#------------------------------------------------------------------------------
#$Date: 2022-09-26 11:56:12 +0300 (Mon, 26 Sep 2022) $
#$Revision: 278176 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/58/8105866.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_8105866
loop_
_publ_author_name
'Lee, See Mun'
'Lo, Kong Mun'
'Tiekink, Edward R.T.'
_publ_section_title
;
 Redetermination of the crystal structure of
 catena-poly[[tribenzyltin(IV)]-(\m2-pyridine-4-carboxylato-\k2 N:O)],
 C27H25NO2Sn
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              835
_journal_page_last               837
_journal_paper_doi               10.1515/ncrs-2019-0146
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C27 H25 N O2 Sn'
_chemical_formula_sum            'C27 H25 N O2 Sn'
_chemical_formula_weight         514.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 97.6430(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.61670(10)
_cell_length_b                   16.3285(2)
_cell_length_c                   14.5921(2)
_cell_measurement_reflns_used    9858
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.83
_cell_measurement_theta_min      2.49
_cell_volume                     2270.99(5)
_computing_cell_refinement       'SAINT [2]'
_computing_data_collection       'APEX2 [2]'
_computing_data_reduction        'SAINT [2]'
_computing_molecular_graphics    'ORTEP-3 for Windows [5]'
_computing_publication_material  'SHELXL-2018/3 [4]'
_computing_structure_refinement  'SHELXL-2018/3 [4]'
_computing_structure_solution    'SHELXS-97 [3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24990
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.948
_diffrn_reflns_theta_min         1.881
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS [1]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.694
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         6662
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0221
_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)+(0.0313P)²+0.9000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0566
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6005
_reflns_number_total             6662
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0146_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8105866
_shelx_shelxl_version_number     2018/3
_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   0.754
_shelx_estimated_absorpt_t_max   0.894
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.46556(2) 0.34533(2) 0.62306(2) 0.01544(4) Uani 1 1 d . . . . .
O1 O 0.68633(11) 0.32862(7) 0.62347(8) 0.0224(2) Uani 1 1 d . . . . .
O2 O 0.70526(11) 0.44867(6) 0.55155(8) 0.0228(2) Uani 1 1 d . . . . .
N1 N 1.20316(13) 0.35298(7) 0.62174(9) 0.0178(2) Uani 1 1 d . . . . .
C1 C 0.75589(14) 0.38702(9) 0.59054(10) 0.0178(3) Uani 1 1 d . . . . .
C2 C 0.91246(14) 0.37383(9) 0.60328(10) 0.0167(3) Uani 1 1 d . . . . .
C3 C 0.97249(15) 0.29745(10) 0.62331(12) 0.0240(3) Uani 1 1 d . . . . .
H3 H 0.916641 0.252145 0.631098 0.029 Uiso 1 1 calc R U . . .
C4 C 1.11679(16) 0.29003(9) 0.63144(12) 0.0246(3) Uani 1 1 d . . . . .
H4 H 1.156095 0.238589 0.644336 0.030 Uiso 1 1 calc R U . . .
C5 C 1.14439(15) 0.42656(9) 0.60260(11) 0.0195(3) Uani 1 1 d . . . . .
H5 H 1.202582 0.470917 0.595311 0.023 Uiso 1 1 calc R U . . .
C6 C 1.00103(15) 0.43935(9) 0.59323(11) 0.0191(3) Uani 1 1 d . . . . .
H6 H 0.964331 0.491407 0.580311 0.023 Uiso 1 1 calc R U . . .
C7 C 0.47402(15) 0.45431(9) 0.70675(12) 0.0234(3) Uani 1 1 d . . . . .
H7A H 0.454171 0.501081 0.666136 0.028 Uiso 1 1 calc R U . . .
H7B H 0.400020 0.451221 0.745767 0.028 Uiso 1 1 calc R U . . .
C8 C 0.61033(15) 0.46957(9) 0.76731(11) 0.0208(3) Uani 1 1 d . . . . .
C9 C 0.6595(2) 0.41639(12) 0.83873(14) 0.0368(4) Uani 1 1 d . . . . .
H9 H 0.607963 0.369730 0.848489 0.044 Uiso 1 1 calc R U . . .
