N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-4-fluoro-benzene-sulfonamide

Shumaila Younas Mughal; Islam Ullah Khan; William T A Harrison; Muneeb Hayat Khan; Muhammad Nadeem Arshad

doi:10.1107/S1600536812030863

N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-4-fluoro-benzene-sulfonamide

Shumaila Younas Mughal, Islam Ullah Khan, William T A Harrison, Muneeb Hayat Khan^*, Muhammad Nadeem Arshad

^*Corresponding author for this work

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

3 Citations (Scopus)

Abstract

In the title compound, C14H12FNO4S, the dihedral angle between the aromatic rings is 50.26 (9)°and the C-S-N-C bond adopts a gauche conformation [torsion angle =-68.12 (15)°]. The dihydro-dioxine ring is disordered over two orientations, which both approximate to half-chairs, in a 0.880 (7):0.120 (7) ratio. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains propagating in [100]. Weak C-H⋯O and C-H⋯F inter-actions consolidate the packing.

Original language	English
Article number	o2433
Number of pages	8
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	E68
Early online date	Aug 2012
DOIs	https://doi.org/10.1107/S1600536812030863
Publication status	Published - Aug 2012

Keywords

data-to-parameter ratio = 15.6
disorder in main residue
mean σ(C-C) = 0.003 Å
R factor = 0.037
single-crystal X-ray study
T = 296 K
wR factor = 0.101

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title = "N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-4-fluoro-benzene-sulfonamide",

abstract = "In the title compound, C14H12FNO4S, the dihedral angle between the aromatic rings is 50.26 (9)°and the C-S-N-C bond adopts a gauche conformation [torsion angle =-68.12 (15)°]. The dihydro-dioxine ring is disordered over two orientations, which both approximate to half-chairs, in a 0.880 (7):0.120 (7) ratio. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains propagating in [100]. Weak C-H⋯O and C-H⋯F inter-actions consolidate the packing.",

keywords = "data-to-parameter ratio = 15.6, disorder in main residue, mean σ(C-C) = 0.003 {\AA}, R factor = 0.037, single-crystal X-ray study, T = 296 K, wR factor = 0.101",

author = "Mughal, {Shumaila Younas} and Khan, {Islam Ullah} and Harrison, {William T A} and Khan, {Muneeb Hayat} and Arshad, {Muhammad Nadeem}",

year = "2012",

month = aug,

doi = "10.1107/S1600536812030863",

language = "English",

volume = "E68",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-4-fluoro-benzene-sulfonamide

AU - Mughal, Shumaila Younas

AU - Khan, Islam Ullah

AU - Harrison, William T A

AU - Khan, Muneeb Hayat

AU - Arshad, Muhammad Nadeem

PY - 2012/8

Y1 - 2012/8

N2 - In the title compound, C14H12FNO4S, the dihedral angle between the aromatic rings is 50.26 (9)°and the C-S-N-C bond adopts a gauche conformation [torsion angle =-68.12 (15)°]. The dihydro-dioxine ring is disordered over two orientations, which both approximate to half-chairs, in a 0.880 (7):0.120 (7) ratio. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains propagating in [100]. Weak C-H⋯O and C-H⋯F inter-actions consolidate the packing.

AB - In the title compound, C14H12FNO4S, the dihedral angle between the aromatic rings is 50.26 (9)°and the C-S-N-C bond adopts a gauche conformation [torsion angle =-68.12 (15)°]. The dihydro-dioxine ring is disordered over two orientations, which both approximate to half-chairs, in a 0.880 (7):0.120 (7) ratio. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains propagating in [100]. Weak C-H⋯O and C-H⋯F inter-actions consolidate the packing.

KW - data-to-parameter ratio = 15.6

KW - disorder in main residue

KW - mean σ(C-C) = 0.003 Å

KW - R factor = 0.037

KW - single-crystal X-ray study

KW - T = 296 K

KW - wR factor = 0.101

UR - http://www.scopus.com/inward/record.url?scp=84864650223&partnerID=8YFLogxK

U2 - 10.1107/S1600536812030863

DO - 10.1107/S1600536812030863

M3 - Article

AN - SCOPUS:84864650223

SN - 1600-5368

VL - E68

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

M1 - o2433

ER -

N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-4-fluoro-benzene-sulfonamide

Abstract

Keywords

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