共查询到20条相似文献,搜索用时 31 毫秒
1.
Chris Richardson Peter J. Steel 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(2):197-198
The title compound, C14H8N6S2, crystallizes with the planes of the two central 1,2,5-thiadiazole rings orthogonal and with the pyridine rings approximately coplanar with their attached 1,2,5-thiadiazole rings. 相似文献
2.
Gerardo Camí Juan Server‐Carri Santos Fustero Jos Pedregosa 《Acta Crystallographica. Section C, Structural Chemistry》2000,56(5):e209-e210
The title compound, C26H32N4O6S2, is a heterocyclic sulfonamide which is a 1,3,4‐thiadiazole derivative. Structural data for this compound are compared with those of related compounds. 相似文献
3.
M. M. Ishankhodzhaeva Sh. A. Kadyrova M. D. Surazhskaya N. A. Parpiev P. A. Koz''min 《Russian Journal of Organic Chemistry》2001,37(5):721-723
The crystalline and molecular structure of 2-amino-5-phenyl-1,3,4-thiadiazole was studied by the X-ray diffraction method. C8H7N3S. Monoclinic crystals: a = 11.085(3), b = 7.544(3), c = 11.180(3) Å; = 115.22(2)°; V = 845.8(5) Å3; dcalc = 1.404 g/cm3; (MoK
) = 0.325 mm-
1; Z = 4; space group P21/c. Molecules of 2-amino-5-phenyl-1,3,4-thiadiazole in crystal form dimers through intermolecular hydrogen bonds, which are arranged in infinite layers parallel to the xy plane. 相似文献
4.
A. Gueddi B. Mernari M. Giorgi M. Pierrot 《Acta Crystallographica. Section C, Structural Chemistry》2000,56(10):e426-e428
The reaction of the diazine ligand 3,5‐bis(2‐pyridinyl)‐1,3,4‐oxadiazole (pod, C12H8N4O), with Cu(CF3SO3)2 or Ni(ClO4)2 afforded the title complexes diaquabis[3,5‐bis(2‐pyridinyl)‐1,3,4‐oxadiazole‐N2,N3]copper(II) bis(trifluoromethanesulfonate), [Cu(pod)2(H2O)2](CF3SO3)2, and diaquabis[3,5‐bis(2‐pyridinyl)‐1,3,4‐oxadiazole‐N2,N3]nickel(II) diperchlorate, [Ni(pod)2(H2O)2](ClO4)2. Both complexes present a crystallographically centrosymmetric mononuclear cation structure which consists of a six‐coordinated CuII or NiII ion with two pod molecules acting as bidentate ligands and two axially coordinated water molecules. 相似文献
5.
Md. Akhtaruzzaman Masaaki Tomura Yoshiro Yamashita 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(6):751-753
The title compound, C20H10N4S, and its dipyridinium salt, 4,4′‐(2,1,3‐benzodiazol‐4,7‐diyldiethynyl)dipyridinium diperchlorate, C20H12N4S2+·2ClO4?, display bond alternation in the 2,1,3‐benzothiadiazole rings, which suggests their quinonoid character. The dipyridinium dication molecules stack along the a axis and form a dimer with short S?N interheteroatom contacts [3.146 (4) Å] between the two 1,2,5‐thiadiazole rings. The dimer is surrounded by the perchlorate anions with which it forms a large number of intermolecular N—H?O and C—H?O hydrogen bonds. 相似文献
6.
