# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_210816_Zn078-01_Py-TL_
_audit_block_doi                 10.5517/ccdc.csd.cc2kvp48
_database_code_depnum_ccdc_archive 'CCDC 2379130'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Faculty of Pharmaceutical Sciences, Toho University
Japan
;
_audit_update_record             
;
2024-08-22 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C25 H19 Cl2 N3 O2 S4 Zn'
_chemical_formula_moiety         'C25 H19 Cl2 N3 O2 S4 Zn'
_chemical_formula_weight         657.97
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
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
#------------------------------------------------------------------------------
_cell_length_a                   13.8856(3)
_cell_length_b                   15.5863(4)
_cell_length_c                   12.3909(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.948(2)
_cell_angle_gamma                90.0000
_cell_volume                     2678.15(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14493
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      29.58
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.053
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1336.00
_exptl_absorpt_coefficient_mu    1.459
_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_absorpt_correction_T_min  0.655
_exptl_absorpt_correction_T_max  0.926

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            41661
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.612
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6106
_reflns_number_gt                5064
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0696
_refine_ls_wR_factor_gt          0.0662
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6106
_refine_ls_number_parameters     336
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0248P)²+1.9448P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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_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_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) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
Bis[5-(4-chlorophenyl)-3-hydroxy-4-methylthiazole-2(3H)-thionolato]zinc(II)
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pyridine'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_21RO
_audit_block_doi                 10.5517/ccdc.csd.cc2l01sg
_database_code_depnum_ccdc_archive 'CCDC 2383335'
loop_
_audit_author_name
_audit_author_address
'Huieyong Ju'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Bis[3-hydroxy-4,5-dimethyl-2-thioxo-3-thiazololato]zinc(II)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H12 N2 O2 S4 Zn'
_chemical_formula_sum            'C10 H12 N2 O2 S4 Zn'
_chemical_formula_weight         385.83

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6997(5)
_cell_length_b                   7.5824(3)
_cell_length_c                   17.0546(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.7288(6)
_cell_angle_gamma                90
_cell_volume                     1432.83(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    5729
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      28.29

