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#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/36/7103615.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_7103615
loop_
_publ_author_name
'Kojima, Takahiko'
'Hanabusa, Kakeru'
'Ohkubo, Kei'
'Shiro, Motoo'
'Fukuzumi, Shunichi'
_publ_section_title
;
 Formation of dodecaphenylporphodimethene via facile protonation of
 saddle-distorted dodecaphenylporphyrin.
;
_journal_issue                   48
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6513
_journal_page_last               6515
_journal_paper_doi               10.1039/b816063e
_journal_year                    2008
_chemical_formula_moiety         'C92 H64 N4, C H2 Cl2 '
_chemical_formula_sum            'C93 H66 Cl2 N4'
_chemical_formula_weight         1310.48
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2008-06-21
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 111.594(5)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   15.042(3)
_cell_length_b                   25.066(9)
_cell_length_c                   19.584(4)
_cell_measurement_reflns_used    1976
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      3.5
_cell_volume                     6866(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       dtintegrate.ref
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.086
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            45560
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2744.00
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.61
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     893
_refine_ls_number_reflns         12967
_refine_ls_R_factor_gt           0.1097
_refine_ls_shift/su_max          0.0080
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0551P)²+14.1219P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2372
_reflns_number_gt                7004
_reflns_number_total             12967
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            b816063e.txt
_cod_data_source_block           '_porphodimethene2'
_cod_original_formula_sum        'C93 H66 Cl2 N4 '
_cod_database_code               7103615
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2151(3) 0.35490(15) 0.2199(2) 0.0327(9) Uani 1 1 d . . .
N2 N 0.2103(3) 0.47209(16) 0.1699(2) 0.0366(10) Uani 1 1 d . . .
H2N H 0.1580 0.4673 0.2021 0.044 Uiso 1 1 d . . .
N3 N 0.0614(3) 0.48973(15) 0.2088(2) 0.0321(9) Uani 1 1 d . . .
N4 N 0.0671(3) 0.37428(14) 0.2597(2) 0.0318(9) Uani 1 1 d . . .
H4N H 0.1295 0.3845 0.2396 0.038 Uiso 1 1 d . . .
C1 C 0.1843(3) 0.30114(19) 0.2091(2) 0.0328(11) Uani 1 1 d . . .
C2 C 0.2493(3) 0.27205(19) 0.1846(2) 0.0327(11) Uani 1 1 d . . .
C3 C 0.3207(3) 0.30728(18) 0.1840(2) 0.0300(11) Uani 1 1 d . . .
C4 C 0.2944(3) 0.35823(18) 0.2047(2) 0.0313(11) Uani 1 1 d . . .
C5 C 0.3500(3) 0.40943(18) 0.2129(3) 0.0335(11) Uani 1 1 d . . .
H5 H 0.4008 0.4019 0.1942 0.040 Uiso 1 1 calc R . .
C6 C 0.2906(3) 0.45378(19) 0.1651(3) 0.0352(12) Uani 1 1 d . . .
C7 C 0.3138(3) 0.48354(19) 0.1123(3) 0.0356(12) Uani 1 1 d . . .
C8 C 0.2430(3) 0.52189(18) 0.0843(3) 0.0328(11) Uani 1 1 d . . .
C9 C 0.1769(3) 0.51470(19) 0.1207(3) 0.0336(11) Uani 1 1 d . . .
C10 C 0.0943(3) 0.54414(18) 0.1171(2) 0.0295(11) Uani 1 1 d . . .
C11 C 0.0394(3) 0.53302(18) 0.1596(2) 0.0305(11) Uani 1 1 d . . .
C12 C -0.0381(3) 0.56342(18) 0.1697(3) 0.0326(11) Uani 1 1 d . . .
C13 C -0.0560(3) 0.53828(18) 0.2266(3) 0.0330(11) Uani 1 1 d . . .
C14 C 0.0050(3) 0.49287(18) 0.2473(2) 0.0315(11) Uani 1 1 d . . .
C15 C 0.0100(3) 0.45465(18) 0.3075(2) 0.0327(11) Uani 1 1 d . . .
