#------------------------------------------------------------------------------
#$Date: 2024-07-05 21:02:14 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293286 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/99/7159919.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_7159919
loop_
_publ_author_name
'Roy, Barnali'
'Kuila, Puspendu'
'Jha, Sangam'
'Sarkar, Debayan'
_publ_section_title
;
 BF₃·Et₂O-assisted synthesis of sulfinylated
 spiro[5.5]trienones from biaryl ynones.
;
_journal_issue                   21
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4292
_journal_page_last               4296
_journal_paper_doi               10.1039/d3ob02010j
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C27 H17 F O3 S'
_chemical_formula_sum            'C27 H17 F O3 S'
_chemical_formula_weight         440.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-11-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-12-13 deposited with the CCDC.	2024-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.4241(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.85251(18)
_cell_length_b                   9.76803(17)
_cell_length_c                   20.3019(3)
_cell_measurement_reflns_used    13869
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      67.8010
_cell_measurement_theta_min      4.1250
_cell_volume                     2123.11(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_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, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00  31.00   0.50    0.25    --  -40.33  90.00 104.00  206
  2  ω    -21.00  72.00   0.50    0.25    --   40.33 -90.00 -10.00  186
  3  ω    -81.00 -11.00   0.50    1.00    --  -82.50  90.00 104.00  140
  4  ω    100.00 168.00   0.50    1.00    --   96.67  90.00 104.00  136
  5  ω     26.00 106.00   0.50    1.00    --   96.67 -90.00 -10.00  160
  6  ω    -24.00  35.00   0.50    0.25    --  -40.33  12.00  30.00  118
  7  ω    -78.00   4.00   0.50    0.25    --  -40.33 104.00   0.00  164
  8  ω    -24.00  35.00   0.50    0.25    --  -40.33  12.00 -90.00  118
  9  ω    -31.00  30.00   0.50    0.25    --  -40.33  25.00 150.00  122
 10  ω    -24.00  35.00   0.50    0.25    --  -40.33  12.00   0.00  118
 11  ω    -24.00  35.00   0.50    0.25    --  -40.33  12.00-120.00  118
 12  ω     41.00  99.00   0.50    0.25    --   40.33-138.00  30.00  116
 13  ω    -30.00  31.00   0.50    0.25    --   40.33 -25.00   0.00  122
 14  ω    -47.00 -15.00   0.50    1.00    --  -82.50  42.00-120.00   64
 15  ω   -153.00 -78.00   0.50    1.00    --  -82.50 -90.00 -10.00  150
 16  ω    -83.00 -14.00   0.50    1.00    --  -82.50  68.00 -60.00  138
 17  ω     22.00 106.00   0.50    1.00    --   96.67 -96.00  60.00  168
 18  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00-180.00   54
 19  ω     29.00  83.00   0.50    1.00    --   96.67 -68.00 -90.00  108
 20  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00  90.00   54
 21  ω     73.00 165.00   0.50    1.00    --   96.67  68.00  30.00  184
 22  ω     73.00 165.00   0.50    1.00    --   96.67  68.00 150.00  184
 23  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00  60.00   54
 24  ω     78.00 163.00   0.50    1.00    --   96.67  50.00-150.00  170
 25  ω    105.00 170.00   0.50    1.00    --   96.67  96.00 120.00  130
 26  ω     99.00 164.00   0.50    1.00    --   96.67 117.00  30.00  130
 27  ω     29.00  83.00   0.50    1.00    --   96.67 -68.00  60.00  108
 28  ω     29.00  68.00   0.50    1.00    --   96.67 -59.00  60.00   78
 29  ω     29.00  68.00   0.50    1.00    --   96.67 -59.00 120.00   78
 30  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00-150.00   54
 31  ω     82.00 167.00   0.50    1.00    --   96.67  25.00-180.00  170
 32  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00   0.00   54
 33  ω     30.00  57.00   0.50    1.00    --   96.67 -50.00 150.00   54
