# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1587217'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2018-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 S6 Si2'
_chemical_formula_weight         558.96

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   31.277(9)
_cell_length_b                   16.691(5)
_cell_length_c                   10.668(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.503(6)
_cell_angle_gamma                90.00
_cell_volume                     5559(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2936
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      23.08

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7854
_exptl_absorpt_correction_T_max  0.9063
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_reflns_number            13684
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_sigmaI/netI    0.0770
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.38
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4896
_reflns_number_gt                3019
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0581P)²+13.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00077(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4896
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1644
_refine_ls_wR_factor_gt          0.1494
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.04748(5) 0.34258(9) 0.53112(17) 0.0653(5) Uani 1 1 d . . .
Si2 Si 0.39428(7) 0.59620(12) 1.4859(2) 0.1053(8) Uani 1 1 d . . .
C1 C 0.0519(2) 0.2414(3) 0.6009(8) 0.114(3) Uani 1 1 d . . .
H1A H 0.0440 0.2435 0.6865 0.172 Uiso 1 1 calc R . .
H1B H 0.0808 0.2227 0.5984 0.172 Uiso 1 1 calc R . .
H1C H 0.0330 0.2055 0.5540 0.172 Uiso 1 1 calc R . .
C2 C -0.00713(18) 0.3806(4) 0.5410(8) 0.108(3) Uani 1 1 d . . .
H2A H -0.0146 0.3798 0.6269 0.162 Uiso 1 1 calc R . .
H2B H -0.0267 0.3474 0.4914 0.162 Uiso 1 1 calc R . .
H2C H -0.0087 0.4345 0.5098 0.162 Uiso 1 1 calc R . .
C3 C 0.0623(3) 0.3423(5) 0.3645(7) 0.138(3) Uani 1 1 d . . .
H3A H 0.0427 0.3087 0.3156 0.208 Uiso 1 1 calc R . .
H3B H 0.0909 0.3220 0.3602 0.208 Uiso 1 1 calc R . .
H3C H 0.0608 0.3959 0.3320 0.208 Uiso 1 1 calc R . .
C4 C 0.08706(14) 0.4089(3) 0.6190(5) 0.0520(12) Uani 1 1 d . . .
C5 C 0.10204(15) 0.4820(3) 0.5822(5) 0.0511(12) Uani 1 1 d . . .
H5A H 0.0916 0.5083 0.5098 0.061 Uiso 1 1 calc R . .
C6 C 0.13491(14) 0.5137(2) 0.6648(4) 0.0446(11) Uani 1 1 d . . .
C7 C 0.14475(14) 0.4632(2) 0.7652(4) 0.0430(11) Uani 1 1 d . . .
C8 C 0.19175(14) 0.5799(2) 0.7738(4) 0.0411(11) Uani 1 1 d . . .
C9 C 0.16268(15) 0.5815(2) 0.6732(4) 0.0461(11) Uani 1 1 d . . .
C10 C 0.22143(14) 0.6458(2) 0.7778(4) 0.0411(10) Uani 1 1 d . . .
C11 C 0.21285(15) 0.6959(2) 0.6733(4) 0.0471(11) Uani 1 1 d . . .
C12 C 0.23735(16) 0.7643(3) 0.6510(5) 0.0539(13) Uani 1 1 d . . .
H12A H 0.2302 0.7974 0.5827 0.065 Uiso 1 1 calc R . .
C13 C 0.27135(16) 0.7814(3) 0.7300(5) 0.0543(13) Uani 1 1 d . . .
H13A H 0.2884 0.8256 0.7147 0.065 Uiso 1 1 calc R . .
C14 C 0.28115(15) 0.7334(3) 0.8345(4) 0.0477(12) Uani 1 1 d . . .
C15 C 0.25618(14) 0.6660(2) 0.8638(4) 0.0410(11) Uani 1 1 d . . .
C16 C 0.27205(14) 0.6321(2) 0.9802(4) 0.0438(11) Uani 1 1 d . . .
C17 C 0.30824(14) 0.6696(3) 1.0329(4) 0.0459(11) Uani 1 1 d . . .
C18 C 0.32417(15) 0.6360(3) 1.1487(5) 0.0506(12) Uani 1 1 d . . .
C19 C 0.29862(16) 0.5731(3) 1.1827(5) 0.0544(13) Uani 1 1 d . . .
C20 C 0.35783(16) 0.6496(3) 1.2411(5) 0.0609(14) Uani 1 1 d . . .
H20A H 0.3783 0.6895 1.2340 0.073 Uiso 1 1 calc R . .
C21 C 0.35763(18) 0.5987(3) 1.3420(5) 0.0694(16) Uani 1 1 d . . .
C22 C 0.4387(3) 0.6651(6) 1.4574(10) 0.194(6) Uani 1 1 d . . .
H22A H 0.4538 0.6460 1.3877 0.291 Uiso 1 1 calc R . .
H22B H 0.4579 0.6676 1.5310 0.291 Uiso 1 1 calc R . .
H22C H 0.4274 0.7175 1.4387 0.291 Uiso 1 1 calc R . .
C23 C 0.4132(3) 0.4917(5) 1.5121(9) 0.155(4) Uani 1 1 d . . .
H23A H 0.4289 0.4748 1.4422 0.233 Uiso 1 1 calc R . .
H23B H 0.3890 0.4570 1.5199 0.233 Uiso 1 1 calc R . .
H23C H 0.4315 0.4893 1.5876 0.233 Uiso 1 1 calc R . .
C24 C 0.3637(3) 0.6306(5) 1.6235(7) 0.159(4) Uani 1 1 d . . .
H24A H 0.3413 0.5931 1.6377 0.238 Uiso 1 1 calc R . .
