# Electronic Supplementary Material (ESI) for ChemComm.
# 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_XW320_11
_database_code_depnum_ccdc_archive 'CCDC 2104575'
loop_
_audit_author_name
_audit_author_address
'Dr. Xiqu Wang'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-08-20 deposited with the CCDC.	2021-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H16 Br F5 O2 S Si2'
_chemical_formula_weight         431.38


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.1980(9)
_cell_length_b                   13.1680(5)
_cell_length_c                   22.6970(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.697(2)
_cell_angle_gamma                90
_cell_volume                     6809.0(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      3.88
_cell_measurement_theta_max      66.10

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_F_000             3456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    6.278
_shelx_estimated_absorpt_T_min   0.314
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4825
_exptl_absorpt_correction_T_max  0.7527
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'narrow frame ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31467
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.877
_diffrn_reflns_theta_max         66.158
_diffrn_reflns_theta_full        66.158
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5860
_reflns_number_gt                5692
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+52.3104P] 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         5860
_refine_ls_number_parameters     465
_refine_ls_number_restraints     664
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1256
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   1.202
_refine_ls_restrained_S_all      1.150
_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
Br1 Br 0.36449(14) -0.1970(3) 0.78530(17) 0.0397(10) Uani 0.66(3) 1 d D U P A 1
Br12 Br 0.3718(7) -0.2029(6) 0.7807(4) 0.079(3) Uani 0.34(3) 1 d D U P A 2
S1 S 0.30424(5) -0.09717(9) 0.53599(5) 0.0322(3) Uani 1 1 d . . . . .
Si1 Si 0.43126(6) 0.03873(12) 0.82639(6) 0.0403(3) Uani 1 1 d . . . . .
Si2 Si 0.36842(6) 0.15880(10) 0.58114(5) 0.0330(3) Uani 1 1 d . . . . .
Si3 Si 0.43018(5) 0.51898(10) 0.62665(6) 0.0290(3) Uani 1 1 d . . . . .
Si4 Si 0.65839(5) 0.38401(12) 0.72734(6) 0.0366(3) Uani 1 1 d . . . . .
F1 F 0.24678(12) -0.1290(2) 0.55037(14) 0.0410(6) Uani 1 1 d . . . . .
F2 F 0.32854(13) -0.2096(2) 0.55060(14) 0.0435(7) Uani 1 1 d . . . . .
F3 F 0.27207(13) -0.1321(2) 0.46603(13) 0.0461(7) Uani 1 1 d . . . . .
F4 F 0.35952(12) -0.0688(2) 0.51669(13) 0.0423(7) Uani 1 1 d . . . . .
F5 F 0.27671(12) 0.0127(2) 0.51558(12) 0.0378(6) Uani 1 1 d . . . . .
O1 O 0.45812(14) 0.1533(3) 0.82346(15) 0.0396(8) Uani 1 1 d . . . . .
H1 H 0.430438 0.193897 0.806965 0.059 Uiso 1 1 calc R U . . .
O2 O 0.42817(14) 0.2220(2) 0.62276(14) 0.0328(7) Uani 1 1 d . . . . .
H2D H 0.457110 0.182492 0.633204 0.049 Uiso 1 1 calc R U . . .
O3 O 0.43347(13) 0.4129(2) 0.66658(13) 0.0292(7) Uani 1 1 d . . . . .
H3 H 0.427652 0.362986 0.642181 0.044 Uiso 1 1 calc R U . . .
O4 O 0.61313(14) 0.3124(3) 0.75026(14) 0.0349(7) Uani 1 1 d . . . . .
H4 H 0.603932 0.343039 0.778077 0.052 Uiso 1 1 calc R U . . .
C1 C 0.34059(19) -0.0550(3) 0.6162(2) 0.0283(9) Uani 1 1 d . . . . .
C2 C 0.3410(2) -0.1245(4) 0.6622(2) 0.0328(10) Uani 1 1 d . . . . .
H2 H 0.323561 -0.189511 0.651247 0.039 Uiso 1 1 calc R U . . .
C3 C 0.3672(2) -0.0977(4) 0.7239(2) 0.0348(10) Uani 1 1 d D . . . .
C4 C 0.3933(2) -0.0037(4) 0.7430(2) 0.0317(10) Uani 1 1 d . . . . .
C5 C 0.3912(2) 0.0627(4) 0.6943(2) 0.0314(10) Uani 1 1 d . . . . .
H5 H 0.408274 0.127937 0.705530 0.038 Uiso 1 1 calc R U . . .
C6 C 0.36585(19) 0.0416(4) 0.6301(2) 0.0299(9) Uani 1 1 d . . . . .
C7 C 0.4958(3) -0.0431(6) 0.8632(4) 0.081(3) Uani 1 1 d . . . . .
H7A H 0.520267 -0.045435 0.836463 0.122 Uiso 1 1 calc R U . . .
H7B H 0.482680 -0.111809 0.868401 0.122 Uiso 1 1 calc R U . . .
H7C H 0.518763 -0.015252 0.904205 0.122 Uiso 1 1 calc R U . . .
C8 C 0.3791(3) 0.0398(6) 0.8701(3) 0.0663(19) Uani 1 1 d . . . . .
H8A H 0.342706 0.073776 0.845037 0.099 Uiso 1 1 calc R U . . .
H8B H 0.396528 0.076378 0.909661 0.099 Uiso 1 1 calc R U . . .
H8C H 0.370315 -0.030145 0.878799 0.099 Uiso 1 1 calc R U . . .
C9 C 0.3724(3) 0.1446(5) 0.5019(2) 0.0563(16) Uani 1 1 d . . . . .
H9A H 0.335362 0.116300 0.473922 0.084 Uiso 1 1 calc R U . . .
H9B H 0.404730 0.098775 0.503314 0.084 Uiso 1 1 calc R U . . .
H9C H 0.379153 0.211138 0.486199 0.084 Uiso 1 1 calc R U . . .
C10 C 0.3059(2) 0.2406(4) 0.5812(3) 0.0436(12) Uani 1 1 d . . . . .
H10A H 0.307928 0.305321 0.560625 0.065 Uiso 1 1 calc R U . . .
H10B H 0.307990 0.253411 0.624400 0.065 Uiso 1 1 calc R U . . .
H10C H 0.268898 0.206384 0.558513 0.065 Uiso 1 1 calc R U . . .
C11 C 0.5276(2) 0.6045(3) 0.5853(2) 0.0312(9) Uani 1 1 d . . . . .
C12 C 0.5869(2) 0.6151(4) 0.5946(2) 0.0346(10) Uani 1 1 d . . . . .
H12 H 0.599932 0.663112 0.570890 0.041 Uiso 1 1 calc R U . . .
C13 C 0.6270(2) 0.5548(4) 0.6387(2) 0.0324(10) Uani 1 1 d . . . . .
C14 C 0.60984(19) 0.4816(4) 0.6729(2) 0.0298(9) Uani 1 1 d . . . . .
C15 C 0.54948(18) 0.4771(4) 0.66277(19) 0.0278(9) Uani 1 1 d . . . . .
H15 H 0.536693 0.428980 0.686593 0.033 Uiso 1 1 calc R U . . .
C16 C 0.50641(19) 0.5373(3) 0.6207(2) 0.0279(9) Uani 1 1 d . . . . .
C17 C 0.3683(2) 0.5055(5) 0.5524(3) 0.0503(14) Uani 1 1 d . . . . .
H17A H 0.361478 0.570378 0.529945 0.075 Uiso 1 1 calc R U . . .
H17B H 0.332858 0.485830 0.561376 0.075 Uiso 1 1 calc R U . . .
H17C H 0.377652 0.453176 0.526571 0.075 Uiso 1 1 calc R U . . .
C18 C 0.4182(3) 0.6218(4) 0.6772(3) 0.0472(13) Uani 1 1 d . . . . .
H18A H 0.423408 0.687895 0.659920 0.071 Uiso 1 1 calc R U . . .
H18B H 0.446655 0.614775 0.719532 0.071 Uiso 1 1 calc R U . . .
H18C H 0.378322 0.616806 0.678681 0.071 Uiso 1 1 calc R U . . .
C19 C 0.7136(2) 0.4438(6) 0.7969(3) 0.0655(19) Uani 1 1 d . . . . .
H19A H 0.737624 0.491752 0.783090 0.098 Uiso 1 1 calc R U . . .
