#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011851.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_2011851 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 473 _journal_page_last 475 _publ_section_title ; 3',4'-Bis(4-chlorophenyl)spiro[chroman-5,3'-4',5'-dihydroisoxazole]-4-one ; loop_ _publ_author_name 'Abdul Ajees, A.' 'Parthasarathy, S.' 'Manikandan, S.' 'Raghunathan, R.' _chemical_formula_moiety 'C23 H15 Cl2 N O3' _chemical_formula_sum 'C23 H15 Cl2 N O3' _chemical_formula_weight 424.26 _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 9.764(3) _cell_length_b 11.006(2) _cell_length_c 19.780(3) _cell_angle_alpha 97.56(2) _cell_angle_beta 102.29(2) _cell_angle_gamma 101.73(2) _cell_volume 1999.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.409 _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 Cl1A .19206(14) .21393(10) .31580(6) .0694(4) Uani d . 1 . . Cl Cl2A .31344(15) .82541(10) .66336(6) .0766(4) Uani d . 1 . . Cl O1'A .4091(3) .1923(3) .73024(15) .0558(8) Uani d . 1 . . O N2'A .4017(4) .1656(3) .65695(19) .0550(9) Uani d . 1 . . N C3'A .2974(4) .2050(4) .6235(2) .0451(10) Uani d . 1 . . C C4'A .2174(4) .2683(3) .6698(2) .0437(10) Uani d . 1 . . C H4'A .1139 .2288 .6537 .052 Uiso calc R 1 . . H C5'A .2787(4) .2313(4) .7393(2) .0423(10) Uani d . 1 . . C O1A .3827(3) .2895(3) .86692(14) .0602(8) Uani d . 1 . . O O2A .0942(3) .0391(2) .70194(15) .0627(9) Uani d . 1 . . O C2A .3175(5) .3312(4) .8047(2) .0519(11) Uani d . 1 . . C H2A1 .3838 .4047 .7982 .062 Uiso calc R 1 . . H H2A2 .2309 .3563 .8113 .062 Uiso calc R 1 . . H C3A .1829(4) .1101(4) .7510(2) .0437(10) Uani d . 1 . . C C4A .1577(5) -.0312(4) .8380(2) .0564(12) Uani d . 1 . . C H4A .0920 -.0923 .8025 .068 Uiso calc R 1 . . H C5A .1938(5) -.0568(5) .9037(3) .0686(14) Uani d . 1 . . C H5A .1531 -.1352 .9128 .082 Uiso calc R 1 . . H C6A .2905(6) .0326(5) .9573(3) .0721(14) Uani d . 1 . . C H6A .3148 .0147 1.0024 .086 Uiso calc R 1 . . H C7A .3507(5) .1481(4) .9437(2) .0662(13) Uani d . 1 . . C H7A .4159 .2086 .9797 .079 Uiso calc R 1 . . H C8A .3142(4) .1746(4) .8765(2) .0483(10) Uani d . 1 . . C C9A .2172(4) .0850(4) .8226(2) .0437(10) Uani d . 1 . . C C10A .2694(4) .1977(4) .5467(2) .0456(10) Uani d . 1 . . C C11A .1325(5) .1876(4) .5064(2) .0662(13) Uani d . 1 . . C H11A .0558 .1804 .5277 .079 Uiso calc R 1 . . H C12A .1068(5) .1877(4) .4349(2) .0674(13) Uani d . 1 . . C H12A .0134 .1788 .4083 .081 Uiso calc R 1 . . H C13A .2192(5) .2010(4) .4040(2) .0526(11) Uani d . 1 . . C C14A .3554(5) .2080(5) .4422(2) .0744(15) Uani d . 1 . . C H14A .4315 .2144 .4204 .089 Uiso calc R 1 . . H C15A .3797(5) .2056(5) .5134(2) .0738(15) Uani d . 