title: The crystal structure of 3-chloro-2-(4-methyl-phenyl)-2H-pyrazolo-[3,4-b]quinoline.
abstract: In the mol-ecule of 3-chloro-2-(4-methyl-phen-yl)-2H-pyrazolo-[3,4-b]quinoline, C17H12ClN3, (I), the dihedral angle between the planes of the pyrazole ring and the methyl-ated phenyl ring is 54.25 (9)°. The bond distances in the fused tricyclic system provide evidence for 10-π delocalization in the pyrazolo-pyridine portion of the mol-ecule, with diene character in the fused carbocyclic ring. In the crystal, mol-ecules 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 inter-actions with a ring-centroid separation of 3.5891 (9) Å.
authors.affiliation: PG Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore 560 024, India.
authors.forename: Haliwana B V
authors.initials: HB
authors.lastname: Sowmya
authors.affiliation: University B.D.T. College of Engineering, (a Constituent College of VTU, Belgaum), Davanagere 577 004, India.
authors.forename: Tholappanavara H
authors.initials: TH
authors.lastname: Suresha Kumara
authors.affiliation: Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA.
authors.forename: Jerry P
authors.initials: JP
authors.lastname: Jasinski
authors.affiliation: Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA.
authors.forename: Sean P
authors.initials: SP
authors.lastname: Millikan
authors.affiliation: Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India.
authors.forename: Hemmige S
authors.initials: HS
authors.lastname: Yathirajan
authors.affiliation: School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland.
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
keywords: crystal structure; hydrogen bonding; pyrazolo­quinoline; π–π stacking inter­actions