# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20230526-xw-1
_database_code_depnum_ccdc_archive 'CCDC 2268030'
loop_
_audit_author_name
_audit_author_address
'Wen Xia'
;Chongqing University
China
;
_audit_update_record             
;
2023-06-07 deposited with the CCDC.	2023-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H19 N O3 S'
_chemical_formula_sum            'C23 H19 N O3 S'
_chemical_formula_weight         389.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9531(3)
_cell_length_b                   9.9751(3)
_cell_length_c                   11.6032(3)
_cell_angle_alpha                81.655(3)
_cell_angle_beta                 89.531(2)
_cell_angle_gamma                72.972(3)
_cell_volume                     979.70(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8045
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6640
_cell_measurement_theta_min      4.6730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17542
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.538
_diffrn_reflns_theta_min         3.853
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_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    -18.00  25.00   1.00    1.00    --    0.00  57.00  30.00   43
  2  ω    -41.00  -1.00   1.00    1.00    --    0.00  19.00-120.00   40
  3  ω    -60.00 -33.00   1.00    1.00    --    0.00 -57.00-120.00   27
  4  ω     30.00  68.00   1.00    1.00    --    0.00  57.00  30.00   38
  5  ω    -31.00  17.00   1.00    1.00    --    0.00 -57.00-120.00   48
  6  ω     37.00  62.00   1.00    1.00    --    0.00  19.00-120.00   25
  7  ω    -26.00  -1.00   1.00    1.00    --   26.00 116.00  -3.08   25
  8  ω     -2.00  23.00   1.00    1.00    --   38.00  95.00 120.94   25
  9  ω     -1.00  26.00   1.00    1.00    --   38.00  94.00  27.90   27
 10  ω      5.00  30.00   1.00    1.00    --   42.00  90.00  90.76   25
 11  ω     12.00  37.00   1.00    1.00    --   46.00  84.00  11.54   25
 12  ω     12.00  37.00   1.00    1.00    --   46.00  84.00-156.67   25
 13  ω     13.00  38.00   1.00    1.00    --   46.00  82.00-114.96   25
 14  ω     19.00  44.00   1.00    1.00    --   50.00  78.00 151.44   25
 15  ω     18.00  43.00   1.00    1.00    --   50.00  80.00 116.66   25
 16  ω     18.00  43.00   1.00    1.00    --   50.00  80.00 -43.52   25
 17  ω     28.00 109.00   1.00    1.00    --   54.00-125.00  90.00   81
 18  ω     -8.00  68.00   1.00    1.00    --   54.00 -57.00 -90.00   76
 19  ω     26.00  54.00   1.00    1.00    --   54.00  77.00 -90.00   28
 20  ω      5.00  60.00   1.00    1.00    --   54.00 -99.00-120.00   55
 21  ω     27.00  54.00   1.00    1.00    --   54.00  77.00 -30.00   27
 22  ω     -5.00  79.00   1.00    1.00    --   54.00 -38.00  60.00   84
 23  ω     30.00  59.00   1.00    1.00    --   58.00  75.00  -3.53   29
 24  ω     31.00  58.00   1.00    1.00    --   58.00  75.00  74.95   27
 25  ω     30.00  55.00   1.00    1.00    --   58.00  76.00  35.93   25
 26  ω     29.00  66.00   1.00    1.00    --   58.00  75.00-142.57   37
 27  ω     70.00 128.00   1.00    1.00    --   58.00  75.00-142.57   58
 28  ω     30.00  57.00   1.00    1.00    --   58.00  76.00 -76.92   27
 29  ω     33.00  60.00   1.00    1.00    --   58.00  75.00-178.85   27
 30  ω     68.00 127.00   1.00    1.00    --   58.00  75.00  -3.53   59
 31  ω     99.00 126.00   1.00    1.00    --   62.00  71.00 109.63   27
 32  ω     35.00  79.00   1.00    1.00    --   62.00  71.00 109.63   44
 33  ω     39.00  69.00   1.00    1.00    --   66.00  77.00 135.00   30
 34  ω     47.00  72.00   1.00    1.00    --   66.00  58.00 -70.16   25
 35  ω     51.00  76.00   1.00    1.00    --   70.00  62.00 -56.40   25
 36  ω     53.00 125.00   1.00    1.00    --   70.00  63.00  80.06   72
 37  ω     54.00  93.00   1.00    1.00    --   74.00  50.00 165.25   39
 38  ω     47.00 144.00   1.00    1.00    --   74.00  76.00 157.56   97
 39  ω     47.00  73.00   1.00    1.00    --   74.00  76.00  13.55   26
 40  ω    111.00 141.00   1.00    1.00    --   78.00  74.00 -43.96   30
 41  ω     50.00 100.00   1.00    1.00    --   78.00  74.00 -43.96   50
 42  ω     94.00 129.00   1.00    1.00    --   78.00  77.00  33.56   35
 43  ω     56.00  83.00   1.00    1.00    --   78.00  50.00 -90.91   27
 44  ω     51.00  89.00   1.00    1.00    --   78.00  77.00  33.56   38
 45  ω     60.00  87.00   1.00    1.00    --   82.00  50.00-121.83   27
 46  ω     83.00 124.00   1.00    1.00    --  106.00  67.00-150.76   41
 47  ω     88.00 145.00   1.00    1.00    --  108.00  38.00 -30.00   57
 48  ω     78.00 105.00   1.00    1.00    --  108.00  77.00   0.00   27
 49  ω     91.00 130.00   1.00    1.00    --  108.00 -91.00  30.00   39
