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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_vv368
_database_code_depnum_ccdc_archive 'CCDC 2172084'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
4-methyl-2,5-diaminotetrazolium azide
;
_chemical_name_common            '4-methyl-2,5-diaminotetrazolium azide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C2 H7 N6, N3'
_chemical_formula_sum            'C2 H7 N9'
_chemical_formula_weight         157.17

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'



_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.2958(3)
_cell_length_b                   8.4859(4)
_cell_length_c                   13.1114(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     700.48(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2911
_cell_measurement_theta_min      2.8593
_cell_measurement_theta_max      25.3267

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.116
_shelx_estimated_absorpt_T_min   0.994
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9177
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           
;
 ?
;


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            7177
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_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         2.859
_diffrn_reflns_theta_max         25.327
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1274
_reflns_number_gt                1164
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.664
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1637P)²+0.2034P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;

_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1274
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0831
_refine_ls_wR_factor_ref         0.2093
_refine_ls_wR_factor_gt          0.2027
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



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



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.4166(7) 0.1753(5) 0.4908(3) 0.0177(11) Uani 1 1 d . . . . .
N2 N 0.4005(7) 0.2225(5) 0.5885(3) 0.0168(10) Uani 1 1 d . . . . .
N3 N 0.3731(7) 0.1175(5) 0.6567(3) 0.0177(10) Uani 1 1 d . . . . .
N4 N 0.3652(6) -0.0141(5) 0.6008(3) 0.0137(10) Uani 1 1 d . . . . .
N5 N 0.3913(8) -0.0849(5) 0.4251(3) 0.0229(11) Uani 1 1 d . . . . .
H5A H 0.3708 -0.1859 0.4368 0.027 Uiso 1 1 calc . U . . .
H5B H 0.4110 -0.0513 0.3623 0.027 Uiso 1 1 calc . U . . .
N6 N 0.4276(7) 0.3779(5) 0.6125(4) 0.0204(11) Uani 1 1 d . . . . .
C1 C 0.3923(7) 0.0153(6) 0.5011(3) 0.0151(11) Uani 1 1 d . . . . .
C2 C 0.3495(8) -0.1690(7) 0.6500(4) 0.0223(13) Uani 1 1 d . . . . .
H2A H 0.2926 -0.1564 0.7191 0.033 Uiso 1 1 calc R U . . .
H2B H 0.4908 -0.2172 0.6535 0.033 Uiso 1 1 calc R U . . .
H2C H 0.2546 -0.2368 0.6102 0.033 Uiso 1 1 calc R U . . .
N7 N 0.6374(8) 0.0729(5) 0.0654(3) 0.0224(11) Uani 1 1 d . . . . .
N8 N 0.6321(6) 0.0314(5) 0.1513(3) 0.0177(10) Uani 1 1 d . . . . .
N9 N 0.6241(8) -0.0056(5) 0.2370(3) 0.0224(11) Uani 1 1 d . . . . .
H6A H 0.415(12) 0.447(9) 0.557(5) 0.033(18) Uiso 1 1 d . . . . .
H6B H 0.311(14) 0.404(11) 0.662(7) 0.06(2) Uiso 1 1 d . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 N2 1.346(6) . ?
N1 C1 1.373(7) . ?
N2 N3 1.274(6) . ?
N2 N6 1.367(6) . ?
N3 N4 1.337(6) . ?
N4 C1 1.342(6) . ?
N4 C2 1.467(6) . ?
N5 C1 1.310(7) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 H6A 0.94(8) . ?
N6 H6B 1.00(9) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
N7 N8 1.180(6) . ?
N8 N9 1.168(7) . ?

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 101.1(4) . . ?
N3 N2 N1 118.0(4) . . ?
N3 N2 N6 122.0(4) . . ?
N1 N2 N6 119.8(4) . . ?
N2 N3 N4 101.8(4) . . ?
N3 N4 C1 111.9(4) . . ?
N3 N4 C2 120.7(4) . . ?
C1 N4 C2 127.1(4) . . ?
C1 N5 H5A 120.0 . . ?
C1 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
N2 N6 H6A 114(4) . . ?
N2 N6 H6B 106(5) . . ?
H6A N6 H6B 108(7) . . ?
N5 C1 N4 128.3(5) . . ?
N5 C1 N1 124.6(4) . . ?
N4 C1 N1 107.1(4) . . ?
N4 C2 H2A 109.5 . . ?
N4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N9 N8 N7 178.1(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 0.8(5) . . . . ?
C1 N1 N2 N6 176.6(4) . . . . ?
N1 N2 N3 N4 -1.3(5) . . . . ?
N6 N2 N3 N4 -177.0(4) . . . . ?
N2 N3 N4 C1 1.2(5) . . . . ?
N2 N3 N4 C2 175.7(4) . . . . ?
N3 N4 C1 N5 -179.1(5) . . . . ?
C2 N4 C1 N5 6.9(8) . . . . ?
N3 N4 C1 N1 -0.8(5) . . . . ?
C2 N4 C1 N1 -174.9(4) . . . . ?
N2 N1 C1 N5 178.4(5) . . . . ?
N2 N1 C1 N4 0.1(5) . . . . ?

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

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6A N7 0.94(8) 1.95(8) 2.889(6) 173(7) 4_655
N5 H5B N9 0.88 2.16 2.947(6) 149.2 .
N5 H5A N7 0.88 2.05 2.912(6) 167.0 4_645
N6 H6B N9 1.00(9) 1.97(9) 2.953(7) 165(8) 3_456
N6 H6A N7 0.94(8) 1.95(8) 2.889(6) 173(7) 4_655
N5 H5B N9 0.88 2.16 2.947(6) 149.2 .
N5 H5A N7 0.88 2.05 2.912(6) 167.0 4_645
N6 H6B N9 1.00(9) 1.97(9) 2.953(7) 165(8) 3_456

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



_refine_diff_density_max         1.189
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.128

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_qx395
_database_code_depnum_ccdc_archive 'CCDC 2172086'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2021-11-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;


_chemical_name_systematic        1,3,5-triaminotetrazolium_bromide
_chemical_name_common            1,3,5-triaminotetrazolium_bromide
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C H6 N7, Br'
_chemical_formula_sum            'C H6 Br N7'
_chemical_formula_weight         196.04

_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'



_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.2609(7)
_cell_length_b                   11.5021(13)
_cell_length_c                   9.3564(12)
_cell_angle_alpha                90
_cell_angle_beta                 105.817(12)
_cell_angle_gamma                90
_cell_volume                     648.28(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    101
_cell_measurement_reflns_used    968
_cell_measurement_theta_min      2.9180
_cell_measurement_theta_max      30.7820

_exptl_crystal_description       block
_exptl_crystal_colour            'light orange'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    6.264
_shelx_estimated_absorpt_T_min   0.146
_shelx_estimated_absorpt_T_max   0.303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.09106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.009
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      101
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            2374
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.873
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1328
_reflns_number_gt                1045
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1328
_refine_ls_number_parameters     106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0890
_refine_ls_wR_factor_gt          0.0833
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0352345000
_diffrn_orient_matrix_UB_12      -0.0253616000
_diffrn_orient_matrix_UB_13      -0.0718181000
_diffrn_orient_matrix_UB_21      -0.0210561000
_diffrn_orient_matrix_UB_22      0.0560782000
_diffrn_orient_matrix_UB_23      -0.0321687000
_diffrn_orient_matrix_UB_31      0.1103251000
_diffrn_orient_matrix_UB_32      0.0024926000
_diffrn_orient_matrix_UB_33      -0.0060500000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -21.00   7.00   1.00   10.00    --  -19.40 -77.00 150.00   28
  2  ω      5.00  86.00   1.00   10.00    --   20.49  57.00  30.00   81
  3  ω    -36.00  44.00   1.00   10.00    --   20.49 -77.00 -90.00   80
;



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'
Br Br -0.2901 2.4595 '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'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.14325(6) 0.37561(4) 0.77177(5) 0.01424(17) Uani 1 1 d . . . . .
N3 N 0.6782(5) 0.2645(3) 0.4554(4) 0.0109(8) Uani 1 1 d . . . . .
N2 N 0.6727(5) 0.3089(3) 0.3274(4) 0.0119(8) Uani 1 1 d . . . . .
N1 N 0.4901(5) 0.3785(3) 0.3041(4) 0.0117(8) Uani 1 1 d . . . . .
N4 N 0.5222(6) 0.2970(3) 0.5212(4) 0.0130(8) Uani 1 1 d . . . . .
N6 N 0.8243(6) 0.1767(4) 0.5185(5) 0.0176(9) Uani 1 1 d . . . . .
N7 N 0.2269(7) 0.4315(4) 0.4331(5) 0.0171(9) Uani 1 1 d . . . . .
N5 N 0.3994(7) 0.4411(4) 0.1741(5) 0.0162(9) Uani 1 1 d . . . . .
C1 C 0.4019(7) 0.3717(4) 0.4205(5) 0.0110(9) Uani 1 1 d . . . . .
H7A H 0.150(7) 0.465(4) 0.370(6) 0.010(14) Uiso 1 1 d . . . . .
H5A H 0.487(6) 0.493(4) 0.166(5) 0.002(11) Uiso 1 1 d . . . . .
H5B H 0.387(9) 0.392(4) 0.107(7) 0.031(17) Uiso 1 1 d . . . . .
H7B H 0.183(9) 0.420(5) 0.520(7) 0.043(17) Uiso 1 1 d . . . . .
H6A H 0.904(8) 0.155(4) 0.440(6) 0.037(16) Uiso 1 1 d . . . . .
H6B H 0.890(9) 0.210(5) 0.609(7) 0.048(19) Uiso 1 1 d . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N3 N2 1.294(5) . ?
N3 N4 1.341(5) . ?
N3 N6 1.383(5) . ?
N2 N1 1.363(5) . ?
N1 N5 1.395(5) . ?
N1 C1 1.351(5) . ?
N4 C1 1.344(6) . ?
N7 C1 1.326(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N3 N4 118.4(3) . . ?
N2 N3 N6 122.1(3) . . ?
N4 N3 N6 119.1(4) . . ?
N3 N2 N1 100.9(3) . . ?
N2 N1 N5 124.5(3) . . ?
C1 N1 N2 110.3(3) . . ?
C1 N1 N5 125.0(3) . . ?
N3 N4 C1 101.3(3) . . ?
N4 C1 N1 109.1(4) . . ?
N7 C1 N1 124.8(4) . . ?
N7 C1 N4 126.1(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

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



_refine_diff_density_max         1.210
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.159

_shelxl_version_number           ?


