Abstract
The title compound crystallizes in the orthorhombic space group P212121, withZ=4,a=6.068(1)A,b=10.922(1)A, andc=21.713(2)A. The compound is the chiral ligand of a copper complex used as an enantioselective catalyst. It crystallizes from methanol in the keto-enamine form, though the enol-imine isomer predominates in the solution. Most N-salicylideneamines studied by X-ray are enol-imines. The two tautomeric forms may interchange through anintramolecular hydrogen bond and the distances between non-H atoms in the resulting cyclic −O−H...N=C−C=C- or −C=O...H−N−C=C- fragment may be misleading, so that H atom position is the crucial factor for determination of the proper tautomeric form.
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