# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2407604'
loop_
_audit_author_name
_audit_author_address
'Hairui Ni'
;Nanjing Agricultural University
China
;
_audit_update_record             
;
2024-12-04 deposited with the CCDC.	2025-06-10 downloaded from the CCDC.
;
_audit_creation_date             2024-07-09
_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         'C30 H21 N O3 S'
_chemical_formula_sum            'C30 H21 N O3 S'
_chemical_formula_weight         475.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   11.3681(12)
_cell_length_b                   12.4428(12)
_cell_length_c                   17.3170(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2449.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      68.005
_cell_measurement_theta_min      4.375
_shelx_estimated_absorpt_T_max   0.753
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    1.431
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1457 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.6439.
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    1.289
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22799
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.105
_diffrn_reflns_theta_min         4.375
_diffrn_ambient_temperature      291.0
_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           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.845
_reflns_Friedel_fraction_full    0.909
_reflns_Friedel_fraction_max     0.906
_reflns_number_gt                4147
_reflns_number_total             4262
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.189
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 
;
 Flack x determined using 1813 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.280(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4262
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.058
_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)+(0.0607P)²+0.2690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0959
_refine_ls_wR_factor_ref         0.0966
_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:
 C7(H7), C23(H23), C26(H26), C30(H30), C11(H11), C19(H19), C29(H29), C15(H15),
 C22(H22), C1(H1), C28(H28), C5(H5), C20(H20), C21(H21), C13(H13), C14(H14),
 C12(H12), C2(H2), C27(H27), C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.90945(6) 0.76371(5) 0.59762(5) 0.0561(2) Uani 1 1 d . . . . .
O3 O 0.80577(18) 0.43768(16) 0.36513(14) 0.0594(5) Uani 1 1 d . . . . .
O2 O 0.8648(3) 0.86808(18) 0.61777(15) 0.0817(8) Uani 1 1 d . . . . .
N1 N 0.6862(2) 0.78220(18) 0.42177(14) 0.0484(5) Uani 1 1 d . . . . .
O1 O 1.0316(2) 0.7541(2) 0.57813(17) 0.0834(8) Uani 1 1 d . . . . .
C16 C 0.7414(2) 0.59592(19) 0.42811(15) 0.0393(5) Uani 1 1 d . . . . .
C24 C 0.6786(2) 0.68097(19) 0.39495(15) 0.0404(5) Uani 1 1 d . . . . .
C9 C 0.81873(19) 0.61568(19) 0.48972(15) 0.0399(5) Uani 1 1 d . . . . .
C25 C 0.5977(2) 0.6655(2) 0.32842(16) 0.0429(5) Uani 1 1 d . . . . .
C17 C 0.7266(2) 0.48131(19) 0.40004(15) 0.0428(5) Uani 1 1 d . . . . .
C7 C 0.7547(2) 0.7998(2) 0.48256(18) 0.0502(6) Uani 1 1 d . . . . .
H7 H 0.757376 0.868898 0.502931 0.060 Uiso 1 1 calc R . . . .
C18 C 0.6132(2) 0.42674(19) 0.41636(16) 0.0432(6) Uani 1 1 d . . . . .
C10 C 0.8898(2) 0.5260(2) 0.52279(17) 0.0448(5) Uani 1 1 d . . . . .
C23 C 0.5324(2) 0.4688(2) 0.46810(18) 0.0497(6) Uani 1 1 d . . . . .
H23 H 0.548501 0.533112 0.493351 0.060 Uiso 1 1 calc R . . . .
C8 C 0.8224(2) 0.7210(2) 0.51727(16) 0.0440(6) Uani 1 1 d . . . . .
C6 C 0.8757(3) 0.6742(2) 0.67322(17) 0.0533(7) Uani 1 1 d . . . . .
C26 C 0.4898(3) 0.7170(3) 0.32888(19) 0.0579(7) Uani 1 1 d . . . . .
H26 H 0.470425 0.762675 0.369434 0.069 Uiso 1 1 calc R . . . .
C30 C 0.6257(3) 0.6006(2) 0.26624(18) 0.0577(7) Uani 1 1 d . . . . .
