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Volumn 13, Issue 7, 2011, Pages 2310-2317

Uncommon crystal motif of brucine in its diastereomeric salt with (11-oxo-11H-dibenzo[b,f][1,4]thiazepin-10-yl)-acetic acid: A case of possible crystallization-induced dynamic resolution

(5) Altamura, Maria a Guidi, Antonio a Jierry, Loïc a Paoli, Paola b Rossi, Patrizia b

a Menarini Ricerche SpA (Italy)

b Department of Energy Engineering Sergio Stecco ^* (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79952852557 PISSN: 14668033 EISSN: 14668033 Source Type: Journal
DOI: 10.1039/c0ce00595a Document Type: Article

Times cited : (7)

References (40)

1
- 0004139082
- Krieger Publishing Company, Malabar, FL
- J. Jacques, A. Collet and S. H. Willen, in Enantiomers, Racemates, and Resolutions, Krieger Publishing Company, Malabar, FL, 1991
- (1991) Enantiomers, Racemates, and Resolutions
- Jacques, J.¹ Collet, A.² Willen In, S.H.³

2
- 0038544136
- K. Sakai R. Sakurai A. Yuzawa Y. Kobayashi K. Saigo Tetrahedron: Asymmetry 2003 14 1631
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 1631
- Sakai, K.¹ Sakurai, R.² Yuzawa, A.³ Kobayashi, Y.⁴ Saigo, K.⁵

3
- 2242437184
- J. W. Nieuwenhuijzen R. F. P. Grimbergen C. Koopman R. M. Kellogg T. R. Vries K. Pouwer E. van Echten B. Kaptein L. A. Hulshof Q. B. Broxterman Angew. Chem., Int. Ed. 2002 41 4281
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 4281
- Nieuwenhuijzen, J.W.¹ Grimbergen, R.F.P.² Koopman, C.³ Kellogg, R.M.⁴ Vries, T.R.⁵ Pouwer, K.⁶ Van Echten, E.⁷ Kaptein, B.⁸ Hulshof, L.A.⁹ Broxterman, Q.B.¹⁰

4
- 0034309254
- R. Yoshioka H. Hiramatsu K. Okamura I. Tsujioka S. Yamada J. Chem. Soc., Perkin Trans. 2 2000 2121
- (2000) J. Chem. Soc., Perkin Trans. 2 , pp. 2121
- Yoshioka, R.¹ Hiramatsu, H.² Okamura, K.³ Tsujioka, I.⁴ Yamada, S.⁵

5
- 47549102276
- M. I. M. Thair N. H. Rees S. J. Heyes A. R. Cowley K. Prout Chirality 2008 20 863
- (2008) Chirality , vol.20 , pp. 863
- Thair, M.I.M.¹ Rees, N.H.² Heyes, S.J.³ Cowley, A.R.⁴ Prout, K.⁵

6
- 27344454716
- K. Akasaka K. Gymesi-Forrás M. Lämmerhofer T. Fujita M. Watanabe N. Harada W. Lindner Chirality 2005 17 544
- (2005) Chirality , vol.17 , pp. 544
- Akasaka, K.¹ Gymesi-Forrás, K.² Lämmerhofer, M.³ Fujita, T.⁴ Watanabe, M.⁵ Harada, N.⁶ Lindner, W.⁷

7
- 30744468373
- Y. Kobayashi F. Morisawa K. Saigo J. Org. Chem. 2006 71 606
- (2006) J. Org. Chem. , vol.71 , pp. 606
- Kobayashi, Y.¹ Morisawa, F.² Saigo, K.³

8
- 0035956405
- K. Kinbara Y. Tagawa K. Saigo Tetrahedron: Asymmetry 2001 12 2927
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 2927
- Kinbara, K.¹ Tagawa, Y.² Saigo, K.³

9
- 0000519698
- R. O. Gould M. D. Walkinshaw J. Am. Chem. Soc. 1984 106 7840
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 7840
- Gould, R.O.¹ Walkinshaw, M.D.²

10
- 0032492671
- F. J. J. Dijksma R. O. Gould S. Parsons P. Taylor M. D. Walkinshaw Chem. Commun. 1998 745
- (1998) Chem. Commun. , pp. 745
- Dijksma, F.J.J.¹ Gould, R.O.² Parsons, S.³ Taylor, P.⁴ Walkinshaw, M.D.⁵

11
- 33644867655
- A. Bialonska Z. Ciunik CrystEngComm 2006 8 66
- (2006) CrystEngComm , vol.8 , pp. 66
- Bialonska, A.¹ Ciunik, Z.²

12
- 0035104464
- K. T. Holman A. M. Pivovar J. A. Swift M. D. Ward Acc. Chem. Res. 2001 34 107
- (2001) Acc. Chem. Res. , vol.34 , pp. 107
- Holman, K.T.¹ Pivovar, A.M.² Swift, J.A.³ Ward, M.D.⁴

