Crystal structures of ethylene glycol and ethylene glycol monohydrate

Journal of Chemical Physics

Volumn 135, Issue 23, 2011, Pages

  Fortes, A Dominic ^a   Suard, Emmanuelle ^b  

^a UNIVERSITY COLLEGE LONDON   (United Kingdom)

^b INSTITUT LAUE LANGEVIN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,2-ETHANEDIOL; ANHYDROUS PHASE; GAUCHE CONFORMATION; HIGH RESOLUTION; HYDROGEN ATOMS; HYDROXYL GROUPS; NEUTRON POWDERS; ROTAMERS; SPACE GROUPS; UNIT CELLS; WATER MOLECULE;

CONFORMATIONS; CRYSTAL ATOMIC STRUCTURE; DEUTERIUM; ETHYLENE; HYDROGEN BONDS; MOLECULES; PHASE SPACE METHODS;

ETHYLENE GLYCOL;

DEUTERIUM; ETHYLENE GLYCOL DERIVATIVE; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; CRYSTALLIZATION; HYDROGEN BOND; METHODOLOGY; NEUTRON DIFFRACTION; SOLUTION AND SOLUBILITY;

CRYSTALLIZATION; DEUTERIUM; ETHYLENE GLYCOLS; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NEUTRON DIFFRACTION; SOLUTIONS; WATER;

EID: 84555197083     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.3668311     Document Type: Article

References (73)

