Crystal structure of diethyl 3-(3-chlorophenyl)-2,2-dicyanocyclopropane-1,1-dicarboxylate

Abstract

In the racemic title compound, C17H15ClN2O4, which has been synthesized and the crystal structure of the solvent-free molecule determined, the angle between the planes of the benzene and cyclopropane rings is 54.29 (10)°. The molecular conformation is stabilized by two weak intramolecular C—H...Ocarboxyl interactions. In the crystal, C—H...O hydrogen bonds form centrosymmetric cyclic R22(10) dimers which are linked into chain substructures extending along c. Further C—H...Nnitrile hydrogen bonding, including a centrosymmetric cyclic R22(14) association, link the chain substructures, forming a two-dimensional layered structure extending across the approximate ab plane. No significant π–π or halogen–halogen intermolecular interactions are present in the crystal.

Keywords

• crystal structure
• cyclopropane derivatives
• MIRC
• phase-transfer catalysis
• crown ether