H24B H 0.3515 0.6824 1.6055 0.238 Uiso 1 1 calc R . .
H24C H 0.3829 0.6339 1.6971 0.238 Uiso 1 1 calc R . .
S1 S 0.11376(4) 0.37810(7) 0.75895(13) 0.0527(4) Uani 1 1 d . . .
S2 S 0.18651(4) 0.49512(6) 0.86630(11) 0.0470(3) Uani 1 1 d . . .
S3 S 0.16882(4) 0.66394(7) 0.57694(12) 0.0576(4) Uani 1 1 d . . .
S4 S 0.32368(4) 0.74995(7) 0.94456(13) 0.0559(4) Uani 1 1 d . . .
S5 S 0.25560(4) 0.55398(7) 1.07631(12) 0.0558(4) Uani 1 1 d . . .
S6 S 0.31491(5) 0.53203(8) 1.32336(14) 0.0747(5) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C2 1.831(6) . ?
Si1 C1 1.847(6) . ?
Si1 C3 1.863(8) . ?
Si1 C4 1.870(5) . ?
Si2 C22 1.842(8) . ?
Si2 C23 1.858(8) . ?
Si2 C21 1.860(6) . ?
Si2 C24 1.888(9) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.373(6) . ?
C4 S1 1.743(5) . ?
C5 C6 1.415(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.382(6) . ?
C6 C9 1.426(6) . ?
C7 S1 1.718(4) . ?
C7 S2 1.727(4) . ?
C8 C9 1.364(6) . ?
C8 C10 1.438(6) . ?
C8 S2 1.738(4) . ?
C9 S3 1.735(4) . ?
C10 C11 1.406(6) . ?
C10 C15 1.419(6) . ?
C11 C12 1.404(6) . ?
C11 S3 1.751(5) . ?
C12 C13 1.346(7) . ?
C12 H12A 0.9300 . ?
C13 C14 1.392(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.415(6) . ?
C14 S4 1.742(5) . ?
C15 C16 1.426(6) . ?
C16 C17 1.383(6) . ?
C16 S5 1.755(4) . ?
C17 C18 1.419(6) . ?
C17 S4 1.725(4) . ?
C18 C19 1.381(6) . ?
C18 C20 1.416(7) . ?
C19 S6 1.700(5) . ?
C19 S5 1.736(5) . ?
C20 C21 1.372(7) . ?
C20 H20A 0.9300 . ?
C21 S6 1.740(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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 Si1 C1 109.9(3) . . ?
C2 Si1 C3 110.0(4) . . ?
C1 Si1 C3 111.4(4) . . ?
C2 Si1 C4 110.9(3) . . ?
C1 Si1 C4 108.0(3) . . ?
C3 Si1 C4 106.5(3) . . ?
C22 Si2 C23 112.0(5) . . ?
C22 Si2 C21 106.4(3) . . ?
C23 Si2 C21 108.6(3) . . ?
C22 Si2 C24 111.1(5) . . ?
C23 Si2 C24 109.9(4) . . ?
C21 Si2 C24 108.6(4) . . ?
Si1 C1 H1A 109.5 . . ?
Si1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Si1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Si1 C2 H2A 109.5 . . ?
Si1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Si1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Si1 C3 H3A 109.5 . . ?
Si1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
Si1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 S1 110.7(3) . . ?
C5 C4 Si1 127.6(4) . . ?
S1 C4 Si1 121.5(3) . . ?
C4 C5 C6 113.7(4) . . ?
C4 C5 H5A 123.2 . . ?
C6 C5 H5A 123.2 . . ?
C7 C6 C5 111.9(4) . . ?
C7 C6 C9 109.3(4) . . ?
C5 C6 C9 138.8(4) . . ?
C6 C7 S1 112.1(3) . . ?
C6 C7 S2 114.8(3) . . ?
S1 C7 S2 133.1(3) . . ?
C9 C8 C10 114.0(4) . . ?
C9 C8 S2 112.4(3) . . ?
C10 C8 S2 133.5(3) . . ?
C8 C9 C6 114.1(4) . . ?
C8 C9 S3 112.9(3) . . ?
C6 C9 S3 133.0(4) . . ?
C11 C10 C15 118.2(4) . . ?
C11 C10 C8 109.8(4) . . ?
C15 C10 C8 131.9(4) . . ?
C10 C11 C12 122.6(4) . . ?
C10 C11 S3 112.9(3) . . ?
C12 C11 S3 124.5(4) . . ?
C13 C12 C11 119.0(5) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C12 C13 C14 120.4(4) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C13 C14 C15 122.5(4) . . ?
C13 C14 S4 124.7(3) . . ?
C15 C14 S4 112.7(4) . . ?
C14 C15 C10 117.2(4) . . ?
C14 C15 C16 109.9(4) . . ?
C10 C15 C16 132.9(4) . . ?
C17 C16 C15 114.0(4) . . ?
C17 C16 S5 111.1(3) . . ?
C15 C16 S5 134.8(3) . . ?
C16 C17 C18 114.2(4) . . ?
C16 C17 S4 112.3(3) . . ?
C18 C17 S4 133.5(3) . . ?
C19 C18 C20 110.9(4) . . ?
C19 C18 C17 110.6(4) . . ?
C20 C18 C17 138.5(4) . . ?
C18 C19 S6 113.0(4) . . ?
C18 C19 S5 114.0(4) . . ?
S6 C19 S5 133.0(3) . . ?
C21 C20 C18 114.1(4) . . ?
C21 C20 H20A 123.0 . . ?
C18 C20 H20A 123.0 . . ?
C20 C21 S6 110.3(4) . . ?