Jrg Schrder Herbert Wenzel Hans‐Georg Stammler Anja Stammler Beate Neumann Harald Tschesche 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(5):593-596
The title compounds, (2S)‐N‐[5‐(4‐chlorophenyl)‐2,3‐dihydro‐6H‐1,3,4‐thiadiazin‐2‐ylidene]‐2‐[(phenylsulfonyl)amino]propanamide, C18H17ClN4O3S2, (I), (2R)‐N‐[5‐(4‐fluorophenyl)‐6H‐1,3,4‐thiadiazin‐2‐yl]‐2‐[(phenylsulfonyl)amino]propanamide, C18H17FN4O3S2, (II), and (2S)‐N‐[5‐(5‐chloro‐2‐thienyl)‐6H‐1,3,4‐thiadiazin‐2‐yl]‐2‐[(phenylsulfonyl)amino]propanamide, C16H15ClN4O3S3, (III), are potent inhibitors of matrix metalloproteinases. In all three compounds, the thiadiazine ring adopts a screw‐boat conformation. The molecules of compound (I) show a short intramolecular NAla—H?Nexo hydrogen bond [N?N 2.661 (3) Å] and are linked into a chain along the c axis by Nendo—H?Sendo and Nendo—H?OAla hydrogen bonds [N?S 3.236 (3) and N?O 3.375 (3) Å] between neighbouring molecules. In compound (II), the molecules are connected antiparallel into a chain along the a axis by Nexo—H?OAla and NAla—H?Nendo hydrogen bonds [N?O 2.907 (6) and N?N 2.911 (6) Å]. The molecules of compound (III) are dimerized antiparallel through Nexo—H?Nendo hydrogen bonds [N?N 2.956 (7) and 2.983 (7) Å]. The different hydrogen‐bonding patterns can be explained by an amido–imino tautomerism (prototropic shift) shown by different bond lengths within the 6H‐1,3,4‐thiadiazine moiety. 相似文献
7.
Robert W. Janes 《Acta Crystallographica. Section C, Structural Chemistry》2000,56(4):508-509
In the title compound, C10H9F3N5S+·Cl?, which was developed as a potential anticonvulsant, the phenyl ring, the thiadiazole ring and the guanidinium moiety are all planar. There is a dihedral angle of 48.9 (1)° between the thiadiazole and phenyl rings which prevents steric hindrance arising from the π bonds within the former, and the trifluorophenyl moiety attached to the latter. The thiadiazole and guanidinium moieties are twisted by 12.7 (2)° with respect to each other. An extensive network of hydrogen bonds, predominantly involving the chloride ion, maintains the crystal structure. 相似文献
8.
The reactions of 2-amino-1,3,4-thiadiazole with 1,3-dicarbonyl compounds are described. 2,4-Pentanedione gave 2-thiocyanato-4,6-dimethylpyrimidine while diethylmalonate and ethyl acetoacetate yielded 5-hydroxy-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-one and 7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one, respectively. The structure of the latter compound was confirmed by a synthesis of the alternative isomeric structure (5-methyl-7H-1,3,4-thiadiazolo[3,2-a]pyrirnidin-7-one) from 2-amino-1,3,4-thiadiazole and α-bromocrotonic acid. 相似文献
9.
Mitsunobu Doi Toshimasa Ishida Yoshio Katsuya Masahiro Sasaki Taizo Taniguchi Hiroshi Hasegawa Tsutomu Mimoto Yoshiaki Kiso 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(11):1333-1335
Kynostatin {KNI-272; systematic name: 3-[3-benzyl-2-hydroxy-9-(isoquinolin-5-yloxy)-6-methylsulfanylmethyl-5,8-dioxo-4,7-diazanonanoyl]-N-tert-butyl-1,3-thiazolane-4-carboxamide}, a highly selective and potent HIV protease inhibitor containing allophenylnorstatin [(2S,3S)-3-amino-2-hydroxy-4-phenylbutyric acid], has been crystallized as the hydrate, C33H41N5O6S2·0.803H2O, from aqueous hexylene glycol. The observed disorder of the phenyl group in the structure is related to the mode of hydration. The backbone conformation of the molecule is twisted and the overall conformation of the free inhibitor is similar to that observed in its complex with HIV protease. 相似文献
10.
