5-(4-Chlorophenyl)-3-(2-furyl)-1,2,4-triazolo[3,4-a]isoquinoline

In the title molecule, C20H12ClN3O, the triazoloisoquinoline ring system is nearly planar, with an r.m.s. deviation of 0.018 (3) Å and a maximum deviation of 0.034 (3) Å from the mean plane for the triazole ring C atom which is bonded to the benzene ring. The furan and benzene rings are twisted by 59.71 (14) and 66.95 (10)°, respectively, with respect to the mean plane of the triazoloisoquinoline ring system. The molecular conformation is stabilized by an intramolecular π–π interaction [centroid-to-centroid distance = 3.5262 (18) Å]. The crystal packing is stabilized by weak C—H⋯π interactions and weak π–π interactions [centroid-to-centroid distance = 3.9431 (17) Å].

In the title molecule, C 20 H 12 ClN 3 O, the triazoloisoquinoline ring system is nearly planar, with an r.m.s. deviation of 0.018 (3) Å and a maximum deviation of 0.034 (3) Å from the mean plane for the triazole ring C atom which is bonded to the benzene ring. The furan and benzene rings are twisted by 59.71 (14) and 66.95 (10) , respectively, with respect to the mean plane of the triazoloisoquinoline ring system. The molecular conformation is stabilized by an intramolecularinteraction [centroid-to-centroid distance = 3.5262 (18) Å ]. The crystal packing is stabilized by weak C-HÁ Á Á interactions and weakinteractions [centroid-to-centroid distance = 3.9431 (17) Å ].

Related literature
For a related crystal structure, see: Khan et al. (2010).
Cg2 is the centroid of the N1-N3/C1/C16 ring.  (Khan et al., 2010), we focused on synthesis of the title compound and its crystal structure is reported in this article.

Refinement
H atoms were placed in calculated positions with C-H = 0.93 Å and were included in the refinement in the riding model approximation, with U iso (H) = 1.2U eq (C).

Special details
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted Rfactors wR and all goodnesses of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.