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

In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) 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...

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Detalles Bibliográficos
Autores principales: Amr, Abd El-Galil E., El-Agrody, Ahmed M., Al-Omar, Mohamed A., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629516/
https://www.ncbi.nlm.nih.gov/pubmed/23634034
http://dx.doi.org/10.1107/S1600536813005473
Descripción
Sumario:In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) 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 {⋯HNC(3)N}(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.