#------------------------------------------------------------------------------
#$Date: 2022-09-09 02:34:46 +0200 (Fri 09 de Sep de 2022) $
#$Revision: 277744 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/88/7158873.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_7158873
loop_
_publ_author_name
'Hsueh, Nai-Chen'
'Chang, Meng-Yang'
_publ_section_title
;
 BF3·OEt2-Mediated Nucleophilic Fluorocyclization of Sulfonyl
 3-Methylene-oxabenzocyclooctan-6-ones. Diastereocontrolled Synthesis of
 Benzofused Fluorooxabicyclo[4.2.1]nonanes
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01459A
_journal_year                    2022
_chemical_formula_moiety         'C18 H17 F O3 S'
_chemical_formula_sum            'C18 H17 F O3 S'
_chemical_formula_weight         332.38
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-03-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-11 deposited with the CCDC.	2022-09-08 downloaded from the CCDC.
;
_cell_angle_alpha                99.558(2)
_cell_angle_beta                 105.692(2)
_cell_angle_gamma                96.770(2)
_cell_formula_units_Z            2
_cell_length_a                   6.87130(10)
_cell_length_b                   10.4176(3)
_cell_length_c                   11.8932(3)
_cell_measurement_reflns_used    7422
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.9860
_cell_measurement_theta_min      2.0070
_cell_volume                     796.27(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00 -20.00   0.50    7.15    --   10.60 -80.00  42.00   50
  2  ω     42.00  67.00   0.50    7.15    --   10.60  80.00 165.00   50
  3  ω      1.00  27.00   0.50    7.15    --   10.60  80.00 165.00   52
  4  ω    -67.00 -42.00   0.50    7.15    --  -10.90 -80.00  42.00   50
  5  ω      7.00  35.00   0.50    7.15    --   10.60 -77.00 -60.00   56
  6  ω    -62.00 -36.00   0.50    7.15    --   10.60 -77.00 -30.00   52
  7  ω    -12.00  14.00   0.50    7.15    --   10.60 -82.00  30.00   52
  8  ω    -16.00  99.00   0.50    7.15    --   10.60  82.00 -90.00  230
  9  ω    -78.00  36.00   0.50    7.15    --   10.60 -77.00  90.00  228
 10  ω    -17.00  71.00   0.50    7.15    --   10.60  82.00  30.00  176
 11  ω    -21.00  17.00   0.50    7.15    --   10.60 -77.00 -30.00   76
 12  ω    -14.00  11.00   0.50    7.15    --   10.60  82.00  90.00   50
 13  ω    -79.00 -51.00   0.50    7.15    --   10.60 -82.00  30.00   56
 14  ω    -72.00 -46.00   0.50    7.15    --   10.60 -77.00 -60.00   52
 15  ω    -25.00  17.00   0.50    7.15    --  -10.90 -82.00   0.00   84
 16  ω    -97.00   7.00   0.50    7.15    --  -10.90 -77.00-180.00  208
 17  ω    -64.00 -38.00   0.50    7.15    --  -10.90 -82.00   0.00   52
 18  ω    -74.00   4.00   0.50    7.15    --  -10.90 -82.00 120.00  156
 19  ω    -99.00 -65.00   0.50    7.15    --  -10.90 -77.00 -90.00   68
 20  ω     22.00  54.00   0.50    7.15    --  -10.90  80.00 165.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0350148000
_diffrn_orient_matrix_UB_12      -0.0611336000
_diffrn_orient_matrix_UB_13      0.0128733000
_diffrn_orient_matrix_UB_21      0.0163275000
_diffrn_orient_matrix_UB_22      -0.0341614000
_diffrn_orient_matrix_UB_23      -0.0525344000
_diffrn_orient_matrix_UB_31      0.1017463000
_diffrn_orient_matrix_UB_32      -0.0027018000
_diffrn_orient_matrix_UB_33      0.0329211000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12550
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.82
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3134
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0461P)²+0.5397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1059
_reflns_number_gt                2712
_reflns_number_total             3134
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2ob01459a2.cif
_cod_data_source_block           nc1202nb
_cod_original_cell_volume        796.26(3)
_cod_database_code               7158873
_chemical_oxdiff_formula         'C18 H17 S1 O3 F1'
_diffrn_oxdiff_digest_frames
;
01542d3b515a656385ac5f93c1b47053d800025873e
;
_diffrn_oxdiff_digest_hkl
;
011ee2d9e15e2f0085946a79a690dcb258a77e
;
_reflns_odcompleteness_completeness 99.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15), C17(H17), C18(H18)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_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 1.580
_oxdiff_exptl_absorpt_empirical_full_min 0.735
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.72712(7) 0.59123(4) 0.90141(4) 0.02396(14) Uani 1 d . . .
