Jerry P. Jasinski

1-[4-(4-Hy-droxy-phen-yl)piperazin-1-yl]ethanone.

In the title compound, C12H16N2O2, the piperazine ring has a chair conformation. The dihedral angle between the mean planes of the benzene ring and the acetyl group is 48.7u2005(1)°. In the crystal, molecules are linked via O—H⋯O hydrogen bonds, forming chains propagating along [010].

4-[(E)-(4-Chlorobenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C10H9ClN4S, the dihedral angle between the mean planes of the phenyl and 1H-1,2,4-triazole-5(4H)-thione rings is 25.3u2005(9)°. The latter ring is essentially planar, with maximum deviations of 0.010 and -0.010u2005Å for the ring N atom in the 4-position and ring C atom bearing the methyl group, respectively. An intra-molecular C-H⋯S contact occurs. In the crystal, pairs of weak N-H⋯S inter-actions link the mol-ecules into inversion dimers in the ac plane, forming R 2 (2)(8) graph-set motifs. In addition, weak π-π inter-actions [centroid-centroid distances = 3.3463u2005(14) and 3.6127u2005(13)Å] are observed.

4-Chloro-3-methyl­phenyl quinoline-2-carboxyl­ate

In the title compound, C17H12ClNO2, the dihedral angle between the mean planes of the quinoline ring system and the benzene ring is 68.7u2005(7)°. The mean plane of the carboxylate group is twisted from the latter planes by 14.0u2005(1) and 80.2u2005(4)°, respectively. In the crystal, weak C—H⋯O interactions are observed, forming chains along [001]. In addition, π–π stacking interactions [centroid–centroid distances = 3.8343u2005(13) and 3.7372u2005(13)Å] occur. No classical hydrogen bonds were observed.

4-Chloro-phenyl quinoline-2-carboxyl-ate.

In the title compound, C16H10ClNO2, the dihedral angle between the quinoline ring system and the benzene ring is 14.7u2005(5)°. The carboxylate group is twisted from the mean planes of the quinoline ring system and the benzene ring by 17.7u2005(5) and 32.1u2005(4)°, respectively. In the crystal, inversion dimers are formed with the molecules linked by pairs of weak C—H⋯O interactions arising from an activated aromatic C atom adjacent to the C—Cl bond, generating R 2 2(14) loops.

4-(3-Fluoro-4-methyl-anilino)-2-methyl-idene-4-oxo-butanoic acid.

The title compound, C12H12FNO3, crystallizes with two independent molecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the 3-fluoro-4-methylphenyl ring and the oxoamine group is 25.7u2005(7)° in molecule A and 71.3u2005(7)° in molecule B, while the mean plane of the 2-methylidene-4-oxobutanoic acid group is twisted by 76.2u2005(1)° from that of the oxoamine group in molecule A and by 76.2u2005(4)° in molecule B. In the crystal, N—H⋯O and O—H⋯O hydrogen bonds [the latter forming an R 2 2(8) graph-set motif] link the molecules into a two-dimensional network parallel to the ac plane.

3,4-Di­methyl­phenyl quinoline-2-carboxyl­ate

In the title compound, C18H15NO2, the dihedral angle between the mean planes of the quinoline ring system and the phenyl ring is 48.1u2005(5)°. The mean plane of the carboxylate group is twisted from the mean planes of the latter by 19.8u2005(8) and 64.9u2005(5)°, respectively. The crystal packing features weak C—H⋯O interactions, which form chains along [010].

2-[4-(Tri­fluoro­meth­yl)phenyl­sulfan­yl]benzoic acid

In the title compound, C14H9F3O2S, the dihedral angle between the mean planes of the benzene rings is 88.7u2005(2)°. The carboxylic acid group is twisted by 13.6u2005(7)° from the mean plane of its attached aromatic ring. One of the F atoms of the trifluoromethyl group is disordered over two sites in a 0.61u2005(7):0.39u2005(7) ratio. In the crystal, inversion dimers linked by pairs of O—H⋯O hydrogen bonds generate R 2 2(8) loops. Weak C—H⋯F interactions are also observed.

Bis{4-[(1,3-benzodioxol-5-yl)meth-yl]piperazin-1-yl}methane.

In the title compound, C25H32N4O4, both piperazine rings adopt a chair conformation. One of dioxolane ring systems is essentially planar [dihedral angle = 0.9u2005(2)°] while the other adopts a slightly disordered envelope conformation, the mean plane of the dioxolane ring being twisted by 3.6u2005(2)° from that of the benzene ring. The dihedral angle between the benzene rings is 69.9u2005(5)°. No classical hydrogen bonds were observed.

Desvenlafaxinium chloranilate ethyl acetate solvate.

In the cation of the title compound, C16H26NO2 +·C6HCl2O4 −·C4H8O2, the 1-hydroxy-cyclohexyl ring adopts a slightly distorted chair conformation. The dihedral angle between the mean planes of the 1-hydroxycyclohexyl and 4-hydroxyphenyl rings is 84.0u2005(8)°. In the anion, the hydroxyl H atom is twisted slightly out of the ring plane with a C—C—O—H torsion angle of −171.9°. Disorder was modeled for the methyl group of the acetate group in the solvate with an occupancy ratio of 0.583u2005(15): 0.417u2005(15). In the crystal, O—H⋯O hydrogen bonds are observed between cations and between cations and anions, while bifuricated N—H⋯(O,O) cation–anion hydrogen bonds are also present, forming chains along [010] and [100]. In addition weak cation–anion and cation–solvate C—H⋯O interactions occur.