C20 C21 Si2 129.0(4) . . ?
S6 C21 Si2 120.7(3) . . ?
Si2 C22 H22A 109.5 . . ?
Si2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si2 C23 H23A 109.5 . . ?
Si2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si2 C24 H24A 109.5 . . ?
Si2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 S1 C4 91.6(2) . . ?
C7 S2 C8 89.5(2) . . ?
C9 S3 C11 90.3(2) . . ?
C17 S4 C14 91.0(2) . . ?
C19 S5 C16 90.1(2) . . ?
C19 S6 C21 91.7(3) . . ?

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
C2 Si1 C4 C5 -76.4(5) . . . . ?
C1 Si1 C4 C5 163.1(5) . . . . ?
C3 Si1 C4 C5 43.3(6) . . . . ?
C2 Si1 C4 S1 109.5(4) . . . . ?
C1 Si1 C4 S1 -11.0(4) . . . . ?
C3 Si1 C4 S1 -130.8(4) . . . . ?
S1 C4 C5 C6 0.3(5) . . . . ?
Si1 C4 C5 C6 -174.4(3) . . . . ?
C4 C5 C6 C7 0.1(6) . . . . ?
C4 C5 C6 C9 176.6(5) . . . . ?
C5 C6 C7 S1 -0.5(5) . . . . ?
C9 C6 C7 S1 -178.0(3) . . . . ?
C5 C6 C7 S2 176.9(3) . . . . ?
C9 C6 C7 S2 -0.6(5) . . . . ?
C10 C8 C9 C6 176.4(4) . . . . ?
S2 C8 C9 C6 -0.7(5) . . . . ?
C10 C8 C9 S3 -0.8(5) . . . . ?
S2 C8 C9 S3 -177.8(2) . . . . ?
C7 C6 C9 C8 0.8(6) . . . . ?
C5 C6 C9 C8 -175.7(5) . . . . ?
C7 C6 C9 S3 177.2(4) . . . . ?
C5 C6 C9 S3 0.7(9) . . . . ?
C9 C8 C10 C11 -0.6(6) . . . . ?
S2 C8 C10 C11 175.6(4) . . . . ?
C9 C8 C10 C15 -179.3(4) . . . . ?
S2 C8 C10 C15 -3.1(8) . . . . ?
C15 C10 C11 C12 0.3(7) . . . . ?
C8 C10 C11 C12 -178.7(4) . . . . ?
C15 C10 C11 S3 -179.4(3) . . . . ?
C8 C10 C11 S3 1.7(5) . . . . ?
C10 C11 C12 C13 2.4(7) . . . . ?
S3 C11 C12 C13 -178.0(4) . . . . ?
C11 C12 C13 C14 -2.1(7) . . . . ?
C12 C13 C14 C15 -0.8(7) . . . . ?
C12 C13 C14 S4 -179.0(4) . . . . ?
C13 C14 C15 C10 3.5(7) . . . . ?
S4 C14 C15 C10 -178.1(3) . . . . ?
C13 C14 C15 C16 -175.8(4) . . . . ?
S4 C14 C15 C16 2.6(5) . . . . ?
C11 C10 C15 C14 -3.1(6) . . . . ?
C8 C10 C15 C14 175.6(4) . . . . ?
C11 C10 C15 C16 176.0(4) . . . . ?
C8 C10 C15 C16 -5.3(8) . . . . ?
C14 C15 C16 C17 -2.7(6) . . . . ?
C10 C15 C16 C17 178.1(5) . . . . ?
C14 C15 C16 S5 175.5(4) . . . . ?
C10 C15 C16 S5 -3.7(8) . . . . ?
C15 C16 C17 C18 -179.9(4) . . . . ?
S5 C16 C17 C18 1.5(5) . . . . ?
C15 C16 C17 S4 1.7(5) . . . . ?
S5 C16 C17 S4 -177.0(2) . . . . ?
C16 C17 C18 C19 -1.0(6) . . . . ?
S4 C17 C18 C19 177.0(4) . . . . ?
C16 C17 C18 C20 -178.6(6) . . . . ?
S4 C17 C18 C20 -0.6(10) . . . . ?
C20 C18 C19 S6 0.3(6) . . . . ?
C17 C18 C19 S6 -178.0(3) . . . . ?
C20 C18 C19 S5 178.4(4) . . . . ?
C17 C18 C19 S5 0.1(6) . . . . ?
C19 C18 C20 C21 -0.2(7) . . . . ?
C17 C18 C20 C21 177.4(6) . . . . ?
C18 C20 C21 S6 0.0(6) . . . . ?
C18 C20 C21 Si2 -178.1(4) . . . . ?
C22 Si2 C21 C20 -10.1(8) . . . . ?
C23 Si2 C21 C20 -130.9(6) . . . . ?
C24 Si2 C21 C20 109.6(6) . . . . ?
C22 Si2 C21 S6 171.9(5) . . . . ?
C23 Si2 C21 S6 51.2(5) . . . . ?
C24 Si2 C21 S6 -68.3(5) . . . . ?
C6 C7 S1 C4 0.5(4) . . . . ?
S2 C7 S1 C4 -176.2(4) . . . . ?
C5 C4 S1 C7 -0.4(4) . . . . ?
Si1 C4 S1 C7 174.6(3) . . . . ?
C6 C7 S2 C8 0.2(4) . . . . ?
S1 C7 S2 C8 176.9(4) . . . . ?
C9 C8 S2 C7 0.2(4) . . . . ?
C10 C8 S2 C7 -176.0(5) . . . . ?
C8 C9 S3 C11 1.4(4) . . . . ?
C6 C9 S3 C11 -175.0(5) . . . . ?
