#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012479.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_2012479 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o117 _journal_page_last o121 _publ_section_title ; (Z)-2-Methylbuten-1-yl(aryl)iodonium triflates containing electron-withdrawing groups on the aryl moiety ; loop_ _publ_author_name 'Hinkle, Robert J.' 'McDonald, Robert' _chemical_formula_moiety 'C11 H12 Cl2 I + , C F3 O3 S -' _chemical_formula_sum 'C12 H12 Cl2 F3 I O3 S' _chemical_formula_iupac 'C11 H12 Cl2 I + , C F3 O3 S -' _chemical_formula_weight 491.08 _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 9.1705(10) _cell_length_b 13.4357(15) _cell_length_c 15.6030(17) _cell_angle_alpha 69.245(10) _cell_angle_beta 88.342(10) _cell_angle_gamma 74.358(10) _cell_volume 1726.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _exptl_crystal_density_diffrn 1.889 _diffrn_ambient_temperature 193(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 I1 .27857(6) -.04577(4) -.10042(4) .03387(16) Uani d . 1 . . I Cl1 .8331(3) .0800(2) -.15773(16) .0558(7) Uani d . 1 . . Cl Cl2 .3148(3) .3833(2) -.32663(18) .0640(7) Uani d . 1 . . Cl C1 .4329(9) -.1711(7) -.1347(6) .038(2) Uani d . 1 . . C H1 .4356 -.1647 -.1973 .045 Uiso calc R 1 . . H C2 .5243(9) -.2567(7) -.0737(6) .0340(18) Uani d . 1 . . C C3 .6354(10) -.3386(8) -.1084(7) .047(2) Uani d . 1 . . C H3A .6295 -.3085 -.1758 .056 Uiso calc R 1 . . H H3B .6093 -.4091 -.0874 .056 Uiso calc R 1 . . H H3C .7388 -.3507 -.0844 .056 Uiso calc R 1 . . H C4 .5340(11) -.2844(7) .0285(6) .043(2) Uani d . 1 . . C H4A .4597 -.2248 .0429 .052 Uiso calc R 1 . . H H4B .6366 -.2863 .0483 .052 Uiso calc R 1 . . H C5 .5033(14) -.3945(9) .0829(8) .073(4) Uani d . 1 . . C H5A .5141 -.4085 .1487 .088 Uiso calc R 1 . . H H5B .5763 -.4540 .0689 .088 Uiso calc R 1 . . H H5C .4000 -.3920 .0660 .088 Uiso calc R 1 . . H C11 .4038(9) .0708(8) -.1578(5) .038(2) Uani d . 1 . . C C12 .5610(9) .0373(7) -.1394(5) .0344(19) Uani d . 1 . . C H12 .6118 -.0362 -.1007 .041 Uiso calc R 1 . . H C13 .6402(9) .1138(8) -.1789(6) .038(2) Uani d . 1 . . C C14 .5652(10) .2219(8) -.2371(6) .044(2) Uani d . 1 . . C H14 .6207 .2740 -.2651 .053 Uiso calc R 1 . . H C15 .4080(10) .2515(7) -.2530(5) .038(2) Uani d . 1 . . C C16 .3243(9) .1767(7) -.2134(5) .0347(19) Uani d . 1 . . C H16 .2169 .1975 -.2241 .042 Uiso calc R 1 . . H I2 .22863(6) .04216(4) .37309(3) .03471(16) Uani d . 1 . . I Cl3 -.3283(3) -.0775(2) .38885(18) .0533(6) Uani d . 1 . . Cl Cl4 .1947(3) -.3919(2) .42002(19) .0580(6) Uani d . 1 . . Cl C6 .0836(9) .1670(7) .2635(5) .0358(19) Uani d . 1 . . C H6 .0839 .1583 .2057 .043 Uiso calc R 1 . . H C7 -.0076(10) .2566(7) .2716(6) .038(2) Uani d . 1 . . C C8 -.1113(11) .3400(8) .1880(6) .050(2) Uani d . 1 . . C H8A -.0911 .3150 .1359 .060 Uiso calc R 1 . . H H8B -.0920 .4124 .1724 .060 Uiso calc R 1 . . H H8C -.2175 .3462 .2021 .060 Uiso calc R 1 . . H C9 -.0251(12) .2860(8) .3558(6) .049(2) Uani d . 