#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200001.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_2200001
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2005
_journal_volume  61
_journal_page_first  o3726
_journal_page_last  o3727
_publ_section_title
;
(<i>S</i>)-Methyl 4-methyl-2-(1<i>H</i>-pyrrole-2-carboxamido)pentanoate
;
loop_
_publ_author_name
  'Xiang-Chao Zeng'
  'Po-Run Liu'
_chemical_formula_moiety  'C12 H18 N2 O3'
_chemical_formula_sum  'C12 H18 N2 O3'
_chemical_formula_iupac  'C12 H18 N2 O3'
_chemical_formula_weight  238.28
_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  8.920(4)
_cell_length_b  16.282(8)
_cell_length_c  18.504(9)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2688(2)
_cell_formula_units_Z  8
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.178
_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
_atom_site_type_symbol
  O1 0.3778(2) 0.57496(13) 0.58826(9) 0.0624(5) Uani d . 1 . . O
  O2 0.5896(3) 0.54643(14) 0.43995(13) 0.0750(6) Uani d . 1 . . O
  O3 0.7049(2) 0.46445(16) 0.51887(17) 0.0944(9) Uani d . 1 . . O
  O4 0.3196(3) 0.55723(12) 0.85733(10) 0.0679(6) Uani d . 1 . . O
  O5 0.2675(3) 0.73630(14) 0.70795(13) 0.0776(6) Uani d . 1 . . O
  O6 0.4381(3) 0.79811(12) 0.77676(16) 0.0906(8) Uani d . 1 . . O
  N1 0.1518(3) 0.68715(15) 0.55732(15) 0.0660(7) Uani d . 1 . . N
  H1 0.1879 0.6944 0.5999 0.079 Uiso calc R 1 . . H
  N2 0.3164(2) 0.49524(14) 0.49418(12) 0.0509(6) Uani d . 1 . . N
  H2 0.2504 0.4818 0.4624 0.061 Uiso calc R 1 . . H
  N3 0.1223(3) 0.43291(14) 0.81157(13) 0.0643(7) Uani d . 1 . . N
  H3 0.1074 0.4453 0.8562 0.077 Uiso calc R 1 . . H
  N4 0.3861(3) 0.58430(13) 0.74260(11) 0.0521(6) Uani d . 1 . . N
  H4 0.3844 0.5676 0.6985 0.063 Uiso calc R 1 . . H
  C1 0.1866(3) 0.62314(16) 0.51233(14) 0.0508(6) Uani d . 1 . . C
  C2 0.1076(4) 0.63459(19) 0.45032(16) 0.0637(8) Uani d . 1 . . C
  H2A 0.1099 0.6008 0.4098 0.076 Uiso calc R 1 . . H
  C3 0.0224(4) 0.7061(2) 0.4580(2) 0.0818(10) Uani d . 1 . . C
  H3A -0.0426 0.7284 0.4240 0.098 Uiso calc R 1 . . H
  C4 0.0525(4) 0.7368(2) 0.5245(2) 0.0845(11) Uani d . 1 . . C
  H4A 0.0114 0.7843 0.5441 0.101 Uiso calc R 1 . . H
  C5 0.2983(3) 0.56371(16) 0.53443(13) 0.0477(6) Uani d . 1 . . C
  C6 0.4475(3) 0.44499(16) 0.50510(15) 0.0514(6) Uani d . 1 . . C
  H6 0.4541 0.4302 0.5564 0.062 Uiso calc R 1 . . H
  C7 0.4417(3) 0.36659(16) 0.46033(15) 0.0562(7) Uani d . 1 . . C
  H7A 0.5386 0.3398 0.4637 0.067 Uiso calc R 1 . . H
