Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate

Abstract

In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene–carboxyl C—H...O hydrogen bond. Weak intermolecular C—H...O hydrogen bonds form inversion dimers [graph set R22(16)] which are linked into chains extending along a. Further C—H...O hydrogen bonding extends the structure along b through cyclic R22(10) motifs. Although no π–π aromatic ring interactions are present in the structure, C—H...π ring interactions across c generate an overall three-dimensional supramolecular structure.

Keywords

• crystal structure
• phenylpropyl malonate
• phase-transfer reaction
• crown ether catalyst
• hydrogen bonding
• C—H...π ring interactions