#------------------------------------------------------------------------------
#$Date: 2023-05-05 03:29:31 +0300 (Fri, 05 May 2023) $
#$Revision: 283107 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/13/7131312.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_7131312
loop_
_publ_author_name
'Yang, Fu-Yuan'
'Han, Tian-Jiao'
'Jia, Shi-Kun'
'Wang, Min-Can'
'Mei, Guang-Jian'
_publ_section_title
;
 Catalytic [2,3]-sigmatropic rearrangement of sulfonium ylides derived
 from azoalkenes: non-carbenoid Doyle-Kirmse reaction.
;
_journal_issue                   21
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3107
_journal_page_last               3110
_journal_paper_doi               10.1039/d3cc00160a
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C23 H26 N2 O4 S'
_chemical_formula_sum            'C23 H26 N2 O4 S'
_chemical_formula_weight         426.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-09-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-01-07 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.178(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8940(8)
_cell_length_b                   13.8863(6)
_cell_length_c                   14.5801(9)
_cell_measurement_reflns_used    2854
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9350
_cell_measurement_theta_min      4.4920
_cell_volume                     2287.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_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   -102.00 -39.00   1.00    2.30    --  -33.50 -57.00-180.00   63
  2  ω    -94.00 -57.00   1.00    2.30    --  -33.50 178.00-180.00   37
  3  ω   -108.00 -36.00   1.00    2.30    --  -33.50 178.00  60.00   72
  4  ω   -101.00  -8.00   1.00    2.30    --  -33.50 -77.00 -60.00   93
  5  ω    -81.00 -48.00   1.00    2.30    --  -33.50-176.00 116.00   33
  6  ω     58.00 110.00   1.00    2.30    --   36.47 178.00 120.00   52
  7  ω     59.00  85.00   1.00    2.30    --   36.47 178.00 -90.00   26
  8  ω     48.00 103.00   1.00    2.30    --   36.47  77.00  60.00   55
  9  ω     79.00 104.00   1.00    2.30    --   36.47 178.00  30.00   25
 10  ω     79.00 111.00   1.00   15.00    --  108.00-111.00 -90.00   32
 11  ω     46.00 108.00   1.00   15.00    --  108.00 -30.00  60.00   62
 12  ω     44.00  92.00   1.00   15.00    --  108.00 -45.00  30.00   48
 13  ω     84.00 110.00   1.00   15.00    --  108.00 -94.00 -90.00   26
 14  ω     49.00 124.00   1.00   15.00    --  108.00 -61.00 150.00   75
 15  ω     48.00 103.00   1.00   15.00    --  108.00 -94.00 150.00   55
 16  ω     45.00 110.00   1.00   15.00    --  108.00 -94.00  60.00   65
 17  ω     38.00 178.00   1.00   15.00    --  108.00   0.00  90.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1277773000
_diffrn_orient_matrix_UB_12      0.0315294000
_diffrn_orient_matrix_UB_13      0.0539862000
_diffrn_orient_matrix_UB_21      0.0312413000
_diffrn_orient_matrix_UB_22      -0.0067451000
_diffrn_orient_matrix_UB_23      -0.0946578000
_diffrn_orient_matrix_UB_31      -0.0359448000
_diffrn_orient_matrix_UB_32      0.1061509000
_diffrn_orient_matrix_UB_33      -0.0220034000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0357
_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       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8969
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.912
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.506
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.048
_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     273
_refine_ls_number_reflns         4075
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0504
_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)+(0.0844P)²+0.2535P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1500
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3258
_reflns_number_total             4075
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc00160a2.cif
_cod_data_source_block           202209176
_cod_depositor_comments          'Adding full bibliography for 7131312.cif.'
_cod_database_code               7131312
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C30H3O3N2S1
_chemical_oxdiff_usercomment     r
_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   0.864
_shelx_estimated_absorpt_t_min   0.784
_reflns_odcompleteness_completeness 99.74
_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 C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C14(H14A,H14B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C19(H19), C20(H20),
 C21(H21), C22(H22), C23(H23)
2.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C)
;
_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 1.139
_oxdiff_exptl_absorpt_empirical_full_min 0.858
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'
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 0.63427(5) 0.63531(4) 0.43047(4) 0.05788(19) Uani 1 1 d . . . . .
