198 Topics in Current Chemistry Editorial Board: A. de Meijere KN ...

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204 M.R. Caira angle which matches that of the substrate ledge site. Successful application of this principle to the selective nucleation and growth of a thermodynamically less favoured polymorph of a complex organic salt on succinic acid single crystals as substrates has recently been reported [169]. The approaches outlined above continue to provide new insights into the fundamental process of crystallization of organic molecules and studies of the type described promise to contribute very significantly in the future to a detailed understanding of the molecular origins of crystal polymorphism and to its effective control. The author believes that the phenomenon of polymorphism will, notwithstanding such progress, retain its aura as a remarkable manifestation of Nature’s diversity. Acknowledgements. My thanks are due to my colleague Prof L R Nassimbeni for constructive comments and to Fiona Jones for assistance with library resources. Research support from the University of Cape Town and the FRD (Pretoria) is gratefully acknowledged. 5 References 1. Mitscherlich E (1822) Ann Chim Phys 19:350 2. Dunitz JD (1996) In: Desiraju GR (ed) The crystal as a supramolecular entity:perspectives in supramolecular chemistry, vol 2. Wiley, New York, p 2 3. Desiraju GR (1989) Crystal engineering. Elsevier, Amsterdam 4. Sato K (1993) J Phys D: Appl Phys 26:B77 5. Dunitz JD, Bernstein J (1995) Acc Chem Res 28:193 6. Herbstein FH (1996) J Mol Struct 374:111 7. Greenberg JH (1996) Mater Sci Eng R16:223 8. Bayard F, Decoret C, Royer J (1990) Stud Phys Theor Chem 69:211 9. Hernqvist L (1990) Food Struct 9:39 10. Kalman A, Argay G (1991) Kem Kozl 73:129 11. Bernstein J (1991) Polymorphism and the investigation of structure-property relations in organic solids. In: Garbarczyk JB, James DW (eds) Organic crystal chemistry. Oxford University Press, Oxford, chap 2 12. Cecchini MAG (1992) Publ. ACIESP 82:65 13. Bernstein J (1993) J Phys D: Appl Phys 26:B66 14. Poole PH, Grande T, Sciortino F, Stanley HE, Angell CA (1995) Comput Mater Sci 4:373 15. Lotz B (1995) Macromol Symp 94:97 16. Bernstein J, Davis RE, Shimoni L, Chang N-L (1995) Angew Chem Int Ed Engl 34:1555 17. Wolff JJ (1996) Angew Chem Int Ed Engl 35:2195 18. Ford JL, Timmins P (1989) Pharmaceutical thermal analysis, 1st edn. Ellis Horwood Limited, Chichester 19. Byrn SR, Tobias B, Kessler D, Frye J, Sutton P, Saindon P, Kozlowski J (1989) Trans Am Crystallogr Assoc 24:41 20. Borka L, Haleblian JK (1990) Acta Pharm Jugosl 40:71 21. Borka L (1990) Spectroscopy (Eugene, Oreg) 5:12 22. Mehta AC (1994) Anal Proc 31:245 23. Giron D (1995) Thermochim Acta 248:1 24. Laird T (1990) In: Kennewell PD (ed) Comprehensive medicinal chemistry, vol 1. Pergamon, Oxford, p 321 25. Curry SH, Thakker KM (1990) In: Taylor JB (ed) Comprehensive medicinal chemistry, vol 5. Pergamon, Oxford, p 545
Crystalline Polymorphism of Organic Compounds 205 26. Yasui M (1995) Nippon Kessho Gakkaishi 37:69 27. Brittain HG (1997) J Pharm Sci 86:405 28. Sato K (1989) Zesz Nauk-Politech Lodz, Fiz 9:5 29. Kitamura M (1991) Kagaku Kogaku 55:263 30. Kitamura M (1992) Funtai Kogaku Kaishi 29:118 31. Kocevar J (1993) Farm Vestn (Ljubljana) 44:55 32. Kitamura M (1994) Bunri Gijutsu 24:365 33. Boistelle R, Klein JP, Guyot-Hermann AM (1996) STP Pharma Prat 6:111 34. Yamamoto H, Harano Y (1995) Bunri Gijutsu 25:381 35. Lahav M, Leiserowitz L (1993) J Phys D: Appl Phys 26:B22 36. Weissbuch I, Popovitz-Biro R, Lahav M, Leiserowitz L (1995) Acta Crystallogr B51:115 37. Haleblian JK (1975) J Pharm Sci 64:1269 38. Byrn SR (1982) Solid-state chemistry of drugs. Academic Press, New York 39. Hoelgaard A, Møller N (1983) Int J Pharm 15:213 40. Caira MR, Nassimbeni LR, Van Oudtshoorn B (1993) J Pharm Sci 82:1006 41. Burger A (1995) NATO Advanced research workshop crystals:Supramolecular materials. Sestri Levante, Italy 42. McCrone WC (1965) Polymorphism. In: Fox D, Labes MM, Weissberger (eds) Physics and chemistry of the organic solid state. Interscience, New York p 726 43. Khoshkhoo S, Anwar J (1993) J Phys D: Appl Phys 26:B90 44. Bartell LS (1995) J Phys Chem 99:1080 45. Merlo M, Santos A, Gago Duport L (1993) Mater Res Soc Sympos Proc 290:317 46. Chakraborty D, Bhatia SK (1996) Ind Eng Chem Res 35:1985 47. Morin B, Elder KR, Sutton M, Grant M (1995) Phys Rev Lett 75:2156 48. Alfonso GC, Moretti P, Pallenzona P, Yin J (1995) Opt Eng (Bellingham, Wash) 34:3385 49. Tiller WA (1986) J Cryst Growth 76:607 50. Caira MR, Nassimbeni LR (1996) In: MacNicol DD, Toda F, Bishop R (eds) Comprehensive supramolecular chemistry, vol 6. Pergamon Press, Oxford, chap 25 51. Cardew PT, Davey RJ (1985) Proc R Soc London A 398:415 52. Berkovitch-Yellin Z (1985) J Am Chem Soc 107:8239 53. Kitamura M (1993) J Chem Eng Jpn 26:303 54. Kitamura M, Furukawa H, Asaeda M (1994) J Cryst Growth 141:193 55. Koga K, Kawakami R, Kagara K (1996) Kagaku Kogaku Ronbunshu 22:1174 56. Sudo S, Sato K, Harano Y (1991) J Chem Eng Japan 24:628 57. Janik M, Malarski Z, Mrozinski J, Wajcht J, Zborucki Z (1991) J Crystallogr Spectr Res 21:519 58. Bernstein J (1987) In: Desiraju GR (ed) Organic solid