# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_Y
_database_code_depnum_ccdc_archive 'CCDC 2123021'
loop_
_audit_author_name
_audit_author_address
CPro-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_formula_moiety         'C16 H13 N O3 S'
_chemical_formula_sum            'C16 H13 N O3 S'
_chemical_formula_weight         299.353
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   13.992(2)
_cell_length_b                   8.8276(14)
_cell_length_c                   11.4697(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.099(2)
_cell_angle_gamma                90
_cell_volume                     1414.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7717
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      31.53
_cell_measurement_theta_min      2.24
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1485 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.8030.
The λ/2 correction factor is 0.0015.
;
_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    1.406
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             624.801
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.9969
_diffrn_reflns_Laue_measured_fraction_max 0.9412
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14617
_diffrn_reflns_point_group_measured_fraction_full 0.9969
_diffrn_reflns_point_group_measured_fraction_max 0.9412
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         31.93
_diffrn_reflns_theta_min         2.73
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9969
_diffrn_measured_fraction_theta_max 0.9412
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3587
_reflns_number_total             4592
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.6121
_refine_diff_density_min         -0.5364
_refine_diff_density_rms         0.0826
_refine_ls_d_res_high            0.6719
_refine_ls_d_res_low             7.4628
_refine_ls_goodness_of_fit_ref   1.0609
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     190
_refine_ls_number_reflns         4592
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.0605
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0838P)²+0.4116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1386
_refine_ls_wR_factor_ref         0.1564
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1-C2 = C2-C3 = C1-C3
 1.51 with sigma of 0.001
3.a Ternary CH refined with riding coordinates:
 C3(H3)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C12(H12), C9(H9), C14(H14), C15(H15), C13(H13), C7(H7), C8(H8)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
S1 S 0.80204(3) 0.03475(4) 0.38696(3) 0.03736(13) Uani 1.000000 .
N1 N 0.74300(9) 0.25155(13) 0.20660(11) 0.0330(3) Uani 1.000000 .
C11 C 0.76423(10) -0.01817(16) 0.24480(13) 0.0320(3) Uani 1.000000 .
O1 O 0.67288(10) 0.47634(14) 0.24446(13) 0.0505(3) Uani 1.000000 .
C16 C 0.73700(10) 0.09769(15) 0.16744(12) 0.0317(3) Uani 1.000000 .
C10 C 0.86693(10) 0.19912(17) 0.35707(13) 0.0351(3) Uani 1.000000 .
O2 O 0.71988(10) 0.07596(17) 0.44975(11) 0.0513(3) Uani 1.000000 .
C5 C 0.82955(10) 0.29478(16) 0.26976(12) 0.0328(3) Uani 1.000000 .
C6 C 0.87800(13) 0.4276(2) 0.24512(15) 0.0442(4) Uani 1.000000 .
H6 H 0.85415(13) 0.4927(2) 0.18681(15) 0.0531(4) Uiso 1.000000 R
C12 C 0.76108(12) -0.16969(17) 0.21127(15) 0.0405(3) Uani 1.000000 .
H12 H 0.78037(12) -0.24555(17) 0.26366(15) 0.0487(4) Uiso 1.000000 R
C4 C 0.66360(11) 0.34743(17) 0.20874(14) 0.0377(3) Uani 1.000000 .
O3 O 0.86523(11) -0.07826(16) 0.43775(13) 0.0589(4) Uani 1.000000 .
C9 C 0.95294(12) 0.2311(2) 0.41864(16) 0.0466(4) Uani 1.000000 .
H9 H 0.97822(12) 0.1644(2) 0.47497(16) 0.0559(5) Uiso 1.000000 R
C14 C 0.70449(14) -0.0907(2) 0.02048(16) 0.0485(4) Uani 1.000000 .
H14 H 0.68454(14) -0.1159(2) -0.05572(16) 0.0582(5) Uiso 1.000000 R
C15 C 0.70913(13) 0.06064(19) 0.05275(14) 0.0419(3) Uani 1.000000 .
H15 H 0.69382(13) 0.13627(19) -0.00154(14) 0.0503(4) Uiso 1.000000 R
C13 C 0.72885(14) -0.20508(19) 0.09904(16) 0.0470(4) Uani 1.000000 .
H13 H 0.72345(14) -0.30588(19) 0.07602(16) 0.0564(5) Uiso 1.000000 R
C7 C 0.96227(15) 0.4615(2) 0.30864(19) 0.0550(5) Uani 1.000000 .
H7 H 0.99421(15) 0.5512(2) 0.29363(19) 0.0661(6) Uiso 1.000000 R
C8 C 1.00002(13) 0.3639(3) 0.39444(19) 0.0554(5) Uani 1.000000 .
H8 H 1.05707(13) 0.3882(3) 0.43558(19) 0.0665(6) Uiso 1.000000 R
C3 C 0.56916(11) 0.2825(2) 0.17285(19) 0.0556(5) Uani 1.000000 D
H3 H 0.56829(11) 0.1812(2) 0.13777(19) 0.0668(6) Uiso 1.000000 R
C1 C 0.49159(17) 0.3914(3) 0.1313(3) 0.1009(12) Uani 1.000000 D
H1a H 0.50815(17) 0.4978(3) 0.1264(3) 0.1210(14) Uiso 1.000000 R
H1b H 0.44492(17) 0.3565(3) 0.0717(3) 0.1210(14) Uiso 1.000000 R
C2 C 0.48928(18) 0.3216(4) 0.2510(3) 0.1014(11) Uani 1.000000 D
H2a H 0.44126(18) 0.2448(4) 0.2631(3) 0.1217(14) Uiso 1.000000 R
H2b H 0.50450(18) 0.3861(4) 0.3179(3) 0.1217(14) Uiso 1.000000 R


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 C11 1.7503(15) . ?
S1 C10 1.7552(16) . ?
S1 O2 1.4360(14) . ?
S1 O3 1.4355(13) . ?
N1 C16 1.4316(18) . ?
N1 C5 1.4290(18) . ?
N1 C4 1.3979(19) . ?
C11 C16 1.3935(19) . ?
C11 C12 1.392(2) . ?
O1 C4 1.214(2) . ?
C16 C15 1.391(2) . ?
C10 C5 1.390(2) . ?
C10 C9 1.391(2) . ?
C5 C6 1.391(2) . ?
C6 C7 1.385(3) . ?
C12 C13 1.377(2) . ?
C4 C3 1.478(2) . ?
C9 C8 1.380(3) . ?
C14 C15 1.387(2) . ?
C14 C13 1.383(3) . ?
C7 C8 1.390(3) . ?
C3 C1 1.5081(10) . ?
C3 C2 1.5099(10) . ?
C1 C2 1.5066(10) . ?

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
C10 S1 C11 99.92(7) . . ?
O2 S1 C11 108.97(8) . . ?
O2 S1 C10 108.97(8) . . ?
O3 S1 C11 109.95(8) . . ?
O3 S1 C10 109.87(8) . . ?
O3 S1 O2 117.69(9) . . ?
C5 N1 C16 116.49(11) . . ?
C4 N1 C16 123.15(12) . . ?
C4 N1 C5 118.81(12) . . ?
C16 C11 S1 117.11(10) . . ?
C12 C11 S1 121.15(12) . . ?
C12 C11 C16 121.73(14) . . ?
C11 C16 N1 119.16(12) . . ?
C15 C16 N1 121.91(13) . . ?
C15 C16 C11 118.86(13) . . ?
C5 C10 S1 117.67(11) . . ?
C9 C10 S1 120.75(13) . . ?
C9 C10 C5 121.58(15) . . ?
C10 C5 N1 118.59(13) . . ?
C6 C5 N1 122.08(14) . . ?
C6 C5 C10 119.32(14) . . ?
C7 C6 C5 119.07(17) . . ?
C13 C12 C11 118.71(15) . . ?
O1 C4 N1 120.19(14) . . ?
C3 C4 N1 117.35(13) . . ?
C3 C4 O1 122.36(15) . . ?
C8 C9 C10 118.67(17) . . ?
C13 C14 C15 121.52(16) . . ?
C14 C15 C16 119.06(15) . . ?
C14 C13 C12 120.01(15) . . ?
C8 C7 C6 121.23(17) . . ?
C7 C8 C9 120.09(16) . . ?
C1 C3 C4 117.24(18) . . ?
C2 C3 C4 115.16(19) . . ?
C2 C3 C1 59.89(5) . . ?
C2 C1 C3 60.11(5) . . ?
C1 C2 C3 59.99(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C11 C16 N1 1.22(13) . . . . ?
S1 C11 C16 C15 178.18(12) . . . . ?
S1 C11 C12 C13 178.65(14) . . . . ?
S1 C10 C5 N1 -2.35(13) . . . . ?
S1 C10 C5 C6 178.78(12) . . . . ?
S1 C10 C9 C8 -178.13(15) . . . . ?
N1 C16 C11 C12 -179.18(13) . . . . ?
N1 C16 C15 C14 -179.80(16) . . . . ?
N1 C5 C10 C9 177.30(14) . . . . ?
N1 C5 C6 C7 -179.07(17) . . . . ?
N1 C4 C3 C1 -157.46(19) . . . . ?
N1 C4 C3 C2 134.97(19) . . . . ?
C11 C16 C15 C14 3.33(17) . . . . ?
C11 C12 C13 C14 2.93(19) . . . . ?
O1 C4 C3 C1 26.1(2) . . . . ?
O1 C4 C3 C2 -41.4(2) . . . . ?
C16 C15 C14 C13 -1.4(2) . . . . ?
C10 C5 C6 C7 -0.24(18) . . . . ?
C10 C9 C8 C7 -1.1(2) . . . . ?
C5 C6 C7 C8 1.4(2) . . . . ?
C6 C7 C8 C9 -0.7(2) . . . . ?
C12 C13 C14 C15 -1.8(2) . . . . ?
C4 C3 C1 C2 -104.7(3) . . . . ?
C4 C3 C2 C1 108.2(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C1 C3 1 1.5100 0.0010 0.0019
C1 C2 1 1.5100 0.0010 0.0034
C2 C3 1 1.5100 0.0010 0.0001

_chemical_melting_point          216
####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 2123066'
loop_
_audit_author_name
_audit_author_address
CBut-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 N O3 S'
_chemical_formula_sum            'C17 H15 N O3 S'
_chemical_formula_weight         313.36
_chemical_melting_point          227
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                   14.796(2)
_cell_length_b                   8.7960(13)
_cell_length_c                   11.4978(17)
_cell_angle_alpha                90
_cell_angle_beta                 90.722(2)
_cell_angle_gamma                90
_cell_volume                     1496.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8570
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.40
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6502
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1368 before and 0.0443 after correction.
The Ratio of minimum to maximum transmission is 0.8711.
The λ/2 correction factor is 0.0015.
;
_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    1.391
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15656
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.078
_diffrn_reflns_theta_min         1.376
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3981
_reflns_number_total             4751
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.085(5)
_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   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         4751
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.057
_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)+(0.0718P)²+0.4354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1334
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B), C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C13(H13), C10(H10), C14(H14), C15(H15), C7(H7), C8(H8), C9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.076
;
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 0.18590(2) 0.46754(4) 0.90346(3) 0.03271(11) Uani 1 1 d . . . . .
N1 N 0.24378(7) 0.24898(11) 0.73005(9) 0.0292(2) Uani 1 1 d . . . . .
C12 C 0.22348(8) 0.52008(13) 0.76551(11) 0.0288(2) Uani 1 1 d . . . . .
C6 C 0.16162(8) 0.20553(14) 0.78485(11) 0.0297(2) Uani 1 1 d . . . . .
O1 O 0.30937(8) 0.02272(12) 0.77259(12) 0.0494(3) Uani 1 1 d . . . . .
O2 O 0.26298(8) 0.42604(14) 0.97389(9) 0.0459(3) Uani 1 1 d . . . . .
C17 C 0.24978(8) 0.40285(13) 0.69127(10) 0.0283(2) Uani 1 1 d . . . . .
C11 C 0.12505(8) 0.30235(15) 0.86797(11) 0.0314(2) Uani 1 1 d . . . . .
C5 C 0.31846(9) 0.15210(14) 0.73848(11) 0.0325(3) Uani 1 1 d . . . . .
C16 C 0.27790(10) 0.43927(16) 0.57989(12) 0.0383(3) Uani 1 1 d . . . . .
H16 H 0.292266 0.362838 0.527387 0.046 Uiso 1 1 calc R U . . .
C13 C 0.22856(10) 0.67204(15) 0.73233(13) 0.0384(3) Uani 1 1 d . . . . .
H13 H 0.210276 0.748801 0.782438 0.046 Uiso 1 1 calc R U . . .
O3 O 0.12613(9) 0.58138(14) 0.94773(12) 0.0539(3) Uani 1 1 d . . . . .
C10 C 0.04318(9) 0.2699(2) 0.92157(14) 0.0435(3) Uani 1 1 d . . . . .
H10 H 0.018813 0.336803 0.975373 0.052 Uiso 1 1 calc R U . . .
C4 C 0.40970(9) 0.21588(17) 0.70867(14) 0.0407(3) Uani 1 1 d . . . . .
H4 H 0.410293 0.326931 0.715526 0.049 Uiso 1 1 calc R U . . .
C14 C 0.26127(11) 0.70645(16) 0.62362(15) 0.0455(3) Uani 1 1 d . . . . .
H14 H 0.267844 0.807418 0.601268 0.055 Uiso 1 1 calc R U . . .
C15 C 0.28432(12) 0.59104(18) 0.54776(14) 0.0457(3) Uani 1 1 d . . . . .
H15 H 0.304509 0.615591 0.473829 0.055 Uiso 1 1 calc R U . . .
C7 C 0.11608(11) 0.07229(17) 0.75604(13) 0.0415(3) Uani 1 1 d . . . . .
H7 H 0.138971 0.006668 0.700246 0.050 Uiso 1 1 calc R U . . .
C8 C 0.03547(12) 0.0386(2) 0.81217(16) 0.0518(4) Uani 1 1 d . . . . .
H8 H 0.005516 -0.051730 0.794760 0.062 Uiso 1 1 calc R U . . .
C9 C -0.00080(10) 0.1367(2) 0.89316(16) 0.0519(4) Uani 1 1 d . . . . .
H9 H -0.055111 0.112624 0.928606 0.062 Uiso 1 1 calc R U . . .
C1 C 0.49220(12) 0.1449(3) 0.77110(18) 0.0594(5) Uani 1 1 d . . . . .
H1A H 0.517737 0.208463 0.832105 0.071 Uiso 1 1 calc R U . . .
H1B H 0.481725 0.042443 0.799119 0.071 Uiso 1 1 calc R U . . .
C3 C 0.45294(13) 0.1643(4) 0.59475(18) 0.0875(9) Uani 1 1 d . . . . .
H3A H 0.429833 0.068135 0.565678 0.105 Uiso 1 1 calc R U . . .
H3B H 0.451955 0.241159 0.534265 0.105 Uiso 1 1 calc R U . . .
