An analysis of the different anions reveals that systems containing Cl -exhibit the longest intermolecular distances for both neutral and cationic complexes. Considering the influence of the various substituents within the main scaffold, the distances follow the trend of t Bu > CH 3 > CF 3 . Remarkably, the presence of a bulky electron-donating substituent, such as t Bu, leads to the highest distance between the ions. On the contrary, when the CF 3 substituent is involved, the shortest distance is observed, as a consequence of its electron-withdrawing nature, which strengthens the existing HB.