Luca Pilia Christophe Faulmann Isabelle Malfant Vincent Collire Maria Laura Mercuri Paola Deplano Patrick Cassoux 《Acta Crystallographica. Section C, Structural Chemistry》2002,58(4):m240-m242
The structure of bis[4,5‐ethylenedithio‐2‐(4,5‐ethylenedithio‐1,3‐diselenacyclopent‐4‐en‐2‐ylidene)‐1,3‐diselenacyclopent‐4‐enium] bis(μ‐1,2,5‐thiadiazole‐3,4‐dithiolato‐κ3S4,S5:S4)bis[(1,2,5‐thiadiazole‐3,4‐dithiolato‐κ2S4,S5)iron(III)], (BETS)2[Fe(tdas)2]2 [BETS is alternatively called bis(ethylenedithio)tetraselenafulvalenium] or (C10H8S4Se4)2[{Fe(C2N2S3)2}2], consists of segregated columns of dimers of BETS and columns of dimers of [Fe(tdas)2]. Each dimer displays inversion symmetry. Numerous chalcogen–chalcogen contacts are observed within and between the columns, producing a network of interactions responsible for the metal‐like behaviour of the compound. 相似文献
11.
Acylation of 5-amino-3H-1,3,4-thiadiazolin-2-one (2) was undertaken selectively at either the 3-NH position or at 5-amino group depending on reaction conditions. The 3-NH is highly acidic and acylation takes place with acid anhydrides at this position in high yields in the presence of pyridine or triethylamine. The diacylation of both the 3-position and the 5-amino group was only possible via the 5-amino-3-acyl-1,3,4-thiadiazolin-2-one intermediates 4 . Under neutral conditions, acylation only occurs at the 5-amino group with acyl chlorides forming 5-acylamino-3H-1,3,4-thiadiazolin-2-ones 5 . 5-Acetylamino-3H-1,3,4-thiadiazolin-2-one can also be synthesized by the thermal transformation of 5-amino-3-acetyl-1,3,4-thiadi-azolin-2-one in acetic acid. 相似文献
12.
Sh. A. Kadirova M. M. Ishankhodzhaeva N. A. Parpiev A. Tozhiboev B. Tashkhodzhaev Z. Karimov 《Russian Journal of General Chemistry》2008,78(12):2398-2402
A complex compound of Cu(II) nitrate with 2-amino-5-ethyl-1,3,4-thiadiazole was synthesized and its structure was studied by the methods of IR spectroscopy and X-ray crystal analysis. The complex has the composition Cu(NO3)2(2-amino-5-ethyl-1,3,4-thiadiazole)4 with four molecules of the heterocyclic ligand (coordination through nitrogen atoms of thiadiazole rings) and one of nitrate ions (the other is replaced in the second sphere) entering into the coordination sphere of the complex polyhedron. The internal coordination sphere of the complex has the form of a tetragonal pyramid with 2-amino-5-ethyl-1,3,4-thiadiazole ligands in the sites of its base and the oxygen atom of the nitrate ion in a slightly distorted vertex of the pyramid. 相似文献
13.
Ronald D. Clark Angela Romero Oleg Ya. Borbulevych Mikhail Yu. Antipin Vladimir N. Nesterov Tatiana V. Timofeeva 《Acta Crystallographica. Section C, Structural Chemistry》2000,56(3):336-338
The structures of the potential non‐linear optical (NLO) materials N‐[2‐(isopropylamino)‐5‐nitrophenyl]acetamide, (I) C11H15N3O3, and N‐[2‐(butylamino)‐5‐nitrophenyl]acetamide, (II) C12H17N3O3, have been investigated by X‐ray analysis. To compare them with the structure of N‐[2‐(dimethylamino)‐5‐nitrophenyl]acetamide, (III) C10H13N3O3, a known NLO compound, we had to redetermine the structure of (III), since it was described only briefly in the literature. There are two molecules in the asymmetric unit of compound (I), which have different orientations of the substituents with respect to the benzene ring. The packing of molecules in (II) and (III) contains stacks but both (I) and (II) crystallize in a centrosymmetric space group, which renders them inappropriate for NLO applications. 相似文献
14.
