+ Site Statistics
References:
54,258,434
Abstracts:
29,560,870
PMIDs:
28,072,757
+ Search Articles
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ PDF Full Text
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Translate
+ Recently Requested

The dithiolene ligand and tetrathiafulvalene precursor molecules 4,5-bis(bromomethyl)-1,3-dithiol-2-one and 4,5-bis[(dihydroxyphosphoryl)methyl]-1,3-dithiol-2-one



The dithiolene ligand and tetrathiafulvalene precursor molecules 4,5-bis(bromomethyl)-1,3-dithiol-2-one and 4,5-bis[(dihydroxyphosphoryl)methyl]-1,3-dithiol-2-one



Acta Crystallographica. Section C, Crystal Structure Communications 67(Pt 11): O446-O449



The crystal structures of 4,5-bis(bromomethyl)-1,3-dithiol-2-one, C(5)H(4)Br(2)OS(2), (I), and 4,5-bis[(dihydroxyphosphoryl)methyl]-1,3-dithiol-2-one, C(5)H(8)O(7)P(2)S(2), (II), occur with similar unit cells in the same monoclinic space group. Both molecules reside on a twofold symmetry axis coincident with the C=O bond, so that the substituents in the 4- and 5-positions project above and below the plane of the 1,3-dithiol-2-one ring. In both structures, the molecules align themselves in a head-to-tail fashion along the b axis, and these rows of molecules then stack, with alternating directionality, along the c axis. For (II), an extensive network of intermolecular hydrogen bonds occurs between molecules within the same stack and between adjacent stacks. Each -CH(2)P(O)(OH)(2) group participates in four hydrogen bonds, twice as donor and twice as acceptor.

(PDF emailed within 0-6 h: $19.90)

Accession: 056290767

Download citation: RISBibTeXText

PMID: 22051960

DOI: 10.1107/S0108270111040431


Related references

Mechanism of protection against aflatoxin tumorigenicity in rats fed 5-(2-pyrazinyl)-4-methyl-1,2-dithiol-3-thione (oltipraz) and related 1,2-dithiol-3-thiones and 1,2-dithiol-3-ones. Cancer Research 47(16): 4271-4277, 1987

5-(4,5-Diiodo-1,3-dithiol-2-yl-idene)-4',5'-bis(methyl-sulfan-yl)-2,2'-bi-1,3-dithiol-4(5H)-one. Acta Crystallographica. Section E, Structure Reports Online 65(Pt 11): O2716-O2716, 2009

New type dithiolene complex based on 4,5-(1,4-dioxane-2,3-diyldithio)-1,3-dithiol ligand: Synthesis, experimental and theoretical investigation. Polyhedron 28(15): 3340-3348, 2009

Crystal structures of 4,4'-(disulfane-1,2-diyl)bis(5-methyl-2H-1,3-dithiol-2-one) and 4,4'-(diselanane-1,2-diyl)bis(5-methyl-2H-1,3-dithiol-2-one). Acta Crystallographica. Section E, Crystallographic Communications 74(Pt 6): 840-845, 2018

Thione vs. ketone: The influence of the chalcogenide on weak intermolecular interactions in crystal packing of 4,5-bis(bromomethyl)-1,3-dithiole-2-thione and 4,5-bis(bromomethyl)-1,3-dithiol-2-one. Journal of Molecular Structure 1004(1-3): 296-302, 2011

(5E)-2-[4,5-Bis(methyl-sulfan-yl)-1,3-dithiol-2-yl-idene]-5-(4-iodo-1,3-dithiol-2-yl-idene)-1,3-dithio-lan-4-one. Acta Crystallographica. Section E, Structure Reports Online 65(Pt 11): O2920-O2920, 2009

Simple Method for the Preparation of 1,3-Dithiol-2-one and 1,3-Dithiol-2-thione. Phosphorus Sulfur and Silicon and the Related Elements 120(1): 393-394, 1997

Double-Proton-Transfer Processes in Dithiooxamide: UV-Induced Dithione Dithiol Reaction and Ground-State Dithiol Dithione Tunneling. Journal of Physical Chemistry A 108(26): 5551-5558, 2004

2,5-Bis(1,3-dithiol-2-yl-idene)-1,3-dithiol-ane-4-thione. Acta Crystallographica. Section E, Structure Reports Online 68(Pt 1): O52-O52, 2012

The interplay of inverted redox potentials and aromaticity in the oxidized states of new pi-electron donors: 9-(1,3-dithiol-2-ylidene)fluorene and 9-(1,3-dithiol-2-ylidene)thioxanthene derivatives. Chemistry 12(12): 3389-3400, 2006

Hydration of Polycationic [5]Radialene with Quintuple 1,3-Dithiol-2-ylidenes Leads to a New Class of π-Extended Tetrathiafulvalene Scaffold. Chemistry 2019, 2019

Inelastic electron tunneling spectra and vibronic coupling density analysis of 2,5-dimercapto-1,3,4-thiadiazole and tetrathiafulvalene dithiol. Nanoscale 2(10): 2186-2194, 2010

Syntheses and crystal structures of two mixed-ligand dimeric zinc complexes containing a dithiol ligand and an open chain crown ether ligand with terminal quinolyl groups. Journal of Molecular Structure 784(1-3): 144-148, 2006

Synthesis and characterization of luminescent mixed ligand zinc(II) complexes containing a novel dithiol ligand. Inorganica Chimica Acta 234(1-2): 13-18, 1995

catena-Poly[[nickel(II)-μ(3)-1,1-dicyano-ethene-2,2-dithiol-ato-κS,S':N:N'-bis-[(15-crown-5)magnesium(II)]-μ(3)-1,1-dicyano-ethene-2,2-dithiol-ato-κN:N':S,S'] dichloride. Acta Crystallographica. Section E, Structure Reports Online 64(Pt 1): M174-M174, 2007