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_7708469
_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 H4 N10 O6'
_chemical_formula_sum            'C4 H4 N10 O6'
_chemical_formula_weight         288.17
_chemical_name_common            2,2-dinitratomethyl-5,5-bitetrazole
_chemical_name_systematic        2,2-dinitratomethyl-5,5-bitetrazole
_space_group_IT_number           114
_space_group_name_Hall           'P -4 2n'
_space_group_name_H-M_alt        'P -4 21 c'
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      114
_symmetry_space_group_name_Hall  'P -4 2n'
_symmetry_space_group_name_H-M   'P -4 21 c'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     difmap
_audit_creation_date             2020-07-01
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.44290(10)
_cell_length_b                   9.44290(10)
_cell_length_c                   12.3008(3)
_cell_measurement_reflns_used    7011
_cell_measurement_temperature    108(2)
_cell_measurement_theta_max      32.0890
_cell_measurement_theta_min      2.6900
_cell_volume                     1096.84(3)
_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      108(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 0.969
_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    -40.00  44.00   1.00   15.00    --  -23.53  57.00 -30.00   84
  2  \w     18.00  71.00   1.00   15.00    --   24.78  57.00 -30.00   53
  3  \w      2.00  90.00   1.00   15.00    --   24.78  70.00 100.00   88
  4  \w     15.00  87.00   1.00   15.00    --   24.78  57.00  30.00   72
  5  \w     22.00  91.00   1.00   15.00    --   24.78  57.00 -90.00   69
  6  \w    -20.00  64.00   1.00   15.00    --   24.78 -99.00  60.00   84
  7  \w      8.00  91.00   1.00   15.00    --   24.78  57.00-150.00   83
  8  \w    -32.00  -7.00   1.00   15.00    --   24.78 131.00-141.59   25
  9  \w    -43.00  16.00   1.00   15.00    --   24.78 -37.00  90.00   59
 10  \w    -20.00  64.00   1.00   15.00    --   24.78 -99.00-180.00   84
 11  \w    -39.00  52.00   1.00   15.00    --   24.78 -77.00-120.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0545359000
_diffrn_orient_matrix_UB_12      -0.0168484000
_diffrn_orient_matrix_UB_13      0.0374903000
_diffrn_orient_matrix_UB_21      0.0094920000
_diffrn_orient_matrix_UB_22      0.0665175000
_diffrn_orient_matrix_UB_23      0.0257524000
_diffrn_orient_matrix_UB_31      -0.0507721000
_diffrn_orient_matrix_UB_32      0.0305208000
_diffrn_orient_matrix_UB_33      -0.0354635000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22865
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.757
_diffrn_reflns_theta_min         2.719
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83147
_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    1.745
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.458
_exptl_crystal_size_min          0.323
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 706 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1950
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0304
_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^)+(0.0458P)^2^+0.1267P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0810
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                1764
_reflns_number_total             1950
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt02731j2.cif
_cod_data_source_block           px248
_cod_original_cell_volume        1096.84(4)
_cod_database_code               7708469
_shelx_estimated_absorpt_t_min   0.923
_shelx_estimated_absorpt_t_max   0.950
_shelx_res_checksum              60273
_shelx_hkl_checksum              6720