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.403
_exptl_crystal_size_mid          0.263
_exptl_crystal_size_min          0.203
_exptl_absorpt_coefficient_mu    2.293
_shelx_estimated_absorpt_T_min   0.458
_shelx_estimated_absorpt_T_max   0.653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7993
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.522
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2810
_reflns_number_gt                2660
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+3.2295P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2810
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.27304(3) 0.37067(4) 0.04250(2) 0.01415(12) Uani 1 1 d . . . . .
S1 S 0.48021(6) 0.32474(9) 0.09622(4) 0.01450(16) Uani 1 1 d . . . . .
S2 S 0.60645(6) 0.17585(9) -0.02159(4) 0.01430(16) Uani 1 1 d . . . . .
S3 S 0.18203(6) 0.60866(9) 0.08233(4) 0.01537(16) Uani 1 1 d . . . . .
S4 S -0.02959(6) 0.53829(9) 0.14571(4) 0.01538(16) Uani 1 1 d . . . . .
O1 O 0.27822(17) 0.3165(3) -0.06955(12) 0.0171(4) Uani 1 1 d . . . . .
O2 O 0.15941(17) 0.2078(3) 0.07159(12) 0.0162(4) Uani 1 1 d . . . . .
N1 N 0.38879(19) 0.2616(3) -0.06747(13) 0.0124(4) Uani 1 1 d . . . . .
N2 N 0.08090(19) 0.2976(3) 0.09997(13) 0.0122(4) Uani 1 1 d . . . . .
C1 C 0.4835(2) 0.2581(3) 0.00114(16) 0.0118(5) Uani 1 1 d . . . . .
C2 C 0.5231(3) 0.1503(4) -0.12586(17) 0.0149(5) Uani 1 1 d . . . . .
C3 C 0.4081(2) 0.2022(4) -0.13996(16) 0.0141(5) Uani 1 1 d . . . . .
C4 C 0.5817(3) 0.0809(4) -0.18592(18) 0.0196(6) Uani 1 1 d . . . . .
H4A H 0.6667 0.0547 -0.1565 0.029 Uiso 1 1 calc R U . . .
H4B H 0.5404 -0.0270 -0.2118 0.029 Uiso 1 1 calc R U . . .
H4C H 0.5763 0.1697 -0.2287 0.029 Uiso 1 1 calc R U . . .
C5 C 0.3047(3) 0.2037(4) -0.21879(17) 0.0206(6) Uani 1 1 d . . . . .
H5A H 0.2327 0.2495 -0.2082 0.031 Uiso 1 1 calc R U . . .
H5B H 0.3244 0.2792 -0.2593 0.031 Uiso 1 1 calc R U . . .
H5C H 0.2891 0.0834 -0.2406 0.031 Uiso 1 1 calc R U . . .
C6 C 0.0830(2) 0.4721(4) 0.10795(16) 0.0133(5) Uani 1 1 d . . . . .
C7 C -0.0767(2) 0.3218(4) 0.15002(16) 0.0149(5) Uani 1 1 d . . . . .
C8 C -0.0089(2) 0.2085(4) 0.12281(16) 0.0139(5) Uani 1 1 d . . . . .
C9 C -0.1833(2) 0.2840(4) 0.17822(18) 0.0193(6) Uani 1 1 d . . . . .
H9A H -0.2131 0.3945 0.1943 0.029 Uiso 1 1 calc R U . . .
H9B H -0.2474 0.2289 0.1330 0.029 Uiso 1 1 calc R U . . .
H9C H -0.1590 0.2038 0.2258 0.029 Uiso 1 1 calc R U . . .
C10 C -0.0190(3) 0.0137(4) 0.11242(19) 0.0209(6) Uani 1 1 d . . . . .
H10A H 0.0445 -0.0293 0.0912 0.031 Uiso 1 1 calc R U . . .
H10B H -0.0099 -0.0416 0.1660 0.031 Uiso 1 1 calc R U . . .
H10C H -0.0982 -0.0163 0.0732 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 O1 1.974(2) . ?
Zn1 O2 1.9907(19) . ?
Zn1 S3 2.3057(7) . ?
Zn1 S1 2.3258(7) . ?
S1 C1 1.711(3) . ?
S2 C1 1.722(3) . ?
S2 C2 1.743(3) . ?
S3 C6 1.712(3) . ?
S4 C6 1.716(3) . ?
S4 C7 1.741(3) . ?
O1 N1 1.349(3) . ?
O2 N2 1.352(3) . ?
N1 C1 1.329(3) . ?
N1 C3 1.401(3) . ?
N2 C6 1.330(4) . ?
N2 C8 1.405(3) . ?
C2 C3 1.347(4) . ?
C2 C4 1.499(4) . ?
C3 C5 1.492(4) . ?
C7 C8 1.349(4) . ?
C7 C9 1.501(4) . ?
C8 C10 1.488(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 Zn1 O2 110.03(8) . . ?
O1 Zn1 S3 127.49(6) . . ?
O2 Zn1 S3 90.21(6) . . ?
O1 Zn1 S1 89.89(6) . . ?
O2 Zn1 S1 120.25(6) . . ?
S3 Zn1 S1 121.50(3) . . ?
C1 S1 Zn1 90.51(9) . . ?
C1 S2 C2 92.04(13) . . ?
C6 S3 Zn1 90.94(9) . . ?
C6 S4 C7 91.81(13) . . ?
N1 O1 Zn1 111.48(15) . . ?
N2 O2 Zn1 111.19(15) . . ?
C1 N1 O1 123.5(2) . . ?
C1 N1 C3 116.5(2) . . ?
O1 N1 C3 120.1(2) . . ?
C6 N2 O2 123.1(2) . . ?
C6 N2 C8 116.2(2) . . ?
O2 N2 C8 120.7(2) . . ?
N1 C1 S1 124.2(2) . . ?
N1 C1 S2 109.26(19) . . ?
S1 C1 S2 126.53(16) . . ?
C3 C2 C4 129.1(3) . . ?
C3 C2 S2 110.5(2) . . ?
C4 C2 S2 120.5(2) . . ?
C2 C3 N1 111.8(2) . . ?
C2 C3 C5 129.6(3) . . ?
N1 C3 C5 118.6(2) . . ?
N2 C6 S3 124.6(2) . . ?
N2 C6 S4 109.77(19) . . ?
S3 C6 S4 125.66(17) . . ?
C8 C7 C9 129.0(3) . . ?
C8 C7 S4 110.9(2) . . ?
C9 C7 S4 120.0(2) . . ?
C7 C8 N2 111.3(2) . . ?
C7 C8 C10 129.8(3) . . ?
N2 C8 C10 118.8(2) . . ?

_refine_diff_density_max         0.756
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.120


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/n-hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa_a
_audit_block_doi                 10.5517/ccdc.csd.cc2l01f3
_database_code_depnum_ccdc_archive 'CCDC 2383324'
loop_
_audit_author_name
_audit_author_address
'Huieyong Ju'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Bis[4-ethyl-3-hydroxy-5-methylthiazole-2(3H)-thionolato]zinc(II)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 N2 O2 S4 Zn'
_chemical_formula_sum            'C12 H16 N2 O2 S4 Zn'
_chemical_formula_weight         413.88

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5733(16)
_cell_length_b                   8.7066(19)
_cell_length_c                   13.442(3)
_cell_angle_alpha                78.741(2)
_cell_angle_beta                 74.963(2)
_cell_angle_gamma                88.673(3)
_cell_volume                     839.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1953
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      27.89

