# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 1967830'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'2,4,6-triamino-1,3,5-triazine-1,3-dioxide tetrahydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H14 N6 O6'
_chemical_formula_weight         230.20

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   8.972(6)
_cell_length_b                   7.067(5)
_cell_length_c                   16.369(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.273(11)
_cell_angle_gamma                90
_cell_volume                     1035.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5247
_cell_measurement_theta_min      2.495
_cell_measurement_theta_max      26.072

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.480
_exptl_absorpt_coefficient_mu    0.138
_shelx_estimated_absorpt_T_min   0.933
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5247
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.495
_diffrn_reflns_theta_max         26.072
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2015
_reflns_number_gt                1465
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0727P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2015
_refine_ls_number_parameters     178
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1237
_refine_ls_wR_factor_gt          0.1122
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.54903(15) 0.8122(2) 0.34086(8) 0.0426(4) Uani 1 1 d . . . . .
N1 N 0.2661(2) 0.7065(3) 0.30138(10) 0.0413(5) Uani 1 1 d D . . . .
H2 H 0.323(2) 0.726(3) 0.2616(12) 0.050 Uiso 1 1 d D U . . .
H1 H 0.1703(18) 0.688(3) 0.2891(13) 0.050 Uiso 1 1 d D U . . .
C1 C 0.3171(2) 0.7071(3) 0.37799(11) 0.0303(4) Uani 1 1 d . . . . .
N2 N 0.19602(19) 0.5892(3) 0.57248(11) 0.0382(4) Uani 1 1 d D . . . .
H4 H 0.230(2) 0.574(3) 0.6217(10) 0.046 Uiso 1 1 d D U . . .
H3 H 0.1047(19) 0.548(3) 0.5550(13) 0.046 Uiso 1 1 d D U . . .
O2 O 0.08605(14) 0.5999(2) 0.41697(8) 0.0371(4) Uani 1 1 d . . . . .
C2 C 0.2872(2) 0.6485(3) 0.51816(11) 0.0302(4) Uani 1 1 d . . . . .
O3 O 0.70500(18) 0.5421(2) 0.26726(10) 0.0491(4) Uani 1 1 d D . . . .
H7 H 0.7838(19) 0.589(3) 0.2537(15) 0.059 Uiso 1 1 d D U . . .
H8 H 0.647(2) 0.629(3) 0.2861(14) 0.059 Uiso 1 1 d D U . . .
N3 N 0.65235(18) 0.8187(3) 0.49683(11) 0.0379(4) Uani 1 1 d D . . . .
H6 H 0.702(2) 0.846(3) 0.4544(12) 0.045 Uiso 1 1 d D U . . .
H5 H 0.698(2) 0.808(3) 0.5450(11) 0.045 Uiso 1 1 d D U . . .
C3 C 0.5134(2) 0.7585(3) 0.48081(11) 0.0299(4) Uani 1 1 d . . . . .
N4 N 0.45976(17) 0.7591(2) 0.40014(9) 0.0319(4) Uani 1 1 d . . . . .
O4 O 0.13131(16) 0.2288(2) 0.36170(9) 0.0453(4) Uani 1 1 d D . . . .
H9 H 0.063(2) 0.155(3) 0.3742(15) 0.054 Uiso 1 1 d D U . . .
H10 H 0.105(2) 0.342(2) 0.3771(15) 0.054 Uiso 1 1 d D U . . .
O5 O -0.08797(19) 0.9346(2) 0.39337(11) 0.0547(5) Uani 1 1 d D . . . .
H11 H -0.028(3) 0.838(3) 0.3992(15) 0.066 Uiso 1 1 d D U . . .
H12 H -0.115(3) 0.943(4) 0.3426(11) 0.066 Uiso 1 1 d D U . . .
N5 N 0.22979(16) 0.6550(2) 0.43833(9) 0.0305(4) Uani 1 1 d . . . . .
N6 N 0.42877(17) 0.7001(2) 0.53981(9) 0.0318(4) Uani 1 1 d . . . . .
O6 O 0.51720(18) 1.1588(2) 0.28414(10) 0.0489(4) Uani 1 1 d D . . . .
H14 H 0.527(3) 1.240(3) 0.3221(13) 0.059 Uiso 1 1 d D U . . .
H13 H 0.524(3) 1.049(2) 0.3066(13) 0.059 Uiso 1 1 d D 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 N4 1.356(2) . ?
N1 C1 1.303(3) . ?
C1 N4 1.355(2) . ?
C1 N5 1.356(2) . ?
N2 C2 1.320(3) . ?
O2 N5 1.367(2) . ?
C2 N6 1.343(2) . ?
C2 N5 1.369(2) . ?
N3 C3 1.325(3) . ?
C3 N6 1.338(3) . ?
C3 N4 1.371(2) . ?

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
N1 C1 N4 121.03(18) . . ?
N1 C1 N5 121.33(17) . . ?
N4 C1 N5 117.64(16) . . ?
N2 C2 N6 121.96(17) . . ?
N2 C2 N5 116.46(17) . . ?
N6 C2 N5 121.58(17) . . ?
N3 C3 N6 122.19(17) . . ?
N3 C3 N4 116.57(18) . . ?
N6 C3 N4 121.24(17) . . ?
C1 N4 O1 118.69(15) . . ?
C1 N4 C3 120.91(17) . . ?
O1 N4 C3 120.40(16) . . ?
C1 N5 O2 118.41(15) . . ?
C1 N5 C2 120.51(16) . . ?
O2 N5 C2 121.00(15) . . ?
C3 N6 C2 118.02(16) . . ?

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
N1 C1 N4 O1 0.5(3) . . . . ?
N5 C1 N4 O1 -179.82(16) . . . . ?
N1 C1 N4 C3 -179.64(18) . . . . ?
N5 C1 N4 C3 0.1(3) . . . . ?
N3 C3 N4 C1 -177.39(17) . . . . ?
N6 C3 N4 C1 2.5(3) . . . . ?
N3 C3 N4 O1 2.5(3) . . . . ?
N6 C3 N4 O1 -177.56(16) . . . . ?
N1 C1 N5 O2 0.5(3) . . . . ?
N4 C1 N5 O2 -179.22(15) . . . . ?
N1 C1 N5 C2 177.13(17) . . . . ?
N4 C1 N5 C2 -2.6(3) . . . . ?
N2 C2 N5 C1 -177.43(18) . . . . ?
N6 C2 N5 C1 2.7(3) . . . . ?
N2 C2 N5 O2 -0.9(3) . . . . ?
N6 C2 N5 O2 179.19(16) . . . . ?
N3 C3 N6 C2 177.41(17) . . . . ?
N4 C3 N6 C2 -2.5(3) . . . . ?
N2 C2 N6 C3 -179.95(17) . . . . ?
N5 C2 N6 C3 0.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H2 O4 0.866(17) 2.090(18) 2.892(3) 154(2) 2
N1 H1 O6 0.878(16) 2.002(17) 2.829(3) 156(2) 2_545
N2 H4 O3 0.848(16) 2.037(17) 2.861(3) 164(2) 3_666
N2 H3 O2 0.897(16) 2.084(19) 2.879(3) 147.0(19) 3_566
O3 H7 O6 0.826(16) 1.995(16) 2.813(3) 170(2) 2_645
O3 H8 O1 0.879(15) 1.833(16) 2.703(2) 170(2) .
N3 H6 O5 0.874(16) 2.285(18) 3.091(3) 153(2) 1_655
N3 H5 O4 0.864(15) 2.097(17) 2.928(3) 161(2) 3_666
O4 H9 O5 0.840(15) 2.104(15) 2.935(3) 170(2) 1_545
O4 H10 O2 0.876(15) 1.947(15) 2.814(3) 170(2) .
O4 H10 N5 0.876(15) 2.641(17) 3.356(3) 139.5(19) .
O5 H11 O2 0.869(16) 1.980(16) 2.844(3) 173(3) .
O5 H11 N5 0.869(16) 2.686(17) 3.502(3) 157(2) .
O5 H12 O3 0.849(16) 2.041(16) 2.860(3) 162(2) 2
O6 H14 N6 0.847(15) 2.30(2) 3.054(3) 148(2) 3_676
O6 H13 O1 0.861(15) 1.771(16) 2.627(3) 172(2) .
O6 H13 N4 0.861(15) 2.644(18) 3.463(3) 159(2) .

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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 1968244'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-11-26 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'4,6-diamino-1,3-dihydroxy-2-oxo-2,3-dihydro-1,3,5-triazin-1-ium nitrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H6 N6 O6'
_chemical_formula_weight         222.14

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   15.358(6)
_cell_length_b                   7.426(3)
_cell_length_c                   15.144(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.743(7)
_cell_angle_gamma                90
_cell_volume                     1604.3(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    491
_cell_measurement_theta_min      3.09
_cell_measurement_theta_max      21.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.175
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4324
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.856
_diffrn_reflns_theta_max         26.659
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1641
_reflns_number_gt                922
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0645P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1641
_refine_ls_number_parameters     154
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1118
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.38746(16) 0.5894(3) 0.50232(15) 0.0402(6) Uani 1 1 d D . . . .
H5 H 0.3708(14) 0.652(3) 0.5467(13) 0.048 Uiso 1 1 d D U . . .
N1 N 0.54520(19) -0.0271(4) 0.6664(2) 0.0402(7) Uani 1 1 d D . . . .
H2 H 0.5931(17) -0.024(5) 0.7161(17) 0.048 Uiso 1 1 d D U . . .
H1 H 0.522(2) -0.128(2) 0.651(2) 0.048 Uiso 1 1 d D U . . .
C1 C 0.5076(2) 0.4470(4) 0.6289(2) 0.0294(7) Uani 1 1 d . . . . .
N2 N 0.31232(19) 0.2742(4) 0.4312(2) 0.0406(7) Uani 1 1 d D . . . .
H4 H 0.2900(18) 0.376(3) 0.4044(17) 0.049 Uiso 1 1 d D U . . .
H3 H 0.2916(18) 0.165(3) 0.4107(18) 0.049 Uiso 1 1 d D U . . .
O2 O 0.61969(15) 0.2779(3) 0.74995(14) 0.0363(6) Uani 1 1 d D . . . .
H6 H 0.6607(12) 0.304(4) 0.7286(17) 0.044 Uiso 1 1 d D U . . .
C2 C 0.5040(2) 0.1200(4) 0.6251(2) 0.0295(7) Uani 1 1 d D . . . .
O3 O 0.54357(15) 0.5876(3) 0.66187(16) 0.0407(6) Uani 1 1 d D . . . .
N3 N 0.42499(17) 0.4317(3) 0.55066(17) 0.0321(6) Uani 1 1 d D . . . .
C3 C 0.3880(2) 0.2713(4) 0.5098(2) 0.0316(7) Uani 1 1 d D . . . .
O4 O 0.26155(15) 0.8690(3) 0.70207(16) 0.0427(6) Uani 1 1 d . . . . .
N4 N 0.54305(15) 0.2803(3) 0.66540(16) 0.0284(6) Uani 1 1 d D . . . .
N5 N 0.42665(17) 0.1160(3) 0.54684(18) 0.0334(6) Uani 1 1 d . . . . .
O5 O 0.34383(18) 0.7880(3) 0.62144(18) 0.0575(8) Uani 1 1 d D . . . .
O6 O 0.23628(18) 0.6111(3) 0.63020(19) 0.0583(8) Uani 1 1 d . . . . .
N6 N 0.28042(18) 0.7514(4) 0.65054(18) 0.0357(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N3 1.388(3) . ?
N1 C2 1.300(4) . ?
C1 O3 1.200(3) . ?
C1 N4 1.383(4) . ?
C1 N3 1.383(4) . ?
N2 C3 1.320(4) . ?
O2 N4 1.382(3) . ?
C2 N5 1.332(4) . ?
C2 N4 1.371(4) . ?
N3 C3 1.366(4) . ?
C3 N5 1.323(4) . ?
O4 N6 1.274(3) . ?
O5 N6 1.239(3) . ?
O6 N6 1.219(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
O3 C1 N4 124.1(3) . . ?
O3 C1 N3 124.2(3) . . ?
N4 C1 N3 111.7(3) . . ?
N1 C2 N5 121.6(3) . . ?
N1 C2 N4 117.4(3) . . ?
N5 C2 N4 121.0(3) . . ?
C3 N3 C1 123.7(3) . . ?
C3 N3 O1 118.4(2) . . ?
C1 N3 O1 116.9(2) . . ?
N2 C3 N5 120.2(3) . . ?
N2 C3 N3 118.3(3) . . ?
N5 C3 N3 121.5(3) . . ?
C2 N4 O2 118.9(2) . . ?
C2 N4 C1 123.9(2) . . ?
O2 N4 C1 117.1(2) . . ?
C3 N5 C2 118.0(3) . . ?
O6 N6 O5 122.3(3) . . ?
O6 N6 O4 120.6(3) . . ?
O5 N6 O4 117.0(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
O3 C1 N3 C3 175.3(3) . . . . ?
N4 C1 N3 C3 -5.6(4) . . . . ?
O3 C1 N3 O1 6.9(4) . . . . ?
N4 C1 N3 O1 -174.0(2) . . . . ?
C1 N3 C3 N2 -175.2(3) . . . . ?
O1 N3 C3 N2 -6.9(4) . . . . ?
C1 N3 C3 N5 4.4(5) . . . . ?
O1 N3 C3 N5 172.7(3) . . . . ?
N1 C2 N4 O2 -4.0(4) . . . . ?
N5 C2 N4 O2 175.9(2) . . . . ?
N1 C2 N4 C1 179.3(3) . . . . ?
N5 C2 N4 C1 -0.8(4) . . . . ?
O3 C1 N4 C2 -177.1(3) . . . . ?
N3 C1 N4 C2 3.8(4) . . . . ?
O3 C1 N4 O2 6.2(4) . . . . ?
N3 C1 N4 O2 -172.9(2) . . . . ?
N2 C3 N5 C2 178.8(3) . . . . ?
N3 C3 N5 C2 -0.9(4) . . . . ?
N1 C2 N5 C3 179.0(3) . . . . ?
N4 C2 N5 C3 -0.8(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H5 O5 0.926(13) 1.682(13) 2.603(3) 173(3) .
O1 H5 N6 0.926(13) 2.563(17) 3.453(4) 161(2) .
N1 H2 O4 0.836(18) 2.26(2) 2.999(3) 148(3) 2_646
N1 H1 O3 0.827(16) 2.135(16) 2.862(4) 147(3) 1_545
N2 H4 O4 0.867(16) 2.422(17) 3.269(4) 166(3) 7_566
N2 H3 O6 0.882(16) 2.141(19) 3.015(4) 171(3) 7_556
O2 H6 O4 0.830(17) 1.804(16) 2.627(3) 171(2) 3_545
O2 H6 O6 0.830(17) 2.63(3) 3.230(3) 130(3) 3_545
O2 H6 N6 0.830(17) 2.56(2) 3.339(4) 157(3) 3_545

