# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_20210625_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2272008'
loop_
_audit_author_name
_audit_author_address
'Zhaojiang Shi'
;FuZhou University
China
;
_audit_update_record             
;
2023-06-24 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_audit_creation_date             2021-07-12
_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         'C22 H15 N O3 S'
_chemical_formula_sum            'C22 H15 N O3 S'
_chemical_formula_weight         373.41
_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/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                   10.854(5)
_cell_length_b                   10.173(5)
_cell_length_c                   16.146(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.651(14)
_cell_angle_gamma                90
_cell_volume                     1774.0(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6239
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.802
_cell_measurement_theta_min      2.371
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1104 before and 0.0640 after correction.
The Ratio of minimum to maximum transmission is 0.9536.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29589
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.058
_diffrn_reflns_theta_max         25.058
_diffrn_reflns_theta_min         2.370
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2360
_reflns_number_total             3133
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.067
_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)+(0.0420P)²+0.6379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0983
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C17(H17),
 C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_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 0.29559(5) 0.45587(5) 0.49533(3) 0.02607(17) Uani 1 1 d . . . . .
O1 O 0.37931(14) 0.51277(15) 0.55884(9) 0.0348(4) Uani 1 1 d . . . . .
O2 O 0.16703(13) 0.48473(14) 0.49460(9) 0.0317(4) Uani 1 1 d . . . . .
O3 O 0.31872(14) 0.70691(14) 0.41776(10) 0.0356(4) Uani 1 1 d . . . . .
N1 N 0.34172(16) 0.48749(16) 0.39969(10) 0.0248(4) Uani 1 1 d . . . . .
C1 C 0.32219(19) 0.2880(2) 0.48430(13) 0.0261(5) Uani 1 1 d . . . . .
C2 C 0.2963(2) 0.1941(2) 0.54231(14) 0.0342(6) Uani 1 1 d . . . . .
H2 H 0.266863 0.217328 0.592468 0.041 Uiso 1 1 calc R U . . .
C3 C 0.3163(2) 0.0642(2) 0.52222(15) 0.0392(6) Uani 1 1 d . . . . .
H3 H 0.300927 -0.001960 0.559635 0.047 Uiso 1 1 calc R U . . .
C4 C 0.3590(2) 0.0318(2) 0.44670(14) 0.0350(6) Uani 1 1 d . . . . .
H4 H 0.369648 -0.056225 0.433653 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3860(2) 0.1270(2) 0.39043(13) 0.0280(5) Uani 1 1 d . . . . .
H5 H 0.414981 0.103419 0.340177 0.034 Uiso 1 1 calc R U . . .
C6 C 0.36949(18) 0.2592(2) 0.40970(13) 0.0236(5) Uani 1 1 d . . . . .
C7 C 0.38853(18) 0.37753(19) 0.35972(13) 0.0221(5) Uani 1 1 d . . . . .
C8 C 0.44116(18) 0.39317(19) 0.28811(12) 0.0229(5) Uani 1 1 d . . . . .
C9 C 0.44004(19) 0.5235(2) 0.25006(13) 0.0253(5) Uani 1 1 d . . . . .
C10 C 0.48504(19) 0.5457(2) 0.17255(13) 0.0293(5) Uani 1 1 d . . . . .
H10 H 0.516284 0.475059 0.144615 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4845(2) 0.6687(2) 0.13646(14) 0.0335(6) Uani 1 1 d . . . . .
C12 C 0.4376(2) 0.7745(2) 0.17922(15) 0.0378(6) Uani 1 1 d . . . . .
H12 H 0.435359 0.857840 0.155483 0.045 Uiso 1 1 calc R U . . .
C13 C 0.3950(2) 0.7568(2) 0.25556(15) 0.0352(6) Uani 1 1 d . . . . .
H13 H 0.365790 0.828442 0.283603 0.042 Uiso 1 1 calc R U . . .
C14 C 0.39503(19) 0.6319(2) 0.29160(14) 0.0284(5) Uani 1 1 d . . . . .
C15 C 0.35041(19) 0.6179(2) 0.37370(14) 0.0274(5) Uani 1 1 d . . . . .
C16 C 0.51044(18) 0.28346(19) 0.25291(12) 0.0225(5) Uani 1 1 d . . . . .
C17 C 0.62161(19) 0.2437(2) 0.29575(13) 0.0276(5) Uani 1 1 d . . . . .
H17 H 0.651366 0.286421 0.344603 0.033 Uiso 1 1 calc R U . . .
C18 C 0.6882(2) 0.1408(2) 0.26594(14) 0.0329(5) Uani 1 1 d . . . . .
H18 H 0.762649 0.114754 0.294730 0.040 Uiso 1 1 calc R U . . .
C19 C 0.6443(2) 0.0768(2) 0.19358(14) 0.0326(6) Uani 1 1 d . . . . .
H19 H 0.688468 0.006820 0.174104 0.039 Uiso 1 1 calc R U . . .
C20 C 0.5349(2) 0.1168(2) 0.15026(13) 0.0287(5) Uani 1 1 d . . . . .
H20 H 0.506044 0.074399 0.101113 0.034 Uiso 1 1 calc R U . . .
C21 C 0.4681(2) 0.2195(2) 0.17944(13) 0.0254(5) Uani 1 1 d . . . . .
H21 H 0.394410 0.245942 0.149843 0.030 Uiso 1 1 calc R U . . .
C22 C 0.5347(2) 0.6912(3) 0.05378(16) 0.0471(7) Uani 1 1 d . . . . .
H22A H 0.603858 0.750257 0.061032 0.071 Uiso 1 1 calc R U . . .
H22B H 0.471158 0.728664 0.015340 0.071 Uiso 1 1 calc R U . . .
H22C H 0.560953 0.608874 0.032344 0.071 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 O1 1.4243(16) . ?
S1 O2 1.4248(16) . ?
S1 N1 1.7002(18) . ?
S1 C1 1.744(2) . ?
O3 C15 1.222(2) . ?
N1 C7 1.411(3) . ?
N1 C15 1.397(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.386(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(3) . ?
C6 C7 1.475(3) . ?
C7 C8 1.348(3) . ?
C8 C9 1.461(3) . ?
C8 C16 1.489(3) . ?
C9 C10 1.406(3) . ?
C9 C14 1.403(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(3) . ?
C11 C12 1.401(3) . ?
C11 C22 1.508(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.398(3) . ?
C14 C15 1.462(3) . ?
C16 C17 1.390(3) . ?
C16 C21 1.391(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.381(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 118.49(9) . . ?
O1 S1 N1 110.67(9) . . ?
O1 S1 C1 111.78(10) . . ?
O2 S1 N1 109.23(9) . . ?
O2 S1 C1 111.88(10) . . ?
N1 S1 C1 91.49(9) . . ?
C7 N1 S1 114.65(13) . . ?
C15 N1 S1 119.14(14) . . ?
C15 N1 C7 125.26(18) . . ?
C2 C1 S1 124.03(17) . . ?
C2 C1 C6 123.9(2) . . ?
C6 C1 S1 112.03(15) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 C1 117.0(2) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.3(2) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 117.66(19) . . ?
C1 C6 C7 112.73(18) . . ?
C5 C6 C7 129.51(19) . . ?
N1 C7 C6 108.70(17) . . ?
C8 C7 N1 120.05(18) . . ?
C8 C7 C6 131.24(18) . . ?
C7 C8 C9 118.75(18) . . ?
C7 C8 C16 120.74(18) . . ?
C9 C8 C16 120.21(18) . . ?
C10 C9 C8 122.09(19) . . ?
C14 C9 C8 120.07(19) . . ?
C14 C9 C10 117.84(19) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.3(2) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 118.4(2) . . ?
C10 C11 C22 121.6(2) . . ?
C12 C11 C22 120.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(2) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 C15 121.24(19) . . ?
C13 C14 C9 120.1(2) . . ?
C13 C14 C15 118.6(2) . . ?
O3 C15 N1 119.9(2) . . ?
O3 C15 C14 126.4(2) . . ?
N1 C15 C14 113.76(18) . . ?
C17 C16 C8 118.29(18) . . ?
C17 C16 C21 119.07(19) . . ?
C21 C16 C8 122.63(19) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.9(2) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.3(2) . . ?
C20 C21 H21 119.9 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C7 C6 7.0(2) . . . . ?
S1 N1 C7 C8 -172.31(15) . . . . ?
S1 N1 C15 O3 -3.9(3) . . . . ?
S1 N1 C15 C14 178.04(14) . . . . ?
S1 C1 C2 C3 176.46(18) . . . . ?
S1 C1 C6 C5 -175.23(16) . . . . ?
S1 C1 C6 C7 1.6(2) . . . . ?
O1 S1 N1 C7 108.61(15) . . . . ?
O1 S1 N1 C15 -60.81(18) . . . . ?
O1 S1 C1 C2 70.5(2) . . . . ?
O1 S1 C1 C6 -110.94(16) . . . . ?
O2 S1 N1 C7 -119.20(15) . . . . ?
O2 S1 N1 C15 71.37(17) . . . . ?
O2 S1 C1 C2 -65.0(2) . . . . ?
O2 S1 C1 C6 113.48(16) . . . . ?
N1 S1 C1 C2 -176.5(2) . . . . ?
N1 S1 C1 C6 2.05(16) . . . . ?
N1 C7 C8 C9 -4.6(3) . . . . ?
N1 C7 C8 C16 169.22(18) . . . . ?
C1 S1 N1 C7 -5.38(16) . . . . ?
