Appendix E XRD Data Cy2-Otn(a) Data  Figure E.1. XRD structure of Cy2-Otn(a) and the labelling scheme used. Table E.1. Crystal data and structure refinement for 9m_alvsb2_0f. Identification code 9m_alvsb2_0f Empirical formula C15 H30 N2 O3 Formula weight 286.41 Temperature 293(2) K Wavelength 0.71073 ? Crystal system Monoclinic Space group C2/c Unit cell dimensions a = 36.145(3) ? ?= 90?. b = 8.5902(6) ? ?= 104.822(2)?. c = 26.4419(18) ? ? = 90?. Volume 7936.9(9) ?3 Z 20 Density (calculated) 1?= 90?. b = 8.5902(6) ? ?= 104.822(2)?. c = 26.4419(18) ? ? = 90?. Volume 7936.9(9) ?3 Z 20 Density (calculated) 1.198 Mg/m3 Absorption coefficient 0.083 mm-1 F(000) 3160 Crystal size 0.31 x 0.25 x 0.09 mm3 Theta range for data collection 1.59 to 25.00?. Index ranges -42<=h<=42, -10<=k<=10, -31<=l<=27 Reflections collected 37765 Independent reflections 6986 [R(int) = 0.12 Data / restraints / parameters 6986 / 0 / 482 Goodness-of-fit on F2 1.049 Final R indices [I>2sigma(I)] R1 = 0.0786, wR2 = 0.2015 R indices (all data) R1 = 0.1612, wR2 = 0.2404 Largest diff. peak and hole 1.321 and -0.594 e.?-3 Table E.2. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x 103) for 9m_alvsb2_0f. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. ________________________________________________________________________ x y z U(eq) ________________________________________________________________________ C(1) 143(1) 992(5) 3591(1) 28(1) C(2) -24(1) 240(5) 4002(2) 36(1) C(3) 287(1) -195(5) 4490(2) 41(1) C(4) 593(1) -1206(5) 4358(2) 38(1) C(5) 754(1) -456(5) 3944(1) 34(1) C(6) 440(1) -67(5) 3452(1) 27(1) C(7) 809(1) -336(4) 2780(1) 28(1) C(8) 1058(1) 615(4) 2513(1) 23(1) C(9) 1144(1) -241(4) 2058(1) 25(1) C(10) 1504(1) -25(4) 1382(1) 22(1) C(11) 1165(1) -303(5) 912(1) 29(1) C(12) 1297(1) -997(5) 458(1) 31(1) C(13) 1587(1) 50(5) 304(2) 36(1) C(14) 1925(1) 371(5) 771(1) 31(1) C(15) 1799(1) 1019(4) 1233(1) 22(1) C(16) 2801(1) 4044(4) 1299(1) 24(1) C(17) 2940(1) 4907(5) 878(2) 32(1) C(18) 2606(1) 5334(5) 418(2) 38(1) C(19) 2310(1) 6279(5) 605(2) 35(1) C(20) 2174(1) 5432(4) 1029(1) 29(1) C(21) 2508(1) 4998(4) 1485(1) 22(1) C(22) 2140(1) 4960(4) 2159(1) 23(1) C(23) 2076(1) 4034(4) 2609(1) 23(1) C(24) 1803(1) 4849(4) 2868(1) 25(1) C(25) 1529(1) 4718(4) 3628(1) 26(1) C(26) 1816(1) 5171(4) 4132(1) 29(1) C(27) 1633(1) 6040(5) 4504(2) 38(1) C(28) 1310(1) 5119(5) 4611(2) 43(1) C(29) 1020(1) 4662(5) 4112(2) 39(1) C(30) 1201(1) 3805(4) 3732(1) 29(1) C(31) 833(1) 4101(5) 1346(2) 35(1) C(32) 957(1) 4836(6) 885(2) 44(1) C(33) 622(1) 5125(6) 426(2) 60(2) C(34) 331(1) 6095(5) 581(2) 48(1) C(35) 203(1) 5375(5) 1026(2) 49(1) C(36) 544(1) 5140(5) 1498(2) 42(1) C(37) 207(2) 5499(9) 2184(3) 120(3) C(38) 0 4964(7) 2500 68(3) N(1) 600(1) 693(4) 3059(1) 26(1) N(2) 1386(1) 711(3) 1816(1) 23(1) N(3) 2382(1) 4102(4) 1884(1) 23(1) N(4) 1710(1) 3864(4) 3269(1) 26(1) N(5) 431(1) 4468(4) 1938(2) 53(1) O(1) -145(1) 1336(4) 3131(1) 36(1) O(2) 1416(1) 973(3) 2884(1) 28(1) O(3) 2117(1) 1178(3) 1675(1) 26(1) O(4) 3110(1) 3578(3) 1722(1) 32(1) O(5) 2428(1) 3651(3) 2976(1) 27(1) O(6) 921(1) 3564(3) 3250(1) 36(1) O(7) 1153(1) 3883(3) 1776(1) 46(1) O(8) -362(2) 5566(6) 2005(2) 58(2) Table E.3. Bond lengths [?] and angles [?] for 9m_alvsb2_0f. ______________________________________________________________________ C(1)-O(1) 1.415(4) C(1)-C(2) 1.517(5) C(1)-C(6) 1.521(5) C(1)-H(1) 0.9800 C(2)-C(3) 1.525(5) C(2)-H(2A) 0.9700 C(2)-H(2B) 0.9700 C(3)-C(4) 1.516(5) C(3)-H(3A) 0.9700 C(3)-H(3B) 0.9700 C(4)-C(5) 1.509(5) C(4)-H(4A) 0.9700 C(4)-H(4B) 0.9700 C(5)-C(6) 1.529(5) C(5)-H(5A) 0.9700 C(5)-H(5B) 0.9700 C(6)-N(1) 1.466(4) C(6)-H(6) 0.9800 C(7)-N(1) 1.475(5) C(7)-C(8) 1.517(5) C(7)-H(7A) 0.9700 C(7)-H(7B) 0.9700 C(8)-O(2) 1.442(4) C(8)-C(9) 1.509(5) C(8)-H(8) 0.9800 C(9)-N(2) 1.460(4) C(9)-H(9A) 0.9700 C(9)-H(9B) 0.9700 C(10)-N(2) 1.464(4) C(10)-C(15) 1.521(5) C(10)-C(11) 1.523(5) C(10)-H(10) 0.9800 C(11)-C(12) 1.522(5) C(11)-H(11A) 0.9700 C(11)-H(11B) 0.9700 C(12)-C(13) 1.514(5) C(12)-H(12A) 0.9700 C(12)-H(12B) 0.9700 C(13)-C(14) 1.524(5) C(13)-H(13A) 0.9700 C(13)-H(13B) 0.9700 C(14)-C(15) 1.515(5) C(14)-H(14A) 0.9700 C(14)-H(14B) 0.9700 C(15)-O(3) 1.422(4) C(15)-H(15) 0.9800 C(16)-O(4) 1.421(4) C(16)-C(21) 1.519(5) C(16)-C(17) 1.523(5) C(16)-H(16) 0.9800 C(17)-C(18) 1.522(5) C(17)-H(17A) 0.9700 C(17)-H(17B) 0.9700 C(18)-C(19) 1.524(5) C(18)-H(18A) 0.9700 C(18)-H(18B) 0.9700 C(19)-C(20) 1.519(5) C(19)-H(19A) 0.9700 C(19)-H(19B) 0.9700 C(20)-C(21) 1.517(5) C(20)-H(20A) 0.9700 C(20)-H(20B) 0.9700 C(21)-N(3) 1.471(4) C(21)-H(21) 0.9800 C(22)-N(3) 1.469(4) C(22)-C(23) 1.497(5) C(22)-H(22A) 0.9700 C(22)-H(22B) 0.9700 C(23)-O(5) 1.427(4) C(23)-C(24) 1.509(5) C(23)-H(23) 0.9800 C(24)-N(4) 1.461(4) C(24)-H(24A) 0.9700 C(24)-H(24B) 0.9700 C(25)-N(4) 1.480(5) C(25)-C(30) 1.503(5) C(25)-C(26) 1.514(5) C(25)-H(25) 0.9800 C(26)-C(27) 1.514(5) C(26)-H(26A) 0.9700 C(26)-H(26B) 0.9700 C(27)-C(28) 1.497(5) C(27)-H(27A) 0.9700 C(27)-H(27B) 0.9700 C(28)-C(29) 1.510(5) C(28)-H(28A) 0.9700 C(28)-H(28B) 0.9700 C(29)-C(30) 1.523(5) C(29)-H(29A) 0.9700 C(29)-H(29B) 0.9700 C(30)-O(6) 1.425(4) C(30)-H(30) 0.9800 C(31)-O(7) 1.413(4) C(31)-C(36) 1.505(5) C(31)-C(32) 1.538(5) C(31)-H(31) 0.9800 C(32)-C(33) 1.499(6) C(32)-H(32A) 0.9700 C(32)-H(32B) 0.9700 C(33)-C(34) 1.482(6) C(33)-H(33A) 0.9700 C(33)-H(33B) 0.9700 C(34)-C(35) 1.504(6) C(34)-H(34A) 0.9700 C(34)-H(34B) 0.9700 C(35)-C(36) 1.528(6) C(35)-H(35A) 0.9700 C(35)-H(35B) 0.9700 C(36)-N(5) 1.448(5) C(36)-H(36) 0.9800 C(37)-C(38) 1.337(7) C(37)-N(5) 1.461(7) C(37)-H(37A) 0.9700 C(37)-H(37B) 0.9700 C(38)-C(37)#1 1.337(7) C(38)-O(8) 1.678(6) C(38)-O(8)#1 1.678(6) C(38)-H(38) 1.0282 N(1)-H(1N) 0.85(4) N(2)-H(2N) 0.81(3) N(3)-H(3N) 0.76(4) N(4)-H(4N) 0.88(4) N(5)-H(5N) 0.9000 O(1)-H(1O) 0.80(4) O(2)-H(2) 0.8200 O(3)-H(3O) 0.77(3) O(4)-H(4) 0.8200 O(5)-H(5) 0.8191 O(6)-H(6O) 0.83(5) O(7)-H(7) 0.8200 O(8)-H(8H) 0.8193 O(1)-C(1)-C(2) 111.4(3) O(1)-C(1)-C(6) 109.1(3) C(2)-C(1)-C(6) 110.7(3) O(1)-C(1)-H(1) 108.5 C(2)-C(1)-H(1) 108.5 C(6)-C(1)-H(1) 108.5 C(1)-C(2)-C(3) 111.6(3) C(1)-C(2)-H(2A) 109.3 C(3)-C(2)-H(2A) 109.3 C(1)-C(2)-H(2B) 109.3 C(3)-C(2)-H(2B) 109.3 H(2A)-C(2)-H(2B) 108.0 C(4)-C(3)-C(2) 111.6(3) C(4)-C(3)-H(3A) 109.3 C(2)-C(3)-H(3A) 109.3 C(4)-C(3)-H(3B) 109.3 C(2)-C(3)-H(3B) 109.3 H(3A)-C(3)-H(3B) 108.0 C(5)-C(4)-C(3) 111.3(3) C(5)-C(4)-H(4A) 109.4 C(3)-C(4)-H(4A) 109.4 C(5)-C(4)-H(4B) 109.4 C(3)-C(4)-H(4B) 109.4 H(4A)-C(4)-H(4B) 108.0 C(4)-C(5)-C(6) 111.7(3) C(4)-C(5)-H(5A) 109.3 C(6)-C(5)-H(5A) 109.3 C(4)-C(5)-H(5B) 109.3 C(6)-C(5)-H(5B) 109.3 H(5A)-C(5)-H(5B) 107.9 N(1)-C(6)-C(1) 109.6(3) N(1)-C(6)-C(5) 111.1(3) C(1)-C(6)-C(5) 109.9(3) N(1)-C(6)-H(6) 108.7 C(1)-C(6)-H(6) 108.7 C(5)-C(6)-H(6) 108.7 N(1)-C(7)-C(8) 110.4(3) N(1)-C(7)-H(7A) 109.6 C(8)-C(7)-H(7A) 109.6 N(1)-C(7)-H(7B) 109.6 C(8)-C(7)-H(7B) 109.6 H(7A)-C(7)-H(7B) 108.1 O(2)-C(8)-C(9) 108.3(3) O(2)-C(8)-C(7) 109.6(3) C(9)-C(8)-C(7) 112.1(3) O(2)-C(8)-H(8) 108.9 C(9)-C(8)-H(8) 108.9 C(7)-C(8)-H(8) 108.9 N(2)-C(9)-C(8) 110.3(3) N(2)-C(9)-H(9A) 109.6 C(8)-C(9)-H(9A) 109.6 N(2)-C(9)-H(9B) 109.6 C(8)-C(9)-H(9B) 109.6 H(9A)-C(9)-H(9B) 108.1 N(2)-C(10)-C(15) 108.2(3) N(2)-C(10)-C(11) 111.9(3) C(15)-C(10)-C(11) 110.5(3) N(2)-C(10)-H(10) 108.7 C(15)-C(10)-H(10) 108.7 C(11)-C(10)-H(10) 108.7 C(12)-C(11)-C(10) 110.9(3) C(12)-C(11)-H(11A) 109.5 C(10)-C(11)-H(11A) 109.5 C(12)-C(11)-H(11B) 109.5 C(10)-C(11)-H(11B) 109.5 H(11A)-C(11)-H(11B) 108.0 C(13)-C(12)-C(11) 110.9(3) C(13)-C(12)-H(12A) 109.5 C(11)-C(12)-H(12A) 109.5 C(13)-C(12)-H(12B) 109.5 C(11)-C(12)-H(12B) 109.5 H(12A)-C(12)-H(12B) 108.0 C(12)-C(13)-C(14) 110.9(3) C(12)-C(13)-H(13A) 109.5 C(14)-C(13)-H(13A) 109.5 C(12)-C(13)-H(13B) 109.5 C(14)-C(13)-H(13B) 109.5 H(13A)-C(13)-H(13B) 108.0 C(15)-C(14)-C(13) 111.9(3) C(15)-C(14)-H(14A) 109.2 C(13)-C(14)-H(14A) 109.2 C(15)-C(14)-H(14B) 109.2 C(13)-C(14)-H(14B) 109.2 H(14A)-C(14)-H(14B) 107.9 O(3)-C(15)-C(14) 110.5(3) O(3)-C(15)-C(10) 108.4(3) C(14)-C(15)-C(10) 111.7(3) O(3)-C(15)-H(15) 108.7 C(14)-C(15)-H(15) 108.7 C(10)-C(15)-H(15) 108.7 O(4)-C(16)-C(21) 111.7(3) O(4)-C(16)-C(17) 112.0(3) C(21)-C(16)-C(17) 111.2(3) O(4)-C(16)-H(16) 107.2 C(21)-C(16)-H(16) 107.2 C(17)-C(16)-H(16) 107.2 C(18)-C(17)-C(16) 111.1(3) C(18)-C(17)-H(17A) 109.4 C(16)-C(17)-H(17A) 109.4 C(18)-C(17)-H(17B) 109.4 C(16)-C(17)-H(17B) 109.4 H(17A)-C(17)-H(17B) 108.0 C(17)-C(18)-C(19) 110.3(3) C(17)-C(18)-H(18A) 109.6 C(19)-C(18)-H(18A) 109.6 C(17)-C(18)-H(18B) 109.6 C(19)-C(18)-H(18B) 109.6 H(18A)-C(18)-H(18B) 108.1 C(20)-C(19)-C(18) 111.8(3) C(20)-C(19)-H(19A) 109.3 C(18)-C(19)-H(19A) 109.3 C(20)-C(19)-H(19B) 109.3 C(18)-C(19)-H(19B) 109.3 H(19A)-C(19)-H(19B) 107.9 C(21)-C(20)-C(19) 111.3(3) C(21)-C(20)-H(20A) 109.4 C(19)-C(20)-H(20A) 109.4 C(21)-C(20)-H(20B) 109.4 C(19)-C(20)-H(20B) 109.4 H(20A)-C(20)-H(20B) 108.0 N(3)-C(21)-C(20) 111.7(3) N(3)-C(21)-C(16) 108.7(3) C(20)-C(21)-C(16) 110.7(3) N(3)-C(21)-H(21) 108.5 C(20)-C(21)-H(21) 108.5 C(16)-C(21)-H(21) 108.5 N(3)-C(22)-C(23) 111.0(3) N(3)-C(22)-H(22A) 109.4 C(23)-C(22)-H(22A) 109.4 N(3)-C(22)-H(22B) 109.4 C(23)-C(22)-H(22B) 109.4 H(22A)-C(22)-H(22B) 108.0 O(5)-C(23)-C(22) 111.9(3) O(5)-C(23)-C(24) 111.8(3) C(22)-C(23)-C(24) 111.4(3) O(5)-C(23)-H(23) 107.1 C(22)-C(23)-H(23) 107.1 C(24)-C(23)-H(23) 107.1 N(4)-C(24)-C(23) 111.1(3) N(4)-C(24)-H(24A) 109.4 C(23)-C(24)-H(24A) 109.4 N(4)-C(24)-H(24B) 109.4 