  H7B 0.4266 0.3817 0.4101 0.067 Uiso calc R 1 . . H
  C8 0.3211(3) 0.30440(17) 0.48120(16) 0.0602(8) Uani d . 1 . . C
  H8 0.2238 0.3323 0.4818 0.072 Uiso calc R 1 . . H
  C9 0.3155(5) 0.2362(2) 0.4257(2) 0.0909(12) Uani d . 1 . . C
  H9A 0.4094 0.2074 0.4254 0.136 Uiso calc R 1 . . H
  H9B 0.2973 0.2592 0.3787 0.136 Uiso calc R 1 . . H
  H9C 0.2363 0.1987 0.4378 0.136 Uiso calc R 1 . . H
  C10 0.3496(5) 0.2682(3) 0.5553(2) 0.0939(12) Uani d . 1 . . C
  H10A 0.4485 0.2450 0.5568 0.141 Uiso calc R 1 . . H
  H10B 0.2771 0.2260 0.5649 0.141 Uiso calc R 1 . . H
  H10C 0.3412 0.3105 0.5912 0.141 Uiso calc R 1 . . H
  C11 0.5869(3) 0.49241(19) 0.48417(18) 0.0605(8) Uani d . 1 . . C
  C12 0.8494(4) 0.5019(3) 0.4993(3) 0.1268(19) Uani d . 1 . . C
  H12A 0.8783 0.4839 0.4519 0.190 Uiso calc R 1 . . H
  H12B 0.9243 0.4856 0.5337 0.190 Uiso calc R 1 . . H
  H12C 0.8398 0.5606 0.4996 0.190 Uiso calc R 1 . . H
  C13 0.2198(3) 0.47288(16) 0.76628(14) 0.0512(7) Uani d . 1 . . C
  C14 0.2100(4) 0.4341(2) 0.70168(18) 0.0769(9) Uani d . 1 . . C
  H14 0.2634 0.4474 0.6602 0.092 Uiso calc R 1 . . H
  C15 0.1061(5) 0.3708(2) 0.7082(2) 0.0913(11) Uani d . 1 . . C
  H15 0.0781 0.3344 0.6719 0.110 Uiso calc R 1 . . H
  C16 0.0535(4) 0.3715(2) 0.7759(2) 0.0785(10) Uani d . 1 . . C
  H16 -0.0178 0.3358 0.7950 0.094 Uiso calc R 1 . . H
  C17 0.3105(3) 0.54096(15) 0.79258(14) 0.0480(6) Uani d . 1 . . C
  C18 0.4704(3) 0.65785(15) 0.75956(15) 0.0513(7) Uani d . 1 . . C
  H18 0.4957 0.6570 0.8111 0.062 Uiso calc R 1 . . H
  C19 0.6155(3) 0.66454(17) 0.71609(17) 0.0612(7) Uani d . 1 . . C
  H19A 0.5897 0.6665 0.6652 0.073 Uiso calc R 1 . . H
  H19B 0.6632 0.7163 0.7281 0.073 Uiso calc R 1 . . H
  C20 0.7287(4) 0.5965(2) 0.7271(2) 0.0742(9) Uani d . 1 . . C
  H20 0.6838 0.5451 0.7100 0.089 Uiso calc R 1 . . H
  C21 0.8666(5) 0.6139(4) 0.6809(3) 0.150(2) Uani d . 1 . . C
  H21A 0.9237 0.6575 0.7024 0.225 Uiso calc R 1 . . H
  H21B 0.8356 0.6299 0.6332 0.225 Uiso calc R 1 . . H
  H21C 0.9273 0.5654 0.6779 0.225 Uiso calc R 1 . . H
  C22 0.7721(7) 0.5851(4) 0.8033(2) 0.157(3) Uani d . 1 . . C
  H22A 0.8407 0.5398 0.8071 0.236 Uiso calc R 1 . . H
  H22B 0.6844 0.5738 0.8317 0.236 Uiso calc R 1 . . H
  H22C 0.8195 0.6341 0.8208 0.236 Uiso calc R 1 . . H
  C23 0.3784(4) 0.73326(16) 0.74453(15) 0.0570(7) Uani d . 1 . . C
  C24 0.3699(5) 0.8775(2) 0.7626(3) 0.1181(17) Uani d . 1 . . C
  H24A 0.3500 0.8828 0.7119 0.177 Uiso calc R 1 . . H
  H24B 0.4370 0.9204 0.7777 0.177 Uiso calc R 1 . . H
