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New insights into chalcogen bonding provided by co-crystal structures of benzisoselenazolinone derivatives and nitrogen bases

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Abstract

A number of derivatives of benzisoselenazolinones, including the drug ebselen, have been synthesized, and their interactions with various nitrogen bases characterized through X-ray crystallography. Structural studies revealed a strong interaction in all cases, with Se⋯N distances well within the Van der Waals radii of the constituent atoms. We suggest that there is a significant charge transfer component to this interaction, in contrast to some other interactions of similar strength and directionality. We have also found that this interaction can be enhanced via H-bonding to the carbonyl group of the benzisoselenazolinone moiety.

Graphical abstract: New insights into chalcogen bonding provided by co-crystal structures of benzisoselenazolinone derivatives and nitrogen bases

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Publication details

The article was received on 30 Oct 2018, accepted on 22 Jan 2019 and first published on 22 Jan 2019


Article type: Communication
DOI: 10.1039/C8CE01853G
Citation: CrystEngComm, 2019, Advance Article

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    New insights into chalcogen bonding provided by co-crystal structures of benzisoselenazolinone derivatives and nitrogen bases

    T. Fellowes and J. M. White, CrystEngComm, 2019, Advance Article , DOI: 10.1039/C8CE01853G

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