#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/82/2008281.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_2008281
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           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                83.380(8)
_cell_angle_beta                 81.737(8)
_cell_angle_gamma                67.018(7)
_cell_formula_units_Z            2
_cell_length_a                   9.5512(8)
_cell_length_b                   11.0433(8)
_cell_length_c                   12.3793(10)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.5
_cell_measurement_theta_min      10.0
_cell_volume                     1187.10(18)
_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      293(2)
_diffrn_measurement_device       'Stoe Stadi4 4-circle diffractometer'
_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_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3732
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type
'semi empirical via \y scan (North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.841
_refine_ls_extinction_coef       0.030(4)
_refine_ls_extinction_method     SHELXL93
_refine_ls_goodness_of_fit_all   1.239
_refine_ls_goodness_of_fit_obs   1.008
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3721
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.300
_refine_ls_restrained_S_obs      1.008
_refine_ls_R_factor_all          0.077
_refine_ls_R_factor_obs          0.051
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1046P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.189
_refine_ls_wR_factor_obs         0.132
_reflns_number_observed          3070
_reflns_number_total             3732
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            na1382.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.1046P)^2^] 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^)+(0.1046P)^2^]
where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1187.1(2)
_cod_database_code               2008281
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.3474(9) 0.2286(7) 0.2199(6) 0.056(2) Uani d . 1 . C
C2 0.2416(10) 0.3049(8) 0.1540(6) 0.061(2) Uani d . 1 . C
H2 0.215(9) 0.397(8) 0.144(6) 0.07(2) Uiso d . 1 . H
C3 0.1654(10) 0.2672(8) 0.0739(6) 0.064(2) Uani d . 1 . C
C4 0.2386(12) 0.1614(10) 0.0130(7) 0.075(2) Uani d . 1 . C
H4 0.3424(12) 0.1124(10) 0.0164(7) 0.08(3) Uiso calc R 1 . H
C5 0.1568(16) 0.1259(13) -0.0557(9) 0.103(4) Uani d . 1 . C
H5 0.2068(16) 0.0512(13) -0.0951(9) 0.10(4) Uiso calc R 1 . H
C6 0.0075(16) 0.1980(15) -0.0655(10) 0.107(4) Uani d . 1 . C
H6 -0.0460(16) 0.1726(15) -0.1095(10) 0.19(7) Uiso calc R 1 . H
C7 -0.0632(13) 0.3094(13) -0.0089(9) 0.098(3) Uani d . 1 . C
H7 -0.1645(13) 0.3629(13) -0.0176(9) 0.10(4) Uiso calc R 1 . H
C8 0.0145(11) 0.3433(9) 0.0609(8) 0.077(2) Uani d . 1 . C
H8 -0.0358(11) 0.4185(9) 0.0997(8) 0.08(3) Uiso calc R 1 . H
C9 0.4879(16) -0.0049(10) 0.3457(10) 0.108(4) Uani d . 1 . C
H9A 0.5673(16) -0.0911(10) 0.3401(10) 0.162 Uiso calc R 1 . H
H9B 0.4044(16) -0.0101(10) 0.3969(10) 0.162 Uiso calc R 1 . H
H9C 0.5274(16) 0.0534(10) 0.3706(10) 0.162 Uiso calc R 1 . H
C10 0.6721(9) 0.2225(7) 0.3342(7) 0.064(2) Uani d . 1 . C
C11 0.7706(11) 0.1733(10) 0.2435(8) 0.082(3) Uani d . 1 . C
