#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:13:44 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301852 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/00/7060098.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_7060098
loop_
_publ_author_name
'Tang, Yongxing'
'An, Ziwei'
'Chinnam, Ajay Kumar'
'Staples, Richard J.'
'Shreeve, Jean'ne M.'
_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 H5 N7'
_chemical_formula_sum            'C3 H5 N7'
_chemical_formula_weight         139.14
_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             2020-10-08
_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                 103.468(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5503(4)
_cell_length_b                   3.56337(11)
_cell_length_c                   14.3130(5)
_cell_measurement_reflns_used    3273
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      76.3800
_cell_measurement_theta_min      4.6650
_cell_volume                     523.29(3)
_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    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    119.00 177.00   0.50    0.05    --  107.11  37.00 150.00  116
  2  ω    150.00 177.00   0.50    0.05    --  107.11  37.00  90.00   54
  3  ω    118.00 144.00   0.50    0.05    --  107.11  37.00  90.00   52
  4  ω    127.00 177.00   0.50    0.05    --  107.11  77.00  30.00  100
  5  ω    134.00 160.00   0.50    0.05    --  107.11  57.00-180.00   52
  6  ω    -27.00   5.00   0.50    0.05    --  -47.45  19.00 120.00   64
  7  ω    -22.00  15.00   0.50    0.05    --  -47.45  19.00 -30.00   74
  8  ω    -61.00 -29.00   0.50    0.05    --  -47.45  57.00-120.00   64
  9  ω    -21.00  15.00   0.50    0.05    --  -47.45  57.00-120.00   72
 10  ω    -43.00 -18.00   0.50    0.05    --  -86.25  37.00 -30.00   50
 11  ω    -69.00 -30.00   0.50    0.05    --  -47.45 125.00   0.00   78
 12  ω    -17.00  12.00   0.50    0.05    --  -47.45 102.00  -5.00   58
 13  ω    -73.00 -22.00   0.50    0.05    --  -47.45 102.00  -5.00  102
 14  ω    -77.00 -40.00   0.50    0.05    --  -86.25 102.00  -5.00   74
 15  ω    -43.00 -17.00   0.50    0.05    --  -86.25  37.00  30.00   52
 16  ω   -151.00-116.00   0.50    0.05    --  -86.25 -37.00 150.00   70
 17  ω   -159.00-116.00   0.50    0.05    --  -86.25 -37.00 120.00   86
 18  ω   -157.00-131.00   0.50    0.05    --  -86.25 -37.00  90.00   52
 19  ω   -157.00-128.00   0.50    0.05    --  -86.25 -77.00   0.00   58
 20  ω   -158.00-114.00   0.50    0.05    --  -86.25 -37.00   0.00   88
 21  ω   -159.00-120.00   0.50    0.05    --  -86.25 -37.00 -90.00   78
 22  ω   -159.00-134.00   0.50    0.05    --  -86.25 -57.00 -90.00   50
 23  ω   -124.00 -99.00   0.50    0.05    --  -86.25-102.00-108.00   50
 24  ω     37.00  65.00   0.50    0.05    --  107.11 -57.00 150.00   56
 25  ω     42.00  86.00   0.50    0.05    --  107.11 -77.00  90.00   88
 26  ω     38.00  63.00   0.50    0.05    --  107.11 -57.00  90.00   50
 27  ω     35.00  60.00   0.50    0.05    --  107.11 -57.00  30.00   50
 28  ω    109.00 162.00   0.50    0.05    --  107.11 102.00  -5.00  106
 29  ω     39.00  65.00   0.50    0.05    --  107.11 -57.00 -30.00   52
 30  ω     39.00  64.00   0.50    0.05    --  107.11 -57.00 -60.00   50
 31  ω     -4.00  22.00   0.50    0.05    --   47.45 -19.00-120.00   52
 32  ω     39.00  64.00   0.50    0.05    --  107.11 -99.00 -30.00   50
 33  ω     77.00 108.00   0.50    0.05    --  107.11-125.00  90.00   62
 34  ω     38.00  69.00   0.50    0.05    --  107.11-125.00  90.00   62
 35  ω     24.00  51.00   0.50    0.05    --   47.45-102.00-108.00   54
 36  ω     75.00 102.00   0.50    0.05    --  107.11-125.00-150.00   54
