#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008210.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_2008210
_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 H3 N2 O6 -'
_chemical_formula_sum  'C15 H15 N3 O6'
_chemical_formula_weight  333.300
_chemical_melting_point  361
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  -P_2ybc
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  7.5078(4)
_cell_length_b  7.3190(4)
_cell_length_c  27.632(8)
_cell_angle_alpha  90.00000
_cell_angle_beta  92.060(9)
_cell_angle_gamma  90.00000
_cell_volume  1517.4(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  150
_exptl_crystal_density_diffrn  1.459
_diffrn_ambient_temperature  150
_refine_ls_R_factor_obs  .044
_refine_ls_wR_factor_obs  .052
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 .6883(2) .5807(2) .80137(5) .0247(7) Uani ? ?
  C2 .8537(2) .5082(2) .79943(6) .0265(8) Uani ? ?
  C3 .9597(2) .4995(3) .84144(6) .0284(8) Uani ? ?
  C4 .8971(2) .5642(3) .88475(6) .0283(8) Uani ? ?
  C5 .7251(2) .6340(2) .88504(6) .0274(8) Uani ? ?
  C6 .6209(2) .6419(2) .84279(6) .0255(8) Uani ? ?
  C7 .9109(2) .4377(3) .75182(7) .0360(10)
  Uani ? ?
  C8 1.0126(3) .5594(3) .93039(7) .0370(10)
  Uani ? ?
  C9 .4342(2) .7126(3) .84032(7) .0312(9) Uani ? ?
  C10 .5499(2) .6935(2) .68909(6) .0269(8) Uani ? ?
  C11 .4430(2) .6780(2) .64141(6) .0253(8) Uani ? ?
  C12 .2704(2) .6099(2) .64001(6) .0262(8) Uani ? ?
  C13 .1790(2) .5967(2) .59559(6) .0270(8) Uani ? ?
  C14 .2526(2) .6429(3) .55239(6) .0285(8) Uani ? ?
  C15 .4254(2) .7090(2) .55536(6) .0277(8) Uani ? ?
  C16 .5212(2) .7305(2) .59875(6) .0270(8) Uani ? ?
  O17 .4804(2) .6153(2) .72475(4) .0324(6) Uani ? ?
  O18 .6937(2) .7749(2) .68895(5) .0344(7) Uani ? ?
  N19 -.0067(2) .5302(2) .59423(5) .0321(8) Uani ? ?
  O20 -.0658(2) .4676(2) .63117(5) .0436(8) Uani ? ?
  O21 -.0922(2) .5424(3) .55576(5) .0489(9) Uani ? ?
  N22 .5104(2) .7574(2) .51008(5) .0342(8) Uani ? ?
  O23 .4396(2) .7044(3) .47210(5) .0487(9) Uani ? ?
  O24 .6469(2) .8490(3) .51261(5) .0494(9) Uani ? ?
  H1 .614(4) .591(4) .7720(10)
  .031(7) Uiso ? ?
  H3 1.07609 .44906 .84006 .02821 Uiso ? ?
  H5 .68055 .67648 .91408 .02729 Uiso ? ?
  H71 1.03780 .41008 .75488 .03542 Uiso ? ?
  H72 .84782 .32772 .74385 .03542 Uiso ? ?
  H73 .88202 .52367 .72675 .03542 Uiso ? ?
  H81 .95485 .58924 .95846 .03644 Uiso ? ?
  H82 1.11407 .62346 .92753 .03644 Uiso ? ?
  H83 1.04849 .44560 .93857 .03644 Uiso ? ?
  H91 .42152 .80862 .81619 .03100 Uiso ? ?
  H92 .40081 .76712 .87192 .03100 Uiso ? ?
  H93 .35098 .61813 .83076 .03100 Uiso ? ?
  H12 .22142 .57288 .66893 .02611 Uiso ? ?
  H14 .19368 .62622 .52235 .02824 Uiso ? ?
