Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate
The crystal structures of the title compounds, two solvates (CHCl3 and THF) of a symmetric and highly substituted porphyrin, C44H2Br8F20N4 or OBrTPFPP, are described. These structures each feature a non-planar porphyrin ring, exhibiting a similar conformation of the strained ring independent of solv...
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International Union of Crystallography
2020-02-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989020000432 |
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| author | Christopher J. Kingsbury Keith J. Flanagan Marc Kielmann Brendan Twamley Mathias O. Senge |
| author_facet | Christopher J. Kingsbury Keith J. Flanagan Marc Kielmann Brendan Twamley Mathias O. Senge |
| author_sort | Christopher J. Kingsbury |
| collection | DOAJ |
| description | The crystal structures of the title compounds, two solvates (CHCl3 and THF) of a symmetric and highly substituted porphyrin, C44H2Br8F20N4 or OBrTPFPP, are described. These structures each feature a non-planar porphyrin ring, exhibiting a similar conformation of the strained ring independent of solvent identity. These distorted porphyrins are able to form hydrogen bonds and sub-van der Waals halogen interactions with enclathrated solvent; supramolecular interactions of proximal macrocycles are additionally affected by solvent choice. The crystal studied for compound 1·CHCl3 was refined as an inversion twin. One pentafluorophenyl group was modelled as disordered over two sites [occupancy ratio = 0.462 (7):0.538 (7)]. The chloroform solvate was also modelled as disordered over two orientations [occupancy ratio = 0.882 (7): 0.118 (7). |
| first_indexed | 2024-04-11T16:25:04Z |
| format | Article |
| id | doaj.art-f8a62f49836f42d49c339363b72a53c4 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T16:25:04Z |
| publishDate | 2020-02-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-f8a62f49836f42d49c339363b72a53c42022-12-22T04:14:12ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902020-02-0176221422010.1107/S2056989020000432tx2016Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvateChristopher J. Kingsbury0Keith J. Flanagan1Marc Kielmann2Brendan Twamley3Mathias O. Senge4School of Chemistry, Trinity Biomedical Science Institute, 152–160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandSchool of Chemistry, Trinity Biomedical Science Institute, 152–160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandSchool of Chemistry, Trinity Biomedical Science Institute, 152–160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandSchool of Chemistry, Trinity Biomedical Science Institute, 152–160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandSchool of Chemistry, Trinity Biomedical Science Institute, 152–160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, IrelandThe crystal structures of the title compounds, two solvates (CHCl3 and THF) of a symmetric and highly substituted porphyrin, C44H2Br8F20N4 or OBrTPFPP, are described. These structures each feature a non-planar porphyrin ring, exhibiting a similar conformation of the strained ring independent of solvent identity. These distorted porphyrins are able to form hydrogen bonds and sub-van der Waals halogen interactions with enclathrated solvent; supramolecular interactions of proximal macrocycles are additionally affected by solvent choice. The crystal studied for compound 1·CHCl3 was refined as an inversion twin. One pentafluorophenyl group was modelled as disordered over two sites [occupancy ratio = 0.462 (7):0.538 (7)]. The chloroform solvate was also modelled as disordered over two orientations [occupancy ratio = 0.882 (7): 0.118 (7).http://scripts.iucr.org/cgi-bin/paper?S2056989020000432crystal structuresymmetrical porphyrinsnon-planar porphyrinshalogenated porphyrinssolvent interactions |
| spellingShingle | Christopher J. Kingsbury Keith J. Flanagan Marc Kielmann Brendan Twamley Mathias O. Senge Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate Acta Crystallographica Section E: Crystallographic Communications crystal structure symmetrical porphyrins non-planar porphyrins halogenated porphyrins solvent interactions |
| title | Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| title_full | Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| title_fullStr | Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| title_full_unstemmed | Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| title_short | Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| title_sort | crystal structures of 2 3 7 8 12 13 17 18 octabromo 5 10 15 20 tetrakis pentafluorophenyl porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate |
| topic | crystal structure symmetrical porphyrins non-planar porphyrins halogenated porphyrins solvent interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989020000432 |
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