#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:59:38 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/02/7160296.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_7160296
loop_
_publ_author_name
'Zheng, Xiaoshan'
'Wang, Menghan'
'Sun, Xianbin'
'Gao, Yu'
'Chen, Haijun'
_publ_section_title
;
 Catalyst-free coupling of peroxypyrroloindolenines with amines to afford
 stable peroxyindolenines.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1215
_journal_page_last               1218
_journal_paper_doi               10.1039/d4ob01736f
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C28 H33 N3 O4 S'
_chemical_formula_sum            'C28 H33 N3 O4 S'
_chemical_formula_weight         507.63
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-18
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-19 deposited with the CCDC.	2024-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.326(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9075(2)
_cell_length_b                   9.8706(2)
_cell_length_c                   21.4050(4)
_cell_measurement_reflns_used    10501
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.2040
_cell_measurement_theta_min      3.8580
_cell_volume                     2719.33(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00 -42.00   0.50    0.29    -- -106.00  61.00  90.00   50
  2  ω    -42.00  27.00   0.50    0.07    --  -46.60  38.00   0.00  138
  3  ω    -70.00 -42.00   0.50    0.29    -- -106.00  61.00-150.00   56
  4  ω    -70.00 -40.00   0.50    0.29    -- -106.00  61.00-120.00   60
  5  ω   -107.00 -82.00   0.50    0.29    -- -106.00  84.00-107.00   50
  6  ω    -71.00 -19.00   0.50    0.07    --  -46.60  84.00-107.00  104
  7  ω     -2.00  24.00   0.50    0.07    --  -46.60  84.00-107.00   52
  8  ω   -176.00 -88.00   0.50    0.29    -- -106.00 -61.00  90.00  176
  9  ω   -152.00-127.00   0.50    0.29    -- -106.00 -84.00 132.00   50
 10  ω    -21.00  36.00   0.50    0.07    --   46.60 -84.00 132.00  114
 11  ω     40.00  68.00   0.50    0.07    --   46.60 -84.00 132.00   56
 12  ω     45.00 104.00   0.50    0.29    --  108.09 -95.00  60.00  118
 13  ω     35.00  90.00   0.50    0.29    --  108.09 -95.00   0.00  110
 14  ω     60.00 134.00   0.50    0.29    --  108.09 -84.00 132.00  148
 15  ω     37.00  72.00   0.50    0.29    --  108.09 -77.00 150.00   70
 16  ω     -4.00  26.00   0.50    0.07    --   46.60 -19.00 120.00   60
 17  ω     37.00  70.00   0.50    0.29    --  108.09 -61.00 -30.00   66
 18  ω     56.00  97.00   0.50    0.29    --  108.09 -77.00 -90.00   82
 19  ω     35.00  60.00   0.50    0.29    --  108.09 -61.00 -90.00   50
 20  ω     35.00  69.00   0.50    0.29    --  108.09 -61.00-150.00   68
 21  ω    140.00 165.00   0.50    0.29    --  108.09  30.00 -30.00   50
 22  ω    107.00 133.00   0.50    0.29    --  108.09  30.00 -30.00   52
 23  ω    107.00 156.00   0.50    0.29    --  108.09  45.00-180.00   98
 24  ω     81.00 178.00   0.50    0.29    --  108.09  84.00-107.00  194
 25  ω     42.00 118.00   0.50    0.07    --   46.60 178.00  60.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0558309000
_diffrn_orient_matrix_UB_12      -0.1325155000
_diffrn_orient_matrix_UB_13      -0.0153512000
_diffrn_orient_matrix_UB_21      0.0165092000
_diffrn_orient_matrix_UB_22      -0.0325421000
_diffrn_orient_matrix_UB_23      0.0704273000
_diffrn_orient_matrix_UB_31      -0.1045861000
_diffrn_orient_matrix_UB_32      -0.0758501000
_diffrn_orient_matrix_UB_33      -0.0033078000
_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  0.0399
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17962
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.575
_diffrn_reflns_theta_max         66.575
_diffrn_reflns_theta_min         3.874
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.360
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
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    1.240
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.904
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4786
_refine_ls_number_restraints     70
_refine_ls_restrained_S_all      1.184
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0693
_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)+(0.1248P)²+1.5310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2039
_refine_ls_wR_factor_ref         0.2169
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3919
_reflns_number_total             4786
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01736f2.cif
_cod_data_source_block           1282_auto
_cod_depositor_comments          'Adding full bibliography for 7160296.cif.'
