Cargando…
[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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782219096951095296 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3238978 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT sinniahsaravanakumar 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT tankongwai 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT simkaeshin 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT ngseikweng 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT tiekinkedwardrt 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride |