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Methyl 1-bromo-2-naphthoate.

Zong-Ling Ru¹, Guo-Xi Wang

¹Department of Chemical & Environmental Engineering, Anyang Institute of Technology, Anyang 455000, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study reveals the molecular structure of a brominated naphthalene compound. The methoxy-carbonyl group exhibits a twist, and adjacent molecules show pi-pi stacking in the crystal lattice.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular structure and intermolecular interactions is crucial for predicting material properties.
Naphthalene derivatives are important building blocks in organic electronics and medicinal chemistry.

Purpose of the Study:

To elucidate the crystal structure of the title compound C(12)H(9)BrO(2).
To investigate the conformational preferences of the methoxy-carbonyl group.
To analyze intermolecular interactions, specifically pi-pi stacking, within the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of bond lengths, bond angles, and dihedral angles provided conformational insights.
Intermolecular distances and arrangements were examined to identify packing motifs.

Main Results:

The molecular structure shows a dihedral angle of 29.8(3)° between the methoxy-carbonyl group and the naphthalene ring system.
Adjacent molecules exhibit an overlapped arrangement of parallel naphthalene ring systems.
A face-to-face distance of 3.590(9) Å indicates significant pi-pi stacking interactions.

Conclusions:

The crystal structure of C(12)H(9)BrO(2) is characterized by a twisted methoxy-carbonyl group and pronounced pi-pi stacking.
These structural features, particularly pi-pi stacking, can influence the compound's electronic and physical properties.
Further studies could explore the impact of this specific molecular arrangement on material performance.