Crystal structure of ethyl N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-di-hydro-1H-pyrazol-4-yl)carbamate

Acta Crystallogr E Crystallogr Commun. 2015 Mar 28;71(Pt 4):o267. doi: 10.1107/S2056989015006106. eCollection 2015 Apr 1.

Abstract

In the title compound, C14H17N3O3, the dihedral angle between the benzene ring and the five-membered di-hydro-pyrazole ring is 52.26 (9)°. The ethyl ester group is approximately planar (r.m.s. deviation 0.0568 Å) and subtends an angle 67.73 (8)° to the pyrazole ring. In the crystal, molecules are linked by pairs of N-H⋯O hydrogen bonds, forming inversion dimers with an R 2 (2)(10) ring motif. Weaker C-H⋯O contacts link these dimers into a three-dimensional network of mol-ecules stacked along the a-axis direction. Offset π-π stacking inter-actions between the benzene rings [centroid-to-centroid distance = 3.8832 (12) Å] further stabilize the crystal packing.

Keywords: carbamate; crystal structure; di­hydro­pyrazole; ethyl ester; hydrogen bonding; π–π stacking inter­actions.