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.     

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.     

Synthesis, Spectroscopic Characterization and Crystal Structure of a New Acetyl phosphorylamidate P(O)[NHC(O)C6H4(4-NO2)][N(CH(CH3)2)(CH2C6H5)]2

Abstract  

A new acetyl phosphorylamidate P(O)[NHC(O)C₆H₄(4-NO₂)][N(CH(CH₃)₂)(CH₂C₆H₅)]₂ has been synthesized and characterized by elemental analysis, ¹H, ¹³C and ³¹P NMR, IR and single crystal X-ray diffraction. Single crystal X-ray analysis shows that it belongs to triclinic system, space group P[`1] P\bar{1} , with a = 10.5868(16) Å, b = 11.8058(18) Å, c = 12.4364(19) Å, α = 65.410(3)°, β = 67.492(4)°, γ = 85.879(3)°, V = 1,298.6(3) Å³, and Z = 2. The intermolecular PO···HN hydrogen bond makes H-bonded dimer of molecule with Ci symmetry. In the crystal network, the dimers are aggregated in the chain arrays through π-stacking between p-NO₂–C₆H₄–C(O)–NH– moieties. Moreover, weak C–H···O and C–H···π interactions exist in the crystal network.     

A microporous coordination polymer with 1-D channels constructed from a basic reaction system

A ytterbium coordination polymer, {[Yb₂(OH)₂(atpt)₂]·0.5H₂O} _n , (atpt = 2-aminoterephthalate) was synthesized by using the reaction of YbCl₃·6H₂O with 2-aminoterephthalic acid under hydrothermal condition and structurally characterized by single-crystal X-ray diffraction method. The Yb(III) complex crystallizes in the monoclinic system P2/c with a = 13.1306(9) ?, b = 7.8049(5) ?, c = 21.5601(12) ?, β = 111.481(3)°, V = 2056.1(2) ?³, Z = 4. There are two crystallographically independent Yb³⁺ ions in the crystal, in which one is seven-coordinate, the other is eight-coordinate, and both of them are in oxygen environments. The ligand atpt adopts two coordination modes, bis(bridging bidentate) and bis(chelating and bridging tridentate). In addition, every hydroxyl group adopts μ₃-O mode linking three Yb³⁺ ions. It is through the linkage of atpt and hydroxyl group that ytterbium ions are linked together to form a 3-D structure with an open metal–organic framework.     

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.     

X-ray structure analysis of 1-(4-bromophenyl)-3-(4-chlorophenyl)-prop-2-en-1-one

The title compound crystallizes in the monoclinic space group P2₁/c with unit cell parameters a = 15.6239(15) ?, b = 14.0537(14) ?, c = 5.8396(5) ?, β = 92.666(3)°, V = 1280.8 (2) ?³, and Z = 4. The final reliability index is 0.0538 for 2921 observed reflections. Two phenyl rings of the title molecule are not coplanar, with a dihedral angle of 46.3(0)°. The molecular planarity of this substituted chalcone is strongly affected by the 4′-bromo group. The crystal cohesion is accentuated by π···π, C–H···Br interactions and R₃ ¹ (11) hydrogen bond.     

Synthesis,Crystal Structures,and Antibacterial Activity of Two Hydrazone Derivatives 3-Methoxy-<Emphasis Type="Italic">N</Emphasis>′-(3,5-Dibromo-2-Hydroxybenzylidene)Benzohydrazide Methanol Solvate and 3-Methoxy-<Emphasis Type="Italic">N</Emphasis>′-(2,4-Diclorobenzylidene)Benzohydrazide

Abstract  

Two new hydrazone compounds with the formulae C₁₅H₁₂Br₂N₂O₃·CH₃OH (1) and C₁₅H₁₂Cl₂N₂O₂ (2), were prepared and characterized by elemental analysis, IR spectra and single-crystal X-ray determination. Compound (1) crystallizes in the triclinic space group P-1 with unit cell dimensions a = 7.654(1) ?, b = 13.801(2) ?, c = 16.904(2) ?, α = 90.772(2)^o, β = 101.721(2)^o, γ = 95.891(2)^o, V = 1738.1(4) Ǻ³, Z = 4, R ₁ = 0.0495 and wR ₂ = 0.1161. Compound (2) crystallizes in the triclinic space group P-1 with unit cell dimensions a = 8.296(1) ?, b = 12.987(2) ?, c = 14.121(2) ?, α = 88.922(2)^o, β = 87.960(2)^o, γ = 84.130(2)^o, V = 1512.3(4) Ǻ³, Z = 4, R ₁ = 0.0526 and wR ₂ = 0.1220. The single crystal structure analysis indicates that compound (1) consists of two nearly coplanar hydrazone molecules and two methanol molecules which link to the hydrazone molecules through O–H···O hydrogen bonds, while compound (2) consists of two independent distorted hydrazone molecules. In the crystal structure of (1), adjacent two hydrazone molecules are linked with methanol molecules through intermolecular hydrogen bonds of O–H···O and N–H···O, forming a dimer. In the crystal structure of (2), molecules are linked through intermolecular N–H···O hydrogen bonds, forming chains running along the a axis.     

