[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(+)center dot 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)degrees], and with the hydrazone substituent twisted out of the plane [C-C-C-N...
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| Format: | Article |
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International Union of Crystallography
2011
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| _version_ | 1796946775769088000 |
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| author | Sinniah, S.K. Tan, K.W. Sim, K.S. Ng, S.W. Tiekink, E.R.T. |
| author_facet | Sinniah, S.K. Tan, K.W. Sim, K.S. Ng, S.W. Tiekink, E.R.T. |
| author_sort | Sinniah, S.K. |
| collection | UM |
| description | The cation in the title salt, C(33)H(28)FN(3)OPS(+)center dot 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)degrees], and with the hydrazone substituent twisted out of the plane [C-C-C-N torsion angle = 13.1 (4)degrees]. The fluorobenzene ring is twisted out of the plane of the adjacent thiourea residue, forming a dihedral angle of 51.69 (10)degrees. The configuration about the C=N bond [1.281 (4) angstrom] 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 center dot center dot center dot N hydrogen bond. In the crystal, dimeric aggregates mediated by N-H center dot center dot center dot S bonds are formed, which are linked to the Cl(-) anions by O-H center dot center dot center dot Cl hydrogen bonds. The four-component aggregates are linked into a three-dimensional structure by C-H center dot center dot center dot Cl interactions. |
| first_indexed | 2024-03-06T05:36:55Z |
| format | Article |
| id | um.eprints-14634 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:36:55Z |
| publishDate | 2011 |
| publisher | International Union of Crystallography |
| record_format | dspace |
| spelling | um.eprints-146342019-01-30T09:14:27Z http://eprints.um.edu.my/14634/ [3-({(E)-2-[(4-Fluorophenyl)carbamothioyl]hydrazinylidene}methyl)- 4-hydroxybenzyl]methyltriphenylphosphonium chloride Sinniah, S.K. Tan, K.W. Sim, K.S. Ng, S.W. Tiekink, E.R.T. QC Physics The cation in the title salt, C(33)H(28)FN(3)OPS(+)center dot 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)degrees], and with the hydrazone substituent twisted out of the plane [C-C-C-N torsion angle = 13.1 (4)degrees]. The fluorobenzene ring is twisted out of the plane of the adjacent thiourea residue, forming a dihedral angle of 51.69 (10)degrees. The configuration about the C=N bond [1.281 (4) angstrom] 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 center dot center dot center dot N hydrogen bond. In the crystal, dimeric aggregates mediated by N-H center dot center dot center dot S bonds are formed, which are linked to the Cl(-) anions by O-H center dot center dot center dot Cl hydrogen bonds. The four-component aggregates are linked into a three-dimensional structure by C-H center dot center dot center dot Cl interactions. International Union of Crystallography 2011 Article PeerReviewed Sinniah, S.K. and Tan, K.W. and Sim, K.S. and Ng, S.W. and Tiekink, E.R.T. (2011) [3-({(E)-2-[(4-Fluorophenyl)carbamothioyl]hydrazinylidene}methyl)- 4-hydroxybenzyl]methyltriphenylphosphonium chloride. Acta Crystallographica Section E: Structure Reports Online, 67 (12). O3330-U624. ISSN 1600-5368, |
| spellingShingle | QC Physics Sinniah, S.K. Tan, K.W. Sim, K.S. Ng, S.W. Tiekink, E.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 | QC Physics |
| work_keys_str_mv | AT sinniahsk 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT tankw 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT simks 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT ngsw 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride AT tiekinkert 3e24fluorophenylcarbamothioylhydrazinylidenemethyl4hydroxybenzylmethyltriphenylphosphoniumchloride |