#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014637.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_2014637
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o154
_journal_page_last  o157
_publ_section_title
;
8-Hydroxy-2-methylquinoline-7-carboxylic acid monohydrate and
7-carboxy-8-hydroxy-2-methylquinolinium chloride monohydrate at 100 K
;
loop_
_publ_author_name
  'Firley, Delphine'
  'Fraisse, Bernard'
  'Zouhiri, Fatima'
  'Spasojevi\'c-de Bir\'e, Anne'
  'Desma\"ele, Didier'
  "d'Angelo, Jean"
  'Ghermani, Nour Eddine'
_chemical_formula_moiety  'C11 H10 N O3 + , Cl - , H2 O'
_chemical_formula_sum  'C11 H12 Cl N O4'
_chemical_formula_iupac  'C11 H10 N O3 + , Cl - , H2 O'
_chemical_formula_weight  257.67
_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  7.1089(4)
_cell_length_b  9.4102(5)
_cell_length_c  9.6230(5)
_cell_angle_alpha  96.7190(10)
_cell_angle_beta  110.1840(10)
_cell_angle_gamma  107.9410(10)
_cell_volume  556.57(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.538
_diffrn_ambient_temperature  100(2)
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
  C2 0.51807(18) 0.69963(13) 0.26054(12) 0.0130(2) Uani d . 1 . . C
  C3 0.59355(18) 0.81641(13) 0.19077(12) 0.0140(2) Uani d . 1 . . C
  C4 0.70536(18) 0.96635(13) 0.27376(13) 0.0133(2) Uani d . 1 . . C
  C5 0.86469(18) 1.15942(13) 0.52474(13) 0.0132(2) Uani d . 1 . . C
  C6 0.89649(18) 1.19039(13) 0.67549(13) 0.0132(2) Uani d . 1 . . C
  C7 0.81901(17) 1.07035(13) 0.74203(12) 0.0119(2) Uani d . 1 . . C
  C8 0.71063(17) 0.91830(12) 0.65502(12) 0.0117(2) Uani d . 1 . . C
  C9 0.67491(17) 0.88688(12) 0.49811(12) 0.0111(2) Uani d . 1 . . C
  C10 0.75085(17) 1.00612(13) 0.43216(12) 0.0117(2) Uani d . 1 . . C
  C11 0.3932(2) 0.53534(14) 0.17359(14) 0.0177(2) Uani d . 1 . . C
  C12 0.83898(17) 1.10360(13) 0.90190(12) 0.0132(2) Uani d . 1 . . C
  Cl 0.17327(4) 0.63087(3) 0.77817(3) 0.01637(9) Uani d . 1 . . Cl
  H1 0.499(3) 0.669(2) 0.446(2) 0.045(6) Uiso d . 1 . . H
  H3 0.564(3) 0.7853(18) 0.0829(18) 0.016(4) Uiso d . 1 . . H
  H4 0.752(3) 1.047(2) 0.228(2) 0.026(4) Uiso d . 1 . . H
  H5 0.914(3) 1.239(2) 0.480(2) 0.027(4) Uiso d . 1 . . H
  H6 0.973(2) 1.2911(18) 0.7394(18) 0.015(4) Uiso d . 1 . . H
  H11 0.920(3) 1.267(2) 1.061(2) 0.041(5) Uiso d . 1 . . H
  H111 0.503(3) 0.494(2) 0.159(2) 0.043(5) Uiso d . 1 . . H
  H112 0.322(3) 0.478(2) 0.228(2) 0.043(5) Uiso d . 1 . . H
  H113 0.293(3) 0.528(2) 0.077(2) 0.036(5) Uiso d . 1 . . H
