Comparison of the dimensions and conformation of the sulfaguanidine moiety in sulfaguanidine monohydrate and <i>trans</i>-dichlorobis(sulfaguanidine)palladium(II)

Alléaume, M.; Gulko, A.; Herbstein, F. H.; Kapon, Moshe; Marsh, Richard E.

doi:10.1107/s0567740876003774

Cited by 39 publications

(10 citation statements)

References 30 publications

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“…It appears that oxygen does not interact with Pd in the same way as S and thus formation of (a) Table 11. The evidence for a trans influence* on d(Pd-C1) has been given by Allraume, Gulko, Herbstein, Kapon & Marsh (1976). The present, and other, results demonstrate a similar trans influence for d (Pd-S).…”

Section: Propellanes (Enes)supporting

confidence: 75%

Propellanes LXXIX. Comparison of the geometries of dithia[n.3.3]propellanes (n = 1, 2, 3) and dithia(and oxathia)[4.3.3]propellanes. Study of the influence of complexation with HgCl₂, I₂, CdCl₂ and PdCl₂ and of formation of sulfoxides on some of these compounds. Demonstration of the 'Klammer' effect. Structures of eighteen crystals

Herbstein¹,

Ashkenazi²,

Kaftory³

et al. 1986

Acta Crystallogr Sect B

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The room-temperature crystal structures of eighteen compounds are reported. (2) symmetry. There are only three exceptions to this non-mixing rule among thirty-odd of the many propellane structures reported in the literature. The considerable deviations found from ideal conformations are ascribed to crystal packing effects and, for molecules with n = 1 and 2, to the deviations from tetrahedrality at the bridgehead atoms; this serves to explain the 'Klammer' effect. The lowest-energy conformations from molecular-mechanics calculations are generally those found experimentally.

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Section: Propellanes (Enes)supporting

confidence: 75%

Propellanes LXXIX. Comparison of the geometries of dithia[n.3.3]propellanes (n = 1, 2, 3) and dithia(and oxathia)[4.3.3]propellanes. Study of the influence of complexation with HgCl₂, I₂, CdCl₂ and PdCl₂ and of formation of sulfoxides on some of these compounds. Demonstration of the 'Klammer' effect. Structures of eighteen crystals

Herbstein¹,

Ashkenazi²,

Kaftory³

et al. 1986

Acta Crystallogr Sect B

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“…Though most of the sulfonamides exist as amide tautomers, there are some well-known exceptions. Imide tautomers for crystals of sulfanylamide, sulfamethoxydiazine, sulfadoxine, sulfisoxazole, sulfothiazole, , and sulfaguanidine have been revealed earlier. Three polymorphic forms of sulpiride have been described in the works of Bar and Bernstein, all of them existing in an imide form.…”

Section: Results and Discussionmentioning

confidence: 80%

Sulfonamide Molecular Crystals: Structure, Sublimation Thermodynamic Characteristics, Molecular Packing, Hydrogen Bonds Networks

Perlovich

Ryzhakov

Ткачев

et al. 2013

Crystal Growth & Design

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The crystal structures of ten sulfonamides have been determined by X-ray diffraction. On the basis of our previous data, the obtained results and literature data crystal properties including molecular conformational states, packing architecture, and hydrogen bond networks were comparatively analyzed using graph set notations. Conformational flexibility of the bridge connecting two phenyl rings was studied. It was found out that the most frequently occurring graphs for compounds with a single hydrogen bond are infinite chains with four atoms included. The molecular packing architecture of the selected crystals may be conditionally divided into three different groups. The idea underlying such classification is the difference in structure and composition of molecular layers that can be singled out for most packings. The influence of various molecular fragments on crystal lattice energy was analyzed. A correlation between melting points and fragmental molecular interactions in the crystal lattices was obtained. The thermodynamic aspects of the sulfonamide sublimation were studied by determining the temperature dependence of vapor pressure using the transpiration method. A correlation between the Gibbs energy of the sublimation process and the melting points was found. Besides, a regression equation was derived to describe the correlation between the sublimation entropy terms and crystal density data calculated from X-ray diffraction results.

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“…Changes in the 0(2)-C(3)-C(S)-N (7) and C(3)-C(5)-N(7)-S(8) torsion angles, from -145.9 ( 15) and 79.8( 16)" in the free ligand (2) to -20.1(24) and -140.7(14)' in the complex ( l ) , comprise the most significant conformational differences between the two structures. The reorientation of the ligand about the C(carboxy)-C, and C,-N bonds has permitted the deprotonated nitrogen to bind to the copper ion and thus be shared by a five-membered chelate ring and an adjacent six-membered water-bridged chelate ring (Figure 1).…”

Section: Resultsmentioning

confidence: 99%

Crystal structures of N-benzenesulphonyl-DL-alanine and aqua-[N-benzenesulphonyl-DL-alaninato(2–)]copper(II) monohydrate: a model for metal ion–sulphonamide binding

Chaudhuri¹

1984

J. Chem. Soc., Dalton Trans.

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Comparison of the dimensions and conformation of the sulfaguanidine moiety in sulfaguanidine monohydrate and trans-dichlorobis(sulfaguanidine)palladium(II)

Abstract: The crystal structures of sulfaguanidine monohydrate [SG.H20; C7H10N4SO2.H20, monoclinic, a=

Cited by 39 publications

References 30 publications

Sulfonamide Molecular Crystals: Structure, Sublimation Thermodynamic Characteristics, Molecular Packing, Hydrogen Bonds Networks

Crystal structures of N-benzenesulphonyl-DL-alanine and aqua-[N-benzenesulphonyl-DL-alaninato(2–)]copper(II) monohydrate: a model for metal ion–sulphonamide binding

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