F1 F 0.2892(2) 1.02809(12) 0.81327(13) 0.0481(4) Uani 1 d . . .
O1 O 0.5993(2) 0.16954(12) 0.63418(12) 0.0270(3) Uani 1 d . . .
O2 O 0.9231(2) 0.62531(13) 0.88278(14) 0.0337(4) Uani 1 d . . .
O3 O 0.7229(2) 0.57377(12) 1.01818(12) 0.0288(3) Uani 1 d . . .
C1 C 0.4239(3) 0.20929(18) 0.57378(17) 0.0245(4) Uani 1 d . . .
C2 C 0.4025(3) 0.34197(18) 0.58701(17) 0.0249(4) Uani 1 d . . .
C3 C 0.2196(3) 0.3736(2) 0.52195(18) 0.0300(5) Uani 1 d . . .
H3 H 0.2018 0.4634 0.5310 0.036 Uiso 1 calc . . R
C4 C 0.0642(3) 0.2777(2) 0.44493(18) 0.0317(5) Uani 1 d . . .
H4 H -0.0584 0.3012 0.4002 0.038 Uiso 1 calc . . R
C5 C 0.0884(3) 0.1453(2) 0.43312(19) 0.0335(5) Uani 1 d . . .
H5 H -0.0185 0.0784 0.3805 0.040 Uiso 1 calc . . R
C6 C 0.2677(3) 0.11119(19) 0.49791(18) 0.0301(5) Uani 1 d . . .
H6 H 0.2835 0.0211 0.4904 0.036 Uiso 1 calc . . R
C7 C 0.7633(3) 0.27281(17) 0.71672(17) 0.0237(4) Uani 1 d . . .
C8 C 0.6968(3) 0.32326(17) 0.82719(18) 0.0254(4) Uani 1 d . . .
H8A H 0.8175 0.3525 0.8989 0.030 Uiso 1 calc . . R
H8B H 0.6019 0.2530 0.8416 0.030 Uiso 1 calc . . R
C9 C 0.5870(3) 0.44160(17) 0.79798(17) 0.0228(4) Uani 1 d . . .
H9 H 0.4439 0.4248 0.8034 0.027 Uiso 1 calc . . R
C10 C 0.5820(3) 0.44390(18) 0.66821(18) 0.0260(4) Uani 1 d . . .
H10 H 0.5779 0.5339 0.6497 0.031 Uiso 1 calc . . R
C11 C 0.7789(3) 0.39236(19) 0.6596(2) 0.0295(5) Uani 1 d . . .
H11A H 0.7789 0.3668 0.5756 0.035 Uiso 1 calc . . R
H11B H 0.9030 0.4583 0.7049 0.035 Uiso 1 calc . . R
C12 C 0.9510(3) 0.20763(19) 0.74199(19) 0.0309(5) Uani 1 d . . .
H12A H 0.9235 0.1302 0.7757 0.046 Uiso 1 calc . . GR
H12B H 1.0669 0.2704 0.7991 0.046 Uiso 1 calc . . GR
H12C H 0.9845 0.1800 0.6676 0.046 Uiso 1 calc . . GR
C13 C 0.5833(3) 0.71630(17) 0.86363(17) 0.0223(4) Uani 1 d . . .
