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4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine
In the title compound, C(17)H(15)N(3)O(2), two independent molecules (A and B) comprise the asymmetric unit. The major conformational difference arises in the relative orientation of the pyrazole ring amine and dioxole substituents which are anti in A and syn in B. The five-membered dioxole ring in...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648268/ https://www.ncbi.nlm.nih.gov/pubmed/23723888 http://dx.doi.org/10.1107/S1600536813009914 |
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author | Gajera, Nilesh N. Patel, Mukesh C. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_facet | Gajera, Nilesh N. Patel, Mukesh C. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_sort | Gajera, Nilesh N. |
collection | PubMed |
description | In the title compound, C(17)H(15)N(3)O(2), two independent molecules (A and B) comprise the asymmetric unit. The major conformational difference arises in the relative orientation of the pyrazole ring amine and dioxole substituents which are anti in A and syn in B. The five-membered dioxole ring in each molecule has an envelope conformation with the methylene C atom as the flap. The mean plane through the benzodioxole and benzene groups make dihedral angles of 31.67 (8) and 68.22 (9)°, respectively, with the pyrazole ring in A; the equivalent values for B are 47.18 (7) and 49.08 (9)°. In the crystal, supramolecular zigzag chains along the b-axis direction arise as a result of N—H⋯N hydrogen bonding. These are consolidated into supramolecular double chains via C—H⋯O and C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3648268 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36482682013-05-30 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine Gajera, Nilesh N. Patel, Mukesh C. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(15)N(3)O(2), two independent molecules (A and B) comprise the asymmetric unit. The major conformational difference arises in the relative orientation of the pyrazole ring amine and dioxole substituents which are anti in A and syn in B. The five-membered dioxole ring in each molecule has an envelope conformation with the methylene C atom as the flap. The mean plane through the benzodioxole and benzene groups make dihedral angles of 31.67 (8) and 68.22 (9)°, respectively, with the pyrazole ring in A; the equivalent values for B are 47.18 (7) and 49.08 (9)°. In the crystal, supramolecular zigzag chains along the b-axis direction arise as a result of N—H⋯N hydrogen bonding. These are consolidated into supramolecular double chains via C—H⋯O and C—H⋯π interactions. International Union of Crystallography 2013-04-17 /pmc/articles/PMC3648268/ /pubmed/23723888 http://dx.doi.org/10.1107/S1600536813009914 Text en © Gajera et al. 2013 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 Gajera, Nilesh N. Patel, Mukesh C. Jotani, Mukesh M. Tiekink, Edward R. T. 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title | 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_full | 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_fullStr | 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_full_unstemmed | 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_short | 4-(2H-1,3-Benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_sort | 4-(2h-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1h-pyrazol-5-amine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648268/ https://www.ncbi.nlm.nih.gov/pubmed/23723888 http://dx.doi.org/10.1107/S1600536813009914 |
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