α-Li3InF6, a ternary fluoride with a new structure type

Reaction of anhydrous binary fluorides LiF and InF₃ in sealed platinum tube at the temperature gradient 680/670°C yields α-Li₃InF₆. This low-temperature form crystallizes in the space group P2₁/m with the cell dimensions a = 4.797(3) Å, b = 8.679(1) Å, c = 10.366(1) Å and β = 90.90(1)°. The framework is built from InF₆ and LiF₆ octahedra, beside [Li₂F₆] bitetrahedra. The b-axis seems to be the backbone in the structural features. Running along it, zigzag anionic chains , resulting from one—edge shared [Li₂F₁₀] groups and double files of single InF₆ octahedra sharing common corners with [Li₂F₆], create an approximately hexagonally packed framework in the plane (1 0 0). The antiferroelectric behaviour evident from dielectric studies is confirmed by the antiparallel displacements of In and Li atoms from octahedral centres. This structure is mainly featured by the disorder observed in the lightest atoms. These atoms, which exhibit two kinds of environments, have been refined as two partially occupied sites for the tetrahedral one. Within the Li₃MF₆ compounds (M: trivalent or 3d element), this new structure reveals unexpected structural features, inducing its ferroic properties.     

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.     

Crystal Structure,Conformation and Vibrational Analysis of a Mannich Base: 2-[(phenylamino) methyl]-isoindole-1,3-dione

Abstract  

The crystal structure of 2-[(phenylamino) methyl]-isoindole-1,3-dione, C₁₅H₁₂N₂O₂, crystallizes in the triclinic space group Pī with cell parameters of a = 7.1176 (2) ?, b = 8.5533 (3) ?, c = 10.9163 (4) ?, α = 95.937 (2)°, β = 102.975 (2)°, γ = 108.474 (2)°, V = 603.18 (4) ?³ and Z = 2. This indole derivative is a Mannich base in which a methyl group bridges the molecules of phthalimide and aniline molecules. The dihedral angle between the phthalimide and aniline is 75.47 (3)°. The molecules of the title compound forms a centrosymmetric hydrogen-bonded dimer through a pair of N–H···O hydrogen bonds. C–H···π and an extensive π···π interactions, in addition, stabilize the molecular structure. The compound presented here is V-shaped, the angle at the methyl bridge [N–C–N] being 115.04 (12)°. Present study reports the conformation and hydrogen bonding interactions which play an important role in biological functions. Vibration analysis complement the structure analysed.     

N,N′-Dihydrogenpiperazonium dichloridobis(dimethylglyoximato-k2N,N′)cobaltate(III) Dihydrate

Abstract  

The title complex: C₄H₁₂N₂[Co(C₄H₇N₂O₂)₂Cl₂]₂·2H₂O, viz., PpH₂[Co(dmgH)₂Cl₂]₂·2H₂O, where, dmgH⁻ = dimethylglyoximate and Pp = piperazine was synthesized and analyzed by single crystal XRD studies. The complex was grown as brown crystals by the slow evaporation method in ethanol. The complex crystallizes as triclinic with the space group p[`1] p\overline{1} and unit cell parameters a = 8.4521 (10) Å, b = 10.0999 (11) Å, c = 10.8952(13) Å; α = 94.066(6)°, β = 106.047(6)° and γ = 100.901(6)°. There are two complex molecules present in the unit cell. The short intra molecular O–H···O hydrogen bonds link the glyoximate moieties in the crystal.     

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.     

Hydrogen Bonded Supramolecular Assembly in N6-Benzyladeninium Nitrate and N6-Benzyladeninium 3-Hydroxy Picolinate: A Synthetic Cytokinin

Abstract  

N ⁶-benzyladeninium nitrate, (1), C₁₂H₁₂N₅ ⁺ NO₃ ⁻ crystallizes in P2 ₁/c, with a = 15.0035(13), b = 5.3788(5), c = 16.8954(13) ?, β = 107.331(6)°, Z = 4 and N ⁶-benzyladeninium 3-hydroxy picolinate, (2), C₁₂H₁₂N₅ ⁺ C₆H₄NO₃ ⁻, crystallizes in P1, with a = 8.3017(4), b = 14.6170(7), c = 14.7909 (8) ?, α = 78.801 (4), β = 81.979 (4),γ = 88.849 (4)°, Z = 4. In both the salts, the cation exists as N(7)H tautomer with protonation at the N₃ atom. The dihedral angle of 76.64 (16)° for (1), 67.91(12)° for (cation A) and 68.27 (13)° for (cation B) in (2), between the adenine plane and phenyl ring plane, the distal orientation of the N6 substituent with respect to the imidazole ring and the free N1 position, make these benzyladeninium cations meet all the requirements necessary for cytokinin activity. The crystal structures are stabilized by N–H···N, N–H···O, C–H···O hydrogen bonds and C–H···π stacking interaction between symmetry related benzyladenine molecule.     

