#------------------------------------------------------------------------------
#$Date: 2009-11-16 02:43:51 +0100 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008146.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_2008146
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  218
_journal_page_last  220
_publ_section_title
;
A 1:1 complex of 4-nitropyridine N-oxide and 3-hydroxybenzoic acid
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Moreno-Fuquen, Rodolfo'
  'Valderrama-Naranjo, Jaime'
  'Monta\~no, Angela Marcela'
_chemical_formula_moiety  'C5 H4 N2 O3 . C7 H6 O3'
_chemical_formula_sum  'C12 H10 N2 O6'
_chemical_formula_weight  278.22
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y+1/2, z+1/2'
  '-x, -y, -z'
  '-x-1/2, y-1/2, -z-1/2'
_cell_length_a  6.5453(6)
_cell_length_b  7.5995(8)
_cell_length_c  24.855(3)
_cell_angle_alpha  90.00
_cell_angle_beta  95.46(2)
_cell_angle_gamma  90.00
_cell_volume  1230.7(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.502
_refine_ls_R_factor_obs  0.038
_refine_ls_wR_factor_obs  0.084
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1 -0.2038(3) 0.6422(2) 0.23714(7) 0.0647(5) Uani d . 1 . O
  O2 -0.7565(3) 0.2264(3) 0.06711(7) 0.0654(5) Uani d . 1 . O
  O3 -0.9418(3) 0.2184(3) 0.13452(8) 0.0697(6) Uani d . 1 . O
  N1 -0.3415(3) 0.5492(2) 0.20792(8) 0.0485(5) Uani d . 1 . N
  N2 -0.7865(3) 0.2601(3) 0.11371(8) 0.0492(5) Uani d . 1 . N
  C1 -0.3056(4) 0.4979(3) 0.15750(10) 0.0499(6) Uani d . 1 . C
  H1 -0.1825 0.5281 0.14405 0.076 Uiso calc R 1 . H
  C2 -0.4483(3) 0.4024(3) 0.12616(9) 0.0463(6) Uani d . 1 . C
  H2 -0.4236 0.3671 0.09154 0.076 Uiso calc R 1 . H
  C3 -0.6291(3) 0.3596(3) 0.14686(8) 0.0414(5) Uani d . 1 . C
  C4 -0.6655(4) 0.4100(3) 0.19819(9) 0.0487(6) Uani d . 1 . C
  H4 -0.7873 0.3794 0.21223 0.076 Uiso calc R 1 . H
  C5 -0.5193(4) 0.5059(3) 0.22820(9) 0.0531(6) Uani d . 1 . C
  H5 -0.5424 0.5416 0.26290 0.076 Uiso calc R 1 . H
  O4 0.0792(3) 0.4581(2) 0.29551(6) 0.0513(4) Uani d . 1 . O
  HO4 -0.033(4) 0.521(4) 0.2779(11) 0.076 Uiso d . 1 . H
  O5 0.4614(2) 0.0989(2) 0.43939(6) 0.0520(4) Uani d . 1 . O
  O6 0.2740(3) 0.1174(3) 0.50932(6) 0.0620(5) Uani d . 1 . O
  HO6 0.380(4) 0.037(4) 0.5283(11) 0.076 Uiso d . 1 . H
  C6 0.3091(3) 0.1556(3) 0.46043(8) 0.0415(5) Uani d . 1 . C
  C7 0.1550(3) 0.2674(3) 0.42947(8) 0.0373(5) Uani d . 1 . C
  C8 -0.0243(3) 0.3165(3) 0.45133(9) 0.0459(6) Uani d . 1 . C
  H8 -0.0452 0.2853 0.48656 0.076 Uiso calc R 1 . H
  C9 -0.1711(3) 0.4123(3) 0.42013(9) 0.0490(6) Uani d . 1 . C
