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#$Date: 2022-05-13 12:25:38 +0300 (Fri, 13 May 2022) $
#$Revision: 275409 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/52/8105254.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_8105254
loop_
_publ_author_name
'Haezam, Farah Natasha'
'Awang, Normah'
'Kamaludin, Nurul Farahana'
'Tiekink, Edward R.T.'
_publ_section_title
;
 Crystal structure of dimethylbis(diisopropyldithiocarbamato-κ2
 S,S′)tin(IV), C16H34N2S4Sn
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              675
_journal_page_last               677
_journal_paper_doi               10.1515/ncrs-2019-0894
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C16 H34 N2 S4 Sn'
_chemical_formula_sum            'C16 H34 N2 S4 Sn'
_chemical_formula_weight         501.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 92.8530(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.62340(10)
_cell_length_b                   16.08980(10)
_cell_length_c                   13.24050(10)
_cell_measurement_reflns_used    19582
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.1380
_cell_measurement_theta_min      4.3020
_cell_volume                     2260.37(3)
_computing_cell_refinement       'CrysAlisPro [1]'
_computing_data_collection       'CrysAlisPro [1]'
_computing_data_reduction        'CrysAlisPro [1]'
_computing_molecular_graphics    'ORTEP-3 for Windows [4]'
_computing_publication_material  'SHELXL-2017/1 [3]'
_computing_structure_refinement  'SHELXL-2018/3 [3]'
_computing_structure_solution    'SHELXT 2014/5 [2]'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27623
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         4.328
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.438
_exptl_absorpt_correction_T_max  0.685
_exptl_absorpt_correction_T_min  0.485
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlisPro [1]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0206
_refine_ls_R_factor_gt           0.0197
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0208P)²+3.7258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0508
_refine_ls_wR_factor_ref         0.0513
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3894
_reflns_number_total             4029
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0894_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8105254
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_min   0.452
_shelx_estimated_absorpt_t_max   0.581
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn 0.50287(2) 0.62722(2) 0.84311(2) 0.01258(6) Uani 1 1 d . . . . .
S1 S 0.51424(6) 0.74660(3) 0.72015(4) 0.01577(12) Uani 1 1 d . . . . .
S2 S 0.50813(6) 0.79508(4) 0.93499(4) 0.01930(13) Uani 1 1 d . . . . .
S3 S 0.49526(6) 0.53913(3) 0.68433(4) 0.01630(12) Uani 1 1 d . . . . .
S4 S 0.49068(6) 0.45101(3) 0.87891(4) 0.01690(12) Uani 1 1 d . . . . .
N1 N 0.51494(19) 0.90498(12) 0.78342(14) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.48543(19) 0.37369(12) 0.69808(15) 0.0162(4) Uani 1 1 d . . . . .
C1 C 0.5128(2) 0.82518(15) 0.81205(18) 0.0160(5) Uani 1 1 d . . . . .
C2 C 0.5285(2) 0.93465(15) 0.67749(18) 0.0191(5) Uani 1 1 d . . . . .
H2 H 0.533234 0.996607 0.682296 0.023 Uiso 1 1 calc R U . . .
C3 C 0.4124(3) 0.91647(17) 0.60777(19) 0.0234(5) Uani 1 1 d . . . . .
H3A H 0.405870 0.856470 0.595912 0.035 Uiso 1 1 calc R U . . .
H3B H 0.420499 0.945198 0.543150 0.035 Uiso 1 1 calc R U . . .
H3C H 0.336582 0.936108 0.639622 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6514(3) 0.90782(17) 0.6329(2) 0.0252(6) Uani 1 1 d . . . . .
H4A H 0.721797 0.919507 0.681479 0.038 Uiso 1 1 calc R U . . .
H4B H 0.663121 0.938572 0.570227 0.038 Uiso 1 1 calc R U . . .
H4C H 0.648295 0.848108 0.618448 0.038 Uiso 1 1 calc R U . . .
C5 C 0.5101(2) 0.97241(15) 0.86025(18) 0.0180(5) Uani 1 1 d . . . . .
H5 H 0.496181 0.945145 0.926646 0.022 Uiso 1 1 calc R U . . .
C6 C 0.3992(3) 1.03040(17) 0.8380(2) 0.0253(6) Uani 1 1 d . . . . .
H6A H 0.412952 1.061924 0.776192 0.038 Uiso 1 1 calc R U . . .
