Binding energy Eb (in (kcal/mol)) of CX[4]-gas complexes.
\\n\\n
More than half of the publishers listed alongside IntechOpen (18 out of 30) are Social Science and Humanities publishers. IntechOpen is an exception to this as a leader in not only Open Access content but Open Access content across all scientific disciplines, including Physical Sciences, Engineering and Technology, Health Sciences, Life Science, and Social Sciences and Humanities.
\\n\\nOur breakdown of titles published demonstrates this with 47% PET, 31% HS, 18% LS, and 4% SSH books published.
\\n\\n“Even though ItechOpen has shown the potential of sci-tech books using an OA approach,” other publishers “have shown little interest in OA books.”
\\n\\nAdditionally, each book published by IntechOpen contains original content and research findings.
\\n\\nWe are honored to be among such prestigious publishers and we hope to continue to spearhead that growth in our quest to promote Open Access as a true pioneer in OA book publishing.
\\n\\n\\n\\n
\\n"}]',published:!0,mainMedia:null},components:[{type:"htmlEditorComponent",content:'
Simba Information has released its Open Access Book Publishing 2020 - 2024 report and has again identified IntechOpen as the world’s largest Open Access book publisher by title count.
\n\nSimba Information is a leading provider for market intelligence and forecasts in the media and publishing industry. The report, published every year, provides an overview and financial outlook for the global professional e-book publishing market.
\n\nIntechOpen, De Gruyter, and Frontiers are the largest OA book publishers by title count, with IntechOpen coming in at first place with 5,101 OA books published, a good 1,782 titles ahead of the nearest competitor.
\n\nSince the first Open Access Book Publishing report published in 2016, IntechOpen has held the top stop each year.
\n\n\n\nMore than half of the publishers listed alongside IntechOpen (18 out of 30) are Social Science and Humanities publishers. IntechOpen is an exception to this as a leader in not only Open Access content but Open Access content across all scientific disciplines, including Physical Sciences, Engineering and Technology, Health Sciences, Life Science, and Social Sciences and Humanities.
\n\nOur breakdown of titles published demonstrates this with 47% PET, 31% HS, 18% LS, and 4% SSH books published.
\n\n“Even though ItechOpen has shown the potential of sci-tech books using an OA approach,” other publishers “have shown little interest in OA books.”
\n\nAdditionally, each book published by IntechOpen contains original content and research findings.
\n\nWe are honored to be among such prestigious publishers and we hope to continue to spearhead that growth in our quest to promote Open Access as a true pioneer in OA book publishing.
\n\n\n\n
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Van Royen",slug:"barend-j.-van-royen"},{id:"90837",title:"MSc.",name:"Eline W.",middleName:null,surname:"Zwitser",fullName:"Eline W. Zwitser",slug:"eline-w.-zwitser"}]},{id:"23740",title:"Future Applications of Electronic-Nose Technologies in Healthcare and Biomedicine",slug:"future-applications-of-electronic-nose-technologies-in-healthcare-and-biomedicine",signatures:"Alphus Dan Wilson",authors:[{id:"40680",title:"Dr",name:"Alphus",middleName:"Dan",surname:"Wilson",fullName:"Alphus Wilson",slug:"alphus-wilson"}]},{id:"23741",title:"Quality Assurance and Quality Control of Equipment in Diagnostic Radiology Practice-The Ghanaian Experience",slug:"quality-assurance-and-quality-control-of-equipment-in-diagnostic-radiology-practice-the-ghanaian-exp",signatures:"Stephen