C3–H3×××O11i / 0.95 / 2.75 / 3.625(2) / 154
C7–H7B×××O4ii / 0.99 / 2.77 / 3.687(2) / 154
C12–H12×××O11 / 0.95 / 2.65 / 3.493(3) / 149
C14–H14A×××O9 / 0.99 / 2.72 / 3.632(2) / 153
C14–H14B×××O11 / 0.99 / 2.62 / 3.550(3) / 156
C17–H17×××O9 / 0.95 / 2.62 / 3.496(2) / 153
C23–H23A×××O1ii / 0.99 / 2.53 / 3.373(3) / 143
C24–H24A×××O8ii / 0.99 / 2.71 / 3.666(3) / 161
C32–H32A×××O8iii / 0.99 / 2.55 / 3.497(3) / 159
C33–H33A×××O6iii / 0.99 / 2.70 / 3.619(3) / 154
C47–H47A×××O2 / 0.99 / 2.48 / 3.413(2) / 157
C58–H58A×××O5 / 0.99 / 2.68 / 3.506(3) / 141
C60A–H60A×××O6iv / 0.98 / 2.72 / 3.548(5) / 143
C60B–H60D×××O6iv / 0.98 / 2.77 / 3.70(2) / 158
Symmetry transformations used to generate equivalent atoms: (i) = 1+x, y, z; (ii) = 2-x, 2-y, -z; (iii) = 2-x, 1-y, -z; (iv) = 1-x, 1-y, -z
Table S1 Hydrogen Bonds in 3c
Table S2 Hydrogen Bonds in 5a
No Classic Hydrogen Bonds Found.
D–H···A / D–H / H···A / D···A / D–H···AIntra C(7)–H(7A)···O(2) / 0.99 / 2.50 / 2.885(7) / 103
Intra C(7)–H(7A)···(10) / 0.99 / 2.54 / 3.435(8) / 150
C(12)–H(12)···O(5) i / 0.95 / 2.48 / 3.328(7) / 148
Intra C(14)–H(14B)···O(3) / 0.99 / 2.51 / 2.927(7) / 105
Intra C(21)–H(21B)···O(11) / 0.99 / 2.42 / 3.23(1) / 139
C(27)–H(27A)···O(17) / 0.99 / 2.46 / 3.43(1) / 165
Intra C(36)–H(36D)···O(11) / 0.97 / 2.24 / 2.66(1) / 105
Intra C(38)–H(38A)···O(9) ii / 0.99 / 2.55 / 3.248(8) / 127
C(42)–H(42B)···O(16) / 0.99 / 2.46 / 3.120(8) / 124
Intra C(52)–H(52B)···O(13) / 0.99 / 2.46 / 2.834(7) / 102
Intra C(52)–H(52B)···O(14) / 0.99 / 2.44 / 2.858(8) / 105
Intra C(62)–H(62)···O(14) / 0.95 / 2.56 / 3.136(9) / 119
Intra C(62)–H(62)···O(21) / 0.95 / 2.51 / 3.42(1) / 161
Intra C(66)–H(66A)···O(13) / 0.99 / 2.48 / 2.883(7) / 104
C(66)–H(66B)···O(6) iii / 0.99 / 2.59 / 3.412(8) / 140
Intra C(79)–H(79A)···O(19) iv / 0.99 / 2.57 / 3.24(1) / 125
C(83)–H(83A)···O(4) / 0.99 / 2.46 / 3.438(8) / 170
C(85)–H(85B)···O(2) v / 0.99 / 2.52 / 3.11(1) / 118
C(87)–H(87A)···O(6) vi / 0.99 / 2.41 / 3.34(1) / 156
i = 2-x,1-y,2-z
ii = 2-x,-y,2-z
iii = x,y,-1+z
iv = 1-x,1-y,1-z
v = -1+x,y,z
vi= 1-x,1-y,2-z
Table S3 CH-π: Interactions in 5a
Cg(4) (C46, C47, C48, C49, C50, C51)
Cg(6) (C60, C61, C62, C63, C64b, C65b)
Cg(7) ( C64,C65, C60b, C61b, C62b, C63b)
X-H···Cg / H···Cg / H···ring / X-H···Cg / X···Cg / X-H···πC32H32B-Cg(6) i / 2.77 / 2.73 / 158 / 3.710(8) / 66
C32H32B-Cg(7) ii / 2.77 / 2.73 / 158 / 3.710(8) / 66
C44H44B-Cg(4) iii / 2.77 / 2.69 / 153 / 3.68(1) / 76
i = 1-x, 1-y, 2-z
ii = x, y, 1+z
iii = 2-x, -y, 1-z
