# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2434866'
loop_
_audit_author_name
_audit_author_address
'Shanhu Sun'
;SouthwestUniversity of Science and Technology
China
;
_audit_update_record             
;
2025-08-28 deposited with the CCDC.	2025-09-18 downloaded from the CCDC.
;
_audit_creation_date             2024-07-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'N O3, C8 H6 N7 O6'
_chemical_formula_sum            'C8 H6 N8 O9'
_chemical_formula_weight         358.21
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   19.0525(8)
_cell_length_b                   4.9314(3)
_cell_length_c                   14.2572(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1339.54(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1734
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      25.78
_cell_measurement_theta_min      2.57
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1629 before and 0.0605 after correction.
The Ratio of minimum to maximum transmission is 0.6823.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.776
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0981
_diffrn_reflns_av_unetI/netI     0.1102
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5683
_diffrn_reflns_point_group_measured_fraction_full 0.882
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.340
_diffrn_reflns_theta_min         2.138
_diffrn_ambient_temperature      150.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.660
_reflns_Friedel_fraction_full    0.757
_reflns_Friedel_fraction_max     0.717
_reflns_number_gt                1899
_reflns_number_total             2355
_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 V8.40A (bruker apex III, 2016)'
_computing_data_collection       'SAINT V8.40A (bruker apex III, 2016)'
_computing_data_reduction        'SAINT V8.40A (bruker apex III, 2016)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Flack x determined using 608 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.9(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2355
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0621
_refine_ls_restrained_S_all      0.954
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1711
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N6(H6), N4(H4), N5(H5), C4(H4A), C8(H8), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O8 O -0.5579(2) 0.0392(9) -0.3961(3) 0.0300(10) Uani 1 1 d . . . . .
O9 O -0.5241(2) -0.0631(10) -0.5374(3) 0.0307(11) Uani 1 1 d . . . . .
O1 O -0.2844(2) -0.4675(10) -0.6325(3) 0.0302(11) Uani 1 1 d . . . . .
O7 O -0.4818(2) -0.2823(10) -0.4178(3) 0.0333(11) Uani 1 1 d . . . . .
O6 O -0.4063(2) -0.7611(11) -0.3264(3) 0.0360(12) Uani 1 1 d . . . . .
O5 O -0.3740(2) -1.1520(11) -0.2709(3) 0.0333(12) Uani 1 1 d . . . . .
O2 O -0.2322(3) -0.7973(12) -0.7029(3) 0.0439(14) Uani 1 1 d . . . . .
N3 N -0.3701(2) -0.9645(12) -0.3278(4) 0.0259(13) Uani 1 1 d . . . . .
N8 N -0.5212(3) -0.1041(11) -0.4500(3) 0.0232(11) Uani 1 1 d . . . . .
N1 N -0.2621(3) -0.6967(11) -0.6351(4) 0.0269(12) Uani 1 1 d . . . . .
N6 N -0.4447(3) -0.7829(11) -0.7285(3) 0.0249(12) Uani 1 1 d . . . . .
H6 H -0.4478 -0.8661 -0.7829 0.030 Uiso 1 1 calc R . . . .
O3 O -0.1269(2) -1.4810(11) -0.5136(4) 0.0405(14) Uani 1 1 d . . . . .
O4 O -0.1536(3) -1.5156(12) -0.3658(4) 0.0478(14) Uani 1 1 d . . . . .
N4 N -0.3816(3) -0.6796(12) -0.5055(3) 0.0239(12) Uani 1 1 d . . . . .
H4 H -0.3990 -0.5754 -0.4612 0.029 Uiso 1 1 calc R . . . .
N7 N -0.4007(2) -0.8616(12) -0.6584(3) 0.0235(12) Uani 1 1 d . . . . .
N5 N -0.4627(2) -0.4985(11) -0.6189(4) 0.0238(12) Uani 1 1 d . . . . .
H5 H -0.4788 -0.3618 -0.5855 0.029 Uiso 1 1 calc R . . . .
N2 N -0.1593(3) -1.4126(13) -0.4431(5) 0.0334(13) Uani 1 1 d . . . . .
C7 C -0.4130(3) -0.6823(14) -0.5931(4) 0.0203(13) Uani 1 1 d . . . . .
C6 C -0.3236(3) -0.8374(13) -0.4866(4) 0.0209(12) Uani 1 1 d . . . . .
