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#$Date: 2022-06-07 01:11:51 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275839 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/70/1567067.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_1567067
loop_
_publ_author_name
'Jiang, Qifeng'
'Gittens, Alexandra'
'Wong, Sydnee'
'Siegler, Maxime A.'
'Klausen, Rebekka S.'
_publ_section_title
;
 Highly Selective Addition of Cyclosilanes to Alkynes Enabling New
 Conjugated Materials
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC01690G
_journal_year                    2022
_chemical_formula_moiety         'C20 H34 Br2 S2 Si6'
_chemical_formula_sum            'C20 H34 Br2 S2 Si6'
_chemical_formula_weight         666.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-03-15 deposited with the CCDC.	2022-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.890(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.2430(8)
_cell_length_b                   8.33206(19)
_cell_length_c                   18.2305(6)
_cell_measurement_reflns_used    11148
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.6640
_cell_measurement_theta_min      2.7210
_cell_volume                     3089.19(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22208
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.003
_exptl_absorpt_coefficient_mu    3.001
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.593
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         3551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0198
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0209P)²+2.7304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0458
_refine_ls_wR_factor_ref         0.0471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3249
_reflns_number_total             3551
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc01690g2.cif
_cod_data_source_block           1j
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1567067
_shelx_shelxl_version_number     2018/3
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.604
_oxdiff_exptl_absorpt_empirical_full_max 1.505
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
loop_
_space_group_symop_operation_xyz
'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, -y, -z'
'x, -y, 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_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
C1 C 0.47001(7) -0.46990(17) 0.84862(8) 0.0185(3) Uani 1 1 d . . . . .
C2 C 0.50495(7) -0.35205(18) 0.89866(8) 0.0203(3) Uani 1 1 d . . . . .
H2 H 0.536805 -0.369286 0.951693 0.024 Uiso 1 1 calc R U . . .
C3 C 0.48791(7) -0.19958(17) 0.86176(8) 0.0198(3) Uani 1 1 d . . . . .
H3 H 0.507792 -0.102789 0.887920 0.024 Uiso 1 1 calc R U . . .
C4 C 0.44041(7) -0.20352(16) 0.78527(8) 0.0163(3) Uani 1 1 d . . . . .
C5 C 0.41255(7) -0.06665(16) 0.73298(8) 0.0170(3) Uani 1 1 d . . . . .
H5 H 0.431856 0.034722 0.752775 0.020 Uiso 1 1 calc R U . . .
C6 C 0.36311(7) -0.06669(16) 0.66049(8) 0.0156(3) Uani 1 1 d . . . . .
H6 H 0.343991 -0.167212 0.638797 0.019 Uiso 1 1 calc R U . . .
C7 C 0.25347(8) 0.2340(2) 0.71962(9) 0.0254(3) Uani 1 1 d . . . . .
H7A H 0.213901 0.264804 0.727333 0.038 Uiso 1 1 calc R U . . .
H7B H 0.285364 0.322083 0.736855 0.038 Uiso 1 1 calc R U . . .
H7C H 0.272852 0.138037 0.751543 0.038 Uiso 1 1 calc R U . . .
C8 C 0.16733(7) 0.02553(19) 0.57604(10) 0.0249(3) Uani 1 1 d . . . . .
H8A H 0.185575 -0.072307 0.606872 0.037 Uiso 1 1 calc R U . . .
H8B H 0.154903 0.004373 0.518868 0.037 Uiso 1 1 calc R U . . .
H8C H 0.128418 0.059061 0.584573 0.037 Uiso 1 1 calc R U . . .
C9 C 0.25188(7) 0.58693(17) 0.57790(9) 0.0214(3) Uani 1 1 d . . . . .
H9A H 0.234647 0.687011 0.548704 0.032 Uiso 1 1 calc R U . . .
H9B H 0.292265 0.556694 0.571985 0.032 Uiso 1 1 calc R U . . .
H9C H 0.261524 0.602376 0.634859 0.032 Uiso 1 1 calc R U . . .
C10 C 0.11223(7) 0.4888(2) 0.54760(9) 0.0239(3) Uani 1 1 d . . . . .
H10A H 0.121504 0.498521 0.604745 0.036 Uiso 1 1 calc R U . . .
H10B H 0.077430 0.409211 0.522782 0.036 Uiso 1 1 calc R U . . .
H10C H 0.097851 0.592969 0.521320 0.036 Uiso 1 1 calc R U . . .
Si1 Si 0.32862(2) 0.11660(4) 0.59839(2) 0.01304(8) Uani 1 1 d . . . . .
