Synthesis and Molecular Structure of (E)-Methyl 3-(2-Hydroxyphenyl)-2-(Piperidine-1-Carbonyl) Acrylate Stabilized by Hydrogen Bonding and C-H…π Interactions
Imtiaz Khan, Aliya Ibrar, Bhajan Lal, Ataf Ali Altaf, Jonathan M. White
Physical Science International Journal · pp. 666–673 · Published 3 Aug 2013
Abstract
The crystal and molecular structure of (E)-methyl 3-(2-hydroxyphenyl)-2-(piperidine-1-carbonyl)acrylate, synthesized by one-pot three component reaction of salicylaldehyde, diethyl malonate and piperidine, has been reported. The title compound 4 crystallizes from a mixture of petroleum ether/ethyl acetate in the monoclinic space group P21/n with lattice parameters a = 8.0099(3) Å, b = 19.6227(7) Å, c = 9.6322(4) Å, β = 107.004(4)°, V = 1447.77(10) Å3 and Z = 4. The molecules of the target compound 4 form H-bonded dimers in the crystal lattice. These dimers are held together by C-H…π interactions, between the piperidine equatorial α-hydrogen and the aromatic ring and C-H…O interactions between the axial α-piperidine hydrogen and the hydroxyl oxygen.
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