C2 C 0.54368(12) 0.1511(3) 0.6587(2) 0.0691(6) Uani 1 1 d . . . . .
H2A H 0.576668 0.058661 0.641332 0.083 Uiso 1 1 calc R U . . .
H2B H 0.581951 0.239960 0.651180 0.083 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C12 1.7496(13) . ?
S1 O2 1.4376(11) . ?
S1 C11 1.7548(14) . ?
S1 O3 1.4336(11) . ?
N1 C6 1.4284(15) . ?
N1 C17 1.4281(15) . ?
N1 C5 1.3978(15) . ?
C12 C17 1.3971(16) . ?
C12 C13 1.3923(17) . ?
C6 C11 1.3945(17) . ?
C6 C7 1.3899(19) . ?
O1 C5 1.2117(16) . ?
C17 C16 1.3889(18) . ?
C11 C10 1.3955(18) . ?
C5 C4 1.5055(18) . ?
C16 H16 0.9300 . ?
C16 C15 1.389(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.380(2) . ?
C10 H10 0.9300 . ?
C10 C9 1.377(3) . ?
C4 H4 0.9800 . ?
C4 C1 1.541(2) . ?
C4 C3 1.534(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(2) . ?
C15 H15 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.395(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.383(3) . ?
C9 H9 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.510(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.527(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 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
C12 S1 C11 100.13(6) . . ?
O2 S1 C12 108.59(6) . . ?
O2 S1 C11 108.77(7) . . ?
O3 S1 C12 110.00(7) . . ?
O3 S1 O2 117.77(8) . . ?
O3 S1 C11 110.12(7) . . ?
C17 N1 C6 116.61(10) . . ?
C5 N1 C6 118.86(10) . . ?
C5 N1 C17 123.18(10) . . ?
C17 C12 S1 116.95(9) . . ?
C13 C12 S1 121.39(10) . . ?
C13 C12 C17 121.65(12) . . ?
C11 C6 N1 118.60(11) . . ?
C7 C6 N1 122.23(12) . . ?
C7 C6 C11 119.15(12) . . ?
C12 C17 N1 119.33(11) . . ?
C16 C17 N1 121.81(11) . . ?
C16 C17 C12 118.82(12) . . ?
C6 C11 S1 117.56(9) . . ?
C6 C11 C10 121.61(13) . . ?
C10 C11 S1 120.83(11) . . ?
N1 C5 C4 117.86(11) . . ?
O1 C5 N1 120.27(12) . . ?
O1 C5 C4 121.82(12) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 C17 119.30(13) . . ?
C15 C16 H16 120.4 . . ?
C12 C13 H13 120.7 . . ?
C14 C13 C12 118.66(13) . . ?
C14 C13 H13 120.7 . . ?
C11 C10 H10 120.7 . . ?
C9 C10 C11 118.65(14) . . ?
C9 C10 H10 120.7 . . ?
C5 C4 H4 111.1 . . ?
C5 C4 C1 116.77(14) . . ?
C5 C4 C3 117.97(15) . . ?
C1 C4 H4 111.1 . . ?
C3 C4 H4 111.1 . . ?
C3 C4 C1 86.64(13) . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.14(13) . . ?
C15 C14 H14 119.9 . . ?
C16 C15 H15 119.4 . . ?
C14 C15 C16 121.28(14) . . ?
C14 C15 H15 119.4 . . ?
C6 C7 H7 120.5 . . ?
C6 C7 C8 118.94(15) . . ?
C8 C7 H7 120.5 . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.33(15) . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 120.28(14) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C4 C1 H1A 113.7 . . ?
C4 C1 H1B 113.7 . . ?
H1A C1 H1B 111.0 . . ?
C2 C1 C4 89.53(14) . . ?
C2 C1 H1A 113.7 . . ?
C2 C1 H1B 113.7 . . ?
C4 C3 H3A 113.8 . . ?
C4 C3 H3B 113.8 . . ?
H3A C3 H3B 111.0 . . ?
C2 C3 C4 89.15(15) . . ?
C2 C3 H3A 113.8 . . ?
C2 C3 H3B 113.8 . . ?
C1 C2 C3 87.98(13) . . ?
C1 C2 H2A 114.0 . . ?
C1 C2 H2B 114.0 . . ?
C3 C2 H2A 114.0 . . ?
C3 C2 H2B 114.0 . . ?
H2A C2 H2B 111.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C12 C17 N1 0.79(15) . . . . ?
S1 C12 C17 C16 178.39(10) . . . . ?
S1 C12 C13 C14 178.11(11) . . . . ?
S1 C11 C10 C9 -178.20(12) . . . . ?
N1 C6 C11 S1 -2.66(16) . . . . ?
N1 C6 C11 C10 177.45(12) . . . . ?
N1 C6 C7 C8 -179.07(14) . . . . ?
N1 C17 C16 C15 -178.61(13) . . . . ?
N1 C5 C4 C1 150.95(14) . . . . ?
N1 C5 C4 C3 -107.89(18) . . . . ?
C12 S1 C11 C6 39.65(11) . . . . ?
C12 S1 C11 C10 -140.46(12) . . . . ?
C12 C17 C16 C15 3.9(2) . . . . ?
C12 C13 C14 C15 3.0(2) . . . . ?
C6 N1 C17 C12 46.49(16) . . . . ?
C6 N1 C17 C16 -131.03(13) . . . . ?
C6 N1 C5 O1 13.32(19) . . . . ?
C6 N1 C5 C4 -164.25(12) . . . . ?
C6 C11 C10 C9 1.7(2) . . . . ?
C6 C7 C8 C9 1.7(3) . . . . ?
O1 C5 C4 C1 -26.6(2) . . . . ?
O1 C5 C4 C3 74.6(2) . . . . ?
O2 S1 C12 C17 75.41(11) . . . . ?
O2 S1 C12 C13 -103.36(12) . . . . ?
O2 S1 C11 C6 -74.11(12) . . . . ?
O2 S1 C11 C10 105.79(12) . . . . ?
C17 N1 C6 C11 -45.21(16) . . . . ?
C17 N1 C6 C7 133.20(13) . . . . ?
C17 N1 C5 O1 179.60(13) . . . . ?
C17 N1 C5 C4 2.02(18) . . . . ?
C17 C12 C13 C14 -0.6(2) . . . . ?
C17 C16 C15 C14 -1.5(2) . . . . ?
C11 S1 C12 C17 -38.48(11) . . . . ?
C11 S1 C12 C13 142.75(11) . . . . ?
C11 C6 C7 C8 -0.7(2) . . . . ?
C11 C10 C9 C8 -0.7(3) . . . . ?
C5 N1 C6 C11 121.96(13) . . . . ?
C5 N1 C6 C7 -59.64(17) . . . . ?
C5 N1 C17 C12 -120.07(13) . . . . ?
C5 N1 C17 C16 62.41(18) . . . . ?
C5 C4 C1 C2 139.18(16) . . . . ?
C5 C4 C3 C2 -137.84(17) . . . . ?
C13 C12 C17 N1 179.55(12) . . . . ?
C13 C12 C17 C16 -2.85(19) . . . . ?
C13 C14 C15 C16 -2.0(3) . . . . ?
O3 S1 C12 C17 -154.38(10) . . . . ?
O3 S1 C12 C13 26.85(13) . . . . ?
O3 S1 C11 C6 155.46(11) . . . . ?
O3 S1 C11 C10 -24.65(14) . . . . ?
C4 C1 C2 C3 -19.5(2) . . . . ?
C4 C3 C2 C1 19.56(19) . . . . ?
C7 C6 C11 S1 178.89(10) . . . . ?
C7 C6 C11 C10 -1.0(2) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C1 C4 C3 C2 -19.17(19) . . . . ?
C3 C4 C1 C2 19.40(19) . . . . ?

_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_y_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2123082'
loop_
_audit_author_name
_audit_author_address
Pro-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-04-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H15 N O3 S'
_chemical_formula_sum            'C16 H15 N O3 S'
_chemical_formula_weight         301.35
_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                   14.404(3)
_cell_length_b                   8.8302(19)
_cell_length_c                   11.556(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.595(4)
_cell_angle_gamma                90
_cell_volume                     1453.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4487
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      30.81
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6508
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1112 before and 0.0528 after correction.
The Ratio of minimum to maximum transmission is 0.8720.
The λ/2 correction factor is 0.0015.
;
_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             632
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15225
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.898
_diffrn_reflns_theta_min         1.430
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3434
_reflns_number_total             4707
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         4707
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.058
_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)+(0.0636P)²+0.2551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1302
_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:
 C3(H3A,H3B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C9(H9), C13(H13), C14(H14), C6(H6), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.19547(3) 0.53419(4) 0.63733(3) 0.03286(11) Uani 1 1 d . . . . .
N1 N 0.24685(8) 0.75147(12) 0.82520(10) 0.0295(2) Uani 1 1 d . . . . .
C11 C 0.23102(10) 0.48145(15) 0.78311(12) 0.0289(3) Uani 1 1 d . . . . .
O1 O 0.31190(8) 0.97854(12) 0.79486(12) 0.0450(3) Uani 1 1 d . . . . .
O2 O 0.27693(9) 0.57921(14) 0.58792(11) 0.0465(3) Uani 1 1 d . . . . .
C12 C 0.23662(11) 0.32970(16) 0.81604(14) 0.0359(3) Uani 1 1 d . . . . .
H12 H 0.219369 0.253768 0.761273 0.043 Uiso 1 1 calc R U . . .
C10 C 0.12905(9) 0.69584(16) 0.65761(13) 0.0312(3) Uani 1 1 d . . . . .
C16 C 0.25459(9) 0.59747(15) 0.86416(12) 0.0285(3) Uani 1 1 d . . . . .
C5 C 0.16279(9) 0.79188(16) 0.74958(12) 0.0297(3) Uani 1 1 d . . . . .
C15 C 0.28150(12) 0.55967(18) 0.98065(13) 0.0383(3) Uani 1 1 d . . . . .
H15 H 0.294346 0.635218 1.036837 0.046 Uiso 1 1 calc R U . . .
O3 O 0.13613(9) 0.41987(14) 0.57756(11) 0.0533(3) Uani 1 1 d . . . . .
C4 C 0.32277(10) 0.85233(15) 0.83624(13) 0.0310(3) Uani 1 1 d . . . . .
C9 C 0.04558(11) 0.7258(2) 0.58394(14) 0.0423(4) Uani 1 1 d . . . . .
H9 H 0.022853 0.658889 0.524229 0.051 Uiso 1 1 calc R U . . .
C13 C 0.26822(12) 0.29406(18) 0.93135(15) 0.0424(4) Uani 1 1 d . . . . .
H13 H 0.275483 0.193291 0.954334 0.051 Uiso 1 1 calc R U . . .
C14 C 0.28915(13) 0.40876(19) 1.01290(15) 0.0440(4) Uani 1 1 d . . . . .
H14 H 0.308733 0.383799 1.090918 0.053 Uiso 1 1 calc R U . . .
C3 C 0.41635(11) 0.7982(2) 0.89783(16) 0.0427(4) Uani 1 1 d . . . . .
H3A H 0.423482 0.691540 0.881162 0.051 Uiso 1 1 calc R U . . .
H3B H 0.418084 0.809116 0.981654 0.051 Uiso 1 1 calc R U . . .
C6 C 0.11273(12) 0.92244(19) 0.76700(15) 0.0411(4) Uani 1 1 d . . . . .
H6 H 0.133844 0.987653 0.828526 0.049 Uiso 1 1 calc R U . . .
C7 C 0.03098(13) 0.9541(2) 0.69150(17) 0.0514(5) Uani 1 1 d . . . . .
H7 H -0.001869 1.042565 0.701681 0.062 Uiso 1 1 calc R U . . .
C2 C 0.49760(12) 0.8856(2) 0.86040(19) 0.0545(5) Uani 1 1 d . . . . .
H2A H 0.486288 0.993157 0.868392 0.065 Uiso 1 1 calc R U . . .
H2B H 0.554632 0.860421 0.912658 0.065 Uiso 1 1 calc R U . . .
C8 C -0.00279(12) 0.8564(2) 0.60108(17) 0.0517(4) Uani 1 1 d . . . . .
H8 H -0.058210 0.879122 0.551895 0.062 Uiso 1 1 calc R U . . .
C1 C 0.51226(17) 0.8538(3) 0.7366(2) 0.0800(7) Uani 1 1 d . . . . .
H1A H 0.456237 0.878888 0.684153 0.120 Uiso 1 1 calc R U . . .
H1B H 0.526341 0.748378 0.728730 0.120 Uiso 1 1 calc R U . . .
H1C H 0.563580 0.913822 0.717917 0.120 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.7491(15) . ?
S1 O2 1.4357(12) . ?
S1 C10 1.7534(15) . ?
S1 O3 1.4318(12) . ?
N1 C16 1.4315(17) . ?
N1 C5 1.4286(17) . ?
N1 C4 1.4013(18) . ?
C11 C12 1.392(2) . ?
C11 C16 1.3954(19) . ?
O1 C4 1.2136(18) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(2) . ?
C10 C5 1.389(2) . ?
C10 C9 1.391(2) . ?
C16 C15 1.385(2) . ?
C5 C6 1.390(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.384(2) . ?
C4 C3 1.505(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.377(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(2) . ?
C14 H14 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.518(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.503(3) . ?
C8 H8 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
C11 S1 C10 100.08(7) . . ?
O2 S1 C11 108.53(7) . . ?
O2 S1 C10 108.80(7) . . ?
O3 S1 C11 110.16(8) . . ?
O3 S1 O2 117.89(8) . . ?
O3 S1 C10 109.89(7) . . ?
C5 N1 C16 116.66(11) . . ?
C4 N1 C16 123.51(11) . . ?
C4 N1 C5 118.39(11) . . ?
C12 C11 S1 121.08(11) . . ?
C12 C11 C16 121.66(14) . . ?
C16 C11 S1 117.25(11) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.77(14) . . ?
C13 C12 H12 120.6 . . ?
C5 C10 S1 117.63(10) . . ?
C5 C10 C9 121.57(14) . . ?
C9 C10 S1 120.80(12) . . ?
C11 C16 N1 119.12(12) . . ?
C15 C16 N1 122.14(12) . . ?
C15 C16 C11 118.70(13) . . ?
C10 C5 N1 118.88(12) . . ?
C10 C5 C6 119.16(13) . . ?
C6 C5 N1 121.94(13) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 C16 119.56(14) . . ?
C14 C15 H15 120.2 . . ?
N1 C4 C3 118.22(12) . . ?
O1 C4 N1 119.66(13) . . ?
O1 C4 C3 122.11(14) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 C10 118.75(16) . . ?
C8 C9 H9 120.6 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.83(15) . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 121.35(15) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C4 C3 C2 112.20(14) . . ?
H3A C3 H3B 107.9 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.10(16) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.27(16) . . ?
C8 C7 H7 119.4 . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 C3 113.58(17) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
C9 C8 C7 120.11(15) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C11 C12 C13 177.72(12) . . . . ?
S1 C11 C16 N1 1.23(18) . . . . ?