H19B H 0.738808 0.390971 0.822903 0.098 Uiso 1 1 calc R U . . .
H19C H 0.693307 0.479934 0.821440 0.098 Uiso 1 1 calc R U . . .
C20 C 0.6910(3) 0.2989(5) 0.6831(3) 0.0571(16) Uani 1 1 d . . . . .
H20A H 0.659920 0.272530 0.646252 0.086 Uiso 1 1 calc R U . . .
H20B H 0.710790 0.242233 0.709867 0.086 Uiso 1 1 calc R U . . .
H20C H 0.719471 0.336898 0.669637 0.086 Uiso 1 1 calc R U . . .
S_1 S 0.7065(8) 0.5840(11) 0.6577(6) 0.038(4) Uani 0.176(3) 1 d D U P B 2
F1_1 F 0.6906(6) 0.6999(10) 0.6452(7) 0.044(3) Uani 0.176(3) 1 d D U P B 2
F2_1 F 0.6951(8) 0.5691(14) 0.5861(6) 0.058(4) Uani 0.176(3) 1 d D U P B 2
F3_1 F 0.7254(7) 0.4699(11) 0.6701(8) 0.057(4) Uani 0.176(3) 1 d D U P B 2
F4_1 F 0.7161(7) 0.5997(13) 0.7292(6) 0.054(4) Uani 0.176(3) 1 d D U P B 2
F5_1 F 0.7720(6) 0.6101(15) 0.6685(9) 0.070(5) Uani 0.176(3) 1 d D U P B 2
Br3 Br 0.4731(2) 0.6974(4) 0.5426(3) 0.0536(18) Uani 0.176(3) 1 d . U P B 2
S_2 S 0.47996(12) 0.68064(17) 0.51972(10) 0.0326(5) Uani 0.824(3) 1 d D U P B 1
F1_2 F 0.51631(17) 0.7813(2) 0.54505(16) 0.0428(8) Uani 0.824(3) 1 d D U P B 1
F2_2 F 0.4380(2) 0.7070(3) 0.55821(16) 0.0400(8) Uani 0.824(3) 1 d D U P B 1
F3_2 F 0.44137(15) 0.5850(3) 0.48920(15) 0.0409(8) Uani 0.824(3) 1 d D U P B 1
F4_2 F 0.51894(17) 0.6614(3) 0.47662(15) 0.0432(8) Uani 0.824(3) 1 d D U P B 1
F5_2 F 0.43803(18) 0.7467(3) 0.46441(17) 0.0524(10) Uani 0.824(3) 1 d D U P B 1
Br2 Br 0.70750(9) 0.57405(12) 0.64711(8) 0.0463(4) Uani 0.824(3) 1 d . U P B 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C3 1.928(5) . ?
Br12 C3 1.869(9) . ?
S1 F3 1.583(3) . ?
S1 F2 1.586(3) . ?
S1 F4 1.586(3) . ?
S1 F1 1.588(3) . ?
S1 F5 1.594(3) . ?
S1 C1 1.822(4) . ?
Si1 O1 1.653(4) . ?
Si1 C7 1.849(7) . ?
Si1 C8 1.851(6) . ?
Si1 C4 1.888(5) . ?
Si2 O2 1.660(3) . ?
Si2 C9 1.843(5) . ?
Si2 C10 1.857(6) . ?
Si2 C6 1.915(5) . ?
Si3 O3 1.653(3) . ?
Si3 C17 1.847(5) . ?
Si3 C18 1.858(5) . ?
Si3 C16 1.910(4) . ?
Si4 O4 1.656(4) . ?
Si4 C20 1.850(6) . ?
Si4 C19 1.864(6) . ?
Si4 C14 1.893(5) . ?
O1 H1 0.8400 . ?
O2 H2D 0.8400 . ?
O3 H3 0.8400 . ?
O4 H4 0.8400 . ?
C1 C2 1.385(7) . ?
C1 C6 1.400(7) . ?
C2 C3 1.375(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(7) . ?
C4 C5 1.398(6) . ?
C5 C6 1.405(6) . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.386(7) . ?
C11 C16 1.402(7) . ?
C11 Br3 1.819(7) . ?
C11 S_2 1.842(5) . ?
C12 C13 1.385(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(7) . ?
C13 S_1 1.864(19) . ?
C13 Br2 1.909(5) . ?
C14 C15 1.401(6) . ?
C15 C16 1.399(6) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
S_1 F5_1 1.559(14) . ?
S_1 F2_1 1.567(12) . ?
S_1 F3_1 1.569(13) . ?
S_1 F4_1 1.573(13) . ?
S_1 F1_1 1.576(13) . ?
S_2 F3_2 1.581(4) . ?
S_2 F5_2 1.582(4) . ?
S_2 F2_2 1.585(4) . ?
S_2 F1_2 1.587(4) . ?
S_2 F4_2 1.591(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
F3 S1 F2 87.76(16) . . ?
F3 S1 F4 88.09(16) . . ?
F2 S1 F4 89.41(17) . . ?
F3 S1 F1 87.76(16) . . ?
F2 S1 F1 89.97(17) . . ?
F4 S1 F1 175.83(16) . . ?
F3 S1 F5 87.48(16) . . ?
F2 S1 F5 175.22(16) . . ?
F4 S1 F5 90.85(17) . . ?
F1 S1 F5 89.42(16) . . ?
F3 S1 C1 179.0(2) . . ?
F2 S1 C1 93.18(18) . . ?
F4 S1 C1 92.09(18) . . ?
F1 S1 C1 92.07(18) . . ?
F5 S1 C1 91.58(18) . . ?
O1 Si1 C7 105.4(3) . . ?
O1 Si1 C8 111.3(3) . . ?
C7 Si1 C8 112.8(4) . . ?
O1 Si1 C4 107.15(19) . . ?
C7 Si1 C4 109.4(3) . . ?
C8 Si1 C4 110.5(3) . . ?
O2 Si2 C9 106.5(2) . . ?
O2 Si2 C10 105.2(2) . . ?
C9 Si2 C10 111.7(3) . . ?
O2 Si2 C6 105.46(18) . . ?
C9 Si2 C6 120.5(3) . . ?
C10 Si2 C6 106.4(2) . . ?
O3 Si3 C17 107.1(2) . . ?
O3 Si3 C18 105.4(2) . . ?
C17 Si3 C18 112.7(3) . . ?
O3 Si3 C16 106.07(18) . . ?
C17 Si3 C16 116.9(2) . . ?
C18 Si3 C16 107.9(2) . . ?
O4 Si4 C20 105.9(3) . . ?
O4 Si4 C19 109.5(2) . . ?
C20 Si4 C19 113.7(3) . . ?
O4 Si4 C14 105.15(19) . . ?
C20 Si4 C14 109.9(2) . . ?
C19 Si4 C14 112.1(3) . . ?
Si1 O1 H1 109.5 . . ?
Si2 O2 H2D 109.5 . . ?
Si3 O3 H3 109.5 . . ?
Si4 O4 H4 109.5 . . ?
C2 C1 C6 122.6(4) . . ?
C2 C1 S1 115.5(3) . . ?
C6 C1 S1 121.9(3) . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 123.4(4) . . ?
C2 C3 Br12 114.4(4) . . ?
C4 C3 Br12 122.0(4) . . ?
C2 C3 Br1 116.5(4) . . ?
C4 C3 Br1 120.1(4) . . ?
C3 C4 C5 114.7(4) . . ?
C3 C4 Si1 126.3(3) . . ?
C5 C4 Si1 118.9(4) . . ?
C4 C5 C6 125.7(4) . . ?
C4 C5 H5 117.1 . . ?
C6 C5 H5 117.1 . . ?
C1 C6 C5 114.7(4) . . ?
C1 C6 Si2 134.4(3) . . ?
C5 C6 Si2 110.7(3) . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si2 C9 H9A 109.5 . . ?
Si2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si2 C10 H10A 109.5 . . ?
Si2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 122.4(4) . . ?
C12 C11 Br3 122.7(4) . . ?
C16 C11 Br3 113.0(4) . . ?
C12 C11 S_2 113.7(4) . . ?
C16 C11 S_2 123.8(4) . . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 122.3(4) . . ?
C12 C13 S_1 117.7(6) . . ?
C14 C13 S_1 119.6(6) . . ?
C12 C13 Br2 116.0(3) . . ?
C14 C13 Br2 121.6(4) . . ?
