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, C17H13N3OS2, (I), and C17H12BrN3OS2, (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 ring...
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International Union of Crystallography
2016-09-01
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doaj-a31fec8a429d48638d9b4a8482b688d32020-11-24T21:24:58ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902016-09-017291343134710.1107/S2056989016013396hb7611Crystal structures of N-[(4-phenylthiazol-2-yl)carbamothioyl]benzamide and N-{[4-(4-bromophenyl)thiazol-2-yl]carbamothioyl}benzamide from synchrotron X-ray diffractionEkaterina S. Gantimurova0Alexander S. Bunev1Kristina Yu. Talina2Gennady I. Ostapenko3Pavel V. Dorovatovskii4Nikolai N. Lobanov5Victor N. Khrustalev6Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian FederationLaboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian FederationLaboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian FederationLaboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian FederationNational Research Centre "Kurchatov Institute", 1 Acad. Kurchatov Sq., Moscow 123182, Russian FederationInorganic Chemistry Department, Peoples' Friendship University of Russia, 6 Miklukho-Maklay St., Moscow 117198, Russian FederationInorganic Chemistry Department, Peoples' Friendship University of Russia, 6 Miklukho-Maklay St., Moscow 117198, Russian FederationThe title compounds, C17H13N3OS2, (I), and C17H12BrN3OS2, (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.http://scripts.iucr.org/cgi-bin/paper?S2056989016013396crystal structurethioureathiazolessynchrotronhydrogen bonds |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Ekaterina S. Gantimurova Alexander S. Bunev Kristina Yu. Talina Gennady I. Ostapenko Pavel V. Dorovatovskii Nikolai N. Lobanov Victor N. Khrustalev |
spellingShingle |
Ekaterina S. Gantimurova Alexander S. Bunev Kristina Yu. Talina Gennady I. Ostapenko Pavel V. Dorovatovskii Nikolai N. Lobanov Victor N. Khrustalev 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 Acta Crystallographica Section E: Crystallographic Communications crystal structure thiourea thiazoles synchrotron hydrogen bonds |
author_facet |
Ekaterina S. Gantimurova Alexander S. Bunev Kristina Yu. Talina Gennady I. Ostapenko Pavel V. Dorovatovskii Nikolai N. Lobanov Victor N. Khrustalev |
author_sort |
Ekaterina S. Gantimurova |
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_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_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_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 |
publisher |
International Union of Crystallography |
series |
Acta Crystallographica Section E: Crystallographic Communications |
issn |
2056-9890 |
publishDate |
2016-09-01 |
description |
The title compounds, C17H13N3OS2, (I), and C17H12BrN3OS2, (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. |
topic |
crystal structure thiourea thiazoles synchrotron hydrogen bonds |
url |
http://scripts.iucr.org/cgi-bin/paper?S2056989016013396 |
work_keys_str_mv |
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