S1 C11 C16 C15 178.92(11) . . . . ?
S1 C10 C5 N1 -2.56(18) . . . . ?
S1 C10 C5 C6 178.92(12) . . . . ?
S1 C10 C9 C8 -178.10(13) . . . . ?
N1 C16 C15 C14 -179.01(14) . . . . ?
N1 C5 C6 C7 -179.08(15) . . . . ?
N1 C4 C3 C2 155.61(15) . . . . ?
C11 S1 C10 C5 39.40(12) . . . . ?
C11 S1 C10 C9 -140.48(13) . . . . ?
C11 C12 C13 C14 3.2(2) . . . . ?
C11 C16 C15 C14 3.4(2) . . . . ?
O1 C4 C3 C2 -23.2(2) . . . . ?
O2 S1 C11 C12 -103.81(13) . . . . ?
O2 S1 C11 C16 75.35(13) . . . . ?
O2 S1 C10 C5 -74.27(13) . . . . ?
O2 S1 C10 C9 105.85(13) . . . . ?
C12 C11 C16 N1 -179.62(13) . . . . ?
C12 C11 C16 C15 -1.9(2) . . . . ?
C12 C13 C14 C15 -1.8(3) . . . . ?
C10 S1 C11 C12 142.31(13) . . . . ?
C10 S1 C11 C16 -38.53(12) . . . . ?
C10 C5 C6 C7 -0.6(2) . . . . ?
C10 C9 C8 C7 -1.0(3) . . . . ?
C16 N1 C5 C10 -44.93(18) . . . . ?
C16 N1 C5 C6 133.54(15) . . . . ?
C16 N1 C4 O1 175.64(14) . . . . ?
C16 N1 C4 C3 -3.2(2) . . . . ?
C16 C11 C12 C13 -1.4(2) . . . . ?
C16 C15 C14 C13 -1.6(3) . . . . ?
C5 N1 C16 C11 45.78(18) . . . . ?
C5 N1 C16 C15 -131.83(15) . . . . ?
C5 N1 C4 O1 9.8(2) . . . . ?
C5 N1 C4 C3 -169.07(13) . . . . ?
C5 C10 C9 C8 2.0(2) . . . . ?
C5 C6 C7 C8 1.6(3) . . . . ?
O3 S1 C11 C12 26.63(15) . . . . ?
O3 S1 C11 C16 -154.21(11) . . . . ?
O3 S1 C10 C5 155.29(12) . . . . ?
O3 S1 C10 C9 -24.60(15) . . . . ?
C4 N1 C16 C11 -120.29(15) . . . . ?
C4 N1 C16 C15 62.1(2) . . . . ?
C4 N1 C5 C10 121.88(14) . . . . ?
C4 N1 C5 C6 -59.65(19) . . . . ?
C4 C3 C2 C1 -69.4(2) . . . . ?
C9 C10 C5 N1 177.33(14) . . . . ?
C9 C10 C5 C6 -1.2(2) . . . . ?
C6 C7 C8 C9 -0.8(3) . . . . ?

_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_y_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2123080'
loop_
_audit_author_name
_audit_author_address
CHep-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 N O3 S'
_chemical_formula_sum            'C20 H21 N O3 S'
_chemical_formula_weight         355.44
_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/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                   6.7394(16)
_cell_length_b                   16.651(4)
_cell_length_c                   15.824(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.498(4)
_cell_angle_gamma                90
_cell_volume                     1756.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2659
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.50
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6727
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1319 before and 0.0569 after correction.
The Ratio of minimum to maximum transmission is 0.9016.
The λ/2 correction factor is 0.0015.
;
_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    1.344
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18440
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.886
_diffrn_reflns_theta_min         1.786
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3028
_reflns_number_total             5434
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.191
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         5434
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.1477
_refine_ls_R_factor_gt           0.0885
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1493P)²+1.2772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2493
_refine_ls_wR_factor_ref         0.2978
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1-C2 = C3-C4 = C5-C6
 1.51 with sigma of 0.002
 C2-C3 = C4-C5
 1.51 with sigma of 0.002
 C4-C5
 1.51 with sigma of 0.002
 C6-C7
 1.51 with sigma of 0.002
3. Rigid bond restraints
 C5, C6
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 C6, C7
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C4) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
5.a Ternary CH refined with riding coordinates:
 C7(H7)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C6(H6A,H6B), C4(H4A,H4B), C5(H5A,H5B), C3(H3A,H3B)
5.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C10(H10), C16(H16), C13(H13), C17(H17), C18(H18), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.18005(13) 0.16754(5) -0.00226(6) 0.0441(3) Uani 1 1 d . . . . .
N1 N 0.5594(4) 0.21168(15) -0.05594(15) 0.0353(6) Uani 1 1 d . . . . .
C20 C 0.4963(5) 0.13257(19) -0.08172(18) 0.0350(6) Uani 1 1 d . . . . .
C15 C 0.3184(5) 0.1023(2) -0.05925(19) 0.0384(7) Uani 1 1 d . . . . .
O1 O 0.6223(4) 0.24352(17) -0.18826(15) 0.0575(7) Uani 1 1 d . . . . .
C9 C 0.5501(5) 0.23119(19) 0.03153(18) 0.0366(7) Uani 1 1 d . . . . .
C14 C 0.3782(5) 0.2119(2) 0.0664(2) 0.0397(7) Uani 1 1 d . . . . .
C19 C 0.6097(6) 0.0824(2) -0.1263(2) 0.0450(8) Uani 1 1 d . . . . .
H19 H 0.728839 0.100659 -0.142661 0.054 Uiso 1 1 calc R U . . .
C8 C 0.6054(5) 0.2666(2) -0.1170(2) 0.0419(7) Uani 1 1 d . . . . .
O2 O 0.0852(4) 0.22781(18) -0.0598(2) 0.0624(8) Uani 1 1 d . . . . .
C10 C 0.7129(6) 0.2622(2) 0.0852(2) 0.0486(8) Uani 1 1 d . . . . .
H10 H 0.830209 0.274952 0.063734 0.058 Uiso 1 1 calc R U . . .
O3 O 0.0569(4) 0.12190(18) 0.0466(2) 0.0641(8) Uani 1 1 d . . . . .
C16 C 0.2532(6) 0.0248(2) -0.0776(2) 0.0478(8) Uani 1 1 d . . . . .
H16 H 0.135347 0.006005 -0.060653 0.057 Uiso 1 1 calc R U . . .
C13 C 0.3674(7) 0.2230(2) 0.1527(2) 0.0516(10) Uani 1 1 d . . . . .
H13 H 0.252085 0.208975 0.175052 0.062 Uiso 1 1 calc R U . . .
C17 C 0.3677(7) -0.0240(2) -0.1219(2) 0.0560(10) Uani 1 1 d . . . . .
H17 H 0.326556 -0.076392 -0.135498 0.067 Uiso 1 1 calc R U . . .
C7 C 0.6083(6) 0.3561(2) -0.0969(3) 0.0569(10) Uani 1 1 d D U . . .
H7 H 0.610758 0.364148 -0.035362 0.068 Uiso 1 1 calc R U . . .
C18 C 0.5424(7) 0.0046(2) -0.1461(2) 0.0540(10) Uani 1 1 d . . . . .
H18 H 0.617462 -0.028783 -0.176279 0.065 Uiso 1 1 calc R U . . .
C11 C 0.7008(7) 0.2743(2) 0.1709(3) 0.0604(11) Uani 1 1 d . . . . .
H11 H 0.810020 0.295941 0.206406 0.073 Uiso 1 1 calc R U . . .
C12 C 0.5292(8) 0.2549(3) 0.2043(2) 0.0615(11) Uani 1 1 d . . . . .
H12 H 0.523500 0.263371 0.261992 0.074 Uiso 1 1 calc R U . . .
C1 C 0.7937(7) 0.3937(2) -0.1248(4) 0.0750(14) Uani 1 1 d D . . . .
H1A H 0.909290 0.360140 -0.105627 0.090 Uiso 1 1 calc R U . . .
H1B H 0.776604 0.395853 -0.186705 0.090 Uiso 1 1 calc R U . . .
C2 C 0.8322(12) 0.4773(3) -0.0894(5) 0.150(4) Uani 1 1 d D U . . .
H2A H 0.777471 0.480440 -0.036103 0.180 Uiso 1 1 calc R U . . .
H2B H 0.976264 0.484297 -0.075565 0.180 Uiso 1 1 calc R U . . .
C6 C 0.4207(7) 0.3939(3) -0.1455(5) 0.122(3) Uani 1 1 d D U . . .
H6A H 0.403104 0.370838 -0.202456 0.147 Uiso 1 1 calc R U . . .
H6B H 0.309017 0.375141 -0.118562 0.147 Uiso 1 1 calc R U . . .
C4 C 0.5548(10) 0.5255(3) -0.1979(4) 0.111(3) Uani 1 1 d D U . . .
H4A H 0.585146 0.491655 -0.244162 0.133 Uiso 1 1 calc R U . . .
H4B H 0.496717 0.574700 -0.223508 0.133 Uiso 1 1 calc R U . . .
C5 C 0.3949(9) 0.4837(3) -0.1567(4) 0.109(2) Uani 1 1 d D U . . .
H5A H 0.265846 0.493802 -0.191065 0.131 Uiso 1 1 calc R U . . .
H5B H 0.391805 0.507494 -0.100994 0.131 Uiso 1 1 calc R U . . .
C3 C 0.7507(11) 0.5471(5) -0.1441(5) 0.137(3) Uani 1 1 d D . . . .
H3A H 0.846996 0.562758 -0.180943 0.165 Uiso 1 1 calc R U . . .
H3B H 0.730637 0.592550 -0.107899 0.165 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.764(3) . ?
S1 C14 1.755(4) . ?
S1 O2 1.440(3) . ?
S1 O3 1.433(3) . ?
N1 C20 1.425(4) . ?
N1 C9 1.432(4) . ?
N1 C8 1.398(4) . ?
C20 C15 1.394(4) . ?
C20 C19 1.392(4) . ?
C15 C16 1.380(5) . ?
O1 C8 1.213(4) . ?
C9 C14 1.392(4) . ?
C9 C10 1.384(5) . ?
C14 C13 1.391(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.393(5) . ?
C8 C7 1.524(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.369(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(6) . ?
C7 H7 0.9800 . ?
C7 C1 1.520(6) . ?
C7 C6 1.516(2) . ?
C18 H18 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.380(7) . ?
C12 H12 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.510(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.504(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.512(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.5096(14) . ?
C4 C3 1.505(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 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
C14 S1 C15 99.47(15) . . ?
O2 S1 C15 108.95(17) . . ?
O2 S1 C14 108.89(17) . . ?
O3 S1 C15 109.96(17) . . ?
O3 S1 C14 109.74(17) . . ?
O3 S1 O2 118.19(18) . . ?
C20 N1 C9 115.6(2) . . ?
C8 N1 C20 119.6(2) . . ?
C8 N1 C9 124.4(3) . . ?
C15 C20 N1 119.5(3) . . ?
C19 C20 N1 122.4(3) . . ?
C19 C20 C15 118.0(3) . . ?
C20 C15 S1 116.6(2) . . ?
C16 C15 S1 120.5(3) . . ?
C16 C15 C20 122.9(3) . . ?
C14 C9 N1 119.2(3) . . ?
C10 C9 N1 122.3(3) . . ?
C10 C9 C14 118.3(3) . . ?
C9 C14 S1 117.0(2) . . ?
C13 C14 S1 121.2(3) . . ?
C13 C14 C9 121.7(3) . . ?
C20 C19 H19 120.4 . . ?
C20 C19 C18 119.1(3) . . ?
C18 C19 H19 120.4 . . ?
N1 C8 C7 119.5(3) . . ?
O1 C8 N1 119.7(3) . . ?
O1 C8 C7 120.3(3) . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(4) . . ?
C11 C10 H10 120.0 . . ?
C15 C16 H16 120.9 . . ?
C15 C16 C17 118.3(4) . . ?
C17 C16 H16 120.9 . . ?
C14 C13 H13 120.5 . . ?
C12 C13 C14 119.0(4) . . ?
C12 C13 H13 120.5 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.1(4) . . ?
C18 C17 H17 120.0 . . ?
C8 C7 H7 109.8 . . ?
C1 C7 C8 109.1(3) . . ?
C1 C7 H7 109.8 . . ?
C6 C7 C8 108.4(4) . . ?
C6 C7 H7 109.8 . . ?
C6 C7 C1 110.0(4) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 C19 121.6(3) . . ?
C17 C18 H18 119.2 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C7 C1 H1A 109.2 . . ?
C7 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 C7 112.0(4) . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
C1 C2 H2A 107.8 . . ?
C1 C2 H2B 107.8 . . ?
H2A C2 H2B 107.1 . . ?
C3 C2 C1 118.1(7) . . ?
C3 C2 H2A 107.8 . . ?
C3 C2 H2B 107.8 . . ?
C7 C6 H6A 106.6 . . ?
C7 C6 H6B 106.6 . . ?
H6A C6 H6B 106.6 . . ?
C5 C6 C7 122.8(5) . . ?
C5 C6 H6A 106.6 . . ?
C5 C6 H6B 106.6 . . ?
H4A C4 H4B 107.0 . . ?
C5 C4 H4A 107.5 . . ?
C5 C4 H4B 107.5 . . ?
C3 C4 H4A 107.5 . . ?
C3 C4 H4B 107.5 . . ?
C3 C4 C5 119.3(6) . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C4 C5 C6 115.5(5) . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C2 C3 C4 110.9(7) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C15 C16 C17 -179.6(3) . . . . ?
S1 C14 C13 C12 177.3(3) . . . . ?
N1 C20 C15 S1 1.9(4) . . . . ?
N1 C20 C15 C16 -176.2(3) . . . . ?
N1 C20 C19 C18 177.2(3) . . . . ?
N1 C9 C14 S1 -2.1(4) . . . . ?
N1 C9 C14 C13 174.3(3) . . . . ?
N1 C9 C10 C11 -175.1(3) . . . . ?
N1 C8 C7 C1 135.3(4) . . . . ?
N1 C8 C7 C6 -105.0(5) . . . . ?
C20 N1 C9 C14 -46.5(4) . . . . ?
C20 N1 C9 C10 127.7(3) . . . . ?
C20 N1 C8 O1 -11.7(5) . . . . ?
C20 N1 C8 C7 160.8(3) . . . . ?
C20 C15 C16 C17 -1.5(5) . . . . ?
C20 C19 C18 C17 -0.6(6) . . . . ?
C15 S1 C14 C9 40.4(3) . . . . ?
C15 S1 C14 C13 -136.0(3) . . . . ?
C15 C20 C19 C18 -0.4(5) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
O1 C8 C7 C1 -52.2(5) . . . . ?
O1 C8 C7 C6 67.5(5) . . . . ?
C9 N1 C20 C15 46.6(4) . . . . ?
C9 N1 C20 C19 -131.0(3) . . . . ?
C9 N1 C8 O1 175.3(3) . . . . ?
