3-Amino-1-(4-fluoro-phen-yl)-8-meth-oxy-1H-benzo[f]chromene-2-carbonitrile

Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 2;69(Pt 4):o476-7. doi: 10.1107/S160053681300545X. Print 2013 Apr 1.

Abstract

The title compound, C21H15FN2O2, features an approximately planar 1H-benzo[f]chromene fused-ring system (r.m.s. deviation for the 14 non-H atoms = 0.052 Å), with the fluoro-benzene ring being almost perpendicular to this [dihedral angle = 85.30 (7) °]. The furan ring has a flattened half-chair conformation, with the methine C atom deviating by 0.132 (2) Å from the plane of the remaining atoms (r.m.s. deviation = 0.0107 Å). In the crystal, inversion dimers are formed via pairs of amine-cyano N-H⋯N hydrogen bonds. The dimers are connected into a three-dimensional architecture by C-H⋯N(cyano), C-H⋯π and π-π [inter-centroid distance = 3.6671 (10) Å] inter-actions.