#------------------------------------------------------------------------------
#$Date: 2020-07-11 02:18:45 +0300 (Sat, 11 Jul 2020) $
#$Revision: 254194 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/85/4038568.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_4038568
loop_
_publ_author_name
'Hou, Ke-Qiang'
'Zhou, Feng'
'Chen, Xue-Ping'
'Ge, Yang'
'Chan, Albert Sun Chi'
'Xiong, Xiao-Feng'
_publ_section_title
;
 Asymmetric Synthesis of Oxindole-Derived Vicinal Tetrasubstituted Acyclic
 Amino Acid Derivatives by Mannich-Type Reaction.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00981
_journal_year                    2020
_chemical_formula_moiety         'C27 H28 N2 O6 S'
_chemical_formula_sum            'C27 H28 N2 O6 S'
_chemical_formula_weight         508.57
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-06-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                102.2448(11)
_cell_angle_beta                 101.3852(12)
_cell_angle_gamma                115.8420(17)
_cell_formula_units_Z            2
_cell_length_a                   9.98869(17)
_cell_length_b                   11.08896(19)
_cell_length_c                   13.18431(11)
_cell_measurement_reflns_used    31957
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9630
_cell_measurement_theta_min      3.6380
_cell_volume                     1212.66(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -118.00 -46.00   0.50    0.05    --  -46.37-163.00 151.00  144
  2  ω   -119.00 -30.00   0.50    0.05    --  -46.37 163.00 176.00  178
  3  ω    -91.00  -5.00   0.50    0.05    --  -46.37 117.00  27.00  172
  4  ω     51.00 118.00   0.50    0.05    --   46.37 163.00 176.00  134
  5  ω     34.00 119.00   0.50    0.05    --   46.37-163.00 151.00  170
  6  ω      9.00  91.00   0.50    0.05    --   46.37-117.00 -59.00  164
  7  ω   -113.00 -27.00   0.50    0.30    -- -100.00 117.00  27.00  172
  8  ω   -161.00 -46.00   0.50    0.30    -- -100.00-163.00 151.00  230
  9  ω   -173.00 -76.00   0.50    0.30    -- -100.00-117.00 -59.00  194
 10  ω     34.00 113.00   0.50    0.30    --  107.00-117.00 -59.00  158
 11  ω     51.00 161.00   0.50    0.30    --  107.00 163.00 176.00  220
 12  ω     34.00 143.00   0.50    0.30    --  107.00-163.00 151.00  218
 13  ω     81.00 178.00   0.50    0.30    --  107.00 117.00  27.00  194
 14  ω     -9.00  30.00   0.50    0.05    --   24.00  97.00 -73.83   78
 15  ω      4.00  36.00   0.50    0.05    --   36.00  94.00-131.84   64
 16  ω     14.00  45.00   0.50    0.05    --   44.00  90.00 -62.09   62
 17  ω     13.00  43.00   0.50    0.05    --   44.00  92.00  23.32   60
 18  ω   -120.00 -32.00   0.50    0.05    --  -46.37 -38.00-180.00  176
 19  ω   -122.00 -31.00   0.50    0.05    --  -46.37 -19.00-120.00  182
 20  ω   -120.00 -32.00   0.50    0.05    --  -46.37 -38.00  90.00  176
 21  ω   -118.00 -30.00   0.50    0.05    --  -46.37 -57.00  90.00  176
 22  ω   -120.00 -32.00   0.50    0.05    --  -46.37 -38.00  90.00  176
 23  ω     25.00  52.00   0.50    0.05    --   46.37  77.00 150.00   54
 24  ω     26.00  52.00   0.50    0.05    --   46.37  77.00  90.00   52
 25  ω     19.00  44.00   0.50    0.05    --   48.00  88.00  58.41   50
 26  ω     18.00  43.00   0.50    0.05    --   48.00  90.00-165.73   50
