Crystal and molecular structure of a chiral calixarene: (+)5,11,17,23-tetra-tert-butyl-25,27- di[(camphorsulfonyl)oxy]-26,28-dihydroxycalix[4]arene

Abstract
Treatment of p-tert-butylcalix[4]arene with (+) camphorsulfonyl chloride in pyridine allows the synthesis of the title compound. It crystallizes in the triclinic space group P1 with a = 14.671(4), b = 17.530(3), c = 13.085(9)Å, α = 103.69(3), β = 111.37(4), γ = 84.60(2)°; dcalc = 1.172 g/cm3. Refinement on 17295 reflections; final R value of 0.084. The asymmetric unit contains two independent molecules, both in a cone conformation. The calixarene cavities have a pseudo C2v symmetry with the two opposite phenolic rings bearing the camphorsulfonyl groups almost parallel to one another. The norborane skelton of the (+) camphorsulfonyl group is similar to the ones found in literature. The shortest intermolecular contacts concern oxygens of the camphorsulfonyl group.

This publication has 13 references indexed in Scilit: