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Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in one, two and three dimensions

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Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions : supramolecular assembly in one, two and three dimensions. / Chinthal, Chayanna Harish; Yathirajan, Hemmige S.; Archana, Sreeramapura D.; Foro, Sabine; Glidewell, Christopher.

In: Acta Crystallographica Section E: Crystallographic Communications , Vol. 76, No. 6, 01.06.2020, p. 841-847.

Research output: Contribution to journalArticlepeer-review

Harvard

Chinthal, CH, Yathirajan, HS, Archana, SD, Foro, S & Glidewell, C 2020, 'Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in one, two and three dimensions', Acta Crystallographica Section E: Crystallographic Communications , vol. 76, no. 6, pp. 841-847. https://doi.org/10.1107/S2056989020006398

APA

Chinthal, C. H., Yathirajan, H. S., Archana, S. D., Foro, S., & Glidewell, C. (2020). Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in one, two and three dimensions. Acta Crystallographica Section E: Crystallographic Communications , 76(6), 841-847. https://doi.org/10.1107/S2056989020006398

Vancouver

Chinthal CH, Yathirajan HS, Archana SD, Foro S, Glidewell C. Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in one, two and three dimensions. Acta Crystallographica Section E: Crystallographic Communications . 2020 Jun 1;76(6):841-847. https://doi.org/10.1107/S2056989020006398

Author

Chinthal, Chayanna Harish ; Yathirajan, Hemmige S. ; Archana, Sreeramapura D. ; Foro, Sabine ; Glidewell, Christopher. / Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions : supramolecular assembly in one, two and three dimensions. In: Acta Crystallographica Section E: Crystallographic Communications . 2020 ; Vol. 76, No. 6. pp. 841-847.

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@article{0c41464cf0fc4ec7942e532141705d3d,
title = "Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in one, two and three dimensions",
abstract = "Three salts containing the 4-(4-fluorophenyl)piperazin-1-ium cation have been prepared and structurally characterized. In 4-(4-fluorophenyl)piperazin-1-ium 2-hydroxy-3,5-dinitrobenzoate, C10H14FN2 +·C7H3N2O7 -, (I), the anion contains an intramolecular O-H···O hydrogen bond, and it has a structure similar to that of the picrate ion. The cations and anions are linked into [001] chains of rings by a combination of two three-centre N-H··· (O)2 hydrogen bonds. The anion in 4-(4-fluorophenyl)piperazin-1-ium hydrogen oxalate, C10H14FN2 +·C2HO4 -, (II), is planar, and the cations and anions are linked into (100) sheets by multiple hydrogen bonds including two-centre N-H···O, three-centre N-H.. (O)2, O-H···O, C-H···O and C-H··· π(arene) types. In 4-(4-fluorophenyl)piperazin-1-ium hydrogen (2R,3R)-tartrate monohydrate, C10H14FN2 +·C4H5O6 -·H2O, (III), the anion exhibits an approximate non-crystallographic twofold rotation symmetry with antiperiplanar carboxyl groups. A combination of eight hydrogen bonds, encompassing two-and three-centre N-H··· O systems, O-H···O and C-H··· π(arene) types, link the independent components into a three-dimensional framework. Comparisons are made with some related structures.",
keywords = "Crystal structure, Hydrogen bonding, Molecular conformation, Piperazines, Piperazinium salts, Supramolecular assembly",
author = "Chinthal, {Chayanna Harish} and Yathirajan, {Hemmige S.} and Archana, {Sreeramapura D.} and Sabine Foro and Christopher Glidewell",
note = "HSY thanks the University Grants Commission, New Delhi, for the award of a BSR Faculty Fellowship for three years.",
year = "2020",
month = jun,
day = "1",
doi = "10.1107/S2056989020006398",
language = "English",
volume = "76",
pages = "841--847",
journal = "Acta Crystallographica Section E Crystallographic Communications",
issn = "2056-9890",
publisher = "International Union of Crystallography",
number = "6",

}

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TY - JOUR

T1 - Three 4-(4-fluorophenyl)piperazin-1-ium salts containing organic anions

T2 - supramolecular assembly in one, two and three dimensions

AU - Chinthal, Chayanna Harish

AU - Yathirajan, Hemmige S.

