The Crystal Structure and Cytotoxicity of Centrosymmetric Copper(II) Complex Derived from S-methyldithiocarbazate with Isatin

Abstract  

Copper(II) complex of S-methyldithiocarbazate with isatin has been prepared and screened for their cytotoxic activities against MCF-7 (Human non-metastatic mammary gland adenocarcinoma cell line) and MDA-MB-231 (Human metastatic mammary gland adenocarcinoma cell line). The compound crystallized in an orthorhombic crystal system with a space group C 2cb and was found to be selectively active against MCF-7 cell line (Human non-metastatic mammary gland adenocarcinoma cell line with an IC₅₀ value 0.45 μg/mL. The crystal structure of this centrosymmetric Cu(SMISA)₂ complex (SMISA = Schiff base formed by condensation reaction of S-methyldithiocarbazate with isatin) showed that the copper atom has a distorted square-planar geometry with the Schiff base coordinated to the metal ion as a uninegatively charged bidentate ligand through the azomethine nitrogen and thiolate sulfur.     

Synthesis,Characterisation and Biological Activities of 2-Methylbenzyl 2-(dipyridin-2-yl methylene)hydrazinecarbodithioate

Abstract  

A new tridentate nitrogen–sulphur Schiff base has been synthesised from the condensation of di-2-pyridylketone and a novel dithiocarbazate, S-2-methylbenzyl-dithiocarbazate (S2MBDTC). The Schiff base was characterized using various physico-chemical and spectroscopic techniques. The X-ray crystallographic analysis of the Schiff base is reported. The Schiff base crystallized in a monoclinic system with a space group of P 2₁/n, with crystal cell parameters a = 10.8128 (2) ?, b = 9.3832 (2) ?, c = 18.0352 (4) ?, β = 97.1311 (9)°. The Schiff base was found to be inactive against selected microbes and two breast cancer cell lines (MCF-7 = Human breast cancer cell line with positive estrogen receptor and MDA-MB-231 = Human breast cancer cell line with negative estrogen receptor).     

Synthesis,Crystal Structure and Biological Activity of Two 1,2,3-Thiadiazole Derivatives

Abstract  

The title compounds, quinolin-8-yl 4-methyl-1,2,3-thiadiazole-5-carboxylate 2a and 2-nitrophenyl 4-methyl-1,2,3-thiadiazole-5-carboxylate 2b, synthesized by the reaction of 4-methyl-1,2,3-thiadiazole-5-carbonyl chloride with 8-hydroxyquinoline and 2-nitrophenol, were confirmed by single-crystal X-ray diffraction [CCDC 783328 and 784970]. The 2a crystallizes in triclinic space group P-1 with cell parameters a = 7.957(7) ?, b = 8.378(7) ?, c = 10.097(10) ?, α = 100.63(2)°, β = 112.742(17)°, γ = 93.287(4)° and Z = 2. The 2b crystallizes in triclinic space group P-1 with cell parameters a = 7.134(4) ?, b = 8.154(4) ?, c = 10.254(5) ?, α = 99.501(9)°, β = 91.311(7)°, γ = 109.518(8)° and Z = 2. Packing in the compound 2a is dominated by weak C–H···N and C–H···O hydrogen bonds. In the compound 2b, molecules are linked through intermolecular C–H···O hydrogen bonds interactions. The preliminary bioassay showed that the title compound 2a had excellent antifungal activity with the EC₅₀ detected as from 2.99 to 28.35 μg/mL and the EC₉₀ detected as from 21.041 to 175.17 μg/mL. Both of the title compounds 2a and 2b had good inhibition activity of tobacco mosaic virus (TMV) and good induction activity of tobacco against TMV with potential systemic acquired resistance.     

Synthesis and Crystal Structure of 2-Amino-4-(4-hydroxyphenyl)-5-propylthiazole Ethanol Solvate 0.25 Hydrate

Abstract  

2-Amino-4-(4-hydroxyphenyl)-5-propylthiazole was synthesized by the reaction of α-bromo-1-(4-hydroxyphenyl)-1-pentone with thiourea. The crystal structure of its ethanol solvate 0.25 hydrate, C₁₂H₁₄N₂OS···C₂H₅OH···0.25·H₂O, was determined by X-ray diffraction analysis. The crystal belongs to monoclinic system, space group C2/c with a = 20.9046(10), b = 10.1057(5), c = 30.0017(15) ?, β = 105.5850(10)°, Z = 8, M _r = 569.77, V = 6105.0(5) ?³, D _c = 1.240 g/cm³, μ = 0.214 mm⁻¹, F(000) = 2440, the final R = 0.0598 and wR = 0.1825 for 5,911 observed reflections [I > 2σ(I)]. Compound (1) is composed by two non-coplanar ring systems of phenol and thiazole. The structure displays extensive O–H···N, N–H···O and O–H···O intermolecular hydrogen bonds.     

