The crystal and molecular structure of two calix[4]arenes bridged at opposite para positions

Abstract

Two macrocyclic compounds of the calix[4]arene type, in which two opposite para positions are connected by an additional aliphatic chain, (1) and (2) were synthesized. Single crystals were obtained from acetone without incorporation of solvent. Crystals of the methyl-substituted compound (1) are monoclinic, space group P2₁/c, a= 9.269(6), b= 18.069(8), c= 38.42(2)Å, β= 92.66(1)°, Z= 8, final R value 0.065 (5 900 unique reflections). Crystals of the cyclohexyl-substituted compound (2) are orthorhombic, space group Pbca, a= 10.800(4), b= 20.799(2), c= 36.492(3)Å, Z= 8, final R value 0.042 (4 650 unique reflections). In both cases the arrangement of the four phenolic residues corresponds to the cone conformation of calix[4]arenes, the whole molecule thus having the shape of a basket with a handle.