 27  ω     33.00  58.00   0.50    0.05    --   52.00  71.00-116.22   50
 28  ω    -82.00 -31.00   0.50    0.05    --  -56.00 -82.00 -76.42  102
 29  ω     30.00  67.00   0.50    0.05    --   56.00  83.00 -89.63   74
 30  ω     31.00  56.00   0.50    0.05    --   56.00  80.00  85.13   50
 31  ω     31.00  57.00   0.50    0.05    --   56.00  80.00 157.03   52
 32  ω    -91.00 -37.00   0.50    0.05    --  -60.00 -80.00  48.39  108
 33  ω    -59.00 -34.00   0.50    0.05    --  -60.00 -81.00 -43.97   50
 34  ω   -117.00 -92.00   0.50    0.05    --  -60.00 -81.00 -43.97   50
 35  ω    -64.00 -38.00   0.50    0.05    --  -64.00 -82.00  -8.77   52
 36  ω    -79.00 -45.00   0.50    0.05    --  -68.00 -74.00  28.80   68
 37  ω    -98.00 -49.00   0.50    0.05    --  -68.00 -69.00 -41.42   98
 38  ω    -70.00 -45.00   0.50    0.05    --  -68.00 -75.00 115.46   50
 39  ω    -80.00 -54.00   0.50    0.05    --  -72.00 -64.00-159.43   52
 40  ω    -78.00 -45.00   0.50    0.05    --  -72.00 -83.00 -52.65   66
 41  ω    -73.00 -47.00   0.50    0.05    --  -72.00 -82.00 172.84   52
 42  ω    -79.00 -51.00   0.50    0.05    --  -72.00 -69.00   7.25   56
 43  ω   -112.00 -86.00   0.50    0.05    --  -72.00 -69.00   7.25   52
 44  ω    -86.00 -53.00   0.50    0.05    --  -72.00 -67.00  90.33   66
 45  ω    -86.00 -54.00   0.50    0.05    --  -72.00 -68.00  71.05   64
 46  ω   -145.00-116.00   0.50    0.05    --  -72.00 -69.00   7.25   58
 47  ω    -81.00 -55.00   0.50    0.30    --  -76.00 -72.00-161.61   52
 48  ω    -81.00 -55.00   0.50    0.30    --  -76.00 -69.00 177.94   52
 49  ω    -75.00 -49.00   0.50    0.30    --  -76.00 -83.00 -80.74   52
 50  ω    -84.00 -57.00   0.50    0.30    --  -80.00 -74.00 152.33   54
 51  ω    -89.00 -61.00   0.50    0.30    --  -80.00 -65.00  42.17   56
 52  ω   -130.00 -93.00   0.50    0.30    --  -80.00 -65.00  42.17   74
 53  ω    -87.00 -61.00   0.50    0.30    --  -80.00 -64.00-160.64   52
 54  ω    -87.00 -54.00   0.50    0.30    --  -80.00 -83.00-100.10   66
 55  ω    -85.00 -59.00   0.50    0.30    --  -80.00 -70.00 -79.99   52
 56  ω    -82.00 -55.00   0.50    0.30    --  -80.00 -82.00  11.89   54
 57  ω    -85.00 -59.00   0.50    0.30    --  -84.00 -81.00 119.35   52
 58  ω    -96.00 -67.00   0.50    0.30    --  -84.00 -60.00 -44.87   58
 59  ω    -98.00 -65.00   0.50    0.30    --  -88.00 -74.00  84.10   66
 60  ω    -95.00 -69.00   0.50    0.30    --  -88.00 -65.00 127.56   52
 61  ω    -96.00 -67.00   0.50    0.30    --  -88.00 -72.00  20.86   58
 62  ω    -92.00 -67.00   0.50    0.30    --  -88.00 -71.00 -12.40   50
 63  ω   -103.00 -69.00   0.50    0.30    --  -96.00 -83.00  66.97   68
 64  ω   -167.00-141.00   0.50    0.30    --  -96.00 -83.00  66.97   52
 65  ω   -110.00 -72.00   0.50    0.30    --  -96.00 -82.00-156.34   76
 66  ω   -172.00 -80.00   0.50    0.30    -- -100.00 -70.00 -54.43  184
 67  ω   -112.00 -81.00   0.50    0.30    -- -100.00 -69.00  43.71   62
 68  ω   -172.00-125.00   0.50    0.30    -- -100.00 -69.00  43.71   94
 69  ω   -104.00 -76.00   0.50    0.30    -- -100.00 -78.00  81.71   56
 70  ω   -107.00 -76.00   0.50    0.30    -- -100.00 -77.00 -30.00   62
 71  ω   -144.00 -82.00   0.50    0.30    -- -100.00 -77.00 -90.00  124