C(23)-C(24)-H(24B) 109.4 H(24A)-C(24)-H(24B) 108.0 N(4)-C(25)-C(30) 111.0(3) N(4)-C(25)-C(26) 112.1(3) C(30)-C(25)-C(26) 111.5(3) N(4)-C(25)-H(25) 107.3 C(30)-C(25)-H(25) 107.3 C(26)-C(25)-H(25) 107.3 C(27)-C(26)-C(25) 112.6(3) C(27)-C(26)-H(26A) 109.1 C(25)-C(26)-H(26A) 109.1 C(27)-C(26)-H(26B) 109.1 C(25)-C(26)-H(26B) 109.1 H(26A)-C(26)-H(26B) 107.8 C(28)-C(27)-C(26) 110.7(3) C(28)-C(27)-H(27A) 109.5 C(26)-C(27)-H(27A) 109.5 C(28)-C(27)-H(27B) 109.5 C(26)-C(27)-H(27B) 109.5 H(27A)-C(27)-H(27B) 108.1 C(27)-C(28)-C(29) 111.9(3) C(27)-C(28)-H(28A) 109.2 C(29)-C(28)-H(28A) 109.2 C(27)-C(28)-H(28B) 109.2 C(29)-C(28)-H(28B) 109.2 H(28A)-C(28)-H(28B) 107.9 C(28)-C(29)-C(30) 112.6(3) C(28)-C(29)-H(29A) 109.1 C(30)-C(29)-H(29A) 109.1 C(28)-C(29)-H(29B) 109.1 C(30)-C(29)-H(29B) 109.1 H(29A)-C(29)-H(29B) 107.8 O(6)-C(30)-C(25) 109.0(3) O(6)-C(30)-C(29) 109.5(3) C(25)-C(30)-C(29) 111.1(3) O(6)-C(30)-H(30) 109.1 C(25)-C(30)-H(30) 109.1 C(29)-C(30)-H(30) 109.1 O(7)-C(31)-C(36) 110.2(3) O(7)-C(31)-C(32) 110.3(3) C(36)-C(31)-C(32) 109.5(3) O(7)-C(31)-H(31) 109.0 C(36)-C(31)-H(31) 109.0 C(32)-C(31)-H(31) 109.0 C(33)-C(32)-C(31) 111.8(4) C(33)-C(32)-H(32A) 109.3 C(31)-C(32)-H(32A) 109.3 C(33)-C(32)-H(32B) 109.3 C(31)-C(32)-H(32B) 109.3 H(32A)-C(32)-H(32B) 107.9 C(34)-C(33)-C(32) 110.7(4) C(34)-C(33)-H(33A) 109.5 C(32)-C(33)-H(33A) 109.5 C(34)-C(33)-H(33B) 109.5 C(32)-C(33)-H(33B) 109.5 H(33A)-C(33)-H(33B) 108.1 C(33)-C(34)-C(35) 111.7(4) C(33)-C(34)-H(34A) 109.3 C(35)-C(34)-H(34A) 109.3 C(33)-C(34)-H(34B) 109.3 C(35)-C(34)-H(34B) 109.3 H(34A)-C(34)-H(34B) 107.9 C(34)-C(35)-C(36) 110.3(4) C(34)-C(35)-H(35A) 109.6 C(36)-C(35)-H(35A) 109.6 C(34)-C(35)-H(35B) 109.6 C(36)-C(35)-H(35B) 109.6 H(35A)-C(35)-H(35B) 108.1 N(5)-C(36)-C(31) 109.7(4) N(5)-C(36)-C(35) 112.0(4) C(31)-C(36)-C(35) 109.3(3) N(5)-C(36)-H(36) 108.6 C(31)-C(36)-H(36) 108.6 C(35)-C(36)-H(36) 108.6 C(38)-C(37)-N(5) 122.1(6) C(38)-C(37)-H(37A) 106.8 N(5)-C(37)-H(37A) 106.8 C(38)-C(37)-H(37B) 106.8 N(5)-C(37)-H(37B) 106.8 H(37A)-C(37)-H(37B) 106.6 C(37)#1-C(38)-C(37) 139.7(9) C(37)#1-C(38)-O(8) 86.1(4) C(37)-C(38)-O(8) 81.7(4) C(37)#1-C(38)-O(8)#1 81.7(4) C(37)-C(38)-O(8)#1 86.1(4) O(8)-C(38)-O(8)#1 144.1(6) C(37)#1-C(38)-H(38) 101.6 C(37)-C(38)-H(38) 116.1 O(8)-C(38)-H(38) 128.0 O(8)#1-C(38)-H(38) 87.7 C(6)-N(1)-C(7) 115.6(3) C(6)-N(1)-H(1N) 108(3) C(7)-N(1)-H(1N) 105(3) C(9)-N(2)-C(10) 115.4(3) C(9)-N(2)-H(2N) 103(3) C(10)-N(2)-H(2N) 109(3) C(22)-N(3)-C(21) 115.2(3) C(22)-N(3)-H(3N) 114(3) C(21)-N(3)-H(3N) 100(3) C(24)-N(4)-C(25) 113.6(3) C(24)-N(4)-H(4N) 107(3) C(25)-N(4)-H(4N) 106(3) C(36)-N(5)-C(37) 114.8(4) C(36)-N(5)-H(5N) 107.9 C(37)-N(5)-H(5N) 108.0 C(1)-O(1)-H(1O) 106(3) C(8)-O(2)-H(2) 109.5 C(15)-O(3)-H(3O) 112(3) C(16)-O(4)-H(4) 109.5 C(23)-O(5)-H(5) 113.6 C(30)-O(6)-H(6O) 106(3) C(31)-O(7)-H(7) 109.5 C(38)-O(8)-H(8H) 113.3 Symmetry transformations used to generate equivalent atoms: #1 -x,y,-z+1/2 T Table E.4. Anisotropic displacement parameters (?2x 103) for 9m_alvsb2_0f. The anisotropic displacement factor exponent takes the form: -2?2[ h2a*2U11 + ... + 2 h k a* b* U12 ] ________________________________________________________________________ 11 U22 U33 U23 U13 U12 ________________________________________________________________________ Table E.5. C(1) 22(2) 34(2) 29(2) -2(2) 7(2) -2(2) C(2) 26(2) 48(3) 37(2) -2(2) 14(2) 3(2) C(3) 39(3) 57(3) 32(2) 4(2) 19(2) 1(2) C(4) 38(3) 44(3) 34(2) 5(2) 11(2) -4(2) C(5) 28(2) 42(3) 34(2) 6(2) 10(2) 1(2) C(6) 22(2) 30(2) 31(2) -1(2) 12(2) -4(2) C(7) 36(2) 22(2) 30(2) 1(2) 15(2) 0(2) C(8) 20(2) 23(2) 24(2) -1(2) 3(2) 1(2) C(9) 25(2) 23(2) 29(2) -6(2) 10(2) -4(2) C(10) 24(2) 17(2) 25(2) -2(2) 8(2) 3(2) C(11) 26(2) 33(2) 28(2) -4(2) 9(2) -5(2) C(12) 30(2) 36(2) 28(2) -5(2) 12(2) -2(2) C(13) 41(3) 42(3) 28(2) -5(2) 18(2) 0(2) C(14) 33(2) 30(2) 36(2) -3(2) 18(2) -2(2) C(15) 22(2) 15(2) 29(2) -1(2) 7(2) 3(2) C(16) 26(2) 14(2) 32(2) -3(2) 11(2) -2(2) C(17) 35(2) 25(2) 43(3) 2(2) 25(2) 6(2) C(18) 46(3) 43(3) 30(2) 6(2) 18(2) 4(2) C(19) 35(2) 37(2) 33(2) 8(2) 10(2) 6(2) C(20) 29(2) 28(2) 31(2) 4(2) 11(2) 5(2) C(21) 31(2) 11(2) 26(2) 0(2) 12(2) -5(2) C(22) 26(2) 17(2) 26(2) -1(2) 9(2) -1(2) C(23) 28(2) 16(2) 25(2) -3(2) 9(2) -4(2) C(24) 31(2) 20(2) 27(2) -3(2) 12(2) -4(2) C(25) 34(2) 22(2) 26(2) -3(2) 13(2) -3(2) C(26) 34(2) 25(2) 30(2) -1(2) 13(2) -6(2) C(27) 44(3) 40(3) 34(2) -10(2) 15(2) -7(2) C(28) 59(3) 46(3) 34(3) -10(2) 28(2) -8(2) C(29) 36(3) 44(3) 43(3) -9(2) 20(2) -7(2) C(30) 35(2) 24(2) 30(2) -8(2) 11(2) -3(2) C(31) 29(2) 35(2) 37(2) 5(2) 1(2) 9(2) C(32) 36(3) 54(3) 46(3) 12(2) 22(2) 10(2) C(33) 65(4) 72(4) 44(3) 12(3) 14(3) 25(3) C(34) 48(3) 50(3) 46(3) 5(2) 13(2) 9(2) C(35) 33(3) 46(3) 69(3) 9(3) 19(2) 9(2) C(36) 59(3) 34(3) 38(3) -3(2) 20(2) -5(2) C(38) 80(6) 23(3) 139(7) 0 97(6) 0 N(1) 27(2) 27(2) 26(2) 3(2) 13(2) 2(2) N(2) 24(2) 20(2) 25(2) -4(2) 10(2) -4(2) N(3) 25(2) 18(2) 25(2) 0(2) 8(2) -2(2) N(4) 35(2) 21(2) 27(2) -2(2) 16(2) -1(2) N(5) 83(3) 30(2) 66(3) 1(2) 53(3) 4(2) O(1) 30(2) 39(2) 38(2) -6(2) 7(1) 6(2) O(2) 29(2) 20(1) 34(2) -5(1) 5(1) -2(1) O(3) 25(2) 15(2) 37(2) -6(1) 5(1) -3(1) O(4) 26(2) 20(1) 49(2) 7(1) 7(1) 0(1) O(5) 30(2) 19(1) 31(2) 4(1) 5(1) -2(1) O(6) 34(2) 29(2) 41(2) -9(2) 3(1) 0(1) O(7) 50(2) 36(2) 46(2) 4(2) 1(2) 2(2) O(8) 54(4) 32(4) 66(4) 18(3) -23(3) -27(3) Torsion angles [?] for 9m_alvsb2_0f. ________________________________________________________________ O(1)-C(1)-C(2)-C(3) 177.7(3) C(6)-C(1)-C(2)-C(3) 56.1(4) C(1)-C(2)-C(3)-C(4) -54.2(5) C(2)-C(3)-C(4)-C(5) 53.7(5) C(3)-C(4)-C(5)-C(6) -55.7(5) O(1)-C(1)-C(6)-N(1) 57.7(4) C(2)-C(1)-C(6)-N(1) -179.4(3) O(1)-C(1)-C(6)-C(5) -179.9(3) C(2)-C(1)-C(6)-C(5) -57.0(4) C(4)-C(5)-C(6)-N(1) 178.7(3) C(4)-C(5)-C(6)-C(1) 57.2(4) N(1)-C(7)-C(8)-O(2) 83.4(4) N(1)-C(7)-C(8)-C(9) -156.3(3) O(2)-C(8)-C(9)-N(2) -58.6(4) C(7)-C(8)-C(9)-N(2) -179.7(3) N(2)-C(10)-C(11)-C(12) 177.3(3) C(15)-C(10)-C(11)-C(12) 56.7(4) C(10)-C(11)-C(12)-C(13) -57.6(4) C(11)-C(12)-C(13)-C(14) 55.9(4) C(12)-C(13)-C(14)-C(15) -54.4(4) C(13)-C(14)-C(15)-O(3) 175.0(3) C(13)-C(14)-C(15)-C(10) 54.2(4) N(2)-C(10)-C(15)-O(3) 60.2(4) C(11)-C(10)-C(15)-O(3) -177.0(3) N(2)-C(10)-C(15)-C(14) -177.9(3) C(11)-C(10)-C(15)-C(14) -55.0(4) O(4)-C(16)-C(17)-C(18) 177.5(3) C(21)-C(16)-C(17)-C(18) -56.8(4) C(16)-C(17)-C(18)-C(19) 55.8(4) C(17)-C(18)-C(19)-C(20) -55.4(5) C(18)-C(19)-C(20)-C(21) 55.6(4) C(19)-C(20)-C(21)-N(3) -176.9(3) C(19)-C(20)-C(21)-C(16) -55.5(4) O(4)-C(16)-C(21)-N(3) -54.8(4) C(17)-C(16)-C(21)-N(3) 179.4(3) O(4)-C(16)-C(21)-C(20) -177.9(3) C(17)-C(16)-C(21)-C(20) 56.2(4) N(3)-C(22)-C(23)-O(5) 58.5(4) N(3)-C(22)-C(23)-C(24) -175.6(3) O(5)-C(23)-C(24)-N(4) -60.2(4) C(22)-C(23)-C(24)-N(4) 173.8(3) N(4)-C(25)-C(26)-C(27) -179.7(3) C(30)-C(25)-C(26)-C(27) -54.6(4) C(25)-C(26)-C(27)-C(28) 54.8(5) C(26)-C(27)-C(28)-C(29) -54.2(5) C(27)-C(28)-C(29)-C(30) 54.2(5) N(4)-C(25)-C(30)-O(6) -60.7(4) C(26)-C(25)-C(30)-O(6) 173.6(3) N(4)-C(25)-C(30)-C(29) 178.5(3) C(26)-C(25)-C(30)-C(29) 52.8(4) C(28)-C(29)-C(30)-O(6) -173.6(3) C(28)-C(29)-C(30)-C(25) -53.1(5) O(7)-C(31)-C(32)-C(33) -178.4(4) C(36)-C(31)-C(32)-C(33) -57.0(5) C(31)-C(32)-C(33)-C(34) 55.5(6) C(32)-C(33)-C(34)-C(35) -56.0(6) C(33)-C(34)-C(35)-C(36) 58.2(5) O(7)-C(31)-C(36)-N(5) -57.5(5) C(32)-C(31)-C(36)-N(5) -179.0(4) O(7)-C(31)-C(36)-C(35) 179.3(3) C(32)-C(31)-C(36)-C(35) 57.9(5) C(34)-C(35)-C(36)-N(5) 179.2(4) C(34)-C(35)-C(36)-C(31) -59.0(5) N(5)-C(37)-C(38)-C(37)#1 173.2(7) N(5)-C(37)-C(38)-O(8) -112.9(7) N(5)-C(37)-C(38)-O(8)#1 100.9(7) C(1)-C(6)-N(1)-C(7) -163.7(3) C(5)-C(6)-N(1)-C(7) 74.6(4) C(8)-C(7)-N(1)-C(6) -162.8(3) C(8)-C(9)-N(2)-C(10) 177.4(3) C(15)-C(10)-N(2)-C(9) -171.7(3) C(11)-C(10)-N(2)-C(9) 66.4(4) C(23)-C(22)-N(3)-C(21) -171.4(3) C(20)-C(21)-N(3)-C(22) -66.1(4) C(16)-C(21)-N(3)-C(22) 171.4(3) C(23)-C(24)-N(4)-C(25) 165.0(3) C(30)-C(25)-N(4)-C(24) 137.4(3) C(26)-C(25)-N(4)-C(24) -97.2(4) C(31)-C(36)-N(5)-C(37) 169.1(5) C(35)-C(36)-N(5)-C(37) -69.3(6) C(38)-C(37)-N(5)-C(36) 162.7(5) ________________________________________________________________ Symmetry transformations used to generate equivalent atoms: #1 -x,y,-z+1/2 Table E.6. Hydrogen Bonds for 9m_alvsb2_0f in C2/c [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) # N1 -- H1N .. O1 0.85(4) 2.47(4) 3.202(4) 145(3) 1 O1 -- H1O .. N5 0.81(4) 2.08(4) 2.871(5) 166(5) 1 O4 -- H4 .. O2 0.8200 1.8900 2.710(4) 174.00 2 O5 -- H5 .. O3 0.8200 1.9200 2.736(4) 179.00 2 O8 -- H8H .. O6 0.8200 1.7900 2.609(7) 179.00 1 C21 -- H21 .. O5 0.9800 2.5500 3.429(4) 149.00 2 C24 -- H24A .. O4 0.9700 2.4800 3.371(4) 153.00 2 Symmetry transformations used to generate equ equivalent atoms: #1 -x,y,1/2-z #2 1/2-x,1/2+y,1/2-z Cy2-Otn(b) Data  Figure E.2. XRD structure of the protonated Cy2-Otn(b) and the labelling scheme used. Table E.7. Crystal data and structure refinement for 7m_al19_0s. Identification code 7m_al19_0s Empirical formula C30 H62 N4 O7 Formula weight 590.84 Temperature 293(2) K Wavelength 0.71073 ? Crystal system Triclinic Space group P-1 Unit cell dimensions a = 10.0830(2) ? ? = 104.5330(10)?. b = 10.6966(3) ? ? = 104.7020(10)?. c = 16.6006(4) ? ? = 90.5310(10)?. Volume 1671.31(7) ?3 Z 2 Density (calculated) 1.174 Mg/m3 Absorption coefficient 0.083 mm-1 F(000) 652 Crystal size 0.42 x 0.22 x 0.16 mm3 Theta range for data collection 1.31 to 28.00?. Index ranges -13<=h<=13, -14<=k<=14, -21<=l<=21 Reflections collected 29863 Independent reflections 8075 [R(int) = 0.0548] Completeness to theta = 283 Z 2 Density (calculated) 1.174 Mg/m3 Absorption coefficient 0.083 mm-1 F(000) 652 Crystal size 0.42 x 0.22 x 0.16 mm3 Theta range for data collection 1.31 to 28.00?. Index ranges -13<=h<=13, -14<=k<=14, -21<=l<=21 Reflections collected 29863 Independent reflections 8075 [R(int) = 0.0548] Comple2 Data / restraints / parameters 8075 / 0 / 397 Goodness-of-fit on F2 1.002 Final R indices [I>2sigma(I)] R1 = 0.0504, wR2 = 0.1196 R indices (all data) R1 = 0.0868, wR2 = 0.1338 Largest diff. peak and hole 0.397 and -0.226 e.?