Table summarizes the key NOEs observed between all nine hosts and methylcyclohexanol, noting as well the implications of these data for the bound conformations. A mixture of primary and secondary binding (Figure ) is found with four of the nine hosts studied (Table ). We conjecture that the interconversion between these two states occurs on unbinding and rebinding, because rotation within the binding cavity would lead to steric obstructions and would require at least partial desolvation of the guest's polar hydroxyl group. It is not possible to determine the lifetime of the bound states from the NOESY data as the conformations could exchange rapidly while recording the spectra, or longer lived states may be present as two separate populations. For the remaining five hosts, three generate primary binding and two generate secondary binding. We did not notice any correlations between the binding orientation and the location or nature of the novel functionalities introduced to either the primary or secondary face. In combination with the reduced binding affinity seen from ITC compared to β-CD, this would suggest that there are no strong interactions between the guests and the added β-CD functionalities, as they are not contributing to increased binding affinities. Methylcyclohexanol's small size means that, when bound, it is not likely to protrude much from the cavity (Figure ). This may reduce its ability to form stabilizing interactions with the CD substitutions. A larger guest molecule might offer more opportunities to probe such interactions.