Very thermostable energetic materials based on a fused-triazole: 3,6-diamino-1H-[1,2,4]triazolo[4,3-b][1,2,4]triazole
Tang, Yongxing; An, Ziwei; Chinnam, Ajay Kumar; Staples, Richard J.; Shreeve, Jean'ne M.; New Journal of Chemistry 45 (2021) 85–91; doi:10.1039/D0NJ05152G

data_7060097
_publ_section_title
;
 Very thermostable energetic materials based on a fused-triazole:
 3,6-diamino-1H-[1,2,4]triazolo[4,3-b][1,2,4]triazole
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              85
_journal_page_last               91
_journal_paper_doi               10.1039/D0NJ05152G
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C3 N5 O6, H2 O, C3 H6 N7'
_chemical_formula_sum            'C6 H8 N12 O7'
_chemical_formula_weight         360.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-06
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2020-10-09 deposited with the CCDC.	2020-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.220(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6133(4)
_cell_length_b                   4.83877(10)
_cell_length_c                   20.4591(5)
_cell_measurement_reflns_used    3775
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.3180
_cell_measurement_theta_min      3.6920
_cell_volume                     1333.83(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXT (Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8)'
_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 0.999
_diffrn_measured_fraction_theta_max 0.983
_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     -7.00  19.00   0.50    0.05    --    6.00  52.00  -3.51   52
  2  \w    -11.00  15.00   0.50    0.05    --    2.00  57.00 -38.76   52
  3  \w     -8.00  17.00   0.50    0.05    --    6.00  54.00 -94.35   50
  4  \w     30.00  72.00   0.50    0.05    --   47.57  65.00 -91.00   84
  5  \w    -13.00  14.00   0.50    0.05    --    2.00  58.00 169.92   54
  6  \w    -77.00 -34.00   0.50    0.05    --  -47.57 125.00 -60.00   86
  7  \w    -63.00 -15.00   0.50    0.05    --  -47.57  65.00 -91.00   96
  8  \w     -8.00  18.00   0.50    0.05    --  -47.57  65.00 -91.00   52
  9  \w    -44.00 -18.00   0.50    0.20    --  -86.25  65.00 -91.00   52
 10  \w    -75.00 -49.00   0.50    0.20    --  -86.25  65.00 -91.00   52
 11  \w   -159.00-134.00   0.50    0.20    --  -86.25 -77.00  60.00   50
 12  \w   -156.00-130.00   0.50    0.20    --  -86.25 -65.00 132.00   52
 13  \w   -112.00 -68.00   0.50    0.20    --  -86.25 -65.00 132.00   88
 14  \w    -97.00 -45.00   0.50    0.05    --  -58.00 -30.00 131.84  104
 15  \w    -93.00 -48.00   0.50    0.05    --  -58.00 -30.00 -30.80   90
 16  \w    -91.00 -65.00   0.50    0.20    --  -78.00 -30.00  31.49   52
 17  \w   -131.00-102.00   0.50    0.05    --  -58.00 -30.00 -30.80   58
 18  \w   -104.00 -75.00   0.50    0.05    --  -54.00 -30.00 -89.70   58
 19  \w    -92.00 -45.00   0.50    0.05    --  -58.00 -30.00-124.82   94
 20  \w   -133.00 -95.00   0.50    0.05    --  -58.00 -30.00-124.82   76
 21  \w   -151.00-125.00   0.50    0.20    --  -78.00 -30.00-125.74   52
 22  \w    -95.00 -65.00   0.50    0.20    --  -78.00 -30.00-125.74   60
 23  \w    -94.00 -69.00   0.50    0.20    --  -82.00 -30.00 -71.81   50
 24  \w    -94.00 -69.00   0.50    0.20    --  -82.00 -30.00 -41.61   50
 25  \w    -94.00 -69.00   0.50    0.20    --  -82.00 -30.00 -24.18   50
