ࡱ> 7 wKbjbjUU y7|7|Eljjjjjjj~ 8 !l~6>x!x!"!!!###5555555$7 9#6-j#y#"####6k1jj!!P6k1k1k1#j!j!5k1#5k1vk15jj5!l! ` & ~6 $ 55f6065:k1:5k1~~jjjj SUPPLEMENTARY MATERIAL FOR 3. Table S1. Crystal data and structure refinement for 3. Table S2. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (2 x 103) for 3. Table S3. Bond lengths [] and angles [o] for 3. Table S4. Anisotropic displacement parameters (2 x 103) for 3. Table S5. Hydrogen coordinates ( x 104) and isotropic displacement parameters (2 x 103) for 3. Figure S1. Full Scale NMR Plot for 3. Table S1. Crystal data and structure refinement for 3. Identification code 3 Empirical formula C62 H70 N2 O10 Formula weight 1003.24 Temperature 173(2) K Wavelength 0.71070 Crystal system, space group triclinic, P + Unit cell dimensions a = 7.3075(1) ( = 78.585(3) deg. b = 13.222(2) ( = 78.318(4) deg. c = 14.570(3) ( = 79.489(4) deg. Volume 1336.4(4) A3 Z, Calculated density 1, 1.25 Mg/m3 Absorption coefficient 0.101 mm-1 F(000) 536 Crystal size 0.25 x 0.30 x 0.40 mm Theta range for data collection 1.45 to 22.50 deg. Index ranges -5<=h<=9, -15<=k<=15, -18<=l<=18 Reflections collected / unique 3535 / 2746 [R(int) = 0.0221] Refinement method Full-matrix least-squares on F2 Data / restraints / parameters 2529 / 0 / 336 Goodness-of-fit on F2 0.977 Final R indices [I>2((I)] R1 = 0.0495, wR2 = 0.1164 R indices (all data) R1 = 0.0786, wR2 = 0.1334 Largest diff. peak and hole 0.205 and -0.216 e.A-3 After anisotropic refinement of all non-hydrogen atoms, aromatic, methyl, and hydroxy hydrogen atoms were placed by modeling the moieties as rigid groups with idealized geometry, maximizing the sum of the electron density at the calculated hydrogen positions. All crystallographic calculations were conducted using SHELXL-93 locally implemented on an IBM compatible pentium-based PC. Table S2. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (A2 x 103) for 3. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. ________________________________________________________________ x y z U(eq) ________________________________________________________________ O(1) 5213(3) 6911(2) -1620(2) 42(1) O(2) 4426(3) 6210(2) -98(2) 35(1) O(3) 1330(3) 7172(2) 837(1) 28(1) O(4) 3784(3) 5881(2) 1808(2) 38(1) O(5) 3081(3) 5786(2) 3351(2) 49(1) N(1) 8721(3) 5899(2) -1870(2) 31(1) C(1) 4032(4) 6803(3) -802(2) 28(1) C(2) 2181(4) 7500(3) -847(2) 25(1) C(3) 1741(4) 8011(3) -1733(2) 29(1) C(4) 39(4) 8655(3) -1824(2) 25(1) C(5) -1253(4) 8753(3) -990(2) 29(1) C(6) -903(4) 8273(3) -87(2) 22(1) C(7) 837(4) 