Abstract
Abstract The molecular and crystal structures of two homologous amino acid derivatives: N-acetyl-α,β-dehydro-butyrine N´,N´-dimethylamide (1) and N-acetyl-DL-butyrine N´,N´-dimethylamide (2), have been determined by X-ray crystallography. Similar solid-state association of both compounds is observed; despite different molecular conformation, they form centrosymmetric dimers linked by the intermolecular N–H…O hydrogen bonds. The conformation of two crystallographically independent molecules of 1 [with torsion angles ϕ, ψ, χ 1 ≈ (–47°, 130°, 3°), respectively] is also characteristic of other related diamides – ΔAla, ΔPhe and ΔLeu – previously studied in the solid state. To analyse whether this conformation is rigid for the free molecule of 1, its fully relaxed (ϕ, ψ) conformational energy map was generated with the ab initio methods. The conformer with the torsion angles ϕ,ψ = –43°, 130°, being very close to the solid-state conformers of usaturated amides, has been found among the energy-minimised structures of this molecule.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
More From: Zeitschrift für Kristallographie - Crystalline Materials
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.