#------------------------------------------------------------------------------
#$Date: 2026-02-12 22:07:56 +0100 (Thu 12 de Feb de 2026) $
#$Revision: 304234 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/64/1576438.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1576438
loop_
_publ_author_name
'Isogai, Ryosuke'
'Yasui, Kosuke'
'Fukazawa, Aiko'
_publ_section_title
;
 Modular synthesis of benzothiophene-fused pentalenes reveals
 substituent-dependent antiaromaticity.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              3005
_journal_page_last               3011
_journal_paper_doi               10.1039/d5sc09325b
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         '0.25(C42 H50 S2 Si2)'
_chemical_formula_sum            'C10.5 H12.5 S0.5 Si0.5'
_chemical_formula_weight         168.78
_chemical_name_systematic
6,12-Bis{[tri(i-propyl)silyl]ethynyl}-5,11-dihydropentaleno[1,2-b:4,5-b']dibenzothiophene
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2q2mct
_audit_creation_date             2025-11-23
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-11-23 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                97.962(2)
_cell_angle_beta                 99.148(2)
_cell_angle_gamma                90.960(2)
_cell_formula_units_Z            4
_cell_length_a                   8.3908(2)
_cell_length_b                   8.8613(2)
_cell_length_c                   13.4687(3)
_cell_measurement_reflns_used    20406
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.6490
_cell_measurement_theta_min      1.7220
_cell_volume                     978.40(4)
_computing_cell_refinement       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024) (IMPORT)'
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2025/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00 180.00   1.00    1.00    --    0.00  45.00   0.00  180
  2  ω      0.00 180.00   1.00    1.00    --    0.00  45.00 -90.00  180
  3  ω      0.00 180.00   1.00    1.00    --    0.00  45.00-180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.4108
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21271
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        14.269
_diffrn_reflns_theta_max         15.470
_diffrn_reflns_theta_min         1.503
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_description       plate
_exptl_crystal_F_000             362
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane, chloroform'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4476
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0643P)²+0.3164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4115
_reflns_number_total             4476
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc09325b2.cif
_cod_data_source_block           4e_re
_cod_original_formula_sum        'C10.50 H12.50 S0.50 Si0.50'
_cod_database_code               1576438
_shelx_shelxl_version_number     2025/1
_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.
;
_shelx_estimated_absorpt_t_max   0.999
_shelx_estimated_absorpt_t_min   0.994
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C13, C14, C15
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C13A, C14A, C15A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C16, C17, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C16A, C17A, C18A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C15: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C13A \\sim C14A \\sim C15A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C16 \\sim C17 \\sim C18: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C16A \\sim C17A \\sim C18A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
: with sigma of 0.1 and sigma for terminal atoms of 0.2
: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C13A)=Sof(H13A)=Sof(C14A)=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(C13)=Sof(H13)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C14)=Sof(H14A)=
 Sof(H14B)=Sof(H14C)=FVAR(1)
 Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C16A)=Sof(H16A)=Sof(C18A)=
 Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(2)
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C16)=Sof(H16)=Sof(C18)=Sof(H18A)=
 Sof(H18B)=Sof(H18C)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C19(H19), C13(H13), C16(H16), C13A(H13A), C16A(H16A)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C5(H5), C7(H7), C6(H6)
5.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C15(H15A,H15B,H15C), C17(H17A,H17B,
 H17C), C14(H14A,H14B,H14C), C18(H18A,H18B,H18C), C15A(H15D,H15E,H15F),
 C14A(H14D,H14E,H14F), C17A(H17D,H17E,H17F), C18A(H18D,H18E,H18F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.27016(4) 0.75188(3) 0.43148(2) 0.02245(11) Uani 1 1 d . . . . .
Si1 Si 0.35716(5) 0.22438(4) 0.16637(3) 0.02636(12) Uani 1 1 d . . . . .
C4 C 0.05780(15) 0.49941(15) 0.46442(9) 0.0212(3) Uani 1 1 d . . . . .
C9 C 0.12935(15) 0.89273(14) 0.57913(9) 0.0207(2) Uani 1 1 d . . . . .
