1. Supramolecular architecture in a co-crystal of the N(7)--H tautomeric form of N6-benzoyladenine with adipic acid (1/0.5).
- Author
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Swinton Darious, Robert, Muthiah, Packianathan Thomas, and Perdih, Franc
- Subjects
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ADIPIC acid , *CHEMICAL synthesis , *SUPRAMOLECULAR chemistry , *HYDROGEN bonding - Abstract
The asymmetric unit of the title co-crystal, C12H9N5O0.5C6H10O4, consists of one molecule of N6-benzoyladenine (BA) and one half-molecule of adipic acid (AA), the other half being generated by inversion symmetry. The dihedral angle between the adenine and phenyl ring planes is 26.71 (7)°. The N6-benzoyladenine molecule crystallizes in the N(7)--H tautomeric form with three non-pro tonated N atoms. This tautomeric form is stabilized by intramolecular N--H⋯O hydrogen bonding between the carbonyl (CO) group and the N(7)--H hydrogen atom on the Hoogsteen face of the purine ring, forming an S(7) ring motif. The two carboxyl groups of adipic acid interact with the Watson-Crick face of the BA molecules through O--H⋯N and N--H⋯O hydrogen bonds, generating an R2²(8) ring motif. The latter units are linked by N--H⋯N hydrogen bonds, forming layers parallel to (105. A weak C--H⋯O hydrogen bond is also present, linking adipic acid molecules in neighbouring layers, enclosing R²2(10) ring motifs and forming a three-dimensional structure. C=O⋯π and C--H⋯π interactions are also present in the structure. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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