# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_jx195
_database_code_depnum_ccdc_archive 'CCDC 1029053'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Tue Jun 24 22:01:43 2014'
;

_chemical_name_systematic        
'5,5-bis-2,3-diaminotriazolium di-5-nitrotetrazol-2-N-oxide'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis-2,3-diaminotriazolium di-5-nitrotetrazol-2-N-oxide'
_chemical_formula_moiety         'C4 H10 N10, 2(C N5 O3)'
_chemical_formula_sum            'C6 H10 N20 O6'
_chemical_formula_weight         458.34


_cell_length_a                   6.6569(6)
_cell_length_b                   8.3735(8)
_cell_length_c                   8.5943(8)
_cell_angle_alpha                88.177(8)
_cell_angle_beta                 68.659(9)
_cell_angle_gamma                69.429(8)
_cell_volume                     415.22(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1003
_cell_measurement_theta_min      4.9210
_cell_measurement_theta_max      30.9250
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             234
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            3195
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.93
_diffrn_reflns_theta_max         26.49
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.995

_reflns_number_total             1718
_reflns_number_gt                1381
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.1125705000
_diffrn_orient_matrix_UB_12      0.0610440000
_diffrn_orient_matrix_UB_13      0.0441885000
_diffrn_orient_matrix_UB_21      0.0465164000
_diffrn_orient_matrix_UB_22      0.0414336000
_diffrn_orient_matrix_UB_23      0.0409998000
_diffrn_orient_matrix_UB_31      0.0161680000
_diffrn_orient_matrix_UB_32      0.0533238000
_diffrn_orient_matrix_UB_33      -0.0656815000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.193
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.048

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0451P)²+0.0000P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1718
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0913
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
H11A H 0.064(4) 0.578(3) 0.757(3) 0.046(6) Uiso 1 1 d . . .
H7A H -0.022(3) 0.143(2) 0.634(2) 0.039(6) Uiso 1 1 d . . .
H11B H -0.082(4) 0.504(2) 0.705(2) 0.037(5) Uiso 1 1 d . . .
H7B H 0.092(3) 0.164(2) 0.453(3) 0.035(5) Uiso 1 1 d . . .
H8 H 0.512(3) 0.383(2) 0.672(2) 0.036(5) Uiso 1 1 d . . .
O3 O 0.39700(19) 0.43529(14) 0.29978(13) 0.0277(3) Uani 1 1 d . . .
N1 N 0.5513(2) 0.16189(17) 0.16572(16) 0.0244(3) Uani 1 1 d . . .
O2 O 0.9467(2) -0.11304(15) -0.20054(14) 0.0325(3) Uani 1 1 d . . .
N5 N 0.8002(2) -0.07255(17) -0.05569(17) 0.0254(3) Uani 1 1 d . . .
O1 O 0.7208(2) -0.17035(15) 0.03154(15) 0.0327(3) Uani 1 1 d . . .
N4 N 0.8143(2) 0.21144(18) -0.06262(17) 0.0285(3) Uani 1 1 d . . .
C1 C 0.7212(3) 0.1021(2) 0.01610(19) 0.0219(4) Uani 1 1 d . . .
N2 N 0.5435(2) 0.32166(16) 0.17453(16) 0.0219(3) Uani 1 1 d . . .
N3 N 0.6991(2) 0.35668(17) 0.04188(17) 0.0294(4) Uani 1 1 d . . .
N6 N 0.2430(2) 0.20560(15) 0.58421(15) 0.0195(3) Uani 1 1 d . . .
N7 N 0.0481(2) 0.20383(18) 0.5581(2) 0.0241(3) Uani 1 1 d . . .
N11 N 0.0613(3) 0.49266(18) 0.70898(18) 0.0279(3) Uani 1 1 d . . .
N9 N 0.5996(2) 0.14809(16) 0.57348(16) 0.0234(3) Uani 1 1 d . . .
C3 C 0.4651(3) 0.08600(18) 0.53851(18) 0.0199(3) Uani 1 1 d . . .
N8 N 0.4574(2) 0.31361(17) 0.64519(17) 0.0236(3) Uani 1 1 d . . .
C2 C 0.2433(3) 0.35008(19) 0.65132(19) 0.0212(4) Uani 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 N2 1.2901(15) . ?
N1 N2 1.3241(18) . ?
N1 C1 1.3295(19) . ?
O2 N5 1.2355(16) . ?
N5 O1 1.2203(17) . ?
N5 C1 1.441(2) . ?
N4 C1 1.317(2) . ?
N4 N3 1.3366(19) . ?
N2 N3 1.3384(18) . ?
N6 C2 1.3575(19) . ?
N6 C3 1.3801(19) . ?
N6 N7 1.4004(19) . ?
N7 H7A 0.907(19) . ?
N7 H7B 0.88(2) . ?
N11 C2 1.313(2) . ?
N11 H11A 0.85(2) . ?
N11 H11B 0.94(2) . ?
N9 C3 1.302(2) . ?
N9 N8 1.3801(17) . ?
C3 C3 1.447(3) 2_656 ?
N8 C2 1.330(2) . ?
N8 H8 0.86(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
N2 N1 C 99.32(12) . . ?
O1 N5 O2 124.73(13) . . ?
O1 N5 C1 117.82(13) . . ?
O2 N5 C1 117.44(13) . . ?
C N4 N3 104.48(12) . . ?
N4 C1 N1 116.18(14) . . ?
N4 C1 N5 121.79(14) . . ?
N1 C1 N5 122.03(14) . . ?
O3 N2 N1 122.99(12) . . ?
O3 N2 N3 122.46(12) . . ?
N1 N2 N3 114.55(12) . . ?
N4 N3 N2 105.46(12) . . ?
C2 N6 C3 106.47(13) . . ?
C2 N6 N7 121.13(13) . . ?
C3 N6 N7 132.06(12) . . ?
N6 N7 H7A 109.8(13) . . ?
N6 N7 H7B 108.1(13) . . ?
H7A N7 H7B 114.0(17) . . ?
C2 N11 H11A 121.8(15) . . ?
C2 N11 H11B 122.0(12) . . ?
H11A N11 H11B 116.1(19) . . ?
C3 N9 N8 104.25(12) . . ?
N9 C3 N6 111.46(13) . . ?
N9 C3 C3 125.33(18) . 2_656 ?
N6 C3 C3 123.20(18) . 2_656 ?
C2 N8 N9 111.73(13) . . ?
C2 N8 H8 127.0(13) . . ?
N9 N8 H8 121.0(13) . . ?
N11 C2 N8 129.74(15) . . ?
N11 C2 N6 124.18(16) . . ?
N8 C2 N6 106.08(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
N3 N4 C1 N1 0.2(2) . . . . ?
N3 N4 C1 N5 -179.44(14) . . . . ?
N2 N1 C1 N4 0.49(18) . . . . ?
N2 N1 C1 N5 -179.91(14) . . . . ?
O1 N5 C1 N4 173.12(15) . . . . ?
O2 N5 C1 N4 -5.7(2) . . . . ?
O1 N5 C1 N1 -6.5(2) . . . . ?
O2 N5 C1 N1 174.68(14) . . . . ?
C1 N1 N2 O3 178.44(13) . . . . ?
C1 N1 N2 N3 -0.99(17) . . . . ?
C1 N4 N3 N2 -0.74(17) . . . . ?
O3 N2 N3 N4 -178.28(13) . . . . ?
N1 N2 N3 N4 1.16(18) . . . . ?
N8 N9 C3 N6 0.33(16) . . . . ?
N8 N9 C3 C3 -179.70(18) . . . 2_656 ?
C2 N6 C3 N9 0.06(17) . . . . ?
N7 N6 C3 N9 173.23(15) . . . . ?
C2 N6 C3 C3 -179.91(17) . . . 2_656 ?
N7 N6 C3 C3 -6.7(3) . . . 2_656 ?
C3 N9 N8 C2 -0.63(17) . . . . ?
N9 N8 C2 N11 -179.60(16) . . . . ?
N9 N8 C2 N6 0.67(18) . . . . ?
C3 N6 C2 N11 179.81(15) . . . . ?
N7 N6 C2 N11 5.7(2) . . . . ?
C3 N6 C2 N8 -0.44(17) . . . . ?
N7 N6 C2 N8 -174.51(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
N7 H7A N4 0.907(19) 2.429(19) 3.050(2) 125.8(15) 1_456
N7 H7A O2 0.907(19) 2.564(19) 3.419(2) 157.2(16) 1_456
N11 H11B O3 0.94(2) 1.99(2) 2.924(2) 171.6(17) 2_566
N11 H11B N2 0.94(2) 2.69(2) 3.521(2) 146.8(15) 2_566
N7 H7B O2 0.88(2) 2.35(2) 3.1739(19) 157.4(18) 2_655
N8 H8 O3 0.86(2) 1.88(2) 2.7226(18) 167.9(19) 2_666
N8 H8 N2 0.86(2) 2.68(2) 3.4653(18) 151.7(16) 2_666

_geom_special_details            ?

####################################################################### 
# 
# 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_jx200
_database_code_depnum_ccdc_archive 'CCDC 1029054'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Fri Jun 27 07:31:15 2014'
;

_chemical_name_systematic        
'5,5-bis(2,3-diaminotriazolium) 1-methyl-5-nitriminotetrazolate dihydrate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis(2,3-diaminotriazolium) 1-methyl-5-nitriminotetrazolate dihydrate'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H20 N22 O6'
_chemical_formula_weight         520.46


_cell_length_a                   6.4916(3)
_cell_length_b                   7.9296(4)
_cell_length_c                   10.1535(5)
_cell_angle_alpha                87.069(4)
_cell_angle_beta                 77.437(4)
_cell_angle_gamma                84.279(4)
_cell_volume                     507.37(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173
_cell_measurement_reflns_used    4230
_cell_measurement_theta_min      4.7850
_cell_measurement_theta_max      32.1470
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             270
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98154
_exptl_absorpt_correction_T_max  0.99999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            7429
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0178
_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       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         26.49
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             2089
_reflns_number_gt                1909
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.0973019000
_diffrn_orient_matrix_UB_12      0.0512330000
_diffrn_orient_matrix_UB_13      0.0053774000
_diffrn_orient_matrix_UB_21      0.0554219000
_diffrn_orient_matrix_UB_22      0.0738673000
_diffrn_orient_matrix_UB_23      -0.0090401000
_diffrn_orient_matrix_UB_31      0.0098313000
_diffrn_orient_matrix_UB_32      -0.0027816000
_diffrn_orient_matrix_UB_33      -0.0708274000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.046

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0387P)²+0.1659P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         2089
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0764
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.12785(15) 0.29463(12) 0.55918(10) 0.0153(2) Uani 1 1 d . . .
N2 N -0.21294(16) 0.36733(13) 0.56572(10) 0.0190(2) Uani 1 1 d . . .
N3 N -0.18159(17) 0.20596(13) 0.61896(11) 0.0188(2) Uani 1 1 d . . .
N4 N 0.35029(16) 0.28518(14) 0.52565(11) 0.0188(2) Uani 1 1 d . . .
N5 N 0.11065(19) 0.01653(14) 0.65749(11) 0.0227(2) Uani 1 1 d . . .
C1 C 0.02258(19) 0.16111(15) 0.61581(11) 0.0164(2) Uani 1 1 d . . .
C2 C -0.02402(18) 0.41754(14) 0.53044(11) 0.0158(2) Uani 1 1 d . . .
O1 O 0.67699(16) 0.83017(11) -0.06785(9) 0.0258(2) Uani 1 1 d . . .
O2 O 0.81546(14) 0.75272(11) -0.27371(9) 0.0223(2) Uani 1 1 d . . .
N6 N 0.76299(16) 0.35204(12) 0.05959(10) 0.0168(2) Uani 1 1 d . . .
N7 N 0.71628(17) 0.33684(13) 0.19551(10) 0.0209(2) Uani 1 1 d . . .
N8 N 0.66686(17) 0.48886(13) 0.23910(10) 0.0218(2) Uani 1 1 d . . .
N9 N 0.67951(17) 0.60624(13) 0.13514(10) 0.0192(2) Uani 1 1 d . . .
N10 N 0.79279(16) 0.55615(12) -0.11334(10) 0.0178(2) Uani 1 1 d . . .
N11 N 0.76024(15) 0.71523(12) -0.14968(10) 0.0163(2) Uani 1 1 d . . .
C3 C 0.74111(17) 0.51769(14) 0.02285(12) 0.0156(2) Uani 1 1 d . . .
C4 C 0.8323(2) 0.20624(16) -0.02533(14) 0.0227(3) Uani 1 1 d . . .
O3 O 0.52139(14) 0.93182(12) 0.22769(9) 0.0194(2) Uani 1 1 d . . .
H4D H 0.389(3) 0.300(2) 0.4376(17) 0.027(4) Uiso 1 1 d . . .
H4C H 0.389(3) 0.372(2) 0.5692(16) 0.029(4) Uiso 1 1 d . . .
H5B H 0.028(3) -0.066(2) 0.6892(17) 0.036(4) Uiso 1 1 d . . .
H3 H -0.296(3) 0.151(2) 0.6614(18) 0.039(5) Uiso 1 1 d . . .
H5A H 0.245(3) 0.017(2) 0.6666(17) 0.037(5) Uiso 1 1 d . . .
H3B H 0.473(3) 1.004(3) 0.173(2) 0.047(5) Uiso 1 1 d . . .
H3A H 0.581(3) 0.841(3) 0.179(2) 0.051(6) Uiso 1 1 d . . .
H42 H 0.980(3) 0.207(2) -0.0672(18) 0.043(5) Uiso 1 1 d . . .
H43 H 0.751(3) 0.207(2) -0.093(2) 0.049(5) Uiso 1 1 d . . .
H41 H 0.816(3) 0.107(3) 0.029(2) 0.049(5) 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
N1 C1 1.3527(15) . ?
N1 C2 1.3826(15) . ?
N1 N4 1.4049(14) . ?
N2 C2 1.2972(16) . ?
N2 N3 1.3771(14) . ?
N3 C1 1.3315(16) . ?
N3 H3 0.913(19) . ?
N4 H4D 0.880(17) . ?
N4 H4C 0.918(17) . ?
N5 C1 1.3211(16) . ?
N5 H5B 0.893(18) . ?
N5 H5A 0.895(19) . ?
C2 C2 1.451(2) 2_566 ?
O1 N11 1.2637(13) . ?
O2 N11 1.2607(13) . ?
N6 N7 1.3488(14) . ?
N6 C3 1.3492(15) . ?
N6 C4 1.4532(16) . ?
N7 N8 1.2914(15) . ?
N8 N9 1.3654(14) . ?
N9 C3 1.3343(15) . ?
N10 N11 1.3058(14) . ?
N10 C3 1.3760(16) . ?
C4 H42 0.961(19) . ?
C4 H43 0.95(2) . ?
C4 H41 0.94(2) . ?
O3 H3B 0.86(2) . ?
O3 H3A 0.90(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
C1 N1 C2 106.26(10) . . ?
C1 N1 N4 121.86(10) . . ?
C2 N1 N4 131.39(10) . . ?
C2 N2 N3 104.23(10) . . ?
C1 N3 N2 111.70(10) . . ?
C1 N3 H3 128.3(11) . . ?
N2 N3 H3 119.3(11) . . ?
N1 N4 H4D 107.8(10) . . ?
N1 N4 H4C 106.3(10) . . ?
H4D N4 H4C 110.4(14) . . ?
C1 N5 H5B 118.7(11) . . ?
C1 N5 H5A 116.0(11) . . ?
H5B N5 H5A 124.2(16) . . ?
N5 C1 N3 128.39(11) . . ?
N5 C1 N1 125.44(11) . . ?
N3 C1 N1 106.16(10) . . ?
N2 C2 N1 111.64(10) . . ?
N2 C2 C2 124.70(14) . 2_566 ?
N1 C2 C2 123.66(13) . 2_566 ?
N7 N6 C3 108.95(10) . . ?
N7 N6 C4 122.10(10) . . ?
C3 N6 C4 128.90(10) . . ?
N8 N7 N6 106.24(10) . . ?
N7 N8 N9 111.50(10) . . ?
C3 N9 N8 105.46(10) . . ?
N11 N10 C3 116.49(10) . . ?
O2 N11 O1 119.55(10) . . ?
O2 N11 N10 116.91(10) . . ?
O1 N11 N10 123.54(10) . . ?
N9 C3 N6 107.85(10) . . ?
N9 C3 N10 135.69(11) . . ?
N6 C3 N10 116.39(10) . . ?
N6 C4 H42 110.3(11) . . ?
N6 C4 H43 110.4(11) . . ?
H42 C4 H43 109.4(15) . . ?
N6 C4 H41 108.7(12) . . ?
H42 C4 H41 107.6(16) . . ?
H43 C4 H41 110.4(16) . . ?
H3B O3 H3A 106.3(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N2 N3 C1 0.20(13) . . . . ?
N2 N3 C1 N5 -179.73(12) . . . . ?
N2 N3 C1 N1 -0.22(13) . . . . ?
C2 N1 C1 N5 179.68(11) . . . . ?
N4 N1 C1 N5 6.87(18) . . . . ?
C2 N1 C1 N3 0.15(12) . . . . ?
N4 N1 C1 N3 -172.66(10) . . . . ?
N3 N2 C2 N1 -0.10(13) . . . . ?
N3 N2 C2 C2 -179.52(14) . . . 2_566 ?
C1 N1 C2 N2 -0.03(13) . . . . ?
N4 N1 C2 N2 171.82(11) . . . . ?
C1 N1 C2 C2 179.40(14) . . . 2_566 ?
N4 N1 C2 C2 -8.7(2) . . . 2_566 ?
C3 N6 N7 N8 0.28(13) . . . . ?
C4 N6 N7 N8 178.19(11) . . . . ?
N6 N7 N8 N9 -0.04(13) . . . . ?
N7 N8 N9 C3 -0.21(13) . . . . ?
C3 N10 N11 O2 177.09(9) . . . . ?
C3 N10 N11 O1 -3.21(16) . . . . ?
N8 N9 C3 N6 0.38(12) . . . . ?
N8 N9 C3 N10 -176.36(13) . . . . ?
N7 N6 C3 N9 -0.41(13) . . . . ?
C4 N6 C3 N9 -178.14(11) . . . . ?
N7 N6 C3 N10 177.04(9) . . . . ?
C4 N6 C3 N10 -0.69(18) . . . . ?
N11 N10 C3 N9 -7.3(2) . . . . ?
N11 N10 C3 N6 176.20(10) . . . . ?

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
N4 H4D O2 0.880(17) 2.421(16) 3.0220(14) 125.9(13) 2_665
N4 H4C N8 0.918(17) 2.231(17) 3.0348(16) 145.9(14) 2_666
N4 H4C N2 0.918(17) 2.575(16) 3.0864(14) 115.7(12) 1_655
N5 H5B O2 0.893(18) 2.054(19) 2.9332(15) 168.1(16) 1_446
N5 H5A O3 0.895(19) 2.121(19) 2.9476(15) 153.1(15) 2_666
O3 H3B O1 0.86(2) 1.97(2) 2.8223(13) 171.8(18) 2_675
O3 H3B N11 0.86(2) 2.60(2) 3.3445(14) 146.0(16) 2_675
O3 H3B O2 0.86(2) 2.63(2) 3.1372(13) 118.7(15) 2_675
O3 H3A N9 0.90(2) 1.95(2) 2.8110(14) 159.8(18) .
O3 H3A O1 0.90(2) 2.45(2) 3.0726(13) 126.7(16) .

_geom_special_details            ?

####################################################################### 
# 
# 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_jx207
_database_code_depnum_ccdc_archive 'CCDC 1029055'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu Jul 03 09:09:14 2014'
;

_chemical_name_systematic        
'bis(diaminotriazolium) 5-nitriminotetrazolate  hydrate'
_chemical_compound_source        ?
_chemical_name_common            
'bis(diaminotriazolium) 5-nitriminotetrazolate  hydrate'
_chemical_formula_moiety         
'2(C4 H9 N10), C4 H10 N10, 4(C H N6 O2), 2(H2 O)'
_chemical_formula_sum            'C16 H36 N54 O10'
_chemical_formula_weight         1144.99


_cell_length_a                   10.9541(3)
_cell_length_b                   19.7090(4)
_cell_length_c                   20.4037(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.295(3)
_cell_angle_gamma                90.00
_cell_volume                     4268.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6347
_cell_measurement_theta_min      4.3420
_cell_measurement_theta_max      31.9370
_cell_special_details            ?