Preparation,Mechanism, and Supramolecular Structure Study of a Novel Benzimidazole-Hydrate

Abstract  

A novel bis[2-(2-chloro-4-fluorophenyl)-1H-Benzimidazole]-hydrate was prepared from Schiff base, and its single crystalline was obtained. The single crystalline was characterized by X-ray crystallography, and the results shows that the title complex belongs to the triclinic system, space group (P1) with lattice parameters a = 7.592(2) ?, b = 7.595(2) ?, c = 11.886 (3) ?, V = 574(3) ?³, Mr = 352.33, Dc = 1.478 g/cm³, μ(MoKα) = 0.33 mm⁻¹, F(000) = 262, Z = 1, the final R = 0.090 and wR = 0.209 for 2,315 observed reflections (I > 2σ(I)). The crystal structure is formed by two benzimidazole molecules which are linked by a water molecule. A UV–Vis spectrophotometer and a fluorophotometer were used to detect the benzimizadole-hydrate crystal transformation process, which shows that benzimidazole-hydrate can only be formed from Schiff base effectively when ortho-hydroxyl group does not exist in benzaldehyde. The synthesis mechanism was also discussed. Compared with its Schiff base, benzimidazole-hydrate displays stronger fluorescence.     

Synthesis,Characterization, Crystal and Molecular Structure Analysis of 2,6-Dimethyl-3-acetyl-5-carbomethoxy-4-(3-nitrophenyl)-1,4-dihydropyridine

Abstract  A novel unsymmetrical dihydropyridine, possessing carboxymethyl and carbomethoxy groups at C(3) and C(5), respectively, has been produced using a modified Hantzsch synthesis, under solvent free conditions, in a domestic microwave oven. The product obtained was characterized by spectroscopic techniques and finally confirmed by X-ray diffraction studies. The title compound C₁₇H₁₈N₂O₅ crystallizes in the monoclinic system in the space group P2₁/c with cell parameters a = 12.860(2) ?, b = 7.4950(6) ?, c = 16.734(3) ?, β = 94.436(3)°, Z = 4 and V = 1608.1(4) ?³. The 1,4-dihydropyridine ring in the structure is in a flattened boat conformation. The molecule possesses a chiral center at C4. The 3-nitrophenyl ring is nearly orthogonal to the 1,4-dihydropyridine ring. The carbonyl groups at C3 and C5 are oriented in −antiperiplanar and +synperiplanar conformations, respectively. The structure exhibits both inter and intramolecular hydrogen bonds of the type N–H···O and C–H···O. Index Abstract  A novel unsymmetrical dihydropyridine, possessing carboxymethyl and carbomethoxy groups at C(3) and C(5) respectively, has been produced using a modified Hantzsch synthesis, under solvent free conditions, in a domestic microwave oven. The product obtained was characterized by spectroscipic techniques and finally confirmed by X-ray diffraction studies. The title compound C₁₇H₁₈N₂O₅ crystallizes in the monoclinic system in the space group P2_1/c with cell parameters a  =  12.860(2) ?, b  =  7.4950(6) ?, c  =  16.734(3) ?, β = 94.436(3)°, Z = 4 and V = 1608.1(4) ?³. The 1,4-dihydropyridine ring in the structure is in a flattened boat conformation. The molecule possesses a chiral center at C(4). The 3-nitrophenyl ring is nearly orthogonal to the 1,4-dihydropyridine ring. The carbonyl groups at C(3) and C(5) are oriented in −antiperiplanar and +synperiplanar conformations respectively. The structure exhibits both inter and intramolecular hydrogen bonds of the type N–H···O and C–H···O.