C13 C14 C15 115.5(4) . . ?
C13 C14 Si4 126.9(3) . . ?
C15 C14 Si4 117.5(3) . . ?
C16 C15 C14 125.7(4) . . ?
C16 C15 H15 117.2 . . ?
C14 C15 H15 117.2 . . ?
C15 C16 C11 114.6(4) . . ?
C15 C16 Si3 113.2(3) . . ?
C11 C16 Si3 132.0(3) . . ?
Si3 C17 H17A 109.5 . . ?
Si3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si3 C18 H18A 109.5 . . ?
Si3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si4 C19 H19A 109.5 . . ?
Si4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Si4 C20 H20A 109.5 . . ?
Si4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F5_1 S_1 F2_1 90.2(12) . . ?
F5_1 S_1 F3_1 87.9(11) . . ?
F2_1 S_1 F3_1 90.3(10) . . ?
F5_1 S_1 F4_1 91.2(11) . . ?
F2_1 S_1 F4_1 178.4(14) . . ?
F3_1 S_1 F4_1 90.4(10) . . ?
F5_1 S_1 F1_1 89.4(11) . . ?
F2_1 S_1 F1_1 89.3(10) . . ?
F3_1 S_1 F1_1 177.2(15) . . ?
F4_1 S_1 F1_1 90.1(10) . . ?
F5_1 S_1 C13 175.9(11) . . ?
F2_1 S_1 C13 85.8(10) . . ?
F3_1 S_1 C13 93.4(10) . . ?
F4_1 S_1 C13 92.7(10) . . ?
F1_1 S_1 C13 89.3(9) . . ?
F3_2 S_2 F5_2 87.9(2) . . ?
F3_2 S_2 F2_2 91.3(2) . . ?
F5_2 S_2 F2_2 87.6(2) . . ?
F3_2 S_2 F1_2 175.3(2) . . ?
F5_2 S_2 F1_2 87.5(2) . . ?
F2_2 S_2 F1_2 89.8(2) . . ?
F3_2 S_2 F4_2 89.4(2) . . ?
F5_2 S_2 F4_2 87.4(2) . . ?
F2_2 S_2 F4_2 174.9(3) . . ?
F1_2 S_2 F4_2 89.1(2) . . ?
F3_2 S_2 C11 92.1(2) . . ?
F5_2 S_2 C11 178.5(3) . . ?
F2_2 S_2 C11 90.9(2) . . ?
F1_2 S_2 C11 92.4(2) . . ?
F4_2 S_2 C11 94.1(2) . . ?

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_TL33_XW317
_database_code_depnum_ccdc_archive 'CCDC 2104577'
loop_
_audit_author_name
_audit_author_address
'Dr. Xiqu Wang'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-08-20 deposited with the CCDC.	2021-12-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;



_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H16 F5 N O S Si'
_chemical_formula_sum            'C15 H16 F5 N O S Si'
_chemical_formula_weight         381.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9576(3)
_cell_length_b                   15.6343(3)
_cell_length_c                   9.2554(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.1670(10)
_cell_angle_gamma                90
_cell_volume                     1708.19(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9921
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      65.94
_cell_measurement_theta_min      3.74
_shelx_estimated_absorpt_T_max   0.611
_shelx_estimated_absorpt_T_min   0.317
_exptl_absorpt_coefficient_mu    2.872
_exptl_absorpt_correction_T_max  0.7527
_exptl_absorpt_correction_T_min  0.4203
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            12808
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        65.934
_diffrn_reflns_theta_max         65.934
_diffrn_reflns_theta_min         3.744
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'narrow frame ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2929
_reflns_number_total             2952
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2952
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+0.8621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0789
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 N1(H1A), C3(H2), C7(H6), C8(H5), C9(H1), C10(H3), C11(H4), C12(H7), C13(H8)
1.b Idealised Me refined as rotating group:
 C14(H11,H10,H9), C15(H14,H13,H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.81199(3) 0.49832(2) 0.59621(4) 0.02575(12) Uani 1 1 d . . . . .
Si1 Si 0.71355(3) 0.62665(3) 0.27075(4) 0.02522(13) Uani 1 1 d . . . . .
H15 H 0.7997(15) 0.5726(12) 0.2564(19) 0.030 Uiso 1 1 d . U . . .
F1 F 0.84360(7) 0.53488(7) 0.75782(10) 0.0357(2) Uani 1 1 d . . . . .
F2 F 0.92788(8) 0.44802(7) 0.62282(12) 0.0424(3) Uani 1 1 d . . . . .
F3 F 0.75606(8) 0.41709(6) 0.65916(10) 0.0327(2) Uani 1 1 d . . . . .
F4 F 0.87829(7) 0.57532(6) 0.53652(11) 0.0349(2) Uani 1 1 d . . . . .
F5 F 0.78916(8) 0.45671(6) 0.43711(10) 0.0329(2) Uani 1 1 d . . . . .
O1 O 0.37494(9) 0.78275(7) 0.35154(11) 0.0263(2) Uani 1 1 d . . . . .
N1 N 0.38602(10) 0.70298(8) 0.55833(12) 0.0208(3) Uani 1 1 d . . . . .
H1A H 0.353770 0.695448 0.636462 0.025 Uiso 1 1 calc R U . . .
C1 C 0.67948(11) 0.55686(9) 0.56619(16) 0.0205(3) Uani 1 1 d . . . . .
C2 C 0.64729(12) 0.60784(9) 0.44243(15) 0.0207(3) Uani 1 1 d . . . . .
C3 C 0.54804(12) 0.65638(9) 0.43937(15) 0.0212(3) Uani 1 1 d . . . . .
H2 H 0.523696 0.692052 0.357283 0.025 Uiso 1 1 calc R U . . .
C4 C 0.48391(11) 0.65393(9) 0.55310(15) 0.0195(3) Uani 1 1 d . . . . .
C5 C 0.33460(11) 0.76018(9) 0.45969(15) 0.0199(3) Uani 1 1 d . . . . .
C6 C 0.22425(12) 0.79555(9) 0.48976(15) 0.0212(3) Uani 1 1 d . . . . .
C7 C 0.18634(13) 0.87182(10) 0.42080(17) 0.0263(3) Uani 1 1 d . . . . .
H6 H 0.232145 0.901020 0.361741 0.032 Uiso 1 1 calc R U . . .
C8 C 0.08185(14) 0.90514(11) 0.43830(19) 0.0329(4) Uani 1 1 d . . . . .
H5 H 0.055929 0.956971 0.390800 0.039 Uiso 1 1 calc R U . . .
C9 C 0.01540(13) 0.86293(11) 0.5249(2) 0.0347(4) Uani 1 1 d . . . . .
H1 H -0.056216 0.885835 0.536488 0.042 Uiso 1 1 calc R U . . .
C10 C 0.15689(13) 0.75360(10) 0.57685(17) 0.0265(3) Uani 1 1 d . . . . .
H3 H 0.182248 0.701631 0.624280 0.032 Uiso 1 1 calc R U . . .
C11 C 0.05261(13) 0.78760(11) 0.5946(2) 0.0336(4) Uani 1 1 d . . . . .
H4 H 0.006905 0.759091 0.654568 0.040 Uiso 1 1 calc R U . . .
C12 C 0.51697(12) 0.59882(9) 0.67081(15) 0.0222(3) Uani 1 1 d . . . . .
H7 H 0.472133 0.594303 0.746476 0.027 Uiso 1 1 calc R U . . .
C13 C 0.61431(12) 0.55099(9) 0.67764(16) 0.0230(3) Uani 1 1 d . . . . .
H8 H 0.636993 0.513988 0.758412 0.028 Uiso 1 1 calc R U . . .
C14 C 0.60076(16) 0.60791(13) 0.10972(18) 0.0396(4) Uani 1 1 d . . . . .
H11 H 0.535806 0.645032 0.116767 0.059 Uiso 1 1 calc R U . . .
H10 H 0.576716 0.547952 0.108386 0.059 Uiso 1 1 calc R U . . .
H9 H 0.630540 0.620911 0.019487 0.059 Uiso 1 1 calc R U . . .
C15 C 0.76457(15) 0.73887(12) 0.2751(2) 0.0385(4) Uani 1 1 d . . . . .
H14 H 0.787128 0.753215 0.180730 0.058 Uiso 1 1 calc R U . . .
H13 H 0.829789 0.745315 0.353090 0.058 Uiso 1 1 calc R U . . .
