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A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole

The crystal structure of the title compound, C(13)H(13)NO(2), is a polymorph of the structure first reported by Helliwell et al. [Acta Cryst. (2006), E62, o737-o738]. It is also monoclinic (space group P2(1)/c), but with completely different cell constants. The mol­ecular conformations of these poly...

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Autores principales: Khaledi, Hamid, Saharin, Siti Munirah, Mohd Ali, Hapipah, Robinson, Ward T., Abdulla, Mahmood A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970324/
https://www.ncbi.nlm.nih.gov/pubmed/21578021
http://dx.doi.org/10.1107/S1600536809038495
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author Khaledi, Hamid
Saharin, Siti Munirah
Mohd Ali, Hapipah
Robinson, Ward T.
Abdulla, Mahmood A.
author_facet Khaledi, Hamid
Saharin, Siti Munirah
Mohd Ali, Hapipah
Robinson, Ward T.
Abdulla, Mahmood A.
author_sort Khaledi, Hamid
collection PubMed
description The crystal structure of the title compound, C(13)H(13)NO(2), is a polymorph of the structure first reported by Helliwell et al. [Acta Cryst. (2006), E62, o737-o738]. It is also monoclinic (space group P2(1)/c), but with completely different cell constants. The mol­ecular conformations of these polymorphs differ by a 180° rotation of one formyl group. The present mol­ecule is planar [maximum deviation 0.089 (2) Å] with the exception of the two methyl groups which lie on either side of the plane. There are strong intra- and inter­molecular N—H⋯O hydrogen bonds. The latter link pairs of mol­ecules across crystallographic centers of symmetry. Two aldehyde O atoms are brought close together [2.896 (4) Å in this arrangement but are not hydrogen bonded. In the earlier polymorph, one formyl group is rotated by 180° to yield inter­molecular hydrogen bonding and an infinite polymeric chain. The other formyl group is involved in the same intra­molecular hydrogen bonding as has been found here.
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spelling pubmed-29703242010-12-30 A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole Khaledi, Hamid Saharin, Siti Munirah Mohd Ali, Hapipah Robinson, Ward T. Abdulla, Mahmood A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound, C(13)H(13)NO(2), is a polymorph of the structure first reported by Helliwell et al. [Acta Cryst. (2006), E62, o737-o738]. It is also monoclinic (space group P2(1)/c), but with completely different cell constants. The mol­ecular conformations of these polymorphs differ by a 180° rotation of one formyl group. The present mol­ecule is planar [maximum deviation 0.089 (2) Å] with the exception of the two methyl groups which lie on either side of the plane. There are strong intra- and inter­molecular N—H⋯O hydrogen bonds. The latter link pairs of mol­ecules across crystallographic centers of symmetry. Two aldehyde O atoms are brought close together [2.896 (4) Å in this arrangement but are not hydrogen bonded. In the earlier polymorph, one formyl group is rotated by 180° to yield inter­molecular hydrogen bonding and an infinite polymeric chain. The other formyl group is involved in the same intra­molecular hydrogen bonding as has been found here. International Union of Crystallography 2009-09-30 /pmc/articles/PMC2970324/ /pubmed/21578021 http://dx.doi.org/10.1107/S1600536809038495 Text en © Khaledi 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
Khaledi, Hamid
Saharin, Siti Munirah
Mohd Ali, Hapipah
Robinson, Ward T.
Abdulla, Mahmood A.
A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title_full A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title_fullStr A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title_full_unstemmed A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title_short A second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1H-indole
title_sort second monoclinic polymorph of 2-(diformyl­methyl­idene)-3,3-dimethyl-2,3-dihydro-1h-indole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970324/
https://www.ncbi.nlm.nih.gov/pubmed/21578021
http://dx.doi.org/10.1107/S1600536809038495
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