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. 2013 Oct 23;69(Pt 11):o1680-1.
doi: 10.1107/S160053681302802X.

3-(1,3-Di-phenyl-propan-2-yl)-4-methyl-6-phenyl-isoxazolo[3,4-d]pyridazin-7(6H)-one

Charles F Campana  1 , Joseph Mirzaei  2 , Chris Koerner  2 , Christina Gates  2 , Nicholas R Natale  2
Affiliations

3-(1,3-Di-phenyl-propan-2-yl)-4-methyl-6-phenyl-isoxazolo[3,4-d]pyridazin-7(6H)-one

Charles F Campana et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C27H23N3O2, the geminal benzyl groups branching out from the methine adjacent to the isoxazole group are both syn-oriented to the methyl group of the pyridazinone moiety, as reflected by C-C distances of 3.812 (2) and 4.369 (2) Å between the methyl carbon and the nearest ring carbon of each benzyl group. This kind of conformation is retained in CDCl3 solution, as evidenced by distinct phenyl-shielding effects on the (1)H NMR signals of the methyl H atoms. The isoxazolo[3,4-d]pyridazin ring system is virtually planar (r.m.s. deviation from planarity = 0.031 Å), but the N-bonded phenyl group is inclined to the former by an ring-ring angle of 55.05 (3)°. In the crystal, the T-shaped mol-ecules are arranged in an inter-locked fashion, forming rod-like assemblies along [10-1]. The mol-ecules are held together by unremarkable weak C-H⋯N, C-H⋯O and C-H⋯π inter-actions (C-O,N,C > 3.4 A), while significant π-π-stacking inter-actions are absent.

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Figures

Fig. 1.
Fig. 1.
Molecular structure of the title compound, with H atoms represented by small spheres of arbitrary radius and displacement ellipsoids at the 50% probability level.
Fig. 2.
Fig. 2.
Benzylation of 3-methyl-4-methyl-6-phenylisoxazolo[3,4-d]pyridazin-7(6H)-one as precursor to give the title compound.
Fig. 3.
Fig. 3.
The unit cell of the title compound.
See this image and copyright information in PMC

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