#------------------------------------------------------------------------------
#$Date: 2008-11-20 21:58:43 +0200 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008072.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_2008072
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  84
_journal_page_last  87
_publ_section_title
;
Hydrogen bonding in [(1R*,7aS*)-hexahydro-5-oxo-1H-pyrrolizinyl]acetic acid
;
loop_
_publ_author_name
  'Gerkin, Roger E.'
_chemical_name_common
;
(1R*,7aS*)-hexahydro-7-carboxymethyl-3H-pyrrolizidin-3-one
;
_chemical_formula_moiety  'C9 H13 N O3 '
_chemical_formula_sum  'C9 H13 N O3'
_chemical_formula_weight  183.21
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x, -y, -z'
_cell_length_a  7.1459(10)
_cell_length_b  7.5905(9)
_cell_length_c  8.8515(8)
_cell_angle_alpha  82.682(9)
_cell_angle_beta  77.437(9)
_cell_angle_gamma  68.864(10)
_cell_volume  436.47(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.394
_diffrn_ambient_temperature  296
_refine_ls_wR_factor_obs  0.095
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_calc_attached_atom
  O1 1.0039(2) -0.1943(2) 0.43150(10)
  0.0486(3) Uij ? ?
  O2 1.0506(2) -0.1369(2) 0.17840(10)
  0.0689(4) Uij ? ?
  O3 0.40670(10)
  0.67060(10)
  0.38700(10)
  0.0437(3) Uij ? ?
  N1 0.49510(10)
  0.42100(10)
  0.23340(10)
  0.0315(3) Uij ? ?
  C1 0.6409(2) 0.1003(2) 0.1798(2) 0.0348(3) Uij ? ?
  C2 0.4061(2) 0.1634(2) 0.1987(2) 0.0463(4) Uij ? ?
  C3 0.3215(2) 0.3551(2) 0.2720(2) 0.0426(4) Uij ? ?
  C5 0.5317(2) 0.5510(2) 0.29740(10)
  0.0321(3) Uij ? ?
  C6 0.7539(2) 0.5290(2) 0.2410(2) 0.0420(4) Uij ? ?
  C7 0.8518(2) 0.3315(2) 0.1781(2) 0.0407(4) Uij ? ?
  C7a 0.6740(2) 0.2904(2) 0.13800(10)
  0.0326(3) Uij ? ?
  C8 0.7149(2) -0.0012(2) 0.3267(2) 0.0344(3) Uij ? ?
  C9 0.9398(2) -0.1147(2) 0.30210(10)
  0.0345(3) Uij ? ?
  H1 0.709(2) 0.015(2) 0.094(2) 0.041(4) Uiso ? ?
  H2A 0.374(3) 0.180(2) 0.094(2) 0.062(5) Uiso ? ?
  H2B 0.348(3) 0.073(2) 0.262(2) 0.063(5) Uiso ? ?
  H3A 0.205(2) 0.446(2) 0.232(2) 0.049(4) Uiso ? ?
  H3B 0.283(3) 0.346(2) 0.384(2) 0.053(4) Uiso ? ?
  H6A 0.759(3) 0.631(2) 0.154(2) 0.065(5) Uiso ? ?
  H6B 0.813(3) 0.547(2) 0.325(2) 0.060(5) Uiso ? ?
  H7AA 0.957(3) 0.320(2) 0.090(2) 0.057(5) Uiso ? ?
  H7B 0.907(2) 0.239(2) 0.264(2) 0.050(4) Uiso ? ?
  H7a 0.666(2) 0.324(2) 0.029(2) 0.039(4) Uiso ? ?
  H8B 0.647(2) -0.090(2) 0.368(2) 0.053(4) Uiso ? ?
  H8A 0.686(2) 0.082(2) 0.407(2) 0.042(4) Uiso ? ?
  H9 1.148(3) -0.243(3) 0.410(2) 0.087(7) 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
  O1 0.0361(5) 0.0591(6) 0.0390(6) -0.0046(5) -0.0052(4) 0.0002(5)
  O2 0.0456(6) 0.0861(9) 0.0365(6) 0.0144(6) 0.0064(5) -0.0019(6)
  O3 0.0369(5) 0.0351(5) 0.0531(6) 0.0002(4) -0.0097(4) -0.0158(4)
  N1 0.0244(5) 0.0308(5) 0.0370(6) -0.0063(4) -0.0038(4) -0.0060(4)
  C1 0.0328(6) 0.0321(7) 0.0391(7) -0.0073(5) -0.0070(5) -0.0114(5)
  C2 0.0355(7) 0.0441(8) 0.0660(10)
  -0.0142(6) -0.0170(7) -0.0121(7)
  C3 0.0264(7) 0.0423(8) 0.0599(10) -0.0120(6) -0.0056(6) -0.0088(7)
  C5 0.0310(6) 0.0257(6) 0.0368(7) -0.0047(5) -0.0096(5) -0.0005(5)
  C6 0.0351(7) 0.0383(8) 0.0543(9) -0.0152(6) -0.0057(6) -0.0044(7)
  C7 0.0276(7) 0.0410(8) 0.0517(9) -0.0124(6) 0.0007(6) -0.0078(7)
  C7a 0.0290(6) 0.0339(6) 0.0301(6) -0.0060(5) -0.0018(5) -0.0051(5)
  C8 0.0321(7) 0.0286(6) 0.0370(7) -0.0060(5) 0.0006(5) -0.0068(5)
  C9 0.0356(7) 0.0282(6) 0.0350(7) -0.0067(5) -0.0024(5) -0.0047(5)
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
  O1 C9 ? ? 1.320(2) yes
  O1 H9 ? ? 0.94(2) no
  O2 C9 ? ? 1.195(2) yes
  O3 C5 ? ? 1.242(2) yes
  N1 C3 ? ? 1.459(2) yes
  N1 C5 ? ? 1.325(2) yes
  N1 C7a ? ? 1.469(2) yes
  C1 C2 ? ? 1.546(2) no
  C1 C7a ? ? 1.532(2) no
  C1 C8 ? ? 1.521(2) no
  C1 H1 ? ? 0.980(10)
  no
  C2 C3 ? ? 1.529(2) no
  C2 H2A ? ? 0.99(2) no
  C2 H2B ? ? 0.99(2) no
  C3 H3A ? ? 0.97(2) no
  C3 H3B ? ? 0.97(2) no
  C5 C6 ? ? 1.512(2) no
  C6 C7 ? ? 1.528(2) no
  C6 H6A ? ? 1.02(2) no
  C6 H6B ? ? 0.97(2) no
  C7 C7a ? ? 1.533(2) no
  C7 H7AA ? ? 0.95(2) no
  C7 H7B ? ? 1.01(2) no
  C7a H7a ? ? 0.980(10)
  no
  C8 C9 ? ? 1.506(2) no
  C8 H8B ? ? 0.96(2) no
  C8 H8A ? ? 0.95(2) no