JOURNAL OF MOLECULAR STRUCTURE
·
2023
·
IF 3.8
Xiaodan Ma,Xinlei Chen,Yaoqi Zhen,Xunjie Zheng,Chengzhe Shi,Shouwen Jin,Bin Liu,Bin Chen,Daqi Wang
Cocrystallization experiments between the widely popular active pharmaceutical ingredient (API) minoxidil and an array of aryl acids coformers were carried out, successfully yielding 8 multi-component samples consisting of 3 co-crystals and 5 salts. Most of them are hydrates. The nature of the samples have been featured by XRD, IR and EA, the melting points were also gauged. The structural and supramolecular aspects are investigated in detail. In all adducts the N-oxide shows various nonbonding contacts. The Hmnd dimer was established at both 1 and 4 by a pair of symmetric N H···O H-bonds. In all cases the minoxidil and coformers were connected by the N H···O/O H···O synthon which is proved to be the highest extensive associates (appearing in 8/8 structures), even in the coexistence of other potentially disruptive non-covalent bonding moieties. Interestingly, the piperidine moieties as effective H-bond acceptor never participated in accepting the H-bonds. The pyrimidine amino also only acts as the H-bond donors. The outcomes unveil that the crystal packing is relied on the strong N H⋯O/O H···O H-bonds. Deep insight into the crystal packing uncovered that a different set of extra O N/O O, CH···C, N H···C, CH···O/CH 2 O, CH CH/CH 2 CH/CH 2 CH 2 , CH 2 Cl, CH 3 -π/CH 2 -π, NH-π, O-π, and π-π contacts contribute to the stabilization and expansion of the total structures. For the synergism of the various nonbonding forces there had the homo/hetero supramolecular synthons. Some classical graph set notations of R 2 2 (9) and R 4 2 (8) were present in the relative high frequency.
研究领域:
药物化学
·
晶体学
✓ 已验证
DOI
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2021
·
IF 3.196
Xuejuan Yang,Yanhong Zhu,Xinlei Chen,Xingjun Gao,Shouwen Jin,Bin Liu,Li He,Bin Chen,Daqi Wang
Cocrystallization of the simplest bulky organic amine, tert‑butylamine (L), with a series of organic acids got a whole of 10 anhydrous salts with the compositions: tert‑butylammonium 2-(4-chlorophenoxy)-2-methylpropionate [(HL) + ·(cpmppa − ), cpmppa − =2-(4-chlorophenoxy)-2-methylpropionate] (1) , bis(tert‑butylammonium) dibenzoyl- l -tartarate [(HL + ) 2 ·(dbztat) 2− , (dbztat) 2- = dibenzoyl- l -tartarate] (2) , tert‑butylammonium pyrazinecarboxylate [(HL + )·(pyrca) − , pyrca = pyrazinecarboxylate] (3) , tert‑butylammonium 2-(4-chlorobenzoyl)benzoate [(HL + )·(cbzbz) − , cbzbz = 2-(4-chlorobenzoyl)benzoate] (4) , tert‑butylammonium 3-methylsalicylate [(HL + )·(3-msal) − , 3-msal = 3-methylsalicylate] (5) , tert‑butylammonium 4-methylsalicylate [(HL + )·(4-msal) − , 4-msal = 3-methylsalicylate] (6) , tert‑butylammonium 2‑chloro-4-nitrobenzoate [(HL + )·(cnba) − , cnba = 2‑chloro-4-nitrobenzoate] (7) , tert‑butylammonium 4‑bromo-3,5-dimethoxy benzoate [(HL + )·(bdmbza) − , bdmbza = 4‑bromo-3,5-dimethoxy benzoate] (8) , tert‑butylammonium 3,5-diiodosalicylate [(HL + )·(didsal) − , didsal = 3,5-diiodosalicylate] (9) and tert‑butylammonium 3,5,6-trichlorosalicylate [(HL + )·(tcsal) − , tcsal =3,5,6-trichlorosalicylate] (10) . The salts have been featured by XRD, IR and EA, the melting points were also gauged. Their structural and supramolecular aspects are analyzed in detail; all compounds are ionic with H-transferring to the tert‑butylamine. The result unveils that among the whole investigated crystals the NH 2 units in L are protonated when the acids are deprotonated and the crystal packing is interpreted via the strong charge-assisted N H⋯O H-bond from the NH 3 + and the CO 2 − . Apart from the N H⋯O H-bond, the O H···O H-bonds were also found at 5, 6, 9 and 10. 3, 9 and 10 had the additional N H⋯N, N H···I and N H···Cl H-bonds, respectively. Deep analysis of the crystal packing uncovered that a different set of additional O···O, Cl···Cl, Cl···O, Br···O, I···I, CH 3 ···C, CH 3 ···CH, CH 3 ···CH 3 , CH···O/CH 3 ···O, CH 3 ···Cl and CH 3 ···π contacts contribute to the stabilization and expansion of the total structures. For the synergism of the various nonbonding forces these structures had the homo/hetero supramolecular synthons. Some classical synthons of R 2 2 (8), R 4 2 (8), R 4 3 (10) and R 4 4 (12), commonly contained in solids of organic acids with amine, were present in these hydrogen bonding nets.
