# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_px343
_database_code_depnum_ccdc_archive 'CCDC 2144424'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'bisammonium 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole monohydrate'
_chemical_name_common            
'bisammonium 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole monohydrate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 N8 O4, H2 O, 2(H4 N)'
_chemical_formula_sum            'C3 H10 N10 O5'
_chemical_formula_weight         266.21

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_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                   8.0995(5)
_cell_length_b                   8.1851(5)
_cell_length_c                   8.7285(4)
_cell_angle_alpha                87.370(4)
_cell_angle_beta                 80.330(5)
_cell_angle_gamma                60.399(6)
_cell_volume                     495.52(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    2343
_cell_measurement_theta_min      2.3750
_cell_measurement_theta_max      32.2120

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.773
_exptl_crystal_size_mid          0.377
_exptl_crystal_size_min          0.239
_exptl_absorpt_coefficient_mu    0.161
_shelx_estimated_absorpt_T_min   0.886
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77803
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_F_000             276
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            4782
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.369
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2101
_reflns_number_gt                1864
_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       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_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)+(0.0432P)²+0.2969P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2101
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0948
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.0708618000
_diffrn_orient_matrix_UB_12      -0.0864597000
_diffrn_orient_matrix_UB_13      0.0247194000
_diffrn_orient_matrix_UB_21      -0.0471817000
_diffrn_orient_matrix_UB_22      0.0269083000
_diffrn_orient_matrix_UB_23      0.0781676000
_diffrn_orient_matrix_UB_31      -0.0564712000
_diffrn_orient_matrix_UB_32      -0.0418621000
_diffrn_orient_matrix_UB_33      -0.0093178000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   8.00   1.00   12.00    --   24.78 114.00-158.21   31
  2  ω      8.00  92.00   1.00   12.00    --   24.78  57.00 -60.00   84
  3  ω      8.00  92.00   1.00   12.00    --   24.78  57.00  90.00   84
  4  ω      8.00  92.00   1.00   12.00    --   24.78  57.00 150.00   84
  5  ω    -21.00  11.00   1.00   12.00    --   24.78 111.00  -3.19   32
  6  ω      8.00  92.00   1.00   12.00    --   24.78  57.00-120.00   84
  7  ω    -44.00  44.00   1.00   12.00    --   24.78 -37.00 -30.00   88
;



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'


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
O2 O 0.40817(15) 0.88794(14) 0.71501(12) 0.0183(2) Uani 1 1 d . . . . .
O1 O 0.90905(16) 0.20709(15) 0.48247(13) 0.0205(3) Uani 1 1 d . . . . .
O3 O 0.43592(16) 0.21595(15) 0.91656(13) 0.0211(3) Uani 1 1 d . . . . .
O4 O 0.22249(16) 0.47208(16) 1.05092(13) 0.0226(3) Uani 1 1 d . . . . .
O5 O 0.85327(19) 0.87727(18) 0.91419(15) 0.0248(3) Uani 1 1 d . . . . .
N5 N 0.44362(17) 0.71551(17) 0.73994(14) 0.0149(3) Uani 1 1 d . . . . .
N10 N 0.3179(2) 0.97861(19) 0.40245(16) 0.0161(3) Uani 1 1 d . . . . .
N7 N 0.56602(18) 0.40746(17) 0.72246(14) 0.0151(3) Uani 1 1 d . . . . .
N6 N 0.33896(18) 0.67840(17) 0.85866(14) 0.0160(3) Uani 1 1 d . . . . .
N1 N 0.85589(18) 0.38226(17) 0.44927(14) 0.0152(3) Uani 1 1 d . . . . .
N2 N 0.94916(18) 0.42559(19) 0.32679(15) 0.0182(3) Uani 1 1 d . . . . .
N3 N 0.86473(19) 0.61020(19) 0.32752(15) 0.0190(3) Uani 1 1 d . . . . .
N8 N 0.35431(18) 0.38671(18) 0.94301(14) 0.0163(3) Uani 1 1 d . . . . .
N9 N 0.9948(2) 0.1180(2) 0.79626(17) 0.0193(3) Uani 1 1 d . . . . .
N4 N 0.71850(18) 0.68752(18) 0.44760(15) 0.0172(3) Uani 1 1 d . . . . .
C3 C 0.4203(2) 0.4930(2) 0.83977(16) 0.0148(3) Uani 1 1 d . . . . .
C2 C 0.5794(2) 0.5533(2) 0.65875(17) 0.0145(3) Uani 1 1 d . . . . .
C1 C 0.7141(2) 0.5440(2) 0.52300(17) 0.0147(3) Uani 1 1 d . . . . .
H10A H 0.380(3) 1.033(3) 0.356(2) 0.023(5) Uiso 1 1 d . . . . .
H10B H 0.188(3) 1.065(3) 0.416(2) 0.027(5) Uiso 1 1 d . . . . .
H9A H 1.123(3) 0.046(3) 0.778(2) 0.028(5) Uiso 1 1 d . . . . .
H10C H 0.349(3) 0.875(3) 0.358(3) 0.036(6) Uiso 1 1 d . . . . .
H9B H 0.942(3) 0.047(3) 0.838(2) 0.036(6) Uiso 1 1 d . . . . .
H9C H 0.961(3) 0.162(3) 0.698(3) 0.035(6) Uiso 1 1 d . . . . .
H10D H 0.355(3) 0.946(3) 0.500(3) 0.033(5) Uiso 1 1 d . . . . .
H9D H 0.956(4) 0.213(4) 0.854(3) 0.044(6) Uiso 1 1 d . . . . .
H5A H 0.900(3) 0.781(3) 0.864(3) 0.039(6) Uiso 1 1 d . . . . .
H5B H 0.750(4) 0.897(3) 0.962(3) 0.037(6) Uiso 1 1 d . . . . .


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
O2 N5 1.3092(16) . ?
O1 N1 1.3111(16) . ?
O3 N8 1.2286(16) . ?
O4 N8 1.2251(17) . ?
O5 H5A 0.80(2) . ?
O5 H5B 0.81(3) . ?
N5 N6 1.3473(17) . ?
N5 C2 1.3625(19) . ?
N10 H10A 0.87(2) . ?
N10 H10B 0.92(2) . ?
N10 H10C 0.85(2) . ?
N10 H10D 0.94(2) . ?
N7 C3 1.3323(19) . ?
N7 C2 1.3391(19) . ?
N6 C3 1.3279(19) . ?
N1 N2 1.3409(18) . ?
N1 C1 1.3465(19) . ?
N2 N3 1.3152(19) . ?
N3 N4 1.3435(18) . ?
N8 C3 1.4421(19) . ?
N9 H9A 0.90(2) . ?
N9 H9B 0.91(2) . ?
N9 H9C 0.95(2) . ?
N9 H9D 0.84(3) . ?
N4 C1 1.3331(19) . ?
C2 C1 1.446(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
H5A O5 H5B 108(2) . . ?
O2 N5 N6 120.97(12) . . ?
O2 N5 C2 128.85(12) . . ?
N6 N5 C2 110.19(12) . . ?
H10A N10 H10B 108.0(17) . . ?
H10A N10 H10C 113(2) . . ?
H10B N10 H10C 114.8(19) . . ?
H10A N10 H10D 107.5(17) . . ?
H10B N10 H10D 108.7(18) . . ?
H10C N10 H10D 104.3(19) . . ?
C3 N7 C2 101.42(12) . . ?
C3 N6 N5 100.85(12) . . ?
O1 N1 N2 121.48(12) . . ?
O1 N1 C1 130.44(13) . . ?
N2 N1 C1 108.06(12) . . ?
N3 N2 N1 106.68(12) . . ?
N2 N3 N4 110.76(12) . . ?
O4 N8 O3 124.68(13) . . ?
O4 N8 C3 118.06(12) . . ?
O3 N8 C3 117.26(12) . . ?
H9A N9 H9B 109.1(18) . . ?
H9A N9 H9C 105.3(18) . . ?
H9B N9 H9C 111.9(18) . . ?
H9A N9 H9D 113(2) . . ?
H9B N9 H9D 110(2) . . ?
H9C N9 H9D 107(2) . . ?
C1 N4 N3 105.88(12) . . ?
N6 C3 N7 117.86(13) . . ?
N6 C3 N8 121.31(13) . . ?
N7 C3 N8 120.83(13) . . ?
N7 C2 N5 109.69(13) . . ?
N7 C2 C1 126.02(13) . . ?
N5 C2 C1 124.28(13) . . ?
N4 C1 N1 108.62(13) . . ?
N4 C1 C2 127.41(13) . . ?
N1 C1 C2 123.94(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N5 N6 C3 179.42(12) . . . . ?
C2 N5 N6 C3 -0.23(14) . . . . ?
O1 N1 N2 N3 -178.54(12) . . . . ?
C1 N1 N2 N3 0.12(15) . . . . ?
N1 N2 N3 N4 -0.13(15) . . . . ?
N2 N3 N4 C1 0.09(16) . . . . ?
N5 N6 C3 N7 0.31(16) . . . . ?
N5 N6 C3 N8 179.99(12) . . . . ?
C2 N7 C3 N6 -0.25(16) . . . . ?
C2 N7 C3 N8 -179.94(12) . . . . ?
O4 N8 C3 N6 -1.2(2) . . . . ?
O3 N8 C3 N6 179.24(12) . . . . ?
O4 N8 C3 N7 178.47(12) . . . . ?
O3 N8 C3 N7 -1.08(19) . . . . ?
C3 N7 C2 N5 0.08(15) . . . . ?
C3 N7 C2 C1 -178.97(13) . . . . ?
O2 N5 C2 N7 -179.51(12) . . . . ?
N6 N5 C2 N7 0.10(16) . . . . ?
O2 N5 C2 C1 -0.4(2) . . . . ?
N6 N5 C2 C1 179.17(12) . . . . ?
N3 N4 C1 N1 -0.01(15) . . . . ?
N3 N4 C1 C2 -178.37(13) . . . . ?
O1 N1 C1 N4 178.43(13) . . . . ?
N2 N1 C1 N4 -0.07(15) . . . . ?
O1 N1 C1 C2 -3.1(2) . . . . ?
N2 N1 C1 C2 178.36(13) . . . . ?
N7 C2 C1 N4 172.60(14) . . . . ?
N5 C2 C1 N4 -6.3(2) . . . . ?
N7 C2 C1 N1 -5.5(2) . . . . ?
N5 C2 C1 N1 175.56(12) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
N10 H10A O2 0.87(2) 2.11(2) 2.9483(17) 162.8(17) 2_676




_refine_diff_density_max         1.307
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.052

_shelxl_version_number           ?


