B. Brycki et al. / Journal of Molecular Structure 791 (2006) 137–143
143
4
. Conclusions
[9] D.M.Y. Barrett, I.A. Kahwa, J.T. Mague, G.L. McPherson, J. Org. Chem.
0 (1995) 5946.
10] D.M.Y. Barrett, I.A. Kahwa, D.J. Williams, Acta Crystallogr. C52 (1996)
069.
6
[
[
The molecular and crystal structures of N,N-bis-(phthalimi-
2
dopropyl)-N-propylamine (1) have been determined by X-ray
diffraction and by the B3LYP calculations. The crystal
structure of 1 presents the first case of a folded conformation
of N-alkylamine-phthalimides which is stabilized by an
intramolecular hydrogen bond C–H/O. Also the supramole-
cular structure is stabilized by the C–H/O and C–H/p
hydrogen bonds. No CaO/CaO interactions have been
found.
11] D.M.Y. Barrett, I.A. Kahwa, B. Rad u¨ chel, A.J.P. White, D.J. Williams,
J. Chem. Soc. Perkin Trans. 2 (1998) 1851.
[12] F.H. Allen, Acta Crystallogr. B58 (2002) 380.
[
[
13] B. Brycki, J. Werner, I. Kowalczyk, Pol. J. Chem, in press.
14] Oxford Diffraction Poland, CrysAlisCCD, CCD Data Collection GUI,
Version 1.171, 2003.
[
15] Oxford Diffraction Poland, CrysAlisRED, CCD Data Reduction GUI,
Version 1.171, 2003.
[16] G.M. Sheldrick, Acta Crystallogr. A46 (1990) 467.
[
17] G. M. Sheldrick, SHELXL97, Program for the Refinement of Crystal
Structures, University of G o¨ ttingen, Germany, 1997.
Both FTIR and Raman spectra are consistent with the
observed structure in the crystal.
[
18] M. J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R.
Cheeseman, V.G. Zakrzewski, A.J. Jr. 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, J.A. Pople,
GAUSSIAN 98, Revision A 6, Gaussian, Inc, Pittsburg, PA, 1998.
1
Good correlations between the experimental C and H
3
1
chemical shifts in CDCl solution of 1 and GIAO/B3LYP/6-
3
3
1G(d,p) calculated isotropic shielding tensors ðd ZAscalc
exp
C
BÞ have confirmed the optimized geometry of 1.
Acknowledgements
This work was supported by the funds from Adam
Mickiewicz University, Faculty of Chemistry.
[
[
19] A.D. Becke, J. Chem. Phys. 98 (1993) 5648.
References
20] P.J. Stephenss, F.J. Devlin, C.F. Chabalowski, M.J. Frisch, J. Phys. Chem.
9
8 (1994) 11623.
[
[
[
1] G. Karigiannis, D. Papaioannou, Eur. J. Org. Chem. (2000) 1841.
2] H.M. Wallace, A.V. Fraser, A. Hughes, Biochemistry 376 (2003) 1.
3] P.V. Thoo Lin, A.M. Dance, C. Bestwick, L. Milner, Biochem. Soc.
Trans. 31 (2003) 407.
[21] W.J. Hehre, L. Random, P.V.R. Schleyer, J.A. Pople, Ab Initio Molecular
Orbital Theory, Wiley, New York, 1986.
[22] F.H. Allen, Ch.A. Baalham, J.P.M. Lommerse, P.R. Raithby, Acta
Crystallogr. B54 (1998) 320.
[
[
4] M.F. Brana, A. Ramos, Curr. Med. Chem. (2001) 237.
5] S.S. Block, Disinfection, Sterilization and Preservation LWW, Philadel-
phia, 2001.
[23] I. Hargittai, Pure Appl. Chem. 61 (1989) 651; J.F. Chiang, J.J. Song,
J. Mol. Struct. 96 (1982) 151.
[24] N. Puvierasan, V. Arjunan, S. Mohan, Turk. J. Chem. 26 (2002) 323.
[25] I.M. Gulis, A.I. Komyak, K.A. Saechnikov, V.A. Tsvirko, J. Appl.
Spectrosc. 58 (1993) 36.
[
[
[
6] B. Brycki, J. Werner, Ann. Pol. Chem. Soc. 3 (2004) 139.
7] B. Brycki, K. Seifert, F. Domka, Pol. J. Environ. Stud. 14 (2005) 411.
8] R.C. Howell, S.H. Edwards, A.S. Gajadhar-Plummer, I.A. Kahwa,
G.L. PcPherson, J.T. Mague, A.J.P. White, D.J. Williams, Molecules 8
[26] B.A. Poyor, P.M. Palmer, P.M. Andrews, M.B. Berger, T. Troxler, Chem.
Phys. Lett. 271 (1997) 19.
(2003) 565.
[27] E. Tatsch, B. Schrader, J. Raman. Spectrosc. 26 (1995) 467.