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(4-Bromo-phen-yl)(3,6-dimeth-oxy-2-naphth-yl)methanone
Yuichi Kato1, Atsushi Nagasawa, Kotaro Kataoka
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, 2-24-16 Naka-machi, Koganei, Tokyo 184-8588, Japan.
Structural analysis of a brominated organic compound reveals specific dihedral angles between its aromatic systems and carbonyl group. Weak intermolecular interactions, including hydrogen bonds and halogen bonding, influence crystal packing.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
- Intermolecular forces play a significant role in determining crystal lattice structures and material properties.
Purpose of the Study:
- To elucidate the detailed molecular geometry and crystal packing of the title compound, C(19)H(15)BrO(3).
- To identify and analyze the types of intermolecular interactions present in the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise atomic arrangement.
- Analysis of bond lengths, bond angles, and dihedral angles provided geometric insights.
- Intermolecular interactions were characterized through hydrogen bond and halogen bond analysis.
Main Results:
- The dihedral angle between the naphthalene and benzene rings was determined to be 62.51(8)°.
- The bridging carbonyl group exhibited dihedral angles of 47.07(6)° and 24.20(10)° with the naphthalene and benzene rings, respectively.
- Weak intermolecular interactions, including C-H⋯O hydrogen bonds and Br-involved interactions (C-H⋯Br, Br⋯O), were identified and quantified, with the Br⋯O distance being 3.2802(14) Å.
Conclusions:
- The study provides a detailed structural characterization of the C(19)H(15)BrO(3) compound.
- The observed crystal packing is influenced by a combination of steric factors and weak intermolecular forces, including hydrogen and halogen bonding.
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