#------------------------------------------------------------------------------
#$Date: 2021-04-04 12:55:34 +0300 (Sun, 04 Apr 2021) $
#$Revision: 263571 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/85/4518539.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_4518539
loop_
_publ_author_name
'Shang, Xiaobo'
'Ahn, Jaeyong'
'Lee, Jeong Hyeon'
'Kim, Jin Chul'
'Ohtsu, Hiroyoshi'
'Choi, Wanuk'
'Song, Inho'
'Kwak, Sang Kyu'
'Oh, Joon Hak'
_publ_section_title
;
 Bay-Substitution Effect of Perylene Diimides on Supramolecular Chirality
 and Optoelectronic Properties of Their Self-Assembled Nanostructures.
;
_journal_issue                   10
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              12278
_journal_page_last               12285
_journal_paper_doi               10.1021/acsami.0c23138
_journal_volume                  13
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_sum            'C41 H25 N3 O4'
_chemical_formula_weight         623.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 101.14(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8360(16)
_cell_length_b                   21.112(4)
_cell_length_c                   18.169(4)
_cell_measurement_reflns_used    16784
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.943
_cell_measurement_theta_min      1.472
_cell_volume                     2949.1(11)
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_collection       'PAL BL2D-SMDC Program'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    Mercury
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'MX225-HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            16784
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         29.943
_diffrn_reflns_theta_min         1.472
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.448
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cuboid
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.946
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 3458 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     865
_refine_ls_number_reflns         16771
_refine_ls_number_restraints     959
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1490
_refine_ls_R_factor_gt           0.0982
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2569
_refine_ls_wR_factor_ref         0.3001
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_full    0.927
_reflns_Friedel_fraction_max     0.902
_reflns_number_gt                9022
_reflns_number_total             16771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am0c23138_si_004.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 4518537--4518539.cif.
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4518539
_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   0.975
_shelx_estimated_absorpt_t_max   0.999
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.3702(7) 0.6025(3) 0.7839(4) 0.0695(14) Uani 1 1 d . U . . .
C2 C 0.4165(7) 0.5788(3) 0.7137(4) 0.0664(13) Uani 1 1 d . U . . .
C3 C 0.4145(6) 0.6196(3) 0.6548(3) 0.0641(13) Uani 1 1 d . U . . .
H3 H 0.3745 0.6618 0.6583 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4706(6) 0.6002(3) 0.5894(4) 0.0633(12) Uani 1 1 d . U . . .
C5 C 0.5290(6) 0.5388(2) 0.5810(3) 0.0571(11) Uani 1 1 d . U . . .
C6 C 0.5908(6) 0.5156(2) 0.5134(3) 0.0581(11) Uani 1 1 d . U . . .
C7 C 0.6043(6) 0.5550(3) 0.4519(3) 0.0637(12) Uani 1 1 d . U . . .
H7 H 0.5756 0.5986 0.4537 0.076 Uiso 1 1 calc R U . . .
C8 C 0.6590(7) 0.5312(3) 0.3881(3) 0.0606(12) Uani 1 1 d . U . . .
H8 H 0.6645 0.5588 0.3473 0.073 Uiso 1 1 calc R U . . .
C9 C 0.7040(6) 0.4698(2) 0.3839(3) 0.0566(11) Uani 1 1 d . U . . .
C10 C 0.7688(7) 0.4465(3) 0.3170(3) 0.0645(13) Uani 1 1 d . U . . .
C11 C 0.7772(7) 0.3380(3) 0.3666(3) 0.0611(12) Uani 1 1 d . U . . .
C12 C 0.7334(7) 0.3630(3) 0.4369(3) 0.0583(11) Uani 1 1 d . U . . .
C13 C 0.7306(7) 0.3225(3) 0.4964(3) 0.0611(12) Uani 1 1 d . U . . .
H13 H 0.7633 0.2794 0.4931 0.073 Uiso 1 1 calc R U . . .
C14 C 0.6798(7) 0.3446(3) 0.5614(3) 0.0602(11) Uani 1 1 d . U . . .
H14 H 0.6794 0.3161 0.6018 0.072 Uiso 1 1 calc R U . . .
C15 C 0.6298(6) 0.4073(2) 0.5688(3) 0.0557(10) Uani 1 1 d . U . . .
C16 C 0.5743(6) 0.4294(3) 0.6365(3) 0.0583(11) Uani 1 1 d . U . . .
C17 C 0.5622(8) 0.3892(3) 0.6954(3) 0.0660(13) Uani 1 1 d . U . . .
