# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_201910276
_database_code_depnum_ccdc_archive 'CCDC 2049243'
loop_
_audit_author_name
_audit_author_address
'Wen-Bo Shen'
;Henan Agricultural University
China
;
_audit_update_record             
;
2020-12-09 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2019-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H20 N2 O4 S'
_chemical_formula_sum            'C25 H20 N2 O4 S'
_chemical_formula_weight         444.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         C40H40O2N4S1
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                   8.9146(9)
_cell_length_b                   11.2178(9)
_cell_length_c                   11.8266(7)
_cell_angle_alpha                79.648(6)
_cell_angle_beta                 70.259(8)
_cell_angle_gamma                85.201(7)
_cell_volume                     1094.72(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1941
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.7630
_cell_measurement_theta_min      3.9930
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.795
_exptl_absorpt_coefficient_mu    1.606
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7789
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         4.007
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -15.00   1.00    1.00    --  -33.50 -57.00-180.00   87
  2  ω   -102.00 -53.00   1.00    1.00    --  -33.50-156.00  46.00   49
  3  ω    -52.00  35.00   1.00    1.00    --  -33.50  57.00 -30.00   87
  4  ω     14.00 107.00   1.00    1.00    --   36.47  37.00 -60.00   93
  5  ω     13.00  88.00   1.00    1.00    --   36.47-119.00-157.00   75
  6  ω     14.00 107.00   1.00    1.00    --   36.47  37.00  90.00   93
  7  ω     53.00 102.00   1.00    1.00    --   36.47  57.00  90.00   49
  8  ω    -29.00  62.00   1.00    1.00    --   36.47 -77.00  30.00   91
  9  ω     64.00 104.00   1.00    1.00    --   36.47-156.00  46.00   40
 10  ω     77.00 104.00   1.00    1.00    --   36.47 178.00-120.00   27
 11  ω     -5.00  21.00   1.00    1.00    --   36.47 -37.00 -60.00   26
 12  ω     58.00  85.00   1.00    1.00    --   36.47 178.00   0.00   27
 13  ω     63.00  90.00   1.00    1.00    --   36.47 178.00 -30.00   27
 14  ω     39.00 126.00   1.00    2.00    --  108.00 -45.00 -30.00   87
 15  ω    147.00 175.00   1.00    2.00    --  108.00  61.00  90.00   28
 16  ω    101.00 170.00   1.00    2.00    --  108.00  77.00 -30.00   69
 17  ω    110.00 136.00   1.00    2.00    --  108.00  61.00  90.00   26
 18  ω     76.00 102.00   1.00    2.00    --  108.00 -77.00  90.00   26
 19  ω     92.00 167.00   1.00    2.00    --  108.00  45.00 150.00   75
 20  ω     64.00 126.00   1.00    2.00    --  108.00 -61.00-120.00   62
 21  ω     38.00 116.00   1.00    2.00    --  108.00 -45.00-180.00   78
 22  ω    104.00 130.00   1.00    2.00    --  108.00 -77.00  90.00   26
 23  ω     37.00  72.00   1.00    2.00    --  108.00-111.00   0.00   35
 24  ω     52.00 110.00   1.00    2.00    --  108.00 -94.00  30.00   58
 25  ω     42.00  75.00   1.00    2.00    --  108.00 -61.00  90.00   33
 26  ω     86.00 112.00   1.00    2.00    --  108.00-111.00 -30.00   26
 27  ω     62.00 112.00   1.00    2.00    --  108.00-111.00 -90.00   50
 28  ω     91.00 123.00   1.00    2.00    --  108.00 -61.00   0.00   32
 29  ω     37.00 112.00   1.00    2.00    --  108.00-119.00-157.00   75
 30  ω     41.00 160.00   1.00    2.00    --  108.00   0.00 -60.00  119
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1679511000
_diffrn_orient_matrix_UB_12      -0.0585090000
_diffrn_orient_matrix_UB_13      -0.0221928000
_diffrn_orient_matrix_UB_21      -0.0740923000
_diffrn_orient_matrix_UB_22      -0.1254821000
_diffrn_orient_matrix_UB_23      0.0540701000
_diffrn_orient_matrix_UB_31      0.0058544000
_diffrn_orient_matrix_UB_32      -0.0182340000
_diffrn_orient_matrix_UB_33      -0.1274756000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2885
_reflns_number_total             3915
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3915
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.008
_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)+(0.0560P)²+0.1929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1299
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), N1(H1A)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C -0.1678(4) 0.1223(3) 0.4691(3) 0.0605(8) Uani 1 1 d . . . . .
H1 H -0.1283 0.1779 0.3982 0.073 Uiso 1 1 calc R . . . .
C2 C -0.2662(4) 0.0325(3) 0.4717(3) 0.0730(10) Uani 1 1 d . . . . .
H2 H -0.2926 0.0279 0.4030 0.088 Uiso 1 1 calc R . . . .
C3 C -0.3252(4) -0.0501(3) 0.5759(3) 0.0713(9) Uani 1 1 d . . . . .
H3 H -0.3909 -0.1111 0.5776 0.086 Uiso 1 1 calc R . . . .
C4 C -0.2873(4) -0.0427(3) 0.6769(3) 0.0690(9) Uani 1 1 d . . . . .
H4 H -0.3274 -0.0986 0.7474 0.083 Uiso 1 1 calc R . . . .
C5 C -0.1900(4) 0.0472(3) 0.6750(3) 0.0585(8) Uani 1 1 d . . . . .
H5 H -0.1660 0.0521 0.7447 0.070 Uiso 1 1 calc R . . . .
C6 C -0.1271(3) 0.1309(2) 0.5700(2) 0.0459(6) Uani 1 1 d . . . . .
C7 C -0.0186(3) 0.2231(2) 0.5755(2) 0.0465(6) Uani 1 1 d . . . . .
C8 C 0.1523(3) 0.3947(2) 0.4468(2) 0.0415(6) Uani 1 1 d . . . . .
C9 C 0.1960(3) 0.4283(3) 0.5392(2) 0.0521(7) Uani 1 1 d . . . . .
H9 H 0.1561 0.3865 0.6182 0.063 Uiso 1 1 calc R . . . .
C10 C 0.2974(4) 0.5225(3) 0.5147(3) 0.0592(8) Uani 1 1 d . . . . .
H10 H 0.3234 0.5446 0.5779 0.071 Uiso 1 1 calc R . . . .
C11 C 0.3612(4) 0.5848(3) 0.3984(3) 0.0582(8) Uani 1 1 d . . . . .
H11 H 0.4324 0.6466 0.3823 0.070 Uiso 1 1 calc R . . . .
C12 C 0.3178(3) 0.5540(3) 0.3065(2) 0.0495(7) Uani 1 1 d . . . . .
H12 H 0.3605 0.5962 0.2280 0.059 Uiso 1 1 calc R . . . .
C13 C 0.2114(3) 0.4614(2) 0.3273(2) 0.0418(6) Uani 1 1 d . . . . .
C14 C 0.1633(3) 0.4358(2) 0.2260(2) 0.0440(6) Uani 1 1 d . . . . .
C15 C 0.2006(3) 0.5230(2) 0.1103(2) 0.0405(6) Uani 1 1 d . . . . .
C16 C 0.1761(3) 0.6462(2) 0.1002(2) 0.0428(6) Uani 1 1 d . . . . .
H16 H 0.1456 0.6907 0.1640 0.051 Uiso 1 1 calc R . . . .
C17 C 0.2475(3) 0.5981(2) -0.0878(2) 0.0451(6) Uani 1 1 d . . . . .
