1-(4-Methoxyphenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

In the title compound, C11H11N3O2, the dihedral angle between the central ethanone fragment and the 4-methoxyphenyl group is 2.9 (2)°, while that between the ethanone fragment and the triazole ring is 83.4 (2)°. The dihedral angle between the planes of the triazole and benzene rings is 81.7 (1)°. The 4-methoxyphenyl group is cis with respect to the ethanone fragment O atom across the exocyclic C—C bond. In the crystal, molecules are linked by C—H⋯N interactions into C(9) chains along [001].

In the title compound, C 11 H 11 N 3 O 2 , the dihedral angle between the central ethanone fragment and the 4-methoxyphenyl group is 2.9 (2) , while that between the ethanone fragment and the triazole ring is 83.4 (2) . The dihedral angle between the planes of the triazole and benzene rings is 81.7 (1) . The 4-methoxyphenyl group is cis with respect to the ethanone fragment O atom across the exocyclic C-C bond. In the crystal, molecules are linked by C-HÁ Á ÁN interactions into C(9) chains along [001].
We thank the Spanish Research Council (CSIC) for providing us with a free-of-charge license for the CSD system. MP-F thanks the Universidad de Antofagasta for PhD fellowships.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FL2306).  Fungal infections caused by pathogenic species, often characterized by high mortality rates, has been increasing over the past two decades. In the treatment of fungal infections the number of efficacious antifungal drugs is limited (Wingard & Leather, 2004). Many of the currently available drugs are toxic, produce recurrence because they are fungistatic and not fungicides or lead to the development of resistance due in part to the prolonged periods of administration of the available antifungal drugs (Lamb et al., 1999). In order to seek new antifungal agents we are preparing a series of substituted triazoles, fluconazole analogues (Emami et al., 2008).

Structure Reports Online
In this article we report the synthesis and crystal structure of the titl compound, (I). In (I), Fig. 1, the dihedral angle between the central OCC ethanone fragment and the o-methoxyphenyl group is 2.9 (2)°, while that with group triazole is 83.4 (2)°. The dihedral angle between the plane of triazole and benzene ring is 81.7 (1)°. The o-methoxyphenyl group is cis with respect to the ethanone fragment O atom across the C11-C1 bond. In the crystal molecules are linked by C-H···N interactions into chains with graph-set notation C(9) along [001] (Bernstein et al., 1995), Table 1, Fig. 2.

Refinement
All H atoms could be located by difference Fourier synthesis but were ultimately placed in calculated positions using a riding model with C-H(aromatic) = 0.95 Å, C-H(methylene) = 0.99 Å and C-H(methyl) = 0.98 Å with fixed individual displacement parameters [U iso (H) = 1.2 U eq (C) or 1.5 U eq (C methyl )]. Fig. 1. Perspective view of (I) with the atom numbering; displacement ellipsoids are at the 50% probability level (arbitrary spheres for the H atoms).   Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) 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.