#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202418.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_2202418
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1063
_journal_page_last  o1065
_publ_section_title
;
1-(2',3'-Anhydro-5'-O-benzoyl-\b-D-lyxofuranoyl)-5-fluorouracil
;
_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
  'Wagner, Timothy R.'
  'Gadikota, Rajendrakumar Reddy'
  'Callam, Christopher S.'
  'Lowary, Todd L.'
_chemical_formula_moiety  'C16 H13 F N2 O6'
_chemical_formula_sum  'C16 H13 F N2 O6'
_chemical_formula_iupac  'C16 H13 F N2 O6'
_chemical_formula_weight  348.28
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  7.3537(8)
_cell_length_b  5.5149(8)
_cell_length_c  19.290(2)
_cell_angle_alpha  90.00
_cell_angle_beta  100.928(9)
_cell_angle_gamma  90.00
_cell_volume  768.13(17)
_cell_formula_units_Z  2
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.506
_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
  F1 0.8732(4) -0.4285(7) 0.19297(15) 0.0615(9) Uani d . 1 . . F
  O1 0.5109(4) 0.3444(7) 0.18779(16) 0.0470(9) Uani d . 1 . . O
  O2 0.2866(5) -0.0274(7) 0.1889(2) 0.0594(11) Uani d . 1 . . O
  O3 0.5312(6) 0.5828(10) 0.3127(2) 0.0737(13) Uani d . 1 . . O
  O4 0.4104(8) 0.6893(13) 0.4046(3) 0.123(2) Uani d . 1 . . O
  O5 1.0030(5) -0.3851(8) 0.06968(17) 0.0545(10) Uani d . 1 . . O
  O6 0.6325(5) 0.2691(8) 0.00678(18) 0.0598(11) Uani d . 1 . . O
  N1 0.6133(5) 0.0793(8) 0.11036(18) 0.0387(9) Uani d . 1 . . N
  N2 0.8221(5) -0.0490(8) 0.0413(2) 0.0451(11) Uani d . 1 . . N
  H2 0.8733 -0.0263 0.0053 0.054 Uiso calc R 1 . . H
  C1 0.4609(6) 0.2329(10) 0.1215(2) 0.0415(11) Uani d . 1 . . C
  H1 0.4393 0.3581 0.0848 0.050 Uiso calc R 1 . . H
  C2 0.2817(6) 0.1024(11) 0.1230(3) 0.0514(13) Uani d . 1 . . C
  H2A 0.1991 0.0519 0.0794 0.062 Uiso calc R 1 . . H
  C3 0.2094(7) 0.2134(10) 0.1808(3) 0.0494(13) Uani d . 1 . . C
  H3 0.0759 0.2381 0.1769 0.059 Uiso calc R 1 . . H
  C4 0.3443(7) 0.4048(10) 0.2140(3) 0.0482(13) Uani d . 1 . . C
  H4 0.2998 0.5653 0.1967 0.058 Uiso calc R 1 . . H
  C5 0.3866(8) 0.4056(13) 0.2916(3) 0.0682(17) Uani d . 1 . . C
  H5A 0.2773 0.4485 0.3102 0.082 Uiso calc R 1 . . H
  H5B 0.4281 0.2464 0.3092 0.082 Uiso calc R 1 . . H
  C6 0.5287(10) 0.7106(14) 0.3701(3) 0.0715(18) Uani d . 1 . . C
  C7 0.6879(10) 0.8800(13) 0.3863(3) 0.0686(17) Uani d . 1 . . C
  C8 0.6836(12) 1.0581(15) 0.4361(3) 0.089(2) Uani d . 1 . . C
  H8 0.5856 1.0650 0.4602 0.107 Uiso calc R 1 . . H
  C9 0.8265(16) 1.2282(19) 0.4504(5) 0.114(3) Uani d . 1 . . C
  H9 0.8222 1.3514 0.4829 0.136 Uiso calc R 1 . . H
  C10 0.9705(15) 1.213(2) 0.4168(5) 0.117(3) Uani d . 1 . . C
  H10 1.0666 1.3244 0.4270 0.140 Uiso calc R 1 . . H
  C11 0.9779(11) 1.0343(17) 0.3675(4) 0.099(3) Uani d . 1 . . C
  H11 1.0781 1.0268 0.3445 0.118 Uiso calc R 1 . . H
  C12 0.8366(10) 0.8664(15) 0.3522(3) 0.0764(19) Uani d . 1 . . C
  H12 0.8415 0.7450 0.3191 0.092 Uiso calc R 1 . . H
