#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014372.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_2014372
_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  8.5175(6)
_cell_length_b  11.3011(8)
_cell_length_c  17.0503(13)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1641.2(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.317
_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
  C4 -0.02226(18) 0.15792(11) 0.62997(8) 0.0198(3) Uani d . 1 . . C
  H4 -0.0750 0.1761 0.6762 0.024 Uiso calc R 1 . . H
  C5 0.17191(19) 0.22723(12) 0.52784(9) 0.0226(3) Uani d . 1 . . C
  H5A 0.0918 0.2747 0.5038 0.034 Uiso calc R 1 . . H
  H5B 0.1730 0.1502 0.5041 0.034 Uiso calc R 1 . . H
  H5C 0.2722 0.2644 0.5206 0.034 Uiso calc R 1 . . H
  C6 0.41058(17) 0.37324(12) 0.73830(9) 0.0205(3) Uani d . 1 . . C
  C9 0.49627(19) 0.32697(12) 0.81125(9) 0.0267(3) Uani d . 1 . . C
  H9A 0.5161 0.2438 0.8054 0.040 Uiso calc R 1 . . H
  H9B 0.4322 0.3400 0.8568 0.040 Uiso calc R 1 . . H
  H9C 0.5941 0.3682 0.8172 0.040 Uiso calc R 1 . . H
  C8 0.37661(19) 0.50512(13) 0.75071(10) 0.0287(4) Uani d . 1 . . C
  H8A 0.4736 0.5468 0.7584 0.043 Uiso calc R 1 . . H
  H8B 0.3111 0.5150 0.7961 0.043 Uiso calc R 1 . . H
  H8C 0.3238 0.5362 0.7054 0.043 Uiso calc R 1 . . H
  C7 0.51252(19) 0.35622(15) 0.66597(10) 0.0321(3) Uani d . 1 . . C
  H7A 0.4542 0.3783 0.6200 0.048 Uiso calc R 1 . . H
  H7B 0.5432 0.2747 0.6621 0.048 Uiso calc R 1 . . H
  H7C 0.6045 0.4049 0.6701 0.048 Uiso calc R 1 . . H
  C1 0.25244(17) 0.30696(11) 0.73339(9) 0.0174(3) Uani d . 1 . . C
  H1 0.1881 0.3304 0.7784 0.021 Uiso calc R 1 . . H
  O1 0.27002(12) 0.18134(8) 0.73484(6) 0.0198(2) Uani d . 1 . . O
  C2 0.26050(17) 0.13754(11) 0.65689(9) 0.0207(3) Uani d . 1 . . C
  H2A 0.2278 0.0553 0.6568 0.025 Uiso calc R 1 . . H
  H2B 0.3616 0.1435 0.6310 0.025 Uiso calc R 1 . . H
  C3 0.13820(17) 0.21514(11) 0.61506(9) 0.0180(3) Uani d . 1 . . C
  O2 -0.08277(13) 0.09072(9) 0.58466(7) 0.0284(3) Uani d . 1 . . O
  N1 0.15862(13) 0.32747(9) 0.65998(7) 0.0168(2) Uani d . 1 . . N
  S1 0.01560(4) 0.42522(3) 0.65859(2) 0.01677(8) Uani d . 1 . . S
  O3 -0.02654(12) 0.45591(8) 0.73767(6) 0.0222(2) Uani d . 1 . . O
  O4 -0.10141(12) 0.37777(8) 0.60675(6) 0.0222(2) Uani d . 1 . . O
  C10 0.09087(16) 0.55395(11) 0.61323(8) 0.0175(3) Uani d . 1 . . C
  C11 0.04177(16) 0.66292(12) 0.64254(8) 0.0187(3) Uani d . 1 . . C
  H11 -0.0207 0.6668 0.6872 0.022 Uiso calc R 1 . . H
  C12 0.08755(18) 0.76584(12) 0.60399(9) 0.0219(3) Uani d . 1 . . C
  H12 0.0559 0.8389 0.6236 0.026 Uiso calc R 1 . . H
  C13 0.17950(18) 0.76151(13) 0.53693(9) 0.0228(3) Uani d . 1 . . C
  C14 0.22948(19) 0.65080(12) 0.50938(9) 0.0238(3) Uani d . 1 . . C
  H14 0.2935 0.6468 0.4653 0.029 Uiso calc R 1 . . H
  C15 0.18482(18) 0.54717(13) 0.54699(9) 0.0215(3) Uani d . 1 . . C
