#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/43/2004347.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_2004347
loop_
_publ_author_name
'Smith, G.'
'Lynch, D. E.'
'Byriel, K. A.'
'Kennard, C. H. L.'
_publ_section_title
;
 Molecular Co-Crystals of Carboxylic Acids. 23. The 1:1 Adducts of
 3-Amino-1H-1,2,4-triazole with 5-Nitrosalicylic Acid and
 3,5-Dinitrosalicylic Acid
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              231
_journal_page_last               235
_journal_paper_doi               10.1107/S0108270195010602
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C2 H5 N4 1+ , C7 H3 N2 O7 1-'
_chemical_formula_sum            'C9 H8 N6 O7'
_chemical_formula_weight         312.2
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.070(5)
_cell_length_b                   4.332(3)
_cell_length_c                   11.8298(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      6
_cell_volume                     1233.5(9)
_computing_cell_refinement       MolEN
_computing_data_collection       'MolEN (Fair, 1990)'
_computing_data_reduction        'Xtal3.2 (Hall, Flack & Stewart, 1992)'
_computing_molecular_graphics    'PLATON92 (Spek, 1990)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1135
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        3
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   '\y scan (Fair, 1990)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.98
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     231
_refine_ls_number_reflns         826
_refine_ls_R_factor_obs          0.037
_refine_ls_shift/esd_max         0.15
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
w = 1/[\s^2^(F~o~)^2^ + (0.137P)^2^]
where  P = [max(F~o~^2^,0) + 2F~o~^2^]/3
;
_refine_ls_wR_factor_obs         0.087
_reflns_number_observed          826
_reflns_number_total             1135
_reflns_observed_criterion       I>2.0\s(I)
_cod_data_source_file            as1156.cif
_cod_data_source_block           as1156b
_cod_original_cell_volume        1233.5(8)
_cod_database_code               2004347
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,1/2+z
1/2+x,1/2-y,z
1/2-x,1/2+y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(11) .9173(2) .4584(10) .2205(4) .035(1)
C(21) .9013(2) .2509(10) .3069(3) .035(1)
O(211) .8501(1) .1719(8) .3182(3) .051(1)
C(31) .9455(2) .1406(9) .3781(3) .036(1)
N(31) .9350(2) -.0739(8) .4697(3) .045(1)
O(311) .8874(1) -.1598(10) .4901(3) .072(1)
O(321) .9745(2) -.1658(10) .5248(3) .067(1)
C(41) 1.0001(2) .2233(11) .3597(4) .039(1)
C(51) 1.0124(2) .4187(10) .2735(4) .038(1)
N(51) 1.0704(1) .4940(10) .2505(3) .047(1)
O(511) 1.1062(1) .3463(10) .2999(4) .078(1)
O(521) 1.0814(1) .6997(10) .1841(4) .067(1)
C(61) .9722(2) .5439(10) .2033(4) .036(1)
C(111) .8749(2) .5905(11) .1433(4) .044(1)
O(101) .8861(1) .7748(9) .0697(3) .063(1)
O(111) .8234(1) .4990(9) .1580(3) .053(1)
N(12) .7367(1) -.2029(10) .3224(4) .053(1)
N(22) .7755(1) -.2282(10) .4072(3) .044(1)
C(32) .7575(2) -.3992(12) .4915(4) .046(1)
N(312) .7842(2) -.4703(15) .5841(4) .081(2)
N(42) .7051(2) -.4847(10) .4618(4) .051(1)
C(52) .6954(2) -.3601(13) .3595(4) .055(1)
H41 1.0250(23) .1145(141) .4184(60) .093(20)
H61 .9831(17) .6953(99) .1365(41) .040(12)
H111 .8288(23) .3732(139) .2165(55) .071(18)
H22 .8074(21) -.1228(107) .3993(47) .054(14)
H3112 .7681(20) -.5598(122) .6393(50) .056(15)
H3122 .8177(27) -.4462(141) .5957(66) .087(22)
H42 .6730(33) -.6229(167) .5253(77) .136(28)
H52 .6594(26) -.3813(162) .3179(61) .099(19)
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(61) C(11) C(21) 122.3(4) yes
C(61) C(11) C(111) 117.6(4) yes
C(21) C(11) C(111) 120.1(3) yes
O(211) C(21) C(11) 120.3(3) yes
O(211) C(21) C(31) 124.1(4) yes
C(11) C(21) C(31) 115.6(3) yes
C(41) C(31) C(21) 121.8(4) yes
C(41) C(31) N(31) 116.8(4) yes
C(21) C(31) N(31) 121.3(3) yes
O(321) N(31) O(311) 121.5(4) yes
O(321) N(31) C(31) 118.2(4) yes
O(311) N(31) C(31) 120.3(4) yes
C(51) C(41) C(31) 119.2(4) yes
C(51) C(41) H41 132(3) no
C(31) C(41) H41 109(3) no
C(41) C(51) C(61) 122.8(4) yes
C(41) C(51) N(51) 119.2(4) yes
C(61) C(51) N(51) 118.0(4) yes
O(521) N(51) O(511) 122.7(4) yes
O(511) N(51) C(51) 117.9(4) yes
C(51) C(61) C(11) 118.2(4) yes
C(51) C(61) H61 121(2) no
C(11) C(61) H61 121(2) no
O(101) C(111) O(111) 120.3(4) yes
O(101) C(111) C(11) 122.8(4) yes
O(111) C(111) C(11) 116.8(4) yes
C(111) O(111) H111 99(4) no
C(52) N(12) N(22) 103.6(4) yes
C(32) N(22) N(12) 112.0(3) yes
C(32) N(22) H22 130(3) no
N(12) N(22) H22 118(3) no
N(312) C(32) N(22) 127.4(4) yes
N(312) C(32) N(42) 127.4(5) yes
N(22) C(32) N(42) 105.2(4) yes
C(32) N(312) H3112 122(4) no
C(32) N(312) H3122 126(5) no
H3112 N(312) H3122 112(6) no
C(52) N(42) C(32) 106.5(4) yes
C(52) N(42) H42 129(4) no
C(32) N(42) H42 124(4) no
N(12) C(52) N(42) 112.8(4) no
N(12) C(52) H52 124(4) no
N(42) C(52) H52 124(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(11) C(61) 1.389(5) yes
C(11) C(21) 1.415(6) yes
C(11) C(111) 1.484(6) yes
C(21) O(211) 1.286(4) yes
C(21) C(31) 1.440(6) yes
C(31) C(41) 1.380(6) yes
C(31) N(31) 1.450(5) yes
N(31) O(321) 1.219(5) yes
N(31) O(311) 1.229(5) yes
C(41) C(51) 1.358(7) yes
C(41) H41 1.03(7) no
C(51) C(61) 1.385(6) yes
C(51) N(51) 1.460(5) yes
N(51) O(521) 1.217(5) yes
N(51) O(511) 1.221(5) yes
C(61) H61 1.06(5) no
C(111) O(101) 1.212(5) yes
C(111) O(111) 1.311(5) yes
O(111) H111 0.89(6) no
N(12) C(52) 1.281(6) yes
N(12) N(22) 1.376(5) yes
N(22) C(32) 1.315(6) yes
N(22) H22 0.90(5) no
C(32) N(312) 1.306(7) yes
C(32) N(42) 1.361(6) yes
N(312) H3112 0.85(6) no
N(312) H3122 0.83(6) no
N(42) C(52) 1.346(7) no
N(42) H42 1.23(8) no
C(52) H52 1.00(7) no
