data_2008945
_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  'C6 H13 N O2 . C5 H11 N O2'
_chemical_formula_sum  'C11 H24 N2 O4 '
_chemical_formula_structural  'C6 H13 N O2 . C5 H11 N O2'
_chemical_formula_weight  248.32
_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  5.20020(10)
_cell_length_b  25.1334(4)
_cell_length_c  5.41570(10)
_cell_angle_alpha  90.00
_cell_angle_beta  110.7960(10)
_cell_angle_gamma  90.00
_cell_volume  661.71(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.246
_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 0.58857(15) 0.23538(3) -0.03025(14) 0.01807(15) Uani d . 1 . O
  O2A 1.04299(14) 0.22016(3) 0.11366(15) 0.01692(14) Uani d . 1 . O
  N1A 0.5918(2) 0.24396(4) 0.4681(2) 0.01383(14) Uani d . 1 . N
  H1A 0.418(4)  0.2355(8) 0.361(4)  0.024(4) Uiso d . 1 . H
  H2A 0.590(3)  0.2402(7) 0.631(3)  0.016(4) Uiso d . 1 . H
  H3A 0.618(4)  0.2761(8) 0.436(4)  0.024(4) Uiso d . 1 . H
  C1A 0.8152(2) 0.22328(4) 0.1457(2) 0.01260(14) Uani d . 1 . C
  C2A 0.8068(2) 0.21033(4) 0.4204(2) 0.01240(14) Uani d . 1 . C
  H4A 0.979(3)  0.21742(13) 0.550(2)  0.015 Uiso calc R 1 . H
  C3A 0.7301(2) 0.15176(4) 0.4369(2) 0.0172(2) Uani d . 1 . C
  H5A 0.6858(6) 0.14687(7) 0.598(2)  0.021 Uiso calc R 1 . H
  H6A 0.563(2)  0.14372(11) 0.2845(19) 0.021 Uiso calc R 1 . H
  C4A 0.9542(2) 0.11159(5) 0.4415(2) 0.0213(2) Uani d . 1 . C
  H7A 1.0377(16) 0.1230(2) 0.310(3)  0.026 Uiso calc R 1 . H
  C5A 1.1799(3) 0.10932(6) 0.7135(3) 0.0315(3) Uani d . 1 . C
  H8A 1.256(2)  0.1445(5) 0.7632(14) 0.047 Uiso calc R 1 . H
  H9A 1.324(3)  0.0854(5) 0.7085(7) 0.047 Uiso calc R 1 . H
  H10A 1.1035(12) 0.0967(5) 0.8414(18) 0.047 Uiso calc R 1 . H
  C6A 0.8247(4) 0.05664(6) 0.3630(3) 0.0395(3) Uani d . 1 . C
  H11A 0.684(3)  0.0582(2) 0.179(3)  0.059 Uiso calc R 1 . H
  H12A 0.733(3)  0.0454(3) 0.490(3)  0.059 Uiso calc R 1 . H
  H13A 0.972(2)  0.0302(4) 0.369(3)  0.059 Uiso calc R 1 . H
  O1B 1.18534(14) 0.32929(3) 0.44100(14) 0.01744(14) Uani d . 1 . O
  O2B 0.73394(14) 0.34729(3) 0.30582(15) 0.01664(13) Uani d . 1 . O
  N1B 1.1911(2) 0.32360(4) -0.0495(2) 0.01395(14) Uani d . 1 . N
  H1B 1.356(4)  0.3351(8) 0.058(4)  0.026(4) Uiso d . 1 . H
  H2B 1.183(4)  0.3259(8) -0.226(4)  0.029(4) Uiso d . 1 . H
  H3B 1.176(4)  0.2881(9) -0.016(4)  0.035(5) Uiso d . 1 . H
  C1B 0.9583(2) 0.34194(4) 0.2677(2) 0.01234(14) Uani d . 1 . C
  C2B 0.9563(2) 0.35236(4) -0.0126(2) 0.01318(15) Uani d . 1 . C
  H4B 0.7814(2) 0.33766(4) -0.1415(2) 0.016 Uiso calc R 1 . H
  C3B 0.9701(2) 0.41216(4) -0.0720(2) 0.0172(2) Uani d . 1 . C
  H5B 1.0345(13) 0.41513(7) -0.214(3)  0.021 Uiso calc R 1 . H