 72  ω   -171.00-145.00   0.50    0.30    -- -100.00 -77.00 178.70   52
 73  ω   -172.00-128.00   0.50    0.30    -- -100.00 -78.00  81.71   88
 74  ω   -129.00 -91.00   0.50    0.30    -- -100.00 -30.00   0.00   76
 75  ω   -107.00 -77.00   0.50    0.30    -- -100.00 -77.00   0.00   60
 76  ω   -173.00-111.00   0.50    0.30    -- -100.00 -77.00   0.00  124
 77  ω   -129.00 -77.00   0.50    0.30    -- -100.00 -77.00 -60.00  104
 78  ω   -169.00-132.00   0.50    0.30    -- -100.00 -77.00 -60.00   74
 79  ω   -104.00 -76.00   0.50    0.30    -- -100.00 -77.00 125.75   56
 80  ω   -119.00 -81.00   0.50    0.30    -- -100.00 -66.00   6.29   76
 81  ω   -173.00-125.00   0.50    0.30    -- -100.00 -77.00 125.75   96
 82  ω   -146.00 -77.00   0.50    0.30    -- -100.00 -77.00-120.00  138
 83  ω   -111.00 -75.00   0.50    0.30    -- -100.00 -80.00 144.46   72
 84  ω   -172.00 -76.00   0.50    0.30    -- -100.00 -78.00-107.49  192
 85  ω   -105.00 -76.00   0.50    0.30    -- -100.00 -77.00  30.00   58
 86  ω   -117.00 -80.00   0.50    0.30    -- -100.00 -67.00 174.10   74
 87  ω   -170.00-144.00   0.50    0.30    -- -100.00 -67.00 174.10   52
 88  ω   -104.00 -78.00   0.50    0.30    -- -100.00 -74.00 100.82   52
 89  ω   -173.00-121.00   0.50    0.30    -- -100.00 -80.00 144.46  104
 90  ω   -154.00 -85.00   0.50    0.30    -- -100.00 -61.00 -30.00  138
 91  ω   -100.00 -75.00   0.50    0.30    -- -100.00 -80.00 -79.16   50
 92  ω   -137.00-110.00   0.50    0.30    -- -100.00 -80.00 -79.16   54
 93  ω   -109.00 -80.00   0.50    0.30    -- -100.00 -74.00-140.17   58
 94  ω   -170.00-139.00   0.50    0.30    -- -100.00 -74.00-140.17   62
 95  ω   -111.00 -86.00   0.50    0.30    -- -100.00 163.00 176.00   50
 96  ω   -104.00 -78.00   0.50    0.30    -- -100.00 -77.00 178.70   52
 97  ω   -172.00 -76.00   0.50    0.30    -- -100.00 -77.00-151.65  192
 98  ω   -165.00-138.00   0.50    0.30    -- -100.00 -30.00   0.00   54
 99  ω     83.00 176.00   0.50    0.30    --  107.00  77.00 150.00  186
100  ω     40.00  82.00   0.50    0.30    --  107.00 -94.00 120.00   84
101  ω    138.00 178.00   0.50    0.30    --  107.00  77.00   0.00   80
102  ω     34.00 108.00   0.50    0.30    --  107.00 -94.00 -30.00  148
103  ω    104.00 130.00   0.50    0.30    --  107.00  77.00   0.00   52
104  ω    100.00 175.00   0.50    0.30    --  107.00  45.00 120.00  150
105  ω    124.00 150.00   0.50    0.30    --  107.00  45.00-150.00   52
106  ω     51.00 117.00   0.50    0.30    --  107.00-125.00 -60.00  132
107  ω     76.00 102.00   0.50    0.30    --  107.00 -94.00  90.00   52
108  ω     86.00 121.00   0.50    0.30    --  107.00  77.00  30.00   70
109  ω     34.00 131.00   0.50    0.30    --  107.00 -77.00 -30.00  194
110  ω     90.00 148.00   0.50    0.30    --  107.00  61.00 120.00  116
111  ω     52.00 117.00   0.50    0.30    --  107.00-125.00  90.00  130
112  ω     38.00  95.00   0.50    0.30    --  107.00-125.00-180.00  114
113  ω     38.00 114.00   0.50    0.30    --  107.00-125.00-150.00  152
114  ω     36.00 117.00   0.50    0.30    --  107.00-125.00-120.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0359286000
_diffrn_orient_matrix_UB_12      -0.0835096000
_diffrn_orient_matrix_UB_13      -0.1205539000
