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Herein, we report a strategy to sustain radical by coupling diffusional confinement with electronic delocalization in \u03c0\u2010conjugated hydrogen\u2010bonded organic frameworks (HOFs). Using a pyrene\u2010based HOF (PFC\u20101) as a model system, we systematically modulate the longitudinal dimensions of 1D channels to generate frameworks with three distinct aspect ratios while maintaining topology. The higher\u2010aspect\u2010ratio channels impose a more pronounced kinetic barrier to the outward diffusion of radical\u2010generating trigger (ceric ammonium nitrate), thereby retaining a trigger\u2010inclusive oxidative microenvironment. Simultaneously, the extended \u03c0\u2010\u03c0 stacking enhances electronic delocalization, stabilizing the resulting radicals through favorable host\u2010guest interactions. As a result, radicals confined within the longest\u2010channel framework remain persistent for over 30 days in water and up to 8 months under ambient conditions. This prolonged radical persistence enables potent antibacterial activity against\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    via radical\u2010induced oxidative stress. This work establishes a trigger\u2010inclusive microenvironment capable of simultaneously retaining both the radical species and its trigger as a generalizable design principle for engineering persistent radical states.\n                  <\/jats:p>","DOI":"10.1002\/smll.73826","type":"journal-article","created":{"date-parts":[[2026,5,15]],"date-time":"2026-05-15T12:51:20Z","timestamp":1778849480000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Sustaining Radicals in Aqueous Media Through Formation of a Trigger\u2010Inclusive Microenvironment in Hydrogen\u2010Bonded Frameworks for Antibacterial Activity"],"prefix":"10.1002","volume":"22","author":[{"given":"Jin\u2010Lin","family":"Li","sequence":"first","affiliation":[{"name":"Fujian Key Laboratory of Polymer Materials College of Chemistry and Materials Science Fujian Normal University  Fuzhou P. R. China"},{"name":"State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences  Fuzhou P. R. China"},{"name":"Fujian College University of Chinese Academy of Sciences  Beijing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ying","family":"Zou","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences  Fuzhou P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2054-6524","authenticated-orcid":false,"given":"An\u2010An","family":"Zhang","sequence":"additional","affiliation":[{"name":"Fujian Key Laboratory of Polymer Materials College of Chemistry and Materials Science Fujian Normal University  Fuzhou P. R. 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China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9096-6981","authenticated-orcid":false,"given":"Tian\u2010Fu","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences  Fuzhou P. R. 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