U-Shaped Aromatic Ureadicarboxylic Acids as Versatile Building Blocks: Construction of Ladder and Zigzag Networks and Channels

Abstract

In order to examine versatility of ureadicarboxylic acids as U-shaped building blocks for crystal engineering, their crystal structures and cocrystals with pyridine derivatives were investigated. H-bonding networks created by a sequential linking of H-bonded carboxylic acid dimers resulted in the formation of ladder-type networks in the crystals of N,N 0 -diethyl-N,N 0 -diphenylureadicarboxylic acid (2) and N,N 0 -diallyl-N,N 0 -diphenylureadicarboxylic acid (3). A zigzag type H-bonding network with wedging of water molecules into carboxyÀcarboxy H-bonding was observed for N,N 0 -dibenzyl-N,N 0 -diphenylureadicarboxylic acid (4). Cocrystals of N,N 0 -dimethyl-N,N 0 -diphenylureadicarboxylic acid (1) with 2,5-di(pyridine-4-yl)thiazolo [5,4-d]thiazole (5) and 2 with 4,4 0 -dipyridyl (6) afforded zigzag-type assembled structures. Two types of channel structures were created in the cocrystals of 1 and dipyridylurea (7) by inclusion of water molecules together with either methanol or ethanol. The former afforded a straight-type one-dimensional channel, while the latter afforded a fishnet-type two-dimensional channel.

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

“…2,5-Di(4-pyridyl)thiazolo [5,4-d]thiazole (Dptztz) was synthesized according to the literature by the condensation of 4-pyridinecarboxaldehyde and dithioaxamide (Scheme 1) [45,46].…”

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

“…[22,23] Single crystals of Dptztz were obtained after recrystallization from DMF in form of yellow prisms. Dptztz crystallizes in the monoclinic space group P21/c with half of the molecule in the asymmetric unit as the molecule sits on an inversion center ( Figure 2).…”

“…Data collection. Bruker Kappa APEX2 CCD X-ray diffractometer with microfocus tube, Mo-Kα radiation (λ = 0.71073 Å), multi-layer mirror system, ω-scans; data collection with APEX2 [23], cell refinement with SMART and data reduction with SAINT [26], experimental absorption correction with SADABS [27]. Structure analysis and refinement: All structures were solved by direct methods using SHELXL2014 [28,29]; refinement was done by full-matrix least squares on F 2 using the SHELX-97 program suite.…”

Dicarboxylate‐Induced Structural Diversity of Luminescent Zn(II)/Cd(II) Metal–Organic Frameworks Based on the 2,5‐Bis(4‐pyridyl)thiazolo[5,4‐d]thiazole Ligand

“…All the chemicals for experiment are commercially available analytical grade and used as received without further purification. 2,5‐Bis(4‐pyridyl)thiazolo[5,4‐ d ]thiazole (Py 2 TTz) was prepared according to the reference , . The syntheses of compounds 1 – 9 are described in detail in Supporting Information.…”