H17 H 0.5927 0.3459 0.6916 0.079 Uiso 1 1 calc R U . . .
C18 C 0.5079(8) 0.4091(3) 0.7591(3) 0.0686(14) Uani 1 1 d . U . . .
H18 H 0.5017 0.3799 0.7982 0.082 Uiso 1 1 calc R U . . .
C19 C 0.4614(8) 0.4731(3) 0.7661(4) 0.0668(13) Uani 1 1 d . U . . .
C20 C 0.4136(9) 0.4944(3) 0.8363(4) 0.0781(17) Uani 1 1 d . U . . .
C21 C 0.4672(7) 0.5154(3) 0.7070(4) 0.0631(12) Uani 1 1 d . U . . .
C22 C 0.5237(6) 0.4946(3) 0.6413(3) 0.0577(11) Uani 1 1 d . U . . .
C23 C 0.6371(6) 0.4503(2) 0.5088(3) 0.0551(11) Uani 1 1 d . U . . .
C24 C 0.6910(6) 0.4283(2) 0.4433(3) 0.0544(10) Uani 1 1 d . U . . .
C25 C 0.4630(9) 0.6493(4) 0.5330(4) 0.0768(15) Uani 1 1 d . U . . .
C26 C 0.3777(10) 0.5844(4) 0.9213(4) 0.0830(17) Uani 1 1 d . U . . .
H26 H 0.4124 0.5482 0.9564 0.100 Uiso 1 1 calc R U . . .
C27 C 0.5121(8) 0.6349(3) 0.9444(3) 0.0707(14) Uani 1 1 d . U . . .
C28 C 0.4690(9) 0.6986(4) 0.9444(4) 0.0828(17) Uani 1 1 d . U . . .
H28 H 0.3509 0.7107 0.9283 0.099 Uiso 1 1 calc R U . . .
C29 C 0.5918(13) 0.7449(5) 0.9672(5) 0.110(3) Uani 1 1 d . U . . .
H29 H 0.5565 0.7878 0.9700 0.132 Uiso 1 1 calc R U . . .
C30 C 0.7515(15) 0.7306(8) 0.9845(7) 0.150(4) Uani 1 1 d . U . . .
H30 H 0.8356 0.7633 0.9956 0.180 Uiso 1 1 calc R U . . .
C31 C 0.8074(11) 0.6662(9) 0.9875(6) 0.158(5) Uani 1 1 d . U . . .
H31 H 0.9262 0.6554 1.0042 0.190 Uiso 1 1 calc R U . . .
C32 C 0.6812(11) 0.6197(6) 0.9652(5) 0.123(3) Uani 1 1 d . U . . .
H32 H 0.7155 0.5766 0.9646 0.147 Uiso 1 1 calc R U . . .
C33 C 0.1952(11) 0.6016(6) 0.9283(6) 0.128(4) Uani 1 1 d . U . . .
H33A H 0.1176 0.5658 0.9119 0.192 Uiso 1 1 calc R U . . .
H33B H 0.1926 0.6117 0.9807 0.192 Uiso 1 1 calc R U . . .
H33C H 0.1567 0.6385 0.8967 0.192 Uiso 1 1 calc R U . . .
C34 C 0.8589(10) 0.3583(4) 0.2430(4) 0.0821(17) Uani 1 1 d . U . . .
H34 H 0.8828 0.3969 0.2148 0.099 Uiso 1 1 calc R U . . .
C35 C 1.0273(10) 0.3220(3) 0.2598(4) 0.0857(17) Uani 1 1 d . U . . .
C36 C 1.0700(18) 0.2799(5) 0.2090(7) 0.135(4) Uani 1 1 d . U . . .
H36 H 0.9880 0.2686 0.1653 0.163 Uiso 1 1 calc R U . . .
C37 C 1.244(2) 0.2529(6) 0.2236(8) 0.140(4) Uani 1 1 d . U . . .
H37 H 1.2790 0.2286 0.1852 0.167 Uiso 1 1 calc R U . . .
C38 C 1.3519(16) 0.2603(6) 0.2860(10) 0.140(4) Uani 1 1 d . U . . .
H38 H 1.4653 0.2428 0.2917 0.169 Uiso 1 1 calc R U . . .
C39 C 1.3058(12) 0.2933(4) 0.3447(8) 0.122(3) Uani 1 1 d . U . . .
H39 H 1.3795 0.2955 0.3928 0.147 Uiso 1 1 calc R U . . .
