X-ray Structure Analysis Online最新文献

{"title":"Molecular Planarity and Crystal Structures of N-Salicylideneaminopyrazine Derivatives","authors":"Haruki Sugiyama","doi":"10.2116/XRAYSTRUCT.34.57","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.57","url":null,"abstract":"Schiff bases (also called azomethines) are considered to be important organic compounds containing acyclic and cyclic imine C=N bonds, which have various applications in photoluminescence materials,1 optical materials and devices,2 organic light-emitting diodes,3 oxidation hair dyes4 and color print materials.5 N-Salicylideneaniline (SA), which is one of the Schiff bases, and its structural analogues are known to show photochromism in the crystalline state upon UV light irradiation.6 Interestingly, SA crystals including non-planar molecules with dihedral angle between two aromatic rings greater than 30° are photochromic, and those including planar molecules with a dihedral angle of less than 20° are non-photochromic.7,8 N-Salicylidene aminopyrazine (SAPz) is one of the SA derivatives that include a pyrazine (Pz) (Fig. 1). SAPz derivative molecules would prefer a planar conformation by taking one of two possible Pz orientations, which avoids the intramolecular H to H steric repulsion between Pz C–H and imine C–H. On the other hand, SA derivatives have always suffered from such steric repulsions, so the conformation may not be necessarily planar. In order to demonstrate that SAPz crystals have planar molecules, but no photochromic property, we synthesized two SAPz derivatives of 2SAPZ (1) and 3,5-Br-2SAPZ (2), and analyzed their crystal structures and photochromic properties. The synthesis schemes of compounds 1 and 2 are as follows: A mixture of salicylaldehyde derivative (10 mmol) and 2-aminopyrazine (10 mmol) was heated at 393 K for 2 h without a plug. The resulting melt was cooled, and then red crude title compounds were precipitated. Single crystals were obtained by recrystallizations from chloroform and methanol, respectively. Single crystals X-ray diffraction data were collected at 293 K on a R-AXIS RAPID imaging plate area detector (RIGAKU) using graphite-monochromated Mo-Kα radiation from a rotating anode source. Scaling and absorption corrections were performed using ABSCOR.9 Crystal data and refinement details of 1 and 2 are given in Table 1. The initial structures were determined by using a dual space method with SHELXT-2014/4, and refined by full-matrix least-squares on Fo with SHELXL-2018/1.10,11 All hydrogen atoms were found in the difference Fourier map; however, they were placed by geometrical calculations and treated using a riding model with Uiso(H) = 1.2 × Ueq(C) or 1.5 × Ueq(O). ORTEP drawings are shown in Fig. 2. The hydrogen-bond lengths and angles in the crystal of 1 and 2 are summarized in Tables S1 and S2 (Supporting Information), respectively. Solid-state diffuse reflectance spectra were measured at 298 K with a JASCO V-560 spectrometer. Analytical samples were prepared as a mixture of the 2SAPz crystals (10 mg) and barium sulfate powder (100 mg). UV irradiation was performed with a high-power UV-LED irradiator (Keyence Corporation) at a wavelength of 365 nm. The measured spectra are shown in Fig. S1 (Supporting Informati","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-12-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.57","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46803810","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure of a Supramolecular Complex Built up from Molybdenum(II) Trifluoroacetate and Copper(II) Schiff-Base Components, [{CuLt-Bu}2{Mo2(O2CCF3)4}3(H2O)2]n, H2Lt-Bu = 2,3-bis((5-tert-butyl-2-hydroxybenzylidene)amino)-2,3-butenedinitrile","authors":"M. Handa, H. Kamada, D. Yoshioka, I. Hiromitsu, K. Kasuga, M. Mikuriya","doi":"10.2116/XRAYSTRUCT.34.59","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.59","url":null,"abstract":"There has been much interest for the use of tetracarboxylato dimetal complexes with a lantern-like structure as building blocks in combination with bridging ligands to construct two or three-dimensional architectures, because they show