1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one
Abstract
The title ferrocene derivative, [Fe(C5H5)(C14H13FNO)], crystallizes in the same space group with similar unit-cell parameters as the derivatives 3-anilino-1-ferrocenylpropan-1- one [Leka et al. (2012). Acta Cryst. E68, m229] and 1-ferrocenyl- 3-(4-methylanilino) propan-1-one [Leka et al. (2012). Acta Cryst. E68, m230]. The dihedral angle between the best planes of the benzene ring and the substituted cyclopentadienyl ring is 83.4 (1)degrees. The presence of the electronegative fluoro substituent in the meta position of the aniline group does not alter the crystal packing compared to the other two derivatives. The molecules are connected into centrosymmetric dimers via N-H center dot center dot center dot O hydrogen bonds. In addition, C-H center dot center dot center dot O and C-H center dot center dot center dot N contacts stabilize the crystal packing.
Source:
Acta Crystallographica. Section E: Structure Reports Online, 2012, 68, M231-U1368Funding / projects:
- Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds (RS-MESTD-Basic Research (BR or ON)-172014)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-MESTD-Basic Research (BR or ON)-172035)
- Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry (RS-MESTD-Basic Research (BR or ON)-172034)
DOI: 10.1107/S1600536812003510
ISSN: 1600-5368
PubMed: 22346890
WoS: 000301059000109
Scopus: 2-s2.0-84856953610
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Institution/Community
VinčaTY - JOUR AU - Leka, Zorica AU - Novaković, Slađana B. AU - Pejović, Anka AU - Bogdanović, Goran A. AU - Vukićević, Rastko D. PY - 2012 UR - https://vinar.vin.bg.ac.rs/handle/123456789/4724 AB - The title ferrocene derivative, [Fe(C5H5)(C14H13FNO)], crystallizes in the same space group with similar unit-cell parameters as the derivatives 3-anilino-1-ferrocenylpropan-1- one [Leka et al. (2012). Acta Cryst. E68, m229] and 1-ferrocenyl- 3-(4-methylanilino) propan-1-one [Leka et al. (2012). Acta Cryst. E68, m230]. The dihedral angle between the best planes of the benzene ring and the substituted cyclopentadienyl ring is 83.4 (1)degrees. The presence of the electronegative fluoro substituent in the meta position of the aniline group does not alter the crystal packing compared to the other two derivatives. The molecules are connected into centrosymmetric dimers via N-H center dot center dot center dot O hydrogen bonds. In addition, C-H center dot center dot center dot O and C-H center dot center dot center dot N contacts stabilize the crystal packing. T2 - Acta Crystallographica. Section E: Structure Reports Online T1 - 1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one VL - 68 SP - M231 EP - U1368 DO - 10.1107/S1600536812003510 ER -
@article{ author = "Leka, Zorica and Novaković, Slađana B. and Pejović, Anka and Bogdanović, Goran A. and Vukićević, Rastko D.", year = "2012", abstract = "The title ferrocene derivative, [Fe(C5H5)(C14H13FNO)], crystallizes in the same space group with similar unit-cell parameters as the derivatives 3-anilino-1-ferrocenylpropan-1- one [Leka et al. (2012). Acta Cryst. E68, m229] and 1-ferrocenyl- 3-(4-methylanilino) propan-1-one [Leka et al. (2012). Acta Cryst. E68, m230]. The dihedral angle between the best planes of the benzene ring and the substituted cyclopentadienyl ring is 83.4 (1)degrees. The presence of the electronegative fluoro substituent in the meta position of the aniline group does not alter the crystal packing compared to the other two derivatives. The molecules are connected into centrosymmetric dimers via N-H center dot center dot center dot O hydrogen bonds. In addition, C-H center dot center dot center dot O and C-H center dot center dot center dot N contacts stabilize the crystal packing.", journal = "Acta Crystallographica. Section E: Structure Reports Online", title = "1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one", volume = "68", pages = "M231-U1368", doi = "10.1107/S1600536812003510" }
Leka, Z., Novaković, S. B., Pejović, A., Bogdanović, G. A.,& Vukićević, R. D.. (2012). 1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one. in Acta Crystallographica. Section E: Structure Reports Online, 68, M231-U1368. https://doi.org/10.1107/S1600536812003510
Leka Z, Novaković SB, Pejović A, Bogdanović GA, Vukićević RD. 1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one. in Acta Crystallographica. Section E: Structure Reports Online. 2012;68:M231-U1368. doi:10.1107/S1600536812003510 .
Leka, Zorica, Novaković, Slađana B., Pejović, Anka, Bogdanović, Goran A., Vukićević, Rastko D., "1-Ferrocenyl-3-(3-fluoroanilino)propan-1-one" in Acta Crystallographica. Section E: Structure Reports Online, 68 (2012):M231-U1368, https://doi.org/10.1107/S1600536812003510 . .