# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_xxx
_database_code_depnum_ccdc_archive 'CCDC 2261351'
loop_
_audit_author_name
_audit_author_address
'Dr. Ruchir Kant'
;CSIR CDRI, Lucknow
India
;
_audit_update_record             
;
2023-05-08 deposited with the CCDC.	2023-05-15 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 N2 O2 S'
_chemical_formula_weight         370.50

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'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.68400(10)
_cell_length_b                   16.4916(4)
_cell_length_c                   13.6197(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.3000(10)
_cell_angle_gamma                90.00
_cell_volume                     1948.95(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6868
_cell_measurement_theta_min      4.2040
_cell_measurement_theta_max      76.7120

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'


_exptl_absorpt_correction_T_min  0.8450
_exptl_absorpt_correction_T_max  0.9927
#===============================================================================

# 7. EXPERIMENTAL DATA



_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14006
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         26.77
_reflns_number_total             3855
_reflns_number_gt                3113
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'



_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'

#===============================================================================

# 8. REFINEMENT DATA


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0821P)²+0.1677P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3855
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1362
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS




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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2406(2) 0.13121(14) 0.61276(14) 0.0662(5) Uani 1 1 d . . .
H1A H 0.2084 0.1875 0.6138 0.079 Uiso 1 1 calc R . .
H1B H 0.1983 0.1040 0.6688 0.079 Uiso 1 1 calc R . .
C2 C 0.41321(19) 0.12639(11) 0.61930(12) 0.0545(4) Uani 1 1 d . . .
C3 C 0.4970(2) 0.11717(12) 0.70721(14) 0.0637(5) Uani 1 1 d . . .
H3 H 0.4450 0.1136 0.7654 0.076 Uiso 1 1 calc R . .
C4 C 0.6561(2) 0.11315(13) 0.71043(16) 0.0718(5) Uani 1 1 d . . .
H4 H 0.7107 0.1080 0.7703 0.086 Uiso 1 1 calc R . .
C5 C 0.7326(2) 0.11689(13) 0.62438(17) 0.0719(5) Uani 1 1 d . . .
H5 H 0.8395 0.1129 0.6260 0.086 Uiso 1 1 calc R . .
C6 C 0.6525(2) 0.12647(12) 0.53518(15) 0.0641(5) Uani 1 1 d . . .
