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2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate

In the title mol­ecule, C(48)H(42)N(4)O(5), a potential non-linear optical compound, the furan ring [r.m.s. deviation = 0.010 (1) Å] and the indolyl­idene ring system [r.m.s. deviation = 0.013 (2) Å] are inclined to one another by 18.52 (6)°. This is similar to the arrangement [16.51 (18)°] found fo...

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Autores principales: Gainsford, Graeme J., Bhuiyan, M. Delower H., Kay, Andrew J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914075/
https://www.ncbi.nlm.nih.gov/pubmed/24526976
http://dx.doi.org/10.1107/S1600536813032868
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author Gainsford, Graeme J.
Bhuiyan, M. Delower H.
Kay, Andrew J.
author_facet Gainsford, Graeme J.
Bhuiyan, M. Delower H.
Kay, Andrew J.
author_sort Gainsford, Graeme J.
collection PubMed
description In the title mol­ecule, C(48)H(42)N(4)O(5), a potential non-linear optical compound, the furan ring [r.m.s. deviation = 0.010 (1) Å] and the indolyl­idene ring system [r.m.s. deviation = 0.013 (2) Å] are inclined to one another by 18.52 (6)°. This is similar to the arrangement [16.51 (18)°] found for the N-hy­droxy­ethyl adduct of the title compound [Bhuiyan et al. (2011 ▶). Mol. Cryst. Liq. Cryst. 548, 1–12]. Replacing the hy­droxy­ethyl group with 3,5-di­benzyl­oxybenzoate has not resulted in a non-centrosymmetric lattice arrangement or significant changes to the basic mol­ecular structure. In the crystal, mol­ecules are linked via pairs of C—H⋯N hydrogen bonds, forming inversion dimers with an R (2) (2)(20) ring motif. The dimers are linked via C—H⋯O hydrogen bonds, forming C(17) chains along [010]. The chains are linked by further C—H⋯N hydrogen bonds, forming layers parallel to (001) and enclosing R (2) (2)(44) ring motifs. There are also C—H⋯π inter­actions present, stabilizing the inter­layer orientation of the pendant bis­(benz­yloxy)benzo­yloxy group.
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spelling pubmed-39140752014-02-13 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate Gainsford, Graeme J. Bhuiyan, M. Delower H. Kay, Andrew J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(48)H(42)N(4)O(5), a potential non-linear optical compound, the furan ring [r.m.s. deviation = 0.010 (1) Å] and the indolyl­idene ring system [r.m.s. deviation = 0.013 (2) Å] are inclined to one another by 18.52 (6)°. This is similar to the arrangement [16.51 (18)°] found for the N-hy­droxy­ethyl adduct of the title compound [Bhuiyan et al. (2011 ▶). Mol. Cryst. Liq. Cryst. 548, 1–12]. Replacing the hy­droxy­ethyl group with 3,5-di­benzyl­oxybenzoate has not resulted in a non-centrosymmetric lattice arrangement or significant changes to the basic mol­ecular structure. In the crystal, mol­ecules are linked via pairs of C—H⋯N hydrogen bonds, forming inversion dimers with an R (2) (2)(20) ring motif. The dimers are linked via C—H⋯O hydrogen bonds, forming C(17) chains along [010]. The chains are linked by further C—H⋯N hydrogen bonds, forming layers parallel to (001) and enclosing R (2) (2)(44) ring motifs. There are also C—H⋯π inter­actions present, stabilizing the inter­layer orientation of the pendant bis­(benz­yloxy)benzo­yloxy group. International Union of Crystallography 2013-12-11 /pmc/articles/PMC3914075/ /pubmed/24526976 http://dx.doi.org/10.1107/S1600536813032868 Text en © Gainsford et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Gainsford, Graeme J.
Bhuiyan, M. Delower H.
Kay, Andrew J.
2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title_full 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title_fullStr 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title_full_unstemmed 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title_short 2-{2-[5-(4-Cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1H-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
title_sort 2-{2-[5-(4-cyano-5-di­cyano­methyl­idene-2,2-dimethyl-2,5-di­hydro­furan-3-yl)penta-2,4-dienyl­idene]-3,3-dimethyl-2,3-di­hydro-1h-indol-1-yl}ethyl 3,5-bis­(benz­yloxy)benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914075/
https://www.ncbi.nlm.nih.gov/pubmed/24526976
http://dx.doi.org/10.1107/S1600536813032868
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