Acta Crystallographica Section C

Crystal Structure Communications

Volume 64, Part 12 (December 2008)

organic compounds

sk3276 scheme

Acta Cryst. (2008). C64, o665-o670 [ doi:10.1107/S0108270108038778 ]

Four N⁷-alkoxybenzyl-substituted 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-diones: hydrogen-bonded supramolecular structures in zero, one, two or three dimensions

J. Trilleras, J. Quiroga, J. Cobo, J. N. Low and C. Glidewell

Abstract: 3-tert-Butyl-7-(4-methoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C₃₁H₃₇N₃O₃, (I), 3-tert-butyl-7-(2,3-dimethoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C₃₂H₃₉N₃O₄, (II), 3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C₃₁H₃₅N₃O₄, (III), and 3-tert-butyl-4',4'-dimethyl-1-phenyl-7-(3,4,5-trimethoxybenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione ethanol 0.67-solvate, C₃₃H₄₁N₃O₅·0.67C₂H₆O, (IV), all contain reduced pyridine rings having half-chair conformations. The molecules of (I) and (II) are linked into centrosymmetric dimers and simple chains, respectively, by C-HO hydrogen bonds, augmented only in (I) by a C-H [pi] hydrogen bond. The molecules of (III) are linked by a combination of C-HO and C-H [pi] hydrogen bonds into a chain of edge-fused centrosymmetric rings, further linked by weak hydrogen bonds into supramolecular arrays in two or three dimensions. The heterocyclic molecules in (IV) are linked by two independent C-HO hydrogen bonds into sheets, from which the partial-occupancy ethanol molecules are pendent. The significance of this study lies in its finding of a very wide range of supramolecular aggregation modes dependent on rather modest changes in the peripheral substituents remote from the main hydrogen-bond acceptor sites.

Formula: C₃₁H₃₇N₃O₃, C₃₂H₃₉N₃O₄, C₃₁H₃₅N₃O₄ and C₃₃H₄₁N₃O₅·0.67C₂H₆O


	Structure factor file (CIF format) (293.0 kbytes) [ doi:10.1107/S0108270108038778/sk3276Isup2.hkl ] Contains datablock I

	Structure factor file (CIF format) (313.0 kbytes) [ doi:10.1107/S0108270108038778/sk3276IIsup3.hkl ] Contains datablock II

	Structure factor file (CIF format) (294.2 kbytes) [ doi:10.1107/S0108270108038778/sk3276IIIsup4.hkl ] Contains datablock III

	Structure factor file (CIF format) (355.1 kbytes) [ doi:10.1107/S0108270108038778/sk3276IVsup5.hkl ] Contains datablock IV

Notes:

To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

Search: From to Advanced search