X-ray crystallography and computational studies of a variety of pyrrole derivatives obtained from mesoionic oxazoles and selected chromenones

Journal of Molecular Structure

Volumn 990, Issue 1-3, 2011, Pages 132-139

  Brancatelli, Giovanna ^a   Bruno, Giuseppe ^a   Nicol, Francesco ^a   Cordaro, Massimiliano ^a   Grassi, Giovanni ^a   Risitano, Francesco ^a   Scala, Angela ^a  

^a UNIVERSITY OF MESSINA   (Italy)

Author keywords

Chromenones; CN interaction; Coumarins; Crystal packing; DFT calculations; X ray analysis

Indexed keywords

A-DENSITY; CENTROSYMMETRIC; CHROMENONES; COMPUTATIONAL STUDIES; COUMARINS; CRYSTAL PACKING; CRYSTAL PACKINGS; CYANO GROUPS; DFT CALCULATION; DIPOLAR CYCLOADDITIONS; FUSED RING; H-BONDING INTERACTION; INTERMOLECULAR FORCES; INTERMOLECULAR INTERACTIONS; MOLECULAR PACKINGS; OXAZOLES; PACKING PROPERTIES; PYRROLE DERIVATIVES; PYRROLE RING; SINGLE CRYSTAL X-RAY DIFFRACTION;

CHEMICAL BONDS; CRYSTAL STRUCTURE; CYCLOADDITION; DENSITY FUNCTIONAL THEORY; DIMERS; NITROGEN COMPOUNDS; X RAY ANALYSIS; X RAY DIFFRACTION; X RAYS;

X RAY CRYSTALLOGRAPHY;

EID: 79952311719     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2011.01.031     Document Type: Article

References (33)

