Abstract

In the title compound, C19H23N3OS2, the dihedral angle between the aromatic rings is 86.80 (8)° and the tertiary amine grouping is almost planar (bond-angle sum at the N atom = 360.0°). In the crystal, pairwise N-H⋯O hydrogen bonds link the mol-ecules into inversion dimers, and O-H⋯S hydrogen bonds link the dimers into [101] chains.

Highlights

  • In the title compound, C19H23N3OS2, the dihedral angle between the aromatic rings is 86.80 (8) and the tertiary amine grouping is almost planar

  • Pairwise N—HÁ Á ÁO hydrogen bonds link the molecules into inversion dimers, and O—HÁ Á ÁS hydrogen bonds link the dimers into [101] chains

  • Schiff base ligands based on benzyl hydrazinothioate are an important class of compounds that have attracted widespread interest (Zhao et al, 2008)

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Summary

Structure description

The title compound, C19H23N3OS2, is a D––A type Schiff base with an aniline derivative as the electron-donating (D) group and a hydrazinothioic acid benzyl ester as the electron-withdrawing (A) group. Schiff base ligands based on benzyl hydrazinothioate are an important class of compounds that have attracted widespread interest (Zhao et al, 2008). The crystal structure has triclinic (P1) symmetry. The dihedral angle between the C3– C8 and C10–C15 benzene rings is 86.80 (8) and the C1—N1—N2—C9 torsion angle is À170.6 (2) (Fig. 1). This twisted conformation may effectively inhibit fluorescence quenching in the crystal by reducing – stacking between molecules. Pairwise N—HÁ Á ÁO hydrogen bonds (Table 1) generate inversion dimers featuring R22(22) loops, and O—HÁ Á ÁS hydrogen bonds link the dimers into [101] chains (Fig. 2)

DÁ Á ÁA
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