# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_7mara_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2478396'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2025-08-05 deposited with the CCDC.	2026-02-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_7mara_o_0m_a        
;
PROBLEM: Short Inter D...A Contact  O2       ..N00I     .       2.79 Ang.
RESPONSE: This structure exhibits one short N...O contact, which is believed to result from possible hydrogen bonding interactions
;
# Added during the CSD deposition process: Tuesday 05 August 2025 07:52 AM
# end Validation Reply Form

_audit_creation_date             2025-08-05
_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         '2(C4 H N9 O3)'
_chemical_formula_sum            'C8 H2 N18 O6'
_chemical_formula_weight         446.28
_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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.479(3)
_cell_length_b                   11.334(5)
_cell_length_c                   11.614(5)
_cell_angle_alpha                105.371(9)
_cell_angle_beta                 96.160(10)
_cell_angle_gamma                97.443(10)
_cell_volume                     806.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3343
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.46
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4412
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1593 before and 0.0806 after correction.
The Ratio of minimum to maximum transmission is 0.5917.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic brownish brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.838
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_av_unetI/netI     0.0827
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11044
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.842
_diffrn_reflns_theta_min         2.233
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_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           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2773
_reflns_number_total             4101
_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         0.441
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0645
_refine_ls_restrained_S_all      1.023
_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)+(0.0709P)²+0.8938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1730
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N009(H009)
;
_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
O1 O 0.2678(3) 0.07463(18) -0.00224(18) 0.0200(4) Uani 1 1 d . . . . .
O002 O 0.4515(3) 0.34342(17) 0.90301(18) 0.0202(4) Uani 1 1 d . . . . .
O3 O 0.3222(3) 0.2160(2) 0.54818(19) 0.0269(5) Uani 1 1 d . . . . .
O004 O -0.3209(3) 0.5875(2) 0.8555(2) 0.0291(5) Uani 1 1 d . . . . .
N8 N 0.6657(4) 0.1929(2) 0.0531(2) 0.0167(5) Uani 1 1 d . . . . .
O2 O 0.0251(3) 0.2668(2) 0.4911(2) 0.0326(5) Uani 1 1 d . . . . .
O007 O -0.3215(4) 0.4914(2) 0.6680(2) 0.0348(6) Uani 1 1 d . . . . .
N1 N 0.0888(4) 0.0823(2) 0.1563(2) 0.0193(5) Uani 1 1 d . . . . .
H1 H -0.019183 0.034073 0.105912 0.023 Uiso 1 1 calc R U . . .
N009 N 0.2480(3) 0.4936(2) 0.9124(2) 0.0171(5) Uani 1 1 d . . . . .
H009 H 0.351641 0.546866 0.961984 0.021 Uiso 1 1 calc R U . . .
N7 N 0.6366(4) 0.2227(2) 0.1606(2) 0.0196(5) Uani 1 1 d . . . . .
N3 N 0.1889(4) 0.2275(2) 0.4721(2) 0.0200(5) Uani 1 1 d . . . . .
N00C N 0.2783(4) 0.1204(2) 0.7567(2) 0.0182(5) Uani 1 1 d . . . . .
N00D N 0.0737(4) 0.5379(2) 0.8850(2) 0.0176(5) Uani 1 1 d . . . . .
N5 N 0.7080(4) 0.3809(2) 0.3822(2) 0.0223(5) Uani 1 1 d . . . . .
N4 N 0.5732(4) 0.3064(2) 0.4079(2) 0.0221(5) Uani 1 1 d . . . . .
N2 N 0.0630(4) 0.1189(2) 0.2725(2) 0.0187(5) Uani 1 1 d . . . . .
N00H N -0.2558(4) 0.5158(2) 0.7744(2) 0.0208(5) Uani 1 1 d . . . . .
N00I N -0.2518(4) 0.1575(2) 0.6161(2) 0.0224(5) Uani 1 1 d . . . . .
N00J N -0.2598(4) 0.2597(2) 0.6887(2) 0.0207(5) Uani 1 1 d . . . . .
N00K N 0.1061(4) 0.1606(2) 0.7532(2) 0.0195(5) Uani 1 1 d . . . . .
N9 N 0.7324(4) 0.1782(2) -0.0339(2) 0.0226(5) Uani 1 1 d . . . . .
