#------------------------------------------------------------------------------
#$Date: 2025-08-21 16:10:22 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301849 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/46/7034617.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_7034617
loop_
_publ_author_name
'Haiges, R.'
'Bélanger-Chabot, G'
'Kaplan, S. M.'
'Christe, K. O.'
_publ_section_title
;
 Preparation and characterization of 3,5-dinitro-1H-1,2,4-triazole.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7586
_journal_page_last               7594
_journal_paper_doi               10.1039/c5dt00888c
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C4 H7 N5 O'
_chemical_formula_sum            'C4 H7 N5 O'
_chemical_formula_weight         141.15
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2014-07-14 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                67.2290(10)
_cell_angle_beta                 85.4460(10)
_cell_angle_gamma                70.1300(10)
_cell_formula_units_Z            2
_cell_length_a                   5.25150(10)
_cell_length_b                   7.69060(10)
_cell_length_c                   8.49150(10)
_cell_measurement_temperature    100.(2)
_cell_volume                     296.854(8)
_computing_cell_refinement       'APEX2 v2014.1-1 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_structure_refinement  'SHELXTL XLMP 2014/1 (Bruker AXS)'
_computing_structure_solution    'SHELXTL XS 2013/1 (Bruker AXS)'
_diffrn_ambient_temperature      100.(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            35219
_diffrn_reflns_theta_full        36.40
_diffrn_reflns_theta_max         36.40
_diffrn_reflns_theta_min         2.61
_diffrn_source                   'fine-focus tube'
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2012/1'
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             148
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.332
_refine_ls_extinction_coef       0.054(11)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2865
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0288
_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)+(0.0463P)²+0.0425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0820
_reflns_number_gt                2727
_reflns_number_total             2865
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt00888c2.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 7034616--7034621.cif.'
_cod_database_code               7034617
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
C C1 0.60431(9) 0.71334(6) 0.00221(6) 0.00969(8) Uani d . . 1
C C2 0.26754(9) 0.71975(6) 0.15887(6) 0.00974(8) Uani d . . 1
C C3 0.46799(9) 0.37198(7) 0.37460(6) 0.01160(8) Uani d . . 1
C C4 0.71507(10) 0.19034(7) 0.41216(6) 0.01504(9) Uani d . . 1
H H4A 0.6917 0.0818 0.5147 0.023 Uiso calc U R 1
H H4B 0.8733 0.2213 0.4315 0.023 Uiso calc U R 1
H H4C 0.7425 0.1486 0.3149 0.023 Uiso calc U R 1
H H1 0.735(2) 0.9058(18) -0.1643(15) 0.028(3) Uiso d . . 1
H H2 0.923(2) 0.7007(17) -0.1315(14) 0.024(2) Uiso d . . 1
H H3 -0.096(2) 0.8906(18) 0.1635(15) 0.029(3) Uiso d . . 1
H H4 -0.013(2) 0.6884(17) 0.3146(14) 0.023(2) Uiso d . . 1
N N1 0.46568(8) 0.53332(6) 0.22513(5) 0.01016(7) Uani d . . 1
N N2 0.68752(8) 0.53103(6) 0.12133(5) 0.01038(8) Uani d . . 1
N N3 0.34994(8) 0.83553(6) 0.01797(5) 0.01059(8) Uani d . . 1
N N4 0.75134(9) 0.77978(6) -0.13436(5) 0.01257(8) Uani d . . 1
N N5 0.03272(9) 0.77609(6) 0.22891(5) 0.01256(8) Uani d . . 1
O O1 0.27708(9) 0.38638(6) 0.46664(5) 0.01712(9) Uani d . . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.00867(16) 0.00909(16) 0.01027(16) -0.00249(12) 0.00112(12) -0.00318(13)
C2 0.00866(16) 0.00898(16) 0.01040(16) -0.00172(12) 0.00075(12) -0.00362(13)
C3 0.01124(17) 0.01072(17) 0.00960(16) -0.00205(13) 0.00106(13) -0.00205(13)
C4 0.01308(19) 0.01184(18) 0.01321(18) 0.00006(14) 0.00021(14) -0.00114(14)
N1 0.00870(15) 0.00889(14) 0.00962(14) -0.00103(11) 0.00177(11) -0.00207(11)
N2 0.00860(15) 0.00976(15) 0.01031(15) -0.00180(11) 0.00205(11) -0.00268(12)
N3 0.00884(15) 0.00879(15) 0.01191(15) -0.00184(11) 0.00177(11) -0.00285(12)
N4 0.01102(16) 0.01098(16) 0.01277(16) -0.00344(12) 0.00366(12) -0.00228(12)
N5 0.00957(15) 0.01184(16) 0.01254(16) -0.00094(12) 0.00285(12) -0.00354(13)
O1 0.01486(17) 0.01649(17) 0.01351(16) -0.00233(13) 0.00584(12) -0.00254(13)
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
N2 C1 N4 123.45(4)
N2 C1 N3 116.03(4)
N4 C1 N3 120.47(4)
N3 C2 N5 125.37(4)
N3 C2 N1 109.63(4)
N5 C2 N1 124.97(4)
O1 C3 N1 119.86(4)
O1 C3 C4 124.58(4)
N1 C3 C4 115.55(4)
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C2 N1 C3 128.45(4)
C2 N1 N2 109.02(4)
C3 N1 N2 122.40(4)
C1 N2 N1 101.90(4)
C2 N3 C1 103.41(4)
C1 N4 H1 113.0(8)
C1 N4 H2 116.7(7)
H1 N4 H2 113.2(11)
C2 N5 H3 117.0(8)
C2 N5 H4 119.5(7)
H3 N5 H4 119.9(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.3174(6)
C1 N4 1.3673(6)
C1 N3 1.3788(6)
C2 N3 1.3292(6)
C2 N5 1.3349(6)
C2 N1 1.3818(6)
C3 O1 1.2228(6)
C3 N1 1.3870(6)
C3 C4 1.4918(7)
C4 H4A 0.98
C4 H4B 0.98
C4 H4C 0.98
N1 N2 1.4034(6)
N4 H1 0.876(12)
N4 H2 0.898(12)
N5 H3 0.904(12)
N5 H4 0.863(11)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 3130884
