(E)-1-(2-Thien-yl)-3-(2,4,5-trimethoxy-phen-yl)prop-2-en-1-one

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular structure and intermolecular forces is crucial in materials science.
• Crystal engineering relies on detailed analysis of molecular packing and interactions.
• The title molecule, C(16)H(16)O(4)S, possesses functional groups relevant to various chemical applications.

Purpose of the Study:

• To elucidate the detailed three-dimensional crystal structure of the title molecule.
• To identify and characterize intramolecular and intermolecular interactions.
• To investigate the conformational preferences and disorder within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and torsion angles provided conformational insights.
• Intermolecular contact analysis identified hydrogen bonding and π-π stacking interactions.

Main Results:

• The enone, thiophene, and benzene fragments were found to be essentially planar.
• The thiophene ring exhibited disorder over two sites, with an occupancy ratio of approximately 0.87:0.13.
• A significant twist of 13.92° was observed between the major thiophene component and the benzene ring.
• An intramolecular C-H⋯O hydrogen bond formed an S(5) ring motif.
• Intermolecular interactions included C-H⋯O hydrogen bonds, π-π stacking (centroid-centroid distance 3.852 Å), and short S⋯O (2.938 Å) and O⋯O (2.581 Å) contacts.

Conclusions:

• The crystal structure is stabilized by a combination of intramolecular and intermolecular forces, including hydrogen bonding and π-π stacking.
• The observed disorder in the thiophene ring suggests conformational flexibility.
• The detailed structural information provides a basis for understanding the molecule's properties and potential applications.