Crystal structure of (Z)-1-(ferrocenylethynyl)-10-(phenylimino)anthracen-9(10H)-one from synchrotron X-ray powder diffraction

Eiji Nishibori; Shinobu Aoyagi; Makoto Sakata; Ryota Sakamoto; Hiroshi Nishihara

doi:10.1107/S1600536814025252

Crystal structure of (Z)-1-(ferrocenylethynyl)-10-(phenylimino)anthracen-9(10H)-one from synchrotron X-ray powder diffraction

Eiji Nishibori, Shinobu Aoyagi, Makoto Sakata, Ryota Sakamoto, Hiroshi Nishihara

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

Abstract

In the title compound, [Fe(C₅H₅)(C₂₇H₁₆NO)], designed and synthesized to explore a new electron-donor (D) and -acceptor (A) conjugated complex, the two cyclopentadienyl rings adopt an eclipsed conformation. The anthracene tricycle is distorted towards a butterfly conformation and the mean planes of the outer benzene rings are inclined each to other at 22.7(3)°. In the crystal, molecules are paired into inversion dimers via π-π interactions. Weak intermolecular C-H⋯π interactions link further these dimers into one-dimensional columns along the b axis, with the ferrocenylethynyl arms arranged between the stacks to fill the voids.

Original language	English
Pages (from-to)	573-576
Number of pages	4
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	70
Issue number	12
DOIs	https://doi.org/10.1107/S1600536814025252
Publication status	Published - 2014 Dec 1
Externally published	Yes

Keywords

C-H⋯π interactions
D-A conjugated complex
ferrocenyl-anthracen-9(10H)-one
powder diffraction
structure determination
synchrotron radiation
π-π interactions

ASJC Scopus subject areas

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

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10.1107/S1600536814025252

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title = "Crystal structure of (Z)-1-(ferrocenylethynyl)-10-(phenylimino)anthracen-9(10H)-one from synchrotron X-ray powder diffraction",

abstract = "In the title compound, [Fe(C5H5)(C27H16NO)], designed and synthesized to explore a new electron-donor (D) and -acceptor (A) conjugated complex, the two cyclopentadienyl rings adopt an eclipsed conformation. The anthracene tricycle is distorted towards a butterfly conformation and the mean planes of the outer benzene rings are inclined each to other at 22.7(3)°. In the crystal, molecules are paired into inversion dimers via π-π interactions. Weak intermolecular C-H⋯π interactions link further these dimers into one-dimensional columns along the b axis, with the ferrocenylethynyl arms arranged between the stacks to fill the voids.",

keywords = "C-H⋯π interactions, D-A conjugated complex, ferrocenyl-anthracen-9(10H)-one, powder diffraction, structure determination, synchrotron radiation, π-π interactions",

author = "Eiji Nishibori and Shinobu Aoyagi and Makoto Sakata and Ryota Sakamoto and Hiroshi Nishihara",

note = "Publisher Copyright: {\textcopyright} 2014.",

year = "2014",

month = dec,

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doi = "10.1107/S1600536814025252",

language = "English",

volume = "70",

pages = "573--576",

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

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T1 - Crystal structure of (Z)-1-(ferrocenylethynyl)-10-(phenylimino)anthracen-9(10H)-one from synchrotron X-ray powder diffraction

AU - Nishibori, Eiji

AU - Aoyagi, Shinobu

AU - Sakata, Makoto

AU - Sakamoto, Ryota

AU - Nishihara, Hiroshi

PY - 2014/12/1

Y1 - 2014/12/1

N2 - In the title compound, [Fe(C5H5)(C27H16NO)], designed and synthesized to explore a new electron-donor (D) and -acceptor (A) conjugated complex, the two cyclopentadienyl rings adopt an eclipsed conformation. The anthracene tricycle is distorted towards a butterfly conformation and the mean planes of the outer benzene rings are inclined each to other at 22.7(3)°. In the crystal, molecules are paired into inversion dimers via π-π interactions. Weak intermolecular C-H⋯π interactions link further these dimers into one-dimensional columns along the b axis, with the ferrocenylethynyl arms arranged between the stacks to fill the voids.

AB - In the title compound, [Fe(C5H5)(C27H16NO)], designed and synthesized to explore a new electron-donor (D) and -acceptor (A) conjugated complex, the two cyclopentadienyl rings adopt an eclipsed conformation. The anthracene tricycle is distorted towards a butterfly conformation and the mean planes of the outer benzene rings are inclined each to other at 22.7(3)°. In the crystal, molecules are paired into inversion dimers via π-π interactions. Weak intermolecular C-H⋯π interactions link further these dimers into one-dimensional columns along the b axis, with the ferrocenylethynyl arms arranged between the stacks to fill the voids.

KW - C-H⋯π interactions

KW - D-A conjugated complex

KW - ferrocenyl-anthracen-9(10H)-one

KW - powder diffraction

KW - structure determination

KW - synchrotron radiation

KW - π-π interactions

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JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

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ER -

Crystal structure of (Z)-1-(ferrocenylethynyl)-10-(phenylimino)anthracen-9(10H)-one from synchrotron X-ray powder diffraction

Abstract

Keywords

ASJC Scopus subject areas

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