#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008209.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_2008209
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  377
_journal_page_last  381
_publ_section_title
;
 Three 2,4,6-trimethylpyridine benzoic acid
 complexes at 150 K
;
loop_
_publ_author_name
  'Foces-Foces, C.'
  'Llamas-Saiz, A.L.'
  'Lorente, P'
  'Golubev, N.S.'
  'Limbach, H.-H.'
_chemical_formula_moiety  'C8 H12 N +C7 H4 N O4 -'
_chemical_formula_sum  'C15 H16 N2 O4'
_chemical_formula_weight  288.302
_chemical_melting_point  423
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  -P_2ac_2ab
loop_
_symmetry_equiv_pos_as_xyz
  +x,+y,+z
  1/2-x,-y,1/2+z
  1/2+x,1/2-y,-z
  -x,1/2+y,1/2-z
  -x,-y,-z
  1/2+x,+y,1/2-z
  1/2-x,1/2+y,+z
  +x,1/2-y,1/2+z
_cell_length_a  25.732(3)
_cell_length_b  7.8359(4)
_cell_length_c  13.9540(10)
_cell_angle_alpha  90.00000
_cell_angle_beta  90.00000
_cell_angle_gamma  90.00000
_cell_volume  2813.6(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  150
_exptl_crystal_density_diffrn  1.361
_diffrn_ambient_temperature  150
_refine_ls_R_factor_obs  .059
_refine_ls_wR_factor_obs  .07
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
  N1 .56563(8) .2536(3) .3404(2) .0320(10)
  Uani ? ?
  C2 .57310(10)
  .0842(3) .3487(2) .0340(10)
  Uani ? ?
  C3 .62260(10)
  .0197(4) .3368(2) .0360(10)
  Uani ? ?
  C4 .66410(10)
  .1271(4) .3168(2) .0380(10)
  Uani ? ?
  C5 .65420(10)
  .3002(4) .3077(2) .0370(10)
  Uani ? ?
  C6 .60460(10)
  .3638(4) .3205(2) .0360(10)
  Uani ? ?
  C7 .52690(10)
  -.0239(4) .3718(2) .040(2) Uani ? ?
  C8 .71820(10)
  .0572(4) .3069(2) .048(2) Uani ? ?
  C9 .59180(10)
  .5488(4) .3131(2) .045(2) Uani ? ?
  C10 .43670(10)
  .3739(4) .4065(2) .0360(10)
  Uani ? ?
  C11 .39820(10)
  .5186(4) .4171(2) .0330(10)
  Uani ? ?
  C12 .41490(10)
  .6879(4) .4140(2) .0370(10)
  Uani ? ?
  C13 .38080(10)
  .8226(4) .4267(2) .042(2) Uani ? ?
  C14 .32870(10)
  .7902(4) .4435(2) .042(2) Uani ? ?
  C15 .31070(10)
  .6250(4) .4480(2) .040(2) Uani ? ?
  C16 .34550(10)
  .4931(4) .4349(2) .0340(10)
  Uani ? ?
  O17 .47778(7) .4115(3) .3628(2) .0530(10)
  Uani ? ?
  O18 .42497(8) .2342(3) .4418(2) .0510(10)
  Uani ? ?
  N19 .32380(8) .3189(3) .4376(2) .0390(10)
  Uani ? ?
  O20 .30812(8) .2654(3) .5147(2) .0530(10)
  Uani ? ?
  O21 .31958(9) .2408(3) .3621(2) .0540(10)
  Uani ? ?
  H1 .5320(10)
  .301(4) .350(3) .021(8) Uiso ? ?
  H3 .62857 -.10144 .34526 .03629 Uiso ? ?
  H5 .68211 .37995 .29356 .03699 Uiso ? ?
  H71 .53712 -.10418 .42353 .04040 Uiso ? ?
  H72 .51841 -.08733 .31144 .04040 Uiso ? ?
  H73 .49572 .04757 .39051 .04040 Uiso ? ?
  H81 .71880 -.07608 .30290 .04794 Uiso ? ?
  H82 .73700 .10417 .25398 .04794 Uiso ? ?
  H83 .73735 .08114 .36535 .04794 Uiso ? ?
  H91 .61870 .61333 .29079 .04575 Uiso ? ?
  H92 .58328 .59811 .37486 .04575 Uiso ? ?
  H93 .56431 .57268 .27177 .04575 Uiso ? ?
  H12 .45070 .70531 .40379 .03716 Uiso ? ?
