Polymorphism in benzamide: Solving a 175-year-old riddle

Angewandte Chemie - International Edition

Volumn 46, Issue 35, 2007, Pages 6729-6731

  Thun, Jürgen ^a   Seyfarth, Lena ^a   Senker, Jürgen ^a   Dinnebier, Robert E ^b   Breu, Josef ^a  

^a UNIVERSITY OF BAYREUTH   (Germany)

^b MAX PLANCK INSTITUT FÜR FESTKÖRPERFORSCHUNG   (Germany)

Author keywords

Benzamide; Crystal growth; Ostwald's rule; Polymorphism; X ray diffraction

Indexed keywords

BENZENE; CHEMICAL SENSORS; CRYSTAL GROWTH; CRYSTALLIZATION; POLYMORPHISM; X RAY DIFFRACTION;

BENZAMIDE; ONLINE SENSORS; OSTWALD'S RULE;

AMIDES;

EID: 34548619606     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200701383     Document Type: Article

References (24)

1. F. Wöhler, J. Liebig, Ann. Pharm. 1832, 249-282.
2. C. Näther, I. Jess, Angew. Chem. 2006, 118, 6529-6531;
3. Angew. Chem. Int. Ed. 2006, 45, 6381-6383.
4. S. R. Chemburkar, J. Bauer, K. Deming, H. Spiwek, K. Patel, J. Morris, R. Henry, S. Spanton, W. Dziki, W. Porter, J. Quick, P. Bauer, J. Donaubauer, B. A. Narayanan, M. Soldani, D. Riley, K. McFarland, Org. Process Res. Dev. 2000, 4, 413-417.
5. H. Nowell, S. L. Price, Acta Crystallogr. Sect. B 2005, 61, 558-568.
6. R. Kiebach, N. Pienack, M. E. Ordolff, F. Studt, W. Bensch, Chem. Mater. 2006, 18, 1196-1205.
7. B. R. Penfold, J. C. B. White, Acta Crystallogr. 1959, 12, 130-135.
8. E. Mohr, J. Prakt. Chem. 1904, 70, 307-312.
9. W. I. F. David, K. Shankland, C. R. Pulham, N. Blagden, R. J. Davey, M. Song, Angew. Chem. 2005, 117, 7194-7197;
10. Angew. Chem. Int. Ed. 2005, 44, 7032-7035; .
11. N. Blagden, R. Davey, G. Dent, M. Song, W. I. F. David, C. R. Pulham, K. Shankland, Cryst. Growth Des. 2005, 5, 2218-2224.
12. X'Celerator RTMS detector, reflection mode.
13. A. Boultif, D. Louer, J. Appl. Crystallogr. 1991, 24, 987-993.
14. K. Kobayashi, A. Sato, S. Sakamoto, K. Yamaguchi, J. Am. Chem. Soc. 2003, 125, 3035-3045.
15. G. S. Pawley, J. Appl. Crystallogr. 1981, 14, 357-361.
16. G. E. Engel, S. Wilke, O. Konig, K. D. M. Harris, F. J. J. Leusen, J. Appl. Crystallogr. 1999, 32, 1169-1179.
17. Våntec-1 position-sensitive detector, D-8 Bruker.
18. A. A. Coelho, TOPAS Users's Manuel, Version 3.1, Bruker AXS GmbH, Karlsruhe, Germany, 2003.
19. B. M. Fung, A. K. Khitrin, K. Ermolaev, J. Magn. Reson. 2000, 142, 97-101.
20. 3[19] with the GGA-PW91 functional and the DNP basis set.
21. B. Delley in Modern Density Functional Theory (Ed.: J. M. Seminario), Elsevier, Amsterdam 1995, pp. 221-254.
22. [21] The total coulombic energy is divided into a coulombic part and a hydrogen-bond part.
23. S. L. Mayo, B. D. Olafson, W. A. Goddard, J. Phys. Chem. 1990, 94, 8897-8909.
24. MS Modeling, Release 4.0, Accelrys Inc., San Diego, 2006.