Crystal Structures of Organoselenium Compounds: Structural Descriptors for Chalcogen Bonds

Abstract

Less conventional non-covalent interactions such as chalcogen bonds attract the attention of researchers in various fields (organocatalysis, material sciences, biological chemistry, …). We present here useful descriptors to easily discriminate the structures in which chalcogen bonds involving selenium are observed. Our study focused on organoselenium compounds as chalcogen bond donors and on molecular entities, as chalcogen bond acceptors, containing N, O, S, Se, and Te atoms or aromatic rings. For conventional chalcogen bonds (C–Se⋯X, with X = N, O, S, Se, or Te), the combination of the C–Se⋯X angle and the distance between X and the C–Se-C plane proved to be most relevant for identification of chalcogen bonds. For chalcogen⋯π bonds, the most relevant parameters are a combination of the C–Se⋯X angle and the angle between the C–Se bond and the normal to the aromatic ring plane.

Key words

organoselenated compounds - chalcogen bond - CSD search - crystal structure - geometric descriptors - chalcogen-pi interactions

Publikationsverlauf

Eingereicht: 05. Juli 2022

Angenommen: 09. August 2022

Accepted Manuscript online:
09. August 2022

Artikel online veröffentlicht:
13. September 2022

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