Thermal Behavior of Benzoic Acid/Isonicotinamide Binary Cocrystals

Buanz, Asma; Prior, Timothy J.; Burley, Jonathan C.; Raimi-Abraham, Bahijja Tolulope; Telford, Richard; Hart, Michael; Seaton, Colin C.; Davies, Philip J.; Scowen, Ian J.; Gaisford, Simon; Williams, Gareth R.

Abstract

© 2015 American Chemical Society. A comprehensive study of the thermal behavior of the 1:1 and 2:1 benzoic acid/isonicotinamide cocrystals is reported. The 1:1 material shows a simple unit cell expansion followed by melting upon heating. The 2:1 crystal exhibits more complex behavior. Its unit cell first expands upon heating, as a result of C-H⋯π interactions being lengthened. It then is converted into the 1:1 crystal, as demonstrated by significant changes in its X-ray diffraction pattern. The loss of 1 equiv of benzoic acid is confirmed by thermogravimetric analysis-mass spectrometry. Hot stage microscopy confirms that, as intuitively expected, the transformation begins at the crystal surface. The temperature at which conversion occurs is highly dependent on the sample mass and geometry, being reduced when the sample is under a gas flow or has a greater exposed surface area but increased when the heating rate is elevated. (Figure Presented).

Citation

Buanz, A., Prior, T. J., Burley, J. C., Raimi-Abraham, B. T., Telford, R., Hart, M., Seaton, C. C., Davies, P. J., Scowen, I. J., Gaisford, S., & Williams, G. R. (2015). Thermal Behavior of Benzoic Acid/Isonicotinamide Binary Cocrystals. Crystal growth & design, 15(7), 3249-3256. https://doi.org/10.1021/acs.cgd.5b00351

• Journal Article Type: Article
• Acceptance Date: Apr 1, 2015
• Online Publication Date: Jun 8, 2015
• Publication Date: Jul 1, 2015
• Deposit Date: Jul 9, 2018
• Publicly Available Date: Jul 11, 2018
• Journal: Crystal growth & design
• Print ISSN: 1528-7483
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 15
• Issue: 7
• Pages: 3249-3256
• DOI: https://doi.org/10.1021/acs.cgd.5b00351
• Public URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84934765208&doi=10.1021%2facs.cgd.5b00351&partnerID=40&md5=5bafa1124d269575ef3f44748f3bf4e5
• Publisher URL: https://pubs.acs.org/doi/10.1021/acs.cgd.5b00351
• Additional Information: 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 10.1021/acs.cgd.5b00351
• Contract Date: Jul 9, 2018