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Synthesis and crystal structures of two novel triazolopyridine compounds solved by local L.S. minimizations from powder diffraction data

Published online by Cambridge University Press:  07 May 2014

Oriol Vallcorba Open the ORCID record for Oriol Vallcorba [Opens in a new window] ,
Rosa Adam ,
Jordi Rius ,
Rafael Ballesteros ,
José M. Amigó  and
Belén Abarca
Oriol Vallcorba*
Affiliation:
Institut de Ciència de Materials de Barcelona, CSIC, Campus de la UAB, 08193 Bellaterra, Catalunya, Spain
Rosa Adam
Affiliation:
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Avenida Vicente Andrés Estelles s/n, 46100 Burjassot, Valencia, Spain
Jordi Rius
Affiliation:
Institut de Ciència de Materials de Barcelona, CSIC, Campus de la UAB, 08193 Bellaterra, Catalunya, Spain
Rafael Ballesteros
Affiliation:
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Avenida Vicente Andrés Estelles s/n, 46100 Burjassot, Valencia, Spain
José M. Amigó
Affiliation:
Departamento de Geologia, Facultad de Biológicas, Universidad de Valencia, C/ Dr. Moliner s/n, 46960 Burjassot, Valencia, Spain
Belén Abarca
Affiliation:
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Avenida Vicente Andrés Estelles s/n, 46100 Burjassot, Valencia, Spain
*
a)Author to whom correspondence should be addressed. Electronic mail: ovallcorba@icmab.es
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Abstract

The heteroaryl-substituted triazolopyridines 3-phenyl-7-(pyrazin-2-yl)-[1,2,3]triazolo[1,5-a]pyridine (2) and 3-[6-(pyridazin-3-yl)-pyridin-2-yl]-[1,2,3]triazolo[1,5-a]pyridine (4) have been synthesized and characterized (by HRMS, IR, 1H and 13C NMR, XRPD, melting point). The crystal structures have been solved from laboratory powder X-ray diffraction data with the direct-space strategy TALP for molecular compounds based on fast local least-squares minimizations. The crystal structure confirmed the formation of the tridentate compound 4 from a ring chain isomerization process. The almost planar arrangement of atoms in both the structures favors the presence of intermolecular π–π interactions, although weak C–H···N electrostatic interactions seem to be also important for the stabilization of the structure. Powder diffraction data have also proved to be sensible enough to determine the relative rotations of the six-membered rings despite the weak difference in scattering power between C and N atoms.

Keywords

powder diffractiondirect-space methodsTALPorganic compoundstriazolopyridine
Type
Technical Articles
Information
Powder Diffraction , Volume 29 , Issue 4 , December 2014 , pp. 331 - 336
Copyright
Copyright © International Centre for Diffraction Data 2014 

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Vallcorba Supplementary Material

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Supplementary material: File

Vallcorba Supplementary Material

Supplementary Material

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Vallcorba Supplementary Material

Supplementary Material

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