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The crystal structure of 3-chloro-2-(4-methyl­phenyl)-2H-pyrazolo­[3,4-b]quinoline

In the mol­ecule of 3-chloro-2-(4-methyl­phen­yl)-2H-pyrazolo­[3,4-b]quinoline, C(17)H(12)ClN(3), (I), the dihedral angle between the planes of the pyrazole ring and the methyl­ated phenyl ring is 54.25 (9)°. The bond distances in the fused tricyclic system provide evidence for 10-π delocalization i...

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Detalles Bibliográficos
Autores principales: Sowmya, Haliwana B. V., Suresha Kumara, Tholappanavara H., Jasinski, Jerry P., Millikan, Sean P., Yathirajan, Hemmige S., Glidewell, Christopher
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420078/
https://www.ncbi.nlm.nih.gov/pubmed/25995882
http://dx.doi.org/10.1107/S205698901500818X
Descripción
Sumario:In the mol­ecule of 3-chloro-2-(4-methyl­phen­yl)-2H-pyrazolo­[3,4-b]quinoline, C(17)H(12)ClN(3), (I), the dihedral angle between the planes of the pyrazole ring and the methyl­ated phenyl ring is 54.25 (9)°. The bond distances in the fused tricyclic system provide evidence for 10-π delocalization in the pyrazolo­pyridine portion of the mol­ecule, with diene character in the fused carbocyclic ring. In the crystal, mol­ecules of (I) are linked by two independent C—H⋯N hydrogen bonds, forming sheets containing centrosymmetric R (2) (2)(16) and R (6) (4)(28) rings, and these sheets are all linked together by π–π stacking inter­actions with a ring-centroid separation of 3.5891 (9) Å.