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  • 1
    ISSN: 1573-1111
    Keywords: X-ray structure analysis ; cyclopropanedicarboxylic acid host ; dimethyl sulphoxide ; crystalline complex ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The crystal structures of the unsolvatedtrans-3,3-bis(4-methylphenyl)cyclopropane-1,2-dicarboxylic acid (1) and of its inclusion compound with dimethyl sulphoxide,1·DMSO (1:2), have been studied by X-ray diffraction. Crystals of1 show triclinic symmetry (P $$\bar I$$ ) withZ = 4 and the unit cell dimensionsa = 7.617(2),b = 15.321(4),c = 15.297(3) Å,α = 109.76(2),β = 103.47(1),γ = 89.87(2)°. FinalR = 0.037 for 3601 reflections collected atT = 153(1) K. Crystals of1·DMSO (1: 2) are monoclinic (P21/n) withZ = 4 and cell dimensionsa = 10.744(1),b = 10.806(1),c = 21.302(2) Å,β = 101.68(1)°. The clathrate structure was refined toR = 0.034 for 1671 reflections obtained atT = 173(1) K. In the unsolvated host compound cyclic pairs of O-H ... bonds, commonly observed in carboxylic acids, couple the carboxylic functions two by two, thus giving rise to endless chains due to the bifunctionality and thetrans position of the acid groups of1. The complex with DMSO as guest, however, consists of distinct hydrogen-bonded 1:2 host-guest associates, held together by weak intermolecular interactions.
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  • 2
    ISSN: 1573-1111
    Keywords: Inclusion compounds ; X-ray crystal structure analysis ; coordinatoclathrates ; carboxylic host ; guest alcohos ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 1,1'-Binaphthyl-2,2'-dicarboxylic acid (1) forms crystalline inclusion compounds with 1-PrOH (2:1) andt-BuOH (1:1). X-ray crystal structures of the two inclusion compounds are reported. Crystals of1·1-PrOH (2: 1) show triclinic ( $$P\bar 1$$ ) symmetry with the unit cell dimensionsa = 10.160(1),b = 14.050(2),c = 15.167(1) Åα = 100.37(1),β = 104.40(1), andγ =94.82(1)°. Crystals of1s·t-BuOH (1: 1) are monoclinic (P21/n) with the cell dimensionsa = 10.603(5),b = 14.377(4),c = 15.664(7) Å,β = 104.24(4)°. In both structures, H-bonded loops involving host −000H functions and guest −OH groups establish the supramolecular association. They relate these coordinatoclathrates to previous alcohol inclusions of1. Due to the unusual 2:1 (host: guest) stoichiometry, additional dimer-like interactions between −000H groups of host molecules are found in the 1-PrOH inclusion compound. From the point of view of topology these structures can be referred to as channel inclusion compounds.
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  • 3
    ISSN: 1573-1111
    Keywords: Thiourea ; tetraalkylammonium salt ; bicarbonate dimer ; hydrogen bonding ; inclusion compound
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract New inclusion complexes R4N+HCO 3 − ·x(NH2)2CS·yH2O (1, R=C2H5,x=1,y=1;2, R=n−C3H7,x=2,y=0;3, R=n−C4H9,x=3,y=0) have been prepared and characterized by X-ray crystallography. Crystal data, MoK α radiation:1, space groupPbca,Z=8,a=8.839(2),b=14.930(3),c=24.852(5) Å, andR F=0.063 for 1419 observed data;2, space groupC2221,Z=8,a=8.521(3),b=16.941(4),c=32.022(7) Å,R F=0.054 for 1689 observed data;3, space group $$P\bar 1$$ ,Z=2,a=9.553(2),b=12.313(3),c=14.228(4) Å, α=90.44(2),β=103.11(2), γ=110.12(2)°,R F=0.044 for 3925 observed data. In the crystal structure of1, the thiourea molecules form hydrogen-bonded zigzag ribbons running parallel to thea axis, and the cyclic dimeric bicarbonate moieties (HCO 3 − )2 together with water molecules behave likewise. A puckered layer is formed by further lateral hydrogen bonding between these two types of ribbons, and the (C2H5)4N+ cations occupy the space between adjacent layers. In the crystal structure of2, the thiourea ribbons are cross-linked orthogonally by (HCO 3 − )2 unitsvia N−H...O hydrogen bonds to form a composite double layer. Half of the cations are enclosed within and the other half sandwiched between these double layers. In the crystal structure of3, the thiourea molecules form puckered double ribbons running in the [110] direction. The host framework is constructed by cross-linking the double ribbons with bridging bicarbonate dimers, yielding two channel systems aligned parallel to [100] and [111] that accommodate the cationic guests. The structural relationship between the present complexes and the classical thiourea channel adducts is discussed.
