Synthesis, structure and Hirshfeld surface analysis of 2-oxo-2 H-chromen-4-yl penta-noate

Abstract

In the title compound, C₁₄H₁₄O₄, the dihedral angle between the coumarin ring system (r.m.s deviation = 0.016 Å) and the penta-noate ring is 36.26 (8)°. A short intra-molecular C-H⋯O contact of 2.40 Å is observed. Hirshfeld surface analysis reveals that 46.1% of the inter-molecular inter-actions are from H⋯H contacts, 28.6% are from H⋯O/O⋯H contacts and 14.7% are from H⋯C/C⋯H.

Keywords: Hirshfeld surface analysis; coumarin structure; crystal structure; hydrogen bonds; inter­actions.

Figure 1

Mol­ecular structure of the compound showing the atomic numbering system. Displacement ellipsoids are drawn at the 50% probability level.

Figure 2

Part of crystalline packing of the title compound showing a parallel chain in the [001] direction. Dashed lines indicate hydrogen bonds. H atoms not involved in hydrogen-bonding inter­actions have been omitted for clarity.

Figure 3

The Hirshfeld surface mapped over d_norm for visualizing the inter­molecular contacts of the title compound.

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. d_i is the closest inter­nal distance from a given point on the Hirshfeld surface and d_e is the closest external contact.