# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_ob244
_audit_block_doi                 10.5517/ccdc.csd.cc1l5ls4
_database_code_depnum_ccdc_archive 'CCDC 1465146'
_audit_update_record             
;
2016-03-12 deposited with the CCDC.	2022-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 1,4-bis(5-(4-(trimethylsilyl)phenyl)thiophen-2-yl)benzene
;
_chemical_name_common            ?
_chemical_melting_point          549
_chemical_formula_moiety         'C32 H34 S2 Si2'
_chemical_formula_sum            'C32 H34 S2 Si2'
_chemical_formula_weight         538.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2686(2)
_cell_length_b                   13.5181(5)
_cell_length_c                   18.7693(6)
_cell_angle_alpha                103.156(3)
_cell_angle_beta                 95.384(3)
_cell_angle_gamma                102.875(3)
_cell_volume                     1492.21(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6298
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      69.41

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .25
_exptl_crystal_size_mid          .1
_exptl_crystal_size_min          .1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    2.517
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.85



_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  STOE
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7139
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.1228
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.70
_diffrn_reflns_theta_max         70.32
_reflns_number_total             5024
_reflns_number_gt                2105
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0447P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5024
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_restrained_S_all      0.932
_refine_ls_shift/su_max          0.001
_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 0.95255(16) 0.56290(8) 0.21898(5) 0.0670(3) Uani 1 1 d . . .
Si1 Si 0.94506(19) 0.69894(9) 0.61547(6) 0.0653(3) Uani 1 1 d . . .
C2 C 1.1522(7) 0.6284(3) 0.29472(19) 0.0543(10) Uani 1 1 d . . .
C3 C 1.3497(7) 0.6567(3) 0.2722(2) 0.0683(11) Uani 1 1 d . . .
H3 H 1.4794 0.6919 0.3048 0.082 Uiso 1 1 calc . . .
C4 C 1.3419(7) 0.6281(3) 0.1946(2) 0.0671(11) Uani 1 1 d . . .
H4 H 1.4652 0.6434 0.1713 0.081 Uiso 1 1 calc . . .
C5 C 1.1379(6) 0.5763(3) 0.15770(19) 0.0558(10) Uani 1 1 d . . .
C6 C 1.0975(7) 0.6471(3) 0.37046(19) 0.0563(10) Uani 1 1 d . . .
C7 C 0.8865(7) 0.6097(3) 0.3848(2) 0.0683(11) Uani 1 1 d . . .
H7 H 0.7731 0.5730 0.3460 0.082 Uiso 1 1 calc . . .
C8 C 0.8440(6) 0.6270(3) 0.4572(2) 0.0735(12) Uani 1 1 d . . .
H8 H 0.7009 0.6001 0.4653 0.088 Uiso 1 1 calc . . .
C9 C 1.0010(7) 0.6814(3) 0.5175(2) 0.0619(10) Uani 1 1 d . . .
C10 C 1.2085(7) 0.7214(3) 0.5017(2) 0.0724(12) Uani 1 1 d . . .
H10 H 1.3200 0.7602 0.5407 0.087 Uiso 1 1 calc . . .
C11 C 1.2574(6) 0.7060(3) 0.4304(2) 0.0688(11) Uani 1 1 d . . .
H11 H 1.3992 0.7354 0.4224 0.083 Uiso 1 1 calc . . .
C12 C 0.7122(7) 0.5881(3) 0.6177(2) 0.0940(14) Uani 1 1 d . . .
H12A H 0.5790 0.5935 0.5909 0.141 Uiso 1 1 calc R . .
H12B H 0.6925 0.5904 0.6681 0.141 Uiso 1 1 calc R . .
H12C H 0.7446 0.5229 0.5953 0.141 Uiso 1 1 calc R . .
C13 C 0.8648(7) 0.8242(3) 0.6486(2) 0.0876(13) Uani 1 1 d . . .
H13A H 0.9770 0.8815 0.6424 0.131 Uiso 1 1 calc R . .
H13B H 0.8496 0.8346 0.7000 0.131 Uiso 1 1 calc R . .
H13C H 0.7264 0.8212 0.6205 0.131 Uiso 1 1 calc R . .
C14 C 1.1979(8) 0.6998(4) 0.6757(2) 0.1083(17) Uani 1 1 d . . .
H14A H 1.2474 0.6384 0.6559 0.162 Uiso 1 1 calc R . .
H14B H 1.1651 0.7002 0.7247 0.162 Uiso 1 1 calc R . .
H14C H 1.3119 0.7614 0.6776 0.162 Uiso 1 1 calc R . .
C15 C 1.0673(7) 0.5373(3) 0.0772(2) 0.0551(10) Uani 1 1 d . . .
C16 C 0.8503(7) 0.4866(3) 0.0472(2) 0.0715(12) Uani 1 1 d . . .
H16 H 0.7458 0.4768 0.0787 0.086 Uiso 1 1 calc . . .
C17 C 1.2159(6) 0.5502(3) 0.0285(2) 0.0724(12) Uani 1 1 d . . .
