Synthesis,Crystal Structure,and Rotational Energy Profile of 3-Cyclopropyl-1,2,4-benzotriazine 1,4-Di-<Emphasis Type="Italic">N</Emphasis>-oxide

Abstract  

1,2,4-Benzotriazine 1,4-di-N-oxides are potent antitumor drug candidates that undergo in vivo bioreduction leading to selective DNA damage in the low oxygen (hypoxic) cells found in tumors. Tirapazamine (TPZ) is the lead compound in this family. Here we report on the synthesis, crystal structure, and conformational analysis of a new analog, 3-cyclopropyl-1,2,4-benzotriazine 1,4-di-N-oxide (3). Compound 3 (C₁₀H₁₀N₃O₂) crystallized in the monoclinic space group C2/c. Unit cell parameters for 3: a = 16.6306 (12), b = 7.799 (5), c = 16.0113 (11) ?, α = 90, β = 119.0440 (10), γ = 90, and z = 8.     

Crystallographic and conformational analysis of 1,3-bis(2,4-dimethoxyphenyl)imidazolidine-2-thione

The molecular and crystal structures of the title compound, C₁₉H₂₂N₂O₄S, were determined by single crystal X-ray diffraction technique. The title compound crystallizes in space group F d d 2, with a = 30.785(3) ?, b = 10.6455(9) ?, c = 11.0036(8) ?, Z = 8, D _calc = 1.379(2) g cm⁻³, μ(Mo-K_α) = 0.207 mm⁻¹, and its crystal system is orthorhombic. The structure was solved by direct methods and refined to a final R = 0.042 for 1530 reflections with I > 2σ (I). There is a half-independent molecule in the asymmetric unit. The title molecule has twofold rotational symmetry along with the C–S bond. Classically no hydrogen bond is found in the crystal structure. The crystal structure is stabilized by π–π stacking and edge to face (C–H…π-ring) interactions. To elucidate conformational features and steric hindrances of the title molecule, selected torsion angle is varied from −180° to +180° in every 10° and thus molecular energy profile is calculated by PM3 semi-empirical method.Supplementary materials CCDC 261789 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: $+$44 1223 336033.     

Synthesis and structure determination of 7a-Aza-B-homostigmast-5-eno [7a, 7-d] tetrazole-3β-yl chloride (C29H47N4Cl)

7a-Aza-B-homostigmast-5-eno [7a, 7-d] tetrazole-3β-yl chloride (C₂₉H₄₇N₄Cl) was synthesized for its crystallographic analysis and to investigate the role of intra- and intermolecular interactions in steroids. It crystallizes in the monoclinic space group C2 with unit cell parameters: a = 38.481(2), b = 6.661(3), c = 11.111 (6) ?, β = 94.49 (4)^o; λ( MoKα) = 0.71069 ?, V = 2839(2) ?³, and Z = 4. The structure has been solved by direct methods using X-ray diffraction techniques. The final reliability index for the computed structure is 0.0597 for 1252 observed reflections. Except the five-membered ring, all other rings of the steroid nucleus exist in non-planar conformations. The structure is stabilized by C–H···N intermolecular interaction.Supplementary material CCDC-267926 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.an.uk/uk/conts/retrieving.html or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cambridge CB2 1EZ, United Kingdom; Fax: $+$44(0) 1223-336033; e-mail: deposit@ccdc.cam.ac.uk.     

Complexation with diol host compounds. Part 36: inclusion compounds of 1,1,6,6-tetraphenylhexa-2,4-diyne-1,6-diol with benzene, toluene and mesitylene

