# Electronic Supplementary Material (ESI) 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_4ob
_database_code_depnum_ccdc_archive 'CCDC 2184883'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;

_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_publcif_datablock.id            {3315b4f3-e337-49df-86d8-fdbe8cfcac09}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H29 N O3 S'
_chemical_formula_weight         555.66

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   18.5043(18)
_cell_length_b                   8.0564(8)
_cell_length_c                   18.6190(19)
_cell_angle_alpha                90
_cell_angle_beta                 103.185(4)
_cell_angle_gamma                90
_cell_volume                     2702.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9835
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.49

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.160
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_T_max  0.7392
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\ f and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            132550
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0974
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5900
_reflns_number_gt                5062
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²+2.1533P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0066(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5900
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.41428(9) 0.2612(2) 0.49472(9) 0.0199(3) Uani 1 1 d . . . . .
C2 C 0.46886(10) 0.2139(2) 0.55574(10) 0.0243(4) Uani 1 1 d . . . . .
H2 H 0.4854 0.1022 0.5628 0.029 Uiso 1 1 calc R U . . .
C3 C 0.49779(10) 0.3370(3) 0.60556(10) 0.0278(4) Uani 1 1 d . . . . .
H3 H 0.5353 0.3098 0.6479 0.033 Uiso 1 1 calc R U . . .
C4 C 0.47296(9) 0.5009(2) 0.59485(10) 0.0255(4) Uani 1 1 d . . . . .
H4 H 0.4940 0.5834 0.6299 0.031 Uiso 1 1 calc R U . . .
C5 C 0.41794(9) 0.5449(2) 0.53366(9) 0.0222(4) Uani 1 1 d . . . . .
H5 H 0.4010 0.6563 0.5267 0.027 Uiso 1 1 calc R U . . .
C6 C 0.38805(9) 0.4223(2) 0.48259(9) 0.0186(3) Uani 1 1 d . . . . .
C7 C 0.33025(8) 0.4378(2) 0.41449(9) 0.0166(3) Uani 1 1 d . . . . .
C8 C 0.29575(9) 0.5750(2) 0.38504(9) 0.0187(3) Uani 1 1 d . . . . .
H8 H 0.3090 0.6778 0.4094 0.022 Uiso 1 1 calc R U . . .
C9 C 0.23647(8) 0.57353(19) 0.31453(9) 0.0168(3) Uani 1 1 d . . . . .
H9 H 0.2586 0.6175 0.2741 0.020 Uiso 1 1 calc R U . . .
C10 C 0.21127(9) 0.39385(19) 0.29510(9) 0.0174(3) Uani 1 1 d . . . . .
H10A H 0.1802 0.3558 0.3287 0.021 Uiso 1 1 calc R U . . .
H10B H 0.1806 0.3901 0.2441 0.021 Uiso 1 1 calc R U . . .
C11 C 0.27747(9) 0.27729(19) 0.30155(9) 0.0169(3) Uani 1 1 d . . . . .
C12 C 0.25781(9) 0.1018(2) 0.26978(9) 0.0192(3) Uani 1 1 d . . . . .
H12A H 0.2041 0.0795 0.2631 0.023 Uiso 1 1 calc R U . . .
H12B H 0.2861 0.0160 0.3027 0.023 Uiso 1 1 calc R U . . .
C13 C 0.28021(9) 0.1041(2) 0.19452(9) 0.0184(3) Uani 1 1 d . . . . .
C14 C 0.34836(9) 0.2191(2) 0.21604(9) 0.0192(3) Uani 1 1 d . . . . .
H14A H 0.3917 0.1579 0.2451 0.023 Uiso 1 1 calc R U . . .
H14B H 0.3616 0.2660 0.1716 0.023 Uiso 1 1 calc R U . . .
C15 C 0.30200(9) -0.0684(2) 0.17101(9) 0.0201(3) Uani 1 1 d . . . . .
C16 C 0.36083(10) -0.1547(2) 0.21531(10) 0.0242(4) Uani 1 1 d . . . . .
H16 H 0.3855 -0.1095 0.2615 0.029 Uiso 1 1 calc R U . . .
C17 C 0.38384(11) -0.3068(2) 0.19263(10) 0.0289(4) Uani 1 1 d . . . . .
H17 H 0.4248 -0.3632 0.2229 0.035 Uiso 1 1 calc R U . . .
C18 C 0.34729(11) -0.3757(2) 0.12626(10) 0.0279(4) Uani 1 1 d . . . . .
H18 H 0.3635 -0.4786 0.1105 0.033 Uiso 1 1 calc R U . . .
C19 C 0.28730(10) -0.2949(2) 0.08303(10) 0.0249(4) Uani 1 1 d . . . . .
H19 H 0.2610 -0.3438 0.0382 0.030 Uiso 1 1 calc R U . . .
C20 C 0.26517(10) -0.1416(2) 0.10500(10) 0.0226(4) Uani 1 1 d . . . . .
H20 H 0.2242 -0.0859 0.0744 0.027 Uiso 1 1 calc R U . . .
C21 C 0.22117(9) 0.1830(2) 0.13234(9) 0.0194(3) Uani 1 1 d . . . . .
C22 C 0.14594(10) 0.1759(2) 0.13063(10) 0.0237(4) Uani 1 1 d . . . . .
H22 H 0.1299 0.1258 0.1705 0.028 Uiso 1 1 calc R U . . .
C23 C 0.09361(10) 0.2408(2) 0.07158(11) 0.0300(4) Uani 1 1 d . . . . .
H23 H 0.0423 0.2346 0.0716 0.036 Uiso 1 1 calc R U . . .
C24 C 0.11553(11) 0.3140(2) 0.01305(11) 0.0320(4) Uani 1 1 d . . . . .
H24 H 0.0797 0.3606 -0.0267 0.038 Uiso 1 1 calc R U . . .
C25 C 0.19018(11) 0.3190(2) 0.01282(11) 0.0314(4) Uani 1 1 d . . . . .
H25 H 0.2059 0.3672 -0.0276 0.038 Uiso 1 1 calc R U . . .
C26 C 0.24211(10) 0.2536(2) 0.07179(10) 0.0253(4) Uani 1 1 d . . . . .
H26 H 0.2932 0.2569 0.0709 0.030 Uiso 1 1 calc R U . . .
C27 C 0.17031(9) 0.68232(19) 0.31910(9) 0.0165(3) Uani 1 1 d . . . . .
C28 C 0.15666(9) 0.7222(2) 0.38647(9) 0.0216(4) Uani 1 1 d . . . . .
H28 H 0.1888 0.6807 0.4300 0.026 Uiso 1 1 calc R U . . .
C29 C 0.09605(10) 0.8235(2) 0.39267(10) 0.0266(4) Uani 1 1 d . . . . .
H29 H 0.0880 0.8490 0.4400 0.032 Uiso 1 1 calc R U . . .
C30 C 0.04921(10) 0.8845(2) 0.33126(10) 0.0257(4) Uani 1 1 d . . . . .
H30 H 0.0094 0.9550 0.3360 0.031 Uiso 1 1 calc R U . . .
C31 C 0.05945(9) 0.8438(2) 0.26042(10) 0.0203(3) Uani 1 1 d . . . . .
C32 C 0.00957(9) 0.9027(2) 0.19578(10) 0.0250(4) Uani 1 1 d . . . . .
H32 H -0.0307 0.9720 0.2003 0.030 Uiso 1 1 calc R U . . .
C33 C 0.01853(10) 0.8615(2) 0.12761(11) 0.0283(4) Uani 1 1 d . . . . .
H33 H -0.0155 0.9012 0.0849 0.034 Uiso 1 1 calc R U . . .
C34 C 0.07841(10) 0.7596(2) 0.12037(10) 0.0268(4) Uani 1 1 d . . . . .
H34 H 0.0843 0.7307 0.0726 0.032 Uiso 1 1 calc R U . . .
C35 C 0.12813(9) 0.7017(2) 0.18130(9) 0.0210(3) Uani 1 1 d . . . . .
H35 H 0.1683 0.6341 0.1752 0.025 Uiso 1 1 calc R U . . .
C36 C 0.12054(9) 0.74136(19) 0.25357(9) 0.0168(3) Uani 1 1 d . . . . .
N1 N 0.31459(7) 0.27791(16) 0.38093(7) 0.0172(3) Uani 1 1 d . . . . .
O1 O 0.42614(7) 0.09197(16) 0.37703(7) 0.0264(3) Uani 1 1 d . . . . .
O2 O 0.33559(8) -0.00483(15) 0.44364(7) 0.0284(3) Uani 1 1 d . . . . .
O3 O 0.32585(6) 0.34717(14) 0.25933(6) 0.0198(3) Uani 1 1 d . . . . .
S1 S 0.37401(2) 0.13326(5) 0.42096(2) 0.01979(11) 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 1.386(2) . ?
C1 C2 1.390(2) . ?
C1 S1 1.7428(18) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.466(2) . ?
C7 C8 1.330(2) . ?
C7 N1 1.432(2) . ?
C8 C9 1.507(2) . ?
C8 H8 0.9500 . ?
C9 C27 1.524(2) . ?
C9 C10 1.538(2) . ?
C9 H9 1.0000 . ?
C10 C11 1.526(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O3 1.4344(19) . ?
C11 N1 1.481(2) . ?
C11 C12 1.544(2) . ?
C12 C13 1.549(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C21 1.536(2) . ?
C13 C15 1.539(2) . ?
C13 C14 1.542(2) . ?
C14 O3 1.4287(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.392(2) . ?
C15 C20 1.393(2) . ?
C16 C17 1.394(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.377(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.386(2) . ?
C21 C26 1.394(2) . ?
C22 C23 1.391(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.379(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.373(2) . ?
C27 C36 1.432(2) . ?
C28 C29 1.413(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.360(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.413(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.421(2) . ?
C31 C36 1.429(2) . ?
C32 C33 1.358(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.410(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.369(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.421(2) . ?
C35 H35 0.9500 . ?
N1 S1 1.6580(14) . ?
O1 S1 1.4389(13) . ?
O2 S1 1.4347(13) . ?