_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lx539
_database_code_depnum_ccdc_archive 'CCDC 2172088'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             
;
'Thu Nov 10 09:16:13 2016'
;
_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
2,5-diaminotetrazolium nitrate
;
_chemical_name_common            '2,5-diaminotetrazolium nitrate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C H5 N6, N O3'
_chemical_formula_sum            'C H5 N7 O3'
_chemical_formula_weight         163.12

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'


_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.8782(10)
_cell_length_b                   10.6236(8)
_cell_length_c                   11.5460(11)
_cell_angle_alpha                90
_cell_angle_beta                 113.414(11)
_cell_angle_gamma                90
_cell_volume                     1224.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2792
_cell_measurement_theta_min      4.4120
_cell_measurement_theta_max      31.8530

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69844
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            9899
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.220
_diffrn_reflns_theta_max         26.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2534
_reflns_number_gt                1986
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+0.2597P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2534
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1042
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.0521779000
_diffrn_orient_matrix_UB_12      -0.0338193000
_diffrn_orient_matrix_UB_13      -0.0082473000
_diffrn_orient_matrix_UB_21      -0.0424985000
_diffrn_orient_matrix_UB_22      -0.0110000000
_diffrn_orient_matrix_UB_23      -0.0640488000
_diffrn_orient_matrix_UB_31      0.0229740000
_diffrn_orient_matrix_UB_32      0.0565190000
_diffrn_orient_matrix_UB_33      -0.0174370000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -15.00   41.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   57.0000   60.0000 56

#__ type_ start__ end____ width___ exp.time_
  2 omega -109.00  -83.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   41.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   57.0000  -90.0000 49

#__ type_ start__ end____ width___ exp.time_
  4 omega  -99.00   -5.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -57.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega  -44.00   33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -38.0000  -30.0000 77

#__ type_ start__ end____ width___ exp.time_
  6 omega   12.00   48.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   57.0000    0.0000 36

#__ type_ start__ end____ width___ exp.time_
  7 omega   17.00   73.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000   90.0000 56

#__ type_ start__ end____ width___ exp.time_
  8 omega  -22.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000 -120.0000 94

;



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_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.77244(13) 0.34334(12) 0.46952(12) 0.0223(3) Uani 1 1 d . . . . .
C1 C 0.69506(15) 0.30726(14) 0.52963(14) 0.0205(3) Uani 1 1 d . . . . .
N4 N 0.69296(13) 0.18104(12) 0.53374(12) 0.0229(3) Uani 1 1 d . . . . .
N3 N 0.76909(13) 0.13243(12) 0.47610(12) 0.0237(3) Uani 1 1 d . . . . .
N6 N 0.90270(15) 0.22725(15) 0.38733(15) 0.0329(4) Uani 1 1 d . . . . .
N5 N 0.62720(15) 0.38487(14) 0.57275(14) 0.0295(3) Uani 1 1 d . . . . .
N2 N 0.81092(13) 0.23251(11) 0.44049(12) 0.0212(3) Uani 1 1 d . . . . .
N7 N 0.27412(13) 0.34755(11) 0.45430(12) 0.0221(3) Uani 1 1 d . . . . .
N8 N 0.30086(13) 0.23708(11) 0.41372(12) 0.0206(3) Uani 1 1 d . . . . .
N9 N 0.26373(13) 0.13645(12) 0.45289(13) 0.0243(3) Uani 1 1 d . . . . .
N10 N 0.20627(13) 0.18371(12) 0.52807(13) 0.0233(3) Uani 1 1 d . . . . .
N12 N 0.35373(15) 0.23312(14) 0.32397(14) 0.0291(3) Uani 1 1 d . . . . .
N11 N 0.16639(16) 0.38641(14) 0.59317(15) 0.0318(4) Uani 1 1 d . . . . .
C2 C 0.21258(15) 0.31026(14) 0.52879(14) 0.0217(3) Uani 1 1 d . . . . .
O1 O 0.53813(12) 0.28738(11) 0.21098(11) 0.0305(3) Uani 1 1 d . . . . .
O2 O 0.48901(13) 0.46377(11) 0.27585(11) 0.0328(3) Uani 1 1 d . . . . .
O3 O 0.60210(14) 0.46374(11) 0.15909(13) 0.0405(4) Uani 1 1 d . . . . .
N14 N 0.54209(13) 0.40449(12) 0.21550(12) 0.0227(3) Uani 1 1 d . . . . .
O4 O -0.04038(13) 0.46330(11) 0.26823(12) 0.0357(3) Uani 1 1 d . . . . .
O5 O 0.07517(13) 0.46963(11) 0.15296(12) 0.0358(3) Uani 1 1 d . . . . .
O6 O 0.01272(11) 0.29033(10) 0.20098(11) 0.0286(3) Uani 1 1 d . . . . .
N13 N 0.01557(13) 0.40745(12) 0.20808(12) 0.0230(3) Uani 1 1 d . . . . .
H11B H 0.123(2) 0.3528(19) 0.633(2) 0.039(5) Uiso 1 1 d . . . . .
H11A H 0.1708(19) 0.4690(19) 0.5835(18) 0.033(5) Uiso 1 1 d . . . . .
H5B H 0.593(2) 0.3538(19) 0.6218(19) 0.040(6) Uiso 1 1 d . . . . .
H5A H 0.642(2) 0.465(2) 0.5709(19) 0.041(6) Uiso 1 1 d . . . . .
H12B H 0.4049(17) 0.2966(17) 0.3299(16) 0.019(4) Uiso 1 1 d . . . . .
H6B H 0.8926(19) 0.2942(19) 0.337(2) 0.035(5) Uiso 1 1 d . . . . .
H4 H 0.653(2) 0.1257(19) 0.568(2) 0.040(5) Uiso 1 1 d . . . . .
H6A H 0.8989(19) 0.150(2) 0.3449(19) 0.035(5) Uiso 1 1 d . . . . .
H12A H 0.392(2) 0.153(2) 0.3236(18) 0.037(5) Uiso 1 1 d . . . . .
H10 H 0.172(2) 0.129(2) 0.574(2) 0.049(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 N2 1.3362(17) . ?
N1 C1 1.3422(19) . ?
C1 N5 1.328(2) . ?
C1 N4 1.342(2) . ?
N4 N3 1.3541(17) . ?
N4 H4 0.91(2) . ?
N3 N2 1.2866(17) . ?
N6 N2 1.3652(18) . ?
N6 H6B 0.90(2) . ?
N6 H6A 0.95(2) . ?
N5 H5B 0.86(2) . ?
N5 H5A 0.87(2) . ?
N7 N8 1.3379(17) . ?
N7 C2 1.3425(19) . ?
N8 N9 1.2867(17) . ?
N8 N12 1.3711(18) . ?
N9 N10 1.3519(18) . ?
N10 C2 1.346(2) . ?
N10 H10 0.96(2) . ?
N12 H12B 0.859(18) . ?
N12 H12A 0.95(2) . ?
N11 C2 1.325(2) . ?
N11 H11B 0.86(2) . ?
N11 H11A 0.89(2) . ?
O1 N14 1.2452(17) . ?
O2 N14 1.2392(16) . ?
O3 N14 1.2587(16) . ?
O4 N13 1.2412(16) . ?
O5 N13 1.2608(16) . ?
O6 N13 1.2465(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
N2 N1 C1 101.62(11) . . ?
N5 C1 N4 125.94(14) . . ?
N5 C1 N1 124.93(14) . . ?
N4 C1 N1 109.06(13) . . ?
C1 N4 N3 109.96(12) . . ?
C1 N4 H4 132.6(13) . . ?
N3 N4 H4 117.5(13) . . ?
N2 N3 N4 101.83(11) . . ?
N2 N6 H6B 109.7(12) . . ?
N2 N6 H6A 112.2(12) . . ?
H6B N6 H6A 112.4(17) . . ?
C1 N5 H5B 117.4(14) . . ?
C1 N5 H5A 117.9(14) . . ?
H5B N5 H5A 122(2) . . ?
N3 N2 N1 117.53(13) . . ?
N3 N2 N6 121.64(12) . . ?
N1 N2 N6 120.46(12) . . ?
N8 N7 C2 101.46(11) . . ?
N9 N8 N7 117.61(12) . . ?
N9 N8 N12 121.64(12) . . ?
N7 N8 N12 120.43(12) . . ?
N8 N9 N10 101.94(12) . . ?
C2 N10 N9 109.85(12) . . ?
C2 N10 H10 129.1(13) . . ?
N9 N10 H10 121.0(13) . . ?
N8 N12 H12B 111.6(11) . . ?
N8 N12 H12A 110.5(12) . . ?
H12B N12 H12A 115.4(16) . . ?
C2 N11 H11B 117.3(14) . . ?
C2 N11 H11A 118.8(13) . . ?
H11B N11 H11A 123.2(19) . . ?
N11 C2 N7 125.16(14) . . ?
N11 C2 N10 125.69(14) . . ?
N7 C2 N10 109.15(13) . . ?
O2 N14 O1 121.01(12) . . ?
O2 N14 O3 119.35(13) . . ?
O1 N14 O3 119.63(12) . . ?
O4 N13 O6 120.60(12) . . ?
O4 N13 O5 119.79(13) . . ?
O6 N13 O5 119.61(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
N2 N1 C1 N5 -176.76(15) . . . . ?
N2 N1 C1 N4 0.52(16) . . . . ?
N5 C1 N4 N3 177.19(15) . . . . ?
N1 C1 N4 N3 -0.06(18) . . . . ?
C1 N4 N3 N2 -0.45(16) . . . . ?
N4 N3 N2 N1 0.86(17) . . . . ?
N4 N3 N2 N6 173.84(14) . . . . ?
C1 N1 N2 N3 -0.90(17) . . . . ?
C1 N1 N2 N6 -173.97(14) . . . . ?
C2 N7 N8 N9 0.19(17) . . . . ?
C2 N7 N8 N12 173.83(13) . . . . ?
N7 N8 N9 N10 -0.19(17) . . . . ?
N12 N8 N9 N10 -173.76(13) . . . . ?
N8 N9 N10 C2 0.11(16) . . . . ?
N8 N7 C2 N11 179.51(15) . . . . ?
N8 N7 C2 N10 -0.10(16) . . . . ?
N9 N10 C2 N11 -179.61(15) . . . . ?
N9 N10 C2 N7 -0.01(18) . . . . ?

