# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_uch013
_database_code_depnum_ccdc_archive 'CCDC 1983522'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         664.90

_chemical_melting_point          452.2-453.3

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.2115(13)
_cell_length_b                   10.9601(5)
_cell_length_c                   33.380(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6662.6(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5242
_cell_measurement_theta_min      2.5480
_cell_measurement_theta_max      24.2512
_cell_measurement_temperature    93.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.147
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2768

_exptl_absorpt_coefficient_mu    0.287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      93.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            46250
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39

_refine_special_details          
;
;

_reflns_number_total             5875
_reflns_number_gt                3782
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1327
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_number_reflns         5875
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0489P)²+7.3652P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.450
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
F F 0.0171 0.0103 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.1897(2) 0.6034(3) -0.03460(10) 0.0331(9) Uani d . . . 1.0 . .
H H1A 0.2221 0.6184 -0.0117 0.05 Uiso calc U . R 1.0 A 3
H H1B 0.2151 0.5517 -0.0541 0.05 Uiso calc U . R 1.0 A 3
H H1C 0.145 0.5622 -0.0254 0.05 Uiso calc U . R 1.0 A 3
C C3 0.10797(18) 0.7934(3) -0.04831(9) 0.0219(7) Uani d . . . 1.0 . .
C C4 0.10912(18) 0.8966(3) -0.07435(9) 0.0228(7) Uani d . . . 1.0 . .
H H4 0.07 0.9539 -0.0755 0.027 Uiso calc U . R 1.0 . .
C C5 0.16999(18) 0.9065(3) -0.09713(9) 0.0244(7) Uani d . . . 1.0 . .
C C6 0.18931(18) 1.0003(3) -0.12665(9) 0.0245(8) Uani d . . . 1.0 . .
C C7 0.13912(19) 1.0913(3) -0.13682(10) 0.0297(8) Uani d . . . 1.0 . .
H H7 0.0922 1.0927 -0.1244 0.036 Uiso calc U . R 1.0 . .
C C8 0.1571(2) 1.1792(3) -0.16475(11) 0.0363(9) Uani d . . . 1.0 . .
H H8 0.1221 1.24 -0.1717 0.044 Uiso calc U . R 1.0 . .
C C9 0.2255(2) 1.1797(3) -0.18278(11) 0.0364(9) Uani d . . . 1.0 . .
H H9 0.2368 1.2412 -0.2019 0.044 Uiso calc U . R 1.0 . .
C C10 0.27805(19) 1.0919(3) -0.17350(10) 0.0325(9) Uani d . . . 1.0 . .
C C11 0.25829(19) 1.0034(3) -0.14515(10) 0.0297(8) Uani d . . . 1.0 . .
H H11 0.2933 0.9427 -0.1382 0.036 Uiso calc U . R 1.0 . .
C C12 0.3793(2) 0.9758(4) -0.23537(13) 0.0590(13) Uani d . . . 1.0 . .
H H12A 0.4279 0.9799 -0.2479 0.089 Uiso calc U . R 1.0 . .
H H12B 0.3414 0.9898 -0.2557 0.089 Uiso calc U . R 1.0 . .
H H12C 0.3723 0.895 -0.2234 0.089 Uiso calc U . R 1.0 . .
C C13 0.3882(3) 1.2478(4) -0.21876(14) 0.0675(15) Uani d . . . 1.0 . .
H H13A 0.3822 1.3111 -0.1983 0.101 Uiso calc U . R 1.0 . .
H H13B 0.3526 1.2613 -0.2403 0.101 Uiso calc U . R 1.0 . .
H H13C 0.4381 1.2514 -0.2297 0.101 Uiso calc U . R 1.0 . .
C C14 0.4407(2) 1.0644(6) -0.15574(15) 0.093(2) Uani d . . . 1.0 . .
H H14A 0.4285 0.9879 -0.1421 0.14 Uiso calc U . R 1.0 . .
H H14B 0.4399 1.1316 -0.1364 0.14 Uiso calc U . R 1.0 . .
H H14C 0.4897 1.0581 -0.1676 0.14 Uiso calc U . R 1.0 . .
C C15 0.1882(2) 0.9039(3) 0.02732(10) 0.0335(9) Uani d . . . 1.0 . .
H H15A 0.217 0.8901 0.0029 0.05 Uiso calc U . R 1.0 B 3
H H15B 0.2156 0.9573 0.0455 0.05 Uiso calc U . R 1.0 B 3
H H15C 0.1414 0.9426 0.0203 0.05 Uiso calc U . R 1.0 B 3
C C17 0.11390(18) 0.7075(3) 0.04388(9) 0.0219(7) Uani d . . . 1.0 . .
C C18 0.11921(18) 0.6060(3) 0.07039(9) 0.0211(7) Uani d . . . 1.0 . .
H H18 0.0822 0.5451 0.0725 0.025 Uiso calc U . R 1.0 . .
C C19 0.18182(17) 0.6041(3) 0.09237(9) 0.0194(7) Uani d . . . 1.0 . .
C C20 0.20483(17) 0.5162(3) 0.12330(9) 0.0196(7) Uani d . . . 1.0 . .
C C21 0.15392(17) 0.4360(3) 0.13978(9) 0.0233(8) Uani d . . . 1.0 . .
H H21 0.1042 0.4387 0.1312 0.028 Uiso calc U . R 1.0 . .
C C22 0.17514(19) 0.3527(3) 0.16844(9) 0.0277(8) Uani d . . . 1.0 . .
H H22 0.1399 0.2982 0.1794 0.033 Uiso calc U . R 1.0 . .
C C23 0.24768(19) 0.3476(3) 0.18142(9) 0.0283(8) Uani d . . . 1.0 . .
H H23 0.2613 0.2898 0.2013 0.034 Uiso calc U . R 1.0 . .
C C24 0.30055(18) 0.4261(3) 0.16575(9) 0.0229(7) Uani d . . . 1.0 . .
C C25 0.27766(17) 0.5102(3) 0.13670(9) 0.0214(7) Uani d . . . 1.0 . .
H H25 0.3127 0.565 0.1257 0.026 Uiso calc U . R 1.0 . .
C C26 0.4370(2) 0.2679(4) 0.16678(16) 0.0682(15) Uani d . . . 1.0 . .
H H26A 0.4858 0.2573 0.1786 0.102 Uiso calc U . R 1.0 . .
H H26B 0.4409 0.2662 0.1375 0.102 Uiso calc U . R 1.0 . .
H H26C 0.4047 0.2018 0.1757 0.102 Uiso calc U . R 1.0 . .
C C27 0.4531(2) 0.5417(4) 0.16199(17) 0.0702(15) Uani d . . . 1.0 . .
H H27A 0.4329 0.6196 0.1713 0.105 Uiso calc U . R 1.0 . .
H H27B 0.4513 0.5387 0.1327 0.105 Uiso calc U . R 1.0 . .
H H27C 0.5041 0.5341 0.171 0.105 Uiso calc U . R 1.0 . .
C C28 0.3976(3) 0.4219(7) 0.23804(13) 0.115(3) Uani d . . . 1.0 . .
H H28A 0.3593 0.3675 0.2483 0.173 Uiso calc U . R 1.0 . .
H H28B 0.3875 0.5057 0.2467 0.173 Uiso calc U . R 1.0 . .
H H28C 0.4454 0.396 0.2484 0.173 Uiso calc U . R 1.0 . .
C C29 0.04780(18) 0.7677(3) -0.02072(9) 0.0211(7) Uani d . . . 1.0 . .
C C30 -0.0300(2) 0.7819(3) -0.03388(10) 0.0324(9) Uani d . . . 1.0 . .
C C31 -0.07746(19) 0.7442(3) 0.00107(10) 0.0293(8) Uani d . . . 1.0 . .
C C32 -0.0246(2) 0.7001(4) 0.03281(11) 0.0394(10) Uani d . . . 1.0 . .
C C33 0.05056(18) 0.7260(3) 0.01759(9) 0.0221(7) Uani d . . . 1.0 . .
F F1A -0.0462(3) 0.6880(8) -0.0637(2) 0.0425(16) Uani d . P . 0.611(15) C 1
F F2A -0.0508(4) 0.8812(7) -0.0506(2) 0.0378(17) Uani d . P . 0.611(15) C 1
F F3A -0.1373(4) 0.6759(7) -0.0051(2) 0.0461(19) Uani d . P . 0.611(15) C 1
F F4A -0.1041(5) 0.8514(6) 0.01836(17) 0.0397(17) Uani d . P . 0.611(15) C 1
F F5A -0.0342(3) 0.5642(6) 0.0321(3) 0.0468(19) Uani d . P . 0.611(15) C 1
F F6A -0.0386(2) 0.7249(9) 0.07005(11) 0.048(2) Uani d . P . 0.611(15) C 1
F F1B -0.0434(4) 0.7570(15) -0.0704(2) 0.043(3) Uani d . P . 0.389(15) C 2
F F2B -0.0380(6) 0.9220(11) -0.0346(4) 0.044(3) Uani d . P . 0.389(15) C 2
F F3B -0.1019(8) 0.6331(9) -0.0156(2) 0.041(3) Uani d . P . 0.389(15) C 2
F F4B -0.1340(6) 0.8109(11) 0.0076(3) 0.039(3) Uani d . P . 0.389(15) C 2
F F5B -0.0395(5) 0.6133(11) 0.0521(4) 0.045(3) Uani d . P . 0.389(15) C 2
F F6B -0.0375(4) 0.8078(13) 0.0620(3) 0.046(3) Uani d . P . 0.389(15) C 2
C C2A 0.1699(2) 0.7217(3) -0.05368(10) 0.0215(8) Uani d . P . 0.939(2) D 3
C C16A 0.17384(19) 0.7853(3) 0.04738(10) 0.0196(8) Uani d . P . 0.939(2) D 3
S S1A 0.22768(5) 0.78353(8) -0.08867(3) 0.0265(3) Uani d . P . 0.939(2) D 3
S S2A 0.23518(5) 0.73128(7) 0.08212(3) 0.0217(2) Uani d . P . 0.939(2) D 3
C C2B 0.165(3) 0.754(5) -0.0290(17) 0.021(12) Uiso d . P . 0.061(2) D 4
C C16B 0.154(3) 0.745(5) 0.0217(18) 0.028(13) Uiso d . P . 0.061(2) D 4
S S1B 0.2308(7) 0.8388(12) -0.0479(4) 0.026(4) Uani d . P . 0.061(2) D 4
S S2B 0.2339(7) 0.6770(13) 0.0490(4) 0.025(4) Uani d . P . 0.061(2) D 4
Si Si1 0.37214(6) 1.09436(12) -0.19583(3) 0.0479(3) Uani d . . . 1.0 . .
Si Si2 0.39844(5) 0.41557(9) 0.18274(3) 0.0290(3) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2A . 1.489(4) ?
C1 C2B . 1.73(5) ?
C3 C2B . 1.29(5) ?
C3 C2A . 1.387(5) ?
C3 C4 . 1.426(4) ?
C3 C29 . 1.459(4) ?
C3 S1B . 2.293(13) ?
C4 C5 . 1.349(4) ?
C5 C6 . 1.467(4) ?
C5 S1A . 1.732(3) ?
C5 S1B . 2.117(14) ?
C6 C7 . 1.394(5) ?
C6 C11 . 1.400(5) ?
C7 C8 . 1.380(5) ?
C8 C9 . 1.384(5) ?
C9 C10 . 1.392(5) ?
C10 C11 . 1.402(5) ?
C10 Si1 . 1.869(4) ?
C12 Si1 . 1.857(5) ?
C13 Si1 . 1.871(4) ?
C14 Si1 . 1.859(5) ?
C15 C16A . 1.485(4) ?
C15 C16B . 1.86(6) ?
C17 C16B . 1.12(6) ?
C17 C16A . 1.390(5) ?
C17 C18 . 1.425(4) ?
C17 C33 . 1.464(4) ?
C17 S2B . 2.217(13) ?
C18 C19 . 1.356(4) ?
C19 C20 . 1.473(4) ?
C19 S2A . 1.734(3) ?
C19 S2B . 1.907(13) ?
C20 C21 . 1.391(4) ?
C20 C25 . 1.401(4) ?
C21 C22 . 1.378(4) ?
C22 C23 . 1.391(5) ?
C23 C24 . 1.393(5) ?
C24 C25 . 1.401(4) ?
C24 Si2 . 1.874(3) ?
C26 Si2 . 1.842(4) ?
C27 Si2 . 1.839(4) ?
C28 Si2 . 1.847(5) ?
C29 C33 . 1.359(4) ?
C29 C30 . 1.492(5) ?
C30 F1B . 1.273(8) ?
C30 F2A . 1.281(7) ?
C30 F1A . 1.461(7) ?
C30 C31 . 1.509(5) ?
C30 F2B . 1.543(12) ?
C31 F4B . 1.281(8) ?
C31 F3A . 1.338(6) ?
C31 F4A . 1.396(7) ?
C31 F3B . 1.411(8) ?
C31 C32 . 1.512(5) ?
C32 F5B . 1.179(8) ?
C32 F6A . 1.298(5) ?
C32 C33 . 1.487(5) ?
C32 F5A . 1.500(8) ?
C32 F6B . 1.549(9) ?
C33 C16B . 1.90(6) ?
C2A S1A . 1.712(3) ?
C16A S2A . 1.716(3) ?
C2B S1B . 1.64(5) ?
C2B C16B . 1.71(8) ?
C16B S2B . 1.87(6) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2B C3 C4 . . 124.(2) ?
C2A C3 C4 . . 111.0(3) ?
C2B C3 C29 . . 103.(2) ?
C2A C3 C29 . . 125.6(3) ?
C4 C3 C29 . . 123.3(3) ?
C2B C3 S1B . . 45.(2) ?
C4 C3 S1B . . 79.5(4) ?
C29 C3 S1B . . 140.5(4) ?
C5 C4 C3 . . 114.8(3) ?
C4 C5 C6 . . 129.2(3) ?
C4 C5 S1A . . 110.1(2) ?
C6 C5 S1A . . 120.6(2) ?
C4 C5 S1B . . 88.0(4) ?
C6 C5 S1B . . 129.9(4) ?
C7 C6 C11 . . 117.6(3) ?
C7 C6 C5 . . 120.5(3) ?
C11 C6 C5 . . 121.9(3) ?
C8 C7 C6 . . 120.6(3) ?
C7 C8 C9 . . 120.6(3) ?
C8 C9 C10 . . 121.3(3) ?
C9 C10 C11 . . 116.9(3) ?
C9 C10 Si1 . . 122.1(3) ?
C11 C10 Si1 . . 121.0(3) ?
C6 C11 C10 . . 123.0(3) ?
C16B C17 C18 . . 131.(3) ?
C16A C17 C18 . . 111.9(3) ?
C16B C17 C33 . . 94.(3) ?
C16A C17 C33 . . 125.7(3) ?
C18 C17 C33 . . 122.3(3) ?
C16B C17 S2B . . 58.(3) ?
C18 C17 S2B . . 76.6(4) ?
C33 C17 S2B . . 147.5(4) ?
C19 C18 C17 . . 113.9(3) ?
C18 C19 C20 . . 128.9(3) ?
C18 C19 S2A . . 110.6(2) ?
C20 C19 S2A . . 120.3(2) ?
C18 C19 S2B . . 90.0(4) ?
C20 C19 S2B . . 131.7(5) ?
C21 C20 C25 . . 118.4(3) ?
C21 C20 C19 . . 120.1(3) ?
C25 C20 C19 . . 121.6(3) ?
C22 C21 C20 . . 120.4(3) ?
C21 C22 C23 . . 120.6(3) ?
C22 C23 C24 . . 121.0(3) ?
C23 C24 C25 . . 117.4(3) ?
C23 C24 Si2 . . 120.4(2) ?
C25 C24 Si2 . . 122.2(2) ?
C20 C25 C24 . . 122.2(3) ?
C33 C29 C3 . . 129.1(3) ?
C33 C29 C30 . . 110.3(3) ?
C3 C29 C30 . . 120.5(3) ?
F2A C30 F1A . . 104.0(4) ?
F1B C30 C29 . . 116.2(5) ?
F2A C30 C29 . . 119.8(4) ?
F1A C30 C29 . . 108.6(3) ?
F1B C30 C31 . . 124.9(6) ?
F2A C30 C31 . . 113.6(4) ?
F1A C30 C31 . . 102.6(4) ?
C29 C30 C31 . . 106.7(3) ?
F1B C30 F2B . . 100.4(6) ?
C29 C30 F2B . . 101.4(5) ?
C31 C30 F2B . . 103.3(5) ?
F3A C31 F4A . . 104.6(4) ?
F4B C31 F3B . . 107.8(5) ?
F4B C31 C30 . . 115.9(5) ?
F3A C31 C30 . . 119.9(4) ?
F4A C31 C30 . . 106.8(4) ?
F3B C31 C30 . . 96.4(5) ?
F4B C31 C32 . . 125.1(6) ?
F3A C31 C32 . . 116.6(4) ?
F4A C31 C32 . . 101.6(4) ?
F3B C31 C32 . . 101.6(5) ?
C30 C31 C32 . . 105.3(3) ?
F5B C32 C33 . . 123.5(6) ?
F6A C32 C33 . . 118.0(4) ?
F6A C32 F5A . . 101.6(4) ?
C33 C32 F5A . . 107.0(4) ?
F5B C32 C31 . . 119.6(5) ?
F6A C32 C31 . . 118.6(4) ?
C33 C32 C31 . . 106.6(3) ?
F5A C32 C31 . . 103.4(4) ?
F5B C32 F6B . . 103.7(6) ?
C33 C32 F6B . . 102.1(4) ?
C31 C32 F6B . . 95.7(5) ?
C29 C33 C17 . . 129.8(3) ?
C29 C33 C32 . . 110.6(3) ?
C17 C33 C32 . . 119.6(3) ?
C29 C33 C16B . . 93.8(18) ?
C17 C33 C16B . . 36.0(18) ?
C32 C33 C16B . . 155.3(18) ?
C3 C2A C1 . . 129.5(3) ?
C3 C2A S1A . . 111.3(2) ?
C1 C2A S1A . . 119.2(3) ?
C17 C16A C15 . . 129.6(3) ?
C17 C16A S2A . . 110.9(2) ?
C15 C16A S2A . . 119.5(3) ?
C2A S1A C5 . . 92.67(16) ?
C16A S2A C19 . . 92.65(15) ?
C3 C2B S1B . . 102.(3) ?
C3 C2B C16B . . 115.(4) ?
S1B C2B C16B . . 120.(4) ?
C3 C2B C1 . . 118.(4) ?
S1B C2B C1 . . 108.(3) ?
C16B C2B C1 . . 95.(3) ?
C17 C16B C2B . . 139.(5) ?
C17 C16B C15 . . 120.(4) ?
C2B C16B C15 . . 90.(3) ?
C17 C16B S2B . . 92.(3) ?
C2B C16B S2B . . 115.(4) ?
C15 C16B S2B . . 94.(3) ?
C17 C16B C33 . . 50.(2) ?
C2B C16B C33 . . 93.(3) ?
C15 C16B C33 . . 116.(3) ?
S2B C16B C33 . . 140.(3) ?
C2B S1B C5 . . 96.(2) ?
C2B S1B C3 . . 33.5(19) ?
C5 S1B C3 . . 63.9(4) ?
C16B S2B C19 . . 98.7(19) ?
C16B S2B C17 . . 30.3(18) ?
C19 S2B C17 . . 68.4(4) ?
C12 Si1 C14 . . 109.9(2) ?
C12 Si1 C10 . . 109.74(18) ?
C14 Si1 C10 . . 109.03(19) ?
C12 Si1 C13 . . 109.1(2) ?
C14 Si1 C13 . . 110.4(2) ?
C10 Si1 C13 . . 108.63(19) ?
C27 Si2 C26 . . 110.2(2) ?
C27 Si2 C28 . . 110.7(3) ?
C26 Si2 C28 . . 109.0(3) ?
C27 Si2 C24 . . 110.75(17) ?
C26 Si2 C24 . . 109.20(17) ?
C28 Si2 C24 . . 106.98(19) ?



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_uch017_mSiMe3Phclosed
_database_code_depnum_ccdc_archive 'CCDC 1983529'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_chemical_name_systematic        
'7,7,8,8,9,9-Hexafluoro-3a,3b-dimethyl-2,5-bis(3-trimethylsilylphenyl)-3b,7,8,9-tetrahydro-3aH-3,4-dithia -triindene'
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         664.90

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.7829(2)
_cell_length_b                   24.0037(9)
_cell_length_c                   20.7451(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.5736(13)
_cell_angle_gamma                90
_cell_volume                     3355.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    624
_cell_measurement_theta_min      2.1444
_cell_measurement_theta_max      25.3363
_cell_measurement_temperature    93.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.388
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.136
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384

_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      93.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            23477
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             5871
_reflns_number_gt                4719
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1049
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         5871
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0480P)²+2.1821P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.343
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
F F 0.0171 0.0103 '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'