  H24C 0.2776 0.8819 0.7890 0.177 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
  O1 0.0667(12) 0.0752(12) 0.0451(10) 0.0026(12) -0.0039(10) -0.0101(10)
  O2 0.0781(15) 0.0708(13) 0.0760(14) -0.0155(12) 0.0070(13) 0.0101(12)
  O3 0.0529(13) 0.0861(16) 0.144(2) -0.0094(12) -0.0202(15) 0.0242(16)
  O4 0.0894(15) 0.0703(13) 0.0441(11) -0.0217(13) 0.0078(10) 0.0002(9)
  O5 0.0761(15) 0.0736(14) 0.0831(15) 0.0146(12) -0.0180(13) -0.0089(12)
  O6 0.0783(16) 0.0481(11) 0.145(2) -0.0027(12) -0.0233(16) -0.0101(14)
  N1 0.0682(16) 0.0603(14) 0.0695(16) 0.0046(14) 0.0030(13) -0.0091(13)
  N2 0.0506(13) 0.0531(13) 0.0491(13) 0.0015(11) -0.0074(10) -0.0060(11)
  N3 0.0674(15) 0.0610(14) 0.0646(15) -0.0159(14) 0.0010(13) 0.0045(12)
  N4 0.0676(15) 0.0489(12) 0.0399(11) -0.0092(12) 0.0010(11) -0.0016(10)
  C1 0.0511(15) 0.0477(14) 0.0536(16) -0.0046(13) 0.0095(13) 0.0000(12)
  C2 0.0641(19) 0.0695(19) 0.0574(17) 0.0049(16) 0.0001(15) 0.0059(15)
  C3 0.079(2) 0.083(2) 0.083(2) 0.021(2) 0.0016(19) 0.021(2)
  C4 0.088(2) 0.0621(19) 0.104(3) 0.020(2) 0.015(2) 0.007(2)
  C5 0.0487(14) 0.0530(15) 0.0415(13) -0.0058(13) 0.0049(12) 0.0011(12)
  C6 0.0510(15) 0.0529(15) 0.0502(15) 0.0002(13) 0.0010(12) 0.0021(12)
  C7 0.0526(16) 0.0570(15) 0.0590(16) 0.0028(14) 0.0085(14) -0.0002(14)
  C8 0.0547(16) 0.0540(16) 0.0720(19) -0.0023(14) 0.0055(15) -0.0003(15)
  C9 0.112(3) 0.070(2) 0.091(3) -0.024(2) 0.009(2) -0.016(2)
  C10 0.109(3) 0.091(3) 0.082(2) -0.033(2) 0.004(2) 0.014(2)
  C11 0.0537(17) 0.0548(17) 0.073(2) -0.0023(14) -0.0029(15) -0.0039(16)
  C12 0.054(2) 0.138(4) 0.188(5) -0.032(3) -0.006(3) -0.006(4)
  C13 0.0530(16) 0.0498(14) 0.0507(16) -0.0019(13) 0.0007(13) 0.0042(12)
  C14 0.078(2) 0.084(2) 0.069(2) -0.029(2) 0.0095(18) -0.0122(18)
  C15 0.099(3) 0.090(2) 0.085(3) -0.034(2) -0.003(2) -0.024(2)
  C16 0.071(2) 0.0688(19) 0.096(3) -0.0276(19) -0.001(2) 0.0043(19)
  C17 0.0515(15) 0.0455(13) 0.0469(15) 0.0029(12) 0.0021(13) 0.0031(12)
  C18 0.0602(17) 0.0473(14) 0.0465(14) -0.0081(14) -0.0023(13) 0.0006(12)
  C19 0.0612(17) 0.0576(16) 0.0648(17) -0.0035(15) -0.0009(15) 0.0091(14)
  C20 0.068(2) 0.0604(19) 0.094(2) -0.0003(17) -0.0008(19) -0.0073(18)
  C21 0.088(3) 0.174(5) 0.188(6) 0.031(4) 0.046(4) 0.004(5)
  C22 0.160(5) 0.200(6) 0.111(4) 0.104(5) -0.056(4) -0.003(4)
  C23 0.0569(17) 0.0518(16) 0.0623(17) -0.0050(15) 0.0028(15) -0.0001(14)
  C24 0.105(3) 0.0450(17) 0.204(5) 0.009(2) -0.010(4) -0.009(3)
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 C5 . 1.236(3) ?