C10 C11 S3 C9 -1.8(4) . . . . ?
C12 C11 S3 C9 178.6(4) . . . . ?
C16 C17 S4 C14 -0.1(4) . . . . ?
C18 C17 S4 C14 -178.2(5) . . . . ?
C13 C14 S4 C17 176.9(4) . . . . ?
C15 C14 S4 C17 -1.4(4) . . . . ?
C18 C19 S5 C16 0.6(4) . . . . ?
S6 C19 S5 C16 178.2(4) . . . . ?
C17 C16 S5 C19 -1.2(4) . . . . ?
C15 C16 S5 C19 -179.4(5) . . . . ?
C18 C19 S6 C21 -0.3(4) . . . . ?
S5 C19 S6 C21 -177.9(4) . . . . ?
C20 C21 S6 C19 0.2(5) . . . . ?
Si2 C21 S6 C19 178.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.092
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_q
_database_code_depnum_ccdc_archive 'CCDC 1587220'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2018-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H20 S7 Si2'
_chemical_formula_sum            'C22 H20 S7 Si2'
_chemical_formula_weight         564.98

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c


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'

_cell_length_a                   19.710(4)
_cell_length_b                   13.215(3)
_cell_length_c                   10.489(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.753(3)
_cell_angle_gamma                90.00
_cell_volume                     2653.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6324
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.97

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7733
_exptl_absorpt_correction_T_max  0.8346
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14534
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5193
_reflns_number_gt                4296
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0575P)²+0.6669P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geomconstrmixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5193
_refine_ls_number_parameters     280
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.308
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S1 S 0.31964(3) 0.47153(5) 0.05617(6) 0.03639(17) Uani 1 1 d . . .
S2 S 0.30452(4) 0.22822(6) -0.20189(8) 0.0534(2) Uani 1 1 d . . .
S3 S 0.15300(4) 0.26272(6) -0.36420(8) 0.0505(2) Uani 1 1 d . . .
S4 S 0.03122(4) 0.41410(6) -0.38639(7) 0.0474(2) Uani 1 1 d . . .
S5 S -0.01784(4) 0.58951(6) -0.23601(7) 0.0455(2) Uani 1 1 d . . .
S6 S 0.01788(4) 0.68581(6) 0.04326(7) 0.0467(2) Uani 1 1 d . . .
S7 S 0.19767(4) 0.52081(6) 0.20628(7) 0.04218(19) Uani 1 1 d . . .
Si1 Si 0.47816(4) 0.45913(6) 0.21814(7) 0.0409(2) Uani 1 1 d . . .
Si2 Si 0.24453(5) 0.60272(7) 0.49621(8) 0.0521(2) Uani 1 1 d U . .
C1 C 0.40146(13) 0.4143(2) 0.0881(3) 0.0368(6) Uani 1 1 d . . .
C2 C 0.39988(14) 0.3304(2) 0.0113(3) 0.0410(6) Uani 1 1 d . . .
H2A H 0.4384 0.2889 0.0144 0.049 Uiso 1 1 calc R . .
C3 C 0.33336(14) 0.3133(2) -0.0735(3) 0.0399(6) Uani 1 1 d . . .
C4 C 0.28202(13) 0.38192(19) -0.0589(2) 0.0339(5) Uani 1 1 d . . .
C5 C 0.21509(13) 0.36427(19) -0.1505(2) 0.0341(5) Uani 1 1 d . . .
C6 C 0.22277(14) 0.2845(2) -0.2329(3) 0.0439(6) Uani 1 1 d . . .
C7 C 0.14539(13) 0.40757(19) -0.1916(2) 0.0342(5) Uani 1 1 d . . .
C8 C 0.11008(14) 0.3610(2) -0.3079(3) 0.0414(6) Uani 1 1 d . . .
C9 C 0.10141(13) 0.4874(2) -0.1571(2) 0.0342(5) Uani 1 1 d . . .
C10 C 0.04209(13) 0.5003(2) -0.2595(3) 0.0395(6) Uani 1 1 d . . .
C11 C 0.09535(13) 0.55163(19) -0.0472(2) 0.0343(5) Uani 1 1 d . . .
C12 C 0.03465(14) 0.6099(2) -0.0803(3) 0.0397(6) Uani 1 1 d . . .
C13 C 0.12848(13) 0.5696(2) 0.0893(3) 0.0356(6) Uani 1 1 d . . .
C14 C 0.09342(14) 0.6400(2) 0.1490(3) 0.0390(6) Uani 1 1 d . . .
C15 C 0.12393(14) 0.6570(2) 0.2842(3) 0.0435(6) Uani 1 1 d . . .
H15A H 0.1067 0.7034 0.3353 0.052 Uiso 1 1 calc R . .
C16 C 0.18135(15) 0.5980(2) 0.3310(3) 0.0442(7) Uani 1 1 d . . .
C17 C 0.47570(18) 0.3955(3) 0.3754(3) 0.0578(8) Uani 1 1 d . . .
H17A H 0.5148 0.4174 0.4430 0.087 Uiso 1 1 calc R . .
H17B H 0.4779 0.3235 0.3648 0.087 Uiso 1 1 calc R . .
H17C H 0.4331 0.4128 0.3994 0.087 Uiso 1 1 calc R . .
C18 C 0.55892(16) 0.4169(3) 0.1681(3) 0.0680(10) Uani 1 1 d . . .
H18A H 0.5995 0.4375 0.2334 0.102 Uiso 1 1 calc R . .
H18B H 0.5600 0.4469 0.0853 0.102 Uiso 1 1 calc R . .
H18C H 0.5586 0.3445 0.1600 0.102 Uiso 1 1 calc R . .
