Crystal structure of (3E,5E)-3,5-bis-[4-(di-ethyl-aza-nium-yl)benzyl-idene]-1-methyl-4-oxopiperidin-1-ium trichloride dihydrate: a potential biophotonic material

Acta Crystallogr E Crystallogr Commun. 2015 Nov 21;71(Pt 12):1513-5. doi: 10.1107/S2056989015020952. eCollection 2015 Dec 1.

Abstract

In the trication of the title hydrated mol-ecular salt, C28H40N3O(3+)·3Cl(-)·2H2O, the central heterocyclic ring adopts a sofa conformation, with the exocyclic N-C bond in an equatorial orientation. The dihedral angles between the planar part of this heterocyclic ring and the two almost flat side-chain fragments, which include the aromatic ring and bridging atoms, are 28.8 (1) and 41.1 (1)°. Both di-ethyl-aza-niumyl substituents have a tetra-hedral geometry, while the dihedral angles between the above-mentioned flat part of the aryl fragments and the imaginary planes drawn through atoms C-N-C of the di-ethyl-aza-niumyl substituents are 86.3 (2) and 80.4 (1)°, respectively. In the crystal, N-H⋯Cl hydrogen bonds link the cations and anions into [100] chains. The chains are cross-linked by numerous C-H⋯O and C-H⋯Cl inter-actions, generating a three-dimensional network. One of the chloride ions is disordered over two adjacent positions in a 0.895 (4):0.105 (4) ratio.

Keywords: X-ray analysis; biophotonic material; crystal structure; hydrogen bonding; piperidinium salt.