AU - Archana, Sreeramapura D.

AU - Foro, Sabine

AU - Glidewell, Christopher

N1 - HSY thanks the University Grants Commission, New Delhi, for the award of a BSR Faculty Fellowship for three years.

PY - 2020/6/1

Y1 - 2020/6/1

N2 - Three salts containing the 4-(4-fluorophenyl)piperazin-1-ium cation have been prepared and structurally characterized. In 4-(4-fluorophenyl)piperazin-1-ium 2-hydroxy-3,5-dinitrobenzoate, C10H14FN2 +·C7H3N2O7 -, (I), the anion contains an intramolecular O-H···O hydrogen bond, and it has a structure similar to that of the picrate ion. The cations and anions are linked into [001] chains of rings by a combination of two three-centre N-H··· (O)2 hydrogen bonds. The anion in 4-(4-fluorophenyl)piperazin-1-ium hydrogen oxalate, C10H14FN2 +·C2HO4 -, (II), is planar, and the cations and anions are linked into (100) sheets by multiple hydrogen bonds including two-centre N-H···O, three-centre N-H.. (O)2, O-H···O, C-H···O and C-H··· π(arene) types. In 4-(4-fluorophenyl)piperazin-1-ium hydrogen (2R,3R)-tartrate monohydrate, C10H14FN2 +·C4H5O6 -·H2O, (III), the anion exhibits an approximate non-crystallographic twofold rotation symmetry with antiperiplanar carboxyl groups. A combination of eight hydrogen bonds, encompassing two-and three-centre N-H··· O systems, O-H···O and C-H··· π(arene) types, link the independent components into a three-dimensional framework. Comparisons are made with some related structures.

AB - Three salts containing the 4-(4-fluorophenyl)piperazin-1-ium cation have been prepared and structurally characterized. In 4-(4-fluorophenyl)piperazin-1-ium 2-hydroxy-3,5-dinitrobenzoate, C10H14FN2 +·C7H3N2O7 -, (I), the anion contains an intramolecular O-H···O hydrogen bond, and it has a structure similar to that of the picrate ion. The cations and anions are linked into [001] chains of rings by a combination of two three-centre N-H··· (O)2 hydrogen bonds. The anion in 4-(4-fluorophenyl)piperazin-1-ium hydrogen oxalate, C10H14FN2 +·C2HO4 -, (II), is planar, and the cations and anions are linked into (100) sheets by multiple hydrogen bonds including two-centre N-H···O, three-centre N-H.. (O)2, O-H···O, C-H···O and C-H··· π(arene) types. In 4-(4-fluorophenyl)piperazin-1-ium hydrogen (2R,3R)-tartrate monohydrate, C10H14FN2 +·C4H5O6 -·H2O, (III), the anion exhibits an approximate non-crystallographic twofold rotation symmetry with antiperiplanar carboxyl groups. A combination of eight hydrogen bonds, encompassing two-and three-centre N-H··· O systems, O-H···O and C-H··· π(arene) types, link the independent components into a three-dimensional framework. Comparisons are made with some related structures.

KW - Crystal structure

KW - Hydrogen bonding

KW - Molecular conformation

KW - Piperazines

KW - Piperazinium salts

KW - Supramolecular assembly

U2 - 10.1107/S2056989020006398

DO - 10.1107/S2056989020006398

M3 - Article

AN - SCOPUS:85086264684

VL - 76

SP - 841

EP - 847

JO - Acta Crystallographica Section E Crystallographic Communications

JF - Acta Crystallographica Section E Crystallographic Communications

SN - 2056-9890

IS - 6

ER -

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