-3 Table E.8. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x 103) for 7m_al19_0s. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. x y z U(eq) C(1) -1447(2) 5680(2) 3207(1) 28(1) C(2) -2250(2) 6857(2) 3151(1) 36(1) C(3) -3660(2) 6681(2) 3294(1) 39(1) C(4) -4453(2) 5476(2) 2657(1) 38(1) C(5) -3657(2) 4283(2) 2714(1) 35(1) C(6) -2239(2) 4462(2) 2577(1) 26(1) C(7) -1984(2) 2142(2) 2045(1) 31(1) C(8) -955(2) 1119(2) 2019(1) 27(1) C(9) -1687(2) -116(2) 1390(1) 35(1) C(10) -1480(2) -2161(2) 432(1) 32(1) C(11) -2417(2) -3078(2) 647(1) 39(1) C(12) -3182(2) -4090(2) -169(1) 53(1) C(13) -2190(2) -4828(2) -608(1) 53(1) C(14) -1166(2) -3941(2) -776(1) 40(1) C(15) -452(2) -2906(2) 29(1) 35(1) N(1) -1419(1) 3353(1) 2684(1) 27(1) N(2) -774(1) -1126(1) 1195(1) 30(1) O(1) -150(1) 5846(1) 3029(1) 33(1) O(2) 165(1) 1554(1) 1754(1) 31(1) O(3) 496(1) -2064(1) -126(1) 40(1) C(16) 6725(2) 10880(2) 7888(1) 32(1) C(17) 5788(2) 11611(2) 8394(1) 38(1) C(18) 5927(2) 11229(2) 9231(1) 38(1) C(19) 5648(2) 9785(2) 9061(1) 32(1) C(20) 6552(2) 9050(2) 8527(1) 29(1) C(21) 6396(2) 9438(2) 7691(1) 27(1) C(22) 6691(2) 7409(2) 6722(1) 37(1) C(23) 7632(2) 6675(2) 6239(1) 33(1) C(24) 7059(2) 5297(2) 5791(1) 39(1) C(25) 7607(2) 3175(2) 5005(1) 27(1) C(26) 6897(2) 2411(2) 5459(1) 37(1) C(27) 6490(2) 1022(2) 4942(1) 45(1) C(28) 7688(2) 354(2) 4687(1) 53(1) C(29) 8351(2) 1109(2) 4207(1) 43(1) C(30) 8802(2) 2474(2) 4760(1) 29(1) N(3) 7290(1) 8712(1) 7198(1) 30(1) N(4) 8123(1) 4476(1) 5561(1) 28(1) O(4) 6596(1) 11252(1) 7111(1) 46(1) O(5) 7833(1) 7341(1) 5631(1) 42(1) O(6) 9534(1) 3217(1) 4382(1) 31(1) O(7) 9337(1) 11798(1) 7277(1) 70(1) Table E.9. Bond lengths [?] and angles [?] for 7m_al19_0s. C(1)-O(1) 1.4304(17) C(1)-C(2) 1.514(2) C(1)-C(6) 1.517(2) C(1)-H(1A) 0.9800 C(2)-C(3) 1.517(2) C(2)-H(2A) 0.9700 C(2)-H(2B) 0.9700 C(3)-C(4) 1.513(2) C(3)-H(3A) 0.9700 C(3)-H(3B) 0.9700 C(4)-C(5) 1.524(2) C(4)-H(4A) 0.9700 C(4)-H(4B) 0.9700 C(5)-C(6) 1.521(2) C(5)-H(5A) 0.9700 C(5)-H(5B) 0.9700 C(6)-N(1) 1.474(2) C(6)-H(6A) 0.9800 C(7)-N(1) 1.456(2) C(7)-C(8) 1.515(2) C(7)-H(7A) 0.9700 C(7)-H(7B) 0.9700 C(8)-O(2) 1.4250(17) C(8)-C(9) 1.509(2) C(8)-H(8A) 0.9800 C(9)-N(2) 1.455(2) C(9)-H(9A) 0.9700 C(9)-H(9B) 0.9700 C(10)-N(2) 1.470(2) C(10)-C(15) 1.503(2) C(10)-C(11) 1.520(2) C(10)-H(10A) 0.9800 C(11)-C(12) 1.523(3) C(11)-H(11A) 0.9700 C(11)-H(11B) 0.9700 C(12)-C(13) 1.501(3) C(12)-H(12A) 0.9700 C(12)-H(12B) 0.9700 C(13)-C(14) 1.518(3) C(13)-H(13A) 0.9700 C(13)-H(13B) 0.9700 C(14)-C(15) 1.512(2) C(14)-H(14A) 0.9700 C(14)-H(14B) 0.9700 C(15)-O(3) 1.420(2) C(15)-H(15A) 0.9800 N(1)-H(1N) 0.848(17) N(2)-H(2N) 0.836(18) O(1)-H(1O) 0.8200 O(2)-H(2O) 0.8200 O(3)-H(3O) 0.8200 C(16)-O(4) 1.4184(18) C(16)-C(21) 1.510(2) C(16)-C(17) 1.516(2) C(16)-H(16A) 0.9800 C(17)-C(18) 1.518(2) C(17)-H(17A) 0.9700 C(17)-H(17B) 0.9700 C(18)-C(19) 1.509(2) C(18)-H(18A) 0.9700 C(18)-H(18B) 0.9700 C(19)-C(20) 1.519(2) C(19)-H(19A) 0.9700 C(19)-H(19B) 0.9700 C(20)-C(21) 1.518(2) C(20)-H(20A) 0.9700 C(20)-H(20B) 0.9700 C(21)-N(3) 1.468(2) C(21)-H(21A) 0.9800 C(22)-N(3) 1.456(2) C(22)-C(23) 1.498(2) C(22)-H(22A) 0.9700 C(22)-H(22B) 0.9700 C(23)-O(5) 1.424(2) C(23)-C(24) 1.508(2) C(23)-H(23A) 0.9800 C(24)-N(4) 1.458(2) C(24)-H(24A) 0.9700 C(24)-H(24B) 0.9700 C(25)-N(4) 1.469(2) C(25)-C(30) 1.515(2) C(25)-C(26) 1.523(2) C(25)-H(25A) 0.9800 C(26)-C(27) 1.511(2) C(26)-H(26A) 0.9700 C(26)-H(26B) 0.9700 C(27)-C(28) 1.508(3) C(27)-H(27A) 0.9700 C(27)-H(27B) 0.9700 C(28)-C(29) 1.522(3) C(28)-H(28A) 0.9700 C(28)-H(28B) 0.9700 C(29)-C(30) 1.512(2) C(29)-H(29A) 0.9700 C(29)-H(29B) 0.9700 C(30)-O(6) 1.4293(17) C(30)-H(30A) 0.9800 N(3)-H(3N) 0.816(17) N(4)-H(4N) 0.794(17) O(4)-H(4O) 0.8200 O(5)-H(5O) 0.8200 O(6)-H(6O) 0.8200 O(7)-H(7O) 1.21(4) O(7)-H(8O) 1.074(12) O(1)-C(1)-C(2) 110.36(13) O(1)-C(1)-C(6) 109.18(12) C(2)-C(1)-C(6) 111.21(13) O(1)-C(1)-H(1A) 108.7 C(2)-C(1)-H(1A) 108.7 C(6)-C(1)-H(1A) 108.7 C(1)-C(2)-C(3) 111.50(14) C(1)-C(2)-H(2A) 109.3 C(3)-C(2)-H(2A) 109.3 C(1)-C(2)-H(2B) 109.3 C(3)-C(2)-H(2B) 109.3 H(2A)-C(2)-H(2B) 108.0 C(4)-C(3)-C(2) 110.52(14) C(4)-C(3)-H(3A) 109.5 C(2)-C(3)-H(3A) 109.5 C(4)-C(3)-H(3B) 109.5 C(2)-C(3)-H(3B) 109.5 H(3A)-C(3)-H(3B) 108.1 C(3)-C(4)-C(5) 111.07(14) C(3)-C(4)-H(4A) 109.4 C(5)-C(4)-H(4A) 109.4 C(3)-C(4)-H(4B) 109.4 C(5)-C(4)-H(4B) 109.4 H(4A)-C(4)-H(4B) 108.0 C(6)-C(5)-C(4) 111.00(14) C(6)-C(5)-H(5A) 109.4 C(4)-C(5)-H(5A) 109.4 C(6)-C(5)-H(5B) 109.4 C(4)-C(5)-H(5B) 109.4 H(5A)-C(5)-H(5B) 108.0 N(1)-C(6)-C(1) 108.28(12) N(1)-C(6)-C(5) 111.82(13) C(1)-C(6)-C(5) 110.96(13) N(1)-C(6)-H(6A) 108.6 C(1)-C(6)-H(6A) 108.6 C(5)-C(6)-H(6A) 108.6 N(1)-C(7)-C(8) 112.57(12) N(1)-C(7)-H(7A) 109.1 C(8)-C(7)-H(7A) 109.1 N(1)-C(7)-H(7B) 109.1 C(8)-C(7)-H(7B) 109.1 H(7A)-C(7)-H(7B) 107.8 O(2)-C(8)-C(9) 111.27(13) O(2)-C(8)-C(7) 108.91(13) C(9)-C(8)-C(7) 107.70(12) O(2)-C(8)-H(8A) 109.6 C(9)-C(8)-H(8A) 109.6 C(7)-C(8)-H(8A) 109.6 N(2)-C(9)-C(8) 113.71(13) N(2)-C(9)-H(9A) 108.8 C(8)-C(9)-H(9A) 108.8 N(2)-C(9)-H(9B) 108.8 C(8)-C(9)-H(9B) 108.8 H(9A)-C(9)-H(9B) 107.7 N(2)-C(10)-C(15) 110.39(13) N(2)-C(10)-C(11) 112.04(14) C(15)-C(10)-C(11) 109.98(14) N(2)-C(10)-H(10A) 108.1 C(15)-C(10)-H(10A) 108.1 C(11)-C(10)-H(10A) 108.1 C(10)-C(11)-C(12) 110.22(15) C(10)-C(11)-H(11A) 109.6 C(12)-C(11)-H(11A) 109.6 C(10)-C(11)-H(11B) 109.6 C(12)-C(11)-H(11B) 109.6 H(11A)-C(11)-H(11B) 108.1 C(13)-C(12)-C(11) 110.74(16) C(13)-C(12)-H(12A) 109.5 C(11)-C(12)-H(12A) 109.5 C(13)-C(12)-H(12B) 109.5 C(11)-C(12)-H(12B) 109.5 H(12A)-C(12)-H(12B) 108.1 C(12)-C(13)-C(14) 112.32(16) C(12)-C(13)-H(13A) 109.1 C(14)-C(13)-H(13A) 109.1 C(12)-C(13)-H(13B) 109.1 C(14)-C(13)-H(13B) 109.1 H(13A)-C(13)-H(13B) 107.9 C(15)-C(14)-C(13) 112.13(15) C(15)-C(14)-H(14A) 109.2 C(13)-C(14)-H(14A) 109.2 C(15)-C(14)-H(14B) 109.2 C(13)-C(14)-H(14B) 109.2 H(14A)-C(14)-H(14B) 107.9 O(3)-C(15)-C(10) 111.23(14) O(3)-C(15)-C(14) 112.45(14) C(10)-C(15)-C(14) 110.92(14) O(3)-C(15)-H(15A) 107.3 C(10)-C(15)-H(15A) 107.3 C(14)-C(15)-H(15A) 107.3 C(7)-N(1)-C(6) 113.95(12) C(7)-N(1)-H(1N) 107.7(11) C(6)-N(1)-H(1N) 106.6(12) C(9)-N(2)-C(10) 110.72(12) C(9)-N(2)-H(2N) 104.0(12) C(10)-N(2)-H(2N) 104.8(12) C(1)-O(1)-H(1O) 109.5 C(8)-O(2)-H(2O) 109.5 C(15)-O(3)-H(3O) 109.5 O(4)-C(16)-C(21) 110.10(14) O(4)-C(16)-C(17) 110.60(13) C(21)-C(16)-C(17) 110.38(13) O(4)-C(16)-H(16A) 108.6 C(21)-C(16)-H(16A) 108.6 C(17)-C(16)-H(16A) 108.6 C(16)-C(17)-C(18) 111.04(14) C(16)-C(17)-H(17A) 109.4 C(18)-C(17)-H(17A) 109.4 C(16)-C(17)-H(17B) 109.4 C(18)-C(17)-H(17B) 109.4 H(17A)-C(17)-H(17B) 108.0 C(19)-C(18)-C(17) 110.99(14) C(19)-C(18)-H(18A) 109.4 C(17)-C(18)-H(18A) 109.4 C(19)-C(18)-H(18B) 109.4 C(17)-C(18)-H(18B) 109.4 H(18A)-C(18)-H(18B) 108.0 C(18)-C(19)-C(20) 111.02(13) C(18)-C(19)-H(19A) 109.4 C(20)-C(19)-H(19A) 109.4 C(18)-C(19)-H(19B) 109.4 C(20)-C(19)-H(19B) 109.4 H(19A)-C(19)-H(19B) 108.0 C(21)-C(20)-C(19) 111.89(13) C(21)-C(20)-H(20A) 109.2 C(19)-C(20)-H(20A) 109.2 C(21)-C(20)-H(20B) 109.2 C(19)-C(20)-H(20B) 109.2 H(20A)-C(20)-H(20B) 107.9 N(3)-C(21)-C(16) 111.20(13) N(3)-C(21)-C(20) 110.13(13) C(16)-C(21)-C(20) 109.60(13) N(3)-C(21)-H(21A) 108.6 C(16)-C(21)-H(21A) 108.6 C(20)-C(21)-H(21A) 108.6 N(3)-C(22)-C(23) 111.37(13) N(3)-C(22)-H(22A) 109.4 C(23)-C(22)-H(22A) 109.4 N(3)-C(22)-H(22B) 109.4 C(23)-C(22)-H(22B) 109.4 H(22A)-C(22)-H(22B) 108.0 O(5)-C(23)-C(22) 108.15(14) O(5)-C(23)-C(24) 110.77(14) C(22)-C(23)-C(24) 111.62(14) O(5)-C(23)-H(23A) 108.7 C(22)-C(23)-H(23A) 108.7 C(24)-C(23)-H(23A) 108.7 N(4)-C(24)-C(23) 111.62(13) N(4)-C(24)-H(24A) 109.3 C(23)-C(24)-H(24A) 109.3 N(4)-C(24)-H(24B) 109.3 C(23)-C(24)-H(24B) 109.3 H(24A)-C(24)-H(24B) 108.0 N(4)-C(25)-C(30) 108.75(12) N(4)-C(25)-C(26) 111.19(13) C(30)-C(25)-C(26) 110.26(14) N(4)-C(25)-H(25A) 108.9 C(30)-C(25)-H(25A) 108.9 C(26)-C(25)-H(25A) 108.9 C(27)-C(26)-C(25) 112.36(14) C(27)-C(26)-H(26A) 109.1 C(25)-C(26)-H(26A) 109.1 C(27)-C(26)-H(26B) 109.1 C(25)-C(26)-H(26B) 109.1 H(26A)-C(26)-H(26B) 107.9 C(28)-C(27)-C(26) 111.94(15) C(28)-C(27)-H(27A) 109.2 C(26)-C(27)-H(27A) 109.2 C(28)-C(27)-H(27B) 109.2 C(26)-C(27)-H(27B) 109.2 H(27A)-C(27)-H(27B) 107.9 C(27)-C(28)-C(29) 111.02(17) C(27)-C(28)-H(28A) 109.4 C(29)-C(28)-H(28A) 109.4 C(27)-C(28)-H(28B) 109.4 C(29)-C(28)-H(28B) 109.4 H(28A)-C(28)-H(28B) 108.0 C(30)-C(29)-C(28) 109.84(15) C(30)-C(29)-H(29A) 109.7 C(28)-C(29)-H(29A) 109.7 C(30)-C(29)-H(29B) 109.7 C(28)-C(29)-H(29B) 109.7 H(29A)-C(29)-H(29B) 108.2 O(6)-C(30)-C(29) 113.25(13) O(6)-C(30)-C(25) 111.05(13) C(29)-C(30)-C(25) 111.67(13) O(6)-C(30)-H(30A) 106.8 C(29)-C(30)-H(30A) 106.8 C(25)-C(30)-H(30A) 106.8 C(22)-N(3)-C(21) 112.18(13) C(22)-N(3)-H(3N) 107.9(12) C(21)-N(3)-H(3N) 108.3(12) C(24)-N(4)-C(25) 114.56(12) C(24)-N(4)-H(4N) 110.0(12) C(25)-N(4)-H(4N) 106.3(12) C(16)-O(4)-H(4O) 109.5 C(23)-O(5)-H(5O) 109.5 C(30)-O(6)-H(6O) 109.5 H(7O)-O(7)-H(8O) 81.3(16) Table E.10. Anisotropic displacement parameters (?2x 103)for 7m_al19_0s. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 C(1) 24(1) 33(1) 27(1) 10(1) 7(1) -1(1) C(2) 36(1) 30(1) 38(1) 9(1) 6(1) 2(1) C(3) 37(1) 43(1) 38(1) 13(1) 12(1) 17(1) C(4) 24(1) 46(1) 46(1) 17(1) 10(1) 9(1) C(5) 23(1) 36(1) 46(1) 12(1) 9(1) 0(1) C(6) 22(1) 31(1) 27(1) 10(1) 6(1) 2(1) C(7) 22(1) 34(1) 34(1) 6(1) 4(1) 1(1) C(8) 21(1) 33(1) 28(1) 8(1) 7(1) 1(1) C(9) 24(1) 36(1) 40(1) 5(1) 6(1) 3(1) C(10) 29(1) 31(1) 35(1) 12(1) 6(1) 3(1) C(11) 32(1) 35(1) 54(1) 13(1) 18(1) 2(1) C(12) 38(1) 40(1) 77(2) 11(1) 14(1) -7(1) C(13) 45(1) 35(1) 69(1) 3(1) 7(1) -2(1) C(14) 37(1) 38(1) 40(1) 3(1) 8(1) 6(1) C(15) 31(1) 39(1) 37(1) 11(1) 10(1) 3(1) N(1) 19(1) 28(1) 32(1) 7(1) 5(1) 0(1) N(2) 25(1) 31(1) 34(1) 7(1) 11(1) 1(1) O(1) 24(1) 40(1) 35(1) 14(1) 5(1) -4(1) O(2) 23(1) 42(1) 31(1) 13(1) 8(1) 2(1) O(3) 33(1) 54(1) 33(1) 11(1) 9(1) -6(1) C(16) 25(1) 40(1) 34(1) 19(1) 5(1) 0(1) C(17) 33(1) 33(1) 50(1) 15(1) 12(1) 6(1) C(18) 30(1) 44(1) 38(1) 7(1) 13(1) 6(1) C(19) 23(1) 45(1) 32(1) 13(1) 11(1) 4(1) C(20) 26(1) 34(1) 30(1) 13(1) 10(1) 4(1) C(21) 19(1) 37(1) 26(1) 11(1) 6(1) 2(1) C(22) 26(1) 47(1) 37(1) 3(1) 11(1) 0(1) C(23) 23(1) 44(1) 32(1) 8(1) 10(1) 3(1) C(24) 25(1) 47(1) 43(1) 1(1) 15(1) 0(1) C(25) 22(1) 35(1) 24(1) 8(1) 6(1) -4(1) C(26) 33(1) 47(1) 33(1) 12(1) 12(1) -12(1) C(27) 46(1) 49(1) 40(1) 12(1) 10(1) -21(1) C(28) 70(1) 32(1) 59(1) 10(1) 22(1) -12(1) C(29) 48(1) 34(1) 49(1) 4(1) 21(1) -3(1) C(30) 29(1) 33(1) 28(1) 11(1) 10(1) -2(1) N(3) 28(1) 39(1) 26(1) 10(1) 11(1) 0(1) N(4) 23(1) 35(1) 28(1) 7(1) 13(1) -2(1) O(4) 40(1) 65(1) 48(1) 39(1) 12(1) 4(1) O(5) 40(1) 57(1) 40(1) 19(1) 21(1) 11(1) O(6) 28(1) 38(1) 29(1) 8(1) 12(1) -4(1) O(7) 49(1) 90(1) 75(1) 49(1) -1(1) -18(1) Table E.11. Torsion angles [?] for 7m_al19_0s. O(1)-C(1)-C(2)-C(3) 177.27(13) C(6)-C(1)-C(2)-C(3) 55.95(18) C(1)-C(2)-C(3)-C(4) -56.38(19) C(2)-C(3)-C(4)-C(5) 56.39(19) C(3)-C(4)-C(5)-C(6) -56.25(19) O(1)-C(1)-C(6)-N(1) 59.69(16) C(2)-C(1)-C(6)-N(1) -178.30(13) O(1)-C(1)-C(6)-C(5) -177.24(12) C(2)-C(1)-C(6)-C(5) -55.23(17) C(4)-C(5)-C(6)-N(1) 176.37(13) C(4)-C(5)-C(6)-C(1) 55.36(18) N(1)-C(7)-C(8)-O(2) -63.77(17) N(1)-C(7)-C(8)-C(9) 175.45(13) O(2)-C(8)-C(9)-N(2) 51.38(19) C(7)-C(8)-C(9)-N(2) 170.67(14) N(2)-C(10)-C(11)-C(12) 177.08(14) C(15)-C(10)-C(11)-C(12) -59.75(18) C(10)-C(11)-C(12)-C(13) 57.3(2) C(11)-C(12)-C(13)-C(14) -53.4(2) C(12)-C(13)-C(14)-C(15) 52.0(2) N(2)-C(10)-C(15)-O(3) -51.94(18) C(11)-C(10)-C(15)-O(3) -176.07(14) N(2)-C(10)-C(15)-C(14) -177.88(14) C(11)-C(10)-C(15)-C(14) 57.98(19) C(13)-C(14)-C(15)-O(3) -179.34(15) C(13)-C(14)-C(15)-C(10) -54.1(2) C(8)-C(7)-N(1)-C(6) 164.80(13) C(1)-C(6)-N(1)-C(7) -172.91(13) C(5)-C(6)-N(1)-C(7) 64.54(17) C(8)-C(9)-N(2)-C(10) -165.84(14) C(15)-C(10)-N(2)-C(9) 158.02(14) C(11)-C(10)-N(2)-C(9) -79.04(17) O(4)-C(16)-C(17)-C(18) -179.54(14) C(21)-C(16)-C(17)-C(18) 58.37(18) C(16)-C(17)-C(18)-C(19) -56.08(19) C(17)-C(18)-C(19)-C(20) 54.06(18) C(18)-C(19)-C(20)-C(21) -55.23(18) O(4)-C(16)-C(21)-N(3) 57.42(16) C(17)-C(16)-C(21)-N(3) 179.81(13) O(4)-C(16)-C(21)-C(20) 179.43(12) C(17)-C(16)-C(21)-C(20) -58.19(16) C(19)-C(20)-C(21)-N(3) 179.68(13) C(19)-C(20)-C(21)-C(16) 57.04(17) N(3)-C(22)-C(23)-O(5) -61.64(18) N(3)-C(22)-C(23)-C(24) 176.27(14) O(5)-C(23)-C(24)-N(4) 77.77(18) C(22)-C(23)-C(24)-N(4) -161.66(14) N(4)-C(25)-C(26)-C(27) -173.86(14) C(30)-C(25)-C(26)-C(27) -53.16(18) C(25)-C(26)-C(27)-C(28) 53.2(2) C(26)-C(27)-C(28)-C(29) -54.9(2) C(27)-C(28)-C(29)-C(30) 57.1(2) C(28)-C(29)-C(30)-O(6) 175.32(15) C(28)-C(29)-C(30)-C(25) -58.4(2) N(4)-C(25)-C(30)-O(6) -54.17(16) C(26)-C(25)-C(30)-O(6) -176.32(12) N(4)-C(25)-C(30)-C(29) 178.38(13) C(26)-C(25)-C(30)-C(29) 56.23(17) C(23)-C(22)-N(3)-C(21) -178.77(13) C(16)-C(21)-N(3)-C(22) -157.87(13) C(20)-C(21)-N(3)-C(22) 80.44(17) C(23)-C(24)-N(4)-C(25) -170.91(14) C(30)-C(25)-N(4)-C(24) 175.43(13) C(26)-C(25)-N(4)-C(24) -62.98(18) Table E.12. Hydrogen bonds for 7m_al19_0s [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) N(1)-H(1N)...O(1) 0.848(17) 2.400(17) 2.8057(17) 110.1(13) N(2)-H(2N)...O(3) 0.836(18) 2.335(17) 2.7926(18) 114.9(14) N(2)-H(2N)...O(2) 0.836(18) 2.450(17) 2.8543(18) 110.7(14) N(3)-H(3N)...O(4) 0.816(17) 2.424(17) 2.842(2) 112.8(14) N(4)-H(4N)...O(6) 0.794(17) 2.398(16) 2.7912(16) 111.7(14) Cy2-tn(a) Data  Figure E.2. XRD structure of the protonated Cy2-tn(a) and the labelling scheme used. Table E.13. Crystal data and structure refinement for 9m_sb8_0s. Identification code 9m_sb8_0s Empirical formula C15 H30 N2 O2 Formula weight 270.41 Temperature 173(2) K Wavelength 0.71073 ? Crystal system Monoclinic Space group C2/c Unit cell dimensions a = 24.5923(8) ? ? = 90?. b = 8.2587(3) ? ? = 90.568(2)?. c = 7.6234(3) ? ? = 90?. Volume 1548.24(10) ?3 Z 4 Density (calculated) 1.160 Mg/m3 Absorption coefficient 0.076 mm-1 F(000) 600 Crystal size 0.54 x 0.43 x 0.21 mm3 Theta range for data collection 1.66 to 27.98?. Index ranges -31<=h<=32, -10<=k<=10, -10<=l<=9 Reflections collected 5998 Independent reflections 1834 [R(int) = 0.0308] Completeness to theta = 25.49? 98.8 % Absorption correction None Refinement method Full-matrix least-squares on F2 Data / restraints / parameters 1834 / 0 / 95 Goodness-of-fit on F2 1.048 Final R indices [I>2sigma(I)] R1 = 0.0435, wR2 = 0.1099 R indices (all data) R1 = 0.0585, wR2 = 0.1180 Largest diff. peak and hole 0.288 and -0.176 e.?-3 Table E.14. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x2 1.048 Final R indices [I>2sigma(I)] R1 = 0.0435, wR2 = 0.1099 R indices (all data) R1 = 0.0585, wR2 = 0.1180 Largest diff. peak and hole 0.288 and -0.176 e.?-3 Table E.14. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x 103) for 9m_sb8_0s. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. ________________________________________________________________ x y z U(eq) ________________________________________________________________ C(1) 1147(1) 3462(1) 2276(2) 21(1) C(2) 1596(1) 2728(2) 1139(2) 28(1) C(3) 2107(1) 2371(2) 2182(2) 34(1) C(4) 1975(1) 1312(2) 3768(2) 29(1) C(5) 1528(1) 2079(2) 4893(2) 25(1) C(6) 1016(1) 2370(1) 3835(2) 19(1) C(7) 338(1) 2063(2) 6229(2) 34(1) C(8) 0 3026(2) 7500 23(1) N(1) 586(1) 3133(1) 4904(1) 21(1) O(1) 667(1) 3697(1) 1281(1) 25(1) ________________________________________________________________ Table E.15. Bond lengths [?] and angles [?] for 9m_sb8_0s . C(1)-O(1) 1.4100(14) C(1)-C(6) 1.5292(16) C(1)-C(2) 1.5354(17) C(1)-H(1) 1.0000 C(2)-C(3) 1.5082(18) C(2)-H(2A) 0.9900 C(2)-H(2B) 0.9900 C(3)-C(4) 1.5290(18) C(3)-H(3A) 0.9900 C(3)-H(3B) 0.9900 C(4)-C(5) 1.5380(17) C(4)-H(4A) 0.9900 C(4)-H(4B) 0.9900 C(5)-C(6) 1.5090(17) C(5)-H(5A) 0.9900 C(5)-H(5B) 0.9900 C(6)-N(1) 1.4815(15) C(6)-H(6) 1.0000 C(7)-N(1) 1.4779(16) C(7)-C(8) 1.5092(15) C(7)-H(7A) 0.9900 C(7)-H(7B) 0.9900 C(8)-C(7)#1 1.5092(15) C(8)-H(8A) 0.9900 C(8)-H(8B) 0.9900 N(1)-H(1N) 0.858(16) O(1)-H(1O) 0.877(18) O(1)-C(1)-C(6) 108.45(9) O(1)-C(1)-C(2) 110.71(10) C(6)-C(1)-C(2) 111.39(10) O(1)-C(1)-H(1) 108.7 C(6)-C(1)-H(1) 108.7 C(2)-C(1)-H(1) 108.7 C(3)-C(2)-C(1) 112.25(11) C(3)-C(2)-H(2A) 109.2 C(1)-C(2)-H(2A) 109.2 C(3)-C(2)-H(2B) 109.2 C(1)-C(2)-H(2B) 109.2 H(2A)-C(2)-H(2B) 107.9 C(2)-C(3)-C(4) 110.36(11) C(2)-C(3)-H(3A) 109.6 C(4)-C(3)-H(3A) 109.6 C(2)-C(3)-H(3B) 109.6 C(4)-C(3)-H(3B) 109.6 H(3A)-C(3)-H(3B) 108.1 C(3)-C(4)-C(5) 111.29(11) C(3)-C(4)-H(4A) 109.4 C(5)-C(4)-H(4A) 109.4 C(3)-C(4)-H(4B) 109.4 C(5)-C(4)-H(4B) 109.4 H(4A)-C(4)-H(4B) 108.0 C(6)-C(5)-C(4) 111.42(10) C(6)-C(5)-H(5A) 109.3 C(4)-C(5)-H(5A) 109.3 C(6)-C(5)-H(5B) 109.3 C(4)-C(5)-H(5B) 109.3 H(5A)-C(5)-H(5B) 108.0 N(1)-C(6)-C(5) 111.69(10) N(1)-C(6)-C(1) 109.54(9) C(5)-C(6)-C(1) 109.12(9) N(1)-C(6)-H(6) 108.8 C(5)-C(6)-H(6) 108.8 C(1)-C(6)-H(6) 108.8 N(1)-C(7)-C(8) 110.97(10) N(1)-C(7)-H(7A) 109.4 C(8)-C(7)-H(7A) 109.4 N(1)-C(7)-H(7B) 109.4 C(8)-C(7)-H(7B) 109.4 H(7A)-C(7)-H(7B) 108.0 C(7)#1-C(8)-C(7) 116.45(14) C(7)#1-C(8)-H(8A) 108.2 C(7)-C(8)-H(8A) 108.2 C(7)#1-C(8)-H(8B) 108.2 C(7)-C(8)-H(8B) 108.2 H(8A)-C(8)-H(8B) 107.3 C(7)-N(1)-C(6) 115.06(9) C(7)-N(1)-H(1N) 106.2(10) C(6)-N(1)-H(1N) 105.8(10) C(1)-O(1)-H(1O) 107.1(11) Symmetry transformations used to generate equivalent atoms: #1 -x,-y+1,-z Table E.16. Anisotropic displacement parameters (?2x 103) for 9m_sb8_0s. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 C(1) 20(1) 23(1) 18(1) 0(1) 1(1) 1(1) C(2) 30(1) 34(1) 21(1) 4(1) 9(1) 6(1) C(3) 25(1) 45(1) 33(1) 7(1) 11(1) 8(1) C(4) 23(1) 35(1) 28(1) 3(1) 3(1) 7(1) C(5) 26(1) 30(1) 20(1) 2(1) 2(1) 4(1) C(6) 21(1) 20(1) 18(1) -2(1) 5(1) 1(1) C(7) 40(1) 24(1) 37(1) 4(1) 23(1) 3(1) C(8) 26(1) 28(1) 16(1) 0 5(1) 0 N(1) 21(1) 24(1) 18(1) 0(1) 5(1) 3(1) O(1) 25(1) 27(1) 23(1) 2(1) -3(1) 1(1) Table E.17. Torsion angles [?] for 9m_sb8_0s. O(1)-C(1)-C(2)-C(3) -176.76(11) C(6)-C(1)-C(2)-C(3) -55.99(14) C(1)-C(2)-C(3)-C(4) 53.94(15) C(2)-C(3)-C(4)-C(5) -54.41(16) C(3)-C(4)-C(5)-C(6) 57.59(14) C(4)-C(5)-C(6)-N(1) -179.09(10) C(4)-C(5)-C(6)-C(1) -57.84(13) O(1)-C(1)-C(6)-N(1) -58.58(12) C(2)-C(1)-C(6)-N(1) 179.34(10) O(1)-C(1)-C(6)-C(5) 178.87(9) C(2)-C(1)-C(6)-C(5) 56.79(13) N(1)-C(7)-C(8)-C(7)#1 171.98(14) C(8)-C(7)-N(1)-C(6) 167.57(9) C(5)-C(6)-N(1)-C(7) -71.40(14) C(1)-C(6)-N(1)-C(7) 167.59(10) Symmetry transformations used to generate equivalent atoms: #1 -x,y,-z+3/2 Table E.18. Hydrogen bonds for 9m_sb8_0s [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) # N1 -- H1N .. O1 0.860(15) 2.488(15) 3.2375(12) 146.2(13) 1 O1 -- H1O .. N1 0.874(16) 1.960(16) 2.8270(13) 171.4(16) 2 C8 -- H8A .. O1 0.9900 2.5700 3.3489(9) 136.00 3 C8 -- H8B .. O1 0.9900 2.5700 3.3489(9) 136.00 1 Symmetry transformations used to generate equivalent atoms: #1 -x,y,1/2-z, #2 x,1-y,-1/2+z #3 x,y,1+z Cy2-tn(b) Data  Figure E.4. XRD structure of Cy2-tn(b) and the labelling scheme used. Table E.19. Crystal data and structure refinement for 9m_sb6_0b. Identification code 9m_sb6_0b Empirical formula C15 H30 N2 O2 Formula weight 270.41 Temperature 173(2) K WavFormula weight 270.41 Temperature 173(2) K Wavelength 0.71073 ? Crystal system Triclinic Space group P-1 Unit cell dimensions a = 8.6048(13) ? ?