Crystal Structure of Ethyl (2Z, 5R)-2-benzylidene-7-methyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3] Thiazolo [3,2-a] Pyrimidine-6-carboxylate

Abstract  

The title compound, C₂₃H₂₀N₂O₃S, (I), crystallizes in the orthorhombic space group, Pna 2 ₁ , with cell parameters a = 18.7975(6), b = 12.5173(4), c = 8.4804(3) Å, Z = 4. The molecular structure consists of a central pyrimidine ring which is significantly puckered to assume a screw-boat conformation fused to a thiazole ring with benzyl, carboxylate, methyl, phenyl and oxy groups bonded around this fused-ring moiety. The dihedral angle between the mean planes of the thiazole, benzyl and phenyl groups and the mean plane of the pyrimidine ring is 6.1(4)°, 83.8(7)° and 6.8(4)°, respectively. The dihedral angle between the mean planes of the benzyl and phenyl rings is 88.3(5)° while between the mean planes of the phenyl and thiazole groups measures 12.6(6)°. In the absence of expected hydrogen bonding interactions, the crystal packing is influenced by a collective action of strong intramolecular C–H···S hydrogen bond interactions, close C–H···O intramolecular contacts and O–Cg π-ring interactions. A DFT molecular orbital calculation gives support to these observations.     

Structural Investigation of Metal-Organic Cu(II) Coordination Frameworks Constructed from N-donor and α, ω-Dicarboxylate Ligands by One Pot Synthesis: Zigzag Strands,Layered Networks and Its Interaction with Lattice Water Molecules

Abstract  

Two metal organic frameworks involving α, ω-dicarboxylates and 2,2′-bpy, [Cu(2,2Bpy)(μ-adipate-H2)] _n ·2·H₂O 1 and [Cu₂ (2,2′-bpy)₂(μ-adipate-H)₂(μ-adipate-H2)]·3H₂O 2 have been synthesized by one pot reaction and structurally characterized. Pentacoordinated Cu(II) zigzag polymeric chain of 1 is composed of linking the adjacent Cu(2,2′-bpy)(H₂O) units through terminal craboxylate oxygens of two different adipate dianion in cis coordination pattern with the metal center. Both the Complexes were crystallized in triclinic system, P-1 space group with cell parameters a = 6.8948(5), b = 10.7098(7), c = 12.4332(8) ?; α = 82.1120(10), β = 80.4950(10), γ = 72.9560(10)°, V = 861.87(10) ?³ for 1, a = 9.5058(6), b = 9.9341(7), c = 12.6460(8) ?; α = 70.5080(10), β = 73.5740(10), γ = 75.0720(10)°, V = 1062.05(12) ?³ for 2 respectively. Extensive hydrogen bonding interaction is observed between the lattice water molecules and the coordination network. Compound 2 is a layered architecture, where the neutral framework is constructed by two different adipate anions (in monoanionic and dianionic form) coordinating to the metal center. Interestingly, three water molecules present in the lattice of compound 2 are involved in hydrogen bonding network among themselves, creating a centro-symmetric hexameric water cluster composed of a tetracyclic ring with dangling water molecules attached at alternate positions of the rectangle, which interact with the carboxylate oxygen, thereby extending the hydrogen bonded water network.     

Synthesis, Characterization and Antibacterial Activity of Schiff Base Derived from S-Methyldithiocarbazate and Methylisatin

Abstract  

New tridentate nitrogen–oxygen–sulfur Schiff base has been prepared from the condensation reaction of S-methyldithiocarbazate and methylisatin. The compound crystallized in triclinic crystal system with space group P − 1, Z = 2, V = 612.92(3) ?³ and unit cell parameters a = 6.8540(2) ?, b = 8.3022(2) ?, c = 11.5243(4) ?, α  = 79.8186(13)°,  β = 90.5224(14)° and  γ = 72.1362(13)°. Crystal structure reveals that the compound exists in the thione form with the methylisatin moiety is trans with respect to the C3–N2 and C3–S4 bonds whereas the methyl group of the dithiocarbazate moiety is cis with respect to the C3–N2 and C3–S5 bonds. The Schiff base was found to be selectively active against the selected Gram positive bacterial strains (Bacillus subtilis and Staphylococcus aureus) with the inhibition zones of 16 and 12 mm, respectively.     