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.109
_exptl_absorpt_coefficient_mu    1.964
_shelx_estimated_absorpt_T_min   0.684
_shelx_estimated_absorpt_T_max   0.814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6376
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8842
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.600
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3303
_reflns_number_gt                2459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0458P)²+0.7684P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3303
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.23479(6) 0.65800(5) 0.27389(3) 0.02137(14) Uani 1 1 d . . . . .
S1 S 0.05792(13) 0.78155(12) 0.16678(7) 0.0231(2) Uani 1 1 d . . . . .
S2 S 0.24469(13) 0.89835(11) -0.06676(7) 0.0219(2) Uani 1 1 d . . . . .
S3 S 0.22269(13) 0.41139(11) 0.37924(7) 0.0221(2) Uani 1 1 d . . . . .
S4 S 0.25753(13) 0.39540(11) 0.60292(7) 0.0224(2) Uani 1 1 d . . . . .
O1 O 0.4558(3) 0.6996(3) 0.15268(19) 0.0228(6) Uani 1 1 d . . . . .
O2 O 0.2502(4) 0.7566(3) 0.39124(19) 0.0250(6) Uani 1 1 d . . . . .
N1 N 0.4139(4) 0.7700(3) 0.0632(2) 0.0175(6) Uani 1 1 d . . . . .
N2 N 0.2542(4) 0.6483(3) 0.4779(2) 0.0173(6) Uani 1 1 d . . . . .
C1 C 0.2450(5) 0.8107(4) 0.0599(3) 0.0199(8) Uani 1 1 d . . . . .
C2 C 0.4793(5) 0.8763(4) -0.1108(3) 0.0206(8) Uani 1 1 d . . . . .
C3 C 0.5783(6) 0.9320(5) -0.2252(3) 0.0285(9) Uani 1 1 d . . . . .
H3A H 0.4912 0.9798 -0.2639 0.043 Uiso 1 1 calc R U . . .
H3B H 0.6740 1.0096 -0.2309 0.043 Uiso 1 1 calc R U . . .
H3C H 0.6340 0.8427 -0.2549 0.043 Uiso 1 1 calc R U . . .
C4 C 0.5495(5) 0.8047(4) -0.0319(3) 0.0184(8) Uani 1 1 d . . . . .
C5 C 0.7397(5) 0.7517(4) -0.0352(3) 0.0234(8) Uani 1 1 d . . . . .
H5A H 0.7701 0.7642 0.0301 0.028 Uiso 1 1 calc R U . . .
H5B H 0.8267 0.8187 -0.0951 0.028 Uiso 1 1 calc R U . . .
C6 C 0.7619(6) 0.5804(5) -0.0469(3) 0.0309(10) Uani 1 1 d . . . . .
H6A H 0.8880 0.5501 -0.0488 0.046 Uiso 1 1 calc R U . . .
H6B H 0.6777 0.5135 0.0129 0.046 Uiso 1 1 calc R U . . .
H6C H 0.7342 0.5680 -0.1122 0.046 Uiso 1 1 calc R U . . .
C7 C 0.2448(5) 0.4955(4) 0.4810(3) 0.0201(8) Uani 1 1 d . . . . .
C8 C 0.2715(5) 0.5700(5) 0.6459(3) 0.0225(8) Uani 1 1 d . . . . .
C9 C 0.2766(5) 0.5673(5) 0.7576(3) 0.0265(9) Uani 1 1 d . . . . .
H9A H 0.2770 0.4585 0.7945 0.040 Uiso 1 1 calc R U . . .
H9B H 0.3874 0.6230 0.7577 0.040 Uiso 1 1 calc R U . . .
H9C H 0.1686 0.6185 0.7932 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2694(5) 0.6941(4) 0.5697(3) 0.0206(8) Uani 1 1 d . . . . .
C11 C 0.2772(6) 0.8651(5) 0.5727(3) 0.0286(9) Uani 1 1 d . . . . .
H11A H 0.3210 0.9254 0.5000 0.034 Uiso 1 1 calc R U . . .
H11B H 0.3667 0.8829 0.6117 0.034 Uiso 1 1 calc R U . . .
C12 C 0.0918(7) 0.9266(6) 0.6245(5) 0.0561(15) Uani 1 1 d . . . . .
H12A H 0.1048 1.0383 0.6243 0.084 Uiso 1 1 calc R U . . .
H12B H 0.0031 0.9116 0.5853 0.084 Uiso 1 1 calc R U . . .
H12C H 0.0488 0.8690 0.6971 0.084 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 1.967(3) . ?
Zn1 O1 1.993(3) . ?
Zn1 S1 2.3138(11) . ?
Zn1 S3 2.3191(11) . ?
S1 C1 1.719(4) . ?
S2 C1 1.725(4) . ?
S2 C2 1.740(4) . ?
S3 C7 1.718(4) . ?
S4 C7 1.725(4) . ?
S4 C8 1.743(4) . ?
O1 N1 1.350(4) . ?
O2 N2 1.355(4) . ?
N1 C1 1.329(5) . ?
N1 C4 1.401(4) . ?
N2 C7 1.326(5) . ?
N2 C10 1.401(4) . ?
C2 C4 1.348(5) . ?
C2 C3 1.514(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.495(5) . ?
C5 C6 1.531(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C10 1.338(5) . ?
C8 C9 1.507(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.500(5) . ?
C11 C12 1.532(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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 113.37(11) . . ?
O2 Zn1 S1 116.50(8) . . ?
O1 Zn1 S1 89.75(8) . . ?
O2 Zn1 S3 90.57(8) . . ?
O1 Zn1 S3 114.08(8) . . ?
S1 Zn1 S3 133.87(4) . . ?
C1 S1 Zn1 90.97(13) . . ?
C1 S2 C2 91.52(18) . . ?
C7 S3 Zn1 89.97(13) . . ?
C7 S4 C8 91.56(18) . . ?
N1 O1 Zn1 111.9(2) . . ?
N2 O2 Zn1 111.6(2) . . ?
C1 N1 O1 122.7(3) . . ?
C1 N1 C4 116.4(3) . . ?
O1 N1 C4 120.8(3) . . ?
C7 N2 O2 122.7(3) . . ?
C7 N2 C10 116.6(3) . . ?
O2 N2 C10 120.8(3) . . ?
N1 C1 S1 124.6(3) . . ?
N1 C1 S2 109.6(3) . . ?
S1 C1 S2 125.9(2) . . ?
C4 C2 C3 128.1(4) . . ?
C4 C2 S2 111.2(3) . . ?
C3 C2 S2 120.7(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 N1 111.3(3) . . ?
C2 C4 C5 129.4(3) . . ?
N1 C4 C5 119.1(3) . . ?
C4 C5 C6 111.9(3) . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 S3 125.1(3) . . ?
N2 C7 S4 109.3(3) . . ?
S3 C7 S4 125.6(2) . . ?
C10 C8 C9 128.6(4) . . ?
C10 C8 S4 111.0(3) . . ?
C9 C8 S4 120.3(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 N2 111.5(3) . . ?
C8 C10 C11 128.9(3) . . ?
N2 C10 C11 119.5(3) . . ?
C10 C11 C12 113.0(3) . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.091


