#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012887.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_2012887
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o507
_journal_page_last  o509
_publ_section_title
;
tert-Butyl (3S,6R,9R)-(5-oxo-3-{[1(R)-phenylethyl]carbamoyl}-
1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl)carbamate monohydrate at 95 K
;
loop_
_publ_author_name
  'Soave, Raffaella'
  'Destro, Riccardo'
_chemical_formula_moiety  'C22 H31 N3 O4, H2 O'
_chemical_formula_sum  'C22 H33 N3 O5'
_chemical_formula_iupac  'C22 H31 N3 O4, H2 O'
_chemical_formula_weight  419.51
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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  8.520(2)
_cell_length_b  12.095(2)
_cell_length_c  22.323(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2300.4(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  95(2)
_exptl_crystal_density_diffrn  1.211
_diffrn_ambient_temperature  95(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
  O1W 0.5635(3) 0.8447(2) 0.62571(10) 0.0391(6) Uani d . 1 . . O
  H1W 0.530(5) 0.829(3) 0.5923(19) 0.039(11) Uiso d . 1 . . H
  H2W 0.632(7) 0.796(5) 0.635(2) 0.087(18) Uiso d . 1 . . H
  N1 0.4972(2) 0.95998(16) 0.38705(9) 0.0136(4) Uani d . 1 . . N
  H1 0.5986 0.9727 0.3839 0.020 Uiso calc R 1 . . H
  N2 0.5453(2) 0.67431(16) 0.42135(9) 0.0140(4) Uani d . 1 . . N
  N3 0.5147(3) 0.58712(17) 0.57343(9) 0.0151(4) Uani d . 1 . . N
  H3 0.6041 0.6215 0.5800 0.023 Uiso calc R 1 . . H
  O1 0.3110(2) 0.82555(14) 0.39133(8) 0.0172(4) Uani d . 1 . . O
  O2 0.5352(2) 0.77803(14) 0.50429(7) 0.0192(4) Uani d . 1 . . O
  O3 0.3180(2) 0.48716(15) 0.61571(8) 0.0182(4) Uani d . 1 . . O
  O4 0.5353(2) 0.54085(15) 0.66798(7) 0.0188(4) Uani d . 1 . . O
  C1 0.4920(3) 0.6150(2) 0.32452(11) 0.0187(5) Uani d . 1 . . C
  H1A 0.3786 0.6318 0.3211 0.028 Uiso calc R 1 . . H
  H1B 0.5214 0.5613 0.2930 0.028 Uiso calc R 1 . . H
  C3 0.5821(3) 0.7700(2) 0.38392(10) 0.0139(5) Uani d . 1 . . C
  H3A 0.6849 0.8034 0.3958 0.021 Uiso calc R 1 . . H
  C2 0.5910(3) 0.7205(2) 0.32018(11) 0.0192(5) Uani d . 1 . . C
  H2A 0.5468 0.7721 0.2902 0.029 Uiso calc R 1 . . H
  H2B 0.7008 0.7030 0.3091 0.029 Uiso calc R 1 . . H
  C4 0.4493(3) 0.85503(19) 0.38888(10) 0.0123(4) Uani d . 1 . . C
  C5 0.5158(3) 0.6883(2) 0.47978(11) 0.0141(5) Uani d . 1 . . C
  C6 0.4467(3) 0.58923(19) 0.51374(10) 0.0149(5) Uani d . 1 . . C
  H6 0.3315 0.6025 0.5183 0.022 Uiso calc R 1 . . H
  C7 0.4671(4) 0.4802(2) 0.48117(11) 0.0213(5) Uani d . 1 . . C
  H7A 0.4021 0.4227 0.5007 0.032 Uiso calc R 1 . . H
  H7B 0.5782 0.4566 0.4833 0.032 Uiso calc R 1 . . H
  C8 0.4181(4) 0.4922(2) 0.41572(11) 0.0224(6) Uani d . 1 . . C
  H8A 0.4213 0.4194 0.3954 0.034 Uiso calc R 1 . . H
  H8B 0.3098 0.5215 0.4131 0.034 Uiso calc R 1 . . H