C19 C 0.4746(2) 0.5981(3) 0.2340(4) 0.0751(11) Uani 1 1 d . . .
H19A H 0.5136 0.6206 0.3013 0.113 Uiso 1 1 calc R . .
H19B H 0.4319 0.6168 0.2568 0.113 Uiso 1 1 calc R . .
H19C H 0.4763 0.6290 0.1520 0.113 Uiso 1 1 calc R . .
C20 C 0.3110(3) 0.6992(5) 0.4921(5) 0.1210(16) Uani 1 1 d U . .
H20A H 0.2887 0.7634 0.4690 0.182 Uiso 1 1 calc R . .
H20B H 0.3364 0.6807 0.4282 0.182 Uiso 1 1 calc R . .
H20C H 0.3426 0.7040 0.5770 0.182 Uiso 1 1 calc R . .
C21 C 0.2861(3) 0.4757(4) 0.5352(5) 0.1057(15) Uani 1 1 d U . .
H21A H 0.3108 0.4579 0.4698 0.159 Uiso 1 1 calc R . .
H21B H 0.2506 0.4261 0.5361 0.159 Uiso 1 1 calc R . .
H21C H 0.3182 0.4779 0.6198 0.159 Uiso 1 1 calc R . .
C22 C 0.1953(3) 0.6329(5) 0.6214(4) 0.1073(14) Uani 1 1 d U . .
H22A H 0.1735 0.6979 0.6027 0.161 Uiso 1 1 calc R . .
H22B H 0.2268 0.6341 0.7067 0.161 Uiso 1 1 calc R . .
H22C H 0.1602 0.5822 0.6196 0.161 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C4 1.727(3) . ?
S1 C1 1.740(3) . ?
S2 C6 1.734(3) . ?
S2 C3 1.742(3) . ?
S3 C6 1.723(3) . ?
S3 C8 1.729(3) . ?
S4 C8 1.726(3) . ?
S4 C10 1.726(3) . ?
S5 C10 1.727(3) . ?
S5 C12 1.734(3) . ?
S6 C12 1.732(3) . ?
S6 C14 1.740(3) . ?
S7 C13 1.728(3) . ?
S7 C16 1.748(3) . ?
Si1 C19 1.846(4) . ?
Si1 C17 1.862(3) . ?
Si1 C1 1.875(3) . ?
Si1 C18 1.876(4) . ?
Si2 C20 1.836(5) . ?
Si2 C22 1.851(4) . ?
Si2 C21 1.870(5) . ?
Si2 C16 1.879(3) . ?
C1 C2 1.367(4) . ?
C2 C3 1.417(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.395(4) . ?
C4 C5 1.454(3) . ?
C5 C6 1.394(4) . ?
C5 C7 1.456(3) . ?
C7 C8 1.395(4) . ?
C7 C9 1.465(4) . ?
C9 C10 1.397(3) . ?
C9 C11 1.459(4) . ?
C11 C12 1.395(4) . ?
C11 C13 1.445(4) . ?
C13 C14 1.393(4) . ?
C14 C15 1.421(4) . ?
C15 C16 1.367(4) . ?
C15 H15A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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
C4 S1 C1 93.49(12) . . ?
C6 S2 C3 89.21(13) . . ?
C6 S3 C8 87.91(13) . . ?
C8 S4 C10 88.16(13) . . ?
C10 S5 C12 88.01(13) . . ?
C12 S6 C14 89.36(13) . . ?
C13 S7 C16 93.39(13) . . ?
C19 Si1 C17 111.09(17) . . ?
C19 Si1 C1 109.77(15) . . ?
C17 Si1 C1 108.37(13) . . ?
C19 Si1 C18 112.0(2) . . ?
C17 Si1 C18 108.42(16) . . ?
C1 Si1 C18 107.07(14) . . ?
C20 Si2 C22 111.3(3) . . ?
C20 Si2 C21 110.6(3) . . ?
C22 Si2 C21 108.3(3) . . ?
C20 Si2 C16 108.76(19) . . ?
C22 Si2 C16 108.50(19) . . ?
C21 Si2 C16 109.36(17) . . ?
C2 C1 S1 110.4(2) . . ?
C2 C1 Si1 125.9(2) . . ?
S1 C1 Si1 123.56(15) . . ?
C1 C2 C3 112.8(2) . . ?
C1 C2 H2A 123.6 . . ?
C3 C2 H2A 123.6 . . ?
C4 C3 C2 114.5(2) . . ?
C4 C3 S2 113.1(2) . . ?
C2 C3 S2 132.2(2) . . ?
C3 C4 C5 113.0(2) . . ?
C3 C4 S1 108.71(19) . . ?
C5 C4 S1 138.0(2) . . ?
C6 C5 C4 108.4(2) . . ?
C6 C5 C7 110.3(2) . . ?
C4 C5 C7 141.0(2) . . ?
C5 C6 S3 116.0(2) . . ?
C5 C6 S2 116.2(2) . . ?
S3 C6 S2 127.42(17) . . ?
C8 C7 C5 109.0(2) . . ?
C8 C7 C9 109.4(2) . . ?
C5 C7 C9 141.5(2) . . ?
C7 C8 S4 116.3(2) . . ?
C7 C8 S3 116.6(2) . . ?
S4 C8 S3 126.92(16) . . ?
C10 C9 C11 109.0(2) . . ?
C10 C9 C7 109.5(2) . . ?
C11 C9 C7 141.1(2) . . ?
C9 C10 S4 116.1(2) . . ?
C9 C10 S5 116.7(2) . . ?
S4 C10 S5 126.64(16) . . ?
C12 C11 C13 108.4(2) . . ?
C12 C11 C9 110.5(2) . . ?