H17 H 0.2739 0.6063 -0.1719 0.054 Uiso 1 1 calc R . . . .
C18 C 0.2446(3) 0.4923(2) -0.0106(2) 0.0387(5) Uani 1 1 d . . . . .
C19 C 0.2908(3) 0.3733(2) -0.0502(2) 0.0394(6) Uani 1 1 d . . . . .
C20 C 0.2442(3) 0.3446(2) -0.1424(2) 0.0479(6) Uani 1 1 d . . . . .
H20 H 0.1788 0.3986 -0.1751 0.058 Uiso 1 1 calc R . . . .
C21 C 0.2934(4) 0.2367(3) -0.1865(3) 0.0588(8) Uani 1 1 d . . . . .
H21 H 0.2603 0.2182 -0.2479 0.071 Uiso 1 1 calc R . . . .
C22 C 0.3913(4) 0.1565(3) -0.1396(3) 0.0610(8) Uani 1 1 d . . . . .
H22 H 0.4259 0.0845 -0.1699 0.073 Uiso 1 1 calc R . . . .
C23 C 0.4378(4) 0.1836(3) -0.0474(3) 0.0589(8) Uani 1 1 d . . . . .
H23 H 0.5029 0.1291 -0.0150 0.071 Uiso 1 1 calc R . . . .
C24 C 0.3883(3) 0.2909(2) -0.0029(2) 0.0498(7) Uani 1 1 d . . . . .
H24 H 0.4205 0.3083 0.0593 0.060 Uiso 1 1 calc R . . . .
C25 C 0.0162(4) 0.8578(3) -0.1081(3) 0.0580(8) Uani 1 1 d . . . . .
H25A H -0.0706 0.8462 -0.0326 0.087 Uiso 1 1 calc GR . . . .
H25B H 0.0112 0.7995 -0.1569 0.087 Uiso 1 1 calc GR . . . .
H25C H 0.0087 0.9381 -0.1510 0.087 Uiso 1 1 calc GR . . . .
N1 N 0.0497(3) 0.29925(19) 0.46944(17) 0.0458(5) Uani 1 1 d . . . . .
H1A H 0.0263 0.2867 0.4078 0.055 Uiso 1 1 calc R . . . .
N2 N 0.2044(3) 0.69218(18) -0.02001(18) 0.0442(5) Uani 1 1 d . . . . .
O1 O 0.0069(3) 0.2268(2) 0.66937(16) 0.0653(6) Uani 1 1 d . . . . .
O2 O 0.0902(3) 0.34466(18) 0.23407(16) 0.0660(6) Uani 1 1 d . . . . .
O3 O 0.1902(3) 0.90364(17) 0.01538(18) 0.0635(6) Uani 1 1 d . . . . .
O4 O 0.3231(3) 0.85514(18) -0.19096(18) 0.0678(6) Uani 1 1 d . . . . .
S1 S 0.19596(8) 0.83913(6) -0.07901(6) 0.04478(19) Uani 1 1 d . . . . .


_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
C1 H1 0.9300 . ?
C1 C2 1.380(4) . ?
C1 C6 1.381(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.365(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(4) . ?
C6 C7 1.497(4) . ?
C7 N1 1.364(3) . ?
C7 O1 1.215(3) . ?
C8 C9 1.395(3) . ?
C8 C13 1.421(3) . ?
C8 N1 1.397(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.375(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.398(4) . ?
C13 C14 1.480(3) . ?
C14 C15 1.485(3) . ?
C14 O2 1.230(3) . ?
C15 C16 1.372(3) . ?
C15 C18 1.446(3) . ?
C16 H16 0.9300 . ?
C16 N2 1.367(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.358(3) . ?
C17 N2 1.390(3) . ?
C18 C19 1.474(3) . ?
C19 C20 1.387(3) . ?
C19 C24 1.389(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.377(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.380(4) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25 S1 1.738(3) . ?
N1 H1A 0.8600 . ?
N2 S1 1.677(2) . ?
O3 S1 1.4206(19) . ?
O4 S1 1.416(2) . ?

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
C2 C1 H1 119.5 . . ?
C2 C1 C6 121.0(3) . . ?
C6 C1 H1 119.5 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 118.0(3) . . ?
C1 C6 C7 125.1(2) . . ?
C5 C6 C7 116.9(2) . . ?
N1 C7 C6 116.0(2) . . ?
O1 C7 C6 120.9(2) . . ?
O1 C7 N1 123.2(3) . . ?
C9 C8 C13 118.9(2) . . ?
C9 C8 N1 121.8(2) . . ?
N1 C8 C13 119.3(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 118.9 . . ?
C11 C12 C13 122.2(3) . . ?
C13 C12 H12 118.9 . . ?
C8 C13 C14 122.1(2) . . ?
C12 C13 C8 118.1(2) . . ?
C12 C13 C14 119.8(2) . . ?
C13 C14 C15 119.9(2) . . ?
O2 C14 C13 122.4(2) . . ?
O2 C14 C15 117.7(2) . . ?
C16 C15 C14 125.8(2) . . ?
C16 C15 C18 107.5(2) . . ?
C18 C15 C14 126.0(2) . . ?
C15 C16 H16 126.0 . . ?
N2 C16 C15 107.9(2) . . ?
N2 C16 H16 126.0 . . ?
C18 C17 H17 125.8 . . ?
C18 C17 N2 108.4(2) . . ?
N2 C17 H17 125.8 . . ?
C15 C18 C19 129.1(2) . . ?
C17 C18 C15 106.7(2) . . ?
C17 C18 C19 124.0(2) . . ?
C20 C19 C18 119.5(2) . . ?
C20 C19 C24 118.4(2) . . ?
C24 C19 C18 122.0(2) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.7(3) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.5(3) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
S1 C25 H25A 109.5 . . ?
S1 C25 H25B 109.5 . . ?
S1 C25 H25C 109.5 . . ?
C7 N1 C8 129.1(2) . . ?
C7 N1 H1A 115.4 . . ?
C8 N1 H1A 115.4 . . ?
C16 N2 C17 109.4(2) . . ?
C16 N2 S1 125.94(18) . . ?
C17 N2 S1 124.63(17) . . ?
N2 S1 C25 104.76(13) . . ?
O3 S1 C25 110.13(14) . . ?
O3 S1 N2 105.33(11) . . ?
O4 S1 C25 109.06(14) . . ?
O4 S1 N2 105.67(12) . . ?
O4 S1 O3 120.59(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O2 0.86 1.94 2.642(3) 138.1 .

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
C1 C2 C3 C4 0.5(6) . . . . ?
C1 C6 C7 N1 -3.4(4) . . . . ?
C1 C6 C7 O1 177.6(3) . . . . ?
C2 C1 C6 C5 -0.8(5) . . . . ?
C2 C1 C6 C7 178.6(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C4 C5 C6 C1 1.2(5) . . . . ?
C4 C5 C6 C7 -178.2(3) . . . . ?
C5 C6 C7 N1 175.9(2) . . . . ?
C5 C6 C7 O1 -3.0(4) . . . . ?
C6 C1 C2 C3 -0.1(6) . . . . ?
C6 C7 N1 C8 178.6(2) . . . . ?
C8 C9 C10 C11 -1.3(5) . . . . ?
C8 C13 C14 C15 167.3(2) . . . . ?
C8 C13 C14 O2 -11.6(4) . . . . ?
C9 C8 C13 C12 3.3(4) . . . . ?
C9 C8 C13 C14 -176.5(3) . . . . ?
C9 C8 N1 C7 -2.4(4) . . . . ?