C1 S1 N1 C15 -174.80(17) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C1 C6 C7 N1 -5.3(2) . . . . ?
C1 C6 C7 C8 173.9(2) . . . . ?
C2 C1 C6 C5 3.3(3) . . . . ?
C2 C1 C6 C7 -179.9(2) . . . . ?
C2 C3 C4 C5 1.8(4) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 -2.1(3) . . . . ?
C4 C5 C6 C7 -178.3(2) . . . . ?
C5 C6 C7 N1 171.0(2) . . . . ?
C5 C6 C7 C8 -9.8(4) . . . . ?
C6 C1 C2 C3 -1.9(3) . . . . ?
C6 C7 C8 C9 176.3(2) . . . . ?
C6 C7 C8 C16 -9.9(3) . . . . ?
C7 N1 C15 O3 -172.07(19) . . . . ?
C7 N1 C15 C14 9.8(3) . . . . ?
C7 C8 C9 C10 -175.37(19) . . . . ?
C7 C8 C9 C14 5.7(3) . . . . ?
C7 C8 C16 C17 -68.1(3) . . . . ?
C7 C8 C16 C21 111.7(2) . . . . ?
C8 C9 C10 C11 -179.8(2) . . . . ?
C8 C9 C14 C13 179.4(2) . . . . ?
C8 C9 C14 C15 1.0(3) . . . . ?
C8 C16 C17 C18 179.04(18) . . . . ?
C8 C16 C21 C20 -178.91(18) . . . . ?
C9 C8 C16 C17 105.7(2) . . . . ?
C9 C8 C16 C21 -74.6(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C9 C10 C11 C22 179.2(2) . . . . ?
C9 C14 C15 O3 173.8(2) . . . . ?
C9 C14 C15 N1 -8.2(3) . . . . ?
C10 C9 C14 C13 0.5(3) . . . . ?
C10 C9 C14 C15 -177.96(19) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C14 -1.4(3) . . . . ?
C12 C13 C14 C9 0.6(3) . . . . ?
C12 C13 C14 C15 179.11(19) . . . . ?
C13 C14 C15 O3 -4.6(3) . . . . ?
C13 C14 C15 N1 173.33(19) . . . . ?
C14 C9 C10 C11 -0.9(3) . . . . ?
C15 N1 C7 C6 175.65(18) . . . . ?
C15 N1 C7 C8 -3.6(3) . . . . ?
C16 C8 C9 C10 10.8(3) . . . . ?
C16 C8 C9 C14 -168.09(19) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C16 C21 C20 0.9(3) . . . . ?
C17 C18 C19 C20 1.0(3) . . . . ?
C18 C19 C20 C21 -0.9(3) . . . . ?
C19 C20 C21 C16 -0.1(3) . . . . ?
C21 C16 C17 C18 -0.7(3) . . . . ?
C22 C11 C12 C13 -178.0(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_szj-065t-1-1
_database_code_depnum_ccdc_archive 'CCDC 2272009'
loop_
_audit_author_name
_audit_author_address
'Zhaojiang Shi'
;FuZhou University
China
;
_audit_update_record             
;
2023-06-24 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_audit_creation_date             2021-08-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 N O3 S'
_chemical_formula_sum            'C22 H15 N O3 S'
_chemical_formula_weight         373.41
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9567(12)
_cell_length_b                   10.1290(13)
_cell_length_c                   11.0747(14)
_cell_angle_alpha                115.736(4)
_cell_angle_beta                 95.407(4)
_cell_angle_gamma                101.180(4)
_cell_volume                     869.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6274
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.828
_cell_measurement_theta_min      2.286
_shelx_estimated_absorpt_T_max   0.902
_shelx_estimated_absorpt_T_min   0.867
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1257 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.8592.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17752
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.084
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2406
_reflns_number_total             3065
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.814
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.052
_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     245
_refine_ls_number_reflns         3065
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0456
_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)+(0.0527P)²+0.7458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1221
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H00B), C11(H00E), C13(H00F), C5(H00H), C19(H00J), C17(H00K), C4(H00L),
 C21(H00M), C18(H00N), C20(H00O), C3(H00P), C2(H00R)
2.b Idealised Me refined as rotating group:
 C22(H00A,H00C,H00D)
;
_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 0.34958(7) 0.19796(7) 0.50220(6) 0.0295(2) Uani 1 1 d . . . . .
O3 O 0.3042(2) 0.4798(2) 0.69677(17) 0.0365(5) Uani 1 1 d . . . . .
O1 O 0.2254(2) 0.1244(2) 0.54134(18) 0.0371(5) Uani 1 1 d . . . . .
O2 O 0.5002(2) 0.2563(2) 0.58700(19) 0.0401(5) Uani 1 1 d . . . . .
N1 N 0.2970(2) 0.3348(2) 0.47233(19) 0.0269(5) Uani 1 1 d . . . . .
C16 C 0.1961(3) 0.3729(3) 0.1519(2) 0.0223(5) Uani 1 1 d . . . . .
C9 C 0.1896(3) 0.5330(3) 0.4014(2) 0.0243(5) Uani 1 1 d . . . . .
C8 C 0.2205(3) 0.3977(3) 0.2959(2) 0.0245(5) Uani 1 1 d . . . . .
C14 C 0.2191(3) 0.5657(3) 0.5394(2) 0.0256(5) Uani 1 1 d . . . . .
C6 C 0.3104(3) 0.1584(3) 0.2519(2) 0.0274(6) Uani 1 1 d . . . . .
C10 C 0.1324(3) 0.6364(3) 0.3702(2) 0.0261(5) Uani 1 1 d . . . . .
H00B H 0.110953 0.617446 0.279538 0.031 Uiso 1 1 calc R U . . .
C15 C 0.2760(3) 0.4623(3) 0.5805(2) 0.0279(6) Uani 1 1 d . . . . .
C7 C 0.2718(3) 0.3020(3) 0.3326(2) 0.0250(5) Uani 1 1 d . . . . .
C11 C 0.1072(3) 0.7648(3) 0.4706(2) 0.0294(6) Uani 1 1 d . . . . .
H00E H 0.068689 0.830927 0.446663 0.035 Uiso 1 1 calc R U . . .
C13 C 0.1937(3) 0.6959(3) 0.6393(2) 0.0299(6) Uani 1 1 d . . . . .
H00F H 0.214545 0.714913 0.730053 0.036 Uiso 1 1 calc R U . . .
C1 C 0.3551(3) 0.0912(3) 0.3309(3) 0.0294(6) Uani 1 1 d . . . . .
C5 C 0.3070(3) 0.0828(3) 0.1119(3) 0.0305(6) Uani 1 1 d . . . . .
H00H H 0.276638 0.122439 0.054835 0.037 Uiso 1 1 calc R U . . .
C12 C 0.1390(3) 0.7980(3) 0.6098(3) 0.0299(6) Uani 1 1 d . . . . .
C19 C 0.1485(3) 0.3353(3) -0.1139(2) 0.0308(6) Uani 1 1 d . . . . .
H00J H 0.132923 0.322367 -0.203041 0.037 Uiso 1 1 calc R U . . .
C17 C 0.0513(3) 0.3018(3) 0.0672(3) 0.0342(6) Uani 1 1 d . . . . .
H00K H -0.031550 0.266155 0.099291 0.041 Uiso 1 1 calc R U . . .
C4 C 0.3498(3) -0.0524(3) 0.0597(3) 0.0360(6) Uani 1 1 d . . . . .
H00L H 0.348014 -0.102669 -0.033677 0.043 Uiso 1 1 calc R U . . .
C21 C 0.3170(3) 0.4265(3) 0.1027(3) 0.0364(7) Uani 1 1 d . . . . .
H00M H 0.415187 0.475767 0.158634 0.044 Uiso 1 1 calc R U . . .
C18 C 0.0283(3) 0.2832(3) -0.0651(3) 0.0383(7) Uani 1 1 d . . . . .
H00N H -0.069874 0.234877 -0.121251 0.046 Uiso 1 1 calc R U . . .
C20 C 0.2922(3) 0.4068(3) -0.0300(3) 0.0399(7) Uani 1 1 d . . . . .
H00O H 0.374384 0.442716 -0.062610 0.048 Uiso 1 1 calc R U . . .
C3 C 0.3950(3) -0.1157(3) 0.1407(3) 0.0406(7) Uani 1 1 d . . . . .
H00P H 0.423808 -0.206396 0.101946 0.049 Uiso 1 1 calc R U . . .
C22 C 0.1140(3) 0.9408(3) 0.7181(3) 0.0383(7) Uani 1 1 d . . . . .
H00A H 0.208530 1.020546 0.751657 0.057 Uiso 1 1 calc R U . . .
H00C H 0.084367 0.923485 0.792163 0.057 Uiso 1 1 calc R U . . .
H00D H 0.033243 0.969812 0.679923 0.057 Uiso 1 1 calc R U . . .
C2 C 0.3972(3) -0.0442(3) 0.2781(3) 0.0375(7) Uani 1 1 d . . . . .
H00R H 0.426033 -0.085424 0.334209 0.045 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 O1 1.4247(18) . ?
S1 O2 1.4217(18) . ?
S1 N1 1.695(2) . ?
S1 C1 1.740(3) . ?
O3 C15 1.215(3) . ?
N1 C15 1.390(3) . ?
N1 C7 1.420(3) . ?
C16 C8 1.490(3) . ?
C16 C17 1.380(3) . ?
C16 C21 1.380(3) . ?
C9 C8 1.462(3) . ?
C9 C14 1.402(3) . ?
C9 C10 1.403(3) . ?
C8 C7 1.339(3) . ?
