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

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In the molecule of 3-chloro-2-(4-methylphenyl)-2H-pyrazolo[3,4-b]quinoline, C17H12ClN3, (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 R22(16) and R64(28) rings, and these sheets are all linked together by π–π stacking interactions with a ring-centroid separation of 3.5891 (9) Å.
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Document Type: Research Article

Affiliations: 1: PG Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore 560 024, India 2: University B.D.T. College of Engineering, (a Constituent College of VTU, Belgaum), Davanagere 577 004, India 3: Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA 4: Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India 5: School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland

Publication date: January 1, 2015

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