# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2006427'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-12-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        111
_chemical_formula_moiety         'C22 H21 N O4 S'
_chemical_formula_sum            'C22 H21 N O4 S'
_chemical_formula_weight         395.46
_chemical_melting_point          ?
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.75170(10)
_cell_length_b                   11.70550(10)
_cell_length_c                   19.7505(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.9250(10)
_cell_angle_gamma                90
_cell_volume                     1979.64(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10458
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.3090
_cell_measurement_theta_min      4.4110
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.877
_exptl_absorpt_coefficient_mu    1.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16915
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.542
_diffrn_reflns_theta_max         67.542
_diffrn_reflns_theta_min         4.416
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     38.00 107.00   0.50    1.50    --   40.90  77.00  90.00  138
  2  ω     25.00  51.00   0.50    1.50    --   40.90 -77.00   0.00   52
  3  ω    -36.00  -8.00   0.50    1.50    --   40.90 -82.00 -90.00   56
  4  ω    -30.00  -4.00   0.50    1.50    --   40.90 -82.00-150.00   52
  5  ω     10.00  90.00   0.50    1.50    --   40.90  54.00 -30.00  160
  6  ω      8.00  68.00   0.50    1.50    --   40.90 -82.00 150.00  120
  7  ω     42.00  67.00   0.50    1.50    --   40.90 -82.00   0.00   50
  8  ω     54.00 114.00   0.50    1.50    --   40.90  43.00 120.00  120
  9  ω     95.00 127.00   0.50    1.50    --   40.90  54.00 -30.00   64
 10  ω      2.00  60.00   0.50    1.50    --   40.90 -82.00-150.00  116
 11  ω     21.00 130.00   0.50    1.50    --   40.90  77.00   0.00  218
 12  ω     31.00  57.00   0.50    1.50    --   40.90  77.00 150.00   52
 13  ω     80.00 117.00   0.50    1.50    --   40.90  77.00 150.00   74
 14  ω    -26.00  66.00   0.50    1.50    --   40.90 -77.00-120.00  184
 15  ω    -16.00  66.00   0.50    1.50    --   40.90 -82.00  60.00  164
 16  ω     42.00  67.00   0.50    1.50    --   40.90 -82.00  90.00   50
 17  ω     18.00  68.00   0.50    1.50    --   40.90 -82.00 -90.00  100
 18  ω    -14.00  48.00   0.50    1.50    --   40.90 -65.00  60.00  124
 19  ω     60.00 183.00   0.50    5.00    --   93.40  50.00  60.00  246
 20  ω    142.00 168.00   0.50    5.00    --   93.40  50.00  90.00   52
 21  ω      4.00  66.00   0.50    5.00    --   93.40 -77.00 150.00  124
 22  ω     49.00  93.00   0.50    5.00    --   93.40 -82.00   0.00   88
 23  ω     97.00 147.00   0.50    5.00    --   93.40  68.00 -90.00  100
 24  ω     60.00 123.00   0.50    5.00    --   93.40  50.00  90.00  126
 25  ω     35.00  61.00   0.50    5.00    --   93.40 -82.00 -60.00   52
 26  ω     61.00 110.00   0.50    5.00    --   93.40 -82.00-180.00   98
 27  ω     13.00  58.00   0.50    5.00    --   93.40 -82.00-180.00   90
 28  ω     71.00  96.00   0.50    5.00    --   93.40 -82.00 -30.00   50
 29  ω      4.00  97.00   0.50    5.00    --   93.40 -82.00  30.00  186
 30  ω     69.00 183.00   0.50    5.00    --   93.40  68.00   0.00  228
 31  ω      4.00 103.00   0.50    5.00    --   93.40 -82.00 120.00  198
 32  ω     24.00  96.00   0.50    5.00    --   93.40 -82.00  90.00  144
 33  ω     50.00 120.00   0.50    5.00    --   93.40 -82.00-120.00  140
 34  ω     16.00  92.00   0.50    5.00    --   93.40 -82.00-150.00  152
 35  ω     49.00  94.00   0.50    5.00    --   93.40 -82.00  60.00   90
 36  ω     69.00 151.00   0.50    5.00    --   93.40  68.00 -30.00  164
 37  ω     68.00  93.00   0.50    5.00    --   93.40 -82.00 -60.00   50
 38  ω     21.00 112.00   0.50    5.00    --   93.40 -82.00 -90.00  182
 39  ω     85.00 142.00   0.50    5.00    --   93.40  77.00 -60.00  114
 40  ω    112.00 169.00   0.50    5.00    --   93.40  42.00  30.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1618697000
_diffrn_orient_matrix_UB_12      0.0489085000
_diffrn_orient_matrix_UB_13      -0.0326450000
_diffrn_orient_matrix_UB_21      0.0744256000
_diffrn_orient_matrix_UB_22      0.0739712000
_diffrn_orient_matrix_UB_23      -0.0490723000
_diffrn_orient_matrix_UB_31      -0.0248112000
_diffrn_orient_matrix_UB_32      -0.0972797000
_diffrn_orient_matrix_UB_33      -0.0536846000
_diffrn_oxdiff_digest_frames     
;
015b2439112ae4d0188707c7903fb8e0f704682be9d
;
_diffrn_oxdiff_digest_hkl        
;
010d85b64879b4b835637c581b024c3fd68499
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3024
_reflns_number_total             3476
_reflns_odcompleteness_completeness 98.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3476
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.067
_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)+(0.0519P)²+0.3594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1028
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C20(H20), C19(H19), C6(H6), C15(H15), C7(H7), C18(H18), C17(H17),
 C16(H16)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C24(H24A,H24B,H24C)
2.e Idealised tetrahedral OH refined as rotating group:
 O27(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S4 S 0.72575(6) 0.51635(4) 0.49401(2) 0.05632(16) Uani 1 1 d . . . . .
O27 O 0.93604(12) 0.61692(10) 0.35102(5) 0.0485(3) Uani 1 1 d . . . . .
H27 H 0.991341 0.647722 0.384639 0.073 Uiso 1 1 calc GR . . . .
O26 O 0.66089(14) 0.56231(10) 0.24805(5) 0.0562(3) Uani 1 1 d . . . . .
O22 O 0.81985(16) 0.13116(11) 0.49755(6) 0.0631(3) Uani 1 1 d . . . . .
N1 N 0.68026(14) 0.40643(11) 0.31977(6) 0.0428(3) Uani 1 1 d . . . . .
O25 O 0.90889(16) 0.30826(11) 0.52197(6) 0.0661(4) Uani 1 1 d . . . . .
C11 C 0.79712(16) 0.57713(13) 0.36920(7) 0.0408(3) Uani 1 1 d . . . . .
C12 C 0.70500(17) 0.51894(13) 0.30402(8) 0.0426(3) Uani 1 1 d . . . . .
C10 C 0.70286(17) 0.67042(13) 0.39388(8) 0.0427(3) Uani 1 1 d . . . . .
C2 C 0.75283(17) 0.37427(13) 0.38643(7) 0.0414(3) Uani 1 1 d . . . . .
C3 C 0.82346(18) 0.48015(13) 0.42350(7) 0.0413(3) Uani 1 1 d . . . . .
H3 H 0.935452 0.468895 0.441506 0.050 Uiso 1 1 calc R . . . .
C14 C 0.42157(17) 0.31277(13) 0.28454(7) 0.0435(4) Uani 1 1 d . . . . .
C5 C 0.65995(19) 0.64820(14) 0.45643(8) 0.0477(4) Uani 1 1 d . . . . .
C21 C 0.8359(2) 0.24074(14) 0.48127(8) 0.0505(4) Uani 1 1 d . . . . .
C9 C 0.6620(2) 0.77305(14) 0.36023(9) 0.0503(4) Uani 1 1 d . . . . .
H9 H 0.690911 0.787316 0.318273 0.060 Uiso 1 1 calc R . . . .
C13 C 0.58308(18) 0.33052(14) 0.27012(8) 0.0464(4) Uani 1 1 d . . . . .
H13A H 0.634618 0.257024 0.270930 0.056 Uiso 1 1 calc R . . . .
H13B H 0.573287 0.362159 0.224025 0.056 Uiso 1 1 calc R . . . .
C20 C 0.75595(19) 0.26772(14) 0.41091(8) 0.0484(4) Uani 1 1 d . . . . .
H20 H 0.706127 0.209739 0.382487 0.058 Uiso 1 1 calc R . . . .
C8 C 0.5784(2) 0.85517(15) 0.38829(10) 0.0578(4) Uani 1 1 d . . . . .
C19 C 0.3515(2) 0.39152(17) 0.32059(9) 0.0578(4) Uani 1 1 d . . . . .
H19 H 0.405781 0.456651 0.338753 0.069 Uiso 1 1 calc R . . . .
C6 C 0.5755(2) 0.72804(16) 0.48538(10) 0.0613(5) Uani 1 1 d . . . . .
H6 H 0.545922 0.713290 0.527120 0.074 Uiso 1 1 calc R . . . .
C15 C 0.3387(2) 0.21644(16) 0.25846(10) 0.0600(5) Uani 1 1 d . . . . .
H15 H 0.384142 0.162793 0.234016 0.072 Uiso 1 1 calc R . . . .
C7 C 0.5363(2) 0.82997(16) 0.45093(10) 0.0633(5) Uani 1 1 d . . . . .
H7 H 0.479759 0.883745 0.470255 0.076 Uiso 1 1 calc R . . . .
C18 C 0.2000(2) 0.3733(2) 0.32967(10) 0.0687(5) Uani 1 1 d . . . . .
H18 H 0.152592 0.426984 0.353324 0.082 Uiso 1 1 calc R . . . .
C17 C 0.1204(2) 0.2771(2) 0.30406(11) 0.0705(5) Uani 1 1 d . . . . .
H17 H 0.019698 0.264683 0.310899 0.085 Uiso 1 1 calc R . . . .
C16 C 0.1888(2) 0.19928(19) 0.26847(12) 0.0751(6) Uani 1 1 d . . . . .
H16 H 0.134108 0.134067 0.250767 0.090 Uiso 1 1 calc R . . . .
C23 C 0.8964(3) 0.09819(19) 0.56782(11) 0.0797(6) Uani 1 1 d . . . . .
H23A H 0.854102 0.142124 0.601345 0.096 Uiso 1 1 calc R . . . .
H23B H 1.007635 0.112981 0.575165 0.096 Uiso 1 1 calc R . . . .
C28 C 0.5342(3) 0.96675(18) 0.35178(13) 0.0840(7) Uani 1 1 d . . . . .
H28A H 0.606590 0.984033 0.322749 0.126 Uiso 1 1 calc GR . . . .
H28B H 0.537017 1.026415 0.385368 0.126 Uiso 1 1 calc GR . . . .
H28C H 0.430685 0.961047 0.323920 0.126 Uiso 1 1 calc GR . . . .
C24 C 0.8680(3) -0.0254(2) 0.57635(14) 0.0931(8) Uani 1 1 d . . . . .
H24A H 0.911068 -0.068218 0.543264 0.140 Uiso 1 1 calc GR . . . .
H24B H 0.757702 -0.039211 0.569014 0.140 Uiso 1 1 calc GR . . . .
H24C H 0.916999 -0.048834 0.622303 0.140 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
S4 C3 1.8281(15) . ?
S4 C5 1.7572(17) . ?
O27 H27 0.8200 . ?
O27 C11 1.4157(17) . ?
O26 C12 1.2052(18) . ?
O22 C21 1.337(2) . ?
O22 C23 1.463(2) . ?
N1 C12 1.381(2) . ?
N1 C2 1.3904(18) . ?
N1 C13 1.4594(19) . ?
O25 C21 1.211(2) . ?
C11 C12 1.530(2) . ?
C11 C10 1.509(2) . ?
C11 C3 1.546(2) . ?
C10 C5 1.388(2) . ?
C10 C9 1.384(2) . ?
C2 C3 1.506(2) . ?
C2 C20 1.336(2) . ?
C3 H3 0.9800 . ?
C14 C13 1.513(2) . ?
C14 C19 1.383(2) . ?
C14 C15 1.381(2) . ?
C5 C6 1.386(2) . ?
C21 C20 1.456(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.391(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C20 H20 0.9300 . ?
C8 C7 1.393(3) . ?
C8 C28 1.503(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.391(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.381(3) . ?
C7 H7 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.365(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.362(3) . ?
C16 H16 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.483(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C5 S4 C3 92.63(7) . . ?
C11 O27 H27 109.5 . . ?
C21 O22 C23 115.53(15) . . ?
C12 N1 C2 114.16(12) . . ?
C12 N1 C13 121.75(12) . . ?
C2 N1 C13 124.08(13) . . ?
O27 C11 C12 105.30(11) . . ?
O27 C11 C10 113.54(12) . . ?
O27 C11 C3 113.88(12) . . ?
C12 C11 C3 103.52(12) . . ?
C10 C11 C12 111.45(12) . . ?
C10 C11 C3 108.69(11) . . ?
O26 C12 N1 124.96(15) . . ?
O26 C12 C11 126.68(15) . . ?
N1 C12 C11 108.36(12) . . ?
C5 C10 C11 114.74(14) . . ?
C9 C10 C11 125.26(13) . . ?
C9 C10 C5 119.98(14) . . ?
N1 C2 C3 107.39(12) . . ?
C20 C2 N1 124.52(14) . . ?
C20 C2 C3 128.09(14) . . ?
S4 C3 H3 110.2 . . ?
C11 C3 S4 109.40(10) . . ?
C11 C3 H3 110.2 . . ?
C2 C3 S4 110.58(10) . . ?
C2 C3 C11 106.24(12) . . ?
C2 C3 H3 110.2 . . ?
C19 C14 C13 122.41(15) . . ?
C15 C14 C13 118.74(14) . . ?
C15 C14 C19 118.80(16) . . ?
C10 C5 S4 114.53(12) . . ?
C6 C5 S4 125.04(13) . . ?
C6 C5 C10 120.41(16) . . ?
O22 C21 C20 112.58(15) . . ?
O25 C21 O22 122.28(15) . . ?
O25 C21 C20 125.14(15) . . ?
C10 C9 H9 119.5 . . ?
C10 C9 C8 120.90(15) . . ?
C8 C9 H9 119.5 . . ?
N1 C13 C14 113.24(12) . . ?
N1 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C2 C20 C21 121.20(15) . . ?
C2 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C9 C8 C7 117.70(17) . . ?
C9 C8 C28 120.92(17) . . ?
C7 C8 C28 121.38(17) . . ?
C14 C19 H19 120.0 . . ?
C14 C19 C18 120.00(17) . . ?
C18 C19 H19 120.0 . . ?
C5 C6 H6 120.7 . . ?
C7 C6 C5 118.60(16) . . ?
C7 C6 H6 120.7 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.42(17) . . ?
C16 C15 H15 119.8 . . ?
C8 C7 H7 118.8 . . ?
C6 C7 C8 122.40(17) . . ?
C6 C7 H7 118.8 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.37(18) . . ?
C17 C18 H18 119.8 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.85(18) . . ?
C16 C17 H17 120.1 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.55(19) . . ?
C17 C16 H16 119.7 . . ?
O22 C23 H23A 110.1 . . ?
O22 C23 H23B 110.1 . . ?
O22 C23 C24 108.10(19) . . ?
H23A C23 H23B 108.4 . . ?
C24 C23 H23A 110.1 . . ?
C24 C23 H23B 110.1 . . ?
C8 C28 H28A 109.5 . . ?
C8 C28 H28B 109.5 . . ?
C8 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
S4 C5 C6 C7 177.77(15) . . . . ?
O27 C11 C12 O26 -58.88(19) . . . . ?
O27 C11 C12 N1 120.94(13) . . . . ?
O27 C11 C10 C5 -129.07(14) . . . . ?
O27 C11 C10 C9 49.3(2) . . . . ?
O27 C11 C3 S4 129.10(11) . . . . ?
O27 C11 C3 C2 -111.52(13) . . . . ?
O22 C21 C20 C2 176.86(15) . . . . ?
N1 C2 C3 S4 113.73(11) . . . . ?
N1 C2 C3 C11 -4.88(15) . . . . ?
N1 C2 C20 C21 179.37(14) . . . . ?
O25 C21 C20 C2 -2.6(3) . . . . ?
C11 C10 C5 S4 0.42(18) . . . . ?
C11 C10 C5 C6 178.81(15) . . . . ?
C11 C10 C9 C8 -178.14(15) . . . . ?
C12 N1 C2 C3 6.04(16) . . . . ?
C12 N1 C2 C20 -174.11(14) . . . . ?
C12 N1 C13 C14 -101.96(16) . . . . ?
C12 C11 C10 C5 112.23(15) . . . . ?
C12 C11 C10 C9 -69.38(19) . . . . ?
C12 C11 C3 S4 -117.13(11) . . . . ?
C12 C11 C3 C2 2.26(14) . . . . ?
C10 C11 C12 O26 64.64(19) . . . . ?
C10 C11 C12 N1 -115.54(14) . . . . ?
C10 C11 C3 S4 1.45(14) . . . . ?
C10 C11 C3 C2 120.84(13) . . . . ?
C10 C5 C6 C7 -0.4(3) . . . . ?
C10 C9 C8 C7 -0.5(3) . . . . ?
C10 C9 C8 C28 179.92(18) . . . . ?
C2 N1 C12 O26 175.27(14) . . . . ?
C2 N1 C12 C11 -4.55(16) . . . . ?
C2 N1 C13 C14 76.71(18) . . . . ?
C3 S4 C5 C10 0.42(13) . . . . ?
C3 S4 C5 C6 -177.88(16) . . . . ?
C3 C11 C12 O26 -178.71(15) . . . . ?
C3 C11 C12 N1 1.11(15) . . . . ?
C3 C11 C10 C5 -1.23(18) . . . . ?
C3 C11 C10 C9 177.16(15) . . . . ?
C3 C2 C20 C21 -0.8(3) . . . . ?
C14 C19 C18 C17 1.0(3) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C5 S4 C3 C11 -1.09(11) . . . . ?
C5 S4 C3 C2 -117.77(11) . . . . ?
C5 C10 C9 C8 0.2(3) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C21 O22 C23 C24 -179.33(19) . . . . ?
C9 C10 C5 S4 -178.06(12) . . . . ?
C9 C10 C5 C6 0.3(2) . . . . ?
C9 C8 C7 C6 0.4(3) . . . . ?
C13 N1 C12 O26 -5.9(2) . . . . ?
C13 N1 C12 C11 174.24(12) . . . . ?
C13 N1 C2 C3 -172.73(12) . . . . ?
C13 N1 C2 C20 7.1(2) . . . . ?
C13 C14 C19 C18 177.08(16) . . . . ?
C13 C14 C15 C16 -177.71(17) . . . . ?
C20 C2 C3 S4 -66.12(19) . . . . ?
C20 C2 C3 C11 175.27(15) . . . . ?
C19 C14 C13 N1 24.7(2) . . . . ?
C19 C14 C15 C16 -0.2(3) . . . . ?
C19 C18 C17 C16 -1.0(3) . . . . ?
C15 C14 C13 N1 -157.79(15) . . . . ?
C15 C14 C19 C18 -0.4(3) . . . . ?
C18 C17 C16 C15 0.5(3) . . . . ?
C23 O22 C21 O25 0.0(3) . . . . ?
C23 O22 C21 C20 -179.53(16) . . . . ?
