Inclusion complex MM+, Amber 99 Monte Carlo simulation We simulated the docking of the fullerene C 60 in β-Cyclodextrin using two models. We considered in this study complexes formed by 1:1 and 1:2 guest–host stoichiometries in vacuum and aqueous phase. We investigated three orientations for β-CDs in 1:2 complexes, Head to Head (HH), Head to Tail (HT) and Tail to Tail (TT). Both models agree on energetic of the inclusion process, optimum 3D structure complex, inclusion mode and stoichiometry of most stable structure. In both media, we predicted the possibility of formation of 1:1 complexes, where the most stable structure corresponds to the location of C 60 at the wider rim of β-CD with a partial inclusion. In vacuum, for 1:2 stoichiometry, the most stable complex was in HH orientation with a "V" shaped structure which favored some intermolecular hydrogen bonds, but in water both TT and HH orientations were equally stable within the calculations errors. Over all, we found that the complex with 1:2 stoichiometry is more stable than that with 1:1 stoichiometry. Our results are in agreement with the experimental spectroscopic data. We found that the driving forces for complexation in both environments were non bonded Van der Waals interaction between the host and the guest molecule for both stoichiometries. Also, we noticed that the presence of water molecules caused a relative destabilization of all complexes in both stoichiometries except for TT orientation.