7651(3) -31(2) 25(1) C(8) -2405(4) 8451(3) 787(2) 24(1) C(9) -1739(4) 7833(3) 1683(2) 23(1) C(10) -2919(4) 7843(3) 2569(2) 29(1) C(11) -2379(4) 7334(3) 3419(2) 27(1) C(12) -549(4) 6797(3) 3369(2) 29(1) C(13) 688(4) 6736(3) 2512(2) 28(1) C(14) 54(4) 7257(3) 1665(2) 26(1) C(15) 2599(4) 6103(3) 2585(2) 31(1) C(16) -447(4) 9266(3) -2786(2) 30(1) C(17) 1052(5) 8966(3) -3620(2) 50(1) C(18) -580(5) 10432(3) -2776(2) 42(1) C(19) -2358(5) 9051(3) -2919(2) 41(1) C(20) -4236(4) 8090(3) 688(2) 35(1) C(21) -2760(5) 9621(3) 849(2) 34(1) C(22) -3686(4) 7379(3) 4389(2) 32(1) C(23) -5682(5) 7896(3) 4286(2) 55(1) C(24) -2859(6) 7981(4) 4959(2) 59(1) C(25) -3805(5) 6263(3) 4927(3) 55(1) C(26) 9212(4) 6070(3) -2825(2) 33(1) C(27) 11020(4) 5811(3) -3295(2) 36(1) C(28) 12399(4) 5332(3) -2773(2) 36(1) C(29) 11919(4) 5134(3) -1791(2) 33(1) C(30) 10074(4) 5420(3) -1356(2) 26(1) C(31) 9451(4) 5217(3) -319(2) 28(1) ________________________________________________________________ Table S3. Bond lengths [] and angles [o] for 3. _____________________________________________________________ Distances O(1)-C(1) 1.321(3) O(2)-C(1) 1.212(3) O(3)-C(14) 1.377(4) O(3)-C(7) 1.384(3) O(4)-C(15) 1.327(4) O(5)-C(15) 1.211(3) N(1)-C(26) 1.348(4) N(1)-C(30) 1.350(4) C(1)-C(2) 1.497(4) C(2)-C(3) 1.403(4) C(2)-C(7) 1.403(4) C(3)-C(4) 1.387(5) C(4)-C(5) 1.393(4) C(4)-C(16) 1.547(4) C(5)-C(6) 1.394(4) C(6)-C(7) 1.391(4) C(6)-C(8) 1.529(4) C(8)-C(9) 1.517(4) C(8)-C(21) 1.538(5) C(8)-C(20) 1.542(4) C(9)-C(14) 1.389(4) C(9)-C(10) 1.401(4) C(10)-C(11) 1.383(4) C(11)-C(12) 1.390(5) C(11)-C(22) 1.541(4) C(12)-C(13) 1.392(4) C(13)-C(14) 1.411(4) C(13)-C(15) 1.504(5) C(16)-C(17) 1.525(5) C(16)-C(18) 1.531(5) C(16)-C(19) 1.531(4) C(22)-C(23) 1.517(5) C(22)-C(24) 1.527(5) C(22)-C(25) 1.536(5) C(26)-C(27) 1.376(5) C(27)-C(28) 1.372(4) C(28)-C(29) 1.386(4) C(29)-C(30) 1.387(5) C(30)-C(31) 1.473(4) C(31)-C(31)#1 1.327(5) O(1)-H(1O) 0.84 O(1)...N(1) 2.657(3) H(1O)...N(1) 1.85 O(4)-H(4O) 0.84 O(4)...O(2) 2.681(3) H(4O)...O(2) 2.06 O(4)...O(3) 2.661(3) H(4O)...O(3) 1.92 C(28)-H(28) 0.95 C(28)...O(5) 3.375(4) H(28)...O(5) 2.46 C(29)-H(29) 0.95 C(29)...O(4) 3.180(4) H(29)...O(5) 2.45 C(31)-H(31) 0.95 C(31)...O(2) 3.633(3) H(31)...O(2) 2.73 Angles C(14)-O(3)-C(7) 120.3(2) C(26)-N(1)-C(30) 117.7(3) O(2)-C(1)-O(1) 123.2(3) O(2)-C(1)-C(2) 124.4(3) O(1)-C(1)-C(2) 112.3(3) C(3)-C(2)-C(7) 118.2(3) C(3)-C(2)-C(1) 119.5(3) C(7)-C(2)-C(1) 122.3(3) C(4)-C(3)-C(2) 122.3(3) C(3)-C(4)-C(5) 116.7(3) C(3)-C(4)-C(16) 123.4(3) C(5)-C(4)-C(16) 119.9(3) C(4)-C(5)-C(6) 