A Paddle-Wheel Motif versus an Extended Network: Two Crystalline Forms of 2, 4-Bis(Phenylamino)Nitrobenzene. (February 2015)

• Record Type: Journal Article
• Authors: Plater, M. John; Harrison, William T.A.
• Is Part Of: Journal of chemical research. Volume 39:Number 2(2015)
• Page Start: 98
• Page End: 104
• Publication Date: 2015-02
• Subjects: paddle-wheel motif -- hexamer motif -- channel -- hydrogen bond -- 2, 4-bis(phenylamino)nitrobenzene; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751915X14223549608222
• Languages: English
• ISSNs: 1747-5198

Abstract

2, 4-Difluoronitrobenzene is reacted with either one or two amines selected from aniline, ammonia, butylamine and benzylamine. All products are characterised spectroscopically and by single-crystal structure determinations. When formed as a minor component alongside 4-dimethylamino-2-(phenylamino)nitrobenzene, 2, 4-bis(phenylamino)nitrobenzene crystallises as a hydrogen-bonded hexamer, or paddle-wheel motif, encompassing one-dimensional channels, but as a dense framework when pure. 2, 4-Bis(butylamino)nitrobenzene crystallises with the same hexamer motif but with offset sheets.