A survey of cocrystals reported prior to 2000

Crystal Growth and Design

Volumn 9, Issue 10, 2009, Pages 4212-4229

  Patrick Stahly, G ^a,b  

^a Chemfocus LLC   (United States)

^b Triclinic Labs Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 70350234533     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg900873t     Document Type: Article

References (244)

1. Stahly, G. P. Cryst. Growth Des. 2007, 7, 1007-1026.
2. Kitaigorodsky, A. I. Mixed Crystals; Springer-Verlag: Berlin, 1984; p 17.
3. Powell, H. M. J. Chem. Soc. 1948, 61.
4. Kitaigorodsky, A. I. Mixed Crystals; Springer-Verlag: Berlin, 1984; pV.
5. Dunitz, J. D. CrystEngComm 2003, 4, 506.
6. Desiraju, G. R. CrystEngComm 2003, 5, 466-467.
7. Bond, A. D. CrystEngComm 2007, 9, 833-834.
8. (a) Almarsson, O.; Zaworotko, M. Chem. Commun. 2004, 1889-1896.
9. (b) Aakeroy, C. B.; Salmon, D. J. CrystEngComm 2005, 7, 439-448.
10. Wohler, F. Annalen Chem. Pharm. 1844, 51, 145-163.
11. Ling, A. R.; Baker, J. L. Chem., Soc. 1893, 63, 1314-1327.
12. Anderson, J. S. Nature 1937, 140, 583-584.
13. Buck, J. S.; Ide, W. S. J. Am, Chem. Soc. 1931, 53, 2784-2787.
14. Hoogsteen, K. Acta Crystallogr. 1963, 16, 907-916.
15. Wenner, W. J. Org. Chem, 1949, 14, 22-26.
16. Ilmet, I.; Kopp, L. J. Phys. Chem. 1966, 70, 3371-3372.
17. Hall, B.; Devlin, J. P. J. Phys. Chem. 1967, 71,465-466.
18. Kitaigorodsky, A. I. Mixed Crystals; Springer-Verlag: Berlin, 1984; P 11.
19. Pekker, S.; Kovats, E.; Oszlanyi, G.; Benyei, G.; Klupp, G.; Bortel, G.; Jalsovszky, I.; Jakab, E.; Borondics, F.; Kamaras, K.; Bokor, M.; Kriza, G.; Tompa, K.; Faigel, G. Nat. Mater, 2005, 4, 764-767.
20. "Das grune Hydrochinon ist einer der schonsten Stoffe, welche die organische Chemie aufzuweisen hat. Es ist dem Murexid sehr ahnlich, ubertrifft es aber noch an Glanz und Scho;nheit der Farbe." from ref 9.
21. Bragg, W. L. Proc. R. Soc. (London) 1914, A89, 248.
22. Dickinson, R. G.; Raymond, A. L J. Am. Chem, Soc. 1923, 45, 22.
23. Jackson, C L.; Oenslager, G. Ber. Dtch. Chem, Ges. 1895, 28, 1614-1617.
24. Willstatter, R.; Piccard, J. Ber. Dtsch. Chem. Ges. 1908, 41, 1458-1475.
25. Posner, T. Justus Lieb. Annal. Chem. 1904, 336, 85-167.
26. Anderson, J. S. Nature 1937, 140, 850.
27. Matsuda, H.; Osaki, K; Nitta, I. Bull. Chem. Soc. Jpn. 1958, 31, 611-620.
28. Sakurai, T. Acta Crystallogr. 1965, 19, 320-330.
29. Sakurai, T. Acta Crystallogr. 1968, B24, 403-4-12.
30. The diagram was generated from structure QUIDON01 in the Cambridge Structural Database.
31. Pfeiffer, P. Organische Molekulverbindungen; Verlag von Ferdinand Enke: Stuttgart, 1922.
32. Helbing, H. Modern Materia Medica, 4th ed.; Lehn & Fink: New York, 1895; p 148.
33. Helbing, H. Modern Materia Medica, 4th ed.; Lehn & Fink: New York, 1895; p 18.
34. Springer, E. Pharm. Ztg. 1901, 46, 430-4-31.
35. Helbing, H. Modern Materia Medica, 4th ed.; Lehn & Fink: New York, 1895; p 122.
36. Helbing, H. Modern Materia Medica, 4th ed.; Lehn & Fink: New York, 1895; p 19.
37. Helbing, H. Modern Materia Medica, 4th ed.; Lehn & Fink: New York, 1895; p 22.
38. See, for example Kofler, L.; Kofler, A.; Brandstatter, M. ThermoMikro-Methoden; Verlag Chemie: Weinheim/Bergstrasse, 1954, pp 151-171
39. andKuhnert-Brandstatter, M. Thermomicroscopy in the Analysis of Pharmaceuticals; International Series of Monographs in Analytical Chemistry; Pergamon Press: Oxford; 1971; 45, Chapter 11.
