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Issue 21, 2012
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Self-assembly of alkyl N-acetylglyoxylic amides of varying chain lengths

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Abstract

Alkyl N-acetylglyoxylic amides have been synthesised from N-acetylisatins and their self-assembly studied in the solid state by X-ray crystallography. Different molecular conformations were observed for molecules 5a, 5b, 5d and 6b, which have a strong influence on their supramolecular organization in the crystals. Both strong and weak interactions played key roles in the self-assembly process and the formation of well-defined supramolecular architectures. Crystal structures of 5b revealed novel C[double bond, length as m-dash]O⋯C[double bond, length as m-dash]O (carbonylcarbonyl) dipolar interactions involving three carbonyl groups and intermolecular halogen bonding interactions, either C–H⋯Br contacts with inclusion of cyclohexane in 5b-1 or Br⋯Br contacts without the inclusion of solvent in 5b-2.

Graphical abstract: Self-assembly of alkyl N-acetylglyoxylic amides of varying chain lengths

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Publication details

The article was received on 21 Jun 2012, accepted on 27 Jul 2012 and first published on 01 Aug 2012


Article type: Paper
DOI: 10.1039/C2CE25994J
Citation: CrystEngComm, 2012,14, 7345-7354
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    Self-assembly of alkyl N-acetylglyoxylic amides of varying chain lengths

    V. Suryanti, M. Bhadbhade, R. Bishop, D. S. Black and N. Kumar, CrystEngComm, 2012, 14, 7345
    DOI: 10.1039/C2CE25994J

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