# Supplementary Information (SI) for Dalton Transactions.
# 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_18octa_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2379790'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2024-08-26 deposited with the CCDC.	2024-11-11 downloaded from the CCDC.
;
_audit_creation_date             2024-07-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H4 N10 O4 S2, 2(C2 H6 O S)'
_chemical_formula_sum            'C12 H16 N10 O6 S4'
_chemical_formula_weight         524.59
_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                   10.8555(4)
_cell_length_b                   20.0560(8)
_cell_length_c                   10.9976(4)
_cell_angle_alpha                90
_cell_angle_beta                 117.7980(10)
_cell_angle_gamma                90
_cell_volume                     2118.06(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    0.504
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0914 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.9004.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            35922
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.350
_diffrn_reflns_theta_min         2.031
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4525
_reflns_number_total             5296
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.910
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.053
_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)+(0.0276P)²+2.4070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0799
_refine_ls_wR_factor_ref         0.0848
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), N8(H8), C1(H1), C2(H2)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
S2 S -0.06139(4) 0.66712(2) 0.39751(4) 0.01384(10) Uani 1 1 d . . . . .
S4 S 0.44557(5) 0.68682(2) 0.29270(5) 0.01723(10) Uani 1 1 d . . . . .
S1 S 0.46513(5) 0.59988(2) 1.01209(5) 0.01555(10) Uani 1 1 d . . . . .
S3 S 0.70098(6) 0.47403(3) 0.65377(6) 0.02612(12) Uani 1 1 d . . . . .
O3 O -0.22893(13) 0.68944(7) 0.14235(13) 0.0180(3) Uani 1 1 d . . . . .
O4 O -0.18636(14) 0.69016(7) -0.03232(13) 0.0215(3) Uani 1 1 d . . . . .
O5 O 0.36967(14) 0.72793(7) 0.35338(15) 0.0214(3) Uani 1 1 d . . . . .
O1 O 0.68054(15) 0.55482(7) 1.21828(14) 0.0230(3) Uani 1 1 d . . . . .
O2 O 0.87432(15) 0.51660(8) 1.23204(15) 0.0272(3) Uani 1 1 d . . . . .
N4 N 0.16850(16) 0.68565(8) 0.39673(15) 0.0150(3) Uani 1 1 d . . . . .
H4 H 0.230195 0.693927 0.367919 0.018 Uiso 1 1 calc R U . . .
N2 N 0.19223(17) 0.64133(8) 0.92199(16) 0.0165(3) Uani 1 1 d . . . . .
N6 N -0.14654(16) 0.68853(8) 0.09255(16) 0.0150(3) Uani 1 1 d . . . . .
N8 N 0.52494(16) 0.57506(8) 0.82102(16) 0.0174(3) Uani 1 1 d . . . . .
H8 H 0.571295 0.562699 0.777118 0.021 Uiso 1 1 calc R U . . .
N5 N -0.00699(16) 0.68635(8) 0.17399(15) 0.0147(3) Uani 1 1 d . . . . .
N1 N -0.03317(16) 0.66038(8) 0.66579(16) 0.0163(3) Uani 1 1 d . . . . .
N7 N 0.39263(16) 0.59894(8) 0.75220(16) 0.0164(3) Uani 1 1 d . . . . .
N3 N 0.20725(16) 0.67683(8) 0.53247(15) 0.0148(3) Uani 1 1 d . . . . .
O6 O 0.61826(19) 0.53529(10) 0.64971(17) 0.0407(5) Uani 1 1 d . . . . .
N9 N 0.71079(16) 0.54636(8) 1.02753(16) 0.0176(3) Uani 1 1 d . . . . .
N10 N 0.75576(17) 0.53949(8) 1.16468(17) 0.0193(3) Uani 1 1 d . . . . .
C6 C 0.03207(18) 0.68118(9) 0.30870(18) 0.0133(3) Uani 1 1 d . . . . .
C3 C 0.09572(19) 0.65381(9) 0.67915(18) 0.0140(3) Uani 1 1 d . . . . .
C4 C 0.20856(19) 0.63867(9) 0.80778(18) 0.0141(3) Uani 1 1 d . . . . .
C1 C -0.0487(2) 0.65890(10) 0.7796(2) 0.0181(4) Uani 1 1 d . . . . .
H1 H -0.139344 0.661617 0.772135 0.022 Uiso 1 1 calc R U . . .
C2 C 0.0662(2) 0.65342(10) 0.9084(2) 0.0187(4) Uani 1 1 d . . . . .
H2 H 0.054503 0.658424 0.988268 0.022 Uiso 1 1 calc R U . . .
