Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis
The title compound, C16H18N2O3, is constructed about a central oxopyridazinyl ring (r.m.s. deviation = 0.0047 A˚ ), which is connected to an ethylacetate group at the N atom closest to the carbonyl group, and benzyl and methyl groups second furthest and furthest from the carbonyl group, respectively...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2019
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| Subjects: | |
| Online Access: | http://eprints.sunway.edu.my/999/ http://eprints.sunway.edu.my/999/1/Tiekink%20Ethyl%202-4%20Acta%20Cryst%202019%20E75%20392.pdf |
| _version_ | 1848801967740026880 |
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| author | Zaoui, Younes Ramli, Youssef Taoufik, Jamal Mague, Joel T. Jotani, Mukesh M. Tiekink, Edward R. T. * Ansar, M'hammed |
| author_facet | Zaoui, Younes Ramli, Youssef Taoufik, Jamal Mague, Joel T. Jotani, Mukesh M. Tiekink, Edward R. T. * Ansar, M'hammed |
| author_sort | Zaoui, Younes |
| building | SU Institutional Repository |
| collection | Online Access |
| description | The title compound, C16H18N2O3, is constructed about a central oxopyridazinyl ring (r.m.s. deviation = 0.0047 A˚ ), which is connected to an ethylacetate group at the N atom closest to the carbonyl group, and benzyl and methyl groups second furthest and furthest from the carbonyl group, respectively. An approximately orthogonal relationship exists between the oxopyridazinyl ring and the best
plane through the ethylacetate group [dihedral angle = 77.48 (3)]; the latter lies to one side of the central plane [the Nr—Nr—Cm—Cc (r = ring, m = methylene, c = carbonyl) torsion angle being 104.34 (9)]. In the crystal, both H atoms of the
N-bound methylene group form methylene-C—HO(ring carbonyl) or N(pyridazinyl) interactions, resulting in the formation of a supramolecular tape along the a-axis direction. The tapes are assembled into a three-dimensional
architecture by methyl- and phenyl-C—HO(ring carbonyl) and phenyl-C— HO(ester carbonyl) interactions. The analysis of the calculated Hirshfeld surface indicates the dominance of HH contacts to the overall surface (i.e. 52.2%). Reflecting other identified points of contact between molecules noted
above, OH/HO (23.3%), CH/HC (14.7%) and NH/HN (6.6%)
contacts also make significant contributions to the surface. |
| first_indexed | 2025-11-14T21:15:52Z |
| format | Article |
| id | sunway-999 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:15:52Z |
| publishDate | 2019 |
| publisher | International Union of Crystallography |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-9992020-10-07T08:49:43Z http://eprints.sunway.edu.my/999/ Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis Zaoui, Younes Ramli, Youssef Taoufik, Jamal Mague, Joel T. Jotani, Mukesh M. Tiekink, Edward R. T. * Ansar, M'hammed QD Chemistry The title compound, C16H18N2O3, is constructed about a central oxopyridazinyl ring (r.m.s. deviation = 0.0047 A˚ ), which is connected to an ethylacetate group at the N atom closest to the carbonyl group, and benzyl and methyl groups second furthest and furthest from the carbonyl group, respectively. An approximately orthogonal relationship exists between the oxopyridazinyl ring and the best plane through the ethylacetate group [dihedral angle = 77.48 (3)]; the latter lies to one side of the central plane [the Nr—Nr—Cm—Cc (r = ring, m = methylene, c = carbonyl) torsion angle being 104.34 (9)]. In the crystal, both H atoms of the N-bound methylene group form methylene-C—HO(ring carbonyl) or N(pyridazinyl) interactions, resulting in the formation of a supramolecular tape along the a-axis direction. The tapes are assembled into a three-dimensional architecture by methyl- and phenyl-C—HO(ring carbonyl) and phenyl-C— HO(ester carbonyl) interactions. The analysis of the calculated Hirshfeld surface indicates the dominance of HH contacts to the overall surface (i.e. 52.2%). Reflecting other identified points of contact between molecules noted above, OH/HO (23.3%), CH/HC (14.7%) and NH/HN (6.6%) contacts also make significant contributions to the surface. International Union of Crystallography 2019-02-15 Article PeerReviewed text en cc_by_nc_4 http://eprints.sunway.edu.my/999/1/Tiekink%20Ethyl%202-4%20Acta%20Cryst%202019%20E75%20392.pdf Zaoui, Younes and Ramli, Youssef and Taoufik, Jamal and Mague, Joel T. and Jotani, Mukesh M. and Tiekink, Edward R. T. * and Ansar, M'hammed (2019) Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 75 (3). pp. 392-396. ISSN 2056-9890 http://doi.org/10.1107/S205698901900241X doi:10.1107/S205698901900241X |
| spellingShingle | QD Chemistry Zaoui, Younes Ramli, Youssef Taoufik, Jamal Mague, Joel T. Jotani, Mukesh M. Tiekink, Edward R. T. * Ansar, M'hammed Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title | Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title_full | Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title_fullStr | Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title_full_unstemmed | Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title_short | Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis |
| title_sort | ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and hirshfeld surface analysis |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/999/ http://eprints.sunway.edu.my/999/ http://eprints.sunway.edu.my/999/ http://eprints.sunway.edu.my/999/1/Tiekink%20Ethyl%202-4%20Acta%20Cryst%202019%20E75%20392.pdf |