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Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid
The title compound, C(18)H(17)BrO(2), is a key intermediate in the synthesis of lomitapide mesylate, a microsomal triglyceride transfer protein inhibitor. Its asymmetric unit contains two independent molecules with slightly different conformations; the mean planes of the 4-bromobutyl and carboxyl...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257222/ https://www.ncbi.nlm.nih.gov/pubmed/25484705 http://dx.doi.org/10.1107/S1600536814019564 |
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author | Zhang, Xu-Yang Liu, Bing-Ni Wang, Ping-Bao Liu, Deng-Ke |
author_facet | Zhang, Xu-Yang Liu, Bing-Ni Wang, Ping-Bao Liu, Deng-Ke |
author_sort | Zhang, Xu-Yang |
collection | PubMed |
description | The title compound, C(18)H(17)BrO(2), is a key intermediate in the synthesis of lomitapide mesylate, a microsomal triglyceride transfer protein inhibitor. Its asymmetric unit contains two independent molecules with slightly different conformations; the mean planes of the 4-bromobutyl and carboxylate groups in the two molecules form dihedral angles of 24.54 (12) and 17.10 (18)°. In the crystal, carboxylate groups are involved in O—H⋯O hydrogen bonding, which leads to the formation of two crystallographically independent centrosymmetric dimers. Weak intermolecular C—H⋯O interactions further link these dimers into layers parallel to the bc plane. |
format | Online Article Text |
id | pubmed-4257222 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42572222014-12-05 Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid Zhang, Xu-Yang Liu, Bing-Ni Wang, Ping-Bao Liu, Deng-Ke Acta Crystallogr Sect E Struct Rep Online Data Reports The title compound, C(18)H(17)BrO(2), is a key intermediate in the synthesis of lomitapide mesylate, a microsomal triglyceride transfer protein inhibitor. Its asymmetric unit contains two independent molecules with slightly different conformations; the mean planes of the 4-bromobutyl and carboxylate groups in the two molecules form dihedral angles of 24.54 (12) and 17.10 (18)°. In the crystal, carboxylate groups are involved in O—H⋯O hydrogen bonding, which leads to the formation of two crystallographically independent centrosymmetric dimers. Weak intermolecular C—H⋯O interactions further link these dimers into layers parallel to the bc plane. International Union of Crystallography 2014-09-24 /pmc/articles/PMC4257222/ /pubmed/25484705 http://dx.doi.org/10.1107/S1600536814019564 Text en © Zhang 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 | Data Reports Zhang, Xu-Yang Liu, Bing-Ni Wang, Ping-Bao Liu, Deng-Ke Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title | Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title_full | Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title_fullStr | Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title_full_unstemmed | Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title_short | Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid |
title_sort | crystal structure of 9-(4-bromobutyl)-9h-fluorene-9-carboxylic acid |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257222/ https://www.ncbi.nlm.nih.gov/pubmed/25484705 http://dx.doi.org/10.1107/S1600536814019564 |
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