data_2012478 _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 'C12 H13 F3 I + , C F3 O3 S -' _chemical_formula_sum 'C13 H13 F6 I O3 S' _chemical_formula_iupac 'C12 H13 F3 I + , C F3 O3 S -' _chemical_formula_weight 490.19 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.5676(7) _cell_length_b 17.2459(18) _cell_length_c 15.7394(16) _cell_angle_alpha 90 _cell_angle_beta 96.803(10) _cell_angle_gamma 90 _cell_volume 1770.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _exptl_crystal_density_diffrn 1.839 _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 I .25211(6) .07166(2) .39397(2) .05832(17) Uani d . 1 . . I F1A .779(3) -.0780(8) .0715(15) .114(6) Uani d P .60 A 1 F F2A 1.008(2) -.0094(12) .1313(13) .116(8) Uani d P .60 A 1 F F3A .778(3) .0378(11) .0353(9) .130(5) Uani d P .60 A 1 F F1B .898(3) .0584(10) .0788(13) .110(5) Uani d P .40 A 2 F F2B .728(5) -.040(2) .046(2) .163(16) Uani d P .40 A 2 F F3B .992(5) -.0410(19) .137(3) .148(15) Uani d P .40 A 2 F C1 .2892(9) .1912(3) .3831(4) .0582(13) Uani d . 1 . . C H1 .4107 .2139 .4113 .070 Uiso calc R 1 . . H C2 .1548(9) .2374(3) .3396(4) .0611(14) Uani d . 1 C . C C3 .2051(13) .3224(4) .3387(6) .087(2) Uani d . 1 . . C H3A .3412 .3311 .3700 .104 Uiso calc R 1 . . H H3B .1026 .3516 .3660 .104 Uiso calc R 1 . . H H3C .2042 .3399 .2794 .104 Uiso calc R 1 . . H C4 -.0440(12) .2128(5) .2897(6) .087(2) Uani d . 1 . . C H4A -.0287 .2156 .2279 .104 Uiso calc PR .55 B 1 H H4B -.0698 .1579 .3034 .104 Uiso calc PR .55 B 1 H H4C -.0540 .1558 .2953 .104 Uiso calc PR .45 B 2 H H4D -.1561 .2355 .3185 .104 Uiso calc PR .45 B 2 H C5A -.2194(19) .2575(11) .3050(11) .099(5) Uani d P .55 C 1 C H5AA -.3411 .2371 .2700 .119 Uiso calc PR .55 C 1 H H5AB -.1984 .3117 .2897 .119 Uiso calc PR .55 C 1 H H5AC -.2389 .2541 .3656 .119 Uiso calc PR .55 C 1 H C5B -.085(4) .2304(14) .2029(17) .127(9) Uani d P .45 C 2 C H5BA -.2199 .2099 .1806 .152 Uiso calc PR .45 C 2 H H5BB .0203 .2067 .1719 .152 Uiso calc PR .45 C 2 H H5BC -.0835 .2867 .1952 .152 Uiso calc PR .45 C 2 H C11 .4408(8) .0436(3) .2992(3) .0505(11) Uani d . 1 . . C C12 .3911(10) .0741(3) .2178(4) .0617(14) Uani d . 1 . . C H12 .2738 .1061 .2052 .074 Uiso calc R 1 . . H C13 .5142(12) .0571(4) .1558(4) .0686(16) Uani d . 1 . . C H13 .4814 .0773 .0997 .082 Uiso calc R 1 . . H C14 .6853(9) .0109(3) .1741(4) .0597(13) Uani d . 1 A . C C15 .7324(9) -.0197(3) .2560(4) .0613(14) Uani d . 1 . . C H15 .8482 -.0525 .2683 .074 Uiso calc R 1 . . H C16 .6113(9) -.0024(3) .3190(4) .0586(13) Uani d . 1 . . C H16 .6447 -.0219 .3754 .070 Uiso calc R 1 . . H C17 .8163(14) -.0069(5) .1053(5) .083(2) Uani d . 1 . . C S .1446(2) -.13161(7) .45215(9) .0509(3) Uani d . 1 . . S F4 .0404(14) -.2746(3) .4769(4) .153(3) Uani d . 1 . . F F5 .3494(17) -.2596(5) .4455(7) .211(5) Uani d . 1 . . F F6 .1033(11) -.2512(3) .3506(3) .1194(19) Uani d . 