1-Chloro-4-[2-(4-chloro-phen-yl)eth-yl]benzene and its bromo analogue: crystal structure, Hirshfeld surface analysis and computational chemistry.

The crystal and mol-ecular structures of CHCl, (I), and CHBr, (II), are described. The asymmetric unit of (I) comprises two independent mol-ecules, and , each disposed about a centre of inversion. Each mol-ecule approximates mirror symmetry [the C-C-C-C torsion angles = -83.

Studies on the interaction of mononuclear metal(II) complexes of amino‑naphthoquinone with bio-macromolecules.

Three metal(II) complexes [CoLCl], [CuLCl] and [ZnLCl] {L = 2‑chloro‑3‑((3‑dimethylamino)propylamino)naphthalene‑1,4‑dione} have been synthesized and characterized using analytical, thermal and spectral techniques (FT-IR, UV-Vis, ESR and ESI-MS). The structure of the L has been confirmed by single crystal XRD study. The complexes show good binding propensity to bovine serum albumin (BSA) having relatively higher binding constant values (10 M) than the ligand.

Intramolecular Noncovalent Carbon Bonding Interaction Stabilizes the cis Conformation in Acylhydrazones.

Noncovalent carbon bonding, a recently explored σ-hole interaction, was hitherto supposed to be a weak and structure-guided interaction. Here, its role in the intramolecular stabilization of the cis conformation of the amide moiety in acylhydrazones is described. The calculations reveal an electron donation from the lone pair of the nitrogen atom to the empty antibonding C-N orbital [LP(N)→BD*(C-N)] with a concomitant stabilization energy of E =1.

Bis(μ--methyl--phenyl-dithio-carbamato)-κ,':;κ:,'-bis-[(-methyl--phenyl-dithio-carbamato-κ,')cadmium]: crystal structure and Hirshfeld surface analysis.

The title compound, [Cd(CHNS)], is a centrosymmetric dimer with both chelating and μ-tridentate di-thio-carbamate ligands. The resulting S donor set defines a Cd coordination geometry inter-mediate between square-pyramidal and trigonal-bipyramidal, but tending towards the former. The packing features C-H⋯S and C-H⋯π inter-actions, which generate a three-dimensional network.

Anticancer activity of a monobenzyltin complex C1 against MDA-MB-231 cells through induction of Apoptosis and inhibition of breast cancer stem cells.

In the present study, we examined the cytotoxic effects of Schiff base complex, [N-(3,5-dichloro-2-oxidobenzylidene)-4-chlorobenzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride, and C1 on MDA-MB-231 cells and derived breast cancer stem cells from MDA-MB-231 cells. The acute toxicity experiment with compound C1 revealed no cytotoxic effects on rats. Fluorescent microscopic studies using Acridine Orange/Propidium Iodide (AO/PI) staining and flow cytometric analysis using an Annexin V probe confirmed the occurrence of apoptosis in C1-treated MDA-MB-231 cells.

(Tris{2-[(5-chloro-2-oxido-benzyl-idene-κ)amino-κ]eth-yl}amine-κ)-ytterbium(III): crystal structure and Hirshfeld surface analysis.

The Yb atom in the title complex, [Yb(CHClNO)] [systematic name: (2,2',2''-{(nitrilo)-tris-[ethane-2,1-di-yl(nitrilo)-methylyl-idene]}tris-(4-chloro-phenolato)ytterbium(III)], is coordinated by a trinegative, hepta-dentate ligand and exists within an NO donor set, which defines a capped octa-hedral geometry whereby the amine N atom caps the triangular face defined by the three imine N atoms. The packing features supra-molecular layers that stack along the axis, sustained by a combination of aryl-C-H⋯O, imine-C-H⋯O, methyl-ene-C-H⋯π(ar-yl) and end-on C-Cl⋯π(ar-yl) inter-actions. A Hirshfeld surface analysis points to the major contributions of C⋯H/ H⋯C and Cl⋯H/H⋯Cl inter-actions (along with H⋯H) to the overall surface but the Cl⋯H contacts are at distances greater than the sum of their van der Waals radii.

Tribenzyltin carboxylates as anticancer drug candidates: Effect on the cytotoxicity, motility and invasiveness of breast cancer cell lines.

This study seeks to investigate the relationship between the structural modification and bioactivity of a series of tribenzyltin complexes with different ligands and substitutions. Complexation with the N,N-diisopropylcarbamothioylsulfanylacetate or isonicotinate ligands enhanced the anticancer properties of tribenzyltin compounds via delayed cancer cell-cycle progression, caspase-dependent apoptosis induction, and significant reduction in cell motility, migration and invasion. Halogenation of the benzyl ring improved the anticancer effects of the tribenzyltin compounds with the N,N-diisopropylcarbamothioylsulfanylacetate ligand.

