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4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one

In the title compound, C(25)H(16)F(2)N(2)O, the pyrazole ring is almost planar (r.m.s. deviation = 0.028 Å) and makes a dihedral angle of 5.86 (11)° with the indazole benzene ring. The dihedral angle between the pyrazole ring and the unsubstituted phenyl ring is 28.19 (11)°. The dihedral angles betw...

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Autores principales: Butcher, R. J., Akkurt, M., Samshuddin, S., Narayana, B., Yathirajan, H. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120412/
https://www.ncbi.nlm.nih.gov/pubmed/21754741
http://dx.doi.org/10.1107/S1600536811016369
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author Butcher, R. J.
Akkurt, M.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
author_facet Butcher, R. J.
Akkurt, M.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
author_sort Butcher, R. J.
collection PubMed
description In the title compound, C(25)H(16)F(2)N(2)O, the pyrazole ring is almost planar (r.m.s. deviation = 0.028 Å) and makes a dihedral angle of 5.86 (11)° with the indazole benzene ring. The dihedral angle between the pyrazole ring and the unsubstituted phenyl ring is 28.19 (11)°. The dihedral angles between the unsubstituted phenyl and the two fluoro­phenyl groups are 57.69 (10) and 18.01 (10)°. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O and C—H⋯F inter­actions, forming infinite chains along the b axis with graph-set motif R (3) (2)(19). The crystal structure is further consolidated by π–π stacking [centroid–centroid distances = 3.5916 (13) and 3.6890 (13) Å] and C—H⋯π inter­actions.
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spelling pubmed-31204122011-07-13 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one Butcher, R. J. Akkurt, M. Samshuddin, S. Narayana, B. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(25)H(16)F(2)N(2)O, the pyrazole ring is almost planar (r.m.s. deviation = 0.028 Å) and makes a dihedral angle of 5.86 (11)° with the indazole benzene ring. The dihedral angle between the pyrazole ring and the unsubstituted phenyl ring is 28.19 (11)°. The dihedral angles between the unsubstituted phenyl and the two fluoro­phenyl groups are 57.69 (10) and 18.01 (10)°. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O and C—H⋯F inter­actions, forming infinite chains along the b axis with graph-set motif R (3) (2)(19). The crystal structure is further consolidated by π–π stacking [centroid–centroid distances = 3.5916 (13) and 3.6890 (13) Å] and C—H⋯π inter­actions. International Union of Crystallography 2011-05-07 /pmc/articles/PMC3120412/ /pubmed/21754741 http://dx.doi.org/10.1107/S1600536811016369 Text en © Butcher et al. 2011 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 Organic Papers
Butcher, R. J.
Akkurt, M.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title_full 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title_fullStr 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title_full_unstemmed 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title_short 4,6-Bis(4-fluoro­phen­yl)-2-phenyl-1H-indazol-3(2H)-one
title_sort 4,6-bis(4-fluoro­phen­yl)-2-phenyl-1h-indazol-3(2h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120412/
https://www.ncbi.nlm.nih.gov/pubmed/21754741
http://dx.doi.org/10.1107/S1600536811016369
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