_cod_database_code               7160296
_shelx_shelxl_version_number     2018/3
_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   0.923
_shelx_estimated_absorpt_t_min   0.822
_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. Rigid bond restraints
 C14, C15
 with sigma for 1-2 distances of 0.008 and sigma for 1-3 distances of 0.004
 C25, C27
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0004
 C25, C26
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0004
 C25, C28
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0004
3. Uiso/Uaniso restraints and constraints
C25 \\sim C27 \\sim C26 \\sim C28 \\sim O4: within 3.8A with sigma of 0.002 and
sigma for terminal atoms of 0.004 within 3.8A
Uanis(C25) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
4.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N1(H1), C8(H8), C17(H17), C24(H24), C5(H5), C23(H23), C7(H7), C6(H6),
 C19(H19), C16(H16), C13(H13), C20(H20), C15(H15), C14(H14)
4.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C22(H22A,H22B,H22C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C)
;
_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 1.550
_oxdiff_exptl_absorpt_empirical_full_min 0.476
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
S1 S 0.46872(5) 0.50410(7) 0.19620(3) 0.0486(3) Uani 1 1 d . . . . .
O3 O 0.79547(16) 0.69345(19) 0.38556(10) 0.0527(6) Uani 1 1 d . . . . .
O1 O 0.4855(2) 0.3617(2) 0.20311(12) 0.0673(7) Uani 1 1 d . . . . .
O2 O 0.41495(19) 0.5564(3) 0.14105(11) 0.0684(7) Uani 1 1 d . . . . .
N2 N 0.86454(18) 0.3724(2) 0.33569(11) 0.0449(6) Uani 1 1 d . . . . .
N3 N 0.58105(18) 0.5757(2) 0.20188(11) 0.0466(6) Uani 1 1 d . . . . .
H3 H 0.591898 0.644440 0.178531 0.056 Uiso 1 1 calc R U . . .
O4 O 0.8786(2) 0.6502(3) 0.43246(12) 0.0761(7) Uani 1 1 d . U . . .
N1 N 0.93126(19) 0.5761(2) 0.29701(12) 0.0508(6) Uani 1 1 d . . . . .
H1 H 0.916384 0.659696 0.289344 0.061 Uiso 1 1 calc R U . . .
C1 C 0.8628(2) 0.5026(3) 0.32622(13) 0.0409(6) Uani 1 1 d . . . . .
C2 C 0.7681(2) 0.5751(3) 0.34995(12) 0.0421(6) Uani 1 1 d . . . . .
C9 C 0.6941(2) 0.6303(3) 0.29646(13) 0.0446(6) Uani 1 1 d . . . . .
H9A H 0.631232 0.662236 0.313778 0.053 Uiso 1 1 calc R U . . .
H9B H 0.726627 0.707335 0.277727 0.053 Uiso 1 1 calc R U . . .
C4 C 0.7785(2) 0.3449(3) 0.37175(13) 0.0465(7) Uani 1 1 d . . . . .
C3 C 0.7210(2) 0.4602(3) 0.38366(13) 0.0455(6) Uani 1 1 d . . . . .
C10 C 0.6649(2) 0.5270(3) 0.24564(14) 0.0471(7) Uani 1 1 d . . . . .
H10A H 0.725274 0.507138 0.222893 0.056 Uiso 1 1 calc R U . . .