C9 C10 C11 C12 2.1(5) . . . . ?
C10 C11 C12 C13 -0.2(5) . . . . ?
C11 C12 C13 C8 -2.5(4) . . . . ?
C11 C12 C13 C14 177.3(3) . . . . ?
C12 C13 C14 C15 -12.5(4) . . . . ?
C12 C13 C14 O2 168.7(3) . . . . ?
C13 C8 C9 C10 -1.5(4) . . . . ?
C13 C8 N1 C7 179.0(3) . . . . ?
C13 C14 C15 C16 -46.6(4) . . . . ?
C13 C14 C15 C18 144.0(3) . . . . ?
C14 C15 C16 N2 -171.7(2) . . . . ?
C14 C15 C18 C17 172.2(2) . . . . ?
C14 C15 C18 C19 -12.2(4) . . . . ?
C15 C16 N2 C17 0.0(3) . . . . ?
C15 C16 N2 S1 -177.90(19) . . . . ?
C15 C18 C19 C20 143.7(3) . . . . ?
C15 C18 C19 C24 -40.2(4) . . . . ?
C16 C15 C18 C17 1.1(3) . . . . ?
C16 C15 C18 C19 176.7(3) . . . . ?
C16 N2 S1 C25 -103.3(2) . . . . ?
C16 N2 S1 O3 12.9(3) . . . . ?
C16 N2 S1 O4 141.6(2) . . . . ?
C17 C18 C19 C20 -41.3(4) . . . . ?
C17 C18 C19 C24 134.8(3) . . . . ?
C17 N2 S1 C25 79.2(3) . . . . ?
C17 N2 S1 O3 -164.6(2) . . . . ?
C17 N2 S1 O4 -36.0(3) . . . . ?
C18 C15 C16 N2 -0.6(3) . . . . ?
C18 C17 N2 C16 0.8(3) . . . . ?
C18 C17 N2 S1 178.66(19) . . . . ?
C18 C19 C20 C21 176.2(2) . . . . ?
C18 C19 C24 C23 -175.8(2) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C19 C24 C23 0.3(4) . . . . ?
C20 C21 C22 C23 1.0(5) . . . . ?
C21 C22 C23 C24 -0.7(5) . . . . ?
C22 C23 C24 C19 0.1(4) . . . . ?
C24 C19 C20 C21 0.0(4) . . . . ?
N1 C8 C9 C10 179.9(3) . . . . ?
N1 C8 C13 C12 -178.1(2) . . . . ?
N1 C8 C13 C14 2.2(4) . . . . ?
N2 C17 C18 C15 -1.1(3) . . . . ?
N2 C17 C18 C19 -177.0(2) . . . . ?
O1 C7 N1 C8 -2.5(5) . . . . ?
O2 C14 C15 C16 132.3(3) . . . . ?
O2 C14 C15 C18 -37.1(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 1.248
_oxdiff_exptl_absorpt_empirical_full_min 0.855
####################################################################### 
# 
# 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_202012309a
_database_code_depnum_ccdc_archive 'CCDC 2086108'
loop_
_audit_author_name
_audit_author_address
'Wen-Bo Shen'
;Henan Agricultural University
China
;
_audit_update_record             
;
2021-05-27 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2021-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 N O3 S'
_chemical_formula_sum            'C19 H17 N O3 S'
_chemical_formula_weight         339.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O3N2S1
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.0727(4)
_cell_length_b                   12.1141(8)
_cell_length_c                   12.8850(7)
_cell_angle_alpha                86.689(5)
_cell_angle_beta                 84.600(5)
_cell_angle_gamma                79.238(6)
_cell_volume                     926.29(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1984
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.9630
_cell_measurement_theta_min      4.9490
_shelx_estimated_absorpt_T_max   0.850
_shelx_estimated_absorpt_T_min   0.775
_exptl_absorpt_coefficient_mu    1.679
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6619
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.031
_diffrn_reflns_theta_max         67.031
_diffrn_reflns_theta_min         3.717
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_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    -71.00  23.00   1.00    1.50    --    0.00 -37.00 150.00   94
  2  ω   -103.00  -5.00   1.00    3.50    --  -33.50 -77.00 -30.00   98
  3  ω    -34.00  59.00   1.00    3.50    --   36.47 -37.00-180.00   93
  4  ω     -4.00  77.00   1.00    3.50    --   36.47 -99.00 120.00   81
  5  ω     18.00 105.00   1.00    3.50    --   36.47  57.00 -60.00   87
  6  ω     57.00 110.00   1.00    3.50    --   36.47 178.00-120.00   53
  7  ω     18.00 105.00   1.00    3.50    --   36.47  57.00-150.00   87
  8  ω    -33.00  65.00   1.00    3.50    --   36.47 -77.00-180.00   98
  9  ω     18.00 105.00   1.00    3.50    --   36.47  57.00  90.00   87
 10  ω      3.00  63.00   1.00    3.50    --   36.47 -99.00  30.00   60
 11  ω     43.00  70.00   1.00    3.50    --   36.47 -99.00-180.00   27
 12  ω     37.00  72.00   1.00   14.00    --  108.00-111.00-180.00   35
 13  ω     41.00 125.00   1.00   14.00    --  108.00 -61.00   0.00   84
 14  ω     87.00 178.00   1.00   14.00    --  108.00  30.00-180.00   91
 15  ω     70.00 110.00   1.00   14.00    --  108.00 -94.00-120.00   40
 16  ω     92.00 133.00   1.00   14.00    --  108.00 -30.00 -60.00   41
 17  ω     81.00 110.00   1.00   14.00    --  108.00-111.00   0.00   29
 18  ω     41.00 115.00   1.00   14.00    --  108.00 -61.00 -90.00   74
 19  ω     37.00  73.00   1.00   14.00    --  108.00 -30.00 -60.00   36
 20  ω    138.00 178.00   1.00   14.00    --  108.00  45.00-120.00   40
 21  ω     97.00 135.00   1.00   14.00    --  108.00  45.00-120.00   38
 22  ω     37.00 127.00   1.00   14.00    --  108.00 -30.00-150.00   90
 23  ω     56.00  98.00   1.00   14.00    --  108.00 -61.00-180.00   42
 24  ω     64.00 109.00   1.00   14.00    --  108.00 -94.00 150.00   45
 25  ω     78.00 112.00   1.00   14.00    --  108.00-111.00  90.00   34
 26  ω     99.00 175.00   1.00   14.00    --  108.00  61.00 -90.00   76
 27  ω     39.00 128.00   1.00   14.00    --  108.00 -45.00 120.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1848604000
_diffrn_orient_matrix_UB_12      -0.0612651000
_diffrn_orient_matrix_UB_13      -0.0775680000
_diffrn_orient_matrix_UB_21      -0.0058031000
_diffrn_orient_matrix_UB_22      0.1095373000
_diffrn_orient_matrix_UB_23      -0.0674954000
_diffrn_orient_matrix_UB_31      0.1815505000
_diffrn_orient_matrix_UB_32      0.0321468000
_diffrn_orient_matrix_UB_33      0.0622488000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2536
_reflns_number_total             3305
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3305
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0754
_refine_ls_restrained_S_all      1.078
_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)+(0.1599P)²+0.1752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2316
_refine_ls_wR_factor_ref         0.2533
_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. Restrained distances
 C12-C5
 1.54 with sigma of 0.02
 C5A-C12A
 1.54 with sigma of 0.02
 C6A-C5A
 1.54 with sigma of 0.02
 C5A-C3A
 1.54 with sigma of 0.02
 C3-C5
 1.54 with sigma of 0.02
 C3A-C2A
 1.39 with sigma of 0.02
 C3-C2
 1.39 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C5A) \\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C12)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C6) = Uanis(C6A)
Uanis(C7) = Uanis(C7A)
Uanis(C8) = Uanis(C8A)
Uanis(C9) = Uanis(C9A)
Uanis(C10) = Uanis(C10A)
Uanis(C11) = Uanis(C11A)
Uanis(C5) = Uanis(C5A)
Uanis(C12) = Uanis(C12A)
Uanis(C3) = Uanis(C3A)
Uanis(C2) = Uanis(C2A)
Uanis(C1) = Uanis(C1A)
Uanis(O1) = Uanis(O1A)
Uanis(C4) = Uanis(C4A)
4. Others
 Sof(O1A)=Sof(C1A)=Sof(C2A)=Sof(C3A)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C5A)=
 Sof(H5A)=Sof(C6A)=Sof(C11A)=Sof(H11A)=Sof(C10A)=Sof(H10A)=Sof(C9A)=Sof(H9A)=
 Sof(C8A)=Sof(H8A)=Sof(C7A)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(O1)=Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5)=
 Sof(C9)=Sof(H9)=Sof(C8)=Sof(H8)=Sof(C7)=Sof(C6)=Sof(C11)=Sof(H11)=Sof(C10)=
 Sof(H10)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C5A(H5A)
5.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C4A(H4AA,H4AB)
5.c Aromatic/amide H refined with riding coordinates:
 C11A(H11A), C10A(H10A), C9A(H9A), C8A(H8A), C9(H9), C8(H8), C11(H11),
 C10(H10), C14(H14), C15(H15), C17(H17), C18(H18)
5.d Fitted hexagon refined as free rotating group:
 C6A(C11A,C10A,C9A,C8A,C7A), C9(C8,C7,C6,C11,C10)
5.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C12A(H12D,H12E,H12F), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.35259(15) 0.56748(7) 0.15131(6) 0.0772(4) Uani 1 1 d . . . . .
