A CH/π interaction at a highly solvated macrocycle in the solid state — the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate

J. Schatz; F. Schildbach; A. Lentz; S. Rastätter; T. Debaerdemaeker

doi:10.1524/zkri.216.3.182.20323

Published by De Gruyter (O) September 25, 2009

A CH/π interaction at a highly solvated macrocycle in the solid state — the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate

J. Schatz , F. Schildbach , A. Lentz , S. Rastätter and T. Debaerdemaeker

From the journal Zeitschrift für Kristallographie - Crystalline Materials

https://doi.org/10.1524/zkri.216.3.182.20323

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Abstract

The crystal structure of the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate (C₈₈H₁₁₂O₈ · 8 CHCl₃:P1̅, 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.

Published Online: 2009-9-25

Published in Print: 2001-3-1

A CH/π interaction at a highly solvated macrocycle in the solid state — the p-tert-butylcalix[8]arene–chloroform 1:8 clathrate

Abstract

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