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Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate
There are two independent molecules (A and B) in the asymmetric unit of the title compound, C(14)H(12)ClNO(3). The mean planes of the methyl ester unit (C(methyl)—O—C=O; r.m.s. deviation = 0.051 Å for molecule A and 0.016 Å for molecule B) and the chloroquilonine ring system (r.m.s. deviation =...
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/PMC3685122/ https://www.ncbi.nlm.nih.gov/pubmed/23795141 http://dx.doi.org/10.1107/S1600536813014050 |
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author | Anuradha, T. Srinivasan, J. Seshadri, P. R. Bakthadoss, M. |
author_facet | Anuradha, T. Srinivasan, J. Seshadri, P. R. Bakthadoss, M. |
author_sort | Anuradha, T. |
collection | PubMed |
description | There are two independent molecules (A and B) in the asymmetric unit of the title compound, C(14)H(12)ClNO(3). The mean planes of the methyl ester unit (C(methyl)—O—C=O; r.m.s. deviation = 0.051 Å for molecule A and 0.016 Å for molecule B) and the chloroquilonine ring system (r.m.s. deviation = 0.023 Å for molecule A and 0.014 Å for molecule B) form dihedral angles of 63.5 (1)° in molecule A and 78.1 (1)° in molecule B. The main difference between the two independent molecules is reflected in the (H)O—C—C=C(H(2)) torsion angle which is −109.7 (2)° in molecule A and 10.6 (2)° in molecule B. An intramolecular O—H⋯O hydrogen bond is observed in molecule A. In the crystal, molecules A and B are linked into pairs via bifurcated O—H⋯(N,Cl) hydrogen bonds and a weak C—H⋯O hydrogen bond links pairs of molecules into chains along [100]. |
format | Online Article Text |
id | pubmed-3685122 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36851222013-06-21 Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate Anuradha, T. Srinivasan, J. Seshadri, P. R. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two independent molecules (A and B) in the asymmetric unit of the title compound, C(14)H(12)ClNO(3). The mean planes of the methyl ester unit (C(methyl)—O—C=O; r.m.s. deviation = 0.051 Å for molecule A and 0.016 Å for molecule B) and the chloroquilonine ring system (r.m.s. deviation = 0.023 Å for molecule A and 0.014 Å for molecule B) form dihedral angles of 63.5 (1)° in molecule A and 78.1 (1)° in molecule B. The main difference between the two independent molecules is reflected in the (H)O—C—C=C(H(2)) torsion angle which is −109.7 (2)° in molecule A and 10.6 (2)° in molecule B. An intramolecular O—H⋯O hydrogen bond is observed in molecule A. In the crystal, molecules A and B are linked into pairs via bifurcated O—H⋯(N,Cl) hydrogen bonds and a weak C—H⋯O hydrogen bond links pairs of molecules into chains along [100]. International Union of Crystallography 2013-05-31 /pmc/articles/PMC3685122/ /pubmed/23795141 http://dx.doi.org/10.1107/S1600536813014050 Text en © Anuradha 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 Anuradha, T. Srinivasan, J. Seshadri, P. R. Bakthadoss, M. Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title | Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title_full | Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title_fullStr | Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title_full_unstemmed | Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title_short | Methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
title_sort | methyl 2-[(2-chloroquinolin-3-yl)(hydroxy)methyl]acrylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685122/ https://www.ncbi.nlm.nih.gov/pubmed/23795141 http://dx.doi.org/10.1107/S1600536813014050 |
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