[ Pobierz całość w formacie PDF ]
Comm 11:415 427. crystal crystallography. J Appl Crystallogr 32:837 838.
70. Griffin AC, Fisher RF, Havens SJ. 1978. Effect of molecular 92. Farrugia LJ. 1997. ORTEP-3 for windows A version of
structure on mesomorphism. 7. Enhancement of smectic-iso- ORTEP-III with a graphical user interface (GUI). J Appl
tropic transition temperatures in binary mixtures of a new Crystallogr 30:565.
liquid crystal series: The 4-nitrophenyl 40-n-alkoxybenzoates. 93. Spek AL. 2003. Single-crystal structure validation with the
J Am Chem Soc 100:6329 6333. program PLATON. J Appl Crystallogr 36:7 713.
71. Henck JO, Bernstein J, Ellern A, Boese R. 2001. Disappearing 94. Brandenburg, K., Diamond. Version 2.1e. Germany: Crystal
and reappearing polymorphs: The benzocaine:picric acid sys- Impact GbR Bonn.
tem. J Am Chem Soc 123:1834 1841. 95. Allen FH. 2002. The Cambridge structural database : A quar-
72. Schmidt AC. 2005. Solid-state characterization of falicaine ter of a million crystal structures and rising. Acta Crystallogr
hydrochloride and isomorphic dyclonine hydrochloride. Part Sect B 58:380 388.
IV. Crystal polymorphism of anaesthetic drugs. Eur J Pharm 96. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA,
Sci 25:407 416. Cheeseman JR, Montgomery JA, Vreven T, Kudin KN, Burant
73. Kinchington D, Ng T, Mathews N, Tisdale M, Devine D, Ayuko JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B,
WO. 1997. T cell costimulation by derivatives of benzoic acid. Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H,
Anti Chem Chemo 8:121 130. Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida
74. Barsky I, Bernstein J, Stephens PW, Stone KH. 2008. The M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X,
study of the polymorphic system of 2-chloro-4-nitrobenzoic Knox JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J,
acid. New J Chem 32:1747 1753. Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R,
75. Ebert AA Jr, Gottlieb HB. 1952. Infrared spectra of organic Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA,
compounds exhibiting polymorphism. J Am Chem Soc Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S,
74:2806 2810. Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD,
76. Leiserowitz L. 1976. Molecular packing modes. Carboxylic Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG,
acids. Acta Crystallogr Sect B 32:775 802. Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A,
77. Das D, Desiraju GR. 2006. Packing modes in some mono- and Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-
disubstituted phenylpropionic acids: Repeated occurence of Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill
the rare syn,anti catemer. Chem Asian J 1-2:231 244. PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA.
JOURNAL OF PHARMACEUTICAL SCIENCES, VOL. 99, NO. 9, SEPTEMBER 2010 DOI 10.1002/jps
PHARMACEUTICAL CO-CRYSTAL 4071
2004. Gaussian 03, revision D.02. Wallingford, CT: Gaussian, visualization and investigation of crystal structures. J Appl
Inc. Crystallogr 41:466 470.
97. Becke AD. 1993. Density-functional thermochemistry. III. 103. Lemmerer A, Michael JP. 2008. Hydrogen bonding patterns in
The role of exact exchange. J Chem Phys 98:5648 5652. a series of 1-arylcycloalkanecarboxamides. CrystEngComm
98. Lee C, Yang W, Parr RG. Development of the colle-salvetti 10:95 102.
correlation-energy formula into a functional of the electron. 104. Palmore GTR, MacDonald JC. 2003. The role of amides in the
Phys Rev B 37:785 789. noncovalent synthesis of supramolecular structures in solu-
99. Hehre WJ, Ditchfield R, Pople JA. 1972. Self-consistent mole- tion, at interfaces, and in solids. In: Greenberg A, Breneman
cular orbital methods. XII. Further extensions of Gaussian- CM, Liebman JF, editors. The amide linkage: Structural
type basis sets for use in molecular orbital studies of organic significance in chemistry, biochemistry, and materials
molecules. J Chem Phys 56:2257 2261. science. New Jersey: Wiley-Interscience. pp. 291 337.
100. Hariharan PC, Pople JA. 1973. The influence of polarization 105. Esterhuysen C, Lemmer A, Bernstein J. Cryst Growth Des, in
functions on molecular orbital hydrogenation energies. Theor preparation.
Chim Acta 28:213 222. 106. Farmelo G. 2009. The strangest man: The hidden life of Paul
101. Additional details on the rigid body analysis are given in the Drac, mystic of the atom. New York: Basic Books.
Supplementary Material S1. 107. Bernstein J. 2009. Quantum leaps. Cambridge, MA: Harvard
102. Macrae CF, Bruno IJ, Chisholm JA, Edgington PR, McCabe P, University Press.
Pidcock E, Rodriguez-Monge L, Taylor R, van de Streek J, 108. Haleblian JK, McCrone WC. 1969. Pharmaceutical applica-
Wood PA. 2008. Mercury CSD 2.0 New features for the tions of polymorphism. J Pharm Sci 58:911 929.
DOI 10.1002/jps JOURNAL OF PHARMACEUTICAL SCIENCES, VOL. 99, NO. 9, SEPTEMBER 2010
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