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N-Hexyl-3-(4-hy­droxy-3,5-dimeth­oxy­phen­yl)propanamide

In the title compound, C(17)H(27)NO(4), which is an hydro­sinapic acid derivative with increased lipophilicity conferred by an additional alkyl chain, the central and the hexyl linear chains contain slightly shorter bond lengths [C—N = 1.316 (2) Å; average linear chain C—C = 1.487 (6) Å] than report...

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Detalles Bibliográficos
Autores principales: Andrade, L. C. R., Paixão, J. A., de Almeida, M. J. M., Tavares da Silva, E. J., Fernandes Roleira, F. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379212/
https://www.ncbi.nlm.nih.gov/pubmed/22719410
http://dx.doi.org/10.1107/S1600536812019022
Descripción
Sumario:In the title compound, C(17)H(27)NO(4), which is an hydro­sinapic acid derivative with increased lipophilicity conferred by an additional alkyl chain, the central and the hexyl linear chains contain slightly shorter bond lengths [C—N = 1.316 (2) Å; average linear chain C—C = 1.487 (6) Å] than reported average values [Csp (2)—N = 1.334, C—C for CH(2)—CH(2) = 1.524 and 1.513 Å for CH(2)—CH(3)]. The 4-hy­droxy-3,5-dimeth­oxy­phenyl plane [r.m.s. deviation 0.055 (12) Å] makes an angle of 59.89 (5)° with the central plane of the mol­ecule (composed of the N atom, the carbonyl group and the two methyl­ene C atoms linking the carbonyl group and the ring, [r.m.s. deviation 0.0026 (10) Å], which, in turn, makes an angle of 64.24 (13)° with the essentially planar hexyl chain [r.m.s. deviation 0.035 (18) Å]. The N—H group of the amide group is involved in a bifurcated hydrogen bond towards the hy­droxy and one of the meth­oxy O atoms of the 4-hy­droxy-3,5-dimeth­oxy­phenyl substituent of a neighbouring mol­ecule, forming a two-dimensional network in the (100) plane. In addition, the same hy­droxy group acts as a donor towards the carbonyl O atom of another neighbouring mol­ecule, forming chains running along the b axis.