#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012097.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_2012097
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  838
_journal_page_last  840
_publ_section_title
;
Strong hydrogen-bonded amino acid dimers in L-alanine alaninium nitrate
;
loop_
_publ_author_name
  'Ramos Silva, Manuela'
  'Paix\~ao, Jose A.'
  'Matos Beja, Ana'
  'Alte da Veiga, Luiz'
_chemical_formula_moiety  'C3 H7 N O2 , C3 H8 N O2 + , N O3 -'
_chemical_formula_sum  'C6 H15 N3 O7'
_chemical_formula_weight  241.21
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  7.8578(5)
_cell_length_b  5.4516(6)
_cell_length_c  12.8276(7)
_cell_angle_alpha  90
_cell_angle_beta  94.73(4)
_cell_angle_gamma  90
_cell_volume  547.63(8)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.463
_diffrn_ambient_temperature  293(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
  C1  .2050(2)  .0632(3)  .46219(13)  .0286(3) Uani d . 1 . . C
  C2  .2499(2)  .2009(3)  .56341(12)  .0279(3) Uani d . 1 . . C
  H2  .2345  .3772  .5512  .033 Uiso calc R 1 . . H
  C3  .4349(2)  .1508(5)  .60315(17)  .0456(5) Uani d . 1 . . C
  H3A  .4649  .2496  .6638  .068 Uiso calc R 1 . . H
  H3B  .5085  .1906  .5494  .068 Uiso calc R 1 . . H
  H3C  .4479  -.0195  .6212  .068 Uiso calc R 1 . . H
  O1  .2493(2)  .1817(3)  .38232(10)  .0507(4) Uani d . 1 . . O
  H1  .240(4)  .098(8)  .306(3)  .076 Uiso d . 1 . . H
  O2  .14063(17)  -.1400(3)  .46206(10)  .0365(3) Uani d . 1 . . O
  N1  .13540(19)  .1188(3)  .64348(11)  .0280(3) Uani d . 1 . . N
  H1A  .024(3)  .168(5)  .6211(17)  .042 Uiso d . 1 . . H
  H1B  .165(3)  .203(5)  .7063(19)  .042 Uiso d . 1 . . H
  H1C  .142(3)  -.035(6)  .6564(19)  .042 Uiso d . 1 . . H
  C4  .2896(2)  .0991(3)  .13368(11)  .0247(3) Uani d . 1 . . C
  C5  .2674(2)  .3772(3)  .14022(12)  .0241(3) Uani d . 1 . . C
  H5  .3109  .4340  .2099  .029 Uiso calc R 1 . . H
  C6  .0805(2)  .4443(4)  .1212(2)  .0491(5) Uani d . 1 . . C
  H6A  .0680  .6191  .1257  .074 Uiso calc R 1 . . H
  H6B  .0172  .3669  .1730  .074 Uiso calc R 1 . . H
  H6C  .0378  .3896  .0529  .074 Uiso calc R 1 . . H
  O3  .32552(18)  .0093(2)  .04993(10)  .0328(3) Uani d . 1 . . O
  O4  .2615(2)  -.0268(3)  .21349(10)  .0433(4) Uani d . 1 . . O
  N2  .36493(19)  .4976(3)  .06005(12)  .0260(3) Uani d . 1 . . N
  H2A  .334(3)  .446(5)  -.0041(19)  .039 Uiso d . 1 . . H
  H2B  .473(3)  .467(5)  .0725(17)  .039 Uiso d . 1 . . H
  H2C  .344(3)  .661(5)  .0612(18)  .039 Uiso d . 1 . . H
  N3  .73962(19)  .1012(3)  .20801(11)  .0307(3) Uani d . 1 . . N
  O5  .8223(2)  .1209(3)  .29481(11)  .0527(4) Uani d . 1 . . O
  O6  .6695(2)  .2816(3)  .16688(14)  .0534(4) Uani d . 1 . . O
  O7  .7351(2)  -.1034(3)  .16393(12)  .0503(4) Uani d . 1 . . O
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  .0320(7)  .0284(9)  .0253(7)  -.0021(6)  .0020(6)  -.0017(6)
  C2  .0370(7)  .0234(7)  .0235(7)  -.0041(6)  .0030(6)  -.0011(6)
  C3  .0326(8)  .0620(14)  .0416(10)  -.0069(9)  -.0010(7)  -.0099(10)
  O1  .0884(11)  .0408(8)  .0240(7)  -.0196(8)  .0119(6)  -.0008(6)
  O2  .0459(7)  .0336(7)  .0298(6)  -.0109(6)  .0008(5)  -.0036(5)
  N1  .0374(7)  .0245(7)  .0221(6)  .0013(6)  .0027(5)  -.0012(6)
  C4  .0332(7)  .0191(6)  .0219(7)  -.0017(6)  .0036(5)  -.0005(6)
  C5  .0334(7)  .0181(6)  .0216(7)  -.0018(6)  .0077(5)  -.0008(5)
  C6  .0344(9)  .0347(11)  .0806(15)  .0020(8)  .0181(9)  -.0013(10)
  O3  .0511(7)  .0210(5)  .0277(6)  .0003(5)  .0120(5)  -.0028(5)
  O4  .0812(10)  .0249(6)  .0251(6)  -.0055(7)  .0119(6)  .0034(5)
  N2  .0321(7)  .0198(6)  .0272(7)  .0018(6)  .0098(5)  .0022(5)
  N3  .0391(7)  .0271(7)  .0261(6)  -.0013(6)  .0029(5)  .0035(6)
  O5  .0920(12)  .0295(7)  .0326(7)  -.0040(8)  -.0179(7)  .0027(6)
  O6  .0577(9)  .0381(8)  .0608(10)  .0093(7)  -.0161(7)  .0118(8)
  O7  .0807(11)  .0355(7)  .0330(7)  .0011(8)  -.0054(7)  -.0055(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
  C1 O2 . 1.218(2) yes
  C1 O1 . 1.283(2) yes
  C1 C2 . 1.516(2) ?
  C2 N1 . 1.489(2) ?
  C2 C3 . 1.525(2) ?
  C2 H2 .  .9800 ?
  C3 H3A .  .9600 ?
  C3 H3B .  .9600 ?
  C3 H3C .  .9600 ?
  O1 H1 . 1.08(3) ?
  N1 H1A .  .94(2) ?
  N1 H1B .  .94(3) ?
  N1 H1C .  .86(3) ?
  C4 O3 . 1.2344(19) yes
  C4 O4 . 1.2670(19) yes
  C4 C5 . 1.529(2) ?
  C5 N2 . 1.485(2) ?
  C5 C6 . 1.514(2) ?
  C5 H5 .  .9800 ?
  C6 H6A .  .9600 ?
  C6 H6B .  .9600 ?
  C6 H6C .  .9600 ?
  O4 H1 . 1.39(4) ?
  N2 H2A .  .89(3) ?
  N2 H2B .  .87(2) ?
  N2 H2C .  .90(3) ?
  N3 O6 . 1.225(2) yes
  N3 O5 . 1.247(2) yes
  N3 O7 . 1.250(2) yes