The molecule of the title thiadiazole derivative, C11H11N3O2S2, has a butterfly-like structure and the whole molecule is disordered with a site-occupancy ratio of 0.629 (4):0.371 (4). The molecule is disordered in such a way that the 3-methyl-4-nitrophenyl units of the major and minor components are approximately related by 180° rotation around the C—N bond axis. The dihedral angle between the 1,3,4-thiadiazole and benzene rings is 70.8 (4)° in the major component and 74.9 (6)° in the minor component. In the crystal, molecules are arranged into screw chains along the c axis. These chains are stacked along the b axis. Weak intermolecular C—H⋯O and C—H⋯π interactions and a short C⋯O contact [3.005 (7) Å] are present.
In the title compound, C12H12N6S4, the two terminal thiadiazole rings are twisted with respect to the central benzene ring, making dihedral angles of 54.28 (4) and 76.56 (3)°. The dihedral angle between the two thiadiazole rings is 27.77 (4)°. Intermolecular N—H⋯N hydrogen bonds stabilize the crystal packing, linking the molecules into a tape along the b axis.
The title molecule, C11H12N2OS2, is twisted with a dihedral angle of 83.63 (12)° between the 1,3,4-thiadiazole and benzene rings. The methoxy group deviates slightly from the attached benzene ring, with a C—C—O—C torsion angle of 4.2 (4)°. In the crystal, molecules are linked by weak C—H⋯N interactions and stacked along the c axis.
In the title compound, C16H22N2OS2, the S atom of the thiadiazole ring and the attached methyl groups are disordered over two orientations with a refined site-occupancy ratio of 0.641 (11):0.359 (11). The thiadiazole ring is in a twist conformation in both disorder components. The mean plane through the thiadiazole ring makes dihedral angles of 77.39 (8) (major component) and 67.45 (11)° (minor component) with the benzene ring. Intramolecular C—H⋯N interactions generate two S(6) ring motifs. In the crystal, molecules are linked by C—H⋯O hydrogen bonds into zigzag chains parallel to the b axis.
The complete molecule of the title compound, C16H12Cl2N2S3, is generated by crystallographic twofold symmetry, with the S atom of the thiadiazole ring lying on the rotation axis. The dihedral angle between the mean planes of the 1,3,4-thiadiazole and benzene rings is 87.19 (7)°. In the crystal, molecules are linked by C—H⋯N interactions and short S⋯S contacts [3.3389 (9) Å] occur.
In the title compound, C18H13Cl2N3OS, the eight atoms comprising the central imidazo/thiadiazolethiadiazole residue are coplanar (r.m.s. deviation = 0.009 Å). The dihedral angle of 8.72 (13)° between the dichlorobenzene and tolyl rings reflects a twist about the O—C(benzene) bond; the Cm—O—Cb—Cb torsion angle = −168.5 (2)° (m = methylene C and b is benzene C). Supramolecular tapes along the b axis are found in the crystal structure which are mediated by π–π interactions occurring between centrosymmetrically related thiadiazole rings [inter-ring centroid distance = 3.6907 (16) Å] and between the benzene and tolyl rings [inter-ring centroid distance = 3.7597 (16) Å].
In the molecule of the title compound, C19H18N4O3S, the planar central heterocylic ring system is oriented with respect to the trimethoxyphenyl and 2-methylphenyl rings at dihedral angles of 4.43 (3) and 4.32 (3)°, respectively. The dihedral angle between the two benzene rings is 7.65 (4)°. In the crystal structure, intermolecular C—H⋯N hydrogen bonds link the molecules into centrosymmetric R
2(18) dimers. These dimers are connected via a C—H⋯π contact between the 2-methylphenyl and trimethoxyphenyl rings, and a π–π contact between the thiadiazole and trimethoxyphenyl rings [interplanar distance 3.51 Å, dihedral angles 4.17(4)°]. An intramolecular C—H⋯N hydrogen bond is also present.
The title compound, C20H23N4O6PS, was synthesized by the reaction of N-(4-methoxybenzylidene)-5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine and diethyl phosphite. The thiadiazole and nitro-substituted phenyl rings in the molecule are approximately coplanar, the dihedral angle being 5.3 (2)°. The dihedral angle formed by the mean plane through all non-H atoms of both the thiadiazole and the nitro-substituted phenyl ring with the plane of the methoxy-substituted phenyl ring is 48.9 (2)°. In the crystal structure, molecules form centrosymmetric dimers as a result of N—H⋯O bonds involving amine H and phosphine oxide O atoms.
