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Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine

The substituted cyclo­penta­dienyl ring in the title mol­ecule, [Fe(C(5)H(5))(C(18)H(13)ClN)], is nearly coplanar with the phenyl-1-(4-chloro­phen­yl)methanimine substituent, with dihedral angles between the planes of the phenyl­ene ring and the Cp and 4-(chloro­phen­yl)methanimine units of 7.87 (19...

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Autores principales: Sghyar, Riham, Moussaoui, Oussama, Sebbar, Nada Kheira, Ait Elmachkouri, Younesse, Irrou, Ezaddine, Hökelek, Tuncer, Mague, Joel T., Bentama, Abdesslam, El hadrami, El Mestafa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423021/
https://www.ncbi.nlm.nih.gov/pubmed/34584753
http://dx.doi.org/10.1107/S2056989021008033
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author Sghyar, Riham
Moussaoui, Oussama
Sebbar, Nada Kheira
Ait Elmachkouri, Younesse
Irrou, Ezaddine
Hökelek, Tuncer
Mague, Joel T.
Bentama, Abdesslam
El hadrami, El Mestafa
author_facet Sghyar, Riham
Moussaoui, Oussama
Sebbar, Nada Kheira
Ait Elmachkouri, Younesse
Irrou, Ezaddine
Hökelek, Tuncer
Mague, Joel T.
Bentama, Abdesslam
El hadrami, El Mestafa
author_sort Sghyar, Riham
collection PubMed
description The substituted cyclo­penta­dienyl ring in the title mol­ecule, [Fe(C(5)H(5))(C(18)H(13)ClN)], is nearly coplanar with the phenyl-1-(4-chloro­phen­yl)methanimine substituent, with dihedral angles between the planes of the phenyl­ene ring and the Cp and 4-(chloro­phen­yl)methanimine units of 7.87 (19) and 9.23 (10)°, respectively. The unsubstituted cyclo­penta­dienyl ring is rotationally disordered, the occupancy ratio for the two orientations refined to a 0.666 (7)/0.334 (7) ratio. In the crystal, the mol­ecules pack in ‘bilayers’ parallel to the ab plane with the ferrocenyl groups on the outer faces and the substituents directed towards the regions between them. The ferrocenyl groups are linked by C—H⋯π(ring) inter­actions. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (46.1%), H⋯C/C⋯ H (35.4%) and H⋯Cl/Cl⋯H (13.8%) inter­actions. Thus C—H⋯π(ring) and van der Waals inter­actions are the dominant inter­actions in the crystal packing.
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spelling pubmed-84230212021-09-27 Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine Sghyar, Riham Moussaoui, Oussama Sebbar, Nada Kheira Ait Elmachkouri, Younesse Irrou, Ezaddine Hökelek, Tuncer Mague, Joel T. Bentama, Abdesslam El hadrami, El Mestafa Acta Crystallogr E Crystallogr Commun Jerry P. Jasinski tribute The substituted cyclo­penta­dienyl ring in the title mol­ecule, [Fe(C(5)H(5))(C(18)H(13)ClN)], is nearly coplanar with the phenyl-1-(4-chloro­phen­yl)methanimine substituent, with dihedral angles between the planes of the phenyl­ene ring and the Cp and 4-(chloro­phen­yl)methanimine units of 7.87 (19) and 9.23 (10)°, respectively. The unsubstituted cyclo­penta­dienyl ring is rotationally disordered, the occupancy ratio for the two orientations refined to a 0.666 (7)/0.334 (7) ratio. In the crystal, the mol­ecules pack in ‘bilayers’ parallel to the ab plane with the ferrocenyl groups on the outer faces and the substituents directed towards the regions between them. The ferrocenyl groups are linked by C—H⋯π(ring) inter­actions. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (46.1%), H⋯C/C⋯ H (35.4%) and H⋯Cl/Cl⋯H (13.8%) inter­actions. Thus C—H⋯π(ring) and van der Waals inter­actions are the dominant inter­actions in the crystal packing. International Union of Crystallography 2021-08-10 /pmc/articles/PMC8423021/ /pubmed/34584753 http://dx.doi.org/10.1107/S2056989021008033 Text en © Sghyar et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Jerry P. Jasinski tribute
Sghyar, Riham
Moussaoui, Oussama
Sebbar, Nada Kheira
Ait Elmachkouri, Younesse
Irrou, Ezaddine
Hökelek, Tuncer
Mague, Joel T.
Bentama, Abdesslam
El hadrami, El Mestafa
Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title_full Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title_fullStr Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title_full_unstemmed Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title_short Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine
title_sort crystal structure and hirshfeld surface analysis study of (e)-1-(4-chloro­phen­yl)-n-(4-ferrocenylphen­yl)methanimine
topic Jerry P. Jasinski tribute
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423021/
https://www.ncbi.nlm.nih.gov/pubmed/34584753
http://dx.doi.org/10.1107/S2056989021008033
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