Crystallographic and Conformational Analysis of [(<Emphasis Type="Italic">E</Emphasis>)-2-[(3-Chlorophenylimino)methy])-4-methoxyphenol]

Abstract  The crystal structure of C₁₄H₁₂ClNO₂ was determined by X-ray analysis. It crystallizes in the triclinic space group Pc with a = 12.5346(10) ?, b = 4.5101(3) ?, c = 12.0534(11) ?, α = 90.00o, β = 113.669(6)o, γ = 90.00o, Z = 2, Dx = 1.393 mg/m³, μ (MoK_α) = 0.298 mm⁻¹. The title compound is photochromic and molecule is non-planar. It adopts a phenol–imine tautomeric form with a strong intramolecular O–H···N hydrogen bond and a strong intermolecular C–H···O hydrogen bond. Minimum energy conformations AM1 were calculated as a function of the three torsion angles θ1(C10–C9–N1–C8), θ2(C9–N1–C8–C1) and θ3(N1–C8–C1–C6), varied every 10°. As in the X-ray experiment results, molecule has an angle that makes it non-planar between two aromatic rings in AM1 optimized geometry. Graphical Abstract  Molecular and crystal structure of [(E)-2-[(3-chlorophenylimino)methy])-4-methoxyphenol], C₁₄H₁₂ClNO₂, have been determined by single crystal X-ray diffraction study, and conformational analysis of the title molecule with respect to the selected torsion angle has been achieved by AM1 semi-empirical calculations.      

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.     

Intermolecularly Associated Carboxylic Acid Dimers in the Supramolecular Assembly of (R)-1,4-Benzodioxane 2-Carboxylic Acid

Abstract  The title compound, C₉H₈O₄, (I), crystallizes in the monoclinic space group P 21/c with unit cell parameters a = 7.3380(5) ?, b = 9.3790(7) ?, c = 12.3172(9) ?, β = 90.687(7)°, Z = 4. The molecule consists of a benzene ring fused to a 1,4 dioxane ring in a half-chair conformation with a carboxylic acid group bonded at the dioxane 2-position. The carboxylic acid group forms a classic O–H···O hydrogen bonded dimer with an O···O distance of 2.6292(12) ? in a R₂² (8) graph-set motif which links the molecules into pairs around inversion centers in a supramolecular assembly in the unit cell. The dihedral angle between the mean planes of the R₂² (8) graph-set motif’s of two adjacent dimers in the unit cell is 75.7(5)°. The mean plane of an R₂² (8) graph-set motif makes an angle of 88.4(5)° with the mean plane of the benzene ring in the same dimer and 13.1(2)° or 13.4(7)° with the mean plane of a benzene ring from an adjacent dimer. Additional weak Cg π-ring intermolecular interactions significantly influence the bond distances, bond angles and torsion angles of the dioxane ring and attached carboxyl group. Comparison to a MOPAC AM1computational calculation provides support to these observations. Graphical Abstract  The association of carboxylic acid dimers in the supramolecular assembly of (R)-1,4-benzodioxane 2-carboxylic acid is investigated by examination of its crystal structure. Its geometric and packing parameters are described and compared to a MOPAC AM1 computational calculation. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Crystal Structure of [4-(Methylsulfanyl)Phenyl]Acetic Acid

Abstract  

The title compound, C₉H₁₀O₂S, (I), crystallizes in the triclinic space group, P − 1, with unit cell parameters a = 6.2249(3), b = 7.3733(5), c = 19.5708(12), Å, α = 86.746(5)°, β = 88.682(5)°, γ = 86.988(5)°, Z = 4. The molecule consists of a methyl sulfanyl group bonded to benzyl acetic acid at the 4 position crystallizing with two molecules in the asymmetric unit. The carboxylic acid group from the acetic acid moiety in these two molecules forms a classic O–H···O hydrogen bonded dimer with O···O distances of 2.673(2) and 2.646(2) Å, in a R₂² (8) graph-set motif which link the molecules into pairs around inversion centers in the unit cell. The dihedral angles between the mean planes of the R₂² (8) graph-set motif with the mean planes of the two nearby benzyl groups within the same dimer in the unit cell are 64.1(6)° and 71.3(4)°, respectively. Within the same dimer the dihedral angle between the two benzyl groups is 45.2(1)°. The structure is supported by a weak intermolecular C–H···Cg π-ring interaction and gives support to molecular packing stability in the unit cell. Comparison to a MOPAC AM1 computational calculation provides support to these observations.     