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

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H11B O1 0.86(2) 2.13(2) 2.9520(19) 160.3(19) 4_566
N11 H11A N1 0.89(2) 2.24(2) 3.097(2) 161.2(17) 3_666
N5 H5B O6 0.86(2) 2.14(2) 2.9450(19) 156.2(19) 4_666
N5 H5A N7 0.87(2) 2.26(2) 3.098(2) 162.6(19) 3_666
N12 H12B O1 0.859(18) 2.362(17) 2.8528(18) 116.7(14) .
N12 H12B O2 0.859(18) 2.199(18) 3.021(2) 160.1(16) .
N12 H12B N14 0.859(18) 2.618(18) 3.3349(19) 141.6(14) .
N6 H6B O4 0.90(2) 2.20(2) 3.040(2) 155.2(18) 1_655
N6 H6B O6 0.90(2) 2.41(2) 2.9252(18) 116.8(15) 1_655
N6 H6B N13 0.90(2) 2.65(2) 3.3875(19) 139.9(16) 1_655
N4 H4 O5 0.91(2) 1.83(2) 2.7388(17) 172.4(19) 4_666
N4 H4 N13 0.91(2) 2.62(2) 3.4273(18) 147.5(16) 4_666
N6 H6A O3 0.95(2) 1.98(2) 2.847(2) 151.2(17) 2_645
N12 H12A O5 0.95(2) 1.98(2) 2.8881(19) 159.4(17) 2_545
N10 H10 O3 0.96(2) 1.76(2) 2.7183(17) 177(2) 4_566
N10 H10 N14 0.96(2) 2.57(2) 3.4383(17) 150.5(17) 4_566

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



_refine_diff_density_max         0.558
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.056

_shelxl_version_number           2013-4


####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2172089'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 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 Mar 22 12:27:03 2013'
;

_chemical_name_systematic        2,5-diaminotetrazole
_chemical_compound_source        ?
_chemical_name_common            2,5-diaminotetrazole
_chemical_formula_moiety         'C H4 N6'
_chemical_formula_sum            'C H4 N6'
_chemical_formula_weight         100.10


_cell_length_a                   5.2519(10)
_cell_length_b                   6.5141(9)
_cell_length_c                   6.8045(10)
_cell_angle_alpha                105.732(12)
_cell_angle_beta                 107.197(15)
_cell_angle_gamma                99.007(14)
_cell_volume                     206.84(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173
_cell_measurement_reflns_used    737
_cell_measurement_theta_min      4.3320
_cell_measurement_theta_max      31.8030
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             104
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9509
_exptl_absorpt_correction_T_max  0.9886
_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            2037
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_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         4.20
_diffrn_reflns_theta_max         26.00
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994

_reflns_number_total             801
_reflns_number_gt                676
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0131027000
_diffrn_orient_matrix_UB_12      0.0517800000
_diffrn_orient_matrix_UB_13      -0.0770222000
_diffrn_orient_matrix_UB_21      -0.0494816000
_diffrn_orient_matrix_UB_22      -0.1044719000
_diffrn_orient_matrix_UB_23      -0.0839733000
_diffrn_orient_matrix_UB_31      -0.1370628000
_diffrn_orient_matrix_UB_32      0.0104935000
_diffrn_orient_matrix_UB_33      -0.0210383000

_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'
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         0.371
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.055

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0639P)²+0.0698P] 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         801
_refine_ls_number_parameters     80
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1143
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3410(3) 0.0052(2) 0.6884(2) 0.0187(4) Uani 1 1 d . . .
N2 N 0.3999(3) 0.2245(2) 0.7328(2) 0.0172(4) Uani 1 1 d . . .
N3 N 0.6596(3) 0.3289(3) 0.8469(2) 0.0205(4) Uani 1 1 d . . .
N4 N 0.7878(3) 0.1743(3) 0.8826(2) 0.0207(4) Uani 1 1 d . . .
N5 N 0.6453(4) -0.2191(3) 0.7733(3) 0.0217(4) Uani 1 1 d . . .
N6 N 0.2093(3) 0.3406(3) 0.6680(3) 0.0210(4) Uani 1 1 d . . .
C1 C 0.5918(4) -0.0208(3) 0.7830(3) 0.0167(4) Uani 1 1 d . . .
H5B H 0.805(5) -0.236(4) 0.873(4) 0.033(6) Uiso 1 1 d . . .
H6B H 0.108(5) 0.339(4) 0.741(4) 0.032(6) Uiso 1 1 d . . .
H5A H 0.497(6) -0.338(4) 0.734(4) 0.038(7) Uiso 1 1 d . . .
H6A H 0.107(5) 0.265(4) 0.533(4) 0.037(6) Uiso 1 1 d . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 N2 1.342(2) . ?
N1 C1 1.343(2) . ?
N2 N3 1.312(2) . ?
N2 N6 1.388(2) . ?
N3 N4 1.332(2) . ?
N4 C1 1.358(2) . ?
N5 C1 1.353(2) . ?
N5 H5B 0.95(3) . ?
N5 H5A 0.92(3) . ?
N6 H6B 0.83(2) . ?
N6 H6A 0.87(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
N2 N1 C1 100.79(15) . . ?
N3 N2 N1 114.89(15) . . ?
N3 N2 N6 120.31(15) . . ?
N1 N2 N6 124.81(15) . . ?
N2 N3 N4 105.92(15) . . ?
N3 N4 C1 106.08(15) . . ?
C1 N5 H5B 123.0(15) . . ?
C1 N5 H5A 117.4(15) . . ?
H5B N5 H5A 110(2) . . ?
N2 N6 H6B 107.4(15) . . ?
N2 N6 H6A 106.7(16) . . ?
H6B N6 H6A 107(2) . . ?
N1 C1 N5 123.93(17) . . ?
N1 C1 N4 112.30(17) . . ?
N5 C1 N4 123.73(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 -1.04(18) . . . . ?
C1 N1 N2 N6 179.23(15) . . . . ?
N1 N2 N3 N4 0.34(19) . . . . ?
N6 N2 N3 N4 -179.91(14) . . . . ?
N2 N3 N4 C1 0.53(17) . . . . ?
N2 N1 C1 N5 -176.29(16) . . . . ?
N2 N1 C1 N4 1.36(18) . . . . ?
N3 N4 C1 N1 -1.25(19) . . . . ?
N3 N4 C1 N5 176.41(16) . . . . ?

