MODELING OF THE INCLUSION PROCESS OF ALPHA-CYCLODEXTRIN, BETA-CYCLODEXTRIN, AND GAMMA-CYCLODEXTRIN WITH 1-BROMOADAMANTANE - A COMPARATIVE MOLECULAR MECHANICS STUDY ACCOUNTING FOR THE SOLVENT

Results are reported from molecular mechanics modelling of the inclusi on process of alpha-, beta- and gamma-cyclodextrins (CDs) with 1-bromo adamantane in water as the solvent. The dependence of the results on t he assumed orientation of the guest molecule with respect to the macro cycle was studied, as well as the dependence on the force field used. The van der Waals interactions have the prevailing contribution for th e formation of 1 : 1 complexes. The solvent favours the separated host and guest. For alpha-CD the guest molecule is outside of the cavity o f the torus, while the two larger macrocycles form inner complexes. Co mputer estimates were also obtained for the energy stabilization from the association of a second guest molecule (1:2 host-guest complexes).