Inkoom, Cyril Schandorf, Geoffrey Emi-Reynolds and John Justice Fletcher",authors:[{id:"48333",title:"Mr",name:"Stephen",middleName:null,surname:"Inkoom",fullName:"Stephen Inkoom",slug:"stephen-inkoom"},{id:"55912",title:"Prof.",name:"Cyril",middleName:null,surname:"Schandorf",fullName:"Cyril Schandorf",slug:"cyril-schandorf"},{id:"55913",title:"Prof.",name:"Geoffrey",middleName:null,surname:"Emi-Reynolds",fullName:"Geoffrey Emi-Reynolds",slug:"geoffrey-emi-reynolds"},{id:"55914",title:"Prof.",name:"John",middleName:null,surname:"Fletcher",fullName:"John Fletcher",slug:"john-fletcher"}]},{id:"23742",title:"Pressure-Sensitive Adhesives for Medical Applications",slug:"pressure-sensitive-adhesives-for-medical-applications",signatures:"Zbigniew Czech and Agnieszka Kowalczyk",authors:[{id:"53922",title:"Prof.",name:"Zbigniew",middleName:null,surname:"Czech",fullName:"Zbigniew Czech",slug:"zbigniew-czech"},{id:"94549",title:"Dr.",name:"Agnieszka",middleName:null,surname:"Kowalczyk",fullName:"Agnieszka Kowalczyk",slug:"agnieszka-kowalczyk"},{id:"94550",title:"Dr.",name:"Jolanta",middleName:null,surname:"Swiderska",fullName:"Jolanta Swiderska",slug:"jolanta-swiderska"}]},{id:"23743",title:"The Role of Empirical Rheology in Flour Quality Control",slug:"the-role-of-empirical-rheology-in-flour-quality-control",signatures:"Tamara Dapčević Hadnađev, Milica Pojić, Miroslav Hadnađev and Aleksandra Torbica",authors:[{id:"55755",title:"MSc",name:"Tamara",middleName:null,surname:"Dapčević Hadnađev",fullName:"Tamara Dapčević Hadnađev",slug:"tamara-dapcevic-hadnadjev"},{id:"55801",title:"Dr.",name:"Milica",middleName:null,surname:"Pojić",fullName:"Milica Pojić",slug:"milica-pojic"},{id:"55802",title:"MSc.",name:"Miroslav",middleName:null,surname:"Hadnađev",fullName:"Miroslav Hadnađev",slug:"miroslav-hadnadjev"},{id:"55803",title:"Dr.",name:"Aleksandra",middleName:null,surname:"Torbica",fullName:"Aleksandra Torbica",slug:"aleksandra-torbica"}]},{id:"23744",title:"Sensory Analysis in Quality Control: The Gin as an Example",slug:"sensory-analysis-in-quality-control-the-gin-as-an-example",signatures:"Montserrat Riu Aumatell",authors:[{id:"43906",title:"Dr.",name:"Montserrat",middleName:null,surname:"Riu-Aumatell",fullName:"Montserrat Riu-Aumatell",slug:"montserrat-riu-aumatell"}]},{id:"23745",title:"Spectral Imaging as a Tool in Food Research and Quality Monitoring of Food Production",slug:"spectral-imaging-as-a-tool-in-food-research-and-quality-monitoring-of-food-production",signatures:"Stina Frosch, Bjørn Skovlund Dissing, Jens Adler-Nissen and Michael Engelbrecht Nielsen",authors:[{id:"55298",title:"Dr.",name:"Stina",middleName:null,surname:"Frosch",fullName:"Stina Frosch",slug:"stina-frosch"},{id:"55301",title:"Dr.",name:"Michael",middleName:null,surname:"Engelbrecth Nielsen",fullName:"Michael Engelbrecth Nielsen",slug:"michael-engelbrecth-nielsen"},{id:"55302",title:"Prof.",name:"Jens",middleName:null,surname:"Adler-Nissen",fullName:"Jens Adler-Nissen",slug:"jens-adler-nissen"},{id:"118120",title:"MSc.",name:"Bjørn Skovlund",middleName:null,surname:"Dissing",fullName:"Bjørn Skovlund Dissing",slug:"bjorn-skovlund-dissing"}]},{id:"23746",title:"Mass Rearing and Quality Control Parameters for Tephritid Fruit Flies of Economic Importance in Africa",slug:"mass-rearing-and-quality-control-parameters-for-tephritid-fruit-flies-of-economic-importance-in-afri",signatures:"Sunday Ekesi and Samira A. Mohamed",authors:[{id:"42713",title:"Dr.",name:"Sunday",middleName:null,surname:"Ekesi",fullName:"Sunday