Parallel alignment of water and aryl rings-crystallographic and theoretical evidence for the interaction

被引：48

作者：

Ostojic, Bojana D. ^{[2
]}

Janjic, Goran V. ^{[2
]}

Zaric, Snezana D. ^{[1
]}

机构：

[1] Univ Belgrade, Dept Chem, Belgrade 1101, Serbia

[2] Univ Belgrade, IHTM, Belgrade 11001, Serbia

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 48期

关键词：

D O I：

10.1039/b812925h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Analysis of crystal structures from the Cambridge Structural Database (CSD) that involve close contact between water and aryl rings revealed the existance of conformations where the water molecule or one of its O-H bonds is parallel to the aromatic ring plane at distances typical for stacking interactions; attractive interaction energies obtained from ab initio calculations performed on model systems are significant (e. g. Delta(ECCSD(T)) = -1.60 kcal mol(-1)) and consistent with the observed structures.

引用

收藏

页码：6546 / 6548

页数：3

相关论文

共 33 条

[1] The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].

Allen, FH .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388

[2] The hydrogen-bond C-H donor and pi-acceptor characteristics of three-membered rings [J].

Allen, FH ;

Lommerse, JPM ;

Hoy, VJ ;

Howard, JAK ;

Desiraju, GR .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1996, 52 :734-745

[3] CALCULATION OF SMALL MOLECULAR INTERACTIONS BY DIFFERENCES OF SEPARATE TOTAL ENERGIES - SOME PROCEDURES WITH REDUCED ERRORS [J].

BOYS, SF ;

BERNARDI, F .

MOLECULAR PHYSICS, 1970, 19 (04) :553-&

[4] X-H---π (X = O, N, C) Hydrogen bonds in organometallic crystals [J].

Braga, D ;

Grepioni, F ;

Tedesco, E .

ORGANOMETALLICS, 1998, 17 (12) :2669-2672

[5] New software for searching the Cambridge Structural Database and visualizing crystal structures [J].

Bruno, IJ ;

Cole, JC ;

Edgington, PR ;

Kessler, M ;

Macrae, CF ;

McCabe, P ;

Pearson, J ;

Taylor, R .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2002, 58 :389-397

[6] A guest-induced assembly of a molecular box from methylcobaloxime and 1,4-phenylenebisboronic acid [J].

Dreos, R ;

Nardin, G ;

Randaccio, L ;

Siega, P ;

Tauzher, G .

INORGANIC CHEMISTRY, 2003, 42 (02) :612-617

[7] Strength of the benzene-water hydrogen bond [J].

Feller, D .

JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (38) :7558-7561

[8] Theoretical characterization of the structures and vibrational spectra of Benzene-(H2O)(n) (n=1-3) clusters [J].

Fredericks, SY ;

Jordan, KD ;

Zwier, TS .

JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (19) :7810-7821

[9]

Frisch, 2016, GAUSSIAN16 REVISIONC

[10] Basis-set convergence of correlated calculations on water [J].

Helgaker, T ;

Klopper, W ;

Koch, H ;

Noga, J .

JOURNAL OF CHEMICAL PHYSICS, 1997, 106 (23) :9639-9646

← 1 2 3 4 →