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#$Date: 2023-01-21 10:40:55 +0200 (Sat, 21 Jan 2023) $
#$Revision: 280494 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/65/8106521.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_8106521
loop_
_publ_author_name
'El-Hiti, Gamal A.'
'Abdel-Wahab, Bakr F.'
'Hegazy, Amany S.'
'Kariuki, Benson M.'
_publ_section_title
;
 Crystal structure of
 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-1,3,4-thiadiazol-2-amine,
 C23H16ClN5S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              317
_journal_page_last               319
_journal_paper_doi               10.1515/ncrs-2016-0259
_journal_volume                  232
_journal_year                    2017
_chemical_formula_moiety         'C23 H16 Cl N5 S'
_chemical_formula_sum            'C23 H16 Cl N5 S'
_chemical_formula_weight         429.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 97.646(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.8348(9)
_cell_length_b                   8.8376(3)
_cell_length_c                   23.8486(10)
_cell_measurement_reflns_used    6907
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.7890
_cell_measurement_theta_min      3.8350
_cell_volume                     4143.3(3)
_computing_cell_refinement       'CrysAlis PRO [9]'
_computing_data_collection       'CrysAlis PRO [9]'
_computing_data_reduction        'CrysAlis PRO [9]'
_computing_molecular_graphics    'ORTEP-3 for Windows [11]'
_computing_publication_material  'WinGX [11] and CHEMDRAW Ultra [12]'
_computing_structure_refinement  'SHELXS2013 [10]'
_computing_structure_solution    'SHELXS2013 [10]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            27827
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.906
_diffrn_reflns_theta_min         3.335
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.997
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       needle
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.144
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         10183
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0492
_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)+(0.0453P)²+1.4871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1276
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6661
_reflns_number_total             10183
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2016-0259_suppl.cif
_cod_data_source_block           bmk1582
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8106521
_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   0.925
_shelx_estimated_absorpt_t_max   0.957
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
C1 C 0.24211(11) 1.5782(2) 0.12747(8) 0.0460(5) Uani 1 1 d . . . . .
C2 C 0.22457(13) 1.5093(3) 0.17563(10) 0.0603(6) Uani 1 1 d . . . . .
H2 H 0.2315 1.4060 0.1811 0.072 Uiso 1 1 calc R U . . .
C3 C 0.19674(14) 1.5939(3) 0.21555(10) 0.0669(7) Uani 1 1 d . . . . .
H3 H 0.1856 1.5469 0.2480 0.080 Uiso 1 1 calc R U . . .
C4 C 0.18533(13) 1.7451(3) 0.20824(10) 0.0649(6) Uani 1 1 d . . . . .
H4 H 0.1659 1.8008 0.2351 0.078 Uiso 1 1 calc R U . . .
C5 C 0.20298(15) 1.8143(3) 0.16048(11) 0.0717(7) Uani 1 1 d . . . . .
H5 H 0.1956 1.9175 0.1552 0.086 Uiso 1 1 calc R U . . .
C6 C 0.23132(13) 1.7325(2) 0.12074(10) 0.0599(6) Uani 1 1 d . . . . .
H6 H 0.2434 1.7810 0.0889 0.072 Uiso 1 1 calc R U . . .
C7 C 0.29496(11) 1.3636(2) 0.08005(8) 0.0467(5) Uani 1 1 d . . . . .
C8 C 0.34536(11) 1.1181(2) 0.08771(9) 0.0489(5) Uani 1 1 d . . . . .
C9 C 0.37712(11) 0.9760(2) 0.10773(9) 0.0490(5) Uani 1 1 d . . . . .
C10 C 0.40845(12) 0.8662(2) 0.07793(10) 0.0554(5) Uani 1 1 d . . . . .
H10 H 0.4124 0.8657 0.0395 0.066 Uiso 1 1 calc R U . . .
C11 C 0.43206(11) 0.7591(2) 0.11730(9) 0.0489(5) Uani 1 1 d . . . . .
C12 C 0.46579(11) 0.6136(2) 0.10954(9) 0.0506(5) Uani 1 1 d . . . . .
C13 C 0.51383(12) 0.6040(3) 0.07242(10) 0.0598(6) Uani 1 1 d . . . . .
H13 H 0.5260 0.6904 0.0539 0.072 Uiso 1 1 calc R U . . .
C14 C 0.54393(13) 0.4663(3) 0.06270(11) 0.0647(6) Uani 1 1 d . . . . .
H14 H 0.5756 0.4601 0.0374 0.078 Uiso 1 1 calc R U . . .
