(E)-3-[4-(Hex-yloxy)phen-yl]-1-(2-hydroxy-phen-yl)prop-2-en-1-one

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding molecular conformation and crystal packing is crucial for predicting material properties.
• The specific compound C(21)H(24)O(3) presents an interesting case for structural investigation due to its functional groups.

Purpose of the Study:

• To elucidate the detailed three-dimensional structure of the title compound C(21)H(24)O(3).
• To analyze the molecular conformation, including the enone group and alkoxy tail.
• To investigate the intermolecular interactions and crystal packing arrangement.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of bond lengths, bond angles, and torsion angles to describe molecular geometry.
• Identification of intermolecular interactions such as hydrogen bonds and C-H···π interactions.

Main Results:

• The compound C(21)H(24)O(3) exhibits an s-cis conformation of the enone group.
• Benzene rings are inclined at 7.9(1)°, and the alkoxy tail is planar with a trans conformation.
• An intramolecular O-H⋯O interaction forms S(6) ring motifs.
• Crystal packing features head-to-tail arrangement along the a axis and stacking into molecular sheets parallel to the ab plane.
• Weak C-H⋯π interactions and short C⋯O contacts (3.376(2) Å) stabilize the crystal structure.

Conclusions:

• The crystal structure of C(21)H(24)O(3) is fully characterized, highlighting specific conformational preferences.
• Intramolecular hydrogen bonding and intermolecular interactions dictate the observed crystal packing.
• The findings provide fundamental insights into the solid-state behavior of this organic compound.