_refine_diff_density_max         0.216
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.066

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_xb2637_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1972805'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-12-18 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'sodium 4,6-diamino-2-imino-3-oxido-2,3-dihydro-1,3,5-triazine-1-oxide pentahydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H30 N12 Na2 O14'
_chemical_formula_weight         540.40

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.055(3)
_cell_length_b                   8.868(4)
_cell_length_c                   9.776(4)
_cell_angle_alpha                86.644(7)
_cell_angle_beta                 69.909(7)
_cell_angle_gamma                87.122(8)
_cell_volume                     573.1(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    529
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      22.75

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_F_000             284
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.176
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2942
_diffrn_reflns_av_unetI/netI     0.2990
_diffrn_reflns_av_R_equivalents  0.1011
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             1997
_reflns_number_gt                896
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1310P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1997
_refine_ls_number_parameters     200
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.1594
_refine_ls_R_factor_gt           0.1089
_refine_ls_wR_factor_ref         0.3113
_refine_ls_wR_factor_gt          0.2548
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_restrained_S_all      0.904
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Na1 Na 1.0177(4) 0.6899(3) 0.4533(3) 0.0553(8) Uani 1 1 d . . . . .
O5 O 0.8261(6) 0.5402(5) 0.6547(5) 0.0477(12) Uani 1 1 d D . . . .
H8 H 0.835(8) 0.549(8) 0.738(4) 0.057 Uiso 1 1 d D U . . .
H7 H 0.702(4) 0.547(8) 0.665(6) 0.057 Uiso 1 1 d D U . . .
O1 O 0.5674(6) 0.4153(4) 0.3025(4) 0.0452(12) Uani 1 1 d . . . . .
O2 O 0.8557(6) 0.8923(4) 0.1577(5) 0.0466(12) Uani 1 1 d D . . . .
N4 N 0.6665(7) 0.5184(5) 0.1975(5) 0.0376(12) Uani 1 1 d . . . . .
N5 N 0.8111(7) 0.7519(5) 0.1266(5) 0.0377(12) Uani 1 1 d . . . . .
N6 N 0.8173(7) 0.5839(5) -0.0523(5) 0.0398(12) Uani 1 1 d . . . . .
O3 O 1.1814(8) 0.8235(5) 0.2364(6) 0.0583(13) Uani 1 1 d D . . . .
H11 H 1.071(6) 0.855(7) 0.225(9) 0.070 Uiso 1 1 d D U . . .
H10 H 1.262(8) 0.897(6) 0.213(8) 0.070 Uiso 1 1 d D U . . .
O4 O 1.2014(8) 0.7701(6) 0.5861(7) 0.0689(15) Uani 1 1 d D . . . .
H5 H 1.260(10) 0.838(7) 0.525(7) 0.083 Uiso 1 1 d D U . . .
H4 H 1.284(9) 0.717(7) 0.615(8) 0.083 Uiso 1 1 d D U . . .
N3 N 0.6676(8) 0.3535(6) 0.0255(6) 0.0475(14) Uani 1 1 d D . . . .
H9 H 0.679(10) 0.325(8) -0.064(4) 0.057 Uiso 1 1 d D U . . .
H3 H 0.614(10) 0.288(6) 0.097(5) 0.057 Uiso 1 1 d D U . . .
N2 N 0.9453(8) 0.8225(6) -0.1134(6) 0.0486(14) Uani 1 1 d D . . . .
H6 H 0.997(9) 0.898(6) -0.082(7) 0.058 Uiso 1 1 d D U . . .
H2 H 0.979(10) 0.801(8) -0.207(3) 0.058 Uiso 1 1 d D U . . .
N1 N 0.6886(8) 0.6803(6) 0.3731(6) 0.0494(14) Uani 1 1 d D . . . .
H1 H 0.626(10) 0.602(5) 0.430(3) 0.059 Uiso 1 1 d D U . . .
O7 O 0.4965(8) 0.9579(7) 0.8343(7) 0.0802(18) Uani 1 1 d D . . . .
H14 H 0.369(3) 0.969(11) 0.861(8) 0.096 Uiso 1 1 d D U . . .
H15 H 0.546(10) 0.951(11) 0.743(3) 0.096 Uiso 1 1 d D U . . .
C3 C 0.7207(8) 0.4865(6) 0.0554(7) 0.0381(14) Uani 1 1 d . . . . .
C1 C 0.7206(8) 0.6510(6) 0.2399(7) 0.0380(14) Uani 1 1 d D . . . .
C2 C 0.8593(8) 0.7188(6) -0.0150(6) 0.0382(14) Uani 1 1 d . . . . .
O6 O 0.7433(12) 0.9195(7) 0.5241(8) 0.096(2) Uani 1 1 d D . . . .
H13 H 0.620(5) 0.930(12) 0.535(10) 0.086 Uiso 1 1 d D U . . .
H12 H 0.815(14) 0.965(10) 0.4478(19) 0.36(15) 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
Na1 O4 2.287(6) . ?
Na1 O3 2.322(5) . ?
Na1 O5 2.348(5) . ?
Na1 O5 2.391(5) 2_766 ?
Na1 O6 2.688(7) . ?
Na1 N1 2.700(7) . ?
Na1 Na1 3.436(5) 2_766 ?
O5 Na1 2.391(5) 2_766 ?
O1 N4 1.357(6) . ?
O2 N5 1.376(6) . ?
N4 C3 1.351(8) . ?
N4 C1 1.382(8) . ?
N5 C2 1.354(8) . ?
N5 C1 1.375(7) . ?
N6 C3 1.334(7) . ?
N6 C2 1.346(7) . ?
N3 C3 1.334(8) . ?
N2 C2 1.300(8) . ?
N1 C1 1.283(8) . ?

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 Na1 O3 97.8(2) . . ?
O4 Na1 O5 90.2(2) . . ?
O3 Na1 O5 172.0(2) . . ?
O4 Na1 O5 107.7(2) . 2_766 ?
O3 Na1 O5 90.01(18) . 2_766 ?
O5 Na1 O5 87.06(16) . 2_766 ?
O4 Na1 O6 94.4(2) . . ?
O3 Na1 O6 88.2(2) . . ?
O5 Na1 O6 91.6(2) . . ?
O5 Na1 O6 157.8(2) 2_766 . ?
O4 Na1 N1 155.1(2) . . ?
O3 Na1 N1 89.32(19) . . ?
O5 Na1 N1 83.55(18) . . ?
O5 Na1 N1 96.05(18) 2_766 . ?
O6 Na1 N1 61.9(2) . . ?
O4 Na1 Na1 102.38(18) . 2_766 ?
O3 Na1 Na1 132.59(18) . 2_766 ?
O5 Na1 Na1 44.03(12) . 2_766 ?
O5 Na1 Na1 43.03(12) 2_766 2_766 ?
O6 Na1 Na1 131.6(2) . 2_766 ?
N1 Na1 Na1 89.80(16) . 2_766 ?
Na1 O5 Na1 92.94(17) . 2_766 ?
C3 N4 O1 120.0(5) . . ?
C3 N4 C1 121.5(5) . . ?
O1 N4 C1 118.4(4) . . ?
C2 N5 C1 122.8(5) . . ?
C2 N5 O2 118.3(4) . . ?
C1 N5 O2 118.9(5) . . ?
C3 N6 C2 117.4(5) . . ?
C1 N1 Na1 116.5(4) . . ?
N3 C3 N6 120.3(6) . . ?
N3 C3 N4 117.1(5) . . ?
N6 C3 N4 122.6(5) . . ?
N1 C1 N5 121.9(5) . . ?
N1 C1 N4 123.7(5) . . ?
N5 C1 N4 114.3(5) . . ?
N2 C2 N6 121.3(6) . . ?
N2 C2 N5 117.6(5) . . ?
N6 C2 N5 121.1(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
C2 N6 C3 N3 177.3(5) . . . . ?
C2 N6 C3 N4 -0.5(8) . . . . ?
O1 N4 C3 N3 1.7(7) . . . . ?
C1 N4 C3 N3 177.7(5) . . . . ?
O1 N4 C3 N6 179.6(5) . . . . ?
C1 N4 C3 N6 -4.4(8) . . . . ?
Na1 N1 C1 N5 -69.3(6) . . . . ?
Na1 N1 C1 N4 111.4(5) . . . . ?
C2 N5 C1 N1 175.1(5) . . . . ?
O2 N5 C1 N1 -4.7(8) . . . . ?
C2 N5 C1 N4 -5.5(8) . . . . ?
O2 N5 C1 N4 174.7(4) . . . . ?
C3 N4 C1 N1 -173.5(5) . . . . ?
O1 N4 C1 N1 2.5(8) . . . . ?
C3 N4 C1 N5 7.1(7) . . . . ?
O1 N4 C1 N5 -176.9(4) . . . . ?
C3 N6 C2 N2 -177.0(6) . . . . ?
C3 N6 C2 N5 2.1(8) . . . . ?
C1 N5 C2 N2 -179.8(6) . . . . ?
O2 N5 C2 N2 0.0(8) . . . . ?
C1 N5 C2 N6 1.0(8) . . . . ?
O2 N5 C2 N6 -179.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H8 N6 0.85(2) 2.05(2) 2.892(6) 172(5) 1_556
O5 H7 O1 0.85(2) 1.83(2) 2.674(6) 173(6) 2_666
O5 H7 N4 0.85(2) 2.56(4) 3.329(6) 151(5) 2_666
O3 H11 O2 0.86(2) 1.86(3) 2.695(7) 165(8) .
O3 H11 N5 0.86(2) 2.57(5) 3.249(7) 137(6) .
O3 H10 O7 0.85(2) 2.10(2) 2.934(8) 168(6) 2_776
O4 H5 O6 0.84(2) 2.18(5) 2.892(8) 143(7) 2_776
O4 H4 O1 0.84(2) 1.87(2) 2.699(7) 171(7) 2_766
N3 H9 O3 0.90(2) 2.13(4) 2.930(8) 148(6) 2_765
N3 H3 O7 0.87(2) 2.33(4) 3.103(8) 147(6) 2_666
N2 H6 O2 0.89(2) 2.15(5) 2.892(7) 141(6) 2_775
N2 H2 O4 0.89(2) 2.12(4) 2.922(8) 150(6) 1_554
N1 H1 O1 0.893(19) 2.27(4) 2.744(7) 113(2) .
N1 H1 O1 0.893(19) 2.50(3) 3.153(7) 130(3) 2_666
O7 H14 O2 0.85(2) 2.01(6) 2.737(7) 143(8) 2_676
O7 H15 O6 0.85(2) 2.14(3) 2.962(10) 164(7) .
O6 H12 O4 0.84(2) 2.36(9) 2.892(8) 122(8) 2_776