O1 O 0.50707(18) 0.73092(13) 0.25822(14) 0.0766(5) Uani 1 1 d . . . . .
O2 O 0.54790(16) 0.63543(12) 0.14904(12) 0.0622(4) Uani 1 1 d . . . . .
O3 O 0.90475(16) 0.31838(14) 0.34627(17) 0.0767(5) Uani 1 1 d . . . . .
O4 O 0.76802(18) 0.19883(11) 0.30999(13) 0.0694(5) Uani 1 1 d . . . . .
N1 N 0.72129(14) 0.44657(11) 0.30481(12) 0.0430(4) Uani 1 1 d . . . . .
N2 N 0.70623(16) 0.34881(11) 0.29583(14) 0.0492(4) Uani 1 1 d . . . . .
H2 H 0.6366 0.3240 0.2750 0.059 Uiso 1 1 calc R . . . .
C1 C 0.7303(2) 0.54836(16) 0.50437(15) 0.0520(5) Uani 1 1 d . . . . .
C2 C 0.8510(2) 0.56669(19) 0.54348(17) 0.0598(6) Uani 1 1 d . . . . .
H2A H 0.8811 0.6259 0.5326 0.072 Uiso 1 1 calc R . . . .
C3 C 0.9262(2) 0.4981(2) 0.59816(19) 0.0683(7) Uani 1 1 d . . . . .
H3 H 1.0067 0.5109 0.6236 0.082 Uiso 1 1 calc R . . . .
C4 C 0.8823(3) 0.4114(2) 0.6149(2) 0.0787(8) Uani 1 1 d . . . . .
H4 H 0.9335 0.3646 0.6503 0.094 Uiso 1 1 calc R . . . .
C5 C 0.7628(3) 0.3928(2) 0.5798(2) 0.0856(9) Uani 1 1 d . . . . .
H5 H 0.7334 0.3341 0.5928 0.103 Uiso 1 1 calc R . . . .
C6 C 0.6863(3) 0.4615(2) 0.52511(19) 0.0717(7) Uani 1 1 d . . . . .
H6 H 0.6055 0.4493 0.5023 0.086 Uiso 1 1 calc R . . . .
C7 C 0.8057(4) 0.7936(3) 0.2388(3) 0.1176(15) Uani 1 1 d . . . . .
H7A H 0.8038 0.7639 0.1811 0.141 Uiso 1 1 calc R . . . .
H7B H 0.8168 0.8598 0.2458 0.141 Uiso 1 1 calc R . . . .
C8 C 0.7928(3) 0.74288(19) 0.3090(2) 0.0736(7) Uani 1 1 d . . . . .
H8 H 0.7952 0.7749 0.3656 0.088 Uiso 1 1 calc R . . . .
C9 C 0.77434(19) 0.63639(15) 0.30567(18) 0.0524(5) Uani 1 1 d . . . . .
H9A H 0.8352 0.6073 0.3590 0.063 Uiso 1 1 calc R . . . .
H9B H 0.7838 0.6118 0.2463 0.063 Uiso 1 1 calc R . . . .
C10 C 0.65232(17) 0.60513(14) 0.31114(15) 0.0453(4) Uani 1 1 d . . . . .
C11 C 0.62944(17) 0.49828(13) 0.29373(14) 0.0434(4) Uani 1 1 d . . . . .
C12 C 0.5044(2) 0.46301(17) 0.2715(2) 0.0618(6) Uani 1 1 d . . . . .
H12A H 0.4536 0.5161 0.2738 0.093 Uiso 1 1 calc GR . . . .
H12B H 0.5006 0.4155 0.3182 0.093 Uiso 1 1 calc GR . . . .
H12C H 0.4790 0.4349 0.2081 0.093 Uiso 1 1 calc GR . . . .
C13 C 0.5589(2) 0.66465(15) 0.23789(17) 0.0534(5) Uani 1 1 d . . . . .
C14 C 0.4667(3) 0.6904(2) 0.0699(2) 0.0765(8) Uani 1 1 d . . . . .
H14A H 0.3879 0.6903 0.0762 0.092 Uiso 1 1 calc R . . . .
H14B H 0.4934 0.7565 0.0716 0.092 Uiso 1 1 calc R . . . .
