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Supramolecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyladenine with 4-hydroxybenzoic acid
The asymmetric unit of the title co-crystal, C(12)H(9)N(5)O·C(7)H(6)O(3), contains one molecule of N (6)-benzoyladenine (BA) and one molecule of 4-hydroxybenzoic acid (HBA). The N (6)-benzoyladenine (BA) has an N(7)—H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form i...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347060/ https://www.ncbi.nlm.nih.gov/pubmed/28316815 http://dx.doi.org/10.1107/S2056989017002171 |
Sumario: | The asymmetric unit of the title co-crystal, C(12)H(9)N(5)O·C(7)H(6)O(3), contains one molecule of N (6)-benzoyladenine (BA) and one molecule of 4-hydroxybenzoic acid (HBA). The N (6)-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 R (2) (2)(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. |
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