_computing_data_collection       ?
_computing_cell_refinement       'APEX3 v2015.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1A 0.3914(10) 0.2413(3) 0.0670(3) 0.0224(15) Uani d . P . 0.501(4) A 1
H H1A 0.2889 0.215 0.077 0.034 Uiso calc U P R 0.501(4) A 1
H H1B 0.3936 0.2432 0.0199 0.034 Uiso calc U P R 0.501(4) A 1
H H1C 0.362 0.2783 0.0835 0.034 Uiso calc U P R 0.501(4) A 1
C C2A 0.5933(7) 0.22189(17) 0.0991(2) 0.0150(10) Uani d . P . 0.501(4) A 1
C C15A 0.8171(10) 0.2014(3) 0.2067(3) 0.0241(14) Uani d . P . 0.501(4) A 1
H H15A 0.8356 0.1623 0.1952 0.036 Uiso calc U P R 0.501(4) A 1
H H15B 0.8213 0.2048 0.2539 0.036 Uiso calc U P R 0.501(4) A 1
H H15C 0.9233 0.224 0.1917 0.036 Uiso calc U P R 0.501(4) A 1
C C16A 0.6175(7) 0.22180(18) 0.1746(2) 0.0159(11) Uani d . P . 0.499(4) A 1
C C1B 0.8592(11) 0.1921(3) 0.1825(3) 0.0287(15) Uani d . P . 0.499(4) A 2
H H1D 0.806 0.1617 0.2068 0.043 Uiso calc U P R 0.499(4) A 2
H H1E 0.8891 0.2241 0.2113 0.043 Uiso calc U P R 0.499(4) A 2
H H1F 0.9809 0.1797 0.1655 0.043 Uiso calc U P R 0.499(4) A 2
C C2B 0.7016(9) 0.20947(19) 0.1245(3) 0.0261(12) Uani d . P . 0.499(4) A 2
C C15B 0.3496(11) 0.2430(3) 0.0916(3) 0.0289(17) Uani d . P . 0.501(4) A 2
H H15D 0.2323 0.2575 0.1094 0.043 Uiso calc U P R 0.499(4) A 2
H H15E 0.3145 0.2086 0.0674 0.043 Uiso calc U P R 0.499(4) A 2
H H15F 0.3976 0.2707 0.0623 0.043 Uiso calc U P R 0.499(4) A 2
C C16B 0.5173(10) 0.23030(19) 0.1485(3) 0.0273(13) Uani d . P . 0.499(4) A 2
C C3 0.7722(4) 0.25786(9) 0.08134(11) 0.0299(6) Uani d . . . 1.0 . .
C C4 0.8583(4) 0.23579(9) 0.02741(10) 0.0270(5) Uani d . . . 1.0 . .
H H4 0.9401 0.2572 0.0026 0.032 Uiso calc U . R 1.0 . .
C C5 0.8137(3) 0.18145(9) 0.01436(10) 0.0236(5) Uani d . . . 1.0 . .
C C6 0.8794(3) 0.14683(9) -0.03762(10) 0.0211(5) Uani d . . . 1.0 . .
C C7 1.0422(3) 0.16228(9) -0.06858(10) 0.0243(5) Uani d . . . 1.0 . .
H H7 1.1134 0.1953 -0.0558 0.029 Uiso calc U . R 1.0 . .
C C8 1.1009(3) 0.12963(10) -0.11791(11) 0.0273(5) Uani d . . . 1.0 . .
H H8 1.2125 0.1403 -0.1388 0.033 Uiso calc U . R 1.0 . .
C C9 0.9971(3) 0.08129(9) -0.13703(10) 0.0250(5) Uani d . . . 1.0 . .
H H9 1.0379 0.0596 -0.1715 0.03 Uiso calc U . R 1.0 . .
C C10 0.8345(3) 0.06395(9) -0.10672(10) 0.0217(5) Uani d . . . 1.0 . .
C C11 0.7779(3) 0.09767(8) -0.05683(10) 0.0217(5) Uani d . . . 1.0 . .
H H11 0.6674 0.0869 -0.0354 0.026 Uiso calc U . R 1.0 . .
C C12 0.4444(4) 0.00078(12) -0.1146(2) 0.0724(12) Uani d . . . 1.0 . .
H H12A 0.3736 -0.0328 -0.1311 0.109 Uiso calc U . R 1.0 . .
H H12B 0.3838 0.0336 -0.1369 0.109 Uiso calc U . R 1.0 . .
H H12C 0.4362 0.0042 -0.0679 0.109 Uiso calc U . R 1.0 . .
C C13 0.7175(7) -0.01732(14) -0.21668(14) 0.0779(13) Uani d . . . 1.0 . .
H H13A 0.6468 -0.0519 -0.2293 0.117 Uiso calc U . R 1.0 . .
H H13B 0.8564 -0.0207 -0.2249 0.117 Uiso calc U . R 1.0 . .
H H13C 0.6553 0.0137 -0.2421 0.117 Uiso calc U . R 1.0 . .
C C14 0.8360(4) -0.05980(11) -0.07957(16) 0.0510(8) Uani d . . . 1.0 . .
H H14A 0.8326 -0.0515 -0.0335 0.076 Uiso calc U . R 1.0 . .
H H14B 0.9742 -0.0619 -0.0889 0.076 Uiso calc U . R 1.0 . .
H H14C 0.7702 -0.0955 -0.0901 0.076 Uiso calc U . R 1.0 . .
C C17 0.5721(4) 0.28327(9) 0.19207(11) 0.0284(5) Uani d . . . 1.0 . .
C C18 0.4556(4) 0.28618(9) 0.24481(11) 0.0280(5) Uani d . . . 1.0 . .
H H18 0.442 0.3195 0.2687 0.034 Uiso calc U . R 1.0 . .
C C19 0.3654(3) 0.23778(9) 0.25837(10) 0.0219(5) Uani d . . . 1.0 . .
C C20 0.2339(3) 0.22765(9) 0.30833(10) 0.0202(5) Uani d . . . 1.0 . .
C C21 0.1494(3) 0.27257(9) 0.33898(11) 0.0258(5) Uani d . . . 1.0 . .
H H21 0.1816 0.3098 0.3286 0.031 Uiso calc U . R 1.0 . .
C C22 0.0200(4) 0.26247(10) 0.38404(12) 0.0322(6) Uani d . . . 1.0 . .
H H22 -0.034 0.2929 0.4056 0.039 Uiso calc U . R 1.0 . .
C C23 -0.0329(4) 0.20808(10) 0.39854(12) 0.0318(5) Uani d . . . 1.0 . .
H H23 -0.1252 0.2021 0.429 0.038 Uiso calc U . R 1.0 . .
C C24 0.0468(3) 0.16221(9) 0.36927(10) 0.0253(5) Uani d . . . 1.0 . .
C C25 0.1818(3) 0.17354(9) 0.32463(10) 0.0225(5) Uani d . . . 1.0 . .
H H25 0.2405 0.1431 0.3046 0.027 Uiso calc U . R 1.0 . .
C C26 -0.1901(5) 0.06659(12) 0.30740(15) 0.0542(9) Uani d . . . 1.0 . .
H H26A -0.1138 0.0709 0.2704 0.081 Uiso calc U . R 1.0 . .
H H26B -0.3094 0.0899 0.3009 0.081 Uiso calc U . R 1.0 . .
H H26C -0.2288 0.0275 0.3111 0.081 Uiso calc U . R 1.0 . .
C C27 -0.1881(5) 0.08716(13) 0.45202(16) 0.0569(9) Uani d . . . 1.0 . .
H H27A -0.2215 0.0485 0.4616 0.085 Uiso calc U . R 1.0 . .
H H27B -0.3103 0.1084 0.4404 0.085 Uiso calc U . R 1.0 . .
H H27C -0.1131 0.1039 0.4904 0.085 Uiso calc U . R 1.0 . .
C C28 0.1864(4) 0.04294(10) 0.39923(12) 0.0358(6) Uani d . . . 1.0 . .
H H28A 0.1439 0.0041 0.4023 0.054 Uiso calc U . R 1.0 . .
H H28B 0.2631 0.054 0.4401 0.054 Uiso calc U . R 1.0 . .
H H28C 0.2692 0.0466 0.3637 0.054 Uiso calc U . R 1.0 . .
C C29 0.7863(3) 0.30867(9) 0.10970(10) 0.0221(5) Uani d . . . 1.0 . .
C C30 0.9029(4) 0.35787(9) 0.09270(11) 0.0301(5) Uani d . . . 1.0 . .
C C32 0.7248(4) 0.38033(10) 0.18531(12) 0.0332(6) Uani d . . . 1.0 . .
C C33 0.6838(3) 0.32143(9) 0.16518(10) 0.0235(5) Uani d . . . 1.0 . .
C C31A 0.8143(6) 0.40701(13) 0.12778(16) 0.0340(8) Uani d . P . 0.8218(19) B 3
F F1A 0.9040(4) 0.36721(7) 0.02949(8) 0.0470(6) Uani d . P . 0.8218(19) B 3
F F2A 1.1000(3) 0.35334(7) 0.11831(11) 0.0488(5) Uani d . P . 0.8218(19) B 3
F F3A 0.6667(3) 0.42941(7) 0.08686(9) 0.0467(5) Uani d . P . 0.8218(19) B 3
F F5A 0.5623(3) 0.40939(7) 0.19991(11) 0.0503(6) Uani d . P . 0.8218(19) B 3
F F6A 0.8572(4) 0.38479(15) 0.24011(15) 0.0561(9) Uani d . P . 0.8218(19) B 3
C C31B 0.912(3) 0.3956(7) 0.1482(8) 0.0340(8) Uani d . P . 0.1782(19) B 4
F F1B 0.7833(17) 0.3856(4) 0.0384(4) 0.0470(6) Uani d . P . 0.1782(19) B 4
F F2B 1.0716(14) 0.3480(4) 0.0673(6) 0.0488(5) Uani d . P . 0.1782(19) B 4
F F3B 1.0794(13) 0.3814(4) 0.1854(4) 0.047(2) Uani d . P . 0.1782(19) B 4
F F5B 0.5803(17) 0.4150(4) 0.1660(6) 0.0503(6) Uani d . P . 0.1782(19) B 4
F F6B 0.781(3) 0.3852(8) 0.2467(9) 0.0561(9) Uani d . P . 0.1782(19) B 4
F F4 0.9420(3) 0.44799(6) 0.14371(8) 0.0537(5) Uani d . . . 1.0 . .
S S1 0.65824(9) 0.15152(2) 0.06727(3) 0.02650(15) Uani d . . . 1.0 . .
S S2 0.41402(9) 0.18249(2) 0.20646(3) 0.02328(14) Uani d . . . 1.0 . .
Si Si1 0.70592(10) -0.00410(2) -0.12919(3) 0.02419(16) Uani d . . . 1.0 . .
Si Si2 -0.03483(10) 0.08846(3) 0.38320(3) 0.03075(17) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1A C2A . 1.525(9) ?
C2A C16A . 1.556(6) ?
C2A C3 . 1.567(5) ?
C2A S1 . 1.884(4) ?
C15A C16A . 1.520(9) ?
C16A C17 . 1.558(5) ?
C16A S2 . 1.855(4) ?
C1B C2B . 1.572(10) ?
C2B C16B . 1.485(8) ?
C2B C3 . 1.574(5) ?
C2B S1 . 1.830(4) ?
C15B C16B . 1.574(10) ?
C16B C17 . 1.579(5) ?
C16B S2 . 1.856(5) ?
C3 C29 . 1.353(3) ?
C3 C4 . 1.423(3) ?
C4 C5 . 1.359(3) ?
C5 C6 . 1.470(3) ?
C5 S1 . 1.760(2) ?
C6 C7 . 1.390(3) ?
C6 C11 . 1.401(3) ?
C7 C8 . 1.383(3) ?
C8 C9 . 1.391(3) ?
C9 C10 . 1.394(3) ?
C10 C11 . 1.402(3) ?
C10 Si1 . 1.885(2) ?
C12 Si1 . 1.837(3) ?
C13 Si1 . 1.853(3) ?
C14 Si1 . 1.849(3) ?
C17 C33 . 1.349(3) ?
C17 C18 . 1.423(3) ?
C18 C19 . 1.358(3) ?
C19 C20 . 1.463(3) ?
C19 S2 . 1.764(2) ?
C20 C25 . 1.398(3) ?
C20 C21 . 1.407(3) ?
C21 C22 . 1.375(3) ?
C22 C23 . 1.396(3) ?
C23 C24 . 1.396(3) ?
C24 C25 . 1.402(3) ?
C24 Si2 . 1.887(2) ?
C26 Si2 . 1.865(3) ?
C27 Si2 . 1.860(3) ?
C28 Si2 . 1.856(3) ?
C29 C33 . 1.444(3) ?
C29 C30 . 1.486(3) ?
C30 F1A . 1.331(3) ?
C30 F2B . 1.335(10) ?
C30 F2A . 1.385(3) ?
C30 C31B . 1.461(16) ?
C30 F1B . 1.470(10) ?
C30 C31A . 1.543(4) ?
C32 F6B . 1.291(19) ?
C32 F5B . 1.313(12) ?
C32 F5A . 1.367(3) ?
C32 F6A . 1.370(4) ?
C32 C33 . 1.491(3) ?
C32 C31A . 1.539(4) ?
C32 C31B . 1.600(17) ?
C31A F4 . 1.327(3) ?
C31A F3A . 1.348(4) ?
C31B F4 . 1.278(16) ?
C31B F3B . 1.34(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A C2A C16A . . 115.2(4) ?
C1A C2A C3 . . 114.2(4) ?
C16A C2A C3 . . 104.0(3) ?
C1A C2A S1 . . 110.8(4) ?
C16A C2A S1 . . 110.4(3) ?
C3 C2A S1 . . 101.1(2) ?
C15A C16A C2A . . 115.3(4) ?
C15A C16A C17 . . 113.1(4) ?
C2A C16A C17 . . 103.4(3) ?
C15A C16A S2 . . 110.0(4) ?
C2A C16A S2 . . 111.2(3) ?
C17 C16A S2 . . 102.9(3) ?
C16B C2B C1B . . 110.9(5) ?
C16B C2B C3 . . 105.4(4) ?
C1B C2B C3 . . 114.0(4) ?
C16B C2B S1 . . 113.3(4) ?
C1B C2B S1 . . 109.9(4) ?
C3 C2B S1 . . 103.2(3) ?
C2B C16B C15B . . 112.1(5) ?
C2B C16B C17 . . 108.1(4) ?
C15B C16B C17 . . 112.1(4) ?
C2B C16B S2 . . 113.8(4) ?
C15B C16B S2 . . 108.2(4) ?
C17 C16B S2 . . 102.1(3) ?
C29 C3 C4 . . 131.5(2) ?
C29 C3 C2A . . 114.4(2) ?
C4 C3 C2A . . 112.2(2) ?
C29 C3 C2B . . 115.4(2) ?
C4 C3 C2B . . 110.6(2) ?
C5 C4 C3 . . 114.3(2) ?
C4 C5 C6 . . 127.5(2) ?
C4 C5 S1 . . 113.78(16) ?
C6 C5 S1 . . 118.70(16) ?
C7 C6 C11 . . 118.94(19) ?
C7 C6 C5 . . 120.77(19) ?
C11 C6 C5 . . 120.3(2) ?
C8 C7 C6 . . 120.1(2) ?
C7 C8 C9 . . 120.3(2) ?
C8 C9 C10 . . 121.4(2) ?
C9 C10 C11 . . 117.3(2) ?
C9 C10 Si1 . . 120.98(16) ?
C11 C10 Si1 . . 121.66(17) ?
C6 C11 C10 . . 122.0(2) ?
C33 C17 C18 . . 132.2(2) ?
C33 C17 C16A . . 114.3(2) ?
C18 C17 C16A . . 111.6(2) ?
C33 C17 C16B . . 114.6(2) ?
C18 C17 C16B . . 111.4(2) ?
C19 C18 C17 . . 114.9(2) ?
C18 C19 C20 . . 127.94(19) ?
C18 C19 S2 . . 113.41(16) ?
C20 C19 S2 . . 118.64(15) ?
C25 C20 C21 . . 118.4(2) ?
C25 C20 C19 . . 121.14(19) ?
C21 C20 C19 . . 120.40(19) ?
C22 C21 C20 . . 119.8(2) ?
C21 C22 C23 . . 120.7(2) ?
C24 C23 C22 . . 121.5(2) ?
C23 C24 C25 . . 116.7(2) ?
C23 C24 Si2 . . 122.58(17) ?
C25 C24 Si2 . . 120.57(17) ?
C20 C25 C24 . . 122.9(2) ?
C3 C29 C33 . . 121.42(19) ?
C3 C29 C30 . . 128.8(2) ?
C33 C29 C30 . . 109.78(18) ?
F1A C30 F2A . . 106.1(2) ?
F2B C30 C31B . . 117.5(9) ?
F2B C30 F1B . . 101.5(6) ?
C31B C30 F1B . . 107.0(8) ?
F1A C30 C29 . . 115.5(2) ?
F2B C30 C29 . . 117.1(4) ?
F2A C30 C29 . . 111.3(2) ?
C31B C30 C29 . . 106.3(7) ?
F1B C30 C29 . . 106.2(4) ?
F1A C30 C31A . . 112.5(2) ?
F2A C30 C31A . . 106.9(2) ?
C29 C30 C31A . . 104.4(2) ?
F6B C32 F5B . . 111.5(11) ?
F5A C32 F6A . . 104.2(2) ?
F6B C32 C33 . . 112.7(9) ?
F5B C32 C33 . . 114.0(5) ?
F5A C32 C33 . . 114.6(2) ?
F6A C32 C33 . . 113.0(2) ?
F5A C32 C31A . . 111.0(2) ?
F6A C32 C31A . . 109.4(2) ?
C33 C32 C31A . . 104.76(19) ?
F6B C32 C31B . . 107.1(10) ?
F5B C32 C31B . . 108.3(8) ?
C33 C32 C31B . . 102.5(6) ?
C17 C33 C29 . . 122.00(19) ?
C17 C33 C32 . . 128.6(2) ?
C29 C33 C32 . . 109.44(18) ?
F4 C31A F3A . . 106.1(3) ?
F4 C31A C32 . . 114.8(3) ?
F3A C31A C32 . . 108.9(3) ?
F4 C31A C30 . . 113.9(3) ?
F3A C31A C30 . . 108.0(2) ?
C32 C31A C30 . . 104.9(2) ?
F4 C31B F3B . . 99.2(12) ?
F4 C31B C30 . . 123.0(13) ?
F3B C31B C30 . . 104.5(12) ?
F4 C31B C32 . . 113.8(11) ?
F3B C31B C32 . . 109.3(12) ?
C30 C31B C32 . . 105.8(10) ?
C5 S1 C2B . . 91.77(16) ?
C5 S1 C2A . . 91.91(15) ?
C19 S2 C16A . . 91.92(15) ?
C19 S2 C16B . . 92.34(16) ?
C12 Si1 C14 . . 111.25(16) ?
C12 Si1 C13 . . 108.8(2) ?
C14 Si1 C13 . . 110.52(17) ?
C12 Si1 C10 . . 109.39(12) ?
C14 Si1 C10 . . 108.13(11) ?
C13 Si1 C10 . . 108.68(12) ?
C28 Si2 C27 . . 111.35(13) ?
C28 Si2 C26 . . 110.63(14) ?
C27 Si2 C26 . . 109.34(16) ?
C28 Si2 C24 . . 109.55(11) ?
C27 Si2 C24 . . 109.44(12) ?
C26 Si2 C24 . . 106.40(11) ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_m_trimethyl_hollow_ethylAc
_database_code_depnum_ccdc_archive 'CCDC 2040178'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
{(3,3,4,4,5,5-hexafluorocyclopent-1-ene-1,2-diyl)bis[(5-methylthiene-4,2-diyl)-3,1-phenylene]}bis(trimethylsilane)
_chemical_name_common            
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0049 0.0023 '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'
F F 0.0237 0.0142 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.1049 0.0943 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1554 0.1636 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.2337(5)
_cell_length_b                   10.9971(9)
_cell_length_c                   33.6597(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6749.4(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    67746
_cell_measurement_theta_min      1.878
_cell_measurement_theta_max      29.081

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    0.402
_shelx_estimated_absorpt_T_min   0.938
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.81078
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'Synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'Rigaku Saturn 724'
_diffrn_measurement_method       'Oscillation Photograph'
_diffrn_detector_area_resol_mean 29
_diffrn_reflns_number            67746
_diffrn_reflns_av_unetI/netI     0.0730
_diffrn_reflns_av_R_equivalents  0.1313
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.878
_diffrn_reflns_theta_max         29.081
_diffrn_reflns_theta_full        29.081
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6093
_reflns_number_gt                4129
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0016(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6093
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.0958
_refine_ls_wR_factor_ref         0.3600
_refine_ls_wR_factor_gt          0.2897
_refine_ls_goodness_of_fit_ref   1.272
_refine_ls_restrained_S_all      1.272
_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_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 0.1900(3) 0.3996(4) 0.53416(14) 0.0595(14) Uani 1 1 d . . . . .
H1A H 0.2259 0.3852 0.5130 0.089 Uiso 1 1 calc R U . . .
H1B H 0.2114 0.4534 0.5543 0.089 Uiso 1 1 calc R U . . .
H1C H 0.1461 0.4379 0.5229 0.089 Uiso 1 1 calc R U . . .
C2 C 0.1693(3) 0.2808(4) 0.55301(13) 0.0485(12) Uani 1 1 d . . . . .
C3 C 0.1082(2) 0.2074(4) 0.54804(14) 0.0496(12) Uani 1 1 d . . . . .
C4 C 0.1093(2) 0.1041(4) 0.57395(13) 0.0443(11) Uani 1 1 d . . . . .
H4 H 0.0708 0.0459 0.5747 0.053 Uiso 1 1 calc R U . . .
C5 C 0.1697(2) 0.0958(4) 0.59740(14) 0.0488(11) Uani 1 1 d . . . . .
C6 C 0.1902(2) 0.0025(4) 0.62656(13) 0.0477(11) Uani 1 1 d . . . . .
C8 C 0.2791(3) -0.0887(4) 0.67319(14) 0.0550(13) Uani 1 1 d . . . . .
C7 C 0.2594(2) -0.0019(4) 0.64493(14) 0.0533(12) Uani 1 1 d . . . . .
H7 H 0.2947 0.0577 0.6377 0.064 Uiso 1 1 calc R U . . .
C9 C 0.2269(3) -0.1723(5) 0.68341(15) 0.0629(14) Uani 1 1 d . . . . .
H9 H 0.2380 -0.2312 0.7031 0.075 Uiso 1 1 calc R U . . .
C10 C 0.1575(3) -0.1733(5) 0.66563(15) 0.0633(14) Uani 1 1 d . . . . .
H10 H 0.1227 -0.2338 0.6728 0.076 Uiso 1 1 calc R U . . .
C11 C 0.1396(3) -0.0855(4) 0.63736(14) 0.0539(12) Uani 1 1 d . . . . .
H11 H 0.0924 -0.0860 0.6254 0.065 Uiso 1 1 calc R U . . .
C12 C 0.4400(3) -0.0548(8) 0.6549(2) 0.141(3) Uani 1 1 d . . . . .
H12A H 0.4417 -0.1219 0.6358 0.212 Uiso 1 1 calc R U . . .
H12B H 0.4887 -0.0434 0.6666 0.212 Uiso 1 1 calc R U . . .
H12C H 0.4250 0.0200 0.6414 0.212 Uiso 1 1 calc R U . . .
C13 C 0.3908(3) -0.2470(5) 0.7168(2) 0.104(2) Uani 1 1 d . . . . .
H13A H 0.3916 -0.3076 0.6954 0.157 Uiso 1 1 calc R U . . .
H13B H 0.3519 -0.2674 0.7357 0.157 Uiso 1 1 calc R U . . .
H13C H 0.4382 -0.2467 0.7304 0.157 Uiso 1 1 calc R U . . .
C14 C 0.3800(3) 0.0270(5) 0.73386(19) 0.100(2) Uani 1 1 d . . . . .
H14A H 0.4282 0.0216 0.7467 0.151 Uiso 1 1 calc R U . . .
H14B H 0.3415 0.0145 0.7538 0.151 Uiso 1 1 calc R U . . .
H14C H 0.3743 0.1075 0.7218 0.151 Uiso 1 1 calc R U . . .
C15 C 0.1897(3) 0.0966(4) 0.47277(14) 0.0561(13) Uani 1 1 d . . . . .
H15A H 0.2255 0.1095 0.4941 0.084 Uiso 1 1 calc R U . . .
H15B H 0.2098 0.0395 0.4533 0.084 Uiso 1 1 calc R U . . .
H15C H 0.1444 0.0632 0.4840 0.084 Uiso 1 1 calc R U . . .
C16 C 0.1735(2) 0.2141(4) 0.45307(13) 0.0438(11) Uani 1 1 d . . . . .
C17 C 0.1146(2) 0.2915(4) 0.45668(13) 0.0439(11) Uani 1 1 d . . . . .
C18 C 0.1204(2) 0.3928(4) 0.43029(13) 0.0433(11) Uani 1 1 d . . . . .
H18 H 0.0838 0.4540 0.4284 0.052 Uiso 1 1 calc R U . . .
C19 C 0.1836(2) 0.3938(4) 0.40787(13) 0.0447(11) Uani 1 1 d . . . . .
C20 C 0.2056(2) 0.4826(4) 0.37736(13) 0.0447(11) Uani 1 1 d . . . . .
C21 C 0.2764(2) 0.4883(4) 0.36376(13) 0.0468(11) Uani 1 1 d . . . . .
H21 H 0.3113 0.4335 0.3746 0.056 Uiso 1 1 calc R U . . .
C22 C 0.2999(2) 0.5704(4) 0.33471(13) 0.0495(12) Uani 1 1 d . . . . .
C23 C 0.2466(3) 0.6503(4) 0.31915(14) 0.0541(13) Uani 1 1 d . . . . .
H23 H 0.2604 0.7085 0.2997 0.065 Uiso 1 1 calc R U . . .
C24 C 0.1744(3) 0.6449(4) 0.33189(14) 0.0529(12) Uani 1 1 d . . . . .
H24 H 0.1391 0.6983 0.3207 0.064 Uiso 1 1 calc R U . . .
C25 C 0.1533(2) 0.5625(4) 0.36079(12) 0.0480(11) Uani 1 1 d . . . . .
H25 H 0.1037 0.5598 0.3695 0.058 Uiso 1 1 calc R U . . .
C26 C 0.4371(3) 0.7255(5) 0.3337(2) 0.108(3) Uani 1 1 d . . . . .
H26A H 0.4888 0.7283 0.3259 0.163 Uiso 1 1 calc R U . . .
H26B H 0.4334 0.7320 0.3627 0.163 Uiso 1 1 calc R U . . .
H26C H 0.4108 0.7933 0.3213 0.163 Uiso 1 1 calc R U . . .
C27 C 0.4521(3) 0.4602(5) 0.3381(2) 0.109(3) Uani 1 1 d . . . . .
H27A H 0.4333 0.3822 0.3284 0.164 Uiso 1 1 calc R U . . .
H27B H 0.4492 0.4621 0.3672 0.164 Uiso 1 1 calc R U . . .
H27C H 0.5032 0.4699 0.3298 0.164 Uiso 1 1 calc R U . . .
C28 C 0.3966(4) 0.5757(8) 0.26328(19) 0.139(4) Uani 1 1 d . . . . .
H28A H 0.4265 0.5066 0.2545 0.208 Uiso 1 1 calc R U . . .
H28B H 0.4169 0.6511 0.2523 0.208 Uiso 1 1 calc R U . . .
H28C H 0.3461 0.5651 0.2539 0.208 Uiso 1 1 calc R U . . .
C29 C 0.0496(2) 0.2322(4) 0.52071(14) 0.0460(11) Uani 1 1 d . . . . .
C30 C -0.0280(3) 0.2172(5) 0.53466(16) 0.0598(14) Uani 1 1 d . . . . .
C31 C -0.0771(3) 0.2547(4) 0.49964(13) 0.0568(14) Uani 1 1 d . . . . .
C32 C -0.0245(3) 0.2952(6) 0.46681(16) 0.0653(15) Uani 1 1 d . . . . .
C33 C 0.0518(2) 0.2735(4) 0.48283(14) 0.0474(11) Uani 1 1 d . . . . .
F1A F -0.0424(6) 0.259(2) 0.5695(3) 0.095(5) Uani 0.59(2) 1 d . . P A 1
F2A F -0.0406(7) 0.0843(14) 0.5369(5) 0.083(4) Uani 0.59(2) 1 d . . P A 1
F3A F -0.1354(7) 0.3234(14) 0.5051(4) 0.083(4) Uani 0.59(2) 1 d . . P A 1
F4A F -0.1034(9) 0.1469(10) 0.4829(3) 0.081(3) Uani 0.59(2) 1 d . . P A 1
F5A F -0.0348(6) 0.4339(12) 0.4671(4) 0.080(3) Uani 0.59(2) 1 d . . P A 1
F6A F -0.0368(4) 0.2729(16) 0.4305(2) 0.082(4) Uani 0.59(2) 1 d . . P A 1
F1B F -0.0454(8) 0.3181(13) 0.5604(6) 0.066(4) Uani 0.41(2) 1 d . . P A 2
F2B F -0.0483(8) 0.1211(16) 0.5522(4) 0.054(3) Uani 0.41(2) 1 d . . P A 2
F3B F -0.1336(8) 0.1902(17) 0.4930(5) 0.067(4) Uani 0.41(2) 1 d . . P A 2
F4B F -0.1016(12) 0.3679(13) 0.5142(4) 0.072(4) Uani 0.41(2) 1 d . . P A 2
F5B F -0.0380(7) 0.3876(15) 0.4487(6) 0.068(5) Uani 0.41(2) 1 d . . P A 2
F6B F -0.0394(5) 0.193(2) 0.4377(4) 0.074(5) Uani 0.41(2) 1 d . . P A 2
Si1 Si 0.37267(9) -0.09138(16) 0.69496(5) 0.0747(6) Uani 1 1 d . . . . .
Si2 Si 0.39724(8) 0.58347(12) 0.31763(4) 0.0548(5) Uani 1 1 d . . . . .
S1 S 0.22758(7) 0.21988(11) 0.58841(4) 0.0524(5) Uani 1 1 d . . . . .
S2 S 0.23512(6) 0.26875(10) 0.41830(4) 0.0480(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
C1 C2 1.501(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.386(6) . ?
C2 S1 1.732(4) . ?
C3 C4 1.433(6) . ?
C3 C29 1.436(6) . ?
C4 C5 1.357(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.469(6) . ?
C5 S1 1.752(4) . ?
C6 C11 1.385(6) . ?
C6 C7 1.406(6) . ?
C8 C9 1.367(7) . ?
C8 C7 1.395(6) . ?
C8 Si1 1.857(5) . ?
C7 H7 0.9500 . ?
C9 C10 1.399(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(7) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 Si1 1.867(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.891(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.851(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.482(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.375(6) . ?
C16 S2 1.729(4) . ?
C17 C18 1.429(6) . ?
C17 C33 1.458(6) . ?
C18 C19 1.378(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.473(6) . ?
C19 S2 1.702(4) . ?
C20 C21 1.372(6) . ?
C20 C25 1.411(6) . ?
C21 C22 1.398(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.411(6) . ?
C22 Si2 1.871(5) . ?
C23 C24 1.385(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(6) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 Si2 1.806(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.820(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.831(6) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.354(8) . ?
C29 C30 1.500(7) . ?
C30 F2B 1.265(17) . ?
C30 F1A 1.288(12) . ?
C30 F1B 1.442(16) . ?
C30 F2A 1.481(15) . ?
C30 C31 1.535(7) . ?
C31 F3B 1.271(12) . ?
C31 F3A 1.318(9) . ?
C31 F4A 1.397(10) . ?
C31 F4B 1.411(13) . ?
C31 C32 1.530(7) . ?
C32 F5B 1.211(12) . ?
C32 F6A 1.265(9) . ?
C32 C33 1.510(7) . ?
C32 F6B 1.511(14) . ?
C32 F5A 1.537(14) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 131.1(4) . . ?
C3 C2 S1 110.6(3) . . ?
C1 C2 S1 118.3(3) . . ?
C2 C3 C4 112.1(4) . . ?
C2 C3 C29 124.4(4) . . ?
C4 C3 C29 123.4(4) . . ?
C5 C4 C3 114.8(4) . . ?
C5 C4 H4 122.6 . . ?
C3 C4 H4 122.6 . . ?
C4 C5 C6 130.0(4) . . ?
C4 C5 S1 109.6(3) . . ?
C6 C5 S1 120.4(3) . . ?
C11 C6 C7 117.3(4) . . ?
C11 C6 C5 119.6(4) . . ?
C7 C6 C5 123.1(4) . . ?
C9 C8 C7 116.9(4) . . ?
C9 C8 Si1 122.0(4) . . ?
C7 C8 Si1 121.1(4) . . ?
C8 C7 C6 123.6(4) . . ?
C8 C7 H7 118.2 . . ?
C6 C7 H7 118.2 . . ?
C8 C9 C10 121.8(5) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C11 C10 C9 119.8(5) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C6 C11 C10 120.5(5) . . ?
C6 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.9(4) . . ?
C17 C16 S2 110.6(3) . . ?
C15 C16 S2 118.5(3) . . ?
C16 C17 C18 111.7(4) . . ?
C16 C17 C33 125.7(4) . . ?
C18 C17 C33 122.6(4) . . ?
C19 C18 C17 114.1(4) . . ?
C19 C18 H18 123.0 . . ?
C17 C18 H18 123.0 . . ?
C18 C19 C20 128.0(4) . . ?
C18 C19 S2 110.0(3) . . ?
C20 C19 S2 121.9(3) . . ?
C21 C20 C25 118.4(4) . . ?
C21 C20 C19 121.3(4) . . ?
C25 C20 C19 120.3(4) . . ?
C20 C21 C22 123.5(4) . . ?
C20 C21 H21 118.3 . . ?
C22 C21 H21 118.3 . . ?
C21 C22 C23 116.7(4) . . ?
C21 C22 Si2 123.7(3) . . ?
C23 C22 Si2 119.5(3) . . ?
C24 C23 C22 120.9(4) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 120.6(4) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C20 119.8(4) . . ?
C24 C25 H25 120.1 . . ?
C20 C25 H25 120.1 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 130.1(4) . . ?
C33 C29 C30 111.1(4) . . ?
C3 C29 C30 118.7(4) . . ?
F2B C30 F1B 107.4(8) . . ?
F1A C30 F2A 106.0(7) . . ?
F2B C30 C29 120.8(8) . . ?
F1A C30 C29 116.0(7) . . ?
F1B C30 C29 108.1(8) . . ?
F2A C30 C29 105.6(7) . . ?
F2B C30 C31 114.3(8) . . ?
F1A C30 C31 119.0(8) . . ?
F1B C30 C31 97.3(8) . . ?
F2A C30 C31 102.3(6) . . ?
C29 C30 C31 106.2(4) . . ?
F3A C31 F4A 105.4(7) . . ?
F3B C31 F4B 107.3(8) . . ?
F3B C31 C32 122.9(9) . . ?
F3A C31 C32 116.1(5) . . ?
F4A C31 C32 99.8(7) . . ?
F4B C31 C32 101.1(8) . . ?
F3B C31 C30 117.3(6) . . ?
F3A C31 C30 121.1(7) . . ?
F4A C31 C30 106.4(6) . . ?
F4B C31 C30 98.9(8) . . ?
C32 C31 C30 105.5(5) . . ?
F5B C32 C33 120.0(8) . . ?
F6A C32 C33 118.5(6) . . ?
F5B C32 F6B 104.9(8) . . ?
C33 C32 F6B 106.3(7) . . ?
F5B C32 C31 118.8(8) . . ?
F6A C32 C31 122.0(7) . . ?
C33 C32 C31 105.9(4) . . ?
F6B C32 C31 98.0(8) . . ?
F6A C32 F5A 100.2(7) . . ?
C33 C32 F5A 105.5(6) . . ?
C31 C32 F5A 102.0(6) . . ?
C29 C33 C17 129.6(4) . . ?
C29 C33 C32 111.2(4) . . ?
C17 C33 C32 119.1(4) . . ?
C14 Si1 C8 109.5(3) . . ?
C14 Si1 C12 108.1(3) . . ?
C8 Si1 C12 108.4(3) . . ?
C14 Si1 C13 110.5(3) . . ?
C8 Si1 C13 109.1(3) . . ?
C12 Si1 C13 111.1(3) . . ?
C26 Si2 C27 108.0(3) . . ?
C26 Si2 C28 110.0(3) . . ?
C27 Si2 C28 110.3(4) . . ?
C26 Si2 C22 110.9(2) . . ?
C27 Si2 C22 110.3(2) . . ?
C28 Si2 C22 107.3(3) . . ?
C2 S1 C5 92.9(2) . . ?
C19 S2 C16 93.5(2) . . ?

