# 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_fj408_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2486535'
loop_
_audit_author_name
_audit_author_address
'Jing Feng'
; china academy of engineering physics
China
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_audit_creation_date             2025-04-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H5 N7 O4, C3 H7 N O'
_chemical_formula_sum            'C9 H12 N8 O5'
_chemical_formula_weight         312.27
_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                   5.4535(7)
_cell_length_b                   10.0932(16)
_cell_length_c                   12.545(2)
_cell_angle_alpha                74.026(5)
_cell_angle_beta                 79.421(5)
_cell_angle_gamma                80.912(5)
_cell_volume                     648.35(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1150
_cell_measurement_temperature    173
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.745371
_exptl_absorpt_correction_T_min  0.434696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1177 before and 0.0626 after correction.
 
For component 2:
 wR2(int) was 0.1408 before and 0.0632 after correction.
 The Ratio of minimum to maximum transmission is 0.58.

Final HKLF 4 output contains 8001 reflections, Rint = 0.0711
 (2921 with I > 3sig(I), Rint = 0.0552)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.2230
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            2605
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.389
_diffrn_reflns_theta_min         2.112
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1298
_reflns_number_total             2605
_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 V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 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         0.339
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2605
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.1791
_refine_ls_R_factor_gt           0.0751
_refine_ls_restrained_S_all      1.116
_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)+(0.0852P)²+0.0896P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1723
_refine_ls_wR_factor_ref         0.2018
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 N8, C11, C12, C8, C9, C7, O5, O6, C10
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C9, C8, C7, C10, C11, C12
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
C10 \\sim C11 \\sim C12 \\sim C7 \\sim C8 \\sim C9: within 2A with sigma of
0.005 and sigma for terminal atoms of 0.01 within 2A
4. Others
 Sof(C12)=Sof(H12)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(H8C)=Sof(O5)=Sof(C10)=
 Sof(H10A)=Sof(H10B)=Sof(H10C)=1-FVAR(1)
 Sof(C11)=Sof(H11)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C7)=Sof(H7A)=
 Sof(H7B)=Sof(H7C)=Sof(O6)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N6(H6), C11(H11), C12(H12)
5.b X=CH2 refined with riding coordinates:
 N3(H3A,H3B), N1(H1A,H1B)
5.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C7(H7A,H7B,H7C), C10(H10A,H10B,H10C)
;
_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
O3 O 0.9105(5) 0.8988(3) 0.5872(2) 0.0513(8) Uani 1 1 d . . . . .
O2 O 0.4855(5) 0.9740(3) 0.2199(2) 0.0544(8) Uani 1 1 d . . . . .
O4 O 0.9348(5) 0.7552(3) 0.7491(3) 0.0614(8) Uani 1 1 d . . . . .
N7 N 0.2270(5) 0.6017(3) 0.5253(3) 0.0414(8) Uani 1 1 d . . . . .
O1 O 0.1954(6) 0.8590(3) 0.2097(3) 0.0659(9) Uani 1 1 d . . . . .
N3 N 0.6808(5) 0.9310(3) 0.3983(3) 0.0414(8) Uani 1 1 d . . . . .
H3A H 0.779527 0.945256 0.441199 0.050 Uiso 1 1 calc R U . . .
H3B H 0.677707 0.984601 0.329964 0.050 Uiso 1 1 calc R U . . .
N1 N 0.0617(5) 0.6468(3) 0.3664(3) 0.0460(8) Uani 1 1 d . . . . .
H1A H -0.024874 0.576013 0.398776 0.055 Uiso 1 1 calc R U . . .
H1B H 0.045196 0.694557 0.297413 0.055 Uiso 1 1 calc R U . . .
N6 N 0.4211(5) 0.5647(3) 0.6871(3) 0.0447(8) Uani 1 1 d . . . . .
H6 H 0.343279 0.492837 0.726587 0.054 Uiso 1 1 calc R U . . .
N8 N -0.0561(6) 0.2792(3) 0.9758(3) 0.0477(8) Uani 1 1 d . U . . .
N4 N 0.8463(6) 0.7963(3) 0.6615(3) 0.0464(9) Uani 1 1 d . . . . .
N2 N 0.3496(6) 0.8789(3) 0.2629(3) 0.0472(8) Uani 1 1 d . . . . .
N5 N 0.5895(5) 0.6172(3) 0.7256(3) 0.0469(8) Uani 1 1 d . . . . .
C5 C 0.3840(6) 0.6343(3) 0.5812(3) 0.0389(9) Uani 1 1 d . . . . .
C3 C 0.5369(6) 0.8288(3) 0.4364(3) 0.0366(9) Uani 1 1 d . . . . .
C6 C 0.6606(6) 0.7220(4) 0.6419(3) 0.0415(9) Uani 1 1 d . . . . .
C4 C 0.5412(6) 0.7419(3) 0.5467(3) 0.0377(9) Uani 1 1 d . . . . .
C1 C 0.2172(6) 0.6813(3) 0.4215(3) 0.0382(9) Uani 1 1 d . . . . .
C2 C 0.3699(6) 0.7961(3) 0.3740(3) 0.0366(9) Uani 1 1 d . . . . .
C11 C 0.0204(16) 0.3634(8) 0.8835(7) 0.0577(19) Uani 0.519(5) 1 d . U P A 1
H11 H -0.087708 0.445934 0.859838 0.069 Uiso 0.519(5) 1 calc R U P A 1
C12 C 0.1707(16) 0.2466(9) 0.9231(7) 0.0535(18) Uani 0.481(5) 1 d . U P A 2
H12 H 0.256490 0.158445 0.953461 0.064 Uiso 0.481(5) 1 calc R U P A 2
C8 C -0.1816(19) 0.1880(10) 1.0673(8) 0.066(2) Uani 0.481(5) 1 d . U P A 2
H8A H -0.270399 0.239070 1.121721 0.099 Uiso 0.481(5) 1 calc R U P A 2
H8B H -0.059604 0.114715 1.102816 0.099 Uiso 0.481(5) 1 calc R U P A 2
H8C H -0.302694 0.146363 1.041309 0.099 Uiso 0.481(5) 1 calc R U P A 2
C9 C -0.3117(18) 0.2953(12) 1.0373(9) 0.094(3) Uani 0.519(5) 1 d . U P A 1
H9A H -0.385758 0.391773 1.013775 0.141 Uiso 0.519(5) 1 calc R U P A 1
H9B H -0.304516 0.270637 1.117946 0.141 Uiso 0.519(5) 1 calc R U P A 1
H9C H -0.414888 0.234087 1.021066 0.141 Uiso 0.519(5) 1 calc R U P A 1
C7 C 0.081(2) 0.1417(9) 1.0113(8) 0.086(3) Uani 0.519(5) 1 d . U P A 1
H7A H 0.183234 0.115500 0.945797 0.128 Uiso 0.519(5) 1 calc R U P A 1
H7B H -0.038146 0.073902 1.047486 0.128 Uiso 0.519(5) 1 calc R U P A 1
H7C H 0.190886 0.143711 1.064519 0.128 Uiso 0.519(5) 1 calc R U P A 1
O5 O 0.281(4) 0.322(3) 0.837(2) 0.060(5) Uani 0.481(5) 1 d . U P A 2
O6 O 0.217(3) 0.348(3) 0.824(2) 0.053(3) Uani 0.519(5) 1 d . U P A 1
C10 C -0.185(2) 0.4199(11) 0.9395(10) 0.089(3) Uani 0.481(5) 1 d . U P A 2
H10A H -0.229824 0.461694 1.003335 0.133 Uiso 0.481(5) 1 calc R U P A 2
H10B H -0.338277 0.414962 0.910813 0.133 Uiso 0.481(5) 1 calc R U P A 2
H10C H -0.074110 0.476777 0.880177 0.133 Uiso 0.481(5) 1 calc R U P A 2


_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
O3 N4 1.236(4) . ?
O2 N2 1.246(4) . ?
O4 N4 1.222(4) . ?
N7 C5 1.330(5) . ?
N7 C1 1.335(5) . ?
O1 N2 1.236(4) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
N3 C3 1.325(4) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C1 1.326(5) . ?
N6 H6 0.8800 . ?
N6 N5 1.347(4) . ?
N6 C5 1.356(5) . ?
N8 C11 1.277(8) . ?
N8 C12 1.329(9) . ?
N8 C8 1.401(9) . ?
N8 C9 1.472(10) . ?
N8 C7 1.462(9) . ?
N8 C10 1.472(10) . ?
N4 C6 1.443(5) . ?
N2 C2 1.428(5) . ?
N5 C6 1.320(5) . ?
C5 C4 1.415(4) . ?
C3 C4 1.422(5) . ?
C3 C2 1.432(5) . ?
C6 C4 1.415(5) . ?
C1 C2 1.461(5) . ?
C11 H11 0.9500 . ?
C11 O6 1.21(2) . ?
C12 H12 0.9500 . ?
C12 O5 1.25(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N7 C1 115.5(3) . . ?
H3A N3 H3B 120.0 . . ?
C3 N3 H3A 120.0 . . ?
C3 N3 H3B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
N5 N6 H6 123.5 . . ?
N5 N6 C5 113.0(3) . . ?
C5 N6 H6 123.5 . . ?
C11 N8 C9 123.2(6) . . ?
C11 N8 C7 120.7(6) . . ?
C12 N8 C8 123.9(6) . . ?
C12 N8 C10 119.4(6) . . ?
C8 N8 C10 116.7(6) . . ?
C7 N8 C9 114.2(6) . . ?
O3 N4 C6 117.6(3) . . ?
O4 N4 O3 123.0(3) . . ?
O4 N4 C6 119.4(3) . . ?
O2 N2 C2 119.7(3) . . ?
O1 N2 O2 119.6(3) . . ?
O1 N2 C2 120.7(3) . . ?
C6 N5 N6 104.3(3) . . ?
