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2-[2,6-Bis(pyrazin-2-yl)pyridin-4-yl]benzoic acid

In the title compound, C(20)H(13)N(5)O(2), the two pyrazine rings are nearly coplanar with the central pyridine ring, forming dihedral angles of 2.21 (9) and 4.57 (9)°. In contrast, the strong steric hindrance caused by the ortho-carboxyl group on the phenyl ring makes this ring rotate out of the at...

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Detalles Bibliográficos
Autores principales: Shuai, Ying, Wang, Xiang-Yang, Dai, Jing-Wei, Wu, Jian-Zhong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011275/
https://www.ncbi.nlm.nih.gov/pubmed/24860380
http://dx.doi.org/10.1107/S1600536814008496
Descripción
Sumario:In the title compound, C(20)H(13)N(5)O(2), the two pyrazine rings are nearly coplanar with the central pyridine ring, forming dihedral angles of 2.21 (9) and 4.57 (9)°. In contrast, the strong steric hindrance caused by the ortho-carboxyl group on the phenyl ring makes this ring rotate out of the attached pyridine ring plane by 52.60 (9)°. The carboxyl group is twisted from the phenyl ring by 22.6 (1)°. In the crystal, aromatic π–π stacking inter­actions [centroid–centroid distances = 3.9186 (4) and 3.9794 (5) Å] occur between the anti­parallel mol­ecules, generating infinite chains along [100]. O—H⋯O hydrogen bonds connect the chains, leading to the formation of a two-dimensional supra­molecular network parallel to (010). Inter­molecular C—H⋯N hydrogen bonds are also observed.