H6B H 0.391548 1.068952 0.894676 0.038 Uiso 1 1 calc R U . . .
H6C H 0.321651 0.997711 0.828822 0.038 Uiso 1 1 calc R U . . .
C7 C 0.6358(3) 1.01753(17) 0.8713(2) 0.0269(6) Uani 1 1 d . . . . .
H7A H 0.702545 0.977675 0.890393 0.040 Uiso 1 1 calc R U . . .
H7B H 0.631656 1.060250 0.923791 0.040 Uiso 1 1 calc R U . . .
H7C H 0.654105 1.043735 0.806864 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4898(2) 0.44446(14) 0.75033(18) 0.0148(5) Uani 1 1 d . . . . .
C9 C 0.4896(2) 0.37275(15) 0.58505(17) 0.0177(5) Uani 1 1 d . . . . .
H9 H 0.504156 0.431311 0.563170 0.021 Uiso 1 1 calc R U . . .
C10 C 0.3639(3) 0.34570(19) 0.53632(19) 0.0265(6) Uani 1 1 d . . . . .
H10A H 0.348915 0.287134 0.552164 0.040 Uiso 1 1 calc R U . . .
H10B H 0.365175 0.352691 0.462855 0.040 Uiso 1 1 calc R U . . .
H10C H 0.296341 0.379797 0.562483 0.040 Uiso 1 1 calc R U . . .
C11 C 0.6002(3) 0.32151(18) 0.55112(19) 0.0260(6) Uani 1 1 d . . . . .
H11A H 0.677215 0.338464 0.589458 0.039 Uiso 1 1 calc R U . . .
H11B H 0.610504 0.330587 0.478816 0.039 Uiso 1 1 calc R U . . .
H11C H 0.584061 0.262461 0.563235 0.039 Uiso 1 1 calc R U . . .
C12 C 0.4702(2) 0.28983(15) 0.74482(18) 0.0180(5) Uani 1 1 d . . . . .
H12 H 0.462363 0.249980 0.686887 0.022 Uiso 1 1 calc R U . . .
C13 C 0.5866(3) 0.26226(16) 0.8078(2) 0.0238(6) Uani 1 1 d . . . . .
H13A H 0.661127 0.267494 0.767612 0.036 Uiso 1 1 calc R U . . .
H13B H 0.576611 0.204189 0.828298 0.036 Uiso 1 1 calc R U . . .
H13C H 0.596839 0.297359 0.868183 0.036 Uiso 1 1 calc R U . . .
C14 C 0.3481(2) 0.28128(16) 0.79964(19) 0.0224(5) Uani 1 1 d . . . . .
H14A H 0.354796 0.312831 0.862990 0.034 Uiso 1 1 calc R U . . .
H14B H 0.333096 0.222536 0.814516 0.034 Uiso 1 1 calc R U . . .
H14C H 0.277781 0.302956 0.756686 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6918(2) 0.61925(16) 0.90212(19) 0.0198(5) Uani 1 1 d . . . . .
H15A H 0.731758 0.674013 0.898833 0.030 Uiso 1 1 calc R U . . .
H15B H 0.738243 0.579404 0.862161 0.030 Uiso 1 1 calc R U . . .
H15C H 0.692668 0.600646 0.972629 0.030 Uiso 1 1 calc R U . . .
C16 C 0.3151(2) 0.62850(16) 0.89108(19) 0.0199(5) Uani 1 1 d . . . . .
H16A H 0.316147 0.624579 0.964976 0.030 Uiso 1 1 calc R U . . .
H16B H 0.268623 0.581157 0.861225 0.030 Uiso 1 1 calc R U . . .
H16C H 0.273732 0.680358 0.869161 0.030 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 '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
C15 Sn C16 140.91(10) . .
C15 Sn S1 102.05(7) . .
C16 Sn S1 105.15(7) . .
C15 Sn S3 105.21(7) . .
C16 Sn S3 105.18(7) . .
S1 Sn S3 83.748(18) . .
C15 Sn S4 85.94(7) . .
C16 Sn S4 84.82(7) . .
S1 Sn S4 149.263(17) . .
S3 Sn S4 65.529(17) . .
C1 S1 Sn 95.66(8) . .
C8 S3 Sn 94.17(8) . .
C8 S4 Sn 83.94(8) . .
C1 N1 C2 125.1(2) . .
