Conformational polymorph of o-aminoanilinium(dibenzo[18]crown-6) supramolecules in [Ni(dmit)2]- salts

Chemistry - An Asian Journal

Volumn 5, Issue 3, 2010, Pages 520-529

  Akutagawa, Tomoyuki ^a   Koshinaka, Hiroyuki ^a   Ye, Qiong ^a   Noro, Shin Ichiro ^a   Kawamata, Jun ^b   Yamaki, Hiroshi ^b   Nakamura, Takayoshi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b YAMAGUCHI UNIVERSITY GRADUATE SCHOOL OF MEDICINE   (Japan)

Author keywords

Antiferromagnetism; Dielectrics; Helical structures; Polymorphism; Supramolecular chemistry

Indexed keywords

18-CROWN-6; AB INITIO CALCULATIONS; AMINO GROUP; AMMONIUM GROUPS; ANTIFERROMAGNETIC ORDERINGS; CURIE WEISS LAW; DIELECTRIC AND MAGNETIC PROPERTIES; DIELECTRIC RESPONSE; DIELECTRICS; DITHIOLATES; FREQUENCY-DEPENDENT; G-VALUES; HELICAL STRUCTURES; MAGNETIC ANOMALIES; MAGNETIC BEHAVIOR; MOLECULAR MOTIONS; NI(DMIT)2; PENDULUM MOTION; POTENTIAL ENERGY CURVES; ROOM TEMPERATURE; SPIN-ON; STERIC HINDRANCES; SUPRAMOLECULAR CATION; SUPRAMOLECULES; THERMAL PARAMETERS; X-RAY CRYSTAL STRUCTURE ANALYSIS;

AMMONIUM COMPOUNDS; ANTIFERROMAGNETIC MATERIALS; ANTIFERROMAGNETISM; CHEMICAL REACTIONS; CONFORMATIONS; DIELECTRIC MATERIALS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FERROMAGNETISM; HYDROGEN BONDS; MACROMOLECULES; MAGNETIC PROPERTIES; POLYMORPHISM; POSITIVE IONS; SALTS; STRONTIUM COMPOUNDS; SUPRAMOLECULAR CHEMISTRY;

CRYSTAL STRUCTURE;

ANILINE DERIVATIVE; CROWN ETHER; DIBENZO 18 CROWN 6; DIBENZO-18-CROWN-6; NICKEL;

ARTICLE; CHEMISTRY; CONFORMATION; CRYSTALLIZATION; MACROMOLECULE; MAGNETISM;

ANILINE COMPOUNDS; CROWN ETHERS; CRYSTALLIZATION; MACROMOLECULAR SUBSTANCES; MAGNETICS; MOLECULAR CONFORMATION; NICKEL;

EID: 77749243511     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200900407     Document Type: Article

References (56)

