#------------------------------------------------------------------------------
#$Date: 2025-05-14 13:17:04 +0300 (Wed, 14 May 2025) $
#$Revision: 299663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/68/1566824.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_1566824
loop_
_publ_author_name
'Zhou, Jun'
'Mao, Lijun'
'Wu, Meng-Xiang'
'Peng, Zhiyong'
'Yang, Yiming'
'Zhou, Manfei'
'Zhao, Xiao-Li'
'Shi, Xueliang'
'Yang, Hai-Bo'
_publ_section_title
;
 Extended phenothiazines: synthesis, photophysical and redox properties,
 and efficient photocatalytic oxidative coupling of amines
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC01086K
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C11 H10 O S'
_chemical_formula_sum            'C11 H10 O S'
_chemical_formula_weight         190.25
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-01-30
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-02-08 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                106.659(7)
_cell_angle_beta                 105.234(5)
_cell_angle_gamma                101.170(6)
_cell_formula_units_Z            2
_cell_length_a                   7.0221(4)
_cell_length_b                   7.9102(7)
_cell_length_c                   9.5017(5)
_cell_measurement_reflns_used    4153
_cell_measurement_temperature    229(80)
_cell_measurement_theta_max      73.4170
_cell_measurement_theta_min      6.0250
_cell_volume                     466.74(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      229(80)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00  80.00   0.50    2.00    --    0.00  82.00 150.00   50
  2  ω    -87.00 -57.00   0.50    2.00    --    0.00 -82.00 120.00   60
  3  ω    -32.00  19.00   0.50    2.00    --    0.00  82.00 150.00  102
  4  ω     15.00  77.00   0.50    2.00    --    0.00  37.00-120.00  124
  5  ω     20.00  87.00   0.50    2.00    --    0.00  57.00   0.00  134
  6  ω    -19.00   8.00   0.50    2.00    --    0.00  37.00-120.00   54
  7  ω    -23.00  11.00   0.50    2.00    --    0.00  57.00   0.00   68
  8  ω     39.00  64.00   0.50    2.00    --    0.00  37.00  90.00   50
  9  ω     -1.00  24.00   0.50    2.00    --    0.00 -82.00 120.00   50
 10  ω    -52.00 -26.00   0.50    2.00    --    0.00 -82.00 120.00   52
 11  ω    115.00 184.00   0.50    2.00    --   95.80  82.00-120.00  138
 12  ω     64.00  93.00   0.50    2.00    --   95.80  82.00-120.00   58
 13  ω     77.00 120.00   0.50    2.00    --   95.80  61.00   0.00   86
 14  ω      8.00 128.00   0.50    2.00    --   95.80 -82.00 -90.00  240
 15  ω    153.00 179.00   0.50    2.00    --   95.80  77.00-150.00   52
 16  ω     72.00 108.00   0.50    2.00    --   95.80  61.00 -60.00   72
 17  ω     63.00  88.00   0.50    2.00    --   95.80  82.00   0.00   50
 18  ω     77.00 124.00   0.50    2.00    --   95.80  30.00  90.00   94
 19  ω     29.00 127.00   0.50    2.00    --   95.80 -82.00  60.00  196
 20  ω     66.00  92.00   0.50    2.00    --   95.80  77.00 -60.00   52
 21  ω     71.00 116.00   0.50    2.00    --   95.80  61.00 -30.00   90
 22  ω     71.00 122.00   0.50    2.00    --   95.80  61.00 120.00  102
 23  ω     65.00  91.00   0.50    2.00    --   95.80  77.00 120.00   52
 24  ω     77.00 156.00   0.50    2.00    --   95.80  45.00-120.00  158
 25  ω     75.00 152.00   0.50    2.00    --   95.80  45.00 120.00  154
 26  ω    157.00 183.00   0.50    2.00    --   95.80  45.00 120.00   52
 27  ω    142.00 168.00   0.50    2.00    --   95.80  77.00 -30.00   52
 28  ω    128.00 175.00   0.50    2.00    --   95.80  61.00   0.00   94
 29  ω     71.00 123.00   0.50    2.00    --   95.80  61.00 150.00  104
 30  ω    128.00 182.00   0.50    2.00    --   95.80  61.00 150.00  108
 31  ω     72.00 103.00   0.50    2.00    --   95.80  61.00  60.00   62
 32  ω     66.00  92.00   0.50    2.00    --   95.80  77.00 -30.00   52