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/n-hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa
_audit_block_doi                 10.5517/ccdc.csd.cc2l01qd
_database_code_depnum_ccdc_archive 'CCDC 2383333'
loop_
_audit_author_name
_audit_author_address
'Huieyong Ju'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Bis[4-(tert-butyl)-3-hydroxythiazole-2(3H)-thionolato]zinc(II)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H20 N2 O2 S4 Zn'
_chemical_formula_sum            'C14 H20 N2 O2 S4 Zn'
_chemical_formula_weight         441.93

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

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'

_cell_length_a                   8.6523(3)
_cell_length_b                   21.5296(8)
_cell_length_c                   10.1015(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.2029(6)
_cell_angle_gamma                90
_cell_volume                     1831.97(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    5587
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.34

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.354
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.203
_exptl_absorpt_coefficient_mu    1.805
_shelx_estimated_absorpt_T_min   0.568
_shelx_estimated_absorpt_T_max   0.711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6775
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10590
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.596
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3608
_reflns_number_gt                3334
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0285P)²+0.7059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3608
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0553
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.81288(2) 0.42791(2) 0.83237(2) 0.01390(7) Uani 1 1 d . . . . .
S1 S 0.75496(5) 0.53221(2) 0.82042(4) 0.01706(10) Uani 1 1 d . . . . .
S2 S 0.62620(5) 0.58713(2) 1.05049(4) 0.01655(10) Uani 1 1 d . . . . .
S3 S 0.99432(5) 0.37379(2) 0.74092(4) 0.01637(10) Uani 1 1 d . . . . .
S4 S 0.88159(5) 0.25884(2) 0.57023(5) 0.01968(11) Uani 1 1 d . . . . .
O1 O 0.80650(15) 0.42692(5) 1.02678(12) 0.0156(3) Uani 1 1 d . . . . .
O2 O 0.63973(14) 0.37432(5) 0.72608(12) 0.0152(2) Uani 1 1 d . . . . .
N1 N 0.74599(16) 0.48031(6) 1.06317(14) 0.0126(3) Uani 1 1 d . . . . .
N2 N 0.69562(16) 0.32822(6) 0.65934(14) 0.0127(3) Uani 1 1 d . . . . .
C1 C 0.7145(2) 0.52907(7) 0.97808(17) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.6396(2) 0.54395(8) 1.19604(17) 0.0160(3) Uani 1 1 d . . . . .
H2A H 0.6036 0.5582 1.2728 0.019 Uiso 1 1 calc R U . . .
C3 C 0.70631(19) 0.48788(8) 1.18979(17) 0.0141(3) Uani 1 1 d . . . . .
C4 C 0.7434(2) 0.43920(8) 1.30115(17) 0.0159(4) Uani 1 1 d . . . . .
C5 C 0.6903(2) 0.46436(9) 1.42609(18) 0.0218(4) Uani 1 1 d . . . . .
H5A H 0.7133 0.4335 1.4993 0.033 Uiso 1 1 calc R U . . .
H5B H 0.7477 0.5029 1.4568 0.033 Uiso 1 1 calc R U . . .
H5C H 0.5759 0.4727 1.4018 0.033 Uiso 1 1 calc R U . . .
C6 C 0.6542(2) 0.37821(8) 1.25601(18) 0.0193(4) Uani 1 1 d . . . . .
H6A H 0.6804 0.3477 1.3298 0.029 Uiso 1 1 calc R U . . .
