Parent 1,4-dihydro-[1,2,3]triazolo[4,5-d][1,2,3]triazole and its derivatives as precursors for the design of promising high energy density materials
Kuznetsova, Agata N.; Leonov, Nikita E.; Anikin, Oleg V.; Klenov, Michael S.; Churakov, Aleksandr M.; Strelenko, Yurii A.; Novikov, Roman A.; Fedyanin, Ivan V.; Pivkina, Alla N.; Kon’kova, Tatiana S.; Sinditskii, Valery P.; Smirnova, Anastasia D.; Tartakovsky, Vladimir A.; New Journal of Chemistry 49 (2025) 311–320; doi:10.1039/D4NJ04427D

data_7063559
_publ_section_title
;
 Parent 1,4-dihydro-[1,2,3]triazolo[4,5-d][1,2,3]triazole and its
 derivatives as precursors for the design of promising high energy density
 materials
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              311
_journal_page_last               320
_journal_paper_doi               10.1039/D4NJ04427D
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C4 H6 N6'
_chemical_formula_sum            'C4 H6 N6'
_chemical_formula_weight         138.15
_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
_audit_creation_method           'Modified SHELXL output'
_audit_update_record
;
2024-09-09 deposited with the CCDC.	2024-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                95.085(2)
_cell_angle_beta                 92.657(2)
_cell_angle_gamma                96.029(2)
_cell_formula_units_Z            4
_cell_length_a                   7.3490(2)
_cell_length_b                   7.9396(2)
_cell_length_c                   10.7583(3)
_cell_measurement_reflns_used    8966
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      80.5260
_cell_measurement_theta_min      4.1290
_cell_volume                     620.82(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 43.103a 64-bit (release 20-12-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_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     47.00 111.00   0.50    0.20    --  117.50-125.00-180.00  128
  2  \w     47.00 111.00   0.50    0.20    --  117.50-125.00-120.00  128
  3  \w     47.00 111.00   0.50    0.20    --  117.50-125.00  30.00  128
  4  \w     47.00 111.00   0.50    0.20    --  117.50-125.00  90.00  128
  5  \w     47.00 111.00   0.50    0.20    --  117.50-125.00 150.00  128
  6  \w     47.00 111.00   0.50    0.20    --  117.50-125.00 120.00  128
  7  \w     47.00 111.00   0.50    0.20    --  117.50-125.00   0.00  128
  8  \w     47.00 111.00   0.50    0.20    --  117.50-125.00-120.00  128
  9  \w     47.00 111.00   0.50    0.20    --  117.50-125.00-180.00  128
 10  \w     46.00 106.00   0.50    0.20    --  117.50-101.00-168.00  120
 11  \w      4.00  82.00   0.50    0.05    --   44.17-101.00-168.00  156
 12  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00-120.00  120
 13  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00 -30.00  120
 14  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00   0.00  120
 15  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00  30.00  120
 16  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00  90.00  120
 17  \w     -1.00  81.00   0.50    0.05    --   44.17 -99.00  60.00  164
 18  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00-120.00  120
 19  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00 -90.00  120
 20  \w     45.00 105.00   0.50    0.20    --  117.50 -95.00 -60.00  120
 21  \w     45.00 150.00   0.50    0.20    --  117.50 -88.00-105.36  210
 22  \w     45.00 148.00   0.50    0.20    --  117.50 -84.00   1.97  206
 23  \w     45.00 148.00   0.50    0.20    --  117.50 -84.00  99.92  206
 24  \w     45.00 148.00   0.50    0.20    --  117.50 -84.00  99.92  206
 25  \w     45.00 150.00   0.50    0.20    --  117.50 -88.00 166.15  210
 26  \w     45.00 150.00   0.50    0.20    --  117.50 -88.00 166.15  210