 33  ω    124.00 185.00   0.50    2.00    --   95.80  45.00 -60.00  122
 34  ω     75.00 101.00   0.50    2.00    --   95.80  45.00 -60.00   52
 35  ω     81.00 128.00   0.50    2.00    --   95.80 -82.00 150.00   94
 36  ω     68.00  94.00   0.50    2.00    --   95.80  77.00  30.00   52
 37  ω     17.00  47.00   0.50    2.00    --   95.80 -30.00   0.00   60
 38  ω     75.00 101.00   0.50    2.00    --   95.80  45.00 -90.00   52
 39  ω     48.00 115.00   0.50    2.00    --   95.80 -61.00 -90.00  134
 40  ω     66.00  96.00   0.50    2.00    --   95.80  77.00  60.00   60
 41  ω     65.00  91.00   0.50    2.00    --   95.80  77.00 150.00   52
 42  ω    103.00 128.00   0.50    2.00    --   95.80 -82.00  90.00   50
 43  ω      6.00  41.00   0.50    2.00    --   95.80 -61.00 -90.00   70
 44  ω     66.00 121.00   0.50    2.00    --   95.80  82.00 150.00  110
 45  ω     13.00  49.00   0.50    2.00    --   95.80 -82.00 150.00   72
 46  ω     67.00  92.00   0.50    2.00    --   95.80  77.00-150.00   50
 47  ω     63.00 115.00   0.50    2.00    --   95.80  82.00-180.00  104
 48  ω     73.00  98.00   0.50    2.00    --   95.80  53.00 -63.66   50
 49  ω     73.00 147.00   0.50    2.00    --   95.80  54.00  25.66  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1542613000
_diffrn_orient_matrix_UB_12      -0.1763539000
_diffrn_orient_matrix_UB_13      -0.1304545000
_diffrn_orient_matrix_UB_21      0.1082687000
_diffrn_orient_matrix_UB_22      -0.1185177000
_diffrn_orient_matrix_UB_23      0.0772652000
_diffrn_orient_matrix_UB_31      -0.1448000000
_diffrn_orient_matrix_UB_32      -0.0022557000
_diffrn_orient_matrix_UB_33      0.0967681000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6840
_diffrn_reflns_point_group_measured_fraction_full 0.880
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        67.037
_diffrn_reflns_theta_max         67.037
_diffrn_reflns_theta_min         5.164
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
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    1.354
_exptl_crystal_description       block
_exptl_crystal_F_000             200
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.996
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details
;
 Flack x determined using 1017 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2942
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0794
_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)+(0.1896P)²+0.2547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2371
_refine_ls_wR_factor_ref         0.2415
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_full    0.773
_reflns_Friedel_fraction_max     0.773
_reflns_number_gt                2683
_reflns_number_total             2942
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc01086k2.cif
_cod_data_source_block           exp_2558
_cod_depositor_comments
;

2025-05-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C22 H20 O2 S2'
_cod_original_formula_weight         380.50
_cod_original_formula_moiety         '2(C11 H10 O S)'
_cod_original_formula_units_Z            1
_cod_database_code               1566824
_shelx_shelxl_version_number     2018/1
_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   0.739
_shelx_estimated_absorpt_t_min   0.542
_reflns_odcompleteness_completeness 99.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All S(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C13(H13), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C)
2.c Idealised tetrahedral OH refined as rotating group:
 S1(H1), S2(H2A)
;
_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 3.023
_oxdiff_exptl_absorpt_empirical_full_min 0.609
loop_
_space_group_symop_operation_xyz
'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 -0.1007(3) 0.3467(3) -0.0550(2) 0.0358(6) Uani 1 1 d . . . . .
