Cookies

We use cookies to ensure that we give you the best experience on our website. By continuing to browse this repository, you give consent for essential cookies to be used. You can read more about our Privacy and Cookie Policy.


Durham Research Online
You are in:

Polymorphism of (Z)-3-Bromopropenoic acid : a high and low Z' pair.

Reddy, J. Prakasha and Steed, Jonathan W. (2016) 'Polymorphism of (Z)-3-Bromopropenoic acid : a high and low Z' pair.', Crystal growth & design., 16 . pp. 4021-4025.

Abstract

Two polymorphic forms of (Z)-3-Bromopropenoic acid are reported. Form I (monoclinic, P21/c) with Z' = 1 is obtained from a range of solvents while Form II (monoclinic, P21/n) with Z' = 4 can be prepared only from either benzene or toluene. Both forms are isolated at room temperature. The molecules in both polymorphs interact with one another through similar dominant hydrogen bonding motifs; however, the packing arrangement differs in the prevalence of weaker hydrogen bonds in the metastable Form II. Analysis of this high and low Z′ polymorphic pair using differential scanning calorimetry, grinding and slurry experiments, coupled with lattice energy calculations suggests that the low Z′ form I is the most stable under ambient conditions. 2D fingerprint plots derived from Hirshfeld surfaces highlight the more extensive hydrogen bonding in Form II while Form I is more densely packed. This polymorphic pair mat be a candidate for the role of solution pre-aggregation in the formation of high Z′ forms.

Item Type:Article
Full text:(AM) Accepted Manuscript
Download PDF
(791Kb)
Status:Peer-reviewed
Publisher Web site:http://dx.doi.org/10.1021/acs.cgd.6b00551
Publisher statement:This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.cgd.6b00551.
Date accepted:23 May 2016
Date deposited:31 May 2016
Date of first online publication:23 May 2016
Date first made open access:23 May 2017

Save or Share this output

Export:
Export
Look up in GoogleScholar