remarkable properties, such as gas-occlusion and ferrior ferromagnetism.1–3 Here, we report on a new assembled complex, [{CuL}2 {Mo2(O2CCF3)4}3(H2O)2] (1), H2L = 2,3-bis((5-tert-butyl-2hydroxybenzylidene)amino)-2,3-butenedinitrile. The copper(II) complex with a Schiff-base ligand ([CuLt-Bu]) is paramagnetic, based on the d9 configuration, although the lantern-type dinuclear molybdenum(II) complex is diamagnetic based on the σ2π4δ2 configuration of the Mo–Mo quadruple bond core. The phenoxido oxygen of [CuLt-Bu] was shown to participate in the axial interaction with the molybdenum(II) dinuclear core to assemble the component complex units, giving the supramolecular chain structure (Fig. 1).","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-12-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42543171","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"μ-Phenolato-μ-benzoato-bridged Dinuclear Copper(II) Cluster with a Ferromagnetic Coupling","authors":"M. Mikuriya, Yuya Sato, D. Yoshioka","doi":"10.2116/XRAYSTRUCT.34.51","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.51","url":null,"abstract":"A μ -phenolato- μ -benzoato-bridged dinuclear copper(II) complex with 2-(5-chloro-2-hydroxyphenyl)-1,3-bis(2-(5-chloro-2-hydroxybenzylideneamino)ethyl)imidazolidine (H 3 L Cl ) was synthesized. The crystal structure was determined by the single-crystal X-ray diffraction method at 90 K. The complex crystallizes as [Cu 2 (L Cl )( μ -C 6 H 5 CO 2 )]·H 2 O in the monoclinic space group C 2/ c with a = 26.016(7), b = 15.634(4), c = 18.360(5)Å, β = 109.073(3) ° , V = 7057(3)Å 3 , D x = 1.553 g/cm 3 , Z = 8. The R 1 [ I > 2 σ ( I )] and wR 2 (all data) values are 0.0543 and 0.1396, respectively, for all 8488 independent reflections. The two copper(II) atoms are bridged by the phenolato-oxygen of L Cl3– and a monatomic-bridging benzoato ligand, where each copper(II) atom is further coordinated by a phenolato-oxygen, imino- and imidazolidine-nitrogen atoms of L Cl3– in a meridional fashion to form a square-pyramidal geometry. The temperature dependence of the magnetic susceptibilities showed a ferromagnetic interaction with J = +22.8 cm –1 between the two copper(II) atoms.","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.51","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46078220","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure of a Mononuclear Iron(III) Complex, Dichloridobis(1,10-phenanthroline-κ2N,N′)iron(III) Hexafluoridophosphate–acetonitrile","authors":"S. Kaneko, R. Mitsuhashi, M. Mikuriya, H. Sakiyama","doi":"10.2116/XRAYSTRUCT.34.49","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.49","url":null,"abstract":"Iron(III) complexes have attracted much interest since a mononuclear iron(III) single molecule magnet was reported.1 For the purpose of finding new iron(III) complexes, in this study, the structure of a new mononuclear iron(III) complex, [FeCl2(phen)2][PF6]·MeCN [dichloridobis(1,10-phenanthrolineκ2N,N′)iron(III) hexafluoridophosphate–acetonitrile], was determined. The [FeCl2(phen)2] cation was found to be very few,2–4 although [Fe(phen)3] complex cations were often observed.5–8 Single crystals of [FeCl2(phen)2][PF6]·MeCN were prepared as follows: to a methanolic solution (2.0 mL) of iron(III) chloride hexahydrate (0.27 g, 1.0 mmol) was added a mixture composed of a methanolic solution (2.0 mL) of sodium hexafluoridophosphate (0.17 g, 1.0 mmol) and a methanolic solution (5.0 mL) of 1,10-phenanthroline (0.41 g, 2.0 mmol). After stirring for 30 min at room temperature, an orange precipitate was collected (yield, 0.40 g). The obtained crude product was recrystallized from acetonitrile to obtain orange single crystals suitable for an X-ray diffraction study. Crystal data are included in Table 1. The structure was solved by intrinsic phasing methods and expanded using Fourier techniques. The non-hydrogen atoms were refined anisotropically, and hydrogen atoms were refined using the riding model. The final cycle of a full-matrix least-squares refinement on F2 was allowed to satisfactory converge with R1 = 0.0345 [I > 2σ(I)]. The crystal structure consists of [FeCl2(phen)2] complex cations, hexafluoridophosphate anions, and acetonitrile molecules in a 1:1:1 molar ratio (Figs. 1 and 2). The complex cation belongs to the C2 point group, possessing a two-fold axis through the central iron(III) ion. Two chlorido and two bidentate 1,10-phenenthroline ligands coordinate to the central iron(III) ion to form an octahedral coordination geometry with a Cl2N4 donor set. The two chlorido ligands are at the cis-positions, as well as known compounds.2–4 Both the Fe–Cl distance [2.2690(5)Å] and the Fe–N distances [2.1502(15) – 2.1626(15)Å] (Table 2) are close to the corresponding distances in recently observed [FeCl2(phen)2] compounds [Fe–Cl: 2.265 – 2.270 Å; Fe–N: 2.132 – 2.270 Å];3,4 however, the Fe–N distances are longer than those in [Fe(phen)3] complex cations (1.959 – 1.988 Å).5–8 The acetonitrile molecules are free from 2018 © The Japan Society for Analytical Chemistry","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.49","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44814580","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure of Mixed-metal Complex of Paddle-wheel-type Dinuclear Ruthenium(II,III) Carboxylate and Tetracyanidopalladate(II)","authors":"M. Mikuriya, S. Kawauchi, D. Yoshioka, R. Mitsuhashi, M. Handa","doi":"10.2116/XRAYSTRUCT.34.37","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.37","url":null,"abstract":"Much attention has been payed to coordination compounds based on metal carboxylates with a paddle-wheel-type core because of their unique properties derived from the dinuclear core.1–3 We have engaged in synthetic studies on Cu2, Rh2, Mo2, and Ru2 systems of dinuclear metal carboxylates. Recently, we reported on an interesting crystal structure of a mixed-metal complex of dinuclear ruthenium(II,III) acetate with tetracyanidoplatinate(II), [{Ru2(CH3CO2)4}2Pt(CN)4]n, where a micropore is formed in the two-dimensional sheet with an alternating arrangement of Ru2(CH3CO2)4 and Pt(CN)4. In this study, we investigated the crystal structure of [{Ru2(C2H5 CO2)4}2Pd(CN)4]n (Fig. 1), which might be expected to produce a similar porous structure to that of the [{Ru2(CH3CO2)4}2Pt(CN)4]n complex. The complex was prepared by a method reported elsewhere.12 X-ray diffraction data for the crystal were collected at 90 K on a Bruker CCD X-ray diffractometer (SMART APEX) using graphite-monochromated Mo-Kα radiation. Crystal data and details concerning data collection are given in Table 1. The structure was solved by an intrinsic phasing method using 2018 © The Japan Society for Analytical Chemistry","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.37","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46244295","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure of cis-Bis(2,2′-bipyridyl)dichlorocobalt(III) Nitrate Methanol Solvate","authors":"Mari Toyama","doi":"10.2116/XRAYSTRUCT.34.41","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.41","url":null,"abstract":"least-squares non-hydrogen )·CH 3 octahedral with four nitrogen pyridyl of two bipyridine ligands and two Cl atoms; a nitrate as a counter ion and a CH 3 OH molecule a lattice a unite cell. bond A cobalt(III) complex with two 2,2 ′ -bipyridine (bpy) and two chloride ligands, cis -[CoCl 2 (bpy) 2 ](NO 3 )·CH 3 OH, was prepared, and the crystal structure at 173 K was elucidated by the single-crystal X-ray diffraction method. The complex crystallized in the triclinic space group P -1 with a = 7.0850(2), b = 12.1656(3), c = 13.2186(4)Å, α = 87.106(2), β = 87.830(3), γ = 77.714(3) ° , Z = 2, V = 1111.41(6)Å 3 . The R 1 and wR 2 values were 0.0496 and 0.1268, respectively, for 4038 reflections.","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.41","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44065716","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"μ-Phenolato-μ-azido-bridged Dinuclear Zinc(II) Complex with a Schiff-base Having Imidazolyl Groups","authors":"M. Mikuriya, Ai Shibutani, Hitomi Yamada, D. Yoshioka","doi":"10.2116/XRAYSTRUCT.34.33","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.33","url":null,"abstract":"A Schiff-base ligand, 