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Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole

In the title compound, C(17)H(14)N(4)O(3), the indazole unit is planar to within 0.0171 (10) Å and makes dihedral angles of 6.50 (6) and 6.79 (4)°, respectively, with the nitro and pendant phenyl groups. The conformation of the oxazole ring is best described as an envelope. In the crystal, oblique s...

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Autores principales: Boulhaoua, Mohammed, Kansiz, Sevgi, El Hafi, Mohamed, Lahmidi, Sanae, Dege, Necmi, Benchidmi, Mohammed, Mague, Joel T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6323876/
https://www.ncbi.nlm.nih.gov/pubmed/30713737
http://dx.doi.org/10.1107/S2056989018017590
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author Boulhaoua, Mohammed
Kansiz, Sevgi
El Hafi, Mohamed
Lahmidi, Sanae
Dege, Necmi
Benchidmi, Mohammed
Mague, Joel T.
author_facet Boulhaoua, Mohammed
Kansiz, Sevgi
El Hafi, Mohamed
Lahmidi, Sanae
Dege, Necmi
Benchidmi, Mohammed
Mague, Joel T.
author_sort Boulhaoua, Mohammed
collection PubMed
description In the title compound, C(17)H(14)N(4)O(3), the indazole unit is planar to within 0.0171 (10) Å and makes dihedral angles of 6.50 (6) and 6.79 (4)°, respectively, with the nitro and pendant phenyl groups. The conformation of the oxazole ring is best described as an envelope. In the crystal, oblique stacks along the a-axis direction are formed by π–π stacking inter­actions between the indazole unit and the pendant phenyl rings of adjacent mol­ecules. The stacks are linked into pairs through C—H⋯O hydrogen bonds. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (36.3%), O⋯H/H⋯O (23.4%), C⋯H/H⋯C (13.4%) and N⋯H/H⋯N (11.4%) inter­actions.
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spelling pubmed-63238762019-02-01 Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole Boulhaoua, Mohammed Kansiz, Sevgi El Hafi, Mohamed Lahmidi, Sanae Dege, Necmi Benchidmi, Mohammed Mague, Joel T. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(17)H(14)N(4)O(3), the indazole unit is planar to within 0.0171 (10) Å and makes dihedral angles of 6.50 (6) and 6.79 (4)°, respectively, with the nitro and pendant phenyl groups. The conformation of the oxazole ring is best described as an envelope. In the crystal, oblique stacks along the a-axis direction are formed by π–π stacking inter­actions between the indazole unit and the pendant phenyl rings of adjacent mol­ecules. The stacks are linked into pairs through C—H⋯O hydrogen bonds. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (36.3%), O⋯H/H⋯O (23.4%), C⋯H/H⋯C (13.4%) and N⋯H/H⋯N (11.4%) inter­actions. International Union of Crystallography 2019-01-01 /pmc/articles/PMC6323876/ /pubmed/30713737 http://dx.doi.org/10.1107/S2056989018017590 Text en © Boulhaoua et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Boulhaoua, Mohammed
Kansiz, Sevgi
El Hafi, Mohamed
Lahmidi, Sanae
Dege, Necmi
Benchidmi, Mohammed
Mague, Joel T.
Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title_full Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title_fullStr Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title_short Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
title_sort crystal structure and hirshfeld surface analysis of 5-[(5-nitro-1h-indazol-1-yl)meth­yl]-3-phenyl-4,5-di­hydro­isoxazole
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6323876/
https://www.ncbi.nlm.nih.gov/pubmed/30713737
http://dx.doi.org/10.1107/S2056989018017590
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