#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202275.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_2202275
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1413
_journal_page_last  o1415
_publ_section_title
;
A peptide sequence containing a hydroxy acid residue:
(S)-2-hydroxy-3-methylbutanoyl-L-alanyl-L-proline benzyl ester
(H-L-Hmb-L-Ala-L-Pro-OBzl)
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
  'Oku, Hiroyuki'
  'Shichiri, Kazuaki'
  'Yamada, Keiichi'
  'Katakai, Ryoichi'
_chemical_formula_moiety  'C20 H28 N2 O5'
_chemical_formula_sum  'C20 H28 N2 O5'
_chemical_formula_iupac  'C20 H28 N2 O5'
_chemical_formula_weight  376.45
_chemical_melting_point  405
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,y+1/2,-z'
_cell_length_a  5.8977(7)
_cell_length_b  10.1767(16)
_cell_length_c  16.941(2)
_cell_angle_alpha  90
_cell_angle_beta  94.394(10)
_cell_angle_gamma  90
_cell_volume  1013.8(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  173.1
_exptl_crystal_density_diffrn  1.233
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
  O111 1.2011(4) 0.4494(4) 0.14920(10)
  0.0451(9) Uani d . 1.00 . . O
  O112 0.6301(4) 0.5643(3) 0.13510(10)
  0.0421(9) Uani d . 1.00 . . O
  O121 1.0652(4) 0.4970(3) 0.38070(10)
  0.0410(8) Uani d . 1.00 . . O
  O131 0.8572(7) 0.3977(4) 0.5506(2) 0.0710(10)
  Uani d . 1.00 . . O
  O141 1.1124(5) 0.5288(4) 0.61520(10)
  0.0630(10)
  Uani d . 1.00 . . O
  N121 0.8717(5) 0.4929(4) 0.2358(2) 0.0335(9) Uani d . 1.00 . . N
  N131 0.7668(5) 0.5928(4) 0.4335(2) 0.0370(10)
  Uani d . 1.00 . . N
  C111 1.0116(6) 0.5105(5) 0.1059(2) 0.0360(10)
  Uani d . 1.00 . . C
  C112 0.8201(6) 0.5250(4) 0.1615(2) 0.0310(10)
  Uani d . 1.00 . . C
  C113 0.9324(7) 0.4335(5) 0.0314(2) 0.0380(10)
  Uiso d . 1.00 . . C
  C114 0.8334(8) 0.3002(5) 0.0504(3) 0.0610(10)
  Uiso d . 1.00 . . C
  C115 1.1248(7) 0.4201(5) -0.0229(2) 0.0500(10)
  Uiso d . 1.00 . . C
  C121 0.7170(6) 0.5043(5) 0.2988(2) 0.0330(10)
  Uani d . 1.00 . . C
  C122 0.8641(7) 0.5326(5) 0.3744(2) 0.0330(10)
  Uani d . 1.00 . . C
  C123 0.5830(7) 0.3763(5) 0.3073(2) 0.0440(10)
  Uiso d . 1.00 . . C
  C131 0.9013(7) 0.6217(5) 0.5079(2) 0.0400(10)
  Uani d . 1.00 . . C
  C132 0.9505(8) 0.5009(6) 0.5571(2) 0.0470(10)
  Uani d . 1.00 . . C
  C133 0.7486(8) 0.7148(5) 0.5505(3) 0.0490(10)
  Uiso d . 1.00 . . C
  C134 0.5150(10)
  0.6737(8) 0.5202(4) 0.039(2) Uiso d P 0.65 . . C
