(E)-N-(1,3-Benzodioxol-5-yl)-1-(4-{[1-(prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)methanimine

In the title compound, C20H18N4O3, the dihedral angles between the central benzene ring and the 1H-1,2,3-triazole ring and the fused benzene ring are 65.34 (19) and 3.64 (18)°, respectively. The dioxole ring adopts a shallow envelope conformation, with the methylene C atom displaced by 0.156 (5) Å from the other four atoms (r.m.s. deviation = 0.007Å). In the crystal, the molecules are linked by C—H⋯O and C—H⋯N hydrogen bonds, generating a three-dimensional network.

In the title compound, C 20 H 18 N 4 O 3 , the dihedral angles between the central benzene ring and the 1H-1,2,3-triazole ring and the fused benzene ring are 65.34 (19) and 3.64 (18) , respectively. The dioxole ring adopts a shallow envelope conformation, with the methylene C atom displaced by 0.156 (5) Å from the other four atoms (r.m.s. deviation = 0.007Å ). In the crystal, the molecules are linked by C-HÁ Á ÁO and C-HÁ Á ÁN hydrogen bonds, generating a three-dimensional network.   Table 1 Hydrogen-bond geometry (Å , ).

Comment
Schiff bases are one of the most important mixed donor systems in coordination chemistry. They result from the condensation of primary amines with carbonyl compounds to give imines containing a C=N bond (Calligaris & Randaccio, 1987). Schiff bases are widely in use for synthetic purposes both by organic and inorganic chemists (Arora et al., 2002). They are used as biological, analytical, polymer and liquid crystalline materials (Tanaka & Shiraishi, 2000).
Also, they are used as substrate in the preparation of a large of bioactive and industrial compounds via ring closure, cycloaddition, replacement reaction, cyclization and enantioselective oxidation (Macho et al., 2004). Triazoles are also important class of heterocycles because of their varied biological activities (Singh et al., 2012). Due to their broad range of biological activities and their value as synthetic precursors for pharmaceutical compounds, 1,2,3-triazole derivatives have received increasing attention. Therefore, compound (I), which has the two mentioned features, was synthesized and its X-ray studies is reported here.

Refinement
All H atoms were plocated geometrically with C-H = 0.93 -0.97 Å, and refined using a riding model with U iso (H) = 1.2U eq (C). The absolute structure was indeterminate in the present refinement. The (120), (130) and (041) reflections were omitted owing to bad agreement.

Figure 1
The molecular structure of compound (I) with 30% probability displacement ellipsoids.

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 e.s.d.'s 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 R-factors 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.