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Molecular and crystal structure of 1-methyl-3-[(3-methylthio-4-quinolyl)thio]-1,4-dihydro-4-oxo-quinoline

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Abstract

The crystal structure of 1-methyl-3-[(3-methylthio-4-quinolyl)thio]-1,4-dihydro-4-oxo-quinoline has been determined. The molecule of the title compound adopts a conformation that is skew, but with a tendency to a twist. Both ortho-substituents, the carbonyl and methylthio groups, are in a “cis” orientation to the central Car-S-Car bridge. This mutual orientation of substituents follows from the S⋯O and S⋯S attractive interactions. Several short intramolecular contacts between N-methyl and neighboring protons as well as between S-methyl and neighboring protons explain the presence of the strong NOE enhancement in the NMR spectrum.

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Authors and Affiliations

  1. Laboratory of Crystallography, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780, Poznań, Poland

    Maciej Kubicki & Teresa Borowiak

  2. Department of Organic Chemistry, Silesian School of Medicine, Jagiellońska 4, 41-200, Sosnowiec, Poland

    Stanisław Boryczka & Andrzej Máslankiewicz

Authors
  1. Maciej Kubicki
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  2. Teresa Borowiak
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  3. Stanisław Boryczka
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  4. Andrzej Máslankiewicz
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Part XVII in the Series of Azinyl Sulfides.

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Kubicki, M., Borowiak, T., Boryczka, S. et al. Molecular and crystal structure of 1-methyl-3-[(3-methylthio-4-quinolyl)thio]-1,4-dihydro-4-oxo-quinoline. Journal of Crystallographic and Spectroscopic Research 21, 687–691 (1991). https://doi.org/10.1007/BF01179914

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  • DOI: https://doi.org/10.1007/BF01179914

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