N-(4-Methoxy-2-nitrophenyl)-2-(3-methyl-2-oxo-1,2-dihydroquinoxalin-1-yl)acetamide

Mohcine Missioui; Joel T Mague; Abdulsalam Alsubari; Mhammed Ansar; El Mokhtar Essassi; Youssef Ramli

doi:10.1107/S2414314623001918

N-(4-Methoxy-2-nitrophenyl)-2-(3-methyl-2-oxo-1,2-dihydroquinoxalin-1-yl)acetamide

IUCrdata. 2023 Mar 15;8(Pt 3):x230191. doi: 10.1107/S2414314623001918. eCollection 2023 Mar.

Authors

Mohcine Missioui¹, Joel T Mague², Abdulsalam Alsubari³, Mhammed Ansar¹, El Mokhtar Essassi⁴, Youssef Ramli¹

Affiliations

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

Abstract

The quinoxaline unit in the title mol-ecule, C₁₈H₁₆N₄O₅, is slightly puckered [dihedral angle between the rings = 2.07 (12)°] while the whole mol-ecule adopts an L-shaped conformation. Intra-molecular hydrogen bonding determines the orientation of the substituted phenyl ring and the amide nitro-gen atom is almost planar. The packing in the crystal is governed by C-H⋯O hydrogen bonds and slipped π-stacking inter-actions.

Keywords: C=O⋯π interaction; acetamide; crystal structure; hydrogen bond; quinoxaline; 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.