Influence of intermolecular interactions on the conformation of a 2-[bis(2-ethylphenyl)thiophosphorylhydroxymethyl]-1-ethylbenzimidazole molecule (L) upon complex formation with ZnCl2: Crystal and molecular ... View Full Text


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Article Info

DATE

2009-06-23

AUTHORS

V. I. Sokol, L. V. Baikalova, V. S. Sergienko, N. N. Chipanina, N. I. Ivanova, N. K. Gusarova, B. A. Trofimov

ABSTRACT

The structures and conformations of a 2-[bis(2-ethylphenyl)thiophosphorylhydroxymethyl]-1-ethylbenzimidazole (L) molecule in the free form (Lfr) and in the [ZnCl2L]L complex (I) are compared using the X-ray diffraction data. In complex I, one ligand molecule (Lc) is coordinated to the zinc atom in the bidentate chelating mode and the second molecule (Lsolv) accomplishes the solvating function. An isomer with the cis orientation of the O(1) atom to the N(1) atom is observed in the crystal structure of Lfr, like Lsolv in complex I, with the formation of the five-membered corrugated H-heterocycle OC2NH. Lfr and Lsolv molecules differ in the arrangement of the aromatic rings of the 2R substituent of benzimidazole. Crystalline compound L forms dimeric associates in which three conjugate H-rings are closed by a bifurcate intermolecular hydrogen bond: two five-membered ONC2H rings and one planar four-membered N2H2 ring ((N(1)…N(1A), 3.705 and H(1)…H(1A) 2.67 Å). Unlike crystals of compound I with the π-π-stacking interaction between the planar-parallel aromatic rings of benzimidazole of the Lsolv and Lc molecules, the crystals of L have no similar interaction between the Lfr molecules. More... »

PAGES

906-915

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s0036023609060138

DOI

http://dx.doi.org/10.1134/s0036023609060138

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1024691028


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