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Benzene, furan, cytosine, and phenol slightly weaken the CI\u00b7\u00b7\u00b7N halogen bond between iodobenzene and NH3, while strengthening is associated with dinitrobenzene, pyrimidine, thymine, and imidazole. A more substantial halogen bond magnification occurs when the external ring is rotated so as to donate a proton in forming a H-bond with the \u03c0 system of iodobenzene in a T-shaped complex. In most cases, this external ring acts as a sink for some of the electron density donated to iodobenzene by the NH3 nucleophile.<\/jats:p>","DOI":"10.1021\/acs.jpca.6c04247","type":"journal-article","created":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T17:02:02Z","timestamp":1786986122000},"page":"6767-6775","source":"Crossref","is-referenced-by-count":0,"title":["Ring Stacking as\na Mechanism to Strengthen Halogen\nBonding"],"prefix":"10.1021","volume":"130","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0793-0369","authenticated-orcid":true,"given":"Steve","family":"Scheiner","sequence":"first","affiliation":[{"name":"Utah State University , , , ,","place":["Logan, Utah, United States, 84322-0300"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,17]]},"reference":[{"key":"2026090114375357300_cit1","volume-title":"The Hydrogen Bond","author":"Pimentel","year":"1960"},{"key":"2026090114375357300_cit2","volume-title":"The Hydrogen Bond. 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