Crystal structure and Hirshfeld surface analysis of 2-chloro- N-(4-meth-oxy-phen-yl)acetamide

Mohcine Missioui; Walid Guerrab; Intissar Nchioua; Abderrazzak El Moutaouakil Ala Allah; Camille Kalonji Mubengayi; Abdulsalam Alsubari; Joel T Mague; Youssef Ramli

doi:10.1107/S205698902200576X

Crystal structure and Hirshfeld surface analysis of 2-chloro- N-(4-meth-oxy-phen-yl)acetamide

Acta Crystallogr E Crystallogr Commun. 2022 Jun 7;78(Pt 7):687-690. doi: 10.1107/S205698902200576X. eCollection 2022 Jul 1.

Authors

Mohcine Missioui¹, Walid Guerrab¹, Intissar Nchioua¹, Abderrazzak El Moutaouakil Ala Allah¹, Camille Kalonji Mubengayi², Abdulsalam Alsubari³, Joel T Mague⁴, Youssef Ramli¹

Affiliations

¹ Laboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Morocco.
² Laboratoire de Chimie et Biochimie, Institut Superieur des Techniques Medicales de Kinshasa, Republique Democratique du , Congo.
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

In the title mol-ecule, C₉H₁₀ClNO₂, the meth-oxy group lies very close to the plane of the phenyl ring while the acetamido group is twisted out of this plane by 28.87 (5)°. In the crystal, a three-dimensional structure is generated by N-H⋯O, C-H⋯O and C-H⋯Cl hydrogen bonds plus C-H⋯π(ring) inter-actions. A Hirshfeld surface analysis of the inter-molecular inter-actions was performed and indicated that C⋯H/H⋯C inter-actions make the largest contribution to the surface area (33.4%).

Keywords: C—H⋯π(ring) interaction; Hirshfeld surface; acetamide; crystal structure; hydrogen bond.