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#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014370.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_2014370
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o148
_journal_page_last  o152
_publ_section_title
;
X-ray studies of crystalline complexes involving amino acids and peptides.
XLIII. Adipic acid complexes of <i>L</i>- and <i>DL</i>-lysine
;
loop_
_publ_author_name
  'Sharma, Alok'
  'Thamotharan, S.'
  'Roy, Siddhartha'
  'Vijayan, M.'
_chemical_name_common  'L-lysine complex'
_chemical_formula_moiety  'C6 H15 N2 O2 + , C6 H9 O4 -'
_chemical_formula_sum  'C12 H24 N2 O6'
_chemical_formula_iupac  'C6 H15 N2 O2 + , C6 H9 O4 -'
_chemical_formula_weight  292.33
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  10.532(3)
_cell_length_b  7.2834(17)
_cell_length_c  10.599(3)
_cell_angle_alpha  90.00
_cell_angle_beta  113.352(3)
_cell_angle_gamma  90.00
_cell_volume  746.5(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.301
_diffrn_ambient_temperature  298(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
  O O1 0.3280(3) -0.1297(7) 0.3506(4) 0.1199(19) Uani d . 1 . .
  O O2 0.3483(3) 0.1277(5) 0.4558(4) 0.0816(11) Uani d . 1 . .
  N N1 0.0681(3) -0.0957(6) 0.1887(3) 0.0550(9) Uani d . 1 . .
  H H1A 0.0812 -0.2099 0.2212 0.083 Uiso calc R 1 . .
  H H1B 0.1128 -0.0799 0.1338 0.083 Uiso calc R 1 . .
  H H1C -0.0218 -0.0762 0.1415 0.083 Uiso calc R 1 . .
  C C1 0.2794(3) 0.0107(6) 0.3761(4) 0.0470(8) Uani d . 1 . .
  C C2 0.1221(3) 0.0369(5) 0.3057(3) 0.0439(9) Uani d . 1 . .
  H H2 0.1019 0.1625 0.2703 0.053 Uiso calc R 1 . .
  C C3 0.0502(3) 0.0004(6) 0.4032(3) 0.0409(8) Uani d . 1 . .
  H H3A 0.0565 -0.1297 0.4244 0.049 Uiso calc R 1 . .
  H H3B 0.0995 0.0658 0.4885 0.049 Uiso calc R 1 . .
  C C4 -0.1013(3) 0.0571(6) 0.3474(3) 0.0455(9) Uani d . 1 . .
  H H4A -0.1079 0.1897 0.3385 0.055 Uiso calc R 1 . .
  H H4B -0.1493 0.0044 0.2567 0.055 Uiso calc R 1 . .
  C C5 -0.1702(3) -0.0063(6) 0.4411(3) 0.0460(8) Uani d . 1 . .
  H H5A -0.1681 -0.1394 0.4446 0.055 Uiso calc R 1 . .
  H H5B -0.1166 0.0383 0.5333 0.055 Uiso calc R 1 . .
  C C6 -0.3175(3) 0.0562(7) 0.3987(4) 0.0558(11) Uani d . 1 . .
  H H6A -0.3219 0.1886 0.3878 0.067 Uiso calc R 1 . .
  H H6B -0.3741 0.0019 0.3107 0.067 Uiso calc R 1 . .
  N N7 -0.3734(3) 0.0035(5) 0.5017(3) 0.0500(8) Uani d . 1 . .
  H H7A -0.3630 -0.1169 0.5169 0.075 Uiso calc R 1 . .
  H H7B -0.4628 0.0320 0.4702 0.075 Uiso calc R 1 . .
  H H7C -0.3279 0.0635 0.5798 0.075 Uiso calc R 1 . .
  O O11 0.7984(3) -0.0598(9) 1.0006(3) 0.1135(19) Uani d . 1 . .
  O O12 0.8095(2) -0.0023(5) 0.8049(2) 0.0649(9) Uani d . 1 . .
  C C13 0.7443(3) -0.0196(6) 0.8818(3) 0.0467(9) Uani d . 1 . .
  C C14 0.5913(3) 0.0121(8) 0.8157(3) 0.0569(11) Uani d . 1 . .
  H H14A 0.5753 0.1396 0.7874 0.068 Uiso calc R 1 . .
  H H14B 0.5535 -0.0626 0.7333 0.068 Uiso calc R 1 . .
  C C15 0.5130(3) -0.0296(6) 0.9034(3) 0.0473(9) Uani d . 1 . .
  H H15A 0.5563 0.0347 0.9902 0.057 Uiso calc R 1 . .
  H H15B 0.5193 -0.1601 0.9229 0.057 Uiso calc R 1 . .
  C C16 0.3625(3) 0.0242(6) 0.8382(3) 0.0470(9) Uani d . 1 . .
  H H16A 0.3210 -0.0311 0.7477 0.056 Uiso calc R 1 . .
  H H16B 0.3559 0.1564 0.8265 0.056 Uiso calc R 1 . .