H1 H -0.244951 0.211833 -0.099616 0.043 Uiso 1 1 calc R U . . .
O1 O 0.1459(9) 0.1910(8) -0.2069(7) 0.0339(14) Uani 1 1 d . . . . .
C1 C 0.4894(12) 0.2221(11) 0.1779(10) 0.0288(17) Uani 1 1 d . . . . .
C2 C 0.6721(14) 0.1865(12) 0.2470(13) 0.041(2) Uani 1 1 d . . . . .
H2 H 0.745189 0.135910 0.185742 0.049 Uiso 1 1 calc R U . . .
C3 C 0.7436(15) 0.2268(14) 0.4063(12) 0.045(2) Uani 1 1 d . . . . .
H3 H 0.860749 0.196486 0.450933 0.054 Uiso 1 1 calc R U . . .
C4 C 0.6415(17) 0.3131(14) 0.5023(12) 0.048(3) Uani 1 1 d . . . . .
H4 H 0.694140 0.344872 0.610037 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4624(15) 0.3498(12) 0.4342(11) 0.038(2) Uani 1 1 d . . . . .
H5 H 0.392326 0.403445 0.496760 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3844(12) 0.3078(11) 0.2727(10) 0.0299(17) Uani 1 1 d . . . . .
C7 C 0.1991(13) 0.3447(11) 0.1968(11) 0.0301(18) Uani 1 1 d . . . . .
H7 H 0.128330 0.399869 0.257914 0.036 Uiso 1 1 calc R U . . .
C8 C 0.1250(12) 0.3035(10) 0.0437(11) 0.0305(18) Uani 1 1 d . . . . .
C9 C 0.2334(12) 0.2225(10) -0.0494(10) 0.0294(17) Uani 1 1 d . . . . .
C10 C 0.4118(12) 0.1821(11) 0.0118(10) 0.0265(16) Uani 1 1 d . . . . .
H10 H 0.480859 0.130094 -0.052328 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2638(16) 0.1412(15) -0.3052(12) 0.042(2) Uani 1 1 d . . . . .
H11A H 0.181264 0.111044 -0.411991 0.063 Uiso 1 1 calc R U . . .
H11B H 0.305837 0.036322 -0.292951 0.063 Uiso 1 1 calc R U . . .
H11C H 0.383662 0.242909 -0.276664 0.063 Uiso 1 1 calc R U . . .
S2 S 0.1601(3) -0.3709(3) -0.2897(3) 0.0453(7) Uani 1 1 d . . . . .
H2A H 0.053296 -0.483495 -0.259406 0.054 Uiso 1 1 calc R U . . .
O2 O 0.5023(9) -0.2054(9) -0.3526(7) 0.0365(14) Uani 1 1 d . . . . .
C12 C 0.6792(14) -0.2808(11) 0.0737(11) 0.0328(18) Uani 1 1 d . . . . .
C13 C 0.4713(13) -0.3324(12) -0.0245(12) 0.0330(19) Uani 1 1 d . . . . .
H13 H 0.368136 -0.387061 0.006628 0.040 Uiso 1 1 calc R U . . .
C14 C 0.4173(12) -0.3052(12) -0.1615(12) 0.0341(19) Uani 1 1 d . . . . .
C15 C 0.5741(14) -0.2240(12) -0.2105(11) 0.0341(19) Uani 1 1 d . . . . .
C16 C 0.7799(13) -0.1754(11) -0.1224(10) 0.0293(18) Uani 1 1 d . . . . .
H16 H 0.881073 -0.128148 -0.158813 0.035 Uiso 1 1 calc R U . . .
