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This conformational flexibility translates into distinct crystalline packing modes, which yield strikingly different photosensitizing efficiencies. Notably, a unique crystal structure is formed by the self\u2010assembly of six distinct conformers into a circular architecture via intermolecular chalcogen bonding, an arrangement unambiguously confirmed by single\u2010crystal X\u2010ray diffraction. The cyclic assembly delivers an impressive solid\u2010state\n                    <jats:sup>1<\/jats:sup>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    quantum yield of 80%, a value far higher than that of the solution\u2010dispersed monomer (62%) and a non\u2010cyclically packed polymorph with both chalcogen bonds and \u03c0\u2010interactions between A groups (43%). This enhancement stems from the unique circular packing motif that increases the energy mismatch between the singlet excited state (S\n                    <jats:sub>1<\/jats:sub>\n                    ) and singlet ground state (S\n                    <jats:sub>0<\/jats:sub>\n                    ) to facilitate intersystem crossing (ISC), while concurrently suppressing \u03c0\u2013\u03c0 stacking\u2013induced quenching. The generality of this strategy is further demonstrated by a heavy\u2010atom\u2010containing analogue, which achieves a similarly high\n                    <jats:sup>1<\/jats:sup>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    quantum yield of 84% in its chalcogen\u2010bond\u2010directed circular assembly (comprising three conformers), markedly outperforming a counterpart polymorph (45%) with both chalcogen bonds and \u03c0\u2010interactions between A groups and non\u2010circular packing. These findings establish a versatile and robust approach for developing high\u2010performance crystalline photosensitizers.\n                  <\/jats:p>","DOI":"10.1002\/anie.6178676","type":"journal-article","created":{"date-parts":[[2026,3,31]],"date-time":"2026-03-31T09:53:28Z","timestamp":1774950808000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["A Triple\u2010Acceptor Motif for Chalcogen\u2010Bond\u2010Directed Circular Assemblies that Enhance Singlet Oxygen Generation"],"prefix":"10.1002","volume":"65","author":[{"given":"Xiaozhen","family":"Che","sequence":"first","affiliation":[{"name":"Key Laboratory of Photochemistry CAS Research\/Education Center for Excellence in Molecular Sciences Institute of Chemistry Chinese Academy of Sciences  Beijing China"},{"name":"University of Chinese Academy of Sciences  Beijing 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