N-(4-Methoxy-3-nitrophenyl)acetamide
The title compound, C9H10N2O4, crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom methoxyp...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2023-04-01
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| Series: | IUCrData |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2414314623002985 |
| _version_ | 1797832875926618112 |
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| author | James E. Hines III Ogad A. Agu Curtistine J. Deere Frank R. Fronczek Rao M. Uppu |
| author_facet | James E. Hines III Ogad A. Agu Curtistine J. Deere Frank R. Fronczek Rao M. Uppu |
| author_sort | James E. Hines III |
| collection | DOAJ |
| description | The title compound, C9H10N2O4, crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom methoxyphenylacetamide group is nearly planar, with an r.m.s. deviation of 0.042 Å. The nitro group is twisted out of this plane by about 30°, disordered into two orientations with opposite senses of twist. In the crystal, the N—H group donates a hydrogen bond to a nitro oxygen atom, generating chains propagating in the [101] direction. The amide carbonyl oxygen atom is not involved in the hydrogen bonding. |
| first_indexed | 2024-04-09T14:15:48Z |
| format | Article |
| id | doaj.art-f7d1499aba4d492599d4b773798eddf0 |
| institution | Directory Open Access Journal |
| issn | 2414-3146 |
| language | English |
| last_indexed | 2024-04-09T14:15:48Z |
| publishDate | 2023-04-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | IUCrData |
| spelling | doaj.art-f7d1499aba4d492599d4b773798eddf02023-05-05T14:05:03ZengInternational Union of CrystallographyIUCrData2414-31462023-04-0184x23029810.1107/S2414314623002985hb4429N-(4-Methoxy-3-nitrophenyl)acetamideJames E. Hines III0Ogad A. Agu1Curtistine J. Deere2Frank R. Fronczek3Rao M. Uppu4Department of Environmental Toxicology, Southern University and A&M College, Baton Rouge, LA 70813, USADepartment of Environmental Toxicology, Southern University and A&M College, Baton Rouge, LA 70813, USADepartment of Environmental Toxicology, Southern University and A&M College, Baton Rouge, LA 70813, USADepartment of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USADepartment of Environmental Toxicology, Southern University and A&M College, Baton Rouge, LA 70813, USAThe title compound, C9H10N2O4, crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom methoxyphenylacetamide group is nearly planar, with an r.m.s. deviation of 0.042 Å. The nitro group is twisted out of this plane by about 30°, disordered into two orientations with opposite senses of twist. In the crystal, the N—H group donates a hydrogen bond to a nitro oxygen atom, generating chains propagating in the [101] direction. The amide carbonyl oxygen atom is not involved in the hydrogen bonding.http://scripts.iucr.org/cgi-bin/paper?S2414314623002985n-alkoxyacetanilidesphenacetin congenersnitro productscrystal structurehydrogen bonding |
| spellingShingle | James E. Hines III Ogad A. Agu Curtistine J. Deere Frank R. Fronczek Rao M. Uppu N-(4-Methoxy-3-nitrophenyl)acetamide IUCrData n-alkoxyacetanilides phenacetin congeners nitro products crystal structure hydrogen bonding |
| title | N-(4-Methoxy-3-nitrophenyl)acetamide |
| title_full | N-(4-Methoxy-3-nitrophenyl)acetamide |
| title_fullStr | N-(4-Methoxy-3-nitrophenyl)acetamide |
| title_full_unstemmed | N-(4-Methoxy-3-nitrophenyl)acetamide |
| title_short | N-(4-Methoxy-3-nitrophenyl)acetamide |
| title_sort | n 4 methoxy 3 nitrophenyl acetamide |
| topic | n-alkoxyacetanilides phenacetin congeners nitro products crystal structure hydrogen bonding |
| url | http://scripts.iucr.org/cgi-bin/paper?S2414314623002985 |
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