Abstract
Crystals of morpholine biguanide hydrochloride, C6H13N5O. HC1, belong to the orthorhombic space groupPbca;a = 19·02 Å,b = 9·92 Å,c = 10·34 Å andZ = 8. The structure has been solved by three-dimensional Patterson and heavy-atom Fourier syntheses. The hydrogen positions have been located from a three-dimensional difference Fourier synthesis. The positional coordinates of all the atoms and their temperature factors (anisotropic for non-hydrogen atoms and isotropic for hydrogen atoms) have been refined by three-dimensional least-squares methods. The finalR value is 0·087.
The morpholine ring has been found to assume a chair configuration. The contribution of various valence bond structures to the normal state of the morpholine biguanide hydrochloride molecule has been studied with reference to the characters of the C-N bonds in the biguanide part of the molecule. Both the guanidine groups are planar. Of six available hydrogen atoms, only four take part in forming hydrogen bonds of the type N-H···Cl−. The molecules in the crystal are linked by a three-dimensional network of hydrogen bonds.
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Cruickshank, D. W. J. & Robertson, A. P. (1953)Acta Crystollogr. 6, 698.
Donohue, J. (1970) Private communication.
Handa, R. & Saha, N. N. (1969)Fourth Annual Symposium of Indian Biophysical Society, Banaras, India.
Kartha, G. & Barnes, W. H. (1960)Acta Crystallogr. 13, 525.
Macdonald, T. R. R. & Beevers, C. A. (1952)Acta Crystallogr. 5, 654.
Palmer, K. J. & Kay Sue Lee (1966)Acta Crystallogr. 20, 790.
Pauling, L.The Nature of the Chemical Bond (Cornell University Press, Ithaca, 1960).
Phillips, D. C. (1954)Acta Crystallogr. 7, 746.
Phillips, D. C. (1956)Acta Crystallogr. 9, 819.
Ray, P. (1961)Chem. Rev. 61, 313.
Rerat, C. (1960a)Acta Crystallogr. 13, 459.
Rerat, C. (1960b)Acta Crystallogr. 13, 72.
Sen, D. (1960) D.Sc. Thesis, Calcutta University.
Srikanta, S. (1964) Private Communication.
Woolfson, M. M. (1956)Acta Crystallogr. 9, 804.
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Our thanks are due to the staff of the Computing Centres at IIT, Kharagpur and TIFR, Bombay.
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Handa, R., Saha, N.N. Crystal and molecular structure of morpholine biguanide hydrochloride. Journal of Crystal and Molecular Structure 1, 235–244 (1971). https://doi.org/10.1007/BF01198535
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DOI: https://doi.org/10.1007/BF01198535