2005
DOI: 10.1107/s160053680502088x
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N,N′-Dibenzoylpiperazine

Abstract: In the title structure, C18H18N2O2, the piperazine ring adopts a chair conformation and the two phen­yl rings are parallel. The mol­ecule possesses a crystallographically imposed inversion centre. In the crystal structure, weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into ribbons along the b axis.

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Cited by 5 publications
(7 citation statements)
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“…Furthermore, the trans-isomer (or Z-configuration) is expected to be the most preferred configuration for the planar amide bonds formed between trimesoyl chloride and m-phenylene diamine due to steric factors and charge interactions [18,19]. In the case of piperazine, the chair conformation is more energetically favored by the boat conformation, when the piperazine ring is forming part of an amide bond [20,21]. Finally, there is no evidence of chiral centers, due to the absence of sp 3 hybridized carbon atoms with four different substituents.…”
Section: Resultsmentioning
confidence: 99%
“…Furthermore, the trans-isomer (or Z-configuration) is expected to be the most preferred configuration for the planar amide bonds formed between trimesoyl chloride and m-phenylene diamine due to steric factors and charge interactions [18,19]. In the case of piperazine, the chair conformation is more energetically favored by the boat conformation, when the piperazine ring is forming part of an amide bond [20,21]. Finally, there is no evidence of chiral centers, due to the absence of sp 3 hybridized carbon atoms with four different substituents.…”
Section: Resultsmentioning
confidence: 99%
“…All atoms from tetrafluorophenyl ring is nearly strict planar with the largest deviation of 0.0105 (18) Å from the mean plane. The carbonyl group bond distance is 1.2275 (18) Å for C7-O1 and the amide bond distance is 1.3409 (19) Å for C7-N1, which are very similar to those of its derivative N,N′-dibenzoylpiperazine (Zheng et al, 2005). The C-F bond lengths range from 1.334 (2) to 1.334 2Å.…”
Section: Data Collectionmentioning
confidence: 67%
“…For related literature, see: Kartha et al (1981); Luo & Palmore (2002); Sarangarajan et al (2005); Varughese & Kartha (1982); Zheng et al (2005).…”
Section: Related Literaturementioning
confidence: 99%
“…For the properties and applications of piperazine derivatives, see: Zhao et al (2002); Sonurlikar et al (1977); Bigoli et al (2001). For the synthesis of related compounds, see: Zheng et al (2005); Sarangarajan et al (2005). For related structures, see: Yogavel et al (2003); Gunasekaran et al (1996); Thirumurugan et al (1998).…”
Section: Related Literaturementioning
confidence: 99%
“…In addition, piperazine derivatives are useful precursors of mixed-ligand dithiolenes of interest for non-linear optics (Bigoli et al, 2001). Recently, many piperazine derivatives with various substituents have been synthesized (Zheng et al, 2005;Sarangarajan et al, 2005). Herein, we report the crystal structure of the title compound, (I).…”
Section: S1 Commentmentioning
confidence: 99%