C14 C 0.4096(3) 0.72473(18) 0.90010(17) 0.0258(4) Uani 1 d . . .
H14 H 0.3606 0.6588 0.9370 0.031 Uiso 1 calc . . R
C15 C 0.3077(3) 0.8303(2) 0.88234(19) 0.0311(5) Uani 1 d . . .
H15 H 0.1887 0.8388 0.9072 0.037 Uiso 1 calc . . R
C16 C 0.3839(3) 0.92224(18) 0.8277(2) 0.0323(5) Uani 1 d . . .
C17 C 0.5488(3) 0.9116(2) 0.7835(2) 0.0381(5) Uani 1 d . . .
H17 H 0.5908 0.9742 0.7414 0.046 Uiso 1 calc . . R
C18 C 0.6512(3) 0.8067(2) 0.8027(2) 0.0340(5) Uani 1 d . . .
H18 H 0.7665 0.7965 0.7745 0.041 Uiso 1 calc . . R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O2 S1 O3 118.25(9) . . ?
O2 S1 C9 109.99(9) . . ?
O2 S1 C13 107.28(8) . . ?
O3 S1 C9 106.81(8) . . ?
O3 S1 C13 108.21(8) . . ?
C13 S1 C9 105.60(9) . . ?
C1 O1 C7 117.14(14) . . ?
O1 C1 C2 122.04(18) . . ?
O1 C1 C6 116.94(16) . . ?
C6 C1 C2 121.02(18) . . ?
C1 C2 C10 118.08(17) . . ?
C3 C2 C1 118.24(19) . . ?
C3 C2 C10 123.65(17) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.50(18) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.38(19) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.63(18) . . ?
C5 C6 H6 120.2 . . ?
O1 C7 C8 108.83(15) . . ?
O1 C7 C11 108.58(16) . . ?
O1 C7 C12 104.84(14) . . ?
C11 C7 C8 103.88(14) . . ?
C12 C7 C8 114.62(16) . . ?
C12 C7 C11 115.90(16) . . ?
C7 C8 H8A 110.7 . . ?
C7 C8 H8B 110.7 . . ?
C7 C8 C9 105.39(15) . . ?
H8A C8 H8B 108.8 . . ?
C9 C8 H8A 110.7 . . ?
C9 C8 H8B 110.7 . . ?
S1 C9 H9 109.8 . . ?
C8 C9 S1 109.73(13) . . ?
C8 C9 H9 109.8 . . ?
C10 C9 S1 113.02(12) . . ?
C10 C9 C8 104.45(14) . . ?
C10 C9 H9 109.8 . . ?
C2 C10 C9 107.89(15) . . ?
C2 C10 H10 112.8 . . ?
C2 C10 C11 107.36(15) . . ?
C9 C10 H10 112.8 . . ?
C11 C10 C9 102.68(15) . . ?
C11 C10 H10 112.8 . . ?
C7 C11 C10 100.72(15) . . ?
C7 C11 H11A 111.6 . . ?
C7 C11 H11B 111.6 . . ?
C10 C11 H11A 111.6 . . ?
C10 C11 H11B 111.6 . . ?
H11A C11 H11B 109.4 . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 S1 118.71(14) . . ?
C14 C13 C18 121.56(17) . . ?
C18 C13 S1 119.67(15) . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.38(18) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 117.98(19) . . ?
C16 C15 H15 121.0 . . ?
F1 C16 C15 118.44(19) . . ?
F1 C16 C17 117.81(19) . . ?
C15 C16 C17 123.73(18) . . ?
C16 C17 H17 121.1 . . ?
C16 C17 C18 117.88(19) . . ?
C18 C17 H17 121.1 . . ?
C13 C18 H18 120.4 . . ?
C17 C18 C13 119.23(19) . . ?
C17 C18 H18 120.4 . . ?