1. L. Radom, W. A. Lathan, J. Hehre, and J. A. Pople, J. Am. Chem. Soc. 95 (3), 693 (1973). 10.1021/ja00784a008
2. K. N. Kirchner, A. B. Yongye, S. M. Tschampel, J. Gonzalez-Outeirino, C. R. Daniels, B. L. Foley, and R. J. Woods, J. Comput. Chem. 29 (4), 622 (2008). 10.1002/jcc.20820
3. B. Szefczyk and M. N. D. S. Cordeiro, J. Phys. Chem. B, 115 (12), 3013 (2011). 10.1021/jp109914s
4. B. J. C. Cabral, L. M. P. C. Albuquerque, and F. M. S. S. Fernandes, Theor. Chim. Acta 78 (4), 271 (1991). 10.1007/BF01112850
5. P. I. Nagy, W. J. Dunn III, G. Alagona, and C. Ghio, J. Am. Chem. Soc. 113 (18), 6719 (1991). 10.1021/ja00018a002
6. P. I. Nagy, W. J. Dunn III, G. Alagona, and C. Ghio, J. Am. Chem. Soc. 114 (12), 4752 (1992). 10.1021/ja00038a044
7. R. W. W. Hooft, B. P. van Eijck, and J. Kroon, J. Chem. Phys. 97 (5), 3639 (1992). 10.1063/1.462947
8. C. J. Cramer and D. G. Truhlar, J. Am. Chem. Soc. 116 (9), 3892 (1994). 10.1021/ja00088a027
9. T. Oie, I. A. Topol, and S. K. Burt, J. Phys. Chem. 98 (4), 11121 (1994). 10.1021/j100055a013
10. T.-S. Yeh, Y.-P. Chang, and T.-M. Sa, J. Phys. Chem. 98 (36), 8921 (1994). 10.1021/j100087a018
11. H. Hayashi, H. Tanaka, and K. Nakanishi, J. Chem. Soc. Faraday Trans. 91 (1), 31 (1995). 10.1039/ft9959100031
12. P. Manivet, and M. Masella, Chem. Phys. Lett. 288 (5), 642 (1998). 10.1016/S0009-2614(98)00356-X
13. T. Hata and Y. Ono, Chem. Pharm. Bull. 48 (11), 1660 (2000) (cpb.pharm.or.jp/cpb/200011/c11-1660.pdf).
14. L. Saiz, J. A. Padro, and E. Guardia, J. Chem. Phys. 114 (7), 3187 (2001). 10.1063/1.1340605
15. R. A. Klein, J. Comput. Chem. 23 (6), 585 (2002). 10.1002/jcc.10053
16. I. Bak, T. Grsz, G. Plinks, and M. C. Bellisent-Funel, J. Chem. Phys. 118 (7), 3215 (2003). 10.1063/1.1536163
17. A. V. Gubskaya and P. G. Kusalik, J. Phys. Chem.A 108 (35), 7165 (2004). 10.1021/jp048921+
18. A. J. Chaudhari and S.-L. Lee, J. Chem. Phys. 120 (16), 7464 (2004). 10.1063/1.1688754
19. O. V. de Oliveira and L. C. G. Freitas, J. Mol. Struct: Theochem. 728 (1-3), 179 (2005). 10.1016/j.theochem.2005.05.017
20. D. L. Crittenden, K. C. Thompson, and M. J. T. Jordan, J. Phys. Chem. A 109 (12), 2971 (2005). 10.1021/jp045233h
21. D. P. Geerke and W. F. Van Gunsteren, Mol. Phys. 105 (13-14), 1861 (2007). 10.1080/00268970701444631
22. G. R. Desiraju, Acc. Chem. Res. 24 (10), 290 (1991). 10.1021/ar00010a002
23. G. R. Desiraju, Acc. Chem. Res. 29 (9), 441 (1996). 10.1021/ar950135n
24. G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond (Oxford University Press, 1999).
25. M. C. Wahl and M. Sundaralingam, Trends Biochem. Sci. 22 (3), 97 (1997). 10.1016/S0968-0004(97)01004-9
26. M. Brandl, K. Lindauer, M. Meyer, and J. Sühnel, Theor. Chem. Acc. 101, 103 (1999). 10.1007/s002140050415
27. R. K. Castellano, Curr. Org. Chem. 8 (10), 845 (2004). 10.2174/1385272043370384
28. T. Steiner and W. Sanger, J. Am. Chem. Soc. 114 (26), 10146 (1992). 10.1021/ja00052a009
29. J. B. Ott, J. R. Goates, and J. D. Lamb, J. Chem. Thermodyn. 4 (1), 123 (1972). 10.1016/S0021-9614(72)80015-6
30. D. R. Cordray, L. R. Kaplan, P. M. Woyceisjes, and T. F. Kozak, Fluid Phase Equilib. 117, 146 (1996). 10.1016/0378-3812(95)02947-8
31. S. S. N. Murthy, Cryobiology 36 (2), 84 (1998). 10.1006/cryo.1997.2064
32. A. V. Zinchenko and V. D. Zinchenko, CryoLetters 22, 191 (2001).
33. G. O. Curme, Jr. and C. O. Young, Ind. Eng. Chem. 17 (11), 1117 (1925). 10.1021/ie50191a006
34. J. G. Olsen, A. S. Brunjes, and J. W. Olsen, Ind. Eng. Chem. 22 (12), 1315 (1930). 10.1021/ie50252a019
35. M. Ewert, Bull. Soc. Chim. Belg. 46, 90 (1937).
36. J. A. Spangler and E. C. H. Davies, Ind. Eng. Chem. Anal. Ed. 15 (2), 96 (1943). 10.1021/i560114a004
37. R. M. Tombaugh and H. S. Choguill, Trans. Kansas Acad. Sci. 54 (3), 411 (1951). 10.2307/3625724
