4-[(E)-2-(2,4,6-Trinitro-phenyl)ethyl-idene]benzonitrile
Roeland De Borger1, Alain Collas, Frank Blockhuys
1Department of Chemistry, University of Antwerp, Universiteitsplein 1, B-2610 Wilrijk, Belgium.
Summary
This study reveals how molecules in C(15)H(8)N(4)O(6) crystals form layered structures. These layers are interconnected by hydrogen bonds and pi-pi interactions, influencing crystal packing.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Materials Science
Background:
- Understanding crystal packing is crucial for predicting material properties.
- Molecular self-assembly driven by non-covalent interactions dictates solid-state structure.
- The title compound, C(15)H(8)N(4)O(6), presents an interesting case for supramolecular organization.
Purpose of the Study:
- To elucidate the crystal structure of C(15)H(8)N(4)O(6).
- To identify and analyze the intermolecular interactions responsible for crystal packing.
- To understand the role of hydrogen bonding and pi-pi interactions in the layered assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
- Analysis of intermolecular contacts, including hydrogen bonds (C-H...N, C-H...O) and pi-pi interactions, was performed.
- Geometric parameters such as centroid-centroid distances and dihedral angles were calculated.
Main Results:
- The crystal structure of C(15)H(8)N(4)O(6) was successfully determined.
- Molecules are organized into distinct layers facilitated by C-H...N hydrogen bonds.
- These layers are further interconnected via C-H...O hydrogen bonds and pi-pi interactions, with centroid-centroid distances of 3.8690(15) and 3.9017(16) Å.
- A dihedral angle of 31.9(1)° was observed between the rings, indicating their relative orientation.
Conclusions:
- The crystal structure of C(15)H(8)N(4)O(6) is characterized by a layered arrangement of molecules.
- Weak C-H...N and C-H...O hydrogen bonds, along with pi-pi stacking, are the primary driving forces for this supramolecular architecture.
- The observed packing motif provides insights into the solid-state behavior and potential applications of this compound.
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