O1 O 0.6614(12) 0.3610(10) 0.2391(9) 0.106(3) Uani 0.583(4) 1 d . . P A 1
O1A O 0.5816(19) 0.3588(16) 0.2764(14) 0.106(3) Uani 0.417(4) 1 d . . P A 2
O2 O 0.5816(5) 0.5815(3) 0.1454(2) 0.0986(9) Uani 1 1 d . . . . .
O3 O 0.2064(5) 0.6215(2) 0.07567(19) 0.0928(8) Uani 1 1 d . . . . .
N1 N 0.3493(5) 0.4327(2) 0.1452(2) 0.0759(7) Uani 1 1 d . . . . .
C1 C 0.5053(18) 0.3485(11) 0.1872(7) 0.0715(18) Uani 0.583(4) 1 d . . P A 1
C1A C 0.453(3) 0.3431(18) 0.2206(11) 0.0715(18) Uani 0.417(4) 1 d . . P A 2
C2 C 0.4226(19) 0.2484(12) 0.1666(8) 0.077(2) Uani 0.583(4) 1 d D . P A 1
C2A C 0.372(3) 0.2423(19) 0.1997(12) 0.077(2) Uani 0.417(4) 1 d D . P A 2
C3 C 0.213(2) 0.2751(14) 0.1297(13) 0.073(3) Uani 0.583(4) 1 d D . P A 1
C3A C 0.261(4) 0.262(2) 0.1100(19) 0.073(3) Uani 0.417(4) 1 d D . P A 2
C4 C 0.182(8) 0.391(4) 0.091(3) 0.073(3) Uani 0.583(4) 1 d . . P A 1
H4A H 0.0305 0.4311 0.1099 0.087 Uiso 0.583(4) 1 calc R . P A 1
H4B H 0.2131 0.3968 0.0157 0.087 Uiso 0.583(4) 1 calc R . P A 1
C4A C 0.156(11) 0.393(6) 0.102(4) 0.073(3) Uani 0.417(4) 1 d . . P A 2
H4AA H 0.1350 0.4198 0.0308 0.087 Uiso 0.417(4) 1 calc R . P A 2
H4AB H 0.0162 0.4114 0.1456 0.087 Uiso 0.417(4) 1 calc R . P A 2
C5 C 0.122(2) 0.1719(11) 0.1097(10) 0.109(3) Uani 0.583(4) 1 d D U P A 1
H5 H -0.0292 0.1670 0.1412 0.131 Uiso 0.583(4) 1 calc R . P A 1
C5A C 0.183(3) 0.1577(17) 0.0801(14) 0.109(3) Uani 0.417(4) 1 d D U P A 2
H5A H 0.2583 0.1267 0.0147 0.131 Uiso 0.417(4) 1 calc R . P A 2
C6A C 0.2542(18) 0.0798(10) 0.1845(9) 0.116(3) Uani 0.417(4) 1 d D . P A 2
C11A C 0.241(2) -0.0325(11) 0.2070(12) 0.156(5) Uani 0.417(4) 1 d G . P A 2
H11A H 0.1427 -0.0659 0.1736 0.187 Uiso 0.417(4) 1 calc R . P A 2
C10A C 0.375(2) -0.0948(7) 0.2795(13) 0.198(8) Uani 0.417(4) 1 d G . P A 2
H10A H 0.3657 -0.1699 0.2945 0.237 Uiso 0.417(4) 1 calc R . P A 2
C9A C 0.521(2) -0.0448(8) 0.3294(12) 0.166(4) Uani 0.417(4) 1 d G . P A 2
H9A H 0.6109 -0.0864 0.3779 0.200 Uiso 0.417(4) 1 calc R . P A 2
C8A C 0.5347(18) 0.0675(8) 0.3070(10) 0.138(4) Uani 0.417(4) 1 d G . P A 2
H8A H 0.6329 0.1010 0.3404 0.166 Uiso 0.417(4) 1 calc R . P A 2
C7A C 0.4010(16) 0.1298(7) 0.2345(9) 0.104(2) Uani 0.417(4) 1 d G . P A 2
C9 C 0.6716(15) -0.0599(5) 0.2373(9) 0.166(4) Uani 0.583(4) 1 d . . P A 1
H9 H 0.7891 -0.1061 0.2686 0.200 Uiso 0.583(4) 1 calc R . P A 1
C8 C 0.6570(12) 0.0562(5) 0.2334(7) 0.138(4) Uani 0.583(4) 1 d G . P A 1
H8 H 0.7647 0.0876 0.2621 0.166 Uiso 0.583(4) 1 calc R . P A 1
C7 C 0.4813(11) 0.1252(4) 0.1865(7) 0.104(2) Uani 0.583(4) 1 d G . P A 1
C6 C 0.3203(11) 0.0783(7) 0.1436(7) 0.116(3) Uani 0.583(4) 1 d G . P A 1
C11 C 0.3349(15) -0.0377(7) 0.1475(8) 0.156(5) Uani 0.583(4) 1 d G . P A 1
H11 H 0.2271 -0.0692 0.1188 0.187 Uiso 0.583(4) 1 calc R . P A 1
C10 C 0.5105(17) -0.1068(5) 0.1944(9) 0.198(8) Uani 0.583(4) 1 d G . P A 1
H10 H 0.5203 -0.1845 0.1970 0.237 Uiso 0.583(4) 1 calc R . P A 1
C12 C 0.176(2) 0.1446(9) -0.0123(9) 0.163(4) Uani 0.583(4) 1 d D U P A 1
H12A H 0.0655 0.1912 -0.0520 0.244 Uiso 0.583(4) 1 calc GR . P A 1
H12B H 0.1723 0.0669 -0.0213 0.244 Uiso 0.583(4) 1 calc GR . P A 1
H12C H 0.3227 0.1596 -0.0360 0.244 Uiso 0.583(4) 1 calc GR . P A 1
C12A C -0.067(3) 0.1611(13) 0.0914(14) 0.163(4) Uani 0.417(4) 1 d D U P A 2
H12D H -0.0967 0.0867 0.0856 0.244 Uiso 0.417(4) 1 calc GR . P A 2
H12E H -0.1354 0.2100 0.0374 0.244 Uiso 0.417(4) 1 calc GR . P A 2
H12F H -0.1280 0.1888 0.1583 0.244 Uiso 0.417(4) 1 calc GR . P A 2
C13 C 0.2289(5) 0.6030(2) 0.2766(2) 0.0657(7) Uani 1 1 d . . . . .
