Research Article: 4-(4-Chloro­phen­yl)-3-cyano-7-(4-meth­oxy­phen­yl)-5-oxo-5,6,7,8-tetra­hydro-4H-chromen-2-aminium methano­late

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Rong Sun, Ke Wang, Dong-Dong Wu, Wei Huang, Yang-Bing Ou.


In the cation of the title organic ion pair compound, C23H20ClN2O3+·CH3O−, the cyclo­hexyl ring shows a half-boat conformation and the dihedral angles between two benzene rings and the pyran ring are 83.14 (7) and 73.18 (9)°. In the crystal, centrosymmetrically related cations are linked into a dimer by pairs of N—H⋯N hydrogen bonds, generating an R22(12) ring motif. The anion inter­acts with the dimer through an N—H⋯O hydrogen bond. π–π inter­actions between pyran rings of adjacent dimers, with a centroid–centroid distance of 3.861 (2) Å, are also observed.

Partial Text

For background to chromene and its derivatives, see: Geen et al. (1996 ▶); Ercole et al. (2009 ▶); Takakazu et al. (2001 ▶). For the synthesis, see: Wen et al. (2006 ▶); Kidwai et al. (2005 ▶).