메뉴 건너뛰기




Volumn 117, Issue 20, 2013, Pages 10661-10668

Pressure-controlled neutral-ionic transition and disordering of NH···N hydrogen bonds in pyrazole

Author keywords

[No Author keywords available]

Indexed keywords

AMINE NITROGEN ATOMS; DISPROPORTIONATIONS; EFFECTS OF TEMPERATURE; MOLECULAR DISPLACEMENTS; NEUTRAL-IONIC TRANSITION; ORTHORHOMBIC SPACE GROUPS; PRESSURE-INDUCED PHASE TRANSITION; STRUCTURAL TRANSFORMATION;

EID: 84878164212     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp401389v     Document Type: Article
Times cited : (25)

References (52)
  • 1
    • 42549101247 scopus 로고    scopus 로고
    • Organic Ferroelectrics
    • Horiuchi, S.; Tokura, Y. Organic Ferroelectrics Nat. Mater. 2008, 7, 357-366
    • (2008) Nat. Mater. , vol.7 , pp. 357-366
    • Horiuchi, S.1    Tokura, Y.2
  • 3
    • 0032906768 scopus 로고    scopus 로고
    • Stereochemistry and Transformations of NH···N Hydrogen Bonds Part I. Structural Preferences for the Hydrogen Site
    • Katrusiak, A. Stereochemistry and Transformations of NH·· ·N Hydrogen Bonds Part I. Structural Preferences for the Hydrogen Site J. Mol. Struct. 1999, 474, 125-133
    • (1999) J. Mol. Struct. , vol.474 , pp. 125-133
    • Katrusiak, A.1
  • 4
    • 0000113484 scopus 로고    scopus 로고
    • Ferroelectricity in NH···N Hydrogen Bonded Crystals
    • Katrusiak, A.; Szafrański, M. Ferroelectricity in NH···N Hydrogen Bonded Crystals Phys. Rev. Lett. 1999, 82, 576-579
    • (1999) Phys. Rev. Lett. , vol.82 , pp. 576-579
    • Katrusiak, A.1    Szafrański, M.2
  • 6
    • 0032960163 scopus 로고    scopus 로고
    • Stereochemistry and Transformations of NH···N Hydrogen Bonds
    • Katrusiak, A.; Ratajczak-Sitarz, M.; Grech, E. Stereochemistry and Transformations of NH···N Hydrogen Bonds J. Mol. Struct. 1999, 474, 135-141
    • (1999) J. Mol. Struct. , vol.474 , pp. 135-141
    • Katrusiak, A.1    Ratajczak-Sitarz, M.2    Grech, E.3
  • 7
    • 33745796030 scopus 로고    scopus 로고
    • Pressure Tuning between NH···N Hydrogen-Bonded Ice Analogue and NH···Br Polar dabcoHBr Complexes
    • Budzianowski, A.; Katrusiak, A. Pressure Tuning between NH···N Hydrogen-Bonded Ice Analogue and NH···Br Polar dabcoHBr Complexes J. Phys. Chem. B 2006, 110, 9755-9758
    • (2006) J. Phys. Chem. B , vol.110 , pp. 9755-9758
    • Budzianowski, A.1    Katrusiak, A.2
  • 8
    • 67650296006 scopus 로고    scopus 로고
    • +···N Hydrogen-Bonded 1,4-Diazabicyclo[2.2.2]octane Hydrobromide Crystal
    • +···N Hydrogen-Bonded 1,4-Diazabicyclo[2.2.2]octane Hydrobromide Crystal J. Phys. Chem. B 2009, 113, 9479-9488
    • (2009) J. Phys. Chem. B , vol.113 , pp. 9479-9488
    • Szafrański, M.1
  • 10
    • 77956086970 scopus 로고    scopus 로고