####################################################################### 
# 
# 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_zv175
_database_code_depnum_ccdc_archive 'CCDC 2144427'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'5-(1-hydroxy-3-nitro-triazolyl)-1-hydroxytetrazole trihydrate'
_chemical_name_common            
'5-(1-hydroxy-3-nitro-triazolyl)-1-hydroxytetrazole trihydrate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C3 H2 N8 O4, 3(H2 O)'
_chemical_formula_sum            'C3 H8 N8 O7'
_chemical_formula_weight         268.17

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c a'
_symmetry_Int_Tables_number      64
_symmetry_space_group_name_Hall  '-C 2bc 2'


_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+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.2387(12)
_cell_length_b                   7.8415(16)
_cell_length_c                   40.259(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1969.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5278
_cell_measurement_theta_min      3.0360
_cell_measurement_theta_max      25.2869

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.172
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9379
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            10605
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_theta_min         3.036
_diffrn_reflns_theta_max         25.327
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             980
_reflns_number_gt                911
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_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)+(0.0336P)²+5.0865P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         980
_refine_ls_number_parameters     133
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1085
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_restrained_S_all      1.188
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


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
O2 O 0.500000 -0.0732(3) 0.39096(5) 0.0307(6) Uani 1 2 d DS T P . .
O1 O 0.500000 0.5785(3) 0.41646(5) 0.0300(6) Uani 1 2 d DS T P . .
O7 O 0.500000 0.8096(3) 0.45726(6) 0.0379(7) Uani 1 2 d S T P . .
N4 N 0.500000 0.1650(3) 0.44596(6) 0.0234(6) Uani 1 2 d S T P . .
N1 N 0.500000 0.4307(3) 0.43309(6) 0.0221(6) Uani 1 2 d S T P . .
N7 N 0.500000 0.3406(3) 0.35964(6) 0.0234(6) Uani 1 2 d S T P . .
O6 O 0.500000 0.6978(3) 0.35070(6) 0.0426(8) Uani 1 2 d S T P . .
N5 N 0.500000 0.0713(3) 0.37334(6) 0.0223(6) Uani 1 2 d S T P . .
N2 N 0.500000 0.4243(3) 0.46599(6) 0.0280(7) Uani 1 2 d S T P . .
N3 N 0.500000 0.2617(3) 0.47337(6) 0.0280(7) Uani 1 2 d S T P . .
O3 O 0.500000 0.1791(3) 0.27831(6) 0.0518(9) Uani 1 2 d S T P . .
N6 N 0.500000 0.0683(3) 0.34025(6) 0.0273(7) Uani 1 2 d S T P . .
O4 O 0.500000 0.4430(3) 0.29437(6) 0.0547(10) Uani 1 2 d S T P . .
N8 N 0.500000 0.2904(3) 0.29981(6) 0.0384(9) Uani 1 2 d S T P . .
C1 C 0.500000 0.2729(4) 0.42040(7) 0.0181(7) Uani 1 2 d S T P . .
O5 O 0.500000 -0.1971(4) 0.28924(7) 0.0807(16) Uani 1 2 d S T P . .
C3 C 0.500000 0.2338(4) 0.33401(7) 0.0264(8) Uani 1 2 d S T P . .
C2 C 0.500000 0.2316(4) 0.38530(7) 0.0197(7) Uani 1 2 d S T P . .
H7A H 0.500000 0.791(5) 0.4783(11) 0.045(12) Uiso 1 2 d S . P . .
H7B H 0.500000 0.914(6) 0.4528(11) 0.053(13) Uiso 1 2 d S . P . .
H6A H 0.500000 0.595(6) 0.3538(11) 0.045(13) Uiso 1 2 d S . P . .
H5A H 0.500000 -0.086(9) 0.2905(16) 0.12(3) Uiso 1 2 d S . P . .
H5B H 0.500000 -0.243(6) 0.2710(12) 0.058(14) Uiso 1 2 d S . P . .
H2 H 0.500000 -0.149(5) 0.3757(10) 0.09(2) Uiso 1 2 d DS . P . .
H1 H 0.500000 0.658(5) 0.4310(11) 0.10(2) Uiso 1 2 d DS . P . .
H6B H 0.500000 0.726(7) 0.3292(15) 0.082(18) Uiso 1 2 d S . P . .


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
O2 N5 1.337(3) . ?
O1 N1 1.339(3) . ?
N4 C1 1.333(4) . ?
N4 N3 1.339(3) . ?
N1 N2 1.325(3) . ?
N1 C1 1.338(4) . ?
N7 C3 1.329(4) . ?
N7 C2 1.341(4) . ?
N5 N6 1.332(3) . ?
N5 C2 1.346(4) . ?
N2 N3 1.309(4) . ?
O3 N8 1.229(3) . ?
N6 C3 1.322(4) . ?
O4 N8 1.216(4) . ?
N8 C3 1.447(4) . ?
C1 C2 1.450(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
C1 N4 N3 106.1(2) . . ?
N2 N1 C1 110.3(2) . . ?
N2 N1 O1 122.2(2) . . ?
C1 N1 O1 127.5(2) . . ?
C3 N7 C2 101.4(2) . . ?
N6 N5 O2 121.0(2) . . ?
N6 N5 C2 112.0(2) . . ?
O2 N5 C2 127.0(2) . . ?
N3 N2 N1 105.3(2) . . ?
N2 N3 N4 111.4(2) . . ?
C3 N6 N5 99.9(2) . . ?
O4 N8 O3 124.9(3) . . ?
O4 N8 C3 118.2(3) . . ?
O3 N8 C3 116.9(3) . . ?
N4 C1 N1 107.0(2) . . ?
N4 C1 C2 127.6(3) . . ?
N1 C1 C2 125.4(3) . . ?
N6 C3 N7 118.1(3) . . ?
N6 C3 N8 118.8(3) . . ?
N7 C3 N8 123.1(3) . . ?
N7 C2 N5 108.6(2) . . ?
N7 C2 C1 127.5(3) . . ?
N5 C2 C1 123.9(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
C1 N1 N2 N3 0.000(2) . . . . ?
O1 N1 N2 N3 180.000(2) . . . . ?
N1 N2 N3 N4 0.000(2) . . . . ?
C1 N4 N3 N2 0.000(2) . . . . ?
O2 N5 N6 C3 180.000(1) . . . . ?
C2 N5 N6 C3 0.000(1) . . . . ?
N3 N4 C1 N1 0.000(1) . . . . ?
N3 N4 C1 C2 180.000(2) . . . . ?
N2 N1 C1 N4 0.000(2) . . . . ?
O1 N1 C1 N4 180.000(2) . . . . ?
N2 N1 C1 C2 180.000(2) . . . . ?
O1 N1 C1 C2 0.000(2) . . . . ?
N5 N6 C3 N7 0.000(1) . . . . ?
N5 N6 C3 N8 180.000(1) . . . . ?
C2 N7 C3 N6 0.000(1) . . . . ?
C2 N7 C3 N8 180.000(1) . . . . ?
O4 N8 C3 N6 180.000(1) . . . . ?
O3 N8 C3 N6 0.000(1) . . . . ?
O4 N8 C3 N7 0.000(2) . . . . ?
O3 N8 C3 N7 180.000(1) . . . . ?
C3 N7 C2 N5 0.000(1) . . . . ?
C3 N7 C2 C1 180.000(1) . . . . ?
N6 N5 C2 N7 0.000(1) . . . . ?
O2 N5 C2 N7 180.000(1) . . . . ?
N6 N5 C2 C1 180.000(1) . . . . ?
O2 N5 C2 C1 0.000(2) . . . . ?
N4 C1 C2 N7 180.000(2) . . . . ?
N1 C1 C2 N7 0.000(2) . . . . ?
N4 C1 C2 N5 0.000(2) . . . . ?
N1 C1 C2 N5 180.000(2) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
O7 H7A N3 0.86(5) 1.99(5) 2.848(4) 178(4) 9_666




_refine_diff_density_max         0.268
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.056

_shelxl_version_number           ?


####################################################################### 
# 
# 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_qx105
_database_code_depnum_ccdc_archive 'CCDC 2144426'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2021-03-26
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
;
hydroxyl-dimethylhydrazonium 5-(1-hydroxytetrazol-5-yl)-3-nitro-triazol-1-oxide 
monohydrate
;
_chemical_name_common            
;
hydroxyl-dimethylhydrazonium 5-(1-hydroxytetrazol-5-yl)-3-nitro-triazol-1-oxide 
monohydrate
;
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H N8 O4, C3 H8 N O, H2 O'
_chemical_formula_sum            'C6 H11 N9 O6'
_chemical_formula_weight         305.24

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_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                   6.7012(5)
_cell_length_b                   7.5041(6)
_cell_length_c                   13.0554(9)
_cell_angle_alpha                104.374(7)
_cell_angle_beta                 102.328(6)
_cell_angle_gamma                98.117(7)
_cell_volume                     608.07(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1969
_cell_measurement_theta_min      2.8270
_cell_measurement_theta_max      29.9630

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.147
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93213
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            9231
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.863
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2497
_reflns_number_gt                1902
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_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)+(0.1298P)²+0.0378P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2497
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1986
_refine_ls_wR_factor_gt          0.1814
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.0977409000
_diffrn_orient_matrix_UB_12      0.0632462000
_diffrn_orient_matrix_UB_13      0.0155220000
_diffrn_orient_matrix_UB_21      0.0509413000
_diffrn_orient_matrix_UB_22      -0.0770648000
_diffrn_orient_matrix_UB_23      -0.0082750000
_diffrn_orient_matrix_UB_31      -0.0103100000
_diffrn_orient_matrix_UB_32      -0.0008518000
_diffrn_orient_matrix_UB_33      -0.0553422000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00   6.00   1.00   22.00    --  -19.24 -77.00  90.00   39
  2  ω    -39.00   6.00   1.00   22.00    --  -19.24 -77.00  30.00   45
  3  ω    -73.00  -2.00   1.00   22.00    --  -19.24 126.00 -24.40   71
  4  ω     -6.00  92.00   1.00   22.00    --   20.18  23.00  54.00   98
  5  ω     -7.00  36.00   1.00   22.00    --   20.18  77.00 -30.00   43
  6  ω    -49.00  23.00   1.00   22.00    --   20.18 -38.00  90.00   72
  7  ω     -7.00  33.00   1.00   22.00    --   20.18  77.00-150.00   40
  8  ω      1.00  89.00   1.00   22.00    --   20.18  38.00 -90.00   88
  9  ω      8.00  59.00   1.00   22.00    --   20.18 -99.00 -30.00   51
 10  ω     -6.00  59.00   1.00   22.00    --   20.18 -99.00-150.00   65
 11  ω    -49.00  89.00   1.00   22.00    --   20.18   0.00-150.00  138
;



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'