  H13 .39437 .94471 .42728 .04164 Uiso ? ?
  H14 .30422 .88380 .45403 .04223 Uiso ? ?
  H15 .27439 .60098 .45956 .04032 Uiso ? ?
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
  N1 .0240(10)
  .0360(10)
  .0380(10)
  .0020(10)
  -.0004(9) .0000(10)
  C2 .0280(10)
  .0370(10)
  .0360(10)
  .0000(10)
  -.0020(10)
  -.0010(10)
  C3 .0290(10)
  .0370(10)
  .043(2) .0020(10)
  -.0030(10)
  -.0010(10)
  C4 .0250(10)
  .047(2) .0400(10)
  .0010(10)
  -.0030(10)
  -.0030(10)
  C5 .0270(10)
  .041(2) .044(2) -.0040(10)
  -.0010(10)
  -.0020(10)
  C6 .0300(10)
  .0410(10)
  .0370(10)
  -.0030(10)
  -.0010(10)
  -.0020(10)
  C7 .0280(10)
  .041(2) .051(2) -.0030(10)
  .0020(10)
  .0020(10)
  C8 .0260(10)
  .056(2) .061(2) .0050(10)
  -.0020(10)
  -.001(2)
  C9 .0380(10)
  .037(2) .060(2) -.0010(10)
  .0010(10)
  .0020(10)
  C10 .0250(10)
  .041(2) .0410(10)
  .0000(10)
  .0010(10)
  .0030(10)
  C11 .0260(10)
  .0390(10)
  .0340(10)
  .0010(10)
  .0000(10)
  .0000(10)
  C12 .0300(10)
  .042(2) .0400(10)
  -.0040(10)
  -.0010(10)
  .0010(10)
  C13 .046(2) .040(2) .039(2) -.0020(10)
  -.0040(10)
  .0010(10)
  C14 .040(2) .041(2) .046(2) .0100(10)
  .0020(10)
  -.0010(10)
  C15 .0270(10)
  .048(2) .046(2) .0040(10)
  .0030(10)
  -.0010(10)
  C16 .0270(10)
  .0370(10)
  .0380(10)
  -.0020(10)
  .0000(10)
  .0000(10)
  O17 .0310(10)
  .0530(10)
  .075(2) .0104(9) .0170(10)
  .0130(10)
  O18 .0340(10)
  .0390(10)
  .081(2) .0056(9) .0110(10)
  .0090(10)
  N19 .0240(10)
  .0460(10)
  .0460(10)
  .0010(10)
  .0000(10)
  .0010(10)
  O20 .0430(10)
  .0580(10)
  .0590(10)
  -.0120(10)
  .0070(10)
  .0080(10)
  O21 .0530(10)
  .0490(10)
  .0600(10)
  -.0070(10)
  -.0050(10)
  -.0090(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
  N1 H1 . . .95(4) ?
  N1 C2 . . 1.346(4) yes
  N1 C6 . . 1.352(4) yes
  C2 C3 . . 1.382(4) ?
  C2 C7 . . 1.494(4) ?
  C3 H3 . . .969(3) ?
  C3 C4 . . 1.388(4) ?
  C4 C5 . . 1.386(4) ?
  C4 C8 . . 1.501(4) ?
  C5 H5 . . .971(3) ?
  C5 C6 . . 1.382(4) ?
  C6 C9 . . 1.490(4) ?
  C7 H71 . . .993(3) ?
  C7 H72 . . 1.002(3) ?
  C7 H73 . . 1.013(3) ?
  C8 H82 . . .957(3) ?
  C8 H83 . . .972(3) ?
  C8 H81 . . 1.046(3) ?
  C9 H92 . . .966(3) ?
  C9 H91 . . .913(3) ?
  C9 H93 . . .932(3) ?
  C10 O18 . . 1.238(4) yes
  C10 O17 . . 1.256(3) yes
  C10 C11 . . 1.512(4) yes
  C11 C16 . . 1.393(4) ?
  C11 C12 . . 1.395(4) ?
  C12 H12 . . .943(3) ?
  C12 C13 . . 1.384(4) ?
  C13 H13 . . 1.019(3) ?
  C13 C14 . . 1.385(4) ?
  C14 H14 . . .977(3) ?
  C14 C15 . . 1.376(4) ?
  C15 H15 . . .966(3) ?
  C15 C16 . . 1.380(4) ?
  C16 N19 . . 1.475(4) yes
  N19 O21 . . 1.223(4) yes
  N19 O20 . . 1.224(3) yes