Crystal Structure Analysis of Two 4-Nitro-N-methylaniline Derivatives
The two related structures 2,4-dinitro-N-methylaniline (1) and 2-amino-4-nitro-N-methylaniline (2), both differ in the nitrogen substitution in the 2-position. Both structures are very similar with N-methylamino and 4-nitro groups that are nearly coplanar with the benzene ring. In compound 1, the ortho nitro group is also nearly coplanar with the benzene ring. In compound 2, the ortho nitro group has been reduced to an amino moiety. The amino group in 2 is pyramidal. Both molecules display intermolecular N–H⋯O and C–H⋯O interactions. Compound 1 forms chains via N–H⋯O interactions which are linked together to form an extended structure via N–H⋯O and N⋯O interactions. Compound 2 forms centrosymmetric dimers through N–H⋯O interactions which form 2-dimensional sheets via further hydrogen bonding. Both compounds crystallize in the space group P$ 2_{1} $/c with Z = 4 and have very similar volumes, 799.12(5) $ Å^{3} $ for 1 and 749.36(8) $ Å^{3} $ for 2. Graphical Abstract Two related 4-nitro-N-methylaniline derivatives, 2,4-dinitro-N-methylaniline (1) and 2-amino-4-nitro-N-methylaniline (2), have been analyzed by X-ray crystallography. The shapes of the molecules are very similar, but they have very different intermolecular interactions..
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:52 |
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| Enthalten in: |
Journal of chemical crystallography - 52(2022), 2 vom: 03. Jan., Seite 251-259 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Goettler, Patricia E. [VerfasserIn] |
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| Links: |
Volltext [lizenzpflichtig] |
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| Themen: |
Crystal structure |
| Anmerkungen: |
© The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature 2022 |
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| doi: |
10.1007/s10870-021-00918-w |
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| PPN (Katalog-ID): |
OLC2130552978 |
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| 520 | |a The two related structures 2,4-dinitro-N-methylaniline (1) and 2-amino-4-nitro-N-methylaniline (2), both differ in the nitrogen substitution in the 2-position. Both structures are very similar with N-methylamino and 4-nitro groups that are nearly coplanar with the benzene ring. In compound 1, the ortho nitro group is also nearly coplanar with the benzene ring. In compound 2, the ortho nitro group has been reduced to an amino moiety. The amino group in 2 is pyramidal. Both molecules display intermolecular N–H⋯O and C–H⋯O interactions. Compound 1 forms chains via N–H⋯O interactions which are linked together to form an extended structure via N–H⋯O and N⋯O interactions. Compound 2 forms centrosymmetric dimers through N–H⋯O interactions which form 2-dimensional sheets via further hydrogen bonding. Both compounds crystallize in the space group P$ 2_{1} $/c with Z = 4 and have very similar volumes, 799.12(5) $ Å^{3} $ for 1 and 749.36(8) $ Å^{3} $ for 2. Graphical Abstract Two related 4-nitro-N-methylaniline derivatives, 2,4-dinitro-N-methylaniline (1) and 2-amino-4-nitro-N-methylaniline (2), have been analyzed by X-ray crystallography. The shapes of the molecules are very similar, but they have very different intermolecular interactions. | ||
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