N-(4-Meth-oxy-2-nitro-phen-yl)acetamide

James E Hines Iii; Curtistine J Deere; Poornasai Vaddi; Ranjeeth R Kondati; Frank R Fronczek; Rao M Uppu

doi:10.1107/S2414314622002772

N-(4-Meth-oxy-2-nitro-phen-yl)acetamide

IUCrdata. 2022 Mar 17;7(Pt 3):x220277. doi: 10.1107/S2414314622002772. eCollection 2022 Mar.

Authors

James E Hines Iii¹, Curtistine J Deere¹, Poornasai Vaddi¹, Ranjeeth R Kondati¹, Frank R Fronczek², Rao M Uppu¹

Affiliations

¹ Department of Environmental Toxicology, Southern University and A&M College, Baton Rouge, LA 70813, USA.
² Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.

Abstract

In the title compound, C₉H₁₀N₂O₄, the three substituents vary in the degree of lack of planarity with the central phenyl ring. The meth-oxy group is nearest to being coplanar, with a C-C-O-C torsion angle of 6.1 (5)°. The nitro group is less coplanar, with a 12.8 (5)° twist about the C-N bond and the acetamido group is considerably less coplanar with the central ring, having a 25.4 (5)° twist about the C-N bond to the ring. The NH group forms an intra-molecular N-H⋯O hydrogen bond to a nitro-group O atom.

Keywords: crystal structure; hydrogen bonding.

Grants and funding

The authors acknowledge the support from the National Institutes of Health (NIH) through the National Institute of General Medical Science (NIGMS) grant No. 5 P2O GM103424–17 and the US Department of Education (US DoE; Title III, HBGI Part B grant No. P031B040030). Its contents are solely the responsibility of authors and do not represent the official views of NIH, NIGMS, or US DoE. The upgrade of the diffractometer was made possible by grant No. LEQSF(2011–12)-ENH-TR-01, administered by the Louisiana Board of Regents