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#$Date: 2022-05-16 10:35:34 +0300 (Mon, 16 May 2022) $
#$Revision: 275439 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/52/8105261.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_8105261
loop_
_publ_author_name
'Lo, Kong Mun'
'Lee, See Mun'
'Tiekink, Edward R.T.'
_publ_section_title
;
 Crystal structure of
 bis{bromido-triphenyltin(IV)}(μ2-[4,4′-bipyridine]1,1′-dioxide-κ2
 O:O′), C46H38Br2N2O2Sn2
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              699
_journal_page_last               701
_journal_paper_doi               10.1515/ncrs-2019-0904
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C46 H38 Br2 N2 O2 Sn2'
_chemical_formula_sum            'C46 H38 Br2 N2 O2 Sn2'
_chemical_formula_weight         1048.00
_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                 102.2240(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.84520(10)
_cell_length_b                   12.20870(10)
_cell_length_c                   17.42840(10)
_cell_measurement_reflns_used    32910
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.3680
_cell_measurement_theta_min      4.4230
_cell_volume                     2047.35(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-2017/1 [3]'
_computing_structure_solution    'SHELXT 2014/5 [2]'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.2558
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0341
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47512
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.456
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    12.300
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlisPro [1]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_description       prism
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.129
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3660
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0160
_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)+(0.0258P)²+1.4348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0424
_refine_ls_wR_factor_ref         0.0427
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3602
_reflns_number_total             3660
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0904_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8105261
_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   0.300
_shelx_estimated_absorpt_t_max   0.556
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 0.47825(2) 0.36702(2) 0.75948(2) 0.01735(5) Uani 1 1 d . . . . .
Br Br 0.47321(2) 0.58076(2) 0.78787(2) 0.02327(6) Uani 1 1 d . . . . .
O1 O 0.48130(14) 0.17967(11) 0.74469(8) 0.0237(3) Uani 1 1 d . . . . .
N1 N 0.48667(17) 0.13557(12) 0.67572(10) 0.0214(3) Uani 1 1 d . . . . .
C1 C 0.69951(19) 0.36523(14) 0.76843(11) 0.0203(4) Uani 1 1 d . . . . .
C2 C 0.7814(2) 0.30574(16) 0.82648(12) 0.0256(4) Uani 1 1 d . . . . .
H2 H 0.740232 0.264731 0.861927 0.031 Uiso 1 1 calc R U . . .
C3 C 0.9250(2) 0.30472(17) 0.83414(13) 0.0292(4) Uani 1 1 d . . . . .
H3 H 0.981807 0.264240 0.875332 0.035 Uiso 1 1 calc R U . . .
C4 C 0.9848(2) 0.36268(17) 0.78173(14) 0.0296(5) Uani 1 1 d . . . . .
H4 H 1.082686 0.361028 0.786430 0.035 Uiso 1 1 calc R U . . .
C5 C 0.9027(2) 0.42302(17) 0.72253(13) 0.0275(4) Uani 1 1 d . . . . .
H5 H 0.943725 0.462273 0.686198 0.033 Uiso 1 1 calc R U . . .
C6 C 0.7594(2) 0.42603(16) 0.71634(12) 0.0242(4) Uani 1 1 d . . . . .
H6 H 0.702547 0.469276 0.676839 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3577(2) 0.37985(15) 0.64197(11) 0.0211(4) Uani 1 1 d . . . . .
C8 C 0.4230(2) 0.37928(18) 0.57836(12) 0.0293(4) Uani 1 1 d . . . . .
H8 H 0.521160 0.372412 0.587221 0.035 Uiso 1 1 calc R U . . .
C9 C 0.3456(3) 0.3887(2) 0.50212(13) 0.0364(5) Uani 1 1 d . . . . .
H9 H 0.391203 0.388531 0.459210 0.044 Uiso 1 1 calc R U . . .
C10 C 0.2027(2) 0.39817(19) 0.48850(13) 0.0352(5) Uani 1 1 d . . . . .
H10 H 0.149740 0.404195 0.436354 0.042 Uiso 1 1 calc R U . . .
C11 C 0.1378(2) 0.3988(2) 0.55083(14) 0.0363(5) Uani 1 1 d . . . . .
H11 H 0.039499 0.405282 0.541786 0.044 Uiso 1 1 calc R U . . .
C12 C 0.2154(2) 0.39013(19) 0.62733(13) 0.0317(4) Uani 1 1 d . . . . .
H12 H 0.169323 0.391315 0.670030 0.038 Uiso 1 1 calc R U . . .