C8 C 0.09313(16) 1.01649(15) 0.64882(10) 0.0233(3) Uani 1 1 d . . . . .
H8 H 0.019759 1.002511 0.694016 0.028 Uiso 1 1 calc R U . . .
C2 C 0.06894(15) 0.73784(14) 0.55875(9) 0.0208(2) Uani 1 1 d . . . . .
C11 C 0.14846(16) 0.31058(14) 0.33085(10) 0.0222(3) Uani 1 1 d . . . . .
C1 C 0.05332(15) 0.35812(14) 0.40691(10) 0.0203(2) Uani 1 1 d . . . . .
C10 C 0.24093(15) 0.91800(15) 0.51308(10) 0.0215(2) Uani 1 1 d . . . . .
C5 C 0.31195(15) 1.06222(15) 0.51439(10) 0.0236(3) Uani 1 1 d . . . . .
H5 H 0.384498 1.078031 0.469039 0.028 Uiso 1 1 calc R U . . .
C3 C 0.13358(15) 0.65138(14) 0.48247(10) 0.0212(2) Uani 1 1 d . . . . .
C7 C 0.16585(16) 1.15863(16) 0.65055(10) 0.0256(3) Uani 1 1 d . . . . .
H7 H 0.142372 1.241928 0.697749 0.031 Uiso 1 1 calc R U . . .
C12 C 0.23143(17) 0.27174(16) 0.26664(10) 0.0263(3) Uani 1 1 d . . . . .
C6 C 0.27383(16) 1.18175(15) 0.58362(11) 0.0256(3) Uani 1 1 d . . . . .
H6 H 0.321276 1.280512 0.585846 0.031 Uiso 1 1 calc R U . . .
C19 C 0.34980(16) 0.01167(16) 0.13205(10) 0.0262(3) Uani 1 1 d . . . . .
H19 H 0.419266 -0.012964 0.078590 0.031 Uiso 1 1 calc R U . . .
C21 C 0.1795(2) -0.0547(2) 0.08762(13) 0.0378(4) Uani 1 1 d . . . . .
H21A H 0.105948 -0.024732 0.135935 0.057 Uiso 1 1 calc R U . . .
H21B H 0.181763 -0.166212 0.074833 0.057 Uiso 1 1 calc R U . . .
H21C H 0.141919 -0.015717 0.023682 0.057 Uiso 1 1 calc R U . . .
C20 C 0.4197(2) -0.0676(2) 0.22324(13) 0.0395(4) Uani 1 1 d . . . . .
H20A H 0.531667 -0.030803 0.248040 0.059 Uiso 1 1 calc R U . . .
H20B H 0.416704 -0.178084 0.202088 0.059 Uiso 1 1 calc R U . . .
H20C H 0.355184 -0.044281 0.277641 0.059 Uiso 1 1 calc R U . . .
C13 C 0.5747(2) 0.2857(2) 0.22784(13) 0.0280(5) Uani 0.847(5) 1 d . U P A 1
H13 H 0.602294 0.223838 0.284464 0.034 Uiso 0.847(5) 1 calc R U P A 1
C15 C 0.6965(3) 0.2457(4) 0.1564(2) 0.0403(6) Uani 0.847(5) 1 d . U P A 1
H15A H 0.689389 0.135677 0.133127 0.060 Uiso 0.847(5) 1 calc R U P A 1
H15B H 0.805805 0.275359 0.192377 0.060 Uiso 0.847(5) 1 calc R U P A 1
H15C H 0.672581 0.300525 0.097642 0.060 Uiso 0.847(5) 1 calc R U P A 1
C17 C 0.3116(5) 0.2640(4) -0.0455(2) 0.0469(7) Uani 0.849(5) 1 d . U P A 1
H17A H 0.422990 0.303771 -0.038896 0.070 Uiso 0.849(5) 1 calc R U P A 1
H17B H 0.243790 0.305435 -0.100755 0.070 Uiso 0.849(5) 1 calc R U P A 1
H17C H 0.308785 0.152446 -0.060648 0.070 Uiso 0.849(5) 1 calc R U P A 1
C14 C 0.5965(3) 0.4529(3) 0.2773(2) 0.0420(6) Uani 0.847(5) 1 d . U P A 1
H14A H 0.575555 0.519319 0.224612 0.063 Uiso 0.847(5) 1 calc R U P A 1
