#------------------------------------------------------------------------------
#$Date: 2024-03-04 21:49:57 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290089 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/25/7132596.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7132596
loop_
_publ_author_name
'Chen, Lihua'
'Li, Chenfei'
'Liu, Zheng-Fei'
'Kuboi, Yoshiaki'
'Fu, Enguang'
'Vargas, Lydia Sosa'
'Adachi, Chihaya'
'Mathevet, Fabrice'
'Zhang, Shaodong'
_publ_section_title
;
 A donor-acceptor cage for circularly polarized TADF emission.
;
_journal_issue                   13
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1758
_journal_page_last               1761
_journal_paper_doi               10.1039/d3cc05136f
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C72 H54 N6 O3, C H Cl3'
_chemical_formula_sum            'C73 H55 Cl3 N6 O3'
_chemical_formula_weight         1170.58
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-11-15 deposited with the CCDC.	2024-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.6915(5)
_cell_length_b                   14.7339(3)
_cell_length_c                   15.6091(3)
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      67.75
_cell_measurement_theta_min      3.49
_cell_volume                     5678.6(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            58493
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.217
_diffrn_reflns_theta_min         2.999
_exptl_absorpt_coefficient_mu    1.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_description       block
_exptl_crystal_F_000             2440
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.6359
_refine_diff_density_max         1.067
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 3852 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.040(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     769
_refine_ls_number_reflns         10368
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0889P)²+2.0986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1490
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                9092
_reflns_number_total             10368
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc05136f2.cif
_cod_data_source_block           t_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'AD' was changed
to 'ad' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7132596.cif.
;
_cod_database_code               7132596
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.724
_shelx_estimated_absorpt_t_max   0.775
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.34605(10) 1.15338(17) 0.66232(17) 0.1003(7) Uani 1 1 d . . . . .
O1 O 0.39386(14) 0.7326(2) 0.3985(2) 0.0438(8) Uani 1 1 d . . . . .
N1 N 0.61912(17) 0.5504(3) 0.3013(3) 0.0445(10) Uani 1 1 d . . . . .
C1 C 0.5746(2) 0.5104(3) 0.3317(3) 0.0405(11) Uani 1 1 d . . . . .
C11 C 0.5712(3) 0.2468(4) 0.4204(4) 0.0558(14) Uani 1 1 d . . . . .
H11 H 0.537839 0.278142 0.413222 0.067 Uiso 1 1 calc R U . . .
C12 C 0.5715(3) 0.1634(4) 0.4620(4) 0.0630(16) Uani 1 1 d . . . . .
H12 H 0.538655 0.137396 0.481831 0.076 Uiso 1 1 calc R U . . .
C13 C 0.6198(3) 0.1186(4) 0.4741(4) 0.0624(18) Uani 1 1 d . . . . .
C14 C 0.6667(3) 0.1531(5) 0.4400(4) 0.069(2) Uani 1 1 d . . . . .
H14 H 0.699591 0.120261 0.445536 0.083 Uiso 1 1 calc R U . . .
C15 C 0.6661(3) 0.2356(4) 0.3973(5) 0.0636(17) Uani 1 1 d . . . . .
H15 H 0.698631 0.258658 0.373225 0.076 Uiso 1 1 calc R U . . .
C16 C 0.6006(3) 0.0345(4) 0.6029(4) 0.0580(15) Uani 1 1 d . . . . .
H16A H 0.578209 -0.020805 0.609344 0.070 Uiso 1 1 calc R U . . .
H16B H 0.576954 0.087924 0.612058 0.070 Uiso 1 1 calc R U . . .
C17 C 0.6447(2) 0.0341(3) 0.6682(3) 0.0397(11) Uani 1 1 d . . . . .
C18 C 0.6625(2) -0.0503(3) 0.6982(4) 0.0493(13) Uani 1 1 d . . . . .
H18 H 0.644838 -0.103764 0.678967 0.059 Uiso 1 1 calc R U . . .
C19 C 0.7048(3) -0.0577(4) 0.7547(4) 0.0540(15) Uani 1 1 d . . . . .
H19 H 0.716573 -0.115854 0.773234 0.065 Uiso 1 1 calc R U . . .
C20 C 0.7301(2) 0.0197(4) 0.7845(4) 0.0507(13) Uani 1 1 d . . . . .
H20 H 0.759261 0.015009 0.823983 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7129(2) 0.1046(4) 0.7565(3) 0.0412(11) Uani 1 1 d . . . . .
H21 H 0.730124 0.157581 0.778067 0.049 Uiso 1 1 calc R U . . .
C22 C 0.67068(18) 0.1135(3) 0.6972(3) 0.0341(10) Uani 1 1 d . . . . .
C23 C 0.65705(18) 0.2063(3) 0.6660(3) 0.0329(9) Uani 1 1 d . . . . .
C24 C 0.69754(18) 0.2608(3) 0.6326(3) 0.0328(9) Uani 1 1 d . . . . .
H24 H 0.733472 0.238342 0.627586 0.039 Uiso 1 1 calc R U . . .
C25 C 0.68524(18) 0.3484(3) 0.6066(3) 0.0301(9) Uani 1 1 d . . . . .
C26 C 0.63272(17) 0.3865(3) 0.6118(3) 0.0269(8) Uani 1 1 d . . . . .
C27 C 0.59265(18) 0.3283(3) 0.6448(3) 0.0325(9) Uani 1 1 d . . . . .