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
O5 O 0.9756(3) 0.3813(3) 0.84736(17) 0.0296(5) Uani 1 1 d . . . . .
O1 O 0.3376(3) 0.8176(3) 0.58106(15) 0.0250(5) Uani 1 1 d . . . . .
O9 O 0.9393(3) 0.3104(3) 0.64204(16) 0.0250(5) Uani 1 1 d . . . . .
O2 O 0.4296(3) 0.1654(3) 0.63820(15) 0.0260(5) Uani 1 1 d . . . . .
O3 O -0.0630(3) 0.2820(3) 0.26269(16) 0.0284(5) Uani 1 1 d . . . . .
O4 O -0.0505(3) -0.0081(3) 0.25960(16) 0.0330(5) Uani 1 1 d . . . . .
N9 N 0.7744(4) 0.3507(3) 0.85496(18) 0.0252(6) Uani 1 1 d . . . . .
H9 H 0.679995 0.391411 0.813727 0.030 Uiso 1 1 calc R U . . .
N1 N 0.4335(4) 0.7481(3) 0.65655(17) 0.0194(5) Uani 1 1 d . . . . .
N7 N 0.2007(4) 0.4106(3) 0.46576(18) 0.0198(5) Uani 1 1 d . . . . .
N5 N 0.3241(4) 0.2259(3) 0.55913(17) 0.0197(5) Uani 1 1 d . . . . .
N4 N 0.5479(4) 0.5641(3) 0.74871(18) 0.0232(5) Uani 1 1 d . . . . .
N6 N 0.2047(4) 0.1067(3) 0.46412(18) 0.0216(5) Uani 1 1 d . . . . .
N2 N 0.5518(4) 0.8584(3) 0.75439(18) 0.0236(6) Uani 1 1 d . . . . .
N8 N -0.0037(4) 0.1617(3) 0.30362(18) 0.0231(5) Uani 1 1 d . . . . .
N3 N 0.6201(4) 0.7450(3) 0.80946(19) 0.0262(6) Uani 1 1 d . . . . .
C4 C 0.7198(5) 0.2636(4) 0.9211(2) 0.0282(7) Uani 1 1 d . . . . .
C3 C 0.1363(4) 0.2280(4) 0.4129(2) 0.0187(6) Uani 1 1 d . . . . .
C2 C 0.3215(4) 0.4066(4) 0.5611(2) 0.0182(6) Uani 1 1 d . . . . .
C1 C 0.4310(4) 0.5664(3) 0.6535(2) 0.0188(6) Uani 1 1 d . . . . .
C5 C 0.8687(6) 0.1802(4) 0.9850(2) 0.0379(8) Uani 1 1 d . . . . .
H53 H 0.996846 0.186569 0.960158 0.057 Uiso 1 1 calc R U . . .
H51 H 0.806669 0.048575 0.974717 0.057 Uiso 1 1 calc R U . . .
H52 H 0.901676 0.249801 1.062767 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5009(5) 0.2472(4) 0.9286(3) 0.0370(8) Uani 1 1 d . . . . .
H61 H 0.428569 0.317057 0.883418 0.056 Uiso 1 1 calc R U . . .
H63 H 0.498825 0.299075 1.004912 0.056 Uiso 1 1 calc R U . . .
H62 H 0.430448 0.114499 0.902274 0.056 Uiso 1 1 calc R U . . .
H91 H 0.887(7) 0.200(6) 0.612(3) 0.052(12) Uiso 1 1 d . . . . .
H92 H 0.891(9) 0.392(8) 0.600(4) 0.099(17) Uiso 1 1 d . . . . .
H5 H 0.972(6) 0.362(6) 0.773(4) 0.064(13) Uiso 1 1 d . . . . .
H1 H 0.377(9) 0.999(8) 0.615(5) 0.12(2) Uiso 1 1 d . . . . .


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
O5 N9 1.364(3) . ?
O1 N1 1.317(3) . ?
O2 N5 1.335(3) . ?
O3 N8 1.228(3) . ?
O4 N8 1.224(3) . ?
N9 C4 1.286(4) . ?
N1 N2 1.343(3) . ?
N1 C1 1.352(3) . ?
N7 C3 1.333(3) . ?
N7 C2 1.342(3) . ?
N5 N6 1.342(3) . ?
N5 C2 1.353(3) . ?
N4 C1 1.325(3) . ?
N4 N3 1.350(3) . ?
N6 C3 1.332(3) . ?
N2 N3 1.313(3) . ?
N8 C3 1.452(3) . ?
C4 C5 1.471(4) . ?
C4 C6 1.481(5) . ?
C2 C1 1.445(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
C4 N9 O5 121.4(2) . . ?
O1 N1 N2 122.2(2) . . ?
O1 N1 C1 129.0(2) . . ?
N2 N1 C1 108.8(2) . . ?
C3 N7 C2 101.6(2) . . ?
O2 N5 N6 122.0(2) . . ?
O2 N5 C2 126.8(2) . . ?
N6 N5 C2 111.2(2) . . ?
C1 N4 N3 106.8(2) . . ?
C3 N6 N5 100.4(2) . . ?
N3 N2 N1 106.3(2) . . ?
O4 N8 O3 125.6(2) . . ?
O4 N8 C3 117.6(2) . . ?
O3 N8 C3 116.8(2) . . ?
N2 N3 N4 110.5(2) . . ?
N9 C4 C5 121.0(3) . . ?
N9 C4 C6 117.5(3) . . ?
C5 C4 C6 121.4(3) . . ?
N6 C3 N7 117.6(2) . . ?
N6 C3 N8 120.6(2) . . ?
N7 C3 N8 121.8(2) . . ?
N7 C2 N5 109.2(2) . . ?
N7 C2 C1 126.8(2) . . ?
N5 C2 C1 124.0(2) . . ?
N4 C1 N1 107.7(2) . . ?
N4 C1 C2 127.4(2) . . ?
N1 C1 C2 125.0(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
? ? ? ? ? ? ? ? ? ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.623
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.107

_shelxl_version_number           ?


####################################################################### 
# 
# 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_px395
_database_code_depnum_ccdc_archive 'CCDC 2144429'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-03
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'triaminoguanidinium 5-(1-hydroxy-tetrazolyl)-3-nitrotriazol-1-oxide'
_chemical_name_common            
'triaminoguanidinium 5-(1-hydroxy-tetrazolyl)-3-nitrotriazol-1-oxide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H N8 O4, C H9 N6'
_chemical_formula_sum            'C4 H10 N14 O4'
_chemical_formula_weight         318.26

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_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                   7.5556(8)
_cell_length_b                   8.1499(8)
_cell_length_c                   11.4798(12)
_cell_angle_alpha                102.425(8)
_cell_angle_beta                 100.781(9)
_cell_angle_gamma                112.073(9)
_cell_volume                     611.07(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    102(2)
_cell_measurement_reflns_used    1743
_cell_measurement_theta_min      1.9360
_cell_measurement_theta_max      29.2670

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.984
_exptl_crystal_size_mid          0.396
_exptl_crystal_size_min          0.246
_exptl_absorpt_coefficient_mu    0.149
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70536
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_F_000             328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      102(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            4703
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.902
_diffrn_reflns_theta_max         26.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2499
_reflns_number_gt                2121
_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       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_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)+(0.0432P)²+0.2400P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2499
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.0804054000
_diffrn_orient_matrix_UB_12      -0.0204118000
_diffrn_orient_matrix_UB_13      -0.0098550000
_diffrn_orient_matrix_UB_21      0.0068830000
_diffrn_orient_matrix_UB_22      0.0455228000
_diffrn_orient_matrix_UB_23      -0.0462682000
_diffrn_orient_matrix_UB_31      0.0688157000
_diffrn_orient_matrix_UB_32      0.0853987000
_diffrn_orient_matrix_UB_33      0.0463634000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00   6.00   1.00    4.00    --  -15.43 -77.00-180.00   41
  2  ω    -87.00 -61.00   1.00    4.00    --  -15.43-178.00  60.00   26
  3  ω      9.00  75.00   1.00    4.00    --   16.37  57.00 -90.00   66
  4  ω    -52.00  35.00   1.00    4.00    --   16.37 -38.00 -30.00   87
  5  ω     42.00  85.00   1.00    4.00    --   16.37  38.00 150.00   43
  6  ω    -19.00  54.00   1.00    4.00    --   16.37 -99.00  90.00   73
  7  ω      5.00  31.00   1.00    4.00    --   16.37  77.00 -30.00   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'


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
O2 O 0.61710(15) 0.49498(14) 0.62267(10) 0.0214(3) Uani 1 1 d . . . . .
O3 O 0.01486(17) -0.16063(15) 0.64127(11) 0.0279(3) Uani 1 1 d . . . . .
O4 O 0.15628(18) 0.08142(17) 0.80947(10) 0.0296(3) Uani 1 1 d . . . . .
O1 O 0.77217(16) 0.44264(16) 0.45106(11) 0.0282(3) Uani 1 1 d . . . . .
N5 N 0.47871(18) 0.32566(17) 0.60590(11) 0.0173(3) Uani 1 1 d . . . . .
N1 N 0.61669(19) 0.28741(18) 0.36922(12) 0.0205(3) Uani 1 1 d . . . . .
N6 N 0.39358(18) 0.28511(17) 0.69534(12) 0.0199(3) Uani 1 1 d . . . . .
N7 N 0.26066(18) 0.02962(17) 0.52097(12) 0.0193(3) Uani 1 1 d . . . . .
N8 N 0.13546(19) 0.00064(18) 0.69995(12) 0.0218(3) Uani 1 1 d . . . . .
N11 N 1.0893(2) 0.44190(18) 0.81575(12) 0.0226(3) Uani 1 1 d . . . . .
N9 N 0.9292(2) 0.62919(18) 0.85613(13) 0.0227(3) Uani 1 1 d . . . . .
N12 N 0.9433(2) 0.3460(2) 0.69857(13) 0.0247(3) Uani 1 1 d . . . . .
N2 N 0.6130(2) 0.23359(19) 0.24988(13) 0.0259(3) Uani 1 1 d . . . . .
N10 N 0.9363(2) 0.7933(2) 0.93377(13) 0.0269(3) Uani 1 1 d . . . . .
N13 N 1.2310(2) 0.6971(2) 0.99314(13) 0.0260(3) Uani 1 1 d . . . . .
N4 N 0.3444(2) 0.03470(18) 0.27810(12) 0.0254(3) Uani 1 1 d . . . . .
N3 N 0.4473(2) 0.0795(2) 0.19565(13) 0.0281(3) Uani 1 1 d . . . . .
N14 N 1.4006(3) 0.6605(3) 1.01621(15) 0.0357(4) Uani 1 1 d . . . . .
C2 C 0.4000(2) 0.1736(2) 0.50270(13) 0.0174(3) Uani 1 1 d . . . . .
C1 C 0.4536(2) 0.1672(2) 0.38686(14) 0.0185(3) Uani 1 1 d . . . . .
C4 C 1.0849(2) 0.5913(2) 0.88709(14) 0.0193(3) Uani 1 1 d . . . . .
C3 C 0.2647(2) 0.1057(2) 0.63724(14) 0.0183(3) Uani 1 1 d . . . . .
H14A H 1.503(4) 0.752(3) 1.013(2) 0.054(7) Uiso 1 1 d . . . . .
H12A H 1.001(3) 0.363(3) 0.637(2) 0.034(5) Uiso 1 1 d . . . . .
H11 H 1.205(3) 0.436(3) 0.8313(19) 0.036(6) Uiso 1 1 d . . . . .
H10A H 0.937(3) 0.874(3) 0.8864(19) 0.037(5) Uiso 1 1 d . . . . .
H10B H 0.825(3) 0.762(3) 0.9599(19) 0.037(6) Uiso 1 1 d . . . . .
H12B H 0.887(3) 0.228(3) 0.6928(18) 0.032(5) Uiso 1 1 d . . . . .
H9 H 0.840(3) 0.568(3) 0.776(2) 0.042(6) Uiso 1 1 d . . . . .
H14B H 1.424(3) 0.648(3) 1.091(2) 0.045(6) Uiso 1 1 d . . . . .
H13 H 1.230(3) 0.801(3) 1.033(2) 0.040(6) Uiso 1 1 d . . . . .
H1 H 0.719(4) 0.476(4) 0.527(3) 0.075(8) Uiso 1 1 d . . . . .


