Issue 40, 2021

Isostructurality of quinoxaline crystal phases: the interplay of weak hydrogen bonds and halogen bonding

Abstract

Tailoring the physical properties of molecular crystals though the construction of solid solutions requires the existence of isostructural crystals. Simple substitutions of a given molecular framework can give a range of different crystal structures. A set of quinoxaline derivatives, C8H4N2(C6H4X)2, Q3,3′X2, has been investigated (X = F, Cl, Br, I and Me) where kinetic factors generated a set of isostructural crystals for the lighter halogens (F, Cl, Br) alone. Computational analysis shows that the stabilising interactions are maximal for Cl, while DSC studies demonstrate the existence of more stable polymorphs for both F and Br containing systems. Steric factors appear to have a lower contribution than the balance of weaker hydrogen and halogen bonding shown by the Me and I containing systems displaying different packing driven by CH⋯N/CH⋯π bonds and I⋯I bonds respectively.

Graphical abstract: Isostructurality of quinoxaline crystal phases: the interplay of weak hydrogen bonds and halogen bonding

Supplementary files

Article information

Article type
Paper
Submitted
02 Jūl. 2021
Accepted
15 Sept. 2021
First published
16 Sept. 2021
This article is Open Access
Creative Commons BY license

CrystEngComm, 2021,23, 7108-7117

Isostructurality of quinoxaline crystal phases: the interplay of weak hydrogen bonds and halogen bonding

A. Saidykhan, N. W. Fenwick, R. D. Bowen, R. Telford and C. C. Seaton, CrystEngComm, 2021, 23, 7108 DOI: 10.1039/D1CE00878A

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