Nitrocarbamoyl Azide O<sub>2</sub>NN(H)C(O)N<sub>3</sub>: A Stable but Highly Energetic Member of the Carbonyl Azide Family.
Benz, Maximilian; Klapötke, Thomas M; Krumm, Burkhard; Lommel, Marcus; Stierstorfer, Jörg; Journal of the American Chemical Society 143 (2021) 1323–1327; doi:10.1021/jacs.0c12507

data_4135604
_publ_section_title
;
 Nitrocarbamoyl Azide O<sub>2</sub>NN(H)C(O)N<sub>3</sub>: A Stable but
 Highly Energetic Member of the Carbonyl Azide Family.
;
_journal_issue                   3
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1323
_journal_page_last               1327
_journal_paper_doi               10.1021/jacs.0c12507
_journal_volume                  143
_journal_year                    2021
_chemical_formula_moiety         'C N5 O3, C H6 N3'
_chemical_formula_sum            'C2 H6 N8 O3'
_chemical_formula_weight         190.15
_chemical_name_common            'guanidinium nitro-carbonyl-azide'
_chemical_name_systematic        'guanidinium nitro-carbonyl-azide'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     difmap
_audit_creation_date             2020-08-18
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 94.328(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4975(9)
_cell_length_b                   15.4884(16)
_cell_length_c                   6.6145(8)
_cell_measurement_reflns_used    1179
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      28.7900
_cell_measurement_theta_min      2.6370
_cell_volume                     765.91(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (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      113(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    -89.00  37.00   1.00   40.00    --  -23.84   0.00  90.00  126
  2  \w    -95.00 -63.00   1.00   40.00    --  -23.84 178.00 -90.00   32
  3  \w    -20.00  41.00   1.00   40.00    --  -23.84  37.00 120.00   61
  4  \w    -93.00 -62.00   1.00   40.00    --  -23.84 178.00  90.00   31
  5  \w    -95.00 -69.00   1.00   40.00    --  -23.84-178.00   0.00   26
  6  \w    -80.00 -46.00   1.00   40.00    --  -23.84 131.00  36.24   34
  7  \w    -31.00  -5.00   1.00   40.00    --   24.63 128.00  99.98   26
  8  \w    -31.00  -5.00   1.00   40.00    --   24.63 132.00-143.63   26
  9  \w    -17.00  54.00   1.00   40.00    --   24.63 -99.00 -60.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0927128000
_diffrn_orient_matrix_UB_12      0.0087205000
_diffrn_orient_matrix_UB_13      0.0021833000
_diffrn_orient_matrix_UB_21      0.0194720000
_diffrn_orient_matrix_UB_22      0.0441846000
_diffrn_orient_matrix_UB_23      0.0195121000
_diffrn_orient_matrix_UB_31      -0.0056057000
_diffrn_orient_matrix_UB_32      0.0083104000
_diffrn_orient_matrix_UB_33      -0.1057002000
_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    0.0667
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6154
_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         26.367
_diffrn_reflns_theta_min         2.630
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.587
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.177
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0379
_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^)+(0.0397P)^2^+0.0669P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0923
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1234
_reflns_number_total             1564
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c12507_si_001.cif
_cod_data_source_block           px298
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4135604
_shelx_estimated_absorpt_t_min   0.919
_shelx_estimated_absorpt_t_max   0.974
_shelx_res_checksum              38851
_shelx_hkl_checksum              5811