40. Kofler, A. Z. Phys. Chem. 1942, A190, 287-306.
41. Berthelot Bull. Soc. Chim. France 1892, 7, 34.
42. (b) Jahresberichte Fortschr. Chem. 1867, 604.
43. Kofler, A. Z. Phys. Chem. 1942, A190, 287-306.
44. Kofler, A.; Brandstatter, M. Z. Phys. Chem. 1943, 192, 229-259.
45. Kuhnert-Brandstatter, M; Burger, A. J. Therm. Anal. 1997, 50, 559-567.
46. Kofler, L.; Kofler, A. Ber. Dtsch. Chem. Ges. B: Abhandlungen 1943, 705, 718-722.
47. Kofler, A.; Fischer, R. Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1932, 270, 441-449.
48. Kofler, A. Z. Elektrochem. Angew. Phys. Chem. 1944, 50, 200-207.
49. Lynch, D. E.; Smith, G.; Byriel, K. A.; Kennard, C. H. L. J. Chem, Soc, Chem. Commun. 1992, 300-301.
50. Cloez, Ch. C. R. Hebdomadaires Seances de l' Acad. Sci. 1897, 124, 864-866
51. von Norwall, F. K. E. Monatshefte fuer Chem, 1895, 16, 321-332.
52. Schroeter, G. Ber. Dtsch. Chem. Ges. 1903, 36, 3005-3300
53. Szmant, H. H.; Dixon, J. J. Am. Chem. Soc. 1953, 75, 4354.
54. Szmant, H. H.; Alfonso, L. M. J. Am. Chem. Soc. 1956, 78, 1064-1066.
55. Regenbogen, A.; Schoorl, N. Pharm, Weekblad 1924, 61, 34-36.
56. Schoorl, N. Pharm, Weekblad 1929, 66, 357-358.
57. Adler, O.; Alder, R. U.S. Patent 1, 954, 909, 1934.
58. Zellner, H. U.S. Patent 2, 994, 640, 1961.
59. Bailey, C. W.; Bright, J. R.; Jasper, J. J. J. Am. Chem. Soc. 1945, 67, 1184-1186.
60. Fox, S. H.; Paterson, L. U.S. Patent 2,433,688, 1947.
61. Buu-Hoi, N. P.; Ratsimamanga, A. R.; Xuong, N. D.; NigeonDureuil, M. Bull. Soc. Chim. Biol. 1953, 35, 326-333
62. Krantz, J. C. Jr.; Holbert, J. M.; Iwamoto, H. K.; Carr, C. J. J. Am. Pharm. Assoc. 1947, 36, 248-250.
63. (a) Higuchi, T.; Zuck, D. A. J. Am. Pharm, Assoc. 1952, 41,10-13.
64. (b) Higuchi, T.; Zuck, D. A. J. Am. Pharm. Assoc. 1953, 42, 132-138.
65. Higuchi, T.; Zuck, D. A. J. Am. Pharm. Assoc. 1953, 42, 138-145.
66. Higuchi, T.; Lach, J. L. J. Am, Pharm. Assoc. 1954, 43, 340-354.
67. Higuchi, T.; Pitman, I. H. J. Am. Pharm, Sci. 1973, 62, 55-58.
68. Ide, K. Japanese patent 26004646, 1951.
69. Okamoto, K.; Kadowaki, H. Japanese patent 33008099, 1958.
70. Fujinaga, Z. Japanese patent 29008048, 1954.
71. Kuroyanagi, S. Japanese patents 27001947 and 27001948, 1952.
72. Watanabe, H.; Sasaki, M. Yakugaku Zasshi 1960, 80, 119-122.
73. Sano, H.; Inabe, K. Japanese patents 33000195, 33000196, and 33000197, 1958.
74. Naito, Y.; Shirai, H.; Oda,N. Yakugaku Zasshi 1953, 73, 663-665.
75. See, for example (a) Childs, S. L.; Chyall, L. J.; Dunlap, J. T.; Smolenskaya, V. N.; Stahly, B. C; Stahly, G. P. J. Am, Chem. Soc. 2004, 126, 13335-13342.
