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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...

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Autores principales: Gajera, Nilesh N., Patel, Mukesh C., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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