 0.024 Uiso 1 1 calc R U . . .
C47 C 0.6801(7) 0.4025(6) 0.39082(13) 0.0159(12) Uani 1 1 d . . . . .
C48 C 0.5672(7) 0.4581(5) 0.37310(11) 0.0119(10) Uani 1 1 d . . . . .
C49 C 0.4701(7) 0.4916(7) 0.33033(11) 0.0136(11) Uani 1 1 d . . . . .
C50 C 0.4717(8) 0.4694(7) 0.30189(12) 0.0167(12) Uani 1 1 d . . . . .
C51 C 0.5493(8) 0.3850(7) 0.28623(13) 0.0192(13) Uani 1 1 d . . . . .
H51 H 0.620834 0.327947 0.293642 0.023 Uiso 1 1 calc R U . . .
C52 C 0.5196(8) 0.3858(7) 0.25906(12) 0.0214(13) Uani 1 1 d . . . . .
H52 H 0.571913 0.328658 0.247791 0.026 Uiso 1 1 calc R U . . .
C53 C 0.4141(8) 0.4696(8) 0.24839(12) 0.0228(15) Uani 1 1 d . . . . .
H53 H 0.394184 0.467314 0.229929 0.027 Uiso 1 1 calc R U . . .
C54 C 0.3369(8) 0.5567(7) 0.26409(12) 0.0189(13) Uani 1 1 d . . . . .
H54 H 0.266272 0.614688 0.256688 0.023 Uiso 1 1 calc R U . . .
C55 C 0.3677(7) 0.5550(6) 0.29105(11) 0.0149(11) Uani 1 1 d . . . . .
C56 C 0.3034(8) 0.6265(6) 0.31318(11) 0.0167(12) Uani 1 1 d . . . . .
C57 C 0.1491(8) 0.7863(6) 0.32945(12) 0.0149(11) Uani 1 1 d . . . . .
C58 C 0.0489(8) 0.8947(6) 0.32508(12) 0.0161(12) Uani 1 1 d . . . . .
C59 C -0.0183(8) 0.9450(7) 0.30273(13) 0.0219(14) Uani 1 1 d . . . . .
H59 H -0.000332 0.909642 0.285752 0.026 Uiso 1 1 calc R U . . .
C60 C -0.1131(10) 1.0492(7) 0.30588(14) 0.0276(16) Uani 1 1 d . . . . .
H60 H -0.159914 1.085330 0.290743 0.033 Uiso 1 1 calc R U . . .
C61 C -0.1409(11) 1.1013(7) 0.33043(15) 0.0294(17) Uani 1 1 d . . . . .
H61 H -0.207233 1.171623 0.332014 0.035 Uiso 1 1 calc R U . . .
C62 C -0.0708(9) 1.0502(7) 0.35324(13) 0.0221(14) Uani 1 1 d . . . . .
H62 H -0.088588 1.085968 0.370185 0.027 Uiso 1 1 calc R U . . .
C63 C 0.0232(8) 0.9481(6) 0.35033(12) 0.0173(12) Uani 1 1 d . . . . .
C64 C 0.1083(7) 0.8703(6) 0.36926(12) 0.0156(12) Uani 1 1 d . . . . .


_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
Yb01 N1 2.361(5) . ?
Yb01 N7 2.362(6) . ?
Yb01 N11 2.368(6) . ?
Yb01 N15 2.375(5) . ?
Yb01 N13 2.376(5) . ?
Yb01 N3 2.382(5) . ?
Yb01 N9 2.386(5) . ?
Yb01 N5 2.392(5) . ?
N1 C1 1.364(7) . ?
N1 C8 1.378(8) . ?
C1 N8 1.347(8) . ?
C1 C2 1.455(8) . ?
N2 C9 1.317(7) . ?
N2 C8 1.328(8) . ?
C2 C3 1.386(7) . ?
C2 C7 1.404(9) . ?
N3 C9 1.383(8) . ?
N3 C16 1.386(6) . ?
C3 C4 1.400(9) . ?
C3 H3 0.9500 . ?
N4 C16 1.309(8) . ?
N4 C17 1.330(9) . ?
C4 C5 1.399(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(8) . ?
C5 H5 0.9500 . ?
N5 C17 1.367(7) . ?
N5 C24 1.381(8) . ?
N6 C24 1.327(8) . ?
N6 C25 1.337(7) . ?
C6 C7 1.389(9) . ?
C6 H6 0.9500 . ?
N7 C25 1.370(8) . ?
N7 C32 1.394(7) . ?
C7 C8 1.470(8) . ?
N8 C32 1.325(8) . ?
C9 C10 1.477(8) . ?
N9 C40 1.372(7) . ?
N9 C33 1.379(8) . ?
C11 C10 1.370(10) . ?
C11 C12 1.392(10) . ?
C11 H11 0.9500 . ?
N11 C48 1.369(8) . ?
N11 C41 1.382(7) . ?
C10 C15 1.411(8) . ?
N10 C41 1.326(8) . ?
N10 C40 1.330(8) . ?
C12 C13 1.396(10) . ?
C12 H12 0.9500 . ?
N12 C49 1.340(8) . ?
N12 C48 1.342(7) . ?
C13 C14 1.394(10) . ?
C13 H13 0.9500 . ?
N13 C56 1.384(8) . ?
N13 C49 1.385(8) . ?
C14 C15 1.380(8) . ?
C14 H14 0.9500 . ?
N14 C56 1.323(9) . ?
N14 C57 1.327(8) . ?
C15 C16 1.473(8) . ?
N15 C57 1.377(7) . ?
N15 C64 1.379(8) . ?
C17 C18 1.459(8) . ?
N16 C33 1.322(8) . ?
N16 C64 1.324(8) . ?
C18 C19 1.389(8) . ?
C18 C23 1.396(9) . ?
C19 C20 1.386(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(11) . ?
C20 H20 0.9500 . ?
C23 C22 1.397(9) . ?
C23 C24 1.467(8) . ?
C22 C21 1.397(9) . ?
C22 H22 0.9500 . ?
C21 H21 0.9500 . ?
C26 C27 1.393(10) . ?
C26 C31 1.399(8) . ?
C26 C25 1.447(8) . ?
C27 C28 1.399(10) . ?
C27 H27 0.9500 . ?
C28 C29 1.384(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.399(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.379(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.470(9) . ?
C33 C34 1.480(8) . ?
C34 C35 1.389(9) . ?
C34 C39 1.393(9) . ?
C35 C36 1.406(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.399(11) . ?
C36 H36 0.9500 . ?
C37 C38 1.418(9) . ?
C37 H37 0.9500 . ?
C38 C39 1.376(8) . ?
C38 H38 0.9500 . ?
C39 C40 1.471(8) . ?
C41 C42 1.463(9) . ?
C42 C43 1.390(8) . ?
C42 C47 1.397(9) . ?
C43 C44 1.394(10) . ?
C43 H43 0.9500 . ?
C44 C45 1.400(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.381(9) . ?
C45 H45 0.9500 . ?
C46 C47 1.388(9) . ?
C46 H46 0.9500 . ?
C47 C48 1.461(8) . ?
C49 C50 1.457(8) . ?
C50 C51 1.376(9) . ?
C50 C55 1.400(9) . ?
C51 C52 1.398(9) . ?
C51 H51 0.9500 . ?
C52 C53 1.393(10) . ?
C52 H52 0.9500 . ?
C53 C54 1.394(10) . ?
C53 H53 0.9500 . ?
C54 C55 1.390(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.465(8) . ?
C57 C58 1.464(9) . ?
C58 C59 1.382(9) . ?
C58 C63 1.414(9) . ?
C59 C60 1.392(10) . ?
C59 H59 0.9500 . ?
C60 C61 1.380(10) . ?
C60 H60 0.9500 . ?
C61 C62 1.415(10) . ?
C61 H61 0.9500 . ?
C62 C63 1.370(10) . ?
C62 H62 0.9500 . ?
C63 C64 1.468(9) . ?

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 Yb01 N7 71.50(17) . . ?
N1 Yb01 N11 79.02(17) . . ?
N7 Yb01 N11 140.71(15) . . ?
N1 Yb01 N15 145.73(17) . . ?
N7 Yb01 N15 82.24(18) . . ?
N11 Yb01 N15 111.22(18) . . ?
N1 Yb01 N13 140.56(19) . . ?
N7 Yb01 N13 146.11(17) . . ?
N11 Yb01 N13 70.74(16) . . ?
N15 Yb01 N13 71.16(18) . . ?
N1 Yb01 N3 71.67(16) . . ?
N7 Yb01 N3 110.8(2) . . ?
N11 Yb01 N3 82.80(19) . . ?
N15 Yb01 N3 140.27(17) . . ?
N13 Yb01 N3 79.81(18) . . ?
N1 Yb01 N9 82.25(16) . . ?
N7 Yb01 N9 79.28(18) . . ?
N11 Yb01 N9 71.38(18) . . ?
N15 Yb01 N9 71.32(17) . . ?
N13 Yb01 N9 110.21(18) . . ?
N3 Yb01 N9 146.32(17) . . ?
N1 Yb01 N5 110.70(17) . . ?
N7 Yb01 N5 70.94(17) . . ?
N11 Yb01 N5 145.94(17) . . ?
N15 Yb01 N5 79.63(19) . . ?
N13 Yb01 N5 83.65(16) . . ?
N3 Yb01 N5 70.56(19) . . ?
N9 Yb01 N5 140.72(19) . . ?
C1 N1 C8 107.3(5) . . ?
C1 N1 Yb01 122.8(4) . . ?
C8 N1 Yb01 123.2(4) . . ?
N8 C1 N1 127.2(5) . . ?
N8 C1 C2 121.7(5) . . ?
N1 C1 C2 111.0(5) . . ?
C9 N2 C8 122.1(6) . . ?
C3 C2 C7 121.0(6) . . ?
C3 C2 C1 133.0(6) . . ?
C7 C2 C1 105.9(5) . . ?
C9 N3 C16 108.7(5) . . ?
C9 N3 Yb01 124.0(4) . . ?
C16 N3 Yb01 121.8(4) . . ?
C2 C3 C4 117.3(6) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
C16 N4 C17 122.7(5) . . ?
C5 C4 C3 121.5(6) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C6 C5 C4 121.2(6) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C17 N5 C24 107.0(5) . . ?
C17 N5 Yb01 122.2(4) . . ?
C24 N5 Yb01 121.2(4) . . ?
C24 N6 C25 122.6(6) . . ?
C7 C6 C5 117.0(6) . . ?
C7 C6 H6 121.5 . . ?
C5 C6 H6 121.5 . . ?
C25 N7 C32 106.6(5) . . ?
C25 N7 Yb01 124.3(4) . . ?
C32 N7 Yb01 121.4(4) . . ?
C6 C7 C2 122.0(5) . . ?
C6 C7 C8 131.9(6) . . ?
C2 C7 C8 106.0(5) . . ?
N2 C8 N1 128.8(5) . . ?
N2 C8 C7 121.4(6) . . ?
N1 C8 C7 109.7(5) . . ?
C32 N8 C1 122.5(5) . . ?
N2 C9 N3 128.3(5) . . ?
N2 C9 C10 122.3(6) . . ?
N3 C9 C10 109.4(5) . . ?
C40 N9 C33 108.1(5) . . ?
C40 N9 Yb01 122.6(4) . . ?
C33 N9 Yb01 122.8(4) . . ?
C10 C11 C12 117.9(6) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C48 N11 C41 107.0(5) . . ?
C48 N11 Yb01 124.5(4) . . ?
C41 N11 Yb01 121.7(4) . . ?
C11 C10 C15 120.6(6) . . ?
C11 C10 C9 133.5(6) . . ?
C15 C10 C9 105.8(6) . . ?
C41 N10 C40 122.1(5) . . ?
C11 C12 C13 121.8(7) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C49 N12 C48 122.6(6) . . ?
C14 C13 C12 120.4(7) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C56 N13 C49 106.8(5) . . ?
C56 N13 Yb01 121.7(4) . . ?
C49 N13 Yb01 122.5(4) . . ?
C15 C14 C13 117.5(6) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C56 N14 C57 122.2(5) . . ?
C14 C15 C10 121.8(6) . . ?
C14 C15 C16 130.9(6) . . ?
C10 C15 C16 107.3(5) . . ?
C57 N15 C64 108.0(5) . . ?
C57 N15 Yb01 122.3(4) . . ?
C64 N15 Yb01 122.3(4) . . ?
N4 C17 N5 126.7(6) . . ?
N4 C17 C18 122.2(5) . . ?
N5 C17 C18 111.1(6) . . ?
N4 C16 N3 129.0(6) . . ?
N4 C16 C15 122.2(5) . . ?
N3 C16 C15 108.6(5) . . ?
C33 N16 C64 122.2(5) . . ?
C19 C18 C23 122.1(6) . . ?
C19 C18 C17 132.2(6) . . ?
C23 C18 C17 105.5(5) . . ?
C20 C19 C18 116.4(7) . . ?
C20 C19 H19 121.8 . . ?
C18 C19 H19 121.8 . . ?
C19 C20 C21 122.6(6) . . ?
C19 C20 H20 118.7 . . ?
C21 C20 H20 118.7 . . ?
C18 C23 C22 120.7(6) . . ?
C18 C23 C24 106.8(6) . . ?
C22 C23 C24 132.4(6) . . ?
C23 C22 C21 117.4(6) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C20 C21 C22 120.7(6) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C27 C26 C31 121.4(6) . . ?
C27 C26 C25 131.2(6) . . ?
C31 C26 C25 107.3(6) . . ?
N6 C25 N7 126.9(6) . . ?
N6 C25 C26 122.5(6) . . ?
N7 C25 C26 110.6(5) . . ?
N6 C24 N5 128.0(5) . . ?
N6 C24 C23 122.5(6) . . ?
N5 C24 C23 109.5(5) . . ?
C26 C27 C28 117.0(6) . . ?
C26 C27 H27 121.5 . . ?
C28 C27 H27 121.5 . . ?
C29 C28 C27 120.8(7) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 122.6(6) . . ?
C28 C29 H29 118.7 . . ?
C30 C29 H29 118.7 . . ?
C31 C30 C29 116.4(6) . . ?
C31 C30 H30 121.8 . . ?
C29 C30 H30 121.8 . . ?
C30 C31 C26 121.8(6) . . ?
C30 C31 C32 132.9(6) . . ?
C26 C31 C32 105.2(5) . . ?
N8 C32 N7 127.7(6) . . ?
N8 C32 C31 122.2(5) . . ?
N7 C32 C31 110.1(5) . . ?
N16 C33 N9 128.8(5) . . ?
N16 C33 C34 122.2(6) . . ?
N9 C33 C34 109.1(5) . . ?
C35 C34 C39 122.4(6) . . ?
C35 C34 C33 131.1(6) . . ?
C39 C34 C33 106.5(6) . . ?
C34 C35 C36 116.1(7) . . ?
C34 C35 H35 122.0 . . ?
C36 C35 H35 122.0 . . ?
C37 C36 C35 121.9(6) . . ?
C37 C36 H36 119.0 . . ?
C35 C36 H36 119.0 . . ?
C36 C37 C38 120.7(6) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C39 C38 C37 116.9(7) . . ?
C39 C38 H38 121.6 . . ?
C37 C38 H38 121.6 . . ?
C38 C39 C34 122.0(6) . . ?
C38 C39 C40 131.6(6) . . ?
C34 C39 C40 106.4(5) . . ?
N10 C40 N9 127.8(5) . . ?
N10 C40 C39 122.5(5) . . ?
N9 C40 C39 109.7(5) . . ?
N10 C41 N11 128.7(6) . . ?
N10 C41 C42 121.4(5) . . ?
N11 C41 C42 109.8(5) . . ?
C43 C42 C47 121.2(6) . . ?
C43 C42 C41 132.4(6) . . ?
C47 C42 C41 106.4(5) . . ?
C42 C43 C44 117.0(6) . . ?
C42 C43 H43 121.5 . . ?
C44 C43 H43 121.5 . . ?
C43 C44 C45 121.6(6) . . ?
C43 C44 H44 119.2 . . ?
C45 C44 H44 119.2 . . ?
C46 C45 C44 121.2(7) . . ?
C46 C45 H45 119.4 . . ?
C44 C45 H45 119.4 . . ?
C45 C46 C47 117.4(6) . . ?
C45 C46 H46 121.3 . . ?
C47 C46 H46 121.3 . . ?
C46 C47 C42 121.6(6) . . ?
C46 C47 C48 132.5(6) . . ?
C42 C47 C48 105.9(5) . . ?
N12 C48 N11 127.1(5) . . ?
N12 C48 C47 122.2(5) . . ?
N11 C48 C47 110.6(5) . . ?
N12 C49 N13 126.6(5) . . ?
N12 C49 C50 122.9(6) . . ?
N13 C49 C50 110.5(5) . . ?
C51 C50 C55 121.3(6) . . ?
C51 C50 C49 132.7(6) . . ?
C55 C50 C49 106.0(6) . . ?
C50 C51 C52 118.0(6) . . ?
C50 C51 H51 121.0 . . ?
C52 C51 H51 121.0 . . ?
C53 C52 C51 120.5(6) . . ?
C53 C52 H52 119.7 . . ?
C51 C52 H52 119.7 . . ?
C52 C53 C54 121.7(6) . . ?
C52 C53 H53 119.1 . . ?
C54 C53 H53 119.1 . . ?
C55 C54 C53 117.1(6) . . ?
C55 C54 H54 121.5 . . ?
C53 C54 H54 121.5 . . ?
C54 C55 C50 121.3(6) . . ?
C54 C55 C56 131.9(6) . . ?
C50 C55 C56 106.7(5) . . ?
N14 C56 N13 128.2(6) . . ?
N14 C56 C55 122.0(6) . . ?
N13 C56 C55 109.7(6) . . ?
N14 C57 N15 128.0(6) . . ?
N14 C57 C58 121.9(6) . . ?
N15 C57 C58 110.1(5) . . ?
C59 C58 C63 121.0(6) . . ?
C59 C58 C57 133.1(6) . . ?
C63 C58 C57 105.9(5) . . ?
C58 C59 C60 117.9(6) . . ?
C58 C59 H59 121.1 . . ?
C60 C59 H59 121.1 . . ?
C61 C60 C59 121.7(7) . . ?
C61 C60 H60 119.1 . . ?
C59 C60 H60 119.1 . . ?
C60 C61 C62 120.2(7) . . ?
C60 C61 H61 119.9 . . ?
C62 C61 H61 119.9 . . ?
C63 C62 C61 118.5(6) . . ?
C63 C62 H62 120.7 . . ?
C61 C62 H62 120.7 . . ?
C62 C63 C58 120.6(6) . . ?
C62 C63 C64 132.9(6) . . ?
C58 C63 C64 106.4(6) . . ?
N16 C64 N15 128.2(6) . . ?
N16 C64 C63 122.2(6) . . ?
N15 C64 C63 109.5(5) . . ?

_refine_diff_density_max         1.688
_refine_diff_density_min         -2.982
_refine_diff_density_rms         0.134

####################################################################### 
# 
# 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_DyPc2_P4nnc
_database_code_depnum_ccdc_archive 'CCDC 2096850'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-dysprosium(III)
_chemical_name_common            'bis(phthalocyaninato) dysprosium'
_chemical_formula_moiety         'C64 H32 Dy N16'
_chemical_formula_sum            'C64 H32 Dy N16'
_exptl_crystal_recrystallization_method 'slow evaporation from CHCl3:EtOH'
_chemical_melting_point          ?

_exptl_crystal_description       rectangle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1187.54

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           126
_space_group_name_H-M_alt        'P 4/n n c'
_space_group_name_Hall           '-P 4a 2bc'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x+1/2, y, -z+1/2'
'x, -y+1/2, -z+1/2'
'y, x, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x-1/2, -y, z-1/2'
'-x, y-1/2, z-1/2'
'-y, -x, z-1/2'
'y-1/2, x-1/2, z-1/2'

_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.
;

_cell_length_a                   19.548(4)
_cell_length_b                   19.548(4)
_cell_length_c                   6.477(2)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     2475.2(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8287
_cell_measurement_theta_min      6.585
_cell_measurement_theta_max      55.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             1183
_exptl_transmission_factor_min   0.619239
_exptl_transmission_factor_max   0.745618
_exptl_crystal_size_max          1.175
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.573
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focused sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1493
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.1173
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.084
_diffrn_reflns_theta_max         27.897
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1493
_reflns_number_gt                1488
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0659P)²+16.2423P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1493
_refine_ls_number_parameters     94
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1909
_refine_ls_wR_factor_gt          0.1907
_refine_ls_goodness_of_fit_ref   1.509
_refine_ls_restrained_S_all      1.509
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Dy1 Dy 0.250000 0.250000 0.250000 0.0204(3) Uani 1 8 d S T P . .
N1 N 0.4061(3) 0.1764(3) 0.4885(10) 0.0252(12) Uani 1 1 d . . . . .
C1 C 0.4018(3) 0.2434(4) 0.4829(11) 0.0271(14) Uani 1 1 d . . . . .
C3 C 0.5319(4) 0.2729(4) 0.5141(14) 0.0382(17) Uani 1 1 d . . . . .
H3 H 0.548028 0.228095 0.511465 0.046 Uiso 1 1 calc R U . . .
C2 C 0.4631(4) 0.2877(4) 0.5020(11) 0.0280(14) Uani 1 1 d . . . . .
N2 N 0.3447(3) 0.2837(3) 0.4650(8) 0.0214(11) Uani 1 1 d . . . . .
C4 C 0.5757(4) 0.3281(5) 0.5305(16) 0.048(2) Uani 1 1 d . . . . .
H4 H 0.622529 0.320036 0.538046 0.058 Uiso 1 1 calc R U . . .
C5 C 0.5522(4) 0.3959(5) 0.5361(17) 0.050(2) Uani 1 1 d . . . . .
H5 H 0.583434 0.431656 0.545870 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4385(4) 0.3544(4) 0.5085(11) 0.0283(14) Uani 1 1 d . . . . .
C8 C 0.3641(3) 0.3502(4) 0.4863(11) 0.0271(14) Uani 1 1 d . . . . .
C6 C 0.4830(4) 0.4099(5) 0.5271(14) 0.0394(18) Uani 1 1 d . . . . .
H6 H 0.466663 0.454521 0.533166 0.047 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
Dy1 N2 2.408(5) . ?
Dy1 N2 2.408(5) 8 ?
Dy1 N2 2.408(5) 5 ?
Dy1 N2 2.408(5) 3 ?
Dy1 N2 2.408(5) 2 ?
Dy1 N2 2.408(5) 7 ?
Dy1 N2 2.408(5) 6 ?
Dy1 N2 2.408(5) 4 ?
N1 C1 1.313(9) . ?
N1 C8 1.350(9) 4 ?
C1 N2 1.372(8) . ?
C1 C2 1.484(10) . ?
C3 C2 1.379(10) . ?
C3 C4 1.382(12) . ?
C3 H3 0.9300 . ?
C2 C7 1.391(10) . ?
N2 C8 1.362(8) . ?
C4 C5 1.403(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(12) . ?
C5 H5 0.9300 . ?
C7 C6 1.395(10) . ?
C7 C8 1.463(9) . ?
C6 H6 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
N2 Dy1 N2 139.0(3) . 8 ?
N2 Dy1 N2 148.2(3) . 5 ?
N2 Dy1 N2 70.46(13) 8 5 ?
N2 Dy1 N2 70.46(13) . 3 ?
N2 Dy1 N2 148.2(3) 8 3 ?
N2 Dy1 N2 85.1(3) 5 3 ?
N2 Dy1 N2 109.3(3) . 2 ?
N2 Dy1 N2 85.1(3) 8 2 ?
N2 Dy1 N2 79.6(3) 5 2 ?
N2 Dy1 N2 70.46(13) 3 2 ?
N2 Dy1 N2 85.1(3) . 7 ?
N2 Dy1 N2 109.3(3) 8 7 ?
N2 Dy1 N2 70.46(13) 5 7 ?
N2 Dy1 N2 79.6(3) 3 7 ?
N2 Dy1 N2 139.0(3) 2 7 ?
N2 Dy1 N2 79.6(3) . 6 ?
N2 Dy1 N2 70.46(13) 8 6 ?
N2 Dy1 N2 109.3(3) 5 6 ?
N2 Dy1 N2 139.0(3) 3 6 ?
N2 Dy1 N2 148.2(3) 2 6 ?
N2 Dy1 N2 70.46(13) 7 6 ?
N2 Dy1 N2 70.46(13) . 4 ?
N2 Dy1 N2 79.6(3) 8 4 ?
N2 Dy1 N2 139.0(3) 5 4 ?
N2 Dy1 N2 109.3(3) 3 4 ?
N2 Dy1 N2 70.46(13) 2 4 ?
N2 Dy1 N2 148.2(3) 7 4 ?
N2 Dy1 N2 85.1(3) 6 4 ?
C1 N1 C8 122.2(6) . 4 ?
N1 C1 N2 128.9(6) . . ?
N1 C1 C2 121.9(6) . . ?
N2 C1 C2 109.2(6) . . ?
C2 C3 C4 116.4(8) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 H3 121.8 . . ?
C3 C2 C7 122.2(6) . . ?
C3 C2 C1 132.1(7) . . ?
C7 C2 C1 105.7(6) . . ?
C8 N2 C1 108.2(5) . . ?
C8 N2 Dy1 122.3(4) . . ?
C1 N2 Dy1 121.1(4) . . ?
C3 C4 C5 122.5(8) . . ?
C3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C6 C5 C4 120.4(8) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C2 C7 C6 121.1(7) . . ?
C2 C7 C8 106.7(6) . . ?
C6 C7 C8 132.2(7) . . ?
N1 C8 N2 127.6(6) 3 . ?
N1 C8 C7 122.4(6) 3 . ?
N2 C8 C7 109.9(6) . . ?
C5 C6 C7 117.4(8) . . ?
C5 C6 H6 121.3 . . ?
C7 C6 H6 121.3 . . ?