_refine_diff_density_max         0.589
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.134

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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 1967846'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'4,6-diamino-3-hydroxy-2-oxo-2,3-dihydro-1,3,5-triazine-1-oxide hemihydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H12 N10 O7'
_chemical_formula_weight         336.26

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.067(3)
_cell_length_b                   14.398(3)
_cell_length_c                   6.5342(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1229.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    788
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      22.38

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.460
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   0.926
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.925
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6423
_diffrn_reflns_av_unetI/netI     0.1137
_diffrn_reflns_av_R_equivalents  0.1530
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.105
_diffrn_reflns_theta_max         26.669
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1301
_reflns_number_gt                694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0466P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1301
_refine_ls_number_parameters     126
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1123
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   0.881
_refine_ls_restrained_S_all      0.883
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.58270(14) 0.20675(11) 0.4978(3) 0.0476(6) Uani 1 1 d . . . . .
N1 N 0.79127(17) 0.52019(15) 0.3632(4) 0.0371(6) Uani 1 1 d D . . . .
H5 H 0.7607(18) 0.5714(13) 0.382(4) 0.044 Uiso 1 1 d D U . . .
H3 H 0.8558(13) 0.5143(18) 0.336(4) 0.044 Uiso 1 1 d D U . . .
C1 C 0.7388(2) 0.27858(17) 0.4189(4) 0.0338(6) Uani 1 1 d . . . . .
N2 N 0.48872(18) 0.36730(17) 0.5068(4) 0.0425(6) Uani 1 1 d D . . . .
H1 H 0.4542(18) 0.4199(13) 0.524(4) 0.051 Uiso 1 1 d D U . . .
H2 H 0.462(2) 0.3113(13) 0.528(4) 0.051 Uiso 1 1 d D U . . .
O2 O 0.88851(13) 0.36105(11) 0.3390(3) 0.0418(5) Uani 1 1 d D . . . .
H4 H 0.9032(15) 0.3311(16) 0.217(3) 0.050 Uiso 1 1 d D U . . .
C2 C 0.7363(2) 0.44530(16) 0.3932(3) 0.0294(6) Uani 1 1 d . . . . .
O3 O 0.78487(14) 0.20490(12) 0.4143(3) 0.0497(6) Uani 1 1 d . . . . .
N3 N 0.63686(16) 0.28628(14) 0.4631(3) 0.0351(5) Uani 1 1 d . . . . .
C3 C 0.58804(19) 0.36963(18) 0.4690(4) 0.0328(6) Uani 1 1 d . . . . .
N4 N 0.78539(15) 0.36187(13) 0.3773(3) 0.0327(5) Uani 1 1 d D . . . .
O4 O 0.5000 0.0613(2) 0.2500 0.0843(13) Uani 1 2 d DS T P . .
H7 H 0.503(8) 0.064(3) 0.123(3) 0.101 Uiso 0.5 1 d D U P . .
H6 H 0.510(8) 0.114(2) 0.304(7) 0.101 Uiso 0.5 1 d D U P . .
N5 N 0.63675(15) 0.44943(13) 0.4377(3) 0.0317(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N3 1.365(2) . ?
N1 C2 1.310(3) . ?
C1 O3 1.220(3) . ?
C1 N3 1.368(3) . ?
C1 N4 1.372(3) . ?
N2 C3 1.321(3) . ?
O2 N4 1.371(2) . ?
C2 N5 1.334(3) . ?
C2 N4 1.366(3) . ?
N3 C3 1.360(3) . ?
C3 N5 1.329(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
O3 C1 N3 123.8(2) . . ?
O3 C1 N4 122.5(3) . . ?
N3 C1 N4 113.8(2) . . ?
N1 C2 N5 122.0(2) . . ?
N1 C2 N4 117.1(2) . . ?
N5 C2 N4 120.9(2) . . ?
C3 N3 O1 119.5(2) . . ?
C3 N3 C1 122.3(2) . . ?
O1 N3 C1 118.2(2) . . ?
N2 C3 N5 121.4(2) . . ?
N2 C3 N3 116.3(2) . . ?
N5 C3 N3 122.3(2) . . ?
C2 N4 O2 118.9(2) . . ?
C2 N4 C1 123.1(2) . . ?
O2 N4 C1 117.67(19) . . ?
C3 N5 C2 117.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C1 N3 C3 179.3(3) . . . . ?
N4 C1 N3 C3 -1.4(3) . . . . ?
O3 C1 N3 O1 -2.1(4) . . . . ?
N4 C1 N3 O1 177.2(2) . . . . ?
O1 N3 C3 N2 -0.8(3) . . . . ?
C1 N3 C3 N2 177.8(2) . . . . ?
O1 N3 C3 N5 179.6(2) . . . . ?
C1 N3 C3 N5 -1.9(4) . . . . ?
N1 C2 N4 O2 2.4(3) . . . . ?
N5 C2 N4 O2 -177.5(2) . . . . ?
N1 C2 N4 C1 175.3(2) . . . . ?
N5 C2 N4 C1 -4.6(4) . . . . ?
O3 C1 N4 C2 -176.2(2) . . . . ?
N3 C1 N4 C2 4.6(3) . . . . ?
O3 C1 N4 O2 -3.1(4) . . . . ?
N3 C1 N4 O2 177.57(19) . . . . ?
N2 C3 N5 C2 -177.6(2) . . . . ?
N3 C3 N5 C2 2.1(3) . . . . ?
N1 C2 N5 C3 -178.8(2) . . . . ?
N4 C2 N5 C3 1.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H5 O3 0.847(16) 2.024(17) 2.859(3) 169(2) 8_765
N1 H3 O4 0.866(16) 2.079(19) 2.887(2) 155(2) 6_666
N2 H1 N5 0.889(16) 2.239(17) 3.128(3) 178(2) 5_666
N2 H2 O3 0.892(16) 2.35(2) 2.906(3) 120(2) 4_456
O2 H4 O1 0.925(15) 1.545(16) 2.463(3) 171(2) 2_654
O2 H4 N3 0.925(15) 2.43(2) 3.262(3) 150.3(18) 2_654
O4 H7 O2 0.84(2) 2.56(6) 3.253(2) 141(7) 2_654
O4 H6 O1 0.847(19) 2.07(4) 2.859(3) 154(8) .

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.106

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_b_pl
_database_code_depnum_ccdc_archive 'CCDC 1972810'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-12-18 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'sodium 4,6-diamino-3-oxido-2-oxo-2,3-dihydro-1,3,5-triazine-1-oxide tetrahydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H12 N5 Na O7'
_chemical_formula_weight         253.17

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   10.619(2)
_cell_length_b                   7.1380(14)
_cell_length_c                   14.224(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.238(3)
_cell_angle_gamma                90
_cell_volume                     1049.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1680
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      26.02

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.510
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   0.910
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5548
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.716
_diffrn_reflns_theta_max         26.136
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2073
_reflns_number_gt                1545
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0497P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2073
_refine_ls_number_parameters     181
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0975
_refine_ls_wR_factor_gt          0.0900
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.22169(7) 0.13216(11) 0.25464(5) 0.0342(2) Uani 1 1 d . . . . .
O1 O 0.47555(11) 0.09694(18) 0.10963(8) 0.0239(3) Uani 1 1 d . . . . .
O2 O 0.65200(12) 0.09335(18) 0.44394(8) 0.0265(3) Uani 1 1 d . . . . .
O3 O 0.45939(12) 0.1743(2) 0.29161(8) 0.0301(3) Uani 1 1 d . . . . .
O6 O -0.00123(15) 0.1325(2) 0.19262(11) 0.0502(5) Uani 1 1 d D . . . .
H12 H -0.039(2) 0.033(3) 0.2022(15) 0.060 Uiso 1 1 d D U . . .
H11 H -0.022(2) 0.157(3) 0.1322(12) 0.060 Uiso 1 1 d D U . . .
N1 N 0.85160(16) -0.1007(3) 0.41422(11) 0.0326(4) Uani 1 1 d D . . . .
H2 H 0.9108(18) -0.180(3) 0.4075(14) 0.039 Uiso 1 1 d D U . . .
H1 H 0.840(2) -0.074(3) 0.4712(12) 0.039 Uiso 1 1 d D U . . .
N2 N 0.67764(17) -0.0988(3) 0.08545(11) 0.0317(4) Uani 1 1 d D . . . .
H4 H 0.6116(17) -0.071(3) 0.0379(12) 0.038 Uiso 1 1 d D U . . .
H3 H 0.7419(17) -0.174(3) 0.0746(14) 0.038 Uiso 1 1 d D U . . .
N3 N 0.56714(13) 0.0368(2) 0.18825(9) 0.0188(3) Uani 1 1 d . . . . .
N4 N 0.65536(13) 0.0375(2) 0.35270(9) 0.0193(3) Uani 1 1 d . . . . .
O4 O 0.23466(14) 0.3962(2) 0.35693(9) 0.0368(4) Uani 1 1 d D . . . .
H8 H 0.1712(16) 0.433(3) 0.3790(14) 0.044 Uiso 1 1 d D U . . .
H7 H 0.2935(16) 0.361(3) 0.4070(13) 0.044 Uiso 1 1 d D U . . .
N5 N 0.76840(14) -0.1082(2) 0.24915(9) 0.0252(4) Uani 1 1 d . . . . .
O5 O 0.28686(15) 0.3787(2) 0.13758(10) 0.0443(4) Uani 1 1 d D . . . .
H6 H 0.2405(19) 0.377(3) 0.0798(12) 0.053 Uiso 1 1 d D U . . .
H5 H 0.3524(17) 0.309(3) 0.1368(15) 0.053 Uiso 1 1 d D U . . .
C1 C 0.55273(16) 0.0894(2) 0.27839(11) 0.0195(4) Uani 1 1 d . . . . .
C2 C 0.75829(16) -0.0588(3) 0.33734(11) 0.0220(4) Uani 1 1 d . . . . .
C3 C 0.67204(16) -0.0583(2) 0.17529(11) 0.0211(4) Uani 1 1 d . . . . .
O7 O 0.06625(14) 0.7463(2) -0.00012(9) 0.0370(4) Uani 1 1 d D . . . .
H10 H 0.0112(17) 0.735(3) 0.0316(13) 0.044 Uiso 1 1 d D U . . .
H9 H 0.087(2) 0.633(2) -0.0165(15) 0.044 Uiso 1 1 d D 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
Na1 O6 2.3292(18) . ?
Na1 O4 2.3655(17) . ?
Na1 O5 2.3867(16) 2_545 ?
Na1 O4 2.4305(16) 2_545 ?
Na1 O3 2.4759(15) . ?
Na1 O5 2.6221(18) . ?
Na1 Na1 3.6267(7) 2 ?
Na1 Na1 3.6267(7) 2_545 ?
O1 N3 1.3722(16) . ?
O2 N4 1.3658(17) . ?
O3 C1 1.213(2) . ?
N1 C2 1.331(2) . ?
N2 C3 1.325(2) . ?
N3 C3 1.352(2) . ?
N3 C1 1.378(2) . ?
N4 C2 1.351(2) . ?
N4 C1 1.384(2) . ?
O4 Na1 2.4305(16) 2 ?
N5 C2 1.331(2) . ?
N5 C3 1.336(2) . ?
O5 Na1 2.3867(16) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Na1 O4 98.23(6) . . ?
O6 Na1 O5 93.39(6) . 2_545 ?
O4 Na1 O5 102.38(6) . 2_545 ?
O6 Na1 O4 94.74(6) . 2_545 ?
O4 Na1 O4 163.90(5) . 2_545 ?
O5 Na1 O4 86.27(6) 2_545 2_545 ?
O6 Na1 O3 168.10(6) . . ?
O4 Na1 O3 81.93(5) . . ?
O5 Na1 O3 98.20(6) 2_545 . ?
O4 Na1 O3 83.42(5) 2_545 . ?
O6 Na1 O5 98.74(6) . . ?
O4 Na1 O5 82.49(5) . . ?
O5 Na1 O5 166.18(4) 2_545 . ?
O4 Na1 O5 86.15(5) 2_545 . ?
O3 Na1 O5 69.44(5) . . ?
O6 Na1 Na1 98.50(5) . 2 ?
O4 Na1 Na1 41.55(4) . 2 ?
O5 Na1 Na1 143.17(5) 2_545 2 ?
O4 Na1 Na1 126.89(5) 2_545 2 ?
O3 Na1 Na1 73.66(4) . 2 ?
O5 Na1 Na1 41.10(4) . 2 ?
O6 Na1 Na1 98.61(5) . 2_545 ?
O4 Na1 Na1 145.05(5) . 2_545 ?
O5 Na1 Na1 46.24(4) 2_545 2_545 ?
O4 Na1 Na1 40.20(4) 2_545 2_545 ?
O3 Na1 Na1 87.59(5) . 2_545 ?
O5 Na1 Na1 124.56(5) . 2_545 ?
Na1 Na1 Na1 159.53(5) 2 2_545 ?
C1 O3 Na1 137.38(12) . . ?
C3 N3 O1 119.88(13) . . ?
C3 N3 C1 122.28(14) . . ?
O1 N3 C1 117.64(13) . . ?
C2 N4 O2 120.03(13) . . ?
C2 N4 C1 122.53(13) . . ?
O2 N4 C1 117.40(13) . . ?
Na1 O4 Na1 98.25(5) . 2 ?
C2 N5 C3 117.24(15) . . ?
Na1 O5 Na1 92.66(5) 2 . ?
O3 C1 N3 123.33(15) . . ?
O3 C1 N4 122.97(14) . . ?
N3 C1 N4 113.70(15) . . ?
N1 C2 N5 120.62(16) . . ?
N1 C2 N4 117.35(15) . . ?
N5 C2 N4 122.03(15) . . ?
N2 C3 N5 120.31(16) . . ?
N2 C3 N3 117.47(15) . . ?
N5 C3 N3 122.21(15) . . ?

