Supramolecular architecture, thermal, Quantum chemical analysis and in vitro biological properties on sulfate salt of 4-aminoantipyrine

Molecular docking, quantum chemical computational and vibrational studies on bicyclic heterocycle "6-nitro-2,3-dihydro-1,4-benzodioxine": Anti-cancer agent.

Hydrogen bonding induced lowering of the intra-chain metal–metal distance in single end-on azide bridged one-dimensional copper(II) complexes with tridentate Schiff bases as blocking ligands

2-Carboxycinnamic acid (ccnH2) and the isomeric 1,2- and 1,3-phenylenedioxydiacetic acids (1,2- and 1,3-pddaH2) have been used to synthesize eight uranyl ion complexes under solvo-hydrothermal conditions. In the four complexes [PPh4]2[UO2(ccn)(NO3)]2 (1), [PPh4]2[UO2(ccn)(dibf)]2 (2), [UO2(ccn)(bipy)]2 (3), and [Ni(R,S-Me6cyclam)][UO2(ccn)(HCOO)]2 (4), the ccn2- dianion retains a nearly planar geometry, which favors the formation of the centrosymmetric [UO2(ccn)]2 dimeric unit. Additional terminal ligands, either neutral (bipy = 2,2'-bipyridine) or anionic (nitrate, dibf- = 1,3-dihydro-3-oxo-1-isobenzofuranacetate, and formate, the two latter formed in situ), complete the uranyl coordination sphere, leading in all cases to discrete, dinuclear species. Sodium(I) bonding to the carboxylate/ether O4 site of the 1,2-pdda2- dianion in the two complexes [UO2Na(1,2-pdda)(OH)] (5) and [(UO2)2Na2(1,2-pdda)2(C2O4)] (6) results in this ligand being planar. Further lateral coordination to uranyl and sodium bonding to a uranyl oxo group allow formation of heterometallic diperiodic networks containing monoperiodic uranyl-only subunits. In the absence of Na+ cations, 1,2-pdda2- adopts a conformation in which one carboxylate group is tilted out of the ligand plane in [UO2(1,2-pdda)2Ni(cyclam)] (7) and diaxial carboxylato bonding to nickel(II) unites uranyl-only monoperiodic subunits into a diperiodic network. The 1,3-pdda2- ligand in [UO2(1,3-pdda)(H2O)] (8) is also nonplanar with one tilted carboxylate group, and the bridging bidentate nature of both carboxylate groups allows formation of a triperiodic framework in which both metal and ligand are four-coordinated nodes. While the emission spectra of complexes 1 and 5 display the vibronic progression considered typical of uranyl ion, those of complexes 2, 4, and 8 show broad emission bands which in the case of complex 4 completely replace the uranyl emission and which appear to be ligand-centered. The low energy of these broad bands can be rationalized in terms of the close association of certain ligand pairs within the structures.

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Functionalized Aromatic Dicarboxylate Ligands in Uranyl-Organic Assemblies: The Cases of Carboxycinnamate and 1,2-/1,3-Phenylenedioxydiacetate

In the title compound, C12H10N2O3, the dihedral angle between the benzene ring and the furan ring is 16.12 (13)°. The conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond. Inter­molecular N—H⋯O hydrogen bonds with the keto group as acceptor lead to strands along [001]. The mol­ecule displays a trans configuration with respect to the C=N and N—N bonds.

https://journals.iucr.org/e/issues/2010/08/00/vm2028/vm2028.pdf

(E)-N'-(2-Hy-droxy-benzyl-idene)furan-2-carbohydrazide.

The title compound, [Cu(C11H13Cl2N2O)(N3)]n, is an azide-bridged polymeric copper(II) complex. The Cu atom is penta­coordinated by one O and two N atoms of the Schiff base ligand and two bridging N atoms from two azide groups, forming a trigonal–bipyramidal geometry. The structure is further stabilized by an N—H⋯O hydrogen bond.

catena-Poly[[{2,4-dichloro-6-[2-(ethylamino)ethyliminomethyl]phenolato}copper(II)]-μ-azido]