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
O2 N5 1.3269(16) . ?
O2 H1 1.47(3) . ?
O3 N8 1.2251(17) . ?
O4 N8 1.2373(17) . ?
O1 N1 1.3498(16) . ?
O1 H1 1.05(3) . ?
N5 N6 1.3456(18) . ?
N5 C2 1.3576(18) . ?
N1 N2 1.3372(18) . ?
N1 C1 1.338(2) . ?
N6 C3 1.3408(19) . ?
N7 C3 1.3346(19) . ?
N7 C2 1.3380(19) . ?
N8 C3 1.451(2) . ?
N11 C4 1.329(2) . ?
N11 N12 1.4079(19) . ?
N11 H11 0.88(2) . ?
N9 C4 1.330(2) . ?
N9 N10 1.4149(18) . ?
N9 H9 0.93(2) . ?
N12 H12A 0.90(2) . ?
N12 H12B 0.87(2) . ?
N2 N3 1.313(2) . ?
N10 H10A 0.94(2) . ?
N10 H10B 0.91(2) . ?
N13 C4 1.332(2) . ?
N13 N14 1.412(2) . ?
N13 H13 0.88(2) . ?
N4 C1 1.331(2) . ?
N4 N3 1.3582(19) . ?
N14 H14A 0.86(3) . ?
N14 H14B 0.88(2) . ?
C2 C1 1.457(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
N5 O2 H1 106.7(10) . . ?
N1 O1 H1 104.1(14) . . ?
O2 N5 N6 121.63(11) . . ?
O2 N5 C2 127.96(12) . . ?
N6 N5 C2 110.40(12) . . ?
N2 N1 C1 109.97(12) . . ?
N2 N1 O1 119.92(12) . . ?
C1 N1 O1 130.11(13) . . ?
C3 N6 N5 100.62(12) . . ?
C3 N7 C2 101.28(12) . . ?
O3 N8 O4 124.91(13) . . ?
O3 N8 C3 117.98(13) . . ?
O4 N8 C3 117.11(12) . . ?
C4 N11 N12 117.74(14) . . ?
C4 N11 H11 116.0(13) . . ?
N12 N11 H11 122.0(13) . . ?
C4 N9 N10 117.23(13) . . ?
C4 N9 H9 118.9(13) . . ?
N10 N9 H9 121.7(13) . . ?
N11 N12 H12A 109.5(13) . . ?
N11 N12 H12B 107.8(13) . . ?
H12A N12 H12B 111.6(18) . . ?
N3 N2 N1 105.40(13) . . ?
N9 N10 H10A 108.3(12) . . ?
N9 N10 H10B 108.3(13) . . ?
H10A N10 H10B 109.7(18) . . ?
C4 N13 N14 117.57(14) . . ?
C4 N13 H13 116.9(14) . . ?
N14 N13 H13 123.4(14) . . ?
C1 N4 N3 105.67(13) . . ?
N2 N3 N4 111.11(13) . . ?
N13 N14 H14A 109.7(16) . . ?
N13 N14 H14B 108.9(15) . . ?
H14A N14 H14B 110(2) . . ?
N7 C2 N5 110.16(13) . . ?
N7 C2 C1 124.25(13) . . ?
N5 C2 C1 125.57(13) . . ?
N4 C1 N1 107.85(13) . . ?
N4 C1 C2 124.46(13) . . ?
N1 C1 C2 127.68(13) . . ?
N11 C4 N9 119.97(14) . . ?
N11 C4 N13 119.93(15) . . ?
N9 C4 N13 120.00(14) . . ?
N7 C3 N6 117.54(14) . . ?
N7 C3 N8 122.02(13) . . ?
N6 C3 N8 120.44(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N5 N6 C3 178.71(12) . . . . ?
C2 N5 N6 C3 -0.30(15) . . . . ?
C1 N1 N2 N3 -0.38(18) . . . . ?
O1 N1 N2 N3 179.11(13) . . . . ?
N1 N2 N3 N4 0.46(18) . . . . ?
C1 N4 N3 N2 -0.37(18) . . . . ?
C3 N7 C2 N5 -0.22(16) . . . . ?
C3 N7 C2 C1 -178.61(14) . . . . ?
O2 N5 C2 N7 -178.58(13) . . . . ?
N6 N5 C2 N7 0.35(17) . . . . ?
O2 N5 C2 C1 -0.2(2) . . . . ?
N6 N5 C2 C1 178.72(14) . . . . ?
N3 N4 C1 N1 0.12(17) . . . . ?
N3 N4 C1 C2 -179.39(14) . . . . ?
N2 N1 C1 N4 0.16(18) . . . . ?
O1 N1 C1 N4 -179.26(14) . . . . ?
N2 N1 C1 C2 179.65(14) . . . . ?
O1 N1 C1 C2 0.2(3) . . . . ?
N7 C2 C1 N4 15.3(2) . . . . ?
N5 C2 C1 N4 -162.84(15) . . . . ?
N7 C2 C1 N1 -164.11(15) . . . . ?
N5 C2 C1 N1 17.7(3) . . . . ?
N12 N11 C4 N9 10.3(2) . . . . ?
N12 N11 C4 N13 -173.45(14) . . . . ?
N10 N9 C4 N11 -178.10(14) . . . . ?
N10 N9 C4 N13 5.6(2) . . . . ?
N14 N13 C4 N11 9.0(2) . . . . ?
N14 N13 C4 N9 -174.71(15) . . . . ?
C2 N7 C3 N6 0.02(18) . . . . ?
C2 N7 C3 N8 179.92(13) . . . . ?
N5 N6 C3 N7 0.18(17) . . . . ?
N5 N6 C3 N8 -179.72(13) . . . . ?
O3 N8 C3 N7 -2.7(2) . . . . ?
O4 N8 C3 N7 177.10(14) . . . . ?
O3 N8 C3 N6 177.21(13) . . . . ?
O4 N8 C3 N6 -3.0(2) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
N14 H14A O4 0.86(3) 2.62(2) 3.167(2) 122(2) 2_767




_refine_diff_density_max         0.241
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.049

_shelxl_version_number           ?


####################################################################### 
# 
# 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_yv718
_database_code_depnum_ccdc_archive 'CCDC 2144432'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-14
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        'dihydrazinium 5,5-bistetrazolyl-1,1-dioxide'
_chemical_name_common            'dihydrazinium 5,5-bistetrazolyl-1,1-dioxide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 N8 O4, 2(H5 N2)'
_chemical_formula_sum            'C3 H10 N12 O4'
_chemical_formula_weight         278.23

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_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                   3.6755(4)
_cell_length_b                   8.0751(9)
_cell_length_c                   17.8693(18)
_cell_angle_alpha                87.041(4)
_cell_angle_beta                 88.105(4)
_cell_angle_gamma                85.965(4)
_cell_volume                     528.11(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2187
_cell_measurement_theta_min      2.7254
_cell_measurement_theta_max      25.4114

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.154
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.8833
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_F_000             288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            5647
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.325
_diffrn_reflns_theta_max         25.411
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             1893
_reflns_number_gt                1449
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_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)+(0.0284P)²+0.6191P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1893
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1107
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


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
O2 O 0.6211(6) 0.3693(2) 0.76908(11) 0.0287(5) Uani 1 1 d . . . . .
O3 O 1.2409(6) 0.6059(3) 0.53857(11) 0.0331(5) Uani 1 1 d . . . . .
O1 O 0.3424(6) 1.0083(2) 0.78819(11) 0.0340(6) Uani 1 1 d . . . . .
O4 O 1.0034(7) 0.8564(3) 0.55138(12) 0.0426(7) Uani 1 1 d . . . . .
N5 N 0.6863(6) 0.5030(3) 0.72869(12) 0.0193(5) Uani 1 1 d . . . . .
N11 N 0.8840(7) 0.7401(3) 0.11695(14) 0.0224(6) Uani 1 1 d . . . . .
N9 N 0.8019(7) 0.1240(3) 0.66835(14) 0.0219(6) Uani 1 1 d . . . . .
N6 N 0.8765(6) 0.4963(3) 0.66301(12) 0.0215(5) Uani 1 1 d . . . . .
N7 N 0.6941(6) 0.7647(3) 0.68609(12) 0.0200(5) Uani 1 1 d . . . . .
N8 N 1.0488(6) 0.7099(3) 0.57224(12) 0.0237(6) Uani 1 1 d . . . . .
N10 N 0.5453(7) 0.1673(4) 0.61005(14) 0.0266(6) Uani 1 1 d . . . . .
N1 N 0.2827(6) 0.8697(3) 0.82651(12) 0.0224(5) Uani 1 1 d . . . . .
N4 N 0.2505(6) 0.6112(3) 0.86503(12) 0.0241(6) Uani 1 1 d . . . . .
N3 N 0.0910(7) 0.7108(3) 0.91609(13) 0.0277(6) Uani 1 1 d . . . . .
N12 N 0.6288(7) 0.7865(4) 0.05838(14) 0.0271(6) Uani 1 1 d . . . . .
N2 N 0.1083(7) 0.8683(3) 0.89387(13) 0.0280(6) Uani 1 1 d . . . . .
C3 C 0.8687(7) 0.6565(3) 0.64118(14) 0.0178(6) Uani 1 1 d . . . . .
C2 C 0.5771(7) 0.6631(3) 0.74255(14) 0.0178(6) Uani 1 1 d . . . . .
C1 C 0.3726(7) 0.7118(3) 0.80923(14) 0.0188(6) Uani 1 1 d . . . . .
H10A H 0.619(10) 0.111(4) 0.572(2) 0.045(11) Uiso 1 1 d . . . . .
H11A H 0.844(8) 0.639(4) 0.1326(17) 0.031(9) Uiso 1 1 d . . . . .
H9A H 0.776(7) 0.024(4) 0.6853(15) 0.017(8) Uiso 1 1 d . . . . .
H11B H 1.135(10) 0.747(4) 0.0972(19) 0.045(10) Uiso 1 1 d . . . . .
H10B H 0.576(9) 0.264(5) 0.5967(18) 0.036(10) Uiso 1 1 d . . . . .
H9B H 1.055(10) 0.132(4) 0.6507(19) 0.049(10) Uiso 1 1 d . . . . .
H9C H 0.746(9) 0.195(4) 0.7073(19) 0.040(10) Uiso 1 1 d . . . . .
H11C H 0.833(10) 0.814(5) 0.156(2) 0.051(11) Uiso 1 1 d . . . . .
H12A H 0.669(9) 0.893(5) 0.0491(18) 0.038(10) Uiso 1 1 d . . . . .
H12B H 0.698(11) 0.724(5) 0.018(2) 0.061(12) Uiso 1 1 d . . . . .