H6B H 0.5396 0.3860 1.2341 0.029 Uiso 1 1 calc R U . . .
H6C H 0.6859 0.3620 1.1754 0.029 Uiso 1 1 calc R U . . .
C7 C 0.9239(2) 0.42749(9) 1.33986(19) 0.0229(4) Uani 1 1 d . . . . .
H7A H 0.9481 0.3961 1.4118 0.034 Uiso 1 1 calc R U . . .
H7B H 0.9593 0.4127 1.2599 0.034 Uiso 1 1 calc R U . . .
H7C H 0.9790 0.4662 1.3725 0.034 Uiso 1 1 calc R U . . .
C8 C 0.8502(2) 0.32345(7) 0.65982(17) 0.0137(3) Uani 1 1 d . . . . .
C9 C 0.6818(2) 0.24097(8) 0.53293(18) 0.0185(4) Uani 1 1 d . . . . .
H9A H 0.6373 0.2061 0.4802 0.022 Uiso 1 1 calc R U . . .
C10 C 0.5960(2) 0.28203(7) 0.58692(17) 0.0140(3) Uani 1 1 d . . . . .
C11 C 0.4187(2) 0.28254(8) 0.57754(17) 0.0161(4) Uani 1 1 d . . . . .
C12 C 0.3431(2) 0.22643(9) 0.4937(2) 0.0234(4) Uani 1 1 d . . . . .
H12A H 0.2284 0.2265 0.4873 0.035 Uiso 1 1 calc R U . . .
H12B H 0.3633 0.2288 0.4023 0.035 Uiso 1 1 calc R U . . .
H12C H 0.3894 0.1881 0.5381 0.035 Uiso 1 1 calc R U . . .
C13 C 0.3876(2) 0.27667(8) 0.72130(18) 0.0204(4) Uani 1 1 d . . . . .
H13A H 0.2730 0.2770 0.7153 0.031 Uiso 1 1 calc R U . . .
H13B H 0.4329 0.2376 0.7627 0.031 Uiso 1 1 calc R U . . .
H13C H 0.4372 0.3117 0.7773 0.031 Uiso 1 1 calc R U . . .
C14 C 0.3443(2) 0.34206(8) 0.50504(19) 0.0212(4) Uani 1 1 d . . . . .
H14A H 0.2297 0.3420 0.4994 0.032 Uiso 1 1 calc R U . . .
H14B H 0.3924 0.3785 0.5564 0.032 Uiso 1 1 calc R U . . .
H14C H 0.3635 0.3435 0.4132 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 O1 1.9772(12) . ?
Zn1 O2 1.9984(12) . ?
Zn1 S1 2.2979(5) . ?
Zn1 S3 2.3104(5) . ?
S1 C1 1.7082(17) . ?
S2 C1 1.7138(17) . ?
S2 C2 1.7209(17) . ?
S3 C8 1.7132(17) . ?
S4 C8 1.7148(16) . ?
S4 C9 1.7265(18) . ?
O1 N1 1.3485(17) . ?
O2 N2 1.3500(17) . ?
N1 C1 1.345(2) . ?
N1 C3 1.407(2) . ?
N2 C8 1.340(2) . ?
N2 C10 1.407(2) . ?
C2 C3 1.346(2) . ?
C3 C4 1.517(2) . ?
C4 C5 1.537(2) . ?
C4 C6 1.538(2) . ?
C4 C7 1.541(3) . ?
C9 C10 1.347(2) . ?
C10 C11 1.515(2) . ?
C11 C12 1.533(2) . ?
C11 C13 1.541(2) . ?
C11 C14 1.542(2) . ?

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 Zn1 O2 109.87(5) . . ?
O1 Zn1 S1 90.43(3) . . ?
O2 Zn1 S1 114.09(4) . . ?
O1 Zn1 S3 124.56(4) . . ?
O2 Zn1 S3 89.34(3) . . ?
S1 Zn1 S3 129.181(17) . . ?
C1 S1 Zn1 90.05(6) . . ?
C1 S2 C2 91.21(8) . . ?
C8 S3 Zn1 91.33(6) . . ?
C8 S4 C9 91.39(8) . . ?
N1 O1 Zn1 111.23(9) . . ?
N2 O2 Zn1 112.50(9) . . ?
C1 N1 O1 121.72(14) . . ?
C1 N1 C3 115.76(14) . . ?
O1 N1 C3 122.48(13) . . ?
C8 N2 O2 121.70(14) . . ?
C8 N2 C10 116.12(14) . . ?
O2 N2 C10 122.17(13) . . ?
N1 C1 S1 124.91(13) . . ?
N1 C1 S2 109.97(12) . . ?
S1 C1 S2 125.12(10) . . ?
C3 C2 S2 112.98(13) . . ?
C2 C3 N1 110.05(15) . . ?
C2 C3 C4 127.24(15) . . ?
N1 C3 C4 122.65(14) . . ?
C3 C4 C5 108.24(14) . . ?
C3 C4 C6 111.29(14) . . ?
C5 C4 C6 108.69(14) . . ?
C3 C4 C7 109.36(14) . . ?
C5 C4 C7 108.96(15) . . ?
C6 C4 C7 110.24(15) . . ?
N2 C8 S3 124.77(12) . . ?
N2 C8 S4 109.80(12) . . ?
S3 C8 S4 125.43(10) . . ?
C10 C9 S4 112.49(13) . . ?
C9 C10 N2 110.19(15) . . ?
C9 C10 C11 128.55(15) . . ?
N2 C10 C11 121.26(14) . . ?
C10 C11 C12 109.08(14) . . ?
C10 C11 C13 109.42(14) . . ?
C12 C11 C13 108.14(14) . . ?
C10 C11 C14 110.05(14) . . ?
C12 C11 C14 108.26(15) . . ?
C13 C11 C14 111.83(14) . . ?