 50  ω     82.00 112.00   1.00    1.00    --  108.00 -63.00  30.00   30
 51  ω     42.00  75.00   1.00    1.00    --  108.00 -63.00  30.00   33
 52  ω     42.00  71.00   1.00    1.00    --  108.00 -91.00  30.00   29
 53  ω     78.00 129.00   1.00    1.00    --  108.00  77.00 -60.00   51
 54  ω     78.00 104.00   1.00    1.00    --  108.00  77.00  90.00   26
 55  ω     67.00 106.00   1.00    1.00    --  108.00-111.00-180.00   39
 56  ω     78.00 105.00   1.00    1.00    --  108.00  77.00 150.00   27
 57  ω    111.00 144.00   1.00    1.00    --  108.00  77.00 -30.00   33
 58  ω     82.00 161.00   1.00    1.00    --  108.00  38.00 -60.00   79
 59  ω     75.00 113.00   1.00    1.00    --  108.00-111.00  60.00   38
 60  ω     78.00 106.00   1.00    1.00    --  108.00  77.00 -30.00   28
 61  ω    110.00 175.00   1.00    1.00    --  108.00  77.00   0.00   65
 62  ω     79.00 148.00   1.00    1.00    --  108.00  77.00-120.00   69
 63  ω     37.00  63.00   1.00    1.00    --  108.00-111.00  60.00   26
 64  ω     79.00 112.00   1.00    1.00    --  108.00-111.00 -30.00   33
 65  ω     86.00 113.00   1.00    1.00    --  108.00  63.00-120.00   27
 66  ω     40.00 140.00   1.00    1.00    --  108.00 -25.00  30.00  100
 67  ω     67.00 118.00   1.00    1.00    --  108.00 -63.00 150.00   51
 68  ω     82.00 136.00   1.00    1.00    --  108.00  38.00  30.00   54
 69  ω     83.00 144.00   1.00    1.00    --  108.00  38.00-150.00   61
 70  ω     88.00 136.00   1.00    1.00    --  108.00  63.00 120.00   48
 71  ω     42.00 119.00   1.00    1.00    --  108.00 -50.00  90.00   77
 72  ω     79.00 174.00   1.00    1.00    --  108.00  77.00  60.00   95
 73  ω    120.00 166.00   1.00    1.00    --  108.00  77.00 120.00   46
 74  ω    115.00 140.00   1.00    1.00    --  108.00 -25.00-150.00   25
 75  ω     78.00 105.00   1.00    1.00    --  108.00  77.00 120.00   27
 76  ω     77.00 104.00   1.00    1.00    --  108.00 -25.00-150.00   27
 77  ω     39.00  70.00   1.00    1.00    --  108.00 -25.00-150.00   31
 78  ω     79.00 112.00   1.00    1.00    --  108.00-111.00-150.00   33
 79  ω    110.00 137.00   1.00    1.00    --  108.00 -77.00 -30.00   27
 80  ω    122.00 162.00   1.00    1.00    --  108.00  77.00-180.00   40
 81  ω     39.00  93.00   1.00    1.00    --  108.00 -77.00 -30.00   54
 82  ω    138.00 170.00   1.00    1.00    --  108.00  63.00 150.00   32
 83  ω     78.00 105.00   1.00    1.00    --  108.00  77.00-180.00   27
 84  ω     78.00 109.00   1.00    1.00    --  108.00  77.00 -90.00   31
 85  ω     88.00 133.00   1.00    1.00    --  108.00  63.00 150.00   45
 86  ω     92.00 121.00   1.00    1.00    --  108.00 -63.00-150.00   29
 87  ω    125.00 152.00   1.00    1.00    --  108.00  63.00  30.00   27
 88  ω    136.00 161.00   1.00    1.00    --  108.00  63.00 -90.00   25
 89  ω     92.00 117.00   1.00    1.00    --  108.00  63.00  30.00   25
 90  ω     89.00 120.00   1.00    1.00    --  108.00  63.00 -90.00   31
 91  ω     54.00 101.00   1.00    1.00    --  108.00-111.00 -60.00   47
 92  ω     87.00 114.00   1.00    1.00    --  108.00  63.00  60.00   27
 93  ω     55.00 107.00   1.00    1.00    --  108.00 -12.00-180.00   52
 94  ω    124.00 149.00   1.00    1.00    --  108.00 -12.00-180.00   25
 95  ω    149.00 174.00   1.00    1.00    --  108.00  38.00 120.00   25
 96  ω    119.00 174.00   1.00    1.00    --  108.00  77.00-150.00   55
 97  ω     79.00 106.00   1.00    1.00    --  108.00  77.00-150.00   27
 98  ω     83.00 139.00   1.00    1.00    --  108.00  38.00 120.00   56
 99  ω     86.00 148.00   1.00    1.00    --  108.00  63.00 -30.00   62
100  ω     80.00 174.00   1.00    1.00    --  108.00  77.00  30.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1485240000
_diffrn_orient_matrix_UB_12      0.0310355000
_diffrn_orient_matrix_UB_13      -0.0496979000
_diffrn_orient_matrix_UB_21      0.1005157000
_diffrn_orient_matrix_UB_22      -0.1436711000
_diffrn_orient_matrix_UB_23      0.0649031000
_diffrn_orient_matrix_UB_31      -0.0162816000
_diffrn_orient_matrix_UB_32      -0.0712707000
_diffrn_orient_matrix_UB_33      -0.1065298000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3219
_reflns_number_total             3728
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.038
_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)+(0.0590P)²+0.2407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1098
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C3(H3), C11(H11), C7(H7), C15(H15), C12(H12), C23(H23),
 C19(H19), C22(H22), C21(H21), C13(H13), C14(H14), C20(H20)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.75602(4) 0.18441(4) 0.52323(3) 0.04400(14) Uani 1 1 d . . . . .
