Furthermore, our analysis of the interactions established upon complexation revealed HBs, which are notably stronger in the charged species. Most cases exhibited Laplacian values consistent with a non-covalent interaction nature. However, some particular cases (five amongst all the different complexes under study) showed a larger positive Laplacian value at the BCP corresponding to the X -• • • HN hydrogen bond, as indicated in Table . 5. In these particular cases, the H atom was in close proximity to the anion, resulting in a highly positive charge and the emergence of a slight ionic character between the H and the involved anion. By analysing the NBO calculations performed in all systems, it can be corroborated that the established HBs correspond to the main charge transfers process (LP(X -)) to the antibonding orbital of the N-H bond (BD * (NH)) and the weak ones can be found from the LP of the anion to the N of the scaffolds (LP(X -) -→ BD * (N-C)) (Tables S4.5 and S4.6 and Figures S3.5 and S3.6).