Supra-molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)-H tautomeric form ofN6-benzoyl-adenine with 4-hy-droxy-benzoic acid.
The asymmetric unit of the title co-crystal, C12H9N5O·C7H6O3, contains one mol-ecule ofN6-benzoyl-adenine (BA) and one mol-ecule of 4-hy-droxy-benzoic acid (HBA). TheN6-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-setS(7) ring motif. The primary robustR22(8) ring motif is formed in the Watson-Crick faceviaN-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⋯π and π-π are also observed in this crystal structure.
School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, Tamilnadu, India.
Robert
R
Swinton Darious
School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, Tamilnadu, India.
Packianathan
P
Thomas Muthiah
Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, PO Box 537, SI-1000 Ljubljana, Slovenia.
Franc
https://orcid.org/0000-0002-8416-7291
F
Perdih
coplanar; crystal structure; dihedral angle; hydrogen bond; supra­molecular inter­action