 34  ω     29.00  68.00   0.50    1.00    --   96.67 -59.00   0.00   78
 35  ω     30.00 109.00   0.50    1.00    --   96.67-117.00-150.00  158
 36  ω   -107.00 -21.00   0.50    0.25    --  -40.33 -50.00 -90.00  172
 37  ω   -108.00 -17.00   0.50    0.25    --  -40.33 -64.00-150.00  182
 38  ω   -109.00 -13.00   0.50    0.25    --  -40.33 -77.00 120.00  192
 39  ω   -109.00 -13.00   0.50    0.25    --  -40.33 -77.00  90.00  192
 40  ω   -109.00 -13.00   0.50    0.25    --  -40.33 -77.00-180.00  192
 41  ω   -108.00 -17.00   0.50    0.25    --  -40.33 -64.00   0.00  182
 42  ω   -109.00 -13.00   0.50    0.25    --  -40.33 -77.00 -90.00  192
 43  ω     14.00 109.00   0.50    0.25    --   40.33  77.00 -30.00  190
 44  ω     14.00 109.00   0.50    0.25    --   40.33  77.00  30.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0956350000
_diffrn_orient_matrix_UB_12      0.0984886000
_diffrn_orient_matrix_UB_13      0.0227177000
_diffrn_orient_matrix_UB_21      0.0249191000
_diffrn_orient_matrix_UB_22      0.1045339000
_diffrn_orient_matrix_UB_23      -0.0531968000
_diffrn_orient_matrix_UB_31      -0.1045449000
_diffrn_orient_matrix_UB_32      -0.0651344000
_diffrn_orient_matrix_UB_33      -0.0507273000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0917
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            21307
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.208
_diffrn_reflns_theta_min         4.352
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_F_000             912
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0587
_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)+(0.1039P)²+1.2083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1719
_refine_ls_wR_factor_ref         0.1771
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3375
_reflns_number_total             3859
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob02010j2.cif
_cod_data_source_block           sj-c_auto
_cod_depositor_comments
'Adding full bibliography for 7159918--7159919.cif.'
_cod_database_code               7159919
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O S F'
_chemical_oxdiff_usercomment     '100 K'
_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.
;
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C6(H6), C8(H8), C15(H15), C9(H9), C32(H32), C14(H14), C12(H12),
 C18(H18), C21(H21), C19(H19), C22(H22), C31(H31), C7(H7), C30(H30), C28(H28),
 C29(H29)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.291
_oxdiff_exptl_absorpt_empirical_full_min 0.793
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'
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
S24 S -0.01272(6) 0.26593(7) 0.52219(3) 0.0410(2) Uani 1 1 d . . . . .
F23 F -0.55682(16) 0.1884(2) 0.47678(9) 0.0646(5) Uani 1 1 d . . . . .
O26 O 0.21247(15) 0.41187(19) 0.60181(9) 0.0403(4) Uani 1 1 d . . . . .
O25 O 0.05110(19) 0.3348(2) 0.47255(10) 0.0500(5) Uani 1 1 d . . . . .
O16 O -0.45395(18) 0.6095(2) 0.73762(12) 0.0580(6) Uani 1 1 d . . . . .
C1 C -0.1201(2) 0.5108(2) 0.67186(11) 0.0307(5) Uani 1 1 d . . . . .
C2 C -0.1125(2) 0.4099(2) 0.61475(11) 0.0312(5) Uani 1 1 d . . . . .
C11 C -0.2041(2) 0.6259(3) 0.64301(11) 0.0339(5) Uani 1 1 d . . . . .
H11 H -0.179218 0.680289 0.608689 0.041 Uiso 1 1 calc R U . . .
C3 C -0.0051(2) 0.3793(2) 0.59418(11) 0.0342(5) Uani 1 1 d . . . . .
C6 C 0.2304(2) 0.5929(3) 0.71092(14) 0.0409(6) Uani 1 1 d . . . . .
H6 H 0.305619 0.569068 0.695444 0.049 Uiso 1 1 calc R U . . .
C4 C 0.1174(2) 0.4412(2) 0.62331(12) 0.0339(5) Uani 1 1 d . . . . .
C8 C 0.1245(3) 0.7166(3) 0.78672(14) 0.0442(6) Uani 1 1 d . . . . .
H8 H 0.127195 0.777950 0.823239 0.053 Uiso 1 1 calc R U . . .
C5 C 0.1168(2) 0.5369(2) 0.67964(12) 0.0341(5) Uani 1 1 d . . . . .
C13 C -0.3568(2) 0.5789(3) 0.71695(13) 0.0411(6) Uani 1 1 d . . . . .
C17 C -0.2348(2) 0.3533(2) 0.58040(11) 0.0329(5) Uani 1 1 d . . . . .