O2 O 0.85584(14) 0.06745(13) 0.60165(11) 0.0550(3) Uani 1 1 d . . . . .
O1 O 0.63847(14) 0.29047(13) 0.57164(11) 0.0566(3) Uani 1 1 d . . . . .
O3 O 1.09895(15) 0.35962(16) 0.33025(15) 0.0755(4) Uani 1 1 d . . . . .
C5 C 0.66224(17) 0.11047(16) 0.42593(14) 0.0414(3) Uani 1 1 d . . . . .
C8 C 0.88779(18) 0.26266(16) 0.44210(15) 0.0430(4) Uani 1 1 d . . . . .
H8A H 0.957390 0.280138 0.497899 0.052 Uiso 1 1 calc R U . . .
H8B H 0.951454 0.192028 0.398490 0.052 Uiso 1 1 calc R U . . .
C17 C 0.96893(19) 0.43450(18) 0.29832(16) 0.0488(4) Uani 1 1 d . . . . .
C10 C 0.71729(18) 0.38068(16) 0.26206(14) 0.0415(3) Uani 1 1 d . . . . .
C4 C 0.50285(18) 0.16630(18) 0.40309(16) 0.0472(4) Uani 1 1 d . . . . .
H4 H 0.445551 0.243495 0.437053 0.057 Uiso 1 1 calc R U . . .
C18 C 0.95100(19) 0.56706(19) 0.21325(16) 0.0508(4) Uani 1 1 d . . . . .
C9 C 0.82382(18) 0.40131(16) 0.35565(14) 0.0414(3) Uani 1 1 d . . . . .
C2 C 0.5169(2) -0.00721(18) 0.27810(15) 0.0490(4) Uani 1 1 d . . . . .
C6 C 0.74983(19) -0.00544(17) 0.37674(16) 0.0487(4) Uani 1 1 d . . . . .
H6 H 0.856607 -0.042901 0.393741 0.058 Uiso 1 1 calc R U . . .
C3 C 0.4297(2) 0.10627(19) 0.32940(17) 0.0525(4) Uani 1 1 d . . . . .
H3 H 0.322417 0.141933 0.314290 0.063 Uiso 1 1 calc R U . . .
C11 C 0.7798(2) 0.28018(19) 0.18984(16) 0.0525(4) Uani 1 1 d . . . . .
H11 H 0.885019 0.228583 0.198883 0.063 Uiso 1 1 calc R U . . .
C16 C 0.7467(2) 0.52695(18) 0.42058(17) 0.0539(4) Uani 1 1 d . . . . .
H16A H 0.661726 0.507938 0.464293 0.081 Uiso 1 1 calc R U . . .
H16B H 0.707686 0.611605 0.365176 0.081 Uiso 1 1 calc R U . . .
H16C H 0.822461 0.539591 0.472721 0.081 Uiso 1 1 calc R U . . .
C7 C 0.6765(2) -0.06417(18) 0.30244(17) 0.0518(4) Uani 1 1 d . . . . .
H7 H 0.733640 -0.141631 0.268717 0.062 Uiso 1 1 calc R U . . .
C15 C 0.5601(2) 0.4573(2) 0.24651(17) 0.0554(4) Uani 1 1 d . . . . .
H15 H 0.515509 0.525469 0.293558 0.066 Uiso 1 1 calc R U . . .
C12 C 0.6882(3) 0.2557(2) 0.10482(17) 0.0643(5) Uani 1 1 d . . . . .
H12 H 0.731632 0.187542 0.057490 0.077 Uiso 1 1 calc R U . . .
C1 C 0.4416(3) -0.0634(2) 0.19476(19) 0.0659(5) Uani 1 1 d . . . . .
C23 C 1.0545(2) 0.6439(2) 0.22807(19) 0.0619(5) Uani 1 1 d . . . . .
H23 H 1.129634 0.611847 0.288585 0.074 Uiso 1 1 calc R U . . .
C19 C 0.8418(3) 0.6167(2) 0.1214(2) 0.0723(6) Uani 1 1 d . . . . .
H19 H 0.770531 0.567796 0.110180 0.087 Uiso 1 1 calc R U . . .
N1 N 0.3815(3) -0.1040(3) 0.1281(2) 0.1009(8) Uani 1 1 d . . . . .
C22 C 1.0467(3) 0.7678(3) 0.1536(2) 0.0761(6) Uani 1 1 d . . . . .
H22 H 1.114828 0.819612 0.165604 0.091 Uiso 1 1 calc R U . . .
C21 C 0.9395(3) 0.8140(3) 0.0627(2) 0.0782(7) Uani 1 1 d . . . . .
H21 H 0.935586 0.896436 0.012106 0.094 Uiso 1 1 calc R U . . .
C13 C 0.5342(3) 0.3314(3) 0.09024(19) 0.0718(6) Uani 1 1 d . . . . .
H13 H 0.472752 0.315129 0.032689 0.086 Uiso 1 1 calc R U . . .
C14 C 0.4697(2) 0.4314(3) 0.1602(2) 0.0720(6) Uani 1 1 d . . . . .
H14 H 0.364478 0.482513 0.149813 0.086 Uiso 1 1 calc R U . . .
C20 C 0.8382(3) 0.7392(3) 0.0462(2) 0.0839(7) Uani 1 1 d . . . . .