1. P.M.T. Ferreira, H.L.S. Maia, and L.S. Monteiro Tetrahedron Lett. 43 2002 4491 4493
2. M. Cordaro, G. Grassi, F. Risitano, and A. Scala Tetrahedron 66 2010 2713 2717
3. M. Cordaro, G. Grassi, A. Rescifina, U. Chiacchio, F. Risitano, and A. Scala Tetrahedron 67 2011 608 611
4. L.C. López Cara, M.E. Camacho, M.D. Carrión, V. Tapias, M.A. Gallo, G. Escames, D. Acuña-Castroviejo, A. Espinosa, and A. Entrena Eur. J. Med. Chem. 44 6 2009 2655 2666
5. V. Onnis, A. De Logu, M.T. Cocco, R. Fadda, R. Meleddu, and C. Congiu Eur. J. Med. Chem. 44 3 2009 1288 1295
6. Q. Zhu, H. Jiang, J. Li, S. Liu, C. Xia, and M. Zhang J. Comb. Chem. 11 2009 685 696
7. K. Liu, H. Lu, L. Hou, Z. Qi, C. Teixeira, F. Barbault, B.T. Fan, S. Liu, S. Jiang, and L. Xie J. Med. Chem. 51 2008 7843 7854
8. W. Peng, D.C. Peltier, M.J. Larsen, P.D. Kirchhoff, S.D. Larsen, R.R. Neubig, and D.J. Miller J. Infect. Dis. 199 2009 950 957
9. M. Anzini, M. Rovini, A. Cappelli, S. Vomero, F. Manetti, M. Botta, L. Sautebin, A. Rossi, C. Pergola, C. Ghelardini, M. Norcini, A. Giordani, F. Makovec, P. Anzellotti, P. Patrignani, and M. Biava J. Med. Chem. 51 2008 4476 4481
10. V. Padmavathi, T. Radha Lakshmi, K. Mahesh, and A. Padmaja Chem. Pharm. Bull. 57 11 2009 1200 1205
11. Cambridge Crystallographic Data Centre (V. 5.26), F. Allen, C.M. Bird, R.S. Rowland, P.R. Raithby, Acta Crystallogr. Sect. B 53 (1997) 696-701.
12. A. Bojilova, I. Videnova, C. Ivanov, N.A. Rodios, A. Terzis, and C.P. Roptopoulou Tetrahedron 50 1994 13023 13036
13. A. Usman, I.A. Razak, H.-K. Fun, S. Chantrapromma, B.-G. Zhao, and J.-H. Xu Acta Cryst. Sec. C 58 2002 o57 o58
14. S. Ianelli, M. Nardelli, D. Belletti, C. Caubre, P. Caubre, and B. Jamart-Grégoire Acta Cryst. Sec. C 50 1994 1922 1924
15. D. Cremer, and J.A. Pople J. Am. Chem. Soc. 97 1975 1354 1358
16. J. Bernstein, R.E. Davis, L. Shimoni, and N.L. Chang Angew. Chem. Int. Ed. Engl. 34 1995 1555 1573
17. M.C. Etter, J.C. MacDonald, and J. Bernstein Acta Crystallogr. Sect. B 46 1990 256 262
18. R. Goddard, O. Heinemann, and C. Krüger Acta Cryst. C 53 1997 1846 1850
19. J.M. Tanski, and G. Parkin J. Chem. Crystallogr. 32 7 2002 185 190
20. A. Reisinger, P.V. Bernhardt, and C. Wentrup Org. Biomol. Chem. 2 2004 246 256
21. L. Taupet, M. Mazari, F. Texier, and R. Carrie Acta Cryst. Sect. C: Cryst. Struct. Commun. 47 1991 1528 1531
22. G. Grassi, M. Cordaro, G. Bruno, and F. Nicol Helv. Chim. Acta 85 2002 196 205
23. A. Goel, N. Agarwal, F.V. Singh, A. Sharon, P. Tiwari, M. Dixit, R. Pratap, A.K. Srivastava, P.R. Maulik, and V.J. Ram Bioorg. Med. Chem. Lett. 14 2004 1089 1092
24. M.G. Banwell, E. Hamel, D.C.R. Hockless, P. Verdier-Pinard, A.C. Willis, and D.J. Wong Bioorg. Med. Chem. 14 2006 4627 4638
25. K. Ogura, R. Zhao, T. Mizuoka, M. Akazome, and S. Matsumoto Org. Biomol. Chem. 1 2003 3845 3850
26. K. Ogura, K. Ooshima, M. Akazome, and S. Matsumoto Tetrahedron 62 2006 2484 2491
27. K. Ogura, R. Zhao, M. Jiang, M. Akazome, S. Matsumoto, and K. Yamaguchi Tetrahedron Lett. 44 2003 3595 3598
28. Siemens, P3/V, Vax-VMS Version 4.21, Siemens Analytical X-ray Instruments Inc., Madison, WI, 1989.
29. M.C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G.L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, and R. Spagna J. Appl. Cryst. 38 2005 381 388
30. G.M. Sheldrick, SHELX-97, Program for the Solution and the Refinement of Crystal Structures, Universität Göttingen, Göttingen, Germany, 1997.
31. PARST, M. Nardelli, J. Appl. Cryst. 28 (1995) 659.
32. M.J. Frisch, G.W. Trucks, H.B. Schlegel, P.M.W. Gill, B.G. Johnson, M.A. Robb, J.R. Cheeseman, T. Keith, G.A. Petersson, J.A. Montgomery, K. Raghavachari, M.A. Al-Laham, V.G. Zakrzewski, J.V. Ortiz, J.B. Foresman, J. Cioslowski, B.B. Stefanov, A. Nanayakkara, M. Challacombe, C.Y. Peng, P.Y. Ayala, W. Chen, M.W. Wong, J.L. Andres, E.S. Replogle, R. Gomperts, R.L. Martin, D.J. Fox, J.S. Binkley, D.J. Defrees, J. Baker, J.P. Stewart, M. Head-Gordon, C. Gonzalez, J.A. Pople, GAUSSIAN 03, Gaussian Inc., Pittsburgh, PA, 2003.
33. A.D. Becke J. Chem. Phys. 98 1993 5648 5652