The crystal structure of tetraphenylgermanium

Karipides, A.; Haller, D. A.

doi:10.1107/s0567740872007150

Cited by 48 publications

(23 citation statements)

References 2 publications

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“…Both the ipso phenyl C-E bond lengths in compounds 1-4 vary as expected because of the greater atomic radius of the group 14 elements in the order Si < Ge < Sn < Pb and are similar to those reported in the series Ph 4 E (2)(3)(4)(5). Bonds between E and benzyl groups are not well represented in the literature, with the exception of that in Ph 3 PbCH 2 C 6 H 5 (15).…”

Section: Periodic Trends In the Structural Data For Compounds 1-4supporting

confidence: 54%

“…All structures were solved by direct methods and refined using the PC version of the SHELEXTL PLUS crystallographic software by Siemens. 3 Full-matrix leastsquares refinement of F 2 against all reflections was carried out with anisotropic thermal parameters for non-hydrogen atoms. Hydrogen atoms for 1, 2, 3, and 5 were placed at calculated positions (C-H = 0.96 Å; U H = 0.08) during refinements, whereas those in compound 4 were located on a difference map.…”

Section: X-ray Structural Analysismentioning

confidence: 99%

“…The system (o-CH 3 SC 6 H 4 )CH 2 EPh 3 (E = Si (1), Ge (2), Sn (3), and Pb (4)) offers the capacity to examine intramolecular sulfur-metal interactions via a five-membered ring involving the ortho-thiomethyl group S atom (Fig. 1), such that the varying Lewis acidities of the elements toward sulfur may be evaluated.…”

Section: Introductionmentioning

confidence: 99%

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Lewis acidity of group 14 elements toward intramolecular sulfur in ortho-aryl-thioanisoles

Munguia¹,

Pavel²,

Kapoor³

et al. 2003

Can. J. Chem.

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The series of compounds (o-CH 3 SC 6 H 4 )CH 2 EPh 3 (E = Si (1), Ge (2), Sn (3), and Pb (4)) have been synthesized and characterized by NMR spectroscopy and by single crystal X-ray diffraction. Compounds 1 and 2 are isostructural with a triclinic crystal system and P-1 space group; however, morphotropic steps occur between Ge and Sn, and Sn and Pb. While the E-S distances in 1 and 2 are 3.985 and 3.974 Å, respectively,~100% of the sum of the respective van der Waals (vdW) radii, there is a notable distortion from tetrahedral geometry about E. Compound 3 is also triclinic with P-1 symmetry, but has two molecules in the unit cell that demonstrate a distorted tetrahedral geometry and intramolecular Sn-S distances of 3.699 and 3.829 Å, 88% and 91% of the sum of the vdW radii. Compound 4 has a Pb-S distance of 3.953 Å (91% of Σ vdW radii). The structure of the Grignard coupling product [o-(SCH 3 )C 6 H 4 CH 2 ] 2 is also reported.Résumé : On a réalisé la synthèse d'une série de composés de formule (o-CH 3 SC 6 H 4 )CH 2 EPh 3 dans lesquels E = Si (1), Ge (2), Sn (3) et Pb (4) et on les a caractérisés par spectroscopie RMN et par diffraction des rayons X par un cristal unique. Les composés 1 et 2 sont isostructuraux avec un système cristallin triclinique et un groupe d'espace P-1; toutefois, on notre des différences morphotropes entre le Ge et le Sn ainsi qu'entre le Sn et le Pb. Alors que les distances E-S dans les composés 1 et 2 sont respectivement de 3,985 et 3,974 Å, environ 100 % de la somme des rayons respectifs de van der Waals, on note une distorsion notable par rapport à la géométrie tétraédrique autour de E. Le composé 3 est aussi triclinique avec une symétrie P-1, mais la maille cristalline comporte deux molécules ce qui dé-montre la présence d'une géométrie tétraédrique déformée alors que les distances intramoléculaires Sn-S de 3,699 et 3,829 Å correspondent respectivement à 88 % et 91 % de la somme des rayons de van der Waals. Dans le composé 4, la distance Pb-S est de 3,593 Å (91 % de la somme des rayons de van der Waals). On a aussi déterminé la structure du produit de couplage de Grignard [o-(SCH 3 )C 6 H 4 CH 2 ] 2 .