H20 H 0.765856 0.770574 -0.016205 0.101 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4431(12) . ?
S1 O1 1.4329(12) . ?
S1 C5 1.7730(16) . ?
S1 C8 1.7875(16) . ?
O3 C17 1.212(2) . ?
C5 C4 1.384(2) . ?
C5 C6 1.389(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.546(2) . ?
C17 C18 1.499(2) . ?
C17 C9 1.554(2) . ?
C10 C9 1.526(2) . ?
C10 C11 1.389(2) . ?
C10 C15 1.390(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.380(2) . ?
C18 C23 1.390(2) . ?
C18 C19 1.384(3) . ?
C9 C16 1.541(2) . ?
C2 C3 1.384(3) . ?
C2 C7 1.389(2) . ?
C2 C1 1.447(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.378(2) . ?
C3 H3 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.381(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C7 H7 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.391(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.363(3) . ?
C1 N1 1.130(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.385(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.365(3) . ?
C21 H21 0.9300 . ?
C21 C20 1.363(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(3) . ?
C14 H14 0.9300 . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 C5 106.91(7) . . ?
O2 S1 C8 104.53(7) . . ?
O1 S1 O2 118.49(8) . . ?
O1 S1 C5 108.15(8) . . ?
O1 S1 C8 110.26(8) . . ?
C5 S1 C8 108.05(7) . . ?
C4 C5 S1 119.55(13) . . ?
C4 C5 C6 121.25(15) . . ?
C6 C5 S1 119.17(12) . . ?
S1 C8 H8A 107.3 . . ?
S1 C8 H8B 107.3 . . ?
H8A C8 H8B 106.9 . . ?
C9 C8 S1 120.13(11) . . ?
C9 C8 H8A 107.3 . . ?
C9 C8 H8B 107.3 . . ?
O3 C17 C18 119.20(16) . . ?
O3 C17 C9 119.77(16) . . ?
C18 C17 C9 120.68(14) . . ?
C11 C10 C9 118.56(14) . . ?
C11 C10 C15 118.55(16) . . ?
C15 C10 C9 122.89(15) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.34(16) . . ?
C3 C4 H4 120.3 . . ?
C23 C18 C17 116.61(17) . . ?
C19 C18 C17 125.18(16) . . ?
C19 C18 C23 118.21(18) . . ?
C8 C9 C17 106.01(12) . . ?
C10 C9 C8 110.45(12) . . ?
C10 C9 C17 109.57(13) . . ?
C10 C9 C16 113.71(13) . . ?
C16 C9 C8 111.02(13) . . ?
C16 C9 C17 105.68(13) . . ?
C3 C2 C7 120.79(16) . . ?
C3 C2 C1 119.46(17) . . ?
C7 C2 C1 119.71(17) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.16(15) . . ?
C7 C6 H6 120.4 . . ?
C4 C3 C2 119.69(15) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.00(18) . . ?
C12 C11 H11 119.5 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.74(16) . . ?
C6 C7 H7 120.1 . . ?
C10 C15 H15 120.2 . . ?
C10 C15 C14 119.62(19) . . ?
C14 C15 H15 120.2 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
N1 C1 C2 178.2(3) . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.7(2) . . ?
C22 C23 H23 119.7 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.29(19) . . ?
C20 C19 H19 119.9 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.20(19) . . ?
C21 C22 H22 119.9 . . ?
C22 C21 H21 120.1 . . ?
C20 C21 C22 119.9(2) . . ?
C20 C21 H21 120.1 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.16(19) . . ?
C14 C13 H13 119.9 . . ?
C15 C14 H14 119.7 . . ?
C13 C14 C15 120.67(19) . . ?
C13 C14 H14 119.7 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.6 . . ?

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 C5 C4 C3 -178.50(13) . . . . ?
S1 C5 C6 C7 179.07(13) . . . . ?
S1 C8 C9 C17 -177.90(11) . . . . ?
S1 C8 C9 C10 -59.28(16) . . . . ?
S1 C8 C9 C16 67.80(16) . . . . ?
O2 S1 C5 C4 133.34(14) . . . . ?
O2 S1 C5 C6 -44.75(15) . . . . ?
O2 S1 C8 C9 -174.38(12) . . . . ?
O1 S1 C5 C4 4.71(16) . . . . ?
O1 S1 C5 C6 -173.38(13) . . . . ?
O1 S1 C8 C9 -45.99(14) . . . . ?
O3 C17 C18 C23 -38.9(3) . . . . ?
O3 C17 C18 C19 140.2(2) . . . . ?
O3 C17 C9 C8 -3.6(2) . . . . ?
O3 C17 C9 C10 -122.82(18) . . . . ?
O3 C17 C9 C16 114.29(19) . . . . ?
C5 S1 C8 C9 72.01(13) . . . . ?
C5 C4 C3 C2 -1.0(3) . . . . ?
C5 C6 C7 C2 -0.1(3) . . . . ?
C8 S1 C5 C4 -114.64(14) . . . . ?
C8 S1 C5 C6 67.27(15) . . . . ?
C17 C18 C23 C22 179.98(18) . . . . ?
C17 C18 C19 C20 -178.4(2) . . . . ?
C10 C11 C12 C13 0.5(3) . . . . ?
C10 C15 C14 C13 -0.1(3) . . . . ?
C4 C5 C6 C7 1.0(3) . . . . ?
C18 C17 C9 C8 -176.87(15) . . . . ?
C18 C17 C9 C10 63.93(19) . . . . ?
C18 C17 C9 C16 -58.96(19) . . . . ?