C15 C 0.4648(3) 0.6449(2) -0.0212(2) 0.0851(9) Uani 1 1 d . . . . .
H15A H 0.4344 0.5805 -0.0236 0.128 Uiso 1 1 calc GR . . . .
H15B H 0.5437 0.6427 -0.0255 0.128 Uiso 1 1 calc GR . . . .
H15C H 0.4150 0.6815 -0.0742 0.128 Uiso 1 1 calc GR . . . .
C16 C 0.8045(2) 0.29179(15) 0.32076(16) 0.0532(5) Uani 1 1 d . . . . .
C17 C 0.8596(3) 0.12648(19) 0.3457(2) 0.0786(9) Uani 1 1 d . . . . .
H17A H 0.9362 0.1541 0.3507 0.094 Uiso 1 1 calc R . . . .
H17B H 0.8457 0.0731 0.3007 0.094 Uiso 1 1 calc R . . . .
C18 C 0.8598(2) 0.09072(17) 0.44270(19) 0.0608(6) Uani 1 1 d . . . . .
C19 C 0.9041(3) 0.1495(2) 0.5218(2) 0.0860(9) Uani 1 1 d . . . . .
H19 H 0.9335 0.2099 0.5138 0.103 Uiso 1 1 calc R . . . .
C20 C 0.9056(4) 0.1210(3) 0.6121(3) 0.0960(10) Uani 1 1 d . . . . .
H20 H 0.9363 0.1616 0.6647 0.115 Uiso 1 1 calc R . . . .
C21 C 0.8628(3) 0.0344(3) 0.6243(3) 0.0923(10) Uani 1 1 d . . . . .
H21 H 0.8644 0.0153 0.6858 0.111 Uiso 1 1 calc R . . . .
C22 C 0.8171(4) -0.0257(3) 0.5488(3) 0.1095(13) Uani 1 1 d . . . . .
H22 H 0.7869 -0.0853 0.5584 0.131 Uiso 1 1 calc R . . . .
C23 C 0.8154(3) 0.0029(2) 0.4535(3) 0.0882(9) Uani 1 1 d . . . . .
H23 H 0.7848 -0.0376 0.4008 0.106 Uiso 1 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 0.0181 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'
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
C1 S1 C10 100.00(9) . . ?
C13 O2 C14 116.75(19) . . ?
C16 O4 C17 116.1(2) . . ?
C11 N1 N2 117.69(17) . . ?
N1 N2 H2 120.9 . . ?
C16 N2 N1 118.30(18) . . ?
C16 N2 H2 120.9 . . ?
C2 C1 S1 120.64(19) . . ?
C6 C1 S1 120.61(19) . . ?
C6 C1 C2 118.7(2) . . ?
C1 C2 H2A 119.6 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2A 119.6 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 120.0(3) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
H7A C7 H7B 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C8 C7 H7B 120.0 . . ?
C7 C8 H8 117.7 . . ?
C7 C8 C9 124.5(3) . . ?
C9 C8 H8 117.7 . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C8 C9 C10 114.10(19) . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 S1 111.67(15) . . ?
C11 C10 S1 108.01(14) . . ?
C11 C10 C9 112.95(16) . . ?
C11 C10 C13 111.12(17) . . ?
C13 C10 S1 105.13(14) . . ?
C13 C10 C9 107.70(18) . . ?
N1 C11 C10 115.35(17) . . ?
N1 C11 C12 126.55(18) . . ?
C12 C11 C10 117.99(17) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 O2 125.3(2) . . ?
O1 C13 C10 124.3(2) . . ?
O2 C13 C10 110.33(18) . . ?
O2 C14 H14A 110.1 . . ?
O2 C14 H14B 110.1 . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 O2 108.0(2) . . ?
C15 C14 H14A 110.1 . . ?
C15 C14 H14B 110.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 C16 O4 125.8(2) . . ?
O3 C16 N2 126.5(2) . . ?
O4 C16 N2 107.8(2) . . ?
O4 C17 H17A 109.6 . . ?
O4 C17 H17B 109.6 . . ?
O4 C17 C18 110.3(2) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
C19 C18 C17 118.8(3) . . ?
C23 C18 C17 121.4(3) . . ?
