PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (444799)

Clipboard (0)
None

Related Articles

1.  4-Meth­oxy-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
The title mol­ecule, C12H10N2O3S, is nonplanar with an inter­planar angle of 33.44 (7)° between the benzene and thio­phene rings. In the crystal there exist only weak inter­molecular C—H⋯O inter­actions, π–π inter­actions between the benzene rings [centroid–centroid distance = 3.7465 (14) Å] and X—Y⋯π inter­actions to the thio­phene and benzene rings [N⋯centroid distances = 3.718 (3) and 3.355 (3) Å, respectively]. Inter­molecular C—H⋯O inter­actions link the mol­ecules into chains parallel to the a axis.
doi:10.1107/S1600536812034344
PMCID: PMC3470380  PMID: 23125793
2.  (Z)-2-Meth­oxy-N-[(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
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.
doi:10.1107/S160053681200044X
PMCID: PMC3275070  PMID: 22347015
3.  7-(4-Chloro­benzyl­idene)-3-[(4-chloro­phen­oxy)meth­yl]-6-(4-nitro­thio­phen-2-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazine 
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].
doi:10.1107/S1600536811015637
PMCID: PMC3089255  PMID: 21754553
4.  2-Ethyl-N-[(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
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.
doi:10.1107/S1600536811024615
PMCID: PMC3213459  PMID: 22091038
5.  3-Chloro-4-(4-chloro­phen­oxy)-N-[(Z)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
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.
doi:10.1107/S1600536812001316
PMCID: PMC3275174  PMID: 22347030
6.  2,3,5,6-Tetra­fluoro-1,4-bis­({[(5-methyl­thio­phen-2-yl)methyl­idene]amino}­meth­yl)benzene 
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.
doi:10.1107/S1600536814011398
PMCID: PMC4051115  PMID: 24940272
7.  (E)-1-Phenyl-2-({5-[(1E)-(2-phenyl­hydrazin-1-yl­idene)meth­yl]-2-thien­yl}methyl­idene)hydrazine 
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.
doi:10.1107/S1600536810003302
PMCID: PMC2983505  PMID: 21580281
8.  4-Methyl-N-[(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
The title compound, C12H10N2O2S, is a Schiff base formed from p-toluidine and 5-nitro­thio­phene-2-carbaldehyde. The C=N bond adopts an E configuration. The benzene and thio­phene rings form a dihedral angle of 9.2 (1)°.
doi:10.1107/S1600536811030297
PMCID: PMC3200857  PMID: 22064527
9.  (E)-4-Methyl-N-[(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
In the crystal structure of the title compound, C12H10N2O2S, the benzene and the 2-nitro­thio­phene rings make a dihedral angle of 7.47 (12)°. The dihedral angle between the nitro group and the attached ring is 1.9 (6)°.
doi:10.1107/S1600536812026062
PMCID: PMC3393928  PMID: 22798793
10.  2,3-Dibromo-3-(4-chloro­phen­yl)-1-(4-nitro­thio­phen-2-yl)propan-1-one 
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.
doi:10.1107/S1600536812034551
PMCID: PMC3435703  PMID: 22969574
11.  (E)-1-(3-Nitro­phen­yl)-2-({5-[(1E)-2-(3-nitro­phen­yl)hydrazin-1-ylidenemeth­yl]-2-thien­yl}methyl­idene)hydrazine 
The title mol­ecule, C18H14N6O4S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thio­phene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)°. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related mol­ecules are connected via N—H⋯Onitro hydrogen bonds, forming 14-membered {⋯HNC3NO}2 synthons. These are linked into layers via C—H⋯Onitro inter­actions with the primary inter­actions between layers being of the type C—H⋯π, where the π-system is the thio­phene ring.
doi:10.1107/S1600536810002771
PMCID: PMC2979791  PMID: 21579872
12.  2-Iodo-5-nitro­thio­phene 
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.
doi:10.1107/S1600536810017356
PMCID: PMC2979622  PMID: 21579486
13.  (E)-1-(2,5-Dichloro­thio­phen-3-yl)ethan­one [8-(trifluoro­meth­yl)quinolin-4-yl]hydrazone 
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 [100] stacks of mol­ecules in an alternating head-to-tail arrangement, with two π–π stacking contacts between each adjacent pair.
doi:10.1107/S1600536812005673
PMCID: PMC3297859  PMID: 22412662
14.  Diethyl 2-{[3-(2-meth­oxy­benz­yl)thio­phen-2-yl]methyl­idene}malonate 
In the title compound, C20H22O5S, the dihedral angle between the mean planes through the thio­phene and benzene rings is 75.2 (1)°. The meth­oxy group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.019 (2) Å for the O atom. The malonate group assumes an extended conformation.
doi:10.1107/S1600536811022525
PMCID: PMC3151827  PMID: 21837085
15.  (2E)-1-(2,5-Dimethyl-3-thien­yl)-3-(2-meth­oxy­phen­yl)prop-2-en-1-one 
In the title compound, C16H16O2S, the central propenone group is almost planar (r.m.s. deviation = 0.009 Å) and subtends dihedral angles of 8.55 (8) and 16.22 (8)° to the 2-meth­oxy­phenyl and 2,5-dimethyl­thio­phene residues, respectively. The dihedral angle between the ring systems is 23.47 (5)°. In the crystal, mol­ecules are linked by weak C—H⋯π inter­actions and aromatic π–π stacking [phenyl ring centroid–centroid separation = 3.6418 (11) Å; thio­phene–thio­phene ring separation = 3.8727 (9) Å].
doi:10.1107/S1600536810032769
PMCID: PMC3008090  PMID: 21588700
16.  3-Chloro-N′-[(2-meth­oxy­naphthalen-1-yl)methyl­idene]benzohydrazide 
The title compound, C19H15ClN2O2, was prepared by the reaction of 2-meth­oxy-1-naphthaldehyde with 3-chloro­benzohydrazide in methanol. The dihedral angle between the benzene ring and the naphthyl ring system is 69.0 (3)°. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains along the c axis. The crystal packing exhibits π–π inter­actions, as indicated by distances of 3.768 (3) Å between the centroids of the naphthyl rings of neighbouring mol­ecules.
doi:10.1107/S1600536811000924
PMCID: PMC3051782  PMID: 21523051
17.  Methyl 3-[(1,1-dioxo-1λ6,2-benzothiazol-3-yl)amino]-5-nitrothiophene-2-carboxyl­ate 
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).
doi:10.1107/S1600536812038378
PMCID: PMC3470323  PMID: 23125736
18.  2,5-Bis{[(−)-(S)-1-(4-bromo­phen­yl)eth­yl]imino­meth­yl}thio­phene 
The title compound, C22H20Br2N2S, was synthesized under solvent-free conditions. The mol­ecule shows crystallographic C 2 symmetry, with the S atom of the central thio­phene ring lying on a twofold rotation axis. Furthermore, as a consequence of the (S,S) stereochemistry, the mol­ecule has a twisted conformation. The dihedral angle between the thio­phene and benzene rings is 72.7 (2)° and that between the two benzene rings is 55.9 (2)°. In the crystal, mol­ecules are arranged in a chevron-like pattern, without any significant inter­molecular inter­actions.
doi:10.1107/S1600536814003651
PMCID: PMC3998402  PMID: 24765036
19.  2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile 
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].
doi:10.1107/S1600536810017149
PMCID: PMC2979624  PMID: 21579437
20.  1-Benzyl-3,5-bis­[(E)-3-thienyl­methyl­idene]piperidin-4-one 
In the title mol­ecule, C22H19NOS2, the piperidine ring adopts an envelope conformation with the benzyl substituent in an equatorial position. Each of the olefinic double bonds has an E configuration. The dihedral angle between the two thio­phene rings is 1.55 (18)°. The thio­phene rings form angles of 72.21 (14) and 73.43 (14)° with the phenyl ring. Both thio­phene rings are disordered over two orientations [occupancy ratios of 0.799 (1):0.201 (1)] at 180° from one another. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions help to stabilize the packing.
doi:10.1107/S1600536811003758
PMCID: PMC3052058  PMID: 21522333
21.  N′-[(E)-(4-Bromo-2-thien­yl)methyl­idene]benzohydrazide 0.06-hydrate 
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.
doi:10.1107/S1600536809037350
PMCID: PMC2970472  PMID: 21577950
22.  6-Hy­droxy-4-(pyridin-3-yl)-5-(2-thienyl­carbon­yl)-6-trifluoro­meth­yl-3,4,5,6-tetra­hydro­pyrimidin-2(1H)-one 
In the title compound, C15H12F3N3O3S, the pyrimidine ring adopts a half-chair conformation with the mean plane formed by the ring atoms excluding the C atom bonded to thio­phene-2-carbonyl group lying nearly perpendicular to the pyridine and thio­phene rings, making dihedral angles of 84.91 (4) and 87.40 (5)°, respectively. The dihedral angle between the pyridine and thio­phene rings is 54.44 (5)°. The crystal structure is stabilized by inter­molecular O—H⋯O and N—H⋯N hydrogen bonds and weak C—H⋯O inter­actions further consolidate the structure.
doi:10.1107/S1600536810041085
PMCID: PMC3009001  PMID: 21589037
23.  (E)-1-(2,5-Dimethyl-3-thien­yl)-3-(2,4,5-trimeth­oxy­phen­yl)prop-2-en-1-one 
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.
doi:10.1107/S1600536810028709
PMCID: PMC3007317  PMID: 21588392
24.  2-[(E)-(Pyridin-2-yl­methyl­idene)amino]­thio­phene-3-carbonitrile 
In the title compound, C11H7N3S, the thio­phene and pyridine rings are coplanar, forming a dihedral angle of 3.89 (7)°. The conformation about the C=N bond [1.2795 (18) Å] is E. In the crystal, translationally related mol­ecules along the a axis form weak π–π inter­actions [centroid–centroid distance = 3.8451 (8) Å] between the thio­phene rings.
doi:10.1107/S1600536812043188
PMCID: PMC3588814  PMID: 23468779
25.  1-Methyl-2-[(E)-2-(2-thien­yl)ethen­yl]quinolinium iodide1  
In the title compound, C16H14NS+·I−, the cation has an E configuration about the C=C double bond of the ethyl­ene unit. The dihedral angle between the thio­phene ring and the quinolinium ring system is 11.67 (11)°. A weak C—H⋯S intra­molecular inter­action involving the thio­phene ring generates an S(5) ring motif. In the crystal structure, the iodide ion, located between the cations arranged in an anti­parallel manner, forms weak C—H⋯I inter­actions. The crystal structure is further stabilized by a π–π inter­action between the thio­phene and pyridine rings; the centroid–centroid distance is 3.6818 (13) Å.
doi:10.1107/S1600536808020734
PMCID: PMC2962084  PMID: 21203168

Results 1-25 (444799)