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
C1 C2 C3 C4 -176.8(5) . . . . ?
S1 C2 C3 C4 1.3(5) . . . . ?
C1 C2 C3 C29 2.2(8) . . . . ?
S1 C2 C3 C29 -179.7(4) . . . . ?
C2 C3 C4 C5 -1.5(6) . . . . ?
C29 C3 C4 C5 179.5(4) . . . . ?
C3 C4 C5 C6 -178.6(4) . . . . ?
C3 C4 C5 S1 0.9(5) . . . . ?
C4 C5 C6 C11 -9.5(7) . . . . ?
S1 C5 C6 C11 171.0(3) . . . . ?
C4 C5 C6 C7 171.4(5) . . . . ?
S1 C5 C6 C7 -8.1(6) . . . . ?
C9 C8 C7 C6 -0.8(7) . . . . ?
Si1 C8 C7 C6 178.1(4) . . . . ?
C11 C6 C7 C8 -0.3(7) . . . . ?
C5 C6 C7 C8 178.8(4) . . . . ?
C7 C8 C9 C10 1.8(8) . . . . ?
Si1 C8 C9 C10 -177.1(4) . . . . ?
C8 C9 C10 C11 -1.7(8) . . . . ?
C7 C6 C11 C10 0.5(7) . . . . ?
C5 C6 C11 C10 -178.6(4) . . . . ?
C9 C10 C11 C6 0.4(7) . . . . ?
C15 C16 C17 C18 -177.1(4) . . . . ?
S2 C16 C17 C18 1.2(5) . . . . ?
C15 C16 C17 C33 0.9(8) . . . . ?
S2 C16 C17 C33 179.2(4) . . . . ?
C16 C17 C18 C19 -1.7(6) . . . . ?
C33 C17 C18 C19 -179.8(4) . . . . ?
C17 C18 C19 C20 178.3(4) . . . . ?
C17 C18 C19 S2 1.4(5) . . . . ?
C18 C19 C20 C21 165.2(4) . . . . ?
S2 C19 C20 C21 -18.2(6) . . . . ?
C18 C19 C20 C25 -16.1(7) . . . . ?
S2 C19 C20 C25 160.5(3) . . . . ?
C25 C20 C21 C22 1.0(6) . . . . ?
C19 C20 C21 C22 179.7(4) . . . . ?
C20 C21 C22 C23 -0.1(7) . . . . ?
C20 C21 C22 Si2 177.2(3) . . . . ?
C21 C22 C23 C24 -1.0(7) . . . . ?
Si2 C22 C23 C24 -178.4(4) . . . . ?
C22 C23 C24 C25 1.3(7) . . . . ?
C23 C24 C25 C20 -0.4(7) . . . . ?
C21 C20 C25 C24 -0.8(6) . . . . ?
C19 C20 C25 C24 -179.5(4) . . . . ?
C2 C3 C29 C33 41.8(8) . . . . ?
C4 C3 C29 C33 -139.3(6) . . . . ?
C2 C3 C29 C30 -135.2(5) . . . . ?
C4 C3 C29 C30 43.7(6) . . . . ?
C33 C29 C30 F2B 132.7(10) . . . . ?
C3 C29 C30 F2B -49.8(10) . . . . ?
C33 C29 C30 F1A -134.4(11) . . . . ?
C3 C29 C30 F1A 43.1(12) . . . . ?
C33 C29 C30 F1B -103.2(9) . . . . ?
C3 C29 C30 F1B 74.3(9) . . . . ?
C33 C29 C30 F2A 108.6(8) . . . . ?
C3 C29 C30 F2A -73.9(8) . . . . ?
C33 C29 C30 C31 0.4(6) . . . . ?
C3 C29 C30 C31 177.9(4) . . . . ?
F2B C30 C31 F3B 3.0(12) . . . . ?
F1B C30 C31 F3B -109.8(12) . . . . ?
C29 C30 C31 F3B 138.9(13) . . . . ?
F1A C30 C31 F3A -3.6(10) . . . . ?
F2A C30 C31 F3A 112.8(8) . . . . ?
C29 C30 C31 F3A -136.7(9) . . . . ?
F1A C30 C31 F4A -123.6(8) . . . . ?
F2A C30 C31 F4A -7.2(7) . . . . ?
C29 C30 C31 F4A 103.3(8) . . . . ?
F2B C30 C31 F4B 117.8(9) . . . . ?
F1B C30 C31 F4B 4.9(9) . . . . ?
C29 C30 C31 F4B -106.4(9) . . . . ?
F2B C30 C31 C32 -138.0(8) . . . . ?
F1A C30 C31 C32 130.9(11) . . . . ?
F1B C30 C31 C32 109.1(8) . . . . ?
F2A C30 C31 C32 -112.7(8) . . . . ?
C29 C30 C31 C32 -2.2(5) . . . . ?
F3B C31 C32 F5B 86(2) . . . . ?
F4B C31 C32 F5B -32.9(19) . . . . ?
C30 C31 C32 F5B -135.4(13) . . . . ?
F3A C31 C32 F6A -80.2(18) . . . . ?
F4A C31 C32 F6A 32.5(15) . . . . ?
C30 C31 C32 F6A 142.7(10) . . . . ?
F3B C31 C32 C33 -135.2(12) . . . . ?
F3A C31 C32 C33 140.2(11) . . . . ?
F4A C31 C32 C33 -107.2(7) . . . . ?
F4B C31 C32 C33 105.6(10) . . . . ?
C30 C31 C32 C33 3.0(5) . . . . ?
F3B C31 C32 F6B -25.7(17) . . . . ?
F4B C31 C32 F6B -144.8(15) . . . . ?
C30 C31 C32 F6B 112.6(8) . . . . ?
F3A C31 C32 F5A 30.0(14) . . . . ?
F4A C31 C32 F5A 142.6(10) . . . . ?
C30 C31 C32 F5A -107.1(7) . . . . ?
C3 C29 C33 C17 8.3(9) . . . . ?
C30 C29 C33 C17 -174.5(4) . . . . ?
C3 C29 C33 C32 -175.5(4) . . . . ?
C30 C29 C33 C32 1.6(6) . . . . ?
C16 C17 C33 C29 41.0(8) . . . . ?
C18 C17 C33 C29 -141.2(5) . . . . ?
C16 C17 C33 C32 -134.9(5) . . . . ?
C18 C17 C33 C32 42.9(6) . . . . ?
F5B C32 C33 C29 134.9(13) . . . . ?
F6A C32 C33 C29 -144.3(10) . . . . ?
F6B C32 C33 C29 -106.5(10) . . . . ?
C31 C32 C33 C29 -3.0(6) . . . . ?
F5A C32 C33 C29 104.6(7) . . . . ?
F5B C32 C33 C17 -48.5(14) . . . . ?
F6A C32 C33 C17 32.3(11) . . . . ?
F6B C32 C33 C17 70.1(10) . . . . ?
C31 C32 C33 C17 173.6(4) . . . . ?
F5A C32 C33 C17 -78.8(7) . . . . ?
C9 C8 Si1 C14 -102.1(5) . . . . ?
C7 C8 Si1 C14 79.1(5) . . . . ?
C9 C8 Si1 C12 140.1(5) . . . . ?
C7 C8 Si1 C12 -38.8(5) . . . . ?
C9 C8 Si1 C13 18.9(5) . . . . ?
C7 C8 Si1 C13 -159.9(4) . . . . ?
C21 C22 Si2 C26 -110.7(4) . . . . ?
C23 C22 Si2 C26 66.5(5) . . . . ?
C21 C22 Si2 C27 8.9(5) . . . . ?
C23 C22 Si2 C27 -173.9(4) . . . . ?
C21 C22 Si2 C28 129.1(4) . . . . ?
C23 C22 Si2 C28 -53.7(5) . . . . ?
C3 C2 S1 C5 -0.7(4) . . . . ?
C1 C2 S1 C5 177.7(4) . . . . ?
C4 C5 S1 C2 -0.1(4) . . . . ?
C6 C5 S1 C2 179.4(4) . . . . ?
C18 C19 S2 C16 -0.6(3) . . . . ?
C20 C19 S2 C16 -177.7(4) . . . . ?
C17 C16 S2 C19 -0.4(4) . . . . ?
C15 C16 S2 C19 178.2(4) . . . . ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.108


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethyl acetate'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_uch005
_database_code_depnum_ccdc_archive 'CCDC 1983516'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         664.90

_chemical_melting_point          452.2-453.3

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.1270(13)
_cell_length_b                   10.9066(6)
_cell_length_c                   33.637(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6650.2(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    84
_cell_measurement_theta_min      3.4379
_cell_measurement_theta_max      18.2347
_cell_measurement_temperature    93.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2768

_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      93.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            46233
_diffrn_reflns_av_R_equivalents  0.1241
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       39

_refine_special_details          
;
;

_reflns_number_total             5838
_reflns_number_gt                4069
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.1070
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_number_reflns         5838
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+5.9323P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.274
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
F F 0.0171 0.0103 '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'

_computing_data_collection       ?
_computing_cell_refinement       'APEX3 v2015.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.19077(16) 0.6026(2) -0.03512(8) 0.0234(7) Uani d . . . 1.0 . .
H H1A 0.2233 0.6183 -0.0124 0.035 Uiso calc U . R 1.0 . .
H H1B 0.2165 0.551 -0.0545 0.035 Uiso calc U . R 1.0 . .
H H1C 0.1461 0.5605 -0.0259 0.035 Uiso calc U . R 1.0 . .
C C2 0.16990(15) 0.7221(2) -0.05423(8) 0.0179(6) Uani d . . . 1.0 . .
C C3 0.10845(15) 0.7943(2) -0.04896(8) 0.0152(6) Uani d . . . 1.0 . .
C C4 0.10928(15) 0.8990(2) -0.07453(7) 0.0161(6) Uani d . . . 1.0 . .
H H4 0.0706 0.9577 -0.0751 0.019 Uiso calc U . R 1.0 . .
C C5 0.17002(15) 0.9074(2) -0.09796(8) 0.0173(6) Uani d . . . 1.0 . .
C C6 0.18892(14) 1.0019(2) -0.12762(8) 0.0165(6) Uani d . . . 1.0 . .
C C7 0.13813(15) 1.0929(3) -0.13732(8) 0.0217(6) Uani d . . . 1.0 . .
H H7 0.0912 1.0939 -0.1248 0.026 Uiso calc U . R 1.0 . .
C C8 0.15563(16) 1.1817(3) -0.16503(9) 0.0258(7) Uani d . . . 1.0 . .
H H8 0.1203 1.2427 -0.1717 0.031 Uiso calc U . R 1.0 . .
C C9 0.22406(16) 1.1828(3) -0.18320(8) 0.0263(7) Uani d . . . 1.0 . .
H H9 0.2352 1.2446 -0.2022 0.032 Uiso calc U . R 1.0 . .
C C10 0.27708(15) 1.0943(3) -0.17404(8) 0.0231(7) Uani d . . . 1.0 . .
C C11 0.25781(15) 1.0051(2) -0.14608(8) 0.0204(6) Uani d . . . 1.0 . .
H H11 0.2931 0.944 -0.1394 0.024 Uiso calc U . R 1.0 . .
C C12 0.3786(2) 0.9774(3) -0.23576(10) 0.0484(10) Uani d . . . 1.0 . .
H H12A 0.4272 0.982 -0.2484 0.073 Uiso calc U . R 1.0 . .
H H12B 0.3401 0.9902 -0.2558 0.073 Uiso calc U . R 1.0 . .
H H12C 0.3723 0.8965 -0.2236 0.073 Uiso calc U . R 1.0 . .
C C13 0.3866(2) 1.2517(3) -0.21966(11) 0.0520(11) Uani d . . . 1.0 . .
H H13A 0.3796 1.3154 -0.1995 0.078 Uiso calc U . R 1.0 . .
H H13B 0.3513 1.2641 -0.2414 0.078 Uiso calc U . R 1.0 . .
H H13C 0.437 1.2563 -0.2301 0.078 Uiso calc U . R 1.0 . .
C C14 0.4409(2) 1.0709(5) -0.15711(12) 0.0727(14) Uani d . . . 1.0 . .
H H14A 0.43 0.9935 -0.1435 0.109 Uiso calc U . R 1.0 . .
H H14B 0.4392 1.1384 -0.1379 0.109 Uiso calc U . R 1.0 . .
H H14C 0.4902 1.0667 -0.169 0.109 Uiso calc U . R 1.0 . .
C C15 0.19012(16) 0.9048(2) 0.02595(8) 0.0224(7) Uani d . . . 1.0 . .
H H15A 0.2195 0.8897 0.002 0.034 Uiso calc U . R 1.0 . .
H H15B 0.2176 0.9587 0.0439 0.034 Uiso calc U . R 1.0 . .
H H15C 0.1434 0.9439 0.0186 0.034 Uiso calc U . R 1.0 . .
C C16 0.17469(15) 0.7858(2) 0.04635(8) 0.0160(6) Uani d . . . 1.0 . .
C C17 0.11522(14) 0.7081(2) 0.04303(8) 0.0136(6) Uani d . . . 1.0 . .
C C18 0.12058(14) 0.6058(2) 0.06930(7) 0.0151(6) Uani d . . . 1.0 . .
H H18 0.0839 0.5439 0.0709 0.018 Uiso calc U . R 1.0 . .
C C19 0.18276(14) 0.6046(2) 0.09194(7) 0.0128(6) Uani d . . . 1.0 . .
C C20 0.20519(14) 0.5164(2) 0.12272(7) 0.0136(6) Uani d . . . 1.0 . .
C C21 0.15336(15) 0.4373(2) 0.13914(8) 0.0180(6) Uani d . . . 1.0 . .
H H21 0.1035 0.4408 0.1306 0.022 Uiso calc U . R 1.0 . .
C C22 0.17392(15) 0.3538(2) 0.16779(8) 0.0209(6) Uani d . . . 1.0 . .
H H22 0.1381 0.3002 0.1788 0.025 Uiso calc U . R 1.0 . .
C C23 0.24624(16) 0.3474(2) 0.18059(8) 0.0209(6) Uani d . . . 1.0 . .
H H23 0.2595 0.2889 0.2003 0.025 Uiso calc U . R 1.0 . .
C C24 0.30027(14) 0.4254(2) 0.16509(8) 0.0166(6) Uani d . . . 1.0 . .
C C25 0.27796(14) 0.5095(2) 0.13616(7) 0.0157(6) Uani d . . . 1.0 . .
H H25 0.3135 0.564 0.1253 0.019 Uiso calc U . R 1.0 . .
C C26 0.43720(19) 0.2658(3) 0.16544(13) 0.0555(11) Uani d . . . 1.0 . .
H H26A 0.4855 0.253 0.1779 0.083 Uiso calc U . R 1.0 . .
H H26B 0.4429 0.2671 0.1365 0.083 Uiso calc U . R 1.0 . .
H H26C 0.4039 0.1989 0.173 0.083 Uiso calc U . R 1.0 . .
C C27 0.45384(19) 0.5420(3) 0.16322(13) 0.0581(12) Uani d . . . 1.0 . .
H H27A 0.4335 0.6193 0.1732 0.087 Uiso calc U . R 1.0 . .
H H27B 0.4525 0.5421 0.1341 0.087 Uiso calc U . R 1.0 . .
H H27C 0.505 0.5332 0.1722 0.087 Uiso calc U . R 1.0 . .
C C28 0.3970(2) 0.4155(6) 0.23732(11) 0.0903(18) Uani d . . . 1.0 . .
H H28A 0.3722 0.3418 0.2472 0.135 Uiso calc U . R 1.0 . .
H H28B 0.3705 0.4884 0.2465 0.135 Uiso calc U . R 1.0 . .
H H28C 0.4478 0.4176 0.2474 0.135 Uiso calc U . R 1.0 . .
C C29 0.04856(14) 0.7686(2) -0.02106(8) 0.0143(6) Uani d . . . 1.0 . .
C C30 -0.02964(16) 0.7837(3) -0.03427(9) 0.0261(7) Uani d . . . 1.0 . .
C C31 -0.07742(15) 0.7443(3) 0.00055(9) 0.0221(7) Uani d . . . 1.0 . .
C C32 -0.02409(16) 0.7011(3) 0.03229(9) 0.0291(8) Uani d . . . 1.0 . .
C C33 0.05155(14) 0.7270(2) 0.01682(8) 0.0135(6) Uani d . . . 1.0 . .
F F1A -0.0453(2) 0.6886(7) -0.06331(18) 0.0294(14) Uani d . P . 0.568(14) A 1
F F2A -0.0499(3) 0.8828(7) -0.05090(19) 0.0276(14) Uani d . P . 0.568(14) A 1
F F3A -0.1368(3) 0.6761(7) -0.00563(17) 0.0349(17) Uani d . P . 0.568(14) A 1
F F4A -0.1032(5) 0.8532(6) 0.01770(17) 0.0348(15) Uani d . P . 0.568(14) A 1
F F5A -0.0326(2) 0.5637(5) 0.0308(2) 0.0300(15) Uani d . P . 0.568(14) A 1
F F6A -0.03810(19) 0.7240(8) 0.06900(10) 0.0325(18) Uani d . P . 0.568(14) A 1
F F1B -0.0447(3) 0.7564(13) -0.07046(17) 0.039(2) Uani d . P . 0.432(14) A 2
F F2B -0.0397(4) 0.9232(8) -0.0347(4) 0.039(2) Uani d . P . 0.432(14) A 2
F F3B -0.1040(6) 0.6330(7) -0.01492(19) 0.034(2) Uani d . P . 0.432(14) A 2
F F4B -0.1339(5) 0.8126(9) 0.0082(2) 0.034(2) Uani d . P . 0.432(14) A 2
F F5B -0.0387(3) 0.6092(9) 0.0505(3) 0.036(3) Uani d . P . 0.432(14) A 2
F F6B -0.0364(3) 0.8044(11) 0.0622(2) 0.040(3) Uani d . P . 0.432(14) A 2
S S1 0.22759(4) 0.78377(6) -0.08927(2) 0.02161(18) Uani d . . . 1.0 . .
S S2 0.23608(4) 0.73194(6) 0.08098(2) 0.01760(17) Uani d . . . 1.0 . .
Si Si1 0.37128(5) 1.09787(9) -0.19684(3) 0.0363(3) Uani d . . . 1.0 . .
Si Si2 0.39837(4) 0.41270(7) 0.18224(2) 0.0211(2) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.501(4) ?
C2 C3 . 1.376(4) ?
C2 S1 . 1.713(3) ?
C3 C4 . 1.429(3) ?
C3 C29 . 1.462(4) ?
C4 C5 . 1.357(4) ?
C5 C6 . 1.475(4) ?
C5 S1 . 1.730(3) ?
C6 C7 . 1.393(4) ?
C6 C11 . 1.395(4) ?
C7 C8 . 1.381(4) ?
C8 C9 . 1.383(4) ?
C9 C10 . 1.397(4) ?
C10 C11 . 1.398(4) ?
C10 Si1 . 1.872(3) ?
C12 Si1 . 1.860(4) ?
C13 Si1 . 1.866(4) ?
C14 Si1 . 1.861(4) ?
C15 C16 . 1.494(3) ?
C16 C17 . 1.375(4) ?
C16 S2 . 1.715(3) ?
C17 C18 . 1.426(3) ?
C17 C33 . 1.467(4) ?
C18 C19 . 1.360(4) ?
C19 C20 . 1.471(3) ?
C19 S2 . 1.732(3) ?
C20 C21 . 1.390(4) ?
C20 C25 . 1.396(4) ?
C21 C22 . 1.377(4) ?
C22 C23 . 1.382(4) ?
C23 C24 . 1.398(4) ?
C24 C25 . 1.397(4) ?
C24 Si2 . 1.875(3) ?
C26 Si2 . 1.839(3) ?
C27 Si2 . 1.846(3) ?
C28 Si2 . 1.853(4) ?
C29 C33 . 1.354(4) ?
C29 C30 . 1.495(4) ?
C30 F2A . 1.270(6) ?
C30 F1B . 1.282(6) ?
C30 F1A . 1.453(6) ?
C30 C31 . 1.519(4) ?
C30 F2B . 1.532(9) ?
C31 F4B . 1.293(6) ?
C31 F3A . 1.325(5) ?
C31 F4A . 1.401(6) ?
C31 F3B . 1.405(7) ?
C31 C32 . 1.515(4) ?
C32 F5B . 1.205(6) ?
C32 F6A . 1.285(4) ?
C32 C33 . 1.493(4) ?
C32 F5A . 1.508(6) ?
C32 F6B . 1.527(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 C2 C1 . . 130.2(3) ?
C3 C2 S1 . . 111.0(2) ?
C1 C2 S1 . . 118.8(2) ?
C2 C3 C4 . . 111.8(2) ?
C2 C3 C29 . . 125.0(2) ?
C4 C3 C29 . . 123.2(2) ?
C5 C4 C3 . . 114.3(2) ?
C4 C5 C6 . . 128.9(2) ?
C4 C5 S1 . . 109.8(2) ?
C6 C5 S1 . . 121.3(2) ?
C7 C6 C11 . . 118.0(2) ?
C7 C6 C5 . . 120.2(2) ?
C11 C6 C5 . . 121.8(2) ?
C8 C7 C6 . . 120.4(3) ?
C7 C8 C9 . . 120.7(3) ?
C8 C9 C10 . . 120.9(3) ?
C9 C10 C11 . . 117.3(3) ?
C9 C10 Si1 . . 121.5(2) ?
C11 C10 Si1 . . 121.2(2) ?
C6 C11 C10 . . 122.7(3) ?
C17 C16 C15 . . 130.1(2) ?
C17 C16 S2 . . 110.68(19) ?
C15 C16 S2 . . 119.2(2) ?
C16 C17 C18 . . 112.2(2) ?
C16 C17 C33 . . 125.4(2) ?
C18 C17 C33 . . 122.4(2) ?
C19 C18 C17 . . 114.2(2) ?
C18 C19 C20 . . 129.0(2) ?
C18 C19 S2 . . 109.61(19) ?
C20 C19 S2 . . 121.35(19) ?
C21 C20 C25 . . 118.5(2) ?
C21 C20 C19 . . 119.9(2) ?
C25 C20 C19 . . 121.6(2) ?
C22 C21 C20 . . 120.4(3) ?
C21 C22 C23 . . 120.5(3) ?
C22 C23 C24 . . 121.2(2) ?
C25 C24 C23 . . 117.2(2) ?
C25 C24 Si2 . . 122.5(2) ?
C23 C24 Si2 . . 120.3(2) ?
C20 C25 C24 . . 122.3(2) ?
C33 C29 C3 . . 129.7(2) ?
C33 C29 C30 . . 110.8(2) ?
C3 C29 C30 . . 119.5(2) ?
F2A C30 F1A . . 104.7(3) ?
F2A C30 C29 . . 119.9(4) ?
F1B C30 C29 . . 117.2(4) ?
F1A C30 C29 . . 107.9(3) ?
F2A C30 C31 . . 114.6(3) ?
F1B C30 C31 . . 123.0(4) ?
F1A C30 C31 . . 101.8(4) ?
C29 C30 C31 . . 106.3(2) ?
F1B C30 F2B . . 101.4(5) ?
C29 C30 F2B . . 103.1(4) ?
C31 C30 F2B . . 102.7(4) ?
F3A C31 F4A . . 105.7(3) ?
F4B C31 F3B . . 107.4(4) ?
F4B C31 C32 . . 123.0(5) ?
F3A C31 C32 . . 117.0(3) ?
F4A C31 C32 . . 100.7(4) ?
F3B C31 C32 . . 102.2(4) ?
F4B C31 C30 . . 116.2(4) ?
F3A C31 C30 . . 120.1(4) ?
F4A C31 C30 . . 105.5(3) ?
F3B C31 C30 . . 98.9(4) ?
C32 C31 C30 . . 105.5(2) ?
F5B C32 C33 . . 122.4(4) ?
F6A C32 C33 . . 118.6(3) ?
F6A C32 F5A . . 101.9(3) ?
C33 C32 F5A . . 105.6(3) ?
F5B C32 C31 . . 118.5(4) ?
F6A C32 C31 . . 119.4(3) ?
C33 C32 C31 . . 106.4(2) ?
F5A C32 C31 . . 102.7(3) ?
F5B C32 F6B . . 104.2(4) ?
C33 C32 F6B . . 103.0(3) ?
C31 C32 F6B . . 98.2(4) ?
C29 C33 C17 . . 130.1(2) ?
C29 C33 C32 . . 110.8(2) ?
C17 C33 C32 . . 119.1(2) ?
C2 S1 C5 . . 93.09(13) ?
C16 S2 C19 . . 93.26(12) ?
C12 Si1 C14 . . 110.2(2) ?
C12 Si1 C13 . . 109.57(16) ?
C14 Si1 C13 . . 109.66(19) ?
C12 Si1 C10 . . 109.79(15) ?
C14 Si1 C10 . . 108.73(15) ?
C13 Si1 C10 . . 108.85(15) ?
C26 Si2 C27 . . 110.51(17) ?
C26 Si2 C28 . . 109.1(2) ?
C27 Si2 C28 . . 110.0(2) ?
C26 Si2 C24 . . 109.45(14) ?
C27 Si2 C24 . . 110.69(14) ?
C28 Si2 C24 . . 107.11(15) ?



