#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008634.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_2008634
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  964
_journal_page_last  968
_publ_section_title
;
Bis-lactim ethers of cyclic dipeptides, part 1: compounds derived
from cyclo(Gly-L-Val)
;
loop_
_publ_author_name
  'Bolte, Michael'
  'Benecke, Bernd'
  'Egert, Ernst'
_chemical_formula_sum  'C21 H25 N3 O4'
_chemical_formula_weight  383.44
_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  7.8880(10)
_cell_length_b  8.6430(10)
_cell_length_c  29.8320(10)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2033.8(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.252
_diffrn_ambient_temperature  293
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
  N1  .4703(2)  .1509(2)  .54170(5)  .0504(4) Uani d . 1 . . N
  C2  .4469(3)  .2747(2)  .56312(6)  .0463(5) Uani d . 1 . . C
  C3  .3819(3)  .2923(2)  .61044(6)  .0453(5) Uani d . 1 . . C
  H3  .4797  .3172  .6294  .054 Uiso calc R 1 . . H
  N4  .3079(3)  .1503(2)  .62806(5)  .0527(4) Uani d . 1 . . N
  C5  .3341(3)  .0267(2)  .60675(7)  .0524(5) Uani d . 1 . . C
  C6  .4332(3)  .0054(2)  .56424(7)  .0527(5) Uani d . 1 . . C
  H6  .3609  -.0543  .5439  .063 Uiso calc R 1 . . H
  O21  .4806(2)  .41484(18)  .54514(5)  .0576(4) Uani d . 1 . . O
  C22  .5647(5)  .4135(4)  .50235(9)  .0824(9) Uani d . 1 . . C
  H22A  .5876  .5179  .4931  .124 Uiso calc R 1 . . H
  H22B  .4932  .3643  .4806  .124 Uiso calc R 1 . . H
  H22C  .6694  .3575  .5048  .124 Uiso calc R 1 . . H
  O51  .2695(3)  -.10915(18)  .62104(6)  .0701(5) Uani d . 1 . . O
  C52  .1758(4)  -.1047(3)  .66210(10)  .0815(8) Uani d . 1 . . C
  H52A  .1253  -.2041  .6675  .122 Uiso calc R 1 . . H
  H52B  .0885  -.0277  .6600  .122 Uiso calc R 1 . . H
  H52C  .2508  -.0795  .6864  .122 Uiso calc R 1 . . H
  C61  .5948(4)  -.0913(3)  .57177(8)  .0657(6) Uani d . 1 . . C
  H61  .5604  -.1882  .5862  .079 Uiso calc R 1 . . H
  C62  .6762(4)  -.1328(4)  .52756(10)  .0877(9) Uani d . 1 . . C
  H62A  .5943  -.1830  .5087  .132 Uiso calc R 1 . . H
  H62B  .7699  -.2013  .5327  .132 Uiso calc R 1 . . H
  H62C  .7159  -.0404  .5131  .132 Uiso calc R 1 . . H
  C63  .7166(4)  -.0110(5)  .60300(11)  .0952(11) Uani d . 1 . . C
  H63A  .6597  .0140  .6305  .143 Uiso calc R 1 . . H
  H63B  .7571  .0823  .5892  .143 Uiso calc R 1 . . H
  H63C  .8107  -.0781  .6092  .143 Uiso calc R 1 . . H
  C1'  .2532(3)  .4266(2)  .61568(6)  .0432(4) Uani d . 1 . . C
  H1'  .3040  .5194  .6024  .052 Uiso calc R 1 . . H
  C2'  .2193(3)  .4608(2)  .66512(6)  .0445(5) Uani d . 1 . . C
  C3'  .0707(3)  .4192(3)  .68540(7)  .0591(6) Uani d . 1 . . C
  H3'  -.0116  .3673  .6689  .071 Uiso calc R 1 . . H
  C4'  .0401(4)  .4535(4)  .73091(8)  .0753(8) Uani d . 1 . . C
  H4'  -.0624  .4252  .7439  .090 Uiso calc R 1 . . H
  C5'  .1572(4)  .5265(3)  .75553(8)  .0742(8) Uani d . 1 . . C
  H5'  .1340  .5498  .7853  .089 Uiso calc R 1 . . H
  C6'  .3153(4)  .5687(3)  .73704(7)  .0617(6) Uani d . 1 . . C
  C7'  .4444(5)  .6382(3)  .76304(8)  .0822(10) Uani d . 1 . . C
  H7'  .4240  .6582  .7932  .099 Uiso calc R 1 . . H
  C8'  .5958(5)  .6762(4)  .74545(10)  .0858(9) Uani d . 1 . . C
  H8'  .6800  .7183  .7635  .103 Uiso calc R 1 . . H
  C9'  .6260(4)  .6520(3)  .69968(9)  .0726(7) Uani d . 1 . . C
