J. Mol. Struct. 920, 323-326 (2009)

Doi: 10.1016/j.molstruc.2008.11.027

A theoretical and experimental NMR study of (+)-biotin methyl ester

The structure in solution and in the solid state of (+)-biotin methyl ester is discussed based on NMR chemical shifts measured in CDCl3solution and in the solid state together with GIAO calculations at the B3LYP/6-311++G∗∗ theoretical level. In the solid state, only the extended conformation exists while in CDCl3solution a small amount of a IMHB conformation is present in a fast dynamic equilibrium with the preceding one. The HB involves the Cdouble bond; length as m-dashO oxygen atom of the ester.