Document Type

Journal Article

Publication Details

Bremner, J. B., Samosorn, S., Skelton, B. W. and White, A. H. (2011). Synthesis and structural characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride. Molecules, 16 (9), 7627-7633.


In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1Hindolemoieties as potential bacterial NorA efflux pump inhibitors, the compound 1-[2-(5-nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride (2) was synthesized and structurallycharacterized. This pyridinium chloride salt crystallized in the monoclinic space groupP21/c with the following unit cell dimensions: a 10.274(3) A, b 13.101(4) A, c 13.439(4)A, B 107.702(7)deg, V 1723.2(9) A3, Z (f.u.) = 4; R1 = 0.048, and wR2 = 0.13. Of interest inthe single crystal X-ray structure is the (intramolecular) disposition of the pyridinium planeover the indole heterocyclic residue [interplanar dihedral angle 17.91(4)deg].





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