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

ABSTRACT: In the title compound, C20H13N5O2, 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 ?-? stacking inter-actions [centroid-centroid distances = 3.9186?(4) and 3.9794?(5)?Å] occur between the anti-parallel mol-ecules, generating infinite chains along [100]. O-H?O hydrogen bonds connect the chains, leading to the formation of a two-dimensional supra-molecular network parallel to (010). Inter-molecular C-H?N hydrogen bonds are also observed.

SUBMITTER: Shuai Y

PROVIDER: S-EPMC4011275 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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

Shuai Ying Y Wang Xiang-Yang XY Dai Jing-Wei JW Wu Jian-Zhong JZ

Acta crystallographica. Section E, Structure reports online 20140418 Pt 5

In the title compound, C20H13N5O2, 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 inter-actions [centroid-centroid distances = 3.9186 (4) and 3.9 ...[more]

PMID: 24860380

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