C17 C 0.8371(13) -0.1985(11) 0.0278(10) 0.0287(17) Uani 1 1 d . . . . .
C18 C 1.0438(15) -0.1465(13) 0.1204(13) 0.042(2) Uani 1 1 d . . . . .
H18 H 1.145889 -0.092975 0.087686 0.051 Uiso 1 1 calc R U . . .
C19 C 1.0973(17) -0.1742(14) 0.2607(11) 0.046(2) Uani 1 1 d . . . . .
H19 H 1.235133 -0.138475 0.323107 0.055 Uiso 1 1 calc R U . . .
C20 C 0.9418(17) -0.2572(14) 0.3093(12) 0.046(2) Uani 1 1 d . . . . .
H20 H 0.978176 -0.278155 0.402908 0.056 Uiso 1 1 calc R U . . .
C21 C 0.7383(16) -0.3069(12) 0.2200(11) 0.040(2) Uani 1 1 d . . . . .
H21 H 0.637368 -0.358219 0.254798 0.048 Uiso 1 1 calc R U . . .
C22 C 0.6491(16) -0.1399(15) -0.4149(12) 0.043(2) Uani 1 1 d . . . . .
H22A H 0.581304 -0.154961 -0.521494 0.065 Uiso 1 1 calc R U . . .
H22B H 0.748019 -0.208428 -0.410668 0.065 Uiso 1 1 calc R U . . .
H22C H 0.718264 -0.011653 -0.355255 0.065 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'
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
C8 S1 H1 109.5 . . ?
C9 O1 C11 117.7(7) . . ?
C2 C1 C6 119.8(8) . . ?
C2 C1 C10 121.0(8) . . ?
C6 C1 C10 119.1(7) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(10) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(9) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(9) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(10) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C7 117.9(8) . . ?
C5 C6 C1 119.0(8) . . ?
C5 C6 C7 123.1(9) . . ?
C6 C7 H7 118.6 . . ?
C8 C7 C6 122.9(8) . . ?
C8 C7 H7 118.6 . . ?
C7 C8 S1 124.7(7) . . ?
C7 C8 C9 118.9(7) . . ?
C9 C8 S1 116.4(7) . . ?
O1 C9 C8 114.0(7) . . ?
C10 C9 O1 123.4(7) . . ?
C10 C9 C8 122.7(8) . . ?
C1 C10 H10 120.7 . . ?
C9 C10 C1 118.5(7) . . ?
C9 C10 H10 120.7 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 S2 H2A 109.5 . . ?
C15 O2 C22 117.5(7) . . ?
C13 C12 C21 123.0(9) . . ?
C17 C12 C13 119.4(8) . . ?
C17 C12 C21 117.6(8) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.5(8) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 S2 124.1(7) . . ?
C13 C14 C15 119.0(8) . . ?
C15 C14 S2 116.8(7) . . ?
O2 C15 C14 114.2(8) . . ?
O2 C15 C16 124.4(8) . . ?
C16 C15 C14 121.4(8) . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(8) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 118.2(8) . . ?
C18 C17 C12 121.3(8) . . ?
C18 C17 C16 120.4(8) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.1(10) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(10) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(9) . . ?
C21 C20 H20 119.7 . . ?
C12 C21 H21 119.7 . . ?
C20 C21 C12 120.6(10) . . ?
C20 C21 H21 119.7 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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 H1 1.2000 . ?
S1 C8 1.767(9) . ?
O1 C9 1.386(10) . ?
O1 C11 1.426(11) . ?
C1 C2 1.400(12) . ?
C1 C6 1.417(12) . ?
C1 C10 1.443(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.410(17) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(15) . ?
C5 H5 0.9300 . ?
C5 C6 1.401(13) . ?
C6 C7 1.440(11) . ?
C7 H7 0.9300 . ?
C7 C8 1.326(13) . ?
C8 C9 1.411(12) . ?
C9 C10 1.374(11) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
S2 H2A 1.2000 . ?