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
Na1 O3 C1 N3 56.8(3) . . . . ?
Na1 O3 C1 N4 -123.73(16) . . . . ?
C3 N3 C1 O3 -179.87(17) . . . . ?
O1 N3 C1 O3 5.2(2) . . . . ?
C3 N3 C1 N4 0.6(2) . . . . ?
O1 N3 C1 N4 -174.33(13) . . . . ?
C2 N4 C1 O3 179.31(17) . . . . ?
O2 N4 C1 O3 -3.1(2) . . . . ?
C2 N4 C1 N3 -1.1(2) . . . . ?
O2 N4 C1 N3 176.48(13) . . . . ?
C3 N5 C2 N1 -178.77(17) . . . . ?
C3 N5 C2 N4 0.2(3) . . . . ?
O2 N4 C2 N1 2.2(3) . . . . ?
C1 N4 C2 N1 179.78(16) . . . . ?
O2 N4 C2 N5 -176.75(15) . . . . ?
C1 N4 C2 N5 0.8(3) . . . . ?
C2 N5 C3 N2 178.22(17) . . . . ?
C2 N5 C3 N3 -0.7(3) . . . . ?
O1 N3 C3 N2 -3.8(2) . . . . ?
C1 N3 C3 N2 -178.64(16) . . . . ?
O1 N3 C3 N5 175.13(15) . . . . ?
C1 N3 C3 N5 0.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H12 N5 0.839(15) 2.51(2) 3.238(2) 146(2) 1_455
O6 H11 O7 0.855(15) 1.955(15) 2.803(2) 171(2) 3_565
N1 H2 O1 0.865(15) 2.049(16) 2.903(2) 169(2) 2_645
N1 H2 N3 0.865(15) 2.481(18) 3.185(2) 138.9(17) 2_645
N2 H4 O1 0.877(15) 2.099(16) 2.877(2) 147.4(18) 3_655
N2 H3 O2 0.908(15) 2.059(16) 2.937(2) 162.3(19) 2_645
N2 H3 N4 0.908(15) 2.448(18) 3.154(2) 134.8(16) 2_645
O4 H8 O1 0.847(15) 1.986(16) 2.7836(19) 157(2) 2
O4 H8 N3 0.847(15) 2.601(16) 3.278(2) 137.8(17) 2
O4 H7 O7 0.870(14) 1.934(15) 2.791(2) 168.1(19) 2_545
O5 H6 O2 0.856(15) 1.957(16) 2.8055(18) 171(2) 4_565
O5 H5 O1 0.859(15) 2.092(17) 2.9294(19) 165(2) .
O5 H5 O3 0.859(15) 2.433(19) 2.9062(19) 115.4(17) .
O7 H10 O2 0.821(14) 2.101(18) 2.8373(18) 149.1(19) 2
O7 H10 O3 0.821(14) 2.499(18) 3.0828(18) 129.1(18) 2
O7 H9 O2 0.886(15) 1.890(15) 2.770(2) 172(2) 4_565
O7 H9 N4 0.886(15) 2.466(16) 3.207(2) 141.5(17) 4_565

_refine_diff_density_max         0.217
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.056

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_xb2638_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1972807'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-12-18 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'potassium 4,6-diamino-2-imino-3-oxido-2,3-dihydro-1,3,5-triazine-1-oxide'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H5 K N6 O2'
_chemical_formula_weight         196.23

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'
K K 0.2009 0.2494 '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'

_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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.776(7)
_cell_length_b                   3.764(2)
_cell_length_c                   12.796(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     663.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    384
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      20.42

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.964
_exptl_crystal_F_000             400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.766
_shelx_estimated_absorpt_T_min   0.692
_shelx_estimated_absorpt_T_max   0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.824
_exptl_absorpt_correction_T_max  0865
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3384
_diffrn_reflns_av_unetI/netI     0.1542
_diffrn_reflns_av_R_equivalents  0.1101
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.184
_diffrn_reflns_theta_max         26.426
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1138
_reflns_number_gt                713
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.998

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.25(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1138
_refine_ls_number_parameters     125
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.0876
_refine_ls_wR_factor_gt          0.0764
_refine_ls_goodness_of_fit_ref   0.833
_refine_ls_restrained_S_all      0.831
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
K1 K 0.38651(11) 1.0462(4) 0.55690(18) 0.0303(4) Uani 1 1 d . . . . .
O2 O 0.4839(3) 0.4842(16) 0.6782(4) 0.0248(13) Uani 1 1 d . . . . .
O1 O 0.7138(4) 0.4624(16) 0.9491(4) 0.0263(14) Uani 1 1 d . . . . .
N1 N 0.5341(4) 0.307(2) 0.8797(5) 0.0272(17) Uani 1 1 d D . . . .
H2 H 0.485(4) 0.26(2) 0.839(5) 0.033 Uiso 1 1 d D U . . .
N4 N 0.6871(4) 0.5303(19) 0.8491(4) 0.0187(14) Uani 1 1 d . . . . .
N3 N 0.8405(5) 0.735(2) 0.8205(5) 0.0308(18) Uani 1 1 d D . . . .
H1 H 0.880(5) 0.83(2) 0.774(5) 0.037 Uiso 1 1 d D U . . .
H3 H 0.852(5) 0.74(2) 0.889(2) 0.037 Uiso 1 1 d D U . . .
N6 N 0.7338(4) 0.7363(18) 0.6853(5) 0.0260(16) Uani 1 1 d . . . . .
N2 N 0.6214(4) 0.7220(18) 0.5519(7) 0.0305(15) Uani 1 1 d D . . . .
H5 H 0.668(4) 0.81(2) 0.513(5) 0.037 Uiso 1 1 d D U . . .
H4 H 0.565(3) 0.67(2) 0.525(6) 0.037 Uiso 1 1 d D U . . .
N5 N 0.5746(4) 0.5400(18) 0.7155(4) 0.0200(15) Uani 1 1 d . . . . .
C1 C 0.5940(5) 0.450(2) 0.8175(5) 0.0193(18) Uani 1 1 d . . . . .
C3 C 0.7531(5) 0.671(2) 0.7831(6) 0.0234(19) Uani 1 1 d . . . . .
C2 C 0.6448(5) 0.663(2) 0.6494(6) 0.0243(19) 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
K1 O2 2.632(6) 1_565 ?
K1 O1 2.689(6) 2_674 ?
K1 O1 2.734(6) 2_664 ?
K1 N1 2.846(7) 2_664 ?
K1 N6 2.873(6) 4_465 ?
K1 O2 2.947(6) . ?
K1 N4 3.262(7) 2_674 ?
K1 N2 3.459(7) . ?
K1 C3 3.524(8) 4_465 ?
K1 K1 3.764(2) 1_545 ?
O2 N5 1.353(7) . ?
O2 K1 2.632(5) 1_545 ?
O1 N4 1.356(7) . ?
O1 K1 2.689(6) 2_675 ?
O1 K1 2.734(6) 2_665 ?
N1 C1 1.267(9) . ?
N1 K1 2.847(7) 2_665 ?
N4 C3 1.348(9) . ?
N4 C1 1.378(8) . ?
N4 K1 3.262(7) 2_675 ?
N3 C3 1.318(9) . ?
N6 C3 1.303(9) . ?
N6 C2 1.338(9) . ?
N6 K1 2.873(6) 4_565 ?
N2 C2 1.307(12) . ?
N5 C2 1.367(9) . ?
N5 C1 1.374(8) . ?
C3 K1 3.524(8) 4_565 ?