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 O2 1.4364(14) . ?
S1 O3 1.4378(15) . ?
S1 C9 1.7996(19) . ?
S1 C13 1.7702(18) . ?
F1 C16 1.357(2) . ?
O1 C1 1.374(2) . ?
O1 C7 1.468(2) . ?
C1 C2 1.395(3) . ?
C1 C6 1.386(3) . ?
C2 C3 1.394(3) . ?
C2 C10 1.512(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.376(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.397(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.537(3) . ?
C7 C11 1.521(3) . ?
C7 C12 1.510(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.559(2) . ?
C9 H9 1.0000 . ?
C9 C10 1.539(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.535(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.383(3) . ?
C13 C18 1.391(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.374(3) . ?
C16 C17 1.380(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(3) . ?
C18 H18 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
S1 C9 C10 C2 -159.14(12) . . . . ?
S1 C9 C10 C11 87.65(15) . . . . ?
S1 C13 C14 C15 173.22(15) . . . . ?
S1 C13 C18 C17 -173.87(17) . . . . ?
F1 C16 C17 C18 177.29(19) . . . . ?
O1 C1 C2 C3 179.75(17) . . . . ?
O1 C1 C2 C10 1.7(3) . . . . ?
O1 C1 C6 C5 -178.96(18) . . . . ?
O1 C7 C8 C9 -91.05(16) . . . . ?
O1 C7 C11 C10 71.74(18) . . . . ?
O2 S1 C9 C8 66.92(14) . . . . ?
O2 S1 C9 C10 -49.21(15) . . . . ?
O2 S1 C13 C14 -164.69(15) . . . . ?
O2 S1 C13 C18 12.72(19) . . . . ?
O3 S1 C9 C8 -62.59(14) . . . . ?
O3 S1 C9 C10 -178.71(12) . . . . ?
O3 S1 C13 C14 -36.07(18) . . . . ?
O3 S1 C13 C18 141.34(17) . . . . ?
C1 O1 C7 C8 72.18(19) . . . . ?
C1 O1 C7 C11 -40.3(2) . . . . ?
C1 O1 C7 C12 -164.74(16) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C1 C2 C10 C9 -77.0(2) . . . . ?
C1 C2 C10 C11 33.1(2) . . . . ?
C2 C1 C6 C5 0.7(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C2 C10 C11 C7 -66.78(18) . . . . ?
C3 C2 C10 C9 105.0(2) . . . . ?
C3 C2 C10 C11 -144.92(19) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C6 C1 C2 C10 -178.01(17) . . . . ?
C7 O1 C1 C2 1.7(2) . . . . ?
C7 O1 C1 C6 -178.65(16) . . . . ?
C7 C8 C9 S1 -116.87(14) . . . . ?
C7 C8 C9 C10 4.56(19) . . . . ?
C8 C7 C11 C10 -43.97(19) . . . . ?
C8 C9 C10 C2 81.64(17) . . . . ?
C8 C9 C10 C11 -31.57(18) . . . . ?
C9 S1 C13 C14 78.01(17) . . . . ?
C9 S1 C13 C18 -104.58(18) . . . . ?
C9 C10 C11 C7 46.81(18) . . . . ?
C10 C2 C3 C4 176.92(17) . . . . ?
C11 C7 C8 C9 24.48(19) . . . . ?
C12 C7 C8 C9 151.95(16) . . . . ?
C12 C7 C11 C10 -170.64(16) . . . . ?
C13 S1 C9 C8 -177.63(12) . . . . ?
C13 S1 C9 C10 66.24(15) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C14 C13 C18 C17 3.5(3) . . . . ?
C14 C15 C16 F1 -177.96(17) . . . . ?
C14 C15 C16 C17 3.8(3) . . . . ?
C15 C16 C17 C18 -4.5(3) . . . . ?
C16 C17 C18 C13 0.8(3) . . . . ?
C18 C13 C14 C15 -4.1(3) . . . . ?
