Evaluation of the lattice energy of the two-component molecular crystals using solid-state density functional theory

Crystal Growth and Design

Volumn 14, Issue 10, 2014, Pages 4997-5003

  Vener, Mikhail V ^a   Levina, Elena O ^a   Koloskov, Oleg A ^a   Rykounov, Alexey A ^b   Voronin, Alexander P ^c   Tsirelson, Vladimir G ^a  

^a MENDELEEV UNIVERSITY OF CHEMICAL TECHNOLOGY OF RUSSIA   (Russian Federation)

^b INSTITUTE OF TECHNICAL PHYSICS   (Russian Federation)

^c INSTITUTE OF SOLUTION CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

LATTICE ENERGIES; SOLID-STATE DENSITY; TWO-COMPONENT MOLECULAR CRYSTALS;

EID: 84907487112     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg5005243     Document Type: Article

References (101)

1. Vishweshwar, P.; McMahon, J. A.; Bis, J. A.; Zaworotko, M. J. J. Pharm. Sci. 2006, 95, 499-516
2. Issa, N.; Karamertzanis, P.; Wellch, G.; Price, S. Cryst. Growth Des. 2009, 9, 442-453
3. Karamertzanis, P.; Kazantsev, A.; Issa, N.; Welch, G. W. A.; Adjiman, G. C.; Pantelides, C.; Price, S. J. Chem. Theory Comput. 2009, 5, 1432-1448
4. Musumeci, D.; Hunter, C.; Prohens, R.; Scuderi, S.; McCabe, F. Chem. Sci. 2011, 2, 883-890
5. Perlovich, G.; Raevsky, O. Cryst. Growth Des. 2010, 10, 2707-2712
6. Vener, M. V.; Manaev, A. V.; Hadži, D.; Tsirelson, V. G. Z. Phys. Chem. 2008, 222, 1349-1358
7. Katsyuba, S. A.; Vener, M. V.; Zvereva, E. E.; Fei, Z.; Scopelliti, R.; Laurenczy, G.; Yan, N.; Paunescu, E.; Dyson, P. J. Phys. Chem. B 2013, 117, 9094-9105
8. Molčanov, K.; Stare, J.; Vener, M. V.; Kojić-Prodić, B.; Mali, G.; Grdadolnik, J.; Mohaček-Grošev, V. Phys. Chem. Chem. Phys. 2014, 16, 998-1007
9. Rachocki, A.; Pogorzelec-Glaser, K.; Ławniczak, P.; Pugaczowa-Michalska, M.; Łapiński, A.; Hilczer, B.; Matczak, M.; Pietraszko, A. Cryst. Growth Des. 2014, 14, 1211-1220
10. Rozenberg, M.; Shoham, G.; Reva, I.; Fausto, R. A. Phys. Chem. Chem. Phys. 2005, 7, 2376-2383
11. Zakharov, B. A.; Kolesov, B. A.; Boldyreva, E. V. Phys. Chem. Chem. Phys. 2011, 13, 13106-13116
12. Lorente, P.; Shenderovich, I. G.; Golubev, N. S.; Denisov, G. S.; Buntkowsky, G.; Limbach, H.-H. Magn. Reson. Chem. 2001, 39, S18-S29
13. Shishkina, A. V.; Stash, A. I.; Civalleri, B.; Ellern, A.; Tsirelson, V. G. Mendeleev Commun. 2010, 20, 161-164
14. Shishkina, A. V.; Zhurov, V. V.; Stash, A. I.; Vener, M. V.; Pinkerton, A. A.; Tsirelson, V. G. Cryst. Growth Des. 2013, 13, 816-828
15. Shattock, T. R.; Arora, K. K.; Vishweshwar, P.; Zaworotko, M. J. Cryst. Growth Des. 2008, 8, 4533-4545
16. Babu, N. J.; Reddy, N. S.; Nangia, A. Mol. Pharmaceutics 2007, 4 (3) 417-434
