Crystal structure of 1H-imidazol-3-ium 2-(1,3-dioxoisoindolin-2-yl)acetate

Shaaban K Mohamed; Mehmet Akkurt; Herman Potgieter; Muizz Ali

doi:10.1107/S1600536814017619

Crystal structure of 1H-imidazol-3-ium 2-(1,3-dioxoisoindolin-2-yl)acetate

Acta Crystallogr Sect E Struct Rep Online. 2014 Aug 6;70(Pt 9):o979-80. doi: 10.1107/S1600536814017619. eCollection 2014 Sep 1.

Authors

Shaaban K Mohamed¹, Mehmet Akkurt², Herman Potgieter³, Muizz Ali⁴

Affiliations

¹ Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England ; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
² Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
³ Analytical Development Division, Manchester Metropolitan University, Manchester M1 5GD, England.
⁴ Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England.

Abstract

The title salt, C3H5N2 (+)·C10H6NO4 (-), was obtained during a study of the co-crystallization of N'-[bis-(1H-imidazol-1-yl)methyl-ene]isonicotinohydrazide with (1,3-dioxoisoindolin-2-yl)acetic acid under aqueous conditions. The 1,3-dioxoisoindolinyl ring system of the anion is essentially planar [maximum deviation = 0.023 (2) Å]. In the crystal, cations and anions are linked via classical N-H⋯O hydrogen bonds and weak C-H⋯O hydrogen bonds, forming a three-dimensional network. Weak C-H⋯π inter-actions and π-π stacking inter-actions [centroid-centroid distances = 3.4728 (13) and 3.7339 (13) Å] also occur in the crystal.

Keywords: 1H-imidazol-3-ium salt; 2-(1,3-dioxoisoindolin-2-yl)acetate salt; co-crystallization; crystal structure; hydrogen bonding; pharmaceuticals; π–π stacking interactions.