H11 0.7313(11) 0.1795(10) 0.1777(8) 0.11(4) Uiso calc R 1 . H
C12 0.9245(14) 0.1157(11) 0.2475(11) 0.098(3) Uani d . 1 . C
H12 0.9893(14) 0.0806(11) 0.1856(11) 0.11(4) Uiso calc R 1 . H
C13 0.9821(14) 0.1098(12) 0.3416(13) 0.105(4) Uani d . 1 . C
H13 1.0875(14) 0.0743(12) 0.3437(13) 0.09(3) Uiso calc R 1 . H
C14 0.8889(15) 0.1547(14) 0.4333(14) 0.129(5) Uani d . 1 . C
H14 0.9307(15) 0.1478(14) 0.4982(14) 0.16(6) Uiso calc R 1 . H
C15 0.7315(13) 0.2111(10) 0.4317(9) 0.088(3) Uani d . 1 . C
H15 0.6672(13) 0.2406(10) 0.4952(9) 0.09(3) Uiso calc R 1 . H
C16 0.4057(9) 0.5147(7) 0.2443(6) 0.060(2) Uani d . 1 . C
C17 0.4946(14) 0.5253(10) 0.1471(9) 0.096(3) Uani d . 1 . C
H17 0.5625(14) 0.4495(10) 0.1144(9) 0.09(3) Uiso calc R 1 . H
C18 0.4826(16) 0.6475(13) 0.0991(10) 0.107(4) Uani d . 1 . C
H18 0.5407(16) 0.6531(13) 0.0330(10) 0.14(5) Uiso calc R 1 . H
C19 0.3905(17) 0.7562(11) 0.1451(11) 0.108(4) Uani d . 1 . C
H19 0.3875(17) 0.8372(11) 0.1124(11) 0.15(5) Uiso calc R 1 . H
C20 0.3020(15) 0.7526(10) 0.2372(11) 0.102(3) Uani d . 1 . C
H20 0.2344(15) 0.8306(10) 0.2670(11) 0.11(4) Uiso calc R 1 . H
C21 0.3105(11) 0.6331(9) 0.2884(8) 0.079(2) Uani d . 1 . C
H21 0.2509(11) 0.6315(9) 0.3545(8) 0.10(4) Uiso calc R 1 . H
C22 0.3029(9) 0.3473(8) 0.4802(6) 0.063(2) Uani d . 1 . C
C23 0.1970(14) 0.2902(14) 0.5094(10) 0.110(4) Uani d . 1 . C
H23 0.1788(14) 0.2432(14) 0.4590(10) 0.13(5) Uiso calc R 1 . H
C24 0.1163(16) 0.3019(17) 0.6140(12) 0.133(5) Uani d . 1 . C
H24 0.0474(16) 0.2605(17) 0.6338(12) 0.20(8) Uiso calc R 1 . H
C25 0.1395(18) 0.3743(15) 0.6866(10) 0.125(5) Uani d . 1 . C
H25 0.0828(18) 0.3853(15) 0.7550(10) 0.15(5) Uiso calc R 1 . H
C26 0.2434(17) 0.4301(17) 0.6603(10) 0.128(5) Uani d . 1 . C
H26 0.2603(17) 0.4780(17) 0.7107(10) 0.17(6) Uiso calc R 1 . H
C27 0.3256(15) 0.4157(13) 0.5569(8) 0.104(4) Uani d . 1 . C
H27 0.3981(15) 0.4536(13) 0.5395(8) 0.21(8) Uiso calc R 1 . H
S 0.4227(3) 0.0558(2) 0.2161(2) 0.0844(7) Uani d . 1 . S
Sn 0.43008(6) 0.32556(5) 0.32163(4) 0.0552(3) 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 120.7(6) y
C2 C1 Sn 117.6(5) y
S C1 Sn 121.6(4) y
C1 C2 C3 130.0(7) y
C1 C2 H2 122.(5) ?
C3 C2 H2 107.(5) ?
C4 C3 C8 118.6(9) ?
C4 C3 C2 122.7(8) ?
C8 C3 C2 118.7(8) ?
C3 C4 C5 119.7(10) ?
C3 C4 H4 120.1(6) ?
C5 C4 H4 120.1(7) ?
C6 C5 C4 121.5(11) ?
C6 C5 H5 119.3(7) ?
C4 C5 H5 119.3(7) ?
C5 C6 C7 118.4(11) ?
C5 C6 H6 120.8(7) ?
C7 C6 H6 120.8(7) ?
C6 C7 C8 120.6(11) ?
C6 C7 H7 119.7(7) ?
C8 C7 H7 119.7(7) ?
C3 C8 C7 120.9(10) ?
C3 C8 H8 119.5(5) ?
C7 C8 H8 119.5(7) ?
S C9 H9A 109.5(4) ?
S C9 H9B 109.5(5) ?
H9A C9 H9B 109.5 ?
S C9 H9C 109.5(4) ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C11 C10 C15 118.7(9) ?
C11 C10 Sn 120.3(7) ?
C15 C10 Sn 120.9(7) ?
C12 C11 C10 121.6(11) ?
C12 C11 H11 119.2(7) ?
C10 C11 H11 119.2(6) ?
C13 C12 C11 119.4(11) ?
C13 C12 H12 120.3(7) ?
C11 C12 H12 120.3(7) ?
C12 C13 C14 120.8(12) ?
C12 C13 H13 119.6(7) ?
C14 C13 H13 119.6(8) ?
C13 C14 C15 120.7(13) ?
C13 C14 H14 119.7(8) ?
C15 C14 H14 119.7(8) ?
C10 C15 C14 118.7(11) ?
C10 C15 H15 120.7(6) ?
C14 C15 H15 120.7(8) ?
C21 C16 C17 115.6(8) ?
C21 C16 Sn 123.9(7) ?
C17 C16 Sn 120.4(6) ?
C18 C17 C16 120.4(10) ?
C18 C17 H17 119.8(7) ?
C16 C17 H17 119.8(5) ?
C19 C18 C17 121.1(11) ?
C19 C18 H18 119.5(7) ?
C17 C18 H18 119.5(7) ?
C18 C19 C20 121.3(10) ?