C14 C15 1.462(3) . ?
C14 C13 1.383(3) . ?
C6 C7 1.469(3) . ?
C6 C1 1.394(4) . ?
C6 C5 1.394(3) . ?
C10 H00B 0.9300 . ?
C10 C11 1.372(3) . ?
C11 H00E 0.9300 . ?
C11 C12 1.414(3) . ?
C13 H00F 0.9300 . ?
C13 C12 1.370(4) . ?
C1 C2 1.382(4) . ?
C5 H00H 0.9300 . ?
C5 C4 1.383(4) . ?
C12 C22 1.500(3) . ?
C19 H00J 0.9300 . ?
C19 C18 1.367(4) . ?
C19 C20 1.369(4) . ?
C17 H00K 0.9300 . ?
C17 C18 1.383(3) . ?
C4 H00L 0.9300 . ?
C4 C3 1.383(4) . ?
C21 H00M 0.9300 . ?
C21 C20 1.384(3) . ?
C18 H00N 0.9300 . ?
C20 H00O 0.9300 . ?
C3 H00P 0.9300 . ?
C3 C2 1.369(4) . ?
C22 H00A 0.9600 . ?
C22 H00C 0.9600 . ?
C22 H00D 0.9600 . ?
C2 H00R 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
O1 S1 N1 109.49(11) . . ?
O1 S1 C1 111.51(11) . . ?
O2 S1 O1 118.77(11) . . ?
O2 S1 N1 110.20(11) . . ?
O2 S1 C1 111.63(12) . . ?
N1 S1 C1 91.99(11) . . ?
C15 N1 S1 119.60(16) . . ?
C15 N1 C7 125.9(2) . . ?
C7 N1 S1 114.47(16) . . ?
C17 C16 C8 120.8(2) . . ?
C17 C16 C21 118.7(2) . . ?
C21 C16 C8 120.4(2) . . ?
C14 C9 C8 120.7(2) . . ?
C14 C9 C10 117.2(2) . . ?
C10 C9 C8 122.0(2) . . ?
C9 C8 C16 118.6(2) . . ?
C7 C8 C16 122.5(2) . . ?
C7 C8 C9 118.9(2) . . ?
C9 C14 C15 120.8(2) . . ?
C13 C14 C9 120.5(2) . . ?
C13 C14 C15 118.7(2) . . ?
C1 C6 C7 113.0(2) . . ?
C5 C6 C7 129.5(2) . . ?
C5 C6 C1 117.5(2) . . ?
C9 C10 H00B 119.3 . . ?
C11 C10 C9 121.5(2) . . ?
C11 C10 H00B 119.3 . . ?
O3 C15 N1 120.0(2) . . ?
O3 C15 C14 125.9(2) . . ?
N1 C15 C14 114.1(2) . . ?
N1 C7 C6 108.7(2) . . ?
C8 C7 N1 119.6(2) . . ?
C8 C7 C6 131.6(2) . . ?
C10 C11 H00E 119.5 . . ?
C10 C11 C12 121.0(2) . . ?
C12 C11 H00E 119.5 . . ?
C14 C13 H00F 118.7 . . ?
C12 C13 C14 122.6(2) . . ?
C12 C13 H00F 118.7 . . ?
C6 C1 S1 111.65(19) . . ?
C2 C1 S1 124.7(2) . . ?
C2 C1 C6 123.7(2) . . ?
C6 C5 H00H 120.7 . . ?
C4 C5 C6 118.6(2) . . ?
C4 C5 H00H 120.7 . . ?
C11 C12 C22 120.1(2) . . ?
C13 C12 C11 117.2(2) . . ?
C13 C12 C22 122.7(2) . . ?
C18 C19 H00J 120.4 . . ?
C18 C19 C20 119.1(2) . . ?
C20 C19 H00J 120.4 . . ?
C16 C17 H00K 119.7 . . ?
C16 C17 C18 120.6(2) . . ?
C18 C17 H00K 119.7 . . ?
C5 C4 H00L 118.7 . . ?
C3 C4 C5 122.6(3) . . ?
C3 C4 H00L 118.7 . . ?
C16 C21 H00M 120.0 . . ?
C16 C21 C20 120.0(2) . . ?
C20 C21 H00M 120.0 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H00N 119.7 . . ?
C17 C18 H00N 119.7 . . ?
C19 C20 C21 121.0(2) . . ?
C19 C20 H00O 119.5 . . ?
C21 C20 H00O 119.5 . . ?
C4 C3 H00P 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H00P 120.2 . . ?
C12 C22 H00A 109.5 . . ?
C12 C22 H00C 109.5 . . ?
C12 C22 H00D 109.5 . . ?
H00A C22 H00C 109.5 . . ?
H00A C22 H00D 109.5 . . ?
H00C C22 H00D 109.5 . . ?
C1 C2 H00R 121.0 . . ?
C3 C2 C1 118.0(3) . . ?
C3 C2 H00R 121.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C15 O3 4.5(3) . . . . ?
S1 N1 C15 C14 -175.46(16) . . . . ?
S1 N1 C7 C8 175.88(18) . . . . ?
S1 N1 C7 C6 -4.0(2) . . . . ?
S1 C1 C2 C3 179.61(19) . . . . ?
O1 S1 N1 C15 67.5(2) . . . . ?
O1 S1 N1 C7 -109.81(17) . . . . ?
O1 S1 C1 C6 109.36(19) . . . . ?
O1 S1 C1 C2 -70.1(2) . . . . ?
O2 S1 N1 C15 -64.9(2) . . . . ?
O2 S1 N1 C7 117.79(17) . . . . ?
O2 S1 C1 C6 -115.18(18) . . . . ?
O2 S1 C1 C2 65.3(2) . . . . ?
N1 S1 C1 C6 -2.51(19) . . . . ?
N1 S1 C1 C2 178.0(2) . . . . ?
C16 C8 C7 N1 178.1(2) . . . . ?
C16 C8 C7 C6 -2.0(4) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C16 C21 C20 C19 0.4(5) . . . . ?
C9 C8 C7 N1 -0.9(3) . . . . ?
C9 C8 C7 C6 179.0(2) . . . . ?
C9 C14 C15 O3 -179.6(2) . . . . ?
C9 C14 C15 N1 0.3(3) . . . . ?
C9 C14 C13 C12 0.2(4) . . . . ?
C9 C10 C11 C12 0.3(4) . . . . ?
C8 C16 C17 C18 178.1(3) . . . . ?
C8 C16 C21 C20 -178.1(3) . . . . ?
C8 C9 C14 C15 -2.3(3) . . . . ?
C8 C9 C14 C13 178.2(2) . . . . ?
C8 C9 C10 C11 -178.5(2) . . . . ?
C14 C9 C8 C16 -176.4(2) . . . . ?
C14 C9 C8 C7 2.6(3) . . . . ?
C14 C9 C10 C11 0.5(3) . . . . ?
C14 C13 C12 C11 0.6(4) . . . . ?
C14 C13 C12 C22 -178.9(2) . . . . ?
C6 C1 C2 C3 0.2(4) . . . . ?
C6 C5 C4 C3 0.3(4) . . . . ?
C10 C9 C8 C16 2.5(3) . . . . ?
C10 C9 C8 C7 -178.5(2) . . . . ?
C10 C9 C14 C15 178.8(2) . . . . ?
C10 C9 C14 C13 -0.7(3) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C10 C11 C12 C22 178.6(2) . . . . ?
C15 N1 C7 C8 -1.2(3) . . . . ?
C15 N1 C7 C6 178.8(2) . . . . ?
C15 C14 C13 C12 -179.3(2) . . . . ?
C7 N1 C15 O3 -178.6(2) . . . . ?
C7 N1 C15 C14 1.5(3) . . . . ?
C7 C6 C1 S1 0.6(3) . . . . ?
C7 C6 C1 C2 -179.9(2) . . . . ?
C7 C6 C5 C4 179.8(2) . . . . ?
C13 C14 C15 O3 -0.1(4) . . . . ?
C13 C14 C15 N1 179.8(2) . . . . ?
C1 S1 N1 C15 -178.83(19) . . . . ?
C1 S1 N1 C7 3.86(18) . . . . ?
C1 C6 C7 N1 2.1(3) . . . . ?
C1 C6 C7 C8 -177.8(2) . . . . ?
C1 C6 C5 C4 -0.8(3) . . . . ?
C5 C6 C7 N1 -178.5(2) . . . . ?
C5 C6 C7 C8 1.6(4) . . . . ?
C5 C6 C1 S1 -178.86(18) . . . . ?
C5 C6 C1 C2 0.6(4) . . . . ?
C5 C4 C3 C2 0.5(4) . . . . ?
C17 C16 C8 C9 -85.6(3) . . . . ?
C17 C16 C8 C7 95.5(3) . . . . ?
C17 C16 C21 C20 -0.8(4) . . . . ?
C4 C3 C2 C1 -0.8(4) . . . . ?
C21 C16 C8 C9 91.8(3) . . . . ?
C21 C16 C8 C7 -87.2(3) . . . . ?
C21 C16 C17 C18 0.7(4) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C20 C19 C18 C17 -0.3(4) . . . . ?

_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_szj-071b-1
_database_code_depnum_ccdc_archive 'CCDC 2272010'
loop_
_audit_author_name
_audit_author_address
'Zhaojiang Shi'
;FuZhou University
China
;
_audit_update_record             
;
2023-06-24 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_audit_creation_date             2021-12-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 N O3 S'
_chemical_formula_sum            'C22 H15 N O3 S'
_chemical_formula_weight         373.41
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.7479(9)
_cell_length_b                   17.9258(9)
_cell_length_c                   14.2154(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.773(3)
_cell_angle_gamma                90
_cell_volume                     3491.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.057
_cell_measurement_theta_min      2.434
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4125
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1308 before and 0.0569 after correction.
