#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012377.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_2012377
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1415
_journal_page_last  1417
_publ_section_title
;
Full stereochemical understanding in a new (2R,3R,4R)-4-hydroxyisoleucine
synthesis
;
loop_
_publ_author_name
  'Rolland, Marc'
  'Kassem, Tarek'
  "Rolland, Val\'erie"
  'Martinez, Jean'
_chemical_formula_moiety  'C16 H21 N O3'
_chemical_formula_sum  'C16 H21 N O3'
_chemical_formula_iupac  'C16 H21 N O3'
_chemical_formula_weight  275.34
_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  8.4160(3)
_cell_length_b  12.3127(5)
_cell_length_c  14.7039(4)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1523.72(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.200
_diffrn_ambient_temperature  293(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  -.0355(2)  .61400(17)  .53152(14)  .0809(6) Uani d . 1 . . O
  O2  .1157(2)  .54369(11)  .71948(10)  .0560(4) Uani d . 1 . . O
  O3  .16674(16)  .36925(9)  .73540(8)  .0442(3) Uani d . 1 . . O
  N1  .3561(2)  .37272(13)  .58021(11)  .0495(4) Uani d . 1 . . N
  C1  .1678(2)  .46121(14)  .68663(12)  .0408(4) Uani d . 1 . . C
  C2  .2433(2)  .45510(15)  .59522(12)  .0427(4) Uani d . 1 . . C
  C3  .2174(3)  .53378(16)  .53378(13)  .0489(5) Uani d . 1 . . C
  C4  .1034(3)  .62506(17)  .54936(14)  .0530(5) Uani d . 1 . . C
  C5  .1713(4)  .73112(18)  .5795(2)  .0805(8) Uani d . 1 . . C
  C6  .2937(4)  .5352(2)  .44169(17)  .0825(9) Uani d . 1 . . C
  C7  .1963(2)  .26619(14)  .68705(12)  .0384(4) Uani d . 1 . . C
  C8  .3392(2)  .28487(15)  .62532(13)  .0445(4) Uani d . 1 . . C
  C9  .4713(3)  .2018(2)  .62734(18)  .0622(6) Uani d . 1 . . C
  C10  .4679(3)  .1384(2)  .71647(18)  .0621(6) Uani d . 1 . . C
  C11  .4121(3)  .2148(2)  .79336(16)  .0607(6) Uani d . 1 . . C
  C12  .2411(2)  .18707(15)  .76226(14)  .0463(4) Uani d . 1 . . C
  C13  .3078(3)  .07631(17)  .72646(17)  .0586(5) Uani d . 1 . . C
  C14  .2422(4)  .0191(2)  .6446(2)  .0829(8) Uani d . 1 . . C
  C15  .3131(4)  -.0056(2)  .8054(2)  .0939(10) Uani d . 1 . . C
  C16  .0437(3)  .24001(18)  .63723(16)  .0539(5) Uani d . 1 . . C
  H5A  .0874  .7835  .5856  .121 Uiso calc R 1 . . H
  H5B  .2467  .7562  .5353  .121 Uiso calc R 1 . . H
  H5C  .2235  .7219  .6371  .121 Uiso calc R 1 . . H
  H6A  .3272  .6077  .4275  .124 Uiso calc R 1 . . H
  H6B  .2187  .5109  .3969  .124 Uiso calc R 1 . . H
  H6C  .3843  .4878  .4417  .124 Uiso calc R 1 . . H
  H9A  .5730  .2381  .6210  .075 Uiso calc R 1 . . H
  H9B  .4592  .1521  .5767  .075 Uiso calc R 1 . . H
  H10  .5636  .0958  .7298  .074 Uiso calc R 1 . . H
  H11A  .4416  .2903  .7849  .073 Uiso calc R 1 . . H
  H11B  .4380  .1897  .8541  .073 Uiso calc R 1 . . H
  H12  .1632  .1809  .8115  .056 Uiso calc R 1 . . H
  H14A  .3052  -.0441  .6319  .124 Uiso calc R 1 . . H