_refine_diff_density_max         3.398
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.180

####################################################################### 
# 
# 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_LaPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096857'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-lanthanum(III)
_chemical_name_common            bis(phthalocyaninato)-lanthanum
_chemical_formula_moiety         'C64 H32 N16 La, C H2 Cl2'
_chemical_formula_sum            'C65 H34 Cl2 La N16'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            blue-green
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1248.89

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.0409(9)
_cell_length_b                   22.9440(7)
_cell_length_c                   7.8783(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5068.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    56321
_cell_measurement_theta_min      4.588
_cell_measurement_theta_max      52.735
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_F_000             2508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.886
_exptl_crystal_size_mid          0.581
_exptl_crystal_size_min          0.182
_exptl_absorpt_coefficient_mu    1.013
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5914
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53203
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.294
_diffrn_reflns_theta_max         26.382
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5322
_reflns_number_gt                4591
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+10.0756P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5322
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0797
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
La01 La 0.63619(2) 0.750000 0.61260(2) 0.00722(7) Uani 1 2 d S T P . .
Cl1 Cl 0.41372(3) 0.68633(4) 1.31676(12) 0.0389(2) Uani 1 1 d . . . . .
N1 N 0.54912(12) 0.750000 0.6069(4) 0.0197(7) Uani 1 2 d S T P . .
C1 C 0.39977(11) 0.71951(16) 0.8435(4) 0.0293(7) Uani 1 1 d . . . . .
H1 H 0.372824 0.699228 0.886508 0.035 Uiso 1 1 calc R U . . .
N2 N 0.53372(9) 0.64575(11) 0.6178(3) 0.0212(5) Uani 1 1 d . . . . .
C2 C 0.43855(11) 0.68787(15) 0.7815(4) 0.0259(7) Uani 1 1 d . . . . .
H2 H 0.438585 0.646465 0.781818 0.031 Uiso 1 1 calc R U . . .
N3 N 0.60745(9) 0.66414(11) 0.4649(3) 0.0211(5) Uani 1 1 d . . . . .
C3 C 0.47701(10) 0.71930(13) 0.7196(4) 0.0209(6) Uani 1 1 d . . . . .
N4 N 0.67467(9) 0.64585(11) 0.2777(3) 0.0218(5) Uani 1 1 d . . . . .
C4 C 0.52271(10) 0.70167(14) 0.6450(4) 0.0203(6) Uani 1 1 d . . . . .
N5 N 0.66451(12) 0.750000 0.3197(5) 0.0203(7) Uani 1 2 d S T P . .
C5 C 0.57296(10) 0.62913(13) 0.5345(4) 0.0201(6) Uani 1 1 d . . . . .
N6 N 0.76597(12) 0.750000 0.5231(4) 0.0198(7) Uani 1 2 d S T P . .
C6 C 0.58387(11) 0.56822(14) 0.4998(4) 0.0220(6) Uani 1 1 d . . . . .
C7 C 0.56142(12) 0.51650(14) 0.5462(4) 0.0261(7) Uani 1 1 d . . . . .
H7 H 0.533054 0.516703 0.612152 0.031 Uiso 1 1 calc R U . . .
N7 N 0.70600(8) 0.81076(11) 0.6590(3) 0.0190(5) Uani 1 1 d . . . . .
C8 C 0.58209(12) 0.46436(15) 0.4925(4) 0.0310(8) Uani 1 1 d . . . . .
H8 H 0.567442 0.428346 0.521193 0.037 Uiso 1 1 calc R U . . .
N8 N 0.66874(9) 0.89719(11) 0.7782(3) 0.0200(5) Uani 1 1 d . . . . .
C9 C 0.62418(13) 0.46446(15) 0.3967(4) 0.0311(8) Uani 1 1 d . . . . .
H9 H 0.637879 0.428348 0.363481 0.037 Uiso 1 1 calc R U . . .
N9 N 0.62516(8) 0.81048(11) 0.8627(3) 0.0185(5) Uani 1 1 d . . . . .
C11 C 0.62544(11) 0.56779(14) 0.4019(4) 0.0221(6) Uani 1 1 d . . . . .
C10 C 0.64639(12) 0.51603(14) 0.3491(4) 0.0263(7) Uani 1 1 d . . . . .
H10 H 0.674740 0.515908 0.283051 0.032 Uiso 1 1 calc R U . . .
N10 N 0.56859(12) 0.750000 1.0161(4) 0.0184(7) Uani 1 2 d S T P . .
C12 C 0.63836(10) 0.62927(13) 0.3771(4) 0.0205(6) Uani 1 1 d . . . . .
C15 C 0.75760(11) 0.68780(15) 0.0449(4) 0.0265(7) Uani 1 1 d . . . . .
H15 H 0.757317 0.646399 0.044126 0.032 Uiso 1 1 calc R U . . .
C14 C 0.72376(10) 0.71965(14) 0.1345(4) 0.0226(7) Uani 1 1 d . . . . .
C13 C 0.68538(10) 0.70182(13) 0.2501(4) 0.0204(6) Uani 1 1 d . . . . .
C16 C 0.79214(11) 0.71957(16) -0.0442(4) 0.0304(8) Uani 1 1 d . . . . .
H16 H 0.816054 0.699294 -0.105875 0.036 Uiso 1 1 calc R U . . .
C17 C 0.74683(10) 0.80109(13) 0.5683(4) 0.0191(6) Uani 1 1 d . . . . .
C18 C 0.76925(10) 0.85688(13) 0.5257(4) 0.0200(6) Uani 1 1 d . . . . .
C19 C 0.80733(10) 0.87059(14) 0.4202(4) 0.0225(7) Uani 1 1 d . . . . .
H19 H 0.826200 0.841093 0.368665 0.027 Uiso 1 1 calc R U . . .
C20 C 0.81656(11) 0.92934(15) 0.3933(4) 0.0266(7) Uani 1 1 d . . . . .
H20 H 0.841962 0.940281 0.320119 0.032 Uiso 1 1 calc R U . . .
C21 C 0.78931(11) 0.97276(14) 0.4715(4) 0.0253(7) Uani 1 1 d . . . . .
H21 H 0.796858 1.012542 0.451565 0.030 Uiso 1 1 calc R U . . .
C22 C 0.75136(11) 0.95886(14) 0.5779(4) 0.0223(6) Uani 1 1 d . . . . .
H22 H 0.732936 0.988326 0.631522 0.027 Uiso 1 1 calc R U . . .
C23 C 0.74150(10) 0.90001(14) 0.6025(4) 0.0209(6) Uani 1 1 d . . . . .
C24 C 0.70239(10) 0.86911(13) 0.6876(4) 0.0187(6) Uani 1 1 d . . . . .
C25 C 0.63347(10) 0.86945(13) 0.8586(4) 0.0183(6) Uani 1 1 d . . . . .
C26 C 0.59771(10) 0.89982(13) 0.9600(4) 0.0198(6) Uani 1 1 d . . . . .
C27 C 0.58808(11) 0.95843(13) 0.9878(4) 0.0216(6) Uani 1 1 d . . . . .
H27 H 0.607922 0.987970 0.941449 0.026 Uiso 1 1 calc R U . . .
C28 C 0.54840(11) 0.97250(14) 1.0859(4) 0.0243(7) Uani 1 1 d . . . . .
H28 H 0.540923 1.012275 1.106287 0.029 Uiso 1 1 calc R U . . .
C29 C 0.51943(11) 0.92894(14) 1.1548(4) 0.0252(7) Uani 1 1 d . . . . .
H29 H 0.492486 0.939625 1.220941 0.030 Uiso 1 1 calc R U . . .
C30 C 0.52928(11) 0.87031(14) 1.1283(4) 0.0224(6) Uani 1 1 d . . . . .
H30 H 0.509815 0.840674 1.176161 0.027 Uiso 1 1 calc R U . . .
C31 C 0.56852(10) 0.85672(13) 1.0296(4) 0.0192(6) Uani 1 1 d . . . . .
C32 C 0.58738(10) 0.80109(13) 0.9697(4) 0.0183(6) Uani 1 1 d . . . . .
C33 C 0.44654(17) 0.750000 1.2681(6) 0.0296(10) Uani 1 2 d S T P . .
H33A H 0.476679 0.750001 1.333556 0.035 Uiso 1 2 calc R U P . .
H33B H 0.454720 0.750000 1.145870 0.035 Uiso 1 2 calc R U 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
La01 N3 2.426(2) . ?
La01 N3 2.426(2) 7_575 ?
La01 N9 2.430(2) . ?
La01 N9 2.430(2) 7_575 ?
La01 N7 2.431(2) 7_575 ?
La01 N7 2.431(2) . ?
La01 N5 2.440(4) . ?
La01 N1 2.442(3) . ?
Cl1 C33 1.769(3) . ?
N1 C4 1.367(4) . ?
N1 C4 1.367(4) 7_575 ?
C1 C2 1.395(5) . ?
C1 C1 1.399(7) 7_575 ?
C1 H1 0.9500 . ?
N2 C5 1.336(4) . ?
N2 C4 1.337(4) . ?
C2 C3 1.386(4) . ?
C2 H2 0.9500 . ?
N3 C12 1.367(4) . ?
N3 C5 1.372(4) . ?
C3 C3 1.409(6) 7_575 ?
C3 C4 1.467(4) . ?
N4 C13 1.337(4) . ?
N4 C12 1.340(4) . ?
N5 C13 1.366(4) . ?
N5 C13 1.366(4) 7_575 ?
C5 C6 1.457(4) . ?
N6 C17 1.337(3) 7_575 ?
N6 C17 1.338(3) . ?
C6 C7 1.392(4) . ?
C6 C11 1.398(4) . ?
C7 C8 1.395(5) . ?
C7 H7 0.9500 . ?
N7 C24 1.361(4) . ?
N7 C17 1.367(4) . ?
C8 C9 1.401(5) . ?
C8 H8 0.9500 . ?
N8 C25 1.336(4) . ?
N8 C24 1.347(4) . ?
C9 C10 1.389(5) . ?
C9 H9 0.9500 . ?
N9 C32 1.371(4) . ?
N9 C25 1.373(4) . ?
C11 C10 1.389(5) . ?
C11 C12 1.469(4) . ?
C10 H10 0.9500 . ?
N10 C32 1.336(3) . ?
N10 C32 1.336(3) 7_575 ?
C15 C14 1.390(4) . ?
C15 C16 1.400(5) . ?
C15 H15 0.9500 . ?
C14 C14 1.393(6) 7_575 ?
C14 C13 1.468(4) . ?
C16 C16 1.396(7) 7_575 ?
C16 H16 0.9500 . ?
C17 C18 1.465(4) . ?
C18 C19 1.389(4) . ?
C18 C23 1.397(4) . ?
C19 C20 1.389(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.399(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.468(4) . ?
C25 C26 1.459(4) . ?
C26 C27 1.389(4) . ?
C26 C31 1.396(4) . ?
C27 C28 1.392(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.398(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.460(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N3 La01 N3 108.61(12) . 7_575 ?
N3 La01 N9 144.15(8) . . ?
N3 La01 N9 83.27(8) 7_575 . ?
N3 La01 N9 83.27(8) . 7_575 ?
N3 La01 N9 144.15(8) 7_575 7_575 ?
N9 La01 N9 69.66(12) . 7_575 ?
N3 La01 N7 82.75(8) . 7_575 ?
N3 La01 N7 143.65(8) 7_575 7_575 ?
N9 La01 N7 107.95(8) . 7_575 ?
N9 La01 N7 69.70(8) 7_575 7_575 ?
N3 La01 N7 143.64(8) . . ?
N3 La01 N7 82.75(8) 7_575 . ?
N9 La01 N7 69.70(8) . . ?
N9 La01 N7 107.95(8) 7_575 . ?
N7 La01 N7 69.99(11) 7_575 . ?
N3 La01 N5 69.79(7) . . ?
N3 La01 N5 69.79(7) 7_575 . ?
N9 La01 N5 143.92(6) . . ?
N9 La01 N5 143.92(6) 7_575 . ?
N7 La01 N5 83.11(9) 7_575 . ?
N7 La01 N5 83.11(9) . . ?
N3 La01 N1 70.07(7) . . ?
N3 La01 N1 70.06(7) 7_575 . ?
N9 La01 N1 83.55(9) . . ?
N9 La01 N1 83.55(9) 7_575 . ?
N7 La01 N1 143.90(6) 7_575 . ?
N7 La01 N1 143.90(6) . . ?
N5 La01 N1 107.94(12) . . ?
C4 N1 C4 108.4(3) . 7_575 ?
C4 N1 La01 122.53(18) . . ?
C4 N1 La01 122.53(18) 7_575 . ?
C2 C1 C1 121.3(2) . 7_575 ?
C2 C1 H1 119.3 . . ?
C1 C1 H1 119.3 7_575 . ?
C5 N2 C4 122.9(3) . . ?
C3 C2 C1 117.3(3) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C12 N3 C5 107.9(3) . . ?
C12 N3 La01 120.49(19) . . ?
C5 N3 La01 121.19(19) . . ?
C2 C3 C3 121.35(19) . 7_575 ?
C2 C3 C4 132.6(3) . . ?
C3 C3 C4 106.00(17) 7_575 . ?
C13 N4 C12 122.6(3) . . ?
N2 C4 N1 128.2(3) . . ?
N2 C4 C3 122.1(3) . . ?
N1 C4 C3 109.7(3) . . ?
C13 N5 C13 108.1(4) . 7_575 ?
C13 N5 La01 121.29(19) . . ?
C13 N5 La01 121.29(19) 7_575 . ?
N2 C5 N3 127.6(3) . . ?
N2 C5 C6 122.6(3) . . ?
N3 C5 C6 109.8(3) . . ?
C17 N6 C17 122.4(4) 7_575 . ?
C7 C6 C11 121.1(3) . . ?
C7 C6 C5 132.3(3) . . ?
C11 C6 C5 106.6(3) . . ?
C6 C7 C8 117.6(3) . . ?
C6 C7 H7 121.2 . . ?
C8 C7 H7 121.2 . . ?
C24 N7 C17 108.0(2) . . ?
C24 N7 La01 121.93(19) . . ?
C17 N7 La01 120.17(19) . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C25 N8 C24 122.8(3) . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C32 N9 C25 107.5(2) . . ?
C32 N9 La01 120.49(19) . . ?
C25 N9 La01 121.47(18) . . ?
C10 C11 C6 121.6(3) . . ?
C10 C11 C12 132.6(3) . . ?
C6 C11 C12 105.8(3) . . ?
C11 C10 C9 117.3(3) . . ?
C11 C10 H10 121.4 . . ?
C9 C10 H10 121.4 . . ?
C32 N10 C32 122.7(4) . 7_575 ?
N4 C12 N3 127.7(3) . . ?
N4 C12 C11 122.5(3) . . ?
N3 C12 C11 109.8(3) . . ?
C14 C15 C16 116.9(3) . . ?
C14 C15 H15 121.5 . . ?
C16 C15 H15 121.5 . . ?
C15 C14 C14 121.7(2) . 7_575 ?
C15 C14 C13 132.0(3) . . ?
C14 C14 C13 106.18(18) 7_575 . ?
N4 C13 N5 128.0(3) . . ?
N4 C13 C14 122.2(3) . . ?
N5 C13 C14 109.8(3) . . ?
C16 C16 C15 121.4(2) 7_575 . ?
C16 C16 H16 119.3 7_575 . ?
C15 C16 H16 119.3 . . ?
N6 C17 N7 128.1(3) . . ?
N6 C17 C18 122.2(3) . . ?
N7 C17 C18 109.7(3) . . ?
C19 C18 C23 121.8(3) . . ?
C19 C18 C17 131.7(3) . . ?
C23 C18 C17 106.3(3) . . ?
C20 C19 C18 117.0(3) . . ?
C20 C19 H19 121.5 . . ?
C18 C19 H19 121.5 . . ?
C19 C20 C21 121.5(3) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C21 117.3(3) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C22 C23 C18 121.1(3) . . ?
C22 C23 C24 132.9(3) . . ?
C18 C23 C24 105.8(3) . . ?
N8 C24 N7 127.6(3) . . ?
N8 C24 C23 122.3(3) . . ?
N7 C24 C23 110.1(3) . . ?
N8 C25 N9 127.3(3) . . ?
N8 C25 C26 122.7(3) . . ?
N9 C25 C26 109.9(2) . . ?
C27 C26 C31 120.6(3) . . ?
C27 C26 C25 133.0(3) . . ?
C31 C26 C25 106.2(3) . . ?
C26 C27 C28 117.9(3) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 H27 121.1 . . ?
C27 C28 C29 120.9(3) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 121.2(3) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C31 C30 C29 117.5(3) . . ?
C31 C30 H30 121.3 . . ?
C29 C30 H30 121.3 . . ?
C30 C31 C26 121.9(3) . . ?
C30 C31 C32 131.8(3) . . ?
C26 C31 C32 106.3(3) . . ?
N10 C32 N9 127.6(3) . . ?
N10 C32 C31 122.4(3) . . ?
N9 C32 C31 110.0(2) . . ?
Cl1 C33 Cl1 111.4(3) 7_575 . ?
Cl1 C33 H33A 109.4 7_575 . ?
Cl1 C33 H33A 109.4 . . ?
Cl1 C33 H33B 109.4 7_575 . ?
Cl1 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?

_refine_diff_density_max         0.865
_refine_diff_density_min         -0.902
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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_NdPc2_P4nnc_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2016006'
loop_
_audit_author_name
_audit_author_address
'Maegan Mullenax'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-phthalocyaninato-radical)neodymium(III)
_chemical_name_common            '(bis)phthalocyanine neodymium'
_chemical_melting_point          ?
_chemical_formula_moiety         'C64 H32 N16 Nd1'
_chemical_formula_sum            'C64 H32 N16 Nd1'
_chemical_formula_weight         1169.30

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   28.103(3)
_cell_length_b                   14.1751(13)
_cell_length_c                   13.1851(12)
_cell_angle_alpha                90
_cell_angle_beta                 115.596(2)
_cell_angle_gamma                90
_cell_volume                     4737.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17874
_cell_measurement_theta_min      5.228
_cell_measurement_theta_max      43.105

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.163
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6302
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   'SADABS-2014/5, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focused sealed tube'
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'Omega and Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17329
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.607
_diffrn_reflns_theta_max         24.521
_diffrn_reflns_theta_full        24.521
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3953
_reflns_number_gt                3241
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT V8.37A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.37A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'WINGX [Farrugia, 2012]'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3953
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.42586(15) 0.2578(3) 0.3218(3) 0.0155(9) Uani 1 1 d . . . . .
C2 C 0.36969(15) 0.2449(3) 0.2917(3) 0.0178(9) Uani 1 1 d . . . . .
C3 C 0.33891(16) 0.1656(3) 0.2786(3) 0.0208(9) Uani 1 1 d . . . . .
H1 H 0.353654 0.105497 0.291666 0.025 Uiso 1 1 calc R U . . .
C4 C 0.28527(16) 0.1787(3) 0.2453(3) 0.0223(10) Uani 1 1 d . . . . .
H2 H 0.263847 0.126783 0.238402 0.027 Uiso 1 1 calc R U . . .
C5 C 0.26325(16) 0.2681(3) 0.2221(3) 0.0241(10) Uani 1 1 d . . . . .
H3 H 0.226979 0.274567 0.196784 0.029 Uiso 1 1 calc R U . . .
C6 C 0.29367(15) 0.3479(3) 0.2355(3) 0.0205(10) Uani 1 1 d . . . . .
H4 H 0.278669 0.407724 0.220738 0.025 Uiso 1 1 calc R U . . .
C7 C 0.34750(15) 0.3349(3) 0.2719(3) 0.0154(9) Uani 1 1 d . . . . .
C8 C 0.39066(14) 0.4010(3) 0.2944(3) 0.0156(9) Uani 1 1 d . . . . .
C9 C 0.42451(15) 0.5554(3) 0.3185(3) 0.0139(9) Uani 1 1 d . . . . .
C10 C 0.41674(16) 0.6575(3) 0.3159(3) 0.0167(9) Uani 1 1 d . . . . .
C11 C 0.37153(16) 0.7127(3) 0.2791(3) 0.0182(9) Uani 1 1 d . . . . .
H5 H 0.338401 0.685787 0.257732 0.022 Uiso 1 1 calc R U . . .
C12 C 0.37777(16) 0.8093(3) 0.2754(3) 0.0224(10) Uani 1 1 d . . . . .
H6 H 0.348164 0.847975 0.251103 0.027 Uiso 1 1 calc R U . . .
C13 C 0.42717(17) 0.8500(3) 0.3071(3) 0.0232(10) Uani 1 1 d . . . . .
H7 H 0.429889 0.915103 0.302422 0.028 Uiso 1 1 calc R U . . .
C14 C 0.47267(16) 0.7949(3) 0.3459(3) 0.0216(10) Uani 1 1 d . . . . .
H8 H 0.505818 0.822108 0.368588 0.026 Uiso 1 1 calc R U . . .
C15 C 0.46666(15) 0.6980(3) 0.3493(3) 0.0155(9) Uani 1 1 d . . . . .
C16 C 0.50403(15) 0.6187(3) 0.3738(3) 0.0149(9) Uani 1 1 d . . . . .
C17 C 0.58957(15) 0.5583(3) 0.4320(3) 0.0154(9) Uani 1 1 d . . . . .
C18 C 0.64681(15) 0.5710(3) 0.4764(3) 0.0174(9) Uani 1 1 d . . . . .
C19 C 0.67861(15) 0.6501(3) 0.5015(3) 0.0194(9) Uani 1 1 d . . . . .
H9 H 0.664358 0.710529 0.491635 0.023 Uiso 1 1 calc R U . . .
C20 C 0.73272(16) 0.6361(3) 0.5421(3) 0.0239(10) Uani 1 1 d . . . . .
H10 H 0.755206 0.687937 0.561199 0.029 Uiso 1 1 calc R U . . .
C21 C 0.75361(16) 0.5458(3) 0.5546(3) 0.0223(10) Uani 1 1 d . . . . .
H11 H 0.789929 0.538405 0.581731 0.027 Uiso 1 1 calc R U . . .
C22 C 0.72183(15) 0.4664(3) 0.5276(3) 0.0176(9) Uani 1 1 d . . . . .
H12 H 0.735974 0.406129 0.534816 0.021 Uiso 1 1 calc R U . . .
C23 C 0.66819(15) 0.4805(3) 0.4896(3) 0.0165(9) Uani 1 1 d . . . . .
C24 C 0.62391(14) 0.4147(3) 0.4532(3) 0.0149(8) Uani 1 1 d . . . . .
C25 C 0.59092(15) 0.2599(3) 0.4318(3) 0.0161(9) Uani 1 1 d . . . . .
C26 C 0.59908(15) 0.1580(3) 0.4514(3) 0.0163(9) Uani 1 1 d . . . . .
C27 C 0.64408(15) 0.1028(3) 0.4959(3) 0.0196(9) Uani 1 1 d . . . . .
H13 H 0.677278 0.128919 0.515872 0.024 Uiso 1 1 calc R U . . .
C28 C 0.63818(17) 0.0078(3) 0.5097(3) 0.0237(10) Uani 1 1 d . . . . .
H14 H 0.667895 -0.030541 0.540753 0.028 Uiso 1 1 calc R U . . .
C29 C 0.58832(16) -0.0316(3) 0.4778(3) 0.0231(10) Uani 1 1 d . . . . .
H15 H 0.585353 -0.095990 0.487591 0.028 Uiso 1 1 calc R U . . .
C30 C 0.54329(16) 0.0229(3) 0.4321(3) 0.0203(9) Uani 1 1 d . . . . .
H16 H 0.510007 -0.003527 0.410188 0.024 Uiso 1 1 calc R U . . .
C31 C 0.54960(16) 0.1184(2) 0.4203(3) 0.0172(9) Uani 1 1 d . . . . .
C32 C 0.51151(16) 0.1969(3) 0.3800(3) 0.0169(9) Uani 1 1 d . . . . .
N1 N 0.45992(12) 0.1854(2) 0.3484(3) 0.0153(7) Uani 1 1 d . . . . .
N2 N 0.43653(12) 0.3516(2) 0.3199(3) 0.0153(7) Uani 1 1 d . . . . .
N3 N 0.38478(12) 0.4949(2) 0.2920(3) 0.0159(7) Uani 1 1 d . . . . .
N4 N 0.47668(12) 0.5355(2) 0.3496(3) 0.0153(7) Uani 1 1 d . . . . .
N5 N 0.55597(12) 0.6307(2) 0.4108(3) 0.0146(7) Uani 1 1 d . . . . .
N6 N 0.57791(12) 0.4644(2) 0.4170(3) 0.0149(7) Uani 1 1 d . . . . .
N7 N 0.63063(12) 0.3212(2) 0.4595(3) 0.0167(7) Uani 1 1 d . . . . .
N8 N 0.53806(12) 0.2791(2) 0.3855(3) 0.0140(7) Uani 1 1 d . . . . .
Nd1 Nd 0.500000 0.40911(2) 0.250000 0.01215(10) Uani 1 2 d S T 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
C1 N1 1.342(5) . ?
C1 N2 1.366(5) . ?
C1 C2 1.463(5) . ?
C2 C3 1.384(5) . ?
C2 C7 1.394(5) . ?
C3 C4 1.389(5) . ?
C3 H1 0.9300 . ?
C4 C5 1.385(5) . ?
C4 H2 0.9300 . ?
C5 C6 1.382(5) . ?
C5 H3 0.9300 . ?
C6 C7 1.388(5) . ?
C6 H4 0.9300 . ?
C7 C8 1.458(5) . ?
C8 N3 1.339(5) . ?
C8 N2 1.375(5) . ?
C9 N3 1.330(5) . ?
C9 N4 1.370(5) . ?
C9 C10 1.462(5) . ?
C10 C11 1.388(5) . ?
C10 C15 1.399(5) . ?
C11 C12 1.384(5) . ?
C11 H5 0.9300 . ?
C12 C13 1.391(5) . ?
C12 H6 0.9300 . ?
C13 C14 1.393(5) . ?
C13 H7 0.9300 . ?
C14 C15 1.388(5) . ?
C14 H8 0.9300 . ?
C15 C16 1.475(5) . ?
C16 N5 1.335(5) . ?
C16 N4 1.368(5) . ?
C17 N5 1.339(5) . ?
C17 N6 1.365(4) . ?
C17 C18 1.466(5) . ?
C18 C19 1.382(5) . ?
C18 C23 1.396(5) . ?
C19 C20 1.391(5) . ?
C19 H9 0.9300 . ?
C20 C21 1.389(5) . ?
C20 H10 0.9300 . ?
C21 C22 1.384(5) . ?
C21 H11 0.9300 . ?
C22 C23 1.382(5) . ?
C22 H12 0.9300 . ?
C23 C24 1.460(5) . ?
C24 N7 1.336(5) . ?
C24 N6 1.365(5) . ?
C25 N7 1.335(5) . ?
C25 N8 1.367(5) . ?
C25 C26 1.468(5) . ?
C26 C27 1.384(5) . ?
C26 C31 1.387(5) . ?
C27 C28 1.378(5) . ?
C27 H13 0.9300 . ?
C28 C29 1.394(5) . ?
C28 H14 0.9300 . ?
C29 C30 1.379(5) . ?
C29 H15 0.9300 . ?
C30 C31 1.383(5) . ?
C30 H16 0.9300 . ?
C31 C32 1.475(5) . ?
C32 N1 1.334(5) . ?
C32 N8 1.368(5) . ?
N2 Nd1 2.473(3) . ?
N4 Nd1 2.471(3) . ?
N6 Nd1 2.468(3) . ?
N8 Nd1 2.466(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 C1 N2 127.7(3) . . ?
N1 C1 C2 122.7(3) . . ?
N2 C1 C2 109.6(3) . . ?
C3 C2 C7 121.0(4) . . ?
C3 C2 C1 132.7(4) . . ?
C7 C2 C1 106.3(3) . . ?
C2 C3 C4 117.7(4) . . ?
C2 C3 H1 121.1 . . ?
C4 C3 H1 121.1 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H2 119.6 . . ?
C3 C4 H2 119.6 . . ?
C6 C5 C4 121.8(4) . . ?
C6 C5 H3 119.1 . . ?
C4 C5 H3 119.1 . . ?
C5 C6 C7 117.2(4) . . ?
C5 C6 H4 121.4 . . ?
C7 C6 H4 121.4 . . ?
C6 C7 C2 121.2(4) . . ?
C6 C7 C8 132.2(4) . . ?
C2 C7 C8 106.5(3) . . ?
N3 C8 N2 127.2(3) . . ?
N3 C8 C7 123.4(3) . . ?
N2 C8 C7 109.4(3) . . ?
N3 C9 N4 127.9(3) . . ?
N3 C9 C10 122.2(3) . . ?
N4 C9 C10 109.9(3) . . ?
C11 C10 C15 121.4(4) . . ?
C11 C10 C9 132.1(4) . . ?
C15 C10 C9 106.2(3) . . ?
C12 C11 C10 117.3(4) . . ?
C12 C11 H5 121.4 . . ?
C10 C11 H5 121.4 . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 H6 119.2 . . ?
C13 C12 H6 119.2 . . ?
C12 C13 C14 121.1(4) . . ?
C12 C13 H7 119.5 . . ?
C14 C13 H7 119.5 . . ?
C15 C14 C13 117.5(4) . . ?
C15 C14 H8 121.3 . . ?
C13 C14 H8 121.3 . . ?
C14 C15 C10 121.0(4) . . ?
C14 C15 C16 132.5(4) . . ?
C10 C15 C16 106.2(3) . . ?
N5 C16 N4 127.6(3) . . ?
N5 C16 C15 123.1(3) . . ?
N4 C16 C15 109.3(3) . . ?
N5 C17 N6 127.8(3) . . ?
N5 C17 C18 122.8(3) . . ?
N6 C17 C18 109.3(3) . . ?
C19 C18 C23 121.1(4) . . ?
C19 C18 C17 132.8(4) . . ?
C23 C18 C17 106.0(3) . . ?
C18 C19 C20 117.5(4) . . ?
C18 C19 H9 121.2 . . ?
C20 C19 H9 121.2 . . ?
C21 C20 C19 120.9(4) . . ?
C21 C20 H10 119.6 . . ?
C19 C20 H10 119.6 . . ?
C22 C21 C20 121.7(4) . . ?
C22 C21 H11 119.1 . . ?
C20 C21 H11 119.1 . . ?
C23 C22 C21 117.2(4) . . ?
C23 C22 H12 121.4 . . ?
C21 C22 H12 121.4 . . ?
C22 C23 C18 121.4(4) . . ?
C22 C23 C24 131.9(4) . . ?
C18 C23 C24 106.6(3) . . ?
N7 C24 N6 128.4(3) . . ?
N7 C24 C23 122.4(3) . . ?
N6 C24 C23 109.2(3) . . ?
N7 C25 N8 127.7(3) . . ?
N7 C25 C26 122.9(3) . . ?
N8 C25 C26 109.4(3) . . ?
C27 C26 C31 120.8(4) . . ?
C27 C26 C25 132.6(4) . . ?
C31 C26 C25 106.6(3) . . ?
C28 C27 C26 118.0(4) . . ?
C28 C27 H13 121.0 . . ?
C26 C27 H13 121.0 . . ?
C27 C28 C29 121.0(4) . . ?
C27 C28 H14 119.5 . . ?
C29 C28 H14 119.5 . . ?
C30 C29 C28 121.3(4) . . ?
C30 C29 H15 119.3 . . ?
C28 C29 H15 119.3 . . ?
C29 C30 C31 117.4(4) . . ?
C29 C30 H16 121.3 . . ?
C31 C30 H16 121.3 . . ?
C30 C31 C26 121.6(4) . . ?
C30 C31 C32 132.1(4) . . ?
C26 C31 C32 106.3(3) . . ?
N1 C32 N8 128.0(3) . . ?
N1 C32 C31 122.8(3) . . ?
N8 C32 C31 109.2(3) . . ?
C32 N1 C1 122.9(3) . . ?
C1 N2 C8 108.1(3) . . ?
C1 N2 Nd1 121.8(2) . . ?
C8 N2 Nd1 119.4(2) . . ?
C9 N3 C8 123.6(3) . . ?
C16 N4 C9 108.2(3) . . ?
C16 N4 Nd1 119.9(2) . . ?
C9 N4 Nd1 119.0(2) . . ?
C16 N5 C17 122.7(3) . . ?
C24 N6 C17 108.7(3) . . ?
C24 N6 Nd1 119.3(2) . . ?
C17 N6 Nd1 120.2(2) . . ?
C25 N7 C24 123.3(3) . . ?
C25 N8 C32 108.5(3) . . ?
C25 N8 Nd1 121.3(2) . . ?
C32 N8 Nd1 122.8(2) . . ?
N8 Nd1 N8 83.28(14) . 2_655 ?
N8 Nd1 N6 69.57(10) . . ?
N8 Nd1 N6 145.45(10) 2_655 . ?
N8 Nd1 N6 145.45(10) . 2_655 ?
N8 Nd1 N6 69.57(10) 2_655 2_655 ?
N6 Nd1 N6 142.98(14) . 2_655 ?
N8 Nd1 N4 142.67(10) . 2_655 ?
N8 Nd1 N4 106.77(10) 2_655 2_655 ?
N6 Nd1 N4 84.67(10) . 2_655 ?
N6 Nd1 N4 68.44(10) 2_655 2_655 ?
N8 Nd1 N4 106.77(10) . . ?
N8 Nd1 N4 142.67(10) 2_655 . ?
N6 Nd1 N4 68.44(10) . . ?
N6 Nd1 N4 84.67(10) 2_655 . ?
N4 Nd1 N4 87.05(14) 2_655 . ?
N8 Nd1 N2 82.34(10) . 2_655 ?
N8 Nd1 N2 68.94(10) 2_655 2_655 ?
N6 Nd1 N2 86.13(10) . 2_655 ?
N6 Nd1 N2 106.07(10) 2_655 2_655 ?
N4 Nd1 N2 68.99(10) 2_655 2_655 ?
N4 Nd1 N2 146.77(10) . 2_655 ?
N8 Nd1 N2 68.94(10) . . ?
N8 Nd1 N2 82.34(10) 2_655 . ?
N6 Nd1 N2 106.06(10) . . ?
N6 Nd1 N2 86.13(10) 2_655 . ?
N4 Nd1 N2 146.77(10) 2_655 . ?
N4 Nd1 N2 68.98(10) . . ?
N2 Nd1 N2 141.52(14) 2_655 . ?

_refine_diff_density_max         0.859
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_SmPc2_C2c
_database_code_depnum_ccdc_archive 'CCDC 2096862'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-samarium(III)
_chemical_name_common            bis(phthalocyaninato)-samarium
_chemical_formula_moiety         'C64 H32 N16 Sm'
_chemical_formula_sum            'C64 H32 N16 Sm'
_chemical_melting_point          ?

_exptl_crystal_description       rectangle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1175.40

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   28.1112(14)
_cell_length_b                   14.2031(12)
_cell_length_c                   13.1654(5)
_cell_angle_alpha                90
_cell_angle_beta                 115.574(2)
_cell_angle_gamma                90
_cell_volume                     4741.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    65893
_cell_measurement_theta_min      5.232
_cell_measurement_theta_max      55.767
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_F_000             2360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          11.456
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    1.305
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_correction_T_min  0.6776
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64385
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.110
_diffrn_reflns_theta_max         27.875
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5658
_reflns_number_gt                5491
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0213P)²+7.6070P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5658
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0173
_refine_ls_wR_factor_ref         0.0476
_refine_ls_wR_factor_gt          0.0471
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Sm01 Sm 0.500000 0.59107(2) 0.750000 0.00863(4) Uani 1 2 d S T P . .
N1 N 0.61543(5) 0.50538(9) 0.70909(11) 0.0129(2) Uani 1 1 d . . . . .
C1 C 0.57552(6) 0.44469(10) 0.68264(12) 0.0121(3) Uani 1 1 d . . . . .
N2 N 0.52351(5) 0.46451(9) 0.65283(10) 0.0119(2) Uani 1 1 d . . . . .
C2 C 0.58319(6) 0.34254(10) 0.68464(12) 0.0130(3) Uani 1 1 d . . . . .
N3 N 0.44404(5) 0.36950(9) 0.59027(10) 0.0125(2) Uani 1 1 d . . . . .
C3 C 0.62851(6) 0.28799(11) 0.72044(13) 0.0157(3) Uani 1 1 d . . . . .
H3 H 0.662207 0.315707 0.741478 0.019 Uiso 1 1 calc R U . . .
C4 C 0.62248(6) 0.19067(11) 0.72422(14) 0.0178(3) Uani 1 1 d . . . . .
H4 H 0.652722 0.151291 0.749053 0.021 Uiso 1 1 calc R U . . .
N4 N 0.42249(5) 0.53579(9) 0.58566(10) 0.0119(2) Uani 1 1 d . . . . .
N5 N 0.36939(5) 0.67877(9) 0.54164(10) 0.0127(2) Uani 1 1 d . . . . .
C5 C 0.57257(6) 0.14995(11) 0.69203(14) 0.0181(3) Uani 1 1 d . . . . .
H5 H 0.569706 0.083588 0.696536 0.022 Uiso 1 1 calc R U . . .
C6 C 0.52706(6) 0.20510(11) 0.65351(13) 0.0162(3) Uani 1 1 d . . . . .
H6 H 0.493189 0.177419 0.629934 0.019 Uiso 1 1 calc R U . . .
N6 N 0.46217(5) 0.72020(9) 0.61622(10) 0.0119(2) Uani 1 1 d . . . . .
C7 C 0.53318(6) 0.30223(11) 0.65095(12) 0.0131(3) Uani 1 1 d . . . . .
N7 N 0.54021(5) 0.81397(9) 0.65287(10) 0.0129(2) Uani 1 1 d . . . . .
C8 C 0.49615(6) 0.38125(11) 0.62801(12) 0.0123(3) Uani 1 1 d . . . . .
N8 N 0.56345(5) 0.64794(9) 0.68210(10) 0.0117(2) Uani 1 1 d . . . . .
C9 C 0.41057(6) 0.44172(11) 0.56945(12) 0.0118(3) Uani 1 1 d . . . . .
C10 C 0.35317(6) 0.42889(11) 0.52420(12) 0.0127(3) Uani 1 1 d . . . . .
C12 C 0.26699(6) 0.36410(12) 0.45769(13) 0.0176(3) Uani 1 1 d . . . . .
H12 H 0.244010 0.311301 0.438391 0.021 Uiso 1 1 calc R U . . .
C11 C 0.32127(6) 0.34952(11) 0.49838(13) 0.0150(3) Uani 1 1 d . . . . .
H11 H 0.335726 0.287919 0.507964 0.018 Uiso 1 1 calc R U . . .
C13 C 0.24578(6) 0.45484(12) 0.44479(14) 0.0182(3) Uani 1 1 d . . . . .
H13 H 0.208681 0.462355 0.416595 0.022 Uiso 1 1 calc R U . . .
C15 C 0.33177(6) 0.51968(11) 0.51117(12) 0.0129(3) Uani 1 1 d . . . . .
C16 C 0.37615(6) 0.58541(10) 0.54814(12) 0.0120(3) Uani 1 1 d . . . . .
C17 C 0.40920(6) 0.73971(10) 0.56983(12) 0.0121(3) Uani 1 1 d . . . . .
C18 C 0.40085(6) 0.84119(11) 0.54928(12) 0.0134(3) Uani 1 1 d . . . . .
C19 C 0.35543(6) 0.89617(11) 0.50379(13) 0.0157(3) Uani 1 1 d . . . . .
H19 H 0.321508 0.869524 0.483042 0.019 Uiso 1 1 calc R U . . .
C20 C 0.36179(6) 0.99190(11) 0.48993(14) 0.0183(3) Uani 1 1 d . . . . .
H20 H 0.331527 1.031168 0.458250 0.022 Uiso 1 1 calc R U . . .
C21 C 0.41197(6) 1.03156(11) 0.52179(14) 0.0191(3) Uani 1 1 d . . . . .
H21 H 0.415054 1.097076 0.511358 0.023 Uiso 1 1 calc R U . . .
C22 C 0.45722(6) 0.97639(11) 0.56840(13) 0.0162(3) Uani 1 1 d . . . . .
H22 H 0.491234 1.003129 0.590694 0.019 Uiso 1 1 calc R U . . .
C23 C 0.45089(6) 0.88078(11) 0.58117(12) 0.0136(3) Uani 1 1 d . . . . .
C24 C 0.48856(6) 0.80240(10) 0.62123(12) 0.0122(3) Uani 1 1 d . . . . .
C25 C 0.57401(6) 0.74186(10) 0.67933(12) 0.0123(3) Uani 1 1 d . . . . .
C26 C 0.63039(6) 0.75478(11) 0.70922(12) 0.0135(3) Uani 1 1 d . . . . .
C27 C 0.66093(6) 0.83468(11) 0.72107(13) 0.0161(3) Uani 1 1 d . . . . .
H27 H 0.645778 0.895851 0.706963 0.019 Uiso 1 1 calc R U . . .
C28 C 0.71487(6) 0.82113(12) 0.75461(13) 0.0177(3) Uani 1 1 d . . . . .
H28 H 0.736738 0.874028 0.761464 0.021 Uiso 1 1 calc R U . . .
C29 C 0.73729(6) 0.73115(12) 0.77830(13) 0.0182(3) Uani 1 1 d . . . . .
H29 H 0.774304 0.724427 0.803972 0.022 Uiso 1 1 calc R U . . .
C30 C 0.70636(6) 0.65104(11) 0.76496(13) 0.0159(3) Uani 1 1 d . . . . .
H30 H 0.721481 0.589848 0.780006 0.019 Uiso 1 1 calc R U . . .
C31 C 0.65256(6) 0.66455(11) 0.72879(12) 0.0137(3) Uani 1 1 d . . . . .
C32 C 0.60900(6) 0.59870(10) 0.70650(12) 0.0124(3) Uani 1 1 d . . . . .
C14 C 0.27789(6) 0.53440(11) 0.47239(13) 0.0155(3) Uani 1 1 d . . . . .
H14 H 0.263591 0.595983 0.465019 0.019 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
Sm01 N4 2.4445(12) . ?
Sm01 N4 2.4445(12) 2_656 ?
Sm01 N6 2.4454(12) . ?
Sm01 N6 2.4454(12) 2_656 ?
Sm01 N8 2.4513(12) 2_656 ?
Sm01 N8 2.4514(12) . ?
Sm01 N2 2.4564(12) . ?
Sm01 N2 2.4564(12) 2_656 ?
N1 C32 1.3362(19) . ?
N1 C1 1.3365(19) . ?
C1 N2 1.3694(18) . ?
C1 C2 1.465(2) . ?
N2 C8 1.3710(19) . ?
C2 C3 1.388(2) . ?
C2 C7 1.401(2) . ?
N3 C9 1.338(2) . ?
N3 C8 1.3388(19) . ?
C3 C4 1.396(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(2) . ?
C4 H4 0.9500 . ?
N4 C9 1.3715(19) . ?
N4 C16 1.3718(18) . ?
N5 C17 1.3345(19) . ?
N5 C16 1.3370(19) . ?
C5 C6 1.395(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(2) . ?
C6 H6 0.9500 . ?
N6 C24 1.3694(18) . ?
N6 C17 1.3719(18) . ?
C7 C8 1.471(2) . ?
N7 C24 1.3367(19) . ?
N7 C25 1.3368(19) . ?
N8 C32 1.3700(19) . ?
N8 C25 1.3706(19) . ?
C9 C10 1.4703(19) . ?
C10 C11 1.388(2) . ?
C10 C15 1.402(2) . ?
C12 C11 1.397(2) . ?
C12 C13 1.399(2) . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C13 C14 1.393(2) . ?
C13 H13 0.9500 . ?
C15 C14 1.389(2) . ?
C15 C16 1.463(2) . ?
C17 C18 1.467(2) . ?
C18 C19 1.392(2) . ?
C18 C23 1.400(2) . ?
C19 C20 1.393(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.404(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.391(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.469(2) . ?
C25 C26 1.4702(19) . ?
C26 C27 1.391(2) . ?
C26 C31 1.400(2) . ?
C27 C28 1.398(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.399(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.466(2) . ?
C14 H14 0.9500 . ?

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
N4 Sm01 N4 142.53(6) . 2_656 ?
N4 Sm01 N6 70.07(4) . . ?
N4 Sm01 N6 145.36(4) 2_656 . ?
N4 Sm01 N6 145.36(4) . 2_656 ?
N4 Sm01 N6 70.07(4) 2_656 2_656 ?
N6 Sm01 N6 82.81(6) . 2_656 ?
N4 Sm01 N8 85.28(4) . 2_656 ?
N4 Sm01 N8 107.09(4) 2_656 2_656 ?
N6 Sm01 N8 81.77(4) . 2_656 ?
N6 Sm01 N8 69.44(4) 2_656 2_656 ?
N4 Sm01 N8 107.09(4) . . ?
N4 Sm01 N8 85.28(4) 2_656 . ?
N6 Sm01 N8 69.44(4) . . ?
N6 Sm01 N8 81.77(4) 2_656 . ?
N8 Sm01 N8 141.52(6) 2_656 . ?
N4 Sm01 N2 68.99(4) . . ?
N4 Sm01 N2 83.60(4) 2_656 . ?
N6 Sm01 N2 107.75(4) . . ?
N6 Sm01 N2 142.45(4) 2_656 . ?
N8 Sm01 N2 146.38(4) 2_656 . ?
N8 Sm01 N2 69.48(4) . . ?
N4 Sm01 N2 83.60(4) . 2_656 ?
N4 Sm01 N2 68.99(4) 2_656 2_656 ?
N6 Sm01 N2 142.45(4) . 2_656 ?
N6 Sm01 N2 107.75(4) 2_656 2_656 ?
N8 Sm01 N2 69.48(4) 2_656 2_656 ?
N8 Sm01 N2 146.38(4) . 2_656 ?
N2 Sm01 N2 85.94(6) . 2_656 ?
C32 N1 C1 122.96(13) . . ?
N1 C1 N2 127.91(14) . . ?
N1 C1 C2 122.23(13) . . ?
N2 C1 C2 109.85(13) . . ?
C1 N2 C8 108.09(12) . . ?
C1 N2 Sm01 119.68(9) . . ?
C8 N2 Sm01 120.39(9) . . ?
C3 C2 C7 121.86(14) . . ?
C3 C2 C1 131.70(14) . . ?
C7 C2 C1 106.20(13) . . ?
C9 N3 C8 122.73(13) . . ?
C2 C3 C4 117.19(14) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C3 C4 C5 121.21(14) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C9 N4 C16 108.31(12) . . ?
C9 N4 Sm01 121.01(9) . . ?
C16 N4 Sm01 119.92(9) . . ?
C17 N5 C16 123.12(13) . . ?
C6 C5 C4 121.24(15) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C7 C6 C5 117.49(14) . . ?
C7 C6 H6 121.3 . . ?
C5 C6 H6 121.3 . . ?
C24 N6 C17 108.10(12) . . ?
C24 N6 Sm01 123.14(9) . . ?
C17 N6 Sm01 121.54(9) . . ?
C6 C7 C2 120.98(14) . . ?
C6 C7 C8 132.62(14) . . ?
C2 C7 C8 106.13(13) . . ?
C24 N7 C25 122.77(13) . . ?
N3 C8 N2 127.39(14) . . ?
N3 C8 C7 123.04(13) . . ?
N2 C8 C7 109.56(12) . . ?
C32 N8 C25 108.17(12) . . ?
C32 N8 Sm01 119.99(9) . . ?
C25 N8 Sm01 122.04(9) . . ?
N3 C9 N4 127.73(13) . . ?
N3 C9 C10 122.67(13) . . ?
N4 C9 C10 109.60(13) . . ?
C11 C10 C15 121.29(14) . . ?
C11 C10 C9 132.83(14) . . ?
C15 C10 C9 105.87(13) . . ?
C11 C12 C13 121.37(14) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C10 C11 C12 117.17(14) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C14 C13 C12 121.41(14) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C14 C15 C10 121.69(14) . . ?
C14 C15 C16 131.60(14) . . ?
C10 C15 C16 106.68(12) . . ?
N5 C16 N4 128.27(13) . . ?
N5 C16 C15 122.28(13) . . ?
N4 C16 C15 109.43(12) . . ?
N5 C17 N6 127.71(14) . . ?
N5 C17 C18 122.54(13) . . ?
N6 C17 C18 109.70(12) . . ?
C19 C18 C23 121.31(14) . . ?
C19 C18 C17 132.42(14) . . ?
C23 C18 C17 106.21(13) . . ?
C18 C19 C20 117.26(14) . . ?
C18 C19 H19 121.4 . . ?
C20 C19 H19 121.4 . . ?
C19 C20 C21 121.42(15) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 121.00(14) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 117.62(14) . . ?
C23 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
C22 C23 C18 121.38(14) . . ?
C22 C23 C24 132.40(14) . . ?
C18 C23 C24 106.18(13) . . ?
N7 C24 N6 127.79(13) . . ?
N7 C24 C23 122.45(13) . . ?
N6 C24 C23 109.71(12) . . ?
N7 C25 N8 127.94(13) . . ?
N7 C25 C26 122.47(13) . . ?
N8 C25 C26 109.58(13) . . ?
C27 C26 C31 121.48(14) . . ?
C27 C26 C25 132.36(14) . . ?
C31 C26 C25 106.14(13) . . ?
C26 C27 C28 117.15(15) . . ?
C26 C27 H27 121.4 . . ?
C28 C27 H27 121.4 . . ?
C27 C28 C29 121.26(14) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 121.35(14) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
C31 C30 C29 117.21(15) . . ?
C31 C30 H30 121.4 . . ?
C29 C30 H30 121.4 . . ?
C30 C31 C26 121.48(14) . . ?
C30 C31 C32 132.23(14) . . ?
C26 C31 C32 106.26(13) . . ?
N1 C32 N8 127.94(13) . . ?
N1 C32 C31 122.38(13) . . ?
N8 C32 C31 109.67(13) . . ?
C15 C14 C13 117.05(14) . . ?
C15 C14 H14 121.5 . . ?
C13 C14 H14 121.5 . . ?

_refine_diff_density_max         0.685
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_ErPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096856'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-erbium(III)
_chemical_name_common            bis(phthalocyaninato)-erbium
_chemical_formula_moiety         'C64 H32 N16 Er, C Cl2 H2'
_chemical_formula_sum            'C65 H34 Cl2 Er N16'
_exptl_crystal_recrystallization_method 'slow evaporation from dicloromethane'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1277.24

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.016(3)
_cell_length_b                   22.942(3)
_cell_length_c                   7.8678(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5057.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    68321
_cell_measurement_theta_min      5.378
_cell_measurement_theta_max      54.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             2552
_exptl_transmission_factor_min   0.660
_exptl_transmission_factor_max   0.906
_exptl_crystal_size_max          0.358
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    1.830
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6632
_exptl_absorpt_correction_T_max  0.7432
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64750
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_av_R_equivalents  0.1556
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5969
_reflns_number_gt                4755
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'AOEX3 v2019.1-0 [Bruker AXS]'
_computing_data_reduction        'SAINT V8.40A [Bruker Nano, Inc., 1029]'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle [C.B. Huebschle, rev 958]'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+23.0545P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5969
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.0928
_refine_ls_wR_factor_gt          0.0856
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Er01 Er 0.63595(2) 0.750000 0.61102(3) 0.00692(7) Uani 1 2 d S T P . .
Cl1 Cl 0.41355(5) 0.68615(6) 1.32017(18) 0.0287(3) Uani 1 1 d . . . . .
C1 C 0.58678(15) 0.80080(18) 0.9638(6) 0.0103(8) Uani 1 1 d . . . . .
N1 N 0.56811(17) 0.750000 1.0132(6) 0.0082(10) Uani 1 2 d S T P . .
C2 C 0.56854(15) 0.85655(19) 1.0272(5) 0.0092(8) Uani 1 1 d . . . . .
N2 N 0.62377(12) 0.81029(15) 0.8540(4) 0.0078(7) Uani 1 1 d . . . . .
N3 N 0.66809(13) 0.89697(16) 0.7736(4) 0.0096(7) Uani 1 1 d . . . . .
C3 C 0.52961(16) 0.86996(19) 1.1289(6) 0.0135(9) Uani 1 1 d . . . . .
H3 H 0.510478 0.840281 1.178390 0.016 Uiso 1 1 calc R U . . .
N4 N 0.70442(12) 0.81058(15) 0.6509(4) 0.0087(7) Uani 1 1 d . . . . .
C4 C 0.51976(16) 0.9287(2) 1.1554(6) 0.0144(9) Uani 1 1 d . . . . .
H4 H 0.492891 0.939317 1.222219 0.017 Uiso 1 1 calc R U . . .
N5 N 0.76518(18) 0.750000 0.5178(6) 0.0099(10) Uani 1 2 d S T P . .
C5 C 0.54842(16) 0.9725(2) 1.0860(6) 0.0150(9) Uani 1 1 d . . . . .
H5 H 0.540892 1.012180 1.107138 0.018 Uiso 1 1 calc R U . . .
N7 N 0.67457(13) 0.64575(17) 0.2779(5) 0.0113(8) Uani 1 1 d . . . . .
C7 C 0.59737(16) 0.89975(18) 0.9576(5) 0.0099(8) Uani 1 1 d . . . . .
N6 N 0.66517(18) 0.750000 0.3239(7) 0.0101(10) Uani 1 2 d S T P . .
C6 C 0.58795(16) 0.95860(19) 0.9861(6) 0.0127(9) Uani 1 1 d . . . . .
H6 H 0.607714 0.988168 0.939229 0.015 Uiso 1 1 calc R U . . .
N9 N 0.53393(13) 0.64575(16) 0.6207(5) 0.0119(7) Uani 1 1 d . . . . .
C9 C 0.70147(15) 0.86881(19) 0.6830(6) 0.0111(9) Uani 1 1 d . . . . .
N8 N 0.60830(13) 0.66441(16) 0.4692(5) 0.0102(7) Uani 1 1 d . . . . .
C8 C 0.63272(16) 0.86956(18) 0.8540(5) 0.0102(8) Uani 1 1 d . . . . .
C10 C 0.74110(15) 0.89984(18) 0.5992(6) 0.0112(8) Uani 1 1 d . . . . .
N10 N 0.55046(16) 0.750000 0.6125(7) 0.0104(10) Uani 1 2 d S T P . .
C11 C 0.75142(16) 0.95843(19) 0.5763(5) 0.0126(9) Uani 1 1 d . . . . .
H11 H 0.733077 0.987739 0.631140 0.015 Uiso 1 1 calc R U . . .
C12 C 0.78943(16) 0.9731(2) 0.4706(6) 0.0151(9) Uani 1 1 d . . . . .
H12 H 0.796977 1.012937 0.451492 0.018 Uiso 1 1 calc R U . . .
C13 C 0.81662(16) 0.9294(2) 0.3921(6) 0.0170(9) Uani 1 1 d . . . . .
H13 H 0.842192 0.940380 0.319525 0.020 Uiso 1 1 calc R U . . .
C16 C 0.74592(15) 0.80114(19) 0.5622(5) 0.0098(9) Uani 1 1 d . . . . .
C15 C 0.76888(16) 0.85686(19) 0.5221(6) 0.0115(9) Uani 1 1 d . . . . .
C14 C 0.80721(15) 0.8704(2) 0.4176(5) 0.0126(9) Uani 1 1 d . . . . .
H14 H 0.826093 0.840926 0.365935 0.015 Uiso 1 1 calc R U . . .
C18 C 0.72287(14) 0.71962(19) 0.1329(5) 0.0112(9) Uani 1 1 d . . . . .
C17 C 0.68493(15) 0.7019(2) 0.2511(6) 0.0122(9) Uani 1 1 d . . . . .
C19 C 0.75641(16) 0.6881(2) 0.0398(6) 0.0172(10) Uani 1 1 d . . . . .
H19 H 0.755906 0.646695 0.037315 0.021 Uiso 1 1 calc R U . . .
C20 C 0.79067(16) 0.7196(2) -0.0494(6) 0.0196(11) Uani 1 1 d . . . . .
H20 H 0.814541 0.699344 -0.111484 0.023 Uiso 1 1 calc R U . . .
C21 C 0.63850(16) 0.62887(18) 0.3789(6) 0.0134(8) Uani 1 1 d . . . . .
C22 C 0.62524(14) 0.56779(19) 0.4018(6) 0.0126(9) Uani 1 1 d . . . . .
C23 C 0.64598(16) 0.5159(2) 0.3478(6) 0.0154(10) Uani 1 1 d . . . . .
H23 H 0.674382 0.515759 0.281862 0.019 Uiso 1 1 calc R U . . .
C24 C 0.62351(16) 0.4639(2) 0.3942(7) 0.0194(10) Uani 1 1 d . . . . .
H24 H 0.636898 0.427680 0.359863 0.023 Uiso 1 1 calc R U . . .
C25 C 0.58113(18) 0.4644(2) 0.4916(6) 0.0198(10) Uani 1 1 d . . . . .
H25 H 0.566084 0.428614 0.520455 0.024 Uiso 1 1 calc R U . . .
C26 C 0.56132(17) 0.5164(2) 0.5454(6) 0.0162(10) Uani 1 1 d . . . . .
H26 H 0.532973 0.516811 0.611713 0.019 Uiso 1 1 calc R U . . .
C27 C 0.58380(16) 0.56806(19) 0.5004(6) 0.0127(9) Uani 1 1 d . . . . .
C28 C 0.57336(16) 0.62928(19) 0.5377(6) 0.0116(9) Uani 1 1 d . . . . .
C29 C 0.52339(15) 0.70159(19) 0.6487(5) 0.0101(9) Uani 1 1 d . . . . .
C30 C 0.47744(15) 0.71945(19) 0.7225(5) 0.0100(9) Uani 1 1 d . . . . .
C31 C 0.43860(16) 0.6877(2) 0.7845(6) 0.0152(10) Uani 1 1 d . . . . .
H31 H 0.438643 0.646306 0.785346 0.018 Uiso 1 1 calc R U . . .
C32 C 0.39981(15) 0.7196(2) 0.8450(6) 0.0169(10) Uani 1 1 d . . . . .
H32 H 0.372698 0.699361 0.887331 0.020 Uiso 1 1 calc R U . . .
C33 C 0.4465(3) 0.750000 1.2721(9) 0.0214(15) Uani 1 2 d S T P . .
H33A H 0.476541 0.749999 1.338293 0.026 Uiso 1 2 calc R U P . .
H33B H 0.454878 0.750000 1.149922 0.026 Uiso 1 2 calc R U 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
Er01 N2 2.384(3) 7_575 ?
Er01 N2 2.384(3) . ?
Er01 N8 2.388(4) 7_575 ?
Er01 N8 2.388(4) . ?
Er01 N4 2.389(4) . ?
Er01 N4 2.390(4) 7_575 ?
Er01 N10 2.395(5) . ?
Er01 N6 2.403(5) . ?
Cl1 C33 1.772(4) . ?
C1 N1 1.335(5) . ?
C1 N2 1.367(5) . ?
C1 C2 1.465(6) . ?
C2 C3 1.387(6) . ?
C2 C7 1.391(6) . ?
N2 C8 1.383(5) . ?
N3 C8 1.333(5) . ?
N3 C9 1.341(6) . ?
C3 C4 1.392(6) . ?
C3 H3 0.9500 . ?
N4 C9 1.362(5) . ?
N4 C16 1.373(5) . ?
C4 C5 1.396(6) . ?
C4 H4 0.9500 . ?
N5 C16 1.338(5) . ?
N5 C16 1.338(5) 7_575 ?
C5 C6 1.395(6) . ?
C5 H5 0.9500 . ?
N7 C17 1.337(6) . ?
N7 C21 1.342(6) . ?
C7 C6 1.394(6) . ?
C7 C8 1.457(6) . ?
N6 C17 1.361(5) . ?
N6 C17 1.361(5) 7_575 ?
C6 H6 0.9500 . ?
N9 C29 1.333(5) . ?
N9 C28 1.337(6) . ?
C9 C10 1.474(6) . ?
N8 C21 1.373(6) . ?
N8 C28 1.378(6) . ?
C10 C11 1.387(6) . ?
C10 C15 1.395(6) . ?
N10 C29 1.375(5) . ?
N10 C29 1.375(5) 7_575 ?
C11 C12 1.392(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.402(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(6) . ?
C13 H13 0.9500 . ?
C16 C15 1.465(6) . ?
C15 C14 1.388(6) . ?
C14 H14 0.9500 . ?
C18 C18 1.394(9) 7_575 ?
C18 C19 1.394(6) . ?
C18 C17 1.470(6) . ?
C19 C20 1.392(7) . ?
C19 H19 0.9500 . ?
C20 C20 1.393(10) 7_575 ?
C20 H20 0.9500 . ?
C21 C22 1.461(6) . ?
C22 C23 1.392(6) . ?
C22 C27 1.396(6) . ?
C23 C24 1.397(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.413(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.388(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.464(6) . ?
C29 C30 1.471(6) . ?
C30 C31 1.397(6) . ?
C30 C30 1.402(9) 7_575 ?
C31 C32 1.393(6) . ?
C31 H31 0.9500 . ?
C32 C32 1.397(10) 7_575 ?
C32 H32 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N2 Er01 N2 70.94(17) 7_575 . ?
N2 Er01 N8 143.66(12) 7_575 7_575 ?
N2 Er01 N8 81.44(12) . 7_575 ?
N2 Er01 N8 81.44(12) 7_575 . ?
N2 Er01 N8 143.66(12) . . ?
N8 Er01 N8 110.65(18) 7_575 . ?
N2 Er01 N4 110.31(12) 7_575 . ?
N2 Er01 N4 70.86(12) . . ?
N8 Er01 N4 80.99(12) 7_575 . ?
N8 Er01 N4 143.14(12) . . ?
N2 Er01 N4 70.86(12) 7_575 7_575 ?
N2 Er01 N4 110.31(12) . 7_575 ?
N8 Er01 N4 143.14(12) 7_575 7_575 ?
N8 Er01 N4 81.00(12) . 7_575 ?
N4 Er01 N4 71.13(17) . 7_575 ?
N2 Er01 N10 81.54(14) 7_575 . ?
N2 Er01 N10 81.54(14) . . ?
N8 Er01 N10 71.22(11) 7_575 . ?
N8 Er01 N10 71.21(11) . . ?
N4 Er01 N10 143.33(9) . . ?
N4 Er01 N10 143.33(9) 7_575 . ?
N2 Er01 N6 143.37(9) 7_575 . ?
N2 Er01 N6 143.38(9) . . ?
N8 Er01 N6 70.80(10) 7_575 . ?
N8 Er01 N6 70.80(10) . . ?
N4 Er01 N6 81.37(13) . . ?
N4 Er01 N6 81.37(13) 7_575 . ?
N10 Er01 N6 110.21(18) . . ?
N1 C1 N2 128.3(4) . . ?
N1 C1 C2 121.7(4) . . ?
N2 C1 C2 109.9(4) . . ?
C1 N1 C1 121.6(5) . 7_575 ?
C3 C2 C7 121.7(4) . . ?
C3 C2 C1 131.6(4) . . ?
C7 C2 C1 106.6(4) . . ?
C1 N2 C8 107.1(3) . . ?
C1 N2 Er01 121.5(3) . . ?
C8 N2 Er01 123.0(3) . . ?
C8 N3 C9 122.9(4) . . ?
C2 C3 C4 117.2(4) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C9 N4 C16 107.5(4) . . ?
C9 N4 Er01 123.1(3) . . ?
C16 N4 Er01 121.4(3) . . ?
C3 C4 C5 121.6(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C16 N5 C16 122.6(5) . 7_575 ?
C6 C5 C4 120.9(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C17 N7 C21 122.3(4) . . ?
C2 C7 C6 121.1(4) . . ?
C2 C7 C8 106.0(4) . . ?
C6 C7 C8 132.8(4) . . ?
C17 N6 C17 108.3(5) . 7_575 ?
C17 N6 Er01 122.3(3) . . ?
C17 N6 Er01 122.3(3) 7_575 . ?
C7 C6 C5 117.5(4) . . ?
C7 C6 H6 121.2 . . ?
C5 C6 H6 121.2 . . ?
C29 N9 C28 122.4(4) . . ?
N3 C9 N4 127.8(4) . . ?
N3 C9 C10 122.0(4) . . ?
N4 C9 C10 110.2(4) . . ?
C21 N8 C28 107.0(4) . . ?
C21 N8 Er01 122.0(3) . . ?
C28 N8 Er01 121.9(3) . . ?
N3 C8 N2 126.8(4) . . ?
N3 C8 C7 123.1(4) . . ?
N2 C8 C7 110.1(4) . . ?
C11 C10 C15 120.8(4) . . ?
C11 C10 C9 133.1(4) . . ?
C15 C10 C9 105.9(4) . . ?
C29 N10 C29 107.8(5) . 7_575 ?
C29 N10 Er01 123.6(2) . . ?
C29 N10 Er01 123.6(2) 7_575 . ?
C10 C11 C12 118.1(4) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C11 C12 C13 120.4(4) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 121.9(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
N5 C16 N4 127.8(4) . . ?
N5 C16 C15 122.1(4) . . ?
N4 C16 C15 110.1(4) . . ?
C14 C15 C10 122.1(4) . . ?
C14 C15 C16 131.5(4) . . ?
C10 C15 C16 106.1(4) . . ?
C15 C14 C13 116.7(4) . . ?
C15 C14 H14 121.7 . . ?
C13 C14 H14 121.7 . . ?
C18 C18 C19 121.3(3) 7_575 . ?
C18 C18 C17 106.1(2) 7_575 . ?
C19 C18 C17 132.6(4) . . ?
N7 C17 N6 128.8(4) . . ?
N7 C17 C18 121.5(4) . . ?
N6 C17 C18 109.7(4) . . ?
C20 C19 C18 117.4(5) . . ?
C20 C19 H19 121.3 . . ?
C18 C19 H19 121.3 . . ?
C19 C20 C20 121.3(3) . 7_575 ?
C19 C20 H20 119.3 . . ?
C20 C20 H20 119.3 7_575 . ?
N7 C21 N8 126.8(4) . . ?
N7 C21 C22 122.8(4) . . ?
N8 C21 C22 110.4(4) . . ?
C23 C22 C27 121.4(4) . . ?
C23 C22 C21 132.6(4) . . ?
C27 C22 C21 106.0(4) . . ?
C22 C23 C24 117.6(4) . . ?
C22 C23 H23 121.2 . . ?
C24 C23 H23 121.2 . . ?
C23 C24 C25 120.9(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 120.7(4) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 118.5(4) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C26 C27 C22 121.0(4) . . ?
C26 C27 C28 132.6(4) . . ?
C22 C27 C28 106.4(4) . . ?
N9 C28 N8 127.8(4) . . ?
N9 C28 C27 122.3(4) . . ?
N8 C28 C27 109.9(4) . . ?
N9 C29 N10 128.3(4) . . ?
N9 C29 C30 121.8(4) . . ?
N10 C29 C30 109.9(4) . . ?
C31 C30 C30 121.4(3) . 7_575 ?
C31 C30 C29 132.4(4) . . ?
C30 C30 C29 106.2(2) 7_575 . ?
C32 C31 C30 117.0(4) . . ?
C32 C31 H31 121.5 . . ?
C30 C31 H31 121.5 . . ?
C31 C32 C32 121.6(3) . 7_575 ?
C31 C32 H32 119.2 . . ?
C32 C32 H32 119.2 7_575 . ?
Cl1 C33 Cl1 111.5(4) 7_575 . ?
Cl1 C33 H33A 109.3 7_575 . ?
Cl1 C33 H33A 109.3 . . ?
Cl1 C33 H33B 109.3 7_575 . ?
Cl1 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?

_refine_diff_density_max         1.140
_refine_diff_density_min         -1.988
_refine_diff_density_rms         0.145

####################################################################### 
# 
# 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_PrPc2_C2c
_database_code_depnum_ccdc_archive 'CCDC 2096858'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-praseodymium(III)
_chemical_name_common            bis(phthalocyaninato)-Pr
_chemical_formula_moiety         'C64 H32 N16 Pr'
_chemical_formula_sum            'C64 H32 N16 Pr'
_exptl_crystal_recrystallization_method 'slow evaporation from chloroform'
_chemical_melting_point          ?

_exptl_crystal_description       rectangle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1165.96

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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   28.106(3)
_cell_length_b                   14.1593(10)
_cell_length_c                   13.1975(8)
_cell_angle_alpha                90
_cell_angle_beta                 115.551(4)
_cell_angle_gamma                90
_cell_volume                     4738.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    120855
_cell_measurement_theta_min      5.225
_cell_measurement_theta_max      55.533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_F_000             2348
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          4.106
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    1.095
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6173
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   'SADABS-2016/2, G. Sheldrick'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            118387
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_av_R_equivalents  0.1297
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.111
_diffrn_reflns_theta_max         27.914
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5675
_reflns_number_gt                5153
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+17.1545P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5675
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   0.829
_refine_ls_restrained_S_all      0.829
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Pr01 Pr 0.500000 0.59050(2) 0.750000 0.00997(5) Uani 1 2 d S T P . .
N1 N 0.46199(7) 0.72050(12) 0.61305(15) 0.0136(3) Uani 1 1 d . . . . .
C1 C 0.40922(8) 0.73996(15) 0.56751(17) 0.0142(4) Uani 1 1 d . . . . .
N2 N 0.54014(7) 0.81447(12) 0.65103(15) 0.0147(4) Uani 1 1 d . . . . .
C2 C 0.40089(8) 0.84139(15) 0.54793(18) 0.0150(4) Uani 1 1 d . . . . .
N3 N 0.56339(7) 0.64819(12) 0.67913(15) 0.0137(4) Uani 1 1 d . . . . .
C3 C 0.35563(8) 0.89643(15) 0.50331(18) 0.0172(4) Uani 1 1 d . . . . .
H3 H 0.321731 0.869616 0.482718 0.021 Uiso 1 1 calc R U . . .
N4 N 0.61555(7) 0.50525(12) 0.70833(15) 0.0144(4) Uani 1 1 d . . . . .
C4 C 0.36187(9) 0.99280(16) 0.4899(2) 0.0205(5) Uani 1 1 d . . . . .
H4 H 0.331612 1.032209 0.458440 0.025 Uiso 1 1 calc R U . . .
C5 C 0.41187(9) 1.03225(16) 0.5218(2) 0.0209(5) Uani 1 1 d . . . . .
H5 H 0.414945 1.098066 0.511994 0.025 Uiso 1 1 calc R U . . .
N5 N 0.52355(7) 0.46413(12) 0.64877(15) 0.0135(3) Uani 1 1 d . . . . .
C6 C 0.45709(9) 0.97732(15) 0.56760(19) 0.0179(4) Uani 1 1 d . . . . .
H6 H 0.491051 1.004391 0.589872 0.021 Uiso 1 1 calc R U . . .
N6 N 0.44430(7) 0.36888(12) 0.58833(15) 0.0135(3) Uani 1 1 d . . . . .
N7 N 0.42239(7) 0.53566(12) 0.58172(15) 0.0139(3) Uani 1 1 d . . . . .
C7 C 0.45090(8) 0.88123(15) 0.57969(18) 0.0147(4) Uani 1 1 d . . . . .
C8 C 0.48849(8) 0.80295(15) 0.61906(18) 0.0145(4) Uani 1 1 d . . . . .
N8 N 0.36948(7) 0.67869(12) 0.53993(15) 0.0143(4) Uani 1 1 d . . . . .
C9 C 0.57415(8) 0.74241(15) 0.67747(18) 0.0149(4) Uani 1 1 d . . . . .
C10 C 0.63044(8) 0.75519(15) 0.70875(18) 0.0157(4) Uani 1 1 d . . . . .
C12 C 0.71499(9) 0.82157(17) 0.75513(19) 0.0205(5) Uani 1 1 d . . . . .
H12 H 0.736880 0.874590 0.761933 0.025 Uiso 1 1 calc R U . . .
C11 C 0.66118(9) 0.83522(16) 0.72129(19) 0.0181(4) Uani 1 1 d . . . . .
H11 H 0.646105 0.896649 0.707354 0.022 Uiso 1 1 calc R U . . .
C14 C 0.70645(8) 0.65156(16) 0.76528(19) 0.0172(4) Uani 1 1 d . . . . .
H14 H 0.721589 0.590204 0.780483 0.021 Uiso 1 1 calc R U . . .
C15 C 0.65259(8) 0.66496(15) 0.72825(18) 0.0144(4) Uani 1 1 d . . . . .
C16 C 0.60902(8) 0.59884(16) 0.70459(17) 0.0143(4) Uani 1 1 d . . . . .
C17 C 0.57559(8) 0.44437(15) 0.68071(18) 0.0149(4) Uani 1 1 d . . . . .
C18 C 0.58352(8) 0.34205(15) 0.68480(18) 0.0145(4) Uani 1 1 d . . . . .
C19 C 0.62883(9) 0.28715(15) 0.72190(19) 0.0172(4) Uani 1 1 d . . . . .
H19 H 0.662603 0.314865 0.743535 0.021 Uiso 1 1 calc R U . . .
C20 C 0.62278(9) 0.18992(16) 0.7261(2) 0.0198(5) Uani 1 1 d . . . . .
H20 H 0.653044 0.150431 0.751456 0.024 Uiso 1 1 calc R U . . .
C21 C 0.57299(9) 0.14914(16) 0.6937(2) 0.0200(5) Uani 1 1 d . . . . .
H21 H 0.570161 0.082614 0.698663 0.024 Uiso 1 1 calc R U . . .
C22 C 0.52750(9) 0.20427(15) 0.65433(19) 0.0173(4) Uani 1 1 d . . . . .
H22 H 0.493627 0.176480 0.630724 0.021 Uiso 1 1 calc R U . . .
C23 C 0.53355(8) 0.30146(15) 0.65087(18) 0.0152(4) Uani 1 1 d . . . . .
C24 C 0.49632(8) 0.38063(15) 0.62563(18) 0.0143(4) Uani 1 1 d . . . . .
C25 C 0.41054(8) 0.44104(15) 0.56650(17) 0.0138(4) Uani 1 1 d . . . . .
C26 C 0.35317(8) 0.42836(15) 0.52309(17) 0.0140(4) Uani 1 1 d . . . . .
C27 C 0.32142(8) 0.34893(16) 0.49796(18) 0.0167(4) Uani 1 1 d . . . . .
H27 H 0.335912 0.287152 0.507657 0.020 Uiso 1 1 calc R U . . .
C28 C 0.26725(9) 0.36345(16) 0.45779(19) 0.0201(5) Uani 1 1 d . . . . .
H28 H 0.244282 0.310466 0.438359 0.024 Uiso 1 1 calc R U . . .
C29 C 0.24612(9) 0.45398(17) 0.4456(2) 0.0200(5) Uani 1 1 d . . . . .
H29 H 0.209048 0.461461 0.418037 0.024 Uiso 1 1 calc R U . . .
C30 C 0.27821(8) 0.53378(16) 0.47287(19) 0.0177(4) Uani 1 1 d . . . . .
H30 H 0.263903 0.595508 0.466025 0.021 Uiso 1 1 calc R U . . .
C31 C 0.33199(8) 0.51924(15) 0.51052(18) 0.0147(4) Uani 1 1 d . . . . .
C32 C 0.37614(8) 0.58503(16) 0.54577(17) 0.0144(4) Uani 1 1 d . . . . .
C13 C 0.73735(9) 0.73168(17) 0.77922(19) 0.0199(5) Uani 1 1 d . . . . .
H13 H 0.774417 0.724975 0.805672 0.024 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
Pr01 N7 2.4726(18) 2_656 ?
Pr01 N7 2.4727(18) . ?
Pr01 N1 2.4760(18) . ?
Pr01 N1 2.4760(18) 2_656 ?
Pr01 N3 2.4807(17) 2_656 ?
Pr01 N3 2.4807(17) . ?
Pr01 N5 2.4873(17) 2_656 ?
Pr01 N5 2.4874(17) . ?
N1 C1 1.367(3) . ?
N1 C8 1.369(3) . ?
C1 N8 1.335(3) . ?
C1 C2 1.460(3) . ?
N2 C8 1.335(3) . ?
N2 C9 1.338(3) . ?
C2 C3 1.388(3) . ?
C2 C7 1.400(3) . ?
N3 C16 1.369(3) . ?
N3 C9 1.370(3) . ?
C3 C4 1.397(3) . ?
C3 H3 0.9500 . ?
N4 C17 1.336(3) . ?
N4 C16 1.336(3) . ?
C4 C5 1.398(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
N5 C17 1.365(3) . ?
N5 C24 1.369(3) . ?
C6 C7 1.390(3) . ?
C6 H6 0.9500 . ?
N6 C24 1.337(3) . ?
N6 C25 1.339(3) . ?
N7 C32 1.368(3) . ?
N7 C25 1.374(3) . ?
C7 C8 1.463(3) . ?
N8 C32 1.337(3) . ?
C9 C10 1.464(3) . ?
C10 C11 1.391(3) . ?
C10 C15 1.396(3) . ?
C12 C11 1.393(3) . ?
C12 C13 1.394(3) . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C14 C15 1.389(3) . ?
C14 C13 1.392(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.464(3) . ?
C17 C18 1.463(3) . ?
C18 C19 1.388(3) . ?
C18 C23 1.400(3) . ?
C19 C20 1.391(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.399(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.470(3) . ?
C25 C26 1.471(3) . ?
C26 C27 1.384(3) . ?
C26 C31 1.397(3) . ?
C27 C28 1.395(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.392(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.393(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.388(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.458(3) . ?
C13 H13 0.9500 . ?

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
N7 Pr01 N7 143.40(8) 2_656 . ?
N7 Pr01 N1 145.57(6) 2_656 . ?
N7 Pr01 N1 69.03(6) . . ?
N7 Pr01 N1 69.03(6) 2_656 2_656 ?
N7 Pr01 N1 145.57(6) . 2_656 ?
N1 Pr01 N1 83.95(8) . 2_656 ?
N7 Pr01 N3 105.28(6) 2_656 2_656 ?
N7 Pr01 N3 86.75(6) . 2_656 ?
N1 Pr01 N3 82.90(6) . 2_656 ?
N1 Pr01 N3 68.52(6) 2_656 2_656 ?
N7 Pr01 N3 86.75(6) 2_656 . ?
N7 Pr01 N3 105.28(6) . . ?
N1 Pr01 N3 68.52(6) . . ?
N1 Pr01 N3 82.91(6) 2_656 . ?
N3 Pr01 N3 141.55(8) 2_656 . ?
N7 Pr01 N5 68.14(6) 2_656 2_656 ?
N7 Pr01 N5 85.44(6) . 2_656 ?
N1 Pr01 N5 142.74(6) . 2_656 ?
N1 Pr01 N5 105.88(6) 2_656 2_656 ?
N3 Pr01 N5 68.51(6) 2_656 2_656 ?
N3 Pr01 N5 147.15(6) . 2_656 ?
N7 Pr01 N5 85.44(6) 2_656 . ?
N7 Pr01 N5 68.14(6) . . ?
N1 Pr01 N5 105.88(6) . . ?
N1 Pr01 N5 142.74(6) 2_656 . ?
N3 Pr01 N5 147.15(6) 2_656 . ?
N3 Pr01 N5 68.51(6) . . ?
N5 Pr01 N5 88.00(8) 2_656 . ?
C1 N1 C8 108.29(17) . . ?
C1 N1 Pr01 121.04(13) . . ?
C8 N1 Pr01 122.63(13) . . ?
N8 C1 N1 127.63(19) . . ?
N8 C1 C2 122.65(19) . . ?
N1 C1 C2 109.69(18) . . ?
C8 N2 C9 123.13(18) . . ?
C3 C2 C7 121.2(2) . . ?
C3 C2 C1 132.5(2) . . ?
C7 C2 C1 106.24(18) . . ?
C16 N3 C9 108.12(17) . . ?
C16 N3 Pr01 119.24(13) . . ?
C9 N3 Pr01 121.74(13) . . ?
C2 C3 C4 117.4(2) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
C17 N4 C16 122.97(18) . . ?
C3 C4 C5 121.1(2) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C17 N5 C24 108.25(17) . . ?
C17 N5 Pr01 118.65(13) . . ?
C24 N5 Pr01 119.23(13) . . ?
C5 C6 C7 117.6(2) . . ?
C5 C6 H6 121.2 . . ?
C7 C6 H6 121.2 . . ?
C24 N6 C25 123.06(18) . . ?
C32 N7 C25 108.26(17) . . ?
C32 N7 Pr01 119.29(13) . . ?
C25 N7 Pr01 120.12(13) . . ?
C6 C7 C2 121.3(2) . . ?
C6 C7 C8 132.5(2) . . ?
C2 C7 C8 106.19(18) . . ?
N2 C8 N1 127.79(19) . . ?
N2 C8 C7 122.66(19) . . ?
N1 C8 C7 109.51(18) . . ?
C1 N8 C32 123.30(18) . . ?
N2 C9 N3 127.52(19) . . ?
N2 C9 C10 122.90(19) . . ?
N3 C9 C10 109.58(18) . . ?
C11 C10 C15 121.3(2) . . ?
C11 C10 C9 132.4(2) . . ?
C15 C10 C9 106.30(18) . . ?
C11 C12 C13 121.3(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C10 C11 C12 117.2(2) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C15 C14 C13 117.3(2) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C14 C15 C10 121.5(2) . . ?
C14 C15 C16 132.2(2) . . ?
C10 C15 C16 106.29(18) . . ?
N4 C16 N3 127.93(19) . . ?
N4 C16 C15 122.51(18) . . ?
N3 C16 C15 109.56(18) . . ?
N4 C17 N5 127.9(2) . . ?
N4 C17 C18 122.15(19) . . ?
N5 C17 C18 109.89(18) . . ?
C19 C18 C23 121.6(2) . . ?
C19 C18 C17 132.0(2) . . ?
C23 C18 C17 106.18(18) . . ?
C18 C19 C20 117.3(2) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C19 C20 C21 121.3(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 121.2(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C23 C22 C21 117.5(2) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C22 C23 C18 121.1(2) . . ?
C22 C23 C24 132.6(2) . . ?
C18 C23 C24 106.09(18) . . ?
N6 C24 N5 127.36(19) . . ?
N6 C24 C23 123.16(19) . . ?
N5 C24 C23 109.46(18) . . ?
N6 C25 N7 127.45(19) . . ?
N6 C25 C26 123.15(19) . . ?
N7 C25 C26 109.39(18) . . ?
C27 C26 C31 121.48(19) . . ?
C27 C26 C25 132.7(2) . . ?
C31 C26 C25 105.85(18) . . ?
C26 C27 C28 117.2(2) . . ?
C26 C27 H27 121.4 . . ?
C28 C27 H27 121.4 . . ?
C29 C28 C27 121.4(2) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 121.4(2) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C31 C30 C29 117.1(2) . . ?
C31 C30 H30 121.4 . . ?
C29 C30 H30 121.4 . . ?
C30 C31 C26 121.4(2) . . ?
C30 C31 C32 131.7(2) . . ?
C26 C31 C32 106.87(18) . . ?
N8 C32 N7 127.98(19) . . ?
N8 C32 C31 122.45(18) . . ?
N7 C32 C31 109.56(19) . . ?
C14 C13 C12 121.3(2) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?

