Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 Yoshio Fuchita Department of Chemistry, Faculty of Sciences, Kyushu University at Ropponmatsu, Chuo-ku, Fukuoka 810-8560, Japan ------------ Journal of the Chemical Society, Dalton Transactions ------------ Synthesis and reactivity of arylgold(III) complexes from aromatic hydrocarbons via C-H bond activation ------------ Rigaku RAXIS-RAPID Imaging Plate diffractometer ? ? Direct Methods (SIR92) Full-matrix least-squares ? ? ------------ C15H18AuCl2N ------------ 480.19 ------------ monoclinic ------------ P21/c(#14) ------------ x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z ------------ a=8.3765(4) b=24.270(1) c=8.5809(5) beta=116.865(1) ------------ V=1556.2(1) ------------ Z=4 ------------ D(calc)=2.049g/cm3 ------------ Mo-K(alpha) ------------ 0.71069 ------------ ? ------------ ? ------------ -180 degree ------------ F(000) 912.00 ------------ mu 98.15 cm-1 ------------ prism ------------ 0.30x0.50x0.30 mm ------------ yellow ------------ Rigaku RAXIS-RAPID Imaging Plate ------------ ? ------------ ? ? ? ------------ graphite ------------ 11552 ------------ 3482 ------------ ? ------------ ? ------------ ? ------------ ? ------------ R=0.022 ------------ Rw=0.026 ------------ 1.02 ------------ ? ------------ ? ------------ isotropically ------------ ? ------------ ? ------------ ? ------------ direct methods ------------ Fourier techniques ------------ ? ------------ Au(1) 0.68857(2) 0.122367(6) 0.29274(2) B(eq)1.047(4) Cl(1) 0.9113(1) 0.06988(5) 0.2845(2) B1.63(2) Cl(2) 0.4711(2) 0.17376(5) 0.3121(1) B1.63(2) N(1) 0.5315(5) 0.1181(1) 0.0125(5) B1.06(7) C(1) 0.5654(6) 0.1547(2) -0.0880(6) B1.28(9) C(2) 0.4711(7) 0.1526(2) -0.2670(7) B1.62(10) C(3) 0.3392(7) 0.1133(2) -0.3465(7) B1.79(10) C(4) 0.3030(6) 0.0767(2) -0.2425(6) B1.61(10) C(5) 0.4009(6) 0.0799(2) -0.0625(6) B1.26(9) C(6) 0.8354(6) 0.1298(2) 0.5331(6) B1.18(8) C(7) 0.8252(6) 0.0901(2) 0.6667(6) B1.35(9) C(8) 0.9257(7) 0.0998(2) 0.8447(7) B1.65(10) C(9) 1.0320(7) 0.1463(2) 0.9063(6) B1.53(10) C(10) 1.0427(6) 0.1852(2) 0.7944(6) B1.39(9) C(11) 0.9419(6) 0.1760(2) 0.6162(6) B1.32(9) C(12) 0.7043(7) 0.1979(2) 0.0031(7) B1.8(1) C(13) 0.3662(7) 0.0421(2) 0.0572(7) B1.51(9) C(14) 0.7101(8) 0.0398(2) 0.5990(7) B2.0(1) C(15) 1.1603(7) 0.2355(2) 0.8617(7) B2.0(1) H(1) 0.490(7) 0.179(2) -0.341(7) B1.6(9) H(2) 0.285(7) 