Crystal structure of 2-[(3S,4S)-4-(anthracen-9-yl)-1-(4-meth-oxy-phen-yl)-2-oxoazetidin-3-yl]-2-aza-2H-phenalene-1,3-dione unknown solvate

Ísmail Çelik; Mehmet Akkurt; Aliasghar Jarrahpour; Javad Ameri Rad; Ömer Çelik

doi:10.1107/S2056989015002959

Crystal structure of 2-[(3S,4S)-4-(anthracen-9-yl)-1-(4-meth-oxy-phen-yl)-2-oxoazetidin-3-yl]-2-aza-2H-phenalene-1,3-dione unknown solvate

Acta Crystallogr E Crystallogr Commun. 2015 Feb 13;71(Pt 3):o184-5. doi: 10.1107/S2056989015002959. eCollection 2015 Mar 1.

Authors

Ísmail Çelik¹, Mehmet Akkurt², Aliasghar Jarrahpour³, Javad Ameri Rad³, Ömer Çelik⁴

Affiliations

¹ Department of Physics, Faculty of Arts and Sciences, Cumhuriyet University, 06532 Sivas, Turkey.
² Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
³ Department of Chemistry, College of Sciences, Shiraz University, 71454 Shiraz, Iran.
⁴ Department of Physics, Faculty of Education, Dicle University, 21280, Diyarbakir, Turkey ; Science and Technology Application and Research Center, Dicle University, 21280, Diyarbakir, Turkey.

Abstract

The central β-lactam ring of the title compound, C36H24N2O4, is almost planar (r.m.s. deviation = 0.003 Å) and makes dihedral angles of 17.17 (19), 89.76 (17) and 78.44 (17)° with the benzene ring, the anthracene ring (r.m.s. deviation = 0.003 Å) and the 1H-benzo[de]iso-quinoline-1,3(2H)-dione moiety, which is nearly planar [maximum deviation = 0.098 (2) Å], respectively. The mol-ecular structure is stabilized by an intra-molecular C-H⋯N hydrogen bond. In the crystal, mol-ecules are linked via C-H⋯π and π-π stacking inter-actions [centroid-centroid distances = 3.5270 (19) and 3.779 (2) Å], forming a three-dimensional structure. A region of disordered electron density, probably disordered solvent mol-ecules, was treated with the SQUEEZE procedure in PLATON [Spek (2015 ▶). Acta Cryst. C71, 9-18], which indicated a solvent cavity of 322 Å(3) containing approximately 91 electrons. Their formula mass and unit-cell characteristics were not taken into account during the refinement.

Keywords: 2-azetidinone; C—H⋯π interactions; anthracene; crystal structure; intramolecular C—H⋯N hydrogen bond; β-lactam ring; π–π stacking interactions.