# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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. 
# 
#######################################################################

data_KB844_0m
_database_code_depnum_ccdc_archive 'CCDC 2368323'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-05 deposited with the CCDC.	2024-11-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H17 N O6 S'
_chemical_formula_sum            'C21 H17 N O6 S'
_chemical_formula_weight         411.42

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                   18.2329(19)
_cell_length_b                   7.2566(8)
_cell_length_c                   15.731(2)
_cell_angle_alpha                90
_cell_angle_beta                 113.051(5)
_cell_angle_gamma                90
_cell_volume                     1915.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    8719
_cell_measurement_theta_min      2.592
_cell_measurement_theta_max      27.712

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4933
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON III C7 HPAD'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17317
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.214
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4392
_reflns_number_gt                2995
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0547P)²+1.4649P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4392
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0934
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1554
_refine_ls_wR_factor_gt          0.1358
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_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
S1 S 0.12519(4) 0.88627(9) 0.54294(4) 0.03612(19) Uani 1 1 d . . . . .
O1 O 0.40415(11) 0.6198(3) 0.86261(14) 0.0583(6) Uani 1 1 d . . . . .
O2 O 0.27619(13) 0.6641(4) 0.82722(16) 0.0718(7) Uani 1 1 d . . . . .
O3 O 0.35543(17) 0.4558(4) 0.39747(19) 0.0890(9) Uani 1 1 d . . . . .
O4 O 0.23922(15) 0.3266(4) 0.37874(17) 0.0743(7) Uani 1 1 d . . . . .
O5 O 0.18082(11) 0.5338(3) 0.61841(14) 0.0507(5) Uani 1 1 d . . . . .
O6 O 0.06750(10) 0.8847(3) 0.58432(12) 0.0442(5) Uani 1 1 d . . . . .
N1 N 0.21423(12) 0.8371(3) 0.60572(15) 0.0414(5) Uani 1 1 d . . . . .
C1 C 0.46729(16) 0.5983(4) 0.8361(2) 0.0478(7) Uani 1 1 d . . . . .
C2 C 0.54188(19) 0.5823(5) 0.9078(2) 0.0620(9) Uani 1 1 d . . . . .
H2 H 0.547489 0.585937 0.969099 0.074 Uiso 1 1 calc R U . . .
C3 C 0.60742(18) 0.5609(5) 0.8853(3) 0.0658(10) Uani 1 1 d . . . . .
H3 H 0.657872 0.549093 0.932086 0.079 Uiso 1 1 calc R U . . .
C4 C 0.59885(18) 0.5569(5) 0.7948(3) 0.0647(10) Uani 1 1 d . . . . .
H4 H 0.643770 0.545340 0.780917 0.078 Uiso 1 1 calc R U . . .
C5 C 0.52483(17) 0.5698(4) 0.7241(2) 0.0533(8) Uani 1 1 d . . . . .
H5 H 0.519843 0.565423 0.663037 0.064 Uiso 1 1 calc R U . . .
C6 C 0.45657(15) 0.5895(4) 0.7445(2) 0.0413(6) Uani 1 1 d . . . . .
C7 C 0.37579(15) 0.6021(4) 0.67382(19) 0.0406(6) Uani 1 1 d . . . . .
C8 C 0.31499(15) 0.6317(4) 0.70142(18) 0.0383(6) Uani 1 1 d . . . . .
C9 C 0.32801(16) 0.6422(4) 0.7987(2) 0.0474(7) Uani 1 1 d . . . . .
C10 C 0.36363(17) 0.5737(4) 0.5767(2) 0.0488(7) Uani 1 1 d . . . . .
H10 H 0.396825 0.636811 0.554448 0.059 Uiso 1 1 calc R U . . .
C11 C 0.30908(19) 0.4653(4) 0.5195(2) 0.0532(7) Uani 1 1 d . . . . .
H11 H 0.271260 0.414202 0.538512 0.064 Uiso 1 1 calc R U . . .
