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This study reveals that <jats:italic>perthio<\/jats:italic>\u2010BUs assume a compact conformation and <jats:italic>perthio<\/jats:italic>\u2010BU[6]s are poor anion binders, crystallizing as anion\u2010free species from solutions containing halide salts. Computational studies show that the equatorial sulfur atoms compete against guest anions for binding with the glycoluril methine groups via strong van der Waals (vdW) attractive interactions. These competitive contacts not only account for the diminished anion\u2010binding of <jats:italic>perthio<\/jats:italic>\u2010BUs, but also explain their compact conformation. The <jats:italic>semithio<\/jats:italic>\u2010 and <jats:italic>perthio<\/jats:italic>\u2010BU[4]s form linear coordination polymers with Hg<jats:sup>II<\/jats:sup> in the solid\u2010state regardless of their intrinsic molecular conformation. The strong involvement of sulfur atoms in intramolecular interactions differentiates the equatorial from the axial (peripheral) heteroatoms, thus offering chemoselective and regioselective transformations.<\/jats:p>","DOI":"10.1002\/chem.201901822","type":"journal-article","created":{"date-parts":[[2019,7,3]],"date-time":"2019-07-03T13:54:55Z","timestamp":1562162095000},"page":"13336-13343","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":19,"title":["Intramolecular van der Waals Interactions Challenge Anion Binding in <i>perthio<\/i>\u2010Bambusurils"],"prefix":"10.1002","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5100-3442","authenticated-orcid":false,"given":"Pravat","family":"Mondal","sequence":"first","affiliation":[{"name":"Department of Natural Sciences The Open University of Israel  1 University road, P.O. 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