#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008948.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_2008948
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1547
_journal_page_last  1555
_publ_section_title
;
Molecular aggregation in selected crystalline 1:1 complexes of hydrophobic
D- and L-amino acids. III. The L-leucine and L-valine series.
;
loop_
_publ_author_name
  'Dalhus, Bj\/orn'
  'G\"orbitz, Carl Henrik'
_chemical_formula_moiety  'C5 H11 N O2 . C5 H11 N O2 S'
_chemical_formula_sum  'C10 H22 N2 O4 S'
_chemical_formula_structural  'C5 H11 N O2 . C5 H11 N O2 S'
_chemical_formula_weight  266.36
_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, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  28.9379(2)
_cell_length_b  4.70320(10)
_cell_length_c  10.00110(10)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1361.16(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.300
_diffrn_ambient_temperature  150(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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1A 0.46385(2) 0.35046(14) 0.70126(6) 0.01543(9) Uani d . 1 . O
  O2A 0.43741(3) 0.05467(15) 0.54325(6) 0.01880(11) Uani d . 1 . O
  N1A 0.44775(2) -0.0371(2) 0.89446(6) 0.01331(9) Uani d . 1 . N
  H1A 0.4450(6) 0.121(4)  0.9396(16) 0.025(4) Uiso d . 1 . H
  H2A 0.4389(5) -0.172(3)  0.9480(15) 0.016(3) Uiso d . 1 . H
  H3A 0.4769(5) -0.067(3)  0.8711(14) 0.015(3) Uiso d . 1 . H
  C1A 0.44229(2) 0.1341(2) 0.66319(7) 0.01182(9) Uani d . 1 . C
  C2A 0.41805(2) -0.0423(2) 0.77211(7) 0.01160(9) Uani d . 1 . C
  H4A 0.41488(5) -0.235(3)  0.7418(5) 0.014 Uiso calc R 1 . H
  C3A 0.36980(3) 0.0800(2) 0.80286(8) 0.01693(13) Uani d . 1 . C
  H5A 0.37337(3) 0.2872(2) 0.82279(8) 0.020 Uiso calc R 1 . H
  C4A 0.33801(4) 0.0501(5) 0.68204(13) 0.0449(4) Uani d . 1 . C
  H6A 0.35229(4) 0.1417(5) 0.60432(13) 0.067 Uiso calc R 1 . H
  H7A 0.30830(4) 0.1414(5) 0.70127(13) 0.067 Uiso calc R 1 . H
  H8A 0.33300(4) -0.1519(5) 0.66289(13) 0.067 Uiso calc R 1 . H
  C5A 0.34790(3) -0.0617(2) 0.92443(11) 0.0242(2) Uani d . 1 . C
  H9A 0.36850(3) -0.0417(2) 1.00163(11) 0.036 Uiso calc R 1 . H
  H10A 0.34291(3) -0.2640(2) 0.90571(11) 0.036 Uiso calc R 1 . H
  H11A 0.31820(3) 0.0293(2) 0.94408(11) 0.036 Uiso calc R 1 . H
  S1B 0.278855(9) 0.35360(7) 0.27117(3) 0.03021(6) Uani d . 1 . S
  O1B 0.46064(2) 0.17369(13) 0.19946(6) 0.01584(9) Uani d . 1 . O
  O2B 0.42872(2) 0.46615(15) 0.04830(6) 0.01789(10) Uani d . 1 . O
  N1B 0.45180(2) 0.5601(2) 0.39631(7) 0.01377(10) Uani d . 1 . N
  H1B 0.4489(5) 0.391(4)  0.4404(16) 0.020(4) Uiso d . 1 . H
  H2B 0.4439(6) 0.696(4)  0.4607(16) 0.022(4) Uiso d . 1 . H
  H3B 0.4808(6) 0.583(4)  0.3728(17) 0.028(4) Uiso d . 1 . H
  C1B 0.43826(2) 0.39080(15) 0.16643(7) 0.01185(10) Uani d . 1 . C
  C2B 0.41914(2) 0.57444(15) 0.28086(7) 0.01204(10) Uani d . 1 . C
