Phase transitions in the crystals of L- and DL-cysteine on cooling: Intermolecular hydrogen bonds distortions and the side-chain motions of thiol-groups. 1. L-cysteine

Journal of Physical Chemistry B

Volumn 112, Issue 40, 2008, Pages 12827-12839

  Kolesov, Boris A ^a   Minkov, Vasil S ^b,c   Boldyreva, Elena V ^b,c   Drebushchak, Tatyana N ^b,c  

^a NIKOLAEV INSTITUTE OF INORGANIC CHEMISTRY   (Russian Federation)

^b NOVOSIBIRSK STATE UNIVERSITY   (Russian Federation)

^c INSTITUTE OF SOLID STATE CHEMISTRY AND MECHANOCHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING SITES; CONFORMATIONS; COOLING; CRYSTAL STRUCTURE; CRYSTALLINE MATERIALS; CRYSTALLOGRAPHY; CRYSTALS; FUNCTIONAL GROUPS; HYDROGEN; MOLECULAR CRYSTALS; MOLECULES; NANOSTRUCTURED MATERIALS; NETWORK PROTOCOLS; NONMETALS; PHASE TRANSITIONS; POWDERS; ROTATION; SENSOR NETWORKS; SINGLE CRYSTALS;

ADIABATIC CALORIMETRIES; AMBIENT TEMPERATURES; BIO-MOLECULES; CH BONDS; CHAIN MOTIONS; CRYSTALLINE STATES; DIFFRACTION DATUM; DYNAMIC PROCESSES; HIGH SENSITIVITIES; HYDROGEN BONDINGS; INTERMOLECULAR CONTACTS; INTERMOLECULAR HYDROGEN BONDINGS; INTERMOLECULAR HYDROGEN BONDS; INTRAMOLECULAR CONFORMATIONS; LOW TEMPERATURES; MOLECULAR FRAGMENTS; PHASE-TRANSITION; POLARIZED RAMAN SPECTRUM; POWERFUL TOOLS; PRECISE; REVERSE TRANSFORMATIONS; RIGID ROTATIONS; SIDE CHAINS; STRUCTURAL INSTABILITIES; STRUCTURAL STRAINS; TEMPERATURE RANGES;

HYDROGEN BONDS;

EID: 54949097801     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp804142c     Document Type: Article

References (106)