2,6-bis(N-(4-imidazolylethyl)iminomethyl)4-methylphenol (Hbimmp), is an interesting dinucleating ligand, because it has imidazolyl groups. Zinc complexes with this ligand can be expected to have some relevance to active centers in biological systems, such as carboxypeptidases, leucine aminopeptidases, and alkaline phosphatases, where imidazole groups are bound to zinc ions.1 So far, dinuclear copper,2–4 tetranuclear manganese,5 and pentanuclear iron6 complexes with the bimmp– ligand were reported. In this study, we isolated a dinuclear zinc(II) complex with bimmp–, and determined the crystal structure of this complex, which shows a dinuclear core with μ-phenolato-μ-azido bridges, as shown in Fig. 1. This paper describes the synthesis and crystal structure of [Zn2(bimmp)(μ-N3)(N3)(Cl)]. The complex was prepared by a template reaction of 2,6-diformyl-4-methylphenol (Hdfmp)7 and histamine in the presence of zinc(II) salt and sodium azide in methanol. Hdfmp (8.4 mg, 0.05 mmol) and histamine dihydrochloride (18.2 mg, 0.1 mmol) were dissolved in 12 cm3 of methanol. Then, triethylamine (15.8 mg, 0.15 mmol), zinc(II) nitrate hexahydrate (29.9 mg, 0.1 mmol), and sodium azide (14.4 mg, 0.22 mmol) were successively added. The reaction mixture was stirred for a while, and then filtered. The resulting yellow filtrate was left 2018 © The Japan Society for Analytical Chemistry","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-08-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48145156","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure and Magnetic Properties of an Asymmetrical Dinuclear Mn(III) Complex with N-(2-Oxymethylphenyl)salicylideneimine","authors":"Y. Suemitsu, Ko Yoneda, Y. Yamada, Masayuki Koikawa","doi":"10.2116/XRAYSTRUCT.34.29","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.29","url":null,"abstract":"An asymmetric dinuclear Mn(III) complex, [Mn 2 (L1-H) 2 (OBz)Cl(H 2 O)]·CH 3 CN [H 2 L1-H = N -(2-oxymethylphenyl)-salicylideneimine], was synthesized and characterized by single-crystal X-ray analysis. The compound crystallizes in the triclinic space group P 1 with a = 10.9807(15), b = 12.3290(17), c = 14.492(2)Å, α = 80.004(10), β = 74.181(8), γ = 64.614(7) ° , V = 1701.8(4)Å 3 , D calcd = 1.514 g/cm 3 , Z = 2. The R 1 [ I > 2 σ ( I )] and wR 2 (all data) values are 0.0376 and 0.0999, respectively, for all 5382 independent reflections. The complex has a bis- μ -alkoxo","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.29","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42594911","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure and Hirshfeld Surfaces of (E)-1-(2-Hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one","authors":"N. R. Sreenatha, B. Lakshminarayana, D. P. Ganesha, S. Vijayshankar, S. Nagaraju","doi":"10.2116/XRAYSTRUCT.34.23","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.23","url":null,"abstract":"Chalcone is an aromatic ketone that forms the central core for many important aromatic compounds that are biologically active. These are also known as flavonoids which are found in vegetables and fruits. Chalcone exhibits attractive therapeutic activities, such as antibacterial, antifungal, antioxidant, antineoplastic, antiinflammatory and antiviral.1 The thiophene ring attached to the chalcone, is a five-membered heterocyclic ring with sulfur as a heteroatom having the molecular formula C4H4S; its derivatives exist in petroleum or coal.2 Thiophene is widely known owing to its important electronic plausibility and biological activities. Further, its derivatives are widely used in organic light-emitting diodes (OLEDs), organic field-effect transistors and in solar cells.3 That of biological activities, such as anti-breast cancer, antimicrobial, anticancer, antiinflammatory, anti-hypertensive further raloxifine, is a drug used for the prevention and treatment of osteoporosis in postmenopausal women. This based on the benzothiophene system.4,5 Recently tiaprofenic acid and tenidap are drugs containing thiophene rings, used as non-steroidal antiinflammatory drugs (NSAIDs) for pain killing and for inflammatory disorders.6 In addition to this, the thiophene