H27 H 0.556324 0.349169 0.648269 0.039 Uiso 1 1 calc DR U . . .
C28 C 0.60456(18) 0.2428(3) 0.6719(3) 0.0348(10) Uani 1 1 d . . . . .
H28 H 0.576482 0.206611 0.695633 0.042 Uiso 1 1 calc R U . . .
C29 C 0.63698(16) 0.4779(3) 0.5766(3) 0.0270(8) Uani 1 1 d . . . . .
C30 C 0.69190(17) 0.4903(3) 0.5525(3) 0.0275(8) Uani 1 1 d . . . . .
C31 C 0.71250(16) 0.5721(3) 0.5170(3) 0.0271(8) Uani 1 1 d . . . . .
C32 C 0.67382(17) 0.6400(3) 0.4980(3) 0.0260(8) Uani 1 1 d . . . . .
C33 C 0.61900(16) 0.6350(3) 0.5239(3) 0.0261(8) Uani 1 1 d . . . . .
C34 C 0.60165(16) 0.5533(3) 0.5635(3) 0.0257(8) Uani 1 1 d . . . . .
C35 C 0.57394(16) 0.6984(3) 0.5277(3) 0.0258(8) Uani 1 1 d . . . . .
C36 C 0.56478(17) 0.7908(3) 0.5111(3) 0.0294(9) Uani 1 1 d . . . . .
H36 H 0.593383 0.827463 0.489619 0.035 Uiso 1 1 calc R U . . .
C37 C 0.51429(17) 0.8290(3) 0.5258(3) 0.0300(9) Uani 1 1 d . . . . .
H37 H 0.508843 0.891281 0.512784 0.036 Uiso 1 1 calc R U . . .
C38 C 0.47086(16) 0.7785(3) 0.5595(3) 0.0285(8) Uani 1 1 d . . . . .
C39 C 0.47962(17) 0.6882(3) 0.5814(3) 0.0288(8) Uani 1 1 d . . . . .
H39 H 0.451422 0.652960 0.606121 0.035 Uiso 1 1 calc R U . . .
C40 C 0.53053(15) 0.6501(3) 0.5665(3) 0.0255(8) Uani 1 1 d . . . . .
C41 C 0.41683(17) 0.8219(3) 0.5733(3) 0.0306(9) Uani 1 1 d . . . . .
C42 C 0.39791(18) 0.8357(3) 0.6564(3) 0.0357(10) Uani 1 1 d . . . . .
H42 H 0.419036 0.815826 0.703662 0.043 Uiso 1 1 calc R U . . .
C43 C 0.34826(19) 0.8784(4) 0.6710(4) 0.0431(11) Uani 1 1 d . . . . .
H43 H 0.335868 0.887448 0.727979 0.052 Uiso 1 1 calc R U . . .
C44 C 0.31742(19) 0.9071(3) 0.6034(4) 0.0423(11) Uani 1 1 d . . . . .
H44 H 0.283880 0.936818 0.613424 0.051 Uiso 1 1 calc R U . . .
C45 C 0.33524(18) 0.8927(3) 0.5203(3) 0.0399(11) Uani 1 1 d . . . . .
H45 H 0.313561 0.912429 0.473636 0.048 Uiso 1 1 calc R U . . .
C46 C 0.4002(2) 0.8294(3) 0.4133(3) 0.0405(11) Uani 1 1 d . . . . .
H46A H 0.376857 0.863972 0.373419 0.049 Uiso 1 1 calc R U . . .
H46B H 0.438313 0.847516 0.403236 0.049 Uiso 1 1 calc R U . . .
C47 C 0.75525(17) 0.6937(3) 0.4558(3) 0.0277(8) Uani 1 1 d . . . . .
C48 C 0.76572(16) 0.6086(3) 0.4942(3) 0.0270(8) Uani 1 1 d . . . . .
C49 C 0.82031(17) 0.5847(3) 0.5035(3) 0.0317(9) Uani 1 1 d . . . . .
H49 H 0.829680 0.529821 0.531775 0.038 Uiso 1 1 calc R U . . .
C50 C 0.86085(17) 0.6408(3) 0.4717(3) 0.0324(9) Uani 1 1 d . . . . .
H50 H 0.897610 0.623451 0.479120 0.039 Uiso 1 1 calc R U . . .
C51 C 0.84902(17) 0.7226(3) 0.4288(3) 0.0289(9) Uani 1 1 d . . . . .
C52 C 0.79571(17) 0.7492(3) 0.4226(3) 0.0304(9) Uani 1 1 d . . . . .
H52 H 0.786606 0.805004 0.395790 0.037 Uiso 1 1 calc R U . . .
C53 C 0.89158(17) 0.7825(3) 0.3907(3) 0.0337(9) Uani 1 1 d . . . . .
C54 C 0.91840(18) 0.7569(3) 0.3150(3) 0.0383(10) Uani 1 1 d . . . . .
C55 C 0.9555(2) 0.8164(4) 0.2777(4) 0.0519(14) Uani 1 1 d . . . . .
H55 H 0.974074 0.799073 0.226936 0.062 Uiso 1 1 calc R U . . .
C56 C 0.9656(2) 0.9006(5) 0.3141(5) 0.0633(17) Uani 1 1 d . . . . .
H56 H 0.990756 0.940852 0.288097 0.076 Uiso 1 1 calc R U . . .
C57 C 0.9393(2) 0.9255(4) 0.3877(5) 0.0577(15) Uani 1 1 d . . . . .