  C C17 0.2819(3) -0.0340(7) 0.9217(3) 0.0499(10) Uani d . 1 . .
  H H17A 0.2917 -0.1657 0.9361 0.060 Uiso calc R 1 . .
  H H17B 0.3220 0.0246 1.0111 0.060 Uiso calc R 1 . .
  C C18 0.1315(3) 0.0120(6) 0.8571(3) 0.0450(9) Uani d . 1 . .
  O O19 0.0800(2) 0.0972(5) 0.7517(3) 0.0588(8) Uani d . 1 . .
  O O20 0.0609(2) -0.0525(6) 0.9238(3) 0.0720(11) Uani d . 1 . .
  H H20 -0.062(5) -0.035(8) 0.868(4) 0.086(15) Uiso d . 1 . .
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
  O1 0.0345(16) 0.140(4) 0.158(4) 0.014(2) 0.009(2) -0.072(3)
  O2 0.0387(15) 0.076(2) 0.108(3) -0.0007(16) 0.0056(16) -0.026(2)
  N1 0.0344(15) 0.090(2) 0.0390(14) -0.0010(16) 0.0132(12) 0.0016(16)
  C1 0.0280(16) 0.059(2) 0.0551(18) -0.0007(18) 0.0181(14) -0.0025(19)
  C2 0.0256(15) 0.059(2) 0.0469(17) -0.0017(15) 0.0139(13) 0.0047(16)
  C3 0.0287(15) 0.052(2) 0.0418(15) -0.0010(15) 0.0141(12) 0.0015(16)
  C4 0.0297(15) 0.061(2) 0.0482(17) 0.0045(15) 0.0176(13) 0.0049(16)
  C5 0.0289(15) 0.059(2) 0.0511(17) 0.0023(17) 0.0171(13) 0.0057(18)
  C6 0.0324(17) 0.081(3) 0.0568(19) 0.0096(19) 0.0204(15) 0.020(2)
  N7 0.0265(12) 0.068(2) 0.0588(16) -0.0007(15) 0.0206(12) 0.0054(16)
  O11 0.0268(12) 0.253(6) 0.0573(16) 0.015(2) 0.0128(12) 0.028(3)
  O12 0.0277(11) 0.117(3) 0.0565(13) 0.0076(16) 0.0234(10) 0.0098(17)
  C13 0.0244(15) 0.071(3) 0.0443(17) 0.0000(17) 0.0135(13) -0.0011(18)
  C14 0.0226(15) 0.105(3) 0.0445(16) 0.006(2) 0.0143(13) 0.012(2)
  C15 0.0246(15) 0.072(3) 0.0489(16) 0.0026(16) 0.0184(13) 0.0071(18)
  C16 0.0253(14) 0.072(3) 0.0475(16) 0.0049(17) 0.0182(13) 0.0050(18)
  C17 0.0256(15) 0.077(3) 0.0492(17) 0.0052(17) 0.0172(13) 0.0115(19)
  C18 0.0256(15) 0.070(2) 0.0406(16) 0.0027(18) 0.0145(13) 0.0023(18)
  O19 0.0317(12) 0.093(2) 0.0533(14) 0.0143(14) 0.0181(11) 0.0184(15)
  O20 0.0287(12) 0.134(3) 0.0601(14) 0.0093(16) 0.0250(11) 0.0311(19)
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
  O1 C1 . 1.221(6) ?
  O2 C1 . 1.217(5) ?
  O11 C13 . 1.195(4) ?
  O12 C13 . 1.264(4) ?
  O19 C18 . 1.203(4) ?
  O20 C18 . 1.300(4) ?
  O20 H20 . 1.20(5) ?
  N1 C2 . 1.495(5) ?
  N1 H1A . 0.8900 ?
  N1 H1B . 0.8900 ?
  N1 H1C . 0.8900 ?
  N7 C6 . 1.482(4) ?
  N7 H7A . 0.8900 ?
  N7 H7B . 0.8900 ?
  N7 H7C . 0.8900 ?
  C1 C2 . 1.535(4) ?
  C2 C3 . 1.527(4) ?
  C2 H2 . 0.9800 ?
  C3 C4 . 1.523(4) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 C5 . 1.517(4) ?
  C4 H4A . 0.9700 ?
  C4 H4B . 0.9700 ?
  C5 C6 . 1.505(4) ?
  C5 H5A . 0.9700 ?
  C5 H5B . 0.9700 ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C13 C14 . 1.499(4) ?
  C14 C15 . 1.498(4) ?
  C14 H14A . 0.9700 ?
  C14 H14B . 0.9700 ?
  C15 C16 . 1.508(4) ?
  C15 H15A . 0.9700 ?
  C15 H15B . 0.9700 ?
  C16 C17 . 1.509(4) ?
  C16 H16A . 0.9700 ?
  C16 H16B . 0.9700 ?
  C17 C18 . 1.494(4) ?
  C17 H17A . 0.9700 ?
  C17 H17B . 0.9700 ?