#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014373.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_2014373
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o101
_journal_page_last  o103
_publ_section_title
;\
The absolute configuration of (2<i>S</i>,4<i>S</i>)- and
(2<i>R</i>,4<i>R</i>)-2-<i>tert</i>-butyl-4-methyl-3-(4-tolylsulfonyl)-1,3-\
oxazolidine-4-carbaldehyde
;
loop_
_publ_author_name
  'Flock, Susanne'
  'Bruhn, Clemens'
  'Fink, Heinrich'
  'Frauenrath, Herbert'
_chemical_formula_moiety  'C16 H23 N O4 S'
_chemical_formula_sum  'C16 H23 N O4 S'
_chemical_formula_iupac  'C16 H23 N O4 S'
_chemical_formula_weight  325.41
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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  8.5276(6)
_cell_length_b  11.3090(11)
_cell_length_c  17.0624(12)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1645.5(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.314
_diffrn_ambient_temperature  100(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
  S1 0.51561(3) 0.57476(3) 0.65858(2) 0.02166(9) Uani d . 1 . . S
  O3 0.47337(11) 0.54408(8) 0.73763(6) 0.0270(2) Uani d . 1 . . O
  O4 0.39856(11) 0.62247(8) 0.60672(6) 0.0271(2) Uani d . 1 . . O
  N1 0.65852(12) 0.67247(9) 0.66014(7) 0.0218(2) Uani d . 1 . . N
  O1 0.76996(11) 0.81849(8) 0.73488(6) 0.0245(2) Uani d . 1 . . O
  O2 0.41727(13) 0.90936(9) 0.58459(7) 0.0332(2) Uani d . 1 . . O
  C1 0.75211(15) 0.69330(11) 0.73329(9) 0.0224(3) Uani d . 1 . . C
  H1 0.6865 0.6695 0.7792 0.027 Uiso calc R 1 . . H
  C2 0.76053(15) 0.86252(11) 0.65705(9) 0.0252(3) Uani d . 1 . . C
  H2A 0.8636 0.8566 0.6307 0.030 Uiso calc R 1 . . H
  H2B 0.7271 0.9464 0.6571 0.030 Uiso calc R 1 . . H
  C3 0.63822(15) 0.78496(11) 0.61500(8) 0.0227(3) Uani d . 1 . . C
  C4 0.47745(15) 0.84202(11) 0.63007(8) 0.0248(3) Uani d . 1 . . C
  H4 0.4235 0.8233 0.6772 0.030 Uiso calc R 1 . . H
  C5 0.67219(18) 0.77260(12) 0.52791(9) 0.0281(3) Uani d . 1 . . C
  H5A 0.7747 0.7350 0.5207 0.042 Uiso calc R 1 . . H
  H5B 0.6729 0.8510 0.5035 0.042 Uiso calc R 1 . . H
  H5C 0.5909 0.7238 0.5034 0.042 Uiso calc R 1 . . H
  C6 0.91019(15) 0.62651(12) 0.73831(9) 0.0251(3) Uani d . 1 . . C
  C7 1.01240(17) 0.64353(15) 0.66608(10) 0.0364(3) Uani d . 1 . . C
  H7A 1.1053 0.5928 0.6700 0.055 Uiso calc R 1 . . H
  H7B 1.0452 0.7264 0.6626 0.055 Uiso calc R 1 . . H
  H7C 0.9526 0.6223 0.6191 0.055 Uiso calc R 1 . . H
  C8 0.87645(17) 0.49493(13) 0.75057(10) 0.0339(3) Uani d . 1 . . C
  H8A 0.8264 0.4625 0.7035 0.051 Uiso calc R 1 . . H
  H8B 0.8063 0.4850 0.7956 0.051 Uiso calc R 1 . . H
  H8C 0.9750 0.4530 0.7604 0.051 Uiso calc R 1 . . H
  C9 0.99659(18) 0.67302(12) 0.81105(9) 0.0323(3) Uani d . 1 . . C
  H9A 1.0972 0.6319 0.8164 0.048 Uiso calc R 1 . . H
  H9B 0.9325 0.6587 0.8578 0.048 Uiso calc R 1 . . H
  H9C 1.0152 0.7581 0.8053 0.048 Uiso calc R 1 . . H
  C10 0.59033(14) 0.44626(11) 0.61332(8) 0.0229(3) Uani d . 1 . . C
  C11 0.54186(14) 0.33703(11) 0.64256(8) 0.0238(3) Uani d . 1 . . C
  H11 0.4788 0.3328 0.6884 0.029 Uiso calc R 1 . . H
  C12 0.58704(17) 0.23422(12) 0.60377(9) 0.0264(3) Uani d . 1 . . C
