Crystal structure of fenpropathrin

Abstract

In the title compound [systematic name: cyano-(3-phen-oxy-phen-yl)methyl 2,2,3,3-tetra-methyl-cyclo-propane-carboxyl-ate], C22H23NO3, which is the pyrethroid insecticide fenpropathrin, the dihedral angle between the cyclo-propane ring plane and the carboxyl-ate group plane is 88.25 (11)°. The dihedral angle between the benzene and phenyl rings in the phen-oxy-benzyl group is 82.99 (4)°. In the crystal, C-H⋯N hydrogen bonds and weak C-H⋯π inter-actions link adjacent mol-ecules, forming loop chains along the b-axis direction.

Keywords: C—H⋯π inter­actions; crystal structure; cyclo­propane­carboxyl­ate; fenpropathrin; pyrethroid insecticide.

Fig. 1.

The asymmetric unit of the title compound with the atom numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms are shown as small spheres of arbitrary radius.

Fig. 2.

Crystal packing of the title compound with C—H···N hydrogen bonds and weak intermolecular C—H···π interactions are shown as dashed lines. H atoms bonded to C atoms have been omitted for clarity, except H atoms of interactions.