N7 C5 N6 124.0(3) . . ?
N7 C5 C4 129.3(4) . . ?
N6 C5 C4 106.7(3) . . ?
N3 C3 C4 120.2(3) . . ?
N3 C3 C2 124.7(3) . . ?
C4 C3 C2 115.0(3) . . ?
N5 C6 N4 115.5(4) . . ?
N5 C6 C4 113.7(3) . . ?
C4 C6 N4 130.8(3) . . ?
C5 C4 C3 117.0(3) . . ?
C5 C4 C6 102.3(3) . . ?
C6 C4 C3 140.7(3) . . ?
N7 C1 C2 121.5(3) . . ?
N1 C1 N7 114.8(3) . . ?
N1 C1 C2 123.8(4) . . ?
N2 C2 C3 119.2(3) . . ?
N2 C2 C1 119.0(3) . . ?
C3 C2 C1 121.8(3) . . ?
N8 C11 H11 116.9 . . ?
O6 C11 N8 126.1(12) . . ?
O6 C11 H11 116.9 . . ?
N8 C12 H12 117.3 . . ?
O5 C12 N8 125.4(12) . . ?
O5 C12 H12 117.3 . . ?
N8 C8 H8A 109.5 . . ?
N8 C8 H8B 109.5 . . ?
N8 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N8 C9 H9A 109.5 . . ?
N8 C9 H9B 109.5 . . ?
N8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N8 C7 H7A 109.5 . . ?
N8 C7 H7B 109.5 . . ?
N8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N8 C10 H10A 109.5 . . ?
N8 C10 H10B 109.5 . . ?
N8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 N4 C6 N5 -177.0(3) . . . . ?
O3 N4 C6 C4 3.5(5) . . . . ?
O2 N2 C2 C3 3.4(5) . . . . ?
O2 N2 C2 C1 -177.4(3) . . . . ?
O4 N4 C6 N5 3.8(5) . . . . ?
O4 N4 C6 C4 -175.7(4) . . . . ?
N7 C5 C4 C3 -0.6(5) . . . . ?
N7 C5 C4 C6 -179.7(3) . . . . ?
N7 C1 C2 N2 -179.3(3) . . . . ?
N7 C1 C2 C3 -0.1(5) . . . . ?
O1 N2 C2 C3 -175.3(3) . . . . ?
O1 N2 C2 C1 4.0(5) . . . . ?
N3 C3 C4 C5 -179.5(3) . . . . ?
N3 C3 C4 C6 -0.9(6) . . . . ?
N3 C3 C2 N2 -1.0(5) . . . . ?
N3 C3 C2 C1 179.8(3) . . . . ?
N1 C1 C2 N2 1.3(5) . . . . ?
N1 C1 C2 C3 -179.4(3) . . . . ?
N6 N5 C6 N4 -179.3(3) . . . . ?
N6 N5 C6 C4 0.3(4) . . . . ?
N6 C5 C4 C3 179.2(3) . . . . ?
N6 C5 C4 C6 0.1(4) . . . . ?
N4 C6 C4 C5 179.2(3) . . . . ?
N4 C6 C4 C3 0.5(7) . . . . ?
N5 N6 C5 N7 179.9(3) . . . . ?
N5 N6 C5 C4 0.0(4) . . . . ?
N5 C6 C4 C5 -0.3(4) . . . . ?
N5 C6 C4 C3 -179.0(4) . . . . ?
C5 N7 C1 N1 179.4(3) . . . . ?
C5 N7 C1 C2 0.0(5) . . . . ?
C5 N6 N5 C6 -0.2(4) . . . . ?
C4 C3 C2 N2 179.1(3) . . . . ?
C4 C3 C2 C1 -0.1(4) . . . . ?
C1 N7 C5 N6 -179.4(3) . . . . ?
C1 N7 C5 C4 0.4(5) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C3 C4 C6 179.0(4) . . . . ?
C8 N8 C12 O5 175(2) . . . . ?
C9 N8 C11 O6 -172(2) . . . . ?
C7 N8 C11 O6 -8(2) . . . . ?
C10 N8 C12 O5 -7(2) . . . . ?


_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_fj
_database_code_depnum_ccdc_archive 'CCDC 2486536'
loop_
_audit_author_name
_audit_author_address
'Jing Feng'
; china academy of engineering physics
China
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_audit_creation_date             2025-07-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7308)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H3 N9 O4'
_chemical_formula_sum            'C6 H3 N9 O4'
_chemical_formula_weight         265.17
_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      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c e'
_space_group_name_Hall           '-C 2bc 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.3544(6)
_cell_length_b                   25.956(3)
_cell_length_c                   15.2262(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2511.4(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2665
_cell_measurement_temperature    170
_cell_measurement_theta_max      63.31
_cell_measurement_theta_min      3.40
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.5685
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1347 before and 0.0964 after correction.
The Ratio of minimum to maximum transmission is 0.7556.
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    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6702
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        63.671
_diffrn_reflns_theta_max         63.671
_diffrn_reflns_theta_min         4.476
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                898
_reflns_number_total             1121
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 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  (Sheldrick, 2015)'
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0989
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1232P)²+18.3687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2670
_refine_ls_wR_factor_ref         0.2799
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N8(H8)
2.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_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
O3 O 1.000000 0.6492(2) 0.7847(4) 0.0561(16) Uani 1 2 d S T P . .
N9 N 1.000000 0.6976(2) 0.4903(4) 0.0459(16) Uani 1 2 d S T P . .
O4 O 1.000000 0.5911(2) 0.6816(4) 0.0646(18) Uani 1 2 d S T P . .
N5 N 1.000000 0.6757(2) 0.4082(4) 0.0457(16) Uani 1 2 d S T P . .
O1 O 1.000000 0.9059(2) 0.6141(4) 0.0653(18) Uani 1 2 d S T P . .
N7 N 1.000000 0.7871(2) 0.4466(4) 0.0464(16) Uani 1 2 d S T P . .
N2 N 1.000000 0.7456(2) 0.7493(4) 0.0448(15) Uani 1 2 d S T P . .
H2A H 1.000000 0.723143 0.792639 0.054 Uiso 1 2 calc R U P . .
H2B H 1.000000 0.778828 0.760866 0.054 Uiso 1 2 calc R U P . .
N6 N 1.000000 0.6255(3) 0.4245(4) 0.0485(16) Uani 1 2 d S T P . .
N8 N 1.000000 0.8312(3) 0.4952(5) 0.0507(17) Uani 1 2 d S T P . .
H8 H 1.000000 0.862532 0.473131 0.061 Uiso 1 2 calc R U P . .
N3 N 1.000000 0.6369(3) 0.7052(4) 0.0469(16) Uani 1 2 d S T P . .
N4 N 1.000000 0.6149(3) 0.5127(4) 0.0494(17) Uani 1 2 d S T P . .
O2 O 1.000000 0.8531(2) 0.7197(4) 0.074(2) Uani 1 2 d S T P . .
N1 N 1.000000 0.8618(2) 0.6423(5) 0.0498(17) Uani 1 2 d S T P . .
C1 C 1.000000 0.7651(3) 0.5940(5) 0.0403(17) Uani 1 2 d S T P . .
C4 C 1.000000 0.7296(3) 0.6678(6) 0.0473(19) Uani 1 2 d S T P . .
C3 C 1.000000 0.7501(3) 0.5085(6) 0.0464(19) Uani 1 2 d S T P . .
C2 C 1.000000 0.8201(3) 0.5820(6) 0.051(2) Uani 1 2 d S T P . .
C5 C 1.000000 0.6611(3) 0.5518(6) 0.047(2) Uani 1 2 d S T P . .
C6 C 1.000000 0.6761(3) 0.6423(5) 0.0423(17) Uani 1 2 d S T P . .


_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
O3 N3 1.252(8) . ?
N9 N5 1.375(9) . ?
N9 C3 1.389(10) . ?
N9 C5 1.333(10) . ?
O4 N3 1.242(8) . ?
N5 N6 1.326(9) . ?
O1 N1 1.222(9) . ?
N7 N8 1.362(10) . ?
N7 C3 1.346(11) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C4 1.310(11) . ?
N6 N4 1.372(9) . ?
N8 H8 0.8800 . ?
N8 C2 1.353(11) . ?
N3 C6 1.397(10) . ?
N4 C5 1.339(10) . ?
O2 N1 1.200(9) . ?
N1 C2 1.419(11) . ?
C1 C4 1.452(11) . ?
C1 C3 1.359(11) . ?
C1 C2 1.441(12) . ?
C4 C6 1.442(11) . ?
C5 C6 1.432(12) . ?

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
N5 N9 C3 126.0(7) . . ?
C5 N9 N5 110.1(6) . . ?
C5 N9 C3 123.9(7) . . ?
N6 N5 N9 103.7(6) . . ?
C3 N7 N8 102.7(6) . . ?
H2A N2 H2B 120.0 . . ?
C4 N2 H2A 120.0 . . ?
C4 N2 H2B 120.0 . . ?
N5 N6 N4 112.4(6) . . ?
N7 N8 H8 124.7 . . ?
C2 N8 N7 110.6(6) . . ?
C2 N8 H8 124.7 . . ?
O3 N3 C6 118.5(6) . . ?
O4 N3 O3 121.6(7) . . ?
O4 N3 C6 119.9(7) . . ?
C5 N4 N6 104.8(6) . . ?
O1 N1 C2 119.1(8) . . ?
O2 N1 O1 121.4(7) . . ?
O2 N1 C2 119.4(7) . . ?
C3 C1 C4 124.0(7) . . ?
C3 C1 C2 99.3(7) . . ?
C2 C1 C4 136.6(7) . . ?
N2 C4 C1 122.1(7) . . ?
N2 C4 C6 124.1(8) . . ?
C6 C4 C1 113.8(7) . . ?
N7 C3 N9 124.1(7) . . ?
