On the Structures of Two Crystalline Forms of Oxydiacetic Acid.

Herbertsson, Harald; Boman, Carl-Erik; Hopf, Henning; Waisvisz, Jacques M.; Hoeven, Marcel G. van der; Swahn, Carl‐Gunnar

doi:10.3891/acta.chem.scand.27-2234

Cited by 8 publications

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“…The oxydiacetate anion [oda = O(CH 2 COO) 2 2- ] is a versatile ligand having five potential oxygen-donor atoms from two carboxylate groups and from an ethereal function (Figure ) . It has been widely explored as a multidentate bridging and chelating unit toward several metal acceptors, − mainly d- − and f- 16-22 block metals.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes

et al. 2005

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Seven novel R2Sn(IV)-oxydiacetate (oda) and -iminodiacetate (ida) compounds of the form [R2Sn(oda)(H2O)]2 (R = Me, nBu, and Ph) (1-3), [(R2SnCl)2(oda)(H2O)2]n (R = Et, iBu, and tBu) (4-6), and [Me2Sn(ida)(MeOH)]2 (7) have been synthesized and characterized by IR, 1H, 13C, and 119Sn NMR (solution), solid-state 119Sn CPMAS NMR, and (119m)Sn Mössbauer spectroscopy. The crystal structure of [Me2Sn(oda)(H2O)]2, 1, shows it to be dinuclear (centrosymmetric), with two seven-coordinated tin atoms, bridged by one arm of the carboxylate group from each oda. By contrast, the crystal structure of [(Et2SnCl)2(oda)(H2O)2]n, 4, comprises a zigzag polymeric assembly containing a pair of different alternating subunits, {Et2SnCl(H2O)} and {Et2SnCl(H2O)(oda)}, which are connected by way of bridging oda carboxylates, thus giving seven-coordinate tin centers in both components. Finally, the structure of [Me2Sn(ida)(MeOH)]2, 7, also centrosymmetric dinuclear, is comprised of a pair of mononuclear units with seven-coordinate tin. The 119Sn solid-state CPMAS NMR and (119m)Sn Mossbauer suggest the presence of seven-coordinate Sn metal atoms in some derivatives and the existence of two different tin sites in the [(R2SnCl)2(oda)(H2O)2]n compounds.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes

et al. 2005

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“…The atoms of the TDPA molecule define better planes than do those of DTDPA. Hydrogen-bonded O...O distances (2.674A for TDPA and 2.658/k for DTDPA) are longer than those obtained for the acid salts (Herbertsson, 1976) but analogous to those in the free acids (Paul, 1967;Herbertsson & Boman, 1973).…”

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confidence: 85%

“…This confirms the intermolecular hydrogen bonds suggested by the bands in the infrared spectra between 2400-3200 cm -1 (Pimentel & McClellan, 1960). There can be no bifurcated hydrogen-bonded network in three dimensions similar to that in oxydiacetic acid (Herbertsson & Boman, 1973) because the O.-.O distance between parallel chains exceeds 3.1A.…”

