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Ionic co-crystals of enantiopure and racemic histidine with calcium halides

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Abstract

Ionic co-crystals (ICCs) of L- and DL-histidine with CaCl2, CaBr2 and CaI2 were prepared by mechanochemical and solution methods and were structurally characterized by either single crystal or powder X-ray diffraction methods. The L-histidine molecules bridge Ca2+ cations forming enantiopure ribbons in the homochiral crystals (L-His)2·CaX2·nH2O (X = Cl and Br n = 3, X = I n = 4), as well as in the partial dehydration product of (L-His)2·CaI2·4H2O, namely (L-His)2·CaI2·3H2O. In the racemic (DL-His)2·CaX2·4H2O cases (X = Cl, Br, X = I), molecules of both chiralities are accommodated in the coordination sphere of the Ca2+ cation forming ribbons with homochiral rims as in the enantiopure crystals. Intrinsic dissolution rate measurements show that the histidine-CaCl2 co-crystals have a much higher IDR with respect to both enantiopure and racemic histidine solids.

Graphical abstract: Ionic co-crystals of enantiopure and racemic histidine with calcium halides

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Publication details

The article was received on 19 Jul 2017, accepted on 21 Sep 2017 and first published on 21 Sep 2017


Article type: Paper
DOI: 10.1039/C7CE01326D
Citation: CrystEngComm, 2017, Advance Article
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    Ionic co-crystals of enantiopure and racemic histidine with calcium halides

    O. Shemchuk, L. Degli Esposti, F. Grepioni and D. Braga, CrystEngComm, 2017, Advance Article , DOI: 10.1039/C7CE01326D

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