  C135 0.5333(7) 0.6451(5) 0.4335(2) 0.0410(10)
  Uiso d . 1.00 . . C
  C136 0.562(2) 0.7580(10)
  0.4954(8) 0.038(3) Uiso d P 0.35 . . C
  C141 1.1412(9) 0.4328(7) 0.6778(2) 0.081(2) Uani d . 1.00 . . C
  C142 0.9547(8) 0.4424(6) 0.7335(3) 0.0510(10)
  Uiso d . 1.00 . . C
  C143 0.9019(8) 0.5591(5) 0.7655(3) 0.0520(10)
  Uiso d . 1.00 . . C
  C144 0.7294(8) 0.5708(6) 0.8166(3) 0.0590(10)
  Uiso d . 1.00 . . C
  C145 0.6131(8) 0.4582(5) 0.8358(3) 0.0580(10)
  Uiso d . 1.00 . . C
  C146 0.6650(10)
  0.3408(7) 0.8058(3) 0.075(2) Uiso d . 1.00 . . C
  C147 0.8321(9) 0.3297(6) 0.7523(3) 0.069(2) Uiso d . 1.00 . . C
  H(1) 1.3219 0.5034 0.1382 0.054 Uiso c . 1.00 . . H
  H(2) 1.0561 0.5957 0.0902 0.044 Uiso c . 1.00 . . H
  H(3) 0.8156 0.4832 0.0036 0.046 Uiso c . 1.00 . . H
  H(4) 0.7108 0.3141 0.0827 0.073 Uiso c . 1.00 . . H
  H(5) 0.7791 0.2564 0.0032 0.073 Uiso c . 1.00 . . H
  H(6) 0.9464 0.2479 0.0782 0.073 Uiso c . 1.00 . . H
  H(7) 1.2445 0.3704 0.0033 0.060 Uiso c . 1.00 . . H
  H(8) 1.0699 0.3761 -0.0700 0.060 Uiso c . 1.00 . . H
  H(9) 1.1801 0.5045 -0.0359 0.060 Uiso c . 1.00 . . H
  H(10) 1.0196 0.4593 0.2498 0.040 Uiso c . 1.00 . . H
  H(11) 0.6155 0.5756 0.2878 0.040 Uiso c . 1.00 . . H
  H(12) 0.4876 0.3855 0.3496 0.053 Uiso c . 1.00 . . H
  H(13) 0.4923 0.3596 0.2595 0.053 Uiso c . 1.00 . . H
  H(14) 0.6851 0.3052 0.3180 0.052 Uiso c . 1.00 . . H
  H(15) 0.5158 0.7229 0.4027 0.049 Uiso c . 1.00 . . H
  H(16) 0.4241 0.5819 0.4143 0.050 Uiso c . 1.00 . . H
  H(17) 0.4128 0.7488 0.5268 0.042 Uiso c . 1.00 . . H
  H(18) 0.4812 0.5982 0.5559 0.042 Uiso c P 0.65 . . H
  H(19) 0.7704 0.7032 0.6062 0.058 Uiso c . 1.00 . . H
  H(20) 0.7758 0.8040 0.5377 0.058 Uiso c . 1.00 . . H
  H(21) 1.0393 0.6642 0.4976 0.048 Uiso c . 1.00 . . H
  H(22) 1.1347 0.3476 0.6548 0.097 Uiso c . 1.00 . . H
  H(23) 1.2846 0.4448 0.7064 0.097 Uiso c . 1.00 . . H
  H(24) 0.9854 0.6352 0.7531 0.062 Uiso c . 1.00 . . H
  H(25) 0.6922 0.6536 0.8381 0.071 Uiso c . 1.00 . . H
  H(26) 0.4938 0.4648 0.8702 0.070 Uiso c . 1.00 . . H
  H(27) 0.5841 0.2653 0.8212 0.090 Uiso c . 1.00 . . H
  H(28) 0.8657 0.2467 0.7303 0.083 Uiso c . 1.00 . . H
  H(29) 0.5344 0.8606 0.4799 0.042 Uiso c P 0.35 . . 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
  O111 0.0260(10)
  0.076(3) 0.0340(10)
  0.002(2) 0.0040(10)
  0.009(2)
  O112 0.0310(10)
  0.065(2) 0.0300(10)
  0.011(2) 0.0050(10)
  0.005(2)
  O121 0.0290(10)
  0.059(2) 0.0340(10)
  0.012(2) 0.0020(10)
