1-[4-Bromo-2-(trifluoromethoxy)phenyl]-3-methyl-1H-1,2,4-triazole

In the title compound, C10H7BrF3N3O, the dihedral angle between the benzene and triazole rings is 23.17 (12)° and the C atom of the –CF3 group deviates from its attached ring plane by 1.147 (3) Å. In the crystal, molecules are linked by C—H⋯N interactions, generating C(7) chains running along [010].

In the title compound, C 10 H 7 BrF 3 N 3 O, the dihedral angle between the benzene and triazole rings is 23.17 (12) and the C atom of the -CF 3 group deviates from its attached ring plane by 1.147 (3) Å . In the crystal, molecules are linked by C-HÁ Á ÁN interactions, generating C(7) chains running along [010].
Supporting information for this paper is available from the IUCr electronic archives (Reference: HB7221).

Introduction
1,2,4-triazole containing ring system have been incorporated into a wide variety of therapeutically interesting drug candidates including anti-inflammatory, CNS stimulants sedatives, antibacterial (Gabriela et al., 2009, Palekar et al., 2009, antiviral (Upmanyu et al., 2006), antimicrobial agents (Badr et al., 2011) and antimycotic activity such as fluconazole, intraconazole and voriconazole (Haber et al., 2001). The search for new agent is one of the most challenging tasks to a medicinal chemist. The synthesis of high nitrogen containing heterocyclic systems has been attracting increasing interest over the past decade because of their utility in various applications. In recent years, the chemistry of triazoles and their fused heterocyclic derivatives has received considerable attention owing to their synthetic and effective biological importance. The presence of three nitrogen hetero-atoms in five membered ring system defines an interesting class of compounds. Keeping this in mind, we synthesized the title compound to study its crystal structure.
The mixture was stirred at room temperature for 30 minutes. Completion of the reaction was monitored by TLC. The reaction mixture was poured to 100g of crushed ice and the separated solid was filtered off and dried under vaccum.
Single crystals of the title compound were obtained from hexane-ethyl acetate (1:1 v/v) solvent system.

Refinement
Crystal data, data collection and structure refinement details are summarized in Table 1.

Results and discussion
In the title compound, C 10 H 7 BrF 3 N 3 O, the dihedral angle between the two planes defined by the benzene ring and the triazole ring is 23.17 (12)°. In the crystal structure, the molecules are linked to one another through C2-H2···N3 interactions generating zig zag C(7) chains running along [010].

Refinement
The H atoms were positioned with idealized geometry using a riding model with C-H = 0.93-0.96 Å. The isotropic displacement parameters for all H atoms were set to 1.2-1.5 times U eq (Carbon).  Molecular structure of the title compound, showing displacement ellipsoids drawn at the 50% probability level.

Figure 2
Linking of molecules in the crystal structure through C-H···N interactions into C(7) chains. where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.001 Δρ max = 0.41 e Å −3 Δρ min = −0.68 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.0045 (16) Special details Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. 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 > 2σ(F 2 ) is used only for calculating R-factors(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.