S2 C14 1.770(9) . ?
O2 C15 1.372(11) . ?
O2 C22 1.404(12) . ?
C12 C13 1.415(12) . ?
C12 C17 1.407(13) . ?
C12 C21 1.429(13) . ?
C13 H13 0.9300 . ?
C13 C14 1.347(13) . ?
C14 C15 1.418(12) . ?
C15 C16 1.379(13) . ?
C16 H16 0.9300 . ?
C16 C17 1.452(12) . ?
C17 C18 1.393(13) . ?
C18 H18 0.9300 . ?
C18 C19 1.379(14) . ?
C19 H19 0.9300 . ?
C19 C20 1.413(16) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(15) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
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 C8 C9 O1 0.8(9) . . . . ?
S1 C8 C9 C10 179.7(6) . . . . ?
O1 C9 C10 C1 179.6(7) . . . . ?
C1 C2 C3 C4 -3.6(14) . . . . ?
C1 C6 C7 C8 -0.6(12) . . . . ?
C2 C1 C6 C5 -2.1(11) . . . . ?
C2 C1 C6 C7 178.9(7) . . . . ?
C2 C1 C10 C9 -179.0(7) . . . . ?
C2 C3 C4 C5 3.0(15) . . . . ?
C3 C4 C5 C6 -1.9(14) . . . . ?
C4 C5 C6 C1 1.5(12) . . . . ?
C4 C5 C6 C7 -179.6(8) . . . . ?
C5 C6 C7 C8 -179.5(8) . . . . ?
C6 C1 C2 C3 3.2(13) . . . . ?
C6 C1 C10 C9 -2.4(11) . . . . ?
C6 C7 C8 S1 -179.7(6) . . . . ?
C6 C7 C8 C9 -1.0(12) . . . . ?
C7 C8 C9 O1 -178.0(7) . . . . ?
C7 C8 C9 C10 0.9(12) . . . . ?
C8 C9 C10 C1 0.8(11) . . . . ?
C10 C1 C2 C3 179.7(7) . . . . ?
C10 C1 C6 C5 -178.7(7) . . . . ?
C10 C1 C6 C7 2.3(11) . . . . ?
C11 O1 C9 C8 168.9(7) . . . . ?
C11 O1 C9 C10 -10.0(12) . . . . ?
S2 C14 C15 O2 0.8(10) . . . . ?
S2 C14 C15 C16 -177.2(7) . . . . ?
O2 C15 C16 C17 178.9(7) . . . . ?
C12 C13 C14 S2 178.9(7) . . . . ?
C12 C13 C14 C15 0.8(14) . . . . ?
C12 C17 C18 C19 -0.4(15) . . . . ?
C13 C12 C17 C16 -2.0(11) . . . . ?
C13 C12 C17 C18 -179.7(8) . . . . ?
C13 C12 C21 C20 179.0(8) . . . . ?
C13 C14 C15 O2 179.0(8) . . . . ?
C13 C14 C15 C16 1.1(13) . . . . ?
C14 C15 C16 C17 -3.4(13) . . . . ?
C15 C16 C17 C12 3.8(12) . . . . ?
C15 C16 C17 C18 -178.6(8) . . . . ?
C16 C17 C18 C19 -178.0(8) . . . . ?
C17 C12 C13 C14 -0.2(13) . . . . ?
C17 C12 C21 C20 -1.5(13) . . . . ?
C17 C18 C19 C20 0.6(16) . . . . ?
C18 C19 C20 C21 -1.3(16) . . . . ?
C19 C20 C21 C12 1.8(16) . . . . ?
C21 C12 C13 C14 179.3(9) . . . . ?
C21 C12 C17 C16 178.5(8) . . . . ?
C21 C12 C17 C18 0.8(13) . . . . ?
C22 O2 C15 C14 -174.9(8) . . . . ?
C22 O2 C15 C16 2.9(13) . . . . ?
