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In the title compound, C6H4Cl2OS, the acetyl group is almost coplanar with the thio­phene ring [dihedral angle = 4.01 (2)°]. In the crystal, short inter­molecular O⋯Cl contacts [2.9494 (14) and 3.1191 (14) Å] link the mol­ecules into infinite (100) sheets and aromatic π–π stacking [centroid–centroid separation = 3.5422 (10) Å] consolidates the packing.

In the title mol­ecule, C29H22ClN3S, the quinoline ring system, thio­phene ring and phenyl ring substituents are inclined at angles of 71.70 (7), 59.26 (9) and 81.61 (9)°, respectively, to the 4,5-dihydro­pyrazole ring. In the 4-phenyl­quinoline ring system, the phenyl ring makes a dihedral angle of 62.49 (7)° with mean plane of quinoline ring system. In the crystal structure, mol­ecules are linked via weak inter­molecular C—H⋯N hydrogen bonds, forming an extended one-dimensional chain along the b axis and are further consolidated by C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.7022 (10) Å].

The asymmetric unit of the title compound, C23H15N3S, contains two crystallographically independent mol­ecules. The pyridine rings adopt envelope conformations. The thio­phene rings are oriented at dihedral angles of 77.97 (4)/53.53 (4) and 78.44 (4)/57.11 (4)° with respect to the phenyl rings, while the dihedral angles between the phenyl rings are 48.51 (4) and 44.49 (4)°. In the crystal structure, inter­molecular N—H⋯N hydrogen bonds link the mol­ecules into chains along the c axis. The S, C and H atoms of one of the thio­phene rings are disordered over two orientations, with occupancy ratios of 0.314 (15):0.686 (15).

In the title compound, C15H13Cl2NOS, the benzene and thio­phene rings make a dihedral angle of 10.8 (1)°. The dimethyl­amino substituent and the α,β-unsaturated carbonyl group are almost coplanar with respect to the aromatic ring, forming dihedral angles of 4.73 (3)° and 5.0 (2)°, respectively. In the crystal structure, mol­ecules are connected into two-dimensional layers by weak C—H⋯Cl hydrogen bonds and C—Cl⋯O [Cl⋯O = 3.073 (2) Å] inter­actions. These layers are stacked with short C(meth­yl)–H⋯π contacts betweeen the layers.

The title compound, C29H19F6NOS2, is a new unsymmetrical photochromic diarylethene derivative with different meta-phenyl substituents. The distance between the two reactive (i.e. can be irradiated to form a new chemical bond) C atoms is 3.501 (4) Å; the dihedral angles between the mean plane of the main central cyclo­pentene ring and the thio­phene rings are 47.7 (5) and 45.1 (2)°, and those between the thio­phene rings and the adjacent benzene rings are 29.4 (2) and 28.4 (3)°. The three C atoms and the F atoms of hexa­fuorocyclo­pentene ring are disordered over two positions, with site-occupancy factors of 0.751 (4) and 0.249 (4).

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.

In the mol­ecule of the title compound, C17H16N2O3S, the phenyl ring is oriented with respect to the thio­phene and succinimide rings at dihedral angles of 88.08 (3) and 57.81 (3)°, respectively; the dihedral angle between the thio­phene and succinimide rings is 35.69 (3)°. The isoxazole ring adopts an envelope conformation with the N atom at the flap position. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into infinite chains along the b axis. Weak C—H⋯π inter­actions may further stabilize the structure.

In the title compound, C15H12Cl2O3S, the prop-2-en-1-one (enone) fragment is almost planar [C—C—C—O = 2.2 (4)°] and it subtends dihedral angles of 11.9 (2) and 11.0 (2)° with the thio­phene and benzene rings, respectively. The dihedral angle between the aromatic rings is 3.47 (16)°. In the crystal, weak C—H⋯O and C—H⋯Cl inter­actions link the mol­ecules, leading to R 2 2(14), R 2 2(24) and C(11) supra­molecular motifs occurring within the three-dimensional network. Weak aromatic π–π stacking [centroid–centroid separations = 3.6823 (15) and 3.8722 (15) Å] may also help to consolidate the packing.