_exptl_crystal_description       stab
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2360
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95794
_exptl_absorpt_correction_T_max  0.99999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            22613
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.994

_reflns_number_total             8801
_reflns_number_gt                6773
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0614838000
_diffrn_orient_matrix_UB_12      -0.0137527000
_diffrn_orient_matrix_UB_13      0.0111151000
_diffrn_orient_matrix_UB_21      0.0014971000
_diffrn_orient_matrix_UB_22      -0.0059591000
_diffrn_orient_matrix_UB_23      -0.0340715000
_diffrn_orient_matrix_UB_31      0.0261174000
_diffrn_orient_matrix_UB_32      0.0327265000
_diffrn_orient_matrix_UB_33      -0.0015298000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  -P2ybc

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.045

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0497P)²+0.6838P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         8801
_refine_ls_number_parameters     865
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0990
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.82717(12) 0.26530(6) 0.52216(7) 0.0241(3) Uani 1 1 d . . .
N2 N 0.94560(13) 0.27756(7) 0.56279(7) 0.0237(3) Uani 1 1 d . . .
N3 N 0.86539(11) 0.37563(6) 0.53402(7) 0.0209(3) Uani 1 1 d . . .
N4 N 1.07350(13) 0.37312(8) 0.60333(8) 0.0270(3) Uani 1 1 d . . .
N5 N 0.85883(13) 0.44662(7) 0.53466(9) 0.0253(3) Uani 1 1 d . . .
N6 N 0.60734(12) 0.39642(7) 0.44126(7) 0.0245(3) Uani 1 1 d . . .
N7 N 0.48782(12) 0.38413(7) 0.39976(7) 0.0250(3) Uani 1 1 d . . .
N8 N 0.57748(12) 0.28581(6) 0.43212(7) 0.0218(3) Uani 1 1 d . . .
N9 N 0.37180(14) 0.28335(8) 0.35938(8) 0.0296(3) Uani 1 1 d . . .
N10 N 0.59431(14) 0.21491(7) 0.43522(9) 0.0267(3) Uani 1 1 d . . .
C1 C 0.78038(14) 0.32529(7) 0.50506(8) 0.0200(3) Uani 1 1 d . . .
C2 C 0.97012(14) 0.34329(7) 0.56991(8) 0.0215(3) Uani 1 1 d . . .
C3 C 0.65842(14) 0.33764(7) 0.45978(8) 0.0208(3) Uani 1 1 d . . .
C4 C 0.47275(14) 0.31757(8) 0.39477(8) 0.0218(3) Uani 1 1 d . . .
N11 N 0.15654(13) 0.39915(7) 0.45550(7) 0.0270(3) Uani 1 1 d . . .
N12 N 0.03587(13) 0.38969(7) 0.41653(8) 0.0269(3) Uani 1 1 d . . .
N13 N 0.10948(12) 0.28983(6) 0.44252(7) 0.0219(3) Uani 1 1 d . . .
N14 N -0.09993(13) 0.29664(8) 0.37510(8) 0.0283(3) Uani 1 1 d . . .
N15 N 0.10715(14) 0.21884(7) 0.44753(9) 0.0286(3) Uani 1 1 d . . .
N16 N 0.36570(12) 0.26196(7) 0.52810(7) 0.0254(3) Uani 1 1 d . . .
N17 N 0.48393(12) 0.27173(7) 0.57004(7) 0.0247(3) Uani 1 1 d . . .
N18 N 0.41041(12) 0.37143(6) 0.54206(7) 0.0221(3) Uani 1 1 d . . .
N19 N 0.61665(13) 0.36549(8) 0.61291(8) 0.0268(3) Uani 1 1 d . . .
N20 N 0.41201(14) 0.44252(7) 0.53812(9) 0.0274(3) Uani 1 1 d . . .
C5 C 0.19934(14) 0.33823(8) 0.47025(8) 0.0221(3) Uani 1 1 d . . .
C6 C 0.00602(15) 0.32445(8) 0.40842(8) 0.0234(3) Uani 1 1 d . . .
C7 C 0.32314(14) 0.32290(8) 0.51250(8) 0.0214(3) Uani 1 1 d . . .
C8 C 0.51248(14) 0.33743(8) 0.57831(8) 0.0224(3) Uani 1 1 d . . .
N21 N 0.89613(12) -0.05664(6) 0.55901(7) 0.0232(3) Uani 1 1 d . . .
N22 N 1.01843(12) -0.04508(7) 0.59775(7) 0.0244(3) Uani 1 1 d . . .
N23 N 0.94027(12) 0.05205(6) 0.55399(7) 0.0207(3) Uani 1 1 d . . .
N24 N 1.15050(13) 0.05366(8) 0.62101(8) 0.0255(3) Uani 1 1 d . . .
N25 N 0.93597(14) 0.12180(7) 0.53897(8) 0.0257(3) Uani 1 1 d . . .
N26 N 0.68626(12) 0.07492(6) 0.47049(7) 0.0223(3) Uani 1 1 d . . .
N27 N 0.56559(12) 0.06399(7) 0.43217(7) 0.0223(3) Uani 1 1 d . . .
N28 N 0.63854(11) -0.03431(6) 0.46510(6) 0.0189(3) Uani 1 1 d . . .
N29 N 0.42926(12) -0.03004(7) 0.39719(7) 0.0232(3) Uani 1 1 d . . .
N30 N 0.63889(13) -0.10505(7) 0.47023(8) 0.0229(3) Uani 1 1 d . . .
C9 C 0.85231(14) 0.00162(7) 0.53323(8) 0.0190(3) Uani 1 1 d . . .
C10 C 1.04189(14) 0.02050(8) 0.59419(8) 0.0210(3) Uani 1 1 d . . .
C11 C 0.72864(13) 0.01488(7) 0.48979(8) 0.0190(3) Uani 1 1 d . . .
C12 C 0.53561(14) -0.00147(7) 0.42830(8) 0.0191(3) Uani 1 1 d . . .
O1 O 0.27919(11) 0.21081(5) 0.16262(7) 0.0336(3) Uani 1 1 d . . .
O2 O 0.16894(10) 0.29537(6) 0.10748(6) 0.0307(3) Uani 1 1 d . . .
N31 N 0.50255(12) 0.23142(7) 0.23587(7) 0.0226(3) Uani 1 1 d . . .
N32 N 0.61642(13) 0.23651(7) 0.27948(7) 0.0272(3) Uani 1 1 d . . .
N33 N 0.64202(12) 0.30055(7) 0.28696(7) 0.0280(3) Uani 1 1 d . . .
N34 N 0.54725(12) 0.33810(6) 0.24880(7) 0.0239(3) Uani 1 1 d . . .
N35 N 0.35224(12) 0.31833(6) 0.17408(7) 0.0238(3) Uani 1 1 d . . .
N36 N 0.26754(12) 0.27317(6) 0.14908(7) 0.0241(3) Uani 1 1 d . . .
C13 C 0.46052(14) 0.29420(7) 0.21760(8) 0.0194(3) Uani 1 1 d . . .
O3 O 0.25551(11) -0.06865(5) 0.18912(6) 0.0317(3) Uani 1 1 d . . .
O4 O 0.13528(10) -0.01127(6) 0.10656(6) 0.0299(3) Uani 1 1 d . . .
N37 N 0.48368(12) -0.01978(7) 0.24415(7) 0.0218(3) Uani 1 1 d . . .
N38 N 0.59365(12) 0.00363(7) 0.28345(7) 0.0266(3) Uani 1 1 d . . .
N39 N 0.59268(13) 0.06905(7) 0.27590(7) 0.0283(3) Uani 1 1 d . . .
N40 N 0.48446(13) 0.08939(6) 0.23228(7) 0.0267(3) Uani 1 1 d . . .
N41 N 0.30658(12) 0.03760(6) 0.16380(7) 0.0251(3) Uani 1 1 d . . .
N42 N 0.23530(12) -0.01606(6) 0.15541(7) 0.0224(3) Uani 1 1 d . . .
C14 C 0.41839(14) 0.03328(7) 0.21314(8) 0.0204(3) Uani 1 1 d . . .
O5 O 0.77197(11) 0.26869(5) 0.16609(6) 0.0321(3) Uani 1 1 d . . .
O6 O 0.63659(10) 0.33393(5) 0.09829(6) 0.0289(3) Uani 1 1 d . . .
N43 N 0.98375(12) 0.42982(6) 0.23258(7) 0.0259(3) Uani 1 1 d . . .
N44 N 1.09432(13) 0.40761(7) 0.27230(7) 0.0275(3) Uani 1 1 d . . .
N45 N 1.09865(12) 0.34179(7) 0.27304(7) 0.0266(3) Uani 1 1 d . . .
N46 N 0.98850(12) 0.32003(7) 0.23267(7) 0.0232(3) Uani 1 1 d . . .
N47 N 0.80406(12) 0.38168(6) 0.16169(7) 0.0243(3) Uani 1 1 d . . .
N48 N 0.74053(12) 0.32634(6) 0.14375(7) 0.0217(3) Uani 1 1 d . . .
C15 C 0.91897(14) 0.37456(7) 0.20813(8) 0.0202(3) Uani 1 1 d . . .
O7 O 0.24020(10) 0.05251(5) 0.31572(6) 0.0288(3) Uani 1 1 d . . .
O8 O 0.33942(10) 0.13393(6) 0.38076(6) 0.0285(3) Uani 1 1 d . . .
N49 N 0.00892(12) 0.07133(7) 0.25038(7) 0.0235(3) Uani 1 1 d . . .
N50 N -0.10494(13) 0.07590(7) 0.20682(7) 0.0284(3) Uani 1 1 d . . .
N51 N -0.12835(13) 0.14003(7) 0.19708(7) 0.0292(3) Uani 1 1 d . . .
N52 N -0.03289(12) 0.17786(6) 0.23395(7) 0.0255(3) Uani 1 1 d . . .
N53 N 0.15781(12) 0.15767(6) 0.31308(7) 0.0242(3) Uani 1 1 d . . .
N54 N 0.24523(12) 0.11289(6) 0.33556(7) 0.0226(3) Uani 1 1 d . . .
C16 C 0.05171(14) 0.13400(7) 0.26729(8) 0.0205(3) Uani 1 1 d . . .
O9 O 0.82248(13) 0.16097(7) 0.36653(7) 0.0360(3) Uani 1 1 d . . .
O10 O 0.32036(12) 0.49602(6) 0.37483(7) 0.0332(3) Uani 1 1 d . . .
H31 H 0.4654(19) 0.1888(10) 0.2276(10) 0.042(6) Uiso 1 1 d . . .
H4B H 1.1375(18) 0.3498(9) 0.6250(9) 0.028(5) Uiso 1 1 d . . .
H9B H 0.3736(17) 0.2392(10) 0.3670(9) 0.029(5) Uiso 1 1 d . . .
H24B H 1.2041(18) 0.0332(9) 0.6526(10) 0.031(5) Uiso 1 1 d . . .
H9A H 0.3074(19) 0.3056(10) 0.3365(10) 0.035(5) Uiso 1 1 d . . .
H24A H 1.1415(18) 0.0994(10) 0.6197(10) 0.038(5) Uiso 1 1 d . . .
H14A H -0.1596(19) 0.3217(10) 0.3520(10) 0.036(5) Uiso 1 1 d . . .
H4A H 1.0808(17) 0.4186(10) 0.6016(9) 0.030(5) Uiso 1 1 d . . .
H14B H -0.1097(18) 0.2509(11) 0.3743(10) 0.039(6) Uiso 1 1 d . . .
H2 H 0.9974(17) 0.2461(9) 0.5784(9) 0.027(5) Uiso 1 1 d . . .
H10A H 0.6249(19) 0.2030(9) 0.4792(11) 0.036(6) Uiso 1 1 d . . .
H49 H 0.0358(17) 0.0293(9) 0.2643(9) 0.032(5) Uiso 1 1 d . . .
H102 H 0.366(2) 0.4600(10) 0.3765(10) 0.039(6) Uiso 1 1 d . . .
H29A H 0.3688(18) -0.0052(9) 0.3716(9) 0.029(5) Uiso 1 1 d . . .
H15A H 0.1453(19) 0.2008(10) 0.4196(11) 0.041(6) Uiso 1 1 d . . .
H46 H 0.970(2) 0.2738(11) 0.2291(11) 0.051(6) Uiso 1 1 d . . .
H30A H 0.6885(19) -0.1228(10) 0.4452(11) 0.043(6) Uiso 1 1 d . . .
H5B H 0.802(2) 0.4597(10) 0.5561(11) 0.046(6) Uiso 1 1 d . . .
H25A H 0.858(2) 0.1353(10) 0.5386(10) 0.039(6) Uiso 1 1 d . . .
H25B H 0.9406(19) 0.1249(9) 0.4964(11) 0.042(6) Uiso 1 1 d . . .
H19A H 0.6224(17) 0.4105(10) 0.6172(9) 0.027(5) Uiso 1 1 d . . .
H37 H 0.4651(19) -0.0677(10) 0.2437(10) 0.044(6) Uiso 1 1 d . . .
H30B H 0.6648(18) -0.1157(9) 0.5110(11) 0.031(5) Uiso 1 1 d . . .
H10B H 0.661(2) 0.2047(10) 0.4186(11) 0.045(6) Uiso 1 1 d . . .
H15B H 0.148(2) 0.2068(10) 0.4924(12) 0.048(6) Uiso 1 1 d . . .
H12 H -0.0154(19) 0.4267(10) 0.4045(10) 0.045(6) Uiso 1 1 d . . .
H101 H 0.255(2) 0.4863(11) 0.3404(11) 0.051(7) Uiso 1 1 d . . .
H5A H 0.842(2) 0.4592(10) 0.4921(12) 0.047(6) Uiso 1 1 d . . .
H20B H 0.356(2) 0.4586(10) 0.5584(11) 0.044(6) Uiso 1 1 d . . .
H29B H 0.4198(17) -0.0756(10) 0.3998(9) 0.032(5) Uiso 1 1 d . . .
H27 H 0.5161(19) 0.0973(10) 0.4139(10) 0.036(5) Uiso 1 1 d . . .
H91 H 0.762(2) 0.1548(11) 0.3340(12) 0.051(7) Uiso 1 1 d . . .
H17 H 0.5377(19) 0.2335(11) 0.5845(11) 0.049(6) Uiso 1 1 d . . .
H20A H 0.3949(19) 0.4524(10) 0.4961(11) 0.038(6) Uiso 1 1 d . . .
H19B H 0.678(2) 0.3425(10) 0.6364(11) 0.045(6) Uiso 1 1 d . . .
H92 H 0.868(2) 0.1244(11) 0.3720(12) 0.054(7) 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
N1 C1 1.3015(19) . ?
N1 N2 1.3775(18) . ?
N2 C2 1.324(2) . ?
N2 H2 0.847(18) . ?
N3 C2 1.3578(19) . ?
N3 C1 1.3889(19) . ?
N3 N5 1.4013(18) . ?
N4 C2 1.308(2) . ?
N4 H4B 0.863(19) . ?
N4 H4A 0.902(19) . ?
N5 H5B 0.88(2) . ?
N5 H5A 0.88(2) . ?
N6 C3 1.3013(19) . ?
N6 N7 1.3937(18) . ?
N7 C4 1.323(2) . ?
N8 C4 1.3627(19) . ?
N8 C3 1.3789(19) . ?
N8 N10 1.4089(17) . ?
N9 C4 1.343(2) . ?
N9 H9B 0.882(19) . ?
N9 H9A 0.86(2) . ?
N10 H10A 0.91(2) . ?
N10 H10B 0.90(2) . ?
C1 C3 1.445(2) . ?
N11 C5 1.297(2) . ?
N11 N12 1.3767(19) . ?
N12 C6 1.327(2) . ?
N12 H12 0.92(2) . ?
N13 C6 1.3582(19) . ?
N13 C5 1.387(2) . ?
N13 N15 1.4036(18) . ?
N14 C6 1.311(2) . ?
N14 H14A 0.86(2) . ?
N14 H14B 0.91(2) . ?
N15 H15A 0.86(2) . ?
N15 H15B 0.94(2) . ?
N16 C7 1.2992(19) . ?
N16 N17 1.3782(18) . ?
N17 C8 1.333(2) . ?
N17 H17 0.96(2) . ?
N18 C8 1.3557(19) . ?
N18 C7 1.381(2) . ?
N18 N20 1.4037(18) . ?
N19 C8 1.307(2) . ?
N19 H19A 0.891(19) . ?
N19 H19B 0.85(2) . ?
N20 H20B 0.88(2) . ?
N20 H20A 0.85(2) . ?
C5 C7 1.448(2) . ?
N21 C9 1.3042(19) . ?
N21 N22 1.3959(18) . ?
N22 C10 1.323(2) . ?
N23 C10 1.3592(19) . ?
N23 C9 1.3762(19) . ?
N23 N25 1.4068(18) . ?
N24 C10 1.349(2) . ?
N24 H24B 0.86(2) . ?
N24 H24A 0.91(2) . ?
N25 H25A 0.89(2) . ?
N25 H25B 0.89(2) . ?
N26 C11 1.2964(19) . ?
N26 N27 1.3765(17) . ?
N27 C12 1.3287(19) . ?
N27 H27 0.87(2) . ?
N28 C12 1.3548(19) . ?
N28 C11 1.3865(18) . ?
N28 N30 1.3982(17) . ?
N29 C12 1.309(2) . ?
N29 H29A 0.884(19) . ?
N29 H29B 0.907(19) . ?
N30 H30A 0.90(2) . ?
N30 H30B 0.84(2) . ?
C9 C11 1.448(2) . ?
O1 N36 1.2594(16) . ?
O2 N36 1.2750(16) . ?
N31 C13 1.3407(19) . ?
N31 N32 1.3453(18) . ?
N31 H31 0.93(2) . ?
N32 N33 1.2937(18) . ?
N33 N34 1.3537(18) . ?
N34 C13 1.3258(19) . ?
N35 N36 1.2959(17) . ?
N35 C13 1.3789(19) . ?
O3 N42 1.2334(16) . ?
O4 N42 1.2897(16) . ?
N37 C14 1.3348(19) . ?
N37 N38 1.3529(18) . ?
N37 H37 0.97(2) . ?
N38 N39 1.2984(18) . ?
N39 N40 1.3554(19) . ?
N40 C14 1.3266(19) . ?
N41 N42 1.3006(17) . ?
N41 C14 1.383(2) . ?
O5 N48 1.2408(16) . ?
O6 N48 1.2875(16) . ?
N43 C15 1.3282(19) . ?
N43 N44 1.3530(18) . ?
N44 N45 1.2981(18) . ?
N45 N46 1.3518(18) . ?
N46 C15 1.3408(19) . ?
N46 H46 0.93(2) . ?
N47 N48 1.2969(17) . ?
N47 C15 1.383(2) . ?
O7 N54 1.2537(16) . ?
O8 N54 1.2717(16) . ?
N49 C16 1.3358(19) . ?
N49 N50 1.3439(18) . ?
N49 H49 0.901(19) . ?
N50 N51 1.2953(18) . ?
N51 N52 1.3516(18) . ?
N52 C16 1.3258(19) . ?
N53 N54 1.2998(17) . ?
N53 C16 1.3802(19) . ?
O9 H91 0.82(2) . ?
O9 H92 0.87(2) . ?
O10 H102 0.87(2) . ?
O10 H101 0.89(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
C1 N1 N2 104.60(12) . . ?
C2 N2 N1 111.91(13) . . ?
C2 N2 H2 125.1(12) . . ?
N1 N2 H2 122.8(12) . . ?
C2 N3 C1 106.41(12) . . ?
C2 N3 N5 120.14(13) . . ?
C1 N3 N5 133.37(13) . . ?
C2 N4 H4B 121.2(12) . . ?
C2 N4 H4A 120.0(12) . . ?
H4B N4 H4A 118.7(17) . . ?
N3 N5 H5B 109.9(13) . . ?
N3 N5 H5A 105.7(13) . . ?
H5B N5 H5A 114(2) . . ?
C3 N6 N7 107.08(12) . . ?
C4 N7 N6 107.44(12) . . ?
C4 N8 C3 104.84(12) . . ?
C4 N8 N10 124.30(13) . . ?
C3 N8 N10 130.74(13) . . ?
C4 N9 H9B 114.9(12) . . ?
C4 N9 H9A 119.4(13) . . ?
H9B N9 H9A 125.1(17) . . ?
N8 N10 H10A 108.3(12) . . ?
N8 N10 H10B 108.2(12) . . ?
H10A N10 H10B 100.3(17) . . ?
N1 C1 N3 110.89(13) . . ?
N1 C1 C3 124.42(14) . . ?
N3 C1 C3 124.65(13) . . ?
N4 C2 N2 128.53(15) . . ?
N4 C2 N3 125.28(14) . . ?
N2 C2 N3 106.18(13) . . ?
N6 C3 N8 110.72(13) . . ?
N6 C3 C1 126.80(14) . . ?
N8 C3 C1 122.44(13) . . ?
N7 C4 N9 127.56(15) . . ?
N7 C4 N8 109.92(13) . . ?
N9 C4 N8 122.52(14) . . ?
C5 N11 N12 104.42(13) . . ?
C6 N12 N11 112.04(13) . . ?
C6 N12 H12 128.4(13) . . ?
N11 N12 H12 119.0(13) . . ?
C6 N13 C5 106.37(12) . . ?
C6 N13 N15 120.68(13) . . ?
C5 N13 N15 132.82(13) . . ?
C6 N14 H14A 120.0(13) . . ?
C6 N14 H14B 120.6(13) . . ?
H14A N14 H14B 119.3(18) . . ?
N13 N15 H15A 110.0(13) . . ?
N13 N15 H15B 107.9(12) . . ?
H15A N15 H15B 110.2(18) . . ?
C7 N16 N17 104.38(13) . . ?
C8 N17 N16 111.68(13) . . ?
C8 N17 H17 128.2(12) . . ?
N16 N17 H17 119.6(12) . . ?
C8 N18 C7 106.53(12) . . ?
C8 N18 N20 120.29(13) . . ?
C7 N18 N20 133.10(13) . . ?
C8 N19 H19A 120.3(12) . . ?
C8 N19 H19B 122.8(14) . . ?
H19A N19 H19B 116.4(18) . . ?
N18 N20 H20B 108.2(13) . . ?
N18 N20 H20A 106.4(13) . . ?
H20B N20 H20A 112.8(19) . . ?
N11 C5 N13 111.25(14) . . ?
N11 C5 C7 124.27(15) . . ?
N13 C5 C7 124.43(14) . . ?
N14 C6 N12 128.97(15) . . ?
N14 C6 N13 125.12(15) . . ?
N12 C6 N13 105.91(14) . . ?
N16 C7 N18 111.43(14) . . ?
N16 C7 C5 124.44(15) . . ?
N18 C7 C5 124.13(14) . . ?
N19 C8 N17 128.73(15) . . ?
N19 C8 N18 125.30(15) . . ?
N17 C8 N18 105.97(13) . . ?
C9 N21 N22 106.91(12) . . ?
C10 N22 N21 107.49(12) . . ?
C10 N23 C9 105.21(12) . . ?
C10 N23 N25 123.84(13) . . ?
C9 N23 N25 130.95(13) . . ?
C10 N24 H24B 116.6(12) . . ?
C10 N24 H24A 113.0(12) . . ?
H24B N24 H24A 122.6(18) . . ?
N23 N25 H25A 105.9(13) . . ?
N23 N25 H25B 105.9(12) . . ?
H25A N25 H25B 104.9(18) . . ?
C11 N26 N27 104.56(12) . . ?
C12 N27 N26 111.98(13) . . ?
C12 N27 H27 125.9(13) . . ?
N26 N27 H27 122.2(13) . . ?
C12 N28 C11 106.72(12) . . ?
C12 N28 N30 120.29(12) . . ?
C11 N28 N30 132.96(12) . . ?
C12 N29 H29A 119.7(12) . . ?
C12 N29 H29B 119.9(12) . . ?
H29A N29 H29B 120.3(17) . . ?
N28 N30 H30A 109.5(13) . . ?
N28 N30 H30B 108.5(13) . . ?
H30A N30 H30B 111.2(18) . . ?
N21 C9 N23 110.59(13) . . ?
N21 C9 C11 126.97(14) . . ?
N23 C9 C11 122.43(13) . . ?
N22 C10 N24 127.92(15) . . ?
N22 C10 N23 109.80(13) . . ?
N24 C10 N23 122.14(14) . . ?
N26 C11 N28 111.00(13) . . ?
N26 C11 C9 124.16(13) . . ?
N28 C11 C9 124.81(13) . . ?
N29 C12 N27 128.61(14) . . ?
N29 C12 N28 125.64(14) . . ?
N27 C12 N28 105.74(13) . . ?
C13 N31 N32 108.28(13) . . ?
C13 N31 H31 132.7(12) . . ?
N32 N31 H31 118.7(12) . . ?
N33 N32 N31 106.83(12) . . ?
N32 N33 N34 110.63(12) . . ?
C13 N34 N33 106.04(12) . . ?
N36 N35 C13 115.78(12) . . ?
O1 N36 O2 120.28(12) . . ?
O1 N36 N35 124.06(13) . . ?
O2 N36 N35 115.65(12) . . ?
N34 C13 N31 108.22(13) . . ?
N34 C13 N35 118.99(13) . . ?
N31 C13 N35 132.77(14) . . ?
C14 N37 N38 107.95(12) . . ?
C14 N37 H37 132.4(12) . . ?
N38 N37 H37 119.6(12) . . ?
N39 N38 N37 106.76(12) . . ?
N38 N39 N40 110.60(12) . . ?
C14 N40 N39 105.77(12) . . ?
N42 N41 C14 116.15(13) . . ?
O3 N42 O4 119.59(12) . . ?
O3 N42 N41 126.21(13) . . ?
O4 N42 N41 114.21(12) . . ?
N40 C14 N37 108.91(13) . . ?
N40 C14 N41 118.93(13) . . ?
N37 C14 N41 131.91(14) . . ?
C15 N43 N44 106.02(12) . . ?
N45 N44 N43 110.80(12) . . ?
N44 N45 N46 106.58(12) . . ?
C15 N46 N45 108.21(13) . . ?
C15 N46 H46 131.6(13) . . ?
N45 N46 H46 120.0(13) . . ?
N48 N47 C15 116.24(12) . . ?
O5 N48 O6 119.13(12) . . ?
O5 N48 N47 125.84(13) . . ?
O6 N48 N47 115.03(12) . . ?
N43 C15 N46 108.39(13) . . ?
N43 C15 N47 119.05(13) . . ?
N46 C15 N47 132.39(14) . . ?
C16 N49 N50 108.55(13) . . ?
C16 N49 H49 134.5(12) . . ?
N50 N49 H49 116.6(12) . . ?
N51 N50 N49 106.44(13) . . ?
N50 N51 N52 110.87(12) . . ?
C16 N52 N51 105.82(12) . . ?
N54 N53 C16 115.68(13) . . ?
O7 N54 O8 120.45(12) . . ?
O7 N54 N53 124.10(13) . . ?
O8 N54 N53 115.44(12) . . ?
N52 C16 N49 108.31(13) . . ?
N52 C16 N53 119.47(13) . . ?
N49 C16 N53 132.10(14) . . ?
H91 O9 H92 108(2) . . ?
H102 O10 H101 101.7(19) . . ?

