#------------------------------------------------------------------------------
#$Date: 2025-08-21 16:10:22 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301849 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/46/7034620.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_7034620
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         'C5 H7 N5 O4, C2 H2 N4 O2'
_chemical_formula_sum            'C7 H9 N9 O6'
_chemical_formula_weight         315.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2015-03-04 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.472(2)
_cell_length_b                   11.272(2)
_cell_length_c                   23.860(5)
_cell_measurement_reflns_used    5729
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      27.0851
_cell_measurement_theta_min      2.7464
_cell_volume                     2547.5(9)
_computing_cell_refinement       'APEX2 v2014.11-0 (Bruker AXS, 2014)'
_computing_data_collection       'SMART V5.632'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_publication_material  'SHELXTL XL 2014/7 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXTL XL 2014/7 (Bruker AXS, 2014)'
_computing_structure_solution    'SHELXTL XT 2014/4 (Bruker AXS, 2014)'
_diffrn_ambient_temperature      130.(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            14568
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.71
_diffrn_source                   'fine-focus tube'
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5 (Bruker AXS, 2014)'
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.784
_refine_diff_density_min         -0.566
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0564
_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)+(0.0973P)²+1.3970P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1607
_refine_ls_wR_factor_ref         0.1752
_reflns_number_gt                2252
_reflns_number_total             2921
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt00888c2.cif
_cod_data_source_block           C7H9N9O6
_cod_depositor_comments
'Adding full bibliography for 7034616--7034621.cif.'
_cod_database_code               7034620
#BEGIN Tags that were not found in dictionaries:
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.4690(2) 0.54038(19) 0.28211(9) 0.0325(5) Uani d . . 1
C C2 0.3362(2) 0.66278(19) 0.31512(9) 0.0318(5) Uani d . . 1
C C3 0.6759(2) 0.5700(2) 0.35162(10) 0.0384(5) Uani d . . 1
H H3 0.7333 0.5226 0.3245 0.046 Uiso calc U R 1
C C4 0.7497(3) 0.6874(3) 0.36041(12) 0.0500(7) Uani d . . 1
H H4A 0.6957 0.7355 0.387 0.075 Uiso calc U R 1
H H4B 0.7566 0.7294 0.3246 0.075 Uiso calc U R 1
H H4C 0.8446 0.6733 0.3753 0.075 Uiso calc U R 1
C C5 0.6581(3) 0.4979(3) 0.40337(11) 0.0483(6) Uani d . . 1
H H5A 0.6113 0.4229 0.394 0.072 Uiso calc U R 1
H H5B 0.6004 0.5419 0.4304 0.072 Uiso calc U R 1
H H5C 0.7509 0.4815 0.4198 0.072 Uiso calc U R 1
C C6 -0.0373(2) 0.27222(18) 0.49235(8) 0.0260(4) Uani d . . 1
H H6 -0.1265 0.2387 0.5012 0.031 Uiso calc U R 1
C C7 0.1138(2) 0.38134(19) 0.46324(9) 0.0312(5) Uani d . . 1
N N1 0.3429(2) 0.58454(17) 0.27330(8) 0.0346(4) Uani d . . 1
N N2 0.53433(19) 0.58962(16) 0.32626(8) 0.0316(4) Uani d . . 1
N N3 0.4470(2) 0.67112(16) 0.34864(8) 0.0339(4) Uani d . . 1
N N4 0.5290(2) 0.44914(18) 0.24604(9) 0.0404(5) Uani d . . 1
N N5 0.2135(2) 0.73776(18) 0.32244(8) 0.0382(5) Uani d . . 1
N N6 0.18120(19) 0.29214(18) 0.48784(8) 0.0358(4) Uani d . . 1
N N7 0.0808(2) 0.22207(18) 0.50604(9) 0.0398(5) Uani d . . 1
H H7 0.0915 0.1545 0.524 0.048 Uiso calc U R 1
N N8 -0.02401(19) 0.37352(18) 0.46515(8) 0.0373(5) Uani d . . 1
N N9 0.1881(2) 0.48022(18) 0.43829(9) 0.0424(5) Uani d . . 1
O O1 0.62673(18) 0.39039(15) 0.26430(8) 0.0472(5) Uani d . . 1
O O2 0.4762(2) 0.4383(2) 0.20024(9) 0.0674(7) Uani d . . 1
O O3 0.2170(2) 0.81272(17) 0.35900(8) 0.0522(5) Uani d . . 1
O O4 0.11397(19) 0.72067(19) 0.29115(8) 0.0551(5) Uani d . . 1
O O5 0.3150(2) 0.48409(18) 0.44612(9) 0.0576(6) Uani d . . 1
O O6 0.1178(2) 0.55195(17) 0.41181(9) 0.0620(6) Uani d . . 1
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'
O O 0.0106 0.0060 '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
N1 C1 N2 112.9(2)
N1 C1 N4 121.9(2)
N2 C1 N4 125.2(2)
N3 C2 N1 117.5(2)
N3 C2 N5 121.5(2)
N1 C2 N5 120.98(19)
N2 C3 C5 108.5(2)
N2 C3 C4 110.1(2)
C5 C3 C4 114.5(2)
N2 C3 H3 107.8
C5 C3 H3 107.8
C4 C3 H3 107.8
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
C3 C5 H5A 109.5
C3 C5 H5B 109.5
H5A C5 H5B 109.5
C3 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N7 C6 N8 114.81(19)
N7 C6 H6 122.6
N8 C6 H6 122.6
N6 C7 N9 122.1(2)
C1 N1 C2 100.04(18)
C1 N2 N3 108.10(18)
C1 N2 C3 132.33(19)
N3 N2 C3 119.57(18)
C2 N3 N2 101.47(18)
O2 N4 O1 125.7(2)
O2 N4 C1 116.4(2)
O1 N4 C1 118.0(2)
O3 N5 O4 124.9(2)
O3 N5 C2 118.07(19)
O4 N5 C2 117.1(2)
N7 N6 C7 104.73(18)
C6 N7 N6 106.26(19)
C6 N7 H7 126.9
N6 N7 H7 126.9
O5 N9 O6 126.4(2)
O5 N9 C7 116.4(2)
O6 N9 C7 117.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.311(3)
C1 N2 1.342(3)
C1 N4 1.456(3)
C2 N3 1.323(3)
C2 N1 1.333(3)
C2 N5 1.448(3)
C3 N2 1.487(3)
C3 C5 1.488(3)
C3 C4 1.511(4)
C3 H3 1.0
C4 H4A 0.98
C4 H4B 0.98
C4 H4C 0.98
C5 H5A 0.98
C5 H5B 0.98
C5 H5C 0.98
C6 N7 1.295(3)
C6 N8 1.320(3)
C6 H6 0.95
C7 N6 1.328(3)
C7 N9 1.446(3)
N2 N3 1.346(3)
N4 O2 1.208(3)
N4 O1 1.219(3)
N5 O3 1.215(3)
N5 O4 1.218(3)
N6 N7 1.310(3)
N7 H7 0.88
N9 O5 1.217(3)
N9 O6 1.223(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139166119