C4 C -0.2625(3) -1.1668(13) -0.3857(5) 0.0252(13) Uani 1 1 d . . . . .
H4A H -0.2596 -1.2648 -0.3285 0.030 Uiso 1 1 calc R . . . .
C5 C -0.3170(3) -0.9890(13) -0.4023(4) 0.0234(13) Uani 1 1 d . . . . .
C8 C -0.4819(3) -0.5700(14) -0.7058(4) 0.0253(13) Uani 1 1 d . . . . .
H8 H -0.5161 -0.4827 -0.7437 0.030 Uiso 1 1 calc R . . . .
C2 C -0.2129(3) -1.0475(13) -0.5361(5) 0.0256(14) Uani 1 1 d . . . . .
H2 H -0.1769 -1.0675 -0.5816 0.031 Uiso 1 1 calc R . . . .
C1 C -0.2669(3) -0.8664(13) -0.5501(4) 0.0224(13) Uani 1 1 d . . . . .
C3 C -0.2119(3) -1.1982(13) -0.4554(4) 0.0254(14) 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
O8 N8 1.257(7) . ?
O9 N8 1.264(6) . ?
O1 N1 1.208(7) . ?
O7 N8 1.244(7) . ?
O6 N3 1.217(7) . ?
O5 N3 1.232(7) . ?
O2 N1 1.227(7) . ?
N3 C5 1.472(8) . ?
N1 C1 1.476(8) . ?
N6 H6 0.8800 . ?
N6 N7 1.362(7) . ?
N6 C8 1.307(9) . ?
O3 N2 1.227(8) . ?
O4 N2 1.219(8) . ?
N4 H4 0.8800 . ?
N4 C7 1.385(7) . ?
N4 C6 1.378(8) . ?
N7 C7 1.304(8) . ?
N5 H5 0.8800 . ?
N5 C7 1.362(8) . ?
N5 C8 1.339(8) . ?
N2 C3 1.468(8) . ?
C6 C5 1.422(9) . ?
C6 C1 1.416(8) . ?
C4 H4A 0.9500 . ?
C4 C5 1.379(8) . ?
C4 C3 1.394(9) . ?
C8 H8 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.377(9) . ?
C2 C3 1.369(9) . ?

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
O6 N3 O5 125.1(5) . . ?
O6 N3 C5 117.9(6) . . ?
O5 N3 C5 117.0(5) . . ?
O8 N8 O9 119.3(5) . . ?
O7 N8 O8 120.5(5) . . ?
O7 N8 O9 120.2(5) . . ?
O1 N1 O2 124.5(6) . . ?
O1 N1 C1 118.9(5) . . ?
O2 N1 C1 116.5(6) . . ?
N7 N6 H6 123.8 . . ?
C8 N6 H6 123.8 . . ?
C8 N6 N7 112.4(5) . . ?
C7 N4 H4 119.4 . . ?
C6 N4 H4 119.4 . . ?
C6 N4 C7 121.2(5) . . ?
C7 N7 N6 102.7(5) . . ?
C7 N5 H5 127.3 . . ?
C8 N5 H5 127.3 . . ?
C8 N5 C7 105.3(5) . . ?
O3 N2 C3 116.3(6) . . ?
O4 N2 O3 125.6(6) . . ?
O4 N2 C3 118.0(6) . . ?
N7 C7 N4 124.9(5) . . ?
N7 C7 N5 112.6(5) . . ?
N5 C7 N4 122.5(6) . . ?
N4 C6 C5 122.2(5) . . ?
N4 C6 C1 122.9(6) . . ?
C1 C6 C5 114.9(5) . . ?
C5 C4 H4A 121.0 . . ?
C5 C4 C3 118.0(6) . . ?
C3 C4 H4A 121.0 . . ?
C6 C5 N3 120.5(5) . . ?
C4 C5 N3 116.5(5) . . ?
C4 C5 C6 123.0(5) . . ?
N6 C8 N5 107.0(5) . . ?
N6 C8 H8 126.5 . . ?
N5 C8 H8 126.5 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C3 C2 C1 118.9(6) . . ?
C6 C1 N1 121.0(5) . . ?
C2 C1 N1 116.2(5) . . ?
C2 C1 C6 122.8(6) . . ?
C4 C3 N2 117.9(6) . . ?
C2 C3 N2 120.1(6) . . ?
C2 C3 C4 122.0(6) . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
