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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...

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Detalles Bibliográficos
Autores principales: Su, Kexin, Luo, Jiangshui, Van Meervelt, Luc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
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.
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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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