C12 C 0.3049(2) 0.4205(5) 0.4258(2) 0.0566(8) Uani 1 1 d . . . . .
C13 C 0.2263(3) 0.2802(6) 0.2843(3) 0.0968(14) Uani 1 1 d . . . . .
H13A H 0.179732 0.203999 0.258267 0.145 Uiso 1 1 calc R U . . .
H13B H 0.271766 0.214765 0.283532 0.145 Uiso 1 1 calc R U . . .
H13C H 0.218761 0.391118 0.248629 0.145 Uiso 1 1 calc R U . . .
C14 C 0.22855(15) 0.6595(4) 0.63652(18) 0.0385(6) Uani 1 1 d . . . . .
C15 C 0.13397(17) 1.1093(4) 0.5048(2) 0.0498(7) Uani 1 1 d . . . . .
H15A H 0.170062 1.107514 0.473825 0.075 Uiso 1 1 calc R U . . .
H15B H 0.154040 1.191045 0.556858 0.075 Uiso 1 1 calc R U . . .
H15C H 0.082617 1.151402 0.462844 0.075 Uiso 1 1 calc R U . . .
C16 C 0.08955(14) 0.7514(3) 0.44073(17) 0.0335(5) Uani 1 1 d . . . . .
C17 C 0.13301(16) 0.7482(4) 0.38546(18) 0.0424(6) Uani 1 1 d . . . . .
H17 H 0.180578 0.813161 0.402273 0.051 Uiso 1 1 calc R U . . .
C18 C 0.10410(18) 0.6464(4) 0.30502(19) 0.0508(7) Uani 1 1 d . . . . .
H18 H 0.131304 0.645633 0.265853 0.061 Uiso 1 1 calc R U . . .
C19 C 0.03499(19) 0.5460(4) 0.2827(2) 0.0558(8) Uani 1 1 d . . . . .
H19 H 0.016270 0.476377 0.228753 0.067 Uiso 1 1 calc R U . . .
C20 C -0.00690(18) 0.5473(4) 0.3391(2) 0.0536(8) Uani 1 1 d . . . . .
H20 H -0.053224 0.477928 0.323591 0.064 Uiso 1 1 calc R U . . .
C21 C 0.02038(15) 0.6526(4) 0.41929(19) 0.0418(6) Uani 1 1 d . . . . .
H21 H -0.007605 0.656084 0.457600 0.050 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O6 1.4375(17) . ?
S1 N1 1.576(2) . ?
S1 C15 1.755(3) . ?
S1 C16 1.774(3) . ?
O1 C9 1.368(3) . ?
O1 C1 1.378(3) . ?
O2 C9 1.205(3) . ?
O3 C12 1.198(4) . ?
O4 C12 1.324(4) . ?
O4 C13 1.449(4) . ?
O5 C14 1.215(3) . ?
N1 C14 1.366(3) . ?
C1 C6 1.379(4) . ?
C1 C2 1.390(4) . ?
C2 C3 1.381(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.460(4) . ?
C7 C8 1.356(3) . ?
C7 C10 1.470(4) . ?
C8 C9 1.456(4) . ?
C8 C14 1.519(3) . ?
C10 C11 1.311(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.481(4) . ?
C11 H11 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C21 1.373(3) . ?
C16 C17 1.387(3) . ?
C17 C18 1.379(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.377(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 S1 N1 118.13(11) . . ?
O6 S1 C15 110.05(13) . . ?
N1 S1 C15 102.33(13) . . ?
O6 S1 C16 109.44(11) . . ?
N1 S1 C16 111.41(12) . . ?
C15 S1 C16 104.41(13) . . ?
C9 O1 C1 121.3(2) . . ?
C12 O4 C13 116.2(3) . . ?
C14 N1 S1 116.29(18) . . ?
O1 C1 C6 121.9(2) . . ?
O1 C1 C2 115.6(3) . . ?
C6 C1 C2 122.5(3) . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 117.8(3) . . ?
C1 C6 C7 118.7(2) . . ?
C5 C6 C7 123.5(3) . . ?
C8 C7 C6 118.3(2) . . ?
C8 C7 C10 123.0(2) . . ?
C6 C7 C10 118.6(2) . . ?
C7 C8 C9 121.8(2) . . ?
C7 C8 C14 124.7(2) . . ?
C9 C8 C14 113.5(2) . . ?
O2 C9 O1 117.4(3) . . ?
O2 C9 C8 124.7(3) . . ?
O1 C9 C8 117.8(2) . . ?
C11 C10 C7 124.3(3) . . ?
C11 C10 H10 117.8 . . ?
C7 C10 H10 117.8 . . ?
C10 C11 C12 123.0(3) . . ?
C10 C11 H11 118.5 . . ?
C12 C11 H11 118.5 . . ?
O3 C12 O4 124.1(3) . . ?
O3 C12 C11 125.1(3) . . ?
O4 C12 C11 110.7(3) . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O5 C14 N1 127.3(2) . . ?
O5 C14 C8 121.2(2) . . ?
N1 C14 C8 111.6(2) . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 122.2(2) . . ?
C21 C16 S1 119.08(19) . . ?
C17 C16 S1 118.75(19) . . ?
C18 C17 C16 118.5(2) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C16 C21 C20 118.6(3) . . ?
C16 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?