= 66.971(6)?. b = 9.8900(14) ? ?= 77.718(8)?. c = 10.8797(17) ? ? = 72.931(8)?. Volume 809.5(2) ?3 Z 2 Density (calculated) 1.109 Mg/m3 Absorption coefficient 0.073 mm-1 F(000) 300 Crystal size 0.59 x 0.38 x 0.10 mm3 Theta range for data collection 2.05 to 25.00?. Index ranges -10<=h<=10, -11<=k<=11, -12<=l<=12 Reflections collected 12281 Independent reflections 2833 [R(int) = 0.0557] Completeness to the2 Data / restraints / parameters 2833 / 0 / 174 Goodness-of-fit on F2 2.709 Final R indices [I>2sigma(I)] R1 = 0.2228, wR2 = 0.6156 R indices (all data) R1 = 0.2499, wR2 = 0.6247 Largest diff. peak and hole 0.921 and -0.889 e.?-3 Table E.20. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2 x 103) for 9m_sb6_0b. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. x y z U(eq) C(1) -1534(11) 2328(11) 8001(10) 35(2) C(2) -3063(12) 3197(12) 7328(10) 41(3) C(3) -2740(15) 4486(13) 6078(11) 49(3) C(4) -2013(13) 5536(11) 6339(10) 42(3) C(5) -458(13) 4672(12) 7022(10) 43(3) C(6) -748(10) 3315(10) 8302(9) 28(2) C(7) 1510(13) 3062(13) 9513(12) 50(3) C(8) 3181(12) 2046(12) 9933(12) 44(3) C(9) 3874(12) 2488(12) 10810(12) 45(3) C(10) 5957(11) 1472(11) 12365(9) 34(2) C(11) 6461(13) 2893(12) 12129(12) 44(3) C(12) 6941(15) 2883(14) 13391(14) 60(3) C(13) 8331(17) 1482(16) 13935(15) 67(4) C(14) 7859(15) 31(15) 14111(13) 58(3) C(15) 7374(12) 104(11) 12831(11) 40(3) N(1) 798(9) 2390(9) 8848(8) 35(2) N(2) 5449(9) 1462(9) 11180(8) 33(2) O(1) -1819(8) 1076(7) 9193(7) 43(2) O(2) 6929(10) -1237(8) 13029(8) 52(2) Table E.21. Bond lengths [?] and angles [?] for 9m_sb6_0b. C(1)-O(1) 1.436(12) C(1)-C(2) 1.503(13) C(1)-C(6) 1.500(13) C(1)-H(1) 1.0000 C(2)-C(3) 1.498(16) C(2)-H(2A) 0.9900 C(2)-H(2B) 0.9900 C(3)-C(4) 1.495(16) C(3)-H(3A) 0.9900 C(3)-H(3B) 0.9900 C(4)-C(5) 1.526(14) C(4)-H(4A) 0.9900 C(4)-H(4B) 0.9900 C(5)-C(6) 1.545(13) C(5)-H(5A) 0.9900 C(5)-H(5B) 0.9900 C(6)-N(1) 1.468(11) C(6)-H(6) 1.0000 C(7)-N(1) 1.464(14) C(7)-C(8) 1.535(14) C(7)-H(7A) 0.9900 C(7)-H(7B) 0.9900 C(8)-C(9) 1.476(14) C(8)-H(8A) 0.9900 C(8)-H(8B) 0.9900 C(9)-N(2) 1.461(12) C(9)-H(9A) 0.9900 C(9)-H(9B) 0.9900 C(10)-N(2) 1.452(12) C(10)-C(11) 1.502(14) C(10)-C(15) 1.527(13) C(10)-H(10) 1.0000 C(11)-C(12) 1.511(16) C(11)-H(11A) 0.9900 C(11)-H(11B) 0.9900 C(12)-C(13) 1.545(17) C(12)-H(12A) 0.9900 C(12)-H(12B) 0.9900 C(13)-C(14) 1.535(19) C(13)-H(13A) 0.9900 C(13)-H(13B) 0.9900 C(14)-C(15) 1.506(15) C(14)-H(14A) 0.9900 C(14)-H(14B) 0.9900 C(15)-O(2) 1.411(13) C(15)-H(15) 1.0000 N(1)-H(1N) 0.9200 N(2)-H(2N) 0.9200 O(1)-H(1O) 0.9800 O(2)-H(2) 0.8400 O(1)-C(1)-C(2) 112.0(7) O(1)-C(1)-C(6) 110.6(8) C(2)-C(1)-C(6) 112.5(8) O(1)-C(1)-H(1) 107.1 C(2)-C(1)-H(1) 107.1 C(6)-C(1)-H(1) 107.1 C(3)-C(2)-C(1) 111.3(8) C(3)-C(2)-H(2A) 109.4 C(1)-C(2)-H(2A) 109.4 C(3)-C(2)-H(2B) 109.4 C(1)-C(2)-H(2B) 109.4 H(2A)-C(2)-H(2B) 108.0 C(4)-C(3)-C(2) 112.5(9) C(4)-C(3)-H(3A) 109.1 C(2)-C(3)-H(3A) 109.1 C(4)-C(3)-H(3B) 109.1 C(2)-C(3)-H(3B) 109.1 H(3A)-C(3)-H(3B) 107.8 C(3)-C(4)-C(5) 110.5(9) C(3)-C(4)-H(4A) 109.6 C(5)-C(4)-H(4A) 109.6 C(3)-C(4)-H(4B) 109.6 C(5)-C(4)-H(4B) 109.6 H(4A)-C(4)-H(4B) 108.1 C(4)-C(5)-C(6) 112.0(8) C(4)-C(5)-H(5A) 109.2 C(6)-C(5)-H(5A) 109.2 C(4)-C(5)-H(5B) 109.2 C(6)-C(5)-H(5B) 109.2 H(5A)-C(5)-H(5B) 107.9 N(1)-C(6)-C(1) 108.2(7) N(1)-C(6)-C(5) 111.2(7) C(1)-C(6)-C(5) 110.6(8) N(1)-C(6)-H(6) 108.9 C(1)-C(6)-H(6) 108.9 C(5)-C(6)-H(6) 108.9 N(1)-C(7)-C(8) 109.8(8) N(1)-C(7)-H(7A) 109.7 C(8)-C(7)-H(7A) 109.7 N(1)-C(7)-H(7B) 109.7 C(8)-C(7)-H(7B) 109.7 H(7A)-C(7)-H(7B) 108.2 C(9)-C(8)-C(7) 113.9(8) C(9)-C(8)-H(8A) 108.8 C(7)-C(8)-H(8A) 108.8 C(9)-C(8)-H(8B) 108.8 C(7)-C(8)-H(8B) 108.8 H(8A)-C(8)-H(8B) 107.7 N(2)-C(9)-C(8) 110.7(8) N(2)-C(9)-H(9A) 109.5 C(8)-C(9)-H(9A) 109.5 N(2)-C(9)-H(9B) 109.5 C(8)-C(9)-H(9B) 109.5 H(9A)-C(9)-H(9B) 108.1 N(2)-C(10)-C(11) 113.2(8) N(2)-C(10)-C(15) 108.5(7) C(11)-C(10)-C(15) 109.8(8) N(2)-C(10)-H(10) 108.4 C(11)-C(10)-H(10) 108.4 C(15)-C(10)-H(10) 108.4 C(10)-C(11)-C(12) 111.8(10) C(10)-C(11)-H(11A) 109.3 C(12)-C(11)-H(11A) 109.3 C(10)-C(11)-H(11B) 109.3 C(12)-C(11)-H(11B) 109.3 H(11A)-C(11)-H(11B) 107.9 C(11)-C(12)-C(13) 110.1(9) C(11)-C(12)-H(12A) 109.6 C(13)-C(12)-H(12A) 109.6 C(11)-C(12)-H(12B) 109.6 C(13)-C(12)-H(12B) 109.6 H(12A)-C(12)-H(12B) 108.1 C(14)-C(13)-C(12) 110.7(10) C(14)-C(13)-H(13A) 109.5 C(12)-C(13)-H(13A) 109.5 C(14)-C(13)-H(13B) 109.5 C(12)-C(13)-H(13B) 109.5 H(13A)-C(13)-H(13B) 108.1 C(15)-C(14)-C(13) 111.7(11) C(15)-C(14)-H(14A) 109.3 C(13)-C(14)-H(14A) 109.3 C(15)-C(14)-H(14B) 109.3 C(13)-C(14)-H(14B) 109.3 H(14A)-C(14)-H(14B) 107.9 O(2)-C(15)-C(14) 110.4(9) O(2)-C(15)-C(10) 110.4(8) C(14)-C(15)-C(10) 109.7(8) O(2)-C(15)-H(15) 108.7 C(14)-C(15)-H(15) 108.7 C(10)-C(15)-H(15) 108.8 C(7)-N(1)-C(6) 115.0(7) C(7)-N(1)-H(1N) 108.0 C(6)-N(1)-H(1N) 108.1 C(10)-N(2)-C(9) 114.3(7) C(10)-N(2)-H(2N) 108.4 C(9)-N(2)-H(2N) 108.8 C(1)-O(1)-H(1O) 109.0 C(15)-O(2)-H(2) 109.5 Table E.22. Anisotropic displacement parameters (?2 x 103)for 9m_sb6_0b. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 C(1) 23(4) 37(5) 41(6) -11(5) 3(4) -10(4) C(2) 41(6) 43(6) 43(6) -18(5) -8(4) -8(5) C(3) 58(7) 49(7) 38(6) -17(5) -14(5) -1(5) C(4) 52(6) 34(6) 36(6) -11(5) -9(5) -3(5) C(5) 45(6) 36(6) 39(6) -4(5) -1(5) -12(5) C(6) 29(5) 24(5) 28(5) -10(4) 1(4) -6(4) C(7) 47(6) 45(7) 62(7) -23(6) -21(5) 0(5) C(8) 40(6) 35(6) 60(7) -16(5) -9(5) -9(5) C(9) 38(6) 36(6) 69(8) -24(6) -14(5) -5(5) C(10) 30(5) 37(6) 31(5) -13(4) -7(4) 0(4) C(11) 45(6) 37(6) 55(7) -18(5) -16(5) -7(5) C(12) 59(7) 57(8) 83(9) -39(7) -31(6) -3(6) C(13) 66(8) 74(9) 73(9) -41(8) -26(7) -1(7) C(14) 54(7) 61(8) 56(7) -25(6) -19(6) 4(6) C(15) 34(5) 36(6) 49(6) -19(5) -4(4) -1(4) N(1) 24(4) 37(5) 44(5) -17(4) -5(3) -2(3) N(2) 26(4) 39(5) 36(5) -15(4) 2(3) -12(3) O(1) 37(4) 28(4) 54(5) 3(3) -10(3) -13(3) O(2) 65(5) 33(4) 52(5) -8(4) -3(4) -14(4) Table E.23. Torsion angles [?] for 9m_sb6_0b. O(1)-C(1)-C(2)-C(3) -179.3(8) C(6)-C(1)-C(2)-C(3) 55.3(11) C(1)-C(2)-C(3)-C(4) -56.3(12) C(2)-C(3)-C(4)-C(5) 55.5(12) C(3)-C(4)-C(5)-C(6) -53.5(12) O(1)-C(1)-C(6)-N(1) 58.6(9) C(2)-C(1)-C(6)-N(1) -175.2(8) O(1)-C(1)-C(6)-C(5) -179.4(7) C(2)-C(1)-C(6)-C(5) -53.2(10) C(4)-C(5)-C(6)-N(1) 172.9(8) C(4)-C(5)-C(6)-C(1) 52.6(11) N(1)-C(7)-C(8)-C(9) -170.3(9) C(7)-C(8)-C(9)-N(2) 179.3(9) N(2)-C(10)-C(11)-C(12) 178.6(8) C(15)-C(10)-C(11)-C(12) -60.0(11) C(10)-C(11)-C(12)-C(13) 56.9(14) C(11)-C(12)-C(13)-C(14) -53.2(15) C(12)-C(13)-C(14)-C(15) 54.7(14) C(13)-C(14)-C(15)-O(2) -179.3(9) C(13)-C(14)-C(15)-C(10) -57.4(12) N(2)-C(10)-C(15)-O(2) -54.5(11) C(11)-C(10)-C(15)-O(2) -178.7(8) N(2)-C(10)-C(15)-C(14) -176.5(9) C(11)-C(10)-C(15)-C(14) 59.3(12) C(8)-C(7)-N(1)-C(6) -175.4(8) C(1)-C(6)-N(1)-C(7) -164.9(8) C(5)-C(6)-N(1)-C(7) 73.4(11) C(11)-C(10)-N(2)-C(9) -71.5(10) C(15)-C(10)-N(2)-C(9) 166.3(8) C(8)-C(9)-N(2)-C(10) -160.2(9) Table E.24. Hydrogen bonds for 9m_sb6_0b [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) # N1 -- H1N .. O2 0.9200 1.9600 2.848(12) 163.00 1 N2 -- H2N .. O1 0.9200 2.0500 2.881(11) 149.00 2 C8 -- H8A .. O1 0.9900 2.4300 3.341(14) 152.00 3 Symmetry transformations used to generate equivalent atoms: #1 -x,-y,-z #2 1+x,y,z #3 -x,-y,-z Cy2-tn/Ni complex  Figure E.5. XRD structure of the Cy2-tn/Ni Complex and the labelling scheme used. Table E.25. Crystal data and structure refinement for 9m_sbl1_0a. Identification code 9m_sb11_0a Empirical formula C15 H34 Cl2 N2 Ni O4 Formula weight 436.05 Temperature 173(2) K Wavelength 0.71073 ? Crystal system Monoclinic Space group P2(1)/c Unit cell dimensions a = 12.0549(3) ? ?= 90?. b = 11.4655(3) ? ?= 107.0250(10)?. c = 15.1392(4) ? ? = 90?. Volume 2000.77(9) ?3 Z 4 Density (calculated) 1.448 ?= 90?. b = 11.4655(3) ? ?= 107.0250(10)?. c = 15.1392(4) ? ? = 90?. Volume 2000.77(9) ?3 Z 4 Density (calculated) 1.448 Mg/m3 Absorption coeffi-1 F(000) 928 Crystal size 0.32 x 0.29 x 0.19 mm3 Theta range for data collection 1.77 to 27.00?. Index ranges -15<=h<=12, -13<=k<=14, -16<=l<=19 Reflections collected 10164 Independent reflections 4362 [R(int) = 0.0399] Completeness to theta = 27.00? 99.8 % Absorption correction Integration Max. and min. transmission 0.7961 and 0.6891 Refinement method Full-matrix least-squares on F2 Data / restraints / parameters 4362 / 15 / 241 Goodness-of-fit on F2 1.028 Final R indices [I>2sigma(I)] R1 = 0.0292, wR2 = 0.0605 R indices (all data) R1 = 0.0409, wR2 = 0.0716 Largest diff. peak and hole 0.392 and -0.380 e.?-3 Table E.26. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x 103) for 9m_sbl1_0a. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. x y z U(eq) C(1) 2089(2) 894(2) 3031(1) 18(1) C(2) 1173(2) 206(2) 2336(2) 23(1) C(3) -27(2) 713(2) 2214(2) 28(1) C(4) -59(2) 2002(2) 1964(2) 27(1) C(5) 888(2) 2687(2) 2662(2) 23(1) C(6) 2073(2) 2168(2) 2743(1) 15(1) C(7) 3243(2) 3973(2) 3104(1) 20(1) C(8) 4285(2) 4556(2) 3783(2) 22(1) C(9) 5462(2) 4136(2) 3749(2) 22(1) C(10) 6848(2) 2485(2) 4044(1) 17(1) C(11) 7939(2) 3170(2) 4536(2) 22(1) C(12) 9000(2) 2611(2) 4349(2) 27(1) C(13) 9123(2) 1333(2) 4631(2) 26(1) C(14) 8016(2) 657(2) 4162(2) 22(1) C(15) 6992(2) 1224(2) 4374(1) 19(1) N(1) 3054(1) 2779(1) 3408(1) 15(1) N(2) 5752(1) 2956(1) 4162(1) 16(1) O(1) 3242(1) 473(1) 3109(1) 20(1) O(2) 5915(1) 618(1) 3919(1) 19(1) O(1W) 4357(1) 1328(1) 5030(1) 20(1) O(2W) 4569(1) 1907(2) 2312(1) 26(1) Ni(1) 4485(1) 1715(1) 3651(1) 14(1) Cl(1) 2584(1) 2938(1) 5440(1) 32(1) Cl(2) 6531(1) 2173(1) 6513(1) 20(1) Table E.27. Bond lengths [?] and angles [?] for 9m_sbl1_0a. C(1)-O(1) 1.444(2) C(1)-C(2) 1.506(3) C(1)-C(6) 1.524(3) C(1)-H(1) 1.0000 C(2)-C(3) 1.519(3) C(2)-H(2A) 0.9900 C(2)-H(2B) 0.9900 C(3)-C(4) 1.523(3) C(3)-H(3A) 0.9900 C(3)-H(3B) 0.9900 C(4)-C(5) 1.526(3) C(4)-H(4A) 0.9900 C(4)-H(4B) 0.9900 C(5)-C(6) 1.519(3) C(5)-H(5A) 0.9900 C(5)-H(5B) 0.9900 C(6)-N(1) 1.485(2) C(6)-H(6) 1.0000 C(7)-N(1) 1.483(2) C(7)-C(8) 1.525(3) C(7)-H(7A) 0.9900 C(7)-H(7B) 0.9900 C(8)-C(9) 1.513(3) C(8)-H(8A) 0.9900 C(8)-H(8B) 0.9900 C(9)-N(2) 1.489(2) C(9)-H(9A) 0.9900 C(9)-H(9B) 0.9900 C(10)-N(2) 1.485(2) C(10)-C(15) 1.523(3) C(10)-C(11) 1.525(3) C(10)-H(10) 1.0000 C(11)-C(12) 1.529(3) C(11)-H(11A) 0.9900 C(11)-H(11B) 0.9900 C(12)-C(13) 1.521(3) C(12)-H(12A) 0.9900 C(12)-H(12B) 0.9900 C(13)-C(14) 1.527(3) C(13)-H(13A) 0.9900 C(13)-H(13B) 0.9900 C(14)-C(15) 1.511(3) C(14)-H(14A) 0.9900 C(14)-H(14B) 0.9900 C(15)-O(2) 1.456(2) C(15)-H(15) 1.0000 N(1)-Ni(1) 2.0566(16) N(1)-H(1N) 0.9300 N(2)-Ni(1) 2.0646(16) N(2)-H(2N) 0.9300 O(1)-Ni(1) 2.0558(14) O(1)-H(1H) 0.785(10) O(2)-Ni(1) 2.0760(14) O(2)-H(2H) 0.785(10) O(1W)-Ni(1) 2.1849(16) O(1W)-H(1WA) 0.786(10) O(1W)-H(1WB) 0.787(10) O(2W)-Ni(1) 2.0697(16) O(2W)-H(2WA) 0.787(10) O(2W)-H(2WB) 0.788(10) O(1)-C(1)-C(2) 111.94(17) O(1)-C(1)-C(6) 105.93(15) C(2)-C(1)-C(6) 110.95(16) O(1)-C(1)-H(1) 109.3 C(2)-C(1)-H(1) 109.3 C(6)-C(1)-H(1) 109.3 C(1)-C(2)-C(3) 111.21(17) C(1)-C(2)-H(2A) 109.4 C(3)-C(2)-H(2A) 109.4 C(1)-C(2)-H(2B) 109.4 C(3)-C(2)-H(2B) 109.4 H(2A)-C(2)-H(2B) 108.0 C(2)-C(3)-C(4) 110.81(18) C(2)-C(3)-H(3A) 109.5 C(4)-C(3)-H(3A) 109.5 C(2)-C(3)-H(3B) 109.5 C(4)-C(3)-H(3B) 109.5 H(3A)-C(3)-H(3B) 108.1 C(3)-C(4)-C(5) 111.62(18) C(3)-C(4)-H(4A) 109.3 C(5)-C(4)-H(4A) 109.3 C(3)-C(4)-H(4B) 109.3 C(5)-C(4)-H(4B) 109.3 H(4A)-C(4)-H(4B) 108.0 C(6)-C(5)-C(4) 110.44(17) C(6)-C(5)-H(5A) 109.6 C(4)-C(5)-H(5A) 109.6 C(6)-C(5)-H(5B) 109.6 C(4)-C(5)-H(5B) 109.6 H(5A)-C(5)-H(5B) 108.1 N(1)-C(6)-C(5) 114.43(16) N(1)-C(6)-C(1) 108.55(15) C(5)-C(6)-C(1) 109.35(16) N(1)-C(6)-H(6) 108.1 C(5)-C(6)-H(6) 108.1 C(1)-C(6)-H(6) 108.1 N(1)-C(7)-C(8) 111.45(16) N(1)-C(7)-H(7A) 109.3 C(8)-C(7)-H(7A) 109.3 N(1)-C(7)-H(7B) 109.3 C(8)-C(7)-H(7B) 109.3 H(7A)-C(7)-H(7B) 108.0 C(9)-C(8)-C(7) 115.65(18) C(9)-C(8)-H(8A) 108.4 C(7)-C(8)-H(8A) 108.4 C(9)-C(8)-H(8B) 108.4 C(7)-C(8)-H(8B) 108.4 H(8A)-C(8)-H(8B) 107.4 N(2)-C(9)-C(8) 112.50(17) N(2)-C(9)-H(9A) 109.1 C(8)-C(9)-H(9A) 109.1 N(2)-C(9)-H(9B) 109.1 C(8)-C(9)-H(9B) 109.1 H(9A)-C(9)-H(9B) 107.8 N(2)-C(10)-C(15) 108.97(15) N(2)-C(10)-C(11) 115.12(17) C(15)-C(10)-C(11) 109.26(16) N(2)-C(10)-H(10) 107.7 C(15)-C(10)-H(10) 107.7 C(11)-C(10)-H(10) 107.7 C(10)-C(11)-C(12) 109.98(18) C(10)-C(11)-H(11A) 109.7 C(12)-C(11)-H(11A) 109.7 C(10)-C(11)-H(11B) 109.7 C(12)-C(11)-H(11B) 109.7 H(11A)-C(11)-H(11B) 108.2 C(13)-C(12)-C(11) 111.74(18) C(13)-C(12)-H(12A) 109.3 C(11)-C(12)-H(12A) 109.3 C(13)-C(12)-H(12B) 109.3 C(11)-C(12)-H(12B) 109.3 H(12A)-C(12)-H(12B) 107.9 C(12)-C(13)-C(14) 110.94(17) C(12)-C(13)-H(13A) 109.5 C(14)-C(13)-H(13A) 109.5 C(12)-C(13)-H(13B) 109.5 C(14)-C(13)-H(13B) 109.5 H(13A)-C(13)-H(13B) 108.0 C(15)-C(14)-C(13) 109.89(17) C(15)-C(14)-H(14A) 109.7 C(13)-C(14)-H(14A) 109.7 C(15)-C(14)-H(14B) 109.7 C(13)-C(14)-H(14B) 109.7 H(14A)-C(14)-H(14B) 108.2 O(2)-C(15)-C(14) 111.40(16) O(2)-C(15)-C(10) 107.36(15) C(14)-C(15)-C(10) 111.10(17) O(2)-C(15)-H(15) 109.0 C(14)-C(15)-H(15) 109.0 C(10)-C(15)-H(15) 109.0 C(7)-N(1)-C(6) 112.88(15) C(7)-N(1)-Ni(1) 113.92(12) C(6)-N(1)-Ni(1) 107.52(11) C(7)-N(1)-H(1N) 107.4 C(6)-N(1)-H(1N) 107.4 Ni(1)-N(1)-H(1N) 107.4 C(10)-N(2)-C(9) 112.84(15) C(10)-N(2)-Ni(1) 106.93(12) C(9)-N(2)-Ni(1) 114.30(12) C(10)-N(2)-H(2N) 107.5 C(9)-N(2)-H(2N) 107.5 Ni(1)-N(2)-H(2N) 107.5 C(1)-O(1)-Ni(1) 111.94(11) C(1)-O(1)-H(1H) 104.2(17) Ni(1)-O(1)-H(1H) 128.9(17) C(15)-O(2)-Ni(1) 112.16(12) C(15)-O(2)-H(2H) 106.4(18) Ni(1)-O(2)-H(2H) 113.7(19) Ni(1)-O(1W)-H(1WA) 109(2) Ni(1)-O(1W)-H(1WB) 106.6(18) H(1WA)-O(1W)-H(1WB) 111(3) Ni(1)-O(2W)-H(2WA) 126.8(19) Ni(1)-O(2W)-H(2WB) 121(2) H(2WA)-O(2W)-H(2WB) 112(3) O(1)-Ni(1)-N(1) 82.20(6) O(1)-Ni(1)-N(2) 178.32(6) N(1)-Ni(1)-N(2) 98.52(6) O(1)-Ni(1)-O(2W) 85.50(6) N(1)-Ni(1)-O(2W) 92.39(7) N(2)-Ni(1)-O(2W) 92.94(7) O(1)-Ni(1)-O(2) 97.15(6) N(1)-Ni(1)-O(2) 178.54(6) N(2)-Ni(1)-O(2) 82.16(6) O(2W)-Ni(1)-O(2) 88.86(6) O(1)-Ni(1)-O(1W) 89.60(6) N(1)-Ni(1)-O(1W) 90.02(6) N(2)-Ni(1)-O(1W) 91.92(6) O(2W)-Ni(1)-O(1W) 174.20(7) O(2)-Ni(1)-O(1W) 88.67(6) Table E.28. Anisotropic displacement parameters (?2x 103)for 9m_sbl1_0a. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 C(1) 13(1) 18(1) 22(1) 0(1) 3(1) 2(1) C(2) 18(1) 17(1) 31(1) -5(1) 1(1) -2(1) C(3) 16(1) 26(1) 36(1) -3(1) 2(1) -3(1) C(4) 17(1) 29(1) 31(1) -5(1) -1(1) 4(1) C(5) 16(1) 20(1) 31(1) -1(1) 4(1) 2(1) C(6) 13(1) 16(1) 14(1) -1(1) 2(1) 1(1) C(7) 19(1) 13(1) 26(1) 7(1) 5(1) 2(1) C(8) 22(1) 12(1) 32(1) 0(1) 6(1) -2(1) C(9) 20(1) 18(1) 26(1) 2(1) 4(1) -1(1) C(10) 14(1) 21(1) 15(1) 3(1) 4(1) -2(1) C(11) 18(1) 21(1) 26(1) 2(1) 5(1) -5(1) C(12) 16(1) 36(1) 28(1) -1(1) 6(1) -2(1) C(13) 16(1) 31(1) 30(1) -7(1) 7(1) 5(1) C(14) 19(1) 24(1) 24(1) -4(1) 7(1) 3(1) C(15) 15(1) 23(1) 16(1) -2(1) 1(1) -2(1) N(1) 15(1) 14(1) 15(1) 1(1) 2(1) 1(1) N(2) 17(1) 16(1) 16(1) 1(1) 7(1) 1(1) O(1) 15(1) 11(1) 31(1) 2(1) 5(1) 2(1) O(2) 15(1) 16(1) 24(1) 2(1) 2(1) 0(1) O(1W) 16(1) 24(1) 19(1) 2(1) 3(1) 2(1) O(2W) 18(1) 43(1) 16(1) 2(1) 6(1) -5(1) Ni(1) 12(1) 14(1) 15(1) 1(1) 3(1) 0(1) Cl(1) 25(1) 53(1) 18(1) -2(1) 7(1) 8(1) Cl(2) 21(1) 20(1) 18(1) -1(1) 5(1) 3(1) Table E.29. Torsion angles [?] for 9m_sbl1_0a. O(1)-C(1)-C(2)-C(3) -175.99(17) C(6)-C(1)-C(2)-C(3) -57.9(2) C(1)-C(2)-C(3)-C(4) 54.7(2) C(2)-C(3)-C(4)-C(5) -54.0(3) C(3)-C(4)-C(5)-C(6) 56.3(3) C(4)-C(5)-C(6)-N(1) 179.94(17) C(4)-C(5)-C(6)-C(1) -58.1(2) O(1)-C(1)-C(6)-N(1) -53.5(2) C(2)-C(1)-C(6)-N(1) -175.22(17) O(1)-C(1)-C(6)-C(5) -179.00(15) C(2)-C(1)-C(6)-C(5) 59.3(2) N(1)-C(7)-C(8)-C(9) 75.5(2) C(7)-C(8)-C(9)-N(2) -73.6(2) N(2)-C(10)-C(11)-C(12) -179.11(17) C(15)-C(10)-C(11)-C(12) 57.9(2) C(10)-C(11)-C(12)-C(13) -56.2(2) C(11)-C(12)-C(13)-C(14) 55.0(2) C(12)-C(13)-C(14)-C(15) -55.7(2) C(13)-C(14)-C(15)-O(2) 178.65(17) C(13)-C(14)-C(15)-C(10) 59.0(2) N(2)-C(10)-C(15)-O(2) 51.0(2) C(11)-C(10)-C(15)-O(2) 177.58(16) N(2)-C(10)-C(15)-C(14) 173.05(16) C(11)-C(10)-C(15)-C(14) -60.4(2) C(8)-C(7)-N(1)-C(6) -177.77(17) C(8)-C(7)-N(1)-Ni(1) -54.8(2) C(5)-C(6)-N(1)-C(7) -67.5(2) C(1)-C(6)-N(1)-C(7) 170.05(16) C(5)-C(6)-N(1)-Ni(1) 166.00(14) C(1)-C(6)-N(1)-Ni(1) 43.56(17) C(15)-C(10)-N(2)-C(9) -172.80(16) C(11)-C(10)-N(2)-C(9) 64.1(2) C(15)-C(10)-N(2)-Ni(1) -46.29(17) C(11)-C(10)-N(2)-Ni(1) -169.41(14) C(8)-C(9)-N(2)-C(10) 173.99(16) C(8)-C(9)-N(2)-Ni(1) 51.5(2) C(2)-C(1)-O(1)-Ni(1) 158.69(14) C(6)-C(1)-O(1)-Ni(1) 37.63(17) C(14)-C(15)-O(2)-Ni(1) -152.52(14) C(10)-C(15)-O(2)-Ni(1) -30.67(18) C(1)-O(1)-Ni(1)-N(1) -11.76(13) C(1)-O(1)-Ni(1)-O(2W) -104.80(13) C(1)-O(1)-Ni(1)-O(2) 166.92(13) C(1)-O(1)-Ni(1)-O(1W) 78.31(13) C(7)-N(1)-Ni(1)-O(1) -143.77(13) C(6)-N(1)-Ni(1)-O(1) -17.90(12) C(7)-N(1)-Ni(1)-N(2) 34.69(14) C(6)-N(1)-Ni(1)-N(2) 160.56(12) C(7)-N(1)-Ni(1)-O(2W) -58.64(13) C(6)-N(1)-Ni(1)-O(2W) 67.23(13) C(7)-N(1)-Ni(1)-O(1W) 126.64(13) C(6)-N(1)-Ni(1)-O(1W) -107.49(12) C(10)-N(2)-Ni(1)-N(1) -158.50(12) C(9)-N(2)-Ni(1)-N(1) -32.86(14) C(10)-N(2)-Ni(1)-O(2W) -65.64(12) C(9)-N(2)-Ni(1)-O(2W) 60.00(14) C(10)-N(2)-Ni(1)-O(2) 22.80(12) C(9)-N(2)-Ni(1)-O(2) 148.44(14) C(10)-N(2)-Ni(1)-O(1W) 111.19(12) C(9)-N(2)-Ni(1)-O(1W) -123.17(14) C(15)-O(2)-Ni(1)-O(1) -176.73(13) C(15)-O(2)-Ni(1)-N(2) 4.82(13) C(15)-O(2)-Ni(1)-O(2W) 97.95(13) C(15)-O(2)-Ni(1)-O(1W) -87.30(13) Table E.30. Hydrogen bonds for 9m_sbl1_0a [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) # O(1)-H(1H)...Cl(2) 0.785(10) 2.314(11) 3.0849(15) 168(2) 1 O(2)-H(2H)...O(1W) 0.785(10) 2.032(11) 2.814(2) 175(2) 1 O(2W)-H(2WA)...Cl(2) 0.787(10) 2.356(11) 3.1379(17) 172(2) 2 O(2W)-H(2WB)...Cl(1) 0.788(10) 2.373(13) 3.1343(17) 163(3) 2 Symmetry transformations used to generate equivalent atoms: #1 -x+1,-y,-z+1 #2 x,-y+1/2,z-1/2 Cy2-tn/Zn Data  Figure E.6. The XRD structure of the Cy2-tn/Zn complex and the labelling scheme used. Table E.31. Crystal data and structure refinement for 9m_sb9_0f. Identification code 9m_sb9_0f Empirical formula C15 H32.50 Cl2 N2 O3 Zn Formula weight 425.20 Temperature 173(2) K Wavelength 0.71073 ? Crystal system Triclinic Space group P-1 Unit cell dimensions a = 7.2982(2) ? ?