Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one

Mustapha Zouhair; Lhoussaine El Ghayati; Hanae El Monfalouti; Hicham Abchihi; Tuncer Hökelek; Mazzah Ahmed; Joel T. Mague; Nada Kheira Sebbar

doi:10.1107/S2056989023009891

Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one

Mustapha Zouhair
, Lhoussaine El Ghayati
, Hanae El Monfalouti
, Hicham Abchihi
, Tuncer Hökelek
, Mazzah Ahmed
, Joel T. Mague
, Nada Kheira Sebbar

Hacettepe University

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

The title molecule, C₂₉H₄₄N₈O, adopts a conformation resembling a two-bladed fan with the octyl chains largely in fully extended conformations. In the crystal, C—H· · ·O hydrogen bonds form chains of molecules extending along the b-axis direction, which are linked by weak C—H· · ·N hydrogen bonds and C—H· · ·π interactions to generate a three-dimensional network. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H· · ·H (68.3%), H· · ·N/N· · ·H (15.7%) and H· · ·C/C· · ·H (10.4%) interactions.

Original language	English
Pages (from-to)	1179-1182
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	79
Issue number	Pt 12
DOIs	https://doi.org/10.1107/S2056989023009891
Publication status	Published - 21 Nov 2023

Keywords

C—H· · ·π(ring) interaction
benzimidazolone
crystal structure
hydrogen bond
triazole

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10.1107/S2056989023009891

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Zouhair, M., El Ghayati, L., El Monfalouti, H., Abchihi, H., Hökelek, T., Ahmed, M., Mague, J. T., & Sebbar, N. K. (2023). Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one. Acta Crystallographica Section E: Crystallographic Communications, 79(Pt 12), 1179-1182. https://doi.org/10.1107/S2056989023009891

@article{ce0147a56710454ba34a5e4420ae90fa,

title = "Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one",

abstract = "The title molecule, C29H44N8O, adopts a conformation resembling a two-bladed fan with the octyl chains largely in fully extended conformations. In the crystal, C—H· · ·O hydrogen bonds form chains of molecules extending along the b-axis direction, which are linked by weak C—H· · ·N hydrogen bonds and C—H· · ·π interactions to generate a three-dimensional network. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H· · ·H (68.3\%), H· · ·N/N· · ·H (15.7\%) and H· · ·C/C· · ·H (10.4\%) interactions.",

keywords = "C—H· · ·π(ring) interaction, benzimidazolone, crystal structure, hydrogen bond, triazole",

author = "Mustapha Zouhair and \{El Ghayati\}, Lhoussaine and \{El Monfalouti\}, Hanae and Hicham Abchihi and Tuncer H{\"o}kelek and Mazzah Ahmed and Mague, \{Joel T.\} and Sebbar, \{Nada Kheira\}",

year = "2023",

month = nov,

day = "21",

doi = "10.1107/S2056989023009891",

language = "English",

volume = "79",

pages = "1179--1182",

journal = "Acta Crystallographica Section E: Crystallographic Communications",

issn = "2056-9890",

publisher = "International Union of Crystallography",

number = "Pt 12",

}

Zouhair, M, El Ghayati, L, El Monfalouti, H, Abchihi, H, Hökelek, T, Ahmed, M, Mague, JT & Sebbar, NK 2023, 'Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one', Acta Crystallographica Section E: Crystallographic Communications, vol. 79, no. Pt 12, pp. 1179-1182. https://doi.org/10.1107/S2056989023009891

Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one. / Zouhair, Mustapha; El Ghayati, Lhoussaine; El Monfalouti, Hanae et al.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 79, No. Pt 12, 21.11.2023, p. 1179-1182.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one

AU - Zouhair, Mustapha

AU - El Ghayati, Lhoussaine

AU - El Monfalouti, Hanae

AU - Abchihi, Hicham

AU - Hökelek, Tuncer

AU - Ahmed, Mazzah

AU - Mague, Joel T.

AU - Sebbar, Nada Kheira

PY - 2023/11/21

Y1 - 2023/11/21

N2 - The title molecule, C29H44N8O, adopts a conformation resembling a two-bladed fan with the octyl chains largely in fully extended conformations. In the crystal, C—H· · ·O hydrogen bonds form chains of molecules extending along the b-axis direction, which are linked by weak C—H· · ·N hydrogen bonds and C—H· · ·π interactions to generate a three-dimensional network. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H· · ·H (68.3%), H· · ·N/N· · ·H (15.7%) and H· · ·C/C· · ·H (10.4%) interactions.

AB - The title molecule, C29H44N8O, adopts a conformation resembling a two-bladed fan with the octyl chains largely in fully extended conformations. In the crystal, C—H· · ·O hydrogen bonds form chains of molecules extending along the b-axis direction, which are linked by weak C—H· · ·N hydrogen bonds and C—H· · ·π interactions to generate a three-dimensional network. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H· · ·H (68.3%), H· · ·N/N· · ·H (15.7%) and H· · ·C/C· · ·H (10.4%) interactions.

KW - C—H· · ·π(ring) interaction

KW - benzimidazolone

KW - crystal structure

KW - hydrogen bond

KW - triazole

UR - https://www.scopus.com/pages/publications/85179415412

U2 - 10.1107/S2056989023009891

DO - 10.1107/S2056989023009891

M3 - Article

C2 - 38313122

AN - SCOPUS:85179415412

SN - 2056-9890

VL - 79

SP - 1179

EP - 1182

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

IS - Pt 12

ER -

Synthesis, structure and Hirshfeld surface analysis of 1,3-bis[(1-octyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzo[d]imidazol-2(3H)-one

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Keywords

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