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
O6 S1 N1 C14 67.3(2) . . . . ?
C15 S1 N1 C14 -171.7(2) . . . . ?
C16 S1 N1 C14 -60.6(2) . . . . ?
C9 O1 C1 C6 -3.1(4) . . . . ?
C9 O1 C1 C2 178.1(3) . . . . ?
O1 C1 C2 C3 -179.8(3) . . . . ?
C6 C1 C2 C3 1.4(5) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C5 -1.5(5) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
O1 C1 C6 C5 179.2(3) . . . . ?
C2 C1 C6 C5 -2.2(4) . . . . ?
O1 C1 C6 C7 -0.5(4) . . . . ?
C2 C1 C6 C7 178.2(3) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C7 -179.3(3) . . . . ?
C1 C6 C7 C8 3.4(4) . . . . ?
C5 C6 C7 C8 -176.2(3) . . . . ?
C1 C6 C7 C10 -173.8(3) . . . . ?
C5 C6 C7 C10 6.6(4) . . . . ?
C6 C7 C8 C9 -2.9(4) . . . . ?
C10 C7 C8 C9 174.1(3) . . . . ?
C6 C7 C8 C14 176.2(2) . . . . ?
C10 C7 C8 C14 -6.7(4) . . . . ?
C1 O1 C9 O2 -178.5(3) . . . . ?
C1 O1 C9 C8 3.5(4) . . . . ?
C7 C8 C9 O2 -178.3(3) . . . . ?
C14 C8 C9 O2 2.5(4) . . . . ?
C7 C8 C9 O1 -0.5(4) . . . . ?
C14 C8 C9 O1 -179.7(2) . . . . ?
C8 C7 C10 C11 -45.2(4) . . . . ?
C6 C7 C10 C11 131.8(3) . . . . ?
C7 C10 C11 C12 -171.8(3) . . . . ?
C13 O4 C12 O3 -5.7(5) . . . . ?
C13 O4 C12 C11 177.7(3) . . . . ?
C10 C11 C12 O3 10.7(5) . . . . ?
C10 C11 C12 O4 -172.7(3) . . . . ?
S1 N1 C14 O5 2.7(4) . . . . ?
S1 N1 C14 C8 -176.11(17) . . . . ?
C7 C8 C14 O5 99.1(3) . . . . ?
C9 C8 C14 O5 -81.7(3) . . . . ?
C7 C8 C14 N1 -82.0(3) . . . . ?
C9 C8 C14 N1 97.2(3) . . . . ?
O6 S1 C16 C21 -6.3(2) . . . . ?
N1 S1 C16 C21 126.2(2) . . . . ?
C15 S1 C16 C21 -124.1(2) . . . . ?
O6 S1 C16 C17 174.2(2) . . . . ?
N1 S1 C16 C17 -53.3(2) . . . . ?
C15 S1 C16 C17 56.4(2) . . . . ?
C21 C16 C17 C18 2.0(4) . . . . ?
S1 C16 C17 C18 -178.6(2) . . . . ?
C16 C17 C18 C19 -2.2(4) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
C18 C19 C20 C21 0.6(5) . . . . ?
C17 C16 C21 C20 -0.5(4) . . . . ?
S1 C16 C21 C20 -179.9(2) . . . . ?
C19 C20 C21 C16 -0.8(4) . . . . ?

_refine_diff_density_max         0.486
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.055



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
