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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...

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Autores principales: Yamuna, Thammarse S., Kaur, Manpreet, Jasinski, Jerry P., Anderson, Brian J., Yathirajan, H. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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