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_m_trimethyl_BPEA_11_UV2
_database_code_depnum_ccdc_archive 'CCDC 1983598'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-13 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0005 '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'
F F 0.0037 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0273 0.0233 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0451 0.0414 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.2491(7)
_cell_length_b                   10.9875(4)
_cell_length_c                   33.6440(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6746.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    97291
_cell_measurement_theta_min      0.960
_cell_measurement_theta_max      15.617

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.4146
_diffrn_radiation_type           synchrotron
_diffrn_source                   'SPring-8 BL02B1'
_diffrn_measurement_device_type  'PILATUS3 X CdTe 1M'
_diffrn_radiation_monochromator  Si_311
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            97291
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         0.960
_diffrn_reflns_theta_max         15.617
_diffrn_reflns_theta_full        14.404
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7744
_reflns_number_gt                5923
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0794P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7744
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.1215
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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_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 0.18954(10) 0.60080(16) -0.03447(5) 0.0436(4) Uani 1 1 d . . . . .
H1A H 0.2240 0.6150 -0.0126 0.065 Uiso 1 1 calc R U . . .
H1B H 0.2124 0.5476 -0.0543 0.065 Uiso 1 1 calc R U . . .
H1C H 0.1451 0.5620 -0.0241 0.065 Uiso 1 1 calc R U . . .
C2 C 0.17001(8) 0.71916(15) -0.05331(5) 0.0340(3) Uani 1 1 d . . . . .
C3 C 0.10915(8) 0.79208(14) -0.04827(4) 0.0304(3) Uani 1 1 d . . . . .
C4 C 0.11014(8) 0.89587(14) -0.07381(5) 0.0322(3) Uani 1 1 d . . . . .
H4 H 0.0718 0.9544 -0.0746 0.039 Uiso 1 1 calc R U . . .
C5 C 0.17121(8) 0.90310(14) -0.09701(5) 0.0327(3) Uani 1 1 d . . . . .
C6 C 0.19026(8) 0.99649(14) -0.12657(5) 0.0337(3) Uani 1 1 d . . . . .
C7 C 0.13966(9) 1.08581(17) -0.13726(5) 0.0407(4) Uani 1 1 d . . . . .
H7 H 0.0926 1.0866 -0.1252 0.049 Uiso 1 1 calc R U . . .
C8 C 0.15731(10) 1.17314(19) -0.16515(6) 0.0475(4) Uani 1 1 d . . . . .
H8 H 0.1222 1.2331 -0.1723 0.057 Uiso 1 1 calc R U . . .
C9 C 0.22607(10) 1.17401(19) -0.18285(5) 0.0472(4) Uani 1 1 d . . . . .
H9 H 0.2374 1.2344 -0.2021 0.057 Uiso 1 1 calc R U . . .
C10 C 0.27863(9) 1.08753(17) -0.17276(5) 0.0421(4) Uani 1 1 d . . . . .
C11 C 0.25922(9) 0.99958(16) -0.14458(5) 0.0380(4) Uani 1 1 d . . . . .
H11 H 0.2943 0.9396 -0.1374 0.046 Uiso 1 1 calc R U . . .
C12 C 0.37987(15) 0.9729(3) -0.23432(8) 0.0812(8) Uani 1 1 d . . . . .
H12A H 0.4294 0.9737 -0.2456 0.122 Uiso 1 1 calc R U . . .
H12B H 0.3442 0.9904 -0.2553 0.122 Uiso 1 1 calc R U . . .
H12C H 0.3697 0.8926 -0.2229 0.122 Uiso 1 1 calc R U . . .
C13 C 0.38820(15) 1.2442(3) -0.21757(10) 0.0903(9) Uani 1 1 d . . . . .
H13A H 0.3825 1.3073 -0.1972 0.135 Uiso 1 1 calc R U . . .
H13B H 0.3523 1.2575 -0.2388 0.135 Uiso 1 1 calc R U . . .
H13C H 0.4378 1.2481 -0.2286 0.135 Uiso 1 1 calc R U . . .
C14 C 0.44056(13) 1.0596(4) -0.15492(10) 0.1304(16) Uani 1 1 d . . . . .
H14A H 0.4269 0.9846 -0.1410 0.196 Uiso 1 1 calc R U . . .
H14B H 0.4412 1.1276 -0.1361 0.196 Uiso 1 1 calc R U . . .
H14C H 0.4893 1.0498 -0.1667 0.196 Uiso 1 1 calc R U . . .
C15 C 0.18929(10) 0.90388(15) 0.02717(5) 0.0420(4) Uani 1 1 d . . . . .
H15A H 0.2201 0.8897 0.0038 0.063 Uiso 1 1 calc R U . . .
H15B H 0.2149 0.9581 0.0456 0.063 Uiso 1 1 calc R U . . .
H15C H 0.1430 0.9415 0.0189 0.063 Uiso 1 1 calc R U . . .
C16 C 0.17387(8) 0.78559(14) 0.04723(5) 0.0320(3) Uani 1 1 d . . . . .
C17 C 0.11460(8) 0.70812(13) 0.04380(4) 0.0294(3) Uani 1 1 d . . . . .
C18 C 0.11964(8) 0.60633(14) 0.07002(4) 0.0304(3) Uani 1 1 d . . . . .
H18 H 0.0830 0.5451 0.0717 0.036 Uiso 1 1 calc R U . . .
C19 C 0.18207(8) 0.60523(14) 0.09240(4) 0.0294(3) Uani 1 1 d . . . . .
C20 C 0.20438(8) 0.51748(13) 0.12289(4) 0.0297(3) Uani 1 1 d . . . . .
C21 C 0.15316(8) 0.43812(16) 0.13940(5) 0.0363(3) Uani 1 1 d . . . . .
H21 H 0.1036 0.4410 0.1308 0.044 Uiso 1 1 calc R U . . .
C22 C 0.17402(9) 0.35532(17) 0.16815(5) 0.0428(4) Uani 1 1 d . . . . .
H22 H 0.1387 0.3017 0.1792 0.051 Uiso 1 1 calc R U . . .
C23 C 0.24624(9) 0.34986(17) 0.18100(5) 0.0407(4) Uani 1 1 d . . . . .
H23 H 0.2598 0.2922 0.2007 0.049 Uiso 1 1 calc R U . . .
C24 C 0.29941(8) 0.42810(15) 0.16531(5) 0.0349(3) Uani 1 1 d . . . . .
C25 C 0.27673(8) 0.51110(14) 0.13646(5) 0.0325(3) Uani 1 1 d . . . . .
H25 H 0.3119 0.5655 0.1256 0.039 Uiso 1 1 calc R U . . .
C26 C 0.43580(13) 0.2699(2) 0.16677(12) 0.0964(11) Uani 1 1 d . . . . .
H26A H 0.4845 0.2596 0.1786 0.145 Uiso 1 1 calc R U . . .
H26B H 0.4399 0.2678 0.1377 0.145 Uiso 1 1 calc R U . . .
H26C H 0.4036 0.2039 0.1757 0.145 Uiso 1 1 calc R U . . .
C27 C 0.45190(12) 0.5426(3) 0.16153(11) 0.0971(11) Uani 1 1 d . . . . .
H27A H 0.4321 0.6205 0.1708 0.146 Uiso 1 1 calc R U . . .
H27B H 0.4498 0.5396 0.1324 0.146 Uiso 1 1 calc R U . . .
H27C H 0.5029 0.5344 0.1703 0.146 Uiso 1 1 calc R U . . .
C28 C 0.39706(17) 0.4263(5) 0.23721(9) 0.143(2) Uani 1 1 d . . . . .
H28A H 0.4476 0.4219 0.2470 0.215 Uiso 1 1 calc R U . . .
H28B H 0.3686 0.3585 0.2482 0.215 Uiso 1 1 calc R U . . .
H28C H 0.3750 0.5036 0.2455 0.215 Uiso 1 1 calc R U . . .
C29 C 0.04919(8) 0.76710(14) -0.02042(5) 0.0301(3) Uani 1 1 d . . . . .
C30 C -0.02858(9) 0.78328(19) -0.03402(5) 0.0445(4) Uani 1 1 d . . . . .
C31 C -0.07660(9) 0.74480(15) 0.00063(5) 0.0414(4) Uani 1 1 d . . . . .
C32 C -0.02392(9) 0.7038(2) 0.03299(5) 0.0479(5) Uani 1 1 d . . . . .
C33 C 0.05175(8) 0.72786(14) 0.01754(5) 0.0302(3) Uani 1 1 d . . . . .
F1A F -0.04298(18) 0.7554(7) -0.06954(10) 0.0580(14) Uani 0.447(8) 1 d . . P A
1
F2A F -0.0382(3) 0.9202(5) -0.0343(2) 0.0593(13) Uani 0.447(8) 1 d . . P A 1
F3A F -0.1026(4) 0.6344(4) -0.01447(11) 0.0589(13) Uani 0.447(8) 1 d . . P A 1
F4A F -0.1338(2) 0.8103(5) 0.00757(15) 0.0601(13) Uani 0.447(8) 1 d . . P A 1
F5A F -0.03846(19) 0.6132(6) 0.05165(16) 0.0584(16) Uani 0.447(8) 1 d . . P A 1
F6A F -0.03665(16) 0.8068(7) 0.06194(14) 0.0614(15) Uani 0.447(8) 1 d . . P A 1
F1B F -0.04434(16) 0.6874(5) -0.06279(13) 0.0582(10) Uani 0.553(8) 1 d . . P A
2
F2B F -0.04803(19) 0.8815(5) -0.05081(13) 0.0534(10) Uani 0.553(8) 1 d . . P A
2
F3B F -0.1355(2) 0.6783(5) -0.00512(12) 0.0648(12) Uani 0.553(8) 1 d . . P A 2
F4B F -0.1029(3) 0.8533(4) 0.01738(10) 0.0605(11) Uani 0.553(8) 1 d . . P A 2
F5B F -0.03302(17) 0.5678(3) 0.03243(17) 0.0572(10) Uani 0.553(8) 1 d . . P A 2
F6B F -0.03757(13) 0.7285(5) 0.06960(7) 0.0586(12) Uani 0.553(8) 1 d . . P A 2
S1 S 0.22774(2) 0.78003(4) -0.08828(2) 0.03844(12) Uani 1 1 d . . . . .
S2 S 0.23494(2) 0.73127(4) 0.08175(2) 0.03410(11) Uani 1 1 d . . . . .
Si1 Si 0.37287(3) 1.09101(7) -0.19473(2) 0.06136(19) Uani 1 1 d . . . . .
Si2 Si 0.39709(3) 0.41704(5) 0.18231(2) 0.04099(13) 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
C1 C2 1.490(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.380(2) . ?
C2 S1 1.7151(16) . ?
C3 C4 1.428(2) . ?
C3 C29 1.466(2) . ?
C4 C5 1.363(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.471(2) . ?
C5 S1 1.7260(16) . ?
C6 C7 1.395(2) . ?
C6 C11 1.397(2) . ?
C7 C8 1.380(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.399(2) . ?
C10 Si1 1.8723(18) . ?
C11 H11 0.9500 . ?
C12 Si1 1.864(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.871(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.854(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.491(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.381(2) . ?
C16 S2 1.7168(16) . ?
C17 C18 1.427(2) . ?
C17 C33 1.464(2) . ?
C18 C19 1.366(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.466(2) . ?
C19 S2 1.7255(15) . ?
C20 C21 1.394(2) . ?
C20 C25 1.399(2) . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.400(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.395(2) . ?
C24 Si2 1.8761(16) . ?
C25 H25 0.9500 . ?
C26 Si2 1.840(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.841(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.850(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.349(2) . ?
C29 C30 1.502(2) . ?
C30 F1A 1.262(4) . ?
C30 F2B 1.269(4) . ?
C30 F1B 1.459(4) . ?
C30 F2A 1.515(6) . ?
C30 C31 1.518(2) . ?
C31 F4A 1.290(4) . ?
C31 F3B 1.313(3) . ?
C31 F3A 1.398(4) . ?
C31 F4B 1.403(4) . ?
C31 C32 1.521(2) . ?
C32 F5A 1.207(4) . ?
C32 F6B 1.286(3) . ?
C32 C33 1.499(2) . ?
C32 F5B 1.504(4) . ?
C32 F6A 1.512(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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 130.32(15) . . ?
C3 C2 S1 110.62(12) . . ?
C1 C2 S1 119.03(12) . . ?
C2 C3 C4 112.31(13) . . ?
C2 C3 C29 124.77(14) . . ?
C4 C3 C29 122.92(13) . . ?
C5 C4 C3 113.67(14) . . ?
C5 C4 H4 123.2 . . ?
C3 C4 H4 123.2 . . ?
C4 C5 C6 128.40(14) . . ?
C4 C5 S1 110.22(12) . . ?
C6 C5 S1 121.37(11) . . ?
C7 C6 C11 117.87(15) . . ?
C7 C6 C5 120.59(14) . . ?
C11 C6 C5 121.53(14) . . ?
C8 C7 C6 120.66(16) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.47(17) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 120.87(16) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 117.53(16) . . ?
C9 C10 Si1 121.51(13) . . ?
C11 C10 Si1 120.93(14) . . ?
C6 C11 C10 122.58(16) . . ?
C6 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.32(14) . . ?
C17 C16 S2 110.53(11) . . ?
C15 C16 S2 119.12(11) . . ?
C16 C17 C18 112.38(13) . . ?
C16 C17 C33 124.94(14) . . ?
C18 C17 C33 122.65(13) . . ?
C19 C18 C17 113.67(13) . . ?
C19 C18 H18 123.2 . . ?
C17 C18 H18 123.2 . . ?
C18 C19 C20 128.57(14) . . ?
C18 C19 S2 110.18(11) . . ?
C20 C19 S2 121.20(11) . . ?
C21 C20 C25 118.14(14) . . ?
C21 C20 C19 120.28(13) . . ?
C25 C20 C19 121.58(13) . . ?
C22 C21 C20 120.41(14) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 120.54(15) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 120.94(15) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 117.29(14) . . ?
C25 C24 Si2 122.45(12) . . ?
C23 C24 Si2 120.26(12) . . ?
C24 C25 C20 122.68(14) . . ?
C24 C25 H25 118.7 . . ?
C20 C25 H25 118.7 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 129.73(13) . . ?
C33 C29 C30 111.03(13) . . ?
C3 C29 C30 119.24(13) . . ?
F2B C30 F1B 105.3(2) . . ?
F1A C30 C29 117.2(2) . . ?
F2B C30 C29 120.0(2) . . ?
F1B C30 C29 107.62(19) . . ?
F1A C30 F2A 102.2(3) . . ?
C29 C30 F2A 103.2(3) . . ?
F1A C30 C31 122.7(3) . . ?
F2B C30 C31 114.7(2) . . ?
F1B C30 C31 101.2(2) . . ?
C29 C30 C31 106.18(13) . . ?
F2A C30 C31 102.4(2) . . ?
F4A C31 F3A 106.0(3) . . ?
F3B C31 F4B 104.6(2) . . ?
F4A C31 C30 116.8(2) . . ?
F3B C31 C30 120.9(2) . . ?
F3A C31 C30 99.1(3) . . ?
F4B C31 C30 105.6(2) . . ?
F4A C31 C32 123.2(3) . . ?
F3B C31 C32 117.23(19) . . ?
F3A C31 C32 102.5(2) . . ?
F4B C31 C32 100.4(2) . . ?
C30 C31 C32 105.51(14) . . ?
F5A C32 C33 121.9(3) . . ?
F6B C32 C33 118.2(2) . . ?
F6B C32 F5B 101.6(2) . . ?
C33 C32 F5B 105.8(2) . . ?
F5A C32 F6A 104.4(3) . . ?
C33 C32 F6A 103.5(2) . . ?
F5A C32 C31 118.6(3) . . ?
F6B C32 C31 120.0(2) . . ?
C33 C32 C31 106.37(14) . . ?
F5B C32 C31 102.5(2) . . ?
F6A C32 C31 98.2(3) . . ?
C29 C33 C17 130.23(13) . . ?
C29 C33 C32 110.66(13) . . ?
C17 C33 C32 119.11(14) . . ?
C2 S1 C5 93.16(8) . . ?
C16 S2 C19 93.24(7) . . ?
C14 Si1 C12 109.92(16) . . ?
C14 Si1 C13 111.38(17) . . ?
C12 Si1 C13 108.81(13) . . ?
C14 Si1 C10 108.84(11) . . ?
C12 Si1 C10 109.32(10) . . ?
C13 Si1 C10 108.53(11) . . ?
C26 Si2 C27 109.98(15) . . ?
C26 Si2 C28 109.41(19) . . ?
C27 Si2 C28 109.74(18) . . ?
C26 Si2 C24 109.57(10) . . ?
C27 Si2 C24 110.60(9) . . ?
C28 Si2 C24 107.50(11) . . ?

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
C1 C2 C3 C4 -176.94(17) . . . . ?
S1 C2 C3 C4 1.12(18) . . . . ?
C1 C2 C3 C29 2.4(3) . . . . ?
S1 C2 C3 C29 -179.53(12) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C29 C3 C4 C5 179.18(14) . . . . ?
C3 C4 C5 C6 179.74(15) . . . . ?
C3 C4 C5 S1 1.09(18) . . . . ?
C4 C5 C6 C7 -7.5(3) . . . . ?
S1 C5 C6 C7 171.02(13) . . . . ?
C4 C5 C6 C11 171.98(16) . . . . ?
S1 C5 C6 C11 -9.5(2) . . . . ?
C11 C6 C7 C8 0.8(3) . . . . ?
C5 C6 C7 C8 -179.66(16) . . . . ?
C6 C7 C8 C9 -0.5(3) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C8 C9 C10 Si1 -177.45(15) . . . . ?
C7 C6 C11 C10 -0.5(3) . . . . ?
C5 C6 C11 C10 -179.96(16) . . . . ?
C9 C10 C11 C6 -0.3(3) . . . . ?
Si1 C10 C11 C6 177.86(13) . . . . ?
C15 C16 C17 C18 -176.96(16) . . . . ?
S2 C16 C17 C18 0.93(17) . . . . ?
C15 C16 C17 C33 1.1(3) . . . . ?
S2 C16 C17 C33 178.94(12) . . . . ?
C16 C17 C18 C19 -1.11(19) . . . . ?
C33 C17 C18 C19 -179.17(14) . . . . ?
C17 C18 C19 C20 178.17(14) . . . . ?
C17 C18 C19 S2 0.75(17) . . . . ?
C18 C19 C20 C21 -16.1(2) . . . . ?
S2 C19 C20 C21 161.07(12) . . . . ?
C18 C19 C20 C25 164.35(15) . . . . ?
S2 C19 C20 C25 -18.5(2) . . . . ?
C25 C20 C21 C22 -0.4(2) . . . . ?
C19 C20 C21 C22 180.00(15) . . . . ?
C20 C21 C22 C23 0.0(3) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C22 C23 C24 Si2 -178.73(14) . . . . ?
C23 C24 C25 C20 -0.5(2) . . . . ?
Si2 C24 C25 C20 178.21(12) . . . . ?
C21 C20 C25 C24 0.7(2) . . . . ?
C19 C20 C25 C24 -179.70(14) . . . . ?
C2 C3 C29 C33 43.1(3) . . . . ?
C4 C3 C29 C33 -137.65(18) . . . . ?
C2 C3 C29 C30 -135.76(17) . . . . ?
C4 C3 C29 C30 43.5(2) . . . . ?
C33 C29 C30 F1A -142.9(4) . . . . ?
C3 C29 C30 F1A 36.1(4) . . . . ?
C33 C29 C30 F2B 130.4(3) . . . . ?
C3 C29 C30 F2B -50.6(4) . . . . ?
C33 C29 C30 F1B -109.4(3) . . . . ?
C3 C29 C30 F1B 69.6(3) . . . . ?
C33 C29 C30 F2A 105.7(3) . . . . ?
C3 C29 C30 F2A -75.3(3) . . . . ?
C33 C29 C30 C31 -1.7(2) . . . . ?
C3 C29 C30 C31 177.37(14) . . . . ?
F1A C30 C31 F4A -82.0(7) . . . . ?
C29 C30 C31 F4A 139.4(4) . . . . ?
F2A C30 C31 F4A 31.4(6) . . . . ?
F2B C30 C31 F3B 87.4(5) . . . . ?
F1B C30 C31 F3B -25.4(4) . . . . ?
C29 C30 C31 F3B -137.6(3) . . . . ?
F1A C30 C31 F3A 31.2(6) . . . . ?
C29 C30 C31 F3A -107.4(3) . . . . ?
F2A C30 C31 F3A 144.6(5) . . . . ?
F2B C30 C31 F4B -30.8(5) . . . . ?
F1B C30 C31 F4B -143.6(4) . . . . ?
C29 C30 C31 F4B 104.2(3) . . . . ?
F1A C30 C31 C32 137.0(4) . . . . ?
F2B C30 C31 C32 -136.6(3) . . . . ?
F1B C30 C31 C32 110.7(2) . . . . ?
C29 C30 C31 C32 -1.61(19) . . . . ?
F2A C30 C31 C32 -109.6(3) . . . . ?
F4A C31 C32 F5A 84.3(7) . . . . ?
F3A C31 C32 F5A -34.6(6) . . . . ?
C30 C31 C32 F5A -137.9(4) . . . . ?
F3B C31 C32 F6B -80.4(6) . . . . ?
F4B C31 C32 F6B 32.1(5) . . . . ?
C30 C31 C32 F6B 141.7(3) . . . . ?
F4A C31 C32 C33 -133.8(4) . . . . ?
F3B C31 C32 C33 141.9(4) . . . . ?
F3A C31 C32 C33 107.3(3) . . . . ?
F4B C31 C32 C33 -105.6(3) . . . . ?
C30 C31 C32 C33 3.99(19) . . . . ?
F3B C31 C32 F5B 31.1(5) . . . . ?
F4B C31 C32 F5B 143.6(4) . . . . ?
C30 C31 C32 F5B -106.9(2) . . . . ?
F4A C31 C32 F6A -27.1(5) . . . . ?
F3A C31 C32 F6A -146.0(5) . . . . ?
C30 C31 C32 F6A 110.7(3) . . . . ?
C3 C29 C33 C17 6.0(3) . . . . ?
C30 C29 C33 C17 -175.14(16) . . . . ?
C3 C29 C33 C32 -174.54(16) . . . . ?
C30 C29 C33 C32 4.4(2) . . . . ?
C16 C17 C33 C29 42.6(3) . . . . ?
C18 C17 C33 C29 -139.58(18) . . . . ?
C16 C17 C33 C32 -136.87(17) . . . . ?
C18 C17 C33 C32 40.9(2) . . . . ?
F5A C32 C33 C29 135.1(4) . . . . ?
F6B C32 C33 C29 -143.9(3) . . . . ?
F5B C32 C33 C29 103.2(2) . . . . ?
F6A C32 C33 C29 -108.1(3) . . . . ?
C31 C32 C33 C29 -5.3(2) . . . . ?
F5A C32 C33 C17 -45.4(5) . . . . ?
F6B C32 C33 C17 35.7(4) . . . . ?
F5B C32 C33 C17 -77.2(3) . . . . ?
F6A C32 C33 C17 71.4(3) . . . . ?
C31 C32 C33 C17 174.29(15) . . . . ?
C3 C2 S1 C5 -0.44(13) . . . . ?
C1 C2 S1 C5 177.86(14) . . . . ?
C4 C5 S1 C2 -0.38(13) . . . . ?
C6 C5 S1 C2 -179.14(13) . . . . ?
C17 C16 S2 C19 -0.44(12) . . . . ?
C15 C16 S2 C19 177.72(14) . . . . ?
C18 C19 S2 C16 -0.18(12) . . . . ?
C20 C19 S2 C16 -177.82(12) . . . . ?
C9 C10 Si1 C14 137.4(2) . . . . ?
C11 C10 Si1 C14 -40.7(2) . . . . ?
C9 C10 Si1 C12 -102.57(18) . . . . ?
C11 C10 Si1 C12 79.38(18) . . . . ?
C9 C10 Si1 C13 16.0(2) . . . . ?
C11 C10 Si1 C13 -162.08(17) . . . . ?
C25 C24 Si2 C26 -113.03(19) . . . . ?
C23 C24 Si2 C26 65.7(2) . . . . ?
C25 C24 Si2 C27 8.4(2) . . . . ?
C23 C24 Si2 C27 -172.92(17) . . . . ?
C25 C24 Si2 C28 128.2(2) . . . . ?
C23 C24 Si2 C28 -53.1(2) . . . . ?

_refine_diff_density_max         0.712
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.049


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_uch014
_database_code_depnum_ccdc_archive 'CCDC 1983523'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         664.90

_chemical_melting_point          452.2-453.3

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.2662(15)
_cell_length_b                   10.9946(6)
_cell_length_c                   33.201(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6667.7(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4247
_cell_measurement_theta_min      2.5453
_cell_measurement_theta_max      23.3840
_cell_measurement_temperature    93.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.306
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2768

_exptl_absorpt_coefficient_mu    0.287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      93.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            46064
_diffrn_reflns_av_R_equivalents  0.1769
_diffrn_reflns_av_unetI/netI     0.0798
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39

_refine_special_details          
;
;

