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Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains

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Novel peroxosolvates of the non-proteinogenic amino acids sarcosine C3H7NO2·H2O2 (1) and phenylserine C9H11NO3·H2O2 (2) were prepared and their structures were determined by X-ray crystallography. All «active» hydrogen atoms (amino, hydroxo,… Click to show full abstract

Novel peroxosolvates of the non-proteinogenic amino acids sarcosine C3H7NO2·H2O2 (1) and phenylserine C9H11NO3·H2O2 (2) were prepared and their structures were determined by X-ray crystallography. All «active» hydrogen atoms (amino, hydroxo, and peroxo) in these adducts are involved in hydrogen bonding. All H2O2 molecules form two donor hydrogen bonds HOOH⋯−O2C–. In contrast to the widely studied structures of natural amino acid peroxosolvates, in structure 2 charge-assisted NH+⋯O2H2 hydrogen bonds were not found. Crystal 2 represents a rare example of peroxide molecules combined in infinite H-bonded chains.

Keywords: proteinogenic amino; amino; amino acid; acid peroxosolvates; hydrogen; non proteinogenic

Journal Title: CrystEngComm
Year Published: 2018

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