#------------------------------------------------------------------------------
#$Date: 2022-02-21 11:13:16 +0200 (Mon, 21 Feb 2022) $
#$Revision: 273048 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/45/8104564.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_8104564
loop_
_publ_author_name
'Sun, Junshan'
_publ_section_title
;
 The crystal structure of
 (E)-2-(((5-((triphenylstannyl)thio)-1,3,4-thiadiazol-2-yl)imino)methyl)phenol,
 C27H21N3OS2Sn
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1195
_journal_page_last               1197
_journal_paper_doi               10.1515/ncrs-2021-0275
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C27 H21 N3 O S2 Sn'
_chemical_formula_weight         586.28
_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   geom
_cell_angle_alpha                107.146(3)
_cell_angle_beta                 96.968(3)
_cell_angle_gamma                117.850(3)
_cell_formula_units_Z            2
_cell_length_a                   11.064(3)
_cell_length_b                   11.538(3)
_cell_length_c                   12.257(3)
_cell_measurement_reflns_used    2998
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.151
_cell_measurement_theta_min      2.213
_cell_volume                     1258.3(6)
_computing_cell_refinement       'SAINT [9]'
_computing_data_collection       'SMART [9]'
_computing_data_reduction        'SAINT [9]'
_computing_molecular_graphics    'SHELXS-2015 [10]'
_computing_structure_refinement  'SHELXL-2015 [10]'
_computing_structure_solution    'SHELXS-2015 [10]'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6580
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.827
_exptl_absorpt_coefficient_mu    1.206
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_description       bloc
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4357
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0316
_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)+(0.0267P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0617
_refine_ls_wR_factor_ref         0.0664
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3568
_reflns_number_total             4357
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0275_suppl.cif
_cod_data_source_block           060901a
_cod_original_cell_volume        1258.2(6)
_cod_database_code               8104564
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.625
_shelx_estimated_absorpt_t_max   0.714
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
Sn1 Sn 0.37098(2) 0.51672(2) 0.21212(2) 0.03682(9) Uani 1 1 d . . . . .
N1 N 0.3022(3) 0.3013(3) 0.3100(2) 0.0427(7) Uani 1 1 d . . . . .
N2 N 0.2684(3) 0.1746(3) 0.3196(3) 0.0465(7) Uani 1 1 d . . . . .
N3 N 0.2050(3) 0.0538(3) 0.4456(3) 0.0476(7) Uani 1 1 d . . . . .
O1 O 0.1597(3) -0.2056(3) 0.4026(3) 0.0813(9) Uani 1 1 d . . . . .
H1 H 0.1778 -0.1349 0.3886 0.122 Uiso 1 1 calc R U . . .
S1 S 0.25398(10) 0.32846(10) 0.51139(8) 0.0444(2) Uani 1 1 d . . . . .
S2 S 0.34326(10) 0.56086(10) 0.41536(8) 0.0482(2) Uani 1 1 d . . . . .
C1 C 0.3010(3) 0.3924(4) 0.4036(3) 0.0399(8) Uani 1 1 d . . . . .
C2 C 0.2409(3) 0.1733(3) 0.4194(3) 0.0394(8) Uani 1 1 d . . . . .
C3 C 0.1784(4) 0.0541(4) 0.5451(4) 0.0507(9) Uani 1 1 d . . . . .
H3 H 0.1829 0.1345 0.5966 0.061 Uiso 1 1 calc R U . . .
C4 C 0.1419(4) -0.0640(4) 0.5813(3) 0.0477(9) Uani 1 1 d . . . . .
C5 C 0.1348(4) -0.1877(4) 0.5096(4) 0.0571(11) Uani 1 1 d . . . . .
C6 C 0.1031(4) -0.2954(5) 0.5489(5) 0.0721(13) Uani 1 1 d . . . . .
H6 H 0.1000 -0.3773 0.5024 0.086 Uiso 1 1 calc R U . . .
C7 C 0.0759(4) -0.2821(5) 0.6567(5) 0.0733(14) Uani 1 1 d . . . . .
H7 H 0.0526 -0.3567 0.6816 0.088 Uiso 1 1 calc R U . . .
C8 C 0.0823(4) -0.1610(5) 0.7295(4) 0.0657(12) Uani 1 1 d . . . . .
H8 H 0.0636 -0.1533 0.8025 0.079 Uiso 1 1 calc R U . . .
C9 C 0.1167(4) -0.0533(4) 0.6913(4) 0.0599(11) Uani 1 1 d . . . . .
H9 H 0.1236 0.0298 0.7401 0.072 Uiso 1 1 calc R U . . .
C10 C 0.1648(3) 0.3571(3) 0.0875(3) 0.0363(8) Uani 1 1 d . . . . .
C11 C 0.0620(4) 0.3904(4) 0.0691(3) 0.0500(9) Uani 1 1 d . . . . .