N7 C3 C1 117.8(7) . . ?
C1 C3 N9 118.1(7) . . ?
N8 C2 N1 118.0(8) . . ?
N8 C2 C1 109.5(7) . . ?
N1 C2 C1 132.4(8) . . ?
N9 C5 N4 109.0(7) . . ?
N9 C5 C6 118.8(7) . . ?
N4 C5 C6 132.2(7) . . ?
N3 C6 C4 121.1(7) . . ?
N3 C6 C5 117.5(7) . . ?
C5 C6 C4 121.4(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
O3 N3 C6 C4 0.000(5) . . . . ?
O3 N3 C6 C5 180.000(4) . . . . ?
N9 N5 N6 N4 0.000(3) . . . . ?
N9 C5 C6 N3 180.000(3) . . . . ?
N9 C5 C6 C4 0.000(5) . . . . ?
O4 N3 C6 C4 180.000(4) . . . . ?
O4 N3 C6 C5 0.000(5) . . . . ?
N5 N9 C3 N7 0.000(5) . . . . ?
N5 N9 C3 C1 180.000(3) . . . . ?
N5 N9 C5 N4 0.000(3) . . . . ?
N5 N9 C5 C6 180.000(3) . . . . ?
N5 N6 N4 C5 0.000(3) . . . . ?
O1 N1 C2 N8 0.000(5) . . . . ?
O1 N1 C2 C1 180.000(5) . . . . ?
N7 N8 C2 N1 180.000(4) . . . . ?
N7 N8 C2 C1 0.000(4) . . . . ?
N2 C4 C6 N3 0.000(5) . . . . ?
N2 C4 C6 C5 180.000(4) . . . . ?
N6 N4 C5 N9 0.000(3) . . . . ?
N6 N4 C5 C6 180.000(4) . . . . ?
N8 N7 C3 N9 180.000(3) . . . . ?
N8 N7 C3 C1 0.000(4) . . . . ?
N4 C5 C6 N3 0.000(5) . . . . ?
N4 C5 C6 C4 180.000(4) . . . . ?
O2 N1 C2 N8 180.000(4) . . . . ?
O2 N1 C2 C1 0.000(6) . . . . ?
C1 C4 C6 N3 180.000(4) . . . . ?
C1 C4 C6 C5 0.000(5) . . . . ?
C4 C1 C3 N9 0.000(5) . . . . ?
C4 C1 C3 N7 180.000(4) . . . . ?
C4 C1 C2 N8 180.000(4) . . . . ?
C4 C1 C2 N1 0.000(7) . . . . ?
C3 N9 N5 N6 180.000(3) . . . . ?
C3 N9 C5 N4 180.000(3) . . . . ?
C3 N9 C5 C6 0.000(4) . . . . ?
C3 N7 N8 C2 0.000(4) . . . . ?
C3 C1 C4 N2 180.000(4) . . . . ?
C3 C1 C4 C6 0.000(5) . . . . ?
C3 C1 C2 N8 0.000(4) . . . . ?
C3 C1 C2 N1 180.000(4) . . . . ?
C2 C1 C4 N2 0.000(6) . . . . ?
C2 C1 C4 C6 180.000(4) . . . . ?
C2 C1 C3 N9 180.000(3) . . . . ?
C2 C1 C3 N7 0.000(4) . . . . ?
C5 N9 N5 N6 0.000(3) . . . . ?
C5 N9 C3 N7 180.000(3) . . . . ?
C5 N9 C3 C1 0.000(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.310 0.000 -0.670 359.0 175.6 ?
2 0.007 0.500 -0.022 359.0 175.6 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_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_fj314_0m
_database_code_depnum_ccdc_archive 'CCDC 2488457'
loop_
_audit_author_name
_audit_author_address
'Jing Feng'
;China Academy of Engineering Physics
China
;
_audit_update_record             
;
2025-09-16 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_audit_creation_date             2025-03-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H2 Cl N6 O4, H4 N'
_chemical_formula_sum            'C6 H6 Cl N7 O4'
_chemical_formula_weight         275.63
_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'
Cl Cl 0.1484 0.1585 '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                   3.7744(18)
_cell_length_b                   8.801(4)
_cell_length_c                   15.470(8)
_cell_angle_alpha                78.931(15)
_cell_angle_beta                 87.267(16)
_cell_angle_gamma                83.599(14)
_cell_volume                     501.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    735
_cell_measurement_temperature    170
_cell_measurement_theta_max      22.653
_cell_measurement_theta_min      2.495
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1285 before and 0.0872 after correction.
The Ratio of minimum to maximum transmission is 0.5781.
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    1.827
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.1579
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1776
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.122
_diffrn_reflns_theta_max         25.122
_diffrn_reflns_theta_min         2.371
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1008
_reflns_number_total             1776
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 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  (Sheldrick, 2015)'
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1776
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1793
_refine_ls_R_factor_gt           0.1034
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2778
_refine_ls_wR_factor_ref         0.3381
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.811(5)
 0.189(5)
2. Fixed Uiso
 At 1.2 times of:
  {H2A,H2B} of N2
 At 1.5 times of:
  {H5A,H5B} of N5
3. Restrained distances
 N5-H5A = N5-H5D = N5-H5C = N5-H5B
 0.84 with sigma of 0.02
4.a Free rotating group:
 N5(H5A,H5B)
4.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_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
Cl1 Cl 0.0693(8) -0.0648(3) 0.13256(19) 0.0400(9) Uani 1 1 d . . . . .
O4 O 0.749(2) 0.4982(8) 0.4274(5) 0.0356(19) Uani 1 1 d . . . . .
O3 O 0.468(2) 0.6001(7) 0.3078(5) 0.039(2) Uani 1 1 d . . . . .
N6 N 0.576(2) 0.4866(9) 0.3637(5) 0.028(2) Uani 1 1 d . . . . .
O2 O -0.171(2) 0.3791(9) 0.0409(5) 0.045(2) Uani 1 1 d . . . . .
N7 N 0.589(2) 0.2181(9) 0.4203(5) 0.027(2) Uani 1 1 d . . . . .
O1 O 0.243(3) 0.2116(10) 0.0029(5) 0.051(2) Uani 1 1 d . . . . .
N4 N 0.511(2) 0.0885(9) 0.3967(5) 0.029(2) Uani 1 1 d . . . . .
N3 N 0.296(2) 0.0149(9) 0.2704(5) 0.0230(19) Uani 1 1 d . . . . .
N1 N 0.073(3) 0.2754(10) 0.0579(6) 0.033(2) Uani 1 1 d . . . . .
N5 N 1.002(2) 0.1933(10) 0.5763(6) 0.028(2) Uani 1 1 d DG . . . .
H5A H 0.871472 0.166028 0.623426 0.043 Uiso 1 1 d DG U . . .
H5B H 0.874815 0.201765 0.529856 0.043 Uiso 1 1 d DG U . . .
N2 N 0.204(3) 0.4969(9) 0.1621(5) 0.035(2) Uani 1 1 d . . . . .
H2A H 0.136537 0.529764 0.107360 0.042 Uiso 1 1 calc R U . . .
H2B H 0.249278 0.564228 0.194324 0.042 Uiso 1 1 calc R U . . .
C6 C 0.389(3) 0.1249(10) 0.3141(6) 0.023(2) Uani 1 1 d . . . . .
C4 C 0.367(2) 0.2860(10) 0.2820(6) 0.022(2) Uani 1 1 d . . . . .
C5 C 0.504(3) 0.3373(11) 0.3529(6) 0.025(2) Uani 1 1 d . . . . .
C2 C 0.171(3) 0.2259(11) 0.1507(7) 0.030(2) Uani 1 1 d . . . . .
C1 C 0.192(3) 0.0675(12) 0.1905(7) 0.032(3) Uani 1 1 d . . . . .
C3 C 0.237(3) 0.3435(11) 0.1964(7) 0.029(2) Uani 1 1 d . . . . .
H5C H 1.16(3) 0.120(11) 0.571(8) 0.06(5) Uiso 1 1 d D . . . .
H5D H 1.10(3) 0.262(11) 0.594(8) 0.06(4) 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
Cl1 C1 1.713(11) . ?
O4 N6 1.233(10) . ?
O3 N6 1.235(10) . ?
N6 C5 1.413(12) . ?
O2 N1 1.224(11) . ?
N7 N4 1.329(11) . ?
N7 C5 1.351(12) . ?
O1 N1 1.226(12) . ?
N4 C6 1.346(12) . ?
N3 C6 1.367(12) . ?
N3 C1 1.298(13) . ?
N1 C2 1.471(13) . ?
N5 H5A 0.8700 . ?
N5 H5B 0.8700 . ?
N5 H5C 0.84(2) . ?
N5 H5D 0.84(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C3 1.347(12) . ?
C6 C4 1.403(12) . ?
C4 C5 1.405(13) . ?
C4 C3 1.414(13) . ?
C2 C1 1.406(14) . ?
C2 C3 1.410(14) . ?

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
O4 N6 O3 122.8(8) . . ?
O4 N6 C5 119.0(8) . . ?
O3 N6 C5 118.3(8) . . ?
N4 N7 C5 107.5(8) . . ?
N7 N4 C6 108.5(7) . . ?
C1 N3 C6 115.2(8) . . ?
O2 N1 O1 124.5(9) . . ?
O2 N1 C2 117.4(9) . . ?
O1 N1 C2 118.1(9) . . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.2 . . ?
H5A N5 H5D 98.1 . . ?
H5B N5 H5C 103.3 . . ?
H5B N5 H5D 128.8 . . ?
H5C N5 H5D 107(10) . . ?
H2A N2 H2B 120.0 . . ?
C3 N2 H2A 120.0 . . ?
C3 N2 H2B 120.0 . . ?
N4 C6 N3 122.3(8) . . ?
N4 C6 C4 111.4(8) . . ?
N3 C6 C4 126.2(8) . . ?