C28 C8 C7 C6 180.0(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 3.129
_oxdiff_exptl_absorpt_empirical_full_min 0.617
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2006432'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2020-01-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H23 N O5 S, C H2 Cl2'
_chemical_formula_sum            'C23 H25 Cl2 N O5 S'
_chemical_formula_weight         498.40
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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                   13.9122(10)
_cell_length_b                   12.1203(9)
_cell_length_c                   14.5292(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.724(8)
_cell_angle_gamma                90
_cell_volume                     2380.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3138
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5290
_cell_measurement_theta_min      2.9340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8406
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         3.014
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00 110.00   1.00   22.51    --   30.00  54.00-180.00  183
  2  ω    -50.00  -5.00   1.00   22.51    --   30.00  54.00   0.00   45
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0292641000
_diffrn_orient_matrix_UB_12      0.0465645000
_diffrn_orient_matrix_UB_13      0.0183185000
_diffrn_orient_matrix_UB_21      -0.0425599000
_diffrn_orient_matrix_UB_22      0.0340830000
_diffrn_orient_matrix_UB_23      -0.0122065000
_diffrn_orient_matrix_UB_31      -0.0095048000
_diffrn_orient_matrix_UB_32      -0.0097608000
_diffrn_orient_matrix_UB_33      0.0451401000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3092
_reflns_number_total             4172
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.035
_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)+(0.0592P)²+0.5619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1263
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00I(H00I)
2.b Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00B), C00F(H00C,H00D), C00S(H00E,H00F), C00V(H00V,H00W)
2.c Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00U(H00U)
2.d Idealised Me refined as rotating group:
 C00T(H00G,H00J,H00K), C00W(H00M,H00S,H00T)
2.e Idealised tetrahedral OH refined as rotating group:
 O00(H00), O1(H1)
;
_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 0.58834(5) 0.39539(5) 0.56868(5) 0.0481(2) Uani 1 1 d . . . . .
Cl00 Cl 0.08837(8) 0.77392(11) 0.62372(9) 0.1152(4) Uani 1 1 d . . . . .
Cl1 Cl 0.25936(10) 0.63515(9) 0.65424(9) 0.1185(4) Uani 1 1 d . . . . .
O00 O 0.46721(10) 0.15510(13) 0.46677(9) 0.0360(4) Uani 1 1 d . . . . .
H00 H 0.495794 0.102321 0.450031 0.054 Uiso 1 1 calc GR . . . .
O005 O 0.47518(11) 0.01568(13) 0.63275(10) 0.0372(4) Uani 1 1 d . . . . .
O1 O 0.55040(10) 0.33408(14) 0.75226(11) 0.0422(4) Uani 1 1 d . . . . .
H1 H 0.536237 0.388396 0.780005 0.063 Uiso 1 1 calc GR . . . .
O007 O 0.20481(11) 0.37812(15) 0.65160(13) 0.0543(5) Uani 1 1 d . . . . .
O008 O 0.27188(12) 0.27792(17) 0.55430(12) 0.0571(5) Uani 1 1 d . . . . .
N009 N 0.45249(12) 0.18391(14) 0.69524(11) 0.0303(4) Uani 1 1 d . . . . .
C00A C 0.47948(14) 0.11715(19) 0.63279(13) 0.0297(5) Uani 1 1 d . . . . .
C00B C 0.46773(15) 0.30154(18) 0.68184(14) 0.0316(5) Uani 1 1 d . . . . .
C00C C 0.51665(14) 0.18645(18) 0.56032(13) 0.0294(5) Uani 1 1 d . . . . .
C00D C 0.62858(15) 0.18173(19) 0.57668(14) 0.0340(5) Uani 1 1 d . . . . .
C00E C 0.42413(16) 0.1426(2) 0.78054(14) 0.0361(5) Uani 1 1 d . . . . .
H00A H 0.450717 0.192011 0.832916 0.043 Uiso 1 1 calc R . . . .
H00B H 0.454111 0.070750 0.796607 0.043 Uiso 1 1 calc R . . . .
C00F C 0.37715(15) 0.36934(19) 0.68901(16) 0.0379(5) Uani 1 1 d . . . . .
H00C H 0.369856 0.365153 0.753678 0.046 Uiso 1 1 calc R . . . .
H00D H 0.389474 0.445928 0.676199 0.046 Uiso 1 1 calc R . . . .
C00G C 0.31402(16) 0.13261(19) 0.76957(15) 0.0375(5) Uani 1 1 d . . . . .
C00H C 0.68469(16) 0.0869(2) 0.58045(15) 0.0390(5) Uani 1 1 d . . . . .
H00H H 0.654196 0.018179 0.574958 0.047 Uiso 1 1 calc R . . . .
C00I C 0.48871(15) 0.30432(17) 0.58044(15) 0.0325(5) Uani 1 1 d . . . . .
H00I H 0.428091 0.325422 0.534102 0.039 Uiso 1 1 calc R . . . .
C00J C 0.28043(16) 0.3347(2) 0.62327(17) 0.0404(5) Uani 1 1 d . . . . .
C00K C 0.78713(17) 0.0943(2) 0.59251(17) 0.0492(6) Uani 1 1 d . . . . .
C00L C 0.26948(18) 0.1819(2) 0.83479(17) 0.0505(7) Uani 1 1 d . . . . .
H00L H 0.307936 0.222597 0.884363 0.061 Uiso 1 1 calc R . . . .
C00M C 0.67278(17) 0.2846(2) 0.58396(16) 0.0418(6) Uani 1 1 d . . . . .
C00N C 0.82985(18) 0.1977(3) 0.60230(19) 0.0581(8) Uani 1 1 d . . . . .
H00N H 0.898163 0.203341 0.611756 0.070 Uiso 1 1 calc R . . . .
C00O C 0.1545(2) 0.0628(3) 0.6897(2) 0.0714(9) Uani 1 1 d . . . . .
H00O H 0.115462 0.022701 0.640049 0.086 Uiso 1 1 calc R . . . .
C00P C 0.77483(19) 0.2927(2) 0.5985(2) 0.0554(7) Uani 1 1 d . . . . .
H00P H 0.805573 0.361372 0.605663 0.066 Uiso 1 1 calc R . . . .
C00Q C 0.1691(2) 0.1720(3) 0.8277(2) 0.0643(8) Uani 1 1 d . . . . .
H00Q H 0.140556 0.206047 0.872005 0.077 Uiso 1 1 calc R . . . .
C00R C 0.1118(2) 0.1120(3) 0.7554(2) 0.0693(9) Uani 1 1 d . . . . .
H00R H 0.044253 0.104525 0.750724 0.083 Uiso 1 1 calc R . . . .
C00S C 0.10747(18) 0.3595(3) 0.5884(2) 0.0713(9) Uani 1 1 d . . . . .
H00E H 0.106690 0.386423 0.525324 0.086 Uiso 1 1 calc R . . . .
H00F H 0.092514 0.281270 0.584223 0.086 Uiso 1 1 calc R . . . .
C00T C 0.8476(2) -0.0095(3) 0.5954(2) 0.0750(9) Uani 1 1 d . . . . .
H00G H 0.852500 -0.046365 0.654832 0.112 Uiso 1 1 calc GR . . . .
H00J H 0.912698 0.009196 0.588768 0.112 Uiso 1 1 calc GR . . . .
H00K H 0.816184 -0.057374 0.544521 0.112 Uiso 1 1 calc GR . . . .
C00U C 0.25548(19) 0.0724(2) 0.69664(19) 0.0539(7) Uani 1 1 d . . . . .
H00U H 0.283746 0.038176 0.652152 0.065 Uiso 1 1 calc R . . . .
C00V C 0.2177(3) 0.7684(3) 0.6489(2) 0.0747(9) Uani 1 1 d . . . . .
H00V H 0.240876 0.807913 0.600270 0.090 Uiso 1 1 calc R . . . .
H00W H 0.244777 0.804588 0.709069 0.090 Uiso 1 1 calc R . . . .
C00W C 0.0342(2) 0.4183(3) 0.6265(3) 0.0946(12) Uani 1 1 d . . . . .
H00M H -0.029666 0.411070 0.583665 0.142 Uiso 1 1 calc GR . . . .
H00S H 0.051804 0.494896 0.633939 0.142 Uiso 1 1 calc GR . . . .
H00T H 0.032163 0.387586 0.686877 0.142 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
S001 C00I 1.811(2) . ?
S001 C00M 1.763(3) . ?
Cl00 C00V 1.751(4) . ?
Cl1 C00V 1.711(3) . ?
O00 C00C 1.422(2) . ?
O005 C00A 1.231(3) . ?
O1 C00B 1.402(2) . ?
O007 C00J 1.326(3) . ?
O007 C00S 1.462(3) . ?
O008 C00J 1.198(3) . ?
N009 C00A 1.334(3) . ?
N009 C00B 1.461(3) . ?
N009 C00E 1.475(3) . ?
C00A C00C 1.530(3) . ?
C00B C00F 1.529(3) . ?
C00B C00I 1.569(3) . ?
C00C C00D 1.520(3) . ?
C00C C00I 1.527(3) . ?
C00D C00H 1.383(3) . ?
C00D C00M 1.383(3) . ?
C00E C00G 1.507(3) . ?
C00F C00J 1.513(3) . ?
C00G C00L 1.385(3) . ?
C00G C00U 1.382(3) . ?
C00H C00K 1.397(3) . ?
C00K C00N 1.379(4) . ?
C00K C00T 1.509(4) . ?
C00L C00Q 1.380(4) . ?
C00M C00P 1.388(3) . ?
C00N C00P 1.377(4) . ?
C00O C00R 1.375(4) . ?
C00O C00U 1.389(4) . ?
C00Q C00R 1.368(4) . ?
C00S C00W 1.456(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00M S001 C00I 91.48(10) . . ?
C00J O007 C00S 115.4(2) . . ?
C00A N009 C00B 115.33(17) . . ?
C00A N009 C00E 122.70(18) . . ?
C00B N009 C00E 121.30(17) . . ?
O005 C00A N009 125.77(19) . . ?
O005 C00A C00C 124.92(17) . . ?
N009 C00A C00C 109.31(18) . . ?
O1 C00B N009 107.28(17) . . ?
O1 C00B C00F 110.22(16) . . ?
O1 C00B C00I 112.09(17) . . ?
N009 C00B C00F 111.55(17) . . ?
N009 C00B C00I 102.20(16) . . ?
C00F C00B C00I 113.11(17) . . ?
O00 C00C C00A 110.21(16) . . ?
O00 C00C C00D 112.64(16) . . ?
O00 C00C C00I 110.22(16) . . ?
C00D C00C C00A 111.89(16) . . ?
C00D C00C C00I 107.65(17) . . ?
C00I C00C C00A 103.83(15) . . ?
C00H C00D C00C 125.8(2) . . ?
C00H C00D C00M 120.6(2) . . ?
C00M C00D C00C 113.50(19) . . ?
N009 C00E C00G 113.98(17) . . ?
C00J C00F C00B 115.60(18) . . ?
C00L C00G C00E 120.1(2) . . ?
C00U C00G C00E 121.5(2) . . ?
C00U C00G C00L 118.3(2) . . ?
C00D C00H C00K 120.1(2) . . ?
C00B C00I S001 114.75(14) . . ?
C00C C00I S001 108.47(14) . . ?
C00C C00I C00B 105.79(16) . . ?
O007 C00J C00F 110.3(2) . . ?
O008 C00J O007 124.0(2) . . ?
O008 C00J C00F 125.7(2) . . ?
C00H C00K C00T 119.7(3) . . ?
C00N C00K C00H 118.2(2) . . ?
C00N C00K C00T 122.0(2) . . ?
C00Q C00L C00G 121.3(3) . . ?
C00D C00M S001 113.96(17) . . ?
C00D C00M C00P 119.7(2) . . ?
C00P C00M S001 126.3(2) . . ?
C00P C00N C00K 122.3(2) . . ?
C00R C00O C00U 120.6(3) . . ?
C00N C00P C00M 119.0(2) . . ?
C00R C00Q C00L 120.0(3) . . ?
C00Q C00R C00O 119.6(3) . . ?
C00W C00S O007 108.3(3) . . ?
C00G C00U C00O 120.1(3) . . ?
Cl1 C00V Cl00 111.43(19) . . ?

_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 1.657
_oxdiff_exptl_absorpt_empirical_full_min 0.659
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2006428'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-06-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 N O4 S, C H2 Cl2'
_chemical_formula_sum            'C24 H25 Cl2 N O4 S'
_chemical_formula_weight         494.41
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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      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                   10.7314(18)
_cell_length_b                   10.990(2)
_cell_length_c                   12.275(3)
_cell_angle_alpha                71.712(17)
_cell_angle_beta                 69.196(17)
_cell_angle_gamma                68.460(16)
_cell_volume                     1230.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1381
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7340
_cell_measurement_theta_min      3.2250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.851
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10410
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.959
_diffrn_reflns_theta_min         3.003
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.851
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  17.00   1.00    1.00    --   30.00  54.00-180.00   27
  2  ω     89.00 114.00   1.00    1.00    --   30.00  54.00-180.00   25
  3  ω    -69.00  33.00   1.00    1.00    --   30.00  54.00  30.00  102
  4  ω    -64.00 119.00   1.00    1.00    --   30.00  54.00 -90.00  183
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0132271000
_diffrn_orient_matrix_UB_12      0.0258160000
_diffrn_orient_matrix_UB_13      0.0504945000
_diffrn_orient_matrix_UB_21      0.0683305000
_diffrn_orient_matrix_UB_22      -0.0368955000
_diffrn_orient_matrix_UB_23      0.0048311000
_diffrn_orient_matrix_UB_31      0.0246517000
_diffrn_orient_matrix_UB_32      0.0548718000
_diffrn_orient_matrix_UB_33      -0.0377613000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3863
_reflns_number_total             7860
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         7860
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1394
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.017
_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)+(0.0867P)²+0.3306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.2251
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00E(H00E)
2.b Secondary CH2 refined with riding coordinates:
 C00G(H00A,H00B), C00O(H00C,H00D), C00U(H00W,H00X), C00V(H00M,H00O)
2.c Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00H(H00H), C00K(H00K), C00L(H00L), C00N(H00N), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S)
2.d Idealised Me refined as rotating group:
 C00T(H00G,H00I,H00J), C00W(H00T,H00U,H00V)
2.e Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_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 0.49338(7) 0.39361(7) 0.85636(7) 0.0500(2) Uani 1 1 d . . . . .
Cl02 Cl 1.05673(13) 0.80005(12) 0.59129(12) 0.1013(4) Uani 1 1 d . . . . .
Cl03 Cl 1.19411(16) 0.52724(14) 0.68690(15) 0.1254(5) Uani 1 1 d . . . . .
O004 O 0.7714(2) 0.56758(18) 0.81255(17) 0.0461(4) Uani 1 1 d . . . . .
H004 H 0.772244 0.523768 0.880182 0.069 Uiso 1 1 calc GR . . . .
O005 O 0.8034(2) 0.6199(2) 0.55614(17) 0.0537(5) Uani 1 1 d . . . . .
O006 O 0.2573(2) 0.6052(2) 0.96604(18) 0.0648(6) Uani 1 1 d . . . . .
N007 N 0.5676(2) 0.6881(2) 0.64021(18) 0.0415(5) Uani 1 1 d . . . . .
O008 O 0.1100(2) 0.7895(3) 0.8892(2) 0.0834(8) Uani 1 1 d . . . . .
C009 C 0.7626(3) 0.3753(2) 0.7590(2) 0.0365(5) Uani 1 1 d . . . . .
C00A C 0.6997(3) 0.5197(2) 0.7639(2) 0.0359(5) Uani 1 1 d . . . . .
C00B C 0.6673(3) 0.3001(2) 0.8057(2) 0.0402(5) Uani 1 1 d . . . . .
C00C C 0.4688(3) 0.6612(2) 0.7481(2) 0.0387(5) Uani 1 1 d . . . . .
C00D C 0.7016(3) 0.6121(2) 0.6400(2) 0.0399(5) Uani 1 1 d . . . . .
C00E C 0.5421(3) 0.5455(2) 0.8298(2) 0.0388(5) Uani 1 1 d . . . . .
H00E H 0.522911 0.569749 0.905700 0.047 Uiso 1 1 calc R . . . .
C00F C 0.7131(3) 0.1646(3) 0.8107(2) 0.0459(6) Uani 1 1 d . . . . .
H00F H 0.650573 0.113922 0.841913 0.055 Uiso 1 1 calc R . . . .
C00G C 0.5387(3) 0.7973(3) 0.5396(2) 0.0445(6) Uani 1 1 d . . . . .
H00A H 0.623186 0.822771 0.494267 0.053 Uiso 1 1 calc R . . . .
H00B H 0.469815 0.874028 0.570063 0.053 Uiso 1 1 calc R . . . .
C00H C 0.9028(3) 0.3146(3) 0.7169(2) 0.0442(6) Uani 1 1 d . . . . .
H00H H 0.965306 0.365245 0.686279 0.053 Uiso 1 1 calc R . . . .
C00I C 0.4738(3) 0.8783(3) 0.3495(2) 0.0454(6) Uani 1 1 d . . . . .
C00J C 0.9508(3) 0.1775(3) 0.7202(3) 0.0484(6) Uani 1 1 d . . . . .
C00K C 0.3341(3) 0.7300(3) 0.7714(2) 0.0475(6) Uani 1 1 d . . . . .
H00K H 0.303192 0.800868 0.712653 0.057 Uiso 1 1 calc R . . . .
C00L C 0.8539(3) 0.1050(3) 0.7684(3) 0.0510(7) Uani 1 1 d . . . . .
H00L H 0.885113 0.013193 0.772278 0.061 Uiso 1 1 calc R . . . .
C00M C 0.2339(3) 0.6994(3) 0.8842(3) 0.0520(7) Uani 1 1 d . . . . .
C00N C 0.3585(3) 0.9882(3) 0.3546(3) 0.0518(7) Uani 1 1 d . . . . .
H00N H 0.283982 0.989681 0.422837 0.062 Uiso 1 1 calc R . . . .
C00O C 0.4855(3) 0.7630(3) 0.4557(2) 0.0516(7) Uani 1 1 d . . . . .
H00C H 0.549450 0.682078 0.429440 0.062 Uiso 1 1 calc R . . . .
H00D H 0.395205 0.747792 0.497130 0.062 Uiso 1 1 calc R . . . .
C00P C 0.5821(3) 0.8796(4) 0.2459(3) 0.0618(8) Uani 1 1 d . . . . .
H00P H 0.660845 0.806015 0.240255 0.074 Uiso 1 1 calc R . . . .
C00Q C 0.3519(4) 1.0970(3) 0.2589(3) 0.0631(9) Uani 1 1 d . . . . .
H00Q H 0.273489 1.170978 0.264019 0.076 Uiso 1 1 calc R . . . .
C00R C 0.4597(5) 1.0962(4) 0.1573(3) 0.0724(10) Uani 1 1 d . . . . .
H00R H 0.454132 1.168816 0.093154 0.087 Uiso 1 1 calc R . . . .
C00S C 0.5757(4) 0.9882(4) 0.1504(3) 0.0744(10) Uani 1 1 d . . . . .
H00S H 0.649955 0.987594 0.081938 0.089 Uiso 1 1 calc R . . . .
C00T C 1.1031(3) 0.1107(3) 0.6746(4) 0.0732(10) Uani 1 1 d . . . . .
H00G H 1.147483 0.175636 0.618157 0.110 Uiso 1 1 calc GR . . . .
H00I H 1.114775 0.041625 0.636576 0.110 Uiso 1 1 calc GR . . . .
H00J H 1.144358 0.072127 0.740035 0.110 Uiso 1 1 calc GR . . . .