C15 C 0.52673(13) 0.3407(3) 0.09049(10) 0.0617(6) Uani 1 1 d . . . . .
C16 C 0.47931(12) 0.3463(2) 0.12778(10) 0.0594(6) Uani 1 1 d . . . . .
H16 H 0.4680 0.2594 0.1464 0.071 Uiso 1 1 calc R U . . .
C17 C 0.44878(12) 0.4832(2) 0.13702(10) 0.0551(5) Uani 1 1 d . . . . .
H17 H 0.4165 0.4880 0.1619 0.066 Uiso 1 1 calc R U . . .
C18 C 0.43127(11) 0.7451(2) 0.22323(9) 0.0466(5) Uani 1 1 d . . . . .
C19 C 0.49753(12) 0.7012(3) 0.24166(10) 0.0587(6) Uani 1 1 d . . . . .
H19 H 0.5312 0.7125 0.2184 0.070 Uiso 1 1 calc R U . . .
C20 C 0.51278(16) 0.6402(3) 0.29527(12) 0.0760(8) Uani 1 1 d . . . . .
H20 H 0.5569 0.6087 0.3079 0.091 Uiso 1 1 calc R U . . .
C21 C 0.46357(18) 0.6261(3) 0.32967(13) 0.0869(9) Uani 1 1 d . . . . .
H21 H 0.4744 0.5856 0.3657 0.104 Uiso 1 1 calc R U . . .
C22 C 0.39786(17) 0.6715(3) 0.31134(12) 0.0820(8) Uani 1 1 d . . . . .
H22 H 0.3646 0.6630 0.3352 0.098 Uiso 1 1 calc R U . . .
C23 C 0.38130(13) 0.7297(3) 0.25744(11) 0.0600(6) Uani 1 1 d . . . . .
H23 H 0.3368 0.7581 0.2445 0.072 Uiso 1 1 calc R U . . .
C24 C 0.69815(10) 0.5923(2) 0.12635(8) 0.0453(5) Uani 1 1 d . . . . .
C25 C 0.69579(12) 0.5232(3) 0.17819(9) 0.0560(6) Uani 1 1 d . . . . .
H25 H 0.7009 0.4189 0.1817 0.067 Uiso 1 1 calc R U . . .
C26 C 0.68579(13) 0.6095(3) 0.22481(10) 0.0621(6) Uani 1 1 d . . . . .
H26 H 0.6850 0.5627 0.2597 0.075 Uiso 1 1 calc R U . . .
C27 C 0.67701(13) 0.7630(3) 0.22018(11) 0.0626(6) Uani 1 1 d . . . . .
H27 H 0.6704 0.8205 0.2517 0.075 Uiso 1 1 calc R U . . .
C28 C 0.67809(13) 0.8310(3) 0.16841(11) 0.0624(6) Uani 1 1 d . . . . .
H28 H 0.6715 0.9350 0.1649 0.075 Uiso 1 1 calc R U . . .
C29 C 0.68875(12) 0.7476(2) 0.12188(10) 0.0534(5) Uani 1 1 d . . . . .
H29 H 0.6897 0.7954 0.0872 0.064 Uiso 1 1 calc R U . . .
C30 C 0.72772(11) 0.3721(2) 0.06818(8) 0.0460(5) Uani 1 1 d . . . . .
C31 C 0.77591(11) 0.1258(2) 0.06346(8) 0.0464(5) Uani 1 1 d . . . . .
C32 C 0.81204(11) -0.0165(2) 0.07216(8) 0.0455(5) Uani 1 1 d . . . . .
C33 C 0.82315(11) -0.1264(2) 0.03206(9) 0.0503(5) Uani 1 1 d . . . . .
H33 H 0.8083 -0.1243 -0.0066 0.060 Uiso 1 1 calc R U . . .
C34 C 0.86055(11) -0.2379(2) 0.06173(9) 0.0461(5) Uani 1 1 d . . . . .
C35 C 0.88346(11) -0.3838(2) 0.04055(9) 0.0490(5) Uani 1 1 d . . . . .
C36 C 0.89623(12) -0.3936(3) -0.01508(10) 0.0598(6) Uani 1 1 d . . . . .
H36 H 0.8922 -0.3074 -0.0376 0.072 Uiso 1 1 calc R U . . .
C37 C 0.91496(13) -0.5293(3) -0.03778(11) 0.0665(7) Uani 1 1 d . . . . .
H37 H 0.9229 -0.5345 -0.0753 0.080 Uiso 1 1 calc R U . . .
C38 C 0.92168(12) -0.6556(3) -0.00414(12) 0.0615(6) Uani 1 1 d . . . . .