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 C2 -0.23(18) . . . . ?
C3 N6 N7 C4 -0.47(17) . . . . ?
N2 N1 C1 N3 -0.39(17) . . . . ?
N2 N1 C1 C3 177.25(14) . . . . ?
C2 N3 C1 N1 0.86(17) . . . . ?
N5 N3 C1 N1 -175.90(16) . . . . ?
C2 N3 C1 C3 -176.77(14) . . . . ?
N5 N3 C1 C3 6.5(3) . . . . ?
N1 N2 C2 N4 -178.25(16) . . . . ?
N1 N2 C2 N3 0.76(18) . . . . ?
C1 N3 C2 N4 178.10(16) . . . . ?
N5 N3 C2 N4 -4.6(2) . . . . ?
C1 N3 C2 N2 -0.95(17) . . . . ?
N5 N3 C2 N2 176.32(14) . . . . ?
N7 N6 C3 N8 0.07(17) . . . . ?
N7 N6 C3 C1 -177.56(15) . . . . ?
C4 N8 C3 N6 0.34(17) . . . . ?
N10 N8 C3 N6 176.36(16) . . . . ?
C4 N8 C3 C1 178.09(14) . . . . ?
N10 N8 C3 C1 -5.9(3) . . . . ?
N1 C1 C3 N6 179.82(16) . . . . ?
N3 C1 C3 N6 -2.9(3) . . . . ?
N1 C1 C3 N8 2.4(2) . . . . ?
N3 C1 C3 N8 179.76(14) . . . . ?
N6 N7 C4 N9 -179.58(16) . . . . ?
N6 N7 C4 N8 0.70(18) . . . . ?
C3 N8 C4 N7 -0.64(17) . . . . ?
N10 N8 C4 N7 -176.99(15) . . . . ?
C3 N8 C4 N9 179.62(15) . . . . ?
N10 N8 C4 N9 3.3(2) . . . . ?
C5 N11 N12 C6 0.56(18) . . . . ?
C7 N16 N17 C8 -1.18(17) . . . . ?
N12 N11 C5 N13 -0.58(17) . . . . ?
N12 N11 C5 C7 -178.25(15) . . . . ?
C6 N13 C5 N11 0.42(18) . . . . ?
N15 N13 C5 N11 -175.23(16) . . . . ?
C6 N13 C5 C7 178.08(15) . . . . ?
N15 N13 C5 C7 2.4(3) . . . . ?
N11 N12 C6 N14 179.56(16) . . . . ?
N11 N12 C6 N13 -0.31(18) . . . . ?
C5 N13 C6 N14 -179.93(16) . . . . ?
N15 N13 C6 N14 -3.6(2) . . . . ?
C5 N13 C6 N12 -0.05(17) . . . . ?
N15 N13 C6 N12 176.24(14) . . . . ?
N17 N16 C7 N18 0.90(17) . . . . ?
N17 N16 C7 C5 -178.33(15) . . . . ?
C8 N18 C7 N16 -0.34(18) . . . . ?
N20 N18 C7 N16 176.29(16) . . . . ?
C8 N18 C7 C5 178.89(14) . . . . ?
N20 N18 C7 C5 -4.5(3) . . . . ?
N11 C5 C7 N16 179.06(16) . . . . ?
N13 C5 C7 N16 1.7(3) . . . . ?
N11 C5 C7 N18 -0.1(3) . . . . ?
N13 C5 C7 N18 -177.43(14) . . . . ?
N16 N17 C8 N19 -178.13(16) . . . . ?
N16 N17 C8 N18 0.99(18) . . . . ?
C7 N18 C8 N19 178.76(16) . . . . ?
N20 N18 C8 N19 1.6(2) . . . . ?
C7 N18 C8 N17 -0.40(17) . . . . ?
N20 N18 C8 N17 -177.55(14) . . . . ?
C9 N21 N22 C10 0.93(17) . . . . ?
C11 N26 N27 C12 -0.08(17) . . . . ?
N22 N21 C9 N23 -0.77(17) . . . . ?
N22 N21 C9 C11 -179.55(14) . . . . ?
C10 N23 C9 N21 0.33(17) . . . . ?
N25 N23 C9 N21 179.37(15) . . . . ?
C10 N23 C9 C11 179.18(14) . . . . ?
N25 N23 C9 C11 -1.8(3) . . . . ?
N21 N22 C10 N24 -176.35(15) . . . . ?
N21 N22 C10 N23 -0.74(17) . . . . ?
C9 N23 C10 N22 0.28(17) . . . . ?
N25 N23 C10 N22 -178.85(14) . . . . ?
C9 N23 C10 N24 176.19(15) . . . . ?
N25 N23 C10 N24 -2.9(2) . . . . ?
N27 N26 C11 N28 -0.14(17) . . . . ?
N27 N26 C11 C9 -178.24(14) . . . . ?
C12 N28 C11 N26 0.30(17) . . . . ?
N30 N28 C11 N26 178.38(16) . . . . ?
C12 N28 C11 C9 178.39(14) . . . . ?
N30 N28 C11 C9 -3.5(3) . . . . ?
N21 C9 C11 N26 173.64(15) . . . . ?
N23 C9 C11 N26 -5.0(2) . . . . ?
N21 C9 C11 N28 -4.2(3) . . . . ?
N23 C9 C11 N28 177.15(14) . . . . ?
N26 N27 C12 N29 178.99(15) . . . . ?
N26 N27 C12 N28 0.26(17) . . . . ?
C11 N28 C12 N29 -179.10(15) . . . . ?
N30 N28 C12 N29 2.5(2) . . . . ?
C11 N28 C12 N27 -0.33(16) . . . . ?
N30 N28 C12 N27 -178.70(14) . . . . ?
C13 N31 N32 N33 -0.18(18) . . . . ?
N31 N32 N33 N34 -0.26(18) . . . . ?
N32 N33 N34 C13 0.61(18) . . . . ?
C13 N35 N36 O1 0.4(2) . . . . ?
C13 N35 N36 O2 -178.22(13) . . . . ?
N33 N34 C13 N31 -0.70(17) . . . . ?
N33 N34 C13 N35 -179.29(14) . . . . ?
N32 N31 C13 N34 0.57(18) . . . . ?
N32 N31 C13 N35 178.88(16) . . . . ?
N36 N35 C13 N34 -175.20(14) . . . . ?
N36 N35 C13 N31 6.6(3) . . . . ?
C14 N37 N38 N39 0.27(17) . . . . ?
N37 N38 N39 N40 -0.14(18) . . . . ?
N38 N39 N40 C14 -0.04(18) . . . . ?
C14 N41 N42 O3 3.5(2) . . . . ?
C14 N41 N42 O4 -176.47(13) . . . . ?
N39 N40 C14 N37 0.20(18) . . . . ?
N39 N40 C14 N41 -174.71(14) . . . . ?
N38 N37 C14 N40 -0.30(18) . . . . ?
N38 N37 C14 N41 173.72(16) . . . . ?
N42 N41 C14 N40 -168.42(14) . . . . ?
N42 N41 C14 N37 18.1(3) . . . . ?
C15 N43 N44 N45 -0.27(18) . . . . ?
N43 N44 N45 N46 0.21(17) . . . . ?
N44 N45 N46 C15 -0.07(17) . . . . ?
C15 N47 N48 O5 2.4(2) . . . . ?
C15 N47 N48 O6 -177.06(13) . . . . ?
N44 N43 C15 N46 0.22(17) . . . . ?
N44 N43 C15 N47 -175.68(14) . . . . ?
N45 N46 C15 N43 -0.10(18) . . . . ?
N45 N46 C15 N47 175.05(16) . . . . ?
N48 N47 C15 N43 -174.63(14) . . . . ?
N48 N47 C15 N46 10.6(3) . . . . ?
C16 N49 N50 N51 1.12(18) . . . . ?
N49 N50 N51 N52 -0.72(18) . . . . ?
N50 N51 N52 C16 0.05(19) . . . . ?
C16 N53 N54 O7 3.6(2) . . . . ?
C16 N53 N54 O8 -175.92(13) . . . . ?
N51 N52 C16 N49 0.66(18) . . . . ?
N51 N52 C16 N53 -175.94(14) . . . . ?
N50 N49 C16 N52 -1.12(18) . . . . ?
N50 N49 C16 N53 174.89(16) . . . . ?
N54 N53 C16 N52 -169.47(14) . . . . ?
N54 N53 C16 N49 14.9(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
? ? ? ? ? ? ? ?

_geom_special_details            ?

####################################################################### 
# 
# 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_jx224
_database_code_depnum_ccdc_archive 'CCDC 1029056'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu Jul 10 07:21:16 2014'
;

_chemical_name_systematic        
'5,5-bis(2,3-diaminotriazolium) 5-nitrimino1-H-tetrazolate semihydrate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis(2,3-diaminotriazolium) 5-nitrimino1-H-tetrazolate semihydrate'
_chemical_formula_moiety         '2(C4 H9 N10), 2(C H N6 O2), H2 O'
_chemical_formula_sum            'C10 H22 N32 O5'
_chemical_formula_weight         670.60


_cell_length_a                   28.2349(8)
_cell_length_b                   12.8429(3)
_cell_length_c                   7.2379(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.715(3)
_cell_angle_gamma                90.00
_cell_volume                     2615.71(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6230
_cell_measurement_theta_min      4.3530
_cell_measurement_theta_max      31.9030
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9525
_exptl_absorpt_correction_T_max  0.9930
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            19744
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             2706
_reflns_number_gt                2355
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0217944000
_diffrn_orient_matrix_UB_12      -0.0149035000
_diffrn_orient_matrix_UB_13      0.0485098000
_diffrn_orient_matrix_UB_21      -0.0051812000
_diffrn_orient_matrix_UB_22      0.0320373000
_diffrn_orient_matrix_UB_23      0.0755797000
_diffrn_orient_matrix_UB_31      -0.0115684000
_diffrn_orient_matrix_UB_32      -0.0424297000
_diffrn_orient_matrix_UB_33      0.0400371000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  -C2yc

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.041

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0474P)²+1.4950P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         2706
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N7 N 0.14742(4) 0.59245(8) 0.71291(15) 0.0215(2) Uani 1 1 d . . .
N8 N 0.12048(4) 0.50838(8) 0.76568(15) 0.0217(2) Uani 1 1 d . . .
N9 N 0.18491(4) 0.44919(8) 0.64820(14) 0.0194(2) Uani 1 1 d . . .
N10 N 0.15225(4) 0.23554(8) 0.72435(16) 0.0230(2) Uani 1 1 d . . .
N11 N 0.12447(4) 0.15473(9) 0.77797(16) 0.0232(2) Uani 1 1 d . . .
N12 N 0.08684(4) 0.29407(8) 0.83943(14) 0.0189(2) Uani 1 1 d . . .
N13 N 0.22049(4) 0.60929(9) 0.57214(16) 0.0255(3) Uani 1 1 d . . .
N14 N 0.22032(4) 0.38654(9) 0.57981(18) 0.0256(3) Uani 1 1 d . . .
N15 N 0.05041(4) 0.35599(9) 0.90109(19) 0.0270(3) Uani 1 1 d . . .
N16 N 0.04996(4) 0.13352(9) 0.90586(16) 0.0239(2) Uani 1 1 d . . .
C2 C 0.14359(4) 0.42418(9) 0.72677(17) 0.0187(3) Uani 1 1 d . . .
C3 C 0.18590(4) 0.55474(9) 0.64325(17) 0.0194(3) Uani 1 1 d . . .
C4 C 0.12876(4) 0.31886(9) 0.76265(17) 0.0186(3) Uani 1 1 d . . .
C5 C 0.08463(4) 0.18879(9) 0.84520(17) 0.0194(3) Uani 1 1 d . . .
O1 O 0.20044(4) 0.02849(8) 0.12714(16) 0.0354(3) Uani 1 1 d . . .
O2 O 0.18468(3) 0.18987(7) 0.19502(16) 0.0333(3) Uani 1 1 d . . .
N1 N 0.06386(4) 0.09479(8) 0.38461(16) 0.0238(2) Uani 1 1 d . . .
N2 N 0.03931(4) 0.18030(8) 0.42921(16) 0.0247(3) Uani 1 1 d . . .
N3 N 0.06120(4) 0.26464(8) 0.38510(16) 0.0238(2) Uani 1 1 d . . .
N4 N 0.10121(4) 0.23424(8) 0.30927(15) 0.0207(2) Uani 1 1 d . . .
N5 N 0.13356(4) 0.05960(8) 0.24495(16) 0.0243(2) Uani 1 1 d . . .
N6 N 0.17362(4) 0.09490(8) 0.18826(16) 0.0254(3) Uani 1 1 d . . .
C1 C 0.10243(4) 0.12987(9) 0.31006(17) 0.0198(3) Uani 1 1 d . . .
O3 O 0.0000 0.45149(11) 0.2500 0.0366(4) Uani 1 2 d S . .
H16A H 0.0521(6) 0.0660(15) 0.904(2) 0.034(4) Uiso 1 1 d . . .
H14A H 0.2367(6) 0.3567(14) 0.676(3) 0.040(5) Uiso 1 1 d . . .
H13A H 0.2455(6) 0.5789(14) 0.541(2) 0.035(4) Uiso 1 1 d . . .
H15A H 0.0404(6) 0.3986(15) 0.810(3) 0.046(5) Uiso 1 1 d . . .
H16B H 0.0244(7) 0.1645(15) 0.950(3) 0.044(5) Uiso 1 1 d . . .
H13B H 0.2200(7) 0.6777(16) 0.587(2) 0.043(5) Uiso 1 1 d . . .
H14B H 0.2045(7) 0.3350(15) 0.513(3) 0.043(5) Uiso 1 1 d . . .
H3A H -0.0194(7) 0.4117(16) 0.194(3) 0.055(6) Uiso 1 1 d . . .
H15B H 0.0629(7) 0.3936(17) 1.000(3) 0.055(6) Uiso 1 1 d . . .
H11 H 0.1326(6) 0.0894(14) 0.760(2) 0.035(4) Uiso 1 1 d . . .
H4 H 0.1227(7) 0.2892(17) 0.267(3) 0.056(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
N7 C3 1.3263(16) . ?
N7 N8 1.3921(14) . ?
N8 C2 1.3056(16) . ?
N9 C3 1.3564(15) . ?
N9 C2 1.3772(15) . ?
N9 N14 1.4049(14) . ?
N10 C4 1.3006(16) . ?
N10 N11 1.3758(15) . ?
N11 C5 1.3355(16) . ?
N11 H11 0.882(18) . ?
N12 C5 1.3544(16) . ?
N12 C4 1.3854(16) . ?
N12 N15 1.4017(15) . ?
N13 C3 1.3388(16) . ?
N13 H13A 0.855(18) . ?
N13 H13B 0.89(2) . ?
N14 H14A 0.892(19) . ?
N14 H14B 0.915(19) . ?
N15 H15A 0.88(2) . ?
N15 H15B 0.91(2) . ?
N16 C5 1.3136(16) . ?
N16 H16A 0.870(19) . ?
N16 H16B 0.90(2) . ?
C2 C4 1.4457(17) . ?
O1 N6 1.2456(14) . ?
O2 N6 1.2589(14) . ?
N1 C1 1.3330(16) . ?
N1 N2 1.3518(15) . ?
N2 N3 1.2997(15) . ?
N3 N4 1.3534(15) . ?
N4 C1 1.3409(16) . ?
N4 H4 1.00(2) . ?
N5 N6 1.3151(15) . ?
N5 C1 1.3702(16) . ?
O3 H3A 0.830(19) . ?

