Three cocrystals and a cocrystal salt of pyrimidin-2-amine and glutaric acid

Isaac Odiase, Catherine E. Nicholson, Ruksanna Ahmad, Jerry Cooper, Dmitry S. Yufit*, Sharon J. Cooper

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Four new cocrystals of pyrimidin-2-amine and propane-1,3-dicarboxylic (glutaric) acid were crystallized from three different solvents (acetonitrile, methanol and a 50:50 wt% mixture of methanol and chloroform) and their crystal structures determined. Two of the cocrystals, namely pyrimidin-2-amine-glutaric acid (1/1), C4H5N3·C6H8O4, (I) and (II), are polymorphs. The glutaric acid molecule in (I) has a linear conformation, whereas it is twisted in (II). The pyrimidin-2-amine-glutaric acid (2/1) cocrystal, 2C4H5N3·C6H8O4, (III), contains glutaric acid in its linear form. Cocrystal-salt bis(2-aminopyrimidinium) glutarate-glutaric acid (1/2), 2C4H6N3 +·C6H6O4 2-·2C6H8O4, (IV), was crystallized from the same solvent as cocrystal (II), supporting the idea of a cocrystal-salt continuum when both the neutral and ionic forms are present in appreciable concentrations in solution. The diversity of the packing motifs in (I)-(IV) is mainly caused by the conformational flexibility of glutaric acid, while the hydrogen-bond patterns show certain similarities in all four structures.

Original languageEnglish
Pages (from-to)276-283
Number of pages8
JournalActa Crystallographica Section C: Structural Chemistry
Volume71
Issue number4
Early online date14 Mar 2015
DOIs
Publication statusPublished - 1 Apr 2015

Fingerprint Dive into the research topics of 'Three cocrystals and a cocrystal salt of pyrimidin-2-amine and glutaric acid'. Together they form a unique fingerprint.

Cite this