H30 H 0.698655 0.566882 0.264227 0.069 Uiso 1 1 calc R . . . .
C11 C 1.0076(2) 0.5168(3) 0.5034(2) 0.0639(8) Uani 1 1 d . . . . .
H11 H 1.042142 0.566320 0.470133 0.077 Uiso 1 1 calc R . . . .
C19 C 0.5876(3) 0.3304(2) 0.3793(2) 0.0589(7) Uani 1 1 d . . . . .
H19 H 0.641379 0.301125 0.344782 0.071 Uiso 1 1 calc R . . . .
C29 C 0.5455(4) 0.5857(3) 0.2069(2) 0.0760(11) Uani 1 1 d . . . . .
H29 H 0.564827 0.541979 0.165222 0.091 Uiso 1 1 calc R . . . .
C15 C 0.8391(3) 0.4501(2) 0.57086(19) 0.0575(7) Uani 1 1 d . . . . .
H15 H 0.759316 0.453948 0.582410 0.069 Uiso 1 1 calc R . . . .
C22 C 0.4275(3) 0.4154(3) 0.4824(2) 0.0615(7) Uani 1 1 d . . . . .
H22 H 0.373658 0.443656 0.517326 0.074 Uiso 1 1 calc R . . . .
C1 C 0.7606(3) 0.6668(3) 0.6982(2) 0.0656(8) Uani 1 1 d . . . . .
H1 H 0.701844 0.708334 0.675751 0.079 Uiso 1 1 calc R . . . .
C28 C 0.4380(4) 0.6352(3) 0.2094(2) 0.0729(9) Uani 1 1 d . . . . .
H28 H 0.383883 0.623830 0.169943 0.087 Uiso 1 1 calc R . . . .
C5 C 0.9640(3) 0.6141(3) 0.7061(2) 0.0721(9) Uani 1 1 d . . . . .
H5 H 1.041115 0.619834 0.688703 0.086 Uiso 1 1 calc R . . . .
C20 C 0.4831(4) 0.2782(3) 0.3935(2) 0.0717(9) Uani 1 1 d . . . . .
H20 H 0.466339 0.214023 0.368325 0.086 Uiso 1 1 calc R . . . .
C21 C 0.4032(3) 0.3208(3) 0.4449(2) 0.0686(9) Uani 1 1 d . . . . .
H21 H 0.332597 0.285300 0.454228 0.082 Uiso 1 1 calc R . . . .
C13 C 1.0241(4) 0.3611(3) 0.5829(3) 0.0910(13) Uani 1 1 d . . . . .
H13 H 1.070059 0.306485 0.603783 0.109 Uiso 1 1 calc R . . . .
C14 C 0.9070(4) 0.3684(3) 0.6017(3) 0.0780(10) Uani 1 1 d . . . . .
H14 H 0.873482 0.318540 0.635112 0.094 Uiso 1 1 calc R . . . .
C12 C 1.0730(3) 0.4340(3) 0.5334(4) 0.0901(13) Uani 1 1 d . . . . .
H12 H 1.151829 0.427536 0.519957 0.108 Uiso 1 1 calc R . . . .
C2 C 0.7349(4) 0.5962(4) 0.7574(2) 0.0880(12) Uani 1 1 d . . . . .
H2 H 0.657949 0.589806 0.775111 0.106 Uiso 1 1 calc R . . . .
C27 C 0.4104(3) 0.7009(4) 0.2692(2) 0.0758(10) Uani 1 1 d . . . . .
H27 H 0.337735 0.735223 0.270263 0.091 Uiso 1 1 calc R . . . .
C4 C 0.9353(5) 0.5446(4) 0.7659(3) 0.0940(14) Uani 1 1 d . . . . .
H4 H 0.993937 0.504069 0.789391 0.113 Uiso 1 1 calc R . . . .
C3 C 0.8226(5) 0.5354(4) 0.7902(3) 0.0999(16) Uani 1 1 d . . . . .
H3 H 0.804261 0.487361 0.829559 0.120 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O2 1.438(3) . ?
S001 O1 1.434(3) . ?
