#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010436.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_2010436
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1995
_journal_volume 51
_journal_page_first  289
_journal_page_last  291
_publ_section_title
;
N-\g-L-Glutamyl-\b-cyano-L-alanine, an Antinutritional Factor
ex Vicia sativa L., as its Ammonium Salt
;
loop_
_publ_author_name
  'Delaere, Ian M.'
  'Tate, Max E. '
  'Jones, Graham P.'
  'Tiekink, Edward R.T.'
_chemical_formula_moiety  'C9 H12 N3 O5 1-, N H4 1+'
_chemical_formula_sum  'C9 H16 N4 O5'
_chemical_formula_weight  261.3
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2y1'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '  -x,1/2+y,  -z'
_cell_length_a  9.347(8)
_cell_length_b  4.772(7)
_cell_length_c  12.967(5)
_cell_angle_alpha  90
_cell_angle_beta  90.49(5)
_cell_angle_gamma  90
_cell_volume  578.3(8)
_cell_formula_units_Z  2
_cell_measurement_temperature  23.0
_exptl_crystal_density_diffrn  1.500
_diffrn_ambient_temperature  290
_refine_ls_R_factor_obs  0.060
_refine_ls_wR_factor_obs  0.054
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
  O(1) 0.6086(7) 0.3687 0.4588(4) 0.030(3) Uij ? ?
  O(2) 0.8095(6) 0.134(2) 0.4719(4) 0.030(3) Uij ? ?
  O(3) 0.7151(10) 0.372(2) 0.0487(5) 0.060(4) Uij ? ?
  O(4) 0.6194(7) -0.029(2) -0.2528(5) 0.044(4) Uij ? ?
  O(5) 0.7865(7) -0.344(2) -0.2230(5) 0.036(3) Uij ? ?
  N(1) 0.4857(8) -0.028(2) 0.3447(5) 0.025(4) Uij ? ?
  N(2) 0.7372(9) -0.040(2) -0.0241(5) 0.031(4) Uij ? ?
  N(3) 1.0382(9) 0.150(3) -0.3075(6) 0.053(5) Uij ? ?
  N(4) 0.1135(7) 0.122(2) 0.4261(5) 0.025(3) Uij ? ?
  C(1) 0.6880(10)
  0.182(3) 0.4321(7) 0.021(4) Uij ? ?
  C(2) 0.6420(9) -0.006(3) 0.3428(6) 0.021(4) Uij ? ?
  C(3) 0.6914(9) 0.134(3) 0.2436(6) 0.024(4) Uij ? ?
  C(4) 0.6420(10)
  -0.017(3) 0.1466(6) 0.032(4) Uij ? ?
  C(5) 0.7000(10)
  0.118(3) 0.0545(6) 0.028(5) Uij ? ?
  C(6) 0.7840(10)
  0.060(3) -0.1218(6) 0.022(4) Uij ? ?
  C(7) 0.7240(10)
  -0.116(3) -0.2074(6) 0.021(4) Uij ? ?
  C(8) 0.9480(10)
  0.061(3) -0.1228(7) 0.046(6) Uij ? ?
  C(9) 1.0000(10)
  0.116(3) -0.2243(8) 0.041(5) Uij ? ?
  H(1a) 0.4391 0.1800 0.3372 0.027 Uij ? ?
  H(1b) 0.4494 -0.1570 0.2820 0.027 Uij ? ?
  H(1c) 0.4528 -0.1178 0.4172 0.055 Uij ? ?
  H(2) 0.7309 -0.2678 -0.0133 0.038 Uij ? ?
  H(3a) 0.6496 0.3456 0.2419 0.029 Uij ? ?
  H(3b) 0.8066 0.1407 0.2442 0.029 Uij ? ?
  H(4a) 0.6776 -0.2295 0.1492 0.041 Uij ? ?
  H(4b) 0.5268 -0.0081 0.1418 0.030 Uij ? ?
  H(6) 0.7453 0.2728 -0.1304 0.038 Uij ? ?
  H(8a) 0.9866 0.2238 -0.0711 0.066 Uij ? ?
