Abstract
The reactions of tris(5-bromo-2-methopxyphenyl)antimony with 2-, 3-nitrobenzaldoximes and 3-fluorophenylacetic acid in the presence of tert-butyl hydroperoxide with the formation of products with the general formula (2-MeO-5-Br-C6H3)3SbХ2, where Х = ONCHC6H4NO2-2 (I), ONCHC6H4NO2-3 (II), OC(O)CH2C6H4F-3 (III), have been studied. According to X-ray diffraction data, complexes I and II crystallize in the form of solvates (with 0.5C6H6 and 2C6H6, respectively). The Sb atoms in molecules of complexes I–III have a trigonal bipyramidal coordination with the carbon atoms of aryl radicals in the equatorial plane and the oxygen atoms of oximate and carboxylate ligands in axial positions. The ОSbО axial angles are 173.47(18)° (I), 170.71(9)° (II), and 173.96(10)° (III), and the OSbC angles variate within 86.2(2)°–95.1(2)° (I), 81.31(13)°–94.35(12)° (II), and 83.12(12)°–96.50(13)° (III). The ranges of Sb–C band lengths are 2.097(6)–2.109(6) Å (I), 2.115(4)–2.137(4) Å (II), and 2.119(4)–2.122(3) Å (III), and the Sb–O bond are 2.050(5), 2.055(5) Å (I), 2.058(3), 2.093(3) Å (II), and 2.111(3), 2.110(3) Å (III).
Similar content being viewed by others
REFERENCES
T. Iftikhar, M. K. Rauf, S. Sarwar, et al., J. Organomet. Chem. 851, 89 (2017). https://doi.org/10.1016/j.jorganchem.2017.09.002
L. Yu, Y. Q. Ma, G. C. Wang, and J. S. Li, Heteroat. Chem. 15, 32 (2004). https://doi.org/10.1002/hc.10208
P. Sharma, D. Perez, A. Cabrera, et al., Acta Pharm. Sin. 29, 881 (2008). https://doi.org/10.1111/j.1745-7254.2008.00818.x
H. Yin, L. Quan, and L. Li, Inorg. Chem. Commun. 11, 1121 (2008). https://doi.org/10.1016/j.inoche.2008.06.017
L. Saleem, A. A. Altaf, A. Badshah, et al., Inorg. Chim. Acta 474, 148 (2018). https://doi.org/10.1016/j.ica.2018.01.036
R. Mushtaq, M. K. Rauf, M. Bolte, et al., Appl. Organomet. Chem. 31 (5), 1 (2017). https://doi.org/10.1016/j.ica.2018.01.036
A. Islam, SilvaJ. G. Da, and F. M. Berbet, Molecules 19, 6009 (2014). https://doi.org/10.3390/molecules19056009
M. I. Ali, M. K. Rauf, A. Badshah, et al., Dalton Trans. 42, 16733 (2013). https://doi.org/10.1039/c3dt51382c
R. N. Duffin, V. L. Blair, L. Kedzierski, and P. C. Andrews, Dalton Trans. 47, 971 (2018). https://doi.org/10.1039/C7DT04171C
R.-Z. Sun, Y.-C. Guo, W.-M. Liu, et al., Chin. J. Struct. Chem. 31, 655 (2012).