13
- 0034814486
- K. T. Holman S. M. Martin D. P. Parker M. D. Ward J. Am. Chem. Soc. 2001 123 4421
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 4421
- Holman, K.T.¹ Martin, S.M.² Parker, D.P.³ Ward, M.D.⁴

14
- 0037433550
- K. Kobayashi A. Sato S. Sakamoto K. Yamaguchi J. Am. Chem. Soc. 2003 125 3035
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 3035
- Kobayashi, K.¹ Sato, A.² Sakamoto, S.³ Yamaguchi, K.⁴

15
- 27744449078
- S. Aitipamula A. Nangia Chem.-Eur. J. 2005 11 6727
- (2005) Chem.-Eur. J. , vol.11 , pp. 6727
- Aitipamula, S.¹ Nangia, A.²

16
- 11144246839
- A. Bialonska Z. Ciunik CrystEngComm 2004 6 276
- (2004) CrystEngComm , vol.6 , pp. 276
- Bialonska, A.¹ Ciunik, Z.²

17
- 11144242809
- A. Bialonska Z. Ciunik Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2004 60 o853
- (2004) Acta Crystallogr., Sect. C: Cryst. Struct. Commun. , vol.60 , pp. 853
- Bialonska, A.¹ Ciunik, Z.²

18
- 61549118831
- V. Fedi A. Guidi M. Altamura Mini-Rev. Med. Chem. 2008 8 1464
- (2008) Mini-Rev. Med. Chem. , vol.8 , pp. 1464
- Fedi, V.¹ Guidi, A.² Altamura, M.³

19
- 52449107585
- M. Altamura P. Dapporto A. Guidi N. J. S. Harmat L. Jierry E. Libralesso P. Paoli P. Rossi New J. Chem. 2008 32 1617
- (2008) New J. Chem. , vol.32 , pp. 1617
- Altamura, M.¹ Dapporto, P.² Guidi, A.³ Harmat, N.J.S.⁴ Jierry, L.⁵ Libralesso, E.⁶ Paoli, P.⁷ Rossi, P.⁸

20
- 33744923463
- Indeed, the tricyclic moieties featuring compounds 1-3 were parallely included in prototypes of a novel family of compounds, essentially higher homologues of compounds 1-3 themselves, claimed (A. Guidi, T. Dimoulas, D. Giannotti and N. J. S. Harmat, World Pat., WO 2006097449; Chem. Abstr., 2006, 145, 356813) as inhibitors of human histone deacetylases, namely of enzymes the action of which is thought to be involved in the development of cancer (O. A. Botrugno, F. Santoro and S. Minacci, Cancer Lett., 2009, 280, 134; N. Batty, G. G. Malouf and J. P. Issa, Cancer Lett., 2009, 280, 192) and other pathologies (N. L. Wiech, J. F. Fisher, P. Helquist and O. Wiest, Curr. Top. Med. Chem., 2009, 9, 257)
- M. Altamura G. Balacco F. Cuda A. Guerri A. Guidi S. Meini S. Menichetti C. Nativi F. Pasqui Tetrahedron 2006 62 6754
- (2006) Tetrahedron , vol.62 , pp. 6754
- Altamura, M.¹ Balacco, G.² Cuda, F.³ Guerri, A.⁴ Guidi, A.⁵ Meini, S.⁶ Menichetti, S.⁷ Nativi, C.⁸ Pasqui, F.⁹

21
- 0030342797
- S. Caddick K. Jenkins Chem. Soc. Rev. 1996 25 447
- (1996) Chem. Soc. Rev. , vol.25 , pp. 447
- Caddick, S.¹ Jenkins, K.²

22
- 33746874836
- K. M. J. Brands A. J. Davies Chem. Rev. 2006 106 2711
- (2006) Chem. Rev. , vol.106 , pp. 2711
- Brands, K.M.J.¹ Davies, A.J.²

23
- 0001752768
- F. H. Allen Acta Crystallogr., Sect. B: Struct. Sci. 2002 58 380
- (2002) Acta Crystallogr., Sect. B: Struct. Sci. , vol.58 , pp. 380
- Allen, F.H.¹

24
- 0003653494
- Oxford Science Publications
- G. R. Desiraju and T. Steiner, in The Weak Hydrogen Bond, IUCr Monographs on Crystallography, Oxford Science Publications, 1999
- (1999) The Weak Hydrogen Bond, IUCr Monographs on Crystallography
- Desiraju, G.R.¹ Steiner In, T.²

25
- 33947163298
- 1). See Fig. 2 for atom labelling
- T. Watabe K. Kobayashi I. Hisaki N. Tohnai M. Miyata Bull. Chem. Soc. Jpn. 2007 80 464
- (2007) Bull. Chem. Soc. Jpn. , vol.80 , pp. 464
- Watabe, T.¹ Kobayashi, K.² Hisaki, I.³ Tohnai, N.⁴ Miyata, M.⁵

