This results section is organized as follows. We first present a comparison of binding free energies (ΔG°) and binding enthalpies (ΔH) of small molecule guests to α-cyclodextrin (αCD) and β-cyclodextrin (βCD), computed with SMIRNOFF99Frosst and two versions of the General AMBER Force Field (GAFF ). We then detail how the conformational preferences of the host molecules changes between force fields and seek insight into key parameter differences between SMIRNOFF99Frosst and GAFF and their effects.