Multinuclear solid-state magnetic resonance and X-ray diffraction study of some thiocyanate and selenocyanate complexes exhibiting halogen bonding

Crystal Growth and Design

Volumn 11, Issue 11, 2011, Pages 4984-4995

  Viger Gravel, Jasmine ^a   Korobkov, Ilia ^a   Bryce, David L ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL SHIFT TENSORS; COUNTERIONS; DIPOLAR COUPLINGS; HALOGEN BONDING; ISOTROPIC CHEMICAL SHIFTS; PRINCIPAL COMPONENTS; REFERENCE COMPOUNDS; RESIDUAL DIPOLAR COUPLINGS; SELENOCYANATES; SINGLE CRYSTAL X-RAY DIFFRACTION; SOLID STATE NMR; SOLID-STATE NMR SPECTROSCOPY; X-RAY DIFFRACTION STUDIES;

CHEMICAL SHIFT; INTERPENETRATING POLYMER NETWORKS; IODINE; MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRINCIPAL COMPONENT ANALYSIS; SELENIUM; SELENIUM COMPOUNDS; SOLID STATE PHYSICS; SULFUR; TENSORS; X RAY DIFFRACTION; X RAY DIFFRACTION ANALYSIS;

IODINE COMPOUNDS;

EID: 82955220220     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg200889y     Document Type: Article

References (77)

