#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012398.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_2012398 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1441 _journal_page_last 1442 _publ_section_title ; Diethyl 1-(p-fluorophenyl)-5-oxo-3-(2-thienyl)pyrrolidine-2,2-dicarboxylate ; loop_ _publ_author_name 'Usman, Anwar' 'Razak, Ibrahim Abdul' 'Chantrapromma, Suchada' 'Fun, Hoong-Kun' 'Ray, Jayanta Kumar' 'Das Adhikari, Sujit' 'Datta, Bishnu Pada' _chemical_formula_moiety 'C20 H20 F N O5 S' _chemical_formula_sum 'C20 H20 F N O5 S' _chemical_formula_iupac 'C20 H20 F N O5 S' _chemical_formula_weight 405.43 _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6560(2) _cell_length_b 10.11950(10) _cell_length_c 12.3126(2) _cell_angle_alpha 110.7040(10) _cell_angle_beta 92.6590(10) _cell_angle_gamma 115.8560(10) _cell_volume 983.58(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.369 _diffrn_ambient_temperature 293(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 S1 .09020(9) .42654(8) .36062(7) .0538(3) Uani d . 1 A . S F1 -.8995(3) -.6360(3) .0284(2) .1039(8) Uani d . 1 . . F O1 -.4219(2) -.1151(2) .49515(18) .0609(6) Uani d . 1 . . O O2 -.2608(2) .1873(2) .20841(17) .0499(5) Uani d . 1 . . O O3 -.3428(3) -.0689(2) .08644(18) .0656(6) Uani d . 1 . . O O4 -.0970(3) -.1343(3) .2981(2) .0696(7) Uani d . 1 . . O O5 -.0139(2) .0271(2) .2020(2) .0623(6) Uani d . 1 . . O N1 -.3565(2) -.0818(2) .32687(18) .0385(5) Uani d . 1 A . N C1 -.4900(3) -.3678(3) .1864(3) .0541(7) Uani d . 1 . . C H1A -.3951 -.3700 .1965 .065 Uiso calc R 1 . . H C2 -.6275(4) -.5069(4) .1116(3) .0648(9) Uani d . 1 . . C H2A -.6257 -.6025 .0698 .078 Uiso calc R 1 . . H C3 -.7642(4) -.5000(4) .1010(3) .0640(9) Uani d . 1 . . C C4 -.7720(4) -.3616(4) .1586(3) .0644(9) Uani d . 1 . . C H4A -.8676 -.3607 .1488 .077 Uiso calc R 1 . . H C5 -.6352(3) -.2232(4) .2317(3) .0518(7) Uani d . 1 . . C H5A -.6376 -.1275 .2718 .062 Uiso calc R 1 . . H C6 -.4948(3) -.2274(3) .2450(2) .0394(6) Uani d . 1 . . C C7 -.3332(3) -.0375(3) .4479(2) .0440(6) Uani d . 1 . . C C8 -.1802(3) .1185(3) .5078(2) .0470(7) Uani d . 1 . . C H8A -.0966 .1000 .5338 .056 Uiso calc R 1 . . H H8B -.1924 .1938 .5765 .056 Uiso calc R 1 . . H C9 -.1432(3) .1832(3) .4114(2) .0357(6) Uani d . 1 A . C H9A -.2019 .2419 .4128 .043 Uiso calc R 1 . . H C10 -.2229(3) .0244(3) .2924(2) .0335(5) Uani d . 1 . . C C11 -.2825(3) .0410(3) .1830(2) .0389(6) Uani d . 1 A . C C12 -.3036(4) .2198(4) .1086(3) .0647(9) Uani d . 1 . . C H12A -.2372 .2093 .0529 .078 Uiso calc R 1 . . H H12B -.4133 .1433 .0664 .078 Uiso calc R 1 . . H C13 -.2807(5) .3832(5) .1572(4) .0902(13) Uani d . 1 . . C H13A -.3108 .4063 .0936 .135 Uiso calc R 1 . . H H13B -.1712 .4582 .1967 .135 Uiso calc R 1 . . H H13C -.3449 .3932 .2136 .135 Uiso calc R 1 . . H C14 -.1066(3) -.0411(3) .2632(2) .0427(6) Uani d . 1 A . C C15A .1305(14) .0007(14) .2144(19) .054(3) Uani d P .44(3) A 1 C H15A .1762 .0315 .2970 .065 Uiso calc PR .44(3) A 1 H H15B .1047 -.1100 .1665 .065 Uiso calc PR .44(3) A 1 H C16A .236(2) .114(2) .166(3) .098(6) Uani d P .44(3) A 1 C H16A .3345 .1124 .1679 .147 Uiso calc PR .44(3) A 1 H H16B .2551 .2214 .2136 .147 Uiso calc PR .44(3) A 1 H H16C .1853 .0811 .0849 .147 Uiso calc PR .44(3) A 1 H C15B .1098(13) -.0059(12) .1538(18) .067(3) Uani d P .56(3) A 2 C H15C .1019 -.0147 .0725 .081 Uiso calc PR .56(3) A 2 H H15D .0958 -.1073 .1528 .081 Uiso calc PR .56(3) A 2 H C16B .2680(12) .1277(14) .2299(15) .074(3) Uani d P .56(3) A 2 C H16D .3492 .1086 .1970 .112 Uiso calc PR .56(3) A 2 H H16E .2771 .1326 .3094 .112 Uiso calc PR .56(3) A 2 H H16F .2800 .2281 .2325 .112 Uiso calc PR .56(3) A 2 H C17 .0285(3) .2981(3) .4312(2) .0372(6) Uani d . 