  H15 0.2175 0.4741 0.5280 0.026 Uiso calc R 1 . . H
  C16 0.2250(2) 0.87375(14) 0.49491(11) 0.0327(4) Uani d . 1 . . C
  H16A 0.1522 0.9354 0.5082 0.049 Uiso calc R 1 . . H
  H16B 0.2228 0.8605 0.4393 0.049 Uiso calc R 1 . . H
  H16C 0.3289 0.8968 0.5105 0.049 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
  C4 0.0227(7) 0.0166(6) 0.0199(7) 0.0003(6) -0.0035(6) 0.0019(5)
  C5 0.0298(8) 0.0192(7) 0.0188(7) -0.0011(6) 0.0025(7) -0.0010(6)
  C6 0.0191(7) 0.0200(6) 0.0225(8) -0.0012(5) -0.0030(6) -0.0014(6)
  C9 0.0256(8) 0.0232(6) 0.0313(8) -0.0010(7) -0.0103(7) -0.0011(6)
  C8 0.0268(8) 0.0191(7) 0.0403(10) -0.0035(6) -0.0111(8) 0.0008(7)
  C7 0.0223(7) 0.0410(8) 0.0331(9) -0.0091(7) 0.0029(8) -0.0009(7)
  C1 0.0199(7) 0.0145(6) 0.0178(7) 0.0018(5) 0.0002(6) 0.0004(5)
  O1 0.0249(5) 0.0142(4) 0.0203(5) 0.0002(4) -0.0039(4) 0.0013(4)
  C2 0.0224(7) 0.0165(6) 0.0233(7) 0.0021(5) -0.0006(7) -0.0019(6)
  C3 0.0217(7) 0.0139(6) 0.0183(7) -0.0005(5) -0.0001(6) -0.0007(5)
  O2 0.0311(6) 0.0239(5) 0.0303(6) -0.0063(5) -0.0064(5) -0.0015(5)
  N1 0.0188(5) 0.0144(5) 0.0172(6) 0.0012(4) -0.0012(5) -0.0018(5)
  S1 0.01676(15) 0.01517(14) 0.01838(16) 0.00138(12) 0.00098(14) 0.00095(12)
  O3 0.0257(5) 0.0199(4) 0.0209(5) 0.0038(4) 0.0052(5) 0.0019(4)
  O4 0.0193(5) 0.0204(5) 0.0268(6) -0.0001(4) -0.0038(5) 0.0012(4)
  C10 0.0186(6) 0.0162(6) 0.0177(7) 0.0007(5) -0.0024(6) 0.0009(5)
  C11 0.0207(7) 0.0182(6) 0.0173(7) 0.0016(5) -0.0005(6) -0.0012(5)
  C12 0.0250(7) 0.0166(6) 0.0239(8) 0.0024(6) -0.0005(7) -0.0019(6)
  C13 0.0241(7) 0.0183(7) 0.0260(9) -0.0019(6) 0.0009(7) 0.0018(6)
  C14 0.0282(8) 0.0213(7) 0.0220(8) 0.0006(6) 0.0064(7) -0.0005(6)
  C15 0.0234(7) 0.0186(6) 0.0225(8) 0.0026(5) -0.0002(6) -0.0016(5)
  C16 0.0418(10) 0.0193(7) 0.0372(10) -0.0009(7) 0.0103(8) 0.0033(7)
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
  C4 O2 . 1.1997(17) ?
  C4 C3 . 1.533(2) ?
  C4 H4 . 0.9300 ?
  C5 C3 . 1.521(2) ?
  C5 H5A . 0.9600 ?
  C5 H5B . 0.9600 ?
  C5 H5C . 0.9600 ?
  C6 C7 . 1.521(2) ?
  C6 C8 . 1.533(2) ?
  C6 C9 . 1.534(2) ?
  C6 C1 . 1.543(2) ?
  C9 H9A . 0.9600 ?
  C9 H9B . 0.9600 ?
  C9 H9C . 0.9600 ?
  C8 H8A . 0.9600 ?
  C8 H8B . 0.9600 ?
  C8 H8C . 0.9600 ?
  C7 H7A . 0.9600 ?
  C7 H7B . 0.9600 ?
  C7 H7C . 0.9600 ?
  C1 O1 . 1.4277(15) ?
  C1 N1 . 1.5031(18) ?
  C1 H1 . 0.9800 ?
  O1 C2 . 1.4205(18) ?
  C2 C3 . 1.5371(19) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 N1 . 1.4927(17) ?
  N1 S1 . 1.6446(11) ?
  S1 O4 . 1.4361(11) ?
  S1 O3 . 1.4377(10) ?
  S1 C10 . 1.7680(14) ?
  C10 C15 . 1.386(2) ?
  C10 C11 . 1.3933(18) ?
  C11 C12 . 1.392(2) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.387(2) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.403(2) ?
  C13 C16 . 1.507(2) ?
  C14 C15 . 1.388(2) ?
  C14 H14 . 0.9300 ?
  C15 H15 . 0.9300 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?