The Ratio of minimum to maximum transmission is 0.5535.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37216
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.075
_diffrn_reflns_theta_max         25.075
_diffrn_reflns_theta_min         2.434
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2867
_reflns_number_total             3100
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0033(4)
_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   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.042
_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)+(0.0422P)²+3.1374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0841
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C19(H006), C18(H007), C21(H009), C20(H00A), C22(H00C), C2(H00D), C3(H00E),
 C5(H00F), C4(H00I), C10(H00K), C11(H00O), C12(H00P)
2.b Idealised Me refined as rotating group:
 C16(H00B,H00G,H00H)
;
_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 0.42727(2) 0.37853(2) 0.51693(2) 0.02300(13) Uani 1 1 d . . . . .
O1 O 0.53000(7) 0.38620(6) 0.51274(7) 0.0316(3) Uani 1 1 d . . . . .
O3 O 0.44643(8) 0.24979(6) 0.40472(7) 0.0300(3) Uani 1 1 d . . . . .
O2 O 0.36441(8) 0.40299(6) 0.43843(7) 0.0338(3) Uani 1 1 d . . . . .
N1 N 0.40030(8) 0.28874(6) 0.54475(8) 0.0229(3) Uani 1 1 d . . . . .
C19 C 0.17927(11) 0.18655(8) 0.85921(11) 0.0285(3) Uani 1 1 d . . . . .
H006 H 0.112611 0.188303 0.865986 0.034 Uiso 1 1 calc R U . . .
C18 C 0.21353(10) 0.19853(8) 0.77138(10) 0.0251(3) Uani 1 1 d . . . . .
H007 H 0.169659 0.208124 0.719416 0.030 Uiso 1 1 calc R U . . .
C17 C 0.31327(10) 0.19626(7) 0.76060(10) 0.0219(3) Uani 1 1 d . . . . .
C21 C 0.34335(11) 0.17010(9) 0.92686(10) 0.0304(3) Uani 1 1 d . . . . .
H009 H 0.387028 0.161047 0.979143 0.037 Uiso 1 1 calc R U . . .
C20 C 0.24418(11) 0.17198(8) 0.93679(10) 0.0292(3) Uani 1 1 d . . . . .
H00A H 0.221101 0.163477 0.995514 0.035 Uiso 1 1 calc R U . . .
C14 C 0.38979(10) 0.15720(8) 0.50998(10) 0.0244(3) Uani 1 1 d . . . . .
C22 C 0.37780(10) 0.18169(8) 0.83901(10) 0.0282(3) Uani 1 1 d . . . . .
H00C H 0.444512 0.179695 0.832526 0.034 Uiso 1 1 calc R U . . .
C2 C 0.39109(11) 0.48483(8) 0.65065(11) 0.0292(3) Uani 1 1 d . . . . .
H00D H 0.407553 0.522242 0.609523 0.035 Uiso 1 1 calc R U . . .
C3 C 0.36617(11) 0.50111(8) 0.74092(11) 0.0309(3) Uani 1 1 d . . . . .
H00E H 0.365131 0.550400 0.761241 0.037 Uiso 1 1 calc R U . . .
C5 C 0.34070(10) 0.37016(8) 0.77299(10) 0.0251(3) Uani 1 1 d . . . . .
H00F H 0.323673 0.332896 0.814078 0.030 Uiso 1 1 calc R U . . .
C15 C 0.41420(10) 0.23259(8) 0.47921(9) 0.0234(3) Uani 1 1 d . . . . .
C6 C 0.36458(9) 0.35229(8) 0.68196(10) 0.0219(3) Uani 1 1 d . . . . .
C4 C 0.34279(11) 0.44405(8) 0.80100(10) 0.0276(3) Uani 1 1 d . . . . .
H00I H 0.328079 0.455842 0.861925 0.033 Uiso 1 1 calc R U . . .
C9 C 0.36275(10) 0.14625(8) 0.60336(10) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.34867(11) 0.07329(8) 0.63479(11) 0.0299(3) Uani 1 1 d . . . . .
H00K H 0.332794 0.065031 0.696266 0.036 Uiso 1 1 calc R U . . .
C8 C 0.34967(9) 0.20942(8) 0.66559(10) 0.0221(3) Uani 1 1 d . . . . .
C7 C 0.36899(9) 0.27894(8) 0.63586(9) 0.0216(3) Uani 1 1 d . . . . .
C1 C 0.39038(10) 0.41064(8) 0.62448(10) 0.0234(3) Uani 1 1 d . . . . .
C11 C 0.35822(12) 0.01388(9) 0.57521(13) 0.0376(4) Uani 1 1 d . . . . .
H00O H 0.349994 -0.034444 0.597012 0.045 Uiso 1 1 calc R U . . .
C12 C 0.38001(12) 0.02538(9) 0.48293(13) 0.0377(4) Uani 1 1 d . . . . .
H00P H 0.383491 -0.015546 0.443145 0.045 Uiso 1 1 calc R U . . .
C13 C 0.39677(11) 0.09593(9) 0.44810(11) 0.0310(3) Uani 1 1 d . . . . .
C16 C 0.42201(14) 0.10330(10) 0.34722(12) 0.0421(4) Uani 1 1 d . . . . .
H00B H 0.376220 0.136174 0.313623 0.063 Uiso 1 1 calc R U . . .
H00G H 0.419161 0.055113 0.317639 0.063 Uiso 1 1 calc R U . . .
H00H H 0.486694 0.123286 0.346212 0.063 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 O1 1.4252(11) . ?
S1 O2 1.4226(11) . ?
S1 N1 1.7056(12) . ?
S1 C1 1.7479(14) . ?
O3 C15 1.2210(17) . ?
N1 C15 1.3955(18) . ?
N1 C7 1.4093(17) . ?
C19 H006 0.9300 . ?
C19 C18 1.387(2) . ?
C19 C20 1.385(2) . ?
C18 H007 0.9300 . ?
C18 C17 1.3930(19) . ?
C17 C22 1.390(2) . ?
C17 C8 1.4976(19) . ?
C21 H009 0.9300 . ?
C21 C20 1.383(2) . ?
C21 C22 1.388(2) . ?
C20 H00A 0.9300 . ?
C14 C15 1.468(2) . ?
C14 C9 1.422(2) . ?
C14 C13 1.415(2) . ?
C22 H00C 0.9300 . ?
C2 H00D 0.9300 . ?
C2 C3 1.386(2) . ?
C2 C1 1.381(2) . ?
C3 H00E 0.9300 . ?
C3 C4 1.387(2) . ?
C5 H00F 0.9300 . ?
C5 C6 1.3983(19) . ?
C5 C4 1.383(2) . ?
C6 C7 1.4727(19) . ?
C6 C1 1.391(2) . ?
C4 H00I 0.9300 . ?
C9 C10 1.401(2) . ?
C9 C8 1.457(2) . ?
C10 H00K 0.9300 . ?
C10 C11 1.374(2) . ?
C8 C7 1.349(2) . ?
C11 H00O 0.9300 . ?
C11 C12 1.385(2) . ?
C12 H00P 0.9300 . ?
C12 C13 1.384(2) . ?
C13 C16 1.509(2) . ?
C16 H00B 0.9600 . ?
C16 H00G 0.9600 . ?
C16 H00H 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 109.64(6) . . ?
O1 S1 C1 111.43(6) . . ?
O2 S1 O1 118.48(7) . . ?
O2 S1 N1 110.08(6) . . ?
O2 S1 C1 112.53(7) . . ?
N1 S1 C1 91.34(6) . . ?
C15 N1 S1 118.77(9) . . ?
C15 N1 C7 126.36(12) . . ?
C7 N1 S1 114.81(9) . . ?
C18 C19 H006 119.9 . . ?
C20 C19 H006 119.9 . . ?
C20 C19 C18 120.10(13) . . ?
C19 C18 H007 119.8 . . ?
C19 C18 C17 120.36(13) . . ?
C17 C18 H007 119.8 . . ?
C18 C17 C8 120.03(12) . . ?
C22 C17 C18 119.06(13) . . ?
C22 C17 C8 120.91(12) . . ?
C20 C21 H009 120.0 . . ?
C20 C21 C22 120.10(14) . . ?
C22 C21 H009 120.0 . . ?
C19 C20 H00A 120.0 . . ?
C21 C20 C19 119.93(13) . . ?
C21 C20 H00A 120.0 . . ?
C9 C14 C15 119.30(13) . . ?
C13 C14 C15 120.01(13) . . ?
C13 C14 C9 120.64(14) . . ?
C17 C22 H00C 119.8 . . ?
C21 C22 C17 120.45(13) . . ?
C21 C22 H00C 119.8 . . ?
C3 C2 H00D 121.5 . . ?
C1 C2 H00D 121.5 . . ?
C1 C2 C3 117.09(14) . . ?
C2 C3 H00E 119.9 . . ?
C2 C3 C4 120.15(14) . . ?
C4 C3 H00E 119.9 . . ?
C6 C5 H00F 120.5 . . ?
C4 C5 H00F 120.5 . . ?
C4 C5 C6 119.02(13) . . ?
O3 C15 N1 118.46(13) . . ?
O3 C15 C14 126.83(13) . . ?
N1 C15 C14 114.69(12) . . ?
C5 C6 C7 129.63(13) . . ?