H11 H 0.0834 0.4823 0.1125 0.060 Uiso 1 1 calc R U . . .
C12 C -0.0725(4) 0.2895(4) -0.0128(4) 0.0626(11) Uani 1 1 d . . . . .
H12 H -0.1414 0.3133 -0.0230 0.075 Uiso 1 1 calc R U . . .
C13 C -0.1048(4) 0.1550(4) -0.0786(4) 0.0584(11) Uani 1 1 d . . . . .
H13 H -0.1949 0.0877 -0.1347 0.070 Uiso 1 1 calc R U . . .
C14 C -0.0042(4) 0.1196(4) -0.0620(3) 0.0522(10) Uani 1 1 d . . . . .
H14 H -0.0264 0.0276 -0.1063 0.063 Uiso 1 1 calc R U . . .
C15 C 0.1305(4) 0.2198(4) 0.0203(3) 0.0446(9) Uani 1 1 d . . . . .
H15 H 0.1986 0.1950 0.0307 0.053 Uiso 1 1 calc R U . . .
C16 C 0.5506(3) 0.4951(3) 0.1963(3) 0.0344(7) Uani 1 1 d . . . . .
C17 C 0.5643(4) 0.3863(4) 0.2110(3) 0.0454(9) Uani 1 1 d . . . . .
H17 H 0.4870 0.3105 0.2179 0.055 Uiso 1 1 calc R U . . .
C18 C 0.6912(4) 0.3894(4) 0.2156(4) 0.0578(11) Uani 1 1 d . . . . .
H18 H 0.6986 0.3155 0.2245 0.069 Uiso 1 1 calc R U . . .
C19 C 0.8066(4) 0.5022(4) 0.2070(4) 0.0558(10) Uani 1 1 d . . . . .
H19 H 0.8935 0.5067 0.2137 0.067 Uiso 1 1 calc R U . . .
C20 C 0.7936(4) 0.6078(4) 0.1885(3) 0.0500(10) Uani 1 1 d . . . . .
H20 H 0.8703 0.6817 0.1792 0.060 Uiso 1 1 calc R U . . .
C21 C 0.6672(3) 0.6048(4) 0.1837(3) 0.0411(8) Uani 1 1 d . . . . .
H21 H 0.6597 0.6775 0.1719 0.049 Uiso 1 1 calc R U . . .
C22 C 0.4272(3) 0.7214(3) 0.2121(3) 0.0412(8) Uani 1 1 d . . . . .
C23 C 0.4406(4) 0.8290(4) 0.3099(4) 0.0609(11) Uani 1 1 d . . . . .
H23 H 0.4247 0.8124 0.3781 0.073 Uiso 1 1 calc R U . . .
C24 C 0.4767(5) 0.9600(4) 0.3090(5) 0.0834(15) Uani 1 1 d . . . . .
H24 H 0.4842 1.0306 0.3757 0.100 Uiso 1 1 calc R U . . .
C25 C 0.5015(5) 0.9858(5) 0.2096(6) 0.0828(16) Uani 1 1 d . . . . .
H25 H 0.5260 1.0742 0.2084 0.099 Uiso 1 1 calc R U . . .
C26 C 0.4902(5) 0.8814(5) 0.1114(5) 0.0819(15) Uani 1 1 d . . . . .
H26 H 0.5074 0.8990 0.0438 0.098 Uiso 1 1 calc R U . . .
C27 C 0.4536(4) 0.7509(4) 0.1132(4) 0.0588(11) Uani 1 1 d . . . . .
H27 H 0.4465 0.6808 0.0464 0.071 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'
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'
Sn Sn -0.6537 1.4246 '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'
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
C10 Sn1 C16 119.53(12) . .
C10 Sn1 C22 109.78(12) . .
C16 Sn1 C22 106.77(12) . .
C10 Sn1 S2 107.14(9) . .
C16 Sn1 S2 113.62(8) . .
C22 Sn1 S2 97.79(10) . .
C10 Sn1 N1 81.57(10) . .
C16 Sn1 N1 83.23(10) . .
C22 Sn1 N1 156.70(12) . .
S2 Sn1 N1 59.00(6) . .
C1 N1 N2 113.2(3) . .
C1 N1 Sn1 85.6(2) . .
N2 N1 Sn1 161.1(2) . .
C2 N2 N1 111.5(3) . .
C3 N3 C2 119.3(3) . .
C5 O1 H1 109.5 . .
C1 S1 C2 86.65(17) . .
C1 S2 Sn1 92.82(12) . .
N1 C1 S1 113.9(3) . .
N1 C1 S2 122.5(3) . .
S1 C1 S2 123.7(2) . .
N2 C2 N3 120.0(3) . .
N2 C2 S1 114.7(2) . .
N3 C2 S1 125.3(3) . .
N3 C3 C4 123.6(4) . .
N3 C3 H3 118.2 . .
C4 C3 H3 118.2 . .
C9 C4 C5 118.8(3) . .
