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Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction

The title compounds, C(17)H(13)N(3)OS(2), (I), and C(17)H(12)BrN(3)OS(2), (II), are potential active pharmaceutical ingredients. Compound (I) comprises two almost planar fragments. The first is the central (carbamo­thio­yl)amide (r.m.s. deviation = 0.038 Å), and the second consists of the thia­zole...

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Autores principales: Gantimurova, Ekaterina S., Bunev, Alexander S., Talina, Kristina Yu., Ostapenko, Gennady I., Dorovatovskii, Pavel V., Lobanov, Nikolai N., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120721/
https://www.ncbi.nlm.nih.gov/pubmed/27920931
http://dx.doi.org/10.1107/S2056989016013396
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author Gantimurova, Ekaterina S.
Bunev, Alexander S.
Talina, Kristina Yu.
Ostapenko, Gennady I.
Dorovatovskii, Pavel V.
Lobanov, Nikolai N.
Khrustalev, Victor N.
author_facet Gantimurova, Ekaterina S.
Bunev, Alexander S.
Talina, Kristina Yu.
Ostapenko, Gennady I.
Dorovatovskii, Pavel V.
Lobanov, Nikolai N.
Khrustalev, Victor N.
author_sort Gantimurova, Ekaterina S.
collection PubMed
description The title compounds, C(17)H(13)N(3)OS(2), (I), and C(17)H(12)BrN(3)OS(2), (II), are potential active pharmaceutical ingredients. Compound (I) comprises two almost planar fragments. The first is the central (carbamo­thio­yl)amide (r.m.s. deviation = 0.038 Å), and the second consists of the thia­zole and two phenyl rings (r.m.s. deviation = 0.053 Å). The dihedral angle between these planes is 15.17 (5)°. Unlike (I), compound (II) comprises three almost planar fragments. The first is the central N-(thia­zol-2-ylcarbamo­thio­yl)amide (r.m.s. deviation = 0.084 Å), and the two others comprise the bromo­phenyl and phenyl substituents, respectively. The dihedral angles between the central and two terminal planar fragments are 21.58 (7) and 17.90 (9)°, respectively. Both (I) and (II) feature an intra­molecular N—H⋯O hydrogen bond, which closes an S(6) ring. In the crystal of (I), mol­ecules form hydrogen-bonded layers parallel to (100) mediated by N—H⋯S and C—H⋯O hydrogen bonds. In the crystal of (II), mol­ecules form a three-dimensional framework mediated by N—H⋯Br and C—H⋯O hydrogen bonds, as well as secondary S⋯Br [3.3507 (11) Å] and S⋯S [3.4343 (14) Å] inter­actions.
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spelling pubmed-51207212016-12-05 Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction Gantimurova, Ekaterina S. Bunev, Alexander S. Talina, Kristina Yu. Ostapenko, Gennady I. Dorovatovskii, Pavel V. Lobanov, Nikolai N. Khrustalev, Victor N. Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, C(17)H(13)N(3)OS(2), (I), and C(17)H(12)BrN(3)OS(2), (II), are potential active pharmaceutical ingredients. Compound (I) comprises two almost planar fragments. The first is the central (carbamo­thio­yl)amide (r.m.s. deviation = 0.038 Å), and the second consists of the thia­zole and two phenyl rings (r.m.s. deviation = 0.053 Å). The dihedral angle between these planes is 15.17 (5)°. Unlike (I), compound (II) comprises three almost planar fragments. The first is the central N-(thia­zol-2-ylcarbamo­thio­yl)amide (r.m.s. deviation = 0.084 Å), and the two others comprise the bromo­phenyl and phenyl substituents, respectively. The dihedral angles between the central and two terminal planar fragments are 21.58 (7) and 17.90 (9)°, respectively. Both (I) and (II) feature an intra­molecular N—H⋯O hydrogen bond, which closes an S(6) ring. In the crystal of (I), mol­ecules form hydrogen-bonded layers parallel to (100) mediated by N—H⋯S and C—H⋯O hydrogen bonds. In the crystal of (II), mol­ecules form a three-dimensional framework mediated by N—H⋯Br and C—H⋯O hydrogen bonds, as well as secondary S⋯Br [3.3507 (11) Å] and S⋯S [3.4343 (14) Å] inter­actions. International Union of Crystallography 2016-08-26 /pmc/articles/PMC5120721/ /pubmed/27920931 http://dx.doi.org/10.1107/S2056989016013396 Text en © Gantimurova et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ 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.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Gantimurova, Ekaterina S.
Bunev, Alexander S.
Talina, Kristina Yu.
Ostapenko, Gennady I.
Dorovatovskii, Pavel V.
Lobanov, Nikolai N.
Khrustalev, Victor N.
Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title_full Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title_fullStr Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title_full_unstemmed Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title_short Crystal structures of N-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and N-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron X-ray diffraction
title_sort crystal structures of n-[(4-phenyl­thia­zol-2-yl)carbamo­thio­yl]benzamide and n-{[4-(4-bromo­phen­yl)thia­zol-2-yl]carbamo­thio­yl}benzamide from synchrotron x-ray diffraction
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120721/
https://www.ncbi.nlm.nih.gov/pubmed/27920931
http://dx.doi.org/10.1107/S2056989016013396
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