Crystal Structure and Conformation Study of 3-Methyl-2, 6-bis (4-chlorophenyl) Piperidin-4-one Thiosemicarbazone Derivative

Abstract  

The 1, 3-dipolar cycloaddition reactions with trans azomethine ylide produce spirooxindole derivatives, which are active against certain bacterial pathogens. Spirooxindole ring systems have a very important place in medicinal chemistry because they are the central skeleton for numerous alkaloids and have potential biological activity. This newly synthesized target molecule, PSSPI was crystallized and its X-ray crystal structure has been derived. The crystallographic data of PSSPI are: C₃₄H₃₈N₂O₃; M.W = 522.7, Monoclinic, P2₁/a, with cell parameters a = 11.959(6) ?, b = 19.308(3) ?, c = 13.452(6) ?, β = 107.81(4)°; V = 2957(2) ?³, Z = 4, D _cal = 1.174 mg/m³, λ (Mo K _α ) = 0.71073 ?. Based on the crystal structure, the piperidine, pyrrolidine and cyclohexanone rings adopt half-chair, envelop and twisted sofa conformations respectively. The rings oxindole and cyclohexanone are parallel to each other but perpendicular to the pyrrolidine ring. C–H···N, C–H···O and N–H···O types of intra and intermolecular interactions control the molecules in the crystal packing.     

Structure of a New Bioactive Agent Containing Combined Antibacterial and Antifungal Pharmacophore Sites: 4-{[(<Emphasis Type="Italic">E</Emphasis>)-(5-Bromo-2-hydroxyphenyl)methylidene]amino}-<Emphasis Type="Italic">N</Emphasis>-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide

Abstract  

The title compound (3), C₁₇H₁₄BrN₃O₄S, is a Schiff base compound of 5-bromosalicylaldehyde (1) and sulfamethoxazole (2). The structure of (3) was determined by spectral (IR, ¹H and ¹³C NMR), elemental analyses and X-ray diffraction data. Compound (3) crystallizes in the monoclinic space group C2/c, with a = 31.936(3), b = 6.2571(5), c = 16.903(1) ?, β = 94.867(8), V = 3365.5(5) ?³, Z = 8. In the molecule of compound (3), the molecule is bent at the S atom with a C–SO₂–NH–C torsion angle of −86.3(3)°. Pairs of molecules, related by inversion centres, form intermolecular N–H···N hydrogen bonds to produce a dimer. An intramolecular phenolic O–H···N hydrogen bond is also formed. Intermolecular hydrogen bonding and π–π stacking hold the molecules together. The average distance between stacked benzene ring planes is 3.625(2) ?.     

Microwave Assisted Synthesis and Crystal Structure of 3,3,6,6-Tetramethyl-9-(phenyl)-1,8-dioxo-2,3,4,5,6,7-hexahydroxanthene

Abstract  The title compound (C₂₃H₂₆O₃, M _r  = 350.44) has been synthesized under microwave irradiation. Its structure was characterized by IR, ¹H NMR spectroscopy and single-crystal X-ray diffraction. The title crystal is in the monoclinic system, space group C with cell dimensions of a = 6.0500(12) ?, b = 19.693(4) ?, c = 16.386(3) ?, β = 97.85(3)o, V = 1,934.0(7) ?³, Z = 4, D _c  = 1.204 g/cm³, λ = 0.71073 ?, μ = 0.08 mm⁻¹, F ₍₀₀₀₎ = 752, the final R = 0.065 and wR = 0.165 for 1,992 observed reflections with I > 2σ(I). In the molecular structure, the pyran ring is of boat conformation, and the two-six-membered rings fused with it adopt envelope conformations. Index Abstract  The title compound (C₂₃H₂₆O₃, M _r  = 350.44) has been synthesized under microwave irradiation. Its structure was characterized by IR, ¹H NMR spectroscopy and single-crystal X-ray diffraction. The title crystal is in the monoclinic system, space group P2₁/C with cell dimensions of a = 6.0500(12) ?, b = 19.693(4) ?, c = 16.386(3) ?, β = 97.85(3)o, V = 1934.0(7) ?³, Z = 4, D _c  = 1.204 g/cm³, λ = 0.71073 ?, μ = 0.08 mm^–1, F ₍₀₀₀₎  = 752, the final R = 0.065 and wR = 0.165 for 1,992 observed reflections with I > 2σ(I). In the molecular structure, the pyran ring is of boat conformation, and the two six-membered rings fused with it adopt envelope conformations.      