Ekesi",slug:"sunday-ekesi"},{id:"53233",title:"Dr.",name:"Samira",middleName:null,surname:"Mohamed",fullName:"Samira Mohamed",slug:"samira-mohamed"}]},{id:"23747",title:"Quality Control of Baculoviral Bioinsecticide Production",slug:"quality-control-of-baculoviral-bioinsecticide-production",signatures:"Solange Ana Belén Miele, Mariano Nicolás Belaich and Pablo Daniel Ghiringhelli",authors:[{id:"52118",title:"Dr.",name:"Pablo Daniel",middleName:null,surname:"Ghiringhelli",fullName:"Pablo Daniel Ghiringhelli",slug:"pablo-daniel-ghiringhelli"},{id:"54727",title:"Mrs.",name:"Solange Ana Belen",middleName:null,surname:"Miele",fullName:"Solange Ana Belen Miele",slug:"solange-ana-belen-miele"},{id:"54728",title:"Dr.",name:"Mariano Nicolas",middleName:null,surname:"Belaich",fullName:"Mariano Nicolas Belaich",slug:"mariano-nicolas-belaich"}]},{id:"23748",title:"Quality Control and Characterization of Scintillating Crystals for High Energy Physics and Medical Applications",slug:"quality-control-and-characterization-of-scintillating-crystals-for-high-energy-physics-and-medical-a",signatures:"Daniele Rinaldi, Michel Lebeau, Nicola Paone, Lorenzo Scalise and Paolo Pietroni",authors:[{id:"49866",title:"Ph.D.",name:"Lorenzo",middleName:null,surname:"Scalise",fullName:"Lorenzo Scalise",slug:"lorenzo-scalise"},{id:"54920",title:"Prof.",name:"Daniele",middleName:null,surname:"Rinaldi",fullName:"Daniele Rinaldi",slug:"daniele-rinaldi"},{id:"59026",title:"Dr.",name:"Michel",middleName:null,surname:"Lebeau",fullName:"Michel Lebeau",slug:"michel-lebeau"},{id:"59027",title:"Prof.",name:"Nicola",middleName:null,surname:"Paone",fullName:"Nicola Paone",slug:"nicola-paone"},{id:"78731",title:"Dr.",name:"Paolo",middleName:null,surname:"Pietroni",fullName:"Paolo Pietroni",slug:"paolo-pietroni"}]},{id:"23749",title:"Effect of Last Generation Additives on the Concrete Durability",slug:"effect-of-last-generation-additives-on-the-concrete-durability",signatures:"Ana M. Carvajal, M. Soledad Gómez, Pablo Maturana and Raul Molina",authors:[{id:"42072",title:"Prof.",name:"Ana",middleName:"MarÃa",surname:"Carvajal",fullName:"Ana Carvajal",slug:"ana-carvajal"},{id:"42100",title:"Prof.",name:"Pablo",middleName:null,surname:"Maturana",fullName:"Pablo Maturana",slug:"pablo-maturana"},{id:"84065",title:"Prof.",name:"Soledad",middleName:null,surname:"Gomez",fullName:"Soledad Gomez",slug:"soledad-gomez"},{id:"84067",title:"Mr.",name:"Raul",middleName:null,surname:"Molina",fullName:"Raul Molina",slug:"raul-molina"}]},{id:"23750",title:"A Convenient and Inexpensive Quality Control Method for Examining the Accuracy of Conjugate Cam Profiles",slug:"a-convenient-and-inexpensive-quality-control-method-for-examining-the-accuracy-of-conjugate-cam-prof",signatures:"Wen-Tung Chang and Long-Iong Wu",authors:[{id:"43114",title:"Prof.",name:"Wen-Tung",middleName:null,surname:"Chang",fullName:"Wen-Tung Chang",slug:"wen-tung-chang"},{id:"51808",title:"Prof.",name:"Long-Iong",middleName:null,surname:"Wu",fullName:"Long-Iong Wu",slug:"long-iong-wu"}]},{id:"23751",title:"Material Characterization and Failure Analysis for Microelectronics Assembly Processes",slug:"material-characterization-and-failure-analysis-for-microelectronics-assembly-processes",signatures:"Chien-Yi Huang, Ming-Shu Li, Shan-Yu Huang, Cheng-I Chang and Min-Hui Huang",authors:[{id:"52412",title:"Dr.",name:"Ming-Shu",middleName:null,surname:"Li",fullName:"Ming-Shu Li",slug:"ming-shu-li"},{id:"52426",title:"Prof.",name:"Chien-Yi",middleName:"Jay",surname:"Huang",fullName:"Chien-Yi