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In the title salt, C14H14NO+·C24H20B·C2H6OS, the cation is nearly planar and is totally disordered, each of the two positions being occupied equally. The crystal structure has an O—H...O hydrogen bond between the disordered cation and the dimeth­yl sulfoxide mol­ecule. A C—H...π inter­action between the disordered cation and a phen­yl ring of the tetra­phenyl­borate anion is also present.

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The principal molecule of the title mol­ecule, C12H8ClN3O3·C3H7NO, is essentially planar. The two benzene rings make a dihedral angle of only 6.9 (1)°. The nitro group is slightly twisted with respect to the benzene ring to which it is attached [3.7 (1)°]. The dimethyl­formamide solvent mol­ecule and the azobenzene mol­ecule are linked through a strong O—H...O hydrogen bond. In the crystal structure, the mol­ecules are stacked through π–π inter­actions along [010]. Some weak C—H...O inter­actions stabilize the packing.

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In the cation of the title compound, C20H26N22+·2Cl-·CH4O, there is an approximate twofold rotation axis. All the four chiral centers are in the S configuration. All three six-membered rings in the central part of the cation adopt a boat conformation. Both chloride anions and the O atom in the solvent mol­ecule form hydrogen bonds with the cation, resulting in a chain along [010].
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