[3-({(E)-2-[(4-Fluorophenyl)carbamothioyl]hydrazinylidene}methyl) -4-hydroxybenzyl]methyltriphenylphosphonium chloride
The cation in the title salt, C 33H 28FN 3OPS +·Cl -, is highly twisted with the phospho-nium group occupying a position almost normal to the central hydroxyl-benzene 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...
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Format: | Article |
Language: | English |
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International Union of Crystallography
2011
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Online Access: | http://eprints.um.edu.my/8037/1/Sinniah-2011-%5B3-%28%7B%28E%29-2-%5B%284-Fluor.pdf |
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author | Tan, Kong Wai Tiekink, E.R.T. Sinniah, S.K. Ng, S.W. Sim, K.S. |
author_facet | Tan, Kong Wai Tiekink, E.R.T. Sinniah, S.K. Ng, S.W. Sim, K.S. |
author_sort | Tan, Kong Wai |
collection | UM |
description | The cation in the title salt, C 33H 28FN 3OPS +·Cl -, is highly twisted with the phospho-nium group occupying a position almost normal to the central hydroxyl-benzene 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 fluoro-benzene ring is twisted out of the plane of the adjacent thio-urea 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 thio-urea 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. |
first_indexed | 2024-03-06T05:20:17Z |
format | Article |
id | um.eprints-8037 |
institution | Universiti Malaya |
language | English |
last_indexed | 2024-03-06T05:20:17Z |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | dspace |
spelling | um.eprints-80372019-01-31T05:28:39Z http://eprints.um.edu.my/8037/ [3-({(E)-2-[(4-Fluorophenyl)carbamothioyl]hydrazinylidene}methyl) -4-hydroxybenzyl]methyltriphenylphosphonium chloride Tan, Kong Wai Tiekink, E.R.T. Sinniah, S.K. Ng, S.W. Sim, K.S. QD Chemistry The cation in the title salt, C 33H 28FN 3OPS +·Cl -, is highly twisted with the phospho-nium group occupying a position almost normal to the central hydroxyl-benzene 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 fluoro-benzene ring is twisted out of the plane of the adjacent thio-urea 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 thio-urea 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 Article PeerReviewed application/pdf en http://eprints.um.edu.my/8037/1/Sinniah-2011-%5B3-%28%7B%28E%29-2-%5B%284-Fluor.pdf Tan, Kong Wai and Tiekink, E.R.T. and Sinniah, S.K. and Ng, S.W. and Sim, K.S. (2011) [3-({(E)-2-[(4-Fluorophenyl)carbamothioyl]hydrazinylidene}methyl) -4-hydroxybenzyl]methyltriphenylphosphonium chloride. Acta Crystallographica Section E: Structure Reports Online, 67 (12). o3330-o3331. ISSN 1600-5368, DOI https://doi.org/10.1107/S1600536811047945 <https://doi.org/10.1107/S1600536811047945>. http://journals.iucr.org/e/issues/2011/12/00/hg5137/hg5137.pdf 10.1107/S1600536811047945 |
spellingShingle | QD Chemistry Tan, Kong Wai Tiekink, E.R.T. Sinniah, S.K. Ng, S.W. Sim, K.S. [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 | QD Chemistry |
url | http://eprints.um.edu.my/8037/1/Sinniah-2011-%5B3-%28%7B%28E%29-2-%5B%284-Fluor.pdf |
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