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 123.52(17) . . ?
C6 C1 S1 110.77(13) . . ?
C2 C1 S1 125.59(14) . . ?
C3 C2 C1 116.75(17) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 C4 121.26(17) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 120.88(17) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 118.76(17) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 118.83(16) . . ?
C1 C6 C7 112.32(15) . . ?
C5 C6 C7 128.85(15) . . ?
C8 C7 N1 122.47(15) . . ?
C8 C7 C6 127.89(15) . . ?
N1 C7 C6 109.64(13) . . ?
C7 C8 C9 122.58(15) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C8 C9 C27 112.43(13) . . ?
C8 C9 C10 109.48(13) . . ?
C27 C9 C10 110.49(13) . . ?
C8 C9 H9 108.1 . . ?
C27 C9 H9 108.1 . . ?
C10 C9 H9 108.1 . . ?
C11 C10 C9 111.44(13) . . ?
C11 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
O3 C11 N1 109.89(12) . . ?
O3 C11 C10 107.78(12) . . ?
N1 C11 C10 104.93(12) . . ?
O3 C11 C12 105.74(12) . . ?
N1 C11 C12 113.62(13) . . ?
C10 C11 C12 114.75(13) . . ?
C11 C12 C13 104.31(13) . . ?
C11 C12 H12A 110.9 . . ?
C13 C12 H12A 110.9 . . ?
C11 C12 H12B 110.9 . . ?
C13 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C21 C13 C15 110.29(13) . . ?
C21 C13 C14 110.25(13) . . ?
C15 C13 C14 111.39(13) . . ?
C21 C13 C12 113.31(13) . . ?
C15 C13 C12 112.82(13) . . ?
C14 C13 C12 98.27(13) . . ?
O3 C14 C13 104.71(12) . . ?
O3 C14 H14A 110.8 . . ?
C13 C14 H14A 110.8 . . ?
O3 C14 H14B 110.8 . . ?
C13 C14 H14B 110.8 . . ?
H14A C14 H14B 108.9 . . ?
C16 C15 C20 118.04(16) . . ?
C16 C15 C13 120.18(15) . . ?
C20 C15 C13 121.76(15) . . ?
C15 C16 C17 120.73(17) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 120.20(18) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C17 119.81(17) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 119.98(17) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C15 121.17(17) . . ?
C19 C20 H20 119.4 . . ?
C15 C20 H20 119.4 . . ?
C22 C21 C26 117.45(16) . . ?
C22 C21 C13 122.54(15) . . ?
C26 C21 C13 119.81(15) . . ?
C21 C22 C23 121.14(17) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 120.54(18) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.28(18) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C24 C25 C26 119.89(18) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C21 121.66(17) . . ?
C25 C26 H26 119.2 . . ?
C21 C26 H26 119.2 . . ?
C28 C27 C36 118.95(14) . . ?
C28 C27 C9 120.22(14) . . ?
C36 C27 C9 120.81(14) . . ?
C27 C28 C29 121.65(16) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 H28 119.2 . . ?
C30 C29 C28 120.39(16) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 120.36(16) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C32 120.90(16) . . ?
C30 C31 C36 119.65(15) . . ?
C32 C31 C36 119.44(16) . . ?
C33 C32 C31 121.05(16) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C32 C33 C34 119.86(17) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 120.88(17) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C36 121.02(16) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C35 C36 C31 117.75(15) . . ?
C35 C36 C27 123.30(15) . . ?
C31 C36 C27 118.95(15) . . ?
C7 N1 C11 116.12(13) . . ?
C7 N1 S1 112.87(11) . . ?
C11 N1 S1 123.74(11) . . ?
C14 O3 C11 108.93(12) . . ?
O2 S1 O1 115.44(8) . . ?
O2 S1 N1 110.79(8) . . ?
O1 S1 N1 111.64(7) . . ?
O2 S1 C1 112.22(8) . . ?
O1 S1 C1 111.30(8) . . ?
N1 S1 C1 93.38(7) . . ?