_diffrn_orient_matrix_UB_21      0.1485961000
_diffrn_orient_matrix_UB_22      -0.0128453000
_diffrn_orient_matrix_UB_23      0.0340619000
_diffrn_orient_matrix_UB_31      -0.0978429000
_diffrn_orient_matrix_UB_32      -0.1405736000
_diffrn_orient_matrix_UB_33      0.0185748000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            47070
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.090
_diffrn_reflns_theta_min         3.634
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.581
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59020
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         4996
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0366
_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)+(0.0517P)²+0.4781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.0987
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4634
_reflns_number_total             4996
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00981_si_002.cif
_cod_data_source_block           houkq_190619
_cod_database_code               4038568
_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   0.858
_shelx_estimated_absorpt_t_min   0.743
_diffrn_oxdiff_digest_frames
;
01dc80baabeed0865f72c0144c8ea5644400130b46e
;
_diffrn_oxdiff_digest_hkl
;
01299f73bc259e61782a4825c2e939157e3cb9
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C29(H29A,H29B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
 C26(H26), C28(H28), C30(H30), C31(H31), C32(H32), C35(H35)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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 1.707
_oxdiff_exptl_absorpt_empirical_full_min 0.695
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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 -0.08431(4) 0.29554(3) 0.77396(3) 0.02017(10) Uani 1 1 d . . . . .
O1 O -0.06446(12) 0.21841(10) 0.84604(8) 0.0239(2) Uani 1 1 d . . . . .
O2 O 0.20916(11) 0.70888(10) 1.01002(8) 0.0230(2) Uani 1 1 d . . . . .
H2 H 0.150521 0.731301 1.034083 0.034 Uiso 1 1 calc GR . . . .
O3 O -0.23840(11) 0.27642(10) 0.73005(8) 0.0244(2) Uani 1 1 d . . . . .
O4 O 0.38958(12) 0.63892(11) 0.88823(8) 0.0263(2) Uani 1 1 d . . . . .
O5 O -0.18515(12) 0.60630(11) 0.74981(9) 0.0282(2) Uani 1 1 d . . . . .
O6 O -0.12859(11) 0.58422(10) 0.91663(8) 0.0238(2) Uani 1 1 d . . . . .
N7 N 0.41789(14) 0.84246(12) 0.85428(10) 0.0228(2) Uani 1 1 d . . . . .
N8 N 0.04374(14) 0.46087(12) 0.84418(10) 0.0217(2) Uani 1 1 d . . . . .
C9 C -0.02193(16) 0.25232(14) 0.66258(11) 0.0215(3) Uani 1 1 d . . . . .
C10 C 0.34024(16) 0.92245(14) 0.86097(11) 0.0221(3) Uani 1 1 d . . . . .
C11 C 0.07257(17) 0.18201(15) 0.48451(12) 0.0246(3) Uani 1 1 d . . . . .
C12 C -0.13159(17) 0.18189(15) 0.55767(12) 0.0255(3) Uani 1 1 d . . . . .
H12 H -0.236083 0.158377 0.546511 0.031 Uiso 1 1 calc R . . . .
C13 C 0.05150(17) 0.57259(15) 0.69822(11) 0.0242(3) Uani 1 1 d . . . . .
H13A H -0.045531 0.494608 0.645157 0.036 Uiso 1 1 calc GR . . . .
H13B H 0.137277 0.557890 0.690275 0.036 Uiso 1 1 calc GR . . . .
H13C H 0.067647 0.659768 0.686507 0.036 Uiso 1 1 calc GR . . . .
C14 C 0.04371(16) 0.58136(14) 0.81401(11) 0.0214(3) Uani 1 1 d . . . . .
C15 C 0.51812(16) 0.81226(15) 0.69971(12) 0.0233(3) Uani 1 1 d . . . . .