  H9 -0.2914 0.4453 0.43455 0.076 Uiso calc R 1 . H
  C10 -0.1412(3) 0.4594(3) 0.36786(9) 0.0432(5) Uani d . 1 . C
  H10 -0.2418 0.5223 0.34703 0.076 Uiso calc R 1 . H
  C11 0.0398(3) 0.4127(3) 0.34639(8) 0.0381(5) Uani d . 1 . C
  C12 0.1878(3) 0.3169(3) 0.37719(8) 0.0375(5) Uani d . 1 . C
  H12 0.3090 0.2857 0.36293 0.076 Uiso calc R 1 . H
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
  O1 0.0662(11) 0.0531(11) 0.0696(12) -0.0046(9) -0.0213(9) 0.0065(9)
  O2 0.0714(12) 0.0703(13) 0.0548(11) -0.0012(10) 0.0069(9) -0.0101(9)
  O3 0.0514(10) 0.0746(13) 0.0848(13) -0.0139(10) 0.0160(10) -0.0001(11)
  N1 0.0521(11) 0.0398(11) 0.0521(11) 0.0040(9) -0.0031(9) 0.0089(9)
  N2 0.0471(11) 0.0427(11) 0.0586(12) 0.0021(9) 0.0082(10) 0.0045(10)
  C1 0.0452(12) 0.0455(14) 0.0603(15) 0.0057(11) 0.0126(11) 0.0074(12)
  C2 0.0489(13) 0.0427(13) 0.0493(12) 0.0043(11) 0.0143(10) 0.0012(11)
  C3 0.0435(12) 0.0355(12) 0.0457(12) 0.0050(10) 0.0067(9) 0.0058(10)
  C4 0.0525(13) 0.0495(14) 0.0465(12) 0.0019(11) 0.0167(11) 0.0075(11)
  C5 0.064(2) 0.0529(15) 0.0426(12) 0.0035(13) 0.0089(11) 0.0051(11)
  O4 0.0524(10) 0.0610(11) 0.0412(8) 0.0106(8) 0.0086(7) 0.0112(8)
  O5 0.0480(9) 0.0622(11) 0.0471(9) 0.0127(8) 0.0103(7) 0.0095(8)
  O6 0.0635(11) 0.0827(14) 0.0411(9) 0.0232(10) 0.0110(8) 0.0168(9)
  C6 0.0438(12) 0.0427(13) 0.0378(11) -0.0036(10) 0.0032(9) 0.0008(10)
  C7 0.0409(11) 0.0343(11) 0.0364(10) -0.0015(9) 0.0023(9) -0.0015(9)
  C8 0.0511(13) 0.0489(14) 0.0391(11) 0.0032(11) 0.0116(10) -0.0001(10)
  C9 0.0433(12) 0.0521(14) 0.0530(13) 0.0080(11) 0.0117(10) -0.0007(12)
  C10 0.0400(11) 0.0437(13) 0.0455(12) 0.0042(10) 0.0023(9) -0.0006(10)
  C11 0.0446(12) 0.0342(11) 0.0356(10) -0.0022(10) 0.0036(9) -0.0005(9)
  C12 0.0386(11) 0.0328(11) 0.0415(11) 0.0005(9) 0.0057(9) -0.0028(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 N1 . 1.310(2) yes
  O2 N2 . 1.221(2) ?
  O3 N2 . 1.225(2) ?
  N1 C5 . 1.353(3) yes
  N1 C1 . 1.354(3) yes
  N2 C3 . 1.467(3) yes
  C1 C2 . 1.367(3) ?
  C1 H1 . 0.93 ?
  C2 C3 . 1.373(3) ?
  C2 H2 . 0.93 ?
  C3 C4 . 1.374(3) ?
  C4 C5 . 1.366(3) ?
  C4 H4 . 0.93 ?
  C5 H5 . 0.93 ?
  O4 C11 . 1.359(2) yes
  O4 HO4 . 0.95(3) yes
  O5 C6 . 1.246(3) yes
  O6 C6 . 1.291(2) yes
  O6 HO6 . 1.01(3) yes
  C6 C7 . 1.478(3) yes
  C7 C12 . 1.389(3) yes
  C7 C8 . 1.390(3) yes
  C8 C9 . 1.383(3) ?
  C8 H8 . 0.93 ?
  C9 C10 . 1.379(3) ?
  C9 H9 . 0.93 ?
  C10 C11 . 1.391(3) yes
  C10 H10 . 0.93 ?
  C11 C12 . 1.383(3) yes
  C12 H12 . 0.93 ?