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.052



loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_10aa
_database_code_depnum_ccdc_archive 'CCDC 2269306'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;

_audit_update_record             
;
2023-06-12 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_publcif_datablock.id            {8fc697ae-94ab-4880-8832-526295efd1f8}

# publcif _publ_body_element loop end
_audit_creation_date             2023-05-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H23 N O3 S'
_chemical_formula_sum            'C21 H23 N O3 S'
_chemical_formula_weight         369.46
_chemical_absolute_configuration ad
_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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'

_cell_length_a                   10.2093(5)
_cell_length_b                   12.4520(6)
_cell_length_c                   14.4031(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1831.01(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      79.76
_cell_measurement_theta_min      7.11
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.738
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_correction_T_min  0.5105
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1337 before and 0.0804 after correction.
The Ratio of minimum to maximum transmission is 0.6768.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            71574
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         80.143
_diffrn_reflns_theta_min         3.068
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.966
_reflns_number_gt                3878
_reflns_number_total             3884
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details 
;
 Flack x determined using 1654 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.287(3)
_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     237
_refine_ls_number_reflns         3884
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.067
_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)+(0.0399P)²+0.8956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0874
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9993(2)
 0.0007(2)
2. 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
3.a Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21)
3.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1 C 0.5975(2) 0.9268(2) 0.59995(17) 0.0269(5) Uani 1 1 d . . . . .
C2 C 0.5785(3) 1.0064(2) 0.66633(19) 0.0367(6) Uani 1 1 d . . . . .
H2 H 0.541738 1.073992 0.650343 0.044 Uiso 1 1 calc R U . . .
C3 C 0.6152(3) 0.9831(3) 0.7566(2) 0.0445(8) Uani 1 1 d . . . . .
H3 H 0.604581 1.035556 0.803870 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6677(3) 0.8829(3) 0.7783(2) 0.0439(8) Uani 1 1 d . . . . .
H4 H 0.690974 0.867588 0.840739 0.053 Uiso 1 1 calc R U . . .
C5 C 0.6868(3) 0.8048(2) 0.71073(18) 0.0352(6) Uani 1 1 d . . . . .
H5 H 0.723012 0.736971 0.726471 0.042 Uiso 1 1 calc R U . . .
C6 C 0.6517(2) 0.82805(19) 0.61944(17) 0.0257(5) Uani 1 1 d . . . . .
C7 C 0.6698(2) 0.75790(18) 0.53580(15) 0.0230(5) Uani 1 1 d . . . . .
H7 H 0.765346 0.750814 0.521833 0.028 Uiso 1 1 calc R U . . .
C8 C 0.6081(2) 0.64649(18) 0.54129(15) 0.0230(5) Uani 1 1 d . . . . .
H8A H 0.513180 0.652842 0.554357 0.028 Uiso 1 1 calc R U . . .
H8B H 0.649022 0.604734 0.592063 0.028 Uiso 1 1 calc R U . . .
C9 C 0.6293(2) 0.58898(17) 0.44795(16) 0.0217(4) Uani 1 1 d . . . . .
H9 H 0.725910 0.581333 0.438449 0.026 Uiso 1 1 calc R U . . .
C10 C 0.5744(2) 0.65489(16) 0.36556(15) 0.0203(4) Uani 1 1 d . . . . .
H10 H 0.476725 0.655754 0.370923 0.024 Uiso 1 1 calc R U . . .
C11 C 0.6226(2) 0.77237(17) 0.36547(15) 0.0219(4) Uani 1 1 d . . . . .
C12 C 0.7991(3) 0.7301(2) 0.26071(18) 0.0329(6) Uani 1 1 d . . . . .
H12A H 0.895542 0.733985 0.254611 0.040 Uiso 1 1 calc R U . . .
H12B H 0.760127 0.772792 0.209723 0.040 Uiso 1 1 calc R U . . .
C13 C 0.7557(3) 0.6140(2) 0.2514(2) 0.0352(6) Uani 1 1 d . . . . .
H13A H 0.806854 0.568816 0.294828 0.042 Uiso 1 1 calc R U . . .
H13B H 0.773546 0.588669 0.187509 0.042 Uiso 1 1 calc R U . . .
C14 C 0.6101(3) 0.60171(19) 0.27244(16) 0.0282(5) Uani 1 1 d . . . . .
H14A H 0.587393 0.524456 0.274824 0.034 Uiso 1 1 calc R U . . .
H14B H 0.558323 0.635136 0.221991 0.034 Uiso 1 1 calc R U . . .
C15 C 0.5469(3) 0.84102(19) 0.29579(16) 0.0295(6) Uani 1 1 d . . . . .
H15A H 0.586925 0.912431 0.292004 0.044 Uiso 1 1 calc R U . . .
H15B H 0.455694 0.847912 0.316119 0.044 Uiso 1 1 calc R U . . .
H15C H 0.549583 0.806761 0.234566 0.044 Uiso 1 1 calc R U . . .
C16 C 0.5709(3) 0.47698(17) 0.45006(16) 0.0234(4) Uani 1 1 d . . . . .
C17 C 0.6508(3) 0.3869(2) 0.4423(2) 0.0356(6) Uani 1 1 d . . . . .
H17 H 0.742820 0.395648 0.435954 0.043 Uiso 1 1 calc R U . . .
C18 C 0.5975(3) 0.2840(2) 0.4437(2) 0.0429(7) Uani 1 1 d . . . . .
H18 H 0.653239 0.223241 0.438106 0.051 Uiso 1 1 calc R U . . .
C19 C 0.4637(3) 0.2696(2) 0.45329(18) 0.0367(7) Uani 1 1 d . . . . .
H19 H 0.427567 0.199298 0.455085 0.044 Uiso 1 1 calc R U . . .
C20 C 0.3833(3) 0.3585(2) 0.46020(18) 0.0358(6) Uani 1 1 d . . . . .
H20 H 0.291247 0.349522 0.465787 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4370(3) 0.46130(18) 0.45899(17) 0.0303(5) Uani 1 1 d . . . . .
H21 H 0.380882 0.521819 0.464390 0.036 Uiso 1 1 calc R U . . .
N1 N 0.6045(2) 0.81547(15) 0.45911(13) 0.0264(5) Uani 1 1 d . . . . .
O1 O 0.42731(19) 0.95895(16) 0.46532(13) 0.0390(5) Uani 1 1 d . . . . .
O2 O 0.6495(2) 1.01707(14) 0.43923(13) 0.0356(5) Uani 1 1 d . . . . .
O3 O 0.76074(17) 0.77584(13) 0.34838(11) 0.0265(4) Uani 1 1 d . . . . .
S1 S 0.56370(5) 0.93998(4) 0.48136(4) 0.02194(15) 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 1.391(3) . ?
C1 C6 1.377(4) . ?
C1 S1 1.750(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(3) . ?
C6 C7 1.500(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.526(3) . ?
C7 N1 1.476(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.539(3) . ?
C9 H9 1.0000 . ?
C9 C10 1.548(3) . ?
C9 C16 1.517(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.544(3) . ?
C10 C14 1.540(3) . ?
C11 C15 1.528(3) . ?
C11 N1 1.463(3) . ?
C11 O3 1.432(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.518(4) . ?
C12 O3 1.439(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.525(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.392(3) . ?
C16 C21 1.387(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.382(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.392(3) . ?
C21 H21 0.9500 . ?
N1 S1 1.637(2) . ?
O1 S1 1.431(2) . ?
O2 S1 1.4343(18) . ?

