#------------------------------------------------------------------------------
#$Date: 2022-06-09 02:00:02 +0300 (Thu, 09 Jun 2022) $
#$Revision: 275932 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/04/7710450.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_7710450
loop_
_publ_author_name
'Riffel, Madeline N.'
'Siegel, Lukas'
'Oliver, Allen Grayson'
'Tsui, Emily Y.'
_publ_section_title
;
 Cluster Self-Assembly and Anion Binding by Metal Complexes of
 Non-Innocent Thiazolidinyl-Thiolate Ligands
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01339H
_journal_year                    2022
_chemical_formula_moiety         'C13 H18 I N3 S2 Zn'
_chemical_formula_sum            'C13 H18 I N3 S2 Zn'
_chemical_formula_weight         472.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-04-20 deposited with the CCDC.	2022-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                104.410(2)
_cell_angle_beta                 101.754(2)
_cell_angle_gamma                107.1140(10)
_cell_formula_units_Z            2
_cell_length_a                   7.4049(3)
_cell_length_b                   10.6270(4)
_cell_length_c                   12.0415(5)
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      28.288
_cell_measurement_theta_min      2.991
_cell_volume                     836.94(6)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19564
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_min         1.830
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.554
_exptl_absorpt_correction_T_max  0.8420
_exptl_absorpt_correction_T_min  0.7037
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0496 before and 0.0449 after correction.
The Ratio of minimum to maximum transmission is 0.8357.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_recrystallization_method Layering
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.082
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         4157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0208
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0128P)²+0.7222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0399
_refine_ls_wR_factor_ref         0.0412
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3733
_reflns_number_total             4157
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01339h2.cif
_cod_data_source_block           et_zni
_cod_database_code               7710450
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.759
_shelx_estimated_absorpt_t_min   0.597
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C10(H10A,H10B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
I1 I 1.09474(2) 0.72617(2) 0.27681(2) 0.02176(5) Uani 1 1 d . . . . .
Zn1 Zn 0.78656(3) 0.75387(2) 0.34128(2) 0.01177(5) Uani 1 1 d . . . . .
S1 S 0.79878(7) 0.75685(5) 0.53528(4) 0.01379(10) Uani 1 1 d . . . . .
S2 S 0.56388(9) 1.07130(6) 0.20901(5) 0.02452(12) Uani 1 1 d . . . . .
N1 N 0.6105(2) 0.53370(16) 0.30055(15) 0.0140(3) Uani 1 1 d . . . . .
N2 N 0.5502(2) 0.70062(17) 0.18700(14) 0.0126(3) Uani 1 1 d . . . . .
N3 N 0.7790(2) 0.95491(17) 0.32628(15) 0.0125(3) Uani 1 1 d . . . . .
H3 H 0.890(4) 1.021(3) 0.356(2) 0.019(6) Uiso 1 1 d . . . . .
C1 C 0.8303(3) 0.5877(2) 0.50117(19) 0.0183(4) Uani 1 1 d . . . . .
H1A H 0.957536 0.598689 0.483122 0.022 Uiso 1 1 calc R U . . .
H1B H 0.836714 0.557696 0.572950 0.022 Uiso 1 1 calc R U . . .
C2 C 0.6616(3) 0.4738(2) 0.39427(19) 0.0185(4) Uani 1 1 d . . . . .
H2A H 0.704060 0.395699 0.362275 0.022 Uiso 1 1 calc R U . . .
H2B H 0.544513 0.437205 0.420675 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4520(3) 0.4780(2) 0.21338(18) 0.0147(4) Uani 1 1 d . . . . .
C4 C 0.4224(3) 0.5667(2) 0.13735(17) 0.0136(4) Uani 1 1 d . . . . .
C5 C 0.2793(3) 0.5231(2) 0.02843(18) 0.0176(4) Uani 1 1 d . . . . .
H5 H 0.190201 0.428916 -0.006466 0.021 Uiso 1 1 calc R U . . .
C6 C 0.2683(3) 0.6200(2) -0.02909(19) 0.0212(5) Uani 1 1 d . . . . .
H6 H 0.173583 0.591474 -0.105429 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3948(3) 0.7580(2) 0.02424(18) 0.0200(4) Uani 1 1 d . . . . .
H7 H 0.385541 0.825594 -0.013256 0.024 Uiso 1 1 calc R U . . .
