(1E,4E)-1,5-Bis(4-methyl-phen-yl)penta-1,4-dien-3-one

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Organic Crystallography

Background:

• Understanding crystal packing and intermolecular forces is crucial for materials science.
• Non-centrosymmetric crystal structures are important for nonlinear optical properties.
• Aromatic interactions play a significant role in stabilizing molecular architectures.

Purpose of the Study:

• To characterize the crystal structure of the title compound, C(19)H(18)O.
• To investigate the stabilizing interactions within the crystal lattice.
• To explore the relationship between molecular structure and crystal symmetry.

Main Methods:

• Single-crystal X-ray diffraction analysis was performed.
• Analysis of dihedral angles between aromatic rings.
• Identification and quantification of intra- and intermolecular interactions (hydrogen bonds, π-π stacking, C-H⋯π interactions).

Main Results:

• The compound C(19)H(18)O crystallizes in a non-centrosymmetric space group despite lacking a chiral center.
• A dihedral angle of 20.43° was observed between the aromatic rings.
• The crystal structure is stabilized by two intramolecular hydrogen bonds, four π-π interactions, and three C-H⋯π interactions.

Conclusions:

• The observed non-centrosymmetric crystal packing arises from specific intermolecular forces rather than molecular chirality.
• Aromatic interactions are key contributors to the structural stability of this compound.
• The findings provide insights into the design principles for crystals with desired symmetry properties.