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(S)-(+)-1-(1-Naphth-yl)-1-(2-thienylmethyl-ene)ethyl-amine.


ABSTRACT: 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 thio-phene heterocycle; the dihedral angle between the C=N-C group and the thio-phene ring is 5.1?(8)°. In contrast, the naphthyl group makes an angle of 83.79?(13)° with the thio-phene ring. The observed solid-state mol-ecular conformation is suitable for the use of this mol-ecule as an N,S-bidentate Schiff base ligand. The mol-ecular packing features double C-H?? inter-actions between naphthyl groups of neighboring mol-ecules, which form chains in the [100] direction. The crystal structure is further stabilized by a short C-H?? contact involving the methyl group and one ring of a naphthyl group. The resulting two-dimensional network is completed by a weak inter-molecular C-H(imine)??(thio-phene) inter-action.

SUBMITTER: Espinosa Leija A 

PROVIDER: S-EPMC2969493 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature

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(S)-(+)-1-(1-Naphth-yl)-1-(2-thienylmethyl-ene)ethyl-amine.

Espinosa Leija Armando A   Hernández Guadalupe G   Portillo Roberto R   Gutiérrez René R   Bernès Sylvain S  

Acta crystallographica. Section E, Structure reports online 20090620 Pt 7


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 thio-phene heterocycle; the dihedral angle between the C=N-C group and the thio-phene ring is 5.1 (8)°. In contrast, the naphthyl group makes an angle of 83.79 (13)° with the thio-phene ring. The observed solid-state mol-ecular conformation is suitable for the use of this mol-ecule as an N,S-bidentate Schiff base ligand. The mo  ...[more]

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