ABSTRACT: In the title compound, C(11)H(8)O(3)S(2), the dihedral angle between the mean planes of the two thio-phene rings is 65.10?(10)°. Intra-molecular C-H?O inter-actions form S(6) and S(7) ring motifs. In the crystal, chains along the a axis are formed by C-H?O inter-actions. Adjacent chains are connected into a three-dimensional network by C-H?O and O-H?O inter-actions.
Project description: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:In the title compound, C8H11NO2S, the aldehyde group is approximately coplanar with the thio-phene ring [maximum deviation = 0.023?(2)?Å]. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds into supra-molecular chains propagating along the a-axis direction.
Project description:The asymmetric unit of the title compound, C10H8N2S2, is composed of two independent half-mol-ecules, each residing on a center of symmetry. In the crystal, weak C-H?? inter-actions join the two symmetry-independent molecules together into interlinked chains parallel to . The crystal structure was refined as a two-component pseudo-merohedral twin using the twin law 001 0-10 100. The refined domain fractions are 0.516?(3) and 0.484?(3).
Project description:The synthesis, spectroscopic data and crystal and mol-ecular structures of four 3-(3-phenyl-prop-1-ene-3-one-1-yl)thio-phene derivatives, namely 1-(4-hydroxy-phen-yl)-3-(thio-phen-3-yl)prop-1-en-3-one, C<sub>13</sub>H<sub>10</sub>O<sub>2</sub>S, (<b>1</b>), 1-(4-meth-oxy-phen-yl)-3-(thio-phen-3-yl)prop-1-en-3-one, C<sub>14</sub>H<sub>12</sub>O<sub>2</sub>S, (<b>2</b>), 1-(4-eth-oxy-phen-yl)-3-(thio-phen-3-yl)prop-1-en-3-one, C<sub>15</sub>H<sub>14</sub>O<sub>2</sub>S, (<b>3</b>), and 1-(4--bromophen-yl)-3-(thio-phen-3-yl)prop-1-en-3-one, C<sub>13</sub>H<sub>9</sub>BrOS, (<b>4</b>), are described. The four chalcones have been synthesized by reaction of thio-phene-3-carbaldehyde with an aceto-phenone derivative in an absolute ethanol solution containing potassium hydroxide, and differ in the substituent at the <i>para</i> position of the phenyl ring: -OH for <b>1</b>, -OCH<sub>3</sub> for <b>2</b>, -OCH<sub>2</sub>CH<sub>3</sub> for <b>3</b> and -Br for <b>4</b>. The thio-phene ring in <b>4</b> was found to be disordered over two orientations with occupancies 0.702?(4) and 0.298?(4). The configuration about the C=C bond is <i>E</i>. The thio-phene and phenyl rings are inclined by 4.73?(12) for <b>1</b>, 12.36?(11) for <b>2</b>, 17.44?(11) for <b>3</b> and 46.1?(6) and 48.6?(6)° for <b>4</b>, indicating that the -OH derivative is almost planar and the -Br derivative deviates the most from planarity. However, the substituent has no real influence on the bond distances in the ?,?-unsaturated carbonyl moiety. The mol-ecular packing of <b>1</b> features chain formation in the <i>a</i>-axis direction by O-H?O contacts. In the case of <b>2</b> and <b>3</b>, the packing is characterized by dimer formation through C-H?O inter-actions. In addition, C-H??(thio-phene) inter-actions in <b>2</b> and C-H?S(thio-phene) inter-actions in <b>3</b> contribute to the three-dimensional architecture. The presence of C-H??(thio-phene) contacts in the crystal of <b>4</b> results in chain formation in the <i>c</i>-axis direction. The Hirshfeld surface analysis shows that for all four derivatives, the highest contribution to surface contacts arises from contacts in which H atoms are involved.
Project description:The title compounds, C23H16S, (I), and C26H16S, (II), are benzo-thio-phene derivatives in which the benzo-thio-phene moiety is fused with a naphthalene ring system in (I), and with an anthracene ring system in (II). In (I), the mean plane of the benzo-thio-phene ring system makes a dihedral angle of 2.28?(6)° with the naphthalene ring system, and a dihedral angle of 1.28?(6)° with the anthracene ring system in (II), showing that the fused units are essentially planar. In (I), the 4-methyl-benzene ring substituent makes a dihedral angle of 71.40?(9)° with the naphthalene ring system, while the phenyl ring substituent in (II) makes a dihedral angle of 67.08?(12)° with the anthracene ring system. In the crystals of both compounds, mol-ecules are linked by C-H?? inter-actions, leading to the formation of slabs parallel to (001) in (I) and to zigzag chains along  in (II). There are also offset ?-? inter-actions present within the slabs in (I). In the crystal of (II), they link the chains, forming sheets parallel to (010). The triclinic polymorph of compound (II) has been reported [Sivasakthikumaran et al., (2012 ?). J. Org. Chem.77, 9053-9071].
Project description:The title compound, C(10)H(12)O(2)S, crystallizes with four mol-ecules in the asymmetric unit. The main conformational difference between these mol-ecules is the orientation of the acetyl groups with respect to the ring. Whereas one acetyl group is only slightly twisted with respect to the thio-phene ring [C-C-C-O torsion angles = 165.7?(4), -164.6?(4), 164.3?(4) and -163.6?(4)°], the other acetyl group is markly twisted out of the ring plane [C-C-C-O torsion angles = -61.2?(6), 61.3?(7), -59.7?(7) and 59.9?(6)°]. In the crystal, mol-ecules are linked by weak C-H?O inter-actions into infinite chains along the c axis.
Project description:The title compound, C(12)H(9)IN(2)OS, has an overall U-shape, with a dihedral angle of 21.4?(3)° between the thio-phene and benzene rings. In the crystal, supra-molecular chains mediated by N-H?O hydrogen bonds are formed along the b-axis direction.
Project description:The title compound, C(4)H(2)INO(2)S, was synthesized by nitration of iodo-thio-phene 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 mol-ecules are linked through weak I?O inter-actions [3.039?(2)Å], forming chains extending along the b axis.
Project description:The reaction of thio-phene-3-carboxaldehyde and perfluoro-benzyl-triphenyl-phospho-nium bromide in the presence of sodium hydride gave the title compound, C(12)H(5)F(5)S, in 70% yield. The thiophene and perfluorophenyl groups form a dihedral angle of 5.4?(2)°. The structure is characterized by a head-to-tail organization in a columnar arrangement due to ?-? inter-actions between the thio-phene and penta-fluoro-phenyl rings with centroid-centroid distances in the range 3.698?(2)-3.802?(2)?Å.
Project description:The title compound, C22H20Br2N2S, was synthesized under solvent-free conditions. The mol-ecule shows crystallographic C 2 symmetry, with the S atom of the central thio-phene ring lying on a twofold rotation axis. Furthermore, as a consequence of the (S,S) stereochemistry, the mol-ecule has a twisted conformation. The dihedral angle between the thio-phene and benzene rings is 72.7?(2)° and that between the two benzene rings is 55.9?(2)°. In the crystal, mol-ecules are arranged in a chevron-like pattern, without any significant inter-molecular inter-actions.