1. J. Bernstein, Polymorphism in Molecular Crystals, Oxford University Press, New York, 2002.
2. J. Bernstein, J. D. Dunitz, A. Gavezzotti, Cryst. Growth Des. 2008, 8, 2011.
3. S. L. Price, Phys. Chem. Chem. Phys. 2008, 10, 1996.
4. A. Nangia, Acc. Chem. Res. 2008, 41, 595.
5. S. R. Byrn, R. Pfeiffer, J. G. Stowell, Solid State Chemistry of Drugs, 2nd ed., SSCI Inc., West Lafayette, 1999.
6. N. G. Parsonage, L. A. K. Staveley, Disorder in Crystals, Oxford University Press, Oxford, 1978.
7. G. W. Gray, P. A. Winsor, Liquid Crystals and Plastic Crystals, Vols. I and II, Wiley, New York, 1974.
8. N. De Raedt, H. H. Michel, Faraday Discuss. 1980, 69, 88.
9. The Plastically Crystalline State (Ed.: J. N. Sherwood), Wiley, Chichester, 1979.
10. M. A. Garcia-Garibay, Proc. Natl. Acad. Sci. USA 2005, 102, 10771.
11. T. V. Timofeeva, V. N. Nesterov, R. D. Clark, B. Penn, D. Frazier, M. Y. Antipin, J. Mol. Struct. 2003, 647.
12. Y. Matsunaga, Mater. Sci. 1984, 10, 379.
13. N. B. Mckeown, Phthalocyanine Materials, Synthesis Structure and Function, Cambridge University Press, Cambridge, 1998.
14. C.J. Brown, J. Chem. Soc. 1968, 2488.
15. J. H. Sharp, M. Abkowitz, J. Phys. Chem. 1973, 77, 477.
16. B. N. Achar, K. S. Lokesh, J. Solid State Chem. 2004, 177, 1987.
17. K. Morishige, K. Araki, J. Chem. Soc. Dalton Trans. 1996, 4303.
18. J. M. Williams, J. R. Ferraro, R. J. Thorn, K. D. Carlson, U. Geiser, H. H. Wang, A. M. Kini, M. H. Whangbo, Organic Superconductors (Ed.: R. N. Grimes), Prentice-Hall, New Jersey, 1992.
19. T. Ishiguro, K. Yamaji, G. Saito, Organic Superconductors, 2nd ed. (Eds.: M. Cardona, P. Fulde, K. von Klitzing, H. J. Queisser), Springer-Verlag, Berlin, 1998.
20. D. O. Cowan, New Aspects of Organic Chemistry (Eds.: Z. Yoshida, T. Shiba, Y. Oshiro), Kodansha Ltd., Tokyo, 1989.
21. E. Laukhina, J. Vidal-Gancedo, S. Khasanov, V. Tkacheva, L. Zorina, R. Shibaeva, J. Singleton, R. Wojciechowski, J. Ulanski, V. Laukhin, J. Veciana, C. Rovira, Adv. Mater. 2000, 12, 1205.
22. E. Laukhina, J. Vidal-Gancedo, V. Laukin, J. Veciana, I. Chuev, V. Tkachev, K. Wurst, C. Rovira, J. Am. Chem. Soc. 2003, 125, 3948.
23. C. C. Mattheus, A. B. Dros, J. Baas, A. Meetsma, J. L. de Boer, T. T. M. Palstra, Acta Crystallogr. Sect. C 2001, 57, 939.
24. C. C. Mattheus, G. A. de-Wijs, R. A. de Groot, T. T. M. Palstra, J. Am. Chem. Soc. 2003, 125, 6323.
25. T. Kakudate, N. Yoshimoto, Y. Saito, Appl. Phys. Lett. 2007, 90.
26. O. Jeannin, R. Clerac, M. Fourmigue, J. Am. Chem. Soc. 2006, 128, 14649.
27. E. J. Graeber, B. Morosin, Acta Crystallogr. Sect. B 1964, 30, 310.
28. J. P. DeClercq, G. Germain, M. van Meerssche, Cryst. Struct. Commun. 1972, 1, 59.
29. W. Duax, M. Numazawa, Y. Osawa, P. D. Strong, C. M. Weaks, J. Org. Chem. 1981, 46, 2650.
30. P. E. Riley, R. E. Davis, Inorg. Chem. 1976, 15, 2735.
31. T. Akutagawa, A. Hashimoto, S. Nishihara, T. Hasegawa, T. Nakamura, J. Supramol. Chem. 2002, 2, 175.
32. T. Akutagawa, A. Hashimoto, S. Nishihara, T. Hasegawa, T. Nakamura, J. Phys. Chem. B 2003, 107, 66.
33. T. Akutagawa, K. Matsuura, A. Hashimoto, T. Nakamura, Inorg. Chem. 2005, 44, 4454.
34. T. Nakamura, T. Akutagawa, K. Honda, A. E. Underhill, A. T. Coomber, R. H. Friend, Nature 1998, 394, 159.
35. T. Akutagawa, T. Hasegawa, T. Nakamura, S. Takeda, T. Inabe, K. Sugiura, Y. Sakata, A. E. Underhill, Chem. Eur. J. 2001, 7, 4902.
36. T. Akutagawa, T. Hasegawa, T. Nakamura, T. Inabe, J. Am. Chem. Soc. 2002, 124, 8903.
37. T. Akutagawa, K. Shitagami, S. Nishihara, S. Takeda, T. Hasegawa, T. Nakamura, Y. Hosokoshi, K. Inoue, S. Ikeuchi, Y. Miyazaki, K. Saito, J. Am. Chem. Soc. 2005, 127, 4397.
38. D. Sato, T. Akutagawa, S. Takeda, S. Noro, T. Nakamura, Inorg. Chem. 2007, 46, 363.
39. S. Nishihara, T. Akutagawa, D. Sato, S. Takeda, S. Noro, T. Nakamura, Chem. Asian J. 2007, 2, 1083.
40. T. Akutagawa, D. Sato, H. Koshinaka, M. Aonuma, S. Noro, S. Takeda, T. Nakamura, Inorg. Chem. 2008, 47, 5951.
41. T. Akutagawa, T. Nakamura, Dalton Trans. 2008, 6335.
42. T. Akutagawa, T. Motokizawa, K. Matsuura, S. Nishihara, S. Noro, T. Nakamura, J. Phys. Chem. B 2006, 110, 5897.
43. T. Akutagawa, H. Koshinaka, D. Sato, S. Takeda, S. Noro, H. Takahasi, R. Kumai, Y. Tokura, T. Nakamura, Nat. Mater. 2009, 8, 342.
44. G. A. Jeffrey, An Introduction to Hydrogen Bonding (Ed.: D. G. Truhlar), Oxford University Press, Oxford, 1997.
45. G. C. Pimentel, A. L. McClellan, The Hydrogen Bond, Freemann, San Francisco, 1960.
46. W. C. Hamilton, J. A. Ibers, Hydrogen Bonding in Solids (Eds.: R. Breslow, M. Karplus), Benjamin Inc., New York, 1968.
47. J. C. Scott, Semiconductor and Semimetals: Highly Conducting Quasi-One-Dimensional Organic Crystals (Ed.: E. Conwell), Academic Press, New York, 1988, 385.
48. R. L. Carlin, Magnetochemistry, Springer-Verlag, Heidelberg, 1986.
49. O. Kahn, Molecular Magnetism, VCH, New York, 1993.
50. J. S. Miller, A. J. Epstein, Angew. Chem. 1994, 106, 399.
51. J. S. Miller, A. J. Epstein, Angew. Chem. Int. Ed. Engl. 1994, 33, 385.
52. Gaussian R03W, Version 6.1, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford CT, 2004.
53. T. Mori, A. Kobayashi, Y. Sasaki, H. Kobayashi, G. Saito, H. Inokuchi, Bull. Chem. Soc. Jpn. 1984, 57, 627.
54. P. J. Nirgey, Cryst. Growth 1977, 40, 265.
55. Crystal Structure: Single-Crystal Structure Analysis Software, version 3.6, Rigaku Corporation and Molecular Structure Corporation, 2004.
56. G. M. Sheldrick, SHELX97, Programs for Crystal Structure Analysis, Universitat Gçttingen, Gottingen (Germany), 1998.