#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/99/2009968.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009968
loop_
_publ_author_name
'Lynch, D. E.'
'Smith, G.'
'Byriel, K. A.'
'Kennard, C. H. L.'
_publ_section_title
;
 Molecular co-crystals of carboxylic acids. 16. 1:1 Adduct of
 3-nitrobenzoic acid with 3-amino-1H-1,2,4-triazole
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1291
_journal_page_last               1294
_journal_paper_doi               10.1107/S0108270193012260
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C2 H5 N4,C7 H4 N1 O4'
_chemical_formula_sum            'C9 H9 N5 O4'
_chemical_formula_weight         251.2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 100.39(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   13.316(5)
_cell_length_b                   11.1920(10)
_cell_length_c                   14.935(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      14
_cell_measurement_theta_min      6
_cell_volume                     2189.3(11)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4248
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        -2.6
_diffrn_standards_interval_count 250
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.12
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.100
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.23
_refine_ls_goodness_of_fit_obs   1.05
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     397
_refine_ls_number_reflns         2319
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = [σ²(Fₒ) + 1.3910⁻³(Fₒ)²]⁻¹'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.040
_reflns_number_observed          2319
_reflns_number_total             3838
_reflns_observed_criterion       I>2.5\s(I~o~)
_cod_data_source_file            hl1044.cif
_cod_data_source_block           hl1044_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '[\s^2^(F~o~) +
1.3910^-3^(F~o~)^2^]^-1^' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = [\s^2^(F~o~) + 1.3910^-3^(F~o~)^2^]^-1^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2189(2)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2009968
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1A) .3235(2) .0259(2) -.1078(2) 47.9(8)
N(2A) .2515(2) .0838(2) -.06790(10) 39.3(7)
C(3A) .2914(2) .1760(2) -.0185(2) 33.5(7)
N(31A) .2445(2) .2503(2) .0294(2) 48.3(8)
N(4A) .39020(10) .1813(2) -.02690(10) 37.1(7)
C(5A) .4047(2) .0884(3) -.0821(2) 46.9(9)
C(1B) .0652(2) -.0081(2) .1447(2) 30.5(7)
C(11B) -.0036(2) .0847(2) .0920(2) 31.3(2)
O(10B) -.09790(10) .0749(2) .08890(10) 41.6(6)
O(11B) .03740(10) .16670(10) .05350(10) 39.6(5)
C(2B) .1670(2) -.0134(2) .1372(2) 34.0(8)
C(3B) .2275(2) -.1015(2) .1820(2) 35.9(8)
N(3B) .3343(2) -.1073(2) .1687(2) 49.5(8)
O(31B) .3652(2) -.0297(2) .1232(2) 68.4(8)
O(32B) .3874(2) -.1892(2) .2047(2) 79.2(9)
C(4B) .1920(2) -.1855(2) .2361(2) 44.5(9)
C(5B) .0911(2) -.1783(2) .2458(2) 47.0(9)
C(6B) .0278(2) -.0909(2) .1998(2) 40.6(8)
N(1C) .1370(2) .0283(2) .4035(2) 61.8(9)
N(2C) .2246(2) .0904(2) .4382(2) 46.0(8)
C(3C) .2042(2) .1878(2) .4813(2) 37.8(8)
N(31C) .2706(2) .2673(2) .5224(2) 52.9(9)
N(4C) .1024(2) .1920(2) .47440(10) 44.0(7)
C(5C) .0658(2) .0931(3) .4265(2) 58.0(11)
C(1D) .5133(2) .0102(2) .3553(2) 33.0(7)
C(11D) .4628(2) -.0795(2) .4083(2) 34.0(7)
O(10D) .37040(10) -.06440(10) .41170(10) 44.3(6)
O(11D) .51610(10) -.1643(2) .44600(10) 44.3(6)
C(2D) .6163(2) .0009(2) .3532(2) 35.1(8)
