Structure of the diastereoisomeric salt of (+)-4-o-chloro­phenyl-2-hy­droxy-5,5-di­methyl-2-oxo-1,3,2-dioxa­phosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol

J. M. M. Smits; P. T. Beurskens; V. Parthasarathi; E. A. V. Rijk; A. M. G. Kok; H. Wynberg

doi:10.1107/S0108270187091960

Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol

J. M. M. Smits
, P. T. Beurskens
, V. Parthasarathi
, E. A. V. Rijk
, A. M. G. Kok
, H. Wynberg

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

CzIH29C1NOsP , Mr=441.89 , monoclinic, P2,, a = 19.6588 (t3), b = 7.2079 (11), c = 7.9206 (5) A, t= 100-728 (5) °, V= 1102.7 A 3, Z= 2, Dx= 1.331Mgm -3, CuK~t radiation (graphitecrystal monochromator, 2 = 1.54178 A), /l(CuKa) = 2.507 mm-', F(000) = 468, T = 290 K, final conventional R factor=0.030, wR=O~041 for 3487 'observed' reflections and 351 variables. The crystal structure is stabilized by a network of N--H...O and O-H .... O hydrogen bonds. The phosphorinane ring is
in the usual chair conformation. The ephedrine, however, is in an unusual cis configuration (folded form).

Original language	English
Pages (from-to)	1334-1336
Number of pages	3
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	43
DOIs	https://doi.org/10.1107/S0108270187091960
Publication status	Published - 15-Jul-1987

Access to Document

10.1107/S0108270187091960

Handle.net

Persistent link

Embargoed Document

Structure of the Diastereoisomeric Salt of
Final publisher's version, 330 KB

Cite this

Smits, J. M. M., Beurskens, P. T., Parthasarathi, V., Rijk, E. A. V., Kok, A. M. G., & Wynberg, H. (1987). Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol. Acta Crystallographica Section C: Crystal Structure Communications, 43, 1334-1336. https://doi.org/10.1107/S0108270187091960

@article{2d3abbac891344f09146dda28e29c949,

title = "Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol",

abstract = "CzIH29C1NOsP , Mr=441.89 , monoclinic, P2,, a = 19.6588 (t3), b = 7.2079 (11), c = 7.9206 (5) A, t= 100-728 (5) °, V= 1102.7 A 3, Z= 2, Dx= 1.331Mgm -3, CuK\textasciitilde{}t radiation (graphitecrystal monochromator, 2 = 1.54178 A), /l(CuKa) = 2.507 mm-', F(000) = 468, T = 290 K, final conventional R factor=0.030, wR=O\textasciitilde{}041 for 3487 'observed' reflections and 351 variables. The crystal structure is stabilized by a network of N--H...O and O-H .... O hydrogen bonds. The phosphorinane ring is in the usual chair conformation. The ephedrine, however, is in an unusual cis configuration (folded form). ",

author = "Smits, \{J. M. M.\} and Beurskens, \{P. T.\} and V. Parthasarathi and Rijk, \{E. A. V.\} and Kok, \{A. M. G.\} and H. Wynberg",

year = "1987",

month = jul,

day = "15",

doi = "10.1107/S0108270187091960",

language = "English",

volume = "43",

pages = "1334--1336",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

}

Smits, JMM, Beurskens, PT, Parthasarathi, V, Rijk, EAV, Kok, AMG & Wynberg, H 1987, 'Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol', Acta Crystallographica Section C: Crystal Structure Communications, vol. 43, pp. 1334-1336. https://doi.org/10.1107/S0108270187091960

Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol. / Smits, J. M. M.; Beurskens, P. T.; Parthasarathi, V. et al.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 43, 15.07.1987, p. 1334-1336.

Research output: Contribution to journal › Article › Academic › peer-review

TY - JOUR

T1 - Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol

AU - Smits, J. M. M.

AU - Beurskens, P. T.

AU - Parthasarathi, V.

AU - Rijk, E. A. V.

AU - Kok, A. M. G.

AU - Wynberg, H.

PY - 1987/7/15

Y1 - 1987/7/15

N2 - CzIH29C1NOsP , Mr=441.89 , monoclinic, P2,, a = 19.6588 (t3), b = 7.2079 (11), c = 7.9206 (5) A, t= 100-728 (5) °, V= 1102.7 A 3, Z= 2, Dx= 1.331Mgm -3, CuK~t radiation (graphitecrystal monochromator, 2 = 1.54178 A), /l(CuKa) = 2.507 mm-', F(000) = 468, T = 290 K, final conventional R factor=0.030, wR=O~041 for 3487 'observed' reflections and 351 variables. The crystal structure is stabilized by a network of N--H...O and O-H .... O hydrogen bonds. The phosphorinane ring is in the usual chair conformation. The ephedrine, however, is in an unusual cis configuration (folded form).

AB - CzIH29C1NOsP , Mr=441.89 , monoclinic, P2,, a = 19.6588 (t3), b = 7.2079 (11), c = 7.9206 (5) A, t= 100-728 (5) °, V= 1102.7 A 3, Z= 2, Dx= 1.331Mgm -3, CuK~t radiation (graphitecrystal monochromator, 2 = 1.54178 A), /l(CuKa) = 2.507 mm-', F(000) = 468, T = 290 K, final conventional R factor=0.030, wR=O~041 for 3487 'observed' reflections and 351 variables. The crystal structure is stabilized by a network of N--H...O and O-H .... O hydrogen bonds. The phosphorinane ring is in the usual chair conformation. The ephedrine, however, is in an unusual cis configuration (folded form).

U2 - 10.1107/S0108270187091960

DO - 10.1107/S0108270187091960

M3 - Article

SN - 0108-2701

VL - 43

SP - 1334

EP - 1336

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

ER -

Smits JMM, Beurskens PT, Parthasarathi V, Rijk EAV, Kok AMG, Wynberg H. Structure of the diastereoisomeric salt of (+)-4-o-chlorophenyl-2-hydroxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane and (1R,2S)-(−)-α-[(1-methylamino)ethyl]benzyl alcohol. Acta Crystallographica Section C: Crystal Structure Communications. 1987 Jul 15;43:1334-1336. doi: 10.1107/S0108270187091960