#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012494.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_2012494
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o106
_journal_page_last  o107
_publ_section_title
;
1R,3S-Camphoramic acid
;
loop_
_publ_author_name
  'Nie, Jing-Jing'
  'Xu, Duan-Jun'
  'Hu, Zi-Qiang'
  'Xu, Yuan-Zhi'
  'Wu, Jing-Yun'
  'Chiang, Michael Y.'
_chemical_name_common  '1R,3S-camphoramic acid'
_chemical_formula_moiety  'C10 H17 N O3'
_chemical_formula_sum  'C10 H17 N O3'
_chemical_formula_weight  199.25
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
_cell_length_a  7.2389(14)
_cell_length_b  11.2125(14)
_cell_length_c  12.7427(15)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1034.3(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.280
_diffrn_ambient_temperature  298(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
  O1  .7153(3)  .3735(2)  .3314(2)  .0629(7) Uani d . 1 . . O
  O2  .5549(3)  .5188(2)  .4053(2)  .0669(7) Uani d . 1 . . O
  O3  .1559(3)  .17002(19)  .08352(15)  .0485(6) Uani d . 1 . . O
  N1  -.0873(3)  .2863(2)  .12091(19)  .0511(7) Uani d . 1 . . N
  C1  .3878(4)  .3439(3)  .3613(2)  .0401(7) Uani d . 1 . . C
  C2  .2788(4)  .3705(2)  .2576(2)  .0351(6) Uani d . 1 . . C
  C3  .1408(4)  .2621(2)  .2552(2)  .0351(6) Uani d . 1 . . C
  C4  .2409(4)  .1582(3)  .3096(2)  .0454(7) Uani d . 1 . . C
  C5  .4188(5)  .2083(3)  .3537(3)  .0525(8) Uani d . 1 . . C
  C6  .2757(5)  .3726(4)  .4585(3)  .0756(13) Uani d . 1 . . C
  C7  .5706(4)  .4107(3)  .3646(2)  .0443(7) Uani d . 1 . . C
  C8  .1753(5)  .4893(3)  .2575(3)  .0649(10) Uani d . 1 . . C
  C9  .4081(5)  .3698(3)  .1618(2)  .0493(7) Uani d . 1 . . C
  C10  .0711(4)  .2342(2)  .1460(2)  .0375(6) Uani d . 1 . . C
  H1A  -.1438  .2770  .0589  .080 Uiso d . 1 . . H
  H1B  -.1646  .3223  .1791  .080 Uiso d . 1 . . H
  H2  .6583  .5584  .3987  .080 Uiso d . 1 . . H
  H3  .0378  .2818  .3000  .080 Uiso d . 1 . . H
  H4A  .2504  .0915  .2615  .080 Uiso d . 1 . . H
  H4B  .1574  .1230  .3609  .080 Uiso d . 1 . . H
  H5A  .4207  .1750  .4206  .080 Uiso d . 1 . . H
  H5B  .5263  .1866  .3134  .080 Uiso d . 1 . . H
  H6A  .1596  .3306  .4561  .080 Uiso calc R 1 . . H
  H6B  .2512  .4572  .4610  .080 Uiso calc R 1 . . H
  H6C  .3423  .3495  .5201  .080 Uiso calc R 1 . . H
  H8A  .0934  .4921  .3165  .080 Uiso calc R 1 . . H
  H8B  .1054  .4963  .1937  .080 Uiso calc R 1 . . H
  H8C  .2626  .5535  .2619  .080 Uiso calc R 1 . . H
  H9A  .4749  .2959  .1598  .080 Uiso calc R 1 . . H
  H9B  .4933  .4350  .1669  .080 Uiso calc R 1 . . H
  H9C  .3361  .3779  .0988  .080 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
  O1  .0323(10)  .0637(14)  .0929(17)  -.0013(11)  .0059(12)  -.0131(14)
  O2  .0510(13)  .0675(15)  .0820(16)  -.0230(12)  .0156(13)  -.0343(13)
  O3  .0484(11)  .0553(12)  .0417(10)  .0141(11)  -.0063(10)  -.0066(10)
  N1  .0397(13)  .0625(16)  .0510(13)  .0125(13)  -.0121(12)  -.0035(13)
  C1  .0342(13)  .0493(15)  .0367(13)  -.0075(12)  .0035(12)  -.0034(12)
  C2  .0301(13)  .0330(13)  .0422(14)  .0016(12)  .0021(12)  .0010(12)
  C3  .0303(12)  .0384(14)  .0365(14)  -.0016(12)  .0002(11)  .0002(11)
  C4  .0513(17)  .0405(15)  .0444(15)  -.0063(14)  -.0131(14)  .0070(13)
  C5  .0489(17)  .0474(16)  .0612(18)  -.0065(15)  -.0175(16)  .0145(15)
  C6  .070(2)  .112(3)  .0449(16)  -.040(3)  .0247(18)  -.024(2)
  C7  .0396(15)  .0540(17)  .0392(14)  -.0097(15)  -.0002(13)  -.0052(14)
  C8  .0486(17)  .0371(16)  .109(3)  .0076(15)  .002(2)  -.0007(18)
  C9  .0506(17)  .0584(18)  .0390(13)  -.0108(16)  .0038(14)  .0042(14)
  C10  .0322(12)  .0389(13)  .0412(13)  .0013(12)  -.0027(12)  .0033(12)
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
  O1 C7 . 1.204(4) yes
  O2 C7 . 1.324(4) yes
  O2 H2 .  .874 ?
  O3 C10 . 1.236(3) yes
  N1 C10 . 1.326(4) yes
  N1 H1A .  .896 ?
  N1 H1B . 1.013 ?
  C1 C6 . 1.515(4) ?
  C1 C7 . 1.521(4) ?
  C1 C5 . 1.541(4) yes
  C1 C2 . 1.568(4) yes
  C2 C8 . 1.529(4) ?
  C2 C9 . 1.539(4) ?
  C2 C3 . 1.574(4) yes
  C3 C10 . 1.513(4) ?
  C3 C4 . 1.538(4) yes
  C3 H3 .  .965 ?
  C4 C5 . 1.513(4) yes
  C4 H4A .  .969 ?
  C4 H4B .  .974 ?
  C5 H5A .  .931 ?
  C5 H5B .  .963 ?
  C6 H6A .  .96 ?
  C6 H6B .  .96 ?
  C6 H6C .  .96 ?
  C8 H8A .  .96 ?
  C8 H8B .  .96 ?
  C8 H8C .  .96 ?
  C9 H9A .  .96 ?
  C9 H9B .  .96 ?
  C9 H9C .  .96 ?