2-({1-[2-(Methylsulfanyl)phenyl]-1H-tetrazol-5-yl}sulfanyl)acetic acid

In the title compound, C10H10N4O2S2, the tetrazole and benzene rings are almost normal to one another, with a dihedral angle between their planes of 84.33 (9)°. In the crystal, molecules are linked via pairs of bifurcated O—H⋯(N,N) hydrogen bonds, forming inversion dimers with graph-set motif R 4 4(12). The dimers are linked by significant π–π interactions involving inversion-related tetrazole rings and inversion-related benzene rings, with centroid–centroid distances of 3.7376 (14) and 3.8444 (15) Å, respectively.

In the title compound, C 10 H 10 N 4 O 2 S 2 , the tetrazole and benzene rings are almost normal to one another, with a dihedral angle between their planes of 84.33 (9) . In the crystal, molecules are linked via pairs of bifurcated O-HÁ Á Á(N,N) hydrogen bonds, forming inversion dimers with graph-set motif R 4 4 (12). The dimers are linked by significantinteractions involving inversion-related tetrazole rings and inversion-related benzene rings, with centroid-centroid distances of 3.7376 (14) and 3.8444 (15) Å , respectively.

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Acta Cryst. The title acid is a screening molecule available in the ZINC database (Irwin et al., 2012) among the 'drugs-now′ subset.
This molecule has been identified as a PPAR gamma ligand candidate in a virtual screening study. The peroxisome proliferator-activated receptors, isoform gamma, are a transcription factors whom regulating the genes expression (Nolte et al., 1998). The binding was further confirmed in experimental binding assays (Mafud et al., 2013). Since tetrazoles are already known to have glucose lowering effects in vivo (Kees et al., 1989), in this virtual screening we chose some different representative molecules to evaluate the affinities and the extent of receptor activation. We report herein on the crystal structure of the title compound.
The molecular structure of the title molecule is illustrated in Fig. 1. The tetrazole and phenyl rings are almost normal to one another with a dihedral angle of 84.33 (9)°.

Experimental
A yellow prism-like crystal of the title compound was selected from the sample as supplied (ChemBridge Corporation) without recrystallization.

Refinement
The hydroxyl H atom was located in a difference Fourier map and refined with U iso (H) = 1.5U eq (O). The C-bound Hatoms were included in calculated positions and treated as riding atoms: C-H = 0.93, 0.96 and 0.97 Å, for CH, CH 3 and CH 2 H atoms, respectively, with U iso (H) = 1.5U eq (C) for methyl H atoms and = 1.2U eq (C) for other H atoms.

Figure 1
A view of the molecular structure of the title molecule, with atom labelling. The displacement ellipsoids are drawn at the 50% probability level.

Figure 2
A view of the crystal packing of the title compound, illustrating the O-H···N hydrogen bonds (dashed lines; see Table 1 for details) and the π-π interactions (red ball = ring centroid).