Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride

Molecules

John B. Bremner¹  Siritron Samosorn¹  Brian W. Skelton¹ 

[1] ¹School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia ²Department of Chemistry, Srinakharinwirot University, Bangkok 10110, Thailand ³School of Biomedical, Biomolecular and Chemical Sciences, Chemistry M313, The University of Western Australia, Crawley, W.A. 6009, Australia

关键词: indole;    pyridinium salt;    X-ray crystal structure;   

DOI  :  10.3390/molecules16097627

来源: mdpi

【 摘 要 】

In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1H-indole moieties as potential bacterial NorA efflux pump inhibitors, the compound 1-[2-(5-nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride (2) was synthesized and structurally characterized. This pyridinium chloride salt crystallized in the monoclinic space group P2₁/c with the following unit cell dimensions: a 10.274(3) Å, b 13.101(4) Å, c 13.439(4) Å, b 107.702(7)°, V 1723.2(9) Å3, Z (f.u.) = 4; R1 = 0.048, and wR2 = 0.13. Of interest in the single crystal X-ray structure is the (intramolecular) disposition of the pyridinium plane over the indole heterocyclic residue [interplanar dihedral angle 17.91(4)°].

【 授权许可】

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