Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate
In the title compound, C12H11ClO4, the propenoate C=C bond is in the Z configuration. The propenoate C=O and C=C groups are essentially coplanar [C=C—C=O torsion angle = 172.4 (3)°] with the O atom synperiplanar to the Cl atom. However, the π sys...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2010-02-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S160053681000084X |
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doaj-de76acbbe3454600b509f107833e9f3d2020-11-25T02:14:00ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-02-01662o376o37610.1107/S160053681000084XMethyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoateCasey J. FadgenThomas L. GroySeth D. RoseIn the title compound, C12H11ClO4, the propenoate C=C bond is in the Z configuration. The propenoate C=O and C=C groups are essentially coplanar [C=C—C=O torsion angle = 172.4 (3)°] with the O atom synperiplanar to the Cl atom. However, the π systems of the aromatic ring and chloropropenoate substituent are not coplanar; the corresponding dihedral angle is 51.5 (1)°. The noncoplanarity is likely due to steric interactions between the propenoate H atom and the ortho-methoxycarbonyl group on the aromatic ring. Even in the observed noncoplanar conformation, the ortho C=O to H distance (2.40 Å) is less than the sum of the van der Waals radii of O and H (2.65 Å). http://scripts.iucr.org/cgi-bin/paper?S160053681000084X |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Casey J. Fadgen Thomas L. Groy Seth D. Rose |
| spellingShingle |
Casey J. Fadgen Thomas L. Groy Seth D. Rose Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate Acta Crystallographica Section E |
| author_facet |
Casey J. Fadgen Thomas L. Groy Seth D. Rose |
| author_sort |
Casey J. Fadgen |
| title |
Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| title_short |
Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| title_full |
Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| title_fullStr |
Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| title_full_unstemmed |
Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| title_sort |
methyl (z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E |
| issn |
1600-5368 |
| publishDate |
2010-02-01 |
| description |
In the title compound, C12H11ClO4, the propenoate C=C bond is in the Z configuration. The propenoate C=O and C=C groups are essentially coplanar [C=C—C=O torsion angle = 172.4 (3)°] with the O atom synperiplanar to the Cl atom. However, the π systems of the aromatic ring and chloropropenoate substituent are not coplanar; the corresponding dihedral angle is 51.5 (1)°. The noncoplanarity is likely due to steric interactions between the propenoate H atom and the ortho-methoxycarbonyl group on the aromatic ring. Even in the observed noncoplanar conformation, the ortho C=O to H distance (2.40 Å) is less than the sum of the van der Waals radii of O and H (2.65 Å). |
| url |
http://scripts.iucr.org/cgi-bin/paper?S160053681000084X |
| work_keys_str_mv |
AT caseyjfadgen methylz2chloro32methoxycarbonylphenylprop2enoate AT thomaslgroy methylz2chloro32methoxycarbonylphenylprop2enoate AT sethdrose methylz2chloro32methoxycarbonylphenylprop2enoate |
| _version_ |
1724902650045005824 |