Journal of Molecular Structure vol:356 issue:3 pages:183-190
The X-ray structure of the amino acid N-(tert-butoxycarbonyl)-L-alanine (B-L-ALA) has been determined and its IR spectrum interpreted. The molecules are held together by intermolecular OH ... O hydrogen bonds between the carboxyl groups which are in a cyclic arrangement. Weaker hydrogen bonds are formed between the NH and carbonyl urethane groups. The IR spectrum of B-L-ALA differs markedly from that of N-(tert-butoxycarbonyl)glycine. The results are discussed as a function of the hydrogen bonding pattern of the two molecules and the higher asymmetry of the crystal packing in the glycine derivative.