0.113(2) -0.464(7) B1.4(9) H(3) 0.217(8) 0.049(2) -0.299(7) B2.5(10) H(4) 0.921(7) 0.073(2) 0.930(7) B2.4(9) H(5) 1.084(7) 0.151(2) 1.005(7) B1.4(9) H(6) 0.953(6) 0.203(2) 0.532(6) B1.1(8) H(7) 0.653(8) 0.224(3) 0.065(8) B4(1) H(8) 0.802(7) 0.183(2) 0.072(6) B0.9(8) H(9) 0.725(7) 0.219(2) -0.075(7) B1.6(9) H(10) 0.266(7) 0.015(2) -0.019(7) B1.8(9) H(11) 0.314(6) 0.064(2) 0.119(7) B1.3(8) H(12) 0.465(8) 0.026(2) 0.134(8) B3(1) H(13) 0.744(8) 0.017(3) 0.528(9) B3(1) H(14) 0.588(8) 0.048(2) 0.519(8) B3(1) H(15) 0.715(9) 0.019(3) 0.695(9) B4(1) H(16) 1.24(1) 0.235(3) 1.00(1) B7(1) H(17) 1.265(10) 0.234(3) 0.746(10) B4(1) H(18) 1.091(10) 0.269(3) 0.847(10) B5(1) ------------ ? ------------ ? ------------ Au(1) 0.01254(10) 0.01474(9) 0.01046(9) 0.00068(7) 0.00339(6) -0.00105(7) Cl(1) 0.0158(6) 0.0266(6) 0.0167(6) 0.0051(4) 0.0050(4) -0.0044(5) Cl(2) 0.0161(5) 0.0291(6) 0.0150(5) 0.0075(5) 0.0056(4) -0.0032(5) N(1) 0.007(2) 0.018(2) 0.015(2) 0.003(1) 0.005(1) -0.002(2) C(1) 0.016(2) 0.019(2) 0.014(2) 0.005(2) 0.007(2) 0.001(2) C(2) 0.020(2) 0.027(3) 0.016(2) 0.004(2) 0.010(2) 0.004(2) C(3) 0.022(3) 0.032(3) 0.010(2) 0.006(2) 0.003(2) -0.003(2) C(4) 0.019(3) 0.023(2) 0.017(2) 0.000(2) 0.006(2) -0.008(2) C(5) 0.012(2) 0.018(2) 0.017(2) 0.002(2) 0.006(2) -0.003(2) C(6) 0.013(2) 0.018(2) 0.012(2) 0.003(2) 0.004(2) -0.001(2) C(7) 0.016(2) 0.020(2) 0.013(2) 0.000(2) 0.005(2) 0.000(2) C(8) 0.020(3) 0.028(2) 0.017(2) 0.004(2) 0.010(2) 0.009(2) C(9) 0.016(2) 0.029(3) 0.010(2) 0.003(2) 0.003(2) -0.003(2) C(10) 0.010(2) 0.023(2) 0.019(2) 0.003(2) 0.005(2) -0.002(2) C(11) 0.022(2) 0.017(2) 0.016(2) -0.001(2) 0.013(2) -0.002(2) C(12) 0.021(3) 0.025(2) 0.020(3) 0.002(2) 0.008(2) 0.004(2) C(13) 0.016(2) 0.022(2) 0.018(2) -0.001(2) 0.006(2) 0.000(2) C(14) 0.029(3) 0.024(3) 0.020(3) -0.005(2) 0.008(2) 0.003(2) C(15) 0.018(3) 0.027(3) 0.023(3) -0.004(2) 0.002(2) -0.006(2) ------------ Au(1)-Cl(1) Au(1)-Cl(2) Au(1)-N(1) Au(1)-C(6) C(1)-N(1) C(1)-C(12) N(1)-C(5) C(5)-C(4) C(5)-C(13) C(4)-C(3) C(3)-C(2) C(2)-C(1) C(6)-C(7) C(7)-C(8) C(7)-C(14) C(8)-C(09) C(9)-C(10) C(10)-C(11) C(10)-C(15) C(11)-C(6) C(2)-H(1) C(3)-H(2) C(4)-H(3) C(8)-H(4) C(9)-H(5) C(11)-H(6) C(12)-H(7) C(12)-H(8) C(12)-H(9) C(13)-H(10) C(13)-H(11) C(13)-H(12) C(14)-H(13) C(14)-H(14) C(14)-H(15) C(15)-H(16) C(15)-H(17) C(15)-H(18) ------------ Au(1)-Cl(1) 2.286(1) Au(1)-Cl(2) 2.275(1) Au(1)-N(1) 2.160(4) Au(1)-C(6) 