The title chiral photochromic Schiff base compound, C21H19N3O, was synthesized from (R)-1-phenylethylamine and the salicylaldehyde of an azobenzene derivative. The molecule corresponds to the phenol–imine tautomer, the C=N and N—C bond distances being 1.279 (3) and 1.477 (3) Å, respectively. An intramolecular O—H⋯N hydrogen bond occurs. The diazenyl group adopts a trans form with an N=N distance of 1.243 (3) Å.
The fused pyrazole and pyrimidine rings in the title compound, C22H19BrN4O, are almost coplanar, their planes being inclined to one another by 2.08 (13)°. The dihedral angles formed by the mean plane of the fused ring system and the phenyl and benzene rings are 16.21 (4) and 82.84 (4)°, respectively. An intramolecular N—H⋯N hydrogen bond is observed. In the crystal, molecules form inversion dimers via pairs of C—H⋯O hydrogen bonds. π–π interactions, with centroid–centroid distances of 3.4916 (9) Å, connect the dimers into a three-dimensional network.
The title compound, C6H8N6, crystallizes as an N—H⋯N hydrogen-bond-linked dimer of two almost identical molecules in the asymmetric unit. Both of the molecules are almost planar (rms deviations of 0.0186 and 0.0296 Å in the two molecules) and their hydrazino groups are turned towards the pyrazole rings. The dimers are arranged into chains via intermolecular N—H⋯N hydrogen bonds between the hydrazino groups and the N atoms of the pyrimidine rings of both types of the molecules, linking the molecules into a C(7) graph-set motif along . The methyl groups and the N atoms of the pyrazole rings form weak C—H⋯N hydrogen bonds, which connect chains of the dimers in a C(4) motif parallel to .
In the structure of the title compound, C20H15BrN4O·C2H6O, the hydrogenated pyridinone ring adopts an envelope conformation. The dihedral angle between the bromo-substituted phenyl ring and the pyrazole ring is 79.6 (1)°, and that between the non-substituted phenyl ring and the pyrazole ring is 51.2 (1)°. In the crystal structure, molecules are linked via intermolecular N—H⋯O and O—H⋯N hydrogen bonds. A short intermolecular N⋯Br contact [3.213 (4) Å] is present in the crystal structure.
In the title compound, C14H10F3N7·2CH4O, the heterocyclic ring system is essentially planar (r.m.s. deviation = 0.009 Å) and makes a dihedral angle of 6.91 (8)° with the attached benzene ring. In the crystal, the main molecules form centrosymmetric R
2(8) dimers via pairs of N—H⋯N hydrogen bonds between the amino groups and pyrimidine N atoms. One of the independent methanol molecules and its inversion equivalent are linked to the dimers via O—H⋯N and N—H⋯O hydrogen bonds, forming R
4(16) graph-set motifs. The dimers along with the hydrogen-bonded methanol molecules are stacked along the a axis, with π–π interactions between the pyrazole and triazole rings [centroid–centroid distance = 3.4953 (10) Å].
In the title compound, C11H17N3O3, the pyrazole ring is approximately planar, with a maximum deviation of 0.005 (2) Å, and forms a dihedral angle of 5.69 (13)° with the plane through the six atoms of the piperidine ring. In the crystal, pairs of intermolecular N—H⋯O hydrogen bonds form dimers with neighbouring molecules, generating R
2(8) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the bc plane by intermolecular N—H⋯O and C—H⋯O hydrogen bonds.
In the title compound, C17H16N6O2S, an intramolecular N—H⋯O interaction generates an S(6) ring. The pyridine ring makes a dihedral angle of 71.38 (11)° with the thiophene ring. In the crystal, molecules are linked by a pair of N—H⋯N hydrogen bonds, forming an inversion dimer. The dimers are stacked in columns along the b axis through weak intermolecular C—H⋯N hydrogen bonds.
In the title compound, C24H26N4O3, the pyrazolo[1,5-a]pyridine ring system makes dihedral angles of 38.130 (3) and 30.120 (3)°, respectively, with the isoxazole and phenyl rings. In the crystal, two molecules are linked by a pair of C—H⋯N hydrogen bonds, forming a centrosymmetric dimer. A weak intramolecular C—H⋯O interaction is also present.