H15 H -0.0476 0.4611 0.3185 0.039 Uiso 1 1 calc R . .
C16 C 0.0080(3) 0.39656(19) 0.2885(2) 0.0318(11) Uani 1 1 d . . .
C17 C -0.0480(3) 0.35641(18) 0.3054(3) 0.0312(11) Uani 1 1 d . . .
C18 C -0.0190(3) 0.30760(18) 0.2863(3) 0.0320(11) Uani 1 1 d . . .
C19 C 0.0530(3) 0.31893(18) 0.2560(3) 0.0318(11) Uani 1 1 d . . .
C20 C 0.1070(3) 0.28449(18) 0.2285(2) 0.0300(11) Uani 1 1 d . . .
C21 C 0.2496(3) 0.21498(19) 0.1639(3) 0.0355(11) Uani 1 1 d U . .
C22 C 0.3255(4) 0.1825(2) 0.2034(3) 0.0398(12) Uani 1 1 d U . .
H22 H 0.3743 0.1966 0.2440 0.048 Uiso 1 1 calc R . .
C23 C 0.3310(4) 0.1299(2) 0.1843(3) 0.0493(14) Uani 1 1 d U . .
H23 H 0.3817 0.1084 0.2125 0.059 Uiso 1 1 calc R . .
C24 C 0.2604(4) 0.1098(2) 0.1231(3) 0.0545(15) Uani 1 1 d U . .
H24 H 0.2637 0.0746 0.1093 0.065 Uiso 1 1 calc R . .
C25 C 0.1846(4) 0.1414(2) 0.0818(3) 0.0566(15) Uani 1 1 d U . .
H25 H 0.1375 0.1272 0.0402 0.068 Uiso 1 1 calc R . .
C26 C 0.1778(4) 0.1937(2) 0.1015(3) 0.0441(12) Uani 1 1 d U . .
H26 H 0.1261 0.2147 0.0737 0.053 Uiso 1 1 calc R . .
C27 C 0.4061(3) 0.29654(19) 0.1663(3) 0.0345(11) Uani 1 1 d U . .
C28 C 0.4975(3) 0.3124(2) 0.2145(3) 0.0379(11) Uani 1 1 d U . .
H28 H 0.5037 0.3301 0.2578 0.046 Uiso 1 1 calc R . .
C29 C 0.5785(4) 0.3023(2) 0.1987(3) 0.0465(13) Uani 1 1 d U . .
H29 H 0.6381 0.3133 0.2311 0.056 Uiso 1 1 calc R . .
C30 C 0.5704(4) 0.2758(2) 0.1349(3) 0.0509(14) Uani 1 1 d U . .
H30 H 0.6246 0.2686 0.1243 0.061 Uiso 1 1 calc R . .
C31 C 0.4817(4) 0.2600(2) 0.0870(3) 0.0507(14) Uani 1 1 d U . .
H31 H 0.4763 0.2426 0.0438 0.061 Uiso 1 1 calc R . .
C32 C 0.4000(4) 0.2699(2) 0.1025(3) 0.0438(12) Uani 1 1 d U . .
H32 H 0.3408 0.2585 0.0698 0.053 Uiso 1 1 calc R . .
C33 C 0.4000(4) 0.4248(2) 0.2929(3) 0.0535(10) Uani 1 1 d U . .
C34 C 0.4369(4) 0.4749(2) 0.3130(3) 0.0649(11) Uani 1 1 d U . .
H34 H 0.4256 0.5011 0.2773 0.078 Uiso 1 1 calc R . .
C35 C 0.4908(5) 0.4874(3) 0.3859(3) 0.0699(11) Uani 1 1 d U . .
H35 H 0.5143 0.5218 0.3981 0.084 Uiso 1 1 calc R . .
C36 C 0.5094(4) 0.4498(2) 0.4393(3) 0.0646(11) Uani 1 1 d U . .
H36 H 0.5496 0.4575 0.4872 0.077 Uiso 1 1 calc R . .
C37 C 0.4685(4) 0.4006(2) 0.4221(3) 0.0561(10) Uani 1 1 d U . .