C00U C 1.0798(5) 0.6313(4) 0.6048(5) 0.0954(14) Uani 1 1 d . . . . .
H00W H 0.990385 0.613165 0.642333 0.115 Uiso 1 1 calc R . . . .
H00X H 1.113994 0.611705 0.525818 0.115 Uiso 1 1 calc R . . . .
C00V C -0.0061(4) 0.7695(6) 0.9956(4) 0.1112(19) Uani 1 1 d . . . . .
H00M H 0.030595 0.710699 1.061671 0.133 Uiso 1 1 calc R . . . .
H00O H -0.061339 0.854733 1.017782 0.133 Uiso 1 1 calc R . . . .
C00W C -0.0948(6) 0.7108(6) 0.9728(5) 0.132(2) Uani 1 1 d . . . . .
H00T H -0.119556 0.761488 0.900266 0.197 Uiso 1 1 calc GR . . . .
H00U H -0.177752 0.712610 1.037822 0.197 Uiso 1 1 calc GR . . . .
H00V H -0.045209 0.619905 0.965396 0.197 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
S001 C00B 1.759(3) . ?
S001 C00E 1.829(3) . ?
Cl02 C00U 1.740(4) . ?
Cl03 C00U 1.719(4) . ?
O004 H004 0.8200 . ?
O004 C00A 1.430(3) . ?
O005 C00D 1.215(3) . ?
O006 C00M 1.216(3) . ?
N007 C00C 1.397(3) . ?
N007 C00D 1.372(3) . ?
N007 C00G 1.460(3) . ?
O008 C00M 1.328(3) . ?
O008 C00V 1.474(5) . ?
C009 C00A 1.491(3) . ?
C009 C00B 1.401(3) . ?
C009 C00H 1.379(4) . ?
C00A C00D 1.539(3) . ?
C00A C00E 1.554(4) . ?
C00B C00F 1.376(4) . ?
C00C C00E 1.506(3) . ?
C00C C00K 1.335(4) . ?
C00E H00E 0.9800 . ?
C00F H00F 0.9300 . ?
C00F C00L 1.382(4) . ?
C00G H00A 0.9700 . ?
C00G H00B 0.9700 . ?
C00G C00O 1.532(4) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.394(4) . ?
C00I C00N 1.375(4) . ?
C00I C00O 1.511(4) . ?
C00I C00P 1.385(4) . ?
C00J C00L 1.394(4) . ?
C00J C00T 1.500(4) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.450(4) . ?
C00L H00L 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.389(4) . ?
C00O H00C 0.9700 . ?
C00O H00D 0.9700 . ?
C00P H00P 0.9300 . ?
C00P C00S 1.386(5) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.367(5) . ?
C00R H00R 0.9300 . ?
C00R C00S 1.367(6) . ?
C00S H00S 0.9300 . ?
C00T H00G 0.9600 . ?
C00T H00I 0.9600 . ?
C00T H00J 0.9600 . ?
C00U H00W 0.9700 . ?
C00U H00X 0.9700 . ?
C00V H00M 0.9700 . ?
C00V H00O 0.9700 . ?
C00V C00W 1.467(7) . ?
C00W H00T 0.9600 . ?
C00W H00U 0.9600 . ?
C00W H00V 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
C00B S001 C00E 92.52(12) . . ?
C00A O004 H004 109.5 . . ?
C00C N007 C00G 124.7(2) . . ?
C00D N007 C00C 114.1(2) . . ?
C00D N007 C00G 120.8(2) . . ?
C00M O008 C00V 118.4(3) . . ?
C00B C009 C00A 114.5(2) . . ?
C00H C009 C00A 124.9(2) . . ?
C00H C009 C00B 120.5(2) . . ?
O004 C00A C009 113.5(2) . . ?
O004 C00A C00D 104.20(18) . . ?
O004 C00A C00E 112.9(2) . . ?
C009 C00A C00D 112.9(2) . . ?
C009 C00A C00E 109.23(19) . . ?
C00D C00A C00E 103.61(19) . . ?
C009 C00B S001 114.32(19) . . ?
C00F C00B S001 125.6(2) . . ?
C00F C00B C009 120.1(2) . . ?
N007 C00C C00E 108.0(2) . . ?
C00K C00C N007 124.3(2) . . ?
C00K C00C C00E 127.7(2) . . ?
O005 C00D N007 125.0(2) . . ?
O005 C00D C00A 126.7(2) . . ?
N007 C00D C00A 108.4(2) . . ?
S001 C00E H00E 110.1 . . ?
C00A C00E S001 108.80(16) . . ?
C00A C00E H00E 110.1 . . ?
C00C C00E S001 112.35(17) . . ?
C00C C00E C00A 105.35(19) . . ?
C00C C00E H00E 110.1 . . ?
C00B C00F H00F 120.6 . . ?
C00B C00F C00L 118.8(2) . . ?
C00L C00F H00F 120.6 . . ?
N007 C00G H00A 108.7 . . ?
N007 C00G H00B 108.7 . . ?
N007 C00G C00O 114.0(2) . . ?
H00A C00G H00B 107.6 . . ?
C00O C00G H00A 108.7 . . ?
C00O C00G H00B 108.7 . . ?
C009 C00H H00H 120.0 . . ?
C009 C00H C00J 120.1(2) . . ?
C00J C00H H00H 120.0 . . ?
C00N C00I C00O 121.1(3) . . ?
C00N C00I C00P 117.8(3) . . ?
C00P C00I C00O 121.0(3) . . ?
C00H C00J C00T 120.4(3) . . ?
C00L C00J C00H 118.2(3) . . ?
C00L C00J C00T 121.4(3) . . ?
C00C C00K H00K 118.5 . . ?
C00C C00K C00M 123.0(2) . . ?
C00M C00K H00K 118.5 . . ?
C00F C00L C00J 122.3(3) . . ?
C00F C00L H00L 118.8 . . ?
C00J C00L H00L 118.8 . . ?
O006 C00M O008 122.9(3) . . ?
O006 C00M C00K 125.7(3) . . ?
O008 C00M C00K 111.4(3) . . ?
C00I C00N H00N 119.6 . . ?
C00I C00N C00Q 120.8(3) . . ?
C00Q C00N H00N 119.6 . . ?
C00G C00O H00C 109.9 . . ?
C00G C00O H00D 109.9 . . ?
C00I C00O C00G 108.7(2) . . ?
C00I C00O H00C 109.9 . . ?
C00I C00O H00D 109.9 . . ?
H00C C00O H00D 108.3 . . ?
C00I C00P H00P 119.3 . . ?
C00I C00P C00S 121.5(3) . . ?
C00S C00P H00P 119.3 . . ?
C00N C00Q H00Q 119.7 . . ?
C00R C00Q C00N 120.5(3) . . ?
C00R C00Q H00Q 119.7 . . ?
C00Q C00R H00R 120.1 . . ?
C00Q C00R C00S 119.8(3) . . ?
C00S C00R H00R 120.1 . . ?
C00P C00S H00S 120.2 . . ?
C00R C00S C00P 119.7(3) . . ?
C00R C00S H00S 120.2 . . ?
C00J C00T H00G 109.5 . . ?
C00J C00T H00I 109.5 . . ?
C00J C00T H00J 109.5 . . ?
H00G C00T H00I 109.5 . . ?
H00G C00T H00J 109.5 . . ?
H00I C00T H00J 109.5 . . ?
Cl02 C00U H00W 109.0 . . ?
Cl02 C00U H00X 109.0 . . ?
Cl03 C00U Cl02 113.0(2) . . ?
Cl03 C00U H00W 109.0 . . ?
Cl03 C00U H00X 109.0 . . ?
H00W C00U H00X 107.8 . . ?
O008 C00V H00M 109.5 . . ?
O008 C00V H00O 109.5 . . ?
H00M C00V H00O 108.0 . . ?
C00W C00V O008 110.9(4) . . ?
C00W C00V H00M 109.5 . . ?
C00W C00V H00O 109.5 . . ?
C00V C00W H00T 109.5 . . ?
C00V C00W H00U 109.5 . . ?
C00V C00W H00V 109.5 . . ?
H00T C00W H00U 109.5 . . ?
H00T C00W H00V 109.5 . . ?
H00U C00W H00V 109.5 . . ?

_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 1.734
_oxdiff_exptl_absorpt_empirical_full_min 0.665
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2006434'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-11-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H21 N O6 S'
_chemical_formula_sum            'C22 H21 N O6 S'
_chemical_formula_weight         427.46
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.5153(10)
_cell_length_b                   17.8775(17)
_cell_length_c                   24.2427(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4123.9(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2743
_cell_measurement_temperature    296
_cell_measurement_theta_max      31.7670
_cell_measurement_theta_min      2.8160
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61295
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
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    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11227
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_temperature      296
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_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    -30.00 117.00   1.00   65.00    --   30.00  54.00-150.00  147
  2  ω      1.00  40.00   1.00   65.00    --   30.00  54.00 -90.00   39
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0382081000
_diffrn_orient_matrix_UB_12      0.0091141000
_diffrn_orient_matrix_UB_13      0.0242174000
_diffrn_orient_matrix_UB_21      0.0026339000
_diffrn_orient_matrix_UB_22      -0.0384219000
_diffrn_orient_matrix_UB_23      0.0072117000
_diffrn_orient_matrix_UB_31      0.0639088000
_diffrn_orient_matrix_UB_32      -0.0038996000
_diffrn_orient_matrix_UB_33      -0.0147717000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2271
_reflns_number_total             3620
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3620
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.026
_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)+(0.0618P)²+1.9496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1584
_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, All O(H) groups
2. Restrained distances
 C14-C13
 1.4 with sigma of 0.002
3.a Ternary CH refined with riding coordinates:
 C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C5(H5), C17(H17), C4(H4), C2(H2), C21(H21), C19(H19), C20(H20),
 C18(H18)
3.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C14(H14A,H14B,H14C)
3.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_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 0.31061(8) 0.43347(4) 0.44306(3) 0.0546(3) Uani 1 1 d . . . . .
O2 O 0.3070(2) 0.36323(11) 0.41448(10) 0.0651(6) Uani 1 1 d . . . . .
O1 O 0.3074(2) 0.43289(13) 0.50204(9) 0.0701(7) Uani 1 1 d . . . . .
O3 O 0.4449(3) 0.62702(11) 0.39985(10) 0.0704(7) Uani 1 1 d . . . . .
H3 H 0.436162 0.633061 0.433205 0.106 Uiso 1 1 calc GR . . . .
O5 O 0.6096(3) 0.38721(13) 0.48460(10) 0.0733(7) Uani 1 1 d . . . . .
N1 N 0.5251(3) 0.48121(15) 0.32523(10) 0.0595(7) Uani 1 1 d . . . . .
O4 O 0.4031(3) 0.57768(15) 0.28534(11) 0.0916(9) Uani 1 1 d . . . . .
O6 O 0.7680(3) 0.31591(18) 0.44110(12) 0.1020(10) Uani 1 1 d . . . . .
C10 C 0.5498(3) 0.45094(17) 0.37724(12) 0.0538(8) Uani 1 1 d . . . . .
C1 C 0.2312(4) 0.55250(18) 0.38918(13) 0.0590(8) Uani 1 1 d . . . . .
C6 C 0.1788(3) 0.49277(18) 0.41817(14) 0.0593(8) Uani 1 1 d . . . . .
C11 C 0.6422(3) 0.39657(19) 0.38771(14) 0.0617(9) Uani 1 1 d . . . . .
H11 H 0.691956 0.376100 0.358333 0.074 Uiso 1 1 calc R . . . .
C16 C 0.5301(3) 0.38867(19) 0.24811(13) 0.0600(8) Uani 1 1 d . . . . .
C7 C 0.4545(3) 0.49096(15) 0.41742(12) 0.0493(7) Uani 1 1 d . . . . .
H7 H 0.509681 0.510422 0.448398 0.059 Uiso 1 1 calc R . . . .
C9 C 0.4369(4) 0.54233(19) 0.32579(14) 0.0621(9) Uani 1 1 d . . . . .
C8 C 0.3893(3) 0.55614(16) 0.38477(12) 0.0543(8) Uani 1 1 d . . . . .
C12 C 0.6688(4) 0.3679(2) 0.44274(16) 0.0648(9) Uani 1 1 d . . . . .
C15 C 0.5946(4) 0.45653(19) 0.27444(13) 0.0689(10) Uani 1 1 d . . . . .
H15A H 0.692281 0.445792 0.282672 0.083 Uiso 1 1 calc R . . . .
H15B H 0.592695 0.497309 0.248064 0.083 Uiso 1 1 calc R . . . .
C5 C 0.0349(4) 0.4828(2) 0.42541(18) 0.0817(11) Uani 1 1 d . . . . .
H5 H -0.000287 0.442345 0.445229 0.098 Uiso 1 1 calc R . . . .
C17 C 0.4310(4) 0.3443(2) 0.27294(16) 0.0820(11) Uani 1 1 d . . . . .
H17 H 0.397871 0.356255 0.307929 0.098 Uiso 1 1 calc R . . . .
C4 C -0.0535(4) 0.5350(3) 0.4021(2) 0.0928(13) Uani 1 1 d . . . . .
H4 H -0.149970 0.529098 0.406454 0.111 Uiso 1 1 calc R . . . .
C2 C 0.1390(4) 0.6039(2) 0.36596(16) 0.0768(11) Uani 1 1 d . . . . .
H2 H 0.174259 0.644019 0.345838 0.092 Uiso 1 1 calc R . . . .
C3 C -0.0045(5) 0.5960(3) 0.37245(18) 0.0870(12) Uani 1 1 d . . . . .
C21 C 0.5744(4) 0.3697(3) 0.19610(16) 0.0900(13) Uani 1 1 d . . . . .
H21 H 0.639270 0.400112 0.178220 0.108 Uiso 1 1 calc R . . . .
C19 C 0.4305(5) 0.2625(3) 0.1944(2) 0.0955(14) Uani 1 1 d . . . . .
H19 H 0.399447 0.219390 0.176726 0.115 Uiso 1 1 calc R . . . .
C20 C 0.5252(6) 0.3070(3) 0.1698(2) 0.1133(17) Uani 1 1 d . . . . .
H20 H 0.557850 0.295175 0.134712 0.136 Uiso 1 1 calc R . . . .
C18 C 0.3795(5) 0.2807(2) 0.2456(2) 0.0976(13) Uani 1 1 d . . . . .
H18 H 0.311108 0.251097 0.262090 0.117 Uiso 1 1 calc R . . . .
C22 C -0.1063(5) 0.6513(3) 0.3478(2) 0.1254(19) Uani 1 1 d . . . . .
H22A H -0.135861 0.634022 0.312123 0.188 Uiso 1 1 calc GR . . . .
H22B H -0.061202 0.699099 0.344058 0.188 Uiso 1 1 calc GR . . . .
H22C H -0.186753 0.656127 0.371426 0.188 Uiso 1 1 calc GR . . . .
C14 C 0.9519(5) 0.2880(3) 0.5028(2) 0.133(2) Uani 1 1 d D . . . .
H14A H 1.005203 0.271337 0.471510 0.200 Uiso 1 1 calc GR . . . .
H14B H 0.976362 0.258565 0.534477 0.200 Uiso 1 1 calc GR . . . .
H14C H 0.972686 0.339684 0.509960 0.200 Uiso 1 1 calc GR . . . .
C13 C 0.8088(4) 0.2801(4) 0.4918(2) 0.146(3) Uani 1 1 d D . . . .
H13A H 0.755381 0.301539 0.522014 0.175 Uiso 1 1 calc R . . . .
H13B H 0.785982 0.227302 0.489728 0.175 Uiso 1 1 calc R . . . .


_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 1.435(2) . ?
S1 O1 1.430(2) . ?
S1 C6 1.750(3) . ?
S1 C7 1.822(3) . ?
O3 H3 0.8200 . ?
O3 C8 1.421(3) . ?
O5 C12 1.211(4) . ?
N1 C10 1.392(4) . ?
N1 C9 1.378(4) . ?
N1 C15 1.466(4) . ?
O4 C9 1.210(4) . ?
O6 C12 1.325(4) . ?
O6 C13 1.440(5) . ?
C10 C11 1.335(4) . ?
C10 C7 1.511(4) . ?
C1 C6 1.372(4) . ?
C1 C8 1.510(5) . ?
C1 C2 1.389(5) . ?
C6 C5 1.392(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.452(5) . ?
C16 C15 1.502(5) . ?
C16 C17 1.372(5) . ?
C16 C21 1.372(5) . ?
C7 H7 0.9800 . ?
C7 C8 1.539(4) . ?
C9 C8 1.520(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C4 1.378(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.403(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.387(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(6) . ?
C3 C22 1.509(6) . ?
C21 H21 0.9300 . ?
C21 C20 1.372(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.341(6) . ?
C19 C18 1.372(6) . ?
C20 H20 0.9300 . ?
C18 H18 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.395(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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 C6 110.28(15) . . ?
O2 S1 C7 110.30(14) . . ?
O1 S1 O2 118.42(14) . . ?
O1 S1 C6 109.52(15) . . ?
O1 S1 C7 111.17(14) . . ?
C6 S1 C7 94.56(14) . . ?
C8 O3 H3 109.5 . . ?
C10 N1 C15 124.6(3) . . ?
C9 N1 C10 113.7(3) . . ?
C9 N1 C15 121.5(3) . . ?
C12 O6 C13 118.6(4) . . ?
N1 C10 C7 107.4(3) . . ?
C11 C10 N1 124.5(3) . . ?
C11 C10 C7 128.1(3) . . ?
C6 C1 C8 115.6(3) . . ?
C6 C1 C2 119.5(3) . . ?
C2 C1 C8 124.9(3) . . ?
C1 C6 S1 112.8(2) . . ?
C1 C6 C5 121.5(3) . . ?
C5 C6 S1 125.7(3) . . ?
C10 C11 H11 118.4 . . ?
C10 C11 C12 123.1(3) . . ?
C12 C11 H11 118.4 . . ?
C17 C16 C15 124.2(3) . . ?
C17 C16 C21 118.1(3) . . ?
C21 C16 C15 117.7(3) . . ?
S1 C7 H7 109.9 . . ?
C10 C7 S1 113.82(19) . . ?
C10 C7 H7 109.9 . . ?
C10 C7 C8 105.6(2) . . ?
C8 C7 S1 107.4(2) . . ?
C8 C7 H7 109.9 . . ?
N1 C9 C8 108.6(3) . . ?
O4 C9 N1 124.6(3) . . ?
O4 C9 C8 126.8(3) . . ?
O3 C8 C1 113.0(3) . . ?
O3 C8 C7 113.1(3) . . ?
O3 C8 C9 106.0(2) . . ?
C1 C8 C7 109.4(2) . . ?
C1 C8 C9 110.9(3) . . ?
C9 C8 C7 103.9(2) . . ?
O5 C12 O6 123.8(3) . . ?
O5 C12 C11 126.0(3) . . ?
O6 C12 C11 110.1(3) . . ?
N1 C15 C16 114.6(3) . . ?
N1 C15 H15A 108.6 . . ?
N1 C15 H15B 108.6 . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C6 C5 H5 121.3 . . ?
C4 C5 C6 117.5(4) . . ?
C4 C5 H5 121.3 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.1(4) . . ?
C18 C17 H17 120.0 . . ?
C5 C4 H4 118.6 . . ?
C5 C4 C3 122.7(4) . . ?
C3 C4 H4 118.6 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C22 120.4(4) . . ?
C2 C3 C4 118.1(4) . . ?
C2 C3 C22 121.5(5) . . ?
