On the Hydrogen Bonding of Succinimide Derivatives

Crystal Structure of 3(4-Pyridil-methyl)amino-pyrrolidine-2,5-dione

G. Argay, László Fábián, A. Kálmán

Research output: Contribution to journalArticle

8 Citations (Scopus)

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, μ = 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.

Original languageEnglish
Pages (from-to)551-565
Number of pages15
JournalCroatica Chemica Acta
Volume72
Issue number2-3
Publication statusPublished - Sep 1999

Fingerprint

Hydrogen bonds
Crystal structure
Derivatives
Succinimides
X ray crystallography
Diffractometers
Crystals
succinimide
pyrrolidine

Keywords

  • Hydrogen bonds
  • Succinimides
  • X-ray structure

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

On the Hydrogen Bonding of Succinimide Derivatives : Crystal Structure of 3(4-Pyridil-methyl)amino-pyrrolidine-2,5-dione. / Argay, G.; Fábián, László; Kálmán, A.

In: Croatica Chemica Acta, Vol. 72, No. 2-3, 09.1999, p. 551-565.

Research output: Contribution to journalArticle

@article{1535c0e121e14658ba2c65fc09309a7c,
title = "On the Hydrogen Bonding of Succinimide Derivatives: Crystal Structure of 3(4-Pyridil-methyl)amino-pyrrolidine-2,5-dione",
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) {\AA}, V = 1974.2(8) {\AA}3, Z = 8, Dc = 1.381 Mg/m3, μ = 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 = "Hydrogen bonds, Succinimides, X-ray structure",
author = "G. Argay and L{\'a}szl{\'o} F{\'a}bi{\'a}n and A. K{\'a}lm{\'a}n",
year = "1999",
month = "9",
language = "English",
volume = "72",
pages = "551--565",
journal = "Croatica Chemica Acta",
issn = "0011-1643",
publisher = "Croatian Chemical Society",
number = "2-3",

}

TY - JOUR

T1 - On the Hydrogen Bonding of Succinimide Derivatives

T2 - Crystal Structure of 3(4-Pyridil-methyl)amino-pyrrolidine-2,5-dione

AU - Argay, G.

AU - Fábián, László

AU - Kálmán, A.

PY - 1999/9

Y1 - 1999/9

N2 - 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, μ = 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.

AB - 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, μ = 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.

KW - Hydrogen bonds

KW - Succinimides

KW - X-ray structure

UR - http://www.scopus.com/inward/record.url?scp=0006537290&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0006537290&partnerID=8YFLogxK

M3 - Article

VL - 72

SP - 551

EP - 565

JO - Croatica Chemica Acta

JF - Croatica Chemica Acta

SN - 0011-1643

IS - 2-3

ER -