# 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_TK-MS_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2278695'
loop_
_audit_author_name
_audit_author_address
'tamanna khandelia'
;INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI
India
;
_audit_update_record             
;
2023-07-03 deposited with the CCDC.	2023-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 N O4 S'
_chemical_formula_weight         329.36

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.2038(7)
_cell_length_b                   13.8139(17)
_cell_length_c                   21.853(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1570.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4961
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      18.98

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.226
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37567
_diffrn_reflns_av_unetI/netI     0.1113
_diffrn_reflns_av_R_equivalents  0.1626
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.744
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_full        24.991
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2765
_reflns_number_gt                1682
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.685
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1000P)²+0.8821P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.031(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 504 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.35(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2765
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1223
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1804
_refine_ls_wR_factor_gt          0.1401
_refine_ls_goodness_of_fit_ref   0.895
_refine_ls_restrained_S_all      0.895
_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
S001 S 0.8820(4) 0.49876(13) 0.59070(8) 0.0541(7) Uani 1 1 d . . . . .
O002 O 0.4428(10) 0.3484(4) 0.4997(2) 0.0515(14) Uani 1 1 d . . . . .
H002 H 0.582(14) 0.333(6) 0.474(2) 0.077 Uiso 1 1 calc R U . . .
O003 O 0.3329(10) 0.1888(4) 0.5799(2) 0.0543(14) Uani 1 1 d . . . . .
O004 O 1.0345(11) 0.3245(4) 0.6681(2) 0.0562(15) Uani 1 1 d . . . . .
N005 N 0.6811(11) 0.2397(4) 0.6349(2) 0.0382(14) Uani 1 1 d . . . . .
O6 O 0.6963(14) 0.6831(4) 0.3505(3) 0.083(2) Uani 1 1 d . . . . .
C007 C 0.5242(14) 0.3479(5) 0.5610(3) 0.0440(19) Uani 1 1 d . . . . .
H007 H 0.413979 0.393142 0.583437 0.053 Uiso 1 1 calc R U . . .
C008 C 0.4927(14) 0.2489(5) 0.5905(3) 0.0421(16) Uani 1 1 d . . . . .
C009 C 0.8612(16) 0.3140(5) 0.6319(3) 0.0454(17) Uani 1 1 d . . . . .
C00A C 0.8013(13) 0.3736(5) 0.5760(3) 0.0405(17) Uani 1 1 d . . . . .
H00A H 0.910053 0.350510 0.542388 0.049 Uiso 1 1 calc R U . . .
C00B C 0.6868(15) 0.1621(5) 0.6791(3) 0.0442(18) Uani 1 1 d . . . . .
C00C C 0.8155(15) 0.5516(5) 0.5189(3) 0.0467(19) Uani 1 1 d . . . . .
C00D C 0.7247(16) 0.6426(5) 0.4077(4) 0.057(2) Uani 1 1 d . . . . .
C00E C 0.6180(17) 0.6181(5) 0.5129(3) 0.060(2) Uani 1 1 d . . . . .
H00E H 0.514272 0.632057 0.546386 0.072 Uiso 1 1 calc R U . . .
C00F C 0.9694(16) 0.5327(5) 0.4677(4) 0.057(2) Uani 1 1 d . . . . .
H00F H 1.106980 0.490013 0.470825 0.068 Uiso 1 1 calc R U . . .
C00G C 0.8677(18) 0.0182(6) 0.7187(4) 0.069(2) Uani 1 1 d . . . . .
H00G H 0.991355 -0.030338 0.717105 0.083 Uiso 1 1 calc R U . . .
C00H C 0.8724(18) 0.0919(5) 0.6757(3) 0.062(2) Uani 1 1 d . . . . .
H00H H 0.997821 0.093647 0.645369 0.074 Uiso 1 1 calc R U . . .
C00I C 0.5726(18) 0.6647(6) 0.4569(4) 0.068(3) Uani 1 1 d . . . . .
H00I H 0.440959 0.709852 0.453211 0.081 Uiso 1 1 calc R U . . .
C00J C 0.5031(17) 0.1604(6) 0.7234(4) 0.069(2) Uani 1 1 d . . . . .
H00J H 0.378002 0.208447 0.725177 0.083 Uiso 1 1 calc R U . . .
C00K C 0.686(2) 0.0158(6) 0.7630(4) 0.074(3) Uani 1 1 d . . . . .
H00K H 0.684802 -0.034241 0.791488 0.089 Uiso 1 1 calc R U . . .
C00L C 0.9182(18) 0.5766(6) 0.4135(4) 0.070(2) Uani 1 1 d . . . . .
H00L H 1.017507 0.561315 0.379451 0.084 Uiso 1 1 calc R U . . .
C00M C 0.506(2) 0.0860(7) 0.7659(4) 0.093(4) Uani 1 1 d . . . . .
H00M H 0.382214 0.084382 0.796622 0.111 Uiso 1 1 calc R U . . .
C00N C 0.503(2) 0.7517(8) 0.3408(5) 0.101(4) Uani 1 1 d . . . . .
H00B H 0.510030 0.774284 0.299317 0.151 Uiso 1 1 calc R U . . .
H00C H 0.526664 0.805301 0.368210 0.151 Uiso 1 1 calc R U . . .
H00D H 0.337962 0.722624 0.348317 0.151 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
S001 C00C 1.765(7) . ?
S001 C00A 1.808(7) . ?
O002 C007 1.404(7) . ?
O002 H002 0.94(9) . ?
O003 C008 1.198(8) . ?
O004 C009 1.208(8) . ?
N005 C008 1.385(8) . ?
N005 C009 1.391(9) . ?
N005 C00B 1.444(8) . ?
O6 C00D 1.377(9) . ?
O6 C00N 1.400(11) . ?
C007 C008 1.521(9) . ?
C007 C00A 1.521(10) . ?
C007 H007 0.9800 . ?
C009 C00A 1.507(9) . ?
C00A H00A 0.9800 . ?
C00B C00J 1.361(10) . ?
C00B C00H 1.371(10) . ?
C00C C00E 1.385(10) . ?
C00C C00F 1.401(10) . ?
C00D C00L 1.365(11) . ?
C00D C00I 1.369(11) . ?
C00E C00I 1.403(10) . ?
C00E H00E 0.9300 . ?
C00F C00L 1.357(10) . ?
C00F H00F 0.9300 . ?
C00G C00K 1.355(12) . ?
C00G C00H 1.386(10) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00J C00M 1.385(10) . ?
C00J H00J 0.9300 . ?
C00K C00M 1.350(13) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00N H00B 0.9600 . ?
C00N H00C 0.9600 . ?
C00N H00D 0.9600 . ?

