Crystal structure of 4-hydroxy-3-meth-oxybenzaldehyde 4-methylthiosemi-carbazone methanol monosolvate

Adriano Bof De Oliveira; Johannes Beck; Christian Landvogt; Barbara Regina Santos Feitosa; W. T A Harrison

doi:10.1107/S2056989015007227

Crystal structure of 4-hydroxy-3-meth-oxybenzaldehyde 4-methylthiosemi-carbazone methanol monosolvate

Adriano Bof De Oliveira^*, Johannes Beck, Christian Landvogt, Barbara Regina Santos Feitosa, W. T A Harrison (Editor)

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

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Abstract

In the title solvate, C₁₅H₁₅N₃O₂S·CH₃OH, the thio-semicarbazone 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 R²₂(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.

Original language	English
Pages (from-to)	o313-o314
Number of pages	2
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	71
Issue number	5
Early online date	18 Apr 2015
DOIs	https://doi.org/10.1107/S2056989015007227
Publication status	Published - 1 May 2015

Keywords

Bifurcated hydrogen bond
Crystal structure
Thiosemicarbazone derivative from natural product (vanillin)

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10.1107/S2056989015007227Licence: CC BY

Crystal structure of 4-hydroxy-3-methoxybenzaldehyde 4-methylthiosemicarbazone methanol monosolvate
© 2015 Oliveiraet al. This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. https://creativecommons.org/licenses/by/4.0
Final published version, 354 KBLicence: CC BY

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title = "Crystal structure of 4-hydroxy-3-meth-oxybenzaldehyde 4-methylthiosemi-carbazone methanol monosolvate",

abstract = "In the title solvate, C15H15N3O2S·CH3OH, the thio-semicarbazone molecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) {\AA} 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 R22(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.",

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author = "{De Oliveira}, {Adriano Bof} and Johannes Beck and Christian Landvogt and Feitosa, {Barbara Regina Santos} and Harrison, {W. T A}",

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AU - De Oliveira, Adriano Bof

AU - Beck, Johannes

AU - Landvogt, Christian

AU - Feitosa, Barbara Regina Santos

A2 - Harrison, W. T A

N1 - BRSF thanks CNPq/UFS for the award of a PIBIC scholarship.

PY - 2015/5/1

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N2 - In the title solvate, C15H15N3O2S·CH3OH, the thio-semicarbazone 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 R22(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.

AB - In the title solvate, C15H15N3O2S·CH3OH, the thio-semicarbazone 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 R22(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.

KW - Bifurcated hydrogen bond

KW - Crystal structure

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Crystal structure of 4-hydroxy-3-meth-oxybenzaldehyde 4-methylthiosemi-carbazone methanol monosolvate

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