Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 10 (October 2013)

organic compounds

Acta Cryst. (2013). C69, 1170-1172    [ doi:10.1107/S0108270113021781 ]

C5 and C7 intra­molecular hydrogen bonds stabilize the structure of N-pyrazinoyl-gabapentin (Pyr-Gpn-OH)

N. A. Wani, V. K. Gupta, R. Kant, S. Aravinda and R. Rai

Abstract: 2-{1-[(Pyrazin-2-ylformamido)­meth­yl]cyclo­hex­yl}acetic acid (Pyr-Gpn-OH), C14H19N3O3, is an N-protected derivative of gabapentin (Gpn). The compound crystallizes in the triclinic space group P\overline{1} and the mol­ecular conformation is stabilized by intra­molecular five- (C5) and seven-membered (C7) hydrogen-bonded rings. The packing of the mol­ecules reveals inter­molecular O-H...O and C-H...N hydrogen bonds, together with [pi]-[pi] inter­actions.

Formula: C14H19N3O3

Keywords: crystal structure; gabapentin; conformation; hydrogen bonding; [pi]-[pi] inter­actions.

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[ doi:10.1107/S0108270113021781/qs3028Isup3.cml ]
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