In the title compound, C21H16N4O2, the dihedral angle between the methoxy-substituted benzene ring and the ring system formed by the pyridinone ring and the pyrazole ring is 57.4 (1)°, and that between the unsubstituted phenyl ring and the ring system is 135.6 (1)°. In the crystal structure, molecules are linked together via intermolecular N—H⋯O hydrogen bonds.
There are two independent 3,5-dimethylpyrazole and two independent 2-hydroxy-5-(phenyldiazenyl)benzoic acid molecules [in which intramolecular O—H⋯O bonds form S(6) graph-set motifs] in the asymmetric unit of the title compound, C5H8N2·C13H10N2O3. In the crystal, the components are linked by intermolecular O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds, forming four-component clusters. Further stabilization is provided by weak C—H⋯π interactions.
The fused pyrazole and pyrimidine rings in the title compound, C16H15N3O2, are almost coplanar, being inclined to one another by 1.31 (12)°. The mean plane of this fused ring system is nearly coplanar with the phenyl ring, as indicated by the dihedral angle between their planes of 1.31 (12)°. The fused-ring system and the phenyl ring are nearly coplanar, as indicated by the dihedral angle of 1.27 (10)°. In the crystal, molecules form inversion dimers via pairs of C—H⋯O hydrogen bonds. C—H⋯N interactions connect the dimers into a three-dimensional network. In addition, π–π contacts are observed, with centroid–centroid distances of 3.426 (2) Å.
The title compound, C18H15N3O, is the product of the thermal decomposition of the diazonium salt derived from 2-amino-N-methyl-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide. It is characterized by a trans orientation of the methyl groups with respect to the tricyclic ring system. The molecule has a nearly planar phenylpyrazolo[3,4-c]isoquinolin-5-one system, the largest deviation from the mean plane being 0.066 (2) Å for the O atom. The dihedral angle between the phenyl substituent and the heterotricycle is 67 (1)°. The packing is stabilized by C—H⋯N hydrogen-bond interactions, with the formation of molecular chains along the c axis.
In the title compound, C7H9N5O2S, the pyrazolo[4,3-e][1,2,4]triazine fused-ring system is essentially planar [maximum deviation = 0.0420 (3) Å]. In the crystal, molecules related by twofold axes are linked into a molecular net via intermolecular C—H⋯O and C—H⋯N hydrogen bonds. π–π interactions are observed between the triazine and pyrazole rings of molecules related by the the twofold axis and inversion symmetry with centroid–centroid distances of 3.778 (3) and 3.416 (3) Å, respectively.
In the title molecule, C18H17N5O3S2, the heterocyclic thiazine ring adopts a twist boat conformation, with the S and N atoms displaced by 0.480 (7) and 0.205 (8) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The pyrazole and benzene rings are tilted at an angle of 10.9 (2)° with respect to one another. The crystal structure is stabilized by intermolecular N—H⋯O and C—H⋯N hydrogen bonds, resulting in dimers forming nine-membered rings of graph-set motif R
2(9). In addition, intermolecular C—H⋯O interactions result in chains of molecules along the c axis, further consolidating the crystal packing.
The molecule of the title compound, C19H15N3O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxyphenyl ring and the phenyl and benzene rings are 4.31 (8) and 6.60 (8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70 (8)°. The imino group is coplanar with the hydroxyphenyl ring, as shown by the C—C—C—N torsion angle of −1.8 (2)°. The azo group is disordered over two position with refined site-occupancy factors of ca 0.87/0.13. In the crystal structure, molecules are linked together by intermolecular C—H⋯O interactions along the c axis and also are packed as one-dimensional extended chains down the b axis.
In the title molecule, C18H18N2O2, the bicyclic ring system and the benzene ring form a dihedral angle of 13.45 (3)°. In the crystal structure, weak intermolecular C—H⋯O hydrogen bonds link molecules into chains propagated along .
In the molecule of the title compound, C12H20N4O2, the dihydropiperidine ring assumes a half-chair conformation. In the crystal, cllassical N—H⋯O and N—H⋯N intermolecular hydrogen bonds link molecules into double chains along the a axis.
In the title compound, C29H27N3O4S·0.5C6H14, the heterocyclic thiazine ring adopts a half-chair conformation with the S and N atoms displaced by 0.500 (5) and 0.229 (5) Å, respectively, on opposite sides from the mean plane formed by the remaining ring atoms. The mean planes of the pyrazole ring and the benzene ring bonded to it form a dihedral angle of 35.76 (11)° and an intramolecular O—H⋯O hydrogen bond ocurs. The crystal structure features O—H⋯O and C—H⋯O hydrogen bonds. There is a half-molecule of hexane in the asymmetric unit lying about an inversion center. It is disordered over two sets of sites with occupancy factors 0.590 (9) and 0.410 (9).