H10B H 0.643336 0.443633 0.264846 0.056 Uiso 1 1 calc R U . . .
C18 C 0.3994(2) 0.5566(3) 0.26023(14) 0.0505(7) Uani 1 1 d . . . . .
C12 C 1.0294(2) 0.5006(3) 0.20793(16) 0.0509(7) Uani 1 1 d . . . . .
C25 C 0.8813(3) 0.7423(4) 0.48421(17) 0.0717(7) Uani 1 1 d . U . . .
C8 C 0.6339(3) 0.4539(4) 0.41659(16) 0.0600(8) Uani 1 1 d . . . . .
H8 H 0.595273 0.531228 0.423576 0.072 Uiso 1 1 calc R U . . .
C17 C 0.9527(3) 0.4239(3) 0.17689(17) 0.0613(8) Uani 1 1 d . . . . .
H17 H 0.896908 0.395423 0.198631 0.074 Uiso 1 1 calc R U . . .
C11 C 1.0291(2) 0.5249(4) 0.27728(18) 0.0611(8) Uani 1 1 d . . . . .
H11A H 1.045365 0.440550 0.299072 0.073 Uiso 1 1 calc R U . . .
H11B H 1.083578 0.589229 0.289772 0.073 Uiso 1 1 calc R U . . .
C24 C 0.3469(2) 0.6786(3) 0.25645(18) 0.0606(8) Uani 1 1 d . . . . .
H24 H 0.349738 0.732978 0.221130 0.073 Uiso 1 1 calc R U . . .
C5 C 0.7495(3) 0.2198(3) 0.39455(16) 0.0648(9) Uani 1 1 d . . . . .
H5 H 0.787700 0.142125 0.387522 0.078 Uiso 1 1 calc R U . . .
C23 C 0.2905(3) 0.7196(4) 0.3051(2) 0.0733(10) Uani 1 1 d . . . . .
H23 H 0.255304 0.801820 0.302266 0.088 Uiso 1 1 calc R U . . .
C7 C 0.6049(3) 0.3280(4) 0.43926(19) 0.0757(11) Uani 1 1 d . . . . .
H7 H 0.546659 0.320684 0.462089 0.091 Uiso 1 1 calc R U . . .
C6 C 0.6626(4) 0.2146(4) 0.42781(19) 0.0775(11) Uani 1 1 d . . . . .
H6 H 0.642044 0.131482 0.443140 0.093 Uiso 1 1 calc R U . . .
C21 C 0.2850(3) 0.6412(5) 0.3579(2) 0.0774(11) Uani 1 1 d . . . . .
C19 C 0.3963(3) 0.4767(5) 0.3128(2) 0.0770(11) Uani 1 1 d . . . . .
H19 H 0.431223 0.394273 0.315651 0.092 Uiso 1 1 calc R U . . .
C16 C 0.9554(4) 0.3883(4) 0.11571(19) 0.0767(10) Uani 1 1 d . . . . .
H16 H 0.903130 0.334492 0.096410 0.092 Uiso 1 1 calc R U . . .
C13 C 1.1091(3) 0.5465(5) 0.1739(2) 0.0867(13) Uani 1 1 d . . . . .
H13 H 1.161636 0.600188 0.192965 0.104 Uiso 1 1 calc R U . . .
C20 C 0.3398(4) 0.5220(6) 0.3614(2) 0.0903(14) Uani 1 1 d . . . . .
H20 H 0.339062 0.469872 0.397592 0.108 Uiso 1 1 calc R U . . .
C15 C 1.0353(4) 0.4321(5) 0.0830(2) 0.0885(13) Uani 1 1 d . U . . .
H15 H 1.038072 0.406874 0.041316 0.106 Uiso 1 1 calc R U . . .
C14 C 1.1103(4) 0.5115(6) 0.1103(3) 0.1038(17) Uani 1 1 d . U . . .
H14 H 1.163233 0.543355 0.087003 0.125 Uiso 1 1 calc R U . . .