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 N4 0.95(3) 2.18(3) 3.109(2) 164(2) 2_757
N6 H6B N4 0.83(2) 2.42(3) 3.197(2) 156(2) 1_455
N6 H6B N3 0.83(2) 2.65(3) 3.446(2) 160(2) 1_455
N5 H5A N6 0.92(3) 2.23(3) 3.138(2) 168(2) 1_545
N5 H5A N3 0.92(3) 2.67(2) 3.126(2) 111.3(17) 1_545
N6 H6A N1 0.87(3) 2.46(3) 3.188(2) 141(2) 2_556

_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_mx114
_database_code_depnum_ccdc_archive 'CCDC 2172087'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             
;
'Fri Mar 10 20:17:57 2017'
;
_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
2,5-diamino-4-methyltetrazolium nitrate
;
_chemical_name_common            '2,5-diamino-4-methyltetrazolium nitrate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C2 H7 N6, N O3'
_chemical_formula_sum            'C2 H7 N7 O3'
_chemical_formula_weight         177.15

_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'



_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.6448(5)
_cell_length_b                   8.8744(7)
_cell_length_c                   10.6105(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.315(7)
_cell_angle_gamma                90
_cell_volume                     700.50(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1744
_cell_measurement_theta_min      4.8060
_cell_measurement_theta_max      31.3300

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.349
_exptl_crystal_size_min          0.163
_exptl_absorpt_coefficient_mu    0.150
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63754
_exptl_absorpt_correction_T_max  0.99999
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            5086
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0631
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.255
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1371
_reflns_number_gt                1169
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0575P)²+0.2871P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1371
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1156
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0645808000
_diffrn_orient_matrix_UB_12      0.0469021000
_diffrn_orient_matrix_UB_13      -0.0404057000
_diffrn_orient_matrix_UB_21      -0.0690355000
_diffrn_orient_matrix_UB_22      -0.0341308000
_diffrn_orient_matrix_UB_23      0.0247881000
_diffrn_orient_matrix_UB_31      0.0121720000
_diffrn_orient_matrix_UB_32      0.0550385000
_diffrn_orient_matrix_UB_33      0.0496927000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -97.00   -5.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -57.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
  2 omega  -52.00   42.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   57.0000    0.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000   90.0000 103

#__ type_ start__ end____ width___ exp.time_
  4 omega   49.00   75.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -23.00    6.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000   90.0000 29

#__ type_ start__ end____ width___ exp.time_
  6 omega  -24.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000 -180.0000 93

#__ type_ start__ end____ width___ exp.time_
  7 omega  -17.00    9.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000  -30.0000 26

;



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.1540(2) 0.21403(19) -0.01167(14) 0.0209(4) Uani 1 1 d . . . . .
N2 N 0.3230(2) 0.16957(19) 0.03700(14) 0.0200(4) Uani 1 1 d . . . . .
N3 N 0.3511(2) 0.09224(19) 0.14295(15) 0.0212(4) Uani 1 1 d . . . . .
N4 N 0.1885(2) 0.08366(19) 0.16714(14) 0.0198(4) Uani 1 1 d . . . . .
N5 N -0.1080(2) 0.1661(2) 0.06706(17) 0.0236(4) Uani 1 1 d . . . . .
N6 N 0.4671(2) 0.2016(2) -0.01799(16) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.0673(2) 0.1579(2) 0.07376(17) 0.0191(4) Uani 1 1 d . . . . .
C2 C 0.1579(3) -0.0043(3) 0.27699(19) 0.0244(5) Uani 1 1 d . . . . .
O1 O 0.3867(2) 0.50707(18) 0.08494(13) 0.0300(4) Uani 1 1 d . . . . .
O2 O 0.26562(19) 0.42888(18) 0.23863(13) 0.0322(4) Uani 1 1 d . . . . .
O3 O 0.2413(2) 0.66336(18) 0.17987(14) 0.0334(4) Uani 1 1 d . . . . .
N7 N 0.29573(18) 0.53302(17) 0.16616(12) 0.0127(3) Uani 1 1 d . . . . .
H6B H 0.475(3) 0.305(3) -0.017(2) 0.036(7) Uiso 1 1 d . . . . .
H2B H 0.063(3) -0.080(3) 0.244(2) 0.036(7) Uiso 1 1 d . . . . .
H2A H 0.271(3) -0.049(3) 0.314(2) 0.024(6) Uiso 1 1 d . . . . .
H6A H 0.436(3) 0.169(3) -0.097(3) 0.035(7) Uiso 1 1 d . . . . .
H5A H -0.155(3) 0.147(3) 0.134(3) 0.043(7) Uiso 1 1 d . . . . .
H5B H -0.173(3) 0.216(3) 0.002(3) 0.033(6) Uiso 1 1 d . . . . .
H2C H 0.110(3) 0.060(3) 0.334(3) 0.040(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 N2 1.336(2) . ?
N1 C1 1.336(2) . ?
N2 N3 1.292(2) . ?
N2 N6 1.390(2) . ?
N3 N4 1.328(2) . ?
N4 C1 1.361(2) . ?
N4 C2 1.466(2) . ?
N5 C1 1.327(2) . ?
N5 H5A 0.88(3) . ?
N5 H5B 0.87(3) . ?
N6 H6B 0.91(3) . ?
N6 H6A 0.87(3) . ?
C2 H2B 0.99(3) . ?
C2 H2A 0.95(2) . ?
C2 H2C 0.96(3) . ?
O1 N7 1.247(2) . ?
O2 N7 1.257(2) . ?
O3 N7 1.249(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 C1 102.38(15) . . ?
N3 N2 N1 116.46(15) . . ?
N3 N2 N6 119.01(15) . . ?
N1 N2 N6 124.53(15) . . ?
N2 N3 N4 102.88(15) . . ?
N3 N4 C1 110.02(15) . . ?
N3 N4 C2 120.82(16) . . ?
C1 N4 C2 129.05(16) . . ?
C1 N5 H5A 122.8(17) . . ?
C1 N5 H5B 117.1(15) . . ?
H5A N5 H5B 118(2) . . ?
N2 N6 H6B 104.7(14) . . ?
N2 N6 H6A 105.9(16) . . ?
H6B N6 H6A 111(2) . . ?
N5 C1 N1 126.55(18) . . ?
N5 C1 N4 125.13(18) . . ?
N1 C1 N4 108.26(16) . . ?
N4 C2 H2B 108.7(14) . . ?
N4 C2 H2A 104.5(13) . . ?
H2B C2 H2A 112(2) . . ?
N4 C2 H2C 109.5(16) . . ?
H2B C2 H2C 106(2) . . ?
H2A C2 H2C 116(2) . . ?
O1 N7 O3 120.35(15) . . ?
O1 N7 O2 119.79(15) . . ?
O3 N7 O2 119.79(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 0.0(2) . . . . ?
C1 N1 N2 N6 -179.62(17) . . . . ?
N1 N2 N3 N4 0.2(2) . . . . ?
N6 N2 N3 N4 179.84(16) . . . . ?
N2 N3 N4 C1 -0.3(2) . . . . ?
N2 N3 N4 C2 176.25(16) . . . . ?
N2 N1 C1 N5 -177.32(18) . . . . ?
N2 N1 C1 N4 -0.20(19) . . . . ?
N3 N4 C1 N5 177.51(18) . . . . ?
C2 N4 C1 N5 1.3(3) . . . . ?
N3 N4 C1 N1 0.3(2) . . . . ?
C2 N4 C1 N1 -175.86(18) . . . . ?

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

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6B O1 0.91(3) 2.28(3) 3.037(2) 140.4(19) .
N6 H6B O1 0.91(3) 2.19(3) 2.967(2) 142(2) 3_665
C2 H2B O2 0.99(3) 2.56(2) 3.258(3) 127.1(18) 2_545
C2 H2A O1 0.95(2) 2.64(2) 3.454(3) 144.1(18) 2_645
N6 H6A O2 0.87(3) 2.11(3) 2.924(2) 156(2) 4_565
N5 H5A O2 0.88(3) 2.61(3) 3.359(2) 143(2) 2_545
N5 H5A O3 0.88(3) 2.23(3) 3.084(2) 163(2) 2_545
N5 H5B O3 0.87(3) 2.17(3) 2.994(2) 159(2) 3_565
C2 H2C N1 0.96(3) 2.56(3) 3.420(3) 149(2) 4_566
N6 H6B O1 0.91(3) 2.28(3) 3.037(2) 140.4(19) .
N6 H6B O1 0.91(3) 2.19(3) 2.967(2) 142(2) 3_665
C2 H2B O2 0.99(3) 2.56(2) 3.258(3) 127.1(18) 2_545
C2 H2A O1 0.95(2) 2.64(2) 3.454(3) 144.1(18) 2_645
N6 H6A O2 0.87(3) 2.11(3) 2.924(2) 156(2) 4_565
N5 H5A O2 0.88(3) 2.61(3) 3.359(2) 143(2) 2_545
N5 H5A O3 0.88(3) 2.23(3) 3.084(2) 163(2) 2_545
N5 H5B O3 0.87(3) 2.17(3) 2.994(2) 159(2) 3_565
C2 H2C N1 0.96(3) 2.56(3) 3.420(3) 149(2) 4_566

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



_refine_diff_density_max         0.304
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4


####################################################################### 
# 
# 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_mx064
_database_code_depnum_ccdc_archive 'CCDC 2172091'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             
;
'Wed Feb 15 16:55:05 2017'
;
_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
4-Methyl-2,5-aminotetrazolium iodide
;
_chemical_name_common            '4-Methyl-2,5-aminotetrazolium iodide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 H7 N6, I'
_chemical_formula_sum            'C2 H7 I N6'
_chemical_formula_weight         242.04

