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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
Descripción
Sumario: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.