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#$Date: 2022-02-21 11:43:09 +0200 (Mon, 21 Feb 2022) $
#$Revision: 273052 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/45/8104568.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_8104568
loop_
_publ_author_name
'Lo, Kong Mun'
'Lee, See Mun'
'Tiekink, Edward R. T.'
_publ_section_title
;
 Crystal structure of dichlorido-bis(4-methylphenyl-\kC 1)tin(IV),
 C14H14Cl2Sn
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1211
_journal_page_last               1213
_journal_paper_doi               10.1515/ncrs-2021-0281
_journal_volume                  236
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H14 Cl2 Sn'
_chemical_formula_sum            'C14 H14 Cl2 Sn'
_chemical_formula_weight         371.84
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.29120(10)
_cell_length_b                   9.62210(10)
_cell_length_c                   18.5616(2)
_cell_measurement_reflns_used    27207
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.3000
_cell_measurement_theta_min      4.7350
_cell_volume                     1480.82(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-2018/3 [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_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0135
_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       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38312
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.025
_diffrn_reflns_theta_max         67.025
_diffrn_reflns_theta_min         4.765
_exptl_absorpt_coefficient_mu    16.841
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro [1]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.074(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0143
_refine_ls_R_factor_gt           0.0142
_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)+(0.0148P)²+1.0879P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0346
_refine_ls_wR_factor_ref         0.0347
_reflns_Friedel_coverage         0.716
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2618
_reflns_number_total             2639
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0281_suppl.cif
_cod_data_source_block           shelx
_cod_database_code               8104568
_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   0.319
_shelx_estimated_absorpt_t_max   0.486
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn 0.55837(3) 0.53509(2) 0.34302(2) 0.02290(7) Uani 1 1 d . . . . .
Cl1 Cl 0.56232(15) 0.33157(8) 0.41163(5) 0.03720(19) Uani 1 1 d . . . . .
Cl2 Cl 0.31081(10) 0.52845(10) 0.28244(4) 0.03371(18) Uani 1 1 d . . . . .
C1 C 0.5463(5) 0.7073(3) 0.41350(16) 0.0220(6) Uani 1 1 d . . . . .
C2 C 0.4743(4) 0.8302(3) 0.39066(17) 0.0240(7) Uani 1 1 d . . . . .
H2 H 0.427956 0.835529 0.343940 0.029 Uiso 1 1 calc R U . . .
C3 C 0.4701(4) 0.9443(3) 0.43564(17) 0.0250(7) Uani 1 1 d . . . . .
H3 H 0.421188 1.028018 0.419476 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5369(4) 0.9382(3) 0.50481(16) 0.0243(7) Uani 1 1 d . . . . .
C5 C 0.6073(4) 0.8141(4) 0.52696(18) 0.0265(7) Uani 1 1 d . . . . .
H5 H 0.652294 0.807884 0.573918 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6131(4) 0.6999(3) 0.48201(18) 0.0239(7) Uani 1 1 d . . . . .
H6 H 0.662612 0.616295 0.497929 0.029 Uiso 1 1 calc R U . . .
C7 C 0.5358(5) 1.0640(3) 0.55302(19) 0.0347(8) Uani 1 1 d . . . . .
H7A H 0.540008 1.034330 0.603490 0.052 Uiso 1 1 calc R U . . .
H7B H 0.436823 1.117408 0.544716 0.052 Uiso 1 1 calc R U . . .
H7C H 0.629677 1.122278 0.542248 0.052 Uiso 1 1 calc R U . . .
C8 C 0.7400(4) 0.5162(3) 0.26390(17) 0.0236(7) Uani 1 1 d . . . . .
C9 C 0.7637(4) 0.6277(3) 0.21719(19) 0.0281(8) Uani 1 1 d . . . . .
H9 H 0.698230 0.708345 0.221031 0.034 Uiso 1 1 calc R U . . .
C10 C 0.8830(4) 0.6206(3) 0.1652(2) 0.0296(7) Uani 1 1 d . . . . .
H10 H 0.897950 0.696945 0.133443 0.036 Uiso 1 1 calc R U . . .
C11 C 0.9816(4) 0.5042(3) 0.15818(18) 0.0265(7) Uani 1 1 d . . . . .
C12 C 0.9548(5) 0.3925(3) 0.20462(17) 0.0275(7) Uani 1 1 d . . . . .