研究领域:
化学
·
晶体学
·
超分子化学
✓ 已验证
DOI
高影响因子
CRYSTAL GROWTH & DESIGN
·
2014
·
IF 4.558
Linglei Jiang,Ying Huang,Qi Zhang,Hongyan He,Yun Xu,Xuefeng Mei
Pharmaceutical co-crystals involving two active pharmaceutical ingredients are rarely revealed in the literature. In this work, crystal engineering principles were exercised to guide the design and synthesis of the Biopharmaceutics Classification System class IV drug dapsone (DAP). We reported six drug–drug co-crystals of DAP with sulfanilamide, flavone, luteolin, caffeine in 1:1 stoichiometry, caffeine in 1:2 stoichiometry, and 2(3H)-benzothiazolone. Bioactive coformers were deliberately selected. The resulting co-crystals were fully characterized by a range of analytical technologies, including X-ray powder diffraction, Fourier transform infrared spectroscopy, polarized light microscopy, differential scanning calorimetry, and thermogravimetric analysis, etc. Single-crystal structure analysis reveals that reoccurring supramolecular synthons are observed in different DAP co-crystals. Equilibrium solubility and intrinsic dissolution rates were also compared with those of the parent drug. This work expands the pharmaceutically acceptable solid forms of DAP and supplements the successful cases of drug–drug co-crystals.
研究领域:
药物化学
·
晶体学
·
制药工程
✓ 已验证
DOI
高影响因子
ORGANIC ELECTRONICS
·
2015
·
IF 3.827
Yuanhang Zhou,Manjun Xiao,Deyu Liu,Zhengkun Du,Weichao Chen,Dan Ouyang,Liangliang Han,Xiaobo Wan,Renqiang Yang
Two new acceptor–donor–acceptor (A–D–A) type small molecules DCAO3TIDT and DCNR3TIDT, with 4,4,9,9-tetrakis(4-(dodecyloxy)phenyl)-4,9-dihydro-s-indaceno-[1,2-b:5,6-b′]dithiophene (IDT) as the core group and 2-ethylhexyl cyanoacetate (CAO) and 2-(1,1-dicyanomethylene)-3-octyl rhodanine (CNR) as different end-capped blocks, have been designed and synthesized. Both of them have been employed as donor for solution-processed bulk hetero-junction (BHJ) organic solar cells (OSCs). The two compounds showed deep highest occupied molecular orbital (HOMO) energy levels (∼−5.30 eV) and strong absorption. The DCAO3TIDT and DCNR3TIDT with PC 71 BM as acceptor based BHJ solar cell devices showed short circuit current density ( J sc ) of 6.93 mA/cm 2 and 8.59 mA/cm 2 , power conversion efficiency (PCE) of 3.34% and 4.27%, respectively, and with almost same open-circuit voltage (∼0.93 V), under the illumination of AM 1.5 G, 100 mW/cm 2 . The high J sc for DCNR3TIDT could result from its wider and red-shifted absorption than that of DCAO3TIDT, which was probably induced by the end-capped block rhodanine derivative. The results demonstrate that the end group would be taken into full account when designing new solution-processed small molecules, which is an important factor to determine their photovoltaic properties.
研究领域:
材料科学
·
化学
✓ 已验证
DOI
高影响因子
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
·
2012
·Vol. 50
·期 23
·4871-4878
·
IF 3.919
Lijun Fan,Hou Chen,Zhihai Hao,Zhi Tan
A novel high oil-absorbing crosslinked gel was synthesized by copolymerization of butyl methacrylate (BMA) with a small amount of pentaerythritol triacrylate (PETA) crosslinker using single electron transfer-living radical polymerization (SET–LRP) initiated with carbon tetrachloride (CCl 4 ) and catalyzed by Cu(0)/hexamethylenetetramine (HMTA) in N, N-dimethylformamide (DMF). The polymerization followed first-order kinetics as indicated by linear increase of monomer concentration with reaction time. Effects of reaction temperature, crosslinker, initiator, and catalyst on the oil-absorbing properties of the crosslinked gel were investigated in detail. The oil absorptions of the crosslinked gel to chloroform, toluene could reach 51.9, 34.5 g/g, respectively. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
研究领域:
高分子化学
·
功能材料
·
环境修复
·
石油泄漏处理
·
聚合物科学
✓ 已验证
DOI
高影响因子
RUSSIAN CHEMICAL BULLETIN
·
2024
·Vol. 73
·期 9
·2725-2729
·
IF 1.7
Yang Zhihui,Wang Xiaochen,Wang Yuanrong,Yang Jinyun,Lu Haifeng
A new route for the synthesis of siloxanes containing substituents with the phosphonate and amino groups based on the catalyst-free Kabachnik—Fields reaction was developed. The synthesis was accomplished under mild conditions using 3-aminopropylsilanes, cyclic ketones, and diethyl phosphite as the starting materials to give the corresponding 1-(3-silylpropylamino)cycloalkylphosphonates in high yields.
研究领域:
有机化学
·
药物化学
·
材料化学
·
分子合成
·
功能材料
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）