The thiadiazoyl and sulfonyl-benzene rings in the title compound, C20H23N3O3S3, are aligned to the same side of the molecule, forming a twisted ‘U’ shape [dihedral angle = 77.6 (5)°]. The benzyl-benzene ring is orientated in the opposite direction from the molecule but projects approximately along the same axis as the other rings [dihedral angle between benzene rings = 28.2 (5)°] so that, overall, the molecule has a flattened shape. The hydroxy and amine groups are almost syn which enables the formation of intermolecular hydroxy-OH⋯N(thiadiazoyl) and amine-H⋯O(sulfonyl) hydrogen bonds leading to a supramolecular chain aligned along the a axis.
In the title molecule, C16H16BrN5O3S, the 1,3,4-thiadiazole ring is situated under the benzene ring, forming a dihedral angle of 86.6 (2)°, and with an S⋯Cg (where Cg is the centroid of the benzene ring) distance of 3.312 (3) Å. The benzene and 1,3,4-thiadiazole rings form dihedral angles of 83.8 (3) and 57.7 (2)°, respectively, with the central pyrazole ring. In the absence of classical hydrogen bonds, the crystal packing is stabilized by a C—H⋯π interaction..
The asymmetric unit of the title compound, C9H9N3S, contains two crystallographically independent molecules, in which the thiadiazole and tolyl rings are oriented at dihedral angles of 32.25 (3) and 74.50 (3)°. An intramolecular C—H⋯S interaction results in the formation of a five-membered ring. In the crystal structure, intermolecular N—H⋯N hydrogen bonds link the molecules into chains along the a axis. A π–π contact between the thiadiazole rings [centroid–centroid distance = 3.910 (3) Å] may further stabilize the structure. There is also a weak C—H⋯π interaction.
The title compound, C18H14FN3O2S2, was synthesized by the reaction of 5-(4-fluorophenyl)-N-(4-methoxybenzylidene)-1,3,4-thiadiazol-2-amine and mercaptoacetic acid. The thiazolidinone ring adopts a twist conformation. The 4-methoxyphenyl ring is almost perpendicular to the thiadiazole ring, making a dihedral angle of 88.4 (3)°. The 4-fluorophenyl ring is nearly coplanar with the thiadiazole ring, the dihedral angle being 6.8 (3)°. The crystal structure involves C—H⋯N, C—H⋯O and C—H⋯S hydrogen bonds.
The title compound, C19H15Cl2N3OS2, was synthesized by the reaction of N-(2,4-dichlorophenyl)-5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-amine and mercaptoacetic acid. The thiazolidinone ring adopts a twist conformation. The 2,4-dichlorophenyl ring is almost perpendicular to the thiadiazole ring, the dihedral angle being 82.8 (2)°. The 3,5-dimethylphenyl ring is nearly coplanar with the thiadiazole ring, the dihedral angle being 2.7 (2)°. An intramolecular C—H⋯N hydrogen bond is present.
In the molecule of the title compound, C17H15N3O3S·0.5H2O, the thiadiazole ring is oriented with respect to the two 2-methoxyphenyl rings at dihedral angles of 3.70 (3) and 1.74 (2)°. An intramolecular N—H⋯O hydrogen bond results in the formation of a planar six-membered ring, which is oriented with respect to the thiadiazole ring at a dihedral angle of 1.33 (3)°. Thus, all of the rings are nearly coplanar. In the crystal structure, intermolecular O—H⋯N and C—H⋯O hydrogen bonds link the molecules.
The title compound, C9H9N3S, was synthesized by the reaction of 4-methyl-benzoic acid and thiosemicarbazide. The thiadiazol ring adopts a planar conformation and makes a dihedral angle of 31.19 (18)° with the phenyl ring. In the crystal, molecules are linked by N—H⋯N hydrogen bonds.
There are two independent molecules in the asymmetric unit of the title compound, C19H24S2. In both molecules, the aliphatic segment of the ligand is in an all-trans conformation: the –S–(CH2)5–S–bridging chain is almost planar (r.m.s. deviation for all non-H atoms = 0.0393 and 0.0796 Å in the two molecules) and maximally extended. Their mean planes form dihedral angles of 4.08 (6)/20.47 (6) and 2.22 (6)/58.19 (6)° with the aromatic rings in the two molecules. The crystal packing is purely governed by weak intermolecular forces.
In the title compound, C17H11FN4O3S2, the five-membered thiazolidinone and thiadiazole rings are almost planar, with r.m.s. deviations of 0.017 and 0.0019 Å, respectively. The 4-fluorophenyl ring is almost perpendicular to the thiadiazole ring, making a dihedral angle of 89.5 (3)°. The 4-nitrophenyl ring is nearly coplanar with the thiadiazole ring, the dihedral angle being 7.9 (3)°. The crystal structure is stabilized by two intermolecular C—H⋯O hydrogen bonds.
The asymmetric unit of the title compound, C17H12N4S4, contains one half-molecule situated on a twofold rotational axis. In the molecule, the thiadiazole and attached phenyl rings are twisted by 5.8 (3)°.
The bidentate 1,3,4-thiadiazole ligand substituted by two 2-pyridyl rings (denoted L) has been found to produce the new monomeric title complex, [Co(C12H8N4S)2(H2O)2](BF4)2. The thiadiazole and pyridyl rings surrounding the Co atom are almost coplanar [dihedral angle = 4.35 (7)°]. The mean plane defined by these heterocyclic moieties makes a dihedral angle of 18.72 (6)° with the non-coordinated pyridyl ring. The Co2+ cation, located at a crystallographic center of symmetry, is bonded to two ligands and two water molecules in a trans configuration in an octahedral environment. The tetrafluoridoborate ions can be regarded as free anions in the crystal lattice. Nevertheless, they are involved in an infinite two-dimensional network along the  and  directions of O—H⋯F hydrogen bonds.
The title compound, C18H17N3S2, was synthesized by the reaction of 5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-amine and 4-(methylsulfanyl)benzaldehyde. An intramolecular C—H⋯S hydrogen bond results in the formation of a planar (r.m.s. deviation = 0.003 Å) five-membered ring. In the crystal structure, intermolecular C—H⋯N hydrogen bonds link the molecules to form layers parallel to (011).
In the title compound, C10H8ClN3S, the dihedral angle between the mean planes of the benzene and imidazo[2,1-b][1,3,4]thiadiazole rings is 6.0 (9)°. In the crystal, molecules are assembled by the formation of centrosymmetric dimers by π-stacking of the thiadiazole and benzene rings of neighboring molecules [centroid–centroid distance = 3.6938 (11) Å] along .
In the title compound, C17H13ClN4OS, the 1,3,4-thiadiazole ring makes dihedral angles of 9.70 (15) and 7.22 (10)° with the benzene and phenyl rings, respectively; the dihedral angle between these two rings is 6.37 (19)°. In the crystal, pairs of N—H⋯N and C—H⋯O hydrogen bonds between inversion-related molecules result in supramolecular ribbons displaying alternate R
2(8) and R
2(14) graph-set ring motifs.
In the molecule of the title compound, C11H15N5OS2, the thiadiazole and triazole rings are not coplanar, the dihedral angle formed by their mean planes being 59.9 (2)°. The exocyclic S atom, and the methylene, carbonyl, tert-butyl and one methyl carbon form an approximately planar zigzag chain, which makes a dihedral angle of 74.6 (1)° with the thiadiazole ring.
In the molecule of the title compound, C18H13Cl2N3O2S2, the thiazolidinone ring has an envelope conformation with the S atom displaced by 0.394 (3) Å from the plane of the other ring atoms. The thiadiazole ring is oriented at a dihedral angle of 7.40 (4)° with respect to the 4-methoxyphenyl ring. Intramolecular C—H⋯S, C—H⋯N and C—H⋯Cl hydrogen bonds result in the formation of two planar and two non-planar five-membered rings. The planar five-membered rings are oriented at a dihedral angle of 6.23 (3)°. The 2,4-dichlorophenyl ring is oriented at dihedral angles of 84.21 (4) and 83.55 (3)° with respect to the thiadiazole and 4-methoxyphenyl rings, respectively. In the crystal structure, intermolecular C—H⋯O hydrogen bonds link the molecules into centrosymmetric dimers.
The asymmetric unit of the title compound, C21H20N4O3S, contains two independent molecules. The dihedral angles between the two benzene rings are 47.6 (1) and 30.2 (1)°, the corresponding values between the p-methoxybenzene and thiadiazol rings are 12.3 (1) and 24.7 (1)°, respectively, for the two molecules. The conformations of the N—H and C=O bonds are anti with respect to each other. The enone groups show a trans configuration. The crystal structure is stabilized by N—H⋯O and N—H⋯N interactions. The absolute structure could not be determined from the X-ray data but the absolute configuration has been assigned by reference to an unchanging chiral centre in the synthetic procedure.