76. (b) McNamara, D. P.; Childs, S. L.; Giordano, J.; Iarriccio, A.; Cassidy, J.; Shet, M. S.; Mannion, R.; O'Donnell, E.; Park, A. Pharm. Res. 2006, 23,1888-1897.
77. Sekiguchi, K.; Ito, K. Chem. Pjyirm. Bull. 1965, 13, 405-413.
78. Bettis, J. W.; Lach, J. L.; Hood, J. Am. J. Hospital Pharm. 1973, 30, 240-243.
79. Patel, U.; Haridas, M.; Singh, T. P. Acta Crystallogr., Sect, C 1988, 44, 1264-1267.
80. Caira, M. R. J. Crystallogr. Spectrosc, Res. 1991, 21, 641-648.
81. Caira, M. R. J. Crystallogr. Spectrosc. Res. 1992, 22, 193-200.
82. Caira, M. R.; Nassimbeni, L. R.; Wildervanck, A. F. J. Chem. Soc, Eskin Trans. 2 1995, 2213-2216.
83. CFR 172.315.21.
84. Wietz, R. J. Pharm. Chim. 1926, 4, 439-445
85. http://www.fda.gov/cder/da/da0999.htm
86. For readers who are interested, good entry points to the literature may be found in publications authored by Drs. Scott L. Childs (Renovo Research), William Jones (University of Cambridge), Nair Rodriguez-Hornedo (University of Michigan), and Michael J. Zaworotko (University of South Florida).
87. Pfeiffer, P.; Angern, O. Z. Physiol. Chem. 1925, 143, 265-271.
88. Watson, J. D.; Crick, F. H. C. Nature 1953, 171, 737-738.
89. Hoogsteen, K. Acta Crystallogr. 1963, 16, 907-991
90. O'Brien, E. J. Acta Crystallogr. 1967, 23, 92-106.
91. Etter, M. C.; Reutzel, S. M.; Choo, C. G. J. Am. Chem. Soc, 1993, 175, 4411-4412.
92. Wilson, C. C. Nucleic Acids Res. 1988, 16, 385-393.
93. Schmidt, J.; Snipes, W. Int. J. Radiât. Biol, Relat. Studies Phys., Chem., Med. 1967, 13, 101-109.
94. Kar, L.; Bernhard, W. A. Radiat, Radiat. 1983, 93, 232-253.
95. Jacobi, O. K, U.S. Patent 3, 937, 809, 1976.
96. (a) Pfeiffer, P. Gerber 1926, 52, 204-205.
97. (b) Pfeiffer, P. Collegium (Darmstadt) 1926, 479-487.
98. Naegeli, C.; Kaltman, H. Helv. Chim. Acta 1933, 16, 980-988.
99. Quehl, K.U.S. Patent 2, 116, 640, 1938.
100. Fischer, W. M.; Taurinsch, A. Ber. Dtsch, Chem. Ges. B: Abhandlungen 1931, 64B, 236-239.
101. Aoki, I.; Sato, T.; Masato, A.; Hiroshi, S. World Patent Application W099/11609 Al.
102. von Christiani, A.; Pailer, M. Mierochim, Acta 1937, 1, 26-29.
103. Magne, F. C.; Mod, R. R.; Skau, E. L. J. Am. Oil Chem. Soc. 1957, 34, 127-129.
104. Bowman, R. S.; Dubbs, A. C.; Hedenburg, J. F. U.S. Patent 2, 829, 175, 1958.]
105. Amos, J. G.; Indelicate, J. M.; Pasini, C. E.; Reutzel, S. M. U.S. Patent 6, 001, 996, 1999.
106. Fredga, A. Arkiv Kemi, Mineral. Geol. 1940, 14B.
107. Eisenlohr, F.; Meier, G. Ber. Dtsch. Chem. Ges. [Abteilung] B: Abhandlungen 1938, 71B, 1005-1013.
108. Nishikawa, K.; Tsukada, H.; Abe, S.; Kishimoto, M.; Yasuoka, M. Chirality 1999, 11, 166-171.
109. Farina, A.; Meilie, S. V.; Messina, P. M.; Metrangolo, P.; Resnati, G.; Vecchio, G. Angew. Chem., Int. Ed. 1999, 38, 2433-2436.