_refine_diff_density_max         0.467
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_SmPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2096866'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'(phthalocyaninato)-(phthalocyaninato-radical)-samarium (III)'
_chemical_name_common            bis(phthalocyaninato)-samarium
_chemical_formula_moiety         'C64 H32 N16 Sm'
_chemical_formula_sum            'C64 H32 N16 Sm'
_exptl_crystal_recrystallization_method 'slow evaporation from chloroform'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1175.40

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.8201(2)
_cell_length_b                   10.6092(3)
_cell_length_c                   50.7567(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4749.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    58914
_cell_measurement_theta_min      4.532
_cell_measurement_theta_max      60.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_F_000             2360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          2.086
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.072
_exptl_absorpt_coefficient_mu    1.303
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_correction_T_min  0.6807
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58778
_diffrn_reflns_av_unetI/netI     0.0625
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -71
_diffrn_reflns_limit_l_max       73
_diffrn_reflns_theta_min         1.961
_diffrn_reflns_theta_max         31.968
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14197
_reflns_number_gt                12819
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_max     0.806
_reflns_Friedel_fraction_full    0.999

_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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0001P)²+3.0008P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4824 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(4)
_refine_ls_number_reflns         14197
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0619
_refine_ls_wR_factor_gt          0.0599
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Sm01 Sm 0.21238(2) 0.42947(2) 0.62429(2) 0.01102(4) Uani 1 1 d . . . . .
N1 N 0.2949(4) 0.2649(3) 0.59357(6) 0.0134(6) Uani 1 1 d . . . . .
C1 C 0.3729(4) 0.2947(4) 0.57110(7) 0.0145(8) Uani 1 1 d . . . . .
N2 N 0.1220(4) 0.0961(3) 0.60565(6) 0.0153(7) Uani 1 1 d . . . . .
C2 C 0.3295(4) 0.2073(4) 0.54993(8) 0.0157(9) Uani 1 1 d . . . . .
N3 N 0.1836(4) 0.2217(3) 0.64421(6) 0.0143(7) Uani 1 1 d . . . . .
C3 C 0.3726(5) 0.1982(4) 0.52367(8) 0.0211(9) Uani 1 1 d . . . . .
H3 H 0.444196 0.254718 0.516184 0.025 Uiso 1 1 calc R U . . .
N4 N 0.2081(4) 0.2785(3) 0.69041(6) 0.0150(6) Uani 1 1 d . . . . .
C4 C 0.3060(5) 0.1025(4) 0.50875(8) 0.0246(10) Uani 1 1 d . . . . .
H4 H 0.331951 0.094258 0.490666 0.030 Uiso 1 1 calc R U . . .
N5 N 0.3709(3) 0.4123(3) 0.66362(6) 0.0134(7) Uani 1 1 d . . . . .
C5 C 0.2035(6) 0.0196(4) 0.51972(8) 0.0263(9) Uani 1 1 d . . . . .
H5 H 0.159954 -0.043974 0.508928 0.032 Uiso 1 1 calc R U . . .
N6 N 0.5681(3) 0.5633(4) 0.65267(6) 0.0151(6) Uani 1 1 d . . . . .
C6 C 0.1618(5) 0.0262(4) 0.54627(8) 0.0205(9) Uani 1 1 d . . . . .
H6 H 0.092342 -0.031852 0.553833 0.025 Uiso 1 1 calc R U . . .
N7 N 0.4777(4) 0.4583(3) 0.61309(6) 0.0143(7) Uani 1 1 d . . . . .
C7 C 0.2272(5) 0.1223(4) 0.56101(7) 0.0161(8) Uani 1 1 d . . . . .
C8 C 0.2094(5) 0.1594(4) 0.58883(7) 0.0144(8) Uani 1 1 d . . . . .
N8 N 0.4756(4) 0.3860(3) 0.56758(6) 0.0147(7) Uani 1 1 d . . . . .
C9 C 0.1120(4) 0.1253(4) 0.63114(8) 0.0158(8) Uani 1 1 d . . . . .
N9 N 0.1811(3) 0.5572(3) 0.58471(6) 0.0125(7) Uani 1 1 d . . . . .
C10 C 0.0242(5) 0.0497(4) 0.65001(8) 0.0166(9) Uani 1 1 d . . . . .
N10 N 0.0428(3) 0.4085(3) 0.55749(6) 0.0131(7) Uani 1 1 d . . . . .
C11 C -0.0719(5) -0.0511(4) 0.64690(8) 0.0225(10) Uani 1 1 d . . . . .
H11 H -0.090404 -0.086540 0.630019 0.027 Uiso 1 1 calc R U . . .
N11 N -0.0298(4) 0.3841(3) 0.60347(6) 0.0129(7) Uani 1 1 d . . . . .
C12 C -0.1417(6) -0.0999(4) 0.66958(9) 0.0283(11) Uani 1 1 d . . . . .
H12 H -0.209053 -0.169408 0.668064 0.034 Uiso 1 1 calc R U . . .
N12 N -0.1749(4) 0.3161(3) 0.64177(6) 0.0155(7) Uani 1 1 d . . . . .
C13 C -0.1135(5) -0.0478(4) 0.69420(8) 0.0246(10) Uani 1 1 d . . . . .
H13 H -0.160489 -0.083635 0.709294 0.029 Uiso 1 1 calc R U . . .
N13 N 0.0029(3) 0.4800(3) 0.65431(6) 0.0132(7) Uani 1 1 d . . . . .
C14 C -0.0186(5) 0.0551(4) 0.69726(8) 0.0188(9) Uani 1 1 d . . . . .
H14 H -0.001579 0.091626 0.714085 0.023 Uiso 1 1 calc R U . . .
N14 N 0.1245(4) 0.6398(3) 0.68101(6) 0.0151(7) Uani 1 1 d . . . . .
C16 C 0.1534(5) 0.2094(4) 0.67051(8) 0.0156(8) Uani 1 1 d . . . . .
N16 N 0.3276(3) 0.7438(3) 0.59652(6) 0.0137(7) Uani 1 1 d . . . . .
C15 C 0.0505(4) 0.1027(4) 0.67489(8) 0.0160(8) Uani 1 1 d . . . . .
N15 N 0.2142(4) 0.6534(3) 0.63592(5) 0.0135(6) Uani 1 1 d . . . . .
C17 C 0.3095(4) 0.3699(4) 0.68682(7) 0.0147(8) Uani 1 1 d . . . . .
C18 C 0.3709(4) 0.4441(4) 0.70876(7) 0.0157(8) Uani 1 1 d . . . . .
C19 C 0.3376(4) 0.4444(4) 0.73553(7) 0.0188(9) Uani 1 1 d . . . . .
H19 H 0.266804 0.386896 0.742926 0.023 Uiso 1 1 calc R U . . .
C23 C 0.4758(4) 0.5283(4) 0.69788(8) 0.0157(9) Uani 1 1 d . . . . .
C22 C 0.5512(5) 0.6152(4) 0.71343(8) 0.0193(9) Uani 1 1 d . . . . .
H22 H 0.622480 0.672404 0.706096 0.023 Uiso 1 1 calc R U . . .
C21 C 0.5183(5) 0.6153(4) 0.74031(8) 0.0229(10) Uani 1 1 d . . . . .
H21 H 0.569246 0.672998 0.751552 0.027 Uiso 1 1 calc R U . . .
C20 C 0.4127(5) 0.5327(4) 0.75097(8) 0.0223(10) Uani 1 1 d . . . . .
H20 H 0.391188 0.536736 0.769288 0.027 Uiso 1 1 calc R U . . .
C24 C 0.4760(4) 0.5038(4) 0.66926(8) 0.0151(8) Uani 1 1 d . . . . .
C25 C 0.5711(4) 0.5383(3) 0.62681(8) 0.0136(8) Uani 1 1 d . . . . .
C26 C 0.6797(4) 0.5978(4) 0.60895(8) 0.0156(9) Uani 1 1 d . . . . .
C27 C 0.7949(5) 0.6840(4) 0.61268(7) 0.0194(8) Uani 1 1 d . . . . .
H27 H 0.819450 0.714089 0.629779 0.023 Uiso 1 1 calc R U . . .
C28 C 0.8738(5) 0.7253(4) 0.59059(8) 0.0221(9) Uani 1 1 d . . . . .
H28 H 0.951847 0.786330 0.592595 0.026 Uiso 1 1 calc R U . . .
C29 C 0.8406(5) 0.6789(4) 0.56562(8) 0.0201(9) Uani 1 1 d . . . . .
H29 H 0.896121 0.709320 0.550889 0.024 Uiso 1 1 calc R U . . .
C30 C 0.7281(4) 0.5892(4) 0.56172(7) 0.0166(8) Uani 1 1 d . . . . .
H30 H 0.706459 0.556764 0.544686 0.020 Uiso 1 1 calc R U . . .
C31 C 0.6489(4) 0.5491(4) 0.58374(7) 0.0149(8) Uani 1 1 d . . . . .
C32 C 0.5248(4) 0.4579(4) 0.58732(8) 0.0144(8) Uani 1 1 d . . . . .
C33 C 0.2712(5) 0.6593(4) 0.57953(7) 0.0142(8) Uani 1 1 d . . . . .
C34 C 0.2995(5) 0.6673(4) 0.55105(7) 0.0144(8) Uani 1 1 d . . . . .
C35 C 0.3894(5) 0.7458(4) 0.53602(8) 0.0208(9) Uani 1 1 d . . . . .
H35 H 0.445571 0.812471 0.543810 0.025 Uiso 1 1 calc R U . . .
C36 C 0.3945(5) 0.7236(4) 0.50907(8) 0.0246(10) Uani 1 1 d . . . . .
H36 H 0.455749 0.775749 0.498198 0.030 Uiso 1 1 calc R U . . .
C37 C 0.3113(5) 0.6260(4) 0.49774(8) 0.0263(10) Uani 1 1 d . . . . .
H37 H 0.317393 0.612647 0.479258 0.032 Uiso 1 1 calc R U . . .
C38 C 0.2190(5) 0.5472(4) 0.51293(7) 0.0193(8) Uani 1 1 d . . . . .
H38 H 0.161398 0.481309 0.505153 0.023 Uiso 1 1 calc R U . . .
C39 C 0.2152(4) 0.5694(4) 0.53968(6) 0.0149(7) Uani 1 1 d . . . . .
C40 C 0.1396(4) 0.5030(4) 0.56126(8) 0.0137(8) Uani 1 1 d . . . . .
C41 C -0.0368(4) 0.3551(4) 0.57690(8) 0.0142(8) Uani 1 1 d . . . . .
C42 C -0.1505(4) 0.2567(4) 0.57251(8) 0.0163(8) Uani 1 1 d . . . . .
C43 C -0.1941(5) 0.1888(4) 0.55056(7) 0.0178(8) Uani 1 1 d . . . . .
H43 H -0.151656 0.205441 0.533709 0.021 Uiso 1 1 calc R U . . .
C44 C -0.3019(5) 0.0958(4) 0.55407(7) 0.0212(9) Uani 1 1 d . . . . .
H44 H -0.333668 0.047925 0.539251 0.025 Uiso 1 1 calc R U . . .
C45 C -0.3652(5) 0.0701(5) 0.57849(8) 0.0267(10) Uani 1 1 d . . . . .
H45 H -0.437636 0.004241 0.580146 0.032 Uiso 1 1 calc R U . . .
C46 C -0.3236(5) 0.1402(4) 0.60076(8) 0.0228(10) Uani 1 1 d . . . . .
H46 H -0.368653 0.125213 0.617466 0.027 Uiso 1 1 calc R U . . .
C47 C -0.2147(5) 0.2315(4) 0.59738(7) 0.0171(8) Uani 1 1 d . . . . .
C48 C -0.1386(4) 0.3144(4) 0.61599(7) 0.0142(8) Uani 1 1 d . . . . .
C49 C -0.1090(4) 0.3929(4) 0.65891(8) 0.0148(8) Uani 1 1 d . . . . .
C50 C -0.1492(4) 0.3950(4) 0.68731(7) 0.0159(9) Uani 1 1 d . . . . .
C51 C -0.2440(4) 0.3203(4) 0.70244(8) 0.0193(9) Uani 1 1 d . . . . .
H51 H -0.305226 0.256567 0.694714 0.023 Uiso 1 1 calc R U . . .
C52 C -0.2455(4) 0.3427(4) 0.72963(8) 0.0220(10) Uani 1 1 d . . . . .
H52 H -0.307443 0.292118 0.740715 0.026 Uiso 1 1 calc R U . . .
C53 C -0.1582(5) 0.4375(5) 0.74055(8) 0.0236(9) Uani 1 1 d . . . . .
H53 H -0.162482 0.450736 0.759042 0.028 Uiso 1 1 calc R U . . .
C54 C -0.0646(5) 0.5139(4) 0.72553(8) 0.0207(9) Uani 1 1 d . . . . .
H54 H -0.005705 0.579190 0.733217 0.025 Uiso 1 1 calc R U . . .
C55 C -0.0614(4) 0.4898(4) 0.69858(8) 0.0153(8) Uani 1 1 d . . . . .
C56 C 0.0308(4) 0.5429(4) 0.67723(7) 0.0137(8) Uani 1 1 d . . . . .
C57 C 0.2045(5) 0.6914(4) 0.66161(7) 0.0152(8) Uani 1 1 d . . . . .
C58 C 0.2931(5) 0.8071(4) 0.66530(7) 0.0147(8) Uani 1 1 d . . . . .
C59 C 0.3199(4) 0.8805(4) 0.68733(8) 0.0171(9) Uani 1 1 d . . . . .
H59 H 0.281866 0.857302 0.704154 0.021 Uiso 1 1 calc R U . . .
C60 C 0.4045(5) 0.9896(4) 0.68385(9) 0.0220(9) Uani 1 1 d . . . . .
H60 H 0.425269 1.042190 0.698559 0.026 Uiso 1 1 calc R U . . .
C61 C 0.4594(5) 1.0229(4) 0.65908(9) 0.0263(10) Uani 1 1 d . . . . .
H61 H 0.516697 1.098193 0.657226 0.032 Uiso 1 1 calc R U . . .
C62 C 0.4324(5) 0.9489(5) 0.63709(8) 0.0242(10) Uani 1 1 d . . . . .
H62 H 0.470349 0.972184 0.620258 0.029 Uiso 1 1 calc R U . . .
C63 C 0.3485(5) 0.8401(4) 0.64048(8) 0.0158(8) Uani 1 1 d . . . . .
C64 C 0.2981(4) 0.7414(3) 0.62223(8) 0.0147(7) Uani 1 1 d . . . . .


_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
Sm01 N7 2.428(3) . ?
Sm01 N11 2.432(3) . ?
Sm01 N3 2.438(3) . ?
Sm01 N9 2.439(3) . ?
Sm01 N5 2.444(3) . ?
Sm01 N15 2.448(3) . ?
Sm01 N1 2.452(3) . ?
Sm01 N13 2.454(3) . ?
N1 C1 1.369(5) . ?
N1 C8 1.370(5) . ?
C1 N8 1.338(5) . ?
C1 C2 1.469(5) . ?
N2 C8 1.332(5) . ?
N2 C9 1.333(5) . ?
C2 C3 1.389(5) . ?
C2 C7 1.395(6) . ?
N3 C16 1.367(5) . ?
N3 C9 1.373(5) . ?
C3 C4 1.396(6) . ?
C3 H3 0.9500 . ?
N4 C17 1.332(5) . ?
N4 C16 1.338(5) . ?
C4 C5 1.379(6) . ?
C4 H4 0.9500 . ?
N5 C17 1.372(5) . ?
N5 C24 1.373(5) . ?
C5 C6 1.399(6) . ?
C5 H5 0.9500 . ?
N6 C24 1.330(5) . ?
N6 C25 1.340(5) . ?
C6 C7 1.389(6) . ?
C6 H6 0.9500 . ?
N7 C25 1.372(5) . ?
N7 C32 1.372(5) . ?
C7 C8 1.474(5) . ?
N8 C32 1.333(5) . ?
C9 C10 1.470(5) . ?
N9 C33 1.369(5) . ?
N9 C40 1.371(5) . ?
C10 C11 1.374(6) . ?
C10 C15 1.402(5) . ?
N10 C40 1.331(5) . ?
N10 C41 1.336(5) . ?
C11 C12 1.405(6) . ?
C11 H11 0.9500 . ?
N11 C48 1.368(5) . ?
N11 C41 1.384(5) . ?
C12 C13 1.389(6) . ?
C12 H12 0.9500 . ?
N12 C49 1.326(5) . ?
N12 C48 1.347(5) . ?
C13 C14 1.384(6) . ?
C13 H13 0.9500 . ?
N13 C56 1.364(5) . ?
N13 C49 1.372(5) . ?
C14 C15 1.384(5) . ?
C14 H14 0.9500 . ?
N14 C57 1.329(5) . ?
N14 C56 1.333(5) . ?
C16 C15 1.468(6) . ?
N16 C64 1.331(5) . ?
N16 C33 1.340(5) . ?
N15 C57 1.368(4) . ?
N15 C64 1.379(5) . ?
C17 C18 1.468(5) . ?
C18 C19 1.391(5) . ?
C18 C23 1.399(6) . ?
C19 C20 1.389(6) . ?
C19 H19 0.9500 . ?
C23 C22 1.384(6) . ?
C23 C24 1.475(6) . ?
C22 C21 1.395(6) . ?
C22 H22 0.9500 . ?
C21 C20 1.389(6) . ?
C21 H21 0.9500 . ?
C20 H20 0.9500 . ?
C25 C26 1.462(5) . ?
C26 C27 1.380(6) . ?
C26 C31 1.406(5) . ?
C27 C28 1.391(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.385(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.472(6) . ?
C33 C34 1.469(5) . ?
C34 C35 1.380(6) . ?
C34 C39 1.401(6) . ?
C35 C36 1.389(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.394(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.398(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.379(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.463(5) . ?
C41 C42 1.465(6) . ?
C42 C43 1.381(5) . ?
C42 C47 1.409(5) . ?
C43 C44 1.382(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.387(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.402(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.375(6) . ?
C46 H46 0.9500 . ?
C47 C48 1.455(5) . ?
C49 C50 1.485(5) . ?
C50 C51 1.385(5) . ?
C50 C55 1.392(6) . ?
C51 C52 1.400(5) . ?
C51 H51 0.9500 . ?
C52 C53 1.383(6) . ?
C52 H52 0.9500 . ?
C53 C54 1.385(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.392(6) . ?
C54 H54 0.9500 . ?
C55 C56 1.468(5) . ?
C57 C58 1.467(5) . ?
C58 C59 1.383(5) . ?
C58 C63 1.396(5) . ?
C59 C60 1.388(6) . ?
C59 H59 0.9500 . ?
C60 C61 1.393(6) . ?
C60 H60 0.9500 . ?
C61 C62 1.385(6) . ?
C61 H61 0.9500 . ?
C62 C63 1.382(6) . ?
C62 H62 0.9500 . ?
C63 C64 1.467(5) . ?

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
N7 Sm01 N11 140.37(10) . . ?
N7 Sm01 N3 108.13(11) . . ?
N11 Sm01 N3 84.83(11) . . ?
N7 Sm01 N9 81.16(10) . . ?
N11 Sm01 N9 69.67(10) . . ?
N3 Sm01 N9 146.31(11) . . ?
N7 Sm01 N5 69.46(10) . . ?
N11 Sm01 N5 147.44(11) . . ?
N3 Sm01 N5 69.71(11) . . ?
N9 Sm01 N5 141.17(12) . . ?
N7 Sm01 N15 85.87(12) . . ?
N11 Sm01 N15 107.62(12) . . ?
N3 Sm01 N15 141.08(10) . . ?
N9 Sm01 N15 70.13(10) . . ?
N5 Sm01 N15 82.64(11) . . ?
N7 Sm01 N1 69.80(11) . . ?
N11 Sm01 N1 80.98(11) . . ?
N3 Sm01 N1 69.56(10) . . ?
N9 Sm01 N1 84.57(10) . . ?
N5 Sm01 N1 107.25(11) . . ?
N15 Sm01 N1 147.43(11) . . ?
N7 Sm01 N13 147.53(11) . . ?
N11 Sm01 N13 69.61(11) . . ?
N3 Sm01 N13 82.04(11) . . ?
N9 Sm01 N13 107.75(10) . . ?
N5 Sm01 N13 86.55(10) . . ?
N15 Sm01 N13 69.10(11) . . ?
N1 Sm01 N13 140.70(12) . . ?
C1 N1 C8 108.6(3) . . ?
C1 N1 Sm01 121.0(3) . . ?
C8 N1 Sm01 122.0(3) . . ?
N8 C1 N1 128.2(4) . . ?
N8 C1 C2 122.3(4) . . ?
N1 C1 C2 109.4(4) . . ?
C8 N2 C9 122.9(4) . . ?
C3 C2 C7 121.2(4) . . ?
C3 C2 C1 132.4(4) . . ?
C7 C2 C1 106.4(3) . . ?
C16 N3 C9 108.1(3) . . ?
C16 N3 Sm01 120.8(3) . . ?
C9 N3 Sm01 121.4(2) . . ?
C2 C3 C4 117.1(4) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C17 N4 C16 122.5(3) . . ?
C5 C4 C3 121.4(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C17 N5 C24 108.6(3) . . ?
C17 N5 Sm01 120.0(2) . . ?
C24 N5 Sm01 120.3(3) . . ?
C4 C5 C6 122.0(4) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C24 N6 C25 122.6(4) . . ?
C7 C6 C5 116.5(4) . . ?
C7 C6 H6 121.7 . . ?
C5 C6 H6 121.7 . . ?
C25 N7 C32 107.7(3) . . ?
C25 N7 Sm01 122.5(2) . . ?
C32 N7 Sm01 121.0(2) . . ?
C6 C7 C2 121.7(4) . . ?
C6 C7 C8 131.9(4) . . ?
C2 C7 C8 106.4(4) . . ?
N2 C8 N1 128.1(3) . . ?
N2 C8 C7 122.7(4) . . ?
N1 C8 C7 109.1(3) . . ?
C32 N8 C1 122.3(4) . . ?
N2 C9 N3 127.7(4) . . ?
N2 C9 C10 122.7(4) . . ?
N3 C9 C10 109.5(3) . . ?
C33 N9 C40 108.6(3) . . ?
C33 N9 Sm01 122.1(2) . . ?
C40 N9 Sm01 120.8(3) . . ?
C11 C10 C15 121.2(4) . . ?
C11 C10 C9 132.5(4) . . ?
C15 C10 C9 106.3(4) . . ?
C40 N10 C41 123.4(3) . . ?
C10 C11 C12 117.6(4) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C48 N11 C41 107.6(3) . . ?
C48 N11 Sm01 121.4(2) . . ?
C41 N11 Sm01 120.4(2) . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C49 N12 C48 122.8(4) . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C56 N13 C49 108.3(3) . . ?
C56 N13 Sm01 120.0(2) . . ?
C49 N13 Sm01 120.0(3) . . ?
C15 C14 C13 117.5(4) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C57 N14 C56 122.7(3) . . ?
N4 C16 N3 127.9(4) . . ?
N4 C16 C15 122.1(4) . . ?
N3 C16 C15 110.0(4) . . ?
C64 N16 C33 123.1(3) . . ?
C14 C15 C10 121.3(4) . . ?
C14 C15 C16 132.7(4) . . ?
C10 C15 C16 106.0(3) . . ?
C57 N15 C64 108.3(3) . . ?
C57 N15 Sm01 121.0(2) . . ?
C64 N15 Sm01 122.6(2) . . ?
N4 C17 N5 128.4(4) . . ?
N4 C17 C18 122.3(3) . . ?
N5 C17 C18 109.3(3) . . ?
C19 C18 C23 121.6(4) . . ?
C19 C18 C17 131.7(4) . . ?
C23 C18 C17 106.7(3) . . ?
C20 C19 C18 116.8(4) . . ?
C20 C19 H19 121.6 . . ?
C18 C19 H19 121.6 . . ?
C22 C23 C18 121.2(4) . . ?
C22 C23 C24 132.7(4) . . ?
C18 C23 C24 106.1(3) . . ?
C23 C22 C21 117.3(4) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C20 C21 C22 121.3(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C21 C20 C19 121.7(4) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
N6 C24 N5 128.1(4) . . ?
N6 C24 C23 122.7(4) . . ?
N5 C24 C23 109.2(3) . . ?
N6 C25 N7 127.5(3) . . ?
N6 C25 C26 122.3(3) . . ?
N7 C25 C26 110.2(3) . . ?
C27 C26 C31 120.7(4) . . ?
C27 C26 C25 133.1(4) . . ?
C31 C26 C25 106.2(3) . . ?
C26 C27 C28 117.9(4) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 H27 121.1 . . ?
C27 C28 C29 121.2(4) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 121.5(4) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C31 C30 C29 117.1(4) . . ?
C31 C30 H30 121.4 . . ?
C29 C30 H30 121.4 . . ?
C30 C31 C26 121.6(4) . . ?
C30 C31 C32 132.6(4) . . ?
C26 C31 C32 105.8(3) . . ?
N8 C32 N7 128.3(4) . . ?
N8 C32 C31 121.8(4) . . ?
N7 C32 C31 109.9(3) . . ?
N16 C33 N9 128.4(3) . . ?
N16 C33 C34 122.1(4) . . ?
N9 C33 C34 109.5(3) . . ?
C35 C34 C39 121.6(4) . . ?
C35 C34 C33 132.6(4) . . ?
C39 C34 C33 105.8(3) . . ?
C34 C35 C36 117.5(4) . . ?
C34 C35 H35 121.3 . . ?
C36 C35 H35 121.3 . . ?
C35 C36 C37 121.0(4) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 H36 119.5 . . ?
C36 C37 C38 121.5(4) . . ?
C36 C37 H37 119.2 . . ?
C38 C37 H37 119.2 . . ?
C39 C38 C37 117.1(4) . . ?
C39 C38 H38 121.5 . . ?
C37 C38 H38 121.5 . . ?
C38 C39 C34 121.3(4) . . ?
C38 C39 C40 131.8(4) . . ?
C34 C39 C40 106.9(3) . . ?
N10 C40 N9 127.7(4) . . ?
N10 C40 C39 123.2(3) . . ?
N9 C40 C39 109.1(3) . . ?
N10 C41 N11 127.0(4) . . ?
N10 C41 C42 123.3(4) . . ?
N11 C41 C42 109.7(3) . . ?
C43 C42 C47 120.8(4) . . ?
C43 C42 C41 133.3(4) . . ?
C47 C42 C41 105.9(4) . . ?
C42 C43 C44 117.4(4) . . ?
C42 C43 H43 121.3 . . ?
C44 C43 H43 121.3 . . ?
C43 C44 C45 122.2(4) . . ?
C43 C44 H44 118.9 . . ?
C45 C44 H44 118.9 . . ?
C44 C45 C46 120.7(4) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C47 C46 C45 117.2(4) . . ?
C47 C46 H46 121.4 . . ?
C45 C46 H46 121.4 . . ?
C46 C47 C42 121.8(4) . . ?
C46 C47 C48 131.9(4) . . ?
C42 C47 C48 106.3(4) . . ?
N12 C48 N11 127.6(4) . . ?
N12 C48 C47 121.9(4) . . ?
N11 C48 C47 110.4(3) . . ?
N12 C49 N13 128.1(4) . . ?
N12 C49 C50 122.8(4) . . ?
N13 C49 C50 109.1(3) . . ?
C51 C50 C55 121.4(4) . . ?
C51 C50 C49 132.4(4) . . ?
C55 C50 C49 106.1(3) . . ?
C50 C51 C52 117.1(4) . . ?
C50 C51 H51 121.5 . . ?
C52 C51 H51 121.5 . . ?
C53 C52 C51 120.8(4) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C52 C53 C54 122.5(4) . . ?
C52 C53 H53 118.8 . . ?
C54 C53 H53 118.8 . . ?
C53 C54 C55 116.4(4) . . ?
C53 C54 H54 121.8 . . ?
C55 C54 H54 121.8 . . ?
C50 C55 C54 121.7(4) . . ?
C50 C55 C56 106.4(3) . . ?
C54 C55 C56 131.8(4) . . ?
N14 C56 N13 127.8(4) . . ?
N14 C56 C55 122.3(4) . . ?
N13 C56 C55 110.0(3) . . ?
N14 C57 N15 128.2(4) . . ?
N14 C57 C58 122.2(3) . . ?
N15 C57 C58 109.6(3) . . ?
C59 C58 C63 121.9(4) . . ?
C59 C58 C57 131.7(4) . . ?
C63 C58 C57 106.3(3) . . ?
C58 C59 C60 117.3(4) . . ?
C58 C59 H59 121.4 . . ?
C60 C59 H59 121.4 . . ?
C59 C60 C61 120.9(4) . . ?
C59 C60 H60 119.6 . . ?
C61 C60 H60 119.6 . . ?
C62 C61 C60 121.6(4) . . ?
C62 C61 H61 119.2 . . ?
C60 C61 H61 119.2 . . ?
C63 C62 C61 117.7(4) . . ?
C63 C62 H62 121.2 . . ?
C61 C62 H62 121.2 . . ?
C62 C63 C58 120.6(4) . . ?
C62 C63 C64 132.8(4) . . ?
C58 C63 C64 106.6(4) . . ?
N16 C64 N15 127.7(3) . . ?
N16 C64 C63 123.1(3) . . ?
N15 C64 C63 109.1(3) . . ?

