#------------------------------------------------------------------------------
#$Date: 2022-07-23 03:08:42 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276835 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/07/7710732.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7710732
loop_
_publ_author_name
'Bauer, Josh'
'Benz, Maximilian'
'Klapötke, Thomas M'
'Stierstorfer, Jörg'
_publ_section_title
;
 Chemistry of 2,5-diaminotetrazole.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d2dt01480g
_journal_year                    2022
_chemical_formula_moiety         'C2 N8 O2, 2(C H6 N7)'
_chemical_formula_sum            'C4 H12 N22 O2'
_chemical_formula_weight         400.36
_chemical_name_common
'di(1,3,5-triaminotetrazolium) 5,5-bistetrazole-1N-dioxide'
_chemical_name_systematic
'di(1,3,5-triaminotetrazolium) 5,5-bistetrazole-1N-dioxide'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     difmap
_audit_creation_date             2022-03-09
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.757(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.5454(12)
_cell_length_b                   5.1159(6)
_cell_length_c                   14.5922(17)
_cell_measurement_reflns_used    561
_cell_measurement_temperature    101(2)
_cell_measurement_theta_max      23.2140
_cell_measurement_theta_min      2.0990
_cell_volume                     753.81(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Microsoft Word 2016'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      101(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_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_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0876
_diffrn_reflns_av_sigmaI/netI    0.1905
_diffrn_reflns_av_unetI/netI     0.1064
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5990
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.809
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64617
_exptl_absorpt_correction_type   multi-scan
_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_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_description       plate
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         1543
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0603
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0287P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1181
_reflns_Friedel_coverage         0.000
_reflns_number_gt                914
_reflns_number_total             1543
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01480g2.cif
_cod_data_source_block           rx029
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7710732
_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'
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_
_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_
_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_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_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) .
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
? ? ? ? ? ? ? ? ? ?
