# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_f1_a
_database_code_depnum_ccdc_archive 'CCDC 2088796'
loop_
_audit_author_name
_audit_author_address
'MILON MOHAN SADHU'
;IISER BHOPAL
India
;
_audit_update_record             
;
2022-08-22 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2022-08-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C17 H15 N O3 S)'
_chemical_formula_sum            'C34 H30 N2 O6 S2'
_chemical_formula_weight         626.72
_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 0.0033 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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.1813(4)
_cell_length_b                   17.3871(7)
_cell_length_c                   8.5577(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.498(2)
_cell_angle_gamma                90
_cell_volume                     1473.07(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2158
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      3.12
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6801
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1296 before and 0.0571 after correction.
The Ratio of minimum to maximum transmission is 0.9117.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            30371
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.699
_diffrn_reflns_theta_min         2.343
_diffrn_ambient_temperature      140.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3363
_reflns_number_total             3733
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3733
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+0.6065P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00L(H00L)
2.c Idealised Me refined as rotating group:
 C00K(H00A,H00F,H00K), C00M(H00M,H00N,H00O)
;
_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
S01 S 0.34027(3) 0.45302(2) 0.37703(3) 0.02064(9) Uani 1 1 d . . . . .
O002 O 0.68577(9) 0.36049(5) 0.80546(10) 0.02526(19) Uani 1 1 d . . . . .
O003 O 0.10831(9) 0.40299(6) 1.00769(10) 0.0272(2) Uani 1 1 d . . . . .
O004 O 0.13219(9) 0.36418(5) 0.38984(12) 0.0291(2) Uani 1 1 d . . . . .
N005 N 0.47749(9) 0.36403(6) 0.62565(11) 0.0192(2) Uani 1 1 d . . . . .
C006 C 0.61597(11) 0.35721(6) 0.66919(13) 0.0188(2) Uani 1 1 d . . . . .
C007 C 0.16774(11) 0.42769(7) 0.36152(14) 0.0218(2) Uani 1 1 d . . . . .
C008 C 0.20000(11) 0.38894(7) 0.91718(13) 0.0206(2) Uani 1 1 d . . . . .
C009 C 0.65908(11) 0.34605(6) 0.51602(13) 0.0184(2) Uani 1 1 d . . . . .
C00A C 0.54697(11) 0.35059(6) 0.38804(13) 0.0179(2) Uani 1 1 d . . . . .
C00B C 0.29254(12) 0.44778(7) 0.91283(14) 0.0229(2) Uani 1 1 d . . . . .
H00B H 0.291046 0.493479 0.973226 0.027 Uiso 1 1 calc R . . . .
C00C C 0.42296(11) 0.36308(6) 0.45225(13) 0.0181(2) Uani 1 1 d . . . . .
H00C H 0.358898 0.319057 0.421654 0.022 Uiso 1 1 calc R . . . .
C00D C 0.20386(12) 0.32132(7) 0.83209(14) 0.0235(2) Uani 1 1 d . . . . .
H00D H 0.142248 0.280836 0.836779 0.028 Uiso 1 1 calc R . . . .
C00E C 0.55908(12) 0.34519(7) 0.23010(14) 0.0209(2) Uani 1 1 d . . . . .
H00E H 0.482137 0.348864 0.142823 0.025 Uiso 1 1 calc R . . . .
C00F C 0.38960(11) 0.37202(6) 0.73240(13) 0.0187(2) Uani 1 1 d . . . . .
C00G C 0.80008(12) 0.32788(7) 0.33242(15) 0.0234(2) Uani 1 1 d . . . . .
H00G H 0.886689 0.319461 0.311837 0.028 Uiso 1 1 calc R . . . .
C00H C 0.38664(12) 0.43926(7) 0.82005(14) 0.0219(2) Uani 1 1 d . . . . .
H00H H 0.449186 0.479375 0.816288 0.026 Uiso 1 1 calc R . . . .
C00I C 0.29890(12) 0.31353(7) 0.73995(14) 0.0224(2) Uani 1 1 d . . . . .
H00I H 0.301697 0.267403 0.681296 0.027 Uiso 1 1 calc R . . . .
