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The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one
In the title compounds, C(32)H(25)ClN(2)O(4) (I) and C(33)H(28)N(2)O(5) (II), the six-membered pyran and piperidine rings adopt envelope and chair conformations, respectively. The five-membered pyrrolidine rings adopt twist conformations. Compound (II) crystallizes with two independent molecules (A...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362674/ https://www.ncbi.nlm.nih.gov/pubmed/30800454 http://dx.doi.org/10.1107/S2056989019000422 |
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author | Syed Abuthahir, S. NizamMohideen, M. Viswanathan, V. Velmurugan, D. Nagasivarao, J. |
author_facet | Syed Abuthahir, S. NizamMohideen, M. Viswanathan, V. Velmurugan, D. Nagasivarao, J. |
author_sort | Syed Abuthahir, S. |
collection | PubMed |
description | In the title compounds, C(32)H(25)ClN(2)O(4) (I) and C(33)H(28)N(2)O(5) (II), the six-membered pyran and piperidine rings adopt envelope and chair conformations, respectively. The five-membered pyrrolidine rings adopt twist conformations. Compound (II) crystallizes with two independent molecules (A and B) in the asymmetric unit. In all three molecules there is a C—H⋯O intramolecular hydrogen bond present enclosing an S(7) ring motif. In (I), both oxygen atoms of the nitro group are disordered, while in (II) the methoxybenzene group is disordered in molecule B. The geometries were regularized by soft restraints. In the crystal of (I), molecules are linked by C—H⋯O hydrogen bonds, forming chains along [010]. The chains are linked by C—H⋯Cl hydrogen bonds, forming layers parallel to (10[Image: see text]). Within the layer there are C—H⋯π interactions present. In the crystal of (II), the A and B molecules are linked via C—H⋯O hydrogen bonds, forming a square four-membered A–B–A–B unit. These units are linked by a number of C—H⋯π interactions, forming a three-dimensional supramolecular structure. |
format | Online Article Text |
id | pubmed-6362674 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-63626742019-02-22 The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one Syed Abuthahir, S. NizamMohideen, M. Viswanathan, V. Velmurugan, D. Nagasivarao, J. Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(32)H(25)ClN(2)O(4) (I) and C(33)H(28)N(2)O(5) (II), the six-membered pyran and piperidine rings adopt envelope and chair conformations, respectively. The five-membered pyrrolidine rings adopt twist conformations. Compound (II) crystallizes with two independent molecules (A and B) in the asymmetric unit. In all three molecules there is a C—H⋯O intramolecular hydrogen bond present enclosing an S(7) ring motif. In (I), both oxygen atoms of the nitro group are disordered, while in (II) the methoxybenzene group is disordered in molecule B. The geometries were regularized by soft restraints. In the crystal of (I), molecules are linked by C—H⋯O hydrogen bonds, forming chains along [010]. The chains are linked by C—H⋯Cl hydrogen bonds, forming layers parallel to (10[Image: see text]). Within the layer there are C—H⋯π interactions present. In the crystal of (II), the A and B molecules are linked via C—H⋯O hydrogen bonds, forming a square four-membered A–B–A–B unit. These units are linked by a number of C—H⋯π interactions, forming a three-dimensional supramolecular structure. International Union of Crystallography 2019-01-15 /pmc/articles/PMC6362674/ /pubmed/30800454 http://dx.doi.org/10.1107/S2056989019000422 Text en © Syed Abuthahir et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Syed Abuthahir, S. NizamMohideen, M. Viswanathan, V. Velmurugan, D. Nagasivarao, J. The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title | The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title_full | The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title_fullStr | The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title_full_unstemmed | The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title_short | The crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2H,6′H,8′H-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
title_sort | crystal structures of 6′-(4-chlorophenyl)- and 6′-(4-methoxyphenyl)-6a′-nitro-6a′,6b′,7′,9′,10′,12a′-hexahydro-2h,6′h,8′h-spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizin]-2-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362674/ https://www.ncbi.nlm.nih.gov/pubmed/30800454 http://dx.doi.org/10.1107/S2056989019000422 |
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