#------------------------------------------------------------------------------
#$Date: 2021-02-04 02:53:14 +0200 (Thu, 04 Feb 2021) $
#$Revision: 261473 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/56/4135605.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_4135605
loop_
_publ_author_name
'Benz, Maximilian'
'Klapötke, Thomas M'
'Krumm, Burkhard'
'Lommel, Marcus'
'Stierstorfer, Jörg'
_publ_section_title
;
 Nitrocarbamoyl Azide O₂NN(H)C(O)N₃: 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, H4 N'
_chemical_formula_sum            'C H4 N6 O3'
_chemical_formula_weight         148.10
_chemical_name_common            'ammonium nitraminocarbonyl azide'
_chemical_name_systematic        'ammonium nitraminocarbonyl azide'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     difmap
_audit_creation_date             2020-08-20
_audit_creation_method           SHELXL-2018/3
_audit_update_record             2020-09-16
_cell_angle_alpha                67.848(6)
_cell_angle_beta                 72.382(5)
_cell_angle_gamma                80.022(5)
_cell_formula_units_Z            2
_cell_length_a                   6.6353(3)
_cell_length_b                   6.8575(4)
_cell_length_c                   7.0924(5)
_cell_measurement_reflns_used    1337
_cell_measurement_temperature    112(2)
_cell_measurement_theta_max      31.7190
_cell_measurement_theta_min      3.1790
_cell_volume                     284.24(3)
_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      112(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  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -43.00  41.00   1.00   25.00    --   24.62 -57.00 -60.00   84
  2  ω    -25.00   5.00   1.00   25.00    --   24.62 118.00 132.35   30
  3  ω    -28.00   0.00   1.00   25.00    --   24.62 124.00 -87.58   28
  4  ω    -22.00  10.00   1.00   25.00    --   24.62 112.00  52.42   32
  5  ω      5.00  94.00   1.00   25.00    --   24.62  37.00-180.00   89
  6  ω    -20.00  64.00   1.00   25.00    --   24.62 -99.00 -90.00   84
  7  ω      8.00  92.00   1.00   25.00    --   24.62  57.00-180.00   84
  8  ω      5.00  94.00   1.00   25.00    --   24.62  37.00  90.00   89
  9  ω    -43.00 -18.00   1.00   25.00    --   24.62 -57.00  60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0432219000
_diffrn_orient_matrix_UB_12      0.1002040000
_diffrn_orient_matrix_UB_13      -0.0478615000
_diffrn_orient_matrix_UB_21      -0.0192996000
_diffrn_orient_matrix_UB_22      0.0081926000
_diffrn_orient_matrix_UB_23      0.1008074000
_diffrn_orient_matrix_UB_31      0.1019591000
_diffrn_orient_matrix_UB_32      -0.0491955000
_diffrn_orient_matrix_UB_33      0.0072923000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3026
_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         26.371
_diffrn_reflns_theta_min         3.212
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93700
_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    1.730
_exptl_crystal_description       block
_exptl_crystal_F_000             152
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.139
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1162
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0299
_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)+(0.0375P)²+0.0582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1000
_reflns_number_total             1162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c12507_si_001.cif
_cod_data_source_block           px300
_cod_database_code               4135605
_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, -y, -z'
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 0.57443(15) 0.35429(14) 0.27635(14) 0.0185(2) Uani 1 1 d . . . . .
O2 O 0.19920(15) 0.38286(15) 0.53973(16) 0.0224(3) Uani 1 1 d . . . . .
O3 O 0.14410(15) 0.10983(15) 0.82308(15) 0.0227(3) Uani 1 1 d . . . . .
N5 N 0.26677(17) 0.22161(17) 0.66246(17) 0.0148(3) Uani 1 1 d . . . . .
N2 N 0.95734(18) 0.23884(17) 0.30499(19) 0.0182(3) Uani 1 1 d . . . . .
N6 N 0.2966(2) 0.7184(2) 0.1221(2) 0.0183(3) Uani 1 1 d . . . . .
N4 N 0.47439(17) 0.15667(17) 0.64157(17) 0.0157(3) Uani 1 1 d . . . . .
N1 N 0.81518(17) 0.16242(18) 0.47045(18) 0.0180(3) Uani 1 1 d . . . . .
N3 N 1.0978(2) 0.2958(2) 0.1685(2) 0.0256(3) Uani 1 1 d . . . . .
C1 C 0.6069(2) 0.2414(2) 0.4464(2) 0.0148(3) Uani 1 1 d . . . . .
H6A H 0.317(3) 0.593(3) 0.207(3) 0.033(5) Uiso 1 1 d . . . . .
H6B H 0.344(3) 0.724(3) -0.016(3) 0.038(5) Uiso 1 1 d . . . . .
H6C H 0.162(3) 0.772(3) 0.147(3) 0.036(5) Uiso 1 1 d . . . . .
H6D H 0.373(3) 0.807(3) 0.138(3) 0.046(6) 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
O2 N5 O3 120.79(10) . . ?
O2 N5 N4 124.33(11) . . ?
O3 N5 N4 114.82(10) . . ?
N3 N2 N1 173.19(13) . . ?
H6A N6 H6B 110.8(17) . . ?
H6A N6 H6C 114.4(16) . . ?
H6B N6 H6C 109.4(17) . . ?
H6A N6 H6D 109.0(18) . . ?
H6B N6 H6D 107.3(17) . . ?
H6C N6 H6D 105.6(17) . . ?
N5 N4 C1 116.10(10) . . ?
N2 N1 C1 112.50(11) . . ?
O1 C1 N4 132.49(12) . . ?
O1 C1 N1 122.37(12) . . ?
N4 C1 N1 105.09(10) . . ?
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 C1 1.2232(16) . ?
O2 N5 1.2329(14) . ?
O3 N5 1.2427(14) . ?
N5 N4 1.3534(15) . ?
N2 N3 1.1196(16) . ?
N2 N1 1.2566(16) . ?
N6 H6A 0.860(19) . ?
N6 H6B 0.92(2) . ?
N6 H6C 0.90(2) . ?
N6 H6D 0.91(2) . ?
N4 C1 1.3639(17) . ?
N1 C1 1.4301(16) . ?
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
N6 H6A O1 0.860(19) 2.186(19) 2.8975(15) 140.0(16) .
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
O2 N5 N4 C1 -18.63(19) . . . . ?
O3 N5 N4 C1 164.26(12) . . . . ?
N5 N4 C1 O1 -7.2(2) . . . . ?
N5 N4 C1 N1 175.32(11) . . . . ?
N2 N1 C1 O1 6.69(19) . . . . ?
N2 N1 C1 N4 -175.52(11) . . . . ?
