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3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile

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Author(s): Abd El-Galil E. Amr | Ahmed M. El-Agrody | Mohamed A. Al-Omar | Seik Weng Ng | Edward R. T. Tiekink

Journal: Acta Crystallographica Section E
ISSN 1600-5368

Volume: 69;
Issue: 4;
Start page: o478;
Date: 2013;
Original page

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 π–π [intercentroid distance for centrosymmetrically related fluorobenzene rings = 3.5181 (10) Å] and C—H...π interactions.

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