#------------------------------------------------------------------------------
#$Date: 2024-11-27 02:28:00 +0100 (Wed 27 de Nov de 2024) $
#$Revision: 296131 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/35/7063554.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_7063554
loop_
_publ_author_name
'Kuznetsova, Agata'
'Leonov, Nikita E.'
'Anikin, Oleg V.'
'Klenov, Michael S.'
'Churakov, Aleksandr M.'
'Strelenko, Yuri A.'
'Novikov, Roman A.'
'Fedyanin, Ivan V.'
'Pivkina, Alla N.'
'Kon'kova, Tatyana S.'
'Sinditskii, Valery P.'
'Smirnova, Anastasia D.'
'Tartakovsky, Vladimir'
_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_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D4NJ04427D
_journal_year                    2024
_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                92.207(5)
_cell_angle_beta                 96.659(5)
_cell_angle_gamma                100.975(5)
_cell_formula_units_Z            1
_cell_length_a                   4.1132(6)
_cell_length_b                   6.0633(8)
_cell_length_c                   6.1413(8)
_cell_measurement_reflns_used    722
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.75
_cell_measurement_theta_min      3.34
_cell_volume                     149.06(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_type            'Bruker PHOTON III CPAD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker Quest diffractometer'
_diffrn_measurement_method       'ο scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2152
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.026
_diffrn_reflns_theta_min         3.346
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_description       plate
_exptl_crystal_F_000             72
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     47
_refine_ls_number_reflns         860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0424
_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)+(0.0490P)²+0.0500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1117
_reflns_Friedel_coverage         0.000
_reflns_number_gt                716
_reflns_number_total             860
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj04427d2.cif
_cod_data_source_block           eae0363
_cod_database_code               7063554
_publ_contact_name               'Fedyanin, Ivan V.'
_publ_contact_email              octy@xrlab.ineos.ac.ru
_shelx_shelxl_version_number     2018/3
_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_min   0.965
_shelx_estimated_absorpt_t_max   0.992
_shelx_res_file
;
TITL eae0363 in P-1
    eae0363.res
    created by SHELXL-2018/3 at 11:23:08 on 11-Mar-2023
CELL 0.71073   4.11320   6.06330   6.14130  92.2070  96.6590 100.9747
ZERR    1.00   0.00060   0.00080   0.00080   0.0049   0.0046   0.0048
LATT  1
SFAC C H N
UNIT 4 6 6

TEMP -173
REM QUEST
REM VERY THICK COLORLESS PLATE
SIZE 0.32 0.22 0.07

L.S. 10
BOND
ACTA
OMIT     -5   5   1
CONF
BOND $H

FMAP 2
PLAN 20
WGHT    0.049000    0.050000
FVAR       1.07619
N1    3    0.712656    0.616994    0.304425    11.00000    0.01602    0.01582 =
         0.01496   -0.00056    0.00175    0.00200
N2    3    0.713030    0.401181    0.235076    11.00000    0.02021    0.01587 =
         0.01787   -0.00092    0.00347    0.00269
N3    3    0.553127    0.257298    0.363337    11.00000    0.01976    0.01682 =
         0.01750   -0.00043    0.00419    0.00258
C3A   1    0.452151    0.388458    0.516370    11.00000    0.01279    0.01617 =
         0.01425    0.00013    0.00004    0.00149
C4    1    0.875917    0.804403    0.190355    11.00000    0.01948    0.01826 =
         0.01832    0.00312    0.00445    0.00098
AFIX 137
H4A   2    0.713534    0.896286    0.139605    11.00000   -1.50000
H4B   2    0.966344    0.746540    0.063883    11.00000   -1.50000
H4C   2    1.057945    0.896737    0.290670    11.00000   -1.50000

AFIX   0
HKLF 4




REM  eae0363 in P-1
REM wR2 = 0.1117, GooF = S = 1.015, Restrained GooF = 1.015 for all data
REM R1 = 0.0424 for 716 Fo > 4sig(Fo) and 0.0517 for all 860 data
REM 47 parameters refined using 0 restraints

