Crystal structure of 4,4′-(disulfanediyl)dibutanoic acid–4,4′-bipyridine (1/1)

Abstract

A distinctive feature of the crystal structure is the geometry of the dtba moiety, which appears to be stretched and acts as an hydrogen-bonding connector, forming linear chains along [-211] with the 4,4′-bpy moiety by way of O—H⋯N hydrogen bonds and C—H⋯O interactions. The influence of the mol­ecular shape on the hydrogen-bonding pattern is analysed by comparing the title compound and two other 4,4′-bpy co-crystals, showing the way in which this correlates with the packing arrangement.

Supramolecular interactions in the 1:2 co-crystal of 4,4′-bipyridine and 3-chlorothiophene-2-carboxylic acid

“…The two external bond angles at the carbon of the carboxyl group are 123.7 (3) and 112.4 (3) . The high discrepancy between these two angles is typical of an unionized carboxyl group, as are the C O distance of 1.219 (4) Å and C-OH distance of 1.3254 (5) Å (see for example Prajina et al, 2016;Atria et al, 2014;Jennifer & Muthiah, 2014;Qin, 2011). The bond distances and angles of the thiophene ring agree with those in structures reported earlier (Zhang et al, 2014).…”

“…The asymmetric unit of the title compound (I) consists of a molecule of 3-chlorothiophene-2-carboxylic acid, 3TPC, and a half of a molecule of 4,4 0 -bipyridine, BPY, which is located on a crystallographic inversion center. The internal angle at N1 in BPY is 117.1 (3) and bond lengths [N1-C6= 1.336 (5) Å and N1-C10 = 1.329 (5) Å ] agree with those reported for neutral BPY structures (see for example Jennifer & Muthiah, 2014;Atria et al, 2014;Moon & Park, 2012;Qin, 2011;Najafpour et al, 2008). The two external bond angles at the carbon of the carboxyl group are 123.7 (3) and 112.4 (3) .…”