110. Toda, F.; Tanaka, K.; Mak, T. C. W. Chem. Lett. 1984, 2085-2088.
111. Etter, M. C.; Frankenbach, G. M.; Bernstein, J. Tetrahedron Lett. 1989, 50, 3617-3620.
112. Toda, F.; Okuda, K. J. Chem. Soc, Chem. Commun. 1991, 1212-1214.
113. Hirata, H.; Sakaiguchi, Y. Bull. Chem, Soc. Jpn. 1989, 62, 581-582.
114. Hirata, H.; Kanda, Y.; Sakaiguchi, Y. Bull, Chem, Soc Jpn. 1989, 62, 2461-2464.
115. (a) Sawada, K.; Kitamura, T.; Ohashi, Y.; limura, N.; Hirata, H. Bull. Chem. Soc. Jpn. 1998, 71, 2109-2118.
116. (b) Hirata, H.; Iimura, N. J. ColloidInterface Sci. 1998, 199, 111-122.
117. Iimura, N.; Sawada, K.; Ohashi, Y.; Hirata, H. Bull. Chem. Soc., Jpn. 1999, 72, 2417-2422.
118. Desiraju, G. R. Crystal Engineering. The Design of Organic Solids; Elsevier: Amsterdam, 1989.
119. Desiraju, G. M. Angew. Chem., Int. Ed, 2007, 46, 8342-8356.
120. The diagram was generated from structure CACBOX in the Cambridge Structural Database.
121. Etter, M. C. Acc Chem. Res. 1990, 23, 120-126.
122. Etter, M. C.; Adsmond, D. A, Chem. Commun, 1990, 589-591.
123. Smith, G.; Genter, J. M.; Lynch, D. E.; Byriel, K. A.; Kennard, C. H. L. Aust. J. Chem. 1995, 48, 1151-1166.
124. Byriel, K. A.; Kennard, C. H. L.; Lynch, D. E.; Smith, G.; Thompson, J. G. Aust. J. Chem. 1992, 45, 969-981.
125. Chinnakali, K.,; Fun, H.-K.; Goswami, S.; Mahapatra, A. K.; Nigam, G. D. Acta Crvstallogr., Section C: Cryst. Struct. 1999, C55, 399-401.
126. Goswami, S.; Mahapatra, A. K.; Ghosh, K.; Nigam, G. D.; Chinnakali, K.; Fun, H.-K. Acta Crystallogr., Section C: Cryst. Struct. Commun. 1999, C55, 87-89.
127. Liao, R.-F.; Lauher, J. W.; Fowler, F. W. Tetrahedron 1996, 52, 3153-3162.
128. Le Fur, Y.; Bagieu-Beucher, M.; Masse, R.; Nicoud, J.-F.; Lévy, J.-P. Chem. Mater. 1996, 5, 68-75.
129. Chatterjee, S.; Pedireddi, V. R.; Rao, C. N. R. Tetrahedron Lett. 1998, 39, 2843-2846.
130. Pedireddi, V. R.; Chatterjee, S.; Ranganathan, A.; Rao, C. N. R. Tetrahedron 1998, 54, 9457-9474.
131. Caira, M. R.; Nassimbeni, L. R.; Scott, J. L.; Wildervanck, A. F. J. Chem. Crystallogr. 1996, 26, 117-122.
132. Foces-Foces, C.; Infantes, L.; Aguilar-Parrilla, F.; Golubev, N. S.; Limbach, H.-H.; Elguero, J. J. Chem. Soc, Perkin Trans. 2 1996, 349-353.
133. Pedireddi, V. R.; Jones, W.; Chorlton, A. P.; Docherty, R. Chem. Commun. 1996, 997-998.
134. Rogers, R. D.; Sharma, C. V. K.; Whitcomb, D. R. Cryst. Eng. 1998, 1, 255-262.
135. Aakeroy, C. B.; Beatty, A. M.; Zou, M. Cryst. Eng. 1998, 1, 225-241.
136. Foces-Foces, C.; Llamas-Saiz, A. L.; Lorente, P.; Golubev, N. S.; Limbach, H.-H. Acta Crystallogr., Section C: Cryst, Struct. Commun. 1999, C55, 377-381.