C6 C4 C5 100.7(8) . . ?
C6 C4 C3 118.4(9) . . ?
C5 C4 C3 140.9(9) . . ?
N7 C5 N6 116.7(8) . . ?
N7 C5 C4 111.7(8) . . ?
C4 C5 N6 131.5(9) . . ?
C1 C2 N1 120.1(9) . . ?
C1 C2 C3 122.8(9) . . ?
C3 C2 N1 117.0(8) . . ?
N3 C1 Cl1 117.3(8) . . ?
N3 C1 C2 123.3(9) . . ?
C2 C1 Cl1 119.4(8) . . ?
N2 C3 C4 121.4(9) . . ?
N2 C3 C2 124.7(9) . . ?
C2 C3 C4 113.8(8) . . ?

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 N6 C5 N7 8.7(14) . . . . ?
O4 N6 C5 C4 -168.9(10) . . . . ?
O3 N6 C5 N7 -172.4(9) . . . . ?
O3 N6 C5 C4 10.0(17) . . . . ?
O2 N1 C2 C1 127.6(10) . . . . ?
O2 N1 C2 C3 -51.7(12) . . . . ?
N7 N4 C6 N3 178.1(9) . . . . ?
N7 N4 C6 C4 -3.1(11) . . . . ?
O1 N1 C2 C1 -53.2(13) . . . . ?
O1 N1 C2 C3 127.6(10) . . . . ?
N4 N7 C5 N6 -178.3(8) . . . . ?
N4 N7 C5 C4 -0.3(12) . . . . ?
N4 C6 C4 C5 2.7(11) . . . . ?
N4 C6 C4 C3 -178.9(9) . . . . ?
N3 C6 C4 C5 -178.5(9) . . . . ?
N3 C6 C4 C3 -0.1(15) . . . . ?
N1 C2 C1 Cl1 -4.8(14) . . . . ?
N1 C2 C1 N3 175.9(9) . . . . ?
N1 C2 C3 N2 2.6(15) . . . . ?
N1 C2 C3 C4 -173.5(9) . . . . ?
C6 N3 C1 Cl1 -179.7(7) . . . . ?
C6 N3 C1 C2 -0.5(14) . . . . ?
C6 C4 C5 N6 176.3(11) . . . . ?
C6 C4 C5 N7 -1.4(11) . . . . ?
C6 C4 C3 N2 179.0(10) . . . . ?
C6 C4 C3 C2 -4.8(13) . . . . ?
C5 N7 N4 C6 2.0(11) . . . . ?
C5 C4 C3 N2 -3(2) . . . . ?
C5 C4 C3 C2 172.7(12) . . . . ?
C1 N3 C6 N4 -178.4(9) . . . . ?
C1 N3 C6 C4 3.0(14) . . . . ?
C1 C2 C3 N2 -176.6(10) . . . . ?
C1 C2 C3 C4 7.3(15) . . . . ?
C3 C4 C5 N6 -2(2) . . . . ?
C3 C4 C5 N7 -179.2(12) . . . . ?
C3 C2 C1 Cl1 174.3(8) . . . . ?
C3 C2 C1 N3 -4.9(16) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.811(5)
2 0.189(5)

####################################################################### 
# 
# 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_fj228
_database_code_depnum_ccdc_archive 'CCDC 2488458'
loop_
_audit_author_name
_audit_author_address
'Jing Feng'
;China Academy of Engineering Physics
China
;
_audit_update_record             
;
2025-09-16 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_audit_creation_date             2025-03-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.02.27 svn.r83f5de26 for OlexSys, GUI svn.r7172)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H Cl2 N5 O4, H2 O'
_chemical_formula_sum            'C6 H3 Cl2 N5 O5'
_chemical_formula_weight         296.03
_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'
Cl Cl 0.1484 0.1585 '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           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                   7.3927(12)
_cell_length_b                   23.237(4)
_cell_length_c                   6.1818(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.353(6)
_cell_angle_gamma                90
_cell_volume                     1050.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1842
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1696 before and 0.0768 after correction.
The Ratio of minimum to maximum transmission is 0.6882.
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    1.871
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_av_unetI/netI     0.0859
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8275
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.409
_diffrn_reflns_theta_min         2.785
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1461
_reflns_number_total             2139
_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       ?
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+1.2857P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1321
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
Cl2 Cl 0.34838(14) 0.57435(4) 0.83766(15) 0.0316(3) Uani 1 1 d . . . . .
Cl1 Cl 0.94465(14) 0.57184(4) 0.44317(16) 0.0310(3) Uani 1 1 d . . . . .
O3 O 0.1297(5) 0.77442(13) 0.1212(5) 0.0312(7) Uani 1 1 d . . . . .
O1 O 0.8099(4) 0.69855(13) -0.1706(4) 0.0374(8) Uani 1 1 d . . . . .
O4 O 0.6965(4) 0.48428(11) 0.7039(4) 0.0365(8) Uani 1 1 d . . . . .
O2 O 0.9788(4) 0.66061(12) 0.1121(5) 0.0383(8) Uani 1 1 d . . . . .
N5 N 0.7140(5) 0.53384(13) 0.7651(5) 0.0272(8) Uani 1 1 d . . . . .
N4 N 0.3763(4) 0.63999(12) 0.5031(5) 0.0228(7) Uani 1 1 d . . . . .
N1 N 0.8320(5) 0.67819(13) 0.0159(5) 0.0279(8) Uani 1 1 d . . . . .
O5 O 0.7885(5) 0.54978(12) 0.9432(4) 0.0462(10) Uani 1 1 d . . . . .
N3 N 0.4108(5) 0.69744(13) 0.1915(5) 0.0247(8) Uani 1 1 d . . . . .
N2 N 0.5339(5) 0.70768(13) 0.0589(5) 0.0268(8) Uani 1 1 d . . . . .
C5 C 0.6343(5) 0.57934(14) 0.6124(6) 0.0212(8) Uani 1 1 d . . . . .
C3 C 0.4716(5) 0.65824(15) 0.3476(6) 0.0215(8) Uani 1 1 d . . . . .
C2 C 0.6478(5) 0.64168(14) 0.3141(6) 0.0215(9) Uani 1 1 d . . . . .
C6 C 0.4611(6) 0.60048(15) 0.6347(6) 0.0237(9) Uani 1 1 d . . . . .
C1 C 0.6759(5) 0.67532(15) 0.1300(6) 0.0215(9) Uani 1 1 d . . . . .
C4 C 0.7328(5) 0.59876(15) 0.4557(6) 0.0222(9) Uani 1 1 d . . . . .
H3 H 0.308(6) 0.7194(18) 0.194(7) 0.038(13) Uiso 1 1 d . . . . .
H3A H 0.182(9) 0.807(3) 0.088(10) 0.09(2) Uiso 1 1 d . . . . .
H3B H 0.058(8) 0.782(2) 0.219(9) 0.057(17) 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
Cl2 C6 1.715(4) . ?
Cl1 C4 1.698(4) . ?
O3 H3A 0.89(6) . ?
O3 H3B 0.88(6) . ?
O1 N1 1.235(4) . ?
O4 N5 1.213(4) . ?
O2 N1 1.229(4) . ?
N5 O5 1.215(4) . ?
N5 C5 1.482(4) . ?
N4 C3 1.340(5) . ?
N4 C6 1.323(5) . ?
N1 C1 1.439(5) . ?
N3 N2 1.332(5) . ?
N3 C3 1.355(5) . ?
N3 H3 0.92(5) . ?
N2 C1 1.314(5) . ?
C5 C6 1.396(6) . ?
C5 C4 1.370(5) . ?
C3 C2 1.402(6) . ?
C2 C1 1.421(5) . ?
C2 C4 1.413(5) . ?

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
H3A O3 H3B 108(5) . . ?
O4 N5 O5 125.8(3) . . ?
O4 N5 C5 117.7(3) . . ?
O5 N5 C5 116.5(3) . . ?
C6 N4 C3 114.2(3) . . ?
O1 N1 C1 117.9(3) . . ?
O2 N1 O1 124.6(4) . . ?
O2 N1 C1 117.5(3) . . ?
N2 N3 C3 111.9(3) . . ?
N2 N3 H3 124(3) . . ?
C3 N3 H3 124(3) . . ?
C1 N2 N3 106.0(3) . . ?
C6 C5 N5 118.3(3) . . ?
C4 C5 N5 118.8(4) . . ?
C4 C5 C6 122.9(3) . . ?
N4 C3 N3 124.7(4) . . ?
N4 C3 C2 128.0(3) . . ?
N3 C3 C2 107.4(4) . . ?
C3 C2 C1 102.4(3) . . ?
C3 C2 C4 116.2(4) . . ?
C4 C2 C1 141.3(4) . . ?
N4 C6 Cl2 117.3(3) . . ?
N4 C6 C5 122.9(4) . . ?
C5 C6 Cl2 119.9(3) . . ?
N2 C1 N1 117.9(3) . . ?
N2 C1 C2 112.4(4) . . ?
C2 C1 N1 129.8(3) . . ?
C5 C4 Cl1 120.0(3) . . ?
C5 C4 C2 115.8(4) . . ?
C2 C4 Cl1 124.2(3) . . ?

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 N1 C1 N2 -18.1(5) . . . . ?
O1 N1 C1 C2 161.5(3) . . . . ?
O4 N5 C5 C6 96.4(4) . . . . ?
O4 N5 C5 C4 -83.4(4) . . . . ?
O2 N1 C1 N2 161.2(3) . . . . ?
O2 N1 C1 C2 -19.1(5) . . . . ?
N5 C5 C6 Cl2 0.9(4) . . . . ?
N5 C5 C6 N4 -178.2(3) . . . . ?
N5 C5 C4 Cl1 -1.5(4) . . . . ?
N5 C5 C4 C2 179.3(3) . . . . ?
N4 C3 C2 C1 -179.4(3) . . . . ?