The title compound 1,1,6,6-tetraphenylhexa-2,4-diyne-1,6-diol (H) forms inclusion compounds with benzene, toluene and mesitylene. H·C₆H₆ (1) and H·C₇H₈ (2) crystallize in the triclinic space group P(-1) with unit cell dimensions for 1: a = 13.001(3) ?, b = 15.284(3) ?, c = 16.744(3) ?, α = 99.26(3)°, β = 74.78(3)°, γ = 64.96(3)°, Z = 4 and for 2: a = 12.922(3) ?, b = 15.159(3) ?, c = 16.562(3) ?, α = 68.12(3)°, β = 73.99(3)°, γ = 66.00(3)°, Z = 4. The hydroxyl groups of adjacent host molecules are involved in hydrogen bonding. H·C₉H₁₂ (3) exhibits a different packing arrangement with weak hydrogen bonding between the hydroxyl hydrogen of the host and the phenyl ring of the guest. The crystal system of compound 3 is monoclinic with space group C2/c, a = 23.750(5) ?, b = 8.4746(17) ?, c = 17.760(4) ?, α = 90°, β = 123.40(3)°, γ = 90°, Z = 4. The thermal behaviour of these compounds has also been studied.     

The hydrogen bonding in 2-amino-3-cyano-4-(3-nitrophenyl)-4,6-dihydro-5H-pyrano[3,2-c]quinolin-5-one N,N-dimethylformamide solvate monohydrate

The crystal structure of 2-amino-3-cyano-4,6-dihydro-4-(3-nitrophenyl)-5H-pyrano[3,2-c]quinolin-5-one N,N-dimethylformamide solvate monohydrate is determined by room temperature X-ray diffraction. The title compound 1, C₂₂H₂₁N₅O₆, is triclinic, space group P-1, a=9.109(2) ?, b=11.340(2) ?, c=12.485(2) ?, α=70.02(1)°, β=69.36(1)°, γ=67.32(1)°, Z=2, V=1081.4(4) ?³. It is interesting that a bridge-like hydrogen bond O–H···O is formed between the title compound and solvent molecules of water with molecular ratio of 2:2 building a bi-layer framework. In addition, there are two other types of classical hydrogen bonds N–H···N and N–H···O in the crystal structure.Supplementary material Crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-275001. Copies of available material can be obtained, free of charge, on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: +44-(0) 1223–336033 or e-mail: deposit@ccdc.cam.ac.uk).     

Crystal structures of substituted imidazolidine derivatives

The crystal structures of isoxazole, 3-[[dihydro-2-[(Z)-2-oxohyrazono]-1H-imidazol-1-(3H)-yl]methyl-5-phenyl-,N-oxide] (C₁₃H₁₃N₅O₃) (I), isoxazole,3-[[dihydro-2-[(Z)-2-oxohyrazono]-1H-imidazol-1-(3H)-yl]-methyl-5-(4-methylphenyl)-,N-oxide] (C₁₄H₁₅N₅O₃) (II) and isoxazole, 3-[[dihydro-2-[(Z)-2-oxohyrazono]-1H-imidazol-1-(3H)-yl]-methyl-5-(2-methoxyphenyl)-,N-oxide] (C₁₄H₁₅N₅O₄) (III) have been determined by X-ray diffraction studies. The compound I, crystallized in triclinic space group with unit cell dimensions a = 7.2405(7) ?, b = 7.9936(8) ?, c = 11.6573(11) ?, α = 97.801(2)°, β = 90.884(2)°, γ = 96.250(2)° and Z = 2. Compound II crystallized in orthorhombic space group Pna2₁ with unit cell dimensions a = 10.1778(10) ?, b = 28.228(3) ?, c = 5.1206(5) ?, and Z = 4. Compound III crystallized in monoclinic space group P2₁/n with unit cell dimensions a = 7.8439(9) ?, b = 7.8544(9) ?, c = 23.534(3) ?, β = 99.464(2)° and Z = 4. For all three compounds, the five-membered imidazolidine ring adopts an envelope conformation. The crystal structures are stabilized by both the intramolecular N–H···O and intermolecular N–H···N hydrogen bonding.     

