#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/52/1505241.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_1505241
loop_
_publ_author_name
'Mouri, Kazuhiro'
'Wakamiya, Atsushi'
'Yamada, Hiroshi'
'Kajiwara, Takashi'
'Yamaguchi, Shigehiro'
_publ_section_title
;
 Ladder distyrylbenzenes with silicon and chalcogen bridges: synthesis,
 structures, and properties.
;
_journal_issue                   1
_journal_name_full               'Organic letters'
_journal_page_first              93
_journal_page_last               96
_journal_paper_doi               10.1021/ol062615s
_journal_volume                  9
_journal_year                    2007
_chemical_formula_sum            'C26 H22 S2 Si2'
_chemical_formula_weight         454.74
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.264(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.383(3)
_cell_length_b                   6.8442(18)
_cell_length_c                   15.037(4)
_cell_measurement_temperature    173(2)
_cell_volume                     1169.6(5)
_computing_molecular_graphics    'ORTEP 3 for windows'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type
;
Saturn70 CCD (4x4 bin mode) with MicroMax-007
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7138
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.17
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  0.9831
_exptl_absorpt_correction_T_min  0.9506
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0551P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0849
_reflns_number_gt                1698
_reflns_number_total             2005
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol062615ssi20061024_092903.cif
_cod_data_source_block           5b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1505241
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.08960(14) -0.1419(2) 0.51234(11) 0.0212(4) Uani 1 1 d .
H1 H -0.1485 -0.2371 0.5212 0.025 Uiso 1 1 calc R
C2 C -0.00248(14) -0.1035(2) 0.57800(11) 0.0209(4) Uani 1 1 d .
S1 S 0.01068(4) -0.21246(6) 0.68315(3) 0.02466(16) Uani 1 1 d .
C3 C 0.13522(14) -0.0732(2) 0.71094(11) 0.0215(4) Uani 1 1 d .
C4 C 0.16709(14) 0.0506(2) 0.64564(11) 0.0207(4) Uani 1 1 d .
C5 C 0.08870(14) 0.0372(2) 0.56726(11) 0.0201(4) Uani 1 1 d .
Si1 Si 0.30368(4) 0.18056(6) 0.68700(3) 0.02049(16) Uani 1 1 d .
C6 C 0.29977(14) 0.0563(2) 0.79848(11) 0.0223(4) Uani 1 1 d .
C7 C 0.20309(14) -0.0735(2) 0.79724(11) 0.0215(4) Uani 1 1 d .
C8 C 0.17832(16) -0.1815(2) 0.87157(12) 0.0281(4) Uani 1 1 d .
H2 H 0.1130 -0.2682 0.8696 0.034 Uiso 1 1 calc R
C9 C 0.24979(16) -0.1623(3) 0.94950(12) 0.0303(4) Uani 1 1 d .
H3 H 0.2336 -0.2366 1.0008 0.036 Uiso 1 1 calc R
C10 C 0.34452(15) -0.0349(3) 0.95209(12) 0.0288(4) Uani 1 1 d .
H4 H 0.3929 -0.0215 1.0054 0.035 Uiso 1 1 calc R
C11 C 0.36930(15) 0.0736(3) 0.87710(12) 0.0268(4) Uani 1 1 d .
H5 H 0.4345 0.1604 0.8797 0.032 Uiso 1 1 calc R
C12 C 0.43210(15) 0.1061(3) 0.62379(13) 0.0350(5) Uani 1 1 d .
H6 H 0.4407 -0.0363 0.6262 0.052 Uiso 1 1 calc R
H7 H 0.5036 0.1677 0.6502 0.052 Uiso 1 1 calc R
H8 H 0.4197 0.1477 0.5616 0.052 Uiso 1 1 calc R
C13 C 0.29028(16) 0.4496(2) 0.69582(12) 0.0298(4) Uani 1 1 d .
H9 H 0.2660 0.5040 0.6373 0.045 Uiso 1 1 calc R
H10 H 0.3664 0.5052 0.7163 0.045 Uiso 1 1 calc R
H11 H 0.2313 0.4819 0.7385 0.045 Uiso 1 1 calc R
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'
Si Si 0.0817 0.0704 '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'
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
C2 C1 C5 118.33(15) . 3_556
C1 C2 C5 122.80(15) . .
C1 C2 S1 125.85(13) . .
C5 C2 S1 111.33(11) . .
C3 S1 C2 90.59(8) . .