state chemistry. Elsevier, Amsterdam, p 471 59. Gerber JJ, Caira MR, Lötter AP (1993) J Crystallogr Spectr Res 23:863 60. Pienaar EW, Caira MR, Lötter AP (1993) J Crystallogr Spectr Res 23:785 61. Caira MR, Pienaar EW, Lötter AP (1996) Mol Cryst Liq Cryst 279:241 62. Caira MR, Botha SA, Flanagan DR (1994) J Chem Crystallogr 24:95 63. Allen FH, Trotter J (1971) J Chem Soc B 1073 64. Bernstein J, Etter MC, MacDonald JC (1990) J Chem Soc Perkin Trans 2 695 65. Gavezzotti A, Filippini G (1997) In: Gavezzotti A (ed) Theoretical aspects and computer modeling of the molecular solid state, vol 1. Wiley, New York, chap 3 66. Gavezzotti A (1991) J Am Chem Soc 113:4622 67. Gdanitz RJ (1992) Chem Phys Lett 190:391 68. Karfunkel HR, Gdanitz RJ, Leusen FJJ (1994) Comput Aided Mat Des 1:185 69. Perlstein J (1994) J Am Chem Soc 116:11,420 70. Leusen FJJ (1996) J Cryst Growth 166:900 71. Baur WH, Kassner D (1992) Acta Crystallogr B48:356 72. Gavezzotti A, Filippini G (1996) J Am Chem Soc 118:7153 73. Thiery M-M, Rerat C (1996) J Chem Phys 104:9079 74. Toscani S, Dzyabchenko A, Agafonov V, Dugue J, Ceolin R (1996) Pharm Res 13:151
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198 Topics in Current Chemistry Edi
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Design of Organic Solids Volume Edi
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Volume Editors Prof. Dr. Edwin Webe
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VIII preface tion at an amazing lev
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Contents of Volume 196 Carbon Rich
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2 J.P. Glusker 5 Interactions of Pl
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4 J.P. Glusker Perturbations to the
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6 J.P. Glusker 2.1 Sources of Cryst
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8 J.P. Glusker other induced, will
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10 J.P. Glusker The forces here hav
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12 J.P. Glusker lographic structure
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14 J.P. Glusker a c Fig. 6 a - c. D
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16 J.P. Glusker hydrogen bond H◊
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18 J.P. Glusker Fig. 9. Citric acid
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20 J.P. Glusker peptide plane and a
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22 J.P. Glusker 4.5 F◊◊◊H Int
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24 J.P. Glusker rine-containing com
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26 J.P. Glusker Fig. 17. The packin
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28 J.P. Glusker bind to a metal ion
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30 J.P. Glusker As for carboxylate
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32 J.P. Glusker Fig. 24. The magnes
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34 J.P. Glusker structures of magne
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36 J.P. Glusker b a Fig. 28 a, b. A
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38 J.P. Glusker Fig. 30. Complexati
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42 J.P. Glusker Fig. 34. Glycine cr
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44 J.P. Glusker bonding capabilitie
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48 J.P. Glusker d Fig. 37 d. The ch
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50 J.P. Glusker Fig. 39. Hydrogen-b
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52 J.P. Glusker 72, 104], but other
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54 J.P. Glusker 23. Cody V, Murray-
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56 J.P. Glusker: Directional Aspect
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58 A. Nangia · G.R. Desiraju 7 Sup
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60 A. Nangia · G.R. Desiraju elect
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62 A. Nangia · G.R. Desiraju 14 15
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68 A. Nangia · G.R. Desiraju Fig.
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70 A. Nangia · G.R. Desiraju -NH 2
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132 Y. Aoyama 4 Catalysis . . . . .
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134 Y. Aoyama 2.2 Symmetry-Controll
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136 Y. Aoyama A trigonal centre is
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138 Y. Aoyama 18 19 Fig. 5. 2D net
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140 Y. Aoyama 24 ded (O-H◊◊◊O
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142 Y. Aoyama 2.4 Interaction-Suppo
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144 Y. Aoyama In the presence of a
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146 Y. Aoyama clusion compounds (se
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148 Y. Aoyama are intriguing guests
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150 Y. Aoyama The tuning or enginee
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