# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_ortho
_database_code_depnum_ccdc_archive 'CCDC 2157815'
loop_
_audit_author_name
_audit_author_address
'B Shriya Saikia'
;Gauhati University
India
;
_audit_update_record             
;
2022-03-11 deposited with the CCDC.	2022-08-03 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         'C32 H30 N6 O9 S2'
_chemical_formula_sum            'C32 H30 N6 O9 S2'
_chemical_formula_weight         706.74

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'

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

_cell_length_a                   15.2751(13)
_cell_length_b                   15.2751(13)
_cell_length_c                   13.9765(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3261.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9781
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      23.33

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   0.952
_exptl_transmission_factor_max   0.970
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.228
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            97855
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.885
_diffrn_reflns_theta_max         23.599
_diffrn_reflns_theta_full        23.599
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             97855
_reflns_number_gt                88078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0558P)²+0.5883P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 918 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         97855
_refine_ls_number_parameters     233
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.105
_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
C1 C 0.1043(3) 0.2504(3) 0.2953(3) 0.0457(12) Uani 1 1 d . . . . .
C2 C 0.1743(3) 0.2630(3) 0.2316(3) 0.0390(11) Uani 1 1 d . . . . .
C3 C 0.2585(3) 0.2357(3) 0.2540(3) 0.0362(11) Uani 1 1 d . . . . .
C4 C 0.2080(3) 0.1833(3) 0.4077(3) 0.0424(12) Uani 1 1 d . . . . .
C5 C 0.3622(3) 0.1666(4) 0.3669(4) 0.0548(14) Uani 1 1 d . . . . .
H5A H 0.379692 0.121851 0.322653 0.082 Uiso 1 1 calc R U . . .
H5B H 0.361251 0.142991 0.430546 0.082 Uiso 1 1 calc R U . . .
H5C H 0.402961 0.214350 0.364058 0.082 Uiso 1 1 calc R U . . .
C6 C 0.0544(4) 0.1902(5) 0.4503(4) 0.0758(19) Uani 1 1 d . . . . .
H6A H 0.071706 0.143871 0.492667 0.114 Uiso 1 1 calc R U . . .
H6B H 0.002860 0.172932 0.415786 0.114 Uiso 1 1 calc R U . . .
H6C H 0.042049 0.241978 0.486864 0.114 Uiso 1 1 calc R U . . .
C7 C 0.1252(3) 0.2487(3) 0.0383(3) 0.0381(11) Uani 1 1 d . . . . .
C8 C 0.0842(3) 0.2822(3) -0.0409(3) 0.0415(11) Uani 1 1 d . . . . .
H8 H 0.068913 0.341093 -0.042326 0.050 Uiso 1 1 calc R U . . .
C9 C 0.0650(3) 0.2282(3) -0.1205(3) 0.0374(11) Uani 1 1 d . . . . .
C10 C 0.0243(3) 0.2613(4) -0.2040(3) 0.0478(13) Uani 1 1 d . . . . .
H10 H 0.007641 0.319859 -0.206673 0.057 Uiso 1 1 calc R U . . .
C11 C 0.0094(3) 0.2081(4) -0.2802(3) 0.0548(14) Uani 1 1 d . . . . .
H11 H -0.016658 0.230729 -0.335078 0.066 Uiso 1 1 calc R U . . .
C12 C 0.0330(4) 0.1192(4) -0.2770(4) 0.0602(15) Uani 1 1 d . . . . .
H12 H 0.022491 0.083373 -0.329571 0.072 Uiso 1 1 calc R U . . .
C13 C 0.0711(4) 0.0853(4) -0.1971(3) 0.0540(14) Uani 1 1 d . . . . .
H13 H 0.085875 0.026238 -0.195286 0.065 Uiso 1 1 calc R U . . .
C14 C 0.0885(3) 0.1388(3) -0.1171(3) 0.0407(12) Uani 1 1 d . . . . .
C15 C 0.1284(3) 0.1061(3) -0.0330(3) 0.0429(12) Uani 1 1 d . . . . .
H15 H 0.142420 0.046914 -0.029133 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1468(3) 0.1595(3) 0.0426(3) 0.0415(11) Uani 1 1 d . . . . .
H16 H 0.173535 0.136761 0.096965 0.050 Uiso 1 1 calc R U . . .
N1 N 0.2745(2) 0.1981(2) 0.3416(2) 0.0372(9) Uani 1 1 d . . . . .
N2 N 0.1258(3) 0.2084(3) 0.3821(3) 0.0471(10) Uani 1 1 d . . . . .
N3 N 0.3256(3) 0.2419(3) 0.1942(3) 0.0493(11) Uani 1 1 d D . . . .
O1 O 0.0273(2) 0.2731(3) 0.2828(3) 0.0706(12) Uani 1 1 d . . . . .
O2 O 0.2232(3) 0.1474(2) 0.4841(2) 0.0578(10) Uani 1 1 d . . . . .
O3 O 0.500000 0.000000 0.4011(19) 0.242(8) Uani 1 2 d S T P . .
O4 O 0.4286(12) 0.0273(12) 0.5775(16) 0.297(7) Uani 1 1 d . . . . .
O5 O 0.4581(8) 0.9963(10) 0.7212(15) 0.286(9) Uani 1 1 d . . . . .
S1 S 0.15626(9) 0.32507(8) 0.12806(8) 0.0518(4) Uani 1 1 d . . . . .
H3A H 0.317(4) 0.266(3) 0.140(4) 0.057(16) Uiso 1 1 d D . . . .
H3B H 0.384(4) 0.235(4) 0.210(4) 0.062(17) Uiso 1 1 d 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 O1 1.239(6) . ?
C1 C2 1.404(7) . ?
C1 N2 1.412(6) . ?
C2 C3 1.388(7) . ?
C2 S1 1.752(4) . ?
C3 N3 1.327(6) . ?
C3 N1 1.373(6) . ?
C4 O2 1.223(5) . ?
C4 N2 1.360(6) . ?
C4 N1 1.391(6) . ?
C5 N1 1.467(6) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N2 1.475(6) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.371(6) . ?
C7 C16 1.404(6) . ?
C7 S1 1.777(4) . ?
C8 C9 1.416(6) . ?
C8 H8 0.9300 . ?
C9 C14 1.414(7) . ?
C9 C10 1.415(6) . ?
C10 C11 1.360(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.406(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.362(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.410(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.416(6) . ?
C15 C16 1.363(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
N3 H3A 0.85(5) . ?
N3 H3B 0.93(5) . ?
O5 O5 1.29(2) 3_675 ?

