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C–H⋯S hydrogen bonding interactions

C–H⋯S hydrogen bonding interactions

Authors :
Hazel A. Fargher
Tobias J. Sherbow
Michael M. Haley
Darren W. Johnson
Michael D. Pluth
Source :
Chem Soc Rev
Publication Year :
2022
Publisher :
Royal Society of Chemistry (RSC), 2022.

Abstract

The short C–H(…)S contacts found in available structural data for both small molecules and larger biomolecular systems suggest that such contacts are an often overlooked yet important stabilizing interaction. Moreover, many of these short C–H(…)S contacts meet the definition of a hydrogen bonding interaction. Using available structural data from the Cambridge Structural Database (CSD), as well as selected examples from the literature in which important C–H(…)S contacts may have been overlooked, we highlight the generality of C–H(…)S hydrogen bonding as an important stabilizing interaction. To uncover and establish the generality of these interactions, we compare C–H(…)S contacts with other traditional hydrogen bond donors and acceptors as well as investigate how oxidation state, coordination number, and metal bonding affect the preferred geometry of interactions in the solid state. This work establishes that the C–H(…)S bond meets the definition of a hydrogen bond and serves as a guide to identify C–H(…)S hydrogen bonds in diverse systems.

Details

ISSN :
14604744 and 03060012
Volume :
51
Database :
OpenAIRE
Journal :
Chemical Society Reviews
Accession number :
edsair.doi.dedup.....dd245b1e5842f4aa7b084211f54ae7f0
Full Text :
https://doi.org/10.1039/d1cs00838b