# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_2104011479_0m
_database_code_depnum_ccdc_archive 'CCDC 2123122'
loop_
_audit_author_name
_audit_author_address
'Jinze Du'
;Nanjing Tech University
China
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2024-01-05 downloaded from the CCDC.
;
_audit_creation_date             2021-04-07
_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         'C26 H23 N3 O2 S3'
_chemical_formula_sum            'C26 H23 N3 O2 S3'
_chemical_formula_weight         505.65
_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 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2924 0.4247 '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                   20.0220(3)
_cell_length_b                   11.6268(2)
_cell_length_c                   22.3898(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.0630(10)
_cell_angle_gamma                90
_cell_volume                     4982.74(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      54.916
_cell_measurement_theta_min      3.871
_shelx_estimated_absorpt_T_max   0.910
_shelx_estimated_absorpt_T_min   0.877
_exptl_absorpt_coefficient_mu    1.920
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1217 before and 0.0452 after correction. The Ratio of minimum to maximum transmission is 0.8183. 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    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20255
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.954
_diffrn_reflns_theta_min         3.870
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4184
_reflns_number_total             4675
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4675
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.031
_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)+(0.0326P)²+5.3909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0845
_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:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C15(H15),
 C16(H16), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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 0.84678(2) 0.10417(3) 0.23243(2) 0.03179(11) Uani 1 1 d . . . . .
S2 S 0.91776(4) 0.48790(6) 0.15996(3) 0.0725(2) Uani 1 1 d . . . . .
S3 S 0.92463(2) 0.42276(4) 0.38695(2) 0.03779(12) Uani 1 1 d . . . . .
O1 O 0.79853(7) 0.01199(10) 0.22678(6) 0.0435(3) Uani 1 1 d . . . . .
O2 O 0.91471(6) 0.10058(11) 0.27648(6) 0.0444(3) Uani 1 1 d . . . . .
N1 N 0.80867(6) 0.22020(11) 0.25156(6) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.88940(7) 0.37722(13) 0.25731(6) 0.0375(3) Uani 1 1 d . . . . .
N3 N 0.87317(10) 0.50826(16) 0.48318(9) 0.0580(5) Uani 1 1 d . . . . .
C1 C 0.85209(8) 0.30802(13) 0.28664(7) 0.0274(3) Uani 1 1 d . . . . .
C2 C 0.85963(7) 0.32223(13) 0.34761(7) 0.0257(3) Uani 1 1 d . . . . .
C3 C 0.82076(7) 0.25700(13) 0.38328(7) 0.0238(3) Uani 1 1 d . . . . .
C4 C 0.85520(8) 0.17781(14) 0.42820(7) 0.0294(3) Uani 1 1 d . . . . .
H4 H 0.904096 0.166512 0.436716 0.035 Uiso 1 1 calc R . . . .
C5 C 0.81826(9) 0.11541(15) 0.46053(8) 0.0366(4) Uani 1 1 d . . . . .
H5 H 0.841837 0.060806 0.491008 0.044 Uiso 1 1 calc R . . . .
C6 C 0.74739(9) 0.13201(16) 0.44880(8) 0.0386(4) Uani 1 1 d . . . . .
H6 H 0.722078 0.088512 0.470823 0.046 Uiso 1 1 calc R . . . .
C7 C 0.71351(9) 0.21186(17) 0.40503(9) 0.0408(4) Uani 1 1 d . . . . .
H7 H 0.664749 0.223687 0.397200 0.049 Uiso 1 1 calc R . . . .
C8 C 0.74968(8) 0.27515(15) 0.37229(8) 0.0335(4) Uani 1 1 d . . . . .
H8 H 0.725976 0.330701 0.342460 0.040 Uiso 1 1 calc R . . . .
C9 C 0.89131(9) 0.47061(15) 0.44335(8) 0.0345(4) Uani 1 1 d . . . . .
C10 C 0.90053(9) 0.42330(15) 0.21458(8) 0.0346(4) Uani 1 1 d . . . . .
C11 C 0.73742(8) 0.24653(13) 0.21596(7) 0.0264(3) Uani 1 1 d . . . . .
C12 C 0.68347(9) 0.18348(15) 0.22697(8) 0.0357(4) Uani 1 1 d . . . . .
H12 H 0.693456 0.123374 0.257031 0.043 Uiso 1 1 calc R . . . .
C13 C 0.61522(8) 0.20835(15) 0.19409(8) 0.0357(4) Uani 1 1 d . . . . .
H13 H 0.578592 0.163903 0.201431 0.043 Uiso 1 1 calc R . . . .
C14 C 0.59860(8) 0.29743(13) 0.15020(7) 0.0273(3) Uani 1 1 d . . . . .
C15 C 0.65362(8) 0.35872(14) 0.14014(7) 0.0286(3) Uani 1 1 d . . . . .
H15 H 0.643870 0.419673 0.110586 0.034 Uiso 1 1 calc R . . . .
C16 C 0.72269(8) 0.33348(13) 0.17210(7) 0.0278(3) Uani 1 1 d . . . . .
H16 H 0.759559 0.375837 0.163803 0.033 Uiso 1 1 calc R . . . .
C17 C 0.52211(8) 0.32296(14) 0.11547(7) 0.0290(3) Uani 1 1 d . . . . .
C18 C 0.51485(9) 0.42951(16) 0.07407(9) 0.0402(4) Uani 1 1 d . . . . .
H18A H 0.534828 0.496199 0.099918 0.060 Uiso 1 1 calc GR . . . .
H18B H 0.465309 0.443679 0.052815 0.060 Uiso 1 1 calc GR . . . .