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 N8 107.71(10) . . ?
C2 N8 N7 106.81(10) . . ?
C3 N9 C2 105.31(10) . . ?
C3 N9 N14 123.10(10) . . ?
C2 N9 N14 131.57(10) . . ?
C4 N10 N11 104.36(10) . . ?
C5 N11 N10 111.87(10) . . ?
C5 N11 H11 127.0(11) . . ?
N10 N11 H11 121.1(11) . . ?
C5 N12 C4 106.55(10) . . ?
C5 N12 N15 121.31(10) . . ?
C4 N12 N15 132.13(10) . . ?
C3 N13 H13A 120.6(12) . . ?
C3 N13 H13B 116.8(12) . . ?
H13A N13 H13B 120.6(17) . . ?
N9 N14 H14A 108.0(11) . . ?
N9 N14 H14B 105.7(12) . . ?
H14A N14 H14B 107.7(16) . . ?
N12 N15 H15A 108.2(12) . . ?
N12 N15 H15B 107.7(13) . . ?
H15A N15 H15B 109.6(18) . . ?
C5 N16 H16A 118.6(11) . . ?
C5 N16 H16B 121.2(12) . . ?
H16A N16 H16B 120.2(16) . . ?
N8 C2 N9 110.56(10) . . ?
N8 C2 C4 125.38(11) . . ?
N9 C2 C4 124.06(11) . . ?
N7 C3 N13 126.96(12) . . ?
N7 C3 N9 109.60(11) . . ?
N13 C3 N9 123.41(11) . . ?
N10 C4 N12 111.34(10) . . ?
N10 C4 C2 124.83(11) . . ?
N12 C4 C2 123.82(11) . . ?
N16 C5 N11 128.17(12) . . ?
N16 C5 N12 125.96(12) . . ?
N11 C5 N12 105.87(11) . . ?
C1 N1 N2 105.90(10) . . ?
N3 N2 N1 110.79(10) . . ?
N2 N3 N4 106.79(10) . . ?
C1 N4 N3 107.97(10) . . ?
C1 N4 H4 133.9(12) . . ?
N3 N4 H4 118.1(12) . . ?
N6 N5 C1 118.22(10) . . ?
O1 N6 O2 121.42(11) . . ?
O1 N6 N5 116.00(10) . . ?
O2 N6 N5 122.59(11) . . ?
N1 C1 N4 108.54(11) . . ?
N1 C1 N5 119.03(11) . . ?
N4 C1 N5 132.37(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N7 N8 C2 0.20(13) . . . . ?
C4 N10 N11 C5 0.80(14) . . . . ?
N7 N8 C2 N9 -0.52(13) . . . . ?
N7 N8 C2 C4 178.63(11) . . . . ?
C3 N9 C2 N8 0.64(14) . . . . ?
N14 N9 C2 N8 -178.16(12) . . . . ?
C3 N9 C2 C4 -178.53(11) . . . . ?
N14 N9 C2 C4 2.7(2) . . . . ?
N8 N7 C3 N13 178.20(12) . . . . ?
N8 N7 C3 N9 0.20(13) . . . . ?
C2 N9 C3 N7 -0.50(13) . . . . ?
N14 N9 C3 N7 178.43(11) . . . . ?
C2 N9 C3 N13 -178.59(12) . . . . ?
N14 N9 C3 N13 0.34(19) . . . . ?
N11 N10 C4 N12 0.10(14) . . . . ?
N11 N10 C4 C2 -178.66(11) . . . . ?
C5 N12 C4 N10 -0.93(14) . . . . ?
N15 N12 C4 N10 -179.64(12) . . . . ?
C5 N12 C4 C2 177.84(11) . . . . ?
N15 N12 C4 C2 -0.9(2) . . . . ?
N8 C2 C4 N10 -179.53(12) . . . . ?
N9 C2 C4 N10 -0.5(2) . . . . ?
N8 C2 C4 N12 1.86(19) . . . . ?
N9 C2 C4 N12 -179.09(11) . . . . ?
N10 N11 C5 N16 178.82(12) . . . . ?
N10 N11 C5 N12 -1.37(14) . . . . ?
C4 N12 C5 N16 -178.83(12) . . . . ?
N15 N12 C5 N16 0.05(19) . . . . ?
C4 N12 C5 N11 1.35(13) . . . . ?
N15 N12 C5 N11 -179.76(11) . . . . ?
C1 N1 N2 N3 0.04(14) . . . . ?
N1 N2 N3 N4 0.05(14) . . . . ?
N2 N3 N4 C1 -0.11(13) . . . . ?
C1 N5 N6 O1 -178.75(11) . . . . ?
C1 N5 N6 O2 1.41(19) . . . . ?
N2 N1 C1 N4 -0.11(14) . . . . ?
N2 N1 C1 N5 -177.74(11) . . . . ?
N3 N4 C1 N1 0.14(14) . . . . ?
N3 N4 C1 N5 177.34(13) . . . . ?
N6 N5 C1 N1 -173.58(11) . . . . ?
N6 N5 C1 N4 9.5(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
N16 H16A N1 0.870(19) 2.098(19) 2.9640(16) 173.8(15) 6_556
N14 H14A O2 0.892(19) 2.411(19) 3.1773(16) 144.2(15) 7_556
N14 H14A O1 0.892(19) 2.633(18) 3.1489(18) 117.7(14) 7_556
N13 H13A O1 0.855(18) 2.127(18) 2.9446(16) 159.8(15) 4
N15 H15A O3 0.88(2) 2.26(2) 3.0133(17) 142.7(16) 5_566
N16 H16B N2 0.90(2) 2.07(2) 2.9385(16) 159.4(16) 2_556
N13 H13B O2 0.89(2) 2.15(2) 2.9351(16) 147.5(16) 6_566
O3 H3A N3 0.830(19) 2.28(2) 3.0696(16) 160.4(19) 2
N11 H11 N5 0.882(18) 1.917(19) 2.7768(16) 164.4(15) 6_556
N4 H4 N7 1.00(2) 1.73(2) 2.7005(15) 163.6(18) 6_565
N4 H4 N8 1.00(2) 2.60(2) 3.3690(15) 133.9(15) 6_565

_geom_special_details            ?

####################################################################### 
# 
# 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_jx226
_database_code_depnum_ccdc_archive 'CCDC 1029057'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu Jul 10 16:04:57 2014'
;

_chemical_name_systematic        
;
5,5-bis(3,4-diaminotriazolium) 5-nitrimino-1H-tetrazolate
 5,5-bis(3,4-diaminotriazole) hydrate
;
_chemical_compound_source        ?
_chemical_name_common            
;
5,5-bis(3,4-diaminotriazolium) 5-nitrimino-1H-tetrazolate
 5,5-bis(3,4-diaminotriazole) hydrate
;
_chemical_formula_moiety         'C4 H8 N10, C4 H10 N10, 2(C H N6 O2), 4(H2 O)'
_chemical_formula_sum            'C10 H28 N32 O8'
_chemical_formula_weight         724.64


_cell_length_a                   9.2750(7)
_cell_length_b                   9.5253(8)
_cell_length_c                   9.8392(8)
_cell_angle_alpha                109.650(7)
_cell_angle_beta                 96.080(6)
_cell_angle_gamma                116.486(8)
_cell_volume                     698.14(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2273
_cell_measurement_theta_min      4.5420
_cell_measurement_theta_max      32.1710
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.38
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             376
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9300
_exptl_absorpt_correction_T_max  0.9500
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            5502
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.20
_diffrn_reflns_theta_max         26.49
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.995

_reflns_number_total             2872
_reflns_number_gt                2371
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.0033257000
_diffrn_orient_matrix_UB_12      -0.0623167000
_diffrn_orient_matrix_UB_13      0.0256559000
_diffrn_orient_matrix_UB_21      -0.0794689000
_diffrn_orient_matrix_UB_22      -0.0634973000
_diffrn_orient_matrix_UB_23      -0.0556611000
_diffrn_orient_matrix_UB_31      0.0414132000
_diffrn_orient_matrix_UB_32      -0.0241831000
_diffrn_orient_matrix_UB_33      -0.0519401000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.044

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0447P)²+0.1560P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         2872
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8 N 0.17755(14) 0.61323(15) 0.30003(13) 0.0173(3) Uani 1 1 d . . .
N7 N 0.04341(14) 0.58883(15) 0.36074(13) 0.0178(3) Uani 1 1 d . . .
N9 N 0.19583(14) 0.50492(15) 0.46158(13) 0.0158(3) Uani 1 1 d . . .
N10 N 0.41259(15) 0.57316(17) 0.34393(15) 0.0202(3) Uani 1 1 d . . .
N11 N 0.26168(16) 0.44186(19) 0.54655(16) 0.0205(3) Uani 1 1 d . . .
C2 C 0.26639(17) 0.56200(17) 0.36284(15) 0.0156(3) Uani 1 1 d . . .
C5 C 0.05682(17) 0.52399(17) 0.45593(15) 0.0160(3) Uani 1 1 d . . .
C3 C 0.36353(17) 0.09937(17) 0.29633(15) 0.0167(3) Uani 1 1 d . . .
N12 N 0.50635(15) 0.11299(16) 0.26899(14) 0.0187(3) Uani 1 1 d . . .
C4 C 0.48465(17) 0.02628(18) 0.44143(15) 0.0170(3) Uani 1 1 d . . .
N16 N 0.20966(16) 0.0151(2) 0.46379(16) 0.0228(3) Uani 1 1 d . . .
N15 N 0.26093(16) 0.13645(17) 0.23495(15) 0.0206(3) Uani 1 1 d . . .
N14 N 0.34574(14) 0.04083(15) 0.40473(13) 0.0165(3) Uani 1 1 d . . .
N13 N 0.58393(15) 0.06771(16) 0.36034(14) 0.0198(3) Uani 1 1 d . . .
O1 O 0.44282(14) 0.28274(17) 0.04278(14) 0.0338(3) Uani 1 1 d . . .
O2 O 0.60519(14) 0.33122(16) -0.09921(13) 0.0318(3) Uani 1 1 d . . .
N1 N 0.86596(14) 0.29739(15) -0.06794(14) 0.0180(3) Uani 1 1 d . . .
N2 N 1.00339(15) 0.28030(16) -0.06228(14) 0.0211(3) Uani 1 1 d . . .
N3 N 1.01644(16) 0.22663(16) 0.04086(14) 0.0233(3) Uani 1 1 d . . .
N4 N 0.88984(15) 0.20712(16) 0.10346(14) 0.0223(3) Uani 1 1 d . . .
N5 N 0.65960(15) 0.24763(17) 0.07813(14) 0.0219(3) Uani 1 1 d . . .
N6 N 0.56931(15) 0.28851(16) 0.00385(14) 0.0222(3) Uani 1 1 d . . .
C1 C 0.79795(17) 0.25266(18) 0.03546(16) 0.0177(3) Uani 1 1 d . . .
O3 O 0.96672(14) 0.09840(17) 0.31391(13) 0.0258(3) Uani 1 1 d . . .
O4 O 0.75223(16) 0.72408(16) 0.22265(14) 0.0307(3) Uani 1 1 d . . .
H20B H 0.266(2) 0.495(2) 0.641(2) 0.029(5) Uiso 1 1 d . . .
H16B H 0.433(2) 0.584(2) 0.262(2) 0.031(5) Uiso 1 1 d . . .
H13B H 0.287(2) 0.172(2) 0.164(2) 0.029(5) Uiso 1 1 d . . .
H12B H 0.249(2) 0.093(2) 0.558(2) 0.032(5) Uiso 1 1 d . . .
H20A H 0.183(2) 0.327(3) 0.512(2) 0.036(5) Uiso 1 1 d . . .
H13A H 0.168(2) 0.118(2) 0.262(2) 0.030(5) Uiso 1 1 d . . .
H12A H 0.164(2) -0.093(3) 0.462(2) 0.033(5) Uiso 1 1 d . . .
H16A H 0.451(2) 0.518(2) 0.380(2) 0.030(5) Uiso 1 1 d . . .
H3B H 0.918(3) 0.122(3) 0.249(3) 0.050(6) Uiso 1 1 d . . .
H4A H 0.826(3) 0.706(3) 0.186(3) 0.052(6) Uiso 1 1 d . . .
H3A H 0.911(3) -0.008(3) 0.290(3) 0.056(7) Uiso 1 1 d . . .
H4B H 0.684(3) 0.703(3) 0.143(3) 0.061(7) Uiso 1 1 d . . .
H12 H 0.558(2) 0.155(2) 0.203(2) 0.025(4) Uiso 1 1 d . . .
H1 H 0.830(3) 0.333(3) -0.144(2) 0.051(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
N8 C2 1.3238(18) . ?
N8 N7 1.3970(15) . ?
N7 C5 1.3065(17) . ?
N9 C2 1.3566(17) . ?
N9 C5 1.3781(17) . ?
N9 N11 1.4105(15) . ?
N10 C2 1.3501(18) . ?
N10 H16B 0.874(19) . ?
N10 H16A 0.887(18) . ?
N11 H20B 0.89(2) . ?
N11 H20A 0.91(2) . ?
C5 C5 1.450(3) 2_566 ?
C3 N15 1.3101(19) . ?
C3 N12 1.3377(18) . ?
C3 N14 1.3532(17) . ?
N12 N13 1.3828(16) . ?
N12 H12 0.940(17) . ?
C4 N13 1.2975(18) . ?
C4 N14 1.3797(18) . ?
C4 C4 1.451(3) 2_656 ?
N16 N14 1.4022(16) . ?
N16 H12B 0.88(2) . ?
N16 H12A 0.910(19) . ?
N15 H13B 0.883(18) . ?
N15 H13A 0.889(19) . ?
O1 N6 1.2562(15) . ?
O2 N6 1.2380(15) . ?
N1 C1 1.3425(18) . ?
N1 N2 1.3530(17) . ?
N1 H1 1.01(2) . ?
N2 N3 1.2977(17) . ?
N3 N4 1.3521(17) . ?
N4 C1 1.3290(19) . ?
N5 N6 1.3190(17) . ?
N5 C1 1.3776(18) . ?
O3 H3B 0.89(2) . ?
O3 H3A 0.83(2) . ?
O4 H4A 0.86(2) . ?
O4 H4B 0.86(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N8 N7 107.38(11) . . ?
C5 N7 N8 106.92(11) . . ?
C2 N9 C5 105.21(11) . . ?
C2 N9 N11 123.50(11) . . ?
C5 N9 N11 131.29(11) . . ?
C2 N10 H16B 115.0(12) . . ?
C2 N10 H16A 118.5(11) . . ?
H16B N10 H16A 118.8(16) . . ?
N9 N11 H20B 106.6(11) . . ?
N9 N11 H20A 106.0(12) . . ?
H20B N11 H20A 107.9(16) . . ?
N8 C2 N10 127.23(13) . . ?
N8 C2 N9 110.01(12) . . ?
N10 C2 N9 122.62(13) . . ?
N7 C5 N9 110.48(11) . . ?
N7 C5 C5 126.08(15) . 2_566 ?
N9 C5 C5 123.43(15) . 2_566 ?
N15 C3 N12 128.46(13) . . ?
N15 C3 N14 125.83(13) . . ?
N12 C3 N14 105.71(12) . . ?
C3 N12 N13 111.73(11) . . ?
C3 N12 H12 127.9(10) . . ?
N13 N12 H12 120.2(10) . . ?
N13 C4 N14 111.71(12) . . ?
N13 C4 C4 124.81(16) . 2_656 ?
N14 C4 C4 123.47(15) . 2_656 ?
N14 N16 H12B 108.7(12) . . ?
N14 N16 H12A 107.0(11) . . ?
H12B N16 H12A 109.0(17) . . ?
C3 N15 H13B 116.2(11) . . ?
C3 N15 H13A 118.6(11) . . ?
H13B N15 H13A 125.0(16) . . ?
C3 N14 C4 106.76(11) . . ?
C3 N14 N16 121.18(11) . . ?
C4 N14 N16 131.96(11) . . ?
C4 N13 N12 104.07(11) . . ?
C1 N1 N2 107.68(11) . . ?
C1 N1 H1 131.9(11) . . ?
N2 N1 H1 120.4(11) . . ?
N3 N2 N1 107.26(11) . . ?
N2 N3 N4 110.27(11) . . ?
C1 N4 N3 106.34(11) . . ?
N6 N5 C1 117.01(11) . . ?
O2 N6 O1 120.56(12) . . ?
O2 N6 N5 122.76(12) . . ?
O1 N6 N5 116.68(11) . . ?
N4 C1 N1 108.46(12) . . ?
N4 C1 N5 119.34(12) . . ?
N1 C1 N5 132.21(13) . . ?
H3B O3 H3A 109(2) . . ?
H4A O4 H4B 100(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
C2 N8 N7 C5 -0.26(15) . . . . ?
N7 N8 C2 N10 -175.48(13) . . . . ?
N7 N8 C2 N9 0.13(15) . . . . ?
C5 N9 C2 N8 0.04(15) . . . . ?
N11 N9 C2 N8 -179.95(12) . . . . ?
C5 N9 C2 N10 175.90(13) . . . . ?
N11 N9 C2 N10 -4.1(2) . . . . ?
N8 N7 C5 N9 0.29(15) . . . . ?
N8 N7 C5 C5 -179.23(17) . . . 2_566 ?
C2 N9 C5 N7 -0.21(15) . . . . ?
N11 N9 C5 N7 179.78(13) . . . . ?
C2 N9 C5 C5 179.32(16) . . . 2_566 ?
N11 N9 C5 C5 -0.7(3) . . . 2_566 ?
N15 C3 N12 N13 177.70(14) . . . . ?
N14 C3 N12 N13 -1.30(15) . . . . ?
N15 C3 N14 C4 -177.34(14) . . . . ?
N12 C3 N14 C4 1.69(15) . . . . ?
N15 C3 N14 N16 -0.5(2) . . . . ?
N12 C3 N14 N16 178.53(12) . . . . ?
N13 C4 N14 C3 -1.60(16) . . . . ?
C4 C4 N14 C3 177.42(17) 2_656 . . . ?
N13 C4 N14 N16 -177.97(14) . . . . ?
C4 C4 N14 N16 1.0(3) 2_656 . . . ?
N14 C4 N13 N12 0.79(15) . . . . ?
C4 C4 N13 N12 -178.22(17) 2_656 . . . ?
C3 N12 N13 C4 0.33(15) . . . . ?
C1 N1 N2 N3 0.18(15) . . . . ?
N1 N2 N3 N4 0.23(15) . . . . ?
N2 N3 N4 C1 -0.55(16) . . . . ?
C1 N5 N6 O2 -0.5(2) . . . . ?
C1 N5 N6 O1 179.63(13) . . . . ?
N3 N4 C1 N1 0.65(15) . . . . ?
N3 N4 C1 N5 -179.24(12) . . . . ?
N2 N1 C1 N4 -0.52(16) . . . . ?
N2 N1 C1 N5 179.35(15) . . . . ?
N6 N5 C1 N4 -177.82(13) . . . . ?
N6 N5 C1 N1 2.3(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
N10 H16B O2 0.874(19) 2.087(19) 2.8599(17) 147.1(16) 2_665
N15 H13B O1 0.883(18) 2.117(18) 2.9519(17) 157.4(16) .
N16 H12B O4 0.88(2) 2.27(2) 3.106(2) 158.0(16) 2_666
N11 H20A O3 0.91(2) 2.23(2) 3.013(2) 143.6(16) 1_455
N15 H13A O3 0.889(19) 1.933(19) 2.8174(17) 173.0(16) 1_455
N16 H12A N7 0.910(19) 2.48(2) 3.3476(19) 159.3(16) 1_545
N16 H12A O3 0.910(19) 2.634(18) 3.0659(16) 109.9(13) 2_656
N10 H16A N11 0.887(18) 2.505(18) 3.1795(18) 133.2(14) 2_666
O3 H3B N4 0.89(2) 1.91(2) 2.7671(17) 160.4(19) .
O3 H3B N3 0.89(2) 2.64(2) 3.2999(16) 131.9(17) .
O4 H4A N2 0.86(2) 2.08(2) 2.9029(17) 159(2) 2_765
O3 H3A O4 0.83(2) 2.10(3) 2.9358(18) 175(2) 1_545
O4 H4B O1 0.86(3) 2.14(3) 2.9796(18) 166(2) 2_665
O4 H4B O2 0.86(3) 2.53(2) 3.1467(17) 130.1(19) 2_665
O4 H4B N6 0.86(3) 2.67(3) 3.4595(18) 153(2) 2_665
N12 H12 N5 0.940(17) 1.845(18) 2.7840(16) 176.9(15) .
N12 H12 N6 0.940(17) 2.660(18) 3.5110(16) 150.9(13) .
N1 H1 N8 1.01(2) 1.77(2) 2.7425(17) 159.9(18) 2_665
N1 H1 N7 1.01(2) 2.70(2) 3.4613(16) 132.5(14) 2_665

_geom_special_details            ?