C1 C6 C5 117.53(13) . . ?
C1 C6 C7 112.82(12) . . ?
C3 C4 H00I 119.0 . . ?
C5 C4 C3 121.96(14) . . ?
C5 C4 H00I 119.0 . . ?
C14 C9 C8 120.97(13) . . ?
C10 C9 C14 118.73(13) . . ?
C10 C9 C8 120.30(13) . . ?
C9 C10 H00K 119.9 . . ?
C11 C10 C9 120.29(15) . . ?
C11 C10 H00K 119.9 . . ?
C9 C8 C17 119.51(12) . . ?
C7 C8 C17 121.15(12) . . ?
C7 C8 C9 119.34(13) . . ?
N1 C7 C6 108.95(11) . . ?
C8 C7 N1 119.08(12) . . ?
C8 C7 C6 131.97(13) . . ?
C2 C1 S1 123.84(11) . . ?
C2 C1 C6 124.21(13) . . ?
C6 C1 S1 111.89(11) . . ?
C10 C11 H00O 119.7 . . ?
C10 C11 C12 120.51(15) . . ?
C12 C11 H00O 119.7 . . ?
C11 C12 H00P 119.0 . . ?
C13 C12 C11 122.02(15) . . ?
C13 C12 H00P 119.0 . . ?
C14 C13 C16 123.75(15) . . ?
C12 C13 C14 117.69(14) . . ?
C12 C13 C16 118.56(14) . . ?
C13 C16 H00B 109.5 . . ?
C13 C16 H00G 109.5 . . ?
C13 C16 H00H 109.5 . . ?
H00B C16 H00G 109.5 . . ?
H00B C16 H00H 109.5 . . ?
H00G C16 H00H 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C15 O3 0.95(17) . . . . ?
S1 N1 C15 C14 179.48(9) . . . . ?
S1 N1 C7 C6 2.22(14) . . . . ?
S1 N1 C7 C8 -177.42(10) . . . . ?
O1 S1 N1 C15 -67.86(11) . . . . ?
O1 S1 N1 C7 109.75(10) . . . . ?
O1 S1 C1 C2 69.57(14) . . . . ?
O1 S1 C1 C6 -107.72(11) . . . . ?
O2 S1 N1 C15 64.17(11) . . . . ?
O2 S1 N1 C7 -118.22(10) . . . . ?
O2 S1 C1 C2 -66.27(14) . . . . ?
O2 S1 C1 C6 116.44(11) . . . . ?
N1 S1 C1 C2 -178.70(13) . . . . ?
N1 S1 C1 C6 4.02(11) . . . . ?
C19 C18 C17 C22 0.1(2) . . . . ?
C19 C18 C17 C8 -179.86(13) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C18 C17 C22 C21 -0.5(2) . . . . ?
C18 C17 C8 C9 -91.16(16) . . . . ?
C18 C17 C8 C7 87.67(17) . . . . ?
C17 C8 C7 N1 -178.11(11) . . . . ?
C17 C8 C7 C6 2.4(2) . . . . ?
C20 C19 C18 C17 -0.2(2) . . . . ?
C20 C21 C22 C17 0.9(2) . . . . ?
C14 C9 C10 C11 -1.8(2) . . . . ?
C14 C9 C8 C17 175.02(12) . . . . ?
C14 C9 C8 C7 -3.8(2) . . . . ?
C22 C17 C8 C9 88.84(17) . . . . ?
C22 C17 C8 C7 -92.32(17) . . . . ?
C22 C21 C20 C19 -1.0(2) . . . . ?
C2 C3 C4 C5 -1.8(2) . . . . ?
C3 C2 C1 S1 -175.61(11) . . . . ?
C3 C2 C1 C6 1.3(2) . . . . ?
C5 C6 C7 N1 -177.72(13) . . . . ?
C5 C6 C7 C8 1.9(3) . . . . ?
C5 C6 C1 S1 175.30(10) . . . . ?
C5 C6 C1 C2 -2.0(2) . . . . ?
C15 N1 C7 C6 179.62(12) . . . . ?
C15 N1 C7 C8 0.0(2) . . . . ?
C15 C14 C9 C10 -174.00(12) . . . . ?
C15 C14 C9 C8 6.07(19) . . . . ?
C15 C14 C13 C12 175.27(13) . . . . ?
C15 C14 C13 C16 -4.3(2) . . . . ?
C6 C5 C4 C3 1.2(2) . . . . ?
C4 C5 C6 C7 179.23(14) . . . . ?
C4 C5 C6 C1 0.7(2) . . . . ?
C9 C14 C15 O3 173.33(13) . . . . ?
C9 C14 C15 N1 -5.06(18) . . . . ?
C9 C14 C13 C12 -2.4(2) . . . . ?
C9 C14 C13 C16 178.08(14) . . . . ?
C9 C10 C11 C12 -1.2(2) . . . . ?
C9 C8 C7 N1 0.73(19) . . . . ?
C9 C8 C7 C6 -178.81(13) . . . . ?
C10 C9 C8 C17 -4.91(19) . . . . ?
C10 C9 C8 C7 176.24(13) . . . . ?
C10 C11 C12 C13 2.6(3) . . . . ?
C8 C17 C22 C21 179.54(14) . . . . ?
C8 C9 C10 C11 178.10(14) . . . . ?
C7 N1 C15 O3 -176.36(12) . . . . ?
C7 N1 C15 C14 2.17(19) . . . . ?
C7 C6 C1 S1 -3.50(15) . . . . ?
C7 C6 C1 C2 179.23(13) . . . . ?
C1 S1 N1 C15 178.79(11) . . . . ?
C1 S1 N1 C7 -3.60(10) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C1 C6 C7 N1 0.89(16) . . . . ?
C1 C6 C7 C8 -179.53(14) . . . . ?
C11 C12 C13 C14 -0.8(2) . . . . ?
C11 C12 C13 C16 178.81(15) . . . . ?
C13 C14 C15 O3 -4.4(2) . . . . ?
C13 C14 C15 N1 177.26(12) . . . . ?
C13 C14 C9 C10 3.7(2) . . . . ?
C13 C14 C9 C8 -176.27(13) . . . . ?

_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_szj-069b-2
_database_code_depnum_ccdc_archive 'CCDC 2272011'
loop_
_audit_author_name
_audit_author_address
'Zhaojiang Shi'
;FuZhou University
China
;
_audit_update_record             
;
2023-06-24 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_audit_creation_date             2022-05-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 N O3 S'
_chemical_formula_sum            'C22 H15 N O3 S'
_chemical_formula_weight         373.41
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9045(5)
_cell_length_b                   10.4068(5)
_cell_length_c                   11.0710(6)
_cell_angle_alpha                63.033(2)
_cell_angle_beta                 71.405(2)
_cell_angle_gamma                75.259(2)
_cell_volume                     859.28(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9979
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.023
_cell_measurement_theta_min      2.365
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1351 before and 0.0421 after correction.
The Ratio of minimum to maximum transmission is 0.8603.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.1
_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  0.0261
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18306
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.038
_diffrn_reflns_theta_max         25.038
_diffrn_reflns_theta_min         2.365
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2858
_reflns_number_total             3017
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.037
_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     245
_refine_ls_number_reflns         3017
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.062
_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)+(0.0319P)²+0.4525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0781
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C22(H00B), C4(H00E), C5(H00F), C21(H00H), C19(H00J), C20(H00K), C18(H00L),
 C3(H00M), C2(H00N), C11(H00O), C13(H00Q), C12(H00R)
2.b Idealised Me refined as rotating group:
 C16(H00A,H00C,H00D)
;
_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 0.32870(4) 0.81786(4) 0.48045(4) 0.02211(12) Uani 1 1 d . . . . .
O2 O 0.18331(13) 0.91307(11) 0.46202(11) 0.0314(3) Uani 1 1 d . . . . .
O1 O 0.47220(13) 0.86004(12) 0.37707(11) 0.0325(3) Uani 1 1 d . . . . .
O3 O 0.29113(14) 0.71849(12) 0.29001(11) 0.0340(3) Uani 1 1 d . . . . .
N1 N 0.30338(14) 0.64808(12) 0.51241(12) 0.0214(3) Uani 1 1 d . . . . .
C8 C 0.23539(16) 0.41899(14) 0.69727(14) 0.0203(3) Uani 1 1 d . . . . .
C7 C 0.28686(16) 0.54823(14) 0.65334(14) 0.0194(3) Uani 1 1 d . . . . .
C17 C 0.21432(16) 0.32164(14) 0.84884(14) 0.0203(3) Uani 1 1 d . . . . .
C6 C 0.32760(16) 0.61480(15) 0.72992(14) 0.0201(3) Uani 1 1 d . . . . .
C9 C 0.20151(16) 0.38096(15) 0.59682(15) 0.0219(3) Uani 1 1 d . . . . .
C22 C 0.33492(17) 0.21275(15) 0.89887(15) 0.0243(3) Uani 1 1 d . . . . .
H00B H 0.430292 0.198640 0.837359 0.029 Uiso 1 1 calc R U . . .
C10 C 0.23057(17) 0.47985(16) 0.45472(15) 0.0246(3) Uani 1 1 d . . . . .
C1 C 0.35186(16) 0.75950(15) 0.64840(15) 0.0217(3) Uani 1 1 d . . . . .
C4 C 0.37449(18) 0.64639(17) 0.91624(16) 0.0299(3) Uani 1 1 d . . . . .
H00E H 0.383082 0.607946 1.008082 0.036 Uiso 1 1 calc R U . . .
