The staple role of hydrogen and halogen bonds in crystalline (E)-8-((2,3-diiodo-4-(quinolin-8-ylthio)but-2-en-1-yl)thio)quinolin-1-ium triiodide

被引：18

作者：

Bartashevich, E. V. ^{[1
]}

Stash, A. I. ^{[2
]}

Batalov, V. I. ^{[1
]}

Yushina, I. D. ^{[1
]}

Drebushchak, T. N. ^{[3
,4
]}

Boldyreva, E. V. ^{[4
]}

Tsirelson, V. G. ^{[5
]}

机构：

[1] South Ural State Univ, Lenin Pr 76, Chelyabinsk 454080, Russia

[2] L Ya Karpov Inst Phys Chem, Ul Vorontsovo Pole 10, Moscow 105064, Russia

[3] Novosibirsk State Univ, Ul Pirogova 2, Novosibirsk 630090, Russia

[4] SB RAS, Inst Solid State Chem & Mechanochem, Ul Kutateladze 18, Novosibirsk 630128, Russia

[5] DI Mendeleev Univ Chem Technol, Miusskaya Sq 9, Moscow 125047, Russia

来源：

STRUCTURAL CHEMISTRY | 2016年 / 27卷 / 05期

关键词：

Hydrogen bond; H atom disorder; Halogen bond; Quinolinium triiodides; MOLECULAR TECTONICS; ELECTRON-DENSITY; RAMAN; 8-HYDROXYQUINOLINE; DISORDER; SPECTRA; RELAXOR;

D O I：

10.1007/s11224-016-0785-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The crystal structure of (E)-8-((2,3-diiodo-4-(quinolin-8-ylthio)but-2-en-1-yl)thio)quinolin-1-ium triiodide, determined at 100 K in the space group C2/c, contains the bridge hydrogen bond [N center dot center dot center dot H center dot center dot center dot N](+) linking two neighboring quinolinium fragments; the distance N center dot center dot center dot N is 2.6927(15) . The experimental difference Fourier maps at 293 and 100 K lead to a conclusion about the dynamic nature of the H atom disorder. Calculated vibrational modes obtained for the same compound in the space groups C2/c and Cc are in agreement with the experimental Raman spectrum in the low-frequency region; together, they are consistent with a previous supposition about the dynamic nature of the H atom disorder. We have found that the cation-anion interactions are realized through the charge-assisted iodine-iodine halogen bond.

引用

页码：1553 / 1560

页数：8

共 30 条

[1]

Anderson RJ., 2004, ORGANIC SPECTROSCOPI

[2] Halogen and Hydrogen Bond Architectures in Switchable Chains of Di- and Trihaloimidazoles [J].

Andrzejewski, Michal ;

Marciniak, Jedrzej ;

Rajewski, Kacper W. ;

Katrusiak, Andrzej .

CRYSTAL GROWTH & DESIGN, 2015, 15 (04) :1658-1665

[3] Analysis of vibratinal spectra of 8-hydroxyquinoline and its 5,7-dichloro, 5,7-dibromo, 5,7-diiodo and 5,7-dinitro derivatives based on density functional theory calculations [J].

Bahgat, Khaled ;

Ragheb, Abdel Ganie .

CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2007, 5 (01) :201-220

[4] Heterocyclization of 8-(2-methyl-prop-2-enylsulfanyl)quinoline using electrophilic reagents [J].

Batalov, V. I. ;

Kim, D. G. ;

Slepukhin, P. A. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (07) :1092-1096

[5] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].

BECKE, AD .

PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100

[6] Multidimensional frameworks assembled from silver(I) coordination polymers containing flexible bis(thioquinolyl) ligands: Role of the intra- and intermolecular aromatic stacking interactions [J].

Chen, CL ;

Su, CY ;

Cai, YP ;

Zhang, HX ;

Xu, AW ;

Kang, BS ;

zur Loye, HC .

INORGANIC CHEMISTRY, 2003, 42 (12) :3738-3750

[7] THE ANALYTICAL CALCULATION OF ABSORPTION IN MULTIFACETED CRYSTALS [J].

CLARK, RC ;

REID, JS .

ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :887-897

[8] Structural and Raman spectroscopic studies as complementary tools in elucidating the nature of the bonding in polyiodides and in donor-I2 adducts [J].

Deplano, P ;

Ferraro, JR ;

Mercuri, ML ;

Trogu, EF .

COORDINATION CHEMISTRY REVIEWS, 1999, 188 :71-95

[9] CRYSTAL:: a computational tool for the ab initio study of the electronic properties of crystals [J].

Dovesi, R ;

Orlando, R ;

Civalleri, B ;

Roetti, C ;

Saunders, VR ;

Zicovich-Wilson, CM .

ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 2005, 220 (5-6) :571-573

[10]

Enraf-Nonius, 1993, CAD 4 PC SOFTW

← 1 2 3 →