Fluoren-9-one oxime

Bernhard Bugenhagen; Yosef Al Jasem; Mariam Al-Azani; Thies Thiemann

doi:10.1107/S1600536814002669

Fluoren-9-one oxime

Bernhard Bugenhagen, Yosef Al Jasem, Mariam Al-Azani, Thies Thiemann

Department of Chemistry

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

Abstract

In the title molecule, C₁₃H₉NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C - H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O - H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π-π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) Å. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C - H⋯π contact between the fluorene groups belonging to neighbouring chains.

Original language	English
Pages (from-to)	o265
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	70
Issue number	3
DOIs	https://doi.org/10.1107/S1600536814002669
Publication status	Published - Mar 2014

Keywords

Data-to-parameter ratio = 13.9
Mean σ(C-C) = 0.002 Å
R factor = 0.029
Single-crystal X-ray study
T = 100 K
wR factor = 0.075

ASJC Scopus subject areas

Chemistry(all)
Materials Science(all)
Condensed Matter Physics

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10.1107/S1600536814002669

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@article{9bba48ad09eb45d2be9595dd708069d7,

title = "Fluoren-9-one oxime",

abstract = "In the title molecule, C13H9NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) {\AA} for the oxime O atom. A short intramolecular C - H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O - H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π-π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) {\AA}. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C - H⋯π contact between the fluorene groups belonging to neighbouring chains.",

keywords = "Data-to-parameter ratio = 13.9, Mean σ(C-C) = 0.002 {\AA}, R factor = 0.029, Single-crystal X-ray study, T = 100 K, wR factor = 0.075",

author = "Bernhard Bugenhagen and {Al Jasem}, Yosef and Mariam Al-Azani and Thies Thiemann",

year = "2014",

month = mar,

doi = "10.1107/S1600536814002669",

language = "English",

volume = "70",

pages = "o265",

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

issn = "1600-5368",

publisher = "International Union of Crystallography",

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}

TY - JOUR

T1 - Fluoren-9-one oxime

AU - Bugenhagen, Bernhard

AU - Al Jasem, Yosef

AU - Al-Azani, Mariam

AU - Thiemann, Thies

PY - 2014/3

Y1 - 2014/3

N2 - In the title molecule, C13H9NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C - H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O - H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π-π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) Å. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C - H⋯π contact between the fluorene groups belonging to neighbouring chains.

AB - In the title molecule, C13H9NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C - H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O - H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π-π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) Å. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C - H⋯π contact between the fluorene groups belonging to neighbouring chains.

KW - Data-to-parameter ratio = 13.9

KW - Mean σ(C-C) = 0.002 Å

KW - R factor = 0.029

KW - Single-crystal X-ray study

KW - T = 100 K

KW - wR factor = 0.075

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U2 - 10.1107/S1600536814002669

DO - 10.1107/S1600536814002669

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AN - SCOPUS:84897724342

SN - 1600-5368

VL - 70

SP - o265

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

IS - 3

ER -

Fluoren-9-one oxime

Abstract

Keywords

ASJC Scopus subject areas

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