#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/63/7236397.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_7236397
loop_
_publ_author_name
'Kommu, Nagarjuna'
'Balaraju, M.'
'Ghule, Vikas D.'
'Sahoo, Akhila K.'
_publ_section_title
;
 Synthetic manifestation of nitro substituted tetrazole-N-(hetero)aryl
 derivatives and energetic studies
;
_journal_issue                   16
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              7366
_journal_paper_doi               10.1039/C6TA10621H
_journal_volume                  5
_journal_year                    2017
_chemical_formula_sum            'C8 H6 N6 O4'
_chemical_formula_weight         250.19
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-11-07 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.790(3)
_cell_length_b                   13.286(7)
_cell_length_c                   13.788(7)
_cell_measurement_reflns_used    4472
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.24
_cell_measurement_theta_min      2.95
_cell_volume                     1060.7(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Mercury v. 1.3 (CCDC)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9588
_diffrn_reflns_theta_full        26.55
_diffrn_reflns_theta_max         26.55
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.9706
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.119
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.9(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2149
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0429P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                1647
_reflns_number_total             2149
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ta10621h2.cif
_cod_data_source_block           aks244
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1060.7(9)
_cod_database_code               7236397
loop_
_symmetry_equiv_pos_as_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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N -0.0435(2) 0.80392(11) 0.19297(9) 0.0462(4) Uani 1 1 d .
N5 N 0.6001(3) 1.02067(13) 0.41884(13) 0.0574(4) Uani 1 1 d .
C4 C 0.1252(3) 0.84998(13) 0.35107(12) 0.0427(4) Uani 1 1 d .
C1 C 0.4206(3) 0.98555(14) 0.25580(12) 0.0491(5) Uani 1 1 d .
C3 C 0.2785(3) 0.90620(14) 0.40437(12) 0.0460(5) Uani 1 1 d .
H3 H 0.2821 0.9010 0.4716 0.055 Uiso 1 1 calc R
N6 N -0.0215(3) 0.77742(13) 0.40322(10) 0.0513(4) Uani 1 1 d .
O3 O -0.1153(3) 0.80701(11) 0.47710(10) 0.0780(5) Uani 1 1 d .
C6 C 0.2568(3) 0.92978(15) 0.20568(12) 0.0489(5) Uani 1 1 d .
H6 H 0.2425 0.9394 0.1391 0.059 Uiso 1 1 calc R
C5 C 0.1138(3) 0.86060(13) 0.25050(11) 0.0426(4) Uani 1 1 d .
O4 O -0.0361(3) 0.69192(11) 0.37124(9) 0.0660(4) Uani 1 1 d .
C2 C 0.4270(3) 0.97040(13) 0.35663(11) 0.0441(4) Uani 1 1 d .
N4 N -0.2032(3) 0.71517(15) 0.08076(12) 0.0718(5) Uani 1 1 d .
O2 O 0.7851(3) 1.04192(13) 0.38251(12) 0.0836(5) Uani 1 1 d .
O1 O 0.5529(3) 1.03462(11) 0.50403(10) 0.0768(5) Uani 1 1 d .
N2 N -0.2699(3) 0.79725(15) 0.21583(13) 0.0675(5) Uani 1 1 d .
C7 C -0.0093(4) 0.75382(15) 0.11061(12) 0.0590(6) Uani 1 1 d .
H7 H 0.1320 0.7474 0.0791 0.071 Uiso 1 1 calc R
N3 N -0.3627(3) 0.74407(15) 0.14714(13) 0.0739(6) Uani 1 1 d .
C8 C 0.5742(4) 1.05634(17) 0.19926(15) 0.0693(6) Uani 1 1 d .