C40 C 1.1451(10) 0.3232(4) 0.3294(6) 0.101(2) Uani 1 1 d . U . . .
H40 H 1.1112 0.3464 0.3690 0.121 Uiso 1 1 calc R U . . .
C41 C 0.7033(12) 0.3247(4) 0.1926(4) 0.096(2) Uani 1 1 d . U . . .
H41A H 0.7388 0.3092 0.1470 0.144 Uiso 1 1 calc R U . . .
H41B H 0.6657 0.2889 0.2200 0.144 Uiso 1 1 calc R U . . .
H41C H 0.6069 0.3547 0.1790 0.144 Uiso 1 1 calc R U . . .
C42 C 0.0114(8) 0.3648(3) 0.8217(3) 0.0626(12) Uani 1 1 d . U . . .
C43 C 0.0293(6) 0.3970(2) 0.7510(3) 0.0560(11) Uani 1 1 d . U . . .
C44 C 0.0916(7) 0.3628(2) 0.6974(3) 0.0582(11) Uani 1 1 d . U . . .
H44 H 0.1187 0.3192 0.7060 0.070 Uiso 1 1 calc R U . . .
C45 C 0.1156(6) 0.3907(2) 0.6307(3) 0.0557(11) Uani 1 1 d . U . . .
C46 C 0.0741(6) 0.4542(2) 0.6130(3) 0.0537(10) Uani 1 1 d . U . . .
C47 C 0.0941(6) 0.4856(2) 0.5426(3) 0.0553(11) Uani 1 1 d . U . . .
C48 C 0.1607(6) 0.4552(2) 0.4858(3) 0.0564(11) Uani 1 1 d . U . . .
H48 H 0.1944 0.4120 0.4920 0.068 Uiso 1 1 calc R U . . .
C49 C 0.1789(6) 0.4869(3) 0.4202(3) 0.0596(12) Uani 1 1 d . U . . .
H49 H 0.2231 0.4648 0.3824 0.071 Uiso 1 1 calc R U . . .
C50 C 0.1337(6) 0.5493(2) 0.4099(3) 0.0551(11) Uani 1 1 d . U . . .
C51 C 0.1538(6) 0.5804(2) 0.3380(3) 0.0562(11) Uani 1 1 d . U . . .
C52 C 0.0394(7) 0.6785(3) 0.3824(3) 0.0638(12) Uani 1 1 d . U . . .
C53 C 0.0223(6) 0.6469(2) 0.4534(3) 0.0580(11) Uani 1 1 d . U . . .
C54 C -0.0368(7) 0.6799(2) 0.5082(3) 0.0620(12) Uani 1 1 d . U . . .
H54 H -0.0664 0.7234 0.5005 0.074 Uiso 1 1 calc R U . . .
C55 C -0.0541(7) 0.6507(2) 0.5749(3) 0.0616(12) Uani 1 1 d . U . . .
H55 H -0.0943 0.6749 0.6123 0.074 Uiso 1 1 calc R U . . .
C56 C -0.0141(6) 0.5872(2) 0.5882(3) 0.0530(10) Uani 1 1 d . U . . .
C57 C -0.0364(6) 0.5566(2) 0.6585(3) 0.0524(10) Uani 1 1 d . U . . .
C58 C -0.1006(6) 0.5879(2) 0.7145(3) 0.0555(11) Uani 1 1 d . U . . .
H58 H -0.1273 0.6317 0.7084 0.067 Uiso 1 1 calc R U . . .
C59 C -0.1267(6) 0.5580(2) 0.7779(3) 0.0585(11) Uani 1 1 d . U . . .
H59 H -0.1741 0.5810 0.8142 0.070 Uiso 1 1 calc R U . . .
C60 C -0.0853(7) 0.4949(3) 0.7902(3) 0.0602(12) Uani 1 1 d . U . . .
C61 C -0.1123(8) 0.4638(3) 0.8612(4) 0.0686(14) Uani 1 1 d . U . . .
C62 C -0.0154(6) 0.4608(2) 0.7355(3) 0.0547(11) Uani 1 1 d . U . . .
C63 C 0.0091(6) 0.4903(2) 0.6687(3) 0.0539(10) Uani 1 1 d . U . . .
C64 C 0.0487(6) 0.5513(2) 0.5329(3) 0.0521(10) Uani 1 1 d . U . . .
C65 C 0.0695(6) 0.5818(2) 0.4648(3) 0.0528(10) Uani 1 1 d . U . . .