C8 C 0.5366(3) 0.7951(2) 0.13480(17) 0.0146(4) Uani 1 1 d . . . . .
C9 C 0.6898(3) 0.9424(2) 0.20152(18) 0.0157(4) Uani 1 1 d . . . . .
C10 C 0.6514(3) 0.9915(2) 0.39852(18) 0.0140(4) Uani 1 1 d . . . . .
H10A H 0.722076 1.020928 0.485210 0.017 Uiso 1 1 calc R U . . .
H10B H 0.529309 0.909489 0.379260 0.017 Uiso 1 1 calc R U . . .
C11 C 0.5990(4) 1.1099(2) 0.36911(19) 0.0222(5) Uani 1 1 d . . . . .
H11A H 0.707475 1.200711 0.415068 0.027 Uiso 1 1 calc R U . . .
H11B H 0.476209 1.112831 0.388337 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2940(3) 0.3376(2) 0.1842(2) 0.0231(5) Uani 1 1 d . . . . .
H12A H 0.300668 0.271566 0.113498 0.035 Uiso 1 1 calc R U . . .
H12B H 0.163541 0.345857 0.167409 0.035 Uiso 1 1 calc R U . . .
H12C H 0.314755 0.303918 0.252739 0.035 Uiso 1 1 calc R U . . .
C13 C 0.8479(3) 0.9742(2) 0.1375(2) 0.0237(5) Uani 1 1 d . . . . .
H13A H 0.785672 0.969894 0.055865 0.036 Uiso 1 1 calc R U . . .
H13B H 0.912089 0.905335 0.133477 0.036 Uiso 1 1 calc R U . . .
H13C H 0.947156 1.067772 0.182027 0.036 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 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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 1.00 0.00 0.0690
-1.00 -1.00 1.00 0.0620
-1.00 2.00 2.00 0.0510
-1.00 0.00 1.00 0.0580
0.00 -1.00 1.00 0.0330
0.00 1.00 -1.00 0.0680
0.00 1.00 1.00 0.0550
0.00 -1.00 -1.00 0.0350
0.00 0.00 -1.00 0.0210
0.00 0.00 1.00 0.0390
1.00 -1.00 0.00 0.0290
1.00 1.00 -1.00 0.0800
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
S1 Zn1 I1 114.566(15) . . ?
N1 Zn1 I1 99.15(4) . . ?
N1 Zn1 S1 81.70(5) . . ?
N1 Zn1 N3 145.07(6) . . ?
N2 Zn1 I1 109.23(4) . . ?
N2 Zn1 S1 132.45(5) . . ?
N2 Zn1 N1 73.87(6) . . ?
N2 Zn1 N3 75.06(6) . . ?
N3 Zn1 I1 105.85(4) . . ?
N3 Zn1 S1 108.62(4) . . ?
C1 S1 Zn1 89.94(7) . . ?
C11 S2 C9 93.31(9) . . ?
C2 N1 Zn1 115.40(12) . . ?
C3 N1 Zn1 118.27(14) . . ?
C3 N1 C2 124.60(17) . . ?
C4 N2 Zn1 118.79(13) . . ?
C8 N2 Zn1 119.94(13) . . ?
C8 N2 C4 121.08(17) . . ?
Zn1 N3 H3 114.2(16) . . ?
C9 N3 Zn1 111.54(12) . . ?
C9 N3 H3 110.1(16) . . ?
C9 N3 C10 108.65(16) . . ?
C10 N3 Zn1 105.25(11) . . ?
C10 N3 H3 106.7(16) . . ?
S1 C1 H1A 109.0 . . ?
S1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 S1 112.77(14) . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N1 C2 C1 108.99(16) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C3 C4 114.66(17) . . ?
N1 C3 C12 126.31(19) . . ?
C4 C3 C12 118.99(18) . . ?
N2 C4 C3 113.35(17) . . ?
N2 C4 C5 120.90(19) . . ?
C5 C4 C3 125.73(18) . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.47(19) . . ?
C6 C5 H5 120.8 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.34(19) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 120.9 . . ?
C6 C7 C8 118.2(2) . . ?
C8 C7 H7 120.9 . . ?
N2 C8 C7 120.95(18) . . ?
N2 C8 C9 115.34(17) . . ?
C7 C8 C9 123.66(18) . . ?
N3 C9 S2 106.33(13) . . ?