C13 C11 C9 140.9(2) . . ?
C11 C12 S6 116.0(2) . . ?
C11 C12 S5 115.7(2) . . ?
S6 C12 S5 128.14(16) . . ?
C14 C13 C11 113.5(2) . . ?
C14 C13 S7 108.8(2) . . ?
C11 C13 S7 137.4(2) . . ?
C13 C14 C15 114.6(2) . . ?
C13 C14 S6 112.8(2) . . ?
C15 C14 S6 132.5(2) . . ?
C16 C15 C14 112.7(2) . . ?
C16 C15 H15A 123.6 . . ?
C14 C15 H15A 123.6 . . ?
C15 C16 S7 110.4(2) . . ?
C15 C16 Si2 128.5(2) . . ?
S7 C16 Si2 120.68(16) . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Si2 C20 H20A 109.5 . . ?
Si2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si2 C21 H21A 109.5 . . ?
Si2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si2 C22 H22A 109.5 . . ?
Si2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.068
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1587219'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2018-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H11 Br S3 Si'
_chemical_formula_weight         347.38

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pnma '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.594(5)
_cell_length_b                   7.353(3)
_cell_length_c                   15.175(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1405.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2154
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      26.59

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    3.427
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5621
_exptl_absorpt_correction_T_max  0.6643
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6936
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1335
_reflns_number_gt                1098
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0475P)²+0.5288P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0055(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1335
_refine_ls_number_parameters     95
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0832
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Br1 Br 0.18351(4) 0.2500 1.27668(3) 0.0579(2) Uani 1 2 d S . .
Si1 Si 0.00519(8) 0.2500 0.65256(6) 0.0356(3) Uani 1 2 d S . .
S1 S 0.16710(8) 0.2500 1.07192(6) 0.0485(3) Uani 1 2 d S . .
S2 S -0.15959(8) 0.2500 1.02538(7) 0.0554(3) Uani 1 2 d S . .
S3 S -0.14321(8) 0.2500 0.81778(6) 0.0462(3) Uani 1 2 d S . .
C1 C 0.1028(3) 0.2500 1.1727(2) 0.0415(9) Uani 1 2 d S . .
C2 C -0.0059(3) 0.2500 1.1684(2) 0.0407(9) Uani 1 2 d S . .
H2A H -0.0522 0.2500 1.2162 0.049 Uiso 1 2 calc SR . .
C3 C -0.0356(3) 0.2500 1.0771(2) 0.0361(9) Uani 1 2 d S . .
C4 C 0.0462(3) 0.2500 1.0184(2) 0.0338(8) Uani 1 2 d S . .
C5 C 0.0131(3) 0.2500 0.9276(2) 0.0339(8) Uani 1 2 d S . .
C6 C -0.0970(3) 0.2500 0.9234(2) 0.0393(9) Uani 1 2 d S . .
C7 C 0.0593(3) 0.2500 0.8416(2) 0.0387(9) Uani 1 2 d S . .
H7A H 0.1321 0.2500 0.8317 0.046 Uiso 1 2 calc SR . .
C8 C -0.0148(3) 0.2500 0.7749(2) 0.0349(8) Uani 1 2 d S . .
C9 C -0.1275(3) 0.2500 0.5990(3) 0.0515(11) Uani 1 2 d SD . .
H9A H -0.1189 0.2500 0.5361 0.077 Uiso 1 2 calc SRD . .
H9B H -0.1661 0.3566 0.6166 0.077 Uiso 0.50 1 calc PRD . .
H9C H -0.1661 0.1434 0.6166 0.077 Uiso 0.50 1 calc PR . .
C10 C 0.0817(3) 0.0427(4) 0.62071(19) 0.0571(8) Uani 1 1 d . . .
H10A H 0.0922 0.0418 0.5581 0.086 Uiso 1 1 calc R . .
H10B H 0.0428 -0.0639 0.6379 0.086 Uiso 1 1 calc R . .
H10C H 0.1493 0.0436 0.6498 0.086 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
Br1 C1 1.877(4) . ?
Si1 C10 1.866(3) 7_565 ?
Si1 C10 1.866(3) . ?
Si1 C9 1.859(4) . ?
Si1 C8 1.873(4) . ?
S1 C4 1.726(4) . ?
S1 C1 1.731(4) . ?
S2 C6 1.737(4) . ?
S2 C3 1.748(4) . ?
S3 C6 1.705(4) . ?
S3 C8 1.744(4) . ?
C1 C2 1.370(6) . ?
C2 C3 1.436(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.361(5) . ?
C4 C5 1.440(5) . ?
C5 C6 1.388(5) . ?
C5 C7 1.428(5) . ?
C7 C8 1.376(5) . ?
C7 H7A 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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
C10 Si1 C10 109.5(2) 7_565 . ?
C10 Si1 C9 110.53(12) 7_565 . ?
C10 Si1 C9 110.53(13) . . ?
C10 Si1 C8 109.02(11) 7_565 . ?
C10 Si1 C8 109.02(11) . . ?
C9 Si1 C8 108.23(19) . . ?
C4 S1 C1 90.15(18) . . ?
C6 S2 C3 89.67(18) . . ?
C6 S3 C8 91.95(18) . . ?
C2 C1 S1 115.2(3) . . ?
C2 C1 Br1 125.5(3) . . ?
S1 C1 Br1 119.3(2) . . ?
C1 C2 C3 107.8(4) . . ?
C1 C2 H2A 126.1 . . ?
C3 C2 H2A 126.1 . . ?
C4 C3 C2 115.7(3) . . ?
C4 C3 S2 112.5(3) . . ?
C2 C3 S2 131.7(3) . . ?