H12 H 0.703736 0.777342 0.293655 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 F1 1.5896(10) . ?
S1 F2 1.5782(9) . ?
S1 F3 1.5885(10) . ?
S1 F4 1.5882(10) . ?
S1 F5 1.5931(10) . ?
S1 C1 1.8126(14) . ?
Si1 H15 1.355(18) . ?
Si1 C2 1.9080(15) . ?
Si1 C14 1.8670(18) . ?
Si1 C15 1.8559(18) . ?
O1 C5 1.2300(18) . ?
N1 H1A 0.8800 . ?
N1 C4 1.4066(18) . ?
N1 C5 1.3536(19) . ?
C1 C2 1.398(2) . ?
C1 C13 1.391(2) . ?
C2 C3 1.405(2) . ?
C3 H2 0.9500 . ?
C3 C4 1.398(2) . ?
C4 C12 1.396(2) . ?
C5 C6 1.4972(19) . ?
C6 C7 1.394(2) . ?
C6 C10 1.391(2) . ?
C7 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C8 H5 0.9500 . ?
C8 C9 1.383(3) . ?
C9 H1 0.9500 . ?
C9 C11 1.382(3) . ?
C10 H3 0.9500 . ?
C10 C11 1.389(2) . ?
C11 H4 0.9500 . ?
C12 H7 0.9500 . ?
C12 C13 1.376(2) . ?
C13 H8 0.9500 . ?
C14 H11 0.9800 . ?
C14 H10 0.9800 . ?
C14 H9 0.9800 . ?
C15 H14 0.9800 . ?
C15 H13 0.9800 . ?
C15 H12 0.9800 . ?

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
F1 S1 F5 175.30(5) . . ?
F1 S1 C1 91.93(6) . . ?
F2 S1 F1 87.77(6) . . ?
F2 S1 F3 87.42(5) . . ?
F2 S1 F4 87.56(5) . . ?
F2 S1 F5 87.57(5) . . ?
F2 S1 C1 179.54(7) . . ?
F3 S1 F1 89.61(5) . . ?
F3 S1 F5 89.57(5) . . ?
F3 S1 C1 92.93(6) . . ?
F4 S1 F1 89.87(6) . . ?
F4 S1 F3 174.96(5) . . ?
F4 S1 F5 90.54(5) . . ?
F4 S1 C1 92.09(6) . . ?
F5 S1 C1 92.73(6) . . ?
C2 Si1 H15 114.1(7) . . ?
C14 Si1 H15 106.7(8) . . ?
C14 Si1 C2 107.31(7) . . ?
C15 Si1 H15 109.8(8) . . ?
C15 Si1 C2 107.85(7) . . ?
C15 Si1 C14 111.02(9) . . ?
C4 N1 H1A 115.5 . . ?
C5 N1 H1A 115.5 . . ?
C5 N1 C4 128.90(12) . . ?
C2 C1 S1 122.23(11) . . ?
C13 C1 S1 115.60(11) . . ?
C13 C1 C2 122.10(13) . . ?
C1 C2 Si1 132.33(11) . . ?
C1 C2 C3 116.47(13) . . ?
C3 C2 Si1 111.19(10) . . ?
C2 C3 H2 118.9 . . ?
C4 C3 C2 122.20(13) . . ?
C4 C3 H2 118.9 . . ?
C3 C4 N1 124.77(13) . . ?
C12 C4 N1 116.32(12) . . ?
C12 C4 C3 118.91(13) . . ?
O1 C5 N1 122.92(13) . . ?
O1 C5 C6 121.12(13) . . ?
N1 C5 C6 115.96(12) . . ?
C7 C6 C5 117.57(13) . . ?
C10 C6 C5 122.85(13) . . ?
C10 C6 C7 119.51(13) . . ?
C6 C7 H6 120.0 . . ?
C8 C7 C6 120.08(15) . . ?
C8 C7 H6 120.0 . . ?
C7 C8 H5 120.0 . . ?
C9 C8 C7 120.00(15) . . ?
C9 C8 H5 120.0 . . ?
C8 C9 H1 119.8 . . ?
C11 C9 C8 120.35(14) . . ?
C11 C9 H1 119.8 . . ?
C6 C10 H3 120.0 . . ?
C11 C10 C6 120.10(15) . . ?
C11 C10 H3 120.0 . . ?
C9 C11 C10 119.96(16) . . ?
C9 C11 H4 120.0 . . ?
C10 C11 H4 120.0 . . ?
C4 C12 H7 119.9 . . ?
C13 C12 C4 120.23(13) . . ?
C13 C12 H7 119.9 . . ?
C1 C13 H8 120.0 . . ?
C12 C13 C1 119.97(13) . . ?
C12 C13 H8 120.0 . . ?
Si1 C14 H11 109.5 . . ?
Si1 C14 H10 109.5 . . ?
Si1 C14 H9 109.5 . . ?
H11 C14 H10 109.5 . . ?
H11 C14 H9 109.5 . . ?
H10 C14 H9 109.5 . . ?
Si1 C15 H14 109.5 . . ?
Si1 C15 H13 109.5 . . ?
Si1 C15 H12 109.5 . . ?
H14 C15 H13 109.5 . . ?
H14 C15 H12 109.5 . . ?
H13 C15 H12 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 Si1 5.4(2) . . . . ?
S1 C1 C2 C3 -173.93(10) . . . . ?
S1 C1 C13 C12 174.56(11) . . . . ?
Si1 C2 C3 C4 -179.83(11) . . . . ?
F1 S1 C1 C2 129.79(12) . . . . ?
F1 S1 C1 C13 -47.31(12) . . . . ?
F3 S1 C1 C2 -140.50(12) . . . . ?
F3 S1 C1 C13 42.41(12) . . . . ?
F4 S1 C1 C2 39.85(12) . . . . ?
F4 S1 C1 C13 -137.24(11) . . . . ?
F5 S1 C1 C2 -50.79(12) . . . . ?
F5 S1 C1 C13 132.11(11) . . . . ?
O1 C5 C6 C7 -19.3(2) . . . . ?
O1 C5 C6 C10 157.55(14) . . . . ?
N1 C4 C12 C13 -177.36(13) . . . . ?
N1 C5 C6 C7 160.46(13) . . . . ?
N1 C5 C6 C10 -22.7(2) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C2 C1 C13 C12 -2.5(2) . . . . ?
C2 C3 C4 N1 177.90(13) . . . . ?
C2 C3 C4 C12 -2.7(2) . . . . ?
C3 C4 C12 C13 3.2(2) . . . . ?
C4 N1 C5 O1 -6.3(2) . . . . ?
C4 N1 C5 C6 173.93(13) . . . . ?
C4 C12 C13 C1 -0.7(2) . . . . ?
C5 N1 C4 C3 0.2(2) . . . . ?
C5 N1 C4 C12 -179.21(13) . . . . ?
C5 C6 C7 C8 176.51(13) . . . . ?
C5 C6 C10 C11 -176.71(14) . . . . ?
C6 C7 C8 C9 0.3(2) . . . . ?
C6 C10 C11 C9 0.4(2) . . . . ?
C7 C6 C10 C11 0.1(2) . . . . ?
C7 C8 C9 C11 0.1(3) . . . . ?
C8 C9 C11 C10 -0.5(3) . . . . ?
C10 C6 C7 C8 -0.5(2) . . . . ?
C13 C1 C2 Si1 -177.67(11) . . . . ?
C13 C1 C2 C3 3.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_XW318_10
_database_code_depnum_ccdc_archive 'CCDC 2104576'
loop_
_audit_author_name
_audit_author_address
'Dr. Xiqu Wang'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-08-20 deposited with the CCDC.	2021-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H16 F6 O2 S Si2'
_chemical_formula_weight         370.47


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   11.6888(5)
_cell_length_b                   12.0275(5)
_cell_length_c                   18.7864(7)
_cell_angle_alpha                89.4300(10)
_cell_angle_beta                 85.9810(10)
_cell_angle_gamma                68.9520(10)
_cell_volume                     2458.52(17)
_cell_formula_units_Z            6
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      22.90
_cell_measurement_theta_max      66.47


_exptl_crystal_description       PLATE
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_F_000             1140
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    3.762
_shelx_estimated_absorpt_T_min   0.535
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5756
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'narrow frame ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35068
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.358
_diffrn_reflns_theta_max         66.552
_diffrn_reflns_theta_full        66.552
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             8368
_reflns_number_gt                7741
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0402P)²+1.9437P] 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         8368
_refine_ls_number_parameters     586
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.042
_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
S1 S 0.01267(5) 0.77713(5) 0.69961(3) 0.03583(14) Uani 1 1 d . . . . .
