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[3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride

The cation in the title salt, C(33)H(28)FN(3)OPS(+)·Cl(−), is highly twisted with the phospho­nium group occupying a position almost normal to the central hydroxyl­benzene ring [P—C—C—C tosrsion angle = −100.9 (3)°], and with the hydrazone substituent twisted out of the plane [C—C—C—N torsion angle...

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Autores principales: Sinniah, Saravana Kumar, Tan, Kong Wai, Sim, Kae Shin, Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238978/
https://www.ncbi.nlm.nih.gov/pubmed/22199827
http://dx.doi.org/10.1107/S1600536811047945
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author Sinniah, Saravana Kumar
Tan, Kong Wai
Sim, Kae Shin
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Sinniah, Saravana Kumar
Tan, Kong Wai
Sim, Kae Shin
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Sinniah, Saravana Kumar
collection PubMed
description The cation in the title salt, C(33)H(28)FN(3)OPS(+)·Cl(−), is highly twisted with the phospho­nium group occupying a position almost normal to the central hydroxyl­benzene ring [P—C—C—C tosrsion angle = −100.9 (3)°], and with the hydrazone substituent twisted out of the plane [C—C—C—N torsion angle = 13.1 (4)°]. The fluoro­benzene ring is twisted out of the plane of the adjacent thio­urea residue, forming a dihedral angle of 51.69 (10)°. The configuration about the C=N bond [1.281 (4) Å] is E, the O—H and N—H hydrogen atoms are syn, and in the thio­urea residue, the N—H hydrogen atoms are anti, allowing for the formation of an intra­molecular N—H⋯N hydrogen bond. In the crystal, dimeric aggregates mediated by N—H⋯S bonds are formed, which are linked to the Cl(−) anions by O—H⋯Cl hydrogen bonds. The four-component aggregates are linked into a three-dimensional structure by C—H⋯Cl inter­actions.
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spelling pubmed-32389782011-12-23 [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride Sinniah, Saravana Kumar Tan, Kong Wai Sim, Kae Shin Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The cation in the title salt, C(33)H(28)FN(3)OPS(+)·Cl(−), is highly twisted with the phospho­nium group occupying a position almost normal to the central hydroxyl­benzene ring [P—C—C—C tosrsion angle = −100.9 (3)°], and with the hydrazone substituent twisted out of the plane [C—C—C—N torsion angle = 13.1 (4)°]. The fluoro­benzene ring is twisted out of the plane of the adjacent thio­urea residue, forming a dihedral angle of 51.69 (10)°. The configuration about the C=N bond [1.281 (4) Å] is E, the O—H and N—H hydrogen atoms are syn, and in the thio­urea residue, the N—H hydrogen atoms are anti, allowing for the formation of an intra­molecular N—H⋯N hydrogen bond. In the crystal, dimeric aggregates mediated by N—H⋯S bonds are formed, which are linked to the Cl(−) anions by O—H⋯Cl hydrogen bonds. The four-component aggregates are linked into a three-dimensional structure by C—H⋯Cl inter­actions. International Union of Crystallography 2011-11-16 /pmc/articles/PMC3238978/ /pubmed/22199827 http://dx.doi.org/10.1107/S1600536811047945 Text en © Sinniah et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Sinniah, Saravana Kumar
Tan, Kong Wai
Sim, Kae Shin
Ng, Seik Weng
Tiekink, Edward R. T.
[3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title_full [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title_fullStr [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title_full_unstemmed [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title_short [3-({(E)-2-[(4-Fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
title_sort [3-({(e)-2-[(4-fluorophenyl)carbamo­thioyl]hydrazinylidene}methyl)-4-hy­droxy­benzyl]methyl­triphenyl­phos­phonium chloride
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238978/
https://www.ncbi.nlm.nih.gov/pubmed/22199827
http://dx.doi.org/10.1107/S1600536811047945
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