  H(8b) 0.9872 -0.1386 -0.0976 0.035 Uij ? ?
  H(9) 0.6900 -0.2094 0.3508 0.055 Uij ? ?
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
  O(1) 0.034(5) 0.031(4) 0.024(3) 0.005(4) 0.000(3) -0.011(4)
  O(2) 0.019(4) 0.036(4) 0.035(4) 0.002(5) -0.001(3) 0.003(4)
  O(3) 0.128(8) 0.023(4) 0.030(4) 0.000(6) 0.028(4) -0.008(4)
  O(4) 0.039(5) 0.036(4) 0.056(4) -0.002(5) -0.027(4) 0.001(4)
  O(5) 0.042(5) 0.028(4) 0.038(4) 0.012(5) 0.004(3) -0.004(4)
  N(1) 0.024(5) 0.029(5) 0.022(4) -0.004(5) 0.003(4) 0.001(4)
  N(2) 0.051(6) 0.012(4) 0.031(4) -0.011(5) 0.007(4) -0.003(4)
  N(3) 0.047(6) 0.049(6) 0.062(7) 0.009(7) 0.004(5) 0.005(7)
  N(4) 0.013(4) 0.034(5) 0.029(4) -0.005(5) 0.000(4) 0.001(4)
  C(1) 0.015(6) 0.025(6) 0.023(5) -0.009(5) -0.003(5) 0.008(5)
  C(2) 0.015(6) 0.025(5) 0.022(5) 0.000(5) 0.002(5) 0.000(5)
  C(3) 0.023(6) 0.023(5) 0.026(5) 0.000(6) 0.005(4) -0.004(5)
  C(4) 0.043(7) 0.035(6) 0.019(5) -0.007(7) 0.005(5) -0.003(5)
  C(5) 0.051(7) 0.015(5) 0.018(5) -0.001(6) 0.005(5) -0.002(4)
  C(6) 0.021(6) 0.024(6) 0.020(5) 0.002(5) -0.001(4) 0.000(4)
  C(7) 0.019(6) 0.027(6) 0.016(4) -0.015(6) 0.004(4) 0.005(5)
  C(8) 0.034(7) 0.070(10)
  0.031(5) -0.014(7) -0.010(5) -0.007(6)
  C(9) 0.040(7) 0.037(6) 0.047(6) 0.009(7) -0.004(6) -0.002(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
  O(1) C(1) ? ? 1.210(10)
  yes
  O(2) C(1) ? ? 1.266(9) yes
  O(3) C(5) ? ? 1.220(10)
  yes
  O(4) C(7) ? ? 1.210(10)
  yes
  O(5) C(7) ? ? 1.250(10)
  yes
  N(1) C(2) ? ? 1.470(10)
  yes
  N(1) H(1a) ? ? 1.0866 no
  N(1) H(1b) ? ? 1.0730 no
  N(1) H(1c) ? ? 1.0814 no
  N(2) C(5) ? ? 1.320(10)
  yes
  N(2) C(6) ? ? 1.430(10)
  yes
  N(2) H(2) ? ? 1.0953 no
  N(3) C(9) ? ? 1.150(10)
  yes
  C(1) C(2) ? ? 1.520(10)
  yes
  C(2) C(3) ? ? 1.520(10)
  yes
  C(2) H(9) ? ? 1.0740 no
  C(3) C(4) ? ? 1.520(10)
  yes
  C(3) H(3a) ? ? 1.0822 no
  C(3) H(3b) ? ? 1.0771 no
  C(4) C(5) ? ? 1.460(10)
  yes
  C(4) H(4a) ? ? 1.0648 no
  C(4) H(4b) ? ? 1.0832 no
  C(6) C(7) ? ? 1.500(10)
  yes
  C(6) C(8) ? ? 1.530(10)
  yes
  C(6) H(6) ? ? 1.0845 no
  C(8) C(9) ? ? 1.430(10)
  yes
  C(8) H(8a) ? ? 1.0853 no
  C(8) H(8b) ? ? 1.0715 no