Synthesis,Characterization, Crystal and Molecular Structure Analysis of 2,6-Dimethyl-3-Acetyl-5-Carbomethoxy-4-Phenyl-1,4-Dihydropyridine

Abstract  

The synthesis of a novel unsymmetrical dihydropyridine, bearing carboxy methyl and carbomethoxy groups at C(3) and C(5), respectively, has been achieved by applying the modified Hantzsch-type condensation, which involves the Michael addition of Knoevenagel adduct with an enamine. The product obtained was characterized by spectroscopic techniques and finally confirmed by X-ray diffraction studies. The title compound C₁₇H₁₉NO₃ crystallizes in Monoclinic crystal class in space group P2₁/c with cell parameters a = 9.9130(12) ?, b = 7.3320(5) ?, c = 22.018(3) ?, β = 109.637(3)°, V = 1507.2(3) ?³ and Z = 4. The final residual factor R ₁ = 0.0642. The structure exhibits both intra and inter-molecular hydrogen bonding of the type C–H···O and N–H···O. The pyridine ring gives boat conformation.     

Synthesis and Crystal Structure of (E)-1-(2,3-Dihydroxybenzlidene)-4,4-Dimethythiosemicarbazide

Abstract  

The Schiff base C₁₀H₁₃N₃O₂S is monoclinic, having unit cell parameters a = 9.788(1) ?, b = 9.615(1) ?, c = 12.605(1) ?, β = 108.41(1)° and V = 1125.56(2) ?³ and belongs to P2_1/n space group. The molecule is almost planar. The two hydroxyl groups present on the phenyl ring are involved in intermolecular H-bonding, which results in the stacking of molecules in the anti-parallel fashion leading an interesting network of channels. Besides this C–H⋯π and π–π (edge to edge) interactions appear to provide stability to the crystal lattice.     

Structure and Antibacterial Activity of 3-(3,4-Dimethoxyphenyl)furan-2(5<Emphasis Type="Italic">H</Emphasis>)-ones

Abstract  

Crystalline hydrate of the title compound (5), C₁₉H₂₆N₂O₅·2(H₂O), was structurally characterized by single crystal X-ray diffraction. It crystallizes in monoclinic system space group P 21/c with a = 7.3987(7) ?, b = 17.8691(16) ?, c = 17.0022(13) ?, β = 112.944(3)°, V = 2070.0(3) ?³, Z = 4, R ₁ = 0.0592, wR ₂ = 0.1016, and T = 298(2) K. The X-ray structure determination revealed that the center furanone ring is nearly coplanar with 3,4-dimethoxybenzene ring, making a dihedral angle of 0.860(69)°. Two kinds of centrosymmetric tetramers characterized by graph-set motifs of R ₇⁸(36) and R ₄⁶(32) are formed through O–H···O, O–H···N and C–H···O hydrogen bonding interactions, which generate a sheet of edge-fused rings parallel to the (011) plane. These sheets are further linked into a three dimensional network by C–H···π interactions. Nine 3-(3,4-dimethoxyphenyl)furan-2(5H)-ones were synthesized and fully characterized by elemental analysis, MS and ¹H NMR. All of them were evaluated for antimicrobial activities against three Gram-positive organisms and a Gram-negative organism, and compound 5 was the most active against Staphylococcus aureus ATCC 25923.     

The Synthesis,X-ray Structure Analysis and Photophysical Characterization of 2-(9-Anthrylmethylideneamino)-5-methylphenol

Abstract  

The Schiff base 2-(9-anthrylmethylideneamino)-5-methylphenol has been prepared in good yield (55%) from commercially available starting materials. The photophysical properties of this compound and its precursor have been determined. The room temperature absorption spectra of both in various solvents exhibited two π → π* transitions that had similar maxima, one that was more intense at approximately 260 nm and a weaker one at approximately 400 nm. Solutions of both compounds in methylcyclohexane and propanenitrile were luminescent at room temperature with maxima in the range 450–500 nm. The emission spectra of both at 77 K in methylcyclohexane solution were similar and exhibited vibrational structure with maxima in the range 460–522 nm. At room temperature and 77 K both compounds had short excited state lifetimes that characterized their emission as fluorescence. The title compound, C₂₂H₁₇NO, crystallized in the triclinic space group P[`\text1] P{\bar{\text{1}}} with a = 8.5533 (5) ?, b = 14.0926 (10) ?, c = 14.9382 (11) ?, α = 104.204 (6)°, β = 106.480 (5)°, γ = 105.091 (5)°, V = 1564.9 (2) ?³, T = 90 K, D _c = 1.322 Mg m⁻³, Z = 4, R = 0.033.     