C14 C 0.0003(6) 0.6411(3) 0.2927(3) 0.0764(9) Uani 1 1 d . . . . .
H14 H -0.0904 0.6492 0.2375 0.092 Uiso 1 1 calc R . . . .
C15 C -0.0905(6) 0.6667(3) 0.3918(3) 0.0843(10) Uani 1 1 d . . . . .
H15 H -0.2442 0.6939 0.4024 0.101 Uiso 1 1 calc R . . . .
C16 C 0.0365(6) 0.6538(3) 0.4766(3) 0.0772(9) Uani 1 1 d . . . . .
C17 C 0.2657(7) 0.6159(3) 0.4579(3) 0.0815(9) Uani 1 1 d . . . . .
H17 H 0.3559 0.6079 0.5133 0.098 Uiso 1 1 calc R . . . .
C18 C 0.3634(6) 0.5897(3) 0.3597(3) 0.0756(9) Uani 1 1 d . . . . .
H18 H 0.5174 0.5635 0.3490 0.091 Uiso 1 1 calc R . . . .
C19 C -0.0671(9) 0.6799(4) 0.5848(3) 0.1069(13) Uani 1 1 d . . . . .
H19A H -0.0447 0.6127 0.6288 0.160 Uiso 1 1 calc GR . . . .
H19B H -0.2254 0.7079 0.5827 0.160 Uiso 1 1 calc GR . . . .
H19C H 0.0024 0.7357 0.6122 0.160 Uiso 1 1 calc GR . . . .


_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 1.427(3) . ?
S1 O3 1.428(3) . ?
S1 N1 1.643(3) . ?
S1 C13 1.757(3) . ?
O1 C1 1.246(17) . ?
O1A C1A 1.16(3) . ?
N1 C1 1.380(13) . ?
N1 C1A 1.502(19) . ?
N1 C4 1.46(5) . ?
N1 C4A 1.51(8) . ?
C1 C2 1.44(2) . ?
C1A C2A 1.45(3) . ?
C2 C3 1.374(13) . ?
C2 C7 1.481(15) . ?
C2A C3A 1.379(18) . ?
C2A C7A 1.39(2) . ?
C3 C4 1.45(5) . ?
C3 C5 1.504(13) . ?
C3A C4A 1.59(7) . ?
C3A C5A 1.507(17) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C5 H5 0.9800 . ?
C5 C6 1.567(13) . ?
C5 C12 1.614(14) . ?
C5A H5A 0.9800 . ?
C5A C6A 1.642(16) . ?
C5A C12A 1.505(16) . ?
C6A C11A 1.3900 . ?
C6A C7A 1.3900 . ?
C11A H11A 0.9300 . ?
C11A C10A 1.3900 . ?
C10A H10A 0.9300 . ?
C10A C9A 1.3900 . ?
C9A H9A 0.9300 . ?
C9A C8A 1.3900 . ?
C8A H8A 0.9300 . ?
C8A C7A 1.3900 . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C9 C10 1.3900 . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 C6 1.3900 . ?
C6 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C10 H10 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12A H12D 0.9600 . ?
C12A H12E 0.9600 . ?
C12A H12F 0.9600 . ?
C13 C14 1.379(5) . ?
C13 C18 1.391(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.371(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.381(5) . ?
C16 C17 1.385(5) . ?
C16 C19 1.501(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(5) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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 O3 120.75(18) . . ?
O2 S1 N1 108.08(17) . . ?
O2 S1 C13 108.01(15) . . ?
O3 S1 N1 105.02(15) . . ?
O3 S1 C13 109.03(17) . . ?
N1 S1 C13 104.83(14) . . ?
C1 N1 S1 123.9(6) . . ?
C1 N1 C4 113.8(19) . . ?
C1A N1 S1 124.6(8) . . ?
C1A N1 C4A 108(3) . . ?
C4 N1 S1 122.3(18) . . ?
C4A N1 S1 121(2) . . ?
O1 C1 N1 126.6(12) . . ?
O1 C1 C2 130.6(13) . . ?
N1 C1 C2 102.4(10) . . ?
O1A C1A N1 122.2(18) . . ?
O1A C1A C2A 132(2) . . ?
C2A C1A N1 106.0(14) . . ?
C1 C2 C7 138.7(11) . . ?
C3 C2 C1 111.0(13) . . ?
C3 C2 C7 109.6(12) . . ?
C3A C2A C1A 108.5(17) . . ?
C3A C2A C7A 112(2) . . ?
C7A C2A C1A 138.3(18) . . ?
C2 C3 C4 108(2) . . ?
C2 C3 C5 111.9(14) . . ?
C4 C3 C5 136(2) . . ?
C2A C3A C4A 108(3) . . ?
C2A C3A C5A 111(2) . . ?
C5A C3A C4A 133(3) . . ?
N1 C4 H4A 111.7 . . ?
N1 C4 H4B 111.7 . . ?
C3 C4 N1 101(3) . . ?
C3 C4 H4A 111.7 . . ?
C3 C4 H4B 111.7 . . ?
H4A C4 H4B 109.4 . . ?
N1 C4A C3A 96(4) . . ?
N1 C4A H4AA 112.5 . . ?
N1 C4A H4AB 112.5 . . ?
C3A C4A H4AA 112.5 . . ?
C3A C4A H4AB 112.5 . . ?
H4AA C4A H4AB 110.0 . . ?
C3 C5 H5 117.1 . . ?
C3 C5 C6 100.0(10) . . ?
C3 C5 C12 108.9(10) . . ?
C6 C5 H5 117.1 . . ?
C6 C5 C12 93.0(8) . . ?
C12 C5 H5 117.1 . . ?
C3A C5A H5A 114.0 . . ?
C3A C5A C6A 96.9(16) . . ?
C6A C5A H5A 114.0 . . ?
C12A C5A C3A 116.1(16) . . ?
C12A C5A H5A 114.0 . . ?
C12A C5A C6A 99.7(12) . . ?
C11A C6A C5A 128.6(10) . . ?
C11A C6A C7A 120.0 . . ?
C7A C6A C5A 108.4(10) . . ?
C6A C11A H11A 120.0 . . ?
C6A C11A C10A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C11A C10A C9A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C10A C9A C8A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C6A C7A C2A 107.2(11) . . ?
C8A C7A C2A 132.8(11) . . ?
C8A C7A C6A 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 C2 133.3(7) . . ?
C6 C7 C2 106.6(7) . . ?
C6 C7 C8 120.0 . . ?
C7 C6 C5 110.9(7) . . ?
C7 C6 C11 120.0 . . ?
C11 C6 C5 128.6(7) . . ?
C6 C11 H11 120.0 . . ?
C10 C11 C6 120.0 . . ?