1. Boldyreva, E. V. Crystalline amino acids - a link between chemistry, materials sciences and biology, In Models, Mysteries, and Magic of Molecules; Boeyens, J. C. A.; Ogilvie, J. F., Eds.; Springer Verlag: Berlin, 2007, 169-194.
2. Katrusiak, A. Cryst. Res. Techn. 1991, 26, 523-531.
3. Katrusiak, A. Crystallogr. Rev. 1996, 5, 133-180.
4. Boldyreva, E. V. Interplay between intra- and intermolecular interactions in solid-state reactions: general overview. In Reactivity of Molecular Solids; Boldyreva and E.; Boldyrev, V., Ed.; Wiley: Chichester, U.K., 1999, 1-50.
5. Boldyreva, E. V. J. Mol. Struct. 2003, 647 (1-3), 159-179.
6. Katrusiak, A. Crystallogr. Rev. 2003, 9, 91-133.
7. Boldyreva, E. V.; Drebushchak, T. N.; Shakhtshneider, T. P.; Sowa, H.; Ahsbahs, H.; Goryainov, S. V.; Ivashevskaya, S. N.; Kolesnik, E. N.; Drebushchak, V. A.; Burgina, E. B. Arkivoc 2004, XII, 128-155.
8. Boldyreva, E. V. Molecules in strained environment. In High-Pressure Crystallography; Katrusiak, A.; McMillan, P. F., Eds.; Kluwer: Dordrecht, The Netherlands, 2004; 495-512.
9. Katrusiak, A. General Description of Hydrogen-Bonded Solids at Varied Pressures and Temperatures, In High-Pressure Crystallography; NATO Sci. Ser. H. Mathematics, Physics and Chemistry 140; Katrusiak, A.; McMillan, P., Eds.; Kluwer: Dordrecht, 2004, 513-520.
10. Boldyreva, E. V. Cryst. Eng. 2004, 6 (4), 235-254.
11. Boldyreva, E. V. J. Mol. Struct. 2004, 700 (1-3), 151-155.
12. Boldyreva, E. V. Acta Crystallogr. 2008, A64 (1), 218-231.
13. Boldyreva, E. V. High-Pressure Studies of Crystalline Amino Acids and Simple Peptides, Proceed. IV Intern. Confer. High Press. Biosci. Biotechn., Tsukuba, Japan, September, 25th-26th 2006;
14. Abe, F.; Suzuki, A., Eds; J-STAGE: Saitama, Japan, 2006; Vol. 1, pp 28-46.
15. Olsen, J. S.; Gerward, L.; Souza Filho, A. G.; Freire, P. T. C.; Mendes Filho, J.; Melo, F. E. A. High Pressure Res. 2006, 26, 433-437.
16. Olsen, J. S.; Gerward, L.; Freire, P. T. C.; Mendes Filho, J.; Melo, F. E. A.; Souza Filho, A. G. J. Phys. Chem. Solids 2008, 69, 1641-1645.
17. Freire, P. T. C.; Melo, F. E. A.; Mendes Filho, J.; Lima, R. J. C.; Teixeira, A. M. R. Vibr. Spectrosc. 2007, 45, 99-102.
18. Tamashita, M.; Inomata, S.; Ishikawa, K.; Kashiwagi, T.; Matsuo, H.; Sawamura, S.; Kato, M. Acta Crystallogr. 2007, E63, o2762-02764.
19. Lima , J. A., Jr.; Freire, P. T. C.; Melo, F. E. A.; Lemos, V.; Filho, J. M.; Pizani, P. S. J. Raman Spectrosc., 2008, [Online early access]., DOI: 10.1002/jrs.2005.
20. Moreno, A. J. D.; Freire, P. T. C.; Melo, F. E. A.; Arauìjo Silva, M. A.; Guedes, I.; Mendes Filho, J. Solid State Commun. 1997, 103, 655-658.
21. Moreno, A. J. D.; Freire, P. T. C.; Guedes, I.; Melo, F. E. A.; Mendes-Filho, J.; Sanjurjo, J. A. Braz. J. Phys. 1999, 29, 380-387.
22. Moreno, A. J. D.; Freire, P. T. C.; Melo, F. E. A.; Mendes Filho, J.; Nogueira, M. A. M.; Almeida, J. M. A.; Miranda, M. A. R.; Remeìdios, C. M. R.; Sasaki, J. M. J. Raman Spectrosc. 2004, 35, 236-241.
23. Bento, I. C. V.; Freire, P. T. C.; Melo, F. E. A.; Mendes Filho, J.; Moreno, A. J. D.; Joya, M. R.; Pizani, P. S. Solid State Commun. 2007, 141, 29-32.
