The crystal and molecular structure of 5,5-dimethyl-2-chloro-2-oxo-1,3,2-dioxaphosphorinane

Silver, Lawrence; Rudman, Reuben

doi:10.1107/s0567740872002778

Cited by 22 publications

(4 citation statements)

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“…When the axial substituent is bonded to the P atom by means of a nearly single bond the flattening of the ring increases and the dihedral angle of the chair in the phosphorus part of the ring decreases to 41.8-3.7 ° (Murayama & Kainosho, 1969;Rodgers, White & Verkade, 1971;Grand, Martin, Robert & Tordjman, 1975;Bartczak, Christensen, Kinas & Stec, 1976;Beineke, 1969;Silver & Rudman, 1972;Cameron, Gatdecki & KarolakWojciechowska, 1976;Cameron, KarolakWojciechowska & Zwierzak, 1977;Haque, Caughlan, Hargis & Bentrude, 1970;Bukowska-Strzy~ewska, Michalski, Mtotkowska & Skoweranda, 1976;Drew & Rodgers, 1972).…”

Section: Lixo--/'mentioning

confidence: 99%

Bis(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl) oxide

Bukowska-Strzyżewska¹,

Dobrowolska²

1978

Acta Crystallogr Sect B

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Abstract. C10H2007P2, orthorhombic, Pbca, a = 26.88 (2), b = 9.99 (1), c = 11.13 (1) ,~; V = 2988.8 A3; M r = 314.22; D x = 1.39, D m = 1.39 g cm-3; Z = 8; F(000) = 1328.0; 2(Cu Ka) = 1.5418 A; gr(Cu Ktt) ---0.6. The structure was solved by direct methods and refined by least-squares methods with anisotropic temperature factors to an R value of 0. 121 for 1179 observed reflections. The symmetry of the bicyclic molecules is C~. The conformation around the bridge bonds P-O-P is staggered. The two structurally independent dioxaphosphorinane rings have partially flattened chair conformations with the double-bonded O atom in an equatorial and the linking O atom in an axial position. An analysis of the causes of the flattening observed in the 1,3,2-dioxaphosphorinane rings was carried out and the structural results are compared with those for bis(5,5-dimethyl-2-oxo-l,3,2-dioxaphosphorinanyl) sulphide.

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Section: Lixo--/'mentioning

confidence: 99%

Bis(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl) oxide

Bukowska-Strzyżewska¹,

Dobrowolska²

1978

Acta Crystallogr Sect B

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“…The As-O-C angles (123.6 and 126.3 o) may seem large, but similar values were observed for P-O-C in 2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide (Silver & Rudman, 1972) and in 2a-bromo-5fl-bromoethyl-5 a-methyl-1,3,2-dioxaphosphorinane 2-oxide 3091 (Beineke, 1969 (Walton, 1966) as the major product of the reaction of 1,4-oxathiane (tx) with CuBr 2 in ethanol. It occurs as fine, almost colourless needles readily separated under the microscope from the minor product, green CuBr2.2tx.…”

mentioning

confidence: 65%

catena-Poly{copper(I)-di-μ-bromo-copper(I)-2,3:2,4-[bis-μ-(1,4-oxathiane-S:S)]-[di-μ-bromo-dicopper(I)]-3,1:4,1-[bis-μ-(1,4-oxathiane-S:S)]}

Barnes¹,

Paton²

1982

Acta Crystallogr Sect B

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“…II s'agit d'6tudes sur les oxo-2 dioxaphosphorinanes-l,3,2 (Corbridge, 1974;Khaikin & Vilkov, 1972;Silver & Rudman, 1972); les thiono-2 dioxaphosphorinanes-l,3,2 , les s616no-2 dioxaphosphorinanes-l,3,2 (Grand, Martin, Robert & Tordjman, 1975); ou sur des compos6s mixtes du type cyclophosphamides (Clardy, Mosbo & Verkade, 1974). Le nombre de ces ~tudes s'explique par l'int6r~t que pr6sentent les mol6cules de ce type pour la compr6-hension g6n6rale de la st6r6ochimie des d6riv6s organophosphor6s et leur r61e 6ventuel en chimioth6rapie (Fergusson, 1975).…”

Section: Introductionunclassified

Structure cristalline et moléculaire du méthyl-2 thiono-2 dithiaphosphorinane-1,3,2 et du chloro-2 thiono-2 dithiaphosphorinane-1,3,2

Grand¹,

Martin²,

Robert³

1976

Acta Crystallogr Sect B

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The crystal and molecular structure of 2-methyl-2-thiono-l,3,2-dithiaphosphorinane (I) and of 2-chloro-2-thiono-l,3,2-dithiaphosphorinane (II) has been determined from X-ray data by a direct method. In both cases, the unit cell is orthorhombic, space group Pbca, with a= 11.156 (3), b= 13.121 (2), c= 11.338 (3) A for (I) and a= 10.919 (3), b= 12-700 (16), c= 11.681 (1) A for (II). The two molecules have a chair conformation, with the P=S bond in the equatorial orientation. The flattening of the ring is smaller than in the corresponding 1,3,2-dioxaphosphorinanes.

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The crystal and molecular structure of 5,5-dimethyl-2-chloro-2-oxo-1,3,2-dioxaphosphorinane

Cited by 22 publications

References 0 publications

Bis(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl) oxide

Bis(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl) oxide

catena-Poly{copper(I)-di-μ-bromo-copper(I)-2,3:2,4-[bis-μ-(1,4-oxathiane-S:S)]-[di-μ-bromo-dicopper(I)]-3,1:4,1-[bis-μ-(1,4-oxathiane-S:S)]}

Structure cristalline et moléculaire du méthyl-2 thiono-2 dithiaphosphorinane-1,3,2 et du chloro-2 thiono-2 dithiaphosphorinane-1,3,2

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