H37 H 0.4770 0.3754 0.4588 0.067 Uiso 1 1 calc R . .
C38 C 0.4143(4) 0.3886(2) 0.3497(3) 0.0514(10) Uani 1 1 d U . .
H38 H 0.3864 0.3550 0.3386 0.062 Uiso 1 1 calc R . .
C39 C 0.4003(3) 0.4752(2) 0.0953(3) 0.0375(11) Uani 1 1 d U . .
C40 C 0.4686(3) 0.5158(2) 0.1090(3) 0.0450(13) Uani 1 1 d U . .
H40 H 0.4571 0.5489 0.1255 0.054 Uiso 1 1 calc R . .
C41 C 0.5542(4) 0.5068(3) 0.0980(3) 0.0566(14) Uani 1 1 d U . .
H41 H 0.5993 0.5339 0.1070 0.068 Uiso 1 1 calc R . .
C42 C 0.5718(4) 0.4575(3) 0.0737(3) 0.0585(15) Uani 1 1 d U . .
H42 H 0.6286 0.4517 0.0662 0.070 Uiso 1 1 calc R . .
C43 C 0.5049(4) 0.4166(3) 0.0604(3) 0.0557(14) Uani 1 1 d U . .
H43 H 0.5171 0.3833 0.0446 0.067 Uiso 1 1 calc R . .
C44 C 0.4194(4) 0.4260(2) 0.0710(3) 0.0454(12) Uani 1 1 d U . .
H44 H 0.3743 0.3989 0.0615 0.054 Uiso 1 1 calc R . .
C45 C 0.2358(3) 0.55952(19) 0.0235(3) 0.0337(11) Uani 1 1 d U . .
C46 C 0.1923(4) 0.5432(2) -0.0496(3) 0.0437(12) Uani 1 1 d U . .
H46 H 0.1702 0.5083 -0.0601 0.052 Uiso 1 1 calc R . .
C47 C 0.1818(4) 0.5786(2) -0.1064(3) 0.0424(12) Uani 1 1 d U . .
H47 H 0.1499 0.5677 -0.1546 0.051 Uiso 1 1 calc R . .
C48 C 0.2175(4) 0.6296(2) -0.0929(3) 0.0436(12) Uani 1 1 d U . .
H48 H 0.2107 0.6529 -0.1314 0.052 Uiso 1 1 calc R . .
C49 C 0.2631(4) 0.6455(2) -0.0218(3) 0.0535(14) Uani 1 1 d U . .
H49 H 0.2879 0.6798 -0.0120 0.064 Uiso 1 1 calc R . .
C50 C 0.2730(4) 0.6107(2) 0.0366(3) 0.0461(13) Uani 1 1 d U . .
H50 H 0.3049 0.6221 0.0846 0.055 Uiso 1 1 calc R . .
C51 C 0.0680(3) 0.59154(19) 0.0668(3) 0.0335(11) Uani 1 1 d U . .
C52 C 0.0206(4) 0.5862(2) -0.0073(3) 0.0474(13) Uani 1 1 d U . .
H52 H 0.0056 0.5524 -0.0276 0.057 Uiso 1 1 calc R . .
C53 C -0.0054(5) 0.6311(3) -0.0530(3) 0.0628(16) Uani 1 1 d U . .
H53 H -0.0378 0.6272 -0.1033 0.075 Uiso 1 1 calc R . .
C54 C 0.0172(5) 0.6802(2) -0.0227(4) 0.0602(15) Uani 1 1 d U . .
H54 H 0.0002 0.7101 -0.0530 0.072 Uiso 1 1 calc R . .
C55 C 0.0647(5) 0.6871(2) 0.0516(4) 0.0624(16) Uani 1 1 d U . .
H55 H 0.0786 0.7212 0.0717 0.075 Uiso 1 1 calc R . .
C56 C 0.0916(4) 0.6419(2) 0.0965(3) 0.0497(13) Uani 1 1 d U . .
H56 H 0.1255 0.6458 0.1466 0.060 Uiso 1 1 calc R . .
C57 C -0.0878(3) 0.61257(18) 0.1328(3) 0.0334(11) Uani 1 1 d U . .
