#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012947.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_2012947
_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_formula_moiety  'C20 H12 N2 Ni O6 , 3H2 O'
_chemical_formula_sum  'C20 H18 N2 Ni O9'
_chemical_formula_iupac  '[Ni (C10 H6 N O3)2] (H2 O)3'
_chemical_formula_weight  489.05
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  -x,-y,-z
_cell_length_a  9.2370(10)
_cell_length_b  15.865(3)
_cell_length_c  7.2000(10)
_cell_angle_alpha  97.630(10)
_cell_angle_beta  106.950(10)
_cell_angle_gamma  101.900(10)
_cell_volume  966.4(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.681
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
  Ni1 0.35159(4) 0.24765(2) 0.51613(5) 0.03300(10)
  Uani d . 1.00 . . Ni
  O1 0.5238(3) 0.1381(2) 0.1118(3) 0.0476(5) Uani d . 1.00 . . O
  O2 0.4618(3) 0.23840(10)
  0.3029(3) 0.0419(5) Uani d . 1.00 . . O
  O3E 0.2416(3) 0.1921(2) 0.7356(3) 0.0445(5) Uani d . 1.00 . . O
  O4 -0.0255(3) 0.3462(2) 0.2899(4) 0.0510(6) Uani d . 1.00 . . O
  O5 0.1311(2) 0.25420(10)
  0.3279(3) 0.0405(5) Uani d . 1.00 . . O
  O6E 0.5855(2) 0.30450(10)
  0.7478(3) 0.0381(4) Uani d . 1.00 . . O
  O7 0.7305(3) 0.2340(2) 0.9998(3) 0.0458(5) Uani d . 1.00 . . O
  O8 0.8476(5) 0.3037(3) 0.6064(6) 0.0980(10)
  Uani d . 1.00 . . O
  O9 1.0476(4) 0.2373(3) 0.8940(5) 0.0820(10)
  Uani d . 1.00 . . O
  N1 0.3338(3) 0.1197(2) 0.4607(3) 0.0316(5) Uani d . 1.00 . . N
  N2 0.3606(3) 0.37350(10)
  0.5880(3) 0.0288(4) Uani d . 1.00 . . N
  C1 0.3830(3) 0.0892(2) 0.3185(4) 0.0331(6) Uani d . 1.00 . . C
  C2 0.3643(4) -0.0018(2) 0.2550(5) 0.0396(6) Uani d . 1.00 . . C
  C3 0.2938(4) -0.0592(2) 0.3487(5) 0.0435(7) Uani d . 1.00 . . C
  C4 0.2408(3) -0.0275(2) 0.5046(5) 0.0392(7) Uani d . 1.00 . . C
  C5 0.1645(4) -0.0811(2) 0.6087(5) 0.0489(8) Uani d . 1.00 . . C
  C6 0.1160(4) -0.0429(2) 0.7510(6) 0.0531(9) Uani d . 1.00 . . C
  C7 0.1387(4) 0.0485(2) 0.8018(5) 0.0472(8) Uani d . 1.00 . . C
  C8 0.2131(3) 0.1029(2) 0.7056(4) 0.0381(6) Uani d . 1.00 . . C
  C9 0.2641(3) 0.0642(2) 0.5559(4) 0.0340(6) Uani d . 1.00 . . C
  C10 0.4623(3) 0.1605(2) 0.2346(4) 0.0352(6) Uani d . 1.00 . . C
  C11 0.2379(3) 0.4020(2) 0.5028(4) 0.0300(5) Uani d . 1.00 . . C
  C12 0.2383(4) 0.4909(2) 0.5395(4) 0.0364(6) Uani d . 1.00 . . C
  C13 0.3726(4) 0.5507(2) 0.6685(4) 0.0357(6) Uani d . 1.00 . . C
  C14 0.5050(3) 0.5216(2) 0.7618(4) 0.0313(5) Uani d . 1.00 . . C
  C15 0.6481(4) 0.5766(2) 0.8961(4) 0.0385(6) Uani d . 1.00 . . C
  C16 0.7667(4) 0.5399(2) 0.9789(4) 0.0400(7) Uani d . 1.00 . . C