Structures of two N-methylated tricyclic quinolones with antimalarial activity

The crystal structures of two N-methylated tricyclic quinolones were determined. 3-amino-6-methoxy-9-methyl-(1H)pyrazolo[3,4-b]-4-quinolone hydrate, C₁₂H₁₂N₄O₂ · H₂O (1) crystallizes in P-1 with a=11.5078(18) ?, b=13.0614(19) ?, c=9.0860(15) ?, α=106.229(4)°, β=108.378(3)°, γ=71.118(3)° and Z=4, while 2,4-diamino-10-methyl-9-methoxypyrimido[4,5-b]-5-quinolone, C₁₃H₁₃N₅O₂ (2) crystallizes in P2₁/n with a=10.6643(17) ?, b=10.1114(17) ?, c=11.3185(18) ?, β=99.351(4)° and Z=4. Both molecules are essentially planar, including the exocyclic groups. 1 and 2 have moderate antimalarial activity which seems to be related to the formation of intramolecular N – H · · · O=C hydrogen bonds; 1 does not form these bonds and has approximately twice the activity of 2. In both crystal structures there are extensive networks of N–H · · · O and N–H · · · N hydrogen bonds, and in 1 the water molecules of solvation form N–H · · · Ow, Ow–H · · · O=C and Ow–H · · · Ow bonds.     

Group 6 metal carbonyl complexes of a bulky phosphine: The crystal structures of tris(trimethylsilyl)phosphine-M(0)pentacarbonyl, M = chromium, molybdenum, and tungsten

The crystal structures of M(P{Si(CH₃)₃}₃)(CO)₅, M = Cr (1), Mo (2), and W (3), have been determined. Crystal data for 1, trigonal crystal system, space group = P3₁, a, b = 9.2118(6) ?, c = 22.416(3) ?, V = 1647.3(2) ?³, Z = 3; for 2, trigonal crystal system, space group = P3₂, a, b = 9.3394(3) ?, c = 22.7375(12) ?, V = 1717.56(12) ?³, Z = 3; trigonal crystal system, space group = P3₂, a, b = 9.3147(5) ?, c = 22.6955(16) ?, V = 1705.33(18) ?³, Z = 3. All three structures show distorted octahedral coordination environments around the metal center and exhibit especially long M–P bond distances, illustrating the unique steric and electronic properties of this bulky phosphine ligand. The ³¹P{¹H} NMR spectra of the compounds are also reported.     

Syntheses and crystal structures of two N-substituted thio-imidazoles

The syntheses and structures of two N-substituted thio-imidazoles are reported. The geometrical parameters for both compounds, including essentially planar imidazole rings, are consistent with previous structural studies of related materials. The only possible non-van der Waals’ interactions influencing the molecular packing are weak C–H⋯π bonds. Crystal data: C₁₂H₁₄N₂S (N-methyl-N′-2-phenylethyl-imidazol-2-thione), M _r = 218.31, monoclinic, P2₁/n, (No. 14), a = 6.8441(2) ?, b = 12.9960(4) ?, c = 13.4703(4) ?, β = 97.7729(16)°, V = 1187.12(6) ?³, Z = 4, R(F) = 0.039, wR(F ²) = 0.104. C₁₉H₂₀N₂S (N,N′-bis((s)-1-phenylethyl)imidazol-2-thione), M _r = 308.43, orthorhombic, P2₁2₁2₁ (No. 19), a = 10.4060(3) ?, b = 10.6712(3) ?, c = 14.8932(3) ?, V = 1653.81(7) ?³, Z = 4, R(F) = 0.038, wR(F ²) = 0.085.     

Synthesis,spectroscopic and structural studies of <Emphasis Type="Italic">N</Emphasis>-(1<Emphasis Type="Italic">H</Emphasis>-benzimidazol-2-yl)-<Emphasis Type="Italic">N</Emphasis>′-benzyl propionamidine

N-(1H-Benzimidazol-2-yl) propionimidic acid ethyl ester (1) reacts with benzylamine to yield the corresponding N-(1H-Benzimidazol-2-yl)-N′-benzyl proponamidine (2). The structure and conformation of the amidine 2 were determined by ¹H and ¹³C NMR and X-ray diffraction. The product crystallizes in monoclinic system with space group P2₁/c, a = 10.7913 ?, b = 15.5164 ?, c = 9.1130 ?, β = 108.378° and Z = 4. In the crystal there are two N–HN hydrogen bonds, the first is intramolecular H-Bond links H4 to N1; the second one is intermolecular and it links H2 to N3 of a second molecule leading to inversion-related dimers. The X-ray results were compared with those obtained by semi-empirical and ab-initio calculations.     

