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#$Date: 2022-04-05 12:10:00 +0300 (Tue, 05 Apr 2022) $
#$Revision: 274346 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105034.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_8105034
loop_
_publ_author_name
'Lo, Kong Mun'
'Lee, See Mun'
'Tiekink, Edward R.T.'
_publ_section_title
;
 Crystal structure of
 catena-poly[dibenzyl-dichlorido-(μ2-[4,4′-bipyridine]1,1′-dioxide-κ2O:O′)tin(IV)],
 C24H22Cl2N2O2Sn
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              117
_journal_page_last               119
_journal_paper_doi               10.1515/ncrs-2019-0529
_journal_volume                  235
_journal_year                    2019
_chemical_formula_moiety         'C24 H22 Cl2 N2 O2 Sn'
_chemical_formula_sum            'C24 H22 Cl2 N2 O2 Sn'
_chemical_formula_weight         560.02
_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
_cell_angle_alpha                90
_cell_angle_beta                 104.6370(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.64180(10)
_cell_length_b                   13.24220(10)
_cell_length_c                   13.63640(10)
_cell_measurement_reflns_used    17938
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.3500
_cell_measurement_theta_min      4.2370
_cell_volume                     2208.72(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_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  0.0335
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27187
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         4.263
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    11.628
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.840
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlisPro [1]'
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_description       prism
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.057
_refine_diff_density_max         1.503
_refine_diff_density_min         -1.059
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3936
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0292
_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)+(0.0416P)²+5.6902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0778
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3775
_reflns_number_total             3936
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0529_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8105034
_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   0.343
_shelx_estimated_absorpt_t_max   0.557
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 1.09475(2) 0.67803(2) 0.28008(2) 0.01789(9) Uani 1 1 d . . . . .
Cl1 Cl 1.22684(6) 0.77789(6) 0.21009(6) 0.02686(18) Uani 1 1 d . . . . .
Cl2 Cl 0.93154(7) 0.78270(7) 0.19579(7) 0.0325(2) Uani 1 1 d . . . . .
O1 O 0.99395(17) 0.57416(17) 0.35776(16) 0.0199(5) Uani 1 1 d . . . . .
O2 O 0.23344(18) 0.57747(19) 0.37477(19) 0.0272(5) Uani 1 1 d . . . . .
N1 N 0.8900(2) 0.58326(19) 0.36099(19) 0.0171(5) Uani 1 1 d . . . . .
N2 N 0.3382(2) 0.5819(2) 0.3729(2) 0.0219(6) Uani 1 1 d . . . . .
C1 C 1.1330(3) 0.7773(3) 0.4097(3) 0.0237(7) Uani 1 1 d . . . . .
H1A H 1.2134 0.7768 0.4370 0.028 Uiso 1 1 calc R U . . .
H1B H 1.1124 0.8466 0.3849 0.028 Uiso 1 1 calc R U . . .
C2 C 1.0831(3) 0.7581(3) 0.4958(2) 0.0225(7) Uani 1 1 d . . . . .
C3 C 1.1323(3) 0.6927(3) 0.5746(3) 0.0230(7) Uani 1 1 d . . . . .
H3 H 1.1988 0.6599 0.5734 0.028 Uiso 1 1 calc R U . . .
C4 C 1.0855(3) 0.6750(3) 0.6545(3) 0.0246(7) Uani 1 1 d . . . . .
H4 H 1.1197 0.6297 0.7069 0.030 Uiso 1 1 calc R U . . .
C5 C 0.9887(3) 0.7228(3) 0.6586(3) 0.0252(7) Uani 1 1 d . . . . .
H5 H 0.9570 0.7108 0.7138 0.030 Uiso 1 1 calc R U . . .
C6 C 0.9392(3) 0.7881(3) 0.5815(3) 0.0273(7) Uani 1 1 d . . . . .
H6 H 0.8728 0.8207 0.5834 0.033 Uiso 1 1 calc R U . . .
C7 C 0.9858(3) 0.8062(3) 0.5015(3) 0.0255(7) Uani 1 1 d . . . . .