C10 C 0.7844(2) 0.43177(15) 0.89583(14) 0.0449(5) Uani 1 1 d . . . . .
H10 H 0.816092 0.395351 0.943004 0.054 Uiso 1 1 calc R U . . .
C11 C 0.86127(19) 0.50120(14) 0.88243(14) 0.0389(4) Uani 1 1 d . . . . .
H11 H 0.943911 0.512260 0.921221 0.047 Uiso 1 1 calc R U . . .
C12 C 0.81479(18) 0.55385(11) 0.81135(13) 0.0306(4) Uani 1 1 d . . . . .
H12 H 0.866984 0.600246 0.801644 0.037 Uiso 1 1 calc R U . . .
C13 C 0.69077(16) 0.53829(9) 0.75407(11) 0.0225(3) Uani 1 1 d . . . . .
H13 H 0.660908 0.574306 0.706102 0.027 Uiso 1 1 calc R U . . .
C14 C 0.44879(14) 0.22642(9) 0.68671(11) 0.0199(3) Uani 1 1 d . . . . .
H14A H 0.406328 0.233803 0.742835 0.024 Uiso 1 1 calc R U . . .
H14B H 0.385521 0.192858 0.645107 0.024 Uiso 1 1 calc R U . . .
C15 C 0.58387(15) 0.18038(9) 0.71066(12) 0.0224(3) Uani 1 1 d . . . . .
C16 C 0.63618(18) 0.12925(10) 0.64640(13) 0.0277(3) Uani 1 1 d . . . . .
H16 H 0.585333 0.122494 0.588070 0.033 Uiso 1 1 calc R U . . .
C17 C 0.76327(19) 0.08826(10) 0.66839(15) 0.0348(4) Uani 1 1 d . . . . .
H17 H 0.797266 0.055258 0.624416 0.042 Uiso 1 1 calc R U . . .
C18 C 0.83880(18) 0.09639(11) 0.75491(15) 0.0368(4) Uani 1 1 d . . . . .
H18 H 0.923968 0.069293 0.769294 0.044 Uiso 1 1 calc R U . . .
C19 C 0.78765(19) 0.14476(12) 0.81994(15) 0.0352(4) Uani 1 1 d . . . . .
H19 H 0.837323 0.149326 0.878911 0.042 Uiso 1 1 calc R U . . .
C20 C 0.66161(17) 0.18702(11) 0.79786(12) 0.0284(3) Uani 1 1 d . . . . .
H20 H 0.628948 0.220215 0.842182 0.034 Uiso 1 1 calc R U . . .
C21 C 0.41066(16) 0.35365(9) 0.47559(11) 0.0201(3) Uani 1 1 d . . . . .
H21A H 0.359488 0.404155 0.460729 0.024 Uiso 1 1 calc R U . . .
H21B H 0.495840 0.355694 0.446756 0.024 Uiso 1 1 calc R U . . .
C22 C 0.32292(16) 0.28294(9) 0.43653(10) 0.0199(3) Uani 1 1 d . . . . .
C23 C 0.18223(17) 0.29149(10) 0.40092(12) 0.0271(3) Uani 1 1 d . . . . .
H23 H 0.140865 0.343030 0.399726 0.032 Uiso 1 1 calc R U . . .
C24 C 0.10232(19) 0.22456(12) 0.36709(13) 0.0348(4) Uani 1 1 d . . . . .
H24 H 0.008408 0.231665 0.343494 0.042 Uiso 1 1 calc R U . . .
C25 C 0.1618(2) 0.14728(11) 0.36833(14) 0.0360(4) Uani 1 1 d . . . . .
H25 H 0.108228 0.102420 0.345834 0.043 Uiso 1 1 calc R U . . .
C26 C 0.3017(2) 0.13742(11) 0.40335(13) 0.0327(4) Uani 1 1 d . . . . .
H26 H 0.342489 0.085745 0.404332 0.039 Uiso 1 1 calc R U . . .
C27 C 0.38106(18) 0.20441(10) 0.43696(11) 0.0249(3) Uani 1 1 d . . . . .
H27 H 0.474993 0.196993 0.460304 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 0.0033 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'
O O 0.0106 0.0060 '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'
N N 0.0061 0.0033 '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
O1 Sn C21 97.02(5) . .
O1 Sn C7 98.11(5) . .
