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X-ray Diffraction and DFT Studies of 2-Methoxy-5-phenylaniline

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Abstract

2-Methoxy-5-phenylaniline, a promissor monomer for PANI studies, has been characterized by single-crystal X-ray diffraction at two temperatures: orthorhombic, space group P212121, Z = 12 with a = 5.9900(2) Å, b = 20.4873(6) Å, c = 26.3727(8) Å and R = 0.0868 for 293(2) K and a = 5.8337(9) Å, b = 20.4428(31) Å, c = 26.0773(40) Å and R = 0.0669 for 120(2) K. There are three independent molecules in the unit cell. One of them is approximately planar, the other two have the phenyl rings rotated. At room temperature the two latter molecules are joined in dimers through H-bonds and at low temperature the same molecules are joined in columns that run along the a-axis.

Index Abstract

X-ray Diffraction and DFT Studies of 2-Methoxy-5-phenylaniline

Ana T. Marques, Joana A. Silva, Manuela Ramos Silva, Ana Matos Beja, Licinia L. G. Justino, Abilio J. F. N. Sobral

2-Methoxy-5-phenylaniline, a promissor monomer for PANI studies, has been characterized by single-crystal X-ray diffraction at 293(2) K and 120(2) K. The three independent molecules in the unit cell show different conformations and establish distinct intermolecular H-bonds.

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References

  1. Li X, Li X (2007) Mater Lett 61:2011

    Article  CAS  Google Scholar 

  2. Bhadra S, Singha NK, Kastgir D (2007) J Appl Pol Sci 104:1900

    Article  CAS  Google Scholar 

  3. Barbero C (2004) Electrochim Acta 49:3671

    Article  CAS  Google Scholar 

  4. Park SY, Cho MS, Choi HJ (2004) Curr Appl Phys 4:581

    Article  Google Scholar 

  5. Adams PN, Laughlin PJ, Monkman AP (1996) Synth Met 76:157

    Article  CAS  Google Scholar 

  6. Su WP, Schrieffer JR, Heeger AJ (1979) Phys Rev Lett 42:1698

    Article  CAS  Google Scholar 

  7. Galvão DS, dos Santos DA, Laks B, Melo CP, Caldas MJ (1989) Phys Rev Lett 63:786

    Article  Google Scholar 

  8. Puschnig P, Ambrosch-Draxl C (1999) Phys Rev B 60:7891

    Article  CAS  Google Scholar 

  9. Alves-Santos M, Dávila LYA, Petrill HM, Capaz RB, Caldas MJ (2005) J Comp Chem 27:217

    Article  Google Scholar 

  10. Perrin DD, Armarego WLF (1988) Purification of laboratory chemicals. Pergamon Press

  11. Spek AL (2003) J Appl Cryst 36:7

    Article  CAS  Google Scholar 

  12. Sheldrick GM (2001) SADABS. University of Göttingen, Germany

    Google Scholar 

  13. Sheldrick GM (1997) SHELXS97 and SHELXL-97. University of Gottingen, Germany

    Google Scholar 

  14. Schmidt MW, Baldridge KK, Boatz JA, Elbert ST, Gordon MS, Jensen J, Koseki S, Matsunaga N, Nguyen KA, Su S, Windus TL, Dupuis M Montgomery JAJ (1993) J Comput Chem 14:1347

    Article  CAS  Google Scholar 

  15. Becke AD (1988) Phys Rev A 38:3098

    Article  CAS  Google Scholar 

  16. Becke AD (1993) J Chem Phys 98:5648

    Article  CAS  Google Scholar 

  17. Lee C, Yang W, Parr RG (1988) Phys Rev B 37:785

    Article  CAS  Google Scholar 

  18. Ditchfield R, Hehre WJ, Pople JA (1971) J Chem Phys 54:724

    Article  CAS  Google Scholar 

  19. Hehre WJ, Ditchfield R, Pople JA (1972) J Chem Phys 56:2257

    Article  CAS  Google Scholar 

  20. Hariharan PC, Pople JA (1973) Theoret Chim Acta 28:213

    Article  CAS  Google Scholar 

  21. Clark T, Chandrasekhar J, Spitznagel GW, Schleyer PvR (1983) J Comput Chem 4:294

    Article  CAS  Google Scholar 

  22. Alves-Santos M, Dávila LY, Petrilli HM, Capaz RB, Caldas MJJ (2006) J Comput Chem 27:217

    Article  CAS  Google Scholar 

  23. Almenningen A, Bastiansen O, Fernholt L (1985) J Mol Struct 128:59

    Article  CAS  Google Scholar 

  24. Ambrosch-Draxl C, Majewski JA, Vogl P, Leising G (1995) Phys Rev B 51:9668

    Article  CAS  Google Scholar 

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Acknowledgement

This work was supported by Fundação para a Ciência e a Tecnologia under project POCI/AMB/55281/2004.

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Authors and Affiliations

  1. Chemistry Department, University of Coimbra, 3004-535, Coimbra, Portugal

    Ana T. Marques, Joana A. Silva, Licinia L. G. Justino & Abilio J. F. N. Sobral

  2. CEMDRX, Physics Department, University of Coimbra, 3004-516, Coimbra, Portugal

    Manuela Ramos Silva & Ana Matos Beja

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  1. Ana T. Marques
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  2. Joana A. Silva
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  3. Manuela Ramos Silva
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  4. Ana Matos Beja
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  5. Licinia L. G. Justino
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  6. Abilio J. F. N. Sobral
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Correspondence to Manuela Ramos Silva.

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Marques, A.T., Silva, J.A., Silva, M.R. et al. X-ray Diffraction and DFT Studies of 2-Methoxy-5-phenylaniline. J Chem Crystallogr 38, 295–299 (2008). https://doi.org/10.1007/s10870-007-9306-6

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  • DOI: https://doi.org/10.1007/s10870-007-9306-6

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