C9 N1 C8 C7 -12.2(5) . . . . ?
C9 C14 C13 C12 1.1(5) . . . . ?
C9 C10 C11 C12 0.9(6) . . . . ?
C14 S1 C15 C20 -40.3(3) . . . . ?
C14 S1 C15 C16 137.9(3) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
C14 C13 C12 C11 -1.0(6) . . . . ?
C19 C20 C15 S1 179.6(2) . . . . ?
C19 C20 C15 C16 1.4(5) . . . . ?
C8 N1 C20 C15 -127.1(3) . . . . ?
C8 N1 C20 C19 55.4(4) . . . . ?
C8 N1 C9 C14 126.7(3) . . . . ?
C8 N1 C9 C10 -59.1(4) . . . . ?
C8 C7 C1 C2 -167.0(5) . . . . ?
C8 C7 C6 C5 -166.0(6) . . . . ?
O2 S1 C15 C20 73.5(3) . . . . ?
O2 S1 C15 C16 -108.3(3) . . . . ?
O2 S1 C14 C9 -73.5(3) . . . . ?
O2 S1 C14 C13 110.1(3) . . . . ?
C10 C9 C14 S1 -176.5(2) . . . . ?
C10 C9 C14 C13 -0.2(5) . . . . ?
C10 C11 C12 C13 0.0(6) . . . . ?
O3 S1 C15 C20 -155.5(3) . . . . ?
O3 S1 C15 C16 22.7(3) . . . . ?
O3 S1 C14 C9 155.7(3) . . . . ?
O3 S1 C14 C13 -20.7(3) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C7 C1 C2 C3 -94.4(7) . . . . ?
C7 C6 C5 C4 56.6(9) . . . . ?
C1 C7 C6 C5 -46.8(8) . . . . ?
C1 C2 C3 C4 33.6(9) . . . . ?
C6 C7 C1 C2 74.2(6) . . . . ?
C5 C4 C3 C2 47.0(9) . . . . ?
C3 C4 C5 C6 -81.5(8) . . . . ?

_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_mo_210307a_0m
_database_code_depnum_ccdc_archive 'CCDC 2123076'
loop_
_audit_author_name
_audit_author_address
CPen-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H17 N O3 S'
_chemical_formula_sum            'C18 H17 N O3 S'
_chemical_formula_weight         327.38
_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/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                   6.5733(12)
_cell_length_b                   15.503(3)
_cell_length_c                   15.682(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.411(3)
_cell_angle_gamma                90
_cell_volume                     1576.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6978
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.21
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.937
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6838
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1252 before and 0.0466 after correction.
The Ratio of minimum to maximum transmission is 0.9163.
The λ/2 correction factor is 0.0015.
;
_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    1.379
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16710
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.888
_diffrn_reflns_theta_min         1.860
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4014
_reflns_number_total             5131
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.578
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         5131
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      1.029
_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)+(0.1048P)²+0.7516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.1893
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1-C2 = C2-C3 = C3-C4 = C4-C5
 1.51 with sigma of 0.001
3. Rigid bond restraints
 C2, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Ternary CH refined with riding coordinates:
 C5(H5)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C1(H1A,H1B)
4.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C14(H14), C10(H10), C11(H11), C17(H17), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.077
;
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 0.81565(6) 0.32200(3) -0.00527(3) 0.03652(14) Uani 1 1 d . . . . .
C7 C 0.4354(3) 0.25449(11) -0.04385(9) 0.0306(3) Uani 1 1 d . . . . .
C13 C 0.6778(3) 0.38782(11) 0.05579(10) 0.0334(3) Uani 1 1 d . . . . .
N1 N 0.4280(2) 0.27108(9) 0.04529(8) 0.0315(3) Uani 1 1 d . . . . .
C18 C 0.4946(3) 0.35459(11) 0.07684(9) 0.0312(3) Uani 1 1 d . . . . .
C12 C 0.6103(3) 0.27873(11) -0.07766(10) 0.0326(3) Uani 1 1 d . . . . .
C8 C 0.2667(3) 0.22163(13) -0.09945(12) 0.0411(4) Uani 1 1 d . . . . .
H8 H 0.147821 0.205676 -0.078453 0.049 Uiso 1 1 calc R U . . .
O2 O 0.9127(2) 0.25379(11) 0.04898(10) 0.0509(4) Uani 1 1 d . . . . .
O3 O 0.9432(3) 0.37386(11) -0.05118(11) 0.0566(4) Uani 1 1 d . . . . .
O1 O 0.3666(3) 0.22961(12) 0.17685(9) 0.0552(4) Uani 1 1 d . . . . .
C6 C 0.3840(3) 0.20872(13) 0.10390(11) 0.0400(4) Uani 1 1 d . . . . .
C9 C 0.2779(4) 0.21289(16) -0.18689(13) 0.0519(5) Uani 1 1 d . . . . .
H9 H 0.166249 0.189824 -0.223954 0.062 Uiso 1 1 calc R U . . .
C14 C 0.7483(3) 0.46967(13) 0.08116(13) 0.0433(4) Uani 1 1 d . . . . .
H14 H 0.868693 0.491107 0.065101 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4524(4) 0.23790(15) -0.21989(12) 0.0534(5) Uani 1 1 d . . . . .
H10 H 0.456392 0.232080 -0.278616 0.064 Uiso 1 1 calc R U . . .
C11 C 0.6196(4) 0.27136(13) -0.16551(12) 0.0437(4) Uani 1 1 d . . . . .
H11 H 0.736728 0.288742 -0.187057 0.052 Uiso 1 1 calc R U . . .
C17 C 0.3824(3) 0.40520(14) 0.12571(11) 0.0426(4) Uani 1 1 d . . . . .
H17 H 0.259814 0.384801 0.140534 0.051 Uiso 1 1 calc R U . . .
C15 C 0.6364(4) 0.51896(14) 0.13087(14) 0.0512(5) Uani 1 1 d . . . . .
H15 H 0.682848 0.573457 0.149729 0.061 Uiso 1 1 calc R U . . .
C16 C 0.4556(4) 0.48675(14) 0.15223(13) 0.0510(5) Uani 1 1 d . . . . .
H16 H 0.380721 0.520401 0.185194 0.061 Uiso 1 1 calc R U . . .
C5 C 0.3800(4) 0.11454(15) 0.07704(14) 0.0576(6) Uani 1 1 d D . . . .
H5 H 0.396715 0.110076 0.016232 0.069 Uiso 1 1 calc R U . . .
C2 C 0.2445(6) -0.01809(18) 0.1260(2) 0.1049(14) Uani 1 1 d D U . . .
H2A H 0.142271 -0.042165 0.157380 0.126 Uiso 1 1 calc R U . . .
H2B H 0.267611 -0.057697 0.080685 0.126 Uiso 1 1 calc R U . . .
C3 C 0.4425(6) 0.0030(3) 0.1856(3) 0.1288(19) Uani 1 1 d D U . . .
H3A H 0.524589 -0.048465 0.200388 0.155 Uiso 1 1 calc R U . . .
H3B H 0.415050 0.030140 0.238268 0.155 Uiso 1 1 calc R U . . .
C4 C 0.5495(4) 0.0646(2) 0.1329(2) 0.0936(11) Uani 1 1 d D . . . .
H4A H 0.631732 0.033096 0.097274 0.112 Uiso 1 1 calc R U . . .
H4B H 0.639158 0.103304 0.170433 0.112 Uiso 1 1 calc R U . . .
C1 C 0.1825(5) 0.07022(18) 0.0905(3) 0.1070(14) Uani 1 1 d D . . . .
H1A H 0.115249 0.102477 0.130979 0.128 Uiso 1 1 calc R U . . .
H1B H 0.088452 0.065476 0.036178 0.128 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C13 1.7502(18) . ?
S1 C12 1.7493(18) . ?
S1 O2 1.4392(16) . ?
S1 O3 1.4369(15) . ?
C7 N1 1.4299(19) . ?
C7 C12 1.394(2) . ?
C7 C8 1.390(2) . ?
C13 C18 1.398(2) . ?
C13 C14 1.387(3) . ?
N1 C18 1.429(2) . ?
N1 C6 1.397(2) . ?
C18 C17 1.390(2) . ?
C12 C11 1.394(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.392(3) . ?
O1 C6 1.212(2) . ?
C6 C5 1.519(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.389(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.378(3) . ?
C11 H11 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.392(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(4) . ?
C16 H16 0.9300 . ?
C5 H5 0.9800 . ?
C5 C4 1.5132(10) . ?
C5 C1 1.514(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.5081(10) . ?
C2 C1 1.5090(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5096(10) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 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
C12 S1 C13 99.49(8) . . ?
O2 S1 C13 108.91(9) . . ?
O2 S1 C12 108.79(9) . . ?
O3 S1 C13 110.16(10) . . ?
O3 S1 C12 109.94(9) . . ?
O3 S1 O2 117.96(10) . . ?
C12 C7 N1 119.02(14) . . ?
C8 C7 N1 121.88(15) . . ?
C8 C7 C12 118.87(15) . . ?
C18 C13 S1 117.22(13) . . ?
C14 C13 S1 120.77(14) . . ?
C14 C13 C18 122.01(17) . . ?
C18 N1 C7 116.37(13) . . ?
C6 N1 C7 124.24(15) . . ?
C6 N1 C18 118.95(13) . . ?
C13 C18 N1 118.62(14) . . ?
C17 C18 C13 118.51(17) . . ?
C17 C18 N1 122.85(16) . . ?
C7 C12 S1 116.97(12) . . ?
C11 C12 S1 121.27(15) . . ?
C11 C12 C7 121.74(17) . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.25(19) . . ?
C9 C8 H8 120.4 . . ?
N1 C6 C5 118.62(16) . . ?
O1 C6 N1 119.87(19) . . ?
O1 C6 C5 121.23(18) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.3(2) . . ?
C10 C9 H9 119.3 . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.84(19) . . ?
C15 C14 H14 120.6 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.89(17) . . ?
C11 C10 H10 120.1 . . ?
C12 C11 H11 120.5 . . ?
C10 C11 C12 118.91(19) . . ?
C10 C11 H11 120.5 . . ?
C18 C17 H17 120.4 . . ?
C18 C17 C16 119.27(19) . . ?
C16 C17 H17 120.4 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.64(19) . . ?
C16 C15 H15 120.2 . . ?
C17 C16 H16 119.1 . . ?
C15 C16 C17 121.70(19) . . ?
C15 C16 H16 119.1 . . ?
C6 C5 H5 109.8 . . ?
C4 C5 C6 110.7(2) . . ?
C4 C5 H5 109.8 . . ?
C4 C5 C1 104.7(2) . . ?
C1 C5 C6 112.0(2) . . ?
C1 C5 H5 109.8 . . ?
H2A C2 H2B 109.4 . . ?
C3 C2 H2A 111.6 . . ?
C3 C2 H2B 111.6 . . ?
C3 C2 C1 100.7(3) . . ?
C1 C2 H2A 111.6 . . ?
C1 C2 H2B 111.6 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
C2 C3 C4 103.3(3) . . ?
H3A C3 H3B 109.1 . . ?
C4 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
C5 C4 H4A 110.5 . . ?
C5 C4 H4B 110.5 . . ?
C3 C4 C5 106.0(2) . . ?
C3 C4 H4A 110.5 . . ?
C3 C4 H4B 110.5 . . ?
H4A C4 H4B 108.7 . . ?
C5 C1 H1A 110.5 . . ?
C5 C1 H1B 110.5 . . ?
C2 C1 C5 106.1(3) . . ?
C2 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C13 C18 N1 -2.0(2) . . . . ?
S1 C13 C18 C17 179.63(13) . . . . ?
S1 C13 C14 C15 -178.77(15) . . . . ?
S1 C12 C11 C10 -179.12(16) . . . . ?
C7 N1 C18 C13 -46.1(2) . . . . ?
C7 N1 C18 C17 132.19(17) . . . . ?
C7 N1 C6 O1 -174.78(18) . . . . ?
C7 N1 C6 C5 11.2(3) . . . . ?
C7 C12 C11 C10 -1.1(3) . . . . ?
C7 C8 C9 C10 -1.3(3) . . . . ?
C13 S1 C12 C7 -41.46(15) . . . . ?
C13 S1 C12 C11 136.68(16) . . . . ?
C13 C18 C17 C16 -0.2(3) . . . . ?
C13 C14 C15 C16 -1.6(3) . . . . ?
N1 C7 C12 S1 3.9(2) . . . . ?
N1 C7 C12 C11 -174.21(16) . . . . ?
N1 C7 C8 C9 175.22(18) . . . . ?
N1 C18 C17 C16 -178.47(17) . . . . ?
N1 C6 C5 C4 115.5(2) . . . . ?
N1 C6 C5 C1 -128.0(2) . . . . ?
C18 C13 C14 C15 1.8(3) . . . . ?
C18 N1 C6 O1 13.1(3) . . . . ?
C18 N1 C6 C5 -160.86(17) . . . . ?
C18 C17 C16 C15 0.3(3) . . . . ?
C12 S1 C13 C18 40.53(14) . . . . ?
C12 S1 C13 C14 -138.96(15) . . . . ?
C12 C7 N1 C18 45.1(2) . . . . ?
C12 C7 N1 C6 -127.15(19) . . . . ?
C12 C7 C8 C9 0.7(3) . . . . ?
C8 C7 N1 C18 -129.35(18) . . . . ?
C8 C7 N1 C6 58.4(2) . . . . ?
C8 C7 C12 S1 178.55(14) . . . . ?
C8 C7 C12 C11 0.4(3) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
O2 S1 C13 C18 -73.20(15) . . . . ?
O2 S1 C13 C14 107.31(16) . . . . ?
O2 S1 C12 C7 72.37(15) . . . . ?
O2 S1 C12 C11 -109.50(16) . . . . ?
O3 S1 C13 C18 155.98(14) . . . . ?
O3 S1 C13 C14 -23.51(18) . . . . ?
O3 S1 C12 C7 -157.07(14) . . . . ?
O3 S1 C12 C11 21.06(18) . . . . ?
O1 C6 C5 C4 -58.4(3) . . . . ?
O1 C6 C5 C1 58.1(3) . . . . ?
C6 N1 C18 C13 126.60(17) . . . . ?
C6 N1 C18 C17 -55.1(2) . . . . ?
C6 C5 C4 C3 112.7(3) . . . . ?
C6 C5 C1 C2 -139.2(3) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C14 C13 C18 N1 177.47(16) . . . . ?
C14 C13 C18 C17 -0.9(3) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C2 C3 C4 C5 32.4(4) . . . . ?
C3 C2 C1 C5 38.7(4) . . . . ?
C4 C5 C1 C2 -19.2(4) . . . . ?
C1 C5 C4 C3 -8.2(4) . . . . ?
