1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis
The title compound, C23H21N3O2, is constructed about an almost planar disubstituted aminourea residue (r.m.s. deviation = 0.0201 Å), which features an intramolecular amine-N—H...N(imine) hydrogen bond. In the `all-trans' chain connecting this to the terminal methoxybenzene residue, the conf...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2017
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| Online Access: | http://eprints.sunway.edu.my/626/ http://eprints.sunway.edu.my/626/1/Acta%20Cryst%202017%20E73%201607.pdf |
| _version_ | 1848801863903739904 |
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| author | Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_facet | Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_sort | Tan, Ming Yueh |
| building | SU Institutional Repository |
| collection | Online Access |
| description | The title compound, C23H21N3O2, is constructed about an almost planar disubstituted aminourea residue (r.m.s. deviation = 0.0201 Å), which features an intramolecular amine-N—H...N(imine) hydrogen bond. In the `all-trans' chain connecting this to the terminal methoxybenzene residue, the conformation about each of the imine and ethylene double bonds is E. In the crystal, amide-N—H...O(carbonyl) hydrogen bonds connect centrosymmetrically related molecules into dimeric aggregates, which also incorporate ethylene-C—H...O(amide) interactions. The dimers are linked by amine–phenyl-C—H...π(imine–phenyl) and methoxybenzene-C—H...π(amine–phenyl) interactions to generate a three-dimensional network. The importance of C—H...π interactions in the molecular packing is reflected in the relatively high contributions made by C...H/H...C contacts to the Hirshfeld surface, i.e. 31.6%. |
| first_indexed | 2025-11-14T21:14:13Z |
| format | Article |
| id | sunway-626 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:14:13Z |
| publishDate | 2017 |
| publisher | International Union of Crystallography |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-6262020-10-07T09:28:44Z http://eprints.sunway.edu.my/626/ 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * QD Chemistry The title compound, C23H21N3O2, is constructed about an almost planar disubstituted aminourea residue (r.m.s. deviation = 0.0201 Å), which features an intramolecular amine-N—H...N(imine) hydrogen bond. In the `all-trans' chain connecting this to the terminal methoxybenzene residue, the conformation about each of the imine and ethylene double bonds is E. In the crystal, amide-N—H...O(carbonyl) hydrogen bonds connect centrosymmetrically related molecules into dimeric aggregates, which also incorporate ethylene-C—H...O(amide) interactions. The dimers are linked by amine–phenyl-C—H...π(imine–phenyl) and methoxybenzene-C—H...π(amine–phenyl) interactions to generate a three-dimensional network. The importance of C—H...π interactions in the molecular packing is reflected in the relatively high contributions made by C...H/H...C contacts to the Hirshfeld surface, i.e. 31.6%. International Union of Crystallography 2017 Article PeerReviewed text en cc_by_nd http://eprints.sunway.edu.my/626/1/Acta%20Cryst%202017%20E73%201607.pdf Tan, Ming Yueh and Crouse, Karen A. and Ravoof, Thahira Begum S. A. and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2017) 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 73 (11). pp. 1607-1611. ISSN 2056-9890 http://dx.doi.org/10.1107/S2056989017014128 doi:10.1107/S2056989017014128 |
| spellingShingle | QD Chemistry Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title | 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title_full | 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title_fullStr | 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title_full_unstemmed | 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title_short | 1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis |
| title_sort | 1-{(e)-[(2e)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and hirshfeld surface analysis |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/626/ http://eprints.sunway.edu.my/626/ http://eprints.sunway.edu.my/626/ http://eprints.sunway.edu.my/626/1/Acta%20Cryst%202017%20E73%201607.pdf |