C5 and C7 intramolecular hydrogen bonds stabilize the structure of N‐pyrazinoyl‐gabapentin (Pyr‐Gpn‐OH). (5th September 2013)

• Record Type: Journal Article
• Authors: Wani, Naiem Ahmad; Gupta, Vivek Kumar; Kant, Rajni; Aravinda, Subrayashastry; Rai, Rajkishor
• Is Part Of: Acta crystallographica. Volume 69:Part 10(2013:Oct.)
• Page Start: 1170
• Page End: 1172
• Publication Date: 2013-09-05
• Subjects: crystal structure -- gabapentin -- conformation -- hydrogen bonding -- π–π interactions; Crystallography -- Periodicals; Crystals -- Periodicals; 548.05
• DOI: 10.1107/S0108270113021781
• Languages: English
• ISSNs: 0108-2701

Abstract

Abstract : 2‐{1‐[(Pyrazin‐2‐ylformamido)methyl]cyclohexyl}acetic acid (Pyr‐Gpn‐OH), C14 H19 N3 O3, is an N‐protected derivative of gabapentin (Gpn). The compound crystallizes in the triclinic space group P and the molecular conformation is stabilized by intramolecular five‐ ( C 5 ) and seven‐membered ( C 7 ) hydrogen‐bonded rings. The packing of the molecules reveals intermolecular O—H...O and C—H...N hydrogen bonds, together with π–π interactions.