The synthesis and crystal structure of a new coordination polymeric adduct containing mercury iodide

A new organic-inorganic hybrid adduct, [HgI₂(dps)] _n (dps=4,4′-dipyridylsulfide), has been synthesized by the reaction of HgI₂ with dps in THF at room temperature. The structure characterization was performed by means of IR, elemental analyses and single crystal X-ray analysis. It crystallizes in space group P2(1)/c with a=5.5522(1) ?, b=12.127(2) ?, c=21.508(4) ?, β=91.84(3)°. The structure consists of distorted tetrahedral Hg(II) centers bridged by dps ligands to form one-dimensional linear chains with C–H···I interaction. Comparison of transition metal assemblies with dps showed that the dimensionality and structure of self-assembled supramolecule depend on the coordination preferences of metal ions, the geometry, bulk, and rigidity of ligands, the number and size of anions, and the supramolecular weak interactions.Supplementary material Crystallographic data for the structure reported in this article has been deposited in the Cambridge Crystallographic Data Center, CCDC No. 285579 for compound 1. The information may be obtained free of charge from the Director, CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK (fax: +44-1223-336033; e-mail: deposit@ccdc.cam.ac.uk or http://www.ccdc.cam.ac.uk).     

Br···HN, N···HC, Br···HC, and Br···Br intermolecular interactions as supramolecular synthons: Synthesis and crystal structure of bis(2-amino-5-methylpyridinium) tetrabromomercurate(II)

The bis(2-amino-5-methylpyridinium) tetrabromomercurate(II) (C₆H₉N₂)₂[HgBr₄] salt is triclinic, P1, with the following cell parameters: a=8.060(8) ?, b=9.035(9) ?, c=14.964(10) ?, α=96.032(19)°, β=90.317(15)°, γ=113.32(2)°, V=993.8(15) ?³, with Z=2 formula units. The crystal structure consists of alternating stacks of inorganic HgBr₄ ²⁻ anions and organic layers of 2-amino-5-methylpyridinium cations parallel to c-axis. The cohesion forces that connect molecules in the organic layers are N···HC hydrogen bonding and π–π stacking. The HgBr₄ ²⁻ units in the inorganic stacks are attracted via Br···Br intermolecular interactions.Supplementary material CCDC 270395 contains the supplementary crystallographic data. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by e-mailing at data_request@ccdc.cam.ac.uk, or by contacting the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: + 44(0)1223-336033.     

Intermolecular interactions involved in the crystal structure of 2-amino-5-methylpyridinium hexabromostannate (IV), (C<Subscript>6</Subscript>H<Subscript>9</Subscript>N<Subscript>2</Subscript>)<Subscript>2</Subscript>[SnBr<Subscript>6</Subscript>]

The salt bis(2-amino-5-methylpyridinium) hexabromostannate(IV) (C₆H₉N₂)₂[SnBr₆] is monoclinic, P2 ₁ /c, with the following cell parameters: a=9.1636(18) ?, b=28.767(7) ?, c=16.956(17) ?, β=101.008(5)°, V=4387.5(17) ?³, Z=8, formula units. X-ray crystallography revealed that the structure can be regarded as a semi-regular three-dimensional array of anions, with pairs of cations forming layers perpendicular to b axis in the cavities between the anions. The cohesion forces that connects molecules in the organic layers are hydrophilic N⋯HCH₂ and HN⋯HN hydrogen bonding as well as hydrophobic π-π stacking and CH₃⋯π interactions. Cations and anions are connected via strong Br⋯H hydrogen bonding. Supplementary material CCDC 276493 contains the supplementary crystallographic data. These data can be obtained free of charge via www.ccdc. cam.ac.uk/data_request/cif, by e-mailing data_ request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0)1223-336033.     