H1 H 0.3727(8) 0.243(2) 0.6316(10) 0.031(5) Uiso 1 1 d . . . . .
Si2 Si 0.23093(2) 0.18978(4) 0.61026(2) 0.01405(8) Uani 1 1 d . . . . .
Si3 Si 0.18893(2) 0.42315(4) 0.53596(2) 0.01341(8) Uani 1 1 d . . . . .
S1 S 0.41590(2) -0.40004(4) 0.75668(2) 0.01747(8) Uani 1 1 d . . . . .
Br1 Br 0.47393(2) -0.68979(2) 0.87146(2) 0.02981(6) Uani 1 1 d . . . . .
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'
Br Br -0.2901 2.4595 '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
C2 C1 S1 113.32(11) . . ?
C2 C1 Br1 126.76(11) . . ?
S1 C1 Br1 119.90(8) . . ?
C1 C2 C3 111.18(13) . . ?
C1 C2 H2 124.4 . . ?
C3 C2 H2 124.4 . . ?
C4 C3 C2 114.26(13) . . ?
C4 C3 H3 122.9 . . ?
C2 C3 H3 122.9 . . ?
C3 C4 C5 126.73(13) . . ?
C3 C4 S1 110.34(11) . . ?
C5 C4 S1 122.93(10) . . ?
C6 C5 C4 127.65(13) . . ?
C6 C5 H5 116.2 . . ?
C4 C5 H5 116.2 . . ?
C5 C6 Si1 124.82(11) . . ?
C5 C6 H6 117.6 . . ?
Si1 C6 H6 117.6 . . ?
Si2 C7 H7A 109.5 . . ?
Si2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si2 C8 H8A 109.5 . . ?
Si2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si3 C9 H9A 109.5 . . ?
Si3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si3 C10 H10A 109.5 . . ?
Si3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 Si1 Si3 111.79(5) . 7_556 ?
C6 Si1 Si2 108.91(5) . . ?
Si3 Si1 Si2 111.362(19) 7_556 . ?
C6 Si1 H1 108.1(7) . . ?
Si3 Si1 H1 110.5(7) 7_556 . ?
Si2 Si1 H1 106.0(7) . . ?
C8 Si2 C7 109.55(7) . . ?
C8 Si2 Si3 110.01(5) . . ?
C7 Si2 Si3 108.85(5) . . ?
C8 Si2 Si1 112.30(5) . . ?
C7 Si2 Si1 106.76(5) . . ?
Si3 Si2 Si1 109.273(19) . . ?
C9 Si3 C10 107.60(7) . . ?
C9 Si3 Si2 108.11(5) . . ?
C10 Si3 Si2 110.13(5) . . ?
C9 Si3 Si1 107.99(5) . 7_556 ?
C10 Si3 Si1 112.58(5) . 7_556 ?
Si2 Si3 Si1 110.28(2) . 7_556 ?
C1 S1 C4 90.91(7) . . ?
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
C1 C2 1.351(2) . ?
C1 S1 1.7212(14) . ?
C1 Br1 1.8730(14) . ?
C2 C3 1.415(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.3670(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.4543(19) . ?
C4 S1 1.7377(14) . ?
C5 C6 1.3337(19) . ?
C5 H5 0.9500 . ?
C6 Si1 1.8705(14) . ?
C6 H6 0.9500 . ?
C7 Si2 1.8848(15) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si2 1.8838(15) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 Si3 1.8816(15) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 Si3 1.8836(14) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
Si1 Si3 2.3424(5) 7_556 ?
Si1 Si2 2.3497(5) . ?
Si1 H1 1.402(18) . ?
Si2 Si3 2.3374(5) . ?
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
S1 C1 C2 C3 -0.26(16) . . . . ?
Br1 C1 C2 C3 -178.38(11) . . . . ?
C1 C2 C3 C4 0.49(19) . . . . ?
C2 C3 C4 C5 179.31(13) . . . . ?
C2 C3 C4 S1 -0.49(17) . . . . ?
C3 C4 C5 C6 -174.88(15) . . . . ?
S1 C4 C5 C6 4.9(2) . . . . ?
C4 C5 C6 Si1 178.06(11) . . . . ?
C5 C6 Si1 Si3 135.69(12) . . . 7_556 ?
C5 C6 Si1 Si2 -100.84(12) . . . . ?
C2 C1 S1 C4 -0.01(12) . . . . ?
Br1 C1 S1 C4 178.25(9) . . . . ?
C3 C4 S1 C1 0.28(12) . . . . ?
C5 C4 S1 C1 -179.52(12) . . . . ?
