#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008946.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_2008946
_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 . C4 H9 N O2'
_chemical_formula_sum  'C9 H20 N2 O4'
_chemical_formula_structural  'C5 H11 N O2 . C4 H9 N O2'
_chemical_formula_weight  220.27
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  9.95620(10)
_cell_length_b  4.74170(10)
_cell_length_c  12.78330(10)
_cell_angle_alpha  90.00
_cell_angle_beta  106.8430(10)
_cell_angle_gamma  90.00
_cell_volume  577.600(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.267
_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 0.41322(4) -0.18512(9) 0.40561(3) 0.01523(7) Uani d . 1 . O
  O2A 0.23308(4) 0.10694(10) 0.33180(4) 0.01816(7) Uani d . 1 . O
  N1A 0.59930(4) 0.20727(11) 0.38297(3) 0.01251(6) Uani d . 1 . N
  H1A 0.6459(14) 0.035(4)  0.3830(11) 0.027(3) Uiso d . 1 . H
  H2A 0.6514(13) 0.350(3)  0.3639(11) 0.021(3) Uiso d . 1 . H
  H3A 0.5838(13) 0.247(3)  0.4511(12) 0.029(3) Uiso d . 1 . H
  C1A 0.35937(5) 0.02961(10) 0.35200(4) 0.01141(7) Uani d . 1 . C
  C2A 0.45612(5) 0.20564(11) 0.30277(4) 0.01107(6) Uani d . 1 . C
  H4A 0.4209(5) 0.397(3)  0.2906(2) 0.013 Uiso calc R 1 . H
  C3A 0.46224(5) 0.07627(12) 0.19328(4) 0.01475(8) Uani d . 1 . C
  H5A 0.4872(3) -0.119(3)  0.2060(2) 0.018 Uiso calc R 1 . H
  C4A 0.31897(7) 0.0905(3) 0.10753(6) 0.0335(2) Uani d . 1 . C
  H6A 0.2459(8) -0.012(2)  0.1363(5) 0.050 Uiso calc R 1 . H
  H7A 0.3247(3) -0.005(2)  0.0369(8) 0.050 Uiso calc R 1 . H
  H8A 0.2900(6) 0.298(2)  0.0918(7) 0.050 Uiso calc R 1 . H
  C5A 0.57343(8) 0.2177(2) 0.14923(5) 0.02363(11) Uani d . 1 . C
  H9A 0.6705(15) 0.214(4)  0.2013(11) 0.035 Uiso d . 1 . H
  H10A 0.5602(15) 0.413(4)  0.1361(12) 0.035 Uiso d . 1 . H
  H11A 0.5723(14) 0.132(4)  0.0765(12) 0.035 Uiso d . 1 . H
  O1B -0.07845(4) 0.98914(9) 0.41787(3) 0.01493(6) Uani d . 1 . O
  O2B -0.26335(4) 0.70362(11) 0.35322(4) 0.01824(7) Uani d . 1 . O
  N1B 0.10011(4) 0.60521(11) 0.37631(3) 0.01297(6) Uani d . 1 . N
  H1B 0.1354(12) 0.778(3)  0.3670(10) 0.019(3) Uiso d . 1 . H
  H2B 0.1559(14) 0.470(3)  0.3574(12) 0.028(3) Uiso d . 1 . H
  H3B 0.1008(13) 0.578(3)  0.4499(11) 0.024(3) Uiso d . 1 . H
  C1B -0.13704(5) 0.77471(10) 0.36733(4) 0.01131(7) Uani d . 1 . C
  C2B -0.05094(5) 0.59276(11) 0.31121(4) 0.01138(6) Uani d . 1 . C
  H4B -0.0826(4) 0.404(3)  0.30762(6) 0.014 Uiso calc R 1 . H
