Abstract:
The crystal structure of the dimeric title compound, C19H 22O5H, is dominated by a head-to-head hydrogen-bonding inter-action between centrosymmetrically related carboxyl groups in each monomer. The result is a dimeric axis of unusual length (ca 34 Å), but still shorter than what could be expected for a fully extended chain, owing to two turning points in the oligo-eth-oxy ends. This allows for an explanation of the structure of the smectic mesophase exhibited by this compound and at the same time fully validates former geometric estimations based on PM3 calculations. © 2009 International Union of Crystallography.
Registro:
Documento: |
Artículo
|
Título: | 4'-[2-(2-Ethoxy-ethoxy)eth-oxy]-bi-phenyl-4-carboxylic acid: Correlation between its crystalline and smectic phases |
Autor: | Montani, R.S.; Garay, R.O.; Cukiernik, F.D.; Garland, M.T.; Baggio, R. |
Filiación: | INQUISUR, Departamento de Química, Universidad Nacional Del sur, Bahía Blanca, Argentina Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, UBA, Buenos Aires, Argentina Departamento de Física, Facultad de Ciencias Físicas y Matemáticas and CIMAT, Universidad de Chile, Santiago de Chile, Chile Departamento de Física, Centro Atómico Constituyentes, Comisión Nacional de Energía Atómica, Buenos Aires, Argentina
|
Palabras clave: | Carboxylic acids; Hydrogen; Organic acids; Carboxyl groups; Hydrogen bondings; Pm3 calculations; Smectic mesophase; Smectic phasis; Title compounds; Turning points; Crystal structure |
Año: | 2009
|
Volumen: | 65
|
Número: | 3
|
Página de inicio: | o81
|
Página de fin: | o84
|
DOI: |
http://dx.doi.org/10.1107/S0108270109001991 |
Título revista: | Acta Crystallographica Section C: Crystal Structure Communications
|
Título revista abreviado: | Acta Crystallogr Sect C Cryst Struct Commun
|
ISSN: | 01082701
|
CODEN: | ACSCE
|
PDF: | https://bibliotecadigital.exactas.uba.ar/download/paper/paper_01082701_v65_n3_po81_Montani.pdf |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01082701_v65_n3_po81_Montani |
Referencias:
- Allen, F.H., (2002) Acta Cryst. B, 58, pp. 380-388
- Barton, O.G., Schmidtmann, M., Muller, A., Mattay, J., (2004) New J. Chem, 28, pp. 1335-1339
- Bruker 2001, SMART-NT. Version 5.624. Bruker AXS Inc, Madison, Wisconsin, USA; Bruker (2002, SAINT-NT. Version 6.22a including SADABS, Bruker AXS Inc, Madison, Wisconsin, USA; Goodby, J.W., (1998) Handbook of Liquid Crystals, 2 A, pp. 411-440. , edited by D. Demus, J. Goodby, G. W. Gray, H. W. Spiess & V. Vill, Weinheím: Wiley-VCH
- Guillon, D., (1998) Handbook of Liquid Crystals, 2 A, pp. 23-46. , edited by D. Demus, J. Goodby, G. W. Gray, H. W. Spiess & V. Vill, Weinheim: Wίlev-VCH
- Guillon, D., Skoulios, A., Benattar, J.J., (1986) J. Phys, 47, pp. 133-138
- Huang, C.C., (1998) Handbook of Liquid Crystals, 2 A, pp. 441-469. , edited by D. Demus, J. Goodby, G. W. Gray, H. W. Spiess & V. Vill, Weinheim: Wiley-VCH
- Lenz, R.W., Furukawa, A., Bhowmik, P.K., Garay, R.O., Majnusz, J., (1991) Polymer, 32, p. 1703
- Liu, X., Huang, R.-Q., Li, Z.-G., Wang, H.-G., Yao, X.-K., (1999) Jiegou Huaxue (Chin. J. Struct. Chem.), 18, pp. 282-285
- McFadden, H.G., Craig, D.C., Huppatz, J.L., Phillips, J.N., (1994), Private communication; Montani, R.S., Hegguilustoy, C.M., Garay, R.O., Donnio, B., Guillon, D., (2009), In preparation; Sanchez Ferrer, A., Finkelmann, H., (2008) Macromolecules, 41, pp. 970-980
- Sheldrick, G.M., (2008) Acta Cryst, A64, pp. 112-122
- Shinkawa, K., Takahashi, H., Furue, H., (2008) Ferroelectrics, 364, p. 107
- Smith Jr, D.C., Lake, C.H., Gray, G.M., (2003) Dalton Trans, pp. 2950-2955
- Spek, A.L., (2003) J. Appl Cryst, 36, pp. 7-13
- Stewart, J.J.P., (1988) J. Comput. Chem, 10, pp. 221-264
- Tschierske, C., (1998) J. Mater. Chem, 8, pp. 1485-1508
- Tschierske, C., (2001) J. Mater. Chem, 11, pp. 2647-2671
- Vadnais, R., Beadoin, M.A., Soldera, A., (2008) J. Chem. Phys, 129, pp. 146908-146914
- Verboom, W., Datta, S., Asfari, Z., Harkema, S., Reinhoudt, D.N., (1992) J. Org. Chem, 57, pp. 5394-5398
- Wang, C.H., Bos, P.J., (2004) Displays, 25, pp. 187-194
- Werner, P.-E., (1976) Cryst. Struct. Commun, 5, pp. 873-878
Citas:
---------- APA ----------
Montani, R.S., Garay, R.O., Cukiernik, F.D., Garland, M.T. & Baggio, R.
(2009)
. 4'-[2-(2-Ethoxy-ethoxy)eth-oxy]-bi-phenyl-4-carboxylic acid: Correlation between its crystalline and smectic phases. Acta Crystallographica Section C: Crystal Structure Communications, 65(3), o81-o84.
http://dx.doi.org/10.1107/S0108270109001991---------- CHICAGO ----------
Montani, R.S., Garay, R.O., Cukiernik, F.D., Garland, M.T., Baggio, R.
"4'-[2-(2-Ethoxy-ethoxy)eth-oxy]-bi-phenyl-4-carboxylic acid: Correlation between its crystalline and smectic phases"
. Acta Crystallographica Section C: Crystal Structure Communications 65, no. 3
(2009) : o81-o84.
http://dx.doi.org/10.1107/S0108270109001991---------- MLA ----------
Montani, R.S., Garay, R.O., Cukiernik, F.D., Garland, M.T., Baggio, R.
"4'-[2-(2-Ethoxy-ethoxy)eth-oxy]-bi-phenyl-4-carboxylic acid: Correlation between its crystalline and smectic phases"
. Acta Crystallographica Section C: Crystal Structure Communications, vol. 65, no. 3, 2009, pp. o81-o84.
http://dx.doi.org/10.1107/S0108270109001991---------- VANCOUVER ----------
Montani, R.S., Garay, R.O., Cukiernik, F.D., Garland, M.T., Baggio, R. 4'-[2-(2-Ethoxy-ethoxy)eth-oxy]-bi-phenyl-4-carboxylic acid: Correlation between its crystalline and smectic phases. Acta Crystallogr Sect C Cryst Struct Commun. 2009;65(3):o81-o84.
http://dx.doi.org/10.1107/S0108270109001991