Journal of Crystallographic and Spectroscopic Research p. 1 - 8 (1991)
Update date:2022-08-02
Topics:
Kozerski, L.
Kawecki, R.
Urbanczyk-Lipkowska, Z.
Krajewski, J.W.
Gluzinski, P.
The structure of the title compound has been investigated in the solid state and in solution by X-ray and NMR-NOE methods, respectively.The crystals are monoclinic: P21/c, a = 9.828(1), b = 12.326(2), c = 13.976(2) Angstroem, β = 107.36(1) deg.The structure was solved by direct methods, and refined against 2495 unique reflections by a full-matrix, least-squares procedure giving R = 0.046.In the solid state the compound exists as the E isomer with unlike relative configurations on asymmetric atoms.In solution the compound is found as a mixture of a single enamine and two imine forms.The MM calculations suggest that of the two possible geometrical isomers of both diastereoisomers u and l of the enamine, the Z forms should be of lower energy.The total recognition of the homonuclear 1H NMR-NOE data interpreted in terms of their distance dependence in the two geometrical forms also favors the Z isomer in both diastereomers.
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