 26  \w    -99.00 -69.00   0.50    0.20    --  -82.00 -30.00-151.34   60
 27  \w    -96.00 -69.00   0.50    0.20    --  -82.00 -30.00   3.59   54
 28  \w    -94.00 -69.00   0.50    0.20    --  -82.00 -30.00  63.69   50
 29  \w   -114.00 -72.00   0.50    0.20    --  -82.00 -30.00 118.81   84
 30  \w    -99.00 -69.00   0.50    0.20    --  -82.00 -30.00 133.61   60
 31  \w   -155.00-130.00   0.50    0.20    --  -82.00 -30.00 118.81   50
 32  \w   -146.00-120.00   0.50    0.20    --  -82.00 -30.00  63.69   52
 33  \w   -156.00-130.00   0.50    0.20    --  -82.00 -30.00   3.59   52
 34  \w   -100.00 -74.00   0.50    0.20    --  -86.25 -29.00 -48.55   52
 35  \w    -96.00 -70.00   0.50    0.20    --  -82.00 -30.00 -85.62   52
 36  \w    -66.00 -41.00   0.50    0.05    --  -54.00 -30.00 -89.70   50
 37  \w   -101.00 -74.00   0.50    0.20    --  -86.25 -29.00-169.54   54
 38  \w   -148.00-122.00   0.50    0.20    --  -86.25 -29.00-169.54   52
 39  \w    -99.00 -74.00   0.50    0.20    --  -86.25 -29.00 -99.30   50
 40  \w   -157.00-123.00   0.50    0.20    --  -86.25 -29.00 -48.55   68
 41  \w   -159.00-129.00   0.50    0.20    --  -86.25 -29.00  47.99   60
 42  \w   -103.00 -74.00   0.50    0.20    --  -86.25 -29.00  22.92   58
 43  \w    -99.00 -74.00   0.50    0.20    --  -86.25 -29.00  47.99   50
 44  \w   -161.00-126.00   0.50    0.20    --  -86.25 -29.00 174.45   70
 45  \w    -99.00 -74.00   0.50    0.20    --  -86.25 -29.00 155.41   50
 46  \w   -100.00 -74.00   0.50    0.20    --  -86.25 -29.00 174.45   52
 47  \w   -118.00 -30.00   0.50    0.05    --  -47.57 -65.00 132.00  176
 48  \w    -53.00 -28.00   0.50    0.05    --  -42.00 -33.00 133.84   50
 49  \w    -53.00 -28.00   0.50    0.05    --  -42.00 -33.00 122.97   50
 50  \w    -58.00 -29.00   0.50    0.05    --  -42.00 -32.00  30.78   58
 51  \w    -47.00 -22.00   0.50    0.05    --  -34.00 -35.00  -1.15   50
 52  \w    -30.00  -5.00   0.50    0.05    --  -18.00 -44.00 -60.42   50
 53  \w    -46.00 -21.00   0.50    0.05    --  -34.00 -35.00 -90.70   50
 54  \w    -54.00 -29.00   0.50    0.05    --  -42.00 -33.00-123.14   50
 55  \w    -61.00 -36.00   0.50    0.05    --  -47.57 -31.00-175.67   50
 56  \w    -58.00 -32.00   0.50    0.05    --  -42.00 -32.00 -13.40   52
 57  \w    -64.00 -39.00   0.50    0.05    --  -47.57 -31.00 164.99   50
 58  \w   -156.00-107.00   0.50    0.20    --  -86.25-125.00 -90.00   98
 59  \w    -23.00  47.00   0.50    0.05    --   47.57 -65.00 132.00  140
 60  \w     35.00  77.00   0.50    0.20    --  107.11 -65.00 132.00   84
 61  \w     36.00  63.00   0.50    0.20    --  107.11 -57.00  30.00   54
 62  \w     35.00  65.00   0.50    0.20    --  107.11 -57.00 -30.00   60
 63  \w     36.00  62.00   0.50    0.20    --  107.11 -57.00-150.00   52
 64  \w     36.00  70.00   0.50    0.20    --  107.11 -99.00-120.00   68
 65  \w     38.00  64.00   0.50    0.20    --  107.11 -99.00 -90.00   52
 66  \w     37.00 103.00   0.50    0.20    --  107.11-125.00-120.00  132
 67  \w     65.00 104.00   0.50    0.20    --  107.11 -99.00 -90.00   78
 68  \w     37.00 101.00   0.50    0.20    --  107.11-125.00 -30.00  128
 69  \w     35.00 103.00   0.50    0.20    --  107.11 -99.00 -30.00  136
 70  \w     35.00 103.00   0.50    0.20    --  107.11 -99.00   0.00  136
 71  \w     67.00 104.00   0.50    0.20    --  107.11 -99.00  60.00   74