H57 H 0.946444 0.982848 0.413125 0.069 Uiso 1 1 calc R U . . .
C58 C 0.9020(2) 0.8667(3) 0.4253(4) 0.0446(12) Uani 1 1 d . . . . .
H58 H 0.883496 0.884943 0.475736 0.054 Uiso 1 1 calc R U . . .
C59 C 0.9044(2) 0.6704(4) 0.2699(3) 0.0460(12) Uani 1 1 d . . . . .
H59A H 0.934161 0.652420 0.230940 0.055 Uiso 1 1 calc R U . . .
H59B H 0.898685 0.621075 0.311988 0.055 Uiso 1 1 calc R U . . .
C60 C 0.8109(2) 0.6330(4) 0.2367(3) 0.0443(12) Uani 1 1 d . . . . .
C61 C 0.7616(2) 0.6718(4) 0.2148(3) 0.0472(12) Uani 1 1 d . . . . .
H61 H 0.760595 0.728833 0.186428 0.057 Uiso 1 1 calc R U . . .
C62 C 0.7137(2) 0.6271(4) 0.2343(4) 0.0485(13) Uani 1 1 d . . . . .
H62 H 0.679976 0.654989 0.221380 0.058 Uiso 1 1 calc R U . . .
C63 C 0.7144(2) 0.5416(4) 0.2729(3) 0.0447(12) Uani 1 1 d . . . . .
C64 C 0.7648(2) 0.5003(4) 0.2876(4) 0.0463(12) Uani 1 1 d . . . . .
H64 H 0.766035 0.440338 0.309766 0.056 Uiso 1 1 calc R U . . .
C65 C 0.8123(2) 0.5454(4) 0.2703(3) 0.0450(12) Uani 1 1 d . . . . .
H65 H 0.846032 0.516781 0.281354 0.054 Uiso 1 1 calc R U . . .
C66 C 0.51529(17) 0.5084(3) 0.6457(3) 0.0307(9) Uani 1 1 d . . . . .
H66A H 0.495068 0.548698 0.685104 0.037 Uiso 1 1 calc R U . . .
H66B H 0.539718 0.470073 0.680606 0.037 Uiso 1 1 calc DR U . . .
C67 C 0.47524(19) 0.4476(3) 0.5978(3) 0.0409(11) Uani 1 1 d . . . . .
H67A H 0.457206 0.407092 0.638614 0.061 Uiso 1 1 calc R U . . .
H67B H 0.494742 0.411413 0.555133 0.061 Uiso 1 1 calc R U . . .
H67C H 0.448111 0.485396 0.569035 0.061 Uiso 1 1 calc R U . . .
C68 C 0.77164(18) 0.3814(3) 0.5317(3) 0.0370(10) Uani 1 1 d . . . . .
H68A H 0.782743 0.425885 0.487552 0.044 Uiso 1 1 calc R U . . .
H68B H 0.765912 0.322328 0.502906 0.044 Uiso 1 1 calc R U . . .
C69 C 0.8169(2) 0.3716(3) 0.5966(4) 0.0463(12) Uani 1 1 d . . . . .
H69A H 0.850194 0.353132 0.567255 0.070 Uiso 1 1 calc R U . . .
H69B H 0.806938 0.325394 0.638977 0.070 Uiso 1 1 calc R U . . .
H69C H 0.822746 0.429760 0.625518 0.070 Uiso 1 1 calc R U . . .
C70 C 0.67809(19) 0.7857(3) 0.4073(3) 0.0343(10) Uani 1 1 d . . . . .
H70A H 0.638721 0.775863 0.399694 0.041 Uiso 1 1 calc R U . . .
H70B H 0.695079 0.786305 0.349834 0.041 Uiso 1 1 calc R U . . .
C71 C 0.6875(2) 0.8771(3) 0.4509(4) 0.0481(13) Uani 1 1 d . . . . .
H71A H 0.667373 0.924405 0.420256 0.072 Uiso 1 1 calc R U . . .
H71B H 0.726213 0.891521 0.450002 0.072 Uiso 1 1 calc R U . . .
H71C H 0.674851 0.874041 0.510320 0.072 Uiso 1 1 calc R U . . .
C72 C 0.4069(3) 1.0969(5) 0.6769(5) 0.0696(18) Uani 1 1 d . . . . .
H72 H 0.405842 1.038722 0.643938 0.083 Uiso 1 1 calc R U . . .
C01C C 0.38454(17) 0.8495(3) 0.5041(3) 0.0329(9) Uani 1 1 d . . . . .
Cl2 Cl 0.41691(10) 1.07163(17) 0.78595(16) 0.0987(7) Uani 1 1 d . . . . .
O2 O 0.85527(16) 0.6860(3) 0.2214(2) 0.0497(9) Uani 1 1 d . . . . .
N2 N 0.66554(19) 0.4117(3) 0.3275(3) 0.0489(11) Uani 1 1 d . . . . .
C2 C 0.6181(2) 0.3785(4) 0.3549(4) 0.0486(13) Uani 1 1 d . . . . .
Cl3 Cl 0.45993(12) 1.1635(3) 0.6376(2) 0.1670(19) Uani 1 1 d . . . . .
O3 O 0.6230(3) 0.0376(3) 0.5179(3) 0.0830(17) Uani 1 1 d . . . . .
N3 N 0.57143(18) 0.4239(3) 0.3573(3) 0.0462(10) Uani 1 1 d . . . . .