C9 C4 C3 119.5(4) . .
C5 C4 C3 121.6(4) . .
O1 C5 C6 118.0(4) . .
O1 C5 C4 122.5(3) . .
C6 C5 C4 119.5(4) . .
C7 C6 C5 119.9(4) . .
C7 C6 H6 120.1 . .
C5 C6 H6 120.1 . .
C6 C7 C8 121.8(4) . .
C6 C7 H7 119.1 . .
C8 C7 H7 119.1 . .
C9 C8 C7 118.0(4) . .
C9 C8 H8 121.0 . .
C7 C8 H8 121.0 . .
C8 C9 C4 121.9(4) . .
C8 C9 H9 119.1 . .
C4 C9 H9 119.1 . .
C11 C10 C15 118.2(3) . .
C11 C10 Sn1 119.6(3) . .
C15 C10 Sn1 122.2(2) . .
C10 C11 C12 121.0(3) . .
C10 C11 H11 119.5 . .
C12 C11 H11 119.5 . .
C13 C12 C11 120.2(4) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C12 C13 C14 119.8(4) . .
C12 C13 H13 120.1 . .
C14 C13 H13 120.1 . .
C13 C14 C15 120.3(4) . .
C13 C14 H14 119.8 . .
C15 C14 H14 119.8 . .
C14 C15 C10 120.4(3) . .
C14 C15 H15 119.8 . .
C10 C15 H15 119.8 . .
C21 C16 C17 117.9(3) . .
C21 C16 Sn1 117.7(2) . .
C17 C16 Sn1 124.0(2) . .
C18 C17 C16 120.9(3) . .
C18 C17 H17 119.6 . .
C16 C17 H17 119.6 . .
C19 C18 C17 119.9(3) . .
C19 C18 H18 120.1 . .
C17 C18 H18 120.1 . .
C20 C19 C18 120.1(3) . .
C20 C19 H19 120.0 . .
C18 C19 H19 120.0 . .
C19 C20 C21 120.1(3) . .
C19 C20 H20 119.9 . .
C21 C20 H20 119.9 . .
C20 C21 C16 121.2(3) . .
C20 C21 H21 119.4 . .
C16 C21 H21 119.4 . .
C23 C22 C27 117.4(3) . .
C23 C22 Sn1 122.2(3) . .
C27 C22 Sn1 120.4(3) . .
C24 C23 C22 121.7(4) . .
C24 C23 H23 119.1 . .
C22 C23 H23 119.1 . .
C25 C24 C23 119.5(5) . .
C25 C24 H24 120.2 . .
C23 C24 H24 120.2 . .
C24 C25 C26 120.1(4) . .
C24 C25 H25 120.0 . .
C26 C25 H25 120.0 . .
C27 C26 C25 119.8(4) . .
C27 C26 H26 120.1 . .
C25 C26 H26 120.1 . .
C26 C27 C22 121.4(4) . .
C26 C27 H27 119.3 . .
C22 C27 H27 119.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C10 2.121(3) .
Sn1 C16 2.139(3) .
Sn1 C22 2.143(3) .
Sn1 S2 2.4783(12) .
Sn1 N1 2.899(3) .
N1 C1 1.314(4) .
N1 N2 1.376(4) .
N2 C2 1.299(4) .
N3 C3 1.289(4) .
N3 C2 1.394(4) .
O1 C5 1.349(5) .
O1 H1 0.8200 .
S1 C1 1.716(3) .
S1 C2 1.739(4) .
S2 C1 1.728(3) .
C3 C4 1.450(5) .
C3 H3 0.9300 .
C4 C9 1.392(5) .
C4 C5 1.398(5) .
C5 C6 1.373(5) .
C6 C7 1.372(6) .
C6 H6 0.9300 .
C7 C8 1.383(6) .
C7 H7 0.9300 .
C8 C9 1.361(5) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C11 1.374(4) .
C10 C15 1.387(4) .
C11 C12 1.382(5) .
C11 H11 0.9300 .
C12 C13 1.364(5) .
C12 H12 0.9300 .
C13 C14 1.366(5) .
C13 H13 0.9300 .
C14 C15 1.384(5) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 C21 1.388(4) .
C16 C17 1.392(4) .
C17 C18 1.381(5) .
C17 H17 0.9300 .
C18 C19 1.378(5) .
C18 H18 0.9300 .
C19 C20 1.369(5) .
C19 H19 0.9300 .
C20 C21 1.376(4) .
C20 H20 0.9300 .
C21 H21 0.9300 .
C22 C23 1.380(5) .
C22 C27 1.381(5) .
C23 C24 1.375(5) .
C23 H23 0.9300 .
C24 C25 1.367(7) .
C24 H24 0.9300 .
C25 C26 1.373(7) .
C25 H25 0.9300 .
C26 C27 1.372(5) .
C26 H26 0.9300 .
C27 H27 0.9300 .
