Intramolecular S···O chalcogen bond in thioindirubin

Structural Chemistry

Volumn 21, Issue 5, 2010, Pages 1005-1011

  Shishkin, Oleg V ^a,b   Omelchenko, Irina V ^a   Kalyuzhny, Andrei L ^b   Paponov, Boris V ^b  

^a INSTITUTE FOR SINGLE CRYSTALS   (Ukraine)

^b V N KARAZIN KHARKIV NATIONAL UNIVERSITY   (Ukraine)

Author keywords

hole bonding; AIM; MEP; NBO; Thioindirubin; X ray diffraction study

Indexed keywords

EID: 77956875055     PISSN: 10400400     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11224-010-9638-2     Document Type: Article

References (57)

1. Metrangolo P, Resnati G (2008) Science 321: 918.
2. Metrangolo P, Meyer F, Pilati T, Resnati G, Terraneo G (2008) Angew Chem Int Ed 47: 6114.
3. Metrangolo P, Neukirch H, Pilati T, Resnati G (2005) Acc Chem Res 38: 386.
4. Metrangolo P, Resnati G (eds) (2007) Halogen bonding: fundamentals and applications. Struct. Bond, vol 126. Springer, Berlin.
5. Rissanen K (2008) CrystEngComm 10: 1107.
6. Brammer L, Espallagras GM, Libri S (2008) CrystEngComm 10: 1712.
7. Raatikainen K, Rissanen K (2009) CrystEngComm 11: 750.
8. Yin Z, Wang W, Du M, Wang X, Guo J (2009) CrystEngComm 11: 2441.
9. Aakeroy CB, Schultheiss NC, Rajbanshi A, Desper J, Moore C (2009) Cryst Growth Des 9: 432.
10. Auffinger P, Hays F, Westhof E, Ho PS (2004) Proc Natl Acad Sci USA 101: 16789.
11. Voth AR, Hays FA, Ho PS (2007) Proc Natl Acad Sci USA 104: 6188.
12. Fourmigue M (2009) Curr Opin Solid State Mater Sci 13: 36.
13. Brinck T, Murray JS, Politzer P (1992) Int J Quantum Chem 44: 57.
14. Politzer P, Lane P, Concha MC, Ma YG, Murray JS (2007) J Mol Model 13: 305.
15. Clark T, Hennemann M, Murray JS, Politzer P (2007) J Mol Model 13: 291.
16. Riley KE, Hobza P (2008) J Chem Theory Comput 4: 232.
17. Politzer P, Murray JS, Concha MC (2007) J Mol Model 13: 643.
18. Riley KE, Murray JS, Politzer P, Concha MC, Hobza P (2009) J Chem Theory Comput 5: 155.
19. Politzer P, Murray JS, Concha MC (2008) J Mol Model 14: 659.
20. Wang W, Ji B, Zhang Y (2009) J Phys Chem A 113: 8132.
21. Cozzolino AF, Vargas-Baca I, Mansour S, Mahmoudkhani AH (2005) J Am Chem Soc 127: 3184.
22. Iwaoka M, Takemoto S, Tomoda S (2002) J Am Chem Soc 124: 10613.
23. Bleiholder C, Werz DB, Koppel H, Gleiter R (2006) J Am Chem Soc 128: 2666.
24. Bleiholder C, Gleiter R, Werz DB, Koppel H (2007) Inorg Chem 46: 2249.
25. Zhang Y, Wang W (2009) J Mol Struct (THEOCHEM) 916: 135.
26. Murray JS, Lane P, Politzer P (2008) Int J Quantum Chem 108: 2770.
27. Sanz P, Yanez M, Mo O (2002) J Phys Chem A 106: 4661.
28. Burling FT, Goldstein BM (1992) J Am Chem Soc 114: 2313.
29. Wu S, Greer A (2000) J Org Chem 65: 4883.
30. Ferreira ESB, Hulme AN, McNab H, Quye A (2004) Chem Soc Rev 33: 329.
31. Harley-Mason J, Mann FG (1942) J Chem Soc 404.