S2 S 0.74785(6) 0.22486(5) 0.09345(3) 0.04011(16) Uani 1 1 d . U . . .
S3 S -0.07985(5) 0.70070(5) 0.08389(3) 0.02755(12) Uani 1 1 d . . . . .
Si1 Si -0.25775(6) 0.86226(6) 0.58894(3) 0.03563(16) Uani 1 1 d . . . . .
Si2 Si 0.07086(6) 0.69628(6) 0.35543(3) 0.03314(15) Uani 1 1 d . . . . .
Si3 Si 0.56061(5) 0.19582(5) 0.25582(3) 0.02628(13) Uani 1 1 d . . . . .
Si4 Si 0.54454(6) 0.64774(5) 0.33487(3) 0.03101(14) Uani 1 1 d . . . . .
Si5 Si 0.33773(5) 0.91335(5) 0.15632(3) 0.02393(13) Uani 1 1 d . . . . .
Si6 Si 0.22633(5) 0.50070(4) 0.14086(3) 0.02429(13) Uani 1 1 d . . . . .
F1 F -0.08818(12) 0.90695(12) 0.69989(7) 0.0376(3) Uani 1 1 d . . . . .
F2 F 0.00459(15) 0.78801(16) 0.78400(7) 0.0547(4) Uani 1 1 d . . . . .
F3 F 0.11527(15) 0.64868(15) 0.70689(8) 0.0568(4) Uani 1 1 d . . . . .
F4 F 0.11676(14) 0.83340(16) 0.69855(8) 0.0512(4) Uani 1 1 d . . . . .
F5 F -0.18549(12) 0.80608(13) 0.12632(8) 0.0433(3) Uani 1 1 d . . . . .
F6 F -0.15315(13) 0.80944(15) 0.44978(7) 0.0472(4) Uani 1 1 d . . . . .
F7 F -0.08954(13) 0.71979(12) 0.70821(7) 0.0405(3) Uani 1 1 d . . . . .
F8 F 0.79890(17) 0.12378(15) 0.03308(8) 0.0635(5) Uani 1 1 d . . . . .
F9 F 0.62069(14) 0.20416(12) 0.09261(7) 0.0461(4) Uani 1 1 d . . . . .
F10 F 0.87853(14) 0.23748(15) 0.08750(8) 0.0556(4) Uani 1 1 d . U . . .
F11 F -0.18380(13) 0.65443(13) 0.06126(8) 0.0461(4) Uani 1 1 d . . . . .
F12 F -0.10171(12) 0.77894(12) 0.01419(7) 0.0380(3) Uani 1 1 d . . . . .
F13 F 0.49502(11) 0.41853(10) 0.32589(6) 0.0292(3) Uani 1 1 d . . . . .
F14 F 0.70486(17) 0.31841(15) 0.03175(7) 0.0582(5) Uani 1 1 d . . . . .
F15 F 0.79591(12) 0.12272(11) 0.15009(6) 0.0377(3) Uani 1 1 d . . . . .
F16 F 0.01602(12) 0.59260(11) 0.03869(7) 0.0327(3) Uani 1 1 d . . . . .
F17 F -0.06967(13) 0.62023(12) 0.15237(7) 0.0375(3) Uani 1 1 d . . . . .
F18 F 0.34610(11) 0.66063(10) 0.16752(7) 0.0286(3) Uani 1 1 d . . . . .
O1 O 0.21907(14) 0.64041(15) 0.33197(9) 0.0363(4) Uani 1 1 d . . . . .
H1A H 0.231844 0.592811 0.297347 0.054 Uiso 1 1 calc R U . . .
O2 O 0.27367(14) 0.48543(12) 0.22256(8) 0.0290(3) Uani 1 1 d . . . . .
H2A H 0.307963 0.412710 0.231070 0.043 Uiso 1 1 calc R U . . .
O3 O -0.30560(14) 0.88227(14) 0.67345(8) 0.0320(3) Uani 1 1 d . . . . .
H3A H -0.295076 0.942681 0.689319 0.048 Uiso 1 1 calc R U . . .
O4 O 0.35069(14) 0.92102(13) 0.24291(8) 0.0305(3) Uani 1 1 d . . . . .
H4A H 0.357096 0.855345 0.261381 0.046 Uiso 1 1 calc R U . . .
O5 O 0.40954(14) 0.25904(12) 0.25612(8) 0.0296(3) Uani 1 1 d . . . . .
H5A H 0.376828 0.212423 0.274010 0.044 Uiso 1 1 calc R U . . .
O6 O 0.39958(14) 0.72880(12) 0.32582(8) 0.0304(3) Uani 1 1 d . . . . .
H6A H 0.356313 0.686715 0.333653 0.046 Uiso 1 1 calc R U . . .
C1 C -0.3200(3) 1.0086(3) 0.54629(15) 0.0676(10) Uani 1 1 d . . . . .
H4 H -0.291104 1.000838 0.495701 0.101 Uiso 1 1 calc R U . . .
H3 H -0.291995 1.065592 0.569854 0.101 Uiso 1 1 calc R U . . .
H1 H -0.410016 1.037147 0.550676 0.101 Uiso 1 1 calc R U . . .
C2 C -0.0832(2) 0.79906(19) 0.56454(11) 0.0277(4) Uani 1 1 d . . . . .
C3 C -0.0551(2) 0.7782(2) 0.49131(12) 0.0311(5) Uani 1 1 d . . . . .
C4 C 0.0589(2) 0.7279(2) 0.45438(12) 0.0308(5) Uani 1 1 d . . . . .
C5 C -0.0051(3) 0.8357(3) 0.30794(15) 0.0615(9) Uani 1 1 d . . . . .
H11 H 0.032523 0.893895 0.318673 0.092 Uiso 1 1 calc R U . . .
H12 H -0.092712 0.867767 0.323518 0.092 Uiso 1 1 calc R U . . .
H2 H 0.004686 0.819343 0.256428 0.092 Uiso 1 1 calc R U . . .
C6 C 0.0228(2) 0.7645(2) 0.60273(11) 0.0301(5) Uani 1 1 d . . . . .
C7 C 0.1412(2) 0.7167(2) 0.57021(13) 0.0407(6) Uani 1 1 d . . . . .
H14 H 0.210209 0.696637 0.598223 0.049 Uiso 1 1 calc R U . . .
C8 C 0.1585(2) 0.6983(2) 0.49679(13) 0.0400(6) Uani 1 1 d . . . . .
H13 H 0.239571 0.664891 0.475051 0.048 Uiso 1 1 calc R U . . .
C9 C -0.3130(3) 0.7439(4) 0.55870(19) 0.0790(13) Uani 1 1 d . . . . .
H6 H -0.401829 0.778210 0.554122 0.118 Uiso 1 1 calc R U . . .
H5 H -0.295005 0.680052 0.593748 0.118 Uiso 1 1 calc R U . . .
H7 H -0.271034 0.711284 0.512369 0.118 Uiso 1 1 calc R U . . .
C10 C 0.0022(3) 0.5820(3) 0.34065(15) 0.0502(7) Uani 1 1 d . . . . .
H8 H 0.001959 0.568636 0.289290 0.075 Uiso 1 1 calc R U . . .
H10 H -0.082396 0.609684 0.362088 0.075 Uiso 1 1 calc R U . . .
H9 H 0.050627 0.507316 0.362760 0.075 Uiso 1 1 calc R U . . .
C11 C 0.6171(2) 0.1555(2) 0.34636(14) 0.0411(6) Uani 1 1 d . . . . .
H20 H 0.578058 0.103031 0.368951 0.062 Uiso 1 1 calc R U . . .
H15 H 0.596524 0.227979 0.375581 0.062 Uiso 1 1 calc R U . . .
H21 H 0.706466 0.114136 0.342137 0.062 Uiso 1 1 calc R U . . .
C12 C 0.61342(18) 0.32315(17) 0.22254(10) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.57316(18) 0.42221(17) 0.26872(10) 0.0220(4) Uani 1 1 d . . . . .
C14 C 0.60148(19) 0.52480(17) 0.26461(12) 0.0259(4) Uani 1 1 d . . . . .