1 . . C C18 .1550(3) .3283(4) .5096(3) .0515(7) Uani d . 1 A . C H18A .1472 .2719 .5566 .062 Uiso calc R 1 . . H C19 .2994(4) .4552(4) .5111(3) .0677(9) Uani d . 1 . . C H19A .3964 .4906 .5594 .081 Uiso calc R 1 A . H C20 .2827(4) .5190(4) .4363(3) .0632(9) Uani d . 1 A . C H20B .3656 .6032 .4269 .076 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 S1 .0530(5) .0419(4) .0652(6) .0149(4) .0177(4) .0308(4) F1 .0750(15) .0696(13) .0794(16) -.0152(11) -.0156(11) .0075(11) O1 .0632(14) .0548(12) .0485(13) .0072(10) .0128(10) .0318(10) O2 .0661(13) .0474(11) .0400(11) .0287(10) .0007(9) .0220(9) O3 .0940(17) .0498(12) .0332(12) .0239(12) -.0073(11) .0131(10) O4 .0700(15) .0665(14) .0853(18) .0407(13) .0032(12) .0374(13) O5 .0516(13) .0469(12) .0833(17) .0234(10) .0317(11) .0202(11) N1 .0390(12) .0329(11) .0310(12) .0063(9) .0032(9) .0149(9) C1 .0515(18) .0394(16) .060(2) .0155(14) .0101(14) .0180(14) C2 .073(2) .0368(16) .056(2) .0106(16) .0109(16) .0094(14) C3 .054(2) .0513(19) .0424(18) -.0051(16) .0002(14) .0136(15) C4 .0419(18) .065(2) .064(2) .0104(16) .0066(15) .0246(18) C5 .0432(17) .0485(16) .0543(19) .0143(14) .0097(13) .0220(14) C6 .0395(15) .0342(13) .0356(14) .0087(11) .0056(11) .0172(11) C7 .0443(15) .0389(14) .0407(16) .0100(12) .0062(12) .0214(12) C8 .0483(16) .0467(15) .0309(15) .0094(13) .0014(12) .0187(12) C9 .0370(14) .0343(13) .0322(14) .0128(11) .0054(10) .0161(11) C10 .0333(13) .0312(12) .0302(13) .0103(10) .0024(10) .0143(10) C11 .0384(14) .0383(14) .0349(15) .0131(12) .0050(11) .0176(12) C12 .090(3) .071(2) .0464(19) .045(2) .0019(17) .0341(17) C13 .148(4) .089(3) .074(3) .076(3) .027(2) .050(2) C14 .0399(15) .0361(14) .0423(16) .0143(12) -.0012(11) .0125(12) C15A .049(5) .053(5) .059(8) .029(4) .020(6) .016(6) C16A .069(11) .115(10) .128(15) .045(9) .059(11) .064(12) C15B .054(5) .068(4) .073(8) .034(4) .025(6) .015(5) C16B .050(5) .075(5) .093(8) .031(4) .011(5) .029(6) C17 .0404(14) .0312(12) .0326(14) .0129(11) .0065(11) .0114(11) C18 .0414(16) .0612(18) .0419(17) .0170(14) .0056(12) .0216(14) C19 .0378(17) .084(2) .050(2) .0118(16) .0034(13) .0179(17) C20 .0488(19) .0494(17) .061(2) .0047(14) .0198(15) .0151(15) 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 S1 C20 . 1.704(3) yes S1 C17 . 1.724(2) yes F1 C3 . 1.361(3) yes O1 C7 . 1.213(3) yes O2 C11 . 1.315(3) yes O2 C12 . 1.465(3) yes O3 C11 . 1.194(3) yes O4 C14 . 1.201(3) yes O5 C14 . 1.318(3) yes O5 C15B . 1.471(10) no O5 C15A . 1.540(12) no N1 C7 . 1.372(3) yes N1 C6 . 1.442(3) yes N1 C10 . 1.471(3) yes C1 C6 . 1.370(4) ? C1 C2 . 1.390(4) ? C1 H1A . .9300 ? C2 C3 . 1.354(5) ? C2 H2A . .9300 ? C3 C4 . 1.366(5) ? C4 C5 . 1.379(4) ? C4 H4A . .9300 ? C5 C6 . 1.379(4) ? C5 H5A . .9300 ? C7 C8 . 1.503(4) yes C8 C9 . 1.533(3) yes C8 H8A . .9700 ? C8 H8B . .9700 ? C9 C17 . 1.497(3) yes C9 C10 . 1.573(3) yes C9 H9A . .9800 ? C10 C11 . 1.531(3) yes C10 C14 . 1.532(4) ? C12 C13 . 1.453(5) ? C12 H12A . .9700 ? C12 H12B . .9700 ? C13 H13A . .9600 ? C13 H13B . .9600 ? C13 H13C . .9600 ? C15A C16A . 1.49(3) no C15A H15A . .9700 ? C15A H15B . .9700 ? C16A H16A . .9600 ? C16A H16B . .9600 ? C16A H16C . .9600 ? C15B C16B . 1.49(2) no C15B H15C . .9700 ? C15B H15D . .9700 ? C16B H16D . .9600 ? C16B H16E . .9600 ? C16B H16F . .9600 ? C17 C18 . 1.369(4) yes C18 C19 . 1.419(4) yes C18 H18A . .9300 ? C19 C20 . 1.337(5) yes C19 H19A . .9300 ? C20 H20B . .9300 ? _cod_database_code 2012398