 37  ω     75.00 108.00   0.50    0.05    --  107.11-125.00-180.00   66
 38  ω     49.00  74.00   0.50    0.05    --  107.11-125.00-180.00   50
 39  ω     41.00  66.00   0.50    0.05    --  107.11-125.00-150.00   50
 40  ω     61.00 100.00   0.50    0.05    --  107.11-102.00-108.00   78
 41  ω     79.00 104.00   0.50    0.05    --  107.11 -99.00 -30.00   50
 42  ω     36.00 100.00   0.50    0.05    --  107.11 -99.00 -60.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1281967000
_diffrn_orient_matrix_UB_12      0.2244061000
_diffrn_orient_matrix_UB_13      -0.0266138000
_diffrn_orient_matrix_UB_21      -0.0708549000
_diffrn_orient_matrix_UB_22      -0.3482088000
_diffrn_orient_matrix_UB_23      -0.0507580000
_diffrn_orient_matrix_UB_31      -0.0331330000
_diffrn_orient_matrix_UB_32      -0.1236954000
_diffrn_orient_matrix_UB_33      0.0946644000
_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  0.0360
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4889
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.646
_diffrn_reflns_theta_min         4.721
_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    1.134
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.742
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_description       needle
_exptl_crystal_F_000             288
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.102
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0191(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1079
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0334
_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)+(0.0439P)²+0.2307P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1009
_reflns_number_total             1079
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05152g2.cif
_cod_data_source_block           js1020f
_cod_depositor_comments
'Adding full bibliography for 7060097--7060098.cif.'
_cod_database_code               7060098
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C3H5N7
_chemical_oxdiff_usercomment     YT1
_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.
;
_shelx_estimated_absorpt_t_max   0.893
_shelx_estimated_absorpt_t_min   0.863
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_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 YT1
_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 1.310
_oxdiff_exptl_absorpt_empirical_full_min 0.802
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
N1 N 0.42276(11) 0.7427(3) 0.58840(8) 0.0158(3) Uani 1 1 d . . . . .
N2 N 0.35888(10) 0.8884(3) 0.65630(8) 0.0152(3) Uani 1 1 d . . . . .
N3 N 0.21819(10) 0.7619(3) 0.52107(7) 0.0131(3) Uani 1 1 d . . . . .
N4 N 0.12087(10) 0.6851(3) 0.43962(7) 0.0140(3) Uani 1 1 d . . . . .
N5 N 0.32532(10) 0.5202(3) 0.41931(7) 0.0143(3) Uani 1 1 d . . . . .
N6 N 0.13306(10) 0.9974(3) 0.65058(8) 0.0164(3) Uani 1 1 d . . . . .
N7 N 0.13893(11) 0.4508(3) 0.28860(8) 0.0162(3) Uani 1 1 d . . . . .
C1 C 0.33532(12) 0.6628(4) 0.50742(9) 0.0137(3) Uani 1 1 d . . . . .
C2 C 0.23364(12) 0.8962(4) 0.61275(9) 0.0135(3) Uani 1 1 d . . . . .
C3 C 0.19277(12) 0.5438(3) 0.38256(9) 0.0132(3) Uani 1 1 d . . . . .
H7A H 0.1825(17) 0.263(5) 0.2652(13) 0.026(4) Uiso 1 1 d . . . . .
H6A H 0.1503(16) 1.109(5) 0.7085(13) 0.022(4) Uiso 1 1 d . . . . .
H1 H 0.5069(19) 0.692(6) 0.6033(13) 0.035(5) Uiso 1 1 d . . . . .
H7B H 0.0497(18) 0.424(5) 0.2751(12) 0.023(4) Uiso 1 1 d . . . . .
H6B H 0.0584(19) 1.076(6) 0.6092(13) 0.031(5) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0652
0 1 0 0.0652
0 0 1 0.0411
0 0 -1 0.0611
1 0 1 0.0455
-1 0 -1 0.0615
-7 0 5 0.0603
7 0 -5 0.0603
-2 0 5 0.0419
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
N2 N1 H1 121.8(12) . . ?
C1 N1 N2 109.51(10) . . ?
C1 N1 H1 128.3(12) . . ?
