Supra-molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)-H tautomeric form of N⁶-benzoyl-adenine with 4-hy-droxy-benzoic acid.

ABSTRACT: The asymmetric unit of the title co-crystal, C₁₂H₉N₅O·C₇H₆O₃, contains one mol-ecule of N⁶-benzoyl-adenine (BA) and one mol-ecule of 4-hy-droxy-benzoic acid (HBA). The N⁶-benzoyl-adenine (BA) has an N(7)-H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form is stabilized by a typical intra-molecular 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 inter-actions, such as, C-H?? and ?-? are also observed in this crystal structure.

SUBMITTER: Swinton Darious R 

PROVIDER: S-EPMC5347060 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature