2003
DOI: 10.1107/s1600536803026710
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4,5-Bis(4-methylphenylsulfanyl)phthalonitrile

Abstract: The title compound, C22H16N2S2, has one and a half mol­ecules in the asymmetric unit. Each mol­ecule has a twist conformation and distorted C2v symmetry. The supramolecular structure of the title compound is defined by C—H⋯N, π–π stacking and C—H⋯π interactions.

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Cited by 12 publications
(11 citation statements)
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“…The C7 N1, C8 N2, C21 N3 and C22 N4 bond distances are 1.137 (2), 1.144 (2), 1.140 (2) and 1.138 (2) A Ê , respectively, showing N C triple-bond character. These values agree well with literature values (Ocak et al, 2004). Experimental 1,3-Benzenediol (0.32 g, 2.91 mmol) and 4-nitrophthalonitrile (1.00 g, 5.78 mmol) were dissolved in dry dimethylformamide (40 ml) with stirring under N 2 .…”
Section: Commentsupporting
confidence: 89%
“…The C7 N1, C8 N2, C21 N3 and C22 N4 bond distances are 1.137 (2), 1.144 (2), 1.140 (2) and 1.138 (2) A Ê , respectively, showing N C triple-bond character. These values agree well with literature values (Ocak et al, 2004). Experimental 1,3-Benzenediol (0.32 g, 2.91 mmol) and 4-nitrophthalonitrile (1.00 g, 5.78 mmol) were dissolved in dry dimethylformamide (40 ml) with stirring under N 2 .…”
Section: Commentsupporting
confidence: 89%
“…Rings A (atoms C3-C8) and B (C9-C14) have a dihedral angle of 85.47 (11) . The C N bond lengths (Table 1) display triple-bond character and are similar to values reported by Atalay et al (2003) and Ocak, Ç oruh et al (2004).…”
Section: Commentsupporting
confidence: 87%
“…The molecule of the title compound, (I) is not planar: the dihedral angle between the phthalonitrile moiety and the 2formylphenoxy group is 62.68 (4) . The lengths of the two N C triple bonds [C1 N1 = 1.3333 (17) Å and C2 N2 = 1.1409 (17) Å ] are consistent with those found in similar compounds (Ocak et al, 2003(Ocak et al, , 2004Atalay et al, 2003;Erdem et al, 2004).…”
Section: Commentsupporting
confidence: 86%