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


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.

SUBMITTER: Oubair A 

PROVIDER: S-EPMC2969805 | biostudies-literature | 2009 May

REPOSITORIES: biostudies-literature

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

Oubair Ahmad A   Daran Jean-Claude JC   Fihi Rachid R   Majidi Lhou L   Azrour Mohamed M  

Acta crystallographica. Section E, Structure reports online 20090520 Pt 6


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  ...[more]

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