24. Lima Jr., J. A.; Freire, P. T. C.; Lima, R. J. C.; Moreno, A. J. D.; Mendes Filho, J.; Melo, F. E. A. J. Raman Spectrosc. 2005, 36, 1076-1081.
25. Almeida, F. M.; Freire, P. T. C.; Lima, R. J. C.; Remeldios, C. M. R.; Mendes Filho, J.; Melo, F. E. A. J. Raman Spectrosc. 2006, 37, 1296-1301.
26. Fac,anha Filho, P. F.; Freire, P. T. C.; Lima, K. C. V.; Mendes Filho, J.; Melo, F. E. A.; Pizani, P. S. Braz. J. Phys. 2008, 38, 131-137.
27. Silva, B. L.; Freire, P. T. C.; Melo, F. E. A.; Guedes, I.; Arauìjo Silva, M. A.; Mendes Filho, J.; Moreno, A. J. D. Braz. J. Phys. 1998, 28, 19-24.
28. Silva, B. L.; Freire, P. T. C.; Melo, F. E. A.; Mendes Filho, J.; Pimenta, M. A.; Dantas, M. S. S. J. Raman Spectrosc. 2000, 31, 519-522.
29. Freire, P. T. C.; Melo, F. E. A.; Mendes Filho, J. J. Raman Spectrosc. 1996, 27, 507-512.
30. Lima, R. J. C.; Freire, P. T. C.; Sasaki, J. M.; Melo, F. E. A.; Mendes, J.; Moreira, R. L. J. Ramm Spectrosc. 2001, 32, 751-756.
31. De Souza, J. M.; Lima, R. J. C.; Freire, P. T. C.; Sasaki, J. M.; Melo, F. E. A.; Filho, J. M.; Jones, D. W. Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc. 2005, 61, 1525-1527.
32. Teixeira, A. M. R.; Freire, P. T. C.; Moreno, A. J. D.; Sasaki, J. M.; Ayala, A. P.; Mendes Filho, J.; Melo, F. E. A. Solid State Commun. 2000, 116, 405-409.
33. Vik, A. F.; Yuzyuk, Yu. I.; Barthes, M.; Sauvajol, J.-L. J. Raman Spectrosc. 2005, 36, 749-754.
34. De Souza, J. M.; Freire, P. T. C.; Bordallo, H. N.; Argyriou, D. N. J. Phys. Chem. B 2007, 111, 5034-5039.
35. Boldyreva, E. V.; Drebushchak, V. A.; Drebushchak, T. N.; Paukov, I. E.; Kovalevskaya, Yu. A.; Shutova, E. S. J. Therm. Anal. Calorim. 2003, 73, 409-418.
36. Boldyreva, E. V.; Drebushchak, V. A.; Drebushchak, T.N.; Paukov, I. E.; Kovalevskaya, Yu. A.; Shutova, E. S. J. Therm. Anal. Calorim. 2003, 73, 419-428.
37. Boldyreva, E. V.; Drebushchak, T. N.; Shutova, E. S. Z. Kristallogr. 2003, 218, 366-376.
38. Boldyreva, E. V.; Ahsbahs, H.; Weber, H.-P. Z. Kristallogr. 2003, 218, 231-236.
39. Drebushchak, V. A.; Kovalevskaya, Yu. A.; Paukov, I. E.; Boldyreva, E. V. J. Therm. Analys. Calorim. 2003, 74, 109-120.
40. Boldyreva, E. V.; Ivashevskaya, S. N.; Sowa, H.; Ahsbahs, H.; Weber, H.-P. Dokl. Akad. Nauk 2004, 396, 358-361.
41. Drebushchak, V. A.; Boldyreva, E. V.; Kovalevskaya, Yu. A.; Paukov, I. E.; Drebushchak, T. N. J. Therm. Analys. Calorim. 2005, 79, 6336-6341.
42. Boldyreva, E. V.; Ivashevskaya, S. N.; Sowa, H.; Ahsbahs, H.; Weber, H.-P. Z. Kristallogr. 2005, 220 (1), 50-57.
43. Goryainov, S. V.; Kolesnik, E. N.; Boldyreva, E. V. Phys. B Condens. Matter 2005, 357 (3-4), 340-347.
44. Goryainov, S. V.; Boldyreva, E. V.; Kolesnik, E. N. Chem. Phys. Lett. 2006, 419 (4-6), 496-500.
45. Chernobai, G. B.; Chesalov, Yu. A.; Burgina, E.B.; Drebushchak, T. N.; Boldyreva, E. V. J. Struct. Chem. 2007, 48 (2), 339-347.
46. Bordallo, H. N.; Boldyreva, E. V.; Buchsteiner, A.; Koza, M. M.; Landsgesell, S. J. Phys. Chem. B 2008, 112, 8748-8759.