C10 C11 H11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 H10 120.0 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5A C12A H12D 109.5 . . ?
C5A C12A H12E 109.5 . . ?
C5A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C14 C13 S1 120.3(2) . . ?
C14 C13 C18 120.4(3) . . ?
C18 C13 S1 119.3(3) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.6(3) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 118.6 . . ?
C14 C15 C16 122.8(3) . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C17 117.2(3) . . ?
C15 C16 C19 121.9(4) . . ?
C17 C16 C19 120.8(3) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 C16 121.8(3) . . ?
C18 C17 H17 119.1 . . ?
C13 C18 H18 120.4 . . ?
C17 C18 C13 119.2(3) . . ?
C17 C18 H18 120.4 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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 N1 C1 O1 3.6(10) . . . . ?
S1 N1 C1 C2 176.9(4) . . . . ?
S1 N1 C1A O1A -16.1(16) . . . . ?
S1 N1 C1A C2A 168.5(8) . . . . ?
S1 N1 C4 C3 -166.2(10) . . . . ?
S1 N1 C4A C3A 176.2(13) . . . . ?
S1 C13 C14 C15 179.3(3) . . . . ?
S1 C13 C18 C17 -179.0(3) . . . . ?
O1 C1 C2 C3 164.0(10) . . . . ?
O1 C1 C2 C7 -5.1(17) . . . . ?
O1A C1A C2A C3A -165.9(17) . . . . ?
O1A C1A C2A C7A 2(3) . . . . ?
O2 S1 N1 C1 34.3(4) . . . . ?
O2 S1 N1 C1A 58.8(6) . . . . ?
O2 S1 N1 C4 -143.7(16) . . . . ?
O2 S1 N1 C4A -152(2) . . . . ?
O2 S1 C13 C14 153.7(3) . . . . ?
O2 S1 C13 C18 -27.8(3) . . . . ?
O3 S1 N1 C1 164.4(4) . . . . ?
O3 S1 N1 C1A -171.0(6) . . . . ?
O3 S1 N1 C4 -13.6(16) . . . . ?
O3 S1 N1 C4A -22(2) . . . . ?
O3 S1 C13 C14 20.8(3) . . . . ?
O3 S1 C13 C18 -160.7(3) . . . . ?
N1 S1 C13 C14 -91.2(3) . . . . ?
N1 S1 C13 C18 87.3(3) . . . . ?
N1 C1 C2 C3 -8.9(10) . . . . ?
N1 C1 C2 C7 -178.1(9) . . . . ?
N1 C1A C2A C3A 8.9(16) . . . . ?
N1 C1A C2A C7A 177.1(16) . . . . ?
C1 N1 C4 C3 16(2) . . . . ?
C1 C2 C3 C4 19.4(19) . . . . ?
C1 C2 C3 C5 -178.9(10) . . . . ?
C1 C2 C7 C8 -2.8(16) . . . . ?
C1 C2 C7 C6 179.4(10) . . . . ?
C1A N1 C4A C3A -31(3) . . . . ?
C1A C2A C3A C4A -30(3) . . . . ?
C1A C2A C3A C5A 176.8(15) . . . . ?
C1A C2A C7A C6A 175.5(17) . . . . ?
C1A C2A C7A C8A -2(3) . . . . ?
C2 C3 C4 N1 -20(2) . . . . ?
C2 C3 C5 C6 0.6(13) . . . . ?
C2 C3 C5 C12 -96.1(13) . . . . ?
C2 C7 C6 C5 -9.8(8) . . . . ?
C2 C7 C6 C11 178.1(7) . . . . ?
C2A C3A C4A N1 37(3) . . . . ?
C2A C3A C5A C6A 6.4(19) . . . . ?
C2A C3A C5A C12A 110.8(18) . . . . ?
C3 C2 C7 C8 -172.0(9) . . . . ?
C3 C2 C7 C6 10.2(10) . . . . ?
C3 C5 C6 C7 5.9(10) . . . . ?
C3 C5 C6 C11 177.1(8) . . . . ?
C3A C2A C7A C6A -16.5(16) . . . . ?
C3A C2A C7A C8A 166.1(13) . . . . ?
C3A C5A C6A C11A -176.1(11) . . . . ?
C3A C5A C6A C7A -16.1(14) . . . . ?
C4 N1 C1 O1 -178.2(16) . . . . ?
C4 N1 C1 C2 -4.9(16) . . . . ?
C4 C3 C5 C6 155(2) . . . . ?
C4 C3 C5 C12 58(3) . . . . ?
C4A N1 C1A O1A -168(2) . . . . ?
C4A N1 C1A C2A 16(2) . . . . ?
C4A C3A C5A C6A -138(3) . . . . ?
C4A C3A C5A C12A -34(4) . . . . ?
C5 C3 C4 N1 -175.4(13) . . . . ?
C5 C6 C11 C10 -170.5(10) . . . . ?
C5A C3A C4A N1 -178(2) . . . . ?
C5A C6A C11A C10A 158.0(13) . . . . ?
C5A C6A C7A C2A 20.1(12) . . . . ?
C5A C6A C7A C8A -162.1(12) . . . . ?
C6A C11A C10A C9A 0.0 . . . . ?
C11A C6A C7A C2A -177.8(10) . . . . ?
C11A C6A C7A C8A 0.0 . . . . ?
C11A C10A C9A C8A 0.0 . . . . ?
C10A C9A C8A C7A 0.0 . . . . ?
C9A C8A C7A C2A 177.2(14) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C7A C2A C3A C4A 159(3) . . . . ?
C7A C2A C3A C5A 5(2) . . . . ?
C7A C6A C11A C10A 0.0 . . . . ?
C9 C8 C7 C2 -177.6(9) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C7 C6 C5 172.0(8) . . . . ?
C8 C7 C6 C11 0.0 . . . . ?
C7 C2 C3 C4 -168.3(17) . . . . ?
C7 C2 C3 C5 -6.5(13) . . . . ?
C7 C6 C11 C10 0.0 . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C12 C5 C6 C7 115.7(8) . . . . ?
C12 C5 C6 C11 -73.1(10) . . . . ?
C12A C5A C6A C11A 65.8(15) . . . . ?
C12A C5A C6A C7A -134.1(11) . . . . ?
C13 S1 N1 C1 -80.7(4) . . . . ?
C13 S1 N1 C1A -56.2(6) . . . . ?
C13 S1 N1 C4 101.3(16) . . . . ?
C13 S1 N1 C4A 93(2) . . . . ?
C13 C14 C15 C16 -1.4(6) . . . . ?
C14 C13 C18 C17 -0.5(5) . . . . ?
C14 C15 C16 C17 1.6(6) . . . . ?
C14 C15 C16 C19 -178.6(4) . . . . ?
C15 C16 C17 C18 -1.4(6) . . . . ?
C16 C17 C18 C13 0.8(6) . . . . ?
C18 C13 C14 C15 0.7(5) . . . . ?
C19 C16 C17 C18 178.9(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 64.0 15.0 ?