  H12 0.5540 0.1597 0.6235 0.032 Uiso calc R 1 . . H
  C13 0.67928(17) 0.23852(12) 0.53689(9) 0.0275(3) Uani d . 1 . . C
  C14 0.72945(17) 0.34922(13) 0.50939(9) 0.0288(3) Uani d . 1 . . C
  H14 0.7952 0.3532 0.4645 0.035 Uiso calc R 1 . . H
  C15 0.68467(16) 0.45310(12) 0.54663(9) 0.0256(3) Uani d . 1 . . C
  H15 0.7178 0.5277 0.5270 0.031 Uiso calc R 1 . . H
  C16 0.7249(2) 0.12631(13) 0.49486(11) 0.0380(4) Uani d . 1 . . C
  H16A 0.8294 0.1014 0.5122 0.057 Uiso calc R 1 . . H
  H16B 0.7264 0.1406 0.4382 0.057 Uiso calc R 1 . . H
  H16C 0.6487 0.0641 0.5069 0.057 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
  S1 0.01631(13) 0.02281(14) 0.02588(17) -0.00114(10) 0.00100(11) -0.00086(11)
  O3 0.0255(5) 0.0272(4) 0.0284(5) -0.0037(4) 0.0052(4) -0.0007(4)
  O4 0.0173(4) 0.0290(5) 0.0349(6) -0.0005(4) -0.0041(4) -0.0012(4)
  N1 0.0182(5) 0.0218(5) 0.0255(6) -0.0007(4) -0.0007(4) 0.0011(4)
  O1 0.0231(4) 0.0219(4) 0.0283(5) -0.0003(3) -0.0033(4) -0.0010(3)
  O2 0.0301(5) 0.0311(5) 0.0383(6) 0.0064(4) -0.0073(4) 0.0023(4)
  C1 0.0184(5) 0.0227(6) 0.0262(7) -0.0010(5) -0.0012(5) -0.0005(5)
  C2 0.0222(5) 0.0241(6) 0.0294(7) -0.0012(5) -0.0026(5) 0.0025(5)
  C3 0.0211(6) 0.0210(6) 0.0260(7) 0.0006(5) -0.0004(5) 0.0016(5)
  C4 0.0213(6) 0.0239(5) 0.0291(7) 0.0001(5) -0.0027(5) -0.0020(5)
  C5 0.0301(7) 0.0276(7) 0.0266(8) 0.0008(5) 0.0030(6) 0.0017(5)
  C6 0.0173(6) 0.0282(6) 0.0298(8) 0.0008(5) -0.0024(5) 0.0011(5)
  C7 0.0209(6) 0.0479(8) 0.0404(9) 0.0074(6) 0.0036(6) 0.0018(6)
  C8 0.0264(7) 0.0269(7) 0.0484(10) 0.0040(5) -0.0110(6) -0.0002(6)
  C9 0.0270(7) 0.0313(6) 0.0387(8) 0.0004(6) -0.0110(6) 0.0014(6)
  C10 0.0184(5) 0.0242(6) 0.0261(7) -0.0019(5) -0.0011(5) -0.0013(5)
  C11 0.0210(6) 0.0257(6) 0.0248(7) -0.0025(4) -0.0002(5) 0.0008(5)
  C12 0.0240(6) 0.0239(6) 0.0315(8) -0.0007(5) 0.0005(5) 0.0017(5)
  C13 0.0241(6) 0.0261(6) 0.0324(8) 0.0017(5) 0.0005(6) -0.0018(6)
  C14 0.0269(7) 0.0295(7) 0.0299(8) -0.0004(5) 0.0069(6) 0.0008(5)
  C15 0.0230(6) 0.0254(6) 0.0285(7) -0.0023(5) 0.0026(5) 0.0012(5)
  C16 0.0435(9) 0.0267(7) 0.0439(10) 0.0009(6) 0.0111(7) -0.0034(6)
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
  S1 O3 . 1.4385(11) ?
  S1 O4 . 1.4390(10) ?
  S1 N1 . 1.6452(11) ?
  S1 C10 . 1.7648(13) ?
  N1 C3 . 1.4971(16) ?
  N1 C1 . 1.5001(17) ?
  O1 C2 . 1.4205(18) ?
  O1 C1 . 1.4242(15) ?
  O2 C4 . 1.2024(17) ?
  C1 C6 . 1.5476(17) ?
  C1 H1 . 1.0000 ?
  C2 C3 . 1.5402(18) ?
  C2 H2A . 0.9900 ?
  C2 H2B . 0.9900 ?
  C3 C5 . 1.520(2) ?
  C3 C4 . 1.5369(17) ?
  C4 H4 . 0.9500 ?
  C5 H5A . 0.9800 ?
  C5 H5B . 0.9800 ?
  C5 H5C . 0.9800 ?
  C6 C7 . 1.522(2) ?
  C6 C8 . 1.530(2) ?
  C6 C9 . 1.536(2) ?
  C7 H7A . 0.9800 ?
  C7 H7B . 0.9800 ?
  C7 H7C . 0.9800 ?
  C8 H8A . 0.9800 ?
  C8 H8B . 0.9800 ?
  C8 H8C . 0.9800 ?
  C9 H9A . 0.9800 ?
  C9 H9B . 0.9800 ?
  C9 H9C . 0.9800 ?
  C10 C11 . 1.3948(17) ?
  C10 C15 . 1.3958(19) ?
  C11 C12 . 1.3922(19) ?
  C11 H11 . 0.9500 ?
  C12 C13 . 1.387(2) ?
  C12 H12 . 0.9500 ?
  C13 C14 . 1.404(2) ?
  C13 C16 . 1.5086(19) ?
  C14 C15 . 1.3891(19) ?
  C14 H14 . 0.9500 ?
  C15 H15 . 0.9500 ?
  C16 H16A . 0.9800 ?
  C16 H16B . 0.9800 ?
  C16 H16C . 0.9800 ?