  C9 0.5319(3) 0.57118(19) 0.38627(11) 0.0173(5) Uani d . 1 . . C
  H9 0.6374 0.5352 0.3845 0.026 Uiso calc R 1 . . H
  C10 0.4445(3) 0.5341(2) 0.61869(11) 0.0148(5) Uani d . 1 . . C
  C11 0.4874(3) 0.4905(2) 0.72518(11) 0.0181(5) Uani d . 1 . . C
  C12 0.4694(4) 0.3660(2) 0.71804(12) 0.0292(7) Uani d . 1 . . C
  H12A 0.3759 0.3501 0.6939 0.044 Uiso calc R 1 . . H
  H12B 0.4581 0.3318 0.7576 0.044 Uiso calc R 1 . . H
  H12C 0.5624 0.3359 0.6980 0.044 Uiso calc R 1 . . H
  C13 0.3390(3) 0.5452(2) 0.74875(12) 0.0228(6) Uani d . 1 . . C
  H13A 0.3530 0.6256 0.7491 0.034 Uiso calc R 1 . . H
  H13B 0.3181 0.5191 0.7895 0.034 Uiso calc R 1 . . H
  H13C 0.2504 0.5261 0.7228 0.034 Uiso calc R 1 . . H
  C14 0.6265(3) 0.5177(3) 0.76509(12) 0.0253(6) Uani d . 1 . . C
  H14A 0.6352 0.5981 0.7695 0.038 Uiso calc R 1 . . H
  H14B 0.7228 0.4887 0.7470 0.038 Uiso calc R 1 . . H
  H14C 0.6111 0.4839 0.8046 0.038 Uiso calc R 1 . . H
  C15 0.3920(3) 1.0549(2) 0.39002(11) 0.0159(5) Uani d . 1 . . C
  H15 0.2869 1.0319 0.3745 0.024 Uiso calc R 1 . . H
  C16 0.4570(3) 1.1449(2) 0.34893(11) 0.0203(5) Uani d . 1 . . C
  H16A 0.4684 1.1154 0.3083 0.030 Uiso calc R 1 . . H
  H16B 0.5596 1.1691 0.3638 0.030 Uiso calc R 1 . . H
  H16C 0.3846 1.2079 0.3484 0.030 Uiso calc R 1 . . H
  C17 0.3719(3) 1.0968(2) 0.45395(11) 0.0160(5) Uani d . 1 . . C
  C18 0.2770(3) 1.1893(2) 0.46445(13) 0.0203(5) Uani d . 1 . . C
  H18 0.2246 1.2239 0.4319 0.030 Uiso calc R 1 . . H
  C19 0.2587(3) 1.2311(2) 0.52195(14) 0.0251(6) Uani d . 1 . . C
  H19 0.1939 1.2939 0.5285 0.038 Uiso calc R 1 . . H
  C20 0.3344(4) 1.1816(2) 0.56971(13) 0.0266(6) Uani d . 1 . . C
  H20 0.3228 1.2108 0.6090 0.040 Uiso calc R 1 . . H
  C21 0.4271(3) 1.0896(2) 0.56009(12) 0.0247(6) Uani d . 1 . . C
  H21 0.4785 1.0551 0.5929 0.037 Uiso calc R 1 . . H
  C22 0.4456(3) 1.0470(2) 0.50242(11) 0.0191(5) Uani d . 1 . . C
  H22 0.5091 0.9834 0.4963 0.029 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
  O1W 0.0586(16) 0.0380(13) 0.0208(11) 0.0226(13) -0.0072(11) -0.0116(9)
  N1 0.0115(9) 0.0139(9) 0.0155(9) 0.0013(8) 0.0007(8) 0.0006(8)
  N2 0.0152(10) 0.0124(9) 0.0144(9) -0.0002(8) 0.0012(8) 0.0013(8)
  N3 0.0147(10) 0.0183(10) 0.0125(9) -0.0026(9) -0.0034(8) 0.0042(8)
  O1 0.0155(8) 0.0152(8) 0.0209(9) 0.0004(7) 0.0010(7) 0.0016(7)
  O2 0.0327(10) 0.0141(8) 0.0108(7) -0.0016(8) -0.0009(8) 0.0002(7)
  O3 0.0139(8) 0.0224(9) 0.0182(8) -0.0003(7) 0.0012(7) 0.0052(7)
  O4 0.0152(8) 0.0282(9) 0.0130(8) -0.0010(8) -0.0015(7) 0.0062(7)
  C1 0.0250(13) 0.0174(11) 0.0137(11) -0.0012(11) 0.0019(10) -0.0036(9)
  C3 0.0140(11) 0.0149(10) 0.0128(11) 0.0016(9) 0.0016(9) 0.0017(9)
  C2 0.0261(14) 0.0189(12) 0.0125(11) 0.0012(11) 0.0037(10) -0.0014(10)
  C4 0.0147(11) 0.0149(10) 0.0072(9) 0.0012(9) 0.0009(9) 0.0007(8)
