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A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine
The title compound, C(17)H(15)N(3)O(2), is a monoclinic polymorph (P2(1)/c with Z′ = 1) of the previously reported triclinic (P-1 with Z′ = 2) form [Gajera et al. (2013 ▸). Acta Cryst. E69, o736–o737]. The molecule in the monoclinic polymorph features a central pyrazolyl ring with an N-bound p-toly...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647416/ https://www.ncbi.nlm.nih.gov/pubmed/26594387 http://dx.doi.org/10.1107/S2056989015016023 |
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author | Jotani, Mukesh M. Gajera, Nilesh N. Patel, Mukesh C. Sung, Herman H. Y. Tiekink, Edward R. T. |
author_facet | Jotani, Mukesh M. Gajera, Nilesh N. Patel, Mukesh C. Sung, Herman H. Y. Tiekink, Edward R. T. |
author_sort | Jotani, Mukesh M. |
collection | PubMed |
description | The title compound, C(17)H(15)N(3)O(2), is a monoclinic polymorph (P2(1)/c with Z′ = 1) of the previously reported triclinic (P-1 with Z′ = 2) form [Gajera et al. (2013 ▸). Acta Cryst. E69, o736–o737]. The molecule in the monoclinic polymorph features a central pyrazolyl ring with an N-bound p-tolyl group and a C-bound 1,3-benzodioxolyl fused-ring system on either side of the C atom bearing the amino group. The dihedral angles between the central ring and the N- and C-bound rings are 50.06 (5) and 27.27 (5)°, respectively. The angle between the pendent rings is 77.31 (4)°, indicating the molecule has a twisted conformation. The five-membered dioxolyl ring has an envelope conformation with the methylene C atom being the flap. The relative disposition of the amino and dioxolyl substituents is syn. One of the independent molecules in the triclinic form has a similar syn disposition but the other has an anti arrangement of these substituents. In the crystal structure of the monoclinic form, molecules assemble into supramolecular helical chains via amino–pyrazolyl N—H⋯N hydrogen bonds. These are linked into layers via C—H⋯π interactions, and layers stack along the a axis with no specific interactions between them. |
format | Online Article Text |
id | pubmed-4647416 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46474162015-11-20 A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine Jotani, Mukesh M. Gajera, Nilesh N. Patel, Mukesh C. Sung, Herman H. Y. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(15)N(3)O(2), is a monoclinic polymorph (P2(1)/c with Z′ = 1) of the previously reported triclinic (P-1 with Z′ = 2) form [Gajera et al. (2013 ▸). Acta Cryst. E69, o736–o737]. The molecule in the monoclinic polymorph features a central pyrazolyl ring with an N-bound p-tolyl group and a C-bound 1,3-benzodioxolyl fused-ring system on either side of the C atom bearing the amino group. The dihedral angles between the central ring and the N- and C-bound rings are 50.06 (5) and 27.27 (5)°, respectively. The angle between the pendent rings is 77.31 (4)°, indicating the molecule has a twisted conformation. The five-membered dioxolyl ring has an envelope conformation with the methylene C atom being the flap. The relative disposition of the amino and dioxolyl substituents is syn. One of the independent molecules in the triclinic form has a similar syn disposition but the other has an anti arrangement of these substituents. In the crystal structure of the monoclinic form, molecules assemble into supramolecular helical chains via amino–pyrazolyl N—H⋯N hydrogen bonds. These are linked into layers via C—H⋯π interactions, and layers stack along the a axis with no specific interactions between them. International Union of Crystallography 2015-09-12 /pmc/articles/PMC4647416/ /pubmed/26594387 http://dx.doi.org/10.1107/S2056989015016023 Text en © Jotani et al. 2015 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 | Research Communications Jotani, Mukesh M. Gajera, Nilesh N. Patel, Mukesh C. Sung, Herman H. Y. Tiekink, Edward R. T. A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title | A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_full | A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_fullStr | A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_full_unstemmed | A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_short | A monoclinic polymorph of 4-(2H-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1H-pyrazol-5-amine |
title_sort | monoclinic polymorph of 4-(2h-1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-1h-pyrazol-5-amine |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647416/ https://www.ncbi.nlm.nih.gov/pubmed/26594387 http://dx.doi.org/10.1107/S2056989015016023 |
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