Crystal structure of ebastinium 3,5-dinitrobenzoate

Mohammed A. E. Shaibah; Belakavadi K. Sagar; Hemmige S. Yathirajan; S. Madan Kumar; Christopher Glidewell

doi:10.1107/S205698901701324X

Crystal structure of ebastinium 3,5-dinitrobenzoate

Mohammed A. E. Shaibah, Belakavadi K. Sagar, Hemmige S. Yathirajan, S. Madan Kumar, Christopher Glidewell

School of Chemistry

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

Abstract

Ebastine, 4-(benzhydryloxy)-1-[4-(4-tert-butylphenyl)-4-oxobutyl]piperidine, reacts with 3,5-dinitrobenzoic acid in methanol solution to give the title 1:1 salt, ebastinium 3,5-dinitrobenzoate, C₃₂H₄₀NO₂⁺·C₇H₃N₂O₆^-. In the cation, the disubstituted aryl ring exhibits orientational disorder over two sets of atomic sites having occupancies 0.706(4) and 0.294(6), with a dihedral angle of 41.2(5)° between the two orientations: the bulky Ph₂CH—O– substituent occupies an axial site on the piperidine ring. The two ions in the selected asymmetric unit are linked by a nearly linear N—H···O hydrogen bond and this, in combination with two C—H···O hydrogen bonds, links the ions into complex sheets.

Original language	English
Pages (from-to)	1513-1516
Number of pages	4
Journal	Acta Crystallographica Section E
Volume	73
Issue number	10
Early online date	19 Sept 2017
DOIs	https://doi.org/10.1107/S205698901701324X
Publication status	Published - Oct 2017

Keywords

Molecular structure
Disorder
Conformation
Hydrogen bonding
Supramolecular assembly

Access to Document

10.1107/S205698901701324XLicence: CC BY

Glidewell_2017_ACSECC_ebastinium_CC
© 2017 The Authors. This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Final published version, 802 KBLicence: CC BY

Crystal structure of ebastinium 3,5-dinitrobenzoate (dataset)
Shaibah, M. A. E. (Creator), Sagar (Belakavadi K. Sagar), B. K. (Creator), Yathirajan (Hemmige S. Yathirajan), H. S. (Creator), Kumar, S. M. (Creator) & Glidewell, C. (Creator), Cambridge Crystallographic Data Centre, 15 Sept 2017
https://dx.doi.org/10.5517/ccdc.csd.cc1pvmcj and one more link, http://dx.doi.org/10.1107/S205698901701324X (show fewer)
Dataset

Cite this

@article{92765172e5164cecb631565eff327438,

title = "Crystal structure of ebastinium 3,5-dinitrobenzoate",

abstract = "Ebastine, 4-(benzhydryloxy)-1-[4-(4-tert-butylphenyl)-4-oxobutyl]piperidine, reacts with 3,5-dinitrobenzoic acid in methanol solution to give the title 1:1 salt, ebastinium 3,5-dinitrobenzoate, C32H40NO2+·C7H3N2O6-. In the cation, the disubstituted aryl ring exhibits orientational disorder over two sets of atomic sites having occupancies 0.706(4) and 0.294(6), with a dihedral angle of 41.2(5)° between the two orientations: the bulky Ph2CH—O– substituent occupies an axial site on the piperidine ring. The two ions in the selected asymmetric unit are linked by a nearly linear N—H···O hydrogen bond and this, in combination with two C—H···O hydrogen bonds, links the ions into complex sheets.",

keywords = "Molecular structure, Disorder, Conformation, Hydrogen bonding, Supramolecular assembly",

author = "Shaibah, {Mohammed A. E.} and Sagar, {Belakavadi K.} and Yathirajan, {Hemmige S.} and Kumar, {S. Madan} and Christopher Glidewell",

note = "BKS thanks the UGC for the award of a Rajiv Gandhi National Fellowship.",

year = "2017",

month = oct,

doi = "10.1107/S205698901701324X",

language = "English",

volume = "73",

pages = "1513--1516",

journal = "Acta Crystallographica Section E",

issn = "2056-9890",

publisher = "International Union of Crystallography",

number = "10",

}

TY - JOUR

T1 - Crystal structure of ebastinium 3,5-dinitrobenzoate

AU - Shaibah, Mohammed A. E.

AU - Sagar, Belakavadi K.

AU - Yathirajan, Hemmige S.

AU - Kumar, S. Madan

AU - Glidewell, Christopher

N1 - BKS thanks the UGC for the award of a Rajiv Gandhi National Fellowship.

PY - 2017/10

Y1 - 2017/10

N2 - Ebastine, 4-(benzhydryloxy)-1-[4-(4-tert-butylphenyl)-4-oxobutyl]piperidine, reacts with 3,5-dinitrobenzoic acid in methanol solution to give the title 1:1 salt, ebastinium 3,5-dinitrobenzoate, C32H40NO2+·C7H3N2O6-. In the cation, the disubstituted aryl ring exhibits orientational disorder over two sets of atomic sites having occupancies 0.706(4) and 0.294(6), with a dihedral angle of 41.2(5)° between the two orientations: the bulky Ph2CH—O– substituent occupies an axial site on the piperidine ring. The two ions in the selected asymmetric unit are linked by a nearly linear N—H···O hydrogen bond and this, in combination with two C—H···O hydrogen bonds, links the ions into complex sheets.

AB - Ebastine, 4-(benzhydryloxy)-1-[4-(4-tert-butylphenyl)-4-oxobutyl]piperidine, reacts with 3,5-dinitrobenzoic acid in methanol solution to give the title 1:1 salt, ebastinium 3,5-dinitrobenzoate, C32H40NO2+·C7H3N2O6-. In the cation, the disubstituted aryl ring exhibits orientational disorder over two sets of atomic sites having occupancies 0.706(4) and 0.294(6), with a dihedral angle of 41.2(5)° between the two orientations: the bulky Ph2CH—O– substituent occupies an axial site on the piperidine ring. The two ions in the selected asymmetric unit are linked by a nearly linear N—H···O hydrogen bond and this, in combination with two C—H···O hydrogen bonds, links the ions into complex sheets.

KW - Molecular structure

KW - Disorder

KW - Conformation

KW - Hydrogen bonding

KW - Supramolecular assembly

U2 - 10.1107/S205698901701324X

DO - 10.1107/S205698901701324X

M3 - Article

SN - 2056-9890

VL - 73

SP - 1513

EP - 1516

JO - Acta Crystallographica Section E

JF - Acta Crystallographica Section E

IS - 10

ER -

Crystal structure of ebastinium 3,5-dinitrobenzoate

Abstract

Keywords

Access to Document

Fingerprint

Datasets

Crystal structure of ebastinium 3,5-dinitrobenzoate (dataset)

Cite this