Short contacts of the sulphur atoms of a 1,2,3,5-dithiadiazolyl dimer with triphenylstibine: first co-crystal with an aromatic compound

Abstract

Co-crystallization of aromatic compounds with neutral dithiadiazolyl dimers has not previously succeeded. There is great scope here for crystal engineering using mutually compatible components.

Studies on a “Disappearing Polymorph”: Thermal and Magnetic Characterization of α-p-NCC6F4CNSSN•

“…When the yellow dithia­diazol­ylium chloride salt [ 1 ]Cl was heated at 50 °C with Ph 3 Sb (mp 52–54 °C), a dark viscous oil formed, from which 1 could be sublimed as 1α or 1β (see below) in very good recovered yield (up to 79%) from the Ph 3 SbCl 2 by-product (mp 143–145 °C). Notably, the volatility of 1 seems to preclude co-sublimation with Ph 3 Sb, which has previously been shown to form a co-crystal with the DTDA radical, [F 3 CC 6 H 4 ­CNSSN] 2 …”

“…Notably, the volatility of 1 seems to preclude co-sublimation with Ph 3 Sb, which has previously been shown to form a co-crystal with the DTDA radical, [F 3 CC 6 H 4 CNSSN] 2 . 26 In order to evaluate the conditions necessary to selectively prepare 1α and/or 1β phases, we reviewed all our previous work in this area. We noted that the α-phase was most often prepared by inexperienced lab members who would heat the sample slowly, waiting for the first signs of sublimation, and collect the radical on a water-cooled cold-finger.…”

Crystal structure of bis(μ-{2-[(5-bromo-2-oxidobenzylidene)amino]ethyl}sulfanido-κ3 N,O,S){2,2′-[(3,4-dithiahexane-1,6-diyl)bis(nitrilomethanylylidene)]bis(4-bromophenolato)-κ4 O,N,N′,O′}dicobalt(III) dimethylformamide monosolvate

“…4). Analogous short contacts are well known for coordination compounds with the 1,2,3,4,5dithiadiazolyl radical (Beldjoudi et al, 2013;Boeré, 2016 and references therein). (Chakraborty et al, 1994).…”

“…(Chakraborty et al, 1994). Closely related structures with short SÁ Á ÁC contacts are 4-(4-methylphenyl)-3H-1,2,3,5-dithiadiazole (Beldjoudi et al, 2013) and bis[4-(4-trifluoromethylphenyl)-1,2,3,5-dithiadiazolyl radical] triphenylstibine (Boeré, 2016).…”

A Cambridge Structural Database Study of Pancake Bonding and Geometry in Dithiadiazolyls

“…A total of 61 organometallic entries were identified, including the DTDA-porphyrin coordination polymer containing a partially anionic DTDA ring that inspired this study (SEPHAZ 6 ), and a co-crystal between a DTDA and triphenylantimony (UJETAG 31 ). These two structures were treated as separate "groups" of one structure each.…”