C3 C 0.6639(2) 0.4991(4) 0.3007(3) 0.0449(12) Uani 1 1 d . . . . .
N4 N 0.54753(14) 0.5636(2) 0.5876(2) 0.0274(7) Uani 1 1 d . . . . .
C4 C 0.5262(2) 0.5680(4) 0.3417(3) 0.0399(11) Uani 1 1 d . . . . .
N5 N 0.72037(14) 0.4112(2) 0.5700(3) 0.0311(8) Uani 1 1 d . . . . .
C5 C 0.5284(2) 0.6610(4) 0.3221(3) 0.0399(10) Uani 1 1 d . . . . .
H5 H 0.560303 0.685459 0.297248 0.048 Uiso 1 1 calc R U . . .
N6 N 0.70072(14) 0.7117(2) 0.4575(2) 0.0299(8) Uani 1 1 d . . . . .
C6 C 0.4850(2) 0.7176(4) 0.3383(3) 0.0397(10) Uani 1 1 d . . . . .
H6 H 0.486969 0.780163 0.323943 0.048 Uiso 1 1 calc R U . . .
C7 C 0.43836(19) 0.6820(4) 0.3759(3) 0.0382(10) Uani 1 1 d . . . . .
C8 C 0.4340(2) 0.5894(4) 0.3899(3) 0.0415(11) Uani 1 1 d . . . . .
H8 H 0.400958 0.564785 0.410601 0.050 Uiso 1 1 calc R U . . .
C9 C 0.4772(2) 0.5330(4) 0.3741(3) 0.0419(11) Uani 1 1 d . . . . .
H9 H 0.474039 0.469789 0.385227 0.050 Uiso 1 1 calc R U . . .
C10 C 0.6181(2) 0.2850(4) 0.3896(4) 0.0505(13) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 C46 119.1(4) . . ?
C1 N1 C3 115.6(5) . . ?
N1 C1 N3 125.1(5) . . ?
N1 C1 C4 116.8(5) . . ?
N3 C1 C4 117.9(5) . . ?
C10 C11 C12 121.2(6) . . ?
C13 C12 C11 119.6(7) . . ?
C14 C13 C12 120.0(6) . . ?
C14 C13 O3 117.8(6) . . ?
C12 C13 O3 122.1(7) . . ?
C13 C14 C15 120.2(6) . . ?
C14 C15 C10 120.5(7) . . ?
O3 C16 C17 110.5(5) . . ?
C18 C17 C22 119.1(5) . . ?
C18 C17 C16 117.5(5) . . ?
C22 C17 C16 123.3(4) . . ?
C19 C18 C17 121.7(5) . . ?
C18 C19 C20 119.7(5) . . ?
C19 C20 C21 119.9(5) . . ?
C20 C21 C22 121.2(5) . . ?
C21 C22 C17 118.3(4) . . ?
C21 C22 C23 118.0(4) . . ?
C17 C22 C23 123.7(4) . . ?
C24 C23 C28 118.0(4) . . ?
C24 C23 C22 119.5(4) . . ?
C28 C23 C22 122.5(4) . . ?
C23 C24 C25 119.5(4) . . ?
C24 C25 N5 127.1(4) . . ?
C24 C25 C26 123.6(4) . . ?
N5 C25 C26 109.3(4) . . ?
C27 C26 C25 115.0(4) . . ?
C27 C26 C29 138.8(4) . . ?
C25 C26 C29 106.2(4) . . ?
C28 C27 C26 121.8(4) . . ?
C27 C28 C23 122.2(4) . . ?
C30 C29 C34 116.5(4) . . ?
C30 C29 C26 106.7(3) . . ?
C34 C29 C26 136.8(4) . . ?
N5 C30 C29 108.9(3) . . ?
N5 C30 C31 127.4(4) . . ?
C29 C30 C31 123.7(4) . . ?
C32 C31 C30 116.1(4) . . ?
C32 C31 C48 107.1(3) . . ?
C30 C31 C48 136.7(4) . . ?
N6 C32 C33 128.6(4) . . ?
N6 C32 C31 108.0(3) . . ?
C33 C32 C31 123.2(4) . . ?
C32 C33 C34 117.3(4) . . ?
C32 C33 C35 135.2(4) . . ?
C34 C33 C35 107.3(3) . . ?
N4 C34 C33 108.3(3) . . ?
N4 C34 C29 129.1(4) . . ?
C33 C34 C29 122.6(4) . . ?
C36 C35 C40 116.3(4) . . ?
C36 C35 C33 137.6(4) . . ?
C40 C35 C33 105.8(3) . . ?
C37 C36 C35 120.5(4) . . ?
C36 C37 C38 122.2(4) . . ?
C39 C38 C37 118.6(4) . . ?
C39 C38 C41 120.9(4) . . ?
C37 C38 C41 120.5(4) . . ?
C38 C39 C40 118.9(4) . . ?
N4 C40 C39 127.2(4) . . ?
N4 C40 C35 109.5(3) . . ?
C39 C40 C35 123.3(4) . . ?
C42 C41 C01C 118.9(4) . . ?
C42 C41 C38 119.7(4) . . ?
C01C C41 C38 121.4(4) . . ?
C41 C42 C43 120.8(4) . . ?
C44 C43 C42 120.1(5) . . ?
C43 C44 C45 119.8(4) . . ?
C44 C45 C01C 121.1(5) . . ?