_reflns_number_total             5878
_reflns_number_gt                3440
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1276
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1462
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_number_reflns         5878
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+9.1741P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.428
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
F F 0.0171 0.0103 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.1888(2) 0.6037(3) -0.03445(12) 0.0381(11) Uani d . . . 1.0 . .
H H1A 0.2209 0.6179 -0.0113 0.057 Uiso calc U . R 1.0 A 3
H H1B 0.2139 0.552 -0.0541 0.057 Uiso calc U . R 1.0 A 3
H H1C 0.1438 0.5633 -0.0254 0.057 Uiso calc U . R 1.0 A 3
C C3 0.1075(2) 0.7931(3) -0.04801(11) 0.0257(9) Uani d . . . 1.0 . .
C C4 0.1089(2) 0.8951(3) -0.07423(10) 0.0264(9) Uani d . . . 1.0 . .
H H4 0.0698 0.9517 -0.0759 0.032 Uiso calc U . R 1.0 . .
C C5 0.1702(2) 0.9050(3) -0.09655(11) 0.0293(9) Uani d . . . 1.0 . .
C C6 0.1902(2) 0.9990(3) -0.12625(11) 0.0287(9) Uani d . . . 1.0 . .
C C7 0.1402(2) 1.0899(4) -0.13677(12) 0.0334(10) Uani d . . . 1.0 . .
H H7 0.0933 1.0916 -0.1245 0.04 Uiso calc U . R 1.0 . .
C C8 0.1584(2) 1.1769(4) -0.16480(13) 0.0423(12) Uani d . . . 1.0 . .
H H8 0.1237 1.2374 -0.172 0.051 Uiso calc U . R 1.0 . .
C C9 0.2268(2) 1.1772(4) -0.18254(13) 0.0457(12) Uani d . . . 1.0 . .
H H9 0.2384 1.2383 -0.2017 0.055 Uiso calc U . R 1.0 . .
C C10 0.2790(2) 1.0898(4) -0.17289(12) 0.0396(11) Uani d . . . 1.0 . .
C C11 0.2590(2) 1.0017(4) -0.14452(12) 0.0356(10) Uani d . . . 1.0 . .
H H11 0.2938 0.9411 -0.1374 0.043 Uiso calc U . R 1.0 . .
C C12 0.3793(3) 0.9746(5) -0.23504(14) 0.0655(16) Uani d . . . 1.0 . .
H H12A 0.4285 0.9759 -0.2468 0.098 Uiso calc U . R 1.0 . .
H H12B 0.3431 0.992 -0.2561 0.098 Uiso calc U . R 1.0 . .
H H12C 0.3697 0.8942 -0.2235 0.098 Uiso calc U . R 1.0 . .
C C13 0.3898(3) 1.2448(5) -0.21754(17) 0.0811(19) Uani d . . . 1.0 . .
H H13A 0.3863 1.3069 -0.1965 0.122 Uiso calc U . R 1.0 . .
H H13B 0.3532 1.261 -0.2384 0.122 Uiso calc U . R 1.0 . .
H H13C 0.4389 1.2468 -0.2295 0.122 Uiso calc U . R 1.0 . .
C C14 0.4401(3) 1.0583(7) -0.15473(18) 0.111(3) Uani d . . . 1.0 . .
H H14A 0.4274 0.9813 -0.1416 0.166 Uiso calc U . R 1.0 . .
H H14B 0.4393 1.124 -0.1348 0.166 Uiso calc U . R 1.0 . .
H H14C 0.4892 1.052 -0.1665 0.166 Uiso calc U . R 1.0 . .
C C15 0.1866(2) 0.9030(3) 0.02826(12) 0.0402(11) Uani d . . . 1.0 . .
H H15A 0.2135 0.8893 0.0031 0.06 Uiso calc U . R 1.0 B 3
H H15B 0.2156 0.9553 0.0461 0.06 Uiso calc U . R 1.0 B 3
H H15C 0.1398 0.9426 0.0223 0.06 Uiso calc U . R 1.0 B 3
C C17 0.1130(2) 0.7065(3) 0.04429(11) 0.0254(9) Uani d . . . 1.0 . .
C C18 0.1185(2) 0.6061(3) 0.07109(10) 0.0232(9) Uani d . . . 1.0 . .
H H18 0.0814 0.546 0.0736 0.028 Uiso calc U . R 1.0 . .
C C19 0.1815(2) 0.6036(3) 0.09277(10) 0.0226(9) Uani d . . . 1.0 . .
C C20 0.2047(2) 0.5153(3) 0.12363(11) 0.0227(9) Uani d . . . 1.0 . .
C C21 0.1545(2) 0.4347(3) 0.14018(11) 0.0281(9) Uani d . . . 1.0 . .
H H21 0.105 0.4366 0.1315 0.034 Uiso calc U . R 1.0 . .
C C22 0.1759(2) 0.3519(4) 0.16900(11) 0.0329(10) Uani d . . . 1.0 . .
H H22 0.1411 0.2972 0.1801 0.04 Uiso calc U . R 1.0 . .
C C23 0.2481(2) 0.3481(4) 0.18187(11) 0.0333(10) Uani d . . . 1.0 . .
H H23 0.262 0.2903 0.2017 0.04 Uiso calc U . R 1.0 . .
C C24 0.3007(2) 0.4273(3) 0.16625(11) 0.0271(9) Uani d . . . 1.0 . .
C C25 0.2775(2) 0.5102(3) 0.13704(11) 0.0257(9) Uani d . . . 1.0 . .
H H25 0.3122 0.5651 0.1259 0.031 Uiso calc U . R 1.0 . .
C C26 0.4366(3) 0.2693(4) 0.1680(2) 0.082(2) Uani d . . . 1.0 . .
H H26A 0.4862 0.261 0.179 0.123 Uiso calc U . R 1.0 . .
H H26B 0.4385 0.2644 0.1385 0.123 Uiso calc U . R 1.0 . .
H H26C 0.4056 0.2037 0.1784 0.123 Uiso calc U . R 1.0 . .
C C27 0.4527(3) 0.5409(4) 0.16070(19) 0.0781(19) Uani d . . . 1.0 . .
H H27A 0.4324 0.6196 0.1689 0.117 Uiso calc U . R 1.0 . .
H H27B 0.4512 0.5342 0.1313 0.117 Uiso calc U . R 1.0 . .
H H27C 0.5035 0.5346 0.17 0.117 Uiso calc U . R 1.0 . .
C C28 0.3980(3) 0.4281(9) 0.23833(16) 0.134(4) Uani d . . . 1.0 . .
H H28A 0.3585 0.3774 0.2492 0.2 Uiso calc U . R 1.0 . .
H H28B 0.3902 0.5128 0.2464 0.2 Uiso calc U . R 1.0 . .
H H28C 0.4451 0.3996 0.2488 0.2 Uiso calc U . R 1.0 . .
C C29 0.0475(2) 0.7676(3) -0.02067(11) 0.0254(9) Uani d . . . 1.0 . .
C C30 -0.0303(2) 0.7813(4) -0.03392(12) 0.0363(11) Uani d . . . 1.0 . .
C C31 -0.0775(2) 0.7441(4) 0.00102(13) 0.0341(10) Uani d . . . 1.0 . .
C C32 -0.0252(2) 0.6989(5) 0.03301(13) 0.0440(12) Uani d . . . 1.0 . .
C C33 0.0500(2) 0.7255(3) 0.01790(11) 0.0262(9) Uani d . . . 1.0 . .
F F1A -0.0467(3) 0.6890(10) -0.0639(2) 0.051(2) Uani d . P . 0.644(17) C 1
F F2A -0.0514(4) 0.8813(8) -0.0506(2) 0.044(2) Uani d . P . 0.644(17) C 1
F F3A -0.1371(5) 0.6764(8) -0.0054(2) 0.057(2) Uani d . P . 0.644(17) C 1
F F4A -0.1049(5) 0.8492(7) 0.0187(2) 0.049(2) Uani d . P . 0.644(17) C 1
F F5A -0.0353(3) 0.5654(8) 0.0328(3) 0.061(2) Uani d . P . 0.644(17) C 1
F F6A -0.0392(3) 0.7263(11) 0.07100(14) 0.062(3) Uani d . P . 0.644(17) C 1
F F1B -0.0419(5) 0.7591(17) -0.0710(3) 0.040(3) Uani d . P . 0.356(17) C 2
F F2B -0.0362(7) 0.9222(12) -0.0342(5) 0.041(3) Uani d . P . 0.356(17) C 2
F F3B -0.1007(9) 0.6301(11) -0.0157(3) 0.044(4) Uani d . P . 0.356(17) C 2
F F4B -0.1341(8) 0.8096(16) 0.0068(4) 0.050(4) Uani d . P . 0.356(17) C 2
F F5B -0.0411(7) 0.6154(14) 0.0529(4) 0.047(4) Uani d . P . 0.356(17) C 2
F F6B -0.0374(4) 0.8101(15) 0.0615(4) 0.046(4) Uani d . P . 0.356(17) C 2
C C2A 0.1701(2) 0.7213(4) -0.05336(13) 0.0263(10) Uani d . P . 0.900(2) D 3
C C16A 0.1731(2) 0.7855(4) 0.04825(13) 0.0232(10) Uani d . P . 0.900(2) D 3
S S1A 0.22764(6) 0.78326(10) -0.08839(3) 0.0295(3) Uani d . P . 0.900(2) D 3
S S2A 0.23439(6) 0.73068(9) 0.08283(3) 0.0244(3) Uani d . P . 0.900(2) D 3
C C2B 0.162(2) 0.751(3) -0.0266(12) 0.022(9) Uiso d . P . 0.100(2) D 4
C C16B 0.160(2) 0.749(4) 0.0250(14) 0.029(10) Uiso d . P . 0.100(2) D 4
S S1B 0.2303(5) 0.8389(9) -0.0479(3) 0.028(3) Uani d . P . 0.100(2) D 4
S S2B 0.2343(5) 0.6759(9) 0.0492(3) 0.027(3) Uani d . P . 0.100(2) D 4
Si Si1 0.37289(7) 1.09127(14) -0.19504(4) 0.0563(4) Uani d . . . 1.0 . .
Si Si2 0.39815(6) 0.41756(11) 0.18310(3) 0.0350(3) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2A . 1.476(5) ?
C1 C2B . 1.71(4) ?
C3 C2B . 1.31(4) ?
C3 C2A . 1.401(6) ?
C3 C4 . 1.420(5) ?
C3 C29 . 1.450(5) ?
C3 S1B . 2.299(10) ?
C4 C5 . 1.347(5) ?
C5 C6 . 1.474(5) ?
C5 S1A . 1.722(4) ?
C5 S1B . 2.083(10) ?
C6 C11 . 1.397(5) ?
C6 C7 . 1.399(5) ?
C7 C8 . 1.375(5) ?
C8 C9 . 1.381(6) ?
C9 C10 . 1.392(6) ?
C10 C11 . 1.399(5) ?
C10 Si1 . 1.866(4) ?
C12 Si1 . 1.850(5) ?
C13 Si1 . 1.871(5) ?
C14 Si1 . 1.852(6) ?
C15 C16A . 1.473(5) ?
C15 C16B . 1.76(4) ?
C17 C16B . 1.17(4) ?
C17 C16A . 1.405(6) ?
C17 C18 . 1.421(5) ?
C17 C33 . 1.462(5) ?
C17 S2B . 2.246(10) ?
C18 C19 . 1.357(5) ?
C19 C20 . 1.474(5) ?
C19 S2A . 1.731(4) ?
C19 S2B . 1.912(10) ?
C20 C21 . 1.389(5) ?
C20 C25 . 1.403(5) ?
C21 C22 . 1.377(5) ?
C22 C23 . 1.385(5) ?
C23 C24 . 1.397(5) ?
C24 C25 . 1.396(5) ?
C24 Si2 . 1.870(4) ?
C26 Si2 . 1.845(5) ?
C27 Si2 . 1.840(5) ?
C28 Si2 . 1.837(5) ?
C29 C33 . 1.363(5) ?
C29 C30 . 1.496(5) ?
C30 F1B . 1.272(10) ?
C30 F2A . 1.290(7) ?
C30 F1A . 1.453(8) ?
C30 C31 . 1.502(5) ?
C30 F2B . 1.553(14) ?
C31 F4B . 1.275(12) ?
C31 F3A . 1.336(6) ?
C31 F4A . 1.388(8) ?
C31 F3B . 1.434(11) ?
C31 C32 . 1.513(6) ?
C32 F5B . 1.168(10) ?
C32 F6A . 1.321(6) ?
C32 F5A . 1.480(10) ?
C32 C33 . 1.492(6) ?
C32 F6B . 1.563(11) ?
C2A S1A . 1.709(4) ?
C16A S2A . 1.714(4) ?
C2B C16B . 1.71(6) ?
C2B S1B . 1.73(4) ?
C16B S2B . 1.77(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2B C3 C4 . . 126.7(16) ?
C2A C3 C4 . . 110.6(3) ?
C2B C3 C29 . . 99.7(17) ?
C2A C3 C29 . . 125.9(3) ?
C4 C3 C29 . . 123.4(3) ?
C2B C3 S1B . . 48.2(16) ?
C4 C3 S1B . . 79.0(3) ?
C29 C3 S1B . . 141.2(4) ?
C5 C4 C3 . . 114.6(3) ?
C4 C5 C6 . . 129.1(3) ?
C4 C5 S1A . . 110.9(3) ?
C6 C5 S1A . . 120.0(3) ?
C4 C5 S1B . . 89.0(4) ?
C6 C5 S1B . . 129.2(4) ?
C11 C6 C7 . . 117.7(4) ?
C11 C6 C5 . . 121.9(4) ?
C7 C6 C5 . . 120.4(3) ?
C8 C7 C6 . . 120.5(4) ?
C7 C8 C9 . . 120.6(4) ?
C8 C9 C10 . . 121.4(4) ?
C9 C10 C11 . . 117.0(4) ?
C9 C10 Si1 . . 122.2(3) ?
C11 C10 Si1 . . 120.7(3) ?
C6 C11 C10 . . 122.8(4) ?
C16B C17 C18 . . 127.(2) ?
C16A C17 C18 . . 111.5(3) ?
C16B C17 C33 . . 101.(2) ?
C16A C17 C33 . . 125.6(3) ?
C18 C17 C33 . . 122.8(3) ?
C16B C17 S2B . . 51.(2) ?
C18 C17 S2B . . 76.7(3) ?
C33 C17 S2B . . 147.3(4) ?
C19 C18 C17 . . 114.0(3) ?
C18 C19 C20 . . 128.8(3) ?
C18 C19 S2A . . 110.9(3) ?
C20 C19 S2A . . 120.2(3) ?
C18 C19 S2B . . 91.0(4) ?
C20 C19 S2B . . 130.9(4) ?
C21 C20 C25 . . 118.3(3) ?
C21 C20 C19 . . 120.3(3) ?
C25 C20 C19 . . 121.3(3) ?
C22 C21 C20 . . 120.6(4) ?
C21 C22 C23 . . 120.3(4) ?
C22 C23 C24 . . 121.3(4) ?
C25 C24 C23 . . 117.2(3) ?
C25 C24 Si2 . . 122.2(3) ?
C23 C24 Si2 . . 120.5(3) ?
C24 C25 C20 . . 122.2(3) ?
C33 C29 C3 . . 128.9(4) ?
C33 C29 C30 . . 110.0(4) ?
C3 C29 C30 . . 121.0(3) ?
F2A C30 F1A . . 103.9(4) ?
F1B C30 C29 . . 115.0(5) ?
F2A C30 C29 . . 119.8(5) ?
F1A C30 C29 . . 109.1(4) ?
F1B C30 C31 . . 126.8(7) ?
F2A C30 C31 . . 113.1(5) ?
F1A C30 C31 . . 102.8(5) ?
C29 C30 C31 . . 106.9(3) ?
F1B C30 F2B . . 100.0(7) ?
C29 C30 F2B . . 99.7(6) ?
C31 C30 F2B . . 103.7(6) ?
F3A C31 F4A . . 103.7(5) ?
F4B C31 F3B . . 108.2(7) ?
F4B C31 C30 . . 115.4(6) ?
F3A C31 C30 . . 119.7(5) ?
F4A C31 C30 . . 107.8(4) ?
F3B C31 C30 . . 96.2(6) ?
F4B C31 C32 . . 126.3(8) ?
F3A C31 C32 . . 116.4(4) ?
F4A C31 C32 . . 101.8(5) ?
F3B C31 C32 . . 99.8(6) ?
C30 C31 C32 . . 105.6(3) ?
F6A C32 F5A . . 102.0(5) ?
F5B C32 C33 . . 124.9(8) ?
F6A C32 C33 . . 117.0(5) ?
F5A C32 C33 . . 107.9(4) ?
F5B C32 C31 . . 120.0(7) ?
F6A C32 C31 . . 118.3(5) ?
F5A C32 C31 . . 104.1(5) ?
C33 C32 C31 . . 106.3(3) ?
F5B C32 F6B . . 103.7(8) ?
C33 C32 F6B . . 100.5(5) ?
C31 C32 F6B . . 94.5(6) ?
C29 C33 C17 . . 129.7(4) ?
C29 C33 C32 . . 110.6(4) ?
C17 C33 C32 . . 119.7(3) ?
C3 C2A C1 . . 128.9(4) ?
C3 C2A S1A . . 111.3(3) ?
C1 C2A S1A . . 119.8(3) ?
C17 C16A C15 . . 129.2(4) ?
C17 C16A S2A . . 110.8(3) ?
C15 C16A S2A . . 120.0(3) ?
C2A S1A C5 . . 92.4(2) ?
C16A S2A C19 . . 92.68(19) ?
C3 C2B C16B . . 122.(3) ?
C3 C2B C1 . . 118.(3) ?
C16B C2B C1 . . 98.(2) ?
C3 C2B S1B . . 98.(2) ?
C16B C2B S1B . . 116.(3) ?
C1 C2B S1B . . 105.(2) ?
C17 C16B C2B . . 125.(4) ?
C17 C16B C15 . . 123.(3) ?
C2B C16B C15 . . 93.(2) ?
C17 C16B S2B . . 97.(3) ?
C2B C16B S2B . . 116.(3) ?
C15 C16B S2B . . 101.(2) ?
C2B S1B C5 . . 97.6(13) ?
C2B S1B C3 . . 34.3(12) ?
C5 S1B C3 . . 64.0(3) ?
C16B S2B C19 . . 98.5(15) ?
C16B S2B C17 . . 31.2(14) ?
C19 S2B C17 . . 67.6(3) ?
C12 Si1 C14 . . 109.9(3) ?
C12 Si1 C10 . . 109.6(2) ?
C14 Si1 C10 . . 108.8(2) ?
C12 Si1 C13 . . 109.2(2) ?
C14 Si1 C13 . . 110.8(3) ?
C10 Si1 C13 . . 108.5(2) ?
C28 Si2 C27 . . 111.0(3) ?
C28 Si2 C26 . . 109.1(4) ?
C27 Si2 C26 . . 109.6(3) ?
C28 Si2 C24 . . 107.1(2) ?
C27 Si2 C24 . . 110.6(2) ?
C26 Si2 C24 . . 109.4(2) ?



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_m-trimethyl-hollow-6-173K
_database_code_depnum_ccdc_archive 'CCDC 1983524'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0001 0.0005 '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'
F F 0.0043 0.0034 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0298 0.0251 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0489 0.0447 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.1941(3)
_cell_length_b                   10.9554(2)
_cell_length_c                   33.6907(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6715.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    146540
_cell_measurement_theta_min      0.996
_cell_measurement_theta_max      16.205

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.035
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.008
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.920
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.4298
_diffrn_radiation_type           synchrotron
_diffrn_source                   'SPring-8 BL02B1'
_diffrn_measurement_device_type  'PILATUS3 X CdTe 1M'
_diffrn_radiation_monochromator  Si_311
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            146540
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         0.996
_diffrn_reflns_theta_max         16.205
_diffrn_reflns_theta_full        14.944
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7706
_reflns_number_gt                7112
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²+2.1370P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0100(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7706
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.1077
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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_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 0.69005(8) 0.60058(12) -0.03456(4) 0.0418(3) Uani 1 1 d . . . . .
H1A H 0.7240 0.6151 -0.0125 0.063 Uiso 1 1 calc R U . . .
H1B H 0.7137 0.5478 -0.0543 0.063 Uiso 1 1 calc R U . . .
H1C H 0.6455 0.5608 -0.0246 0.063 Uiso 1 1 calc R U . . .
C2 C 0.67017(7) 0.71951(11) -0.05341(4) 0.0318(2) Uani 1 1 d . . . . .
C3 C 0.60926(6) 0.79220(11) -0.04843(3) 0.0289(2) Uani 1 1 d . . . . .
C4 C 0.61010(7) 0.89659(11) -0.07383(4) 0.0307(2) Uani 1 1 d . . . . .
H4 H 0.5718 0.9555 -0.0744 0.037 Uiso 1 1 calc R U . . .
C5 C 0.67116(7) 0.90359(11) -0.09721(4) 0.0312(2) Uani 1 1 d . . . . .
C6 C 0.69000(7) 0.99719(11) -0.12676(4) 0.0323(2) Uani 1 1 d . . . . .
C7 C 0.63910(7) 1.08677(13) -0.13724(4) 0.0389(3) Uani 1 1 d . . . . .
H7 H 0.5920 1.0875 -0.1251 0.047 Uiso 1 1 calc R U . . .
C8 C 0.65674(8) 1.17437(14) -0.16514(4) 0.0454(3) Uani 1 1 d . . . . .
H8 H 0.6215 1.2345 -0.1723 0.054 Uiso 1 1 calc R U . . .
C9 C 0.72548(8) 1.17511(15) -0.18281(4) 0.0445(3) Uani 1 1 d . . . . .
H9 H 0.7368 1.2359 -0.2020 0.053 Uiso 1 1 calc R U . . .
C10 C 0.77821(8) 1.08853(14) -0.17299(4) 0.0400(3) Uani 1 1 d . . . . .
C11 C 0.75910(7) 1.00009(13) -0.14479(4) 0.0364(3) Uani 1 1 d . . . . .
H11 H 0.7944 0.9400 -0.1377 0.044 Uiso 1 1 calc R U . . .
C12 C 0.87974(13) 0.9732(2) -0.23433(7) 0.0792(6) Uani 1 1 d . . . . .
H12A H 0.9292 0.9749 -0.2458 0.119 Uiso 1 1 calc R U . . .
H12B H 0.8434 0.9895 -0.2551 0.119 Uiso 1 1 calc R U . . .
H12C H 0.8704 0.8927 -0.2227 0.119 Uiso 1 1 calc R U . . .
C13 C 0.88749(13) 1.2460(2) -0.21786(8) 0.0845(7) Uani 1 1 d . . . . .
H13A H 0.8789 1.3095 -0.1979 0.127 Uiso 1 1 calc R U . . .
H13B H 0.8533 1.2572 -0.2400 0.127 Uiso 1 1 calc R U . . .
H13C H 0.9381 1.2518 -0.2276 0.127 Uiso 1 1 calc R U . . .
C14 C 0.94046(12) 1.0631(4) -0.15517(8) 0.1202(12) Uani 1 1 d . . . . .
H14A H 0.9418 1.1330 -0.1370 0.180 Uiso 1 1 calc R U . . .
H14B H 0.9892 1.0514 -0.1669 0.180 Uiso 1 1 calc R U . . .
H14C H 0.9264 0.9895 -0.1405 0.180 Uiso 1 1 calc R U . . .
C15 C 0.68997(8) 0.90428(11) 0.02673(4) 0.0395(3) Uani 1 1 d . . . . .
H15A H 0.7210 0.8898 0.0034 0.059 Uiso 1 1 calc R U . . .
H15B H 0.7155 0.9589 0.0452 0.059 Uiso 1 1 calc R U . . .
H15C H 0.6436 0.9419 0.0183 0.059 Uiso 1 1 calc R U . . .
C16 C 0.67431(7) 0.78560(10) 0.04691(4) 0.0299(2) Uani 1 1 d . . . . .
C17 C 0.61492(6) 0.70851(10) 0.04359(3) 0.0278(2) Uani 1 1 d . . . . .
C18 C 0.61984(7) 0.60625(11) 0.06978(3) 0.0290(2) Uani 1 1 d . . . . .
H18 H 0.5832 0.5447 0.0714 0.035 Uiso 1 1 calc R U . . .
C19 C 0.68226(6) 0.60554(10) 0.09213(3) 0.0280(2) Uani 1 1 d . . . . .
C20 C 0.70449(6) 0.51763(10) 0.12268(3) 0.0289(2) Uani 1 1 d . . . . .
C21 C 0.65287(7) 0.43831(12) 0.13913(4) 0.0354(3) Uani 1 1 d . . . . .
H21 H 0.6032 0.4413 0.1305 0.042 Uiso 1 1 calc R U . . .
C22 C 0.67370(8) 0.35532(14) 0.16792(4) 0.0408(3) Uani 1 1 d . . . . .
H22 H 0.6382 0.3017 0.1790 0.049 Uiso 1 1 calc R U . . .
C23 C 0.74592(8) 0.34972(13) 0.18069(4) 0.0393(3) Uani 1 1 d . . . . .
H23 H 0.7594 0.2917 0.2004 0.047 Uiso 1 1 calc R U . . .
C24 C 0.79944(7) 0.42787(11) 0.16519(4) 0.0334(3) Uani 1 1 d . . . . .
C25 C 0.77698(7) 0.51105(11) 0.13622(4) 0.0309(2) Uani 1 1 d . . . . .
H25 H 0.8123 0.5653 0.1253 0.037 Uiso 1 1 calc R U . . .
C26 C 0.93587(11) 0.26917(19) 0.16620(10) 0.0917(9) Uani 1 1 d . . . . .
H26A H 0.9418 0.2691 0.1373 0.138 Uiso 1 1 calc R U . . .
H26B H 0.9026 0.2030 0.1740 0.138 Uiso 1 1 calc R U . . .
H26C H 0.9838 0.2570 0.1788 0.138 Uiso 1 1 calc R U . . .
C27 C 0.95231(10) 0.5425(2) 0.16193(9) 0.0934(9) Uani 1 1 d . . . . .
H27A H 1.0030 0.5355 0.1715 0.140 Uiso 1 1 calc R U . . .
H27B H 0.9315 0.6205 0.1707 0.140 Uiso 1 1 calc R U . . .
H27C H 0.9518 0.5388 0.1329 0.140 Uiso 1 1 calc R U . . .
C28 C 0.89696(15) 0.4227(4) 0.23692(7) 0.1309(15) Uani 1 1 d . . . . .
H28A H 0.8614 0.3636 0.2473 0.196 Uiso 1 1 calc R U . . .
H28B H 0.8832 0.5050 0.2456 0.196 Uiso 1 1 calc R U . . .
H28C H 0.9461 0.4030 0.2469 0.196 Uiso 1 1 calc R U . . .
C29 C 0.54946(6) 0.76743(10) -0.02060(4) 0.0285(2) Uani 1 1 d . . . . .
C30 C 0.47148(8) 0.78369(15) -0.03411(4) 0.0431(3) Uani 1 1 d . . . . .
C31 C 0.42331(8) 0.74495(12) 0.00055(4) 0.0394(3) Uani 1 1 d . . . . .
C32 C 0.47623(7) 0.70393(16) 0.03284(4) 0.0456(3) Uani 1 1 d . . . . .
C33 C 0.55200(6) 0.72790(10) 0.01736(4) 0.0282(2) Uani 1 1 d . . . . .
F1A F 0.45609(13) 0.6873(4) -0.06275(9) 0.0551(7) Uani 0.541(6) 1 d . . P A 1
F2A F 0.45221(15) 0.8813(3) -0.05099(10) 0.0517(8) Uani 0.541(6) 1 d . . P A 1
F3A F 0.36495(16) 0.6776(4) -0.00522(10) 0.0609(9) Uani 0.541(6) 1 d . . P A 1
F4A F 0.3979(2) 0.8542(3) 0.01721(8) 0.0586(8) Uani 0.541(6) 1 d . . P A 1
F5A F 0.46736(13) 0.5672(2) 0.03193(13) 0.0536(7) Uani 0.541(6) 1 d . . P A 1
F6A F 0.46260(11) 0.7281(4) 0.06919(6) 0.0554(9) Uani 0.541(6) 1 d . . P A 1
F1B F 0.45645(14) 0.7549(5) -0.06950(7) 0.0578(10) Uani 0.459(6) 1 d . . P A 2
F2B F 0.4613(2) 0.9206(3) -0.03453(16) 0.0583(10) Uani 0.459(6) 1 d . . P A 2
F3B F 0.3977(3) 0.6338(3) -0.01452(9) 0.0582(10) Uani 0.459(6) 1 d . . P A 2
F4B F 0.36643(19) 0.8113(4) 0.00781(11) 0.0580(10) Uani 0.459(6) 1 d . . P A 2
F5B F 0.46180(14) 0.6121(4) 0.05139(12) 0.0568(12) Uani 0.459(6) 1 d . . P A 2
F6B F 0.46361(13) 0.8066(5) 0.06196(10) 0.0598(11) Uani 0.459(6) 1 d . . P A 2
S1 S 0.72777(2) 0.78025(3) -0.08847(2) 0.03629(10) Uani 1 1 d . . . . .
S2 S 0.73537(2) 0.73153(3) 0.08140(2) 0.03208(9) Uani 1 1 d . . . . .
Si1 Si 0.87247(3) 1.09224(5) -0.19503(2) 0.05817(15) Uani 1 1 d . . . . .
Si2 Si 0.89716(2) 0.41617(4) 0.18212(2) 0.03861(11) 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
C1 C2 1.4938(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3750(17) . ?
C2 S1 1.7137(12) . ?
C3 C4 1.4284(16) . ?
C3 C29 1.4617(16) . ?
C4 C5 1.3640(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.4697(16) . ?
C5 S1 1.7244(12) . ?
C6 C7 1.3949(18) . ?
C6 C11 1.3967(17) . ?
C7 C8 1.3812(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.4006(18) . ?
C10 Si1 1.8694(15) . ?
C11 H11 0.9500 . ?
C12 Si1 1.863(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.871(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.854(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.4947(16) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3760(16) . ?
C16 S2 1.7130(12) . ?
C17 C18 1.4288(16) . ?
C17 C33 1.4618(16) . ?
C18 C19 1.3626(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.4664(16) . ?
C19 S2 1.7233(12) . ?
C20 C21 1.3943(17) . ?
C20 C25 1.3974(16) . ?
C21 C22 1.3826(18) . ?
C21 H21 0.9500 . ?
C22 C23 1.3840(19) . ?
C22 H22 0.9500 . ?
C23 C24 1.3978(18) . ?
C23 H23 0.9500 . ?
C24 C25 1.3964(16) . ?
C24 Si2 1.8716(13) . ?
C25 H25 0.9500 . ?
C26 Si2 1.838(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.840(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.848(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.3511(17) . ?
C29 C30 1.5006(17) . ?
C30 F2A 1.261(3) . ?
C30 F1B 1.263(3) . ?
C30 F1A 1.457(3) . ?
C30 F2B 1.512(4) . ?
C30 C31 1.5205(19) . ?
C31 F4B 1.288(3) . ?
C31 F3A 1.307(2) . ?
C31 F3B 1.399(3) . ?
C31 F4A 1.401(3) . ?
C31 C32 1.5207(19) . ?
C32 F5B 1.213(3) . ?
C32 F6A 1.277(2) . ?
C32 C33 1.4970(17) . ?
C32 F5A 1.506(3) . ?
C32 F6B 1.510(3) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 130.43(11) . . ?
C3 C2 S1 110.61(9) . . ?
C1 C2 S1 118.92(9) . . ?
C2 C3 C4 112.46(11) . . ?
C2 C3 C29 124.79(11) . . ?
C4 C3 C29 122.75(10) . . ?
C5 C4 C3 113.56(11) . . ?
C5 C4 H4 123.2 . . ?
C3 C4 H4 123.2 . . ?
C4 C5 C6 128.35(11) . . ?
C4 C5 S1 110.11(9) . . ?
C6 C5 S1 121.54(9) . . ?
C7 C6 C11 118.13(12) . . ?
C7 C6 C5 120.50(11) . . ?
C11 C6 C5 121.37(11) . . ?
C8 C7 C6 120.46(13) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.42(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 121.15(13) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 117.55(13) . . ?
C9 C10 Si1 121.60(10) . . ?
C11 C10 Si1 120.81(11) . . ?
C6 C11 C10 122.29(13) . . ?
C6 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.29(11) . . ?
C17 C16 S2 110.62(9) . . ?
C15 C16 S2 119.06(9) . . ?
C16 C17 C18 112.45(10) . . ?
C16 C17 C33 125.10(10) . . ?
C18 C17 C33 122.44(10) . . ?
C19 C18 C17 113.45(10) . . ?
C19 C18 H18 123.3 . . ?
C17 C18 H18 123.3 . . ?
C18 C19 C20 128.43(11) . . ?
C18 C19 S2 110.29(9) . . ?
C20 C19 S2 121.24(9) . . ?
C21 C20 C25 118.28(11) . . ?
C21 C20 C19 120.16(11) . . ?
C25 C20 C19 121.55(11) . . ?
C22 C21 C20 120.28(12) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.49(12) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 121.20(12) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 117.20(12) . . ?
C25 C24 Si2 122.39(10) . . ?
C23 C24 Si2 120.39(9) . . ?
C24 C25 C20 122.55(11) . . ?
C24 C25 H25 118.7 . . ?
C20 C25 H25 118.7 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 129.89(10) . . ?
C33 C29 C30 110.95(10) . . ?
C3 C29 C30 119.15(10) . . ?
F2A C30 F1A 105.23(18) . . ?
F2A C30 C29 120.02(19) . . ?
F1B C30 C29 117.48(18) . . ?
F1A C30 C29 107.24(15) . . ?
F1B C30 F2B 102.3(2) . . ?
C29 C30 F2B 103.7(2) . . ?
F2A C30 C31 115.01(18) . . ?
F1B C30 C31 122.0(2) . . ?
F1A C30 C31 101.26(18) . . ?
C29 C30 C31 106.19(11) . . ?
F2B C30 C31 102.33(19) . . ?
F4B C31 F3B 107.0(2) . . ?
F3A C31 F4A 105.9(2) . . ?
F4B C31 C30 116.85(16) . . ?
F3A C31 C30 120.76(19) . . ?
F3B C31 C30 98.97(19) . . ?
F4A C31 C30 105.03(16) . . ?
F4B C31 C32 122.7(2) . . ?
F3A C31 C32 116.98(15) . . ?
F3B C31 C32 102.29(19) . . ?
F4A C31 C32 100.04(18) . . ?
C30 C31 C32 105.48(11) . . ?
F5B C32 C33 121.61(19) . . ?
F6A C32 C33 118.44(16) . . ?
F6A C32 F5A 101.83(18) . . ?
C33 C32 F5A 105.42(16) . . ?
F5B C32 F6B 104.5(2) . . ?
C33 C32 F6B 103.63(16) . . ?
F5B C32 C31 118.46(19) . . ?
F6A C32 C31 120.11(17) . . ?
C33 C32 C31 106.38(11) . . ?
F5A C32 C31 102.21(16) . . ?
F6B C32 C31 98.55(19) . . ?
C29 C33 C17 130.22(10) . . ?
C29 C33 C32 110.76(10) . . ?
C17 C33 C32 119.02(11) . . ?
C2 S1 C5 93.25(6) . . ?
C16 S2 C19 93.19(6) . . ?
C14 Si1 C12 110.30(14) . . ?
C14 Si1 C10 108.70(9) . . ?
C12 Si1 C10 109.41(9) . . ?
C14 Si1 C13 110.81(14) . . ?
C12 Si1 C13 109.11(11) . . ?
C10 Si1 C13 108.47(9) . . ?
C26 Si2 C27 110.03(12) . . ?
C26 Si2 C28 109.04(16) . . ?
C27 Si2 C28 109.96(16) . . ?
C26 Si2 C24 109.59(8) . . ?
C27 Si2 C24 110.72(8) . . ?
C28 Si2 C24 107.45(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
_geom_torsion_publ_flag
C1 C2 C3 C4 -177.12(13) . . . . ?
S1 C2 C3 C4 0.64(14) . . . . ?
C1 C2 C3 C29 2.7(2) . . . . ?
S1 C2 C3 C29 -179.53(10) . . . . ?
C2 C3 C4 C5 -0.87(16) . . . . ?
C29 C3 C4 C5 179.30(11) . . . . ?
C3 C4 C5 C6 179.58(12) . . . . ?
C3 C4 C5 S1 0.67(14) . . . . ?
C4 C5 C6 C7 -7.6(2) . . . . ?
S1 C5 C6 C7 171.20(10) . . . . ?
C4 C5 C6 C11 171.72(13) . . . . ?
S1 C5 C6 C11 -9.49(17) . . . . ?
C11 C6 C7 C8 0.9(2) . . . . ?
C5 C6 C7 C8 -179.72(13) . . . . ?
C6 C7 C8 C9 -0.6(2) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C8 C9 C10 Si1 -177.45(12) . . . . ?
C7 C6 C11 C10 -0.6(2) . . . . ?
C5 C6 C11 C10 -179.93(12) . . . . ?
C9 C10 C11 C6 -0.1(2) . . . . ?
Si1 C10 C11 C6 177.82(10) . . . . ?
C15 C16 C17 C18 -177.12(13) . . . . ?
S2 C16 C17 C18 0.62(13) . . . . ?
C15 C16 C17 C33 1.3(2) . . . . ?
S2 C16 C17 C33 179.03(10) . . . . ?
C16 C17 C18 C19 -0.69(15) . . . . ?
C33 C17 C18 C19 -179.15(11) . . . . ?
C17 C18 C19 C20 178.03(11) . . . . ?
C17 C18 C19 S2 0.43(13) . . . . ?
C18 C19 C20 C21 -16.20(19) . . . . ?
S2 C19 C20 C21 161.17(10) . . . . ?
C18 C19 C20 C25 164.10(12) . . . . ?
S2 C19 C20 C25 -18.53(16) . . . . ?
C25 C20 C21 C22 -0.32(19) . . . . ?
C19 C20 C21 C22 179.97(12) . . . . ?
C20 C21 C22 C23 -0.2(2) . . . . ?
C21 C22 C23 C24 0.5(2) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C22 C23 C24 Si2 -178.62(11) . . . . ?
C23 C24 C25 C20 -0.17(19) . . . . ?
Si2 C24 C25 C20 178.09(9) . . . . ?
C21 C20 C25 C24 0.49(18) . . . . ?
C19 C20 C25 C24 -179.81(11) . . . . ?
C2 C3 C29 C33 42.6(2) . . . . ?
C4 C3 C29 C33 -137.58(14) . . . . ?
C2 C3 C29 C30 -136.00(14) . . . . ?
C4 C3 C29 C30 43.81(17) . . . . ?
C33 C29 C30 F2A 130.9(2) . . . . ?
C3 C29 C30 F2A -50.3(3) . . . . ?
C33 C29 C30 F1B -142.3(3) . . . . ?
C3 C29 C30 F1B 36.5(3) . . . . ?
C33 C29 C30 F1A -109.3(2) . . . . ?
C3 C29 C30 F1A 69.5(2) . . . . ?
C33 C29 C30 F2B 105.8(2) . . . . ?
C3 C29 C30 F2B -75.4(2) . . . . ?
C33 C29 C30 C31 -1.67(16) . . . . ?
C3 C29 C30 C31 177.19(11) . . . . ?
F1B C30 C31 F4B -82.9(5) . . . . ?
C29 C30 C31 F4B 138.6(3) . . . . ?
F2B C30 C31 F4B 30.2(5) . . . . ?
F2A C30 C31 F3A 87.8(4) . . . . ?
F1A C30 C31 F3A -25.1(3) . . . . ?
C29 C30 C31 F3A -137.0(2) . . . . ?
F1B C30 C31 F3B 31.4(5) . . . . ?
C29 C30 C31 F3B -107.0(2) . . . . ?
F2B C30 C31 F3B 144.6(4) . . . . ?
F2A C30 C31 F4A -31.6(4) . . . . ?
F1A C30 C31 F4A -144.5(3) . . . . ?
C29 C30 C31 F4A 103.7(2) . . . . ?
F2A C30 C31 C32 -136.8(2) . . . . ?
F1B C30 C31 C32 136.9(3) . . . . ?
F1A C30 C31 C32 110.37(18) . . . . ?
C29 C30 C31 C32 -1.51(15) . . . . ?
F2B C30 C31 C32 -109.9(2) . . . . ?
F4B C31 C32 F5B 85.3(5) . . . . ?
F3B C31 C32 F5B -34.4(5) . . . . ?
C30 C31 C32 F5B -137.5(3) . . . . ?
F3A C31 C32 F6A -80.6(4) . . . . ?
F4A C31 C32 F6A 33.1(4) . . . . ?
C30 C31 C32 F6A 141.9(2) . . . . ?
F4B C31 C32 C33 -133.4(3) . . . . ?
F3A C31 C32 C33 141.3(3) . . . . ?
F3B C31 C32 C33 106.9(2) . . . . ?
F4A C31 C32 C33 -105.0(2) . . . . ?
C30 C31 C32 C33 3.84(16) . . . . ?
F3A C31 C32 F5A 31.0(4) . . . . ?
F4A C31 C32 F5A 144.7(3) . . . . ?
C30 C31 C32 F5A -106.48(19) . . . . ?
F4B C31 C32 F6B -26.4(4) . . . . ?
F3B C31 C32 F6B -146.1(3) . . . . ?
C30 C31 C32 F6B 110.9(2) . . . . ?
C3 C29 C33 C17 6.4(2) . . . . ?
C30 C29 C33 C17 -174.85(12) . . . . ?
C3 C29 C33 C32 -174.43(13) . . . . ?
C30 C29 C33 C32 4.27(16) . . . . ?
C16 C17 C33 C29 42.0(2) . . . . ?
C18 C17 C33 C29 -139.72(13) . . . . ?
C16 C17 C33 C32 -137.03(14) . . . . ?
C18 C17 C33 C32 41.22(17) . . . . ?
F5B C32 C33 C29 134.7(3) . . . . ?
F6A C32 C33 C29 -144.1(2) . . . . ?
F5A C32 C33 C29 102.91(19) . . . . ?
F6B C32 C33 C29 -108.5(2) . . . . ?
C31 C32 C33 C29 -5.13(16) . . . . ?
F5B C32 C33 C17 -46.1(4) . . . . ?
F6A C32 C33 C17 35.2(3) . . . . ?
F5A C32 C33 C17 -77.9(2) . . . . ?
F6B C32 C33 C17 70.8(2) . . . . ?
C31 C32 C33 C17 174.10(11) . . . . ?
C3 C2 S1 C5 -0.23(10) . . . . ?
C1 C2 S1 C5 177.82(11) . . . . ?
C4 C5 S1 C2 -0.26(10) . . . . ?
C6 C5 S1 C2 -179.25(10) . . . . ?
C17 C16 S2 C19 -0.33(10) . . . . ?
C15 C16 S2 C19 177.70(11) . . . . ?
C18 C19 S2 C16 -0.06(10) . . . . ?
C20 C19 S2 C16 -177.87(10) . . . . ?
C9 C10 Si1 C14 136.29(18) . . . . ?
C11 C10 Si1 C14 -41.53(19) . . . . ?
C9 C10 Si1 C12 -103.20(14) . . . . ?
C11 C10 Si1 C12 78.98(14) . . . . ?
C9 C10 Si1 C13 15.73(16) . . . . ?
C11 C10 Si1 C13 -162.09(14) . . . . ?
C25 C24 Si2 C26 -112.20(15) . . . . ?
C23 C24 Si2 C26 66.01(16) . . . . ?
C25 C24 Si2 C27 9.36(16) . . . . ?
C23 C24 Si2 C27 -172.44(14) . . . . ?
C25 C24 Si2 C28 129.45(17) . . . . ?
C23 C24 Si2 C28 -52.34(18) . . . . ?

