Summary
Synthesis and X-ray structure analysis of N-acetyl-α,α-diethylglycine-N′-methylamide [CH3-Co-NH-C(C2H5)2-CO-NHCH3] are described. The compound was obtained from the corresponding N-acetyl derivative [CH3-CO-NH-C(C2H5)2-COOH] through the mixed anhydride procedure. It crystallizes as monohydrate (C9H18N2O2·H2O) in space group P21/c,a=7.139(1),b=11.823(2),c=15.778(3) Å, β=122.23(1)°,V=1126.53 Å3,D m=1.20 Mgm−3 (room temperature),R=0.046 for 1523 reflections. The crystal packing is dominated by two strong hydrogen bonds between the water molecule and two carbonyl oxygen atoms and two weak H-bonds to two amide-N-atoms of symmetry-equivalent molecules. The molecular conformation is closer to a 310-helix then ana-helix.
Zusammenfassung
Es wird über Synthese und die röntgenographische Strukturbestimmung von N-Acetyl-α,α-diethylglycin-N′-methyl-amid [CH3-CO-NH-C(C2H5)2-CO-NH-CH3] berichtet. Die Verbindung wurde unter Anwendung der Methode der gemischten Anhydride aus dem entsprechenden N-Acetylderivat [CH3-CO-NH-C(C2H5)2-COOH] erhalten. Sie kristallisiert als Monohydrat (C9H18N2O2·H2O) in der Raumgruppe P21/c mita=7.139(1),b=11.823(2),c=15.778(3) Å, β=122.23(1)°,V=1126.53 Å3,D m=1.20 Mgm−3,D x=1.204 Mgm−3 (Raumtemperatur).R=0.046 für 1523 Reflexe. Die Kristallpackung ist dominiert durch zwei starke H-Brücken vom Wassermolekül zu zwei Carbonylsauerstoffatomen sowie zwei schwachen H-Brücken zu zwei Amid-N-atomen symmetrieequivalenter Moleküle. Die Konformation des Peptidgerüstes ist näher einer 310 als einera-Helix.
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Gałdecki, Z., Luciak, B., Kaczmarek, K. et al. Synthesis, crystal structure and conformation of N-acetyl-Cα,α-diethylglycine-N′-methylamide. Monatsh Chem 123, 993–998 (1992). https://doi.org/10.1007/BF00810930
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DOI: https://doi.org/10.1007/BF00810930