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
O1 C1 C2 126.5(5) . . ?
O1 C1 N2 118.0(4) . . ?
C2 C1 N2 115.5(4) . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 S1 119.6(3) . . ?
C1 C2 S1 118.6(4) . . ?
N3 C3 N1 117.0(4) . . ?
N3 C3 C2 123.5(4) . . ?
N1 C3 C2 119.4(4) . . ?
O2 C4 N2 122.1(4) . . ?
O2 C4 N1 120.9(5) . . ?
N2 C4 N1 117.0(4) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C16 120.2(4) . . ?
C8 C7 S1 116.6(4) . . ?
C16 C7 S1 123.0(3) . . ?
C7 C8 C9 120.9(4) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C14 C9 C10 119.0(4) . . ?
C14 C9 C8 118.9(4) . . ?
C10 C9 C8 122.1(4) . . ?
C11 C10 C9 120.4(5) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.6(5) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.2(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.7(5) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 119.0(4) . . ?
C13 C14 C15 122.4(5) . . ?
C9 C14 C15 118.6(4) . . ?
C16 C15 C14 121.4(4) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C7 120.0(4) . . ?
C15 C16 H16 120.0 . . ?
C7 C16 H16 120.0 . . ?
C3 N1 C4 122.0(4) . . ?
C3 N1 C5 120.9(4) . . ?
C4 N1 C5 117.0(4) . . ?
C4 N2 C1 124.6(4) . . ?
C4 N2 C6 117.4(4) . . ?
C1 N2 C6 118.0(4) . . ?
C3 N3 H3A 118(4) . . ?
C3 N3 H3B 126(3) . . ?
H3A N3 H3B 114(5) . . ?
C2 S1 C7 105.6(2) . . ?

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
O1 C1 C2 C3 179.1(5) . . . . ?
N2 C1 C2 C3 -0.2(6) . . . . ?
O1 C1 C2 S1 6.2(7) . . . . ?
N2 C1 C2 S1 -173.1(3) . . . . ?
C1 C2 C3 N3 176.3(4) . . . . ?
S1 C2 C3 N3 -10.9(6) . . . . ?
C1 C2 C3 N1 -2.2(6) . . . . ?
S1 C2 C3 N1 170.7(3) . . . . ?
C16 C7 C8 C9 -1.6(7) . . . . ?
S1 C7 C8 C9 173.5(3) . . . . ?
C7 C8 C9 C14 0.1(7) . . . . ?
C7 C8 C9 C10 -178.7(4) . . . . ?
C14 C9 C10 C11 -1.0(7) . . . . ?
C8 C9 C10 C11 177.8(4) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C10 C11 C12 C13 0.0(8) . . . . ?
C11 C12 C13 C14 -0.8(8) . . . . ?
C12 C13 C14 C9 0.6(7) . . . . ?
C12 C13 C14 C15 -179.7(5) . . . . ?
C10 C9 C14 C13 0.3(7) . . . . ?
C8 C9 C14 C13 -178.6(4) . . . . ?
C10 C9 C14 C15 -179.4(4) . . . . ?
C8 C9 C14 C15 1.7(6) . . . . ?
C13 C14 C15 C16 178.2(4) . . . . ?
C9 C14 C15 C16 -2.1(7) . . . . ?
C14 C15 C16 C7 0.6(7) . . . . ?
C8 C7 C16 C15 1.3(7) . . . . ?
S1 C7 C16 C15 -173.6(3) . . . . ?
N3 C3 N1 C4 -176.0(4) . . . . ?
C2 C3 N1 C4 2.6(6) . . . . ?
N3 C3 N1 C5 0.0(6) . . . . ?
C2 C3 N1 C5 178.5(4) . . . . ?
O2 C4 N1 C3 177.8(4) . . . . ?
N2 C4 N1 C3 -0.5(6) . . . . ?
O2 C4 N1 C5 1.7(6) . . . . ?
N2 C4 N1 C5 -176.6(4) . . . . ?
O2 C4 N2 C1 179.7(4) . . . . ?
N1 C4 N2 C1 -2.1(6) . . . . ?
O2 C4 N2 C6 -0.4(7) . . . . ?
N1 C4 N2 C6 177.9(4) . . . . ?
O1 C1 N2 C4 -177.0(5) . . . . ?
C2 C1 N2 C4 2.4(6) . . . . ?
O1 C1 N2 C6 3.0(7) . . . . ?
C2 C1 N2 C6 -177.6(5) . . . . ?
C3 C2 S1 C7 95.2(4) . . . . ?
C1 C2 S1 C7 -91.8(4) . . . . ?
C8 C7 S1 C2 162.2(4) . . . . ?
C16 C7 S1 C2 -22.8(5) . . . . ?

_refine_diff_density_max         0.532
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.220