H17 H 1.3636 0.5842 0.0468 0.087 Uiso 1 1 calc . . .
S2 S 0.41198(16) 0.06553(8) 0.71556(5) 0.0595(3) Uani 1 1 d . . .
Si2 Si 0.20383(19) 0.20065(10) 1.09437(6) 0.0705(4) Uani 1 1 d . . .
C18 C 0.2251(6) 0.1272(3) 0.7585(2) 0.0527(9) Uani 1 1 d . . .
C19 C 0.0976(6) 0.1540(3) 0.7075(2) 0.0581(10) Uani 1 1 d . . .
H19 H -0.0133 0.1877 0.7194 0.070 Uiso 1 1 calc . . .
C20 C 0.1467(6) 0.1265(3) 0.63492(19) 0.0569(10) Uani 1 1 d . . .
H20 H 0.0728 0.1408 0.5946 0.068 Uiso 1 1 calc . . .
C21 C 0.3122(6) 0.0774(3) 0.62999(18) 0.0493(9) Uani 1 1 d . . .
C22 C 0.2254(7) 0.1457(3) 0.8387(2) 0.0553(10) Uani 1 1 d . . .
C23 C 0.3685(7) 0.1164(4) 0.8836(2) 0.0856(14) Uani 1 1 d . . .
H23 H 0.4719 0.0836 0.8629 0.103 Uiso 1 1 calc . . .
C24 C 0.3665(8) 0.1333(4) 0.9583(2) 0.0935(16) Uani 1 1 d . . .
H24 H 0.4693 0.1124 0.9867 0.112 Uiso 1 1 calc . . .
C25 C 0.2161(7) 0.1806(3) 0.9925(2) 0.0627(11) Uani 1 1 d . . .
C26 C 0.0757(8) 0.2121(4) 0.9469(2) 0.0862(14) Uani 1 1 d . . .
H26 H -0.0238 0.2473 0.9680 0.103 Uiso 1 1 calc . . .
C27 C 0.0736(8) 0.1948(4) 0.8716(2) 0.0845(14) Uani 1 1 d . . .
H27 H -0.0286 0.2157 0.8429 0.101 Uiso 1 1 calc . . .
C28 C -0.0816(8) 0.2008(5) 1.1104(3) 0.133(2) Uani 1 1 d . . .
H28A H -0.0914 0.2065 1.1618 0.199 Uiso 1 1 calc R . .
H28B H -0.1812 0.1367 1.0810 0.199 Uiso 1 1 calc R . .
H28C H -0.1208 0.2594 1.0966 0.199 Uiso 1 1 calc R . .
C29 C 0.2871(8) 0.0930(3) 1.1264(2) 0.0966(15) Uani 1 1 d . . .
H29A H 0.4417 0.0989 1.1242 0.145 Uiso 1 1 calc R . .
H29B H 0.2020 0.0266 1.0952 0.145 Uiso 1 1 calc R . .
H29C H 0.2608 0.0977 1.1765 0.145 Uiso 1 1 calc R . .
C30 C 0.3924(8) 0.3278(4) 1.1463(2) 0.1053(16) Uani 1 1 d . . .
H30A H 0.5426 0.3260 1.1412 0.158 Uiso 1 1 calc R . .
H30B H 0.3758 0.3403 1.1977 0.158 Uiso 1 1 calc R . .
H30C H 0.3568 0.3830 1.1269 0.158 Uiso 1 1 calc R . .
C31 C 0.4079(6) 0.0373(3) 0.56412(19) 0.0474(9) Uani 1 1 d . . .
C32 C 0.5904(6) -0.0026(3) 0.56804(18) 0.0539(10) Uani 1 1 d . . .
H32 H 0.6551 -0.0049 0.6141 0.065 Uiso 1 1 calc . . .
C33 C 0.3184(6) 0.0395(3) 0.4935(2) 0.0538(9) Uani 1 1 d . . .
H33 H 0.1953 0.0664 0.4880 0.065 Uiso 1 1 calc . . .


_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 C5 1.720(4) . ?
S1 C2 1.724(4) . ?
Si1 C14 1.854(5) . ?
Si1 C12 1.856(4) . ?
Si1 C13 1.862(4) . ?
Si1 C9 1.877(4) . ?
C2 C3 1.349(5) . ?
C2 C6 1.473(5) . ?
C3 C4 1.411(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.349(5) . ?
C4 H4 0.9300 . ?
C5 C15 1.472(5) . ?
C6 C7 1.381(5) . ?
C6 C11 1.389(5) . ?
C7 C8 1.386(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.371(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.380(5) . ?
C10 C11 1.381(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C17 1.376(5) . ?
C15 C16 1.379(5) . ?
C16 C17 1.382(5) 2_765 ?
C16 H16 0.9300 . ?
C17 C16 1.382(5) 2_765 ?
C17 H17 0.9300 . ?
S2 C21 1.723(3) . ?
S2 C18 1.738(4) . ?