N3 C9 C8 109.49(16) . . ?
N3 C9 C13 111.05(17) . . ?
C8 C9 S2 109.53(14) . . ?
C8 C9 C13 110.11(16) . . ?
C13 C9 S2 110.26(14) . . ?
N3 C10 H10A 110.0 . . ?
N3 C10 H10B 110.0 . . ?
N3 C10 C11 108.26(16) . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
S2 C11 H11A 110.7 . . ?
S2 C11 H11B 110.7 . . ?
C10 C11 S2 104.99(14) . . ?
C10 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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
I1 Zn1 2.6269(3) . ?
Zn1 S1 2.3112(5) . ?
Zn1 N1 2.1881(16) . ?
Zn1 N2 2.0985(16) . ?
Zn1 N3 2.2042(17) . ?
S1 C1 1.837(2) . ?
S2 C9 1.865(2) . ?
S2 C11 1.814(2) . ?
N1 C2 1.465(3) . ?
N1 C3 1.269(3) . ?
N2 C4 1.353(2) . ?
N2 C8 1.327(3) . ?
N3 H3 0.84(2) . ?
N3 C9 1.468(3) . ?
N3 C10 1.478(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.536(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.498(3) . ?
C3 C12 1.504(3) . ?
C4 C5 1.379(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.398(3) . ?
C8 C9 1.530(3) . ?
C9 C13 1.532(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.521(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
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 S1 C1 C2 -57.04(15) . . . . ?
Zn1 N1 C2 C1 0.9(2) . . . . ?
Zn1 N1 C3 C4 9.0(2) . . . . ?
Zn1 N1 C3 C12 -168.71(16) . . . . ?
Zn1 N2 C4 C3 9.2(2) . . . . ?
Zn1 N2 C4 C5 -172.23(14) . . . . ?
Zn1 N2 C8 C7 172.20(15) . . . . ?
Zn1 N2 C8 C9 -5.6(2) . . . . ?
Zn1 N3 C9 S2 148.47(9) . . . . ?
Zn1 N3 C9 C8 30.22(18) . . . . ?
Zn1 N3 C9 C13 -91.58(16) . . . . ?
Zn1 N3 C10 C11 -166.73(13) . . . . ?
S1 C1 C2 N1 41.1(2) . . . . ?
N1 C3 C4 N2 -11.7(2) . . . . ?
N1 C3 C4 C5 169.74(19) . . . . ?
N2 C4 C5 C6 -0.3(3) . . . . ?
N2 C8 C9 S2 -133.43(15) . . . . ?
N2 C8 C9 N3 -17.2(2) . . . . ?
N2 C8 C9 C13 105.2(2) . . . . ?
N3 C10 C11 S2 37.85(19) . . . . ?
C2 N1 C3 C4 173.26(17) . . . . ?
C2 N1 C3 C12 -4.4(3) . . . . ?
C3 N1 C2 C1 -163.76(18) . . . . ?
C3 C4 C5 C6 178.10(19) . . . . ?
C4 N2 C8 C7 -2.7(3) . . . . ?
C4 N2 C8 C9 179.56(16) . . . . ?
C4 C5 C6 C7 -2.0(3) . . . . ?
C5 C6 C7 C8 2.0(3) . . . . ?
C6 C7 C8 N2 0.3(3) . . . . ?
C6 C7 C8 C9 177.87(19) . . . . ?
C7 C8 C9 S2 48.9(2) . . . . ?
C7 C8 C9 N3 165.10(18) . . . . ?
C7 C8 C9 C13 -72.5(3) . . . . ?
C8 N2 C4 C3 -175.91(17) . . . . ?
C8 N2 C4 C5 2.7(3) . . . . ?
C9 S2 C11 C10 -15.93(16) . . . . ?
C9 N3 C10 C11 -47.2(2) . . . . ?
C10 N3 C9 S2 32.90(17) . . . . ?
C10 N3 C9 C8 -85.35(19) . . . . ?
C10 N3 C9 C13 152.85(16) . . . . ?
C11 S2 C9 N3 -9.12(15) . . . . ?
C11 S2 C9 C8 109.10(15) . . . . ?
C11 S2 C9 C13 -129.59(16) . . . . ?
C12 C3 C4 N2 166.14(17) . . . . ?
C12 C3 C4 C5 -12.4(3) . . . . ?