C39 C 0.90950(12) -0.6500(3) 0.05095(11) 0.0616(6) Uani 1 1 d . . . . .
H39 H 0.9145 -0.7364 0.0734 0.074 Uiso 1 1 calc R U . . .
C40 C 0.88962(5) -0.51452(10) 0.07312(4) 0.0558(6) Uani 1 1 d . . . . .
H40 H 0.8803 -0.5112 0.1103 0.067 Uiso 1 1 calc R U . . .
C41 C 0.90500(5) -0.25945(10) 0.16613(4) 0.0451(5) Uani 1 1 d R . . . .
C42 C 0.97155(5) -0.31118(10) 0.16891(4) 0.0659(6) Uani 1 1 d R . . . .
H42 H 0.9955 -0.2972 0.1383 0.079 Uiso 1 1 calc R U . . .
C43 C 1.00226(5) -0.38380(10) 0.21739(4) 0.0781(8) Uani 1 1 d R . . . .
H43 H 1.0468 -0.4184 0.2193 0.094 Uiso 1 1 calc R U . . .
C44 C 0.96644(5) -0.40469(10) 0.26307(4) 0.0771(8) Uani 1 1 d R . . . .
H44 H 0.9870 -0.4533 0.2955 0.093 Uiso 1 1 calc R U . . .
C45 C 0.89990(5) -0.35295(10) 0.26029(4) 0.0706(7) Uani 1 1 d R . . . .
H45 H 0.8759 -0.3669 0.2909 0.085 Uiso 1 1 calc R U . . .
C46 C 0.86918(5) -0.28033(10) 0.21181(4) 0.0555(5) Uani 1 1 d R . . . .
H46 H 0.8247 -0.2457 0.2099 0.067 Uiso 1 1 calc R U . . .
N1 N 0.26926(10) 1.50409(18) 0.08357(7) 0.0521(4) Uani 1 1 d . . . . .
H1 H 0.2696 1.5578 0.0535 0.062 Uiso 1 1 calc R U . . .
N2 N 0.31817(10) 1.31961(19) 0.03348(7) 0.0535(5) Uani 1 1 d . . . . .
N3 N 0.34769(10) 1.17836(19) 0.03870(7) 0.0553(5) Uani 1 1 d . . . . .
N4 N 0.38073(9) 0.94219(18) 0.16249(7) 0.0477(4) Uani 1 1 d . . . . .
N5 N 0.41448(9) 0.80814(18) 0.16768(7) 0.0461(4) Uani 1 1 d . . . . .
N6 N 0.70767(9) 0.51543(19) 0.07662(7) 0.0510(4) Uani 1 1 d . . . . .
H6A H 0.6993 0.5686 0.0463 0.061 Uiso 1 1 calc R U . . .
N7 N 0.72575(10) 0.32082(19) 0.01643(7) 0.0545(5) Uani 1 1 d . . . . .
N8 N 0.75392(10) 0.17976(19) 0.01409(7) 0.0548(5) Uani 1 1 d . . . . .
N9 N 0.84089(9) -0.05410(18) 0.12387(7) 0.0461(4) Uani 1 1 d . . . . .
N10 N 0.87069(9) -0.18991(18) 0.11698(7) 0.0463(4) Uani 1 1 d . . . . .
S1 S 0.30460(3) 1.22919(6) 0.13349(2) 0.05229(15) Uani 1 1 d . . . . .
S2 S 0.76268(3) 0.24453(6) 0.11947(2) 0.04918(14) Uani 1 1 d . . . . .
Cl1 Cl 0.56410(4) 0.16672(9) 0.07866(3) 0.0902(3) Uani 1 1 d . . . . .
Cl2 Cl 0.94636(4) -0.82648(8) -0.03139(4) 0.0934(3) 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 0.0033 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'
S S 0.1246 0.1234 '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'
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
C2 C1 C6 118.5(2) . .
C2 C1 N1 125.30(19) . .
C6 C1 N1 116.20(18) . .
C3 C2 C1 120.0(2) . .
C3 C2 H2 120.0 . .
C1 C2 H2 120.0 . .
C4 C3 C2 121.2(2) . .
C4 C3 H3 119.4 . .
C2 C3 H3 119.4 . .
C3 C4 C5 119.0(2) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
C6 C5 C4 120.7(2) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C5 C6 C1 120.7(2) . .
C5 C6 H6 119.7 . .
C1 C6 H6 119.7 . .
N2 C7 N1 120.12(18) . .
N2 C7 S1 113.63(15) . .
