2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate

In dimethyl sulfoxide solvated 9-(2-carb­oxy-2-cyano­vin­yl)julolidine, C(16)H(16)N(2)O(2)·C(2)H(6)OS, the essentially planar –CH=(CN)–CO(2)H substituent (r.m.s. deviation = 0.014 Å) is almost coplanar with respect to the benzene ring, the dihedral angle between the two planes being 0.48 (2)°. The c...

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Autores principales: Yennawar, Hemant, He, Gang, Rumble, Christopher, Maroncelli, Mark
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515293/
https://www.ncbi.nlm.nih.gov/pubmed/23284513
http://dx.doi.org/10.1107/S1600536812043383
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author Yennawar, Hemant
He, Gang
Rumble, Christopher
Maroncelli, Mark
author_facet Yennawar, Hemant
He, Gang
Rumble, Christopher
Maroncelli, Mark
author_sort Yennawar, Hemant
collection PubMed
description In dimethyl sulfoxide solvated 9-(2-carb­oxy-2-cyano­vin­yl)julolidine, C(16)H(16)N(2)O(2)·C(2)H(6)OS, the essentially planar –CH=(CN)–CO(2)H substituent (r.m.s. deviation = 0.014 Å) is almost coplanar with respect to the benzene ring, the dihedral angle between the two planes being 0.48 (2)°. The conformations of the fused, non-aromatic rings were found to be half-chair. In the crystal, the acid molecule forms a hydrogen bond to the O atom of the solvent mol­ecule. The acid mol­ecule is disordered over two positions with respect to the methyl­ene C atoms in a 1:1 ratio. The crystal studied was found to be a racemic twin.
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spelling pubmed-35152932013-01-02 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate Yennawar, Hemant He, Gang Rumble, Christopher Maroncelli, Mark Acta Crystallogr Sect E Struct Rep Online Organic Papers In dimethyl sulfoxide solvated 9-(2-carb­oxy-2-cyano­vin­yl)julolidine, C(16)H(16)N(2)O(2)·C(2)H(6)OS, the essentially planar –CH=(CN)–CO(2)H substituent (r.m.s. deviation = 0.014 Å) is almost coplanar with respect to the benzene ring, the dihedral angle between the two planes being 0.48 (2)°. The conformations of the fused, non-aromatic rings were found to be half-chair. In the crystal, the acid molecule forms a hydrogen bond to the O atom of the solvent mol­ecule. The acid mol­ecule is disordered over two positions with respect to the methyl­ene C atoms in a 1:1 ratio. The crystal studied was found to be a racemic twin. International Union of Crystallography 2012-10-24 /pmc/articles/PMC3515293/ /pubmed/23284513 http://dx.doi.org/10.1107/S1600536812043383 Text en © Yennawar et al. 2012 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
Yennawar, Hemant
He, Gang
Rumble, Christopher
Maroncelli, Mark
2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title_full 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title_fullStr 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title_full_unstemmed 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title_short 2-Cyano-3-(2,3,6,7-tetra­hydro-1H,5H-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
title_sort 2-cyano-3-(2,3,6,7-tetra­hydro-1h,5h-benzo[ij]quinolizin-9-yl)prop-2-enoic acid dimethyl sulfoxide monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515293/
https://www.ncbi.nlm.nih.gov/pubmed/23284513
http://dx.doi.org/10.1107/S1600536812043383
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AT maroncellimark 2cyano32367tetrahydro1h5hbenzoijquinolizin9ylprop2enoicaciddimethylsulfoxidemonosolvate

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