C28 C 0.9739(4) 0.6940(5) 0.5247(2) 0.0919(9) Uani 1 1 d . U . . .
H28A H 0.965753 0.599590 0.534032 0.138 Uiso 1 1 calc R U . . .
H28B H 0.979546 0.744895 0.563039 0.138 Uiso 1 1 calc R U . . .
H28C H 1.035615 0.706509 0.503028 0.138 Uiso 1 1 calc R U . . .
C22 C 0.2194(4) 0.6868(7) 0.4100(3) 0.1142(19) Uani 1 1 d . . . . .
H22A H 0.227467 0.782689 0.416225 0.171 Uiso 1 1 calc R U . . .
H22B H 0.241443 0.640115 0.448017 0.171 Uiso 1 1 calc R U . . .
H22C H 0.147647 0.666596 0.398651 0.171 Uiso 1 1 calc R U . . .
C26 C 0.7845(4) 0.7189(5) 0.5181(2) 0.0925(9) Uani 1 1 d . U . . .
H26A H 0.725282 0.753121 0.493206 0.139 Uiso 1 1 calc R U . . .
H26B H 0.790862 0.765112 0.557657 0.139 Uiso 1 1 calc R U . . .
H26C H 0.775934 0.623586 0.524976 0.139 Uiso 1 1 calc R U . . .
C27 C 0.8854(4) 0.8861(5) 0.4650(2) 0.0952(9) Uani 1 1 d . U . . .
H27A H 0.943652 0.899671 0.440303 0.143 Uiso 1 1 calc R U . . .
H27B H 0.892811 0.942533 0.501541 0.143 Uiso 1 1 calc R U . . .
H27C H 0.822451 0.909249 0.440561 0.143 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'
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
O1 S1 N3 107.24(14) . . ?
O1 S1 C18 106.81(15) . . ?
O2 S1 O1 120.28(16) . . ?
O2 S1 N3 106.49(14) . . ?
O2 S1 C18 107.05(15) . . ?
N3 S1 C18 108.57(13) . . ?
C2 O3 O4 105.37(19) . . ?
C1 N2 C4 105.5(2) . . ?
S1 N3 H3 119.2 . . ?
C10 N3 S1 121.60(19) . . ?
C10 N3 H3 119.2 . . ?
C25 O4 O3 108.5(2) . . ?
C1 N1 H1 117.7 . . ?
C1 N1 C11 124.6(3) . . ?
C11 N1 H1 117.7 . . ?
N2 C1 N1 127.3(3) . . ?
N2 C1 C2 114.4(2) . . ?
N1 C1 C2 118.2(2) . . ?
O3 C2 C1 112.8(2) . . ?
O3 C2 C9 102.9(2) . . ?
O3 C2 C3 117.1(2) . . ?
C9 C2 C1 112.6(2) . . ?
C3 C2 C1 99.7(2) . . ?
C3 C2 C9 112.1(2) . . ?
C2 C9 H9A 108.8 . . ?
C2 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C2 113.8(2) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C3 C4 N2 113.0(2) . . ?
C5 C4 N2 126.9(3) . . ?
C5 C4 C3 120.0(3) . . ?
C4 C3 C2 106.8(2) . . ?
C8 C3 C2 131.3(3) . . ?
C8 C3 C4 121.7(3) . . ?
N3 C10 C9 111.8(2) . . ?
N3 C10 H10A 109.3 . . ?
N3 C10 H10B 109.3 . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C24 C18 S1 119.0(3) . . ?
C19 C18 S1 120.8(3) . . ?
C19 C18 C24 120.2(3) . . ?
C17 C12 C11 120.6(3) . . ?
C17 C12 C13 117.6(4) . . ?
C13 C12 C11 121.7(3) . . ?
O4 C25 C28 102.5(3) . . ?
O4 C25 C26 107.6(3) . . ?
O4 C25 C27 113.1(4) . . ?
C28 C25 C26 109.0(4) . . ?
