A CH/π interaction at a highly solvated macrocycle in the solid state — the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate
✍ Scribed by Schatz, J.; Schildbach, F.; Lentz, A.; Rastätter, S.; Debaerdemaeker, T.
- Book ID
- 111859127
- Publisher
- Oldenbourg Wissenschaftsverlag
- Year
- 2001
- Tongue
- English
- Weight
- 193 KB
- Volume
- 216
- Category
- Article
- ISSN
- 2194-4946
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✦ Synopsis
Abstract
The crystal structure of the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate (C~88~H~112~O~8~ · 8 CHCl~3~:__P__1̅, a = 13.886(2) Å, b = 21.891(4) Å, c = 21.930(4) Å, α = 64.00(2)°, β = 78.97(2)°, γ = 88.75(2)°, Z = 2) features a strong CH/π interaction of one chloroform molecule with the π system of one phenol ring of the calix[8]arene moiety; the seven other chloroform molecules occupy interstitial places in the crystal lattice of a highly solvated macrocyclic system (c = 0.566 mol dm^–3^). A thermogravimetric analysis also shows that one solvent molecule is bound more tightly than the others. The observed binding motif is presumably based on a subtle interplay between favourable interactions (CH/π and to some extent Cl/π) and induced fit between host and guest.