A hydrogen-bonded dimer in 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine and a chain of rings built from N—H...N and C—H...?(pyridine) hydrogen bonds in 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b]pyridine

Quiroga, Jairo, Trilleras, Jorge, Hursthouse, Michael B., Cobo, Justo and Glidewell, Christopher (2010) A hydrogen-bonded dimer in 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine and a chain of rings built from N—H...N and C—H...?(pyridine) hydrogen bonds in 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b]pyridine. Acta Crystallographica Section C: Crystal Structure Communications, 66 (4), o163-o167. (doi:10.1107/S0108270110006451).

Abstract

In 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[ 3,4-b] pyridine, C(19)H(16)BrN(3), the reduced pyridine ring adopts a conformation that is close to a screw-boat form. Molecules are linked by pairs of symmetry-related C-H center dot center dot center dot pi (arene) hydrogen bonds into cyclic centrosymmetric dimers. Molecules of 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b] pyridine, C(18)H(12)N(4)O(2), are linked into centrosymmetric R(2)(2)(8) dimers by pairs of symmetry-related N-H center dot center dot center dot N hydrogen bonds, and these dimers are linked by pairs of C-H center dot center dot center dot pi (pyridine) hydrogen bonds to form a chain of edge-fused rings, or a molecular ladder, along [100]. The molecular aggregation in this compound is completed by two weak C-H center dot center dot center dot O hydrogen bonds, one of which links the chains along [100] into sheets.

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