ABSTRACT: The title compound, C(13)H(15)N(3)S(2), crystallizes with two unique mol-ecules, A and B, in the asymmetric unit. These differ principally in that the methyl group of the 4-ethyl-thio-semicarbazone moiety is ordered in mol-ecule A but disordered over two positions with equal occupancies in mol-ecule B. The benzothio-phene group and the semicarbazone unit are inclined at dihedral angles of 11.78?(8)° for mol-ecule A and 8.18?(13)° for mol-ecule B. Weak intra-molecular N-H?N inter-actions contribute to the planarity of the semicarbazone units in both mol-ecules and each mol-ecule adopts an E configuration with respect to the C=N bonds. In the crystal structure, mol-ecules form centrosymmetric dimers as a result of N-H?S hydrogen bonds, augmented by C-H?S inter-actions for mol-ecule A and C-H?S inter-actions for mol-ecule B. Weak C-H?? inter-actions stack the dimers of both mol-ecules into columns down the a axis.
Project description:The title compound, C(17)H(15)N(3)OS, crystallizes with two unique mol-ecules, denoted 1 and 2, in the asymmetric unit. The two mol-ecules are closely similar and overlay with an r.m.s. deviation of 0.053?Å. Both mol-ecules adopt E configurations with respect to the C=N bonds. The dihedral angles between the benzothio-phene groups and N-bound phenyl rings are 36.36?(9)° for mol-ecule 1 and 29.71?(9)° for mol-ecule 2. The C=N-NH-C(O)NH ethyl-idene-hydrazinecarboxamide units are also reasonably planar, with r.m.s. deviations of 0.061 and 0.056?Å, respectively, for the two mol-ecules. The methyl substituents lie 0.338?(3) and 0.396?(3)?Å, respectively, from these planes. The C=N-NH-C(O)NH planes are inclined to the phenyl rings at 13.65?(11) and 15.56?(11)°, respectively, in mol-ecules 1 and 2. This conformation is enhanced by weak intra-molecular C-H?O hydrogen bonds between ortho-H atoms of the two phenyl rings and the carbonyl O atoms, which generate S(6) rings in each mol-ecule. In the crystal, pairs of mol-ecules are linked by pairs of inter-molecular N-H?O hydrogen bonds into dimers. Alternating dimers are further inter-connected by weak C-H?O contacts into zigzag rows along b. The rows are stacked along a by C-H?? contacts involving the benzene ring from molecule 2 and the thiophene ring from molecule 1 of adjacent benzothio-phene units.
Project description:In the title compound, 2C(24)H(21)N(3)S·C(6)H(6), the two independent Schiff base mol-ecules (A and B) in the asymmetric unit differ in the orientation of the tetra-hydro-benzothio-phene ring system with respect to the carbazole ring system by 180° rotation about the C-C bond in the C-C=N-C linkage. The two mol-ecules also differ in the orientation of the ethyl groups [C-N-C-C torsion angle of 90.7?(3)° in mol-ecule A, and -79.4?(3)° in mol-ecule B]. In mol-ecule B, two methyl-ene C atoms of the cyclo-hexene ring are disordered over two sites with occupancies of 0.58?(1) and 0.42?(1). The cyclo-hexene rings in both mol-ecules adopt half-chair conformations. The dihedral angle between the thio-phene ring and the carbazole ring system is 8.07?(9)° in mol-ecule A [3.10?(9)° in mol-ecule B]. In the crystal structure, the independent mol-ecules are linked into dimers by inter-molecular C-H?N hydrogen bonds. In addition, C-H?? inter-actions are observed.
Project description:In the title compound, C(9)H(8)N(2)OS, the benzothio-phene ring is substituted with amino, oxo and carbonitrile groups. The thio-phene ring is essentially planar (r.m.s. deviation = 0.0003?Å), while the cyclo-hexene ring is in a half-chair conformation. In the crystal, N-H?O hydrogen bonds generate chains of mol-ecules in a zigzag pattern along the b axis. Pairs of N-H?N hydrogen bonds form centrosymmetric head-to-head dimers about inversion centres, corresponding to an R(2) (2)(12) graph-set motif. In addition, rather weak N-H?S inter-actions are also present in the structure and the supra-molecular assembly is further consolidated by ?-? stacking inter-actions between the benzothio-phene rings, disposed at a distance of 3.742?(3)?Å.
Project description:The title compound, C17H17N3O, crystallizes with two independent mol-ecules in the asymmetric unit. The semicarbazone moieties of these independent mol-ecules (I and II) are essentially planar [maximum deviation of 0.042 (1) Å in mol-ecule I and 0.041 (1) Å in mol-ecule II], with the terminal phenyl rings twisted away from the mean plane of the semicarbazone moiety, making dihedral angles of 60.26 (8) and 28.76 (9)° in mol-ecule I and 31.07 (9) and 35.45 (8)° in mol-ecule II. The mol-ecules both exhibit an E configuration with respect to the C=C and azomethine C=N bonds. In the crystal, two classical N-H⋯O hydrogen-bonding inter-actions are present between the two mol-ecules, forming a centrosymmetric dimer, while a weak C-H⋯O non-classical hydrogen-bonding inter-action, with a donor-acceptor distance of 3.476 (2) Å, inter-connects two neighbouring centrosymmetric dimers to form a cage-like structure. These cage structures are inter-connected by weak C-H⋯π inter-actions with an H⋯π distance of 2.790 Å, forming supra-molecular chains along the c-axis direction.
