Crystal structure of (2E)-1-(4-ethoxyphenyl)-3-(4-fluorophenyl)prop-2-en-1-one

被引:1
作者
Bernhard, Merle [1 ]
Lutter, Jacob C. [2 ]
Predecki, Allison [1 ]
机构
[1] Shippensburg Univ, Dept Chem & Biochem, Shippensburg, PA 17257 USA
[2] Univ Southern Indiana, Dept Chem & Biochem, Evansville, IN 47712 USA
关键词
crystal structure; chalcones; 4 and 4 ' substitution; conjugated torsions;
D O I
10.1107/S2056989022007423
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title molecule, C17H15FO2, was synthesized by a Claisen-Schmidt condensation with 4-fluorobenzaldehyde and 4'-ethoxyacetophenone. The torsion angles between the 4-fluorophenyl ring and the alkene and the 40-ethoxyphenyl ring and the 2-propen-1-one are -1.2 (4) and 1.2 (3)degrees, respectively; however, there is a larger torsion between the bonds comprising the 2-propen-1-one unit of 12.0 (4)degrees. The crystal packing is stabilized by intermolecular C-H center dot center dot center dot O/F hydrogen bonding, pi-pi stacking, and H-pi interactions.
引用
收藏
页码:821 / +
页数:8
相关论文
共 16 条
[1]  
Bruker, 2002, SAINT
[2]  
Bruker, 2021, APEX4
[3]   (E)-3-(4-Fluorophenyl)-1-(4-methylphenyl)prop-2-en-1-one [J].
Butcher, Ray J. ;
Jasinski, Jerry P. ;
Yathirajan, H. S. ;
Narayana, B. ;
Veena, K. .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 :O3833-U3233
[4]   The Cambridge Structural Database [J].
Groom, Colin R. ;
Bruno, Ian J. ;
Lightfoot, Matthew P. ;
Ward, Suzanna C. .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179
[5]  
Harshitha K. R., 2018, Chem. Data Collec., V17-18, P121, DOI [10.1016/j.cdc.2018.08.002, DOI 10.1016/J.CDC.2018.08.002]
[6]   Synthetic Utilization of α,β-Chalcone Dibromide In Heterocyclic Chemistry and Stereoselective Debromination [J].
Kamal, Raj ;
Kumar, Ravinder ;
Kumar, Vipan ;
Bhardwaj, Vikas .
CHEMISTRYSELECT, 2019, 4 (39) :11578-11603
[7]   Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination [J].
Krause, Lennard ;
Herbst-Irmer, Regine ;
Sheldrick, George M. ;
Stalke, Dietmar .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2015, 48 :3-10
[8]   Antimalarial alkoxylated and hydroxylated chalones: Structure-activity relationship analysis [J].
Liu, M ;
Wilairat, P ;
Go, ML .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (25) :4443-4452
[9]   Mercury 4.0: from visualization to analysis, design and prediction [J].
Macrae, Clare F. ;
Sovago, Ioana ;
Cottrell, Simon J. ;
Galek, Peter T. A. ;
McCabe, Patrick ;
Pidcock, Elna ;
Platings, Michael ;
Shields, Greg P. ;
Stevens, Joanna S. ;
Towler, Matthew ;
Wood, Peter A. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2020, 53 :226-235
[10]  
Sahu NK, 2012, CURR MED CHEM, V19, P209