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
O2 N5 1.299(3) . ?
O3 N8 1.227(3) . ?
O1 N1 1.309(3) . ?
O4 N8 1.223(3) . ?
N5 N6 1.348(3) . ?
N5 C2 1.359(3) . ?
N11 N12 1.446(3) . ?
N11 H11A 0.87(3) . ?
N11 H11B 0.98(4) . ?
N11 H11C 0.95(4) . ?
N9 N10 1.442(3) . ?
N9 H9A 0.85(3) . ?
N9 H9B 0.98(4) . ?
N9 H9C 0.93(4) . ?
N6 C3 1.330(3) . ?
N7 C3 1.333(3) . ?
N7 C2 1.346(3) . ?
N8 C3 1.440(3) . ?
N10 H10A 0.86(4) . ?
N10 H10B 0.82(4) . ?
N1 C1 1.343(3) . ?
N1 N2 1.345(3) . ?
N4 C1 1.340(3) . ?
N4 N3 1.341(3) . ?
N3 N2 1.318(3) . ?
N12 H12A 0.89(4) . ?
N12 H12B 0.92(4) . ?
C2 C1 1.445(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
O2 N5 N6 121.7(2) . . ?
O2 N5 C2 128.1(2) . . ?
N6 N5 C2 110.3(2) . . ?
N12 N11 H11A 107(2) . . ?
N12 N11 H11B 110.0(19) . . ?
H11A N11 H11B 111(3) . . ?
N12 N11 H11C 107(2) . . ?
H11A N11 H11C 110(3) . . ?
H11B N11 H11C 111(3) . . ?
N10 N9 H9A 109.5(19) . . ?
N10 N9 H9B 112(2) . . ?
H9A N9 H9B 108(3) . . ?
N10 N9 H9C 108(2) . . ?
H9A N9 H9C 108(3) . . ?
H9B N9 H9C 111(3) . . ?
C3 N6 N5 101.1(2) . . ?
C3 N7 C2 101.5(2) . . ?
O4 N8 O3 124.2(2) . . ?
O4 N8 C3 117.9(2) . . ?
O3 N8 C3 117.9(2) . . ?
N9 N10 H10A 106(2) . . ?
N9 N10 H10B 106(2) . . ?
H10A N10 H10B 105(3) . . ?
O1 N1 C1 129.5(2) . . ?
O1 N1 N2 122.1(2) . . ?
C1 N1 N2 108.4(2) . . ?
C1 N4 N3 106.1(2) . . ?
N2 N3 N4 110.8(2) . . ?
N11 N12 H12A 101(2) . . ?
N11 N12 H12B 107(2) . . ?
H12A N12 H12B 111(3) . . ?
N3 N2 N1 106.4(2) . . ?
N6 C3 N7 117.5(2) . . ?
N6 C3 N8 120.8(2) . . ?
N7 C3 N8 121.7(2) . . ?
N7 C2 N5 109.6(2) . . ?
N7 C2 C1 126.7(2) . . ?
N5 C2 C1 123.7(2) . . ?
N4 C1 N1 108.3(2) . . ?
N4 C1 C2 127.0(2) . . ?
N1 C1 C2 124.7(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
O2 N5 N6 C3 178.6(2) . . . . ?
C2 N5 N6 C3 0.0(3) . . . . ?
C1 N4 N3 N2 0.3(3) . . . . ?
N4 N3 N2 N1 0.2(3) . . . . ?
O1 N1 N2 N3 179.3(2) . . . . ?
C1 N1 N2 N3 -0.7(3) . . . . ?
N5 N6 C3 N7 0.1(3) . . . . ?
N5 N6 C3 N8 179.0(2) . . . . ?
C2 N7 C3 N6 -0.1(3) . . . . ?
C2 N7 C3 N8 -179.0(2) . . . . ?
O4 N8 C3 N6 173.1(3) . . . . ?
O3 N8 C3 N6 -7.6(4) . . . . ?
O4 N8 C3 N7 -8.1(4) . . . . ?
O3 N8 C3 N7 171.2(3) . . . . ?
C3 N7 C2 N5 0.1(3) . . . . ?
C3 N7 C2 C1 179.0(3) . . . . ?
O2 N5 C2 N7 -178.5(2) . . . . ?
N6 N5 C2 N7 0.0(3) . . . . ?
O2 N5 C2 C1 2.5(4) . . . . ?
N6 N5 C2 C1 -179.0(2) . . . . ?
N3 N4 C1 N1 -0.7(3) . . . . ?
N3 N4 C1 C2 177.3(3) . . . . ?
O1 N1 C1 N4 -179.1(3) . . . . ?
N2 N1 C1 N4 0.9(3) . . . . ?
O1 N1 C1 C2 2.8(5) . . . . ?
N2 N1 C1 C2 -177.2(2) . . . . ?
N7 C2 C1 N4 178.9(3) . . . . ?
N5 C2 C1 N4 -2.4(4) . . . . ?
N7 C2 C1 N1 -3.4(4) . . . . ?
N5 C2 C1 N1 175.3(3) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.241
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.057

_shelxl_version_number           ?


####################################################################### 
# 
# 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_yv555
_database_code_depnum_ccdc_archive 'CCDC 2144430'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
;
di(hydroxylammonium) 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole 
monohydrate
;
_chemical_name_common            
;
di(hydroxylammonium) 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole 
monohydrate
;
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 N8 O4, 2(H4 N O), H2 O'
_chemical_formula_sum            'C3 H10 N10 O7'
_chemical_formula_weight         298.21

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'


_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.3751(11)
_cell_length_b                   15.0961(19)
_cell_length_c                   10.4402(14)
_cell_angle_alpha                90
_cell_angle_beta                 108.817(5)
_cell_angle_gamma                90
_cell_volume                     1100.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6441
_cell_measurement_theta_min      2.9179
_cell_measurement_theta_max      25.0146

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.169
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9413
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            17438
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.215
_diffrn_reflns_theta_max         25.051
_diffrn_reflns_theta_full        25.051
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1938
_reflns_number_gt                1634
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_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)+(0.0355P)²+0.7776P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1938
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


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
O2 O 0.6581(2) 0.34814(9) 0.35343(15) 0.0328(4) Uani 1 1 d . . . . .
O1 O 0.8015(2) 0.65672(9) 0.59629(14) 0.0350(4) Uani 1 1 d . . . . .
O5 O 0.3084(2) 0.79166(11) 0.37600(16) 0.0384(4) Uani 1 1 d . . . . .
O4 O 0.2837(3) 0.66738(10) 0.15735(16) 0.0452(4) Uani 1 1 d . . . . .
O7 O 0.2447(3) 0.36508(12) 0.94986(19) 0.0511(5) Uani 1 1 d . . . . .
O3 O 0.1930(3) 0.55107(11) 0.03425(16) 0.0494(5) Uani 1 1 d . . . . .
O6 O 0.2034(2) 0.25020(12) 0.69290(17) 0.0483(5) Uani 1 1 d . . . . .
N7 N 0.5483(2) 0.57262(10) 0.34856(16) 0.0243(4) Uani 1 1 d . . . . .
N5 N 0.5943(2) 0.42981(10) 0.33041(16) 0.0250(4) Uani 1 1 d . . . . .
N9 N 0.4679(3) 0.74154(13) 0.4532(2) 0.0304(4) Uani 1 1 d . . . . .
N1 N 0.8572(2) 0.57375(11) 0.61817(16) 0.0259(4) Uani 1 1 d . . . . .
N8 N 0.2949(3) 0.58855(11) 0.13470(17) 0.0318(4) Uani 1 1 d . . . . .
N6 N 0.4545(3) 0.45148(11) 0.21574(16) 0.0296(4) Uani 1 1 d . . . . .
N2 N 0.9945(3) 0.54999(13) 0.73163(18) 0.0361(5) Uani 1 1 d . . . . .
N10 N 0.0377(3) 0.24577(19) 0.5798(2) 0.0427(5) Uani 1 1 d . . . . .
N3 N 1.0168(3) 0.46479(13) 0.72192(19) 0.0393(5) Uani 1 1 d . . . . .
N4 N 0.8982(3) 0.43248(12) 0.60468(18) 0.0338(4) Uani 1 1 d . . . . .
C3 C 0.4368(3) 0.53706(13) 0.23414(19) 0.0254(4) Uani 1 1 d . . . . .
C1 C 0.7982(3) 0.50185(13) 0.54036(19) 0.0238(4) Uani 1 1 d . . . . .
C2 C 0.6501(3) 0.50214(12) 0.40984(19) 0.0223(4) Uani 1 1 d . . . . .
H7A H 0.183(5) 0.393(2) 0.870(4) 0.079(10) Uiso 1 1 d . . . . .
H7B H 0.279(5) 0.407(3) 1.006(4) 0.087(12) Uiso 1 1 d . . . . .
H9A H 0.568(4) 0.7832(19) 0.493(3) 0.059(8) Uiso 1 1 d . . . . .
H9B H 0.429(4) 0.7129(18) 0.518(3) 0.051(8) Uiso 1 1 d . . . . .
H9C H 0.493(4) 0.6986(19) 0.402(3) 0.049(8) Uiso 1 1 d . . . . .
H5 H 0.336(5) 0.807(2) 0.297(3) 0.080(10) Uiso 1 1 d . . . . .
H6 H 0.187(5) 0.214(2) 0.760(4) 0.092(12) Uiso 1 1 d . . . . .
H10A H 0.054(8) 0.210(4) 0.525(6) 0.16(2) Uiso 1 1 d . . . . .
H10B H -0.062(9) 0.225(4) 0.602(6) 0.18(3) Uiso 1 1 d . . . . .
H10C H 0.010(6) 0.293(3) 0.537(5) 0.124(18) Uiso 1 1 d . . . . .


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
O2 N5 1.314(2) . ?
O1 N1 1.315(2) . ?
O5 N9 1.412(2) . ?
O5 H5 0.94(4) . ?
O4 N8 1.221(2) . ?
O7 H7A 0.91(4) . ?
O7 H7B 0.85(4) . ?
O3 N8 1.215(2) . ?
O6 N10 1.400(3) . ?
O6 H6 0.93(4) . ?
N7 C3 1.326(2) . ?
N7 C2 1.340(2) . ?
N5 N6 1.344(2) . ?
N5 C2 1.352(2) . ?
N9 H9A 0.95(3) . ?
N9 H9B 0.92(3) . ?
N9 H9C 0.90(3) . ?
N1 N2 1.335(2) . ?
N1 C1 1.342(3) . ?
N8 C3 1.441(3) . ?
N6 C3 1.319(3) . ?
N2 N3 1.305(3) . ?
N10 H10A 0.82(6) . ?
N10 H10B 0.90(7) . ?
N10 H10C 0.84(5) . ?
N3 N4 1.345(3) . ?
N4 C1 1.331(3) . ?
C1 C2 1.446(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
N9 O5 H5 105(2) . . ?
H7A O7 H7B 104(3) . . ?
N10 O6 H6 109(2) . . ?
C3 N7 C2 101.41(16) . . ?
O2 N5 N6 121.20(16) . . ?
O2 N5 C2 128.68(17) . . ?
N6 N5 C2 110.12(16) . . ?
O5 N9 H9A 106.1(17) . . ?
O5 N9 H9B 105.8(17) . . ?
H9A N9 H9B 112(2) . . ?
O5 N9 H9C 109.8(16) . . ?
H9A N9 H9C 117(2) . . ?
H9B N9 H9C 106(2) . . ?
O1 N1 N2 121.00(16) . . ?
O1 N1 C1 130.04(16) . . ?
N2 N1 C1 108.96(16) . . ?
O3 N8 O4 124.02(18) . . ?
O3 N8 C3 118.28(17) . . ?
O4 N8 C3 117.69(16) . . ?
C3 N6 N5 101.08(15) . . ?
N3 N2 N1 105.93(17) . . ?
O6 N10 H10A 110(4) . . ?
O6 N10 H10B 112(4) . . ?
H10A N10 H10B 105(5) . . ?
O6 N10 H10C 114(3) . . ?
H10A N10 H10C 105(4) . . ?
H10B N10 H10C 111(5) . . ?
N2 N3 N4 111.52(17) . . ?
C1 N4 N3 105.39(17) . . ?
N6 C3 N7 117.79(18) . . ?
N6 C3 N8 120.43(17) . . ?
N7 C3 N8 121.74(17) . . ?
N4 C1 N1 108.20(17) . . ?
N4 C1 C2 127.24(18) . . ?
N1 C1 C2 124.56(17) . . ?
N7 C2 N5 109.61(17) . . ?
N7 C2 C1 126.09(17) . . ?
N5 C2 C1 124.30(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N5 N6 C3 -179.66(17) . . . . ?
C2 N5 N6 C3 0.5(2) . . . . ?
O1 N1 N2 N3 -179.56(17) . . . . ?
C1 N1 N2 N3 -0.2(2) . . . . ?
N1 N2 N3 N4 0.3(2) . . . . ?
N2 N3 N4 C1 -0.3(2) . . . . ?
N5 N6 C3 N7 -0.7(2) . . . . ?
N5 N6 C3 N8 -178.20(17) . . . . ?
C2 N7 C3 N6 0.6(2) . . . . ?
C2 N7 C3 N8 178.08(18) . . . . ?
O3 N8 C3 N6 -0.1(3) . . . . ?
O4 N8 C3 N6 179.44(19) . . . . ?
O3 N8 C3 N7 -177.48(19) . . . . ?
O4 N8 C3 N7 2.0(3) . . . . ?
N3 N4 C1 N1 0.2(2) . . . . ?
N3 N4 C1 C2 -179.49(19) . . . . ?
O1 N1 C1 N4 179.30(18) . . . . ?
N2 N1 C1 N4 0.0(2) . . . . ?
O1 N1 C1 C2 -1.0(3) . . . . ?
N2 N1 C1 C2 179.68(18) . . . . ?
C3 N7 C2 N5 -0.2(2) . . . . ?
C3 N7 C2 C1 179.45(19) . . . . ?
O2 N5 C2 N7 180.00(17) . . . . ?
N6 N5 C2 N7 -0.2(2) . . . . ?
O2 N5 C2 C1 0.3(3) . . . . ?
N6 N5 C2 C1 -179.86(17) . . . . ?
N4 C1 C2 N7 178.4(2) . . . . ?
N1 C1 C2 N7 -1.3(3) . . . . ?
N4 C1 C2 N5 -2.0(3) . . . . ?
N1 C1 C2 N5 178.39(18) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.299
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.046

