#------------------------------------------------------------------------------
#$Date: 2025-04-05 05:43:16 +0200 (Sat 05 de Apr de 2025) $
#$Revision: 299008 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/35/7063530.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_7063530
loop_
_publ_author_name
'Saito, Ryota'
'Naito, Yuki'
'Yoshikawa, Yutaka'
'Yasui, Hiroyuki'
'Kikkawa, Shoko'
'Ju, Huiyeong'
'Ohba, Rintaro'
'Miyamoto, Tae'
'Sano, Shogo'
'Maeda, Kazuya'
'Tamura, Mako'
'Azumaya, Isao'
_publ_section_title
;
 Synthesis, crystal structure, and insulin-mimetic activity of zinc(ii)
 complexes with 4-alkyl- and 4,5-dialkyl-3-hydroxythiazole-2(3H)-thiones
 as a new class of hypoglycemic agent candidates
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1145
_journal_page_last               1158
_journal_paper_doi               10.1039/D4NJ04035J
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C25 H19 Cl2 N3 O2 S4 Zn'
_chemical_formula_sum            'C25 H19 Cl2 N3 O2 S4 Zn'
_chemical_formula_weight         657.97
_chemical_name_systematic
Bis[5-(4-chlorophenyl)-3-hydroxy-4-methylthiazole-2(3H)-thionolato]zinc(II)
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2kvp48
_audit_update_record
;
2024-08-22 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.948(2)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   13.8856(3)
_cell_length_b                   15.5863(4)
_cell_length_c                   12.3909(3)
_cell_measurement_reflns_used    14493
_cell_measurement_temperature    93
_cell_measurement_theta_max      29.58
_cell_measurement_theta_min      2.93
_cell_volume                     2678.15(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41661
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.612
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.459
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1336.00
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: pyridine'
_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.053
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     336
_refine_ls_number_reflns         6106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0248P)²+1.9448P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0696
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5064
_reflns_number_total             6106
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d4nj04035j2.cif
_cod_data_source_block           210816_Zn078-01_Py-TL_
_cod_depositor_comments
'Adding full bibliography for 7063530--7063535.cif.'
_cod_database_code               7063530
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +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_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
Zn1 Zn 0.30509(2) 0.84620(2) 0.48527(2) 0.01555(7) Uani 1 1 d . . . . .
Cl1 Cl -0.42796(4) 0.83015(4) 0.08535(5) 0.02873(13) Uani 1 1 d . . . . .
Cl2 Cl 1.03630(4) 0.89405(5) 0.87511(5) 0.03831(16) Uani 1 1 d . . . . .
S1 S -0.03339(4) 0.87444(3) 0.45440(4) 0.01724(11) Uani 1 1 d . . . . .
S2 S 0.16330(4) 0.89118(3) 0.57463(4) 0.01715(11) Uani 1 1 d . . . . .
S3 S 0.63749(3) 0.90102(3) 0.51438(4) 0.01758(11) Uani 1 1 d . . . . .
S4 S 0.44419(4) 0.88311(3) 0.38839(4) 0.01876(12) Uani 1 1 d . . . . .
O1 O 0.21706(9) 0.85202(9) 0.34490(11) 0.0185(3) Uani 1 1 d . . . . .
O2 O 0.38752(9) 0.87412(9) 0.62271(12) 0.0188(3) Uani 1 1 d . . . . .
N1 N 0.12296(11) 0.85649(10) 0.36365(13) 0.0147(3) Uani 1 1 d . . . . .
N2 N 0.48174(11) 0.88342(10) 0.60479(14) 0.0147(3) Uani 1 1 d . . . . .
N3 N 0.30490(11) 0.71228(10) 0.49840(14) 0.0166(4) Uani 1 1 d . . . . .
C1 C 0.09082(14) 0.87247(12) 0.46223(16) 0.0153(4) Uani 1 1 d . . . . .
C2 C -0.03792(14) 0.85564(12) 0.31533(16) 0.0148(4) Uani 1 1 d . . . . .
C3 C 0.05242(14) 0.84830(12) 0.27923(16) 0.0151(4) Uani 1 1 d . . . . .
C4 C 0.08487(15) 0.83881(15) 0.16746(17) 0.0222(5) Uani 1 1 d . . . . .
H4A H 0.104229 0.779237 0.155555 0.027 Uiso 1 1 calc R U . . .
H4B H 0.139858 0.876896 0.157459 0.027 Uiso 1 1 calc R U . . .
H4C H 0.031934 0.854055 0.115649 0.027 Uiso 1 1 calc R U . . .
