data_2010632 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 201 _journal_page_last 205 _publ_section_title ; 1-Deoxy-1-(4-fluorophenyl)-\b-D-ribofuranose, its hemihydrate, and 1-deoxy-1-(2,4-difluorophenyl)-\b-D-ribofuranose: structural evidence for intermolecular C-H...F-C interactions ; loop_ _publ_author_name 'Bats, Jan W.' 'Parsch, J\"org' 'Engels, Joachim W.' _chemical_formula_sum 'C11 H13 F O4' _chemical_formula_weight 228.21 _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 5.4741(9) _cell_length_b 7.3018(7) _cell_length_c 26.791(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1070.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 134(2) _exptl_crystal_density_diffrn 1.416 _diffrn_ambient_temperature 134(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 O2 .76882(16) .33447(10) .78927(3) .01865(17) Uani d . 1 . . O F .5477(2) .63072(12) 1.01688(3) .0391(2) Uani d . 1 . . F O3 .63932(16) -.00392(11) .74918(3) .02119(17) Uani d . 1 . . O O4 .58996(18) -.03869(11) .86967(3) .02431(19) Uani d . 1 . . O O5 1.02384(16) -.37191(11) .81932(3) .02209(18) Uani d . 1 . . O C2 .78380(19) .17676(13) .81964(4) .01504(18) Uani d . 1 . . C C3 .79950(19) -.00591(13) .79128(4) .01600(19) Uani d . 1 . . C C1 .5644(2) .14795(14) .85402(4) .01712(19) Uani d . 1 . . C C10 .3775(3) .53286(17) .94093(5) .0290(3) Uani d . 1 . . C C7 .7353(2) .26211(18) .93564(4) .0237(2) Uani d . 1 . . C C6 .5575(2) .27333(14) .89837(4) .01727(19) Uani d . 1 . . C C9 .5541(2) .51538(16) .97721(5) .0257(2) Uani d . 1 . . C C8 .7339(2) .38401(19) .97552(4) .0271(2) Uani d . 1 . . C C5 .9144(2) -.25106(14) .85456(4) .0212(2) Uani d . 1 . . C C4 .7080(2) -.14229(14) .83058(4) .0185(2) Uani d . 1 . . C C11 .3813(2) .40980(16) .90120(4) .0234(2) Uani d . 1 . . C H7 .859(4) .161(3) .9349(6) .030(4) Uiso d . 1 . . H H2 .925(3) .191(2) .8403(6) .020(4) Uiso d . 1 . . H H1 .421(3) .171(2) .8320(5) .010(3) Uiso d . 1 . . H H5B 1.045(4) -.164(2) .8646(6) .024(4) Uiso d . 1 . . H H8 .849(4) .380(3) 1.0015(7) .031(4) Uiso d . 1 . . H H3 .957(3) -.0349(19) .7808(5) .014(3) Uiso d . 1 . . H HO5 .937(5) -.454(3) .8111(7) .040(5) Uiso d . 1 . . H H4 .583(3) -.224(2) .8160(5) .017(3) Uiso d . 1 . . H H11 .267(4) .415(2) .8775(7) .036(5) Uiso d . 1 . . H H5A .840(4) -.319(3) .8835(7) .039(5) Uiso d . 1 . . H H10 .262(5) .639(3) .9446(7) .054(6) Uiso d . 1 . . H HO3 .733(4) .050(3) .7269(7) .045(5) Uiso d . 1 . . H HO2 .634(5) .346(3) .7739(7) .040(5) 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 O2 .0208(4) .0152(3) .0199(3) -.0011(3) .0000(3) .0016(3) F .0458(5) .0397(4) .0318(4) -.0062(4) .0017(4) -.0213(3) O3 .0246(4) .0230(4) .0160(3) -.0038(3) -.0047(3) -.0008(3) O4 .0354(5) .0159(3) .0215(4) .0003(3) .0104(3) .0006(3) O5 .0245(4) .0171(4) .0247(4) .0006(3) -.0008(3) -.0031(3) C2 .0155(4) .0147(4) .0150(4) -.0002(3) -.0005(4) -.0012(3) C3 .0177(4) .0159(4) .0143(4) .0006(3) -.0009(3) -.0019(3) C1 .0169(4) .0169(4) .0176(4) -.0001(4) .0010(4) -.0023(3) C10 .0313(6) .0237(5) .0319(6) .0075(5) -.0005(5) -.0084(4) C7 .0217(5) .0305(5) .0188(5) .0064(5) -.0020(4) -.0031(4) C6 .0177(4) .0181(4) .0160(4) .0008(4) .0011(4) -.0010(3) C9 .0301(6) .0251(5) .0219(5) -.0058(5) .0027(4) -.0088(4) C8 .0244(5) .0382(6) .0188(5) .0002(5) -.0030(4) -.0067(4) C5 .0294(5) .0176(4) .0165(4) .0012(4) -.0028(4) -.0005(4) C4 .0231(5) .0153(4) .0173(4) .0000(4) .0004(4) -.0012(3) C11 .0229(5) .0241(5) .0232(5) .0062(4) -.0036(4) -.0052(4) 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 O2 C2 . 1.4124(12) ? F C9 . 1.3565(12) ? O3 C3 . 1.4286(12) ? O4 C1 . 1.4327(13) ? O4 C4 . 1.4445(13) ? O5 C5 . 1.4245(13) ? C2 C1 . 1.5282(14) ? C2 C3 . 1.5374(13) ? C3 C4 . 1.5333(14) ? C1 C6 . 1.5004(13) ? C10 C9 . 1.3770(18) ? C10 C11 . 1.3933(15) ? C7 C8 . 1.3907(15) ? C7 C6 . 1.3969(15) ? C6 C11 . 1.3888(16) ? C9 C8 . 1.3751(19) ? C5 C4 . 1.5235(16) ?