1,1′-(Ethane-1,2-diyl)bis[3-(4-chlorobenzoyl)thiourea]

Abstract

The title compound, C18H16Cl2N4O2S2, consists of two benzoylthioureido groups connected by an ethylene group. The asymmetric unit consists of one half of the molecule which lies about an inversion center. Both thiourea moieties maintain theirtransgeometry. The structure is stabilized by intermolecular N—H...S hydrogen bonds that form chains along theb-axis direction.

Crystal structure ofN,N′-[(ethane-1,2-diyl)bis(azanediylcarbonothioyl)]bis(benzamide)

“…The dihedral angle between this plane and that of the benzene ring (r.m.s. deviation = 0.006 Å ) is 26.97 (5) versus ca 34 when the benzene ring is chlorinated (Abusaadiya et al, 2016). As regularly noticed with carbonylurea derivatives, the molecule also forms intramolecular N1-H1 hydrogen bonds between the carbonyl O and thioamide H atoms producing S(6) rings (N1-H1Á Á ÁO1, Table 1).…”

“…Reflecting the interest in compounds similar to the title compound, no less than 35 associated structures are included in the Cambridge Structural Database (Version 5.38; Groom et al, 2016). The match APALEK (Abusaadiya et al, 2016) is the most similar structure to the title compound, the only difference being the substitution of the phenyl ring on the C3 position by a Cl atom. In both cases, the benzoyl functions of each thiourea subunit are trans with respect to the thiono S atom across the C-N bond.…”