7-[(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino] heptanoic acid S,S-dioxide hydrochloride

Anatoly Mishnev; Alvis Zvirgzdins; Andris Actins; Mara Delina

doi:10.1107/S1600536812042432

7-[(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino] heptanoic acid S,S-dioxide hydrochloride

Anatoly Mishnev
, Alvis Zvirgzdins^*
, Andris Actins
, Mara Delina

^*Corresponding author for this work

Latvian Institute of Organic Synthesis

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

In the title compound, C₂1H₂6ClN₂O ₄S^.Cl, also known as tianeptine hydrochloride, the seven-membered ring adopts a boat conformation. The dihedral angle between the mean planes of the benzene rings is 44.44(7)°. There is an intramolecular hydrogen bond formed via S= O⋯H-N. In the crystal, molecules are connected via pairs of N-H.·O, N-H⋯Cl and O-H⋯Cl hydrogen bonds, forming inversion dimers, which are consolidated by C-H⋯O interactions. The dimers are linked by C-H⋯O and C-H⋯Cl interactions, forming a two-dimensional network lying parallel to (011).

Original language	English
Pages (from-to)	o3136
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	68
Issue number	11
DOIs	https://doi.org/10.1107/S1600536812042432 https://doi.org/10.1107/S1600536812042432
Publication status	Published - Nov 2012

OECD Field of Science

1.4 Chemical Sciences

Keywords

data-to-parameter ratio = 18.3
mean ̄(C-C) = 0.003 Å
R factor = 0.040
single-crystal X-ray study
T = 190 K
wR factor = 0.100

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@article{e00d366401324e93a5a76301f99a10fc,

title = "7-[(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino] heptanoic acid S,S-dioxide hydrochloride",

abstract = "In the title compound, C21H26ClN2O 4S.Cl, also known as tianeptine hydrochloride, the seven-membered ring adopts a boat conformation. The dihedral angle between the mean planes of the benzene rings is 44.44(7)°. There is an intramolecular hydrogen bond formed via S= O⋯H-N. In the crystal, molecules are connected via pairs of N-H.·O, N-H⋯Cl and O-H⋯Cl hydrogen bonds, forming inversion dimers, which are consolidated by C-H⋯O interactions. The dimers are linked by C-H⋯O and C-H⋯Cl interactions, forming a two-dimensional network lying parallel to (011).",

keywords = "data-to-parameter ratio = 18.3, mean{\= }(C-C) = 0.003 {\AA}, R factor = 0.040, single-crystal X-ray study, T = 190 K, wR factor = 0.100",

author = "Anatoly Mishnev and Alvis Zvirgzdins and Andris Actins and Mara Delina",

year = "2012",

month = nov,

doi = "10.1107/S1600536812042432",

language = "English",

volume = "68",

pages = "o3136",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

number = "11",

}

TY - JOUR

T1 - 7-[(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino] heptanoic acid S,S-dioxide hydrochloride

AU - Mishnev, Anatoly

AU - Zvirgzdins, Alvis

AU - Actins, Andris

AU - Delina, Mara

PY - 2012/11

Y1 - 2012/11

N2 - In the title compound, C21H26ClN2O 4S.Cl, also known as tianeptine hydrochloride, the seven-membered ring adopts a boat conformation. The dihedral angle between the mean planes of the benzene rings is 44.44(7)°. There is an intramolecular hydrogen bond formed via S= O⋯H-N. In the crystal, molecules are connected via pairs of N-H.·O, N-H⋯Cl and O-H⋯Cl hydrogen bonds, forming inversion dimers, which are consolidated by C-H⋯O interactions. The dimers are linked by C-H⋯O and C-H⋯Cl interactions, forming a two-dimensional network lying parallel to (011).

AB - In the title compound, C21H26ClN2O 4S.Cl, also known as tianeptine hydrochloride, the seven-membered ring adopts a boat conformation. The dihedral angle between the mean planes of the benzene rings is 44.44(7)°. There is an intramolecular hydrogen bond formed via S= O⋯H-N. In the crystal, molecules are connected via pairs of N-H.·O, N-H⋯Cl and O-H⋯Cl hydrogen bonds, forming inversion dimers, which are consolidated by C-H⋯O interactions. The dimers are linked by C-H⋯O and C-H⋯Cl interactions, forming a two-dimensional network lying parallel to (011).

KW - data-to-parameter ratio = 18.3

KW - mean ̄(C-C) = 0.003 Å

KW - R factor = 0.040

KW - single-crystal X-ray study

KW - T = 190 K

KW - wR factor = 0.100

UR - https://www.scopus.com/pages/publications/84870881703

U2 - 10.1107/S1600536812042432

DO - 10.1107/S1600536812042432

M3 - Article

AN - SCOPUS:84870881703

SN - 1600-5368

VL - 68

SP - o3136

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

IS - 11

ER -

7-[(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino] heptanoic acid S,S-dioxide hydrochloride

Abstract

OECD Field of Science

Keywords

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