Abstract

Three organic cocrystals namely, caffeine:p-formylphenoxyacetic acid [(caf)(p-fpaa)] (1) caffeine:o-formylphenoxyacetic acid monohydrate [(caf)(o-fpaa)]H2O (2) and caffeine:p-formylphenoxypropionic acid [(caf)(p-fppa)] (3) were synthesized and studied by FT-IR, NMR, and single crystal XRD studies. The crystal system of cocrystal [(caf)(p-fpaa)] (1) is monoclinic with space group P21/n and Z=16, that of cocrystal [(caf)(o-fpaa)]H2O (2) is triclinic with space group P−1 and Z=2, and that of cocrystal [(caf)(p-fppa)] (3) is monoclinic with space group P21/c and Z=4. The imidazole–carboxylic acid synthon is observed in all the three cocrystals. The intermolecular hydrogen bonds, OH···N and π–π interactions together play a major role in stabilizing the crystal structure of all the three cocrystals. The biological activities of crystals 1–3 were studied.

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