Svitlana V. Shishkina Irina S. Konovalova Pavlo V. Trostianko Anna O. Geleverya Sergiy M. Kovalenko Natalya D. Bunyatyan 《Acta Crystallographica. Section C, Structural Chemistry》2019,75(11):1541-1553
This study of 3‐(5‐phenyl‐1,3,4‐oxadiazol‐2‐yl)‐2H‐chromen‐2‐one, C17H10N2O3, 1 , and 3‐[5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazol‐2‐yl]‐2H‐chromen‐2‐one, C16H9N3O3, 2 , was performed on the assumption of the potential anticancer activity of the compounds. Three polymorphic structures for 1 and two polymorphic structures for 2 have been studied thoroughly. The strongest intermolecular interaction is stacking of the `head‐to‐head' type in all the studied crystals. The polymorphic structures of 1 differ with respect to the intermolecular interactions between stacked columns. Two of the polymorphs have a columnar or double columnar type of crystal organization, while the third polymorphic structure can be classified as columnar‐layered. The difference between the two structures of 2 is less pronounced. Both crystals can be considered as having very similar arrangements of neighbouring columns. The formation of polymorphic modifications is caused by a subtle balance of very weak intermolecular interactions and packing differences can be identified only using an analysis based on a study of the pairwise interaction energies. 相似文献
15.
《Arabian Journal of Chemistry》2022,15(4):103712
Although recent decades have witnessed the synthesis of 1,3,4-thiadiazoles via phosphorus POCl3-promoted cyclization reaction, simultaneous access to 2-amino-1,3,4-thiadiazole and 2-amino-1,3,4-oxadiazole analogs remains unexpected and elusive. Herein, a detailed regiocontrolled synthesis of 2-amino-1,3,4-thiadiazoles in good to high yields with good regioselectivities from readily available thiosemicarbazides using POCl3 was disclosed. Meantime, to establish a comprehensive structure–activity relationship, 2-amino-1,3,4-oxadiazole derivatives as single regioisomers were prepared via EDCI·HCl-triggered cyclization of the thiosemicarbazide intermediates. The in vitro anti-influenza assays proved that the selected compounds with the pyrazine/pyridine ring exhibited certain inhibitory activities against influenza A virus strains A/HK/68 (H3N2) and A/PR/8/34 (H1N1) in MDCK cells. Among them, N-(adamantan-1-yl)-5-(5-(azepan-1-yl)pyrazin-2-yl)-1,3,4-thiadiazol-2-amine (4j) was the most active compound, and exhibited favorable activity with EC50 values of 3.5 μM and 7.5 μM, respectively. In addition, the molecular docking results explained the reason why compound 4j had dual inhibitory activity and revealed the reasonable binding mode of this compound with the M2-S31N and M2-WT ion channels. This compound had the potential to be further developed as an anti-influenza drug. 相似文献
16.
