[(2R,3R)-3-(4-Nitro-phen-yl)aziridin-2-yl]methanol monohydrate.

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• The title compound, C9H10N2O3·H2O, is a monohydrate with a complex organic structure.
• Understanding the precise arrangement of atoms and intermolecular interactions is crucial for predicting material properties.

Purpose of the Study:

• To elucidate the crystal structure of the title monohydrate.
• To characterize the stereochemistry and spatial arrangement of functional groups within the molecule.
• To investigate the hydrogen bonding network and resulting supramolecular architecture.

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 stereochemical information.
• Identification and analysis of intermolecular interactions, including hydrogen bonds, were performed.

Main Results:

• The crystal structure reveals an aziridine ring with two contiguous stereocenters, both in the R configuration.
• The methyl-hydroxy and nitro-phenyl groups are in a cis-disposed orientation relative to the aziridine ring.
• The benzene ring is tilted at 66.65° to the aziridine ring, with the nitro group nearly coplanar to the benzene ring (dihedral angle 2.5°).
• Intermolecular hydrogen bonds (N-H⋯O, O-H⋯N, O-H⋯O) link the molecules into supramolecular layers parallel to the (001) plane.

Conclusions:

• The detailed crystal structure of the title monohydrate has been determined.
• The stereochemical configuration and relative orientation of substituents have been established.
• A layered supramolecular structure formed by extensive hydrogen bonding has been identified, providing insights into crystal packing.