1. Benesi, H. A.; Hildebrand, J. H. J. Am. Chem. Soc. 1949, 71, 2703-2707.
2. Hassel, O.; Rømming, C. Q. Rev. Chem. Soc. 1962, 16, 1-18.
3. Hassel, O. Science 1970, 17, 497.
4. Metrangolo, P.; Meyer, F.; Pilati, T.; Resnati, G.; Terraneo, G. Angew. Chem., Int. Ed. 2008, 47, 6114-6127.
5. (a) Lommerse, J. P. M.; Stone, A. J.; Taylor, R.; Allen, F. H. J. Am. Chem. Soc. 1996, 118, 3108-3116.
6. (b) Landrum, G. A.; Goldberg, N.; Hoffmann, R. J. Chem. Soc., Dalton Trans. 1997, 3605-3613.
7. Metrangolo, P.; Resnati, G. Halogen Bonding: Fundamentals and Applications; Springer: Berlin, 2008.
8. Politzer, P.; Lane, P.; Concha, M. C.; Ma, Y.; Murray, J. S. J. Mol. Model 2007, 13, 305-311.
9. Metrangolo, P.; Neukirch, H.; Pilati, T.; Resnati, G. Acc. Chem. Res. 2005, 38, 386-395.
10. Legon, A. C. Phys. Chem. Chem. Phys. 2010, 12, 7736-7747.
11. Auffinger, P.; Hays, F. A.; Westhof, E.; Ho, P. S. Proc. Natl. Acad. Sci. U. S. A. 2004, 101, 16789-16794.
12. Wojtczak, A.; Cody, V.; Luft, J. R.; Pangborn, W. Acta Crystallogr. D 2001, 57, 1061-1070.
13. Bayse, C. A.; Rafferty, E. R. Inorg. Chem. 2010, 49, 5365-5367.
14. Hardegger, L. A.; Kuhn, B.; Spinnler, B.; Anselm, L.; Ecabert, R.; Stihle, M.; Gsell, B.; Thoma, R.; Diez, J.; Benz, J.; Plancher, J.-M.; Hartmann, G.; Banner, D. W.; Haap, W.; Diederich, F. Angew. Chem., Int. Ed. 2011, 50, 314-318.
15. Metrangolo, P.; Carcenac, Y.; Lahtinen, M.; Pilati, T.; Rissanen, K.; Vij, A.; Resnati, G. Science 2009, 323, 1461-1464.
16. Lu, Y.; Shi, T.; Wang, Y.; Yang, H.; Yan, X.; Luo, X.; Jiang, H.; Zhu, W. J. Med. Chem. 2009, 52, 2854-2862.
17. Bissantz, C.; Kuhn, B.; Stahl, M.J. Med. Chem. 2010, 53, 5061-5084.
18. Chudzinski, M. G.; McClary, C. A.; Taylor, M. S. J. Am. Chem. Soc. 2011, 133, 10559-10567.
19. Serpell, C. J.; Kilah, N. L.; Costa, P. J.; Felix, V.; Beer, P. D. Angew. Chem., Int. Ed. 2010, 49, 5322-5326.
20. Kilah, N. L.; Wise, M. D.; Serpell, C. J.; Thompson, A. L.; White, N. G.; Christensen, K. E.; Beer, P. D. J. Am. Chem. Soc. 2010, 132, 11893-11895.
21. Metrangolo, P.; Resnati, G. Chem. Eur. J. 2001, 7, 2511-2519.
22. Yamamoto, H. M.; Kosaka, Y.; Maeda, R.; Yamaura, J.; Nakao, A.; Nakamura, T.; Kato, R. ACS Nano 2008, 2, 143-155.
23. Cauliez, P.; Polo, V.; Roisnel, T.; Llusar, R.; Fourmigue, M. CrystEngComm 2010, 12, 558-566.
24. (a) Bock, H.; Holl, S. Z. Naturforsch. 2002, 57b, 713-725.
25. (b) Bock, H.; Holl, S. Z. Naturforsch. 2002, 57b, 835-842.
26. (c) Bock, H.; Holl, S. Z. Naturforsch. 2002, 57b, 843-858.
27. Mulliken, R. S.; Person, W. B. Molecular Complexes; Wiley-Interscience: New York, NY, 1969.
28. Bryce, D. L.; Bernard, G. M.; Gee, M.; Lumsden, M. D.; Eichele, K.; Wasylishen, R. E. Can. J. Anal. Sci. Spectrosc. 2001, 46, 46-82.
29. Hartmann, S. R.; Hahn, E. L. Phys. Rev. 1962, 128, 2042-2053.
30. Widdifield, C. M.; Bryce, D. L. J. Phys. Chem. A 2010, 114, 10810-10823.
31. Bryce, D. L.; Widdifield, C. M.; Chapman, R. P.; Attrell, R J. Chlorine, Bromine, and Iodine Solid-State NMR In NMR of Quadrupolar Nuclei in Solid Materials; Wasylishen, R. E., Ashbrook, S. E., Wimperis, S., Eds.; John Wiley and Sons: Chichester, UK, 2011, in press, DOI: 10.1002/9780470034590.emrstm1214.
32. Songstad, J.; Stangeland, L.J. Acta Chem. Scand. 1970, 24, 804-808.
33. McCrosky, C. R.; Bergstrom, F. W.; Waitkins, G. J. Am. Chem. Soc. 1940, 62, 2031-2034.
34. APEXSoftware Suite, v. 2010; Bruker AXS: Madison, WI, 2005.
35. Blessing, R. H. Acta Crystallogr. 1995, A51, 33-38.
36. Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112-122.
37. Potrzebowski, M. J.; Tekely, P.; Dusausoy, Y. Solid State Nucl. Magn. Reson. 1998, 11, 253-257.
38. Fung, B. M.; Khitrin, A. K.; Ermolaev, K J. Magn. Reson. 2000, 142, 97-101.
39. Srinivasan, P. R.; Lichter, R L. J. Magn. Reson. 1977, 28, 227-234.
40. Collins, M. J.; Ratcliffe, C. I.; Ripmeester, J. A. J. Magn. Reson. 1986, 68, 172-179.
41. Bloom, A. L.; Shoolery, J. N. Phys. Rev. 1955, 97, 1261-1265.
42. Bennett, A. E.; Rienstra, C. M.; Auger, M.; Lakshmi, K. V.; Griffin, R. GJ. Chem. Phys. 1995, 103, 6951-6958.
43. Rothwell, W. P.; Waugh, J. S. J. Chem. Phys 1981, 74, 2721-2732.
44. O'Dell, L. A.; Schurko, R W. Chem. Phys. Lett. 2008, 464, 97-102.
45. Bhattacharyya, R.; Frydman, L. J. Chem. Phys. 2007, 127, 194503.
46. Kupce, E.; Freeman, R. J. Magn. Reson. A 1995, 115, 273-276.
47. Larsen, F. H.; Jakobsen, H.J.; Ellis, P. D.; Nielsen, N. C.J. Phys. Chem. A 1997, 101, 8597-8606.
48. Eichele, K.; Wasylishen, R. E. WSOLIDS NMR Simulation Package, Version 1.20.15; Dalhousie University: Halifax, 2001.
49. Alderman, D. W.; Solum, M. S.; Grant, D. M. J. Chem. Phys. 1986, 84, 3717-3725.
50. Herzfeld, J.; Berger, A E.J. Chem. Phys. 1980, 73, 6021-6030.
51. Eichele, K.; Wasylishen, R. E. HBA: Herzfeld-Berger analysis program, Version 1.6.14; Dalhousie University: Halifax, 2001.
52. Massiot, D.; Fayon, F.; Capron, M.; King, I.; Le Calve, S.; Alonso, B.; Durand, J.-O.; Bujoli, B.; Gan, Z.; Hoatson, G Magn. Reson. Chem. 2002, 40, 70-76.
53. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, rev. B.03 and C.02; Gaussian, Inc.: Wallingford, CT, 2004.
54. Becke, A D. J. Chem. Phys. 1993, 98, 5648-5652.
55. Adiga, S.; Aebi, D.; Bryce, D. L. Can. J. Chem. 2007, 85, 496-505.
56. Jameson, C.J.; Jameson, A K Chem. Phys. Lett. 1987, 135, 254-259.
57. Nyburg, S. C.; Faerman, C. H. Acta Crystallogr., Sect. B 1985, 41, 274-279.
58. Cincic, D.; Friscic, T.; Jones, W. CrystEngComm 2011, 13, 3224-3231.
59. Akhtar, M. N.; Isab, A. A.; Al-Arfaj, A R. J. Inorg. Biochem. 1997, 66, 197-205.
60. Witanowski, M.; Stefaniak, L.; Szymanski, S.; Januszewski, H. J. Magn. Reson. 1977, 28, 217-226.
61. Kargol, J.A.; Crecely, R.W.; Burmeister, J.L. Inorg. Chem. 1979, 18, 2532-2535.
62. Zumbulyadis, N.; Gysling, H. J. J. Am. Chem. Soc. 1982, 104, 3246-3247.
63. Andrew, E. R. Int. Rev. Phys. Chem. 1981, 1, 195-224.
64. Eichele, K.; Wasylishen, R E. Solid State Nucl. Magn. Reson. 1992, 1, 159-163.
65. Olivieri, A C. J. Magn. Reson. 1989, 81, 201-205.
66. Dawson, W. H.; Odom, J. D. J. Am. Chem. Soc. 1977, 99, 8352-8354.
67. Odom, J. D.; Dawson, W. H.; Ellis, P. D.J. Am. Chem. Soc. 1979, 101, 5815-5822.
68. Demko, B. A.; Wasylishen, R E. Prog Nucl. Magn. Reson. Spectrosc. 2009, 54, 208-238.
69. Duddeck, H. Prog. Nucl. Magn. Reson. Spectrosc. 1995, 27, 1-323.
70. Duddeck, H. Annu. Rep. NMR Spectrosc. 2004, 52, 105-166.
71. Bernard, G. M.; Eichele, K.; Wu, G.; Kirby, C. W.; Wasylishen, R E. Can. J. Chem. 2000, 78, 614-625.
72. Ramsey, N. F. Phys. Rev. 1950, 78, 699-703.
73. (a) Jokisaari, J.; Lazzeretti, P.; Pyykko, P. Chem. Phys. 1988, 123, 339-350.
74. (b) Buhl, M.; Thiel, W.; Fleischer, U.; Kutzelnigg, W. J. Phys. Chem. 1995, 99, 4000-4007.
75. (c) Buhl, M.; Gauss, J.; Stanton, J. F. Chem. Phys. Lett. 1995, 241, 248-252.
76. (d) Schreckenbach, G.; Ruiz-Morales, Y.; Ziegler, T.J. Chem. Phys. 1996, 104, 8605-8612.
77. Nakanishi, W.; Hayashi, S.; Katsura, Y.; Hada, M. J. Phys. Chem. A 2011, 115, 8721-8730.