C58 C -0.1413(4) 0.6144(2) 0.0586(3) 0.0437(12) Uani 1 1 d U . .
H58 H -0.1482 0.5838 0.0303 0.052 Uiso 1 1 calc R . .
C59 C -0.1849(4) 0.6617(2) 0.0254(3) 0.0501(14) Uani 1 1 d U . .
H59 H -0.2197 0.6625 -0.0249 0.060 Uiso 1 1 calc R . .
C60 C -0.1770(4) 0.7070(2) 0.0665(3) 0.0471(13) Uani 1 1 d U . .
H60 H -0.2073 0.7383 0.0446 0.057 Uiso 1 1 calc R . .
C61 C -0.1235(4) 0.7054(2) 0.1405(3) 0.0486(13) Uani 1 1 d U . .
H61 H -0.1165 0.7363 0.1684 0.058 Uiso 1 1 calc R . .
C62 C -0.0797(4) 0.6586(2) 0.1746(3) 0.0432(12) Uani 1 1 d U . .
H62 H -0.0452 0.6579 0.2249 0.052 Uiso 1 1 calc R . .
C63 C -0.1231(4) 0.5539(2) 0.2625(3) 0.0432(12) Uani 1 1 d U . .
C64 C -0.2164(4) 0.5384(3) 0.2355(3) 0.0569(15) Uani 1 1 d U . .
H64 H -0.2399 0.5189 0.1922 0.068 Uiso 1 1 calc R . .
C65 C -0.2775(5) 0.5516(3) 0.2725(4) 0.0712(17) Uani 1 1 d U . .
H65 H -0.3411 0.5408 0.2538 0.085 Uiso 1 1 calc R . .
C66 C -0.2430(5) 0.5805(3) 0.3362(4) 0.0751(18) Uani 1 1 d U . .
H66 H -0.2837 0.5902 0.3602 0.090 Uiso 1 1 calc R . .
C67 C -0.1493(6) 0.5951(3) 0.3644(4) 0.0842(19) Uani 1 1 d U . .
H67 H -0.1257 0.6135 0.4087 0.101 Uiso 1 1 calc R . .
C68 C -0.0881(5) 0.5828(3) 0.3276(3) 0.0681(16) Uani 1 1 d U . .
H68 H -0.0246 0.5937 0.3464 0.082 Uiso 1 1 calc R . .
C69 C 0.0949(4) 0.46702(19) 0.3785(3) 0.0381(11) Uani 1 1 d U . .
C70 C 0.1891(4) 0.4590(2) 0.3855(3) 0.0459(13) Uani 1 1 d U . .
H70 H 0.2020 0.4453 0.3460 0.055 Uiso 1 1 calc R . .
C71 C 0.2645(4) 0.4710(2) 0.4503(3) 0.0530(14) Uani 1 1 d U . .
H71 H 0.3270 0.4645 0.4541 0.064 Uiso 1 1 calc R . .
C72 C 0.2475(5) 0.4924(3) 0.5087(3) 0.0630(16) Uani 1 1 d U . .
H72 H 0.2982 0.5011 0.5517 0.076 Uiso 1 1 calc R . .
C73 C 0.1553(5) 0.5008(3) 0.5031(3) 0.0705(17) Uani 1 1 d U . .
H73 H 0.1432 0.5151 0.5426 0.085 Uiso 1 1 calc R . .
C74 C 0.0790(5) 0.4880(3) 0.4382(3) 0.0605(15) Uani 1 1 d U . .
H74 H 0.0166 0.4937 0.4352 0.073 Uiso 1 1 calc R . .
C75 C -0.1212(4) 0.3651(2) 0.3382(3) 0.0388(11) Uani 1 1 d U . .
C76 C -0.1105(4) 0.3423(2) 0.4051(3) 0.0534(14) Uani 1 1 d U . .
H76 H -0.0564 0.3220 0.4299 0.064 Uiso 1 1 calc R . .
C77 C -0.1796(5) 0.3494(2) 0.4356(4) 0.0659(16) Uani 1 1 d U . .
H77 H -0.1714 0.3342 0.4809 0.079 Uiso 1 1 calc R . .