nucleus is treated being as important in the synthesis of heterocyclic compounds with the pharmalogical activities antihypertensive, diabetes mellitus, cholestorol inhibitors.7 Considering these to be important biological activities we hereby report on the crystal structure, Hirshfeld surfaces and computational studies of (E)-1-(2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one. 2′-Hydroxyacetophenone of 0.005 mols was added to 15 ml of methanol taken in a conical flask; to this, 5 ml of aqueous NaOH was added and underwent stirring at room temperature; later, 0.005 mols of 5-methyl-2-thiophene-carboxaldehyde was slowly added while continuing stirring for 48 h. The mixture poured into ice cold water, mixed properly and acidified with dilute HCl. The title compound separates as a precipitate, which was collected by filtration and recrystallized from methanol (Fig. 1). The X-ray intensity data for the title compound, C14H12O2S, was collected at a temperature of 293 K on a Bruker X8 APEX II diffractometer using graphite-monochromated Mo Kα radiation (λ = 0.71073 Å). A complete data set was processed using SAINT. The structure was solved by direct method SHELXS and refined by the full-matrix least-squares method on F2 using SHELXL programs, respectively. Geometrical 2018 © The Japan Society for Analytical Chemistry","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":" ","pages":""},"PeriodicalIF":0.2,"publicationDate":"2018-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47726197","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal Structure of 3-Acetoxy-2-methyl-N-(4-nitrophenyl)benzamide","authors":"S. Kansız, Şukriye Çakmak, N. Dege, Güngör Meral, H. Kutuk","doi":"10.2116/XRAYSTRUCT.34.17","DOIUrl":"https://doi.org/10.2116/XRAYSTRUCT.34.17","url":null,"abstract":"The amide functional group is very important for organic and bioorganic chemistry because of its wide range of uses.1 Benzamides and their derivatives have biological and pharmaceutical significance. They are also widely used in the industrial and agricultural sectors.2 For this reason, studies concerning the preparation of new amide compounds continue to have increasing populatiry.3 In previous work, we synthesized many substituted secondary amide compounds such as 2,3-dimethoxybenzoic acid and aniline derivatives. The molecular structures of synthesized compounds have also been determinated by an x-ray diffraction method.1–4 In this research 3-acetoxy-2-methyl-N-(4-nitrophenyl)benzamide (Fig. 1) was prepared using a solution of 3-acetoxy2-methylbenzoyl chloride (10 mmol) in THF (5 mL), which was added dropwise to a solution of 4-nitroaniline (10 mmol) and triethylamine (10 mmol) in THF (5 mL) at room temperature. After the reaction mixture was stirred at room temperature for 14 h, the resulting white salt precipitate was filtered off, and then 100 mL of water was added dropwise to the filtrate. The precipitate was filtered off and washed several times with water to remove any excessive aniline derivative and triethylamine hydrochloride salt. The crude product was crystallized from acetonitrile (yield, 2.84 g; 82%; m.p. 190 – 193°C). Data collection and refinement parameters are listed in Table 1. The H atoms were positioned geometrically and refined using a riding model with C–H = 0.93 Å for aromatic H atoms, C–H = 0.96 Å for methyl H atoms, and with Uiso(H) = 1.2 – 1.5 Ueq(C). The selected bond distances and angles are given in Table 2. An ORTEP7 drawing of the molecule of 1 is shown in Fig. 2. The dihedral angle between the phenyl rings (defined by C1/C2/ C3/C4/C5/C6 and C8/C9/C10/C11/C12/C13) is 56.3(1)°. The bond lengths of C1–N1, C4–N2 and C7–N2 are 1.460(2), 1.400(2) and 1.374(2)Å, respectively. These lengths conform to 2018 © The Japan Society for Analytical Chemistry","PeriodicalId":23922,"journal":{"name":"X-ray Structure Analysis Online","volume":"34 1","pages":"17-18"},"PeriodicalIF":0.2,"publicationDate":"2018-04-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.2116/XRAYSTRUCT.34.17","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46565495","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}