    • Pressure Induced Transformations of 1,4-Diazabicyclo[2.2.2]octane(dabco) Hydroiodide: Diprotonation of dabco, Its N-Methylation and Co-Crystallization with Methanol
    • Olejniczak, A.; Katrusiak, A. Pressure Induced Transformations of 1,4-Diazabicyclo[2.2.2]octane(dabco) Hydroiodide: Diprotonation of dabco, Its N-Methylation and Co-Crystallization with Methanol CrystEngComm 2010, 12, 2528-2532
    • (2010) CrystEngComm , vol.12 , pp. 2528-2532
    • Olejniczak, A.1    Katrusiak, A.2
  • 12
    • 0000387969 scopus 로고    scopus 로고
    • 3(5),4-Dimethyl- and 3,4,5-trimethylpyrazole at 200 K. X-ray Crystallography and Quantum-Chentical Analysis
    • Infantes, L.; Focec-Foces, C.; Elguero, J. 3(5),4-Dimethyl- and 3,4,5-trimethylpyrazole at 200 K. X-ray Crystallography and Quantum-Chentical Analysis Acta Crystallogr., Sect. B 1999, 55, 441-447
    • (1999) Acta Crystallogr., Sect. B , vol.55 , pp. 441-447
    • Infantes, L.1    Focec-Foces, C.2    Elguero, J.3
  • 13
    • 0003316232 scopus 로고    scopus 로고
    • Crystal Structures of Two 4-Bromopyrazole Derivatives
    • Foces-Foces, C.; Llanes-Saiz, A. L.; Elguero, J. Crystal Structures of Two 4-Bromopyrazole Derivatives Z. Kristallogr. 1999, 214, 237-241
    • (1999) Z. Kristallogr. , vol.214 , pp. 237-241
    • Foces-Foces, C.1    Llanes-Saiz, A.L.2    Elguero, J.3
  • 14
    • 0032801144 scopus 로고    scopus 로고
    • Structures of NH-Pyrazoles Bearing only C-Methyl Substituents: 4-Methylpyrazole Is a Hydrogen-Bonded Trimer in the Solid (100 K)
    • Goddard, R.; Claramunt, R. M.; Escolastico, E.; Elguero, J. Structures of NH-Pyrazoles Bearing Only C-Methyl Substituents: 4-Methylpyrazole Is a Hydrogen-Bonded Trimer in the Solid (100 K) New J. Chem. 1999, 23, 237-240
    • (1999) New J. Chem. , vol.23 , pp. 237-240
    • Goddard, R.1    Claramunt, R.M.2    Escolastico, E.3    Elguero, J.4
  • 15
    • 0001082754 scopus 로고
    • +N Bonds. The Proton Potential as a Function of the pKa of the N-Base. FTIR Results and Quantum Chemical Calculations
    • +N Bonds. The Proton Potential as a Function of the pKa of the N-Base. FTIR Results and Quantum Chemical Calculations J. Phys. Chem. 1995, 99, 1889-1895
    • (1995) J. Phys. Chem. , vol.99 , pp. 1889-1895
    • Rabold, A.1    Bauer, R.2    Zundel, G.3
  • 16
    • 22844455879 scopus 로고    scopus 로고
    • Hydrogen Bonds with Large Proton Polarizability and Proton Transfer Processes in Electrochemistry and Biology
    • Zundel, G. Hydrogen Bonds with Large Proton Polarizability and Proton Transfer Processes in Electrochemistry and Biology Adv. Chem. Phys. 2000, 111, 1-217
    • (2000) Adv. Chem. Phys. , vol.111 , pp. 1-217
