Theoretical study on the complexation of bambus[6]uril with the chloride, bromide, and iodide anions

• DOI: 10.1007/s00706-011-0546-y
• Publication Date: 2011-06-28T01:04:06Z
• Authors: Petr Toman; Emanuel Makrlík; Petr Vaňura
• Keywords: Hydrogen halide

By using quantum mechanical DFT calculations, the most probable structures of the bambus[6]uril·Cl−, bambus[6]uril·Br−, and bambus[6]uril·I− anionic complex species were derived. In these three complexes, each of the considered univalent halide anions, included in the center of the macrocyclic cavity, is bound by 12 weak C–H⋯X− (X− = Cl−, Br−, I−) hydrogen bonds between methine hydrogen atoms on the convex face of the glycoluril units and the respective anion. The lengths of the C–H⋯X− hydrogen bonds increase in the order Cl− < Br− < I−.