# Supplementary Information (SI) for ChemComm.
# 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).
# 
# 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. 
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data_1
_database_code_depnum_ccdc_archive 'CCDC 2301153'
loop_
_audit_author_name
_audit_author_address
'zhan-yong wang'
;Xinxiang University
China
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2024-09-12 downloaded from the CCDC.
;
_audit_creation_date             2023-10-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N O4 S'
_chemical_formula_sum            'C31 H25 N O4 S'
_chemical_formula_weight         507.58
_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                   8.671(2)
_cell_length_b                   10.576(2)
_cell_length_c                   14.370(3)
_cell_angle_alpha                91.730(4)
_cell_angle_beta                 99.279(4)
_cell_angle_gamma                92.540(3)
_cell_volume                     1298.3(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3526
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.287
_cell_measurement_theta_min      2.361
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7034
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0448 before and 0.0253 after correction.
The Ratio of minimum to maximum transmission is 0.9434.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0145
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7874
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.447
_diffrn_reflns_theta_min         2.875
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.948
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4216
_reflns_number_total             5627
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5627
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0486
_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)+(0.0626P)²+0.3646P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1352
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C20(H20), C30(H30), C17(H17), C26(H26), C29(H29), C13(H13),
 C21(H21), C22(H22), C23(H23), C5(H5), C27(H27), C4(H4), C16(H16), C14(H14),
 C15(H15), C3(H3), C1(H1), C2(H2)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_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 0.52469(6) 0.61515(4) 0.80681(3) 0.04729(15) Uani 1 1 d . . . . .
O1 O 0.65641(17) 0.88665(12) 0.71206(9) 0.0556(4) Uani 1 1 d . . . . .
O3 O 0.46633(16) 0.63537(14) 0.71009(9) 0.0576(4) Uani 1 1 d . . . . .
O4 O 0.50941(19) 0.49171(13) 0.84189(11) 0.0638(4) Uani 1 1 d . . . . .
N1 N 0.71846(18) 0.65703(14) 0.81800(10) 0.0430(3) Uani 1 1 d . . . . .
O2 O 0.7627(2) 0.59707(17) 0.97023(10) 0.0748(5) Uani 1 1 d . . . . .
C18 C 0.6927(2) 0.79004(15) 0.67490(12) 0.0393(4) Uani 1 1 d . . . . .
C10 C 0.7831(2) 0.69539(15) 0.73622(11) 0.0396(4) Uani 1 1 d . . . . .
C19 C 0.6578(2) 0.76483(16) 0.57103(12) 0.0396(4) Uani 1 1 d . . . . .
C11 C 0.9258(2) 0.66172(16) 0.72483(13) 0.0424(4) Uani 1 1 d . . . . .
C12 C 1.0092(2) 0.71307(16) 0.65093(13) 0.0439(4) Uani 1 1 d . . . . .
C25 C 0.4451(2) 0.72471(18) 0.87697(13) 0.0468(4) Uani 1 1 d . . . . .
C6 C 0.9909(2) 0.43983(18) 0.78229(14) 0.0512(5) Uani 1 1 d . . . . .
C9 C 0.8174(3) 0.62562(19) 0.90125(13) 0.0536(5) Uani 1 1 d . . . . .
C24 C 0.6238(3) 0.86499(19) 0.51259(14) 0.0540(5) Uani 1 1 d . . . . .
H24 H 0.623649 0.946539 0.538660 0.065 Uiso 1 1 calc R . . . .
C7 C 1.0187(2) 0.58256(19) 0.79868(14) 0.0512(5) Uani 1 1 d . . . . .
H7 H 1.129683 0.602077 0.796884 0.061 Uiso 1 1 calc R . . . .
C20 C 0.6557(2) 0.64416(18) 0.53103(14) 0.0515(5) Uani 1 1 d . . . . .
H20 H 0.677509 0.575934 0.569524 0.062 Uiso 1 1 calc R . . . .
C30 C 0.4356(3) 0.7008(2) 0.97005(15) 0.0610(5) Uani 1 1 d . . . . .
H30 H 0.473280 0.626919 0.996814 0.073 Uiso 1 1 calc R . . . .
C8 C 0.9874(2) 0.6301(2) 0.89518(14) 0.0585(5) Uani 1 1 d . . . . .
H8A H 1.041127 0.578543 0.943669 0.070 Uiso 1 1 calc R . . . .