C78 C -0.2604(5) 0.3789(2) 0.3988(4) 0.0609(15) Uani 1 1 d U . .
H78 H -0.3073 0.3828 0.4189 0.073 Uiso 1 1 calc R . .
C79 C -0.2722(4) 0.4026(2) 0.3326(3) 0.0559(14) Uani 1 1 d U . .
H79 H -0.3262 0.4231 0.3082 0.067 Uiso 1 1 calc R . .
C80 C -0.2017(4) 0.3955(2) 0.3025(3) 0.0456(12) Uani 1 1 d U . .
H80 H -0.2092 0.4115 0.2578 0.055 Uiso 1 1 calc R . .
C81 C -0.0572(4) 0.25587(19) 0.3007(3) 0.0366(11) Uani 1 1 d U . .
C82 C 0.0006(4) 0.2206(2) 0.3538(3) 0.0444(12) Uani 1 1 d U . .
H82 H 0.0658 0.2270 0.3764 0.053 Uiso 1 1 calc R . .
C83 C -0.0402(5) 0.1755(2) 0.3729(3) 0.0551(14) Uani 1 1 d U . .
H83 H -0.0020 0.1519 0.4081 0.066 Uiso 1 1 calc R . .
C84 C -0.1362(5) 0.1662(2) 0.3399(4) 0.0590(15) Uani 1 1 d U . .
H84 H -0.1631 0.1368 0.3541 0.071 Uiso 1 1 calc R . .
C85 C -0.1934(5) 0.1997(2) 0.2862(4) 0.0601(15) Uani 1 1 d U . .
H85 H -0.2580 0.1920 0.2625 0.072 Uiso 1 1 calc R . .
C86 C -0.1547(4) 0.2448(2) 0.2673(3) 0.0462(13) Uani 1 1 d U . .
H86 H -0.1941 0.2681 0.2321 0.055 Uiso 1 1 calc R . .
C87 C 0.0789(3) 0.22738(18) 0.2195(3) 0.0327(10) Uani 1 1 d U . .
C88 C 0.1394(4) 0.18746(19) 0.2605(3) 0.0386(11) Uani 1 1 d U . .
H88 H 0.1993 0.1964 0.2945 0.046 Uiso 1 1 calc R . .
C89 C 0.1110(4) 0.1344(2) 0.2509(3) 0.0512(14) Uani 1 1 d U . .
H89 H 0.1521 0.1078 0.2779 0.061 Uiso 1 1 calc R . .
C90 C 0.0217(5) 0.1214(2) 0.2012(3) 0.0578(15) Uani 1 1 d U . .
H90 H 0.0023 0.0860 0.1955 0.069 Uiso 1 1 calc R . .
C91 C -0.0394(4) 0.1601(2) 0.1598(3) 0.0512(14) Uani 1 1 d U . .
H91 H -0.0994 0.1508 0.1262 0.061 Uiso 1 1 calc R . .
C92 C -0.0110(4) 0.2133(2) 0.1685(3) 0.0394(12) Uani 1 1 d U . .
H92 H -0.0518 0.2395 0.1403 0.047 Uiso 1 1 calc R . .
C93 C 0.8059(5) 0.6690(2) 0.5445(4) 0.0679(19) Uani 1 1 d . . .
H93A H 0.8666 0.6670 0.5855 0.082 Uiso 1 1 calc R . .
H93B H 0.7855 0.6329 0.5286 0.082 Uiso 1 1 calc R . .
Cl1 Cl 0.82078(19) 0.70308(8) 0.47437(12) 0.1000(8) Uani 1 1 d . . .
Cl2 Cl 0.72196(16) 0.69935(13) 0.57299(14) 0.1287(10) 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 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, 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
C4 N1 C1 107.3(4) . . ?
C6 N2 C9 108.6(4) . . ?
C14 N3 C11 107.7(4) . . ?
C16 N4 C19 109.0(4) . . ?
C20 C1 N1 119.9(4) . . ?
C20 C1 C2 132.0(4) . . ?
N1 C1 C2 107.8(4) . . ?
