#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200385.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_2200385
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o798
_journal_page_last  o799
_publ_section_title
;
Cyclo(analine-4-hydroxyproline)
;
loop_
_publ_author_name
  'Pavkovic, Stephen F.'
  'Zerkowski, Jonathan A.'
  'Zeng, Qi'
_chemical_name_common  'cyclo(analine-4-hydroxyproline)'
_chemical_formula_moiety  'C8 H12 N2 O3'
_chemical_formula_sum  'C8 H12 N2 O3'
_chemical_formula_iupac  'C8 H12 N2 O3'
_chemical_formula_weight  184.20
_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  8.626(2)
_cell_length_b  9.924(3)
_cell_length_c  5.1790(10)
_cell_angle_alpha  90.00
_cell_angle_beta  103.719(9)
_cell_angle_gamma  90.00
_cell_volume  430.70(18)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.420
_diffrn_ambient_temperature  21(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  .2467(3)  .6102(3)  .3226(5)  .0347(6) Uani d . 1 . . C
  C2  -.0077(3)  .4887(3)  .2753(5)  .0342(6) Uani d . 1 . . C
  H2  -.0731  .5261  .1098  .041 Uiso calc R 1 . . H
  C3  .0726(3)  .3612(3)  .2082(5)  .0325(6) Uani d . 1 . . C
  C4  .2801(3)  .5138(3)  .1155(5)  .0325(6) Uani d . 1 . . C
  H4  .2393  .5525  -.0617  .039 Uiso calc R 1 . . H
  C5  .4557(4)  .4786(3)  .1508(6)  .0408(7) Uani d . 1 . . C
  H5A  .5094  .4739  .3377  .049 Uiso calc R 1 . . H
  H5B  .5092  .5449  .0648  .049 Uiso calc R 1 . . H
  C6  .4536(3)  .3413(3)  .0187(6)  .0390(7) Uani d . 1 . . C
  H6  .5517  .2911  .0942  .047 Uiso calc R 1 . . H
  C7  .3088(4)  .2714(3)  .0811(7)  .0444(7) Uani d . 1 . . C
  H7A  .2542  .2162  -.0674  .053 Uiso calc R 1 . . H
  H7B  .3406  .2149  .2375  .053 Uiso calc R 1 . . H
  C8  -.1152(4)  .4593(3)  .4595(8)  .0524(8) Uani d . 1 . . C
  H8A  -.1638  .5415  .4984  .079 Uiso calc R 1 . . H
  H8B  -.0534  .4209  .6216  .079 Uiso calc R 1 . . H
  H8C  -.1966  .3969  .3758  .079 Uiso calc R 1 . . H
  N1  .1110(3)  .5890(2)  .3947(4)  .0350(5) Uani d . 1 . . N
  H1  .0918  .6379  .5206  .042 Uiso calc R 1 . . H
  N2  .2062(3)  .3816(2)  .1281(4)  .0342(5) Uani d . 1 . . N
  O1  .3407(3)  .7007(2)  .4120(4)  .0514(6) Uani d . 1 . . O
  O2  .0168(2)  .24882(19)  .2236(4)  .0466(6) Uani d . 1 . . O
  O3  .4307(3)  .3558(3)  -.2594(4)  .0625(7) Uani d . 1 . . O
  H3  .4828  .2984  -.3154  .075 Uiso calc R 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  .0388(15)  .0284(13)  .0396(15)  .0003(11)  .0148(11)  .0010(11)
  C2  .0323(14)  .0318(14)  .0383(14)  .0023(11)  .0076(11)  -.0003(11)
  C3  .0348(14)  .0324(14)  .0303(13)  -.0034(11)  .0076(10)  -.0002(11)
  C4  .0400(14)  .0284(12)  .0324(13)  .0000(11)  .0149(11)  .0017(11)
  C5  .0385(15)  .0388(15)  .0511(16)  -.0005(12)  .0225(13)  .0014(13)
  C6  .0381(15)  .0413(16)  .0395(15)  .0094(12)  .0130(12)  .0044(12)
  C7  .0502(16)  .0330(15)  .0531(19)  .0011(13)  .0188(14)  -.0092(13)
  C8  .0410(16)  .0476(17)  .077(2)  -.0074(14)  .0311(16)  -.0152(17)
  N1  .0391(13)  .0283(12)  .0417(13)  -.0034(10)  .0179(10)  -.0077(9)
  N2  .0375(12)  .0265(11)  .0412(13)  -.0003(10)  .0142(9)  -.0061(10)
  O1  .0528(13)  .0426(12)  .0674(16)  -.0181(10)  .0313(11)  -.0189(11)
  O2  .0511(12)  .0339(11)  .0607(15)  -.0104(9)  .0249(11)  -.0040(9)
  O3  .0801(17)  .0728(17)  .0421(12)  .0356(13)  .0295(11)  .0071(11)
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 O1 . 1.225(3) no
  C1 N1 . 1.327(3) no
  C1 C4 . 1.515(3) no
  C2 N1 . 1.456(3) no
  C2 C8 . 1.508(4) no
  C2 C3 . 1.522(4) no
  C2 H2 .  .9800 no
  C3 O2 . 1.225(3) no
  C3 N2 . 1.330(3) no
  C4 N2 . 1.467(3) no
  C4 C5 . 1.523(4) no
  C4 H4 .  .9800 no
  C5 C6 . 1.523(4) no
  C5 H5A .  .9700 no
  C5 H5B .  .9700 no
  C6 O3 . 1.414(4) no
  C6 C7 . 1.529(4) no
  C6 H6 .  .9800 no
  C7 N2 . 1.463(4) no
  C7 H7A .  .9700 no
  C7 H7B .  .9700 no
  C8 H8A .  .9600 no
  C8 H8B .  .9600 no
  C8 H8C .  .9600 no
  N1 H1 .  .8600 no
  O3 H3 .  .8200 no