Structural studies of enantiomers, racemates, and quasiracemates. 2-(3-Bromophenoxy)propionic acid and 2-(3-methoxyphenoxy)propionic acid

Crystal Growth and Design

Volumn 8, Issue 10, 2008, Pages 3863-3870

  Breen, Meghan E ^a   Tameze, Sheila L ^b   Dougherty, William G ^c   Kassel, W Scott ^c   Wheeler, Kraig A ^a  

^a EASTERN ILLINOIS UNIVERSITY   (United States)

^b BRISTOL MYERS SQUIBB   (United States)

^c VILLANOVA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 61549099588     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg800449r     Document Type: Article

References (37)

1. Karle, I, L.; Karle, J. J. Am. Chem. Soc. 1966, 88, 24-27.
2. Zachariasen, W. H. Acta Crystallogr. 1952, 5, 68-73.
3. Karle, J.; Karle, I. L. Acta Crystallogr. 1966, 21, 849-859.
4. SIMPEL is one of the most common software packages available that employs symbolic addition methods. Peshar, R.; Schenk, H. Acta Crystallogr. 1987, A43, 751-763.
5. Several examples of widely used multisolution software packages for crystal structure determination: (a) Beurskens, P. T.; Beurskens, G.; de Gelder, R.; Garcia-Granda, S.; Gould, R. O.; Smits, J. M. M. DIRDIF, Crystallography Laboratory, University of Nijmegen, The Netherlands.
6. (b) MULTAN: Germain, G.; Main, P.; Woolfson, M. M. Acta Crystallogr. 1970, B26, 274-285.
7. (c) SIR: Burla, M. C.; Caliandro, R.; Camalli, M.; Carrozzini, B.; Cascarano, G. L.; De Caro, L.; Giacovazzo, C.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 2005, 38, 381-388.
8. (d) SHELXS and -XD: Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112-122.
9. (e) SnB: Miller, R.; DeTitta, G. T.; Jones, R.; Langs, D. A.; Weeks, C. M.; Hauptman, H. Science 1993, 259, 1430-1433
10. (f) Miller, R.; Gallo, S. M.; Khalak, H. G.; Weeks, C. M. J. Appl. Crystallogr. 1994, 27, 613-621.
11. Fredga, A. Bull. Soc. Chim. Fr. 1973, 1, 173-182.
12. (a) Lineberry, A. M.; Benjamin, E. T.; Davis, R. E.; Kassel, W. S.; Wheeler, K. A. Cryst. Growth Des. 2008, 8, 612-619.
13. (b) Wheeler, K. A.; Grove, R. C., Davis, R. E.; Kassel, W. S. Angew. Chem., Int. Ed. 2008, 47, 78-81.
14. Zhao, G.; Yu, T.; Wang, R.; Wang, X.; Jing, Y. Bioorg. Med. Chem. 2005, 13, 4056-4062.
15. Burkard, U.; Effenberger, F. Chem. Ber. 1986, 119, 1594-1612.
16. XSCANS. Diffractometer Controller Software. Bruker AXS, Inc., Madison, Wisconsin, 1995.
17. ApexII, Version 2, User Manual, Bruker Analytical X-ray Systems, Madison, Wisconsin, 2006.
18. Barbour, L. J. J. Supramol. Chem. 2001, 1, 189-191.
19. Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112-122.
20. International Tables for X-Ray Crystallography; Vol. C, 1995.
21. Flack, H. D. Acta Crystallogr. 1983, 39, 876-881.
22. Saha, B. K.; Nangia, A.; Nicoud, J.-F. Cryst. Growth Des. 2006, 6, 1278-1281.
23. Riley, K. E.; Hobza, P. J. Chem. Theor. Comput. 2008, 4, 232-242. Metrangolo, P.; Neukirch, H.; Pilati, T.; Resnati, G. Acc. Chem. Res. 2005, 38, 386-395.
24. Gonnade, R. G.; Bhadbhaade, M. M.; Shashidhar, M. S.; Sanki, A. K. Chem Commun. 2005, 5870-5872.
25. Lommerse, J. P. M.; Stone, A. J.; Taylor, R.; Allen, F. H J. Am. Chem. Soc. 1996, 118, 3108-3116.
26. Collins, A.; Parkin, A.; Barr, G.; Dong, W.; Gilmore, C. J.; Wilson, C. C. CrystEngComm 2007, 9, 245-253.
27. Beyer, T.; Price, S. L. J. Phys. Chem. B 2000, 104, 2647-2655.
28. Bernstein, J.; Etter, M. C.; Leiserowitz, L. In Structure Correlation; Bürgi, H.-B., Dunitz, J. D., Eds.; VCH: New York, 1994; Vol. 2, pp 431-507.
29. Husebye, S. Acta Chem. Scand. 1961, 15, 1215-1222.
30. (a) Karle, J. Adv. Chem. Phys. 1969, 16, 131-222.
31. (b) Karle, J Acta Crystallogr. 1968, B24, 182-186.
32. (c) Karle, J.; Karle, I. L. Acta Crystallogr. 1966, 21, 849-859.
33. (d) Karle, I. L.; Karle, J. Acta Crystallogr. 1966, 21, 860-868.
34. (e) Karle, I. L.; Karle, J. Trans. Am. Crystallogr. Assoc. 1966, 2, 69-73.
35. Kitaigorodski, A. I. Molecular Crystals and Molecules; Academic Press: New York, 1973.
36. (a) Hendi, M.; Hooter, P.; Lynch, V.; Davis, R. E.; Wheeler, K. A. Cryst. Growth Des. 2004, 4, 95-101.
37. (b) Dalhus, B.; Gorbitz, C. H. Acta Crystallogr. 2000, B56, 715-716.