  H14B  .2449  .0672  .5932  .124 Uiso calc R 1 . . H
  H14C  .1345  -.0023  .6563  .124 Uiso calc R 1 . . H
  H15A  .2071  -.0286  .8198  .141 Uiso calc R 1 . . H
  H15B  .3601  .0281  .8577  .141 Uiso calc R 1 . . H
  H15C  .3754  -.0674  .7879  .141 Uiso calc R 1 . . H
  H16A  -.0371  .2208  .6804  .081 Uiso calc R 1 . . H
  H16B  .0614  .1802  .5966  .081 Uiso calc R 1 . . H
  H16C  .0100  .3024  .6031  .081 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  .0615(10)  .0981(14)  .0831(12)  .0083(10)  -.0161(9)  .0013(11)
  O2  .0765(10)  .0421(7)  .0492(7)  .0106(7)  .0077(7)  -.0055(6)
  O3  .0580(7)  .0392(6)  .0354(6)  .0053(6)  .0070(6)  -.0019(5)
  N1  .0530(9)  .0465(9)  .0490(8)  .0020(8)  .0135(7)  -.0002(7)
  C1  .0470(9)  .0372(8)  .0384(8)  .0024(8)  .0011(8)  -.0030(7)
  C2  .0467(9)  .0405(9)  .0411(9)  -.0024(8)  .0056(8)  -.0018(8)
  C3  .0554(12)  .0461(10)  .0452(10)  -.0052(9)  .0075(9)  .0043(8)
  C4  .0584(12)  .0536(11)  .0471(10)  .0000(10)  .0012(9)  .0117(10)
  C5  .0801(17)  .0432(11)  .118(2)  -.0022(13)  .0139(18)  .0081(13)
  C6  .105(2)  .0812(17)  .0609(13)  .0109(17)  .0342(15)  .0196(13)
  C7  .0415(9)  .0353(8)  .0385(8)  .0018(7)  .0009(7)  -.0034(7)
  C8  .0458(10)  .0448(9)  .0428(9)  .0029(9)  .0066(8)  -.0055(8)
  C9  .0535(11)  .0584(12)  .0748(15)  .0131(11)  .0189(11)  .0003(12)
  C10  .0479(11)  .0607(12)  .0775(14)  .0160(10)  .0005(10)  .0075(12)
  C11  .0539(12)  .0691(14)  .0589(12)  .0057(11)  -.0118(10)  .0043(12)
  C12  .0463(9)  .0454(10)  .0473(10)  .0047(8)  .0018(9)  .0069(8)
  C13  .0546(11)  .0430(10)  .0783(14)  .0118(9)  .0050(12)  .0065(10)
  C14  .0798(16)  .0510(13)  .118(2)  .0071(13)  .0027(18)  -.0262(14)
  C15  .0873(19)  .0661(15)  .128(3)  .0293(16)  .016(2)  .0414(17)
  C16  .0510(11)  .0519(11)  .0589(12)  -.0025(10)  -.0103(10)  .0019(10)
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 C4 . 1.205(3) yes
  O2 C1 . 1.207(2) yes
  O3 C1 . 1.340(2) yes
  O3 C7 . 1.476(2) yes
  N1 C8 . 1.277(2) yes
  N1 C2 . 1.407(2) yes
  C1 C2 . 1.488(2) yes
  C2 C3 . 1.342(3) yes
  C3 C4 . 1.495(3) yes
  C3 C6 . 1.499(3) yes
  C4 C5 . 1.493(3) yes
  C7 C8 . 1.524(3) yes
  C8 C9 . 1.511(3) no
  C9 C10 . 1.526(4) no
  C7 C16 . 1.513(3) no
  C7 C12 . 1.521(3) no
  C10 C11 . 1.544(3) no
  C10 C13 . 1.556(3) no
  C11 C12 . 1.547(3) no
  C12 C13 . 1.566(3) no
  C13 C14 . 1.500(4) no
  C13 C15 . 1.538(3) no
  C5 H5A .  .9600 no
  C5 H5B .  .9600 no
  C5 H5C .  .9600 no
  C6 H6A .  .9600 no
  C6 H6B .  .9600 no
  C6 H6C .  .9600 no
  C10 H10 .  .9800 no
  C9 H9A .  .9700 no
  C9 H9B .  .9700 no
  C11 H11A .  .9700 no
  C11 H11B .  .9700 no
  C12 H12 .  .9800 no
  C14 H14A .  .9600 no
  C14 H14B .  .9600 no
  C14 H14C .  .9600 no
  C15 H15A .  .9600 no
  C15 H15B .  .9600 no
  C15 H15C .  .9600 no
  C16 H16A .  .9600 no
  C16 H16B .  .9600 no
  C16 H16C .  .9600 no