Si2 C28 1.842(5) . ?
Si2 C30 1.848(5) . ?
Si2 C29 1.852(4) . ?
Si2 C25 1.881(4) . ?
C18 C19 1.352(5) . ?
C18 C22 1.468(5) . ?
C19 C20 1.410(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.351(5) . ?
C20 H20 0.9300 . ?
C21 C31 1.470(5) . ?
C22 C23 1.357(5) . ?
C22 C27 1.390(5) . ?
C23 C24 1.370(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.380(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.372(5) . ?
C26 C27 1.377(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.372(5) . ?
C31 C33 1.400(5) . ?
C32 C33 1.377(5) 2_656 ?
C32 H32 0.9300 . ?
C33 C32 1.377(5) 2_656 ?
C33 H33 0.9300 . ?

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 S1 C2 92.85(19) . . ?
C14 Si1 C12 110.7(2) . . ?
C14 Si1 C13 109.4(2) . . ?
C12 Si1 C13 108.8(2) . . ?
C14 Si1 C9 109.1(2) . . ?
C12 Si1 C9 107.9(2) . . ?
C13 Si1 C9 110.89(18) . . ?
C3 C2 C6 128.9(3) . . ?
C3 C2 S1 109.6(3) . . ?
C6 C2 S1 121.4(3) . . ?
C2 C3 C4 114.0(3) . . ?
C2 C3 H3 123.0 . . ?
C4 C3 H3 123.0 . . ?
C5 C4 C3 113.3(4) . . ?
C5 C4 H4 123.3 . . ?
C3 C4 H4 123.3 . . ?
C4 C5 C15 128.3(3) . . ?
C4 C5 S1 110.2(3) . . ?
C15 C5 S1 121.6(3) . . ?
C7 C6 C11 117.4(4) . . ?
C7 C6 C2 122.0(3) . . ?
C11 C6 C2 120.6(4) . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 123.7(4) . . ?
C9 C8 H8 118.2 . . ?
C7 C8 H8 118.2 . . ?
C8 C9 C10 115.4(4) . . ?
C8 C9 Si1 123.3(3) . . ?
C10 C9 Si1 121.3(3) . . ?
C9 C10 C11 122.7(4) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C10 C11 C6 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C6 C11 H11 119.6 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C16 117.1(3) . . ?
C17 C15 C5 121.2(4) . . ?
C16 C15 C5 121.7(4) . . ?
C15 C16 C17 121.7(3) . 2_765 ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 2_765 . ?
C15 C17 C16 121.2(3) . 2_765 ?
C15 C17 H17 119.4 . . ?
C16 C17 H17 119.4 2_765 . ?
C21 S2 C18 92.35(18) . . ?
C28 Si2 C30 109.2(3) . . ?
C28 Si2 C29 109.7(3) . . ?
C30 Si2 C29 109.5(2) . . ?
C28 Si2 C25 109.0(2) . . ?
C30 Si2 C25 109.9(2) . . ?
C29 Si2 C25 109.56(19) . . ?
C19 C18 C22 129.5(3) . . ?
C19 C18 S2 109.4(3) . . ?
C22 C18 S2 121.1(3) . . ?
C18 C19 C20 114.4(3) . . ?
C18 C19 H19 122.8 . . ?
C20 C19 H19 122.8 . . ?
C21 C20 C19 113.0(3) . . ?
C21 C20 H20 123.5 . . ?
C19 C20 H20 123.5 . . ?
C20 C21 C31 128.6(3) . . ?
C20 C21 S2 110.8(3) . . ?
C31 C21 S2 120.7(3) . . ?
C23 C22 C27 117.1(3) . . ?
C23 C22 C18 122.9(4) . . ?
C27 C22 C18 119.9(3) . . ?
C22 C23 C24 122.5(4) . . ?
C22 C23 H23 118.7 . . ?
C24 C23 H23 118.7 . . ?
C23 C24 C25 121.8(4) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C26 C25 C24 115.3(4) . . ?
C26 C25 Si2 122.2(3) . . ?
C24 C25 Si2 122.6(3) . . ?
C25 C26 C27 123.8(4) . . ?
C25 C26 H26 118.1 . . ?
C27 C26 H26 118.1 . . ?
C26 C27 C22 119.5(4) . . ?
C26 C27 H27 120.2 . . ?
C22 C27 H27 120.2 . . ?
Si2 C28 H28A 109.5 . . ?
Si2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Si2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Si2 C29 H29A 109.5 . . ?
Si2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
Si2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Si2 C30 H30A 109.5 . . ?
Si2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
Si2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C33 116.2(3) . . ?
C32 C31 C21 122.5(3) . . ?
C33 C31 C21 121.3(3) . . ?
C31 C32 C33 122.7(3) . 2_656 ?
C31 C32 H32 118.7 . . ?
C33 C32 H32 118.7 2_656 . ?
C32 C33 C31 121.1(3) 2_656 . ?
C32 C33 H33 119.4 2_656 . ?
C31 C33 H33 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        70.32
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.042