C10 C 0.0068(2) 0.5711(2) 0.70298(12) 0.0323(5) Uani 1 1 d . . . . .
C15 C -0.1704(2) 0.4348(3) 0.72674(12) 0.0351(5) Uani 1 1 d . . . . .
H15 H -0.123052 0.360576 0.747968 0.042 Uiso 1 1 calc R U . . .
C9 C 0.0114(2) 0.6618(3) 0.75636(13) 0.0384(6) Uani 1 1 d . . . . .
H9 H -0.063359 0.686206 0.772067 0.046 Uiso 1 1 calc R U . . .
C27 C 0.0864(2) 0.1311(3) 0.55997(13) 0.0423(6) Uani 1 1 d . . . . .
C32 C 0.2018(3) 0.1098(3) 0.54162(15) 0.0467(6) Uani 1 1 d . . . . .
H32 H 0.232697 0.171037 0.511826 0.056 Uiso 1 1 calc R U . . .
C14 C -0.2779(2) 0.4666(3) 0.74683(12) 0.0391(6) Uani 1 1 d . . . . .
H14 H -0.303888 0.414623 0.781644 0.047 Uiso 1 1 calc R U . . .
C12 C -0.3126(2) 0.6554(3) 0.66348(13) 0.0390(6) Uani 1 1 d . . . . .
H12 H -0.362157 0.728376 0.642576 0.047 Uiso 1 1 calc R U . . .
C18 C -0.2921(2) 0.4142(3) 0.52119(12) 0.0388(6) Uani 1 1 d . . . . .
H18 H -0.255745 0.492840 0.504583 0.047 Uiso 1 1 calc R U . . .
C21 C -0.3993(3) 0.1851(3) 0.57070(14) 0.0497(7) Uani 1 1 d . . . . .
H21 H -0.437242 0.107650 0.587349 0.060 Uiso 1 1 calc R U . . .
C19 C -0.4026(2) 0.3600(3) 0.48626(13) 0.0441(6) Uani 1 1 d . . . . .
H19 H -0.442764 0.400407 0.445825 0.053 Uiso 1 1 calc R U . . .
C22 C -0.2887(3) 0.2399(3) 0.60516(13) 0.0423(6) Uani 1 1 d . . . . .
H22 H -0.250129 0.199275 0.645855 0.051 Uiso 1 1 calc R U . . .
C31 C 0.2725(3) -0.0030(3) 0.56744(15) 0.0509(7) Uani 1 1 d . . . . .
H31 H 0.352582 -0.018102 0.555682 0.061 Uiso 1 1 calc R U . . .
C20 C -0.4515(2) 0.2463(3) 0.51220(14) 0.0469(7) Uani 1 1 d . . . . .
C7 C 0.2343(2) 0.6814(3) 0.76343(15) 0.0468(7) Uani 1 1 d . . . . .
H7 H 0.311825 0.718909 0.784072 0.056 Uiso 1 1 calc R U . . .
C30 C 0.2268(3) -0.0923(3) 0.60977(17) 0.0550(7) Uani 1 1 d . . . . .
H30 H 0.275324 -0.169175 0.626919 0.066 Uiso 1 1 calc R U . . .
C28 C 0.0391(3) 0.0399(3) 0.60227(15) 0.0507(7) Uani 1 1 d . . . . .
H28 H -0.041550 0.053873 0.613591 0.061 Uiso 1 1 calc R U . . .
C29 C 0.1107(3) -0.0712(3) 0.62764(16) 0.0552(7) Uani 1 1 d . . . . .
H29 H 0.080042 -0.132871 0.657321 0.066 Uiso 1 1 calc R U . . .
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'
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'
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
O25 S24 C3 107.79(12) . . ?
O25 S24 C27 108.13(12) . . ?
C27 S24 C3 99.09(11) . . ?
C2 C1 C10 113.68(19) . . ?
C11 C1 C2 106.89(17) . . ?
C11 C1 C10 108.58(19) . . ?
C11 C1 C15 112.61(19) . . ?
C15 C1 C2 108.17(18) . . ?
C15 C1 C10 107.03(18) . . ?
C3 C2 C1 122.6(2) . . ?
C3 C2 C17 121.6(2) . . ?
C17 C2 C1 115.74(19) . . ?
