Strength in numbers: When traditionally weak CH hydrogen bonds are preorganized in a shape-persistent macrocycle, a strong affinity for chloride ions emerges. This discovery arises from the dual use of click chemistry for efficient macrocyclization and the favorable steric properties of the resulting 1,2,3-triazoles. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z704717_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.