In the title molecule, C16H13N3O2S, the heterocyclic thiazine ring adopts a twist chair conformation with the S atom and an adjacent C atom displaced by 0.946 (5) and 0.405 (6) Å, respectively, on the same side of the mean plane formed by the remaining ring atoms. The mean planes of the benzene rings make dihedral angles of 16.61 (10) and 15.32 (10)° with the mean plane of the pyrazole ring. The molecular structure is consolidated by intramolecular C—H⋯N interactions and the crystal packing is stabilized by N—H⋯O and C—H⋯N hydrogen bonds. The crystal studied was an inversion twin with the refined ratio of the twin components being 0.53 (11):0.47 (11).
The title molecule, C17H13N5O4S, has a trans configuration with respect to the diazenyl (azo) group. The pyrimidine ring and the terminal benzene ring are inclined at angles of 89.38 (4) and 1.6 (6)°, respectively, with respect to the central benzene ring. The conformation of the molecule is in part stabilized by an intramolecular O—H⋯O hydrogen bond. In the crystal structure, molecules related through inversion centers form hydrogen-bonded dimers involving the sulfonamide N—H group and the N atom of the pyrimidine ring.
In the title compound, C19H17ClN2O2, the pyrazole ring is almost planar with a maximum deviation of 0.009 (3) Å and makes a dihedral angle of 8.96 (9)° with the oxazine ring. The dihedral angles between the pyrazole ring and the chlorine- and methoxy-substituted benzene rings are 50.95 (8) and 13.24 (9)°, respectively. An intermolecular C—H⋯N hydrogen bond links the molecules into infinite chains along the a axis. The crystal structure is further stabilized by C—H⋯π interactions.
In the title molecule, C20H15N3, the atoms in the carbazole unit deviate from planarity [maximum deviation from mean plane = 0.1082 (15) Å]. The pyrrole ring makes dihedral angles of 3.17 (8)/4.10 (9), 7.20 (9) and 44.62 (9)° with the fused benzene, pyrazole and phenyl rings, respectively. In the crystal, molecules are linked via N—H⋯N hydrogen bonds, forming an infinite chain along . Molecules are further linked by nine π–π [centroid–centroid distances vary from 3.6864 (11) to 3.9802 (11) Å] and one C—H⋯π interaction, forming a three-dimensional network.
The title compound, [Pt(C13H10ClN2S)Cl], contains a Pt atom tetracoordinated by a benzene C, a diazene N, a Cl and an S atom in an approximately square-planar geometry. The molecules dimerize through a nonbonded S⋯S interaction [S⋯S = 3.523 (18) Å]. There are no hydrogen bonds and the crystal packing is stabilized by four intermolecular π–π interactions; the centroid–centroid distances are 3.804 (3), 3.638 (3), 3.804 (3) and 3.638 (3) Å, and the corresponding perpendicular distances are 3.369, 3.448, 3.406 and 3.466 Å.
In the title compound, C10H12N6·C2H5OH, the planarity of the heterocyclic system is slightly distorted at the triazine ring (r.m.s. deviation = 0.1191 Å), which adopts a conformation best described as intermediate between a flattened twisted boat and a half-boat with the tertiary Csp
3 atom at the bow. In the crystal, molecules form centrosymmetric dimers connected by N⋯H—O and O⋯H—N hydrogen bonds between the amino group H atom, the ethanol solvent molecule and the triazine N atom, making an R
4(12) graph-set motif. The other H atom of the amino group and the H atom on the endocyclic N atom form N⋯H—N hydrogen bonds with the N atoms of the pyrazole and pyridine rings, respectively, linking the molecules into C(7)C(7) chains with the R
2(8) binary graph-set motif running along .
The title compound, C15H13N5, crystallizes with two independent molecules in the asymmetric unit. The molecular conformations are stabilized by C—H⋯N contacts forming S(6) ring motifs. In the crystal, pairs of molecules are connected into R
2(12) dimers by N—H⋯N hydrogen bonds. C—H⋯π interactions and π–π stacking interactions [centroid–centroid distances = 3.6085 (8), 3.6657 (8), 3.4745 (8) and 3.5059 (8) Å] also also observed.