S001 C8 1.788(3) . ?
S001 C6 1.761(3) . ?
O3 C17 1.213(3) . ?
N1 C24 1.345(3) . ?
N1 C7 1.328(4) . ?
C16 C24 1.400(4) . ?
C16 C9 1.404(3) . ?
C16 C17 1.516(3) . ?
C24 C25 1.486(4) . ?
C9 C10 1.492(3) . ?
C9 C8 1.396(3) . ?
C25 C26 1.385(4) . ?
C25 C30 1.383(4) . ?
C17 C18 1.484(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.383(4) . ?
C18 C23 1.386(4) . ?
C18 C19 1.390(4) . ?
C10 C11 1.385(4) . ?
C10 C15 1.385(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.387(4) . ?
C6 C1 1.382(5) . ?
C6 C5 1.375(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.387(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(5) . ?
C29 H29 0.9300 . ?
C29 C28 1.369(6) . ?
C15 H15 0.9300 . ?
C15 C14 1.384(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.372(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.381(6) . ?
C28 H28 0.9300 . ?
C28 C27 1.357(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(6) . ?
C21 H21 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.373(6) . ?
C13 C12 1.366(7) . ?
C14 H14 0.9300 . ?
C12 H12 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.375(8) . ?
C27 H27 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.354(7) . ?
C3 H3 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 S001 C8 105.15(14) . . ?
O2 S001 C6 108.29(17) . . ?
O1 S001 O2 118.34(17) . . ?
O1 S001 C8 109.16(15) . . ?
O1 S001 C6 109.45(16) . . ?
C6 S001 C8 105.69(12) . . ?
C7 N1 C24 117.8(2) . . ?
C24 C16 C9 119.9(2) . . ?
C24 C16 C17 121.6(2) . . ?
C9 C16 C17 118.5(2) . . ?
N1 C24 C16 122.2(2) . . ?
N1 C24 C25 115.4(2) . . ?
C16 C24 C25 122.4(2) . . ?
C16 C9 C10 120.0(2) . . ?
C8 C9 C16 116.3(2) . . ?
C8 C9 C10 123.7(2) . . ?
C26 C25 C24 118.9(2) . . ?
C30 C25 C24 122.5(2) . . ?
C30 C25 C26 118.6(3) . . ?
O3 C17 C16 119.9(2) . . ?
O3 C17 C18 122.3(2) . . ?
C18 C17 C16 117.7(2) . . ?
N1 C7 H7 118.2 . . ?
N1 C7 C8 123.6(2) . . ?
C8 C7 H7 118.2 . . ?
C23 C18 C17 121.7(2) . . ?
C23 C18 C19 119.0(3) . . ?
C19 C18 C17 119.2(3) . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 C15 119.5(3) . . ?
C15 C10 C9 121.0(2) . . ?
C18 C23 H23 119.9 . . ?
C18 C23 C22 120.3(3) . . ?
C22 C23 H23 119.9 . . ?
C9 C8 S001 124.1(2) . . ?
C7 C8 S001 115.8(2) . . ?
C7 C8 C9 120.0(2) . . ?
C1 C6 S001 118.8(3) . . ?
C5 C6 S001 119.6(3) . . ?
C5 C6 C1 121.6(3) . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.4(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C30 H30 119.9 . . ?
C25 C30 C29 120.3(3) . . ?
C29 C30 H30 119.9 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C30 C29 H29 119.9 . . ?
C28 C29 C30 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 C23 120.0(3) . . ?
C21 C22 H22 120.0 . . ?
C6 C1 H1 120.8 . . ?
C2 C1 C6 118.4(4) . . ?
C2 C1 H1 120.8 . . ?
C29 C28 H28 119.9 . . ?
C27 C28 C29 120.1(3) . . ?
C27 C28 H28 119.9 . . ?
C6 C5 H5 120.8 . . ?
C6 C5 C4 118.5(4) . . ?
C4 C5 H5 120.8 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.9(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.1 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.5 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2 119.9 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(3) . . ?
C28 C27 H27 119.8 . . ?
C5 C4 H4 119.7 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4 119.7 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