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.042


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_m_trimethyl_BPEA_11
_database_code_depnum_ccdc_archive 'CCDC 1983525'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0005 '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'
F F 0.0037 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0273 0.0233 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0451 0.0414 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.2035(10)
_cell_length_b                   10.9561(6)
_cell_length_c                   33.7120(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6723.5(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    97399
_cell_measurement_theta_min      0.705
_cell_measurement_theta_max      15.618

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.4146
_diffrn_radiation_type           synchrotron
_diffrn_source                   'SPring-8 BL02B1'
_diffrn_measurement_device_type  'PILATUS3 X CdTe 1M'
_diffrn_radiation_monochromator  Si_311
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            97399
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         0.705
_diffrn_reflns_theta_max         15.618
_diffrn_reflns_theta_full        14.404
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7719
_reflns_number_gt                6302
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7719
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.1048
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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_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 0.18995(9) 0.60067(13) -0.03461(4) 0.0413(3) Uani 1 1 d . . . . .
H1A H 0.2243 0.6152 -0.0127 0.062 Uiso 1 1 calc R U . . .
H1B H 0.2131 0.5475 -0.0544 0.062 Uiso 1 1 calc R U . . .
H1C H 0.1455 0.5613 -0.0244 0.062 Uiso 1 1 calc R U . . .
C2 C 0.17010(7) 0.71938(12) -0.05343(4) 0.0315(3) Uani 1 1 d . . . . .
C3 C 0.10933(7) 0.79229(11) -0.04845(4) 0.0285(2) Uani 1 1 d . . . . .
C4 C 0.11011(7) 0.89659(12) -0.07389(4) 0.0302(3) Uani 1 1 d . . . . .
H4 H 0.0718 0.9554 -0.0745 0.036 Uiso 1 1 calc R U . . .
C5 C 0.17105(7) 0.90367(12) -0.09723(4) 0.0307(3) Uani 1 1 d . . . . .
C6 C 0.19000(7) 0.99722(12) -0.12678(4) 0.0317(3) Uani 1 1 d . . . . .
C7 C 0.13914(7) 1.08675(14) -0.13727(4) 0.0383(3) Uani 1 1 d . . . . .
H7 H 0.0920 1.0875 -0.1252 0.046 Uiso 1 1 calc R U . . .
C8 C 0.15677(8) 1.17446(15) -0.16515(4) 0.0449(3) Uani 1 1 d . . . . .
H8 H 0.1216 1.2347 -0.1722 0.054 Uiso 1 1 calc R U . . .
C9 C 0.22547(8) 1.17515(15) -0.18286(4) 0.0440(3) Uani 1 1 d . . . . .
H9 H 0.2367 1.2358 -0.2021 0.053 Uiso 1 1 calc R U . . .
C10 C 0.27817(8) 1.08861(14) -0.17296(4) 0.0393(3) Uani 1 1 d . . . . .
C11 C 0.25898(7) 1.00018(13) -0.14480(4) 0.0359(3) Uani 1 1 d . . . . .
H11 H 0.2942 0.9400 -0.1377 0.043 Uiso 1 1 calc R U . . .
C12 C 0.37982(13) 0.9736(2) -0.23434(6) 0.0782(6) Uani 1 1 d . . . . .
H12A H 0.4292 0.9757 -0.2459 0.117 Uiso 1 1 calc R U . . .
H12B H 0.3433 0.9897 -0.2551 0.117 Uiso 1 1 calc R U . . .
H12C H 0.3708 0.8930 -0.2227 0.117 Uiso 1 1 calc R U . . .
C13 C 0.38751(13) 1.2459(2) -0.21785(8) 0.0846(7) Uani 1 1 d . . . . .
H13A H 0.3789 1.3094 -0.1979 0.127 Uiso 1 1 calc R U . . .
H13B H 0.3534 1.2571 -0.2400 0.127 Uiso 1 1 calc R U . . .
H13C H 0.4381 1.2517 -0.2276 0.127 Uiso 1 1 calc R U . . .
C14 C 0.44053(12) 1.0630(3) -0.15532(8) 0.1198(12) Uani 1 1 d . . . . .
H14A H 0.4420 1.1330 -0.1372 0.180 Uiso 1 1 calc R U . . .
H14B H 0.4892 1.0510 -0.1671 0.180 Uiso 1 1 calc R U . . .
H14C H 0.4264 0.9896 -0.1406 0.180 Uiso 1 1 calc R U . . .
C15 C 0.18986(8) 0.90422(12) 0.02671(4) 0.0394(3) Uani 1 1 d . . . . .
H15A H 0.2210 0.8897 0.0035 0.059 Uiso 1 1 calc R U . . .
H15B H 0.2153 0.9590 0.0451 0.059 Uiso 1 1 calc R U . . .
H15C H 0.1436 0.9417 0.0183 0.059 Uiso 1 1 calc R U . . .
C16 C 0.17427(7) 0.78567(11) 0.04690(4) 0.0295(3) Uani 1 1 d . . . . .
C17 C 0.11494(7) 0.70841(11) 0.04355(4) 0.0273(2) Uani 1 1 d . . . . .
C18 C 0.11996(7) 0.60633(11) 0.06975(4) 0.0283(2) Uani 1 1 d . . . . .
H18 H 0.0833 0.5448 0.0714 0.034 Uiso 1 1 calc R U . . .
C19 C 0.18230(6) 0.60549(11) 0.09214(3) 0.0275(2) Uani 1 1 d . . . . .
C20 C 0.20454(6) 0.51758(11) 0.12270(3) 0.0280(2) Uani 1 1 d . . . . .
C21 C 0.15296(7) 0.43838(13) 0.13913(4) 0.0344(3) Uani 1 1 d . . . . .
H21 H 0.1033 0.4414 0.1305 0.041 Uiso 1 1 calc R U . . .
C22 C 0.17374(8) 0.35549(14) 0.16791(4) 0.0404(3) Uani 1 1 d . . . . .
H22 H 0.1382 0.3020 0.1790 0.048 Uiso 1 1 calc R U . . .
C23 C 0.24599(8) 0.34982(14) 0.18070(4) 0.0387(3) Uani 1 1 d . . . . .
H23 H 0.2594 0.2919 0.2004 0.046 Uiso 1 1 calc R U . . .
C24 C 0.29949(7) 0.42796(12) 0.16515(4) 0.0327(3) Uani 1 1 d . . . . .
C25 C 0.27688(7) 0.51116(12) 0.13625(4) 0.0304(3) Uani 1 1 d . . . . .
H25 H 0.3122 0.5656 0.1254 0.036 Uiso 1 1 calc R U . . .
C26 C 0.43592(11) 0.26901(19) 0.16621(10) 0.0913(9) Uani 1 1 d . . . . .
H26A H 0.4413 0.2685 0.1373 0.137 Uiso 1 1 calc R U . . .
H26B H 0.4030 0.2028 0.1743 0.137 Uiso 1 1 calc R U . . .
H26C H 0.4841 0.2573 0.1786 0.137 Uiso 1 1 calc R U . . .
C27 C 0.45229(10) 0.5428(2) 0.16190(9) 0.0938(9) Uani 1 1 d . . . . .
H27A H 0.5034 0.5339 0.1705 0.141 Uiso 1 1 calc R U . . .
H27B H 0.4327 0.6206 0.1716 0.141 Uiso 1 1 calc R U . . .
H27C H 0.4500 0.5413 0.1329 0.141 Uiso 1 1 calc R U . . .
C28 C 0.39690(14) 0.4236(4) 0.23694(7) 0.1312(15) Uani 1 1 d . . . . .
H28A H 0.3679 0.3556 0.2476 0.197 Uiso 1 1 calc R U . . .
H28B H 0.3752 0.5011 0.2455 0.197 Uiso 1 1 calc R U . . .
H28C H 0.4474 0.4179 0.2468 0.197 Uiso 1 1 calc R U . . .
C29 C 0.04941(6) 0.76740(11) -0.02061(4) 0.0279(2) Uani 1 1 d . . . . .
C30 C -0.02852(8) 0.78380(15) -0.03411(4) 0.0425(3) Uani 1 1 d . . . . .
C31 C -0.07667(8) 0.74477(12) 0.00056(4) 0.0391(3) Uani 1 1 d . . . . .
C32 C -0.02383(8) 0.70398(17) 0.03281(4) 0.0457(4) Uani 1 1 d . . . . .
C33 C 0.05204(6) 0.72795(11) 0.01735(4) 0.0278(2) Uani 1 1 d . . . . .
F1A F -0.04399(13) 0.6873(4) -0.06282(10) 0.0543(8) Uani 0.544(6) 1 d . . P A 1
F2A F -0.04788(16) 0.8815(4) -0.05094(10) 0.0507(8) Uani 0.544(6) 1 d . . P A 1
F3A F -0.13535(16) 0.6780(4) -0.00517(10) 0.0608(9) Uani 0.544(6) 1 d . . P A 1
F4A F -0.1024(2) 0.8539(3) 0.01722(8) 0.0578(8) Uani 0.544(6) 1 d . . P A 1
F5A F -0.03279(13) 0.5675(3) 0.03201(13) 0.0528(8) Uani 0.544(6) 1 d . . P A 1
F6A F -0.03732(11) 0.7282(4) 0.06924(6) 0.0548(10) Uani 0.544(6) 1 d . . P A 1
F1B F -0.04356(15) 0.7550(6) -0.06943(8) 0.0568(11) Uani 0.456(6) 1 d . . P A 2
F2B F -0.0387(2) 0.9206(4) -0.03444(17) 0.0569(10) Uani 0.456(6) 1 d . . P A 2
F3B F -0.1027(3) 0.6343(3) -0.01445(9) 0.0569(10) Uani 0.456(6) 1 d . . P A 2
F4B F -0.1338(2) 0.8109(4) 0.00776(11) 0.0577(10) Uani 0.456(6) 1 d . . P A 2
F5B F -0.03814(14) 0.6124(4) 0.05152(13) 0.0562(12) Uani 0.456(6) 1 d . . P A 2
F6B F -0.03647(13) 0.8067(5) 0.06192(11) 0.0586(11) Uani 0.456(6) 1 d . . P A 2
S1 S 0.22772(2) 0.78027(3) -0.08848(2) 0.03589(10) Uani 1 1 d . . . . .
S2 S 0.23534(2) 0.73154(3) 0.08140(2) 0.03171(9) Uani 1 1 d . . . . .
Si1 Si 0.37247(3) 1.09226(5) -0.19506(2) 0.05771(15) Uani 1 1 d . . . . .
Si2 Si 0.39720(2) 0.41619(4) 0.18212(2) 0.03826(11) 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
C1 C2 1.4914(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3748(17) . ?
C2 S1 1.7152(13) . ?
C3 C4 1.4287(17) . ?
C3 C29 1.4648(17) . ?
C4 C5 1.3623(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.4703(17) . ?
C5 S1 1.7260(13) . ?
C6 C7 1.3944(19) . ?
C6 C11 1.3953(18) . ?
C7 C8 1.3819(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.386(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.4008(19) . ?
C10 Si1 1.8717(15) . ?
C11 H11 0.9500 . ?
C12 Si1 1.860(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.870(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.853(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.4936(17) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3768(17) . ?
C16 S2 1.7149(13) . ?
C17 C18 1.4281(16) . ?
C17 C33 1.4618(17) . ?
C18 C19 1.3632(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.4671(16) . ?
C19 S2 1.7235(12) . ?
C20 C21 1.3934(17) . ?
C20 C25 1.3956(17) . ?
C21 C22 1.3818(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.3855(19) . ?
C22 H22 0.9500 . ?
C23 C24 1.3987(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.3963(17) . ?
C24 Si2 1.8727(13) . ?
C25 H25 0.9500 . ?
C26 Si2 1.840(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.843(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.850(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.3516(18) . ?
C29 C30 1.5008(18) . ?
C30 F2A 1.261(3) . ?
C30 F1B 1.262(3) . ?
C30 F1A 1.461(3) . ?
C30 F2B 1.510(4) . ?
C30 C31 1.5224(19) . ?
C31 F4B 1.290(3) . ?
C31 F3A 1.309(3) . ?
C31 F3B 1.395(3) . ?
C31 F4A 1.401(3) . ?
C31 C32 1.5187(19) . ?
C32 F5B 1.213(3) . ?
C32 F6A 1.280(3) . ?
C32 C33 1.4993(18) . ?
C32 F5A 1.505(3) . ?
C32 F6B 1.511(3) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 130.52(12) . . ?
C3 C2 S1 110.49(10) . . ?
C1 C2 S1 118.95(10) . . ?
C2 C3 C4 112.56(11) . . ?
C2 C3 C29 124.69(11) . . ?
C4 C3 C29 122.75(11) . . ?
C5 C4 C3 113.60(11) . . ?
C5 C4 H4 123.2 . . ?
C3 C4 H4 123.2 . . ?
C4 C5 C6 128.47(12) . . ?
C4 C5 S1 110.08(9) . . ?
C6 C5 S1 121.44(9) . . ?
C7 C6 C11 118.08(12) . . ?
C7 C6 C5 120.43(11) . . ?
C11 C6 C5 121.49(12) . . ?
C8 C7 C6 120.50(13) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.42(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 121.06(13) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C11 117.55(13) . . ?
C9 C10 Si1 121.54(11) . . ?
C11 C10 Si1 120.88(11) . . ?
C6 C11 C10 122.39(13) . . ?
C6 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.27(12) . . ?
C17 C16 S2 110.58(9) . . ?
C15 C16 S2 119.12(9) . . ?
C16 C17 C18 112.37(11) . . ?
C16 C17 C33 125.03(11) . . ?
C18 C17 C33 122.57(11) . . ?
C19 C18 C17 113.65(11) . . ?
C19 C18 H18 123.2 . . ?
C17 C18 H18 123.2 . . ?
C18 C19 C20 128.54(11) . . ?
C18 C19 S2 110.16(9) . . ?
C20 C19 S2 121.26(9) . . ?
C21 C20 C25 118.32(11) . . ?
C21 C20 C19 120.13(11) . . ?
C25 C20 C19 121.55(11) . . ?
C22 C21 C20 120.26(12) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.53(13) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 121.12(12) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 117.13(12) . . ?
C25 C24 Si2 122.55(10) . . ?
C23 C24 Si2 120.30(10) . . ?
C20 C25 C24 122.64(12) . . ?
C20 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 129.80(11) . . ?
C33 C29 C30 111.04(10) . . ?
C3 C29 C30 119.15(11) . . ?
F2A C30 F1A 105.21(18) . . ?
F2A C30 C29 120.14(19) . . ?
F1B C30 C29 117.48(19) . . ?
F1A C30 C29 107.25(15) . . ?
F1B C30 F2B 102.4(2) . . ?
C29 C30 F2B 103.7(2) . . ?
F2A C30 C31 115.00(19) . . ?
F1B C30 C31 122.0(2) . . ?
F1A C30 C31 101.21(19) . . ?
C29 C30 C31 106.12(11) . . ?
F2B C30 C31 102.33(19) . . ?
F4B C31 F3B 106.4(2) . . ?
F3A C31 F4A 105.3(2) . . ?
F4B C31 C32 122.7(2) . . ?
F3A C31 C32 117.27(15) . . ?
F3B C31 C32 102.7(2) . . ?
F4A C31 C32 100.11(19) . . ?
F4B C31 C30 116.77(17) . . ?
F3A C31 C30 120.9(2) . . ?
F3B C31 C30 99.2(2) . . ?
F4A C31 C30 105.09(16) . . ?
C32 C31 C30 105.53(11) . . ?
F5B C32 C33 121.5(2) . . ?
F6A C32 C33 118.27(16) . . ?
F6A C32 F5A 101.69(18) . . ?
C33 C32 F5A 105.52(16) . . ?
F5B C32 F6B 104.2(2) . . ?
C33 C32 F6B 103.62(17) . . ?
F5B C32 C31 118.7(2) . . ?
F6A C32 C31 120.27(17) . . ?
C33 C32 C31 106.44(11) . . ?
F5A C32 C31 102.19(16) . . ?
F6B C32 C31 98.6(2) . . ?
C29 C33 C17 130.28(11) . . ?
C29 C33 C32 110.64(10) . . ?
C17 C33 C32 119.08(11) . . ?
C2 S1 C5 93.26(6) . . ?
C16 S2 C19 93.24(6) . . ?
C14 Si1 C12 110.23(14) . . ?
C14 Si1 C13 110.78(13) . . ?
C12 Si1 C13 109.02(11) . . ?
C14 Si1 C10 108.77(9) . . ?
C12 Si1 C10 109.54(9) . . ?
C13 Si1 C10 108.48(9) . . ?
C26 Si2 C27 110.10(12) . . ?
C26 Si2 C28 109.30(15) . . ?
C27 Si2 C28 109.78(15) . . ?
C26 Si2 C24 109.58(8) . . ?
C27 Si2 C24 110.61(8) . . ?
C28 Si2 C24 107.43(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
_geom_torsion_publ_flag
C1 C2 C3 C4 -177.08(14) . . . . ?
S1 C2 C3 C4 0.84(14) . . . . ?
C1 C2 C3 C29 2.5(2) . . . . ?
S1 C2 C3 C29 -179.59(10) . . . . ?
C2 C3 C4 C5 -1.05(16) . . . . ?
C29 C3 C4 C5 179.36(12) . . . . ?
C3 C4 C5 C6 179.68(12) . . . . ?
C3 C4 C5 S1 0.75(14) . . . . ?
C4 C5 C6 C7 -7.6(2) . . . . ?
S1 C5 C6 C7 171.20(11) . . . . ?
C4 C5 C6 C11 171.73(13) . . . . ?
S1 C5 C6 C11 -9.45(17) . . . . ?
C11 C6 C7 C8 0.9(2) . . . . ?
C5 C6 C7 C8 -179.75(13) . . . . ?
C6 C7 C8 C9 -0.5(2) . . . . ?
C7 C8 C9 C10 -0.3(2) . . . . ?
C8 C9 C10 C11 0.6(2) . . . . ?
C8 C9 C10 Si1 -177.43(13) . . . . ?
C7 C6 C11 C10 -0.5(2) . . . . ?
C5 C6 C11 C10 -179.89(13) . . . . ?
C9 C10 C11 C6 -0.2(2) . . . . ?
Si1 C10 C11 C6 177.87(11) . . . . ?
C15 C16 C17 C18 -177.16(13) . . . . ?
S2 C16 C17 C18 0.72(14) . . . . ?
C15 C16 C17 C33 1.0(2) . . . . ?
S2 C16 C17 C33 178.92(10) . . . . ?
C16 C17 C18 C19 -0.77(16) . . . . ?
C33 C17 C18 C19 -179.02(11) . . . . ?
C17 C18 C19 C20 178.07(11) . . . . ?
C17 C18 C19 S2 0.45(14) . . . . ?
C18 C19 C20 C21 -16.3(2) . . . . ?
S2 C19 C20 C21 161.12(10) . . . . ?
C18 C19 C20 C25 164.14(12) . . . . ?
S2 C19 C20 C25 -18.46(16) . . . . ?
C25 C20 C21 C22 -0.4(2) . . . . ?
C19 C20 C21 C22 -179.99(12) . . . . ?
C20 C21 C22 C23 -0.2(2) . . . . ?
C21 C22 C23 C24 0.5(2) . . . . ?
C22 C23 C24 C25 -0.2(2) . . . . ?
C22 C23 C24 Si2 -178.66(12) . . . . ?
C21 C20 C25 C24 0.72(19) . . . . ?
C19 C20 C25 C24 -179.69(11) . . . . ?
C23 C24 C25 C20 -0.44(19) . . . . ?
Si2 C24 C25 C20 178.02(10) . . . . ?
C2 C3 C29 C33 42.8(2) . . . . ?
C4 C3 C29 C33 -137.63(14) . . . . ?
C2 C3 C29 C30 -135.93(14) . . . . ?
C4 C3 C29 C30 43.60(18) . . . . ?
C33 C29 C30 F2A 130.7(3) . . . . ?
C3 C29 C30 F2A -50.3(3) . . . . ?
C33 C29 C30 F1B -142.3(3) . . . . ?
C3 C29 C30 F1B 36.7(4) . . . . ?
C33 C29 C30 F1A -109.4(2) . . . . ?
C3 C29 C30 F1A 69.6(2) . . . . ?
C33 C29 C30 F2B 105.6(2) . . . . ?
C3 C29 C30 F2B -75.4(2) . . . . ?
C33 C29 C30 C31 -1.84(16) . . . . ?
C3 C29 C30 C31 177.15(12) . . . . ?
F1B C30 C31 F4B -82.8(6) . . . . ?
C29 C30 C31 F4B 138.9(3) . . . . ?
F2B C30 C31 F4B 30.5(5) . . . . ?
F2A C30 C31 F3A 87.2(4) . . . . ?
F1A C30 C31 F3A -25.6(4) . . . . ?
C29 C30 C31 F3A -137.4(3) . . . . ?
F1B C30 C31 F3B 30.9(5) . . . . ?
C29 C30 C31 F3B -107.3(2) . . . . ?
F2B C30 C31 F3B 144.3(4) . . . . ?
F2A C30 C31 F4A -31.4(4) . . . . ?
F1A C30 C31 F4A -144.2(3) . . . . ?
C29 C30 C31 F4A 104.0(2) . . . . ?
F2A C30 C31 C32 -136.7(2) . . . . ?
F1B C30 C31 C32 137.0(3) . . . . ?
F1A C30 C31 C32 110.51(19) . . . . ?
C29 C30 C31 C32 -1.33(15) . . . . ?
F2B C30 C31 C32 -109.7(2) . . . . ?
F4B C31 C32 F5B 84.9(5) . . . . ?
F3B C31 C32 F5B -34.3(5) . . . . ?
C30 C31 C32 F5B -137.8(3) . . . . ?
F3A C31 C32 F6A -80.3(5) . . . . ?
F4A C31 C32 F6A 32.9(4) . . . . ?
C30 C31 C32 F6A 141.8(3) . . . . ?
F4B C31 C32 C33 -133.6(3) . . . . ?
F3A C31 C32 C33 141.7(3) . . . . ?
F3B C31 C32 C33 107.2(2) . . . . ?
F4A C31 C32 C33 -105.2(2) . . . . ?
C30 C31 C32 C33 3.70(16) . . . . ?
F3A C31 C32 F5A 31.2(4) . . . . ?
F4A C31 C32 F5A 144.4(3) . . . . ?
C30 C31 C32 F5A -106.74(19) . . . . ?
F4B C31 C32 F6B -26.5(4) . . . . ?
F3B C31 C32 F6B -145.8(4) . . . . ?
C30 C31 C32 F6B 110.7(2) . . . . ?
C3 C29 C33 C17 6.2(2) . . . . ?
C30 C29 C33 C17 -174.90(13) . . . . ?
C3 C29 C33 C32 -174.50(13) . . . . ?
C30 C29 C33 C32 4.35(17) . . . . ?
C16 C17 C33 C29 42.3(2) . . . . ?
C18 C17 C33 C29 -139.70(14) . . . . ?
C16 C17 C33 C32 -136.92(14) . . . . ?
C18 C17 C33 C32 41.11(18) . . . . ?
F5B C32 C33 C29 135.1(3) . . . . ?
F6A C32 C33 C29 -144.2(3) . . . . ?
F5A C32 C33 C29 103.00(19) . . . . ?
F6B C32 C33 C29 -108.5(2) . . . . ?
C31 C32 C33 C29 -5.08(17) . . . . ?
F5B C32 C33 C17 -45.6(4) . . . . ?
F6A C32 C33 C17 35.2(3) . . . . ?
F5A C32 C33 C17 -77.7(2) . . . . ?
F6B C32 C33 C17 70.9(2) . . . . ?
C31 C32 C33 C17 174.26(12) . . . . ?
C3 C2 S1 C5 -0.36(11) . . . . ?
C1 C2 S1 C5 177.84(12) . . . . ?
C4 C5 S1 C2 -0.23(10) . . . . ?
C6 C5 S1 C2 -179.25(11) . . . . ?
C17 C16 S2 C19 -0.41(10) . . . . ?
C15 C16 S2 C19 177.74(11) . . . . ?
C18 C19 S2 C16 -0.03(10) . . . . ?
C20 C19 S2 C16 -177.86(10) . . . . ?
C9 C10 Si1 C14 136.47(17) . . . . ?
C11 C10 Si1 C14 -41.54(18) . . . . ?
C9 C10 Si1 C12 -103.00(15) . . . . ?
C11 C10 Si1 C12 78.99(14) . . . . ?
C9 C10 Si1 C13 15.90(16) . . . . ?
C11 C10 Si1 C13 -162.12(14) . . . . ?
C25 C24 Si2 C26 -112.31(15) . . . . ?
C23 C24 Si2 C26 66.10(16) . . . . ?
C25 C24 Si2 C27 9.25(16) . . . . ?
C23 C24 Si2 C27 -172.34(14) . . . . ?
C25 C24 Si2 C28 129.05(16) . . . . ?
C23 C24 Si2 C28 -52.54(18) . . . . ?