 72  \w     35.00 104.00   0.50    0.20    --  107.11 -99.00 150.00  138
 73  \w     37.00 104.00   0.50    0.20    --  107.11 -99.00 120.00  134
 74  \w     39.00  91.00   0.50    0.20    --  107.11 -99.00  90.00  104
 75  \w     36.00  61.00   0.50    0.20    --  107.11 -99.00  60.00   50
 76  \w     78.00 103.00   0.50    0.20    --  107.11 -99.00-120.00   50
 77  \w     95.00 156.00   0.50    0.20    --  107.11  19.00  90.00  122
 78  \w    152.00 178.00   0.50    0.20    --  107.11  57.00 -30.00   52
 79  \w    118.00 173.00   0.50    0.20    --  107.11  37.00 -60.00  110
 80  \w    114.00 177.00   0.50    0.20    --  107.11  37.00 -90.00  126
 81  \w    136.00 166.00   0.50    0.20    --  107.11  65.00 -91.00   60
 82  \w     89.00 122.00   0.50    0.20    --  107.11  65.00 -91.00   66
 83  \w    114.00 175.00   0.50    0.20    --  107.11  37.00 -30.00  122
 84  \w     95.00 178.00   0.50    0.20    --  107.11  28.00-113.33  166
 85  \w     94.00 178.00   0.50    0.20    --  107.11  28.00-175.95  168
 86  \w     95.00 171.00   0.50    0.20    --  107.11  26.00  11.71  152
 87  \w    138.00 163.00   0.50    0.20    --  107.11  19.00  60.00   50
 88  \w    138.00 178.00   0.50    0.20    --  107.11  28.00 110.57   80
 89  \w     94.00 135.00   0.50    0.20    --  107.11  28.00 110.57   82
 90  \w     96.00 178.00   0.50    0.20    --  107.11  29.00 137.74  164
 91  \w     95.00 127.00   0.50    0.20    --  107.11  19.00  60.00   64
 92  \w     95.00 151.00   0.50    0.20    --  107.11  19.00-120.00  112
;
_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      0.0800378000
_diffrn_orient_matrix_UB_12      0.0891154000
_diffrn_orient_matrix_UB_13      -0.0418478000
_diffrn_orient_matrix_UB_21      0.0303897000
_diffrn_orient_matrix_UB_22      0.2392644000
_diffrn_orient_matrix_UB_23      0.0483558000
_diffrn_orient_matrix_UB_31      0.0757561000
_diffrn_orient_matrix_UB_32      -0.1902175000
_diffrn_orient_matrix_UB_33      0.0412419000
_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  0.1288
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            29865
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.645
_diffrn_reflns_theta_min         3.671
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.424
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.482
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.016
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2788
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0435
_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^)+(0.0459P)^2^+1.0983P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1345
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2020
_reflns_number_total             2788
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0nj05152g2.cif
_cod_data_source_block           js1020a
_cod_depositor_comments
'Adding full bibliography for 7060097--7060098.cif.'
_cod_database_code               7060097
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C8H11H21O2
_chemical_oxdiff_usercomment     TTT-3
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
;
_shelx_res_checksum              115
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id YT4
_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 1.836
_oxdiff_exptl_absorpt_empirical_full_min 0.617