#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:00:57 +0100 (lun 21 de mar de 2016) $
#$Revision: 178764 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/18/4101806.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_4101806
loop_
_publ_author_name
'Takeshi Ohmae'
'Tohru Nishinaga'
'Mo Wu'
'Masahiko Iyoda'
_publ_section_title
;
 Cyclic Tetrathiophenes Planarized by Silicon and Sulfur Bridges Bearing
 Antiaromatic Cyclooctatetraene Core: Syntheses, Structures, and
 Properties
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1066
_journal_page_last               1074
_journal_paper_doi               10.1021/ja908161r
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C10 H10 S2 Si'
_chemical_formula_sum            'C10 H10 S2 Si'
_chemical_formula_weight         222.39
_chemical_name_common            5
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.186(3)
_cell_length_b                   12.994(3)
_cell_length_c                   6.7057(14)
_cell_measurement_reflns_used    1953
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.25
_cell_measurement_theta_min      3.09
_cell_volume                     1148.9(4)
_computing_cell_refinement       'Bluker SMART'
_computing_data_collection       'Bluker SMART'
_computing_data_reduction        'Bluker SHELXTL'
_computing_molecular_graphics    'Bluker SHELXTL'
_computing_publication_material  'Bluker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2392
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         2.20
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.521
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          1.1
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         840
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0276
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0444P)²+0.1503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0725
_reflns_number_gt                818
_reflns_number_total             840
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja908161r_si_005.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'orthorombic' was replaced with
'orthorhombic' value as specified in the replacement file
'/home/robertas/cod-tools/perl-scripts/inputs/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4101806
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.5000 0.22260(5) 0.36804(13) 0.0483(3) Uani 1 2 d S . .
S2 S 0.25440(5) 0.41260(5) 0.10518(15) 0.0703(3) Uani 1 1 d . . .
C1 C 0.39900(18) 0.30472(17) 0.2506(4) 0.0510(5) Uani 1 1 d . . .
C2 C 0.44487(17) 0.38263(16) 0.1279(3) 0.0498(5) Uani 1 1 d . . .
C3 C 0.2956(2) 0.3129(2) 0.2507(4) 0.0610(6) Uani 1 1 d . . .
H1 H 0.2527 0.2694 0.3215 0.073 Uiso 1 1 calc R . .
C4 C 0.37561(19) 0.44538(19) 0.0399(3) 0.0623(7) Uani 1 1 d . . .
H2 H 0.3920 0.4994 -0.0451 0.075 Uiso 1 1 calc R . .
C5 C 0.5000 0.2281(3) 0.6451(5) 0.0650(10) Uani 1 2 d S . .
H3 H 0.5363 0.1700 0.6972 0.097 Uiso 0.50 1 calc PR . .
H4 H 0.4314 0.2267 0.6930 0.097 Uiso 0.50 1 calc PR . .
H5 H 0.5323 0.2905 0.6882 0.097 Uiso 0.50 1 calc PR . .
C6 C 0.5000 0.0882(3) 0.2718(7) 0.0711(11) Uani 1 2 d S . .
H6 H 0.5190 0.0883 0.1336 0.107 Uiso 0.50 1 calc PR . .
H7 H 0.4334 0.0593 0.2858 0.107 Uiso 0.50 1 calc PR . .
H8 H 0.5476 0.0477 0.3465 0.107 Uiso 0.50 1 calc PR . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0495(5) 0.0439(4) 0.0516(5) 0.0026(4) 0.000 0.000
S2 0.0597(4) 0.0739(4) 0.0773(5) 0.0043(4) -0.0200(3) 0.0068(3)
C1 0.0544(14) 0.0469(10) 0.0518(13) -0.0038(10) -0.0034(10) -0.0033(11)
C2 0.0598(12) 0.0485(12) 0.0411(13) -0.0017(11) -0.0036(11) -0.0002(9)
C3 0.0544(14) 0.0599(13) 0.0687(16) 0.0052(12) -0.0100(12) -0.0050(12)
C4 0.0733(15) 0.0593(14) 0.0544(14) 0.0069(12) -0.0109(11) 0.0026(11)
C5 0.055(2) 0.083(2) 0.057(2) 0.0072(18) 0.000 0.000
C6 0.075(3) 0.0534(19) 0.085(3) -0.0025(17) 0.000 0.000
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
_geom_angle_publ_flag
C5 Si1 C6 112.5(2) . . ?
C5 Si1 C1 113.38(11) . . ?
C6 Si1 C1 112.79(12) . . ?
C5 Si1 C1 113.38(11) . 3_655 ?
C6 Si1 C1 112.79(12) . 3_655 ?
C1 Si1 C1 90.24(15) . 3_655 ?
C3 S2 C4 92.17(12) . . ?
C3 C1 C2 111.4(2) . . ?
C3 C1 Si1 138.6(2) . . ?
C2 C1 Si1 109.96(16) . . ?
C4 C2 C1 112.8(2) . . ?
C4 C2 C2 132.23(14) . 3_655 ?
C1 C2 C2 114.87(13) . 3_655 ?
C1 C3 S2 112.0(2) . . ?
C2 C4 S2 111.56(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C5 1.860(4) . ?
Si1 C6 1.862(4) . ?
Si1 C1 1.879(2) . ?
Si1 C1 1.879(2) 3_655 ?
S2 C3 1.710(3) . ?
S2 C4 1.711(3) . ?
C1 C3 1.368(4) . ?
C1 C2 1.438(3) . ?
C2 C4 1.359(3) . ?
C2 C2 1.454(4) 3_655 ?
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
_geom_torsion_publ_flag
C5 Si1 C1 C3 -60.3(3) . . . . ?
C6 Si1 C1 C3 69.1(3) . . . . ?
C1 Si1 C1 C3 -176.0(2) 3_655 . . . ?
C5 Si1 C1 C2 118.31(16) . . . . ?
C6 Si1 C1 C2 -112.37(18) . . . . ?
C1 Si1 C1 C2 2.6(2) 3_655 . . . ?
C3 C1 C2 C4 -0.4(3) . . . . ?
Si1 C1 C2 C4 -179.42(16) . . . . ?
C3 C1 C2 C2 176.97(16) . . . 3_655 ?
Si1 C1 C2 C2 -2.01(16) . . . 3_655 ?
C2 C1 C3 S2 0.1(3) . . . . ?
Si1 C1 C3 S2 178.62(18) . . . . ?
C4 S2 C3 C1 0.2(2) . . . . ?
C1 C2 C4 S2 0.6(2) . . . . ?
C2 C2 C4 S2 -176.23(7) 3_655 . . . ?
C3 S2 C4 C2 -0.5(2) . . . . ?
