Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate
The title salt, C(8)H(20)N(+)center dot C(22)H(27)O(3)S(-), is a proton-transfer compound derived from the recently reported parent carboxylic acid [Alhadi et al. (2010). Acta Cryst. E66, o1787] by the addition of a second equivalent of di-n-butylamine, yielding the di-n-butylammonium carboxylate sa...
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| Format: | Article |
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International Union of Crystallography
2010
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| _version_ | 1825720181317435392 |
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| author | Alhadi, A.A. Khaledi, H. Ali, H.M. Olmstead, M.M. |
| author_facet | Alhadi, A.A. Khaledi, H. Ali, H.M. Olmstead, M.M. |
| author_sort | Alhadi, A.A. |
| collection | UM |
| description | The title salt, C(8)H(20)N(+)center dot C(22)H(27)O(3)S(-), is a proton-transfer compound derived from the recently reported parent carboxylic acid [Alhadi et al. (2010). Acta Cryst. E66, o1787] by the addition of a second equivalent of di-n-butylamine, yielding the di-n-butylammonium carboxylate salt. The structure of the carboxylate anion resembles that of the parent carboxylic acid. The main difference lies in the position of the H atom in the 4-hydroxy group. In the anion the O-H bond is perpendicular, rather than parallel, to the benzyl ring. This position appears to facilitate hydrogen bonding to an O atom of the carboxylate group of a symmetry-related anion. In addition, there are three N-H center dot center dot center dot O hydrogen bonds. In contrast, the neutral species hydrogen bonds via a carboxylic acid dimer. The dihedral angle between the benzene rings in the anion is 79.19 (7)degrees. |
| first_indexed | 2024-03-06T05:31:07Z |
| format | Article |
| id | um.eprints-12421 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:31:07Z |
| publishDate | 2010 |
| publisher | International Union of Crystallography |
| record_format | dspace |
| spelling | um.eprints-124212019-01-29T09:04:10Z http://eprints.um.edu.my/12421/ Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate Alhadi, A.A. Khaledi, H. Ali, H.M. Olmstead, M.M. Q Science (General) The title salt, C(8)H(20)N(+)center dot C(22)H(27)O(3)S(-), is a proton-transfer compound derived from the recently reported parent carboxylic acid [Alhadi et al. (2010). Acta Cryst. E66, o1787] by the addition of a second equivalent of di-n-butylamine, yielding the di-n-butylammonium carboxylate salt. The structure of the carboxylate anion resembles that of the parent carboxylic acid. The main difference lies in the position of the H atom in the 4-hydroxy group. In the anion the O-H bond is perpendicular, rather than parallel, to the benzyl ring. This position appears to facilitate hydrogen bonding to an O atom of the carboxylate group of a symmetry-related anion. In addition, there are three N-H center dot center dot center dot O hydrogen bonds. In contrast, the neutral species hydrogen bonds via a carboxylic acid dimer. The dihedral angle between the benzene rings in the anion is 79.19 (7)degrees. International Union of Crystallography 2010 Article PeerReviewed Alhadi, A.A. and Khaledi, H. and Ali, H.M. and Olmstead, M.M. (2010) Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate. Acta Crystallographica Section E: Structure Reports Online, 66 (9). O2454-U1533. ISSN 1600-5368, |
| spellingShingle | Q Science (General) Alhadi, A.A. Khaledi, H. Ali, H.M. Olmstead, M.M. Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title | Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title_full | Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title_fullStr | Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title_full_unstemmed | Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title_short | Di-n-butylammonium 2-[(3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl]benzoate |
| title_sort | di n butylammonium 2 3 5 di tert butyl 4 hydroxybenzyl sulfanyl benzoate |
| topic | Q Science (General) |
| work_keys_str_mv | AT alhadiaa dinbutylammonium235ditertbutyl4hydroxybenzylsulfanylbenzoate AT khaledih dinbutylammonium235ditertbutyl4hydroxybenzylsulfanylbenzoate AT alihm dinbutylammonium235ditertbutyl4hydroxybenzylsulfanylbenzoate AT olmsteadmm dinbutylammonium235ditertbutyl4hydroxybenzylsulfanylbenzoate |