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Propane-1,3-diaminium squarate dihydrate, C3H12N22+·C4O42−·2H2O, results from the proton-transfer reaction of propane-1,3-di amine with squaric acid and subsequent crystallization from aqueous medium. The title compound crystallizes in the tetragonal crystal system (space group P4bm) with Z = 2. The squarate dianion belongs to the point group D4h and contains a crystallographic fourfold axis. The propane-1,3-diaminium dication exhibits a C2v-symmetric all-anti conformation and resides on a special position with mm2 site symmetry. The orientation of the propane-1,3-diaminium ions makes the crystal structure polar in the c-axis direction. The solid-state supramolecular structure features a triperiodic network of strong hydrogen bonds of the N—H⋯O and O—H⋯O types. [ABSTRACT FROM AUTHOR]

(Z)-1,2-Bis[4-oxo-2-(piperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-8-yl]diazene oxide, C28H24F6N6O3S2, was obtained and its structure determined while attempting to crystallize and structurally characterize 8-nitro-2-(piperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one, a simplified analogue of the antituberculosis clinical drug candidate BTZ043. X-ray crystallography revealed the structure of the azoxy compound to be comprised of two benzothiazinone moieties linked by a Z-configured azoxy group in an almost coplanar arrangement. In the crystal, the molecules are densely packed, revealing a herringbone pattern. [ABSTRACT FROM AUTHOR]

The crystal structure and in vitro antimycobacterial properties of N-(2-fluoroethyl)-1-[(6-methoxy-5-methylpyrimidin-4-yl)methyl]-1H-benzo[d]imidazole-4-carboxamide (C17H18FN5O2, 1), a previously reported benzimidazoleanalogue of the 1,4-azaindole-based antituberculosis drug candidate TBA-7371, are reported. The structure determination was achieved using Hirshfeld atomrefinement. Compound 1 crystallizes in the triclinic system (space group P1)with two molecules in the asymmetric unit (Z0 = 2). The two crystallographicallydistinct molecules exhibit a similar conformation with the amide groups in a Zconformation, forming an intramolecular Namide--H· · ·Nbenzimidazole hydrogenbond. The most significant supramolecular feature in the solid-state is arelatively short Cbenzimidazole--H· · ·Npyrimidine hydrogen bond. Antimycobacterialtesting confirmed in vitro activity against Mycobacterium smegmatis, but nogrowth inhibtion of Mycobacterium abscessus was found. [ABSTRACT FROM AUTHOR]

8-Nitro-1,3-benzothiazin-4-ones are a promising class of new antitubercular agents, two candidates of which, namely BTZ043 and PBTZ169 (INN: macozinone), have reached clinical trials. The crystal and molecular structures of two synthetic precursors, 2-chloro-3-nitro-5-(trifluoromethyl)benzoic acid, C8H3ClF3NO4 (1), and 2-chloro-3-nitro-5-(trifluoromethyl)benzamide, C8H4ClF3N2O3 (2), are reported. In 1 and 2, the respective carboxy, carboxamide and the nitro groups are significantly twisted out of the plane of the benzene ring. In 1, the nitro group is oriented almost perpendicular to the benzene ring plane. In the crystal, 1 and 2 form O-H...O and N-H...O hydrogen-bonded dimers, respectively, which in 2 extend into primary amide tapes along the [101] direction. The trifluoromethyl group in 2 exhibits rotational disorder with an occupancy ratio of 0.876 (3):0.124 (3). [ABSTRACT FROM AUTHOR]

1,3-Benzo­thia­zin-4-ones (BTZs) are a promising new class of anti-tuberculosis drug candidates, some of which have reached clinical trials. The title compound, the benzamide derivative [2-chloro-3-nitro-5-(tri­fluoro­meth­yl)phen­yl](piper­id­in-1-yl)methanone, C13H12ClF3N2O3, occurs as a side product as a result of competitive reaction pathways in the nucleophilic attack during the synthesis of the BTZ 8-nitro-2-(piperidin-1-yl)-6-(tri­fluoro­meth­yl)-1,3-benzo­thia­zin-4-one, following the original synthetic route, whereby the corresponding benzoyl iso­thio­cyanate is reacted with piperidine as secondary amine. In the title compound, the nitro group and the nearly planar amide group are significantly twisted out of the plane of the benzene ring. The piperidine ring adopts a chair conformation. The tri­fluoro­methyl group exhibits slight rotational disorder with a refined ratio of occupancies of 0.972 (2):0.028 (2). There is structural evidence for inter­molecular weak C—HO hydrogen bonds. [ABSTRACT FROM AUTHOR]

The synthesis of ethyl 2-[(4-methyl­pyridin-2-yl)amino)-4-(pyridin-2-yl)thia­zole- 5-carboxyl­ate via the Hantzsch reaction and partial in situ transesterification during recrystallization from methanol-d4 to the d3-methyl ester, resulting in the title solid solution, ethyl 2-[(4-methyl­pyridin-2-yl)amino)-4-(pyridin-2-yl)thia­zole-5-carboxyl­ate–d3-methyl 2-[(4-methyl­pyridin-2-yl)amino)-4-(pyridin-2-yl)thia­zole-5-carboxyl­ate (0.88/0.12), 0.88C17H16N4O2S·0.12C16D3H11N4O2S, is reported. The refined ratio of ethyl to d3-methyl ester in the crystal is 0.880 (6):0.120 (6). The pyridine ring is significantly twisted out of the plane of the approximately planar picoline thia­zole ester moiety. N—H...N hydrogen bonds between the secondary amino group and the pyridine nitro­gen atom of an adjacent symmetry-related mol­ecule link the mol­ecules into polymeric hydrogen-bonded zigzag tapes extending by glide symmetry in the [001] direction. There is structural evidence for intra­molecular NS chalcogen bonding and inter­molecular weak C—H...O hydrogen bonds between adjacent zigzag tapes. [ABSTRACT FROM AUTHOR]

The title compound, [HgI2(C10H8N2O2S2)]n, a one-dimensional coordination polymer with HgI2 units and 2,2′-di­thio­bis­(pyridine N-oxide) spacer ligands in an alternating fashion, forms helical chains running along the b axis in the crystal. Within a single coordination polymer strand, the axially chiral 2,2′-di­thio­bis­(pyridine N-oxide) ligands are homochiral, but the enanti­omeric conformation is present in adjacent strands. Within a coordination polymer strand, the iodido ligands point towards the centroids of the aromatic rings of the pyridine N-oxide moieties in the coordination sphere of HgII. Moreover, intra-strand C—HO and C—HI inter­actions, and inter-strand short SI and SO contacts are observed. [ABSTRACT FROM AUTHOR]