(S)-(+)-cis-4'-Benzyl-oxypraziquantel

Area of Science:

• Organic Chemistry
• Crystallography
• Molecular Structure

Background:

• Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• The compound (S)-(+)-2-[cis-4-(benz-yloxy)cyclo-hexa-ne-carb-on-yl]-1,2,3,6,7,11b-hexa-hydro-4H-pyrazino-[2,1-a]isoquin-olin-4-one) presents a complex structure with potential applications in various chemical fields.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title compound, C26H30N2O3.
• To analyze the molecular conformation, including the orientation of functional groups and the stereochemistry of the cyclohexane ring.
• To investigate the intermolecular interactions governing crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the unit cell and atomic positions.
• Crystallographic data were analyzed to identify independent molecules, conformational details, and disorder.
• Intermolecular interactions, such as C-H⋯O hydrogen bonds, were characterized.

Main Results:

• The asymmetric unit contains two independent molecules of C26H30N2O3.
• The amide group exhibits a syn conformation relative to the lactam moiety.
• The cyclohexane ring adopts a cis conformation with specific equatorial and axial orientations of substituents; disorder was observed in the benzyloxy group of one molecule.

Conclusions:

• The crystal structure reveals specific conformational preferences and the presence of molecular disorder.
• Intermolecular C-H⋯O interactions facilitate the formation of ribbon-like structures along the b-axis.
• This detailed structural information provides a foundation for further studies on the compound's chemical behavior and potential applications.