data_2006493
_journal_name_full   'Acta Crystallographica'
_journal_year   1997
_journal_volume   C53
_journal_page_first   1324
_journal_page_last   1325
_publ_section_title
;
5-Hydroxyimino-8-quinolone
;
loop_
_publ_author_name
  'Okabe, Nobuo '
  ' Akita, Mayumi'
_chemical_formula_moiety   ' C9 H5 N(NO)(OH)'
_chemical_formula_sum   'C9 H6 N2 O2'
_chemical_formula_iupac   'C9 H6 N2 O2'
_chemical_formula_weight   174.16
_symmetry_cell_setting   'monoclinic'
_symmetry_space_group_name_H-M   'P 21/n'
_cell_length_a   7.946(2)
_cell_length_b   7.190(3)
_cell_length_c   13.593(2)
_cell_angle_alpha   90
_cell_angle_beta   94.580(10)
_cell_angle_gamma   90
_cell_volume   774.2(4)
_cell_formula_units_z   4
_cell_measurement_temperature   296
_exptl_crystal_density_diffrn   1.494
_refine_ls_R_factor_obs  .063
_refine_ls_wR_factor_obs  .058
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  O5  .3540(3)  .1844(4)  -.1000(2)
  O8  .1217(3)  .0821(4)  .3119(2)
  N1  -.1409(3)  .2459(4)  .2016(2)
  N5  .1951(4)  .2201(4)  -.0730(2)
  C2  -.2689(5)  .3131(7)  .1439(3)
  C3  -.2639(5)  .3353(6)  .0431(3)
  C4  -.1187(5)  .2940(6)  .0006(2)
  C5  .1832(4)  .1844(5)  .0205(2)
  C6  .3187(5)  .1142(6)  .0880(2)
  C7  .3004(5)  .0847(6)  .1831(3)
  C8  .1402(4)  .1186(5)  .2260(2)
  C9  .0211(4)  .2257(4)  .0594(2)
  C10  .0022(4)  .1990(5)  .1596(2)
  H2  -.372(4)  .357(4)  .176(2)
  H3  -.355(5)  .381(5)  .005(3)
  H4  -.109(4)  .315(4)  -.066(2)
  H5  .343(6)  .227(8)  -.171(4)
  H6  .421(4)  .092(5)  .061(2)
  H7  .394(4)  .032(5)  .229(2)
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
  O5  .053(2)  .096(2)  .0470(10)
   .017(2)  .0200(10)
  .011(2)
  O8  .061(2)  .098(2)  .0330(10)
   .001(2)  .0060(10)
  .012(2)
  N1  .035(2)  .068(2)  .0380(10)
   -.004(2)  .0100(10)
  -.004(2)
  N5  .044(2)  .059(2)  .044(2)   .000(2)  .0140(10)
  -.002(2)
  C2  .034(2)  .079(3)  .052(2)  .002(2)  .010(2)  -.010(2)
  C3  .037(2)  .071(3)  .048(2)  .005(2)  -.002(2)  -.005(2)
  C4  .049(2)  .050(2)  .036(2)  -.003(2)  .002(2)  .002(2)
  C5  .039(2)  .041(2)  .031(2)  -.004(2)  .0070(10)
  -.001(2)
  C6  .041(2)  .056(3)  .046(2)  .006(2)  .015(2)   .000(2)
  C7  .040(2)  .057(3)  .043(2)  .008(2)  .002(2)  .001(2)
  C8  .043(2)  .048(2)  .034(2)  -.007(2)  .0060(10)
  -.003(2)
  C9  .034(2)  .037(2)  .032(2)  -.005(2)  .0060(10)
  -.002(2)
  C10  .034(2)  .044(2)  .028(2)  -.004(2)  .0040(10)
   -.004(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O5 N5 . . 1.368(3) yes
  O8 C8 . . 1.218(4) yes
  N1 C2 . . 1.325(5) no
  N1 C10 . . 1.356(4) no
  N5 C5 . . 1.308(4) yes
  C2 C3 . . 1.384(5) no
  C3 C4 . . 1.364(5) no
  C4 C9 . . 1.404(3) no
  C5 C6 . . 1.449(5) yes
  C5 C9 . . 1.462(4) yes
  C6 C7 . . 1.328(5) yes
  C7 C8 . . 1.463(4) yes
  C8 C10 . . 1.481(5) yes
  C9 C10 . . 1.395(4) yes
  O5 H5 . . 1.02(5) no
  C2 H2 . . 1.01(3) no
  C3 H3 . .  .91(4) no
  C4 H4 . .  .93(3) no
  C6 H6 . .  .94(3) no
  C7 H7 . . 1.01(4) no