Hydrogen bond complexes of hydantoin: A theoretical study

The chemical compound hydantoin is commonly used in the synthesis of broad-spectrum medicaments with multiple pharmacological activities. There are several papers in literature describing hydantoin derivates, yet few are related to the isolated molecule. In this work, we have performed B3LYP and MP2 calculations with the 6-31++G(d,p) basis set in order to obtain the geometric, energetic, and electronic parameters of the isolated hydantoin and its dimers. We have performed a complete energetic analysis of these complexes considering corrections from the basis set superposition error (BSSE) and zero-point energy (ZPE) approaches. On the basis of these results, we have proposed and tested an additive model which has successfully predicted the complexation energies of larges hydantoin complexes. © 2010 Wiley Periodicals, Inc. Int J Quantum Chem, 2010