#------------------------------------------------------------------------------
#$Date: 2019-10-29 11:34:22 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220359 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/48/7234823.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_7234823
loop_
_publ_author_name
'Longbin Ren'
'Chunming Liu'
'Zhaohui Wang'
'Xiaozhang Zhu'
_publ_section_title
;
 Isomeric indacenedibenzothiophenes: synthesis, photoelectric properties
 and ambipolar semiconductivity
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5202
_journal_page_last               5206
_journal_paper_doi               10.1039/C6TC01808D
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C46 H52 S2 Si2'
_chemical_formula_sum            'C46 H52 S2 Si2'
_chemical_formula_weight         725.17
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                106.171(10)
_cell_angle_beta                 106.915(8)
_cell_angle_gamma                99.301(3)
_cell_formula_units_Z            1
_cell_length_a                   8.07(5)
_cell_length_b                   11.393(7)
_cell_length_c                   12.568(7)
_cell_measurement_reflns_used    3223
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4685
_cell_measurement_theta_min      1.8042
_cell_volume                     1024(6)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
'XS (Sheldrick, 2008)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0400
_diffrn_orient_matrix_UB_12      0.1159
_diffrn_orient_matrix_UB_13      0.0547
_diffrn_orient_matrix_UB_21      -0.0617
_diffrn_orient_matrix_UB_22      0.0368
_diffrn_orient_matrix_UB_23      -0.0617
_diffrn_orient_matrix_UB_31      -0.0825
_diffrn_orient_matrix_UB_32      -0.0070
_diffrn_orient_matrix_UB_33      0.0315
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_unetI/netI     0.1124
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9184
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.466
_diffrn_reflns_theta_min         2.690
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0000
_diffrn_source_power             1.5000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       plate
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.1614
_refine_ls_R_factor_gt           0.1151
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0298P)²+2.1947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1893
_refine_ls_wR_factor_ref         0.2133
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3175
_reflns_number_total             4649
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-5202.cif
_cod_data_source_block           sa3122
_cod_original_cell_volume        1025(6)
_cod_database_code               7234823
_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.
;
_diffrn_number_total             4652
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.43810(16) 0.42144(12) -0.21309(11) 0.0371(3) Uani 1 1 d . . . . .
Si1 Si 0.72377(18) 0.18596(13) 0.33130(12) 0.0354(3) Uani 1 1 d . . . . .
C1 C 1.1131(6) 0.5749(4) -0.0351(4) 0.0312(10) Uani 1 1 d . . . . .
C2 C 0.9257(6) 0.5404(4) -0.0987(4) 0.0332(10) Uani 1 1 d . . . . .
H2 H 0.8788 0.5666 -0.1623 0.040 Uiso 1 1 calc R . . . .
C3 C 0.8162(6) 0.4669(4) -0.0633(4) 0.0321(10) Uani 1 1 d . . . . .
C4 C 0.6232(6) 0.4166(4) -0.1051(4) 0.0306(10) Uani 1 1 d . . . . .
C5 C 0.5789(6) 0.3475(4) -0.0368(4) 0.0319(10) Uani 1 1 d . . . . .
C6 C 0.3889(6) 0.2958(4) -0.0722(4) 0.0331(10) Uani 1 1 d . . . . .
C7 C 0.2896(6) 0.2225(5) -0.0270(5) 0.0412(12) Uani 1 1 d . . . . .
H7 H 0.3486 0.1995 0.0364 0.049 Uiso 1 1 calc R . . . .
C8 C 0.1038(6) 0.1844(5) -0.0770(5) 0.0427(12) Uani 1 1 d . . . . .
H8 H 0.0385 0.1353 -0.0474 0.051 Uiso 1 1 calc R . . . .
C9 C 0.0149(6) 0.2191(5) -0.1708(4) 0.0414(12) Uani 1 1 d . . . . .
H9 H -0.1098 0.1934 -0.2031 0.050 Uiso 1 1 calc R . . . .
C10 C 0.1083(6) 0.2914(5) -0.2174(4) 0.0398(12) Uani 1 1 d . . . . .
H10 H 0.0479 0.3148 -0.2801 0.048 Uiso 1 1 calc R . . . .
C11 C 0.2946(6) 0.3281(4) -0.1681(4) 0.0348(10) Uani 1 1 d . . . . .
C12 C 0.7421(6) 0.3529(4) 0.0515(4) 0.0319(10) Uani 1 1 d . . . . .
C13 C 0.7524(6) 0.2965(4) 0.1407(4) 0.0329(10) Uani 1 1 d . . . . .
C14 C 0.7507(6) 0.2481(4) 0.2148(4) 0.0354(11) Uani 1 1 d . . . . .
C15 C 0.9516(7) 0.1955(5) 0.4305(4) 0.0447(13) Uani 1 1 d . . . . .
