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      Crystal structure and Hirshfeld surface analysis of 2-chloro- N-(4-meth­oxy­phen­yl)acetamide

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          Abstract

          The meth­oxy group lies very close to the plane of the phenyl ring while the acetamido group is twisted out of this plane. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds form layers of mol­ecules parallel to the ab plane. The layers are connected by C—H⋯Cl hydrogen bonds and C—H⋯π(ring) inter­actions, forming a three-dimensional structure.

          Abstract

          In the title mol­ecule, C 9H 10ClNO 2, the meth­oxy 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) inter­actions. A Hirshfeld surface analysis of the inter­molecular inter­actions was performed and indicated that C⋯H/H⋯C inter­actions make the largest contribution to the surface area (33.4%).

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          Author and article information

          Journal
          Acta Crystallogr E Crystallogr Commun
          Acta Crystallogr E Crystallogr Commun
          Acta Cryst. E
          Acta Crystallographica Section E: Crystallographic Communications
          International Union of Crystallography
          2056-9890
          01 July 2022
          07 June 2022
          07 June 2022
          : 78
          : Pt 7 ( publisher-idID: e220700 )
          : 687-690
          Affiliations
          [a ]Laboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat , Morocco
          [b ]Laboratoire de Chimie et Biochimie, Institut Superieur des Techniques Medicales de Kinshasa, Republique Democratique du , Congo
          [c ]Laboratory of Medicinal Chemistry, Faculty of Clinical Pharmacy, 21 September University, Yemen
          [d ]Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
          Author notes
          Author information
          https://orcid.org/0000-0002-4846-4547
          https://orcid.org/0000-0003-3488-1945
          https://orcid.org/0000-0002-6885-5692
          Article
          vm2264 ACSECI S205698902200576X
          10.1107/S205698902200576X
          9260361
          82b90e4f-95ef-49cf-9dd0-6b72dfe1e54c
          © Missioui et al. 2022

          This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

          History
          : 18 May 2022
          : 28 May 2022
          Page count
          Pages: 4
          Categories
          Research Communications

          crystal structure,hydrogen bond,c—h⋯π(ring) inter­action,acetamide,hirshfeld surface

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