C18 C23 C22 C21 -1.7(3) . . . . ?
C18 C19 C20 C21 -1.4(4) . . . . ?
C9 C17 C18 C23 134.40(18) . . . . ?
C9 C17 C18 C19 -46.5(3) . . . . ?
C9 C10 C11 C12 179.06(16) . . . . ?
C9 C10 C15 C14 -179.22(16) . . . . ?
C6 C5 C4 C3 -0.5(3) . . . . ?
C3 C2 C7 C6 -1.3(3) . . . . ?
C11 C10 C9 C8 -61.12(18) . . . . ?
C11 C10 C9 C17 55.31(19) . . . . ?
C11 C10 C9 C16 173.31(14) . . . . ?
C11 C10 C15 C14 0.3(3) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C7 C2 C3 C4 1.8(3) . . . . ?
C15 C10 C9 C8 118.36(17) . . . . ?
C15 C10 C9 C17 -125.21(16) . . . . ?
C15 C10 C9 C16 -7.2(2) . . . . ?
C15 C10 C11 C12 -0.4(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C1 C2 C3 C4 -175.76(17) . . . . ?
C1 C2 C7 C6 176.32(17) . . . . ?
C23 C18 C19 C20 0.7(3) . . . . ?
C23 C22 C21 C20 1.0(4) . . . . ?
C19 C18 C23 C22 0.8(3) . . . . ?
C22 C21 C20 C19 0.5(4) . . . . ?


_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 2.163
_oxdiff_exptl_absorpt_empirical_full_min 0.704
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20230606-xw-1
_database_code_depnum_ccdc_archive 'CCDC 2268921'
loop_
_audit_author_name
_audit_author_address
'Wen Xia'
;Chongqing University
China
;
_audit_update_record             
;
2023-06-10 deposited with the CCDC.	2023-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H24 O3 S'
_chemical_formula_sum            'C25 H24 O3 S'
_chemical_formula_weight         404.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   14.1955(11)
_cell_length_b                   11.0133(9)
_cell_length_c                   13.4688(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.284(7)
_cell_angle_gamma                90
_cell_volume                     2078.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5787
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.1820
_cell_measurement_theta_min      2.3850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17215
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.154
_diffrn_reflns_theta_min         2.352
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      6.00  88.00   1.00   64.26    --   18.58  77.00  30.00   82
  2  ω     35.00  93.00   1.00   64.26    --   18.58 178.00-120.00   58
  3  ω      1.00  87.00   1.00   64.26    --   18.58  57.00-120.00   86
  4  ω      3.00  85.00   1.00   64.26    --   18.58  57.00 150.00   82
  5  ω     39.00  87.00   1.00   64.26    --   18.58  57.00 -60.00   48
  6  ω     -3.00  39.00   1.00   64.26    --  -18.74  77.00 -90.00   42
  7  ω    -44.00 -19.00   1.00   64.26    --  -18.74  77.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0182191000
_diffrn_orient_matrix_UB_12      0.0485806000
_diffrn_orient_matrix_UB_13      -0.0319632000
_diffrn_orient_matrix_UB_21      -0.0381563000
_diffrn_orient_matrix_UB_22      -0.0375045000
_diffrn_orient_matrix_UB_23      -0.0226968000
_diffrn_orient_matrix_UB_31      -0.0279655000
_diffrn_orient_matrix_UB_32      0.0194161000
_diffrn_orient_matrix_UB_33      0.0361489000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3321
_reflns_number_total             4995
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.023
_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)+(0.0451P)²+0.5128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1185
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00M(H00M,H00N), C00P(H00Q,H00R)
2.b Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00G(H00H), C00I(H00I), C00J(H00J), C00K(H00K),
 C00L(H00L), C00N(H00O), C00O(H00P), C00Q(H00S), C00S(H00W), C00T(H00X)
2.c Idealised Me refined as rotating group:
 C00F(H00E,H00F,H00G), C00R(H00T,H00U,H00V)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S001 S 0.53461(3) 0.57843(5) 0.66779(4) 0.03963(14) Uani 1 1 d . . . . .
O002 O 0.75901(9) 0.42345(12) 0.71269(8) 0.0417(3) Uani 1 1 d . . . . .
O003 O 0.45981(9) 0.48914(13) 0.65140(10) 0.0518(4) Uani 1 1 d . . . . .
O004 O 0.51188(10) 0.70078(13) 0.63557(11) 0.0529(4) Uani 1 1 d . . . . .
C005 C 0.58272(13) 0.58034(17) 0.79613(13) 0.0371(4) Uani 1 1 d . . . . .
C006 C 0.77957(13) 0.40487(16) 0.61234(12) 0.0348(4) Uani 1 1 d . . . . .
C007 C 0.67874(13) 0.41415(17) 0.63153(13) 0.0355(4) Uani 1 1 d . . . . .
C008 C 0.82058(13) 0.28364(17) 0.59326(13) 0.0369(4) Uani 1 1 d . . . . .
C009 C 0.62888(13) 0.53307(17) 0.60310(13) 0.0380(4) Uani 1 1 d . . . . .
H00A H 0.603326 0.529753 0.531875 0.046 Uiso 1 1 calc R U . . .
H00B H 0.676815 0.596612 0.612105 0.046 Uiso 1 1 calc R U . . .
C00A C 0.80336(13) 0.23832(18) 0.49538(14) 0.0402(4) Uani 1 1 d . . . . .
C00B C 0.82859(12) 0.50922(18) 0.56942(14) 0.0402(4) Uani 1 1 d . . . . .