  C3B -0.07131(6) 0.70461(14) 0.19512(4) 0.01674(8) Uani d . 1 . C
  H5B -0.1657(9) 0.70854(14) 0.1592(3) 0.020 Uiso calc R 1 . H
  H6B -0.0388(3) 0.8870(16) 0.19954(6) 0.020 Uiso calc R 1 . H
  C4B 0.00276(10) 0.5320(2) 0.12775(6) 0.0290(2) Uani d . 1 . C
  H7B -0.0092(9) 0.6248(15) 0.0565(7) 0.044 Uiso calc R 1 . H
  H8B -0.0383(8) 0.3410(18) 0.1159(7) 0.044 Uiso calc R 1 . H
  H9B 0.1037(9) 0.5185(19) 0.1672(5) 0.044 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 0.01666(15) 0.0138(2) 0.01740(14) 0.00059(11) 0.00840(12) 0.00358(11)
  O2A 0.01076(13) 0.0174(2) 0.0290(2) 0.00088(12) 0.01000(12) 0.00074(15)
  N1A 0.01108(13) 0.0137(2) 0.01418(13) -0.00192(12) 0.00590(10) -0.00183(12)
  C1A 0.01102(14) 0.0114(2) 0.01382(14) -0.00058(11) 0.00676(11) -0.00111(11)
  C2A 0.01099(13) 0.0109(2) 0.01307(13) 0.00023(12) 0.00620(11) 0.00005(12)
  C3A 0.0150(2) 0.0177(2) 0.01321(15) -0.00008(14) 0.00676(13) -0.00196(13)
  C4A 0.0192(2) 0.0631(6) 0.0163(2) 0.0032(3) 0.0025(2) -0.0085(3)
  C5A 0.0287(3) 0.0278(3) 0.0206(2) -0.0045(2) 0.0168(2) -0.0015(2)
  O1B 0.01650(15) 0.0131(2) 0.01728(14) -0.00150(11) 0.00827(11) -0.00336(11)
  O2B 0.01103(13) 0.0157(2) 0.0307(2) -0.00100(12) 0.01040(12) -0.00159(15)
  N1B 0.01052(13) 0.0149(2) 0.01484(14) 0.00173(12) 0.00581(10) 0.00095(12)
  C1B 0.01064(14) 0.0109(2) 0.01417(14) 0.00038(11) 0.00643(11) 0.00091(11)
  C2B 0.01083(14) 0.0112(2) 0.01349(14) -0.00007(12) 0.00580(11) -0.00002(12)
  C3B 0.0196(2) 0.0183(2) 0.01315(15) 0.0033(2) 0.00599(14) 0.00160(15)
  C4B 0.0434(4) 0.0306(4) 0.0189(2) 0.0122(3) 0.0183(3) 0.0034(2)
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 . 1.2574(7) yes
  O2A C1A . 1.2625(6) yes
  N1A C2A . 1.4955(6) yes
  N1A H1A . 0.94(2) ?
  N1A H2A . 0.926(14) ?
  N1A H3A . 0.947(14) ?
  C1A C2A . 1.5401(6) yes
  C2A C3A . 1.5455(6) yes
  C2A H4A . 0.970(12) ?
  C3A C4A . 1.5280(8) yes
  C3A C5A . 1.5341(8) yes
  C3A H5A . 0.962(13) ?
  C4A H6A . 1.027(11) ?
  C4A H7A . 1.027(11) ?
  C4A H8A . 1.027(11) ?
  C5A H9A . 1.003(14) ?
  C5A H10A . 0.94(2) ?
  C5A H11A . 1.011(15) ?
  O1B C1B . 1.2542(6) yes
  O2B C1B . 1.2635(6) yes
  N1B C2B . 1.4941(6) yes
  N1B H1B . 0.912(14) ?
  N1B H2B . 0.925(15) ?
  N1B H3B . 0.947(13) ?
  C1B C2B . 1.5330(6) yes
  C2B C3B . 1.5331(7) yes
  C2B H4B . 0.947(13) ?
  C3B C4B . 1.5243(9) yes
  C3B H5B . 0.919(8) ?
  C3B H6B . 0.919(8) ?
  C4B H7B . 0.987(9) ?
  C4B H8B . 0.987(9) ?
  C4B H9B . 0.987(9) ?