N4 C3 C2 C4 2.9(5) . . . . ?
O5 N5 C5 C6 -82.3(4) . . . . ?
O5 N5 C5 C4 97.9(4) . . . . ?
N3 N2 C1 N1 -179.6(3) . . . . ?
N3 N2 C1 C2 0.7(4) . . . . ?
N3 C3 C2 C1 0.4(4) . . . . ?
N3 C3 C2 C4 -177.3(3) . . . . ?
N2 N3 C3 N4 179.8(3) . . . . ?
N2 N3 C3 C2 0.0(4) . . . . ?
C3 N4 C6 Cl2 -179.6(2) . . . . ?
C3 N4 C6 C5 -0.5(5) . . . . ?
C3 N3 N2 C1 -0.4(4) . . . . ?
C3 C2 C1 N1 179.6(3) . . . . ?
C3 C2 C1 N2 -0.7(4) . . . . ?
C3 C2 C4 Cl1 179.4(2) . . . . ?
C3 C2 C4 C5 -1.4(4) . . . . ?
C6 N4 C3 N3 178.4(3) . . . . ?
C6 N4 C3 C2 -1.9(5) . . . . ?
C6 C5 C4 Cl1 178.6(3) . . . . ?
C6 C5 C4 C2 -0.6(5) . . . . ?
C1 C2 C4 Cl1 2.9(6) . . . . ?
C1 C2 C4 C5 -177.9(4) . . . . ?
C4 C5 C6 Cl2 -179.2(3) . . . . ?
C4 C5 C6 N4 1.7(5) . . . . ?
C4 C2 C1 N1 -3.6(7) . . . . ?
C4 C2 C1 N2 176.1(4) . . . . ?


_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_12
_database_code_depnum_ccdc_archive 'CCDC 2486537'
loop_
_audit_author_name
_audit_author_address
'Jing Feng'
; china academy of engineering physics
China
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_audit_creation_date             2025-05-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C6 H5 N7 O5), 3(H2 O)'
_chemical_formula_sum            'C24 H26 N28 O23'
_chemical_formula_weight         1074.73
_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 0.0181 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           5
_space_group_name_H-M_alt        C2
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.218(2)
_cell_length_b                   8.1903(8)
_cell_length_c                   26.295(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.828(8)
_cell_angle_gamma                90
_cell_volume                     3917.3(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4202
_cell_measurement_temperature    170
_cell_measurement_theta_max      63.59
_cell_measurement_theta_min      3.55
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    1.431
_exptl_absorpt_correction_T_max  0.3148
_exptl_absorpt_correction_T_min  0.1827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1465 before and 0.0813 after correction.
The Ratio of minimum to maximum transmission is 0.5804.
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    1.822
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2200
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1092
_diffrn_reflns_av_unetI/netI     0.1266
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            13253
_diffrn_reflns_point_group_measured_fraction_full 0.783
_diffrn_reflns_point_group_measured_fraction_max 0.783
_diffrn_reflns_theta_full        63.755
_diffrn_reflns_theta_max         63.755
_diffrn_reflns_theta_min         1.775
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.489
_reflns_Friedel_fraction_full    0.558
_reflns_Friedel_fraction_max     0.558
_reflns_number_gt                3773
_reflns_number_total             5065
_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 V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 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  (Sheldrick, 2015)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 
;
 Flack x determined using 727 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.6(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     724
_refine_ls_number_reflns         5065
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1256
_refine_ls_R_factor_gt           0.0893
_refine_ls_restrained_S_all      1.047
_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)+(0.0794P)²+21.6825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2003
_refine_ls_wR_factor_ref         0.2219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: O2(0.5) H2A(0.5) H2B(0.5) O3(0.5) H3A(0.5) H3B(0.5) O6(0.5)
 H6A(0.5) H6B(0.5) O4(0.5) H4A(0.5) H4B(0.5) O5(0.5) H5A(0.5) H5B(0.5) O7(0.5)
 H7A(0.5) H7B(0.5)
3.a Free rotating group:
 O2(H2A,H2B), O3(H3A,H3B), O6(H6A,H6B), O4(H4A,H4B), O5(H5A,H5B), O7(H7A,H7B)
3.b Rotating group:
 N1(H1A,H1B), N31(H31A,H31B), N15(H15A,H15B)
3.c Aromatic/amide H refined with riding coordinates:
 N42(H42), N7(H7), N60(H60), N19(H19)
3.d X=CH2 refined with riding coordinates:
 N54(H54A,H54B), N71(H71A,H71B), N50(H50A,H50B), N35(H35A,H35B), N67(H67A,H67B)
;
_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
O49 O 0.7842(4) 0.0076(8) 0.9590(3) 0.0330(17) Uani 1 1 d . . . . .
N40 N 0.7550(5) 0.1239(10) 0.9191(4) 0.0263(18) Uani 1 1 d . . . . .
N21 N 0.8220(5) 0.9204(10) 0.5717(4) 0.030(2) Uani 1 1 d . . . . .
O18 O 0.4683(5) 0.6954(13) 0.2669(4) 0.059(3) Uani 1 1 d . . . . .
O53 O 0.7703(5) 0.3971(13) 0.7671(4) 0.057(3) Uani 1 1 d . . . . .
O72 O 0.6746(5) -0.0173(10) 1.0306(3) 0.045(2) Uani 1 1 d . . . . .
O14 O 0.6424(5) 1.0503(9) 0.4616(3) 0.039(2) Uani 1 1 d . . . . .
N42 N 0.6475(5) 0.1567(10) 0.9451(4) 0.032(2) Uani 1 1 d . . . . .
H42 H 0.660019 0.091414 0.973138 0.039 Uiso 1 1 calc R U . . .
O36 O 0.8152(4) 1.0351(9) 0.5321(3) 0.0333(17) Uani 1 1 d . . . . .
N1 N 0.6050(5) 0.6494(11) 0.2853(4) 0.033(2) Uani 1 1 d . . . . .
H1A H 0.641961 0.580927 0.292199 0.039 Uiso 1 1 d R U . . .
H1B H 0.563963 0.593470 0.277132 0.039 Uiso 1 1 d R U . . .
N54 N 0.6513(5) 0.4180(11) 0.7886(4) 0.034(2) Uani 1 1 d . . . . .
H54A H 0.607008 0.456401 0.784330 0.041 Uiso 1 1 calc R U . . .
H54B H 0.673014 0.439816 0.764562 0.041 Uiso 1 1 calc R U . . .
O52 O 0.8593(5) 0.2436(14) 0.8122(4) 0.061(3) Uani 1 1 d . . . . .
N5 N 0.6302(5) 0.9364(11) 0.4207(4) 0.031(2) Uani 1 1 d . . . . .
N71 N 0.7986(5) 0.3811(12) 1.2066(4) 0.040(2) Uani 1 1 d . . . . .
H71A H 0.843511 0.417703 1.212142 0.048 Uiso 1 1 calc R U . . .
H71B H 0.775409 0.404358 1.229598 0.048 Uiso 1 1 calc R U . . .
O34 O 1.0200(5) 0.8426(13) 0.6861(5) 0.063(3) Uani 1 1 d . . . . .
N55 N 0.7007(6) 0.0957(12) 1.0718(4) 0.036(2) Uani 1 1 d . . . . .
N7 N 0.7581(5) 0.8918(12) 0.4407(4) 0.037(2) Uani 1 1 d . . . . .
H7 H 0.772692 0.951144 0.470181 0.045 Uiso 1 1 calc R U . . .
N31 N 0.8374(5) 0.6116(12) 0.7008(4) 0.036(2) Uani 1 1 d . . . . .
H31A H 0.856477 0.660380 0.732061 0.043 Uiso 1 1 d R U . . .
H31B H 0.792727 0.578441 0.698117 0.043 Uiso 1 1 d R U . . .
N60 N 0.8103(5) 0.1366(12) 1.0509(4) 0.038(2) Uani 1 1 d . . . . .
H60 H 0.798533 0.078530 1.021134 0.046 Uiso 1 1 calc R U . . .
O48 O 0.5226(5) 0.4880(12) 0.8129(4) 0.056(3) Uani 1 1 d . . . . .
O30 O 0.5857(5) 0.6009(14) 0.6198(5) 0.076(4) Uani 1 1 d . . . . .
C41 C 0.6873(6) 0.1889(12) 0.9128(4) 0.026(2) Uani 1 1 d . . . . .
O47 O 0.4810(6) 0.4596(14) 0.8807(5) 0.073(4) Uani 1 1 d . . . . .
N11 N 0.7913(6) 0.6457(17) 0.3418(5) 0.054(3) Uani 1 1 d . . . . .
O62 O 0.9304(6) 0.4578(13) 1.1869(4) 0.061(3) Uani 1 1 d . . . . .
O33 O 0.9761(5) 0.6609(12) 0.7261(4) 0.055(3) Uani 1 1 d . . . . .
N32 N 0.9680(5) 0.7625(12) 0.6899(4) 0.042(2) Uani 1 1 d . . . . .
C23 C 0.8962(6) 0.7877(12) 0.6517(4) 0.029(2) Uani 1 1 d . . . . .
N28 N 0.6526(6) 0.6224(15) 0.6403(5) 0.055(3) Uani 1 1 d . . . . .
O69 O 0.6719(6) 0.3693(16) 1.2188(4) 0.064(3) Uani 1 1 d . . . . .
N16 N 0.4804(6) 0.7937(15) 0.3047(4) 0.048(3) Uani 1 1 d . . . . .
C20 C 0.7611(6) 0.8583(13) 0.5803(5) 0.031(2) Uani 1 1 d . . . . .
N8 N 0.8031(6) 0.8096(16) 0.4188(4) 0.050(3) Uani 1 1 d . . . . .
C45 C 0.6520(6) 0.2899(12) 0.8703(4) 0.027(2) Uani 1 1 d . . . . .