137. Almarsson, Ö.; Zaworotko, M. J. Chem. Commun. 2004, 1889-1896.
138. Steiner, T.; Majerz, I.; Wilson, C. C. Angew. Chem., Int. Ed. 2001, 40, 2651-2654.
139. Childs, S. L.; Stahly, G. P.; Park, A. Mol, Pharmaceutics 2007, 4, 323-338.
140. Brooker, L. G. S.; Keyes, G. H.; Sprauge, R. H.; VanDyke, R. H.; VanLare, E.; VanZandt, G.; White, F. L. J. Am. Chem. Soc. 1951, 73, 5326-5332.
141. Pan, F.; Wong, M. S.; Gramlich, G.; Bosshard, C.; Gunter, P. Chem. Commun. 1996, 1557-1558.
142. (a)Pan, F.; Wong, M. S.; Gramlich, G.; Bosshard, C.; Gunter, P. J. Am, Chem. Soc. 1996, 118, 6315-6316.
143. (b) Wong, M. S.; Pan, F.; Bosch, M.; Spreiter, R.; Bosshard, C.; Gunter, P. J. Opt. Soc. Am. B 1998, 15, 426-431.
144. The diagram was generated from structure TETQAK in the Cambridge Structural Database.
145. Huang, K-S; Britton, D.; Etter, M. C.; Byrn, S. R. J. Mater. Chem. 1997, 7, 713-720.
146. Nooi, J. U.S. Patent 3, 778, 435, 1973.
147. Baicu, T.; Radu, V.; Ileana, N.; Nicolae, I. Romanian Patent 67434, 1979.
148. Baumann, M. F.; Lawton, W. R. U.S. Patents 3, 185, 583, 3, 185, 584, and 3, 185, 585, 1965.
149. Japanese Patents 55108884, 1980; 58049394, 1983; 59023577, 1984; and 62037040, 1987.
150. Taylor, L. D.; Warner, J. C. U.S. Patent 5,338,644, 1994.
151. Etter, M. C.; Baures,P. W. J. Am. Chem. Soc. 1988, 110, 639-640.
152. Farmer, R. C. J. Chem. Soc 1903, 83,1440-1449.
153. Anderson, N. G.; Lust, D. A.; Colapret, K. A.; Simpson, J. H.; Malley, M. F.; Gougoutas, J. Z. J. Org. Chem. 1996, 61, 7955-7958.
154. Vergeer, P.; Kooijman, H.; Schreurs, A. M. M.; Kroon, J.; Grech, E. Acta Crystallogr., Sect. C. 1999, 55, 1822-1824.
155. Groschuff, E. Ber. Dtsch, Chem, Ges. 1903, 56, 1783-1795.
156. Larsson, G.; Nahringbauer, I. Acta Crystallogr., Sect. B 1968, 24, 666-672.
157. Levi, T. G. Gazz. Chim. Ital. 1932, 62, 709-716.
158. Trunov, V. K.; Velikodni, Y. A.; Chubinidze, A. D.; Sas, T. M. Koord. Khim. 1982, 8, 94-97.
159. Chubinidze, A. D.; Velikodni, Y. A.; Trunov, V. K. Koord. Khim, 1983, 9, 259-261.
160. (a) Villiers, A. Compt. Rend. 1877, 84, 774.
161. (b) Villiers, A. Compt. Rend. 1877, 85, 755.
162. Lescoeur, H. Compt. Rend. 1877, 84, 1029.
163. (c) Lescoeur, H. Ann. Chim, Phys. 1893, 28, 237.
164. 2)2- In The American Journal of Science; 5th Series, Volume IV; Dana, E. S., Ed.; The Turtle; Morehouse & Taylor Co.: New Haven, CT, 1922; pp 193-198
165. (e) Speakman, J. C.; Mills, H. H. J. Chem. Soc. 1961, 1164-1175.