Konstantin L'vovich Obydennov Tatiana Andreevna Kalinina Olga Alexandrovna Vysokova Pavel Alexandrovich Slepukhin Varvara Alexandrovna Pozdina Maria Valer'evna Ulitko Tatiana Vladimirovna Glukhareva 《Acta Crystallographica. Section C, Structural Chemistry》2020,76(8):795-809
The crystal structures of four new chiral [1,2,3]triazolo[5,1‐b][1,3,4]thiadiazines are described, namely, ethyl 5′‐benzoyl‐5′H,7′H‐spiro[cyclohexane‐1,6′‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine]‐3′‐carboxylate, C19H22N4O3S, ethyl 5′‐(4‐methoxybenzoyl)‐5′H,7′H‐spiro[cyclohexane‐1,6′‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine]‐3′‐carboxylate, C20H24N4O4S, ethyl 6,6‐dimethyl‐5‐(4‐methylbenzoyl)‐6,7‐dihydro‐5H‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine‐3‐carboxylate, C17H20N4O3S, and ethyl 5‐benzoyl‐6‐(4‐methoxyphenyl)‐6,7‐dihydro‐5H‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine‐3‐carboxylate, C21H20N4O4S. The crystallographic data and cell activities of these four compounds and of the structures of three previously reported similar compounds, namely, ethyl 5′‐(4‐methylbenzoyl)‐5′H,7′H‐spiro[cyclopentane‐1,6′‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine]‐3′‐carboxylate, C19H22N4O3S, ethyl 5′‐(4‐methoxybenzoyl)‐5′H,7′H‐spiro[cyclopentane‐1,6′‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine]‐3′‐carboxylate, C19H22N4O4S, and ethyl 6‐methyl‐5‐(4‐methylbenzoyl)‐6‐phenyl‐6,7‐dihydro‐5H‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine‐3‐carboxylate, C22H22N4O3S, are contrasted and compared. For both crystallization and an MTT assay, racemic mixtures of the corresponding [1,2,3]triazolo[5,1‐b][1,3,4]thiadiazines were used. The main manner of molecular packing in these compounds is the organization of either enantiomeric pairs or dimers. In both cases, the formation of two three‐centre hydrogen bonds can be detected resulting from intramolecular N—H…O and intermolecular N—H…O or N—H…N interactions. Molecules of different enantiomeric forms can also form chains through N—H…O hydrogen bonds or form layers between which only weak hydrophobic contacts exist. Unlike other [1,2,3]triazolo[5,1‐b][1,3,4]thiadiazines, ethyl 5′‐benzoyl‐5′H,7′H‐spiro[cyclohexane‐1,6′‐[1,2,3]triazolo[5,1‐b][1,3,4]thiadiazine]‐3′‐carboxylate contains molecules of only the (R)‐enantiomer; moreover, the N—H group does not participate in any significant intermolecular interactions. Molecular mechanics methods (force field OPLS3e) and the DFT B3LYP/6‐31G+(d,p) method show that the compound forming enantiomeric pairs via weak N—H…N hydrogen bonds is subject to greater distortion of the geometry under the influence of the intermolecular interactions in the crystal. For intramolecular N—H…O and S…O interactions, an analysis of the noncovalent interactions (NCIs) was carried out. The cellular activities of the compounds were tested by evaluating their antiproliferative effect against two normal human cell lines and two cancer cell lines in terms of half‐maximum inhibitory concentration (IC50). Some derivatives have been found to be very effective in inhibiting the growth of Hela cells at nanomolar and submicromolar concentrations with minimal cytotoxicity in relation to normal cells. 相似文献
17.
David B. Cordes Guoxiong Hua Alexandra M. Z. Slawin J. Derek Woollins 《Acta Crystallographica. Section C, Structural Chemistry》2011,67(12):o509-o514
Two polymorphs of 2,5‐diphenyl‐1,3,4‐selenadiazole, C14H10N2Se, denoted (Ia) and (Ib), and a new polymorph of 2,5‐bis(thiophen‐2‐yl)‐1,3,4‐selenadiazole, C10H6N2S2Se, (IIb), form on crystallization of the compounds, prepared using Woollins' reagent (2,4‐diphenyl‐1,3‐diselenadiphosphetane 2,4‐diselenide). These compounds, along with 2‐(4‐chlorophenyl)‐5‐phenyl‐1,3,4‐selenadiazole, C14H9ClN2Se, (III), and 2‐(furan‐2‐yl)‐5‐(p‐tolyl)‐1,3,4‐selenadiazole, C13H10N2OSe, (IV), show similar intermolecular interactions, with π–π stacking, C—H...π interactions and weak hydrogen bonds typically giving rise to molecular chains. However, the combination of interactions differs in each case, giving rise to different packing arrangements. In polymorph (Ib), the molecule lies across a crystallographic twofold rotation axis, and (IV) has two independent molecules in the asymmetric unit. 相似文献
18.