_refine_diff_density_max         1.050
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_GdPc2_C2c
_database_code_depnum_ccdc_archive 'CCDC 2096855'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-gadolinium(III)
_chemical_name_common            bis(phthalocyaninato)-gadolinium
_chemical_formula_moiety         'C64 H32 Gd N16'
_chemical_formula_sum            'C64 H32 Gd N16'
_exptl_crystal_recrystallization_method 'slow evaporation from chloroform'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1182.30

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'
Gd Gd -0.1653 3.9035 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   28.125(3)
_cell_length_b                   14.1663(14)
_cell_length_c                   13.1416(14)
_cell_angle_alpha                90
_cell_angle_beta                 115.688(4)
_cell_angle_gamma                90
_cell_volume                     4718.5(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7237
_cell_measurement_theta_min      5.242
_cell_measurement_theta_max      60.984
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             2368
_exptl_transmission_factor_min   0.760
_exptl_transmission_factor_max   0.929
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.191
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.472
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS-2016/2, G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30029
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.115
_diffrn_reflns_theta_max         30.537
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7086
_reflns_number_gt                6304
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7086
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_restrained_S_all      1.200
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Gd01 Gd 0.500000 0.40839(2) 0.250000 0.01110(6) Uani 1 2 d S T P . .
N1 N 0.46017(11) 0.1858(2) 0.3461(2) 0.0171(6) Uani 1 1 d . . . . .
C1 C 0.42614(14) 0.2579(3) 0.3200(3) 0.0185(7) Uani 1 1 d . . . . .
C2 C 0.37005(14) 0.2453(3) 0.2912(3) 0.0188(7) Uani 1 1 d . . . . .
N2 N 0.43675(11) 0.3521(2) 0.3165(2) 0.0158(6) Uani 1 1 d . . . . .
N3 N 0.38491(11) 0.4944(2) 0.2907(3) 0.0178(6) Uani 1 1 d . . . . .
C3 C 0.33957(15) 0.1659(3) 0.2795(3) 0.0228(8) Uani 1 1 d . . . . .
H3 H 0.354746 0.104608 0.293290 0.027 Uiso 1 1 calc R U . . .
N4 N 0.47649(11) 0.5353(2) 0.3448(2) 0.0153(6) Uani 1 1 d . . . . .
C4 C 0.28573(15) 0.1790(3) 0.2466(3) 0.0273(9) Uani 1 1 d . . . . .
H4 H 0.264006 0.125829 0.240148 0.033 Uiso 1 1 calc R U . . .
C5 C 0.26345(15) 0.2683(3) 0.2231(3) 0.0273(9) Uani 1 1 d . . . . .
H5 H 0.226448 0.274977 0.197880 0.033 Uiso 1 1 calc R U . . .
N5 N 0.55591(11) 0.6302(2) 0.4084(2) 0.0167(6) Uani 1 1 d . . . . .
C6 C 0.29420(14) 0.3486(3) 0.2358(3) 0.0223(8) Uani 1 1 d . . . . .
H6 H 0.278953 0.409820 0.220443 0.027 Uiso 1 1 calc R U . . .
N6 N 0.57762(11) 0.4636(2) 0.4116(2) 0.0160(6) Uani 1 1 d . . . . .
N7 N 0.63082(11) 0.3207(2) 0.4573(2) 0.0172(6) Uani 1 1 d . . . . .
C7 C 0.34793(14) 0.3354(3) 0.2718(3) 0.0186(7) Uani 1 1 d . . . . .
C8 C 0.39127(13) 0.4013(3) 0.2932(3) 0.0173(7) Uani 1 1 d . . . . .
N8 N 0.53811(11) 0.2792(2) 0.3824(2) 0.0168(6) Uani 1 1 d . . . . .
C9 C 0.42465(14) 0.5550(3) 0.3164(3) 0.0179(7) Uani 1 1 d . . . . .
C12 C 0.37806(15) 0.8091(3) 0.2782(3) 0.0236(8) Uani 1 1 d . . . . .
H12 H 0.347865 0.848699 0.254401 0.028 Uiso 1 1 calc R U . . .
C11 C 0.37179(15) 0.7118(3) 0.2810(3) 0.0224(8) Uani 1 1 d . . . . .
H11 H 0.338071 0.684076 0.260026 0.027 Uiso 1 1 calc R U . . .
C10 C 0.41712(14) 0.6571(3) 0.3159(3) 0.0185(7) Uani 1 1 d . . . . .
C13 C 0.42764(16) 0.8501(3) 0.3095(4) 0.0264(8) Uani 1 1 d . . . . .
H13 H 0.430435 0.916655 0.305071 0.032 Uiso 1 1 calc R U . . .
C14 C 0.47300(15) 0.7948(3) 0.3472(3) 0.0229(8) Uani 1 1 d . . . . .
H14 H 0.506826 0.822716 0.370561 0.028 Uiso 1 1 calc R U . . .
C15 C 0.46725(14) 0.6976(3) 0.3496(3) 0.0184(7) Uani 1 1 d . . . . .
C16 C 0.50371(14) 0.6182(3) 0.3706(3) 0.0176(7) Uani 1 1 d . . . . .
C17 C 0.58956(14) 0.5577(3) 0.4293(3) 0.0189(7) Uani 1 1 d . . . . .
C18 C 0.64700(13) 0.5713(2) 0.4751(3) 0.0175(7) Uani 1 1 d . . . . .
C19 C 0.67854(15) 0.6497(3) 0.5008(3) 0.0216(8) Uani 1 1 d . . . . .
H19 H 0.664001 0.711431 0.490713 0.026 Uiso 1 1 calc R U . . .
C20 C 0.73286(15) 0.6355(3) 0.5422(3) 0.0252(8) Uani 1 1 d . . . . .
H20 H 0.755649 0.688755 0.561560 0.030 Uiso 1 1 calc R U . . .
C21 C 0.75439(15) 0.5456(3) 0.5558(3) 0.0261(8) Uani 1 1 d . . . . .
H21 H 0.791535 0.538384 0.584365 0.031 Uiso 1 1 calc R U . . .
C22 C 0.72234(14) 0.4657(3) 0.5282(3) 0.0219(8) Uani 1 1 d . . . . .
H22 H 0.736770 0.404015 0.536108 0.026 Uiso 1 1 calc R U . . .
C23 C 0.66850(14) 0.4800(3) 0.4887(3) 0.0187(7) Uani 1 1 d . . . . .
C24 C 0.62398(13) 0.4142(3) 0.4505(3) 0.0184(7) Uani 1 1 d . . . . .
C25 C 0.59100(14) 0.2599(3) 0.4291(3) 0.0181(7) Uani 1 1 d . . . . .
C26 C 0.59925(14) 0.1586(3) 0.4500(3) 0.0180(7) Uani 1 1 d . . . . .
C27 C 0.64467(14) 0.1045(3) 0.4958(3) 0.0219(8) Uani 1 1 d . . . . .
H27 H 0.678574 0.131352 0.516694 0.026 Uiso 1 1 calc R U . . .
C28 C 0.63814(16) 0.0080(3) 0.5098(4) 0.0264(8) Uani 1 1 d . . . . .
H28 H 0.668329 -0.031577 0.541553 0.032 Uiso 1 1 calc R U . . .
C29 C 0.58800(16) -0.0311(3) 0.4780(4) 0.0268(8) Uani 1 1 d . . . . .
H29 H 0.584797 -0.096704 0.488794 0.032 Uiso 1 1 calc R U . . .
C30 C 0.54333(15) 0.0237(3) 0.4315(3) 0.0221(8) Uani 1 1 d . . . . .
H30 H 0.509344 -0.003196 0.409350 0.026 Uiso 1 1 calc R U . . .
C31 C 0.54926(14) 0.1190(3) 0.4178(3) 0.0182(7) Uani 1 1 d . . . . .
C32 C 0.51175(14) 0.1970(3) 0.3779(3) 0.0176(7) Uani 1 1 d . . . . .


_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
Gd01 N6 2.422(3) 2_655 ?
Gd01 N6 2.422(3) . ?
Gd01 N8 2.431(3) . ?
Gd01 N8 2.431(3) 2_655 ?
Gd01 N2 2.431(3) . ?
Gd01 N2 2.431(3) 2_655 ?
Gd01 N4 2.437(3) . ?
Gd01 N4 2.437(3) 2_655 ?
N1 C32 1.334(4) . ?
N1 C1 1.338(5) . ?
C1 N2 1.373(5) . ?
C1 C2 1.465(5) . ?
C2 C3 1.382(5) . ?
C2 C7 1.394(5) . ?
N2 C8 1.370(4) . ?
N3 C8 1.330(5) . ?
N3 C9 1.332(5) . ?
C3 C4 1.395(5) . ?
C3 H3 0.9500 . ?
N4 C16 1.361(5) . ?
N4 C9 1.368(4) . ?
C4 C5 1.386(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(5) . ?
C5 H5 0.9500 . ?
N5 C16 1.341(4) . ?
N5 C17 1.342(5) . ?
C6 C7 1.387(5) . ?
C6 H6 0.9500 . ?
N6 C24 1.369(4) . ?
N6 C17 1.370(5) . ?
N7 C25 1.331(5) . ?
N7 C24 1.336(5) . ?
C7 C8 1.463(5) . ?
N8 C32 1.367(4) . ?
N8 C25 1.369(4) . ?
C9 C10 1.461(5) . ?
C12 C11 1.393(5) . ?
C12 C13 1.398(6) . ?
C12 H12 0.9500 . ?
C11 C10 1.389(5) . ?
C11 H11 0.9500 . ?
C10 C15 1.405(5) . ?
C13 C14 1.392(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.466(5) . ?
C17 C18 1.472(5) . ?
C18 C19 1.369(5) . ?
C18 C23 1.406(5) . ?
C19 C20 1.396(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.465(5) . ?
C25 C26 1.460(5) . ?
C26 C27 1.384(5) . ?
C26 C31 1.398(5) . ?
C27 C28 1.402(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.400(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.375(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.382(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.459(5) . ?

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
N6 Gd01 N6 142.31(14) 2_655 . ?
N6 Gd01 N8 145.16(10) 2_655 . ?
N6 Gd01 N8 70.47(10) . . ?
N6 Gd01 N8 70.47(10) 2_655 2_655 ?
N6 Gd01 N8 145.17(10) . 2_655 ?
N8 Gd01 N8 82.31(14) . 2_655 ?
N6 Gd01 N2 84.21(10) 2_655 . ?
N6 Gd01 N2 108.24(10) . . ?
N8 Gd01 N2 70.12(10) . . ?
N8 Gd01 N2 81.13(10) 2_655 . ?
N6 Gd01 N2 108.24(10) 2_655 2_655 ?
N6 Gd01 N2 84.21(10) . 2_655 ?
N8 Gd01 N2 81.13(10) . 2_655 ?
N8 Gd01 N2 70.13(10) 2_655 2_655 ?
N2 Gd01 N2 141.68(14) . 2_655 ?
N6 Gd01 N4 82.45(10) 2_655 . ?
N6 Gd01 N4 69.79(10) . . ?
N8 Gd01 N4 108.83(10) . . ?
N8 Gd01 N4 142.04(9) 2_655 . ?
N2 Gd01 N4 69.85(10) . . ?
N2 Gd01 N4 145.98(10) 2_655 . ?
N6 Gd01 N4 69.79(10) 2_655 2_655 ?
N6 Gd01 N4 82.45(10) . 2_655 ?
N8 Gd01 N4 142.05(9) . 2_655 ?
N8 Gd01 N4 108.83(10) 2_655 2_655 ?
N2 Gd01 N4 145.98(10) . 2_655 ?
N2 Gd01 N4 69.85(10) 2_655 2_655 ?
N4 Gd01 N4 84.88(14) . 2_655 ?
C32 N1 C1 123.3(3) . . ?
N1 C1 N2 127.5(3) . . ?
N1 C1 C2 123.0(3) . . ?
N2 C1 C2 109.6(3) . . ?
C3 C2 C7 121.2(3) . . ?
C3 C2 C1 132.4(4) . . ?
C7 C2 C1 106.4(3) . . ?
C8 N2 C1 107.9(3) . . ?
C8 N2 Gd01 120.7(2) . . ?
C1 N2 Gd01 122.3(2) . . ?
C8 N3 C9 123.0(3) . . ?
C2 C3 C4 117.7(4) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
C16 N4 C9 108.1(3) . . ?
C16 N4 Gd01 121.0(2) . . ?
C9 N4 Gd01 120.3(2) . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C16 N5 C17 122.7(3) . . ?
C7 C6 C5 117.3(4) . . ?
C7 C6 H6 121.3 . . ?
C5 C6 H6 121.3 . . ?
C24 N6 C17 108.1(3) . . ?
C24 N6 Gd01 120.9(2) . . ?
C17 N6 Gd01 121.7(2) . . ?
C25 N7 C24 122.9(3) . . ?
C6 C7 C2 121.3(3) . . ?
C6 C7 C8 132.3(4) . . ?
C2 C7 C8 106.3(3) . . ?
N3 C8 N2 127.8(3) . . ?
N3 C8 C7 122.5(3) . . ?
N2 C8 C7 109.7(3) . . ?
C32 N8 C25 108.2(3) . . ?
C32 N8 Gd01 123.2(2) . . ?
C25 N8 Gd01 121.9(2) . . ?
N3 C9 N4 128.0(3) . . ?
N3 C9 C10 122.2(3) . . ?
N4 C9 C10 109.8(3) . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C10 C11 C12 116.9(4) . . ?
C10 C11 H11 121.5 . . ?
C12 C11 H11 121.5 . . ?
C11 C10 C15 121.9(4) . . ?
C11 C10 C9 131.6(3) . . ?
C15 C10 C9 106.2(3) . . ?
C14 C13 C12 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 117.9(4) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 120.6(3) . . ?
C14 C15 C16 133.4(3) . . ?
C10 C15 C16 105.7(3) . . ?
N5 C16 N4 127.6(3) . . ?
N5 C16 C15 122.4(3) . . ?
N4 C16 C15 110.1(3) . . ?
N5 C17 N6 127.7(3) . . ?
N5 C17 C18 122.4(3) . . ?
N6 C17 C18 110.0(3) . . ?
C19 C18 C23 121.2(3) . . ?
C19 C18 C17 133.3(3) . . ?
C23 C18 C17 105.5(3) . . ?
C18 C19 C20 117.5(4) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 H19 121.2 . . ?
C21 C20 C19 121.6(4) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C22 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 117.2(4) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C22 C23 C18 121.5(3) . . ?
C22 C23 C24 131.9(4) . . ?
C18 C23 C24 106.6(3) . . ?
N7 C24 N6 128.2(3) . . ?
N7 C24 C23 122.1(3) . . ?
N6 C24 C23 109.7(3) . . ?
N7 C25 N8 128.0(3) . . ?
N7 C25 C26 122.5(3) . . ?
N8 C25 C26 109.5(3) . . ?
C27 C26 C31 121.8(3) . . ?
C27 C26 C25 131.9(3) . . ?
C31 C26 C25 106.3(3) . . ?
C26 C27 C28 116.7(3) . . ?
C26 C27 H27 121.7 . . ?
C28 C27 H27 121.7 . . ?
C29 C28 C27 121.3(4) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C30 C29 C28 121.2(4) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C29 C30 C31 118.1(3) . . ?
C29 C30 H30 120.9 . . ?
C31 C30 H30 120.9 . . ?
C30 C31 C26 121.0(3) . . ?
C30 C31 C32 132.6(3) . . ?
C26 C31 C32 106.3(3) . . ?
N1 C32 N8 127.7(3) . . ?
N1 C32 C31 122.7(3) . . ?
N8 C32 C31 109.6(3) . . ?

_refine_diff_density_max         1.292
_refine_diff_density_min         -4.787
_refine_diff_density_rms         0.148

####################################################################### 
# 
# 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_TbPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096864'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-terbium(III)
_chemical_name_common            bis(phthalocyaninato)-terbium
_chemical_formula_moiety         'C64 H32 N16 Tb, C Cl2 H2'
_chemical_formula_sum            'C65 H34 Cl2 N16 Tb'
_exptl_crystal_recrystallization_method 'slow evaporation from chloroform'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1268.90

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'
Cl Cl 0.1484 0.1585 '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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.0516(7)
_cell_length_b                   22.9642(8)
_cell_length_c                   7.8827(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5077.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    71066
_cell_measurement_theta_min      6.440
_cell_measurement_theta_max      66.940
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_F_000             2540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.841
_exptl_crystal_size_mid          0.391
_exptl_crystal_size_min          0.122
_exptl_absorpt_coefficient_mu    1.563
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5791
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   'SADABS-2016.2 (G. Sheldrick)'
_exptl_absorpt_special_details   'SADABS-2016/2 (G. Sheldrick)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67503
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.292
_diffrn_reflns_theta_max         33.807
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9178
_reflns_number_gt                8295
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²+5.2344P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9178
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0596
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
Tb01 Tb 0.36380(2) 0.750000 0.61267(2) 0.00837(3) Uani 1 2 d S T P . .
N1 N 0.33541(6) 0.750000 0.3203(2) 0.0107(3) Uani 1 2 d S T P . .
C1 C 0.20785(5) 0.71956(8) -0.0433(2) 0.0205(3) Uani 1 1 d . . . . .
H1 H 0.183782 0.699323 -0.104295 0.025 Uiso 1 1 calc R U . . .
Cl02 Cl 0.58626(2) 0.81372(2) 1.31665(6) 0.02845(9) Uani 1 1 d . . . . .
N2 N 0.32532(4) 0.64574(6) 0.27806(16) 0.0123(2) Uani 1 1 d . . . . .
C2 C 0.24246(5) 0.68785(8) 0.0443(2) 0.0170(3) Uani 1 1 d . . . . .
H2 H 0.242861 0.646488 0.042553 0.020 Uiso 1 1 calc R U . . .
N3 N 0.39252(4) 0.66411(5) 0.46495(16) 0.0108(2) Uani 1 1 d . . . . .
C3 C 0.27625(5) 0.71948(7) 0.13421(18) 0.0132(3) Uani 1 1 d . . . . .
N4 N 0.46628(4) 0.64588(6) 0.61768(15) 0.0116(2) Uani 1 1 d . . . . .
C4 C 0.31463(5) 0.70170(6) 0.24979(18) 0.0114(2) Uani 1 1 d . . . . .
N5 N 0.45072(6) 0.750000 0.6072(2) 0.0106(3) Uani 1 2 d S T P . .
C5 C 0.36164(5) 0.62926(7) 0.37703(18) 0.0116(3) Uani 1 1 d . . . . .
C6 C 0.37454(5) 0.56788(7) 0.40155(19) 0.0129(3) Uani 1 1 d . . . . .
N6 N 0.33113(4) 0.60294(5) 0.77801(15) 0.0102(2) Uani 1 1 d . . . . .
N7 N 0.37492(4) 0.68939(5) 0.86266(15) 0.0098(2) Uani 1 1 d . . . . .
C7 C 0.35357(6) 0.51623(7) 0.3493(2) 0.0169(3) Uani 1 1 d . . . . .
H7 H 0.325127 0.516133 0.283827 0.020 Uiso 1 1 calc R U . . .
N8 N 0.43129(6) 0.750000 1.0164(2) 0.0099(3) Uani 1 2 d S T P . .
C8 C 0.37592(7) 0.46430(7) 0.3966(2) 0.0204(3) Uani 1 1 d . . . . .
H8 H 0.362307 0.428188 0.363328 0.024 Uiso 1 1 calc R U . . .
C9 C 0.41801(6) 0.46453(7) 0.4923(2) 0.0209(3) Uani 1 1 d . . . . .
H9 H 0.432740 0.428617 0.521115 0.025 Uiso 1 1 calc R U . . .
N9 N 0.23411(6) 0.750000 0.5230(2) 0.0109(3) Uani 1 2 d S T P . .
C10 C 0.43864(6) 0.51670(7) 0.5459(2) 0.0165(3) Uani 1 1 d . . . . .
H10 H 0.467069 0.517029 0.611344 0.020 Uiso 1 1 calc R U . . .
N10 N 0.29401(4) 0.68921(5) 0.65854(16) 0.0096(2) Uani 1 1 d . . . . .
C11 C 0.41606(5) 0.56797(6) 0.49989(19) 0.0129(3) Uani 1 1 d . . . . .
C13 C 0.47737(5) 0.70165(6) 0.64484(18) 0.0107(2) Uani 1 1 d . . . . .
C12 C 0.42703(5) 0.62928(6) 0.53477(18) 0.0112(2) Uani 1 1 d . . . . .
C14 C 0.52303(5) 0.71941(6) 0.71939(18) 0.0122(3) Uani 1 1 d . . . . .
C18 C 0.40239(5) 0.60003(6) 0.96003(18) 0.0101(2) Uani 1 1 d . . . . .
C17 C 0.36626(5) 0.63062(6) 0.85866(18) 0.0096(2) Uani 1 1 d . . . . .
C16 C 0.60042(5) 0.71954(8) 0.8431(2) 0.0196(3) Uani 1 1 d . . . . .
H16 H 0.627366 0.699297 0.886118 0.023 Uiso 1 1 calc R U . . .
C15 C 0.56164(5) 0.68785(7) 0.7811(2) 0.0165(3) Uani 1 1 d . . . . .
H15 H 0.561637 0.646480 0.781123 0.020 Uiso 1 1 calc R U . . .
C19 C 0.41192(5) 0.54132(6) 0.98767(19) 0.0126(2) Uani 1 1 d . . . . .
H19 H 0.392102 0.511798 0.941279 0.015 Uiso 1 1 calc R U . . .
C20 C 0.45157(5) 0.52748(7) 1.0858(2) 0.0145(3) Uani 1 1 d . . . . .
H20 H 0.459054 0.487745 1.106178 0.017 Uiso 1 1 calc R U . . .
C21 C 0.48066(5) 0.57094(7) 1.1551(2) 0.0157(3) Uani 1 1 d . . . . .
H21 H 0.507633 0.560170 1.220844 0.019 Uiso 1 1 calc R U . . .
C22 C 0.47073(5) 0.62970(7) 1.12926(19) 0.0134(3) Uani 1 1 d . . . . .
H22 H 0.490074 0.659276 1.177886 0.016 Uiso 1 1 calc R U . . .
C23 C 0.43143(5) 0.64339(6) 1.02962(18) 0.0103(2) Uani 1 1 d . . . . .
C24 C 0.41266(5) 0.69900(6) 0.96920(18) 0.0099(2) Uani 1 1 d . . . . .
C25 C 0.25302(5) 0.69898(6) 0.56816(18) 0.0101(2) Uani 1 1 d . . . . .
C26 C 0.23068(5) 0.64327(6) 0.52573(18) 0.0112(2) Uani 1 1 d . . . . .
C27 C 0.19265(5) 0.62945(7) 0.41964(19) 0.0138(3) Uani 1 1 d . . . . .
H27 H 0.173887 0.658912 0.367698 0.017 Uiso 1 1 calc R U . . .
C28 C 0.18329(6) 0.57063(7) 0.3929(2) 0.0165(3) Uani 1 1 d . . . . .
H28 H 0.157891 0.559720 0.319767 0.020 Uiso 1 1 calc R U . . .
C29 C 0.21057(5) 0.52713(7) 0.4716(2) 0.0158(3) Uani 1 1 d . . . . .
H29 H 0.202982 0.487369 0.452076 0.019 Uiso 1 1 calc R U . . .
C30 C 0.24864(5) 0.54118(6) 0.57802(19) 0.0136(3) Uani 1 1 d . . . . .
H30 H 0.267076 0.511770 0.631715 0.016 Uiso 1 1 calc R U . . .
C31 C 0.25852(5) 0.59997(6) 0.60235(17) 0.0107(2) Uani 1 1 d . . . . .
C32 C 0.29770(5) 0.63067(6) 0.68787(18) 0.0099(2) Uani 1 1 d . . . . .
C33 C 0.55353(8) 0.750000 1.2687(3) 0.0203(4) Uani 1 2 d S T P . .
H33A H 0.545199 0.750000 1.146638 0.024 Uiso 1 2 calc R U P . .
H33B H 0.523466 0.750000 1.334484 0.024 Uiso 1 2 calc R U 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
Tb01 N3 2.4280(12) 7_575 ?
Tb01 N3 2.4280(12) . ?
Tb01 N10 2.4316(12) 7_575 ?
Tb01 N10 2.4317(12) . ?
Tb01 N7 2.4326(12) . ?
Tb01 N7 2.4326(12) 7_575 ?
Tb01 N1 2.4385(17) . ?
Tb01 N5 2.4387(17) . ?
N1 C4 1.3707(17) . ?
N1 C4 1.3708(17) 7_575 ?
C1 C2 1.397(2) . ?
C1 C1 1.398(4) 7_575 ?
C1 H1 0.9500 . ?
Cl02 C33 1.7685(14) . ?
N2 C5 1.3379(18) . ?
N2 C4 1.3382(19) . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
N3 C5 1.3679(18) . ?
N3 C12 1.3711(18) . ?
C3 C3 1.402(3) 7_575 ?
C3 C4 1.4683(19) . ?
N4 C13 1.3353(19) . ?
N4 C12 1.3358(18) . ?
N5 C13 1.3709(17) . ?
N5 C13 1.3710(17) 7_575 ?
C5 C6 1.468(2) . ?
C6 C7 1.387(2) . ?
C6 C11 1.399(2) . ?
N6 C17 1.3338(18) . ?
N6 C32 1.3379(17) . ?
N7 C24 1.3693(17) . ?
N7 C17 1.3718(18) . ?
C7 C8 1.398(2) . ?
C7 H7 0.9500 . ?
N8 C24 1.3354(16) 7_575 ?
N8 C24 1.3354(16) . ?
C8 C9 1.401(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.396(2) . ?
C9 H9 0.9500 . ?
N9 C25 1.3345(16) . ?
N9 C25 1.3346(16) 7_575 ?
C10 C11 1.385(2) . ?
C10 H10 0.9500 . ?
N10 C32 1.3678(18) . ?
N10 C25 1.3711(17) . ?
C11 C12 1.467(2) . ?
C13 C14 1.4669(19) . ?
C14 C15 1.391(2) . ?
C14 C14 1.405(3) 7_575 ?
C18 C19 1.3916(19) . ?
C18 C23 1.3986(19) . ?
C18 C17 1.4694(19) . ?
C16 C15 1.397(2) . ?
C16 C16 1.399(4) 7_575 ?
C16 H16 0.9500 . ?
C15 H15 0.9500 . ?
C19 C20 1.392(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.400(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.3897(19) . ?
C22 H22 0.9500 . ?
C23 C24 1.4610(19) . ?
C25 C26 1.4633(19) . ?
C26 C27 1.3921(19) . ?
C26 C31 1.401(2) . ?
C27 C28 1.392(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.403(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.392(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.4696(19) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N3 Tb01 N3 108.66(6) 7_575 . ?
N3 Tb01 N10 82.65(4) 7_575 7_575 ?
N3 Tb01 N10 143.59(4) . 7_575 ?
N3 Tb01 N10 143.59(4) 7_575 . ?
N3 Tb01 N10 82.65(4) . . ?
N10 Tb01 N10 70.08(6) 7_575 . ?
N3 Tb01 N7 144.17(4) 7_575 . ?
N3 Tb01 N7 83.18(4) . . ?
N10 Tb01 N7 108.13(4) 7_575 . ?
N10 Tb01 N7 69.77(4) . . ?
N3 Tb01 N7 83.18(4) 7_575 7_575 ?
N3 Tb01 N7 144.17(4) . 7_575 ?
N10 Tb01 N7 69.77(4) 7_575 7_575 ?
N10 Tb01 N7 108.13(4) . 7_575 ?
N7 Tb01 N7 69.80(6) . 7_575 ?
N3 Tb01 N1 69.82(3) 7_575 . ?
N3 Tb01 N1 69.82(3) . . ?
N10 Tb01 N1 82.96(4) 7_575 . ?
N10 Tb01 N1 82.96(4) . . ?
N7 Tb01 N1 143.85(3) . . ?
N7 Tb01 N1 143.85(3) 7_575 . ?
N3 Tb01 N5 70.11(3) 7_575 . ?
N3 Tb01 N5 70.12(3) . . ?
N10 Tb01 N5 143.87(3) 7_575 . ?
N10 Tb01 N5 143.87(3) . . ?
N7 Tb01 N5 83.46(4) . . ?
N7 Tb01 N5 83.46(4) 7_575 . ?
N1 Tb01 N5 108.06(6) . . ?
C4 N1 C4 108.03(16) . 7_575 ?
C4 N1 Tb01 121.48(9) . . ?
C4 N1 Tb01 121.47(9) 7_575 . ?
C2 C1 C1 121.43(10) . 7_575 ?
C2 C1 H1 119.3 . . ?
C1 C1 H1 119.3 7_575 . ?
C5 N2 C4 122.64(13) . . ?
C3 C2 C1 117.02(16) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
C5 N3 C12 108.02(12) . . ?
C5 N3 Tb01 120.54(9) . . ?
C12 N3 Tb01 121.04(9) . . ?
C2 C3 C3 121.54(10) . 7_575 ?
C2 C3 C4 132.19(15) . . ?
C3 C3 C4 106.15(8) 7_575 . ?
C13 N4 C12 122.97(13) . . ?
N2 C4 N1 127.90(13) . . ?
N2 C4 C3 122.32(13) . . ?
N1 C4 C3 109.77(13) . . ?
C13 N5 C13 108.18(16) . 7_575 ?
C13 N5 Tb01 122.77(9) . . ?
C13 N5 Tb01 122.77(9) 7_575 . ?
N2 C5 N3 127.74(14) . . ?
N2 C5 C6 122.43(13) . . ?
N3 C5 C6 109.81(12) . . ?
C7 C6 C11 121.27(14) . . ?
C7 C6 C5 132.65(14) . . ?
C11 C6 C5 106.07(13) . . ?
C17 N6 C32 122.96(12) . . ?
C24 N7 C17 108.03(11) . . ?
C24 N7 Tb01 120.25(9) . . ?
C17 N7 Tb01 121.44(9) . . ?
C6 C7 C8 117.38(15) . . ?
C6 C7 H7 121.3 . . ?
C8 C7 H7 121.3 . . ?
C24 N8 C24 122.58(17) 7_575 . ?
C7 C8 C9 121.24(15) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 121.02(15) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C25 N9 C25 122.80(17) . 7_575 ?
C11 C10 C9 117.44(15) . . ?
C11 C10 H10 121.3 . . ?
C9 C10 H10 121.3 . . ?
C32 N10 C25 108.20(11) . . ?
C32 N10 Tb01 121.89(9) . . ?
C25 N10 Tb01 120.26(9) . . ?
C10 C11 C6 121.62(14) . . ?
C10 C11 C12 132.12(14) . . ?
C6 C11 C12 106.25(12) . . ?
N4 C13 N5 127.96(13) . . ?
N4 C13 C14 122.30(13) . . ?
N5 C13 C14 109.72(13) . . ?
N4 C12 N3 127.73(13) . . ?
N4 C12 C11 122.57(13) . . ?
N3 C12 C11 109.66(12) . . ?
C15 C14 C14 121.40(9) . 7_575 ?
C15 C14 C13 132.46(14) . . ?
C14 C14 C13 106.14(8) 7_575 . ?
C19 C18 C23 121.09(13) . . ?
C19 C18 C17 132.90(13) . . ?
C23 C18 C17 105.95(12) . . ?
N6 C17 N7 127.64(13) . . ?
N6 C17 C18 122.75(13) . . ?
N7 C17 C18 109.61(12) . . ?
C15 C16 C16 121.40(10) . 7_575 ?
C15 C16 H16 119.3 . . ?
C16 C16 H16 119.3 7_575 . ?
C14 C15 C16 117.21(15) . . ?
C14 C15 H15 121.4 . . ?
C16 C15 H15 121.4 . . ?
C20 C19 C18 117.51(13) . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 121.2 . . ?
C19 C20 C21 121.32(14) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 121.14(14) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C23 C22 C21 117.41(14) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C22 C23 C18 121.51(13) . . ?
C22 C23 C24 131.90(13) . . ?
C18 C23 C24 106.53(12) . . ?
N8 C24 N7 127.93(13) . . ?
N8 C24 C23 122.32(13) . . ?
N7 C24 C23 109.75(12) . . ?
N9 C25 N10 128.00(13) . . ?
N9 C25 C26 122.44(13) . . ?
N10 C25 C26 109.56(12) . . ?
C27 C26 C31 121.62(13) . . ?
C27 C26 C25 131.66(14) . . ?
C31 C26 C25 106.45(12) . . ?
C28 C27 C26 117.18(14) . . ?
C28 C27 H27 121.4 . . ?
C26 C27 H27 121.4 . . ?
C27 C28 C29 121.40(14) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 121.23(14) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C31 C30 C29 117.35(14) . . ?
C31 C30 H30 121.3 . . ?
C29 C30 H30 121.3 . . ?
C30 C31 C26 121.20(13) . . ?
C30 C31 C32 132.66(13) . . ?
C26 C31 C32 105.91(12) . . ?
N6 C32 N10 127.65(12) . . ?
N6 C32 C31 122.64(12) . . ?
N10 C32 C31 109.71(12) . . ?
Cl02 C33 Cl02 111.67(13) . 7_575 ?
Cl02 C33 H33A 109.3 . . ?
Cl02 C33 H33A 109.3 7_575 . ?
Cl02 C33 H33B 109.3 . . ?
Cl02 C33 H33B 109.3 7_575 . ?
H33A C33 H33B 107.9 . . ?

