cis-N-(2-Hydroxy-cyclo-hexyl)-p-toluene-sulfonamide
Mohamed I Fadlalla1, Holger B Friedrich, Glenn E M Maguire
1School of Chemistry, University of KwaZulu-Natal, Westville Campus, Private Bag X54001, Durban 4000, South Africa.
Summary
Two unique molecules of C(13)H(19)NO(3)S were identified in the crystal structure. Their cyclohexane rings exhibit chair conformations, with specific hydroxyl and amino group orientations stabilized by hydrogen bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- The study investigates the molecular and crystal structure of a specific organic compound, C(13)H(19)NO(3)S.
- Understanding molecular conformations and intermolecular interactions is crucial in various chemical disciplines.
Purpose of the Study:
- To elucidate the detailed crystal structure of C(13)H(19)NO(3)S.
- To analyze the conformational preferences of the cyclohexane rings and the orientation of functional groups.
- To identify and characterize the intermolecular forces stabilizing the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the atomic arrangement.
- Conformational analysis of the cyclohexane rings was performed.
- Hydrogen bonding networks were identified and analyzed.
Main Results:
- Two symmetry-independent molecules of C(13)H(19)NO(3)S were found in the asymmetric unit.
- Both molecules adopt chair conformations for their cyclohexane rings.
- Hydroxyl and amino groups display axial and equatorial orientations, respectively.
- The crystal structure is stabilized by two intermolecular hydrogen bonds (N-H⋯O and O-H⋯O).
Conclusions:
- The crystal structure of C(13)H(19)NO(3)S reveals the presence of two distinct molecular conformations in the unit cell.
- The observed orientations of functional groups are consistent with stereochemical principles.
- Intermolecular hydrogen bonding plays a significant role in the overall crystal packing and stability.
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