C5 C 0.34190(17) 0.55718(16) 0.86765(15) 0.0245(3) Uani 1 1 d . . . . .
H00F H 0.329708 0.460340 0.925898 0.029 Uiso 1 1 calc R U . . .
C15 C 0.27680(17) 0.62348(16) 0.40792(14) 0.0240(3) Uani 1 1 d . . . . .
C21 C 0.31310(18) 0.12523(15) 1.04029(16) 0.0267(3) Uani 1 1 d . . . . .
H00H H 0.393499 0.051656 1.073013 0.032 Uiso 1 1 calc R U . . .
C14 C 0.14128(18) 0.25057(16) 0.63200(17) 0.0287(3) Uani 1 1 d . . . . .
C19 C 0.05364(18) 0.25590(17) 1.08386(16) 0.0305(3) Uani 1 1 d . . . . .
H00J H -0.040655 0.271066 1.145919 0.037 Uiso 1 1 calc R U . . .
C20 C 0.17283(19) 0.14641(16) 1.13312(15) 0.0284(3) Uani 1 1 d . . . . .
H00K H 0.158740 0.087481 1.227924 0.034 Uiso 1 1 calc R U . . .
C18 C 0.07396(17) 0.34307(16) 0.94265(15) 0.0260(3) Uani 1 1 d . . . . .
H00L H -0.006830 0.416415 0.910373 0.031 Uiso 1 1 calc R U . . .
C3 C 0.39470(19) 0.79106(17) 0.83231(17) 0.0324(4) Uani 1 1 d . . . . .
H00M H 0.415157 0.848298 0.868391 0.039 Uiso 1 1 calc R U . . .
C2 C 0.38440(18) 0.84989(16) 0.69521(17) 0.0290(3) Uani 1 1 d . . . . .
H00N H 0.398738 0.946267 0.636737 0.035 Uiso 1 1 calc R U . . .
C11 C 0.20953(19) 0.44947(19) 0.35114(17) 0.0343(4) Uani 1 1 d . . . . .
H00O H 0.229291 0.516622 0.258766 0.041 Uiso 1 1 calc R U . . .
C16 C 0.0889(2) 0.13863(18) 0.7775(2) 0.0431(4) Uani 1 1 d . . . . .
H00A H 0.179096 0.094726 0.818974 0.065 Uiso 1 1 calc R U . . .
H00C H 0.045608 0.065196 0.773988 0.065 Uiso 1 1 calc R U . . .
H00D H 0.008765 0.184580 0.832491 0.065 Uiso 1 1 calc R U . . .
C13 C 0.12480(19) 0.22439(18) 0.52480(19) 0.0354(4) Uani 1 1 d . . . . .
H00Q H 0.088566 0.138131 0.547374 0.043 Uiso 1 1 calc R U . . .
C12 C 0.1596(2) 0.3203(2) 0.3861(2) 0.0405(4) Uani 1 1 d . . . . .
H00R H 0.149281 0.297338 0.317358 0.049 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 1.4254(11) . ?
S1 O1 1.4257(11) . ?
S1 N1 1.6978(12) . ?
S1 C1 1.7392(14) . ?
O3 C15 1.2187(18) . ?
N1 C7 1.4130(17) . ?
N1 C15 1.3906(18) . ?
C8 C7 1.3543(19) . ?
C8 C17 1.4938(19) . ?
C8 C9 1.4690(19) . ?
C7 C6 1.4790(19) . ?
C17 C22 1.391(2) . ?
C17 C18 1.390(2) . ?
C6 C1 1.392(2) . ?
C6 C5 1.399(2) . ?
C9 C10 1.417(2) . ?
C9 C14 1.428(2) . ?
C22 H00B 0.9300 . ?
C22 C21 1.386(2) . ?
C10 C15 1.465(2) . ?
C10 C11 1.395(2) . ?
C1 C2 1.384(2) . ?
C4 H00E 0.9300 . ?
C4 C5 1.387(2) . ?
C4 C3 1.387(2) . ?
C5 H00F 0.9300 . ?
C21 H00H 0.9300 . ?
C21 C20 1.383(2) . ?
C14 C16 1.505(2) . ?
C14 C13 1.389(2) . ?
C19 H00J 0.9300 . ?
C19 C20 1.383(2) . ?
C19 C18 1.384(2) . ?
C20 H00K 0.9300 . ?
C18 H00L 0.9300 . ?
C3 H00M 0.9300 . ?
C3 C2 1.380(2) . ?
C2 H00N 0.9300 . ?
C11 H00O 0.9300 . ?
C11 C12 1.370(2) . ?
C16 H00A 0.9600 . ?
C16 H00C 0.9600 . ?
C16 H00D 0.9600 . ?
C13 H00Q 0.9300 . ?
C13 C12 1.384(3) . ?
C12 H00R 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 118.63(7) . . ?
O2 S1 N1 109.67(6) . . ?
O2 S1 C1 110.93(7) . . ?
O1 S1 N1 110.67(6) . . ?
O1 S1 C1 112.23(7) . . ?
N1 S1 C1 91.38(6) . . ?
C7 N1 S1 114.67(9) . . ?
C15 N1 S1 119.42(10) . . ?
C15 N1 C7 125.15(12) . . ?
C7 C8 C17 117.24(12) . . ?
C7 C8 C9 119.70(12) . . ?
C9 C8 C17 123.06(12) . . ?
N1 C7 C6 108.39(11) . . ?
C8 C7 N1 120.24(12) . . ?
C8 C7 C6 131.33(12) . . ?
C22 C17 C8 121.25(12) . . ?
C18 C17 C8 119.57(12) . . ?
C18 C17 C22 119.14(13) . . ?
C1 C6 C7 112.35(12) . . ?
C1 C6 C5 116.90(13) . . ?
C5 C6 C7 130.74(13) . . ?
C10 C9 C8 118.14(12) . . ?
C10 C9 C14 117.26(13) . . ?
C14 C9 C8 124.60(13) . . ?
C17 C22 H00B 120.0 . . ?
C21 C22 C17 120.07(13) . . ?
C21 C22 H00B 120.0 . . ?
C9 C10 C15 122.27(13) . . ?
C11 C10 C9 122.08(14) . . ?
C11 C10 C15 115.58(14) . . ?
C6 C1 S1 112.23(11) . . ?
C2 C1 S1 123.07(11) . . ?
C2 C1 C6 124.66(14) . . ?
C5 C4 H00E 118.9 . . ?
C3 C4 H00E 118.9 . . ?
C3 C4 C5 122.17(14) . . ?
C6 C5 H00F 120.4 . . ?
C4 C5 C6 119.13(14) . . ?
C4 C5 H00F 120.4 . . ?
O3 C15 N1 119.84(13) . . ?
O3 C15 C10 125.99(13) . . ?
N1 C15 C10 114.17(12) . . ?
C22 C21 H00H 119.7 . . ?
C20 C21 C22 120.56(13) . . ?
C20 C21 H00H 119.7 . . ?
C9 C14 C16 125.48(14) . . ?
C13 C14 C9 118.33(15) . . ?
C13 C14 C16 116.17(14) . . ?
C20 C19 H00J 119.8 . . ?
C20 C19 C18 120.34(14) . . ?
C18 C19 H00J 119.8 . . ?
C21 C20 C19 119.47(14) . . ?
C21 C20 H00K 120.3 . . ?
C19 C20 H00K 120.3 . . ?
C17 C18 H00L 119.8 . . ?
C19 C18 C17 120.40(13) . . ?
C19 C18 H00L 119.8 . . ?
C4 C3 H00M 120.1 . . ?
C2 C3 C4 119.89(14) . . ?
C2 C3 H00M 120.1 . . ?
C1 C2 H00N 121.4 . . ?
C3 C2 C1 117.21(14) . . ?
C3 C2 H00N 121.4 . . ?
C10 C11 H00O 120.1 . . ?
C12 C11 C10 119.73(16) . . ?
C12 C11 H00O 120.1 . . ?
C14 C16 H00A 109.5 . . ?
C14 C16 H00C 109.5 . . ?
C14 C16 H00D 109.5 . . ?
H00A C16 H00C 109.5 . . ?
H00A C16 H00D 109.5 . . ?
H00C C16 H00D 109.5 . . ?
C14 C13 H00Q 118.4 . . ?
C12 C13 C14 123.25(15) . . ?
C12 C13 H00Q 118.4 . . ?
C11 C12 C13 119.21(15) . . ?
C11 C12 H00R 120.4 . . ?
C13 C12 H00R 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C7 C8 167.11(10) . . . . ?
S1 N1 C7 C6 -10.74(14) . . . . ?
S1 N1 C15 O3 8.91(19) . . . . ?
S1 N1 C15 C10 -170.34(10) . . . . ?
S1 C1 C2 C3 177.91(12) . . . . ?
O2 S1 N1 C7 -103.65(10) . . . . ?
O2 S1 N1 C15 66.89(12) . . . . ?
O2 S1 C1 C6 106.97(11) . . . . ?
O2 S1 C1 C2 -70.64(14) . . . . ?
O1 S1 N1 C7 123.61(10) . . . . ?
O1 S1 N1 C15 -65.85(12) . . . . ?
O1 S1 C1 C6 -117.76(11) . . . . ?
O1 S1 C1 C2 64.63(14) . . . . ?
N1 S1 C1 C6 -4.73(11) . . . . ?
N1 S1 C1 C2 177.66(13) . . . . ?
N1 C7 C6 C1 6.94(16) . . . . ?
N1 C7 C6 C5 -174.41(14) . . . . ?