H6 H 0.7055 0.1289 0.4772 0.077 Uiso 1 1 calc R . .
C7 C 0.49308(18) 0.13243(11) 0.53251(12) 0.0531(4) Uani 1 1 d . . .
C8 C 0.25724(18) 0.12592(11) 0.43060(12) 0.0547(4) Uani 1 1 d . . .
C9 C 0.1809(2) 0.09123(14) 0.51824(13) 0.0646(5) Uani 1 1 d . . .
H9A H 0.2004 0.0334 0.5218 0.078 Uiso 1 1 calc R . .
H9B H 0.0704 0.0992 0.5108 0.078 Uiso 1 1 calc R . .
C10 C 0.48533(19) 0.17803(12) 0.35586(12) 0.0579(4) Uani 1 1 d . . .
H10A H 0.5782 0.2064 0.3781 0.069 Uiso 1 1 calc R . .
H10B H 0.4179 0.2171 0.3227 0.069 Uiso 1 1 calc R . .
C11 C 0.5280(2) 0.11328(12) 0.28301(14) 0.0608(4) Uani 1 1 d . . .
H11A H 0.4511 0.0706 0.2818 0.073 Uiso 1 1 calc R . .
H11B H 0.6265 0.0895 0.3032 0.073 Uiso 1 1 calc R . .
C12 C 0.5382(2) 0.14977(13) 0.18025(14) 0.0681(5) Uani 1 1 d . . .
H12A H 0.4395 0.1738 0.1613 0.082 Uiso 1 1 calc R . .
H12B H 0.6142 0.1929 0.1827 0.082 Uiso 1 1 calc R . .
C13 C 0.5805(3) 0.08987(15) 0.10295(15) 0.0770(6) Uani 1 1 d . . .
H13A H 0.5099 0.0443 0.1042 0.092 Uiso 1 1 calc R . .
H13B H 0.6834 0.0695 0.1184 0.092 Uiso 1 1 calc R . .
C14 C 0.5759(4) 0.12576(17) 0.00071(17) 0.0943(8) Uani 1 1 d . . .
H14A H 0.4730 0.1435 -0.0164 0.141 Uiso 1 1 calc R . .
H14B H 0.6067 0.0854 -0.0454 0.141 Uiso 1 1 calc R . .
H14C H 0.6450 0.1711 -0.0010 0.141 Uiso 1 1 calc R . .
C15 C 0.03472(18) 0.12115(11) 0.18356(13) 0.0552(4) Uani 1 1 d . . .
C16 C 0.1196(3) 0.06420(14) 0.13510(16) 0.0764(6) Uani 1 1 d . . .
H16 H 0.1660 0.0214 0.1696 0.092 Uiso 1 1 calc R . .
C17 C 0.1350(3) 0.07116(16) 0.03528(17) 0.0844(6) Uani 1 1 d . . .
H17 H 0.1919 0.0323 0.0030 0.101 Uiso 1 1 calc R . .
C18 C 0.0687(2) 0.13390(13) -0.01854(14) 0.0669(5) Uani 1 1 d . . .
C19 C -0.0151(2) 0.19036(14) 0.03173(15) 0.0696(5) Uani 1 1 d . . .
H19 H -0.0609 0.2334 -0.0026 0.084 Uiso 1 1 calc R . .
C20 C -0.0327(2) 0.18434(12) 0.13239(14) 0.0634(4) Uani 1 1 d . . .
H20 H -0.0898 0.2229 0.1649 0.076 Uiso 1 1 calc R . .
C21 C 0.0895(3) 0.14053(19) -0.12739(17) 0.0953(8) Uani 1 1 d . . .
H21A H -0.0036 0.1607 -0.1589 0.143 Uiso 1 1 calc R . .
H21B H 0.1127 0.0880 -0.1534 0.143 Uiso 1 1 calc R . .
H21C H 0.1728 0.1771 -0.1393 0.143 Uiso 1 1 calc R . .
N1 N 0.40778(15) 0.14607(10) 0.44249(10) 0.0550(3) Uani 1 1 d . . .
N2 N 0.19358(16) 0.13788(11) 0.34368(11) 0.0627(4) Uani 1 1 d . . .
O1 O -0.08976(14) 0.17112(11) 0.34357(10) 0.0773(4) Uani 1 1 d . . .
O2 O -0.01203(17) 0.02941(10) 0.33387(11) 0.0813(4) Uani 1 1 d . . .
S1 S 0.01953(4) 0.11231(3) 0.31165(3) 0.05934(17) Uani 1 1 d . . .


