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Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

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Abstract

Two co-crystals of melatonin with piperazine and (1,4-diazabicyclo[2.2.2]octane), DABCO, and a hydrated ionic co-crystal with CaCl2 were obtained directly in the solid-state via kneading of the solid mixtures with a few drops of ethanol. The structure of the DABCO co-crystal, mel2·DABCO, was determined by single crystal X-ray diffraction, while those of the piperazine co-crystal, mel2·pip, isomorphous with the DABCO one, and the ionic co-crystal, mel2·CaCl2·2H2O, were determined from powder data. In the case of the ionic co-crystal with CaCl2, solubility measurements indicate that melatonin solubility in water increases by an order of magnitude with respect to the pure substance.

Graphical abstract: Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

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Publication details

The article was received on 05 Mar 2019, accepted on 05 Apr 2019 and first published on 08 Apr 2019


Article type: Paper
DOI: 10.1039/C9CE00316A
Citation: CrystEngComm, 2019, Advance Article

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    Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

    O. Shemchuk, V. André, M. T. Duarte, D. Braga and F. Grepioni, CrystEngComm, 2019, Advance Article , DOI: 10.1039/C9CE00316A

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