C5 C -0.13261(14) 0.85064(12) 0.25586(17) 0.0164(4) Uani 1 1 d . . . . .
C6 C -0.21122(14) 0.89581(13) 0.29342(17) 0.0184(4) Uani 1 1 d . . . . .
H6 H -0.202287 0.931621 0.355162 0.022 Uiso 1 1 calc R U . . .
C7 C -0.30220(15) 0.88915(13) 0.24186(18) 0.0214(5) Uani 1 1 d . . . . .
H7 H -0.355412 0.919302 0.268668 0.026 Uiso 1 1 calc R U . . .
C8 C -0.31408(14) 0.83820(13) 0.15135(17) 0.0207(5) Uani 1 1 d . . . . .
C9 C -0.23778(15) 0.79322(13) 0.11155(17) 0.0204(4) Uani 1 1 d . . . . .
H9 H -0.247099 0.758874 0.048540 0.024 Uiso 1 1 calc R U . . .
C10 C -0.14725(14) 0.79869(13) 0.16459(17) 0.0191(4) Uani 1 1 d . . . . .
H10 H -0.094931 0.766842 0.138545 0.023 Uiso 1 1 calc R U . . .
C11 C 0.51429(14) 0.88896(12) 0.50493(16) 0.0153(4) Uani 1 1 d . . . . .
C12 C 0.64116(14) 0.89620(12) 0.65505(16) 0.0157(4) Uani 1 1 d . . . . .
C13 C 0.55076(14) 0.88706(12) 0.69085(16) 0.0153(4) Uani 1 1 d . . . . .
C14 C 0.51600(15) 0.88302(14) 0.80228(17) 0.0217(5) Uani 1 1 d . . . . .
H14A H 0.459266 0.919942 0.807211 0.026 Uiso 1 1 calc R U . . .
H14B H 0.567146 0.902720 0.853863 0.026 Uiso 1 1 calc R U . . .
H14C H 0.498686 0.823752 0.819197 0.026 Uiso 1 1 calc R U . . .
C15 C 0.73597(14) 0.89920(12) 0.71427(16) 0.0162(4) Uani 1 1 d . . . . .
C16 C 0.81287(14) 0.94102(12) 0.66809(17) 0.0178(4) Uani 1 1 d . . . . .
H16 H 0.801629 0.971016 0.601896 0.021 Uiso 1 1 calc R U . . .
C17 C 0.90541(14) 0.93979(13) 0.71670(17) 0.0197(4) Uani 1 1 d . . . . .
H17 H 0.957085 0.967784 0.683719 0.024 Uiso 1 1 calc R U . . .
C18 C 0.92085(14) 0.89714(14) 0.81376(18) 0.0220(5) Uani 1 1 d . . . . .
C19 C 0.84629(15) 0.85555(15) 0.86192(17) 0.0242(5) Uani 1 1 d . . . . .
H19 H 0.857899 0.826881 0.928985 0.029 Uiso 1 1 calc R U . . .
C20 C 0.75437(14) 0.85578(13) 0.81204(17) 0.0199(4) Uani 1 1 d . . . . .
H20 H 0.703542 0.826203 0.844579 0.024 Uiso 1 1 calc R U . . .
C21 C 0.33032(14) 0.67263(13) 0.59202(17) 0.0190(4) Uani 1 1 d . . . . .
H21 H 0.350197 0.706479 0.652919 0.023 Uiso 1 1 calc R U . . .
C22 C 0.32853(15) 0.58401(13) 0.60273(19) 0.0232(5) Uani 1 1 d . . . . .
H22 H 0.346816 0.557481 0.669708 0.028 Uiso 1 1 calc R U . . .
C23 C 0.29958(15) 0.53531(13) 0.51389(19) 0.0245(5) Uani 1 1 d . . . . .
H23 H 0.297862 0.474526 0.519107 0.029 Uiso 1 1 calc R U . . .
C24 C 0.27313(15) 0.57518(14) 0.41742(19) 0.0247(5) Uani 1 1 d . . . . .
H24 H 0.252914 0.542474 0.355648 0.030 Uiso 1 1 calc R U . . .
C25 C 0.27670(14) 0.66402(13) 0.41260(18) 0.0214(5) Uani 1 1 d . . . . .
H25 H 0.258578 0.691724 0.346341 0.026 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Zn Zn 0.2839 1.4301
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(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
O2 Zn1 O1 165.18(6) . . ?
O2 Zn1 N3 98.63(6) . . ?
O1 Zn1 N3 96.07(6) . . ?