H8A H 0.5186 1.0617 0.1339 0.104 Uiso 1 1 calc R
H8B H 0.7293 1.0307 0.1988 0.104 Uiso 1 1 calc R
H8C H 0.5725 1.1216 0.2292 0.104 Uiso 1 1 calc R
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 0.0435(8) 0.0516(10) 0.0436(7) 0.0026(7) 0.0000(7) 0.0031(8)
N5 0.0571(11) 0.0464(10) 0.0688(11) -0.0023(8) -0.0079(9) 0.0017(9)
C4 0.0445(10) 0.0411(11) 0.0426(8) 0.0027(8) 0.0058(8) 0.0040(10)
C1 0.0461(11) 0.0473(11) 0.0539(10) 0.0055(9) 0.0070(9) 0.0017(10)
C3 0.0555(12) 0.0436(11) 0.0389(8) 0.0011(8) 0.0004(8) 0.0050(10)
N6 0.0545(9) 0.0518(11) 0.0475(8) 0.0073(8) 0.0048(7) -0.0015(9)
O3 0.0956(11) 0.0763(11) 0.0621(8) -0.0022(8) 0.0365(8) -0.0106(10)
C6 0.0503(11) 0.0584(12) 0.0379(8) 0.0070(9) 0.0036(8) 0.0045(11)
C5 0.0394(11) 0.0448(11) 0.0435(9) 0.0013(8) -0.0010(8) 0.0036(9)
O4 0.0817(10) 0.0479(9) 0.0683(8) 0.0028(7) 0.0058(8) -0.0082(8)
C2 0.0445(10) 0.0396(10) 0.0483(9) -0.0030(8) 0.0012(8) 0.0049(10)
N4 0.0761(13) 0.0737(14) 0.0655(10) -0.0051(10) -0.0136(10) -0.0051(12)
O2 0.0605(10) 0.0912(13) 0.0990(11) -0.0014(10) -0.0030(9) -0.0212(9)
O1 0.0866(12) 0.0824(11) 0.0614(8) -0.0169(8) -0.0127(8) -0.0003(10)
N2 0.0418(10) 0.0865(14) 0.0741(10) -0.0054(10) 0.0008(8) -0.0006(10)
C7 0.0602(13) 0.0683(14) 0.0485(10) -0.0058(10) -0.0021(9) -0.0007(12)
N3 0.0591(12) 0.0839(15) 0.0788(11) 0.0003(11) -0.0145(10) -0.0107(11)
C8 0.0692(15) 0.0721(15) 0.0667(12) 0.0107(11) 0.0125(12) -0.0118(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 0.0016 '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
C7 N1 N2 108.12(16)
C7 N1 C5 130.12(16)
N2 N1 C5 121.71(15)
O2 N5 O1 123.98(18)
O2 N5 C2 117.58(17)
O1 N5 C2 118.37(17)
C3 C4 C5 120.49(17)
C3 C4 N6 117.88(15)
C5 C4 N6 121.62(17)
C6 C1 C2 115.74(17)
C6 C1 C8 118.53(16)
C2 C1 C8 125.73(18)
C4 C3 C2 118.97(15)
O3 N6 O4 124.78(16)
O3 N6 C4 116.98(16)
O4 N6 C4 118.21(15)
C5 C6 C1 122.78(15)
C6 C5 C4 118.89(17)
C6 C5 N1 119.06(15)
C4 C5 N1 122.04(17)
C3 C2 C1 122.99(17)
C3 C2 N5 115.17(15)
C1 C2 N5 121.82(17)
C7 N4 N3 105.22(17)
N3 N2 N1 105.49(17)
N4 C7 N1 109.78(19)
N2 N3 N4 111.39(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C7 1.331(2)
N1 N2 1.351(2)
N1 C5 1.424(2)
N5 O2 1.215(2)
N5 O1 1.220(2)
N5 C2 1.479(2)
C4 C3 1.373(2)
C4 C5 1.395(2)
C4 N6 1.472(2)
C1 C6 1.388(3)
C1 C2 1.405(2)
C1 C8 1.511(3)
C3 C2 1.379(2)
N6 O3 1.2196(19)
N6 O4 1.221(2)
C6 C5 1.383(3)
N4 C7 1.302(3)
N4 N3 1.356(3)
N2 N3 1.298(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339699