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
O2 K1 O1 97.67(17) 1_565 2_674 ?
O2 K1 O1 173.53(18) 1_565 2_664 ?
O1 K1 O1 87.91(16) 2_674 2_664 ?
O2 K1 N1 124.47(17) 1_565 2_664 ?
O1 K1 N1 96.31(19) 2_674 2_664 ?
O1 K1 N1 57.69(17) 2_664 2_664 ?
O2 K1 N6 105.53(19) 1_565 4_465 ?
O1 K1 N6 99.90(18) 2_674 4_465 ?
O1 K1 N6 70.10(17) 2_664 4_465 ?
N1 K1 N6 124.4(2) 2_664 4_465 ?
O2 K1 O2 84.66(15) 1_565 . ?
O1 K1 O2 176.17(17) 2_674 . ?
O1 K1 O2 89.61(15) 2_664 . ?
N1 K1 O2 84.80(19) 2_664 . ?
N6 K1 O2 76.50(18) 4_465 . ?
O2 K1 N4 109.46(18) 1_565 2_674 ?
O1 K1 N4 23.95(14) 2_674 2_674 ?
O1 K1 N4 76.93(17) 2_664 2_674 ?
N1 K1 N4 72.43(19) 2_664 2_674 ?
N6 K1 N4 114.81(17) 4_465 2_674 ?
O2 K1 N4 157.17(16) . 2_674 ?
O2 K1 N2 75.80(18) 1_565 . ?
O1 K1 N2 135.54(18) 2_674 . ?
O1 K1 N2 102.50(17) 2_664 . ?
N1 K1 N2 57.40(19) 2_664 . ?
N6 K1 N2 124.4(2) 4_465 . ?
O2 K1 N2 47.96(16) . . ?
N4 K1 N2 116.63(18) 2_674 . ?
O2 K1 C3 85.80(18) 1_565 4_465 ?
O1 K1 C3 108.21(19) 2_674 4_465 ?
O1 K1 C3 89.36(18) 2_664 4_465 ?
N1 K1 C3 138.3(2) 2_664 4_465 ?
N6 K1 C3 20.42(17) 4_465 4_465 ?
O2 K1 C3 68.83(17) . 4_465 ?
N4 K1 C3 128.35(17) 2_674 4_465 ?
N2 K1 C3 114.9(2) . 4_465 ?
O2 K1 K1 128.78(13) 1_565 1_545 ?
O1 K1 K1 133.46(13) 2_674 1_545 ?
O1 K1 K1 45.56(12) 2_664 1_545 ?
N1 K1 K1 62.18(16) 2_664 1_545 ?
N6 K1 K1 68.28(14) 4_465 1_545 ?
O2 K1 K1 44.12(11) . 1_545 ?
N4 K1 K1 119.25(12) 2_674 1_545 ?
N2 K1 K1 69.34(11) . 1_545 ?
C3 K1 K1 76.62(15) 4_465 1_545 ?
N5 O2 K1 140.9(4) . 1_545 ?
N5 O2 K1 119.6(4) . . ?
K1 O2 K1 84.66(15) 1_545 . ?
N4 O1 K1 102.4(4) . 2_675 ?
N4 O1 K1 118.1(4) . 2_665 ?
K1 O1 K1 87.91(16) 2_675 2_665 ?
C1 N1 K1 116.7(5) . 2_665 ?
C3 N4 O1 118.8(6) . . ?
C3 N4 C1 122.0(6) . . ?
O1 N4 C1 119.2(6) . . ?
C3 N4 K1 121.9(5) . 2_675 ?
O1 N4 K1 53.6(3) . 2_675 ?
C1 N4 K1 93.2(4) . 2_675 ?
C3 N6 C2 118.5(7) . . ?
C3 N6 K1 109.3(5) . 4_565 ?
C2 N6 K1 113.5(5) . 4_565 ?
C2 N2 K1 105.9(5) . . ?
O2 N5 C2 119.2(6) . . ?
O2 N5 C1 118.5(5) . . ?
C2 N5 C1 122.2(6) . . ?
N1 C1 N5 125.1(7) . . ?
N1 C1 N4 121.0(6) . . ?
N5 C1 N4 113.9(6) . . ?
N6 C3 N3 120.0(7) . . ?
N6 C3 N4 122.6(7) . . ?
N3 C3 N4 117.4(7) . . ?
N6 C3 K1 50.3(4) . 4_565 ?
N3 C3 K1 82.2(5) . 4_565 ?
N4 C3 K1 140.8(6) . 4_565 ?
N2 C2 N6 121.3(7) . . ?
N2 C2 N5 118.2(7) . . ?
N6 C2 N5 120.4(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
K1 O1 N4 C3 110.1(6) 2_675 . . . ?
K1 O1 N4 C3 -155.6(6) 2_665 . . . ?
K1 O1 N4 C1 -70.7(7) 2_675 . . . ?
K1 O1 N4 C1 23.6(8) 2_665 . . . ?
K1 O1 N4 K1 94.3(3) 2_665 . . 2_675 ?
K1 O2 N5 C2 72.1(9) 1_545 . . . ?
K1 O2 N5 C2 -49.9(7) . . . . ?
K1 O2 N5 C1 -104.1(7) 1_545 . . . ?
K1 O2 N5 C1 133.9(6) . . . . ?
K1 N1 C1 N5 160.2(6) 2_665 . . . ?
K1 N1 C1 N4 -19.9(10) 2_665 . . . ?
O2 N5 C1 N1 2.3(12) . . . . ?
C2 N5 C1 N1 -173.7(8) . . . . ?
O2 N5 C1 N4 -177.6(6) . . . . ?
C2 N5 C1 N4 6.4(10) . . . . ?
C3 N4 C1 N1 177.5(8) . . . . ?
O1 N4 C1 N1 -1.7(11) . . . . ?
K1 N4 C1 N1 -51.2(8) 2_675 . . . ?
C3 N4 C1 N5 -2.6(10) . . . . ?
O1 N4 C1 N5 178.2(7) . . . . ?
K1 N4 C1 N5 128.7(6) 2_675 . . . ?
C2 N6 C3 N3 179.0(8) . . . . ?
K1 N6 C3 N3 46.9(10) 4_565 . . . ?
C2 N6 C3 N4 0.4(12) . . . . ?
K1 N6 C3 N4 -131.7(7) 4_565 . . . ?
C2 N6 C3 K1 132.1(8) . . . 4_565 ?
O1 N4 C3 N6 178.5(7) . . . . ?
C1 N4 C3 N6 -0.7(12) . . . . ?
K1 N4 C3 N6 -118.6(7) 2_675 . . . ?
O1 N4 C3 N3 -0.2(11) . . . . ?
C1 N4 C3 N3 -179.4(8) . . . . ?
K1 N4 C3 N3 62.8(9) 2_675 . . . ?
O1 N4 C3 K1 113.0(8) . . . 4_565 ?
C1 N4 C3 K1 -66.1(10) . . . 4_565 ?
K1 N4 C3 K1 176.0(4) 2_675 . . 4_565 ?
K1 N2 C2 N6 -140.8(6) . . . . ?
K1 N2 C2 N5 36.2(8) . . . . ?
C3 N6 C2 N2 -179.7(8) . . . . ?
K1 N6 C2 N2 -49.5(9) 4_565 . . . ?
C3 N6 C2 N5 3.4(11) . . . . ?
K1 N6 C2 N5 133.6(6) 4_565 . . . ?
O2 N5 C2 N2 -0.1(10) . . . . ?
C1 N5 C2 N2 175.9(7) . . . . ?
O2 N5 C2 N6 176.9(7) . . . . ?
C1 N5 C2 N6 -7.1(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H2 O2 0.87(3) 2.22(7) 2.752(8) 119(6) .
N3 H1 O2 0.88(3) 2.02(3) 2.888(8) 173(8) 4_565
N2 H5 O1 0.88(3) 1.91(3) 2.776(8) 169(8) 3_654
N2 H4 N1 0.87(3) 2.31(5) 3.075(9) 146(7) 2_664

_refine_diff_density_max         0.424
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1967836'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'2,4,6-triamino-1,3,5-triazine-1,3-dioxide dihydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H10 N6 O4'
_chemical_formula_weight         194.17

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   4.0471(9)
_cell_length_b                   11.869(3)
_cell_length_c                   16.879(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.091(4)
_cell_angle_gamma                90
_cell_volume                     810.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4213
_cell_measurement_theta_min      2.098
_cell_measurement_theta_max      26.080

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.142
_shelx_estimated_absorpt_T_min   0.926
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4213
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.098
_diffrn_reflns_theta_max         26.080
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1581
_reflns_number_gt                1331
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0483P)²+0.1293P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1581
_refine_ls_number_parameters     148
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3981(3) 0.69220(9) 0.69061(6) 0.0442(3) Uani 1 1 d . . . . .
N1 N 0.6739(3) 0.55672(10) 0.58556(7) 0.0378(3) Uani 1 1 d D . . . .
H10 H 0.777(4) 0.5139(13) 0.5515(9) 0.045 Uiso 1 1 d D U . . .
H1 H 0.557(4) 0.5288(14) 0.6244(9) 0.045 Uiso 1 1 d D U . . .
C1 C 0.7109(3) 0.66496(10) 0.57861(8) 0.0300(3) Uani 1 1 d . . . . .
N2 N 1.0957(4) 0.86036(11) 0.45285(8) 0.0449(3) Uani 1 1 d D . . . .
H3 H 1.120(4) 0.9347(12) 0.4472(11) 0.054 Uiso 1 1 d D U . . .
H2 H 1.174(4) 0.8132(14) 0.4190(10) 0.054 Uiso 1 1 d D U . . .
O2 O 1.0277(3) 0.64073(8) 0.46541(6) 0.0415(3) Uani 1 1 d . . . . .
C2 C 0.9263(3) 0.82294(11) 0.51352(8) 0.0314(3) Uani 1 1 d . . . . .
N3 N 0.5181(3) 0.91326(11) 0.68316(8) 0.0425(3) Uani 1 1 d D . . . .
H5 H 0.555(4) 0.9862(12) 0.6813(10) 0.051 Uiso 1 1 d D U . . .
H4 H 0.404(4) 0.8833(15) 0.7220(10) 0.051 Uiso 1 1 d D U . . .
O3 O 0.6697(3) 0.61564(9) 0.32869(7) 0.0480(3) Uani 1 1 d D . . . .
H9 H 0.546(4) 0.6697(14) 0.3243(11) 0.058 Uiso 1 1 d D U . . .
H8 H 0.788(4) 0.6270(15) 0.3731(10) 0.058 Uiso 1 1 d D U . . .
C3 C 0.6348(3) 0.84956(11) 0.62675(8) 0.0313(3) Uani 1 1 d . . . . .
O4 O 0.8902(3) 0.65881(10) 0.79585(7) 0.0489(3) Uani 1 1 d D . . . .
H7 H 0.714(4) 0.6654(16) 0.7636(10) 0.059 Uiso 1 1 d D U . . .
H6 H 1.050(4) 0.6686(16) 0.7637(10) 0.059 Uiso 1 1 d D U . . .
N4 N 0.5725(3) 0.73651(9) 0.63070(6) 0.0312(3) Uani 1 1 d . . . . .
N5 N 0.8874(3) 0.70914(9) 0.51897(6) 0.0311(3) Uani 1 1 d . . . . .
N6 N 0.8052(3) 0.89298(9) 0.56712(7) 0.0345(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N4 1.3506(14) . ?
N1 C1 1.2989(17) . ?
C1 N5 1.3514(17) . ?
C1 N4 1.3516(16) . ?
N2 C2 1.3200(18) . ?
O2 N5 1.3485(14) . ?
C2 N6 1.3291(17) . ?
C2 N5 1.3631(17) . ?
N3 C3 1.3108(17) . ?
C3 N6 1.3344(17) . ?
C3 N4 1.3672(17) . ?

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
N1 C1 N5 120.97(12) . . ?
N1 C1 N4 120.85(12) . . ?
N5 C1 N4 118.18(11) . . ?
N2 C2 N6 121.42(12) . . ?
N2 C2 N5 116.62(12) . . ?
N6 C2 N5 121.96(12) . . ?
N3 C3 N6 121.58(13) . . ?
N3 C3 N4 117.46(12) . . ?
N6 C3 N4 120.95(12) . . ?
O1 N4 C1 118.12(11) . . ?
O1 N4 C3 121.21(10) . . ?
C1 N4 C3 120.38(11) . . ?
O2 N5 C1 120.07(11) . . ?
O2 N5 C2 120.05(11) . . ?
C1 N5 C2 119.88(11) . . ?
C2 N6 C3 118.32(12) . . ?

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
N1 C1 N4 O1 0.75(19) . . . . ?
N5 C1 N4 O1 -179.53(11) . . . . ?
N1 C1 N4 C3 174.68(13) . . . . ?
N5 C1 N4 C3 -5.61(19) . . . . ?
N3 C3 N4 O1 -0.19(19) . . . . ?
N6 C3 N4 O1 -179.52(12) . . . . ?
N3 C3 N4 C1 -173.92(12) . . . . ?
N6 C3 N4 C1 6.7(2) . . . . ?
N1 C1 N5 O2 0.16(19) . . . . ?
N4 C1 N5 O2 -179.56(11) . . . . ?
N1 C1 N5 C2 -179.17(13) . . . . ?
N4 C1 N5 C2 1.12(18) . . . . ?
N2 C2 N5 O2 2.07(19) . . . . ?
N6 C2 N5 O2 -176.80(12) . . . . ?
N2 C2 N5 C1 -178.61(13) . . . . ?
N6 C2 N5 C1 2.5(2) . . . . ?
N2 C2 N6 C3 179.65(13) . . . . ?
N5 C2 N6 C3 -1.5(2) . . . . ?
N3 C3 N6 C2 177.64(13) . . . . ?
N4 C3 N6 C2 -3.05(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H10 O2 0.880(13) 2.019(14) 2.7803(16) 144.0(14) 3_766
N1 H1 O3 0.879(14) 2.107(15) 2.8791(17) 146.2(15) 3_666
N2 H3 N6 0.893(14) 2.083(14) 2.9750(18) 177.9(17) 3_776
N2 H2 O4 0.863(14) 2.296(17) 2.9352(18) 130.9(15) 4_675
N3 H5 O4 0.880(14) 2.095(14) 2.9584(18) 166.7(15) 2_656
N3 H4 O3 0.885(14) 2.050(15) 2.8763(17) 154.9(17) 4_576
O3 H9 O4 0.817(14) 2.181(15) 2.9545(17) 158.0(18) 4_575
O3 H8 O2 0.893(14) 1.826(14) 2.7179(17) 176.4(17) .
O3 H8 N5 0.893(14) 2.671(16) 3.4951(18) 153.9(15) .
O4 H7 O1 0.893(14) 1.787(15) 2.6728(18) 171.5(17) .
O4 H7 N4 0.893(14) 2.455(17) 3.1840(17) 139.2(14) .
O4 H6 O1 0.861(14) 1.910(15) 2.7708(15) 178.7(18) 1_655

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_pl
_database_code_depnum_ccdc_archive 'CCDC 1977527'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2020-11-10 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'potassium 4,6-diamino-3-oxido-2-oxo-2,3-dihydro-1,3,5-triazine-1-oxide . 2.5H2O'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H18 K2 N10 O11'
_chemical_formula_weight         484.50