C21 Sn C7 120.06(6) . .
O1 Sn C14 90.85(5) . .
C21 Sn C14 117.58(6) . .
C7 Sn C14 119.77(6) . .
O1 Sn N1 175.49(4) . 1_455
C21 Sn N1 82.94(5) . 1_455
C7 Sn N1 85.75(5) . 1_455
C14 Sn N1 85.20(5) . 1_455
C1 O1 Sn 117.83(9) . .
C5 N1 C4 117.32(12) . .
C5 N1 Sn 116.04(9) . 1_655
C4 N1 Sn 126.45(10) . 1_655
O2 C1 O1 125.81(13) . .
O2 C1 C2 120.22(13) . .
O1 C1 C2 113.96(12) . .
C6 C2 C3 118.09(13) . .
C6 C2 C1 119.59(13) . .
C3 C2 C1 122.31(13) . .
C4 C3 C2 118.76(13) . .
C4 C3 H3 120.6 . .
C2 C3 H3 120.6 . .
N1 C4 C3 123.55(14) . .
N1 C4 H4 118.2 . .
C3 C4 H4 118.2 . .
N1 C5 C6 122.87(13) . .
N1 C5 H5 118.6 . .
C6 C5 H5 118.6 . .
C5 C6 C2 119.41(13) . .
C5 C6 H6 120.3 . .
C2 C6 H6 120.3 . .
C8 C7 Sn 115.80(10) . .
C8 C7 H7A 108.3 . .
Sn C7 H7A 108.3 . .
C8 C7 H7B 108.3 . .
Sn C7 H7B 108.3 . .
H7A C7 H7B 107.4 . .
C9 C8 C13 117.91(15) . .
C9 C8 C7 121.39(14) . .
C13 C8 C7 120.70(14) . .
C8 C9 C10 121.12(17) . .
C8 C9 H9 119.4 . .
C10 C9 H9 119.4 . .
C11 C10 C9 119.97(18) . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
C12 C11 C10 119.55(17) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C11 C12 C13 120.51(16) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C12 C13 C8 120.94(16) . .
C12 C13 H13 119.5 . .
C8 C13 H13 119.5 . .
C15 C14 Sn 115.91(9) . .
C15 C14 H14A 108.3 . .
Sn C14 H14A 108.3 . .
C15 C14 H14B 108.3 . .
Sn C14 H14B 108.3 . .
H14A C14 H14B 107.4 . .
C20 C15 C16 117.53(15) . .
C20 C15 C14 121.12(15) . .
C16 C15 C14 121.35(15) . .
C17 C16 C15 121.01(17) . .
C17 C16 H16 119.5 . .
C15 C16 H16 119.5 . .
C18 C17 C16 120.32(18) . .
C18 C17 H17 119.8 . .
C16 C17 H17 119.8 . .
C17 C18 C19 119.65(16) . .
C17 C18 H18 120.2 . .
C19 C18 H18 120.2 . .
C18 C19 C20 120.29(18) . .
C18 C19 H19 119.9 . .
C20 C19 H19 119.9 . .
C15 C20 C19 121.16(18) . .
C15 C20 H20 119.4 . .
C19 C20 H20 119.4 . .
C22 C21 Sn 112.53(10) . .
C22 C21 H21A 109.1 . .
Sn C21 H21A 109.1 . .
C22 C21 H21B 109.1 . .
Sn C21 H21B 109.1 . .
H21A C21 H21B 107.8 . .
C23 C22 C27 117.54(15) . .
C23 C22 C21 122.41(14) . .
C27 C22 C21 120.04(14) . .
C24 C23 C22 121.26(16) . .
C24 C23 H23 119.4 . .
C22 C23 H23 119.4 . .
C25 C24 C23 120.30(17) . .
C25 C24 H24 119.9 . .
C23 C24 H24 119.9 . .
C24 C25 C26 119.39(17) . .
C24 C25 H25 120.3 . .
C26 C25 H25 120.3 . .
C27 C26 C25 120.12(17) . .
C27 C26 H26 119.9 . .
C25 C26 H26 119.9 . .
C26 C27 C22 121.40(16) . .
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
Sn O1 2.1398(10) .
Sn C21 2.1507(15) .
Sn C7 2.1536(15) .