  -0.005(2)
  O131 0.108(3) 0.058(3) 0.045(2) 0.004(3) -0.005(2) -0.002(2)
  O141 0.051(2) 0.103(3) 0.032(2) 0.011(2) -0.0060(10)
  0.002(2)
  N121 0.026(2) 0.053(3) 0.0230(10)
  0.003(2) 0.0080(10)
  -0.001(2)
  N131 0.029(2) 0.058(3) 0.023(2) 0.004(2) 0.0020(10)
  -0.005(2)
  C111 0.032(2) 0.048(3) 0.028(2)  0.000(2) 0.007(2) 0.001(2)
  C112 0.034(2) 0.031(3) 0.030(2) -0.003(2) 0.006(2) 0.003(2)
  C121 0.031(2) 0.048(3) 0.022(2) 0.000(2) 0.011(2) 0.006(2)
  C122 0.036(2) 0.039(3) 0.025(2) -0.002(2) 0.009(2) 0.002(2)
  C131 0.030(2) 0.061(4) 0.027(2) -0.008(2) 0.003(2) -0.006(2)
  C132 0.049(3) 0.071(4) 0.022(2) 0.014(3) 0.004(2) -0.006(3)
  C141 0.086(4) 0.129(6) 0.027(2) 0.049(4) -0.001(2) 0.008(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O111 C111 . . 1.431(5) no
  O111 H(1) . . 0.930 no
  O112 C112 . . 1.240(4) no
  O121 C122 . . 1.237(5) no
  O131 C132 . . 1.187(7) no
  O141 C132 . . 1.349(5) no
  O141 C141 . . 1.442(7) no
  N121 C112 . . 1.314(4) no
  N121 C121 . . 1.461(5) no
  N121 H(10) . . 0.950 no
  N131 C122 . . 1.340(5) no
  N131 C131 . . 1.467(5) no
  N131 C135 . . 1.476(5) no
  C111 C112 . . 1.531(5) no
  C111 C113 . . 1.529(5) no
  C111 H(2) . . 0.950 no
  C113 C114 . . 1.521(7) no
  C113 C115 . . 1.521(6) no
  C113 H(3) . . 0.950 no
  C114 H(4) . . 0.950 no
  C114 H(5) . . 0.950 no
  C114 H(6) . . 0.950 no
  C115 H(7) . . 0.950 no
  C115 H(8) . . 0.950 no
  C115 H(9) . . 0.950 no
  C121 C122 . . 1.518(5) no
  C121 C123 . . 1.536(6) no
  C121 H(11) . . 0.950 no
  C123 H(12) . . 0.950 no
  C123 H(13) . . 0.950 no
  C123 H(14) . . 0.950 no
  C131 C132 . . 1.501(7) no
  C131 C133 . . 1.525(7) no
  C131 H(21) . . 0.950 no
  C133 C134 . . 1.490(8) no
  C133 C136 . . 1.449(13) no
  C133 H(19) . . 0.950 no
  C133 H(20) . . 0.950 no
  C134 C135 . . 1.508(8) no
  C134 C136 . . 1.004(13) no
  C134 H(17) . . 0.990 no
  C134 H(18) . . 1.010 no
  C135 C136 . . 1.556(13) no
  C135 H(15) . . 0.950 no
  C135 H(16) . . 0.950 no
  C136 H(17) . . 1.067 no
  C136 H(29) . . 1.090 no
  C141 C142 . . 1.506(7) no
  C141 H(22) . . 0.950 no
  C141 H(23) . . 0.950 no
  C142 C143 . . 1.352(8) no
  C142 C147 . . 1.406(8) no
  C143 C144 . . 1.391(7) no
  C143 H(24) . . 0.950 no
  C144 C145 . . 1.387(8) no
  C144 H(25) . . 0.950 no
  C145 C146 . . 1.342(8) no
  C145 H(26) . . 0.950 no
  C146 C147 . . 1.396(8) no
  C146 H(27) . . 0.950 no
  C147 H(28) . . 0.950 no
_cod_database_code 2202275