####################################################################### 
# 
# 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_jx227
_database_code_depnum_ccdc_archive 'CCDC 1029058'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu Jul 10 21:39:41 2014'
;

_chemical_name_systematic        
'5,5-bis(2,3-diamino-1,2,4-triazolium) 1,1-dinitramino-5,5-bistetrazolate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis(2,3-diamino-1,2,4-triazolium) 1,1-dinitramino-5,5-bistetrazolate'
_chemical_formula_moiety         'C2 N12 O4, C4 H10 N10'
_chemical_formula_sum            'C6 H10 N22 O4'
_chemical_formula_weight         454.36


_cell_length_a                   6.3892(6)
_cell_length_b                   8.2420(7)
_cell_length_c                   8.4392(7)
_cell_angle_alpha                81.266(7)
_cell_angle_beta                 75.251(7)
_cell_angle_gamma                85.638(7)
_cell_volume                     424.45(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1490
_cell_measurement_theta_min      4.6190
_cell_measurement_theta_max      31.8310
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             232
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9425
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            6245
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.13
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1750
_reflns_number_gt                1390
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0177616000
_diffrn_orient_matrix_UB_12      0.0251735000
_diffrn_orient_matrix_UB_13      -0.0864023000
_diffrn_orient_matrix_UB_21      0.0957129000
_diffrn_orient_matrix_UB_22      -0.0508962000
_diffrn_orient_matrix_UB_23      -0.0139410000
_diffrn_orient_matrix_UB_31      -0.0610123000
_diffrn_orient_matrix_UB_32      -0.0660948000
_diffrn_orient_matrix_UB_33      -0.0062782000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.181
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.051

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0369P)²+0.1063P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1750
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1278(2) 0.04267(15) 0.62882(15) 0.0337(3) Uani 1 1 d . . .
O2 O 0.2924(2) 0.27452(15) 0.53984(15) 0.0312(3) Uani 1 1 d . . .
N1 N 0.2860(2) -0.00472(16) 0.87740(16) 0.0191(3) Uani 1 1 d . . .
N2 N 0.4412(2) -0.12044(17) 0.89562(17) 0.0234(3) Uani 1 1 d . . .
N3 N 0.3503(2) -0.22967(17) 1.01708(17) 0.0235(3) Uani 1 1 d . . .
N4 N 0.1384(2) -0.18771(16) 1.07904(17) 0.0227(3) Uani 1 1 d . . .
N5 N 0.3416(2) 0.13920(16) 0.76853(16) 0.0224(3) Uani 1 1 d . . .
N6 N 0.2490(2) 0.14593(17) 0.64404(16) 0.0226(3) Uani 1 1 d . . .
C1 C 0.1016(3) -0.04665(18) 0.99110(19) 0.0185(3) Uani 1 1 d . . .
N7 N 1.0930(2) 0.32786(17) 0.28931(17) 0.0224(3) Uani 1 1 d . . .
N8 N 1.1709(2) 0.39394(16) 0.12685(16) 0.0206(3) Uani 1 1 d . . .
N9 N 0.8155(2) 0.43750(15) 0.21042(15) 0.0166(3) Uani 1 1 d . . .
N10 N 0.5981(2) 0.49004(19) 0.22169(17) 0.0204(3) Uani 1 1 d . . .
N11 N 0.7569(3) 0.31154(19) 0.49043(18) 0.0261(3) Uani 1 1 d . . .
C2 C 0.8813(3) 0.35426(19) 0.34151(19) 0.0183(3) Uani 1 1 d . . .
C3 C 1.0002(3) 0.45836(18) 0.08190(18) 0.0165(3) Uani 1 1 d . . .
H10A H 0.555(3) 0.447(2) 0.140(3) 0.035(6) Uiso 1 1 d . . .
H7A H 1.179(3) 0.290(2) 0.352(3) 0.037(6) Uiso 1 1 d . . .
H11B H 0.620(4) 0.323(3) 0.502(3) 0.040(6) Uiso 1 1 d . . .
H10B H 0.598(3) 0.601(3) 0.197(3) 0.041(6) Uiso 1 1 d . . .
H11A H 0.816(4) 0.239(3) 0.562(3) 0.046(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
O1 N6 1.2350(17) . ?
O2 N6 1.2693(17) . ?
N1 N2 1.3439(19) . ?
N1 C1 1.347(2) . ?
N1 N5 1.3945(18) . ?
N2 N3 1.3018(19) . ?
N3 N4 1.360(2) . ?
N4 C1 1.3203(19) . ?
N5 N6 1.3231(18) . ?
C1 C1 1.443(3) 2_557 ?
N7 C2 1.323(2) . ?
N7 N8 1.3752(18) . ?
N7 H7A 0.86(2) . ?
N8 C3 1.295(2) . ?
N9 C2 1.354(2) . ?
N9 C3 1.3857(19) . ?
N9 N10 1.4070(18) . ?
N10 H10A 0.93(2) . ?
N10 H10B 0.91(2) . ?
N11 C2 1.317(2) . ?
N11 H11B 0.86(2) . ?
N11 H11A 0.91(2) . ?
C3 C3 1.447(3) 2_765 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C1 108.78(12) . . ?
N2 N1 N5 119.17(13) . . ?
C1 N1 N5 131.43(14) . . ?
N3 N2 N1 105.96(13) . . ?
N2 N3 N4 111.19(12) . . ?
C1 N4 N3 105.66(13) . . ?
N6 N5 N1 109.47(12) . . ?
O1 N6 O2 121.85(13) . . ?
O1 N6 N5 125.22(13) . . ?
O2 N6 N5 112.90(13) . . ?
N4 C1 N1 108.40(14) . . ?
N4 C1 C1 126.59(18) . 2_557 ?
N1 C1 C1 125.00(17) . 2_557 ?
C2 N7 N8 112.19(13) . . ?
C2 N7 H7A 125.2(14) . . ?
N8 N7 H7A 121.7(14) . . ?
C3 N8 N7 104.03(13) . . ?
C2 N9 C3 106.09(13) . . ?
C2 N9 N10 121.92(13) . . ?
C3 N9 N10 131.95(13) . . ?
N9 N10 H10A 106.9(13) . . ?
N9 N10 H10B 106.1(13) . . ?
H10A N10 H10B 108.4(18) . . ?
C2 N11 H11B 117.3(14) . . ?
C2 N11 H11A 117.2(14) . . ?
H11B N11 H11A 121.6(19) . . ?
N11 C2 N7 127.90(15) . . ?
N11 C2 N9 126.03(16) . . ?
N7 C2 N9 106.06(13) . . ?
N8 C3 N9 111.61(13) . . ?
N8 C3 C3 124.69(18) . 2_765 ?
N9 C3 C3 123.70(18) . 2_765 ?

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 0.44(17) . . . . ?
N5 N1 N2 N3 172.47(13) . . . . ?
N1 N2 N3 N4 -0.08(17) . . . . ?
N2 N3 N4 C1 -0.32(18) . . . . ?
N2 N1 N5 N6 114.20(15) . . . . ?
C1 N1 N5 N6 -75.9(2) . . . . ?
N1 N5 N6 O1 1.6(2) . . . . ?
N1 N5 N6 O2 179.84(13) . . . . ?
N3 N4 C1 N1 0.58(17) . . . . ?
N3 N4 C1 C1 179.1(2) . . . 2_557 ?
N2 N1 C1 N4 -0.66(18) . . . . ?
N5 N1 C1 N4 -171.36(15) . . . . ?
N2 N1 C1 C1 -179.25(19) . . . 2_557 ?
N5 N1 C1 C1 10.0(3) . . . 2_557 ?
C2 N7 N8 C3 -1.02(18) . . . . ?
N8 N7 C2 N11 -178.17(16) . . . . ?
N8 N7 C2 N9 0.98(18) . . . . ?
C3 N9 C2 N11 178.63(16) . . . . ?
N10 N9 C2 N11 0.6(3) . . . . ?
C3 N9 C2 N7 -0.53(17) . . . . ?
N10 N9 C2 N7 -178.58(14) . . . . ?
N7 N8 C3 N9 0.65(17) . . . . ?
N7 N8 C3 C3 -179.16(19) . . . 2_765 ?
C2 N9 C3 N8 -0.09(18) . . . . ?
N10 N9 C3 N8 177.68(15) . . . . ?
C2 N9 C3 C3 179.71(18) . . . 2_765 ?
N10 N9 C3 C3 -2.5(3) . . . 2_765 ?

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 N3 0.93(2) 2.34(2) 3.105(2) 139.3(16) 2_656
N10 H10A N8 0.93(2) 2.56(2) 3.218(2) 128.3(16) 1_455
N7 H7A O2 0.86(2) 1.89(2) 2.7005(18) 156(2) 1_655
N11 H11B O2 0.86(2) 2.09(2) 2.923(2) 163(2) .
N10 H10B N5 0.91(2) 2.28(2) 3.125(2) 155.1(18) 2_666
N10 H10B N3 0.91(2) 2.64(2) 3.2327(19) 123.2(16) 1_564
N11 H11A O1 0.91(2) 2.59(2) 3.422(2) 151.4(18) 1_655

_geom_special_details            ?

####################################################################### 
# 
# 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_jx331
_database_code_depnum_ccdc_archive 'CCDC 1029059'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Wed Sep 03 04:32:27 2014'
;

_chemical_name_systematic        '5,5-bis(2,3-diaminotriazolium) nitroformate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis(2,3-diaminotriazolium) bis(trinitromethanide'
_chemical_formula_moiety         'C4 H10 N10, 2(C N3 O6)'
_chemical_formula_sum            'C6 H10 N16 O12'
_chemical_formula_weight         498.30


_cell_length_a                   16.8271(4)
_cell_length_b                   12.0361(3)
_cell_length_c                   8.7485(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.252(2)
_cell_angle_gamma                90.00
_cell_volume                     1769.00(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8477
_cell_measurement_theta_min      4.6800
_cell_measurement_theta_max      31.6180
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.871
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9400
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            26371
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.17
_diffrn_reflns_theta_max         26.49
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             3649
_reflns_number_gt                3154
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.0351403000
_diffrn_orient_matrix_UB_12      -0.0018087000
_diffrn_orient_matrix_UB_13      0.0409995000
_diffrn_orient_matrix_UB_21      -0.0016725000
_diffrn_orient_matrix_UB_22      -0.0584995000
_diffrn_orient_matrix_UB_23      -0.0095236000
_diffrn_orient_matrix_UB_31      0.0233542000
_diffrn_orient_matrix_UB_32      -0.0069378000
_diffrn_orient_matrix_UB_33      0.0694278000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  -P2ybc

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.214
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.051

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0381P)²+0.6486P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         3649
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0778
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.29535(7) 0.75520(10) 0.81797(13) 0.0214(2) Uani 1 1 d . . .
N2 N 0.24585(7) 0.68241(9) 0.73700(13) 0.0205(2) Uani 1 1 d . . .
N3 N 0.32726(6) 0.59406(9) 0.90386(12) 0.0176(2) Uani 1 1 d . . .
N4 N 0.17147(6) 0.47004(9) 0.62969(12) 0.0157(2) Uani 1 1 d . . .
N5 N 0.24474(6) 0.38702(9) 0.81445(13) 0.0208(2) Uani 1 1 d . . .
N6 N 0.19602(7) 0.31258(10) 0.73557(13) 0.0195(2) Uani 1 1 d . . .
N7 N 0.09934(7) 0.31750(11) 0.52313(15) 0.0230(3) Uani 1 1 d . . .
N8 N 0.14118(7) 0.54605(10) 0.52000(14) 0.0206(2) Uani 1 1 d . . .
N9 N 0.36991(7) 0.51289(10) 0.98958(14) 0.0228(3) Uani 1 1 d . . .
N10 N 0.39892(7) 0.74561(12) 1.01623(16) 0.0280(3) Uani 1 1 d . . .
C1 C 0.34463(7) 0.70292(11) 0.91878(15) 0.0196(3) Uani 1 1 d . . .
C2 C 0.26632(7) 0.58575(11) 0.79146(14) 0.0167(3) Uani 1 1 d . . .
C3 C 0.22880(7) 0.48145(10) 0.74761(14) 0.0168(3) Uani 1 1 d . . .
C4 C 0.15221(7) 0.36124(10) 0.62297(15) 0.0171(3) Uani 1 1 d . . .
O1 O 0.43399(6) 0.21839(9) 0.36173(13) 0.0335(3) Uani 1 1 d . . .
O2 O 0.36397(7) 0.27350(10) 0.16015(12) 0.0371(3) Uani 1 1 d . . .
O3 O 0.52007(6) 0.41879(10) 0.25180(13) 0.0349(3) Uani 1 1 d . . .
O4 O 0.46855(7) 0.56619(9) 0.35239(14) 0.0379(3) Uani 1 1 d . . .
O5 O 0.32469(6) 0.53289(8) 0.45835(11) 0.0239(2) Uani 1 1 d . . .
O6 O 0.27878(5) 0.36449(8) 0.41787(11) 0.0223(2) Uani 1 1 d . . .
N11 N 0.39964(6) 0.28964(10) 0.28351(13) 0.0217(2) Uani 1 1 d . . .
N12 N 0.46515(7) 0.46723(10) 0.31553(14) 0.0246(3) Uani 1 1 d . . .
N13 N 0.33210(6) 0.43578(9) 0.40826(12) 0.0182(2) Uani 1 1 d . . .
C5 C 0.39961(8) 0.40311(11) 0.34233(15) 0.0210(3) Uani 1 1 d . . .
O7 O 0.22020(5) 0.53894(9) 0.16214(12) 0.0265(2) Uani 1 1 d . . .
O8 O 0.14061(6) 0.39702(8) 0.18085(12) 0.0279(2) Uani 1 1 d . . .
O9 O 0.14125(6) 0.68987(9) -0.01426(12) 0.0313(2) Uani 1 1 d . . .
O10 O 0.05706(6) 0.75237(8) 0.14207(14) 0.0337(3) Uani 1 1 d . . .
O11 O -0.04660(5) 0.58458(8) 0.11802(11) 0.0252(2) Uani 1 1 d . . .
O12 O 0.00053(6) 0.45646(9) 0.27102(14) 0.0358(3) Uani 1 1 d . . .
N14 N 0.15181(6) 0.49849(9) 0.16556(12) 0.0188(2) Uani 1 1 d . . .
N15 N 0.09616(6) 0.67696(9) 0.08891(13) 0.0191(2) Uani 1 1 d . . .
N16 N 0.01004(6) 0.53411(9) 0.18292(13) 0.0196(2) Uani 1 1 d . . .
C6 C 0.08742(7) 0.56883(11) 0.15303(15) 0.0186(3) Uani 1 1 d . . .
H10B H 0.4300(10) 0.7006(15) 1.065(2) 0.028(4) Uiso 1 1 d . . .
H9A H 0.3342(11) 0.4684(15) 1.027(2) 0.031(4) Uiso 1 1 d . . .
H8A H 0.1110(11) 0.5940(16) 0.568(2) 0.037(5) Uiso 1 1 d . . .
H6 H 0.1982(10) 0.2455(15) 0.7554(19) 0.028(4) Uiso 1 1 d . . .
H7A H 0.0888(10) 0.2480(16) 0.5253(19) 0.027(4) Uiso 1 1 d . . .
H7B H 0.0780(11) 0.3608(16) 0.454(2) 0.035(5) Uiso 1 1 d . . .
H8B H 0.1849(12) 0.5788(16) 0.485(2) 0.043(5) Uiso 1 1 d . . .
H9B H 0.3973(11) 0.4761(16) 0.926(2) 0.039(5) Uiso 1 1 d . . .
H10A H 0.4102(11) 0.8124(18) 1.004(2) 0.040(5) Uiso 1 1 d . . .
H1 H 0.2917(10) 0.8247(15) 0.8024(19) 0.028(4) 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
N1 C1 1.3336(18) . ?
N1 N2 1.3770(15) . ?
N1 H1 0.849(18) . ?
N2 C2 1.2964(17) . ?
N3 C1 1.3472(17) . ?
N3 C2 1.3835(16) . ?
N3 N9 1.4039(16) . ?
N4 C4 1.3495(16) . ?
N4 C3 1.3788(16) . ?
N4 N8 1.4007(15) . ?
N5 C3 1.2991(17) . ?
N5 N6 1.3736(15) . ?
N6 C4 1.3320(17) . ?
N6 H6 0.826(18) . ?
N7 C4 1.3204(17) . ?
N7 H7A 0.856(18) . ?
N7 H7B 0.86(2) . ?
N8 H8A 0.89(2) . ?
N8 H8B 0.90(2) . ?
N9 H9A 0.881(19) . ?
N9 H9B 0.87(2) . ?
N10 C1 1.3179(18) . ?
N10 H10B 0.853(19) . ?
N10 H10A 0.83(2) . ?
C2 C3 1.4472(18) . ?
O1 N11 1.2218(15) . ?
O2 N11 1.2204(15) . ?
O3 N12 1.2504(15) . ?
O4 N12 1.2345(16) . ?
O5 N13 1.2570(14) . ?
O6 N13 1.2477(14) . ?
N11 C5 1.4595(17) . ?
N12 C5 1.3769(17) . ?
N13 C5 1.3610(16) . ?
O7 N14 1.2515(14) . ?
O8 N14 1.2441(14) . ?
O9 N15 1.2215(15) . ?
O10 N15 1.2278(14) . ?
O11 N16 1.2403(14) . ?
O12 N16 1.2277(15) . ?
N14 C6 1.3745(16) . ?
N15 C6 1.4282(16) . ?
N16 C6 1.4060(16) . ?

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 N1 N2 112.05(11) . . ?
C1 N1 H1 127.4(11) . . ?
N2 N1 H1 120.5(11) . . ?
C2 N2 N1 103.97(11) . . ?
C1 N3 C2 106.69(11) . . ?
C1 N3 N9 121.57(11) . . ?
C2 N3 N9 131.70(11) . . ?
C4 N4 C3 106.57(10) . . ?
C4 N4 N8 121.79(11) . . ?
C3 N4 N8 131.27(11) . . ?
C3 N5 N6 104.03(10) . . ?
C4 N6 N5 111.97(11) . . ?
C4 N6 H6 127.0(12) . . ?
N5 N6 H6 120.9(12) . . ?
C4 N7 H7A 120.6(11) . . ?
C4 N7 H7B 117.4(12) . . ?
H7A N7 H7B 122.0(17) . . ?
N4 N8 H8A 107.0(12) . . ?
N4 N8 H8B 104.2(12) . . ?
H8A N8 H8B 112.0(17) . . ?
N3 N9 H9A 106.4(11) . . ?
N3 N9 H9B 106.6(13) . . ?
H9A N9 H9B 109.1(17) . . ?
C1 N10 H10B 117.5(12) . . ?
C1 N10 H10A 116.6(13) . . ?
H10B N10 H10A 122.6(18) . . ?
N10 C1 N1 128.76(13) . . ?
N10 C1 N3 125.48(13) . . ?
N1 C1 N3 105.75(11) . . ?
N2 C2 N3 111.54(11) . . ?
N2 C2 C3 125.33(12) . . ?
N3 C2 C3 123.07(11) . . ?
N5 C3 N4 111.56(11) . . ?
N5 C3 C2 124.32(12) . . ?
N4 C3 C2 124.12(11) . . ?
N7 C4 N6 129.62(13) . . ?
N7 C4 N4 124.53(12) . . ?
N6 C4 N4 105.85(11) . . ?
O2 N11 O1 125.23(12) . . ?
O2 N11 C5 116.79(12) . . ?
O1 N11 C5 117.97(11) . . ?
O4 N12 O3 122.81(12) . . ?
O4 N12 C5 121.47(12) . . ?
O3 N12 C5 115.72(12) . . ?
O6 N13 O5 122.01(10) . . ?
O6 N13 C5 116.78(11) . . ?
O5 N13 C5 121.20(11) . . ?
N13 C5 N12 127.31(12) . . ?
N13 C5 N11 115.90(11) . . ?
N12 C5 N11 116.62(11) . . ?
O8 N14 O7 121.98(11) . . ?
O8 N14 C6 119.32(11) . . ?
O7 N14 C6 118.70(11) . . ?
O9 N15 O10 123.67(11) . . ?
O9 N15 C6 119.23(11) . . ?
O10 N15 C6 117.10(11) . . ?
O12 N16 O11 122.41(11) . . ?
O12 N16 C6 119.88(11) . . ?
O11 N16 C6 117.71(11) . . ?
N14 C6 N16 122.43(11) . . ?
N14 C6 N15 119.63(11) . . ?
N16 C6 N15 117.45(11) . . ?