C16 C21 H21 119.2 . . ?
C16 C21 C20 121.6(4) . . ?
C20 C21 H21 119.2 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 119.9(4) . . ?
C18 C19 H19 120.0 . . ?
C21 C20 H20 119.8 . . ?
C19 C20 C21 120.5(4) . . ?
C19 C20 H20 119.8 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 H18 120.1 . . ?
C3 C22 H22A 109.5 . . ?
C3 C22 H22B 109.5 . . ?
C3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
O6 C13 H13A 109.1 . . ?
O6 C13 H13B 109.1 . . ?
C14 C13 O6 112.4(4) . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?

_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 1.269
_oxdiff_exptl_absorpt_empirical_full_min 0.777
####################################################################### 
# 
# 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_11_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2006431'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-12-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H19 N O2 S'
_chemical_formula_sum            'C16 H19 N O2 S'
_chemical_formula_weight         289.38
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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                   12.239(5)
_cell_length_b                   19.008(7)
_cell_length_c                   20.975(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.520(6)
_cell_angle_gamma                90
_cell_volume                     4798(3)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    2789
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.94
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0669 before and 0.0446 after correction.
The Ratio of minimum to maximum transmission is 0.8625.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0844
_diffrn_reflns_av_unetI/netI     0.1164
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22763
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         2.003
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3449
_reflns_number_total             8195
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         8195
_refine_ls_number_restraints     1636
_refine_ls_R_factor_all          0.2310
_refine_ls_R_factor_gt           0.1242
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.059
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3124
_refine_ls_wR_factor_ref         0.3852
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C15-C16 = C47-C48A
 1.53 with sigma of 0.01
3. Rigid bond restraints
 S1, C5, C45, C47
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C15) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(H46C)=Sof(H46D)=Sof(H46E)=Sof(H47D)=Sof(H47E)=Sof(C48A)=Sof(H48D)=
 Sof(H48E)=Sof(H48F)=1-FVAR(1)
 Sof(H46A)=Sof(H46B)=Sof(H47A)=Sof(H47B)=Sof(H47C)=Sof(C48)=Sof(H48A)=
 Sof(H48B)=Sof(H48C)=FVAR(1)
6.a Riding coordinates:
 C47(H47A,H47B,H47C), C47(H47D,H47E), C48(H48A,H48B,H48C)
6.b Ternary CH refined with riding coordinates:
 C45(H45), C29(H29), C13(H13)
6.c Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C46(H46A,H46B), C15(H15A,H15B)
6.d Aromatic/amide H refined with riding coordinates:
 N3(H3), N2(H2), N1(H1), C23(H23), C39(H39), C36(H36), C35(H35), C19(H19),
 C4(H4), C20(H20), C7(H7), C3(H3A)
6.e Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C27(H27A,H27B,H27C), C17(H17A,H17B,H17C), C33(H33A,H33B,
 H33C), C30(H30A,H30B,H30C), C46(H46C,H46D,H46E), C11(H11A,H11B,H11C), C1(H1A,
 H1B,H1C), C32(H32A,H32B,H32C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C),
 C48A(H48D,H48E,H48F)
;
_atom_sites_solution_hydrogens   mixed
_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
S3 S 0.25789(18) 0.10940(11) 0.54579(10) 0.0761(7) Uani 1 1 d . U . . .
S2 S 0.4969(2) 0.20647(12) 0.27256(9) 0.0796(7) Uani 1 1 d . U . . .
S1 S 0.9254(2) 0.42216(15) 0.47643(18) 0.1230(10) Uani 1 1 d . U . . .
O6 O 0.4089(4) 0.3090(2) 0.4720(2) 0.0638(12) Uani 1 1 d . U . . .
O2 O 1.0372(4) 0.2458(3) 0.3530(3) 0.0729(13) Uani 1 1 d . U . . .
O4 O 0.7425(4) 0.1742(3) 0.4680(3) 0.0739(13) Uani 1 1 d . U . . .
N3 N 0.2469(5) 0.3148(3) 0.4032(3) 0.0644(13) Uani 1 1 d . U . . .
H3 H 0.181471 0.297203 0.391994 0.077 Uiso 1 1 calc R . . . .
N2 N 0.6080(5) 0.2337(3) 0.5066(3) 0.0629(13) Uani 1 1 d . U . . .
H2 H 0.547154 0.257132 0.497046 0.075 Uiso 1 1 calc R . . . .
N1 N 0.9020(5) 0.1830(4) 0.3876(3) 0.0788(14) Uani 1 1 d . U . . .
H1 H 0.850250 0.182432 0.410305 0.095 Uiso 1 1 calc R . . . .
O5 O 0.3050(5) 0.2139(3) 0.6462(3) 0.0977(18) Uani 1 1 d . U . . .
C28 C 0.6523(6) 0.2070(4) 0.4583(3) 0.0651(14) Uani 1 1 d . U . . .
C24 C 0.5945(6) 0.2221(4) 0.3921(3) 0.0635(13) Uani 1 1 d . U . . .
C40 C 0.2838(6) 0.2140(4) 0.4728(4) 0.0631(14) Uani 1 1 d . U . . .
C44 C 0.3193(6) 0.2838(4) 0.4498(4) 0.0628(14) Uani 1 1 d . U . . .
C12 C 0.9653(7) 0.2410(5) 0.3877(5) 0.0836(16) Uani 1 1 d . U . . .
C22 C 0.5812(6) 0.2910(4) 0.3639(3) 0.0631(14) Uani 1 1 d . U . . .
C38 C 0.2663(6) 0.1543(4) 0.4305(4) 0.0632(14) Uani 1 1 d . U . . .
C41 C 0.2821(6) 0.1975(4) 0.5343(3) 0.0602(14) Uani 1 1 d . U . . .
C23 C 0.6189(6) 0.3558(4) 0.3949(4) 0.0712(14) Uani 1 1 d . U . . .
H23 H 0.658505 0.356798 0.437166 0.085 Uiso 1 1 calc R . . . .
C8 C 0.9483(7) 0.2983(5) 0.4327(5) 0.0889(16) Uani 1 1 d . U . . .
C37 C 0.2495(6) 0.0936(4) 0.4643(4) 0.0678(15) Uani 1 1 d . U . . .
C39 C 0.2629(6) 0.1500(4) 0.3640(4) 0.0662(14) Uani 1 1 d . U . . .
H39 H 0.274032 0.190601 0.341242 0.079 Uiso 1 1 calc R . . . .
O3 O 0.5218(6) 0.0586(3) 0.3065(3) 0.113(2) Uani 1 1 d . U . . .
C25 C 0.5495(6) 0.1711(4) 0.3472(4) 0.0678(15) Uani 1 1 d . U . . .
C42 C 0.2895(6) 0.2419(4) 0.5927(4) 0.0664(16) Uani 1 1 d . U . . .
C21 C 0.5334(6) 0.2894(4) 0.2998(4) 0.0696(15) Uani 1 1 d . U . . .
C6 C 0.9644(7) 0.2900(5) 0.5023(5) 0.0913(16) Uani 1 1 d . U . . .
C43 C 0.2794(7) 0.3190(4) 0.5897(4) 0.078(2) Uani 1 1 d . U . . .
H43A H 0.230154 0.334328 0.617640 0.117 Uiso 1 1 calc GR . . . .
H43B H 0.250124 0.333094 0.545920 0.117 Uiso 1 1 calc GR . . . .
H43C H 0.351232 0.339880 0.603419 0.117 Uiso 1 1 calc GR . . . .
C5 C 0.9581(7) 0.3567(5) 0.5303(6) 0.1027(17) Uani 1 1 d . U . . .
C18 C 0.5940(7) 0.4179(4) 0.3590(4) 0.0775(16) Uani 1 1 d . U . . .
C36 C 0.2336(7) 0.0287(4) 0.4335(4) 0.0775(17) Uani 1 1 d . U . . .
H36 H 0.225085 -0.012182 0.456350 0.093 Uiso 1 1 calc R . . . .
C27 C 0.5470(7) 0.0608(5) 0.4190(4) 0.087(2) Uani 1 1 d . U . . .
H27A H 0.507771 0.016859 0.414018 0.130 Uiso 1 1 calc GR . . . .
H27B H 0.514724 0.091016 0.447222 0.130 Uiso 1 1 calc GR . . . .
H27C H 0.623665 0.052547 0.437280 0.130 Uiso 1 1 calc GR . . . .
C35 C 0.2311(7) 0.0276(4) 0.3690(4) 0.0784(18) Uani 1 1 d . U . . .
H35 H 0.220403 -0.015467 0.347789 0.094 Uiso 1 1 calc R . . . .
C34 C 0.2438(6) 0.0885(4) 0.3314(4) 0.0743(16) Uani 1 1 d . U . . .
C26 C 0.5389(7) 0.0951(5) 0.3545(4) 0.0744(16) Uani 1 1 d . U . . .
C19 C 0.5427(7) 0.4136(5) 0.2930(4) 0.0821(18) Uani 1 1 d . U . . .
H19 H 0.531244 0.454741 0.268696 0.098 Uiso 1 1 calc R . . . .
C45 C 0.2762(7) 0.3782(4) 0.3708(4) 0.0804(17) Uani 1 1 d . U . . .
H45 H 0.357088 0.381473 0.374698 0.096 Uiso 1 1 calc R . . . .
C9 C 0.9225(7) 0.3656(5) 0.4124(5) 0.0930(17) Uani 1 1 d . U . . .
C4 C 0.9764(8) 0.3544(6) 0.6042(5) 0.1051(19) Uani 1 1 d . U . . .
H4 H 0.972223 0.394582 0.628904 0.126 Uiso 1 1 calc R . . . .
C29 C 0.6583(7) 0.2250(5) 0.5755(4) 0.0816(18) Uani 1 1 d . U . . .
H29 H 0.739416 0.225872 0.580373 0.098 Uiso 1 1 calc R . . . .
C20 C 0.5108(7) 0.3535(4) 0.2651(4) 0.0779(16) Uani 1 1 d . U . . .
H20 H 0.473190 0.352856 0.222396 0.093 Uiso 1 1 calc R . . . .
C7 C 0.9891(7) 0.2297(5) 0.5392(5) 0.0955(17) Uani 1 1 d . U . . .
H7 H 0.993984 0.186617 0.518793 0.115 Uiso 1 1 calc R . . . .
C2 C 1.0066(8) 0.2331(6) 0.6063(6) 0.103(2) Uani 1 1 d . U . . .
C17 C 0.6278(9) 0.4886(5) 0.3886(5) 0.103(3) Uani 1 1 d . U . . .
H17A H 0.619834 0.488542 0.433298 0.155 Uiso 1 1 calc GR . . . .
H17B H 0.581323 0.524473 0.365654 0.155 Uiso 1 1 calc GR . . . .
H17C H 0.703942 0.497737 0.385796 0.155 Uiso 1 1 calc GR . . . .
C33 C 0.2396(8) 0.0842(5) 0.2583(4) 0.096(3) Uani 1 1 d . U . . .
H33A H 0.165827 0.071766 0.237174 0.145 Uiso 1 1 calc GR . . . .
H33B H 0.291114 0.049211 0.249203 0.145 Uiso 1 1 calc GR . . . .
H33C H 0.259158 0.129087 0.242586 0.145 Uiso 1 1 calc GR . . . .
C3 C 0.9980(8) 0.2938(7) 0.6301(6) 0.109(2) Uani 1 1 d . U . . .
H3A H 1.009602 0.294370 0.675174 0.131 Uiso 1 1 calc R . . . .
O1 O 0.9084(7) 0.4565(4) 0.3388(5) 0.152(3) Uani 1 1 d . U . . .
C30 C 0.6179(10) 0.1474(6) 0.5985(5) 0.119(3) Uani 1 1 d . U . . .
H30A H 0.538425 0.146846 0.594034 0.178 Uiso 1 1 calc GR . . . .
H30B H 0.651037 0.139190 0.642962 0.178 Uiso 1 1 calc GR . . . .
H30C H 0.640788 0.111301 0.571780 0.178 Uiso 1 1 calc GR . . . .
C13 C 0.9196(8) 0.1213(5) 0.3496(5) 0.096(2) Uani 1 1 d . U . . .
H13 H 0.998127 0.117770 0.345997 0.115 Uiso 1 1 calc R . . . .
C31 C 0.6216(9) 0.2819(6) 0.6150(5) 0.100(2) Uani 1 1 d . U . . .
H31A H 0.542424 0.276801 0.613783 0.120 Uiso 1 1 calc R . . . .
H31B H 0.658564 0.275648 0.659640 0.120 Uiso 1 1 calc R . . . .
C10 C 0.8941(8) 0.3951(6) 0.3473(6) 0.0987(18) Uani 1 1 d . U . . .
C46 C 0.2198(8) 0.3723(5) 0.2975(4) 0.094(2) Uani 1 1 d . U . . .
H46C H 0.189701 0.417160 0.282333 0.141 Uiso 0.452(13) 1 calc GR . P A 2
H46D H 0.161180 0.338095 0.292880 0.141 Uiso 0.452(13) 1 calc GR . P A 2
H46E H 0.274140 0.357960 0.272325 0.141 Uiso 0.452(13) 1 calc GR . P A 2
H46A H 0.253497 0.334767 0.276342 0.113 Uiso 0.548(13) 1 calc R . P A 1
H46B H 0.140985 0.362793 0.293355 0.113 Uiso 0.548(13) 1 calc R . P A 1
C11 C 0.8470(8) 0.3549(5) 0.2926(5) 0.106(3) Uani 1 1 d . U . . .
H11A H 0.902295 0.323924 0.281168 0.159 Uiso 1 1 calc GR . . . .
H11B H 0.820337 0.385705 0.256926 0.159 Uiso 1 1 calc GR . . . .
H11C H 0.786237 0.327595 0.302590 0.159 Uiso 1 1 calc GR . . . .
C1 C 1.0251(9) 0.1630(7) 0.6449(6) 0.129(3) Uani 1 1 d . U . . .
H1A H 0.975466 0.160850 0.675356 0.193 Uiso 1 1 calc GR . . . .
H1B H 1.100516 0.160770 0.667725 0.193 Uiso 1 1 calc GR . . . .
H1C H 1.010809 0.124085 0.615366 0.193 Uiso 1 1 calc GR . . . .
C32 C 0.6422(10) 0.3506(6) 0.5956(5) 0.123(3) Uani 1 1 d . U . . .
H32A H 0.595044 0.360725 0.554824 0.185 Uiso 1 1 calc GR . . . .
H32B H 0.718614 0.354680 0.591013 0.185 Uiso 1 1 calc GR . . . .
H32C H 0.627170 0.383422 0.627695 0.185 Uiso 1 1 calc GR . . . .
C47 C 0.2304(8) 0.4430(5) 0.4101(5) 0.101(2) Uani 1 1 d D U . . .
H47A H 0.218070 0.484455 0.383611 0.152 Uiso 0.548(13) 1 d R . P A 1
H47B H 0.286000 0.452485 0.447681 0.152 Uiso 0.548(13) 1 d R . P A 1
H47C H 0.162370 0.429555 0.423391 0.152 Uiso 0.548(13) 1 d R . P A 1
H47D H 0.149940 0.443595 0.398711 0.121 Uiso 0.452(13) 1 d R . P A 2
H47E H 0.248490 0.429175 0.455291 0.121 Uiso 0.452(13) 1 d R . P A 2
C15 C 0.8836(9) 0.0565(6) 0.3766(5) 0.110(2) Uani 1 1 d D U . . .
H15A H 0.898689 0.017007 0.350299 0.132 Uiso 1 1 calc R . . . .
H15B H 0.804058 0.058480 0.375378 0.132 Uiso 1 1 calc R . . . .
C14 C 0.8426(10) 0.1331(6) 0.2774(6) 0.129(3) Uani 1 1 d . U . . .
H14A H 0.766142 0.124145 0.279425 0.193 Uiso 1 1 calc GR . . . .
H14B H 0.866334 0.101437 0.246990 0.193 Uiso 1 1 calc GR . . . .
H14C H 0.850459 0.180757 0.263630 0.193 Uiso 1 1 calc GR . . . .
C16 C 0.9417(11) 0.0455(6) 0.4450(5) 0.139(4) Uani 1 1 d D U . . .
H16A H 1.020587 0.047766 0.446939 0.208 Uiso 1 1 calc GR . . . .
H16B H 0.922260 0.000150 0.459739 0.208 Uiso 1 1 calc GR . . . .
H16C H 0.919529 0.081402 0.472164 0.208 Uiso 1 1 calc GR . . . .
C48 C 0.2391(16) 0.4442(9) 0.2670(9) 0.108(4) Uani 0.548(13) 1 d . U P A 1
H48A H 0.283189 0.439422 0.233848 0.162 Uiso 0.548(13) 1 d R . P A 1
H48B H 0.276719 0.474372 0.300758 0.162 Uiso 0.548(13) 1 d R . P A 1
H48C H 0.168329 0.464272 0.248738 0.162 Uiso 0.548(13) 1 d R . P A 1
C48A C 0.2770(19) 0.5137(8) 0.3944(11) 0.109(5) Uani 0.452(13) 1 d D U P A 2
H48D H 0.282336 0.515127 0.349337 0.164 Uiso 0.452(13) 1 calc GR . P A 2
H48E H 0.349536 0.520039 0.420369 0.164 Uiso 0.452(13) 1 calc GR . P A 2
H48F H 0.228732 0.550620 0.403673 0.164 Uiso 0.452(13) 1 calc GR . P A 2


_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
S3 C41 1.726(7) . ?
S3 C37 1.720(8) . ?
S2 C25 1.717(8) . ?
S2 C21 1.707(8) . ?
S1 C5 1.680(12) . ?
S1 C9 1.715(10) . ?
O6 C44 1.210(8) . ?
O2 C12 1.243(10) . ?
O4 C28 1.252(8) . ?
N3 H3 0.8600 . ?
N3 C44 1.331(9) . ?
N3 C45 1.460(9) . ?
N2 H2 0.8600 . ?
N2 C28 1.334(9) . ?
N2 C29 1.472(9) . ?
N1 H1 0.8600 . ?
N1 C12 1.347(10) . ?
N1 C13 1.455(10) . ?
O5 C42 1.225(9) . ?
C28 C24 1.466(10) . ?
C24 C22 1.434(10) . ?
C24 C25 1.393(10) . ?
C40 C44 1.503(10) . ?
C40 C38 1.433(10) . ?
C40 C41 1.331(10) . ?
C12 C8 1.480(12) . ?
C22 C23 1.430(10) . ?
C22 C21 1.365(10) . ?
C38 C37 1.390(10) . ?
C38 C39 1.390(10) . ?
C41 C42 1.476(10) . ?
C23 H23 0.9300 . ?
C23 C18 1.404(11) . ?
C8 C6 1.445(14) . ?
C8 C9 1.367(12) . ?
C37 C36 1.389(10) . ?
C39 H39 0.9300 . ?
C39 C34 1.353(10) . ?
O3 C26 1.208(9) . ?
C25 C26 1.462(11) . ?
C42 C43 1.471(11) . ?
C21 C20 1.420(10) . ?
C6 C5 1.404(12) . ?
C6 C7 1.386(13) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C5 C4 1.525(15) . ?
C18 C19 1.413(11) . ?
C18 C17 1.506(12) . ?
C36 H36 0.9300 . ?
C36 C35 1.347(11) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C27 C26 1.488(12) . ?
C35 H35 0.9300 . ?
C35 C34 1.425(11) . ?
C34 C33 1.527(11) . ?
C19 H19 0.9300 . ?
C19 C20 1.311(11) . ?