In the title compound, C12H11N3O2S, the pyridine ring is inclined to the thio­phene ring, forming a dihedral angle of 34.96 (7)°. The mean plane through the hydrazide unit forms dihedral angles of 21.57 (8) and 53.08 (8)°, respectively, with the pyridine and thio­phene rings. The two O atoms are twisted away from each other, as indicated by the C—N—N—C torsion angle of −81.27 (15)°. In the crystal structure, mol­ecules are linked into an extended three-dimensional network by inter­molecular N—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds. The crystal structure also features a short S⋯O [3.2686 (10) Å] inter­action and a weak inter­molecular C—H⋯π inter­action.

The title chalcone derivative, C13H8ClFOS, crystallized as an inversion twin with two independent mol­ecules in the asymmetric unit. The thio­phene rings in both mol­ecules are disordered over two sites: the ratios of occupancies for the major and minor components in the two mol­ecules are 0.820 (2):0.180 (2) and 0.853 (2):0.147 (2). The dihedral angles between the major and minor components of the thio­phene and benzene rings are 1.13 (18) and 2.2 (6)°, respectively, in one mol­ecule, with corresponding values 6.09 (17) and 1.3 (6)° in the other. Weak intra­molecular C—H⋯O and C—H⋯F inter­actions involving the prop-2-en-1-one group generate an S(5)S(5) ring motif, whereas a weak intra­molecular C—H⋯Cl contact generates an S(6) ring motif. In the crystal structure, mol­ecules of both the major and minor components are linked into infinite one-dimensional chains along the b axis. The crystal structure is stabilized by weak C—H⋯O, C—H⋯F, C—H⋯Cl and C—H⋯π inter­actions.

In the title compound, C18H12Cl2O2S, the dihedral angle between the thio­phene ring and the naphthalene ring system is 2.13 (4)°. In the crystal, pairs of weak inter­molecular C—H⋯O hydrogen bonds form centrosymmetric dimers.

The title compound, C12H9BrN2OS·0.06H2O, is a hydrated Schiff base derived from benzoic hydrazide and 4-bromo­thio­phene-2-carboxaldehide. The two Schiff base mol­ecules in the asymmetric unit differ crystallographically: in one mol­ecule the dihedral angle between the benzene ring and thio­phene ring is 49.88 (11)°, whereas the other mol­ecule the rings are almost coplanar with an r.m.s. deviation for the non-H atoms of 0.025 Å. In the crystal, mol­ecules form polymeric sheets linked by N—H⋯O and C—H⋯O hydrogen bonds. The water mol­ecule of crystallization is partially occupied and its H atoms could not be located.

In the title compound, C17H15FN2O, the pyrazoline ring adopts a flattened envelope conformation. The dihedral angle between the fluoro-substituted benzene ring and the phenyl ring is 69.20 (5)°. In the crystal, a pair of C—H⋯O hydrogen bonds link neighbouring mol­ecules, forming an inversion dimer. The crystal structure is further consolidated by C—H⋯π inter­actions and by a π–π inter­action with a centroid–centroid distance of 3.7379 (6) Å.

In the crystal structure of the title compound, C15H16O2S, the thio­phene ring is essentially planar (r.m.s. deviation = 0.006 Å for all non-H atoms) and roughly coplanar with the benzene ring, the dihedral angle between the mean planes of the rings being 4.35 (8)°. An intra­molecular O—H⋯O hydrogen bond is observed between the OH group and the aldehyde O atom.

In the title compound, C15H14O2S, the dihedral angle between the aromatic rings is 8.46 –(8)°. The central enone group is planar (r.m.s. deviation = 0.0267 Å) and is oriented at a dihedral angle of 1.20 (9)° with respect to the benzene ring and at 8.27 (9)° with respect to the thio­phene group. In the crystal, the mol­ecules are linked into polymeric chains extending along the b axis due to inter­molecular O—H⋯O hydrogen bonding. An S(6) ring motif is formed due to a short intra­molecular C—H⋯O contact. C—H⋯π inter­actions involving a methyl group of the 2,5-dimethyl­thienyl group and the benzene ring are present. π–π inter­actions between the centroids of the benzene and heterocyclic rings [3.7691 (9) Å] also occur.

The mol­ecule of the title heteroaryl chalcone, C16H16O4S, which consists of substituted thio­phene and benzene rings bridged by the prop-2-en-1-one group, is slightly twisted. The dihedral angle between the thio­phene and 3,4,5-trimethoxy­phenyl rings is 12.18 (4)°. The three meth­oxy groups have two different conformations; two meth­oxy groups are coplanar [C—O—C—C torsion angles = −1.38 (12) and 0.47 (12)°] whereas the third is (-)-synclinal with the benzene ring. In the crystal structure, adjacent mol­ecules are linked in a face-to-side manner into chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis by weak C—H⋯O(meth­oxy) inter­actions.

