Neutron diffraction analysis of deuterium transfer in chiral β-thiolactam formation in the crystalline state

Acta Crystallographica Section B: Structural Science

Volumn 62, Issue 1, 2006, Pages 153-160

  Hosoya, Takaaki ^a   Hidehiro, Uekusa ^a   Ohashi, Yuji ^a   Takashi, Ohhara ^b   Tanaka, Ichiro ^c   Niimura, Nobuo ^c  

^a Tokyo Institute of Technology ^*  (Japan)

^b INSTITUTE OF MATERIALS STRUCTURE SCIENCE   (Japan)

^c JAPAN ATOMIC ENERGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTALLINE MATERIALS; DEUTERIUM; NEUTRON DIFFRACTION; SINGLE CRYSTALS;

ABSOLUTE CONFIGURATION; BENZYL GROUP; CYCLOHEXENE RING;

NITROGEN COMPOUNDS;

EID: 33645080912     PISSN: 01087681     EISSN: 01087681     Source Type: Journal    
DOI: 10.1107/S0108768105038656     Document Type: Article

References (40)

1. Bacon, D. J. & Anderson, W. F. (1988). J. Mol. Graphics, 6, 219-220.
2. Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.
3. Chang, H. C., Popovitz-Biro, R., Lahav, M. & Leiserowitz, L. (1987). J. Am. Chem. Soc. 109, 3883-3893.
4. Clapham, S. E., Hadzovic, A. & Morris, R. H. (2004). Coord. Chem. Rev. 248, 2201-2237.
5. Coppens, P. (1970). Crystallogr. Comput. pp. 255-270.
6. Enkelmann, V., Wegner, G., Novak, K. & Wagener, K. B. (1993). J. Am. Chem. Soc. 115, 10390-10391.
7. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
8. Flack, H. D. (1983). Acta Cryst. A39, 876-881.
9. Hadjoudis, E. & Marridis, I. M. (2004). Chem. Soc. Rev. 33, 579-588.
10. Haga, Y. K., Kumazawa, S. & Niimura, N. (1999). J. Appl. Cryst. 32, 878-882.
11. Hosoya, T., Ohhara, T., Uekusa, H. & Ohashi, Y. (2002). Bull. Chem. Soc. Jpn, 75, 2147-2151.
12. Hosoya, T., Uekusa, H., Ohashi, Y., Ohhara, T., Kimura, H. & Noda, Y. (2003). Chem. Lett. 32, 742-743.
13. Ihmels, H. & Scheffer, J. R. (1999). Tetrahedron, 55, 885-907.
14. McRee, D. E. (1992). J. Mol. Graphics, 10, 44-46.
15. Merritt, E. A. & Murphy, M. E. P. (1994). Acta Cryst. D50, 869-873.
16. Naumov, P., Sakurai, K., Ishikawa, T., Takahashi, J., Koshihara, S. & Ohashi, Y. (2005). J. Phys. Chem. A, 109, 7264-7275.
17. Ohgo, Y., Ohashi, Y., Klooster, W. T. & Koetzle, T. F. (1996a). Chem. Lett. 25, 445-446.
18. Ohgo, Y., Ohashi, Y., Klooster, W. T. & Koetzle, T. F. (1996b). Chem. Lett. 25, 579.
19. Ohgo, Y., Ohashi, Y., Klooster, W. T. & Koetzle, T. F. (1997). Enantiomer, 2, 241-248.
20. Ohhara, T., Harada, J., Ohashi, Y., Tanaka, I., Kumazawa, S. A & Niimura, N. (2000). Acta Cryst. B56, 245-253.
21. Ohhara, T., Ikeda, S., Imura, H., Uekusa, H., Ohashi, Y., Tanaka, I. & Niimura, N. (2002). J. Am. Chem. Soc. 124, 14736-14740.
22. Ohhara, T., Uekusa, H., Ohashi, Y., Tanaka, I., Kumazawa, S. & Niimura, N. (2001). Acta Cryst. B57, 551-559.
23. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
24. Pierre, J.-L. & Thomas, F (2005). C. R. Chim. 8, 65-74.
25. Rigaku Corporation (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
26. Rigaku Corporation (2004). CrystalStructure, Version 3.6. Rigaku Corporation, Tokyo, Japan.
27. Sakamoto, M. (2005). Top. Curr. Chem. 254, 207-232.
28. Sakamoto, M., Takahashi, M., Arai, W., Mino, T., Yamaguchi, K., Watanabe, S. & Fujita, T. (2000). Tetrahedron, 56, 6795-6804.
29. Sakamoto, M., Takahashi, M., Kamiya, K., Yamaguchi, K., Fujita, T. & Watanabe, S. (1996). J. Am. Chem. Soc. 118, 10664-10665.
30. Sheldrick, G. M. (1997a). SHELXS97. University of Göttingen, Germany.
31. Sheldrick, G. M. (1997b). SHELXL97. University of Göttingen, Germany.
32. Soda, K., Yoshimura, T. & Esaki, N. (2001). Chem. Rec. 1, 373-384.
33. Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
34. Tanaka, I., Kurihara, K., Chatake, T. & Niimura, N. (2002). J. Appl. Cryst. 35, 34-40.
35. Tang, C. P., Chang, H. C., Popovitz-Biro, R., Frolow, F., Lahav, M., Leiserowitz, L. & McMullan, R. K. (1995). J. Am. Chem. Soc. 107, 4058-4070.
36. The POV-Ray Team (2004). POV-Ray. The Persistence of Vision Raytracer, Version 3.6. http://www.povray.org/.
37. Thomsen, I., Clausen, K., Scheibye, S. & Lawesson, S.-O. (1984). Org. Synth. 62, 158-164.
38. Yuan, H. S. H., Stevens, R. C., Bau, R., Mosher, H. S. & Koetzle, T. F. (1994). Proc. Natl Acad. Sci. USA, 91, 12872-12876.
39. Yuan, H. S. H., Stevens, R. C., Fujita, S., Watkins, M. I., Koetzle, T. F. & Bau, R. (1988). Proc. Natl. Acad. Sci., USA, 85, 2889-2893.
40. Zassinovich, G. & Mestroni, G. (1992). Chem. Rev. 92, 1051-1069.