_shelxl_version_number           ?


####################################################################### 
# 
# 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_yv570
_database_code_depnum_ccdc_archive 'CCDC 2144428'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'bisammonium 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole'
_chemical_name_common            
'bisammonium 5-(3-nitro-1-oxido-triazol-5-yl)-1-oxido-tetrazole'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 N8 O4, 2(H4 N)'
_chemical_formula_sum            'C3 H8 N10 O4'
_chemical_formula_weight         248.19

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_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                   4.32590(10)
_cell_length_b                   26.9849(8)
_cell_length_c                   7.9243(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.7700(10)
_cell_angle_gamma                90
_cell_volume                     914.22(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    106(2)
_cell_measurement_reflns_used    6667
_cell_measurement_theta_min      3.0074
_cell_measurement_theta_max      26.3318

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.160
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9462
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      106(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            15707
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.708
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1872
_reflns_number_gt                1664
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_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)+(0.0317P)²+0.4214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1872
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0781
_refine_ls_wR_factor_gt          0.0755
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_restrained_S_all      1.152
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


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 0.9762(2) 0.45194(4) 0.94041(13) 0.0161(2) Uani 1 1 d . . . . .
O2 O 0.7509(2) 0.27920(4) 0.64019(13) 0.0167(2) Uani 1 1 d . . . . .
O4 O 0.1361(2) 0.45694(4) 0.44105(14) 0.0201(3) Uani 1 1 d . . . . .
O3 O -0.0931(2) 0.38918(4) 0.34041(13) 0.0175(3) Uani 1 1 d . . . . .
N9 N 1.4227(3) 0.50353(5) 0.79223(18) 0.0149(3) Uani 1 1 d . . . . .
N1 N 1.0793(3) 0.40615(4) 0.95257(15) 0.0119(3) Uani 1 1 d . . . . .
N10 N 0.2955(3) 0.22569(5) 0.77232(19) 0.0175(3) Uani 1 1 d . . . . .
N5 N 0.6301(3) 0.32367(4) 0.62806(15) 0.0128(3) Uani 1 1 d . . . . .
N8 N 0.1158(3) 0.41132(5) 0.43199(15) 0.0137(3) Uani 1 1 d . . . . .
N7 N 0.5522(3) 0.40391(4) 0.66041(15) 0.0127(3) Uani 1 1 d . . . . .
N6 N 0.3833(3) 0.33452(5) 0.50855(15) 0.0139(3) Uani 1 1 d . . . . .
N2 N 1.3229(3) 0.39366(5) 1.07066(15) 0.0148(3) Uani 1 1 d . . . . .
N4 N 1.1647(3) 0.32738(5) 0.92172(16) 0.0155(3) Uani 1 1 d . . . . .
N3 N 1.3712(3) 0.34612(5) 1.05078(16) 0.0164(3) Uani 1 1 d . . . . .
C3 C 0.3533(3) 0.38297(5) 0.53554(18) 0.0120(3) Uani 1 1 d . . . . .
C1 C 0.9832(3) 0.36537(5) 0.86111(18) 0.0120(3) Uani 1 1 d . . . . .
C2 C 0.7278(3) 0.36500(5) 0.72004(18) 0.0121(3) Uani 1 1 d . . . . .
H10A H 0.444(5) 0.2391(7) 0.720(2) 0.028(5) Uiso 1 1 d . . . . .
H9A H 1.596(5) 0.4844(7) 0.822(2) 0.029(5) Uiso 1 1 d . . . . .
H9B H 1.362(5) 0.5008(7) 0.682(3) 0.026(5) Uiso 1 1 d . . . . .
H9C H 1.264(5) 0.4908(7) 0.845(3) 0.028(5) Uiso 1 1 d . . . . .
H9D H 1.455(5) 0.5337(9) 0.816(3) 0.034(6) Uiso 1 1 d . . . . .
H10B H 0.197(5) 0.2003(9) 0.715(3) 0.042(6) Uiso 1 1 d . . . . .
H10C H 0.146(6) 0.2502(9) 0.773(3) 0.049(6) Uiso 1 1 d . . . . .
H10D H 0.365(7) 0.2175(10) 0.879(4) 0.078(9) Uiso 1 1 d . . . . .


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 N1 1.3121(15) . ?
O2 N5 1.3066(15) . ?
O4 N8 1.2354(16) . ?
O3 N8 1.2248(15) . ?
N9 H9A 0.91(2) . ?
N9 H9B 0.88(2) . ?
N9 H9C 0.92(2) . ?
N9 H9D 0.84(2) . ?
N1 N2 1.3412(16) . ?
N1 C1 1.3480(18) . ?
N10 H10A 0.89(2) . ?
N10 H10B 0.89(2) . ?
N10 H10C 0.93(3) . ?
N10 H10D 0.88(3) . ?
N5 N6 1.3467(17) . ?
N5 C2 1.3639(18) . ?
N8 C3 1.4343(18) . ?
N7 C3 1.3339(18) . ?
N7 C2 1.3389(18) . ?
N6 C3 1.3342(19) . ?
N2 N3 1.3133(18) . ?
N4 C1 1.3354(18) . ?
N4 N3 1.3495(17) . ?
C1 C2 1.447(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
H9A N9 H9B 108.9(18) . . ?
H9A N9 H9C 108.1(17) . . ?
H9B N9 H9C 106.9(18) . . ?
H9A N9 H9D 112.8(19) . . ?
H9B N9 H9D 108.5(18) . . ?
H9C N9 H9D 111.5(18) . . ?
O1 N1 N2 120.65(11) . . ?
O1 N1 C1 130.98(12) . . ?
N2 N1 C1 108.37(11) . . ?
H10A N10 H10B 113.6(19) . . ?
H10A N10 H10C 105.4(18) . . ?
H10B N10 H10C 106(2) . . ?
H10A N10 H10D 112(2) . . ?
H10B N10 H10D 111(2) . . ?
H10C N10 H10D 108(2) . . ?
O2 N5 N6 121.12(11) . . ?
O2 N5 C2 128.60(12) . . ?
N6 N5 C2 110.22(11) . . ?
O3 N8 O4 124.05(12) . . ?
O3 N8 C3 118.57(12) . . ?
O4 N8 C3 117.38(12) . . ?
C3 N7 C2 101.34(12) . . ?
C3 N6 N5 100.75(11) . . ?
N3 N2 N1 106.51(11) . . ?
C1 N4 N3 105.66(12) . . ?
N2 N3 N4 110.97(11) . . ?
N7 C3 N6 117.80(13) . . ?
N7 C3 N8 121.55(13) . . ?
N6 C3 N8 120.65(12) . . ?
N4 C1 N1 108.49(12) . . ?
N4 C1 C2 127.62(13) . . ?
N1 C1 C2 123.88(13) . . ?
N7 C2 N5 109.86(12) . . ?
N7 C2 C1 126.33(13) . . ?
N5 C2 C1 123.80(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N5 N6 C3 -176.32(12) . . . . ?
C2 N5 N6 C3 1.19(14) . . . . ?
O1 N1 N2 N3 -179.66(11) . . . . ?
C1 N1 N2 N3 -0.25(15) . . . . ?
N1 N2 N3 N4 0.20(15) . . . . ?
C1 N4 N3 N2 -0.08(15) . . . . ?
C2 N7 C3 N6 -0.10(16) . . . . ?
C2 N7 C3 N8 -179.58(12) . . . . ?
N5 N6 C3 N7 -0.69(16) . . . . ?
N5 N6 C3 N8 178.80(12) . . . . ?
O3 N8 C3 N7 -167.31(12) . . . . ?
O4 N8 C3 N7 12.79(19) . . . . ?
O3 N8 C3 N6 13.22(19) . . . . ?
O4 N8 C3 N6 -166.68(13) . . . . ?
N3 N4 C1 N1 -0.08(15) . . . . ?
N3 N4 C1 C2 178.94(14) . . . . ?
O1 N1 C1 N4 179.53(13) . . . . ?
N2 N1 C1 N4 0.21(15) . . . . ?
O1 N1 C1 C2 0.5(2) . . . . ?
N2 N1 C1 C2 -178.86(13) . . . . ?
C3 N7 C2 N5 0.87(15) . . . . ?
C3 N7 C2 C1 -178.80(14) . . . . ?
O2 N5 C2 N7 175.90(12) . . . . ?
N6 N5 C2 N7 -1.38(16) . . . . ?
O2 N5 C2 C1 -4.4(2) . . . . ?
N6 N5 C2 C1 178.29(13) . . . . ?
N4 C1 C2 N7 -179.00(13) . . . . ?
N1 C1 C2 N7 -0.1(2) . . . . ?
N4 C1 C2 N5 1.4(2) . . . . ?
N1 C1 C2 N5 -179.74(13) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.248
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.048

_shelxl_version_number           ?