H15 H 0.9372 0.1728 0.4976 0.054 Uiso 1 1 calc R . . . .
C16 C 1.0770(7) 0.3307(5) 0.4812(5) 0.0541(15) Uani 1 1 d . . . . .
H16A H 1.0854 0.3588 0.4172 0.081 Uiso 1 1 calc GR . . . .
H16B H 1.1941 0.3305 0.5285 0.081 Uiso 1 1 calc GR . . . .
H16C H 1.0295 0.3869 0.5294 0.081 Uiso 1 1 calc GR . . . .
C17 C 1.0394(8) 0.1002(6) 0.3684(6) 0.0646(17) Uani 1 1 d . . . . .
H17A H 0.9658 0.0156 0.3442 0.097 Uiso 1 1 calc GR . . . .
H17B H 1.1561 0.1081 0.4223 0.097 Uiso 1 1 calc GR . . . .
H17C H 1.0509 0.1177 0.3001 0.097 Uiso 1 1 calc GR . . . .
C18 C 0.6180(9) 0.2966(7) 0.4127(5) 0.0654(18) Uani 1 1 d . . . . .
H18 H 0.7071 0.3774 0.4368 0.078 Uiso 1 1 calc R . . . .
C19 C 0.6254(9) 0.2905(7) 0.5322(6) 0.074(2) Uani 1 1 d . . . . .
H19A H 0.5455 0.2127 0.5218 0.110 Uiso 1 1 calc GR . . . .
H19B H 0.5899 0.3609 0.5732 0.110 Uiso 1 1 calc GR . . . .
H19C H 0.7457 0.2941 0.5775 0.110 Uiso 1 1 calc GR . . . .
C20 C 0.4567(9) 0.3243(7) 0.3438(6) 0.079(2) Uani 1 1 d . . . . .
H20A H 0.4744 0.3403 0.2763 0.119 Uiso 1 1 calc GR . . . .
H20B H 0.4359 0.3975 0.3926 0.119 Uiso 1 1 calc GR . . . .
H20C H 0.3549 0.2530 0.3176 0.119 Uiso 1 1 calc GR . . . .
C21 C 0.5878(7) 0.0158(5) 0.2557(4) 0.0428(12) Uani 1 1 d . . . . .
H21 H 0.6611 -0.0288 0.2178 0.051 Uiso 1 1 calc R . . . .
C22 C 0.5560(9) -0.0493(6) 0.3419(5) 0.0711(19) Uani 1 1 d . . . . .
H22A H 0.6687 -0.0382 0.4017 0.107 Uiso 1 1 calc GR . . . .
H22B H 0.5006 -0.1381 0.2995 0.107 Uiso 1 1 calc GR . . . .
H22C H 0.4786 -0.0124 0.3784 0.107 Uiso 1 1 calc GR . . . .
C23 C 0.4105(7) -0.0062(5) 0.1559(5) 0.0565(15) Uani 1 1 d . . . . .
H23A H 0.3305 0.0319 0.1886 0.085 Uiso 1 1 calc GR . . . .
H23B H 0.3568 -0.0955 0.1163 0.085 Uiso 1 1 calc GR . . . .
H23C H 0.4333 0.0314 0.1002 0.085 Uiso 1 1 calc GR . . . .
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'
Si Si 0.0817 0.0704 '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
C4 S1 C11 90.7(4) . .
C14 Si1 C15 107.9(3) . .
C14 Si1 C18 104.3(3) . .
C14 Si1 C21 107.4(2) . .
C15 Si1 C18 110.5(4) . .
C15 Si1 C21 110.2(3) . .
C18 Si1 C21 116.0(4) . .
C2 C1 C3 120.5(4) . 2_765
C2 C1 C12 130.6(5) . 2_765
C12 C1 C3 108.9(5) 2_765 2_765
C3 C2 C1 117.7(5) . .
C1 C3 C4 105.4(4) 2_765 .
C2 C3 C1 121.9(5) . 2_765
C2 C3 C4 132.7(4) . .
C3 C4 S1 137.2(4) . .
C5 C4 S1 113.0(4) . .
C5 C4 C3 109.7(4) . .
C4 C5 C6 112.9(4) . .
C4 C5 C12 108.0(5) . .
C12 C5 C6 139.0(5) . .
C7 C6 C5 131.0(5) . .
C11 C6 C5 110.9(4) . .
C11 C6 C7 118.2(5) . .
C8 C7 C6 119.9(5) . .
C7 C8 C9 120.4(5) . .
C10 C9 C8 121.2(5) . .
C9 C10 C11 118.3(5) . .
C6 C11 S1 112.5(4) . .
C10 C11 S1 125.5(4) . .
C10 C11 C6 122.0(5) . .
C1 C12 C5 107.9(5) 2_765 .
C1 C12 C13 127.2(4) 2_765 .
C13 C12 C5 124.9(4) . .
