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
. 2010 Nov 6;66(Pt 12):o3101.
doi: 10.1107/S1600536810045034.

2,4-Dinitro-1-naphthol

2,4-Dinitro-1-naphthol

Abdul Rauf Raza et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C(10)H(6)N(2)O(5), the two fused rings are almost co-planar, with an r.m.s. deviation of 0.0163 Å. The nitro groups are oriented at dihedral angles of 2.62 (11) and 44.69 (11)° with respect to the plane of the parent fused rings. Intra-molecular O-H⋯O and C-H⋯O hydrogen bonds complete S(6) ring motifs. In the crystal, mol-ecules are linked into chains along [101] by inter-molecular O-H⋯O hydrogen bonds. π-π inter-actions [centroid-centroid distances = 3.6296 (15), 3.8104 (15) and 3.6513 (14) Å] might play a role in stabilizing the structure.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
View of the title compound with the atom numbering scheme. The thermal ellipsoids are drawn at the 50% probability level. H-atoms are shown by small circles of arbitrary radii. The dotted line indicate the intramolecular H-bond.
Fig. 2.
Fig. 2.
The partial packing (PLATON; Spek, 2009) which shows that molecules form polymeric chains.

References

    1. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl.34, 1555–1573.
    1. Bruker (2005). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2009). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Farrugia, L. J. (1997). J. Appl. Cryst.30, 565.
    1. Farrugia, L. J. (1999). J. Appl. Cryst.32, 837–838.