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In the title compound, C13H11ClO2, the dihedral angle between the mean planes of the 2-chloro­phenyl and phenol rings is 87.4 (9)°. The methyl hy­droxy group lies nearly perpendicular to the plane of its attached benzene ring [O—C—C—C torsion angle = 84.3 (3)°]. The two hy­droxy groups lie on the same side of the mol­ecule and are in a slightly twisted gauche conformation [O—C—C—O torsion angle = 77.1 (8)°] to each other. In the crystal, O—H...O hydrogen bonds between nearby methyl­hydroxy groups form dimers in alternating pairs aligned diagonally along the b axis. A view along the c axis reveals a hexa­meric aggregate mediated by a ring of six O—H...O hydrogen bonds generating an R66(12) motif loop.

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In the dication of the title salt, C16H21ClN2O2+·2C6H2N3O7 [systematic name: 2-{(4-chloro­phen­yl)[2-(di­methyl­aza­nium­yl)eth­oxy]meth­yl}pyridinium bis­(2,4,6-tri­nitro­phenolate), contains a carbinoxaminium dication and two picrate anions, which are held together through inter­molecular N—H...O hydrogen bonds. In the dication, the two aromatic rings form a dihedral angle of 80.1 (1)°. In the two independent picrate anions, the nitro groups are twisted from the benzene plane, the largest dihedral angle in each ion being 42.8 (1) and 81.1 (5)°. In the crystal, in addition to the classical N—H...O hydrogen bonds, weak C—H...O hydrogen bonds and π–π inter­actions between the aromatic rings of the anions [centroid–centroid distances of 3.5768 (15) and 3.7436 (15) Å] help to establish the packing.

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In the title compound, C11H15N3O2S, the dihedral angle between the mean planes of the benzene ring and hydrazinecarbo­thio­amide group is 9.2 (1)°. An intra­molecular O—H...N hydrogen bond is observed, serving to maintain an approximately planar conformation for the molecule. In the crystal, inversion dimers linked by C—H...O inter­actions occur. Further C—H...O contacts link dimers into (010) chains.

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In the cation of the title salt {systematic name: 4-[bis­(4-fluoro­phen­yl)meth­yl]-1-[(2E)-3-phenyl­prop-2-en-1-yl]piperazin-1-ium hydrogen maleate}, C26H27F2N2+·C4H3O4, the protonated piperazine ring is in a chair conformation. The dihedral angle between the 4-fluoro­phenyl rings is 68.2 (2)°. An intra­molecular O—H...O hydrogen bond occurs in the anion. In the crystal, N—H...O, C—H...O and C—H...F inter­actions are observed, which link the ions into [001] chains.

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The 12-membered cyclo­penta­[b]indole ring system in the title compound, C13H13NO2, deviates only slightly from planarity (r.m.s. deviation = 0.051 Å). In the crystal, N—H...O and O—H...O hydrogen bonds link the mol­ecules into sheets parallel to (100). The five-membered cyclopentanone ring is in slightly distorted envelope conformation with the C atom bearing the hydroxy substituent as the flap.
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