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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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. |
format | Online Article Text |
id | pubmed-5120721 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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