O1 C46 C01C 108.4(4) . . ?
N6 C47 C52 126.7(4) . . ?
N6 C47 C48 110.1(4) . . ?
C52 C47 C48 123.2(4) . . ?
C49 C48 C47 116.3(4) . . ?
C49 C48 C31 138.3(4) . . ?
C47 C48 C31 105.4(3) . . ?
C50 C49 C48 120.5(4) . . ?
C49 C50 C51 121.9(4) . . ?
C52 C51 C50 118.3(4) . . ?
C52 C51 C53 118.4(4) . . ?
C50 C51 C53 123.2(4) . . ?
C51 C52 C47 119.6(4) . . ?
C58 C53 C54 118.9(4) . . ?
C58 C53 C51 120.4(4) . . ?
C54 C53 C51 120.4(4) . . ?
C55 C54 C53 119.4(5) . . ?
C55 C54 C59 119.4(5) . . ?
C53 C54 C59 121.0(4) . . ?
C56 C55 C54 120.6(5) . . ?
C57 C56 C55 119.9(5) . . ?
C56 C57 C58 119.9(6) . . ?
C53 C58 C57 121.3(5) . . ?
O2 C59 C54 107.7(4) . . ?
O2 C60 C61 115.1(5) . . ?
O2 C60 C65 125.1(5) . . ?
C61 C60 C65 119.7(5) . . ?
C62 C61 C60 119.8(5) . . ?
C61 C62 C63 120.8(5) . . ?
C62 C63 C64 118.2(5) . . ?
C62 C63 C3 120.2(5) . . ?
C64 C63 C3 121.5(5) . . ?
C65 C64 C63 121.0(5) . . ?
C64 C65 C60 120.0(5) . . ?
N4 C66 C67 112.1(4) . . ?
N5 C68 C69 113.1(4) . . ?
N6 C70 C71 111.3(4) . . ?
Cl1 C72 Cl3 109.5(5) . . ?
Cl1 C72 Cl2 110.5(4) . . ?
Cl3 C72 Cl2 110.7(4) . . ?
C45 C01C C41 119.2(4) . . ?
C45 C01C C46 119.1(4) . . ?
C41 C01C C46 121.6(4) . . ?
C60 O2 C59 119.4(4) . . ?
C2 N2 C3 114.8(5) . . ?
N3 C2 N2 125.6(5) . . ?
N3 C2 C10 117.1(5) . . ?
N2 C2 C10 117.2(5) . . ?
C13 O3 C16 117.6(4) . . ?
C2 N3 C1 114.7(5) . . ?
N1 C3 N2 124.1(5) . . ?
N1 C3 C63 117.7(5) . . ?
N2 C3 C63 118.2(5) . . ?
C40 N4 C34 109.1(3) . . ?
C40 N4 C66 119.8(3) . . ?
C34 N4 C66 129.1(3) . . ?
C5 C4 C9 117.9(5) . . ?
C5 C4 C1 120.5(5) . . ?
C9 C4 C1 121.6(5) . . ?
C30 N5 C25 108.9(3) . . ?
C30 N5 C68 127.4(4) . . ?
C25 N5 C68 120.4(3) . . ?
C6 C5 C4 121.4(5) . . ?
C47 N6 C32 109.2(3) . . ?
C47 N6 C70 120.8(3) . . ?
C32 N6 C70 128.8(4) . . ?
C5 C6 C7 119.4(5) . . ?
O1 C7 C8 115.5(4) . . ?
O1 C7 C6 124.4(5) . . ?
C8 C7 C6 120.0(4) . . ?
C9 C8 C7 120.5(5) . . ?
C8 C9 C4 120.6(5) . . ?
C11 C10 C15 118.2(6) . . ?
C11 C10 C2 120.5(5) . . ?
C15 C10 C2 121.1(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C72 1.733(7) . ?
O1 C7 1.374(6) . ?
O1 C46 1.454(6) . ?
N1 C1 1.334(7) . ?
N1 C3 1.339(6) . ?
C1 N3 1.339(7) . ?
C1 C4 1.474(7) . ?
C11 C10 1.376(9) . ?
C11 C12 1.390(9) . ?
C12 C13 1.376(10) . ?
C13 C14 1.370(11) . ?
C13 O3 1.377(8) . ?
C14 C15 1.386(11) . ?
C15 C10 1.395(8) . ?
C16 O3 1.438(9) . ?
C16 C17 1.492(9) . ?
C17 C18 1.400(7) . ?
C17 C22 1.408(7) . ?
C18 C19 1.370(9) . ?
C19 C20 1.383(9) . ?
C20 C21 1.391(7) . ?
C21 C22 1.401(7) . ?
C22 C23 1.490(6) . ?
C23 C24 1.384(6) . ?
C23 C28 1.406(6) . ?
C24 C25 1.387(6) . ?
C25 N5 1.391(6) . ?
C25 C26 1.416(6) . ?
C26 C27 1.408(6) . ?
C26 C29 1.457(6) . ?
C27 C28 1.360(6) . ?
C29 C30 1.419(6) . ?
C29 C34 1.427(6) . ?
C30 N5 1.388(5) . ?
C30 C31 1.421(6) . ?
C31 C32 1.415(6) . ?
C31 C48 1.464(6) . ?
C32 N6 1.398(5) . ?
C32 C33 1.415(6) . ?
C33 C34 1.419(6) . ?
C33 C35 1.454(6) . ?
C34 N4 1.397(5) . ?