166. Cume, M. J. Chem. Soc, Perkin Trans. 2 1971, 832-835.
167. Trunov, V. K.; Endeladze, N. O. Zh. Strukt. Khim. 1986, 27, 153-155.
168. Nahringbauer, I. Acta Chem. Scand, 1969, 23, 1653-1666.
169. Mayers, R. F.; Keve, E. T.; Skapski, A. C. J. Chem. Soc. (A) 1968, 2258-2262.
170. Golič, L.; Speakman, J. C. J. Chem. Soc. 1965, 2521-2530.
171. Ichikawa, I. Acta Crystallogr., Sect. B 1972, 28, 755-760.
172. Maixner, J.; Zachova, J.; Huml, K. Collect. Czech. Chem. Commun. 1993, 58, 861-868.
173. Leban, I. Cryst. Struct. Commun. 1974, 3, 245-248.
174. Golifi, L.; Lazarini, F. Cryst. Struct. Commun. 1975, 4, 487-490.
175. Baran, J.; Videnova, V.; Glowiak, T.; Ratajczak, H. Acta Crystallogr., Sect. B 1979, 35, 2722-2723.
176. Hara, R.; Cady, G. J. Am. Chem. Soc. 1964, 76, 4285-4287.
177. Golič, L.; Speakman, J. C. J. Chem. Soc. 1965, 2530-2542.
178. Crawford, M. J. Chem. Soc. 1941, 259-263
179. Bakunin, M.; Vitale, E. Gazz. Chim. Ital. 1935, 65, 593-616.
180. Lopez de Diego, H. Acta Crystallogr., Sect. C 1995, 51, 253-256.
181. McGregor, D. R.; Speakman, J. C.; Lehmann, M. S. J. Chem. Soc, Perk. Trans. 2 1977, 1740-1745.
182. Kettmann, V.; Kello, E.; Vrabel, V.; Garaj, J.; Karvas, M.; Goghova, M.; Durmis, J. Acta Crystallogr., Sect, C 1989, 45, 787-791.
183. Dumbleton, J. H. Acta Crystallogr. 1965, 19, 279-280.
184. Buerger, M. J. Am. Mineral. 1945, 30, 551-571.
185. Crowfoot, D. M. J. Chem, Soc 1936, 716-718.
186. Bryan, R. F.; Mills, H. H.; Speakman, J. C. J. Chem. Soc. 1963, 4350-4355.
187. Haas, D. J. Acta Crystallogr. 1964, 17, 1511-1516.
188. Trunov, V. K.; Efremov, V. A.; Tskhelashvili, N. B. Zh. Strukt. Khim, 1990, 31, 19-25.
189. Follner, H. Z. Anorg. Allg. Chem. 1969, 370, 235-237.
190. (a) Mutin, J.-C.; Huard, C.; Thrierr-Sorel, A. C. R. Acad. Sci, Ser. C 1968, 267, 1783-1788.
191. (b) Huard, C.; Favre-Brun, Y.; Bertrand, G.; Thrierr-Sore, A. C. R. Acad. Sci., Ser. C 1969, 269, 1517-1520.
192. Pfeiffer, P.; Birencweig, G.; Hofmanu, A.; Windheuser, C. Ber. Dtsch, Chem. Ges. 1914, 47,1580-1596.
193. Kalsbeek, N. Acta Crystallogr., Sect. C 1992, 48, 878-883.
194. Currie, M. Chem. Commun. 1972, 972-973.
195. Dunlop, R. S.; Speakman, J. C. Z. Kristallogr. 1973, 138, 100-112.
196. Prasad, G. S.; Vijayan, M. Acta Crystallogr., Sect, B 1991, 47, 927-935.
197. Prasad, G. S.; Vijayan, M. Int. J. Pept. Protein Res. 1990, 35, 357-364.
198. Barry, J. E.; Finkelstein, M.; Ross, S. D. J. Org. Chem. 1982, 47, 64-68.
199. Kirfel, A.; Will, G.; Recker, K.; Wallrafen, F.; Gao, Z. S. Z. Kristallogr. 1983, 165, 117-125.
200. Gupta, M. P.; Prasad, N. Acta Crystallogr., Sect. B 1972, 26, 2628-2630.
201. Goswami, S.; Mahapatra, A. K.; Nigam, G. D.; Chinnakali, K.; Fun, H.-K.; Razak, I. A. Acta Crystallogr., Sect. C 1999, 55, 583-585.
202. Erman, L. Y.; Mindrul, V. F.; Mikhaleva, I. L.; Pankov, D. I.; Kurochkin, V. K. Zh. Strukt. Khim. 1994, 35, 161-163.
203. Oxton, I. A.; Cameron, E.S.; Knop, O.; McCulloch, A.W. Can. J. Chem. 1977, 55, 3831-3837.
204. Bettinetti, G. P.; Caramella, C.; Giordano, F.; La Manna, A.; Margheritis, C.; Sinistri, C. J. Therm, Anal. 1983, 28, 285-294.
