2-Methyl-N-[(3-methyl-2-pyridyl)carbamothioyl]benzamide

In the title compound, C15H15N3OS, the thiourea group is stabilized by an intramolecular hydrogen bond between the carbonyl O atom and the thioamide group. A C—H⋯N intramolecular hydrogen bond is also present. Molecules are linked by intermolecular N—H⋯O and C—H⋯S hydrogen bonds.

In the title compound, C 15 H 15 N 3 OS, the thiourea group is stabilized by an intramolecular hydrogen bond between the carbonyl O atom and the thioamide group. A C-HÁ Á ÁN intramolecular hydrogen bond is also present. Molecules are linked by intermolecular N-HÁ Á ÁO and C-HÁ Á ÁS hydrogen bonds.
The solution was filtered and left to evaporate at room temperature. The colourless crystals obtained after a few days, was found suitable for X-ray investigations. The yield was 85% and the melting point is 412.3-413.8 K.

Refinement
H atoms on the C of methyl, phenyl and pyridine were positioned geomatrically with C-H=0.96 Å and 0.93 Å respectively and constrained to ride on their parent atoms with U iso (H)= 1.2U eq (CH) and 1.5U eq (CH 3 ). The hydrogen atoms attached to the amino nitrogen atoms were located from the difference Fourier map and refined isotropically. Fig. 1. The molecular Structure of (1) with displacement ellipsoids drawn at 50% probability level.The dashed lines indicates the intramolecular hydrogen bonds.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'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 > 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.