Pyridinium tosyl-ate.

The title compound (systematic name: pyridinium 4-methyl-benzene-sulfonate), C5H6N+·C7H7O3S-, is the pyridinium salt of para-toluene-sulfonic acid. In the crystal, classical N-H⋯O hydrogen bonds as well as C-H⋯O contacts connect the cationic and anionic entities into sheets lying parallel to the ab plane.

rac-Hy-droxy-isovaleric acid.

The title compound (systematic name: rac-2-hydroxy-3-methylbutanoic acid), C5H10O3, is the constitutional isomer of α-hy-droxy-butanoic acid. In the crystal, hydrogen bonds involving the alcoholic hydroxyl group give rise to centrosymmetric dimers that are extended to sheets perpendicular to the crystallographic c axis.

The formation of 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine from 1,2-diaminobenzene in the presence of acetone.

In an attempt to synthesize a 2-substituted benzimidazole from the reaction of o-phenylenediamine and isophthalic acid in the presence of acetone and ethanol under microwave irradiation, a salt of the isophthalate ion and 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepin-5-ium ion was obtained. The condensation of two moles of acetone with the amine groups resulted in the formation of the benzodiazepine which crystallized as an iminium cation forming a salt with the isophthalate anion. The formation of benzodiazepine was also confirmed by performing the reaction of o-phenylenediamine with excess acetone in ethanol under conventional heating conditions. The compounds were characterized by NMR, FTIR, HRMS and microanalysis as well as X-ray crystallography. The reaction mechanism leading to the formation of benzodiazepine is also discussed.

3,3,3-Trifluoro-2-hydr-oxy-2-(trifluoro-meth-yl)propionic acid.

In the title perfluorinated hy-droxy-isobutyric acid derivative, C4H2F6O3, the mol-ecule shows approximately Cs symmetry. The carb-oxy group is nearly coplanar with the C-OH moiety and the O=C-C-O(H) torsion angle is 5.5 (2)°. An intra-molecular O-H⋯O hydrogen bond occurs. In the crystal, O-H⋯O hydrogen bonds connect the mol-ecules into supra-molecular chains along the a-axis direction.

rac-3,3,3-Trifluoro-lactic acid.

THE TITLE COMPOUND (SYSTEMATIC NAME: rac-3,3,3-trifluoro-2-hy-droxy-propanoic acid), C3H3F3O3, is a fluorinated derivative of lactic acid. The O=C-C-O(H) torsion angle is 13.26 (15)°. In the crystal, O-H⋯O hydrogen bonds and C-H⋯O contacts connect the mol-ecules into sheets perpendicular to the c axis.

Bis(pyridin-2-ylmeth-yl)ammonium nitrate.

In the title compound, C12H14N3 (+)·NO3 (-), the mononitrate of protonated bis-(pyridin-2-ylmeth-yl)amine, the least-squares planes defined by the non-H atoms of the two aromatic moieties inter-sect at an angle of 7.91 (6)°. In the crystal, N-H⋯N, N-H⋯O and C-H⋯N hydrogen bonds, as well as C-H⋯O contacts, connect the entities into a three-dimensional network. The shortest centroid-centroid distance between two aromatic systems is 3.7255 (8) Šand is apparent between the two different aromatic moieties.

2-(4-Bromo-phen-yl)-2-oxoethyl naphthalene-1-carboxyl-ate.

In the title compound, C19H13BrO3, an ester of 1-naphthoic acid with an aromatic alcohol, the least-squares planes defined by the C atoms of the respective aromatic systems enclose an angle of 77.20 (5)°. In the crystal, C-H⋯O contacts connect the mol-ecules into undulating sheets parallel (100).

2,4-Dichloro-benzyl 2-meth-oxy-benzoate.

In the title compound, C15H12Cl2O3, the aromatic rings make a dihedral angle of 10.78 (4)°. In the molecule, there is a short C-H⋯O contact. In the crystal, C-H⋯O contacts connect the mol-ecules into C(7)C(8) chains along the b axis. The shortest inter-centroid distance between two benzoic acid aromatic systems is 3.7416 (8) Å.

2-(4-Chloro-phen-yl)-2-oxoethyl naphthalene-1-carboxyl-ate.

In the title compound, C19H13ClO3, an ester of 1-naphthoic acid with an aromatic alcohol, the least-squares planes defined by the C atoms of the respective aromatic systems enclose an angle of 77.16 (3)°. In the crystal, C-H⋯O contacts connect the mol-ecules into undulating sheets parallel to the bc plane.

4-(4-Iodo-anilino)-2-methyl-ene-4-oxo-butanoic acid.

In the title compound, C11H10INO3, an addition product of itaconic acid anhydride and 4-iodo-aniline, the least-squares planes defined by the atoms of the aromatic moiety and the non-H atoms of the carb-oxy-lic acid group enclose an angle of 74.82 (11)°. In the crystal, classical O-H⋯O hydrogen bonds formed by carb-oxy-lic groups, as well as N-H⋯O hydrogen bonds formed by amide groups, are present along with C-H⋯O contacts. Together, these connect the mol-ecules into dimeric chains along the b-axis direction.

3-Chloro-4-fluoro-anilinium picrate.

In the title picrate salt of a dihalogenated aniline derivative, C(6)H(6)ClF(+)·C(6)H(2)N(3)O(7) (-), the intra-cyclic C-C-C angles in the picrate anion cover a broad range [111.95 (12)-125.38 (13)°], while those in the aromatic cation span a much narrower range [118.25 (14)-122.33 (13)°]. In the crystal, classical N-H⋯O hydrogen bonds, as well as C-H⋯O contacts, connect the ions into layers parallel to (001).

4-[Bis(4-fluoro-phen-yl)meth-yl]-1-[(2E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium 3-carb-oxy-propano-ate.