_refine_diff_density_max         0.455
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.046


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# 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_m_trimethyl_hollow_DCM
_database_code_depnum_ccdc_archive 'CCDC 2040177'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
{(3,3,4,4,5,5-hexafluorocyclopent-1-ene-1,2-diyl)bis[(5-methylthiene-4,2-diyl)-3,1-phenylene]}bis(trimethylsilane)
_chemical_name_common            
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0049 0.0023 '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'
F F 0.0237 0.0142 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.1049 0.0943 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1554 0.1636 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.2216(5)
_cell_length_b                   10.9631(8)
_cell_length_c                   33.6434(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6720.8(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    67718
_cell_measurement_theta_min      1.381
_cell_measurement_theta_max      29.080

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.146
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.062
_exptl_absorpt_coefficient_mu    0.404
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.81078
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'Synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'Rigaku Saturn 724'
_diffrn_measurement_method       'Oscillation Photograph'
_diffrn_detector_area_resol_mean 29
_diffrn_reflns_number            67718
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.381
_diffrn_reflns_theta_max         29.080
_diffrn_reflns_theta_full        29.080
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6067
_reflns_number_gt                4811
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1467P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0085(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6067
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0709
_refine_ls_wR_factor_ref         0.2224
_refine_ls_wR_factor_gt          0.1957
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.160
_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_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 0.19032(16) 0.5964(2) 0.02680(8) 0.0465(7) Uani 1 1 d . . . . .
H1A H 0.1443 0.5576 0.0186 0.070 Uiso 1 1 calc R U . . .
H1B H 0.2165 0.5425 0.0452 0.070 Uiso 1 1 calc R U . . .
H1C H 0.2209 0.6115 0.0033 0.070 Uiso 1 1 calc R U . . .
C2 C 0.17387(14) 0.7149(2) 0.04704(7) 0.0371(6) Uani 1 1 d . . . . .
C3 C 0.11402(14) 0.7916(2) 0.04371(7) 0.0352(6) Uani 1 1 d . . . . .
C4 C 0.11975(14) 0.8933(2) 0.07014(7) 0.0356(6) Uani 1 1 d . . . . .
H4 H 0.0832 0.9548 0.0722 0.043 Uiso 1 1 calc R U . . .
C5 C 0.18254(13) 0.8938(2) 0.09207(7) 0.0351(6) Uani 1 1 d . . . . .
C6 C 0.20465(13) 0.9826(2) 0.12276(7) 0.0344(6) Uani 1 1 d . . . . .
C7 C 0.15337(15) 1.0616(2) 0.13924(8) 0.0414(6) Uani 1 1 d . . . . .
H7 H 0.1037 1.0585 0.1307 0.050 Uiso 1 1 calc R U . . .
C8 C 0.17440(15) 1.1451(3) 0.16810(8) 0.0459(7) Uani 1 1 d . . . . .
H8 H 0.1390 1.1989 0.1792 0.055 Uiso 1 1 calc R U . . .
C9 C 0.24614(15) 1.1508(2) 0.18078(8) 0.0451(7) Uani 1 1 d . . . . .
H9 H 0.2596 1.2092 0.2003 0.054 Uiso 1 1 calc R U . . .
C10 C 0.29974(14) 1.0719(2) 0.16536(7) 0.0387(6) Uani 1 1 d . . . . .
C11 C 0.27687(14) 0.9892(2) 0.13649(7) 0.0367(6) Uani 1 1 d . . . . .
H11 H 0.3121 0.9346 0.1256 0.044 Uiso 1 1 calc R U . . .
C12 C 0.3973(3) 1.0759(5) 0.23655(12) 0.140(2) Uani 1 1 d . . . . .
H12A H 0.3584 1.1285 0.2471 0.210 Uiso 1 1 calc R U . . .
H12B H 0.4450 1.1034 0.2467 0.210 Uiso 1 1 calc R U . . .
H12C H 0.3886 0.9916 0.2450 0.210 Uiso 1 1 calc R U . . .
C13 C 0.45211(17) 0.9579(3) 0.16193(14) 0.0966(15) Uani 1 1 d . . . . .
H13A H 0.5030 0.9657 0.1711 0.145 Uiso 1 1 calc R U . . .
H13B H 0.4508 0.9610 0.1328 0.145 Uiso 1 1 calc R U . . .
H13C H 0.4319 0.8799 0.1710 0.145 Uiso 1 1 calc R U . . .
C14 C 0.4355(2) 1.2297(3) 0.16650(14) 0.0976(15) Uani 1 1 d . . . . .
H14A H 0.4021 1.2957 0.1742 0.146 Uiso 1 1 calc R U . . .
H14B H 0.4417 1.2299 0.1376 0.146 Uiso 1 1 calc R U . . .
H14C H 0.4833 1.2421 0.1793 0.146 Uiso 1 1 calc R U . . .
C15 C 0.19057(16) 0.8987(2) -0.03435(8) 0.0486(7) Uani 1 1 d . . . . .
H15A H 0.1464 0.9404 -0.0247 0.073 Uiso 1 1 calc R U . . .
H15B H 0.2155 0.9503 -0.0539 0.073 Uiso 1 1 calc R U . . .
H15C H 0.2236 0.8829 -0.0120 0.073 Uiso 1 1 calc R U . . .
C16 C 0.16930(15) 0.7799(2) -0.05339(8) 0.0394(6) Uani 1 1 d . . . . .
C17 C 0.10862(14) 0.7081(2) -0.04840(7) 0.0357(6) Uani 1 1 d . . . . .
C18 C 0.10947(14) 0.6037(2) -0.07388(7) 0.0365(6) Uani 1 1 d . . . . .
H18 H 0.0710 0.5452 -0.0747 0.044 Uiso 1 1 calc R U . . .
C19 C 0.17101(14) 0.5964(2) -0.09699(7) 0.0380(6) Uani 1 1 d . . . . .
C20 C 0.19006(14) 0.5030(2) -0.12661(7) 0.0379(6) Uani 1 1 d . . . . .
C21 C 0.13907(15) 0.4138(2) -0.13720(8) 0.0455(7) Uani 1 1 d . . . . .
H21 H 0.0918 0.4134 -0.1253 0.055 Uiso 1 1 calc R U . . .
C22 C 0.15716(16) 0.3260(3) -0.16505(8) 0.0511(7) Uani 1 1 d . . . . .
H22 H 0.1221 0.2655 -0.1720 0.061 Uiso 1 1 calc R U . . .
C23 C 0.22583(16) 0.3249(3) -0.18293(8) 0.0506(7) Uani 1 1 d . . . . .
H23 H 0.2370 0.2641 -0.2021 0.061 Uiso 1 1 calc R U . . .
C24 C 0.27840(16) 0.4116(2) -0.17313(8) 0.0466(7) Uani 1 1 d . . . . .
C25 C 0.25867(14) 0.4996(2) -0.14486(8) 0.0427(7) Uani 1 1 d . . . . .
H25 H 0.2938 0.5599 -0.1378 0.051 Uiso 1 1 calc R U . . .
C26 C 0.3797(2) 0.5263(3) -0.23434(11) 0.0844(12) Uani 1 1 d . . . . .
H26A H 0.3689 0.6065 -0.2229 0.127 Uiso 1 1 calc R U . . .
H26B H 0.3445 0.5085 -0.2555 0.127 Uiso 1 1 calc R U . . .
H26C H 0.4296 0.5264 -0.2453 0.127 Uiso 1 1 calc R U . . .
C27 C 0.44017(19) 0.4378(5) -0.15536(13) 0.1232(19) Uani 1 1 d . . . . .
H27A H 0.4890 0.4481 -0.1671 0.185 Uiso 1 1 calc R U . . .
H27B H 0.4409 0.3688 -0.1368 0.185 Uiso 1 1 calc R U . . .
H27C H 0.4265 0.5122 -0.1410 0.185 Uiso 1 1 calc R U . . .
C28 C 0.3878(2) 0.2544(3) -0.21768(13) 0.0952(13) Uani 1 1 d . . . . .
H28A H 0.4384 0.2485 -0.2273 0.143 Uiso 1 1 calc R U . . .
H28B H 0.3538 0.2430 -0.2399 0.143 Uiso 1 1 calc R U . . .
H28C H 0.3791 0.1912 -0.1976 0.143 Uiso 1 1 calc R U . . .
C29 C 0.05172(14) 0.7727(2) 0.01745(8) 0.0345(6) Uani 1 1 d . . . . .
C30 C -0.02379(16) 0.7959(3) 0.03285(9) 0.0516(8) Uani 1 1 d . . . . .
C31 C -0.07685(18) 0.7554(2) 0.00056(7) 0.0480(8) Uani 1 1 d . . . . .
C32 C -0.02874(17) 0.7172(3) -0.03408(9) 0.0485(7) Uani 1 1 d . . . . .
C33 C 0.04944(14) 0.7327(2) -0.02056(7) 0.0338(6) Uani 1 1 d . . . . .
F1A F -0.0334(3) 0.9345(5) 0.0315(3) 0.0601(16) Uani 0.527(13) 1 d . . P A 1
F2A F -0.0378(2) 0.7737(8) 0.06939(12) 0.0579(17) Uani 0.527(13) 1 d . . P A 1
F3A F -0.1359(4) 0.8208(8) -0.0049(2) 0.0657(18) Uani 0.527(13) 1 d . . P A 1
F4A F -0.1020(5) 0.6455(6) 0.01730(17) 0.0608(17) Uani 0.527(13) 1 d . . P A 1
F5A F -0.0453(3) 0.8136(8) -0.0627(2) 0.0592(16) Uani 0.527(13) 1 d . . P A 1
F6A F -0.0489(4) 0.6188(8) -0.0513(2) 0.0567(18) Uani 0.527(13) 1 d . . P A 1
F1B F -0.0381(3) 0.8890(9) 0.0510(3) 0.067(3) Uani 0.473(13) 1 d . . P A 2
F2B F -0.0373(3) 0.6958(11) 0.0624(2) 0.069(2) Uani 0.473(13) 1 d . . P A 2
F3B F -0.1035(6) 0.8661(7) -0.01434(18) 0.065(2) Uani 0.473(13) 1 d . . P A 2
F4B F -0.1332(5) 0.6879(9) 0.0081(2) 0.067(2) Uani 0.473(13) 1 d . . P A 2
F5B F -0.0433(3) 0.7466(11) -0.06954(17) 0.065(2) Uani 0.473(13) 1 d . . P A 2
F6B F -0.0395(5) 0.5807(8) -0.0349(3) 0.067(2) Uani 0.473(13) 1 d . . P A 2
Si1 Si 0.39722(5) 1.08352(7) 0.18225(2) 0.0455(3) Uani 1 1 d . . . . .
Si2 Si 0.37269(5) 0.40803(9) -0.19508(3) 0.0651(3) Uani 1 1 d . . . . .
S1 S 0.23515(4) 0.76866(6) 0.08162(2) 0.0393(3) Uani 1 1 d . . . . .
S2 S 0.22763(4) 0.71942(6) -0.08849(2) 0.0436(3) 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
C1 C2 1.497(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.382(4) . ?
C2 S1 1.717(3) . ?
C3 C4 1.430(3) . ?
C3 C29 1.453(4) . ?
C4 C5 1.361(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.475(3) . ?
C5 S1 1.710(2) . ?
C6 C7 1.390(3) . ?
C6 C11 1.396(3) . ?
C7 C8 1.388(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.376(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.404(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.393(3) . ?
C10 Si1 1.869(3) . ?
C11 H11 0.9500 . ?
C12 Si1 1.829(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.834(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.827(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.502(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.368(4) . ?
C16 S2 1.721(3) . ?
C17 C18 1.430(3) . ?
C17 C33 1.454(4) . ?
C18 C19 1.367(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.470(3) . ?
C19 S2 1.722(3) . ?
C20 C25 1.393(3) . ?
C20 C21 1.395(4) . ?
C21 C22 1.383(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.402(4) . ?
C24 Si2 1.870(3) . ?
C25 H25 0.9500 . ?
C26 Si2 1.855(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.845(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.868(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.352(4) . ?
C29 C30 1.492(4) . ?
C30 F1B 1.219(7) . ?
C30 F2A 1.279(5) . ?
C30 F2B 1.500(7) . ?
C30 C31 1.520(4) . ?
C30 F1A 1.531(7) . ?
C31 F4B 1.290(6) . ?
C31 F3A 1.306(6) . ?
C31 F3B 1.400(6) . ?
C31 F4A 1.406(6) . ?
C31 C32 1.517(4) . ?
C32 F5B 1.264(6) . ?
C32 F6A 1.279(7) . ?
C32 F5A 1.460(6) . ?
C32 C33 1.505(4) . ?
C32 F6B 1.510(9) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 130.5(2) . . ?
C3 C2 S1 111.06(18) . . ?
C1 C2 S1 118.43(19) . . ?
C2 C3 C4 111.5(2) . . ?
C2 C3 C29 125.4(2) . . ?
C4 C3 C29 123.1(2) . . ?
C5 C4 C3 113.7(2) . . ?
C5 C4 H4 123.2 . . ?
C3 C4 H4 123.2 . . ?
C4 C5 C6 127.7(2) . . ?
C4 C5 S1 110.88(18) . . ?
C6 C5 S1 121.35(19) . . ?
C7 C6 C11 118.0(2) . . ?
C7 C6 C5 120.5(2) . . ?
C11 C6 C5 121.5(2) . . ?
C8 C7 C6 120.3(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 121.2(3) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 116.8(2) . . ?
C11 C10 Si1 122.7(2) . . ?
C9 C10 Si1 120.47(19) . . ?
C10 C11 C6 123.1(2) . . ?
C10 C11 H11 118.5 . . ?
C6 C11 H11 118.5 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.9(2) . . ?
C17 C16 S2 111.21(19) . . ?
C15 C16 S2 117.84(19) . . ?
C16 C17 C18 112.2(2) . . ?
C16 C17 C33 124.9(2) . . ?
C18 C17 C33 122.9(2) . . ?
C19 C18 C17 113.4(2) . . ?
C19 C18 H18 123.3 . . ?
C17 C18 H18 123.3 . . ?
C18 C19 C20 128.3(2) . . ?
C18 C19 S2 110.54(19) . . ?
C20 C19 S2 121.11(19) . . ?
C25 C20 C21 117.8(2) . . ?
C25 C20 C19 121.9(2) . . ?
C21 C20 C19 120.3(2) . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C24 120.9(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C25 117.1(3) . . ?
C23 C24 Si2 121.7(2) . . ?
C25 C24 Si2 121.2(2) . . ?
C20 C25 C24 123.2(3) . . ?
C20 C25 H25 118.4 . . ?
C24 C25 H25 118.4 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 130.2(2) . . ?
C33 C29 C30 110.8(2) . . ?
C3 C29 C30 119.0(2) . . ?
F1B C30 C29 120.9(4) . . ?
F2A C30 C29 119.0(3) . . ?
F1B C30 F2B 104.2(4) . . ?
C29 C30 F2B 104.9(3) . . ?
F1B C30 C31 117.9(4) . . ?
F2A C30 C31 120.3(3) . . ?
C29 C30 C31 106.8(2) . . ?
F2B C30 C31 98.9(4) . . ?
F2A C30 F1A 101.2(3) . . ?
C29 C30 F1A 105.4(3) . . ?
C31 C30 F1A 101.3(3) . . ?
F4B C31 F3B 107.0(5) . . ?
F3A C31 F4A 105.0(4) . . ?
F4B C31 C32 116.9(3) . . ?
F3A C31 C32 121.3(4) . . ?
F3B C31 C32 99.4(4) . . ?
F4A C31 C32 105.1(3) . . ?
F4B C31 C30 122.2(5) . . ?
F3A C31 C30 117.6(3) . . ?
F3B C31 C30 102.9(4) . . ?
F4A C31 C30 99.8(4) . . ?
C32 C31 C30 105.2(3) . . ?
F6A C32 F5A 104.6(3) . . ?
F5B C32 C33 117.1(4) . . ?
F6A C32 C33 120.3(4) . . ?
F5A C32 C33 108.3(3) . . ?
F5B C32 F6B 102.0(4) . . ?
C33 C32 F6B 103.9(4) . . ?
F5B C32 C31 122.2(4) . . ?
F6A C32 C31 114.5(4) . . ?
F5A C32 C31 100.8(4) . . ?
C33 C32 C31 106.5(2) . . ?
F6B C32 C31 102.2(4) . . ?
C29 C33 C17 130.3(2) . . ?
C29 C33 C32 110.6(2) . . ?
C17 C33 C32 119.1(2) . . ?
C14 Si1 C12 109.2(2) . . ?
C14 Si1 C13 110.03(19) . . ?
C12 Si1 C13 109.7(2) . . ?
C14 Si1 C10 109.53(15) . . ?
C12 Si1 C10 107.55(17) . . ?
C13 Si1 C10 110.72(14) . . ?
C27 Si2 C26 110.2(2) . . ?
C27 Si2 C28 110.8(2) . . ?
C26 Si2 C28 109.27(17) . . ?
C27 Si2 C24 108.81(17) . . ?
C26 Si2 C24 109.29(15) . . ?
C28 Si2 C24 108.34(16) . . ?
C5 S1 C2 92.88(12) . . ?
C16 S2 C19 92.61(12) . . ?

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
C1 C2 C3 C4 177.4(3) . . . . ?
S1 C2 C3 C4 -0.4(3) . . . . ?
C1 C2 C3 C29 -1.6(4) . . . . ?
S1 C2 C3 C29 -179.5(2) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C29 C3 C4 C5 -179.9(2) . . . . ?
C3 C4 C5 C6 -178.0(2) . . . . ?
C3 C4 C5 S1 -1.2(3) . . . . ?
C4 C5 C6 C7 15.7(4) . . . . ?
S1 C5 C6 C7 -160.8(2) . . . . ?
C4 C5 C6 C11 -165.1(2) . . . . ?
S1 C5 C6 C11 18.4(3) . . . . ?
C11 C6 C7 C8 0.8(4) . . . . ?
C5 C6 C7 C8 -179.9(2) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 C10 -0.7(4) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C8 C9 C10 Si1 178.7(2) . . . . ?
C9 C10 C11 C6 0.2(4) . . . . ?
Si1 C10 C11 C6 -177.83(19) . . . . ?
C7 C6 C11 C10 -0.9(4) . . . . ?
C5 C6 C11 C10 179.9(2) . . . . ?
C15 C16 C17 C18 177.9(3) . . . . ?
S2 C16 C17 C18 -0.8(3) . . . . ?
C15 C16 C17 C33 -2.3(5) . . . . ?
S2 C16 C17 C33 179.0(2) . . . . ?
C16 C17 C18 C19 1.4(3) . . . . ?
C33 C17 C18 C19 -178.4(2) . . . . ?
C17 C18 C19 C20 -179.4(2) . . . . ?
C17 C18 C19 S2 -1.3(3) . . . . ?
C18 C19 C20 C25 -172.6(3) . . . . ?
S2 C19 C20 C25 9.4(3) . . . . ?
C18 C19 C20 C21 7.2(4) . . . . ?
S2 C19 C20 C21 -170.8(2) . . . . ?
C25 C20 C21 C22 -0.1(4) . . . . ?
C19 C20 C21 C22 -180.0(2) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C22 C23 C24 0.4(5) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C22 C23 C24 Si2 177.2(2) . . . . ?
C21 C20 C25 C24 0.1(4) . . . . ?
C19 C20 C25 C24 179.9(2) . . . . ?
C23 C24 C25 C20 0.2(4) . . . . ?
Si2 C24 C25 C20 -177.5(2) . . . . ?
C2 C3 C29 C33 -41.0(4) . . . . ?
C4 C3 C29 C33 140.1(3) . . . . ?
C2 C3 C29 C30 137.1(3) . . . . ?
C4 C3 C29 C30 -41.8(3) . . . . ?
C33 C29 C30 F1B -134.0(7) . . . . ?
C3 C29 C30 F1B 47.5(8) . . . . ?
C33 C29 C30 F2A 144.9(5) . . . . ?
C3 C29 C30 F2A -33.6(6) . . . . ?
C33 C29 C30 F2B 108.9(5) . . . . ?
C3 C29 C30 F2B -69.6(5) . . . . ?
C33 C29 C30 C31 4.5(3) . . . . ?
C3 C29 C30 C31 -173.9(2) . . . . ?
C33 C29 C30 F1A -102.6(4) . . . . ?
C3 C29 C30 F1A 78.9(4) . . . . ?
F1B C30 C31 F4B -87.1(11) . . . . ?
C29 C30 C31 F4B 132.8(6) . . . . ?
F2B C30 C31 F4B 24.2(9) . . . . ?
F2A C30 C31 F3A 78.0(10) . . . . ?
C29 C30 C31 F3A -142.2(6) . . . . ?
F1A C30 C31 F3A -32.2(8) . . . . ?
F1B C30 C31 F3B 32.7(10) . . . . ?
C29 C30 C31 F3B -107.3(5) . . . . ?
F2B C30 C31 F3B 144.0(8) . . . . ?
F2A C30 C31 F4A -34.8(8) . . . . ?
C29 C30 C31 F4A 105.0(4) . . . . ?
F1A C30 C31 F4A -145.0(6) . . . . ?
F1B C30 C31 C32 136.4(7) . . . . ?
F2A C30 C31 C32 -143.4(5) . . . . ?
C29 C30 C31 C32 -3.7(3) . . . . ?
F2B C30 C31 C32 -112.3(4) . . . . ?
F1A C30 C31 C32 106.3(4) . . . . ?
F4B C31 C32 F5B 84.1(12) . . . . ?
F3B C31 C32 F5B -30.4(10) . . . . ?
C30 C31 C32 F5B -136.7(7) . . . . ?
F3A C31 C32 F6A -86.1(9) . . . . ?
F4A C31 C32 F6A 32.4(8) . . . . ?
C30 C31 C32 F6A 137.2(5) . . . . ?
F3A C31 C32 F5A 25.5(7) . . . . ?
F4A C31 C32 F5A 144.0(6) . . . . ?
C30 C31 C32 F5A -111.1(4) . . . . ?
F4B C31 C32 C33 -137.5(7) . . . . ?
F3A C31 C32 C33 138.4(5) . . . . ?
F3B C31 C32 C33 108.0(5) . . . . ?
F4A C31 C32 C33 -103.1(4) . . . . ?
C30 C31 C32 C33 1.8(3) . . . . ?
F4B C31 C32 F6B -28.7(10) . . . . ?
F3B C31 C32 F6B -143.3(8) . . . . ?
C30 C31 C32 F6B 110.5(5) . . . . ?
C3 C29 C33 C17 -7.2(5) . . . . ?
C30 C29 C33 C17 174.5(2) . . . . ?
C3 C29 C33 C32 174.8(2) . . . . ?
C30 C29 C33 C32 -3.5(3) . . . . ?
C16 C17 C33 C29 -42.0(4) . . . . ?
C18 C17 C33 C29 137.9(3) . . . . ?
C16 C17 C33 C32 135.9(3) . . . . ?
C18 C17 C33 C32 -44.3(3) . . . . ?
F5B C32 C33 C29 141.9(7) . . . . ?
F6A C32 C33 C29 -131.4(5) . . . . ?
F5A C32 C33 C29 108.6(5) . . . . ?
F6B C32 C33 C29 -106.5(5) . . . . ?
C31 C32 C33 C29 1.0(3) . . . . ?
F5B C32 C33 C17 -36.3(7) . . . . ?
F6A C32 C33 C17 50.4(6) . . . . ?
F5A C32 C33 C17 -69.6(5) . . . . ?
F6B C32 C33 C17 75.2(5) . . . . ?
C31 C32 C33 C17 -177.2(2) . . . . ?
C11 C10 Si1 C14 112.5(3) . . . . ?
C9 C10 Si1 C14 -65.5(3) . . . . ?
C11 C10 Si1 C12 -128.9(3) . . . . ?
C9 C10 Si1 C12 53.1(3) . . . . ?
C11 C10 Si1 C13 -9.1(3) . . . . ?
C9 C10 Si1 C13 173.0(3) . . . . ?
C23 C24 Si2 C27 -136.4(3) . . . . ?
C25 C24 Si2 C27 41.2(3) . . . . ?
C23 C24 Si2 C26 103.2(3) . . . . ?
C25 C24 Si2 C26 -79.2(3) . . . . ?
C23 C24 Si2 C28 -15.8(3) . . . . ?
C25 C24 Si2 C28 161.8(2) . . . . ?
C4 C5 S1 C2 0.8(2) . . . . ?
C6 C5 S1 C2 177.9(2) . . . . ?
C3 C2 S1 C5 -0.2(2) . . . . ?
C1 C2 S1 C5 -178.3(2) . . . . ?
C17 C16 S2 C19 0.0(2) . . . . ?
C15 C16 S2 C19 -178.8(2) . . . . ?
C18 C19 S2 C16 0.7(2) . . . . ?
C20 C19 S2 C16 179.0(2) . . . . ?