C3 C2 C1 107.6(4) . . ?
C3 C2 C21 121.8(4) . . ?
C1 C2 C21 130.5(4) . . ?
C2 C3 C4 105.5(4) . . ?
C2 C3 C27 128.9(4) . . ?
C4 C3 C27 125.7(4) . . ?
N1 C4 C3 111.6(4) . . ?
N1 C4 C5 122.4(4) . . ?
C3 C4 C5 125.9(4) . . ?
C4 C5 C6 112.4(4) . . ?
C4 C5 C33 111.8(4) . . ?
C6 C5 C33 114.1(4) . . ?
N2 C6 C7 110.1(4) . . ?
N2 C6 C5 123.7(4) . . ?
C7 C6 C5 126.1(4) . . ?
C8 C7 C6 107.0(4) . . ?
C8 C7 C39 128.5(4) . . ?
C6 C7 C39 124.4(4) . . ?
C7 C8 C9 106.8(4) . . ?
C7 C8 C45 124.9(4) . . ?
C9 C8 C45 128.1(4) . . ?
N2 C9 C10 120.9(4) . . ?
N2 C9 C8 107.5(4) . . ?
C10 C9 C8 131.5(4) . . ?
C11 C10 C9 124.2(4) . . ?
C11 C10 C51 118.5(4) . . ?
C9 C10 C51 117.2(4) . . ?
C10 C11 N3 121.3(4) . . ?
C10 C11 C12 130.5(4) . . ?
N3 C11 C12 107.9(4) . . ?
C13 C12 C11 105.7(4) . . ?
C13 C12 C57 123.7(4) . . ?
C11 C12 C57 130.5(4) . . ?
C12 C13 C14 107.2(4) . . ?
C12 C13 C63 128.9(4) . . ?
C14 C13 C63 123.9(4) . . ?
N3 C14 C13 111.5(4) . . ?
N3 C14 C15 123.4(4) . . ?
C13 C14 C15 125.0(4) . . ?
C16 C15 C14 115.8(4) . . ?
C16 C15 C69 110.7(4) . . ?
C14 C15 C69 111.6(4) . . ?
N4 C16 C17 110.1(4) . . ?
N4 C16 C15 123.7(4) . . ?
C17 C16 C15 125.9(4) . . ?
C18 C17 C16 106.7(4) . . ?
C18 C17 C75 126.9(4) . . ?
C16 C17 C75 126.4(4) . . ?
C17 C18 C19 107.1(4) . . ?
C17 C18 C81 122.2(4) . . ?
C19 C18 C81 130.6(4) . . ?
N4 C19 C20 121.7(4) . . ?
N4 C19 C18 107.2(4) . . ?
C20 C19 C18 131.1(4) . . ?
C1 C20 C19 124.4(4) . . ?
C1 C20 C87 118.6(4) . . ?
C19 C20 C87 117.0(4) . . ?
C22 C21 C26 118.4(5) . . ?
C22 C21 C2 119.9(4) . . ?
C26 C21 C2 121.5(4) . . ?
C21 C22 C23 122.0(5) . . ?
C24 C23 C22 118.8(5) . . ?
C23 C24 C25 120.7(5) . . ?
C24 C25 C26 120.7(5) . . ?
C25 C26 C21 119.4(5) . . ?
C32 C27 C28 117.6(4) . . ?
C32 C27 C3 121.6(4) . . ?
C28 C27 C3 120.7(4) . . ?
C29 C28 C27 121.3(5) . . ?
C30 C29 C28 119.9(5) . . ?
C31 C30 C29 119.6(5) . . ?
C30 C31 C32 120.9(5) . . ?
C27 C32 C31 120.6(5) . . ?
C34 C33 C38 116.1(5) . . ?
C34 C33 C5 121.6(5) . . ?
C38 C33 C5 122.2(5) . . ?
C33 C34 C35 121.5(6) . . ?
C36 C35 C34 120.7(6) . . ?
C35 C36 C37 119.4(6) . . ?
C36 C37 C38 119.5(6) . . ?
C37 C38 C33 122.5(5) . . ?
C44 C39 C40 118.6(5) . . ?
