N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide

In the title mol­ecule, C(21)H(20)ClN(3)OS, the tetra­cyclic system is close to planar [r.m.s. deviation = 0.110 (4) Å]. The dihedral angle between the quinoline ring system and the benzene ring is 178.3 (1)° and the angle between two (S—C=C—N) halves of the thia­zine ring is 173.4 (1)°. In the crys...

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Autores principales: Jeleń, Małgorzata, Suwińska, Kinga, Pluta, Krystian, Morak-Młodawska, Beata
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588930/
https://www.ncbi.nlm.nih.gov/pubmed/23476166
http://dx.doi.org/10.1107/S1600536812045680
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author Jeleń, Małgorzata
Suwińska, Kinga
Pluta, Krystian
Morak-Młodawska, Beata
author_facet Jeleń, Małgorzata
Suwińska, Kinga
Pluta, Krystian
Morak-Młodawska, Beata
author_sort Jeleń, Małgorzata
collection PubMed
description In the title mol­ecule, C(21)H(20)ClN(3)OS, the tetra­cyclic system is close to planar [r.m.s. deviation = 0.110 (4) Å]. The dihedral angle between the quinoline ring system and the benzene ring is 178.3 (1)° and the angle between two (S—C=C—N) halves of the thia­zine ring is 173.4 (1)°. In the crystal, mol­ecules are arranged via π–π inter­actions [centroid–centroid distances = 3.603 (2)–3.739 (2) Å] into slipped stacks extending along [010]. Inter­molecular N—H⋯O hydrogen bonds link the amide groups of neighbouring mol­ecules along the stack, generating a C(4) motif. The title compound shows promising anti­proliferative and anti­cancer activity.
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spelling pubmed-35889302013-03-08 N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide Jeleń, Małgorzata Suwińska, Kinga Pluta, Krystian Morak-Młodawska, Beata Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(21)H(20)ClN(3)OS, the tetra­cyclic system is close to planar [r.m.s. deviation = 0.110 (4) Å]. The dihedral angle between the quinoline ring system and the benzene ring is 178.3 (1)° and the angle between two (S—C=C—N) halves of the thia­zine ring is 173.4 (1)°. In the crystal, mol­ecules are arranged via π–π inter­actions [centroid–centroid distances = 3.603 (2)–3.739 (2) Å] into slipped stacks extending along [010]. Inter­molecular N—H⋯O hydrogen bonds link the amide groups of neighbouring mol­ecules along the stack, generating a C(4) motif. The title compound shows promising anti­proliferative and anti­cancer activity. International Union of Crystallography 2012-11-10 /pmc/articles/PMC3588930/ /pubmed/23476166 http://dx.doi.org/10.1107/S1600536812045680 Text en © Jeleń et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Jeleń, Małgorzata
Suwińska, Kinga
Pluta, Krystian
Morak-Młodawska, Beata
N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title_full N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title_fullStr N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title_full_unstemmed N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title_short N-[4-(9-Chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
title_sort n-[4-(9-chloro­quino[3,2-b]benzo[1,4]thia­zin-6-yl)but­yl]acetamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588930/
https://www.ncbi.nlm.nih.gov/pubmed/23476166
http://dx.doi.org/10.1107/S1600536812045680
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AT plutakrystian n49chloroquino32bbenzo14thiazin6ylbutylacetamide
AT morakmłodawskabeata n49chloroquino32bbenzo14thiazin6ylbutylacetamide

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