Cargando…
Supramolecular hydrogen-bonding patterns in the N(9)—H protonated and N(7)—H tautomeric form of an N(6)-benzoyladenine salt: N (6)-benzoyladeninium nitrate
In the title molecular salt, C(12)H(10)N(5)O(+)·NO(3) (−), the adenine unit has an N (9)-protonated N(7)—H tautomeric form with non-protonated N(1) and N(3) atoms. The dihedral angle between the adenine ring system and the phenyl ring is 51.10 (10)°. The typical intramolecular N(7)—H⋯O hydrogen bon...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770981/ https://www.ncbi.nlm.nih.gov/pubmed/26958373 http://dx.doi.org/10.1107/S2056989015024871 |
Sumario: | In the title molecular salt, C(12)H(10)N(5)O(+)·NO(3) (−), the adenine unit has an N (9)-protonated N(7)—H tautomeric form with non-protonated N(1) and N(3) atoms. The dihedral angle between the adenine ring system and the phenyl ring is 51.10 (10)°. The typical intramolecular N(7)—H⋯O hydrogen bond with an S(7) graph-set motif is also present. The benzoyladeninium cations also form base pairs through N—H⋯O and C—H⋯N hydrogen bonds involving the Watson–Crick face of the adenine ring and the C and O atoms of the benzoyl ring of an adjacent cation, forming a supramolecular ribbon with R (2) (2)(9) rings. Benzoyladeninum cations are also bridged by one of the oxygen atoms of the nitrate anion, which acts as a double acceptor, forming a pair of N—H⋯O hydrogen bonds to generate a second ribbon motif. These ribbons together with π–π stacking interactions between the phenyl ring and the five- and six-membered adenine rings of adjacent molecules generate a three-dimensional supramolecular architecture. |
---|