C44 C39 C7 121.0(5) . . ?
C40 C39 C7 120.2(5) . . ?
C41 C40 C39 120.4(5) . . ?
C42 C41 C40 120.0(6) . . ?
C41 C42 C43 120.4(5) . . ?
C42 C43 C44 119.2(6) . . ?
C39 C44 C43 121.3(5) . . ?
C50 C45 C46 117.8(5) . . ?
C50 C45 C8 122.1(4) . . ?
C46 C45 C8 120.1(4) . . ?
C47 C46 C45 120.3(5) . . ?
C48 C47 C46 121.4(5) . . ?
C49 C48 C47 118.8(5) . . ?
C48 C49 C50 120.9(5) . . ?
C45 C50 C49 120.7(5) . . ?
C52 C51 C56 119.3(5) . . ?
C52 C51 C10 121.9(5) . . ?
C56 C51 C10 118.8(4) . . ?
C51 C52 C53 120.9(5) . . ?
C54 C53 C52 118.9(6) . . ?
C53 C54 C55 121.8(6) . . ?
C54 C55 C56 118.6(6) . . ?
C51 C56 C55 120.4(5) . . ?
C58 C57 C62 118.8(5) . . ?
C58 C57 C12 122.4(4) . . ?
C62 C57 C12 118.8(4) . . ?
C57 C58 C59 120.8(5) . . ?
C60 C59 C58 120.4(5) . . ?
C59 C60 C61 119.1(5) . . ?
C60 C61 C62 121.2(5) . . ?
C61 C62 C57 119.6(5) . . ?
C64 C63 C68 119.6(5) . . ?
C64 C63 C13 121.7(5) . . ?
C68 C63 C13 118.6(5) . . ?
C63 C64 C65 120.6(6) . . ?
C66 C65 C64 119.7(7) . . ?
C67 C66 C65 120.0(6) . . ?
C66 C67 C68 120.8(7) . . ?
C63 C68 C67 119.3(7) . . ?
C74 C69 C70 117.4(5) . . ?
C74 C69 C15 119.9(5) . . ?
C70 C69 C15 122.7(5) . . ?
C69 C70 C71 121.3(6) . . ?
C72 C71 C70 120.5(6) . . ?
C71 C72 C73 119.2(6) . . ?
C72 C73 C74 120.4(6) . . ?
C69 C74 C73 121.1(6) . . ?
C76 C75 C80 118.8(5) . . ?
C76 C75 C17 120.3(5) . . ?
C80 C75 C17 120.9(5) . . ?
C75 C76 C77 120.7(6) . . ?
C78 C77 C76 120.0(6) . . ?
C77 C78 C79 120.5(6) . . ?
C78 C79 C80 119.1(6) . . ?
C75 C80 C79 121.0(5) . . ?
C86 C81 C82 118.8(5) . . ?
C86 C81 C18 119.8(5) . . ?
C82 C81 C18 121.0(5) . . ?
C81 C82 C83 119.7(5) . . ?
C84 C83 C82 120.1(6) . . ?
C83 C84 C85 120.8(5) . . ?
C84 C85 C86 119.9(6) . . ?
C85 C86 C81 120.6(6) . . ?
C88 C87 C92 119.0(4) . . ?
C88 C87 C20 121.8(4) . . ?
C92 C87 C20 119.2(4) . . ?
C89 C88 C87 120.5(5) . . ?
C90 C89 C88 119.5(5) . . ?
C91 C90 C89 121.1(5) . . ?
C90 C91 C92 119.6(5) . . ?
C91 C92 C87 120.2(5) . . ?
Cl1 C93 Cl2 111.5(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
N1 C4 1.333(6) . ?
N1 C1 1.415(6) . ?
N2 C6 1.328(6) . ?
N2 C9 1.402(6) . ?
N3 C14 1.328(6) . ?
N3 C11 1.407(6) . ?
N4 C16 1.337(6) . ?
N4 C19 1.401(6) . ?
C1 C20 1.412(6) . ?
C1 C2 1.438(6) . ?
C2 C3 1.394(6) . ?
C2 C21 1.487(7) . ?