Huang",slug:"chien-yi-huang"},{id:"98841",title:"MSc.",name:"Cheng-I",middleName:null,surname:"Chang",fullName:"Cheng-I Chang",slug:"cheng-i-chang"},{id:"98978",title:"BSc.",name:"Min Hui",middleName:null,surname:"Huang",fullName:"Min Hui Huang",slug:"min-hui-huang"},{id:"99353",title:"MSc.",name:"Shan-Yu",middleName:null,surname:"Huang",fullName:"Shan-Yu Huang",slug:"shan-yu-huang"}]}]}]},onlineFirst:{chapter:{type:"chapter",id:"73231",title:"Possibility of Complexation of the Calix[4]Arene Molecule with the Polluting Gases: DFT and NCI-RDG Theory",doi:"10.5772/intechopen.93838",slug:"possibility-of-complexation-of-the-calix-4-arene-molecule-with-the-polluting-gases-dft-and-nci-rdg-t",body:'\n
The recognition of the electrostatic and magnetic properties in the selective guest in microscopic systems facilitates to know several anionic cationic or neutral guests’ complexes [1, 2, 3, 4, 5]. In this work, the CX[4] molecule is specified by its own chemical composition and the hydrophobic cavity form [6]. This molecule is characterized by specific parameters such as the diameter and the height, which facilitates the encapsulation of the cationic, anionic, neutral guests or small molecules [7, 8, 9]. Also, the cavity of the CX[4] molecule have attracted the researchers to test a new guest materials to be functional in the medical [10, 11, 12] or micro-biological field [13, 14]. In literature, we have noted that there are some works which discuss the encapsulation of the CX[4] with gases molecules (CH4, NH3 and C2H2) [15, 16, 17, 18]. In our work, we have studied the photo-physical properties of the CX[4]-gas complexes (CX[4]-NO3, CX[4]-NO2, CX[4]-CO2 and CX[4]-N2). We discuss the possibility of the encapsulation of these gases by the CX[4] molecule to show the sensibility of this molecule to the polluting gases outside or inside the cavity. We have chosen the NO3, NO2, CO2 and N2 gas as guest’s because they can be formed a dipole-dipole interactions and a CH…π hydrogen-bonding with the CX[4] molecule. By using the density functional theory (DFT) calculations, we have described the dynamic stabilities of the endo-vs. exo-cavity of the CX[4]-gas complexes. The vibrational properties of the CX[4]-gas complexes have been studied. The Molecular electrostatic potential studies of these host-guests complexes have been performed. The Non-covalent interaction via RDG function are very important to know the nature of the interactions between the specific guests and the CX[4] molecule.
\nThe stable structures of the studied systems (CX[4] and CX[4]-gas) have been calculated with the DFT method by using the B3LYP [16, 19, 20, 21] coupled to the D3BJ (empirical Becke and Johnson damping dispersion corrections) in combination with the 6-31 + G(d) basis set, as implemented in GAUSSIAN 09 package [22] and the Gauss View [23] as a visual program. We have been calculated the binding energies of the CX[4]-gas take into account the Basis Set Superposition Error (BSSE) counterpoise (CP) correction energy of Boys and Bernardi [24].
\nThe binding energies are given by the following formula:
\nwhere ECX[4]-gas, ECX[4] and Egas are the total energies of host-guest and host or guest molecules. The electronic parameters of the studied complexes are very effective to show the sensibility of the specific gas inside or outside the cavity. We analyzed then the infrared spectrum of these complexes using the DFT/B3LYP-D3 method. The nature of the interaction between the CX[4] molecule and the pollutant gases is better explained using the Non covalent interaction via RDG analysis [25].
