# Supplementary Information (SI) for Journal of Materials Chemistry A.
# 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_20240725_5_720_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2nd7gs
_database_code_depnum_ccdc_archive 'CCDC 2454625'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 N5 O4, 0.5(H2 O)'
_chemical_formula_sum            'C7 H8 N5 O4.50'
_chemical_formula_weight         234.18
_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 0.0137 0.0067 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.934(2)
_cell_length_b                   5.2983(5)
_cell_length_c                   15.9811(15)
_cell_angle_alpha                90
_cell_angle_beta                 107.988(4)
_cell_angle_gamma                90
_cell_volume                     2008.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3570
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      56.133
_cell_measurement_theta_min      3.442
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.2713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1756 before and 0.0723 after correction.
The Ratio of minimum to maximum transmission is 0.3612.
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    1.549
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7869
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        52.955
_diffrn_reflns_theta_max         52.955
_diffrn_reflns_theta_min         5.101
_diffrn_ambient_temperature      298.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_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           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1220
_reflns_number_total             1746
_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       'Bruker APEX-II CCD'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.0096(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         1746
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.075
_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)+(0.1056P)²+0.2276P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1734
_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 O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Others
 Fixed Sof: H5A(0.5) H5B(0.5)
 Fixed X: O5(0.5)
 Fixed Y: O5(-0.179448)
 Fixed Z: O5(0.75)
4.a Free rotating group:
 O5(H5A,H5B)
4.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5), C4(H4A), C7(H7), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
O4 O 0.41189(8) 0.1565(3) 0.71282(11) 0.0682(7) Uani 1 1 d . . . . .
O3 O 0.44339(8) 0.1142(4) 0.53052(11) 0.0700(7) Uani 1 1 d . . . . .
N3 N 0.46030(9) 0.4587(4) 0.61804(12) 0.0550(6) Uani 1 1 d . . . . .
H3 H 0.484274 0.568179 0.647280 0.066 Uiso 1 1 calc R U . . .
O2 O 0.56930(9) 0.5950(4) 0.65415(14) 0.0792(7) Uani 1 1 d . . . . .
C2 C 0.38298(10) 0.3057(4) 0.66014(12) 0.0459(6) Uani 1 1 d . . . . .
O1 O 0.62008(9) 0.3504(4) 0.59936(15) 0.0806(7) Uani 1 1 d . . . . .
C3 C 0.32071(9) 0.3220(4) 0.64277(11) 0.0417(6) Uani 1 1 d . . . . .
N1 N 0.29331(9) 0.5048(4) 0.58829(12) 0.0525(6) Uani 1 1 d . . . . .
N2 N 0.40445(9) 0.4695(4) 0.61451(13) 0.0526(6) Uani 1 1 d . . . . .
C5 C 0.23689(11) 0.1614(5) 0.66227(16) 0.0600(7) Uani 1 1 d . . . . .
H5 H 0.218016 0.046799 0.687193 0.072 Uiso 1 1 calc R U . . .
N4 N 0.53247(9) 0.2489(5) 0.57747(12) 0.0583(7) Uani 1 1 d . . . . .
C1 C 0.47583(10) 0.2723(5) 0.57445(12) 0.0505(7) Uani 1 1 d . . . . .
N5 N 0.57595(10) 0.4103(4) 0.61298(13) 0.0596(7) Uani 1 1 d . . . . .
C4 C 0.29454(11) 0.1493(4) 0.68085(14) 0.0531(7) Uani 1 1 d . . . . .
H4A H 0.315360 0.026222 0.718563 0.064 Uiso 1 1 calc R U . . .
C7 C 0.23740(11) 0.5116(5) 0.57157(16) 0.0592(7) Uani 1 1 d . . . . .
H7 H 0.217300 0.636742 0.534022 0.071 Uiso 1 1 calc R U . . .
C6 C 0.20789(11) 0.3458(5) 0.60632(16) 0.0580(7) Uani 1 1 d . . . . .
H6 H 0.168896 0.358031 0.592216 0.070 Uiso 1 1 calc R U . . .
O5 O 0.500000 -0.179448 0.750000 0.0605(7) Uani 1 2 d GS TU P . .
H5A H 0.475937 -0.062338 0.745200 0.091 Uiso 0.5 1 d G U P . .
H5B H 0.505212 -0.185269 0.699927 0.091 Uiso 0.5 1 d G U P . .
H2 H 0.3816(13) 0.558(5) 0.5791(18) 0.068(8) Uiso 1 1 d . . . . .
H4 H 0.5411(13) 0.106(6) 0.5398(19) 0.080(9) Uiso 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
O4 C2 1.216(3) . ?
O3 C1 1.224(3) . ?
N3 H3 0.8600 . ?
N3 N2 1.377(3) . ?
N3 C1 1.333(3) . ?
O2 N5 1.219(3) . ?
C2 C3 1.493(3) . ?
C2 N2 1.346(3) . ?
O1 N5 1.227(3) . ?
C3 N1 1.340(3) . ?
C3 C4 1.370(3) . ?
N1 C7 1.336(3) . ?
N2 H2 0.81(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.377(3) . ?
C5 C6 1.370(3) . ?
N4 C1 1.403(3) . ?
N4 N5 1.360(3) . ?
N4 H4 1.03(3) . ?
C4 H4A 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.369(4) . ?
C6 H6 0.9300 . ?
O5 H5A 0.85(6) 2_656 ?
O5 H5A 0.8500 . ?
O5 H5B 0.850(3) 2_656 ?
O5 H5B 0.8500 . ?

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
N2 N3 H3 121.2 . . ?
C1 N3 H3 121.2 . . ?
C1 N3 N2 117.5(2) . . ?
O4 C2 C3 121.8(2) . . ?
O4 C2 N2 123.0(2) . . ?
N2 C2 C3 115.26(18) . . ?
N1 C3 C2 117.1(2) . . ?
N1 C3 C4 123.6(2) . . ?
C4 C3 C2 119.3(2) . . ?
C7 N1 C3 116.1(2) . . ?
N3 N2 H2 122(2) . . ?
C2 N2 N3 121.1(2) . . ?
C2 N2 H2 116(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C6 C5 C4 118.7(2) . . ?
C1 N4 H4 115.8(18) . . ?
N5 N4 C1 128.5(2) . . ?
N5 N4 H4 114.9(17) . . ?
O3 C1 N3 124.0(2) . . ?
O3 C1 N4 116.0(2) . . ?
N3 C1 N4 119.9(2) . . ?
O2 N5 O1 125.6(2) . . ?
O2 N5 N4 120.4(2) . . ?
O1 N5 N4 114.0(2) . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
N1 C7 H7 118.0 . . ?
N1 C7 C6 124.0(2) . . ?
C6 C7 H7 118.0 . . ?
C5 C6 H6 120.6 . . ?
C7 C6 C5 118.7(3) . . ?
C7 C6 H6 120.6 . . ?
H5A O5 H5A 86.2 . 2_656 ?
H5A O5 H5B 104.5 2_656 2_656 ?
H5A O5 H5B 78.6 . 2_656 ?
H5A O5 H5B 104.5 . . ?
H5B O5 H5A 78.6 . 2_656 ?
H5B O5 H5B 175.8 . 2_656 ?

