In the title compound, C12H10N2O3S, the dihedral angle between the benzene and thiophene rings is 43.17 (4)°. The crystal structure is devoid of any hydrogen-bonding interactions. However, π–π interactions between the benzene and thiophene rings [distance between ring centroids = 3.6850 (11) Å] stack the molecules along the a axis. The absolute structure could not be determined as the crystal studied was a racemic twin with a BASF parameter of 0.31 (6).
In the title compound, C22H13Cl2N5O3S2, the thiadiazine ring adopts a half-chair conformation. The benzene rings of the chlorophenoxy and chlorobenzyl groups and the thiophene ring form dihedral angles of 35.6 (1), 80.7 (1) and 14.2 (1)°, respectively, with the triazole ring. In the crystal, molecules are connected into sheets parallel to (11) by intermolecular C—H⋯N and C—H⋯Cl hydrogen bonds. In addition, π–π stacking interactions are observed between thiophene and triazole rings, and between inversion-related triazole rings [centroid–centroid distances = 3.5975 (11) and 3.4324 (11) Å].
The title nitrothiophene compound, C13H9N3O6S2, crystallizes with two independent molecules in the asymmetric unit; the molecular structure of each is stabilized by an intramolecular N—H⋯O hydrogen bond. The two molecules adopt flattened but slightly different conformations, viz. the dihedral angle between the thiophene ring and the essentailly planar 1,2-benzisothiazole fragment (r.m.s. deviations = 0.0227 and 0.0108 Å, respectively) is 15.62 (11)° in one molecule and 5.46 (11)° in the other. In the crystal, molecules are arranged into layers parallel to (-111) with weak Car—H⋯O interactions formed within the layer. N—H⋯O hydrogen bonds also occur. There are π–π stacking interactions between the molecules in neighbouring layers, the distance between the centroids of the 1,2-benzisothiazole benzene rings being 3.8660 (16) Å. Moreover, dipolar S=O⋯C=O interactions with an O⋯C distance of 2.893 (3) Å are observed between the symmetry-independent molecules in different layers. The title compound showed weak inhibition of HLE (human leukocyte elastase).
The title compound, C13H8Br2ClNO3S, exhibits whole-molecule disorder over two orientations in a 0.805 (6):0.195 (6) ratio. The dihedral angles between the thiophene ring [maximum deviations = 0.017 (4) and 0.033 (9) Å for the major and minor components, respectively] and the chloro-substituted phenyl ring are 32.1 (5) (major component) and 26.3 (18)° (minor component). In the crystal, C—H⋯Cl and C—H⋯O hydrogen bonds link the molecules into sheets lying parallel to the bc plane. Aromatic π–π stacking interactions [centroid–centroid distance = 3.550 (7) Å] are also observed.
In the title molecule, C16H16O4S, the enone fragment, thiophene ring and benzene ring are individually essentially planar. The thiophene ring is disordered over two sites, corresponding to a rotation of approximately 180° about the single C—C bond to which it is attached. The approximate ratio of occupancies for the major and minor components is 0.872 (2):0.128 (2). The major component of the thiophene ring and the benzene ring are twisted from each other by 13.92 (19)°. An intramolecular C—H⋯O hydrogen bond generates an S(5)S(5) ring motif. The crystal structure is stabilized by intermolecular C—H⋯O hydrogen-bonding interactions. In addition, a π–π stacking interaction, with a centroid–centroid distance of 3.852 (2) Å, and short S⋯O [2.9378 (12) Å] and O⋯O [2.5811 (16) Å] contacts are observed.
In the title thiophene-derived Schiff base compound, C12H8N2S2, the thiophene ring is slighty rotated from the benzothiazole group mean plane, giving a dihedral angle of 12.87 (6)°. The largest displacement of an atom in the molecule from the nine-atom mean plane defined by the non-H atoms of the benzothiazole ring system is 0.572 (1) Å, exhibited by the C atom at the 3-position of the thiophene ring. In the crystal, weak C—H⋯S hydrogen bonds involving the thiophene group S atom and the 4-position thiophene C—H group of a symmetry-related molecule lead to an infinite one-dimensional chain colinear with the c axis. The structure is further stabilized by π–π interactions; the distance between the thiazole ring centroid and the centroid of an adjacent benzene ring is 3.686 (1) Å. The crystal studied was an inversion twin with the ratio of components 0.73 (3):0.27 (3).
In the title compound, C13H12N2O2S, the dihedral angle between the benzene and thiophene rings is 36.72 (8)°. An intermolecular C—H⋯π interaction contributes to the stability of the crystal structure.
The dihedral angle between the benzene and thiophene rings in the title compound, C12H10N2O3S, is 27.94 (13)°. An intermolecular C—H⋯π interaction contributes to the stability of the crystal structure.