C1 C11 H11 118.4 . . ?
C12 C11 C1 123.1(2) . . ?
C12 C11 H11 118.4 . . ?
C2 C3 S24 117.30(18) . . ?
C2 C3 C4 123.5(2) . . ?
C4 C3 S24 118.98(17) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C7 C6 C5 120.8(2) . . ?
O26 C4 C3 121.0(2) . . ?
O26 C4 C5 122.5(2) . . ?
C5 C4 C3 116.5(2) . . ?
C9 C8 H8 120.1 . . ?
C9 C8 C7 119.8(3) . . ?
C7 C8 H8 120.1 . . ?
C6 C5 C4 118.8(2) . . ?
C10 C5 C6 119.4(2) . . ?
C10 C5 C4 121.8(2) . . ?
O16 C13 C14 121.1(3) . . ?
O16 C13 C12 122.1(3) . . ?
C14 C13 C12 116.8(2) . . ?
C18 C17 C2 118.7(2) . . ?
C22 C17 C2 121.3(2) . . ?
C22 C17 C18 120.0(2) . . ?
C5 C10 C1 121.9(2) . . ?
C9 C10 C1 118.7(2) . . ?
C9 C10 C5 119.5(2) . . ?
C1 C15 H15 118.3 . . ?
C14 C15 C1 123.4(2) . . ?
C14 C15 H15 118.3 . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C32 C27 S24 120.2(2) . . ?
C32 C27 C28 120.9(3) . . ?
C28 C27 S24 118.5(2) . . ?
C27 C32 H32 120.5 . . ?
C27 C32 C31 119.0(3) . . ?
C31 C32 H32 120.5 . . ?
C13 C14 H14 119.0 . . ?
C15 C14 C13 122.0(2) . . ?
C15 C14 H14 119.0 . . ?
C11 C12 C13 122.1(2) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.1(2) . . ?
C19 C18 H18 119.9 . . ?
C22 C21 H21 121.0 . . ?
C20 C21 H21 121.0 . . ?
C20 C21 C22 118.0(3) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 C18 117.8(2) . . ?
C20 C19 H19 121.1 . . ?
C17 C22 C21 120.3(2) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C32 C31 H31 119.8 . . ?
C30 C31 C32 120.3(3) . . ?
C30 C31 H31 119.8 . . ?
F23 C20 C19 118.3(2) . . ?
C21 C20 F23 117.9(3) . . ?
C21 C20 C19 123.8(2) . . ?
C6 C7 C8 120.1(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C31 C30 H30 119.8 . . ?
C31 C30 C29 120.5(3) . . ?
C29 C30 H30 119.8 . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.3(3) . . ?
C29 C28 H28 120.4 . . ?
C30 C29 C28 120.0(3) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
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
S24 O25 1.475(2) . ?
S24 C3 1.825(2) . ?
S24 C27 1.792(3) . ?
F23 C20 1.369(3) . ?
O26 C4 1.219(3) . ?
O16 C13 1.234(3) . ?
C1 C2 1.534(3) . ?
C1 C11 1.505(3) . ?
C1 C10 1.536(3) . ?
C1 C15 1.513(3) . ?
C2 C3 1.335(3) . ?
C2 C17 1.501(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.342(3) . ?
C3 C4 1.491(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.403(3) . ?
C6 C7 1.368(4) . ?
C4 C5 1.478(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(4) . ?
C8 C7 1.395(4) . ?
C5 C10 1.395(3) . ?
C13 C14 1.461(4) . ?
C13 C12 1.462(4) . ?
C17 C18 1.393(4) . ?
C17 C22 1.385(4) . ?
C10 C9 1.394(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.333(4) . ?
C9 H9 0.9500 . ?
C27 C32 1.379(4) . ?
C27 C28 1.393(4) . ?
C32 H32 0.9500 . ?
C32 C31 1.395(4) . ?
C14 H14 0.9500 . ?
C12 H12 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.394(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(4) . ?
C21 C20 1.367(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.373(4) . ?
C22 H22 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.373(4) . ?
C7 H7 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.383(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.384(4) . ?
C29 H29 0.9500 . ?
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
S24 C3 C4 O26 -3.6(3) . . . . ?
S24 C3 C4 C5 177.38(16) . . . . ?
S24 C27 C32 C31 -174.5(2) . . . . ?