C45 H45 0.9800 . ?
C45 C46 1.570(12) . ?
C45 C47 1.637(13) . ?
C9 C10 1.459(14) . ?
C4 H4 0.9300 . ?
C4 C3 1.280(13) . ?
C29 H29 0.9800 . ?
C29 C30 1.655(13) . ?
C29 C31 1.480(12) . ?
C20 H20 0.9300 . ?
C7 H7 0.9300 . ?
C7 C2 1.387(14) . ?
C2 C3 1.268(13) . ?
C2 C1 1.554(15) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C3 H3A 0.9300 . ?
O1 C10 1.198(11) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C15 1.457(13) . ?
C13 C14 1.647(14) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.405(13) . ?
C10 C11 1.411(13) . ?
C46 H46C 0.9601 . ?
C46 H46D 0.9600 . ?
C46 H46E 0.9600 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C48 1.545(18) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C47 H47A 0.9598 . ?
C47 H47B 0.9602 . ?
C47 H47C 0.9600 . ?
C47 H47D 0.9701 . ?
C47 H47E 0.9701 . ?
C47 C48A 1.519(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.494(8) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C48 H48A 0.9597 . ?
C48 H48B 0.9605 . ?
C48 H48C 0.9600 . ?
C48A H48D 0.9600 . ?
C48A H48E 0.9600 . ?
C48A H48F 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
C37 S3 C41 90.7(3) . . ?
C21 S2 C25 91.4(4) . . ?
C5 S1 C9 91.7(5) . . ?
C44 N3 H3 119.3 . . ?
C44 N3 C45 121.3(6) . . ?
C45 N3 H3 119.3 . . ?
C28 N2 H2 118.4 . . ?
C28 N2 C29 123.3(6) . . ?
C29 N2 H2 118.4 . . ?
C12 N1 H1 119.4 . . ?
C12 N1 C13 121.2(7) . . ?
C13 N1 H1 119.4 . . ?
O4 C28 N2 122.3(7) . . ?
O4 C28 C24 120.7(7) . . ?
N2 C28 C24 116.8(7) . . ?
C22 C24 C28 124.7(6) . . ?
C25 C24 C28 124.5(7) . . ?
C25 C24 C22 110.7(6) . . ?
C38 C40 C44 121.3(7) . . ?
C41 C40 C44 125.1(7) . . ?
C41 C40 C38 112.8(7) . . ?
O6 C44 N3 122.9(7) . . ?
O6 C44 C40 121.4(6) . . ?
N3 C44 C40 115.8(6) . . ?
O2 C12 N1 121.8(8) . . ?
O2 C12 C8 121.1(8) . . ?
N1 C12 C8 117.1(8) . . ?
C23 C22 C24 126.5(7) . . ?
C21 C22 C24 112.5(6) . . ?
C21 C22 C23 120.8(7) . . ?
C37 C38 C40 111.1(7) . . ?
C37 C38 C39 119.0(7) . . ?
C39 C38 C40 129.9(7) . . ?
C40 C41 S3 113.4(6) . . ?
C40 C41 C42 131.3(7) . . ?
C42 C41 S3 115.1(5) . . ?
C22 C23 H23 121.3 . . ?
C18 C23 C22 117.4(7) . . ?
C18 C23 H23 121.3 . . ?
C6 C8 C12 123.7(9) . . ?
C9 C8 C12 122.8(9) . . ?
C9 C8 C6 113.4(9) . . ?
C38 C37 S3 112.0(6) . . ?
C36 C37 S3 126.6(6) . . ?
C36 C37 C38 121.3(7) . . ?
C38 C39 H39 119.1 . . ?
C34 C39 C38 121.9(7) . . ?
C34 C39 H39 119.1 . . ?
C24 C25 S2 112.4(6) . . ?
C24 C25 C26 130.5(7) . . ?
C26 C25 S2 117.1(6) . . ?
O5 C42 C41 119.2(7) . . ?
O5 C42 C43 118.0(7) . . ?
C43 C42 C41 122.8(7) . . ?
C22 C21 S2 112.9(6) . . ?
C22 C21 C20 119.5(7) . . ?
C20 C21 S2 127.4(6) . . ?
C5 C6 C8 108.5(9) . . ?
C7 C6 C8 129.0(9) . . ?
C7 C6 C5 122.4(10) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C6 C5 S1 114.3(8) . . ?
C6 C5 C4 113.0(10) . . ?
C4 C5 S1 132.6(8) . . ?
C23 C18 C19 119.4(8) . . ?
C23 C18 C17 120.8(8) . . ?
C19 C18 C17 119.7(8) . . ?
C37 C36 H36 121.4 . . ?
C35 C36 C37 117.2(8) . . ?
C35 C36 H36 121.4 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
C36 C35 H35 118.0 . . ?
C36 C35 C34 123.9(8) . . ?
C34 C35 H35 118.0 . . ?
C39 C34 C35 116.6(7) . . ?
C39 C34 C33 121.6(8) . . ?
C35 C34 C33 121.8(7) . . ?
O3 C26 C25 119.0(8) . . ?
O3 C26 C27 118.7(8) . . ?
C25 C26 C27 122.3(8) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 C18 122.1(8) . . ?
C20 C19 H19 119.0 . . ?
N3 C45 H45 110.1 . . ?
N3 C45 C46 107.2(6) . . ?
N3 C45 C47 104.5(7) . . ?
C46 C45 H45 110.1 . . ?
C46 C45 C47 114.7(7) . . ?
C47 C45 H45 110.1 . . ?
C8 C9 S1 111.9(8) . . ?
C8 C9 C10 130.8(9) . . ?
C10 C9 S1 117.3(8) . . ?
C5 C4 H4 122.0 . . ?
C3 C4 C5 115.9(10) . . ?
C3 C4 H4 122.0 . . ?
N2 C29 H29 109.5 . . ?
N2 C29 C30 107.0(7) . . ?
N2 C29 C31 110.7(7) . . ?
C30 C29 H29 109.5 . . ?
C31 C29 H29 109.5 . . ?
C31 C29 C30 110.5(8) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 C21 120.4(8) . . ?
C19 C20 H20 119.8 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C2 120.3(10) . . ?
C2 C7 H7 119.8 . . ?
C7 C2 C1 117.9(10) . . ?
C3 C2 C7 115.7(11) . . ?
C3 C2 C1 126.1(12) . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C4 C3 H3A 113.7 . . ?
C2 C3 C4 132.5(13) . . ?
C2 C3 H3A 113.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C13 H13 110.0 . . ?
N1 C13 C15 112.5(8) . . ?
N1 C13 C14 106.0(8) . . ?
C15 C13 H13 110.0 . . ?
C15 C13 C14 108.1(8) . . ?
C14 C13 H13 110.0 . . ?
C29 C31 H31A 108.4 . . ?
C29 C31 H31B 108.4 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 C29 115.3(10) . . ?
C32 C31 H31A 108.4 . . ?
C32 C31 H31B 108.4 . . ?
O1 C10 C9 119.9(10) . . ?
O1 C10 C11 117.1(11) . . ?
C11 C10 C9 123.0(10) . . ?
C45 C46 H46C 108.9 . . ?
C45 C46 H46D 109.1 . . ?
C45 C46 H46E 110.0 . . ?
C45 C46 H46A 110.6 . . ?
C45 C46 H46B 110.6 . . ?
H46C C46 H46D 109.5 . . ?
H46C C46 H46E 109.6 . . ?
H46D C46 H46E 109.6 . . ?
H46A C46 H46B 108.8 . . ?
C48 C46 C45 105.5(9) . . ?
C48 C46 H46A 110.6 . . ?
C48 C46 H46B 110.6 . . ?
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 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C45 C47 H47A 111.0 . . ?
C45 C47 H47B 107.4 . . ?
C45 C47 H47C 110.0 . . ?
C45 C47 H47D 108.1 . . ?
C45 C47 H47E 104.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
H47D C47 H47E 106.5 . . ?
C48A C47 C45 112.3(12) . . ?
C48A C47 H47D 109.9 . . ?
C48A C47 H47E 115.0 . . ?
C13 C15 H15A 109.3 . . ?
C13 C15 H15B 109.3 . . ?
C13 C15 C16 111.6(9) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C46 C48 H48A 111.4 . . ?
C46 C48 H48B 108.2 . . ?
C46 C48 H48C 108.8 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C48A H48D 109.5 . . ?
C47 C48A H48E 109.5 . . ?
C47 C48A H48F 109.5 . . ?
H48D C48A H48E 109.5 . . ?
H48D C48A H48F 109.5 . . ?
H48E C48A H48F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2006433'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-07-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H19 N O3 S'
_chemical_formula_sum            'C22 H19 N O3 S'
_chemical_formula_weight         377.44
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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                   12.0121(17)
_cell_length_b                   9.9422(14)
_cell_length_c                   15.9636(19)
_cell_angle_alpha                90
_cell_angle_beta                 99.105(13)
_cell_angle_gamma                90
_cell_volume                     1882.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1365
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.3030
_cell_measurement_theta_min      2.9290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.1224
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6254
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.004
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_min         3.322
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_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    -74.00 110.00   1.00   20.00    --   30.00  54.00-150.00  184
  2  ω     84.00 117.00   1.00   20.00    --   30.00  54.00 120.00   33
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0071245000
_diffrn_orient_matrix_UB_12      -0.0200361000
_diffrn_orient_matrix_UB_13      0.0414347000
_diffrn_orient_matrix_UB_21      -0.0585673000
_diffrn_orient_matrix_UB_22      0.0138876000
_diffrn_orient_matrix_UB_23      -0.0098539000
_diffrn_orient_matrix_UB_31      -0.0099800000
_diffrn_orient_matrix_UB_32      -0.0670242000
_diffrn_orient_matrix_UB_33      -0.0144927000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1624
_reflns_number_total             3307
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      0.926
_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)+(0.0321P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1489
_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:
 C00F(H00A,H00B), C00Q(H00L,H00M)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K),
 C00N(H00N), C00O(H00O), C00P(H00P)
2.c Idealised Me refined as rotating group:
 C00M(H00C,H00F,H00H), C00R(H00Q,H00R,H00S)
;
_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 0.54047(9) 0.70263(10) 0.40150(6) 0.0515(3) Uani 1 1 d . . . . .
O002 O 0.4819(2) 0.7588(3) 0.70178(15) 0.0616(8) Uani 1 1 d . . . . .
N003 N 0.6068(3) 0.6174(3) 0.64718(18) 0.0504(8) Uani 1 1 d . . . . .
O004 O 0.7045(3) 0.5029(3) 0.4081(2) 0.0935(12) Uani 1 1 d . . . . .
O005 O 0.8240(3) 0.3600(3) 0.4862(2) 0.0934(11) Uani 1 1 d . . . . .
C006 C 0.4972(3) 0.7498(4) 0.5515(2) 0.0443(9) Uani 1 1 d . . . . .
C007 C 0.6353(3) 0.5859(4) 0.5684(2) 0.0461(9) Uani 1 1 d . . . . .
C008 C 0.5222(3) 0.7139(4) 0.6424(2) 0.0487(10) Uani 1 1 d . . . . .
C009 C 0.4374(3) 0.8216(4) 0.4147(2) 0.0459(10) Uani 1 1 d . . . . .
C00A C 0.7698(3) 0.5877(4) 0.7631(2) 0.0493(10) Uani 1 1 d . . . . .
C00B C 0.4232(3) 0.8378(3) 0.4999(2) 0.0435(9) Uani 1 1 d . . . . .
C00C C 0.5635(3) 0.6719(4) 0.5085(2) 0.0439(9) Uani 1 1 d . . . . .
C00D C 0.3440(3) 0.9305(4) 0.5210(2) 0.0524(10) Uani 1 1 d . . . . .
H00D H 0.334644 0.940973 0.577375 0.063 Uiso 1 1 calc R . . . .
C00E C 0.3735(3) 0.8973(4) 0.3519(2) 0.0549(11) Uani 1 1 d . . . . .
H00E H 0.382629 0.887849 0.295394 0.066 Uiso 1 1 calc R . . . .
C00F C 0.6508(3) 0.5483(4) 0.7267(2) 0.0550(11) Uani 1 1 d . . . . .
H00A H 0.648373 0.452035 0.716676 0.066 Uiso 1 1 calc R . . . .
H00B H 0.602086 0.567849 0.768102 0.066 Uiso 1 1 calc R . . . .
C00G C 0.2962(3) 0.9871(4) 0.3748(3) 0.0572(11) Uani 1 1 d . . . . .
H00G H 0.252713 1.037378 0.332575 0.069 Uiso 1 1 calc R . . . .
C00H C 0.2805(3) 1.0055(4) 0.4593(3) 0.0532(10) Uani 1 1 d . . . . .
C00I C 0.7957(4) 0.7189(4) 0.7891(3) 0.0614(12) Uani 1 1 d . . . . .
H00I H 0.739524 0.784106 0.782851 0.074 Uiso 1 1 calc R . . . .
C00J C 0.7133(3) 0.4927(4) 0.5574(3) 0.0545(10) Uani 1 1 d . . . . .
H00J H 0.750011 0.448633 0.605329 0.065 Uiso 1 1 calc R . . . .
C00K C 0.8569(4) 0.4944(5) 0.7730(3) 0.0680(13) Uani 1 1 d . . . . .
H00K H 0.841608 0.406017 0.755803 0.082 Uiso 1 1 calc R . . . .
C00L C 0.7437(4) 0.4566(5) 0.4768(3) 0.0673(13) Uani 1 1 d . . . . .
C00M C 0.1948(4) 1.1055(4) 0.4808(3) 0.0719(13) Uani 1 1 d . . . . .
H00C H 0.121824 1.063843 0.473973 0.108 Uiso 1 1 calc GR . . . .
H00F H 0.192418 1.181693 0.443577 0.108 Uiso 1 1 calc GR . . . .
H00H H 0.215612 1.134640 0.538470 0.108 Uiso 1 1 calc GR . . . .
C00N C 0.9660(4) 0.5297(6) 0.8078(3) 0.0804(15) Uani 1 1 d . . . . .
H00N H 1.022915 0.465406 0.813552 0.096 Uiso 1 1 calc R . . . .
C00O C 0.9902(5) 0.6591(7) 0.8337(3) 0.0915(17) Uani 1 1 d . . . . .
H00O H 1.063237 0.683093 0.857256 0.110 Uiso 1 1 calc R . . . .
C00P C 0.9052(5) 0.7531(5) 0.8245(3) 0.0861(16) Uani 1 1 d . . . . .
H00P H 0.921338 0.841065 0.842216 0.103 Uiso 1 1 calc R . . . .
C00Q C 0.8618(6) 0.3092(6) 0.4103(4) 0.134(3) Uani 1 1 d . . . . .
H00L H 0.859570 0.211706 0.409926 0.160 Uiso 1 1 calc R . . . .
H00M H 0.812477 0.341567 0.360311 0.160 Uiso 1 1 calc R . . . .
C00R C 0.9754(6) 0.3548(6) 0.4089(4) 0.142(3) Uani 1 1 d . . . . .
H00Q H 1.003593 0.314642 0.361701 0.213 Uiso 1 1 calc GR . . . .
H00R H 1.022500 0.329243 0.460719 0.213 Uiso 1 1 calc GR . . . .
H00S H 0.975824 0.450950 0.403242 0.213 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
S001 C009 1.749(4) . ?
S001 C00C 1.715(3) . ?
O002 C008 1.214(4) . ?
N003 C007 1.391(4) . ?
N003 C008 1.391(5) . ?
N003 C00F 1.466(4) . ?
O004 C00L 1.214(5) . ?
O005 C00L 1.353(5) . ?
O005 C00Q 1.451(5) . ?
C006 C008 1.479(5) . ?
C006 C00B 1.415(5) . ?
C006 C00C 1.370(5) . ?
C007 C00C 1.458(5) . ?
C007 C00J 1.349(5) . ?
C009 C00B 1.407(4) . ?
C009 C00E 1.385(5) . ?
C00A C00F 1.508(5) . ?
C00A C00I 1.389(5) . ?
C00A C00K 1.388(5) . ?
C00B C00D 1.403(5) . ?
C00D H00D 0.9300 . ?
C00D C00H 1.369(5) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.379(5) . ?
C00F H00A 0.9700 . ?
C00F H00B 0.9700 . ?
C00G H00G 0.9300 . ?
C00G C00H 1.403(5) . ?
C00H C00M 1.509(5) . ?
C00I H00I 0.9300 . ?
C00I C00P 1.389(6) . ?
C00J H00J 0.9300 . ?
C00J C00L 1.437(5) . ?
C00K H00K 0.9300 . ?
C00K C00N 1.385(6) . ?
C00M H00C 0.9600 . ?
C00M H00F 0.9600 . ?
C00M H00H 0.9600 . ?
C00N H00N 0.9300 . ?
C00N C00O 1.368(6) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.375(7) . ?
C00P H00P 0.9300 . ?
C00Q H00L 0.9700 . ?
C00Q H00M 0.9700 . ?
C00Q C00R 1.441(7) . ?
C00R H00Q 0.9600 . ?
C00R H00R 0.9600 . ?
C00R H00S 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
C00C S001 C009 90.35(18) . . ?
C007 N003 C008 112.8(3) . . ?
C007 N003 C00F 124.8(3) . . ?
C008 N003 C00F 122.0(3) . . ?
C00L O005 C00Q 117.8(4) . . ?
C00B C006 C008 137.0(4) . . ?
C00C C006 C008 108.2(3) . . ?
C00C C006 C00B 114.8(3) . . ?
N003 C007 C00C 104.8(3) . . ?
C00J C007 N003 123.2(4) . . ?
C00J C007 C00C 132.0(3) . . ?
O002 C008 N003 126.0(3) . . ?
O002 C008 C006 129.3(4) . . ?
N003 C008 C006 104.6(3) . . ?
C00B C009 S001 113.0(3) . . ?
C00E C009 S001 127.0(3) . . ?
C00E C009 C00B 120.0(4) . . ?
C00I C00A C00F 120.9(4) . . ?
C00K C00A C00F 121.4(4) . . ?
C00K C00A C00I 117.7(4) . . ?
C009 C00B C006 109.3(3) . . ?
C00D C00B C006 130.9(3) . . ?
C00D C00B C009 119.9(3) . . ?
C006 C00C S001 112.6(3) . . ?
C006 C00C C007 109.5(3) . . ?
C007 C00C S001 137.9(3) . . ?
C00B C00D H00D 119.8 . . ?
C00H C00D C00B 120.5(4) . . ?
C00H C00D H00D 119.8 . . ?
C009 C00E H00E 120.7 . . ?
C00G C00E C009 118.6(4) . . ?
C00G C00E H00E 120.7 . . ?
N003 C00F C00A 113.7(3) . . ?
N003 C00F H00A 108.8 . . ?
N003 C00F H00B 108.8 . . ?
C00A C00F H00A 108.8 . . ?
C00A C00F H00B 108.8 . . ?
H00A C00F H00B 107.7 . . ?
C00E C00G H00G 118.7 . . ?
C00E C00G C00H 122.5(4) . . ?
C00H C00G H00G 118.7 . . ?
C00D C00H C00G 118.5(4) . . ?
C00D C00H C00M 121.2(4) . . ?
C00G C00H C00M 120.3(4) . . ?
C00A C00I H00I 119.9 . . ?
C00P C00I C00A 120.3(4) . . ?
C00P C00I H00I 119.9 . . ?
C007 C00J H00J 117.7 . . ?
C007 C00J C00L 124.6(4) . . ?
C00L C00J H00J 117.7 . . ?