C8 C 0.58188(19) 0.57111(9) 0.95810(19) 0.0149(3) Uani 1 1 d . . . . .
C7 C 0.34850(19) 0.61519(9) 0.83917(18) 0.0145(3) Uani 1 1 d . . . . .
C5 C 0.09791(18) 0.66491(9) 0.54775(18) 0.0140(3) Uani 1 1 d . . . . .
C12 C 0.5204(2) 0.74666(10) 0.2266(2) 0.0191(4) Uani 1 1 d . . . . .
H12A H 0.446021 0.770424 0.149362 0.029 Uiso 1 1 calc R U . . .
H12B H 0.580141 0.723888 0.195041 0.029 Uiso 1 1 calc R U . . .
H12C H 0.576004 0.778571 0.299046 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7879(2) 0.49547(10) 0.5563(2) 0.0224(4) Uani 1 1 d . . . . .
H10A H 0.719975 0.498082 0.458679 0.034 Uiso 1 1 calc R U . . .
H10B H 0.857667 0.461375 0.569383 0.034 Uiso 1 1 calc R U . . .
H10C H 0.833884 0.538770 0.587119 0.034 Uiso 1 1 calc R U . . .
C11 C 0.6014(2) 0.65968(11) 0.4358(2) 0.0271(5) Uani 1 1 d . . . . .
H11A H 0.650840 0.698233 0.492225 0.041 Uiso 1 1 calc R U . . .
H11B H 0.660749 0.637299 0.403236 0.041 Uiso 1 1 calc R U . . .
H11C H 0.578592 0.628507 0.491002 0.041 Uiso 1 1 calc R U . . .
C9 C 0.8472(3) 0.47339(12) 0.8209(2) 0.0322(5) Uani 1 1 d . . . . .
H9A H 0.896635 0.516006 0.837622 0.048 Uiso 1 1 calc R U . . .
H9B H 0.910103 0.437003 0.827109 0.048 Uiso 1 1 calc R U . . .
H9C H 0.815210 0.466813 0.889983 0.048 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
S2 C6 1.7284(18) . ?
S2 C5 1.7486(18) . ?
S4 O5 1.5221(14) . ?
S4 C12 1.7827(19) . ?
S4 C11 1.775(2) . ?
S1 C8 1.7302(19) . ?
S1 C7 1.7516(18) . ?
S3 O6 1.5101(17) . ?
S3 C10 1.780(2) . ?
S3 C9 1.783(2) . ?
O3 N6 1.2479(19) . ?
O4 N6 1.233(2) . ?
O1 N10 1.248(2) . ?
O2 N10 1.236(2) . ?
N4 H4 0.8800 . ?
N4 N3 1.361(2) . ?
N4 C6 1.342(2) . ?
N2 C4 1.349(2) . ?
N2 C2 1.327(2) . ?
N6 N5 1.354(2) . ?
N8 H8 0.8800 . ?
N8 N7 1.361(2) . ?
N8 C8 1.339(2) . ?
N5 C6 1.341(2) . ?
N1 C3 1.344(2) . ?
N1 C1 1.339(2) . ?
N7 C7 1.295(2) . ?
N3 C5 1.296(2) . ?
N9 N10 1.358(2) . ?
N9 C8 1.338(2) . ?
C3 C4 1.406(3) . ?
C3 C5 1.473(2) . ?
C4 C7 1.470(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.388(3) . ?
C2 H2 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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 S2 C5 87.46(9) . . ?
O5 S4 C12 104.88(9) . . ?
O5 S4 C11 105.32(10) . . ?
C11 S4 C12 98.12(10) . . ?
C8 S1 C7 87.71(9) . . ?
O6 S3 C10 105.10(10) . . ?
O6 S3 C9 105.51(11) . . ?
C10 S3 C9 98.96(11) . . ?
N3 N4 H4 121.5 . . ?
C6 N4 H4 121.5 . . ?
C6 N4 N3 117.08(15) . . ?
C2 N2 C4 118.58(16) . . ?
O3 N6 N5 121.33(15) . . ?
O4 N6 O3 122.52(15) . . ?
O4 N6 N5 116.14(15) . . ?
N7 N8 H8 121.3 . . ?
C8 N8 H8 121.3 . . ?
C8 N8 N7 117.42(15) . . ?
C6 N5 N6 114.39(15) . . ?
C1 N1 C3 118.32(16) . . ?
C7 N7 N8 109.62(15) . . ?
C5 N3 N4 109.45(15) . . ?
C8 N9 N10 114.19(16) . . ?
