Quantifying intermolecular interaction of anthrylidene methyl arjunolate: Insights from Hirshfeld surface analysis

Journal of Molecular Structure

Volumn 1021, Issue , 2012, Pages 89-94

  Seth, Saikat Kumar ^a   Maity, Gopal Chandra ^a   Kar, Tanusree ^b  

^a MG Mahavidyalaya ^*  (India)

^b DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

Arjunolic acid derivative; Finger print plot; Hirshfeld surface; Structural elucidation; Weak interaction

Indexed keywords

ACID DERIVATIVE; C-C DOUBLE BONDS; CAMBRIDGE STRUCTURAL DATABASE; CHAIR CONFORMATIONS; CRYSTAL PACKINGS; FINGER-PRINT PLOT; FUSED RING; IN-BUILDINGS; INTERMOLECULAR INTERACTIONS; RING JUNCTION; SELF-ASSEMBLED; STRUCTURAL ELUCIDATION; TITLE COMPOUNDS; WEAK INTERACTIONS; X-RAY STRUCTURAL STUDY;

CONFORMATIONS; HYDROGEN BONDS;

SURFACE ANALYSIS;

EID: 84863773272     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2012.04.068     Document Type: Article

References (78)

1. S.K. Seth, G.C. Maity, and T. Kar J. Mol. Struct. 1000 2011 120
2. F.E. King, T.J. King, and J.M. Ross J. Chem. Soc. 3995 1954
3. L.D. Kapoor Handbook of Ayurvedic Medicinal Plants 1990 CRC Press Boca Raton, FL pp. 319
4. A. Bharani, A. Ganguly, and K.D. Bhargave Int. J. Cardiol. 49 1995 191
5. U. Maitra, P.V. Kumar, N. Chandra, L.J. D'Souza, M.D. Prasanna, and A.R. Raju Chem. Commun. 595 1999
6. A. Friggeri, O. Gronwald, K.J.C. van Bommel, S. Shinkai, and D.N. Reinhoudt J. Am. Chem. Soc. 124 2002 10754
7. D. Rizkov, J. Gun, O. Lev, R. Sicsic, and A. Melman Langmuir 21 2005 12130
8. G.R. Desiraju, and T. Steiner The Weak Hydrogen Bond in Structural Chemistry and Biology 1999 Oxford University Press Oxford
9. G.A. Jeffrey, and W. Saenger Hydrogen Bonding in Biological Structures 1991 Springer Berlin
10. W.C. Hamilton, and J.A. Ibers Hydrogen Bonding in Solids 1968 Benjamin New York
11. S. Scheiner Hydrogen Bonding: A Theoretical Perspective 1997 Oxford University Press Oxford
12. G.A. Jeffrey An Introduction to Hydrogen Bonding 1997 Oxford University Press Oxford
13. T. Steiner Angew. Chem. Int. Ed. 41 2002 48
14. Y. Zhang, Z. Yang, F. Yuan, H. Gu, P. Gao, and B. Xu J. Am. Chem. Soc. 126 2004 15028
15. M. Nishio, M. Hirota, and Y. Umezawa The CH⋯π Interaction: Evidence, Nature and Consequences 1998 Wiley-VCH New York
16. K. Biradha, and M.J. Zaworotko J. Am. Chem. Soc. 120 1998 6431
17. M. Nishio CrystEngComm 6 2004 130
18. M.D.C. Fernandez-Alonso, F.J. Canada, J. Jimenez-Barbero, and G. Cuevas J. Am. Chem. Soc. 127 2005 7379
19. D. Braga, S.L. Giaffreda, F. Grepioni, L. Maini, and M. Polito Coord. Chem. Rev. 250 2006 1267
