Crystal structure of (2E)-N-methyl-2-(2-oxo-1,2-di-hydroacenaphthylen-1-ylidene)hydrazinecarbo-thioamide

Acta Crystallogr Sect E Struct Rep Online. 2014 Oct 24;70(Pt 11):415-7. doi: 10.1107/S1600536814023216. eCollection 2014 Nov 1.

Abstract

In the title compound, C14H11N3OS, the ace-naphthyl-ene ring system and hydrazinecarbo-thio-amide unit (=N-NH-C=S-NH-) are essentially coplanar [with maximum deviations from their mean planes of -0.009 (2) and 0.033 (2) Å, respectively], and make a dihedral angle of 1.59 (9)°. The mol-ecular conformation is stabilized by two weak intra-molecular hydrogen bonds (N-H⋯O and N-H⋯N), which generate S(6) and S(5) ring motifs. In the crystal, mol-ecules are linked by N-H⋯S hydrogen bonds, forming chains along [010]. The chains are linked via pairs of C-H⋯O hydrogen bonds, enclosing R (2) 2(10) ring motifs, and C-H⋯π inter-actions, forming a three-dimensional framework. The absolute structure of the title compound was determined by resonant scattering.

Keywords: C—H⋯π inter­actions; ace­naphthyl­ene; crystal structure; hydrazinecarbo­thio­amide; hydrogen bonding; thio­semicarbazones.