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 S1 125.2(2) . . ?
C6 C1 C2 123.5(2) . . ?
C6 C1 S1 111.24(18) . . ?
C1 C2 H2 121.4 . . ?
C3 C2 C1 117.3(3) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.6(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.7(3) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 113.9(2) . . ?
C5 C6 C7 127.3(2) . . ?
C6 C7 H7 109.5 . . ?
C6 C7 C8 115.92(19) . . ?
C8 C7 H7 109.5 . . ?
N1 C7 C6 105.23(19) . . ?
N1 C7 H7 109.5 . . ?
N1 C7 C8 107.08(18) . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
C7 C8 C9 108.64(18) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
C8 C9 H9 107.6 . . ?
C8 C9 C10 111.83(17) . . ?
C10 C9 H9 107.6 . . ?
C16 C9 C8 110.79(19) . . ?
C16 C9 H9 107.6 . . ?
C16 C9 C10 111.11(19) . . ?
C9 C10 H10 107.9 . . ?
C11 C10 C9 112.80(18) . . ?
C11 C10 H10 107.9 . . ?
C14 C10 C9 110.74(18) . . ?
C14 C10 H10 107.9 . . ?
C14 C10 C11 109.35(19) . . ?
C15 C11 C10 111.68(18) . . ?
N1 C11 C10 107.84(18) . . ?
N1 C11 C15 109.64(18) . . ?
O3 C11 C10 110.05(18) . . ?
O3 C11 C15 111.6(2) . . ?
O3 C11 N1 105.78(18) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
O3 C12 H12A 109.2 . . ?
O3 C12 H12B 109.2 . . ?
O3 C12 C13 112.0(2) . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C12 C13 C14 111.3(2) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C10 C14 H14A 109.4 . . ?
C10 C14 H14B 109.4 . . ?
C13 C14 C10 111.1(2) . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C9 120.6(2) . . ?
C21 C16 C9 121.3(2) . . ?
C21 C16 C17 118.1(2) . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.3(2) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.1(3) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 121.3(2) . . ?
C16 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C7 N1 S1 115.36(15) . . ?
C11 N1 C7 117.03(19) . . ?
C11 N1 S1 124.05(15) . . ?
C11 O3 C12 113.99(19) . . ?
N1 S1 C1 92.97(11) . . ?
O1 S1 C1 111.40(12) . . ?
O1 S1 N1 111.85(12) . . ?
O1 S1 O2 114.55(13) . . ?
O2 S1 C1 110.82(12) . . ?
O2 S1 N1 113.31(12) . . ?

