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Updated: Jun 1, 2026
06:46
Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(2E)-2-Benzyl-idene-5,6-dimethoxy-indan-1-one
Summary
This study details the molecular structure of C(18)H(16)O(3), revealing a nearly planar arrangement. Crystal analysis shows molecules form ribbons through hydrogen bonds and exhibit weak C-H⋯π and π-π interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure Analysis
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Indanone derivatives are important scaffolds in medicinal chemistry and materials science.
Purpose of the Study:
- To elucidate the detailed molecular and crystal structure of the title compound, C(18)H(16)O(3).
- To investigate the intermolecular interactions governing crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, torsion angles, and intermolecular interactions (hydrogen bonds, π-π stacking).
Main Results:
- The compound C(18)H(16)O(3) exhibits a nearly planar molecular structure, with the indanone ring system showing minimal deviation.
- A small dihedral angle (2.69°) was observed between the indanone and phenyl rings.
- Torsion angles indicate specific orientations of the methoxy groups relative to the indanone core.
- In the crystal lattice, molecules are arranged in ribbons via intermolecular C-H⋯O hydrogen bonds.
- Weak intermolecular C-H⋯π and π-π interactions (centroid-centroid distance 3.7086 Å) were also identified.
Conclusions:
- The crystal structure of C(18)H(16)O(3) is stabilized by a combination of hydrogen bonding and weaker C-H⋯π/π-π interactions.
- The observed planarity and specific torsion angles provide insights into the electronic and steric factors influencing the molecule's conformation.
- These structural findings contribute to the understanding of structure-property relationships in indanone derivatives.
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