Crystal structure of the 1:1 cocrystal 5,5′-(triaz-1-ene-1,3-diyl)bis(3-nitro-1H-1,2,4-triazole)–triethylammonium nitrate
Gettings, Matthew; Zeller, Matthias; Piercey, Davin; Acta Crystallographica Section E Crystallographic Communications 80 (2024) –; doi:10.1107/S205698902401096X

data_2023320
_publ_section_title
;
 Crystal structure of the 1:1 cocrystal
 5,5&#x2032;-(triaz-1-ene-1,3-diyl)bis(3-nitro-1H-1,2,4-triazole)--triethylammonium
 nitrate
;
_journal_coeditor_code           EJ2009
_journal_issue                   12
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S205698902401096X
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C6 H16 N +, N O3 -, C4 H3 N11 O4'
_chemical_formula_moiety         'C6 H16 N +, N O3 -, C4 H3 N11 O4'
_chemical_formula_sum            'C10 H19 N13 O7'
_chemical_formula_weight         433.38
_chemical_name_systematic
'5,5'-(Triaz-1-ene-1,3-diyl)bis(3-nitro-1<i>H</i>-1,2,4-triazole)--triethylammonium nitrate (1/1)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                108.186(3)
_cell_angle_beta                 99.785(3)
_cell_angle_gamma                91.272(3)
_cell_formula_units_Z            8
_cell_length_a                   13.2412(6)
_cell_length_b                   14.3856(6)
_cell_length_c                   21.3601(11)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.0909
_cell_measurement_theta_min      2.4699
_cell_volume                     3796.9(3)
_computing_cell_refinement
;
SAINT V8.40B (Bruker, 2020)
;
_computing_data_collection
;
APEX3 v2019.11-0 (Bruker, 2020)
;
_computing_data_reduction
;
SAINT V8.40B (Bruker, 2020)
;
_computing_structure_refinement
;
<i>SHELXL2019/2</i> (Sheldrick, 2015b),
<i>ShelXle</i> Rev1613 (H\"ubschle <i>et al.</i>,  2011)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
;
Bruker AXS D8 Quest diffractometer with PhotonII charge-integrating pixel
array detector (CPAD)
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0862
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            58894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         2.063
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_description       rod
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.313
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1363
_refine_ls_number_reflns         18504
_refine_ls_number_restraints     1250
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.0698
_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^)+(0.1054P)^2^+0.9597P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.2224
_reflns_number_gt                10729
_reflns_number_total             18504
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ej2009.cif
_cod_data_source_block           I
_cod_database_code               2023320
_shelx_estimated_absorpt_t_min   0.971
_shelx_estimated_absorpt_t_max   0.975
_shelx_hkl_checksum              19643
_shelx_res_checksum              86989