C00J C 0.78730(11) 0.33374(7) 0.49059(14) 0.0214(2) Uani 1 1 d . . . . .
H00J H 0.863824 0.329454 0.578245 0.026 Uiso 1 1 calc R . . . .
C00K C 0.00503(13) 0.34667(9) 1.00246(16) 0.0323(3) Uani 1 1 d . . . . .
H00A H -0.043698 0.338300 0.890705 0.048 Uiso 1 1 calc GR . . . .
H00F H -0.058135 0.364860 1.064966 0.048 Uiso 1 1 calc GR . . . .
H00K H 0.046147 0.298245 1.048111 0.048 Uiso 1 1 calc GR . . . .
C00L C 0.68763(13) 0.33420(7) 0.20388(15) 0.0231(2) Uani 1 1 d . . . . .
H00L H 0.698934 0.330968 0.096978 0.028 Uiso 1 1 calc R . . . .
C00M C 0.07395(13) 0.49445(8) 0.31110(17) 0.0307(3) Uani 1 1 d . . . . .
H00M H 0.076920 0.528203 0.403572 0.046 Uiso 1 1 calc GR . . . .
H00N H -0.018337 0.475410 0.270715 0.046 Uiso 1 1 calc GR . . . .
H00O H 0.102051 0.523333 0.226085 0.046 Uiso 1 1 calc GR . . . .


_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
S01 C007 1.7857(12) . ?
S01 C00C 1.8210(11) . ?
O002 C006 1.2170(14) . ?
O003 C008 1.3670(13) . ?
O003 C00K 1.4299(16) . ?
O004 C007 1.2041(15) . ?
N005 C006 1.3768(14) . ?
N005 C00C 1.4581(14) . ?
N005 C00F 1.4270(14) . ?
C006 C009 1.4890(15) . ?
C007 C00M 1.5010(17) . ?
C008 C00B 1.3971(17) . ?
C008 C00D 1.3883(17) . ?
C009 C00A 1.3875(15) . ?
C009 C00J 1.3892(15) . ?
C00A C00C 1.5056(15) . ?
C00A C00E 1.3887(15) . ?
C00B C00H 1.3875(16) . ?
C00D C00I 1.3902(16) . ?
C00E C00L 1.3918(16) . ?
C00F C00H 1.3933(16) . ?
C00F C00I 1.3853(16) . ?
C00G C00J 1.3935(17) . ?
C00G C00L 1.3946(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
C007 S01 C00C 100.37(5) . . ?
C008 O003 C00K 117.02(10) . . ?
C006 N005 C00C 113.40(9) . . ?
C006 N005 C00F 126.21(9) . . ?
C00F N005 C00C 120.39(9) . . ?
O002 C006 N005 125.97(10) . . ?
O002 C006 C009 128.57(10) . . ?
N005 C006 C009 105.46(9) . . ?
O004 C007 S01 123.22(9) . . ?
O004 C007 C00M 124.48(11) . . ?
C00M C007 S01 112.29(9) . . ?
O003 C008 C00B 115.99(11) . . ?
O003 C008 C00D 123.72(11) . . ?
C00D C008 C00B 120.28(10) . . ?
C00A C009 C006 109.28(10) . . ?
C00A C009 C00J 121.01(10) . . ?
C00J C009 C006 129.70(10) . . ?
C009 C00A C00C 109.00(9) . . ?
C009 C00A C00E 121.39(10) . . ?
C00E C00A C00C 129.60(10) . . ?
C00H C00B C008 119.81(11) . . ?
N005 C00C S01 112.63(8) . . ?
N005 C00C C00A 102.74(9) . . ?
C00A C00C S01 110.65(7) . . ?
C008 C00D C00I 119.26(11) . . ?
C00A C00E C00L 117.82(11) . . ?
C00H C00F N005 121.46(10) . . ?
C00I C00F N005 118.87(10) . . ?
C00I C00F C00H 119.51(10) . . ?
C00J C00G C00L 120.98(11) . . ?
C00B C00H C00F 120.14(11) . . ?
C00F C00I C00D 120.97(11) . . ?
C009 C00J C00G 117.88(11) . . ?
C00E C00L C00G 120.89(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
