C–H⋯F, C–H⋯O interactions in the crystal structure of 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine

Existence and nature of C–H⋯F, C–H⋯O interactions in 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane (1) and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine (2) are discussed. In compound 1 with a linear molecule, C–H⋯F, C–H⋯O hydrogen bonds assemble adjacent molecules into the two-dimensional layers, F⋯F, O⋯F interactions connect adjacent layers into three-dimensional supramolecular networks. Owing to the inductive effect of nitro group, the C–H acidity of nitrophenyl increases and the numbers of C–H⋯F, C–H⋯O hydrogen bonds also increase, C–H⋯F, C–H⋯O interactions become stronger and more important. 1D ribbons of compound 2 are stabilized by C–H⋯F, C–H⋯O intermolecular interactions. Nonplanar tritopic molecule would demand the formation of a π⋯π packing interactions between benzene rings and pentafluorobenzene rings in 2.

► Solid state self-assembly of the compounds 1 and 2 have been investigated. ► Compound 1 showed 3D network structures controlled mainly by F⋯F, O⋯F interactions. ► Compound 2 showed 1D ribbons stabilized by C–H⋯O and C–H⋯F interactions.