  H9'  .7291  .6815  .6872  .087 Uiso calc R 1 . . H
  C10'  .5050(3)  .5855(3)  .67323(7)  .0543(5) Uani d . 1 . . C
  H10'  .5272  .5712  .6429  .065 Uiso calc R 1 . . H
  C11'  .3467(3)  .5376(2)  .69076(6)  .0481(5) Uani d . 1 . . C
  C1"  .0962(3)  .3874(3)  .58880(7)  .0546(5) Uani d . 1 . . C
  H1"A  .1292  .3661  .5581  .066 Uiso calc R 1 . . H
  H1"B  .0460  .2939  .6009  .066 Uiso calc R 1 . . H
  N1"  -.0337(3)  .5124(3)  .58886(7)  .0737(7) Uani d . 1 . . N
  O2"  -.1802(3)  .4760(4)  .59213(11)  .1278(11) Uani d . 1 . . O
  O3"  .0140(4)  .6438(3)  .58538(10)  .1133(8) Uani d . 1 . . O
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
  N1  .0508(10)  .0553(10)  .0451(7)  .0096(9)  -.0006(7)  -.0067(7)
  C2  .0417(10)  .0512(11)  .0460(9)  .0069(10)  .0007(9)  -.0012(8)
  C3  .0453(10)  .0481(10)  .0426(9)  .0040(10)  -.0002(8)  -.0048(8)
  N4  .0596(11)  .0474(9)  .0511(8)  .0079(9)  .0042(8)  .0010(7)
  C5  .0539(12)  .0481(11)  .0551(10)  .0072(11)  -.0003(10)  .0005(9)
  C6  .0594(13)  .0476(11)  .0510(10)  .0055(11)  -.0050(10)  -.0072(8)
  O21  .0641(10)  .0529(8)  .0558(7)  .0034(8)  .0178(7)  -.0003(6)
  C22  .102(2)  .0725(16)  .0727(14)  .0070(18)  .0446(16)  .0051(12)
  O51  .0780(12)  .0477(9)  .0848(11)  .0037(9)  .0149(9)  .0032(7)
  C52  .090(2)  .0614(14)  .0927(17)  .0058(16)  .0329(18)  .0149(13)
  C61  .0727(15)  .0625(13)  .0618(11)  .0225(14)  .0030(12)  -.0013(10)
  C62  .096(2)  .0846(19)  .0824(16)  .0360(19)  .0150(17)  -.0054(14)
  C63  .0734(18)  .128(3)  .0840(17)  .036(2)  -.0243(15)  -.0137(18)
  C1'  .0475(11)  .0429(10)  .0392(8)  .0060(9)  -.0019(8)  -.0035(7)
  C2'  .0489(11)  .0435(10)  .0411(9)  .0099(9)  .0009(8)  -.0027(7)
  C3'  .0539(12)  .0712(14)  .0524(10)  .0063(13)  .0027(10)  -.0006(10)
  C4'  .0693(16)  .099(2)  .0578(12)  .0112(17)  .0213(12)  .0027(13)
  C5'  .0928(19)  .0835(17)  .0462(10)  .0111(18)  .0128(13)  -.0052(11)
  C6'  .0872(17)  .0531(12)  .0448(10)  .0101(14)  -.0022(12)  -.0042(9)
  C7'  .128(3)  .0676(16)  .0513(11)  .000(2)  -.0220(16)  -.0132(11)
  C8'  .107(3)  .0725(17)  .0775(16)  -.0155(19)  -.0295(18)  -.0134(13)
  C9'  .0751(17)  .0607(13)  .0819(15)  -.0130(15)  -.0162(14)  -.0028(12)
  C10'  .0586(12)  .0480(11)  .0564(10)  -.0004(11)  -.0054(10)  -.0026(9)
  C11'  .0616(12)  .0392(10)  .0434(9)  .0086(10)  -.0045(9)  -.0031(8)
  C1"  .0535(12)  .0620(13)  .0484(9)  .0090(11)  -.0073(10)  -.0082(9)
  N1"  .0607(13)  .0938(18)  .0667(11)  .0257(13)  -.0185(10)  -.0112(11)
  O2"  .0543(11)  .170(3)  .159(2)  .0272(16)  -.0087(14)  .002(2)
  O3"  .1105(19)  .0754(15)  .154(2)  .0362(15)  -.0438(17)  -.0094(14)
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
  N1 C2 . 1.260(3) ?
  N1 C6 . 1.456(3) ?
  C2 O21 . 1.351(3) ?
  C2 C3 . 1.510(3) ?
  C3 N4 . 1.457(3) ?
  C3 C1' . 1.550(3) ?
  N4 C5 . 1.260(3) ?
  C5 O51 . 1.349(3) ?
  C5 C6 . 1.501(3) ?
  C6 C61 . 1.541(3) ?
  O21 C22 . 1.439(3) ?
  O51 C52 . 1.431(3) ?
  C61 C63 . 1.508(4) ?
  C61 C62 . 1.510(3) ?
  C1' C1" . 1.514(3) ?
  C1' C2' . 1.527(2) ?
  C2' C3' . 1.367(3) ?
  C2' C11' . 1.427(3) ?
  C3' C4' . 1.411(3) ?
  C4' C5' . 1.338(4) ?
  C5' C6' . 1.412(4) ?
  C6' C7' . 1.414(4) ?
  C6' C11' . 1.428(3) ?
  C7' C8' . 1.345(5) ?
  C8' C9' . 1.402(4) ?
  C9' C10' . 1.365(3) ?
  C10' C11' . 1.416(3) ?
  C1" N1" . 1.489(3) ?
  N1" O3" . 1.200(4) ?
  N1" O2" . 1.202(3) ?