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  • 4
    ISSN: 1573-1111
    Keywords: Urea ; tetraethylammonium ; tetraethylphosphonium ; hydrogen bonding ; inclusion compound
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract New inclusion complexes (C2H5)4E+Cl-⋅2(NH2)2CO(1, E = N; 2, E = P) have beenprepared and characterized by X-ray crystallography. Crystal data, MoKα radiation: 1, space group P21/c,Z = 4, a = 10.492(6), b = 14.954(8), c = 10.335(6) Å, β = 91.02(5)°, R F = 0.050 for 1527 observed data; 2, space group Pmn21, Z = 2, a = 7.446(1), b = 9.200(2), c = 12.753(3) Å, R F = 0.079 for 519 observed data. In compound 1 the tetraethylammonium ions are sandwiched between puckered layers, which are constructed from the linkage of chloride ions and wide urea ribbons each composed of a broadside arrangement of centrosymmetric hydrogen-bonded urea dimers. In the crystal structure of 2, hydrogen-bonded urea ribbons running parallel to [100] are connected by chloride ions to generate a sawtooth wave layer, and stacked columns of tetraethylphosphonium cations are sandwiched between adjacent layers. Supplementary Data relating to this article have been deposited with the British Library as Supplementary Publication No. SUP 82216 (11 pages).
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  • 5
    ISSN: 1573-1111
    Keywords: Crystalline complex formation ; X-ray structure analysis ; triarylmethanol hosts ; acetone and amine guests ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A variety of triarylmethanol compounds including benzo condensed and laterally substituted derivatives 1–10 have been prepared and shown to act as crystallinehosts for the inclusion of organic solvents involving protic polar, aprotic dipolar and apolar molecules. The inclusion ability is ratherhigh for aprotic dipolar solvents while protic polarcompounds are only rarely enclathrated. Host 9 is an exception, being also efficient with alcohols and amines. Compound3 displays no inclusion formation under theexperimental conditions. X-ray crystal structures of the inclusion compound 1⋅acetone (2:1) and of two amineinclusion compounds of host 9 [9⋅ n-propylamine(1:1), 9⋅di-n-propylamine (1:1)] are reported showing the formation of H-bondedhost-guest associates as the common feature of supramolecular association. Supplementary data relating to this article have beendeposited with the British Library, No. SUP 82226 (10 pages).at Boston Spa, Wetherby, West Yorkshire, U.K., as Supplementary Publication.
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  • 6
    ISSN: 1573-1111
    Keywords: supramolecular chemistry ; hydrogen bonding ; second harmonic generation ; anionic framework/kwd
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A series of anilinium cations with various functional groups as substituents has been chosen to form salts with l-tartaric acid and d-dibenzoyl tartaric acid. The salts show second harmonic generation activities comparable to urea. The tartrate frameworks provide conformationally rigid hydrogen bonded frameworks for the incorporation of these cations. The SHG activity of these salts appear to depend upon the type of framework provided by the tartrate anions, which in turn decides the orientation of the cations.
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  • 7
    ISSN: 1573-1111
    Keywords: inclusion compounds ; Hofmann-T d -type clathrates ; IR study ; guest–host interactions ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Synthesis and IR spectra of novel Hofmann-T d -type aniline clathrates, M(NH3)2Zn(CN)4· 2C6H5NH2 (M = Zn or Cd) are reported for the first time. All the vibrational modes of aniline are characterised. The shifts in ν a (NH2) and ν s (NH2) reveal hydrogen bonding between the NH2 group of aniline and the cyanide group of the host lattice to be stronger than in Hofmann-type aniline clathrates. However, the out of plane deformation mode of aniline indicates absence of hydrogen bonding between ammonia and the π-cloud of the aniline ring. The related aniline clathrates with bridging Cd(CN)4 M(NH3)2Cd(CN)4· 2C6H5NH2 (M=Zn or Cd), exhibit similar behaviour.