_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
C1 C2 1.500(2) . ?
C1 C9 1.519(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.384(2) . ?
C2 C7 1.398(2) . ?
C3 C4 1.383(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(2) . ?
C6 H6 0.9300 . ?
C7 N1 1.425(2) . ?
C8 N2 1.301(2) . ?
C8 N1 1.352(2) . ?
C8 C9 1.502(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N1 1.479(2) . ?
C10 C11 1.514(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.529(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.500(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.512(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C20 1.372(3) . ?
C15 C16 1.378(3) . ?
C15 S1 1.7608(18) . ?
C16 C17 1.376(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(3) . ?
C18 C21 1.505(3) . ?
C19 C20 1.389(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N2 S1 1.6124(14) . ?
O1 S1 1.4365(16) . ?
O2 S1 1.4291(16) . ?

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
C2 C1 C9 109.50(15) . . ?
C2 C1 H1A 109.8 . . ?
C9 C1 H1A 109.8 . . ?
C2 C1 H1B 109.8 . . ?
C9 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
C3 C2 C7 118.55(16) . . ?
C3 C2 C1 123.11(16) . . ?
C7 C2 C1 118.33(15) . . ?
C4 C3 C2 121.51(18) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C5 C4 C3 119.22(18) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.81(18) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C7 119.77(18) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C2 120.09(16) . . ?
C6 C7 N1 121.18(16) . . ?
C2 C7 N1 118.72(15) . . ?
N2 C8 N1 116.43(15) . . ?
N2 C8 C9 126.57(14) . . ?
N1 C8 C9 116.99(15) . . ?
C8 C9 C1 111.19(15) . . ?
C8 C9 H9A 109.4 . . ?
C1 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C1 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N1 C10 C11 113.76(16) . . ?
N1 C10 H10A 108.8 . . ?
C11 C10 H10A 108.8 . . ?
N1 C10 H10B 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C10 C11 C12 110.29(16) . . ?
C10 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C13 C12 C11 114.07(19) . . ?
C13 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C12 C13 C14 113.0(2) . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 119.99(18) . . ?
C20 C15 S1 121.25(15) . . ?
C16 C15 S1 118.74(14) . . ?
C17 C16 C15 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 122.1(2) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C17 C18 C19 117.34(18) . . ?
C17 C18 C21 120.9(2) . . ?
C19 C18 C21 121.8(2) . . ?
C18 C19 C20 121.48(18) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C15 C20 C19 119.62(18) . . ?
C15 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 N1 C7 122.08(14) . . ?
C8 N1 C10 117.45(14) . . ?
C7 N1 C10 120.34(13) . . ?
C8 N2 S1 124.47(12) . . ?
O2 S1 O1 116.56(9) . . ?
O2 S1 N2 112.24(9) . . ?
O1 S1 N2 111.41(9) . . ?
O2 S1 C15 108.16(9) . . ?
O1 S1 C15 108.70(9) . . ?
N2 S1 C15 98.03(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C1 C2 C3 -145.77(19) . . . . ?
C9 C1 C2 C7 35.0(2) . . . . ?
C7 C2 C3 C4 -0.6(3) . . . . ?
C1 C2 C3 C4 -179.85(19) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C2 -1.9(3) . . . . ?
C5 C6 C7 N1 177.06(17) . . . . ?
C3 C2 C7 C6 2.1(3) . . . . ?
C1 C2 C7 C6 -178.58(18) . . . . ?
C3 C2 C7 N1 -176.83(16) . . . . ?
C1 C2 C7 N1 2.5(3) . . . . ?
N2 C8 C9 C1 -144.3(2) . . . . ?
N1 C8 C9 C1 36.5(2) . . . . ?
C2 C1 C9 C8 -53.3(2) . . . . ?
N1 C10 C11 C12 154.60(15) . . . . ?
C10 C11 C12 C13 179.85(17) . . . . ?
C11 C12 C13 C14 174.88(19) . . . . ?
C20 C15 C16 C17 -0.4(3) . . . . ?
S1 C15 C16 C17 -178.76(18) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C16 C17 C18 C21 179.1(2) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C21 C18 C19 C20 -179.4(2) . . . . ?
C16 C15 C20 C19 0.2(3) . . . . ?
S1 C15 C20 C19 178.48(14) . . . . ?
C18 C19 C20 C15 0.1(3) . . . . ?
N2 C8 N1 C7 -176.93(16) . . . . ?
C9 C8 N1 C7 2.4(3) . . . . ?
N2 C8 N1 C10 -1.1(3) . . . . ?
C9 C8 N1 C10 178.24(17) . . . . ?
C6 C7 N1 C8 157.54(18) . . . . ?
C2 C7 N1 C8 -23.5(3) . . . . ?
C6 C7 N1 C10 -18.2(3) . . . . ?
C2 C7 N1 C10 160.75(17) . . . . ?
C11 C10 N1 C8 -77.4(2) . . . . ?
C11 C10 N1 C7 98.48(19) . . . . ?
N1 C8 N2 S1 175.50(14) . . . . ?
C9 C8 N2 S1 -3.7(3) . . . . ?
C8 N2 S1 O2 -51.6(2) . . . . ?
C8 N2 S1 O1 81.17(19) . . . . ?
C8 N2 S1 C15 -165.06(18) . . . . ?
C20 C15 S1 O2 136.70(15) . . . . ?
C16 C15 S1 O2 -44.97(18) . . . . ?
C20 C15 S1 O1 9.27(17) . . . . ?
C16 C15 S1 O1 -172.40(15) . . . . ?
C20 C15 S1 N2 -106.65(16) . . . . ?
C16 C15 S1 N2 71.69(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.928
_diffrn_reflns_theta_full        26.77
_diffrn_measured_fraction_theta_full 0.928
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.042


####################################################################
#                         END of data
#################################################################### 


