Crystal engineering of 5,5′-bisdiazo-dipyrromethane with halogen•••π synthons

被引:35
作者
Yin, Zhenming [1 ]
Wang, Wuyan [1 ]
Du, Miao [1 ]
Wang, Xiuguang [1 ]
Guo, Jianhua [1 ]
机构
[1] Tianjin Normal Univ, Tianjin Key Lab Struct & Performance Funct Mol, Coll Chem & Life Sci, Tianjin 300387, Peoples R China
来源
CRYSTENGCOMM | 2009年 / 11卷 / 11期
关键词
HYDROGEN-BONDS; INCLUSION COMPLEXES; CL; BROMO; HOST;
D O I
10.1039/b905568a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chlorine, bromine and iodine substituted derivatives of 5,5'-bisdiazo-dipyrromethane have been synthesized and their crystal structures were studied by X-ray crystallography. In the three structures, the 5,5'-bisdiazo-dipyrromethanes form interlocked dimers through quadruple N-H center dot center dot center dot N hydrogen bonds. The halogen center dot center dot center dot pi synthons also provide a significant contribution to the resulting supramolecular motifs.
引用
收藏
页码:2441 / 2446
页数:6
相关论文
共 44 条
[31]   Supramolecular synthons in crystal engineering .4. Structure simplification and synthon interchangeability in some organic diamondoid solids [J].
Reddy, DS ;
Craig, DC ;
Desiraju, GR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (17) :4090-4093
[32]   Halogen bonded supramolecular complexes and networks [J].
Rissanen, Kari .
CRYSTENGCOMM, 2008, 10 (09) :1107-1113
[33]   Solution stoichiometry determines crystal stoichiometry in halogen-bonded supramolecular complexes [J].
Russo, Luca ;
Biella, Serena ;
Lahtinen, Manu ;
Liantonio, Rosalba ;
Metrangolo, Pierangelo ;
Resnati, Giuseppe ;
Rissanen, Kari .
CRYSTENGCOMM, 2007, 9 (05) :341-344
[34]   Using halogen•••halogen interactions to direct noncentrosymmetric crystal packing in dipolar organic molecules [J].
Saha, Binoy K. ;
Nangia, Ashwini ;
Nicoud, Jean-Francois .
CRYSTAL GROWTH & DESIGN, 2006, 6 (06) :1278-1281
[35]   C-halogen ... π interactions in proteins:: a database study [J].
Saraogi, I ;
Vijay, VG ;
Das, S ;
Sekar, K ;
Row, TNG .
CRYSTAL ENGINEERING, 2003, 6 (02) :69-77
[36]   OH-π and halogen-π interactions as driving forces in the crystal organisations of tri-bromo and tri-iodo trityl alcohols [J].
Schollmeyer, Dieter ;
Shishkin, Oleg V. ;
Ruehl, Thomas ;
Vysotsky, Myroslav O. .
CRYSTENGCOMM, 2008, 10 (06) :715-723
[37]  
SHELFO SW, 1997, ATLAS UROL CLIN N AM, V5, P1
[38]   Evaluation of true energy of halogen bonding in the crystals of halogen derivatives of trityl alcohol [J].
Shishkin, Oleg V. .
CHEMICAL PHYSICS LETTERS, 2008, 458 (1-3) :96-100
[39]  
Spek A.L., 2002, PLATON-A Multipurpose Crystallographic Tool, Utrecht University
[40]   CRYSTALLOGRAPHIC EVIDENCE FOR THE EXISTENCE OF C-H...O, C-H...N, AND C-H...C1 HYDROGEN-BONDS [J].
TAYLOR, R ;
KENNARD, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (19) :5063-5070