ABSTRACT: The title compound, 2C(16)H(13)N(3)O(4)·C(18)H(14)N(4)·2CH(4)O, was crystallized from the reaction between 3,4,5-trihydroxy-benzoyl-hydrazine and indole-2-carbaldehyde in a mixture of ethanol and methanol. The compound is a stoichiometric 2:1 cocrystal of the methanol-solvated reaction product, 3,4,5-trihydr-oxy-N'-(1H-indol-2-ylmethyl-idene)benzohydrazide and 1H-indole-2-carbaldehyde azine that arose unexpectedly during the synthesis. The former mol-ecules are linked by O-H?O hydrogen bonds and also by ?-? stacking inter-actions between benzoyl-hydrazide rings into a two-dimensional network. The methanol solvent mol-ecules are hydrogen bonded to this network. The centrosymmetric azine mol-ecules are not engaged in hydrogen bonding.
Project description:The molecule of the title compound, C(18)H(14)N(4), lies on a center of inversion such that there is one half-mol-ecule in the asymmetric unit. The N-N single bond adopts a trans configuration and the indole fused-ring system is nearly coplanar with the -CH=N-N=CH- fragment [dihedral angle = 9.8?(2)°]. Adjacent mol-ecules are linked by indole-azine N-H?N hydrogen bonds into a layer motif.
Project description:The title compound, C(34)H(25)Cl(3)O(3)S(2)·0.5CH(3)OH, was synthesized by the reaction of thio-phene-2-carbaldehyde with acetophenone and NaOH under solvent-free conditions, using tetra-butylammonium bromide as a phase-transfer catalyst. The central six-membered ring adopts a chair conformation with the bulky thio-phene, 4-chloro-phenyl and 4-chloro-benzoyl substituents in equatorial positions. The hydroxyl group is in an axial position and forms an intra-molecular O-H?O hydrogen bond to the carbonyl group of an adjacent 4-chloro-benzoyl substituent. The methanol solvent mol-ecules are disordered equally over two positions within one-dimensional channels, with site occupancy factors of 0.25.
Project description:The asymmetric unit of the title compound, [Ni(NCS)2(C12H9NO)2(CH3OH)2]·CH3OH, comprises one NiII cation, two thio-cyanate anions, two 4-benzoyl-pyridine coligands, two coordinating, as well as one non-coordinating methanol mol-ecule. The NiII cation is coordinated by two terminally N-bonded thio-cyanate anions, the N atoms of two 4-benzoyl-pyridine coligands and the O atoms of two methanol ligands within a slightly distorted octa-hedron. Individual complexes are linked by inter-molecular O-H⋯S hydrogen bonding into chains parallel to  that are further connected into layers parallel to (10) by C-H⋯S hydrogen bonds. Additional C-H⋯O hydrogen-bonding inter-actions lead to the formation of a three-dimensional network that limits channels extending parallel to  in which the non-coordinating methanol mol-ecules are located. They are hydrogen-bonded to the coordinating methanol mol-ecules. X-ray powder diffraction revealed that the compound could not be prepared as a pure phase.
Project description:In the title compound, C(20)H(18)N(2)O(3), the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth-oxy-phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96?(5) and 38.94?(7)°, respectively. The acrylonitrile group is planar (r.m.s. deviation from planarity = 0.037?Å). Mol-ecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N-H?O inter-molecular hydrogen bonds, which form an R(1) (2)(5) motif between the indole NH group and the two meth-oxy O atoms furthest from the nitrile group.
Project description:In the title compound, C(11)H(9)NO, the C and O atoms of the attached carbaldehyde group deviate by just 0.052?(2) and 0.076?(1)?Å, respectively, from the mean plane of the indole ring system. In addition to van der Waals forces, the mol-ecular packing is stabilized by C-H?O hydrogen bonds, which form a C(7) chain motif, and ?-? inter-actions (centroid-centroid distance 3.637?Å) between the pyrrole and benzene rings of the indole ring system.