C16 C 0.13460(17) 0.28846(15) 0.68060(11) 0.0246(3) Uani 1 1 d . . . . .
H16 H 0.207469 0.335950 0.751249 0.029 Uiso 1 1 calc R . . . .
C17 C -0.10481(16) 0.59041(14) 0.82064(11) 0.0223(3) Uani 1 1 d . . . . .
C18 C 0.20827(16) 0.85442(14) 0.89194(11) 0.0215(3) Uani 1 1 d . . . . .
C19 C 0.18036(17) 0.25250(16) 0.59137(12) 0.0263(3) Uani 1 1 d . . . . .
H19 H 0.284825 0.275725 0.602848 0.032 Uiso 1 1 calc R . . . .
C20 C 0.38229(17) 1.05109(15) 0.84392(12) 0.0264(3) Uani 1 1 d . . . . .
H20 H 0.470129 1.095875 0.823092 0.032 Uiso 1 1 calc R . . . .
C21 C 0.49967(18) 0.83190(16) 0.51936(12) 0.0278(3) Uani 1 1 d . . . . .
H21 H 0.517472 0.888065 0.474787 0.033 Uiso 1 1 calc R . . . .
C22 C 0.11682(16) 0.91646(15) 0.90871(11) 0.0239(3) Uani 1 1 d . . . . .
H22 H 0.030283 0.872636 0.931035 0.029 Uiso 1 1 calc R . . . .
C23 C 0.15705(18) 1.04589(15) 0.89147(12) 0.0277(3) Uani 1 1 d . . . . .
H23 H 0.096386 1.088621 0.901583 0.033 Uiso 1 1 calc R . . . .
C24 C 0.34459(16) 0.72356(14) 0.88137(11) 0.0215(3) Uani 1 1 d . . . . .
C25 C 0.19454(16) 0.71686(14) 0.90319(11) 0.0211(3) Uani 1 1 d . . . . .
C26 C 0.45292(18) 0.66499(16) 0.65284(13) 0.0284(3) Uani 1 1 d . . . . .
H26 H 0.439453 0.608972 0.697541 0.034 Uiso 1 1 calc R . . . .
C27 C 0.55945(16) 0.87808(15) 0.82238(12) 0.0245(3) Uani 1 1 d . . . . .
H27A H 0.621329 0.844208 0.860939 0.029 Uiso 1 1 calc R . . . .
H27B H 0.623201 0.980707 0.843974 0.029 Uiso 1 1 calc R . . . .
C28 C 0.40828(18) 0.60218(16) 0.54000(13) 0.0299(3) Uani 1 1 d . . . . .
H28 H 0.362647 0.503999 0.509126 0.036 Uiso 1 1 calc R . . . .
C29 C -0.26643(17) 0.59342(16) 0.93016(12) 0.0267(3) Uani 1 1 d . . . . .
H29A H -0.275118 0.663348 0.900133 0.032 Uiso 1 1 calc R . . . .
H29B H -0.252772 0.624868 1.007839 0.032 Uiso 1 1 calc R . . . .
C30 C 0.43155(17) 0.68545(17) 0.47315(12) 0.0284(3) Uani 1 1 d . . . . .
H30 H 0.401569 0.643241 0.397519 0.034 Uiso 1 1 calc R . . . .
C31 C 0.54143(16) 0.89499(15) 0.63222(12) 0.0249(3) Uani 1 1 d . . . . .
H31 H 0.585164 0.993004 0.662596 0.030 Uiso 1 1 calc R . . . .
C32 C -0.08337(17) 0.14690(15) 0.46942(12) 0.0262(3) Uani 1 1 d . . . . .
H32 H -0.156726 0.099110 0.398949 0.031 Uiso 1 1 calc R . . . .
C33 C -0.41519(17) 0.45195(16) 0.87312(13) 0.0295(3) Uani 1 1 d . . . . .
H33A H -0.404723 0.381563 0.900144 0.044 Uiso 1 1 calc GR . . . .
H33B H -0.433513 0.424446 0.795381 0.044 Uiso 1 1 calc GR . . . .
H33C H -0.502314 0.459529 0.887402 0.044 Uiso 1 1 calc GR . . . .
