#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202327.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_2202327
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1060
_journal_page_last  o1062
_publ_section_title
;
[3R-(3\b,4\b,5\b)]-3-(Acetylamino)-3,4-dihydro-4-hydroxy-5-
(hydroxymethyl)furan-2(5H)-one monohydrate
;
loop_
_publ_author_name
  'Clegg, William'
  'Heath, Sarah L.'
  'Jackson, Richard F. W.'
  'Palmer, Nicholas J.'
_chemical_formula_moiety  'C7 H11 N O5, H2 O'
_chemical_formula_sum  'C7 H13 N O6'
_chemical_formula_iupac  'C7 H11 N O5, H2 O'
_chemical_formula_weight  207.18
_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  4.5292(5)
_cell_length_b  9.7807(10)
_cell_length_c  21.622(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  957.83(18)
_cell_formula_units_Z  4
_cell_measurement_temperature  160(2)
_exptl_crystal_density_diffrn  1.437
_diffrn_ambient_temperature  160(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 0.6310(4) 0.53995(15) 0.35100(7) 0.0191(4) Uani d . 1 . . O
  C1 0.4114(5) 0.6463(2) 0.36592(10) 0.0170(5) Uani d . 1 . . C
  H1A 0.2089 0.6057 0.3645 0.020 Uiso calc R 1 . . H
  C2 0.4439(6) 0.7518(2) 0.31384(10) 0.0178(5) Uani d . 1 . . C
  H2A 0.2564 0.8030 0.3061 0.021 Uiso calc R 1 . . H
  O2 0.6866(4) 0.84040(17) 0.32424(8) 0.0229(4) Uani d . 1 . . O
  H2 0.624(7) 0.916(3) 0.3363(13) 0.039(9) Uiso d . 1 . . H
  C3 0.5289(5) 0.6597(2) 0.25947(10) 0.0159(5) Uani d . 1 . . C
  H3 0.3465 0.6170 0.2420 0.019 Uiso calc R 1 . . H
  C4 0.7129(5) 0.5501(2) 0.29129(11) 0.0170(5) Uani d . 1 . . C
  O3 0.9063(4) 0.48047(16) 0.26967(8) 0.0226(4) Uani d . 1 . . O
  C5 0.4712(6) 0.6994(2) 0.42973(11) 0.0226(6) Uani d . 1 . . C
  H5A 0.6792 0.7300 0.4324 0.027 Uiso calc R 1 . . H
  H5B 0.3432 0.7795 0.4378 0.027 Uiso calc R 1 . . H
  O4 0.4180(5) 0.5978(2) 0.47545(8) 0.0281(4) Uani d . 1 . . O
  H4 0.581(8) 0.555(3) 0.4848(15) 0.049(10) Uiso d . 1 . . H
  N1 0.6873(5) 0.7287(2) 0.21064(9) 0.0177(4) Uani d . 1 . . N
  H1 0.797(7) 0.798(3) 0.2196(13) 0.033(8) Uiso d . 1 . . H
  C6 0.6841(6) 0.6851(2) 0.15181(11) 0.0197(5) Uani d . 1 . . C
  O5 0.5416(4) 0.58314(17) 0.13534(7) 0.0257(4) Uani d . 1 . . O
  C7 0.8578(6) 0.7681(3) 0.10595(11) 0.0277(6) Uani d . 1 . . C
  H7A 0.7231 0.8078 0.0753 0.042 Uiso calc R 1 . . H
  H7B 1.0011 0.7091 0.0850 0.042 Uiso calc R 1 . . H
  H7C 0.9624 0.8416 0.1276 0.042 Uiso calc R 1 . . H
  O6 0.9079(5) 0.4663(2) 0.50663(9) 0.0282(5) Uani d . 1 . . O
  H6A 1.059(11) 0.503(4) 0.4918(18) 0.076(14) Uiso d . 1 . . H
  H6B 0.934(8) 0.454(3) 0.5467(16) 0.048(10) Uiso d . 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 0.0218(9) 0.0187(8) 0.0168(8) 0.0045(7) 0.0028(7) 0.0031(7)
  C1 0.0154(11) 0.0184(11) 0.0171(11) 0.0020(10) 0.0016(10) 0.0004(9)
  C2 0.0190(12) 0.0179(11) 0.0164(11) 0.0014(10) 0.0029(10) 0.0018(9)
  O2 0.0257(9) 0.0161(9) 0.0269(9) -0.0033(8) 0.0068(8) -0.0044(8)
  C3 0.0148(11) 0.0201(11) 0.0129(11) -0.0012(9) -0.0003(9) 0.0001(9)
  C4 0.0172(11) 0.0143(10) 0.0195(12) -0.0030(10) -0.0006(10) -0.0023(9)
  O3 0.0229(9) 0.0206(8) 0.0244(9) 0.0032(7) 0.0018(8) -0.0025(7)
  C5 0.0259(14) 0.0240(12) 0.0179(12) -0.0032(11) 0.0025(11) -0.0014(10)
  O4 0.0255(10) 0.0402(11) 0.0187(9) 0.0015(9) 0.0044(8) 0.0077(8)
  N1 0.0210(11) 0.0161(10) 0.0159(10) -0.0034(9) 0.0008(8) 0.0009(8)
  C6 0.0229(12) 0.0183(11) 0.0178(12) 0.0029(11) 0.0017(11) 0.0007(9)
  O5 0.0354(11) 0.0217(8) 0.0199(9) -0.0103(8) -0.0005(8) -0.0012(7)
  C7 0.0395(17) 0.0253(13) 0.0184(12) -0.0087(12) 0.0059(12) -0.0012(11)
  O6 0.0313(11) 0.0317(11) 0.0216(10) -0.0022(9) 0.0005(9) 0.0043(8)
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 . 1.475(3) ?
  O1 C4 . 1.347(3) ?
  C1 H1A . 1.000 ?
  C1 C2 . 1.534(3) ?
  C1 C5 . 1.499(3) ?
  C2 H2A . 1.000 ?
  C2 O2 . 1.418(3) ?
  C2 C3 . 1.530(3) ?
  O2 H2 . 0.83(3) ?
  C3 H3 . 1.000 ?
  C3 C4 . 1.523(3) ?
  C3 N1 . 1.444(3) ?
  C4 O3 . 1.204(3) ?
  C5 H5A . 0.990 ?
  C5 H5B . 0.990 ?
  C5 O4 . 1.422(3) ?
  O4 H4 . 0.87(4) ?
  N1 H1 . 0.87(3) ?
  N1 C6 . 1.341(3) ?
  C6 O5 . 1.240(3) ?
  C6 C7 . 1.504(3) ?
  C7 H7A . 0.980 ?
  C7 H7B . 0.980 ?
  C7 H7C . 0.980 ?
  O6 H6A . 0.84(5) ?
  O6 H6B . 0.88(3) ?