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
O4 C2 C3 N1 175.32(19) . . . . ?
O4 C2 C3 C4 -6.2(3) . . . . ?
O4 C2 N2 N3 7.1(3) . . . . ?
C2 C3 N1 C7 178.1(2) . . . . ?
C2 C3 C4 C5 -178.05(19) . . . . ?
C3 C2 N2 N3 -173.83(18) . . . . ?
C3 N1 C7 C6 -0.1(4) . . . . ?
N1 C3 C4 C5 0.4(3) . . . . ?
N1 C7 C6 C5 0.5(4) . . . . ?
N2 N3 C1 O3 1.4(3) . . . . ?
N2 N3 C1 N4 -178.5(2) . . . . ?
N2 C2 C3 N1 -3.7(3) . . . . ?
N2 C2 C3 C4 174.79(19) . . . . ?
C1 N3 N2 C2 74.3(3) . . . . ?
C1 N4 N5 O2 5.9(4) . . . . ?
C1 N4 N5 O1 -174.2(2) . . . . ?
N5 N4 C1 O3 172.5(2) . . . . ?
N5 N4 C1 N3 -7.6(3) . . . . ?
C4 C3 N1 C7 -0.3(3) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C6 C5 C4 C3 0.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_202416683_0m
_database_code_depnum_ccdc_archive 'CCDC 2454623'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 N6 O4'
_chemical_formula_sum            'C7 H8 N6 O4'
_chemical_formula_weight         240.19
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   4.8878(2)
_cell_length_b                   27.3100(13)
_cell_length_c                   7.1034(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.629(4)
_cell_angle_gamma                90
_cell_volume                     913.14(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3043
_cell_measurement_temperature    173
_cell_measurement_theta_max      63.573
_cell_measurement_theta_min      3.237
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1478 before and 0.0836 after correction.
The Ratio of minimum to maximum transmission is 0.7152.
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    1.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8548
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        63.736
_diffrn_reflns_theta_max         63.736
_diffrn_reflns_theta_min         3.236
_diffrn_ambient_temperature      173.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1196
_reflns_number_total             1500
_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, 2019)'
_computing_data_collection       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1500
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0591
_refine_ls_restrained_S_all      1.071
_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)+(0.0797P)²+0.7726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1483
_refine_ls_wR_factor_ref         0.1623
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), N3(H3), N2(H2), C1(H1), C3(H3A), C6(H6)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_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
O1 O 0.9518(5) 0.52167(8) 0.7800(4) 0.0376(6) Uani 1 1 d . . . . .
O002 O 0.6210(5) 0.28997(8) 0.9287(4) 0.0454(7) Uani 1 1 d . . . . .
O2 O 0.1914(5) 0.41680(8) 0.7692(4) 0.0420(7) Uani 1 1 d . . . . .
O3 O 0.2464(5) 0.32017(9) 0.7289(4) 0.0447(7) Uani 1 1 d . . . . .
N4 N 0.6277(6) 0.44910(9) 0.8344(4) 0.0316(7) Uani 1 1 d . . . . .
H4 H 0.812420 0.444923 0.878910 0.038 Uiso 1 1 calc R U . . .
N3 N 0.5176(6) 0.49522(9) 0.7757(3) 0.0276(6) Uani 1 1 d . . . . .
H3 H 0.334692 0.501212 0.752799 0.033 Uiso 1 1 calc R U . . .
N2 N 0.2264(6) 0.63208(9) 0.5165(4) 0.0301(7) Uani 1 1 d . . . . .
H2 H 0.057666 0.636110 0.434219 0.036 Uiso 1 1 calc R U . . .
N5 N 0.6091(6) 0.36933(9) 0.8930(4) 0.0334(7) Uani 1 1 d . . . . .
N1 N 0.8153(7) 0.70747(10) 0.7726(4) 0.0417(8) Uani 1 1 d . . . . .
H1A H 0.752217 0.736883 0.732321 0.050 Uiso 1 1 calc R U . . .
H1B H 0.984765 0.703936 0.854486 0.050 Uiso 1 1 calc R U . . .
N6 N 0.4824(6) 0.32653(10) 0.8493(4) 0.0338(7) Uani 1 1 d . . . . .
C4 C 0.6984(7) 0.53014(11) 0.7554(4) 0.0270(7) Uani 1 1 d . . . . .
C2 C 0.5765(7) 0.58000(11) 0.6980(4) 0.0263(7) Uani 1 1 d . . . . .
C1 C 0.7482(7) 0.62001(11) 0.7653(4) 0.0288(7) Uani 1 1 d . . . . .
H1 H 0.932746 0.615268 0.850412 0.035 Uiso 1 1 calc R U . . .
C5 C 0.6516(7) 0.66772(11) 0.7087(4) 0.0298(7) Uani 1 1 d . . . . .
C3 C 0.3109(7) 0.58636(11) 0.5712(4) 0.0281(7) Uani 1 1 d . . . . .
H3A H 0.191128 0.559126 0.523921 0.034 Uiso 1 1 calc R U . . .
C7 C 0.4496(7) 0.41063(11) 0.8226(4) 0.0304(8) Uani 1 1 d . . . . .
C6 C 0.3824(7) 0.67186(12) 0.5792(5) 0.0317(8) Uani 1 1 d . . . . .
H6 H 0.309291 0.703291 0.535092 0.038 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
O1 C4 1.225(4) . ?
O002 N6 1.252(3) . ?
O2 C7 1.227(4) . ?
O3 N6 1.249(4) . ?
N4 H4 0.8800 . ?
N4 N3 1.389(3) . ?
N4 C7 1.353(4) . ?
N3 H3 0.8800 . ?
N3 C4 1.334(4) . ?
N2 H2 0.8800 . ?
N2 C3 1.340(4) . ?
N2 C6 1.333(4) . ?
N5 N6 1.320(4) . ?
N5 C7 1.386(4) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C5 1.352(4) . ?
C4 C2 1.498(4) . ?
C2 C1 1.382(4) . ?
C2 C3 1.378(5) . ?
C1 H1 0.9500 . ?
C1 C5 1.407(4) . ?
C5 C6 1.392(5) . ?
C3 H3A 0.9500 . ?
C6 H6 0.9500 . ?

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
N3 N4 H4 120.2 . . ?
C7 N4 H4 120.2 . . ?
C7 N4 N3 119.7(3) . . ?
N4 N3 H3 121.1 . . ?
C4 N3 N4 117.8(3) . . ?
C4 N3 H3 121.1 . . ?
C3 N2 H2 118.0 . . ?
C6 N2 H2 118.0 . . ?
C6 N2 C3 124.0(3) . . ?
N6 N5 C7 116.9(3) . . ?
H1A N1 H1B 120.0 . . ?
C5 N1 H1A 120.0 . . ?
C5 N1 H1B 120.0 . . ?
O002 N6 N5 115.9(3) . . ?
O3 N6 O002 119.0(3) . . ?
O3 N6 N5 124.9(3) . . ?
O1 C4 N3 121.5(3) . . ?
O1 C4 C2 121.5(3) . . ?
N3 C4 C2 116.9(3) . . ?
C1 C2 C4 117.7(3) . . ?
C3 C2 C4 121.9(3) . . ?
C3 C2 C1 120.2(3) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C5 120.5(3) . . ?
C5 C1 H1 119.7 . . ?
N1 C5 C1 121.7(3) . . ?
N1 C5 C6 121.7(3) . . ?
C6 C5 C1 116.6(3) . . ?
N2 C3 C2 118.0(3) . . ?
N2 C3 H3A 121.0 . . ?
C2 C3 H3A 121.0 . . ?
O2 C7 N4 120.2(3) . . ?
O2 C7 N5 130.9(3) . . ?
N4 C7 N5 108.6(3) . . ?
N2 C6 C5 120.6(3) . . ?
N2 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?