C3 C 0.5512(6) 0.8138(14) 0.3399(4) 0.030(2) Uani 1 1 d . . . . .
N61 N 0.9344(6) 0.3846(16) 1.1490(5) 0.053(3) Uani 1 1 d . . . . .
C56 C 0.7679(6) 0.1596(12) 1.0808(4) 0.028(2) Uani 1 1 d . . . . .
C10 C 0.6827(6) 0.7708(13) 0.3657(4) 0.028(2) Uani 1 1 d . . . . .
C2 C 0.6134(6) 0.7413(13) 0.3286(4) 0.032(2) Uani 1 1 d . . . . .
O12 O 0.7537(6) 0.5743(14) 0.3019(4) 0.063(3) Uani 1 1 d . . . . .
C6 C 0.6899(6) 0.8684(12) 0.4110(4) 0.029(2) Uani 1 1 d . . . . .
N50 N 0.8600(5) 0.0989(13) 0.8990(4) 0.041(2) Uani 1 1 d . . . . .
H50A H 0.875427 0.033526 0.926948 0.049 Uiso 1 1 calc R U . . .
H50B H 0.888589 0.119966 0.879533 0.049 Uiso 1 1 calc R U . . .
N19 N 0.6916(5) 0.8846(12) 0.5477(4) 0.039(2) Uani 1 1 d . . . . .
H19 H 0.678476 0.944782 0.518406 0.047 Uiso 1 1 calc R U . . .
N51 N 0.7979(5) 0.3050(13) 0.8057(4) 0.041(2) Uani 1 1 d . . . . .
C57 C 0.8039(6) 0.2546(12) 1.1269(4) 0.027(2) Uani 1 1 d . . . . .
N27 N 0.6458(5) 0.8013(13) 0.5683(5) 0.043(3) Uani 1 1 d . . . . .
N43 N 0.5833(6) 0.2446(12) 0.9261(5) 0.044(3) Uani 1 1 d . . . . .
N15 N 0.5084(7) 0.9984(16) 0.3994(5) 0.057(3) Uani 1 1 d . . . . .
H15A H 0.470320 0.932570 0.393381 0.069 Uiso 1 1 d R U . . .
H15B H 0.522370 1.029784 0.433395 0.069 Uiso 1 1 d R U . . .
C65 C 0.6933(6) 0.2248(15) 1.1504(5) 0.039(3) Uani 1 1 d . . . . .
C24 C 0.8339(6) 0.7164(12) 0.6604(4) 0.028(2) Uani 1 1 d . . . . .
O29 O 0.6885(6) 0.5690(16) 0.6852(5) 0.077(4) Uani 1 1 d . . . . .
N59 N 0.8753(5) 0.2170(15) 1.0731(4) 0.045(3) Uani 1 1 d . . . . .
C4 C 0.5630(6) 0.9158(15) 0.3873(5) 0.034(3) Uani 1 1 d . . . . .
C38 C 0.7587(6) 0.2669(13) 0.8411(4) 0.028(2) Uani 1 1 d . . . . .
N46 N 0.5266(6) 0.4304(14) 0.8574(5) 0.051(3) Uani 1 1 d . . . . .
O17 O 0.4268(6) 0.876(2) 0.3106(4) 0.083(4) Uani 1 1 d . . . . .
N68 N 0.6512(6) 0.2574(17) 1.1848(4) 0.050(3) Uani 1 1 d . . . . .
C44 C 0.5866(6) 0.3233(13) 0.8824(5) 0.036(3) Uani 1 1 d . . . . .
C25 C 0.7643(6) 0.7563(13) 0.6219(4) 0.032(2) Uani 1 1 d . . . . .
C9 C 0.7590(7) 0.7371(16) 0.3742(5) 0.039(3) Uani 1 1 d . . . . .
N35 N 0.9452(6) 0.9600(12) 0.5950(4) 0.040(2) Uani 1 1 d . . . . .
H35A H 0.936595 1.020201 0.565887 0.048 Uiso 1 1 calc R U . . .
H35B H 0.990650 0.945370 0.616301 0.048 Uiso 1 1 calc R U . . .
O63 O 0.9882(6) 0.380(2) 1.1330(5) 0.099(5) Uani 1 1 d . . . . .
O70 O 0.5953(6) 0.175(2) 1.1813(4) 0.084(4) Uani 1 1 d . . . . .
C58 C 0.8722(7) 0.2869(14) 1.1173(5) 0.037(3) Uani 1 1 d . . . . .
C22 C 0.8901(6) 0.8916(13) 0.6067(5) 0.029(2) Uani 1 1 d . . . . .
N67 N 0.5965(7) 0.0478(19) 1.0920(5) 0.077(5) Uani 1 1 d . . . . .
H67A H 0.581536 -0.014830 1.063305 0.093 Uiso 1 1 calc R U . . .
H67B H 0.568576 0.061370 1.112367 0.093 Uiso 1 1 calc R U . . .
C37 C 0.6845(6) 0.3293(13) 0.8301(5) 0.030(2) Uani 1 1 d . . . . .
C66 C 0.6610(7) 0.1214(16) 1.1044(5) 0.040(3) Uani 1 1 d . . . . .
C26 C 0.6878(7) 0.7261(15) 0.6122(6) 0.043(3) Uani 1 1 d . . . . .
C64 C 0.7661(6) 0.2917(13) 1.1639(5) 0.032(2) Uani 1 1 d . . . . .
O13 O 0.8607(6) 0.645(2) 0.3577(6) 0.110(6) Uani 1 1 d . . . . .
C39 C 0.7928(6) 0.1665(14) 0.8860(5) 0.032(2) Uani 1 1 d . . . . .
O2 O 0.4468(10) 1.421(2) 0.4847(8) 0.048(4) Uani 0.5 1 d G . P . .
H2A H 0.423723 1.392440 0.506910 0.072 Uiso 0.5 1 d G U P . .
H2B H 0.422680 1.372517 0.454715 0.072 Uiso 0.5 1 d G U P . .
O3 O 0.4678(10) 1.149(2) 0.4847(8) 0.047(4) Uani 0.5 1 d G . P A -1
H3A H 0.429682 1.156651 0.495480 0.071 Uiso 0.5 1 d G U P A -1
H3B H 0.462357 1.228143 0.461584 0.071 Uiso 0.5 1 d G U P A -1
O6 O 0.9527(9) -0.1598(18) 0.9743(7) 0.038(4) Uani 0.5 1 d G . P . .
H6A H 0.985674 -0.218797 0.962555 0.057 Uiso 0.5 1 d G U P . .
H6B H 0.953193 -0.207986 1.003919 0.057 Uiso 0.5 1 d G U P . .
O4 O 0.5223(10) -0.1141(19) 0.9882(7) 0.041(4) Uani 0.5 1 d G . P B -1
H4A H 0.496884 -0.202745 0.977376 0.062 Uiso 0.5 1 d G U P B -1
H4B H 0.557082 -0.118840 0.973671 0.062 Uiso 0.5 1 d G U P B -1
O5 O 0.9573(10) 0.1051(19) 1.0073(8) 0.044(4) Uani 0.5 1 d G . P C -2
H5A H 0.938463 0.121840 1.032845 0.065 Uiso 0.5 1 d G U P C -2
H5B H 0.974142 0.199979 1.002068 0.065 Uiso 0.5 1 d G U P C -2
O7 O 0.4795(10) 1.701(2) 0.5240(7) 0.042(4) Uani 0.5 1 d G . P D -1
H7A H 0.441074 1.729636 0.497296 0.063 Uiso 0.5 1 d G U P D -1
H7B H 0.514775 1.694970 0.510008 0.063 Uiso 0.5 1 d G U P D -1


_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
O49 N40 1.393(11) . ?
N40 C41 1.365(13) . ?
N40 C39 1.348(14) . ?
N21 O36 1.377(11) . ?
N21 C20 1.360(14) . ?
N21 C22 1.356(15) . ?
O18 N16 1.240(14) . ?
O53 N51 1.238(13) . ?
O72 N55 1.390(12) . ?
O14 N5 1.386(12) . ?
N42 H42 0.8800 . ?
N42 C41 1.340(14) . ?
N42 N43 1.375(13) . ?
N1 H1A 0.8765 . ?
N1 H1B 0.8769 . ?
N1 C2 1.331(14) . ?
N54 H54A 0.8800 . ?
N54 H54B 0.8800 . ?
N54 C37 1.296(15) . ?
O52 N51 1.243(12) . ?
N5 C6 1.371(13) . ?
N5 C4 1.318(15) . ?
N71 H71A 0.8800 . ?
N71 H71B 0.8800 . ?
N71 C64 1.317(15) . ?
O34 N32 1.226(13) . ?
N55 C56 1.341(14) . ?
N55 C66 1.335(16) . ?
N7 H7 0.8800 . ?
N7 N8 1.362(14) . ?
N7 C6 1.306(15) . ?
N31 H31A 0.8813 . ?
N31 H31B 0.8820 . ?
N31 C24 1.349(14) . ?
N60 H60 0.8800 . ?
N60 C56 1.317(15) . ?
N60 N59 1.367(15) . ?
O48 N46 1.240(15) . ?
O30 N28 1.235(14) . ?
C41 C45 1.379(15) . ?
O47 N46 1.242(14) . ?
N11 O12 1.216(16) . ?
N11 C9 1.419(16) . ?
N11 O13 1.261(15) . ?
O62 N61 1.187(16) . ?
O33 N32 1.236(14) . ?
N32 C23 1.436(15) . ?
C23 C24 1.417(15) . ?
C23 C22 1.432(15) . ?
N28 O29 1.239(15) . ?
N28 C26 1.433(15) . ?
O69 N68 1.253(16) . ?
N16 C3 1.386(15) . ?
N16 O17 1.280(15) . ?
C20 N19 1.351(15) . ?
C20 C25 1.361(15) . ?
N8 C9 1.343(16) . ?
