(E)-4-{[(3-Propyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-4-yl)imino]methyl}-3-(p-tolyl)-1,2,3-oxadiazol-3-ium-5-olate

Hoong-Kun Fun,Nithinchandra Nithinchandra,Balakrishna Kalluraya,Ching Kheng Quah

doi:10.1107/s1600536811037287

Hoong-Kun Fun, Nithinchandra Nithinchandra + Show 2 more

Open Access

https://doi.org/10.1107/s1600536811037287

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Abstract

The title compound, C15H16N6O2S, exists in a trans configuration with respect to the acyclic N=C bond. The 1,2,3-oxadiazol-3-ium ring makes dihedral angles of 10.59 (8) and 73.94 (8)°, respectively, with the 1,2,4-triazole and benzene rings. The molecular structure is stabilized by an intramolecular C—H⋯S hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked into inversion dimers by pairs of intermolecular N—H⋯S hydrogen bonds, generating eight-membered R 2 2(8) ring motifs. The dimers are further connected by C—H⋯O hydrogen bonds, forming a sheet parallel to the bc plane. The ethyl group is disordered over two sets of sites with occupancies of 0.744 (7) and 0.256 (7).

Highlights

The title compound, C15H16N6O2S, exists in a trans configuration with respect to the acyclic N C bond
The molecular structure is stabilized by an intramolecular C—H S hydrogen bond, which generates an S(6)
Molecules are linked into inversion dimers by pairs of intermolecular N—H S hydrogen bonds, generating eight-membered R22(8) ring motifs

Summary

Structure Reports

Key indicators: single-crystal X-ray study; T = 296 K; mean (C–C) = 0.003 Å; disorder in main residue; R factor = 0.039; wR factor = 0.123; data-to-parameter ratio = 20.6. The title compound, C15H16N6O2S, exists in a trans configuration with respect to the acyclic N C bond. 73.94 (8) , respectively, with the 1,2,4-triazole and benzene rings. The molecular structure is stabilized by an intramolecular C—H S hydrogen bond, which generates an S(6). Molecules are linked into inversion dimers by pairs of intermolecular N—H S hydrogen bonds, generating eight-membered R22(8) ring motifs. The dimers are further connected by C—H O hydrogen bonds, forming a sheet parallel to the bc plane. The ethyl group is disordered over two sets of sites with occupancies of 0.744 (7) and

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