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 C4 C2 C1 -32.1(4) . . . . ?
O1 C4 C2 C3 143.2(3) . . . . ?
N4 N3 C4 O1 2.7(4) . . . . ?
N4 N3 C4 C2 -178.2(2) . . . . ?
N3 N4 C7 O2 -3.4(4) . . . . ?
N3 N4 C7 N5 -178.7(3) . . . . ?
N3 C4 C2 C1 148.8(3) . . . . ?
N3 C4 C2 C3 -35.9(4) . . . . ?
N1 C5 C6 N2 179.2(3) . . . . ?
N6 N5 C7 O2 21.7(5) . . . . ?
N6 N5 C7 N4 -163.7(3) . . . . ?
C4 C2 C1 C5 176.8(3) . . . . ?
C4 C2 C3 N2 -175.2(3) . . . . ?
C2 C1 C5 N1 179.9(3) . . . . ?
C2 C1 C5 C6 -1.8(5) . . . . ?
C1 C2 C3 N2 0.0(4) . . . . ?
C1 C5 C6 N2 1.0(5) . . . . ?
C3 N2 C6 C5 0.3(5) . . . . ?
C3 C2 C1 C5 1.4(5) . . . . ?
C7 N4 N3 C4 -168.0(3) . . . . ?
C7 N5 N6 O002 -173.8(3) . . . . ?
C7 N5 N6 O3 10.3(5) . . . . ?
C6 N2 C3 C2 -0.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20240729_19_723_0m
_database_code_depnum_ccdc_archive 'CCDC 2454626'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 N5 O4, H2 O'
_chemical_formula_sum            'C7 H9 N5 O5'
_chemical_formula_weight         243.19
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   5.0977(3)
_cell_length_b                   5.0977(3)
_cell_length_c                   39.382(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1023.41(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3137
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      56.110
_cell_measurement_theta_min      3.906
_shelx_estimated_absorpt_T_max   0.929
_shelx_estimated_absorpt_T_min   0.889
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1954 before and 0.0517 after correction.
The Ratio of minimum to maximum transmission is 0.8478.
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    1.578
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            5378
_diffrn_reflns_point_group_measured_fraction_full 0.888
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         56.967
_diffrn_reflns_theta_min         3.906
_diffrn_ambient_temperature      296.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.780
_reflns_Friedel_fraction_max     0.746
_reflns_number_gt                1444
_reflns_number_total             1824
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX-II CCD'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.108
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.5(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1824
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.039
_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)+(0.0434P)²+0.1781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0971
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5(6)
 0.5(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
3.a Free rotating group:
 O5(H5A,H5B)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N4(H4), C3(H3A), C5(H5), C6(H6), C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.9717(8) 0.4983(8) 0.61421(9) 0.1067(14) Uani 1 1 d . . . . .
O2 O 0.9207(7) 0.2640(7) 0.56928(9) 0.1053(14) Uani 1 1 d . . . . .
O3 O 0.3084(6) 0.7363(7) 0.55099(7) 0.0832(10) Uani 1 1 d . . . . .
O4 O 0.5807(6) 0.7052(6) 0.47229(7) 0.0803(9) Uani 1 1 d . . . . .
N1 N -0.0802(7) 0.4273(7) 0.38615(8) 0.0635(8) Uani 1 1 d . . . . .
N2 N 0.3745(6) 0.3796(6) 0.50041(7) 0.0558(7) Uani 1 1 d . . . . .
H2 H 0.248714 0.267195 0.500302 0.067 Uiso 1 1 calc R U . . .
N3 N 0.5369(6) 0.3976(6) 0.52837(7) 0.0547(8) Uani 1 1 d . . . . .
H3 H 0.669170 0.294165 0.530467 0.066 Uiso 1 1 calc R U . . .
N4 N 0.6492(6) 0.5925(6) 0.58061(7) 0.0603(9) Uani 1 1 d . . . . .
H4 H 0.611621 0.712557 0.595155 0.072 Uiso 1 1 calc R U . . .
N5 N 0.8572(7) 0.4425(7) 0.58809(9) 0.0708(10) Uani 1 1 d . . . . .
C1 C 0.4858(7) 0.5788(7) 0.55228(9) 0.0544(9) Uani 1 1 d . . . . .
C2 C 0.4109(7) 0.5359(7) 0.47340(8) 0.0533(8) Uani 1 1 d . . . . .
C3 C 0.0513(9) 0.2963(11) 0.44156(11) 0.0853(15) Uani 1 1 d . . . . .
H3A H 0.030576 0.179049 0.459453 0.102 Uiso 1 1 calc R U . . .
C4 C 0.2319(7) 0.4896(7) 0.44352(9) 0.0518(8) Uani 1 1 d . . . . .
C5 C -0.1017(10) 0.2737(11) 0.41297(11) 0.0932(18) Uani 1 1 d . . . . .
H5 H -0.228033 0.142160 0.412498 0.112 Uiso 1 1 calc R U . . .
C6 C 0.0953(10) 0.6139(10) 0.38797(12) 0.0847(14) Uani 1 1 d . . . . .
H6 H 0.113982 0.726572 0.369558 0.102 Uiso 1 1 calc R U . . .
C7 C 0.2547(10) 0.6517(10) 0.41609(12) 0.0868(16) Uani 1 1 d . . . . .
H7 H 0.376922 0.787182 0.416249 0.104 Uiso 1 1 calc R U . . .
O5 O -0.0609(6) 0.9769(5) 0.50990(7) 0.0636(7) Uani 1 1 d G . . . .
H5A H -0.164809 0.865495 0.501099 0.095 Uiso 1 1 d G U . . .
H5B H 0.045676 0.885316 0.521492 0.095 Uiso 1 1 d G 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
O1 N5 1.216(4) . ?
O2 N5 1.217(4) . ?
O3 C1 1.211(4) . ?
O4 C2 1.223(4) . ?
N1 C5 1.319(5) . ?
N1 C6 1.308(5) . ?
N2 H2 0.8600 . ?
N2 N3 1.381(4) . ?
N2 C2 1.342(5) . ?
N3 H3 0.8600 . ?
N3 C1 1.344(4) . ?
N4 H4 0.8600 . ?
N4 N5 1.340(4) . ?
N4 C1 1.394(4) . ?
C2 C4 1.507(5) . ?
C3 H3A 0.9300 . ?
C3 C4 1.351(5) . ?
C3 C5 1.374(6) . ?
C4 C7 1.365(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C6 C7 1.387(6) . ?
C7 H7 0.9300 . ?
O5 H5A 0.8505 . ?
O5 H5B 0.8494 . ?

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 N1 C5 116.4(3) . . ?
N3 N2 H2 119.7 . . ?
C2 N2 H2 119.7 . . ?
C2 N2 N3 120.7(3) . . ?
N2 N3 H3 120.4 . . ?
C1 N3 N2 119.2(3) . . ?
C1 N3 H3 120.4 . . ?
N5 N4 H4 115.8 . . ?
N5 N4 C1 128.3(3) . . ?
C1 N4 H4 115.8 . . ?
O1 N5 O2 124.2(3) . . ?
O1 N5 N4 115.6(3) . . ?
O2 N5 N4 120.2(3) . . ?
O3 C1 N3 124.8(3) . . ?
O3 C1 N4 116.5(3) . . ?
N3 C1 N4 118.6(3) . . ?
O4 C2 N2 123.0(3) . . ?
O4 C2 C4 120.7(3) . . ?
N2 C2 C4 116.2(3) . . ?
C4 C3 H3A 120.2 . . ?
C4 C3 C5 119.7(4) . . ?
C5 C3 H3A 120.2 . . ?
C3 C4 C2 124.9(3) . . ?
C3 C4 C7 117.0(3) . . ?
C7 C4 C2 118.1(3) . . ?
N1 C5 C3 124.0(4) . . ?
N1 C5 H5 118.0 . . ?
C3 C5 H5 118.0 . . ?
N1 C6 H6 118.5 . . ?
N1 C6 C7 123.1(4) . . ?
C7 C6 H6 118.5 . . ?
C4 C7 C6 119.8(4) . . ?
C4 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
H5A O5 H5B 104.5 . . ?

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
O4 C2 C4 C3 175.3(5) . . . . ?
O4 C2 C4 C7 -3.8(6) . . . . ?
N1 C6 C7 C4 0.0(9) . . . . ?
N2 N3 C1 O3 -2.0(6) . . . . ?
N2 N3 C1 N4 179.1(3) . . . . ?
N2 C2 C4 C3 -3.7(6) . . . . ?
N2 C2 C4 C7 177.2(4) . . . . ?
N3 N2 C2 O4 -2.3(6) . . . . ?
N3 N2 C2 C4 176.7(3) . . . . ?
N5 N4 C1 O3 180.0(4) . . . . ?
N5 N4 C1 N3 -1.0(6) . . . . ?
C1 N4 N5 O1 178.4(5) . . . . ?
C1 N4 N5 O2 -1.7(7) . . . . ?
C2 N2 N3 C1 84.3(4) . . . . ?
C2 C4 C7 C6 179.4(5) . . . . ?
C3 C4 C7 C6 0.2(8) . . . . ?
C4 C3 C5 N1 1.8(9) . . . . ?
C5 N1 C6 C7 0.6(8) . . . . ?
C5 C3 C4 C2 179.8(5) . . . . ?
C5 C3 C4 C7 -1.1(8) . . . . ?
C6 N1 C5 C3 -1.5(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5(6)
2 0.5(6)