C1 N1 C5 120.21(19) . .
C2 N1 C5 114.59(19) . .
C8 N2 C12 123.9(2) . .
C8 N2 C9 121.66(19) . .
C12 N2 C9 114.38(18) . .
N1 C1 S2 123.05(18) . .
N1 C1 S1 119.57(18) . .
S2 C1 S1 117.38(14) . .
N1 C2 C4 113.4(2) . .
N1 C2 C3 113.1(2) . .
C4 C2 C3 113.1(2) . .
N1 C2 H2 105.4 . .
C4 C2 H2 105.4 . .
C3 C2 H2 105.4 . .
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 H4A 109.5 . .
C2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C5 C6 111.6(2) . .
N1 C5 C7 110.7(2) . .
C6 C5 C7 113.2(2) . .
N1 C5 H5 107.0 . .
C6 C5 H5 107.0 . .
C7 C5 H5 107.0 . .
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 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N2 C8 S4 124.72(18) . .
N2 C8 S3 118.92(18) . .
S4 C8 S3 116.35(13) . .
N2 C9 C10 111.0(2) . .
N2 C9 C11 111.2(2) . .
C10 C9 C11 113.3(2) . .
N2 C9 H9 107.0 . .
C10 C9 H9 107.0 . .
C11 C9 H9 107.0 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N2 C12 C13 112.8(2) . .
N2 C12 C14 113.0(2) . .
C13 C12 C14 113.6(2) . .
N2 C12 H12 105.5 . .
C13 C12 H12 105.5 . .
C14 C12 H12 105.5 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
Sn C15 H15A 109.5 . .
Sn C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
Sn C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
Sn C16 H16A 109.5 . .
Sn C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
Sn C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn C15 2.121(2) .
Sn C16 2.124(2) .
Sn S1 2.5247(6) .
Sn S3 2.5334(6) .
Sn S4 2.8786(6) .
S1 C1 1.755(2) .
S2 C1 1.701(2) .
S3 C8 1.758(2) .
S4 C8 1.705(2) .
N1 C1 1.339(3) .
N1 C2 1.495(3) .
N1 C5 1.490(3) .
N2 C8 1.332(3) .
N2 C12 1.497(3) .
N2 C9 1.500(3) .
C2 C4 1.522(4) .
C2 C3 1.531(3) .
C2 H2 1.0000 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 C6 1.520(4) .
C5 C7 1.520(4) .
C5 H5 1.0000 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C9 C10 1.518(4) .
C9 C11 1.521(4) .
C9 H9 1.0000 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.523(4) .
C12 C14 1.524(3) .
C12 H12 1.0000 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 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
C2 N1 C1 S2 175.32(18) . . . .
C5 N1 C1 S2 -1.5(3) . . . .
C2 N1 C1 S1 -4.9(3) . . . .
C5 N1 C1 S1 178.26(17) . . . .
Sn S1 C1 N1 -178.58(18) . . . .
Sn S1 C1 S2 1.16(14) . . . .
C1 N1 C2 C4 -61.0(3) . . . .
C5 N1 C2 C4 116.0(2) . . . .
C1 N1 C2 C3 69.6(3) . . . .
C5 N1 C2 C3 -113.5(2) . . . .
C1 N1 C5 C6 -122.7(2) . . . .
C2 N1 C5 C6 60.1(3) . . . .
C1 N1 C5 C7 110.2(2) . . . .
C2 N1 C5 C7 -66.9(3) . . . .
C12 N2 C8 S4 5.1(3) . . . .
C9 N2 C8 S4 -177.78(17) . . . .
C12 N2 C8 S3 -174.90(17) . . . .
C9 N2 C8 S3 2.2(3) . . . .
Sn S4 C8 N2 179.6(2) . . . .
Sn S4 C8 S3 -0.37(11) . . . .
Sn S3 C8 N2 -179.55(18) . . . .
Sn S3 C8 S4 0.42(13) . . . .
C8 N2 C9 C10 -111.0(3) . . . .
C12 N2 C9 C10 66.3(3) . . . .
C8 N2 C9 C11 121.9(2) . . . .
C12 N2 C9 C11 -60.8(3) . . . .
C8 N2 C12 C13 -70.3(3) . . . .
C9 N2 C12 C13 112.4(2) . . . .
C8 N2 C12 C14 60.2(3) . . . .
C9 N2 C12 C14 -117.1(2) . . . .
