Polymorphism of 2-nitroaniline studied by calorimetric (DSC), structural (X-ray diffraction) and spectroscopic (FT-IR, Raman, UV-Vis) methods

Chemical Physics

Volumn 340, Issue 1-3, 2007, Pages 260-272

  Zych, Tomasz ^a   Misiaszek, Tomasz ^a   Szostak, M Magdalena ^a  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Crystal structure of o NA; Harmonic oscillator model of aromaticity (HOMA); Intermolecular hydrogen bondings; Intramolecular resonance assisted hydrogen bondings (RAHB); Monotropic phase transitions

Indexed keywords

EID: 35548957314     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2007.09.028     Document Type: Article

References (49)

1. Daneshwar N.N., Tavale S.S., and Paut L.M. Acta Crystallogr., Sect. B 34 (1978) 2507
2. Dippy J.F.J., and Hartshorne N.H. J. Chem. Soc. (1930) 725
3. Hartshorne N.H., and Stuart A. J. Chem. Soc. (1931) 2583
4. Hartshorne N.H., and Stuart A. Crystals and the Polarizing Microscope (1962), E. Arnold (publisher) LTD, London
5. Yu L., Stephenson G.A., Mitchell C.A., Bunnell C.A., Snorek S.V., Bovyer J.J., Borchardt T.B., Stowell J.G., and Byrn S.R. J. Am. Chem. Soc. 122 (2000) 585
6. Yu L. J. Phys. Chem. A 106 (2002) 544
7. Dunitz J.D., and Gavezzotti A. Cryst. Growth Des. 5 (2005) 2180
8. Chen S., Xi H., and Yu L. J. Am. Chem. Soc. 127 (2005) 17439
9. Francel R.J. J. Am. Chem. Soc. 74 (1952) 1265
10. Kumar K., and Carey P.R. J. Chem. Phys. 63 (1975) 3697
11. Kumar D.V., Babu V.A., and Rao G.R. Vib. Spectrosc. 4 (1992) 39
12. Tanaka T., Nakajima A., Watanabe A., Ohno T., and Ozaki Y. J. Mol. Struct. 661-662 (2003) 437
13. Ma W., and Fang Y. J. Colloid Interface Sci. 303 (2006) 1
14. Szostak M.M. Chem. Phys. 121 (1988) 449
15. Szostak M.M. Croat. Chem. Acta 61 (1988) 633
16. Giermańska J., Szostak M.M., and Kowala W.W. J. Mol. Struct. 222 (1990) 285
17. Giermańska J., Wójcik G., and Szostak M.M. J. Raman Spectrosc. 21 (1990) 479
18. Szostak M.M., Misiaszek T., Roszak S., Rankin J.G., and Czernuszewicz R.S. J. Phys. Chem. 99 (1995) 14992
19. Szostak M.M., and Natkaniec I. J. Raman Spectrosc. 20 (1989) 493
20. Filarowski A., and Koll A. Vib. Spectrosc. 17 (1998) 123
21. Koll A., Melikova S.M., Karpfen A., and Wolschann P. J. Mol. Struct. 559 (2001) 127
22. Kovács A., Szabo A., and Hargittai I. Acc. Chem. Res. 35 (2002) 887
23. Sobczyk L., Grabowski S.J., and Krygowski T.M. Chem. Rev. 105 (2005) 3513
24. Kovács A., Keresztury G., and Izvekov V. Chem. Phys. 253 (2000) 193
25. Szcze{ogonek}sna B., and Urbańczyk-Lipkowska Z. New J. Chem. 36 (2002) 243
26. Chis V. Chem. Phys. 300 (2004) 1
27. Filarowski A., Kochel A., Koll A., Bator G., and Maukherjee S. J. Mol. Struct. 785 (2006) 7
28. Albrecht A. J. Chem. Phys. 34 (1961) 1118
29. Mizuno M. Spectrochim. Acta 34A (1978) 947
30. Krygowski T.M. J. Chem. Inf. Comput. Sci. 33 (1993) 70
31. Krygowski T.M., and Ste{ogonek}pień B.T. Chem. Rev. 105 (2005) 2482
32. Pulay P., Fogarasi G., Pongor G., Boggs J.E., and Varga A. J. Am. Chem. Soc. 105 (1983) 7037
33. Gaussian 03, Revision C.02. 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.
34. Bernstein J., Davey R.J., and Henck J. Angew. Chem., Int. Ed. 38 (1999) 3440
35. In: Hahn T. (Ed). International Tables for Crystallography Vol. A (1996), Kluwer, Dordrecht
36. Steed J.W. CrystEngCommun. 5 (2003) 169
37. Aitipamulo S., Desiraju G.R., Jaskólski H., Nangia A., and Thaimattam R. CrystEngCommun. 5 (2003) 447
38. Jeffrey G.A., Ruble J.R., McMullan R.K., and Pople J.A. Proc. Roy. Soc. Lond. A 414 (1987) 47
39. Chen S., Guzei J.A., and Yu L. J. Am. Chem. Soc. 127 (2005) 9881
40. Varsányi G. Vibrational Spectra of Benzene Derivatives (1969), Akadémiai Kiadó, Budapest
41. Szostak M.M., and Rohleder J.W. Acta Phys. Polon. 37 (1970) 521
42. Szostak M.M. J. Raman Spectrosc. 8 (1979) 43
43. Lautié A., Froment F., and Novak A. Spectrosc. Lett. 9 (1976) 289
44. Vaschetto M.E., Retamal B.A., and Monkman A.P. J. Mol. Struct. (Teochem) 468 (1999) 209
45. Mauret P., Fayet J.-P., and Maire G. Bull. Soc. Chim. France 3-4 (1974) 379
46. Holt J.S., Sadoskas D., and Pursell C.J. J. Chem. Phys. 120 (2004) 7153
47. Averjanov E.M., and Shabanov V.F. Ż. Prikl. Spectr. 29 (1978) 479
48. Bendazzoli G., Bertinelli F., Palmieri P., and Taliani C. Chem. Phys. 16 (1976) 319
49. Bertineli F., Palmieri P., Brillante A., and Taliani C. Chem. Phys. 25 (1977) 333