Crystal structure and Hirshfeld surface analysis of ethyl 2-{4-[(3-methyl-2-oxo-1,2-dihydroquinoxalin-1-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

Acta Crystallographica Section E: Crystallographic Communications

Joel T. Mague¹  Tuncer Hökelek²  Nada Kheira Sebbar³  El Mokhtar Essassi⁴  Nadeem Abad⁴  Youssef Ramli⁵ 

[1] Department of Chemistry, Tulane University, New Orleans, LA 70118, USA;Department of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey;Laboratoire de Chimie Bioorganique Appliquée, Faculté des Sciences, Université Ibn Zohr, Agadir, Morocco;Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétence Pharmacochimie, Av. Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, Morocco;Laboratory of Medicinal Chemistry, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, Morocco;

关键词: crystal structure;    dihydroquinoxaline;    hydrogen bond;    π-stacking;    Hirshfeld surface;   

DOI  :  10.1107/S2056989018014561

来源: DOAJ

【 摘 要 】

The molecule of the title compound, C16H17N5O3, is build up from two fused six-membered rings linked to a 1,2,3-triazole ring, which is attached to an ethyl azido-acetate group. The dihydroqinoxalinone portion is planar to within 0.0512 (12) Å and is oriented at a dihedral angle of 87.83 (5)° with respect to the pendant triazole ring. In the crystal, a combination of intermolecular C—H...O and C—H...N hydrogen bonds together with slipped π-stacking [centroid–centroid distance = 3.7772 (12) Å] and C—H...π (ring) interactions lead to the formation of chains extending along the c-axis direction. Additional C—H...O hydrogen bonds link these chains into layers parallel to the bc plane and the layers are tied together by complementary π-stacking [centroid–centroid distance = 3.5444 (12) Å] interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (44.5%), H...O/O...H (18.8%), H...N/N...H (17.0%) and H...C/C...H (10.4%) interactions.

【 授权许可】

Unknown