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Quantitative investigation of C-H…π and other intermolecular interactions in a series of crystalline N-(substituted phenyl)-2-naphthamide derivatives.

Abstract

In this study, we have investigated the nature and characteristics of different intermolecular interactions present in a series of seven N-(substituted phenyl)-2-naphthamides. The seven structures comprise 2-naphthyl ring systems linked by amide bridges to N-bound phenyl, 1, or substituted benzene rings 3-7, or in the case of 2, a cyclohexane ring. A common feature of the crystal packing for all but the o-nitro derivative 7 is the presence of a strong intermolecular N-H•••O interaction. In case of 7, the possibility of such an interaction is obviated by the formation of an intramolecular N-H•••O hydrogen bond. An additional feature of the crystal packing for 1—6 is the significant roles that C—H•••π contacts play in generating three dimensional networks. In contrast for 7, the intramolecular N—H•••O hydrogen bond precludes the formation of molecular chains but the planar nature of this molecule allows significant π•••π stacking interactions to stabilize the packing.

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Publication details

The article was received on 18 Jul 2017, accepted on 07 Aug 2017 and first published on 08 Aug 2017


Article type: Paper
DOI: 10.1039/C7CE01310H
Citation: CrystEngComm, 2017, Accepted Manuscript
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    Quantitative investigation of C-H…π and other intermolecular interactions in a series of crystalline N-(substituted phenyl)-2-naphthamide derivatives.

    R. shukla, A. Saeed, J. Simpson and D. Chopra, CrystEngComm, 2017, Accepted Manuscript , DOI: 10.1039/C7CE01310H

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