1 . . C H15A .4725 .2093 .5392 .089 Uiso calc R 1 . . H C16A .2425(4) .4088(4) .66796(19) .0414(10) Uani d . 1 . . C C17A .1289(5) .4656(4) .65532(19) .0462(10) Uani d . 1 . . C H17A .0355 .4166 .6474 .055 Uiso calc R 1 . . H C18A .1488(5) .5926(4) .6540(2) .0538(11) Uani d . 1 . . C H18A .0702 .6289 .6455 .065 Uiso calc R 1 . . H C19A .2871(6) .6648(4) .6657(2) .0529(11) Uani d . 1 . . C C20A .4024(5) .6118(4) .6781(2) .0584(12) Uani d . 1 . . C H20A .4955 .6614 .6859 .070 Uiso calc R 1 . . H C21A .3806(5) .4840(4) .6790(2) .0579(12) Uani d . 1 . . C H21A .4595 .4480 .6871 .069 Uiso calc R 1 . . H Cl1B .10022(15) -.41962(11) .81339(6) .0782(4) Uani d . 1 . . Cl Cl2B .40011(14) .34687(10) 1.12655(7) .0738(4) Uani d . 1 . . Cl O1'B .0588(3) -.2450(2) 1.21665(13) .0477(7) Uani d . 1 . . O N2'B .0175(4) -.2964(3) 1.14330(16) .0451(8) Uani d . 1 . . N C3'B .1279(4) -.2714(3) 1.1179(2) .0408(9) Uani d . 1 . . C C4'B .2631(4) -.1922(3) 1.17037(18) .0391(9) Uani d . 1 . . C H4'B .3450 -.2297 1.1677 .047 Uiso calc R 1 . . H C5'B .2172(4) -.2102(3) 1.23847(19) .0397(9) Uani d . 1 . . C O1B .2177(3) -.1178(3) 1.35861(14) .0577(8) Uani d . 1 . . O O2B .2883(3) -.4067(2) 1.22831(14) .0568(8) Uani d . 1 . . O C2B .2642(5) -.0951(4) 1.2964(2) .0503(11) Uani d . 1 . . C H2B1 .3687 -.0675 1.3084 .060 Uiso calc R 1 . . H H2B2 .2256 -.0274 1.2791 .060 Uiso calc R 1 . . H C3B .2570(4) -.3248(3) 1.2657(2) .0417(10) Uani d . 1 . . C C4B .2650(5) -.4379(4) 1.3669(2) .0559(12) Uani d . 1 . . C H4B .2803 -.5068 1.3394 .067 Uiso calc R 1 . . H C5B .2555(5) -.4440(5) 1.4346(3) .0710(14) Uani d . 1 . . C H5B .2635 -.5167 1.4528 .085 Uiso calc R 1 . . H C6B .2339(5) -.3410(5) 1.4756(2) .0735(15) Uani d . 1 . . C H6B .2252 -.3460 1.5211 .088 Uiso calc R 1 . . H C7B .2249(5) -.2315(5) 1.4505(2) .0635(13) Uani d . 1 . . C H7B .2137 -.1620 1.4791 .076 Uiso calc R 1 . . H C8B .2329(4) -.2264(4) 1.3815(2) .0484(10) Uani d . 1 . . C C9B .2522(4) -.3297(4) 1.3388(2) .0421(10) Uani d . 1 . . C C10B .1182(4) -.3127(3) 1.04350(19) .0401(9) Uani d . 1 . . C C15B -.0119(5) -.3446(3) .9931(2) .0481(11) Uani d . 1 . . C H15B -.0964 -.3400 1.0068 .058 Uiso calc R 1 . . H C14B -.0187(5) -.3829(3) .9230(2) .0494(11) Uani d . 1 . . C H14B -.1072 -.4058 .8899 .059 Uiso calc R 1 . . H C13B .1052(5) -.3869(4) .9025(2) .0515(11) Uani d . 1 . . C C12B .2360(5) -.3595(4) .9504(2) .0632(13) Uani d . 1 . . C H12B .3193 -.3656 .9359 .076 Uiso calc R 1 . . H C11B .2422(5) -.3220(4) 1.0217(2) .0552(11) Uani d . 1 . . C H11B .3304 -.3032 1.0548 .066 Uiso calc R 1 . . H C16B .2960(4) -.0579(3) 1.15761(19) .0400(9) Uani d . 