####################################################################### 
# 
# 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_sqwu2_0m
_database_code_depnum_ccdc_archive 'CCDC 2454624'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-12-03 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 N6 O4'
_chemical_formula_sum            'C2 H6 N6 O4'
_chemical_formula_weight         178.13
_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'
O O 0.0106 0.0060 '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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.547(2)
_cell_length_b                   4.6558(12)
_cell_length_c                   14.643(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.474(3)
_cell_angle_gamma                90
_cell_volume                     620.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    796
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.13
_cell_measurement_theta_min      3.02
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_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  0.0293
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3626
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_min         2.274
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1008
_reflns_number_total             1407
_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       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1407
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.176
_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)+(0.0608P)²+0.1252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1293
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
2. Restrained distances
 O3_$1-O3
 3.2 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N5(H5)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.51881(16) 0.5791(3) 0.66636(11) 0.0357(4) Uani 1 1 d . . . . .
N1 N 1.0262(2) 0.3673(4) 0.63119(12) 0.0326(5) Uani 1 1 d . . . . .
C1 C 0.5172(2) 0.8232(4) 0.63507(13) 0.0262(5) Uani 1 1 d . . . . .
N6 N 0.2628(2) 0.8419(5) 0.60997(15) 0.0331(5) Uani 1 1 d . . . . .
H6A H 0.207(3) 0.985(7) 0.6228(19) 0.054(8) Uiso 1 1 d . . . . .
H6B H 0.210(4) 0.746(7) 0.555(2) 0.073(10) Uiso 1 1 d . . . . .
O2 O 0.73831(18) 0.5465(4) 0.53586(11) 0.0476(5) Uani 1 1 d . . . . .
N2 N 0.9615(2) 0.5726(4) 0.66294(13) 0.0379(5) Uani 1 1 d . . . . .
C2 C 0.8185(2) 0.6408(5) 0.61150(14) 0.0322(5) Uani 1 1 d . . . . .
N3 N 0.7726(2) 0.8445(4) 0.66248(13) 0.0382(5) Uani 1 1 d . . . . .
H3 H 0.829957 0.898029 0.717147 0.046 Uiso 1 1 calc R U . . .
O3 O 0.9715(2) 0.2179(5) 0.56092(13) 0.0713(7) Uani 1 1 d D . . . .
N4 N 0.63580(19) 0.9661(4) 0.62791(12) 0.0321(5) Uani 1 1 d . . . . .
H4 H 0.626036 1.133187 0.601745 0.038 Uiso 1 1 calc R U . . .
O4 O 1.15895(18) 0.3183(4) 0.67912(11) 0.0433(5) Uani 1 1 d . . . . .
N5 N 0.39020(19) 0.9739(4) 0.60077(12) 0.0324(5) Uani 1 1 d . . . . .
H5 H 0.387987 1.140348 0.574938 0.039 Uiso 1 1 calc R U . . .
H6C H 0.280(3) 0.716(6) 0.660(2) 0.058(8) Uiso 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 1.224(2) . ?
N1 N2 1.297(3) . ?
N1 O3 1.222(2) . ?
N1 O4 1.272(2) . ?
C1 N4 1.344(3) . ?
C1 N5 1.359(3) . ?
N6 H6A 0.91(3) . ?
N6 H6B 0.92(3) . ?
N6 N5 1.405(3) . ?
N6 H6C 0.91(3) . ?
O2 C2 1.223(2) . ?
N2 C2 1.384(3) . ?
C2 N3 1.358(3) . ?
N3 H3 0.8600 . ?
N3 N4 1.373(2) . ?
N4 H4 0.8600 . ?
N5 H5 0.8600 . ?

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
O3 N1 N2 126.3(2) . . ?
O3 N1 O4 117.76(19) . . ?
O4 N1 N2 115.93(17) . . ?
O1 C1 N4 124.91(19) . . ?
O1 C1 N5 121.8(2) . . ?
N4 C1 N5 113.25(18) . . ?
H6A N6 H6B 110(3) . . ?
H6A N6 H6C 107(2) . . ?
H6B N6 H6C 108(3) . . ?
N5 N6 H6A 106.2(19) . . ?
N5 N6 H6B 113(2) . . ?
N5 N6 H6C 113.6(18) . . ?
N1 N2 C2 118.17(18) . . ?
O2 C2 N2 131.1(2) . . ?
O2 C2 N3 122.1(2) . . ?
N3 C2 N2 106.84(17) . . ?
C2 N3 H3 119.6 . . ?
C2 N3 N4 120.89(17) . . ?
N4 N3 H3 119.6 . . ?
C1 N4 N3 119.85(18) . . ?
C1 N4 H4 120.1 . . ?
N3 N4 H4 120.1 . . ?
C1 N5 N6 116.14(18) . . ?
C1 N5 H5 121.9 . . ?
N6 N5 H5 121.9 . . ?

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 N4 N3 -4.1(3) . . . . ?
O1 C1 N5 N6 4.6(3) . . . . ?
N1 N2 C2 O2 -3.0(4) . . . . ?
N1 N2 C2 N3 175.62(19) . . . . ?
O2 C2 N3 N4 -3.9(4) . . . . ?
N2 C2 N3 N4 177.26(19) . . . . ?
C2 N3 N4 C1 79.2(3) . . . . ?
O3 N1 N2 C2 -2.7(4) . . . . ?
N4 C1 N5 N6 -177.29(17) . . . . ?
O4 N1 N2 C2 177.88(19) . . . . ?
N5 C1 N4 N3 177.92(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2454629'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-12-05 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-12-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2025/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H5 N6 O4, H4 N O'
_chemical_formula_sum            'C2 H9 N7 O5'
_chemical_formula_weight         211.16
_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                   4.918(4)
_cell_length_b                   8.996(7)
_cell_length_c                   9.996(9)
_cell_angle_alpha                74.35(2)
_cell_angle_beta                 76.761(17)
_cell_angle_gamma                78.785(16)
_cell_volume                     410.3(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    348
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.70
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1002
_diffrn_reflns_av_unetI/netI     0.1306
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2981
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        22.210
_diffrn_reflns_theta_max         22.210
_diffrn_reflns_theta_min         2.805
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                548
_reflns_number_total             1026
_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       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2025/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.14(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2025/1 (Sheldrick 2025)'
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1026
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1634
_refine_ls_R_factor_gt           0.0845
_refine_ls_restrained_S_all      0.974
_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)+(0.1514P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2050
_refine_ls_wR_factor_ref         0.2597
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All N(H,H) groups, All N(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 N6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N5(H5)
2.c Idealised Me refined as rotating group:
 N8(H8A,H8B,H8C)
2.d Idealised tetrahedral OH refined as rotating group:
 O5(H5A)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.2526(17) 0.1938(9) 0.4865(9) 0.040(2) Uani 1 1 d . . . . .
C2 C 0.4909(17) 0.2877(10) 0.1562(9) 0.039(2) Uani 1 1 d . . . . .
N1 N -0.1351(15) 0.2124(8) 0.6602(7) 0.0426(18) Uani 1 1 d . . . . .
N2 N 0.0522(14) 0.1198(7) 0.5939(7) 0.044(2) Uani 1 1 d . . . . .
N3 N 0.3059(13) 0.1291(7) 0.3753(7) 0.0434(19) Uani 1 1 d . . . . .
H3 H 0.200350 0.064165 0.373381 0.052 Uiso 1 1 calc R U . . .
N4 N 0.5254(14) 0.1643(7) 0.2644(7) 0.048(2) Uani 1 1 d . . . . .
H4 H 0.686735 0.106488 0.264508 0.058 Uiso 1 1 calc R U . . .
N5 N 0.6972(15) 0.2966(7) 0.0467(7) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.690704 0.376281 -0.023755 0.064 Uiso 1 1 calc R U . . .
N6 N 0.9289(15) 0.1780(8) 0.0426(8) 0.062(2) Uani 1 1 d . . . . .
H6A H 1.085654 0.219422 0.030277 0.093 Uiso 1 1 d R U . . .
H6B H 0.936799 0.136004 -0.029516 0.093 Uiso 1 1 d R U . . .
O5 O 0.7210(14) 0.5996(8) 0.1960(7) 0.078(2) Uani 1 1 d . . . . .
H5A H 0.598325 0.669351 0.218072 0.117 Uiso 1 1 calc R U . . .
N8 N 0.7777(13) 0.4889(7) 0.3179(7) 0.046(2) Uani 1 1 d . . . . .
H8A H 0.802188 0.536716 0.380507 0.069 Uiso 1 1 calc R U . . .
H8B H 0.933718 0.424285 0.295940 0.069 Uiso 1 1 calc R U . . .
H8C H 0.633547 0.434900 0.354836 0.069 Uiso 1 1 calc R U . . .
O1 O -0.3018(13) 0.1486(7) 0.7650(6) 0.0592(19) Uani 1 1 d . . . . .
O2 O -0.1678(11) 0.3572(6) 0.6216(6) 0.0520(18) Uani 1 1 d . . . . .
O3 O 0.3804(12) 0.2959(7) 0.4925(6) 0.0509(18) Uani 1 1 d . . . . .
O4 O 0.2784(12) 0.3886(6) 0.1604(6) 0.0556(18) 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
C1 N2 1.397(10) . ?
C1 N3 1.341(10) . ?
C1 O3 1.231(8) . ?
C2 N4 1.339(10) . ?
C2 N5 1.307(10) . ?
C2 O4 1.245(9) . ?
N1 N2 1.304(9) . ?
N1 O1 1.251(8) . ?
N1 O2 1.243(7) . ?
N3 H3 0.8600 . ?
N3 N4 1.375(8) . ?
N4 H4 0.8600 . ?
N5 H5 0.8600 . ?
N5 N6 1.403(9) . ?
N6 H6A 0.8900 . ?
N6 H6B 0.8900 . ?
O5 H5A 0.8200 . ?
O5 N8 1.395(8) . ?
N8 H8A 0.8900 . ?
N8 H8B 0.8900 . ?
N8 H8C 0.8900 . ?

