Abstract
In the title compound, C15H15N3O2S, the central C—N—N—C unit has an anti conformation [torsion angle = −170.17 (15)°]. The phenyl substituent is oriented perpendicular to this unit [dihedral angle of 89.2 (1)°], whereas the substituted ring is rotated out of this plane by only 18.86 (17)°. In the crystal, molecules are linked by pairs of N—H⋯S hydrogen bonds into inversion dimers that are further connected via N—H⋯O and O—H⋯S hydrogen bonds into a three-dimensional network.
Highlights
In the title compound, C15H15N3O2S, the central C—N—N—C unit has an anti conformation [torsion angle = À170.17 (15)]
The phenyl substituent is oriented perpendicular to this unit [dihedral angle of 89.2 (1)], whereas the substituted ring is rotated out of this plane by only 18.86 (17)
Molecules are linked by pairs of N—HÁ Á ÁS hydrogen bonds into inversion dimers that are further connected via N— HÁ Á ÁO and O—HÁ Á ÁS hydrogen bonds into a three-dimensional network
Summary
Key indicators: single-crystal X-ray study; T = 200 K; mean (C–C) = 0.002 A; R factor = 0.034; wR factor = 0.083; data-to-parameter ratio = 14.6. C15H15N3O2S, the central C—N—N—C unit has an anti conformation [torsion angle = À170.17 (15)]. The phenyl substituent is oriented perpendicular to this unit [dihedral angle of 89.2 (1)], whereas the substituted ring is rotated out of this plane by only 18.86 (17). Molecules are linked by pairs of N—HÁ Á ÁS hydrogen bonds into inversion dimers that are further connected via N— HÁ Á ÁO and O—HÁ Á ÁS hydrogen bonds into a three-dimensional network. Related literature For the synthesis and biological applications of thiosemicarbazone derivatives, see: Lovejoy & Richardson (2008). For one of the first reports on the synthesis of thiosemicarbazone derivatives, see: Freund & Schander (1902).
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