Crystal structure of ethyl 2-{4-[(2-oxo-3-phenyl-1,2-di-hydro-quinoxalin-1-yl)meth-yl]-1 H-1,2,3-triazol-1-yl}acetate

Nadeem Abad; Mohcine Missioui; Abdulsalam Alsubari; Joel T Mague; El Mokhtar Essassi; Youssef Ramli

doi:10.1107/S2414314622006939

Crystal structure of ethyl 2-{4-[(2-oxo-3-phenyl-1,2-di-hydro-quinoxalin-1-yl)meth-yl]-1 H-1,2,3-triazol-1-yl}acetate

IUCrdata. 2022 Jul 14;7(Pt 7):0. doi: 10.1107/S2414314622006939. eCollection 2022 Jul.

Authors

Nadeem Abad^{1

2}, Mohcine Missioui¹, Abdulsalam Alsubari³, Joel T Mague⁴, El Mokhtar Essassi², Youssef Ramli¹

Affiliations

¹ Laboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Morocco.
² Laboratory of Heterocyclic Organic Chemistry, Faculty of Sciences, Mohammed V University in Rabat, Morocco.
³ Laboratory of Medicinal Chemistry, Faculty of Clinical Pharmacy, 21 September University, Yemen.
⁴ Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.

Abstract

The quinoxaline portion of the title mol-ecule, C₂₁H₁₉N₅O₃, is not quite planar as indicated by a dihedral angle of 3.38 (7)° between the constituent rings. The mol-ecule is 'U-shaped', which is consolidated by an intra-molecular anti-parallel carbonyl electrostatic inter-action with C··O distances of 2.8905 (16) and 3.0221 (15) Å, in the crystal forms corrugated layers through C-H⋯O and C-H⋯N hydrogen bonds and C-H⋯π(ring) and π-stacking inter-actions.

Keywords: crystal structure; hydrogen bond; quinoxaline; triazole; π-stacking.

Grants and funding

The support of NSF–MRI grant No. 1228232 for the purchase of the diffractometer and Tulane University for support of the Tulane Crystallography Laboratory are gratefully acknowledged.