Research Article: Diethyl 2,6-dimethyl-4-(5-phenyl-1H-pyrazol-4-yl)-1,4-dihydro­pyridine-3,5-dicarboxyl­ate

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Chin Wei Ooi, Shridhar Malladi, K. N. Shivananda, Arun M. Isloor.


In the title compound, C22H25N3O4, the dihydro­pyridine ring adopts a flattened boat conformation. The pyrazole ring makes a dihedral angle of 29.04 (5)° with the benzene ring. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond which generates an S(9) ring motif. In the crystal, mol­ecules are linked via N—H⋯O and C—H⋯N hydrogen bonds into a two-dimensional network parallel to the ab plane. The crystal structure is further consolidated by weak C—H⋯π inter­actions.

Partial Text

For details and applications of dihydro­pyridine, see: Stout & Meyers (1982 ▶); Böcker & Guengerich (1986 ▶); Vo et al. (1995 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For ring conformation, see: Cremer & Pople (1975 ▶). For a related structure, see: Fun et al. (2011 ▶). For bond-length data, see: Allen et al. (1987 ▶). For the stability of the temperature controller used for data collection, see: Cosier & Glazer (1986 ▶).