\nThe CX[4]-gas complexes have been optimized at the DFT/B3LYP-D3 (Figure 1). In this study, we have placed the NO3, NO2, CO2 and N2 gas in the exo or endo-cavity positions. Table 1 presents the Binding energy Eb (in (kcal/mol)) of CX[4]-gas complexes. The binding energy value of the CX[4]-CO2 is equal to 21.33 kcal/mol (see Figure 1). We show that, the CX[4]-CO2(endo) complex is more stable than that of CX[4]-CO2(exo). In addition, from the CX[4]-NO3 complex, the NO3 gas has placed in the endo or the exo-cavity position. In this situation, we have obtained a divergence in the case of the interaction of CX[4] with NO3 outside the cavity that is why, we have tested the case where the NO3 gas perpendicular to the 4-fold axis of CX[4] and a parallel position of the NO3 (NO3 parallel to the 4-fold axis). We have been noted a very weak energy of the CX[4]-NO3(perp.) complex in comparison with the CX[4]-NO3(paral.) complex. Moreover, we have noted that the interaction between the CX[4] molecule and the NO3(paral.) is stabilized by a low dipole moment. We have calculated two positions for the guest N2: the N2 gas located on the outside of cavity and this gas located perpendicular to the 4-fold axis of CX[4] molecule. We have shown that the CX[4]-N2(endo) has a very strongest energy, which explain that this geometry is more stable than CX[4]-N2(exo) (see Table 1). The binding energy (Eb) of the stable complex is equal to 18.90 kcal/mol. Finally, from the CX[4]-NO2(exo) complex, we note that the NO2 gas is located in the outside of the H-link network of the phenolic hydroxyl groups. The binding energy of the CX[4]-NO2(endo) complex is equal to 20.54 kcal/mol (see Table 1). As we see, The binding energy of the CX[4]-NO2(endo)complex is higher than that of CX[4]-CO2(exo/endo). Therefore, The CX[4]-NO2(endo) complex is more stable than others, which is explained by the lowest dipole moment.
\nOptimized geometries of the CX[4]-CO2(endo) (a), CX[4]-CO2(exo) (b), CX[4]-NO3(paral.) (c), CX[4]-NO3(perp.) (d), CX[4]-NO2(endo) (e), CX[4]-NO2(exo) (f*), CX[4]-NO2(exo) (g*), CX[4]-N2(endo) (h) and CX[4]-N2(exo) (i) complexes using B3LYP-D3BJ/6-31 + G(d) method (top view).
Complexes | \nEb\n | \nBSSE | \nEb (with BSSE) | \n
---|---|---|---|
CX[4]-NO3 (paral.)\n | \n24.62 | \n6.17 | \n\n |
CX[4]-NO3(perp.)\n | \n16.51 | \n6.05 | \n22.56 | \n
CX[4]-N2(exo)\n | \n16.89 | \n1.70 | \n18.59 | \n
CX[4]-N2(endo)\n | \n16.90 | \n1.80 | \n18.70 | \n
CX[4]-NO2(exo)f*\n | \n18.17 | \n1.82 | \n19.99 | \n
CX[4]-NO2(exo)g*\n | \n18.11 | \n1.80 | \n19.91 | \n
CX[4]-NO2(endo)\n | \n17.83 | \n2.71 | \n20.54 | \n
CX[4]-CO2(endo)\n | \n18.62 | \n2.71 | \n21.33 | \n
CX[4]-CO2(exo)\n | \n18.10 | \n2.71 | \n20.81 | \n
Binding energy Eb (in (kcal/mol)) of CX[4]-gas complexes.
The reorganization of the O…H stretching vibration has been calculated after the system perturbation with the pollutant gases. Moreover, The IR spectrum calculation of the four stable complexes is given in Figure 2. In literature, Furel et al. have been studied the experimental infrared spectrum of the CX[4] molecule. In this work, we have analyzed the stretching region of the IR spectrum between 2900 and 3500 cm−1, respectively 3254 (OH), 3168(OH asymmetric), 3045(Car.H), 2951 (asym.CH2), 2916 cm−1(sym.CH2). The infrared spectrum of the CX[4]-gas have been compared to the IR spectra of the free CX[4] molecule (See Figure 2). In addition, to take into account the an-harmonic effect our calculated frequencies scaled by 0.956. However, we have noted that, the CX[4]-CO2 is characterized by two peaks located in the vicinity of 3177 cm−1 and 3181 cm−1respectively. The CX[4]-N2 complex have the same results. These tow peaks are specified by the O-H asymmetric stretching vibration. We have shown that the frequency band located at 3160 cm−1 is corresponding to the O-H stretching vibration of the phenol O-H groups. Concerning the CX[4]-NO2 complex, we have noted the appearance of the two peaks in the neighborhood of 3170 cm−1 and 3193 cm−1. These peaks are corresponding to the vibrations of the O-H and O-H asymmetric bonds. Finally, we have shown a burst of the OH peak in the CX[4]-NO3 gas what form four peaks located in the vicinity of 2928 cm−1 (asym.CH2), 3100 cm−1(asym.OH), 3204 cm−1(OH) and 3298 cm−1(free OH) respectively. The noted values for the comparing of the red-shifted O-H vibration between the CX[4]-gas and the free CX[4]molecule are 44 cm−1, 24 cm−1 and 9 cm−1 for CX[4]-NO3, CX[4]-NO2, CX[4]-CO2 and CX[4]-N2 successively.