N1 C7 S1 126.19(16) . .
N3 C8 C9 125.9(2) . .
N3 C8 S1 114.20(15) . .
C9 C8 S1 119.73(16) . .
N4 C9 C10 111.91(18) . .
N4 C9 C8 118.65(19) . .
C10 C9 C8 129.4(2) . .
C11 C10 C9 105.4(2) . .
C11 C10 H10 127.3 . .
C9 C10 H10 127.3 . .
N5 C11 C10 106.26(18) . .
N5 C11 C12 124.12(19) . .
C10 C11 C12 129.5(2) . .
C13 C12 C17 118.8(2) . .
C13 C12 C11 119.7(2) . .
C17 C12 C11 121.5(2) . .
C12 C13 C14 120.5(2) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
C15 C14 C13 119.5(2) . .
C15 C14 H14 120.2 . .
C13 C14 H14 120.2 . .
C14 C15 C16 121.5(2) . .
C14 C15 Cl1 120.1(2) . .
C16 C15 Cl1 118.5(2) . .
C15 C16 C17 119.0(2) . .
C15 C16 H16 120.5 . .
C17 C16 H16 120.5 . .
C16 C17 C12 120.7(2) . .
C16 C17 H17 119.6 . .
C12 C17 H17 119.6 . .
C23 C18 C19 120.9(2) . .
C23 C18 N5 119.4(2) . .
C19 C18 N5 119.7(2) . .
C20 C19 C18 119.0(2) . .
C20 C19 H19 120.5 . .
C18 C19 H19 120.5 . .
C21 C20 C19 120.4(3) . .
C21 C20 H20 119.8 . .
C19 C20 H20 119.8 . .
C20 C21 C22 120.4(3) . .
C20 C21 H21 119.8 . .
C22 C21 H21 119.8 . .
C21 C22 C23 120.0(3) . .
C21 C22 H22 120.0 . .
C23 C22 H22 120.0 . .
C18 C23 C22 119.3(2) . .
C18 C23 H23 120.4 . .
C22 C23 H23 120.4 . .
C25 C24 C29 118.97(19) . .
C25 C24 N6 124.49(19) . .
C29 C24 N6 116.52(18) . .
C26 C25 C24 120.0(2) . .
C26 C25 H25 120.0 . .
C24 C25 H25 120.0 . .
C27 C26 C25 120.7(2) . .
C27 C26 H26 119.6 . .
C25 C26 H26 119.6 . .
C26 C27 C28 119.2(2) . .
C26 C27 H27 120.4 . .
C28 C27 H27 120.4 . .
C29 C28 C27 120.9(2) . .
C29 C28 H28 119.5 . .
C27 C28 H28 119.5 . .
C28 C29 C24 120.2(2) . .
C28 C29 H29 119.9 . .
C24 C29 H29 119.9 . .
N7 C30 N6 119.47(17) . .
N7 C30 S2 113.43(15) . .
N6 C30 S2 126.95(16) . .
N8 C31 C32 123.50(19) . .
N8 C31 S2 114.12(15) . .
C32 C31 S2 122.29(15) . .
N9 C32 C33 111.87(18) . .
N9 C32 C31 119.52(18) . .
C33 C32 C31 128.60(19) . .
C34 C33 C32 105.60(18) . .
C34 C33 H33 127.2 . .
C32 C33 H33 127.2 . .
C33 C34 N10 105.87(17) . .
C33 C34 C35 128.3(2) . .
N10 C34 C35 125.78(19) . .
C36 C35 C40 118.02(18) . .
C36 C35 C34 119.0(2) . .
C40 C35 C34 122.87(18) . .
C35 C36 C37 121.4(2) . .
C35 C36 H36 119.3 . .
C37 C36 H36 119.3 . .
C38 C37 C36 119.1(2) . .
C38 C37 H37 120.5 . .
C36 C37 H37 120.5 . .
C39 C38 C37 121.1(2) . .
C39 C38 Cl2 119.0(2) . .
C37 C38 Cl2 119.9(2) . .
C38 C39 C40 119.5(2) . .
C38 C39 H39 120.2 . .
C40 C39 H39 120.2 . .
C39 C40 C35 120.87(16) . .
C39 C40 H40 119.6 . .
C35 C40 H40 119.6 . .
C42 C41 C46 120.0 . .
C42 C41 N10 122.10(8) . .
C46 C41 N10 117.85(8) . .
C43 C42 C41 120.0 . .
C43 C42 H42 120.0 . .
C41 C42 H42 120.0 . .
C42 C43 C44 120.0 . .
C42 C43 H43 120.0 . .
