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Updated: May 26, 2026
06:18
Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
2-(4-Methyl-phen-oxy)-5-nitro-pyridine.
Acta Crystallographica. Section E, Structure Reports Online
|January 6, 2012
Summary
This study details the crystal structure of a twisted molecule, C(12)H(10)N(2)O(3). It reveals specific dihedral angles and supra-molecular chains formed through hydrogen bonding and pi-pi interactions in its crystal packing.
Area of Science:
- Crystallography
- Molecular structure analysis
- Supramolecular chemistry
Background:
- Understanding molecular conformation and crystal packing is crucial for predicting material properties.
- Organic molecules with nitro and pyridine groups exhibit diverse intermolecular interactions.
- Previous studies on similar compounds provide a basis for comparison.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of the title compound C(12)H(10)N(2)O(3).
- To investigate the intermolecular interactions and crystal packing of the molecule.
- To characterize the conformational preferences influenced by the nitro and pyridine moieties.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and torsion angles provided conformational details.
- Intermolecular interactions, including hydrogen bonds (C-H⋯O) and pi-pi stacking, were identified and quantified.
Main Results:
- The title molecule C(12)H(10)N(2)O(3) exhibits a twisted conformation with a significant dihedral angle of 61.16(13)° between its aromatic rings.
- The nitro group is nearly coplanar with the pyridine ring, indicated by a torsion angle of -178.1(3)°.
- Crystal packing analysis revealed the formation of supramolecular chains along the [010] direction, stabilized by C-H⋯O hydrogen bonds and π-π stacking interactions with a centroid-to-centroid distance of 3.8259(18) Å.
Conclusions:
- The study provides a detailed structural characterization of C(12)H(10)N(2)O(3), highlighting its non-planar molecular geometry.
- The observed crystal packing is governed by a combination of specific hydrogen bonding and π-π stacking interactions.
- These findings contribute to the understanding of structure-property relationships in organic crystalline materials.
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