Abstract
Two crystalline adducts have been isolated from the reaction of triethylenediamine with aqueous hydrogen peroxide and characterized by X-ray crystallography. ComplexI, O←N(CH2CH2)3N→O·3H2O2, crystallizes in space groupP41212 witha=6.772(1),c=23.664(3) Å, andZ=4. The triethylenediamineN,N′-dioxide molecule occupies a site of symmetry 2, as does one of the two independent hydrogen peroxide molecules which exhibits orientational disorder. In the crystal structure, both molecular components are linked by hydrogen bonds to form a three-dimensional network. Crystals of compoundII, O←N(CH2CH2)3N→O·3H2O2, belong to space groupPca21, witha=15.397(1),b=7.126(2),c=9.030(4) Å, andZ=4. TheN,N′-dioxide and water molecules form hydrogen-bonded “corrugated layers” spaced between the (200) family of planes. The structures have been refined toR F values of 0.065 (I) and 0.049 (II) using, respectively, 1171 and 747 observed MoKα data.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Baker, J. W., Davis, M. M., and Gaunt, J. (1949)J. Chem. Soc., 24.
Baker, J. W., and Gaunt, J. (1949)J. Chem. Soc., 9, 19, 27.
Baker, J. W., and Holdworth, J. B. (1947)J. Chem. Soc., 713.
DeTitta, G. T., Edmond, J. W., Langs, D. A., and Hauptman, H. (1975)Acta Crystallogr. A 31, 472.
Diamond, R. (1969)Acta Crystallogr. A 25, 43.
Ermer, O., and Dunitz, J. D. (1969)Helv. Chim. Acta 52, 1861.
Farkas, A., and Herrick, E. C. (1962) U.S. Patent 3,038,903 (to Air Products and Chemicals, Inc.);Chem. Abst. 57: P13776c.
Farkas, A., and Mills, G. A. (1962)Adv. Catal. 13, 393.
International Tables for X-ray Crystallography (1974) Vol. IV (Kynoch Press, Birmingham), pp. 99, 149.
Lam, Y.-S., and Mak, T. C. W. (1978)Acta Crystallogr. B 34, 1915.
Mak, T. C. W., and Lam, Y.-S. (1978)Acta Crystallogr. B 34, 1732.
Mak, T. C. W., Yip, W.-H., and Book, L. F. (1984)J. Crystallogr. Spectrosc. Res. 14, 457.
Nimmo, J. K., and Lucas, B. W. (1976)Acta Crystallogr. B 32, 348.
Oswald, A. A., and Guertin, D. L. (1963)J. Org. Chem. 28, 651.
Saunders, J. H., and Frisch, K. C. (1962)Polyurethanes: Chemistry and Technology, Part I (Interscience, New York).
Schilling, J. W. (1970) InCrystallographic Computing, F. R. Ahmed, ed. (Munksgaard, Copenhagen), pp. 201–204.
Sheldrick, G. M. (1982) InComputational Crystallography, D. Sayre, ed. (Oxford University Press, New York), pp. 506–514.
Sparks, R. A. (1976) InCrystallographic Computing Techniques, F. R. Ahmed, ed. (Munksgaard, Copenhagen), pp. 452–467.
Trotter, J., and Mak, T. C. W. (1979)Acta Crystallogr. B 35, 2367.
Yokozeki, A., and Kuchitsu, K. (1971)Bull. Chem. Soc. Jpn. 44, 72.
Yu, P.-Y., and Mak, T. C. W. (1978)Acta Crystallogr B 34, 3053.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kay Hon, P., Mak, T.C.W. Isolation and crystal structures of 1∶3 molecular complexes of triethylenediamineN,N′-dioxide with hydrogen peroxide and water. Journal of Crystallographic and Spectroscopic Research 17, 419–429 (1987). https://doi.org/10.1007/BF01180319
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01180319