####################################################################### 
# 
# 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_xxx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2261352'
loop_
_audit_author_name
_audit_author_address
'Dr. Ruchir Kant'
;CSIR CDRI, Lucknow
India
;
_audit_update_record             
;
2023-05-08 deposited with the CCDC.	2023-05-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 N2 O2 S'
_chemical_formula_weight         390.49

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'
#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_Int_Tables_number      61


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.7372(4)
_cell_length_b                   13.4885(2)
_cell_length_c                   18.8423(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3999.68(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10425
_cell_measurement_theta_min      3.2900
_cell_measurement_theta_max      76.6920

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    1.601
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'


_exptl_absorpt_correction_T_min  0.7837
_exptl_absorpt_correction_T_max  0.8826
#===============================================================================

# 7. EXPERIMENTAL DATA


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000

_diffrn_reflns_number            15938
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.69
_diffrn_reflns_theta_max         77.81
_reflns_number_total             3992
_reflns_number_gt                3450
_reflns_threshold_expression     >2sigma(I)

_audit_creation_date             2023-01-30

_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'



_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0664P)²+0.8506P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00034(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3992
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1256
_refine_ls_wR_factor_gt          0.1206
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS




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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.89324(10) 0.43639(12) 0.47544(9) 0.0495(4) Uani 1 1 d . . .
C2 C 0.93563(12) 0.34935(13) 0.45710(11) 0.0615(4) Uani 1 1 d . . .
H2 H 0.9384 0.3300 0.4098 0.074 Uiso 1 1 calc R . .
C3 C 0.97352(14) 0.29187(16) 0.50860(13) 0.0762(6) Uani 1 1 d . . .
H3 H 1.0028 0.2346 0.4960 0.091 Uiso 1 1 calc R . .
C4 C 0.96792(16) 0.31955(17) 0.57866(13) 0.0860(7) Uani 1 1 d . . .
H4 H 0.9933 0.2807 0.6135 0.103 Uiso 1 1 calc R . .
C5 C 0.92475(15) 0.40474(16) 0.59758(12) 0.0738(6) Uani 1 1 d . . .
