Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 8 (August 2004)

sk1743 scheme

Acta Cryst. (2004). C60, o617-o622 [doi:10.1107/S0108270104015793]

Supramolecular structures of three configurational isomers of 1-phenylethanaminium malate(1-)

D. E. Turkington, G. Ferguson, A. J. Lough and C. Glidewell

Abstract: In rac-1-phenylethanaminium rac-malate(1-), C₈H₁₂N⁺·C₄H₅O₅^-, (I), the anions are linked by two inter-anion O-HO hydrogen bonds into sheets generated by a glide plane and hence containing both enantiomers of the anion. The cations are linked to the anion sheets by three N-HO hydrogen bonds, such that cations of R configuration are bonded to one face of the sheet and cations of S configuration are bonded to the other face. In (R)-1-phenylethanaminium (S)-malate(1-), C₈H₁₂N⁺·C₄H₅O₅^-, (III), the anions are again linked by two O-HO hydrogen bonds, in one of which the H atom is disordered over two sites, into sheets very similar to those in (I) but which are generated in (III) by translation and so contain only a single enantiomer. The cations in (III) are linked to the anion sheets by three N-HO hydrogen bonds, but the cations are bonded to only one face of the anion sheet. Co-crystallization of (R)-1-phenylethanamine with rac-malic acid gives the salt (R)-1-phenylethanaminium malate(1-) C₈H₁₂N⁺·C₄H₅O₅^-, (II), with a structure very similar to that of (III) but where only ca 75% of the anion sites are occupied by (S)-malate(1-), with the remaining 25% occupied by (R)-malate(1-). The layers in (II) show a significant displacement along the [001] direction compared with those in (III).

Formula: Three isomers of C₈H₁₂N⁺·C₄H₅O₅^-

Online 31 July 2004


	Structure factor file (CIF format) (53.4 kbytes) Contains datablock I

	Structure factor file (CIF format) (71.6 kbytes) Contains datablock II

	Structure factor file (CIF format) (74.2 kbytes) 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.