Two concomitant polymorphs of 3,3′,4,4′-tetrakis(phenylethynyl)-1,1′-[2,2,2,-trifluoro- 1-(trifluromethyl)ethanediyl]bisbenzene

A representative compound of bis-ortho-diynyl arene (BODA), with a general formula [(m,p)R₂–Ph]₂ –X, where R: –C≡C–Ph and X: >C(CF₃)₂ has been structurally characterized. The compound is being investigated as a monomer for high-performance polyarylene networks and glassy carbon precursors. The bis(trifluoromethyl) derivative crystallizes in two concomitant polymorphic forms. The two polymorphs form a monotropic system with melting points of 436 and 463 K. The metastable form yields monoclinic crystals (P2₁/n, Z=4). a=12.677(3) ?, b=11.677(2) ?, c=24.026(5) ?, β=93.79(3)°. The thermodynamically stable form is monoclinic as well (P2₁/c, Z=8), a=10.7983(6) ?, b=30.628(2) ?, c=21.648(1) ?, β=94.737(1)° with small voids indicating less efficient packing. The two polymorphs contain different conformers of the rotationally flexible molecule.     

A novel stable CuI complex based on an unconjugated bisanthryl-tethered diimine ligand with tri-coordinate mode

The first air-stable mononuclear Cu^I complex (1) based on an unconjugated bisanthryl-tethered diimine ligand has been synthesized and characterized by elemental analysis, ESI-MS, UV-vis, FT-IR spectra and TGA analysis. X-ray diffraction analysis at room temperature reveals that complex 1 crystallizes in a monoclinic system, space group P2₁/c with a=15.611(3) ?, b=24.412 (5) ?, c=15.430 (6) ?, β=114.49 (3)°, V=5351.3 (19) ?³, ρ _calc=1.359 g cm⁻³, μ=0.472 mm⁻¹ and Z=4. The crystal structure of 1 features a mononuclear tricoordinated complex with a distorted triagonal planar geometry. The Cu^I center is coordinated to three imine N atoms of two Schiff base ligands, while the remaining one imine N atom keeps uncoordinated. UV-vis absorption and emission spectra indicate that the complexation of metal ion has slight influence on the electronic structure of the ligand. TGA analysis confirms that complex 1 is stable up to 253°C.Supplementary materials Crystallographic data reported in this paper have been deposited with Cambridge Crystallographic Data center (CCDC no.282672). Copies of the data can be obtained free of charge from www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Center, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033; or deposit@ccdc. cam. ac.uk).     

Structures of Two (<Emphasis Type="Italic">E</Emphasis>)-3-Substituted Cinnamoylbenzotriazole 1-Oxides

Abstract  

The molecule of (E)-3-(3-MeOC₆H₄CH=CHCO)-benzotriazole 1-oxide, 2, has a very near planar structure, while the 2-nitrophenyl ring is rotated out of the plane of the remaining atoms in (E)-3-(2-O₂NC₆H₄CH=CHCO)-benzotriazole 1-oxide, 1. The nitrogen oxide bond lengths in 1 and 2 are 1.258 (6) and 1.2683 (15) ?, respectively, and are in the region found for related compounds. There are no strong intermolecular hydrogen-bonds in either compound, instead there are weak C–H···O intermolecular hydrogen-bonds and π···π stacking interactions in 1, and C–H···O, C–H···π, and π···π stacking interactions in 2. Different three-dimensional arrays are generated in each case. Compound 1 crystallises in the orthorhombic space group Pna2₁, with a = 25.061 (2) ?, b = 3.6997 (2) ?, c = 14.2623 (12) ? and Z = 4. Compound 2 crystallises in the triclinic space group P-1, with a = 5.7297 (3) ?, b = 10.8440 (6) ?, c = 11.4965 (6) ?, α = 89.689 (3)°, β = 76.019 (3)°, γ = 75.047 (3)°, Z = 2.     

Synthesis,Crystal Structure and DNA Binding Property of Diaquadi(4-methylbenzoyloxy)bis[2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide]cobalt(II)

Abstract  

A novel cobalt(II) complex of [Co(4-MePhCOO)₂(NITpPy)₂(H₂O)₂] (1), where NITpPy is short for 2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxy 3-oxide(C₁₂H₁₆N₃O₂), was synthesized and structurally characterized by X-ray diffraction analysis. The X-ray diffraction analysis reveals that 1 crystallizes in the triclinic space group P-1 with a = 6.7910(10) ?, b = 12.4421(15) ?, c = 12.9169(16) ?, α = 89.8470(10)°, β = 89.8480(10)°, γ = 76.991(2)°, and Z = 1. The Co atom in the complex is located on the center of inversion and lies in a distorted octahedral geometry defined by an N₂O₄ donor set. The interaction of 1 with calf thymus DNA (CT-DNA) was investigated by UV–vis absorption and emission spectroscopy, which indicating that 1 could bind to DNA through electrostatic interaction.     