C35 C36 1.405(6) . ?
C35 C40 1.422(6) . ?
C36 C37 1.387(6) . ?
C37 C38 1.407(6) . ?
C38 C39 1.390(6) . ?
C38 C41 1.495(6) . ?
C39 C40 1.396(6) . ?
C40 N4 1.382(5) . ?
C41 C42 1.394(7) . ?
C41 C01C 1.402(6) . ?
C42 C43 1.396(7) . ?
C43 C44 1.368(8) . ?
C44 C45 1.386(8) . ?
C45 C01C 1.396(6) . ?
C46 C01C 1.499(7) . ?
C47 N6 1.373(5) . ?
C47 C52 1.391(6) . ?
C47 C48 1.413(6) . ?
C48 C49 1.401(6) . ?
C49 C50 1.389(6) . ?
C50 C51 1.410(6) . ?
C51 C52 1.377(6) . ?
C51 C53 1.496(6) . ?
C53 C58 1.377(7) . ?
C53 C54 1.405(7) . ?
C54 C55 1.396(7) . ?
C54 C59 1.497(8) . ?
C55 C56 1.387(10) . ?
C56 C57 1.370(10) . ?
C57 C58 1.393(7) . ?
C59 O2 1.447(6) . ?
C60 O2 1.367(7) . ?
C60 C61 1.388(8) . ?
C60 C65 1.394(8) . ?
C61 C62 1.388(8) . ?
C62 C63 1.396(8) . ?
C63 C64 1.403(7) . ?
C63 C3 1.462(8) . ?
C64 C65 1.374(8) . ?
C66 N4 1.454(5) . ?
C66 C67 1.529(6) . ?
C68 N5 1.467(5) . ?
C68 C69 1.514(7) . ?
C70 N6 1.454(5) . ?
C70 C71 1.526(7) . ?
C72 Cl3 1.747(8) . ?
C72 Cl2 1.759(9) . ?
N2 C2 1.339(8) . ?
N2 C3 1.354(8) . ?
C2 N3 1.334(7) . ?
C2 C10 1.481(8) . ?
C4 C5 1.406(8) . ?
C4 C9 1.409(7) . ?
C5 C6 1.379(7) . ?
C6 C7 1.395(7) . ?
C7 C8 1.386(8) . ?
C8 C9 1.375(7) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 N3 -2.9(7) . . . . ?
C3 N1 C1 C4 173.8(4) . . . . ?
C10 C11 C12 C13 1.3(9) . . . . ?
C11 C12 C13 C14 -4.7(9) . . . . ?
C11 C12 C13 O3 177.3(6) . . . . ?
C12 C13 C14 C15 3.7(9) . . . . ?
O3 C13 C14 C15 -178.2(5) . . . . ?
C13 C14 C15 C10 0.8(9) . . . . ?
O3 C16 C17 C18 -93.8(6) . . . . ?
O3 C16 C17 C22 82.9(6) . . . . ?
C22 C17 C18 C19 -0.4(8) . . . . ?
C16 C17 C18 C19 176.4(5) . . . . ?
C17 C18 C19 C20 1.3(8) . . . . ?
C18 C19 C20 C21 -0.5(8) . . . . ?
C19 C20 C21 C22 -1.1(8) . . . . ?
C20 C21 C22 C17 1.9(7) . . . . ?
C20 C21 C22 C23 -176.0(4) . . . . ?
C18 C17 C22 C21 -1.2(7) . . . . ?
C16 C17 C22 C21 -177.8(5) . . . . ?
C18 C17 C22 C23 176.6(4) . . . . ?
C16 C17 C22 C23 0.0(7) . . . . ?
C21 C22 C23 C24 52.7(6) . . . . ?
C17 C22 C23 C24 -125.1(5) . . . . ?
C21 C22 C23 C28 -124.9(5) . . . . ?
C17 C22 C23 C28 57.3(7) . . . . ?
C28 C23 C24 C25 0.1(7) . . . . ?
C22 C23 C24 C25 -177.6(4) . . . . ?
C23 C24 C25 N5 -178.3(4) . . . . ?
C23 C24 C25 C26 -0.2(7) . . . . ?
C24 C25 C26 C27 -0.8(6) . . . . ?
N5 C25 C26 C27 177.7(4) . . . . ?
C24 C25 C26 C29 -178.8(4) . . . . ?
N5 C25 C26 C29 -0.4(5) . . . . ?
C25 C26 C27 C28 1.9(6) . . . . ?
C29 C26 C27 C28 179.1(5) . . . . ?
C26 C27 C28 C23 -2.2(7) . . . . ?
C24 C23 C28 C27 1.1(7) . . . . ?
C22 C23 C28 C27 178.7(5) . . . . ?
C27 C26 C29 C30 -177.6(5) . . . . ?
C25 C26 C29 C30 -0.3(5) . . . . ?
C27 C26 C29 C34 4.0(9) . . . . ?
C25 C26 C29 C34 -178.7(5) . . . . ?
C34 C29 C30 N5 179.6(4) . . . . ?
C26 C29 C30 N5 0.9(5) . . . . ?
C34 C29 C30 C31 0.1(6) . . . . ?
C26 C29 C30 C31 -178.7(4) . . . . ?
N5 C30 C31 C32 174.3(4) . . . . ?
C29 C30 C31 C32 -6.3(6) . . . . ?
N5 C30 C31 C48 -6.9(8) . . . . ?
