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We report a class of shape\u2010shifting tetralactam macrocycles featuring embedded 2,4\u2010pyridinedicarboxamide units as switching elements. In their neutral state, these macrocycles adopt divergent hydrogen\u2010bonding conformations that exhibit low substrate affinity. Upon protonation, a reversible conformational reorganization occurs, reorienting four amide N\u2013H groups toward the cavity to form a convergent, high\u2010affinity hydrogen\u2010bonding pocket. Conformational switching was confirmed by X\u2010ray crystallography and solution\u2010phase NMR. Upon protonation, these macrocycles exhibit &gt;10\u2075\u2010fold binding enhancement, achieving association constants up to 135,000 M\n                    <jats:sup>\u22121<\/jats:sup>\n                    for the polyhalide anion BrIBr\n                    <jats:sup>\u2212<\/jats:sup>\n                    . Computational analysis reveals that this dramatic increase arises from synergistic hydrogen bonding, electrostatic attraction, and van der Waals interactions. These findings establish a robust strategy for designing adaptive hydrogen\u2010bonding receptors that combine dynamic switching with high substrate affinity and selectivity. The ability to toggle between low\u2010 and high\u2010affinity states without sacrificing structural integrity sets the stage for expanding the scope of smart molecular systems with tunable recognition properties.\n                  <\/jats:p>","DOI":"10.1002\/chem.202503496","type":"journal-article","created":{"date-parts":[[2025,12,15]],"date-time":"2025-12-15T13:09:22Z","timestamp":1765804162000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Shape\u2010Shifting Tetralactam Macrocycles: Protonation\u2010Activated Convergent Hydrogen Bonding"],"prefix":"10.1002","volume":"32","author":[{"given":"Dexin","family":"Liu","sequence":"first","affiliation":[{"name":"Department of Chemistry University of South Florida  Tampa FL USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrew","family":"Victoria","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of South 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