C00A C00K H00K 119.2 . . ?
C00N C00K C00A 121.6(5) . . ?
C00N C00K H00K 119.2 . . ?
O004 C00L O005 122.5(4) . . ?
O004 C00L C00J 126.6(5) . . ?
O005 C00L C00J 110.8(4) . . ?
C00H C00M H00C 109.5 . . ?
C00H C00M H00F 109.5 . . ?
C00H C00M H00H 109.5 . . ?
H00C C00M H00F 109.5 . . ?
H00C C00M H00H 109.5 . . ?
H00F C00M H00H 109.5 . . ?
C00K C00N H00N 119.9 . . ?
C00O C00N C00K 120.1(5) . . ?
C00O C00N H00N 119.9 . . ?
C00N C00O H00O 120.4 . . ?
C00N C00O C00P 119.3(5) . . ?
C00P C00O H00O 120.4 . . ?
C00I C00P H00P 119.5 . . ?
C00O C00P C00I 121.1(5) . . ?
C00O C00P H00P 119.5 . . ?
O005 C00Q H00L 109.9 . . ?
O005 C00Q H00M 109.9 . . ?
H00L C00Q H00M 108.3 . . ?
C00R C00Q O005 109.0(5) . . ?
C00R C00Q H00L 109.9 . . ?
C00R C00Q H00M 109.9 . . ?
C00Q C00R H00Q 109.5 . . ?
C00Q C00R H00R 109.5 . . ?
C00Q C00R H00S 109.5 . . ?
H00Q C00R H00R 109.5 . . ?
H00Q C00R H00S 109.5 . . ?
H00R C00R H00S 109.5 . . ?

_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 1.791
_oxdiff_exptl_absorpt_empirical_full_min 0.407
####################################################################### 
# 
# 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_zj26
_database_code_depnum_ccdc_archive 'CCDC 2021749'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;Tianjin university of technoloy
China
;
_audit_update_record             
;
2020-08-06 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2020-07-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 N O4 S'
_chemical_formula_sum            'C21 H19 N O4 S'
_chemical_formula_weight         381.43
_chemical_melting_point          ?
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                   11.9374(2)
_cell_length_b                   18.7941(2)
_cell_length_c                   16.6525(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.5250(10)
_cell_angle_gamma                90
_cell_volume                     3718.68(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6919
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.0250
_cell_measurement_theta_min      2.6660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.777
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17157
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.528
_diffrn_reflns_theta_max         67.528
_diffrn_reflns_theta_min         4.402
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     40.00  67.00   0.50    0.50    --   40.90 -82.00 120.00   54
  2  ω    -26.00  64.00   0.50    0.50    --   40.90 -65.00 -30.00  180
  3  ω     20.00  90.00   0.50    0.50    --   40.90  82.00-120.00  140
  4  ω    -13.00  46.00   0.50    0.50    --   40.90 -82.00 -60.00  118
  5  ω    -43.00 -18.00   0.50    0.50    --   40.90 -82.00 120.00   50
  6  ω     17.00  52.00   0.50    0.50    --   40.90  43.00  60.00   70
  7  ω    -43.00  -2.00   0.50    0.50    --   40.90 -65.00-120.00   82
  8  ω    -49.00  17.00   0.50    0.50    --   40.90 -82.00-180.00  132
  9  ω     63.00 118.00   0.50    0.50    --   40.90  43.00  60.00  110
 10  ω    -43.00  27.00   0.50    0.50    --   40.90 -82.00  90.00  140
 11  ω     14.00 111.00   0.50    0.50    --   40.90  82.00-180.00  194
 12  ω      5.00  33.00   0.50    0.50    --   40.90 -82.00 120.00   56
 13  ω     39.00  65.00   0.50    0.50    --   40.90 -82.00 -30.00   52
 14  ω     35.00  64.00   0.50    0.50    --   40.90 -82.00  90.00   58
 15  ω    -35.00 -10.00   0.50    0.50    --   40.90 -82.00 -30.00   50
 16  ω     41.00  68.00   0.50    0.50    --   40.90 -82.00-180.00   54
 17  ω     70.00  96.00   0.50    0.50    --   40.90  65.00 120.00   52
 18  ω     18.00  46.00   0.50    0.50    --   40.90  65.00 120.00   56
 19  ω    103.00 129.00   0.50    0.50    --   40.90  82.00-120.00   52
 20  ω     10.00 108.00   0.50    0.50    --   93.40 -82.00-150.00  196
 21  ω    111.00 177.00   0.50    0.50    --   93.40  42.00 120.00  132
 22  ω     20.00  90.00   0.50    0.50    --   93.40 -82.00-180.00  140
 23  ω     58.00  95.00   0.50    0.50    --   93.40  42.00 120.00   74
 24  ω     97.00 124.00   0.50    0.50    --   93.40 -42.00-120.00   54
 25  ω      4.00  37.00   0.50    0.50    --   93.40 -42.00  30.00   66
 26  ω     59.00  85.00   0.50    0.50    --   93.40 -82.00  30.00   52
 27  ω     97.00 122.00   0.50    0.50    --   93.40  50.00  30.00   50
 28  ω      6.00  81.00   0.50    0.50    --   93.40 -82.00 -60.00  150
 29  ω     28.00  84.00   0.50    0.50    --   93.40 -33.00 150.00  112
 30  ω      9.00  37.00   0.50    0.50    --   93.40 -82.00 120.00   56
 31  ω      7.00  60.00   0.50    0.50    --   93.40 -68.00   0.00  106
 32  ω     21.00  92.00   0.50    0.50    --   93.40 -82.00 150.00  142
 33  ω     20.00  68.00   0.50    0.50    --   93.40 -42.00-120.00   96
 34  ω     53.00  98.00   0.50    0.50    --   93.40 -82.00 -30.00   90
 35  ω    121.00 181.00   0.50    0.50    --   93.40  68.00  90.00  120
 36  ω     69.00  95.00   0.50    0.50    --   93.40  68.00  90.00   52
 37  ω     50.00  92.00   0.50    0.50    --   93.40 -82.00  90.00   84
 38  ω     45.00  97.00   0.50    0.50    --   93.40 -82.00   0.00  104
 39  ω      8.00  38.00   0.50    0.50    --   93.40 -82.00  90.00   60
 40  ω     44.00  90.00   0.50    0.50    --   93.40 -82.00 120.00   92
 41  ω      4.00 104.00   0.50    0.50    --   93.40 -82.00 -90.00  200
 42  ω     40.00  95.00   0.50    0.50    --   93.40 -82.00-120.00  110
 43  ω     57.00 124.00   0.50    0.50    --   93.40 -42.00  30.00  134
 44  ω      5.00  30.00   0.50    0.50    --   93.40 -82.00  30.00   50
 45  ω     21.00 183.00   0.50    0.50    --   93.40  -8.00  90.00  324
 46  ω     11.00 103.00   0.50    0.50    --   93.40 -82.00  38.60  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0811313000
_diffrn_orient_matrix_UB_12      0.0294355000
_diffrn_orient_matrix_UB_13      -0.0697068000
_diffrn_orient_matrix_UB_21      -0.1011879000
_diffrn_orient_matrix_UB_22      -0.0223806000
_diffrn_orient_matrix_UB_23      0.0450687000
_diffrn_orient_matrix_UB_31      0.0015933000
_diffrn_orient_matrix_UB_32      0.0731147000
_diffrn_orient_matrix_UB_33      0.0418285000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2892
_reflns_number_total             3352
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.028
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.00040(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.297
_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)+(0.1054P)²+3.9562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1762
_refine_ls_wR_factor_ref         0.1827
_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, All O(H) groups
2. Rigid bond restraints
 C22, C23
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
3. Uiso/Uaniso restraints and constraints
C23 \\sim C22 \\sim O21: within 2.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 2.7A
4.a Ternary CH refined with riding coordinates:
 C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C19(H19), C6(H6), C7(H7), C14(H14), C18(H18), C16(H16), C17(H17),
 C15(H15)
4.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C23(H23A,H23B,H23C)
4.e Idealised tetrahedral OH refined as rotating group:
 O26(H26)
;
_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
S4 S 0.52785(6) 0.52680(3) 0.36095(4) 0.0476(3) Uani 1 1 d . . . . .
O26 O 0.60759(16) 0.65738(10) 0.53839(10) 0.0440(5) Uani 1 1 d . . . . .
H26 H 0.642645 0.623061 0.558092 0.066 Uiso 1 1 calc R U . . .
O25 O 0.56172(16) 0.77120(10) 0.41892(13) 0.0549(6) Uani 1 1 d . . . . .
O24 O 0.31736(18) 0.48022(10) 0.42557(15) 0.0604(6) Uani 1 1 d . . . . .
N1 N 0.40854(17) 0.69728(10) 0.39687(13) 0.0381(5) Uani 1 1 d . . . . .
O21 O 0.14043(19) 0.51342(12) 0.3911(2) 0.0849(9) Uani 1 1 d . U . . .
C10 C 0.6758(2) 0.62759(13) 0.40839(15) 0.0382(6) Uani 1 1 d . . . . .
C2 C 0.3800(2) 0.62661(13) 0.40918(15) 0.0368(5) Uani 1 1 d . . . . .
C13 C 0.3312(2) 0.74924(12) 0.35948(16) 0.0389(6) Uani 1 1 d . . . . .
C11 C 0.5776(2) 0.64501(12) 0.45517(14) 0.0360(5) Uani 1 1 d . . . . .
C12 C 0.5195(2) 0.71356(13) 0.42268(15) 0.0381(6) Uani 1 1 d . . . . .
C3 C 0.4862(2) 0.58725(12) 0.43870(15) 0.0364(5) Uani 1 1 d . . . . .
H3 H 0.475652 0.561012 0.488275 0.044 Uiso 1 1 calc R U . . .
C9 C 0.7771(2) 0.66404(14) 0.41384(17) 0.0449(6) Uani 1 1 d . . . . .
H9 H 0.788846 0.702032 0.449431 0.054 Uiso 1 1 calc R U . . .
C5 C 0.6579(2) 0.57015(13) 0.35619(16) 0.0413(6) Uani 1 1 d . . . . .
C19 C 0.2752(2) 0.60118(14) 0.39616(17) 0.0440(6) Uani 1 1 d . . . . .
H19 H 0.216984 0.632393 0.379782 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2492(2) 0.52662(14) 0.40672(18) 0.0460(7) Uani 1 1 d . . . . .
C8 C 0.8610(2) 0.64395(15) 0.36628(19) 0.0494(7) Uani 1 1 d . . . . .
C6 C 0.7399(3) 0.55014(16) 0.30783(18) 0.0507(7) Uani 1 1 d . . . . .
H6 H 0.728011 0.512194 0.272182 0.061 Uiso 1 1 calc R U . . .
C7 C 0.8401(3) 0.58746(16) 0.31328(19) 0.0544(7) Uani 1 1 d . . . . .
H7 H 0.895231 0.574298 0.280370 0.065 Uiso 1 1 calc R U . . .
C14 C 0.3077(3) 0.74928(16) 0.27760(19) 0.0601(8) Uani 1 1 d . . . . .
H14 H 0.341662 0.716235 0.246142 0.072 Uiso 1 1 calc R U . . .
C18 C 0.2824(3) 0.79820(17) 0.4066(2) 0.0567(8) Uani 1 1 d . . . . .
H18 H 0.299756 0.798538 0.462297 0.068 Uiso 1 1 calc R U . . .
C27 C 0.9726(3) 0.6827(2) 0.3725(3) 0.0703(10) Uani 1 1 d . . . . .
H27A H 0.959487 0.733147 0.372594 0.105 Uiso 1 1 calc R U . . .
H27B H 1.012841 0.670381 0.327336 0.105 Uiso 1 1 calc R U . . .
H27C H 1.016143 0.669324 0.421667 0.105 Uiso 1 1 calc R U . . .
C16 C 0.1828(3) 0.84675(18) 0.2882(3) 0.0739(11) Uani 1 1 d . . . . .
H16 H 0.131815 0.879470 0.263929 0.089 Uiso 1 1 calc R U . . .
C17 C 0.2071(3) 0.84688(19) 0.3701(3) 0.0742(10) Uani 1 1 d . . . . .
H17 H 0.172787 0.879883 0.401365 0.089 Uiso 1 1 calc R U . . .
C15 C 0.2333(4) 0.79870(19) 0.2419(2) 0.0757(11) Uani 1 1 d . . . . .
H15 H 0.217553 0.799273 0.186077 0.091 Uiso 1 1 calc R U . . .
C22 C 0.1036(3) 0.4405(2) 0.4004(4) 0.1032(13) Uani 1 1 d . U . . .
H22A H 0.132691 0.410628 0.359608 0.124 Uiso 1 1 calc R U . . .
H22B H 0.132224 0.422590 0.453014 0.124 Uiso 1 1 calc R U . . .
C23 C -0.0130(6) 0.4383(3) 0.3924(7) 0.189(2) Uani 1 1 d . U . . .
H23A H -0.040501 0.449119 0.337662 0.283 Uiso 1 1 calc R U . . .
H23B H -0.041515 0.472617 0.427917 0.283 Uiso 1 1 calc R U . . .
H23C H -0.037723 0.391589 0.405992 0.283 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
S4 C3 1.827(3) . ?
S4 C5 1.762(3) . ?
O26 H26 0.8200 . ?
O26 C11 1.417(3) . ?
O25 C12 1.199(3) . ?
O24 C20 1.213(3) . ?
N1 C2 1.391(3) . ?
N1 C13 1.443(3) . ?
N1 C12 1.387(3) . ?
O21 C20 1.323(3) . ?
O21 C22 1.452(4) . ?
C10 C11 1.505(3) . ?
C10 C9 1.385(4) . ?
C10 C5 1.390(4) . ?
C2 C3 1.508(3) . ?
C2 C19 1.338(4) . ?
C13 C14 1.365(4) . ?
C13 C18 1.375(4) . ?
C11 C12 1.537(3) . ?
C11 C3 1.545(3) . ?
C3 H3 0.9800 . ?
C9 H9 0.9300 . ?
C9 C8 1.388(4) . ?
C5 C6 1.378(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.449(4) . ?
C8 C7 1.388(4) . ?
C8 C27 1.513(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(4) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.380(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.382(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.367(6) . ?
C16 C15 1.365(6) . ?
C17 H17 0.9300 . ?
C15 H15 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.386(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C5 S4 C3 92.61(11) . . ?
C11 O26 H26 109.5 . . ?
C2 N1 C13 123.7(2) . . ?
C12 N1 C2 113.9(2) . . ?
C12 N1 C13 122.4(2) . . ?
C20 O21 C22 117.2(3) . . ?
C9 C10 C11 125.2(2) . . ?
C9 C10 C5 120.4(2) . . ?
C5 C10 C11 114.3(2) . . ?
N1 C2 C3 107.9(2) . . ?
C19 C2 N1 123.7(2) . . ?
C19 C2 C3 128.4(2) . . ?
C14 C13 N1 119.5(2) . . ?
C14 C13 C18 120.8(3) . . ?
C18 C13 N1 119.7(2) . . ?
O26 C11 C10 114.0(2) . . ?
O26 C11 C12 105.65(19) . . ?
O26 C11 C3 113.4(2) . . ?
C10 C11 C12 110.4(2) . . ?
C10 C11 C3 109.12(19) . . ?
C12 C11 C3 103.85(19) . . ?
O25 C12 N1 125.2(2) . . ?
O25 C12 C11 126.7(2) . . ?
N1 C12 C11 108.0(2) . . ?
S4 C3 H3 110.5 . . ?
C2 C3 S4 110.58(17) . . ?
C2 C3 C11 105.67(18) . . ?
C2 C3 H3 110.5 . . ?
C11 C3 S4 109.08(16) . . ?
C11 C3 H3 110.5 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.1(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C5 S4 114.5(2) . . ?
C6 C5 S4 125.4(2) . . ?
C6 C5 C10 120.1(3) . . ?
C2 C19 H19 118.9 . . ?
C2 C19 C20 122.2(2) . . ?
C20 C19 H19 118.9 . . ?
O24 C20 O21 122.5(2) . . ?
O24 C20 C19 125.5(3) . . ?
O21 C20 C19 112.0(2) . . ?
C9 C8 C7 118.4(3) . . ?
C9 C8 C27 120.6(3) . . ?
C7 C8 C27 121.0(3) . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C8 C7 H7 118.9 . . ?
C6 C7 C8 122.1(3) . . ?
C6 C7 H7 118.9 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C18 H18 120.5 . . ?
C13 C18 C17 119.0(3) . . ?
C17 C18 H18 120.5 . . ?
C8 C27 H27A 109.5 . . ?
C8 C27 H27B 109.5 . . ?
C8 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
O21 C22 H22A 109.8 . . ?
O21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 O21 109.2(4) . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
S4 C5 C6 C7 -177.1(2) . . . . ?
O26 C11 C12 O25 65.0(3) . . . . ?
O26 C11 C12 N1 -115.9(2) . . . . ?
O26 C11 C3 S4 -134.23(17) . . . . ?
O26 C11 C3 C2 106.9(2) . . . . ?
N1 C2 C3 S4 -109.29(19) . . . . ?
N1 C2 C3 C11 8.6(3) . . . . ?
N1 C2 C19 C20 177.6(3) . . . . ?
N1 C13 C14 C15 179.6(3) . . . . ?
N1 C13 C18 C17 -178.9(3) . . . . ?
C10 C11 C12 O25 -58.6(3) . . . . ?
C10 C11 C12 N1 120.5(2) . . . . ?
C10 C11 C3 S4 -6.1(2) . . . . ?
C10 C11 C3 C2 -125.0(2) . . . . ?
C10 C9 C8 C7 0.6(4) . . . . ?
C10 C9 C8 C27 -179.2(3) . . . . ?
C10 C5 C6 C7 1.0(4) . . . . ?
C2 N1 C13 C14 -77.6(3) . . . . ?
C2 N1 C13 C18 102.5(3) . . . . ?
C2 N1 C12 O25 -179.0(3) . . . . ?
C2 N1 C12 C11 1.8(3) . . . . ?
C2 C19 C20 O24 -2.2(5) . . . . ?
C2 C19 C20 O21 179.6(3) . . . . ?
C13 N1 C2 C3 172.3(2) . . . . ?
C13 N1 C2 C19 -7.9(4) . . . . ?
C13 N1 C12 O25 2.0(4) . . . . ?
C13 N1 C12 C11 -177.2(2) . . . . ?
C13 C14 C15 C16 -0.6(6) . . . . ?
C13 C18 C17 C16 -0.8(6) . . . . ?
C11 C10 C9 C8 -178.6(2) . . . . ?
C11 C10 C5 S4 -3.9(3) . . . . ?
C11 C10 C5 C6 177.9(2) . . . . ?
C12 N1 C2 C3 -6.7(3) . . . . ?
C12 N1 C2 C19 173.2(2) . . . . ?
C12 N1 C13 C14 101.3(3) . . . . ?
C12 N1 C13 C18 -78.6(3) . . . . ?
C12 C11 C3 S4 111.62(18) . . . . ?
C12 C11 C3 C2 -7.3(2) . . . . ?
C3 S4 C5 C10 0.0(2) . . . . ?
C3 S4 C5 C6 178.2(3) . . . . ?
C3 C2 C19 C20 -2.5(4) . . . . ?
C3 C11 C12 O25 -175.5(3) . . . . ?
C3 C11 C12 N1 3.7(3) . . . . ?
C9 C10 C11 O26 -46.2(3) . . . . ?
C9 C10 C11 C12 72.5(3) . . . . ?