N00M N 0.4085(4) 0.0640(2) 0.7493(2) 0.0227(5) Uani 1 1 d . . . . .
N00N N -0.2760(4) 0.0656(3) 0.5454(3) 0.0347(7) Uani 1 1 d . . . . .
C3 C 0.4221(4) 0.2290(2) 0.3128(2) 0.0175(6) Uani 1 1 d . . . . .
N6 N 0.8371(5) 0.4549(3) 0.3783(2) 0.0358(7) Uani 1 1 d . . . . .
C2 C 0.4429(4) 0.1883(2) 0.1937(3) 0.0178(6) Uani 1 1 d . . . . .
C00R C -0.0746(4) 0.3299(2) 0.7594(2) 0.0170(5) Uani 1 1 d . . . . .
C00S C 0.2820(4) 0.3734(2) 0.8714(2) 0.0170(5) Uani 1 1 d . . . . .
C4 C 0.2248(4) 0.1887(2) 0.3453(3) 0.0181(6) Uani 1 1 d . . . . .
C1 C 0.2657(4) 0.1117(2) 0.1069(2) 0.0163(5) Uani 1 1 d . . . . .
C00V C 0.1059(4) 0.2877(2) 0.7928(2) 0.0167(5) Uani 1 1 d . . . . .
C00W C -0.0756(4) 0.4585(2) 0.8100(2) 0.0169(5) Uani 1 1 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
O1 C1 1.228(3) . ?
O002 C00S 1.238(3) . ?
O3 N3 1.212(3) . ?
O004 N00H 1.222(3) . ?
N8 N7 1.246(3) . ?
N8 N9 1.121(3) . ?
O2 N3 1.223(3) . ?
O007 N00H 1.208(3) . ?
N1 H1 0.8800 . ?
N1 N2 1.338(3) . ?
N1 C1 1.377(3) . ?
N009 H009 0.8800 . ?
N009 N00D 1.335(3) . ?
N009 C00S 1.374(3) . ?
N7 C2 1.389(3) . ?
N3 C4 1.474(4) . ?
N00C N00K 1.259(3) . ?
N00C N00M 1.120(3) . ?
N00D C00W 1.297(4) . ?
N5 N4 1.251(3) . ?
N5 N6 1.119(3) . ?
N4 C3 1.407(4) . ?
N2 C4 1.296(4) . ?
N00H C00W 1.480(3) . ?
N00I N00J 1.250(3) . ?
N00I N00N 1.123(4) . ?
N00J C00R 1.394(4) . ?
N00K C00V 1.392(3) . ?
C3 C2 1.365(4) . ?
C3 C4 1.424(4) . ?
C2 C1 1.455(4) . ?
C00R C00V 1.376(4) . ?
C00R C00W 1.421(4) . ?
C00S C00V 1.448(4) . ?

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
N9 N8 N7 165.8(3) . . ?
N2 N1 H1 116.4 . . ?
N2 N1 C1 127.2(2) . . ?
C1 N1 H1 116.4 . . ?
N00D N009 H009 116.6 . . ?
N00D N009 C00S 126.7(2) . . ?
C00S N009 H009 116.6 . . ?
N8 N7 C2 121.4(2) . . ?
O3 N3 O2 125.6(3) . . ?
O3 N3 C4 117.5(2) . . ?
O2 N3 C4 116.9(2) . . ?
N00M N00C N00K 167.0(3) . . ?
C00W N00D N009 115.7(2) . . ?
N6 N5 N4 169.1(3) . . ?
N5 N4 C3 117.4(2) . . ?
C4 N2 N1 115.4(2) . . ?
O004 N00H C00W 116.8(2) . . ?
O007 N00H O004 125.5(3) . . ?
O007 N00H C00W 117.7(2) . . ?
N00N N00I N00J 169.4(3) . . ?
N00I N00J C00R 118.9(2) . . ?
N00C N00K C00V 119.4(2) . . ?
N4 C3 C4 115.8(2) . . ?
C2 C3 N4 127.6(2) . . ?
C2 C3 C4 116.6(3) . . ?
N7 C2 C1 122.6(2) . . ?
C3 C2 N7 117.5(2) . . ?
C3 C2 C1 119.9(2) . . ?
N00J C00R C00W 116.8(2) . . ?
C00V C00R N00J 127.4(2) . . ?