C44 C43 H43 120.0 . .
C45 C44 C43 120.0 . .
C45 C44 H44 120.0 . .
C43 C44 H44 120.0 . .
C44 C45 C46 120.0 . .
C44 C45 H45 120.0 . .
C46 C45 H45 120.0 . .
C45 C46 C41 120.0 . .
C45 C46 H46 120.0 . .
C41 C46 H46 120.0 . .
C7 N1 C1 131.47(17) . .
C7 N1 H1 114.3 . .
C1 N1 H1 114.3 . .
C7 N2 N3 112.56(16) . .
C8 N3 N2 112.94(18) . .
C9 N4 N5 104.28(16) . .
N4 N5 C11 112.15(16) . .
N4 N5 C18 118.29(16) . .
C11 N5 C18 129.35(17) . .
C30 N6 C24 131.01(17) . .
C30 N6 H6A 114.5 . .
C24 N6 H6A 114.5 . .
C30 N7 N8 113.05(16) . .
C31 N8 N7 112.90(17) . .
C32 N9 N10 104.41(16) . .
N9 N10 C34 112.24(16) . .
N9 N10 C41 116.93(14) . .
C34 N10 C41 130.81(15) . .
C7 S1 C8 86.59(10) . .
C30 S2 C31 86.44(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.385(3) .
C1 C6 1.386(3) .
C1 N1 1.402(3) .
C2 C3 1.382(3) .
C2 H2 0.9300 .
C3 C4 1.362(3) .
C3 H3 0.9300 .
C4 C5 1.378(3) .
C4 H4 0.9300 .
C5 C6 1.371(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 N2 1.317(3) .
C7 N1 1.349(3) .
C7 S1 1.734(2) .
C8 N3 1.291(3) .
C8 C9 1.457(3) .
C8 S1 1.745(2) .
C9 N4 1.332(3) .
C9 C10 1.397(3) .
C10 C11 1.371(3) .
C10 H10 0.9300 .
C11 N5 1.365(3) .
C11 C12 1.473(3) .
C12 C13 1.387(3) .
C12 C17 1.389(3) .
C13 C14 1.388(3) .
C13 H13 0.9300 .
C14 C15 1.359(4) .
C14 H14 0.9300 .
C15 C16 1.379(3) .
C15 Cl1 1.746(2) .
C16 C17 1.383(3) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 C23 1.372(3) .
C18 C19 1.384(3) .
C18 N5 1.435(3) .
C19 C20 1.383(3) .
C19 H19 0.9300 .
C20 C21 1.362(4) .
C20 H20 0.9300 .
C21 C22 1.378(4) .
C21 H21 0.9300 .
C22 C23 1.383(4) .
C22 H22 0.9300 .
C23 H23 0.9300 .
C24 C25 1.385(3) .
C24 C29 1.388(3) .
C24 N6 1.401(2) .
C25 C26 1.384(3) .
C25 H25 0.9300 .
C26 C27 1.370(3) .
C26 H26 0.9300 .
C27 C28 1.376(3) .
C27 H27 0.9300 .
C28 C29 1.372(3) .
C28 H28 0.9300 .
C29 H29 0.9300 .
C30 N7 1.310(3) .
C30 N6 1.351(2) .
C30 S2 1.738(2) .
C31 N8 1.291(2) .
C31 C32 1.449(3) .
C31 S2 1.746(2) .
C32 N9 1.331(2) .
C32 C33 1.401(3) .
C33 C34 1.372(3) .
C33 H33 0.9300 .
C34 N10 1.373(3) .
C34 C35 1.478(3) .
C35 C36 1.386(3) .
C35 C40 1.389(2) .
C36 C37 1.386(3) .
C36 H36 0.9300 .
C37 C38 1.371(4) .
C37 H37 0.9300 .
C38 C39 1.368(3) .
C38 Cl2 1.740(2) .
C39 C40 1.387(2) .
C39 H39 0.9300 .
C40 H40 0.9300 .
C41 C42 1.3900 .
C41 C46 1.3900 .
C41 N10 1.4150(19) .
C42 C43 1.3900 .
C42 H42 0.9300 .
C43 C44 1.3900 .
C43 H43 0.9300 .
C44 C45 1.3900 .
C44 H44 0.9300 .
C45 C46 1.3900 .
C45 H45 0.9300 .
C46 H46 0.9300 .
N1 H1 0.8600 .
N2 N3 1.377(2) .
N4 N5 1.358(2) .
N6 H6A 0.8600 .
N7 N8 1.370(2) .
N9 N10 1.358(2) .
