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

ABSTRACT: In dimethyl sulfoxide solvated 9-(2-carb-oxy-2-cyano-vin-yl)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 mol-ecule. The acid mol-ecule is disordered over two positions with respect to the methyl-ene C atoms in a 1:1 ratio. The crystal studied was found to be a racemic twin.

SUBMITTER: Yennawar H

PROVIDER: S-EPMC3515293 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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

Yennawar Hemant H He Gang G Rumble Christopher C Maroncelli Mark M

Acta crystallographica. Section E, Structure reports online 20121024 Pt 11

In dimethyl sulfoxide solvated 9-(2-carb-oxy-2-cyano-vin-yl)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 mol-ecule. The acid mol-ecule is disorde ...[more]

PMID: 23284513

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