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
N3 C1 N2 110.0(7) . . ?
O3 C1 N2 126.7(8) . . ?
O3 C1 N3 123.1(7) . . ?
N5 C2 N4 115.6(8) . . ?
O4 C2 N4 122.2(7) . . ?
O4 C2 N5 122.2(8) . . ?
O1 N1 N2 116.5(7) . . ?
O2 N1 N2 124.6(7) . . ?
O2 N1 O1 118.7(7) . . ?
N1 N2 C1 115.1(7) . . ?
C1 N3 H3 119.3 . . ?
C1 N3 N4 121.5(6) . . ?
N4 N3 H3 119.3 . . ?
C2 N4 N3 120.8(7) . . ?
C2 N4 H4 119.6 . . ?
N3 N4 H4 119.6 . . ?
C2 N5 H5 119.6 . . ?
C2 N5 N6 120.9(7) . . ?
N6 N5 H5 119.6 . . ?
N5 N6 H6A 108.7 . . ?
N5 N6 H6B 109.1 . . ?
H6A N6 H6B 109.5 . . ?
N8 O5 H5A 109.5 . . ?
O5 N8 H8A 109.5 . . ?
O5 N8 H8B 109.5 . . ?
O5 N8 H8C 109.5 . . ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 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
C1 N3 N4 C2 -86.7(10) . . . . ?
N2 C1 N3 N4 -170.0(6) . . . . ?
N3 C1 N2 N1 -140.0(7) . . . . ?
N4 C2 N5 N6 3.7(12) . . . . ?
N5 C2 N4 N3 -169.7(7) . . . . ?
O1 N1 N2 C1 -173.8(7) . . . . ?
O2 N1 N2 C1 10.3(11) . . . . ?
O3 C1 N2 N1 44.7(11) . . . . ?
O3 C1 N3 N4 5.5(12) . . . . ?
O4 C2 N4 N3 11.4(12) . . . . ?
O4 C2 N5 N6 -177.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT088_1_a                 
;
PROBLEM: Poor Data / Parameter Ratio ....................       7.90 Note  
RESPONSE: Due to poor crystal quality and the resolution was cut to 0.94 (44.4 degrees).
;
_vrf_THETM01_1_a                 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to poor crystal quality and the resolution was cut to 0.94 (44.4 degrees).
;
####################################################################### 
# 
# 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_mo_20240978_0m
_database_code_depnum_ccdc_archive 'CCDC 2454628'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'N O3, C2 H7 N6 O4'
_chemical_formula_sum            'C2 H7 N7 O7'
_chemical_formula_weight         241.15
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.7316(2)
_cell_length_b                   8.2172(4)
_cell_length_c                   10.9255(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.7130(10)
_cell_angle_gamma                90
_cell_volume                     419.89(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2219
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.333
_cell_measurement_theta_min      3.115
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1241 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.7800.
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    1.907
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4937
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_min         3.115
_diffrn_ambient_temperature      170.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.857
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                1473
_reflns_number_total             1694
_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, 2019)'
_computing_data_collection       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 568 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.6(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1694
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.054
_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)+(0.0488P)²+0.0564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.1003
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N2-H2 = N3-H3 = N4-H4 = N5-H5 = N6-H6C = N6-H6B = N6-H6A
 0.87 with sigma of 0.02
3.a Rotating group:
 N6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N5(H5), N4(H4)
;
_atom_sites_solution_hydrogens   mixed
_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
O6 O 0.4865(7) 0.4073(4) -0.1194(2) 0.0214(7) Uani 1 1 d . . . . .
O4 O 0.5198(6) 0.6383(4) 0.6490(2) 0.0217(7) Uani 1 1 d . . . . .
O5 O 0.2010(7) 0.4138(4) 0.0184(2) 0.0248(7) Uani 1 1 d . . . . .
O2 O 0.0845(7) 0.4373(4) 0.2924(3) 0.0233(7) Uani 1 1 d . . . . .
O1 O -0.0717(6) 0.6192(4) 0.1539(3) 0.0259(7) Uani 1 1 d . . . . .
O3 O 0.7271(6) 0.7547(4) 0.3913(3) 0.0254(7) Uani 1 1 d . . . . .
O7 O 0.5595(7) 0.2489(4) 0.0417(3) 0.0293(8) Uani 1 1 d . . . . .
N7 N 0.4168(8) 0.3565(4) -0.0194(3) 0.0191(8) Uani 1 1 d . . . . .
N1 N 0.1073(7) 0.5659(5) 0.2359(3) 0.0194(8) Uani 1 1 d . . . . .
N3 N 0.5801(8) 0.4992(4) 0.4304(3) 0.0192(8) Uani 1 1 d D . . . .
H3 H 0.462965 0.418443 0.405855 0.023 Uiso 1 1 calc DR U . . .
N6 N 0.9273(7) 0.6247(4) 0.8454(3) 0.0184(8) Uani 1 1 d D . . . .
H6A H 0.745815 0.634885 0.855396 0.022 Uiso 1 1 d DR U . . .
H6B H 1.021753 0.574622 0.910939 0.022 Uiso 1 1 d DR U . . .
N5 N 0.9456(8) 0.5332(5) 0.7369(3) 0.0210(8) Uani 1 1 d D . . . .
H5 H 1.085122 0.463659 0.732469 0.025 Uiso 1 1 calc DR U . . .
N4 N 0.7841(8) 0.4847(5) 0.5343(3) 0.0223(8) Uani 1 1 d D . . . .
H4 H 0.941931 0.428695 0.532488 0.027 Uiso 1 1 calc DR U . . .
N2 N 0.3465(8) 0.6577(4) 0.2664(3) 0.0206(8) Uani 1 1 d D . . . .
C1 C 0.5659(8) 0.6398(5) 0.3682(3) 0.0186(9) Uani 1 1 d . . . . .
C2 C 0.7333(8) 0.5599(5) 0.6397(3) 0.0165(8) Uani 1 1 d . . . . .
H6C H 1.021(11) 0.718(5) 0.841(5) 0.047(16) Uiso 1 1 d D . . . .
H2 H 0.361(14) 0.736(6) 0.216(5) 0.055(18) 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
O6 N7 1.259(4) . ?
O4 C2 1.215(5) . ?
O5 N7 1.250(5) . ?
O2 N1 1.236(5) . ?
O1 N1 1.218(4) . ?
O3 C1 1.216(5) . ?
O7 N7 1.244(4) . ?
N1 N2 1.359(5) . ?
N3 H3 0.8800 . ?
N3 N4 1.380(5) . ?
N3 C1 1.337(6) . ?
N6 H6A 0.8859 . ?
N6 H6B 0.8858 . ?
N6 N5 1.418(5) . ?
N6 H6C 0.89(3) . ?
N5 H5 0.8800 . ?
N5 C2 1.364(5) . ?
N4 H4 0.8800 . ?
N4 C2 1.360(5) . ?
N2 C1 1.410(5) . ?
N2 H2 0.86(3) . ?