C00C C 0.87587(14) 0.21907(19) 0.66885(15) 0.0457(5) Uani 1 1 d . . . . .
H00C H 0.887435 0.250204 0.733863 0.055 Uiso 1 1 calc R U . . .
C00D C 0.56892(14) 0.48249(19) 0.85566(15) 0.0459(5) Uani 1 1 d . . . . .
H00D H 0.535563 0.414596 0.828043 0.055 Uiso 1 1 calc R U . . .
C00E C 0.65502(15) 0.5857(2) 0.99961(15) 0.0483(5) Uani 1 1 d . . . . .
C00F C 0.61860(14) 0.30263(18) 0.63232(15) 0.0465(5) Uani 1 1 d . . . . .
H00E H 0.659063 0.232394 0.642459 0.070 Uiso 1 1 calc R U . . .
H00F H 0.576571 0.295618 0.569167 0.070 Uiso 1 1 calc R U . . .
H00G H 0.581592 0.308343 0.685830 0.070 Uiso 1 1 calc R U . . .
C00G C 0.84149(15) 0.1264(2) 0.47663(17) 0.0512(5) Uani 1 1 d . . . . .
H00H H 0.829995 0.094401 0.411896 0.061 Uiso 1 1 calc R U . . .
C00H C 0.83770(15) 0.5134(2) 0.46788(16) 0.0504(5) Uani 1 1 d . . . . .
C00I C 0.63289(16) 0.68070(19) 0.83723(15) 0.0509(5) Uani 1 1 d . . . . .
H00I H 0.642160 0.746644 0.796775 0.061 Uiso 1 1 calc R U . . .
C00J C 0.60524(16) 0.4867(2) 0.95668(16) 0.0534(5) Uani 1 1 d . . . . .
H00J H 0.595876 0.420689 0.997064 0.064 Uiso 1 1 calc R U . . .
C00K C 0.91415(16) 0.1083(2) 0.64837(18) 0.0554(6) Uani 1 1 d . . . . .
H00K H 0.951992 0.065300 0.699325 0.066 Uiso 1 1 calc R U . . .
C00L C 0.86969(15) 0.5988(2) 0.63493(18) 0.0564(6) Uani 1 1 d . . . . .
H00L H 0.863169 0.595554 0.702486 0.068 Uiso 1 1 calc R U . . .
C00M C 0.74486(16) 0.3124(2) 0.41530(15) 0.0535(6) Uani 1 1 d . . . . .
H00M H 0.686322 0.336667 0.438276 0.064 Uiso 1 1 calc R U . . .
H00N H 0.727637 0.262573 0.355723 0.064 Uiso 1 1 calc R U . . .
C00N C 0.66898(16) 0.6826(2) 0.93811(16) 0.0552(6) Uani 1 1 d . . . . .
H00O H 0.703299 0.749890 0.965522 0.066 Uiso 1 1 calc R U . . .
C00O C 0.89618(16) 0.0618(2) 0.5525(2) 0.0577(6) Uani 1 1 d . . . . .
H00P H 0.920988 -0.013397 0.538884 0.069 Uiso 1 1 calc R U . . .
C00P C 0.7964(2) 0.4247(2) 0.38761(16) 0.0680(7) Uani 1 1 d . . . . .
H00Q H 0.848157 0.397812 0.353970 0.082 Uiso 1 1 calc R U . . .
H00R H 0.752183 0.469348 0.338348 0.082 Uiso 1 1 calc R U . . .
C00Q C 0.92060(17) 0.6933(2) 0.6002(3) 0.0766(8) Uani 1 1 d . . . . .
H00S H 0.947457 0.753708 0.644116 0.092 Uiso 1 1 calc R U . . .
C00R C 0.69181(19) 0.5888(2) 1.11076(16) 0.0699(7) Uani 1 1 d . . . . .
H00T H 0.642530 0.617953 1.145805 0.105 Uiso 1 1 calc R U . . .
H00U H 0.745996 0.641994 1.123662 0.105 Uiso 1 1 calc R U . . .
H00V H 0.710384 0.508503 1.133752 0.105 Uiso 1 1 calc R U . . .
C00S C 0.89021(19) 0.6097(2) 0.4370(2) 0.0729(8) Uani 1 1 d . . . . .
H00W H 0.897623 0.614285 0.369788 0.088 Uiso 1 1 calc R U . . .
C00T C 0.93088(19) 0.6970(3) 0.5015(3) 0.0838(9) Uani 1 1 d . . . . .
H00X H 0.965771 0.759216 0.478124 0.101 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S001 O003 1.4379(14) . ?
S001 O004 1.4363(14) . ?
S001 C005 1.7533(19) . ?
S001 C009 1.7821(18) . ?
O002 C006 1.443(2) . ?
O002 C007 1.450(2) . ?
C005 C00D 1.376(3) . ?
C005 C00I 1.381(3) . ?
C006 C007 1.498(2) . ?
C006 C008 1.495(2) . ?
C006 C00B 1.506(3) . ?
C007 C009 1.508(2) . ?
C007 C00F 1.497(3) . ?
C008 C00A 1.394(2) . ?
C008 C00C 1.379(3) . ?
C009 H00A 0.9700 . ?
C009 H00B 0.9700 . ?
C00A C00G 1.386(3) . ?
C00A C00M 1.493(3) . ?
C00B C00H 1.395(3) . ?
C00B C00L 1.388(3) . ?
C00C H00C 0.9300 . ?
C00C C00K 1.381(3) . ?
C00D H00D 0.9300 . ?
C00D C00J 1.376(3) . ?