C18 C19 H19 119.3(7) ?
C20 C19 H19 119.3(7) ?
C19 C20 C21 119.6(11) ?
C19 C20 H20 120.2(7) ?
C21 C20 H20 120.2(7) ?
C20 C21 C16 121.9(10) ?
C20 C21 H21 119.1(7) ?
C16 C21 H21 119.1(5) ?
C27 C22 C23 117.5(9) ?
C27 C22 Sn 121.7(6) ?
C23 C22 Sn 120.8(7) ?
C22 C23 C24 120.8(12) ?
C22 C23 H23 119.6(6) ?
C24 C23 H23 119.6(8) ?
C25 C24 C23 119.6(12) ?
C25 C24 H24 120.2(7) ?
C23 C24 H24 120.2(8) ?
C26 C25 C24 120.7(11) ?
C26 C25 H25 119.7(8) ?
C24 C25 H25 119.7(7) ?
C25 C26 C27 119.4(12) ?
C25 C26 H26 120.3(8) ?
C27 C26 H26 120.3(8) ?
C22 C27 C26 122.0(11) ?
C22 C27 H27 119.0(5) ?
C26 C27 H27 119.0(8) ?
C1 S C9 105.1(5) y
C16 Sn C22 110.0(3) y
C16 Sn C1 108.1(3) y
C22 Sn C1 110.6(3) y
C16 Sn C10 105.6(3) y
C22 Sn C10 110.9(3) y
C1 Sn C10 111.6(3) 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 . 1.345(11) y
C1 S . 1.761(7) y
C1 Sn . 2.148(7) y
C2 C3 . 1.493(12) ?
C2 H2 . 0.95(8) ?
C3 C4 . 1.355(12) ?
C3 C8 . 1.378(13) ?
C4 C5 . 1.413(14) ?
C4 H4 . 0.93 ?
C5 C6 . 1.35(2) ?
C5 H5 . 0.93 ?
C6 C7 . 1.37(2) ?
C6 H6 . 0.93 ?
C7 C8 . 1.384(15) ?
C7 H7 . 0.93 ?
C8 H8 . 0.93 ?
C9 S . 1.769(10) y
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 C11 . 1.370(12) ?
C10 C15 . 1.378(12) ?
C10 Sn . 2.162(8) y
C11 C12 . 1.361(15) ?
C11 H11 . 0.93 ?
C12 C13 . 1.34(2) ?
C12 H12 . 0.93 ?
C13 C14 . 1.35(2) ?
C13 H13 . 0.93 ?
C14 C15 . 1.39(2) ?
C14 H14 . 0.93 ?
C15 H15 . 0.93 ?
C16 C21 . 1.388(12) ?
C16 C17 . 1.390(12) ?
C16 Sn . 2.135(8) y
C17 C18 . 1.380(14) ?
C17 H17 . 0.93 ?
C18 C19 . 1.31(2) ?
C18 H18 . 0.93 ?
C19 C20 . 1.32(2) ?
C19 H19 . 0.93 ?
C20 C21 . 1.374(14) ?
C20 H20 . 0.93 ?
C21 H21 . 0.93 ?
C22 C27 . 1.367(13) ?
C22 C23 . 1.375(13) ?
C22 Sn . 2.141(7) y
C23 C24 . 1.40(2) ?
C23 H23 . 0.93 ?
C24 C25 . 1.36(2) ?
C24 H24 . 0.93 ?
C25 C26 . 1.35(2) ?
C25 H25 . 0.93 ?
C26 C27 . 1.393(15) ?
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 2.6(12)
Sn C1 C2 C3 178.9(6)
C1 C2 C3 C4 -35.7(13)
C1 C2 C3 C8 144.5(9)
C2 C1 S C9 -156.1(8)
Sn C1 S C9 27.8(7)
C11 C10 Sn C1 42.3(8)
C15 C10 Sn C1 -141.2(7)
C17 C16 Sn C1 -68.1(8)
C21 C16 Sn C1 116.0(7)
C23 C22 Sn C1 6.8(10)
C27 C22 Sn C1 -174.6(9)
C17 C16 Sn C10 51.4(8)
C21 C16 Sn C10 -124.5(7)
C23 C22 Sn C10 -117.5(9)
C27 C22 Sn C10 61.1(10)
C2 C1 Sn C10 -142.0(6)
S C1 Sn C10 34.2(5)
C23 C22 Sn C16 126.1(9)
C27 C22 Sn C16 -55.2(10)
C11 C10 Sn C16 -74.9(8)
C15 C10 Sn C16 101.5(8)
C2 C1 Sn C16 -26.3(7)
S C1 Sn C16 149.9(4)
C11 C10 Sn C22 166.0(7)
C15 C10 Sn C22 -17.5(8)
C2 C1 Sn C22 94.1(6)
S C1 Sn C22 -89.7(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652227