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confidence: 99%

3,3'-Thiodipropionic and 3,3'-dithiodipropionic acids

Prout¹,

Hernández-Cassou²

1982

Acta Crystallogr Sect B

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Introduetlon. The crystal structures of the title compounds were determined as part of a series of investigations, comprising both solid and solution chemistry, on coordination compounds with potentially tridentate ligands containing a thioether or disulphide group. Colourless thin plates of 3,3'-thiodipropionic acid and 3,3'-dithiodipropionic acid were grown from a warm solution (aqueous for TDPA and ethanolic for DTDPA) which was left to evaporate at room temperature. Crystals were not air sensitive and precession photographs showed those of TDPA to be orthorhombic, with systematic absences: hk0: h + k = 2n + 1; hOl: h = 2n + 1; Okl: l = 2n + I, corresponding to space group Pcan [non-standard setting _+ (x,y,z; ½ -x, ½-y, ½-z; ½--x, ½ + y, z; x, V, ½ + z)], and those of DTDPA to be monoclinic, with systematic absences:hkl: h + k = 2n + 1; hOl: l = 2n + 1, consistent with space groups C2/c and Cc (the structure was refined successfully in C2/c).Single crystals, 0.60 x 0.30 x 0.15 mm for TDPA and 0.75 x 0.50 x 0.15 mm for DTDPA, were used for intensity-data collection on a Nonius CAD-4F automated diffractometer using graphite-monochromated Mo Ka radiation. Accurate unit-cell dimensions and the orientation matrix were obtained by least 0567-7408/82/010338-03501.00 squares from the setting angles of 25 reflexions. The intensities of reflexions with 0 < 25 o were measured by an o)/20 scan, a variable scan rate and an o~ scan angle of (1.5 + 0.35 tan 0) ° for TDPA and (1.3 + 0.35 × tan 0) ° for DTDPA. Some low-0 reflexions of DTDPA were so intense that they had to be recollected with one fifth of the usual filament current of the X-ray generator to avoid dead-time losses. 168 reflexions for TDPA and 174 for DTDPA with I < 3o(1), where o(I) is the standard deviation based on simple counting statistics, were not included in the subsequent calculations, which were based on the remaining 523 and 626 independent reflexions for TDPA and DTDPA, respectively. Lorentz and polarization corrections were applied but no correction was made for absorption.The structures were solved by the heavy-atom method and Fourier techniques, and refined using full-matrix least-squares methods. The S atom in TDPA is located in the special position 2(c). After refinement of positional and anisotropic thermal parameters for all non-hydrogen atoms, difference maps clearly indicated H-atom positions, which were included with isotropic temperature factors in the next cycles, C-H bonds being constrained to have the same length and angles as in sp 3 hybridization. In the last stage of refinement, each reflexion was assigned a weight w = 1/,,,r=X' n ~ ,4rTr(X) where n is the number of coefficients ,4 r for a Chebyshev series, T r is the polynomial function and X = IFol/bFo(max.)l. Three coefficients ,4 r were used, with values 101.1, 136.9 and 39.9 for TDPA and 15.1, 18.1 and 5.2 for DTDPA (Rollett, 1965; Carruthers & Watkin, 1979). The use of the weighting-scheme function shortened hydrogenbond lengths by 0.04-0.06 A. Final difference maps had no pe...

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“…3.585 (20) 0(7)-0(5") 3.113 (20) 0(6)-0(4") 3.384 (19) 0(7)--0(4 ii) 3.195 (20) 1973;Herbertsson & Boman, 1973) and lithium hydrogen oxydiacetate (Herbertsson, 1976). The nonhydrogen atoms in each half of the oxydiacetate ion in CDOXY III are nearly coplanar and the angle be-…”

Section: Lnteratomie Distances (A) and Angles (°) In The Coordinationmentioning

confidence: 99%

“…Several structures containing these anions in dif-ferent environments have already been determined (Albertsson, 1972;Albertsson, Grenthe & Herbertsson, 1973a,b;Malmborg & Oskarsson, 1973;: Whitlow, 1975Herbertsson, 1976), and the present investigation should give some new information about the geometry and chelating ability of the dif-ferent ligands. In order to get more material for comparison and more accurate interatomic distances the structures of oxydiacetic acid (Herbertsson & Boman, 1973) and iminodiacetic acid (Boman, Herbertsson & Oskarsson, 1974) were determined. Thiodiacetic acid was investigated earlier (Paul, 1967).…”

Section: Introductionmentioning

confidence: 99%

The structure of orthorhombic cadmium oxydiacetate trihydrate

Boman¹

1977

Acta Crystallogr Sect B

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On the Structures of Two Crystalline Forms of Oxydiacetic Acid.

Cited by 8 publications

References 0 publications

Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes

Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes

3,3'-Thiodipropionic and 3,3'-dithiodipropionic acids

The structure of orthorhombic cadmium oxydiacetate trihydrate

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On the Structures of Two Crystalline Forms of Oxydiacetic Acid.

Cited by 8 publications

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Synthesis and Spectroscopic and X-ray Structural Characterization of R2SnIV−Oxydiacetate and −Iminodiacetate Complexes

Synthesis and Spectroscopic and X-ray Structural Characterization of R2SnIV−Oxydiacetate and −Iminodiacetate Complexes

3,3'-Thiodipropionic and 3,3'-dithiodipropionic acids

The structure of orthorhombic cadmium oxydiacetate trihydrate

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Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes

Synthesis and Spectroscopic and X-ray Structural Characterization of R₂Sn^IV−Oxydiacetate and −Iminodiacetate Complexes