Issue 46, 2021

Novel co-crystals with π-hole interactions between iodide anions and quinoid rings involving charge transfer

Abstract

Six novel co-crystals of tetrabromoquinone with iodide salts of organic cations displaying short contacts between iodide anions and the quinoid rings have been structurally characterised. Sandwich-like groups I⋯quinone⋯I are present in all of them; competition of this motif with halogen bonding has been described for the first time. The black colour of the crystals indicates charge transfer from the iodide to the quinoid ring, which is interpreted as n → π*. Intermolecular interactions were analysed using Hirshfeld surfaces and Voronoi–Dirichlet polyhedra.

Graphical abstract: Novel co-crystals with π-hole interactions between iodide anions and quinoid rings involving charge transfer

Supplementary files

Article information

Article type
Paper
Submitted
27 Aug. 2021
Accepted
27 Okt. 2021
First published
02 Nov. 2021

CrystEngComm, 2021,23, 8209-8214

Novel co-crystals with π-hole interactions between iodide anions and quinoid rings involving charge transfer

V. Milašinović and K. Molčanov, CrystEngComm, 2021, 23, 8209 DOI: 10.1039/D1CE01156A

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