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.063


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/n-hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mono_p21
_audit_block_doi                 10.5517/ccdc.csd.cc2l01nb
_database_code_depnum_ccdc_archive 'CCDC 2383331'
loop_
_audit_author_name
_audit_author_address
'Huieyong Ju'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
Bis[3-hydroxy-4,5-dimethyl-2-thioxo-3-thiazololato]zinc(II)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 N3 O2 S4 Zn'
_chemical_formula_weight         464.93

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.3806(3)
_cell_length_b                   13.3652(4)
_cell_length_c                   9.0229(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.7934(4)
_cell_angle_gamma                90.00
_cell_volume                     981.50(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    120
_cell_measurement_reflns_used    9883
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.90

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             476
_exptl_absorpt_coefficient_mu    1.690
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5505
_exptl_absorpt_correction_T_max  0.7518
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25560
_diffrn_reflns_av_R_equivalents  0.0103
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         27.90
_reflns_number_total             4202
_reflns_number_gt                4170
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0253P)²+0.1520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.011(5)
_refine_ls_number_reflns         4202
_refine_ls_number_parameters     230
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0169
_refine_ls_R_factor_gt           0.0168
_refine_ls_wR_factor_ref         0.0445
_refine_ls_wR_factor_gt          0.0444
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C6 C 0.81904(17) 0.70662(12) 0.40247(15) 0.0181(3) Uani 1 1 d . . .
Zn1 Zn 0.760935(18) 0.692442(12) 0.061854(17) 0.01614(5) Uani 1 1 d . . .
S3 S 0.87657(5) 0.70374(3) 0.59926(4) 0.02474(8) Uani 1 1 d . . .
S4 S 0.70216(5) 0.62061(3) 0.28596(4) 0.02169(8) Uani 1 1 d . . .
S2 S 0.60555(5) 0.79759(3) -0.13181(5) 0.02298(9) Uani 1 1 d . . .
S1 S 0.39810(6) 0.70652(4) -0.42653(5) 0.03293(11) Uani 1 1 d . . .
C1 C 0.52662(17) 0.69937(15) -0.24631(15) 0.0210(3) Uani 1 1 d . . .
O1 O 0.65152(14) 0.57375(9) -0.07543(13) 0.0203(2) Uani 1 1 d . . .
N2 N 0.88125(16) 0.78880(10) 0.35324(14) 0.0168(2) Uani 1 1 d . . .
N1 N 0.55632(16) 0.60322(10) -0.20954(16) 0.0189(2) Uani 1 1 d . . .
N3 N 0.99635(15) 0.65128(10) 0.04140(15) 0.0173(2) Uani 1 1 d . . .
C8 C 0.9868(2) 0.81456(12) 0.60730(18) 0.0230(3) Uani 1 1 d . . .
C3 C 0.3882(2) 0.57629(16) -0.44484(19) 0.0326(4) Uani 1 1 d . . .
C12 C 1.1736(2) 0.52944(13) -0.03090(18) 0.0226(3) Uani 1 1 d . . .
H12 H 1.1859 0.4671 -0.0727 0.027 Uiso 1 1 calc R . .
C13 C 1.30830(19) 0.59075(14) 0.02065(18) 0.0228(3) Uani 1 1 d . . .
H13 H 1.4127 0.5704 0.0147 0.027 Uiso 1 1 calc R . .
C2 C 0.4790(2) 0.53262(14) -0.31810(19) 0.0247(3) Uani 1 1 d . . .
C15 C 1.12732(18) 0.71061(12) 0.09026(18) 0.0218(3) Uani 1 1 d . . .
H15 H 1.1123 0.7726 0.1317 0.026 Uiso 1 1 calc R . .
C7 C 0.9772(2) 0.85022(12) 0.46506(17) 0.0215(3) Uani 1 1 d . . .
C10 C 1.0749(3) 0.85767(15) 0.7575(2) 0.0339(4) Uani 1 1 d . . .
H10A H 1.1107 0.9243 0.7425 0.051 Uiso 1 1 calc R . .
H10B H 1.1685 0.8169 0.8014 0.051 Uiso 1 1 calc R . .
H10C H 1.0021 0.8595 0.8250 0.051 Uiso 1 1 calc R . .
C11 C 1.01988(19) 0.56215(12) -0.01939(18) 0.0206(3) Uani 1 1 d . . .
H11 H 0.9296 0.5208 -0.0551 0.025 Uiso 1 1 calc R . .
C9 C 1.0487(3) 0.94244(15) 0.4160(2) 0.0336(4) Uani 1 1 d . . .
H9A H 1.1222 0.9726 0.5025 0.050 Uiso 1 1 calc R . .
H9B H 0.9621 0.9886 0.3733 0.050 Uiso 1 1 calc R . .
H9C H 1.1080 0.9258 0.3405 0.050 Uiso 1 1 calc R . .
C14 C 1.28421(18) 0.68315(16) 0.08134(19) 0.0255(3) Uani 1 1 d . . .
H14 H 1.3724 0.7263 0.1157 0.031 Uiso 1 1 calc R . .
C4 C 0.5054(2) 0.42430(14) -0.2804(2) 0.0310(4) Uani 1 1 d . . .
H4A H 0.4623 0.3850 -0.3701 0.047 Uiso 1 1 calc R . .
H4B H 0.4501 0.4067 -0.2024 0.047 Uiso 1 1 calc R . .
H4C H 0.6209 0.4114 -0.2445 0.047 Uiso 1 1 calc R . .
O2 O 0.85311(14) 0.81279(8) 0.20442(12) 0.0200(2) Uani 1 1 d . . .
C5 C 0.2922(3) 0.5284(2) -0.5883(2) 0.0517(7) Uani 1 1 d . . .
H5A H 0.2782 0.4585 -0.5704 0.078 Uiso 1 1 calc R . .
H5B H 0.3503 0.5362 -0.6673 0.078 Uiso 1 1 calc R . .
H5C H 0.1865 0.5599 -0.6192 0.078 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
C6 N2 1.336(2) . ?
C6 S4 1.7015(15) . ?
C6 S3 1.7259(14) . ?
Zn1 O1 2.0857(11) . ?
Zn1 O2 2.0892(11) . ?
Zn1 N3 2.0983(13) . ?
Zn1 S2 2.3747(4) . ?
Zn1 S4 2.3933(4) . ?
S3 C8 1.7378(18) . ?
S2 C1 1.7037(19) . ?
S1 C1 1.7257(14) . ?
S1 C3 1.748(2) . ?
C1 N1 1.336(2) . ?
O1 N1 1.3400(18) . ?
N2 O2 1.3455(15) . ?
N2 C7 1.397(2) . ?
N1 C2 1.402(2) . ?
N3 C15 1.341(2) . ?
N3 C11 1.346(2) . ?
C8 C7 1.353(2) . ?
C8 C10 1.496(2) . ?
C3 C2 1.346(3) . ?
C3 C5 1.495(3) . ?
C12 C13 1.382(2) . ?
C12 C11 1.388(2) . ?
C13 C14 1.385(3) . ?
C2 C4 1.491(3) . ?
C15 C14 1.386(2) . ?
C7 C9 1.483(2) . ?