END

WGHT      0.0496      0.0349

REM Highest difference peak  0.402,  deepest hole -0.331,  1-sigma level  0.058
Q1    1   0.4575  0.4983  0.4779  11.00000  0.05    0.40
Q2    1   0.7648  0.7199  0.2371  11.00000  0.05    0.26
Q3    1   0.8629  0.3598  0.1706  11.00000  0.05    0.23
Q4    1   0.4094  0.3584  0.6218  11.00000  0.05    0.23
Q5    1   0.6999  0.3135  0.3170  11.00000  0.05    0.19
Q6    1   0.5176  0.3159  0.4550  11.00000  0.05    0.19
Q7    1   0.4993  0.1234  0.2882  11.00000  0.05    0.19
Q8    1   0.6308  0.1643  0.3923  11.00000  0.05    0.18
Q9    1   0.5780  0.3330  0.2858  11.00000  0.05    0.17
Q10   1   0.6934  0.5120  0.2626  11.00000  0.05    0.17
Q11   1   0.9513  1.0334  0.0356  11.00000  0.05    0.14
Q12   1   0.7113  0.9146  0.2405  11.00000  0.05    0.14
Q13   1   0.7034  0.8582  0.0479  11.00000  0.05    0.13
Q14   1   0.8951  0.5949  0.0413  11.00000  0.05    0.13
Q15   1   1.0081  0.3704  0.3611  11.00000  0.05    0.13
Q16   1   1.0438  0.7395  0.1207  11.00000  0.05    0.13
Q17   1   0.9493  0.4978  0.2060  11.00000  0.05    0.13
Q18   1   0.3953  0.0173  0.4989  11.00000  0.05    0.13
Q19   1   0.8058  0.9935  0.1825  11.00000  0.05    0.12
Q20   1   0.5888  0.6174  0.0568  11.00000  0.05    0.12
;
_shelx_res_checksum              79280
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.7127(2) 0.61699(17) 0.30442(16) 0.0158(3) Uani 1 1 d . . . . .
N2 N 0.7130(3) 0.40118(18) 0.23508(17) 0.0181(3) Uani 1 1 d . . . . .
N3 N 0.5531(3) 0.25730(18) 0.36334(17) 0.0181(3) Uani 1 1 d . . . . .
C3A C 0.4522(3) 0.38846(19) 0.51637(18) 0.0147(3) Uani 1 1 d . . . . .
C4 C 0.8759(3) 0.8044(2) 0.1904(2) 0.0188(3) Uani 1 1 d . . . . .
H4A H 0.713534 0.896286 0.139605 0.028 Uiso 1 1 calc R U . . .
H4B H 0.966344 0.746540 0.063883 0.028 Uiso 1 1 calc R U . . .
H4C H 1.057945 0.896737 0.290670 0.028 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0160(5) 0.0158(5) 0.0150(5) -0.0006(4) 0.0018(4) 0.0020(3)
N2 0.0202(5) 0.0159(5) 0.0179(5) -0.0009(4) 0.0035(4) 0.0027(4)
N3 0.0198(5) 0.0168(5) 0.0175(5) -0.0004(4) 0.0042(4) 0.0026(4)
C3A 0.0128(5) 0.0162(6) 0.0142(5) 0.0001(4) 0.0000(4) 0.0015(4)
C4 0.0195(5) 0.0183(6) 0.0183(6) 0.0031(4) 0.0044(4) 0.0010(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C3A N1 N2 108.13(10) 2_666 . ?
C3A N1 C4 131.37(11) 2_666 . ?
N2 N1 C4 120.50(10) . . ?
N3 N2 N1 110.52(10) . . ?
N2 N3 C3A 104.98(10) . . ?
N1 C3A N3 143.63(11) 2_666 . ?
N1 C3A C3A 105.02(13) 2_666 2_666 ?
N3 C3A C3A 111.35(13) . 2_666 ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
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 C3A 1.3561(15) 2_666 ?
N1 N2 1.3608(15) . ?
N1 C4 1.4535(15) . ?
N2 N3 1.3299(14) . ?
N3 C3A 1.3590(16) . ?
C3A C3A 1.364(2) 2_666 ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
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
C3A N1 N2 N3 0.19(12) 2_666 . . . ?
C4 N1 N2 N3 179.45(9) . . . . ?
N1 N2 N3 C3A -0.15(12) . . . . ?
N2 N3 C3A N1 -179.86(15) . . . 2_666 ?
N2 N3 C3A C3A 0.06(15) . . . 2_666 ?
