New thermally stable and friction-insensitive nitrogen-rich salts: a synergy of 1,2,4-triazole, furoxan and hydroxytetrazole motifs
Stebletsova, Irina; Larin, Alexander; Vinogradov, Dmitry B.; Pivkina, Alla N.; Leonov, Nikita E.; Gazieva, Galina A.; Fershtat, Leonid L.; CrystEngComm  (2025) –; doi:10.1039/D5CE01047K

data_7251336
_publ_section_title
;
 New thermally stable and friction-insensitive nitrogen-rich salts: a
 synergy of 1,2,4-triazole, furoxan and hydroxytetrazole motifs
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE01047K
_journal_year                    2025
_chemical_formula_moiety         'C5 H3 N9 O3, C2 H6 O S'
_chemical_formula_sum            'C7 H9 N9 O4 S'
_chemical_formula_weight         315.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-09-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-10-01 deposited with the CCDC.	2025-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.4250(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.0728(2)
_cell_length_b                   9.94200(10)
_cell_length_c                   7.11510(10)
_cell_measurement_reflns_used    12788
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.2880
_cell_measurement_theta_min      4.9070
_cell_volume                     1276.16(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.129a 64-bit (release 29-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_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   -164.00 -70.50   0.55    0.40    --  -93.75-130.00-123.00  170
  2  \w   -116.00 -70.90   0.55    0.10    --  -44.92-130.00-123.00   82
  3  \w   -117.00 -63.65   0.55    0.10    --  -44.92-140.00  62.00   97
  4  \w    -97.00 -21.65   0.55    0.10    --  -44.92 140.00 122.00  137
  5  \w    -51.00 -20.75   0.55    0.40    --  -93.75  45.00 150.00   55
  6  \w   -117.00 -19.65   0.55    0.10    --  -44.92 -77.00-120.00  177
  7  \w     43.00 144.20   0.55    0.40    --  115.25 -86.00-160.63  184
  8  \w     44.00 114.40   0.55    0.40    --  115.25-130.00-123.00  128
  9  \w     45.00 110.45   0.55    0.40    --  115.25-125.00   0.00  119
 10  \w     45.00 110.45   0.55    0.40    --  115.25-125.00   0.00  119
 11  \w     45.00  84.05   0.55    0.40    --  115.25-125.00  60.00   71
 12  \w     43.00 122.20   0.55    0.40    --  115.25-140.00  62.00  144
 13  \w     82.00 108.40   0.55    0.40    --  115.25-125.00 150.00   48
 14  \w     45.00 110.45   0.55    0.40    --  115.25-125.00 150.00  119
 15  \w     43.00 102.95   0.55    0.10    --   44.92-140.00  62.00  109
 16  \w     43.00  72.15   0.55    0.40    --  115.25 -95.00-120.00   53
 17  \w     43.00 103.50   0.55    0.40    --  115.25 -95.00-150.00  110
 18  \w     81.00 110.15   0.55    0.40    --  115.25-125.00 -30.00   53
 19  \w     64.00 104.15   0.55    0.40    --  115.25-102.00   3.92   73
 20  \w     43.00  94.70   0.55    0.40    --  115.25 -77.00  60.00   94
 21  \w     53.00  79.40   0.55    0.40    --  115.25 -77.00 -60.00   48
 22  \w     45.00  69.75   0.55    0.40    --  115.25 -61.00 -60.00   45
 23  \w     47.00  73.40   0.55    0.40    --  115.25 -77.00 -90.00   48
 24  \w     76.00 100.75   0.55    0.40    --  115.25 -77.00-150.00   45
 25  \w     43.00  69.95   0.55    0.40    --  115.25 -61.00-150.00   49
 26  \w     43.00  69.95   0.55    0.40    --  115.25 -61.00-120.00   49
 27  \w    -32.00  26.30   0.55    0.10    --   44.92 -19.00  90.00  106
 28  \w     89.00 177.00   0.55    0.40    --  115.25  77.00 120.00  160
 29  \w     97.00 177.30   0.55    0.40    --  115.25  45.00  90.00  146
 30  \w     96.00 177.40   0.55    0.40    --  115.25  61.00  30.00  148
 31  \w    152.00 177.30   0.55    0.40    --  115.25  61.00  30.00   46
 32  \w     97.00 177.30   0.55    0.40    --  115.25  45.00 -60.00  146
 33  \w    131.80 178.00   0.55    0.40    --  115.25  15.00 -90.00   84
 34  \w     91.00 145.45   0.55    0.40    --  115.25  15.00-120.00   99
 35  \w    103.00 162.95   0.55    0.40    --  115.25  30.00-180.00  109
 36  \w     40.00 177.50   0.55    0.40    --  115.25   0.00-120.00  250
 37  \w     83.00 109.40   0.55    0.40    --  115.25   0.00-120.00   48
 38  \w    140.00 166.40   0.55    0.40    --  115.25 125.00  60.00   48
 39  \w     85.00 173.00   0.55    0.40    --  115.25 140.00 122.00  160
 40  \w    116.00 142.40   0.55    0.40    --  115.25 125.00 -30.00   48
 41  \w     92.00 177.25   0.55    0.40    --  115.25 130.00 -51.00  155
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0739891000
_diffrn_orient_matrix_UB_12      -0.0069228000
_diffrn_orient_matrix_UB_13      -0.1189346000
_diffrn_orient_matrix_UB_21      -0.0047801000
_diffrn_orient_matrix_UB_22      0.1547106000
_diffrn_orient_matrix_UB_23      0.0008989000
_diffrn_orient_matrix_UB_31      0.0423682000
_diffrn_orient_matrix_UB_32      0.0053499000
_diffrn_orient_matrix_UB_33      -0.1813889000
_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  0.0504
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17412
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.152
_diffrn_reflns_theta_min         2.449
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.626
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.441
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.129a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0392
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0662P)^2^+0.6893P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1085
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2699
_reflns_number_total             2756
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce01047k2.cif
_cod_data_source_block           Ris445
_cod_database_code               7251336
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C7 H9 N9 O4 S'
_chemical_oxdiff_usercomment     Ris445
_shelx_estimated_absorpt_t_max   0.838
_shelx_estimated_absorpt_t_min   0.412
_olex2_refinement_description
;
;
_shelx_res_checksum              65268
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.823
_oxdiff_exptl_absorpt_empirical_full_min 0.444