C23 C18 C19 119.8(3) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.4(3) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.3(3) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.7(3) . . ?
C23 C22 H22 120.2 . . ?
C18 C23 C22 118.1(3) . . ?
C18 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
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 C1 1.776(2) . ?
S1 C10 1.866(2) . ?
O1 C13 1.195(3) . ?
O2 C13 1.325(3) . ?
O2 C14 1.466(3) . ?
O3 C16 1.191(3) . ?
O4 C16 1.355(3) . ?
O4 C17 1.454(3) . ?
N1 N2 1.370(2) . ?
N1 C11 1.275(3) . ?
N2 H2 0.8600 . ?
N2 C16 1.364(3) . ?
C1 C2 1.393(3) . ?
C1 C6 1.385(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(4) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C7 C8 1.291(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.494(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.541(3) . ?
C10 C11 1.516(3) . ?
C10 C13 1.523(3) . ?
C11 C12 1.502(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.465(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.498(4) . ?
C18 C19 1.377(4) . ?
C18 C23 1.357(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.369(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.339(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.354(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.439(5) . ?
C23 H23 0.9300 . ?
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 C3 -177.84(19) . . . . ?
S1 C1 C6 C5 177.6(2) . . . . ?
S1 C10 C11 N1 -104.78(18) . . . . ?
S1 C10 C11 C12 71.6(2) . . . . ?
S1 C10 C13 O1 15.1(3) . . . . ?
S1 C10 C13 O2 -167.93(16) . . . . ?
O4 C17 C18 C19 -73.8(4) . . . . ?
O4 C17 C18 C23 104.9(3) . . . . ?
N1 N2 C16 O3 -3.5(4) . . . . ?
N1 N2 C16 O4 177.40(18) . . . . ?
N2 N1 C11 C10 176.03(17) . . . . ?
N2 N1 C11 C12 0.0(3) . . . . ?
C1 S1 C10 C9 -72.25(16) . . . . ?
C1 S1 C10 C11 52.53(15) . . . . ?
C1 S1 C10 C13 171.24(14) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C2 C1 C6 C5 -3.2(4) . . . . ?
C2 C3 C4 C5 -1.8(5) . . . . ?
C3 C4 C5 C6 1.5(5) . . . . ?
C4 C5 C6 C1 1.0(5) . . . . ?
C6 C1 C2 C3 2.9(4) . . . . ?
C7 C8 C9 C10 -114.4(4) . . . . ?
C8 C9 C10 S1 -66.0(2) . . . . ?
C8 C9 C10 C11 172.0(2) . . . . ?
C8 C9 C10 C13 49.0(3) . . . . ?
C9 C10 C11 N1 19.2(3) . . . . ?
C9 C10 C11 C12 -164.3(2) . . . . ?
C9 C10 C13 O1 -104.1(3) . . . . ?
C9 C10 C13 O2 72.9(2) . . . . ?
C10 S1 C1 C2 85.31(19) . . . . ?
C10 S1 C1 C6 -95.5(2) . . . . ?
C11 N1 N2 C16 -170.88(19) . . . . ?
C11 C10 C13 O1 131.7(3) . . . . ?
C11 C10 C13 O2 -51.3(2) . . . . ?
C13 O2 C14 C15 -178.3(2) . . . . ?
C13 C10 C11 N1 140.40(19) . . . . ?
C13 C10 C11 C12 -43.2(3) . . . . ?
C14 O2 C13 O1 1.0(4) . . . . ?
C14 O2 C13 C10 -175.9(2) . . . . ?
C16 O4 C17 C18 100.1(3) . . . . ?
C17 O4 C16 O3 9.1(4) . . . . ?
C17 O4 C16 N2 -171.8(2) . . . . ?
C17 C18 C19 C20 179.4(3) . . . . ?
C17 C18 C23 C22 -179.0(3) . . . . ?
C18 C19 C20 C21 -0.4(6) . . . . ?
C19 C18 C23 C22 -0.4(5) . . . . ?
C19 C20 C21 C22 -0.3(6) . . . . ?
C20 C21 C22 C23 0.7(6) . . . . ?
C21 C22 C23 C18 -0.3(6) . . . . ?
C23 C18 C19 C20 0.7(5) . . . . ?