Zwitterionic 4-bromo-6-meth-oxy-2-{[tris-(hy-droxy-meth-yl)methyl]-iminiumyl-meth-yl}phenolate: crystal structure and Hirshfeld surface analysis.

In the solid state, the title compound, C12H16BrNO5 [systematic name: 4-bromo-2-((1E)-{[1,3-dihy-droxy-2-(hy-droxy-meth-yl)propan-2-yl]iminium-yl}meth-yl)-6-meth-oxy-benzen-1-olate], C12H16BrNO5, is found in the keto-amine tautomeric form, with an intra-molecular iminium-N-H⋯O(phenolate) hydrogen bond and an E conformation about the C=N bond. Both gauche (two) and anti relationships are found for the methyl-hydroxy groups. In the crystal, a supra-molecular layer in the bc plane is formed via hy-droxy-O-H⋯O(hy-droxy) and charge-assisted hy-droxy-O-H⋯O(phenolate) hydrogen-bonding inter-actions; various C-H⋯O inter-actions provide additional cohesion to the layers, which stack along the a axis with no directional inter-actions between them.

Synthesis, structural characterization, and anticancer activity of a monobenzyltin compound against MCF-7 breast cancer cells.

A new monoorganotin Schiff base compound, [N-(3,5-dichloro-2-oxidobenzylidene)-4-chlorobenzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride, (compound C1), was synthesized, and its structural features were investigated by spectroscopic techniques and single-crystal X-ray diffractometry. Compound C1 was exposed to several human cancer cell lines, including breast adenocarcinoma cell lines MCF-7 and MDA-MB-231, ovarian adenocarcinoma cell lines Skov3 and Caov3, and prostate cancer cell line PC3, in order to examine its cytotoxic effect for different forms of cancer. Human hepatic cell line WRL-68 was used as a normal cell line.

Copper complexes with phosphonium containing hydrazone ligand: topoisomerase inhibition and cytotoxicity study.

Four new copper(II) complexes containing phosphonium substituted hydrazone (L) with the formulations [CuL]Cl(3), [Cu(phen)L]Cl(4), [Cu(bpy)L]Cl(5), [Cu(dbpy)L]Cl(6), (where L = doubly deprotonated hydrazone; phen = 1,10'-phenanthroline; bpy = 2,2'-bipyridine; dbpy = 5,5'-dimethyl-2,2'-bipyridine) have been synthesized. The compounds were characterized by elemental analysis, spectroscopic methods and in the case of crystalline products by X-ray crystallography. The cytotoxicity and topoisomerase I (topo I) inhibition activities of these compounds were studied.

Total synthesis, cytotoxic effects of damnacanthal, nordamnacanthal and related anthraquinone analogues.

Naturally occurring anthraquinones, damnacanthal (1) and nordamnacanthal (2) were synthesized with modified reaction steps and investigated for their cytotoxicity against the MCF-7 and K-562 cancer cell lines, respectively. Intermediate analogues 2-bromomethyl-1,3-dimethoxyanthraquinone (5, IC50 = 5.70 ± 0.

Diorganotin(IV) derivatives of N-methyl p-fluorobenzo-hydroxamic acid: preparation, spectral characterization, X-ray diffraction studies and antitumor activity.

Three diorganotin(IV) complexes of the general formula R2Sn[RcC(O)N(RN)O] (Rc = aryl, RN = Alkyl) have been synthesized by refluxing in toluene the corresponding diorganotin(IV) oxides with the free ligand N-methyl p-fluorobenzohydroxamic acid, using a Dean and Stark water separator. The ligand was derived from the reaction of the corresponding p-fluorobenzoyl chloride and N-methylhydroxylamine hydrochloride in the presence of sodium hydrogen carbonate. The isolated free ligand and its respective diorganotin compounds have been characterized by elemental analysis, IR and 1H-, 13C-, 119Sn-NMR spectroscopies.

2,2'-Diethoxy-4,4'-[(E,E)-hydrazine-diyl-idenebis(methanylylidene)]diphenol.

The complete molecule of the title compound, C(18)H(20)N(2)O(4), is generated by inversion symmetry. The conformation around the C=N bond is E. With the exception of the eth-oxy substituent, the mol-ecule is essentially planar with an r.

(E,E)-1,2-Bis[3-(prop-2-yn-1-yl-oxy)benzyl-idene]hydrazine.

The mol-ecule of the title compound, C(20)H(16)N(2)O(2), is centrosymmetric, the inversion center being located at the mid-point of the central azine bond. The conformation around the C=N bond is E. The whole mol-ecule (except for the H atoms) is essentially planar, with an r.