C1 C2 C3 C4 -43.2(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_y_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2123079'
loop_
_audit_author_name
_audit_author_address
CHex-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-04-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H19 N O3 S'
_chemical_formula_sum            'C19 H19 N O3 S'
_chemical_formula_weight         341.41
_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'
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                   16.316(3)
_cell_length_b                   8.9933(16)
_cell_length_c                   11.873(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.627(3)
_cell_angle_gamma                90
_cell_volume                     1660.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4543
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.72
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.939
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6760
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1341 before and 0.0525 after correction.
The Ratio of minimum to maximum transmission is 0.9058.
The λ/2 correction factor is 0.0015.
;
_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    1.366
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17473
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.022
_diffrn_reflns_theta_min         1.310
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3778
_reflns_number_total             5412
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.063
_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     217
_refine_ls_number_reflns         5412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0463
_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)+(0.0697P)²+0.2049P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B), C5(H5A,H5B), C2(H2A,H2B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C15(H15), C17(H17), C12(H12), C16(H16), C9(H9), C11(H11), C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.070
;
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 0.32125(2) 0.03779(4) 0.03384(3) 0.03756(12) Uani 1 1 d . . . . .
N1 N 0.27849(7) 0.25401(12) 0.19151(10) 0.0298(2) Uani 1 1 d . . . . .
O1 O 0.21828(8) 0.47898(12) 0.13356(13) 0.0517(3) Uani 1 1 d . . . . .
C19 C 0.27375(8) 0.10264(14) 0.22680(12) 0.0282(3) Uani 1 1 d . . . . .
C18 C 0.25742(8) 0.06721(16) 0.33198(13) 0.0333(3) Uani 1 1 d . . . . .
H18 H 0.249375 0.142171 0.381551 0.040 Uiso 1 1 calc R U . . .
C14 C 0.29075(9) -0.01215(15) 0.15785(13) 0.0316(3) Uani 1 1 d . . . . .
C7 C 0.20898(9) 0.35414(15) 0.16538(13) 0.0340(3) Uani 1 1 d . . . . .
C8 C 0.35362(8) 0.29343(16) 0.15976(12) 0.0320(3) Uani 1 1 d . . . . .
C6 C 0.12242(9) 0.29616(16) 0.16772(13) 0.0343(3) Uani 1 1 d . . . . .
H6 H 0.131693 0.213508 0.223975 0.041 Uiso 1 1 calc R U . . .
C13 C 0.38280(8) 0.19698(17) 0.08872(13) 0.0352(3) Uani 1 1 d . . . . .
C15 C 0.28627(10) -0.16054(16) 0.18900(15) 0.0418(3) Uani 1 1 d . . . . .
H15 H 0.297245 -0.236117 0.142070 0.050 Uiso 1 1 calc R U . . .
O3 O 0.24622(8) 0.08197(15) -0.05967(10) 0.0519(3) Uani 1 1 d . . . . .
C17 C 0.25325(9) -0.08077(18) 0.36230(15) 0.0411(3) Uani 1 1 d . . . . .
H17 H 0.242068 -0.104410 0.432482 0.049 Uiso 1 1 calc R U . . .
C1 C 0.07367(10) 0.23827(19) 0.04465(15) 0.0439(4) Uani 1 1 d . . . . .
H1A H 0.066812 0.318103 -0.012398 0.053 Uiso 1 1 calc R U . . .
H1B H 0.106736 0.159717 0.022920 0.053 Uiso 1 1 calc R U . . .
C3 C -0.06732(10) 0.29232(19) 0.08347(15) 0.0453(4) Uani 1 1 d . . . . .
H3A H -0.082932 0.373269 0.027003 0.054 Uiso 1 1 calc R U . . .
H3B H -0.119925 0.246183 0.088177 0.054 Uiso 1 1 calc R U . . .
C5 C 0.06982(10) 0.4156(2) 0.20495(15) 0.0474(4) Uani 1 1 d . . . . .
H5A H 0.061711 0.499497 0.151381 0.057 Uiso 1 1 calc R U . . .
H5B H 0.100491 0.450189 0.283837 0.057 Uiso 1 1 calc R U . . .
O2 O 0.37494(9) -0.07567(15) 0.00882(13) 0.0598(4) Uani 1 1 d . . . . .
C12 C 0.45773(10) 0.2266(2) 0.05917(16) 0.0490(4) Uani 1 1 d . . . . .
H12 H 0.477633 0.160144 0.013412 0.059 Uiso 1 1 calc R U . . .
C2 C -0.01451(10) 0.1786(2) 0.04093(17) 0.0475(4) Uani 1 1 d . . . . .
H2A H -0.045452 0.149845 -0.039453 0.057 Uiso 1 1 calc R U . . .
H2B H -0.007239 0.090504 0.090114 0.057 Uiso 1 1 calc R U . . .
C16 C 0.26540(10) -0.19401(18) 0.29011(16) 0.0468(4) Uani 1 1 d . . . . .
H16 H 0.259479 -0.292640 0.309868 0.056 Uiso 1 1 calc R U . . .
C4 C -0.01765(11) 0.3534(2) 0.20344(16) 0.0543(5) Uani 1 1 d . . . . .
H4A H -0.009245 0.274881 0.261877 0.065 Uiso 1 1 calc R U . . .
H4B H -0.051013 0.431540 0.225068 0.065 Uiso 1 1 calc R U . . .
C9 C 0.39933(11) 0.42299(19) 0.20064(16) 0.0463(4) Uani 1 1 d . . . . .
H9 H 0.381100 0.488342 0.248861 0.056 Uiso 1 1 calc R U . . .
C11 C 0.50160(11) 0.3568(3) 0.09938(18) 0.0607(5) Uani 1 1 d . . . . .
H11 H 0.551155 0.379264 0.079589 0.073 Uiso 1 1 calc R U . . .
C10 C 0.47255(12) 0.4535(2) 0.16853(19) 0.0599(5) Uani 1 1 d . . . . .
H10 H 0.502619 0.541119 0.194294 0.072 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C14 1.7495(15) . ?
S1 C13 1.7568(16) . ?
S1 O3 1.4374(12) . ?
S1 O2 1.4333(12) . ?
N1 C19 1.4332(17) . ?
N1 C7 1.4073(17) . ?
N1 C8 1.4318(16) . ?
O1 C7 1.2088(17) . ?
C19 C18 1.3906(19) . ?
C19 C14 1.3966(19) . ?
C18 H18 0.9300 . ?
C18 C17 1.386(2) . ?
C14 C15 1.393(2) . ?
C7 C6 1.513(2) . ?
C8 C13 1.391(2) . ?
C8 C9 1.389(2) . ?
C6 H6 0.9800 . ?
C6 C1 1.528(2) . ?
C6 C5 1.521(2) . ?
C13 C12 1.396(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.383(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.524(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.519(2) . ?
C3 C4 1.513(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.528(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.380(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C16 H16 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C9 H9 0.9300 . ?
C9 C10 1.387(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.375(3) . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 S1 C13 99.98(7) . . ?
O3 S1 C14 109.17(7) . . ?
O3 S1 C13 108.59(7) . . ?
O2 S1 C14 109.82(8) . . ?
O2 S1 C13 109.90(8) . . ?
O2 S1 O3 117.88(8) . . ?
C7 N1 C19 124.12(11) . . ?
C7 N1 C8 118.72(11) . . ?
C8 N1 C19 116.00(10) . . ?
C18 C19 N1 121.48(12) . . ?
C18 C19 C14 118.89(12) . . ?
C14 C19 N1 119.53(12) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 C19 119.42(14) . . ?
C17 C18 H18 120.3 . . ?
C19 C14 S1 117.46(11) . . ?
C15 C14 S1 121.38(11) . . ?
C15 C14 C19 121.13(14) . . ?
N1 C7 C6 118.02(12) . . ?
O1 C7 N1 119.61(13) . . ?
O1 C7 C6 122.13(13) . . ?
C13 C8 N1 118.88(12) . . ?
C9 C8 N1 121.84(14) . . ?
C9 C8 C13 119.26(13) . . ?
C7 C6 H6 108.8 . . ?
C7 C6 C1 108.56(12) . . ?
C7 C6 C5 111.95(13) . . ?
C1 C6 H6 108.8 . . ?
C5 C6 H6 108.8 . . ?
C5 C6 C1 110.01(12) . . ?
C8 C13 S1 118.10(10) . . ?
C8 C13 C12 121.34(15) . . ?
C12 C13 S1 120.55(13) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.20(14) . . ?
C16 C15 H15 120.4 . . ?
C18 C17 H17 119.4 . . ?
C16 C17 C18 121.23(15) . . ?
C16 C17 H17 119.4 . . ?
C6 C1 H1A 109.4 . . ?
C6 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 C6 111.18(13) . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C4 C3 C2 111.19(13) . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C6 C5 C4 110.21(14) . . ?
H5A C5 H5B 108.1 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C13 C12 H12 120.8 . . ?
C11 C12 C13 118.50(17) . . ?
C11 C12 H12 120.8 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 C1 112.28(14) . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C15 C16 C17 119.94(14) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C3 C4 C5 112.09(14) . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C8 C9 H9 120.5 . . ?
C10 C9 C8 119.06(18) . . ?
C10 C9 H9 120.5 . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.44(15) . . ?
C10 C11 H11 119.8 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.37(17) . . ?
C11 C10 H10 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C14 C15 C16 177.33(12) . . . . ?
S1 C13 C12 C11 176.73(13) . . . . ?
N1 C19 C18 C17 179.87(12) . . . . ?
N1 C19 C14 S1 2.42(17) . . . . ?
N1 C19 C14 C15 -179.62(13) . . . . ?
N1 C7 C6 C1 -89.64(15) . . . . ?
N1 C7 C6 C5 148.73(14) . . . . ?
N1 C8 C13 S1 4.22(18) . . . . ?
N1 C8 C13 C12 -177.23(13) . . . . ?
N1 C8 C9 C10 178.76(15) . . . . ?
O1 C7 C6 C1 84.75(18) . . . . ?
O1 C7 C6 C5 -36.9(2) . . . . ?
C19 N1 C7 O1 -178.26(14) . . . . ?
C19 N1 C7 C6 -3.7(2) . . . . ?
C19 N1 C8 C13 43.79(18) . . . . ?
C19 N1 C8 C9 -134.36(15) . . . . ?
C19 C18 C17 C16 0.3(2) . . . . ?
C19 C14 C15 C16 -0.5(2) . . . . ?
C18 C19 C14 S1 -173.91(10) . . . . ?
C18 C19 C14 C15 4.0(2) . . . . ?
C18 C17 C16 C15 3.3(2) . . . . ?
C14 S1 C13 C8 -39.66(12) . . . . ?
C14 S1 C13 C12 141.78(13) . . . . ?
C14 C19 C18 C17 -3.9(2) . . . . ?
C14 C15 C16 C17 -3.1(2) . . . . ?
C7 N1 C19 C18 -64.04(18) . . . . ?
C7 N1 C19 C14 119.73(14) . . . . ?
C7 N1 C8 C13 -124.46(14) . . . . ?
C7 N1 C8 C9 57.39(19) . . . . ?
C7 C6 C1 C2 -179.79(13) . . . . ?
C7 C6 C5 C4 178.74(14) . . . . ?
C8 N1 C19 C18 128.43(13) . . . . ?
C8 N1 C19 C14 -47.81(17) . . . . ?
C8 N1 C7 O1 -11.0(2) . . . . ?
C8 N1 C7 C6 163.50(12) . . . . ?
C8 C13 C12 C11 -1.8(2) . . . . ?
C8 C9 C10 C11 -1.4(3) . . . . ?
C6 C1 C2 C3 54.5(2) . . . . ?
C6 C5 C4 C3 -57.2(2) . . . . ?
C13 S1 C14 C19 36.00(12) . . . . ?
C13 S1 C14 C15 -141.96(13) . . . . ?
C13 C8 C9 C10 0.6(2) . . . . ?
C13 C12 C11 C10 1.0(3) . . . . ?
O3 S1 C14 C19 -77.82(13) . . . . ?
O3 S1 C14 C15 104.22(13) . . . . ?
O3 S1 C13 C8 74.60(13) . . . . ?
O3 S1 C13 C12 -103.96(13) . . . . ?
C1 C6 C5 C4 57.95(18) . . . . ?
C5 C6 C1 C2 -56.98(18) . . . . ?
O2 S1 C14 C19 151.52(11) . . . . ?
O2 S1 C14 C15 -26.44(15) . . . . ?
O2 S1 C13 C8 -155.12(12) . . . . ?
O2 S1 C13 C12 26.32(15) . . . . ?
C12 C11 C10 C9 0.6(3) . . . . ?
C2 C3 C4 C5 54.0(2) . . . . ?
C4 C3 C2 C1 -52.6(2) . . . . ?
C9 C8 C13 S1 -177.58(12) . . . . ?
C9 C8 C13 C12 1.0(2) . . . . ?

_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_y_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2123083'
loop_
_audit_author_name
_audit_author_address
But-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-05-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 N O3 S'
_chemical_formula_sum            'C17 H17 N O3 S'
_chemical_formula_weight         315.37
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.855(2)
_cell_length_b                   11.597(3)
_cell_length_c                   29.990(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3079.7(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3835
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.68
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5653
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1480 before and 0.0706 after correction.
The Ratio of minimum to maximum transmission is 0.7584.
The λ/2 correction factor is 0.0015.
;
_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    1.360
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0872
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            20757
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.721
_diffrn_reflns_theta_min         2.671
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2036
_reflns_number_total             3063
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.844
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3063
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0788
_refine_ls_restrained_S_all      1.063
_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)+(0.0853P)²+5.6400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1853
_refine_ls_wR_factor_ref         0.2064
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1-C2
 1.51 with sigma of 0.001
 C2-C3
 1.51 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B)
3.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C10(H10), C13(H13), C7(H7), C9(H9), C8(H8), C14(H14), C15(H15)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.03651(11) 0.10057(8) 0.40731(4) 0.0394(3) Uani 1 1 d . . . . .
N1 N 0.2540(3) 0.2780(3) 0.38339(10) 0.0345(7) Uani 1 1 d . . . . .
O1 O 0.4809(3) 0.2378(3) 0.35308(11) 0.0531(8) Uani 1 1 d . . . . .
O2 O 0.0830(4) 0.0355(3) 0.36903(11) 0.0543(8) Uani 1 1 d . . . . .
C17 C 0.2935(4) 0.2176(3) 0.42357(13) 0.0342(9) Uani 1 1 d . . . . .
C11 C -0.0151(4) 0.2390(3) 0.39005(13) 0.0351(9) Uani 1 1 d . . . . .
O3 O -0.0782(3) 0.0528(3) 0.43514(11) 0.0614(9) Uani 1 1 d . . . . .
C16 C 0.4227(5) 0.2433(4) 0.44707(15) 0.0469(11) Uani 1 1 d . . . . .
H16 H 0.488621 0.300006 0.436936 0.056 Uiso 1 1 calc R U . . .
C10 C -0.1649(5) 0.2712(4) 0.38669(14) 0.0439(10) Uani 1 1 d . . . . .
H10 H -0.241171 0.219642 0.394259 0.053 Uiso 1 1 calc R U . . .
C12 C 0.1968(4) 0.1341(3) 0.43929(13) 0.0352(9) Uani 1 1 d . . . . .