_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'




_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.0760(3)
_cell_length_b                   11.2519(5)
_cell_length_c                   9.7180(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.229(4)
_cell_angle_gamma                90
_cell_volume                     756.18(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2377
_cell_measurement_theta_min      4.6400
_cell_measurement_theta_max      31.7250

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.166
_shelx_estimated_absorpt_T_min   0.323
_shelx_estimated_absorpt_T_max   0.681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.126
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            5437
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0445
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.210
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1482
_reflns_number_gt                1293
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²+0.0788P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1482
_refine_ls_number_parameters     99
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0209
_refine_ls_wR_factor_ref         0.0507
_refine_ls_wR_factor_gt          0.0482
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0027351000
_diffrn_orient_matrix_UB_12      -0.0529835000
_diffrn_orient_matrix_UB_13      0.0391538000
_diffrn_orient_matrix_UB_21      0.0958720000
_diffrn_orient_matrix_UB_22      -0.0133991000
_diffrn_orient_matrix_UB_23      -0.0059539000
_diffrn_orient_matrix_UB_31      0.0362186000
_diffrn_orient_matrix_UB_32      0.0314299000
_diffrn_orient_matrix_UB_33      0.0633323000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   11.00   37.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -19.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -21.00    5.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -81.0000  -46.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -23.00   68.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  4 omega   21.00  100.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000  -30.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega  -85.00  -22.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -19.0000   60.0000 63

#__ type_ start__ end____ width___ exp.time_
  6 omega -101.00    2.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -77.0000   60.0000 103

#__ type_ start__ end____ width___ exp.time_
  7 omega -107.00  -45.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000   60.0000 62

;



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'
I I -0.4742 1.8119 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0002(4) 0.3076(2) 0.5309(2) 0.0253(5) Uani 1 1 d . . . . .
N2 N 0.1341(3) 0.2727(2) 0.4622(2) 0.0234(5) Uani 1 1 d . . . . .
N3 N 0.1257(4) 0.3133(2) 0.3374(3) 0.0259(5) Uani 1 1 d . . . . .
N4 N -0.0325(3) 0.38269(19) 0.3192(2) 0.0224(5) Uani 1 1 d . . . . .
N5 N -0.2575(4) 0.4426(3) 0.4575(3) 0.0288(6) Uani 1 1 d . . . . .
N6 N 0.2662(4) 0.1863(3) 0.5209(3) 0.0315(6) Uani 1 1 d . . . . .
C1 C -0.1074(4) 0.3797(2) 0.4361(3) 0.0210(6) Uani 1 1 d . . . . .
C2 C -0.1004(5) 0.4478(3) 0.1880(3) 0.0322(7) Uani 1 1 d . . . . .
H2A H -0.2135 0.4075 0.1317 0.048 Uiso 1 1 calc R U . . .
H2B H 0.0027 0.4509 0.1349 0.048 Uiso 1 1 calc R U . . .
H2C H -0.1361 0.5289 0.2094 0.048 Uiso 1 1 calc R U . . .
I1 I 0.59527(3) 0.12908(2) 0.28248(2) 0.02990(9) Uani 1 1 d . . . . .
H5B H -0.298(5) 0.427(3) 0.521(4) 0.034(10) Uiso 1 1 d . . . . .
H6A H 0.325(5) 0.213(3) 0.602(4) 0.042(11) Uiso 1 1 d . . . . .
H6B H 0.340(5) 0.178(3) 0.468(4) 0.033(10) Uiso 1 1 d . . . . .
H5A H -0.321(5) 0.479(3) 0.390(4) 0.040(11) Uiso 1 1 d . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 N2 1.330(3) . ?
N1 C1 1.336(4) . ?
N2 N3 1.286(3) . ?
N2 N6 1.385(3) . ?
N3 N4 1.345(3) . ?
N4 C1 1.352(4) . ?
N4 C2 1.461(3) . ?
N5 C1 1.329(4) . ?
N5 H5B 0.76(4) . ?
N5 H5A 0.82(4) . ?
N6 H6A 0.86(4) . ?
N6 H6B 0.82(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C1 101.2(2) . . ?
N3 N2 N1 118.2(2) . . ?
N3 N2 N6 122.0(2) . . ?
N1 N2 N6 119.5(2) . . ?
N2 N3 N4 101.6(2) . . ?
N3 N4 C1 109.8(2) . . ?
N3 N4 C2 121.1(2) . . ?
C1 N4 C2 129.1(2) . . ?
C1 N5 H5B 117(3) . . ?
C1 N5 H5A 117(2) . . ?
H5B N5 H5A 122(4) . . ?
N2 N6 H6A 107(2) . . ?
N2 N6 H6B 107(3) . . ?
H6A N6 H6B 112(3) . . ?
N5 C1 N1 124.9(3) . . ?
N5 C1 N4 125.9(3) . . ?
N1 C1 N4 109.2(2) . . ?
N4 C2 H2A 109.5 . . ?
N4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 0.1(3) . . . . ?
C1 N1 N2 N6 -173.9(2) . . . . ?
N1 N2 N3 N4 -0.4(3) . . . . ?
N6 N2 N3 N4 173.4(2) . . . . ?
N2 N3 N4 C1 0.6(3) . . . . ?
N2 N3 N4 C2 -179.4(3) . . . . ?
N2 N1 C1 N5 -176.6(3) . . . . ?
N2 N1 C1 N4 0.3(3) . . . . ?
N3 N4 C1 N5 176.2(3) . . . . ?
C2 N4 C1 N5 -3.7(5) . . . . ?
N3 N4 C1 N1 -0.6(3) . . . . ?
C2 N4 C1 N1 179.4(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
N5 H5B I1 0.76(4) 2.87(4) 3.620(3) 173(3) 4_466
N6 H6A I1 0.86(4) 2.91(4) 3.700(3) 153(3) 4_566
N6 H6B I1 0.82(4) 2.86(4) 3.673(3) 175(3) .
N5 H5A I1 0.82(4) 2.84(4) 3.632(3) 163(3) 2
N5 H5B I1 0.76(4) 2.87(4) 3.620(3) 173(3) 4_466
N6 H6A I1 0.86(4) 2.91(4) 3.700(3) 153(3) 4_566
N6 H6B I1 0.82(4) 2.86(4) 3.673(3) 175(3) .
N5 H5A I1 0.82(4) 2.84(4) 3.632(3) 163(3) 2

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



_refine_diff_density_max         0.677
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-4


####################################################################### 
# 
# 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_lx578
_database_code_depnum_ccdc_archive 'CCDC 2172090'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             
;
'Wed Nov 30 15:22:56 2016'
;
_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
2,5-diaminotetrazolium perchlorate
;
_chemical_name_common            '2,5-diaminotetrazolium perchlorate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C H5 N6, Cl O4'
_chemical_formula_sum            'C H5 Cl N6 O4'
_chemical_formula_weight         200.56

_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'




_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.1662(4)
_cell_length_b                   7.1311(4)
_cell_length_c                   13.7130(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.776(5)
_cell_angle_gamma                90
_cell_volume                     699.25(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1408
_cell_measurement_theta_min      5.1110
_cell_measurement_theta_max      32.4690

_exptl_crystal_description       block
_exptl_crystal_colour            'clear white'
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.538
_shelx_estimated_absorpt_T_min   0.822
_shelx_estimated_absorpt_T_max   0.877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97005
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            3629
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.128
_diffrn_reflns_theta_max         26.495
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1431
_reflns_number_gt                1222
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+0.3300P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1431
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.0650854000
_diffrn_orient_matrix_UB_12      -0.0644060000
_diffrn_orient_matrix_UB_13      0.0223485000
_diffrn_orient_matrix_UB_21      0.0748096000
_diffrn_orient_matrix_UB_22      0.0560882000
_diffrn_orient_matrix_UB_23      -0.0147649000
_diffrn_orient_matrix_UB_31      -0.0001373000
_diffrn_orient_matrix_UB_32      0.0510502000
_diffrn_orient_matrix_UB_33      0.0443849000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -1.00  103.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       32.0000   79.0000    0.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00  103.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       32.0000   79.0000  120.0000 104

#__ type_ start__ end____ width___ exp.time_
  3 omega  -65.00   39.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -32.0000   80.0000  250.0000 104

;