C15 C 0.5641(3) 0.5846(2) 0.42551(15) 0.0550(8) Uani 1 1 d . . . . .
H16 H 0.651241 0.538340 0.430505 0.083 Uiso 1 1 calc R U . . .
H25 H 0.516309 0.532705 0.432844 0.083 Uiso 1 1 calc R U . . .
H26 H 0.535269 0.649527 0.461143 0.083 Uiso 1 1 calc R U . . .
C16 C 0.6874(2) 0.33834(19) 0.16330(11) 0.0281(4) Uani 1 1 d . . . . .
C17 C 0.6042(3) 0.0500(2) 0.20940(17) 0.0499(7) Uani 1 1 d . . . . .
H17 H 0.692545 0.006406 0.211614 0.075 Uiso 1 1 calc R U . . .
H19 H 0.584504 0.062586 0.159401 0.075 Uiso 1 1 calc R U . . .
H18 H 0.558498 0.003709 0.232590 0.075 Uiso 1 1 calc R U . . .
C18 C 0.6300(3) 0.7503(2) 0.31878(19) 0.0530(7) Uani 1 1 d . . . . .
H22 H 0.603677 0.812874 0.355837 0.080 Uiso 1 1 calc R U . . .
H23 H 0.613125 0.786512 0.271876 0.080 Uiso 1 1 calc R U . . .
H24 H 0.718327 0.705532 0.320134 0.080 Uiso 1 1 calc R U . . .
C19 C 0.6771(2) 0.52994(19) 0.20452(13) 0.0342(5) Uani 1 1 d . . . . .
H28 H 0.700998 0.597252 0.198299 0.041 Uiso 1 1 calc R U . . .
C20 C 0.7178(2) 0.4385(2) 0.15396(13) 0.0362(5) Uani 1 1 d . . . . .
H27 H 0.766889 0.444832 0.112718 0.043 Uiso 1 1 calc R U . . .
C21 C 0.2886(2) 1.06829(19) 0.12441(13) 0.0362(5) Uani 1 1 d . . . . .
H29 H 0.348743 1.103657 0.136058 0.054 Uiso 1 1 calc R U . . .
H40 H 0.208044 1.114902 0.147659 0.054 Uiso 1 1 calc R U . . .
H39 H 0.283117 1.068439 0.072592 0.054 Uiso 1 1 calc R U . . .
C22 C 0.21441(18) 0.85084(16) 0.14085(10) 0.0211(4) Uani 1 1 d . . . . .
C23 C 0.23363(18) 0.73033(17) 0.14612(10) 0.0209(4) Uani 1 1 d . . . . .
C24 C 0.15351(18) 0.67160(16) 0.13185(10) 0.0203(4) Uani 1 1 d . . . . .
C25 C 0.04030(18) 0.75131(17) 0.10981(10) 0.0207(4) Uani 1 1 d . . . . .
C26 C 0.3555(2) 0.4486(2) 0.07129(13) 0.0395(6) Uani 1 1 d . . . . .
H31 H 0.409729 0.493845 0.075581 0.059 Uiso 1 1 calc R U . . .
H30 H 0.323025 0.460728 0.023976 0.059 Uiso 1 1 calc R U . . .
H32 H 0.402000 0.363665 0.077557 0.059 Uiso 1 1 calc R U . . .
C27 C 0.1355(3) 0.4031(2) 0.13621(14) 0.0411(6) Uani 1 1 d . . . . .
H33 H 0.186589 0.321325 0.147398 0.062 Uiso 1 1 calc R U . . .
H34 H 0.107802 0.404970 0.088012 0.062 Uiso 1 1 calc R U . . .
H35 H 0.063914 0.431398 0.170749 0.062 Uiso 1 1 calc R U . . .
C28 C 0.4844(2) 0.8201(2) 0.10836(13) 0.0364(5) Uani 1 1 d . . . . .
H38 H 0.471808 0.814445 0.057690 0.055 Uiso 1 1 calc R U . . .
H36 H 0.512616 0.740165 0.128629 0.055 Uiso 1 1 calc R U . . .
H37 H 0.546364 0.856308 0.113381 0.055 Uiso 1 1 calc R U . . .
C29 C 0.09919(19) 0.92222(17) 0.12044(10) 0.0239(4) Uani 1 1 d . . . . .
H42 H 0.079299 1.005854 0.117141 0.029 Uiso 1 1 calc R U . . .
C30 C 0.01264(19) 0.87316(17) 0.10480(10) 0.0243(4) Uani 1 1 d . . . . .
H41 H -0.065503 0.923142 0.090673 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 F7 1.5785(15) . ?
S1 F1 1.5827(15) . ?
S1 F2 1.5855(15) . ?
S1 F4 1.5895(16) . ?
S1 F3 1.5910(16) . ?
S1 C6 1.820(2) . ?
S2 F10 1.5845(19) . ?
S2 F14 1.5848(14) . ?
S2 F15 1.5872(13) . ?
S2 F8 1.5913(15) . ?
S2 F9 1.5939(18) . ?
S2 C16 1.816(2) . ?
S3 F16 1.5840(13) . ?
S3 F12 1.5859(14) . ?
S3 F17 1.5874(14) . ?
S3 F5 1.5889(14) . ?
S3 F11 1.5905(14) . ?
S3 C25 1.815(2) . ?
Si1 O3 1.6364(15) . ?
Si1 C1 1.845(3) . ?
Si1 C9 1.869(3) . ?
Si1 C2 1.927(2) . ?
Si2 O1 1.6461(16) . ?
Si2 C5 1.846(3) . ?
Si2 C10 1.855(3) . ?
Si2 C4 1.887(2) . ?
Si3 O5 1.6525(16) . ?
Si3 C17 1.850(3) . ?
Si3 C11 1.864(2) . ?
Si3 C12 1.930(2) . ?
Si4 O6 1.6435(16) . ?
Si4 C15 1.853(3) . ?
Si4 C18 1.856(3) . ?
Si4 C14 1.892(2) . ?
Si5 O4 1.6508(15) . ?
Si5 C21 1.849(2) . ?
Si5 C28 1.852(2) . ?
Si5 C22 1.889(2) . ?
Si6 O2 1.6543(14) . ?
Si6 C27 1.850(2) . ?
Si6 C26 1.855(2) . ?
Si6 C24 1.9325(19) . ?
F6 C3 1.369(3) . ?
F13 C13 1.371(2) . ?
F18 C23 1.367(2) . ?
O1 H1A 0.8400 . ?
O2 H2A 0.8400 . ?
O3 H3A 0.8400 . ?
O4 H4A 0.8400 . ?
O5 H5A 0.8400 . ?
O6 H6A 0.8400 . ?
C1 H4 0.9800 . ?
C1 H3 0.9800 . ?
C1 H1 0.9800 . ?
C2 C3 1.395(3) . ?
C2 C6 1.404(3) . ?
C3 C4 1.386(3) . ?
C4 C8 1.394(3) . ?
C5 H11 0.9800 . ?
C5 H12 0.9800 . ?
C5 H2 0.9800 . ?
C6 C7 1.392(3) . ?
C7 C8 1.388(3) . ?
C7 H14 0.9500 . ?
C8 H13 0.9500 . ?
C9 H6 0.9800 . ?
C9 H5 0.9800 . ?
C9 H7 0.9800 . ?
C10 H8 0.9800 . ?
C10 H10 0.9800 . ?
C10 H9 0.9800 . ?
C11 H20 0.9800 . ?
C11 H15 0.9800 . ?
C11 H21 0.9800 . ?
C12 C13 1.398(3) . ?
C12 C16 1.412(3) . ?
C13 C14 1.388(3) . ?
C14 C19 1.399(3) . ?
C15 H16 0.9800 . ?
C15 H25 0.9800 . ?
C15 H26 0.9800 . ?
C16 C20 1.380(3) . ?
C17 H17 0.9800 . ?
C17 H19 0.9800 . ?
C17 H18 0.9800 . ?
C18 H22 0.9800 . ?
C18 H23 0.9800 . ?
C18 H24 0.9800 . ?
C19 C20 1.385(4) . ?
C19 H28 0.9500 . ?
C20 H27 0.9500 . ?
C21 H29 0.9800 . ?
C21 H40 0.9800 . ?
C21 H39 0.9800 . ?
C22 C23 1.388(3) . ?
C22 C29 1.390(3) . ?