  C17 0.7528(3) 0.4483(2) 0.9352(4) 0.0372(6) Uani d . 1.00 . . C
  C18 0.6158(3) 0.3931(2) 0.8057(4) 0.0311(5) Uani d . 1.00 . . C
  C19 0.4924(3) 0.4307(2) 0.7181(4) 0.0285(5) Uani d . 1.00 . . C
  C20 0.1018(3) 0.3284(2) 0.3616(4) 0.0340(6) Uani d . 1.00 . . C
  H2 0.3989 -0.0222 0.1528 0.0475 Uiso calc . 1.00 . . H
  H3 0.2805 -0.1194 0.3099 0.0522 Uiso calc . 1.00 . . H
  H3E 0.1891 0.2136 0.7843 0.0609 Uiso calc . 1.00 . . H
  H5 0.1479 -0.1419 0.5795 0.0586 Uiso calc . 1.00 . . H
  H6 0.0655 -0.0786 0.8178 0.0637 Uiso calc . 1.00 . . H
  H6E 0.6261 0.2801 0.8322 0.0609 Uiso calc . 1.00 . . H
  H7 0.1036 0.0722 0.9004 0.0566 Uiso calc . 1.00 . . H
  H7A 0.672(4) 0.202(2) 1.050(6) 0.0687 Uiso calc . 1.00 . . H
  H7B 0.798(4) 0.271(2) 1.099(5) 0.0687 Uiso calc . 1.00 . . H
  H8A 0.756(5) 0.304(5) 0.532(8) 0.1463 Uiso calc . 1.00 . . H
  H8B 0.893(7) 0.293(5) 0.519(8) 0.1463 Uiso calc . 1.00 . . H
  H9A 0.982(6) 0.257(4) 0.814(7) 0.1233 Uiso calc . 1.00 . . H
  H9B 1.018(7) 0.236(4) 0.994(6) 0.1233 Uiso calc . 1.00 . . H
  H12 0.1502 0.5094 0.4785 0.0436 Uiso calc . 1.00 . . H
  H13 0.3758 0.6102 0.6939 0.0428 Uiso calc . 1.00 . . H
  H15 0.6613 0.6370 0.9279 0.0462 Uiso calc . 1.00 . . H
  H16 0.8603 0.5766 1.0673 0.0480 Uiso calc . 1.00 . . H
  H17 0.8361 0.4257 0.9942 0.0447 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
  Ni1 0.0366(2) 0.0275(2) 0.0335(2) 0.00760(10)
  0.01020(10)
  0.00600(10)
  O1 0.0520(10)
  0.0480(10)
  0.0460(10)
  0.0090(10)
  0.0260(10)
  0.0056(10)
  O2 0.0540(10)
  0.0300(10)
  0.0450(10)
  0.0055(9) 0.0240(10)
  0.0081(9)
  O3E 0.0530(10)
  0.0430(10)
  0.0450(10)
  0.0140(10)
  0.0240(10)
  0.0122(10)
  O4 0.0340(10)
  0.0560(10)
  0.0530(10)
  0.0120(10)
  0.0004(10) 0.0110(10)
  O5 0.0370(10)
  0.0330(10)
  0.0420(10)
  0.0043(9) 0.0029(9) 0.0048(9)
  O6E 0.0360(10)
  0.0340(10)
  0.0360(10)
  0.0102(8) 0.0013(8) 0.0051(8)
  O7 0.0500(10)
  0.0470(10)
  0.0350(10)
  0.0060(10)
  0.0074(9) 0.0126(9)
  O8 0.093(3) 0.121(3) 0.120(3) 0.055(3) 0.069(3) 0.041(3)
  O9 0.064(2) 0.096(2) 0.081(2) 0.012(2) 0.037(2) -0.020(2)
  N1 0.0300(10)
  0.0290(10)
  0.0330(10)
  0.0055(9) 0.0063(9) 0.0083(9)
  N2 0.0300(10)
  0.0290(10)
  0.0250(10)
  0.0053(9) 0.0077(9) 0.0061(8)
  C1 0.0310(10)
  0.0320(10)
  0.0310(10)
  0.0060(10)
  0.0050(10)
  0.0070(10)
  C2 0.042(2) 0.0330(10)
  0.0370(10)
  0.0080(10)
  0.0070(10)
  0.0010(10)
  C3 0.043(2) 0.0290(10)
  0.050(2) 0.0080(10)
  0.0040(10)
  0.0070(10)
  C4 0.0320(10)
  0.0310(10)
  0.044(2) 0.0030(10)
  -0.0010(10)
  0.0110(10)
  C5 0.043(2) 0.040(2) 0.055(2) 0.0010(10)