In the title compound, C18H20O4S, the thiophene and benzene rings are oriented at a dihedral angle of 10.83 (11)°. The central chain makes dihedral angles of 1.86 (13) and 9.25 (12)° with the benzene and thiophene rings, respectively. In the crystal, molecules are linked through weak intermolecular C—H⋯O interactions. π–π interactions are also observed between the benzene rings with a centroid–centroid distance of 3.6832 (12) Å. The slippage between the benzene rings is 0.956 Å.
The title compound, C16H15N3O2S, was synthesized by the reaction of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile and o-fluoronitrobenzene. The thiophene and nitrophenyl rings and amino and carbonitrile groups are coplanar with a maximum deviation of 0.046 (2) Å and a dihedral angle of 0.92 (6)° between the rings. The cyclohepta ring adopts a chair conformation. Intramolecular N—H⋯O and C—H⋯S interactions occur. In the crystal, the molecules form layers that are linked by π–π stacking interactions between the thiophene and benzene rings [centroid–centroid distances = 3.7089 (12) and 3.6170 (12) Å].
The title compound, C15H14O3S, has two symmetry-independent molecules in the asymmetric unit with almost identical geometry. The dihedral angle between the benzene and thiophene rings is 1.61 (11)° in one molecule and 7.21 (11)° in the other. In both molecules, C—H⋯O hydrogen bonds generate rings of graph-set motif S(5). The crystal structure is stabilized by C—H⋯O hydrogen bonds, C—H⋯π interactions and π–π interactions involving the benzene and thiophene rings, with centroid–centroid distances of 3.5249 (13) and 3.6057 (13) Å.
The title compound, C16H14O6S, was synthesized by the reaction of 6,7-dimethoxyhomophthalic anhydride with thiophene-2-carbaldehyde in the presence of 4-(dimethylamino)pyridine (DMAP) as a basic catalyst. The thiophene ring of the title molecule is disordered over two sites with occupancies of 0.877 (3) and 0.123 (3). The disorder corresponds to an approximate 180° rotation of the thiophene ring with respect to the C—C bond linking it to the rest of the molecule. The six-membered ring of the 3,4-dihydroisochromanone ring system is not planar [puckering parameters Q
T = 0.571 (2) Å, θ = 115.2 (2)° and ϕ = 99.1 (2)°]. The benzene ring of the 3,4-dihydroisochromanone ring system makes dihedral angles of 75.0 (2) and 77.2 (5)° with the disordered thiophene rings. Intermolecular O—H⋯O and C—H⋯O hydrogen bonds, as well as C—H⋯π interactions, lead to the observed supramolecular structure.
In the title chalcone derivative, C13H8Cl2OS, the prop-2-en-1-one unit and the thiophene and 2,4-dichlorophenyl rings are each essentially planar. The interplanar angle between the thiophene and 2,4-dichlorophenyl rings is 19.87 (6)°. Weak intramolecular C—H⋯O and C—H⋯Cl interactions involving the prop-2-en-1-one unit generate an S(5)S(5) ring motif. In the crystal structure, molecules are linked into head-to-tail zigzag chains along the a axis and adjacent chains are cross-linked. These cross-linked chains are arranged into sheets parallel to the ab plane. The crystal structure is stabilized by weak C—H⋯O, C—H⋯Cl and C—H⋯π interactions. A π–π interaction was also observed with a centroid–centroid distance of 3.6845 (6) Å.
The title compound, C11H9N3OS, was prepared to investigate the coordination chemistry of thiophene-containing ligands as precursors to interesting metallopolymers. The molecule is nearly planar. The angle between the thiophene and pyridine rings is 8.63 (4)° and features the expected trans configuration about the imine bond. The structure is stabilized by a weak intermolecular N—H⋯O hydrogen bond. The distance between centroids of adjacent thiophene rings [3.67 (8) Å] suggests the presence of π–π interactions.
In the title 1,5-diketone compound, C22H22O5S2, the benzene ring makes dihedral angles of 41.51 (6) and 25.83 (6)° with the two thiophene rings, while the dihedral angle between the thiophene rings is 26.67 (7)°. An intramolecular C—H⋯O interaction generates an S(9) ring motif. In the crystal, molecules are linked into a three-dimensional network by weak C—H⋯O and C—H⋯π interactions, and a π–π interaction with a centroid–centroid distance of 3.6527 (8) Å.
In the title compound, C17H10Cl2N2O3S, the thiophene ring and the central benzene ring are almost coplanar [dihedral angle = 8.44 (3)°], while the dihedral angle between the two benzene rings rings is 77.49 (9)°. The crystal packing is stabilized by intermolecular C—H⋯O hydrogen bonds.
In the title compound, C16H10Cl2F3N3S, the dihedral angle between the quinoline and thiophene ring systems is 4.94 (10)°. The NH group of the hydrazone moiety does not form a hydrogen bond, due to a steric crowding. In the crystal, the thiophene ring takes part in weak π–π stacking interactions with the pyridine ring [centroid-to-centroid separation = 3.7553 (19) Å and interplanar angle = 5.48 (12)°] and the benzene ring [3.7927 (19) Å and 4.58 (12)°]. Together, these lead to  stacks of molecules in an alternating head-to-tail arrangement, with two π–π stacking contacts between each adjacent pair.
