1-Methyl-2-((1E,3E)-4-phenylbuta-1,3-dienyl)pyridinium iodide: Synthesis, characterization, and X-ray analysis

被引：1
作者：
Chantrapromma, S. [1 ]
Boonnak, N. [2 ]
Kaewmanee, N. [1 ]
Ruanwas, P. [1 ]
Fun, H. -K. [3 ,4 ]
机构：
[1] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Tradit Thai Med, Hat Yai, Songkhla, Thailand
[3] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[4] Univ Sains Malaysia, Sch Phys, Xray Crystallog Unit, George Town, Malaysia
来源：
JOURNAL OF STRUCTURAL CHEMISTRY | 2014年 / 55卷 / 04期
关键词：
crystal structure; pyridinium; quaternary ammonium compound (QAC); pi stacking; pi-pi interaction;
D O I：
10.1134/S0022476614040180
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
1-Methyl-2-((1E,3E)-4-phenylbuta-1,3-dienyl)pyridinium iodide (1) is synthesized and characterized by UV-Vis, FT-IR, H-1 and C-13 NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in an orthorhombic Iba2 space group with the unit cell parameters a = 12.8236(11) , b = 20.1216(17) , c = 11.2071(10) , V = 2891.8(4) (3) and Z = 8. X-ray diffraction indicates that the molecule of 1 displays E,E configurations with respect to the two middle C=C double bonds. The molecular structure of 1 is twisted and the dihedral angle between the pyridinium and phenyl rings is 15.0(2)A degrees. In the crystal packing, cations form stacks in an anti-parallel V-shaped manner along the a axis through pi-pi interactions between pyridinium and phenyl rings.
引用
收藏
页码：713 / 716
页数：4
相关论文
共 50 条
[41]   Synthesis and crystal structure of 4-hydroxy-3-[(3E)-3-(hydroxyimino)-1-(4-nitrophenyl)butyl]-2H-chromen-2-one [J].
Manolov, Ilia ;
Maichle-Moessmer, Cecilia .
BULGARIAN CHEMICAL COMMUNICATIONS, 2013, 45 (01) :109-113
[42]   4-[(1E)-({[Benzylsulfanyl)methanethioyl]amino}-imino)methyl] benzene-1,3-diol chloroform hemisolvate: crystal structure, Hirshfeld surface analysis and computational study [J].
Khairuanuar, Nadia Liyana ;
Crouse, Karen A. ;
Kwong, Huey Chong ;
Tan, Sang Loon ;
Tiekink, Edward R. T. .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2020, 76 :990-+
[43]   Synthesis, characterization and cytotoxicity of copper (II) complex containing a 2H-benzo[e][1,3]oxazin derivative [J].
de Oliveira, Jose A. F. ;
Terra, Geovana G. ;
Costa, Thiago G. ;
Szpoganicz, Bruno ;
Silva-Caldeira, Priscila P. ;
de Souza, Ivina P. ;
Pereira-Maia, Elene C. ;
Bortoluzzi, Adailton J. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2023, 239
[44]   (E)-1-[4-(2-hydroxy-5-methoxybenzylideneamino)phenyl]ethanone and (E)-1-[4-(2-hydroxy-4-methoxybenzylideneamino)phenyl]ethanone: X-ray and DFT-calculated structures [J].
Sahin, Onur ;
Buyukgungor, Orhan ;
Albayrak, Cigdem ;
Odabasoglu, Mustafa .
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2011, 30 (01) :111-119
[45]   (E)-1-[4-(2-hydroxy-5-methoxybenzylideneamino)-phenyl]ethanone and (E)-1-[4-(2-hydroxy-4-methoxybenzylideneamino) phenyl]ethanone:X-ray and DFT-calculated structures [J].
SAHN Onur ;
BYKGNGR Orhan ;
ALBAYRAK igdem ;
ODABASOGLU Mustafa .
结构化学, 2011, 30 (01) :111-119
[46]   Synthesis, X-ray structure, vibrational spectroscopy, DFT, biological evaluation and molecular docking studies of (E)-N'-(4-(dimethylamino)benzylidene)-5-methyl-1H-pyrazole-3-carbohydrazide [J].
Karrouchi, Khalid ;
Brandan, Silvia A. ;
Sert, Yusuf ;
El-marzouqi, Hakima ;
Radi, Smaail ;
Ferbinteanu, Marilena ;
Faouzi, My El Abbes ;
Garcia, Yann ;
Ansar, M'hammed .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1219
[47]   Synthesis, spectroscopic (FT-IR/NMR) characterization, X-ray structure and DFT studies on (E)-2-(1-phenylethylidene) hydrazinecarboximidamide nitrate hemimethanol [J].
Ozdemir, Namik ;
Inkaya, Ersin ;
Saripinar, Emin ;
Akyuz, Lale ;
Ilhan, Ilhan Ozer ;
Aydin, Semiha ;
Dincer, Muharrem ;
Buyukgungor, Orhan .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2013, 114 :175-182
[48]   Synthesis and X-ray crystallographic analysis of some 1,6-dihydro-1,2,4,5-tetrazines [J].
Hu, Wei-Xiao ;
Xu, Feng .
JOURNAL OF CHEMICAL RESEARCH, 2006, (12) :797-799
[49]   Synthesis, characterization, spectroscopy, X-ray structure and gaussian hybrid computational investigation of (-)-(S)-1-[2-(benzenesulfonamido)-3-phenylpropanoyl]-4-[(4-methyl)phenyl]thiosemicarbazide [J].
Kanmazalp, Sibel Demir ;
Basaran, Eyup ;
Karakucuk-Iyidogan, Aysegul ;
Oruc-Emre, Emine Elcin ;
Sen, Fatih ;
Dege, Necmi .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (10) :675-684
[50]   Synthesis, X-ray crystal structure, Hirshfeld surface analysis and DFT studies of (E)-N′-(2-bromobenzylidene)-4-methylbenzohydrazide [J].
Anitha, Azhagan Ganapathi ;
Arunagiri, Chidambaram ;
Subashini, Annamalai .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 :109-+
12345