  H4B 0.41634(5) 0.767(3)  0.2515(4) 0.014 Uiso calc R 1 . H
  C3B 0.37174(3) 0.4656(2) 0.32811(8) 0.01603(12) Uani d . 1 . C
  H5B 0.37379(3) 0.267(2)  0.3448(2) 0.019 Uiso calc R 1 . H
  H6B 0.36398(9) 0.5565(10) 0.4102(9) 0.019 Uiso calc R 1 . H
  C4B 0.33331(3) 0.5195(2) 0.22698(9) 0.0223(2) Uani d . 1 . C
  H7B 0.34320(12) 0.4478(9) 0.1393(11) 0.027 Uiso calc R 1 . H
  H8B 0.32854(6) 0.726(3)  0.21867(14) 0.027 Uiso calc R 1 . H
  C5B 0.26548(4) 0.5407(4) 0.42378(13) 0.0349(3) Uani d . 1 . C
  H9B 0.2349(4) 0.493(2)  0.4520(8) 0.052 Uiso calc R 1 . H
  H10B 0.2674(5) 0.741(2)  0.4085(4) 0.052 Uiso calc R 1 . H
  H11B 0.2870(4) 0.488(2)  0.4916(9) 0.052 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
  O1A 0.0166(2) 0.0138(2) 0.0159(2) -0.0033(2) 0.0020(2) 0.0002(2)
  O2A 0.0301(3) 0.0169(2) 0.0093(2) -0.0006(2) 0.0017(2) -0.0006(2)
  N1A 0.0145(2) 0.0147(2) 0.0108(2) 0.0020(2) 0.0005(2) 0.0020(2)
  C1A 0.0141(2) 0.0112(2) 0.0101(2) 0.0011(2) 0.0016(2) 0.0006(2)
  C2A 0.0135(2) 0.0113(2) 0.0100(2) -0.0001(2) 0.0008(2) 0.0004(2)
  C3A 0.0136(3) 0.0188(3) 0.0184(3) 0.0016(2) 0.0024(2) 0.0049(2)
  C4A 0.0169(4) 0.0927(13) 0.0250(5) 0.0024(6) -0.0043(3) 0.0115(6)
  C5A 0.0177(3) 0.0286(4) 0.0262(4) 0.0032(3) 0.0090(3) 0.0078(3)
  S1B 0.01733(9) 0.04280(15) 0.03049(12) -0.00709(10) -0.00276(9) -0.00108(11)
  O1B 0.0181(2) 0.0136(2) 0.0159(2) 0.0036(2) 0.0020(2) -0.0002(2)
  O2B 0.0267(3) 0.0169(2) 0.0100(2) 0.0015(2) 0.0004(2) 0.0007(2)
  N1B 0.0157(2) 0.0147(3) 0.0109(2) -0.0022(2) 0.0009(2) -0.0015(2)
  C1B 0.0132(2) 0.0116(2) 0.0107(2) -0.0009(2) 0.0017(2) -0.0003(2)
  C2B 0.0142(2) 0.0114(2) 0.0105(2) 0.0005(2) 0.0015(2) -0.0004(2)
  C3B 0.0141(3) 0.0209(3) 0.0131(2) 0.0004(2) 0.0021(2) 0.0017(2)
  C4B 0.0167(3) 0.0334(5) 0.0168(3) 0.0002(3) -0.0010(3) 0.0045(3)
  C5B 0.0204(4) 0.0492(7) 0.0352(6) 0.0006(4) 0.0084(4) 0.0005(5)
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
  O1A C1A . 1.2530(10)
  yes
  O2A C1A . 1.2640(10)
  yes
  N1A C2A . 1.4960(10)
  yes
  N1A H1A . 0.87(2) ?
  N1A H2A . 0.87(2) ?
  N1A H3A . 0.887(15) ?
  C1A C2A . 1.5390(10)
  yes
  C2A C3A . 1.5410(10)
  yes
  C2A H4A . 0.961(14) ?
  C3A C5A . 1.5250(10)
  yes
  C3A C4A . 1.525(2) yes
  C3A H5A . 1.00 ?
  C4A H6A . 0.98 ?
  C4A H7A . 0.98 ?
  C4A H8A . 0.98 ?
  C5A H9A . 0.98 ?
  C5A H10A . 0.98 ?
  C5A H11A . 0.98 ?
  O1B C1B . 1.2540(10)
  yes
  O2B C1B . 1.2640(10)
  yes
  N1B C2B . 1.4940(10)
  yes
  N1B H1B . 0.91(2) ?
  N1B H2B . 0.93(2) ?
  N1B H3B . 0.88(2) ?
  C1B C2B . 1.5370(10)
  yes
  C2B C3B . 1.5390(10)
  yes
  C2B H4B . 0.954(14) ?
  C3B C4B . 1.5240(10)
  yes
  C4B S1B . 1.8130(10)
  yes
  S1B C5B . 1.8040(10)
  yes
  C3B H5B . 0.953(11) ?
  C3B H6B . 0.953(11) ?
  C4B H7B . 0.982(12) ?
  C4B H8B . 0.982(12) ?
  C5B H9B . 0.955(11) ?
  C5B H10B . 0.955(11) ?
  C5B H11B . 0.955(11) ?