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
C1 C2 C3 C4 -0.6(4) . . . . ?
C1 C6 C7 C8 -125.6(2) . . . . ?
C1 C6 C7 N1 -7.5(3) . . . . ?
C2 C1 C6 C5 1.6(4) . . . . ?
C2 C1 C6 C7 -176.5(2) . . . . ?
C2 C1 S1 N1 -177.2(2) . . . . ?
C2 C1 S1 O1 -62.4(3) . . . . ?
C2 C1 S1 O2 66.4(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
C4 C5 C6 C1 -1.1(4) . . . . ?
C4 C5 C6 C7 176.9(3) . . . . ?
C5 C6 C7 C8 56.4(3) . . . . ?
C5 C6 C7 N1 174.5(2) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C6 C1 S1 N1 5.53(19) . . . . ?
C6 C1 S1 O1 120.40(18) . . . . ?
C6 C1 S1 O2 -110.81(19) . . . . ?
C6 C7 C8 C9 176.7(2) . . . . ?
C6 C7 N1 C11 171.63(19) . . . . ?
C6 C7 N1 S1 12.0(2) . . . . ?
C7 C8 C9 C10 -56.1(2) . . . . ?
C7 C8 C9 C16 179.38(18) . . . . ?
C7 N1 S1 C1 -10.53(19) . . . . ?
C7 N1 S1 O1 -125.01(18) . . . . ?
C7 N1 S1 O2 103.67(19) . . . . ?
C8 C7 N1 C11 -64.5(3) . . . . ?
C8 C7 N1 S1 135.89(17) . . . . ?
C8 C9 C10 C11 50.9(3) . . . . ?
C8 C9 C10 C14 173.84(19) . . . . ?
C8 C9 C16 C17 -115.6(2) . . . . ?
C8 C9 C16 C21 64.9(3) . . . . ?
C9 C10 C11 C15 -168.7(2) . . . . ?
C9 C10 C11 N1 -48.2(2) . . . . ?
C9 C10 C11 O3 66.7(2) . . . . ?
C9 C10 C14 C13 -71.6(2) . . . . ?
C9 C16 C17 C18 -179.7(2) . . . . ?
C9 C16 C21 C20 179.5(2) . . . . ?
C10 C9 C16 C17 119.5(3) . . . . ?
C10 C9 C16 C21 -60.0(3) . . . . ?
C10 C11 N1 C7 57.5(3) . . . . ?
C10 C11 N1 S1 -144.84(18) . . . . ?
C10 C11 O3 C12 60.2(2) . . . . ?
C11 C10 C14 C13 53.3(3) . . . . ?
C11 N1 S1 C1 -168.6(2) . . . . ?
C11 N1 S1 O1 77.0(2) . . . . ?
C11 N1 S1 O2 -54.3(2) . . . . ?
C12 C13 C14 C10 -50.9(3) . . . . ?
C13 C12 O3 C11 -57.6(3) . . . . ?
C14 C10 C11 C15 67.6(3) . . . . ?
C14 C10 C11 N1 -171.89(19) . . . . ?
C14 C10 C11 O3 -56.9(2) . . . . ?
C15 C11 N1 C7 179.3(2) . . . . ?
C15 C11 N1 S1 -23.0(3) . . . . ?
C15 C11 O3 C12 -64.4(2) . . . . ?
C16 C9 C10 C11 175.28(19) . . . . ?
C16 C9 C10 C14 -61.8(3) . . . . ?
C16 C17 C18 C19 -0.3(5) . . . . ?
C17 C16 C21 C20 0.0(4) . . . . ?
C17 C18 C19 C20 0.8(5) . . . . ?
C18 C19 C20 C21 -1.0(4) . . . . ?
C19 C20 C21 C16 0.6(4) . . . . ?
C21 C16 C17 C18 -0.2(4) . . . . ?
N1 C7 C8 C9 59.6(2) . . . . ?
N1 C11 O3 C12 176.40(18) . . . . ?
O3 C11 N1 C7 -60.3(2) . . . . ?
O3 C11 N1 S1 97.4(2) . . . . ?
O3 C12 C13 C14 51.7(3) . . . . ?
S1 C1 C2 C3 -177.7(2) . . . . ?
S1 C1 C6 C5 178.9(2) . . . . ?
S1 C1 C6 C7 0.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9993(2)
2 0.0007(2)

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_3dj
_database_code_depnum_ccdc_archive 'CCDC 2184884'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;

_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_publcif_datablock.id            {0a453663-b0cc-4e00-a519-f37dcd56d180}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H25 N O4 S'
_chemical_formula_weight         411.50

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   10.2361(15)
_cell_length_b                   18.336(3)
_cell_length_c                   10.7234(18)
_cell_angle_alpha                90
_cell_angle_beta                 98.878(7)
_cell_angle_gamma                90
_cell_volume                     1988.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9641
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.49

