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Bis(glycinium) oxalate: evidence of strong hydrogen bonding

Chitra, R and Thiruvenkatam, Vijay and Choudhury, RR and Hosur, MV and Row, Guru TN (2006) Bis(glycinium) oxalate: evidence of strong hydrogen bonding. In: Acta Crystallographica Section C-Crystal Structure Communications, 62 (5). O274-O276.

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In the title 2:1 salt, 2C(2)H(6)NO(2)(+)center dot C2O42-, the glycine mol-ecule is in the cationic form with a positively charged amino group and an uncharged carboxylic acid group. The doubly charged oxalate anion lies across a crystallographic inversion centre. One of the reasons why the 1:1 glycinium oxalate salt has a higher melting point than the title compound may be the difference in their hydrogen-bonding patterns. A database search for salts formed between amino acids or substituted amino acids and oxalic acid revealed that, in most of the structures, the conformation about the O=C-OH bond is synplanar. D-Tryptophan oxalate is the only example where the OH group of a semi-oxalate adopts an anti-planar conformation. The 2:1 stoichiometry seen in the present salt is observed only in the salts of DL-serine, DL-aspartic acid and betaine with oxalic acid.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Blackwell Publishing
Keywords: Crystallography;Amino-Acids;Oxalic-Acid; Crystalline Complexes;Alaninium Oxalate;X-Ray;Betaine Compounds; Ionization State;Peptides;Stoichiometry;Aggregation
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: NG Nishad
Date Deposited: 08 Dec 2008 10:05
Last Modified: 19 Sep 2010 04:54
URI: http://eprints.iisc.ac.in/id/eprint/16907

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