C00E C00J 1.376(3) . ?
C00E C00N 1.384(3) . ?
C00E C00R 1.504(3) . ?
C00F H00E 0.9600 . ?
C00F H00F 0.9600 . ?
C00F H00G 0.9600 . ?
C00G H00H 0.9300 . ?
C00G C00O 1.378(3) . ?
C00H C00P 1.504(3) . ?
C00H C00S 1.398(3) . ?
C00I H00I 0.9300 . ?
C00I C00N 1.373(3) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00O 1.374(3) . ?
C00L H00L 0.9300 . ?
C00L C00Q 1.391(3) . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00M C00P 1.515(3) . ?
C00N H00O 0.9300 . ?
C00O H00P 0.9300 . ?
C00P H00Q 0.9700 . ?
C00P H00R 0.9700 . ?
C00Q H00S 0.9300 . ?
C00Q C00T 1.361(4) . ?
C00R H00T 0.9600 . ?
C00R H00U 0.9600 . ?
C00R H00V 0.9600 . ?
C00S H00W 0.9300 . ?
C00S C00T 1.360(4) . ?
C00T H00X 0.9300 . ?

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
O003 S001 C005 108.67(9) . . ?
O003 S001 C009 109.11(9) . . ?
O004 S001 O003 118.10(9) . . ?
O004 S001 C005 108.63(9) . . ?
O004 S001 C009 105.37(9) . . ?
C005 S001 C009 106.35(9) . . ?
C006 O002 C007 62.40(11) . . ?
C00D C005 S001 119.71(15) . . ?
C00D C005 C00I 120.39(18) . . ?
C00I C005 S001 119.89(15) . . ?
O002 C006 C007 59.04(10) . . ?
O002 C006 C008 115.53(14) . . ?
O002 C006 C00B 115.29(15) . . ?
C007 C006 C00B 121.83(16) . . ?
C008 C006 C007 119.99(16) . . ?
C008 C006 C00B 113.48(15) . . ?
O002 C007 C006 58.56(10) . . ?
O002 C007 C009 114.18(15) . . ?
O002 C007 C00F 115.62(15) . . ?
C006 C007 C009 115.95(15) . . ?
C00F C007 C006 120.46(16) . . ?
C00F C007 C009 118.00(16) . . ?
C00A C008 C006 117.95(16) . . ?
C00C C008 C006 121.65(17) . . ?
C00C C008 C00A 120.39(18) . . ?
S001 C009 H00A 107.7 . . ?
S001 C009 H00B 107.7 . . ?
C007 C009 S001 118.55(13) . . ?
C007 C009 H00A 107.7 . . ?
C007 C009 H00B 107.7 . . ?
H00A C009 H00B 107.1 . . ?
C008 C00A C00M 118.68(18) . . ?
C00G C00A C008 118.48(19) . . ?
C00G C00A C00M 122.84(18) . . ?
C00H C00B C006 121.52(18) . . ?
C00L C00B C006 118.11(18) . . ?
C00L C00B C00H 120.3(2) . . ?
C008 C00C H00C 119.9 . . ?
C008 C00C C00K 120.2(2) . . ?
C00K C00C H00C 119.9 . . ?
C005 C00D H00D 120.5 . . ?
C00J C00D C005 118.96(19) . . ?
C00J C00D H00D 120.5 . . ?
C00J C00E C00N 118.24(19) . . ?
C00J C00E C00R 120.6(2) . . ?
C00N C00E C00R 121.2(2) . . ?
C007 C00F H00E 109.5 . . ?
C007 C00F H00F 109.5 . . ?
C007 C00F H00G 109.5 . . ?
H00E C00F H00F 109.5 . . ?
H00E C00F H00G 109.5 . . ?
H00F C00F H00G 109.5 . . ?
C00A C00G H00H 119.5 . . ?
C00O C00G C00A 120.9(2) . . ?
C00O C00G H00H 119.5 . . ?
C00B C00H C00P 126.6(2) . . ?
C00B C00H C00S 117.0(2) . . ?
C00S C00H C00P 116.3(2) . . ?
C005 C00I H00I 120.2 . . ?
C00N C00I C005 119.7(2) . . ?
C00N C00I H00I 120.2 . . ?
C00D C00J H00J 119.1 . . ?
C00E C00J C00D 121.8(2) . . ?
C00E C00J H00J 119.1 . . ?
C00C C00K H00K 120.1 . . ?
C00O C00K C00C 119.8(2) . . ?
C00O C00K H00K 120.1 . . ?
C00B C00L H00L 119.8 . . ?
C00B C00L C00Q 120.4(2) . . ?
C00Q C00L H00L 119.8 . . ?
C00A C00M H00M 109.0 . . ?
C00A C00M H00N 109.0 . . ?
C00A C00M C00P 112.94(19) . . ?
H00M C00M H00N 107.8 . . ?
C00P C00M H00M 109.0 . . ?
C00P C00M H00N 109.0 . . ?
C00E C00N H00O 119.5 . . ?
C00I C00N C00E 120.9(2) . . ?
C00I C00N H00O 119.5 . . ?
C00G C00O H00P 119.9 . . ?
C00K C00O C00G 120.1(2) . . ?
C00K C00O H00P 119.9 . . ?
C00H C00P C00M 120.08(18) . . ?
C00H C00P H00Q 107.3 . . ?
C00H C00P H00R 107.3 . . ?
C00M C00P H00Q 107.3 . . ?
C00M C00P H00R 107.3 . . ?
H00Q C00P H00R 106.9 . . ?
C00L C00Q H00S 120.2 . . ?
