Acta Crystallographica Section C

Crystal Structure Communications

Volume 61, Part 1 (January 2005)

organic compounds


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Acta Cryst. (2005). C61, o25-o28    [doi:10.1107/S0108270104029373]

N-Amidino-4-hydroxy-L-proline monohydrate and N-amidino-L-methionine monohydrate

K. Slepokura and M. Gawlowska

Abstract: The title amidino-amino acids (a-Hpro), C6H11N3O3·H2O, (I), and a-Met, C6H13N3O2S·H2O, (II), respectively, exist in the form of zwitterions. The five-membered pyrrolidine ring in (I) adopts an envelope conformation, with the C[bold gamma] atom out of the plane defined by the rest of the ring atoms, and with the hydroxyl and carboxylate groups in a trans configuration relative to the ring plane. The two crystallographically independent zwitterions in (II) reveal quite different conformations of their side chains and a slightly different orientation of the guanidine moiety with respect to the carboxylate group. The crystal structures of both (I) and (II) are stabilized by extensive networks of O-H...O, N-H...O and C-H...O hydrogen bonds, the network being three-dimensional in (I) and two-dimensional in (II).

Formula: C6H11N3O3·H2O and C6H13N3O2S·H2O

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Structure factor file (CIF format) (425.6 kbytes)
Contains datablock II

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