Crystallographic studies in the pyrrole series. Part II. Crystal and molecular structure of 5,5′-diethoxycarbonyl-3,3′,4,4′-tetraethyldipyrrol-2-ylmethane

Bonnett, Raymond; Hursthouse, M. B.; Neidle, Stephen

doi:10.1039/p29720001335

Cited by 16 publications

(17 citation statements)

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“…The title compound (I) has a trifluoromethyl substituent at the 3-position of the pyrrole ring. The structure of F(I) compound (II) has already been studied, and a large F(2) F(3) distortion has been observed in the bonds of the pyrrole c(1) ring (Bonnett, Hursthouse & Neidle, 1972). One point of c(2) C(3) interest in structure (I) was, therefore, the effect of the c(4) trifluoromethyl group on the bond distortion of the c(5) C(6) pyrrole ring.…”

Section: Ciihi2f3nomentioning

confidence: 99%

Structure of ethyl 4-acetyl-5-methyl-3-trifluoromethylpyrrole-2-carboxylate

Yamamoto¹,

Machida²,

Taga³

et al. 1986

Acta Crystallogr C

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Section: Ciihi2f3nomentioning

confidence: 99%

Structure of ethyl 4-acetyl-5-methyl-3-trifluoromethylpyrrole-2-carboxylate

Yamamoto¹,

Machida²,

Taga³

et al. 1986

Acta Crystallogr C

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“…In addition, the carbonyl oxygen atom is involved in a weak intramolecular interaction with the neighboring aryl group [C55-H55A···O1 = 2.55 (2) Å]. Related structures have been reported (Bonnett et al, 1972;Lin et al, 1996;Bennis & Gallagher, 1998;Gallagher & Moriarty, 1999;Patra et al, 2002).…”

Section: Methodsmentioning

confidence: 99%

“…For related literature, see: Bonnett et al (1972); Lin et al (1996); Bennis & Gallagher (1998); Gallagher & Moriarty (1999); Patra et al (2002); Senge (2000Senge ( , 2005a; Senge & Smith (2005); Shin et al (2004). The compound was prepared as described by Lazzeri & Durantini (2003); crystals were handled as decribed by Hope (1994).…”

Section: Related Literaturementioning

confidence: 99%

N-[4-(Di-2-pyrrolylmethyl)phenyl]acetamide

Senge

2007

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 90 K; mean (C-C) = 0.002 Å; R factor = 0.051; wR factor = 0.131; data-to-parameter ratio = 24.4.The crystal structure of the title compound, C 17 H 17 N 3 O, shows the formation of infinite chains of molecules that are linked via hydrogen bonds involving the acetamide group. The carbonyl O atom forms hydrogen bonds with both a pyrrole NH group and another acetamide NH unit. In addition, the carbonyl O atom is involved in a weak intramolecular interaction with the neighboring aryl group, thus connecting different chains. (2003); crystals were handled as decribed by Hope (1994). The hydrogen-bonding analysis followed the criteria set out by Steiner (1997). Related literature ExperimentalCrystal data

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“…This is similar to those of 98 and 107 ° between the methylene-bridged ring systems in bilirubin (Bonnett, Davies & Hursthouse, 1976) and in a biladiene-ac dihydrobromide derivative (Struckmeier, Thewalt & Engel, 1976) respectively. An angle of 71.9 ° has been observed for a model 2,2'-methylenedipyrrole (Bonnett, Hursthouse & Neidle, 1972). In bilirubin six intramolecular N-H...O hydrogen bonds stabilize this arrangement.…”

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confidence: 89%