123.9(3) C(7)-C(6)-C(5) 117.2(3) C(7)-C(6)-C(8) 123.1(3) C(5)-C(6)-C(8) 119.7(3) O(3)-C(7)-C(6) 121.2(3) O(3)-C(7)-C(2) 117.2(3) C(6)-C(7)-C(2) 121.7(3) C(9)-C(8)-C(6) 110.4(2) C(9)-C(8)-C(21) 109.3(3) C(6)-C(8)-C(21) 108.6(3) C(9)-C(8)-C(20) 109.0(2) C(6)-C(8)-C(20) 109.1(3) C(21)-C(8)-C(20) 110.5(3) C(14)-C(9)-C(10) 117.5(3) C(14)-C(9)-C(8) 122.0(3) C(10)-C(9)-C(8) 120.5(3) C(11)-C(10)-C(9) 123.7(3) C(10)-C(11)-C(12) 116.7(3) C(10)-C(11)-C(22) 122.7(3) C(12)-C(11)-C(22) 120.5(3) C(11)-C(12)-C(13) 122.7(3) C(12)-C(13)-C(14) 118.2(3) C(12)-C(13)-C(15) 115.8(3) C(14)-C(13)-C(15) 126.1(3) O(3)-C(14)-C(9) 122.9(3) O(3)-C(14)-C(13) 115.9(3) C(9)-C(14)-C(13) 121.1(3) O(5)-C(15)-O(4) 118.9(3) O(5)-C(15)-C(13) 120.8(3) O(4)-C(15)-C(13) 120.3(3) C(17)-C(16)-C(18) 109.2(3) C(17)-C(16)-C(19) 108.9(3) C(18)-C(16)-C(19) 108.8(3) C(17)-C(16)-C(4) 111.7(3) C(18)-C(16)-C(4) 108.3(3) C(19)-C(16)-C(4) 109.9(3) C(23)-C(22)-C(24) 109.5(4) C(23)-C(22)-C(25) 107.4(3) C(24)-C(22)-C(25) 109.6(3) C(23)-C(22)-C(11) 112.3(3) C(24)-C(22)-C(11) 108.7(3) C(25)-C(22)-C(11) 109.2(3) N(1)-C(26)-C(27) 123.4(3) C(28)-C(27)-C(26) 118.8(3) C(27)-C(28)-C(29) 118.6(3) C(28)-C(29)-C(30) 119.9(3) N(1)-C(30)-C(29) 121.4(3) N(1)-C(30)-C(31) 115.6(3) C(29)-C(30)-C(31) 123.0(3) C(31)#1-C(31)-C(30) 125.7(4) O(1)-H(1O)-N(1) 159.4 O(4)-H(4O)-O(2) 129.8 O(4)-H(4O)-O(3) 146.3 C(28)-H(28)-O(5) 160.2 C(29)-H(29)-O(4) 133.3 C(31)-H(31)-O(2) 159.4 _____________________________________________________________ Symmetry transformations used to generate equivalent atoms: #1 -x+2,-y+1,-z Table S4. Anisotropic displacement parameters (A^2 x 10^3) for ?. The anisotropic displacement factor exponent takes the form: -2 (2 [ h2 a*2 U11 + ... + 2 h k a* b* U12 ] _______________________________________________________________________ U11 U22 U33 U23 U13 U12 _______________________________________________________________________ O(1) 28(1) 54(2) 29(1) 1(2) 4(1) 12(1) O(2) 31(1) 40(2) 26(1) 1(1) -1(1) 5(1) O(3) 24(1) 39(2) 17(1) -1(1) -1(1) 2(1) O(4) 25(1) 47(2) 32(1) 6(2) -4(1) 5(1) O(5) 36(1) 72(2) 28(1) 8(2) -12(1) 6(1) N(1) 26(2) 37(2) 26(2) 0(2) -2(1) -3(1) C(1) 25(2) 31(3) 26(2) -6(2) 0(2) -6(2) C(2) 26(2) 25(2) 23(2) -5(2) -1(2) -3(2) C(3) 30(2) 31(3) 22(2) -2(2) 0(2) -6(2) C(4) 29(2) 28(2) 17(2) -5(2) -1(2) -2(2) C(5) 24(2) 29(2) 32(2) -2(2) -7(2) 2(2) C(6) 22(2) 24(2) 20(2) -9(2) -1(1) -1(2) C(7) 27(2) 26(2) 20(2) 0(2) -6(2) -5(2) C(8) 25(2) 26(2) 19(2) -1(2) -4(1) -1(2) C(9) 23(2) 20(2) 24(2) -4(2) -3(2) -1(2) C(10) 27(2) 32(3) 27(2) -5(2) -4(2) 0(2) C(11) 31(2) 