Acta Crystallographica Section C

Crystal Structure Communications

Volume 64, Part 12 (December 2008)

organic compounds

ga3109 scheme

Acta Cryst. (2008). C64, o637-o642 [ doi:10.1107/S0108270108036937 ]

Four N⁷-benzyl-substituted 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-diones as ethanol hemisolvates: similar molecular constitutions but different crystal structures

S. Cruz, J. Trilleras, J. Cobo, J. N. Low and C. Glidewell

Abstract: 3-tert-Butyl-7-(4-chlorobenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione ethanol hemisolvate, C₃₀H₃₄ClN₃O₂·0.5C₂H₆O, (I), its 7-(4-bromobenzyl)- analogue, C₃₀H₃₄BrN₃O₂·0.5C₂H₆O, (II), and its 7-(4-methylbenzyl)- analogue, C₃₁H₃₇N₃O₂·0.5C₂H₆O, (III), are isomorphous, with the ethanol component disordered across a twofold rotation axis in the space group C2/c. In the corresponding 7-[4-(trifluoromethyl)benzyl]- compound, C₃₁H₃₄F₃N₃O₂·0.5C₂H₆O, (IV), the ethanol component is disordered across a centre of inversion in the space group P $\overline{1}$ . In each of (I)-(IV), the reduced pyridine ring adopts a half-chair conformation. The heterocyclic components in (I)-(III) are linked into centrosymmetric dimers by a single C-H [pi] interaction, with the half-occupancy ethanol component linked to the dimer by a combination of C-HO and O-H [pi] (arene) hydrogen bonds. The heterocyclic molecules in (IV) are linked into chains of centrosymmetric rings by C-HO and C-H [pi] hydrogen bonds, again with the half-occupancy ethanol component pendent from the chain. The significance of this study lies in the isomorphism of the related derivatives (I)-(III), in the stoichiometric hemisolvation by ethanol, where the disordered solvent molecule is linked to the heterocyclic component by a two-point linkage, and in the differences between the crystal structures of (I)-(III) and that of (IV).

Formula: Four analogues of C₃₀H₃₄ClN₃O₂·0.5C₂H₆O


	Structure factor file (CIF format) (294.8 kbytes) [ doi:10.1107/S0108270108036937/ga3109Isup2.hkl ] Contains datablock I

	Structure factor file (CIF format) (297.9 kbytes) [ doi:10.1107/S0108270108036937/ga3109IIsup3.hkl ] Contains datablock II

	Structure factor file (CIF format) (314.4 kbytes) [ doi:10.1107/S0108270108036937/ga3109IVsup5.hkl ] Contains datablock IV

	Structure factor file (CIF format) (297.7 kbytes) [ doi:10.1107/S0108270108036937/ga3109IIIsup4.hkl ] Contains datablock III

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