20. H.J. Schneider Angew. Chem. Int. Ed. 48 2009 3924
21. A. Frontera, M. Orell, C. Garau, D. Quiñonero, E. Molins, I. Mata, and J. Morey Org. Lett. 7 2005 1437
22. C.J. Janiak Chem. Soc. Dalton Trans. 2000 3885
23. M.J. Packer, M.P. Dauncey, and C.A. Hunter J. Mol. Biol. 295 2000 71
24. K. Müller-Dethlefs, and P. Hobza Chem. Rev. 100 2000 143
25. E.A. Mayer, R.K. Castellano, and F. Diederich Angew. Chem. Int. Ed. 42 2003 1210
26. B.L. Schottel, H.T. Chifotides, M. Shatruk, A. Chouai, L.M. Pérez, J. Bacsa, and K.R. Dunbar J. Am. Chem. Soc. 128 2006 5895
27. P. Hobza, H.L. Selzle, and E.W. Schlag Chem. Rev. 94 1994 1767
28. K.S. Kim, P. Tarakeshwar, and J.Y. Lee Chem. Rev. 100 2000 4145
29. M.O. Sinnokrot, and C.D. Sherrill J. Phys. Chem. A 110 2006 10656
30. M. Pitonak, P. Neogrady, J. Rezac, P. Jurecka, M. Urban, and P.J. Hobza Chem. Theory Comput. 4 2008 1829
31. N.J. Singh, S.K. Min, D.Y. Kim, and K.S. Kim J. Chem. Theory Comput. 5 2009 515
32. P. Vishweshwar, R. Thaimattam, M. Jaskólski, and G.R. Desiraju Chem. Commun. 2002 1830
33. S.A. Dalrymple, and G.K.H. Shimizu J. Am. Chem. Soc. 129 2007 12114
34. C.B. Aakeröy, J. Desper, and J. Valdés-Martínez CrystEngComm 6 2004 413
35. Y. Rodríguez-Martín, J. Sanchiz, C. Ruiz-Pérez, F. Lloret, and M. Julve CrystEngComm 4 2002 631
36. B.H. Hong, J.Y. Lee, C.-W. Lee, J.C. Kim, S.C. Bae, and K.S. Kim J. Am. Chem. Soc. 123 2001 10748
37. B.H. Hong, S.C. Bae, C.-W. Lee, S. Jeong, and K.S. Kim Science 294 2001 348
38. N.J. Singh, H.M. Lee, I.-C. Hwang, and K.S. Kim Supramol. Chem. 19 2007 321
39. M.A. Spackman, and J.J. McKinnon CrystEngComm 4 2002 378
40. J.J. McKinnon, D. Jayatilaka, and M.A. Spackman Chem. Commun. 2007 3814
41. M.A. Spackman, J.J. McKinnon, and D. Jayatilaka CrystEngComm 10 2008 377
42. M.A. Spackman, and D. Jayatilaka CrystEngComm 11 2009 19
43. F.L. Hirshfeld Theor. Chim. Acta 44 1977 129
44. M.A. Spackman, and J.J. McKinnon CrystEngComm 4 2006 378
45. F.P.A. Fabbiani, C.K. Leech, K. Shankland, A. Johnston, P. Fernandes, A.J. Florence, and N. Shankland Acta Cryst. C63 2007 o659
46. L. Checinska, S. Grabowsky, M. Malecka, A.J. Rybarczyk-Pirek, A. Józwiak, C. Paulmann, and P. Luger Acta Cryst. B67 2011 569
47. H. Pérez, R.S. Corrêa, A.M. Plutín, B. O'Reilly, and M.B. Andrade Acta Cryst. C68 2012 o19
48. S.K. Seth, D. Sarkar, A.D. Jana, and T. Kar Cryst. Growth Des. 11 2011 4837
49. S.K. Seth, I. Saha, C. Estarellas, A. Frontera, T. Kar, and S. Mukhopadhyay Cryst. Growth Des. 11 2011 3250
50. S.K. Seth, D. Sarkar, and T. Kar CrystEngComm 13 2011 4528
