Crystal engineering:: Identification of a unique supramolecular synthon based on C=O•••X interaction in halogen-substituted aromatic carboxaldehydes

被引：54

作者：

Moorthy, JN ^{[1
]}

Venkatakrishnan, P

Mal, P

Dixit, S

Venugopalan, P

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

[2] Panjab Univ, Dept Chem, Chandigarh 160014, India

来源：

CRYSTAL GROWTH & DESIGN | 2003年 / 3卷 / 04期

关键词：

D O I：

10.1021/cg034001p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The well-known C=O...X interactions control the crystal packing of o-haloaromatic carboxaldehydes as revealed by the X-ray crystal structures of a set of aldehydes 2-8. The intramolecular C-H...X interaction causes the CO...X interactions to manifest in a readily recognizable pattern of association, i.e., synthon 1. The robustness of synthon 1 is amply suggested from the isostructurality exhibited by the dichloro- and dibromo-dialdehydes 3,6 and 4,7. Further, it is found that the aldehyde 2, which can exploit the C=O...Br interactions in two distinct ways crystallizes in two crystal modifications.

引用

页码：581 / 585

页数：5

共 38 条

[31] ANISOTROPIC ATOM - ATOM FORCES AND THE SPACE GROUP OF SOLID CHLORINE [J].

NYBURG, SC ;

WONGNG, W .

PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 1979, 367 (1728) :29-45

[32] THE NATURE OF -CL-CENTER-DOT-CENTER-DOT-CENTER-DOT-CL- INTERMOLECULAR INTERACTIONS [J].

PRICE, SL ;

STONE, AJ ;

LUCAS, J ;

ROWLAND, RS ;

THORNLEY, AE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4910-4918

[33] ANGULAR PREFERENCES OF INTERMOLECULAR FORCES AROUND HALOGEN CENTERS - PREFERRED DIRECTIONS OF APPROACH OF ELECTROPHILES AND NUCLEOPHILES AROUND THE CARBON HALOGEN BOND [J].

RAMASUBBU, N ;

PARTHASARATHY, R ;

MURRAYRUST, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (15) :4308-4314

[34] THE ROLE OF CL=CL AND C-H=O INTERACTIONS IN THE CRYSTAL ENGINEERING OF 4-A SHORT-AXIS STRUCTURES [J].

SARMA, JARP ;

DESIRAJU, GR .

ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (07) :222-228

[35]

Sarma JARP, 1999, NATO ADV SCI I C-MAT, V539, P325

[36]

Sheldrick G. M, 1997, SHELX 97 PROGRAM SOL

[37]

SYPER L, 1984, SYNTHESIS-STUTTGART, P747

[38] NEW SYNTHESIS OF [2.2.2.2]CYCLOPHANETETRAENES [J].

THULIN, B ;

WENNERSTROM, O ;

SOMFAI, I ;

CHMIELARZ, B .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1977, 31 (02) :135-140

← 1 2 3 4 →