Crystal structure of 4-hy-droxy-3-meth-oxy-benzaldehyde 4-methyl-thio-semi-carbazone methanol monosolvate.

Adriano Bof De Oliveira,Bárbara Regina Santos Feitosa,Johannes Beck,Christian Landvogt

doi:10.1107/s2056989015007227

Adriano Bof De Oliveira, Bárbara Regina Santos Feitosa + Show 2 more

Open Access

https://doi.org/10.1107/s2056989015007227

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Abstract

In the title solvate, C15H15N3O2S·CH3OH, the thiosemicarbazone molecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) Å and the dihedral angle between the aromatic rings is 9.83 (8)°. This conformation is supported by an intramolecular N—H⋯N hydrogen bond. In the crystal, the thiosemicarbazone molecules are linked into dimers by pairs of N—H⋯S hydrogen bonds, thereby generating R 2 2(8) loops. The methanol solvent molecule bonds to the thiosemicarbazone molecule through a bifurcated O—H⋯(O,O) hydrogen bond and also accepts an O—H⋯O link from the thiosemicarbazone molecule. Together, these links generate a three-dimensional network.

Highlights

In the title solvate, C15H15N3O2SCH3OH, the thiosemicarbazone molecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) Å and the dihedral angle between the aromatic rings is 9.83 (8)
Concerning our on-going research on the supramolecular chemistry of thiosemicarbazone derivatives from natural products, we report the synthesis and structure of the 4-hydroxy-3-methoxybenzaldehyde 4-phenylthiosemicarbazone methanol monosolvate, a thiosemicarbazone derivative from vanillin
The dimers are linked into a three dimensional hydrogen bonded network through the methanol molecules by the O1—H15···O3, O3—H19···O2 and O3—H19···O1 hydrogen interactions (Fig. 2)

Summary

Introduction

C15H15N3O2SCH3OH, the thiosemicarbazone molecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) Å and the dihedral angle between the aromatic rings is 9.83 (8). The thiosemicarbazone molecules are linked into dimers by pairs of N—H S The methanol solvent molecule bonds to the thiosemicarbazone molecule through a bifurcated O—H (O,O) hydrogen bond and accepts an O—H O link from the thiosemicarbazone molecule. All H-atom parameters refined max = 0.21 e Å3

Results

Conclusion