A1 Journal article (refereed)
The Se∙∙∙Hal halogen bonding : co-crystals of selenoureas with fluorinated organohalides (2021)

Chernysheva, Maria V.; Rautiainen, J. Mikko; Ding, Xin; Haukka, Matti (2021). The Se∙∙∙Hal halogen bonding : co-crystals of selenoureas with fluorinated organohalides. Journal of Solid State Chemistry, 295, 121930. DOI: 10.1016/j.jssc.2020.121930

JYU authors or editors

Publication details

All authors or editors: Chernysheva, Maria V.; Rautiainen, J. Mikko; Ding, Xin; Haukka, Matti

Journal or series: Journal of Solid State Chemistry

ISSN: 0022-4596

eISSN: 1095-726X

Publication year: 2021

Volume: 295

Article number: 121930

Publisher: Elsevier

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1016/j.jssc.2020.121930

Open Access: Publication channel is not openly available

Abstract

Synthesis and structural characterization of binary co-crystals 1–4 is reported in the present paper. Selenourea and 1,1-dimethylselenourea were used as selenium-containing halogen bond (XB) acceptors and iodopentafluorobenzene (IPFB), 1,4-diiodotetrafluorobenzene (1,4-DIFB) and 1,4-dibromotetrafluorobenzene (1,4-DBrFB) as XB donors. A comparative analysis of the similar binary co-crystals of selenourea and thiourea with a halogen donor revealed that Se … Hal halogen bonds are up to 13.12% shorter than the sum of vdW radii, while in case of S … Hal halogen bonds this value is 11.4%. Therefore, selenium tends to form stronger bonds with halogens than sulfur does. Comparisons of XB interaction energies, Hirschfeld and QTAIM analyses of the Se and S systems supported this observation that selenium based XB acceptor results in slightly stronger Ch⋅⋅⋅Hal halogen bonding.

Keywords: crystals; chemical bonds; selenium; halogens; organic compounds

Free keywords: halogen bond; selenium; selenourea; thiourea

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Ministry reporting: Yes

Preliminary JUFO rating: 1