H18C H 0.539753 0.416964 0.042917 0.060 Uiso 1 1 calc GR . . . .
C19 C 0.49065(9) 0.21958(15) 0.07422(8) 0.0359(4) Uani 1 1 d . . . . .
H19A H 0.516221 0.206826 0.043596 0.054 Uiso 1 1 calc GR . . . .
H19B H 0.441408 0.234947 0.052340 0.054 Uiso 1 1 calc GR . . . .
H19C H 0.494211 0.150938 0.100370 0.054 Uiso 1 1 calc GR . . . .
C20 C 0.48102(9) 0.34477(17) 0.16249(8) 0.0399(4) Uani 1 1 d . . . . .
H20A H 0.481374 0.275046 0.187176 0.060 Uiso 1 1 calc GR . . . .
H20B H 0.432697 0.365157 0.139943 0.060 Uiso 1 1 calc GR . . . .
H20C H 0.502754 0.408029 0.190362 0.060 Uiso 1 1 calc GR . . . .
C21 C 0.85450(8) 0.13172(13) 0.15748(7) 0.0304(3) Uani 1 1 d . . . . .
C22 C 0.79621(9) 0.11574(15) 0.10612(8) 0.0364(4) Uani 1 1 d . . . . .
H22 H 0.753998 0.086477 0.111398 0.044 Uiso 1 1 calc R . . . .
C23 C 0.80046(11) 0.14299(17) 0.04730(8) 0.0448(4) Uani 1 1 d . . . . .
H23 H 0.760954 0.132501 0.011833 0.054 Uiso 1 1 calc R . . . .
C24 C 0.86179(12) 0.18530(18) 0.03992(10) 0.0523(5) Uani 1 1 d . . . . .
H24 H 0.864114 0.205639 -0.000519 0.063 Uiso 1 1 calc R . . . .
C25 C 0.91961(12) 0.19821(19) 0.09079(11) 0.0547(5) Uani 1 1 d . . . . .
H25 H 0.961982 0.225791 0.085082 0.066 Uiso 1 1 calc R . . . .
C26 C 0.91688(9) 0.17146(16) 0.15040(9) 0.0418(4) Uani 1 1 d . . . . .
H26 H 0.956923 0.180229 0.185560 0.050 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 O1 1.4234(12) . ?
S1 O2 1.4272(12) . ?
S1 N1 1.6665(14) . ?
S1 C21 1.7593(17) . ?
S2 C10 1.5576(17) . ?
S3 C2 1.7785(15) . ?
S3 C9 1.6865(17) . ?
N1 C1 1.4193(19) . ?
N1 C11 1.4481(19) . ?
N2 C1 1.3873(19) . ?
N2 C10 1.173(2) . ?
N3 C9 1.144(2) . ?
C1 C2 1.339(2) . ?
C2 C3 1.478(2) . ?
C3 C4 1.389(2) . ?
C3 C8 1.387(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.375(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(2) . ?
C8 H8 0.9500 . ?
C11 C12 1.386(2) . ?
C11 C16 1.380(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.379(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.399(2) . ?
C14 C15 1.385(2) . ?
C14 C17 1.530(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.528(2) . ?
C17 C19 1.534(2) . ?
C17 C20 1.535(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.390(2) . ?
C21 C26 1.384(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.373(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.387(3) . ?
C26 H26 0.9500 . ?

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 121.58(8) . . ?
O1 S1 N1 106.41(7) . . ?
O1 S1 C21 107.43(8) . . ?
O2 S1 N1 105.16(7) . . ?
O2 S1 C21 109.38(8) . . ?
N1 S1 C21 105.83(7) . . ?
C9 S3 C2 101.23(7) . . ?
C1 N1 S1 118.18(10) . . ?
C1 N1 C11 119.80(13) . . ?
C11 N1 S1 118.76(10) . . ?
C10 N2 C1 155.26(16) . . ?
N2 C1 N1 118.86(13) . . ?
C2 C1 N1 121.36(13) . . ?
C2 C1 N2 119.73(14) . . ?
C1 C2 S3 115.66(11) . . ?
C1 C2 C3 124.61(13) . . ?
C3 C2 S3 119.65(11) . . ?
C4 C3 C2 120.23(13) . . ?
C8 C3 C2 120.11(14) . . ?
C8 C3 C4 119.66(14) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.93(14) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.37(16) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.67(15) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.73(15) . . ?
C8 C7 H7 119.6 . . ?
C3 C8 H8 120.2 . . ?
C7 C8 C3 119.62(15) . . ?
C7 C8 H8 120.2 . . ?
N3 C9 S3 174.74(16) . . ?
N2 C10 S2 177.43(18) . . ?
C12 C11 N1 118.92(13) . . ?
C16 C11 N1 121.13(13) . . ?
C16 C11 C12 119.94(14) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.74(15) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.61(15) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C17 119.80(14) . . ?
C15 C14 C13 117.30(14) . . ?
C15 C14 C17 122.89(14) . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.78(14) . . ?
C16 C15 H15 119.1 . . ?
C11 C16 C15 119.60(14) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C14 C17 C19 109.09(13) . . ?
C14 C17 C20 109.97(13) . . ?
C18 C17 C14 111.62(13) . . ?
C18 C17 C19 108.70(13) . . ?
C18 C17 C20 107.89(14) . . ?
C19 C17 C20 109.53(13) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 S1 118.52(13) . . ?
C26 C21 S1 120.33(13) . . ?
C26 C21 C22 121.13(16) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.11(17) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.20(18) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.25(19) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.79(19) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 118.48(18) . . ?
C21 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
