A non-metallic ionic saccharinate. Synthesis, structure and DFT calculations of piperazinium disaccharinate

Gumus S., Guney S., YILMAZ V. T., Kazak C.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, vol.632, no.8-9, pp.1544-1548, 2006 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 632 Issue: 8-9
  • Publication Date: 2006
  • Doi Number: 10.1002/zaac.200600093
  • Journal Name: ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1544-1548
  • Keywords: saccharin, piperazinium, crystal structure, DFT calculations, SODIUM
  • Karadeniz Technical University Affiliated: No

Abstract

A new ionic saccharinate (sac) compound with the piperazinium dication (H(2)ppz)(sac)(2) (1), has been synthesized and characterized by elemental analysis, IR spectroscopy, and single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P2(1)/c and consists of the (sac)(-) monoanion and (H(2p)pZ)(2+) dication. In addition to the ionic interactions, the ions are linked by strong N-H...O hydrogen bonds involving the NH hydrogen atoms of (H(2)ppZ)(2+) and the sulfonyl O atoms of (sac)(-). The intermolecular interactions are further reinforced by weak aromatic pi(sac)...pi(sac) stacking interactions, giving rise to a three-dimensional network. Molecular structure and vibrational frequencies of 1 have also been investigated by density functional theory (DFT) calculations using GAUSSIAN 03. Calculated frequencies are in good agreement with the corresponding experimental data.