Contrary to the strong electrostatic repulsion between like charged ions, last year the Ludwig group, used IR and NMR spectroscopy combined with computational methods, to reveal cation – cation (c-c) cluster formation at room temperature for ILs with 1-(2-hydroxyethyl)-3-pyridinium [HOC4Py] cations. c-c clusters cations form due to hydrogen bonding between the alcohol groups that terminate the cation alkyl chains. This study will probe the liquid nanostructures of two ionic liquids, [HOC4Py] NTf2 and [C5Py]NTf2, which are identical except that the alkyl chain of the former is terminated by OH and the latter by CH3. Hence, ion clustering is expected in [HOC4Py] NTf2 but not [C5Py]NTf2. We will determine the most probable cluster structures, provide details on ion packing, and perform quantitative cluster analysis on these systems for the first time.