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Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide
The title compound, C(10)H(14)BrN(5)O(2)S, is the bromobenzenesulfonamide derivative of the type 2 diabetes drug metformin. The asymmetric unit contains two molecules with almost identical conformations but a different orientation of the bromophenyl moiety. Both molecules exhibit intramolecula...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088321/ https://www.ncbi.nlm.nih.gov/pubmed/37057028 http://dx.doi.org/10.1107/S2056989023002165 |
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author | Su, Kexin Luo, Jiangshui Van Meervelt, Luc |
author_facet | Su, Kexin Luo, Jiangshui Van Meervelt, Luc |
author_sort | Su, Kexin |
collection | PubMed |
description | The title compound, C(10)H(14)BrN(5)O(2)S, is the bromobenzenesulfonamide derivative of the type 2 diabetes drug metformin. The asymmetric unit contains two molecules with almost identical conformations but a different orientation of the bromophenyl moiety. Both molecules exhibit intramolecular N—H⋯N and N—H⋯O hydrogen bonds. The molecular packing features chain formation in the a-axis direction by alternating N—H⋯N and N—H⋯O interactions. In addition, ring motifs consisting of four molecules and π–π interactions between the phenyl rings contribute to the three-dimensional architecture. A Hirshfeld surface analysis shows that the largest contributions to surface contacts arise from contacts in which H atoms are involved. |
format | Online Article Text |
id | pubmed-10088321 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-100883212023-04-12 Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide Su, Kexin Luo, Jiangshui Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(10)H(14)BrN(5)O(2)S, is the bromobenzenesulfonamide derivative of the type 2 diabetes drug metformin. The asymmetric unit contains two molecules with almost identical conformations but a different orientation of the bromophenyl moiety. Both molecules exhibit intramolecular N—H⋯N and N—H⋯O hydrogen bonds. The molecular packing features chain formation in the a-axis direction by alternating N—H⋯N and N—H⋯O interactions. In addition, ring motifs consisting of four molecules and π–π interactions between the phenyl rings contribute to the three-dimensional architecture. A Hirshfeld surface analysis shows that the largest contributions to surface contacts arise from contacts in which H atoms are involved. International Union of Crystallography 2023-03-21 /pmc/articles/PMC10088321/ /pubmed/37057028 http://dx.doi.org/10.1107/S2056989023002165 Text en © Su et al. 2023 https://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. |
spellingShingle | Research Communications Su, Kexin Luo, Jiangshui Van Meervelt, Luc Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title | Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title_full | Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title_short | Crystal structure and Hirshfeld surface analysis of N-{N-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
title_sort | crystal structure and hirshfeld surface analysis of n-{n-[amino(dimethylamino)methyl]carbamimidoyl}-3-bromobenzenesulfonamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088321/ https://www.ncbi.nlm.nih.gov/pubmed/37057028 http://dx.doi.org/10.1107/S2056989023002165 |
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