29(2) 20(2) -2(2) -5(1) -3(2) C(12) 37(2) 31(3) 20(2) 2(2) -8(2) -8(2) C(13) 23(2) 32(3) 25(2) 4(2) -5(2) -6(2) C(14) 27(2) 30(3) 19(2) -1(2) 0(2) -9(2) C(15) 29(2) 36(3) 24(2) -1(2) 1(2) -7(2) C(16) 40(2) 30(3) 18(2) -4(2) -3(2) -1(2) C(17) 54(2) 61(3) 21(2) 0(2) 6(2) 8(2) C(18) 54(2) 43(3) 28(2) 0(2) -13(2) -5(2) C(19) 52(2) 44(3) 28(2) -7(2) -15(2) -2(2) C(20) 27(2) 52(3) 24(2) -2(2) -7(2) -1(2) C(21) 37(2) 36(3) 21(2) -2(2) -1(2) 4(2) C(22) 34(2) 40(3) 19(2) -2(2) -1(2) 0(2) C(23) 46(2) 81(4) 24(2) -10(2) 10(2) 10(2) C(24) 71(3) 78(4) 29(2) -18(3) 3(2) -16(3) C(25) 56(3) 63(3) 33(2) 1(3) 11(2) -3(2) C(26) 29(2) 31(3) 34(2) -5(2) -6(2) 3(2) C(27) 34(2) 40(3) 29(2) -2(2) 1(2) 0(2) C(28) 26(2) 41(3) 34(2) -6(2) 6(2) -2(2) C(29) 26(2) 36(3) 35(2) -2(2) -4(2) -4(2) C(30) 25(2) 25(2) 28(2) -5(2) -1(2) -5(2) C(31) 20(2) 31(3) 29(2) -4(2) 1(1) -2(2) _______________________________________________________________________ Table S5. Hydrogen coordinates ( x 104) and isotropic displacement parameters (A2 x 103) for 3. ________________________________________________________________ x y z U(eq) ________________________________________________________________ H(1O) 6229(20) 6507(21) -1567(8) 51 H(4O) 3303(21) 6168(23) 1326(2) 46 H(3) 2641(4) 7913(3) -2290(2) 35 H(5) -2445(4) 9171(3) -1038(2) 35 H(10) -4160(4) 8219(3) 2588(2) 35 H(12) -125(4) 6456(3) 3942(2) 35 H(17C) 1121(5) 8223(3) -3639(2) 60 H(17B) 2281(5) 9102(3) -3542(2) 60 H(17A) 717(5) 9381(3) -4215(2) 60 H(18C) -1521(5) 10626(3) -2232(2) 50 H(18B) -958(5) 10834(3) -3366(2) 50 H(18A) 653(5) 10585(3) -2721(2) 50 H(19C) -3325(5) 9223(3) -2377(2) 49 H(19B) -2271(5) 8312(3) -2958(2) 49 H(19A) -2701(5) 9481(3) -3506(2) 49 H(20C) -4659(4) 8473(3) 102(2) 42 H(20B) -5219(4) 8225(3) 1234(2) 42 H(20A) -3994(4) 7341(3) 664(2) 42 H(21C) -3199(5) 10022(3) 273(2) 41 H(21B) -1583(5) 9839(3) 909(2) 41 H(21A) -3723(5) 9747(3) 1406(2) 41 H(23C) -6213(5) 7510(3) 3920(2) 66 H(23B) -5657(5) 8616(3) 3954(2) 66 H(23A) -6464(5) 7898(3) 4917(2) 66 H(24C) -1568(6) 7648(4) 5024(2) 71 H(24B) -3639(6) 7980(4) 5591(2) 71 H(24A) -2839(6) 8701(4) 4629(2) 71 H(25C) -2532(5) 5903(3) 4998(3) 66 H(25B) -4375(5) 5886(3) 4570(3) 66 H(25A) -4583(5) 6290(3) 5557(3) 66 H(26) 8259(4) 6385(3) -3193(2) 39 H(27) 11308(4) 5962(3) -3969(2) 43 H(28) 13658(4) 5140(3) -3079(2) 43 H(29) 12852(4) 4803(3) -1416(2) 39 H(31) 8149(4) 5415(3) -86(2) 33 ________________________________________________________________ Figure S1. Full Scale NMR Plot of 3. 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