C45 C44 1.419(15) . ?
C45 C37 1.428(15) . ?
C3 C2 1.449(15) . ?
C3 C4 1.456(16) . ?
N61 O63 1.237(16) . ?
N61 C58 1.457(17) . ?
C56 C57 1.418(15) . ?
C10 C2 1.394(15) . ?
C10 C6 1.405(15) . ?
C10 C9 1.437(15) . ?
N50 H50A 0.8800 . ?
N50 H50B 0.8800 . ?
N50 C39 1.343(14) . ?
N19 H19 0.8800 . ?
N19 N27 1.357(13) . ?
N51 C38 1.408(14) . ?
C57 C58 1.438(16) . ?
C57 C64 1.422(16) . ?
N27 C26 1.327(16) . ?
N43 C44 1.337(16) . ?
N15 H15A 0.8812 . ?
N15 H15B 0.8850 . ?
N15 C4 1.369(15) . ?
C65 N68 1.419(16) . ?
C65 C66 1.443(17) . ?
C65 C64 1.437(16) . ?
C24 C25 1.432(16) . ?
N59 C58 1.314(16) . ?
C38 C37 1.453(14) . ?
C38 C39 1.414(15) . ?
N46 C44 1.429(15) . ?
N68 O70 1.245(15) . ?
C25 C26 1.430(16) . ?
N35 H35A 0.8800 . ?
N35 H35B 0.8800 . ?
N35 C22 1.318(14) . ?
N67 H67A 0.8800 . ?
N67 H67B 0.8800 . ?
N67 C66 1.321(16) . ?
O2 H2A 0.8700 . ?
O2 H2B 0.8700 . ?
O3 H3A 0.8700 . ?
O3 H3B 0.8700 . ?
O6 H6A 0.9264 . ?
O6 H6B 0.8700 . ?
O4 H4A 0.8700 . ?
O4 H4B 0.8700 . ?
O5 H5A 0.8700 . ?
O5 H5B 0.8700 . ?
O7 H7A 0.8700 . ?
O7 H7B 0.8700 . ?

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
C41 N40 O49 119.6(8) . . ?
C39 N40 O49 119.5(8) . . ?
C39 N40 C41 120.8(9) . . ?
C20 N21 O36 120.3(9) . . ?
C22 N21 O36 117.7(8) . . ?
C22 N21 C20 121.1(9) . . ?
C41 N42 H42 126.4 . . ?
C41 N42 N43 107.3(9) . . ?
N43 N42 H42 126.4 . . ?
H1A N1 H1B 108.7 . . ?
C2 N1 H1A 108.5 . . ?
C2 N1 H1B 110.8 . . ?
H54A N54 H54B 120.0 . . ?
C37 N54 H54A 120.0 . . ?
C37 N54 H54B 120.0 . . ?
C6 N5 O14 118.4(9) . . ?
C4 N5 O14 119.1(9) . . ?
C4 N5 C6 121.6(10) . . ?
H71A N71 H71B 120.0 . . ?
C64 N71 H71A 120.0 . . ?
C64 N71 H71B 120.0 . . ?
C56 N55 O72 118.8(9) . . ?
C66 N55 O72 117.9(9) . . ?
C66 N55 C56 122.8(10) . . ?
N8 N7 H7 125.5 . . ?
C6 N7 H7 125.5 . . ?
C6 N7 N8 109.0(10) . . ?
H31A N31 H31B 108.3 . . ?
C24 N31 H31A 110.2 . . ?
C24 N31 H31B 109.5 . . ?
C56 N60 H60 125.3 . . ?
C56 N60 N59 109.4(10) . . ?
N59 N60 H60 125.3 . . ?
N40 C41 C45 122.2(9) . . ?
N42 C41 N40 124.3(9) . . ?
N42 C41 C45 113.5(9) . . ?
O12 N11 C9 121.3(11) . . ?
O12 N11 O13 123.6(12) . . ?
O13 N11 C9 115.1(13) . . ?
O34 N32 O33 121.4(11) . . ?
O34 N32 C23 119.4(10) . . ?
O33 N32 C23 119.3(9) . . ?
C24 C23 N32 119.9(10) . . ?
C24 C23 C22 122.1(10) . . ?
C22 C23 N32 117.9(9) . . ?
O30 N28 O29 123.1(11) . . ?
O30 N28 C26 117.2(12) . . ?
O29 N28 C26 119.4(11) . . ?
O18 N16 C3 120.1(10) . . ?
O18 N16 O17 119.2(11) . . ?
O17 N16 C3 120.8(11) . . ?
N21 C20 C25 123.0(11) . . ?
N19 C20 N21 124.2(10) . . ?
N19 C20 C25 112.8(10) . . ?
C9 N8 N7 106.3(10) . . ?
C41 C45 C44 100.1(9) . . ?
C41 C45 C37 121.1(9) . . ?
C44 C45 C37 138.8(11) . . ?
N16 C3 C2 120.8(10) . . ?
N16 C3 C4 119.2(9) . . ?
C2 C3 C4 120.0(10) . . ?
O62 N61 O63 126.2(13) . . ?
O62 N61 C58 119.6(11) . . ?
O63 N61 C58 114.2(13) . . ?
N55 C56 C57 122.8(10) . . ?
N60 C56 N55 125.8(10) . . ?
N60 C56 C57 111.3(10) . . ?
C2 C10 C6 120.2(9) . . ?
C2 C10 C9 140.6(10) . . ?
C6 C10 C9 99.2(9) . . ?
N1 C2 C3 121.8(11) . . ?
N1 C2 C10 121.4(10) . . ?
C10 C2 C3 116.8(10) . . ?
N5 C6 C10 122.0(10) . . ?
N7 C6 N5 124.6(10) . . ?
N7 C6 C10 113.4(9) . . ?
H50A N50 H50B 120.0 . . ?
C39 N50 H50A 120.0 . . ?
C39 N50 H50B 120.0 . . ?
C20 N19 H19 126.2 . . ?
C20 N19 N27 107.6(9) . . ?
N27 N19 H19 126.2 . . ?
O53 N51 O52 119.7(9) . . ?
O53 N51 C38 119.9(9) . . ?
O52 N51 C38 120.4(10) . . ?
C56 C57 C58 99.9(9) . . ?
C56 C57 C64 119.0(9) . . ?
C64 C57 C58 141.0(11) . . ?
C26 N27 N19 106.8(9) . . ?
C44 N43 N42 106.1(8) . . ?
H15A N15 H15B 108.8 . . ?
C4 N15 H15A 108.0 . . ?
C4 N15 H15B 111.9 . . ?
N68 C65 C66 117.7(10) . . ?
N68 C65 C64 118.8(11) . . ?
C64 C65 C66 123.5(10) . . ?
N31 C24 C23 124.0(10) . . ?
N31 C24 C25 120.0(10) . . ?
C23 C24 C25 115.9(10) . . ?
C58 N59 N60 106.9(9) . . ?
N5 C4 C3 119.5(9) . . ?
N5 C4 N15 116.2(11) . . ?
N15 C4 C3 124.3(11) . . ?
N51 C38 C37 119.4(10) . . ?
N51 C38 C39 118.5(9) . . ?
C39 C38 C37 122.1(9) . . ?
O48 N46 O47 123.5(10) . . ?
O48 N46 C44 117.6(10) . . ?
O47 N46 C44 118.9(12) . . ?
O69 N68 C65 118.5(11) . . ?
O70 N68 O69 120.9(11) . . ?
O70 N68 C65 120.5(12) . . ?
C45 C44 N46 131.0(11) . . ?
N43 C44 C45 113.0(10) . . ?
N43 C44 N46 115.9(10) . . ?
C20 C25 C24 119.9(10) . . ?
C20 C25 C26 100.6(10) . . ?
C26 C25 C24 139.4(10) . . ?
N11 C9 C10 129.0(11) . . ?
N8 C9 N11 118.8(11) . . ?
N8 C9 C10 112.1(10) . . ?
H35A N35 H35B 120.0 . . ?
C22 N35 H35A 120.0 . . ?
C22 N35 H35B 120.0 . . ?
C57 C58 N61 128.9(11) . . ?
N59 C58 N61 118.8(11) . . ?
N59 C58 C57 112.4(11) . . ?
N21 C22 C23 117.8(9) . . ?
N35 C22 N21 116.2(10) . . ?
N35 C22 C23 126.0(10) . . ?
H67A N67 H67B 120.0 . . ?
C66 N67 H67A 120.0 . . ?
C66 N67 H67B 120.0 . . ?
N54 C37 C45 122.5(10) . . ?
N54 C37 C38 123.3(10) . . ?
C45 C37 C38 114.1(10) . . ?
N55 C66 C65 116.8(10) . . ?
N67 C66 N55 117.0(12) . . ?
N67 C66 C65 126.2(12) . . ?
N27 C26 N28 117.9(11) . . ?
N27 C26 C25 112.2(10) . . ?
C25 C26 N28 129.8(12) . . ?
N71 C64 C57 119.7(10) . . ?
N71 C64 C65 125.3(10) . . ?
C57 C64 C65 114.9(10) . . ?
N40 C39 C38 119.2(9) . . ?
N50 C39 N40 113.8(10) . . ?
N50 C39 C38 126.9(10) . . ?
H2A O2 H2B 104.5 . . ?
H3A O3 H3B 104.5 . . ?
H6A O6 H6B 104.5 . . ?
H4A O4 H4B 104.5 . . ?
H5A O5 H5B 104.5 . . ?
H7A O7 H7B 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
O49 N40 C41 N42 4.7(15) . . . . ?
O49 N40 C41 C45 -172.4(9) . . . . ?
O49 N40 C39 N50 -5.7(15) . . . . ?
O49 N40 C39 C38 171.2(9) . . . . ?
N40 C41 C45 C44 -179.5(10) . . . . ?
N40 C41 C45 C37 1.1(16) . . . . ?
