Intermolecular complexes of halocyclopropenone derivatives with the hypohalous acids HOF, HOCl, HOBr, and HOI

Abstract

The intermolecular interactions between halocyclopropenone derivatives (HC3 OX; X = I, Br, Cl, and F)and hypohalous acids (HOY; Y = I, Br, Cl, and F) were studied via the MP2 method utilizing the aug-cc-pVTZand aug-cc-pVTZ(-PP) basis sets. The three types of complexes were hydrogen bonds, halogen bonds, and complexescontaining both hydrogen and halogen bonds. The results obtained indicated that interactions in the Type 1 complexeswere stronger than those in Types 2 and 3. The H–O bonds revealed red shifts with complex formation in Types 1 and2. The O–Y bonds displayed red shifts in the Type 3 and blue shifts in the Type 2 structures. Molecular electrostaticpotential, quantum theory of atoms in molecules, and natural bond orbital methodologies were used to analyze theseinteractions.