_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 1.466
_oxdiff_exptl_absorpt_empirical_full_min 0.847
####################################################################### 
# 
# 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_202104117
_database_code_depnum_ccdc_archive 'CCDC 2086109'
loop_
_audit_author_name
_audit_author_address
'Wen-Bo Shen'
;Henan Agricultural University
China
;
_audit_update_record             
;
2021-05-27 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2021-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H23 N O4 S'
_chemical_formula_sum            'C21 H23 N O4 S'
_chemical_formula_weight         385.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N2S1
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.8847(4)
_cell_length_b                   9.00834(19)
_cell_length_c                   25.4932(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.905(2)
_cell_angle_gamma                90
_cell_volume                     3929.75(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3008
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.9950
_cell_measurement_theta_min      4.9890
_shelx_estimated_absorpt_T_max   0.891
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    1.682
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            7668
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.708
_diffrn_reflns_theta_min         3.624
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00 -25.80   0.80    5.50    --  -33.50  19.00-120.00   54
  2  ω     -3.00  37.00   0.80    5.50    --  -33.50  19.00-120.00   50
  3  ω     79.00 105.40   0.80    5.50    --   36.47  77.00  90.00   33
  4  ω     -4.00  30.40   0.80    5.50    --   36.47 -99.00-150.00   43
  5  ω     -4.00  23.20   0.80    5.50    --   36.47 -99.00 -30.00   34
  6  ω     33.00  75.40   0.80    5.50    --   36.47 -99.00-180.00   53
  7  ω     39.00  72.60   0.80    5.50    --   36.47 -99.00 -30.00   42
  8  ω    -15.00  26.60   0.80    5.50    --   36.47 -57.00-120.00   52
  9  ω      3.00  53.40   0.80    5.50    --   36.47 -57.00 120.00   63
 10  ω     70.00  94.80   0.80    5.50    --   36.47 178.00  30.00   31
 11  ω     54.00  98.00   0.80   17.50    --  108.00-100.00  83.00   55
 12  ω     97.00 123.40   0.80   17.50    --  108.00 -30.00  90.00   33
 13  ω     46.00  72.40   0.80   17.50    --  108.00 -30.00  90.00   33
 14  ω     38.00 106.00   0.80   17.50    --  108.00-111.00 -60.00   85
 15  ω     68.00 104.00   0.80   17.50    --  108.00 178.00  30.00   45
 16  ω    117.00 174.60   0.80   17.50    --  108.00 111.00 -90.00   72
 17  ω     43.00 111.00   0.80   17.50    --  108.00-111.00  60.00   85
 18  ω    100.00 167.20   0.80   17.50    --  108.00 111.00  90.00   84
 19  ω     83.00 175.00   0.80   17.50    --  108.00  30.00 -90.00  115
 20  ω     47.00 117.40   0.80   17.50    --  108.00 -45.00 120.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0024548000
_diffrn_orient_matrix_UB_12      -0.1207082000
_diffrn_orient_matrix_UB_13      0.0432630000
_diffrn_orient_matrix_UB_21      0.0045065000
_diffrn_orient_matrix_UB_22      -0.1208099000
_diffrn_orient_matrix_UB_23      -0.0417699000
_diffrn_orient_matrix_UB_31      0.0898728000
_diffrn_orient_matrix_UB_32      0.0093187000
_diffrn_orient_matrix_UB_33      0.0192821000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3116
_reflns_number_total             3716
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3716
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.036
_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)+(0.0887P)²+1.5597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1379
_refine_ls_wR_factor_ref         0.1477
_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 Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C16(H16), C17(H17), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.35541(3) 0.52684(6) 0.36759(2) 0.04867(19) Uani 1 1 d . . . . .
O1 O 0.27426(11) 0.5022(2) 0.35963(8) 0.0686(5) Uani 1 1 d . . . . .
O2 O 0.40094(13) 0.4221(2) 0.34797(8) 0.0686(5) Uani 1 1 d . . . . .
O3 O 0.45329(9) 0.2876(2) 0.52383(7) 0.0573(4) Uani 1 1 d . . . . .
O4 O 0.33416(9) 0.21890(19) 0.47312(7) 0.0549(4) Uani 1 1 d . . . . .
N1 N 0.39698(12) 0.5377(2) 0.43343(7) 0.0481(4) Uani 1 1 d . . . . .
H1 H 0.4471(16) 0.548(3) 0.4415(11) 0.056(7) Uiso 1 1 d . . . . .
C1 C 0.41320(13) 0.5735(3) 0.67055(9) 0.0508(5) Uani 1 1 d . . . . .
H1A H 0.4383 0.6601 0.6863 0.061 Uiso 1 1 calc R . . . .
C2 C 0.39548(15) 0.4642(3) 0.70281(10) 0.0585(6) Uani 1 1 d . . . . .
H2 H 0.4090 0.4771 0.7406 0.070 Uiso 1 1 calc R . . . .
C3 C 0.35786(14) 0.3357(3) 0.67969(10) 0.0569(6) Uani 1 1 d . . . . .
H3 H 0.3459 0.2638 0.7022 0.068 Uiso 1 1 calc R . . . .
C4 C 0.33759(12) 0.3120(3) 0.62342(10) 0.0496(5) Uani 1 1 d . . . . .
H4 H 0.3127 0.2251 0.6079 0.060 Uiso 1 1 calc R . . . .
C5 C 0.35574(11) 0.4221(2) 0.59120(8) 0.0416(4) Uani 1 1 d . . . . .
C6 C 0.39308(11) 0.5524(2) 0.61425(8) 0.0414(4) Uani 1 1 d . . . . .
C7 C 0.40335(11) 0.6487(2) 0.56996(8) 0.0416(4) Uani 1 1 d . . . . .
C8 C 0.37279(12) 0.5810(2) 0.52171(8) 0.0431(4) Uani 1 1 d . . . . .
C9 C 0.34118(11) 0.4286(2) 0.52955(8) 0.0418(4) Uani 1 1 d . . . . .
H9 H 0.2850 0.4237 0.5108 0.050 Uiso 1 1 calc R . . . .
C10 C 0.43900(13) 0.8006(3) 0.57976(10) 0.0501(5) Uani 1 1 d . . . . .
H10A H 0.4587 0.8269 0.5493 0.060 Uiso 1 1 calc R . . . .
H10B H 0.4830 0.7985 0.6127 0.060 Uiso 1 1 calc R . . . .
C11 C 0.38191(18) 0.9186(3) 0.58599(14) 0.0748(8) Uani 1 1 d . . . . .
H11A H 0.3637 0.8953 0.6169 0.112 Uiso 1 1 calc GR . . . .
H11B H 0.3383 0.9219 0.5534 0.112 Uiso 1 1 calc GR . . . .
H11C H 0.4075 1.0134 0.5916 0.112 Uiso 1 1 calc GR . . . .
C12 C 0.38374(12) 0.3056(2) 0.50919(8) 0.0420(4) Uani 1 1 d . . . . .
C13 C 0.36783(17) 0.1074(3) 0.44640(13) 0.0719(8) Uani 1 1 d . . . . .
H13A H 0.4059 0.0514 0.4735 0.108 Uiso 1 1 calc GR . . . .
H13B H 0.3926 0.1544 0.4220 0.108 Uiso 1 1 calc GR . . . .
H13C H 0.3275 0.0420 0.4259 0.108 Uiso 1 1 calc GR . . . .
C14 C 0.36406(14) 0.6413(3) 0.46545(9) 0.0485(5) Uani 1 1 d . . . . .
H14A H 0.3091 0.6574 0.4467 0.058 Uiso 1 1 calc R . . . .
H14B H 0.3907 0.7360 0.4684 0.058 Uiso 1 1 calc R . . . .
C15 C 0.36556(12) 0.7018(2) 0.33933(8) 0.0427(5) Uani 1 1 d . . . . .
C16 C 0.43735(13) 0.7414(3) 0.33337(9) 0.0498(5) Uani 1 1 d . . . . .
H16 H 0.4797 0.6772 0.3446 0.060 Uiso 1 1 calc R . . . .
C17 C 0.44540(13) 0.8768(3) 0.31063(9) 0.0539(5) Uani 1 1 d . . . . .
