Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin
In the title free base porphyrin, C42H34N4, the neighbouring N...N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å and the phenyl rings are tilted from the 24-atom mean plane at angles varying between 62.42 (2)–71.63 (2)°. The NH groups are involved in intramolecular bifurcate...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2016-02-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989016000025 |
| _version_ | 1818960225371160576 |
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| author | Keith J. Flanagan Ebrahim Mohamed Mothi Lisa Kötzner Mathias O. Senge |
| author_facet | Keith J. Flanagan Ebrahim Mohamed Mothi Lisa Kötzner Mathias O. Senge |
| author_sort | Keith J. Flanagan |
| collection | DOAJ |
| description | In the title free base porphyrin, C42H34N4, the neighbouring N...N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å and the phenyl rings are tilted from the 24-atom mean plane at angles varying between 62.42 (2)–71.63 (2)°. The NH groups are involved in intramolecular bifurcated N—H...(N,N) hydrogen bonds. The Ca—Cm—Ca angles vary slightly for the phenyl rings, between 124.19 (18)–126.17 (18)°. The largest deviation from the mean plane of the 24-atom macrocycle is associated with the meso carbon at the substituted tert-butyl position, which is displaced from the mean plane by 0.44 (2) Å. The free base porphyrin is characterized by a significant degree of ruffled (B1u) distortion with contributions from domed (A2u) and wave [Eg(y) and Eg(x)] modes. In the crystal, molecules are linked by a number of weak C—H...π interactions, forming a three-dimensional framework. The structure was refined as a two-component inversion twin. |
| first_indexed | 2024-12-20T11:54:09Z |
| format | Article |
| id | doaj.art-69d1bde5829e48e58feddce0b5bc1ba0 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-20T11:54:09Z |
| publishDate | 2016-02-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-69d1bde5829e48e58feddce0b5bc1ba02022-12-21T19:41:42ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902016-02-0172212813210.1107/S2056989016000025su5266Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrinKeith J. Flanagan0Ebrahim Mohamed Mothi1Lisa Kötzner2Mathias O. Senge3School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandCentre for Scientific and Applied Research, PSN College of Engineering and Technology, Melathediyoor, Tirunelveli 627 152, IndiaSchool of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandSchool of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandIn the title free base porphyrin, C42H34N4, the neighbouring N...N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å and the phenyl rings are tilted from the 24-atom mean plane at angles varying between 62.42 (2)–71.63 (2)°. The NH groups are involved in intramolecular bifurcated N—H...(N,N) hydrogen bonds. The Ca—Cm—Ca angles vary slightly for the phenyl rings, between 124.19 (18)–126.17 (18)°. The largest deviation from the mean plane of the 24-atom macrocycle is associated with the meso carbon at the substituted tert-butyl position, which is displaced from the mean plane by 0.44 (2) Å. The free base porphyrin is characterized by a significant degree of ruffled (B1u) distortion with contributions from domed (A2u) and wave [Eg(y) and Eg(x)] modes. In the crystal, molecules are linked by a number of weak C—H...π interactions, forming a three-dimensional framework. The structure was refined as a two-component inversion twin.http://scripts.iucr.org/cgi-bin/paper?S2056989016000025crystal structureunsymmetrical porphyrinsfree base porphyrinnon-planar porphyrins. |
| spellingShingle | Keith J. Flanagan Ebrahim Mohamed Mothi Lisa Kötzner Mathias O. Senge Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin Acta Crystallographica Section E: Crystallographic Communications crystal structure unsymmetrical porphyrins free base porphyrin non-planar porphyrins. |
| title | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
| title_full | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
| title_fullStr | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
| title_full_unstemmed | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
| title_short | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
| title_sort | crystal structure of 5 tert butyl 10 15 20 triphenylporphyrin |
| topic | crystal structure unsymmetrical porphyrins free base porphyrin non-planar porphyrins. |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989016000025 |
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