Issue 42, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
19 Jul 2017
Accepted
21 Sep 2017
First published
21 Sep 2017

CrystEngComm, 2017,19, 6267-6273

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

O. Shemchuk, L. Degli Esposti, F. Grepioni and D. Braga, CrystEngComm, 2017, 19, 6267 DOI: 10.1039/C7CE01326D

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