C8 C7 C6 C1 -170.59(14) . . . . ?
C8 C7 C6 C5 8.1(3) . . . . ?
C8 C17 C22 C21 179.10(13) . . . . ?
C8 C17 C18 C19 -178.64(13) . . . . ?
C8 C9 C10 C15 -6.4(2) . . . . ?
C8 C9 C10 C11 176.72(13) . . . . ?
C8 C9 C14 C16 5.9(2) . . . . ?
C8 C9 C14 C13 -175.81(13) . . . . ?
C7 N1 C15 O3 178.38(13) . . . . ?
C7 N1 C15 C10 -0.87(19) . . . . ?
C7 C8 C17 C22 -94.67(16) . . . . ?
C7 C8 C17 C18 83.09(17) . . . . ?
C7 C8 C9 C10 2.54(19) . . . . ?
C7 C8 C9 C14 -177.59(13) . . . . ?
C7 C6 C1 S1 -0.55(15) . . . . ?
C7 C6 C1 C2 177.02(13) . . . . ?
C7 C6 C5 C4 -176.88(14) . . . . ?
C17 C8 C7 N1 -177.50(12) . . . . ?
C17 C8 C7 C6 -0.2(2) . . . . ?
C17 C8 C9 C10 -178.09(12) . . . . ?
C17 C8 C9 C14 1.8(2) . . . . ?
C17 C22 C21 C20 -0.9(2) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C9 C8 C7 N1 1.91(19) . . . . ?
C9 C8 C7 C6 179.19(13) . . . . ?
C9 C8 C17 C22 85.94(17) . . . . ?
C9 C8 C17 C18 -96.30(16) . . . . ?
C9 C10 C15 O3 -173.68(14) . . . . ?
C9 C10 C15 N1 5.5(2) . . . . ?
C9 C10 C11 C12 -0.2(2) . . . . ?
C9 C14 C13 C12 -1.9(2) . . . . ?
C22 C17 C18 C19 -0.8(2) . . . . ?
C22 C21 C20 C19 0.1(2) . . . . ?
C10 C9 C14 C16 -174.20(15) . . . . ?
C10 C9 C14 C13 4.1(2) . . . . ?
C10 C11 C12 C13 2.5(2) . . . . ?
C1 S1 N1 C7 9.18(10) . . . . ?
C1 S1 N1 C15 179.72(11) . . . . ?
C1 C6 C5 C4 1.7(2) . . . . ?
C4 C3 C2 C1 0.7(2) . . . . ?
C5 C6 C1 S1 -179.41(10) . . . . ?
C5 C6 C1 C2 -1.8(2) . . . . ?
C5 C4 C3 C2 -0.8(2) . . . . ?
C15 N1 C7 C8 -2.8(2) . . . . ?
C15 N1 C7 C6 179.35(12) . . . . ?
C15 C10 C11 C12 -177.22(14) . . . . ?
C14 C9 C10 C15 173.69(13) . . . . ?
C14 C9 C10 C11 -3.2(2) . . . . ?
C14 C13 C12 C11 -1.5(3) . . . . ?
C20 C19 C18 C17 -0.1(2) . . . . ?
C18 C17 C22 C21 1.3(2) . . . . ?
C18 C19 C20 C21 0.5(2) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C11 C10 C15 O3 3.4(2) . . . . ?
C11 C10 C15 N1 -177.43(13) . . . . ?
C16 C14 C13 C12 176.56(16) . . . . ?

_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_szj-078x
_database_code_depnum_ccdc_archive 'CCDC 2272012'
loop_
_audit_author_name
_audit_author_address
'Zhaojiang Shi'
;FuZhou University
China
;
_audit_update_record             
;
2023-06-24 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_audit_creation_date             2022-06-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H13 N O4 S'
_chemical_formula_sum            'C21 H13 N O4 S'
_chemical_formula_weight         375.38
_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                   8.086(3)
_cell_length_b                   5.5939(14)
_cell_length_c                   38.073(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.504(10)
_cell_angle_gamma                90
_cell_volume                     1716.7(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4519
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22.578
_cell_measurement_theta_min      2.542
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4477
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1682 before and 0.0804 after correction.
The Ratio of minimum to maximum transmission is 0.6008.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.1
_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  0.1153
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            31689
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.206
_diffrn_reflns_theta_max         25.206
_diffrn_reflns_theta_min         2.146
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1875
_reflns_number_total             3082
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3082
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.012
_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)+(0.0459P)²+0.3529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1233
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00B), C00C(H00C), C00G(H00G), C00H(H00H), C00J(H00J),
 C00K(H00K), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.18994(11) 0.95585(13) 0.30430(2) 0.0604(3) Uani 1 1 d . . . . .
O002 O -0.0736(3) 0.9393(4) 0.36337(5) 0.0678(6) Uani 1 1 d . . . . .
O003 O 0.0719(3) 0.8584(4) 0.27869(5) 0.0762(7) Uani 1 1 d . . . . .
O004 O -0.1515(3) 0.6621(4) 0.48592(6) 0.0793(7) Uani 1 1 d . . . . .
O005 O 0.1908(3) 1.2081(3) 0.30923(5) 0.0811(7) Uani 1 1 d . . . . .
N006 N 0.1737(3) 0.8192(4) 0.34286(6) 0.0517(6) Uani 1 1 d . . . . .
C007 C 0.3874(3) 0.4019(4) 0.40707(6) 0.0376(6) Uani 1 1 d . . . . .
C008 C 0.4689(3) 0.2194(4) 0.39053(7) 0.0441(7) Uani 1 1 d . . . . .
H008 H 0.459851 0.209478 0.366072 0.053 Uiso 1 1 calc R U . . .
C009 C 0.2851(3) 0.5779(4) 0.38657(6) 0.0375(6) Uani 1 1 d . . . . .
C00A C 0.1215(3) 0.6755(4) 0.39859(6) 0.0406(7) Uani 1 1 d . . . . .
C00B C 0.1464(3) 0.8474(4) 0.42869(7) 0.0431(7) Uani 1 1 d . . . . .
H00B H 0.227713 0.964237 0.427645 0.052 Uiso 1 1 calc R U . . .
C00C C 0.3990(3) 0.4056(4) 0.44381(6) 0.0443(7) Uani 1 1 d . . . . .
H00C H 0.343201 0.523003 0.455520 0.053 Uiso 1 1 calc R U . . .
C00D C 0.3108(3) 0.6728(4) 0.35501(7) 0.0433(7) Uani 1 1 d . . . . .
C00E C 0.0540(4) 0.8295(5) 0.36662(7) 0.0499(8) Uani 1 1 d . . . . .
C00F C 0.4378(4) 0.6894(5) 0.32975(7) 0.0482(7) Uani 1 1 d . . . . .
C00G C -0.0009(3) 0.4841(5) 0.40507(8) 0.0511(8) Uani 1 1 d . . . . .
H00G H -0.018897 0.363273 0.388426 0.061 Uiso 1 1 calc R U . . .
C00H C 0.0600(4) 0.8423(5) 0.45648(7) 0.0510(7) Uani 1 1 d . . . . .
H00H H 0.079640 0.957892 0.473866 0.061 Uiso 1 1 calc R U . . .
C00I C -0.0653(4) 0.6615(5) 0.46077(8) 0.0539(8) Uani 1 1 d . . . . .
C00J C 0.4920(3) 0.2379(5) 0.46291(7) 0.0527(8) Uani 1 1 d . . . . .
H00J H 0.499379 0.243288 0.487401 0.063 Uiso 1 1 calc R U . . .
C00K C 0.5628(3) 0.0535(5) 0.40991(8) 0.0516(7) Uani 1 1 d . . . . .
H00K H 0.618860 -0.065049 0.398497 0.062 Uiso 1 1 calc R U . . .
C00L C 0.5740(4) 0.0627(5) 0.44604(8) 0.0556(8) Uani 1 1 d . . . . .
H00L H 0.637164 -0.049955 0.459079 0.067 Uiso 1 1 calc R U . . .
C00M C 0.3884(4) 0.8369(5) 0.30161(7) 0.0548(8) Uani 1 1 d . . . . .
C00N C 0.5964(4) 0.5925(5) 0.33122(7) 0.0568(8) Uani 1 1 d . . . . .
H00N H 0.633955 0.495509 0.350033 0.068 Uiso 1 1 calc R U . . .
C00O C 0.6973(4) 0.6406(6) 0.30479(8) 0.0684(9) Uani 1 1 d . . . . .
H00O H 0.803240 0.574782 0.305801 0.082 Uiso 1 1 calc R U . . .
C00P C -0.0851(4) 0.4791(5) 0.43362(9) 0.0613(9) Uani 1 1 d . . . . .
H00P H -0.159293 0.354671 0.436322 0.074 Uiso 1 1 calc R U . . .
C00Q C 0.4908(5) 0.8853(6) 0.27452(8) 0.0767(11) Uani 1 1 d . . . . .
H00Q H 0.455588 0.982758 0.255600 0.092 Uiso 1 1 calc R U . . .
C00R C 0.6453(5) 0.7830(7) 0.27705(9) 0.0823(11) Uani 1 1 d . . . . .
H00R H 0.716272 0.811446 0.259438 0.099 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.419(2) . ?
S001 O005 1.423(2) . ?
S001 N006 1.670(2) . ?
S001 C00M 1.748(3) . ?
O002 C00E 1.199(3) . ?
O004 C00I 1.228(3) . ?
N006 C00D 1.426(3) . ?
N006 C00E 1.376(4) . ?
C007 C008 1.392(3) . ?
C007 C009 1.470(3) . ?
