Amb motiu del tancament d'estiu, la validació de documents es reprendrà a partir del 28 d'agost de 2026. Disculpeu les molèsties.
Con motivo del cierre de verano, la validación de documentos se reanudará a partir del 28 de agosto de 2026. Disculpad las molestias
Due to the summer closure, document validation will resume starting August 28, 2026. We apologize for any inconvenience.

Fitxers

249110.pdf (1.01 MB)

Tipus de document

Article

Versió

Versió publicada

Data de publicació

2022

Llicència de publicació

cc-by (c) Vilche, Anna, et al., 2022
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/216419

XRPD as a powerful tool to exploit in organic electronics: shedding light on the first N,N',N''-trialkyldiindolocarbazole crystal structure

Títol de la revista

Autors

Director/Tutor

ISSN de la revista

Títol del volum

Recurs relacionat

https://doi.org/10.1107/S2052520622001858

Resum

The first crystal structure of a fully N-alkyl­ated diindolocarbazole derivative, namely, 5,8,14-tri­butyl­diindolo[3,2-b;2′,3′-h]carbazole (1, C36H39N3), has been determined from laboratory powder X-ray diffraction (PXRD) data. A com­plex trigonal structure with a high-volume unit cell of 12987 Å3 was found, with a very long a(=b) [52.8790 (14) Å] and a very short c [5.36308 (13) Å] unit-cell parameter (hexa­gonal setting). The detailed analysis of the inter­molecular inter­actions ob­served in the crystal structure of 1 highlights its potential towards the imple­mentation of this core as a semiconductor in organic thin-film transistor (OTFT) devices. Since the mol­ecule has a flat con­fig­uration reflecting its π-conjugated system, neighbouring mol­ecules are found to stack atop each other in a slipped parallel fashion via π–π stacking inter­actions between planes of ca 3.30 Å, with a centroid–centroid distance between the aromatic rings corresponding to the shortest axis of the unit cell (i.e. c). The alkyl­ation of the three N atoms proves to be a decisive feature since it favours the presence of C—H⋯π inter­actions in all directions, which strengthens the crystal packing. As a whole, PXRD proves to be a valuable option for the resolution of otherwise inaccessible organic crystal structures of inter­est in different areas.

Matèries

Pel·lícules fines, Difracció de raigs X, Semiconductors orgànics

Matèries (anglès)

Thin films, X-rays diffraction, Organic semiconductors

Citació

Col·leccions

Articles publicats en revistes (Química Inorgànica i Orgànica)
Articles publicats en revistes (Institut de Nanociència i Nanotecnologia (IN2UB))

Citació

VILCHE, Anna, et al. XRPD as a powerful tool to exploit in organic electronics: shedding light on the first N,N',N''-trialkyldiindolocarbazole crystal structure. Acta Crystallographica Section B: Structural Science. Crystal Engineering and Materials. Vol.  2022, num. 78, pags. 253-260. ISSN 2052-5192. [consulted: 4 of August of 2026]. Available at: https://hdl.handle.net/2445/216419

Exportar metadades

JSON - METS

Compartir registre