N-Functionalisation of 5,5′-bistetrazole providing 2,2′-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive
Klapötke, Thomas M.; Kofen, Moritz; Stierstorfer, Jörg; Dalton Transactions  (2021) –; doi:10.1039/D1DT02731J

data_7708468
_publ_section_title
;
 &#x000D; N-Functionalisation of 5,5&#x2032;-bistetrazole providing
 2,2&#x2032;-di(azidomethyl)bistetrazole: a melt-castable metal-free green
 primary explosive
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT02731J
_journal_year                    2021
_chemical_formula_moiety         'C4 H6 N8 O2'
_chemical_formula_sum            'C4 H6 N8 O2'
_chemical_formula_weight         198.17
_chemical_name_common            2,2-dihydroxymethyl-5,5-bitetrazole
_chemical_name_systematic        2,2-dihydroxymethyl-5,5-bitetrazole
_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             2020-06-19
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-06 deposited with the CCDC.	2021-09-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.503(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.5207(5)
_cell_length_b                   7.9263(9)
_cell_length_c                   11.5245(12)
_cell_measurement_reflns_used    1388
_cell_measurement_temperature    107(2)
_cell_measurement_theta_max      31.2460
_cell_measurement_theta_min      3.1090
_cell_volume                     408.41(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      107(2)
_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 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -108.00 -39.00   1.00   25.00    --  -28.86-178.00 120.00   69
  2  \w      6.00 100.00   1.00   25.00    --   29.64  57.00-150.00   94
  3  \w      6.00 100.00   1.00   25.00    --   29.64  57.00  60.00   94
  4  \w    -20.00  74.00   1.00   25.00    --   29.64 -99.00 -30.00   94
  5  \w     42.00 112.00   1.00   25.00    --   29.64-178.00-150.00   70
  6  \w    -35.00  97.00   1.00   25.00    --   29.64  19.00  30.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0633183000
_diffrn_orient_matrix_UB_12      -0.0784146000
_diffrn_orient_matrix_UB_13      0.0130051000
_diffrn_orient_matrix_UB_21      0.0483817000
_diffrn_orient_matrix_UB_22      -0.0363680000
_diffrn_orient_matrix_UB_23      -0.0502275000
_diffrn_orient_matrix_UB_31      0.1371288000
_diffrn_orient_matrix_UB_32      -0.0233332000
_diffrn_orient_matrix_UB_33      0.0343271000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3697
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.130
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_description       block
_exptl_crystal_F_000             204
_exptl_crystal_size_max          0.392
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.141
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0313
_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/[\s^2^(Fo^2^)+(0.0399P)^2^+0.1263P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0811
_reflns_Friedel_coverage         0.000
_reflns_number_gt                727
_reflns_number_total             834
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt02731j2.cif
_cod_data_source_block           px233
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7708468
_shelx_estimated_absorpt_t_min   0.950
_shelx_estimated_absorpt_t_max   0.981
_shelx_res_checksum              44791
_shelx_hkl_checksum              88227