Crystal structure and C-H center dot center dot center dot F hydrogen bonding in the fluorinated bis-benzoxazine: 3,3 '-(ethane1,2-diyl) bis(6-fluoro-3,4-dihydro-2H-1,3-benzoxazine)

The title fluorinated bisbenzoxazine, C18H18F2N2O2, crystallizes with one half-molecule in the asymmetric unit, which is completed by inversion symmetry. The fused oxazine ring adopts an approximately half-chair conformation. The two benzoxazine rings are oriented anti to one another around the central C-C bond. The dominant intermolecular interaction in the crystal structure is a CH center dot center dot center dot F hydrogen bond between the Fatoms and the axial H atoms of the OCH2N methylene group in the oxazine rings of neighbouring molecules. C-H center dot center dot center dot pi contacts further stabilize the crystal packing.