Abstract
The title compound, C13H10O2, crystallizes with two almost planar mol-ecules in the asymmetric unit. In the crystal, slipped π-π stacking inter-actions help to establish the packing with the shortest centroid-centroid separation being 3.8195 (18) Å.
Highlights
Several kinds of naphthoquinone ring-containing compounds have been encountered in nature that are known to be biologically important molecules (Qiu et al, 2018)
We describe the synthesis and structure of the title compound, 2
The C9 C13 double bond connected with the fused cyclopentane ring is shorter [1.343 (5) A ] than the equivalent bond found in 2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene 1,4-dione (Alcantara Emiliano et al, 2016; Cambridge Structural Database refcode XAHPAA) [1.361 (3) A ] due, presumably, to ring strain (Fig. 1)
Summary
Several kinds of naphthoquinone ring-containing compounds have been encountered in nature that are known to be biologically important molecules (Qiu et al, 2018). Naphthoquinones are important constituents of a variety of quinone-based dyes upon ring fusion with heterocyclic system (Katritzky et al, 1988). We describe the synthesis and structure of the title compound, 2. Compound 2 crystallizes with two almost planar molecules in the asymmetric unit (Fig. 1). For the C1-molecule, the C O bonds (C1 O1 and C8 O2) are almost the same length [1.221 (4) Aand 1.225 (4) A , respectively]. A difference of 2 is found between the angles C1—C13—C9 [123.2 (3)] and C8—C9—C13 [121.7 (3)] in the title compound whereas in XAHPAA this difference is about 4 owing to the different substituents. The second C14 molecule, with a similar geometry to the C1 molecule, completes the asymmetric unit of the title compound.
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