Effects of Weak Hydrogen-Bonding Interactions on Supramolecular Assemblies of N,N-Dimethyl-1-admantylamine

Abstract

The reaction of N,N-dimethyl-1-admantylamine (ada) and inorganic acids or trivalent metal chlorides in the hydrochloric acid medium yields four new supramolecular salts, i.e. (adaH+)3·(SbCl3)·(SbCl4−)·(SbCl52−) (1), (adaH+)·(FeCl4−) (2), (adaH+)·(ClO4−) (3), and (adaH+)·(I3−) (4), respectively. Compound 5, (dtaH+)2·(I3−)·I− (dta = N,N-dimethyl-2,4,6-trimethylaniline) was also prepared for comparison with 4. Structural analyses reveals that the weak hydrogen-bonding interactions play a crucial role in the formation of various hydrogen-bonding networks. 3D supramolecular architectures are observed in 3, independent 1D infinite hydrogen-bonded chain structures are observed in 1, and discrete structures are observed in 2, 4 and 5. Surprisingly, due to the coexistence of SbCl3, [SbCl4]− and [SbCl5]2−, compound 1 proves to be a unique example according to the Cambridge Structure Database (CSD). Structural analysis reveals that the weak hydrogen-bonding interactions play a crucial role in the formation of various hydrogen-bonding networks. 3D supramolecular architectures are observed in 3, independent 1D infinite hydrogen-bonding chain structures are observed in 1 and discrete structures are observed in 2, 4 and 5.