Mobius π-conjugation in cyclic molecules leads to the reversal of Huckel aromaticity rules and affects the electronic and magnetic properties of these systems. We found the first example of a medium-sized macrocyclic structure that is sufficiently flexible to switch between three distinct π-conjugation topologies, planar (T0), Mobius (T1), and twisted Huckel (T2), without changing its oxidation level. (freshphotons:via)