C34 C 0.12327(19) 0.14576(17) 0.38766(12) 0.0294(3) Uani 1 1 d . . . . .
H34A H 0.093577 0.046901 0.365777 0.044 Uiso 1 1 calc GR . . . .
H34B H 0.235551 0.203009 0.407762 0.044 Uiso 1 1 calc GR . . . .
H34C H 0.073049 0.164250 0.327640 0.044 Uiso 1 1 calc GR . . . .
C35 C 0.28706(18) 1.11093(15) 0.85934(13) 0.0290(3) Uani 1 1 d . . . . .
H35 H 0.311783 1.196874 0.847674 0.035 Uiso 1 1 calc R . . . .
H8 H 0.075(2) 0.474(2) 0.9117(17) 0.034(5) Uiso 1 1 d . . . . .
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 N8 104.69(6) . . ?
O1 S1 C9 108.73(6) . . ?
O3 S1 O1 118.17(6) . . ?
O3 S1 N8 111.47(6) . . ?
O3 S1 C9 107.77(6) . . ?
N8 S1 C9 105.25(6) . . ?
C25 O2 H2 109.5 . . ?
C17 O6 C29 115.34(11) . . ?
C10 N7 C27 125.93(12) . . ?
C24 N7 C10 111.57(11) . . ?
C24 N7 C27 122.50(12) . . ?
S1 N8 H8 111.8(13) . . ?
C14 N8 S1 123.87(10) . . ?
C14 N8 H8 116.5(13) . . ?
C12 C9 S1 118.80(11) . . ?
C12 C9 C16 121.15(13) . . ?
C16 C9 S1 120.06(11) . . ?
C18 C10 N7 109.78(12) . . ?
C20 C10 N7 128.46(13) . . ?
C20 C10 C18 121.74(13) . . ?
C19 C11 C34 121.19(13) . . ?
C32 C11 C19 118.35(13) . . ?
C32 C11 C34 120.46(13) . . ?
C9 C12 H12 120.4 . . ?
C9 C12 C32 119.12(13) . . ?
C32 C12 H12 120.4 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
N8 C14 C13 112.52(11) . . ?
N8 C14 C17 111.38(11) . . ?
N8 C14 C25 104.31(10) . . ?
C13 C14 C17 108.20(11) . . ?
C13 C14 C25 111.00(11) . . ?
C17 C14 C25 109.38(11) . . ?
C26 C15 C27 119.55(13) . . ?
C31 C15 C26 119.18(13) . . ?
C31 C15 C27 121.27(13) . . ?
C9 C16 H16 120.6 . . ?
C19 C16 C9 118.84(13) . . ?
C19 C16 H16 120.6 . . ?
O5 C17 O6 124.46(13) . . ?
O5 C17 C14 123.72(13) . . ?
O6 C17 C14 111.77(11) . . ?
C10 C18 C25 108.66(12) . . ?
C22 C18 C10 120.34(13) . . ?
C22 C18 C25 130.98(13) . . ?
C11 C19 H19 119.3 . . ?
C16 C19 C11 121.32(13) . . ?
C16 C19 H19 119.3 . . ?
C10 C20 H20 121.4 . . ?
C10 C20 C35 117.14(14) . . ?
C35 C20 H20 121.4 . . ?
C30 C21 H21 119.9 . . ?
C30 C21 C31 120.19(14) . . ?
C31 C21 H21 119.9 . . ?
C18 C22 H22 120.6 . . ?
C18 C22 C23 118.72(13) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.9 . . ?
C35 C23 C22 120.17(14) . . ?
C35 C23 H23 119.9 . . ?
O4 C24 N7 126.06(13) . . ?
O4 C24 C25 126.20(12) . . ?
N7 C24 C25 107.73(11) . . ?
O2 C25 C14 111.76(11) . . ?
O2 C25 C18 115.14(11) . . ?
O2 C25 C24 105.20(10) . . ?
C18 C25 C14 112.46(11) . . ?
C18 C25 C24 102.08(11) . . ?
C24 C25 C14 109.33(11) . . ?
C15 C26 H26 119.9 . . ?
C28 C26 C15 120.30(14) . . ?
C28 C26 H26 119.9 . . ?
