#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011938.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_2011938
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  627
_journal_page_last  631
_publ_section_title
;
Hydrogen-bonded complexes of 2-pyridone with centrosymmetric and
noncentrosymmetric dicarboxylic acids
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Kashino, Setsuo'
  'Fukunaga, Takeo'
  'Izutsu, Hironobu'
  'Miyashita, Shiho'
_chemical_formula_moiety  'C5 H5 N O , C5 H6 O4'
_chemical_formula_sum  'C10 H11 N O5'
_chemical_formula_structural  'C5 H5 N O , C5 H6 O4'
_chemical_formula_weight  225.20
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '  -x,1/2+y,1/2-z'
  '  -x,  -y,  -z'
  '  +x,1/2-y,1/2+z'
_cell_length_a  7.889(3)
_cell_length_b  16.839(10)
_cell_length_c  8.288(2)
_cell_angle_alpha  90
_cell_angle_beta  100.49(3)
_cell_angle_gamma  90
_cell_volume  1082.5(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.382
_diffrn_ambient_temperature  298
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
  O1  .58952(13)  .41995(6)  .25918(14)  .0590(4) Uani d ? . 1.000
  O2  .32107(16)  .36545(7)  .37827(16)  .0671(4) Uani d ? . 1.000
  O3  .21697(15)  .48751(7)  .33856(17)  .0821(5) Uani d ? . 1.000
  O4  -.29487(14)  .21882(7)  .69388(15)  .0623(4) Uani d ? . 1.000
  O5  -.09776(14)  .17391(6)  .55638(15)  .0676(4) Uani d ? . 1.000
  N1  .50970(17)  .54898(8)  .23311(17)  .0530(4) Uani d ? . 1.000
  C2  .61778(18)  .48915(9)  .20861(18)  .0466(5) Uani d ? . 1.000
  C3  .7527(2)  .50969(11)  .1264(2)  .0551(5) Uani d ? . 1.000
  C4  .7700(2)  .58583(12)  .0771(2)  .0641(6) Uani d ? . 1.000
  C5  .6560(2)  .64483(12)  .1079(3)  .0681(7) Uani d ? . 1.000
  C6  .5276(2)  .62513(10)  .1852(2)  .0625(6) Uani d ? . 1.000
  C7  .20371(19)  .42006(10)  .3849(2)  .0532(5) Uani d ? . 1.000
  C8  .0546(2)  .39462(11)  .4550(2)  .0574(6) Uani d ? . 1.000
  C9  .0403(2)  .32930(11)  .5340(2)  .0538(5) Uani d ? . 1.000
  C10  -.1076(3)  .31216(11)  .6188(3)  .0611(6) Uani d ? . 1.000
  C11  -.16296(19)  .22764(9)  .61704(19)  .0474(5) Uani d ? . 1.000
  H1  .409(2)  .5304(10)  .285(2)  .089(6) Uiso d ? . 1.000
  H2  .8302(19)  .4711(9)  .1102(18)  .055(5) Uiso d ? . 1.000
  H3  .869(2)  .5988(10)  .028(2)  .085(6) Uiso d ? . 1.000
  H4  .674(2)  .6959(12)  .078(2)  .089(7) Uiso d ? . 1.000
  H5  .441(2)  .6641(11)  .215(2)  .092(6) Uiso d ? . 1.000
  H6  -.030(2)  .4344(10)  .447(2)  .084(6) Uiso d ? . 1.000
  H7  .129(2)  .2915(10)  .5470(19)  .064(5) Uiso d ? . 1.000
  H8  -.198(2)  .3466(11)  .582(2)  .079(6) Uiso d ? . 1.000
  H9  -.071(2)  .3287(10)  .739(2)  .092(6) Uiso d ? . 1.000
  H10  .406(3)  .3904(13)  .341(3)  .116(8) Uiso d ? . 1.000
  H11  -.311(3)  .1652(16)  .709(3)  .154(10) Uiso d ? . 1.000
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  .0565(7)  .0403(6)  .0893(9)  .0025(5)  .0378(6)  .0005(6)
  O2  .0631(8)  .0507(8)  .0988(10)  .0032(6)  .0449(8)  .0089(6)
  O3  .0765(9)  .0530(8)  .1337(12)  .0071(7)  .0637(9)  .0200(8)
  O4  .0589(7)  .0448(7)  .0947(9)  -.0043(6)  .0443(7)  -.0040(6)
  O5  .0773(8)  .0478(7)  .0903(9)  .0038(6)  .0490(7)  -.0040(6)
  N1  .0495(8)  .0446(8)  .0701(9)  .0021(7)  .0246(7)  .0019(7)
  C2  .0432(9)  .0442(9)  .0545(10)  -.0018(7)  .0150(8)  -.0065(8)
  C3  .0455(10)  .0564(11)  .0688(12)  -.0037(9)  .0244(9)  -.0081(9)
  C4  .0565(11)  .0715(13)  .0688(13)  -.0197(10)  .0234(10)  .0004(10)
  C5  .0714(13)  .0525(12)  .0821(14)  -.0101(10)  .0184(11)  .0076(10)
  C6  .0646(11)  .0474(11)  .0780(13)  .0023(9)  .0199(10)  .0048(9)
  C7  .0518(10)  .0490(10)  .0654(11)  .0018(8)  .0283(9)  .0013(9)
  C8  .0550(10)  .0525(10)  .0722(12)  -.0011(9)  .0316(9)  .0039(9)
  C9  .0556(10)  .0478(10)  .0647(12)  -.0044(9)  .0285(9)  -.0050(9)
  C10  .0681(12)  .0493(11)  .0767(14)  -.0123(10)  .0417(11)  -.0071(10)
  C11  .0460(9)  .0471(9)  .0531(10)  -.0015(7)  .0200(8)  .0005(8)
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 C2 . . 1.271(2) yes
  N1 C2 . . 1.359(2) yes
  N1 C6 . . 1.357(3) yes
  N1 H1 . . 1.02(2) no
  C2 C3 . . 1.407(2) yes
  C3 C4 . . 1.360(3) yes
  C3 H2 . .  .919(18) no
  C4 C5 . . 1.395(3) yes
  C4 H3 . .  .97(2) no
  C5 C6 . . 1.335(3) yes
  C5 H4 . .  .91(2) no
  C6 H5 . . 1.01(2) no
  O2 C7 . . 1.313(2) no
  O2 H10 . .  .89(3) no
  O3 C7 . . 1.209(2) no
  O4 C11 . . 1.324(2) no
  O4 H11 . .  .92(3) no
  O5 C11 . . 1.196(2) no
  C7 C8 . . 1.468(3) no
  C8 C9 . . 1.296(3) no
  C8 H6 . .  .94(2) no
  C9 C10 . . 1.496(3) no
  C9 H7 . .  .938(17) no
  C10 C11 . . 1.488(3) no
  C10 H8 . .  .93(2) no
  C10 H9 . . 1.03(2) no
_cod_database_code 2011938