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(Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone
In the title compound, C(15)H(14)N(2)O(3), the furan ring is disordered over two positions with a refined site-occupancy ratio of 0.587 (11):0.413 (11). The mean plane of the approximately planar pyrazole ring [maximum deviation = 0.0469 (11) Å] makes dihedral angles of 86.13 (11) and 4.5 (5)° with...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051505/ https://www.ncbi.nlm.nih.gov/pubmed/21523045 http://dx.doi.org/10.1107/S1600536811000948 |
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author | Kargar, Hadi Kia, Reza Moghadamm, Majid Tahir, Muhammad Nawaz |
author_facet | Kargar, Hadi Kia, Reza Moghadamm, Majid Tahir, Muhammad Nawaz |
author_sort | Kargar, Hadi |
collection | PubMed |
description | In the title compound, C(15)H(14)N(2)O(3), the furan ring is disordered over two positions with a refined site-occupancy ratio of 0.587 (11):0.413 (11). The mean plane of the approximately planar pyrazole ring [maximum deviation = 0.0469 (11) Å] makes dihedral angles of 86.13 (11) and 4.5 (5)° with the phenyl and furan rings, respectively. The dihedral angle between the phenyl ring and the major component of the disordered furan ring is 81.8 (5)°. The molecule shows chirality in one of the carbon atoms but the centrosymmetric space group means the compound is a racemic mixture. In the crystal, intermolecular O—H⋯O and C—H⋯O hydrogen bonds connect the molecules. The crystal structure is further stabilized by π–π stacking interactions with a centroid–centroid distance of 3.8646 (12) Å. |
format | Text |
id | pubmed-3051505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30515052011-04-26 (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone Kargar, Hadi Kia, Reza Moghadamm, Majid Tahir, Muhammad Nawaz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(14)N(2)O(3), the furan ring is disordered over two positions with a refined site-occupancy ratio of 0.587 (11):0.413 (11). The mean plane of the approximately planar pyrazole ring [maximum deviation = 0.0469 (11) Å] makes dihedral angles of 86.13 (11) and 4.5 (5)° with the phenyl and furan rings, respectively. The dihedral angle between the phenyl ring and the major component of the disordered furan ring is 81.8 (5)°. The molecule shows chirality in one of the carbon atoms but the centrosymmetric space group means the compound is a racemic mixture. In the crystal, intermolecular O—H⋯O and C—H⋯O hydrogen bonds connect the molecules. The crystal structure is further stabilized by π–π stacking interactions with a centroid–centroid distance of 3.8646 (12) Å. International Union of Crystallography 2011-01-12 /pmc/articles/PMC3051505/ /pubmed/21523045 http://dx.doi.org/10.1107/S1600536811000948 Text en © Kargar et al. 2011 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 Kargar, Hadi Kia, Reza Moghadamm, Majid Tahir, Muhammad Nawaz (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title | (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title_full | (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title_fullStr | (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title_full_unstemmed | (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title_short | (Furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone |
title_sort | (furan-2-yl)(5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1h-pyrazol-1-yl)methanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051505/ https://www.ncbi.nlm.nih.gov/pubmed/21523045 http://dx.doi.org/10.1107/S1600536811000948 |
work_keys_str_mv | AT kargarhadi furan2yl5hydroxy3methyl5phenyl45dihydro1hpyrazol1ylmethanone AT kiareza furan2yl5hydroxy3methyl5phenyl45dihydro1hpyrazol1ylmethanone AT moghadammmajid furan2yl5hydroxy3methyl5phenyl45dihydro1hpyrazol1ylmethanone AT tahirmuhammadnawaz furan2yl5hydroxy3methyl5phenyl45dihydro1hpyrazol1ylmethanone |