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
O5 N7 O6 119.7(3) . . ?
O7 N7 O6 120.6(3) . . ?
O7 N7 O5 119.7(3) . . ?
O2 N1 N2 119.0(3) . . ?
O1 N1 O2 124.8(4) . . ?
O1 N1 N2 116.2(3) . . ?
N4 N3 H3 121.1 . . ?
C1 N3 H3 121.1 . . ?
C1 N3 N4 117.9(4) . . ?
H6A N6 H6B 108.9 . . ?
H6A N6 H6C 115.4 . . ?
H6B N6 H6C 104.5 . . ?
N5 N6 H6A 109.6 . . ?
N5 N6 H6B 110.0 . . ?
N5 N6 H6C 108(4) . . ?
N6 N5 H5 122.1 . . ?
C2 N5 N6 115.8(3) . . ?
C2 N5 H5 122.1 . . ?
N3 N4 H4 121.1 . . ?
C2 N4 N3 117.8(3) . . ?
C2 N4 H4 121.1 . . ?
N1 N2 C1 128.5(3) . . ?
N1 N2 H2 114(4) . . ?
C1 N2 H2 118(4) . . ?
O3 C1 N3 125.7(4) . . ?
O3 C1 N2 116.5(4) . . ?
N3 C1 N2 117.8(4) . . ?
O4 C2 N5 122.9(3) . . ?
O4 C2 N4 124.6(4) . . ?
N4 C2 N5 112.5(4) . . ?

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
O2 N1 N2 C1 -9.9(6) . . . . ?
O1 N1 N2 C1 169.6(4) . . . . ?
N1 N2 C1 O3 -165.1(4) . . . . ?
N1 N2 C1 N3 15.1(6) . . . . ?
N3 N4 C2 O4 0.4(7) . . . . ?
N3 N4 C2 N5 178.3(3) . . . . ?
N6 N5 C2 O4 -10.1(6) . . . . ?
N6 N5 C2 N4 172.0(3) . . . . ?
N4 N3 C1 O3 3.9(6) . . . . ?
N4 N3 C1 N2 -176.3(3) . . . . ?
C1 N3 N4 C2 76.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT430_mo_20240978_0m      
;
PROBLEM: Short Inter D...A Contact  O1       ..O5       .       2.70 Ang.
RESPONSE: Due to the dense stacking of molecules in the crystal structure.
;
####################################################################### 
# 
# 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_1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2454803'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H5 N5 O4'
_chemical_formula_sum            'C2 H5 N5 O4'
_chemical_formula_weight         163.11
_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.7573(12)
_cell_length_b                   4.7917(3)
_cell_length_c                   14.1888(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.606(2)
_cell_angle_gamma                90
_cell_volume                     1201.34(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3017
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.05
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6168
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.071
_diffrn_reflns_theta_max         25.071
_diffrn_reflns_theta_min         2.305
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  ccd
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                894
_reflns_number_total             1060
_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       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1060
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.105
_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)+(0.0476P)²+1.1389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1006
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2. Restrained distances
 N2-H2
 0.86 with sigma of 0.02
3.a X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.38270(10) 0.6137(4) 0.75414(14) 0.0238(5) Uani 1 1 d . . . A 1
C2 C 0.41844(10) 0.8329(4) 0.55650(13) 0.0234(5) Uani 1 1 d . . . A 1
N1 N 0.31293(9) 0.8301(4) 0.85466(12) 0.0257(4) Uani 1 1 d . . . A 1
N2 N 0.36767(9) 0.6617(4) 0.84359(12) 0.0261(4) Uani 1 1 d D . . A 1
N3 N 0.35680(10) 0.7974(4) 0.67876(12) 0.0276(4) Uani 1 1 d . . . A 1
N4 N 0.36216(10) 0.7289(4) 0.58686(12) 0.0308(5) Uani 1 1 d . . . A 1
N5 N 0.46157(10) 1.0327(4) 0.61036(13) 0.0348(5) Uani 1 1 d . . . A 1
H5A H 0.496668 1.105341 0.591834 0.042 Uiso 1 1 calc R U . A 1
H5B H 0.454599 1.090395 0.664007 0.042 Uiso 1 1 calc R U . A 1
O1 O 0.28984(8) 1.0262(3) 0.79788(10) 0.0337(4) Uani 1 1 d . . . A 1
O2 O 0.29044(9) 0.7725(3) 0.92416(11) 0.0416(5) Uani 1 1 d . . . A 1
O3 O 0.41911(9) 0.4077(3) 0.75222(11) 0.0404(4) Uani 1 1 d . . . A 1
O4 O 0.42580(8) 0.7411(3) 0.47843(10) 0.0346(4) Uani 1 1 d . . . A 1
H4 H 0.3391(13) 0.590(5) 0.5570(17) 0.033(6) Uiso 1 1 d . . . . .
H3 H 0.3277(14) 0.921(5) 0.6803(17) 0.040(7) Uiso 1 1 d . . . . .
H2 H 0.3832(14) 0.532(4) 0.8928(15) 0.049(7) 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 N2 1.408(2) . ?
C1 N3 1.344(3) . ?
C1 O3 1.206(2) . ?
C2 N4 1.361(2) . ?
C2 N5 1.319(3) . ?
C2 O4 1.242(2) . ?
N1 N2 1.356(2) . ?
N1 O1 1.219(2) . ?
N1 O2 1.227(2) . ?
N2 H2 0.908(17) . ?
N3 N4 1.381(2) . ?
N3 H3 0.81(3) . ?
N4 H4 0.83(2) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?

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
N3 C1 N2 118.82(17) . . ?
O3 C1 N2 116.12(17) . . ?
O3 C1 N3 125.06(18) . . ?
N5 C2 N4 118.18(17) . . ?
O4 C2 N4 118.86(18) . . ?
O4 C2 N5 122.94(17) . . ?
O1 N1 N2 119.80(15) . . ?
O1 N1 O2 124.26(16) . . ?
O2 N1 N2 115.93(17) . . ?
C1 N2 H2 118.1(15) . . ?
N1 N2 C1 126.16(16) . . ?
N1 N2 H2 112.3(16) . . ?
C1 N3 N4 118.33(18) . . ?
C1 N3 H3 121.6(17) . . ?
N4 N3 H3 117.5(17) . . ?
C2 N4 N3 121.46(18) . . ?
C2 N4 H4 117.4(16) . . ?
N3 N4 H4 118.8(16) . . ?
C2 N5 H5A 120.0 . . ?
C2 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?

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
C1 N3 N4 C2 -100.2(2) . . . . ?
N2 C1 N3 N4 -170.80(16) . . . . ?
N3 C1 N2 N1 19.3(3) . . . . ?
N5 C2 N4 N3 -9.7(3) . . . . ?
O1 N1 N2 C1 -26.1(3) . . . . ?
O2 N1 N2 C1 154.66(18) . . . . ?
O3 C1 N2 N1 -161.31(18) . . . . ?
O3 C1 N3 N4 9.9(3) . . . . ?
O4 C2 N4 N3 172.04(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2454630'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H7 N5 O2'
_chemical_formula_sum            'C2 H7 N5 O2'
_chemical_formula_weight         133.13
_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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   9.1713(12)
_cell_length_b                   4.7459(8)
_cell_length_c                   12.745(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     554.72(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1230
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.57
_cell_measurement_theta_min      3.20
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4731
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        25.063
_diffrn_reflns_theta_max         25.063
_diffrn_reflns_theta_min         3.197
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.734
_reflns_Friedel_fraction_full    0.808
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                598
_reflns_number_total             893
_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       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 216 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -3.7(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         893
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.030
_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)+(0.0748P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1324
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N1-H1A = N1-H1B
 0.9 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N4(H4)
3.b X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.7152(6) 0.4418(12) 0.5505(5) 0.0365(14) Uani 1 1 d . . . . .
C2 C 0.4347(6) 0.4433(13) 0.3778(5) 0.0403(15) Uani 1 1 d . . . . .
N1 N 0.6913(6) 0.0849(14) 0.6820(5) 0.0579(16) Uani 1 1 d D . . . .
H1A H 0.725(7) 0.193(13) 0.735(4) 0.069 Uiso 1 1 d D U . . .
H1B H 0.773(5) 0.005(14) 0.656(5) 0.069 Uiso 1 1 d D U . . .
N2 N 0.6346(5) 0.2514(11) 0.6017(5) 0.0466(13) Uani 1 1 d . . . . .
H2 H 0.544552 0.230985 0.584430 0.056 Uiso 1 1 calc R U . . .
N3 N 0.6494(5) 0.5851(12) 0.4714(4) 0.0439(13) Uani 1 1 d . . . . .
H3 H 0.701516 0.680454 0.427948 0.053 Uiso 1 1 calc R U . . .
N4 N 0.5003(5) 0.5797(12) 0.4600(4) 0.0434(13) Uani 1 1 d . . . . .
H4 H 0.446775 0.664169 0.505595 0.052 Uiso 1 1 calc R U . . .
N5 N 0.5159(5) 0.2752(12) 0.3178(4) 0.0566(16) Uani 1 1 d . . . . .
H5A H 0.476732 0.186053 0.266219 0.068 Uiso 1 1 calc R U . . .
H5B H 0.607392 0.255846 0.330595 0.068 Uiso 1 1 calc R U . . .
O1 O 0.8459(4) 0.4846(9) 0.5704(3) 0.0481(13) Uani 1 1 d . . . . .
O2 O 0.3027(4) 0.4809(9) 0.3639(3) 0.0467(12) 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
C1 N2 1.338(7) . ?
C1 N3 1.358(8) . ?
C1 O1 1.242(6) . ?
C2 N4 1.369(8) . ?
C2 N5 1.333(8) . ?
C2 O2 1.236(6) . ?
N1 H1A 0.903(14) . ?
N1 H1B 0.906(14) . ?
N1 N2 1.393(8) . ?
N2 H2 0.8600 . ?
N3 H3 0.8600 . ?
N3 N4 1.376(6) . ?
N4 H4 0.8600 . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?

