Abstract
The X-ray crystal structure of (R,S)-α-amino-γ-caprolactone hydrochloride (compound1) and α-amino-γ-methyl-γ-valerolactone hydrochloride semihydrate (compound2) are presented. Both compound1 and compound2 belong to the orthorhombic system. Caprolactone-hydrochloride1 crystallizes in the space groupP212121 witha=5.1948(7),b=8.7404(8),c=17.907(1) Å.V=813.0(2) Å3,Z=4. Valerolactone-hydrochloride2 crystallizes in the space groupP na21 witha=26.771(8),b=5.1598(7),c=13.201(3) Å,V=1823.5(7) Å3,Z=8. The lactone cations maintain the same, open envelope conformation in both crystals. The lactone-hydrochloride packing arrangements in1 and2 are distinctly different. While in1 N−H...Cl and N−H...O hydrogen bonding creates two dimensional nets in the form of puckered layers perpendicular to the [001] direction, in2 a water molecule of crystallization with an additional OW−H...Cl hydrogen interaction assists in forming a three-dimensional hydrogen-bond network throughout the crystal.
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Kaitner, B., Kirin, S.I. & Meštrović, E. Two similar lactone-hydrochlorides with different types of hydrogen bonding networks: Crystal structure of (R,S)-α-amino-γ-caprolactone hydrochloride and racemic α-amino-γ-methyl-γ-valerolactone hydrochloride semihydrate. J Chem Crystallogr 25, 117–122 (1995). https://doi.org/10.1007/BF01665986
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DOI: https://doi.org/10.1007/BF01665986