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2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate

The asymmetric unit of the title Schiff base compound, C(21)H(18)N(2)O(4), consists of four independent zwitterions (A, B, C and D) with similar conformations. In each independent mol­ecule, the methyl group is disordered over two positions; the occupancies of the two positions are 0.819 (5) and 0.1...

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Autores principales: Eltayeb, Naser Eltaher, Teoh, Siang Guan, Yeap, Chin Sing, Fun, Hoong-Kun, Adnan, Rohana
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969866/
https://www.ncbi.nlm.nih.gov/pubmed/21577489
http://dx.doi.org/10.1107/S1600536809029833
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author Eltayeb, Naser Eltaher
Teoh, Siang Guan
Yeap, Chin Sing
Fun, Hoong-Kun
Adnan, Rohana
author_facet Eltayeb, Naser Eltaher
Teoh, Siang Guan
Yeap, Chin Sing
Fun, Hoong-Kun
Adnan, Rohana
author_sort Eltayeb, Naser Eltaher
collection PubMed
description The asymmetric unit of the title Schiff base compound, C(21)H(18)N(2)O(4), consists of four independent zwitterions (A, B, C and D) with similar conformations. In each independent mol­ecule, the methyl group is disordered over two positions; the occupancies of the two positions are 0.819 (5) and 0.181 (5) in mol­ecule A, 0.912 (5) and 0.088 (5) in B, 0.734 (5) and 0.266 (5) in C, and 0.940 (6) and 0.060 (6) in D. The dihydroxy­phenyl and the hydroxy­phenolate rings in mol­ecule A form dihedral angles of 17.36 (12) and 13.30 (12)°, respectively, with the central benzene ring, whereas the respective angles for mol­ecules B, C and D are 30.22 (11)/7.46 (11), 35.26 (12)/11.01 (12) and 39.89 (12)/4.29 (12)°. In all independent mol­ecules, intra­molecular N—H⋯O and O—H⋯N hydrogen bonds generate S(6) ring motifs. The four independent mol­ecules are linked into two pairs, viz. A–B and C–D, by inter­molecular O—H⋯O hydrogen bonds. These pairs are linked into a two-dimensional network parallel to the ab plane by C—H⋯O hydrogen bonds. In addition, C—H⋯π and π–π [centroid–centroid distance = 3.5153 (14)–3.7810 (15) Å] inter­actions stabilize the crystal structure.
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spelling pubmed-29698662010-12-30 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate Eltayeb, Naser Eltaher Teoh, Siang Guan Yeap, Chin Sing Fun, Hoong-Kun Adnan, Rohana Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title Schiff base compound, C(21)H(18)N(2)O(4), consists of four independent zwitterions (A, B, C and D) with similar conformations. In each independent mol­ecule, the methyl group is disordered over two positions; the occupancies of the two positions are 0.819 (5) and 0.181 (5) in mol­ecule A, 0.912 (5) and 0.088 (5) in B, 0.734 (5) and 0.266 (5) in C, and 0.940 (6) and 0.060 (6) in D. The dihydroxy­phenyl and the hydroxy­phenolate rings in mol­ecule A form dihedral angles of 17.36 (12) and 13.30 (12)°, respectively, with the central benzene ring, whereas the respective angles for mol­ecules B, C and D are 30.22 (11)/7.46 (11), 35.26 (12)/11.01 (12) and 39.89 (12)/4.29 (12)°. In all independent mol­ecules, intra­molecular N—H⋯O and O—H⋯N hydrogen bonds generate S(6) ring motifs. The four independent mol­ecules are linked into two pairs, viz. A–B and C–D, by inter­molecular O—H⋯O hydrogen bonds. These pairs are linked into a two-dimensional network parallel to the ab plane by C—H⋯O hydrogen bonds. In addition, C—H⋯π and π–π [centroid–centroid distance = 3.5153 (14)–3.7810 (15) Å] inter­actions stabilize the crystal structure. International Union of Crystallography 2009-08-08 /pmc/articles/PMC2969866/ /pubmed/21577489 http://dx.doi.org/10.1107/S1600536809029833 Text en © Eltayeb et al. 2009 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
Eltayeb, Naser Eltaher
Teoh, Siang Guan
Yeap, Chin Sing
Fun, Hoong-Kun
Adnan, Rohana
2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title_full 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title_fullStr 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title_full_unstemmed 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title_short 2-((E)-{2-[(E)-2,3-Dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
title_sort 2-((e)-{2-[(e)-2,3-dihydroxy­benzyl­ideneamino]-5-methyl­phen­yl}iminiometh­yl)-6-hydroxy­phenolate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969866/
https://www.ncbi.nlm.nih.gov/pubmed/21577489
http://dx.doi.org/10.1107/S1600536809029833
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