C14 C13 C12 176.3(5) . .
C13 C14 Si1 171.8(4) . .
C16 C15 Si1 112.2(4) . .
C16 C15 C17 110.2(5) . .
C17 C15 Si1 112.1(4) . .
C19 C18 Si1 115.7(4) . .
C20 C18 Si1 118.5(5) . .
C20 C18 C19 116.3(5) . .
C22 C21 Si1 113.4(4) . .
C22 C21 C23 110.3(5) . .
C23 C21 Si1 114.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C4 1.722(7) .
S1 C11 1.763(6) .
Si1 C14 1.845(5) .
Si1 C15 1.864(10) .
Si1 C18 1.872(7) .
Si1 C21 1.883(5) .
C1 C2 1.418(9) .
C1 C3 1.444(6) 2_765
C1 C12 1.418(8) 2_765
C2 C3 1.370(7) .
C3 C1 1.444(6) 2_765
C3 C4 1.449(10) .
C4 C5 1.395(6) .
C5 C6 1.436(10) .
C5 C12 1.435(8) .
C6 C7 1.407(7) .
C6 C11 1.404(6) .
C7 C8 1.387(10) .
C8 C9 1.387(7) .
C9 C10 1.383(7) .
C10 C11 1.390(10) .
C12 C1 1.418(8) 2_765
C12 C13 1.428(6) .
C13 C14 1.210(6) .
C15 C16 1.542(7) .
C15 C17 1.546(8) .
C18 C19 1.506(8) .
C18 C20 1.474(10) .
C21 C22 1.529(7) .
C21 C23 1.532(9) .
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
S1 C4 C5 C6 0.2(5) . . . .
S1 C4 C5 C12 -178.5(3) . . . .
C1 C2 C3 C1 -0.2(7) . . . 2_765
C1 C2 C3 C4 178.9(5) . . . .
C1 C3 C4 S1 178.5(4) 2_765 . . .
C1 C3 C4 C5 -0.3(5) 2_765 . . .
C2 C3 C4 S1 -0.7(9) . . . .
C2 C3 C4 C5 -179.5(5) . . . .
C3 C1 C2 C3 0.2(7) 2_765 . . .
C3 C4 C5 C6 179.3(4) . . . .
C3 C4 C5 C12 0.6(5) . . . .
C4 S1 C11 C6 0.4(4) . . . .
C4 S1 C11 C10 178.7(4) . . . .
C4 C5 C6 C7 -179.5(5) . . . .
C4 C5 C6 C11 0.1(6) . . . .
C4 C5 C12 C1 -0.7(5) . . . 2_765
C4 C5 C12 C13 178.2(4) . . . .
C5 C6 C7 C8 179.5(5) . . . .
C5 C6 C11 S1 -0.3(5) . . . .
C5 C6 C11 C10 -178.7(4) . . . .
C6 C5 C12 C1 -178.8(5) . . . 2_765
C6 C5 C12 C13 0.1(9) . . . .
C6 C7 C8 C9 -0.6(7) . . . .
C7 C6 C11 S1 179.3(4) . . . .
C7 C6 C11 C10 0.9(7) . . . .
C7 C8 C9 C10 0.5(8) . . . .
C8 C9 C10 C11 0.3(7) . . . .
C9 C10 C11 S1 -179.2(4) . . . .
C9 C10 C11 C6 -1.0(7) . . . .
C11 S1 C4 C3 -179.1(5) . . . .
C11 S1 C4 C5 -0.3(4) . . . .
C11 C6 C7 C8 -0.1(7) . . . .
C12 C1 C2 C3 178.9(5) 2_765 . . .
C12 C5 C6 C7 -1.5(10) . . . .
C12 C5 C6 C11 178.2(5) . . . .
C14 Si1 C15 C16 55.1(4) . . . .
C14 Si1 C15 C17 -69.5(4) . . . .
C14 Si1 C18 C19 -164.1(5) . . . .
C14 Si1 C18 C20 50.7(6) . . . .
C14 Si1 C21 C22 179.4(4) . . . .
C14 Si1 C21 C23 -52.5(5) . . . .
C15 Si1 C18 C19 -48.3(6) . . . .
C15 Si1 C18 C20 166.5(5) . . . .
C15 Si1 C21 C22 62.1(5) . . . .
C15 Si1 C21 C23 -169.8(4) . . . .
C18 Si1 C15 C16 -58.4(5) . . . .
C18 Si1 C15 C17 177.0(4) . . . .
C18 Si1 C21 C22 -64.5(5) . . . .
C18 Si1 C21 C23 63.7(5) . . . .
C21 Si1 C15 C16 172.1(4) . . . .
C21 Si1 C15 C17 47.4(5) . . . .
C21 Si1 C18 C19 78.0(6) . . . .
C21 Si1 C18 C20 -67.2(6) . . . .