26
- 33645966821
- Other than the already mentioned protonated nitrogen atom⋯ carboxylate grouping hydrogen bond, all the remaining interactions in brucinium co-crystallized compounds are of C-H⋯O type, i.e. they do not involve the aromatic ring of the brucine ion (see Table 1) Only crystal lattices having one brucine/brucinium molecule per asymmetric unit were taken into account
- G. Smith U. D. Wermuth P. C. Healy J. M. White Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2006 62 o203
- (2006) Acta Crystallogr., Sect. C: Cryst. Struct. Commun. , vol.62 , pp. 203
- Smith, G.¹ Wermuth, U.D.² Healy, P.C.³ White, J.M.⁴

27
- 0033544806
- E. Cheung M. R. Netherton J. R. Scheffer J. Trotter Tetrahedron Lett. 1999 40 8737
- (1999) Tetrahedron Lett. , vol.40 , pp. 8737
- Cheung, E.¹ Netherton, M.R.² Scheffer, J.R.³ Trotter, J.⁴

28
- 35948993838
- G. Smith U. D. Wermuth J. M. White Acta Crystallogr., Sect. E: Struct. Rep. Online 2007 63 o4276
- (2007) Acta Crystallogr., Sect. E: Struct. Rep. Online , vol.63 , pp. 4276
- Smith, G.¹ Wermuth, U.D.² White, J.M.³

29
- 0004236464
- Academic Press, New York, Usually the largest axis ranges between 25 to 34
- A. I. Kitaigorodskii, in Molecular Crystals and Molecules, Academic Press, New York, 1973
- (1973) Molecular Crystals and Molecules
- Kitaigorodskii, A.I.¹

30
- 0003682581
- E. L. Eliel and N. Allinger, John Wiley & Sons, New York
- W. L. Duax, C. M. Weeks and D. C. Rohrer, in Topics in Stereochemistry, ed. E. L. Eliel, and, N. Allinger,, John Wiley & Sons, New York, 1976, vol. 9
- (1976) Topics in Stereochemistry , vol.9
- Duax, W.L.¹ Weeks, C.M.² Rohrer In, D.C.³

31
- 52449098719
- V. Bertolasi V. Ferretti G. Gilli P. A. Borea Cryst. Struct. Commun. 1982 11 1481
- (1982) Cryst. Struct. Commun. , vol.11 , pp. 1481
- Bertolasi, V.¹ Ferretti, V.² Gilli, G.³ Borea, P.A.⁴

32
- 0000915841
- W. Klyne V. Prelog Experientia 1960 16 521
- (1960) Experientia , vol.16 , pp. 521
- Klyne, W.¹ Prelog, V.²

33
- 40849136136
- C. F. Macrae I. J. Bruno J. A. Chisholm P. R. Edgington P. McCabe E. Pidcock L. Rodriguez-Monge R. Taylor J. van de Streek P. A. Wood J. Appl. Crystallogr. 2008 41 466
- (2008) J. Appl. Crystallogr. , vol.41 , pp. 466
- MacRae, C.F.¹ Bruno, I.J.² Chisholm, J.A.³ Edgington, P.R.⁴ McCabe, P.⁵ Pidcock, E.⁶ Rodriguez-Monge, L.⁷ Taylor, R.⁸ Van De Streek, J.⁹ Wood, P.A.¹⁰

34
- 79952851319
- CrysAlis CCD, Oxford Diffraction Ltd., version 1.171.29.2 (release 20.01.2006 CrysAlis171.NET)
- CrysAlis CCD, Oxford Diffraction Ltd., version 1.171.29.2 (release 20.01.2006 CrysAlis171.NET)

35
- 0242560405
- A. Altomare G. L. Cascarano C. Giacovazzo A. Guagliardi M. C. Burla G. Polidori M. Camalli A. G. Moliterni R. Spagna J. Appl. Crystallogr. 1999 32 115
- (1999) J. Appl. Crystallogr. , vol.32 , pp. 115
- Altomare, A.¹ Cascarano, G.L.² Giacovazzo, C.³ Guagliardi, A.⁴ Burla, M.C.⁵ Polidori, G.⁶ Camalli, M.⁷ Moliterni, A.G.⁸ Spagna, R.⁹

36
- 0004150157
- University of Göttingen, Germany
- G. M. Sheldrick, SHELX-97, University of Göttingen, Germany, 1997
- (1997) SHELX-97
- Sheldrick, G.M.¹

37
- 0001117612
- M. Nardelli J. Appl. Crystallogr. 1995 28 659
- (1995) J. Appl. Crystallogr. , vol.28 , pp. 659
- Nardelli, M.¹

38
- 79952851518
- Accelrys Software Inc., San Diego, CA 92121, USA
- Accelrys Software Inc., San Diego, CA 92121, USA

40
- 84986468715
- T. Clark J. Chandrasekhar G. W. Spitznagel P.v.R. Schleyer J. Comput. Chem. 1983 4 294
- (1983) J. Comput. Chem. , vol.4 , pp. 294
- Clark, T.¹ Chandrasekhar, J.² Spitznagel, G.W.³ Schleyer, V.P.R.⁴

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