C14H10Cl2N2O4, monoclinic, P121/c1 (no. 14), a = 11.874(2) Å, b = 12.672(3) Å, c = 9.640(2) Å, 5 = 107.47(3)°, V = 1383.6 Å, Z = 4, Rgt(F) = 0.038, wRref(F ) = 0.097, T = 298 K. Source of material 3,5-Dichlorosalicylaldehyde (0.1 mmol, 19.0 mg) and 2,4dihydroxybenzoic acid hydrazide (0.1 mmol, 16.8 mg) were dissolved in a 95% ethanol solution (10 ml). The mixture was stirred at room temperature to give a clear colorless solution. Crystals of the title compound were formed by gradual evaporation of the solvent for five days at room temperature. Experimental Details Atom H2 was located in a difference Fourier map and refined isotropically, with N—H distance restrained to 0.90(1) Å. Other H atoms were placed in idealized positions and constrained to ride on their parent atoms, with O—H distances of 0.82 Å, C—H distances of 0.93 Å, and with Uiso(H) = 1.2 Ueq(C) and 1.5 Ueq(O). Discussion Schiff base compounds have been of great interest for a long time. These compounds play an important role in the development of coordination chemistry [1-3]. Some of the complexes derived from Schiff bases have been found to have pharmacological and antitumor properties [4-6]. Recently, we have reported several Schiff base compounds [7-9]. The molecule of the title compound, C14H10Cl2N2O4, displays a trans configuration with respect to the C=N and C—N bonds. All the bond lengths are within normal ranges and comparable to the values observed in the similar compounds [10-12]. The dihedral angle between the two benzene rings is 6.6(2)°. Z. Kristallogr. NCS 223 (2008) 165-166 / DOI 10.1524/ncrs.2008.0067 165 © by Oldenbourg Wissenschaftsverlag, München Crystal: colorless block, size 0.13 × 0.15 × 0.17 mm Wavelength: Mo K7 radiation (0.71073 Å) *: 4.89 cm−1 Diffractometer, scan mode: Siemens P4, 8 2%max: 54° N(hkl)measured, N(hkl)unique: 8297, 3025 N(param)refined: 205 Programs: SHELXS-97 [13], SHELXL-97 [14], SHELXTL [15] Table 1. Data collection and handling. H(1) 4e 0.1815 0.3522 1.1643 0.059 H(3) 4e −0.0033 −0.0400 0.7379 0.063 H(4) 4e −0.2960 0.0293 0.3222 0.086 H(4A) 4e 0.4917 0.3354 1.6508 0.042 H(6) 4e 0.3686 0.0768 1.4135 0.042 H(7) 4e 0.2103 0.0883 1.1777 0.041 H(11) 4e −0.1582 −0.0203 0.5341 0.044 H(14) 4e −0.1606 0.3297 0.6620 0.046 H(13) 4e −0.2913 0.2719 0.4499 0.051 H(2) 4e 0.069(2) 0.1044(9) 0.951(3) 0.080 Table 2. Atomic coordinates and displacement parameters (in Å). Atom Site x y z Uiso

Crystal structure of 2,4-dihydroxybenzoic acid [1-(3,5-dichloro-2-hydroxy phenyl)methylidene]hydrazide, C14H10Cl2N2O4

C16H20N2O7, monoclinic, P121/c1 (no. 14), a = 8.023(2) Å, b = 9.714(2) Å, c = 11.583(2) Å, 5 = 99.36(3)°, V = 842.8 Å, Z = 4, Rgt(F) = 0.046, wRref(F) = 0.132, T = 298 K. Source of material 3-Methoxysalicylaldehyde (0.1 mmol, 15.2 mg) and 3,5dihydroxybenzoic acid hydrazide (0.1 mmol, 16.8 mg) were dissolved in a methanol solution (10 ml). The mixture was stirred at room temperature for 1 hour and filtered. After keeping the filtrate in air for three days, colorless block-like crystals were formed. Discussion Schiff base compounds have been of great interest for a long time. These compounds play an important role in the development of coordination chemistry [1-3]. Some of the complexes derived from Schiff bases have been found to have pharmacological and antitumor properties [4-6]. Recently, we have reported a few Schiff base compounds [7-9]. The crystal structure of the title compound consists of a Schiff base molecule, water and one methanol molecule. The Schiff base molecule displays a trans configuration with respect to the C=N and C—N bonds. All the bond lengths are within normal ranges and comparable to the values observed in the similar compounds [10-12]. The dihedral angle between the two benzene rings is 8.0(2)°. Z. Kristallogr. NCS 223 (2008) 167-168 / DOI 10.1524/ncrs.2008.0068 167 © by Oldenbourg Wissenschaftsverlag, München Crystal: colorless block, size 0.20 × 0.23 × 0.23 mm Wavelength: Mo K7 radiation (0.71073 Å) *: 1.10 cm−1 Diffractometer, scan mode: Siemens P4, 8 2%max: 55° N(hkl)measured, N(hkl)unique: 5334, 3726 N(param)refined: 242 Programs: SHELXS-97 [13], SHELXL-97 [14] SHELXTL [15] Table 1. Data collection and handling.

Crystal structure of 3,5-dihydroxybenzoic acid [1-(2-hydroxy-3- methoxyphenyl)methylidene]hydrazide — methanol — water (1:1:1), (C15H14N2O) · CH3OH · H2O

The mol­ecule of the title compound, C15H14N2O4, displays a trans configuration with respect to the hydrazide C=N bond. The dihedral angle between the two benzene rings is 15.0 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular O—H⋯N and O—H⋯O hydrogen bonds, forming layers parallel to the ab plane; an intramolecular N—H⋯O hydrogen bond is also present.

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2,4-Dihydr-oxy-N'-(4-methoxy-benzyl-idene)benzohydrazide.

The molecule of the title compound, C9H6N2O2, is almost planar, with a dihedral angle of 3.0 (9)° between the pyridine and benzene rings.

https://journals.iucr.org/e/issues/2011/04/00/hg5010/hg5010.pdf

Ting-Guo Kang

Papers

catena-Poly[[{2,4-dichloro-6-[2-(ethylamino)ethyliminomethyl]phenolato}copper(II)]-μ-azido]

Crystal structure of 2,4-dihydroxybenzoic acid [1-(3,5-dichloro-2-hydroxy phenyl)methylidene]hydrazide, C14H10Cl2N2O4

Crystal structure of 3,5-dihydroxybenzoic acid [1-(2-hydroxy-3- methoxyphenyl)methylidene]hydrazide — methanol — water (1:1:1), (C15H14N2O) · CH3OH · H2O

2,4-Dihydr-oxy-N'-(4-methoxy-benzyl-idene)benzohydrazide.

8-Nitro-quinoline.