Di-n-butylammonium 2- (3,5-di-tert-butyl-4-hydroxybenzyl)sulfanyl benzoate

• Main Authors: Alhadi, A.A., Olmstead, M.M., Ali, Hapipah Mohd, Khaledi, H.
• Format: Article
• Language: English
• Published: International Union of Crystallography 2010
• Subjects: QD Chemistry
• Online Access: http://eprints.um.edu.my/5326/1/Alhadi-2010-Di-n-butylammonium_2.pdf; http://eprints.um.edu.my/5326/; http://scripts.iucr.org/cgi-bin/paper?S1600536810033921

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.