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Section: Periodic Trends In the Structural Data For Compounds 1-4supporting

confidence: 54%

Section: X-ray Structural Analysismentioning

confidence: 99%

See 1 more Smart Citation

Lewis acidity of group 14 elements toward intramolecular sulfur in ortho-aryl-thioanisoles

Munguia¹,

Pavel²,

Kapoor³

et al. 2003

Can. J. Chem.

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“…Tetraphenylmethane is a member of an isostructural series which includes the compounds with Si,vGe, Sn and Pb as the central atom (Ismailzade & Zdanov, 1952;Busetti, Mammi, Signor & Del Pra, 1967;Chieh & Trotter, 1970;Glidewell & Sheldrick, 1971;Chieh, 1971Chieh, , 1972Karipides &Haller, 1972). Because of their relative simplicity, these structures have been the object of a theoretical calculation aimed at predicting both the intramolecular geometry and the intermolecular packing (Ahmed, Kitaigorodsky & Mirskaya, 1971).…”

Section: Introductionmentioning

confidence: 99%

A refinement of the crystal structure of tetraphenylmethane: three independent redeterminations

Robbins¹,

Chesick²,

Donohue³

et al. 1975

Acta Crystallogr Sect B

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Tetraphenylmethane, C2sH20, tetragonal, P~21c (D~a), a=10"896 (2), c=7.280 (1)/~ at 20°C; Z=2, molecular symmetry ~, Dm= 1 "217, Dx = 1"226 g cm-3. Three independent three-dimensional refinements of an earlier two-dimensional analysis. The structural parameters are ~ = 7.5, 0 = 49"2 °. The central C-C bonds are 1.553 (3)/~ (corrected) and the central valence angles are unequal; 106.7 (2) and 110.9 (2) °. The diameters of the phenyl rings are 5"0 ° from collinearity with the central C-C bonds. The phenyl C-C distances are within +0.012 (2"4cr) of the mean of 1"393/~, (corrected). There is a closure of the phenyl ring angle of 3"0 ° (10a) at C(1) compared with the others which average 120"5 °. The small departures from planarity of the benzene ring are no greater than 0.010/~.

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“…The compounds crystallise in the tetragonal system, space group P42]C, Z=2 [1][2][3][4][5][6][7]. The molecule symmetry in the crystal is 4.…”

Section: Introductionmentioning

confidence: 99%

Molecular Motion in Tetraphenyltin Studied by NMR

Pajzderska

Wąsicki

Lewicki

1999

Zeitschrift Für Naturforschung A

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NMR second moment and spin-lattice relaxation times in the laboratory (60 and 25 MHz) and in the rotating frame (B { = 2.1 mT) were studied for polycrystalline tetraphenyltin Sn(C 6 H 5 ) 4 in a wide temperature range. Two kinds of motions were detected: isotropic rotation of whole molecules and reorientations/oscillations of phenyl rings. A dependence of the potential energy of the molecule in the crystal on the angle of the phenyl ring rotation about the Sn-C bond was obtained on the basis of atom-atom calculations. The amplitude of the ring-oscillations at 133 K was estimated as ± 7°. Below room temperature the magnetisation recovery is significantly non-exponential, which may be interpreted as due to the correlated motion of phenyl rings.

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The crystal structure of tetraphenylgermanium

Cited by 48 publications

References 2 publications

Lewis acidity of group 14 elements toward intramolecular sulfur in ortho-aryl-thioanisoles

Lewis acidity of group 14 elements toward intramolecular sulfur in ortho-aryl-thioanisoles

A refinement of the crystal structure of tetraphenylmethane: three independent redeterminations

Molecular Motion in Tetraphenyltin Studied by NMR

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