N21 C20 N19 N27 178.7(10) . . . . ?
N21 C20 C25 C24 3.1(17) . . . . ?
N21 C20 C25 C26 -179.0(11) . . . . ?
O18 N16 C3 C2 9.8(18) . . . . ?
O18 N16 C3 C4 -173.2(11) . . . . ?
O53 N51 C38 C37 3.4(17) . . . . ?
O53 N51 C38 C39 -177.6(12) . . . . ?
O72 N55 C56 N60 6.5(17) . . . . ?
O72 N55 C56 C57 -169.5(10) . . . . ?
O72 N55 C66 C65 173.1(11) . . . . ?
O72 N55 C66 N67 -5.8(19) . . . . ?
O14 N5 C6 N7 6.5(16) . . . . ?
O14 N5 C6 C10 -170.5(9) . . . . ?
O14 N5 C4 C3 171.4(9) . . . . ?
O14 N5 C4 N15 -6.6(15) . . . . ?
N42 C41 C45 C44 3.1(12) . . . . ?
N42 C41 C45 C37 -176.3(10) . . . . ?
N42 N43 C44 C45 0.6(14) . . . . ?
N42 N43 C44 N46 -176.8(11) . . . . ?
O36 N21 C20 N19 9.3(16) . . . . ?
O36 N21 C20 C25 -173.8(10) . . . . ?
O36 N21 C22 C23 172.5(9) . . . . ?
O36 N21 C22 N35 -9.1(14) . . . . ?
O52 N51 C38 C37 -174.9(12) . . . . ?
O52 N51 C38 C39 4.2(17) . . . . ?
O34 N32 C23 C24 -169.8(11) . . . . ?
O34 N32 C23 C22 7.5(16) . . . . ?
N55 C56 C57 C58 178.6(11) . . . . ?
N55 C56 C57 C64 -3.5(16) . . . . ?
N7 N8 C9 N11 178.1(11) . . . . ?
N7 N8 C9 C10 0.1(15) . . . . ?
N31 C24 C25 C20 -178.1(10) . . . . ?
N31 C24 C25 C26 5(2) . . . . ?
N60 C56 C57 C58 2.0(12) . . . . ?
N60 C56 C57 C64 180.0(10) . . . . ?
N60 N59 C58 N61 -178.8(10) . . . . ?
N60 N59 C58 C57 0.5(14) . . . . ?
O48 N46 C44 C45 13(2) . . . . ?
O48 N46 C44 N43 -170.3(12) . . . . ?
O30 N28 C26 N27 5(2) . . . . ?
O30 N28 C26 C25 -170.9(14) . . . . ?
C41 N40 C39 N50 176.8(10) . . . . ?
C41 N40 C39 C38 -6.3(16) . . . . ?
C41 N42 N43 C44 1.4(13) . . . . ?
C41 C45 C44 N43 -2.2(13) . . . . ?
C41 C45 C44 N46 174.7(14) . . . . ?
C41 C45 C37 N54 176.9(10) . . . . ?
C41 C45 C37 C38 -5.4(15) . . . . ?
O47 N46 C44 C45 -168.0(13) . . . . ?
O47 N46 C44 N43 8.8(19) . . . . ?
O62 N61 C58 C57 -4(2) . . . . ?
O62 N61 C58 N59 174.7(13) . . . . ?
O33 N32 C23 C24 9.9(16) . . . . ?
O33 N32 C23 C22 -172.8(10) . . . . ?
N32 C23 C24 N31 -6.2(15) . . . . ?
N32 C23 C24 C25 176.4(10) . . . . ?
N32 C23 C22 N21 -177.5(9) . . . . ?
N32 C23 C22 N35 4.3(16) . . . . ?
C23 C24 C25 C20 -0.6(15) . . . . ?
C23 C24 C25 C26 -177.3(14) . . . . ?
N16 C3 C2 N1 -2.0(16) . . . . ?
N16 C3 C2 C10 178.7(11) . . . . ?
N16 C3 C4 N5 -179.5(11) . . . . ?
N16 C3 C4 N15 -1.7(18) . . . . ?
C20 N21 C22 C23 2.8(15) . . . . ?
C20 N21 C22 N35 -178.8(10) . . . . ?
C20 N19 N27 C26 -0.5(14) . . . . ?
C20 C25 C26 N28 177.4(14) . . . . ?
C20 C25 C26 N27 1.5(14) . . . . ?
N8 N7 C6 N5 -178.5(11) . . . . ?
N8 N7 C6 C10 -1.2(14) . . . . ?
C56 N55 C66 C65 0.8(19) . . . . ?
C56 N55 C66 N67 -178.1(13) . . . . ?
C56 N60 N59 C58 0.9(14) . . . . ?
C56 C57 C58 N61 177.7(12) . . . . ?
C56 C57 C58 N59 -1.5(13) . . . . ?
C56 C57 C64 N71 -179.3(10) . . . . ?
C56 C57 C64 C65 0.8(15) . . . . ?
C2 C3 C4 N5 -2.5(16) . . . . ?
C2 C3 C4 N15 175.3(11) . . . . ?
C2 C10 C6 N5 0.4(16) . . . . ?
C2 C10 C6 N7 -176.9(10) . . . . ?
C2 C10 C9 N11 -1(3) . . . . ?
C2 C10 C9 N8 176.7(14) . . . . ?
O12 N11 C9 N8 178.1(14) . . . . ?
O12 N11 C9 C10 -4(2) . . . . ?
C6 N5 C4 C3 2.2(16) . . . . ?
C6 N5 C4 N15 -175.8(11) . . . . ?
C6 N7 N8 C9 0.7(14) . . . . ?
C6 C10 C2 N1 180.0(10) . . . . ?
C6 C10 C2 C3 -0.7(15) . . . . ?
C6 C10 C9 N11 -178.5(13) . . . . ?
C6 C10 C9 N8 -0.7(14) . . . . ?
N19 C20 C25 C24 -179.7(10) . . . . ?
N19 C20 C25 C26 -1.8(13) . . . . ?
N19 N27 C26 N28 -177.1(12) . . . . ?
N19 N27 C26 C25 -0.7(16) . . . . ?
N51 C38 C37 N54 0.9(16) . . . . ?
N51 C38 C37 C45 -176.8(10) . . . . ?
N51 C38 C39 N40 -177.5(10) . . . . ?
N51 C38 C39 N50 -1.0(18) . . . . ?
N43 N42 C41 N40 179.7(10) . . . . ?
N43 N42 C41 C45 -3.0(13) . . . . ?
C24 C23 C22 N21 -0.3(15) . . . . ?
C24 C23 C22 N35 -178.5(10) . . . . ?
C24 C25 C26 N28 -5(3) . . . . ?
C24 C25 C26 N27 178.6(14) . . . . ?
O29 N28 C26 N27 -169.9(14) . . . . ?
O29 N28 C26 C25 14(2) . . . . ?
N59 N60 C56 N55 -178.4(11) . . . . ?
N59 N60 C56 C57 -2.0(13) . . . . ?
C4 N5 C6 N7 175.8(11) . . . . ?
C4 N5 C6 C10 -1.2(16) . . . . ?
C4 C3 C2 N1 -179.0(10) . . . . ?
C4 C3 C2 C10 1.7(15) . . . . ?
O17 N16 C3 C2 -170.2(12) . . . . ?
O17 N16 C3 C4 6.7(18) . . . . ?
N68 C65 C66 N55 178.3(12) . . . . ?
N68 C65 C66 N67 -3(2) . . . . ?
N68 C65 C64 N71 1(2) . . . . ?
N68 C65 C64 C57 -179.2(11) . . . . ?
C44 C45 C37 N54 -2(2) . . . . ?
C44 C45 C37 C38 175.5(13) . . . . ?
C25 C20 N19 N27 1.5(14) . . . . ?
C9 C10 C2 N1 3(2) . . . . ?
C9 C10 C2 C3 -177.7(14) . . . . ?
C9 C10 C6 N5 178.5(10) . . . . ?
C9 C10 C6 N7 1.2(13) . . . . ?
O63 N61 C58 C57 174.7(14) . . . . ?
O63 N61 C58 N59 -6.2(19) . . . . ?
C58 C57 C64 N71 -3(2) . . . . ?
C58 C57 C64 C65 177.5(14) . . . . ?
C22 N21 C20 N19 178.8(11) . . . . ?
C22 N21 C20 C25 -4.3(16) . . . . ?
C22 C23 C24 N31 176.6(10) . . . . ?
C22 C23 C24 C25 -0.8(14) . . . . ?
C37 C45 C44 N43 177.0(13) . . . . ?
C37 C45 C44 N46 -6(2) . . . . ?
C37 C38 C39 N40 1.5(16) . . . . ?
C37 C38 C39 N50 178.0(11) . . . . ?
C66 N55 C56 N60 178.7(12) . . . . ?
C66 N55 C56 C57 2.7(18) . . . . ?
C66 C65 N68 O69 -167.0(12) . . . . ?
C66 C65 N68 O70 14(2) . . . . ?
C66 C65 C64 N71 -177.2(12) . . . . ?
C66 C65 C64 C57 2.7(18) . . . . ?
C64 C57 C58 N61 1(2) . . . . ?
C64 C57 C58 N59 -178.6(14) . . . . ?
C64 C65 N68 O69 15(2) . . . . ?
C64 C65 N68 O70 -164.6(13) . . . . ?
C64 C65 C66 N55 -4(2) . . . . ?
C64 C65 C66 N67 175.2(15) . . . . ?
O13 N11 C9 N8 -2(2) . . . . ?
O13 N11 C9 C10 175.7(15) . . . . ?
C39 N40 C41 N42 -177.8(11) . . . . ?
C39 N40 C41 C45 5.2(16) . . . . ?
C39 C38 C37 N54 -178.2(11) . . . . ?
C39 C38 C37 C45 4.2(15) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
