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Bis(glycinium) oxalate: evidence of strong hydrogen bonding
Authors:R Chitra  Vijay Thiruvenkatam  R R Choudhury  M V Hosur  T N Guru Row
Abstract:In the title 2:1 salt, 2C2H6NO2+·C2O42−, the glycine mol­ecule 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 anti­planar 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.
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