#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013147.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_2013147
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o51
_journal_page_last  o52
_publ_section_title
;
2-Aminopyridinium benzoate
;
loop_
_publ_author_name
  "Odaba\;so\<glu, Mustafa"
  "B\"uy\"ukg\"ung\"or, Orhan"
  "L\"onnecke, Peter"
_chemical_formula_moiety  'C5 H7 N2 + , C7 H5 O2 -'
_chemical_formula_sum  'C12 H12 N2 O2'
_chemical_formula_weight  216.24
_chemical_melting_point  422
_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'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  '-x-1/2, y-1/2, z'
  'x, -y-1/2, z-1/2'
_cell_length_a  12.2129(17)
_cell_length_b  11.5137(16)
_cell_length_c  15.456(2)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  2173.4(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  208(2)
_exptl_crystal_density_diffrn  1.322
_diffrn_ambient_temperature  208(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
  O1 0.62593(6) 0.44911(7) 0.43041(5) 0.0395(2) Uani d . 1 . . O
  O2 0.59058(6) 0.62265(7) 0.37343(6) 0.0434(2) Uani d . 1 . . O
  N1 0.79645(8) 0.54400(8) 0.51018(6) 0.0339(2) Uani d . 1 . . N
  N2 0.77734(9) 0.72376(9) 0.44664(7) 0.0454(3) Uani d . 1 . . N
  C1 0.83142(9) 0.65460(9) 0.50104(7) 0.0347(3) Uani d . 1 . . C
  C2 0.92242(10) 0.69101(11) 0.54985(8) 0.0403(3) Uani d . 1 . . C
  C3 0.97307(11) 0.61424(12) 0.60330(8) 0.0470(3) Uani d . 1 . . C
  C4 0.93678(11) 0.49911(12) 0.60993(9) 0.0469(3) Uani d . 1 . . C
  C5 0.84824(10) 0.46769(11) 0.56311(8) 0.0404(3) Uani d . 1 . . C
  C6 0.56793(9) 0.51828(9) 0.38525(7) 0.0318(3) Uani d . 1 . . C
  C7 0.46694(8) 0.47050(9) 0.34263(7) 0.0314(3) Uani d . 1 . . C
  C8 0.39861(9) 0.54416(11) 0.29612(7) 0.0383(3) Uani d . 1 . . C
  C9 0.30646(10) 0.50147(12) 0.25465(8) 0.0452(3) Uani d . 1 . . C
  C10 0.28187(11) 0.38443(12) 0.25919(8) 0.0468(3) Uani d . 1 . . C
  C11 0.34884(11) 0.31044(12) 0.30488(8) 0.0485(3) Uani d . 1 . . C
  C12 0.44105(10) 0.35311(11) 0.34684(8) 0.0414(3) Uani d . 1 . . C
  H2 0.9492(10) 0.7692(12) 0.5447(8) 0.051(4) Uiso d . 1 . . H
  H3 1.0352(12) 0.6391(12) 0.6366(9) 0.056(4) Uiso d . 1 . . H
  H4 0.9739(12) 0.4426(12) 0.6463(9) 0.058(4) Uiso d . 1 . . H
  H5 0.8176(9) 0.3896(11) 0.5635(7) 0.041(3) Uiso d . 1 . . H
  H8 0.4200(10) 0.6262(11) 0.2927(8) 0.048(3) Uiso d . 1 . . H
  H9 0.2577(11) 0.5554(11) 0.2221(8) 0.050(3) Uiso d . 1 . . H
  H10 0.2168(11) 0.3553(11) 0.2308(9) 0.055(4) Uiso d . 1 . . H
  H11 0.3348(11) 0.2293(12) 0.3066(9) 0.065(4) Uiso d . 1 . . H
  H12 0.4882(10) 0.3020(11) 0.3794(8) 0.043(3) Uiso d . 1 . . H
  H13 0.7320(11) 0.5165(11) 0.4779(8) 0.050(4) Uiso d . 1 . . H
  H14 0.7146(12) 0.6967(12) 0.4178(9) 0.060(4) Uiso d . 1 . . H
  H15 0.8064(12) 0.7968(14) 0.4374(9) 0.066(5) Uiso d . 1 . . H
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 0.0373(4) 0.0321(4) 0.0490(5) 0.0018(3) -0.0114(4) 0.0017(4)
  O2 0.0378(5) 0.0297(4) 0.0626(6) -0.0010(3) -0.0045(4) 0.0037(4)
  N1 0.0334(5) 0.0324(5) 0.0358(6) -0.0051(4) -0.0031(4) -0.0019(4)
  N2 0.0464(6) 0.0316(6) 0.0582(7) -0.0067(5) -0.0083(5) 0.0045(5)
  C1 0.0351(6) 0.0332(6) 0.0358(6) -0.0033(5) 0.0054(5) -0.0055(5)
  C2 0.0388(6) 0.0419(7) 0.0402(7) -0.0097(5) 0.0032(6) -0.0086(6)
  C3 0.0389(7) 0.0624(9) 0.0396(7) -0.0080(6) -0.0046(6) -0.0111(6)
  C4 0.0473(7) 0.0530(8) 0.0406(7) 0.0000(6) -0.0086(6) 0.0005(6)
  C5 0.0454(7) 0.0383(7) 0.0375(7) -0.0021(6) -0.0022(6) 0.0012(5)
  C6 0.0291(6) 0.0324(6) 0.0339(6) 0.0031(5) 0.0044(5) -0.0021(5)
  C7 0.0292(5) 0.0365(6) 0.0285(6) 0.0012(5) 0.0032(5) -0.0009(5)
  C8 0.0379(6) 0.0413(7) 0.0356(7) 0.0065(5) 0.0011(5) -0.0010(5)
  C9 0.0393(7) 0.0575(9) 0.0387(7) 0.0100(6) -0.0074(6) -0.0041(6)
  C10 0.0381(7) 0.0660(9) 0.0364(7) -0.0064(6) -0.0057(6) -0.0060(6)
  C11 0.0538(8) 0.0486(8) 0.0430(8) -0.0147(6) -0.0071(6) 0.0021(6)
  C12 0.0442(7) 0.0407(7) 0.0391(7) -0.0046(6) -0.0080(6) 0.0046(6)
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
  O1 C6 . 1.2740(13) yes
  O2 C6 . 1.2466(13) yes
  N1 C1 . 1.3505(14) yes
  N1 C5 . 1.3570(15) yes
  N1 H13 . 0.985(14) yes
  N2 C1 . 1.3332(15) yes
  N2 H14 . 0.940(15) yes
  N2 H15 . 0.924(16) yes
  C1 C2 . 1.4071(16) ?
  C2 C3 . 1.3589(19) ?
  C2 H2 . 0.961(14) ?
  C3 C4 . 1.4014(19) ?
  C3 H3 . 0.961(14) ?
  C4 C5 . 1.3505(18) ?
  C4 H4 . 0.973(15) ?
  C5 H5 . 0.974(12) ?
  C6 C7 . 1.5027(15) ?
  C7 C12 . 1.3896(16) ?
  C7 C8 . 1.3902(15) ?
  C8 C9 . 1.3853(17) ?
  C8 H8 . 0.982(12) ?
  C9 C10 . 1.3824(19) ?
  C9 H9 . 0.997(13) ?
  C10 C11 . 1.3761(19) ?
  C10 H10 . 0.968(13) ?
  C11 C12 . 1.3893(18) ?
  C11 H11 . 0.950(13) ?
  C12 H12 . 0.964(13) ?
_cod_database_code 2013147