O2 Zn1 S4 86.29(4) . . ?
O1 Zn1 S4 91.42(4) . . ?
N3 Zn1 S4 106.42(5) . . ?
O2 Zn1 S2 89.48(4) . . ?
O1 Zn1 S2 84.98(4) . . ?
N3 Zn1 S2 104.46(5) . . ?
S4 Zn1 S2 149.12(2) . . ?
C1 S1 C2 92.16(9) . . ?
C1 S2 Zn1 92.11(7) . . ?
C11 S3 C12 92.36(10) . . ?
C11 S4 Zn1 91.62(7) . . ?
N1 O1 Zn1 113.22(11) . . ?
N2 O2 Zn1 113.07(11) . . ?
O1 N1 C1 122.61(16) . . ?
O1 N1 C3 121.06(16) . . ?
C1 N1 C3 116.28(16) . . ?
C11 N2 O2 122.37(16) . . ?
C11 N2 C13 116.79(16) . . ?
O2 N2 C13 120.84(16) . . ?
C25 N3 C21 118.55(18) . . ?
C25 N3 Zn1 119.86(14) . . ?
C21 N3 Zn1 121.57(14) . . ?
N1 C1 S2 124.42(15) . . ?
N1 C1 S1 109.28(14) . . ?
S2 C1 S1 126.27(12) . . ?
C3 C2 C5 130.19(19) . . ?
C3 C2 S1 110.63(15) . . ?
C5 C2 S1 119.18(15) . . ?
C2 C3 N1 111.62(18) . . ?
C2 C3 C4 130.17(19) . . ?
N1 C3 C4 118.09(17) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 118.52(18) . . ?
C10 C5 C2 121.57(18) . . ?
C6 C5 C2 119.86(18) . . ?
C7 C6 C5 121.1(2) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C8 C7 C6 119.0(2) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 121.40(19) . . ?
C7 C8 Cl1 119.36(17) . . ?
C9 C8 Cl1 119.24(17) . . ?
C8 C9 C10 119.4(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C5 120.55(19) . . ?
C9 C10 H10 119.7 . . ?
C5 C10 H10 119.7 . . ?
N2 C11 S4 125.03(15) . . ?
N2 C11 S3 108.99(14) . . ?
S4 C11 S3 125.97(12) . . ?
C13 C12 C15 131.02(19) . . ?
C13 C12 S3 110.53(15) . . ?
C15 C12 S3 118.41(15) . . ?
C12 C13 N2 111.31(18) . . ?
C12 C13 C14 131.01(19) . . ?
N2 C13 C14 117.65(17) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 118.06(18) . . ?
C16 C15 C12 119.48(18) . . ?
C20 C15 C12 122.27(18) . . ?
C17 C16 C15 121.6(2) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C16 118.84(19) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C19 121.02(19) . . ?
C17 C18 Cl2 119.49(16) . . ?
C19 C18 Cl2 119.49(17) . . ?
C18 C19 C20 119.9(2) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C15 120.6(2) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?
N3 C21 C22 122.3(2) . . ?
N3 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C23 C22 C21 118.5(2) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 119.8(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 118.6(2) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
N3 C25 C24 122.3(2) . . ?
N3 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
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
Zn1 O2 2.0492(14) . ?
Zn1 O1 2.0758(14) . ?
Zn1 N3 2.0937(17) . ?
Zn1 S4 2.3960(6) . ?
Zn1 S2 2.4121(5) . ?
Cl1 C8 1.747(2) . ?
Cl2 C18 1.739(2) . ?
S1 C1 1.723(2) . ?
S1 C2 1.746(2) . ?
S2 C1 1.701(2) . ?
S3 C11 1.719(2) . ?
S3 C12 1.743(2) . ?
S4 C11 1.702(2) . ?
O1 N1 1.341(2) . ?
O2 N2 1.346(2) . ?
N1 C1 1.345(3) . ?
N1 C3 1.402(3) . ?
N2 C11 1.342(3) . ?
N2 C13 1.398(3) . ?
N3 C25 1.344(3) . ?
N3 C21 1.345(3) . ?
C2 C3 1.358(3) . ?
C2 C5 1.476(3) . ?
C3 C4 1.486(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C10 1.397(3) . ?
C5 C6 1.399(3) . ?
C6 C7 1.390(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.382(3) . ?
C9 C10 1.391(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C12 C13 1.360(3) . ?
C12 C15 1.475(3) . ?
C13 C14 1.487(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.398(3) . ?
C15 C20 1.400(3) . ?
C16 C17 1.391(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.388(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
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
Zn1 O1 N1 C1 12.2(2) . . . . ?
