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Zeitschrift für Kristallographie - Crystalline Materials

Editor-in-Chief: Pöttgen, Rainer

Ed. by Antipov, Evgeny / Boldyreva, Elena V. / Friese, Karen / Huppertz, Hubert / Jahn, Sandro / Tiekink, E. R. T.

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Volume 221, Issue 11


Synthesis, spectroscopic and X-ray structure analyses of two N-[(3′-aryl) prop-2′-ynyl]-N,N′-1,2-phenylene di-p-tosylamides

Soumen Ghosh / Rupa Mukhopadhyay / Madeleine Helliwell / Alok Kamur Mukherjee
Published Online: 2009-09-25 | DOI: https://doi.org/10.1524/zkri.2006.221.11.740

Two N-substituted phenylene diamines C27H24N2S3O4 (I) and C29H25N2S2O4Cl (II), acyclic precursors leading to quinoxaline derivatives, have been synthesized, and characterized by spectroscopic and X-ray structural studies. The molecules of compounds (I) and (II) are linked through intermolecular N—H···O and C—H···O hydrogen bonds into centrosymmetric dimers, with characteristic R22(14) and R22(26) rings, which combine to form infinite polymeric chains propagating along the [001] direction. Additional intermolecular C—H···O hydrogen bonds connect the molecules of (I) into two-dimensional sheet of R44(32) rings in the ab-plane and one-dimensional C(7) chain propagating along the [100] direction in (II). The combination of two-dimensional sheets in the ab-plane (in I) and one-dimensional C(7) chains along the [100] direction (in II) with the polymeric chains along the [001] direction generates a three-dimensional supramolecular assembly in (I) and a two-dimensional framework in (II).

Keywords: Substituted phenylene diamines; IR and UV-Vis spectra; X-ray diffraction; Single crystal structure analysis; Hydrogen bonding

About the article

Received: 2006-05-18

Accepted: 2006-06-09

Published Online: 2009-09-25

Published in Print: 2006-11-01

Citation Information: Zeitschrift für Kristallographie - Crystalline Materials, Volume 221, Issue 11, Pages 740–745, ISSN (Online) 2196-7105, ISSN (Print) 2194-4946, DOI: https://doi.org/10.1524/zkri.2006.221.11.740.

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