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'
K K 0.2009 0.2494 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'-x, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.2305(9)
_cell_length_b                   7.0126(7)
_cell_length_c                   27.175(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1759.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    324
_cell_measurement_theta_min      2.206
_cell_measurement_theta_max      28.253

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.622
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10225
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         28.253
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2196
_reflns_number_gt                1766
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0873P)²+0.3058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2196
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1360
_refine_ls_wR_factor_gt          0.1287
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
K1 K -0.60512(8) 0.05914(10) -0.250000 0.0391(2) Uani 1 2 d S T P . .
K2 K -0.21907(7) 0.09603(10) -0.250000 0.0354(2) Uani 1 2 d S T P . .
O1 O -0.43176(15) 0.2590(2) -0.19017(5) 0.0379(4) Uani 1 1 d . . . . .
O2 O -0.85521(15) 0.3874(2) -0.09962(6) 0.0356(4) Uani 1 1 d . . . . .
O3 O -0.72385(15) 0.2943(2) -0.18437(5) 0.0357(4) Uani 1 1 d . . . . .
O5 O -0.03245(17) 0.1352(2) -0.33083(6) 0.0414(4) Uani 1 1 d . . . . .
H7 H 0.026759 0.211113 -0.342331 0.062 Uiso 1 1 d R U . . .
H8 H -0.065281 0.062823 -0.353091 0.062 Uiso 1 1 d R U . . .
O6 O -0.8842(3) -0.0431(4) -0.250000 0.0521(6) Uani 1 2 d S T P . .
H9 H -0.908910 0.004430 -0.224790 0.078 Uiso 1 1 d R U . . .
N1 N -0.6892(2) 0.4906(3) -0.02422(7) 0.0410(5) Uani 1 1 d . . . . .
H1 H -0.780603 0.475904 -0.021232 0.049 Uiso 1 1 d R U . . .
H2 H -0.628443 0.518973 0.000058 0.049 Uiso 1 1 d R U . . .
N2 N -0.27860(18) 0.3685(3) -0.11448(7) 0.0363(4) Uani 1 1 d . . . . .
H3 H -0.247776 0.314525 -0.141399 0.044 Uiso 1 1 d R U . . .
H4 H -0.222636 0.405135 -0.090488 0.044 Uiso 1 1 d R U . . .
N3 N -0.50034(17) 0.3182(2) -0.14882(5) 0.0267(4) Uani 1 1 d . . . . .
N4 N -0.70786(17) 0.3840(2) -0.10397(6) 0.0278(4) Uani 1 1 d . . . . .
N5 N -0.48043(18) 0.4362(2) -0.06791(6) 0.0289(4) Uani 1 1 d . . . . .
C1 C -0.6491(2) 0.3305(3) -0.14857(7) 0.0276(4) Uani 1 1 d . . . . .
C2 C -0.6244(2) 0.4365(3) -0.06523(7) 0.0290(4) Uani 1 1 d . . . . .
C3 C -0.4200(2) 0.3757(3) -0.10981(7) 0.0259(4) Uani 1 1 d . . . . .
O4 O -0.08468(16) 0.5620(3) -0.04805(7) 0.0470(4) Uani 1 1 d . . . . .
H5 H -0.009880 0.510209 -0.059226 0.070 Uiso 1 1 d R U . . .
H6 H -0.088940 0.675810 -0.061406 0.070 Uiso 1 1 d 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
K1 O3 2.6647(15) 6 ?
K1 O3 2.6647(15) . ?
K1 O6 2.674(3) . ?
K1 O1 2.6775(15) 6 ?
K1 O1 2.6776(15) . ?
K1 O1 2.6810(18) 4_444 ?
K1 O1 2.6810(18) 7_455 ?
K1 N3 3.3708(16) 4_444 ?
K1 N3 3.3708(16) 7_455 ?
K1 C1 3.3740(19) 6 ?
K1 C1 3.3740(19) . ?
K1 N3 3.4346(16) 6 ?
K1 H9 2.9120 . ?
K1 H9 2.912(3) 6 ?
K2 O6 2.704(3) 7_465 ?
K2 O1 2.7937(15) 6 ?
K2 O1 2.7937(15) . ?
K2 O5 2.8049(16) 6 ?
K2 O5 2.8049(16) . ?
K2 O3 2.8172(16) 4_444 ?
K2 O3 2.8172(16) 7_455 ?
K2 O6 3.241(3) 1_655 ?
O1 N3 1.3549(19) . ?
O2 N4 1.365(2) . ?
O3 C1 1.220(2) . ?
O5 H7 0.8246 . ?
O5 H8 0.8457 . ?
O6 H9 0.7953 . ?
O6 H9 0.7952 6 ?
N1 C2 1.321(3) . ?
N1 H1 0.8540 . ?
N1 H2 0.8884 . ?
N2 C3 1.313(2) . ?
N2 H3 0.8715 . ?
N2 H4 0.8705 . ?
N3 C3 1.355(2) . ?
N3 C1 1.376(3) . ?
N4 C2 1.356(3) . ?
N4 C1 1.380(2) . ?
N5 C2 1.331(3) . ?
N5 C3 1.337(2) . ?
O4 H5 0.8371 . ?
O4 H6 0.8778 . ?

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 K1 O3 84.03(6) 6 . ?
O3 K1 O6 76.69(5) 6 . ?
O3 K1 O6 76.69(5) . . ?
O3 K1 O1 61.01(5) 6 6 ?
O3 K1 O1 109.16(6) . 6 ?
O6 K1 O1 135.74(4) . 6 ?
O3 K1 O1 109.16(6) 6 . ?
O3 K1 O1 61.01(5) . . ?
O6 K1 O1 135.74(4) . . ?
O1 K1 O1 74.78(6) 6 . ?
O3 K1 O1 97.59(5) 6 4_444 ?
O3 K1 O1 160.70(6) . 4_444 ?
O6 K1 O1 84.94(6) . 4_444 ?
O1 K1 O1 88.10(4) 6 4_444 ?
O1 K1 O1 134.70(4) . 4_444 ?
O3 K1 O1 160.70(6) 6 7_455 ?
O3 K1 O1 97.59(5) . 7_455 ?
O6 K1 O1 84.94(6) . 7_455 ?
O1 K1 O1 134.69(4) 6 7_455 ?
O1 K1 O1 88.10(4) . 7_455 ?
O1 K1 O1 74.66(6) 4_444 7_455 ?
O3 K1 N3 83.28(4) 6 4_444 ?
O3 K1 N3 167.13(4) . 4_444 ?
O6 K1 N3 98.27(4) . 4_444 ?
O1 K1 N3 66.08(5) 6 4_444 ?
O1 K1 N3 125.81(4) . 4_444 ?
O1 K1 N3 22.37(4) 4_444 4_444 ?
O1 K1 N3 93.70(5) 7_455 4_444 ?
O3 K1 N3 167.13(4) 6 7_455 ?
O3 K1 N3 83.28(4) . 7_455 ?
O6 K1 N3 98.27(4) . 7_455 ?
O1 K1 N3 125.81(4) 6 7_455 ?
O1 K1 N3 66.08(5) . 7_455 ?
O1 K1 N3 93.70(5) 4_444 7_455 ?
O1 K1 N3 22.37(4) 7_455 7_455 ?
N3 K1 N3 109.32(6) 4_444 7_455 ?
O3 K1 C1 19.05(4) 6 6 ?
O3 K1 C1 98.53(5) . 6 ?
O6 K1 C1 92.03(5) . 6 ?
O1 K1 C1 43.98(4) 6 6 ?
O1 K1 C1 105.82(5) . 6 ?
O1 K1 C1 87.85(4) 4_444 6 ?
O1 K1 C1 162.44(5) 7_455 6 ?
N3 K1 C1 69.57(4) 4_444 6 ?
N3 K1 C1 169.68(5) 7_455 6 ?
O3 K1 C1 98.53(5) 6 . ?
O3 K1 C1 19.05(4) . . ?
O6 K1 C1 92.03(5) . . ?
O1 K1 C1 105.82(5) 6 . ?
O1 K1 C1 43.98(4) . . ?
O1 K1 C1 162.44(5) 4_444 . ?
O1 K1 C1 87.85(4) 7_455 . ?
N3 K1 C1 169.68(5) 4_444 . ?
N3 K1 C1 69.57(4) 7_455 . ?
C1 K1 C1 109.56(7) 6 . ?
O3 K1 N3 41.64(4) 6 6 ?
O3 K1 N3 108.92(5) . 6 ?
O6 K1 N3 114.40(4) . 6 ?
O1 K1 N3 21.35(4) 6 6 ?
O1 K1 N3 92.34(5) . 6 ?
O1 K1 N3 83.91(4) 4_444 6 ?
O1 K1 N3 149.88(5) 7_455 6 ?
N3 K1 N3 62.02(2) 4_444 6 ?
N3 K1 N3 146.81(3) 7_455 6 ?
C1 K1 N3 23.29(4) 6 6 ?
C1 K1 N3 112.92(5) . 6 ?
O3 K1 H9 81.0 6 . ?
O3 K1 H9 61.8 . . ?
O6 K1 H9 15.6 . . ?
O1 K1 H9 141.9 6 . ?
O1 K1 H9 120.1 . . ?
O1 K1 H9 99.3 4_444 . ?
O1 K1 H9 82.9 7_455 . ?
N3 K1 H9 113.8 4_444 . ?
N3 K1 H9 91.2 7_455 . ?
C1 K1 H9 98.7 6 . ?
C1 K1 H9 76.5 . . ?
N3 K1 H9 122.0 6 . ?
O3 K1 H9 61.84(5) 6 6 ?
O3 K1 H9 80.96(5) . 6 ?
O6 K1 H9 15.629(15) . 6 ?
O1 K1 H9 120.11(4) 6 6 ?
O1 K1 H9 141.93(5) . 6 ?
O1 K1 H9 82.89(5) 4_444 6 ?
O1 K1 H9 99.29(6) 7_455 6 ?
N3 K1 H9 91.16(4) 4_444 6 ?
N3 K1 H9 113.83(5) 7_455 6 ?
C1 K1 H9 76.49(5) 6 6 ?
C1 K1 H9 98.67(5) . 6 ?
N3 K1 H9 98.77(4) 6 6 ?
H9 K1 H9 27.2 . 6 ?
O6 K2 O1 82.23(6) 7_465 6 ?
O6 K2 O1 82.23(6) 7_465 . ?
O1 K2 O1 71.18(6) 6 . ?
O6 K2 O5 72.05(5) 7_465 6 ?
O1 K2 O5 147.92(6) 6 6 ?
O1 K2 O5 86.32(4) . 6 ?
O6 K2 O5 72.05(5) 7_465 . ?
O1 K2 O5 86.32(4) 6 . ?
O1 K2 O5 147.92(6) . . ?
O5 K2 O5 103.09(7) 6 . ?
O6 K2 O3 140.25(3) 7_465 4_444 ?
O1 K2 O3 78.90(5) 6 4_444 ?
O1 K2 O3 122.98(5) . 4_444 ?
O5 K2 O3 133.17(5) 6 4_444 ?
O5 K2 O3 72.10(4) . 4_444 ?
O6 K2 O3 140.25(3) 7_465 7_455 ?
O1 K2 O3 122.98(5) 6 7_455 ?
O1 K2 O3 78.90(5) . 7_455 ?
O5 K2 O3 72.10(4) 6 7_455 ?
O5 K2 O3 133.17(5) . 7_455 ?
O3 K2 O3 78.55(6) 4_444 7_455 ?
O6 K2 O6 86.88(4) 7_465 1_655 ?
O1 K2 O6 142.50(3) 6 1_655 ?
O1 K2 O6 142.50(3) . 1_655 ?
O5 K2 O6 56.21(4) 6 1_655 ?
O5 K2 O6 56.21(4) . 1_655 ?
O3 K2 O6 87.26(5) 4_444 1_655 ?
O3 K2 O6 87.26(5) 7_455 1_655 ?
O6 K2 K1 114.80(6) 7_465 . ?
O1 K2 K1 47.83(3) 6 . ?
O1 K2 K1 47.84(3) . . ?
O5 K2 K1 128.29(3) 6 . ?
O5 K2 K1 128.29(3) . . ?
O3 K2 K1 76.06(3) 4_444 . ?
O3 K2 K1 76.06(3) 7_455 . ?
O6 K2 K1 158.32(6) 1_655 . ?
O6 K2 K1 47.20(6) 7_465 7_465 ?
O1 K2 K1 47.14(4) 6 7_465 ?
O1 K2 K1 47.14(4) . 7_465 ?
O5 K2 K1 100.78(4) 6 7_465 ?
O5 K2 K1 100.78(4) . 7_465 ?
O3 K2 K1 126.04(3) 4_444 7_465 ?
O3 K2 K1 126.04(3) 7_455 7_465 ?
O6 K2 K1 134.07(6) 1_655 7_465 ?
K1 K2 K1 67.601(16) . 7_465 ?
O6 K2 K1 177.33(6) 7_465 7_455 ?
O1 K2 K1 95.60(4) 6 7_455 ?
O1 K2 K1 95.60(4) . 7_455 ?
O5 K2 K1 109.45(4) 6 7_455 ?
O5 K2 K1 109.45(4) . 7_455 ?
O3 K2 K1 40.20(3) 4_444 7_455 ?
O3 K2 K1 40.20(3) 7_455 7_455 ?
O6 K2 K1 95.79(5) 1_655 7_455 ?
K1 K2 K1 62.530(16) . 7_455 ?
K1 K2 K1 130.13(3) 7_465 7_455 ?
N3 O1 K1 112.63(10) . . ?
N3 O1 K1 108.78(11) . 7_465 ?
K1 O1 K1 96.81(5) . 7_465 ?
N3 O1 K2 159.45(11) . . ?
K1 O1 K2 81.51(4) . . ?
K1 O1 K2 83.05(4) 7_465 . ?
C1 O3 K1 115.47(12) . . ?
C1 O3 K2 117.02(13) . 7_465 ?
K1 O3 K2 96.78(4) . 7_465 ?
K2 O5 H7 140.1 . . ?
K2 O5 H8 106.3 . . ?
H7 O5 H8 110.7 . . ?
K1 O6 K2 84.91(7) . 7_455 ?
K1 O6 K2 146.92(10) . 1_455 ?
K2 O6 K2 128.17(10) 7_455 1_455 ?
K1 O6 H9 99.4 . . ?
K2 O6 H9 119.6 7_455 . ?
K2 O6 H9 66.5 1_455 . ?
K1 O6 H9 99.41(3) . 6 ?
K2 O6 H9 119.567(9) 7_455 6 ?
K2 O6 H9 66.458(18) 1_455 6 ?
H9 O6 H9 119.0 . 6 ?
C2 N1 H1 119.6 . . ?
C2 N1 H2 113.9 . . ?
H1 N1 H2 125.5 . . ?
C3 N2 H3 115.0 . . ?
C3 N2 H4 120.4 . . ?
H3 N2 H4 124.3 . . ?
O1 N3 C3 118.97(15) . . ?
O1 N3 C1 119.31(14) . . ?
C3 N3 C1 121.58(15) . . ?
O1 N3 K1 48.85(9) . 7_465 ?
C3 N3 K1 109.32(11) . 7_465 ?
C1 N3 K1 105.12(10) . 7_465 ?
O1 N3 K1 46.02(8) . . ?
C3 N3 K1 159.69(12) . . ?
C1 N3 K1 75.88(10) . . ?
K1 N3 K1 72.15(3) 7_465 . ?
C2 N4 O2 119.63(15) . . ?
C2 N4 C1 122.16(16) . . ?
O2 N4 C1 118.19(15) . . ?
C2 N5 C3 117.63(16) . . ?
O3 C1 N3 123.22(17) . . ?
O3 C1 N4 122.32(18) . . ?
N3 C1 N4 114.45(15) . . ?
O3 C1 K1 45.48(10) . . ?
N3 C1 K1 80.83(10) . . ?
N4 C1 K1 156.66(13) . . ?
N1 C2 N5 119.94(19) . . ?
N1 C2 N4 118.41(19) . . ?
N5 C2 N4 121.65(17) . . ?
N2 C3 N5 120.62(18) . . ?
N2 C3 N3 117.21(17) . . ?
N5 C3 N3 122.17(17) . . ?
H5 O4 H6 106.3 . . ?

