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H\u2011aggregates promote triplet formation and charge transfer, but often suffer from substantial absorption blueshifts and excessive thermal deactivation that compromise photosensitization efficacy. Herein, a hierarchically molecular programming strategy is proposed to construct minimal\u2010blueshift H\u2010aggregates as robust NIR type I photosensitizers. Primary engineering via \u03c0\u2010bridge extension and acceptor strengthening within a twisted\u2013planar donor\u2013\u03c0\u2013acceptor scaffold endows the antiparallel H\u2010packed TNCF3\u2010C6\u2010C2 aggregates with strong NIR absorption (749\u00a0nm) and predominant type I ROS generation. Secondary side\u2010chain programming further regulates the H\u2010packing and intermolecular electronic interactions to enhance type I ROS generation. Structural, photochemical and theoretical investigations revealed that the branched side chains promote molecular planarization and robust H\u2011packing, thereby enhancing intersystem crossing and intermolecular charge transfer. The optimized TNCF3\u20102C6 with symmetric branched side chain exhibited minimal absorption blueshift (20\u00a0nm) upon H\u2010aggregation, enhanced NIR harvesting ability and a further \u223c2\u2010fold enhancement in ROS generation over the initial TNCF3\u2010C6\u2010C2 H\u2010aggregates, thereby delivering potent tumor inhibition both in vitro and in vivo. Built upon the hierarchical programming of H\u2010aggregates, this work establishes a supramolecular design paradigm toward modulating excitonic coupling and excited\u2010state dynamics for high\u2010performance photo\u2010functional materials.<\/jats:p>","DOI":"10.1002\/anie.4699247","type":"journal-article","created":{"date-parts":[[2026,10,14]],"date-time":"2026-10-14T04:01:52Z","timestamp":1791950512000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Hierarchically Molecular Programming of Antiparallel H\u2011Aggregates for NIR Type I Photochemistry"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0004-1357-1598","authenticated-orcid":false,"given":"Yubo","family":"Liu","sequence":"first","affiliation":[{"name":"State Key Laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates School of Materials Science and Engineering 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