17. Childs, S. L.; Wood, P. A.; Rodríguez-Hornedo, N.; Reddy, L. S.; Hardcastle, K. I. Cryst. Growth Des. 2009, 9, 1869-1888
18. Hosseini, M. W. Coord. Chem. Rev. 2003, 240, 157-166 and references therein
19. Aakery, C. B.; Fasulo, M. E.; Desper, J. Mol. Pharmaceutics 2007, 4, 317-322
20. Bucar, D.-K.; Henry, R. F.; Lou, X.; Duerst, R. W.; Borchardt, T. B.; MacGillivray, L. R.; Zhang, G. G. Z. Mol. Pharmaceutics 2007, 4, 339-346
21. Ward, M. D. Struct. Bonding (Berlin) 2009, 32, 1-23 and references therein
22. Das, B.; Baruah, J. D. Cryst. Growth Des. 2011, 11, 5522-5532
23. Lie, S.; Maris, T.; Malveau, C.; Beaudoin, D.; Helzy, F.; Wuest, J. D. Cryst. Growth Des. 2013, 13, 1872-1877
24. Bolla, G.; Sanphui, P.; Nangia, A. Cryst. Growth Des. 2013, 13, 1988-2003
25. Tilborg, A.; Leyssens, T.; Norberg, B.; Wouters, J. Cryst. Growth Des. 2013, 13, 2373-2389
26. Harriss, B. I.; Vella-Zarb, L.; Wilson, C.; Evans, I. R. Cryst. Growth Des. 2014, 14, 783-781
27. Babu, N. J.; Reddy, L. S.; Nangia, A. Mol. Pharmaceutics 2007, 4, 417-434
28. Steiner, T. Angew. Chem., Int. Ed. 2002, 41, 48-76
29. Gatti, C. Z. Kristallogr. 2005, 220, 399-457
30. Vener, M. V.; Manaev, A. V.; Egorova, A. N.; Tsirelson, V. G. J. Phys. Chem. A 2007, 111, 1155-1162
31. Reddy, L. S.; Chandran, S. K.; George, S.; Babu, N. J.; Nangia, A. Cryst. Growth Des. 2007, 7, 2675-2690
32. Seaton, C. C.; Parkin, A. Cryst. Growth Des. 2011, 11, 1502-1511
33. Bathori, N. B.; Lemmerer, A.; Venter, G. A.; Bourne, S. A.; Caira, M. R. Cryst. Growth Des. 2011, 11, 75-87
34. Feng, S.; Li, T. J. Chem. Theory Comput. 2006, 2, 149-156
35. Civalleri, B.; Zicovich-Wilson, C. M.; Valenzano, L.; Ugliengo, P. CrystEngComm 2008, 10, 405-410
36. Otero-de-la-Roza, A.; Johnson, E. R. J. Chem. Phys. 2012, 137, 054103
37. Reilly, A. M.; Tkatchenko, A. J. Chem. Phys. 2013, 139, 024705
38. Brandenburg, J. G.; Alessio, M.; Civalleri, B.; Peintinger, M. F.; Bredow, T.; Grimme, S. J. Phys. Chem. A 2013, 117, 9282-9292
39. Tkatchenko, A.; Scheffler, M. Phys. Rev. Lett. 2009, 102, 073005
40. Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. A. J. Chem. Phys. 2010, 132, 154104
41. Hesselmann, A. J. Phys. Chem. A 2011, 115, 11321-11330
42. Reilly, A. M.; Tkatchenko, A. J. Phys. Chem. Lett. 2013, 4, 1028-1033
43. Hagler, A. T.; Dauber, P.; Lifson, S. J. Am. Chem. Soc. 1979, 101, 5131-5141
44. Dunitz, J. D.; Gavezzotti, A. Cryst. Growth Des. 2012, 12, 5873-5877
45. Grimme, S. J. Comput. Chem. 2006, 27, 1787-1799
46. Boese, A. D.; Kirchner, M.; Echeverria, G. A.; Boese, R. ChemPhysChem 2013, 14, 799-804
47. Hoser, A. A.; Kamiński, D. M.; Matwijczuk, A.; Niewiadomy, A.; Gagos, M.; Woźniak, K. CrystEngComm 2013, 15, 1978-1988