Antonio C. Fabretti Gian Carlo Franchini Giorgio Peyronel 《Transition Metal Chemistry》1982,7(6):306-310
Summary Some copper(II) complexes of 2-amino-1,3,4-thiadiazole (atz) and 2-ethylamino-1,3,4-thiadiazole (eatz) have been prepared and studied by electronic, i.r. and e.p.r. spectra and by magnetochemical and conductometric methods. The CuX2 · atz (X=Cl, Br) and CuCl2 · eatz complexes are presumably six-coordinate with bridging ligand molecules and asymmetrically bridging halide ions, while the CuX2 · 2 atz (X=Cl, Br) complexes probably have a flattened tetrahedral N2X2 moiety with apical interactions. The CuBr2 · 5/3 eatz · 2/3 MeOH and Cu(OAc)2 · L (L=atz or eatz) complexes have subnormal magnetic moments (1.53-1.40 B.M.). The acetato-complexes have a dimeric structure with bridging acetato-groups, copper-copper interactions and apical ligand molecules. The ligands bond principally through the amine nitrogen atom and, when bridging, also through one ring-nitrogen. 相似文献
19.
《Journal of Coordination Chemistry》2012,65(19):3122-3133
A Cu(II) complex of 2-benzylmercapto-5-methyl-1,3,4-thiadiazole was synthesized and characterized. The crystal structure of the copper complex and the free ligand were determined by single-crystal X-ray diffraction at room temperature: {[Cu(C10H10N2S2)2(Cl)2], P 1 triclinic, a = 8.1450(2) Å, b = 8.1690(2) Å, c = 10.8180(3) Å, α = 97.4040(12)°, β = 101.6270(11)°, γ = 116.1431(14)°; C10H10N2S2 ligand, Pbca orthorhombic, a = 8.7938(7) Å, b = 9.6491(7) Å, c = 25.3552(18) Å}. The metal complex framework consists of discrete units that provide crystalline stability through a network of van der Waals contacts. The Cu(II) is coordinated by two chloride ions and two 2-benzylmercapto-5-methyl-1,3,4-thiadiazole monodentate ligands showing a distorted square planar configuration. Both thiadiazole ligands coordinate through the N atom bonded to the benzylthio substituted C atom. The FTIR spectroscopic data are consistent with this structural model. Analysis of the magnetic susceptibility from 5 K to room temperature indicates the presence of paramagnetic Cu(II), confirmed by the EPR spectrum. 相似文献
20.
Masood Parvez Veejendra K. Yadav Govindaraji Senthil 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(1):82-85
6-Vinyl-1-oxa-4-thiaspiro[4.5]dec-6-ene has been reacted with dienophiles, such as N-phenylmaleimide (NPM), N-methyltriazoline-2,5-dione (MTAD) and dimethylacetylene dicarboxylate (DMAD), to assess the 1,3-diastereofacial selection caused by the acetal function. In each case, a mixture of two diastereoisomers was produced. The crystal structures of the products of the addition of NPM and MTAD syn to the acetal oxygen, 2-phenyl-2,3,3a,4,5,5a,6,7,8,9,9a,9b-dodecahydro-1H-benz[e]isoindole-6-spiro-2′-[1′,3′]oxathiolane-1,3-dione, C20H21NO3S, (IIa), and 2-methyl-5,7,8,9,10,10a-hexahydro-1H-1,2,4-triazolo[1,2-a]cinnoline-7-spiro-2′-[1′,3′]oxathiolane-1,3-dione, C13H17N3O3S, (IIIa), respectively, and the product of the addition of DMAD syn to the acetal sulfur, dimethyl 1,2,3,4,4a,7-hexahydronaphthalene-1-spiro-2′-[1′,3′]oxathiolane-5,6-dicarboxylate, C16H20O5S, (IVb), have been determined. All three structures are composed of independent molecules separated by normal van der Waals distances. The 1-oxa-4-thia heterocyclic ring has an envelope conformation in the three structures and the S—Csp3 bond distances differ significantly from each other, as observed in comparable structures; the remaining molecular dimensions are as expected. 相似文献