H14B H 0.707322 0.472528 0.313549 0.063 Uiso 0.847(5) 1 calc R U P A 1
H14C H 0.520508 0.473606 0.325286 0.063 Uiso 0.847(5) 1 calc R U P A 1
C16 C 0.2473(3) 0.3114(2) 0.05473(15) 0.0346(5) Uani 0.849(5) 1 d . U P A 1
H16 H 0.132896 0.270992 0.043398 0.042 Uiso 0.849(5) 1 calc R U P A 1
C18 C 0.2411(4) 0.4859(3) 0.0784(2) 0.0612(9) Uani 0.849(5) 1 d . U P A 1
H18A H 0.200503 0.513012 0.142614 0.092 Uiso 0.849(5) 1 calc R U P A 1
H18B H 0.169105 0.524113 0.023548 0.092 Uiso 0.849(5) 1 calc R U P A 1
H18C H 0.349920 0.531780 0.084212 0.092 Uiso 0.849(5) 1 calc R U P A 1
C15A C 0.675(2) 0.2842(17) 0.1382(12) 0.032(4) Uiso 0.153(5) 1 d . U P A 2
H15D H 0.723391 0.202679 0.173578 0.048 Uiso 0.153(5) 1 calc R U P A 2
H15E H 0.756904 0.364486 0.139202 0.048 Uiso 0.153(5) 1 calc R U P A 2
H15F H 0.630891 0.242699 0.067648 0.048 Uiso 0.153(5) 1 calc R U P A 2
C13A C 0.5345(10) 0.3530(10) 0.1929(6) 0.020(2) Uiso 0.153(5) 1 d . U P A 2
H13A H 0.504121 0.451055 0.167432 0.024 Uiso 0.153(5) 1 calc R U P A 2
C14A C 0.5879(13) 0.3856(15) 0.3085(8) 0.033(3) Uiso 0.153(5) 1 d . U P A 2
H14D H 0.504883 0.442542 0.339574 0.049 Uiso 0.153(5) 1 calc R U P A 2
H14E H 0.689904 0.446135 0.323830 0.049 Uiso 0.153(5) 1 calc R U P A 2
H14F H 0.603001 0.289091 0.335900 0.049 Uiso 0.153(5) 1 calc R U P A 2
C17A C 0.356(2) 0.295(2) -0.0340(14) 0.033(4) Uiso 0.151(5) 1 d . U P A 2
H17D H 0.472734 0.279330 -0.027314 0.049 Uiso 0.151(5) 1 calc R U P A 2
H17E H 0.326327 0.366620 -0.082521 0.049 Uiso 0.151(5) 1 calc R U P A 2
H17F H 0.296956 0.197434 -0.058455 0.049 Uiso 0.151(5) 1 calc R U P A 2
C16A C 0.3156(13) 0.3589(12) 0.0671(7) 0.020(2) Uiso 0.151(5) 1 d . U P A 2
H16A H 0.387042 0.452170 0.092494 0.024 Uiso 0.151(5) 1 calc R U P A 2
C18A C 0.1408(15) 0.4105(15) 0.0568(9) 0.041(3) Uiso 0.151(5) 1 d . U P A 2
H18D H 0.066682 0.322639 0.029557 0.062 Uiso 0.151(5) 1 calc R U P A 2
H18E H 0.126064 0.487286 0.010622 0.062 Uiso 0.151(5) 1 calc R U P A 2
H18F H 0.118135 0.454671 0.123701 0.062 Uiso 0.151(5) 1 calc R U P A 2
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'
S S 0.0438 0.0404 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0264 0.0226 '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'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2025-58vnd 2025
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
C3 S1 C10 90.53(6) . . ?
C12 Si1 C19 107.92(6) . . ?
C12 Si1 C13 106.13(7) . . ?
C12 Si1 C16 103.58(8) . . ?
C12 Si1 C16A 110.0(3) . . ?
C19 Si1 C13 107.30(7) . . ?
C19 Si1 C16 108.94(8) . . ?