= 115.3390(10)?. b = 12.2314(4) ? ?= 101.5160(10)?. c = 12.4397(4) ? ? = 94.4210(10)?. Volume 966.71(5) ?3 Z 2 Density (calculated) 1.461 Mg/m3 Absorption coefficient 1.561 mm-1 F(000) 449 Crystal size 0.42 x ?= 115.3390(10)?. b = 12.2314(4) ? ?= 101.5160(10)?. c = 12.4397(4) ? ? = 94.4210(10)?. Volume 966.71(5) ?3 Z 2 Density (calculated) 1.461 Mg/m3 Absorption coefficient 1.561 mm-1 F(000) 449 Crystal size 0.42 x 0.19 x 0.17 mm3 Theta range for data collection 1.87 to 28.00?. Index ranges -9<=h<=8, -16<=k<=9, -16<=l<=16 Reflections collected 10022 Independent reflections 4661 [R(int) = 0.0408] Completeness to theta = 28.00? 99.72 Data / restraints / parameters 4661 / 1 / 227 Goodness-of-fit on F2 0.979 Final R indices [I>2sigma(I)] R1 = 0.0314, wR2 = 0.0678 R indices (all data) R1 = 0.0424, wR2 = 0.0717 Largest diff. peak and hole 0.482 and -0.484 e.?-3 Table E.32. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2 x 103) for 9m_sb9_0f. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. x y z U(eq) C(1) 1831(3) 6515(2) 3529(2) 23(1) C(2) 1055(3) 6468(2) 4556(2) 30(1) C(3) 2426(3) 6021(2) 5303(2) 33(1) C(4) 4415(3) 6811(2) 5794(2) 33(1) C(5) 5160(3) 6880(2) 4756(2) 26(1) C(6) 3774(3) 7344(2) 4034(2) 20(1) C(7) 6090(3) 8343(2) 3338(2) 23(1) C(8) 6674(2) 8302(2) 2213(2) 24(1) C(9) 5401(2) 8752(2) 1422(2) 22(1) C(10) 2190(2) 8278(2) -26(2) 18(1) C(11) 2826(3) 8346(2) -1096(2) 22(1) C(12) 1277(3) 8671(2) -1870(2) 26(1) C(13) -603(3) 7775(2) -2331(2) 29(1) C(14) -1221(3) 7705(2) -1254(2) 26(1) C(15) 328(2) 7359(2) -521(2) 20(1) N(1) 4353(2) 7421(1) 2986(1) 19(1) N(2) 3546(2) 7913(1) 759(1) 18(1) O(1) 570(2) 6956(2) 2822(1) 32(1) O(2) -201(2) 7307(1) 517(1) 25(1) O(1W) 2465(3) 4849(1) 426(2) 45(1) O(2W) 578(10) 9261(7) 5043(7) 48(3) Cl(2) 2063(1) 9851(1) 3224(1) 32(1) Cl(3) 6683(2) 4956(1) 1794(1) 29(1) Cl(3A) 5938(7) 4728(3) 1719(3) 29(1) Zn(1) 2082(1) 7851(1) 2039(1) 20(1) Table E.33. Bond lengths [?] and angles [?] for 9m_sb9_0f. C(1)-O(1) 1.439(2) C(1)-C(2) 1.517(2) C(1)-C(6) 1.520(2) C(1)-H(1) 1.0000 C(2)-C(3) 1.522(3) C(2)-H(2A) 0.9900 C(2)-H(2B) 0.9900 C(3)-C(4) 1.529(3) C(3)-H(3A) 0.9900 C(3)-H(3B) 0.9900 C(4)-C(5) 1.529(2) C(4)-H(4A) 0.9900 C(4)-H(4B) 0.9900 C(5)-C(6) 1.521(3) C(5)-H(5A) 0.9900 C(5)-H(5B) 0.9900 C(6)-N(1) 1.485(2) C(6)-H(6) 1.0000 C(7)-N(1) 1.485(2) C(7)-C(8) 1.524(2) C(7)-H(7A) 0.9900 C(7)-H(7B) 0.9900 C(8)-C(9) 1.521(3) C(8)-H(8A) 0.9900 C(8)-H(8B) 0.9900 C(9)-N(2) 1.477(2) C(9)-H(9A) 0.9900 C(9)-H(9B) 0.9900 C(10)-N(2) 1.479(2) C(10)-C(11) 1.525(2) C(10)-C(15) 1.526(2) C(10)-H(10) 1.0000 C(11)-C(12) 1.525(3) C(11)-H(11A) 0.9900 C(11)-H(11B) 0.9900 C(12)-C(13) 1.526(3) C(12)-H(12A) 0.9900 C(12)-H(12B) 0.9900 C(13)-C(14) 1.530(3) C(13)-H(13A) 0.9900 C(13)-H(13B) 0.9900 C(14)-C(15) 1.510(3) C(14)-H(14A) 0.9900 C(14)-H(14B) 0.9900 C(15)-O(2) 1.444(2) C(15)-H(15) 1.0000 N(1)-Zn(1) 2.0734(16) N(1)-H(1N) 0.9300 N(2)-Zn(1) 2.1106(14) N(2)-H(2N) 0.9300 O(1)-Zn(1) 2.1268(14) O(1)-H(1O) 0.778(17) O(2)-Zn(1) 2.0716(14) O(2)-H(2O) 0.76(2) O(1W)-H(1WA) 0.8020 O(1W)-H(1WB) 0.8073 O(2W)-H(2WA) 0.8053 O(2W)-H(2WB) 0.8057 Cl(2)-Zn(1) 2.2545(5) O(1)-C(1)-C(2) 111.33(15) O(1)-C(1)-C(6) 108.55(16) C(2)-C(1)-C(6) 111.31(15) O(1)-C(1)-H(1) 108.5 C(2)-C(1)-H(1) 108.5 C(6)-C(1)-H(1) 108.5 C(1)-C(2)-C(3) 110.39(17) C(1)-C(2)-H(2A) 109.6 C(3)-C(2)-H(2A) 109.6 C(1)-C(2)-H(2B) 109.6 C(3)-C(2)-H(2B) 109.6 H(2A)-C(2)-H(2B) 108.1 C(2)-C(3)-C(4) 111.28(17) C(2)-C(3)-H(3A) 109.4 C(4)-C(3)-H(3A) 109.4 C(2)-C(3)-H(3B) 109.4 C(4)-C(3)-H(3B) 109.4 H(3A)-C(3)-H(3B) 108.0 C(3)-C(4)-C(5) 111.41(16) C(3)-C(4)-H(4A) 109.3 C(5)-C(4)-H(4A) 109.3 C(3)-C(4)-H(4B) 109.3 C(5)-C(4)-H(4B) 109.3 H(4A)-C(4)-H(4B) 108.0 C(6)-C(5)-C(4) 110.71(16) C(6)-C(5)-H(5A) 109.5 C(4)-C(5)-H(5A) 109.5 C(6)-C(5)-H(5B) 109.5 C(4)-C(5)-H(5B) 109.5 H(5A)-C(5)-H(5B) 108.1 N(1)-C(6)-C(1) 107.79(14) N(1)-C(6)-C(5) 114.86(15) C(1)-C(6)-C(5) 109.93(16) N(1)-C(6)-H(6) 108.0 C(1)-C(6)-H(6) 108.0 C(5)-C(6)-H(6) 108.0 N(1)-C(7)-C(8) 111.82(15) N(1)-C(7)-H(7A) 109.3 C(8)-C(7)-H(7A) 109.3 N(1)-C(7)-H(7B) 109.3 C(8)-C(7)-H(7B) 109.3 H(7A)-C(7)-H(7B) 107.9 C(9)-C(8)-C(7) 117.33(16) C(9)-C(8)-H(8A) 108.0 C(7)-C(8)-H(8A) 108.0 C(9)-C(8)-H(8B) 108.0 C(7)-C(8)-H(8B) 108.0 H(8A)-C(8)-H(8B) 107.2 N(2)-C(9)-C(8) 111.70(15) N(2)-C(9)-H(9A) 109.3 C(8)-C(9)-H(9A) 109.3 N(2)-C(9)-H(9B) 109.3 C(8)-C(9)-H(9B) 109.3 H(9A)-C(9)-H(9B) 107.9 N(2)-C(10)-C(11) 115.84(14) N(2)-C(10)-C(15) 107.14(15) C(11)-C(10)-C(15) 109.56(14) N(2)-C(10)-H(10) 108.0 C(11)-C(10)-H(10) 108.0 C(15)-C(10)-H(10) 108.0 C(12)-C(11)-C(10) 110.95(15) C(12)-C(11)-H(11A) 109.4 C(10)-C(11)-H(11A) 109.4 C(12)-C(11)-H(11B) 109.4 C(10)-C(11)-H(11B) 109.4 H(11A)-C(11)-H(11B) 108.0 C(11)-C(12)-C(13) 111.82(17) C(11)-C(12)-H(12A) 109.3 C(13)-C(12)-H(12A) 109.3 C(11)-C(12)-H(12B) 109.3 C(13)-C(12)-H(12B) 109.3 H(12A)-C(12)-H(12B) 107.9 C(12)-C(13)-C(14) 110.60(16) C(12)-C(13)-H(13A) 109.5 C(14)-C(13)-H(13A) 109.5 C(12)-C(13)-H(13B) 109.5 C(14)-C(13)-H(13B) 109.5 H(13A)-C(13)-H(13B) 108.1 C(15)-C(14)-C(13) 110.14(15) C(15)-C(14)-H(14A) 109.6 C(13)-C(14)-H(14A) 109.6 C(15)-C(14)-H(14B) 109.6 C(13)-C(14)-H(14B) 109.6 H(14A)-C(14)-H(14B) 108.1 O(2)-C(15)-C(14) 111.46(15) O(2)-C(15)-C(10) 107.69(14) C(14)-C(15)-C(10) 111.75(16) O(2)-C(15)-H(15) 108.6 C(14)-C(15)-H(15) 108.6 C(10)-C(15)-H(15) 108.6 C(7)-N(1)-C(6) 114.99(14) C(7)-N(1)-Zn(1) 109.28(12) C(6)-N(1)-Zn(1) 106.78(11) C(7)-N(1)-H(1N) 108.5 C(6)-N(1)-H(1N) 108.5 Zn(1)-N(1)-H(1N) 108.5 C(9)-N(2)-C(10) 115.98(14) C(9)-N(2)-Zn(1) 109.61(11) C(10)-N(2)-Zn(1) 103.52(10) C(9)-N(2)-H(2N) 109.2 C(10)-N(2)-H(2N) 109.2 Zn(1)-N(2)-H(2N) 109.2 C(1)-O(1)-Zn(1) 111.38(10) C(1)-O(1)-H(1O) 112(3) Zn(1)-O(1)-H(1O) 125(3) C(15)-O(2)-Zn(1) 113.38(10) C(15)-O(2)-H(2O) 107.5(19) Zn(1)-O(2)-H(2O) 118(2) H(1WA)-O(1W)-H(1WB) 115.3 H(2WA)-O(2W)-H(2WB) 91.1 O(2)-Zn(1)-N(1) 149.40(6) O(2)-Zn(1)-N(2) 80.39(5) N(1)-Zn(1)-N(2) 93.06(6) O(2)-Zn(1)-O(1) 92.31(6) N(1)-Zn(1)-O(1) 80.87(5) N(2)-Zn(1)-O(1) 154.60(6) O(2)-Zn(1)-Cl(2) 104.83(4) N(1)-Zn(1)-Cl(2) 105.77(4) N(2)-Zn(1)-Cl(2) 103.09(4) O(1)-Zn(1)-Cl(2) 102.30(5) Table E.34. Anisotropic displacement parameters (?2 x 103)for 9m_sb9_of. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 C(1) 22(1) 28(1) 21(1) 14(1) 4(1) 2(1) C(2) 26(1) 40(1) 27(1) 21(1) 6(1) -2(1) C(3) 34(1) 40(1) 29(1) 23(1) 4(1) -4(1) C(4) 33(1) 43(1) 25(1) 22(1) 2(1) -2(1) C(5) 24(1) 33(1) 24(1) 18(1) 3(1) 1(1) C(6) 23(1) 22(1) 16(1) 10(1) 8(1) 3(1) C(7) 18(1) 29(1) 23(1) 14(1) 1(1) 0(1) C(8) 15(1) 32(1) 28(1) 17(1) 4(1) 1(1) C(9) 17(1) 26(1) 24(1) 14(1) 4(1) -3(1) C(10) 18(1) 18(1) 19(1) 9(1) 3(1) 2(1) C(11) 21(1) 23(1) 22(1) 12(1) 4(1) -1(1) C(12) 30(1) 27(1) 23(1) 14(1) 3(1) 0(1) C(13) 29(1) 32(1) 25(1) 16(1) -3(1) -2(1) C(14) 22(1) 30(1) 28(1) 16(1) 2(1) 2(1) C(15) 18(1) 22(1) 20(1) 11(1) 4(1) -1(1) N(1) 19(1) 21(1) 18(1) 10(1) 6(1) 3(1) N(2) 15(1) 18(1) 20(1) 10(1) 4(1) 1(1) O(1) 17(1) 51(1) 38(1) 33(1) 5(1) 4(1) O(2) 20(1) 31(1) 24(1) 16(1) 5(1) -2(1) O(1W) 41(1) 44(1) 45(1) 19(1) 11(1) -7(1) O(2W) 40(5) 38(5) 49(5) 1(4) 25(4) -1(3) Cl(2) 35(1) 29(1) 29(1) 10(1) 7(1) 12(1) Zn(1) 17(1) 27(1) 21(1) 14(1) 5(1) 3(1) Table E.35. Torsion angles [?] for 9m_sb9_0f. O(1)-C(1)-C(2)-C(3) -179.02(16) C(6)-C(1)-C(2)-C(3) -57.8(2) C(1)-C(2)-C(3)-C(4) 55.2(2) C(2)-C(3)-C(4)-C(5) -54.4(2) C(3)-C(4)-C(5)-C(6) 55.4(2) O(1)-C(1)-C(6)-N(1) -52.44(19) C(2)-C(1)-C(6)-N(1) -175.31(16) O(1)-C(1)-C(6)-C(5) -178.32(14) C(2)-C(1)-C(6)-C(5) 58.8(2) C(4)-C(5)-C(6)-N(1) -178.88(15) C(4)-C(5)-C(6)-C(1) -57.1(2) N(1)-C(7)-C(8)-C(9) 69.8(2) C(7)-C(8)-C(9)-N(2) -69.0(2) N(2)-C(10)-C(11)-C(12) 177.35(15) C(15)-C(10)-C(11)-C(12) 56.1(2) C(10)-C(11)-C(12)-C(13) -55.6(2) C(11)-C(12)-C(13)-C(14) 55.1(2) C(12)-C(13)-C(14)-C(15) -55.9(2) C(13)-C(14)-C(15)-O(2) 178.95(15) C(13)-C(14)-C(15)-C(10) 58.4(2) N(2)-C(10)-C(15)-O(2) 52.51(18) C(11)-C(10)-C(15)-O(2) 178.92(15) N(2)-C(10)-C(15)-C(14) 175.24(14) C(11)-C(10)-C(15)-C(14) -58.3(2) C(8)-C(7)-N(1)-C(6) 175.80(16) C(8)-C(7)-N(1)-Zn(1) -64.17(17) C(1)-C(6)-N(1)-C(7) 171.28(16) C(5)-C(6)-N(1)-C(7) -65.8(2) C(1)-C(6)-N(1)-Zn(1) 49.88(16) C(5)-C(6)-N(1)-Zn(1) 172.79(13) C(8)-C(9)-N(2)-C(10) 179.23(15) C(8)-C(9)-N(2)-Zn(1) 62.50(17) C(11)-C(10)-N(2)-C(9) 62.61(19) C(15)-C(10)-N(2)-C(9) -174.80(14) C(11)-C(10)-N(2)-Zn(1) -177.31(12) C(15)-C(10)-N(2)-Zn(1) -54.73(14) C(2)-C(1)-O(1)-Zn(1) 151.76(13) C(6)-C(1)-O(1)-Zn(1) 28.91(17) C(14)-C(15)-O(2)-Zn(1) -146.25(13) C(10)-C(15)-O(2)-Zn(1) -23.35(18) C(15)-O(2)-Zn(1)-N(1) -84.75(15) C(15)-O(2)-Zn(1)-N(2) -5.12(12) C(15)-O(2)-Zn(1)-O(1) -160.63(12) C(15)-O(2)-Zn(1)-Cl(2) 96.00(12) C(7)-N(1)-Zn(1)-O(2) 129.58(12) C(6)-N(1)-Zn(1)-O(2) -105.47(13) C(7)-N(1)-Zn(1)-N(2) 53.35(11) C(6)-N(1)-Zn(1)-N(2) 178.30(11) C(7)-N(1)-Zn(1)-O(1) -151.47(12) C(6)-N(1)-Zn(1)-O(1) -26.52(11) C(7)-N(1)-Zn(1)-Cl(2) -51.17(11) C(6)-N(1)-Zn(1)-Cl(2) 73.78(11) C(9)-N(2)-Zn(1)-O(2) 157.04(13) C(10)-N(2)-Zn(1)-O(2) 32.71(10) C(9)-N(2)-Zn(1)-N(1) -53.06(13) C(10)-N(2)-Zn(1)-N(1) -177.39(10) C(9)-N(2)-Zn(1)-O(1) -128.10(15) C(10)-N(2)-Zn(1)-O(1) 107.56(15) C(9)-N(2)-Zn(1)-Cl(2) 53.91(12) C(10)-N(2)-Zn(1)-Cl(2) -70.42(10) C(1)-O(1)-Zn(1)-O(2) 148.43(13) C(1)-O(1)-Zn(1)-N(1) -1.57(12) C(1)-O(1)-Zn(1)-N(2) 76.16(18) C(1)-O(1)-Zn(1)-Cl(2) -105.85(12) Table E.36. Hydrogen bonds for 9m_sb9_0f [? and ?]