MS06-P01 Crystal structure of new [3]rotaxane Damian Trzybiński (Biological and Chemical Research Centre, University of Warsaw, Warsaw, Poland) Mateusz Woźny (Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland) Sławomir Domagała (Biological and Chemical Research Centre, University of Warsaw, Warsaw, Poland) Krzysztof Woźniak (Biological and Chemical Research Centre, University of Warsaw, Warsaw, Poland)email: and development of mechanically interlocked molecular architectures (MIMAs) has opened up a completely new area of research. Such systems are used in construction of numerous artificial molecular devices (i.e. molecular switches, motors or shuttles). They could be applied in molecular electronics, materials chemistry, sensors, photonics or photoactive catalysis [1,2]. In the year 2016, Sauvage, Stoddart and Feringa were awarded the Nobel Prize in Chemistry for their pioneering work in this field, and there is still a great interest of chemists in design, synthesis and properties of new compounds belonging to this fascinating family of chemicals.
Among the mechanically interlocked compounds, one of the most important place is occupied by the rotaxanes [3]. Compounds of this type are built from “dumbbell shaped molecule” threaded through a macrocycle or macrocycles. Here, we present the crystal structure of new [3]rotaxane (see schematic representation). It consists of two dibenzo-24-crown-8 ether wheels and axle containing tetraazamacrocyclic complex coordinating the nickel ion. The identity of investigated compound was confirmed by the single-crystal X-ray diffraction analysis. Interestingly, in the case of (DB24C8)2/TAM system, the TAM unit is a π-acceptor and a hydrogen bond donor, which is reflected in the formation of specific molecular interactions between individual [3]rotaxane components, and influences its topology. The results of our study could be helpful to understand properties of the mechanically interlocked molecular compounds, especially polyrotaxanes.
The [3]rotaxane was synthesized with a financial support from the National Science Centre in Poland (NCN, Grant OPUS No. 2014/13/B/ST5/03727) (MW). This research was supported by the 501-D112-86-DSM-115 100 grant (DT). The single-crystal X-Ray data analysis was carried out at the Core Facility for Crystallographic and Biophysical Research sponsored by the Foundation for Polish Science, at the Biological and Chemical Research Centre, University of Warsaw (poland), established within the project co-financed by European Union from the European Regional Development Fund under the Operational Programme Innovative Economy, 2007 – 2013.

[1] Lewis, J. E. M., Galli, M. & Goldup, S. M. (2017) Chem Commun., 53, 298–312.

[2] van Dongen, S. F. M., Cantekin, S., Elemans, J. A. A. W., Rowan, A. E. & Nolte, R. J. M. (2014) Chem. Soc. Rev., 43, 99–122.

[3] Dietrich-Buchecker, Ch., Jimenez-Molero, M. C., Sartor, V. & Sauvage, J. -P. (2003) Pure Appl. Chem., 75, 1383–1393.
Keywords: [3]rotaxane, polyrotaxanes, mechanically interlocked molecular compounds