The crystal structure of the title compound, C17H16N2O3S, exhibits intra­molecular C—H⋯S and inter­molecular C—H⋯S and C—H⋯O hydrogen bonds, C—S⋯N [S⋯N = 3.033 (2) Å and C—S⋯N = 142.76 (9)°] inter­actions, and C—H⋯π inter­actions; these inter­actions generate S(4), S(6) and R 2 2(14) ring motifs. The isoxazole ring adopts an envelope conformation, with the N atom displaced by 0.672 (2) Å from the plane of the other ring atoms. The thio­phene ring is oriented with respect to the succinimide and phenyl rings at dihedral angles of 40.03 (12) and 5.21 (13)°, respectively. The dihedral angle between the succinimide and phenyl rings is 39.38 (12)°.

In the title compound, C12H12NS+·C7H7O3S−, the cation exists in an E configuration with respect to the ethenyl C=C bond. The cation is essentially planar with a dihedral angle of 1.94 (10)° between the pyridinium and thio­phene rings. The benzene ring of the anion makes dihedral angles of 75.23 (10) and 76.83 (10)°, respectively, with the pyridinium and thio­phene rings. In the crystal structure, cations and anions form alternate layers parallel to the bc plane. Within each layer, both cations and anions are arranged into chains directed along the b axis. The cation chain and the anion chain are inter­connected by weak C—H⋯O inter­actions into a three-dimensional network. The crystal structure is further stabilized by C—H⋯π inter­actions.

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.

In the title compound, C16H14NS+·C6H4BrO3S−, the cation exists in an E configuration and is essentially planar, the dihedral angle between the quinolinium and thio­phene rings being 3.45 (9)°. The anion is inclined to the cation with dihedral angles of 75.43 (8) and 72.03 (11)°, respectively between the benzene ring and the quinolinium and thio­phene rings. In the crystal, the cations and anions are arranged individually into separate chains along the c axis. The cation chains are stacked in an anti­parallel manner along the a axis by π⋯π inter­actions with centroid–centroid distances of 3.7257 (13) and 3.7262 (14) Å. Weak C—H⋯O and C—H⋯π inter­actions link the cations and anions into a three-dimensional network. Short Br⋯S [3.7224 (5) Å] and Br⋯O [3.4267 (16) Å] contacts are also observed.

The title compound, C61H68F8O2S2, is a photochromic liquid crystal based on diaryl­ethene as photoswitchable unit. The F atoms connected to the benzene rings are disordered over two positions; the site-occupation factors refined to 0.830 (3)/0.170 (3). The mol­ecule adopts a photo-active anti­parallel conformation and the distance between the two reactive C atoms of the thio­phene rings is 3.448 (3) Å. The dihedral angles between the central cyclo­pentene ring and the adjacent thio­phene rings are 43.56 (3) and 48.58 (3)°. These structural elements exhibit a suitable geometry for photochromic behaviour in the crystalline state.

In the title compound, C25H20N2O, the pyrazoline ring is nearly planar [maximum atomic deviation = 0.0254 (17) Å]; but the anthracene ring system is distorted from a coplanar structure [maximum atomic deviation = 0.181 (3) Å], the dihedral angle between the outer benzene rings being 10.68 (13)°. The pyrazoline ring is almost perpendicular to the mean plane of the anthracene ring system [dihedral angle = 76.94 (8)°], but nearly coplanar with the phenyl ring [dihedral angle = 1.63 (7)°]. π–π stacking is observed between parallel benzene rings of adjacent anthracene units, the face-to-face distance being 3.27 (3) Å. Weak intra­molecular C—H⋯N hydrogen bonding also occurs.

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.

The title mol­ecule, C18H16N4S, adopts a U-shape with the aromatic groups lying syn and orientated in the same direction as the thio­phene S atom. The conformation about each of the C=N bonds is E. Overall, the mol­ecule is curved as seen in the dihedral angle of 30.26 (19)° formed between the terminal benzene rings. In the crystal, supra­molecular chains along the c axis are formed by a combination of N—H⋯N hydrogen bonds and N—H⋯π inter­actions.

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.