Inclusion of halobenzene in water-mediated hydrogen-bonded architectures built from a V-shaped host molecule

Abstract

We developed water-mediated hydrogen-bonded architectures containing guest molecules in the solid state, where water molecules are incorporated into the hydrogen-bonded organic frameworks. The crystallization of V-shaped host disubstituted adamantane with dimethoxyphenol moieties in halobenzene gave four inclusion crystals with an approximately 1 : 1 : 1 host/halobenzene/water stoichiometric ratio. Single-crystal X-ray crystallography revealed that hydrogen-bonded layers of cyclic structures of host and water molecules were formed, and guest molecules were accommodated within the cavities. The use of trisubstituted adamantane with dimethoxyphenol moieties afforded no single crystals. On the other hand, the use of tetrasubstituted adamantane with dimethoxyphenol moieties gave inclusion crystals, but there were no water molecules in the hydrogen-bonded structures. V-shaped host disubstituted adamantane incorporated water molecules to form a cavity for guest inclusion.