H7 H 0.9514 0.8520 0.4495 0.031 Uiso 1 1 calc R U . . .
C8 C 1.0598(3) 0.5557(3) 0.1677(3) 0.0288(8) Uani 1 1 d . . . . .
H8A H 1.0825 0.4914 0.2038 0.035 Uiso 1 1 calc R U . . .
H8B H 0.9796 0.5526 0.1397 0.035 Uiso 1 1 calc R U . . .
C9 C 1.1110(3) 0.5609(3) 0.0812(3) 0.0265(7) Uani 1 1 d . . . . .
C10 C 1.0816(3) 0.6372(3) 0.0091(3) 0.0291(8) Uani 1 1 d . . . . .
H10 H 1.0263 0.6840 0.0143 0.035 Uiso 1 1 calc R U . . .
C11 C 1.1315(3) 0.6461(3) -0.0702(3) 0.0306(8) Uani 1 1 d . . . . .
H11 H 1.1102 0.6986 -0.1186 0.037 Uiso 1 1 calc R U . . .
C12 C 1.2110(3) 0.5795(3) -0.0786(3) 0.0284(8) Uani 1 1 d . . . . .
H12 H 1.2485 0.5883 -0.1302 0.034 Uiso 1 1 calc R U . . .
C13 C 1.2369(3) 0.4994(3) -0.0123(3) 0.0276(7) Uani 1 1 d . . . . .
H13 H 1.2884 0.4504 -0.0216 0.033 Uiso 1 1 calc R U . . .
C14 C 1.1884(3) 0.4899(3) 0.0678(3) 0.0283(7) Uani 1 1 d . . . . .
H14 H 1.2077 0.4351 0.1138 0.034 Uiso 1 1 calc R U . . .
C15 C 0.8096(3) 0.5919(2) 0.2746(2) 0.0196(6) Uani 1 1 d . . . . .
H15 H 0.8281 0.5969 0.2114 0.024 Uiso 1 1 calc R U . . .
C16 C 0.7021(3) 0.5934(2) 0.2770(2) 0.0212(7) Uani 1 1 d . . . . .
H16 H 0.6467 0.5993 0.2156 0.025 Uiso 1 1 calc R U . . .
C17 C 0.6732(3) 0.5864(2) 0.3695(2) 0.0181(6) Uani 1 1 d . . . . .
C18 C 0.7587(3) 0.5812(2) 0.4574(2) 0.0205(6) Uani 1 1 d . . . . .
H18 H 0.7426 0.5795 0.5217 0.025 Uiso 1 1 calc R U . . .
C19 C 0.8656(3) 0.5787(2) 0.4519(2) 0.0204(6) Uani 1 1 d . . . . .
H19 H 0.9227 0.5738 0.5123 0.024 Uiso 1 1 calc R U . . .
C20 C 0.5574(3) 0.5845(2) 0.3723(2) 0.0183(6) Uani 1 1 d . . . . .
C21 C 0.4770(3) 0.5466(3) 0.2904(3) 0.0242(7) Uani 1 1 d . . . . .
H21 H 0.4976 0.5212 0.2327 0.029 Uiso 1 1 calc R U . . .
C22 C 0.3689(3) 0.5456(3) 0.2920(3) 0.0257(7) Uani 1 1 d . . . . .
H22 H 0.3155 0.5192 0.2359 0.031 Uiso 1 1 calc R U . . .
C23 C 0.4127(3) 0.6178(3) 0.4542(3) 0.0235(7) Uani 1 1 d . . . . .
H23 H 0.3898 0.6425 0.5109 0.028 Uiso 1 1 calc R U . . .
C24 C 0.5223(3) 0.6188(2) 0.4555(2) 0.0209(7) Uani 1 1 d . . . . .
H24 H 0.5744 0.6431 0.5136 0.025 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'
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
C1 Sn C8 170.03(14) . .
C1 Sn O1 91.31(10) . .
C8 Sn O1 81.01(11) . .