C3 C4 1.439(6) . ?
C3 C27 1.473(6) . ?
C4 C5 1.508(6) . ?
C5 C6 1.515(6) . ?
C5 C33 1.517(7) . ?
C6 C7 1.418(7) . ?
C7 C8 1.390(6) . ?
C7 C39 1.471(6) . ?
C8 C9 1.431(6) . ?
C8 C45 1.492(6) . ?
C9 C10 1.425(6) . ?
C10 C11 1.399(6) . ?
C10 C51 1.501(6) . ?
C11 C12 1.466(6) . ?
C12 C13 1.391(6) . ?
C12 C57 1.484(6) . ?
C13 C14 1.424(6) . ?
C13 C63 1.480(7) . ?
C14 C15 1.499(6) . ?
C15 C16 1.500(6) . ?
C15 C69 1.535(6) . ?
C16 C17 1.427(6) . ?
C17 C18 1.395(6) . ?
C17 C75 1.481(6) . ?
C18 C19 1.441(6) . ?
C18 C81 1.487(6) . ?
C19 C20 1.420(6) . ?
C20 C87 1.485(6) . ?
C21 C22 1.383(6) . ?
C21 C26 1.405(7) . ?
C22 C23 1.383(7) . ?
C23 C24 1.371(7) . ?
C24 C25 1.379(7) . ?
C25 C26 1.383(7) . ?
C27 C32 1.389(7) . ?
C27 C28 1.409(6) . ?
C28 C29 1.385(7) . ?
C29 C30 1.381(7) . ?
C30 C31 1.377(7) . ?
C31 C32 1.391(7) . ?
C33 C34 1.370(7) . ?
C33 C38 1.390(7) . ?
C34 C35 1.393(8) . ?
C35 C36 1.357(8) . ?
C36 C37 1.363(8) . ?
C37 C38 1.385(7) . ?
C39 C44 1.389(7) . ?
C39 C40 1.399(7) . ?
C40 C41 1.399(7) . ?
C41 C42 1.382(8) . ?
C42 C43 1.393(8) . ?
C43 C44 1.396(7) . ?
C45 C50 1.386(7) . ?
C45 C46 1.397(7) . ?
C46 C47 1.387(7) . ?
C47 C48 1.373(7) . ?
C48 C49 1.364(7) . ?
C49 C50 1.401(7) . ?
C51 C52 1.367(7) . ?
C51 C56 1.380(7) . ?
C52 C53 1.400(7) . ?
C53 C54 1.354(8) . ?
C54 C55 1.376(8) . ?
C55 C56 1.400(7) . ?
C57 C58 1.379(6) . ?
C57 C62 1.393(7) . ?
C58 C59 1.393(7) . ?
C59 C60 1.371(7) . ?
C60 C61 1.376(7) . ?
C61 C62 1.391(7) . ?
C63 C64 1.362(8) . ?
C63 C68 1.390(8) . ?
C64 C65 1.402(8) . ?
C65 C66 1.369(9) . ?
C66 C67 1.362(10) . ?
C67 C68 1.397(9) . ?
C69 C74 1.380(7) . ?
C69 C70 1.387(7) . ?
C70 C71 1.389(7) . ?
C71 C72 1.370(8) . ?
C72 C73 1.366(9) . ?
C73 C74 1.401(8) . ?
C75 C76 1.383(7) . ?
C75 C80 1.385(7) . ?
C76 C77 1.389(8) . ?
C77 C78 1.377(8) . ?
C78 C79 1.378(8) . ?
C79 C80 1.401(7) . ?
C81 C86 1.396(7) . ?
C81 C82 1.399(7) . ?
C82 C83 1.401(7) . ?
C83 C84 1.367(8) . ?
C84 C85 1.373(8) . ?
C85 C86 1.383(7) . ?
C87 C88 1.392(6) . ?
C87 C92 1.399(6) . ?
C88 C89 1.388(7) . ?
C89 C90 1.377(8) . ?
C90 C91 1.377(8) . ?
C91 C92 1.390(7) . ?
C93 Cl1 1.700(6) . ?
C93 Cl2 1.734(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139180707