    • Zundel, G.1
  • 18
    • 0000202755 scopus 로고
    • The Crystal and Molecular Structure of Pyrazole
    • Ehrlich, H. W. The Crystal and Molecular Structure of Pyrazole Acta Crystallogr. 1960, 13, 946-952
    • (1960) Acta Crystallogr. , vol.13 , pp. 946-952
    • Ehrlich, H.W.1
  • 19
    • 33845379599 scopus 로고
    • Dynamic Intermolecular Tautomerism of 3,5-Dimethylpyrazole in the Solid State by Carbon-13 CP/MAS NMR Spectroscopy and X-ray Crystallography
    • Baldy, A.; Elguero, J.; Faure, R.; Pierrot, M.; Vincent, E.-J. Dynamic Intermolecular Tautomerism of 3,5-Dimethylpyrazole in the Solid State by Carbon-13 CP/MAS NMR Spectroscopy and X-ray Crystallography J. Am. Chem. Soc. 1985, 107, 5290-5291
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 5290-5291
    • Baldy, A.1    Elguero, J.2    Faure, R.3    Pierrot, M.4    Vincent, E.-J.5
  • 23
    • 0016025246 scopus 로고
    • Miniature Diamond Anvil Pressure Cell for Single Crystal X-ray Diffraction Studies
    • Merril, L.; Bassett, W. A. Miniature Diamond Anvil Pressure Cell for Single Crystal X-ray Diffraction Studies Rev. Sci. Instrum. 1974, 45, 290-294
    • (1974) Rev. Sci. Instrum. , vol.45 , pp. 290-294
    • Merril, L.1    Bassett, W.A.2
  • 25
    • 0000688670 scopus 로고
    • Calibration of the Ruby Pressure Gauge to 800 kbar under Quasi-Hydrostatic Conditions
    • Mao, H. K.; Xu, J.; Bell, P. M. Calibration of the Ruby Pressure Gauge to 800 kbar under Quasi-Hydrostatic Conditions J. Geophys. Res. 1985, 91, 4673-4676
    • (1985) J. Geophys. Res. , vol.91 , pp. 4673-4676
    • Mao, H.K.1    Xu, J.2    Bell, P.M.3
  • 26
    • 8644225957 scopus 로고    scopus 로고
    • Shadowing and Absorption Corrections of Single-Crystal High-Pressure Data
    • Katrusiak, A. Shadowing and Absorption Corrections of Single-Crystal High-Pressure Data Z. Kristallogr. 2004, 219, 461-467
    • (2004) Z. Kristallogr. , vol.219 , pp. 461-467
    • Katrusiak, A.1
  • 27
    • 4344614963 scopus 로고    scopus 로고
    • In; Katrusiak, A. McMillan, P. F. Kluwer Academic Publisher: Dordrecht, The Netherlands, Vol. Chapter 1.
    • Budzianowski, A.; Katrusiak, A. In High-Pressure Crystallography; Katrusiak, A.; McMillan, P. F., Eds.; Kluwer Academic Publisher: Dordrecht, The Netherlands, 2004; Vol. 140, Chapter 1.
    • (2004) High-Pressure Crystallography , vol.140
    • Budzianowski, A.1    Katrusiak, A.2
  • 28
    • 84878132041 scopus 로고    scopus 로고
    • Oxford Diffraction CrysAlisPro, Data collection and Processing Software for X-ray Diffractometers GUI, Version 4, September.
    • Oxford Diffraction CrysAlisPro, Data collection and Processing Software for X-ray Diffractometers GUI, Version 4, September 2010.