  0.0050(10)
  0.0230(10)
  C6 0.045(2) 0.052(2) 0.058(2) 0.000(2) 0.011(2) 0.034(2)
  C7 0.040(2) 0.063(2) 0.042(2) 0.0100(10)
  0.0150(10)
  0.024(2)
  C8 0.0340(10)
  0.042(2) 0.0380(10)
  0.0090(10)
  0.0090(10)
  0.0160(10)
  C9 0.0270(10)
  0.0330(10)
  0.0380(10)
  0.0050(10)
  0.0030(10)
  0.0130(10)
  C10 0.0370(10)
  0.0350(10)
  0.0290(10)
  0.0050(10)
  0.0070(10)
  0.0060(10)
  C11 0.0300(10)
  0.0310(10)
  0.0280(10)
  0.0050(10)
  0.0110(10)
  0.0050(10)
  C12 0.0380(10)
  0.0380(10)
  0.0400(10)
  0.0150(10)
  0.0160(10)
  0.0140(10)
  C13 0.047(2) 0.0270(10)
  0.0370(10)
  0.0110(10)
  0.0180(10)
  0.0070(10)
  C14 0.0380(10)
  0.0290(10)
  0.0280(10)
  0.0050(10)
  0.0160(10)
  0.0057(10)
  C15 0.048(2) 0.0280(10)
  0.0350(10)
  -0.0010(10)
  0.0170(10)
  0.0020(10)
  C16 0.037(2) 0.041(2) 0.0310(10)
  -0.0060(10)
  0.0080(10)
  0.0010(10)
  C17 0.0310(10)
  0.043(2) 0.0320(10)
  0.0040(10)
  0.0070(10)
  0.0060(10)
  C18 0.0340(10)
  0.0320(10)
  0.0260(10)
  0.0060(10)
  0.0090(10)
  0.0050(10)
  C19 0.0320(10)
  0.0310(10)
  0.0230(10)
  0.0060(10)
  0.0110(10)
  0.0051(10)
  C20 0.0310(10)
  0.0380(10)
  0.0300(10)
  0.0060(10)
  0.0060(10)
  0.0080(10)
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
  Ni1 O2 . . 2.080(3) yes
  Ni1 O3E . . 2.290(3) yes
  Ni1 O5 . . 2.124(2) yes
  Ni1 O6E . . 2.227(2) yes
  Ni1 N1 . . 1.979(2) yes
  Ni1 N2 . . 1.972(2) yes
  O1 C10 . . 1.234(4) no
  O2 C10 . . 1.269(4) no
  O3E C8 . . 1.360(4) no
  O3E H3E . . 0.781 no
  O4 C20 . . 1.245(4) no
  O5 C20 . . 1.270(4) no
  O6E C18 . . 1.358(3) no
  O6E H6E . . 0.806 no
  O7 H7A . . 0.85(4) no
  O7 H7B . . 0.85(3) no
  O8 H8A . . 0.86(6) no
  O8 H8B . . 0.87(6) no
  O9 H9A . . 0.85(6) no
  O9 H9B . . 0.84(5) no
  N1 C1 . . 1.311(4) no
  N1 C9 . . 1.358(4) no
  N2 C11 . . 1.321(4) no
  N2 C19 . . 1.356(3) no
  C1 C2 . . 1.414(4) no
  C1 C10 . . 1.510(4) no
  C2 C3 . . 1.372(5) no
  C2 H2 . . 0.930 no
  C3 C4 . . 1.423(5) no
  C3 H3 . . 0.930 no
  C4 C5 . . 1.418(5) no
  C4 C9 . . 1.408(4) no
  C5 C6 . . 1.354(6) no
  C5 H5 . . 0.930 no
  C6 C7 . . 1.403(5) no
  C6 H6 . . 0.930 no
  C7 C8 . . 1.374(5) no
  C7 H7 . . 0.930 no
  C8 C9 . . 1.415(5) no
  C11 C12 . . 1.401(4) no
  C11 C20 . . 1.520(3) no
  C12 C13 . . 1.382(3) no
  C12 H12 . . 0.930 no
  C13 C14 . . 1.413(4) no
  C13 H13 . . 0.930 no
  C14 C15 . . 1.413(3) no
  C14 C19 . . 1.407(4) no
  C15 C16 . . 1.367(5) no
  C15 H15 . . 0.930 no
  C16 C17 . . 1.417(4) no
  C16 H16 . . 0.930 no
  C17 C18 . . 1.370(3) no
  C17 H17 . . 0.930 no
  C18 C19 . . 1.419(4) no