Osmapyridinium complexes 20 and 21 (Figure ) have T1 states of 3 * and 3 * character, and were earlier found to be aromatic in both their S0 and T1 states (labelled adaptive aromatic). We now analyzed the spin-separated MCI and MICD of both vertical and relaxed spin components separately it becomes clear that the phenomenon labelled adaptive aromaticity and used for some metallaaromatics can be rationalized within the same framework as that of the n,* states of regular heteroaromatics. Thus, adaptive aromaticity is not a new form of aromaticity but a result of an imperfect cancellation of the antiaromatic and aromatic components as given by Mandado's rule. Such situations will generally occur for electronic states described as excitations from an in-plane orbital to an out-of-plane orbital (or vice versa), or as a one-electron excitation to (or from) one annulenyl fragment from (or to) another fragment of a molecule, e.g., a metal-to-ligand charge transfer state. Returning to pyrazine, the findings above can explain what we recently found for the photolabile drug amiloride. Amiloride is a pyrazine derivative with one -electron withdrawing and three -electron donating substituents, and this substituent pattern explains why its T1 state is of * instead of n,* character. Indeed, its light-induced degradation goes via a sequential two-step photoionization where the ionization step occurs from the antiaromatic T1 state of * character. Such destructive photoionization can possibly be avoided by substituent patterns that instead lead to T1 states of n,* character.