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Crystal structure of 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione: a clinically used anti-convulsant.


ABSTRACT: In the title compound, C12H13NO2, the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038?Å) by 0.1877?(18)?Å. The plane of the phenyl substituent is practically perpendicular to that of the planar part of the five-membered ring, with a dihedral angle of 87.01?(5)°. In the crystal, mol-ecules are linked by weak C-H?O hydrogen bonds, forming inversion dimers. The dimers are linked by further C-H?O hydrogen bonds, as well as carbon-yl-carbonyl attractive inter-actions [O?C = 3.2879?(19)?Å], forming a three-dimensional framework structure.

SUBMITTER: Ordonez C 

PROVIDER: S-EPMC4186160 | biostudies-other | 2014 Sep

REPOSITORIES: biostudies-other

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Crystal structure of 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione: a clinically used anti-convulsant.

Ordonez Carlos C   Pavlovetc Ilia M IM   Khrustalev Victor N VN  

Acta crystallographica. Section E, Structure reports online 20140801 Pt 9


In the title compound, C12H13NO2, the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to that of the planar part of the five-membered ring, with a dihedral angle of 87.01 (5)°. In the crystal, mol-ecules are linked by weak C-H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by furt  ...[more]

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