48. Dovesi, R.; Saunders, V. R.; Roetti, R.; Orlando, R.; Zicovich-Wilson, C. M.; Pascale, F.; Civalleri, B.; Doll, K.; Harrison, N. M.; Bush, I. J.; M. CRYSTAL09; CRYSTAL09 User's Manual; University of Torino: Torino, 2009.
49. CPMD 3.17.1, http://www.cpmd.org/, IBM Corp 1990-2008, MPI für Festkörperforschung Stuttgart 1997-2001.
50. Troullier, N.; Martins, J. L. Phys. Rev. B 1991, 43, 1993-2006
51. Tosoni, S.; Tuma, C.; Sauer, J.; Civalleri, B.; Ugliengo, P. J. Chem. Phys. 2007, 127, 154102
52. Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. J. Chem. Phys. 2010, 132, 154104
53. Grimme, S.; Ehrlich, S.; Goerigk, L. J. Comput. Chem. 2011, 32, 1456-1465
54. Oddershede, J.; Larsen, S. J. Phys. Chem. A 2004, 108, 1057-1063
55. Munshi, H.; Guru Row, T. N. J. Phys. Chem. A 2005, 109, 659-672
56. Munshi, H.; Thakur, T. S.; Guru Row, T. N.; Desiraju, G. R. Acta Crystallogr. B 2006, 62, 118-127
57. Munshi, H.; Guru Row, T. N. Acta Crystallogr. B 2006, 62, 612-626
58. Pascale, F.; Zicovich-Wilson, C. M.; Gejo, F. L.; Civalleri, B.; Orlando, R.; Dovesi, R. J. Comput. Chem. 2004, 25, 888-897
59. Vener, M. V.; Sauer, J. Phys. Chem. Chem. Phys. 2005, 7, 258-263
60. Jezierska, A.; Panek, J. J.; Koll, A.; Mavri, J. J. Chem. Phys. 2007, 126, 205101
61. Vener, M. V.; Manaev, A. V.; Tsirelson, V. G. J. Phys. Chem. A 2008, 112, 13628-13632
62. King, M. D.; Korter, T. M. J. Phys. Chem. A 2010, 114, 7127-7138
63. Brela, M.; Stare, J.; Pirc, G.; Sollner-Dolenc, M.; Boczar, M.; Wojcik, M. J.; Mavri, J. J. Phys. Chem. B 2012, 116, 4510-4518
64. Kuleshova, L. N.; Hofmann, D. W. M.; Boese, R. Chem. Phys. Lett. 2013, 564, 26-32
65. Manin, A. N.; Voronin, A. P.; Manin, N. G.; Vener, M. V.; Shishkina, A. V.; Lermontov, A. S.; Perlovich, G. L. J. Phys. Chem. B 2014, 118, 6803-6814
66. Dominiak, P. M.; Espinosa, E.; ángyán, J. In Modern Charge Density Analysis; Gatti, C.; Macchi, P., Eds.; Springer, Heidelberg, 2012; pp 387-433.
67. Gavezzotti, A. Model. Simul. Mater. Sci. Eng. 2002, 10, R1-R29
68. Day, G. M. Crystallogr. Rev. 2011, 17, 3-52 and references therein
69. Vener, M. V.; Egorova, A. N.; Churakov, A. V.; Tsirelson, V. G. J. Comput. Chem. 2012, 33, 2303-2309
70. Ouvrard, C.; Mitchell, J. B. O. Acta Crystallogr. B 2003, 59, 676-685
71. Chickos, J. S.; Acree, W. E. J. Phys. Chem. Ref. Data 2002, 31, 537-698
72. Saunders, V. R.; Dovesi, R.; Roetti, C.; Causa, M.; Harrison, N. M.; Orlando, R.; Zikovich-Wilson, C. M. CRYSTAL 98 User's Manual; Universita di Torino: Torino, 1998.
73. Bader, R. F. W. Atoms in Molecules-A Quantum Theory; Oxford University Press: Oxford, 1990.
