Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 10 (October 2013)

organic compounds

Acta Cryst. (2013). C69, 1196-1199    [ doi:10.1107/S0108270113024566 ]

The six-membered-ring azomethine N-((E)-{5-[(E)-(pyridin-3-yl­imino)­meth­yl]thio­phen-2-yl}methyl­idene)pyridin-3-amine

A. Bolduc, S. Dufresne and W. G. Skene

Abstract: The title compound, C16H12N4S, forms a three-dimensional layered network structure via inter­molecular hydrogen bonding and [pi]-stacking. The azomethine molecule adopts the thermodynamically stable E regioisomer and the pyridine substituents are antiperi­planar. The mean planes of the pyridine rings and the azomethine group to which they are connected are twisted by 27.27 (5) and 33.60 (5)°. The electrochemical energy gap of 2.3 eV based on the HOMO-LUMO energy difference is in agreement with the spectroscopically derived value.

Formula: C16H12N4S

Keywords: crystal structure; hydrogen bonding; [pi]-stacking inter­actions; azomethines; optical properties; electrochemical properties.

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[ doi:10.1107/S0108270113024566/lg3122Isup3.cdx ]
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[ doi:10.1107/S0108270113024566/lg3122Isup4.cml ]
Supplementary material


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