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.193
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7049
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\ F and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            107127
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.300
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4308
_reflns_number_gt                4173
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0599P)²+0.8183P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.064(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4308
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_restrained_S_all      1.188
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 1.03268(12) 0.38560(7) 0.46030(12) 0.0149(3) Uani 1 1 d . . . . .
C2 C 1.16113(13) 0.40415(7) 0.51271(13) 0.0182(3) Uani 1 1 d . . . . .
H2 H 1.2082 0.3776 0.5814 0.022 Uiso 1 1 calc R U . . .
C3 C 1.21766(13) 0.46333(7) 0.46004(14) 0.0200(3) Uani 1 1 d . . . . .
H3 H 1.3048 0.4783 0.4938 0.024 Uiso 1 1 calc R U . . .
C4 C 1.14740(14) 0.50112(7) 0.35776(14) 0.0209(3) Uani 1 1 d . . . . .
H4 H 1.1882 0.5411 0.3227 0.025 Uiso 1 1 calc R U . . .
C5 C 1.01929(13) 0.48151(7) 0.30630(13) 0.0193(3) Uani 1 1 d . . . . .
H5 H 0.9728 0.5074 0.2365 0.023 Uiso 1 1 calc R U . . .
C6 C 0.96032(12) 0.42280(7) 0.35947(12) 0.0151(3) Uani 1 1 d . . . . .
C7 C 0.82553(12) 0.39362(7) 0.32643(12) 0.0144(3) Uani 1 1 d . . . . .
C8 C 0.69184(12) 0.28595(7) 0.37753(11) 0.0138(3) Uani 1 1 d . . . . .
C9 C 0.57035(12) 0.33155(7) 0.31953(12) 0.0142(3) Uani 1 1 d . . . . .
H9 H 0.4986 0.2963 0.2871 0.017 Uiso 1 1 calc R U . . .
C10 C 0.59895(12) 0.37751(7) 0.20425(12) 0.0157(3) Uani 1 1 d . . . . .
H10 H 0.6026 0.3425 0.1334 0.019 Uiso 1 1 calc R U . . .
C11 C 0.73256(13) 0.41353(7) 0.23126(12) 0.0163(3) Uani 1 1 d . . . . .
H11 H 0.7515 0.4523 0.1780 0.020 Uiso 1 1 calc R U . . .
C12 C 0.72802(13) 0.22767(7) 0.28711(12) 0.0173(3) Uani 1 1 d . . . . .
H12A H 0.8008 0.1979 0.3301 0.026 Uiso 1 1 calc R U . . .
H12B H 0.7554 0.2512 0.2132 0.026 Uiso 1 1 calc R U . . .
H12C H 0.6510 0.1966 0.2600 0.026 Uiso 1 1 calc R U . . .
C13 C 0.48607(13) 0.43052(7) 0.16020(12) 0.0162(3) Uani 1 1 d . . . . .
C14 C 0.36429(13) 0.40257(7) 0.10181(12) 0.0181(3) Uani 1 1 d . . . . .
H14 H 0.3555 0.3516 0.0867 0.022 Uiso 1 1 calc R U . . .
C15 C 0.25667(13) 0.44766(8) 0.06574(12) 0.0189(3) Uani 1 1 d . . . . .
H15 H 0.1747 0.4275 0.0275 0.023 Uiso 1 1 calc R U . . .
C16 C 0.26866(13) 0.52312(7) 0.08566(12) 0.0182(3) Uani 1 1 d . . . . .
C17 C 0.38934(14) 0.55238(7) 0.13973(13) 0.0197(3) Uani 1 1 d . . . . .
H17 H 0.3991 0.6036 0.1511 0.024 Uiso 1 1 calc R U . . .
C18 C 0.49674(14) 0.50561(7) 0.17751(13) 0.0190(3) Uani 1 1 d . . . . .
H18 H 0.5787 0.5257 0.2158 0.023 Uiso 1 1 calc R U . . .
C19 C 0.16150(16) 0.63956(8) 0.07197(14) 0.0257(3) Uani 1 1 d . . . . .
H19A H 0.1904 0.6486 0.1621 0.039 Uiso 1 1 calc R U . . .
H19B H 0.0739 0.6611 0.0462 0.039 Uiso 1 1 calc R U . . .
H19C H 0.2247 0.6616 0.0231 0.039 Uiso 1 1 calc R U . . .
C20 C 0.51942(13) 0.37772(7) 0.42074(12) 0.0163(3) Uani 1 1 d . . . . .
H20A H 0.4360 0.4021 0.3840 0.020 Uiso 1 1 calc R U . . .
H20B H 0.5850 0.4160 0.4508 0.020 Uiso 1 1 calc R U . . .
C21 C 0.49525(13) 0.32995(7) 0.53199(12) 0.0175(3) Uani 1 1 d . . . . .
H21A H 0.4663 0.3608 0.5985 0.021 Uiso 1 1 calc R U . . .
H21B H 0.4242 0.2943 0.5035 0.021 Uiso 1 1 calc R U . . .
C22 C 0.62121(12) 0.28976(7) 0.58535(12) 0.0159(3) Uani 1 1 d . . . . .
H22 H 0.6901 0.3264 0.6192 0.019 Uiso 1 1 calc R U . . .
C23 C 0.60550(14) 0.23576(8) 0.68909(13) 0.0216(3) Uani 1 1 d . . . . .
H23A H 0.5413 0.1982 0.6559 0.032 Uiso 1 1 calc R U . . .
H23B H 0.5740 0.2613 0.7590 0.032 Uiso 1 1 calc R U . . .
H23C H 0.6910 0.2128 0.7194 0.032 Uiso 1 1 calc R U . . .
N1 N 0.80340(10) 0.33830(6) 0.41425(10) 0.0135(2) Uani 1 1 d . . . . .
O1 O 0.92503(9) 0.32001(5) 0.63917(9) 0.0186(2) Uani 1 1 d . . . . .
O2 O 0.99187(9) 0.24409(5) 0.47307(9) 0.0182(2) Uani 1 1 d . . . . .
O3 O 0.66938(9) 0.24755(5) 0.48682(8) 0.0148(2) Uani 1 1 d . . . . .
O4 O 0.15496(10) 0.56266(6) 0.04936(10) 0.0231(2) Uani 1 1 d . . . . .
S1 S 0.94115(3) 0.31325(2) 0.50857(3) 0.01353(13) 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 1.3900(18) . ?
C1 C6 1.3914(18) . ?
C1 S1 1.7480(13) . ?
C2 C3 1.3901(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.399(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3980(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.4713(17) . ?
C7 C11 1.3344(18) . ?
C7 N1 1.4258(16) . ?
C8 O3 1.4161(15) . ?
C8 N1 1.4972(15) . ?
C8 C12 1.5265(17) . ?
C8 C9 1.5471(17) . ?
C9 C20 1.5301(17) . ?
C9 C10 1.5607(17) . ?
C9 H9 1.0000 . ?
C10 C11 1.5060(18) . ?
C10 C13 1.5278(17) . ?
C10 H10 1.0000 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.3913(19) . ?
C13 C14 1.4027(18) . ?
C14 C15 1.3840(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.4025(19) . ?
C15 H15 0.9500 . ?
C16 O4 1.3755(16) . ?
C16 C17 1.389(2) . ?
C17 C18 1.4038(19) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O4 1.4306(17) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.5305(18) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.5184(18) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 O3 1.4557(15) . ?
C22 C23 1.5163(18) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 S1 1.6679(11) . ?
O1 S1 1.4406(10) . ?
O2 S1 1.4434(10) . ?

