Understanding the p-toluenesulfonamide/triphenylphosphine oxide crystal chemistry: a new 1:1 cocrystal and ternary phase diagram

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Croker, Denise M.
Foreman, Michael E.
Hogan, Bridget N.
Maguire, Nuala M.
Elcoate, Curtis J.
Hodnett, Benjamin K.
Maguire, Anita R.
Rasmuson, Ake C.
Lawrence, Simon E.
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American Chemical Society
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A novel 1:1 cocrystal between p-toluenesulfonamide and triphenylphosphine oxide has been prepared and structurally characterized. This 1:1 cocrystal was observed to form during solid state grinding experiments, with subsequent formation of a known 3:2 cocrystal in the presence of excess sulfonamide. Both cocrystals are stable in the solid state. The ternary phase diagram for the two coformers was constructed in two different solvents: acetonitrile and dichloromethane. Examination of these diagrams clarified solution crystallization of both the newly discovered 1:1 cocrystal and the previously reported 3:2 cocrystal, and identified regions of stability for each cocrystal in each solvent. The choice of solvent was found to have a significant effect on the position of the solid state regions within a cocrystal system.
Crystallography , Liquid crystals , Cocrystals
Croker, Denise M., Foreman, Michael E., Hogan, Bridget N., Maguire, Nuala M., Elcoate, Curtis J., Hodnett, Benjamin K., Maguire, Anita R., Rasmuson, Ake C., Lawrence, Simon E. (2012) 'Understanding the p-Toluenesulfonamide/Triphenylphosphine Oxide Crystal Chemistry: A New 1:1 Cocrystal and Ternary Phase Diagram'. Crystal Growth & Design, 12 (2):869-875. http://pubs.acs.org/doi/abs/10.1021/cg201300e
© 2011, American Chemical Society. 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://pubs.acs.org/doi/abs/10.1021/cg201300e