C1 Sn O2 84.98(11) . 1_655
C8 Sn O2 87.44(12) . 1_655
O1 Sn O2 80.18(8) . 1_655
C1 Sn Cl1 87.54(9) . .
C8 Sn Cl1 99.17(10) . .
O1 Sn Cl1 172.02(6) . .
O2 Sn Cl1 91.85(6) 1_655 .
C1 Sn Cl2 91.53(9) . .
C8 Sn Cl2 95.20(10) . .
O1 Sn Cl2 93.10(6) . .
O2 Sn Cl2 172.33(6) 1_655 .
Cl1 Sn Cl2 94.83(3) . .
N1 O1 Sn 128.73(17) . .
N2 O2 Sn 125.44(18) . 1_455
O1 N1 C15 120.6(2) . .
O1 N1 C19 118.8(2) . .
C15 N1 C19 120.4(3) . .
O2 N2 C22 119.5(3) . .
O2 N2 C23 119.5(3) . .
C22 N2 C23 120.9(3) . .
C2 C1 Sn 119.4(2) . .
C2 C1 H1A 107.5 . .
Sn C1 H1A 107.5 . .
C2 C1 H1B 107.5 . .
Sn C1 H1B 107.5 . .
H1A C1 H1B 107.0 . .
C7 C2 C3 117.7(3) . .
C7 C2 C1 121.2(3) . .
C3 C2 C1 121.2(3) . .
C4 C3 C2 120.9(3) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C5 120.7(3) . .
C3 C4 H4 119.7 . .
C5 C4 H4 119.7 . .
C6 C5 C4 119.1(3) . .
C6 C5 H5 120.4 . .
C4 C5 H5 120.4 . .
C5 C6 C7 120.4(3) . .
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
C6 C7 C2 121.1(3) . .
C6 C7 H7 119.4 . .
C2 C7 H7 119.4 . .
C9 C8 Sn 118.0(2) . .
C9 C8 H8A 107.8 . .
Sn C8 H8A 107.8 . .
C9 C8 H8B 107.8 . .
Sn C8 H8B 107.8 . .
H8A C8 H8B 107.1 . .
C10 C9 C14 117.7(3) . .
C10 C9 C8 120.1(3) . .
C14 C9 C8 122.2(3) . .
C9 C10 C11 121.2(3) . .
C9 C10 H10 119.4 . .
C11 C10 H10 119.4 . .
C12 C11 C10 120.1(3) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C11 C12 C13 120.0(3) . .
C11 C12 H12 120.0 . .
C13 C12 H12 120.0 . .
C12 C13 C14 120.5(3) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
C13 C14 C9 120.3(3) . .
C13 C14 H14 119.9 . .
C9 C14 H14 119.9 . .
N1 C15 C16 120.9(3) . .
N1 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
C15 C16 C17 120.5(3) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C18 C17 C16 117.0(3) . .
C18 C17 C20 122.4(3) . .
C16 C17 C20 120.7(3) . .
C19 C18 C17 120.9(3) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
N1 C19 C18 120.3(3) . .
N1 C19 H19 119.8 . .
C18 C19 H19 119.8 . .
C24 C20 C21 116.7(3) . .
C24 C20 C17 122.5(3) . .
C21 C20 C17 120.8(3) . .
C22 C21 C20 121.1(3) . .
C22 C21 H21 119.5 . .
C20 C21 H21 119.5 . .
N2 C22 C21 120.2(3) . .
N2 C22 H22 119.9 . .
C21 C22 H22 119.9 . .
N2 C23 C24 120.3(3) . .
N2 C23 H23 119.8 . .
C24 C23 H23 119.8 . .
C23 C24 C20 120.7(3) . .
C23 C24 H24 119.6 . .
C20 C24 H24 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn C1 2.157(3) .
Sn C8 2.196(3) .
Sn O1 2.306(2) .
Sn O2 2.317(2) 1_655
Sn Cl1 2.5007(8) .
Sn Cl2 2.5101(8) .
O1 N1 1.331(3) .
O2 N2 1.333(3) .
