Open AccessEffect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzopyrazoloquinolines
Author(s) -
Portilla Jaime,
Quiroga Jairo,
Cobo Justo,
Low John N.,
Glidewell Christopher
Publication year - 2005
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270105020093
Subject(s) - quinoline , chemistry , hydrogen bond , supramolecular chemistry , stereochemistry , medicinal chemistry , crystallography , crystal structure , molecule , organic chemistry
Molecules of 8‐methyl‐10‐phenyl‐6,10‐dihydro‐5 H ‐benzo[ h ]pyrazolo[3,4‐ b ]quinoline, C 21 H 17 N 3 , (I), are linked into cyclic centrosymmetric dimers by means of paired C—H⋯N hydrogen bonds. In each of 8‐methyl‐7,10‐diphenyl‐6,10‐dihydro‐5 H ‐benzo[ h ]pyrazolo[3,4‐ b ]quinoline, C 27 H 21 N 3 , (II), and 8‐methyl‐7‐(4‐methylphenyl)‐10‐phenyl‐6,10‐dihydro‐5 H ‐benzo[ h ]pyrazolo[3,4‐ b ]quinoline, C 28 H 23 N 3 , (III), the molecules are linked by C—H⋯π(arene) hydrogen bonds into sheets, although the detailed construction of the sheets is entirely different in (II) and (III). The molecules of 7‐(4‐methoxyphenyl)‐8‐methyl‐10‐phenyl‐6,10‐dihydro‐5 H ‐benzo[ h ]pyrazolo[3,4‐ b ]quinoline, C 28 H 23 N 3 O, (IV), are linked into a complex three‐dimensional framework structure by a combination of C—H⋯N, C—H⋯O and three independent C—H⋯π(arene) hydrogen bonds.