#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2014636.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_2014636 _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 H9 N O3 , H2 O' _chemical_formula_sum 'C11 H11 N O4' _chemical_formula_iupac 'C11 H9 N O3 , H2 O' _chemical_formula_weight 221.21 _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 6.6556(7) _cell_length_b 7.8062(8) _cell_length_c 9.6690(10) _cell_angle_alpha 75.043(2) _cell_angle_beta 86.534(2) _cell_angle_gamma 79.042(2) _cell_volume 476.45(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.542 _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 0.78729(14) -0.19129(13) 0.81555(11) 0.0125(2) Uani d . 1 . . C C3 0.81738(15) -0.35224(13) 0.77026(11) 0.0144(2) Uani d . 1 . . C C4 0.81565(15) -0.34664(13) 0.62766(11) 0.0139(2) Uani d . 1 . . C C5 0.78612(15) -0.16421(13) 0.37397(11) 0.0135(2) Uani d . 1 . . C C6 0.75746(15) 0.00336(13) 0.28072(11) 0.0128(2) Uani d . 1 . . C C7 0.72336(14) 0.16290(12) 0.32882(10) 0.0109(2) Uani d . 1 . . C C8 0.71830(14) 0.15343(13) 0.47521(10) 0.0104(2) Uani d . 1 . . C C9 0.75309(14) -0.02043(12) 0.57276(10) 0.0105(2) Uani d . 1 . . C C10 0.78608(14) -0.17894(12) 0.52316(11) 0.0118(2) Uani d . 1 . . C C11 0.79301(17) -0.19091(14) 0.96917(11) 0.0177(2) Uani d . 1 . . C C12 0.69288(14) 0.34441(13) 0.22357(10) 0.0122(2) Uani d . 1 . . C H1 0.730(2) 0.066(2) 0.7513(18) 0.032(4) Uiso d . 1 . . H H3 0.837(2) -0.467(2) 0.8448(18) 0.030(4) Uiso d . 1 . . H H4 0.836(2) -0.455(2) 0.5954(16) 0.026(4) Uiso d . 1 . . H H5 0.804(2) -0.2729(19) 0.3385(16) 0.022(3) Uiso d . 1 . . H H6 0.760(2) 0.0218(19) 0.1796(16) 0.021(3) Uiso d . 1 . . H H31 0.658(3) 0.404(3) 0.429(2) 0.060(6) Uiso d . 1 . . H H111 0.926(3) -0.169(2) 0.988(2) 0.046(5) Uiso d . 1 . . H H112 0.689(3) -0.095(2) 0.9918(19) 0.041(5) Uiso d . 1 . . H H113 0.772(3) -0.305(3) 1.029(2) 0.054(5) Uiso d . 1 . . H HW1 0.669(2) 0.266(2) 0.9328(19) 0.028(4) Uiso d . 1 . . H HW2 0.563(3) 0.326(3) 0.808(2) 0.046(5) Uiso d . 1 . . H N 0.75478(12) -0.03384(11) 0.71716(9) 0.01095(18) Uani d . 1 . . N O1 0.70883(13) 0.35645(10) 0.09333(8) 0.01858(19) Uani d . 1 . . O O2 0.65155(11) 0.48123(9) 0.27950(8) 0.01463(18) Uani d . 1 . . O O3 0.68211(11) 0.29915(9) 0.52690(8) 0.01316(17) Uani d . 1 . . O OW 0.66319(13) 0.24405(10) 0.84906(9) 0.0198(2) 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 0.0101(4) 0.0124(4) 0.0137(4) -0.0019(3) -0.0002(3) -0.0011(3) C3 0.0138(4) 0.0102(4) 0.0178(5) -0.0020(3) -0.0011(3) -0.0009(4) C4 0.0125(4) 0.0100(4) 0.0195(5) -0.0018(3) -0.0014(3) -0.0039(4) C5 0.0136(4) 0.0121(4) 0.0168(5) -0.0020(3) -0.0001(3) -0.0072(4) C6 0.0124(4) 0.0149(5) 0.0129(5) -0.0025(3) -0.0004(3) -0.0067(4) C7 0.0105(4) 0.0105(4) 0.0119(5) -0.0016(3) -0.0008(3) -0.0032(3) C8 0.0094(4) 0.0098(4) 0.0126(4) -0.0016(3) -0.0006(3) -0.0041(3) C9 0.0096(4) 0.0105(4) 0.0118(5) -0.0022(3) -0.0002(3) -0.0032(3) C10 0.0099(4) 0.0099(4) 0.0159(5) -0.0019(3) -0.0004(3) -0.0038(4) C11 0.0225(5) 0.0163(5) 0.0128(5) -0.0023(4) -0.0003(4) -0.0017(4) C12 0.0103(4) 0.0128(4) 0.0132(4) -0.0014(3) -0.0015(3) -0.0032(3) N 0.0113(4) 0.0095(4) 0.0121(4) -0.0014(3) -0.0002(3) -0.0030(3) O1 0.0264(4) 0.0172(4) 0.0112(4) -0.0026(3) -0.0015(3) -0.0026(3) O2 0.0197(4) 0.0107(3) 0.0129(3) -0.0009(3) -0.0016(3) -0.0029(3) O3 0.0192(4) 0.0082(3) 0.0126(3) -0.0008(3) -0.0010(3) -0.0046(3) OW 0.0267(4) 0.0157(4) 0.0160(4) 0.0049(3) -0.0065(3) -0.0069(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 . 1.3352(12) yes C2 C3 . 1.4100(14) ? C2 C11 . 1.4889(14) yes C3 C4 . 1.3688(15) ? C3 H3 . 0.984(16) ? C4 C10 . 1.4201(13) ? C4 H4 . 0.956(16) ? C5 C6 . 1.3702(14) ? C5 C10 . 1.4172(14) ? C5 H5 . 0.979(15) ? C6 C7 . 1.4133(13) ? C6 H6 . 0.950(15) ? C7 C8 . 1.3969(13) yes C7 C12 . 1.5019(13) yes C8 O3 . 1.3328(11) yes C8 C9 . 1.4253(13) yes C9 N . 1.3735(12) yes C9 C10 . 1.4141(13) ? C11 H111 . 0.971(18) ? C11 H112 . 0.978(18) ? C11 H113 . 0.96(2) ? C12 O1 . 1.2379(12) yes C12 O2 . 1.2951(12) yes N H1 . 0.907(17) ? O3 H31 . 1.08(2) ? OW HW1 . 0.876(18) ? OW HW2 . 0.87(2) ?