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. 2025 Oct 28;10(Pt 10):x250937.
doi: 10.1107/S241431462500937X. eCollection 2025 Oct.

2-Oxo-2 H-chromen-7-yl penta-noate

A J N'Gouan  1 , H Bazié  2 , S D Goulizan Bi  1 , A Djandé  3 , R Kakou-Yao  1 , C Lecomte  4
Affiliations

2-Oxo-2 H-chromen-7-yl penta-noate

A J N'Gouan et al. IUCrdata. .

Abstract

In the title compound, C14H14O4, the dihedral angle between the coumarin nucleus and the penta-noate moiety is 62.20 (7)°. The coumarin moiety is planar as usual, with a maximum deviation from the least-squares plane of 0.081 (2) Å. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds into centrosymmetric dimers with an R 2 2(8) graph-set motif, and the cohesion of the crystal is also supported by π-π inter-actions with a centroid-centroid distance of 3.9342 (8) Å. A Hirshfeld surface analysis revealed that 44.6% of the inter-molecular inter-actions are from H⋯H contacts, 28.2% are from ⋯O/O⋯H contacts and 16.3% are from H⋯C/C⋯H.

Keywords: Hirshfeld surface; coumarins; crystal structure; hydrogen bond.

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Figures

Figure 1
Figure 1
The title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitrary radius.
Figure 2
Figure 2
Part of the crystal structure viewed along the [010] direction. Hydrogen bonds are shown as dashed lines.
Figure 3
Figure 3
The Hirshfeld surface mapped over dnorm to visualize the inter­molecular contacts in the title compound.
Figure 4
Figure 4
Fingerprint plots for the title compound showing (a) C⋯C, (b) H⋯H, (c) O⋯H/H⋯O and (d) C⋯H/H⋯C inter­actions. The outline of the full fingerprint is shown in grey. di is the closest inter­nal distance from a given point on the Hirshfeld surface and de is the closest external contact.
See this image and copyright information in PMC

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