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1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
In the title compound, C(20)H(21)N(5)O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379417/ https://www.ncbi.nlm.nih.gov/pubmed/22719615 http://dx.doi.org/10.1107/S1600536812022659 |
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author | Attia, Mohamed I. Aboul-Enein, Mohamed N. El-Brollosy, Nasser R. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Attia, Mohamed I. Aboul-Enein, Mohamed N. El-Brollosy, Nasser R. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Attia, Mohamed I. |
collection | PubMed |
description | In the title compound, C(20)H(21)N(5)O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H⋯N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H⋯N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H⋯O(carbonyl) and C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3379417 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33794172012-06-20 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea Attia, Mohamed I. Aboul-Enein, Mohamed N. El-Brollosy, Nasser R. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(21)N(5)O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H⋯N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H⋯N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H⋯O(carbonyl) and C—H⋯π interactions. International Union of Crystallography 2012-05-23 /pmc/articles/PMC3379417/ /pubmed/22719615 http://dx.doi.org/10.1107/S1600536812022659 Text en © Attia et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Attia, Mohamed I. Aboul-Enein, Mohamed N. El-Brollosy, Nasser R. Ng, Seik Weng Tiekink, Edward R. T. 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_full | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_fullStr | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_full_unstemmed | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_short | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_sort | 1-{(e)-[3-(1h-imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379417/ https://www.ncbi.nlm.nih.gov/pubmed/22719615 http://dx.doi.org/10.1107/S1600536812022659 |
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