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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0959(2) 0.7803(2) 0.02215(12) 0.0189(4) Uani 1 1 d . . . . .
N2 N 0.1652(2) 0.6197(2) 0.05865(11) 0.0168(4) Uani 1 1 d . . . . .
N3 N 0.3119(2) 0.5537(2) 0.02203(13) 0.0225(4) Uani 1 1 d . . . . .
N4 N 0.3454(3) 0.6851(3) -0.04490(13) 0.0239(4) Uani 1 1 d . . . . .
N5 N 0.0700(3) 0.5198(3) 0.12499(13) 0.0209(4) Uani 1 1 d . . . . .
N6 N 0.2066(3) 0.9691(3) -0.10336(16) 0.0300(5) Uani 1 1 d . . . . .
C1 C 0.2164(3) 0.8215(3) -0.04563(14) 0.0200(4) Uani 1 1 d . . . . .
Cl1 Cl 0.31858(7) 0.06245(6) 0.22489(3) 0.01904(17) Uani 1 1 d . . . . .
O1 O 0.3543(3) 0.1075(3) 0.12569(12) 0.0442(5) Uani 1 1 d . . . . .
O2 O 0.2082(2) -0.1043(2) 0.22897(11) 0.0292(4) Uani 1 1 d . . . . .
O3 O 0.4924(2) 0.0360(3) 0.27895(15) 0.0473(5) Uani 1 1 d . . . . .
O4 O 0.2174(2) 0.2159(2) 0.26410(14) 0.0393(5) Uani 1 1 d . . . . .
H5B H 0.150(4) 0.442(3) 0.1539(18) 0.024(6) Uiso 1 1 d . . . . .
H4 H 0.437(4) 0.679(4) -0.075(2) 0.037(8) Uiso 1 1 d . . . . .
H5A H 0.027(3) 0.592(4) 0.1639(17) 0.024(6) Uiso 1 1 d . . . . .
H6B H 0.287(4) 0.990(4) -0.136(2) 0.040(8) Uiso 1 1 d . . . . .
H6A H 0.126(4) 1.051(4) -0.092(2) 0.036(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 N2 1.333(2) . ?
N1 C1 1.342(2) . ?
N2 N3 1.284(2) . ?
N2 N5 1.372(2) . ?
N3 N4 1.344(2) . ?
N4 C1 1.342(3) . ?
N4 H4 0.80(3) . ?
N5 H5B 0.87(3) . ?
N5 H5A 0.82(2) . ?
N6 C1 1.316(3) . ?
N6 H6B 0.76(3) . ?
N6 H6A 0.84(3) . ?
Cl1 O3 1.4197(18) . ?
Cl1 O2 1.4311(15) . ?
Cl1 O4 1.4368(16) . ?
Cl1 O1 1.4370(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
N2 N1 C1 101.98(15) . . ?
N3 N2 N1 117.55(16) . . ?
N3 N2 N5 121.66(16) . . ?
N1 N2 N5 120.39(16) . . ?
N2 N3 N4 101.48(15) . . ?
C1 N4 N3 110.89(17) . . ?
C1 N4 H4 129(2) . . ?
N3 N4 H4 120(2) . . ?
N2 N5 H5B 107.1(16) . . ?
N2 N5 H5A 109.5(17) . . ?
H5B N5 H5A 112(2) . . ?
C1 N6 H6B 119(2) . . ?
C1 N6 H6A 117.2(18) . . ?
H6B N6 H6A 121(3) . . ?
N6 C1 N4 126.4(2) . . ?
N6 C1 N1 125.49(19) . . ?
N4 C1 N1 108.09(17) . . ?
O3 Cl1 O2 109.73(10) . . ?
O3 Cl1 O4 110.66(12) . . ?
O2 Cl1 O4 108.94(10) . . ?
O3 Cl1 O1 108.61(12) . . ?
O2 Cl1 O1 110.85(10) . . ?
O4 Cl1 O1 108.04(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 N3 -0.7(2) . . . . ?
C1 N1 N2 N5 -173.60(17) . . . . ?
N1 N2 N3 N4 0.9(2) . . . . ?
N5 N2 N3 N4 173.64(17) . . . . ?
N2 N3 N4 C1 -0.7(2) . . . . ?
N3 N4 C1 N6 -178.8(2) . . . . ?
N3 N4 C1 N1 0.3(2) . . . . ?
N2 N1 C1 N6 179.3(2) . . . . ?
N2 N1 C1 N4 0.2(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
? ? ? ? ? ? ? ?

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



_refine_diff_density_max         0.365
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.068

_shelxl_version_number           2013-4


####################################################################### 
# 
# 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_qx428
_database_code_depnum_ccdc_archive 'CCDC 2172093'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2021-12-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;


_chemical_name_systematic        '2,5-diamino-4-methyltetrazolium perchlorate'
_chemical_name_common            '2,5-diamino-4-methyltetrazolium perchlorate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C2 H7 N6, Cl O4'
_chemical_formula_sum            'C2 H7 Cl N6 O4'
_chemical_formula_weight         214.59

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'



_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   5.4120(5)
_cell_length_b                   13.2511(10)
_cell_length_c                   10.9977(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.321(7)
_cell_angle_gamma                90
_cell_volume                     782.27(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    101
_cell_measurement_reflns_used    2400
_cell_measurement_theta_min      2.4020
_cell_measurement_theta_max      32.0630

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    0.487
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      101
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            8678
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.418
_diffrn_reflns_theta_max         32.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2622
_reflns_number_gt                2116
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+0.4153P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2622
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      0.1222769000
_diffrn_orient_matrix_UB_12      -0.0018241000
_diffrn_orient_matrix_UB_13      0.0320507000
_diffrn_orient_matrix_UB_21      0.0011208000
_diffrn_orient_matrix_UB_22      0.0534119000
_diffrn_orient_matrix_UB_23      0.0046106000
_diffrn_orient_matrix_UB_31      -0.0503074000
_diffrn_orient_matrix_UB_32      -0.0033314000
_diffrn_orient_matrix_UB_33      0.0563100000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -41.00   1.00    1.00    --  -23.99-178.00 -60.00   55
  2  ω    -77.00 -47.00   1.00    1.00    --  -23.99 124.00  94.34   30
  3  ω    -40.00  44.00   1.00    1.00    --   24.93 -38.00  90.00   84
  4  ω     12.00  89.00   1.00    1.00    --   24.93  57.00   0.00   77
  5  ω    -38.00  41.00   1.00    1.00    --   24.93 -57.00-120.00   79
  6  ω     20.00  93.00   1.00    1.00    --   24.93  38.00-120.00   73
  7  ω    -27.20  -2.20   1.00    1.00    --   24.93 127.00 -91.72   25
;



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.60522(7) 0.54493(3) 0.72655(3) 0.01596(10) Uani 1 1 d . . . . .
O4 O 0.5900(2) 0.52632(9) 0.85492(10) 0.0198(2) Uani 1 1 d . . . . .
O3 O 0.5097(3) 0.45904(9) 0.65570(11) 0.0259(3) Uani 1 1 d . . . . .
O2 O 0.8641(2) 0.56090(10) 0.71007(11) 0.0247(3) Uani 1 1 d . . . . .
N2 N 0.4526(2) 0.83668(10) 0.48902(11) 0.0136(2) Uani 1 1 d . . . . .
N1 N 0.3525(2) 0.86100(9) 0.59014(11) 0.0145(2) Uani 1 1 d . . . . .
N4 N 0.1649(2) 0.73504(9) 0.48627(11) 0.0140(2) Uani 1 1 d . . . . .
O1 O 0.4653(3) 0.63356(10) 0.68833(13) 0.0358(3) Uani 1 1 d . . . . .
N3 N 0.3541(2) 0.76198(10) 0.42516(11) 0.0149(2) Uani 1 1 d . . . . .
N6 N 0.6592(3) 0.88402(11) 0.45393(13) 0.0175(3) Uani 1 1 d . . . . .
N5 N 0.0059(3) 0.78390(11) 0.66939(12) 0.0182(3) Uani 1 1 d . . . . .
C1 C 0.1674(3) 0.79285(11) 0.58765(13) 0.0133(3) Uani 1 1 d . . . . .
C2 C 0.0013(3) 0.65158(13) 0.44470(16) 0.0214(3) Uani 1 1 d . . . . .
H6A H 0.709(4) 0.9279(16) 0.5110(19) 0.021(5) Uiso 1 1 d . . . . .
H5A H 0.025(4) 0.8292(17) 0.7307(19) 0.027(5) Uiso 1 1 d . . . . .
H6B H 0.618(4) 0.9179(18) 0.387(2) 0.032(6) Uiso 1 1 d . . . . .
H2A H -0.152(5) 0.6655(19) 0.457(2) 0.038(6) Uiso 1 1 d . . . . .
H5B H -0.062(4) 0.7262(19) 0.679(2) 0.032(6) Uiso 1 1 d . . . . .
H2B H 0.048(5) 0.594(2) 0.489(2) 0.043(7) Uiso 1 1 d . . . . .
H2C H 0.013(5) 0.6406(18) 0.361(2) 0.040(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
Cl1 O4 1.4457(11) . ?
Cl1 O3 1.4378(12) . ?
Cl1 O2 1.4511(13) . ?
Cl1 O1 1.4312(13) . ?
N2 N1 1.3369(16) . ?
N2 N3 1.2891(18) . ?
N2 N6 1.3797(17) . ?
N1 C1 1.3467(19) . ?
N4 N3 1.3427(17) . ?
N4 C1 1.3513(18) . ?
N4 C2 1.453(2) . ?
N5 C1 1.3363(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
O4 Cl1 O2 108.83(7) . . ?
O3 Cl1 O4 109.45(7) . . ?
O3 Cl1 O2 109.52(8) . . ?
O1 Cl1 O4 109.45(8) . . ?
O1 Cl1 O3 110.49(8) . . ?
O1 Cl1 O2 109.08(9) . . ?
N1 N2 N6 123.49(12) . . ?
N3 N2 N1 117.07(12) . . ?
N3 N2 N6 119.37(12) . . ?
N2 N1 C1 101.57(12) . . ?
N3 N4 C1 109.52(12) . . ?
N3 N4 C2 121.17(12) . . ?
C1 N4 C2 129.23(13) . . ?
N2 N3 N4 102.72(11) . . ?
N1 C1 N4 109.03(13) . . ?
N5 C1 N1 126.47(14) . . ?
N5 C1 N4 124.48(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

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

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
? ? ? ? ? ? ? ?