####################################################################### 
# 
# 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_px
_database_code_depnum_ccdc_archive 'CCDC 2144431'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'1,5-diaminotetrazolium 1-hydroxy-tetrazol-5-yl-tetrazol-1N-oxide monohydrate'
_chemical_name_common            
'1,5-diaminotetrazolium 1-hydroxy-tetrazol-5-yl-tetrazol-1N-oxide monohydrate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H N8 O4, C H5 N6, H2 O'
_chemical_formula_sum            'C4 H8 N14 O5'
_chemical_formula_weight         332.24

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'


_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.1349(8)
_cell_length_b                   12.6641(8)
_cell_length_c                   7.4104(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.650(2)
_cell_angle_gamma                90
_cell_volume                     1186.96(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7041
_cell_measurement_theta_min      3.2244
_cell_measurement_theta_max      27.1225

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.8930
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            17169
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.276
_diffrn_reflns_theta_max         25.444
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             2126
_reflns_number_gt                1841
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_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)+(0.0265P)²+1.9846P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2126
_refine_ls_number_parameters     240
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_restrained_S_all      1.203
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


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
O5 O 0.29193(18) 0.6438(2) 0.7508(4) 0.0381(6) Uani 1 1 d . . . . .
O1 O 0.52711(16) 0.6348(2) -0.1315(3) 0.0372(6) Uani 1 1 d D . . . .
O4 O 0.19671(17) 0.6003(2) 0.0629(3) 0.0384(6) Uani 1 1 d . . . . .
O2 O 0.59232(16) 0.62925(19) 0.5908(3) 0.0352(6) Uani 1 1 d . . . . .
O3 O 0.19858(17) 0.6293(2) 0.3516(3) 0.0391(6) Uani 1 1 d . . . . .
N5 N 0.50882(18) 0.62393(19) 0.4419(3) 0.0230(5) Uani 1 1 d . . . . .
N7 N 0.41074(18) 0.61642(19) 0.1517(3) 0.0231(5) Uani 1 1 d . . . . .
N1 N 0.60819(18) 0.6253(2) 0.0197(3) 0.0251(6) Uani 1 1 d . . . . .
N6 N 0.40988(18) 0.62432(19) 0.4567(3) 0.0244(6) Uani 1 1 d . . . . .
N8 N -0.07501(19) 0.6365(2) 0.6636(3) 0.0279(6) Uani 1 1 d . . . . .
N14 N 0.24238(19) 0.6167(2) 0.2272(3) 0.0281(6) Uani 1 1 d . . . . .
N4 N 0.70473(19) 0.6121(2) 0.3042(3) 0.0309(6) Uani 1 1 d . . . . .
N2 N 0.70796(19) 0.6229(2) 0.0113(4) 0.0330(6) Uani 1 1 d . . . . .
N3 N 0.76563(19) 0.6141(2) 0.1855(4) 0.0330(6) Uani 1 1 d . . . . .
N13 N -0.1686(2) 0.6087(3) 0.7035(4) 0.0317(6) Uani 1 1 d . . . . .
N12 N 0.0218(2) 0.4828(2) 0.7776(4) 0.0358(7) Uani 1 1 d . . . . .
N11 N 0.0843(2) 0.6368(2) 0.6584(4) 0.0333(7) Uani 1 1 d . . . . .
N9 N -0.0565(2) 0.7300(2) 0.5835(4) 0.0364(7) Uani 1 1 d . . . . .
N10 N 0.0395(2) 0.7291(2) 0.5819(4) 0.0414(7) Uani 1 1 d . . . . .
C2 C 0.5099(2) 0.6195(2) 0.2599(4) 0.0217(6) Uani 1 1 d . . . . .
C3 C 0.3562(2) 0.6196(2) 0.2783(4) 0.0234(6) Uani 1 1 d . . . . .
C1 C 0.6055(2) 0.6188(2) 0.1987(4) 0.0222(6) Uani 1 1 d . . . . .
C4 C 0.0129(2) 0.5782(3) 0.7078(4) 0.0262(7) Uani 1 1 d . . . . .
H1 H 0.561(3) 0.633(3) -0.238(4) 0.074(14) Uiso 1 1 d D . . . .
H5A H 0.324(3) 0.631(3) 0.849(6) 0.051(13) Uiso 1 1 d . . . . .
H5B H 0.334(3) 0.631(3) 0.666(6) 0.053(11) Uiso 1 1 d . . . . .
H12A H 0.073(3) 0.452(3) 0.796(5) 0.033(10) Uiso 1 1 d . . . . .
H12B H -0.028(3) 0.452(3) 0.792(5) 0.047(12) Uiso 1 1 d . . . . .
H11 H 0.148(3) 0.631(3) 0.685(5) 0.036(10) Uiso 1 1 d . . . . .
H13A H -0.223(3) 0.613(3) 0.591(5) 0.044(10) Uiso 1 1 d . . . . .
H13B H -0.175(3) 0.648(3) 0.779(5) 0.036(11) Uiso 1 1 d . . . . .


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
O5 H5A 0.75(4) . ?
O5 H5B 0.96(4) . ?
O1 N1 1.327(3) . ?
O1 H1 1.008(10) . ?
O4 N14 1.221(3) . ?
O2 N5 1.331(3) . ?
O3 N14 1.221(3) . ?
N5 N6 1.333(3) . ?
N5 C2 1.353(4) . ?
N7 C3 1.326(4) . ?
N7 C2 1.334(4) . ?
N1 N2 1.329(3) . ?
N1 C1 1.338(4) . ?
N6 C3 1.321(4) . ?
N8 C4 1.334(4) . ?
N8 N9 1.376(4) . ?
N8 N13 1.386(4) . ?
N14 C3 1.440(4) . ?
N4 C1 1.329(4) . ?
N4 N3 1.339(3) . ?
N2 N3 1.313(4) . ?
N13 H13A 0.94(4) . ?
N13 H13B 0.77(4) . ?
N12 C4 1.308(4) . ?
N12 H12A 0.76(4) . ?
N12 H12B 0.79(4) . ?
N11 C4 1.322(4) . ?
N11 N10 1.362(4) . ?
N11 H11 0.80(4) . ?
N9 N10 1.264(4) . ?
C2 C1 1.446(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
H5A O5 H5B 109(4) . . ?
N1 O1 H1 104(2) . . ?
O2 N5 N6 122.3(2) . . ?
O2 N5 C2 126.9(2) . . ?
N6 N5 C2 110.8(2) . . ?
C3 N7 C2 101.5(2) . . ?
O1 N1 N2 122.7(2) . . ?
O1 N1 C1 127.8(2) . . ?
N2 N1 C1 109.5(2) . . ?
C3 N6 N5 100.8(2) . . ?
C4 N8 N9 109.9(2) . . ?
C4 N8 N13 124.5(3) . . ?
N9 N8 N13 125.5(2) . . ?
O4 N14 O3 124.7(2) . . ?
O4 N14 C3 117.5(2) . . ?
O3 N14 C3 117.7(2) . . ?
C1 N4 N3 106.1(2) . . ?
N3 N2 N1 105.7(2) . . ?
N2 N3 N4 111.0(2) . . ?
N8 N13 H13A 108(2) . . ?
N8 N13 H13B 106(3) . . ?
H13A N13 H13B 114(4) . . ?
C4 N12 H12A 122(3) . . ?
C4 N12 H12B 121(3) . . ?
H12A N12 H12B 117(4) . . ?
C4 N11 N10 109.7(3) . . ?
C4 N11 H11 130(3) . . ?
N10 N11 H11 119(3) . . ?
N10 N9 N8 106.8(3) . . ?
N9 N10 N11 108.9(3) . . ?
N7 C2 N5 109.2(2) . . ?
N7 C2 C1 126.9(2) . . ?
N5 C2 C1 123.8(2) . . ?
N6 C3 N7 117.7(2) . . ?
N6 C3 N14 120.0(2) . . ?
N7 C3 N14 122.3(2) . . ?
N4 C1 N1 107.7(2) . . ?
N4 C1 C2 127.8(3) . . ?
N1 C1 C2 124.6(2) . . ?
N12 C4 N11 129.3(3) . . ?
N12 C4 N8 126.0(3) . . ?
N11 C4 N8 104.7(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
O2 N5 N6 C3 179.1(3) . . . . ?
C2 N5 N6 C3 0.2(3) . . . . ?
O1 N1 N2 N3 179.3(3) . . . . ?
C1 N1 N2 N3 0.4(3) . . . . ?
N1 N2 N3 N4 -0.7(3) . . . . ?
C1 N4 N3 N2 0.7(4) . . . . ?
C4 N8 N9 N10 -0.9(3) . . . . ?
N13 N8 N9 N10 175.5(3) . . . . ?
N8 N9 N10 N11 0.3(3) . . . . ?
C4 N11 N10 N9 0.5(4) . . . . ?
C3 N7 C2 N5 0.2(3) . . . . ?
C3 N7 C2 C1 -179.6(3) . . . . ?
O2 N5 C2 N7 -179.1(3) . . . . ?
N6 N5 C2 N7 -0.3(3) . . . . ?
O2 N5 C2 C1 0.7(5) . . . . ?
N6 N5 C2 C1 179.5(3) . . . . ?
N5 N6 C3 N7 -0.1(3) . . . . ?
N5 N6 C3 N14 179.1(3) . . . . ?
C2 N7 C3 N6 -0.1(3) . . . . ?
C2 N7 C3 N14 -179.2(3) . . . . ?
O4 N14 C3 N6 -171.8(3) . . . . ?
O3 N14 C3 N6 7.1(4) . . . . ?
O4 N14 C3 N7 7.3(4) . . . . ?
O3 N14 C3 N7 -173.8(3) . . . . ?
N3 N4 C1 N1 -0.4(3) . . . . ?
N3 N4 C1 C2 179.8(3) . . . . ?
O1 N1 C1 N4 -178.8(3) . . . . ?
N2 N1 C1 N4 0.0(3) . . . . ?
O1 N1 C1 C2 0.9(5) . . . . ?
N2 N1 C1 C2 179.8(3) . . . . ?
N7 C2 C1 N4 -173.3(3) . . . . ?
N5 C2 C1 N4 6.9(5) . . . . ?
N7 C2 C1 N1 6.9(5) . . . . ?
N5 C2 C1 N1 -172.8(3) . . . . ?
N10 N11 C4 N12 176.5(3) . . . . ?
N10 N11 C4 N8 -1.0(3) . . . . ?
N9 N8 C4 N12 -176.4(3) . . . . ?
N13 N8 C4 N12 7.1(5) . . . . ?
N9 N8 C4 N11 1.2(3) . . . . ?
N13 N8 C4 N11 -175.3(3) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.280
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.057

_shelxl_version_number           ?


