Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane

Atash V. Gurbanov; Tuncer Hökelek; Gunay Z. Mammadova; Khudayar I. Hasanov; Tahir A. Javadzade; Alebel N. Belay

doi:10.1107/S2056989025006929

Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane

Atash V. Gurbanov
, Tuncer Hökelek
, Gunay Z. Mammadova
, Khudayar I. Hasanov
, Tahir A. Javadzade
, Alebel N. Belay

Hacettepe University

Baku State University
Azerbaycan Tibb Universiteti
Khazar University
Bahar Dar University

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

Abstract

The title compound, C₉H₁₂NO⁺·Br^- ·CBr₄, consists of one 4-formyl-N,N-di-methylbenzenaminium bromide and a tetrabromomethane molecule. In the crystal, the bromide ions link 4-formyl-N,N-dimethylbenzenaminium moieties through intermolecular C—H· · ·Br and N—H· · ·Br hydrogen bonds, while intermolecular C—H· · ·O hydrogen bonds link 4-formyl-N,N-dimethyl-benzenaminium cations, enclosing R²₂(18) ring motifs, into a di-periodic network structure. The tetrabromomethane molecules fill the spaces between the layers. Neither π–π nor C—H· · ·π(ring) interactions are observed. A Hirshfeld surface analysis of the crystal structure indicates that the most abundant contacts contributing to the crystal packing are from H· · ·Br/Br· · ·H (56.0%), Br· · ·Br (12.1%), H· · ·O/O· · ·H (9.7%) and H· · ·H (9.5%) interactions.

Original language	English
Pages (from-to)	806-810
Number of pages	5
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	81
Issue number	Pt 9
DOIs	https://doi.org/10.1107/S2056989025006929
Publication status	Published - 1 Sept 2025

Keywords

benzenaminium
crystal structure
hydrogen bond
non-covalent interactions

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10.1107/S2056989025006929

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Gurbanov, A. V., Hökelek, T., Mammadova, G. Z., Hasanov, K. I., Javadzade, T. A., & Belay, A. N. (2025). Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane. Acta Crystallographica Section E: Crystallographic Communications, 81(Pt 9), 806-810. https://doi.org/10.1107/S2056989025006929

@article{fa57a2531198492d8ade2304c66a8576,

title = "Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane",

abstract = "The title compound, C9H12NO+·Br- ·CBr4, consists of one 4-formyl-N,N-di-methylbenzenaminium bromide and a tetrabromomethane molecule. In the crystal, the bromide ions link 4-formyl-N,N-dimethylbenzenaminium moieties through intermolecular C—H· · ·Br and N—H· · ·Br hydrogen bonds, while intermolecular C—H· · ·O hydrogen bonds link 4-formyl-N,N-dimethyl-benzenaminium cations, enclosing R22(18) ring motifs, into a di-periodic network structure. The tetrabromomethane molecules fill the spaces between the layers. Neither π–π nor C—H· · ·π(ring) interactions are observed. A Hirshfeld surface analysis of the crystal structure indicates that the most abundant contacts contributing to the crystal packing are from H· · ·Br/Br· · ·H (56.0\%), Br· · ·Br (12.1\%), H· · ·O/O· · ·H (9.7\%) and H· · ·H (9.5\%) interactions.",

keywords = "benzenaminium, crystal structure, hydrogen bond, non-covalent interactions",

author = "Gurbanov, \{Atash V.\} and Tuncer H{\"o}kelek and Mammadova, \{Gunay Z.\} and Hasanov, \{Khudayar I.\} and Javadzade, \{Tahir A.\} and Belay, \{Alebel N.\}",

year = "2025",

month = sep,

day = "1",

doi = "10.1107/S2056989025006929",

language = "English",

volume = "81",

pages = "806--810",

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

issn = "2056-9890",

publisher = "International Union of Crystallography",

number = "Pt 9",

}

Gurbanov, AV, Hökelek, T, Mammadova, GZ, Hasanov, KI, Javadzade, TA & Belay, AN 2025, 'Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane', Acta Crystallographica Section E: Crystallographic Communications, vol. 81, no. Pt 9, pp. 806-810. https://doi.org/10.1107/S2056989025006929

Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane. / Gurbanov, Atash V.; Hökelek, Tuncer; Mammadova, Gunay Z. et al.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 81, No. Pt 9, 01.09.2025, p. 806-810.

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

TY - JOUR

T1 - Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane

AU - Gurbanov, Atash V.

AU - Hökelek, Tuncer

AU - Mammadova, Gunay Z.

AU - Hasanov, Khudayar I.

AU - Javadzade, Tahir A.

AU - Belay, Alebel N.

PY - 2025/9/1

Y1 - 2025/9/1

N2 - The title compound, C9H12NO+·Br- ·CBr4, consists of one 4-formyl-N,N-di-methylbenzenaminium bromide and a tetrabromomethane molecule. In the crystal, the bromide ions link 4-formyl-N,N-dimethylbenzenaminium moieties through intermolecular C—H· · ·Br and N—H· · ·Br hydrogen bonds, while intermolecular C—H· · ·O hydrogen bonds link 4-formyl-N,N-dimethyl-benzenaminium cations, enclosing R22(18) ring motifs, into a di-periodic network structure. The tetrabromomethane molecules fill the spaces between the layers. Neither π–π nor C—H· · ·π(ring) interactions are observed. A Hirshfeld surface analysis of the crystal structure indicates that the most abundant contacts contributing to the crystal packing are from H· · ·Br/Br· · ·H (56.0%), Br· · ·Br (12.1%), H· · ·O/O· · ·H (9.7%) and H· · ·H (9.5%) interactions.

AB - The title compound, C9H12NO+·Br- ·CBr4, consists of one 4-formyl-N,N-di-methylbenzenaminium bromide and a tetrabromomethane molecule. In the crystal, the bromide ions link 4-formyl-N,N-dimethylbenzenaminium moieties through intermolecular C—H· · ·Br and N—H· · ·Br hydrogen bonds, while intermolecular C—H· · ·O hydrogen bonds link 4-formyl-N,N-dimethyl-benzenaminium cations, enclosing R22(18) ring motifs, into a di-periodic network structure. The tetrabromomethane molecules fill the spaces between the layers. Neither π–π nor C—H· · ·π(ring) interactions are observed. A Hirshfeld surface analysis of the crystal structure indicates that the most abundant contacts contributing to the crystal packing are from H· · ·Br/Br· · ·H (56.0%), Br· · ·Br (12.1%), H· · ·O/O· · ·H (9.7%) and H· · ·H (9.5%) interactions.

KW - benzenaminium

KW - crystal structure

KW - hydrogen bond

KW - non-covalent interactions

UR - https://www.scopus.com/pages/publications/105015585069

U2 - 10.1107/S2056989025006929

DO - 10.1107/S2056989025006929

M3 - Article

C2 - 40918570

AN - SCOPUS:105015585069

SN - 2056-9890

VL - 81

SP - 806

EP - 810

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

IS - Pt 9

ER -

Crystal structure and Hirshfeld surface analysis of a supramolecular aggregate of 4-formyl-N,N-dimethylanilinium bromide with tetrabromomethane

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Keywords

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