H5 H 0.9202 0.4222 0.6452 0.089 Uiso 1 1 calc R . .
C6 C 0.88797(11) 0.46451(12) 0.54572(9) 0.0533(4) Uani 1 1 d . . .
C7 C 0.84372(12) 0.55784(14) 0.56688(9) 0.0610(4) Uani 1 1 d . . .
H7A H 0.8048 0.5427 0.6053 0.073 Uiso 1 1 calc R . .
H7B H 0.8857 0.6038 0.5852 0.073 Uiso 1 1 calc R . .
C8 C 0.79841(9) 0.58182(11) 0.44230(8) 0.0453(3) Uani 1 1 d . . .
C9 C 0.85361(11) 0.49806(12) 0.41866(9) 0.0554(4) Uani 1 1 d . . .
H9A H 0.8199 0.4548 0.3887 0.066 Uiso 1 1 calc R . .
H9B H 0.8988 0.5251 0.3895 0.066 Uiso 1 1 calc R . .
C10 C 0.74568(11) 0.69307(14) 0.53384(9) 0.0569(4) Uani 1 1 d . . .
H10A H 0.7224 0.6794 0.5805 0.068 Uiso 1 1 calc R . .
H10B H 0.6984 0.7021 0.5014 0.068 Uiso 1 1 calc R . .
C11 C 0.79641(11) 0.78775(13) 0.53699(9) 0.0538(4) Uani 1 1 d . . .
C12 C 0.82146(15) 0.82659(16) 0.60167(10) 0.0711(5) Uani 1 1 d . . .
H12 H 0.8068 0.7937 0.6433 0.085 Uiso 1 1 calc R . .
C13 C 0.86763(18) 0.91295(17) 0.60561(14) 0.0869(7) Uani 1 1 d . . .
H13 H 0.8841 0.9377 0.6496 0.104 Uiso 1 1 calc R . .
C14 C 0.88956(16) 0.96280(16) 0.54455(15) 0.0847(7) Uani 1 1 d . . .
H14 H 0.9207 1.0213 0.5470 0.102 Uiso 1 1 calc R . .
C15 C 0.86485(15) 0.92508(15) 0.47940(13) 0.0757(6) Uani 1 1 d . . .
H15 H 0.8792 0.9585 0.4379 0.091 Uiso 1 1 calc R . .
C16 C 0.81917(13) 0.83847(15) 0.47578(10) 0.0646(5) Uani 1 1 d . . .
H16 H 0.8033 0.8135 0.4317 0.077 Uiso 1 1 calc R . .
C17 C 0.66872(10) 0.69870(10) 0.29010(7) 0.0434(3) Uani 1 1 d . . .
C18 C 0.58499(10) 0.66903(11) 0.29319(9) 0.0514(4) Uani 1 1 d . . .
H18 H 0.5715 0.6058 0.3093 0.062 Uiso 1 1 calc R . .
C19 C 0.52135(11) 0.73243(13) 0.27260(10) 0.0592(4) Uani 1 1 d . . .
H19 H 0.4651 0.7115 0.2741 0.071 Uiso 1 1 calc R . .
C20 C 0.54033(14) 0.82740(13) 0.24955(10) 0.0621(5) Uani 1 1 d . . .
C21 C 0.62424(16) 0.85663(12) 0.24866(11) 0.0680(5) Uani 1 1 d . . .
H21 H 0.6376 0.9208 0.2344 0.082 Uiso 1 1 calc R . .
C22 C 0.68878(12) 0.79355(12) 0.26827(9) 0.0577(4) Uani 1 1 d . . .
H22 H 0.7451 0.8145 0.2669 0.069 Uiso 1 1 calc R . .
C23 C 0.4694(2) 0.8961(2) 0.22671(16) 0.1073(10) Uani 1 1 d . . .
H23A H 0.4758 0.9589 0.2500 0.161 Uiso 1 1 calc R . .
H23B H 0.4157 0.8675 0.2393 0.161 Uiso 1 1 calc R . .
H23C H 0.4718 0.9055 0.1762 0.161 Uiso 1 1 calc R . .
N1 N 0.79624(9) 0.60723(10) 0.51051(7) 0.0491(3) Uani 1 1 d . . .
N2 N 0.75131(8) 0.63395(10) 0.39814(8) 0.0516(4) Uani 1 1 d . . .
O1 O 0.82660(9) 0.64350(13) 0.28131(8) 0.0831(5) Uani 1 1 d . . .
O2 O 0.71838(10) 0.51640(9) 0.29733(8) 0.0749(4) Uani 1 1 d . . .
S1 S 0.74895(2) 0.61395(3) 0.31460(2) 0.05060(16) Uani 1 1 d . . .