An X-Ray Crystallographic Study of Five Compounds from a Series of 1,x-<Emphasis Type="Italic">bis</Emphasis>-(4-Oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)alkanes

Abstract  

The crystal structures of a series of bis-(4-oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)alkanes, compounds 5 to 9, have been determined by single crystal X-ray diffraction analysis. The structural parameters of the triazinone rings in the five compounds do not display systematic differences with respect to those reported for a few analogous compounds. The benzotriazinone rings in 5 and 9 are almost perpendicular to the alkylic chain. The molecules in the crystal packing are linked by means of a weak C–H···X H-bond (X = N/O). Compound 6 has two independent molecules in the asymmetric unit; one of the molecules displays disorder within the benzotriazinone moiety linked in position 1 to the propane alkylic group. The disordered molecule displays two conformations of the benzotriazinone linked in position 1 to the propane bridge. Compound 8 also displays disorder within the benzotriazinone moiety linked in position 1 to the pentane alkylic spacer group. The molecules of compound 7, in the crystal packing, also form intra and inter-molecular C–H···X (X = N/O) hydrogen bonds. None of these compounds show any tendency to adopt a folded conformation with intramolecular π–π stacking between benzotriazinone units. Crystal data: 5 C₁₆H₁₂N₆O_2, monoclinic, space group P2 ₁ /c, a = 4.8370(2)?, b = 14.7845(7)?, c = 10.0837(4)?, β = 95.430(2)°, V = 717.88(6)?³, for Ζ = 2; 6 C₁₇H₁₄N₆O_2, triclinic, space group P-1, a = 7.4237(4)?, b = 14.4738(9)?, c = 15.0359(10)?, α = 91.871(3)°, β = 92.147(3)°, γ = 101.233(3)°, V = 1582.2(2)?³, for Ζ = 4; 7 C₁₈H₁₆N₆O_2, monoclinic, space group C2/c, a = 33.8886(10)?, b = 6.4593(2)?, c = 16.0608(6)?, β = 102.298(1)°, V = 3435.0(2)?³, for Ζ = 8; 8 C₁₉H₁₈N₆O_2, triclinic, space group P-1, a = 7.2592(2)?, b = 7.6795(2)?, c = 16.1003(5)?, α = 85.292(1)°, β = 81.367(1)°, γ = 88.377(1)°, V = 884.26(4)?³, for Ζ = 2; 9 C₂₀H₂₀N₆O_2, monoclinic, space group P2 ₁ /c, a = 7.2668(2)?, b = 4.5612(1)?, c = 28.1993(12)?, β = 97.313(2)°, V = 927.07(5)?³, for Ζ = 2.     

Single Crystal XRD Structure Determination and Analysis of Bis(2,9-Dimethyl-1,10-Phenanthroline-κ2N,N′)(Sulfato-κ2O,O′)Nickel(II), Hydrate (NiNeo2SO4·H2O; Neo: 2,9-Dimethyl-1,10-Phenanthroline)

Abstract  

The title compound is monomeric with a Ni(II) hexacoordinated center. The coordination sphere is formed with four nitrogens from two neocuproine molecules and two oxygens from a sulfate ion that acts as a bidentate ligand. A water molecule completes the formula with an important role in the stabilization of the structure through the formation of O_W–H···O_S bridges, in which it acts as a donor and interactions of the type C_ar–H···O_W and C_Met–H···O_W, where it is an acceptor group (W: water; S: sulfate; ar: arene; Met: methyl). The compound is monoclinic, space group P2₁ /c with a = 14.4829(4) ?, b = 14.4563(4) ?, c = 12.1559(3) ?, β = 94.407(1)°, V = 2,537.55(12) ?³ and Z = 4. The structure was solved by direct methods with a conventional R (on F) = 0.0359 for 4841 reflexions with Fo > 4σ(Fo). Three levels of super-structural hierarchy can be identified in the crystal construction: (1) the primary structure corresponding to the molecular skeletons of their building blocks, the isolated complex itself and the water molecule, (2) an 1D supramolecular array that form chains through a non-covalent polymerization via interactions O_W–H···O_S, C_ar–H···O_W, C_ar–H···O_S and C_Met–H···O_W and (3) finally the 3D macroscopic conglomerate formed through inter-chains interactions C_ar–H···O_W, C_ar–H···O_S, C_Met–H···ar and offset stacked arene–arene.     

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).