Crystal structure of (2E,4E)-5-[bis-(2-hy-droxy-eth-yl)amino]-1-(4-chloro-phen-yl)-5-phenyl-penta-2,4-dien-1-one.

Alexander A Golovanov,Ivan S Odin,Anna V Vologzhanina,Sergey V Naumov,Tat'Yana P Tret'Yakova

doi:10.1107/s2056989015019568

Abstract

In the title compound, C21H22ClNO3, the pentadiene unit is nearly planar [maximum deviation = 0.023 (1) Å], but the carbonyl O atom deviates significantly [by 0.304 (1) Å] from its mean plane, which is twisted with respect to the phenyl and chlorobenzene rings by 71.34 (13) and 46.40 (13)°, respectively. In the crystal, inversion-related molecules are linked by two pairs of O—H⋯O hydrogen bonds, forming chains propagating along [01-1], enclosing R 2 2(16) and R 2 2(22) ring motifs. The chains are linked via C—H⋯O hydrogen bonds and C—H⋯π interactions into a three-dimensional supramolecular architecture.

Highlights

C21H22ClNO3, the pentadiene unit is nearly planar [maximum deviation = 0.023 (1) A ], but the carbonyl O atom deviates significantly [by 0.304 (1) A ] from its mean plane, which is twisted with respect to the phenyl and chlorobenzene rings by 71.34 (13) and 46.40 (13), respectively
Inversion-related molecules are linked by two pairs of O—HÁ Á ÁO hydrogen bonds, forming chains propagating along [011], enclosing R22(16) and R22(22) ring motifs
The chains are linked via C—HÁ Á ÁO hydrogen bonds and C—HÁ Á Á interactions into a three-dimensional supramolecular architecture

Summary

Introduction

ADepartment of Chemistry, Chemical Processes and Techologies, Togliatti State University, 445667 Togliatti, Russian Federation, bNesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, 119991 Moscow, Russian Federation, and cThe Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 445667 Togliatti, Russian Federation. C21H22ClNO3, the pentadiene unit is nearly planar [maximum deviation = 0.023 (1) A ], but the carbonyl O atom deviates significantly [by 0.304 (1) A ] from its mean plane, which is twisted with respect to the phenyl and chlorobenzene rings by 71.34 (13) and 46.40 (13), respectively. Inversion-related molecules are linked by two pairs of O—HÁ Á ÁO hydrogen bonds, forming chains propagating along [011], enclosing R22(16) and R22(22) ring motifs.

Results

Conclusion