#------------------------------------------------------------------------------
#$Date: 2022-07-23 03:08:42 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276835 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/07/7710730.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_7710730
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 H7 N6, Cl O4'
_chemical_formula_sum            'C2 H7 Cl N6 O4'
_chemical_formula_weight         214.59
_chemical_name_common            '2,5-diamino-4-methyltetrazolium perchlorate'
_chemical_name_systematic        '2,5-diamino-4-methyltetrazolium perchlorate'
_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     dual
_audit_creation_date             2021-12-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-05-11 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.321(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.4120(5)
_cell_length_b                   13.2511(10)
_cell_length_c                   10.9977(8)
_cell_measurement_reflns_used    2400
_cell_measurement_temperature    101
_cell_measurement_theta_max      32.0630
_cell_measurement_theta_min      2.4020
_cell_volume                     782.27(11)
_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  'Encifer 1.5.1, CCDC 2014'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      101
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.926
_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
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_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_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8678
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.503
_diffrn_reflns_theta_min         2.418
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.487
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82731
_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            colourless
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0462P)²+0.4153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.1011
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2116
_reflns_number_total             2622
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01480g2.cif
_cod_data_source_block           qx428
_cod_database_code               7710730
_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.
;
_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
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
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_
_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_
_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_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_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
? ? ? ? ? ? ? ?
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
? ? ? ? ? ? ? ? ? ?