  H31 0.651(3) 0.838(2) 0.801(2) 0.042(5) Uiso d . 1 . . H
  HW1 0.276(3) 0.552(2) 0.570(2) 0.039(5) Uiso d . 1 . . H
  HW2 0.168(4) 0.475(2) 0.426(2) 0.037(5) Uiso d . 1 . . H
  N 0.55970(15) 0.73849(11) 0.40861(10) 0.01174(18) Uani d . 1 . . N
  O1 0.93675(15) 1.25173(10) 0.97271(10) 0.01852(19) Uani d . 1 . . O
  O2 0.76556(14) 1.00293(10) 0.96030(9) 0.01691(18) Uani d . 1 . . O
  O3 0.63225(14) 0.79801(10) 0.70810(10) 0.01678(18) Uani d . 1 . . O
  OW 0.28687(14) 0.51444(10) 0.49358(10) 0.01639(18) Uani d . 1 . . O
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
  C2 0.0133(5) 0.0155(5) 0.0116(5) 0.0068(4) 0.0053(4) 0.0035(4)
  C3 0.0160(5) 0.0185(5) 0.0105(5) 0.0078(4) 0.0068(4) 0.0052(4)
  C4 0.0140(5) 0.0160(5) 0.0133(5) 0.0068(4) 0.0074(4) 0.0068(4)
  C5 0.0136(5) 0.0126(5) 0.0149(5) 0.0047(4) 0.0071(4) 0.0059(4)
  C6 0.0130(5) 0.0125(5) 0.0144(5) 0.0049(4) 0.0056(4) 0.0036(4)
  C7 0.0116(5) 0.0142(5) 0.0104(5) 0.0053(4) 0.0045(4) 0.0035(4)
  C8 0.0123(5) 0.0130(5) 0.0118(5) 0.0054(4) 0.0060(4) 0.0054(4)
  C9 0.0114(5) 0.0117(5) 0.0111(5) 0.0048(4) 0.0050(4) 0.0034(4)
  C10 0.0115(5) 0.0143(5) 0.0122(5) 0.0062(4) 0.0061(4) 0.0052(4)
  C11 0.0225(6) 0.0146(5) 0.0131(5) 0.0049(5) 0.0062(4) 0.0022(4)
  C12 0.0122(5) 0.0157(5) 0.0113(5) 0.0058(4) 0.0041(4) 0.0029(4)
  Cl 0.01958(15) 0.01797(15) 0.01216(14) 0.00671(11) 0.00752(10) 0.00327(10)
  N 0.0132(4) 0.0115(4) 0.0111(4) 0.0044(3) 0.0054(3) 0.0037(3)
  O1 0.0228(4) 0.0158(4) 0.0137(4) 0.0026(3) 0.0088(3) -0.0001(3)
  O2 0.0218(4) 0.0174(4) 0.0123(4) 0.0064(3) 0.0082(3) 0.0050(3)
  O3 0.0243(4) 0.0132(4) 0.0121(4) 0.0033(3) 0.0092(3) 0.0051(3)
  OW 0.0167(4) 0.0179(4) 0.0151(4) 0.0061(3) 0.0075(3) 0.0038(3)
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
  C2 N . 1.3312(14) yes
  C2 C3 . 1.4158(15) ?
  C2 C11 . 1.4892(16) yes
  C3 C4 . 1.3666(16) ?
  C3 H3 . 0.973(16) ?
  C4 C10 . 1.4212(15) ?
  C4 H4 . 0.955(18) ?
  C5 C6 . 1.3692(15) ?
  C5 C10 . 1.4185(15) ?
  C5 H5 . 0.945(18) ?
  C6 C7 . 1.4208(15) ?
  C6 H6 . 0.942(16) ?
  C7 C8 . 1.3919(15) yes
  C7 C12 . 1.4812(15) yes
  C8 O3 . 1.3401(13) yes
  C8 C9 . 1.4200(14) yes
  C9 N . 1.3746(14) yes
  C9 C10 . 1.4082(15) ?
  C11 H111 . 1.02(2) ?
  C11 H112 . 0.95(2) ?
  C11 H113 . 0.93(2) ?
  C12 O2 . 1.2280(14) yes
  C12 O1 . 1.3209(14) yes
  N H1 . 0.86(2) ?
  O1 H11 . 0.90(2) ?
  O3 H31 . 0.88(2) ?
  OW HW1 . 0.82(2) ?
  OW HW2 . 0.81(2) ?
_cod_database_code 2014637