    • (2010)
  • 30
    • 0141660829 scopus 로고    scopus 로고
    • Structural Aspects of the Neutral-to-Ionic Transition in Mixed-Stack Charge-Transfer Complexes
    • Le Cointe, M.; Lemee-Cailleau, M. H.; Cailleau, H.; Toudic, B. Structural Aspects of the Neutral-to-Ionic Transition in Mixed-Stack Charge-Transfer Complexes J. Mol. Struct. 1996, 374, 147-153
    • (1996) J. Mol. Struct. , vol.374 , pp. 147-153
    • Le Cointe, M.1    Lemee-Cailleau, M.H.2    Cailleau, H.3    Toudic, B.4
  • 31
    • 0000490069 scopus 로고
    • Dimerization in Mixed-Stack Organic Charge-Transfer Crystals
    • Luty, T. Dimerization in Mixed-Stack Organic Charge-Transfer Crystals J. Chem. Phys. 1987, 87, 3137-3142
    • (1987) J. Chem. Phys. , vol.87 , pp. 3137-3142
    • Luty, T.1
  • 32
    • 0040797206 scopus 로고
    • Ground-State Properties and Neutral-to-Ionic Transformation of Organic Mixed-Stack Compounds: Mean-Field Approximation
    • Luty, T.; Kuchta, B. Ground-State Properties and Neutral-to-Ionic Transformation of Organic Mixed-Stack Compounds: Mean-Field Approximation Phys. Rev. B 1987, 35, 8542-8550
    • (1987) Phys. Rev. B , vol.35 , pp. 8542-8550
    • Luty, T.1    Kuchta, B.2
  • 33
    • 4243164916 scopus 로고
    • Role of Molecular Compressibility in Transformation Mechanism of Mixed-Stack Organic Charge-Transfer Crystals
    • Luty, T. A Role of Molecular Compressibility in Transformation Mechanism of Mixed-Stack Organic Charge-Transfer Crystals J. Phys. Soc. Jpn. 1992, 61, 3636-3642
    • (1992) J. Phys. Soc. Jpn. , vol.61 , pp. 3636-3642
    • Luty, T.A.1
  • 34
    • 65549105454 scopus 로고    scopus 로고
    • Hydrogen Migration in Oxalic Acid di-Hydrate at High Pressure?
    • Casati, N.; Macchi, P.; Sironi, A. Hydrogen Migration in Oxalic Acid di-Hydrate at High Pressure? Chem. Commun. 2009, 2679-2681
    • (2009) Chem. Commun. , pp. 2679-2681
    • Casati, N.1    MacChi, P.2    Sironi, A.3
  • 35
    • 4243834678 scopus 로고
    • High-Pressure X-ray Diffraction Study on the Structure and Phase Transition of 1,3-Cyclohexanedione Crystals
    • Katrusiak, A. High-Pressure X-ray Diffraction Study on the Structure and Phase Transition of 1,3-Cyclohexanedione Crystals Acta Crystallogr., Sect. B 1990, 46, 246-256
    • (1990) Acta Crystallogr., Sect. B , vol.46 , pp. 246-256
    • Katrusiak, A.1
  • 36
    • 0141629555 scopus 로고    scopus 로고
    • Ionic Disparity of Identical Molecules in Polymorphs
    • Katrusiak, A.; Katrusiak, A. Ionic Disparity of Identical Molecules in Polymorphs Org. Lett. 2003, 5, 1903-1905
    • (2003) Org. Lett. , vol.5 , pp. 1903-1905
    • Katrusiak, A.1    Katrusiak, A.2
  • 37
    • 0001016136 scopus 로고
    • Symmetry Classification and Properties of Equi-Translation Structural Phase Transitions
    • Janovec, V.; Dvořák, V.; Petzelt, J. Symmetry Classification and Properties of Equi-Translation Structural Phase Transitions Czech. J. Phys. B 1975, 25, 1362-1396
    • (1975) Czech. J. Phys. B , vol.25 , pp. 1362-1396
    • Janovec, V.1    Dvořák, V.2    Petzelt, J.3
  • 38
    • 0014830180 scopus 로고
    • Possible Species of Ferromagnetic, Ferroelectric, and Ferroelastic Crystals