1 . . C C17B .4358(4) .0095(4) 1.1690(2) .0479(10) Uani d . 1 . . C H17B .5105 -.0292 1.1836 .057 Uiso calc R 1 . . H C18B .4693(5) .1328(4) 1.1594(2) .0553(12) Uani d . 1 . . C H18B .5650 .1762 1.1668 .066 Uiso calc R 1 . . H C19B .3599(5) .1906(4) 1.1389(2) .0506(11) Uani d . 1 . . C C20B .2193(5) .1265(4) 1.1270(2) .0578(12) Uani d . 1 . . C H20B .1454 .1663 1.1129 .069 Uiso calc R 1 . . H C21B .1874(5) .0032(4) 1.1359(2) .0512(11) Uani d . 1 . . C H21B .0913 -.0402 1.1272 .061 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 Cl1A .0918(10) .0552(7) .0494(7) .0054(6) .0072(6) .0043(5) Cl2A .1072(11) .0466(7) .0689(8) .0173(7) .0060(7) .0129(6) O1'A .0431(18) .071(2) .0545(18) .0135(15) .0109(14) .0180(15) N2'A .052(2) .063(2) .057(2) .0234(19) .0168(19) .0176(19) C3'A .041(3) .040(2) .052(3) .011(2) .008(2) .0058(19) C4'A .037(2) .046(2) .046(2) .008(2) .0058(19) .0096(19) C5'A .032(2) .044(2) .050(2) .0054(19) .0107(19) .0093(19) O1A .067(2) .0500(18) .0473(17) -.0094(15) .0009(15) .0108(14) O2A .062(2) .0456(17) .0632(19) -.0045(15) -.0015(17) .0028(15) C2A .056(3) .044(2) .051(3) .001(2) .013(2) .009(2) C3A .036(3) .037(2) .057(3) .0086(19) .011(2) .005(2) C4A .050(3) .051(3) .067(3) .004(2) .016(2) .019(2) C5A .076(4) .059(3) .077(4) .014(3) .024(3) .030(3) C6A .096(4) .071(3) .058(3) .018(3) .029(3) .031(3) C7A .077(4) .070(3) .047(3) .008(3) .015(2) .009(2) C8A .050(3) .046(2) .050(3) .007(2) .017(2) .012(2) C9A .041(3) .044(2) .049(2) .010(2) .015(2) .013(2) C10A .041(3) .045(2) .048(2) .012(2) .007(2) .0037(19) C11A .048(3) .089(4) .060(3) .017(3) .011(2) .008(3) C12A .054(3) .087(4) .056(3) .017(3) .005(3) .010(3) C13A .067(3) .040(2) .043(2) .009(2) .007(2) -.0013(19) C14A .057(3) .109(4) .056(3) .013(3) .021(3) .010(3) C15A .045(3) .116(4) .057(3) .017(3) .010(3) .013(3) C16A .045(3) .043(2) .038(2) .012(2) .0118(19) .0115(18) C17A .046(3) .052(3) .043(2) .017(2) .011(2) .012(2) C18A .062(3) .056(3) .051(3) .028(3) .014(2) .014(2) C19A .080(4) .045(2) .036(2) .017(3) .014(2) .0109(19) C20A .055(3) .053(3) .070(3) .008(2) .018(2) .025(2) C21A .049(3) .057(3) .075(3) .014(2) .019(2) .026(2) Cl1B .1185(12) .0726(8) .0443(6) .0201(8) .0267(7) .0072(6) Cl2B .0774(9) .0436(6) .0982(10) .0068(6) .0205(7) .0196(6) O1'B .0425(18) .0564(17) .0431(16) .0139(14) .0117(13) .0005(13) N2'B .044(2) .049(2) .0384(19) .0089(17) .0079(16) .0035(16) C3'B .044(3) .033(2) .044(2) .0097(19) .007(2) .0081(18) C4'B .042(2) .038(2) .039(2) .0115(19) .0113(19) .0096(17) C5'B .036(2) .040(2) .042(2) .0124(19) .0048(19) .0067(18) O1B .073(2) .0537(18) .0479(17) .0221(16) .0176(16) -.0007(14) O2B .073(2) .0447(17) .0583(18) .0227(16) .0205(16) .0076(14) C2B .062(3) .044(2) .045(2) .014(2) .014(2) .003(2) C3B .040(2) .035(2) .046(2) .0048(19) .0094(19) .0021(18) C4B .061(3) .055(3) .050(3) .009(2) .012(2) .013(2) C5B .073(4) .075(4) .067(3) .010(3) .017(3) .029(3) C6B .067(4) .100(4) .046(3) -.001(3) .014(3) .021(3) C7B .058(3) .079(3) .047(3) .008(3) .012(2) .004(3) C8B .039(3) .057(3) .041(2) .002(2) .004(2) .003(2) C9B .036(2) .044(2) .044(2) .0074(19) .0087(19) .0073(19) C10B .044(3) .035(2) .040(2) .0069(19) .009(2) .0073(17) C15B .054(3) .041(2) .045(2) .007(2) .007(2) .0056(19) C14B .057(3) .040(2) .043(2) .009(2) .000(2) .0062(19) C13B .074(3) .039(2) .040(2) .011(2) .014(2) .0079(19) C12B .067(4) .072(3) .053(3) .017(3) .024(3) .004(2) C11B .050(3) .065(3) .047(3) .014(2) .009(2) .002(2) C16B .042(3) .037(2) .042(2) .0103(19) .0117(19) .0060(18) C17B .044(3) .040(2) .057(3) .011(2) .004(2) .009(2) C18B .049(3) .045(3) .065(3) .004(2) .008(2) .007(2) C19B .062(3) .035(2) .054(3) .008(2) .017(2) .0081(19) C20B .057(3) .045(3) .080(3) .021(2) .017(3) .023(2) C21B .039(3) .043(2) .072(3) .011(2) .013(2) .015(2) 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 Cl1A C13A . 1.737(4) ? Cl2A C19A . 1.742(4) ? O1'A N2'A . 1.424(4) ? O1'A C5'A . 1.462(4) ? N2'A C3'A . 1.277(5) ? C3'A C10A . 1.473(5) ? C3'A C4'A . 1.514(5) ? C4'A C5'A . 1.520(5) ? C4'A C16A . 1.522(5) ? C5'A C2A . 1.508(5) ? C5'A C3A . 1.540(5) ? O1A C8A . 1.361(4) ? O1A C2A . 1.437(4) ? O2A C3A . 1.212(4) ? C3A C9A . 1.461(5) ? C4A C5A . 1.354(6) ? C4A C9A . 1.394(5) ? C5A C6A . 1.381(6) ? C6A C7A . 1.374(6) ? C7A C8A . 1.387(5) ? C8A C9A . 1.386(5) ? C10A C15A . 1.372(6) ? C10A C11A . 1.377(5) ? C11A C12A . 1.382(6) ? C12A C13A . 1.358(6) ? C13A C14A . 1.365(6) ? C14A C15A . 1.383(6) ? C16A C17A . 1.374(5) ? C16A C21A . 1.387(5) ? C17A C18A . 1.376(5) ? C18A C19A . 1.376(6) ? C19A C20A . 1.362(6) ? C20A C21A . 1.382(5) ? Cl1B C13B . 1.741(4) ? Cl2B C19B . 1.746(4) ? O1'B N2'B . 1.425(4) ? O1'B C5'B . 1.468(4) ? N2'B C3'B . 1.279(5) ? C3'B C10B . 1.459(5) ? C3'B C4'B . 1.514(5) ? C4'B C16B . 1.513(5) ? C4'B C5'B . 1.531(5) ? C5'B C2B . 1.512(5) ? C5'B C3B . 1.524(5) ? O1B C8B . 1.357(5) ? O1B C2B . 1.434(4) ? O2B C3B . 1.219(4) ? C3B C9B . 1.463(5) ? C4B C5B . 1.370(6) ? C4B C9B . 1.396(5) ? C5B C6B . 1.385(6) ? C6B C7B . 1.374(6) ? C7B C8B . 1.390(5) ? C8B C9B . 1.395(5) ? C10B C15B . 1.386(5) ? C10B C11B . 1.387(5) ? C15B C14B . 1.378(5) ? C14B C13B . 1.362(5) ? C13B C12B . 1.369(6) ? C12B C11B . 1.400(5) ? C16B C17B . 1.371(5) ? C16B C21B . 1.391(5) ? C17B C18B . 1.378(5) ? C18B C19B . 1.367(5) ? C19B C20B . 1.365(6) ? C20B C21B . 1.373(5) ?