N7 C27 C15 111.58(11) . . ?
N7 C27 H27A 109.3 . . ?
N7 C27 H27B 109.3 . . ?
C15 C27 H27A 109.3 . . ?
C15 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
C26 C28 H28 119.9 . . ?
C30 C28 C26 120.16(14) . . ?
C30 C28 H28 119.9 . . ?
O6 C29 H29A 109.4 . . ?
O6 C29 H29B 109.4 . . ?
O6 C29 C33 111.27(12) . . ?
H29A C29 H29B 108.0 . . ?
C33 C29 H29A 109.4 . . ?
C33 C29 H29B 109.4 . . ?
C21 C30 H30 120.1 . . ?
C28 C30 C21 119.83(14) . . ?
C28 C30 H30 120.1 . . ?
C15 C31 C21 120.31(14) . . ?
C15 C31 H31 119.8 . . ?
C21 C31 H31 119.8 . . ?
C11 C32 H32 119.4 . . ?
C12 C32 C11 121.21(13) . . ?
C12 C32 H32 119.4 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C11 C34 H34A 109.5 . . ?
C11 C34 H34B 109.5 . . ?
C11 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C20 C35 H35 119.1 . . ?
C23 C35 C20 121.88(14) . . ?
C23 C35 H35 119.1 . . ?
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 1.4464(10) . ?
S1 O3 1.4355(10) . ?
S1 N8 1.6194(12) . ?
S1 C9 1.7600(14) . ?
O2 H2 0.8200 . ?
O2 C25 1.4128(16) . ?
O4 C24 1.2159(17) . ?
O5 C17 1.2017(17) . ?
O6 C17 1.3432(17) . ?
O6 C29 1.4662(16) . ?
N7 C10 1.4107(18) . ?
N7 C24 1.3651(18) . ?
N7 C27 1.4664(17) . ?
N8 C14 1.4728(17) . ?
N8 H8 0.84(2) . ?
C9 C12 1.386(2) . ?
C9 C16 1.3886(19) . ?
C10 C18 1.396(2) . ?
C10 C20 1.383(2) . ?
C11 C19 1.398(2) . ?
C11 C32 1.391(2) . ?
C11 C34 1.5045(19) . ?
C12 H12 0.9300 . ?
C12 C32 1.389(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 C14 1.5286(18) . ?
C14 C17 1.5478(19) . ?
C14 C25 1.5772(19) . ?
C15 C26 1.400(2) . ?
C15 C27 1.5140(19) . ?
C15 C31 1.389(2) . ?
C16 H16 0.9300 . ?
C16 C19 1.387(2) . ?
C18 C22 1.3855(19) . ?
C18 C25 1.5130(18) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C20 C35 1.399(2) . ?
C21 H21 0.9300 . ?
C21 C30 1.387(2) . ?
C21 C31 1.392(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(2) . ?
C23 H23 0.9300 . ?
C23 C35 1.384(2) . ?
C24 C25 1.5547(19) . ?
C26 H26 0.9300 . ?
C26 C28 1.388(2) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28 0.9300 . ?
C28 C30 1.387(2) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C33 1.504(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35 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 N8 C14 C13 -56.63(15) . . . . ?
S1 N8 C14 C17 65.07(14) . . . . ?
S1 N8 C14 C25 -177.04(9) . . . . ?
S1 C9 C12 C32 -179.73(11) . . . . ?
S1 C9 C16 C19 179.70(11) . . . . ?
O1 S1 N8 C14 -166.13(11) . . . . ?
O1 S1 C9 C12 115.96(12) . . . . ?
O1 S1 C9 C16 -63.91(13) . . . . ?
O3 S1 N8 C14 -37.26(13) . . . . ?
O3 S1 C9 C12 -13.25(13) . . . . ?
O3 S1 C9 C16 166.88(11) . . . . ?
O4 C24 C25 O2 54.67(17) . . . . ?
O4 C24 C25 C14 -65.49(17) . . . . ?
O4 C24 C25 C18 175.22(13) . . . . ?
N7 C10 C18 C22 177.11(12) . . . . ?
N7 C10 C18 C25 -1.87(15) . . . . ?
N7 C10 C20 C35 -177.93(13) . . . . ?
