1,10-phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate

Smith, Graham, Wermuth, Urs D., & White, Jonathan M. (2009) 1,10-phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate. Acta Crystallographica Section E, 65, o2333.

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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-phenanthroline cation and the hydrogen 4,5-dichlorophthalate anion associate through a single N-H...O(carboxyl) hydrogen bond giving discrete units which have no extension except through a number of weak cation C-H...O(anion) associations and weak cation--anion aromatic ring pi-pi interactions [minimum centroid separation, 3.6815(12)A]. The anions are essentially planar [maximum deviation 0.214(1)A (a carboxyl O)] with the syn-related H atom of the carboxyl group forming a short intramolecular O-H...O(carboxyl) hydrogen bond.

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4 citations in Scopus
3 citations in Web of Science®
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ID Code: 27840
Item Type: Journal Article
Refereed: Yes
Keywords: crystal structure, hydrogen bonding, proton-transfer, 4,5-dichlorophthalic acid
DOI: 10.1107/S1600536809034448
ISSN: 1600-5368
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > PHYSICAL CHEMISTRY (INCL. STRUCTURAL) (030600) > Structural Chemistry and Spectroscopy (030606)
Divisions: Past > QUT Faculties & Divisions > Faculty of Science and Technology
Copyright Owner: Copyright 2009 Blackwell Publishing and the authors.
Deposited On: 11 Oct 2009 23:43
Last Modified: 23 Jun 2017 14:41

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