47. Murli, C.; Sharma, S. M.; Karmakar, S.; Sikka, S. K. Physica B 2003, 339, 23-30.
48. Murli, C.; Thomas, S.; Venkateswaran, S.; Sharma, S. M. Physica B 2005, 364, 233-238.
49. Dawson, A.; Allan, D. R.; Belmonte, S. A.; Clark, S. J.; David, W. I. F.; McGregor, P. A.; Parsons, S.; Pulham, C. R.; Sawyer, L. Cryst. Growth Design 2005, 5 (4), 1415-1427.
50. Kolesnik, E. N.; Goryainov, S. V.; Boldyreva, E. V. Dokl. Phys. Chem. 2005, 404, 61-64.
51. Moggach, S. A.; Allan, D. R.; Morrison, C. A.; Parsons, S.; Sawyer, L. Acta Crystallogr. 2005, B61, 58-68.
52. Boldyreva, E. V.; Kolesnik, E. N.; Drebushchak, T. N.; Ahsbahs, H.; Beukes, J. A.; Weber, H.-P. Z. Kristallogr. 2005, 220, 58-65.
53. Boldyreva, E. V.; Kolesnik, E N.; Drebushchak, T. N.; Sowa, H.; Ahsbahs, H.; Seryotkin, Yu. V. Z. Kristallogr 2006, 227, 150-161.
54. Drebushchak, T. N.; Sowa, H.; Seryotkin; Yu, V.; Boldyreva, E. V. Acta Crystallogr. 2006, E62, o4052-o4054.
55. Moggach, S. A.; Marshall, W. G.; Parsons, S. Acta Crystallogr. 2006, B62, 815-825.
56. Murli, C.; Vasanthi, R.; Sharma, S. M. Chem. Phys. 2006, 331, 77-84.
57. Boldyreva, E. V.; Sowa, H.; Seryotkin, Yu. V.; Drebushchak, T. N.; Ahsbhas, H.; Chernyshev, V. V.; Dmitriev, V. P. Chem. Phys. Lett. 2006, 429, 474-478.
58. Drebushchak, V. A.; Kovalevskaya, Yu. A.; Paukov, I. E.; Boldyreva, E. V. J. Therm. Analys. Calorim. 2007, 89, 649-654.
59. Bordallo, H. N.; Kolesov, B. A.; Boldyreva, E. V.; Juranyi, F. J. Am. Chem. Soc. 2007, 129, 10984-10985.
60. Kolesov, B. A.; Boldyreva, E. V. J. Phys. Chem. 2007, 111, 14387-14397.
61. Chesalov, Yu. A.; Chernobai, G. B.; Boldyreva, E. V. J. Struct. Chem., 2008, 49, 655-666.
62. Kosic, T. J.; Cline, R. E.; Dlott, D. D. J. Chem. Phys. 1984, 81, 4932-4949.
63. Qian, W.; Krimm, S. Biopolymers 1992, 32 (11), 1503-1518.
64. Kandori, H.; Kinoshita, N.; Shichida, Y.; Maeda, A.; Needleman, R.; Lanyi, J. J. Am. Chem. Soc. 1998, 120, 5828-5829.
65. Raso, S. W.; Clark, P. L.; Haase-Pettingell, C.; King, J.; Thomas, G. J. J. Mol. Biol. 2001, 307, 899-911.
66. Jocelyn, P. C. Biochemistry of the SH Group, New York: Academic Press: 1972.
67. Friedman, M. Chemistry and Biochemistry of the Sulfhydryl Group in Amino acids, Peptides and Proteins; Pergamon Press: New York, 1973.
68. Li, H.; Thomas jr., G. J. J. Am. Chem. Soc. 1991, 113, 456-462.
69. Li, H.; Wurrey, C. J.; Thomas jr., G. J. J. Am. Chem. Soc. 1992, 114, 7463-7469.
70. Xu, Q.-M.; Wan, L.-J.; Wang, C.; Bai, C.-L.; Wang, Z.-Y.; Nozawa, T. Langmuir 2001, 17, 6203-6206.
71. Graff, M.; Bukowska, J. J. Phys. Chem. B 2005, 109, 9567-9574.
72. Podstawka, E.; Ozaki, Y.; Proniewicz, L. M. Appl. Spectrosc. 2005, 59, 1516-1526.
73. Aryal, S.; Remant, B. K. C.; Dharmaraj, N.; Bhattarai, N.; Kim, C. H.; Kim, H. Y. Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc 2006, 63 (1), 160-163.
74. Cossaro, A.; Terreni, S.; Cavalleri, O.; Prato, M.; Cvetko, D.; Morgante, A.; Floreano, L.; Canepa, M. Langmuir 2006, 22, 11193-11198.
75. Kim, J. W.; Hwang, H.-N.; Hwang, C.-C. J. Phys. Chem. C 2007, 111, 13192-13196.
