Co-crystalline hydrogen bonded solids based on the alcohol-carboxylic acid-alcohol supramolecular motif

被引:17
作者
Alshahateet, SF
Nakano, K
Bishop, R [1 ]
Craig, DC
Harris, KDM
Scudder, ML
机构
[1] Univ New S Wales, Sch Chem Sci, Sydney, NSW 2052, Australia
[2] Cardiff Univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
关键词
D O I
10.1039/b313956e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The helical tubuland diol 4 forms 1:1 hydrogen bonded co-crystalline adducts with 2-propanol and propanoic acid in space group P2(1)/c, and with benzoic acid in C2/c. In the first of these compounds, the 2-propanol molecules contribute one hydroxy group to the intermolecular ...O-H...O-H...O-H... hydrogen bond repeat unit. The co-crystals formed with propanoic acid and benzoic acid both contain a ...O-H...O=C(R)-O-H...O-H... repeat unit with the hydrogen bonds surrounding a pseudo-threefold screw axis, and where the carboxylic acid group functions like an extended alcohol hydroxy group. Aromatic offset face-face associations also play a significant role in the crystal structure of the benzoic acid compound.
引用
收藏
页码:5 / 10
页数:6
相关论文
共 40 条
[21]  
Kariuki BM, 2000, ANGEW CHEM INT EDIT, V39, P4485, DOI 10.1002/1521-3773(20001215)39:24<4485::AID-ANIE4485>3.0.CO
[22]  
2-T
[23]   Crystal engineering of hydroxy group hydrogen bonding: Design and synthesis of new diol lattice inclusion hosts [J].
Kim, S ;
Bishop, R ;
Craig, DC ;
Dance, IG ;
Scudder, ML .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (10) :3221-3230
[24]   REACTIONS IN INCLUSION MOLECULAR COMPLEXES .2. - TOPOCHEMICAL SOLID-STATE PHOTOADDITION OF ACETONE TO DEOXYCHOLIC-ACID [J].
LAHAV, M ;
LEISEROWITZ, L ;
POPOVITZBIRO, R ;
TANG, CP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (08) :2542-2544
[25]  
MACNICOL DD, 1984, INCLUSION COMPOUNDS, V2, P1
[26]   STRUCTURE OF A 2 - 1 COMPLEX BETWEEN DEOXYCHOLIC-ACID AND FERROCENE [J].
MIKI, K ;
KASAI, N ;
TSUTSUMI, H ;
MIYATA, M ;
TAKEMOTO, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (08) :545-546
[27]  
Miyata M., 1996, COMPREHENSIVE SUPRAM, P147
[28]   (Deoxycholic acid)2:ferrocene:: A phase transition determined by the dynamic behavior of the included guest molecules [J].
Müller, M ;
Edwards, AJ ;
Prout, K ;
Simpson, WM ;
Heyes, SJ .
CHEMISTRY OF MATERIALS, 2000, 12 (05) :1314-1322
[29]   Organic nanoporous structures [J].
Nangia, A .
CURRENT OPINION IN SOLID STATE & MATERIALS SCIENCE, 2001, 5 (2-3) :115-122
[30]   2-1 COMPLEX OF DEOXYCHOLIC-ACID AND ETHYL-ACETATE - DISORDER IN THE STRUCTURE AT 298-K AND 163-K [J].
NASSIMBENI, LR ;
NIVEN, ML ;
STUART, DA ;
ZEMKE, KJ .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1986, 16 (04) :557-567