. D-H...A d(D-H) d(H...A) d(D...A) <(DHA) # O1W -- H1WA .. Cl3 0.8000 2.2700 3.049(2) 163.00 1 O1 -- H1O .. Cl3 0.78(3) 2.47(3) 3.236(2) 166(4) 2 N2 -- H2N .. Cl3 0.9300 2.6800 3.5479(18) 155.00 1 O2 -- H2O .. O1W 0.76(3) 1.88(3) 2.640(3) 176(2) 3 Symmetry transformations used to generate equivalent atoms: #1 1-x,1-y,-z #2 -1+x,y,z #3 -x,1-y,-z Cy2-tn/Cd Data  Figure E.7. The XRD structures of Cy2-tn/Cd Complex and the labelling scheme used. Table E.37. Crystal data and structure refinement for 9m_alvsb3_0b. Identification code 9m_alvsb3_0b Empirical formula C80 H80 Cd4 Cl4 N8 O8 Formula weight 1872.92 Temperature 293(2) K Wavelength 0.71069 ? Crystal system Monoclinic Space group Cc Unit cell dimensions a = 47.350(5) ? ?= 90.000(5)?. b = 8.0?= 90.000(5)?. b = 8.062(5) ? ?= 104.213(5)?. c = 22.946(5) ? ? = 90.000(5)?. Volume 8491(6) ?3 Z 4 Density (calculated) 1.465 Mg/m3 Absorption coefficient 1.169 mm-1 F(000) 3760 Crystal size 0.40 x 0.36 x 0.28 mm3 Theta range for data collection 0.89 to 25.00?. Index ranges -56<=h<=55, -9<=k<=9, -27<=l<=27 Reflections collected 33711 Independent reflections 7481 [R(int) = 0.0795] Completeness t2 Data / restraints / parameters 7481 / 114 / 220 Goodness-of-fit on F2 1.131 Final R indices [I>2sigma(I)] R1 = 0.2291, wR2 = 0.5530 R indices (all data) R1 = 0.2390, wR2 = 0.5569 Largest diff. peak and hole 8.461 and -4.121 e.?-3 Table E.38. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (?2x 103) for 9m_alvsb3_0b. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor. x y z U(eq) C(1) 4565(9) 3970(80) 5600(20) 290(80) C(2) 4870(9) 3430(120) 5820(30) 290(90) C(3) 4957(10) 3300(100) 6540(30) 130(30) C(4) 4762(11) 2160(100) 6750(30) 180(40) C(5) 4441(9) 2590(70) 6454(17) 73(15) C(6) 4358(8) 2750(60) 5817(17) 86(18) O(1) 4478(10) 4070(80) 4974(18) 128(19) N(1) 4048(6) 3100(40) 5547(14) 48(8) C(7) 3891(16) 4270(100) 5970(30) 100(20) C(8) 3592(8) 4780(50) 5456(16) 33(8) C(9) 3333(8) 3440(50) 5359(16) 33(8) C(10) 3194(6) -800(30) 4691(14) 40(9) C(11) 2963(6) -2060(40) 4624(17) 42(9) C(12) 2651(7) -1290(50) 4329(18) 55(11) C(13) 2595(7) 140(40) 4687(18) 44(10) C(14) 2849(7) 1390(40) 4758(19) 56(11) C(15) 3131(6) 750(40) 5040(15) 42(9) O(2) 3469(5) -1420(30) 4994(11) 42(6) N(2) 3373(5) 1950(30) 5106(14) 38(7) C(16) 4175(6) 1300(30) 2983(15) 37(8) C(17) 4394(8) 490(50) 2730(20) 69(14) C(18) 4668(9) 1680(60) 2770(30) 120(30) C(19) 4577(11) 3270(60) 2470(30) 120(30) C(20) 4333(9) 4030(50) 2730(20) 83(17) C(21) 4082(8) 3030(40) 2700(20) 85(18) O(3) 3924(5) 310(30) 2923(12) 44(6) N(3) 3851(6) 3760(30) 2952(14) 39(7) C(22) 3648(10) 4930(60) 2480(20) 52(11) C(23) 3449(10) 4310(60) 1950(20) 51(11) C(24) 3189(8) 3390(50) 2082(16) 34(8) C(25) 3134(6) -1120(30) 2623(12) 29(7) C(26) 2886(7) -2210(50) 2648(15) 51(10) C(27) 2706(9) -2660(50) 1982(16) 56(11) C(28) 2596(8) -1120(50) 1650(18) 59(12) C(29) 2855(8) 80(50) 1681(15) 53(11) C(30) 3028(6) 490(40) 2263(13) 36(8) O(4) 3292(5) -640(30) 3202(9) 40(6) N(4) 3271(5) 1660(30) 2295(11) 27(6) C(32) 4124(11) -4150(70) 4010(20) 64(13) O(1W) 3555(5) -3100(30) 3980(11) 36(6) O(6) 4048(10) -2750(60) 3500(20) 95(13) Cl(1) 4196(2) -1617(13) 5730(6) 61(3) Cl(2) 3665(2) 521(15) 6528(4) 52(3) Cl(3) 3878(2) 967(15) 4276(4) 49(3) Cl(4) 3210(2) 3657(11) 3657(4) 37(2) Cd(1) 3810(1) 495(3) 5503(1) 31(1) Cd(2) 3562(1) 1802(3) 3268(1) 24(1) Table E.39. Bond lengths [?] and angles [?] for 9m_alvsb3_0b. C(1)-O(1) 1.41(3) C(1)-C(2) 1.48(4) C(1)-C(6) 1.55(4) C(2)-C(3) 1.60(4) C(3)-C(4) 1.47(4) C(4)-C(5) 1.55(4) C(5)-C(6) 1.42(4) C(6)-N(1) 1.48(3) N(1)-C(7) 1.65(8) N(1)-Cd(1) 2.37(3) C(7)-C(8) 1.65(8) C(8)-C(9) 1.61(5) C(9)-N(2) 1.36(4) C(10)-O(2) 1.41(3) C(10)-C(11) 1.47(3) C(10)-C(15) 1.56(3) C(11)-C(12) 1.59(4) C(12)-C(13) 1.48(4) C(13)-C(14) 1.55(4) C(14)-C(15) 1.43(3) C(15)-N(2) 1.48(3) O(2)-Cd(1) 2.33(2) N(2)-Cd(1) 2.36(3) C(16)-O(3) 1.41(3) C(16)-C(17) 1.47(3) C(16)-C(21) 1.55(3) C(17)-C(18) 1.60(4) C(18)-C(19) 1.47(4) C(19)-C(20) 1.55(4) C(20)-C(21) 1.43(4) C(21)-N(3) 1.48(3) O(3)-Cd(2) 2.38(2) N(3)-C(22) 1.58(5) N(3)-Cd(2) 2.32(3) C(22)-C(23) 1.42(6) C(23)-C(24) 1.53(6) C(24)-N(4) 1.50(4) C(25)-O(4) 1.41(3) C(25)-C(26) 1.48(3) C(25)-C(30) 1.55(3) C(26)-C(27) 1.60(4) C(27)-C(28) 1.48(4) C(28)-C(29) 1.55(4) C(29)-C(30) 1.43(3) C(30)-N(4) 1.48(3) O(4)-Cd(2) 2.33(2) N(4)-Cd(2) 2.32(2) C(32)-O(6) 1.59(7) Cl(1)-Cd(1) 2.459(11) Cl(2)-Cd(1) 2.605(11) Cl(3)-Cd(2) 2.516(9) Cl(3)-Cd(1) 2.937(10) Cl(4)-Cd(2) 2.558(9) O(1)-C(1)-C(2) 112(3) O(1)-C(1)-C(6) 108(3) C(2)-C(1)-C(6) 110(3) C(1)-C(2)-C(3) 110(3) C(4)-C(3)-C(2) 111(3) C(3)-C(4)-C(5) 110(3) C(6)-C(5)-C(4) 118(3) C(5)-C(6)-N(1) 116(3) C(5)-C(6)-C(1) 110(3) N(1)-C(6)-C(1) 113(3) C(6)-N(1)-C(7) 114(4) C(6)-N(1)-Cd(1) 105(2) C(7)-N(1)-Cd(1) 105(3) N(1)-C(7)-C(8) 99(4) C(9)-C(8)-C(7) 115(4) N(2)-C(9)-C(8) 118(3) O(2)-C(10)-C(11) 112(2) O(2)-C(10)-C(15) 108(2) C(11)-C(10)-C(15) 112(2) C(10)-C(11)-C(12) 112(2) C(13)-C(12)-C(11) 110(3) C(12)-C(13)-C(14) 109(3) C(15)-C(14)-C(13) 115(3) C(14)-C(15)-N(2) 115(2) C(14)-C(15)-C(10) 109(2) N(2)-C(15)-C(10) 110(2) C(10)-O(2)-Cd(1) 117.1(16) C(9)-N(2)-C(15) 116(3) C(9)-N(2)-Cd(1) 118(2) C(15)-N(2)-Cd(1) 107.3(17) O(3)-C(16)-C(17) 112(2) O(3)-C(16)-C(21) 109(2) C(17)-C(16)-C(21) 113(2) C(16)-C(17)-C(18) 111(3) C(19)-C(18)-C(17) 111(3) C(18)-C(19)-C(20) 109(3) C(21)-C(20)-C(19) 117(3) C(20)-C(21)-N(3) 116(3) C(20)-C(21)-C(16) 110(3) N(3)-C(21)-C(16) 111(2) C(16)-O(3)-Cd(2) 109.9(16) C(21)-N(3)-C(22) 111(3) C(21)-N(3)-Cd(2) 113.6(17) C(22)-N(3)-Cd(2) 109(2) C(23)-C(22)-N(3) 122(4) C(22)-C(23)-C(24) 114(4) N(4)-C(24)-C(23) 111(3) O(4)-C(25)-C(26) 112(2) O(4)-C(25)-C(30) 107(2) C(26)-C(25)-C(30) 111(2) C(25)-C(26)-C(27) 110(2) C(28)-C(27)-C(26) 110(3) C(27)-C(28)-C(29) 109(3) C(30)-C(29)-C(28) 117(3) C(29)-C(30)-N(4) 117(2) C(29)-C(30)-C(25) 110(2) N(4)-C(30)-C(25) 111(2) C(25)-O(4)-Cd(2) 116.6(16) C(30)-N(4)-C(24) 116(2) C(30)-N(4)-Cd(2) 110.5(15) C(24)-N(4)-Cd(2) 108.4(19) Cd(2)-Cl(3)-Cd(1) 137.4(4) O(2)-Cd(1)-N(1) 150.6(10) O(2)-Cd(1)-N(2) 72.7(7) N(1)-Cd(1)-N(2) 86.5(10) O(2)-Cd(1)-Cl(1) 92.0(6) N(1)-Cd(1)-Cl(1) 106.4(8) N(2)-Cd(1)-Cl(1) 164.3(7) O(2)-Cd(1)-Cl(2) 98.9(7) N(1)-Cd(1)-Cl(2) 100.5(8) N(2)-Cd(1)-Cl(2) 86.8(8) Cl(1)-Cd(1)-Cl(2) 99.3(4) O(2)-Cd(1)-Cl(3) 80.2(7) N(1)-Cd(1)-Cl(3) 76.3(8) N(2)-Cd(1)-Cl(3) 81.8(8) Cl(1)-Cd(1)-Cl(3) 92.4(4) Cl(2)-Cd(1)-Cl(3) 168.3(3) N(3)-Cd(2)-N(4) 89.3(9) N(3)-Cd(2)-O(4) 155.6(9) N(4)-Cd(2)-O(4) 73.2(7) N(3)-Cd(2)-O(3) 73.2(8) N(4)-Cd(2)-O(3) 87.8(9) O(4)-Cd(2)-O(3) 88.9(8) N(3)-Cd(2)-Cl(3) 102.0(8) N(4)-Cd(2)-Cl(3) 161.7(7) O(4)-Cd(2)-Cl(3) 91.5(6) O(3)-Cd(2)-Cl(3) 81.9(7) N(3)-Cd(2)-Cl(4) 101.3(6) N(4)-Cd(2)-Cl(4) 94.6(7) O(4)-Cd(2)-Cl(4) 97.0(7) O(3)-Cd(2)-Cl(4) 174.1(6) Cl(3)-Cd(2)-Cl(4) 97.3(3) _____________________________________________________________ Table E.40. Anisotropic displacement parameters (?2x 103)for 9m_alvsb3_0b. The anisotropic displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ] U11 U22 U33 U23 U13 U12 Cl(1) 47(6) 28(5) 98(9) 5(5) -2(6) 5(4) Cl(2) 57(6) 63(7) 34(5) 14(5) 11(4) -5(5) Cl(3) 51(6) 69(7) 25(4) 8(5) 8(4) 15(5) Cl(4) 45(5) 25(4) 47(5) 0(4) 22(4) 6(4) Cd(1) 29(1) 34(1) 29(1) 3(1) 6(1) 0(1) Cd(2) 30(1) 18(1) 25(1) -2(1) 9(1) 0(1) Table E.41. Torsion angles [?] for 9m_alvsb3_0b. O(1)-C(1)-C(2)-C(3) -179(5) C(6)-C(1)-C(2)-C(3) -58(5) C(1)-C(2)-C(3)-C(4) 57(6) C(2)-C(3)-C(4)-C(5) -49(6) C(3)-C(4)-C(5)-C(6) 51(7) C(4)-C(5)-C(6)-N(1) 178(4) C(4)-C(5)-C(6)-C(1) -52(5) O(1)-C(1)-C(6)-C(5) 179(4) C(2)-C(1)-C(6)-C(5) 56(5) O(1)-C(1)-C(6)-N(1) -49(5) C(2)-C(1)-C(6)-N(1) -172(4) C(5)-C(6)-N(1)-C(7) 34(5) C(1)-C(6)-N(1)-C(7) -95(5) C(5)-C(6)-N(1)-Cd(1) -80(4) C(1)-C(6)-N(1)-Cd(1) 151(3) C(6)-N(1)-C(7)-C(8) 165(3) Cd(1)-N(1)-C(7)-C(8) -80(4) N(1)-C(7)-C(8)-C(9) 84(5) C(7)-C(8)-C(9)-N(2) -68(5) O(2)-C(10)-C(11)-C(12) 175(3) C(15)-C(10)-C(11)-C(12) 54(4) C(10)-C(11)-C(12)-C(13) -56(4) C(11)-C(12)-C(13)-C(14) 54(4) C(12)-C(13)-C(14)-C(15) -59(4) C(13)-C(14)-C(15)-N(2) 180(3) C(13)-C(14)-C(15)-C(10) 56(4) O(2)-C(10)-C(15)-C(14) -178(3) C(11)-C(10)-C(15)-C(14) -54(3) O(2)-C(10)-C(15)-N(2) 55(3) C(11)-C(10)-C(15)-N(2) 179(3) C(11)-C(10)-O(2)-Cd(1) -154(2) C(15)-C(10)-O(2)-Cd(1) -30(3) C(8)-C(9)-N(2)-C(15) 179(3) C(8)-C(9)-N(2)-Cd(1) 50(4) C(14)-C(15)-N(2)-C(9) 51(4) C(10)-C(15)-N(2)-C(9) 175(3) C(14)-C(15)-N(2)-Cd(1) -175(2) C(10)-C(15)-N(2)-Cd(1) -51(3) O(3)-C(16)-C(17)-C(18) 177(3) C(21)-C(16)-C(17)-C(18) 54(4) C(16)-C(17)-C(18)-C(19) -57(5) C(17)-C(18)-C(19)-C(20) 54(5) C(18)-C(19)-C(20)-C(21) -56(5) C(19)-C(20)-C(21)-N(3) 180(4) C(19)-C(20)-C(21)-C(16) 53(5) O(3)-C(16)-C(21)-C(20) -178(3) C(17)-C(16)-C(21)-C(20) -53(4) O(3)-C(16)-C(21)-N(3) 53(4) C(17)-C(16)-C(21)-N(3) 177(3) C(17)-C(16)-O(3)-Cd(2) -175(2) C(21)-C(16)-O(3)-Cd(2) -50(3) C(20)-C(21)-N(3)-C(22) 83(4) C(16)-C(21)-N(3)-C(22) -151(3) C(20)-C(21)-N(3)-Cd(2) -154(3) C(16)-C(21)-N(3)-Cd(2) -28(4) C(21)-N(3)-C(22)-C(23) 71(5) Cd(2)-N(3)-C(22)-C(23) -54(5) N(3)-C(22)-C(23)-C(24) 70(5) C(22)-C(23)-C(24)-N(4) -79(5) O(4)-C(25)-C(26)-C(27) 178(3) C(30)-C(25)-C(26)-C(27) 58(3) C(25)-C(26)-C(27)-C(28) -59(4) C(26)-C(27)-C(28)-C(29) 54(4) C(27)-C(28)-C(29)-C(30) -55(5) C(28)-C(29)-C(30)-N(4) -179(3) C(28)-C(29)-C(30)-C(25) 53(4) O(4)-C(25)-C(30)-C(29) -177(3) C(26)-C(25)-C(30)-C(29) -55(3) O(4)-C(25)-C(30)-N(4) 51(3) C(26)-C(25)-C(30)-N(4) 174(3) C(26)-C(25)-O(4)-Cd(2) -156(2) C(30)-C(25)-O(4)-Cd(2) -34(3) C(29)-C(30)-N(4)-C(24) 65(4) C(25)-C(30)-N(4)-C(24) -167(3) C(29)-C(30)-N(4)-C