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
K1 O1 N3 C3 162.83(13) . . . . ?
K1 O1 N3 C3 -91.06(15) 7_465 . . . ?
K2 O1 N3 C3 31.8(4) . . . . ?
K1 O1 N3 C1 -21.47(19) . . . . ?
K1 O1 N3 C1 84.64(16) 7_465 . . . ?
K2 O1 N3 C1 -152.5(3) . . . . ?
K1 O1 N3 K1 -106.11(10) . . . 7_465 ?
K2 O1 N3 K1 122.9(4) . . . 7_465 ?
K1 O1 N3 K1 106.11(10) 7_465 . . . ?
K2 O1 N3 K1 -131.0(4) . . . . ?
K1 O3 C1 N3 24.3(2) . . . . ?
K2 O3 C1 N3 -88.60(19) 7_465 . . . ?
K1 O3 C1 N4 -154.38(14) . . . . ?
K2 O3 C1 N4 92.68(19) 7_465 . . . ?
K2 O3 C1 K1 -112.93(14) 7_465 . . . ?
O1 N3 C1 O3 -1.6(3) . . . . ?
C3 N3 C1 O3 174.03(18) . . . . ?
K1 N3 C1 O3 49.4(2) 7_465 . . . ?
K1 N3 C1 O3 -17.31(17) . . . . ?
O1 N3 C1 N4 177.25(16) . . . . ?
C3 N3 C1 N4 -7.2(2) . . . . ?
K1 N3 C1 N4 -131.80(13) 7_465 . . . ?
K1 N3 C1 N4 161.50(16) . . . . ?
O1 N3 C1 K1 15.76(14) . . . . ?
C3 N3 C1 K1 -168.66(16) . . . . ?
K1 N3 C1 K1 66.71(5) 7_465 . . . ?
C2 N4 C1 O3 -175.49(19) . . . . ?
O2 N4 C1 O3 3.1(3) . . . . ?
C2 N4 C1 N3 5.7(3) . . . . ?
O2 N4 C1 N3 -175.72(15) . . . . ?
C2 N4 C1 K1 133.4(3) . . . . ?
O2 N4 C1 K1 -48.0(4) . . . . ?
C3 N5 C2 N1 178.39(19) . . . . ?
C3 N5 C2 N4 -2.2(3) . . . . ?
O2 N4 C2 N1 -0.3(3) . . . . ?
C1 N4 C2 N1 178.24(19) . . . . ?
O2 N4 C2 N5 -179.72(16) . . . . ?
C1 N4 C2 N5 -1.1(3) . . . . ?
C2 N5 C3 N2 -178.72(18) . . . . ?
C2 N5 C3 N3 0.7(3) . . . . ?
O1 N3 C3 N2 -0.7(3) . . . . ?
C1 N3 C3 N2 -176.28(17) . . . . ?
K1 N3 C3 N2 -53.60(19) 7_465 . . . ?
K1 N3 C3 N2 37.0(4) . . . . ?
O1 N3 C3 N5 179.87(17) . . . . ?
C1 N3 C3 N5 4.3(3) . . . . ?
K1 N3 C3 N5 126.95(16) 7_465 . . . ?
K1 N3 C3 N5 -142.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H7 O2 0.82 2.28 3.062(2) 158.2 6_655 yes
O5 H7 O3 0.82 2.48 3.087(2) 130.9 6_655 yes
O5 H8 O2 0.85 1.92 2.769(2) 176.2 4_444 yes
N1 H1 O4 0.85 2.27 2.890(2) 129.3 5_465 yes
N1 H2 N5 0.89 2.12 2.997(2) 167.6 5_465 yes
N2 H3 O5 0.87 2.47 3.170(2) 137.8 6 yes
N2 H4 O4 0.87 2.04 2.882(2) 162.3 . yes
O4 H5 O2 0.84 2.00 2.820(2) 167.6 1_655 yes
O4 H6 O2 0.88 1.88 2.735(2) 163.1 7_465 yes
O4 H6 N4 0.88 2.64 3.328(2) 135.6 7_465 yes

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.996
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1968249'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2020-02-08 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'2,4,6-triamino-1,3-dihydroxy-1,3,5-triazine-1,3-diium dinitrate monohydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H10 N8 O9'
_chemical_formula_weight         302.19

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.448(3)
_cell_length_b                   8.709(4)
_cell_length_c                   10.072(4)
_cell_angle_alpha                114.164(6)
_cell_angle_beta                 94.456(6)
_cell_angle_gamma                107.497(7)
_cell_volume                     553.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2,968
_cell_measurement_theta_min      2.278
_cell_measurement_theta_max      26.088

