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

Research paper by Naiem Ahmad NA Wani, Vivek Kumar VK Gupta, Rajni R Kant, Subrayashastry S Aravinda, Rajkishor R Rai

Indexed on: 08 Oct '13Published on: 08 Oct '13Published in: Acta Crystallographica Section C



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 P1 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 π-π interactions.