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
N2 C1 N3 117.1(5) . . ?
O1 C1 N2 123.0(6) . . ?
O1 C1 N3 119.9(5) . . ?
N5 C2 N4 118.4(5) . . ?
O2 C2 N4 118.1(6) . . ?
O2 C2 N5 123.4(6) . . ?
H1A N1 H1B 104(7) . . ?
N2 N1 H1A 111(5) . . ?
N2 N1 H1B 106(5) . . ?
C1 N2 N1 122.3(5) . . ?
C1 N2 H2 118.8 . . ?
N1 N2 H2 118.8 . . ?
C1 N3 H3 119.6 . . ?
C1 N3 N4 120.8(5) . . ?
N4 N3 H3 119.6 . . ?
C2 N4 N3 121.8(5) . . ?
C2 N4 H4 119.1 . . ?
N3 N4 H4 119.1 . . ?
C2 N5 H5A 120.0 . . ?
C2 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?

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
C1 N3 N4 C2 -110.6(6) . . . . ?
N2 C1 N3 N4 13.8(8) . . . . ?
N3 C1 N2 N1 177.9(5) . . . . ?
N5 C2 N4 N3 10.9(9) . . . . ?
O1 C1 N2 N1 0.0(9) . . . . ?
O1 C1 N3 N4 -168.2(6) . . . . ?
O2 C2 N4 N3 -169.7(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20241675_0m
_database_code_depnum_ccdc_archive 'CCDC 2454627'
loop_
_audit_author_name
_audit_author_address
'Yanda Jiang'
;Beijing Institude of Technology
China
;
_audit_update_record             
;
2025-11-27 deposited with the CCDC.	2025-12-17 downloaded from the CCDC.
;
_audit_creation_date             2025-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H7 N3 O2, H2 O'
_chemical_formula_sum            'C8 H9 N3 O3'
_chemical_formula_weight         195.18
_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   34.234(6)
_cell_length_b                   3.7532(6)
_cell_length_c                   30.453(6)
_cell_angle_alpha                90
_cell_angle_beta                 121.052(5)
_cell_angle_gamma                90
_cell_volume                     3352.1(10)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    1489
_cell_measurement_temperature    173.00
_cell_measurement_theta_max      25.034
_cell_measurement_theta_min      2.571
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for 17ion correction.
wR2(int) was 0.1575 before and 0.0664 after correction.
The Ratio of minimum to maximum transmission is 0.6935.
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    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_unetI/netI     0.0953
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            9686
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.397
_diffrn_reflns_theta_min         2.383
_diffrn_ambient_temperature      173.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1972
_reflns_number_total             3404
_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, 2019)'
_computing_data_collection       'Bruker D8 VENTURE'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         3404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1206
_refine_ls_R_factor_gt           0.0591
_refine_ls_restrained_S_all      1.028
_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)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1514
_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 O(H,H) groups
2.a Free rotating group:
 O5(H5B,H5C), O2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N6(H6), N1(H1), C12(H12), C4(H4A), C13(H13), C15(H15), C7(H7), C14(H14),
 C5(H5A), C6(H6A)
;
_atom_sites_solution_hydrogens   mixed
_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
O6 O 0.47829(7) 1.4382(6) 0.43244(8) 0.0353(6) Uani 1 1 d . . . . .
O3 O 0.70482(7) 0.6799(6) 0.69061(8) 0.0371(6) Uani 1 1 d . . . . .
O4 O 0.66241(7) 1.1869(6) 0.55317(8) 0.0376(6) Uani 1 1 d . . . . .
O1 O 0.80244(8) 0.4919(6) 0.59328(8) 0.0469(7) Uani 1 1 d . . . . .
O5 O 0.61136(8) 0.8342(7) 0.61842(9) 0.0527(7) Uani 1 1 d G . . . .
H5B H 0.590686 0.675016 0.612362 0.079 Uiso 1 1 d G U . . .
H5C H 0.636807 0.738152 0.641869 0.079 Uiso 1 1 d G U . . .
N4 N 0.61264(8) 1.3484(7) 0.47097(9) 0.0289(6) Uani 1 1 d . . . . .
N6 N 0.54570(8) 1.2767(7) 0.49883(10) 0.0310(6) Uani 1 1 d . . . . .
H6 H 0.538232 1.384517 0.519141 0.037 Uiso 1 1 calc R U . . .
N3 N 0.77605(8) 0.5092(7) 0.71094(10) 0.0292(6) Uani 1 1 d . . . . .
N5 N 0.58739(8) 1.0936(7) 0.52198(10) 0.0291(6) Uani 1 1 d . . . . .
N2 N 0.72602(9) 0.7577(8) 0.63209(10) 0.0332(7) Uani 1 1 d . . . . .
N1 N 0.74519(9) 0.5882(7) 0.60661(10) 0.0356(7) Uani 1 1 d . . . . .
H1 H 0.727012 0.464858 0.578825 0.043 Uiso 1 1 calc R U . . .
O2 O 0.80061(9) -0.0042(9) 0.52016(10) 0.0613(8) Uani 1 1 d G . . . .
H2A H 0.787271 0.133332 0.531504 0.092 Uiso 1 1 d G U . . .
H2B H 0.801880 -0.211163 0.533710 0.092 Uiso 1 1 d G U . . .
C11 C 0.53122(10) 1.1842(8) 0.41304(11) 0.0254(7) Uani 1 1 d . . . . .
C2 C 0.82159(10) 0.7272(8) 0.67428(11) 0.0257(7) Uani 1 1 d . . . . .
C12 C 0.49766(10) 1.0595(8) 0.36533(11) 0.0290(7) Uani 1 1 d . . . . .
H12 H 0.467361 1.031518 0.358219 0.035 Uiso 1 1 calc R U . . .
C10 C 0.57600(10) 1.2180(7) 0.42377(11) 0.0250(7) Uani 1 1 d . . . . .
C4 C 0.85155(10) 0.7439(8) 0.76515(12) 0.0298(7) Uani 1 1 d . . . . .
H4A H 0.848422 0.695287 0.793798 0.036 Uiso 1 1 calc R U . . .
C3 C 0.81598(10) 0.6619(8) 0.71594(11) 0.0265(7) Uani 1 1 d . . . . .
C9 C 0.62261(11) 1.2138(8) 0.51747(12) 0.0288(7) Uani 1 1 d . . . . .
C8 C 0.73357(10) 0.6459(8) 0.67799(12) 0.0303(7) Uani 1 1 d . . . . .
C16 C 0.51653(10) 1.3001(8) 0.44852(12) 0.0280(7) Uani 1 1 d . . . . .
C13 C 0.50763(11) 0.9759(8) 0.32818(12) 0.0322(7) Uani 1 1 d . . . . .
H13 H 0.484381 0.890824 0.295675 0.039 Uiso 1 1 calc R U . . .
C15 C 0.58573(10) 1.1332(8) 0.38589(11) 0.0298(7) Uani 1 1 d . . . . .
H15 H 0.616020 1.156091 0.392753 0.036 Uiso 1 1 calc R U . . .
C7 C 0.86240(10) 0.8802(8) 0.68316(12) 0.0318(8) Uani 1 1 d . . . . .
H7 H 0.866450 0.923773 0.655033 0.038 Uiso 1 1 calc R U . . .
C1 C 0.78914(11) 0.6028(8) 0.62191(12) 0.0327(8) Uani 1 1 d . . . . .
C14 C 0.55166(11) 1.0165(8) 0.33851(12) 0.0313(8) Uani 1 1 d . . . . .
H14 H 0.558538 0.963429 0.312721 0.038 Uiso 1 1 calc R U . . .
C5 C 0.89104(10) 0.8940(8) 0.77261(12) 0.0323(7) Uani 1 1 d . . . . .
H5A H 0.914953 0.947688 0.806447 0.039 Uiso 1 1 calc R U . . .
C6 C 0.89664(11) 0.9683(8) 0.73184(13) 0.0354(8) Uani 1 1 d . . . . .
H6A H 0.923776 1.078828 0.737326 0.042 Uiso 1 1 calc R U . . .
H2 H 0.7009(11) 0.869(8) 0.6112(12) 0.038(10) Uiso 1 1 d . . . . .
H3 H 0.7822(11) 0.411(9) 0.7430(14) 0.051(10) Uiso 1 1 d . . . . .
H5 H 0.5972(12) 1.007(10) 0.5571(15) 0.066(12) Uiso 1 1 d . . . . .
H4 H 0.6406(12) 1.406(9) 0.4701(12) 0.051(10) Uiso 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
O6 C16 1.249(3) . ?
O3 C8 1.234(3) . ?
O4 C9 1.233(3) . ?
O1 C1 1.245(3) . ?
O5 H5B 0.8700 . ?
O5 H5C 0.8700 . ?
N4 C10 1.421(4) . ?
N4 C9 1.371(4) . ?
N4 H4 0.99(3) . ?
N6 H6 0.8800 . ?
N6 N5 1.403(3) . ?
N6 C16 1.332(4) . ?
N3 C3 1.416(4) . ?
N3 C8 1.371(4) . ?
N3 H3 0.96(3) . ?
N5 C9 1.359(4) . ?
N5 H5 0.99(4) . ?
N2 N1 1.401(3) . ?
N2 C8 1.351(4) . ?
N2 H2 0.87(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.327(4) . ?
O2 H2A 0.8699 . ?
O2 H2B 0.8701 . ?
C11 C12 1.389(4) . ?
C11 C10 1.399(4) . ?
C11 C16 1.473(4) . ?
C2 C3 1.399(4) . ?
C2 C7 1.401(4) . ?
C2 C1 1.472(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.376(4) . ?
C10 C15 1.393(4) . ?
C4 H4A 0.9500 . ?
C4 C3 1.393(4) . ?
C4 C5 1.371(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.378(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.374(4) . ?
C14 H14 0.9500 . ?
C5 H5A 0.9500 . ?
C5 C6 1.379(4) . ?
C6 H6A 0.9500 . ?