In the title salt, C(26)H(27)F(2)N(2) (+)·C(4)H(5)O(4) (-), the piperazine N atom bearing the vinylic substituent is protonated. The piperazine ring adopts a chair conformation. In ther crystal, the succinate monoanions are connected via short O-H⋯O hydrogen bonds between the carb-oxy-lic acid and carboxyl-ate groups into undulating chains extending along [001] and the flunarizinium monocations are attached to these chains via N(+)-H⋯O(-) hydrogen bonds. C-H⋯O inter-actions connect these chains into a three-dimensional network. The shortest centroid-centroid distance of 3.7256 (10) Šwas found between one of the fluorinated benzene rings and the non-fluorinated phenyl ring in the neighbouring mol-ecule related by a glide plane.

Bosentan monohydrate.

In the title compound, C27H29N5O6S·H2O {systematic name: 4-tert-butyl-N-[6-(2-hy-droxy-eth-oxy)-5-(2-meth-oxy-phen-oxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide monohydrate], the dihedral angle between the mean planes of the pyrimidine rings is 27.0 (1)°. The dihedral angle between the mean planes of the benzene rings is 47.7 (8)°, forming a U-shaped channel around the chain of twisted pyrimidine rings. The crystal packing is stabilized by O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds with a single water mol-ecule, and weak O-H⋯N inter-molecular inter-actions between the hy-droxy group and one of the pyrimidine rings producing an two-dimensional supra-molecular array in the bc plane. The title compound studied was a merohedral twin with the major component being approximately 57%.

[1,1'-Bi-cyclo-hexa-ne]-1,1'-diol.

The title compound, C12H22O2, is a symmetric diol derived from the pinacol coupling of cyclo-hexa-none. The asymmetric unit contains three complete mol-ecules. The cyclo-hexane moieties adopt chair conformations. Cooperative hydrogen bonding connects the individual mol-ecules to infinite chains propagating along the crystallographic a-axis direction.

2-({[4-(1,3-Benzothia-zol-2-yl)phen-yl]amino}methyl)-phenol.

In the title compound, C(20)H(16)N(2)OS, the aniline substituent essentially coplanar with the benzothia-zole moiety (with an r.m.s. deviation of all fitted non-H atoms of 0.0612 Å). The phenol group is almost perpendic-ular to the benzothia-zolylaniline group, with an inter-planar angle of 88.36 (2)°. In the crystal, mol-ecules aggregate as centrosymmetric dimers by pairs of O-H⋯N hydrogen bonds. C-H⋯O contacts and N-H⋯π(arene) inter-actions also occur.

Ethyl (Z)-3-(4-methyl-anilino)-2-[(4-methyl-phen-yl)carbamo-yl]prop-2-enoate.

The title compound, C(20)H(22)N(2)O(3), is a secondary amine featuring an amide and an ester functionality in connection with a Michael system. The conformation about the C=C bond is E. Intra-molecular N-H⋯O hydrogen bonds occur. In the crystal, C-H⋯O contacts connect the mol-ecules into chains along the b-axis direction.

Cinnarizinium 3,5-dinitro-salicylate.

THE TITLE COMPOUND [SYSTEMATIC NAME: 4-diphenyl-methyl-1-(3-phenylprop-2-en-1-yl)-piperazin-1-ium 2-carb-oxy-4,6-dinitro-pheno-late], C(26)H(29)N(2) (+)·C(7)H(3)N(2)O(7) (-), is the dinitro-salicylate salt of a tertiary amine. Deprotonation of the carb-oxy-lic acid group occurred on the phenolic hy-droxy group. The diaza-cyclo-hexane ring adopts a chair conformation. Intra-molecular O-H⋯O and inter-molecular C-H⋯O and N-H⋯O hydrogen bonds are observed. The N-H⋯O hydrogen bonds are bifurcated at the H atom and connect the cinnarizinium and 3,5-dinitro-salicylate ions together. Inter-molecular C-H⋯O hydrogen bonds connect the components into layers perpendicular to the crystallographic a axis.

(2E)-1-(2,6-Dichloro-3-fluoro-phen-yl)-3-phenyl-prop-2-en-1-one.

In the title compound, C(15)H(9)Cl(2)FO, the F atom shows positional disorder over two positions, with site-occupancy factors of 0.747 (4) and 0.253 (4). The dihedral angle between the rings is 86.37 (10)°. In the crystal, C-H⋯O contacts connect the mol-ecules into chains along the c axis. The shortest inter-centroid distance between two aromatic systems is 3.6686 (12) Šand is apparent between the halogenated rings.

4-[(1E)-3-(2,6-Dichloro-3-fluoro-phen-yl)-3-oxoprop-1-en-1-yl]benzonitrile.

In the title mol-ecule, C(16)H(8)Cl(2)FNO, the benzene rings form a dihedral angle of 78.69 (8)°. The F atom is disordered over two positions in a 0.530 (3):0.470 (3) ratio. The crystal packing exhibits π-π inter-actions between dichloro-substituted rings [centroid-centroid distance = 3.6671 (10) Å] and weak inter-molecular C-H⋯F contacts.

(E)-3-(2-Chloro-phen-yl)-1-(4,4''-difluoro-5'-meth-oxy-1,1':3',1''-terphenyl-4'-yl)prop-2-en-1-one.

The title compound, C(28)H(19)ClF(2)O(2), is a polysubstituted terphenyl derivative bearing a Michael system in which the C=C double bond has an E conformation. In the crystal, C-H⋯Cl and C-H⋯O contacts connect the mol-ecules into layers lying perpendicular to the a axis. The shortest inter-centroid distance between symmetry-related 4-fluoro-phenyl groups is 3.7547 (16) Å.