#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200537.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_2200537
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o788
_journal_page_last  o789
_publ_section_title
;
Racemic 6-exo-hydroxybicyclo[2.2.1]heptane-2-exo-carboxylic acid
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/a'
loop_
_publ_author_name
  'Smith, Graham'
  'Bott, Raymond C.'
  'Jenkins, Ian D.'
  'Wermuth, Urs D.'
_chemical_name_common
;
Racemic 6-exo-hydroxybicyclo[2.2.1]heptane-2-exo-carboxylic acid
;
_chemical_formula_moiety  'C8 H12 O3'
_chemical_formula_sum  'C8 H12 O3'
_chemical_formula_iupac  'C8 H12 O3'
_chemical_formula_weight  156.18
_chemical_melting_point  '434--435 K'
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z'
_cell_length_a  11.821(2)
_cell_length_b  10.7618(18)
_cell_length_c  6.3146(11)
_cell_angle_alpha  90
_cell_angle_beta  101.860(14)
_cell_angle_gamma  90
_cell_volume  786.2(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  295(2)
_exptl_crystal_density_diffrn  1.320
_diffrn_ambient_temperature  295(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_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
  O6  .05140(11)  .20706(13)  .0912(2)  .0482(4) Uani 1.000 O
  O211  .39684(14)  .48698(13)  .6884(2)  .0665(5) Uani 1.000 O
  O212  .42875(16)  .28610(14)  .6870(3)  .0725(5) Uani 1.000 O
  C1  .20068(13)  .32132(14)  .3489(2)  .0347(4) Uani 1.000 C
  C2  .32589(14)  .37061(15)  .3625(3)  .0378(5) Uani 1.000 C
  C3  .30626(17)  .49228(18)  .2292(3)  .0482(6) Uani 1.000 C
  C4  .17567(16)  .49212(16)  .1404(3)  .0479(6) Uani 1.000 C
  C5  .14741(17)  .3864(2)  -.0220(3)  .0503(6) Uani 1.000 C
  C6  .16179(14)  .26883(16)  .1199(3)  .0392(5) Uani 1.000 C
  C7  .13049(16)  .44147(17)  .3333(3)  .0463(6) Uani 1.000 C
  C21  .38711(13)  .38930(16)  .5946(3)  .0415(5) Uani 1.000 C
  H1  .1935(15)  .2647(17)  .461(3)  .040(5) Uiso 1.000 H
  H2  .3715(17)  .3094(18)  .301(3)  .048(5) Uiso 1.000 H
  H4  .144(2)  .577(2)  .081(4)  .068(6) Uiso 1.000 H
  H6  .059(2)  .140(2)  .159(4)  .066(7) Uiso 1.000 H
  H31  .3284(19)  .564(2)  .328(4)  .062(6) Uiso 1.000 H
  H32  .3488(19)  .494(2)  .114(4)  .062(6) Uiso 1.000 H
  H51  .068(2)  .3914(19)  -.105(4)  .067(6) Uiso 1.000 H
  H52  .200(2)  .3834(19)  -.123(4)  .068(7) Uiso 1.000 H
  H61  .2205(17)  .2087(17)  .087(3)  .043(5) Uiso 1.000 H
  H71  .0479(18)  .4247(18)  .305(3)  .048(5) Uiso 1.000 H
  H72  .1523(17)  .4918(18)  .462(4)  .054(6) Uiso 1.000 H
  H212  .464(3)  .299(3)  .826(5)  .095(9) Uiso 1.000 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
  O6  .0447(7)  .0445(7)  .0461(7)  -.0082(6)  -.0123(5)  .0026(6)
  O211  .0797(11)  .0528(8)  .0564(9)  .0017(7)  -.0109(7)  -.0170(7)
  O212  .0922(12)  .0495(8)  .0545(8)  .0039(8)  -.0343(8)  .0018(7)
  C1  .0381(8)  .0324(8)  .0303(7)  -.0010(6)  -.0005(6)  .0029(6)
  C2  .0330(8)  .0391(9)  .0379(8)  .0013(7)  -.0003(6)  .0001(7)
  C3  .0461(10)  .0453(10)  .0491(10)  -.0076(8)  .0002(8)  .0101(8)
  C4  .0457(10)  .0373(9)  .0560(11)  .0029(7)  -.0004(8)  .0145(8)
  C5  .0472(10)  .0627(12)  .0361(8)  -.0044(9)  -.0032(7)  .0119(8)
  C6  .0355(8)  .0433(9)  .0340(8)  .0015(7)  -.0039(6)  -.0034(7)
  C7  .0424(10)  .0421(10)  .0535(10)  .0058(8)  .0077(8)  -.0027(8)
  C21  .0338(8)  .0415(9)  .0438(9)  -.0032(7)  -.0044(6)  -.0005(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
  O6 C6 . . 1.442(2) no
  O6 H6 . .  .83(2) no
  O211 C21 . . 1.200(2) no
  O212 C21 . . 1.303(2) no
  O212 H212 . .  .90(3) no
  C1 C6 . . 1.532(2) no
  C1 C2 . . 1.558(2) no
  C1 C7 . . 1.529(2) no
  C2 C21 . . 1.509(3) no
  C2 C3 . . 1.548(3) no
  C3 C4 . . 1.530(3) no
  C4 C5 . . 1.522(3) no
  C4 C7 . . 1.528(3) no
  C5 C6 . . 1.540(3) no
  C1 H1 . .  .951(18) no
  C2 H2 . .  .98(2) no
  C3 H31 . .  .99(2) no
  C3 H32 . .  .97(2) no
  C4 H4 . . 1.03(2) no
  C5 H51 . .  .98(2) no
  C5 H52 . .  .98(2) no
  C6 H61 . . 1.00(2) no
  C7 H71 . .  .97(2) no
  C7 H72 . .  .97(2) no
_cod_database_code 2200537