Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2015 Jan 1;71(Pt 1):110-2.
doi: 10.1107/S2056989014027170.

Crystal structure of γ-ethyl-l-glutamate N-carb-oxy anhydride

Affiliations

Crystal structure of γ-ethyl-l-glutamate N-carb-oxy anhydride

Hitoshi Kanazawa et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

In the title compound (alternative name N-carboxy-l-glutamic anhydride γ-ethyl ester), C8H11NO5, the oxazolidine ring is essentially planar, with a maximum deviation of 0.019 (2) Å. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds between the imino group and the carbonyl O atom in the ethyl ester group, forming a tape structure along the c-axis direction. The oxazolidine rings of adjacent tapes are arranged into a layer parallel to the ac plane. This arrangement is favourable for the polymerization of the title compound in the solid state.

Keywords: amino acid N-carb­oxy anhydrides; crystal structure; hydrogen bonding; solid-state polymerization.

PubMed Disclaimer

Figures

Figure 1
Figure 1
The mol­ecular structure of the title compound showing atom labels and 50% probability displacement ellipsoids for non-H atoms.
Figure 2
Figure 2
A crystal packing diagram of the title compound, viewed approximately along the a axis, showing the hydrogen bonds as dashed lines (see Table 1 ▸ for details).
Figure 3
Figure 3
A view of the structural overlay of the title compound (blue) and ANCBGL (red; Kanazawa et al., 1978 ▸).

Similar articles

References

    1. Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381–388.
    1. Groom, C. R. & Allen, F. H. (2014). Angew. Chem. Int. Ed. 53, 662–671. - PubMed
    1. Kanazawa, H. (1992). Polymer, 33, 2557–2566.
    1. Kanazawa, H. (1998). Mol. Cryst. Liq. Cryst. Sci. Technol. Sect. A. Mol. Cryst. Liq. Cryst. 313, 205–210.
    1. Kanazawa, H., Inada, A. & Kawana, N. (2006). Macromol. Symp. 242, 104–112.