_refine_diff_density_max         0.711
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_NdPc2_P212121
_database_code_depnum_ccdc_archive 'CCDC 2016008'
loop_
_audit_author_name
_audit_author_address
'Maegan Mullenax'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'[phthalocyaninato]-[phthalocyaninato-radical]neodymium(III)'
_chemical_name_common            '(bis)phthalocyanine neodymium'
_chemical_formula_moiety         'C64 H32 N16 Nd'
_chemical_formula_sum            'C64 H32 N16 Nd'
_exptl_crystal_recrystallization_method 'slow evaporation from chloroform'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1169.29

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_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.
;

_cell_length_a                   8.852(2)
_cell_length_b                   10.604(2)
_cell_length_c                   50.844(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4772.5(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11392
_cell_measurement_theta_min      0.8
_cell_measurement_theta_max      28.0
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   0.91311
_exptl_transmission_factor_max   0.95071
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.154
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8905
_exptl_absorpt_correction_T_max  0.9744
_exptl_absorpt_process_details   'SADABS-2014/5. G. Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              'Bruker Smart APEX II'
_diffrn_measurement_device_type  'Bruker Smart APEX II'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69514
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -66
_diffrn_reflns_limit_l_max       64
_diffrn_reflns_theta_min         2.266
_diffrn_reflns_theta_max         28.009
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11389
_reflns_number_gt                10691
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     0.980
_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.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT V8.37A, Bruker-AXS'
_computing_data_reduction        'SAINT V8.37A, Bruker-AXS'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+3.1914P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4338 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(5)
_refine_ls_number_reflns         11389
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0739
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_restrained_S_all      0.859
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Nd01 Nd 0.21206(2) 0.57031(2) 0.62434(2) 0.01009(6) Uani 1 1 d . . . . .
N9 N 0.4745(4) 0.6157(3) 0.56769(7) 0.0140(7) Uani 1 1 d . . . . .
N3 N 0.0417(4) 0.5905(3) 0.55748(6) 0.0125(7) Uani 1 1 d . . . . .
N13 N 0.2091(5) 0.7223(3) 0.69032(6) 0.0144(7) Uani 1 1 d . . . . .
N7 N 0.1230(5) 0.3594(3) 0.68084(6) 0.0144(7) Uani 1 1 d . . . . .
N1 N 0.3256(4) 0.2550(3) 0.59657(7) 0.0139(8) Uani 1 1 d . . . . .
N15 N 0.5685(4) 0.4376(4) 0.65253(6) 0.0151(7) Uani 1 1 d . . . . .
N11 N 0.1225(4) 0.9052(3) 0.60574(7) 0.0141(7) Uani 1 1 d . . . . .
N5 N -0.1749(4) 0.6837(3) 0.64165(7) 0.0147(8) Uani 1 1 d . . . . .
N2 N 0.1787(4) 0.4408(3) 0.58464(6) 0.0121(7) Uani 1 1 d . . . . .
N12 N 0.1846(4) 0.7804(3) 0.64439(6) 0.0128(7) Uani 1 1 d . . . . .
C55 C 0.4759(5) 0.4722(4) 0.69772(8) 0.0152(9) Uani 1 1 d . . . . .
C52 C 0.4127(5) 0.4666(4) 0.75073(9) 0.0209(10) Uani 1 1 d . . . . .
H52 H 0.391585 0.462502 0.768628 0.025 Uiso 1 1 calc R U . . .
C23 C -0.0625(5) 0.5090(4) 0.69851(8) 0.0141(8) Uani 1 1 d . . . . .
C22 C -0.0657(5) 0.4861(4) 0.72526(8) 0.0186(9) Uani 1 1 d . . . . .
H22 H -0.008412 0.421962 0.732756 0.022 Uiso 1 1 calc R U . . .
N14 N 0.3738(4) 0.5900(3) 0.66371(7) 0.0135(7) Uani 1 1 d . . . . .
C39 C 0.2276(6) 0.8795(4) 0.56116(8) 0.0155(8) Uani 1 1 d . . . . .
C46 C -0.0183(5) 0.9453(4) 0.69736(8) 0.0170(9) Uani 1 1 d . . . . .
H46 H -0.001044 0.910050 0.713837 0.020 Uiso 1 1 calc R U . . .
C50 C 0.3718(5) 0.5558(4) 0.70869(8) 0.0148(8) Uani 1 1 d . . . . .
N10 N 0.2963(5) 0.7372(3) 0.59359(6) 0.0138(7) Uani 1 1 d . . . . .
C7 C 0.2144(5) 0.4296(4) 0.53967(7) 0.0142(7) Uani 1 1 d . . . . .
C54 C 0.5521(5) 0.3845(4) 0.71313(8) 0.0179(9) Uani 1 1 d . . . . .
H54 H 0.622092 0.329082 0.705910 0.021 Uiso 1 1 calc R U . . .
C27 C 0.3200(5) 0.1196(4) 0.68731(8) 0.0164(9) Uani 1 1 d . . . . .
H27 H 0.282821 0.142664 0.703728 0.020 Uiso 1 1 calc R U . . .
C38 C 0.1614(5) 0.9746(4) 0.54636(9) 0.0193(9) Uani 1 1 d . . . . .
H38 H 0.092926 1.030984 0.553744 0.023 Uiso 1 1 calc R U . . .
N4 N -0.0321(4) 0.6145(3) 0.60322(6) 0.0123(7) Uani 1 1 d . . . . .
N6 N 0.0005(4) 0.5184(3) 0.65425(7) 0.0127(7) Uani 1 1 d . . . . .
C20 C -0.2447(5) 0.6577(4) 0.72933(8) 0.0200(10) Uani 1 1 d . . . . .
H20 H -0.304499 0.707942 0.740110 0.024 Uiso 1 1 calc R U . . .
C18 C -0.1504(5) 0.6049(4) 0.68715(8) 0.0152(9) Uani 1 1 d . . . . .
C2 C 0.2987(6) 0.3316(4) 0.55119(8) 0.0137(8) Uani 1 1 d . . . . .
C42 C 0.0244(5) 0.9506(4) 0.65013(8) 0.0155(9) Uani 1 1 d . . . . .
C48 C 0.1547(5) 0.7918(4) 0.67059(8) 0.0143(8) Uani 1 1 d . . . . .
C36 C 0.3058(6) 0.8984(4) 0.50880(8) 0.0227(10) Uani 1 1 d . . . . .
H36 H 0.331163 0.906149 0.491128 0.027 Uiso 1 1 calc R U . . .
C35 C 0.3721(6) 0.8034(4) 0.52378(8) 0.0193(9) Uani 1 1 d . . . . .
H35 H 0.442157 0.748080 0.516516 0.023 Uiso 1 1 calc R U . . .
C47 C 0.0511(5) 0.8975(4) 0.67485(9) 0.0161(9) Uani 1 1 d . . . . .
C19 C -0.2439(5) 0.6795(4) 0.70227(8) 0.0172(10) Uani 1 1 d . . . . .
H19 H -0.303972 0.741738 0.694738 0.021 Uiso 1 1 calc R U . . .
C21 C -0.1580(5) 0.5627(5) 0.74050(8) 0.0222(9) Uani 1 1 d . . . . .
H21 H -0.161885 0.549994 0.758584 0.027 Uiso 1 1 calc R U . . .
C53 C 0.5182(6) 0.3837(4) 0.74019(9) 0.0223(10) Uani 1 1 d . . . . .
H53 H 0.567239 0.326734 0.751187 0.027 Uiso 1 1 calc R U . . .
C12 C -0.3011(6) 0.9050(4) 0.55387(8) 0.0200(9) Uani 1 1 d . . . . .
H12 H -0.332185 0.951914 0.539392 0.024 Uiso 1 1 calc R U . . .
C34 C 0.3296(5) 0.7947(4) 0.54992(8) 0.0152(9) Uani 1 1 d . . . . .
C37 C 0.2023(6) 0.9818(4) 0.51981(9) 0.0243(10) Uani 1 1 d . . . . .
H37 H 0.159310 1.043888 0.509273 0.029 Uiso 1 1 calc R U . . .
C24 C 0.0290(5) 0.4558(4) 0.67715(8) 0.0127(9) Uani 1 1 d . . . . .
C11 C -0.1928(5) 0.8117(4) 0.55052(8) 0.0165(9) Uani 1 1 d . . . . .
H11 H -0.150333 0.795885 0.534113 0.020 Uiso 1 1 calc R U . . .
C45 C -0.1136(6) 1.0471(4) 0.69415(9) 0.0241(11) Uani 1 1 d . . . . .
H45 H -0.159560 1.081921 0.708902 0.029 Uiso 1 1 calc R U . . .
C3 C 0.3893(6) 0.2536(4) 0.53612(8) 0.0189(9) Uani 1 1 d . . . . .
H3 H 0.443702 0.187885 0.543678 0.023 Uiso 1 1 calc R U . . .
C41 C 0.1140(5) 0.8764(4) 0.63141(8) 0.0150(9) Uani 1 1 d . . . . .
C26 C 0.2921(6) 0.1920(4) 0.66526(7) 0.0135(8) Uani 1 1 d . . . . .
C62 C 0.7269(5) 0.4107(4) 0.56152(8) 0.0160(8) Uani 1 1 d . . . . .
H62 H 0.706346 0.442909 0.544886 0.019 Uiso 1 1 calc R U . . .
C6 C 0.2197(6) 0.4523(4) 0.51299(8) 0.0196(9) Uani 1 1 d . . . . .
H6 H 0.163422 0.516699 0.505358 0.023 Uiso 1 1 calc R U . . .
C28 C 0.4060(5) 0.0108(4) 0.68402(9) 0.0198(9) Uani 1 1 d . . . . .
H28 H 0.426892 -0.040098 0.698469 0.024 Uiso 1 1 calc R U . . .
C29 C 0.4613(6) -0.0230(5) 0.65917(9) 0.0250(11) Uani 1 1 d . . . . .
H29 H 0.518258 -0.096135 0.657408 0.030 Uiso 1 1 calc R U . . .
C56 C 0.4774(5) 0.4980(4) 0.66918(8) 0.0147(8) Uani 1 1 d . . . . .
C8 C 0.1384(5) 0.4950(4) 0.56121(8) 0.0119(8) Uani 1 1 d . . . . .
N8 N 0.2116(5) 0.3440(3) 0.63586(6) 0.0129(7) Uani 1 1 d . . . . .
C61 C 0.8376(5) 0.3203(4) 0.56541(9) 0.0184(9) Uani 1 1 d . . . . .
H61 H 0.891031 0.289811 0.550996 0.022 Uiso 1 1 calc R U . . .
C51 C 0.3376(5) 0.5554(4) 0.73542(8) 0.0181(9) Uani 1 1 d . . . . .
H51 H 0.268195 0.611394 0.742644 0.022 Uiso 1 1 calc R U . . .
C40 C 0.2097(6) 0.8419(4) 0.58882(7) 0.0135(8) Uani 1 1 d . . . . .
C1 C 0.2694(5) 0.3393(4) 0.57953(8) 0.0136(8) Uani 1 1 d . . . . .
C49 C 0.3116(5) 0.6303(4) 0.68695(8) 0.0140(9) Uani 1 1 d . . . . .
C10 C -0.1501(5) 0.7427(4) 0.57256(8) 0.0142(8) Uani 1 1 d . . . . .
C63 C 0.6478(5) 0.4513(4) 0.58362(8) 0.0137(8) Uani 1 1 d . . . . .
C17 C -0.1102(5) 0.6061(4) 0.65887(8) 0.0134(8) Uani 1 1 d . . . . .
C33 C 0.3731(5) 0.7074(4) 0.57113(8) 0.0143(8) Uani 1 1 d . . . . .
C31 C 0.3483(5) 0.1591(4) 0.64056(8) 0.0149(9) Uani 1 1 d . . . . .
C16 C -0.1392(5) 0.6845(4) 0.61596(8) 0.0135(8) Uani 1 1 d . . . . .
C43 C -0.0729(6) 1.0515(4) 0.64706(9) 0.0202(10) Uani 1 1 d . . . . .
H43 H -0.090870 1.086263 0.630565 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3959(6) 0.2772(5) 0.50915(9) 0.0233(10) Uani 1 1 d . . . . .
H4 H 0.456793 0.227082 0.498524 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3128(6) 0.3747(4) 0.49789(9) 0.0243(11) Uani 1 1 d . . . . .
H5 H 0.319600 0.388485 0.479866 0.029 Uiso 1 1 calc R U . . .
C58 C 0.6786(5) 0.4030(4) 0.60872(8) 0.0141(9) Uani 1 1 d . . . . .
C25 C 0.2026(6) 0.3069(4) 0.66151(8) 0.0133(8) Uani 1 1 d . . . . .
C15 C -0.2141(6) 0.7683(4) 0.59721(7) 0.0152(8) Uani 1 1 d . . . . .
C13 C -0.3646(6) 0.9302(5) 0.57854(9) 0.0234(9) Uani 1 1 d . . . . .
H13 H -0.435591 0.994301 0.580273 0.028 Uiso 1 1 calc R U . . .
C44 C -0.1433(7) 1.0995(4) 0.66951(10) 0.0273(11) Uani 1 1 d . . . . .
H44 H -0.210237 1.166648 0.668026 0.033 Uiso 1 1 calc R U . . .
C14 C -0.3224(5) 0.8600(5) 0.60051(8) 0.0218(10) Uani 1 1 d . . . . .
H14 H -0.365944 0.874703 0.616866 0.026 Uiso 1 1 calc R U . . .
C9 C -0.0381(5) 0.6432(4) 0.57688(8) 0.0133(8) Uani 1 1 d . . . . .
C30 C 0.4329(6) 0.0503(4) 0.63719(9) 0.0221(10) Uani 1 1 d . . . . .
H30 H 0.469255 0.027320 0.620712 0.027 Uiso 1 1 calc R U . . .
C57 C 0.5717(5) 0.4627(3) 0.62670(9) 0.0132(8) Uani 1 1 d . . . . .
C64 C 0.5247(5) 0.5434(4) 0.58729(8) 0.0136(9) Uani 1 1 d . . . . .
C32 C 0.2947(5) 0.2570(3) 0.62217(8) 0.0128(7) Uani 1 1 d . . . . .
N16 N 0.4802(4) 0.5441(3) 0.61301(7) 0.0137(7) Uani 1 1 d . . . . .
C60 C 0.8708(6) 0.2740(4) 0.59034(9) 0.0202(9) Uani 1 1 d . . . . .
H60 H 0.946562 0.213915 0.592237 0.024 Uiso 1 1 calc R U . . .
C59 C 0.7932(6) 0.3154(4) 0.61251(8) 0.0178(8) Uani 1 1 d . . . . .
H59 H 0.817055 0.285595 0.629208 0.021 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
Nd01 N4 2.458(4) . ?
Nd01 N16 2.458(4) . ?
Nd01 N2 2.459(3) . ?
Nd01 N12 2.462(3) . ?
Nd01 N14 2.470(4) . ?
Nd01 N8 2.470(3) . ?
Nd01 N6 2.474(4) . ?
Nd01 N10 2.476(3) . ?
N9 C64 1.333(5) . ?
N9 C33 1.335(6) . ?
N3 C9 1.336(5) . ?
N3 C8 1.340(5) . ?
N13 C48 1.335(5) . ?
N13 C49 1.343(6) . ?
N7 C25 1.331(5) . ?
N7 C24 1.332(6) . ?
N1 C32 1.330(5) . ?
N1 C1 1.341(5) . ?
N15 C56 1.333(6) . ?
N15 C57 1.341(5) . ?
N11 C40 1.336(6) . ?
N11 C41 1.342(5) . ?
N5 C17 1.331(5) . ?
N5 C16 1.344(5) . ?
N2 C1 1.368(5) . ?
N2 C8 1.370(5) . ?
N12 C48 1.364(5) . ?
N12 C41 1.364(5) . ?
C55 C54 1.390(6) . ?
C55 C50 1.396(6) . ?
C55 C56 1.477(6) . ?
C52 C53 1.390(7) . ?
C52 C51 1.391(6) . ?
C52 H52 0.9300 . ?
C23 C22 1.382(6) . ?
C23 C18 1.405(6) . ?
C23 C24 1.467(6) . ?
C22 C21 1.388(6) . ?
C22 H22 0.9300 . ?
N14 C56 1.367(6) . ?
N14 C49 1.372(5) . ?
C39 C38 1.388(6) . ?
C39 C34 1.397(6) . ?
C39 C40 1.470(5) . ?
C46 C45 1.379(6) . ?
C46 C47 1.394(6) . ?
C46 H46 0.9300 . ?
C50 C51 1.392(6) . ?
C50 C49 1.459(6) . ?
N10 C33 1.366(5) . ?
N10 C40 1.372(6) . ?
C7 C6 1.379(5) . ?
C7 C2 1.407(6) . ?
C7 C8 1.460(5) . ?
C54 C53 1.408(6) . ?
C54 H54 0.9300 . ?
C27 C26 1.381(6) . ?
C27 C28 1.392(6) . ?
C27 H27 0.9300 . ?
C38 C37 1.400(6) . ?
C38 H38 0.9300 . ?
N4 C16 1.367(6) . ?
N4 C9 1.375(5) . ?
N6 C24 1.364(5) . ?
N6 C17 1.372(5) . ?
C20 C21 1.388(6) . ?
C20 C19 1.395(6) . ?
C20 H20 0.9300 . ?
C18 C19 1.379(6) . ?
C18 C17 1.481(6) . ?
C2 C3 1.384(6) . ?
C2 C1 1.466(5) . ?
C42 C43 1.382(6) . ?
C42 C47 1.397(6) . ?
C42 C41 1.467(6) . ?
C48 C47 1.464(6) . ?
C36 C37 1.391(7) . ?
C36 C35 1.392(6) . ?
C36 H36 0.9300 . ?
C35 C34 1.385(6) . ?
C35 H35 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C53 H53 0.9300 . ?
C12 C11 1.388(6) . ?
C12 C13 1.400(6) . ?
C12 H12 0.9300 . ?
C34 C33 1.472(6) . ?
C37 H37 0.9300 . ?
C11 C10 1.391(6) . ?
C11 H11 0.9300 . ?
C45 C44 1.396(7) . ?
C45 H45 0.9300 . ?
C3 C4 1.395(6) . ?
C3 H3 0.9300 . ?
C26 C31 1.395(6) . ?
C26 C25 1.465(6) . ?
C62 C61 1.385(6) . ?
C62 C63 1.392(6) . ?
C62 H62 0.9300 . ?
C6 C5 1.395(6) . ?
C6 H6 0.9300 . ?
C28 C29 1.401(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.384(6) . ?
C29 H29 0.9300 . ?
N8 C25 1.365(5) . ?
N8 C32 1.370(5) . ?
C61 C60 1.391(6) . ?
C61 H61 0.9300 . ?
C51 H51 0.9300 . ?
C10 C15 1.402(6) . ?
C10 C9 1.464(6) . ?
C63 C58 1.402(6) . ?
C63 C64 1.475(6) . ?
C31 C30 1.386(6) . ?
C31 C32 1.475(5) . ?
C16 C15 1.462(6) . ?
C43 C44 1.396(7) . ?
C43 H43 0.9300 . ?
C4 C5 1.392(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C58 C59 1.389(6) . ?
C58 C57 1.460(6) . ?
C15 C14 1.376(6) . ?
C13 C14 1.393(6) . ?
C13 H13 0.9300 . ?
C44 H44 0.9300 . ?
C14 H14 0.9300 . ?
C30 H30 0.9300 . ?
C57 N16 1.372(5) . ?
C64 N16 1.366(5) . ?
C60 C59 1.391(6) . ?
C60 H60 0.9300 . ?
C59 H59 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
N4 Nd01 N16 140.19(11) . . ?
N4 Nd01 N2 69.04(11) . . ?
N16 Nd01 N2 81.98(11) . . ?
N4 Nd01 N12 85.50(11) . . ?
N16 Nd01 N12 107.14(12) . . ?
N2 Nd01 N12 146.43(11) . . ?
N4 Nd01 N14 147.95(12) . . ?
N16 Nd01 N14 68.88(12) . . ?
N2 Nd01 N14 141.44(12) . . ?
N12 Nd01 N14 69.23(11) . . ?
N4 Nd01 N8 106.69(13) . . ?
N16 Nd01 N8 86.97(13) . . ?
N2 Nd01 N8 69.63(11) . . ?
N12 Nd01 N8 141.34(11) . . ?
N14 Nd01 N8 83.73(11) . . ?
N4 Nd01 N6 69.23(12) . . ?
N16 Nd01 N6 148.17(12) . . ?
N2 Nd01 N6 106.82(11) . . ?
N12 Nd01 N6 82.66(12) . . ?
N14 Nd01 N6 87.68(12) . . ?
N8 Nd01 N6 68.72(12) . . ?
N4 Nd01 N10 81.53(12) . . ?
N16 Nd01 N10 69.04(12) . . ?
N2 Nd01 N10 85.22(11) . . ?
N12 Nd01 N10 69.18(11) . . ?
N14 Nd01 N10 106.08(12) . . ?
N8 Nd01 N10 147.60(12) . . ?
N6 Nd01 N10 140.80(12) . . ?
C64 N9 C33 123.0(4) . . ?
C9 N3 C8 123.4(3) . . ?
C48 N13 C49 123.3(4) . . ?
C25 N7 C24 123.2(4) . . ?
C32 N1 C1 123.1(4) . . ?
C56 N15 C57 122.6(4) . . ?
C40 N11 C41 123.0(4) . . ?
C17 N5 C16 122.8(4) . . ?
C1 N2 C8 108.5(3) . . ?
C1 N2 Nd01 121.7(3) . . ?
C8 N2 Nd01 120.7(3) . . ?
C48 N12 C41 108.5(4) . . ?
C48 N12 Nd01 120.3(3) . . ?
C41 N12 Nd01 121.3(3) . . ?
C54 C55 C50 121.3(4) . . ?
C54 C55 C56 132.4(4) . . ?
C50 C55 C56 106.3(4) . . ?
C53 C52 C51 122.3(4) . . ?
C53 C52 H52 118.9 . . ?
C51 C52 H52 118.9 . . ?
C22 C23 C18 121.4(4) . . ?
C22 C23 C24 132.2(4) . . ?
C18 C23 C24 106.2(4) . . ?
C23 C22 C21 117.3(4) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C56 N14 C49 108.5(3) . . ?
C56 N14 Nd01 119.6(3) . . ?
C49 N14 Nd01 119.5(3) . . ?
C38 C39 C34 121.3(4) . . ?
C38 C39 C40 132.1(4) . . ?
C34 C39 C40 106.6(4) . . ?
C45 C46 C47 117.2(4) . . ?
C45 C46 H46 121.4 . . ?
C47 C46 H46 121.4 . . ?
C51 C50 C55 122.1(4) . . ?
C51 C50 C49 131.4(4) . . ?
C55 C50 C49 106.4(4) . . ?
C33 N10 C40 108.5(3) . . ?
C33 N10 Nd01 120.9(3) . . ?
C40 N10 Nd01 121.5(3) . . ?
C6 C7 C2 121.4(4) . . ?
C6 C7 C8 132.1(4) . . ?
C2 C7 C8 106.4(3) . . ?
C55 C54 C53 116.9(4) . . ?
C55 C54 H54 121.6 . . ?
C53 C54 H54 121.6 . . ?
C26 C27 C28 117.5(4) . . ?
C26 C27 H27 121.3 . . ?
C28 C27 H27 121.3 . . ?
C39 C38 C37 116.9(4) . . ?
C39 C38 H38 121.5 . . ?
C37 C38 H38 121.5 . . ?
C16 N4 C9 108.3(4) . . ?
C16 N4 Nd01 120.4(3) . . ?
C9 N4 Nd01 120.1(3) . . ?
C24 N6 C17 108.4(3) . . ?
C24 N6 Nd01 119.5(3) . . ?
C17 N6 Nd01 119.7(3) . . ?
C21 C20 C19 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C19 C18 C23 121.2(4) . . ?
C19 C18 C17 132.9(4) . . ?
C23 C18 C17 105.8(4) . . ?
C3 C2 C7 121.2(4) . . ?
C3 C2 C1 132.8(4) . . ?
C7 C2 C1 105.9(4) . . ?
C43 C42 C47 121.2(4) . . ?
C43 C42 C41 132.7(4) . . ?
C47 C42 C41 106.0(4) . . ?
N13 C48 N12 127.9(4) . . ?
N13 C48 C47 122.5(4) . . ?
N12 C48 C47 109.5(4) . . ?
C37 C36 C35 121.2(4) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C34 C35 C36 117.3(4) . . ?
C34 C35 H35 121.3 . . ?
C36 C35 H35 121.3 . . ?
C46 C47 C42 121.2(4) . . ?
C46 C47 C48 132.5(4) . . ?
C42 C47 C48 106.3(4) . . ?
C18 C19 C20 117.2(4) . . ?
C18 C19 H19 121.4 . . ?
C20 C19 H19 121.4 . . ?
C22 C21 C20 121.4(4) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C52 C53 C54 121.0(4) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 H53 119.5 . . ?
C11 C12 C13 121.5(4) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C35 C34 C39 121.7(4) . . ?
C35 C34 C33 132.4(4) . . ?
C39 C34 C33 105.9(4) . . ?
C36 C37 C38 121.6(4) . . ?
C36 C37 H37 119.2 . . ?
C38 C37 H37 119.2 . . ?
N7 C24 N6 127.5(4) . . ?
N7 C24 C23 122.4(4) . . ?
N6 C24 C23 110.0(4) . . ?
C12 C11 C10 117.6(4) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C46 C45 C44 122.2(4) . . ?
C46 C45 H45 118.9 . . ?
C44 C45 H45 118.9 . . ?
C2 C3 C4 117.5(4) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
N11 C41 N12 127.9(4) . . ?
N11 C41 C42 122.6(4) . . ?
N12 C41 C42 109.5(3) . . ?
C27 C26 C31 121.9(4) . . ?
C27 C26 C25 131.6(4) . . ?
C31 C26 C25 106.5(3) . . ?
C61 C62 C63 117.0(4) . . ?
C61 C62 H62 121.5 . . ?
C63 C62 H62 121.5 . . ?
C7 C6 C5 117.3(4) . . ?
C7 C6 H6 121.3 . . ?
C5 C6 H6 121.3 . . ?
C27 C28 C29 120.7(4) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 121.4(4) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
N15 C56 N14 128.3(4) . . ?
N15 C56 C55 122.7(4) . . ?
N14 C56 C55 109.0(4) . . ?
N3 C8 N2 127.3(4) . . ?
N3 C8 C7 123.2(4) . . ?
N2 C8 C7 109.5(4) . . ?
C25 N8 C32 108.8(3) . . ?
C25 N8 Nd01 120.5(2) . . ?
C32 N8 Nd01 122.2(3) . . ?
C62 C61 C60 121.6(4) . . ?
C62 C61 H61 119.2 . . ?
C60 C61 H61 119.2 . . ?
C52 C51 C50 116.4(4) . . ?
C52 C51 H51 121.8 . . ?
C50 C51 H51 121.8 . . ?
N11 C40 N10 128.0(4) . . ?
N11 C40 C39 122.8(4) . . ?
N10 C40 C39 109.2(4) . . ?
N1 C1 N2 128.3(4) . . ?
N1 C1 C2 122.2(4) . . ?
N2 C1 C2 109.5(3) . . ?
N13 C49 N14 127.4(4) . . ?
N13 C49 C50 122.9(4) . . ?
N14 C49 C50 109.7(4) . . ?
C11 C10 C15 120.6(4) . . ?
C11 C10 C9 133.2(4) . . ?
C15 C10 C9 106.2(4) . . ?
C62 C63 C58 121.6(4) . . ?
C62 C63 C64 132.7(4) . . ?
C58 C63 C64 105.7(4) . . ?
N5 C17 N6 127.9(4) . . ?
N5 C17 C18 122.7(4) . . ?
N6 C17 C18 109.4(4) . . ?
N9 C33 N10 127.8(4) . . ?
N9 C33 C34 122.5(4) . . ?
N10 C33 C34 109.7(4) . . ?
C30 C31 C26 120.8(4) . . ?
C30 C31 C32 132.9(4) . . ?
C26 C31 C32 106.3(4) . . ?
N5 C16 N4 128.3(4) . . ?
N5 C16 C15 122.0(4) . . ?
N4 C16 C15 109.6(4) . . ?
C42 C43 C44 117.9(4) . . ?
C42 C43 H43 121.1 . . ?
C44 C43 H43 121.1 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.6(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C59 C58 C63 120.9(4) . . ?
C59 C58 C57 132.6(4) . . ?
C63 C58 C57 106.6(4) . . ?
N7 C25 N8 128.0(4) . . ?
N7 C25 C26 122.5(4) . . ?
N8 C25 C26 109.4(3) . . ?
C14 C15 C10 121.8(4) . . ?
C14 C15 C16 131.8(4) . . ?
C10 C15 C16 106.4(4) . . ?
C14 C13 C12 120.6(4) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C45 C44 C43 120.3(5) . . ?
C45 C44 H44 119.8 . . ?
C43 C44 H44 119.8 . . ?
C15 C14 C13 117.8(4) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
N3 C9 N4 127.3(4) . . ?
N3 C9 C10 123.3(4) . . ?
N4 C9 C10 109.4(4) . . ?
C29 C30 C31 117.7(4) . . ?
C29 C30 H30 121.1 . . ?
C31 C30 H30 121.1 . . ?
N15 C57 N16 127.5(4) . . ?
N15 C57 C58 122.7(4) . . ?
N16 C57 C58 109.7(4) . . ?
N9 C64 N16 128.1(4) . . ?
N9 C64 C63 122.2(4) . . ?
N16 C64 C63 109.7(3) . . ?
N1 C32 N8 128.2(4) . . ?
N1 C32 C31 122.9(4) . . ?
N8 C32 C31 108.9(3) . . ?
C64 N16 C57 108.2(3) . . ?
C64 N16 Nd01 120.2(3) . . ?
C57 N16 Nd01 121.5(3) . . ?
C61 C60 C59 121.5(4) . . ?
C61 C60 H60 119.2 . . ?
C59 C60 H60 119.2 . . ?
C58 C59 C60 117.3(4) . . ?
C58 C59 H59 121.3 . . ?
C60 C59 H59 121.3 . . ?

