#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012390.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_2012390
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1460
_journal_page_last  1461
_publ_section_title
;
(2-Pyridylmethyl)ammonium pyridine-2-carboxylate:
the product of oxidative degradation of bis(2-pyridylmethyl)amine
;
loop_
_publ_author_name
  'D\/ossing, Anders'
  'Skands, Martin C.'
  'Madsen, Anders \/Ostergaard'
_chemical_formula_moiety  'C6 H9 N2 + , C6 H4 N O2 -'
_chemical_formula_sum  'C12 H13 N3 O2'
_chemical_formula_iupac  'C6 H9 N2 + , C6 H4 N O2 -'
_chemical_formula_weight  231.25
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  6.4233(9)
_cell_length_b  9.0728(18)
_cell_length_c  20.265(3)
_cell_angle_alpha  90
_cell_angle_beta  95.700(11)
_cell_angle_gamma  90
_cell_volume  1175.1(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  122
_exptl_crystal_density_diffrn  1.307
_diffrn_ambient_temperature  122.0(5)
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
  C1  .18390(16)  .33894(11)  .38952(5)  .0202(2) Uani d . 1 . . C
  C2  .02792(15)  .28040(11)  .33368(5)  .0196(2) Uani d . 1 . . C
  C3  .09091(19)  .18135(12)  .28715(6)  .0270(3) Uani d . 1 . . C
  C4  -.30398(18)  .29114(14)  .28076(5)  .0292(3) Uani d . 1 . . C
  C5  -.25469(19)  .19433(14)  .23157(6)  .0309(3) Uani d . 1 . . C
  C6  -.0539(2)  .13815(13)  .23503(6)  .0324(3) Uani d . 1 . . C
  C7  .75862(17)  .24344(12)  .50895(6)  .0261(3) Uani d . 1 . . C
  C8  .58952(17)  .20647(11)  .55274(5)  .0229(3) Uani d . 1 . . C
  C9  .5797(2)  .06513(13)  .57965(6)  .0309(3) Uani d . 1 . . C
  C10  .4236(2)  .03386(13)  .61969(6)  .0348(3) Uani d . 1 . . C
  C11  .2816(2)  .14310(15)  .63175(6)  .0332(3) Uani d . 1 . . C
  C12  .30333(18)  .28077(13)  .60322(6)  .0287(3) Uani d . 1 . . C
  O1  .11368(12)  .42770(9)  .42944(4)  .0274(2) Uani d . 1 . . O
  O2  .36799(12)  .29485(9)  .39017(4)  .0283(2) Uani d . 1 . . O
  N1  -.16701(14)  .33402(11)  .33111(4)  .0246(2) Uani d . 1 . . N
  N2  .45458(14)  .31311(10)  .56429(4)  .0236(2) Uani d . 1 . . N
  N3  .71603(14)  .38256(10)  .47272(4)  .0203(2) Uani d . 1 . . N
  H3  .239(3)  .1468(18)  .2917(8)  .041(4) Uiso d . 1 . . H
  H4  -.449(3)  .3261(19)  .2794(8)  .046(4) Uiso d . 1 . . H
  H5  -.360(3)  .1641(18)  .1959(8)  .041(4) Uiso d . 1 . . H
  H6  -.017(2)  .0712(19)  .2007(8)  .045(4) Uiso d . 1 . . H
  H1N3  .725(2)  .4624(18)  .5029(8)  .036(4) Uiso d . 1 . . H
  H2N3  .585(3)  .3764(17)  .4482(8)  .037(4) Uiso d . 1 . . H
  H3N3  .821(3)  .3990(17)  .4453(8)  .038(4) Uiso d . 1 . . H
  H7A  .898(3)  .2511(19)  .5348(8)  .038(4) Uiso d . 1 . . H
  H7B  .770(3)  .163(2)  .4775(9)  .045(4) Uiso d . 1 . . H
  H9  .679(2)  -.0096(18)  .5697(7)  .036(4) Uiso d . 1 . . H
  H10  .407(2)  -.0658(18)  .6390(8)  .046(4) Uiso d . 1 . . H
  H11  .173(3)  .1250(19)  .6597(9)  .051(5) Uiso d . 1 . . H
  H12  .207(2)  .3641(16)  .6127(7)  .028(3) 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
  C1  .0193(5)  .0209(5)  .0208(5)  -.0019(4)  .0035(4)  -.0009(4)
  C2  .0202(5)  .0203(5)  .0188(5)  -.0030(4)  .0037(4)  .0010(4)
  C3  .0294(6)  .0246(5)  .0270(6)  .0016(4)  .0026(4)  -.0049(4)
  C4  .0216(5)  .0421(6)  .0233(6)  -.0034(5)  .0001(4)  .0005(5)
  C5  .0323(6)  .0379(6)  .0214(5)  -.0095(5)  -.0025(4)  -.0001(4)
  C6  .0424(7)  .0287(6)  .0258(6)  -.0036(5)  .0025(5)  -.0085(4)
  C7  .0228(5)  .0225(5)  .0330(6)  .0056(4)  .0023(4)  -.0002(4)
  C8  .0244(5)  .0219(5)  .0214(5)  -.0001(4)  -.0032(4)  -.0013(4)
  C9  .0420(7)  .0220(5)  .0279(5)  .0028(5)  -.0010(5)  .0005(4)
  C10  .0512(8)  .0245(5)  .0280(6)  -.0076(5)  -.0002(5)  .0052(4)
  C11  .0364(7)  .0367(6)  .0265(6)  -.0097(5)  .0030(5)  .0043(5)
  C12  .0259(5)  .0326(6)  .0280(6)  -.0002(4)  .0038(4)  .0046(4)
  O1  .0206(4)  .0339(4)  .0279(4)  -.0012(3)  .0036(3)  -.0131(3)
  O2  .0199(4)  .0341(4)  .0307(4)  .0027(3)  .0008(3)  -.0085(3)
  N1  .0197(4)  .0326(5)  .0219(5)  -.0014(3)  .0036(3)  -.0015(4)
  N2  .0229(5)  .0237(5)  .0240(5)  .0006(3)  .0012(3)  .0024(3)
  N3  .0178(4)  .0221(4)  .0213(4)  .0006(3)  .0035(3)  -.0026(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
  C1 O2 . 1.2472(13) ?
  C1 O1 . 1.2564(13) ?
  C1 C2 . 1.5299(14) ?
  C2 N1 . 1.3395(14) ?
  C2 C3 . 1.3914(15) ?
  C3 C6 . 1.3924(16) ?
  C3 H3 .  .995(16) ?
  C4 N1 . 1.3370(14) ?
  C4 C5 . 1.3884(17) ?
  C4 H4 .  .985(17) ?
  C5 C6 . 1.3821(18) ?
  C5 H5 .  .979(17) ?
  C6 H6 .  .970(17) ?
  C7 N3 . 1.4724(14) ?
  C7 C8 . 1.5071(15) ?
  C7 H7A .  .995(17) ?
  C7 H7B .  .976(18) ?
  C8 N2 . 1.3351(14) ?
  C8 C9 . 1.3974(15) ?
  C9 C10 . 1.3807(18) ?
  C9 H9 .  .967(16) ?
  C10 C11 . 1.3853(19) ?
  C10 H10 .  .995(17) ?
  C11 C12 . 1.3894(17) ?
  C11 H11 .  .954(19) ?
  C12 N2 . 1.3435(14) ?
  C12 H12 . 1.006(15) ?
  N3 H1N3 .  .946(16) ?
  N3 H2N3 .  .933(16) ?
  N3 H3N3 .  .927(17) ?