The new dinuclear copper(II) metallacyclophane with the non-innocent N,N′-1,4-bis(oxamate)-9,10-anthraquinone bridging ligand possesses a dual multielectron redox behavior featuring stepwise one-electron oxidation of the antiferromagnetically coupled Cu^II ions and two-electron reduction of the anthraquinone spacers in a π-stacked anti conformation.