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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...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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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. |
format | Online Article Text |
id | pubmed-8423021 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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