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2-(4-Carb-oxy-piperidinium-1-yl)pyridine-3-carboxyl-ate.

ABSTRACT: The title compound, C(12)H(14)N(2)O(4), crystallizes as a zwitterion. A negative charge is delocalized in the deprotonated carboxyl group attached to the pyridine ring. The piperidine N atom accepts a proton and the ring is transformed into a piperidinium cation. There is an intra-molecular N-H⋯O hydrogen bond between the protonated NH and a carboxyl-ate O atom. In the crystal, an O-H⋯O hydrogen bond between the carboxyl group and the carboxyl-ate O atom of another mol-ecule generates a helix along the b axis.

SUBMITTER: Fan P

PROVIDER: S-EPMC3297954 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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2-(4-Carb-oxy-piperidinium-1-yl)pyridine-3-carboxyl-ate.

Fan Ping P Ge Chunhua C Sun Mingjun M Li Weiwei W Shang Runshan R

Acta crystallographica. Section E, Structure reports online 20120229 Pt 3

The title compound, C(12)H(14)N(2)O(4), crystallizes as a zwitterion. A negative charge is delocalized in the deprotonated carboxyl group attached to the pyridine ring. The piperidine N atom accepts a proton and the ring is transformed into a piperidinium cation. There is an intra-molecular N-H⋯O hydrogen bond between the protonated NH and a carboxyl-ate O atom. In the crystal, an O-H⋯O hydrogen bond between the carboxyl group and the carboxyl-ate O atom of another mol-ecule generates a helix al ...[more]

PMID: 22412757

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