Research Article: 4-[4-(Diethyl­amino)­phen­yl]-N-methyl-3-nitro-4H-chromen-2-amine

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): J. Muthukumaran, A. Parthiban, P. Manivel, H. Surya Prakash Rao, R. Krishna.


In the title compound, C20H23N3O3, the dihydro­pyran ring adopts half-chair conformation. The chromene system makes a dihedral angle of 87.35 (5)° with the adjacent benzene ring. An intra­molecular N—H⋯O hydrogen bond generates an S(6) motif, which stabilizes the mol­ecular conformation. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds contribute to the stabilization of the packing.

Partial Text

For the biological importance of 4H-chromene derivatives, see: Cai (2007 ▶, 2008 ▶); Cai et al. (2006 ▶); Gabor (1988 ▶); Brooks (1998 ▶); Valenti et al. (1993 ▶); Hyana & Saimoto (1987 ▶); Afanti­tis et al. (2006 ▶); Tang et al. (2007 ▶). For the structures of 4H-chromene derivatives, see: Muthukumaran et al. (2011 ▶); Gayathri et al. (2006 ▶); Bhaskaran et al. (2006 ▶). For ring puckering analysis, see: Cremer & Pople (1975 ▶) and for hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).




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