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Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
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Halogenated C,N-diarylacetamides: molecular conformations and supramolecular assembly
Prakash S Nayak1, Jerry P Jasinski2, James A Golen2
1Department of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India.
Acta Crystallographica. Section C, Structural Chemistry
|September 5, 2014
Summary
This study reports the crystal structures of four halogenated N,2-diarylacetamides. The compounds exhibit distinct hydrogen bonding patterns and molecular orientations, influencing their solid-state packing and intermolecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Halogenated N,2-diarylacetamides are a class of organic compounds with potential applications in various fields.
- Understanding their solid-state structures is crucial for predicting their physical and chemical properties.
- Previous studies have explored the synthesis and some properties of related compounds.
Purpose of the Study:
- To determine and compare the crystal structures of four specific halogenated N,2-diarylacetamides.
- To investigate the role of hydrogen bonding and other intermolecular interactions in their crystal packing.
- To analyze the conformational differences and similarities among these compounds and related analogues.
Main Methods:
- Single-crystal X-ray diffraction was employed to elucidate the three-dimensional structures.
- Analysis of hydrogen bonding networks, including N-H...O and C-H...π(arene) interactions.
- Conformational analysis and comparison of the studied molecules.
Main Results:
- Compounds (I) and (II) are isostructural in the space group P-1, forming chains of rings via N-H...O and C-H...π(arene) bonds.
- Compounds (III) and (IV) form simple C(4) chains through N-H...O hydrogen bonds, lacking significant C-H...π(arene) interactions.
- The N-aryl groups in (III) and (IV) show a 180° different orientation compared to (I) and (II), while overall conformations remain similar.
Conclusions:
- The study reveals distinct hydrogen bonding strategies in halogenated N,2-diarylacetamides, influencing crystal packing.
- The orientation of N-aryl groups significantly impacts intermolecular interactions, particularly C-H...π(arene) bonding.
- These structural insights contribute to the understanding of structure-property relationships in this class of compounds.
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