\nInfrared spectrum of the stable host-guests complexations (H-bonding region (the unit is cm−1)).
In Figure 3(a–d), we have been created the MEP map of the stable host-guests. These graphs indicate the relation between the supra-molecular structure and the physic-cal-chemical properties of the CX[4]-gas complexes. In this work, we have explained the more nucleophile or electrophile sites in these stable host-guests. The color code of the maps varying from −0.005 to 0.005 (isoval = 0.001). From Figure 3, we show that the electrophilic sites surrounded by N atoms and the nucleophilic sites surrounded by O atoms. In addition, these host-guests complexes are characterized by the existence of the positive charges located at the level of the phenolic branch. This part demonstrates how the MESP can explore the region of the unravel molecular interactions between the CX[4] molecule and these hosts.
\nMolecular electrostatic potential analysis of the CX[4]-CO2 (a), CX[4]-N2 (b), CX[4]-NO2 (c) and CX[4]-NO3 (d) complexes calculated by B3LYP-D3/6–31 + G(d) level.
\nFigure 4(a) shows the existence of a weak van der Waals (VdW) type interactions between CO2 gas and CX[4]. Concerning the CX[4]-N2 complex (Figure 4(b)), we show a green color between the guest and the host that indicates the existence of the weak Van der Waals interactions and the blue color at the lower edge level indicates the existence of the O-H-bonding type interactions. Also, we have shown clearly a red color located in the center of the phenol rings indicates a strong repulsion. The NCI-plots have been confirmed these results (see Figure 4). In addition, from CX[4]-NO2 (Figure 4(c)) complex, we find the existence of a red color which explain the steric effect interactions, blue color (hydrogen bonds type interactions) and a green color (week van der Waals type interactions). The type of majority bonds of the links between the NO3 gas and the CX[4] molecule is the weak VdW type interactions. The NCI-RDG analysis shows that the VdW type interactions and the hydrogen bonding interactions between the guest and the host are very necessary for the stability of the encapsulated complexes.
\nNCI-RDG plots of the electron density and its reduced gradient of the inclusion complexes for CX[4]-gas (CX[4]-CO2(a), CX[4]-N2(b), CX[4]-NO2(c) and CX[4]-NO3(d)). The iso-surfaces were constructed with RGD = 0.5a.u and the colors scaling from −0.01 to −0.01 a.u.
The CX[4] and the CX[4]-gas complexes have been optimized using the density functional theory (DFT). Our work has clearly explained the sensibility of the pollutant gas inside the cavity, which is very important in comparison with the gas located outside the cavity. The IR spectrum study has explained the role of the NO3 gas in the red-shifted of the O-H bonds in comparison with the other gases. The MEP results is clearly explained the charge distribution reactivity. The NCI-RDG analysis clearly shows the strong interactions of the gas NO3 and NO2 with the endo-cavity environments of the CX[4] molecule. Finally, the non-covalent interactions analyses show that the calix[4]arene maybe useful for encapsulated the pollutant gas in the future. The sensitivity of the calix[4]arene molecule for these polluting gases opens a way to test the interaction of CX[4] with other types of biological molecules (proteins).
\nThe authors acknowledge financial support from the Tunisian’s Ministry of high education and scientific research. In this work, we were granted access to the HPC resources of the FLMSN, ‘Fédération Lyonnaise de Modélisation et Sciences Numériques’, partner of EQUIPEX EQUIP@MESO and to the ‘Centre de calcul CCIN2P3’ at Villeurbanne, France.
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