H8B H 1.029572 0.716594 0.907162 0.070 Uiso 1 1 calc R . . . .
C17 C 1.0305(3) 0.84251(18) 0.64237(16) 0.0568(5) Uani 1 1 d . . . . .
H17 H 0.988890 0.897830 0.682202 0.068 Uiso 1 1 calc R . . . .
C26 C 0.3857(3) 0.8324(2) 0.83651(16) 0.0614(5) Uani 1 1 d . . . . .
H26 H 0.390257 0.847453 0.773565 0.074 Uiso 1 1 calc R . . . .
C29 C 0.3690(3) 0.7886(2) 1.02254(17) 0.0708(6) Uani 1 1 d . . . . .
H29 H 0.362473 0.772984 1.085168 0.085 Uiso 1 1 calc R . . . .
C13 C 1.0756(3) 0.6333(2) 0.59271(17) 0.0644(6) Uani 1 1 d . . . . .
H13 H 1.066026 0.546133 0.598803 0.077 Uiso 1 1 calc R . . . .
C21 C 0.6216(3) 0.6241(2) 0.43439(15) 0.0629(6) Uani 1 1 d . . . . .
H21 H 0.620240 0.542617 0.407985 0.075 Uiso 1 1 calc R . . . .
C28 C 0.3120(3) 0.8985(2) 0.98473(18) 0.0648(6) Uani 1 1 d . . . . .
C22 C 0.5896(3) 0.7247(3) 0.37723(15) 0.0680(6) Uani 1 1 d . . . . .
H22 H 0.567539 0.711177 0.312098 0.082 Uiso 1 1 calc R . . . .
C23 C 0.5900(3) 0.8448(2) 0.41577(15) 0.0666(6) Uani 1 1 d . . . . .
H23 H 0.567603 0.912631 0.376927 0.080 Uiso 1 1 calc R . . . .
C5 C 0.8465(3) 0.3809(2) 0.75002(19) 0.0691(6) Uani 1 1 d . . . . .
H5 H 0.760487 0.429736 0.733260 0.083 Uiso 1 1 calc R . . . .
C27 C 0.3191(3) 0.9176(2) 0.8909(2) 0.0717(6) Uani 1 1 d . . . . .
H27 H 0.277855 0.989885 0.863516 0.086 Uiso 1 1 calc R . . . .
C4 C 0.8276(4) 0.2507(2) 0.7422(2) 0.0810(8) Uani 1 1 d . . . . .
H4 H 0.728769 0.212269 0.721960 0.097 Uiso 1 1 calc R . . . .
C16 C 1.1124(3) 0.8904(2) 0.57562(19) 0.0719(7) Uani 1 1 d . . . . .
H16 H 1.125366 0.977568 0.570413 0.086 Uiso 1 1 calc R . . . .
C14 C 1.1561(3) 0.6820(3) 0.5255(2) 0.0822(8) Uani 1 1 d . . . . .
H14 H 1.198116 0.627186 0.485461 0.099 Uiso 1 1 calc R . . . .
C15 C 1.1748(3) 0.8098(3) 0.5170(2) 0.0808(8) Uani 1 1 d . . . . .
H15 H 1.229634 0.841944 0.471665 0.097 Uiso 1 1 calc R . . . .
C3 C 0.9531(5) 0.1786(3) 0.7639(2) 0.0982(10) Uani 1 1 d . . . . .
H3 H 0.941124 0.090726 0.758041 0.118 Uiso 1 1 calc R . . . .
C1 C 1.1176(3) 0.3660(3) 0.8048(2) 0.0846(8) Uani 1 1 d . . . . .
H1 H 1.216201 0.403653 0.826861 0.101 Uiso 1 1 calc R . . . .
C31 C 0.2394(4) 0.9941(3) 1.0433(2) 0.0965(10) Uani 1 1 d . . . . .
H31A H 0.138694 0.961106 1.053395 0.145 Uiso 1 1 calc GR . . . .
H31B H 0.227535 1.071756 1.010590 0.145 Uiso 1 1 calc GR . . . .
H31C H 0.305965 1.009929 1.103099 0.145 Uiso 1 1 calc GR . . . .
C2 C 1.0976(5) 0.2364(3) 0.7945(3) 0.1185(13) Uani 1 1 d . . . . .
H2 H 1.183814 0.187042 0.808638 0.142 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4262(14) . ?
S1 O4 1.4219(15) . ?
S1 N1 1.6993(16) . ?