S24 C27 C28 C29 174.9(2) . . . . ?
O26 C4 C5 C6 -2.0(4) . . . . ?
O26 C4 C5 C10 179.0(2) . . . . ?
O25 S24 C3 C2 126.5(2) . . . . ?
O25 S24 C3 C4 -48.7(2) . . . . ?
O25 S24 C27 C32 1.3(3) . . . . ?
O25 S24 C27 C28 -171.7(2) . . . . ?
O16 C13 C14 C15 -177.7(2) . . . . ?
O16 C13 C12 C11 177.0(2) . . . . ?
C1 C2 C3 S24 -176.16(16) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C1 C2 C17 C18 97.1(3) . . . . ?
C1 C2 C17 C22 -85.2(3) . . . . ?
C1 C11 C12 C13 1.3(4) . . . . ?
C1 C10 C9 C8 178.8(2) . . . . ?
C1 C15 C14 C13 0.1(4) . . . . ?
C2 C1 C11 C12 117.7(2) . . . . ?
C2 C1 C10 C5 0.9(3) . . . . ?
C2 C1 C10 C9 -178.6(2) . . . . ?
C2 C1 C15 C14 -117.6(2) . . . . ?
C2 C3 C4 O26 -178.5(2) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C2 C17 C18 C19 176.8(2) . . . . ?
C2 C17 C22 C21 -176.9(2) . . . . ?
C11 C1 C2 C3 119.2(2) . . . . ?
C11 C1 C2 C17 -57.3(2) . . . . ?
C11 C1 C10 C5 -117.9(2) . . . . ?
C11 C1 C10 C9 62.6(3) . . . . ?
C11 C1 C15 C14 0.3(3) . . . . ?
C3 S24 C27 C32 -110.9(2) . . . . ?
C3 S24 C27 C28 76.1(2) . . . . ?
C3 C2 C17 C18 -79.4(3) . . . . ?
C3 C2 C17 C22 98.3(3) . . . . ?
C3 C4 C5 C6 177.0(2) . . . . ?
C3 C4 C5 C10 -2.0(3) . . . . ?
C6 C5 C10 C1 -178.6(2) . . . . ?
C6 C5 C10 C9 0.9(3) . . . . ?
C4 C5 C10 C1 0.4(3) . . . . ?
C4 C5 C10 C9 179.9(2) . . . . ?
C5 C6 C7 C8 0.3(4) . . . . ?
C5 C10 C9 C8 -0.8(4) . . . . ?
C17 C2 C3 S24 0.1(3) . . . . ?
C17 C2 C3 C4 175.2(2) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C10 C1 C2 C3 -0.6(3) . . . . ?
C10 C1 C2 C17 -177.08(19) . . . . ?
C10 C1 C11 C12 -119.3(2) . . . . ?
C10 C1 C15 C14 119.5(3) . . . . ?
C15 C1 C2 C3 -119.3(2) . . . . ?
C15 C1 C2 C17 64.2(2) . . . . ?
C15 C1 C11 C12 -1.0(3) . . . . ?
C15 C1 C10 C5 120.3(2) . . . . ?
C15 C1 C10 C9 -59.2(3) . . . . ?
C9 C8 C7 C6 -0.1(4) . . . . ?
C27 S24 C3 C2 -121.0(2) . . . . ?
C27 S24 C3 C4 63.7(2) . . . . ?
C27 C32 C31 C30 0.9(4) . . . . ?
C27 C28 C29 C30 -1.4(5) . . . . ?
C32 C27 C28 C29 1.9(4) . . . . ?
C32 C31 C30 C29 -0.4(5) . . . . ?
C14 C13 C12 C11 -0.8(3) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C18 C17 C22 C21 0.8(4) . . . . ?
C18 C19 C20 F23 -177.0(2) . . . . ?
C18 C19 C20 C21 1.2(5) . . . . ?
C22 C17 C18 C19 -1.0(4) . . . . ?
C22 C21 C20 F23 176.9(3) . . . . ?
C22 C21 C20 C19 -1.4(5) . . . . ?
C31 C30 C29 C28 0.6(5) . . . . ?
C20 C21 C22 C17 0.3(4) . . . . ?
C7 C6 C5 C4 -179.7(2) . . . . ?
C7 C6 C5 C10 -0.6(4) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C28 C27 C32 C31 -1.6(4) . . . . ?