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 C2 0.12(14) . . . . ?
C3 N5 N6 C4 0.47(14) . . . . ?
N2 N1 C1 N10 -179.05(13) . . . . ?
N2 N1 C1 N3 0.00(14) . . . . ?
C2 N3 C1 N10 178.97(13) . . . . ?
N9 N3 C1 N10 -3.2(2) . . . . ?
C2 N3 C1 N1 -0.12(14) . . . . ?
N9 N3 C1 N1 177.74(11) . . . . ?
N1 N2 C2 N3 -0.20(14) . . . . ?
N1 N2 C2 C3 177.08(12) . . . . ?
C1 N3 C2 N2 0.22(15) . . . . ?
N9 N3 C2 N2 -177.35(13) . . . . ?
C1 N3 C2 C3 -177.14(11) . . . . ?
N9 N3 C2 C3 5.3(2) . . . . ?
N6 N5 C3 N4 0.33(14) . . . . ?
N6 N5 C3 C2 -179.81(12) . . . . ?
C4 N4 C3 N5 -0.99(14) . . . . ?
N8 N4 C3 N5 -173.92(12) . . . . ?
C4 N4 C3 C2 179.15(12) . . . . ?
N8 N4 C3 C2 6.2(2) . . . . ?
N2 C2 C3 N5 -172.64(13) . . . . ?
N3 C2 C3 N5 4.3(2) . . . . ?
N2 C2 C3 N4 7.2(2) . . . . ?
N3 C2 C3 N4 -175.81(11) . . . . ?
N5 N6 C4 N7 179.71(13) . . . . ?
N5 N6 C4 N4 -1.08(14) . . . . ?
C3 N4 C4 N7 -179.53(12) . . . . ?
N8 N4 C4 N7 -5.77(19) . . . . ?
C3 N4 C4 N6 1.21(13) . . . . ?
N8 N4 C4 N6 174.96(11) . . . . ?
O6 N13 C5 N12 178.12(13) . . . . ?
O5 N13 C5 N12 -2.7(2) . . . . ?
O6 N13 C5 N11 3.06(17) . . . . ?
O5 N13 C5 N11 -177.74(11) . . . . ?
O4 N12 C5 N13 0.5(2) . . . . ?
O3 N12 C5 N13 -179.37(13) . . . . ?
O4 N12 C5 N11 175.49(13) . . . . ?
O3 N12 C5 N11 -4.35(18) . . . . ?
O2 N11 C5 N13 78.75(15) . . . . ?
O1 N11 C5 N13 -100.17(14) . . . . ?
O2 N11 C5 N12 -96.85(15) . . . . ?
O1 N11 C5 N12 84.23(15) . . . . ?
O8 N14 C6 N16 11.23(19) . . . . ?
O7 N14 C6 N16 -168.33(12) . . . . ?
O8 N14 C6 N15 -160.48(12) . . . . ?
O7 N14 C6 N15 19.96(18) . . . . ?
O12 N16 C6 N14 26.36(19) . . . . ?
O11 N16 C6 N14 -153.82(12) . . . . ?
O12 N16 C6 N15 -161.75(12) . . . . ?
O11 N16 C6 N15 18.07(17) . . . . ?
O9 N15 C6 N14 34.66(18) . . . . ?
O10 N15 C6 N14 -145.38(12) . . . . ?
O9 N15 C6 N16 -137.47(12) . . . . ?
O10 N15 C6 N16 42.50(17) . . . . ?

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 H10B O1 0.853(19) 2.351(17) 2.9686(17) 129.7(15) 2_656
N9 H9A O7 0.881(19) 2.462(17) 3.0258(16) 122.3(14) 1_556
N9 H9A N5 0.881(19) 2.522(17) 2.9519(16) 110.8(13) .
N9 H9A O2 0.881(19) 2.655(18) 3.2489(17) 125.7(14) 1_556
N8 H8A O10 0.89(2) 2.17(2) 3.0335(16) 161.9(16) 4_576
N8 H8A O12 0.89(2) 2.483(18) 3.0861(17) 125.4(15) 3_566
N6 H6 O8 0.826(18) 2.058(18) 2.7226(15) 137.2(15) 4_566
N6 H6 O6 0.826(18) 2.322(17) 2.9620(15) 134.7(15) 4_566
N7 H7A O8 0.856(18) 2.351(18) 2.9907(16) 131.9(14) 4_566
N7 H7A O11 0.856(18) 2.417(18) 3.1697(15) 147.1(14) 2_545
N7 H7B O12 0.86(2) 2.32(2) 3.1640(17) 169.5(16) .
N8 H8B O5 0.90(2) 2.44(2) 3.1687(16) 137.9(16) .
N9 H9B O3 0.87(2) 2.487(19) 3.0010(17) 118.6(15) 3_666
N9 H9B O1 0.87(2) 2.49(2) 3.2093(17) 140.5(16) 4_566
N10 H10A O4 0.83(2) 2.24(2) 2.9579(19) 144.6(18) 4_576
N10 H10A O5 0.83(2) 2.37(2) 2.9753(18) 129.6(16) 4_576
N1 H1 O5 0.849(18) 2.242(18) 2.8617(15) 130.0(14) 4_576
N1 H1 O7 0.849(18) 2.341(18) 3.0662(16) 143.7(15) 4_576

_geom_special_details            ?

####################################################################### 
# 
# 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_sv178
_database_code_depnum_ccdc_archive 'CCDC 1029060'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97

_audit_creation_date             28.06.2014

_chemical_name_systematic        
'5,5-bis-2,3-diaminotriazolium 2,3-tetranitrobisimidazolate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis-2,3-diaminotriazolium 2,3-tetranitrobisimidazolate'
_chemical_formula_moiety         'C6 N8 O8, C4 H10 N10'
_chemical_formula_sum            'C10 H10 N18 O8'
_chemical_formula_weight         510.36


_cell_length_a                   5.2141(4)
_cell_length_b                   9.8545(6)
_cell_length_c                   17.7329(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.076(2)
_cell_angle_gamma                90.00
_cell_volume                     902.12(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3857
_cell_measurement_theta_min      3.1077
_cell_measurement_theta_max      26.1632
_cell_special_details            ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.879
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9800
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
 multi-scan method (SADABS)
 integrated in the Bruker SAINT software package
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Bruker TXS'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            23035
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         26.42
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.42
_diffrn_measured_fraction_theta_full 0.999

_reflns_number_total             1845
_reflns_number_gt                1391
_reflns_threshold_expression     >2sigma(I)

_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      ?

_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'

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.066

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0446P)²+0.9256P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       'Bruker SAINT software package'


_computing_cell_refinement       'Bruker SAINT software package'

_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'

_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1845
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.1108
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.1236(3) 0.4632(2) 0.29162(10) 0.0309(5) Uani 1 1 d . . .
O2 O 0.1671(3) 0.39698(18) 0.22440(9) 0.0249(4) Uani 1 1 d . . .
O3 O 0.4281(4) 0.17040(18) 0.27763(10) 0.0297(5) Uani 1 1 d . . .
O4 O 0.7766(5) 0.1632(3) 0.35734(14) 0.0645(9) Uani 1 1 d . . .
N6 N 0.6093(4) 0.35933(19) 0.44309(11) 0.0157(4) Uani 1 1 d . . .
N7 N 0.2640(3) 0.50160(19) 0.41177(10) 0.0145(4) Uani 1 1 d . . .
N8 N 0.0963(4) 0.42532(19) 0.28530(10) 0.0166(4) Uani 1 1 d . . .
N9 N 0.5694(4) 0.2152(2) 0.33279(11) 0.0230(5) Uani 1 1 d . . .
C3 C 0.4682(4) 0.4646(2) 0.46372(12) 0.0139(5) Uani 1 1 d . . .
C4 C 0.2800(4) 0.4156(2) 0.35392(12) 0.0136(5) Uani 1 1 d . . .
C5 C 0.4875(4) 0.3294(2) 0.37272(12) 0.0155(5) Uani 1 1 d . . .
N1 N 0.2121(4) 0.4115(2) -0.04290(11) 0.0195(4) Uani 1 1 d . . .
N2 N 0.1007(4) 0.3056(2) -0.00825(11) 0.0182(4) Uani 1 1 d . . .
N3 N 0.4318(4) 0.36677(19) 0.07121(10) 0.0155(4) Uani 1 1 d . . .
N4 N 0.1845(4) 0.1824(2) 0.10793(12) 0.0186(4) Uani 1 1 d . . .
N5 N 0.6107(4) 0.3632(2) 0.13827(11) 0.0197(5) Uani 1 1 d . . .
C1 C 0.2329(4) 0.2768(2) 0.06015(13) 0.0148(5) Uani 1 1 d . . .
C2 C 0.4099(4) 0.4464(2) 0.00628(13) 0.0164(5) Uani 1 1 d . . .
H5A H 0.569(6) 0.434(3) 0.1724(19) 0.043(9) Uiso 1 1 d . . .
H5B H 0.761(7) 0.378(3) 0.1299(18) 0.041(9) Uiso 1 1 d . . .
H4B H 0.051(6) 0.130(3) 0.1026(17) 0.038(9) Uiso 1 1 d . . .
H4A H 0.282(7) 0.180(3) 0.157(2) 0.047(10) Uiso 1 1 d . . .
H2 H -0.049(7) 0.262(3) -0.0338(18) 0.042(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 N8 1.226(2) . ?
O2 N8 1.222(2) . ?
O3 N9 1.221(3) . ?
O4 N9 1.219(3) . ?
N6 C5 1.351(3) . ?
N6 C3 1.351(3) . ?
N7 C4 1.342(3) . ?
N7 C3 1.356(3) . ?
N8 C4 1.442(3) . ?
N9 C5 1.427(3) . ?
C3 C3 1.461(4) 3_666 ?
C4 C5 1.379(3) . ?
N1 C2 1.300(3) . ?
N1 N2 1.380(3) . ?
N2 C1 1.339(3) . ?
N2 H2 0.95(3) . ?
N3 C1 1.357(3) . ?
N3 C2 1.385(3) . ?
N3 N5 1.405(3) . ?
N4 C1 1.306(3) . ?
N4 H4B 0.86(3) . ?
N4 H4A 0.94(4) . ?
N5 H5A 0.97(3) . ?
N5 H5B 0.83(3) . ?
C2 C2 1.452(4) 3_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N6 C3 102.39(18) . . ?
C4 N7 C3 102.81(18) . . ?
O2 N8 O1 123.58(19) . . ?
O2 N8 C4 118.89(18) . . ?
O1 N8 C4 117.52(18) . . ?
O4 N9 O3 122.6(2) . . ?
O4 N9 C5 117.76(19) . . ?
O3 N9 C5 119.58(19) . . ?
N6 C3 N7 115.34(19) . . ?
N6 C3 C3 122.7(2) . 3_666 ?
N7 C3 C3 122.0(2) . 3_666 ?
N7 C4 C5 109.58(19) . . ?
N7 C4 N8 119.82(19) . . ?
C5 C4 N8 130.6(2) . . ?
N6 C5 C4 109.87(19) . . ?
N6 C5 N9 119.75(19) . . ?
C4 C5 N9 130.2(2) . . ?
C2 N1 N2 104.18(18) . . ?
C1 N2 N1 111.63(19) . . ?
C1 N2 H2 128.2(19) . . ?
N1 N2 H2 120.1(19) . . ?
C1 N3 C2 106.14(19) . . ?
C1 N3 N5 120.60(19) . . ?
C2 N3 N5 133.25(19) . . ?
C1 N4 H4B 126(2) . . ?
C1 N4 H4A 119(2) . . ?
H4B N4 H4A 114(3) . . ?
N3 N5 H5A 109.3(19) . . ?
N3 N5 H5B 112(2) . . ?
H5A N5 H5B 107(3) . . ?
N4 C1 N2 128.1(2) . . ?
N4 C1 N3 125.8(2) . . ?
N2 C1 N3 106.14(19) . . ?
N1 C2 N3 111.91(19) . . ?
N1 C2 C2 124.0(3) . 3_665 ?
N3 C2 C2 124.1(3) . 3_665 ?

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
C5 N6 C3 N7 1.0(3) . . . . ?
C5 N6 C3 C3 -178.2(3) . . . 3_666 ?
C4 N7 C3 N6 -1.1(2) . . . . ?
C4 N7 C3 C3 178.0(3) . . . 3_666 ?
C3 N7 C4 C5 0.8(2) . . . . ?
C3 N7 C4 N8 -178.27(19) . . . . ?
O2 N8 C4 N7 147.2(2) . . . . ?
O1 N8 C4 N7 -32.1(3) . . . . ?
O2 N8 C4 C5 -31.7(3) . . . . ?
O1 N8 C4 C5 149.0(2) . . . . ?
C3 N6 C5 C4 -0.4(2) . . . . ?
C3 N6 C5 N9 -175.7(2) . . . . ?
N7 C4 C5 N6 -0.3(3) . . . . ?
N8 C4 C5 N6 178.7(2) . . . . ?
N7 C4 C5 N9 174.4(2) . . . . ?
N8 C4 C5 N9 -6.7(4) . . . . ?
O4 N9 C5 N6 -13.4(4) . . . . ?
O3 N9 C5 N6 164.1(2) . . . . ?
O4 N9 C5 C4 172.4(3) . . . . ?
O3 N9 C5 C4 -10.1(4) . . . . ?
C2 N1 N2 C1 -0.9(2) . . . . ?
N1 N2 C1 N4 -179.2(2) . . . . ?
N1 N2 C1 N3 1.1(2) . . . . ?
C2 N3 C1 N4 179.5(2) . . . . ?
N5 N3 C1 N4 0.8(3) . . . . ?
C2 N3 C1 N2 -0.8(2) . . . . ?
N5 N3 C1 N2 -179.5(2) . . . . ?
N2 N1 C2 N3 0.3(2) . . . . ?
N2 N1 C2 C2 178.8(3) . . . 3_665 ?
C1 N3 C2 N1 0.3(3) . . . . ?
N5 N3 C2 N1 178.8(2) . . . . ?
C1 N3 C2 C2 -178.2(3) . . . 3_665 ?
N5 N3 C2 C2 0.3(5) . . . 3_665 ?

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
N5 H5A O2 0.97(3) 2.43(3) 2.964(3) 114(2) .
N5 H5A O1 0.97(3) 2.48(3) 3.038(3) 116(2) 1_655
N5 H5A O3 0.97(3) 2.50(3) 3.393(3) 155(3) 2_655
N5 H5B O2 0.83(3) 2.52(3) 3.101(3) 128(3) 1_655
N5 H5B N1 0.83(3) 2.60(3) 3.013(3) 112(3) 3_665
N4 H4B N7 0.86(3) 2.06(3) 2.922(3) 179(3) 2_545
N4 H4A O3 0.94(4) 2.17(4) 3.100(3) 168(3) .
N2 H2 N6 0.95(3) 2.13(3) 3.055(3) 163(3) 4_465
N2 H2 O4 0.95(3) 2.15(3) 2.739(3) 119(2) 4_465

_geom_special_details            ?



####################################################################### 
# 
# 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_jx120
_database_code_depnum_ccdc_archive 'CCDC 1029061'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Fri May 09 07:40:45 2014'
;

_chemical_name_systematic        '5,5-bis(3,4-diaminotriazolium) nitrate'
_chemical_compound_source        ?
_chemical_name_common            '5,5-bis(3,4-diaminotriazolium) nitrate'
_chemical_formula_moiety         'C4 H10 N10, 2(N O3)'
_chemical_formula_sum            'C4 H10 N12 O6'
_chemical_formula_weight         322.24


_cell_length_a                   6.6825(4)
_cell_length_b                   6.9310(4)
_cell_length_c                   7.0089(5)
_cell_angle_alpha                73.212(6)
_cell_angle_beta                 89.114(6)
_cell_angle_gamma                75.819(5)
_cell_volume                     300.79(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1896
_cell_measurement_theta_min      5.0040
_cell_measurement_theta_max      31.4770
_cell_special_details            ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             166
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9480
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            4404
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1242
_reflns_number_gt                1086
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0218079000
_diffrn_orient_matrix_UB_12      0.0192482000
_diffrn_orient_matrix_UB_13      0.0905480000
_diffrn_orient_matrix_UB_21      -0.0653977000
_diffrn_orient_matrix_UB_22      0.1020284000
_diffrn_orient_matrix_UB_23      -0.0352654000
_diffrn_orient_matrix_UB_31      -0.0852982000
_diffrn_orient_matrix_UB_32      -0.0376270000
_diffrn_orient_matrix_UB_33      0.0420778000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.047

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0545P)²+0.0358P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1242
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.0783(2) 0.5649(2) 0.22182(19) 0.0196(3) Uani 1 1 d . . .
C1 C 0.0470(2) 0.89249(19) 0.05631(19) 0.0192(3) Uani 1 1 d . . .
N1 N 0.24421(17) 0.81486(17) 0.09779(18) 0.0231(3) Uani 1 1 d . . .
N4 N 0.0348(2) 0.38546(18) 0.30958(19) 0.0250(3) Uani 1 1 d . . .
N5 N -0.27515(17) 0.75343(18) 0.12794(19) 0.0231(3) Uani 1 1 d . . .
N2 N 0.26203(18) 0.60879(17) 0.20121(18) 0.0226(3) Uani 1 1 d . . .
N3 N -0.06259(16) 0.74415(16) 0.12911(16) 0.0188(3) Uani 1 1 d . . .
O2 O -0.52996(14) 1.12345(15) 0.28988(15) 0.0264(3) Uani 1 1 d . . .
N6 N -0.37006(17) 1.15768(17) 0.34935(17) 0.0212(3) Uani 1 1 d . . .
O1 O -0.20361(14) 1.02382(15) 0.38338(15) 0.0267(3) Uani 1 1 d . . .
O3 O -0.37907(16) 1.33336(15) 0.37446(18) 0.0325(3) Uani 1 1 d . . .
H5B H -0.341(3) 0.848(3) 0.191(3) 0.036(5) Uiso 1 1 d . . .
H5A H -0.323(3) 0.794(3) -0.004(3) 0.037(5) Uiso 1 1 d . . .
H2 H 0.385(3) 0.524(3) 0.257(3) 0.037(5) Uiso 1 1 d . . .
H4A H -0.098(3) 0.385(3) 0.321(3) 0.029(4) Uiso 1 1 d . . .
H4B H 0.131(3) 0.276(3) 0.366(3) 0.027(4) 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
C2 N4 1.3191(18) . ?
C2 N2 1.3312(17) . ?
C2 N3 1.3533(17) . ?
C1 N1 1.2979(18) . ?
C1 N3 1.3814(16) . ?
C1 C1 1.455(2) 2_575 ?
N1 N2 1.3788(16) . ?
N4 H4A 0.890(18) . ?
N4 H4B 0.861(19) . ?
N5 N3 1.4061(15) . ?
N5 H5B 0.92(2) . ?
N5 H5A 0.92(2) . ?
N2 H2 0.904(19) . ?
O2 N6 1.2518(15) . ?
N6 O1 1.2367(15) . ?
N6 O3 1.2668(15) . ?

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
N4 C2 N2 128.86(12) . . ?
N4 C2 N3 125.01(12) . . ?
N2 C2 N3 106.12(11) . . ?
N1 C1 N3 111.51(11) . . ?
N1 C1 C1 124.40(15) . 2_575 ?
N3 C1 C1 124.07(15) . 2_575 ?
C1 N1 N2 104.30(10) . . ?
C2 N4 H4A 117.4(11) . . ?
C2 N4 H4B 121.2(11) . . ?
H4A N4 H4B 121.0(16) . . ?
N3 N5 H5B 109.4(12) . . ?
N3 N5 H5A 107.0(12) . . ?
H5B N5 H5A 110.5(17) . . ?
C2 N2 N1 111.63(11) . . ?
C2 N2 H2 127.1(11) . . ?
N1 N2 H2 120.9(11) . . ?
C2 N3 C1 106.43(11) . . ?
C2 N3 N5 120.83(11) . . ?
C1 N3 N5 132.69(11) . . ?
O1 N6 O2 121.34(11) . . ?
O1 N6 O3 119.43(11) . . ?
O2 N6 O3 119.23(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C1 N1 N2 -0.01(15) . . . . ?
C1 C1 N1 N2 -178.79(15) 2_575 . . . ?
N4 C2 N2 N1 179.29(14) . . . . ?
N3 C2 N2 N1 0.55(15) . . . . ?
C1 N1 N2 C2 -0.34(15) . . . . ?
N4 C2 N3 C1 -179.33(13) . . . . ?
N2 C2 N3 C1 -0.52(14) . . . . ?
N4 C2 N3 N5 3.0(2) . . . . ?
N2 C2 N3 N5 -178.19(11) . . . . ?
N1 C1 N3 C2 0.34(15) . . . . ?
C1 C1 N3 C2 179.13(15) 2_575 . . . ?
N1 C1 N3 N5 177.62(13) . . . . ?
C1 C1 N3 N5 -3.6(3) 2_575 . . . ?

