MS31-P07 POLYMORPHISM IN 2-propyl-1H-benzimidazole Noelia De La Pinta (Departamento de Física de la Materia Condensada. UPV/EHU, Leioa, Spain) Aurora J. Cruz-Cabeza (School of Chemical Engineering and Analytical Sciences, The University of Manchester, Manchester, United Kingdom) TomaszBreczewski y Xabier M. Aretxabaleta (Dpto. Física Aplicada II, Fac. de Ciencia y Tecnología, Universidad del País Vasco, Leioa, Spain) Fco. Javier Zuñiga (Dpto. Física Materia Condensada, Fac. de Ciencia y Tecnología, Universidad del País Vasco, Leioa, Spain) María Mar Quesada-Moreno (Departamento de Química Física y Analítica, Universidad de Jaén. Campus Las Lagunillas, Jaen, Spain) Juan Ramón Avilés-Moreno (Departamento de Sistemas Físicos, Químicos y, Naturales, Universidad Pablo de Olavide, Sevilla, Spain) Juan Jesús López-González (Departamento de Química Física y Analítica, Universidad de Jaén. Campus Las Lagunillas, Jaen, Spain) Rosa M Claramunt (Dpto. Química Orgánica y Bio-Orgánica, Fac. de Ciencias, Universidad Nacional de Educación a Distancia (UNED), Madrid, Spain) Jose Elguero (Instituto de Química Médica, Centro de Química Orgánica Manuel Lora-Tamayo, CSIC, Madrid, Spain)email: noelia.delapinta@ehu.eusBenzimidazoles, indazoles and benzotriazoles are important organic molecules very common in biological systems. Besides the role the play in these systems, they have received considerable attention in material sciences because they form materials based on these heterocycles, which exhibit notable conductivity and ferroelectric properties [1].
2-propyl-1H-benzimidazole (2PrBzIm, C10N2H12) [2], is a flexible molecule whose conformers are chiral except in the planar configuration. The compound exhibit polymorphism associated with an irreversible reconstructive-type phase transition at T= 384 K from an ordered structure I (P212121) [2] to a new polymorphic form IIHT (Pca21). The structural transformation between both polymorphs is interpreted by means of changes in packing and the configuration of the hydrogen bonded molecular chains. In addition, the polymorph IIHT undergoes two reversible phase transitions, at 361 K to another form IIRT with the same space group and at 180 K to a low temperature form IILT doubling one of the cell parameters. The calculation of the conformational energy landscape against the intramolecular torsion angles in 2PrBzIm allows to distinguish between changes and adjustments of the conformational configuration of the molecules in the different structures.
 
References:

[1] a) Horiuchi, S.; Tokunaga, Y.; Giovannetti, G.; Picozzi, S.; Itoh, H.; Shimano, R.; Kumai, R.; Tokura, Y. (2010). Nature, 463, 789-792; b) Horiuchi, S.; Kagawa, F.; Hatahara, K.; Kobayashi, K.; Kumai, R.; Murakami, Y.; Tokura, Y. (2012). Nat.Commun, 3, 1308, 1-6.

[2] Cabildo, P., Claramunt, R. M., Zúñiga, F. J., Alkorta, I. and Elguero, J. (2015). Z. Kristallogr., 230, 427–438
Keywords: 2-propyl-1H-benzimidazole, polymorphism