Document Type

Article

Language

eng

Format of Original

8 p.

Publication Date

7-2015

Publisher

International Union of Crystallography

Source Publication

Acta Crystallographica Section E: Crystallographic Communications

Source ISSN

2056-9890

Original Item ID

doi: 10.1107/S2056989015011500

Abstract

The title compound, C6H9NO4·H2O [systematic name: (αR,1R,2S)-rel-α-amino-2-carb­oxy­cyclo­propane­acetic acid monohydrate], crystallizes with two organic mol­ecules and two water mol­ecules in the asymmetric unit. The space group is P21 and the organic mol­ecules are enanti­omers, thus this is an example of a `false conglomerate' with two mol­ecules of opposite handedness in the asymmetric unit (r.m.s. overlay fit = 0.056 Å for one mol­ecule and its inverted partner). Each mol­ecule exists as a zwitterion, with proton transfer from the amino acid carb­oxy­lic acid group to the amine group. In the crystal, the components are linked by N-H···O and O-H···O hydrogen bonds, generating (100) sheets. Conformationally restricted glutamate analogs are of inter­est due to their selective activation of different glutamate receptors, and the naturally occurring (+)-CCG-III is an inhibitor of glutamate uptake and the key geometrical parameters are discussed.

Comments

Published version. Crystallographica Section E: Crystallographic Communications, Vol. 71, No. 7 (July 2015): 844-846. DOI. © International Union of Crystallography 2015. Used with permission.

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