Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 21st October 2020 from 07:00 AM to 07:00 PM (BST).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 7, 2012
Previous Article Next Article

Screening for cocrystals of succinic acid and 4-aminobenzoic acid

Author affiliations


The ability of the pharmaceutically acceptable cocrystallising agents, succinic acid and 4-aminobenzoic acid, to form cocrystals with ten small organic molecules with hydrogen bonding acceptors but no donors, was investigated by grinding, hot-stage microscopy and solution based crystallisation experiments. The reproducible results obtained by different methods showed that only six cocrystals formed. The crystal structures of the four novel cocrystals, succinic acid·2,2′-bipyridine (1 : 1, P21/c, I), succinic acid·diphenylcyclopropenone (1 : 2, P21/c, II), 4-aminobenzoic acid·antipyrine (1 : 1, P21, III) and 4-aminobenzoic acid·phenazine (1 : 2, P[1 with combining macron], IV), are reported. The computed crystal energy landscapes of the cocrystals and their components show why succinic acid·1,4-dicyanobenzene did not form a cocrystal as well as predicting the observed structure of succinic acid·2,2′-bipyridine as the most stable. The most stable hypothetical structures of a 1 : 1 succinic acid·1,4-dicyanobenzene cocrystal are closely related to those of the components. The results demonstrate that cocrystal formation requires both hydrogen bonding and close packing, and so markedly non-planar pharmaceuticals will be quite specific in the steric and hydrogen bonding disposition requirement of coformers.

Graphical abstract: Screening for cocrystals of succinic acid and 4-aminobenzoic acid

Back to tab navigation

Supplementary files

Article information

06 Oct 2011
05 Jan 2012
First published
25 Jan 2012

CrystEngComm, 2012,14, 2454-2464
Article type

Screening for cocrystals of succinic acid and 4-aminobenzoic acid

N. Issa, S. A. Barnett, S. Mohamed, D. E. Braun, R. C. B. Copley, D. A. Tocher and S. L. Price, CrystEngComm, 2012, 14, 2454
DOI: 10.1039/C2CE06325E

Social activity

Search articles by author