C9 C10 C11 C3 -174.0(2) . . . . ?
C9 C10 C5 S4 176.57(19) . . . . ?
C9 C10 C5 C6 -1.7(4) . . . . ?
C9 C8 C7 C6 -1.3(5) . . . . ?
C5 S4 C3 C2 119.37(18) . . . . ?
C5 S4 C3 C11 3.58(17) . . . . ?
C5 C10 C11 O26 134.3(2) . . . . ?
C5 C10 C11 C12 -107.1(2) . . . . ?
C5 C10 C11 C3 6.4(3) . . . . ?
C5 C10 C9 C8 0.9(4) . . . . ?
C5 C6 C7 C8 0.5(5) . . . . ?
C19 C2 C3 S4 70.8(3) . . . . ?
C19 C2 C3 C11 -171.3(3) . . . . ?
C20 O21 C22 C23 172.0(6) . . . . ?
C14 C13 C18 C17 1.2(5) . . . . ?
C18 C13 C14 C15 -0.6(5) . . . . ?
C27 C8 C7 C6 178.4(3) . . . . ?
C17 C16 C15 C14 1.0(6) . . . . ?
C15 C16 C17 C18 -0.3(6) . . . . ?
C22 O21 C20 O24 2.3(6) . . . . ?
C22 O21 C20 C19 -179.4(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 2.053
_oxdiff_exptl_absorpt_empirical_full_min 0.709
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2006429'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H23 N O4 S'
_chemical_formula_sum            'C19 H23 N O4 S'
_chemical_formula_weight         361.44
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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      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                   9.0842(12)
_cell_length_b                   11.1680(14)
_cell_length_c                   11.3556(13)
_cell_angle_alpha                108.185(11)
_cell_angle_beta                 106.055(11)
_cell_angle_gamma                109.685(12)
_cell_volume                     932.0(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1374
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7300
_cell_measurement_theta_min      2.7470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8158
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.805
_diffrn_reflns_theta_min         2.569
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      3.00 106.00   1.00    1.00    --   30.00  54.00 150.00  103
  2  ω     88.00 114.00   1.00    1.00    --   30.00  54.00  30.00   26
  3  ω    -73.00 111.00   1.00    1.00    --   30.00  54.00-120.00  184
  4  ω    -68.00 -34.00   1.00    1.00    --   30.00  54.00  30.00   34
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0011253000
_diffrn_orient_matrix_UB_12      0.0389641000
_diffrn_orient_matrix_UB_13      -0.0388269000
_diffrn_orient_matrix_UB_21      0.0589956000
_diffrn_orient_matrix_UB_22      0.0640079000
_diffrn_orient_matrix_UB_23      0.0606651000
_diffrn_orient_matrix_UB_31      0.0701859000
_diffrn_orient_matrix_UB_32      -0.0087445000
_diffrn_orient_matrix_UB_33      -0.0098454000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3180
_reflns_number_total             6010
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.871
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         6010
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1322
_refine_ls_R_factor_gt           0.0743
_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)+(0.1242P)²+0.1997P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2022
_refine_ls_wR_factor_ref         0.2594
_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, All O(H) groups
2. Rigid bond restraints
 C00H, C00M
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3.a Ternary CH refined with riding coordinates:
 C00D(H00D)
3.b Secondary CH2 refined with riding coordinates:
 C00H(H00B,H00C), C00I(H00F,H00G), C00M(H00M,H00N), C00P(H00U,H00V)
3.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00E(H00E), C00J(H00J), C00K(H00K)
3.d Idealised Me refined as rotating group:
 C00L(H00H,H00I,H00L), C00N(H00O,H00P,H00Q), C00O(H00R,H00S,H00T)
3.e Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_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 0.17475(12) 0.90026(8) 0.28273(9) 0.0673(3) Uani 1 1 d . . . . .
O002 O 0.3077(3) 0.6984(2) 0.48874(18) 0.0528(5) Uani 1 1 d . . . . .
H002 H 0.350189 0.773346 0.558089 0.079 Uiso 1 1 calc GR . . . .
O003 O 0.6227(3) 0.94569(19) 0.12843(19) 0.0566(5) Uani 1 1 d . . . . .
O004 O 0.0281(3) 0.44720(19) 0.2304(2) 0.0594(5) Uani 1 1 d . . . . .
N005 N 0.2149(3) 0.5851(2) 0.1694(2) 0.0434(4) Uani 1 1 d . . . . .
O006 O 0.5505(3) 1.0246(2) 0.2999(2) 0.0666(6) Uani 1 1 d . . . . .
C007 C 0.0561(3) 0.7335(2) 0.3944(2) 0.0413(5) Uani 1 1 d . . . . .
C008 C 0.2012(3) 0.7058(2) 0.3763(2) 0.0415(5) Uani 1 1 d . . . . .
C009 C 0.3229(3) 0.7278(2) 0.2133(2) 0.0415(5) Uani 1 1 d . . . . .
C00A C -0.0427(3) 0.6769(3) 0.4546(3) 0.0475(6) Uani 1 1 d . . . . .
H00A H -0.021761 0.615416 0.488222 0.057 Uiso 1 1 calc R . . . .
C00B C 0.1330(3) 0.5618(3) 0.2525(2) 0.0445(5) Uani 1 1 d . . . . .
C00C C 0.0272(4) 0.8266(3) 0.3434(3) 0.0481(6) Uani 1 1 d . . . . .
C00D C 0.3035(3) 0.8143(2) 0.3348(2) 0.0450(5) Uani 1 1 d . . . . .
H00D H 0.416779 0.884845 0.410557 0.054 Uiso 1 1 calc R . . . .
C00E C 0.4223(3) 0.7759(3) 0.1538(3) 0.0476(6) Uani 1 1 d . . . . .
H00E H 0.419428 0.710355 0.077537 0.057 Uiso 1 1 calc R . . . .
C00F C -0.1738(3) 0.7112(3) 0.4653(3) 0.0514(6) Uani 1 1 d . . . . .
C00G C 0.5345(3) 0.9266(3) 0.2036(3) 0.0483(6) Uani 1 1 d . . . . .
C00H C 0.1876(4) 0.4679(3) 0.0470(3) 0.0520(6) Uani 1 1 d . U . . .
H00B H 0.177145 0.495566 -0.026590 0.062 Uiso 1 1 calc R . . . .
H00C H 0.079640 0.385508 0.018037 0.062 Uiso 1 1 calc R . . . .
C00I C 0.7434(4) 1.0902(3) 0.1644(3) 0.0620(7) Uani 1 1 d . . . . .
H00F H 0.823703 1.138582 0.260459 0.074 Uiso 1 1 calc R . . . .
H00G H 0.681438 1.143363 0.147982 0.074 Uiso 1 1 calc R . . . .
C00J C -0.2049(4) 0.8000(3) 0.4097(3) 0.0607(7) Uani 1 1 d . . . . .
H00J H -0.294458 0.821252 0.413841 0.073 Uiso 1 1 calc R . . . .
C00K C -0.1082(4) 0.8573(3) 0.3490(3) 0.0626(8) Uani 1 1 d . . . . .
H00K H -0.132610 0.915714 0.312156 0.075 Uiso 1 1 calc R . . . .
C00L C -0.2763(4) 0.6561(4) 0.5385(4) 0.0718(9) Uani 1 1 d . . . . .
H00H H -0.286583 0.564101 0.526064 0.108 Uiso 1 1 calc GR . . . .
H00I H -0.389407 0.648635 0.501267 0.108 Uiso 1 1 calc GR . . . .
H00L H -0.217799 0.720627 0.634509 0.108 Uiso 1 1 calc GR . . . .
C00M C 0.3326(5) 0.4268(4) 0.0708(3) 0.0674(8) Uani 1 1 d . U . . .
H00M H 0.310499 0.354635 -0.015548 0.081 Uiso 1 1 calc R . . . .
H00N H 0.439928 0.509497 0.099239 0.081 Uiso 1 1 calc R . . . .
C00N C 0.8377(5) 1.0792(4) 0.0770(4) 0.0878(11) Uani 1 1 d . . . . .
H00O H 0.756822 1.030896 -0.017708 0.132 Uiso 1 1 calc GR . . . .
H00P H 0.898757 1.026654 0.094464 0.132 Uiso 1 1 calc GR . . . .
H00Q H 0.918538 1.172779 0.097750 0.132 Uiso 1 1 calc GR . . . .
C00O C 0.5063(6) 0.3354(5) 0.1973(4) 0.0908(12) Uani 1 1 d . . . . .
H00R H 0.481701 0.257219 0.115606 0.136 Uiso 1 1 calc GR . . . .
H00S H 0.519991 0.309193 0.271022 0.136 Uiso 1 1 calc GR . . . .
H00T H 0.611032 0.416314 0.220913 0.136 Uiso 1 1 calc GR . . . .
C00P C 0.3554(6) 0.3733(5) 0.1723(4) 0.0917(12) Uani 1 1 d . . . . .
H00U H 0.249281 0.289145 0.142903 0.110 Uiso 1 1 calc R . . . .
H00V H 0.375184 0.444529 0.258301 0.110 Uiso 1 1 calc R . . . .


_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 C00C 1.751(3) . ?
S001 C00D 1.836(3) . ?
O002 H002 0.8200 . ?
O002 C008 1.417(3) . ?
O003 C00G 1.339(3) . ?
O003 C00I 1.456(3) . ?
O004 C00B 1.206(3) . ?
N005 C009 1.389(3) . ?
N005 C00B 1.387(3) . ?
N005 C00H 1.470(3) . ?
O006 C00G 1.214(3) . ?
C007 C008 1.503(3) . ?
C007 C00A 1.378(3) . ?
C007 C00C 1.401(3) . ?
C008 C00B 1.544(3) . ?
C008 C00D 1.547(3) . ?
C009 C00D 1.511(3) . ?
C009 C00E 1.341(3) . ?
C00A H00A 0.9300 . ?
C00A C00F 1.392(3) . ?
C00C C00K 1.397(4) . ?
C00D H00D 0.9800 . ?
C00E H00E 0.9300 . ?
C00E C00G 1.457(4) . ?
C00F C00J 1.394(4) . ?
C00F C00L 1.515(4) . ?
C00H H00B 0.9700 . ?
C00H H00C 0.9700 . ?
C00H C00M 1.518(4) . ?
C00I H00F 0.9700 . ?
C00I H00G 0.9700 . ?
C00I C00N 1.482(4) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.375(4) . ?
C00K H00K 0.9300 . ?
C00L H00H 0.9600 . ?
C00L H00I 0.9600 . ?
C00L H00L 0.9600 . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00M C00P 1.452(5) . ?
C00N H00O 0.9600 . ?
C00N H00P 0.9600 . ?
C00N H00Q 0.9600 . ?
C00O H00R 0.9600 . ?
C00O H00S 0.9600 . ?
C00O H00T 0.9600 . ?
C00O C00P 1.546(5) . ?
C00P H00U 0.9700 . ?
C00P H00V 0.9700 . ?

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
C00C S001 C00D 92.23(11) . . ?
C008 O002 H002 109.5 . . ?
C00G O003 C00I 118.5(2) . . ?
C009 N005 C00H 124.3(2) . . ?
C00B N005 C009 113.61(18) . . ?
C00B N005 C00H 122.1(2) . . ?
C00A C007 C008 126.0(2) . . ?
C00A C007 C00C 120.8(2) . . ?
C00C C007 C008 113.2(2) . . ?
O002 C008 C007 114.49(19) . . ?
O002 C008 C00B 104.68(17) . . ?
O002 C008 C00D 113.3(2) . . ?
C007 C008 C00B 111.7(2) . . ?
C007 C008 C00D 109.18(18) . . ?
C00B C008 C00D 102.81(18) . . ?
N005 C009 C00D 107.8(2) . . ?
C00E C009 N005 124.4(2) . . ?
C00E C009 C00D 127.7(2) . . ?
C007 C00A H00A 119.8 . . ?
C007 C00A C00F 120.4(2) . . ?
C00F C00A H00A 119.8 . . ?
O004 C00B N005 124.8(2) . . ?
O004 C00B C008 126.9(2) . . ?
N005 C00B C008 108.29(19) . . ?
C007 C00C S001 115.17(18) . . ?
C00K C00C S001 125.6(2) . . ?
C00K C00C C007 119.2(2) . . ?
S001 C00D H00D 111.0 . . ?
C008 C00D S001 108.37(16) . . ?
C008 C00D H00D 111.0 . . ?
C009 C00D S001 109.75(17) . . ?
C009 C00D C008 105.68(18) . . ?
C009 C00D H00D 111.0 . . ?
C009 C00E H00E 118.7 . . ?
C009 C00E C00G 122.7(2) . . ?
C00G C00E H00E 118.7 . . ?
C00A C00F C00J 118.0(2) . . ?
C00A C00F C00L 120.7(3) . . ?
C00J C00F C00L 121.3(2) . . ?
O003 C00G C00E 110.8(2) . . ?
O006 C00G O003 122.7(2) . . ?
O006 C00G C00E 126.5(2) . . ?
N005 C00H H00B 109.0 . . ?
N005 C00H H00C 109.0 . . ?
N005 C00H C00M 113.1(2) . . ?
H00B C00H H00C 107.8 . . ?
C00M C00H H00B 109.0 . . ?
C00M C00H H00C 109.0 . . ?
O003 C00I H00F 110.3 . . ?
O003 C00I H00G 110.3 . . ?
O003 C00I C00N 107.1(2) . . ?
H00F C00I H00G 108.5 . . ?
C00N C00I H00F 110.3 . . ?
C00N C00I H00G 110.3 . . ?
C00F C00J H00J 118.7 . . ?
C00K C00J C00F 122.5(2) . . ?
C00K C00J H00J 118.7 . . ?
C00C C00K H00K 120.5 . . ?
C00J C00K C00C 119.0(2) . . ?
C00J C00K H00K 120.5 . . ?
C00F C00L H00H 109.5 . . ?
C00F C00L H00I 109.5 . . ?
C00F C00L H00L 109.5 . . ?
H00H C00L H00I 109.5 . . ?
H00H C00L H00L 109.5 . . ?
H00I C00L H00L 109.5 . . ?
C00H C00M H00M 108.5 . . ?
C00H C00M H00N 108.5 . . ?
H00M C00M H00N 107.5 . . ?
C00P C00M C00H 115.1(3) . . ?
C00P C00M H00M 108.5 . . ?
C00P C00M H00N 108.5 . . ?
C00I C00N H00O 109.5 . . ?
C00I C00N H00P 109.5 . . ?
C00I C00N H00Q 109.5 . . ?
H00O C00N H00P 109.5 . . ?
H00O C00N H00Q 109.5 . . ?
H00P C00N H00Q 109.5 . . ?
H00R C00O H00S 109.5 . . ?
H00R C00O H00T 109.5 . . ?
H00S C00O H00T 109.5 . . ?
C00P C00O H00R 109.5 . . ?
C00P C00O H00S 109.5 . . ?
C00P C00O H00T 109.5 . . ?
C00M C00P C00O 114.3(3) . . ?
C00M C00P H00U 108.7 . . ?
C00M C00P H00V 108.7 . . ?
C00O C00P H00U 108.7 . . ?
C00O C00P H00V 108.7 . . ?
H00U C00P H00V 107.6 . . ?

_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 1.656
_oxdiff_exptl_absorpt_empirical_full_min 0.608
####################################################################### 
# 
# 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_zj2222_sq
_database_code_depnum_ccdc_archive 'CCDC 2006430'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2019-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        qq
_chemical_formula_moiety         'C20 H23 N O4 S'
_chemical_formula_sum            'C20 H23 N O4 S'
_chemical_formula_weight         373.45
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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      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                   9.489(2)
_cell_length_b                   10.341(2)
_cell_length_c                   12.078(3)
_cell_angle_alpha                75.859(3)
_cell_angle_beta                 82.328(3)
_cell_angle_gamma                69.425(3)
_cell_volume                     1074.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2719
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.94
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0484 before and 0.0390 after correction. The Ratio of minimum to maximum transmission is 0.9253. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11215
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.741
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2485
_reflns_number_total             3792
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3792
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.032
_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)+(0.0648P)²+0.3616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1449
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4A), C16(H16), C17(H17), C19(H19)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.70771(9) 0.48546(8) 0.85212(8) 0.0696(3) Uani 1 1 d . . . . .
O1 O 0.3011(2) 0.35364(18) 0.76593(16) 0.0552(5) Uani 1 1 d . . . . .
O2 O 0.4617(2) 0.36018(19) 0.88309(16) 0.0612(5) Uani 1 1 d . . . . .
O3 O 0.4900(3) 0.96341(19) 0.67526(16) 0.0723(6) Uani 1 1 d . . . . .
O4 O 0.4365(2) 0.84194(18) 0.91565(16) 0.0574(5) Uani 1 1 d . . . . .
H4 H 0.452095 0.797297 0.981548 0.086 Uiso 1 1 calc GR . . . .
N1 N 0.4374(2) 0.7651(2) 0.67002(17) 0.0452(5) Uani 1 1 d . . . . .
C1 C 0.1810(4) 0.1808(4) 0.7943(4) 0.0966(13) Uani 1 1 d . . . . .
H1A H 0.198719 0.181870 0.713957 0.145 Uiso 1 1 calc GR . . . .
H1B H 0.084508 0.248865 0.807456 0.145 Uiso 1 1 calc GR . . . .
H1C H 0.182283 0.088335 0.835210 0.145 Uiso 1 1 calc GR . . . .
C2 C 0.3005(4) 0.2169(3) 0.8346(3) 0.0676(9) Uani 1 1 d . . . . .
H2A H 0.280485 0.221394 0.914728 0.081 Uiso 1 1 calc R . . . .
H2B H 0.397770 0.145440 0.826190 0.081 Uiso 1 1 calc R . . . .
C3 C 0.3878(3) 0.4133(3) 0.7987(2) 0.0459(6) Uani 1 1 d . . . . .
C4 C 0.3811(3) 0.5463(3) 0.7208(2) 0.0473(6) Uani 1 1 d . . . . .
H4A H 0.332469 0.570158 0.653057 0.057 Uiso 1 1 calc R . . . .
C5 C 0.4415(3) 0.6360(2) 0.7418(2) 0.0409(6) Uani 1 1 d . . . . .
C6 C 0.4499(3) 0.7261(3) 0.4686(2) 0.0567(7) Uani 1 1 d . . . . .
H6A H 0.530200 0.753589 0.421706 0.068 Uiso 1 1 calc R . . . .
H6B H 0.490278 0.627963 0.507726 0.068 Uiso 1 1 calc R . . . .
C7 C 0.3788(3) 0.8219(3) 0.5547(2) 0.0512(7) Uani 1 1 d . . . . .
H7 H 0.403120 0.908976 0.524314 0.061 Uiso 1 1 calc R . . . .
C8 C 0.2099(4) 0.8623(3) 0.5504(3) 0.0737(9) Uani 1 1 d . . . . .
H8A H 0.172019 0.793637 0.603665 0.088 Uiso 1 1 calc R . . . .
H8B H 0.158124 0.955074 0.567167 0.088 Uiso 1 1 calc R . . . .
C9 C 0.1920(5) 0.8618(5) 0.4285(3) 0.1061(14) Uani 1 1 d . . . . .
H9A H 0.099336 0.845016 0.422189 0.127 Uiso 1 1 calc R . . . .
H9B H 0.189469 0.951721 0.378884 0.127 Uiso 1 1 calc R . . . .
C10 C 0.3222(5) 0.7480(5) 0.3973(4) 0.1092(15) Uani 1 1 d . . . . .