C007 C00C 1.395(3) . ?
C008 H008 0.9300 . ?
C008 C00K 1.376(4) . ?
C009 C00A 1.534(4) . ?
C009 C00D 1.345(3) . ?
C00A C00B 1.497(3) . ?
C00A C00E 1.555(4) . ?
C00A C00G 1.491(4) . ?
C00B H00B 0.9300 . ?
C00B C00H 1.314(3) . ?
C00C H00C 0.9300 . ?
C00C C00J 1.374(3) . ?
C00D C00F 1.464(4) . ?
C00F C00M 1.386(4) . ?
C00F C00N 1.390(4) . ?
C00G H00G 0.9300 . ?
C00G C00P 1.328(4) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.450(4) . ?
C00I C00P 1.452(4) . ?
C00J H00J 0.9300 . ?
C00J C00L 1.371(4) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.372(4) . ?
C00L H00L 0.9300 . ?
C00M C00Q 1.399(4) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.371(4) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.363(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.370(5) . ?
C00R H00R 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 O005 117.87(13) . . ?
O003 S001 N006 109.46(13) . . ?
O003 S001 C00M 112.64(14) . . ?
O005 S001 N006 109.73(12) . . ?
O005 S001 C00M 112.97(14) . . ?
N006 S001 C00M 90.77(13) . . ?
C00D N006 S001 115.8(2) . . ?
C00E N006 S001 131.8(2) . . ?
C00E N006 C00D 112.3(2) . . ?
C008 C007 C009 121.2(2) . . ?
C008 C007 C00C 117.9(2) . . ?
C00C C007 C009 120.9(2) . . ?
C007 C008 H008 119.6 . . ?
C00K C008 C007 120.9(2) . . ?
C00K C008 H008 119.6 . . ?
C007 C009 C00A 122.8(2) . . ?
C00D C009 C007 128.3(2) . . ?
C00D C009 C00A 108.9(2) . . ?
C009 C00A C00E 102.8(2) . . ?
C00B C00A C009 112.9(2) . . ?
C00B C00A C00E 105.14(19) . . ?
C00G C00A C009 113.1(2) . . ?
C00G C00A C00B 112.7(2) . . ?
C00G C00A C00E 109.3(2) . . ?
C00A C00B H00B 118.2 . . ?
C00H C00B C00A 123.7(2) . . ?
C00H C00B H00B 118.2 . . ?
C007 C00C H00C 119.6 . . ?
C00J C00C C007 120.8(3) . . ?
C00J C00C H00C 119.6 . . ?
N006 C00D C00F 108.6(2) . . ?
C009 C00D N006 110.2(2) . . ?
C009 C00D C00F 141.0(3) . . ?
O002 C00E N006 126.7(3) . . ?
O002 C00E C00A 127.7(3) . . ?
N006 C00E C00A 105.6(2) . . ?
C00M C00F C00D 111.8(3) . . ?
C00M C00F C00N 118.2(3) . . ?
C00N C00F C00D 129.9(2) . . ?
C00A C00G H00G 118.7 . . ?
C00P C00G C00A 122.7(3) . . ?
C00P C00G H00G 118.7 . . ?
C00B C00H H00H 119.1 . . ?
C00B C00H C00I 121.8(3) . . ?
C00I C00H H00H 119.1 . . ?
O004 C00I C00H 122.1(3) . . ?
O004 C00I C00P 121.3(3) . . ?
C00H C00I C00P 116.7(3) . . ?
C00C C00J H00J 119.8 . . ?
C00L C00J C00C 120.3(3) . . ?
C00L C00J H00J 119.8 . . ?
C008 C00K H00K 119.9 . . ?
C00L C00K C008 120.1(3) . . ?
C00L C00K H00K 119.9 . . ?
C00J C00L C00K 120.0(3) . . ?
C00J C00L H00L 120.0 . . ?
C00K C00L H00L 120.0 . . ?
C00F C00M S001 113.0(2) . . ?
C00F C00M C00Q 122.3(3) . . ?
C00Q C00M S001 124.7(3) . . ?
C00F C00N H00N 120.2 . . ?
C00O C00N C00F 119.6(3) . . ?
C00O C00N H00N 120.2 . . ?
C00N C00O H00O 119.4 . . ?
C00R C00O C00N 121.2(3) . . ?
C00R C00O H00O 119.4 . . ?
C00G C00P C00I 122.2(3) . . ?
C00G C00P H00P 118.9 . . ?
C00I C00P H00P 118.9 . . ?
C00M C00Q H00Q 121.4 . . ?
C00R C00Q C00M 117.1(3) . . ?
C00R C00Q H00Q 121.4 . . ?
C00O C00R C00Q 121.5(3) . . ?
C00O C00R H00R 119.2 . . ?
C00Q C00R H00R 119.2 . . ?

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
S001 N006 C00D C009 178.42(17) . . . . ?
S001 N006 C00D C00F 2.1(3) . . . . ?
S001 N006 C00E O002 3.3(4) . . . . ?
S001 N006 C00E C00A -175.27(18) . . . . ?
S001 C00M C00Q C00R 177.9(2) . . . . ?
O003 S001 N006 C00D 112.3(2) . . . . ?
O003 S001 N006 C00E -71.4(3) . . . . ?
O003 S001 C00M C00F -109.9(2) . . . . ?
O003 S001 C00M C00Q 71.1(3) . . . . ?
O004 C00I C00P C00G 175.5(3) . . . . ?
O005 S001 N006 C00D -116.93(19) . . . . ?
O005 S001 N006 C00E 59.4(3) . . . . ?
O005 S001 C00M C00F 113.4(2) . . . . ?
O005 S001 C00M C00Q -65.5(3) . . . . ?
N006 S001 C00M C00F 1.6(2) . . . . ?
N006 S001 C00M C00Q -177.4(3) . . . . ?
N006 C00D C00F C00M -0.8(3) . . . . ?
N006 C00D C00F C00N 175.3(3) . . . . ?
C007 C008 C00K C00L 1.6(4) . . . . ?
C007 C009 C00A C00B 73.2(3) . . . . ?
C007 C009 C00A C00E -174.0(2) . . . . ?
C007 C009 C00A C00G -56.3(3) . . . . ?
C007 C009 C00D N006 174.4(2) . . . . ?
C007 C009 C00D C00F -11.2(5) . . . . ?
C007 C00C C00J C00L -0.5(4) . . . . ?
C008 C007 C009 C00A 141.9(2) . . . . ?
C008 C007 C009 C00D -35.5(4) . . . . ?
C008 C007 C00C C00J 1.8(4) . . . . ?
C008 C00K C00L C00J -0.3(4) . . . . ?
C009 C007 C008 C00K -179.2(2) . . . . ?
C009 C007 C00C C00J 178.7(2) . . . . ?
C009 C00A C00B C00H -135.1(3) . . . . ?
C009 C00A C00E O002 178.6(3) . . . . ?
C009 C00A C00E N006 -2.9(2) . . . . ?
C009 C00A C00G C00P 133.7(3) . . . . ?
C009 C00D C00F C00M -175.3(3) . . . . ?
C009 C00D C00F C00N 0.8(5) . . . . ?
C00A C009 C00D N006 -3.3(3) . . . . ?
C00A C009 C00D C00F 171.2(3) . . . . ?
C00A C00B C00H C00I 2.0(4) . . . . ?
C00A C00G C00P C00I 0.4(4) . . . . ?
C00B C00A C00E O002 -63.0(3) . . . . ?
C00B C00A C00E N006 115.5(2) . . . . ?
C00B C00A C00G C00P 4.1(4) . . . . ?
C00B C00H C00I O004 -176.7(3) . . . . ?
C00B C00H C00I C00P 2.8(4) . . . . ?
C00C C007 C008 C00K -2.3(4) . . . . ?
C00C C007 C009 C00A -34.9(3) . . . . ?
C00C C007 C009 C00D 147.7(3) . . . . ?
C00C C00J C00L C00K -0.3(4) . . . . ?
C00D N006 C00E O002 179.7(2) . . . . ?
C00D N006 C00E C00A 1.2(3) . . . . ?
C00D C009 C00A C00B -109.0(2) . . . . ?
C00D C009 C00A C00E 3.8(2) . . . . ?
C00D C009 C00A C00G 121.5(2) . . . . ?
C00D C00F C00M S001 -0.7(3) . . . . ?
C00D C00F C00M C00Q 178.3(2) . . . . ?
C00D C00F C00N C00O -177.3(3) . . . . ?
C00E N006 C00D C009 1.4(3) . . . . ?
C00E N006 C00D C00F -175.0(2) . . . . ?
C00E C00A C00B C00H 113.6(3) . . . . ?
C00E C00A C00G C00P -112.4(3) . . . . ?
C00F C00M C00Q C00R -1.0(5) . . . . ?
C00F C00N C00O C00R 0.3(5) . . . . ?
C00G C00A C00B C00H -5.4(4) . . . . ?
C00G C00A C00E O002 58.2(3) . . . . ?
C00G C00A C00E N006 -123.3(2) . . . . ?
C00H C00I C00P C00G -4.1(4) . . . . ?
C00M S001 N006 C00D -2.1(2) . . . . ?
C00M S001 N006 C00E 174.2(3) . . . . ?
C00M C00F C00N C00O -1.3(4) . . . . ?
C00M C00Q C00R C00O -0.1(5) . . . . ?
C00N C00F C00M S001 -177.34(19) . . . . ?
C00N C00F C00M C00Q 1.7(4) . . . . ?
C00N C00O C00R C00Q 0.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