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  • 8
    ISSN: 1573-1111
    Keywords: Thiourea ; tetraalkylammonium salt ; benzoate ; hydrogen bonding ; inclusion compound
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract New inclusion complexes (n-C3H7)4N+C6H5CO 2 − · 3(NH2)2CS (1), (n-C4H9)4N+[(C6H5CO2)2H]−·6(NH2)2CS (2) and (C2H5)4N+C6H5CO 2 − ·(NH2)2CS (3) have been prepared and characterized by X-ray crystallography. Crystal data, MoKα radiation: 1, space group P212121, Z = 4, a = 8.544(3), b = 14.588(4), c = 24.448(4) Å, and R1 = 0.062 for 1536 observed data; 2, space group Pbcn, Z = 4, a = 24.938(3), b = 8.911(1), c = 23.733(9) Å, and R1 = 0.055 for 2132 observed data; 3, space group P212121, Z = 4, a = 9.996(2), b = 10.122(4), c = 18.350(2) Å, and R1 = 0.049 for 1180 observed data. In the crystal structure of 1, the (n-C3H7)4N+ cations are stacked in a single column and accommodated within each channel built up by wide thiourea ribbons and benzoate ions via N—H···O hydrogen bonds. In the crystal structure of 2, the tetrabutylammonium cations are arranged in a zigzag column within each channel built of parallel corrugated thiourea layers that are inter-linked by dimeric [(C6H5CO2)2H]− groups through N—H·O hydrogen bonds. In compound 3 the (C2H5)4N+ cations are accommodated in ‘pseudo-channels’ generated from infinitely extended thiourea-benzoate composite ribbons.
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  • 9
    ISSN: 1573-1111
    Keywords: 15-crown-5 ; 18-crown-6 ; hydrogen bonding ; uranyl perchlorate ; low temperature crystal structure
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The reaction of UO2(ClO4)·nH2O with 15-crown-5 and 18-crown-6 in acetonitrile yielded the title complexes. [UO2(OH2)5] [ClO4]2·3(15-crown-5)·CH3CN crystallizes in the triclinic space groupPT with (at−150°C)a=8.288(6),b=12.874(7),c=24.678(7) Å, α=82.62(4), β=76.06(5), γ=81.06(5)°, andD calc=1.67 g cm−3 forZ=2 formula units. Least-squares refinement using 6248 independent observed reflections [F o≥5σ(F o)] led toR=0.111. [UO2(OH2)5] [ClO4]2·2(18-crown-6)·2CH3CN·H2O is orthorhombicP212121 with (at−150 °C)a=12.280(2),b=17.311(7),c=22.056(3) Å,D calc=1.68 g cm−3,Z=4, andR=0.032 (3777 observed reflections). In each complex the crown ether molecules are hydrogen bonded to the water molecules of the pentagonal bipyramidal [UO2(OH2)5]2+ ions, each crown ether having exclusive use of two hydrogen atoms from one water molecule and one hydrogen from another water molecule. In the 15-crown-5 complex the remaining hydrogen bonding interaction is between one of the water molecules and one of the perchlorate anions. The solvent molecule has a close contact between the methyl group and a perchlorate anion suggesting a weak interaction. There are a total of three U-OH...OClO3 hydrogen bonds to the two perchlorate anions in [UO2(OH2)5] [ClO4]2·(18-crown-6)·2CH3CN ·H2O. The remaining coordinated water hydrogen bond is to the uncoordinated 2H2O molecule, which in turn is hydrogen bonded to a perchlorate oxygen atom and an acetonitrile nitrogen atom. One solvent methyl group interacts with an anion, the other with one of the 18-crown-6 molecules. Unlike the 15-crown-5 structure, the hydrogen bonding in this complex results in a polymeric network with formula units joined by hydrogen bonds from one of the solvent molecules and the uncoordinated water molecule.
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  • 10
    ISSN: 1573-1111
    Keywords: Crown amide ; host-guest complex ; water inclusion ; crystal structure ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Crown amide (1) forms a stoicheiometric 1:1 inclusion complex with water, the X-ray crystal structure of which is reported. Crystals of1 · H2O are triclinic, space groupP1, witha=7.503(1),b=11.394(3),c=13.443(2) Å, α=107.066(18), β=96.627(10), γ=106.377(14)°, andZ=2.R F =0.039 for 1697 MoKα reflections [I〉3σ(I)] measured at 24°C. The structure features a hydrogen bonded hostguest relationship with concrete1 · H2O units. Hydrogen bonds are between the water oxygen and O(4), N(4), respectively. The crystal packing shows a cavity arrangement of four ligands around each water molecule.
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