_refine_diff_density_max         0.630
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.150


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_m_trimethyl_BPEA_11_UV1
_database_code_depnum_ccdc_archive 'CCDC 1983556'
loop_
_audit_author_name
_audit_author_address
'Akira Nagai'
;Ryukoku University
Japan
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,2-Bis(2-methyl-5-(phenyl-3-trimethylsilyl)thien-3-yl)perfluorocyclopentene
_chemical_name_common            ?
_chemical_melting_point          452.2-453.3
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 F6 S2 Si2'
_chemical_formula_weight         664.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0005 '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'
F F 0.0037 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0273 0.0233 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0451 0.0414 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

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

_cell_length_a                   18.2294(8)
_cell_length_b                   10.9740(5)
_cell_length_c                   33.6809(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6737.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    97421
_cell_measurement_theta_min      0.960
_cell_measurement_theta_max      15.617

_exptl_crystal_description       'hollow crystal'
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.4146
_diffrn_radiation_type           synchrotron
_diffrn_source                   'SPring-8 BL02B1'
_diffrn_measurement_device_type  'PILATUS3 X CdTe 1M'
_diffrn_radiation_monochromator  Si_311
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            97421
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         0.960
_diffrn_reflns_theta_max         15.617
_diffrn_reflns_theta_full        14.404
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7734
_reflns_number_gt                6101
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0755P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7734
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1087
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_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_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 0.18973(9) 0.60072(14) -0.03454(5) 0.0419(4) Uani 1 1 d . . . . .
H1A H 0.2242 0.6150 -0.0127 0.063 Uiso 1 1 calc R U . . .
H1B H 0.2126 0.5475 -0.0543 0.063 Uiso 1 1 calc R U . . .
H1C H 0.1453 0.5617 -0.0242 0.063 Uiso 1 1 calc R U . . .
C2 C 0.17010(8) 0.71927(13) -0.05337(4) 0.0321(3) Uani 1 1 d . . . . .
C3 C 0.10924(7) 0.79228(13) -0.04835(4) 0.0286(3) Uani 1 1 d . . . . .
C4 C 0.11018(8) 0.89623(13) -0.07383(4) 0.0307(3) Uani 1 1 d . . . . .
H4 H 0.0719 0.9549 -0.0745 0.037 Uiso 1 1 calc R U . . .
C5 C 0.17114(7) 0.90337(13) -0.09710(4) 0.0310(3) Uani 1 1 d . . . . .
C6 C 0.19011(7) 0.99690(13) -0.12665(4) 0.0321(3) Uani 1 1 d . . . . .
C7 C 0.13940(8) 1.08624(15) -0.13728(5) 0.0390(3) Uani 1 1 d . . . . .
H7 H 0.0923 1.0869 -0.1252 0.047 Uiso 1 1 calc R U . . .
C8 C 0.15698(9) 1.17385(17) -0.16515(5) 0.0458(4) Uani 1 1 d . . . . .
H8 H 0.1218 1.2340 -0.1722 0.055 Uiso 1 1 calc R U . . .
C9 C 0.22580(9) 1.17454(17) -0.18290(5) 0.0449(4) Uani 1 1 d . . . . .
H9 H 0.2371 1.2350 -0.2021 0.054 Uiso 1 1 calc R U . . .
C10 C 0.27841(8) 1.08797(16) -0.17287(5) 0.0398(3) Uani 1 1 d . . . . .
C11 C 0.25915(8) 0.99989(15) -0.14470(5) 0.0365(3) Uani 1 1 d . . . . .
H11 H 0.2943 0.9399 -0.1376 0.044 Uiso 1 1 calc R U . . .
C12 C 0.37986(13) 0.9731(2) -0.23426(7) 0.0794(7) Uani 1 1 d . . . . .
H12A H 0.4285 0.9772 -0.2466 0.119 Uiso 1 1 calc R U . . .
H12B H 0.3421 0.9873 -0.2545 0.119 Uiso 1 1 calc R U . . .
H12C H 0.3727 0.8923 -0.2224 0.119 Uiso 1 1 calc R U . . .
C13 C 0.38788(14) 1.2451(2) -0.21770(9) 0.0869(8) Uani 1 1 d . . . . .
H13A H 0.3799 1.3084 -0.1977 0.130 Uiso 1 1 calc R U . . .
H13B H 0.3535 1.2567 -0.2397 0.130 Uiso 1 1 calc R U . . .
H13C H 0.4383 1.2504 -0.2277 0.130 Uiso 1 1 calc R U . . .
C14 C 0.44047(12) 1.0616(4) -0.15508(9) 0.1228(14) Uani 1 1 d . . . . .
H14A H 0.4413 1.1305 -0.1366 0.184 Uiso 1 1 calc R U . . .
H14B H 0.4892 1.0510 -0.1668 0.184 Uiso 1 1 calc R U . . .
H14C H 0.4267 0.9873 -0.1408 0.184 Uiso 1 1 calc R U . . .
C15 C 0.18961(9) 0.90401(14) 0.02697(5) 0.0400(3) Uani 1 1 d . . . . .
H15A H 0.2201 0.8896 0.0035 0.060 Uiso 1 1 calc R U . . .
H15B H 0.2156 0.9582 0.0453 0.060 Uiso 1 1 calc R U . . .
H15C H 0.1433 0.9420 0.0189 0.060 Uiso 1 1 calc R U . . .
C16 C 0.17412(7) 0.78561(12) 0.04707(4) 0.0302(3) Uani 1 1 d . . . . .
C17 C 0.11475(7) 0.70824(12) 0.04366(4) 0.0277(3) Uani 1 1 d . . . . .
C18 C 0.11985(7) 0.60633(12) 0.06989(4) 0.0286(3) Uani 1 1 d . . . . .
H18 H 0.0832 0.5449 0.0716 0.034 Uiso 1 1 calc R U . . .
C19 C 0.18218(7) 0.60544(12) 0.09226(4) 0.0279(3) Uani 1 1 d . . . . .
C20 C 0.20445(7) 0.51750(12) 0.12282(4) 0.0282(3) Uani 1 1 d . . . . .
C21 C 0.15309(8) 0.43831(14) 0.13927(4) 0.0348(3) Uani 1 1 d . . . . .
H21 H 0.1035 0.4413 0.1307 0.042 Uiso 1 1 calc R U . . .
C22 C 0.17386(8) 0.35545(16) 0.16803(5) 0.0410(4) Uani 1 1 d . . . . .
H22 H 0.1384 0.3019 0.1791 0.049 Uiso 1 1 calc R U . . .
C23 C 0.24615(8) 0.34983(15) 0.18084(5) 0.0393(3) Uani 1 1 d . . . . .
H23 H 0.2597 0.2920 0.2005 0.047 Uiso 1 1 calc R U . . .
C24 C 0.29944(8) 0.42807(13) 0.16521(4) 0.0331(3) Uani 1 1 d . . . . .
C25 C 0.27688(7) 0.51108(13) 0.13636(4) 0.0309(3) Uani 1 1 d . . . . .
H25 H 0.3121 0.5654 0.1255 0.037 Uiso 1 1 calc R U . . .
C26 C 0.43588(12) 0.2695(2) 0.16652(11) 0.0928(10) Uani 1 1 d . . . . .
H26A H 0.4844 0.2588 0.1785 0.139 Uiso 1 1 calc R U . . .
H26B H 0.4404 0.2680 0.1375 0.139 Uiso 1 1 calc R U . . .
H26C H 0.4035 0.2034 0.1751 0.139 Uiso 1 1 calc R U . . .
C27 C 0.45207(11) 0.5426(2) 0.16178(10) 0.0948(10) Uani 1 1 d . . . . .
H27A H 0.4330 0.6204 0.1717 0.142 Uiso 1 1 calc R U . . .
H27B H 0.4491 0.5415 0.1327 0.142 Uiso 1 1 calc R U . . .
H27C H 0.5033 0.5332 0.1700 0.142 Uiso 1 1 calc R U . . .
C28 C 0.39708(15) 0.4249(4) 0.23707(8) 0.1368(17) Uani 1 1 d . . . . .
H28A H 0.4476 0.4203 0.2469 0.205 Uiso 1 1 calc R U . . .
H28B H 0.3686 0.3568 0.2479 0.205 Uiso 1 1 calc R U . . .
H28C H 0.3750 0.5021 0.2455 0.205 Uiso 1 1 calc R U . . .
C29 C 0.04928(7) 0.76717(12) -0.02052(4) 0.0286(3) Uani 1 1 d . . . . .
C30 C -0.02861(8) 0.78349(17) -0.03404(5) 0.0429(4) Uani 1 1 d . . . . .
C31 C -0.07659(8) 0.74468(14) 0.00058(5) 0.0396(4) Uani 1 1 d . . . . .
C32 C -0.02385(8) 0.70382(18) 0.03290(5) 0.0464(4) Uani 1 1 d . . . . .
C33 C 0.05188(7) 0.72785(12) 0.01747(4) 0.0284(3) Uani 1 1 d . . . . .
F1A F -0.04338(17) 0.7552(6) -0.06957(9) 0.0567(12) Uani 0.451(7) 1 d . . P A 1
F2A F -0.0385(2) 0.9206(4) -0.03440(19) 0.0570(12) Uani 0.451(7) 1 d . . P A 1
F3A F -0.1027(3) 0.6344(4) -0.01453(10) 0.0571(12) Uani 0.451(7) 1 d . . P A 1
F4A F -0.1338(2) 0.8104(5) 0.00770(13) 0.0575(12) Uani 0.451(7) 1 d . . P A 1
F5A F -0.03830(16) 0.6129(5) 0.05153(15) 0.0567(14) Uani 0.451(7) 1 d . . P A 1
F6A F -0.03655(15) 0.8067(6) 0.06197(12) 0.0601(13) Uani 0.451(7) 1 d . . P A 1
F1B F -0.04410(14) 0.6875(4) -0.06281(11) 0.0553(9) Uani 0.549(7) 1 d . . P A 2
F2B F -0.04789(17) 0.8811(4) -0.05082(11) 0.0511(9) Uani 0.549(7) 1 d . . P A 2
F3B F -0.13540(18) 0.6784(4) -0.00508(11) 0.0625(11) Uani 0.549(7) 1 d . . P A
2
F4B F -0.1026(3) 0.8537(3) 0.01729(9) 0.0586(9) Uani 0.549(7) 1 d . . P A 2
F5B F -0.03289(15) 0.5674(3) 0.03226(15) 0.0545(9) Uani 0.549(7) 1 d . . P A 2
F6B F -0.03744(12) 0.7284(5) 0.06941(6) 0.0562(11) Uani 0.549(7) 1 d . . P A 2
S1 S 0.22774(2) 0.78017(4) -0.08839(2) 0.03659(10) Uani 1 1 d . . . . .
S2 S 0.23516(2) 0.73139(3) 0.08158(2) 0.03231(10) Uani 1 1 d . . . . .
Si1 Si 0.37266(3) 1.09165(6) -0.19489(2) 0.05902(17) Uani 1 1 d . . . . .
Si2 Si 0.39716(2) 0.41664(4) 0.18221(2) 0.03899(12) 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
C1 C2 1.491(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3790(19) . ?
C2 S1 1.7152(14) . ?
C3 C4 1.4278(18) . ?
C3 C29 1.4660(19) . ?
C4 C5 1.3621(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4710(19) . ?
C5 S1 1.7258(14) . ?
C6 C7 1.394(2) . ?
C6 C11 1.3980(19) . ?
C7 C8 1.381(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.390(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.399(2) . ?
C10 Si1 1.8718(16) . ?
C11 H11 0.9500 . ?
C12 Si1 1.862(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.871(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.853(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.4922(19) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3804(19) . ?
C16 S2 1.7154(14) . ?
C17 C18 1.4282(18) . ?
C17 C33 1.4622(18) . ?
C18 C19 1.3635(18) . ?
C18 H18 0.9500 . ?
C19 C20 1.4681(18) . ?
C19 S2 1.7241(14) . ?
C20 C21 1.3923(19) . ?
C20 C25 1.3987(18) . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.399(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.3941(19) . ?
C24 Si2 1.8753(14) . ?
C25 H25 0.9500 . ?
C26 Si2 1.840(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 Si2 1.840(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.850(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C33 1.351(2) . ?
C29 C30 1.5020(19) . ?
C30 F2B 1.261(4) . ?
C30 F1A 1.265(4) . ?
C30 F1B 1.458(3) . ?
C30 F2A 1.516(5) . ?
C30 C31 1.519(2) . ?
C31 F4A 1.291(3) . ?
C31 F3B 1.310(3) . ?
C31 F3A 1.397(3) . ?
C31 F4B 1.405(3) . ?
C31 C32 1.520(2) . ?
C32 F5A 1.207(4) . ?
C32 F6B 1.283(3) . ?
C32 C33 1.4986(19) . ?
C32 F5B 1.506(4) . ?
C32 F6A 1.513(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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 130.38(13) . . ?
C3 C2 S1 110.54(11) . . ?
C1 C2 S1 119.05(11) . . ?
C2 C3 C4 112.38(12) . . ?
C2 C3 C29 124.69(13) . . ?
C4 C3 C29 122.93(12) . . ?
C5 C4 C3 113.68(12) . . ?
C5 C4 H4 123.2 . . ?
C3 C4 H4 123.2 . . ?
C4 C5 C6 128.40(13) . . ?
C4 C5 S1 110.18(10) . . ?
C6 C5 S1 121.41(10) . . ?
C7 C6 C11 117.95(13) . . ?
C7 C6 C5 120.56(13) . . ?
C11 C6 C5 121.48(13) . . ?
C8 C7 C6 120.67(14) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.36(15) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 120.94(15) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C11 117.59(14) . . ?
C9 C10 Si1 121.45(12) . . ?
C11 C10 Si1 120.92(12) . . ?
C6 C11 C10 122.48(14) . . ?
C6 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
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 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C15 130.26(13) . . ?
C17 C16 S2 110.59(10) . . ?
C15 C16 S2 119.13(10) . . ?
C16 C17 C18 112.28(12) . . ?
C16 C17 C33 125.04(12) . . ?
C18 C17 C33 122.65(12) . . ?
C19 C18 C17 113.68(12) . . ?
C19 C18 H18 123.2 . . ?
C17 C18 H18 123.2 . . ?
C18 C19 C20 128.50(12) . . ?
C18 C19 S2 110.23(10) . . ?
C20 C19 S2 121.23(10) . . ?
C21 C20 C25 118.26(12) . . ?
C21 C20 C19 120.22(12) . . ?
C25 C20 C19 121.52(12) . . ?
C22 C21 C20 120.37(13) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 120.49(14) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 120.99(14) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 117.28(13) . . ?
C25 C24 Si2 122.46(11) . . ?
C23 C24 Si2 120.24(11) . . ?
C24 C25 C20 122.60(13) . . ?
C24 C25 H25 118.7 . . ?
C20 C25 H25 118.7 . . ?
Si2 C26 H26A 109.5 . . ?
Si2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 . . ?
C33 C29 C3 129.75(12) . . ?
C33 C29 C30 111.01(12) . . ?
C3 C29 C30 119.24(12) . . ?
F2B C30 F1B 105.2(2) . . ?
F2B C30 C29 120.0(2) . . ?
F1A C30 C29 117.3(2) . . ?
F1B C30 C29 107.36(17) . . ?
F1A C30 F2A 102.2(2) . . ?
C29 C30 F2A 103.5(2) . . ?
F2B C30 C31 115.0(2) . . ?
F1A C30 C31 122.3(2) . . ?
F1B C30 C31 101.3(2) . . ?
C29 C30 C31 106.15(12) . . ?
F2A C30 C31 102.5(2) . . ?
F4A C31 F3A 106.1(3) . . ?
F3B C31 F4B 104.8(2) . . ?
F4A C31 C30 116.83(19) . . ?
F3B C31 C30 121.0(2) . . ?
F3A C31 C30 99.2(2) . . ?
F4B C31 C30 105.25(18) . . ?
F4A C31 C32 122.9(3) . . ?
F3B C31 C32 117.26(17) . . ?
F3A C31 C32 102.7(2) . . ?
F4B C31 C32 100.2(2) . . ?
C30 C31 C32 105.57(12) . . ?
F5A C32 C33 121.8(2) . . ?
F6B C32 C33 118.25(18) . . ?
F6B C32 F5B 101.6(2) . . ?
C33 C32 F5B 105.71(18) . . ?
F5A C32 F6A 104.3(3) . . ?
C33 C32 F6A 103.54(19) . . ?
F5A C32 C31 118.5(2) . . ?
F6B C32 C31 120.15(19) . . ?
C33 C32 C31 106.39(12) . . ?
F5B C32 C31 102.33(18) . . ?
F6A C32 C31 98.4(2) . . ?
C29 C33 C17 130.23(12) . . ?
C29 C33 C32 110.64(12) . . ?
C17 C33 C32 119.13(12) . . ?
C2 S1 C5 93.21(7) . . ?
C16 S2 C19 93.22(6) . . ?
C14 Si1 C12 110.09(15) . . ?
C14 Si1 C13 111.01(15) . . ?
C12 Si1 C13 109.01(12) . . ?
C14 Si1 C10 108.77(10) . . ?
C12 Si1 C10 109.37(9) . . ?
C13 Si1 C10 108.55(10) . . ?
C26 Si2 C27 110.09(13) . . ?
C26 Si2 C28 109.30(17) . . ?
C27 Si2 C28 109.68(16) . . ?
C26 Si2 C24 109.60(9) . . ?
C27 Si2 C24 110.63(8) . . ?
C28 Si2 C24 107.50(10) . . ?

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
C1 C2 C3 C4 -176.98(15) . . . . ?
S1 C2 C3 C4 0.99(16) . . . . ?
C1 C2 C3 C29 2.4(3) . . . . ?
S1 C2 C3 C29 -179.66(11) . . . . ?
C2 C3 C4 C5 -1.28(18) . . . . ?
C29 C3 C4 C5 179.35(13) . . . . ?
C3 C4 C5 C6 179.74(13) . . . . ?
C3 C4 C5 S1 0.95(16) . . . . ?
C4 C5 C6 C7 -7.6(2) . . . . ?
S1 C5 C6 C7 171.02(12) . . . . ?
C4 C5 C6 C11 171.88(15) . . . . ?
S1 C5 C6 C11 -9.5(2) . . . . ?
C11 C6 C7 C8 0.7(2) . . . . ?
C5 C6 C7 C8 -179.72(15) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C8 C9 C10 Si1 -177.35(14) . . . . ?
C7 C6 C11 C10 -0.5(2) . . . . ?
C5 C6 C11 C10 -179.99(14) . . . . ?
C9 C10 C11 C6 -0.2(2) . . . . ?
Si1 C10 C11 C6 177.79(12) . . . . ?
C15 C16 C17 C18 -177.04(15) . . . . ?
S2 C16 C17 C18 0.82(15) . . . . ?
C15 C16 C17 C33 1.0(2) . . . . ?
S2 C16 C17 C33 178.90(11) . . . . ?
C16 C17 C18 C19 -0.91(17) . . . . ?
C33 C17 C18 C19 -179.04(12) . . . . ?
C17 C18 C19 C20 178.12(13) . . . . ?
C17 C18 C19 S2 0.56(15) . . . . ?
C18 C19 C20 C21 -16.2(2) . . . . ?
S2 C19 C20 C21 161.11(11) . . . . ?
C18 C19 C20 C25 164.18(14) . . . . ?
S2 C19 C20 C25 -18.49(18) . . . . ?
C25 C20 C21 C22 -0.4(2) . . . . ?
C19 C20 C21 C22 -179.99(14) . . . . ?
C20 C21 C22 C23 -0.1(3) . . . . ?
C21 C22 C23 C24 0.4(3) . . . . ?
C22 C23 C24 C25 -0.1(2) . . . . ?
C22 C23 C24 Si2 -178.73(13) . . . . ?
C23 C24 C25 C20 -0.4(2) . . . . ?
Si2 C24 C25 C20 178.15(11) . . . . ?
C21 C20 C25 C24 0.7(2) . . . . ?
C19 C20 C25 C24 -179.72(13) . . . . ?
C2 C3 C29 C33 43.1(2) . . . . ?
C4 C3 C29 C33 -137.60(16) . . . . ?
C2 C3 C29 C30 -135.84(16) . . . . ?
C4 C3 C29 C30 43.4(2) . . . . ?
C33 C29 C30 F2B 130.6(3) . . . . ?
C3 C29 C30 F2B -50.2(3) . . . . ?
C33 C29 C30 F1A -142.8(4) . . . . ?
C3 C29 C30 F1A 36.4(4) . . . . ?
C33 C29 C30 F1B -109.6(2) . . . . ?
C3 C29 C30 F1B 69.6(3) . . . . ?
C33 C29 C30 F2A 105.7(3) . . . . ?
C3 C29 C30 F2A -75.2(3) . . . . ?
C33 C29 C30 C31 -1.83(18) . . . . ?
C3 C29 C30 C31 177.31(13) . . . . ?
F1A C30 C31 F4A -82.3(6) . . . . ?
C29 C30 C31 F4A 139.2(4) . . . . ?
F2A C30 C31 F4A 31.0(5) . . . . ?
F2B C30 C31 F3B 87.1(5) . . . . ?
F1B C30 C31 F3B -25.7(4) . . . . ?
C29 C30 C31 F3B -137.7(3) . . . . ?
F1A C30 C31 F3A 31.0(5) . . . . ?
C29 C30 C31 F3A -107.5(3) . . . . ?
F2A C30 C31 F3A 144.3(4) . . . . ?
F2B C30 C31 F4B -31.1(4) . . . . ?
F1B C30 C31 F4B -143.9(3) . . . . ?
C29 C30 C31 F4B 104.1(2) . . . . ?
F2B C30 C31 C32 -136.6(3) . . . . ?
F1A C30 C31 C32 137.1(4) . . . . ?
F1B C30 C31 C32 110.6(2) . . . . ?
C29 C30 C31 C32 -1.39(17) . . . . ?
F2A C30 C31 C32 -109.6(3) . . . . ?
F4A C31 C32 F5A 84.5(6) . . . . ?
F3A C31 C32 F5A -34.5(5) . . . . ?
C30 C31 C32 F5A -137.9(4) . . . . ?
F3B C31 C32 F6B -80.1(5) . . . . ?
F4B C31 C32 F6B 32.5(4) . . . . ?
C30 C31 C32 F6B 141.7(3) . . . . ?
F4A C31 C32 C33 -133.8(3) . . . . ?
F3B C31 C32 C33 142.0(3) . . . . ?
F3A C31 C32 C33 107.2(3) . . . . ?
F4B C31 C32 C33 -105.3(2) . . . . ?
C30 C31 C32 C33 3.80(18) . . . . ?
F3B C31 C32 F5B 31.3(4) . . . . ?
F4B C31 C32 F5B 144.0(3) . . . . ?
C30 C31 C32 F5B -106.9(2) . . . . ?
F4A C31 C32 F6A -26.9(5) . . . . ?
F3A C31 C32 F6A -145.9(4) . . . . ?
C30 C31 C32 F6A 110.7(2) . . . . ?
C3 C29 C33 C17 6.0(3) . . . . ?
C30 C29 C33 C17 -175.01(14) . . . . ?
C3 C29 C33 C32 -174.62(15) . . . . ?
C30 C29 C33 C32 4.41(19) . . . . ?
C16 C17 C33 C29 42.5(2) . . . . ?
C18 C17 C33 C29 -139.62(16) . . . . ?
C16 C17 C33 C32 -136.89(16) . . . . ?
C18 C17 C33 C32 41.0(2) . . . . ?
F5A C32 C33 C29 135.0(4) . . . . ?
F6B C32 C33 C29 -144.0(3) . . . . ?
F5B C32 C33 C29 103.1(2) . . . . ?
F6A C32 C33 C29 -108.4(3) . . . . ?
C31 C32 C33 C29 -5.18(19) . . . . ?
F5A C32 C33 C17 -45.5(4) . . . . ?
F6B C32 C33 C17 35.5(3) . . . . ?
F5B C32 C33 C17 -77.4(2) . . . . ?
F6A C32 C33 C17 71.1(3) . . . . ?
C31 C32 C33 C17 174.31(13) . . . . ?
C3 C2 S1 C5 -0.40(12) . . . . ?
C1 C2 S1 C5 177.83(13) . . . . ?
C4 C5 S1 C2 -0.32(12) . . . . ?
C6 C5 S1 C2 -179.21(12) . . . . ?
C17 C16 S2 C19 -0.44(11) . . . . ?
C15 C16 S2 C19 177.70(12) . . . . ?
C18 C19 S2 C16 -0.07(11) . . . . ?
C20 C19 S2 C16 -177.84(11) . . . . ?
C9 C10 Si1 C14 136.82(19) . . . . ?
C11 C10 Si1 C14 -41.1(2) . . . . ?
C9 C10 Si1 C12 -102.91(16) . . . . ?
C11 C10 Si1 C12 79.13(16) . . . . ?
C9 C10 Si1 C13 15.92(18) . . . . ?
C11 C10 Si1 C13 -162.03(16) . . . . ?
C25 C24 Si2 C26 -112.68(17) . . . . ?
C23 C24 Si2 C26 65.84(18) . . . . ?
C25 C24 Si2 C27 8.89(18) . . . . ?
C23 C24 Si2 C27 -172.59(16) . . . . ?
C25 C24 Si2 C28 128.63(19) . . . . ?
C23 C24 Si2 C28 -52.9(2) . . . . ?

_refine_diff_density_max         0.548
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.047


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
_chemical_properties_physical    Photo-sensitive