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
N5 H5B O2 0.92(2) 2.30(2) 3.2011(17) 169.5(16) .
N5 H5B O1 0.92(2) 2.384(19) 3.0577(17) 130.2(15) .
N5 H5B N6 0.92(2) 2.65(2) 3.5031(18) 154.5(15) .
N5 H5A O2 0.92(2) 2.11(2) 3.0216(16) 172.1(16) 2_475
N2 H2 O3 0.904(19) 1.81(2) 2.7163(16) 174.5(17) 1_645
N2 H2 N6 0.904(19) 2.566(19) 3.3668(16) 147.9(15) 1_645
N2 H2 O2 0.904(19) 2.635(18) 3.1878(15) 120.2(14) 1_645
N4 H4A O3 0.890(18) 2.008(19) 2.8881(16) 170.1(16) 1_545
N4 H4A N6 0.890(18) 2.655(18) 3.4211(16) 144.8(14) 1_545
N4 H4B O1 0.861(19) 2.250(19) 2.9886(16) 143.8(15) 2_566
N4 H4B O2 0.861(19) 2.376(18) 3.0531(16) 135.8(14) 1_645

_geom_special_details            ?



####################################################################### 
# 
# 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_jx134
_database_code_depnum_ccdc_archive 'CCDC 1029062'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu May 15 07:50:59 2014'
;

_chemical_name_systematic        
'5,5-bis-3,4-diaminotriazolium 5,5-bis(tetrazole-1-oxide)'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis-3,4-diaminotriazolium 5,5-bis(tetrazole-1-oxide) '
_chemical_formula_moiety         'C4 H10 N10, C2 N8 O2'
_chemical_formula_sum            'C6 H10 N18 O2'
_chemical_formula_weight         366.32


_cell_length_a                   6.3741(7)
_cell_length_b                   7.8143(8)
_cell_length_c                   8.4826(8)
_cell_angle_alpha                66.716(9)
_cell_angle_beta                 69.319(9)
_cell_angle_gamma                76.365(9)
_cell_volume                     360.81(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    755
_cell_measurement_theta_min      4.9690
_cell_measurement_theta_max      30.6520
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             188
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            2719
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0521
_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       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.22
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1478
_reflns_number_gt                1099
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0556639000
_diffrn_orient_matrix_UB_12      -0.0854077000
_diffrn_orient_matrix_UB_13      -0.0131719000
_diffrn_orient_matrix_UB_21      0.1053569000
_diffrn_orient_matrix_UB_22      0.0279096000
_diffrn_orient_matrix_UB_23      -0.0145237000
_diffrn_orient_matrix_UB_31      -0.0113173000
_diffrn_orient_matrix_UB_32      -0.0426048000
_diffrn_orient_matrix_UB_33      0.0931157000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.050

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0386P)²+0.0279P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1478
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0842
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N5 N -0.1982(3) 0.3285(2) 0.5890(2) 0.0255(4) Uani 1 1 d . . .
N6 N -0.1417(3) 0.1383(2) 0.6634(2) 0.0252(4) Uani 1 1 d . . .
N7 N 0.1609(2) 0.2641(2) 0.5835(2) 0.0184(4) Uani 1 1 d . . .
N8 N 0.1886(3) -0.0652(2) 0.7164(3) 0.0290(4) Uani 1 1 d . . .
N9 N 0.3901(3) 0.2695(2) 0.5541(3) 0.0206(4) Uani 1 1 d . . .
C2 C 0.0743(3) 0.0989(3) 0.6607(2) 0.0199(4) Uani 1 1 d . . .
C3 C -0.0116(3) 0.4005(2) 0.5416(2) 0.0197(4) Uani 1 1 d . . .
O1 O 0.3610(2) 0.17458(18) 0.24111(17) 0.0279(4) Uani 1 1 d . . .
N1 N 0.3352(3) 0.2970(2) 0.0872(2) 0.0212(4) Uani 1 1 d . . .
N2 N 0.1996(3) 0.2706(2) 0.0100(2) 0.0246(4) Uani 1 1 d . . .
N3 N 0.2066(3) 0.4155(2) -0.1385(2) 0.0260(4) Uani 1 1 d . . .
N4 N 0.3440(3) 0.5342(2) -0.1595(2) 0.0238(4) Uani 1 1 d . . .
C1 C 0.4234(3) 0.4597(2) -0.0178(2) 0.0198(4) Uani 1 1 d . . .
H8A H 0.112(4) -0.166(3) 0.788(3) 0.048(7) Uiso 1 1 d . . .
H8B H 0.337(4) -0.076(3) 0.718(3) 0.046(7) Uiso 1 1 d . . .
H9A H 0.399(4) 0.342(3) 0.614(3) 0.030(6) Uiso 1 1 d . . .
H6 H -0.247(5) 0.043(4) 0.706(3) 0.067(8) Uiso 1 1 d . . .
H9B H 0.448(4) 0.324(3) 0.433(4) 0.049(7) 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
N5 C3 1.300(2) . ?
N5 N6 1.380(2) . ?
N6 C2 1.331(2) . ?
N6 H6 0.99(3) . ?
N7 C2 1.346(2) . ?
N7 C3 1.377(2) . ?
N7 N9 1.400(2) . ?
N8 C2 1.312(2) . ?
N8 H8A 0.91(2) . ?
N8 H8B 0.93(3) . ?
N9 H9A 0.92(2) . ?
N9 H9B 0.92(3) . ?
C3 C3 1.451(3) 2_566 ?
O1 N1 1.3175(19) . ?
N1 N2 1.345(2) . ?
N1 C1 1.347(2) . ?
N2 N3 1.314(2) . ?
N3 N4 1.342(2) . ?
N4 C1 1.333(2) . ?
C1 C1 1.445(4) 2_665 ?

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 N5 N6 104.18(15) . . ?
C2 N6 N5 111.43(15) . . ?
C2 N6 H6 124.7(16) . . ?
N5 N6 H6 123.8(16) . . ?
C2 N7 C3 106.72(15) . . ?
C2 N7 N9 120.24(15) . . ?
C3 N7 N9 132.98(15) . . ?
C2 N8 H8A 118.8(16) . . ?
C2 N8 H8B 121.5(15) . . ?
H8A N8 H8B 116(2) . . ?
N7 N9 H9A 107.3(13) . . ?
N7 N9 H9B 105.3(15) . . ?
H9A N9 H9B 111(2) . . ?
N8 C2 N6 128.83(17) . . ?
N8 C2 N7 124.90(17) . . ?
N6 C2 N7 106.25(16) . . ?
N5 C3 N7 111.42(15) . . ?
N5 C3 C3 124.5(2) . 2_566 ?
N7 C3 C3 124.1(2) . 2_566 ?
O1 N1 N2 120.83(14) . . ?
O1 N1 C1 130.96(16) . . ?
N2 N1 C1 108.21(15) . . ?
N3 N2 N1 106.55(14) . . ?
N2 N3 N4 110.70(15) . . ?
C1 N4 N3 106.27(15) . . ?
N4 C1 N1 108.27(16) . . ?
N4 C1 C1 125.9(2) . 2_665 ?
N1 C1 C1 125.8(2) . 2_665 ?

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 N5 N6 C2 0.3(2) . . . . ?
N5 N6 C2 N8 -178.76(19) . . . . ?
N5 N6 C2 N7 -0.2(2) . . . . ?
C3 N7 C2 N8 178.64(19) . . . . ?
N9 N7 C2 N8 1.2(3) . . . . ?
C3 N7 C2 N6 0.0(2) . . . . ?
N9 N7 C2 N6 -177.45(16) . . . . ?
N6 N5 C3 N7 -0.3(2) . . . . ?
N6 N5 C3 C3 -179.1(2) . . . 2_566 ?
C2 N7 C3 N5 0.2(2) . . . . ?
N9 N7 C3 N5 177.19(19) . . . . ?
C2 N7 C3 C3 179.0(2) . . . 2_566 ?
N9 N7 C3 C3 -4.0(4) . . . 2_566 ?
O1 N1 N2 N3 179.18(15) . . . . ?
C1 N1 N2 N3 -0.2(2) . . . . ?
N1 N2 N3 N4 0.3(2) . . . . ?
N2 N3 N4 C1 -0.4(2) . . . . ?
N3 N4 C1 N1 0.2(2) . . . . ?
N3 N4 C1 C1 -179.3(2) . . . 2_665 ?
O1 N1 C1 N4 -179.30(17) . . . . ?
N2 N1 C1 N4 -0.1(2) . . . . ?
O1 N1 C1 C1 0.2(4) . . . 2_665 ?
N2 N1 C1 C1 179.5(2) . . . 2_665 ?

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
N8 H8A N2 0.91(2) 2.19(3) 2.993(2) 147(2) 2_556
N8 H8A N4 0.91(2) 2.42(2) 2.925(2) 114.9(19) 1_546
N8 H8B O1 0.93(3) 2.00(3) 2.904(2) 164(2) 2_656
N9 H9A N3 0.92(2) 2.25(2) 3.006(3) 139.7(18) 1_556
N6 H6 O1 0.99(3) 1.83(3) 2.799(2) 162(2) 2_556
N6 H6 N1 0.99(3) 2.60(3) 3.466(2) 145(2) 2_556
N9 H9B N4 0.92(3) 2.20(3) 3.097(2) 166(2) 2_665
N9 H9B O1 0.92(3) 2.60(2) 3.099(2) 115.0(18) .

_geom_special_details            ?



####################################################################### 
# 
# 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_jx135
_database_code_depnum_ccdc_archive 'CCDC 1029063'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu May 15 13:28:04 2014'
;

_chemical_name_systematic        
'5,5-bis-3,4-diaminotriazolium 5,5-bis(tetrazole-1-oxide) dihydrate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis-3,4-diaminotriazolium 5,5-bis(tetrazole-1-oxide) dihydrate'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H14 N18 O4'
_chemical_formula_weight         402.35


_cell_length_a                   8.9202(7)
_cell_length_b                   14.3723(8)
_cell_length_c                   6.7226(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.555(10)
_cell_angle_gamma                90.00
_cell_volume                     806.99(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1278
_cell_measurement_theta_min      4.8840
_cell_measurement_theta_max      31.7580
_cell_special_details            ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            3575
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         4.30
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1671
_reflns_number_gt                1372
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.0449886000
_diffrn_orient_matrix_UB_12      0.0243509000
_diffrn_orient_matrix_UB_13      -0.0938405000
_diffrn_orient_matrix_UB_21      0.0318355000
_diffrn_orient_matrix_UB_22      0.0426991000
_diffrn_orient_matrix_UB_23      0.0496499000
_diffrn_orient_matrix_UB_31      0.0647034000
_diffrn_orient_matrix_UB_32      -0.0041454000
_diffrn_orient_matrix_UB_33      -0.0376795000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  -P2ybc

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.047

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0313P)²+0.2230P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1671
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0801
_refine_ls_wR_factor_gt          0.0739
_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

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N5 N 0.81284(15) 0.06356(8) 0.4172(2) 0.0207(3) Uani 1 1 d . . .
N6 N 0.80006(16) 0.15770(8) 0.3733(2) 0.0206(3) Uani 1 1 d . . .
N7 N 1.04998(14) 0.12457(8) 0.4571(2) 0.0170(3) Uani 1 1 d . . .
N8 N 0.97826(18) 0.28252(9) 0.3765(2) 0.0216(3) Uani 1 1 d . . .
N9 N 1.21313(16) 0.14115(9) 0.4972(3) 0.0233(3) Uani 1 1 d . . .
C2 C 0.94235(17) 0.19501(10) 0.3993(2) 0.0177(3) Uani 1 1 d . . .
C3 C 0.96433(17) 0.04545(9) 0.4688(2) 0.0173(3) Uani 1 1 d . . .
O O 0.29554(13) 0.13665(7) -0.04668(19) 0.0243(3) Uani 1 1 d . . .
N1 N 0.31597(15) 0.05035(8) 0.0238(2) 0.0191(3) Uani 1 1 d . . .
N2 N 0.21038(16) 0.00837(9) 0.0952(2) 0.0272(3) Uani 1 1 d . . .
N3 N 0.26563(17) -0.07665(9) 0.1479(3) 0.0297(4) Uani 1 1 d . . .
N4 N 0.40313(16) -0.09006(8) 0.1122(2) 0.0236(3) Uani 1 1 d . . .
C1 C 0.43356(17) -0.01006(9) 0.0339(2) 0.0169(3) Uani 1 1 d . . .
O2 O 0.51286(14) 0.21928(8) 0.3023(2) 0.0285(3) Uani 1 1 d . . .
H8A H 1.079(3) 0.2985(12) 0.405(3) 0.037(5) Uiso 1 1 d . . .
H8B H 0.897(2) 0.3270(12) 0.355(3) 0.033(5) Uiso 1 1 d . . .
H2B H 0.509(3) 0.2786(17) 0.318(4) 0.056(7) Uiso 1 1 d . . .
H2A H 0.431(3) 0.2042(16) 0.174(4) 0.070(8) Uiso 1 1 d . . .
H9B H 1.265(2) 0.1297(13) 0.643(4) 0.041(6) Uiso 1 1 d . . .
H9A H 1.244(2) 0.1016(14) 0.419(3) 0.039(6) Uiso 1 1 d . . .
H6 H 0.697(3) 0.1853(14) 0.339(3) 0.045(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
N5 C3 1.2981(19) . ?
N5 N6 1.3810(16) . ?
N6 C2 1.3317(19) . ?
N6 H6 0.95(2) . ?
N7 C2 1.3550(18) . ?
N7 C3 1.3875(18) . ?
N7 N9 1.4042(17) . ?
N8 C2 1.3199(19) . ?
N8 H8A 0.88(2) . ?
N8 H8B 0.938(19) . ?
N9 H9B 0.94(2) . ?
N9 H9A 0.88(2) . ?
C3 C3 1.449(3) 3_756 ?
O N1 1.3173(15) . ?
N1 N2 1.3413(17) . ?
N1 C1 1.3449(18) . ?
N2 N3 1.3187(19) . ?
N3 N4 1.3436(18) . ?
N4 C1 1.3318(18) . ?
C1 C1 1.441(3) 3_655 ?
O2 H2B 0.86(2) . ?
O2 H2A 0.94(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
C3 N5 N6 104.69(11) . . ?
C2 N6 N5 111.30(12) . . ?
C2 N6 H6 131.3(12) . . ?
N5 N6 H6 117.3(12) . . ?
C2 N7 C3 106.25(12) . . ?
C2 N7 N9 120.69(12) . . ?
C3 N7 N9 133.03(12) . . ?
C2 N8 H8A 119.6(12) . . ?
C2 N8 H8B 117.5(11) . . ?
H8A N8 H8B 121.9(16) . . ?
N7 N9 H9B 105.7(12) . . ?
N7 N9 H9A 107.3(13) . . ?
H9B N9 H9A 111.4(17) . . ?
N8 C2 N6 128.86(14) . . ?
N8 C2 N7 124.67(14) . . ?
N6 C2 N7 106.46(12) . . ?
N5 C3 N7 111.28(12) . . ?
N5 C3 C3 124.63(16) . 3_756 ?
N7 C3 C3 124.09(16) . 3_756 ?
O N1 N2 121.76(12) . . ?
O N1 C1 129.27(12) . . ?
N2 N1 C1 108.95(12) . . ?
N3 N2 N1 105.65(12) . . ?
N2 N3 N4 111.32(12) . . ?
C1 N4 N3 105.80(12) . . ?
N4 C1 N1 108.28(12) . . ?
N4 C1 C1 127.08(16) . 3_655 ?
N1 C1 C1 124.62(16) . 3_655 ?
H2B O2 H2A 107(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
C3 N5 N6 C2 -0.20(17) . . . . ?
N5 N6 C2 N8 -178.54(15) . . . . ?
N5 N6 C2 N7 1.11(17) . . . . ?
C3 N7 C2 N8 178.15(15) . . . . ?
N9 N7 C2 N8 -0.3(2) . . . . ?
C3 N7 C2 N6 -1.52(16) . . . . ?
N9 N7 C2 N6 -179.93(13) . . . . ?
N6 N5 C3 N7 -0.80(17) . . . . ?
N6 N5 C3 C3 179.09(18) . . . 3_756 ?
C2 N7 C3 N5 1.49(17) . . . . ?
N9 N7 C3 N5 179.62(16) . . . . ?
C2 N7 C3 C3 -178.40(18) . . . 3_756 ?
N9 N7 C3 C3 -0.3(3) . . . 3_756 ?
O N1 N2 N3 178.67(13) . . . . ?
C1 N1 N2 N3 0.14(17) . . . . ?
N1 N2 N3 N4 0.01(18) . . . . ?
N2 N3 N4 C1 -0.15(19) . . . . ?
N3 N4 C1 N1 0.23(17) . . . . ?
N3 N4 C1 C1 -178.60(19) . . . 3_655 ?
O N1 C1 N4 -178.63(14) . . . . ?
N2 N1 C1 N4 -0.24(17) . . . . ?
O N1 C1 C1 0.2(3) . . . 3_655 ?
N2 N1 C1 C1 178.64(18) . . . 3_655 ?

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
N8 H8A O 0.88(2) 2.07(2) 2.9326(18) 168.1(17) 4_666
N8 H8B N3 0.938(19) 2.001(19) 2.9336(19) 172.4(17) 2_655
O2 H2B N4 0.86(2) 2.04(2) 2.8457(18) 156(2) 2_655
O2 H2A O 0.94(3) 1.83(3) 2.7349(18) 161(2) .
O2 H2A N1 0.94(3) 2.50(3) 3.1899(18) 130.7(18) .
N9 H9B O 0.94(2) 2.01(2) 2.892(2) 155.6(17) 1_656
N9 H9B N1 0.94(2) 2.69(2) 3.577(2) 157.2(16) 1_656
N9 H9A N2 0.88(2) 2.48(2) 3.301(2) 154.6(17) 1_655
N6 H6 O2 0.95(2) 1.64(2) 2.5915(17) 170.9(19) .

_geom_special_details            ?