_refine_diff_density_max         0.777
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_PrPc2_Pnma
_database_code_depnum_ccdc_archive 'CCDC 2096859'
loop_
_audit_author_name
_audit_author_address
'Maegan Dailey'
;The George Washington University
United States of America
;
_audit_update_record             
;
2021-09-09 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(phthalocyaninato)-(phthalocyaninato-radical)-praseodymium(III)
_chemical_name_common            bis(phthalocyaninato)-praseodymium
_chemical_formula_moiety         'C64 H32 N16 Pr, C Cl2 H2'
_chemical_formula_sum            'C65 H34 Cl2 N16 Pr'
_exptl_crystal_recrystallization_method 'slow evaporation from DCM'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark green'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1250.89

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'
Cl Cl 0.1484 0.1585 '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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_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.
;

_cell_length_a                   28.1128(16)
_cell_length_b                   22.9663(14)
_cell_length_c                   7.8883(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5093.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    165689
_cell_measurement_theta_min      5.364
_cell_measurement_theta_max      60.961
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_F_000             2516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          4.628
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.068
_exptl_absorpt_coefficient_mu    1.126
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7002
_exptl_absorpt_correction_T_max  0.7421
_exptl_absorpt_process_details   'SADABS-2016/2 (G. Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            157510
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.290
_diffrn_reflns_theta_max         30.515
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7956
_reflns_number_gt                6883
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service V6.2.132'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle rev 958)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+8.1475P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7956
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Pr01 Pr 0.63648(2) 0.750000 0.38508(2) 0.00839(4) Uani 1 2 d S T P . .
Cl1 Cl 0.41382(2) 0.68631(3) -0.31175(8) 0.02892(13) Uani 1 1 d . . . . .
N1 N 0.66436(8) 0.750000 0.6840(3) 0.0125(4) Uani 1 2 d S T P . .
C1 C 0.79390(7) 0.71969(11) 1.0354(3) 0.0218(4) Uani 1 1 d . . . . .
H1 H 0.818164 0.699463 1.095110 0.026 Uiso 1 1 calc R U . . .
N2 N 0.67489(6) 0.64571(7) 0.7220(2) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.75910(7) 0.68799(10) 0.9498(3) 0.0182(4) Uani 1 1 d . . . . .
H2 H 0.758886 0.646633 0.951002 0.022 Uiso 1 1 calc R U . . .
N3 N 0.60659(6) 0.66388(7) 0.5409(2) 0.0124(3) Uani 1 1 d . . . . .
C3 C 0.72469(7) 0.71955(9) 0.8625(2) 0.0145(4) Uani 1 1 d . . . . .
N4 N 0.53329(6) 0.64573(7) 0.3865(2) 0.0137(3) Uani 1 1 d . . . . .
C4 C 0.68565(7) 0.70166(9) 0.7512(2) 0.0131(3) Uani 1 1 d . . . . .
N5 N 0.54814(8) 0.750000 0.3996(3) 0.0119(4) Uani 1 2 d S T P . .
C5 C 0.63815(7) 0.62915(8) 0.6246(2) 0.0132(3) Uani 1 1 d . . . . .
N6 N 0.62655(6) 0.68925(7) 0.1283(2) 0.0110(3) Uani 1 1 d . . . . .
C6 C 0.62575(7) 0.56767(9) 0.5982(3) 0.0147(4) Uani 1 1 d . . . . .
C7 C 0.64691(8) 0.51595(9) 0.6487(3) 0.0187(4) Uani 1 1 d . . . . .
H7 H 0.675348 0.515816 0.713796 0.022 Uiso 1 1 calc R U . . .
N7 N 0.56917(8) 0.750000 -0.0196(3) 0.0118(4) Uani 1 2 d S T P . .
C8 C 0.62485(9) 0.46413(10) 0.6004(3) 0.0226(4) Uani 1 1 d . . . . .
H8 H 0.638755 0.428013 0.631903 0.027 Uiso 1 1 calc R U . . .
N8 N 0.76677(8) 0.750000 0.4691(3) 0.0119(4) Uani 1 2 d S T P . .
C9 C 0.58262(8) 0.46432(9) 0.5064(3) 0.0224(4) Uani 1 1 d . . . . .
H9 H 0.567942 0.428387 0.477698 0.027 Uiso 1 1 calc R U . . .
N9 N 0.70771(6) 0.68903(7) 0.3313(2) 0.0111(3) Uani 1 1 d . . . . .
C11 C 0.58397(7) 0.56776(8) 0.5012(3) 0.0139(4) Uani 1 1 d . . . . .
C10 C 0.56177(8) 0.51635(9) 0.4542(3) 0.0182(4) Uani 1 1 d . . . . .
H10 H 0.533385 0.516588 0.388898 0.022 Uiso 1 1 calc R U . . .
N10 N 0.66946(6) 0.60271(7) 0.2163(2) 0.0115(3) Uani 1 1 d . . . . .
C14 C 0.47643(7) 0.71941(9) 0.2851(2) 0.0135(4) Uani 1 1 d . . . . .
C13 C 0.52186(7) 0.70162(8) 0.3603(2) 0.0123(3) Uani 1 1 d . . . . .
C12 C 0.57242(7) 0.62911(8) 0.4693(2) 0.0127(3) Uani 1 1 d . . . . .
C16 C 0.39939(7) 0.71955(11) 0.1603(3) 0.0207(4) Uani 1 1 d . . . . .
H16 H 0.372554 0.699294 0.116971 0.025 Uiso 1 1 calc R U . . .
C15 C 0.43788(7) 0.68802(10) 0.2225(3) 0.0182(4) Uani 1 1 d . . . . .
H15 H 0.437851 0.646655 0.222230 0.022 Uiso 1 1 calc R U . . .
C17 C 0.63453(6) 0.63026(8) 0.1348(2) 0.0107(3) Uani 1 1 d . . . . .
C19 C 0.58816(7) 0.54111(8) 0.0101(3) 0.0138(4) Uani 1 1 d . . . . .
H19 H 0.608037 0.511614 0.056032 0.017 Uiso 1 1 calc R U . . .
C20 C 0.54834(7) 0.52715(9) -0.0862(3) 0.0157(4) Uani 1 1 d . . . . .
H20 H 0.540870 0.487399 -0.106290 0.019 Uiso 1 1 calc R U . . .
C21 C 0.51900(7) 0.57061(9) -0.1542(3) 0.0171(4) Uani 1 1 d . . . . .
H21 H 0.491797 0.559830 -0.218398 0.021 Uiso 1 1 calc R U . . .
C22 C 0.52910(7) 0.62944(9) -0.1292(3) 0.0143(4) Uani 1 1 d . . . . .
H22 H 0.509642 0.659010 -0.176957 0.017 Uiso 1 1 calc R U . . .
C23 C 0.56859(7) 0.64313(8) -0.0320(2) 0.0115(3) Uani 1 1 d . . . . .
C24 C 0.58809(6) 0.69887(8) 0.0256(2) 0.0099(3) Uani 1 1 d . . . . .
C25 C 0.74810(7) 0.69875(8) 0.4237(2) 0.0111(3) Uani 1 1 d . . . . .
C26 C 0.76982(7) 0.64301(8) 0.4690(2) 0.0124(3) Uani 1 1 d . . . . .
C27 C 0.80745(7) 0.62922(9) 0.5763(3) 0.0151(4) Uani 1 1 d . . . . .
H27 H 0.826198 0.658693 0.628063 0.018 Uiso 1 1 calc R U . . .
C28 C 0.81648(7) 0.57048(9) 0.6047(3) 0.0174(4) Uani 1 1 d . . . . .
H28 H 0.841719 0.559640 0.678295 0.021 Uiso 1 1 calc R U . . .
C29 C 0.78915(7) 0.52690(9) 0.5271(3) 0.0174(4) Uani 1 1 d . . . . .
H29 H 0.796428 0.487152 0.548200 0.021 Uiso 1 1 calc R U . . .
C30 C 0.75138(7) 0.54095(9) 0.4193(3) 0.0150(4) Uani 1 1 d . . . . .
H30 H 0.732849 0.511534 0.366362 0.018 Uiso 1 1 calc R U . . .
C31 C 0.74202(7) 0.59970(8) 0.3927(2) 0.0125(3) Uani 1 1 d . . . . .
C32 C 0.70335(6) 0.63033(8) 0.3050(2) 0.0110(3) Uani 1 1 d . . . . .
C33 C 0.44637(11) 0.750000 -0.2626(4) 0.0214(6) Uani 1 2 d S T P . .
H33A H 0.476548 0.750001 -0.327329 0.026 Uiso 1 2 calc R U P . .
H33B H 0.454339 0.750000 -0.140385 0.026 Uiso 1 2 calc R U P . .
C18 C 0.59784(7) 0.59969(8) 0.0368(2) 0.0115(3) Uani 1 1 d . . . . .


_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
Pr01 N3 2.4755(16) . ?
Pr01 N6 2.4755(16) . ?
Pr01 N3 2.4755(16) 7_575 ?
Pr01 N6 2.4755(16) 7_575 ?
Pr01 N9 2.4801(16) 7_575 ?
Pr01 N9 2.4801(16) . ?
Pr01 N1 2.485(2) . ?
Pr01 N5 2.486(2) . ?
Cl1 C33 1.7683(19) . ?
N1 C4 1.368(2) . ?
N1 C4 1.368(2) 7_575 ?
C1 C1 1.392(5) 7_575 ?
C1 C2 1.394(3) . ?
C1 H1 0.9500 . ?
N2 C4 1.340(3) . ?
N2 C5 1.342(3) . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
N3 C5 1.364(2) . ?
N3 C12 1.371(2) . ?
C3 C3 1.399(4) 7_575 ?
C3 C4 1.465(3) . ?
N4 C12 1.335(3) . ?
N4 C13 1.339(3) . ?
N5 C13 1.370(2) . ?
N5 C13 1.370(2) 7_575 ?
C5 C6 1.469(3) . ?
N6 C24 1.369(2) . ?
N6 C17 1.374(2) . ?
C6 C7 1.387(3) . ?
C6 C11 1.402(3) . ?
C7 C8 1.395(3) . ?
C7 H7 0.9500 . ?
N7 C24 1.337(2) . ?
N7 C24 1.337(2) 7_575 ?
C8 C9 1.400(3) . ?
C8 H8 0.9500 . ?
N8 C25 1.337(2) . ?
N8 C25 1.337(2) 7_575 ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
N9 C25 1.367(2) . ?
N9 C32 1.370(2) . ?
C11 C10 1.386(3) . ?
C11 C12 1.468(3) . ?
C10 H10 0.9500 . ?
N10 C17 1.333(2) . ?
N10 C32 1.341(2) . ?
C14 C15 1.392(3) . ?
C14 C14 1.405(4) 7_575 ?
C14 C13 1.467(3) . ?
C16 C15 1.391(3) . ?
C16 C16 1.399(5) 7_575 ?
C16 H16 0.9500 . ?
C15 H15 0.9500 . ?
C17 C18 1.468(3) . ?
C19 C18 1.389(3) . ?
C19 C20 1.390(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.402(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.395(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.385(3) . ?
C22 H22 0.9500 . ?
C23 C18 1.402(3) . ?
C23 C24 1.465(2) . ?
C25 C26 1.463(3) . ?
C26 C27 1.391(3) . ?
C26 C31 1.401(3) . ?
C27 C28 1.391(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.402(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.398(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.391(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.468(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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
N3 Pr01 N6 85.28(5) . . ?
N3 Pr01 N3 106.06(8) . 7_575 ?
N6 Pr01 N3 144.91(5) . 7_575 ?
N3 Pr01 N6 144.92(5) . 7_575 ?
N6 Pr01 N6 68.61(7) . 7_575 ?
N3 Pr01 N6 85.28(5) 7_575 7_575 ?
N3 Pr01 N9 144.10(5) . 7_575 ?
N6 Pr01 N9 105.63(5) . 7_575 ?
N3 Pr01 N9 84.71(5) 7_575 7_575 ?
N6 Pr01 N9 68.47(5) 7_575 7_575 ?
N3 Pr01 N9 84.71(5) . . ?
N6 Pr01 N9 68.47(5) . . ?
N3 Pr01 N9 144.09(5) 7_575 . ?
N6 Pr01 N9 105.63(5) 7_575 . ?
N9 Pr01 N9 68.75(7) 7_575 . ?
N3 Pr01 N1 68.65(5) . . ?
N6 Pr01 N1 144.30(4) . . ?
N3 Pr01 N1 68.65(5) 7_575 . ?
N6 Pr01 N1 144.30(4) 7_575 . ?
N9 Pr01 N1 84.69(6) 7_575 . ?
N9 Pr01 N1 84.69(6) . . ?
N3 Pr01 N5 68.78(5) . . ?
N6 Pr01 N5 85.70(6) . . ?
N3 Pr01 N5 68.78(5) 7_575 . ?
N6 Pr01 N5 85.70(6) 7_575 . ?
N9 Pr01 N5 144.54(4) 7_575 . ?
N9 Pr01 N5 144.54(4) . . ?
N1 Pr01 N5 105.75(8) . . ?
C4 N1 C4 108.5(2) . 7_575 ?
C4 N1 Pr01 120.36(13) . . ?
C4 N1 Pr01 120.36(13) 7_575 . ?
C1 C1 C2 121.47(13) 7_575 . ?
C1 C1 H1 119.3 7_575 . ?
C2 C1 H1 119.3 . . ?
C4 N2 C5 122.94(17) . . ?
C3 C2 C1 117.1(2) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C5 N3 C12 108.33(16) . . ?
C5 N3 Pr01 119.14(12) . . ?
C12 N3 Pr01 119.93(13) . . ?
C2 C3 C3 121.40(13) . 7_575 ?
C2 C3 C4 132.2(2) . . ?
C3 C3 C4 106.29(11) 7_575 . ?
C12 N4 C13 123.19(17) . . ?
N2 C4 N1 127.80(18) . . ?
N2 C4 C3 122.76(18) . . ?
N1 C4 C3 109.42(18) . . ?
C13 N5 C13 108.4(2) . 7_575 ?
C13 N5 Pr01 121.89(12) . . ?
C13 N5 Pr01 121.89(12) 7_575 . ?
N2 C5 N3 127.74(18) . . ?
N2 C5 C6 122.41(17) . . ?
N3 C5 C6 109.83(17) . . ?
C24 N6 C17 108.07(15) . . ?
C24 N6 Pr01 118.84(12) . . ?
C17 N6 Pr01 120.44(12) . . ?
C7 C6 C11 121.17(19) . . ?
C7 C6 C5 132.88(19) . . ?
C11 C6 C5 105.94(17) . . ?
C6 C7 C8 117.5(2) . . ?
C6 C7 H7 121.3 . . ?
C8 C7 H7 121.3 . . ?
C24 N7 C24 122.8(2) . 7_575 ?
C7 C8 C9 121.3(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C25 N8 C25 123.3(2) . 7_575 ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C25 N9 C32 108.43(16) . . ?
C25 N9 Pr01 119.16(12) . . ?
C32 N9 Pr01 120.63(12) . . ?
C10 C11 C6 121.46(19) . . ?
C10 C11 C12 132.25(19) . . ?
C6 C11 C12 106.28(17) . . ?
C11 C10 C9 117.5(2) . . ?
C11 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C17 N10 C32 123.38(16) . . ?
C15 C14 C14 121.19(12) . 7_575 ?
C15 C14 C13 132.63(19) . . ?
C14 C14 C13 106.18(11) 7_575 . ?
N4 C13 N5 127.81(18) . . ?
N4 C13 C14 122.59(17) . . ?
N5 C13 C14 109.58(17) . . ?
N4 C12 N3 127.75(18) . . ?
N4 C12 C11 122.73(17) . . ?
N3 C12 C11 109.49(17) . . ?
C15 C16 C16 121.37(13) . 7_575 ?
C15 C16 H16 119.3 . . ?
C16 C16 H16 119.3 7_575 . ?
C16 C15 C14 117.4(2) . . ?
C16 C15 H15 121.3 . . ?
C14 C15 H15 121.3 . . ?
N10 C17 N6 127.30(17) . . ?
N10 C17 C18 123.00(17) . . ?
N6 C17 C18 109.70(16) . . ?
C18 C19 C20 117.65(18) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 H19 121.2 . . ?
C19 C20 C21 121.24(18) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 121.06(19) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 117.48(18) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C22 C23 C18 121.51(18) . . ?
C22 C23 C24 132.05(18) . . ?
C18 C23 C24 106.41(16) . . ?
N7 C24 N6 127.84(18) . . ?
N7 C24 C23 122.41(18) . . ?
N6 C24 C23 109.75(16) . . ?
N8 C25 N9 127.75(18) . . ?
N8 C25 C26 122.75(18) . . ?
N9 C25 C26 109.50(16) . . ?
C27 C26 C31 121.60(18) . . ?
C27 C26 C25 131.70(18) . . ?
C31 C26 C25 106.47(16) . . ?
C28 C27 C26 117.22(19) . . ?
C28 C27 H27 121.4 . . ?
C26 C27 H27 121.4 . . ?
C27 C28 C29 121.48(19) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 121.10(19) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C31 C30 C29 117.36(19) . . ?
C31 C30 H30 121.3 . . ?
C29 C30 H30 121.3 . . ?
C30 C31 C26 121.22(18) . . ?
C30 C31 C32 132.54(18) . . ?
C26 C31 C32 106.00(16) . . ?
N10 C32 N9 127.47(17) . . ?
N10 C32 C31 123.04(17) . . ?
N9 C32 C31 109.49(16) . . ?
Cl1 C33 Cl1 111.61(17) . 7_575 ?
Cl1 C33 H33A 109.3 . . ?
Cl1 C33 H33A 109.3 7_575 . ?
Cl1 C33 H33B 109.3 . . ?
Cl1 C33 H33B 109.3 7_575 . ?
H33A C33 H33B 108.0 . . ?
C19 C18 C23 121.05(18) . . ?
C19 C18 C17 132.91(18) . . ?
C23 C18 C17 106.00(16) . . ?

_refine_diff_density_max         0.995
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.101

