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Benzylammonium hepta­noate–hepta­noic acid (1/1)

The title salt, C(7)H(10)N(+)·C(7)H(13)O(2) (−)·C(7)H(14)O(2), is an unusual 2:1 stoichiometric combination of two carb­oxy­lic acid mol­ecules and one amine. Although there are crystal structures of a number of 1:1 complexes reported in the literature, 2:1 acid amine complexes are rather uncommon....

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Detalles Bibliográficos
Autores principales: Wood, Mary H., Clarke, Stuart M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588549/
https://www.ncbi.nlm.nih.gov/pubmed/23476539
http://dx.doi.org/10.1107/S1600536813003012
Descripción
Sumario:The title salt, C(7)H(10)N(+)·C(7)H(13)O(2) (−)·C(7)H(14)O(2), is an unusual 2:1 stoichiometric combination of two carb­oxy­lic acid mol­ecules and one amine. Although there are crystal structures of a number of 1:1 complexes reported in the literature, 2:1 acid amine complexes are rather uncommon. In this case, a proton is transferred between one acid mol­ecule and the amine to give an acid anion and an ammonium cation whilst the other carb­oxy­lic acid remains protonated. The species inter­act strongly via electrostatic forces and hydrogen bonds. In addition we note that the N atom of the ammonium group makes four close contacts to surrounding O atoms. Three of these are hydrogen bonds with neighbouring acid anions while the fourth does not involve a hydrogen atom but is directed towards the carbonyl O atom of the protonated acid. Each of the acid anion O atoms accepts two hydrogen bonds from adjacent N atoms. There is also evidence of short C—H⋯O contacts. There is disorder (occupancy ratio 0.51:0.49) in the alkyl chain of one of the carb­oxy­lic acid mol­ecules.