Related Experiment Video
Updated: May 22, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
4-{2-[(E)-Cyclo-pentyl-idene]hydrazin-1-yl}benzene-sulfonamide
This study details the molecular structure of C(11)H(15)N(3)O(2)S, revealing a twisted five-membered ring and an inclined benzene ring. Supra-molecular layers are formed through hydrogen bonding and weak intermolecular interactions.
Area of Science:
- Crystallography
- Molecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and interactions.
- Sulfonamide-containing compounds have diverse biological and material applications.
Purpose of the Study:
- To elucidate the crystal structure and supra-molecular assembly of the title molecule, C(11)H(15)N(3)O(2)S.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of intermolecular interactions, including hydrogen bonds and van der Waals forces, was performed.
Main Results:
- The molecule exhibits a twisted five-membered ring conformation.
- The benzene ring is inclined relative to the imine residue with a specific torsion angle.
- Supra-molecular layers are formed in the bc plane via intermolecular hydrogen bonds between amine, sulfonamide, and imine groups.
- A weak hydrazine hydrogen atom interaction with a sulfonamide oxygen atom was observed.
Conclusions:
- The detailed crystal structure provides insights into the conformational preferences of the molecule.
- The identified supra-molecular architecture highlights the role of hydrogen bonding in organizing molecules in the solid state.
- This structural information can guide the design of related compounds with tailored properties.
Related Concept Videos
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...
Nucleophilic Aromatic Substitution: Elimination–Addition
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nomenclature of Aromatic Compounds with a Single Substituent
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