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
N2 C6 S4 124.24(11) . . ?
N2 C6 S3 108.96(11) . . ?
S4 C6 S3 126.80(9) . . ?
O1 Zn1 O2 175.50(5) . . ?
O1 Zn1 N3 92.17(5) . . ?
O2 Zn1 N3 92.21(5) . . ?
O1 Zn1 S2 85.80(4) . . ?
O2 Zn1 S2 93.14(3) . . ?
N3 Zn1 S2 116.91(4) . . ?
O1 Zn1 S4 92.68(3) . . ?
O2 Zn1 S4 84.78(3) . . ?
N3 Zn1 S4 110.88(4) . . ?
S2 Zn1 S4 132.211(15) . . ?
C6 S3 C8 92.24(8) . . ?
C6 S4 Zn1 92.69(5) . . ?
C1 S2 Zn1 93.19(6) . . ?
C1 S1 C3 92.23(9) . . ?
N1 C1 S2 124.63(11) . . ?
N1 C1 S1 108.95(13) . . ?
S2 C1 S1 126.41(12) . . ?
N1 O1 Zn1 113.30(9) . . ?
C6 N2 O2 122.55(12) . . ?
C6 N2 C7 116.48(12) . . ?
O2 N2 C7 120.96(12) . . ?
C1 N1 O1 122.87(13) . . ?
C1 N1 C2 116.50(14) . . ?
O1 N1 C2 120.62(14) . . ?
C15 N3 C11 118.01(13) . . ?
C15 N3 Zn1 121.96(11) . . ?
C11 N3 Zn1 120.01(10) . . ?
C7 C8 C10 128.92(16) . . ?
C7 C8 S3 110.49(12) . . ?
C10 C8 S3 120.59(13) . . ?
C2 C3 C5 128.9(2) . . ?
C2 C3 S1 110.29(14) . . ?
C5 C3 S1 120.76(17) . . ?
C13 C12 C11 119.09(15) . . ?
C12 C13 C14 118.51(14) . . ?
C3 C2 N1 112.03(16) . . ?
C3 C2 C4 129.59(17) . . ?
N1 C2 C4 118.38(15) . . ?
N3 C15 C14 122.55(16) . . ?
C8 C7 N2 111.81(14) . . ?
C8 C7 C9 129.70(15) . . ?
N2 C7 C9 118.47(14) . . ?
N3 C11 C12 122.56(15) . . ?
C13 C14 C15 119.26(16) . . ?
N2 O2 Zn1 112.47(9) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.90
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.052
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/n-hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C2_c
_audit_block_doi                 10.5517/ccdc.csd.cc2l01wk
_database_code_depnum_ccdc_archive 'CCDC 2383338'
loop_
_audit_author_name
_audit_author_address
'Huieyong Ju'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Bis[3-hydroxy-4,5,6,7-tetrahydrobenzo[d]thiazole-2(3H)-thionolato]zinc(II)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 N2 O2 S4 Zn'
_chemical_formula_sum            'C14 H16 N2 O2 S4 Zn'
_chemical_formula_weight         437.90

