Crystal structure of the 1:2 co-crystal of 1,3,6,8-tetraazatricyclo[4.3.1.1^3,8]undecane (TATU) and 4-chlorophenol (1/2)

Abstract

The components of the ternary co-crystalline adduct are linked by inter­molecular O–H⋯N hydrogen bonds.

Mechanochemical Synthesis of a Cocrystal of Two Supramolecular Hydrogen-Bonded Aggregates of 1,3,6,8-Tetraazatricyclo[4.3.1.13,8]undecane (TATU) with 4-tert-Butylphenol Bearing Different Hydrogen Bonding Interactions

“…Nowadays, the solid-state grinding, which is also known as mechanochemical synthesis, has developed as an interesting alternate method/technique for cocrystal synthesis [7][8][9][10]. We previously reported [11][12][13] that grinding a 1:1 mixture of 1,3,6,8-tetraazatricyclo[4.3.1.1 3,8 ]undecane (TATU, 1, Scheme 1) and different phenols (4-nitrophenol, 4-chlorophenol and 4-chloro-3,5-dimethylphenol) at room temperature for 15 min affords phenol-aminal 2/1 cocrystals in excellent yields, which have been assembled through hydrogen-bonding interactions. Furthermore, no side products are formed in the reaction mixture.…”