A new donor-π-acceptor derived from phenothiazine, namely 2-(2-((10-hexyl-10H-phenothiazin-3-yl)methylene)-3-oxo-2,3-dihydroinden-1-ylidene) malononitrile (PTZON) was synthesized and fully characterized, and its potential as a fluorescent sensor for cyanide anion was investigated. The PTZON showed a visible absorption band at 564 nm corresponds to an intramolecular charge transfer (ICT) and an emission band at 589 nm in CH<sub>3</sub>CN/H<sub>2</sub>O. The results of cyanide anion titration revealed ratiometric changes in both absorption and fluorescence spectra as a result of the nucleophilic addition of cyanide anion via Michael addition. The optical studies, FT-IR spectra, NMR, high-resolution mass, and DFT calculations confirmed the sensing mechanism. The selectivity of PTZON as a cyanide anion fluorescent sensor was proved in mixed solvent solutions, and the sensitivity was as low as 0.011 µM, which is far lower than the value allowed by the United States Environmental Protection Agency for drinking water (1.9 µM). Also, the detection limit of PTZON was assessed to be 3.39 μM by the spectrophotometric method. The binding stoichiometry between PTZON and cyanide anion was found to be 1:1 as evidenced by mass spectra. TLC silica-coated plates test strips demonstrated the fluorescent detection of cyanide anion.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
The title compound, C(10)H(10)Cl(2)N(2)O(2), features a planar C(ar)-N(H)-N=C(Cl) unit [torsion angle = 5.5 (4)°] whose benzene substituent is coplanar with it [dihedral angle = 4.7 (4)°]; this unit is slightly twisted with respect to the carboxyl -CO(2) fragment [dihedral angle = 2.2 (52)°]. The amino group acts as a hydrogen-bond donor to the carbonyl O atom of an adjacent mol-ecule; the hydrogen bond generates a helical polymer that runs along the b axis of the monoclinic unit cell.
In the title compound, C(20)H(18)O(2), the fused-ring systems are essentially planar (r.m.s. deviations of the nine fitted atoms = 0.009 and 0.027 Å) and exhibit an orthogonal relationship [dihedral angle = 79.83 (5)°]. To a first approximation, the ketone-O atoms are directed to opposite sides of the mol-ecule. A three-dimensional architecture arises in the crystal packing owing to C-H⋯O, C-H⋯π and π-π inter-actions [between centrosymmetrically related benzene rings with centroid-centroid distance = 3.7647 (10) Å].
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An efficient and novel method for the synthesis of a series of 11-aryl-10,12-dihydrodiindino[1,2- b‘,2′,1′- e]pyridine via one-pot multi-component reactions of aldehydes, indan-1-one and ammonium acetate has been delineated. All prepared compounds were structurally elucidated by IR, UV-Vis, 1 H and 13 C NMR and X-ray diffraction techniques. The molecules adopted monoclinic crystal system with P2 1 / c space group and almost similar unit cell dimensions. The X-ray molecular geometries of the studied compounds were in excellent agreement with those computed by B3LYP/6-311++G(d,p) level of theory. The energies of the frontier orbitals calculated by B3LYP/6-311++G(d,p) level of theory enabled monitoring the reactivity and stability of the title molecules. The non-linear optical properties (NLO) and pNA were also computed and discussed. Compounds have shown broad spectrum cytotoxic activity against some human tumour cell lines; two of them rendering the most profound effect.
The title indan-1-one derivative, C(16)H(11)BrO, is planar, the r.m.s. deviation for all 18 non-H atoms being 0.071 Å. The configuration about the C=C bond [1.337 (5) Å] is E. In the crystal, supra-molecular layers in the ab plane are formed by C-H⋯O inter-actions, involving the bifurcated carbonyl O atom, as well as C-H⋯π inter-actions. The studied crystal was an inversion twin.