C66 C 0.1950(11) 0.3503(4) 0.5798(5) 0.0898(19) Uani 1 1 d . U . . .
C67 C -0.0717(11) 0.3705(3) 0.9469(4) 0.0837(17) Uani 1 1 d . U . . .
H67 H -0.0124 0.3286 0.9470 0.100 Uiso 1 1 calc R U . . .
C68 C 0.0402(11) 0.4093(3) 1.0127(4) 0.0814(16) Uani 1 1 d . U . . .
C69 C -0.0321(14) 0.4355(3) 1.0687(5) 0.101(2) Uani 1 1 d . U . . .
H69 H -0.1536 0.4325 1.0675 0.122 Uiso 1 1 calc R U . . .
C70 C 0.0793(16) 0.4674(4) 1.1287(5) 0.110(3) Uani 1 1 d . U . . .
H70 H 0.0290 0.4846 1.1679 0.131 Uiso 1 1 calc R U . . .
C71 C 0.2534(17) 0.4744(5) 1.1331(5) 0.128(3) Uani 1 1 d . U . . .
H71 H 0.3239 0.4968 1.1731 0.154 Uiso 1 1 calc R U . . .
C72 C 0.3217(14) 0.4475(5) 1.0767(4) 0.104(2) Uani 1 1 d . U . . .
H72 H 0.4432 0.4508 1.0781 0.125 Uiso 1 1 calc R U . . .
C73 C 0.2171(11) 0.4147(4) 1.0161(4) 0.0872(18) Uani 1 1 d . U . . .
H73 H 0.2688 0.3965 0.9779 0.105 Uiso 1 1 calc R U . . .
C74 C -0.2516(13) 0.3561(4) 0.9516(5) 0.106(2) Uani 1 1 d . U . . .
H74A H -0.2546 0.3361 1.0000 0.158 Uiso 1 1 calc R U . . .
H74B H -0.3197 0.3953 0.9470 0.158 Uiso 1 1 calc R U . . .
H74C H -0.3013 0.3271 0.9109 0.158 Uiso 1 1 calc R U . . .
C75 C 0.0889(8) 0.6724(3) 0.2527(3) 0.0672(13) Uani 1 1 d . U . . .
H75 H 0.0299 0.7141 0.2550 0.081 Uiso 1 1 calc R U . . .
C76 C 0.2711(9) 0.6877(3) 0.2399(4) 0.0701(14) Uani 1 1 d . U . . .
C77 C 0.3137(12) 0.6904(5) 0.1701(5) 0.107(3) Uani 1 1 d . U . . .
H77 H 0.2278 0.6808 0.1271 0.129 Uiso 1 1 calc R U . . .
C78 C 0.4811(13) 0.7070(6) 0.1614(5) 0.112(3) Uani 1 1 d . U . . .
H78 H 0.5087 0.7050 0.1127 0.135 Uiso 1 1 calc R U . . .
C79 C 0.5984(11) 0.7248(4) 0.2163(5) 0.093(2) Uani 1 1 d . U . . .
H79 H 0.7068 0.7403 0.2078 0.112 Uiso 1 1 calc R U . . .
C80 C 0.5670(10) 0.7215(3) 0.2868(5) 0.0889(19) Uani 1 1 d . U . . .
H80 H 0.6574 0.7310 0.3283 0.107 Uiso 1 1 calc R U . . .
C81 C 0.4030(9) 0.7042(3) 0.2994(4) 0.0758(16) Uani 1 1 d . U . . .
H81 H 0.3816 0.7038 0.3491 0.091 Uiso 1 1 calc R U . . .
C82 C -0.0259(10) 0.6352(4) 0.1897(4) 0.0824(17) Uani 1 1 d . U . . .
H82A H -0.0264 0.6564 0.1417 0.124 Uiso 1 1 calc R U . . .
H82B H 0.0199 0.5922 0.1880 0.124 Uiso 1 1 calc R U . . .
H82C H -0.1448 0.6333 0.1991 0.124 Uiso 1 1 calc R U . . .
N1 N 0.3870(7) 0.5603(3) 0.8444(3) 0.0779(13) Uani 1 1 d . U . . .
N2 N 0.8042(6) 0.3819(2) 0.3125(3) 0.0651(11) Uani 1 1 d . U . . .
N3 N 0.4495(10) 0.6926(3) 0.4916(4) 0.0990(19) Uani 1 1 d . U . . .