Y. Q. Ma, L. Yu, and J. S. Li, Heteroat. Chem. 13, 299 (2002). https://doi.org/10.1002/hc.10033
X. Y. Zhang, L. S. Cui, X. Zhang, et al., J. Mol. Struct. 1134, 742 (2017). https://doi.org/10.1016/j.molstruc.2017.01.039
S. Agnihotri, P. Raj, and K. Singhal, Synt. React. Inorg. Met.-Org. Chem. 32, 449 (2002). https://doi.org/10.1081/SIM-120003788
K. Bajpai and R. C. Srivastava, Synt. React. Inorg. Met.-Org. Chem. 11, 7 (1981). https://doi.org/10.1080/00945718108059270
H. Geng, M. Hong, Y. Yang, et al., J. Coord. Chem. 68, 2938 (2015). https://doi.org/10.1080/00958972.2015.1060322
L. Wen, H. Yin, W. Li, and D. Wang, Inorg. Chim. Acta 363, 676 (2010). https://doi.org/10.1016/j.ica.2009.11.022
K. Chaudhari, V. Jain, V. Sagoria, and E. Tiekink, J. Organomet. Chem. 692, 4928 (2007). https://doi.org/10.1016/j.jorganchem.2007.07.033
L. Yu, Y. Q. Ma, R. C. Liu, et al., Polyhedron 23, 823 (2004). https://doi.org/10.1016/j.poly.2003.12.002
V. V. Sharutin, O. K. Sharutina, O. V. Molokova, et al., Russ. J. Coord. Chem. 28, 544 (2002). https://doi.org/10.1023/A:1019701511840
V. V. Sharutin, O. V. Molokova, O. K. Sharutina, et al., Russ. J. Gen. Chem. 74, 1485 (2004). https://doi.org/10.1007/s11176-005-0041-4
V. V. Sharutin, O. K. Sharutina, E. V. Artem’eva, and M. S. Makerova, Russ. J. Gen. Chem. 86, 2671 (2016). https://doi.org/10.1134/S1070363216120161
E. V. Artem’eva, M. S. Makerova, V. V. Sharutin, and O. K. Sharutina, Bull. SUSU. Ser. Chem. 9, 50 (2017). https://doi.org/10.14529/chem170207
SMART. Bruker Molecular Analysis Research Tool, Versions 5.625 (Bruker, Madison, WI, 2000).
SAINTPlus Data Reduction and Correction Program Versions 6.02a (Bruker, Madison, WI, 2000).
A. B. Gushchin, Doctoral Dissertation in Chem. (Nizhni Novgorod, 1998).
G. O. Doak, G. G. Long, and L. D. Freedman, J. Organomet. Chem. 4, 82 (1965). https://doi.org/10.1016/S0022-328X(00)82370-0
A. Gupta, R. K. Sharma, R. Bohra, et al., Polyhedron 21, 2387 (2002). https://doi.org/10.1016/S0277-5387(02)01155-5
V. V. Sharutin, O. K. Sharutina, E. V. Artemeva, and M. S. Makerova, Bull. SUSU, Chem. 8 (2), 61 (2016). https://doi.org/10.14529/chem160207
S. S. Batsanov, Russ. J. Inorg. Chem. 36, 1681 (1991).
R. J. Gillespie and I. Hargittai, The VSEPR Model of Molecular Geometry (Allyn and Bacon, Boston/London, 1991).
T. Tokunaga, H. Seki, S. Yasuike, et al., Tetrahedron 56, 8833 (2000). https://doi.org/10.1016/S0040-4020(00)00813-9
T. Tokunaga, H. Seki, S. Yasuike, et al., Tetrahedron Lett. 41, 1031 (2000). https://doi.org/10.1016/S0040-4039(99)02189-9
V. I. Minkin, R. M. Minyaev, A. A. Milov, and T. N. Gribanova, Russ. Chem. Bull. 50, 2028 (2001). https://doi.org/10.1023/A:1015072528309
W. Qin, S. Yasuike, N. Kakusawa, et al., J. Organomet. Chem. 693, 109 (2008). https://doi.org/10.1016/j.jorganchem.2007.10.030
H. D. Yin, L. Y. Wen, J. C. Cui, and W. K. Li, Polyhedron 28, 2919 (2009). https://doi.org/10.1016/j.poly.2009.06.065
V. V. Sharutin, V. S. Senchurin, O. K. Sharutina, et al., Russ. J. Gen. Chem. 79, 2131 (2009). https://doi.org/10.1134/S1070363209100107
V. V. Sharutin, O. K. Sharutina, and D. S. Tolstoguzov, Russ. J. Gen. Chem. 84, 1754 (2014). https://doi.org/10.1134/S1070363214090199
Funding
This work was supported by the Ministry of Science and Higher Education of the Russian Federation within the state task (grant no. 4.6151.2017/8.9).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated by E. Glushachenkova
Rights and permissions
About this article
Cite this article
Artem’eva, E.V., Sharutin, V.V. & Sharutina, O.K. Complexes Ar3Sb(ONCHC6H4NO2-2)2 · 0.5C6H6, Ar3Sb(ONCHC6H4NO2-3)2 · 2C6H6 and Ar3Sb(OC(O)CH2C6H4F-3)2 (Ar = C6H3OMe-2-Br-5): Synthesis and Structure. Russ. J. Inorg. Chem. 64, 1410–1417 (2019). https://doi.org/10.1134/S0036023619110032
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0036023619110032