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
H5B O5 H5C 104.5 . . ?
C10 N4 H4 114.1(18) . . ?
C9 N4 C10 122.5(3) . . ?
C9 N4 H4 112.1(19) . . ?
N5 N6 H6 117.5 . . ?
C16 N6 H6 117.5 . . ?
C16 N6 N5 125.1(2) . . ?
C3 N3 H3 111(2) . . ?
C8 N3 C3 121.9(3) . . ?
C8 N3 H3 119(2) . . ?
N6 N5 H5 113(2) . . ?
C9 N5 N6 120.8(3) . . ?
C9 N5 H5 113(2) . . ?
N1 N2 H2 113(2) . . ?
C8 N2 N1 122.5(3) . . ?
C8 N2 H2 120(2) . . ?
N2 N1 H1 118.1 . . ?
C1 N1 N2 123.9(3) . . ?
C1 N1 H1 118.1 . . ?
H2A O2 H2B 104.5 . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 C16 117.1(3) . . ?
C10 C11 C16 123.4(3) . . ?
C3 C2 C7 119.1(3) . . ?
C3 C2 C1 123.2(3) . . ?
C7 C2 C1 117.3(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C10 N4 123.8(2) . . ?
C15 C10 N4 116.9(3) . . ?
C15 C10 C11 119.2(3) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
C5 C4 C3 120.6(3) . . ?
C2 C3 N3 123.3(3) . . ?
C4 C3 N3 117.7(3) . . ?
C4 C3 C2 118.9(3) . . ?
O4 C9 N4 120.9(3) . . ?
O4 C9 N5 121.2(3) . . ?
N5 C9 N4 117.8(3) . . ?
O3 C8 N3 121.7(3) . . ?
O3 C8 N2 122.2(3) . . ?
N2 C8 N3 116.0(3) . . ?
O6 C16 N6 119.4(3) . . ?
O6 C16 C11 121.3(3) . . ?
N6 C16 C11 119.2(3) . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.5(3) . . ?
C14 C13 H13 120.3 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
O1 C1 N1 119.9(3) . . ?
O1 C1 C2 121.4(3) . . ?
N1 C1 C2 118.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C4 C5 H5A 119.4 . . ?
C4 C5 C6 121.1(3) . . ?
C6 C5 H5A 119.4 . . ?
C7 C6 C5 119.0(3) . . ?
C7 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?

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
N4 C10 C15 C14 -177.8(3) . . . . ?
N6 N5 C9 O4 143.8(3) . . . . ?
N6 N5 C9 N4 -39.7(4) . . . . ?
N5 N6 C16 O6 172.5(3) . . . . ?
N5 N6 C16 C11 -11.5(4) . . . . ?
N2 N1 C1 O1 -169.1(3) . . . . ?
N2 N1 C1 C2 15.3(4) . . . . ?
N1 N2 C8 O3 -148.7(3) . . . . ?
N1 N2 C8 N3 34.6(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C11 C10 C15 C14 -0.2(4) . . . . ?
C2 C7 C6 C5 2.0(4) . . . . ?
C12 C11 C10 N4 178.9(3) . . . . ?
C12 C11 C10 C15 1.4(4) . . . . ?
C12 C11 C16 O6 -32.5(4) . . . . ?
C12 C11 C16 N6 151.7(3) . . . . ?
C12 C13 C14 C15 1.2(5) . . . . ?
C10 N4 C9 O4 143.9(3) . . . . ?
C10 N4 C9 N5 -32.6(4) . . . . ?
C10 C11 C12 C13 -1.4(4) . . . . ?
C10 C11 C16 O6 142.8(3) . . . . ?
C10 C11 C16 N6 -33.0(4) . . . . ?
C10 C15 C14 C13 -1.1(5) . . . . ?
C4 C5 C6 C7 -1.9(5) . . . . ?
C3 N3 C8 O3 -136.9(3) . . . . ?
C3 N3 C8 N2 39.7(4) . . . . ?
C3 C2 C7 C6 -0.4(4) . . . . ?
C3 C2 C1 O1 -141.9(3) . . . . ?
C3 C2 C1 N1 33.7(4) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C9 N4 C10 C11 51.8(4) . . . . ?
C9 N4 C10 C15 -130.7(3) . . . . ?
C8 N3 C3 C2 -52.7(4) . . . . ?
C8 N3 C3 C4 128.5(3) . . . . ?
C8 N2 N1 C1 -71.1(4) . . . . ?
C16 N6 N5 C9 68.7(4) . . . . ?
C16 C11 C12 C13 174.2(3) . . . . ?
C16 C11 C10 N4 3.7(4) . . . . ?
C16 C11 C10 C15 -173.8(3) . . . . ?
C7 C2 C3 N3 179.9(3) . . . . ?
C7 C2 C3 C4 -1.4(4) . . . . ?
C7 C2 C1 O1 30.3(4) . . . . ?
C7 C2 C1 N1 -154.1(3) . . . . ?
C1 C2 C3 N3 -8.0(4) . . . . ?
C1 C2 C3 C4 170.7(3) . . . . ?
C1 C2 C7 C6 -172.9(3) . . . . ?
C5 C4 C3 N3 -179.6(3) . . . . ?
C5 C4 C3 C2 1.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
