Graham Smith, U. Wermuth, Jonathan M. White
Sep 5, 2009
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Journal
Acta Crystallographica Section E: Structure Reports Online
Abstract
In the structure of the 1:1 proton-transfer compound of 1,10-phenanthroline with 4,5-dichlorophthalic acid, C12H9N2 +·C8H3Cl2O4 −, determined at 130 K, the 1,10-phenanthrolinium cation and the hydrogen 4,5-dichlorophthalate anion associate through a single N—H⋯Ocarboxyl hydrogen bond giving discrete units which have no extension except through a number of weak cation C—H⋯Oanion associations and weak cation–anion aromatic ring π–π interactions [minimum centroid–centroid separation = 3.6815 (12) Å]. The anions are essentially planar "[maximum deviation 0.214 (1) Å (a carboxyl O)] with the syn-related H atom of the carboxyl group, forming a short intramolecular O—H⋯Ocarboxyl hydrogen bond.