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_F_000             312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.177
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2968
_diffrn_reflns_av_unetI/netI     0.0762
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.278
_diffrn_reflns_theta_max         26.088
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             2131
_reflns_number_gt                1275
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0838P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2131
_refine_ls_number_parameters     211
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1732
_refine_ls_wR_factor_gt          0.1427
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.0946(4) 0.3651(4) 0.7747(3) 0.0414(8) Uani 1 1 d D . . . .
H6 H 0.147(6) 0.296(5) 0.794(5) 0.050 Uiso 1 1 d D U . . .
N1 N 0.1658(5) 0.4091(4) 0.5355(3) 0.0320(8) Uani 1 1 d D . . . .
H7 H 0.175(5) 0.426(5) 0.456(3) 0.038 Uiso 1 1 d D U . . .
H1 H 0.079(5) 0.313(4) 0.532(4) 0.038 Uiso 1 1 d D U . . .
C1 C 0.2801(5) 0.5235(5) 0.6647(4) 0.0255(8) Uani 1 1 d . . . . .
O2 O 0.4697(4) 0.6880(4) 0.5608(3) 0.0351(7) Uani 1 1 d D . . . .
H5 H 0.401(5) 0.741(5) 0.546(5) 0.042 Uiso 1 1 d D U . . .
N2 N 0.6870(5) 0.9318(5) 0.8320(4) 0.0405(9) Uani 1 1 d D . . . .
H8 H 0.704(6) 0.945(6) 0.751(3) 0.049 Uiso 1 1 d D U . . .
H2 H 0.772(5) 1.011(5) 0.916(3) 0.049 Uiso 1 1 d D U . . .
C2 C 0.5452(5) 0.7945(5) 0.8232(4) 0.0314(9) Uani 1 1 d . . . . .
N3 N 0.3253(5) 0.6014(5) 1.0404(4) 0.0389(9) Uani 1 1 d D . . . .
H4 H 0.391(5) 0.686(4) 1.127(3) 0.047 Uiso 1 1 d D U . . .
H3 H 0.227(4) 0.509(4) 1.031(5) 0.047 Uiso 1 1 d D U . . .
O3 O -0.0888(4) 0.2066(5) 0.1948(4) 0.0592(10) Uani 1 1 d . . . . .
C3 C 0.3669(5) 0.6294(5) 0.9273(4) 0.0307(9) Uani 1 1 d . . . . .
O4 O 0.0355(5) 0.2668(5) 0.0290(3) 0.0578(9) Uani 1 1 d . . . . .
N4 N 0.2568(4) 0.5018(4) 0.7878(3) 0.0284(8) Uani 1 1 d . . . . .
O5 O 0.1951(4) 0.4141(4) 0.2576(3) 0.0449(8) Uani 1 1 d . . . . .
N5 N 0.4278(4) 0.6704(4) 0.6852(3) 0.0278(7) Uani 1 1 d . . . . .
N6 N 0.5123(4) 0.7736(4) 0.9439(3) 0.0336(8) Uani 1 1 d . . . . .
O6 O 0.1864(4) 0.9883(4) 0.4072(4) 0.0500(9) Uani 1 1 d . . . . .
N8 N 0.2662(5) 0.8917(5) 0.4247(4) 0.0342(8) Uani 1 1 d . . . . .
O8 O 0.2238(4) 0.8358(4) 0.5227(3) 0.0351(7) Uani 1 1 d . . . . .
O9 O 0.2457(5) 0.1453(4) 0.7734(3) 0.0463(8) Uani 1 1 d D . . . .
H11 H 0.254(6) 0.123(6) 0.846(3) 0.056 Uiso 1 1 d D U . . .
H10 H 0.219(7) 0.052(4) 0.692(3) 0.056 Uiso 1 1 d D U . . .
N7 N 0.0475(5) 0.2953(5) 0.1608(4) 0.0348(8) Uani 1 1 d . . . . .
O7 O 0.3854(4) 0.8481(4) 0.3553(3) 0.0449(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N4 1.370(4) . ?
N1 C1 1.292(5) . ?
C1 N5 1.339(4) . ?
C1 N4 1.344(4) . ?
O2 N5 1.371(4) . ?
N2 C2 1.301(5) . ?
C2 N6 1.331(5) . ?
C2 N5 1.370(5) . ?
N3 C3 1.300(5) . ?
O3 N7 1.243(4) . ?
C3 N6 1.327(5) . ?
C3 N4 1.369(5) . ?
O4 N7 1.237(4) . ?
O5 N7 1.247(4) . ?
O6 N8 1.224(4) . ?
N8 O7 1.226(4) . ?
N8 O8 1.288(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N5 122.6(3) . . ?
N1 C1 N4 121.6(3) . . ?
N5 C1 N4 115.8(3) . . ?
N2 C2 N6 121.7(4) . . ?
N2 C2 N5 118.2(3) . . ?
N6 C2 N5 120.2(3) . . ?
N3 C3 N6 122.0(3) . . ?
N3 C3 N4 117.5(3) . . ?
N6 C3 N4 120.4(3) . . ?
C1 N4 C3 122.1(3) . . ?
C1 N4 O1 117.4(3) . . ?
C3 N4 O1 119.3(3) . . ?
C1 N5 C2 122.5(3) . . ?
C1 N5 O2 117.8(3) . . ?
C2 N5 O2 119.6(3) . . ?
C3 N6 C2 118.8(3) . . ?
O6 N8 O7 123.2(3) . . ?
O6 N8 O8 117.9(3) . . ?
O7 N8 O8 118.9(3) . . ?
O4 N7 O3 119.5(4) . . ?
O4 N7 O5 119.5(3) . . ?
O3 N7 O5 121.0(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
N1 C1 N4 C3 -174.6(4) . . . . ?
N5 C1 N4 C3 5.2(5) . . . . ?
N1 C1 N4 O1 -7.1(5) . . . . ?
N5 C1 N4 O1 172.6(3) . . . . ?
N3 C3 N4 C1 175.8(4) . . . . ?
N6 C3 N4 C1 -5.4(6) . . . . ?
N3 C3 N4 O1 8.6(5) . . . . ?
N6 C3 N4 O1 -172.7(3) . . . . ?
N1 C1 N5 C2 177.9(4) . . . . ?
N4 C1 N5 C2 -1.8(5) . . . . ?
N1 C1 N5 O2 -7.0(5) . . . . ?
N4 C1 N5 O2 173.2(3) . . . . ?
N2 C2 N5 C1 179.0(4) . . . . ?
N6 C2 N5 C1 -1.4(6) . . . . ?
N2 C2 N5 O2 4.0(5) . . . . ?
N6 C2 N5 O2 -176.4(3) . . . . ?
N3 C3 N6 C2 -179.3(4) . . . . ?
N4 C3 N6 C2 1.9(6) . . . . ?
N2 C2 N6 C3 -179.1(4) . . . . ?
N5 C2 N6 C3 1.3(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H6 O9 0.881(19) 1.64(2) 2.492(4) 162(4) .
N1 H7 O5 0.872(19) 1.98(2) 2.840(4) 169(4) .
N1 H7 N7 0.872(19) 2.68(3) 3.449(5) 148(3) .
N1 H1 O8 0.875(19) 2.13(3) 2.882(4) 144(3) 2_566
O2 H5 N8 0.822(19) 2.48(2) 3.256(5) 157(4) .
O2 H5 O8 0.822(19) 1.81(2) 2.621(4) 172(4) .
O2 H5 O7 0.822(19) 2.47(3) 3.051(4) 129(3) .
N2 H8 O6 0.879(19) 2.06(2) 2.916(5) 166(4) 2_676
N2 H8 N8 0.879(19) 2.68(3) 3.499(5) 156(4) 2_676
N2 H8 O7 0.879(19) 2.65(3) 3.309(5) 132(3) 2_676
N2 H2 O3 0.87(2) 2.54(2) 3.371(5) 159(4) 1_666
N2 H2 O4 0.87(2) 2.25(3) 3.016(5) 146(4) 1_666
N3 H4 O9 0.86(2) 2.54(3) 3.167(5) 130(3) 2_667
N3 H4 O7 0.86(2) 2.16(3) 2.915(5) 147(4) 1_556
N3 H3 O4 0.874(19) 2.15(2) 3.011(5) 167(4) 1_556
O9 H11 O3 0.836(18) 2.60(4) 3.093(4) 119(3) 2_556
O9 H11 N6 0.836(18) 2.29(3) 2.941(4) 135(4) 2_667
O9 H10 N8 0.840(19) 2.59(2) 3.342(5) 150(4) 1_545
O9 H10 O8 0.840(19) 1.97(2) 2.787(4) 165(5) 1_545

_refine_diff_density_max         0.640
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.070

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_pl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1968247'
loop_
_audit_author_name
_audit_author_address
'Zhicun Feng'
;Northwest University
China
;
_audit_update_record             
;
2019-11-26 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'2,4,6-triamino-3-hydroxy-1,3,5-triazin-3-ium-1-oxide nitrate monohydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H9 N7 O6'
_chemical_formula_weight         239.17

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   6.635(3)
_cell_length_b                   13.288(6)
_cell_length_c                   10.347(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.915(18)
_cell_angle_gamma                90
_cell_volume                     905.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    324
_cell_measurement_theta_min      3.47
_cell_measurement_theta_max      18.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5080
_diffrn_reflns_av_unetI/netI     0.2207
_diffrn_reflns_av_R_equivalents  0.1484
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.506
_diffrn_reflns_theta_max         26.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1860
_reflns_number_gt                596
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0430P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1860
_refine_ls_number_parameters     172
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1915
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1575
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   0.767
_refine_ls_restrained_S_all      0.768
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.8066(5) 0.3181(2) -0.0282(3) 0.0391(10) Uani 1 1 d . . . . .
N1 N 0.9251(7) 0.1735(3) 0.1394(4) 0.0436(12) Uani 1 1 d D . . . .
H6 H 0.965(7) 0.125(3) 0.193(4) 0.052 Uiso 1 1 d D U . . .
H5 H 0.930(7) 0.170(3) 0.055(2) 0.052 Uiso 1 1 d D U . . .
C1 C 0.8799(7) 0.2594(4) 0.1846(5) 0.0340(12) Uani 1 1 d . . . . .
N2 N 0.8411(7) 0.3844(3) 0.4824(4) 0.0483(13) Uani 1 1 d D . . . .
H4 H 0.892(7) 0.336(3) 0.533(4) 0.058 Uiso 1 1 d D U . . .
H2 H 0.782(7) 0.441(2) 0.504(5) 0.058 Uiso 1 1 d D U . . .
O2 O 0.9417(5) 0.2029(3) 0.3982(3) 0.0419(10) Uani 1 1 d D . . . .
H7 H 1.065(4) 0.196(3) 0.430(4) 0.050 Uiso 1 1 d D U . . .
C2 C 0.8391(7) 0.3734(4) 0.3562(5) 0.0333(12) Uani 1 1 d . . . . .
C3 C 0.7836(7) 0.4315(4) 0.1489(5) 0.0308(12) Uani 1 1 d . . . . .
N3 N 0.7443(7) 0.5034(3) 0.0629(4) 0.0412(12) Uani 1 1 d D . . . .
H1 H 0.768(7) 0.490(4) -0.016(2) 0.049 Uiso 1 1 d D U . . .
H3 H 0.732(7) 0.564(2) 0.094(4) 0.049 Uiso 1 1 d D U . . .
O3 O 0.2817(7) 0.3695(3) 0.2029(4) 0.0912(16) Uani 1 1 d . . . . .
N4 N 0.8153(6) 0.3372(3) 0.1031(3) 0.0316(10) Uani 1 1 d . . . . .
O4 O 0.3234(6) 0.4336(3) 0.3982(4) 0.0672(13) Uani 1 1 d . . . . .
N6 N 0.7904(6) 0.4491(3) 0.2752(4) 0.0339(10) Uani 1 1 d . . . . .
N5 N 0.8970(6) 0.2818(3) 0.3137(4) 0.0329(10) Uani 1 1 d . . . . .
O5 O 0.3005(6) 0.5266(3) 0.2238(3) 0.0614(12) Uani 1 1 d . . . . .
N7 N 0.3027(7) 0.4431(4) 0.2761(5) 0.0502(13) Uani 1 1 d . . . . .
O6 O 0.4853(8) 0.1990(4) 0.2268(4) 0.1007(17) Uani 1 1 d D . . . .
H8 H 0.459(11) 0.257(3) 0.268(6) 0.121 Uiso 1 1 d D U . . .
H9 H 0.465(11) 0.154(3) 0.287(5) 0.121 Uiso 1 1 d D 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 N4 1.377(4) . ?
N1 C1 1.283(6) . ?
C1 N5 1.360(6) . ?
C1 N4 1.370(5) . ?
N2 C2 1.312(6) . ?
O2 N5 1.374(4) . ?
C2 N6 1.324(5) . ?
C2 N5 1.366(6) . ?
C3 N3 1.310(6) . ?
C3 N6 1.323(5) . ?
C3 N4 1.365(5) . ?
O3 N7 1.234(5) . ?
O4 N7 1.260(5) . ?
O5 N7 1.234(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
N1 C1 N5 123.8(5) . . ?
N1 C1 N4 121.1(5) . . ?
N5 C1 N4 115.0(4) . . ?
N2 C2 N6 121.2(5) . . ?
N2 C2 N5 116.8(5) . . ?
N6 C2 N5 122.0(4) . . ?
N3 C3 N6 121.5(5) . . ?
N3 C3 N4 117.4(4) . . ?
N6 C3 N4 121.2(4) . . ?
C3 N4 C1 121.9(4) . . ?
C3 N4 O1 121.5(4) . . ?
C1 N4 O1 116.2(4) . . ?
C3 N6 C2 117.9(4) . . ?
C1 N5 C2 121.2(4) . . ?
C1 N5 O2 116.4(4) . . ?
C2 N5 O2 121.5(4) . . ?
O3 N7 O5 116.7(5) . . ?
O3 N7 O4 121.8(5) . . ?
O5 N7 O4 121.6(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
N3 C3 N4 C1 172.4(5) . . . . ?
N6 C3 N4 C1 -8.2(7) . . . . ?
N3 C3 N4 O1 0.0(7) . . . . ?
N6 C3 N4 O1 179.4(4) . . . . ?
N1 C1 N4 C3 -174.2(5) . . . . ?
N5 C1 N4 C3 4.0(7) . . . . ?
N1 C1 N4 O1 -1.4(7) . . . . ?
N5 C1 N4 O1 176.8(4) . . . . ?
N3 C3 N6 C2 -177.3(5) . . . . ?
N4 C3 N6 C2 3.4(7) . . . . ?
N2 C2 N6 C3 -177.3(5) . . . . ?
N5 C2 N6 C3 5.3(7) . . . . ?
N1 C1 N5 C2 -177.4(5) . . . . ?
N4 C1 N5 C2 4.5(7) . . . . ?
N1 C1 N5 O2 -8.2(7) . . . . ?
N4 C1 N5 O2 173.7(4) . . . . ?
N2 C2 N5 C1 173.0(4) . . . . ?
N6 C2 N5 C1 -9.5(7) . . . . ?
N2 C2 N5 O2 4.4(7) . . . . ?
N6 C2 N5 O2 -178.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H6 O5 0.865(19) 2.14(3) 2.917(6) 150(4) 2_645
N1 H5 O4 0.882(19) 2.18(4) 2.883(6) 137(4) 4_665
N2 H4 O6 0.875(19) 2.08(3) 2.821(6) 142(4) 4_666
N2 H2 O4 0.890(19) 2.11(2) 2.981(6) 166(4) 3_666
O2 H7 O1 0.852(19) 1.62(2) 2.465(5) 172(5) 4_666
O2 H7 N4 0.852(19) 2.33(3) 3.108(5) 152(4) 4_666
N3 H1 O5 0.872(19) 2.15(3) 2.973(5) 157(4) 3_665
N3 H3 O2 0.872(19) 2.19(3) 2.972(6) 150(4) 2_655
O6 H8 O3 0.91(2) 1.96(5) 2.635(8) 129(6) .
O6 H8 N7 0.91(2) 2.68(3) 3.521(8) 154(6) .
O6 H9 O1 0.886(19) 2.32(5) 2.933(5) 127(5) 4_566
O6 H9 O5 0.886(19) 2.44(6) 3.056(7) 127(6) 2_545

_refine_diff_density_max         0.313
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.086

_shelxl_version_number           2013-2