C2 N2 N1 105.62(10) . . ?
C1 N3 N4 110.57(10) . . ?
C1 N3 C2 108.84(11) . . ?
C2 N3 N4 140.55(10) . . ?
C3 N4 N3 99.98(9) . . ?
C1 N5 C3 100.76(10) . . ?
C2 N6 H6A 118.7(11) . . ?
C2 N6 H6B 117.5(12) . . ?
H6A N6 H6B 115.0(16) . . ?
C3 N7 H7A 113.9(11) . . ?
C3 N7 H7B 113.6(10) . . ?
H7A N7 H7B 115.0(16) . . ?
N1 C1 N3 106.94(11) . . ?
N1 C1 N5 141.78(12) . . ?
N5 C1 N3 111.29(11) . . ?
N2 C2 N3 109.07(11) . . ?
N2 C2 N6 127.55(11) . . ?
N6 C2 N3 123.29(11) . . ?
N4 C3 N5 117.40(11) . . ?
N4 C3 N7 121.70(11) . . ?
N7 C3 N5 120.73(11) . . ?
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
N1 N2 1.4047(14) . ?
N1 C1 1.3332(17) . ?
N1 H1 0.88(2) . ?
N2 C2 1.3234(16) . ?
N3 N4 1.3896(14) . ?
N3 C1 1.3426(16) . ?
N3 C2 1.3703(16) . ?
N4 C3 1.3357(16) . ?
N5 C1 1.3407(16) . ?
N5 C3 1.3772(16) . ?
N6 C2 1.3480(16) . ?
N6 H6A 0.900(18) . ?
N6 H6B 0.91(2) . ?
N7 C3 1.3731(16) . ?
N7 H7A 0.917(19) . ?
N7 H7B 0.921(18) . ?
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
_geom_hbond_publ_flag
N6 H6A N2 0.900(18) 2.198(18) 3.0788(16) 166.2(15) 2_556 yes
N1 H1 N5 0.88(2) 2.02(2) 2.8444(15) 155.3(17) 3_666 yes
N6 H6B N4 0.91(2) 2.04(2) 2.9177(15) 160.1(17) 3_576 yes
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
N1 N2 C2 N3 -0.08(13) . . . . ?
N1 N2 C2 N6 176.55(12) . . . . ?
N2 N1 C1 N3 1.46(14) . . . . ?
N2 N1 C1 N5 -178.44(16) . . . . ?
N3 N4 C3 N5 0.45(14) . . . . ?
N3 N4 C3 N7 -174.85(11) . . . . ?
N4 N3 C1 N1 -179.62(10) . . . . ?
N4 N3 C1 N5 0.32(15) . . . . ?
N4 N3 C2 N2 178.21(14) . . . . ?
N4 N3 C2 N6 1.4(2) . . . . ?
C1 N1 N2 C2 -0.86(14) . . . . ?
C1 N3 N4 C3 -0.44(13) . . . . ?
C1 N3 C2 N2 0.99(14) . . . . ?
C1 N3 C2 N6 -175.82(12) . . . . ?
C1 N5 C3 N4 -0.28(14) . . . . ?
C1 N5 C3 N7 175.07(12) . . . . ?
C2 N3 N4 C3 -177.63(15) . . . . ?
C2 N3 C1 N1 -1.50(14) . . . . ?
C2 N3 C1 N5 178.44(10) . . . . ?
C3 N5 C1 N1 179.87(17) . . . . ?
C3 N5 C1 N3 -0.04(13) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 3976656
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 -1.0000 0.0000 -0.2244 0.3482 0.1237
0.0000 1.0000 -0.0000 0.2244 -0.3482 -0.1237
-0.0000 0.0000 1.0000 -0.0266 -0.0508 0.0947
0.0000 -0.0000 -1.0000 0.0266 0.0508 -0.0947
1.0000 0.0000 1.0000 -0.1548 -0.1216 0.0615
-1.0000 -0.0000 -1.0000 0.1548 0.1216 -0.0615
-6.5637 0.0429 4.6434 0.7275 0.2144 0.6517
6.5637 -0.0429 -4.6434 -0.7275 -0.2144 -0.6517
-2.0000 0.0000 5.0000 0.1233 -0.1121 0.5396
