Preferred Conformations of Calix[4]- and Calix[6]arenes,Calculated ab initio

Ab initio STO-2G calculations showed that the preferred conformation of a series of calix6]arenes substituted at the upper rim is a compressed cone stabilized by a pseudo-ring of six hydrogen bonds with close characteristics. The endocyclic dihedral angles between the benzene ring planes, characterizing the molecular shape of the above macrocyclic compounds in this conformation, were calculated. The calculation results are consistent with the conformational data obtained by other theoretical methods and describe the characteristics of hydrogen bonds more adequately, in agreement with the experimental data and with the existing concepts of the hydrogen bonding efficiency.