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2-{[(Dimethyl­amino)­methyl­idene]amino}-5-nitro­benzonitrile

The title mol­ecule, C(10)H(10)N(4)O(2), is almost planar and adopts an E configuration of the azomethine [C=N = 1.298 (2) Å] double bond. The benzene ring is attached to an essentially planar (r.m.s. deviation = 0.0226 Å) amidine moiety (N=CN/Me(2)), the dihedral angle between the two mean planes b...

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Detalles Bibliográficos
Autores principales: Saad, Syed Muhammad, Haider, Syed Moazzam, Perveen, Shahnaz, Khan, Khalid M., Yousuf, Sammer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588379/
https://www.ncbi.nlm.nih.gov/pubmed/23476456
http://dx.doi.org/10.1107/S1600536812048866
Descripción
Sumario:The title mol­ecule, C(10)H(10)N(4)O(2), is almost planar and adopts an E configuration of the azomethine [C=N = 1.298 (2) Å] double bond. The benzene ring is attached to an essentially planar (r.m.s. deviation = 0.0226 Å) amidine moiety (N=CN/Me(2)), the dihedral angle between the two mean planes being 18.42 (11)°. The cyano group lies in the plane of the benzene ring [the C and N atoms deviating by 0.030 (3) and 0.040 (3) Å, respectively], while the nitro group makes a dihedral angle 5.8 (3)° with the benzene ring. There are two distinct inter­molecular hydrogen bonds, C—H⋯O and C—H⋯N, that stabilize the crystal structure; the former inter­actions result in centrosymmetric dimers about inversion centers resulting in ten-membered rings, while the later give rise to chains of mol­ecules running parallel to the b axis.