51. S.K. Seth, D. Sarkar, A. Roy, and T. Kar CrystEngComm 13 2011 6728
52. S.K. Seth, N.C. Saha, S. Ghosh, and T. Kar Chem. Phys. Lett. 506 2011 309
53. S.K. Seth, P.C. Mandal, T. Kar, and S. Mukhopadhyay J. Mol. Struct. 994 2011 109
54. P. Manna, S.K. Seth, A. Das, J. Hemming, R. Prendergast, M. Helliwell, S.R. Choudhury, A. Frontera, and S. Mukhopadhyay Inorg. Chem. 51 2012 3557
55. J.J. McKinnon, M.A. Spackman, and A.S. Mitchell Acta Crystallogr., Sect. B 60 2004 627
56. A.L. Rohl, M. Moret, W. Kaminsky, K. Claborn, J.J. Mckinnon, and B. Kahr Cryst. Growth Des. 8 2008 4517
57. A. Parkin, G. Barr, W. Dong, C.J. Gilmore, D. Jayatilaka, J.J. Mckinnon, M.A. Spackman, and C.C. Wilson CrystEngComm 9 2007 648
58. F.P.A. Fabbiani, L.T. Byrne, J.J. Mckinnon, and M.A. Spackman CrystEngComm 9 2007 728
59. B.G. Bag, G.C. Maity, and S.K. Dinda Org. Lett. 8 2006 5457
60. Bruker, SAINT (Version 6.36a) Bruker AXS Inc., Madison, Wisconsin, USA, 2002.
61. Bruker, SMART (Version 5.625) and SADABS (Version 2.03a) Bruker AXS Inc., Madison, Wisconsin, USA, 2001.
62. G.M. Sheldrick, SHELXS97 and SHELXL97: Programs for Crystal Structure Solution and Refinement, University of Göttingen, Germany, 1997.
63. L.J. Farrugia J. Appl. Cryst. 32 1999 837
64. A.L. Spek, PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, 2000.
65. L.J. Farrugia, ORTEP III (Version 1.06) Department of Chemistry, University of Glasgow, Scotland, UK.
66. M. Parvez, A. Rahman, M.I. Choudhary, S. Zareen, N.M. Akhtar, S. Shujaat, and F.N. Ngounou Acta Cryst. E 60 2004 o2130
67. S.B. Mahato, A.K. Nandy, P. Luger, and M. Weber J. Chem. Soc. Perkin Trans. 2 1990 1445
68. A.A. Ajees, and K. Balakrishna Acta Cryst. E 58 2002 o682
69. I.J. Bruno, J.C. Cole, M. Kessler, J. Luo, W.D.S. Motherwell, L.H. Purkis, B.R. Smith, R. Taylor, R.I. Cooper, S.E. Harris, and A.G. Orpen J. Chem. Inf. Comput. Sci. 44 2004 2133
70. F.H. Allen Acta Cryst. B 58 2002 380
71. D. Cremer, and J.A. Pople J. Am. Chem. Soc. 97 1975 1354
72. S.K. Wolff, D.J. Grimwood, J.J. McKinnon, D. Jayatilaka, M.A. Spackman, CrystalExplorer 2.1, University of Western Australia, Perth, Australia, 2007.
73. M.A. Spackman, and P.G. Byrom Chem. Phys. Lett. 267 1997 215
74. J.J. McKinnon, A.S. Mitchell, and M.A. Spackman Chem. Eur. J. 4 1998 2136
75. J.J. Mckinnon, A.S. Mitchell, and M.A. Spackman Chem. Commun. 1998 2071
76. H. Stoeckli-Evans Acta Cryst. C 45 1989 341
77. T. Yamagishi, D.C. Zhang, J.J. Chang, D.R. Mcphail, A.T. Mcphail, and K.H. Lee Phytochemistry 27 1988 3213
78. J. Sivaraman, K. Subramanian, D. Velmurugan, E. Subramanian, and K. Balakrishna Acta Cryst. C 49 1993 1240