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
C00C S001 C00A 101.0(3) . . ?
C007 O002 H002 109.5 . . ?
C008 N005 C009 112.1(5) . . ?
C008 N005 C00B 123.4(6) . . ?
C009 N005 C00B 124.4(6) . . ?
C00D O6 C00N 119.3(7) . . ?
O002 C007 C008 112.1(6) . . ?
O002 C007 C00A 119.3(6) . . ?
C008 C007 C00A 102.8(6) . . ?
O002 C007 H007 107.3 . . ?
C008 C007 H007 107.3 . . ?
C00A C007 H007 107.3 . . ?
O003 C008 N005 124.4(6) . . ?
O003 C008 C007 128.0(6) . . ?
N005 C008 C007 107.6(6) . . ?
O004 C009 N005 124.1(6) . . ?
O004 C009 C00A 128.3(7) . . ?
N005 C009 C00A 107.5(6) . . ?
C009 C00A C007 104.1(6) . . ?
C009 C00A S001 109.2(5) . . ?
C007 C00A S001 118.8(5) . . ?
C009 C00A H00A 108.1 . . ?
C007 C00A H00A 108.1 . . ?
S001 C00A H00A 108.1 . . ?
C00J C00B C00H 121.5(7) . . ?
C00J C00B N005 118.3(7) . . ?
C00H C00B N005 120.2(6) . . ?
C00E C00C C00F 118.2(6) . . ?
C00E C00C S001 120.3(6) . . ?
C00F C00C S001 121.4(6) . . ?
C00L C00D C00I 120.2(8) . . ?
C00L C00D O6 115.8(8) . . ?
C00I C00D O6 124.1(7) . . ?
C00C C00E C00I 120.8(7) . . ?
C00C C00E H00E 119.6 . . ?
C00I C00E H00E 119.6 . . ?
C00L C00F C00C 120.1(7) . . ?
C00L C00F H00F 119.9 . . ?
C00C C00F H00F 119.9 . . ?
C00K C00G C00H 121.0(8) . . ?
C00K C00G H00G 119.5 . . ?
C00H C00G H00G 119.5 . . ?
C00B C00H C00G 118.0(8) . . ?
C00B C00H H00H 121.0 . . ?
C00G C00H H00H 121.0 . . ?
C00D C00I C00E 119.0(7) . . ?
C00D C00I H00I 120.5 . . ?
C00E C00I H00I 120.5 . . ?
C00B C00J C00M 118.8(8) . . ?
C00B C00J H00J 120.6 . . ?
C00M C00J H00J 120.6 . . ?
C00M C00K C00G 120.0(8) . . ?
C00M C00K H00K 120.0 . . ?
C00G C00K H00K 120.0 . . ?
C00F C00L C00D 121.7(8) . . ?
C00F C00L H00L 119.2 . . ?
C00D C00L H00L 119.2 . . ?
C00K C00M C00J 120.6(9) . . ?
C00K C00M H00M 119.7 . . ?
C00J C00M H00M 119.7 . . ?
O6 C00N H00B 109.5 . . ?
O6 C00N H00C 109.5 . . ?
H00B C00N H00C 109.5 . . ?
O6 C00N H00D 109.5 . . ?
H00B C00N H00D 109.5 . . ?
H00C C00N H00D 109.5 . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.064