  H16 .64181 .77827 .60082 .02692 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 .0214(7) .0302(8) .0221(7) -.0019(6) -.0019(5) .0017(6)
  C2 .0232(8) .0309(9) .0253(8) -.0021(7) -.0011(6) .0023(7)
  C3 .0218(8) .0349(9) .0282(9) .0006(7) -.0023(6) .0030(7)
  C4 .0264(8) .0329(9) .0250(8) -.0032(7) -.0046(7) .0035(7)
  C5 .0267(8) .0326(9) .0230(8) -.0012(7) -.0003(6) .0003(7)
  C6 .0240(8) .0278(9) .0247(8) -.0028(6) -.0001(6) .0019(7)
  C7 .0308(9) .0500(10)
  .0264(9) .0068(8) .0008(7) -.0020(8)
  C8 .0315(9) .0490(10)
  .0284(9) .0018(8) -.0090(7) .0003(8)
  C9 .0236(8) .0380(10)
  .0315(9) .0026(7) -.0014(7) -.0005(7)
  C10 .0254(8) .0323(9) .0227(8) .0023(7) -.0039(6) -.0013(7)
  C11 .0248(8) .0277(8) .0231(8) .0030(7) -.0033(6) -.0013(6)
  C12 .0270(8) .0284(9) .0233(8) .0015(7) .0003(6) -.0017(6)
  C13 .0231(8) .0297(9) .0279(8) .0009(7) -.0023(6) -.0031(7)
  C14 .0272(8) .0348(9) .0233(8) .0016(7) -.0034(6) -.0026(7)
  C15 .0274(8) .0332(9) .0225(8) .0007(7) .0001(6) .0004(7)
  C16 .0240(8) .0316(9) .0253(8) .0015(7) -.0021(6) .0003(7)
  O17 .0281(6) .0470(8) .0217(6) -.0037(5) -.0034(5) .0040(5)
  O18 .0267(6) .0455(8) .0304(6) -.0080(6) -.0068(5) .0034(6)
  N19 .0261(7) .0418(9) .0281(8) -.0027(7) -.0017(6) -.0065(7)
  O20 .0316(7) .0660(10)
  .0336(7) -.0125(7) .0050(5) -.0017(7)
  O21 .0317(7) .0780(10)
  .0365(8) -.0131(7) -.0097(6) -.0028(7)
  N22 .0296(8) .0490(10)
  .0234(8) -.0046(7) -.0008(6) .0026(7)
  O23 .0499(9) .0750(10)
  .0209(7) -.0178(8) .0006(6) -.0035(7)
  O24 .0347(8) .0820(10)
  .0313(7) -.0217(8) -.0016(6) .0075(7)
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 . . .97(3) ?
  N1 C6 . . 1.345(2) yes
  N1 C2 . . 1.353(2) yes
  C2 C3 . . 1.385(2) ?
  C2 C7 . . 1.491(3) ?
  C3 H3 . . .950(2) ?
  C3 C4 . . 1.385(3) ?
  C4 C5 . . 1.389(2) ?
  C4 C8 . . 1.505(3) ?
  C5 H5 . . .934(2) ?
  C5 C6 . . 1.383(2) ?
  C6 C9 . . 1.494(2) ?
  C7 H73 . . .955(2) ?
  C7 H72 . . .955(2) ?
  C7 H71 . . .975(2) ?
  C8 H82 . . .900(2) ?
  C8 H83 . . .902(2) ?
  C8 H81 . . .928(2) ?
  C9 H93 . . .963(2) ?
  C9 H91 . . .971(2) ?
  C9 H92 . . 1.000(2) ?
  C10 O18 . . 1.233(2) yes
  C10 O17 . . 1.268(2) yes
  C10 C11 . . 1.522(2) yes
  C11 C12 . . 1.388(2) ?
  C11 C16 . . 1.390(2) ?
  C12 H12 . . .932(2) ?
  C12 C13 . . 1.388(2) ?
  C13 C14 . . 1.376(2) ?
  C13 N19 . . 1.476(2) yes
  C14 H14 . . .934(2) ?
  C14 C15 . . 1.385(2) ?
  C15 C16 . . 1.385(2) ?
  C15 N22 . . 1.468(2) yes
  C16 H16 . . .970(2) ?
  N19 O20 . . 1.217(2) yes
  N19 O21 . . 1.225(2) yes
  N22 O23 . . 1.222(2) yes
  N22 O24 . . 1.225(2) yes