C00T C00Q C00L 119.6(3) . . ?
C00T C00Q H00S 120.2 . . ?
C00E C00R H00T 109.5 . . ?
C00E C00R H00U 109.5 . . ?
C00E C00R H00V 109.5 . . ?
H00T C00R H00U 109.5 . . ?
H00T C00R H00V 109.5 . . ?
H00U C00R H00V 109.5 . . ?
C00H C00S H00W 118.7 . . ?
C00T C00S C00H 122.6(3) . . ?
C00T C00S H00W 118.7 . . ?
C00Q C00T H00X 120.0 . . ?
C00S C00T C00Q 120.1(3) . . ?
C00S C00T H00X 120.0 . . ?

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
S001 C005 C00D C00J -178.48(15) . . . . ?
S001 C005 C00I C00N 178.87(17) . . . . ?
O002 C006 C007 C009 103.67(16) . . . . ?
O002 C006 C007 C00F -103.20(18) . . . . ?
O002 C006 C008 C00A 152.00(16) . . . . ?
O002 C006 C008 C00C -29.6(2) . . . . ?
O002 C006 C00B C00H -168.49(16) . . . . ?
O002 C006 C00B C00L 15.1(2) . . . . ?
O002 C007 C009 S001 -88.33(17) . . . . ?
O003 S001 C005 C00D 19.44(18) . . . . ?
O003 S001 C005 C00I -159.52(16) . . . . ?
O003 S001 C009 C007 -60.67(16) . . . . ?
O004 S001 C005 C00D 149.12(15) . . . . ?
O004 S001 C005 C00I -29.84(19) . . . . ?
O004 S001 C009 C007 171.59(14) . . . . ?
C005 S001 C009 C007 56.39(16) . . . . ?
C005 C00D C00J C00E -0.1(3) . . . . ?
C005 C00I C00N C00E -0.7(3) . . . . ?
C006 O002 C007 C009 -106.72(17) . . . . ?
C006 O002 C007 C00F 111.46(17) . . . . ?
C006 C007 C009 S001 -153.66(13) . . . . ?
C006 C008 C00A C00G 179.61(17) . . . . ?
C006 C008 C00A C00M -0.3(3) . . . . ?
C006 C008 C00C C00K -178.82(18) . . . . ?
C006 C00B C00H C00P 4.6(3) . . . . ?
C006 C00B C00H C00S -175.61(19) . . . . ?
C006 C00B C00L C00Q 176.25(19) . . . . ?
C007 O002 C006 C008 -111.06(18) . . . . ?
C007 O002 C006 C00B 113.38(17) . . . . ?
C007 C006 C008 C00A 84.5(2) . . . . ?
C007 C006 C008 C00C -97.1(2) . . . . ?
C007 C006 C00B C00H -100.6(2) . . . . ?
C007 C006 C00B C00L 83.0(2) . . . . ?
C008 C006 C007 O002 103.53(17) . . . . ?
C008 C006 C007 C009 -152.79(16) . . . . ?
C008 C006 C007 C00F 0.3(2) . . . . ?
C008 C006 C00B C00H 55.1(2) . . . . ?
C008 C006 C00B C00L -121.34(19) . . . . ?
C008 C00A C00G C00O -0.8(3) . . . . ?
C008 C00A C00M C00P 70.9(2) . . . . ?
C008 C00C C00K C00O -0.7(3) . . . . ?
C009 S001 C005 C00D -97.90(16) . . . . ?
C009 S001 C005 C00I 83.14(18) . . . . ?
C00A C008 C00C C00K -0.5(3) . . . . ?
C00A C00G C00O C00K -0.4(3) . . . . ?
C00A C00M C00P C00H -54.1(3) . . . . ?
C00B C006 C007 O002 -102.35(18) . . . . ?
C00B C006 C007 C009 1.3(2) . . . . ?
C00B C006 C007 C00F 154.45(17) . . . . ?
C00B C006 C008 C00A -71.6(2) . . . . ?
C00B C006 C008 C00C 106.7(2) . . . . ?
C00B C00H C00P C00M -4.9(4) . . . . ?
C00B C00H C00S C00T -0.3(4) . . . . ?
C00B C00L C00Q C00T -0.7(4) . . . . ?
C00C C008 C00A C00G 1.2(3) . . . . ?
C00C C008 C00A C00M -178.69(18) . . . . ?
C00C C00K C00O C00G 1.1(3) . . . . ?
C00D C005 C00I C00N -0.1(3) . . . . ?
C00F C007 C009 S001 52.5(2) . . . . ?
C00G C00A C00M C00P -109.0(2) . . . . ?
C00H C00B C00L C00Q -0.2(3) . . . . ?
C00H C00S C00T C00Q -0.6(4) . . . . ?
C00I C005 C00D C00J 0.5(3) . . . . ?
C00J C00E C00N C00I 1.0(3) . . . . ?
C00L C00B C00H C00P -179.1(2) . . . . ?
C00L C00B C00H C00S 0.7(3) . . . . ?
C00L C00Q C00T C00S 1.1(4) . . . . ?
C00M C00A C00G C00O 179.11(19) . . . . ?
C00N C00E C00J C00D -0.6(3) . . . . ?
C00P C00H C00S C00T 179.5(2) . . . . ?
C00R C00E C00J C00D 178.5(2) . . . . ?
C00R C00E C00N C00I -178.1(2) . . . . ?
C00S C00H C00P C00M 175.3(2) . . . . ?


_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 1.359
_oxdiff_exptl_absorpt_empirical_full_min 0.787