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 C6 123.45(12) . . ?
C2 C1 S1 125.64(10) . . ?
C6 C1 S1 110.91(10) . . ?
C1 C2 C3 116.99(12) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 H2 121.5 . . ?
C2 C3 C4 120.62(12) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 121.52(12) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.54(13) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 118.87(12) . . ?
C1 C6 C7 112.07(11) . . ?
C5 C6 C7 129.03(12) . . ?
C11 C7 N1 122.18(12) . . ?
C11 C7 C6 128.04(12) . . ?
N1 C7 C6 109.78(10) . . ?
O3 C8 N1 108.40(9) . . ?
O3 C8 C12 105.30(10) . . ?
N1 C8 C12 111.46(10) . . ?
O3 C8 C9 112.23(10) . . ?
N1 C8 C9 107.00(10) . . ?
C12 C8 C9 112.44(10) . . ?
C20 C9 C8 110.77(10) . . ?
C20 C9 C10 112.90(10) . . ?
C8 C9 C10 111.89(10) . . ?
C20 C9 H9 107.0 . . ?
C8 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C11 C10 C13 113.67(11) . . ?
C11 C10 C9 111.11(10) . . ?
C13 C10 C9 111.29(10) . . ?
C11 C10 H10 106.8 . . ?
C13 C10 H10 106.8 . . ?
C9 C10 H10 106.8 . . ?
C7 C11 C10 123.12(12) . . ?
C7 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 117.85(12) . . ?
C18 C13 C10 123.25(12) . . ?
C14 C13 C10 118.89(12) . . ?
C15 C14 C13 121.37(12) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 119.98(12) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
O4 C16 C17 125.01(12) . . ?
O4 C16 C15 115.25(12) . . ?
C17 C16 C15 119.73(12) . . ?
C16 C17 C18 119.41(12) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C13 C18 C17 121.61(13) . . ?
C13 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 C21 110.49(11) . . ?
C9 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
C9 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C20 109.97(10) . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
O3 C22 C23 105.76(10) . . ?
O3 C22 C21 110.34(10) . . ?
C23 C22 C21 114.42(11) . . ?
O3 C22 H22 108.7 . . ?
C23 C22 H22 108.7 . . ?
C21 C22 H22 108.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 N1 C8 118.35(10) . . ?
C7 N1 S1 113.01(8) . . ?
C8 N1 S1 121.47(8) . . ?
C8 O3 C22 116.92(10) . . ?
C16 O4 C19 117.14(11) . . ?
O1 S1 O2 115.58(6) . . ?
O1 S1 N1 110.66(6) . . ?
O2 S1 N1 112.76(6) . . ?
O1 S1 C1 111.69(6) . . ?
O2 S1 C1 110.96(6) . . ?
N1 S1 C1 93.04(6) . . ?

_refine_diff_density_max         0.512
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.112



loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_3ab
_database_code_depnum_ccdc_archive 'CCDC 2184885'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;

_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_publcif_datablock.id            {d6f9bfe2-1d51-4892-810d-4cac7d44b68a}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N O3 S'
_chemical_formula_weight         417.50

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   10.9271(10)
_cell_length_b                   16.5749(17)
_cell_length_c                   10.9904(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.352(3)
_cell_angle_gamma                90
_cell_volume                     1987.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9822
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      27.49

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.191
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7106
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\ F and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            95965
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4321
_reflns_number_gt                4113
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0640P)²+1.3817P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.042(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4321
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1296
_refine_ls_wR_factor_gt          0.1220
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_restrained_S_all      1.181
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.68960(15) 0.16634(11) 0.61013(15) 0.0185(3) Uani 1 1 d . . . . .
C2 C 0.72986(17) 0.09145(11) 0.57196(17) 0.0222(4) Uani 1 1 d . . . . .
H2 H 0.8036 0.0682 0.6060 0.027 Uiso 1 1 calc R U . . .
C3 C 0.65827(17) 0.05209(11) 0.48225(17) 0.0238(4) Uani 1 1 d . . . . .
H3 H 0.6831 0.0010 0.4532 0.029 Uiso 1 1 calc R U . . .
C4 C 0.54919(17) 0.08742(11) 0.43417(17) 0.0236(4) Uani 1 1 d . . . . .
H4 H 0.5010 0.0596 0.3728 0.028 Uiso 1 1 calc R U . . .
C5 C 0.51016(16) 0.16164(11) 0.47401(16) 0.0205(4) Uani 1 1 d . . . . .
H5 H 0.4358 0.1846 0.4410 0.025 Uiso 1 1 calc R U . . .
C6 C 0.58183(15) 0.20210(11) 0.56345(15) 0.0181(3) Uani 1 1 d . . . . .
C7 C 0.55995(15) 0.28059(10) 0.61887(15) 0.0168(3) Uani 1 1 d . . . . .
C8 C 0.66523(15) 0.37957(10) 0.76037(14) 0.0162(3) Uani 1 1 d . . . . .
C9 C 0.53564(14) 0.41566(10) 0.76866(14) 0.0159(3) Uani 1 1 d . . . . .
H9 H 0.5464 0.4732 0.7943 0.019 Uiso 1 1 calc R U . . .
C10 C 0.46511(15) 0.41605(10) 0.64201(15) 0.0166(3) Uani 1 1 d . . . . .
H10 H 0.5087 0.4547 0.5898 0.020 Uiso 1 1 calc R U . . .
C11 C 0.47398(15) 0.33416(10) 0.58378(15) 0.0182(3) Uani 1 1 d . . . . .
H11 H 0.4160 0.3201 0.5195 0.022 Uiso 1 1 calc R U . . .
C12 C 0.74391(15) 0.42879(11) 0.67674(16) 0.0208(4) Uani 1 1 d . . . . .
H12A H 0.7368 0.4863 0.6961 0.031 Uiso 1 1 calc R U . . .
H12B H 0.7156 0.4196 0.5916 0.031 Uiso 1 1 calc R U . . .
H12C H 0.8298 0.4120 0.6890 0.031 Uiso 1 1 calc R U . . .
C13 C 0.46680(15) 0.37338(11) 0.86755(15) 0.0192(3) Uani 1 1 d . . . . .
H13A H 0.4510 0.3165 0.8441 0.023 Uiso 1 1 calc R U . . .
H13B H 0.3869 0.4002 0.8764 0.023 Uiso 1 1 calc R U . . .
C14 C 0.54304(16) 0.37658(12) 0.98869(15) 0.0221(4) Uani 1 1 d . . . . .
H14A H 0.5525 0.4333 1.0159 0.027 Uiso 1 1 calc R U . . .
H14B H 0.5006 0.3465 1.0517 0.027 Uiso 1 1 calc R U . . .
C15 C 0.66788(16) 0.33980(11) 0.97323(15) 0.0210(4) Uani 1 1 d . . . . .
H15A H 0.7186 0.3453 1.0504 0.025 Uiso 1 1 calc R U . . .
H15B H 0.6583 0.2815 0.9553 0.025 Uiso 1 1 calc R U . . .
C16 C 0.33308(15) 0.44571(11) 0.64522(15) 0.0177(3) Uani 1 1 d . . . . .
C17 C 0.23605(16) 0.39339(11) 0.63022(16) 0.0217(4) Uani 1 1 d . . . . .
H17 H 0.2520 0.3375 0.6208 0.026 Uiso 1 1 calc R U . . .
C18 C 0.11286(16) 0.42020(12) 0.62838(18) 0.0258(4) Uani 1 1 d . . . . .
H18 H 0.0477 0.3825 0.6170 0.031 Uiso 1 1 calc R U . . .
C19 C 0.08795(16) 0.49991(13) 0.64296(17) 0.0259(4) Uani 1 1 d . . . . .
H19 H 0.0052 0.5175 0.6418 0.031 Uiso 1 1 calc R U . . .
C20 C 0.18438(16) 0.55713(11) 0.65989(16) 0.0215(4) Uani 1 1 d . . . . .
C21 C 0.30861(15) 0.53006(11) 0.66111(14) 0.0182(3) Uani 1 1 d . . . . .
C22 C 0.40295(16) 0.58928(11) 0.67546(15) 0.0193(3) Uani 1 1 d . . . . .
H22 H 0.4863 0.5728 0.6765 0.023 Uiso 1 1 calc R U . . .
C23 C 0.37559(17) 0.66976(11) 0.68784(16) 0.0226(4) Uani 1 1 d . . . . .
H23 H 0.4399 0.7081 0.6984 0.027 Uiso 1 1 calc R U . . .
C24 C 0.25254(18) 0.69557(12) 0.68492(18) 0.0268(4) Uani 1 1 d . . . . .
H24 H 0.2343 0.7514 0.6918 0.032 Uiso 1 1 calc R U . . .
C25 C 0.15931(17) 0.64065(12) 0.67228(18) 0.0267(4) Uani 1 1 d . . . . .
H25 H 0.0767 0.6586 0.6718 0.032 Uiso 1 1 calc R U . . .
N1 N 0.64843(12) 0.29471(9) 0.71709(13) 0.0172(3) Uani 1 1 d . . . . .
O1 O 0.78121(13) 0.18995(9) 0.83432(12) 0.0316(3) Uani 1 1 d . . . . .
O2 O 0.87285(12) 0.26499(9) 0.67195(14) 0.0301(3) Uani 1 1 d . . . . .
O3 O 0.73016(10) 0.37820(7) 0.87572(10) 0.0185(3) Uani 1 1 d . . . . .
S1 S 0.76489(4) 0.22938(3) 0.71808(4) 0.02064(15) 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 1.390(2) . ?
C1 C2 1.390(3) . ?
C1 S1 1.7499(17) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.462(2) . ?
C7 C11 1.333(2) . ?
C7 N1 1.426(2) . ?
C8 O3 1.4163(19) . ?
C8 N1 1.493(2) . ?
C8 C12 1.530(2) . ?
C8 C9 1.545(2) . ?
C9 C13 1.528(2) . ?
C9 C10 1.551(2) . ?
C9 H9 1.0000 . ?
C10 C11 1.506(2) . ?
C10 C16 1.527(2) . ?
C10 H10 1.0000 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.530(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.513(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 O3 1.450(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.372(2) . ?
C16 C21 1.436(2) . ?
C17 C18 1.417(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.360(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.422(3) . ?
C19 H19 0.9500 . ?
C20 C25 1.419(3) . ?
C20 C21 1.429(2) . ?
C21 C22 1.425(2) . ?
C22 C23 1.376(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.410(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.367(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
N1 S1 1.6706(14) . ?
O1 S1 1.4367(14) . ?
O2 S1 1.4377(15) . ?