####################################################################### 
# 
# 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_yv627
_database_code_depnum_ccdc_archive 'CCDC 2144425'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'bis(aminoguanidinium) 5-(3-nitro-1-oxidotriazol-5-yl)tetrazol-1-oxide'
_chemical_name_common            
'bis(aminoguanidinium) 5-(3-nitro-1-oxidotriazol-5-yl)tetrazol-1-oxide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 N8 O4, 2(C H7 N4)'
_chemical_formula_sum            'C5 H14 N16 O4'
_chemical_formula_weight         362.32


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'I 2/a'
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'


_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, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.245(2)
_cell_length_b                   6.7268(15)
_cell_length_c                   37.486(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.125(9)
_cell_angle_gamma                90
_cell_volume                     2835.0(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4735
_cell_measurement_theta_min      3.0764
_cell_measurement_theta_max      26.2273

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.144
_shelx_estimated_absorpt_T_min   0.994
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.8865
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            21495
_diffrn_reflns_av_unetI/netI     0.0626
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         3.077
_diffrn_reflns_theta_max         26.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2869
_reflns_number_gt                2110
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_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)+(0.0579P)²+8.4737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2869
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.1628
_refine_ls_wR_factor_gt          0.1496
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



_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
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.9676(2) 0.1845(4) 0.31695(6) 0.0315(6) Uani 1 1 d . . . . .
O2 O 0.7157(2) 0.3685(5) 0.43977(6) 0.0414(8) Uani 1 1 d . . . . .
O4 O 1.0658(2) 0.2589(4) 0.36543(7) 0.0386(7) Uani 1 1 d . . . . .
O1 O 0.5137(2) 0.3315(4) 0.31782(5) 0.0252(6) Uani 1 1 d . . . . .
N7 N 0.7567(2) 0.2340(4) 0.35156(7) 0.0215(6) Uani 1 1 d . . . . .
N6 N 0.8664(3) 0.3119(5) 0.40087(7) 0.0274(7) Uani 1 1 d . . . . .
N5 N 0.7510(3) 0.3162(5) 0.40846(7) 0.0272(7) Uani 1 1 d . . . . .
N1 N 0.4854(2) 0.2760(4) 0.35020(7) 0.0214(6) Uani 1 1 d . . . . .
N2 N 0.3731(3) 0.2440(5) 0.35936(7) 0.0269(7) Uani 1 1 d . . . . .
N3 N 0.3762(3) 0.1985(5) 0.39325(8) 0.0325(8) Uani 1 1 d . . . . .
N4 N 0.4889(3) 0.2006(5) 0.40616(7) 0.0306(7) Uani 1 1 d . . . . .
N8 N 0.9723(3) 0.2333(4) 0.34851(7) 0.0254(7) Uani 1 1 d . . . . .
C3 C 0.8634(3) 0.2605(5) 0.36678(8) 0.0209(7) Uani 1 1 d . . . . .
C1 C 0.5571(3) 0.2505(5) 0.37897(8) 0.0224(7) Uani 1 1 d . . . . .
C2 C 0.6852(3) 0.2683(5) 0.37887(8) 0.0217(7) Uani 1 1 d . . . . .
N16 N 0.6045(3) 0.2944(6) 0.50524(9) 0.0356(8) Uani 1 1 d . . . . .
N13 N 0.4492(3) 0.2438(5) 0.54224(7) 0.0288(7) Uani 1 1 d . . . . .
N14 N 0.3298(3) 0.1941(7) 0.54732(8) 0.0360(9) Uani 1 1 d . . . . .
N15 N 0.4233(3) 0.2038(5) 0.48159(8) 0.0299(8) Uani 1 1 d . . . . .
C5 C 0.4922(3) 0.2475(5) 0.50950(8) 0.0244(8) Uani 1 1 d . . . . .
N9 N 0.6906(3) -0.0395(4) 0.22060(7) 0.0223(6) Uani 1 1 d . . . . .
N10 N 0.8091(3) -0.0884(5) 0.21314(8) 0.0231(7) Uani 1 1 d . . . . .
N11 N 0.7482(3) 0.0519(5) 0.27754(8) 0.0230(7) Uani 1 1 d . . . . .
N12 N 0.5540(3) 0.0920(5) 0.25816(8) 0.0245(7) Uani 1 1 d . . . . .
C4 C 0.6632(3) 0.0363(5) 0.25203(8) 0.0198(7) Uani 1 1 d . . . . .
H16B H 0.635(3) 0.287(6) 0.4852(11) 0.030(11) Uiso 1 1 d . . . . .
H15B H 0.454(3) 0.208(5) 0.4618(10) 0.018(9) Uiso 1 1 d . . . . .
H15A H 0.352(4) 0.181(6) 0.4861(10) 0.025(10) Uiso 1 1 d . . . . .
H11A H 0.733(3) 0.105(6) 0.2961(11) 0.025(10) Uiso 1 1 d . . . . .
H10A H 0.814(4) -0.208(7) 0.2036(11) 0.040(12) Uiso 1 1 d . . . . .
H12A H 0.528(4) 0.147(7) 0.2784(12) 0.043(12) Uiso 1 1 d . . . . .
H11B H 0.821(4) 0.022(6) 0.2701(11) 0.038(12) Uiso 1 1 d . . . . .
H12B H 0.500(4) 0.101(7) 0.2426(12) 0.046(13) Uiso 1 1 d . . . . .
H14B H 0.301(4) 0.309(7) 0.5561(12) 0.044(13) Uiso 1 1 d . . . . .
H10B H 0.845(5) -0.007(8) 0.1979(14) 0.073(17) Uiso 1 1 d . . . . .
H9 H 0.633(4) -0.074(6) 0.2068(11) 0.043(12) Uiso 1 1 d . . . . .
H16A H 0.655(5) 0.324(8) 0.5258(15) 0.074(16) Uiso 1 1 d . . . . .
H13 H 0.502(4) 0.284(8) 0.5599(14) 0.069(16) Uiso 1 1 d . . . . .
H14A H 0.323(5) 0.075(9) 0.5598(15) 0.080(19) Uiso 1 1 d . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 N8 1.228(3) . ?
O2 N5 1.295(4) . ?
O4 N8 1.230(4) . ?
O1 N1 1.315(3) . ?
N7 C3 1.330(4) . ?
N7 C2 1.334(4) . ?
N6 C3 1.323(4) . ?
N6 N5 1.334(4) . ?
N5 C2 1.360(4) . ?
N1 N2 1.333(4) . ?
N1 C1 1.345(4) . ?
N2 N3 1.306(4) . ?
N3 N4 1.348(4) . ?
N4 C1 1.331(4) . ?
N8 C3 1.427(4) . ?
C1 C2 1.445(5) . ?
N16 C5 1.314(5) . ?
N16 H16B 0.83(4) . ?
N16 H16A 0.97(6) . ?
N13 C5 1.329(4) . ?
N13 N14 1.400(4) . ?
N13 H13 0.92(5) . ?
N14 H14B 0.91(5) . ?
N14 H14A 0.93(6) . ?
N15 C5 1.323(4) . ?
N15 H15B 0.83(4) . ?
N15 H15A 0.84(4) . ?
N9 C4 1.326(4) . ?
N9 N10 1.405(4) . ?
N9 H9 0.85(4) . ?
N10 H10A 0.88(5) . ?
N10 H10B 0.90(6) . ?
N11 C4 1.342(4) . ?
N11 H11A 0.80(4) . ?
N11 H11B 0.89(4) . ?
N12 C4 1.309(4) . ?
N12 H12A 0.90(5) . ?
N12 H12B 0.83(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
C3 N7 C2 101.5(3) . . ?
C3 N6 N5 101.8(3) . . ?
O2 N5 N6 121.1(3) . . ?
O2 N5 C2 129.2(3) . . ?
N6 N5 C2 109.7(3) . . ?
O1 N1 N2 122.1(3) . . ?
O1 N1 C1 128.6(3) . . ?
N2 N1 C1 109.2(3) . . ?
N3 N2 N1 106.3(3) . . ?
N2 N3 N4 110.7(3) . . ?
C1 N4 N3 106.3(3) . . ?
O3 N8 O4 123.7(3) . . ?
O3 N8 C3 118.4(3) . . ?
O4 N8 C3 117.9(3) . . ?
N6 C3 N7 117.0(3) . . ?
N6 C3 N8 119.4(3) . . ?
N7 C3 N8 123.5(3) . . ?
N4 C1 N1 107.5(3) . . ?
N4 C1 C2 127.8(3) . . ?
N1 C1 C2 124.7(3) . . ?
N7 C2 N5 109.9(3) . . ?
N7 C2 C1 127.1(3) . . ?
N5 C2 C1 122.9(3) . . ?
C5 N16 H16B 120(3) . . ?
C5 N16 H16A 120(3) . . ?
H16B N16 H16A 119(4) . . ?
C5 N13 N14 119.9(3) . . ?
C5 N13 H13 114(3) . . ?
N14 N13 H13 126(3) . . ?
N13 N14 H14B 102(3) . . ?
N13 N14 H14A 111(3) . . ?
H14B N14 H14A 121(4) . . ?
C5 N15 H15B 117(2) . . ?
C5 N15 H15A 115(3) . . ?
H15B N15 H15A 128(4) . . ?
N16 C5 N15 120.4(3) . . ?
N16 C5 N13 119.0(3) . . ?
N15 C5 N13 120.5(3) . . ?
C4 N9 N10 120.3(3) . . ?
C4 N9 H9 117(3) . . ?
N10 N9 H9 122(3) . . ?
N9 N10 H10A 111(3) . . ?
N9 N10 H10B 115(3) . . ?
H10A N10 H10B 105(4) . . ?
C4 N11 H11A 120(3) . . ?
C4 N11 H11B 114(3) . . ?
H11A N11 H11B 125(4) . . ?
C4 N12 H12A 126(3) . . ?
C4 N12 H12B 125(3) . . ?
H12A N12 H12B 108(4) . . ?
N12 C4 N9 120.1(3) . . ?
N12 C4 N11 120.6(3) . . ?
N9 C4 N11 119.3(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
C3 N6 N5 O2 -177.5(3) . . . . ?
C3 N6 N5 C2 -0.1(4) . . . . ?
O1 N1 N2 N3 -177.8(3) . . . . ?
C1 N1 N2 N3 -0.3(4) . . . . ?
N1 N2 N3 N4 0.0(4) . . . . ?
N2 N3 N4 C1 0.3(4) . . . . ?
N5 N6 C3 N7 0.9(4) . . . . ?
N5 N6 C3 N8 -178.1(3) . . . . ?
C2 N7 C3 N6 -1.2(4) . . . . ?
C2 N7 C3 N8 177.7(3) . . . . ?
O3 N8 C3 N6 179.5(3) . . . . ?
O4 N8 C3 N6 0.0(5) . . . . ?
O3 N8 C3 N7 0.7(5) . . . . ?
O4 N8 C3 N7 -178.8(3) . . . . ?
N3 N4 C1 N1 -0.5(4) . . . . ?
N3 N4 C1 C2 -178.3(3) . . . . ?
O1 N1 C1 N4 177.8(3) . . . . ?
N2 N1 C1 N4 0.5(4) . . . . ?
O1 N1 C1 C2 -4.3(6) . . . . ?
N2 N1 C1 C2 178.4(3) . . . . ?
C3 N7 C2 N5 1.0(4) . . . . ?
C3 N7 C2 C1 -176.3(3) . . . . ?
O2 N5 C2 N7 176.5(3) . . . . ?
N6 N5 C2 N7 -0.6(4) . . . . ?
O2 N5 C2 C1 -6.1(6) . . . . ?
N6 N5 C2 C1 176.9(3) . . . . ?
N4 C1 C2 N7 148.9(4) . . . . ?
N1 C1 C2 N7 -28.6(6) . . . . ?
N4 C1 C2 N5 -28.1(6) . . . . ?
N1 C1 C2 N5 154.4(3) . . . . ?
N14 N13 C5 N16 -179.9(4) . . . . ?
N14 N13 C5 N15 -0.2(6) . . . . ?
N10 N9 C4 N12 176.1(3) . . . . ?
N10 N9 C4 N11 -5.0(5) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
N16 H16B O2 0.83(4) 2.02(4) 2.820(4) 161(4) .




_refine_diff_density_max         0.386
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.072

_shelxl_version_number           ?