C(3D) .6615(2) .0845(2) .3062(2) 38.2(8)
N(3D) .7720(2) .0762(2) .3091(2) 55.6(9)
O(31D) .8168(2) -.0143(2) .3402(2) 82.6(10)
O(32D) .8151(2) .1593(2) .2799(2) 90.2(10)
C(4D) .6083(2) .1763(3) .2583(2) 49.3(10)
C(5D) .5050(2) .1845(3) .2585(2) 53.8(10)
C(6D) .4581(2) .1026(2) .3076(2) 44.1(9)
H(2A) .191(2) .051(2) -.076(2) .055(8)
H(31A) .183(3) .231(3) .038(2) .062(9)
H(32A) .285(3) .310(3) .060(2) .075(10)
H(4A) .445(2) .238(3) .001(2) .073(9)
H(5A) .467(2) .069(2) -.100(2) .053(8)
H(2B) .196(2) .041(2) .102(2) .047(7)
H(4B) .237(2) -.242(2) .268(2) .051(7)
H(5B) .068(2) -.234(2) .286(2) .052(7)
H(6B) -.040(2) -.087(2) .204(2) .050(8)
H(2C) .288(2) .058(3) .430(2) .067(9)
H(31C) .339(3) .249(3) .531(2) .058(8)
H(32C) .244(3) .325(3) .555(2) .088(12)
H(4C) .061(2) .252(3) .498(2) .067(9)
H(5C) -.004(2) .070(3) .413(2) .066(9)
H(2D) .656(2) -.061(2) .383(2) .038(7)
H(4D) .644(2) .228(3) .228(2) .071(10)
H(5D) .466(2) .247(3) .225(2) .062(8)
H(6D) .387(2) .106(2) .310(2) .050(8)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(5A) N(1A) N(2A) 103.2(2) yes
C(3A) N(2A) N(1A) 111.5(2) yes
N(31A) C(3A) N(2A) 127.6(2) yes
N(4A) C(3A) N(2A) 106.5(2) yes
N(4A) C(3A) N(31A) 125.9(2) yes
C(5A) N(4A) C(3A) 105.7(2) yes
N(4A) C(5A) N(1A) 113.1(2) yes
C(2B) C(1B) C(11B) 120.0(2) yes
C(6B) C(1B) C(11B) 121.3(2) yes
C(6B) C(1B) C(2B) 118.8(2) yes
O(10B) C(11B) C(1B) 118.0(2) yes
O(11B) C(11B) C(1B) 117.9(2) yes
O(11B) C(11B) O(10B) 124.1(2) yes
C(3B) C(2B) C(1B) 119.4(2) yes
N(3B) C(3B) C(2B) 117.6(2) yes
C(4B) C(3B) C(2B) 123.0(2) yes
C(4B) C(3B) N(3B) 119.4(2) yes
O(31B) N(3B) C(3B) 118.4(2) yes
O(32B) N(3B) C(3B) 118.0(2) yes
O(32B) N(3B) O(31B) 123.6(2) yes
C(5B) C(4B) C(3B) 117.7(2) yes
C(6B) C(5B) C(4B) 120.3(2) yes
C(5B) C(6B) C(1B) 120.8(2) yes
C(5C) N(1C) N(2C) 103.3(2) yes
C(3C) N(2C) N(1C) 111.5(2) yes
N(31C) C(3C) N(2C) 127.0(2) yes
N(4C) C(3C) N(2C) 106.6(2) yes
N(4C) C(3C) N(31C) 126.4(2) yes
C(5C) N(4C) C(3C) 105.9(2) yes
N(4C) C(5C) N(1C) 112.8(2) yes
C(2D) C(1D) C(11D) 120.0(2) yes
C(6D) C(1D) C(11D) 121.3(2) yes
C(6D) C(1D) C(2D) 118.7(2) yes
O(10D) C(11D) C(1D) 117.7(2) yes
O(11D) C(11D) C(1D) 117.9(2) yes
O(11D) C(11D) O(10D) 124.3(2) yes
C(3D) C(2D) C(1D) 119.3(2) yes
N(3D) C(3D) C(2D) 118.2(2) yes
C(4D) C(3D) C(2D) 123.0(2) yes
C(4D) C(3D) N(3D) 118.9(2) yes
O(31D) N(3D) C(3D) 118.8(2) yes
O(32D) N(3D) C(3D) 118.5(3) yes
O(32D) N(3D) O(31D) 122.7(2) yes
C(5D) C(4D) C(3D) 118.0(2) yes
C(6D) C(5D) C(4D) 120.0(3) yes
C(5D) C(6D) C(1D) 121.0(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(2A) N(1A) 1.379(3) yes
C(5A) N(1A) 1.287(3) yes
C(3A) N(2A) 1.323(3) yes
N(31A) C(3A) 1.325(3) yes
N(4A) C(3A) 1.345(3) yes
C(5A) N(4A) 1.362(3) yes
C(11B) C(1B) 1.509(3) yes
C(2B) C(1B) 1.382(3) yes
C(6B) C(1B) 1.390(3) yes
O(10B) C(11B) 1.253(2) yes
O(11B) C(11B) 1.259(2) yes
C(3B) C(2B) 1.369(3) yes
N(3B) C(3B) 1.472(3) yes
C(4B) C(3B) 1.378(3) yes
O(31B) N(3B) 1.219(3) yes
O(32B) N(3B) 1.222(3) yes
C(5B) C(4B) 1.379(4) yes
C(6B) C(5B) 1.389(4) yes
N(2C) N(1C) 1.376(3) yes
C(5C) N(1C) 1.289(3) yes
C(3C) N(2C) 1.319(3) yes
N(31C) C(3C) 1.324(3) yes
N(4C) C(3C) 1.342(3) yes
C(5C) N(4C) 1.360(3) yes
C(11D) C(1D) 1.510(3) yes
C(2D) C(1D) 1.382(3) yes
C(6D) C(1D) 1.389(3) yes
O(10D) C(11D) 1.252(2) yes
O(11D) C(11D) 1.256(3) yes
C(3D) C(2D) 1.372(3) yes
N(3D) C(3D) 1.467(3) yes
C(4D) C(3D) 1.373(4) yes
O(31D) N(3D) 1.224(3) yes
O(32D) N(3D) 1.214(3) yes
C(5D) C(4D) 1.379(4) yes
C(6D) C(5D) 1.390(4) yes
