Abstract
The crystal structure of the title compound, C14H6Cl2FNO2, exhibits C—H⋯π and π–π interactions, which generate C(3) chains in the [100] direction. The π–π interaction occurs between the aromatic rings of isoindoline units, with a centroid–centroid distance of 3.672 Å and an interplanar separation of 3.528 Å. The isoindoline unit is planar and inclined at an angle of 58.63 (18)° to the substituent benzene ring. The F atom is disordered over two positions, with refined occupancies of 0.669 (3) and 0.331 (3).
Highlights
The – interaction occurs between the aromatic rings of isoindoline units, with a centroid–centroid distance of 3.672 Å and an interplanar separation of 3.528 Å
The F atom is disordered over two positions, with refined occupancies of 0.669 (3) and 0.331 (3)
Cg1 is the centroid of atoms C2–C7
Summary
Refinement a Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, TR-55139 Kurupelit Samsun, Turkey, and bDepartment of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, TR-55139 Kurupelit Samsun, Turkey. Key indicators: single-crystal X-ray study; T = 296 K; mean (C–C) = 0.002 Å; disorder in main residue; R factor = 0.032; wR factor = 0.085; data-to-parameter ratio = 12.4. The crystal structure of the title compound, C14H6Cl2FNO2, exhibits C—H and – interactions, which generate C(3). The – interaction occurs between the aromatic rings of isoindoline units, with a centroid–centroid distance of 3.672 Å and an interplanar separation of 3.528 Å. The isoindoline unit is planar and inclined at an angle of 58.63 (18) to the substituent benzene ring. The F atom is disordered over two positions, with refined occupancies of 0.669 (3) and 0.331 (3). Cg1 is the centroid of atoms C2–C7. Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999)
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