4-Benzyl-6-p-tolyl-pyridazin-3(2H)-one

Acta Crystallogr Sect E Struct Rep Online. 2009 May 20;65(Pt 6):o1350-1. doi: 10.1107/S1600536809018376.

Abstract

The title compound, C(18)H(16)N(2)O, is a new dihydro-pyridazin-3(2H)-one derivative synthesized in one step by condensation of α-benzyl-idene-γ-tolyl-butenolide with hydrazine. The mol-ecule is not planar; the tolyl and pyridazine rings are twisted with respect to each other making a dihedral angle of 27.35 (9)° and the benzyl ring is nearly perpendicular to the pyridazine ring with a dihedral angle of 85.24 (5)°. In the crystal structure, inversion dimers arise, being linked by pairs of N-H⋯O hydrogen bonds. Weak C-H⋯O hydrogen bonds and weak offset π-π stacking stabilize the packing. The π-π stacking occurs between the pyridazine rings of symmetry-related mol-ecules, with a centroid-centroid distance of 3.748 Å, an inter-planar distance of 3.605 Å and a slippage of 1.024 Å.