#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/82/2008280.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2008280
loop_
_publ_author_name
'Bruhn, Clemens'
'Steinborn, Dirk'
'Lébl, Tomáš'
'Holeček, Jaroslav'
_publ_section_title
;
 (Z)- and
 (E)-1-methylthio-1-triphenylstannyl-2-phenylethene
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              363
_journal_page_last               365
_journal_paper_doi               10.1107/S0108270198015200
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          '[Sn (C6 H5)3 (C9 H9 S)]'
_chemical_formula_moiety         'C27 H24 S Sn'
_chemical_formula_sum            'C27 H24 S Sn'
_chemical_formula_weight         499.21
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 110.67(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.190(9)
_cell_length_b                   19.104(9)
_cell_length_c                   12.808(9)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      16.73
_cell_measurement_theta_min      5.23
_cell_volume                     2333(3)
_computing_cell_refinement       STADI4
_computing_data_collection       'STADI4 (Stoe & Cie, 1996a)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1996b)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device       'Stoe Stadi4 four-circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.109
_diffrn_reflns_av_sigmaI/netI    0.078
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6742
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_T_max  0.62
_exptl_absorpt_correction_T_min  0.45
_exptl_absorpt_correction_type
'semi-empirical via \y scan (North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.144
_refine_diff_density_min         -1.402
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.160
_refine_ls_goodness_of_fit_obs   1.167
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_restrained_S_obs      1.167
_refine_ls_R_factor_all          0.048
_refine_ls_R_factor_obs          0.044
_refine_ls_shift/esd_max         <0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0414P)²+0.9634P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.098
_refine_ls_wR_factor_obs         0.094
_reflns_number_observed          3750
_reflns_number_total             4101
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            na1382.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.9634P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.9634P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2008280
loop_
_symmetry_equiv_pos_as_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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
C1 -0.0122(4) 0.1220(2) 0.4878(3) 0.0516(8) Uani d . 1 . C
C2 0.0898(4) 0.1076(2) 0.5840(3) 0.0592(9) Uani d . 1 . C
H2 0.055(4) 0.0808(18) 0.643(3) 0.049(9) Uiso d . 1 . H
C3 0.2344(4) 0.1336(2) 0.6210(3) 0.0561(9) Uani d . 1 . C
C4 0.2632(5) 0.2046(2) 0.6224(3) 0.0665(11) Uani d . 1 . C
H4 0.1897(5) 0.2366(2) 0.5986(3) 0.087(16) Uiso calc R 1 . H
C5 0.4007(6) 0.2283(3) 0.6591(4) 0.0810(15) Uani d . 1 . C
H5 0.4190(6) 0.2759(3) 0.6581(4) 0.12(2) Uiso calc R 1 . H
C6 0.5094(6) 0.1819(3) 0.6966(4) 0.092(2) Uani d . 1 . C
H6 0.6015(6) 0.1979(3) 0.7212(4) 0.082(14) Uiso calc R 1 . H
C7 0.4821(5) 0.1112(3) 0.6980(4) 0.0838(15) Uani d . 1 . C
H7 0.5559(5) 0.0796(3) 0.7238(4) 0.12(2) Uiso calc R 1 . H
C8 0.3463(5) 0.0877(2) 0.6616(3) 0.0690(12) Uani d . 1 . C
H8 0.3289(5) 0.0401(2) 0.6641(3) 0.089(16) Uiso calc R 1 . H
C9 -0.1889(6) 0.0521(3) 0.5784(4) 0.094(2) Uani d . 1 . C
H9A -0.2839(6) 0.0401(3) 0.5690(4) 0.12(2) Uiso calc R 1 . H
