title: Crystal structures ofN-[(4-phenyl-thia-zol-2-yl)carbamo-thio-yl]benzamide andN-{[4-(4-bromo-phen-yl)thia-zol-2-yl]carbamo-thio-yl}benzamide from synchrotron X-ray diffraction.
abstract: 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 (carbamo-thio-yl)amide (r.m.s. deviation = 0.038 Å), and the second consists of the thia-zole 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 centralN-(thia-zol-2-ylcarbamo-thio-yl)amide (r.m.s. deviation = 0.084 Å), and the two others comprise the bromo-phenyl 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 intra-molecular N-H⋯O hydrogen bond, which closes anS(6) ring. In the crystal of (I), mol-ecules form hydrogen-bonded layers parallel to (100) mediated by N-H⋯S and C-H⋯O hydrogen bonds. In the crystal of (II), mol-ecules 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] inter-actions.
authors.affiliation: Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian Federation.
authors.forename: Ekaterina S
authors.initials: ES
authors.lastname: Gantimurova
authors.affiliation: Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian Federation.
authors.forename: Alexander S
authors.initials: AS
authors.lastname: Bunev
authors.affiliation: Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian Federation.
authors.forename: Kristina Yu
authors.initials: KY
authors.lastname: Talina
authors.affiliation: Laboratory of Functional Heterocyclic Compounds, Togliatti State University, 14 Belorusskaya St., Togliatti 445020, Russian Federation.
authors.forename: Gennady I
authors.initials: GI
authors.lastname: Ostapenko
authors.affiliation: National Research Centre "Kurchatov Institute", 1 Acad. Kurchatov Sq., Moscow 123182, Russian Federation.
authors.forename: Pavel V
authors.initials: PV
authors.lastname: Dorovatovskii
authors.affiliation: Inorganic Chemistry Department, Peoples' Friendship University of Russia, 6 Miklukho-Maklay St., Moscow 117198, Russian Federation.
authors.forename: Nikolai N
authors.initials: NN
authors.lastname: Lobanov
authors.affiliation: Inorganic Chemistry Department, Peoples' Friendship University of Russia, 6 Miklukho-Maklay St., Moscow 117198, Russian Federation; X-Ray Structural Centre, A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov St., B-334, Moscow 119991, Russian Federation.
authors.forename: Victor N
authors.initials: VN
authors.lastname: Khrustalev
keywords: crystal structure; hydrogen bonds; synchrotron; thia­zoles; thio­urea