Syntheses and crystal structures of two isomeric pyrazoles with ferrocenyl groups

Ferrocenoylacetone I reacts with terephthaloyl hydrazide in the presence of a catalytic amount of p-toluenesulfonic acid to afford complex 1 whereas acylation of 3(5)-ferrocenyl-5(3)-methylpyrazole II with terephthaloyl chloride leads to an isomer of complex 1, viz. complex 2. Two new complexes have been characterized by elemental analyses and IR,¹H NMR, UV spectra and structurally characterized by single-crystal X-ray crystallography. Complex 1 (C₃₆H₃₀Fe₂N₄O₂) crystallizes in the monoclinic space group P2₁/c, with lattice constants: a = 11.593(2) ?, b = 12.9962(17) ?, c = 10.0030(17) ?, β = 113.227(4)°, V = 1462.1(4) ?³, Z = 4, D _c = 1.505 g·cm⁻³, F(000) = 684, R ₁ = 0.0307, wR ₂ = 0.0739. Complex 2 (C₃₆H₃₀Fe₂N₄O₂) crystallizes in the monoclinic space group P2₁/n, with lattice constants: a = 12.2388(18) ?, b = 7.3200(15) ?, c = 17.288(4) ?, β = 90.89(3)°, V = 1466.9(5) ?³, Z = 2, D _c = 1.500 g·cm⁻³, F(000) = 684, R ₁ = 0.0410, wR ₂ = 0.1247. Supplementary material Full crystallographic data (CCDC No. 602174 for complex 1 and CCDC No. 602175 for complex 2) have been deposited at the Cambridge Crystallographic Database Centre and are available on request from the Director, CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK (Fax: +44-1223-336-033; Email:deposit@ccdc.cam.ac.uk or http://www.ccdc.cam.ac.uk).     

Crystal and molecular structure of palladium(II), copper(II) and zinc(II) complexes of 1-methyl-3-(4-methyl)phenyltriazen-1-oxide

The structures of palladium(II), copper(II) and zinc(II) bis(chelates) of 1-methyl-3-(4-methyl)phenyltriazen-1-oxide have been determined by single-crystal X-ray methods. The crystals of [Pd(OMeN₃C₆H₄Me-4)₂] (I) are triclinic witha=7.410(3),b=7.806(3),c=8.371(2) Å, =65.80(2), =88.73(3), =81.04(3)°,Z=1, space group . The crystals of [Cu(OMeN₃C₆H₄Me-4)₂] (II) are monoclinic,a=14.934(5),b=10.111(4),c=11.762(3) Å, =96.00(2)°,Z=4, space group P2₁/c. The crystals of [Zn(OMeN₃C₆H₄Me-4)₂] (III) are triclinic witha=7.912(2),b=10.056(2),c=11.600(2) Å, =87.31(3), =74.96(3), =74.02(3)°,Z=2, space group . The structures of (I), (II), and (III) were solved to final values ofR=0.029, 0.043 and 0.034, respectively. A planar structure has been found for (I), (II) exhibits a tetrahedrally distorted square planar structure, whereas (III) is tetrahedral. The crystals of all three complexes are held by networks of stacking interactions.     

Crystal structure of 3H-1,2-benzodithiol-3-one 1-oxide

The compound 3H-1,2-benzodithiol-3-one 1-oxide (2) has proven useful in modeling the reactivity of the novel antitumor antibiotic leinamycin (1). The crystal structure of this unusual sulfur heterocycle is reported here. The molecule crystallizes in the P-1 space group with cell parameters a = 7.168(4), b = 7.670(3), c = 7.922(3)Å, = 68.34(4), = 83.86(3), = 65.50(3),° and U = 367.8 ų.