Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide

Synthesis, spectroscopic characterization and X-ray crystal structure of a new (2E)-2-[3-(1H-imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide (4) are reported. The stereochemistry of the title compound 4, C19H19N5O, about the imine bond [1.296 (4) Å] was assigned to have (E)-configur...

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Main Authors: Mohamed I. Attia, Hazem A. Ghabbour, Aida A. El-Azzouny, Omar A. Al-Deeb, Maha S. Almutairi, Hoong-Kun Fun
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/515309
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author Mohamed I. Attia
Hazem A. Ghabbour
Aida A. El-Azzouny
Omar A. Al-Deeb
Maha S. Almutairi
Hoong-Kun Fun
author_facet Mohamed I. Attia
Hazem A. Ghabbour
Aida A. El-Azzouny
Omar A. Al-Deeb
Maha S. Almutairi
Hoong-Kun Fun
author_sort Mohamed I. Attia
collection DOAJ
description Synthesis, spectroscopic characterization and X-ray crystal structure of a new (2E)-2-[3-(1H-imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide (4) are reported. The stereochemistry of the title compound 4, C19H19N5O, about the imine bond [1.296 (4) Å] was assigned to have (E)-configuration. In the urea moiety, the N–H entities are trans to each other, and one of these forms is an intramolecular N–H⋯H hydrogen bond. The compound crystallizes in the monoclinic space group P21/c with a = 5.8093 (2) Å, b = 20.5575 (6) Å, c = 14.0355 (5) Å, α = 90.00°, β = 97.365° (2), γ = 90.00°, V = 1662.36 (10) Å3, and Z = 4. The molecules are packed in crystal structure by weak intermolecular hydrogen interactions.
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publisher Wiley
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spelling doaj-art-35c171a3157b4c28800018407c4e8a842025-08-20T02:24:08ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/515309515309Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamideMohamed I. Attia0Hazem A. Ghabbour1Aida A. El-Azzouny2Omar A. Al-Deeb3Maha S. Almutairi4Hoong-Kun Fun5Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaMedicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, Giza 12622, EgyptDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaSynthesis, spectroscopic characterization and X-ray crystal structure of a new (2E)-2-[3-(1H-imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide (4) are reported. The stereochemistry of the title compound 4, C19H19N5O, about the imine bond [1.296 (4) Å] was assigned to have (E)-configuration. In the urea moiety, the N–H entities are trans to each other, and one of these forms is an intramolecular N–H⋯H hydrogen bond. The compound crystallizes in the monoclinic space group P21/c with a = 5.8093 (2) Å, b = 20.5575 (6) Å, c = 14.0355 (5) Å, α = 90.00°, β = 97.365° (2), γ = 90.00°, V = 1662.36 (10) Å3, and Z = 4. The molecules are packed in crystal structure by weak intermolecular hydrogen interactions.http://dx.doi.org/10.1155/2013/515309
spellingShingle Mohamed I. Attia
Hazem A. Ghabbour
Aida A. El-Azzouny
Omar A. Al-Deeb
Maha S. Almutairi
Hoong-Kun Fun
Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
Journal of Chemistry
title Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
title_full Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
title_fullStr Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
title_full_unstemmed Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
title_short Synthesis and Single Crystal X-Ray Structure of New (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-phenylhydrazinecarboxamide
title_sort synthesis and single crystal x ray structure of new 2e 2 3 1h imidazol 1 yl 1 phenylpropylidene n phenylhydrazinecarboxamide
url http://dx.doi.org/10.1155/2013/515309
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