(E,E)-1,2-Bis[4-(prop-2-yn-1-yl-oxy)benzyl-idene]hydrazine.

The mol-ecule of the title compound, C(20)H(16)N(2)O(2), is centrosymmetric with the mid-point of the central N-N bond located on an inversion center. The configuration around the C=N bond is E. The whole mol-ecule (except for the H atoms) is approximately planar, with an r.

(E)-2-[(2,4-Dihy-droxy-benzyl-idene)aza-nium-yl]-3-(1H-indol-3-yl)propano-ate monohydrate.

In the zwitterionic title compound, C(18)H(16)N(2)O(4)·H(2)O, the dihedral angle between the planes of the benzene and indole rings is 39.20 (8)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif.

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)-6-eth-oxy-phenol.

In the title compound, C(22)H(19)N(3)O(2), the phenol ring forms dihedral angles of 88.93 (10) and 87.95 (12)° with the benzimidazole system and the quinazoline benzene ring, respectively.

(E)-2-{[1-Carb-oxy-2-(1H-indol-3-yl)ethyl-iminio]meth-yl}-6-hy-droxy-phenolate.

In the zwitterionic title compound, C(18)H(16)N(2)O(4), the dihedral angle between the planes of the benzene and indole rings is 26.38 (10)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif.

Possible intermolecular association in triphenyltin chloride in the solution state as detected by NMR spectroscopy.

NMR measurements ((119)Sn chemical shift, line width and (13)C relaxation) were made on triphenyltin chloride in two solutions, 2.5 and 0.75 mol% in CDCl(3), at several temperatures.

catena-Poly[[tribenzyl-tin(IV)]-μ-(E)-3-(2-fur-yl)prop-2-enoato-κO:O'].

In the title carboxyl-ate-bridged polymer, [Sn(C(7)H(7))(3)(C(7)H(5)O(3))](n), the Sn(IV) atom exists in a distorted trans-C(3)SnO(2) trigonal-bipyramidal geometry. The polymer propagates as a chain along the a axis. There are two independent formula units in the asymmetric unit; the furyl ring of one of the anions is disordered over two positions in a 0.

Bis(4-hy-droxy-benzoato-κO,O')bis-(pyridine-κN)copper(II).

In the title compound, [Cu(C(7)H(5)O(3))(2)(C(5)H(5)N)(2)], the Cu atom is located on an inversion center and is coordinated by the N atoms of the two pyridine ligands, trans to each other, and to the carboxyl-ate O atoms of two bidentate 4-hy-droxy-benzoate ligands [Cu-O = 1.9706 (10) and 2.5204 (11) Å].

Bis(μ-methano-lato-κO:O)bis-{[4-bromo-N'-(1-methyl-3-oxidobut-2-en-1-yl-idene-κO)benzohydrazidato-κN',O]oxido-vanadium(V)}.

The dinuclear compound, [V(2)(C(12)H(11)BrN(2)O(2))(2)(CH(3)O)(2)O(2)], lies on a center of inversion. The doubly-deprotonated Schiff base O,N,O'-chelates to the V(V) atom; two metal atoms are bridged by the methoxide units. The coordination geometry is a distorted octa-hedron.

Trimethyl-phenyl-ammonium μ-bromido-bis-[dibromidobis(4-bromobenzyl)stannate(IV)].

In the title salt, [C(6)H(5)N(CH(3))(3)][Sn(2)Br(5)(C(7)H(6)Br)(4)], the Sn(IV) atoms of the dinuclear anion are bridged by a Br atom; the Sn-Br(bridge) bond lengths are 2.9818 (5) and 3.0470 (5) Å.

cis-(Dimethyl sulfoxide-κO)[N'-(3-eth-oxy-2-oxidobenzyl-idene-κO)-2-hy-droxy-benzohydrazidato-κN',O]dioxido-molybdenum(VI).

The coordination geometry at the Mo(VI) atom in the title compound, [Mo(C(16)H(14)N(2)O(4))O(2)(C(2)H(6)OS)], is distorted octa-hedral. The phenolate O, imino N, oxide O from the enolized carbonyl group and one of the terminal O atoms form the equatorial plane; the axial positions are occupied by the other terminal O atom of the dioxidomolybdenum group and the donor O atom of DMSO. The O=Mo=O angle is 105.

5-Chloro-2-hy-droxy-benzaldehyde 4-ethyl-thio-semicarbazone.

In the title compound, C(10)H(12)ClN(3)OS, the -C=N-N-C- chain bridging the ethyl-imino group and the benzene ring adopts an extended conformation with a C-N-N-C torsion angle of -171.98 (11)°. The imino H atom of the chain is a hydrogen-bond donor to the S atom of an inversion-related mol-ecule, forming a supra-molecular dimer.