2-(Benzo[d]thiazol-2-ylsulfanyl)-N-(6-methyl-2-pyridyl)acetamide

In the title compound, C15H13N3OS2, the pyridine ring and the benzo[d]thiazole unit subtend a dihedral angle of 57.7 (2)°. The length of the Csp 2—S bond [1.7462 (17) Å] is significantly shorter than that of the Csp 3—S bond [1.8133 (18) Å]. The crystal structure is stabilized by intramolecular N—H⋯N and intermolecular C—H⋯O and C—H⋯N hydrogen-bond interactions. Furthermore, C—H⋯π interactions stabilize the crystal packing.

In the title compound, C 15 H 13 N 3 OS 2 , the pyridine ring and the benzo[d]thiazole unit subtend a dihedral angle of 57.7 (2) . The length of the C sp 2 -S bond [1.7462 (17) Å ] is significantly shorter than that of the C sp 3 -S bond [1.8133 (18) Å ]. The crystal structure is stabilized by intramolecular N-HÁ Á ÁN and intermolecular C-HÁ Á ÁO and C-HÁ Á ÁN hydrogen-bond interactions. Furthermore, C-HÁ Á Á interactions stabilize the crystal packing.
The molecular structure of (I) and the atom-numbering scheme are shown in Fig. 1 (Gao et al., 2007). The crystal structure is stabilized by the intramolecular N-H···N and intermolecular C-H···O and C-H···N hydrogen bond interactions. Furthermore, C-H···π interactions stabilize the crystal packing (Table 1).

Experimental
The title compound was synthesized by the reaction of from the benzo[d]thiazole-2-thiol with 6-methylpyridine carbamic chloride in the refluxing ethanol. Crystals of (I) suitable for single-crystal X-ray analysis were grown by slow evaporation of a solution in chloroform/acetone.

Refinement
The H atom attached to N atom was located in a different density map and the atomic coordinates allowed to refine freely.
Other H atoms were positioned geometrically and refined as riding (C-H = 0.95-0.99 Å) and allowed to ride on their parent atoms, with U iso (H) =1.2U eq (parent) or 1.5U eq (parent).  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.