  C13 0.6756(6) -0.1014(10) 0.1576(2) 0.0416(11) Uani d . 1 . . C
  H13 0.6256 -0.1180 0.1982 0.050 Uiso calc R 1 . . H
  C14 0.8082(6) -0.2546(10) 0.1459(2) 0.0413(11) Uani d . 1 . . C
  C15 0.8867(6) -0.2409(10) 0.0842(2) 0.0411(11) Uani d . 1 . . C
  C16 0.6836(6) 0.1120(10) 0.0497(2) 0.0412(11) Uani d . 1 . . C
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
  F1 0.0523(18) 0.065(2) 0.0735(19) 0.0231(18) 0.0278(14) 0.0224(19)
  O1 0.0360(17) 0.050(2) 0.0567(19) -0.0027(17) 0.0123(14) -0.0085(17)
  O2 0.049(2) 0.0325(19) 0.103(3) 0.0025(18) 0.031(2) 0.006(2)
  O3 0.077(3) 0.082(3) 0.066(2) -0.012(3) 0.023(2) -0.029(3)
  O4 0.123(4) 0.152(6) 0.112(4) -0.020(5) 0.066(3) -0.052(4)
  O5 0.0420(19) 0.060(2) 0.066(2) 0.006(2) 0.0232(16) -0.005(2)
  O6 0.049(2) 0.068(3) 0.065(2) 0.007(2) 0.0185(17) 0.023(2)
  N1 0.0327(19) 0.043(2) 0.0426(19) 0.005(2) 0.0116(16) 0.004(2)
  N2 0.038(2) 0.056(3) 0.045(2) -0.001(2) 0.0169(17) 0.003(2)
  C1 0.035(2) 0.037(3) 0.053(3) 0.001(2) 0.008(2) -0.008(2)
  C2 0.038(3) 0.046(3) 0.070(3) 0.001(3) 0.010(2) -0.009(3)
  C3 0.034(2) 0.036(3) 0.080(4) 0.004(2) 0.016(2) -0.005(3)
  C4 0.043(3) 0.035(3) 0.069(3) 0.009(2) 0.019(2) -0.002(3)
  C5 0.070(4) 0.068(4) 0.073(4) -0.010(4) 0.029(3) -0.018(4)
  C6 0.086(5) 0.070(4) 0.059(3) 0.010(4) 0.016(3) -0.015(4)
  C7 0.086(4) 0.064(4) 0.051(3) 0.007(4) 0.002(3) -0.006(3)
  C8 0.120(6) 0.074(5) 0.067(4) 0.019(5) 0.004(4) -0.017(4)
  C9 0.162(10) 0.078(6) 0.083(5) -0.003(8) -0.023(6) -0.019(5)
  C10 0.129(9) 0.089(7) 0.108(7) -0.027(7) -0.037(6) -0.003(7)
  C11 0.090(5) 0.096(7) 0.101(5) -0.020(6) -0.005(4) 0.005(5)
  C12 0.080(5) 0.075(5) 0.071(4) -0.002(4) 0.008(3) -0.005(4)
  C13 0.036(2) 0.044(3) 0.048(2) 0.008(2) 0.017(2) 0.006(2)
  C14 0.036(2) 0.043(3) 0.047(2) 0.007(3) 0.014(2) 0.010(3)
  C15 0.033(2) 0.043(3) 0.049(3) 0.000(3) 0.011(2) -0.003(3)
  C16 0.030(2) 0.045(3) 0.048(3) -0.002(2) 0.006(2) 0.004(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
  F1 C14 . 1.344(6) no
  O1 C1 . 1.404(5) yes
  O1 C4 . 1.450(6) yes
  O2 C3 . 1.441(6) yes
  O2 C2 . 1.452(7) yes
  O3 C6 . 1.315(7) no
  O3 C5 . 1.445(8) yes
  O4 C6 . 1.197(8) no
  O5 C15 . 1.238(6) no
  O6 C16 . 1.208(6) no
  N1 C13 . 1.370(6) no
  N1 C16 . 1.377(6) no
  N1 C1 . 1.453(6) yes
  N2 C15 . 1.372(6) no
  N2 C16 . 1.384(6) no
  N2 H2 . 0.860 no
  C1 C2 . 1.507(7) yes
  C1 H1 . 0.980 no
  C2 C3 . 1.457(7) yes
  C2 H2A . 0.980 no
  C3 C4 . 1.506(8) yes
  C3 H3 . 0.980 no
  C4 C5 . 1.469(7) yes
  C4 H4 . 0.980 no
  C5 H5A . 0.970 no
  C5 H5B . 0.970 no
  C6 C7 . 1.484(10) no
  C7 C8 . 1.378(9) no
  C7 C12 . 1.382(9) no
  C8 C9 . 1.396(12) no
  C8 H8 . 0.930 no
  C9 C10 . 1.345(12) no
  C9 H9 . 0.930 no
  C10 C11 . 1.377(13) no
  C10 H10 . 0.930 no
  C11 C12 . 1.381(10) no
  C11 H11 . 0.930 no
  C12 H12 . 0.930 no
  C13 C14 . 1.341(7) no
  C13 H13 . 0.930 no
  C14 C15 . 1.420(6) no
_cod_database_code 2202418