C23 C24 1.401(3) . ?
C24 C25 1.414(3) . ?
C25 C30 1.387(3) . ?
C26 H31 0.9800 . ?
C26 H30 0.9800 . ?
C26 H32 0.9800 . ?
C27 H33 0.9800 . ?
C27 H34 0.9800 . ?
C27 H35 0.9800 . ?
C28 H38 0.9800 . ?
C28 H36 0.9800 . ?
C28 H37 0.9800 . ?
C29 C30 1.390(3) . ?
C29 H42 0.9500 . ?
C30 H41 0.9500 . ?

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
F7 S1 F1 91.30(8) . . ?
F7 S1 F2 87.68(8) . . ?
F1 S1 F2 87.50(9) . . ?
F7 S1 F4 174.78(8) . . ?
F1 S1 F4 89.54(8) . . ?
F2 S1 F4 87.22(9) . . ?
F7 S1 F3 89.56(9) . . ?
F1 S1 F3 174.70(8) . . ?
F2 S1 F3 87.31(9) . . ?
F4 S1 F3 89.13(10) . . ?
F7 S1 C6 92.57(9) . . ?
F1 S1 C6 92.64(9) . . ?
F2 S1 C6 179.71(10) . . ?
F4 S1 C6 92.53(9) . . ?
F3 S1 C6 92.54(9) . . ?
F10 S2 F14 90.01(10) . . ?
F10 S2 F15 89.50(8) . . ?
F14 S2 F15 175.12(8) . . ?
F10 S2 F8 87.89(10) . . ?
F14 S2 F8 87.72(9) . . ?
F15 S2 F8 87.40(8) . . ?
F10 S2 F9 174.41(9) . . ?
F14 S2 F9 88.79(9) . . ?
F15 S2 F9 91.22(8) . . ?
F8 S2 F9 86.62(10) . . ?
F10 S2 C16 93.25(10) . . ?
F14 S2 C16 93.02(9) . . ?
F15 S2 C16 91.85(8) . . ?
F8 S2 C16 178.64(11) . . ?
F9 S2 C16 92.26(9) . . ?
F16 S3 F12 89.51(7) . . ?
F16 S3 F17 91.37(7) . . ?
F12 S3 F17 174.52(8) . . ?
F16 S3 F5 174.84(8) . . ?
F12 S3 F5 89.53(8) . . ?
F17 S3 F5 89.11(8) . . ?
F16 S3 F11 87.37(8) . . ?
F12 S3 F11 87.58(8) . . ?
F17 S3 F11 87.06(8) . . ?
F5 S3 F11 87.53(8) . . ?
F16 S3 C25 91.97(8) . . ?
F12 S3 C25 92.90(8) . . ?
F17 S3 C25 92.47(8) . . ?
F5 S3 C25 93.14(8) . . ?
F11 S3 C25 179.18(9) . . ?
O3 Si1 C1 106.98(11) . . ?
O3 Si1 C9 103.74(13) . . ?
C1 Si1 C9 116.7(2) . . ?
O3 Si1 C2 118.22(9) . . ?
C1 Si1 C2 107.35(13) . . ?
C9 Si1 C2 104.33(13) . . ?
O1 Si2 C5 111.14(13) . . ?
O1 Si2 C10 109.27(11) . . ?
C5 Si2 C10 112.57(16) . . ?
O1 Si2 C4 105.52(9) . . ?
C5 Si2 C4 109.81(12) . . ?
C10 Si2 C4 108.25(12) . . ?
O5 Si3 C17 106.82(11) . . ?
O5 Si3 C11 113.63(10) . . ?
C17 Si3 C11 103.51(13) . . ?
O5 Si3 C12 101.92(8) . . ?
C17 Si3 C12 124.03(11) . . ?
C11 Si3 C12 107.31(10) . . ?
O6 Si4 C15 110.43(13) . . ?
O6 Si4 C18 105.61(10) . . ?
C15 Si4 C18 111.40(14) . . ?
O6 Si4 C14 110.20(8) . . ?
C15 Si4 C14 110.60(11) . . ?
C18 Si4 C14 108.49(12) . . ?
O4 Si5 C21 106.17(10) . . ?
O4 Si5 C28 112.03(10) . . ?
C21 Si5 C28 110.53(11) . . ?
O4 Si5 C22 109.27(8) . . ?
C21 Si5 C22 109.01(10) . . ?
C28 Si5 C22 109.74(10) . . ?
O2 Si6 C27 105.25(10) . . ?
O2 Si6 C26 112.51(10) . . ?
C27 Si6 C26 107.77(12) . . ?
O2 Si6 C24 102.83(8) . . ?
C27 Si6 C24 122.12(10) . . ?
C26 Si6 C24 106.39(10) . . ?
Si2 O1 H1A 109.5 . . ?
Si6 O2 H2A 109.5 . . ?
Si1 O3 H3A 109.5 . . ?
Si5 O4 H4A 109.5 . . ?
Si3 O5 H5A 109.5 . . ?
Si4 O6 H6A 109.5 . . ?
Si1 C1 H4 109.5 . . ?
Si1 C1 H3 109.5 . . ?
H4 C1 H3 109.5 . . ?
Si1 C1 H1 109.5 . . ?
H4 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
C3 C2 C6 112.1(2) . . ?
C3 C2 Si1 112.32(16) . . ?
C6 C2 Si1 135.54(17) . . ?
F6 C3 C4 114.89(19) . . ?
F6 C3 C2 116.10(19) . . ?
C4 C3 C2 129.0(2) . . ?
C3 C4 C8 114.6(2) . . ?
C3 C4 Si2 120.50(17) . . ?
C8 C4 Si2 124.76(17) . . ?
Si2 C5 H11 109.5 . . ?
Si2 C5 H12 109.5 . . ?
H11 C5 H12 109.5 . . ?
Si2 C5 H2 109.5 . . ?
H11 C5 H2 109.5 . . ?
H12 C5 H2 109.5 . . ?
C7 C6 C2 123.1(2) . . ?
C7 C6 S1 115.55(17) . . ?
C2 C6 S1 121.31(17) . . ?
C8 C7 C6 119.9(2) . . ?
C8 C7 H14 120.0 . . ?
C6 C7 H14 120.0 . . ?
C7 C8 C4 121.2(2) . . ?
C7 C8 H13 119.4 . . ?
C4 C8 H13 119.4 . . ?
Si1 C9 H6 109.5 . . ?
Si1 C9 H5 109.5 . . ?
H6 C9 H5 109.5 . . ?
Si1 C9 H7 109.5 . . ?
H6 C9 H7 109.5 . . ?
H5 C9 H7 109.5 . . ?
Si2 C10 H8 109.5 . . ?
Si2 C10 H10 109.5 . . ?
H8 C10 H10 109.5 . . ?
Si2 C10 H9 109.5 . . ?
H8 C10 H9 109.5 . . ?
H10 C10 H9 109.5 . . ?
Si3 C11 H20 109.5 . . ?
Si3 C11 H15 109.5 . . ?
H20 C11 H15 109.5 . . ?
Si3 C11 H21 109.5 . . ?
H20 C11 H21 109.5 . . ?
H15 C11 H21 109.5 . . ?
C13 C12 C16 111.95(18) . . ?
C13 C12 Si3 113.16(14) . . ?
C16 C12 Si3 134.84(16) . . ?
F13 C13 C14 115.09(17) . . ?
F13 C13 C12 116.22(16) . . ?
C14 C13 C12 128.69(19) . . ?
C13 C14 C19 114.67(19) . . ?
C13 C14 Si4 123.06(16) . . ?
C19 C14 Si4 122.27(16) . . ?
Si4 C15 H16 109.5 . . ?
Si4 C15 H25 109.5 . . ?
H16 C15 H25 109.5 . . ?
Si4 C15 H26 109.5 . . ?
H16 C15 H26 109.5 . . ?
H25 C15 H26 109.5 . . ?
C20 C16 C12 123.3(2) . . ?
C20 C16 S2 115.68(16) . . ?
C12 C16 S2 121.06(16) . . ?
Si3 C17 H17 109.5 . . ?
Si3 C17 H19 109.5 . . ?
H17 C17 H19 109.5 . . ?
Si3 C17 H18 109.5 . . ?
H17 C17 H18 109.5 . . ?
H19 C17 H18 109.5 . . ?
Si4 C18 H22 109.5 . . ?
