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Summary

This study details the crystal structure of a C15H16O4 compound, revealing a significant dihedral angle and intermolecular interactions like hydrogen bonds and pi-pi stacking that influence its molecular arrangement.

Keywords:
Hirshfeld surfacecoumarincrystal structurehydrogen bond

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
  • Molecular interactions, such as hydrogen bonding and pi-pi stacking, play a significant role in crystal packing and material characteristics.

Purpose of the Study:

  • To elucidate the crystal structure and intermolecular interactions of the title compound, C15H16O4.
  • To analyze the contribution of various atomic contacts to the Hirshfeld surface, providing insights into crystal packing forces.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
  • Crystal structure analysis included the identification of hydrogen bonds, pi-pi stacking, and calculation of Hirshfeld surface properties.

Main Results:

  • The dihedral angle between the 2H-chromen-2-one ring and the tert-butyl-acetate moiety was determined to be 72.72(9)°.
  • The crystal structure is characterized by C-H...O hydrogen bonds forming C(6) chains and R2(2)(20) loops, further stabilized by weak aromatic pi-pi stacking.
  • Hirshfeld surface analysis indicated that H...H contacts (50.6%) are the most significant contributor, followed by H...O/O...H contacts (29.1%).

Conclusions:

  • The crystal packing of the title compound is governed by a combination of hydrogen bonding and pi-pi interactions.
  • The Hirshfeld surface analysis provides a quantitative understanding of the intermolecular forces within the crystal lattice.
  • This structural information is valuable for the design and synthesis of related organic materials.