H10A H 0.350848 0.772514 0.316840 0.131 Uiso 1 1 calc R . . . .
H10B H 0.297694 0.661715 0.410880 0.131 Uiso 1 1 calc R . . . .
C11 C 0.4872(3) 0.8458(3) 0.7196(2) 0.0509(7) Uani 1 1 d . . . . .
C12 C 0.5381(3) 0.7643(3) 0.8393(2) 0.0456(6) Uani 1 1 d . . . . .
C13 C 0.5213(3) 0.6198(2) 0.8468(2) 0.0433(6) Uani 1 1 d . . . . .
H13 H 0.459747 0.596763 0.915662 0.052 Uiso 1 1 calc R . . . .
C14 C 0.7005(3) 0.7442(3) 0.8498(2) 0.0513(7) Uani 1 1 d . . . . .
C15 C 0.7970(3) 0.6077(3) 0.8546(3) 0.0626(8) Uani 1 1 d . . . . .
C16 C 0.9504(4) 0.5751(5) 0.8627(4) 0.0952(12) Uani 1 1 d . . . . .
H16 H 1.015911 0.483263 0.865609 0.114 Uiso 1 1 calc R . . . .
C17 C 1.0035(5) 0.6808(6) 0.8664(4) 0.1032(14) Uani 1 1 d . . . . .
H17 H 1.106420 0.659018 0.871802 0.124 Uiso 1 1 calc R . . . .
C18 C 0.9100(5) 0.8192(5) 0.8624(3) 0.0866(12) Uani 1 1 d . . . . .
C19 C 0.7559(4) 0.8498(4) 0.8538(2) 0.0697(9) Uani 1 1 d . . . . .
H19 H 0.690248 0.941691 0.850695 0.084 Uiso 1 1 calc R . . . .
C20 C 0.9720(6) 0.9333(6) 0.8675(4) 0.132(2) Uani 1 1 d . . . . .
H20A H 1.017819 0.962362 0.794192 0.198 Uiso 1 1 calc GR . . . .
H20B H 1.046144 0.897254 0.924126 0.198 Uiso 1 1 calc GR . . . .
H20C H 0.891639 1.012735 0.887285 0.198 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 C13 1.823(3) . ?
S1 C15 1.759(3) . ?
O1 C2 1.455(3) . ?
O1 C3 1.334(3) . ?
O2 C3 1.216(3) . ?
O3 C11 1.212(3) . ?
O4 H4 0.8200 . ?
O4 C12 1.416(3) . ?
N1 C5 1.394(3) . ?
N1 C7 1.473(3) . ?
N1 C11 1.370(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.483(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.450(3) . ?
C4 H4A 0.9300 . ?
C4 C5 1.335(3) . ?
C5 C13 1.507(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.537(4) . ?
C6 C10 1.500(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.513(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.505(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.457(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.529(3) . ?
C12 C13 1.538(3) . ?
C12 C14 1.499(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.379(4) . ?
C14 C19 1.381(4) . ?
C15 C16 1.386(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.366(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.387(6) . ?
C18 C19 1.396(5) . ?
C18 C20 1.508(5) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C15 S1 C13 92.53(13) . . ?
C3 O1 C2 116.9(2) . . ?
C12 O4 H4 109.5 . . ?
C5 N1 C7 127.1(2) . . ?
C11 N1 C5 113.0(2) . . ?
C11 N1 C7 119.8(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 107.8(3) . . ?
O1 C2 H2A 110.1 . . ?
O1 C2 H2B 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.5 . . ?
O1 C3 C4 111.0(2) . . ?
O2 C3 O1 123.0(2) . . ?
O2 C3 C4 126.0(2) . . ?
C3 C4 H4A 118.5 . . ?
C5 C4 C3 123.0(2) . . ?
C5 C4 H4A 118.5 . . ?
N1 C5 C13 107.8(2) . . ?
C4 C5 N1 125.1(2) . . ?
C4 C5 C13 127.1(2) . . ?
H6A C6 H6B 108.9 . . ?
C7 C6 H6A 110.9 . . ?
C7 C6 H6B 110.9 . . ?
C10 C6 H6A 110.9 . . ?
C10 C6 H6B 110.9 . . ?
C10 C6 C7 104.3(3) . . ?
N1 C7 C6 115.2(2) . . ?
N1 C7 H7 106.5 . . ?
N1 C7 C8 115.2(2) . . ?
C6 C7 H7 106.5 . . ?
C8 C7 C6 106.4(2) . . ?
C8 C7 H7 106.5 . . ?
C7 C8 H8A 111.3 . . ?
C7 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
C9 C8 C7 102.4(3) . . ?
C9 C8 H8A 111.3 . . ?
C9 C8 H8B 111.3 . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 C8 106.1(3) . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C6 C10 H10A 110.0 . . ?
C6 C10 H10B 110.0 . . ?
C9 C10 C6 108.5(3) . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O3 C11 N1 125.1(2) . . ?
O3 C11 C12 125.6(2) . . ?
N1 C11 C12 109.4(2) . . ?
O4 C12 C11 105.5(2) . . ?
O4 C12 C13 113.0(2) . . ?
O4 C12 C14 114.4(2) . . ?
C11 C12 C13 103.2(2) . . ?
C14 C12 C11 110.9(2) . . ?
C14 C12 C13 109.2(2) . . ?
S1 C13 H13 109.8 . . ?
C5 C13 S1 112.53(18) . . ?
C5 C13 C12 105.71(18) . . ?
C5 C13 H13 109.8 . . ?
C12 C13 S1 109.02(17) . . ?
C12 C13 H13 109.8 . . ?
C15 C14 C12 114.6(2) . . ?
C15 C14 C19 120.2(3) . . ?
C19 C14 C12 125.2(3) . . ?
C14 C15 S1 114.4(2) . . ?
C14 C15 C16 120.4(3) . . ?
C16 C15 S1 125.1(3) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.6(4) . . ?
C17 C16 H16 120.7 . . ?
C16 C17 H17 118.7 . . ?
C16 C17 C18 122.7(4) . . ?
C18 C17 H17 118.7 . . ?
C17 C18 C19 117.8(3) . . ?
C17 C18 C20 121.3(4) . . ?
C19 C18 C20 120.9(5) . . ?
C14 C19 C18 120.3(4) . . ?
C14 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.500 197 35 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_337
_database_code_depnum_ccdc_archive 'CCDC 2021750'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;Tianjin university of technoloy
China
;
_audit_update_record             
;
2020-08-06 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2020-07-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 N O2 S'
_chemical_formula_sum            'C19 H17 N O2 S'
_chemical_formula_weight         323.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.96320(10)
_cell_length_b                   9.9037(3)
_cell_length_c                   33.6030(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1651.72(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2747
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      56.2070
_cell_measurement_theta_min      2.6140
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.809
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            13803
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.505
_diffrn_reflns_theta_max         67.505
_diffrn_reflns_theta_min         2.630
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  45.00   0.50    0.80    --   40.90 -43.00  30.00   52
  2  ω    -49.00  12.00   0.50    0.80    --   40.90 -43.00-180.00  122
  3  ω     18.00  72.00   0.50    0.80    --   40.90 -43.00-180.00  108
  4  ω    -49.00   1.00   0.50    0.80    --   40.90 -82.00 -60.00  100
  5  ω    -49.00  13.00   0.50    0.80    --   40.90 -43.00  30.00  124
  6  ω     25.00  67.00   0.50    0.80    --   40.90 -82.00  90.00   84
  7  ω     -1.00  66.00   0.50    0.80    --   40.90 -82.00  30.00  134
  8  ω     30.00  66.00   0.50    0.80    --   40.90 -82.00 -30.00   72
  9  ω    -30.00   2.00   0.50    0.80    --   40.90 -82.00  90.00   64
 10  ω     14.00  48.00   0.50    0.80    --   40.90 -82.00 -60.00   68
 11  ω    -27.00   6.00   0.50    0.80    --   40.90 -82.00 -30.00   66
 12  ω     50.00  75.00   0.50    0.80    --   40.90 -43.00  30.00   50
 13  ω    -33.00  -7.00   0.50    0.80    --   40.90 -65.00-180.00   52
 14  ω      4.00  52.00   0.50    0.80    --   40.90 -65.00-180.00   96
 15  ω    -49.00  35.00   0.50    0.80    --   40.90 -77.00 150.00  168
 16  ω     27.00  68.00   0.50    0.80    --   40.90 -82.00-180.00   82
 17  ω     33.00  64.00   0.50    0.80    --   40.90  54.00  30.00   62
 18  ω    -21.00  14.00   0.50    0.80    --   40.90 -65.00 -30.00   70
 19  ω      6.00 122.00   0.50    0.80    --   93.40 -50.00 -60.00  232
 20  ω     18.00  92.00   0.50    0.80    --   93.40 -33.00 -60.00  148
 21  ω    132.00 181.00   0.50    0.80    --   93.40  82.00-120.00   98
 22  ω     13.00  64.00   0.50    0.80    --   93.40 -77.00 -90.00  102
 23  ω     66.00  95.00   0.50    0.80    --   93.40  82.00-120.00   58
 24  ω     16.00  94.00   0.50    0.80    --   93.40 -82.00-180.00  156
 25  ω    147.00 183.00   0.50    0.80    --   93.40  59.00   0.00   72
 26  ω    111.00 137.00   0.50    0.80    --   93.40  59.00   0.00   52
 27  ω      4.00  98.00   0.50    0.80    --   93.40 -82.00-150.00  188
 28  ω     16.00 183.00   0.50    0.80    --   93.40   8.00 -30.00  334
 29  ω    128.00 162.00   0.50    0.80    --   93.40  82.00-150.00   68
 30  ω     90.00 115.00   0.50    0.80    --   93.40  82.00-150.00   50
 31  ω     61.00  98.00   0.50    0.80    --   93.40 -82.00  30.00   74
 32  ω     66.00  92.00   0.50    0.80    --   93.40 -82.00 150.00   52
 33  ω     15.00 121.00   0.50    0.80    --   93.40 -82.00 -60.00  212
 34  ω     71.00 101.00   0.50    0.80    --   93.40 -82.00-120.00   60
 35  ω     56.00  83.00   0.50    0.80    --   93.40 -82.00 -30.00   54
 36  ω      4.00 116.00   0.50    0.80    --   93.40 -42.00  30.00  224
 37  ω     10.00  66.00   0.50    0.80    --   93.40 -59.00 120.00  112
 38  ω     62.00  95.00   0.50    0.80    --   93.40 -82.00  99.41   66
 39  ω     70.00  96.00   0.50    0.80    --   93.40 -82.00   0.00   52
 40  ω     59.00  84.00   0.50    0.80    --   93.40 -82.00  60.00   50
 41  ω     55.00  80.00   0.50    0.80    --   93.40 -82.00 120.00   50
 42  ω     10.00  35.00   0.50    0.80    --   93.40 -82.00  99.41   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0176763000
_diffrn_orient_matrix_UB_12      -0.1525710000
_diffrn_orient_matrix_UB_13      -0.0085489000
_diffrn_orient_matrix_UB_21      0.0368898000
_diffrn_orient_matrix_UB_22      0.0299488000
_diffrn_orient_matrix_UB_23      -0.0446547000
_diffrn_orient_matrix_UB_31      0.3077109000
_diffrn_orient_matrix_UB_32      0.0051269000
_diffrn_orient_matrix_UB_33      0.0058381000
_diffrn_oxdiff_digest_frames     
;
0162219eb7280e164a9e4ea75fe341451f041882cb0
;
_diffrn_oxdiff_digest_hkl        
;
01f6badeb7dfaefd7337108f545fff6674efa1
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                2410
_reflns_number_total             2934
_reflns_odcompleteness_completeness 99.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 776 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2934
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.061
_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)+(0.0571P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1096
_refine_ls_wR_factor_ref         0.1190
_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:
 N003(H003), C00A(H00A), C00E(H00E), C00F(H00F), C00G(H00G), C00I(H00I),
 C00L(H00L), C00M(H00M)
2.b Idealised Me refined as rotating group:
 C00H(H00B,H00C,H00D), C00J(H00H,H00J,H00K), C00N(H00N,H00O,H00P)
;
_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
S01 S 0.2125(2) 0.45639(10) 0.27896(3) 0.0519(3) Uani 1 1 d . . . . .
O002 O 0.7559(6) 0.6874(3) 0.37999(9) 0.0690(9) Uani 1 1 d . . . . .
N003 N 0.3131(6) 0.7182(3) 0.39271(9) 0.0485(8) Uani 1 1 d . . . . .
H003 H 0.153945 0.691742 0.386234 0.058 Uiso 1 1 calc R . . . .
O004 O -0.0936(6) 0.7078(3) 0.27847(10) 0.0739(10) Uani 1 1 d . . . . .
C005 C 0.5192(7) 0.6645(4) 0.37201(12) 0.0451(9) Uani 1 1 d . . . . .
C006 C 0.5544(7) 0.4365(4) 0.33728(10) 0.0426(9) Uani 1 1 d . . . . .
C007 C 0.4417(7) 0.5703(4) 0.33938(11) 0.0428(9) Uani 1 1 d . . . . .
C008 C 0.3303(8) 0.8138(4) 0.42407(11) 0.0453(9) Uani 1 1 d . . . . .
C009 C 0.2596(8) 0.5939(4) 0.30972(10) 0.0433(9) Uani 1 1 d . . . . .
C00A C 0.7471(8) 0.3743(4) 0.36188(10) 0.0476(9) Uani 1 1 d . . . . .
H00A H 0.819600 0.421663 0.383244 0.057 Uiso 1 1 calc R . . . .
C00B C 0.1117(8) 0.7186(4) 0.29798(12) 0.0498(10) Uani 1 1 d . . . . .
C00C C 0.4471(8) 0.3630(4) 0.30539(11) 0.0468(10) Uani 1 1 d . . . . .
C00D C 0.8295(8) 0.2437(4) 0.35455(12) 0.0535(10) Uani 1 1 d . . . . .
C00E C 0.5283(9) 0.2308(4) 0.29747(13) 0.0558(11) Uani 1 1 d . . . . .
H00E H 0.456058 0.182355 0.276298 0.067 Uiso 1 1 calc R . . . .
C00F C 0.7198(9) 0.1746(4) 0.32220(12) 0.0581(11) Uani 1 1 d . . . . .
H00F H 0.778120 0.087107 0.317094 0.070 Uiso 1 1 calc R . . . .
C00G C 0.1540(10) 0.8043(5) 0.45526(12) 0.0646(12) Uani 1 1 d . . . . .
H00G H 0.025802 0.735776 0.455717 0.077 Uiso 1 1 calc R . . . .
C00H C 1.0437(9) 0.1784(5) 0.38054(14) 0.0675(13) Uani 1 1 d . . . . .
H00B H 1.211792 0.176129 0.366417 0.101 Uiso 1 1 calc GR . . . .
H00C H 0.989847 0.087934 0.387062 0.101 Uiso 1 1 calc GR . . . .
H00D H 1.064789 0.229780 0.404562 0.101 Uiso 1 1 calc GR . . . .
C00I C 0.5152(9) 0.9169(5) 0.42367(14) 0.0653(13) Uani 1 1 d . . . . .
H00I H 0.634772 0.925981 0.402527 0.078 Uiso 1 1 calc R . . . .
C00J C 0.2337(11) 0.8538(4) 0.30733(14) 0.0711(13) Uani 1 1 d . . . . .
H00H H 0.188946 0.916693 0.286618 0.107 Uiso 1 1 calc GR . . . .
H00J H 0.425990 0.845072 0.309093 0.107 Uiso 1 1 calc GR . . . .
H00K H 0.164189 0.885996 0.332239 0.107 Uiso 1 1 calc GR . . . .
C00K C 0.3516(11) 0.9984(5) 0.48667(14) 0.0700(14) Uani 1 1 d . . . . .
C00L C 0.1666(11) 0.8964(6) 0.48601(13) 0.0770(15) Uani 1 1 d . . . . .
H00L H 0.045228 0.888680 0.506968 0.092 Uiso 1 1 calc R . . . .
C00M C 0.5216(10) 1.0071(5) 0.45501(15) 0.0750(15) Uani 1 1 d . . . . .
H00M H 0.647349 1.076630 0.454451 0.090 Uiso 1 1 calc R . . . .
C00N C 0.3675(15) 1.0944(6) 0.52164(16) 0.112(2) Uani 1 1 d . . . . .
H00N H 0.201782 1.091109 0.536330 0.168 Uiso 1 1 calc GR . . . .
H00O H 0.396981 1.184556 0.512108 0.168 Uiso 1 1 calc GR . . . .
H00P H 0.513960 1.068341 0.538656 0.168 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
S01 C009 1.726(4) . ?
S01 C00C 1.732(4) . ?
O002 C005 1.226(4) . ?
N003 C005 1.347(5) . ?
N003 C008 1.419(5) . ?
O004 C00B 1.217(5) . ?
C005 C007 1.490(5) . ?
C006 C007 1.440(5) . ?
C006 C00A 1.406(5) . ?
C006 C00C 1.400(5) . ?
C007 C009 1.366(5) . ?
C008 C00G 1.369(6) . ?
C008 C00I 1.373(6) . ?
C009 C00B 1.490(5) . ?
C00A C00D 1.379(5) . ?
C00B C00J 1.502(6) . ?
C00C C00E 1.396(6) . ?
C00D C00F 1.395(6) . ?
C00D C00H 1.521(6) . ?
C00E C00F 1.379(6) . ?
C00G C00L 1.380(6) . ?
C00I C00M 1.381(6) . ?
C00K C00L 1.365(7) . ?
C00K C00M 1.360(7) . ?
C00K C00N 1.513(6) . ?

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
C009 S01 C00C 91.33(19) . . ?
C005 N003 C008 127.0(3) . . ?
O002 C005 N003 122.8(4) . . ?
O002 C005 C007 121.6(4) . . ?
N003 C005 C007 115.6(3) . . ?
C00A C006 C007 129.7(4) . . ?
C00C C006 C007 111.6(3) . . ?
C00C C006 C00A 118.8(4) . . ?
C006 C007 C005 120.8(3) . . ?
C009 C007 C005 126.9(4) . . ?
C009 C007 C006 112.3(3) . . ?
C00G C008 N003 118.9(4) . . ?
C00G C008 C00I 119.1(4) . . ?
C00I C008 N003 122.0(4) . . ?
C007 C009 S01 113.0(3) . . ?
C007 C009 C00B 131.4(3) . . ?
C00B C009 S01 115.4(3) . . ?
C00D C00A C006 120.5(4) . . ?
O004 C00B C009 118.8(4) . . ?
O004 C00B C00J 121.9(4) . . ?
C009 C00B C00J 119.0(3) . . ?
C006 C00C S01 111.8(3) . . ?
C00E C00C S01 126.7(3) . . ?
C00E C00C C006 121.6(4) . . ?
C00A C00D C00F 118.9(4) . . ?
C00A C00D C00H 120.3(4) . . ?
C00F C00D C00H 120.8(4) . . ?
C00F C00E C00C 117.5(4) . . ?
C00E C00F C00D 122.7(4) . . ?
C008 C00G C00L 119.9(5) . . ?
C008 C00I C00M 119.2(4) . . ?
C00L C00K C00N 120.8(5) . . ?
C00M C00K C00L 116.8(4) . . ?
C00M C00K C00N 122.4(5) . . ?
C00K C00L C00G 122.1(5) . . ?
C00K C00M C00I 122.8(5) . . ?

_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 1.892
_oxdiff_exptl_absorpt_empirical_full_min 0.697
