N-[4-Acetyl-5-(4-fluorophenyl)-4,5-dihydro-1,3,4-thiadiazol-2-yl]acetamide

The title molecule, C12H12FN3O2S, shows a short intramolecular S⋯O contact of 2.682 (18) Å. The dihedral angle between the thiadiazole ring and the benzene ring is 86.82 (11)°. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds generate an R 2 1(6) graph-set motif between adjacent molecules. Pairs of futher C—H⋯O hydrogen bonds form inversion dimers with R 2 2(8) ring motifs. These combine to generate a three-dimensional network and stack the molecules along the b axis.

The title molecule, C 12 H 12 FN 3 O 2 S, shows a short intramolecular SÁ Á ÁO contact of 2.682 (18) Å . The dihedral angle between the thiadiazole ring and the benzene ring is 86.82 (11) . In the crystal, N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds generate an R 2 1 (6) graph-set motif between adjacent molecules. Pairs of futher C-HÁ Á ÁO hydrogen bonds form inversion dimers with R 2 2 (8) ring motifs. These combine to generate a three-dimensional network and stack the molecules along the b axis.

Devarajegowda
Comment 1,3,4-Thiadiazole derivatives are of great importance to chemists as well as biologists as they are found in a large variety of naturally occurring compounds and also pharmacologically potent molecules. These derivatives are known to exhibit a broad spectrum of activities including antiproliferative, antituberculosis, anti-inflammatory, anticancer and antimicrobial activities Kumar et al., 2012;Oruç et al., 2004;Kadi et al., 2007;Noolvi et al., 2011;Marganakop et al., 2012).

Refinement
All H atoms were positioned at calculated positions, N-H = 0.86 Å, C-H = 0.93 Å for aromatic H, C-H = 0.98 Å for methine H and C-H = 0.96 Å for methyl H and refined using a riding model with U iso (H) = 1.5U eq (C) for methyl H and U iso (H) = 1.2U eq (C, N) for aromatic, methine and amide H.

Figure 1
The molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen atoms are shown as spheres of arbitrary radius.

Figure 2
Packing of the molecule in the unit cell.

N-[4-Acetyl-5-(4-fluorophenyl)-4,5-dihydro-1,3,4-thiadiazol-2-yl]acetamide
Crystal data 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. 0.0464 (10) 0.0272 (9) 0.0352 (9) 0.0023 (7) 0.0055 (7) −0.0024 (7) N7 0.0465 (10) 0.0263 (9) 0.0373 (9) 0.0032 (7) 0.0038 (7) −0.0032 (7)