32. Dalgliesh CE, Mann FG (1945) J Chem Soc 893.
33. Sheldrick GM (2008) Acta Crystallogr A 64: 112.
34. Flack HD (1983) Acta Crystallogr A 39: 876.
35. Møller C, Plesset MS (1934) Phys Rev 46: 618.
36. Kendall RA, Dunning TH Jr, Harrison RJ (1992) J Chem Phys 96: 6796.
37. Bylaska EJ, de Jong WA, Govind N, Kowalski K, Straatsma TP, Valiev M, Wang D, Apra E, Windus TL, Hammond J, Nichols P, Hirata S, Hackler MT, Zhao Y, Fan P-D, Harrison RJ, Dupuis M, Smith DMA, Nieplocha J, Tipparaju V, Krishnan M, Wu Q, van Voorhis T, Auer AA, Nooijen M, Brown E, Cisneros G, Fann GI, Fruchtl H, Garza J, Hirao K, Kendall R, Nichols JA, Tsemekhman K, Wolinski K, Anchell J, Bernholdt D, Borowski P, Clark T, Clerc D, Dachsel H, Deegan M, Dyall K, Elwood D, Glendening E, Gutowski M, Hess A, Jaffe J, Johnson B, Ju J, Kobayashi R, Kutteh R, Lin Z, Littlefield R, Long X, Meng B, Nakajima T, Niu S, Pollack L, Rosing M, Sandrone G, Stave M, Taylor H, Thomas G, van Lenthe J, Wong A, Zhang Z (2007) NWChem, a computational chemistry package for parallel computers, version 5. 1. Pacific Northwest National Laboratory, Richland, Washington, USA.
38. Bader RFW (1990) Atoms in molecules. A quantum theory. Calendon Press, Oxford.
39. Espinosa E, Molina E, Lecomte C (1998) Chem Phys Lett 285: 170.
40. Biegler-Konig F, Schonbohm J, Bayles D (2001) J Comput Chem 22: 545.
41. Weinhold F (1998) Natural bond orbital methods. In: Encyclopedia of computational chemistry, vol 3. Wiley, Chichester, p 1792.
42. Reed AE, Curtiss LA, Weinhold F (1988) Chem Rev 88: 899.
43. King BF, Weinhold F (1995) J Chem Phys 103: 333.
44. Weinhold F (1997) J Mol Struct (THEOCHEM) 398: 181.
45. Wong NB, Cheung YS, Wu DY, Ren Y, Tian AM, Li WK (2000) J Mol Struct (THEOCHEM) 507: 153.
46. Glendening ED, Badenhoop JK, Reed AE, Carpenter JE, Bohmann JA, Morales CM, Weinhold F (2005) NBO 5. 0. Theoretical Chemistry Institute, University of Wisconsin, Madison, USA.
47. Granovsky AA (2009) PC GAMESS/Firefly version 7. 1. F. http://classic. chem. msu. su/gran/gamess/index. html.
48. Bader RFW, Carroll MT, Cheeseman JR, Chang C (1987) J Am Chem Soc 109: 7968.
49. Burgi HB, Dunitz JD (1994) Structure correlation, vol 2. VCH, Weinheim, p 741.
50. Zefirov YV (1997) Crystallogr Rep 42: 865.
51. Shishkin OV, Gorb L, Luzanov AV, Elstner M, Suhai S, Leszczynski J (2003) J Mol Struct (THEOCHEM) 625: 295.
52. Shishkin OV, Gorb L, Leszczynski J (2009) Struct Chem 20: 743.
53. Furmanchuk A, Isayev O, Shishkin OV, Gorb L, Leszczynski J (2010) Phys Chem Chem Phys 12: 3363.
54. Allen FH (2002) Acta Crystallogr B58: 380.
55. Cambridge structural database. Release November 2009.
56. Rybakov VB, Bush AA, Troyanov SI, Babaev EV (2006) Acta Crystallogr E62: o1673.
57. Senju N, Mizugichi J (2003) Z Kristallogr New Cryst Struct 218: 129.