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A fluorene-substituted BODIPY was designed as the electron donor and coassembled with perylene diimide as the electron acceptor to make the quadruple hydrogen-bonded supramolecular photodynamic agent. Detailed system researches expose that intermolecular electron transfer and fee split upon light irradiation end in a simple yet effective generation of radical ion sets. Under oxygen-free problems, the cationic radicals straight oxidize liquid to come up with very cytotoxic •OH, in addition to anionic r