Molecular and Crystal Structure of Symmetric Sulfur-Containing Stericaly Hindered Trisphenols

Abstract

Molecular and crystal structure of 2,4,6-tris(4-hydroxy-3,5-di-tert-butylphenylthio)methylbenzene and 2,4,6-tris(4-hydroxy-3,5-di-tert-butylphenylthio)-1,3,5-triazine molecules exhibiting antioxidant activity is studied. These molecules have asymmetric conformations, in contrast to previously studied and similarly substituted mesitylene and resorcinol molecules, which have a “basket” conformation in crystals. One of the substituents appears on the opposite side of the plane of the central aromatic ring. Unlike mesitylene and resorcinol derivatives, which do not form hydrogen bonds in crystals due to the shielding of hydroxyl groups by tert-butyl substituents, the crystals studied exhibit intermolecular O-H…S hydrogen bonds.