Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one
The title compound, C14H13N3O5 (HMNP), was synthesized by the simple condensation of p-nitrophenylhydrazine with dehydroacetic acid (DHA) in a 1:1 molar ratio in ethanol. HMNP has been characterized by using FT–IR, 1H and 13C NMR and UV–Vis spectroscopic and single-crystal X-ray diffraction techniqu...
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International Union of Crystallography
2017-02-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989017000639 |
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doaj-ba049f3cba83479fb865bb6c908078b52020-11-24T23:30:14ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-02-0173222322610.1107/S2056989017000639lh5834Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-oneKirandeep0Ahmad Husain1Pooja Negi2Girijesh Kumar3Ramesh Kataria4Department of Chemistry, Centre for Advanced Studies in Chemistry, Panjab University, Chandigarh 160 014, IndiaDepartment of Chemistry, DAV University Jalandhar, Jalandhar 144 001, Punjab, IndiaDepartment of Chemistry, Centre for Advanced Studies in Chemistry, Panjab University, Chandigarh 160 014, IndiaDepartment of Chemistry, Centre for Advanced Studies in Chemistry, Panjab University, Chandigarh 160 014, IndiaDepartment of Chemistry, Centre for Advanced Studies in Chemistry, Panjab University, Chandigarh 160 014, IndiaThe title compound, C14H13N3O5 (HMNP), was synthesized by the simple condensation of p-nitrophenylhydrazine with dehydroacetic acid (DHA) in a 1:1 molar ratio in ethanol. HMNP has been characterized by using FT–IR, 1H and 13C NMR and UV–Vis spectroscopic and single-crystal X-ray diffraction techniques. The crystal packing reveals strong hydrogen bonds between the NH group and the carbonyl O atom of dihydropyranone moiety, forming chains along [101]. The thermal stability of the synthesized compound was confirmed by thermogravimetric analysis and it was found to be stable up to 513 K. The UV–Vis spectrum shows the presence of a strong band at λmax 394 nm. 1H NMR and single-crystal X-ray analyses confirmed the presence of the enol form of the ligand and dominance over the keto form. The crystal studied was a non-merohedral twin with the refined ratio of the twin components being 0.3720 (19):0.6280 (19).http://scripts.iucr.org/cgi-bin/paper?S2056989017000639crystal structureHMNPdehydroacetic acidhydrogen bondingthermal stability |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Kirandeep Ahmad Husain Pooja Negi Girijesh Kumar Ramesh Kataria |
| spellingShingle |
Kirandeep Ahmad Husain Pooja Negi Girijesh Kumar Ramesh Kataria Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one Acta Crystallographica Section E: Crystallographic Communications crystal structure HMNP dehydroacetic acid hydrogen bonding thermal stability |
| author_facet |
Kirandeep Ahmad Husain Pooja Negi Girijesh Kumar Ramesh Kataria |
| author_sort |
Kirandeep |
| title |
Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one |
| title_short |
Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one |
| title_full |
Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one |
| title_fullStr |
Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one |
| title_full_unstemmed |
Crystal structure of (E)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2H-pyran-2-one |
| title_sort |
crystal structure of (e)-4-hydroxy-6-methyl-3-{1-[2-(4-nitrophenyl)hydrazinylidene]ethyl}-2h-pyran-2-one |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E: Crystallographic Communications |
| issn |
2056-9890 |
| publishDate |
2017-02-01 |
| description |
The title compound, C14H13N3O5 (HMNP), was synthesized by the simple condensation of p-nitrophenylhydrazine with dehydroacetic acid (DHA) in a 1:1 molar ratio in ethanol. HMNP has been characterized by using FT–IR, 1H and 13C NMR and UV–Vis spectroscopic and single-crystal X-ray diffraction techniques. The crystal packing reveals strong hydrogen bonds between the NH group and the carbonyl O atom of dihydropyranone moiety, forming chains along [101]. The thermal stability of the synthesized compound was confirmed by thermogravimetric analysis and it was found to be stable up to 513 K. The UV–Vis spectrum shows the presence of a strong band at λmax 394 nm. 1H NMR and single-crystal X-ray analyses confirmed the presence of the enol form of the ligand and dominance over the keto form. The crystal studied was a non-merohedral twin with the refined ratio of the twin components being 0.3720 (19):0.6280 (19). |
| topic |
crystal structure HMNP dehydroacetic acid hydrogen bonding thermal stability |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2056989017000639 |
| work_keys_str_mv |
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1725542137192251392 |