1999
DOI: 10.1107/s0108270199003625
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Intermolecular (pyrrole)N—H...π(pyrrole) interactions in bis(2-pyrrolyl)methylferrocene, an organometallic porphyrin precursor

Abstract: The title compound, C19HI8FeN2 or [Fe(CsHs)(CI4HI3-N2)], crystallizes in space group P2~/n with two molecules in the asymmetric unit. The pyrrole groups take part in intermolecular (pyrrole)N--H...Tr(pyrrole) interactions through a hydrogen-bonded ring system involving four pyrrole groups, with N..-(pyrrole centroid) distances in the range 3.209(3)-3.427 (3)/k and N--H.--(pyrrole centroid) angles in the range 127-139 °.

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Cited by 16 publications
(19 citation statements)
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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%
See 1 more Smart Citation
“…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%
“…The title compound was synthesized according to the literature method of Gallagher et al (1999). Dark-yellow crystals were recrystallized from ethyl acetate/petroleum ether (b.p.…”
Section: Methodsmentioning
confidence: 99%
“…The Fe to cyclopentadienyl ring centroid distance is 1.6427 (14),~ for the substituted ring and 1.6461 (16),~ for the unsubstituted ring (Spek, 1998), which areocomparable with values of 1.6449 (4) and 1.6464 (4)A in the related methyl ester derivative, (II) (Gallagher et al, 1999). The range oOf Ccp---Ccp distances in (I) is 1.400 (4) In the asymmetric unit, molecules of (I) associate through intermolecular N H...O hydrogen bonds [N1...O1 i 2.811(3),~,; symmetry code: (i) 1 x, z-Y, ½ + z], forming a one-dimensional chain with graph set C(4) as depicted in Fig.…”
Section: C14 C15 ~ O1mentioning
confidence: 99%
“…Related crystal structures almost exclusively involveunsubstituted dipyrromethanes (Lin et al, 1996;Bennis & Gallagher, 1998;Gallagher & Moriarty, 1999;Arumugam et al, 2001;Patra et al, 2002).…”
Section: Commentmentioning
confidence: 99%