H9B -0.1515(6) 0.0827(3) 0.6414(4) 0.092(17) Uiso calc R 1 . H
H9C -0.1332(6) 0.0103(3) 0.5906(4) 0.12(2) Uiso calc R 1 . H
C10 -0.1633(4) 0.1559(2) 0.2026(3) 0.0534(9) Uani d . 1 . C
C11 -0.2234(5) 0.0903(2) 0.1761(3) 0.0674(11) Uani d . 1 . C
H11 -0.1848(5) 0.0528(2) 0.2232(3) 0.083(15) Uiso calc R 1 . H
C12 -0.3402(6) 0.0792(3) 0.0805(4) 0.087(2) Uani d . 1 . C
H12 -0.3805(6) 0.0350(3) 0.0645(4) 0.11(2) Uiso calc R 1 . H
C13 -0.3952(5) 0.1340(4) 0.0105(4) 0.095(2) Uani d . 1 . C
H13 -0.4723(5) 0.1268(4) -0.0543(4) 0.14(3) Uiso calc R 1 . H
C14 -0.3381(6) 0.1992(3) 0.0344(4) 0.093(2) Uani d . 1 . C
H14 -0.3776(6) 0.2363(3) -0.0132(4) 0.100(17) Uiso calc R 1 . H
C15 -0.2211(5) 0.2103(3) 0.1297(3) 0.0713(12) Uani d . 1 . C
H15 -0.1814(5) 0.2547(3) 0.1445(3) 0.070(13) Uiso calc R 1 . H
C16 0.0295(4) 0.2857(2) 0.3714(3) 0.0491(8) Uani d . 1 . C
C17 0.1404(6) 0.3247(2) 0.3634(3) 0.0638(11) Uani d . 1 . C
H17 0.2139(6) 0.3024(2) 0.3498(3) 0.069(12) Uiso calc R 1 . H
C18 0.1419(6) 0.3966(2) 0.3756(4) 0.0768(14) Uani d . 1 . C
H18 0.2166(6) 0.4222(2) 0.3696(4) 0.070(13) Uiso calc R 1 . H
C19 0.0368(7) 0.4308(2) 0.3960(4) 0.0802(15) Uani d . 1 . C
H19 0.0398(7) 0.4792(2) 0.4040(4) 0.103(17) Uiso calc R 1 . H
C20 -0.0737(6) 0.3935(3) 0.4048(4) 0.0787(14) Uani d . 1 . C
H20 -0.1464(6) 0.4164(3) 0.4187(4) 0.12(2) Uiso calc R 1 . H
C21 -0.0759(5) 0.3215(2) 0.3926(4) 0.0649(11) Uani d . 1 . C
H21 -0.1510(5) 0.2965(2) 0.3988(4) 0.068(13) Uiso calc R 1 . H
C22 0.1941(4) 0.1362(2) 0.3127(3) 0.0461(7) Uani d . 1 . C
C23 0.1745(5) 0.1040(2) 0.2121(3) 0.0664(11) Uani d . 1 . C
H23 0.0842(5) 0.0997(2) 0.1600(3) 0.090(16) Uiso calc R 1 . H
C24 0.2858(6) 0.0782(3) 0.1877(4) 0.0840(15) Uani d . 1 . C
H24 0.2696(6) 0.0559(3) 0.1198(4) 0.12(2) Uiso calc R 1 . H
C25 0.4198(5) 0.0848(3) 0.2611(4) 0.0779(13) Uani d . 1 . C
H25 0.4949(5) 0.0669(3) 0.2445(4) 0.098(18) Uiso calc R 1 . H
C26 0.4408(6) 0.1186(3) 0.3601(4) 0.088(2) Uani d . 1 . C
H26 0.5315(6) 0.1242(3) 0.4109(4) 0.12(2) Uiso calc R 1 . H
C27 0.3312(5) 0.1439(3) 0.3849(3) 0.0716(12) Uani d . 1 . C
H27 0.3485(5) 0.1672(3) 0.4522(3) 0.12(2) Uiso calc R 1 . H
S -0.18538(11) 0.09533(6) 0.45552(9) 0.0663(3) Uani d . 1 . S
Sn 0.01805(2) 0.175168(12) 0.34805(2) 0.04560(11) Uani d . 1 . Sn
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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 S 123.7(3) y
C2 C1 Sn 124.6(3) y
S C1 Sn 111.6(2) y
C1 C2 C3 126.6(4) y
C1 C2 H2 114.(2) ?
C3 C2 H2 119.(2) ?
C8 C3 C4 118.2(4) ?
C8 C3 C2 120.5(4) ?
C4 C3 C2 121.2(4) ?
C5 C4 C3 120.4(5) ?
C5 C4 H4 119.8(3) ?
C3 C4 H4 119.8(3) ?
C6 C5 C4 120.3(5) ?
C6 C5 H5 119.8(3) ?
C4 C5 H5 119.8(3) ?
C5 C6 C7 119.8(5) ?
C5 C6 H6 120.1(3) ?
C7 C6 H6 120.1(3) ?
C8 C7 C6 120.0(5) ?
C8 C7 H7 120.0(3) ?
C6 C7 H7 120.0(3) ?
C7 C8 C3 121.2(4) ?
C7 C8 H8 119.4(3) ?
C3 C8 H8 119.4(3) ?
S C9 H9A 109.5(2) ?
S C9 H9B 109.5(2) ?
H9A C9 H9B 109.5 ?
S C9 H9C 109.5(2) ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C15 C10 C11 118.0(4) ?
C15 C10 Sn 119.3(3) ?
C11 C10 Sn 122.7(3) ?
C10 C11 C12 121.4(4) ?
C10 C11 H11 119.3(2) ?
C12 C11 H11 119.3(3) ?
C13 C12 C11 119.2(5) ?
C13 C12 H12 120.4(3) ?
C11 C12 H12 120.4(3) ?
C12 C13 C14 120.6(4) ?
C12 C13 H13 119.7(3) ?
C14 C13 H13 119.7(3) ?
C13 C14 C15 120.2(5) ?
C13 C14 H14 119.9(3) ?
C15 C14 H14 119.9(3) ?
C10 C15 C14 120.5(5) ?
C10 C15 H15 119.8(3) ?
C14 C15 H15 119.8(3) ?
C21 C16 C17 117.4(4) ?
C21 C16 Sn 120.8(3) ?
C17 C16 Sn 121.8(3) ?
C18 C17 C16 120.1(5) ?
C18 C17 H17 119.9(3) ?
C16 C17 H17 119.9(2) ?
C19 C18 C17 121.4(5) ?