1 . . C H9A .0318 .2215 .4088 .059 Uiso calc R 1 . . H H9B -.1337 .3022 .3685 .059 Uiso calc R 1 . . H C10 .0311(13) .3847(9) .3471(7) .062(3) Uani d . 1 . . C H10A .0152 .4011 .4036 .074 Uiso calc R 1 . . H H10B -.0251 .4490 .2949 .074 Uiso calc R 1 . . H H10C .1396 .3681 .3370 .074 Uiso calc R 1 . . H C21 .1032(10) -.0740(7) .3867(5) .0346(19) Uani d . 1 . . C C22 -.0558(9) -.0363(7) .3815(5) .0352(19) Uani d . 1 . . C H22 -.1082 .0384 .3726 .042 Uiso calc R 1 . . H C23 -.1308(9) -.1153(8) .3900(5) .038(2) Uani d . 1 . . C C24 -.0559(10) -.2252(7) .4020(5) .041(2) Uani d . 1 . . C H24 -.1112 -.2773 .4070 .049 Uiso calc R 1 . . H C25 .1011(10) -.2560(7) .4063(5) .0362(19) Uani d . 1 . . C C26 .1839(10) -.1820(7) .4004(5) .0356(19) Uani d . 1 . . C H26 .2918 -.2045 .4055 .043 Uiso calc R 1 . . H S1 .0312(2) .20713(18) -.01520(14) .0345(5) Uani d . 1 . . S F1 -.0746(9) .4215(5) -.0614(6) .101(3) Uani d . 1 . . F F2 .0973(7) .3702(5) -.1458(4) .0717(19) Uani d . 1 . . F F3 -.1295(8) .3610(7) -.1608(5) .100(3) Uani d . 1 . . F O1 .0808(7) .1406(5) -.0704(4) .0473(15) Uani d . 1 . . O O2 -.1085(7) .1973(6) .0263(5) .0572(19) Uani d . 1 . . O O3 .1475(7) .2077(6) .0431(4) .0564(18) Uani d . 1 . . O C30 -.0236(11) .3468(9) -.1007(8) .055(3) Uani d . 1 . . C S2 .4592(2) -.20668(17) .61226(14) .0351(5) Uani d . 1 . . S F4 .5763(8) -.4212(5) .6939(4) .079(2) Uani d . 1 . . F F5 .4061(7) -.3748(5) .5842(5) .0755(19) Uani d . 1 . . F F6 .6293(7) -.3579(5) .5539(5) .0768(19) Uani d . 1 . . F O4 .4100(7) -.1416(5) .5179(4) .0485(16) Uani d . 1 . . O O5 .5966(7) -.1935(5) .6440(4) .0503(16) Uani d . 1 . . O O6 .3417(7) -.2094(6) .6747(5) .0585(19) Uani d . 1 . . O C40 .5199(11) -.3475(8) .6123(7) .048(2) 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 I1 .0358(3) .0326(3) .0389(3) -.0150(2) .0091(2) -.0161(2) Cl1 .0453(13) .0763(18) .0499(14) -.0342(13) .0058(10) -.0149(12) Cl2 .0730(17) .0388(14) .0664(17) -.0169(12) .0151(13) -.0025(11) C1 .049(5) .032(5) .043(5) -.017(4) .016(4) -.023(4) C2 .040(5) .026(4) .042(5) -.011(4) .006(4) -.019(4) C3 .046(5) .040(5) .058(6) -.006(4) .004(4) -.025(4) C4 .056(6) .034(5) .039(5) -.009(4) -.005(4) -.015(4) C5 .094(9) .041(6) .067(7) -.013(6) .019(6) -.002(5) C11 .031(4) .056(6) .031(4) -.018(4) .014(3) -.016(4) C12 .040(5) .036(5) .031(4) -.012(4) .005(3) -.016(4) C13 .044(5) .049(6) .037(5) -.026(4) .013(4) -.026(4) C14 .056(6) .051(6) .036(5) -.028(5) .017(4) -.021(4) C15 .060(6) .029(5) .031(4) -.019(4) .012(4) -.012(3) C16 .035(4) .039(5) .030(4) -.011(4) .008(3) -.013(4) I2 .0389(3) .0333(3) .0355(3) -.0156(2) .0068(2) -.0128(2) Cl3 .0413(12) .0644(17) .0752(16) -.0259(11) .0170(11) -.0427(13) Cl4 .0703(16) .0354(13) .0734(17) -.0109(12) .0054(13) -.0284(12) C6 .043(5) .025(4) .035(4) -.006(4) .004(3) -.008(3) C7 .051(5) .028(5) .035(5) -.021(4) .004(4) -.003(3) C8 .057(6) .035(5) .051(6) -.008(4) .002(4) -.011(4) C9 .077(7) .034(5) .038(5) -.012(5) .009(4) -.016(4) C10 .077(7) .060(7) .063(7) -.024(6) .006(5) -.036(6) C21 .054(5) .030(5) .029(4) -.021(4) .008(4) -.014(3) C22 .037(5) .038(5) .034(4) -.012(4) .008(3) -.016(4) C23 .038(5) .054(6) .031(4) -.020(4) .009(3) -.022(4) C24 .053(6) .040(5) .032(4) -.019(4) .010(4) -.014(4) C25 .052(5) .029(5) .031(4) -.010(4) .008(4) -.016(3) C26 .044(5) .040(5) .028(4) -.013(4) .007(3) -.018(4) S1 .0370(11) .0332(11) .0390(11) -.0175(9) .0109(9) -.0148(9) F1 .122(6) .037(4) .140(7) -.018(4) .064(5) -.033(4) F2 .066(4) .055(4) .075(4) -.020(3) .029(3) -.001(3) F3 .078(5) .090(6) .091(5) -.006(4) -.025(4) .006(4) O1 .051(4) .044(4) .059(4) -.016(3) .012(3) -.031(3) O2 .043(4) .053(4) .080(5) -.024(3) .030(3) -.024(4) O3 .062(4) .073(5) .046(4) -.039(4) .005(3) -.019(3) C30 .049(6) .047(6) .068(7) -.014(5) .012(5) -.018(5) S2 .0360(11) .0317(11) .0414(12) -.0136(9) .0043(9) -.0146(9) F4 .113(5) .036(3) .074(4) -.022(3) -.018(4) .001(3) F5 .087(5) .049(4) .107(5) -.032(3) -.014(4) -.037(3) F6 .081(4) .063(4) .095(5) -.007(3) .021(4) -.049(4) O4 .049(4) .031(3) .059(4) -.006(3) -.004(3) -.011(3) O5 .049(4) .036(4) .066(4) -.016(3) -.010(3) -.015(3) O6 .063(4) .075(5) .065(4) -.047(4) .036(3) -.039(4) C40 .055(6) .041(6) .052(6) -.019(5) .004(5) -.017(5) 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 I1 O1 . 2.848(6) yes I1 O2 2 2.802(6) yes I1 C1 . 2.106(8) yes I1 C11 . 2.119(8) yes Cl1 C13 . 1.715(9) no Cl2 C15 . 1.728(9) no C1 C2 . 1.297(11) yes C1 H1 . .9500 no C2 C3 . 1.525(11) yes C2 C4 . 1.503(11) yes C3 H3A . .9800 no C3 H3B . .9800 no C3 H3C . .9800 no C4 C5 . 1.520(13) yes C4 H4A . .9900 no C4 H4B . .9900 no C5 H5A . .9800 no C5 H5B . .9800 no C5 H5C . .9800 no C11 C12 . 1.394(11) no C11 C16 . 1.383(12) no C12 C13 . 1.375(11) no C12 H12 . .9500 no C13 C14 . 1.404(13) no C14 C15 . 1.392(12) no C14 H14 . .9500 no C15 C16 . 1.389(11) no C16 H16 . .9500 no I2 O4 . 2.832(6) yes I2 O5 2_656 2.850(6) yes I2 C6 . 2.098(8) yes I2 C21 . 2.127(8) yes Cl3 C23 . 1.743(8) no Cl4 C25 . 1.733(8) no C6 C7 . 1.313(12) yes C6 H6 . .9500 no C7 C8 . 1.524(12) yes C7 C9 . 1.492(12) yes C8 H8A . .9800 no C8 H8B . .9800 no C8 H8C . .9800 no C9 C10 . 1.510(14) yes C9 H9A . .9900 no C9 H9B . .9900 no C10 H10A . .9800 no C10 H10B . .9800 no C10 H10C . .9800 no C21 C22 . 1.404(11) no C21 C26 . 1.382(11) no C22 C23 . 1.380(12) no C22 H22 . .9500 no C23 C24 . 1.397(12) no C24 C25 . 1.384(12) no C24 H24 . .9500 no C25 C26 . 1.382(12) no C26 H26 . .9500 no S1 O1 . 1.432(6) yes S1 O2 . 1.436(6) yes S1 O3 . 1.426(7) yes S1 C30 . 1.819(11) yes F1 C30 . 1.330(13) yes F2 C30 . 1.345(11) yes F3 C30 . 1.299(13) yes S2 O4 . 1.431(6) yes S2 O5 . 1.443(6) yes S2 O6 . 1.430(6) yes S2 C40 . 1.822(10) yes F4 C40 . 1.319(11) yes F5 C40 . 1.327(11) yes F6 C40 . 1.349(11) yes _cod_database_code 2012479