TY - JOUR
T1 - From 1D strands to extended molecular assemblies in the binary compounds of dithiooxamide and dithiobiurea with crown ethers
AU - Simonov, Yurii A.
AU - Fonari, Marina S.
AU - Zaworotko, Michael J.
AU - Abourahma, Heba
AU - Lipkowski, Janusz
AU - Ganin, Edward V.
AU - Yavolovskii, Arkadii A.
PY - 2003/8/21
Y1 - 2003/8/21
N2 - The hydrogen-bonding networks for seven new binary compounds of dithiooxamide, (NH2CS)2 (dtox) and dithiobiurea (NH2CSNH)2 (dtur) with crown ethers, 18-crown-6(18C6), 15-crown-5(15C5), 12-crown-4 (12C4), cis-syn-cis- (DCHA), and cis-anti-cis-(DCHB) isomers of dicyclohexyl-18-crown-6 are discussed. (15C5·dtox), (18C6·dtur) and (DCHB·dtur) afford one-dimensional hydrogen-bonded polymeric arrays where the components alternate. In (DCHA·2dtox) and (DCHB·2dtox) the similar hydrogen-bonded chains are further interlinked via dtox molecules to generate layered motifs. In (15C5·2dtur) the dtur molecules are self-assembled into layers via N-H ⋯ S hydrogen bonds. 15C5 spacers link adjacent layers into a three-dimensional network. In (12C4·dtur) the dtur molecules are arranged in chains. These chains alternate with the crown molecules attached to them through N-H ⋯ O hydrogen bonds in such a way that each 12C4 appears to be linked with four dtur molecules and vice versa thus providing a three-dimensional grid.
AB - The hydrogen-bonding networks for seven new binary compounds of dithiooxamide, (NH2CS)2 (dtox) and dithiobiurea (NH2CSNH)2 (dtur) with crown ethers, 18-crown-6(18C6), 15-crown-5(15C5), 12-crown-4 (12C4), cis-syn-cis- (DCHA), and cis-anti-cis-(DCHB) isomers of dicyclohexyl-18-crown-6 are discussed. (15C5·dtox), (18C6·dtur) and (DCHB·dtur) afford one-dimensional hydrogen-bonded polymeric arrays where the components alternate. In (DCHA·2dtox) and (DCHB·2dtox) the similar hydrogen-bonded chains are further interlinked via dtox molecules to generate layered motifs. In (15C5·2dtur) the dtur molecules are self-assembled into layers via N-H ⋯ S hydrogen bonds. 15C5 spacers link adjacent layers into a three-dimensional network. In (12C4·dtur) the dtur molecules are arranged in chains. These chains alternate with the crown molecules attached to them through N-H ⋯ O hydrogen bonds in such a way that each 12C4 appears to be linked with four dtur molecules and vice versa thus providing a three-dimensional grid.
UR - http://www.scopus.com/inward/record.url?scp=0042319200&partnerID=8YFLogxK
U2 - 10.1039/b301379k
DO - 10.1039/b301379k
M3 - Article
AN - SCOPUS:0042319200
SN - 1477-0520
VL - 1
SP - 2922
EP - 2929
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 16
ER -