C19 C18 H18 119.3(3) ?
C17 C18 H18 119.3(3) ?
C18 C19 C20 119.6(4) ?
C18 C19 H19 120.2(3) ?
C20 C19 H19 120.2(3) ?
C19 C20 C21 119.2(5) ?
C19 C20 H20 120.4(3) ?
C21 C20 H20 120.4(4) ?
C16 C21 C20 122.2(5) ?
C16 C21 H21 118.9(3) ?
C20 C21 H21 118.9(4) ?
C23 C22 C27 116.8(4) ?
C23 C22 Sn 120.0(3) ?
C27 C22 Sn 123.2(3) ?
C24 C23 C22 121.1(4) ?
C24 C23 H23 119.5(3) ?
C22 C23 H23 119.5(2) ?
C25 C24 C23 121.1(4) ?
C25 C24 H24 119.4(3) ?
C23 C24 H24 119.4(3) ?
C24 C25 C26 118.2(5) ?
C24 C25 H25 120.9(3) ?
C26 C25 H25 120.9(3) ?
C27 C26 C25 120.8(5) ?
C27 C26 H26 119.6(3) ?
C25 C26 H26 119.6(3) ?
C26 C27 C22 121.8(4) ?
C26 C27 H27 119.1(3) ?
C22 C27 H27 119.1(3) ?
C1 S C9 105.1(2) y
C16 Sn C22 111.57(14) y
C16 Sn C10 106.28(13) y
C22 Sn C10 106.7(2) y
C16 Sn C1 111.34(13) y
C22 Sn C1 112.74(14) y
C10 Sn C1 107.9(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.331(5) y
C1 S . 1.740(4) y
C1 Sn . 2.173(4) y
C2 C3 . 1.466(6) ?
C2 H2 . 1.07(4) ?
C3 C8 . 1.386(6) ?
C3 C4 . 1.387(6) ?
C4 C5 . 1.387(7) ?
C4 H4 . 0.93 ?
C5 C6 . 1.366(8) ?
C5 H5 . 0.93 ?
C6 C7 . 1.380(7) ?
C6 H6 . 0.93 ?
C7 C8 . 1.370(7) ?
C7 H7 . 0.93 ?
C8 H8 . 0.93 ?
C9 S . 1.789(5) y
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 C15 . 1.383(6) ?
C10 C11 . 1.383(6) ?
C10 Sn . 2.143(4) y
C11 C12 . 1.390(6) ?
C11 H11 . 0.93 ?
C12 C13 . 1.362(8) ?
C12 H12 . 0.93 ?
C13 C14 . 1.363(9) ?
C13 H13 . 0.93 ?
C14 C15 . 1.388(7) ?
C14 H14 . 0.93 ?
C15 H15 . 0.93 ?
C16 C21 . 1.378(6) ?
C16 C17 . 1.387(6) ?
C16 Sn . 2.131(4) y
C17 C18 . 1.383(6) ?
C17 H17 . 0.93 ?
C18 C19 . 1.355(8) ?
C18 H18 . 0.93 ?
C19 C20 . 1.369(8) ?
C19 H19 . 0.93 ?
C20 C21 . 1.384(6) ?
C20 H20 . 0.93 ?
C21 H21 . 0.93 ?
C22 C23 . 1.377(5) ?
C22 C27 . 1.384(5) ?
C22 Sn . 2.133(4) y
C23 C24 . 1.370(7) ?
C23 H23 . 0.93 ?
C24 C25 . 1.363(7) ?
C24 H24 . 0.93 ?
C25 C26 . 1.371(7) ?
C25 H25 . 0.93 ?
C26 C27 . 1.354(7) ?
C26 H26 . 0.93 ?
C27 H27 . 0.93 ?
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
S C1 C2 C3 -174.1(3)
Sn C1 C2 C3 10.3(6)
C1 C2 C3 C4 53.5(6)
C1 C2 C3 C8 -130.1(5)
C9 S C1 C2 3.0(5)
Sn C1 S C9 179.1(3)
C11 C10 Sn C1 -45.0(4)
C15 C10 Sn C1 137.0(4)
C17 C16 Sn C1 127.0(3)
C21 C16 Sn C1 -54.6(3)
C23 C22 Sn C1 116.3(3)
C27 C22 Sn C1 -66.5(4)
C17 C16 Sn C10 -115.8(3)
C21 C16 Sn C10 62.6(3)
C23 C22 Sn C10 -1.9(3)
C27 C22 Sn C10 175.3(3)
C2 C1 Sn C10 162.6(3)
S C1 Sn C10 -13.5(2)
C11 C10 Sn C16 -164.5(4)
C15 C10 Sn C16 17.5(4)
C23 C22 Sn C16 -117.6(3)
C27 C22 Sn C16 59.7(4)
C2 C1 Sn C16 -81.2(4)
S C1 Sn C16 102.7(2)
C11 C10 Sn C22 76.3(4)
C15 C10 Sn C22 -101.7(4)
C17 C16 Sn C22 0.1(3)
C21 C16 Sn C22 178.5(3)
C2 C1 Sn C22 45.1(4)
S C1 Sn C22 -131.0(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652227
