data_2012946
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m475
_journal_page_last  m477
_publ_section_title
;
8-Hydroxyquinaldinic acid and its nickel(II) complex
;
loop_
_publ_author_name
  'Okabe, Nobuo'
  'Muranishi, Yasunori'
_chemical_name_common  '8-Hydroxyquinaldinic acid'
_chemical_formula_moiety  'C10 H7 N O3'
_chemical_formula_sum  'C10 H7 N O3'
_chemical_formula_weight  189.17
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  -x,y,1/2-z
  -x,-y,-z
  x,-y,1/2+z
  1/2+x,1/2+y,z
  1/2-x,1/2+y,1/2-z
  1/2-x,1/2-y,-z
  1/2+x,1/2-y,1/2+z
_cell_length_a  12.748(2)
_cell_length_b  7.476(3)
_cell_length_c  16.657(2)
_cell_angle_alpha  90
_cell_angle_beta  90.680(10)
_cell_angle_gamma  90
_cell_volume  1587.3(7)
_cell_formula_units_Z  8
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.583
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.3802(2) 0.1005(4) 0.7905(2) 0.0381(8) Uani d . 1.00 . . O
  O2 0.3821(3) -0.1027(4) 0.6906(2) 0.0443(9) Uani d . 1.00 . . O
  O3E 0.4069(3) 0.0399(4) 0.4296(2) 0.0347(8) Uani d . 1.00 . . O
  N1 0.3840(3) 0.1568(4) 0.5812(2) 0.0248(8) Uani d . 1.00 . . N
  C1 0.3718(3) 0.2025(5) 0.6578(2) 0.0268(9) Uani d . 1.00 . . C
  C2 0.3518(4) 0.3799(5) 0.6771(2) 0.0330(10)
  Uani d . 1.00 . . C
  C3 0.3478(4) 0.5061(5) 0.6176(2) 0.0350(10)
  Uani d . 1.00 . . C
  C4 0.3621(3) 0.4587(5) 0.5368(2) 0.0263(9) Uani d . 1.00 . . C
  C5 0.3606(3) 0.5821(6) 0.4732(2) 0.0340(10)
  Uani d . 1.00 . . C
  C6 0.3749(4) 0.5240(6) 0.3965(3) 0.0380(10)
  Uani d . 1.00 . . C
  C7 0.3908(4) 0.3418(6) 0.3786(2) 0.0350(10)
  Uani d . 1.00 . . C
  C8 0.3927(3) 0.2162(5) 0.4383(2) 0.0257(9) Uani d . 1.00 . . C
  C9 0.3799(3) 0.2773(5) 0.5195(2) 0.0230(9) Uani d . 1.00 . . C
  C10 0.3792(3) 0.0492(6) 0.7188(2) 0.0288(10) Uani d . 1.00 . . C
  H1 0.3950 0.0461 0.5700 0.0297 Uiso calc . 1.00 . . H
  H2 0.3412 0.4128 0.7302 0.0396 Uiso calc . 1.00 . . H
  H3 0.3355 0.6250 0.6308 0.0419 Uiso calc . 1.00 . . H
  H3E 0.4021 0.0136 0.3819 0.0521 Uiso calc . 1.00 . . H
  H5 0.3499 0.7030 0.4833 0.0409 Uiso calc . 1.00 . . H
  H6 0.3742 0.6069 0.3548 0.0454 Uiso calc . 1.00 . . H
  H7 0.4002 0.3066 0.3256 0.0416 Uiso calc . 1.00 . . 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 0.061(2) 0.035(2) 0.0180(10)
  0.006(2) 0.0020(10)
  0.0040(10)
  O2 0.075(3) 0.027(2) 0.031(2) -0.002(2) -0.003(2) -0.0010(10)
  O3E 0.056(2) 0.030(2) 0.0180(10)
  0.012(2) -0.0020(10)
  -0.0030(10)
  N1 0.034(2) 0.020(2) 0.0200(10)
  0.0000(10)
  -0.0020(10)
  -0.0050(10)
  C1 0.032(2) 0.027(2) 0.022(2) 0.000(2) -0.002(2) 0.001(2)
  C2 0.056(3) 0.024(2) 0.020(2) 0.002(2) -0.001(2) -0.002(2)
  C3 0.050(3) 0.025(2) 0.030(2) 0.003(2) -0.002(2) -0.006(2)
  C4 0.030(2) 0.025(2) 0.025(2) -0.001(2) -0.002(2) -0.004(2)
  C5 0.046(3) 0.026(2) 0.030(2) 0.002(2) -0.003(2) 0.003(2)
  C6 0.061(3) 0.032(3) 0.020(2) -0.002(2) -0.007(2) 0.006(2)
  C7 0.050(3) 0.038(3) 0.016(2) 0.001(2) -0.002(2) -0.001(2)
  C8 0.030(2) 0.026(2) 0.021(2) 0.004(2) -0.002(2) 0.000(2)
  C9 0.026(2) 0.026(2) 0.016(2) -0.003(2) -0.003(2) 0.000(2)
  C10 0.032(2) 0.033(3) 0.021(2) -0.002(2) 0.003(2) 0.004(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
  O1 C10 . . 1.255(4) yes
  O2 C10 . . 1.230(5) yes
  O3E C8 . . 1.338(5) yes
  O3E H3E . . 0.820 no
  N1 C1 . . 1.332(4) yes
  N1 C9 . . 1.367(5) yes
  N1 H1 . . 0.860 no
  C1 C2 . . 1.388(6) yes
  C1 C10 . . 1.533(5) yes
  C2 C3 . . 1.369(6) yes
  C2 H2 . . 0.930 no
  C3 C4 . . 1.405(6) yes
  C3 H3 . . 0.930 no
  C4 C5 . . 1.405(6) yes
  C4 C9 . . 1.406(6) yes
  C5 C6 . . 1.364(6) yes
  C5 H5 . . 0.930 no
  C6 C7 . . 1.409(6) yes
  C6 H6 . . 0.930 no
  C7 C8 . . 1.368(6) yes
  C7 H7 . . 0.930 no
  C8 C9 . . 1.438(5) yes