C13 C 0.2261(5) 0.0755(4) 0.47868(15) 0.0508(12) Uani 1 1 d . . . . .
H13 H 0.159255 0.019763 0.489071 0.061 Uiso 1 1 calc R U . . .
C5 C 0.3559(5) 0.2768(3) 0.34755(14) 0.0383(9) Uani 1 1 d . . . . .
C7 C 0.0632(5) 0.4266(4) 0.36725(14) 0.0425(10) Uani 1 1 d . . . . .
H7 H 0.138799 0.480426 0.361800 0.051 Uiso 1 1 calc R U . . .
C6 C 0.1004(4) 0.3155(3) 0.37944(13) 0.0334(9) Uani 1 1 d . . . . .
C9 C -0.2001(5) 0.3800(4) 0.37210(15) 0.0489(11) Uani 1 1 d . . . . .
H9 H -0.300534 0.401311 0.368261 0.059 Uiso 1 1 calc R U . . .
C8 C -0.0866(5) 0.4575(4) 0.36317(15) 0.0496(11) Uani 1 1 d . . . . .
H8 H -0.111172 0.531902 0.354218 0.059 Uiso 1 1 calc R U . . .
C4 C 0.3031(5) 0.3228(4) 0.30366(13) 0.0483(11) Uani 1 1 d . . . . .
H4A H 0.322417 0.405088 0.302438 0.058 Uiso 1 1 calc R U . . .
H4B H 0.194944 0.311229 0.301084 0.058 Uiso 1 1 calc R U . . .
C14 C 0.3557(6) 0.1008(5) 0.50223(16) 0.0603(13) Uani 1 1 d . . . . .
H14 H 0.377377 0.062675 0.528750 0.072 Uiso 1 1 calc R U . . .
C15 C 0.4529(6) 0.1841(4) 0.48571(17) 0.0614(14) Uani 1 1 d . . . . .
H15 H 0.541268 0.200349 0.501249 0.074 Uiso 1 1 calc R U . . .
C3 C 0.3820(7) 0.2641(5) 0.26457(18) 0.0760(17) Uani 1 1 d D . . . .
H3A H 0.356401 0.302900 0.236928 0.091 Uiso 1 1 calc R U . . .
H3B H 0.490651 0.267639 0.268476 0.091 Uiso 1 1 calc R U . . .
C2 C 0.3307(10) 0.1399(5) 0.2628(2) 0.115(3) Uani 1 1 d D . . . .
H2A H 0.374472 0.099922 0.288140 0.137 Uiso 1 1 calc R U . . .
H2B H 0.221934 0.138654 0.266695 0.137 Uiso 1 1 calc R U . . .
C1 C 0.3682(13) 0.0724(8) 0.2213(3) 0.169(4) Uani 1 1 d D . . . .
H1A H 0.307980 0.099940 0.196941 0.254 Uiso 1 1 calc R U . . .
H1B H 0.347321 -0.007850 0.226268 0.254 Uiso 1 1 calc R U . . .
H1C H 0.473274 0.081994 0.214333 0.254 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.434(3) . ?
S1 C11 1.747(4) . ?
S1 O3 1.426(3) . ?
S1 C12 1.757(4) . ?
N1 C17 1.437(5) . ?
N1 C5 1.404(5) . ?
N1 C6 1.433(5) . ?
O1 C5 1.207(5) . ?
C17 C16 1.376(5) . ?
C17 C12 1.377(5) . ?
C11 C10 1.383(6) . ?
C11 C6 1.391(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.373(7) . ?
C10 H10 0.9300 . ?
C10 C9 1.371(6) . ?
C12 C13 1.387(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(7) . ?
C5 C4 1.495(6) . ?
C7 H7 0.9300 . ?
C7 C6 1.379(5) . ?
C7 C8 1.379(6) . ?
C9 H9 0.9300 . ?
C9 C8 1.375(6) . ?
C8 H8 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.525(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(7) . ?
C15 H15 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.5110(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.5085(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 C11 108.73(19) . . ?
O2 S1 C12 108.74(19) . . ?
C11 S1 C12 99.78(18) . . ?
O3 S1 O2 118.0(2) . . ?
O3 S1 C11 110.1(2) . . ?
O3 S1 C12 110.0(2) . . ?
C5 N1 C17 118.7(3) . . ?
C5 N1 C6 123.4(3) . . ?
C6 N1 C17 116.7(3) . . ?
C16 C17 N1 121.8(4) . . ?
C16 C17 C12 119.6(4) . . ?
C12 C17 N1 118.6(3) . . ?
C10 C11 S1 121.4(3) . . ?
C10 C11 C6 121.1(4) . . ?
C6 C11 S1 117.5(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 119.0(4) . . ?
C15 C16 H16 120.5 . . ?
C11 C10 H10 120.3 . . ?
C9 C10 C11 119.4(4) . . ?
C9 C10 H10 120.3 . . ?
C17 C12 S1 118.1(3) . . ?
C17 C12 C13 121.3(4) . . ?
C13 C12 S1 120.5(3) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.2(4) . . ?
C14 C13 H13 120.4 . . ?
N1 C5 C4 118.0(3) . . ?
O1 C5 N1 119.2(4) . . ?
O1 C5 C4 122.8(4) . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.7(4) . . ?
C8 C7 H7 120.1 . . ?
C11 C6 N1 119.0(3) . . ?
C7 C6 N1 122.2(4) . . ?
C7 C6 C11 118.8(4) . . ?
C10 C9 H9 120.1 . . ?
C10 C9 C8 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.1(4) . . ?
C9 C8 H8 119.5 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C5 C4 C3 111.9(4) . . ?
H4A C4 H4B 107.9 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(4) . . ?
C15 C14 H14 120.6 . . ?
C16 C15 C14 122.0(4) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C2 C3 C4 108.3(4) . . ?
C2 C3 H3A 110.0 . . ?
C2 C3 H3B 110.0 . . ?
C3 C2 H2A 108.0 . . ?
C3 C2 H2B 108.0 . . ?
H2A C2 H2B 107.2 . . ?
C1 C2 C3 117.2(6) . . ?
C1 C2 H2A 108.0 . . ?
C1 C2 H2B 108.0 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C11 C10 C9 -178.6(3) . . . . ?
S1 C11 C6 N1 -0.4(5) . . . . ?
S1 C11 C6 C7 -177.7(3) . . . . ?
S1 C12 C13 C14 177.7(3) . . . . ?
N1 C17 C16 C15 178.8(4) . . . . ?
N1 C17 C12 S1 3.8(5) . . . . ?
N1 C17 C12 C13 -177.8(4) . . . . ?
N1 C5 C4 C3 -150.4(4) . . . . ?
O1 C5 C4 C3 28.7(6) . . . . ?
O2 S1 C11 C10 103.8(4) . . . . ?
O2 S1 C11 C6 -75.7(3) . . . . ?
O2 S1 C12 C17 73.7(3) . . . . ?
O2 S1 C12 C13 -104.7(4) . . . . ?
C17 N1 C5 O1 -9.0(5) . . . . ?
C17 N1 C5 C4 170.1(3) . . . . ?
C17 N1 C6 C11 -46.2(5) . . . . ?
C17 N1 C6 C7 131.0(4) . . . . ?
C17 C16 C15 C14 -1.3(7) . . . . ?
C17 C12 C13 C14 -0.7(6) . . . . ?
C11 S1 C12 C17 -40.0(3) . . . . ?
C11 S1 C12 C13 141.6(3) . . . . ?
C11 C10 C9 C8 -3.3(7) . . . . ?
O3 S1 C11 C10 -26.9(4) . . . . ?
O3 S1 C11 C6 153.6(3) . . . . ?
O3 S1 C12 C17 -155.7(3) . . . . ?
O3 S1 C12 C13 25.9(4) . . . . ?
C16 C17 C12 S1 -177.9(3) . . . . ?
C16 C17 C12 C13 0.5(6) . . . . ?
C10 C11 C6 N1 -179.9(4) . . . . ?
C10 C11 C6 C7 2.8(6) . . . . ?
C10 C9 C8 C7 2.1(7) . . . . ?
C12 S1 C11 C10 -142.5(4) . . . . ?
C12 S1 C11 C6 38.0(3) . . . . ?
C12 C17 C16 C15 0.5(6) . . . . ?
C12 C13 C14 C15 -0.1(7) . . . . ?
C13 C14 C15 C16 1.2(8) . . . . ?
C5 N1 C17 C16 58.1(5) . . . . ?
C5 N1 C17 C12 -123.5(4) . . . . ?
C5 N1 C6 C11 120.9(4) . . . . ?
C5 N1 C6 C7 -61.9(5) . . . . ?
C5 C4 C3 C2 67.7(6) . . . . ?
C6 N1 C17 C16 -134.1(4) . . . . ?
C6 N1 C17 C12 44.2(5) . . . . ?
C6 N1 C5 O1 -175.9(4) . . . . ?
C6 N1 C5 C4 3.2(5) . . . . ?
C6 C11 C10 C9 0.9(6) . . . . ?
C6 C7 C8 C9 1.6(7) . . . . ?
C8 C7 C6 N1 178.8(4) . . . . ?
C8 C7 C6 C11 -3.9(6) . . . . ?
C4 C3 C2 C1 167.3(7) . . . . ?

_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_y_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2123085'
loop_
_audit_author_name
_audit_author_address
Hex-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H20.147 N O3 S'
_chemical_formula_sum            'C19 H20.05 N O3 S'
_chemical_formula_weight         342.46
_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      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                   17.879(10)
_cell_length_b                   8.882(5)
_cell_length_c                   11.605(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.340(11)
_cell_angle_gamma                90
_cell_volume                     1793.1(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    716
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.06
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5345
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1318 before and 0.0803 after correction.
The Ratio of minimum to maximum transmission is 0.7170.
The λ/2 correction factor is 0.0015.
;
_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    1.269
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1561
_diffrn_reflns_av_unetI/netI     0.1609
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14536
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.985
_diffrn_reflns_theta_min         2.341
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1677
_reflns_number_total             3890
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XM  (Sheldrick, 2008)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3890
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.1813
_refine_ls_R_factor_gt           0.0728
_refine_ls_restrained_S_all      0.985
_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)+(0.0811P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1595
_refine_ls_wR_factor_ref         0.2145
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C19-C18
 1.51 with sigma of 0.002
 C18-C17
 1.51 with sigma of 0.002
 C17-C16
 1.51 with sigma of 0.002
 C16-C15
 1.51 with sigma of 0.002
 C16-C17 \\sim C16-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C16-C18 \\sim C16-C18A
 with sigma of 0.04
 C17-C19 \\sim C17A-C19A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C18A) \\sim Ueq, Uanis(C17A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C19A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=
 Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1)
 Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,
 H18B), C17A(H17C,H17D), C18A(H18C,H18D)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), C5(H5), C10(H10), C2(H2), C3(H3), C4(H4), C9(H9)
5.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C19A(H19D,H19E,H19F)
;
_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 0.66165(7) 0.53503(12) 0.15850(10) 0.0443(4) Uani 1 1 d . . . . .
N1 N 0.7018(2) 0.7548(3) 0.3499(3) 0.0365(9) Uani 1 1 d . . . . .
O1 O 0.75246(19) 0.9819(3) 0.3254(3) 0.0609(10) Uani 1 1 d . . . . .
O2 O 0.72778(19) 0.5819(3) 0.1182(3) 0.0567(9) Uani 1 1 d . . . . .
C8 C 0.6965(3) 0.3345(5) 0.3423(4) 0.0493(12) Uani 1 1 d . . . . .
H8 H 0.683247 0.258255 0.286341 0.059 Uiso 1 1 calc R U . . .
O3 O 0.6143(2) 0.4197(3) 0.0938(3) 0.0642(10) Uani 1 1 d . . . . .
C11 C 0.7312(3) 0.5648(5) 0.5090(4) 0.0467(12) Uani 1 1 d . . . . .
H11 H 0.740983 0.640744 0.565744 0.056 Uiso 1 1 calc R U . . .
C5 C 0.5377(3) 0.7207(6) 0.0867(5) 0.0567(13) Uani 1 1 d . . . . .
H5 H 0.519600 0.653564 0.025040 0.068 Uiso 1 1 calc R U . . .
C12 C 0.7093(2) 0.6010(4) 0.3903(4) 0.0369(10) Uani 1 1 d . . . . .
C7 C 0.6908(2) 0.4851(4) 0.3082(4) 0.0373(10) Uani 1 1 d . . . . .
C6 C 0.6057(2) 0.6940(5) 0.1698(4) 0.0411(11) Uani 1 1 d . . . . .
C1 C 0.6321(2) 0.7921(4) 0.2652(4) 0.0391(10) Uani 1 1 d . . . . .
C10 C 0.7385(3) 0.4163(5) 0.5433(4) 0.0553(13) Uani 1 1 d . . . . .
H10 H 0.754639 0.392519 0.623198 0.066 Uiso 1 1 calc R U . . .
C13 C 0.7627(3) 0.8571(5) 0.3687(4) 0.0413(11) Uani 1 1 d . . . . .
C2 C 0.5901(3) 0.9196(5) 0.2743(5) 0.0540(13) Uani 1 1 d . . . . .
H2 H 0.606724 0.985653 0.337177 0.065 Uiso 1 1 calc R U . . .
C3 C 0.5235(3) 0.9499(6) 0.1906(5) 0.0655(15) Uani 1 1 d . . . . .
H3 H 0.496084 1.037535 0.196436 0.079 Uiso 1 1 calc R U . . .
C4 C 0.4973(3) 0.8521(7) 0.0988(5) 0.0657(15) Uani 1 1 d . . . . .
H4 H 0.451836 0.873537 0.043736 0.079 Uiso 1 1 calc R U . . .
C9 C 0.7221(3) 0.3011(5) 0.4600(5) 0.0562(14) Uani 1 1 d . . . . .
H9 H 0.728607 0.201242 0.484300 0.067 Uiso 1 1 calc R U . . .
C14 C 0.8400(3) 0.8081(6) 0.4387(5) 0.0593(14) Uani 1 1 d . . . . .
H14A H 0.845282 0.700904 0.426790 0.071 Uiso 1 1 calc R U . . .
H14B H 0.841935 0.823722 0.522091 0.071 Uiso 1 1 calc R U . . .
C15 C 0.9071(3) 0.8870(7) 0.4090(6) 0.089(2) Uani 1 1 d D . . . .
H15A H 0.952966 0.864393 0.469644 0.107 Uiso 1 1 calc R U . . .
H15B H 0.898669 0.994851 0.409934 0.107 Uiso 1 1 calc R U . . .
C16 C 0.9207(4) 0.8432(10) 0.2900(6) 0.126(3) Uani 1 1 d D . . . .