  C4B 0.6831(3) 0.43700(6) -0.1602(3) 0.0326(3) Uani d . 1 . C
  H6B 0.5586(3) 0.41694(6) -0.3103(3) 0.049 Uiso calc R 1 . H
  H7B 0.6928(3) 0.47402(6) -0.2131(3) 0.049 Uiso calc R 1 . H
  H8B 0.6141(3) 0.43597(6) -0.0138(3) 0.049 Uiso calc R 1 . H
  C5B 1.1697(3) 0.44247(5) 0.1618(3) 0.0250(2) Uani d . 1 . C
  H9B 1.3519(3) 0.42590(5) 0.2149(3) 0.038 Uiso calc R 1 . H
  H10B 1.1033(3) 0.44147(5) 0.3100(3) 0.038 Uiso calc R 1 . H
  H11B 1.1820(3) 0.47952(5) 0.1106(3) 0.038 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 0.0161(3) 0.0282(4) 0.0104(3) 0.0035(2) 0.0052(2) 0.0022(3)
  O2A 0.0145(3) 0.0230(4) 0.0161(3) -0.0004(2) 0.0089(2) 0.0004(3)
  N1A 0.0149(3) 0.0178(4) 0.0099(3) 0.0026(2) 0.0058(2) 0.0015(3)
  C1A 0.0146(3) 0.0140(4) 0.0108(3) -0.0007(3) 0.0065(3) -0.0004(3)
  C2A 0.0128(3) 0.0153(4) 0.0102(3) 0.0011(2) 0.0054(3) 0.0012(3)
  C3A 0.0187(3) 0.0170(4) 0.0176(4) -0.0006(3) 0.0088(3) 0.0027(3)
  C4A 0.0283(5) 0.0175(5) 0.0214(4) 0.0050(4) 0.0127(4) 0.0031(4)
  C5A 0.0273(5) 0.0309(7) 0.0324(6) 0.0079(5) 0.0059(5) 0.0065(5)
  C6A 0.0559(9) 0.0178(6) 0.0389(7) 0.0030(6) 0.0094(7) -0.0032(5)
  O1B 0.0159(3) 0.0262(4) 0.0107(3) 0.0045(2) 0.0053(2) 0.0027(3)
  O2B 0.0137(2) 0.0235(4) 0.0151(3) -0.0004(2) 0.0080(2) 0.0000(3)
  N1B 0.0148(3) 0.0189(4) 0.0096(3) 0.0026(2) 0.0061(2) 0.0010(3)
  C1B 0.0147(3) 0.0133(4) 0.0102(3) -0.0007(3) 0.0060(2) -0.0002(3)
  C2B 0.0121(3) 0.0187(4) 0.0093(3) 0.0006(3) 0.0046(2) 0.0007(3)
  C3B 0.0193(4) 0.0191(5) 0.0152(4) 0.0034(3) 0.0084(3) 0.0041(3)
  C4B 0.0255(5) 0.0342(7) 0.0387(7) 0.0146(5) 0.0121(5) 0.0155(5)
  C5B 0.0337(5) 0.0186(5) 0.0235(5) -0.0045(4) 0.0110(4) -0.0023(4)
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 . 1.2620(10)
  yes
  O2A C1A . 1.2590(10)
  yes
  N1A C2A . 1.4950(10)
  yes
  N1A H1A . 0.91(2) ?
  N1A H2A . 0.89(2) ?
  N1A H3A . 0.85(2) ?
  C1A C2A . 1.5390(10)
  yes
  C2A C3A . 1.5360(10)
  yes
  C2A H4A . 0.94(2) ?
  C3A C4A . 1.535(2) yes
  C3A H5A . 0.984(12) ?
  C3A H6A . 0.984(12) ?
  C4A C5A . 1.524(2) yes
  C4A C6A . 1.529(2) yes
  C4A H7A . 1.00(2) ?
  C5A H8A . 0.967(13) ?
  C5A H9A . 0.967(13) ?
  C5A H10A . 0.967(13) ?
  C6A H11A . 1.01(2) ?
  C6A H12A . 1.01(2) ?
  C6A H13A . 1.01(2) ?
  O1B C1B . 1.2600(10)
  yes
  O2B C1B . 1.2620(10)
  yes
  N1B C2B . 1.4920(10)
  yes
  N1B H1B . 0.90(2) ?
  N1B H2B . 0.94(2) ?
  N1B H3B . 0.92(2) ?
  C1B C2B . 1.5370(10)
  yes
  C2B C3B . 1.5440(10)
  yes
  C2B H4B . 1.00 ?
  C3B C5B . 1.526(2) yes
  C3B C4B . 1.529(2) yes
  C3B H5B . 0.94(2) ?
  C4B H6B . 0.98 ?
  C4B H7B . 0.98 ?
  C4B H8B . 0.98 ?
  C5B H9B . 0.98 ?
  C5B H10B . 0.98 ?
  C5B H11B . 0.98 ?