C29 C30 C31 C48 172.6(5) . . . . ?
C30 C31 C32 N6 -175.2(4) . . . . ?
C48 C31 C32 N6 5.6(5) . . . . ?
C30 C31 C32 C33 9.5(6) . . . . ?
C48 C31 C32 C33 -169.6(4) . . . . ?
N6 C32 C33 C34 179.5(4) . . . . ?
C31 C32 C33 C34 -6.3(6) . . . . ?
N6 C32 C33 C35 -7.4(8) . . . . ?
C31 C32 C33 C35 166.8(4) . . . . ?
C32 C33 C34 N4 177.3(4) . . . . ?
C35 C33 C34 N4 2.4(5) . . . . ?
C32 C33 C34 C29 -0.5(6) . . . . ?
C35 C33 C34 C29 -175.5(4) . . . . ?
C30 C29 C34 N4 -173.9(4) . . . . ?
C26 C29 C34 N4 4.4(8) . . . . ?
C30 C29 C34 C33 3.5(6) . . . . ?
C26 C29 C34 C33 -178.2(4) . . . . ?
C32 C33 C35 C36 -3.0(9) . . . . ?
C34 C33 C35 C36 170.6(5) . . . . ?
C32 C33 C35 C40 -175.9(5) . . . . ?
C34 C33 C35 C40 -2.3(5) . . . . ?
C40 C35 C36 C37 -5.2(6) . . . . ?
C33 C35 C36 C37 -177.6(5) . . . . ?
C35 C36 C37 C38 1.6(7) . . . . ?
C36 C37 C38 C39 2.3(6) . . . . ?
C36 C37 C38 C41 -179.1(4) . . . . ?
C37 C38 C39 C40 -2.2(6) . . . . ?
C41 C38 C39 C40 179.2(4) . . . . ?
C38 C39 C40 N4 176.6(4) . . . . ?
C38 C39 C40 C35 -1.7(6) . . . . ?
C36 C35 C40 N4 -173.2(4) . . . . ?
C33 C35 C40 N4 1.4(5) . . . . ?
C36 C35 C40 C39 5.4(6) . . . . ?
C33 C35 C40 C39 -179.9(4) . . . . ?
C39 C38 C41 C42 67.0(5) . . . . ?
C37 C38 C41 C42 -111.6(5) . . . . ?
C39 C38 C41 C01C -113.1(5) . . . . ?
C37 C38 C41 C01C 68.3(5) . . . . ?
C01C C41 C42 C43 -1.6(7) . . . . ?
C38 C41 C42 C43 178.3(4) . . . . ?
C41 C42 C43 C44 0.1(7) . . . . ?
C42 C43 C44 C45 0.9(8) . . . . ?
C43 C44 C45 C01C -0.4(8) . . . . ?
C7 O1 C46 C01C -119.2(4) . . . . ?
N6 C47 C48 C49 -174.8(4) . . . . ?
C52 C47 C48 C49 4.8(6) . . . . ?
N6 C47 C48 C31 2.5(5) . . . . ?
C52 C47 C48 C31 -177.9(4) . . . . ?
C32 C31 C48 C49 171.4(5) . . . . ?
C30 C31 C48 C49 -7.5(9) . . . . ?
C32 C31 C48 C47 -4.9(4) . . . . ?
C30 C31 C48 C47 176.1(5) . . . . ?
C47 C48 C49 C50 -3.5(6) . . . . ?
C31 C48 C49 C50 -179.6(5) . . . . ?
C48 C49 C50 C51 -0.4(7) . . . . ?
C49 C50 C51 C52 3.4(7) . . . . ?
C49 C50 C51 C53 -177.4(4) . . . . ?
C50 C51 C52 C47 -2.2(6) . . . . ?
C53 C51 C52 C47 178.6(4) . . . . ?
N6 C47 C52 C51 177.6(4) . . . . ?
C48 C47 C52 C51 -2.0(7) . . . . ?
C52 C51 C53 C58 67.5(6) . . . . ?
C50 C51 C53 C58 -111.7(5) . . . . ?
C52 C51 C53 C54 -107.4(5) . . . . ?
C50 C51 C53 C54 73.4(6) . . . . ?
C58 C53 C54 C55 1.1(7) . . . . ?
C51 C53 C54 C55 176.1(4) . . . . ?
C58 C53 C54 C59 -173.7(5) . . . . ?
C51 C53 C54 C59 1.3(7) . . . . ?
C53 C54 C55 C56 -0.7(8) . . . . ?
C59 C54 C55 C56 174.1(5) . . . . ?
C54 C55 C56 C57 0.5(9) . . . . ?
C55 C56 C57 C58 -0.7(9) . . . . ?
C54 C53 C58 C57 -1.3(8) . . . . ?
C51 C53 C58 C57 -176.3(5) . . . . ?
C56 C57 C58 C53 1.1(9) . . . . ?
C55 C54 C59 O2 -95.8(5) . . . . ?
C53 C54 C59 O2 79.0(6) . . . . ?
O2 C60 C61 C62 -174.5(5) . . . . ?
C65 C60 C61 C62 6.5(7) . . . . ?
C60 C61 C62 C63 -2.6(8) . . . . ?
C61 C62 C63 C64 -2.9(8) . . . . ?
C61 C62 C63 C3 174.1(5) . . . . ?
C62 C63 C64 C65 4.7(8) . . . . ?
C3 C63 C64 C65 -172.3(5) . . . . ?
