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Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole
The title co-crystal, 3-(4-fluorophenyl)-1H-pyrazole–5-(4-fluorophenyl)-1H-pyrazole (1/1), C(9)H(7)FN(2), crystallizes with four independent molecules (A, B, C and D) in the asymmetric unit exhibiting two tautomeric forms (A and D; B and C) due to N—H proton exchange between the two N atoms of...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186127/ https://www.ncbi.nlm.nih.gov/pubmed/25309273 http://dx.doi.org/10.1107/S160053681401695X |
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author | Yamuna, Thammarse S. Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. |
author_facet | Yamuna, Thammarse S. Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. |
author_sort | Yamuna, Thammarse S. |
collection | PubMed |
description | The title co-crystal, 3-(4-fluorophenyl)-1H-pyrazole–5-(4-fluorophenyl)-1H-pyrazole (1/1), C(9)H(7)FN(2), crystallizes with four independent molecules (A, B, C and D) in the asymmetric unit exhibiting two tautomeric forms (A and D; B and C) due to N—H proton exchange between the two N atoms of the pyrazole ring. The dihedral angles between the mean planes of the pyrazole and benzene rings are 15.6 (1), 19.8 (9), 14.0 (1) and 10.7 (7)° in molecules A, B, C and D, respectively. In the crystal, N—H⋯N hydrogen bonds link the four molecules in the asymmetric unit into a ring with an R (4) (4)(12) motif. Furthermore, weak C—H⋯F interactions link the molecules into a three-dimensional network. |
format | Online Article Text |
id | pubmed-4186127 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41861272014-10-12 Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole Yamuna, Thammarse S. Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Data Reports The title co-crystal, 3-(4-fluorophenyl)-1H-pyrazole–5-(4-fluorophenyl)-1H-pyrazole (1/1), C(9)H(7)FN(2), crystallizes with four independent molecules (A, B, C and D) in the asymmetric unit exhibiting two tautomeric forms (A and D; B and C) due to N—H proton exchange between the two N atoms of the pyrazole ring. The dihedral angles between the mean planes of the pyrazole and benzene rings are 15.6 (1), 19.8 (9), 14.0 (1) and 10.7 (7)° in molecules A, B, C and D, respectively. In the crystal, N—H⋯N hydrogen bonds link the four molecules in the asymmetric unit into a ring with an R (4) (4)(12) motif. Furthermore, weak C—H⋯F interactions link the molecules into a three-dimensional network. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186127/ /pubmed/25309273 http://dx.doi.org/10.1107/S160053681401695X Text en © Yamuna et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Yamuna, Thammarse S. Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title | Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title_full | Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title_fullStr | Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title_full_unstemmed | Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title_short | Two tautomers in the same crystal: 3-(4-fluorophenyl)-1H-pyrazole and 5-(4-fluorophenyl)-1H-pyrazole |
title_sort | two tautomers in the same crystal: 3-(4-fluorophenyl)-1h-pyrazole and 5-(4-fluorophenyl)-1h-pyrazole |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186127/ https://www.ncbi.nlm.nih.gov/pubmed/25309273 http://dx.doi.org/10.1107/S160053681401695X |
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