4-Bromo-N-(di-n-propyl­carbamothioyl)­benzamide

The synthesis of the title compound, C(14)H(19)BrN(2)OS, involves the reaction of 4-bromo­benzoyl chloride with potassium thio­cyanate in acetone followed by condensation of the resulting 4-bromo­benzoyl isothio­cyanate with di-n-propyl­amine. Typical thio­urea carbonyl and thio­carbonyl double bonds, as well as shortened C—N bonds, are observed in the title compound. The short C—N bond lengths in the centre of the mol­ecule reveal the effects of resonance in this part of the mol­ecule. The asymmetric unit of the title compound contains two crystallographically independent mol­ecules, A and B. There is very little difference between the bond lengths and angles of these mol­ecules. In mol­ecule B, one di-n-propyl group is twisted in a −anti­periplanar conformation with C—C—C—H = −179.1 (3)° and the other adopts a −synclinal conformation with C—C—C—H = −56.7 (4)°; in mol­ecule A the two di-n-propyl groups are twisted in + and −anti­periplanar conformations, with C—C—C—H = −179.9 (3) and 178.2 (3)°, respectively. In the crystal, the mol­ecules are linked into dimeric pairs via pairs of N—H⋯S hydrogen bonds.