74. Tsirelson, V. G. In The Quantum Theory of Atoms in Molecules: From Solid State to DNA and Drug Design; Matta, C.; Boyd, R., Eds.; Wiley-VCH: New York, 2007; Chapter 10.
75. Gatti, C. TOPOND98 User's Manual; CNR-CSRSRC: Milano, Italy, 1999.
76. Bertini, L.; Cargnoni, F.; Gatti, C. Theor. Chem. Acc. 2007, 117, 847-884
77. Churakov, A. V.; Prikhodchenko, P. V.; Lev, O.; Medvedev, A. G.; Tripol'skaya, T. A.; Vener, M. V. J. Chem. Phys. 2010, 133, 164506
78. Vener, M. V.; Medvedev, A. G.; Churakov, A. V.; Prikhodchenko, P. V.; Tripol'skaya, T. A.; Lev, O. J. Phys. Chem. A 2011, 115, 13657-13663
79. Mata, I.; Alkorta, I.; Espinosa, E.; Molins, E. Chem. Phys. Lett. 2011, 507, 185-189
80. Vener, M. V.; Shishkina, A. V.; Rykounov, A. A.; Tsirelson, V. G. J. Phys. Chem. A 2013, 117, 8459-8467
81. Gavezzotti, A. New J. Chem. 2011, 35, 1360-1368
82. Gavezzotti, A. J. Phys. Chem. B 2003, B107, 2344-2353
83. Mukherjee, A.; Desiraju, G. R. Cryst. Growth Des. 2014, 14, 1375-1385
84. Tuma, C.; Boese, A. D.; Handy, N. C. Phys. Chem. Chem. Phys. 1999, 1, 3939-3947
85. Vener, M. V.; Rozanska, X.; Sauer, J. Phys. Chem. Chem. Phys. 2009, 11, 1702-1712
86. Vener, M. V.; Egorova, A. N.; Tsirelson, V. G. Chem. Phys. Lett. 2010, 500, 272-276
87. Perlovich, G. L.; Volkova, T. V.; Bauer-Brandl, A. J. Pharm. Sci. 2006, 95, 1448-1458
88. Brandenburg, J. G.; Grimme, S. Theor. Chem. Acc. 2013, 132, 1-6
89. Warshel, A.; Weiss, R. M. J. Am. Chem. Soc. 1980, 102, 6218-6226
90. Rezac, J.; Riley, K. E.; Hobza, P. J. Chem. Theory Comput. 2011, 7, 2427-2438
91. Bruno, G.; Randaccio, L. Acta Crystallogr. B 1980, 36, 1711-1712
92. Aubert, E.; Lebegue, S.; Marsman, M.; Bui, T. T. T.; Jelsch, C.; Dahaoui, S.; Espinosa, E.; ángyán, J. G. J. Phys. Chem. A 2011, 115, 14484-14494
93. Brezgunova, M. E.; Aubert, E.; Dahaoui, S.; Fertey, P.; Lebègue, S.; Jelsch, C.; ángyán, J. G.; Espinosa, E. Cryst. Growth Des. 2012, 12, 5373-5386
94. Suponitsky, K. Y.; Tsirelson, V. G.; Feil, D. Acta Crystallogr., Sect. A 1999, 55, 821-827
95. Morrison, C. A.; Siddick, M. M. Chem.-Eur. J. 2003, 9, 628-634
96. Vishweshwar, P.; Babu, N. J.; Nangia, A.; Mason, S. A.; Puschmann, H.; Mondal, R.; Howard, J. A. K. J. Phys. Chem. A 2004, 108, 9406-9416
97. Schmidtmann, M.; Farrugia, L. J.; Middlemiss, D. S.; Gutmann, M. J.; McIntyre, G. J.; Wilson, C. C. J. Phys. Chem. A 2009, 113, 13985-13997
98. Dittrich, B.; Weber, M.; Kalinowski, R.; Grabowsky, S.; Hubschle, C. B.; Luger, P. Acta Crystallogr., Sect. B 2009, 65, 749-756
99. Hathwar, V. R.; Guru Row, T. N. Cryst. Growth Des. 2011, 11, 1338-1346
100. Krawczuk, A.; Stadnicka, K. J. Phys. Chem. A 2012, 116, 9759-9768
101. Dunitz, J. D.; Gavezzotti, A.; Rizzato, S. Cryst. Growth Des. 2014, 14, 357-366