Th. Steiner, Cryst. Rev, (1996), 6, 1-57
G.A.Jeffrey, H.Maluszynska & J.Mitra., Int.J.Biol.Macromol.(1985),7,336-348]
Table S4 Hydrogen Bonds in 5c
H-bond / D-H/ Å / H×××A/ Å / D×××A/ Å / ÐD-H×××A/°C7–H7A×××O8 / 0.99 / 2.48 / 3.383(2) / 151
C7–H7B××O18i / 0.99 / 2.47 / 3.447(2) / 170
C17–H17×××O10A / 0.95 / 2.44 / 3.371(2) / 168
C17–H17×××O10B / 0.95 / 2.72 / 3.628(2) / 161
C24A–H24B×××O11ii / 0.99 / 2.73 / 3.626(3) / 151
C24B–H24D×××O11ii / 0.99 / 2.77 / 3.700(3) / 157
C31A–H31B×××O11 / 0.99 / 2.41 / 3.321(5) / 153
C31C–H31E×××O11 / 0.99 / 2.42 / 3.259(5) / 142
C31D–H31H×××O11 / 0.99 / 2.51 / 3.400(5) / 150
C31E–H31J×××O11 / 0.99 / 2.64 / 3.490(5) / 144
C31E–H31I×××O8iii / 0.99 / 2.64 / 3.509(5) / 147
C36E–H36I×××O5Siv / 0.99 / 2.57 / 3.489(9) / 155
C37B–H37E×××O16Av / 0.98 / 2.30 / 3.148(9) / 145
C37B–H37E×××O16Cv / 0.98 / 2.47 / 3.296(9) / 143
C39A–H39A×××O5Aiii / 0.99 / 2.79 / 3.717(5) / 155
C39A–H39A×××O5Diii / 0.99 / 2.54 / 3.473(5) / 157
C39A–H39A×××O5Eiii / 0.99 / 2.47 / 3.403(5) / 157
C39C–H39E×××O5Aiii / 0.99 / 2.75 / 3.673(5) / 156
C39C–H39E×××O5Diii / 0.99 / 2.44 / 3.404(5) / 163
C39C–H39E×××O5Eiii / 0.99 / 2.36 / 3.327(5) / 166
C50–H50A×××O18i / 0.99 / 2.59 / 3.556(3) / 166
C50–H50B×××O2Siv / 0.99 / 2.44 / 3.398(3) / 163
C52A–H52A×××O6 / 0.99 / 2.40 / 3.264(3) / 145
C67–H67×××O19 / 0.95 / 2.72 / 3.636(2) / 163
C71–H71A×××O4Sii / 0.99 / 2.66 / 3.633(2) / 169
C71–H71B×××O24 / 0.99 / 2.61 / 3.513(2) / 152
C74–H74×××O3Sii / 0.95 / 2.59 / 3.508(2) / 163
C80A–H80A×××O17i / 0.99 / 2.73 / 3.595(4) / 146
C80B–H80C×××O17i / 0.99 / 2.37 / 3.289(4) / 153
C88A–H88A×××O19vi / 0.99 / 2.50 / 3.371(4) / 147
C88B–H88D×××O1Si / 0.99 / 2.66 / 3.502(6) / 143
C88C–H88F×××O1Si / 0.99 / 2.59 / 3.514(6) / 156
C88D–H88H×××O1Si / 0.99 / 2.55 / 3.445(6) / 150
C90–H90E×××O1Si / 0.99 / 2.57 / 3.402(8) / 141
C97–H97B×××O9Ai / 0.99 / 2.58 / 3.570(2) / 175
C97–H97B×××O9Bi / 0.99 / 2.46 / 3.448(2) / 176
C105–H5A2×××O3Si / 0.99 / 2.41 / 3.270(3) / 145
C106–H6A1×××O9Aii / 0.98 / 2.50 / 3.365(3) / 148
C106–H6A1×××O9Bii / 0.98 / 2.65 / 3.536(3) / 151
C107–H7A2×××O4Sii / 0.99 / 2.41 / 3.375(3) / 164
C209–H9BC×××O21Avii / 0.99 / 2.71 / 3.554(4) / 143
C5S–H5S2×××O18viii / 0.99 / 2.58 / 3.423(2) / 143
Symmetry transformations used to generate equivalent atoms: (i) = 1-x, -y, 1-z; (ii) = 1+x, y, z; (iii) = -x, -y, -z; (iv) = -x, -y, 1-z; (v) = x, -1+y, z; (vi) = 2-x, -y, 1-z; (vii) = 1-x, 1-y, 1-z; (viii) = -1+x, y, z.
Electronic Supplementary Information
Figure S1
Figure S2
Figure S3