    • Aizu, K. Possible Species of Ferromagnetic, Ferroelectric, and Ferroelastic Crystals Phys. Rev. B 1970, 2, 754-772
    • (1970) Phys. Rev. B , vol.2 , pp. 754-772
    • Aizu, K.1
  • 39
    • 0347477770 scopus 로고
    • 2-Type Crystals at High Pressure
    • 2-Type Crystals at High Pressure Phys. Rev. Lett. 1971, 27, 103-106
    • (1971) Phys. Rev. Lett. , vol.27 , pp. 103-106
    • Samara, G.A.1
  • 41
    • 0005356075 scopus 로고
    • Pressure Dependence of the Static and Dynamic Properties of KH2PO4 and Related Ferroelectric and Antiferroelectric Crystals
    • Samara, G. A. Pressure Dependence of the Static and Dynamic Properties of KH2PO4 and Related Ferroelectric and Antiferroelectric Crystals Ferroelectrics 1987, 71, 161-182
    • (1987) Ferroelectrics , vol.71 , pp. 161-182
    • Samara, G.A.1
  • 42
    • 0024029907 scopus 로고
    • Hydrostatic Pressure Influence on Phase Transitions in Rubidium Hydrogen Selenate Crystals
    • Poprawski, R.; Dziedzic, J. Hydrostatic Pressure Influence on Phase Transitions in Rubidium Hydrogen Selenate Crystals Solid State Commun. 1988, 66, 1257-1260
    • (1988) Solid State Commun. , vol.66 , pp. 1257-1260
    • Poprawski, R.1    Dziedzic, J.2
  • 44
    • 36149011973 scopus 로고
    • 2: New Room-Temperature Ferroelectric
    • 2: New Room-Temperature Ferroelectric Phys. Rev. 1959, 114, 1217-1218
    • (1959) Phys. Rev. , vol.114 , pp. 1217-1218
    • Pepinsky, R.1    Vedam, K.2
  • 46
    • 0003173057 scopus 로고
    • The Crystal Structure of Phenylmalondialdehyde at -162 degrees C
    • Semmingsen, D. The Crystal Structure of Phenylmalondialdehyde at -162 degrees C Acta Chem. Scand., Ser. B 1977, 31, 114-118
    • (1977) Acta Chem. Scand., Ser. B , vol.31 , pp. 114-118
    • Semmingsen, D.1
  • 47
    • 0000207777 scopus 로고
    • Geometric Effects of H-Atom Disordering in Hydrogen-Bonded Ferroelectrics
    • Katrusiak, A. Geometric Effects of H-Atom Disordering in Hydrogen-Bonded Ferroelectrics Phys. Rev. B 1993, 48, 2992-3002
    • (1993) Phys. Rev. B , vol.48 , pp. 2992-3002
    • Katrusiak, A.1
  • 48
    • 0000772890 scopus 로고
    • Coupling of Displacive and Order-Disorder Transformations in Hydrogen-Bonded Ferroelectrics
    • Katrusiak, A. Coupling of Displacive and Order-Disorder Transformations in Hydrogen-Bonded Ferroelectrics Phys. Rev. B 1995, 51, 589-592
    • (1995) Phys. Rev. B , vol.51 , pp. 589-592
    • Katrusiak, A.1
  • 49
    • 0030357363 scopus 로고    scopus 로고
    • Structural Origin of Tricritical Point in KDP-Type Ferroelectrics
    • Katrusiak, A. Structural Origin of Tricritical Point in KDP-Type Ferroelectrics Ferroelectrics 1996, 188, 5-10
    • (1996) Ferroelectrics , vol.188 , pp. 5-10
    • Katrusiak, A.1
  • 51
    • 0041308127 scopus 로고    scopus 로고
    • A Comparative Study of Pressure-Induced Lattice Strain of α- And γ-Polymorphs of Glycine
    • Boldyreva, E. V.; Ahsbahns, H.; Weber, H.-P. A Comparative Study of Pressure-Induced Lattice Strain of α- and γ-Polymorphs of Glycine Z. Krystallogr. 2003, 218, 231-236
    • (2003) Z. Krystallogr. , vol.218 , pp. 231-236
    • Boldyreva, E.V.1    Ahsbahns, H.2    Weber, H.-P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.