H16A H 0.887378 0.900525 0.227499 0.151 Uiso 0.574(15) 1 calc R U P A 1
H16B H 0.910352 0.736897 0.275234 0.151 Uiso 0.574(15) 1 calc R U P A 1
C17 C 1.0041(5) 0.8776(18) 0.2941(10) 0.099(5) Uani 0.574(15) 1 d D . P A 1
H17A H 1.015705 0.980218 0.320888 0.119 Uiso 0.574(15) 1 calc R U P A 1
H17B H 1.036849 0.810549 0.349812 0.119 Uiso 0.574(15) 1 calc R U P A 1
C18 C 1.0200(6) 0.8579(16) 0.1728(10) 0.109(6) Uani 0.574(15) 1 d D . P A 1
H18A H 1.002946 0.757492 0.145990 0.131 Uiso 0.574(15) 1 calc R U P A 1
H18B H 0.987039 0.927993 0.120329 0.131 Uiso 0.574(15) 1 calc R U P A 1
C19 C 1.0999(7) 0.877(3) 0.1526(18) 0.116(6) Uani 0.574(15) 1 d D U P A 1
H19A H 1.124143 0.779966 0.154999 0.174 Uiso 0.574(15) 1 calc R U P A 1
H19B H 1.129565 0.939965 0.213388 0.174 Uiso 0.574(15) 1 calc R U P A 1
H19C H 1.096813 0.922241 0.076628 0.174 Uiso 0.574(15) 1 calc R U P A 1
C17A C 0.9838(10) 0.902(3) 0.235(2) 0.122(10) Uani 0.426(15) 1 d D U P A 2
H17C H 0.970438 0.882173 0.150583 0.146 Uiso 0.426(15) 1 calc R U P A 2
H17D H 0.988462 1.009797 0.246573 0.146 Uiso 0.426(15) 1 calc R U P A 2
C18A C 1.0591(12) 0.828(3) 0.289(2) 0.162(11) Uani 0.426(15) 1 d D U P A 2
H18C H 1.079887 0.871724 0.366586 0.194 Uiso 0.426(15) 1 calc R U P A 2
H18D H 1.050851 0.721700 0.299756 0.194 Uiso 0.426(15) 1 calc R U P A 2
C19A C 1.1156(13) 0.847(4) 0.214(3) 0.136(11) Uani 0.426(15) 1 d D U P A 2
H19D H 1.091902 0.821513 0.133956 0.204 Uiso 0.426(15) 1 calc R U P A 2
H19E H 1.158919 0.782421 0.242988 0.204 Uiso 0.426(15) 1 calc R U P A 2
H19F H 1.132624 0.950017 0.218072 0.204 Uiso 0.426(15) 1 calc R U 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
S1 O2 1.430(3) . ?
S1 O3 1.427(3) . ?
S1 C7 1.752(4) . ?
S1 C6 1.752(4) . ?
N1 C12 1.441(5) . ?
N1 C1 1.436(5) . ?
N1 C13 1.397(5) . ?
O1 C13 1.213(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.392(6) . ?
C8 C9 1.369(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(6) . ?
C11 C10 1.375(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(6) . ?
C5 C4 1.396(7) . ?
C12 C7 1.389(6) . ?
C6 C1 1.404(6) . ?
C1 C2 1.376(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.391(7) . ?
C13 C14 1.496(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(7) . ?
C4 H4 0.9300 . ?
C9 H9 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.498(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.507(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.512(2) . ?
C16 C17A 1.509(15) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.509(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.508(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.498(17) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A C19A 1.485(17) . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 C7 108.6(2) . . ?
O2 S1 C6 108.62(19) . . ?
O3 S1 O2 118.1(2) . . ?
O3 S1 C7 110.2(2) . . ?
O3 S1 C6 109.7(2) . . ?
C7 S1 C6 100.0(2) . . ?
C1 N1 C12 116.3(3) . . ?
C13 N1 C12 123.7(4) . . ?
C13 N1 C1 118.6(3) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C9 C8 C7 118.5(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.8(4) . . ?
C6 C5 H5 121.2 . . ?
C6 C5 C4 117.6(5) . . ?
C4 C5 H5 121.2 . . ?
C11 C12 N1 121.9(4) . . ?
C11 C12 C7 118.7(4) . . ?
C7 C12 N1 119.3(4) . . ?
C8 C7 S1 120.7(3) . . ?
C12 C7 S1 117.5(3) . . ?
C12 C7 C8 121.8(4) . . ?
C5 C6 S1 120.7(4) . . ?
C5 C6 C1 121.6(4) . . ?
C1 C6 S1 117.7(3) . . ?
C6 C1 N1 118.5(4) . . ?
C2 C1 N1 122.7(4) . . ?
C2 C1 C6 118.8(4) . . ?
C11 C10 H10 119.5 . . ?
C11 C10 C9 120.9(5) . . ?
C9 C10 H10 119.5 . . ?
N1 C13 C14 119.0(4) . . ?
O1 C13 N1 119.4(4) . . ?
O1 C13 C14 121.6(4) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.3(5) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 H3 119.7 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 H4 119.5 . . ?
C8 C9 C10 120.1(4) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C13 C14 H14A 108.4 . . ?
C13 C14 H14B 108.4 . . ?
C13 C14 C15 115.3(5) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C14 C15 C16 113.4(5) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C15 C16 H16A 110.4 . . ?
C15 C16 H16B 110.4 . . ?
C15 C16 C17 106.6(6) . . ?
C15 C16 C17A 126.3(13) . . ?
H16A C16 H16B 108.6 . . ?
C17 C16 H16A 110.4 . . ?
C17 C16 H16B 110.4 . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 C16 110.2(7) . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
C17 C18 H18A 107.0 . . ?
C17 C18 H18B 107.0 . . ?
H18A C18 H18B 106.7 . . ?
C19 C18 C17 121.4(10) . . ?
C19 C18 H18A 107.0 . . ?
C19 C18 H18B 107.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C17A H17C 109.4 . . ?
C16 C17A H17D 109.4 . . ?
H17C C17A H17D 108.0 . . ?
C18A C17A C16 111.1(16) . . ?
C18A C17A H17C 109.4 . . ?
C18A C17A H17D 109.4 . . ?
C17A C18A H18C 109.2 . . ?
C17A C18A H18D 109.2 . . ?
H18C C18A H18D 107.9 . . ?
C19A C18A C17A 111.9(18) . . ?
C19A C18A H18C 109.2 . . ?
C19A C18A H18D 109.2 . . ?
C18A C19A H19D 109.5 . . ?
C18A C19A H19E 109.5 . . ?
C18A C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C6 C1 N1 -1.9(5) . . . . ?
S1 C6 C1 C2 178.4(3) . . . . ?
N1 C12 C7 S1 1.9(5) . . . . ?
N1 C12 C7 C8 -179.6(4) . . . . ?
N1 C1 C2 C3 -179.9(4) . . . . ?
N1 C13 C14 C15 152.2(4) . . . . ?
O1 C13 C14 C15 -25.8(7) . . . . ?
O2 S1 C7 C8 -104.0(4) . . . . ?
O2 S1 C7 C12 74.6(4) . . . . ?
O2 S1 C6 C5 105.5(4) . . . . ?
O2 S1 C6 C1 -74.5(4) . . . . ?
O3 S1 C7 C8 26.9(4) . . . . ?
O3 S1 C7 C12 -154.6(3) . . . . ?
O3 S1 C6 C5 -25.0(4) . . . . ?
O3 S1 C6 C1 155.0(3) . . . . ?
C11 C12 C7 S1 178.9(3) . . . . ?
C11 C12 C7 C8 -2.5(6) . . . . ?
C11 C10 C9 C8 -1.6(7) . . . . ?
C5 C6 C1 N1 178.0(4) . . . . ?
C5 C6 C1 C2 -1.6(7) . . . . ?
C12 N1 C1 C6 -45.2(5) . . . . ?
C12 N1 C1 C2 134.4(4) . . . . ?
C12 N1 C13 O1 175.5(4) . . . . ?
C12 N1 C13 C14 -2.5(6) . . . . ?
C12 C11 C10 C9 -1.8(7) . . . . ?
C7 S1 C6 C5 -140.8(4) . . . . ?
C7 S1 C6 C1 39.2(4) . . . . ?
C7 C8 C9 C10 2.9(7) . . . . ?
C6 S1 C7 C8 142.3(4) . . . . ?
C6 S1 C7 C12 -39.1(4) . . . . ?
C6 C5 C4 C3 -0.9(8) . . . . ?
C6 C1 C2 C3 -0.2(7) . . . . ?
C1 N1 C12 C11 -131.4(4) . . . . ?
C1 N1 C12 C7 45.5(5) . . . . ?
C1 N1 C13 O1 9.4(6) . . . . ?
C1 N1 C13 C14 -168.6(4) . . . . ?
C1 C2 C3 C4 1.5(8) . . . . ?
C10 C11 C12 N1 -179.2(4) . . . . ?
C10 C11 C12 C7 3.8(7) . . . . ?
C13 N1 C12 C11 62.2(6) . . . . ?
C13 N1 C12 C7 -120.8(4) . . . . ?
C13 N1 C1 C6 121.9(4) . . . . ?
C13 N1 C1 C2 -58.5(6) . . . . ?
C13 C14 C15 C16 -71.1(7) . . . . ?
C2 C3 C4 C5 -0.9(8) . . . . ?
C4 C5 C6 S1 -177.9(4) . . . . ?
C4 C5 C6 C1 2.1(7) . . . . ?
C9 C8 C7 S1 177.7(4) . . . . ?
C9 C8 C7 C12 -0.8(6) . . . . ?
C14 C15 C16 C17 -157.3(8) . . . . ?
C14 C15 C16 C17A -179.6(12) . . . . ?
C15 C16 C17 C18 -172.0(10) . . . . ?
C15 C16 C17A C18A 77(3) . . . . ?
C16 C17 C18 C19 -176.6(14) . . . . ?
C16 C17A C18A C19A 163(2) . . . . ?

_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_mo_210423e_0m
_database_code_depnum_ccdc_archive 'CCDC 2123084'
loop_
_audit_author_name
_audit_author_address
Pen-CsO
;Wuhan University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 N O3 S'
_chemical_formula_sum            'C18 H19 N O3 S'
_chemical_formula_weight         329.40
_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'
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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.938(2)
_cell_length_b                   11.559(3)
_cell_length_c                   32.801(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3388.7(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3174
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.31
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.941
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6486
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1412 before and 0.0668 after correction.
The Ratio of minimum to maximum transmission is 0.8701.
The λ/2 correction factor is 0.0015.
;
_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    1.291
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0748
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            25532
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.738
_diffrn_reflns_theta_min         1.242
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2319
_reflns_number_total             3605
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3605
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0585
_refine_ls_restrained_S_all      1.078
_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)+(0.0694P)²+1.5797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1654
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C13A-C14A = C15A-C14A = C15A-C16A = C17A-C16A = C18A-C17A
 1.51 with sigma of 0.001
 C16A-C18A
 2.54 with sigma of 0.04
 C15A-C17A
 2.54 with sigma of 0.04
 C13A-C15A
 2.54 with sigma of 0.04
 C14A-C16A
 2.54 with sigma of 0.04
 C14A-C15A \\sim C14-C15
 with sigma of 0.02
 C13A-C14A \\sim C13-C14
 with sigma of 0.02
 O1-C13A \\sim O1A-C13
 with sigma of 0.02
 C13A-C15A \\sim C13-C15
 with sigma of 0.04
 O1-C14A \\sim O1A-C14
 with sigma of 0.04
 C15A-C16A \\sim C15-C16
 with sigma of 0.02
 N1-O1 \\sim N1-O1A
 with sigma of 0.04
 C15A-C17A \\sim C15-C17
 with sigma of 0.04
 C14A-C16A \\sim C14-C16
 with sigma of 0.04
 N1-C14A \\sim N1-C14
 with sigma of 0.04
 N1-C13A \\sim N1-C13
 with sigma of 0.01
 C18A-C16A \\sim C18-C16
 with sigma of 0.04
 C16A-C17A \\sim C16-C17
 with sigma of 0.02
 C18A-C17A \\sim C18-C17
 with sigma of 0.02
3. Rigid bond restraints
 C18A, C17A
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C13) \\sim Ueq, Uanis(C13A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C13A) \\sim Ueq, Uanis(C13) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C14A) = Uanis(C14)
Uanis(C16A) = Uanis(C16)
Uanis(C17A) = Uanis(C17)
Uanis(C18) = Uanis(C18A)
Uanis(C13A) = Uanis(C13)
Uanis(C15A) = Uanis(C15)
Uanis(O1) = Uanis(O1A)
5. Others
 Sof(C13)=Sof(O1A)=Sof(C14)=Sof(H14C)=Sof(H14D)=Sof(C15)=Sof(H15C)=Sof(H15D)=
 Sof(C16)=Sof(H16C)=Sof(H16D)=Sof(C17)=Sof(H17C)=Sof(H17D)=Sof(C18)=Sof(H18D)=
 Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(O1)=Sof(C13A)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(C15A)=Sof(H15A)=Sof(H15B)=
 Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C16A)=Sof(H16B)=Sof(H16A)=
 Sof(C17A)=Sof(H17A)=Sof(H17B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C14A(H14A,H14B), C15A(H15A,H15B), C16A(H16B,H16A), C17A(H17A,H17B), C14(H14C,
 H14D), C15(H15C,H15D), C16(H16C,H16D), C17(H17C,H17D)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C11(H11), C3(H3), C8(H8), C4(H4), C10(H10), C9(H9)
6.c Idealised Me refined as rotating group:
 C18A(H18A,H18B,H18C), C18(H18D,H18E,H18F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.128
;
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 0.03700(8) 0.09990(6) 0.08554(2) 0.0498(2) Uani 1 1 d . . . . .
N1 N 0.2526(2) 0.27837(19) 0.10695(7) 0.0432(5) Uani 1 1 d D . . . .
O1 O 0.478(4) 0.242(9) 0.1352(13) 0.067(3) Uani 0.520(5) 1 d D . P A 1
O2 O 0.0837(3) 0.03573(19) 0.12065(7) 0.0661(6) Uani 1 1 d . . . . .
C5 C -0.1636(3) 0.2712(3) 0.10427(10) 0.0550(8) Uani 1 1 d . . . . .
H5 H -0.239190 0.219523 0.097371 0.066 Uiso 1 1 calc R U . . .
C6 C -0.0147(3) 0.2385(2) 0.10116(9) 0.0436(6) Uani 1 1 d . . . . .
C12 C 0.2911(3) 0.2181(2) 0.07020(9) 0.0439(6) Uani 1 1 d . . . . .
C13A C 0.3479(17) 0.270(2) 0.1411(4) 0.045(2) Uani 0.520(5) 1 d D U P A 1
O3 O -0.0768(2) 0.0507(2) 0.06023(8) 0.0742(7) Uani 1 1 d . . . . .
C1 C 0.1008(3) 0.3158(2) 0.11094(8) 0.0425(6) Uani 1 1 d . . . . .
C2 C 0.0634(3) 0.4275(3) 0.12230(10) 0.0531(8) Uani 1 1 d . . . . .
H2 H 0.138142 0.481671 0.127373 0.064 Uiso 1 1 calc R U . . .
