Original scientific paper

On the Hydrogen Bonding of Succinimide Derivatives: Crystal Structure of 3(4-Pyridil-methyl)amino-pyrrolidine-2,5-dione

Gyula Argay ; Institute of Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budapest 114, P.O.Box 17, Hungary
László Fábián ; Institute of Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budapest 114, P.O.Box 17, Hungary
Alajos Kálmán ; Institute of Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budapest 114, P.O.Box 17, Hungary

Abstract

The structure of 3(4-pyridil-methyl)amino-pyrrolidine-2,5-dione has been established by X-ray crystallography from diffractometer data with an F2 refinement to R = 0.0526 for 1999 observed reflections. The close packing of orthorhombic crystals space group Pbca (No. 61) with a = 11.595(4), b = 8.325(1), c = 20.452(4) Å, V = 1974.2(8) Å3, Z = 8, Dc = 1.381 Mg/m3, m = 0.824 mm–1 is built of herringbone-like molecular layers folded along the c axis and fused together by infinite chains of NH⋅⋅⋅O and NH⋅⋅⋅N hydrogen bonds perpendicular to one another. This prompted us to review and characterize the hydrogen bond networks formed by succinimides possessing an unsubstituted >NH group by the use of the Cambridge Structural Database (CSD), and our own earlier structure determinations. The common motifs of the hydrogen bond systems are analyzed using graph descriptions suggested by M. C. Etter. The influence of the hydrogen bonds on molecular close packing is also discussed.

Keywords

X-ray structure; hydrogen bonds; succinimides

Hrčak ID:

132238

URI

https://hrcak.srce.hr/132238

Publication date:

1.9.1999.

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