38. F. H. Conrad, M. C. Flint, R. H. Meyer, and J. W. Sjoberg, Anal. Chem. 24 (5), 837 (1952). 10.1021/ac60065a021
39. H. K. Ross, Ind. Eng. Chem. 46 (3), 601 (1954). 10.1021/ie50531a054
40. O. Bastiansen, Acta Chem. Scand. 3, 415 (1949). 10.3891/acta.chem.scand. 03-0415
41. P. Buckley and P. A. Gigure, Can. J. Chem. 45 (4), 397 (1967). 10.1139/v67-070
42. P. J. Krueger and H. D. Mettee, J. Mol. Spectrosc. 18 (2), 131 (1965). 10.1016/0022-2852(65)90069-X
43. E. L. Hommel, J. K. Merle, G. Ma, C. M. Hadad, and H. C. Allen, J. Phys. Chem. B, 109 (2), 811 (2005). 10.1021/jp046715w
44. M. N. Rodnikova, N. A. Chumaevski, V. M. Troitskii, and D. B. Kayumova, Russ. J. Phys. Chem. 80 (5), 826 (2006). 10.1134/S0036024406050293
45. D. Christen, L. H. Coudert, J. A. Larsson, and D. Cremer, J. Mol. Spectrosc. 205 (2), 185 (2001). 10.1006/jmsp.2000.8263
46. S. S. N. Murthy, J. Phys. Chem. B 101 (31), 6043 (1997). 10.1021/jp970451e
47. K. A. Petterson, R. S. Stein, M. D. Drake, and J. D. Roberts, Mag. Res. Chem. 43 (3), 225 (2005). 10.1002/mrc.1512
48. M. Matsugami, T. Takamuku, T. Otomo, and T. Yamaguchi, J. Phys. Chem. B, 110 (25), 12372 (2006). 10.1021/jp061456r
49. M. Espanol, A. Manisse, J.-L. Beaudoin, and M. Harrand, C. R. Acad. Sci. Paris, Série C 281, 445 (1975).
50. A. Manisse, J.-L. Beaudoin, M. Espanol, and M. Harrand, C. R. Acad. Sci. Paris, Série B 281, 243 (1975).
51. R. Boese and H.-C. Weiss, Acta Crystallogr. C 54 (6) (1998). 10.1107/S0108270198099624
52. D. Chopra, T. N. Guru Row, E. Arunan, and R. A. Klein, J. Mol. Struct. 964 (1-3), 126 (2010). 10.1016/j.molstruc.2009.11.021
53. A. D. Fortes, Chem. Phys. Lett. 431 (4-6), 283 (2006). 10.1016/j.cplett.2006.09.077
54. A. D. Fortes, I. G. Wood, and K. S. Knight, J. Appl. Crystallogr. 42 (6), 1054 (2009). 10.1107/S0021889809035705
55. A. D. Fortes, I. G. Wood, and K. S. Knight, J. Appl. Crystallogr. 43 (2), 328 (2010). 10.1107/S0021889810005595
56. E. Suard and A. Hewat, Neutron News 12 (4), 30 (2001). 10.1080/10448630108245006
57. P. W. Bridgman, J. Chem. Phys. 3 (10), 597 (1935). 10.1063/1.1749561
58. T. Matsuo, A. Inaba, O. Yamamuro, and N. Onoda-Yamamuro, J. Phys.: Condens. Matter 12 (40), 8595 (2000). 10.1088/0953-8984/12/40/304
59. H. M. Rietveld, J. Appl. Crystallogr. 2 (2), 65 (1969). 10.1107/S0021889869006558
60. A. C. Larsen and R. B. Von Dreele, General Structure Analysis System (GSAS). Los Alamos National Laboratory Report LAUR 86-748, Los Alamos, New Mexico, 2000 (http://www.ncnr.nist.gov/xtal/software/ gsas.html).
61. B. H. Toby, J. Appl. Crystallogr. 34 (2), 210 (2001). 10.1107/S0021889801002242
62. See supplementary material at http://dx.doi.org/10.1063/1.3668311 E-JCPSA6-135-035147 for crystallographic information files (CIFs) containing details of each structure refinement and the measured data: D2B-EG-220K-tGg.cif, D2B-EG-220K-gGt.cif, and D2B-EG-MONO-210K.cif.
63. B. H. Toby, J. Appl. Crystallogr. 36 (5), 1285 (2003). 10.1107/S0021889803016789
64. A. Boultif and D. Lour, J. Appl. Crystallogr. 37 (5), 724 (2004). 10.1107/S0021889804014876
65. P. M. de Wolff, J. Appl. Crystallogr. 1 (2), 108 (1968). 10.1107/S002188986800508X
66. G. S. Smith and R. L. Snyder, J. Appl. Crystallogr. 12 (1), 60 (1979). 10.1107/S002188987901178X
67. V. Favre-Nicolin and R. ern, J. Appl. Crystallogr. 35 (6), 734 (2002). 10.1107/S0021889802015236
68. V. Favre-Nicolin and R. ern, Z. Krist. 219 (12), 847 (2004). 10.1524/zkri.219.12.847.55869
69. exp is the expected', or best statistically possible R-factor for the powder data.
70. R. B. von Dreele, J. Appl. Crystallogr. 30 (4), 517 (1997). 10.1107/S0021889897005918
71. H.-J. Bunge, Texture Analysis in Materials: Mathematical Methods (Butterworths, London, 1982).
72. A. Bondi, J. Phys. Chem. 68 (3), 441 (1964). 10.1021/j100785a001
73. A. D. Fortes, E. Suard, and K. S. Knight, Science 331, 742 (2011). 10.1126/science.1198640