The title compound, C24H20N2OS, crystallizes with two independent molecules (A and B) in the asymmetric unit, in each of which the cyclohexene rings adopt half-chair conformations. The mean plane of the indole ring is twisted from those of the phenyl and thiophene rings by 69.0 (7) and 8.3 (5)°, respectively, in molecule A and by 65.4 (9) and 6.7 (5)°, respectively, in molecule B. The dihedral angles between the mean planes of the phenyl and thiophene rings are 63.0 (4) and 58.8 (9)° in molecules A and B, respectively. In the crystal, N—H⋯O hydrogen bonds lead to the formation of an infinite chain along . In addition, π–π stacking interactions are observed involving the thiophene and pyrrole rings of the two molecules, with a shortest intercentroid distance of 3.468 (2) Å.
The asymmetric unit of the title compound, C18H11NO2S, contains two crystallographically independent molecules. In one molecule, the oxazole and thiophene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thiophene rings are oriented to each other at a dihedral angle of 0.86 (9)°. In the other molecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)°, respectively. In each molecule, a weak intramolecular C—H⋯N hydrogen bond links the oxazole N atom to the naphthalene group. Weak intermolecular C—H⋯O hydrogen bonding is present in the crystal structure. π–π stacking between the oxazole and thiophene rings, between the thiophene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid–centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) Å] may further stabilize the crystal structure.
The title compound, C20H16F4N2S2, is a flexible bisthiophene-type Schiff base ligand with a perfluorinated backbone. The terminal thiophene rings are almost normal to one another with a dihedral angle of 83.8 (2)°, and they are tilted to the central tetrafluorinated benzene ring with dihedral angles of 61.2 (2) and 77.7 (1)°. In the crystal, there are π–π interactions involving the benzene ring and the thiophene ring of a symmetry-related molecule with a centroid–centroid separation of 3.699 (3) Å.
The title compound, C4H2INO2S, was synthesized by nitration of iodothiophene with acetyl nitrate. The molecule is essentially planar, withthe nitro group tilted by 1.78 (19)° and the iodine atom displaced by 0.0233 (2) Å with respect to the thiophene ring. In the crystal structure, adjacent molecules are linked through weak I⋯O interactions [3.039 (2)Å], forming chains extending along the b axis.
The molecule of the title compound, C10H9N3S, is almost planar, with a dihedral angle of 1.38 (4)° between the thiophene and pyridine rings. In the crystal packing, molecules are linked into layers parallel to the ab plane by intermolecular N—H⋯N hydrogen bonds and by π⋯π stacking interactions involving adjacent pyridine and thiophene rings with a centroid–centroid distance of 3.537 (3) Å.
In the title compound, C14H13N3OS2, the thiophene ring is disordered over two orientations by ca 180° about the C—C bond axis linking the ring to the rest of the molecule, with a site-occupancy ratio of 0.651 (5):0.349 (5). The central 1,3,4-oxadiazole-2(3H)-thione ring forms dihedral angles of 9.2 (5), 4.6 (11) and 47.70 (7)° with the major and minor parts of the disordered thiophene ring and the terminal phenyl ring, respectively. In the crystal, no significant intermolecular hydrogen bonds are observed. The crystal packing is stabilized by π–π interactions [centroid–centroid distance = 3.589 (2) Å].
In the title compound, C23H21NO3S, the piperidine ring of the tetrahydroisoquinolinone unit adopts a screw-boat conformation. The thiophene ring is disordered in a 0.700 (3):0.300 (3) ratio by an approximate 180° rotation of the ring around the C—C bond linking the ring to the tetrahydroisoquinolinone unit. The benzene ring of the tetrahydroisoquinolinone unit makes dihedral angles of 83.1 (2) and 62.38 (11)° with the major occupancy thiophene ring and the phenyl ring, respectively. The dihedral angle between the phenyl ring and the thiophene ring is 71.0 (2)°. In the crystal structure, molecules are linked together by intermolecular C—H⋯O and C—H⋯π interactions.
The whole molecule of the title compound, C17H16OS2, is generated by two-fold rotational symmetry. The carbonyl C and O atoms of the cycloheptanone ring lie on the twofold rotation axis which bisects the opposite –CH2–CH2– bond of the ring. The molecule exists in an E,E conformation with respect to the C=C double bond. The cycloheptanone ring exhibits a twisted chair conformation and its mean plane makes a dihedral angle of 50.12 (19)° with the planes of the thiophene rings. The two S atoms are in an anti arrangement with respect the carbonyl O atom and the dihedral angle between the two thiophene ring planes is 69.38 (7)°. In the molecule, there are two intramolecular C—H⋯S hydrogen bond, forming S(6) ring motifs. In the crystal, inversion dimers are generated via pairs of C—H⋯O hydrogen bonds. These dimers are interconnected by another interaction of the same kind with a neighbouring molecule, forming a molecular chain along the c-axis direction.