Zn1 O1 N1 C3 -170.63(13) . . . . ?
Zn1 O2 N2 C11 11.2(2) . . . . ?
Zn1 O2 N2 C13 -168.30(13) . . . . ?
O1 N1 C1 S2 1.4(3) . . . . ?
C3 N1 C1 S2 -175.87(14) . . . . ?
O1 N1 C1 S1 179.36(13) . . . . ?
C3 N1 C1 S1 2.1(2) . . . . ?
Zn1 S2 C1 N1 -11.32(17) . . . . ?
Zn1 S2 C1 S1 171.08(12) . . . . ?
C2 S1 C1 N1 -1.24(15) . . . . ?
C2 S1 C1 S2 176.66(14) . . . . ?
C1 S1 C2 C3 0.16(15) . . . . ?
C1 S1 C2 C5 -179.48(16) . . . . ?
C5 C2 C3 N1 -179.48(18) . . . . ?
S1 C2 C3 N1 0.9(2) . . . . ?
C5 C2 C3 C4 4.7(4) . . . . ?
S1 C2 C3 C4 -174.88(18) . . . . ?
O1 N1 C3 C2 -179.34(16) . . . . ?
C1 N1 C3 C2 -2.0(2) . . . . ?
O1 N1 C3 C4 -3.0(3) . . . . ?
C1 N1 C3 C4 174.36(17) . . . . ?
C3 C2 C5 C10 31.5(3) . . . . ?
S1 C2 C5 C10 -148.94(16) . . . . ?
C3 C2 C5 C6 -151.2(2) . . . . ?
S1 C2 C5 C6 28.3(2) . . . . ?
C10 C5 C6 C7 0.3(3) . . . . ?
C2 C5 C6 C7 -177.03(18) . . . . ?
C5 C6 C7 C8 -1.1(3) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C6 C7 C8 Cl1 -179.47(16) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
Cl1 C8 C9 C10 -179.27(15) . . . . ?
C8 C9 C10 C5 -1.5(3) . . . . ?
C6 C5 C10 C9 1.0(3) . . . . ?
C2 C5 C10 C9 178.26(18) . . . . ?
O2 N2 C11 S4 -1.4(3) . . . . ?
C13 N2 C11 S4 178.12(14) . . . . ?
O2 N2 C11 S3 179.61(13) . . . . ?
C13 N2 C11 S3 -0.9(2) . . . . ?
Zn1 S4 C11 N2 -7.15(17) . . . . ?
Zn1 S4 C11 S3 171.70(12) . . . . ?
C12 S3 C11 N2 1.00(15) . . . . ?
C12 S3 C11 S4 -178.01(14) . . . . ?
C11 S3 C12 C13 -0.90(15) . . . . ?
C11 S3 C12 C15 177.02(16) . . . . ?
C15 C12 C13 N2 -177.02(19) . . . . ?
S3 C12 C13 N2 0.5(2) . . . . ?
C15 C12 C13 C14 4.8(4) . . . . ?
S3 C12 C13 C14 -177.59(18) . . . . ?
C11 N2 C13 C12 0.2(2) . . . . ?
O2 N2 C13 C12 179.74(16) . . . . ?
C11 N2 C13 C14 178.65(17) . . . . ?
O2 N2 C13 C14 -1.9(3) . . . . ?
C13 C12 C15 C16 -155.2(2) . . . . ?
S3 C12 C15 C16 27.4(2) . . . . ?
C13 C12 C15 C20 29.9(3) . . . . ?
S3 C12 C15 C20 -147.48(17) . . . . ?
C20 C15 C16 C17 0.3(3) . . . . ?
C12 C15 C16 C17 -174.83(18) . . . . ?
C15 C16 C17 C18 -1.0(3) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C16 C17 C18 Cl2 179.40(16) . . . . ?
C17 C18 C19 C20 0.5(3) . . . . ?
Cl2 C18 C19 C20 -178.31(17) . . . . ?
C18 C19 C20 C15 -1.2(3) . . . . ?
C16 C15 C20 C19 0.9(3) . . . . ?
C12 C15 C20 C19 175.79(19) . . . . ?
C25 N3 C21 C22 0.1(3) . . . . ?
Zn1 N3 C21 C22 178.53(15) . . . . ?
N3 C21 C22 C23 0.0(3) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C21 N3 C25 C24 -0.1(3) . . . . ?
Zn1 N3 C25 C24 -178.55(15) . . . . ?
C23 C24 C25 N3 0.0(3) . . . . ?