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   11.9955(7)
_cell_length_b                   10.9525(7)
_cell_length_c                   12.7788(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.2060(10)
_cell_angle_gamma                90
_cell_volume                     1674.37(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2420
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      28.32

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            'pale green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.974
_shelx_estimated_absorpt_T_min   0.596
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6427
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4733
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.521
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1642
_reflns_number_gt                1498
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0279P)²+1.2941P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1642
_refine_ls_number_parameters     105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0600
_refine_ls_wR_factor_gt          0.0568
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.5000 0.77472(3) 0.7500 0.01414(11) Uani 1 2 d S T P . .
S1 S 0.54995(4) 0.88212(4) 0.60446(4) 0.01606(13) Uani 1 1 d . . . . .
S2 S 0.46327(4) 0.78913(5) 0.38693(4) 0.01802(13) Uani 1 1 d . . . . .
O1 O 0.40986(12) 0.66177(13) 0.65724(10) 0.0207(3) Uani 1 1 d . . . . .
N1 N 0.41753(13) 0.68895(15) 0.55539(12) 0.0144(3) Uani 1 1 d . . . . .
C1 C 0.47521(16) 0.78385(17) 0.52226(15) 0.0142(4) Uani 1 1 d . . . . .
C2 C 0.38195(16) 0.65741(18) 0.38006(15) 0.0159(4) Uani 1 1 d . . . . .
C3 C 0.36585(15) 0.61534(17) 0.47638(15) 0.0156(4) Uani 1 1 d . . . . .
C4 C 0.30399(18) 0.50203(19) 0.50109(15) 0.0215(4) Uani 1 1 d . . . . .
H4A H 0.2315 0.5235 0.5285 0.026 Uiso 1 1 calc R U . . .
H4B H 0.3479 0.4542 0.5554 0.026 Uiso 1 1 calc R U . . .
C5 C 0.28443(17) 0.42622(19) 0.40078(16) 0.0205(4) Uani 1 1 d . . . . .
H5A H 0.3547 0.3844 0.3860 0.025 Uiso 1 1 calc R U . . .
H5B H 0.2275 0.3629 0.4114 0.025 Uiso 1 1 calc R U . . .
C6 C 0.24516(16) 0.50577(19) 0.30673(15) 0.0195(4) Uani 1 1 d . . . . .
H6A H 0.1762 0.5497 0.3225 0.023 Uiso 1 1 calc R U . . .
H6B H 0.2270 0.4529 0.2450 0.023 Uiso 1 1 calc R U . . .
C7 C 0.33468(17) 0.59877(19) 0.28053(15) 0.0193(4) Uani 1 1 d . . . . .
H7A H 0.3949 0.5572 0.2453 0.023 Uiso 1 1 calc R U . . .
H7B H 0.3012 0.6618 0.2324 0.023 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 O1 1.9790(14) 2_656 ?
Zn1 O1 1.9790(14) . ?
Zn1 S1 2.3163(5) 2_656 ?
Zn1 S1 2.3163(5) . ?
S1 C1 1.711(2) . ?
S2 C1 1.7257(19) . ?
S2 C2 1.740(2) . ?
O1 N1 1.345(2) . ?
N1 C1 1.335(2) . ?
N1 C3 1.401(2) . ?
C2 C3 1.341(3) . ?
C2 C7 1.499(3) . ?
C3 C4 1.492(3) . ?
C4 C5 1.531(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.531(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.535(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?

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 Zn1 O1 102.62(9) 2_656 . ?
O1 Zn1 S1 89.92(4) 2_656 2_656 ?
O1 Zn1 S1 129.51(4) . 2_656 ?
O1 Zn1 S1 129.51(4) 2_656 . ?
O1 Zn1 S1 89.92(4) . . ?
S1 Zn1 S1 118.96(3) 2_656 . ?
C1 S1 Zn1 91.07(7) . . ?
C1 S2 C2 91.59(9) . . ?
N1 O1 Zn1 111.60(11) . . ?
C1 N1 O1 123.59(16) . . ?
C1 N1 C3 115.59(16) . . ?
O1 N1 C3 120.81(15) . . ?
N1 C1 S1 123.75(15) . . ?
N1 C1 S2 109.70(14) . . ?
S1 C1 S2 126.54(11) . . ?
C3 C2 C7 124.09(18) . . ?
C3 C2 S2 110.88(15) . . ?
C7 C2 S2 125.03(15) . . ?
C2 C3 N1 112.20(17) . . ?
C2 C3 C4 125.98(18) . . ?
N1 C3 C4 121.80(17) . . ?
C3 C4 C5 108.79(16) . . ?
C3 C4 H4A 109.9 . . ?
C5 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
C5 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C6 C5 C4 111.60(17) . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C7 111.66(16) . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C2 C7 C6 109.06(16) . . ?
C2 C7 H7A 109.9 . . ?
C6 C7 H7A 109.9 . . ?
C2 C7 H7B 109.9 . . ?
C6 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.060


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/n-hexane'
