NDLI: 5-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine (tizanidine)

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5-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine (tizanidine)

Content Provider	Semantic Scholar
Author	John, P. Cherry Khan, I. U. Akkurt, Mehmet Ramzan, Muhammad Shahid Sharif, Shahzad
Copyright Year	2011
Abstract	There are two independent mol-ecules (A and B) with similar conformations in the asymmetric unit of the title compound, C(9)H(8)ClN(5)S. The benzothia-diazole ring systems of both mol-ecules are essentially planar [maximum deviation = 0.021 (2) Å in mol-ecule A and 0.022 (1) Å in mol-ecule B] and make dihedral angles of 68.78 (9) and 54.39 (8)°, respectively, with the mean planes of their 4,5-dihydro-1H-imidazole rings. An intra-molecular N-H⋯Cl hydrogen bond occurs in mol-ecule B. In the crystal, both mol-ecules form centrosymmetric dimers through π-stacking of their benzothia-diazole rings, with inter-planar distances of 3.3174 (7) and 3.2943 (6) Å. These dimers are further linked via pairs of N-H⋯N hydrogen bonds with the dihydro-imidazole rings as the hydrogen-bonding donors and one of the benzothia-diazole N atoms as the acceptors, generating R(2) (2)(16) ring motifs. The A(2) and B(2) dimers in turn form additional N-H⋯N hydrogen bonds with the secondary amine as the H-atom donor and the dihydro-imidazole N atom as the acceptor. These R(2) (2)(8)-type inter-actions connect the A(2) and B(2) dimers with each other, forming infinite chains along [1[Formula: see text]1].
Starting Page	o838
Ending Page	o839
Page Count	1
File Format	PDF HTM / HTML
PubMed reference number	21754121
DOI	10.1107/s1600536811008348
Journal	Acta crystallographica. Section E, Structure reports online
Volume Number	67
Alternate Webpage(s)	http://ftp.ncbi.nlm.nih.gov/pub/pmc/54/88/e-67-0o838.PMC3100067.pdf
Alternate Webpage(s)	http://journals.iucr.org/e/issues/2011/04/00/zl2351/zl2351.pdf
Alternate Webpage(s)	https://doi.org/10.1107/S1600536811008348
Language	English
Access Restriction	Open
Subject Keyword	Amines DUOXA1 gene Dihydroorotase Distance Hydrogen Bonding Imidazoles Milliliter per Mole per Second Pyrimidine Dimers Pyschological Bonding Ring device moxonidine pyrazole tizanidine
Content Type	Text
Resource Type	Article

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5-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine (tizanidine)

5-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine (tizanidine)

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