The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone

Crystals

Anna Petrov¹  Roderick C. Jones²  Douglas G. Vaughan²  Alan J. Lough³ 

[1] Department of Chemistry & Biology, Ryerson University, 350 Victoria Street, Toronto ON M5B 2K3, Canada;Department of Chemistry, Acadia University, Wolfville NS B4P 2R6, Canada;Department of Chemistry, University of Toronto, 80 St. George Street, Toronto ON M5S 3H6, Canada; E-Mail:

关键词: oxazoline;    X-ray crystal structure;    tertiary amide;    ketone;    azole;    oxazole;    DFT;   

DOI  :  10.3390/cryst1040229

来源: mdpi

【 摘 要 】

The crystal and molecular structure of the title compound, viz., (2Z)-2-[3-(4-methoxybenzoyl)-4,4-dimethyl-1,2,-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone (4), is reported. Compound 4 crystallises from toluene/hexanes mixtures in the P2₁/c space group with eight molecules in the unit cell. The unit cell parameters are: a = 20.9410(11) Å, b = 8.7523(5) Å, c = 21.2291(9) Å; β = 93.529(3)° and V = 3883.5(3) ų. There are two structurally distinct molecules of 4 found in the solid-state which differ primarily in terms of the observed torsion angles and the overall intramolecular spacing between the aromatic groups. Bond lengths and angles of this tertiary amide are otherwise typical. This is the first crystallographically characterised example of this class of oxazoline precursors, which have previously found application in the syntheses of other heterocycles. Density functional theory (b3lyp 6-311++G** level of sophistication) has likewise been applied to estimate the gas-phase structure of the title compound.

【 授权许可】

CC BY   
© 2011 by the authors; licensee MDPI, Basel, Switzerland.