Project description:The reaction of 5-bromo-salicyl-aldehyde thio-semicarbazone with nickel acetate tetra-hydrate and pyridine yielded the title compound, [Ni(C(8)H(6)BrN(3)OS)(C(5)H(5)N)]. The Ni(II) atom is four-coordinated in a square-planar environment by one deprotonated dianionic thio-semicarbazone ligand, acting in a tridentate chelating mode through N, O and S atoms forming two metalla-rings, and by one pyridine mol-ecule. The complex mol-ecules are linked into dimers by pairs of centrosym-metrical N-H?N inter-actions. In addition, mol-ecules are connected through inter-molecular Br?Br inter-actions [3.545?(1)?Å], forming chains along the b-axis direction.
Project description:The asymmetric unit of the title compound, C(9)H(11)N(3)O(2)S·0.5H(2)O, comprises two crystallograpically independent thio-semicarbazone mol-ecules (A and B) and a water mol-ecule of crystallization. In each of the thio-semicarbazone mol-ecules, intra-molecular O-H?O and N-H?N hydrogen bonds form five-membered rings, producing S(5) ring motifs. Inter-molecular O-H?S and N-H?O inter-actions between mol-ecule B and the water mol-ecule form a six-membered ring, producing an R(2) (2)(6) ring motif. Inter-molecular N-H?S hydrogen bonds form dimers involving pairs of both A and B mol-ecules, which form R(2) (2)(8) ring motifs. The angles between the aromatic ring and thio-urea unit in the two mol-ecules are 0.80?(6) and 3.28?(5)°, which proves that each mol-ecule is fairly planar. The crystal structure is stabilized by inter-molecular O-H?S (×2), O-H?O, N-H?S (×2) and N-H?O (×2) hydrogen bonds and C-H?O (×2) contacts to form a three-dimensional network.
Project description:The title compound, C(23)H(16)N(2)OS, is not planar, the phenyl ring of the benzoyl group making a dihedral of 77.61?(7)° with the benzothio-phene system ring. The benzothio-phene system and the remaining phenyl ring make an angle of 12.71?(13)°. The conformation around the imine functions is E for the C=N bond towards the benzothio-phene system and Z for the C=N bond towards the benzoyl group. The packing of the mol-ecules shows C-H?? inter-actions. A weak intramolecular C-H?N bond also occurs.
Project description:The title mol-ecule, C(26)H(22)N(4)S, is composed of three main parts, viz. a triphenyl-amine group is connected to a phenyl ring by a thio-semicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thio-semicarbazone moiety, with pairs of N-H?S hydrogen bonds linking the mol-ecules to form inversion dimers with an R(2) (2)(8) ring motif. An intra-molecular N-H?N hydrogen bond is also present, generating an S(5) ring motif. Although the structure contains four phenyl rings, ?-? stacking inter-actions are not formed between them, probably due to the conformation adopted by the triphenyl-amine group. However, a weak ?-? stacking inter-action is observed between the phenyl ring and the delocalized thio-semicarbazone moiety.
Project description:The asymmetric unit of title compound, [Fe(C(5)H(5))(C(9)H(12)N(3)S)], contains two crystallographically independent mol-ecules, A and B. The two cyclo-penta-dienyl (Cp) rings are parallel to each other in both mol-ecules, forming dihedral angles of 2.3?(3) and 1.0?(3)°, respectively, and adopt an eclipsed conformation. The mean plane of the semicarbazone group is twisted slightly away from the attached Cp ring in both mol-ecules, the dihedral angles between the mean plane and the Cp ring being 15.3?(2) and 10.8?(2)°. The ethyl group in mol-ecule A is coplanar with the mean plane of the semicarbazone group [C-N-C-C torsion angle = -175.2?(4)°], whereas it is nearly perpendicular in mol-ecule B [C-N-C-C torsion angle = 84.8?(6)°]. In the crystal structure, inter-molecular N-H?S hydrogen bonds link the mol-ecules into dimers. These dimers are further linked into chains via inter-molecular C-H?S hydrogen bonds. The crystal studied was a non-merohedral twin with a refined ratio of the twin components of 0.265?(2):0.735?(2).
Project description:In the title compound, C(13)H(17)NO(3)S, the dihedral angles between the thio-phene ring and the ethyl ester and acetamide groups are 5.21?(13) and 10.06?(16)°, respectively. The cyclo-hezene ring adopts a half-chair conformation. An S(6) ring is formed due to an intra-molecular N-H?O hydrogen bond. In the crystal, mol-ecules are linked by C-H?O inter-actions between the tetra-hydro-1-benzothio-phene unit and the ethyl ester group, forming C(7) chains propagating along the b-axis direction.