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(S)-(+)-1-(1-Naphth­yl)-1-(2-thienylmethyl­ene)ethyl­amine

The title chiral imine, C(17)H(15)NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thio­phene heterocycle; the dihedral angle between the C=N—C group and the thio­phene ring is 5.1 (8)°. In contrast, the naphthyl...

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Detalles Bibliográficos
Autores principales: Espinosa Leija, Armando, Hernández, Guadalupe, Portillo, Roberto, Gutiérrez, René, Bernès, Sylvain
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969493/
https://www.ncbi.nlm.nih.gov/pubmed/21582915
http://dx.doi.org/10.1107/S1600536809022375
Descripción
Sumario:The title chiral imine, C(17)H(15)NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thio­phene heterocycle; the dihedral angle between the C=N—C group and the thio­phene ring is 5.1 (8)°. In contrast, the naphthyl group makes an angle of 83.79 (13)° with the thio­phene ring. The observed solid-state mol­ecular conformation is suitable for the use of this mol­ecule as an N,S-bidentate Schiff base ligand. The mol­ecular packing features double C—H⋯π inter­actions between naphthyl groups of neighboring mol­ecules, which form chains in the [100] direction. The crystal structure is further stabilized by a short C—H⋯π contact involving the methyl group and one ring of a naphthyl group. The resulting two-dimensional network is completed by a weak inter­molecular C—H(imine)⋯π(thio­phene) inter­action.