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 123.09(16) . . ?
C6 C1 S1 110.50(13) . . ?
C2 C1 S1 126.40(13) . . ?
C3 C2 C1 117.38(16) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 120.22(17) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 121.56(17) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.77(16) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 118.99(16) . . ?
C1 C6 C7 112.43(15) . . ?
C5 C6 C7 128.58(16) . . ?
C11 C7 N1 123.01(15) . . ?
C11 C7 C6 127.00(15) . . ?
N1 C7 C6 109.96(14) . . ?
O3 C8 N1 108.42(13) . . ?
O3 C8 C12 106.05(13) . . ?
N1 C8 C12 111.96(14) . . ?
O3 C8 C9 111.49(13) . . ?
N1 C8 C9 106.71(13) . . ?
C12 C8 C9 112.22(13) . . ?
C13 C9 C8 110.83(13) . . ?
C13 C9 C10 113.63(13) . . ?
C8 C9 C10 110.96(13) . . ?
C13 C9 H9 107.0 . . ?
C8 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C11 C10 C16 112.61(14) . . ?
C11 C10 C9 109.67(13) . . ?
C16 C10 C9 113.66(13) . . ?
C11 C10 H10 106.8 . . ?
C16 C10 H10 106.8 . . ?
C9 C10 H10 106.8 . . ?
C7 C11 C10 122.62(15) . . ?
C7 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 C14 109.73(14) . . ?
C9 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
C9 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 C13 109.70(14) . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
O3 C15 C14 111.80(14) . . ?
O3 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
O3 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 C21 118.80(15) . . ?
C17 C16 C10 121.22(16) . . ?
C21 C16 C10 119.96(15) . . ?
C16 C17 C18 122.03(17) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C19 C18 C17 119.97(17) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.76(16) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C25 C20 C19 121.16(16) . . ?
C25 C20 C21 119.60(17) . . ?
C19 C20 C21 119.22(17) . . ?
C22 C21 C20 117.73(16) . . ?
C22 C21 C16 123.04(15) . . ?
C20 C21 C16 119.21(16) . . ?
C23 C22 C21 121.24(16) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 120.31(17) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 120.29(18) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 120.82(17) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C7 N1 C8 117.48(13) . . ?
C7 N1 S1 112.40(11) . . ?
C8 N1 S1 121.96(11) . . ?
C8 O3 C15 115.88(12) . . ?
O1 S1 O2 116.01(9) . . ?
O1 S1 N1 110.83(8) . . ?
O2 S1 N1 111.84(8) . . ?
O1 S1 C1 111.11(9) . . ?
O2 S1 C1 111.65(8) . . ?
N1 S1 C1 93.15(8) . . ?

_refine_diff_density_max         0.634
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.178



loop_
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sin_theta_over_lambda_max

loop_
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