S1 C25 1.749(2) . ?
O1 C18 1.216(2) . ?
N1 C10 1.442(2) . ?
N1 C9 1.413(2) . ?
O2 C9 1.207(2) . ?
C18 C10 1.514(2) . ?
C18 C19 1.488(2) . ?
C10 C11 1.337(2) . ?
C19 C24 1.384(2) . ?
C19 C20 1.382(2) . ?
C11 C12 1.481(3) . ?
C11 C7 1.521(2) . ?
C12 C17 1.385(3) . ?
C12 C13 1.378(3) . ?
C25 C30 1.384(3) . ?
C25 C26 1.377(3) . ?
C6 C7 1.523(3) . ?
C6 C5 1.377(3) . ?
C6 C1 1.378(3) . ?
C9 C8 1.489(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.383(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.530(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.383(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C17 H17 0.9300 . ?
C17 C16 1.378(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.380(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.375(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.374(3) . ?
C28 C27 1.380(3) . ?
C28 C31 1.518(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.370(3) . ?
C23 H23 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.379(3) . ?
C27 H27 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.357(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.369(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.366(4) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.369(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(4) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C2 H2 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
O3 S1 N1 103.79(8) . . ?
O3 S1 C25 108.75(9) . . ?
O4 S1 O3 119.14(9) . . ?
O4 S1 N1 108.17(9) . . ?
O4 S1 C25 109.90(9) . . ?
N1 S1 C25 106.22(8) . . ?
C10 N1 S1 119.53(11) . . ?
C9 N1 S1 118.20(13) . . ?
C9 N1 C10 120.65(16) . . ?
O1 C18 C10 118.63(15) . . ?
O1 C18 C19 122.19(15) . . ?
C19 C18 C10 119.12(14) . . ?
N1 C10 C18 116.36(15) . . ?
C11 C10 N1 120.08(16) . . ?
C11 C10 C18 122.88(16) . . ?
C24 C19 C18 119.05(16) . . ?
C20 C19 C18 122.07(16) . . ?
C20 C19 C24 118.87(17) . . ?
C10 C11 C12 123.03(16) . . ?
C10 C11 C7 119.35(17) . . ?
C12 C11 C7 116.99(16) . . ?
C17 C12 C11 120.83(17) . . ?
C13 C12 C11 120.72(16) . . ?
C13 C12 C17 118.34(18) . . ?
C30 C25 S1 120.59(16) . . ?
C26 C25 S1 118.66(15) . . ?
C26 C25 C30 120.67(19) . . ?
C5 C6 C7 123.91(18) . . ?
C5 C6 C1 118.6(2) . . ?
C1 C6 C7 117.4(2) . . ?
N1 C9 C8 115.03(17) . . ?
O2 C9 N1 120.2(2) . . ?
O2 C9 C8 124.73(19) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.6(2) . . ?
C23 C24 H24 119.7 . . ?
C11 C7 C6 114.99(16) . . ?
C11 C7 H7 106.9 . . ?
C11 C7 C8 107.23(16) . . ?
C6 C7 H7 106.9 . . ?
C6 C7 C8 113.32(17) . . ?
C8 C7 H7 106.9 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.52(19) . . ?
C21 C20 H20 119.7 . . ?
C25 C30 H30 120.6 . . ?
C29 C30 C25 118.8(2) . . ?
C29 C30 H30 120.6 . . ?
C9 C8 C7 112.28(16) . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.9(2) . . ?
C16 C17 H17 119.6 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 118.9(2) . . ?
C27 C26 H26 120.5 . . ?
C30 C29 H29 119.1 . . ?
C28 C29 C30 121.8(2) . . ?
C28 C29 H29 119.1 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.9(2) . . ?
C22 C21 H21 120.0 . . ?
C29 C28 C27 117.8(2) . . ?
C29 C28 C31 121.2(2) . . ?
C27 C28 C31 120.9(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C24 C23 H23 120.1 . . ?
C22 C23 C24 119.8(2) . . ?
C22 C23 H23 120.1 . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 121.0(2) . . ?
C4 C5 H5 119.5 . . ?
C26 C27 C28 121.9(2) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.7 . . ?
C16 C15 H15 120.2 . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15 120.2 . . ?
C4 C3 H3 120.3 . . ?
C4 C3 C2 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C6 C1 H1 120.2 . . ?
C2 C1 C6 119.7(3) . . ?
C2 C1 H1 120.2 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