Project description:(Z)-5-[2-(Benzo[b]thio-phen-2-yl)-1-(3,5-di-meth-oxy-phen-yl)ethen-yl]-1H-tetrazole methanol monosolvate, C19H16N4O2S·CH3OH, (I), was prepared by the reaction of (Z)-3-(benzo[b]thio-phen-2-yl)-2-(3,5-di-meth-oxy-phen-yl)acrylo-nitrile with tri-butyl-tin azide via a [3 + 2]cyclo-addition azide condensation reaction. The structurally related compound (Z)-5-[2-(benzo[b]thio-phen-3-yl)-1-(3,4,5-tri-meth-oxy-phen-yl)ethen-yl]-1H-tetra-zole, C20H18N4O3S, (II), was prepared by the reaction of (Z)-3-(benzo[b]thio-phen-3-yl)-2-(3,4,5-tri-meth-oxy-phen-yl)acrylo-nitrile with tri-butyl-tin azide. Crystals of (I) have two mol-ecules in the asymmetric unit (Z' = 2), whereas crystals of (II) have Z' = 1. The benzo-thio-phene rings in (I) and (II) are almost planar, with r.m.s deviations from the mean plane of 0.0084 and 0.0037?Å in (I) and 0.0084?Å in (II). The tetra-zole rings of (I) and (II) make dihedral angles with the mean planes of the benzo-thio-phene rings of 88.81?(13) and 88.92?(13)° in (I), and 60.94?(6)° in (II). The di-meth-oxy-phenyl and tri-meth-oxy-phenyl rings make dihedral angles with the benzo-thio-phene rings of 23.91?(8) and 24.99?(8)° in (I) and 84.47?(3)° in (II). In both structures, mol-ecules are linked into hydrogen-bonded chains. In (I), these chains involve both tetra-zole and methanol, and are parallel to the b axis. In (II), mol-ecules are linked into chains parallel to the a axis by N-H?N hydrogen bonds between adjacent tetra-zole rings.
Project description:The title compound, C20H23N3O6·CH3OH, was synthesized by [3 + 2] cyclo-addition of (Z)-2,3-bis-(3,4,5-tri-meth-oxy-phen-yl)acrylo-nitrile with sodium azide and ammonium chloride in DMF/water. The central nitro-gen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-tri-meth-oxy-phenyl ring planes are 34.31?(4) and 45.03?(5)°, while that between the 3,4,5-tri-meth-oxy-phenyl rings is 51.87?(5)°. In the crystal, the mol-ecules, along with two methanol solvent mol-ecules are linked into an R (4) 4(10) centrosymmetric dimer by N-H?O and O-H?N hydrogen bonds.
Project description:In the title compound, [ReBr(C16H16N4O3)(CO)3]·CH3OH, the ReI atom adopts a distorted octa-hedral coordination sphere with a facial arrangement of the three carbonyl ligands. Two N atoms of the chelating 5-(3,4,5-tri-meth-oxy-phen-yl)-3-(pyridin-2-yl)-1H-1,2,4-triazole ligand and two carbonyl ligands define the equatorial plane of the complex, with the third carbonyl ligand and the bromide ligand in axial positions. Conventional hydrogen bonds including the methanol solvent mol-ecules assemble the complex mol-ecules through mutual N-H?O-H?Br links [N?O = 2.703?(3)?Å and O?Br = 3.255?(2)?Å] into centrosymmetric dimers, whereas weaker C-H?O and C-H?Br hydrogen bonds [C?O = 3.215?(3)-3.390?(4)?Å and C?Br = 3.927?(3)?Å] connect the dimers into double layers parallel to the (111) plane.
Project description:The zwitterionic title compound, C(16)H(12)N(2)O(3), was obtained as a result of the condensation of 5-amino-salicylic acid and 1H-indole-3-carbaldehyde. The whole mol-ecule is roughly planar: the 4-hy-droxy-anilinic group and the 1H-indole-3-carbaldehyde moieties are only slightly twisted, making a dihedral angle of 7.77?(11)°, whereas, the carboxyl-ate group makes a dihedral angle of 3.34?(45)° with the parent 4-hy-droxy-anilinic group. S(6) ring motifs are formed due to intra-molecular O-H?O hydrogen bonding. In the crystal, inter-molecular N-H?O and C-H?O hydrogen bonds build up pseudo-rings with R(1) (2)(4), R(2) (1)(7) and R(2) (2)(14) ring motifs. These pseudo-dimers are further linked by N-H?O hydrogen bonds into a chain extending along . C-H?? inter-actions also occur, along with offset ?-? inter-actions between the anilinic phenyl and the heterocyclic five-membered rings with a centroid-centroid distance of 3.5716?(19)?Å.
Project description:The mol-ecules of the title compound, C(10)H(10)N(4)S, are linked by N-H(indole)?S hydrogen bonds to form a linear hydrogen-bonded chain. There are two independent mol-ecules in the asymmetric unit.