C4 C3 C7 119.24(15) . .
C4 C3 S1 114.49(13) . .
C7 C3 S1 126.22(13) . .
C3 C4 C5 111.87(14) . .
C3 C4 Si1 107.89(12) . .
C5 C4 Si1 140.21(13) . .
C1 C5 C2 118.87(14) 3_556 .
C1 C5 C4 129.41(14) 3_556 .
C2 C5 C4 111.71(14) . .
C13 Si1 C12 112.28(9) . .
C13 Si1 C4 115.28(8) . .
C12 Si1 C4 111.29(8) . .
C13 Si1 C6 112.28(8) . .
C12 Si1 C6 112.98(8) . .
C4 Si1 C6 91.14(7) . .
C11 C6 C7 118.03(15) . .
C11 C6 Si1 132.67(13) . .
C7 C6 Si1 109.27(12) . .
C8 C7 C6 121.32(15) . .
C8 C7 C3 126.34(15) . .
C6 C7 C3 112.33(14) . .
C7 C8 C9 119.55(16) . .
C10 C9 C8 119.92(17) . .
C9 C10 C11 120.40(16) . .
C6 C11 C10 120.78(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.384(2) .
C1 C5 1.396(2) 3_556
C2 C5 1.432(2) .
C2 S1 1.7469(17) .
S1 C3 1.7392(16) .
C3 C4 1.362(2) .
C3 C7 1.472(2) .
C4 C5 1.440(2) .
C4 Si1 1.8670(16) .
C5 C1 1.396(2) 3_556
Si1 C13 1.8531(18) .
Si1 C12 1.8597(18) .
Si1 C6 1.8824(17) .
C6 C11 1.390(2) .
C6 C7 1.414(2) .
C7 C8 1.382(2) .
C8 C9 1.394(3) .
C9 C10 1.386(3) .
C10 C11 1.393(2) .
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_4
C5 C1 C2 C5 -0.6(3) 3_556 .
C5 C1 C2 S1 178.26(12) 3_556 .
C1 C2 S1 C3 -179.22(15) . .
C5 C2 S1 C3 -0.24(12) . .
C2 S1 C3 C4 0.13(14) . .
C2 S1 C3 C7 177.65(15) . .
C7 C3 C4 C5 -177.68(13) . .
S1 C3 C4 C5 0.03(19) . .
C7 C3 C4 Si1 3.79(19) . .
S1 C3 C4 Si1 -178.50(8) . .
C1 C2 C5 C1 0.6(3) . 3_556
S1 C2 C5 C1 -178.40(12) . 3_556
C1 C2 C5 C4 179.32(14) . .
S1 C2 C5 C4 0.31(17) . .
C3 C4 C5 C1 178.32(16) . 3_556
Si1 C4 C5 C1 -3.9(3) . 3_556
C3 C4 C5 C2 -0.2(2) . .
Si1 C4 C5 C2 177.60(14) . .
C3 C4 Si1 C13 -118.39(12) . .
C5 C4 Si1 C13 63.7(2) . .
C3 C4 Si1 C12 112.27(13) . .
C5 C4 Si1 C12 -65.6(2) . .
C3 C4 Si1 C6 -3.01(12) . .
C5 C4 Si1 C6 179.12(19) . .
C13 Si1 C6 C11 -58.34(19) . .
C12 Si1 C6 C11 69.88(19) . .
C4 Si1 C6 C11 -176.35(17) . .
C13 Si1 C6 C7 119.73(12) . .
C12 Si1 C6 C7 -112.05(13) . .
C4 Si1 C6 C7 1.71(12) . .
C11 C6 C7 C8 -0.4(2) . .
Si1 C6 C7 C8 -178.80(13) . .
C11 C6 C7 C3 178.34(14) . .
Si1 C6 C7 C3 -0.05(17) . .
C4 C3 C7 C8 176.08(16) . .
S1 C3 C7 C8 -1.3(3) . .
C4 C3 C7 C6 -2.6(2) . .
S1 C3 C7 C6 179.99(12) . .
C6 C7 C8 C9 0.1(3) . .
C3 C7 C8 C9 -178.50(16) . .
C7 C8 C9 C10 0.3(3) . .
C8 C9 C10 C11 -0.4(3) . .
C7 C6 C11 C10 0.4(2) . .
Si1 C6 C11 C10 178.30(14) . .
C9 C10 C11 C6 0.0(3) . .