2.013(4) N(1)-C(1) 1.355(6) N(1)-C(5) 1.353(5) C(1)-C(2) 1.375(7) C(1)-C(12) 1.498(7) C(2)-C(3) 1.383(7) C(3)-C(4) 1.387(8) C(4)-C(5) 1.386(6) C(5)-C(13) 1.502(7) C(6)-C(7) 1.402(6) C(6)-C(11) 1.382(6) C(7)-C(8) 1.392(7) C(7)-C(14) 1.500(7) C(8)-C(9) 1.386(7) C(9)-C(10) 1.379(7) C(10)-C(11) 1.390(6) C(10)-C(15) 1.510(7) C(2)-H(1) 0.96(5) C(3)-H(2) 0.90(6) C(4)-H(3) 0.94(6) C(8)-H(4) 1.00(6) C(9)-H(5) 0.76(5) C(11) -H(6)1.01(5) C(12)-H(7) 1.04(7) C(12)-H(8) 0.84(5) C(12)-H(9) 0.93(5) C(13)-H(10) 1.03(5) C(13)-H(11) 0.97(5) C(13)-H(12) 0.88(6) C(14)-H(13) 0.96(7) C(14)-H(14) 0.96(6) C(14)-H(15) 0.94(7) C(15)-H(16) 1.05(9) C(15)-H(17) 0.95(7) C(15)-H(18) 0.96(7) ------------ Cl(1)-Au(1)-Cl(2) 177.79(4) Cl(1)-Au(1)-N(1) 91.92(10) Cl(1)-Au(1)-C(6) 89.2(1) Cl(2)-Au(1)-N(1) 90.16(10) Cl(2)-Au(1)-C(6) 88.7(1) N(1)-Au(1)-C(6) 177.6(1) Au (1)-N(1)-C(1) 118.6(3) Au (1)-N(1)-C(5) 121.2(3) C (1)-N(1)-C(5) 120.2(4) N (1)-C(1)-C(2) 120.4(4) N (1)-C(1)-C(12) 117.7(4) C (2)-C(1)-C(12) 121.9(4) C (1)-C(2)-C(3) 120.3(5) C (2)-C(3)-C(4) 118.9(5) C (3)-C(4)-C(5) 119.3(5) N (1)-C(5)-C(4) 120.9(4) N (1)-C(5)-C(13) 117.3(4) C (4)-C(5)-C(13) 121.8(4) Au (1)-C(6)-C(7) 120.8(3) Au (1)-C(6)-C(11) 118.1(3) C (7)-C(6)-C(11) 121.1(4) C (6)-C(7)-C(8) 116.8(4) C (6)-C(7)-C(14) 121.4(4) C (8)-C(7)-C(14) 121.8(4) C (7)-C(8)-C(9) 121.4(5) C (8)-C(9)-C(10) 121.7(5) C (9)-C(10)-C(11) 117.2(4) C (9)-C(10)-C(15) 121.6(4) C (11)-C(10)-C(15) 121.2(4) C (6)-C(11)-C(10) 121.7(4) C (1)-C(2)-H(1) 121(3) C (3)-C(2)-H(1) 117(3) C (2)-C(3)-H(2) 116(3) C (4)-C(3)-H(2) 124(3) C (3)-C(4)-H(3) 117(3) C (5)-C(4)-H(3) 122(3) C (7)-C(8)-H(4) 119(3) C (9)-C(8)-H(4) 119(3) C (8)-C(9)-H(5) 118(3) C (10)-C(9)-H(5) 119(4) C (6)-C(11)-H(6) 119(2) C (10)-C(11)-H(6) 118(2) C (1)-C(12)-H(7) 106(3) C (1)-C(12)-H(8) 110(3) C (1)-C(12)-H(9) 111(3) H (7)-C(12)-H(8) 112(4) H (7)-C(12)-H(9) 106(4) H (8)-C(12)-H(9) 108(4) C (5)-C(13)-H(10) 108(2) C (5)-C(13)-H(11) 108(2) C (5)-C(13)-H(12) 111(4) H (10)-C(13)-H(11) 104(3) H (10)-C(13)-H(12) 114(4) H (11)-C(13)-H(12) 108(4) C (7)-C(14)-H(13) 113(3) C (7)-C(14)-H(14) 113(3) C (7)-C(14)-H(15) 108(4) H (13)-C(14)-H(14) 101(5) H (13)-C(14)-H(15) 109(5) H (14)-C(14)-H(15) 110(5) C (10)-C(15)-H(16) 113(4) C (10)-C(15)-H(17) 113(4) C (10)-C(15)-H(18) 112(4) H (16)-C(15)-H(17) 90(6) H (16)-C(15)-H(18) 101(5) H (17)-C(15)-H(18) 123(6) -----------------------------