6,6′-Diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

Zeng, Jia

doi:10.1107/s1600536809003328

Acta Cryst E

2009

DOI: 10.1107/s1600536809003328

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6,6′-Diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

Jia Zeng

Abstract: In the title molecule, C21H26N2O4, the dihedral angle between the two benzene rings is 88.4 (3)°. Two fairly strong intramolecular O—H⋯N hydrogen bonds may, in part, influence the molecular conformation.

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A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

et al. 2009

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The title Schiff base compound, C21H26N2O4, is a second triclinic polymorph of a previously reported room-temperature structure [Jia (2009 ▶). Acta Cryst. E65, o646]. Strong intramolecular O—H⋯N hydrogen bonds generate S(6) ring motifs. Intermolecular C—H⋯O interactions link neighbouring molecules into dimers with an R 2 2(16) ring motif. The mean planes of the two benzene rings are almost perpendicular to each other, making a dihedral angle of 88.24 (5)°. An interesting feature of the crystal structure is the intermolecular short C⋯O [3.1878 (13) Å] contact which is shorter than the sum of the van der Waals radii of the relevant atoms. The crystal structure is further stabilized by intermolecular C—H⋯π and π–π interactions [centroid–centroid distance = 3.7414 (6) Å]. The structure has a stereogenic centre but the space group is centrosymmetric, so the molecule exists as a racemate.

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A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

et al. 2009

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2-Ethoxy-6-[(methylimino)methyl]phenol

2010

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Di-μ₃-acetato-bis{μ-6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}dicadmiumdisodium ethanol 0.67-solvate

2012

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.006 Å; disorder in main residue; R factor = 0.054; wR factor = 0.147; data-to-parameter ratio = 19.0. 2+ and Na + cations show distorted octahedral coordinations. The asymmetric unit consists of half a tetranuclear molecule (lying on an inversion center) and a full tetranuclear molecule (lying on a general position) along with a lattice ethanol molecule, which links to the coordinating acetate ion via an O-HÁ Á ÁO hydrogen bond. In the crystal, the propyl and ethyl groups of the complex molecule are disordered over two positions in a 1:1 ratio; the ethyl group of the lattice ethanol molecule is also equally disordered over two positions. Related literature

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6,6′-Diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

Abstract: In the title molecule, C21H26N2O4, the dihedral angle between the two benzene rings is 88.4 (3)°. Two fairly strong intramolecular O—H⋯N hydrogen bonds may, in part, influence the molecular conformation.

Cited by 3 publications

References 8 publications

A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

2-Ethoxy-6-[(methylimino)methyl]phenol

Di-μ₃-acetato-bis{μ-6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}dicadmiumdisodium ethanol 0.67-solvate

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6,6′-Diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

Abstract: In the title mol­ecule, C21H26N2O4, the dihedral angle between the two benzene rings is 88.4 (3)°. Two fairly strong intra­molecular O—H⋯N hydrogen bonds may, in part, influence the mol­ecular conformation.

Cited by 3 publications

References 8 publications

A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

A second tricilinc polymorph of 6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

2-Ethoxy-6-[(methylimino)methyl]phenol

Di-μ3-acetato-bis{μ-6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}dicadmiumdisodium ethanol 0.67-solvate

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Abstract: In the title molecule, C21H26N2O4, the dihedral angle between the two benzene rings is 88.4 (3)°. Two fairly strong intramolecular O—H⋯N hydrogen bonds may, in part, influence the molecular conformation.

Di-μ₃-acetato-bis{μ-6,6′-diethoxy-2,2′-[propane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}dicadmiumdisodium ethanol 0.67-solvate