C3 C4 C5 114.0(3) . . ?
C3 C4 S1 111.1(3) . . ?
C5 C4 S1 134.9(3) . . ?
C6 C5 C7 111.4(3) . . ?
C6 C5 C4 109.4(3) . . ?
C7 C5 C4 139.2(3) . . ?
C5 C6 S3 112.6(3) . . ?
C5 C6 S2 114.4(3) . . ?
S3 C6 S2 133.0(2) . . ?
C8 C7 C5 113.3(3) . . ?
C8 C7 H7A 123.3 . . ?
C5 C7 H7A 123.3 . . ?
C7 C8 S3 110.7(3) . . ?
C7 C8 Si1 129.6(3) . . ?
S3 C8 Si1 119.6(2) . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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
C4 S1 C1 C2 0.000(1) . . . . ?
C4 S1 C1 Br1 180.0 . . . . ?
S1 C1 C2 C3 0.000(1) . . . . ?
Br1 C1 C2 C3 180.000(1) . . . . ?
C1 C2 C3 C4 0.000(2) . . . . ?
C1 C2 C3 S2 180.000(1) . . . . ?
C6 S2 C3 C4 0.0 . . . . ?
C6 S2 C3 C2 180.000(1) . . . . ?
C2 C3 C4 C5 180.000(1) . . . . ?
S2 C3 C4 C5 0.000(1) . . . . ?
C2 C3 C4 S1 0.000(1) . . . . ?
S2 C3 C4 S1 180.0 . . . . ?
C1 S1 C4 C3 0.0 . . . . ?
C1 S1 C4 C5 180.000(1) . . . . ?
C3 C4 C5 C6 0.000(1) . . . . ?
S1 C4 C5 C6 180.000(1) . . . . ?
C3 C4 C5 C7 180.000(2) . . . . ?
S1 C4 C5 C7 0.000(2) . . . . ?
C7 C5 C6 S3 0.000(1) . . . . ?
C4 C5 C6 S3 180.0 . . . . ?
C7 C5 C6 S2 180.0 . . . . ?
C4 C5 C6 S2 0.000(1) . . . . ?
C8 S3 C6 C5 0.0 . . . . ?
C8 S3 C6 S2 180.0 . . . . ?
C3 S2 C6 C5 0.0 . . . . ?
C3 S2 C6 S3 180.0 . . . . ?
C6 C5 C7 C8 0.000(1) . . . . ?
C4 C5 C7 C8 180.000(1) . . . . ?
C5 C7 C8 S3 0.0 . . . . ?
C5 C7 C8 Si1 180.0 . . . . ?
C6 S3 C8 C7 0.0 . . . . ?
C6 S3 C8 Si1 180.0 . . . . ?
C10 Si1 C8 C7 -59.73(12) 7_565 . . . ?
C10 Si1 C8 C7 59.73(12) . . . . ?
C9 Si1 C8 C7 180.0 . . . . ?
C10 Si1 C8 S3 120.27(12) 7_565 . . . ?
C10 Si1 C8 S3 -120.27(12) . . . . ?
C9 Si1 C8 S3 0.0 . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.107
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1587218'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2018-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H11 Br S3 Si'
_chemical_formula_weight         347.38

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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'

_cell_length_a                   11.5286(10)
_cell_length_b                   15.8164(13)
_cell_length_c                   8.4588(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.1900(10)
_cell_angle_gamma                90.00
_cell_volume                     1447.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2709
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.19

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    3.327
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.3098
_exptl_absorpt_correction_T_max  0.5706
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7997
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2843
_reflns_number_gt                2241
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0396P)²+0.1720P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2843
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0751
_refine_ls_wR_factor_gt          0.0691
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br1 Br -0.39217(3) 0.17916(2) -0.58371(4) 0.06200(13) Uani 1 1 d . . .
Si1 Si 0.31347(7) 0.41126(4) 0.29956(9) 0.04378(18) Uani 1 1 d . . .
S1 S -0.20375(7) 0.08511(4) -0.28080(9) 0.0566(2) Uani 1 1 d . . .
S2 S 0.03244(7) 0.10591(4) 0.04776(9) 0.0551(2) Uani 1 1 d . . .
S3 S 0.07056(6) 0.36562(4) 0.00234(8) 0.04689(18) Uani 1 1 d . . .
C1 C -0.2530(2) 0.17968(16) -0.3872(3) 0.0450(6) Uani 1 1 d . . .
C2 C -0.1834(2) 0.24678(16) -0.3152(3) 0.0432(6) Uani 1 1 d . . .
H2A H -0.1977 0.3016 -0.3573 0.052 Uiso 1 1 calc R . .
C3 C -0.0849(2) 0.22346(15) -0.1663(3) 0.0391(5) Uani 1 1 d . . .
C4 C -0.0846(2) 0.13829(15) -0.1329(3) 0.0432(6) Uani 1 1 d . . .
C5 C 0.0152(2) 0.26401(14) -0.0395(3) 0.0367(5) Uani 1 1 d . . .
C6 C 0.0865(2) 0.21040(14) 0.0821(3) 0.0398(6) Uani 1 1 d . . .
C7 C 0.1862(2) 0.24908(15) 0.2075(3) 0.0427(6) Uani 1 1 d . . .
H7A H 0.2421 0.2201 0.2974 0.051 Uiso 1 1 calc R . .
C8 C 0.1916(2) 0.33440(15) 0.1819(3) 0.0418(6) Uani 1 1 d . . .
C9 C 0.3908(3) 0.3702(2) 0.5162(4) 0.0733(9) Uani 1 1 d . . .
H9A H 0.4275 0.3163 0.5108 0.110 Uiso 1 1 calc R . .