_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
C1 C6 1.380(2) . ?
C1 C2 1.394(2) . ?
C1 C9 1.492(2) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.493(3) . ?
C7 N1 1.460(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N2 1.318(2) . ?
C8 N1 1.330(2) . ?
C8 C9 1.493(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N1 1.472(2) . ?
C10 C11 1.507(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.384(2) . ?
C11 C16 1.388(3) . ?
C12 C13 1.375(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.378(2) . ?
C17 C22 1.380(2) . ?
C17 S1 1.7647(15) . ?
C18 C19 1.373(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(3) . ?
C20 C23 1.513(3) . ?
C21 C22 1.376(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N2 S1 1.5974(15) . ?
O1 S1 1.4303(15) . ?
O2 S1 1.4383(14) . ?

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
C6 C1 C2 119.88(15) . . ?
C6 C1 C9 120.66(15) . . ?
C2 C1 C9 119.46(16) . . ?
C3 C2 C1 120.43(19) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.35(19) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.29(18) . . ?
C1 C6 C7 121.06(14) . . ?
C5 C6 C7 119.65(17) . . ?
N1 C7 C6 115.43(14) . . ?
N1 C7 H7A 108.4 . . ?
C6 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
C6 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
N2 C8 N1 117.26(14) . . ?
N2 C8 C9 122.86(14) . . ?
N1 C8 C9 119.87(14) . . ?
C1 C9 C8 116.81(14) . . ?
C1 C9 H9A 108.1 . . ?
C8 C9 H9A 108.1 . . ?
C1 C9 H9B 108.1 . . ?
C8 C9 H9B 108.1 . . ?
H9A C9 H9B 107.3 . . ?
N1 C10 C11 113.07(13) . . ?
N1 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N1 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C16 118.14(18) . . ?
C12 C11 C10 120.42(17) . . ?
C16 C11 C10 121.44(16) . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.1(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 120.87(18) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C18 C17 C22 120.02(15) . . ?
C18 C17 S1 119.00(11) . . ?
C22 C17 S1 120.98(13) . . ?
C19 C18 C17 120.30(15) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.49(17) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 118.36(16) . . ?
C21 C20 C23 121.9(2) . . ?
C19 C20 C23 119.8(2) . . ?
C22 C21 C20 121.82(16) . . ?
C22 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
C21 C22 C17 118.98(17) . . ?
C21 C22 H22 120.5 . . ?
C17 C22 H22 120.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C7 124.90(14) . . ?
C8 N1 C10 120.33(13) . . ?
C7 N1 C10 114.73(13) . . ?
C8 N2 S1 123.04(12) . . ?
O1 S1 O2 116.20(10) . . ?
O1 S1 N2 111.42(9) . . ?
O2 S1 N2 112.66(9) . . ?
O1 S1 C17 108.42(8) . . ?
O2 S1 C17 107.11(7) . . ?
N2 S1 C17 99.50(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.0(3) . . . . ?
C9 C1 C2 C3 179.26(18) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 -1.3(4) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C9 C1 C6 C5 179.24(17) . . . . ?
C2 C1 C6 C7 179.39(16) . . . . ?
C9 C1 C6 C7 -0.9(3) . . . . ?
C4 C5 C6 C1 1.7(3) . . . . ?
C4 C5 C6 C7 -178.2(2) . . . . ?
C1 C6 C7 N1 9.2(2) . . . . ?
C5 C6 C7 N1 -170.95(17) . . . . ?
C6 C1 C9 C8 -8.5(2) . . . . ?
C2 C1 C9 C8 171.18(15) . . . . ?
N2 C8 C9 C1 -171.20(15) . . . . ?
N1 C8 C9 C1 9.6(2) . . . . ?
N1 C10 C11 C12 -105.24(19) . . . . ?
N1 C10 C11 C16 74.9(2) . . . . ?
C16 C11 C12 C13 0.0(3) . . . . ?
C10 C11 C12 C13 -179.9(2) . . . . ?
C11 C12 C13 C14 0.3(4) . . . . ?
C12 C13 C14 C15 -0.1(4) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 C11 0.5(3) . . . . ?
C12 C11 C16 C15 -0.4(3) . . . . ?
C10 C11 C16 C15 179.49(17) . . . . ?
C22 C17 C18 C19 2.0(3) . . . . ?
S1 C17 C18 C19 -178.20(14) . . . . ?
C17 C18 C19 C20 -1.0(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C18 C19 C20 C23 179.7(2) . . . . ?
C19 C20 C21 C22 1.6(3) . . . . ?
C23 C20 C21 C22 -178.8(2) . . . . ?
C20 C21 C22 C17 -0.7(3) . . . . ?
C18 C17 C22 C21 -1.1(3) . . . . ?
S1 C17 C22 C21 179.04(14) . . . . ?
N2 C8 N1 C7 179.71(16) . . . . ?
C9 C8 N1 C7 -1.1(2) . . . . ?
N2 C8 N1 C10 -2.6(2) . . . . ?
C9 C8 N1 C10 176.67(15) . . . . ?
C6 C7 N1 C8 -8.4(2) . . . . ?
C6 C7 N1 C10 173.81(15) . . . . ?
C11 C10 N1 C8 -93.23(18) . . . . ?
C11 C10 N1 C7 84.71(18) . . . . ?
N1 C8 N2 S1 178.54(12) . . . . ?
C9 C8 N2 S1 -0.7(2) . . . . ?
C8 N2 S1 O1 -71.01(16) . . . . ?
C8 N2 S1 O2 61.66(16) . . . . ?
C8 N2 S1 C17 174.81(14) . . . . ?
C18 C17 S1 O1 156.86(14) . . . . ?
C22 C17 S1 O1 -23.32(16) . . . . ?
C18 C17 S1 O2 30.74(15) . . . . ?
C22 C17 S1 O2 -149.43(14) . . . . ?
C18 C17 S1 N2 -86.66(14) . . . . ?
C22 C17 S1 N2 93.17(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.937
_diffrn_reflns_theta_full        77.81
_diffrn_measured_fraction_theta_full 0.936
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.036


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#                         END of data
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