N4 N -0.0559(7) 0.4019(2) 0.8728(3) 0.0703(12) Uani 1 1 d . U . . .
N5 N 0.0938(6) 0.6423(2) 0.3264(3) 0.0617(10) Uani 1 1 d . U . . .
N6 N 0.2545(9) 0.3177(4) 0.5324(9) 0.188(6) Uani 1 1 d . U . . .
O1 O 0.3213(6) 0.6563(2) 0.7896(3) 0.0779(12) Uani 1 1 d . U . . .
O2 O 0.3954(8) 0.4582(2) 0.8845(3) 0.0969(16) Uani 1 1 d . U . . .
O3 O 0.7943(5) 0.28144(18) 0.3564(2) 0.0646(9) Uani 1 1 d . U . . .
O4 O 0.7910(6) 0.4824(2) 0.2673(3) 0.0793(12) Uani 1 1 d . U . . .
O5 O 0.0514(6) 0.30999(19) 0.8333(3) 0.0762(11) Uani 1 1 d . U . . .
O6 O -0.1834(7) 0.49093(19) 0.9054(3) 0.0799(12) Uani 1 1 d . U . . .
O7 O 0.0071(6) 0.73545(19) 0.3725(2) 0.0707(10) Uani 1 1 d . U . . .
O8 O 0.2188(5) 0.5540(2) 0.2907(2) 0.0655(9) Uani 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0100 0.0060 '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
O1 C1 N1 121.0(6) . . ?
O1 C1 C2 121.7(6) . . ?
N1 C1 C2 117.3(5) . . ?
C3 C2 C21 119.4(5) . . ?
C3 C2 C1 119.4(5) . . ?
C21 C2 C1 121.2(6) . . ?
C2 C3 C4 121.1(5) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.9(5) . . ?
C5 C4 C25 123.9(5) . . ?
C3 C4 C25 114.3(5) . . ?
C4 C5 C22 117.3(5) . . ?
C4 C5 C6 124.3(5) . . ?
C22 C5 C6 118.4(4) . . ?
C7 C6 C23 117.5(5) . . ?
C7 C6 C5 123.1(5) . . ?
C23 C6 C5 119.4(5) . . ?
C8 C7 C6 121.6(5) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C9 C8 C7 121.0(5) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C24 119.7(5) . . ?
C8 C9 C10 120.0(5) . . ?
C24 C9 C10 120.3(5) . . ?
O4 C10 N2 120.4(5) . . ?
O4 C10 C9 121.3(5) . . ?
N2 C10 C9 118.3(5) . . ?
O3 C11 N2 120.4(5) . . ?
O3 C11 C12 122.0(5) . . ?
N2 C11 C12 117.6(5) . . ?
C13 C12 C24 119.7(5) . . ?
C13 C12 C11 119.7(5) . . ?
C24 C12 C11 120.6(5) . . ?
C12 C13 C14 120.3(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 122.0(5) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C23 118.5(5) . . ?
C14 C15 C16 121.4(5) . . ?
C23 C15 C16 120.1(5) . . ?
C17 C16 C22 118.6(5) . . ?
C17 C16 C15 122.1(5) . . ?
C22 C16 C15 119.2(5) . . ?
C18 C17 C16 122.9(6) . . ?
C18 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C17 C18 C19 119.8(6) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C21 C19 C18 119.5(5) . . ?
C21 C19 C20 121.4(6) . . ?
C18 C19 C20 119.1(6) . . ?
O2 C20 N1 120.8(6) . . ?
O2 C20 C19 121.9(6) . . ?
N1 C20 C19 117.2(6) . . ?
C19 C21 C2 119.1(5) . . ?
C19 C21 C22 120.4(5) . . ?
C2 C21 C22 120.4(6) . . ?
C21 C22 C16 118.8(5) . . ?
C21 C22 C5 119.7(5) . . ?
C16 C22 C5 121.5(5) . . ?
C24 C23 C15 119.6(4) . . ?
C24 C23 C6 119.0(5) . . ?
C15 C23 C6 121.4(5) . . ?
C9 C24 C23 121.1(5) . . ?
C9 C24 C12 119.1(5) . . ?
C23 C24 C12 119.8(5) . . ?
N3 C25 C4 173.8(7) . . ?
C27 C26 N1 110.1(5) . . ?
C27 C26 C33 115.6(6) . . ?
N1 C26 C33 112.2(6) . . ?
C27 C26 H26 106.0 . . ?
N1 C26 H26 106.0 . . ?