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



_refine_diff_density_max         0.454
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.080

_shelxl_version_number           ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.185
_oxdiff_exptl_absorpt_empirical_full_min 0.886
####################################################################### 
# 
# 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_qx360
_database_code_depnum_ccdc_archive 'CCDC 2172092'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2021-10-12
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        '1,3,5-triaminotetrazolium tosylate'
_chemical_name_common            '1,3,5-triaminotetrazolium tosylate'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H7 O3 S, C H6 N7'
_chemical_formula_sum            'C8 H13 N7 O3 S'
_chemical_formula_weight         287.31

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'


_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.3104(5)
_cell_length_b                   13.9097(9)
_cell_length_c                   9.8692(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.840(5)
_cell_angle_gamma                90
_cell_volume                     1277.45(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    2555
_cell_measurement_theta_min      2.1280
_cell_measurement_theta_max      32.1310

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_exptl_absorpt_coefficient_mu    0.271
_shelx_estimated_absorpt_T_min   0.876
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96443
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      101(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            5480
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.531
_diffrn_reflns_theta_max         26.362
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2612
_reflns_number_gt                2254
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+0.6185P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2612
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000



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



_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0015831000
_diffrn_orient_matrix_UB_12      -0.0407653000
_diffrn_orient_matrix_UB_13      0.0431406000
_diffrn_orient_matrix_UB_21      -0.0737716000
_diffrn_orient_matrix_UB_22      0.0084925000
_diffrn_orient_matrix_UB_23      0.0112145000
_diffrn_orient_matrix_UB_31      -0.0190624000
_diffrn_orient_matrix_UB_32      -0.0294452000
_diffrn_orient_matrix_UB_33      -0.0564298000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00 -13.00   1.00    1.00    --  -24.15 -38.00-120.00   80
  2  ω      6.00  67.00   1.00    1.00    --   25.09  38.00-120.00   61
  3  ω     35.00  69.00   1.00    1.00    --   25.09-178.00  90.00   34
  4  ω     -3.00  52.00   1.00    1.00    --   25.09 -77.00  90.00   55
;



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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.30647(4) 0.59451(3) 0.14875(4) 0.01728(14) Uani 1 1 d . . . . .
O1 O 0.34603(13) 0.49373(9) 0.13396(13) 0.0234(3) Uani 1 1 d . . . . .
O2 O 0.41968(13) 0.65049(10) 0.21630(14) 0.0274(3) Uani 1 1 d . . . . .
O3 O 0.25916(14) 0.63635(11) 0.01938(13) 0.0297(3) Uani 1 1 d . . . . .
N1 N 0.59902(15) 0.24529(10) 0.45547(14) 0.0179(3) Uani 1 1 d . . . . .
N3 N 0.63132(15) 0.34513(10) 0.30687(14) 0.0179(3) Uani 1 1 d . . . . .
N7 N 0.80367(17) 0.14665(11) 0.42225(16) 0.0208(3) Uani 1 1 d . . . . .
N2 N 0.54026(15) 0.32600(11) 0.39837(15) 0.0191(3) Uani 1 1 d . . . . .
N4 N 0.74484(15) 0.28683(10) 0.29653(14) 0.0185(3) Uani 1 1 d . . . . .
N6 N 0.61933(18) 0.42481(12) 0.22694(17) 0.0229(3) Uani 1 1 d . . . . .
N5 N 0.54045(17) 0.19813(12) 0.56489(16) 0.0205(3) Uani 1 1 d . . . . .
C1 C 0.72093(18) 0.22165(12) 0.39345(17) 0.0168(3) Uani 1 1 d . . . . .
C2 C 0.15512(18) 0.59739(12) 0.25094(17) 0.0166(3) Uani 1 1 d . . . . .
C3 C 0.12230(19) 0.67944(13) 0.32322(18) 0.0194(4) Uani 1 1 d . . . . .
C4 C -0.00225(19) 0.68135(14) 0.39705(18) 0.0220(4) Uani 1 1 d . . . . .
C7 C 0.0652(2) 0.51797(14) 0.2523(2) 0.0247(4) Uani 1 1 d . . . . .
C5 C -0.09523(19) 0.60307(14) 0.39811(19) 0.0238(4) Uani 1 1 d . . . . .
C6 C -0.0582(2) 0.52154(15) 0.3257(2) 0.0284(4) Uani 1 1 d . . . . .
C8 C -0.2325(2) 0.60718(19) 0.4736(2) 0.0346(5) Uani 1 1 d . . . . .
H4 H -0.026(2) 0.7358(16) 0.448(2) 0.027(5) Uiso 1 1 d . . . . .
H6 H -0.116(2) 0.4712(16) 0.321(2) 0.028(6) Uiso 1 1 d . . . . .
H3 H 0.185(2) 0.7338(14) 0.3255(19) 0.017(5) Uiso 1 1 d . . . . .
H7 H 0.086(2) 0.4627(16) 0.200(2) 0.027(6) Uiso 1 1 d . . . . .
H6A H 0.527(3) 0.4398(16) 0.221(2) 0.030(6) Uiso 1 1 d . . . . .
H5A H 0.452(3) 0.1801(16) 0.541(2) 0.028(6) Uiso 1 1 d . . . . .
H7A H 0.882(3) 0.1424(16) 0.382(2) 0.031(6) Uiso 1 1 d . . . . .
H6B H 0.653(3) 0.4120(15) 0.154(2) 0.026(6) Uiso 1 1 d . . . . .
H5B H 0.535(2) 0.2378(16) 0.632(2) 0.027(6) Uiso 1 1 d . . . . .
H7B H 0.785(3) 0.1076(17) 0.488(3) 0.038(7) Uiso 1 1 d . . . . .
H8A H -0.234(4) 0.653(2) 0.546(4) 0.079(10) Uiso 1 1 d . . . . .
H8B H -0.257(3) 0.545(2) 0.516(3) 0.075(10) Uiso 1 1 d . . . . .
H8C H -0.308(4) 0.613(2) 0.415(3) 0.074(10) 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
S1 O2 1.4549(13) . ?
S1 O1 1.4579(13) . ?
S1 O3 1.4584(13) . ?
S1 C2 1.7594(17) . ?
N1 C1 1.347(2) . ?
N1 N2 1.363(2) . ?
N1 N5 1.390(2) . ?
N3 N2 1.286(2) . ?
N3 N4 1.339(2) . ?
N3 N6 1.363(2) . ?
N7 C1 1.322(2) . ?
N7 H7A 0.84(2) . ?
N7 H7B 0.87(3) . ?
N4 C1 1.342(2) . ?
N6 H6A 0.89(2) . ?
N6 H6B 0.81(2) . ?
N5 H5A 0.89(2) . ?
N5 H5B 0.87(2) . ?
C2 C3 1.385(2) . ?
C2 C7 1.387(2) . ?
C3 C4 1.389(3) . ?
C3 H3 0.96(2) . ?
C4 C5 1.391(3) . ?
C4 H4 0.94(2) . ?
C7 C6 1.379(3) . ?
C7 H7 0.95(2) . ?
C5 C6 1.390(3) . ?
C5 C8 1.501(3) . ?
C6 H6 0.88(2) . ?
C8 H8A 0.96(4) . ?
C8 H8B 1.00(3) . ?
C8 H8C 0.90(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 112.26(8) . . ?
O2 S1 O3 112.43(9) . . ?
O1 S1 O3 111.48(8) . . ?
O2 S1 C2 107.87(8) . . ?
O1 S1 C2 106.79(8) . . ?
O3 S1 C2 105.54(8) . . ?
C1 N1 N2 110.24(14) . . ?
C1 N1 N5 126.51(14) . . ?
N2 N1 N5 123.21(14) . . ?
N2 N3 N4 117.91(14) . . ?
N2 N3 N6 122.07(14) . . ?
N4 N3 N6 119.91(14) . . ?
C1 N7 H7A 117.3(15) . . ?
C1 N7 H7B 121.7(16) . . ?
H7A N7 H7B 120(2) . . ?
N3 N2 N1 101.29(13) . . ?
N3 N4 C1 101.86(13) . . ?
N3 N6 H6A 107.0(15) . . ?
N3 N6 H6B 107.9(15) . . ?
H6A N6 H6B 113(2) . . ?
N1 N5 H5A 108.4(14) . . ?
N1 N5 H5B 109.1(14) . . ?
H5A N5 H5B 108(2) . . ?
N7 C1 N4 125.27(16) . . ?
N7 C1 N1 126.04(16) . . ?
N4 C1 N1 108.69(15) . . ?
C3 C2 C7 120.54(16) . . ?
C3 C2 S1 120.53(13) . . ?
C7 C2 S1 118.85(13) . . ?
C2 C3 C4 119.17(17) . . ?
C2 C3 H3 121.1(12) . . ?
C4 C3 H3 119.7(12) . . ?
C3 C4 C5 121.27(17) . . ?
C3 C4 H4 120.7(13) . . ?
C5 C4 H4 118.0(13) . . ?
C6 C7 C2 119.36(17) . . ?
C6 C7 H7 120.3(13) . . ?
C2 C7 H7 120.3(13) . . ?
C6 C5 C4 118.05(17) . . ?
C6 C5 C8 121.01(18) . . ?
C4 C5 C8 120.93(18) . . ?
C7 C6 C5 121.60(18) . . ?
C7 C6 H6 117.4(14) . . ?
C5 C6 H6 120.9(14) . . ?
C5 C8 H8A 115(2) . . ?
C5 C8 H8B 112.7(19) . . ?
H8A C8 H8B 105(3) . . ?
C5 C8 H8C 110(2) . . ?
H8A C8 H8C 113(3) . . ?
H8B C8 H8C 99(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 N3 N2 N1 -0.37(18) . . . . ?
N6 N3 N2 N1 -176.68(15) . . . . ?
C1 N1 N2 N3 -0.28(17) . . . . ?
N5 N1 N2 N3 177.81(15) . . . . ?
N2 N3 N4 C1 0.84(19) . . . . ?
N6 N3 N4 C1 177.24(15) . . . . ?
N3 N4 C1 N7 178.84(16) . . . . ?
N3 N4 C1 N1 -0.93(17) . . . . ?
N2 N1 C1 N7 -178.96(16) . . . . ?
N5 N1 C1 N7 3.0(3) . . . . ?
N2 N1 C1 N4 0.81(18) . . . . ?
N5 N1 C1 N4 -177.20(15) . . . . ?
O2 S1 C2 C3 35.87(17) . . . . ?
O1 S1 C2 C3 156.74(14) . . . . ?
O3 S1 C2 C3 -84.51(16) . . . . ?
O2 S1 C2 C7 -147.45(15) . . . . ?
O1 S1 C2 C7 -26.57(16) . . . . ?
O3 S1 C2 C7 92.17(16) . . . . ?
C7 C2 C3 C4 -0.2(3) . . . . ?
S1 C2 C3 C4 176.46(13) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
S1 C2 C7 C6 -176.19(15) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C3 C4 C5 C8 -177.50(18) . . . . ?
C2 C7 C6 C5 0.2(3) . . . . ?
C4 C5 C6 C7 -1.3(3) . . . . ?
C8 C5 C6 C7 177.83(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
C7 H7 N5 0.95(2) 2.63(2) 3.533(2) 158.4(17) 4_565




