Crystallographic and theoretical studies of 1-(1-naphthyl)-2-thiourea with intermolecular N-H.S heteroatom interaction and N-H.π interaction

Journal of Structural Chemistry

Volumn 55, Issue 1, 2014, Pages 53-60

  Aldamen, M A ^a   Sinnokrot, M ^b  

^a UNIVERSITY OF JORDAN   (Jordan)

^b KHALIFA UNIVERSITY   (United Arab Emirates)

Author keywords

1 (1 naphthyl) 2 thiourea; ab initio; B3LYP; interaction energy; RIMP2; S.H N hydrogen bond

Indexed keywords

EID: 84897384552     PISSN: 00224766     EISSN: None     Source Type: Journal    
DOI: 10.1134/S0022476614010089     Document Type: Article

References (24)

1. G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, International Union of Crystallography Monographs on Crystallography, Oxford University Press, Oxford (1999).
2. F. Wennmohs and M. Schindler, J. Comput. Chem., 26, 283 (2005).
3. M. K. Krepps, S. Parkin, and D. A. Atwood, Cryst. Growth. Design., 1, 291 (2001).
4. L. F. Szczepura, K. K. Eilts, A. K. Hermetet, L. J. Ackerman, J. K. Swearingen, and D. X. West, J. Mol. Struct., 607, 101 (2002).
5. T. K. Venkatachalam, E. Sudbeck, and F. M. Uckun, J. Mol. Struct., 687, 45 (2004).
6. F. H. Allen, C. M. Bird, S. Rowlandd, and P. Raithaby, Acta Crystallogr., B53, 696 (1997).
7. H. Borrmann, I. Persson, M. Sandstrom, and C. M. V. Stalhandske, J. Chem. Soc. Perkin. Trans., 2, 393 (2000).
8. J. A. Platts, S. T. Howard, and B. R. F. Bracke, J. Am. Chem. Soc., 118, 2726 (1996).
9. S. S. C. Ammal and P. Venuvanalingam, J. Phys. Chem. A, 104, 10859 (2001).
10. M. A. Walters, J. Barad, A. Sireci, J. A. Golen, and A. L. Rheingold, Inorg. Chim. Acta, 358, 633 (2005).
11. H. Biswal and S. Wategaonkar, J. Phys. Chem. A, 113, 12774 (2009).
12. H. Biswal and S. Wategaonkar, J. Phys. Chem. A, 113, 12763 (2009).
13. SMART Software Reference Manual Version 5.051, (Windows NT Version), Bruker Analytical X-Ray Instruments, Madison, WI, USA.
14. Bruker, SAINT+ Version 6.02, (includes XPREP and SADABS), Bruker AXS Inc., Madison, Wisconsin, USA (1999).
15. Bruker, SHELXTL Version 5.1, (includes XS, XL, XP, XSHELL), Bruker AXS Inc., Madison, Wisconsin, USA (1999).
16. CrystalMaker 6.1, CrystalMaker Software Limited, Oxfordshire, UK (1994).
17. Y. Shao, L. Fusti-Molnar, Y. Jung, J. Kussmann, C. Ochsenfeld, S. T. Brown, A. T. B. Gilbert, L. V. Slipchenko, S. V. Levchenko, D. P. O'Neill, R. A. Distasio Jr., R. C. Lochan, T. Wang, G. J. O. Beran, N. A. Besley, J. M. Herbert, C. Y. Lin, T. Van Voorhis, S. H. Chien, A. Sodt, R. P. Steele, R. P. Rassolov, P. E. Maslen, P. P. Korambath, R. D. Adamson, B. Austin, J. Baker, E. F. C. Byrd, H. Dachsel, R. J. Doerksen, A. Dreuw, B. D. Dunietz, A. D. Dutoi, T. R. Furlani, S. R. Gwaltney, A. Heyden, S. Hirata, C.-P. Hsu, G. Kedziora, R. Z. Khalliulin, P. Klunzinger, A. M. Lee, M. S. Lee, W. Liang, I. Lotan, N. Nair, B. Peters, E. I. Proynov, P. A. Pieniazek, Rhee, J. Ritchie, E. Rosta, C. D. Sherrill, A. C. Simmonett, A. E. Subotnik, H. L. Woodcock III, W. Zhang, A. T. Bell, A. K. Chakraborty, D. M. Chipman, F. J. Keil, A. Warshel, W. J. Hehre, W. F. Schaefer III, J. Kong, A. I. Krylov, P. M. W. Gill, and M. Head-Gordon, Phys. Chem. Chem. Phys., 8, 3172 (2006).
18. T. A. Ford, J. Mol. Struct., 924, 466 (2009).
19. G. Yu and X. Chen, J. Phys. Chem. B, 115, 3466 (2011).
20. F. Weigend, M. Haser, H. Patzelt, and R. Ahlrichs, Chem. Phys. Lett., 294, 143 (1998).
21. J. Duque, O. Estevez-Hernandez, E. Reguera, R. S. Correa, and P. G. Maria, Acta Crystallogr., E64, o1068 (2008).
22. A. D. Bond, J. Claydenb, and A. E. H. Wheatleya, Acta Crystallogr., E57, o292 (2001).
23. V. Wennmohs, M. Staemmler, and F. Schindlera, J. Chem. Phys., 119, 3208 (2003).
24. Himansu S. Biswal and S. Wategaonkar, J. Phys. Chem. A, 113, 12763 (2009).