1 . . F O1 .2266(14) -.0966(4) .3842(4) .138(4) Uani d . 1 . . O O2 -.0661(10) -.1162(5) .4485(5) .134(3) Uani d . 1 . . O O3 .2366(11) -.1253(4) .5371(4) .123(2) Uani d . 1 . . O C20 .151(2) -.2333(5) .4286(6) .107(3) 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 I .0642(3) .0482(2) .0632(3) -.00288(15) .01052(17) .01018(15) F1A .131(13) .085(7) .137(13) -.017(7) .057(10) -.050(7) F2A .073(8) .161(18) .120(11) -.026(10) .029(7) -.040(12) F3A .175(14) .137(12) .087(8) .064(11) .058(8) .032(8) F1B .143(15) .096(10) .104(12) .016(11) .072(11) .010(10) F2B .129(17) .24(4) .12(2) -.02(3) .036(16) -.12(3) F3B .14(3) .15(2) .17(2) .09(2) .07(2) .040(19) C1 .055(3) .046(3) .074(4) -.006(2) .008(3) .003(3) C2 .061(3) .056(3) .068(4) .002(3) .018(3) .012(3) C3 .096(5) .053(4) .114(6) .004(3) .025(4) .014(4) C4 .072(4) .073(4) .111(6) -.001(3) -.007(4) .023(4) C5A .046(6) .137(14) .111(11) .014(7) -.002(7) .008(10) C5B .107(16) .111(17) .15(2) .019(13) -.043(15) .027(15) C11 .055(3) .041(2) .054(3) -.002(2) .000(2) .004(2) C12 .071(4) .054(3) .059(3) .014(3) .002(3) .012(2) C13 .092(5) .055(3) .058(3) .013(3) .006(3) .007(3) C14 .065(3) .049(3) .065(3) -.001(3) .006(3) -.004(3) C15 .055(3) .057(3) .068(3) .010(3) -.008(3) -.001(3) C16 .063(3) .053(3) .056(3) .005(2) -.010(2) .006(2) C17 .097(5) .073(5) .082(5) .008(4) .020(4) -.002(4) S .0582(7) .0398(6) .0563(7) -.0007(5) .0138(6) .0003(5) F4 .275(9) .059(3) .135(5) -.039(4) .072(5) -.001(3) F5 .219(9) .164(7) .231(10) .118(7) -.044(7) -.054(7) F6 .176(5) .093(3) .088(3) -.019(3) .013(3) -.044(3) O1 .249(10) .057(3) .135(6) -.033(4) .127(6) -.012(3) O2 .097(4) .146(6) .163(7) .050(4) .039(4) .043(5) O3 .133(5) .125(5) .102(4) -.009(4) -.017(4) -.037(4) C20 .182(10) .065(5) .076(5) -.010(6) .018(6) .000(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 I C1 . 2.086(6) yes I O1 . 2.909(6) yes I O2 3_556 2.991(8) yes I C11 . 2.106(6) yes F1A C17 . 1.347(18) no F2A C17 . 1.279(18) no F3A C17 . 1.344(14) no F1B C17 . 1.336(19) no F2B C17 . 1.18(3) no F3B C17 . 1.34(3) no C1 C2 . 1.319(8) yes C1 H1 . .9500 no C2 C3 . 1.502(9) yes C2 C4 . 1.503(10) yes C3 H3A . .9800 no C3 H3B . .9800 no C3 H3C . .9800 no C4 C5A . 1.429(16) yes C4 C5B . 1.39(2) yes C4 H4A . .9900 no C4 H4B . .9900 no C4 H4C . .9900 no C4 H4D . .9900 no C5A H5AA . .9800 no C5A H5AB . .9800 no C5A H5AC . .9800 no C5B H5BA . .9800 no C5B H5BB . .9800 no C5B H5BC . .9800 no C11 C12 . 1.387(8) no C11 C16 . 1.378(8) no C12 C13 . 1.371(10) no C12 H12 . .9500 no C13 C14 . 1.379(9) no C13 H13 . .9500 no C14 C15 . 1.393(8) no C14 C17 . 1.493(10) no C15 C16 . 1.375(9) no C15 H15 . .9500 no C16 H16 . .9500 no S O1 . 1.391(5) yes S O2 . 1.403(6) yes S O3 . 1.405(6) yes S C20 . 1.794(9) yes F4 C20 . 1.321(11) yes F5 C20 . 1.378(14) yes F6 C20 . 1.268(10) yes