Strong intramolecular hydrogen bond N - H...O in 2-(2-acyl-1-phenylethenyl)-5-phenylpyrroles

Russian Chemical Bulletin

Volumn 51, Issue 1, 2002, Pages 112-117

  Chipanina, N N ^a   Turchaninov, V K ^a   Vorontsov, I I ^b   Antipin, M Yu ^b   Stepanova, Z V ^a   Sobenina, L N ^a   Mikhaleva, A I ^a   Trofimov, B A ^a  

^a ENERGY SYSTEMS INSTITUTE   (Russian Federation)

^b A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

Author keywords

2 (2 acylethenyl) 5 phenylpyrroles; Intramolecular H bond; Nonempirical quantum chemical calculations; X ray diffraction analysis

Indexed keywords

2 (2 BENZOYL 1 PHENYLETHENYL) 5 PHENYLPYRROLE; 2 (2 FUROYL 1 PHENYLETHENYL) 5 PHENYLPYRROLE; AMPHOLYTE; CRYSTALLIN; HYDROGEN; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; ELECTRON; HYDROGEN BOND; MOLECULAR INTERACTION; QUANTUM CHEMISTRY; X RAY DIFFRACTION;

EID: 0141832130     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (25)

1. B. A. Trofimov, Z. V. Stepanova, L. N. Sobenina, A. I. Mikhaleva, I. A. Ushakov, and D. S. D. Toryashinova, Khim. Geterotsikl. Soedin., 1999, 1253 [Chem. Heterocycl. Compd., 1999 (Engl. Transl.)].
2. B. A. Trofimov, Z. V. Stepanova, L. N. Sobenina, A. I. Mikhaleva, I. A. Ushakov, and D. S. D. Toryashinova, Khim. Geterotsikl. Soedin., 1999, 1253 [Chem. Heterocycl. Compd., 1999 (Engl. Transl.)].
3. N. N. Chipanina, Z. V. Stepanova, G. A. Gavrilova, L. N. Sobenina, and A. I. Mikhaleva, Izv. Akad. Nauk, Ser. Khim., 2000, 1945 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1914].
4. N. N. Chipanina, Z. V. Stepanova, G. A. Gavrilova, L. N. Sobenina, and A. I. Mikhaleva, Izv. Akad. Nauk, Ser. Khim., 2000, 1945 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1914].
5. G. C. Pimentel and A. L. McClellan, The Hydrogen Bond, W. H. Freeman, San Francisco - London, 1960, 440 pp.
6. T. Dziembowska, Pol. J. Chem., 1994, 1455.
7. G. Gilli, F. Bellucci, V. Ferretti, and V. Bertolasi, J. Am. Chem. Soc., 1989, 111, 1023.
8. D. N. Shigorin, Dokl. Akad. Nauk SSSR [Dokl. Chem.], 1956, 108, 672 (in Russian).
9. D. N. Shigorin, in Vodorodnaya svyaz' [The Hydrogen Bond], Nauka, Moscow, 1964, 195 (in Russian).
10. V. Bertolasi, V. Ferretti, P. Gilli, G. Gilli, Y. M. Issa, and O. E. Sherif, J. Chem. Soc., Perkin Trans. 2, 1993, 2223.
11. V. Bertolasi, P. Gilli, V. Ferretti, and G. Gilli, Acta Crystallogr., Sect. B., 1994, 50, 617.
12. T. M. Krigowski, K.Wozniak, R. Anulewicz, D. Pawlak, W. Kolodziejski, E.Grech, and A. Szady, J. Phys. Chem., 1997, 101, 9399.
13. P. Gilli, V. Bertolasi, V. Ferretti, and G. Gilli, J. Am. Chem. Soc., 1994, 116, 909.
14. V. Bertolasi, P. Gilli, V. Ferretti, G. Gilli, and K. Vaughan, New J. Chem., 1999, 23, 1261.
15. A. I. Kitaigorodskii, P. M. Zorkii, and V. K. Bel'skii, in Stroenie organicheskogo veshchestva. Dannye strukturnykh issledovanii. 1971-1973 [The Structure of Organic Matter. Structural Analysis Data. 1971-1973], Nauka, Moscow, 1982, 511 (in Russian).
16. Yu. V. Zefirov and P. M. Zorkii, Usp. Khim., 1995, 64, 446 [Russ. Chem. Rev., 1995, 64 (Engl. Transl.)].
17. Yu. V. Zefirov and P. M. Zorkii, Usp. Khim., 1995, 64, 446 [Russ. Chem. Rev., 1995, 64 (Engl. Transl.)].
18. K. Ohkura, S. Kashino, and M. Haisa, Bull. Chem. Soc. Jpn., 1973, 46, 627.
19. L. G. Vorontsova and G. S. Kazaryan, Zh. Strukt. Khim., 1973, 14, 1089 [J. Struct. Chem., 1973, 14 (Engl. Transl.)].
20. L. G. Vorontsova and G. S. Kazaryan, Zh. Strukt. Khim., 1973, 14, 1089 [J. Struct. Chem., 1973, 14 (Engl. Transl.)].
21. P. V. Huong and G. Noel, Spectrochim. Acta, 1976, 32A, 831.
22. SMART V5.0 and SAINT V5.0, Area Detector Control and Integration Software, 1998, Bruker AXS, Inc., Madison (WI), USA.
23. G. M. Sheldrick, SADABS, 1999, Bruker AXS, Inc., Madison (WI), USA.
24. G. M. Sheldrick, SHELXTL NT V5.10, 1999, Bruker AXS, Inc., Madison (WI), USA.
25. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle, and J. A. Pople, GAUSSIAN 98, Revision A.6, Gaussian, Inc., Pittsburgh (PA), 1998.