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Updated: May 20, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2,3-Dichloro-5,8-dimeth-oxy-1,4-naphtho-quinone
Maraizu Ukaegbu1, Ray J Butcher, N M Enwerem
1Department of Chemistry, Howard University, 525 College Street, NW, Washington, DC, 2059 USA.
Summary
The crystal structure of C(12)H(8)Cl(2)O(4) reveals molecules arranged in parallel planes. This arrangement is stabilized by C-H⋯O and C-H⋯Cl interactions, along with short chlorine-chlorine contacts.
Area of Science:
- Crystallography
- Solid-state chemistry
- Molecular interactions
Background:
- Understanding molecular packing and intermolecular forces is crucial in solid-state chemistry.
- Crystal structure analysis provides insights into the arrangement and interactions of molecules in the solid state.
- The title compound, C(12)H(8)Cl(2)O(4), is a molecule of interest for its potential chemical properties.
Purpose of the Study:
- To determine the crystal structure of the title compound, C(12)H(8)Cl(2)O(4).
- To investigate the intermolecular interactions present in the crystal lattice.
- To analyze the packing arrangement and inter-planar distances within the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
- Analysis of the crystal structure involved identifying and quantifying intermolecular contacts.
- Geometric parameters such as inter-planar distance, centroid-centroid distance, and slippage were calculated.
Main Results:
- Molecules of C(12)H(8)Cl(2)O(4) crystallize in planes parallel to the (-204) crystallographic plane.
- The inter-planar distance was measured at 3.288(2) Å, with a centroid-centroid distance of 3.819(2) Å and slippage of 1.932(2) Å.
- The crystal structure is stabilized by C-H⋯O interactions (involving methoxy and aromatic H atoms with carbonyl O atoms) and a C-H⋯Cl interaction (involving an aromatic H atom).
- Short inter-halogen contacts (Cl⋯Cl = 3.3709(5) Å) were observed between adjacent molecules.
Conclusions:
- The crystal structure of C(12)H(8)Cl(2)O(4) is characterized by planar molecular arrangements.
- Intermolecular interactions, including hydrogen bonding and halogen contacts, play a significant role in stabilizing the crystal lattice.
- The detailed structural analysis provides a foundation for understanding the physical and chemical properties of this compound.
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