Polymorphism in p-aminobenzoic acid

Cruz-Cabeza, Aurora J. and Davey, Roger J. and Oswald, Iain D.H. and Ward, Martin R. and Sugden, Isaac J. (2019) Polymorphism in p-aminobenzoic acid. CrystEngComm, 21 (13). pp. 2034-2042. ISSN 1466-8033 (https://doi.org/10.1039/C8CE01890A)

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We review the polymorphism of p-aminobenzoic acid (pABA), a model drug compound whose crystallisation and polymorphic behaviour has been extensively studied in recent years. Beyond the well-known and characterised α and β forms, pABA also crystallises as a γ polymorph, which is structurally similar to the α form. In addition we also compare the newly reported δ form, obtained by high pressure crystallisation and through compression of the α-form. A structural analysis and comparison of all of the forms is presented, the conditions by which each of them is obtained summarised. Crystal structure prediction calculations have also been carried out in order to probe the solid form energy landscape of this compound. The overall picture of the polymorphism of pABA, reveals, surprisingly, the rarity of the β form.


Cruz-Cabeza, Aurora J., Davey, Roger J., Oswald, Iain D.H. ORCID logoORCID: https://orcid.org/0000-0003-4339-9392, Ward, Martin R. ORCID logoORCID: https://orcid.org/0000-0003-0013-5004 and Sugden, Isaac J.;