C00V C00R C00W 115.7(2) . . ?
O002 C00S N009 120.8(2) . . ?
O002 C00S C00V 124.1(2) . . ?
N009 C00S C00V 115.1(2) . . ?
N2 C4 N3 113.5(2) . . ?
N2 C4 C3 126.3(3) . . ?
C3 C4 N3 120.2(2) . . ?
O1 C1 N1 121.0(2) . . ?
O1 C1 C2 124.3(2) . . ?
N1 C1 C2 114.7(2) . . ?
N00K C00V C00S 122.5(2) . . ?
C00R C00V N00K 117.3(2) . . ?
C00R C00V C00S 120.2(2) . . ?
N00D C00W N00H 112.9(2) . . ?
N00D C00W C00R 126.6(2) . . ?
C00R C00W N00H 120.4(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
O002 C00S C00V N00K 5.2(4) . . . . ?
O002 C00S C00V C00R -178.1(3) . . . . ?
O3 N3 C4 N2 132.0(3) . . . . ?
O3 N3 C4 C3 -48.5(3) . . . . ?
O004 N00H C00W N00D -46.4(3) . . . . ?
O004 N00H C00W C00R 136.0(3) . . . . ?
N8 N7 C2 C3 -177.4(2) . . . . ?
N8 N7 C2 C1 2.7(4) . . . . ?
O2 N3 C4 N2 -47.0(3) . . . . ?
O2 N3 C4 C3 132.5(3) . . . . ?
O007 N00H C00W N00D 131.2(3) . . . . ?
O007 N00H C00W C00R -46.4(3) . . . . ?
N1 N2 C4 N3 179.6(2) . . . . ?
N1 N2 C4 C3 0.2(4) . . . . ?
N009 N00D C00W N00H -174.6(2) . . . . ?
N009 N00D C00W C00R 2.8(4) . . . . ?
N009 C00S C00V N00K -173.4(2) . . . . ?
N009 C00S C00V C00R 3.3(4) . . . . ?
N7 C2 C1 O1 -2.8(4) . . . . ?
N7 C2 C1 N1 177.3(2) . . . . ?
N00C N00K C00V C00R 163.7(2) . . . . ?
N00C N00K C00V C00S -19.6(4) . . . . ?
N00D N009 C00S O002 179.7(2) . . . . ?
N00D N009 C00S C00V -1.7(4) . . . . ?
N5 N4 C3 C2 27.5(4) . . . . ?
N5 N4 C3 C4 -152.5(3) . . . . ?
N4 C3 C2 N7 2.3(4) . . . . ?
N4 C3 C2 C1 -177.8(2) . . . . ?
N4 C3 C4 N3 -0.4(4) . . . . ?
N4 C3 C4 N2 179.0(3) . . . . ?
N2 N1 C1 O1 -178.1(2) . . . . ?
N2 N1 C1 C2 1.8(4) . . . . ?
N00I N00J C00R C00V -24.6(4) . . . . ?
N00I N00J C00R C00W 160.1(3) . . . . ?
N00J C00R C00V N00K -0.5(4) . . . . ?
N00J C00R C00V C00S -177.4(3) . . . . ?
N00J C00R C00W N00D 174.6(2) . . . . ?
N00J C00R C00W N00H -8.1(4) . . . . ?
N9 N8 N7 C2 -178.3(9) . . . . ?
N00M N00C N00K C00V -175.1(11) . . . . ?
N00N N00I N00J C00R -174.1(16) . . . . ?
C3 C2 C1 O1 177.3(2) . . . . ?
C3 C2 C1 N1 -2.6(4) . . . . ?
N6 N5 N4 C3 171.3(16) . . . . ?
C2 C3 C4 N3 179.6(2) . . . . ?
C2 C3 C4 N2 -1.0(4) . . . . ?
C00S N009 N00D C00W -1.3(4) . . . . ?
C4 C3 C2 N7 -177.7(2) . . . . ?
C4 C3 C2 C1 2.2(4) . . . . ?
C1 N1 N2 C4 -0.7(4) . . . . ?
C00V C00R C00W N00D -1.2(4) . . . . ?
C00V C00R C00W N00H 176.0(2) . . . . ?
C00W C00R C00V N00K 174.8(2) . . . . ?
C00W C00R C00V C00S -2.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
