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In the crystal structure of the title compound, C15H11FO2, mol­ecules form inversion dimers through pairs of weak C—H...O hydrogen bonds. Dimers oriented in parallel, linked by C—H...π contacts, are arranged in columns along the b axis. The fluoro­phenyl ring and the benzene ring of the 2H-chromen-4(3H)-one unit are inclined to one another by 70.41 (16)°. They are respectively parallel in a given column or almost perpendicular [oriented at an angle of 87.8 (1)°] in neighbouring (inversely oriented) columns, forming a herringbone pattern.

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In the crystal structure of the title mol­ecular salt, C21H15FNO2+·CF3SO3·H2O, the cations form inversion dimers through π–π inter­actions between the acridine ring systems. These dimers are linked via C—H...O and C—F...π inter­actions to adjacent anions, and by C—H...π and C—F...π inter­actions to neighbouring cations. The water mol­ecule links two sites of the cation by C—H...O inter­actions and two adjacent anions by O—H...O hydrogen bonds. The mean planes of the acridine and benzene ring systems are oriented at a dihedral angle of 15.1 (1)°. The carboxyl group is twisted at an angle of 84.5 (1)° relative to the acridine skeleton. The mean planes of the acridine ring systems are parallel in the crystal.

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In the crystal structure of the title compound, C21H15BrNO2+·CF3SO3, adjacent cations are linked through C—Br...π and π–π contacts [centroid–centroid distance = 3.744 (2) Å], and neighbouring cations and anions via C—H...O, C—F...π and S—O...π inter­actions. The acridine and benzene ring systems are oriented at a dihedral angle of 18.7 (1)°. The carb­oxy group is twisted at an angle of 69.3 (1)° relative to the acridine skeleton. The mean planes of adjacent acridine moieties are either parallel or inclined at an angle of 27.8 (1)° in the lattice.
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