Synthesis and Crystal Structure of 2,4-Diiodo-6-[(2-morpholin-4-yl-ethylimino)-methyl]-phenolato-zinc(II)

Abstract  

One new complex, 2,4-Diiodo-6-[(2-morpholin-4-yl-ethylimino)- methyl]- phenolato-zinc(II) has been designed and synthesized. The structure was determined by UV, IR and single X-ray crystallography study. The title complex C₂₆H₃₀O₄N₄I₄Zn crystallizes in the triclinic space group P − 1 with the cell parameters a = 9.938(2) ?, b = 11.937(2) ?, c = 14.527(3) ?, α = 87.14(3)°, β = 79.03(3)°, γ = 76.20(3)°, V = 1565.1(5) ?³ and Z = 2. The central zinc(II) is four coordinate and bonds to two nitrogen atoms and two oxygen atoms from two 3,5-diiodosalicylaldehyde-2- morpholinoethylamine Schiff bases. The complex is linked into a column by weak intermolecular interactions.     

Crystal Structure of 2-(4,5-Bis(4-methoxyphenyl)-5<Emphasis Type="Italic">H</Emphasis>-chromeno[4,3-<Emphasis Type="Italic">b</Emphasis>]pyridin-2-yl)phenol

Abstract  

The title compound 2-(4,5-bis(4-methoxyphenyl)-5H-chromeno[4,3-b]pyridin-2-yl)- phenol (C₃₂H₂₅NO₄, Mr = 487.53) was synthesized and crystallized. The crystal belongs to monoclinic, space group P2(1)/c with a = 12.4170 (11), b = 18.313 (2), c = 11.7103 (10) ?, β = 111.569(2)°, V = 2476.4(4) ?³, Mr = 487.53, Z = 4, Dc = 1.308 g/cm³, μ(MoK _α ) = 0.086 mm⁻¹, F(000) = 1024, the final R ₁ = 0.0632 and wR ₂ = 0.1454. X-ray analysis reveals that the atoms of C(1), C(2), C(3), C(4), C(5) and N(1) form a planar six-membered ring, while the atoms of C(1), C(2), C(6), C(7), C(12) and O(1) form a six-membered ring of envelope conformation.     

Two Novel Potential Anticonvulsant Salts of 5-Amino-2-Sulfonamide-1,3,4-Thiadiazole

Abstract  

Two crystal structures of sulfonamide salts were studied by X-Ray diffraction. The compound C₂H₅N₄O₂S₂ ⁺·H₂O·Cl⁻ (I), (Hats·H₂O·Cl, Hats = protonated 5-amino-2-sulfonamide-1,3,4-thiadiazole) crystallizes in orthorhombic space group, P2₁2₁2₁, with unit cell parameters a = 10.047(4), b = 5.186(2), c = 16.766(6) ? and the compound C₂H₅N₄O₂S₂ ⁺·CH₃O₃S⁻ (II), crystallizes in monoclinic space group, Cc, with unit cell parameters a = 5.378(3), b = 19.707(6), c = 10.014(5) ?, beta = 99.97(1)°. The molecules in compound I are arranged in a helix of alternating water and Hats molecules. Helixes are interconnected by hydrogen bonds provided by Cl⁻ ions and one ring with a graph set R₆⁴ (12) is determined. The crystal structure of compound II presents mesylate and Hats molecules bonded by two hydrogen bond determining a ring with a graph set R₂²(8).     

Spectroscopic Studies and Crystal Structure of 4-(2-Hydroxy-3-Methoxybenzylideneamino)-<Emphasis Type="Italic">N</Emphasis>-(5-Methylisoxazol-3-yl) Benzenesulfonamide

Abstract  

Schiff base 4-[(2-hydroxy-3-methoxybenzylideneamino)-N-(5-methylisoxazol-3-yl)benzene-sulfonamide has been synthesized from the reaction of 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide(sulfamethoxazole) with 2-hydroxy-3-methoxybenzaldehyde. It has been characterized by elemental analysis, MS, IR, ¹H NMR, ¹³C NMR, HETCOR and UV–Visible techniques. The structure of it also has been examined crystallographically. For the compound exist as dominant form of enol-imines in both the solid state and the solutions. It crystallizes in the monoclinic space group P2₁/c with a = 8.2694(7), b = 8.3453(5), c = 26.260(2) ?, β = 97.142(7) °, V = 1798.1(2) ?³, D _x  = 1.431 g cm⁻³, R ₁ = 0.0529 and wR ₂ = 0.1370 [I > 2σ(I)], respectively.