O1 N10 N9 121.59(16) . . ?
O2 N10 O1 122.44(17) . . ?
O2 N10 N9 115.97(16) . . ?
N4 C6 S2 110.14(13) . . ?
N5 C6 S2 132.08(14) . . ?
N5 C6 N4 117.75(16) . . ?
N1 C3 C4 120.35(16) . . ?
N1 C3 C5 111.74(16) . . ?
C4 C3 C5 127.91(16) . . ?
N2 C4 C3 119.81(16) . . ?
N2 C4 C7 111.37(16) . . ?
C3 C4 C7 128.72(16) . . ?
N1 C1 H1 119.7 . . ?
N1 C1 C2 120.69(17) . . ?
C2 C1 H1 119.7 . . ?
N2 C2 C1 121.22(17) . . ?
N2 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
N8 C8 S1 109.84(13) . . ?
N9 C8 S1 131.78(15) . . ?
N9 C8 N8 118.38(16) . . ?
N7 C7 S1 115.38(14) . . ?
N7 C7 C4 127.22(17) . . ?
C4 C7 S1 117.11(13) . . ?
N3 C5 S2 115.77(14) . . ?
N3 C5 C3 126.13(17) . . ?
C3 C5 S2 118.00(13) . . ?
S4 C12 H12A 109.5 . . ?
S4 C12 H12B 109.5 . . ?
S4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
S3 C10 H10A 109.5 . . ?
S3 C10 H10B 109.5 . . ?
S3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
S4 C11 H11A 109.5 . . ?
S4 C11 H11B 109.5 . . ?
S4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
S3 C9 H9A 109.5 . . ?
S3 C9 H9B 109.5 . . ?
S3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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
O3 N6 N5 C6 3.9(2) . . . . ?
O4 N6 N5 C6 -176.75(16) . . . . ?
N4 N3 C5 S2 -2.6(2) . . . . ?
N4 N3 C5 C3 -178.81(17) . . . . ?
N2 C4 C7 S1 -3.0(2) . . . . ?
N2 C4 C7 N7 170.59(18) . . . . ?
N6 N5 C6 S2 8.7(3) . . . . ?
N6 N5 C6 N4 -173.29(15) . . . . ?
N8 N7 C7 S1 -1.8(2) . . . . ?
N8 N7 C7 C4 -175.55(17) . . . . ?
N1 C3 C4 N2 -10.7(3) . . . . ?
N1 C3 C4 C7 165.16(18) . . . . ?
N1 C3 C5 S2 -12.6(2) . . . . ?
N1 C3 C5 N3 163.49(18) . . . . ?
N1 C1 C2 N2 -8.4(3) . . . . ?
N7 N8 C8 S1 -0.6(2) . . . . ?
N7 N8 C8 N9 178.53(16) . . . . ?
N3 N4 C6 S2 1.8(2) . . . . ?
N3 N4 C6 N5 -176.64(16) . . . . ?
N10 N9 C8 S1 3.7(3) . . . . ?
N10 N9 C8 N8 -175.19(16) . . . . ?
C6 S2 C5 N3 3.07(15) . . . . ?
C6 S2 C5 C3 179.60(15) . . . . ?
C6 N4 N3 C5 0.5(2) . . . . ?
C3 N1 C1 C2 2.6(3) . . . . ?
C3 C4 C7 S1 -179.21(15) . . . . ?
C3 C4 C7 N7 -5.6(3) . . . . ?
C4 N2 C2 C1 4.2(3) . . . . ?
C4 C3 C5 S2 167.93(15) . . . . ?
C4 C3 C5 N3 -15.9(3) . . . . ?
C1 N1 C3 C4 6.7(3) . . . . ?
C1 N1 C3 C5 -172.80(16) . . . . ?
C2 N2 C4 C3 5.0(3) . . . . ?
C2 N2 C4 C7 -171.56(16) . . . . ?
C8 S1 C7 N7 1.30(15) . . . . ?
C8 S1 C7 C4 175.68(15) . . . . ?
C8 N8 N7 C7 1.6(2) . . . . ?
C8 N9 N10 O1 0.6(2) . . . . ?
C8 N9 N10 O2 179.83(16) . . . . ?
C7 S1 C8 N8 -0.34(14) . . . . ?
C7 S1 C8 N9 -179.34(19) . . . . ?
C5 S2 C6 N4 -2.55(14) . . . . ?
C5 S2 C6 N5 175.60(19) . . . . ?
C5 C3 C4 N2 168.64(17) . . . . ?
C5 C3 C4 C7 -15.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