C13 C 0.40259(18) 0.31803(15) 0.86057(11) 0.0191(4) Uani 1 1 d . . . . .
C14 C 0.31267(18) 0.22954(16) 0.85837(11) 0.0230(4) Uani 1 1 d . . . . .
H14 H 0.279682 0.192224 0.810196 0.028 Uiso 1 1 calc R U . . .
C15 C 0.2704(2) 0.19495(17) 0.92579(13) 0.0276(4) Uani 1 1 d . . . . .
H15 H 0.207180 0.135570 0.923155 0.033 Uiso 1 1 calc R U . . .
C16 C 0.3204(2) 0.24705(17) 0.99654(12) 0.0303(4) Uani 1 1 d . . . . .
H16 H 0.292193 0.223242 1.042676 0.036 Uiso 1 1 calc R U . . .
C17 C 0.4116(2) 0.33397(18) 0.99999(12) 0.0309(4) Uani 1 1 d . . . . .
H17 H 0.447046 0.369178 1.048722 0.037 Uiso 1 1 calc R U . . .
C18 C 0.4516(2) 0.36999(15) 0.93242(12) 0.0242(4) Uani 1 1 d . . . . .
H18 H 0.513025 0.430585 0.935174 0.029 Uiso 1 1 calc R U . . .
C19 C 0.6107(2) 0.11883(15) 0.65641(11) 0.0209(4) Uani 1 1 d . . . . .
H19 H 0.693621 0.143452 0.690405 0.025 Uiso 1 1 calc R U . . .
C20 C 0.61721(19) 0.06640(15) 0.58787(11) 0.0204(4) Uani 1 1 d . . . . .
H20 H 0.705129 0.054771 0.574958 0.024 Uiso 1 1 calc R U . . .
C21 C 0.49704(19) 0.02961(15) 0.53646(11) 0.0213(4) Uani 1 1 d . . . . .
C22 C 0.3714(2) 0.05092(19) 0.55852(13) 0.0307(5) Uani 1 1 d . . . . .
H22 H 0.286800 0.028730 0.524976 0.037 Uiso 1 1 calc R U . . .
C23 C 0.3676(2) 0.10320(18) 0.62758(13) 0.0293(4) Uani 1 1 d . . . . .
H23 H 0.280927 0.116661 0.641576 0.035 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'
Br Br -0.6763 1.2805 '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'
O O 0.0492 0.0322 '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
C13 Sn C7 126.05(7) . .
C13 Sn C1 117.49(7) . .
C7 Sn C1 114.65(7) . .
C13 Sn O1 80.18(6) . .
C7 Sn O1 89.04(6) . .
C1 Sn O1 87.76(6) . .
C13 Sn Br 95.61(5) . .
C7 Sn Br 94.46(5) . .
C1 Sn Br 93.16(5) . .
O1 Sn Br 175.62(3) . .
N1 O1 Sn 120.52(11) . .
O1 N1 C19 119.91(16) . .
O1 N1 C23 119.07(16) . .
C19 N1 C23 120.94(17) . .
C2 C1 C6 120.11(18) . .
C2 C1 Sn 119.36(14) . .
C6 C1 Sn 120.52(14) . .
C1 C2 C3 120.36(19) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 119.89(19) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 120.19(18) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
C4 C5 C6 119.69(19) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
C1 C6 C5 119.72(18) . .
C1 C6 H6 120.1 . .
C5 C6 H6 120.1 . .
C12 C7 C8 118.40(19) . .
C12 C7 Sn 121.31(15) . .
C8 C7 Sn 120.29(15) . .
C9 C8 C7 120.6(2) . .
C9 C8 H8 119.7 . .
C7 C8 H8 119.7 . .
C10 C9 C8 120.2(2) . .
C10 C9 H9 119.9 . .
C8 C9 H9 119.9 . .
C11 C10 C9 119.5(2) . .
C11 C10 H10 120.2 . .
C9 C10 H10 120.2 . .
C10 C11 C12 120.3(2) . .
C10 C11 H11 119.9 . .
C12 C11 H11 119.9 . .
C7 C12 C11 121.0(2) . .
C7 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
C14 C13 C18 118.34(18) . .
C14 C13 Sn 121.66(13) . .
C18 C13 Sn 119.82(14) . .
C13 C14 C15 120.94(18) . .
C13 C14 H14 119.5 . .
C15 C14 H14 119.5 . .
C16 C15 C14 119.96(19) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C15 C16 C17 119.81(19) . .