C33 C26 H26 106.0 . . ?
C32 C27 C28 117.3(8) . . ?
C32 C27 C26 120.6(8) . . ?
C28 C27 C26 122.1(6) . . ?
C29 C28 C27 122.2(8) . . ?
C29 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?
C30 C29 C28 120.2(12) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C29 C30 C31 121.3(12) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C30 117.6(8) . . ?
C32 C31 H31 121.2 . . ?
C30 C31 H31 121.2 . . ?
C27 C32 C31 121.1(10) . . ?
C27 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C26 C33 H33A 109.5 . . ?
C26 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C26 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 C35 112.5(6) . . ?
N2 C34 C41 109.3(5) . . ?
C35 C34 C41 116.4(6) . . ?
N2 C34 H34 106.0 . . ?
C35 C34 H34 106.0 . . ?
C41 C34 H34 106.0 . . ?
C36 C35 C40 114.3(8) . . ?
C36 C35 C34 121.0(9) . . ?
C40 C35 C34 124.4(6) . . ?
C35 C36 C37 118.3(12) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
C38 C37 C36 123.3(11) . . ?
C38 C37 H37 118.4 . . ?
C36 C37 H37 118.4 . . ?
C37 C38 C39 121.0(10) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 H38 119.5 . . ?
C38 C39 C40 115.9(12) . . ?
C38 C39 H39 122.0 . . ?
C40 C39 H39 122.0 . . ?
C39 C40 C35 125.5(9) . . ?
C39 C40 H40 117.2 . . ?
C35 C40 H40 117.2 . . ?
C34 C41 H41A 109.5 . . ?
C34 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C34 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O5 C42 N4 122.7(5) . . ?
O5 C42 C43 121.7(5) . . ?
N4 C42 C43 115.5(4) . . ?
C44 C43 C62 118.0(5) . . ?
C44 C43 C42 118.6(5) . . ?
C62 C43 C42 123.4(5) . . ?
C43 C44 C45 121.3(5) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 122.7(5) . . ?
C44 C45 C66 116.4(5) . . ?
C46 C45 C66 120.9(5) . . ?
C45 C46 C63 116.4(5) . . ?
C45 C46 C47 124.7(4) . . ?
C63 C46 C47 119.0(4) . . ?
C48 C47 C64 118.1(5) . . ?
C48 C47 C46 123.4(4) . . ?
C64 C47 C46 118.4(4) . . ?
C49 C48 C47 121.6(5) . . ?
C49 C48 H48 119.2 . . ?
C47 C48 H48 119.2 . . ?
C50 C49 C48 120.8(5) . . ?
C50 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C49 C50 C65 119.9(5) . . ?
C49 C50 C51 118.3(4) . . ?
C65 C50 C51 121.8(5) . . ?
O8 C51 N5 120.0(5) . . ?
O8 C51 C50 123.0(5) . . ?
N5 C51 C50 117.0(4) . . ?
O7 C52 N5 120.5(5) . . ?
O7 C52 C53 121.0(5) . . ?
N5 C52 C53 118.5(5) . . ?
C54 C53 C65 120.0(5) . . ?
C54 C53 C52 120.3(5) . . ?
C65 C53 C52 119.7(5) . . ?
C53 C54 C55 120.9(5) . . ?
C53 C54 H54 119.6 . . ?
C55 C54 H54 119.6 . . ?
C56 C55 C54 121.6(5) . . ?
C56 C55 H55 119.2 . . ?
C54 C55 H55 119.2 . . ?
C55 C56 C64 119.3(5) . . ?
C55 C56 C57 121.1(4) . . ?
C64 C56 C57 119.6(4) . . ?
C58 C57 C63 118.8(5) . . ?
C58 C57 C56 123.2(4) . . ?
C63 C57 C56 118.0(4) . . ?
C59 C58 C57 122.3(5) . . ?
C59 C58 H58 118.8 . . ?
C57 C58 H58 118.8 . . ?
C58 C59 C60 121.0(5) . . ?
C58 C59 H59 119.5 . . ?
C60 C59 H59 119.5 . . ?
C59 C60 C62 119.1(5) . . ?
C59 C60 C61 119.7(5) . . ?
C62 C60 C61 121.1(5) . . ?
O6 C61 N4 121.5(5) . . ?
O6 C61 C60 121.6(5) . . ?
N4 C61 C60 116.9(5) . . ?
C43 C62 C63 121.7(4) . . ?
C43 C62 C60 117.4(5) . . ?