 27  \w     45.00 147.00   0.50    0.20    --  117.50 -82.00 135.85  204
 28  \w     45.00 147.00   0.50    0.20    --  117.50 -82.00 135.85  204
 29  \w     45.00 148.00   0.50    0.20    --  117.50 -84.00   1.97  206
 30  \w    -34.00  27.00   0.50    0.05    --   44.17 -19.00 -90.00  122
 31  \w     45.00 105.00   0.50    0.20    --  117.50 -77.00-150.00  120
 32  \w     45.00 105.00   0.50    0.20    --  117.50 -77.00 -30.00  120
 33  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00 -90.00   52
 34  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00   0.00   52
 35  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00  30.00   52
 36  \w     45.00 105.00   0.50    0.20    --  117.50 -77.00  60.00  120
 37  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00 150.00   52
 38  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00  90.00   52
 39  \w     45.00  71.00   0.50    0.20    --  117.50 -61.00-120.00   52
 40  \w    107.00 178.00   0.50    0.20    --  117.50 101.00 -64.00  142
 41  \w     98.00 178.00   0.50    0.20    --  117.50  45.00 -90.00  160
 42  \w     98.00 178.00   0.50    0.20    --  117.50  45.00-120.00  160
 43  \w     98.00 178.00   0.50    0.20    --  117.50  45.00 -90.00  160
 44  \w     98.00 178.00   0.50    0.20    --  117.50  45.00-150.00  160
 45  \w     98.00 178.00   0.50    0.20    --  117.50  45.00   0.00  160
 46  \w     98.00 178.00   0.50    0.20    --  117.50  30.00 -60.00  160
 47  \w     98.00 178.00   0.50    0.20    --  117.50  30.00 -30.00  160
 48  \w     98.00 178.00   0.50    0.20    --  117.50  30.00 -30.00  160
 49  \w     98.00 178.00   0.50    0.20    --  117.50  45.00  30.00  160
 50  \w     98.00 178.00   0.50    0.20    --  117.50  45.00  90.00  160
 51  \w     98.00 178.00   0.50    0.20    --  117.50  45.00 120.00  160
 52  \w     92.00 151.00   0.50    0.20    --  117.50  15.00 120.00  118
 53  \w     98.00 178.00   0.50    0.20    --  117.50  30.00-120.00  160
 54  \w     98.00 178.00   0.50    0.20    --  117.50  30.00-180.00  160
 55  \w    -27.00  35.00   0.50    0.05    --  -44.17  19.00-150.00  124
 56  \w    -43.00  32.00   0.50    0.05    --  -44.17  38.00 -60.00  150
 57  \w    -51.00 -21.00   0.50    0.20    --  -96.00  45.00-150.00   60
 58  \w    -51.00 -21.00   0.50    0.20    --  -96.00  45.00-120.00   60
 59  \w    -51.00 -21.00   0.50    0.20    --  -96.00  45.00 -30.00   60
 60  \w    -80.00  18.00   0.50    0.05    --  -44.17 101.00 -64.00  196
 61  \w    -80.00 -24.00   0.50    0.20    --  -96.00 101.00 -64.00  112
 62  \w   -170.00 -75.00   0.50    0.20    --  -96.00 -61.00 -90.00  190
 63  \w   -168.00 -85.00   0.50    0.20    --  -96.00-101.00-168.00  166
 64  \w   -117.00 -17.00   0.50    0.05    --  -44.17 -77.00-120.00  200
 65  \w   -117.00 -17.00   0.50    0.05    --  -44.17 -77.00-120.00  200
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16271
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.684
_diffrn_reflns_theta_min         4.132
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.109a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2700
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0416
_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^)+(0.0481P)^2^+0.3180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1065
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2510
_reflns_number_total             2700
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj04427d2.cif
_cod_data_source_block           kan000374
_cod_depositor_comments
'Adding full bibliography for 7063553--7063561.cif.'
_cod_database_code               7063559
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.956
_shelx_estimated_absorpt_t_max   0.982
_shelx_res_checksum              56593