C19 Si1 C16A 122.6(3) . . ?
C16 Si1 C13 122.20(10) . . ?
C13A Si1 C12 108.9(3) . . ?
C13A Si1 C19 127.6(3) . . ?
C13A Si1 C16A 76.2(5) . . ?
C1 C4 C4 109.88(14) . 2_566 ?
C1 C4 C3 144.15(11) . . ?
C3 C4 C4 105.97(13) . 2_566 ?
C8 C9 C2 131.00(12) . . ?
C8 C9 C10 118.72(12) . . ?
C10 C9 C2 110.26(11) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 C9 119.24(12) . . ?
C7 C8 H8 120.4 . . ?
C9 C2 C1 137.77(11) . 2_566 ?
C3 C2 C9 113.29(11) . . ?
C3 C2 C1 108.84(11) . 2_566 ?
C12 C11 C1 178.99(15) . . ?
C4 C1 C2 106.69(10) . 2_566 ?
C4 C1 C11 127.08(12) . . ?
C11 C1 C2 126.21(11) . 2_566 ?
C9 C10 S1 112.33(10) . . ?
C5 C10 S1 126.02(10) . . ?
C5 C10 C9 121.62(12) . . ?
C10 C5 H5 120.8 . . ?
C6 C5 C10 118.34(12) . . ?
C6 C5 H5 120.8 . . ?
C4 C3 S1 137.70(10) . . ?
C2 C3 S1 113.58(10) . . ?
C2 C3 C4 108.61(11) . . ?
C8 C7 H7 119.4 . . ?
C8 C7 C6 121.17(12) . . ?
C6 C7 H7 119.4 . . ?
C11 C12 Si1 176.47(13) . . ?
C5 C6 C7 120.89(13) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
Si1 C19 H19 107.4 . . ?
C21 C19 Si1 113.01(10) . . ?
C21 C19 H19 107.4 . . ?
C21 C19 C20 109.67(13) . . ?
C20 C19 Si1 111.73(10) . . ?
C20 C19 H19 107.4 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si1 C13 H13 105.9 . . ?
C15 C13 Si1 112.84(15) . . ?
C15 C13 H13 105.9 . . ?
C15 C13 C14 111.41(18) . . ?
C14 C13 Si1 114.23(13) . . ?
C14 C13 H13 105.9 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C16 H16 106.3 . . ?
C17 C16 Si1 113.84(17) . . ?
C17 C16 H16 106.3 . . ?
C18 C16 Si1 112.26(18) . . ?
C18 C16 C17 111.1(2) . . ?
C18 C16 H16 106.3 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C13A C15A H15D 109.5 . . ?
C13A C15A H15E 109.5 . . ?
C13A C15A H15F 109.5 . . ?
Si1 C13A H13A 108.6 . . ?
C15A C13A Si1 111.3(8) . . ?
C15A C13A H13A 108.6 . . ?
C14A C13A Si1 108.5(7) . . ?
C14A C13A C15A 111.3(9) . . ?
C14A C13A H13A 108.6 . . ?
C13A C14A H14D 109.5 . . ?
C13A C14A H14E 109.5 . . ?
C13A C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
Si1 C16A H16A 106.9 . . ?
C17A C16A Si1 113.5(9) . . ?
C17A C16A H16A 106.9 . . ?
C17A C16A C18A 111.1(10) . . ?
C18A C16A Si1 111.3(8) . . ?
C18A C16A H16A 106.9 . . ?
C16A C18A H18D 109.5 . . ?
C16A C18A H18E 109.5 . . ?
C16A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
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 C10 1.7562(13) . ?
S1 C3 1.7215(13) . ?
Si1 C12 1.8504(14) . ?
Si1 C19 1.8751(15) . ?
Si1 C13 1.9171(18) . ?
Si1 C16 1.900(2) . ?
Si1 C13A 1.817(8) . ?
Si1 C16A 1.908(9) . ?
C4 C4 1.467(2) 2_566 ?
C4 C1 1.3745(18) . ?
C4 C3 1.4520(18) . ?
C9 C8 1.4116(17) . ?
C9 C2 1.4297(17) . ?