H17 H 0.4937 0.9032 0.3066 0.065 Uiso 1 1 calc R . . . .
C18 C 0.38329(15) 0.9748(3) 0.29356(9) 0.0532(5) Uani 1 1 d . . . . .
C19 C 0.31262(16) 0.9336(3) 0.30077(11) 0.0629(6) Uani 1 1 d . . . . .
H19 H 0.2704 0.9984 0.2900 0.076 Uiso 1 1 calc R . . . .
C20 C 0.30311(14) 0.7987(3) 0.32367(10) 0.0571(6) Uani 1 1 d . . . . .
H20 H 0.2552 0.7732 0.3285 0.069 Uiso 1 1 calc R . . . .
C21 C 0.3918(2) 1.1194(3) 0.26621(13) 0.0763(8) Uani 1 1 d . . . . .
H21A H 0.4450 1.1527 0.2793 0.114 Uiso 1 1 calc GR . . . .
H21B H 0.3580 1.1924 0.2747 0.114 Uiso 1 1 calc GR . . . .
H21C H 0.3778 1.1052 0.2272 0.114 Uiso 1 1 calc GR . . . .


_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 O1 1.4231(19) . ?
S1 O2 1.429(2) . ?
S1 N1 1.6290(19) . ?
S1 C15 1.764(2) . ?
O3 C12 1.201(3) . ?
O4 C12 1.329(3) . ?
O4 C13 1.440(3) . ?
N1 H1 0.87(3) . ?
N1 C14 1.471(3) . ?
C1 H1A 0.9300 . ?
C1 C2 1.377(4) . ?
C1 C6 1.388(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(3) . ?
C5 C6 1.393(3) . ?
C5 C9 1.518(3) . ?
C6 C7 1.477(3) . ?
C7 C8 1.339(3) . ?
C7 C10 1.500(3) . ?
C8 C9 1.520(3) . ?
C8 C14 1.499(3) . ?
C9 H9 0.9800 . ?
C9 C12 1.519(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.514(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.383(3) . ?
C15 C20 1.382(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(3) . ?
C18 C19 1.380(4) . ?
C18 C21 1.506(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.381(4) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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 O2 120.56(13) . . ?
O1 S1 N1 107.30(11) . . ?
O1 S1 C15 107.64(11) . . ?
O2 S1 N1 105.34(11) . . ?
O2 S1 C15 108.08(11) . . ?
N1 S1 C15 107.26(10) . . ?
C12 O4 C13 116.77(18) . . ?
S1 N1 H1 112.6(18) . . ?
C14 N1 S1 118.27(15) . . ?
C14 N1 H1 110.7(19) . . ?
C2 C1 H1A 120.5 . . ?
C2 C1 C6 118.9(2) . . ?
C6 C1 H1A 120.5 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 121.1 . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 H4 121.1 . . ?
C4 C5 C6 121.3(2) . . ?
C4 C5 C9 130.0(2) . . ?
C6 C5 C9 108.71(18) . . ?
C1 C6 C5 120.0(2) . . ?
C1 C6 C7 131.1(2) . . ?
C5 C6 C7 108.87(18) . . ?
C6 C7 C10 123.36(19) . . ?
C8 C7 C6 109.06(19) . . ?
C8 C7 C10 127.5(2) . . ?
C7 C8 C9 111.01(18) . . ?
C7 C8 C14 128.0(2) . . ?
C14 C8 C9 120.93(18) . . ?
C5 C9 C8 102.30(16) . . ?
C5 C9 H9 110.2 . . ?
C5 C9 C12 111.93(17) . . ?
C8 C9 H9 110.2 . . ?
C12 C9 C8 111.81(16) . . ?
C12 C9 H9 110.2 . . ?
C7 C10 H10A 109.0 . . ?
C7 C10 H10B 109.0 . . ?
C7 C10 C11 113.0(2) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O4 123.9(2) . . ?
O3 C12 C9 124.67(19) . . ?
O4 C12 C9 111.43(17) . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C8 110.75(18) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 S1 118.97(17) . . ?
C20 C15 S1 120.77(18) . . ?
C20 C15 C16 120.3(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.3(2) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.6(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C21 121.1(3) . . ?
C19 C18 C17 117.9(2) . . ?
C19 C18 C21 120.9(2) . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.6(2) . . ?
C20 C19 H19 119.2 . . ?
C15 C20 H20 120.3 . . ?
C19 C20 C15 119.3(2) . . ?
C19 C20 H20 120.3 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.87(3) 2.29(3) 3.023(3) 143(2) 5_666

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 N1 C14 C8 146.37(16) . . . . ?
S1 C15 C16 C17 179.06(18) . . . . ?
S1 C15 C20 C19 -178.8(2) . . . . ?
O1 S1 N1 C14 -51.9(2) . . . . ?
O1 S1 C15 C16 -169.10(17) . . . . ?
O1 S1 C15 C20 11.3(2) . . . . ?
O2 S1 N1 C14 178.49(17) . . . . ?
O2 S1 C15 C16 -37.4(2) . . . . ?
O2 S1 C15 C20 143.0(2) . . . . ?
N1 S1 C15 C16 75.71(19) . . . . ?
N1 S1 C15 C20 -103.8(2) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C1 C6 C7 C8 -178.6(2) . . . . ?
C1 C6 C7 C10 -1.6(3) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
C2 C1 C6 C7 179.1(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C3 C4 C5 C9 -179.8(2) . . . . ?
C4 C5 C6 C1 0.4(3) . . . . ?
C4 C5 C6 C7 -179.05(19) . . . . ?
C4 C5 C9 C8 178.1(2) . . . . ?
C4 C5 C9 C12 -62.1(3) . . . . ?
C5 C6 C7 C8 0.7(2) . . . . ?
C5 C6 C7 C10 177.75(19) . . . . ?
C5 C9 C12 O3 -59.3(3) . . . . ?
C5 C9 C12 O4 120.33(19) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C6 C5 C9 C8 -1.8(2) . . . . ?
C6 C5 C9 C12 118.03(19) . . . . ?
C6 C7 C8 C9 -1.9(2) . . . . ?
C6 C7 C8 C14 174.7(2) . . . . ?
C6 C7 C10 C11 -81.0(3) . . . . ?
C7 C8 C9 C5 2.3(2) . . . . ?
C7 C8 C9 C12 -117.6(2) . . . . ?
C7 C8 C14 N1 128.5(2) . . . . ?
C8 C7 C10 C11 95.5(3) . . . . ?
C8 C9 C12 O3 54.8(3) . . . . ?
C8 C9 C12 O4 -125.57(19) . . . . ?
C9 C5 C6 C1 -179.76(18) . . . . ?
C9 C5 C6 C7 0.8(2) . . . . ?
C9 C8 C14 N1 -55.2(3) . . . . ?
C10 C7 C8 C9 -178.82(19) . . . . ?
C10 C7 C8 C14 -2.2(4) . . . . ?
C13 O4 C12 O3 -6.7(3) . . . . ?
C13 O4 C12 C9 173.7(2) . . . . ?
C14 C8 C9 C5 -174.60(19) . . . . ?
C14 C8 C9 C12 65.5(2) . . . . ?
C15 S1 N1 C14 63.51(19) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C15 C20 C19 1.6(4) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
C16 C17 C18 C21 -177.0(2) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
C18 C19 C20 C15 -0.6(4) . . . . ?
C20 C15 C16 C17 -1.4(3) . . . . ?
C21 C18 C19 C20 177.2(3) . . . . ?

_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 1.134
_oxdiff_exptl_absorpt_empirical_full_min 0.934