C63 C64 C65 C60 -0.8(8) . . . . ?
O2 C60 C65 C64 176.3(5) . . . . ?
C61 C60 C65 C64 -4.8(8) . . . . ?
C44 C45 C01C C41 -1.1(7) . . . . ?
C44 C45 C01C C46 175.6(5) . . . . ?
C42 C41 C01C C45 2.1(6) . . . . ?
C38 C41 C01C C45 -177.8(4) . . . . ?
C42 C41 C01C C46 -174.6(4) . . . . ?
C38 C41 C01C C46 5.6(6) . . . . ?
O1 C46 C01C C45 -105.9(5) . . . . ?
O1 C46 C01C C41 70.7(5) . . . . ?
C61 C60 O2 C59 156.0(4) . . . . ?
C65 C60 O2 C59 -25.0(7) . . . . ?
C54 C59 O2 C60 -122.0(5) . . . . ?
C3 N2 C2 N3 0.1(8) . . . . ?
C3 N2 C2 C10 -176.7(4) . . . . ?
C14 C13 O3 C16 127.6(6) . . . . ?
C12 C13 O3 C16 -54.4(9) . . . . ?
C17 C16 O3 C13 -105.4(7) . . . . ?
N2 C2 N3 C1 -1.9(7) . . . . ?
C10 C2 N3 C1 174.8(4) . . . . ?
N1 C1 N3 C2 3.4(7) . . . . ?
C4 C1 N3 C2 -173.2(4) . . . . ?
C1 N1 C3 N2 0.8(7) . . . . ?
C1 N1 C3 C63 -176.3(4) . . . . ?
C2 N2 C3 N1 0.6(7) . . . . ?
C2 N2 C3 C63 177.6(4) . . . . ?
C62 C63 C3 N1 -11.1(7) . . . . ?
C64 C63 C3 N1 165.8(5) . . . . ?
C62 C63 C3 N2 171.6(5) . . . . ?
C64 C63 C3 N2 -11.4(7) . . . . ?
C39 C40 N4 C34 -178.6(4) . . . . ?
C35 C40 N4 C34 0.0(5) . . . . ?
C39 C40 N4 C66 -13.1(6) . . . . ?
C35 C40 N4 C66 165.4(4) . . . . ?
C33 C34 N4 C40 -1.5(4) . . . . ?
C29 C34 N4 C40 176.2(4) . . . . ?
C33 C34 N4 C66 -165.2(4) . . . . ?
C29 C34 N4 C66 12.5(7) . . . . ?
C67 C66 N4 C40 92.9(5) . . . . ?
C67 C66 N4 C34 -105.0(5) . . . . ?
N1 C1 C4 C5 -1.9(7) . . . . ?
N3 C1 C4 C5 175.1(4) . . . . ?
N1 C1 C4 C9 -179.2(4) . . . . ?
N3 C1 C4 C9 -2.3(7) . . . . ?
C29 C30 N5 C25 -1.1(5) . . . . ?
C31 C30 N5 C25 178.4(4) . . . . ?
C29 C30 N5 C68 158.2(4) . . . . ?
C31 C30 N5 C68 -22.3(7) . . . . ?
C24 C25 N5 C30 179.3(4) . . . . ?
C26 C25 N5 C30 1.0(5) . . . . ?
C24 C25 N5 C68 18.3(7) . . . . ?
C26 C25 N5 C68 -160.1(4) . . . . ?
C69 C68 N5 C30 118.4(5) . . . . ?
C69 C68 N5 C25 -84.4(5) . . . . ?
C9 C4 C5 C6 3.4(7) . . . . ?
C1 C4 C5 C6 -174.1(4) . . . . ?
C52 C47 N6 C32 -178.7(4) . . . . ?
C48 C47 N6 C32 0.9(5) . . . . ?
C52 C47 N6 C70 12.8(7) . . . . ?
C48 C47 N6 C70 -167.6(4) . . . . ?
C33 C32 N6 C47 170.8(4) . . . . ?
C31 C32 N6 C47 -4.1(5) . . . . ?
C33 C32 N6 C70 -21.9(7) . . . . ?
C31 C32 N6 C70 163.2(4) . . . . ?
C71 C70 N6 C47 -78.8(5) . . . . ?
C71 C70 N6 C32 115.2(5) . . . . ?
C4 C5 C6 C7 0.9(7) . . . . ?
C46 O1 C7 C8 159.7(4) . . . . ?
C46 O1 C7 C6 -22.4(7) . . . . ?
C5 C6 C7 O1 176.8(4) . . . . ?
C5 C6 C7 C8 -5.5(7) . . . . ?
O1 C7 C8 C9 -176.3(4) . . . . ?
C6 C7 C8 C9 5.8(7) . . . . ?
C7 C8 C9 C4 -1.4(7) . . . . ?
C5 C4 C9 C8 -3.1(7) . . . . ?
C1 C4 C9 C8 174.3(4) . . . . ?
C12 C11 C10 C15 3.0(9) . . . . ?
C12 C11 C10 C2 -172.6(5) . . . . ?
C14 C15 C10 C11 -4.1(8) . . . . ?
C14 C15 C10 C2 171.6(5) . . . . ?
N3 C2 C10 C11 1.8(7) . . . . ?
N2 C2 C10 C11 178.8(5) . . . . ?
N3 C2 C10 C15 -173.8(5) . . . . ?
N2 C2 C10 C15 3.2(7) . . . . ?