C9 C10 1.4252(17) . ?
C8 H8 0.9500 . ?
C8 C7 1.3860(19) . ?
C2 C1 1.4900(17) 2_566 ?
C2 C3 1.3820(17) . ?
C11 C1 1.4199(17) . ?
C11 C12 1.2116(19) . ?
C10 C5 1.3977(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.3878(19) . ?
C7 H7 0.9500 . ?
C7 C6 1.407(2) . ?
C6 H6 0.9500 . ?
C19 H19 1.0000 . ?
C19 C21 1.532(2) . ?
C19 C20 1.539(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C15 1.526(3) . ?
C13 C14 1.533(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C16 1.540(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16 H16 1.0000 . ?
C16 C18 1.538(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C15A C13A 1.573(18) . ?
C13A H13A 1.0000 . ?
C13A C14A 1.535(14) . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C17A C16A 1.49(2) . ?
C16A H16A 1.0000 . ?
C16A C18A 1.534(15) . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
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 C10 C5 C6 179.33(10) . . . . ?
C4 C4 C1 C2 -0.18(17) 2_566 . . 2_566 ?
C4 C4 C1 C11 -179.00(14) 2_566 . . . ?
C4 C4 C3 S1 -175.79(12) 2_566 . . . ?
C4 C4 C3 C2 0.05(17) 2_566 . . . ?
C9 C8 C7 C6 0.5(2) . . . . ?
C9 C2 C3 S1 0.01(15) . . . . ?
C9 C2 C3 C4 -176.94(11) . . . . ?
C9 C10 C5 C6 1.27(19) . . . . ?
C8 C9 C2 C1 3.2(3) . . . 2_566 ?
C8 C9 C2 C3 178.97(13) . . . . ?
C8 C9 C10 S1 -179.67(9) . . . . ?
C8 C9 C10 C5 -1.37(19) . . . . ?
C8 C7 C6 C5 -0.6(2) . . . . ?
C2 C9 C8 C7 -177.59(13) . . . . ?
C2 C9 C10 S1 -1.25(14) . . . . ?
C2 C9 C10 C5 177.05(12) . . . . ?
C1 C4 C3 S1 4.0(3) . . . . ?
C1 C4 C3 C2 179.81(18) . . . . ?
C1 C2 C3 S1 177.00(9) 2_566 . . . ?
C1 C2 C3 C4 0.06(15) 2_566 . . . ?
C10 S1 C3 C4 175.08(15) . . . . ?
C10 S1 C3 C2 -0.62(11) . . . . ?
C10 C9 C8 C7 0.46(19) . . . . ?
C10 C9 C2 C1 -174.97(14) . . . 2_566 ?
C10 C9 C2 C3 0.79(16) . . . . ?
C10 C5 C6 C7 -0.3(2) . . . . ?
C3 S1 C10 C9 1.07(10) . . . . ?
C3 S1 C10 C5 -177.14(12) . . . . ?
C3 C4 C1 C2 -179.93(18) . . . 2_566 ?
C3 C4 C1 C11 1.3(3) . . . . ?
C12 Si1 C19 C21 62.56(12) . . . . ?
C12 Si1 C19 C20 -61.70(12) . . . . ?
C12 Si1 C13A C15A 158.6(6) . . . . ?
C12 Si1 C13A C14A 35.9(8) . . . . ?
C19 Si1 C13A C15A 26.1(9) . . . . ?
C19 Si1 C13A C14A -96.6(7) . . . . ?
C13 Si1 C19 C21 176.55(11) . . . . ?
C13 Si1 C19 C20 52.29(12) . . . . ?
C16 Si1 C19 C21 -49.27(13) . . . . ?
C16 Si1 C19 C20 -173.53(12) . . . . ?
C13A Si1 C19 C21 -164.6(4) . . . . ?
C13A Si1 C19 C20 71.1(4) . . . . ?
C16A Si1 C19 C21 -66.8(4) . . . . ?
C16A Si1 C19 C20 168.9(4) . . . . ?
C16A Si1 C13A C15A -94.6(8) . . . . ?
C16A Si1 C13A C14A 142.6(8) . . . . ?
