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A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
The title compound, C(19)H(19)N(3)O(3), prepared by condensing 4-aminoantipyrine and 4-methoxy-2-hydroxybenzaldehyde in methanol, is the second monoclinic polymorph of this compound which crystallizes in the space group C2/c. The structure was previously reported [Wang, Zhang, Yan, Zheng & Y...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959388/ https://www.ncbi.nlm.nih.gov/pubmed/21201166 http://dx.doi.org/10.1107/S1600536808029498 |
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author | Zhu, Zhao-Fu Shen, Xi-Hai Tang, Xiao-Guang |
author_facet | Zhu, Zhao-Fu Shen, Xi-Hai Tang, Xiao-Guang |
author_sort | Zhu, Zhao-Fu |
collection | PubMed |
description | The title compound, C(19)H(19)N(3)O(3), prepared by condensing 4-aminoantipyrine and 4-methoxy-2-hydroxybenzaldehyde in methanol, is the second monoclinic polymorph of this compound which crystallizes in the space group C2/c. The structure was previously reported [Wang, Zhang, Yan, Zheng & Yang (2007 ▶). Acta Cryst. E63, o1245–o1246] in the space group P2(1)/c. The hydroxyl group is disordered over two positions with occupancies of 0.787 (4) and 0.213 (4). The triply substituted benzene ring and the phenyl ring form dihedral angles of 12.2 (2) and 53.7 (2)°, respectively, with the pyrazolone ring; the corresponding values in the P2(1)/c polymorph are 7.5 (2) and 42.6 (2)°. Intramolecular O—H⋯N and C—H⋯O hydrogen bonds are observed in the major disorder component. Adjacent molecules are linked through intermolecular O—H⋯O hydrogen bonds, forming dimers. |
format | Text |
id | pubmed-2959388 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29593882010-12-30 A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one Zhu, Zhao-Fu Shen, Xi-Hai Tang, Xiao-Guang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(19)N(3)O(3), prepared by condensing 4-aminoantipyrine and 4-methoxy-2-hydroxybenzaldehyde in methanol, is the second monoclinic polymorph of this compound which crystallizes in the space group C2/c. The structure was previously reported [Wang, Zhang, Yan, Zheng & Yang (2007 ▶). Acta Cryst. E63, o1245–o1246] in the space group P2(1)/c. The hydroxyl group is disordered over two positions with occupancies of 0.787 (4) and 0.213 (4). The triply substituted benzene ring and the phenyl ring form dihedral angles of 12.2 (2) and 53.7 (2)°, respectively, with the pyrazolone ring; the corresponding values in the P2(1)/c polymorph are 7.5 (2) and 42.6 (2)°. Intramolecular O—H⋯N and C—H⋯O hydrogen bonds are observed in the major disorder component. Adjacent molecules are linked through intermolecular O—H⋯O hydrogen bonds, forming dimers. International Union of Crystallography 2008-09-20 /pmc/articles/PMC2959388/ /pubmed/21201166 http://dx.doi.org/10.1107/S1600536808029498 Text en © Zhu et al. 2008 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 Zhu, Zhao-Fu Shen, Xi-Hai Tang, Xiao-Guang A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title | A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title_full | A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title_fullStr | A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title_full_unstemmed | A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title_short | A second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one |
title_sort | second monoclinic polymorph of 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959388/ https://www.ncbi.nlm.nih.gov/pubmed/21201166 http://dx.doi.org/10.1107/S1600536808029498 |
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