
TY  - JOUR
A1  - Coghlan, Daniel R. 
A1  - Easton, Christopher J. 
A1  - Tiekink, Edward R. T. 
T1  - Molecular Recognition on Crystallization of Enantiopure and Racemic <emph type="2">N</emph>-Benzoylalanine Methyl Ester
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 53
IS  - 7
SP  - 551
EP  - 556
KW  - Amino acid methyl ester; deuterium substitution; enantiomeric enrichment; supramolecular chemistry; X-ray crystal structure.
UR  - https://doi.org/10.1071/CH00084 
N2  - The melting points of crystals of (S)- and (RS)-N-benzoylalanine methyl ester derived from solutions of ethyl acetate/light petroleum are 56&#8211;57.5&#x02DA; and 81.5&#8211;82.5&#x02DA;, respectively, reflecting differences in lattice energy that are apparent from the crystal structures. A more extensive mode of association between chains, uniformly stabilized by N&#8211;H&#183;&#183;&#183;O=C interactions, is found in the racemate leading to a more efficient packing of molecules. The higher lattice energy of the racemate has been confirmed through the enantiomeric enrichment of an optically active sample and the partial resolution of (RS)-N-benzoyl(2-2 H)alanine methyl ester, through molecular recognition on crystallization. 
ER  -