76. Calzolari, A.; Di Felice, R. J. Phys.: Condens. Matter, 2007, 19 (30),art. no. 305018.
77. Paukov, I. E.; Kovalevskaya, Y. A.; Drebushchak, V. A.; Drebushchak, T.N.; Boldyreva, E. V. J. Phys. Chem. B. 2007, 111, 9186.
78. Paukov, I. E.; Kovalevskaya, Y. A.; Boldyreva, E. V. J. Therm. Analys. Calorim. 2008, 93, 423-428.
79. Paukov, I. E.; Kovalevskaya, Y. A.; Boldyreva, E. V. J. Therm. Analys. Calorim. 2008, in press.
80. Minkov, V. S.; Tumanov, N. A.; Kolesov, B. A.; Boldyreva, E. V., 2008, in preparation.
81. Kerr, K. A.; Ashmore, J. P. Acta Crystallogr. 1973, B29, 2124-2127.
82. Kerr, K. A.; Ashmore, J. P.; Koetzle, F. Acta Crystallogr. 1975, B31, 2022-2026.
83. Moggach, S. A.; Clark, S. J.; Parsons, S. Acta Crystallogr. 2005, E61, o2739-o2742.
84. STOE & Cie (2003). X-SHAPE. STOE & Cie GmbH, Darmstadt, Germany.
85. STOE & Cie (1997). STADI-4. STOE & Cie GmbH, Darmstadt, Germany.
86. STOE & Cie (2007). X-AREA. STOE & Cie GmbH, Darmstadt, Germany.
87. Sheldrick, G. M. Phase-annealing in SHELX-90 - direct methods for larger structures. Acta Crystallogr. 1990, A46, 467-473.
88. Sheldrick, G. M. Program for crystal structure solution. University of Göttingen, Germany, 1997.
89. Sheldrick, G. M. Program for refinement of crystal structures. University of Göttingen, Germany. 1997.
90. Müller, P.; Herbst-Irmer, R.; Spek, A. L.; Schneider, T. R.; Sawaya, M. R. Crystal structure refinement. A crystallographer's guide to SHELXL; Oxford University Press: Oxford, U.K., 2006.
91. Macrae, C. F.; Edgington, P. R.; McCabe, P.; Pidcock, E.; Shields, G. P.; Taylor, R.; Towler, M.; van de Streek, J. J. Appl. Crystallogr. 2006, 39, 453-457.
92. Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13.
93. Minkov, V. S.; Chesalov, Yu. A.; Boldyreva, E. V. J. Struct. Chem. 2008, 6, 49.
94. Minkov, V. S.; Krylov, A. S.; Boldyreva, E. V.; Goryainov, S. V.; Bizyaev, S. N.; Vtyurin, A. N. J. Phys. Chem. B 2008, 112, 8851-8854.
95. Susi, H.; Byler, D. M.; Gerasimowicz, W. V. J. Mol. Struct. 1983, 102, 63-79.
96. Tarakeshwar, P.; Manogaran, S. Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc. 1995, 51, 925-928.
97. Chakraborty, D.; Manogaran, S. J. Mol. Struct. THEOCHEM 1998, 429, 31-40.
98. Pawlukojc, A.; Leciejewicz, J.; Ramirez-Cuesta, A. J.; Nowicka-Scheibe, J. Spectrochim. Acta 2005, 61A, 2474-2489.
99. Wolpert, M.; Hellwig, P. Spectrochim. Acta 2006, 64A, 987-1001.
100. Rungsawang, R.; Ueno, Y.; Tomita, I.; Ajito, K. J. Phys. Chem. B 2006, 110, 21259-21263.
101. Guicheteau, J.; Argue, L.; Hyre, A.; Jacobson, M.; Christesen, S. D. Proc. SPIE, 2006, 6218, art. no. 62180O.
102. Korter, T. M.; Balu, R.; Campbell, M. B.; Beard, M. C.; Gregurick, S. K.; Heilweil, E. J. Chem. Phys. Lett. 2006, 418, 65-70.
103. Dobrowolski, J. Cz.; Jamroz, M. H.; Kolos, R.; Rode, J. E.; Sadlej, J. Chem. Phys. Chem. 2007, 8, 1085-1094.
104. Jeffrey, G. A. An Introduction to Hydrogen Bonding; Oxford University Press: Oxford, U.K., 1997, 303 pages.
105. Kolesov, B. A. J. Struct. Chem. 2006, 47, 21-34.
106. Drebushchak, T. N.; Bizyaev, S. N.; Boldyreva, E. V. Acta Crystallogr. C 2008, 64, o313-o315.