C63 C62 C60 120.9(5) . . ?
C62 C63 C46 119.9(4) . . ?
C62 C63 C57 117.8(4) . . ?
C46 C63 C57 122.3(5) . . ?
C56 C64 C65 119.0(4) . . ?
C56 C64 C47 122.7(5) . . ?
C65 C64 C47 118.3(4) . . ?
C50 C65 C53 119.5(5) . . ?
C50 C65 C64 121.3(4) . . ?
C53 C65 C64 119.2(4) . . ?
N6 C66 C45 175.7(10) . . ?
C74 C67 N4 112.7(7) . . ?
C74 C67 C68 117.9(6) . . ?
N4 C67 C68 108.5(5) . . ?
C74 C67 H67 105.6 . . ?
N4 C67 H67 105.6 . . ?
C68 C67 H67 105.6 . . ?
C69 C68 C73 119.2(8) . . ?
C69 C68 C67 121.7(7) . . ?
C73 C68 C67 119.1(6) . . ?
C68 C69 C70 118.5(9) . . ?
C68 C69 H69 120.7 . . ?
C70 C69 H69 120.7 . . ?
C71 C70 C69 123.7(7) . . ?
C71 C70 H70 118.2 . . ?
C69 C70 H70 118.2 . . ?
C70 C71 C72 116.4(9) . . ?
C70 C71 H71 121.8 . . ?
C72 C71 H71 121.8 . . ?
C71 C72 C73 122.2(9) . . ?
C71 C72 H72 118.9 . . ?
C73 C72 H72 118.9 . . ?
C68 C73 C72 120.0(7) . . ?
C68 C73 H73 120.0 . . ?
C72 C73 H73 120.0 . . ?
C67 C74 H74A 109.5 . . ?
C67 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C67 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
N5 C75 C76 111.7(5) . . ?
N5 C75 C82 111.6(5) . . ?
C76 C75 C82 115.3(5) . . ?
N5 C75 H75 105.9 . . ?
C76 C75 H75 105.9 . . ?
C82 C75 H75 105.9 . . ?
C77 C76 C81 115.5(6) . . ?
C77 C76 C75 123.5(7) . . ?
C81 C76 C75 120.8(5) . . ?
C76 C77 C78 121.1(9) . . ?
C76 C77 H77 119.4 . . ?
C78 C77 H77 119.4 . . ?
C79 C78 C77 122.4(8) . . ?
C79 C78 H78 118.8 . . ?
C77 C78 H78 118.8 . . ?
C78 C79 C80 119.3(7) . . ?
C78 C79 H79 120.3 . . ?
C80 C79 H79 120.3 . . ?
C79 C80 C81 120.7(8) . . ?
C79 C80 H80 119.7 . . ?
C81 C80 H80 119.7 . . ?
C76 C81 C80 120.6(7) . . ?
C76 C81 H81 119.7 . . ?
C80 C81 H81 119.7 . . ?
C75 C82 H82A 109.5 . . ?
C75 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C75 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C1 N1 C20 122.4(5) . . ?
C1 N1 C26 119.9(6) . . ?
C20 N1 C26 117.7(6) . . ?
C11 N2 C10 123.2(5) . . ?
C11 N2 C34 118.7(5) . . ?
C10 N2 C34 117.8(5) . . ?
C61 N4 C42 125.5(5) . . ?
C61 N4 C67 117.8(5) . . ?
C42 N4 C67 116.7(5) . . ?
C51 N5 C52 122.9(5) . . ?
C51 N5 C75 119.4(4) . . ?
C52 N5 C75 117.7(4) . . ?
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 O1 1.209(8) . ?
C1 N1 1.402(9) . ?
C1 C2 1.479(9) . ?
C2 C3 1.372(9) . ?
C2 C21 1.407(8) . ?
C3 C4 1.407(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(8) . ?
C4 C25 1.451(10) . ?
C5 C22 1.446(8) . ?
C5 C6 1.487(8) . ?
C6 C7 1.413(8) . ?
C6 C23 1.431(7) . ?
C7 C8 1.403(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.350(8) . ?
C8 H8 0.9500 . ?
C9 C24 1.411(7) . ?
C9 C10 1.488(8) . ?
C10 O4 1.218(7) . ?
C10 N2 1.397(8) . ?
C11 O3 1.220(7) . ?
C11 N2 1.395(7) . ?
C11 C12 1.483(8) . ?
C12 C13 1.381(7) . ?