N7 C24 C25 O2 -124.67(11) . . . . ?
N7 C24 C25 C14 115.18(12) . . . . ?
N7 C24 C25 C18 -4.11(14) . . . . ?
N8 S1 C9 C12 -132.32(11) . . . . ?
N8 S1 C9 C16 47.81(13) . . . . ?
N8 C14 C17 O5 -132.87(14) . . . . ?
N8 C14 C17 O6 49.67(15) . . . . ?
N8 C14 C25 O2 -43.90(14) . . . . ?
N8 C14 C25 C18 -175.20(11) . . . . ?
N8 C14 C25 C24 72.15(13) . . . . ?
C9 S1 N8 C14 79.31(12) . . . . ?
C9 C12 C32 C11 -0.4(2) . . . . ?
C9 C16 C19 C11 0.5(2) . . . . ?
C10 N7 C24 O4 -176.04(13) . . . . ?
C10 N7 C24 C25 3.30(15) . . . . ?
C10 N7 C27 C15 -90.66(16) . . . . ?
C10 C18 C22 C23 1.5(2) . . . . ?
C10 C18 C25 O2 116.92(12) . . . . ?
C10 C18 C25 C14 -113.50(12) . . . . ?
C10 C18 C25 C24 3.55(14) . . . . ?
C10 C20 C35 C23 0.7(2) . . . . ?
C12 C9 C16 C19 -0.2(2) . . . . ?
C13 C14 C17 O5 -8.70(18) . . . . ?
C13 C14 C17 O6 173.85(11) . . . . ?
C13 C14 C25 O2 -165.32(11) . . . . ?
C13 C14 C25 C18 63.38(14) . . . . ?
C13 C14 C25 C24 -49.27(14) . . . . ?
C15 C26 C28 C30 1.6(2) . . . . ?
C16 C9 C12 C32 0.1(2) . . . . ?
C17 O6 C29 C33 81.01(15) . . . . ?
C17 C14 C25 O2 75.35(13) . . . . ?
C17 C14 C25 C18 -55.95(14) . . . . ?
C17 C14 C25 C24 -168.60(11) . . . . ?
C18 C10 C20 C35 0.2(2) . . . . ?
C18 C22 C23 C35 -0.7(2) . . . . ?
C19 C11 C32 C12 0.7(2) . . . . ?
C20 C10 C18 C22 -1.3(2) . . . . ?
C20 C10 C18 C25 179.70(13) . . . . ?
C22 C18 C25 O2 -61.92(19) . . . . ?
C22 C18 C25 C14 67.66(18) . . . . ?
C22 C18 C25 C24 -175.28(14) . . . . ?
C22 C23 C35 C20 -0.5(2) . . . . ?
C24 N7 C10 C18 -0.98(15) . . . . ?
C24 N7 C10 C20 177.32(14) . . . . ?
C24 N7 C27 C15 89.17(15) . . . . ?
C25 C14 C17 O5 112.35(14) . . . . ?
C25 C14 C17 O6 -65.11(14) . . . . ?
C25 C18 C22 C23 -179.74(14) . . . . ?
C26 C15 C27 N7 -71.19(16) . . . . ?
C26 C15 C31 C21 0.3(2) . . . . ?
C26 C28 C30 C21 0.0(2) . . . . ?
C27 N7 C10 C18 178.86(12) . . . . ?
C27 N7 C10 C20 -2.8(2) . . . . ?
C27 N7 C24 O4 4.1(2) . . . . ?
C27 N7 C24 C25 -176.55(11) . . . . ?
C27 C15 C26 C28 177.31(13) . . . . ?
C27 C15 C31 C21 -178.70(13) . . . . ?
C29 O6 C17 O5 2.03(19) . . . . ?
C29 O6 C17 C14 179.47(11) . . . . ?
C30 C21 C31 C15 1.3(2) . . . . ?
C31 C15 C26 C28 -1.7(2) . . . . ?
C31 C15 C27 N7 107.82(15) . . . . ?
C31 C21 C30 C28 -1.4(2) . . . . ?
C32 C11 C19 C16 -0.7(2) . . . . ?
C34 C11 C19 C16 178.76(13) . . . . ?
C34 C11 C32 C12 -178.80(13) . . . . ?
