4,4′-Bipyridine–cyanoacetic acid (1/2)

Abstract

Listen

Translate article

Crystals of the title adduct, C10H8N2·2C3H3NO2, were obtained from a methanol/water solution of cyano­acetic acid and 4,4′-bipyridine at room temperature. In the crystal structure, cyano­acetic acid and centrosymmetric 4,4′-bipyridine mol­ecules are linked by O—H⋯N hydrogen bonds to form three-component supra­molecular adducts. The acidic H atom is almost midway between the O and N atoms of the cyano­acetic acid and bipyridine mol­ecules, with O—H and N—H distances of 1.19 (3) and 1.39 (3) Å, respectively, so that the H-atom transfer is best regarded as partial. The three-component adducts are further inter­connected with neighboring mol­ecules by weak inter­molecular C—H⋯O and C—H⋯N hydrogen bonds and by π–π stacking inter­actions [centroid–centroid distance = 3.7200 (11) Å] to generate a three-dimensional supra­molecular structure.