C12 C24 1.428(8) . ?
C13 C14 1.398(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(8) . ?
C14 H14 0.9500 . ?
C15 C23 1.429(7) . ?
C15 C16 1.459(7) . ?
C16 C17 1.384(8) . ?
C16 C22 1.438(8) . ?
C17 C18 1.373(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.413(9) . ?
C18 H18 0.9500 . ?
C19 C21 1.405(9) . ?
C19 C20 1.467(8) . ?
C20 O2 1.191(8) . ?
C20 N1 1.418(9) . ?
C21 C22 1.422(8) . ?
C23 C24 1.416(7) . ?
C25 N3 1.175(10) . ?
C26 C27 1.500(10) . ?
C26 N1 1.502(8) . ?
C26 C33 1.504(12) . ?
C26 H26 1.0000 . ?
C27 C32 1.345(10) . ?
C27 C28 1.385(10) . ?
C28 C29 1.379(12) . ?
C28 H28 0.9500 . ?
C29 C30 1.267(16) . ?
C29 H29 0.9500 . ?
C30 C31 1.43(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.397(18) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 N2 1.495(8) . ?
C34 C35 1.506(11) . ?
C34 C41 1.548(12) . ?
C34 H34 1.0000 . ?
C35 C36 1.367(12) . ?
C35 C40 1.415(12) . ?
C36 C37 1.450(17) . ?
C36 H36 0.9500 . ?
C37 C38 1.288(18) . ?
C37 H37 0.9500 . ?
C38 C39 1.380(18) . ?
C38 H38 0.9500 . ?
C39 C40 1.387(12) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 O5 1.206(7) . ?
C42 N4 1.394(7) . ?
C42 C43 1.484(7) . ?
C43 C44 1.375(7) . ?
C43 C62 1.407(7) . ?
C44 C45 1.393(7) . ?
C44 H44 0.9500 . ?
C45 C46 1.403(7) . ?
C45 C66 1.481(9) . ?
C46 C63 1.435(7) . ?
C46 C47 1.476(7) . ?
C47 C48 1.399(7) . ?
C47 C64 1.435(7) . ?
C48 C49 1.397(8) . ?
C48 H48 0.9500 . ?
C49 C50 1.369(8) . ?
C49 H49 0.9500 . ?
C50 C65 1.383(7) . ?
C50 C51 1.497(7) . ?
C51 O8 1.216(6) . ?
C51 N5 1.390(7) . ?
C52 O7 1.234(7) . ?
C52 N5 1.405(7) . ?
C52 C53 1.481(8) . ?
C53 C54 1.366(7) . ?
C53 C65 1.428(7) . ?
C54 C55 1.389(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.387(7) . ?
C55 H55 0.9500 . ?
C56 C64 1.421(6) . ?
C56 C57 1.472(7) . ?
C57 C58 1.387(7) . ?
C57 C63 1.447(7) . ?
C58 C59 1.364(7) . ?
C58 H58 0.9500 . ?
C59 C60 1.378(7) . ?
C59 H59 0.9500 . ?
C60 C62 1.421(7) . ?
C60 C61 1.499(8) . ?
C61 O6 1.206(7) . ?
C61 N4 1.383(7) . ?
C62 C63 1.410(7) . ?
C64 C65 1.431(7) . ?
C66 N6 1.259(12) . ?
C67 C74 1.461(12) . ?
C67 N4 1.525(8) . ?
C67 C68 1.569(11) . ?
C67 H67 1.0000 . ?
C68 C69 1.374(9) . ?
C68 C73 1.380(11) . ?
C69 C70 1.428(13) . ?
C69 H69 0.9500 . ?
C70 C71 1.359(15) . ?
C70 H70 0.9500 . ?
C71 C72 1.368(12) . ?
C71 H71 0.9500 . ?
C72 C73 1.420(12) . ?
C72 H72 0.9500 . ?
C73 H73 0.9500 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 N5 1.475(8) . ?
C75 C76 1.526(9) . ?
C75 C82 1.528(9) . ?
C75 H75 1.0000 . ?
C76 C77 1.373(10) . ?
C76 C81 1.388(10) . ?
C77 C78 1.397(12) . ?
C77 H77 0.9500 . ?
C78 C79 1.276(13) . ?
C78 H78 0.9500 . ?
C79 C80 1.353(11) . ?
C79 H79 0.9500 . ?
C80 C81 1.396(9) . ?
C80 H80 0.9500 . ?
C81 H81 0.9500 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