Sn C14 2.1676(14) .
Sn N1 2.5240(12) 1_455
O1 C1 1.2936(17) .
O2 C1 1.2249(17) .
N1 C5 1.3413(18) .
N1 C4 1.3407(18) .
C1 C2 1.5079(19) .
C2 C6 1.3873(19) .
C2 C3 1.389(2) .
C3 C4 1.382(2) .
C3 H3 0.9300 .
C4 H4 0.9300 .
C5 C6 1.3831(19) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.501(2) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.390(2) .
C8 C13 1.391(2) .
C9 C10 1.390(3) .
C9 H9 0.9300 .
C10 C11 1.382(3) .
C10 H10 0.9300 .
C11 C12 1.375(3) .
C11 H11 0.9300 .
C12 C13 1.386(2) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C15 1.501(2) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C20 1.392(2) .
C15 C16 1.398(2) .
C16 C17 1.393(2) .
C16 H16 0.9300 .
C17 C18 1.377(3) .
C17 H17 0.9300 .
C18 C19 1.375(3) .
C18 H18 0.9300 .
C19 C20 1.395(2) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 C22 1.497(2) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C23 1.390(2) .
C22 C27 1.398(2) .
C23 C24 1.388(2) .
C23 H23 0.9300 .
C24 C25 1.385(3) .
C24 H24 0.9300 .
C25 C26 1.383(3) .
C25 H25 0.9300 .
C26 C27 1.386(2) .
C26 H26 0.9300 .
C27 H27 0.9300 .
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 C1 O2 -6.7(2) . . . .
Sn O1 C1 C2 173.61(9) . . . .
O2 C1 C2 C6 16.7(2) . . . .
O1 C1 C2 C6 -163.59(14) . . . .
O2 C1 C2 C3 -162.12(15) . . . .
O1 C1 C2 C3 17.6(2) . . . .
C6 C2 C3 C4 -0.6(2) . . . .
C1 C2 C3 C4 178.24(15) . . . .
C5 N1 C4 C3 -0.4(3) . . . .
Sn N1 C4 C3 -175.07(13) 1_655 . . .
C2 C3 C4 N1 0.5(3) . . . .
C4 N1 C5 C6 0.3(2) . . . .
Sn N1 C5 C6 175.56(12) 1_655 . . .
N1 C5 C6 C2 -0.4(2) . . . .
C3 C2 C6 C5 0.5(2) . . . .
C1 C2 C6 C5 -178.33(14) . . . .
Sn C7 C8 C9 -64.22(19) . . . .
Sn C7 C8 C13 116.50(14) . . . .
C13 C8 C9 C10 0.7(3) . . . .
C7 C8 C9 C10 -178.63(18) . . . .
C8 C9 C10 C11 0.5(3) . . . .
C9 C10 C11 C12 -1.2(3) . . . .
C10 C11 C12 C13 0.9(3) . . . .
C11 C12 C13 C8 0.3(3) . . . .
C9 C8 C13 C12 -1.1(2) . . . .
C7 C8 C13 C12 178.24(15) . . . .
Sn C14 C15 C20 92.58(16) . . . .
Sn C14 C15 C16 -87.49(16) . . . .
C20 C15 C16 C17 -1.6(2) . . . .
C14 C15 C16 C17 178.44(14) . . . .
C15 C16 C17 C18 1.1(3) . . . .
C16 C17 C18 C19 0.5(3) . . . .
C17 C18 C19 C20 -1.5(3) . . . .
C16 C15 C20 C19 0.6(2) . . . .
C14 C15 C20 C19 -179.50(15) . . . .
C18 C19 C20 C15 1.0(3) . . . .
Sn C21 C22 C23 110.43(15) . . . .
Sn C21 C22 C27 -68.05(16) . . . .
C27 C22 C23 C24 0.1(2) . . . .
C21 C22 C23 C24 -178.46(16) . . . .
C22 C23 C24 C25 0.1(3) . . . .
C23 C24 C25 C26 -0.2(3) . . . .
C24 C25 C26 C27 0.1(3) . . . .
C25 C26 C27 C22 0.0(3) . . . .
C23 C22 C27 C26 -0.1(2) . . . .
C21 C22 C27 C26 178.44(15) . . . .