####################################################################### 
# 
# 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_jx139
_database_code_depnum_ccdc_archive 'CCDC 1029064'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Fri May 16 07:00:02 2014'
;

_chemical_name_systematic        '5,5-bis(3,4-diaminotriazolium) dinitramide'
_chemical_compound_source        ?
_chemical_name_common            '5,5-bis(3,4-diaminotriazolium) dinitramide'
_chemical_formula_moiety         'C4 H10 N10, 2(N3 O4)'
_chemical_formula_sum            'C4 H10 N16 O8'
_chemical_formula_weight         410.28


_cell_length_a                   6.5168(5)
_cell_length_b                   7.7826(5)
_cell_length_c                   8.5072(6)
_cell_angle_alpha                97.717(6)
_cell_angle_beta                 107.340(6)
_cell_angle_gamma                112.140(7)
_cell_volume                     366.35(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2333
_cell_measurement_theta_min      5.1010
_cell_measurement_theta_max      31.6020
_cell_special_details            ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.860
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             210
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            5373
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0231
_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       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.45
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.995

_reflns_number_total             1510
_reflns_number_gt                1320
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0240907000
_diffrn_orient_matrix_UB_12      0.0947826000
_diffrn_orient_matrix_UB_13      0.0414874000
_diffrn_orient_matrix_UB_21      0.0698157000
_diffrn_orient_matrix_UB_22      -0.0071659000
_diffrn_orient_matrix_UB_23      0.0783906000
_diffrn_orient_matrix_UB_31      0.1033489000
_diffrn_orient_matrix_UB_32      0.0382502000
_diffrn_orient_matrix_UB_33      -0.0201628000

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  -P1

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.380
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.069

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0361P)²+0.1728P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1510
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0803
_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

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3910(2) 0.08589(18) 0.15128(15) 0.0205(3) Uani 1 1 d . . .
N2 N 0.5277(2) 0.16853(19) 0.32411(15) 0.0219(3) Uani 1 1 d . . .
N3 N 0.7503(2) 0.09347(16) 0.21661(14) 0.0161(3) Uani 1 1 d . . .
N4 N 0.9515(2) 0.0688(2) 0.21450(16) 0.0204(3) Uani 1 1 d . . .
N5 N 0.9204(3) 0.2387(2) 0.51510(17) 0.0265(3) Uani 1 1 d . . .
C1 C 0.7433(3) 0.1736(2) 0.36441(17) 0.0186(3) Uani 1 1 d . . .
C2 C 0.5309(2) 0.0435(2) 0.08944(17) 0.0165(3) Uani 1 1 d . . .
O1 O 0.59603(19) 0.75691(16) 0.38930(13) 0.0273(3) Uani 1 1 d . . .
O2 O 0.2591(2) 0.50185(19) 0.29927(16) 0.0434(4) Uani 1 1 d . . .
O3 O 0.2260(2) 0.52566(17) -0.16133(13) 0.0328(3) Uani 1 1 d . . .
O4 O 0.0992(2) 0.33108(16) -0.01746(14) 0.0301(3) Uani 1 1 d . . .
N6 N 0.4190(2) 0.63696(18) 0.11386(15) 0.0222(3) Uani 1 1 d . . .
N7 N 0.4167(2) 0.62147(17) 0.26948(15) 0.0201(3) Uani 1 1 d . . .
N8 N 0.2337(2) 0.48679(17) -0.02489(15) 0.0199(3) Uani 1 1 d . . .
H4A H 0.899(4) -0.057(3) 0.164(3) 0.036(5) Uiso 1 1 d . . .
H5A H 0.919(4) 0.305(3) 0.601(3) 0.036(5) Uiso 1 1 d . . .
H5B H 1.054(4) 0.236(3) 0.517(2) 0.033(5) Uiso 1 1 d . . .
H2 H 0.469(4) 0.199(3) 0.392(3) 0.033(5) Uiso 1 1 d . . .
H4B H 1.017(3) 0.148(3) 0.154(2) 0.032(5) 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
N1 C2 1.2978(19) . ?
N1 N2 1.3793(17) . ?
N2 C1 1.327(2) . ?
N2 H2 0.84(2) . ?
N3 C1 1.3479(18) . ?
N3 C2 1.3824(17) . ?
N3 N4 1.3999(17) . ?
N4 H4A 0.90(2) . ?
N4 H4B 0.92(2) . ?
N5 C1 1.3171(19) . ?
N5 H5A 0.84(2) . ?
N5 H5B 0.87(2) . ?
C2 C2 1.445(3) 2_655 ?
O1 N7 1.2605(16) . ?
O2 N7 1.2179(17) . ?
O3 N8 1.2299(16) . ?
O4 N8 1.2221(16) . ?
N6 N7 1.3494(17) . ?
N6 N8 1.3907(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 N2 103.99(11) . . ?
C1 N2 N1 111.92(12) . . ?
C1 N2 H2 127.0(13) . . ?
N1 N2 H2 120.8(13) . . ?
C1 N3 C2 106.57(12) . . ?
C1 N3 N4 120.98(12) . . ?
C2 N3 N4 132.41(12) . . ?
N3 N4 H4A 106.7(13) . . ?
N3 N4 H4B 106.7(12) . . ?
H4A N4 H4B 112.6(17) . . ?
C1 N5 H5A 121.7(14) . . ?
C1 N5 H5B 117.0(13) . . ?
H5A N5 H5B 119.5(19) . . ?
N5 C1 N2 129.45(14) . . ?
N5 C1 N3 124.47(14) . . ?
N2 C1 N3 106.07(12) . . ?
N1 C2 N3 111.44(12) . . ?
N1 C2 C2 124.93(16) . 2_655 ?
N3 C2 C2 123.63(16) . 2_655 ?
N7 N6 N8 115.40(11) . . ?
O2 N7 O1 120.96(12) . . ?
O2 N7 N6 126.93(12) . . ?
O1 N7 N6 111.97(11) . . ?
O4 N8 O3 122.74(12) . . ?
O4 N8 N6 125.83(12) . . ?
O3 N8 N6 111.35(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 N2 C1 -0.54(16) . . . . ?
N1 N2 C1 N5 -179.02(15) . . . . ?
N1 N2 C1 N3 0.01(17) . . . . ?
C2 N3 C1 N5 179.58(14) . . . . ?
N4 N3 C1 N5 1.7(2) . . . . ?
C2 N3 C1 N2 0.49(16) . . . . ?
N4 N3 C1 N2 -177.38(12) . . . . ?
N2 N1 C2 N3 0.85(15) . . . . ?
N2 N1 C2 C2 -178.68(17) . . . 2_655 ?
C1 N3 C2 N1 -0.87(16) . . . . ?
N4 N3 C2 N1 176.65(14) . . . . ?
C1 N3 C2 C2 178.66(16) . . . 2_655 ?
N4 N3 C2 C2 -3.8(3) . . . 2_655 ?
N8 N6 N7 O2 -7.7(2) . . . . ?
N8 N6 N7 O1 176.58(12) . . . . ?
N7 N6 N8 O4 -13.8(2) . . . . ?
N7 N6 N8 O3 169.29(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
N4 H4A O4 0.90(2) 2.33(2) 3.1779(18) 158.2(17) 2_655
N5 H5A O3 0.84(2) 2.26(2) 2.8740(18) 130.2(18) 1_656
N5 H5A O2 0.84(2) 2.43(2) 3.157(2) 145.4(18) 2_666
N5 H5B O1 0.87(2) 2.16(2) 2.9964(19) 161.1(17) 2_766
N2 H2 O1 0.84(2) 2.04(2) 2.8417(17) 159.8(19) 2_666
N4 H4B O4 0.92(2) 2.21(2) 3.1175(18) 168.1(17) 1_655
N4 H4B O2 0.92(2) 2.499(19) 3.0478(19) 118.6(14) 1_655

_geom_special_details            ?



####################################################################### 
# 
# 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_jx156
_database_code_depnum_ccdc_archive 'CCDC 1029065'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Sat May 24 18:24:22 2014'
;

_chemical_name_systematic        
'5,5-Bis-3-hydrazinyl-4-aminotriazole monohydrate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-Bis-3-hydrazinyl-4-aminotriazole monohydrate'
_chemical_formula_moiety         'C4 H10 N12, 2(H2 O)'
_chemical_formula_sum            'C4 H14 N12 O2'
_chemical_formula_weight         262.27


_cell_length_a                   5.0366(3)
_cell_length_b                   8.6030(5)
_cell_length_c                   12.4842(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.924(5)
_cell_angle_gamma                90.00
_cell_volume                     534.39(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1824
_cell_measurement_theta_min      4.6920
_cell_measurement_theta_max      31.9770
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             276
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            4260
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.73
_diffrn_reflns_theta_max         26.49
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1108
_reflns_number_gt                982
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.1210176000
_diffrn_orient_matrix_UB_12      0.0370999000
_diffrn_orient_matrix_UB_13      -0.0082646000
_diffrn_orient_matrix_UB_21      -0.0639436000
_diffrn_orient_matrix_UB_22      0.0734136000
_diffrn_orient_matrix_UB_23      -0.0000089000
_diffrn_orient_matrix_UB_31      0.0399866000
_diffrn_orient_matrix_UB_32      0.0053645000
_diffrn_orient_matrix_UB_33      0.0569162000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.275
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.040

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0408P)²+0.1945P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1108
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7900(2) 0.49528(13) 0.36626(8) 0.0199(3) Uani 1 1 d . . .
N2 N 0.5628(2) 0.40116(13) 0.33495(8) 0.0192(3) Uani 1 1 d . . .
N3 N 0.7270(2) 0.35216(13) 0.50626(8) 0.0175(3) Uani 1 1 d . . .
N4 N 0.7404(2) 0.27903(15) 0.60758(9) 0.0233(3) Uani 1 1 d . . .
N5 N 0.3414(2) 0.21043(14) 0.42954(9) 0.0255(3) Uani 1 1 d . . .
N6 N 0.1383(2) 0.18080(15) 0.34062(9) 0.0219(3) Uani 1 1 d . . .
C1 C 0.8833(2) 0.46399(14) 0.46756(10) 0.0168(3) Uani 1 1 d . . .
C2 C 0.5327(2) 0.31700(15) 0.42110(10) 0.0176(3) Uani 1 1 d . . .
O1 O 0.2107(2) 0.42672(13) 0.12493(8) 0.0295(3) Uani 1 1 d . . .
H5 H 0.328(3) 0.1612(19) 0.4938(13) 0.026(4) Uiso 1 1 d . . .
H4B H 0.729(4) 0.354(2) 0.6577(17) 0.049(6) Uiso 1 1 d . . .
H4A H 0.896(4) 0.230(2) 0.6222(13) 0.029(4) Uiso 1 1 d . . .
H6B H 0.055(4) 0.275(3) 0.3165(15) 0.048(5) Uiso 1 1 d . . .
H6A H 0.212(4) 0.137(2) 0.2863(14) 0.035(5) Uiso 1 1 d . . .
H1A H 0.123(5) 0.512(3) 0.1324(17) 0.056(6) Uiso 1 1 d . . .
H1B H 0.332(5) 0.423(3) 0.1829(19) 0.060(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
N1 C1 1.3071(16) . ?
N1 N2 1.4068(15) . ?
N2 C2 1.3246(17) . ?
N3 C2 1.3627(15) . ?
N3 C1 1.3772(16) . ?
N3 N4 1.4049(15) . ?
N4 H4B 0.91(2) . ?
N4 H4A 0.884(18) . ?
N5 C2 1.3460(17) . ?
N5 N6 1.4110(15) . ?
N5 H5 0.919(16) . ?
N6 H6B 0.94(2) . ?
N6 H6A 0.906(19) . ?
C1 C1 1.458(2) 3_766 ?
O1 H1A 0.87(2) . ?
O1 H1B 0.87(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
C1 N1 N2 107.78(10) . . ?
C2 N2 N1 106.23(10) . . ?
C2 N3 C1 105.18(10) . . ?
C2 N3 N4 122.10(11) . . ?
C1 N3 N4 132.72(10) . . ?
N3 N4 H4B 107.7(13) . . ?
N3 N4 H4A 108.5(11) . . ?
H4B N4 H4A 110.4(17) . . ?
C2 N5 N6 120.12(11) . . ?
C2 N5 H5 122.3(10) . . ?
N6 N5 H5 117.4(10) . . ?
N5 N6 H6B 109.3(12) . . ?
N5 N6 H6A 109.4(11) . . ?
H6B N6 H6A 109.7(16) . . ?
N1 C1 N3 110.11(10) . . ?
N1 C1 C1 126.01(15) . 3_766 ?
N3 C1 C1 123.88(14) . 3_766 ?
N2 C2 N5 127.54(11) . . ?
N2 C2 N3 110.69(11) . . ?
N5 C2 N3 121.76(12) . . ?
H1A O1 H1B 104(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
C1 N1 N2 C2 -0.08(14) . . . . ?
N2 N1 C1 N3 -0.15(14) . . . . ?
N2 N1 C1 C1 -179.63(15) . . . 3_766 ?
C2 N3 C1 N1 0.31(14) . . . . ?
N4 N3 C1 N1 179.92(13) . . . . ?
C2 N3 C1 C1 179.81(15) . . . 3_766 ?
N4 N3 C1 C1 -0.6(2) . . . 3_766 ?
N1 N2 C2 N5 179.90(13) . . . . ?
N1 N2 C2 N3 0.28(14) . . . . ?
N6 N5 C2 N2 -1.6(2) . . . . ?
N6 N5 C2 N3 177.94(12) . . . . ?
C1 N3 C2 N2 -0.37(14) . . . . ?
N4 N3 C2 N2 179.97(11) . . . . ?
C1 N3 C2 N5 179.99(12) . . . . ?
N4 N3 C2 N5 0.33(19) . . . . ?

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
N5 H5 O1 0.919(16) 1.974(17) 2.8763(16) 166.5(14) 4_566
N4 H4B N2 0.91(2) 2.58(2) 3.2797(18) 134.8(16) 3_666
N4 H4A O1 0.884(18) 2.077(18) 2.9381(17) 164.5(15) 4_666
N6 H6B N1 0.94(2) 2.45(2) 3.2672(17) 144.9(15) 1_455
N6 H6A N1 0.906(19) 2.259(19) 3.1045(16) 155.1(15) 2_645
O1 H1A N6 0.87(2) 2.02(2) 2.8790(16) 168(2) 2
O1 H1B N2 0.87(2) 2.07(2) 2.9367(15) 169(2) .

_geom_special_details            ?



####################################################################### 
# 
# 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_jx183
_database_code_depnum_ccdc_archive 'CCDC 1029066'
_audit_update_record             
;
2014-10-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_creation_date             
;
'Thu Jun 12 13:09:03 2014'
;

_chemical_name_systematic        
'5,5-bis-2,3-diaminotriazolium 5-nitrotetrazolate dihydrate'
_chemical_compound_source        ?
_chemical_name_common            
'5,5-bis-2,3-diaminotriazolium 5-nitrotetrazolate dihydrate'
_chemical_formula_moiety         'C4 H10 N10, 2(C N5 O2), 2(H2 O)'
_chemical_formula_sum            'C6 H14 N20 O6'
_chemical_formula_weight         462.37


_cell_length_a                   6.2655(3)
_cell_length_b                   8.2526(4)
_cell_length_c                   17.2616(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.655(5)
_cell_angle_gamma                90.00
_cell_volume                     891.58(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2997
_cell_measurement_theta_min      4.6150
_cell_measurement_theta_max      31.6930
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             476
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9400
_exptl_absorpt_correction_T_max  0.9700
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            6534
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         26.50
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.997

_reflns_number_total             1834
_reflns_number_gt                1594
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0039142000
_diffrn_orient_matrix_UB_12      0.0481004000
_diffrn_orient_matrix_UB_13      -0.0339802000
_diffrn_orient_matrix_UB_21      0.1131949000
_diffrn_orient_matrix_UB_22      -0.0028479000
_diffrn_orient_matrix_UB_23      0.0027219000
_diffrn_orient_matrix_UB_31      -0.0018129000
_diffrn_orient_matrix_UB_32      -0.0711584000
_diffrn_orient_matrix_UB_33      -0.0230672000

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  -P2ybc

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


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

_exptl_special_details           ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.081

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0483P)²+0.2009P] where P=(Fo²+2Fc²)/3'


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   ?
_refine_ls_number_reflns         1834
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0915
_refine_ls_wR_factor_gt          0.0853
_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

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.0161(2) 0.48481(15) 0.33343(7) 0.0176(3) Uani 1 1 d . . .
C1 C -0.0239(2) 0.50529(15) 0.45867(7) 0.0155(3) Uani 1 1 d . . .
N3 N -0.20112(18) 0.56122(13) 0.42671(6) 0.0187(3) Uani 1 1 d . . .
N4 N 0.0983(2) 0.45633(17) 0.26599(7) 0.0256(3) Uani 1 1 d . . .
N5 N 0.32742(18) 0.40304(16) 0.40877(7) 0.0206(3) Uani 1 1 d . . .
N1 N 0.11471(17) 0.45513(13) 0.40336(6) 0.0154(3) Uani 1 1 d . . .
N2 N -0.17392(19) 0.54735(14) 0.34817(7) 0.0198(3) Uani 1 1 d . . .
O1 O 0.71612(17) 0.30903(12) -0.10947(6) 0.0283(3) Uani 1 1 d . . .
O2 O 0.74481(18) 0.57041(12) -0.09929(6) 0.0285(3) Uani 1 1 d . . .
N6 N 0.70935(19) 0.28150(14) 0.04809(7) 0.0220(3) Uani 1 1 d . . .
N7 N 0.73264(19) 0.32327(15) 0.12292(7) 0.0247(3) Uani 1 1 d . . .
N8 N 0.77598(19) 0.48095(15) 0.12928(7) 0.0247(3) Uani 1 1 d . . .
N9 N 0.78210(19) 0.54655(14) 0.05834(7) 0.0216(3) Uani 1 1 d . . .
N10 N 0.73393(18) 0.43477(13) -0.07145(7) 0.0188(3) Uani 1 1 d . . .
C3 C 0.7414(2) 0.42058(15) 0.01206(7) 0.0168(3) Uani 1 1 d . . .
O3 O 0.46142(17) 0.22174(13) 0.24084(6) 0.0249(3) Uani 1 1 d . . .
H3A H 0.561(4) 0.248(3) 0.2102(13) 0.052(6) Uiso 1 1 d . . .
H3C H 0.523(3) 0.196(3) 0.2835(13) 0.049(6) Uiso 1 1 d . . .
H5B H 0.404(3) 0.484(2) 0.4331(10) 0.029(4) Uiso 1 1 d . . .
H5A H 0.330(3) 0.312(2) 0.4368(10) 0.031(4) Uiso 1 1 d . . .
H4A H 0.218(3) 0.404(2) 0.2650(11) 0.034(5) Uiso 1 1 d . . .
H4B H 0.021(3) 0.470(2) 0.2253(12) 0.035(5) Uiso 1 1 d . . .
H2 H -0.271(3) 0.591(2) 0.3153(12) 0.045(5) 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
C2 N4 1.3160(18) . ?
C2 N2 1.3326(18) . ?
C2 N1 1.3527(16) . ?
C1 N3 1.3014(17) . ?
C1 N1 1.3836(17) . ?
C1 C1 1.447(2) 3_566 ?
N3 N2 1.3790(15) . ?
N4 H4A 0.87(2) . ?
N4 H4B 0.84(2) . ?
N5 N1 1.3994(15) . ?
N5 H5B 0.914(18) . ?
N5 H5A 0.893(19) . ?
N2 H2 0.89(2) . ?
O1 N10 1.2301(15) . ?
O2 N10 1.2213(15) . ?
N6 C3 1.3252(17) . ?
N6 N7 1.3383(16) . ?
N7 N8 1.3328(17) . ?
N8 N9 1.3410(16) . ?
N9 C3 1.3285(17) . ?
N10 C3 1.4450(17) . ?
O3 H3A 0.86(2) . ?
O3 H3C 0.84(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
N4 C2 N2 128.89(13) . . ?
N4 C2 N1 125.14(13) . . ?
N2 C2 N1 105.97(12) . . ?
N3 C1 N1 111.35(11) . . ?
N3 C1 C1 124.97(15) . 3_566 ?
N1 C1 C1 123.68(14) . 3_566 ?
C1 N3 N2 104.21(10) . . ?
C2 N4 H4A 118.8(12) . . ?
C2 N4 H4B 118.6(13) . . ?
H4A N4 H4B 121.1(18) . . ?
N1 N5 H5B 106.6(11) . . ?
N1 N5 H5A 106.9(11) . . ?
H5B N5 H5A 111.6(15) . . ?
C2 N1 C1 106.63(11) . . ?
C2 N1 N5 120.64(11) . . ?
C1 N1 N5 132.24(11) . . ?
C2 N2 N3 111.84(11) . . ?
C2 N2 H2 128.7(13) . . ?
N3 N2 H2 118.9(13) . . ?
C3 N6 N7 102.57(11) . . ?
N8 N7 N6 110.10(11) . . ?
N7 N8 N9 109.47(11) . . ?
C3 N9 N8 102.73(11) . . ?
O2 N10 O1 124.65(12) . . ?
O2 N10 C3 117.84(11) . . ?
O1 N10 C3 117.51(11) . . ?
N6 C3 N9 115.12(12) . . ?
N6 C3 N10 122.67(11) . . ?
N9 C3 N10 122.21(11) . . ?
H3A O3 H3C 106.5(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 N3 N2 -0.44(14) . . . . ?
C1 C1 N3 N2 -179.94(15) 3_566 . . . ?
N4 C2 N1 C1 178.72(13) . . . . ?
N2 C2 N1 C1 -0.95(14) . . . . ?
N4 C2 N1 N5 5.9(2) . . . . ?
N2 C2 N1 N5 -173.80(11) . . . . ?
N3 C1 N1 C2 0.90(15) . . . . ?
C1 C1 N1 C2 -179.59(15) 3_566 . . . ?
N3 C1 N1 N5 172.58(13) . . . . ?
C1 C1 N1 N5 -7.9(2) 3_566 . . . ?
N4 C2 N2 N3 -178.92(13) . . . . ?
N1 C2 N2 N3 0.73(14) . . . . ?
C1 N3 N2 C2 -0.19(14) . . . . ?
C3 N6 N7 N8 0.15(14) . . . . ?
N6 N7 N8 N9 0.01(15) . . . . ?
N7 N8 N9 C3 -0.16(14) . . . . ?
N7 N6 C3 N9 -0.27(15) . . . . ?
N7 N6 C3 N10 179.43(11) . . . . ?
N8 N9 C3 N6 0.28(15) . . . . ?
N8 N9 C3 N10 -179.42(11) . . . . ?
O2 N10 C3 N6 173.02(12) . . . . ?
O1 N10 C3 N6 -6.69(18) . . . . ?
O2 N10 C3 N9 -7.30(18) . . . . ?
O1 N10 C3 N9 172.99(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
O3 H3A N7 0.86(2) 1.99(2) 2.8379(16) 166.6(19) .
O3 H3C O1 0.84(2) 2.16(2) 2.9842(14) 165(2) 4_566
N5 H5B N3 0.914(18) 2.561(18) 3.2313(17) 130.7(14) 1_655
N5 H5B N6 0.914(18) 2.582(17) 3.2215(17) 127.6(13) 2_655
N5 H5A N9 0.893(19) 2.304(19) 3.0796(18) 145.2(15) 2_645
N4 H4A O3 0.87(2) 2.20(2) 3.0338(18) 163.0(16) .
N4 H4B N8 0.84(2) 2.21(2) 3.0409(18) 169.8(18) 1_455

_geom_special_details            ?