H12 H 1.019064 0.311249 0.200175 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8357(4) 0.3980(3) 0.25727(17) 0.0253(7) Uani 1 1 d . . . . .
H13 H 0.819593 0.321236 0.288646 0.030 Uiso 1 1 calc R U . . .
C14 C 1.1155(4) 0.5018(4) 0.10386(19) 0.0347(9) Uani 1 1 d . . . . .
H14A H 1.080827 0.550186 0.060062 0.052 Uiso 1 1 calc R U . . .
H14B H 1.142538 0.405248 0.092130 0.052 Uiso 1 1 calc R U . . .
H14C H 1.210588 0.548329 0.123880 0.052 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'
Cl Cl 0.3639 0.7018 '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
C8 Sn C1 122.12(13) . .
C8 Sn Cl1 107.29(9) . .
C1 Sn Cl1 108.69(8) . .
C8 Sn Cl2 106.80(9) . .
C1 Sn Cl2 106.09(10) . .
Cl1 Sn Cl2 104.55(4) . .
C6 C1 C2 119.6(3) . .
C6 C1 Sn 120.5(2) . .
C2 C1 Sn 119.9(2) . .
C3 C2 C1 120.2(3) . .
C3 C2 H2 119.9 . .
C1 C2 H2 119.9 . .
C2 C3 C4 120.7(3) . .
C2 C3 H3 119.6 . .
C4 C3 H3 119.6 . .
C5 C4 C3 118.3(3) . .
C5 C4 C7 121.1(3) . .
C3 C4 C7 120.6(3) . .
C6 C5 C4 121.3(3) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C5 C6 C1 119.9(3) . .
C5 C6 H6 120.1 . .
C1 C6 H6 120.1 . .
C4 C7 H7A 109.5 . .
C4 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C4 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C13 C8 C9 119.6(3) . .
C13 C8 Sn 122.5(2) . .
C9 C8 Sn 117.9(2) . .
C10 C9 C8 119.8(3) . .
C10 C9 H9 120.1 . .
C8 C9 H9 120.1 . .
C9 C10 C11 121.6(3) . .
C9 C10 H10 119.2 . .
C11 C10 H10 119.2 . .
C10 C11 C12 117.9(3) . .
C10 C11 C14 120.6(3) . .
C12 C11 C14 121.4(3) . .
C13 C12 C11 121.2(3) . .
C13 C12 H12 119.4 . .
C11 C12 H12 119.4 . .
C12 C13 C8 119.8(3) . .
C12 C13 H13 120.1 . .
C8 C13 H13 120.1 . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn C8 2.112(3) .
Sn C1 2.114(3) .
Sn Cl1 2.3362(8) .
Sn Cl2 2.3413(8) .
C1 C6 1.389(5) .
C1 C2 1.390(5) .
C2 C3 1.380(5) .
C2 H2 0.9500 .
C3 C4 1.400(4) .
C3 H3 0.9500 .
C4 C5 1.391(5) .
C4 C7 1.506(4) .
C5 C6 1.381(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 C13 1.392(5) .
C8 C9 1.393(5) .
C9 C10 1.384(5) .
C9 H9 0.9500 .
C10 C11 1.393(5) .
C10 H10 0.9500 .
C11 C12 1.395(5) .
C11 C14 1.500(5) .
C12 C13 1.390(5) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 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
C6 C1 C2 C3 0.4(5) . . . .
Sn C1 C2 C3 -178.2(2) . . . .
C1 C2 C3 C4 -0.4(5) . . . .
C2 C3 C4 C5 -0.1(5) . . . .
C2 C3 C4 C7 178.5(3) . . . .
C3 C4 C5 C6 0.6(5) . . . .
C7 C4 C5 C6 -178.0(3) . . . .
C4 C5 C6 C1 -0.6(5) . . . .
C2 C1 C6 C5 0.1(5) . . . .
Sn C1 C6 C5 178.6(3) . . . .
C13 C8 C9 C10 -0.7(5) . . . .
Sn C8 C9 C10 179.1(3) . . . .
C8 C9 C10 C11 -0.2(5) . . . .
C9 C10 C11 C12 1.2(5) . . . .
C9 C10 C11 C14 -176.9(3) . . . .
C10 C11 C12 C13 -1.3(5) . . . .
C14 C11 C12 C13 176.8(3) . . . .
C11 C12 C13 C8 0.5(5) . . . .
C9 C8 C13 C12 0.6(5) . . . .
Sn C8 C13 C12 -179.2(3) . . . .
