N'-(2,6-Di-methyl-phen-yl)-N-phenyl-methanimidamide
Ilyes Oubaha1, Arindam Saha1, Garry S Hanan1
1Département de chimie, Université de Montréal, Complexe des sciences, 1375, Avenue Thérèse-Lavoie-Roux, Montréal, Québec, H2V 0B3, Canada.
Iucrdata
|November 12, 2025
Summary
This study details a novel N,N'-disubstituted acetamidine molecule. Its crystal structure reveals specific bond lengths and hydrogen bonding, forming infinite chains in the solid state.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Acetamidines are versatile organic compounds with diverse applications.
- Understanding the structure-property relationships of substituted acetamidines is crucial for designing new materials.
Purpose of the Study:
- To synthesize and characterize a novel non-symmetrically N,N"-disubstituted acetamidine.
- To elucidate the crystal structure and intermolecular interactions of the title compound.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular interactions (hydrogen bonding, C-H···π interactions) was performed.
Main Results:
- The title compound, C16H18N2, crystallizes in an E-syn configuration.
- Distinct amine (1.366(1) Å) and imine (1.288(1) Å) bond lengths were observed in the amidine linkage.
- Infinite C(4) chains were formed via strong N-H···N hydrogen bonds, with weak C-H···π interactions also present.
Conclusions:
- The study provides detailed structural insights into a novel N,N"-disubstituted acetamidine.
- The observed hydrogen bonding network dictates the formation of extended supramolecular structures.
- The findings contribute to the understanding of crystal engineering principles for organic molecules.
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