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N (1),N (4)-Diethynyl-N (1),N (4)-diphenyl­benzene-1,4-diamine

The title compound, C(22)H(16)N(2), is the first example of an ynamine with H atoms bonded to the terminal C atoms. The environment around each N atom is almost planar. The distances of the N atoms from a least squares plane fitted through each N atom and the surrounding three C atoms, are 0.087 (3)...

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Detalles Bibliográficos
Autores principales: Tabata, Hideyuki, Okuno, Tsunehisa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238840/
https://www.ncbi.nlm.nih.gov/pubmed/22199693
http://dx.doi.org/10.1107/S1600536811045351
Descripción
Sumario:The title compound, C(22)H(16)N(2), is the first example of an ynamine with H atoms bonded to the terminal C atoms. The environment around each N atom is almost planar. The distances of the N atoms from a least squares plane fitted through each N atom and the surrounding three C atoms, are 0.087 (3) and 0.041 (4) Å. The dihedral angles between these two planes and the central phenyl­ene ring are 23.34 (14) and 34.57 (14)°. The two acetyl­ene groups have an anti conformation, keeping a conjugation through the central benzene ring. The freely refined lengths of C(sp)—H are 1.00 (5) and 0.93 (4) Å, consistent with those of reported acetyl­enes. The H atoms bound to terminal C atoms have short contacts with the neighboring acetyl­enic C and N atoms. The closest contacts are an H⋯N distance of 2.67 (5) Å and an H⋯C distance of 2.74 (5) Å.