Title of article :
Supramolecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N6-benzoyladenine with 4-hydroxybenzoic acid
Author/Authors :
Darious, Robert Swinton School of Chemistry - Bharathidasan University, India , Muthiah, Packianathan Thomas School of Chemistry - Bharathidasan University, India , Perdih, Franc Faculty of Chemistry and Chemical Technology - University of Ljubljana, Slovenia
Abstract :
The asymmetric unit of the title co-crystal, C12H9N5O·C7H6O3, contains one molecule of N6-benzoyladenine (BA) and one molecule of 4-hydroxybenzoic acid (HBA). The N6-benzoyladenine (BA) has an N(7)—H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form is stabilized by a typical intramolecular N—H⋯O hydrogen bond between the carbonyl (C=O) group and the N(7)—H hydrogen on the Hoogsteen face of the purine ring, forming a graph-set S(7) ring motif. The primary robust R22(8) ring motif is formed in the Watson–Crick face via N—H⋯O and O—H⋯N hydrogen bonds (involving N1, N6—H and the carboxyl group of HBA). Weak interactions, such as, C—H⋯π and π–π are also observed in this crystal structure
Keywords :
crystal structure , supramolecular interaction , coplana , hydrogen bond , dihedral angle
Journal title :
Acta Crystallographica Section E: Crystallographic Communications