C7 C 0.1955(3) 0.1330(2) 0.05593(9) 0.0449(7) Uani 1 1 d . . . . .
C11 C 0.4190(3) 0.2439(3) 0.04814(10) 0.0582(8) Uani 1 1 d . . . . .
H11 H 0.484346 0.301102 0.057116 0.070 Uiso 1 1 calc R U . . .
C3 C -0.0851(4) 0.4582(3) 0.12604(11) 0.0620(9) Uani 1 1 d . . . . .
H3 H -0.109439 0.532700 0.134417 0.074 Uiso 1 1 calc R U . . .
C8 C 0.2232(4) 0.0741(3) 0.01994(10) 0.0604(8) Uani 1 1 d . . . . .
H8 H 0.156822 0.018272 0.010487 0.072 Uiso 1 1 calc R U . . .
C4 C -0.1983(3) 0.3805(3) 0.11762(11) 0.0627(9) Uani 1 1 d . . . . .
H4 H -0.297791 0.402154 0.120985 0.075 Uiso 1 1 calc R U . . .
C10 C 0.4485(4) 0.1837(3) 0.01275(12) 0.0710(10) Uani 1 1 d . . . . .
H10 H 0.535463 0.199858 -0.001738 0.085 Uiso 1 1 calc R U . . .
C9 C 0.3517(5) 0.1002(3) -0.00165(11) 0.0737(10) Uani 1 1 d . . . . .
H9 H 0.372948 0.061462 -0.025820 0.088 Uiso 1 1 calc R U . . .
C14A C 0.304(4) 0.3266(18) 0.1808(4) 0.0707(18) Uani 0.520(5) 1 d D . P A 1
H14A H 0.196268 0.324799 0.183218 0.085 Uiso 0.520(5) 1 calc R U P A 1
H14B H 0.334657 0.407111 0.179841 0.085 Uiso 0.520(5) 1 calc R U P A 1
C15A C 0.371(3) 0.2724(10) 0.2186(4) 0.121(4) Uani 0.520(5) 1 d D . P A 1
H15A H 0.478690 0.281021 0.217902 0.145 Uiso 0.520(5) 1 calc R U P A 1
H15B H 0.334015 0.313064 0.242471 0.145 Uiso 0.520(5) 1 calc R U P A 1
C18A C 0.327(2) 0.1063(19) 0.2962(3) 0.176(6) Uani 0.520(5) 1 d D U P A 1
H18A H 0.317522 0.188945 0.297759 0.264 Uiso 0.520(5) 1 calc R U P A 1
H18B H 0.387395 0.079180 0.318387 0.264 Uiso 0.520(5) 1 calc R U P A 1
H18C H 0.228998 0.071863 0.298021 0.264 Uiso 0.520(5) 1 calc R U P A 1
C16A C 0.3325(14) 0.1456(10) 0.2224(3) 0.126(3) Uani 0.520(5) 1 d D . P A 1
H16B H 0.224541 0.140136 0.224719 0.151 Uiso 0.520(5) 1 calc R U P A 1
H16A H 0.359888 0.108988 0.196891 0.151 Uiso 0.520(5) 1 calc R U P A 1
C17A C 0.3983(16) 0.0731(12) 0.2563(3) 0.170(5) Uani 0.520(5) 1 d D U P A 1
H17A H 0.380801 -0.008225 0.250789 0.204 Uiso 0.520(5) 1 calc R U P A 1
H17B H 0.505503 0.085623 0.257744 0.204 Uiso 0.520(5) 1 calc R U P A 1
C13 C 0.3629(18) 0.284(3) 0.1374(4) 0.045(2) Uani 0.480(5) 1 d D U P A 2
O1A O 0.481(5) 0.234(10) 0.1327(14) 0.067(3) Uani 0.480(5) 1 d D . P A 2
C14 C 0.303(4) 0.310(2) 0.1795(4) 0.0707(18) Uani 0.480(5) 1 d D . P A 2
H14C H 0.197093 0.291802 0.180588 0.085 Uiso 0.480(5) 1 calc R U P A 2
H14D H 0.314659 0.391978 0.185300 0.085 Uiso 0.480(5) 1 calc R U P A 2
C15 C 0.387(3) 0.2394(16) 0.2111(4) 0.121(4) Uani 0.480(5) 1 d D . P A 2
H15C H 0.388176 0.159435 0.202135 0.145 Uiso 0.480(5) 1 calc R U P A 2
H15D H 0.489578 0.266138 0.211844 0.145 Uiso 0.480(5) 1 calc R U P A 2
C16 C 0.3271(14) 0.2430(11) 0.2525(3) 0.126(3) Uani 0.480(5) 1 d D . P A 2
H16C H 0.219687 0.231435 0.251031 0.151 Uiso 0.480(5) 1 calc R U P A 2
H16D H 0.343839 0.319940 0.263368 0.151 Uiso 0.480(5) 1 calc R U P A 2
C17 C 0.389(2) 0.1585(15) 0.2817(5) 0.170(5) Uani 0.480(5) 1 d D . P A 2
H17C H 0.496647 0.162249 0.279163 0.204 Uiso 0.480(5) 1 calc R U P A 2
H17D H 0.364503 0.187030 0.308745 0.204 Uiso 0.480(5) 1 calc R U P A 2
C18 C 0.349(3) 0.0375(16) 0.2811(5) 0.176(6) Uani 0.480(5) 1 d D . P A 2
H18D H 0.418889 -0.004178 0.264477 0.264 Uiso 0.480(5) 1 calc R U P A 2
H18E H 0.250010 0.028705 0.270174 0.264 Uiso 0.480(5) 1 calc R U P A 2
H18F H 0.351525 0.007364 0.308417 0.264 Uiso 0.480(5) 1 calc R U 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
S1 O2 1.432(2) . ?
S1 C6 1.744(3) . ?
S1 O3 1.431(2) . ?
S1 C7 1.759(3) . ?
N1 C12 1.434(4) . ?
N1 C13A 1.411(6) . ?
N1 C1 1.430(3) . ?
N1 C13 1.405(7) . ?
O1 C13A 1.221(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(4) . ?
C5 C4 1.373(4) . ?
C6 C1 1.402(4) . ?
C12 C7 1.385(4) . ?
C12 C11 1.386(4) . ?
C13A C14A 1.5100(11) . ?
C1 C2 1.385(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(4) . ?
C7 C8 1.385(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.378(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.383(5) . ?
C4 H4 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.380(5) . ?
C9 H9 0.9300 . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C14A C15A 1.5102(11) . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C15A C16A 1.5098(11) . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
C18A C17A 1.5094(11) . ?
C16A H16B 0.9700 . ?
C16A H16A 0.9700 . ?
C16A C17A 1.5097(11) . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C13 O1A 1.215(18) . ?
C13 C14 1.510(11) . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15 1.519(12) . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 C16 1.460(15) . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C16 C17 1.474(14) . ?
C17 H17C 0.9700 . ?
C17 H17D 0.9700 . ?
C17 C18 1.444(16) . ?
C18 H18D 0.9600 . ?
C18 H18E 0.9600 . ?
C18 H18F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 C6 108.47(14) . . ?
O2 S1 C7 108.79(13) . . ?
C6 S1 C7 100.11(13) . . ?
O3 S1 O2 117.88(15) . . ?
O3 S1 C6 110.34(14) . . ?
O3 S1 C7 109.77(14) . . ?
C13A N1 C12 119.3(8) . . ?
C13A N1 C1 121.4(8) . . ?
C1 N1 C12 116.8(2) . . ?
C13 N1 C12 116.9(9) . . ?
C13 N1 C1 125.9(9) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(3) . . ?
C5 C6 S1 121.7(2) . . ?
C5 C6 C1 121.1(3) . . ?
C1 C6 S1 117.2(2) . . ?
C7 C12 N1 118.8(2) . . ?
C7 C12 C11 119.0(3) . . ?
C11 C12 N1 122.2(3) . . ?
N1 C13A C14A 120.0(11) . . ?
O1 C13A N1 117.8(16) . . ?
O1 C13A C14A 119.7(17) . . ?
C6 C1 N1 119.0(2) . . ?
C2 C1 N1 122.4(2) . . ?
C2 C1 C6 118.5(2) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C12 C7 S1 117.7(2) . . ?
C8 C7 S1 120.5(2) . . ?
C8 C7 C12 121.8(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 C12 119.3(3) . . ?
C10 C11 H11 120.4 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.6(3) . . ?
C9 C8 H8 120.7 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C11 C10 H10 119.3 . . ?
C11 C10 C9 121.4(3) . . ?
C9 C10 H10 119.3 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.9(3) . . ?
C10 C9 H9 120.1 . . ?
C13A C14A H14A 108.5 . . ?
C13A C14A H14B 108.5 . . ?
C13A C14A C15A 115.3(10) . . ?
H14A C14A H14B 107.5 . . ?
C15A C14A H14A 108.5 . . ?
C15A C14A H14B 108.5 . . ?
C14A C15A H15A 109.1 . . ?
C14A C15A H15B 109.1 . . ?
H15A C15A H15B 107.8 . . ?
C16A C15A C14A 112.4(12) . . ?
C16A C15A H15A 109.1 . . ?
C16A C15A H15B 109.1 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
C15A C16A H16B 107.1 . . ?
C15A C16A H16A 107.1 . . ?
H16B C16A H16A 106.8 . . ?
C17A C16A C15A 120.7(10) . . ?
C17A C16A H16B 107.1 . . ?
C17A C16A H16A 107.1 . . ?
C18A C17A C16A 109.4(9) . . ?
C18A C17A H17A 109.8 . . ?
C18A C17A H17B 109.8 . . ?
C16A C17A H17A 109.8 . . ?
C16A C17A H17B 109.8 . . ?
H17A C17A H17B 108.2 . . ?
N1 C13 C14 114.2(13) . . ?
O1A C13 N1 119.9(19) . . ?
O1A C13 C14 121(2) . . ?
C13 C14 H14C 109.7 . . ?
C13 C14 H14D 109.7 . . ?
C13 C14 C15 109.9(12) . . ?
H14C C14 H14D 108.2 . . ?
C15 C14 H14C 109.7 . . ?
C15 C14 H14D 109.7 . . ?
C14 C15 H15C 108.3 . . ?
C14 C15 H15D 108.3 . . ?
H15C C15 H15D 107.4 . . ?
C16 C15 C14 116.1(16) . . ?
C16 C15 H15C 108.3 . . ?
C16 C15 H15D 108.3 . . ?
C15 C16 H16C 108.1 . . ?
C15 C16 H16D 108.1 . . ?
C15 C16 C17 116.7(13) . . ?
H16C C16 H16D 107.3 . . ?
C17 C16 H16C 108.1 . . ?
C17 C16 H16D 108.1 . . ?
C16 C17 H17C 106.6 . . ?
C16 C17 H17D 106.6 . . ?
H17C C17 H17D 106.6 . . ?
C18 C17 C16 122.8(16) . . ?
C18 C17 H17C 106.6 . . ?
C18 C17 H17D 106.6 . . ?
C17 C18 H18D 109.5 . . ?
C17 C18 H18E 109.5 . . ?
C17 C18 H18F 109.5 . . ?
H18D C18 H18E 109.5 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C6 C1 N1 1.1(4) . . . . ?
S1 C6 C1 C2 178.2(2) . . . . ?
S1 C7 C8 C9 -177.8(2) . . . . ?
N1 C12 C7 S1 -3.1(3) . . . . ?
N1 C12 C7 C8 177.8(3) . . . . ?
N1 C12 C11 C10 -179.1(3) . . . . ?
N1 C13A C14A C15A 154(2) . . . . ?
N1 C1 C2 C3 -179.3(3) . . . . ?
N1 C13 C14 C15 141(2) . . . . ?
O1 C13A C14A C15A -44(7) . . . . ?
O2 S1 C6 C5 -104.0(3) . . . . ?
O2 S1 C6 C1 75.3(2) . . . . ?
O2 S1 C7 C12 -73.8(2) . . . . ?
O2 S1 C7 C8 105.3(3) . . . . ?
C5 C6 C1 N1 -179.5(3) . . . . ?
C5 C6 C1 C2 -2.5(4) . . . . ?
C6 S1 C7 C12 39.8(2) . . . . ?
C6 S1 C7 C8 -141.1(2) . . . . ?
C6 C5 C4 C3 2.9(5) . . . . ?
C6 C1 C2 C3 3.8(5) . . . . ?
C12 N1 C13A O1 22(6) . . . . ?
C12 N1 C13A C14A -176.3(17) . . . . ?
C12 N1 C1 C6 45.8(3) . . . . ?
C12 N1 C1 C2 -131.1(3) . . . . ?
C12 N1 C13 O1A -4(7) . . . . ?
C12 N1 C13 C14 -160.0(15) . . . . ?
C12 C7 C8 C9 1.3(5) . . . . ?
C12 C11 C10 C9 1.4(5) . . . . ?
C13A N1 C12 C7 117.7(12) . . . . ?
C13A N1 C12 C11 -63.6(13) . . . . ?
C13A N1 C1 C6 -116.1(13) . . . . ?
C13A N1 C1 C2 67.0(13) . . . . ?
C13A C14A C15A C16A -57(3) . . . . ?
O3 S1 C6 C5 26.5(3) . . . . ?
O3 S1 C6 C1 -154.1(2) . . . . ?
O3 S1 C7 C12 155.8(2) . . . . ?
O3 S1 C7 C8 -25.0(3) . . . . ?
C1 N1 C12 C7 -44.6(3) . . . . ?
C1 N1 C12 C11 134.1(3) . . . . ?
C1 N1 C13A O1 -177(6) . . . . ?
C1 N1 C13A C14A -15(3) . . . . ?
C1 N1 C13 O1A 169(7) . . . . ?
C1 N1 C13 C14 13(3) . . . . ?
C1 C2 C3 C4 -1.8(5) . . . . ?
C2 C3 C4 C5 -1.6(5) . . . . ?
C7 S1 C6 C5 142.2(3) . . . . ?
C7 S1 C6 C1 -38.5(2) . . . . ?
C7 C12 C11 C10 -0.4(4) . . . . ?
C7 C8 C9 C10 -0.3(5) . . . . ?
C11 C12 C7 S1 178.2(2) . . . . ?
C11 C12 C7 C8 -0.9(4) . . . . ?
C11 C10 C9 C8 -1.0(6) . . . . ?
C4 C5 C6 S1 178.5(2) . . . . ?
C4 C5 C6 C1 -0.8(5) . . . . ?
C14A C15A C16A C17A 175.0(14) . . . . ?
C15A C16A C17A C18A 72(2) . . . . ?
C13 N1 C12 C7 128.7(14) . . . . ?
C13 N1 C12 C11 -52.6(14) . . . . ?
C13 N1 C1 C6 -126.8(15) . . . . ?
C13 N1 C1 C2 56.3(16) . . . . ?
C13 C14 C15 C16 -172(2) . . . . ?
O1A C13 C14 C15 -15(7) . . . . ?
C14 C15 C16 C17 168.8(18) . . . . ?
C15 C16 C17 C18 -75(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