  C5 0.0124(11) 0.0160(11) 0.0137(10) 0.0020(9) -0.0025(9) 0.0022(9)
  C6 0.0131(11) 0.0165(11) 0.0149(11) 0.0005(10) -0.0024(9) 0.0032(9)
  C7 0.0311(14) 0.0140(11) 0.0189(11) -0.0043(11) -0.0003(11) 0.0032(9)
  C8 0.0324(15) 0.0177(12) 0.0170(12) -0.0093(12) -0.0009(11) -0.0012(10)
  C9 0.0220(12) 0.0132(11) 0.0166(11) 0.0028(10) 0.0007(10) -0.0021(9)
  C10 0.0141(11) 0.0146(11) 0.0158(11) 0.0042(9) -0.0008(9) 0.0019(9)
  C11 0.0213(12) 0.0217(12) 0.0114(10) 0.0010(11) 0.0013(10) 0.0049(9)
  C12 0.0480(19) 0.0208(13) 0.0187(12) 0.0071(14) 0.0003(13) 0.0031(10)
  C13 0.0237(14) 0.0255(13) 0.0192(12) 0.0001(12) 0.0042(11) -0.0012(11)
  C14 0.0235(14) 0.0361(16) 0.0162(12) 0.0030(13) -0.0034(11) 0.0051(11)
  C15 0.0160(11) 0.0129(11) 0.0189(12) -0.0004(9) -0.0029(10) 0.0005(10)
  C16 0.0277(14) 0.0157(11) 0.0176(12) 0.0001(11) -0.0001(11) 0.0021(9)
  C17 0.0167(12) 0.0116(11) 0.0197(12) -0.0037(10) 0.0040(10) -0.0012(9)
  C18 0.0196(12) 0.0139(11) 0.0275(14) -0.0014(11) 0.0045(11) 0.0036(10)
  C19 0.0269(14) 0.0132(11) 0.0353(15) -0.0007(11) 0.0115(12) -0.0036(11)
  C20 0.0327(15) 0.0249(13) 0.0222(13) -0.0049(13) 0.0087(12) -0.0101(11)
  C21 0.0274(15) 0.0254(13) 0.0214(13) -0.0014(12) 0.0013(11) 0.0009(11)
  C22 0.0213(13) 0.0157(11) 0.0203(12) 0.0019(10) 0.0036(11) -0.0016(10)
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
  O1W H1W . 0.82(4) no
  O1W H2W . 0.86(6) no
  N1 C4 . 1.334(3) yes
  N1 C15 . 1.458(3) yes
  N1 H1 . 0.8800 no
  N2 C5 . 1.339(3) yes
  N2 C3 . 1.462(3) yes
  N2 C9 . 1.477(3) yes
  N3 C10 . 1.337(3) yes
  N3 C6 . 1.453(3) yes
  N3 H3 . 0.8800 no
  O1 C4 . 1.232(3) no
  O2 C5 . 1.226(3) no
  O3 C10 . 1.221(3) no
  O4 C10 . 1.347(3) no
  O4 C11 . 1.472(3) no
  C1 C9 . 1.515(3) no
  C1 C2 . 1.533(4) no
  C1 H1A . 0.9900 no
  C1 H1B . 0.9900 no
  C3 C4 . 1.532(3) no
  C3 C2 . 1.546(3) no
  C3 H3A . 1.0000 no
  C2 H2A . 0.9900 no
  C2 H2B . 0.9900 no
  C5 C6 . 1.536(3) no
  C6 C7 . 1.516(3) no
  C6 H6 . 1.0000 no
  C7 C8 . 1.526(4) no
  C7 H7A . 0.9900 no
  C7 H7B . 0.9900 no
  C8 C9 . 1.512(4) no
  C8 H8A . 0.9900 no
  C8 H8B . 0.9900 no
  C9 H9 . 1.0000 no
  C11 C14 . 1.518(4) no
  C11 C13 . 1.521(4) no
  C11 C12 . 1.523(4) no
  C12 H12A . 0.9800 no
  C12 H12B . 0.9800 no
  C12 H12C . 0.9800 no
  C13 H13A . 0.9800 no
  C13 H13B . 0.9800 no
  C13 H13C . 0.9800 no
  C14 H14A . 0.9800 no
  C14 H14B . 0.9800 no
  C14 H14C . 0.9800 no
  C15 C17 . 1.524(3) no
  C15 C16 . 1.527(3) no
  C15 H15 . 1.0000 no
  C16 H16A . 0.9800 no
  C16 H16B . 0.9800 no
  C16 H16C . 0.9800 no
  C17 C22 . 1.389(4) no
  C17 C18 . 1.400(4) no
  C18 C19 . 1.388(4) no
  C18 H18 . 0.9500 no
  C19 C20 . 1.382(4) no
  C19 H19 . 0.9500 no
  C20 C21 . 1.381(4) no
  C20 H20 . 0.9500 no
  C21 C22 . 1.396(4) no
  C21 H21 . 0.9500 no
  C22 H22 . 0.9500 no