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Acta Cryst. (2013). E69, o478-o479
[ doi:10.1107/S1600536813005473 ]


A.E.-G.E. Amr, A. M. El-Agrody, M. A. Al-Omar, S. W. Ng and E. R. T. Tiekink

Abstract: In the title compound, C21H15FN2O2, the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C5 plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluorobenzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supramolecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {...HNC3N}2 and eight-membered {...HNCO}2 synthons. These are connected into a three-dimensional architecture by [pi]-[pi] [intercentroid distance for centrosymmetrically related fluorobenzene rings = 3.5181 (10) Å] and C-H...[pi] interactions.

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