C27 C25 C28 114.9(4) . . ?
C27 C25 C26 109.2(4) . . ?
C3 C8 H8 121.0 . . ?
C3 C8 C7 118.1(3) . . ?
C7 C8 H8 121.0 . . ?
C12 C17 H17 118.7 . . ?
C16 C17 C12 122.5(4) . . ?
C16 C17 H17 118.7 . . ?
N1 C11 C12 114.2(3) . . ?
N1 C11 H11A 108.7 . . ?
N1 C11 H11B 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C18 C24 H24 120.1 . . ?
C23 C24 C18 119.8(4) . . ?
C23 C24 H24 120.1 . . ?
C4 C5 H5 121.1 . . ?
C6 C5 C4 117.9(3) . . ?
C6 C5 H5 121.1 . . ?
C24 C23 H23 119.4 . . ?
C21 C23 C24 121.3(4) . . ?
C21 C23 H23 119.4 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C5 C6 C7 122.4(3) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C23 C21 C22 120.1(4) . . ?
C20 C21 C23 118.1(4) . . ?
C20 C21 C22 121.8(5) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.5(4) . . ?
C20 C19 H19 120.8 . . ?
C17 C16 H16 120.4 . . ?
C17 C16 C15 119.3(4) . . ?
C15 C16 H16 120.4 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.5(4) . . ?
C14 C13 H13 120.2 . . ?
C21 C20 C19 122.1(4) . . ?
C21 C20 H20 118.9 . . ?
C19 C20 H20 118.9 . . ?
C16 C15 H15 119.6 . . ?
C14 C15 C16 120.8(4) . . ?
C14 C15 H15 119.6 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 O1 1.428(2) . ?
S1 O2 1.421(2) . ?
S1 N3 1.609(2) . ?
S1 C18 1.770(3) . ?
O3 O4 1.476(3) . ?
O3 C2 1.425(3) . ?
N2 C1 1.301(3) . ?
N2 C4 1.425(4) . ?
N3 H3 0.8600 . ?
N3 C10 1.458(4) . ?
O4 C25 1.431(4) . ?
N1 H1 0.8600 . ?
N1 C1 1.334(4) . ?
N1 C11 1.452(4) . ?
C1 C2 1.535(4) . ?
C2 C9 1.535(4) . ?
C2 C3 1.498(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.518(4) . ?
C4 C3 1.392(4) . ?
C4 C5 1.389(4) . ?
C3 C8 1.373(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C18 C24 1.381(5) . ?
C18 C19 1.376(5) . ?
C12 C17 1.377(5) . ?
C12 C11 1.504(5) . ?
C12 C13 1.381(5) . ?
C25 C28 1.501(6) . ?
C25 C26 1.508(6) . ?
C25 C27 1.480(7) . ?
C8 H8 0.9300 . ?
C8 C7 1.395(5) . ?
C17 H17 0.9300 . ?
C17 C16 1.359(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C24 H24 0.9300 . ?
C24 C23 1.376(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(6) . ?
C23 H23 0.9300 . ?
C23 C21 1.375(6) . ?
C7 H7 0.9300 . ?
C7 C6 1.376(6) . ?
C6 H6 0.9300 . ?
C21 C20 1.371(7) . ?
C21 C22 1.520(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.390(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.360(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.406(8) . ?
C20 H20 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.345(8) . ?
C14 H14 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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 N3 C10 C9 -114.6(3) . . . . ?
S1 C18 C24 C23 178.4(3) . . . . ?
S1 C18 C19 C20 -179.3(3) . . . . ?
O3 O4 C25 C28 -175.2(3) . . . . ?
O3 O4 C25 C26 69.9(4) . . . . ?
O3 O4 C25 C27 -50.8(4) . . . . ?
O3 C2 C9 C10 171.6(2) . . . . ?
O3 C2 C3 C4 -127.8(2) . . . . ?
O3 C2 C3 C8 57.5(4) . . . . ?