Si4 C18 H23 109.5 . . ?
H22 C18 H23 109.5 . . ?
Si4 C18 H24 109.5 . . ?
H22 C18 H24 109.5 . . ?
H23 C18 H24 109.5 . . ?
C20 C19 C14 121.1(2) . . ?
C20 C19 H28 119.4 . . ?
C14 C19 H28 119.4 . . ?
C16 C20 C19 120.2(2) . . ?
C16 C20 H27 119.9 . . ?
C19 C20 H27 119.9 . . ?
Si5 C21 H29 109.5 . . ?
Si5 C21 H40 109.5 . . ?
H29 C21 H40 109.5 . . ?
Si5 C21 H39 109.5 . . ?
H29 C21 H39 109.5 . . ?
H40 C21 H39 109.5 . . ?
C23 C22 C29 115.26(18) . . ?
C23 C22 Si5 122.66(15) . . ?
C29 C22 Si5 122.03(14) . . ?
F18 C23 C22 115.16(17) . . ?
F18 C23 C24 116.36(16) . . ?
C22 C23 C24 128.47(18) . . ?
C23 C24 C25 111.90(16) . . ?
C23 C24 Si6 113.11(14) . . ?
C25 C24 Si6 134.85(15) . . ?
C30 C25 C24 123.26(18) . . ?
C30 C25 S3 114.58(15) . . ?
C24 C25 S3 122.15(14) . . ?
Si6 C26 H31 109.5 . . ?
Si6 C26 H30 109.5 . . ?
H31 C26 H30 109.5 . . ?
Si6 C26 H32 109.5 . . ?
H31 C26 H32 109.5 . . ?
H30 C26 H32 109.5 . . ?
Si6 C27 H33 109.5 . . ?
Si6 C27 H34 109.5 . . ?
H33 C27 H34 109.5 . . ?
Si6 C27 H35 109.5 . . ?
H33 C27 H35 109.5 . . ?
H34 C27 H35 109.5 . . ?
Si5 C28 H38 109.5 . . ?
Si5 C28 H36 109.5 . . ?
H38 C28 H36 109.5 . . ?
Si5 C28 H37 109.5 . . ?
H38 C28 H37 109.5 . . ?
H36 C28 H37 109.5 . . ?
C30 C29 C22 121.05(18) . . ?
C30 C29 H42 119.5 . . ?
C22 C29 H42 119.5 . . ?
C25 C30 C29 120.03(18) . . ?
C25 C30 H41 120.0 . . ?
C29 C30 H41 120.0 . . ?

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
C6 C2 C3 F6 -179.93(19) . . . . ?
Si1 C2 C3 F6 2.4(3) . . . . ?
C6 C2 C3 C4 1.4(3) . . . . ?
Si1 C2 C3 C4 -176.3(2) . . . . ?
F6 C3 C4 C8 178.9(2) . . . . ?
C2 C3 C4 C8 -2.4(4) . . . . ?
F6 C3 C4 Si2 -4.5(3) . . . . ?
C2 C3 C4 Si2 174.15(19) . . . . ?
O1 Si2 C4 C3 178.84(18) . . . . ?
C5 Si2 C4 C3 59.0(2) . . . . ?
C10 Si2 C4 C3 -64.3(2) . . . . ?
O1 Si2 C4 C8 -5.0(2) . . . . ?
C5 Si2 C4 C8 -124.8(2) . . . . ?
C10 Si2 C4 C8 111.9(2) . . . . ?
C3 C2 C6 C7 0.8(3) . . . . ?
Si1 C2 C6 C7 177.7(2) . . . . ?
C3 C2 C6 S1 -177.89(16) . . . . ?
Si1 C2 C6 S1 -0.9(3) . . . . ?
F7 S1 C6 C7 -132.56(19) . . . . ?
F1 S1 C6 C7 136.02(19) . . . . ?
F4 S1 C6 C7 46.4(2) . . . . ?
F3 S1 C6 C7 -42.9(2) . . . . ?
F7 S1 C6 C2 46.19(19) . . . . ?
F1 S1 C6 C2 -45.23(19) . . . . ?
F4 S1 C6 C2 -134.89(19) . . . . ?
F3 S1 C6 C2 135.87(19) . . . . ?
C2 C6 C7 C8 -1.7(4) . . . . ?
S1 C6 C7 C8 177.0(2) . . . . ?
C6 C7 C8 C4 0.6(4) . . . . ?
C3 C4 C8 C7 1.3(4) . . . . ?
Si2 C4 C8 C7 -175.1(2) . . . . ?
C16 C12 C13 F13 176.50(17) . . . . ?
Si3 C12 C13 F13 -5.6(2) . . . . ?
C16 C12 C13 C14 -3.4(3) . . . . ?
Si3 C12 C13 C14 174.51(18) . . . . ?
F13 C13 C14 C19 -177.46(17) . . . . ?
C12 C13 C14 C19 2.4(3) . . . . ?
F13 C13 C14 Si4 3.3(3) . . . . ?
C12 C13 C14 Si4 -176.84(16) . . . . ?
O6 Si4 C14 C13 -76.90(19) . . . . ?
C15 Si4 C14 C13 45.5(2) . . . . ?
C18 Si4 C14 C13 167.94(18) . . . . ?
O6 Si4 C14 C19 103.89(19) . . . . ?
C15 Si4 C14 C19 -133.7(2) . . . . ?
C18 Si4 C14 C19 -11.3(2) . . . . ?
C13 C12 C16 C20 1.5(3) . . . . ?
Si3 C12 C16 C20 -175.75(18) . . . . ?
C13 C12 C16 S2 -178.02(14) . . . . ?
Si3 C12 C16 S2 4.7(3) . . . . ?
F10 S2 C16 C20 42.21(18) . . . . ?
F14 S2 C16 C20 -47.97(19) . . . . ?
F15 S2 C16 C20 131.82(18) . . . . ?
F9 S2 C16 C20 -136.88(17) . . . . ?
F10 S2 C16 C12 -138.20(18) . . . . ?
F14 S2 C16 C12 131.61(18) . . . . ?
F15 S2 C16 C12 -48.59(18) . . . . ?
F9 S2 C16 C12 42.71(18) . . . . ?
C13 C14 C19 C20 0.5(3) . . . . ?
Si4 C14 C19 C20 179.82(17) . . . . ?
C12 C16 C20 C19 1.0(3) . . . . ?
S2 C16 C20 C19 -179.46(17) . . . . ?
C14 C19 C20 C16 -2.1(3) . . . . ?
O4 Si5 C22 C23 -77.26(17) . . . . ?
C21 Si5 C22 C23 167.11(17) . . . . ?
C28 Si5 C22 C23 45.94(19) . . . . ?
O4 Si5 C22 C29 105.43(17) . . . . ?
C21 Si5 C22 C29 -10.2(2) . . . . ?
C28 Si5 C22 C29 -131.37(17) . . . . ?
C29 C22 C23 F18 -178.79(16) . . . . ?
Si5 C22 C23 F18 3.7(2) . . . . ?
C29 C22 C23 C24 1.8(3) . . . . ?
Si5 C22 C23 C24 -175.68(16) . . . . ?
F18 C23 C24 C25 -179.68(16) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
F18 C23 C24 Si6 -3.4(2) . . . . ?
C22 C23 C24 Si6 176.04(17) . . . . ?
C23 C24 C25 C30 -1.3(3) . . . . ?
Si6 C24 C25 C30 -176.56(16) . . . . ?
C23 C24 C25 S3 177.35(14) . . . . ?
Si6 C24 C25 S3 2.1(3) . . . . ?
F16 S3 C25 C30 135.15(15) . . . . ?
F12 S3 C25 C30 45.54(16) . . . . ?
F17 S3 C25 C30 -133.39(15) . . . . ?
F5 S3 C25 C30 -44.15(16) . . . . ?
F16 S3 C25 C24 -43.65(16) . . . . ?
F12 S3 C25 C24 -133.26(16) . . . . ?
F17 S3 C25 C24 47.81(17) . . . . ?
F5 S3 C25 C24 137.05(16) . . . . ?
C23 C22 C29 C30 -1.8(3) . . . . ?
Si5 C22 C29 C30 175.73(15) . . . . ?
C24 C25 C30 C29 1.3(3) . . . . ?
S3 C25 C30 C29 -177.44(15) . . . . ?
C22 C29 C30 C25 0.4(3) . . . . ?

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.056