H9B H 0.3310 0.3639 0.5711 0.110 Uiso 1 1 calc R . .
H9C H 0.4538 0.4091 0.5787 0.110 Uiso 1 1 calc R . .
C10 C 0.4265(3) 0.4203(2) 0.1877(5) 0.0801(10) Uani 1 1 d . . .
H10A H 0.4635 0.3661 0.1857 0.120 Uiso 1 1 calc R . .
H10B H 0.4896 0.4602 0.2453 0.120 Uiso 1 1 calc R . .
H10C H 0.3847 0.4392 0.0744 0.120 Uiso 1 1 calc R . .
C11 C 0.2406(3) 0.51507(18) 0.3050(4) 0.0652(8) Uani 1 1 d . . .
H11A H 0.1825 0.5095 0.3627 0.098 Uiso 1 1 calc R . .
H11B H 0.1985 0.5343 0.1920 0.098 Uiso 1 1 calc R . .
H11C H 0.3032 0.5553 0.3632 0.098 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
Br1 C1 1.870(3) . ?
Si1 C11 1.852(3) . ?
Si1 C9 1.857(3) . ?
Si1 C10 1.862(3) . ?
Si1 C8 1.865(2) . ?
S1 C4 1.725(2) . ?
S1 C1 1.737(3) . ?
S2 C4 1.730(3) . ?
S2 C6 1.755(2) . ?
S3 C5 1.720(2) . ?
S3 C8 1.742(3) . ?
C1 C2 1.343(3) . ?
C2 C3 1.422(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.376(3) . ?
C3 C5 1.428(3) . ?
C5 C6 1.367(3) . ?
C6 C7 1.407(3) . ?
C7 C8 1.371(3) . ?
C7 H7A 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
C11 Si1 C9 110.67(16) . . ?
C11 Si1 C10 110.34(15) . . ?
C9 Si1 C10 110.29(17) . . ?
C11 Si1 C8 109.06(12) . . ?
C9 Si1 C8 108.37(13) . . ?
C10 Si1 C8 108.03(14) . . ?
C4 S1 C1 89.54(12) . . ?
C4 S2 C6 89.51(11) . . ?
C5 S3 C8 92.48(12) . . ?
C2 C1 S1 114.1(2) . . ?
C2 C1 Br1 127.0(2) . . ?
S1 C1 Br1 118.91(14) . . ?
C1 C2 C3 111.5(2) . . ?
C1 C2 H2A 124.3 . . ?
C3 C2 H2A 124.3 . . ?
C4 C3 C2 112.4(2) . . ?
C4 C3 C5 109.9(2) . . ?
C2 C3 C5 137.7(2) . . ?
C3 C4 S1 112.54(18) . . ?
C3 C4 S2 114.66(17) . . ?
S1 C4 S2 132.79(15) . . ?
C6 C5 C3 114.0(2) . . ?
C6 C5 S3 109.90(18) . . ?
C3 C5 S3 136.09(19) . . ?
C5 C6 C7 114.9(2) . . ?
C5 C6 S2 111.88(18) . . ?
C7 C6 S2 133.27(19) . . ?
C8 C7 C6 112.2(2) . . ?
C8 C7 H7A 123.9 . . ?
C6 C7 H7A 123.9 . . ?
C7 C8 S3 110.51(18) . . ?
C7 C8 Si1 128.60(19) . . ?
S3 C8 Si1 120.64(14) . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
C4 S1 C1 C2 0.1(2) . . . . ?
C4 S1 C1 Br1 -179.98(16) . . . . ?
S1 C1 C2 C3 -0.2(3) . . . . ?
Br1 C1 C2 C3 179.86(18) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C2 C3 C5 -179.6(3) . . . . ?
C2 C3 C4 S1 -0.2(3) . . . . ?
C5 C3 C4 S1 179.70(17) . . . . ?
C2 C3 C4 S2 -179.50(17) . . . . ?
C5 C3 C4 S2 0.4(3) . . . . ?
C1 S1 C4 C3 0.1(2) . . . . ?
C1 S1 C4 S2 179.2(2) . . . . ?
C6 S2 C4 C3 -0.6(2) . . . . ?
C6 S2 C4 S1 -179.8(2) . . . . ?
C4 C3 C5 C6 0.2(3) . . . . ?
C2 C3 C5 C6 -180.0(3) . . . . ?
C4 C3 C5 S3 -179.3(2) . . . . ?
C2 C3 C5 S3 0.6(5) . . . . ?
C8 S3 C5 C6 1.08(19) . . . . ?
C8 S3 C5 C3 -179.5(2) . . . . ?
C3 C5 C6 C7 179.5(2) . . . . ?
S3 C5 C6 C7 -0.9(3) . . . . ?
C3 C5 C6 S2 -0.6(3) . . . . ?
S3 C5 C6 S2 178.93(12) . . . . ?
C4 S2 C6 C5 0.7(2) . . . . ?
C4 S2 C6 C7 -179.5(3) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
S2 C6 C7 C8 -179.7(2) . . . . ?
C6 C7 C8 S3 0.7(3) . . . . ?
C6 C7 C8 Si1 -173.60(18) . . . . ?
C5 S3 C8 C7 -1.02(19) . . . . ?
C5 S3 C8 Si1 173.79(15) . . . . ?
C11 Si1 C8 C7 -147.0(2) . . . . ?
C9 Si1 C8 C7 -26.4(3) . . . . ?
C10 Si1 C8 C7 93.1(3) . . . . ?
C11 Si1 C8 S3 39.3(2) . . . . ?
C9 Si1 C8 S3 159.82(16) . . . . ?
C10 Si1 C8 S3 -80.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.061