  O2 C11 . 1.202(4) ?
  O3 C11 . 1.314(4) ?
  O3 C12 . 1.471(4) ?
  O4 C17 . 1.230(3) ?
  O5 C23 . 1.200(4) ?
  O6 C23 . 1.324(3) ?
  O6 C24 . 1.453(4) ?
  N1 C4 . 1.345(4) ?
  N1 C1 . 1.369(4) ?
  N1 H1 . 0.8600 ?
  N2 C5 . 1.350(3) ?
  N2 C6 . 1.442(3) ?
  N2 H2 . 0.8600 ?
  N3 C16 . 1.346(4) ?
  N3 C13 . 1.372(4) ?
  N3 H3 . 0.8600 ?
  N4 C17 . 1.345(3) ?
  N4 C18 . 1.448(3) ?
  N4 H4 . 0.8600 ?
  C1 C2 . 1.359(4) ?
  C1 C5 . 1.448(4) ?
  C2 C3 . 1.398(5) ?
  C2 H2A . 0.9300 ?
  C3 C4 . 1.355(5) ?
  C3 H3A . 0.9300 ?
  C4 H4A . 0.9300 ?
  C6 C11 . 1.514(4) ?
  C6 C7 . 1.523(4) ?
  C6 H6 . 0.9800 ?
  C7 C8 . 1.527(4) ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 C10 . 1.514(5) ?
  C8 C9 . 1.514(4) ?
  C8 H8 . 0.9800 ?
  C9 H9A . 0.9600 ?
  C9 H9B . 0.9600 ?
  C9 H9C . 0.9600 ?
  C10 H10A . 0.9600 ?
  C10 H10B . 0.9600 ?
  C10 H10C . 0.9600 ?
  C12 H12A . 0.9600 ?
  C12 H12B . 0.9600 ?
  C12 H12C . 0.9600 ?
  C13 C14 . 1.355(4) ?
  C13 C17 . 1.456(4) ?
  C14 C15 . 1.391(5) ?
  C14 H14 . 0.9300 ?
  C15 C16 . 1.338(5) ?
  C15 H15 . 0.9300 ?
  C16 H16 . 0.9300 ?
  C18 C23 . 1.503(4) ?
  C18 C19 . 1.528(4) ?
  C18 H18 . 0.9800 ?
  C19 C20 . 1.513(4) ?
  C19 H19A . 0.9700 ?
  C19 H19B . 0.9700 ?
  C20 C22 . 1.474(5) ?
  C20 C21 . 1.525(6) ?
  C20 H20 . 0.9800 ?
  C21 H21A . 0.9600 ?
  C21 H21B . 0.9600 ?
  C21 H21C . 0.9600 ?
  C22 H22A . 0.9600 ?
  C22 H22B . 0.9600 ?
  C22 H22C . 0.9600 ?
  C24 H24A . 0.9600 ?
  C24 H24B . 0.9600 ?
  C24 H24C . 0.9600 ?