C15 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C18 C17 C16 120.26(19) . .
C18 C17 H17 119.9 . .
C16 C17 H17 119.9 . .
C17 C18 C13 120.66(19) . .
C17 C18 H18 119.7 . .
C13 C18 H18 119.7 . .
N1 C19 C20 120.03(17) . .
N1 C19 H19 120.0 . .
C20 C19 H19 120.0 . .
C19 C20 C21 121.34(17) . .
C19 C20 H20 119.3 . .
C21 C20 H20 119.3 . .
C22 C21 C20 116.28(17) . .
C22 C21 C21 121.9(2) . 3_656
C20 C21 C21 121.8(2) . 3_656
C23 C22 C21 121.31(18) . .
C23 C22 H22 119.3 . .
C21 C22 H22 119.3 . .
N1 C23 C22 120.09(18) . .
N1 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn C13 2.1383(18) .
Sn C7 2.1443(19) .
Sn C1 2.1508(19) .
Sn O1 2.3027(13) .
Sn Br 2.6583(2) .
O1 N1 1.328(2) .
N1 C19 1.350(3) .
N1 C23 1.348(3) .
C1 C2 1.362(3) .
C1 C6 1.396(3) .
C2 C3 1.392(3) .
C2 H2 0.9500 .
C3 C4 1.382(3) .
C3 H3 0.9500 .
C4 C5 1.381(3) .
C4 H4 0.9500 .
C5 C6 1.392(3) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C12 1.376(3) .
C7 C8 1.394(3) .
C8 C9 1.389(3) .
C8 H8 0.9500 .
C9 C10 1.382(3) .
C9 H9 0.9500 .
C10 C11 1.372(4) .
C10 H10 0.9500 .
C11 C12 1.393(3) .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 C14 1.392(3) .
C13 C18 1.396(3) .
C14 C15 1.393(3) .
C14 H14 0.9500 .
C15 C16 1.382(3) .
C15 H15 0.9500 .
C16 C17 1.383(3) .
C16 H16 0.9500 .
C17 C18 1.390(3) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 C20 1.368(3) .
C19 H19 0.9500 .
C20 C21 1.398(3) .
C20 H20 0.9500 .
C21 C22 1.395(3) .
C21 C21 1.474(4) 3_656
C22 C23 1.370(3) .
C22 H22 0.9500 .
C23 H23 0.9500 .
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
Sn O1 N1 C19 86.86(17) . . . .
Sn O1 N1 C23 -96.39(18) . . . .
C6 C1 C2 C3 -0.3(3) . . . .
Sn C1 C2 C3 -179.01(15) . . . .
C1 C2 C3 C4 -1.2(3) . . . .
C2 C3 C4 C5 1.0(3) . . . .
C3 C4 C5 C6 0.6(3) . . . .
C2 C1 C6 C5 1.9(3) . . . .
Sn C1 C6 C5 -179.36(14) . . . .
C4 C5 C6 C1 -2.1(3) . . . .
C12 C7 C8 C9 -0.1(3) . . . .
Sn C7 C8 C9 -179.35(17) . . . .
C7 C8 C9 C10 -0.3(4) . . . .
C8 C9 C10 C11 0.3(4) . . . .
C9 C10 C11 C12 0.1(4) . . . .
C8 C7 C12 C11 0.5(3) . . . .
Sn C7 C12 C11 179.75(17) . . . .
C10 C11 C12 C7 -0.5(4) . . . .
C18 C13 C14 C15 1.3(3) . . . .
Sn C13 C14 C15 176.44(14) . . . .
C13 C14 C15 C16 -1.5(3) . . . .
C14 C15 C16 C17 0.5(3) . . . .
C15 C16 C17 C18 0.9(3) . . . .
C16 C17 C18 C13 -1.1(3) . . . .
C14 C13 C18 C17 0.1(3) . . . .
Sn C13 C18 C17 -175.20(15) . . . .
O1 N1 C19 C20 175.38(16) . . . .
C23 N1 C19 C20 -1.3(3) . . . .
N1 C19 C20 C21 0.3(3) . . . .
C19 C20 C21 C22 1.0(3) . . . .
C19 C20 C21 C21 -178.3(2) . . . 3_656
C20 C21 C22 C23 -1.2(3) . . . .
C21 C21 C22 C23 178.1(2) 3_656 . . .
O1 N1 C23 C22 -175.66(19) . . . .
C19 N1 C23 C22 1.1(3) . . . .
C21 C22 C23 N1 0.2(4) . . . .