O1 S1 N3 C10 -37.5(3) . . . . ?
O1 S1 C18 C24 -161.5(2) . . . . ?
O1 S1 C18 C19 17.7(3) . . . . ?
O2 S1 N3 C10 -167.5(2) . . . . ?
O2 S1 C18 C24 -31.4(3) . . . . ?
O2 S1 C18 C19 147.8(3) . . . . ?
N2 C1 C2 O3 132.4(2) . . . . ?
N2 C1 C2 C9 -111.6(3) . . . . ?
N2 C1 C2 C3 7.3(3) . . . . ?
N2 C4 C3 C2 3.3(3) . . . . ?
N2 C4 C3 C8 178.6(3) . . . . ?
N2 C4 C5 C6 -179.1(3) . . . . ?
N3 S1 C18 C24 83.2(3) . . . . ?
N3 S1 C18 C19 -97.6(3) . . . . ?
O4 O3 C2 C1 -50.2(3) . . . . ?
O4 O3 C2 C9 -171.9(2) . . . . ?
O4 O3 C2 C3 64.7(3) . . . . ?
N1 C1 C2 O3 -49.7(3) . . . . ?
N1 C1 C2 C9 66.2(3) . . . . ?
N1 C1 C2 C3 -174.8(2) . . . . ?
C1 N2 C4 C3 1.4(3) . . . . ?
C1 N2 C4 C5 -178.6(3) . . . . ?
C1 N1 C11 C12 105.0(4) . . . . ?
C1 C2 C9 C10 49.9(3) . . . . ?
C1 C2 C3 C4 -5.8(3) . . . . ?
C1 C2 C3 C8 179.5(3) . . . . ?
C2 O3 O4 C25 -156.9(3) . . . . ?
C2 C9 C10 N3 169.9(2) . . . . ?
C2 C3 C8 C7 175.3(3) . . . . ?
C9 C2 C3 C4 113.6(3) . . . . ?
C9 C2 C3 C8 -61.1(4) . . . . ?
C4 N2 C1 N1 176.8(3) . . . . ?
C4 N2 C1 C2 -5.6(3) . . . . ?
C4 C3 C8 C7 1.3(5) . . . . ?
C4 C5 C6 C7 -0.4(6) . . . . ?
C3 C2 C9 C10 -61.6(3) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C3 C8 C7 C6 -0.7(6) . . . . ?
C18 S1 N3 C10 77.6(2) . . . . ?
C18 C24 C23 C21 0.0(5) . . . . ?
C18 C19 C20 C21 1.9(7) . . . . ?
C12 C17 C16 C15 -1.6(6) . . . . ?
C12 C13 C14 C15 -1.0(8) . . . . ?
C8 C7 C6 C5 0.2(7) . . . . ?
C17 C12 C11 N1 -51.7(4) . . . . ?
C17 C12 C13 C14 -1.4(6) . . . . ?
C17 C16 C15 C14 -1.0(7) . . . . ?
C11 N1 C1 N2 -8.5(5) . . . . ?
C11 N1 C1 C2 173.9(3) . . . . ?
C11 C12 C17 C16 -173.4(3) . . . . ?
C11 C12 C13 C14 174.7(4) . . . . ?
C24 C18 C19 C20 -0.2(6) . . . . ?
C24 C23 C21 C20 1.6(6) . . . . ?
C24 C23 C21 C22 -178.1(4) . . . . ?
C5 C4 C3 C2 -176.7(3) . . . . ?
C5 C4 C3 C8 -1.4(5) . . . . ?
C23 C21 C20 C19 -2.6(7) . . . . ?
C19 C18 C24 C23 -0.8(5) . . . . ?
C16 C15 C14 C13 2.3(8) . . . . ?
C13 C12 C17 C16 2.7(5) . . . . ?
C13 C12 C11 N1 132.3(4) . . . . ?
C22 C21 C20 C19 177.1(5) . . . . ?