_refine_diff_density_max         0.264
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.072


####################################################################### 
# 
# 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_rx029
_database_code_depnum_ccdc_archive 'CCDC 2172085'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2022-03-09
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'di(1,3,5-triaminotetrazolium) 5,5-bistetrazole-1N-dioxide'
_chemical_name_common            
'di(1,3,5-triaminotetrazolium) 5,5-bistetrazole-1N-dioxide'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 N8 O2, 2(C H6 N7)'
_chemical_formula_sum            'C4 H12 N22 O2'
_chemical_formula_weight         400.36

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'



_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.5454(12)
_cell_length_b                   5.1159(6)
_cell_length_c                   14.5922(17)
_cell_angle_alpha                90
_cell_angle_beta                 106.757(10)
_cell_angle_gamma                90
_cell_volume                     753.81(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    561
_cell_measurement_theta_min      2.0990
_cell_measurement_theta_max      23.2140

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_F_000             412
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      101(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            5990
_diffrn_reflns_av_unetI/netI     0.1064
_diffrn_reflns_av_R_equivalents  0.0876
_diffrn_reflns_av_sigmaI/netI    0.1905
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.809
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1543
_reflns_number_gt                914
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1543
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1181
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000



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



_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0607923000
_diffrn_orient_matrix_UB_12      0.0444682000
_diffrn_orient_matrix_UB_13      -0.0313834000
_diffrn_orient_matrix_UB_21      0.0333414000
_diffrn_orient_matrix_UB_22      0.0387312000
_diffrn_orient_matrix_UB_23      -0.0336376000
_diffrn_orient_matrix_UB_31      -0.0112637000
_diffrn_orient_matrix_UB_32      -0.1254786000
_diffrn_orient_matrix_UB_33      -0.0214605000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -60.00   0.80   20.00    --  -23.68 178.00 120.00   45
  2  ω    -95.00 -63.00   0.80   20.00    --  -23.68-178.00 -60.00   40
  3  ω    -73.00  -1.00   0.80   20.00    --  -23.68 121.00  87.00   90
  4  ω    -31.00  -3.00   0.80   20.00    --   24.62 128.00  39.64   35
  5  ω     16.00  64.00   0.80   20.00    --   24.62 -99.00 -60.00   60
  6  ω    -44.00  39.20   0.80   20.00    --   24.62 -38.00 -60.00  104
  7  ω    -43.00  93.00   0.80   20.00    --   24.62   0.00 150.00  170
;



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3843(2) 0.3928(4) 0.89312(16) 0.0269(6) Uani 1 1 d . . . . .
N1 N 0.3924(3) 0.5273(5) 0.6670(2) 0.0217(7) Uani 1 1 d . . . . .
N8 N 0.4800(3) 0.2253(5) 0.8977(2) 0.0240(7) Uani 1 1 d . . . . .
N3 N 0.3705(3) 0.2134(5) 0.5765(2) 0.0256(7) Uani 1 1 d . . . . .
N5 N 0.3679(3) 0.7149(5) 0.7287(2) 0.0244(7) Uani 1 1 d . . . . .
N10 N 0.6365(3) 0.0320(5) 0.8589(2) 0.0272(7) Uani 1 1 d . . . . .
N4 N 0.4937(3) 0.2976(5) 0.5831(2) 0.0254(7) Uani 1 1 d . . . . .
N2 N 0.3049(3) 0.3365(5) 0.6252(2) 0.0262(7) Uani 1 1 d . . . . .
N9 N 0.5492(3) 0.2267(5) 0.8333(2) 0.0282(7) Uani 1 1 d . . . . .
N7 N 0.6083(3) 0.6608(6) 0.6731(2) 0.0314(8) Uani 1 1 d . . . . .
N11 N 0.6243(3) -0.0914(5) 0.9364(2) 0.0274(7) Uani 1 1 d . . . . .
C1 C 0.5054(3) 0.5006(6) 0.6435(3) 0.0245(8) Uani 1 1 d . . . . .
N6 N 0.3134(4) 0.0164(7) 0.5154(3) 0.0514(11) Uani 1 1 d . . . . .
C2 C 0.5251(3) 0.0294(6) 0.9600(2) 0.0216(8) Uani 1 1 d . . . . .
H5A H 0.368(3) 0.613(6) 0.785(3) 0.038(11) Uiso 1 1 d . . . . .
H7A H 0.607(4) 0.773(6) 0.718(3) 0.040(12) Uiso 1 1 d . . . . .
H7B H 0.693(5) 0.605(7) 0.659(3) 0.082(15) Uiso 1 1 d . . . . .
H5B H 0.272(4) 0.780(6) 0.698(3) 0.048(11) Uiso 1 1 d . . . . .
H6A H 0.233(4) -0.065(8) 0.529(3) 0.082(16) Uiso 1 1 d . . . . .
H6B H 0.366(4) -0.061(6) 0.492(3) 0.041(13) 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 1.311(3) . ?
N1 C1 1.339(4) . ?
N1 N2 1.360(3) . ?
N1 N5 1.390(4) . ?
N8 C2 1.344(4) . ?
N8 N9 1.347(4) . ?
N3 N2 1.290(3) . ?
N3 N4 1.345(4) . ?
N3 N6 1.365(4) . ?
N10 N11 1.334(4) . ?
N10 N9 1.334(3) . ?
N4 C1 1.344(4) . ?
N7 C1 1.329(4) . ?
N11 C2 1.343(4) . ?
C2 C2 1.446(6) 3_657 ?

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 110.5(3) . . ?
C1 N1 N5 125.6(3) . . ?
N2 N1 N5 123.8(3) . . ?
O1 N8 C2 129.7(3) . . ?
O1 N8 N9 121.7(3) . . ?
C2 N8 N9 108.6(3) . . ?
N2 N3 N4 117.7(3) . . ?
N2 N3 N6 121.0(3) . . ?
N4 N3 N6 121.2(3) . . ?
N11 N10 N9 111.3(3) . . ?
C1 N4 N3 101.5(3) . . ?
N3 N2 N1 101.3(3) . . ?
N10 N9 N8 105.6(3) . . ?
N10 N11 C2 105.8(2) . . ?
N7 C1 N1 123.9(3) . . ?
N7 C1 N4 127.0(3) . . ?
N1 C1 N4 109.0(3) . . ?
N11 C2 N8 108.7(3) . . ?
N11 C2 C2 127.2(4) . 3_657 ?
N8 C2 C2 124.1(4) . 3_657 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

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

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N5 H5A O1 0.97(4) 1.90(4) 2.874(4) 173(3) .




_refine_diff_density_max         0.287
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.070

_shelxl_version_number           ?