205. Shrivastava, H. N.; Speakman, J. C. J. Chem. Soc. 1961, 1151-1163.
206. Carrow, C. J.; Wheeler, K. A. Cryst. Eng. 1998, J., 263-275.
207. (a) Hoffmann, E. Arch. Pharm. 1878, 57, 226.
208. (b) Hoffmann, E. Jahresber. 1878, 759.
209. Downie, T. C.; Speakman, J. C. J. Chem. Soc 1954, 787-793.
210. Jebamony, J. R.; Muthiah, P. T. Acta Crystallogr., Sect. C. 1988, 54, 539-540.
211. Manojlovic, L.; Speakman, J. C. J. Chem, Soc. A 1967, 971-979.
212. Grimvall, S.; Wengelin, R. F. J. Chem. Soc, A 1967, 968-970.
213. Manojlovic, L. Acta Crystallogr., Sect. B 1968, 24, 326-330.
214. McGregor, D. R; Speakman, J. C. J. Chem, Soc, A 1968, 2106-2108.
215. Gupta, M. P.; Dubey, D. S. Indian J. Phys. 1969, 43, 777-1119
216. Newkome, G. R.; Theriot, K, J.; Fronczek, F. R, Acta Crystallogr., Sect. C 1985, 41, 1642-1644.
217. See, for example Kanters, J. A.; ter Horst, E. H.; Kroon, J.; Grech, E. Acta Crystallogr., Sect. C 1992, 48, 328-332.
218. CFR 184.1754.21
219. Gill, C. H. J. Chem, Soc. 1871, 24, 269-275.
220. Misumi, S.; Ishikawa, Y.; Tanaka, S. Japanese patent 29006870, 1954.
221. Beevers, C. A.; Cochran, W. Nature 1946, 157, 872.
222. Cochran, W. Nature 1946, 157, 231.
223. Beevers, C. A.; Cochran, W. Proc. R. Soc. London, Ser. A 1947, 190, 257-272.
224. Wood, R. A.; James, V. J.; Mills, J. A. Cryst. Struct. Commun. 1976, 5, 207-210.
225. Ferguson, G.; Kaitner, B.; Connett, B. E.; Rendle, D. F. Acta Crystallogr., Sect. B 1991, 47, 479-484.
226. Rendle, D. F.; Glazier, E. J. Powder Diffr. 1992, 7, 38-41.
227. Fenton, D. E. J. Chem. Soc, Dalton Trans. 1973, 1380-1383.
228. Jones Microscope 1963, 13, 346.
229. Cook, W. J.; Bugg, C. E. J. Am. Chem, Soc. 1973, 95, 6442-6446.
230. GB patent 1357399, 1974.
231. Utkin, L. M. Biokhimiya 1939, 4, 600-606.
232. Jarvis, J. A, J.; Owston, P. G. Chem, Commun. 1971, 1403-1404.
233. Marullo,N.P.; Lloyd, R. J. Am. Chem. Soc. 1966, 88, 1076-1077.
234. Jamet-Delcroix, S. J. Chimie. Phys. 1967, 64, 601-607.
235. Milne, P. J.; Oliver, D. W.; Van Rooyen, P. H.; Roos, H. M. J. Chem. Crystallogr. 1997, 27, 167-175.
236. Emsley, J.; Jones, D. J.; Osborn, R, S. J. Chem. Soc., Chem. Commun. 1980, 703-704.
237. Emsley, J.; Jones, D. J.; Kuroda, R. Acta Crystallogr., Sect. C. 1983, 39, 729-730.
238. Emsley, J.; Jones, D. J.; Kuroda, R. J. Chem. Soc., Dalton Trans. 1982, 1179-1184.
239. Levinthal, M. L. U.S. Patent 4, 086, 110, 1978.
240. Phillips, S. E. V; Trotter, J. Can. J. Chem. 1976, 54, 2723-2732.
241. Phillips, S. E. V.; Truter, M. R. J. Chem. Soc., Dalton Trans. 1975, 1066-1070.
242. Hughes, D. L.; Phillips, S. E. V.; Truter, M. R. J. Chem, Soc., Dalton Trans. 1974, 907-911.
243. Reck, G.; Thiel, W. Pharmazie 1991, 46, 509-512.
244. The diagram was generated from, structure VUBCAW in the Cambridge Structural Database.