O2 Sn 2.317(2) 1_455
N1 C15 1.352(4) .
N1 C19 1.352(4) .
N2 C22 1.347(4) .
N2 C23 1.347(4) .
C1 C2 1.489(5) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C7 1.404(5) .
C2 C3 1.398(5) .
C3 C4 1.385(5) .
C3 H3 0.9500 .
C4 C5 1.392(5) .
C4 H4 0.9500 .
C5 C6 1.383(5) .
C5 H5 0.9500 .
C6 C7 1.386(5) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 C9 1.483(5) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.394(5) .
C9 C14 1.401(5) .
C10 C11 1.387(5) .
C10 H10 0.9500 .
C11 C12 1.364(5) .
C11 H11 0.9500 .
C12 C13 1.378(5) .
C12 H12 0.9500 .
C13 C14 1.388(5) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.368(5) .
C15 H15 0.9500 .
C16 C17 1.402(4) .
C16 H16 0.9500 .
C17 C18 1.397(5) .
C17 C20 1.474(4) .
C18 C19 1.373(5) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 C24 1.394(4) .
C20 C21 1.400(5) .
C21 C22 1.373(5) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 C24 1.381(5) .
C23 H23 0.9500 .
C24 H24 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 C15 54.6(4) . . . .
Sn O1 N1 C19 -128.6(2) . . . .
Sn O2 N2 C22 -73.3(3) 1_455 . . .
Sn O2 N2 C23 110.1(3) 1_455 . . .
Sn C1 C2 C7 -93.8(4) . . . .
Sn C1 C2 C3 87.1(4) . . . .
C7 C2 C3 C4 1.0(5) . . . .
C1 C2 C3 C4 -179.9(3) . . . .
C2 C3 C4 C5 -0.7(5) . . . .
C3 C4 C5 C6 0.4(5) . . . .
C4 C5 C6 C7 -0.5(5) . . . .
C5 C6 C7 C2 0.8(5) . . . .
C3 C2 C7 C6 -1.1(5) . . . .
C1 C2 C7 C6 179.8(3) . . . .
Sn C8 C9 C10 -66.2(4) . . . .
Sn C8 C9 C14 114.6(3) . . . .
C14 C9 C10 C11 -3.5(5) . . . .
C8 C9 C10 C11 177.3(3) . . . .
C9 C10 C11 C12 0.0(6) . . . .
C10 C11 C12 C13 4.2(5) . . . .
C11 C12 C13 C14 -4.7(5) . . . .
C12 C13 C14 C9 1.1(5) . . . .
C10 C9 C14 C13 3.0(5) . . . .
C8 C9 C14 C13 -177.9(3) . . . .
O1 N1 C15 C16 174.9(3) . . . .
C19 N1 C15 C16 -1.8(5) . . . .
N1 C15 C16 C17 0.2(5) . . . .
C15 C16 C17 C18 2.1(5) . . . .
C15 C16 C17 C20 -177.9(3) . . . .
C16 C17 C18 C19 -2.8(5) . . . .
C20 C17 C18 C19 177.2(3) . . . .
O1 N1 C19 C18 -175.7(3) . . . .
C15 N1 C19 C18 1.0(5) . . . .
C17 C18 C19 N1 1.3(5) . . . .
C18 C17 C20 C24 27.3(5) . . . .
C16 C17 C20 C24 -152.7(3) . . . .
C18 C17 C20 C21 -152.1(3) . . . .
C16 C17 C20 C21 27.9(5) . . . .
C24 C20 C21 C22 1.3(5) . . . .
C17 C20 C21 C22 -179.3(3) . . . .
O2 N2 C22 C21 -177.9(3) . . . .
C23 N2 C22 C21 -1.4(5) . . . .
C20 C21 C22 N2 0.4(5) . . . .
O2 N2 C23 C24 177.1(3) . . . .
C22 N2 C23 C24 0.6(5) . . . .
N2 C23 C24 C20 1.1(5) . . . .
C21 C20 C24 C23 -2.0(5) . . . .
C17 C20 C24 C23 178.6(3) . . . .
