ISSN:
0192-8651
Keywords:
Computational Chemistry and Molecular Modeling
;
Biochemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Computer Science
Notes:
The structures of four conformations of the methyl ester of glycine were determined by standard single-determinant molecular orbital (MO) calculations using Pulay's force method and the 4-21G basis set. The most stable conformation of this compound has a symmetry plane which contains all the heavy atoms; it is stabilized by hydrogen bonds between the NH2 group and the carbonyl oxygen; it corresponds to the most stable, stretched form of free glycine. The structural parameters in the different conformations can vary significantly (bond distance by more than 0.02 Å and bond angles by up to 15°). The structural changes which are caused in glycine by esterification are discussed and some of them are interpreted in terms of hyperconjugative π-electron delocalization.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jcc.540020408
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