Abstract
Nitroxides radicals are attractive tools for study in biochemistry and materials science. A polymorphic crystal of a nitroxide radical, 4,4,5,5-tetramethyl-2-phenylimidazoline-1-oxyl 1-oxide was prepared and structurally characterised. The compound crystallised in the monoclinic, space group C2/c with a = 11.170(6) Å, b = 10.417(5) Å, c = 10.995(5) Å, β = 108.059(9)°, V = 1216.3(10) Å, C13H17N2O2, Mr = 233.29, Dc = 1.274 g cm−3, μ (MoKα) = 0.087 mm−1, Z = 4 and F(000) = 500. The structure was solved by direct methods and refined by least-squares techniques to the final R1 = 0.0626 and wR2 = 0.1679 for 1070 observed reflections (I > 2σ(I)). The magnetic susceptibility was measured.
References
1.
Volodarsky L.B.
,
Reznikov V.A.
, and
Ovcharenko V.I.
, Synthetic chemistry of stable nitroxide , CRC press : London , 1994 .
2.
Evelyn Z.
, and
Georg G.
, J. Chem. Res. , 2011 , 35 , 257 .
3.
Lemaire M.T.
, Pure Appl. Chem. , 2004 , 76 , 277 .
4.
Schiødt C.
,
de Biani F.F.
,
Caneschi A.
, and
Gatteschi D.
, Inorg. Chim. Acta , 1996 , 248 , 139 .
5.
Caneschi A.
,
Gatteschi D.
,
Rentschler E.
, and
Sessoli R.
, Gazz. Chim. Ital. , 1995 , 125 , 283 .
6.
Luneau D.
,
Risoan G.
,
Rey P.
,
Grand A.
,
Caneschi A.
,
Gatteschi D.
, and
Laugier J.
, Inorg. Chem. , 1993 , 32 , 5616 .
7.
Zhao Q.-H
,
Wang X.-F.
,
Fang R.-B.
, and
Tiekink E.R.T.
, Acta Crystallogr., Sect. E: Struct. Rep. Online , 2003 , 59 , o1231 .
8.
Remero F.M.
,
Luneau D.
, and
Ziessel R.
, J. Chem. Soc. ; Chem. Commun. , 1998 , 551 .
9.
Zoppellaro G.
,
Enkelmann V.
,
Geies A.
, and
Baumgarten M.
, Org. Lett. , 2004 , 6 , 4929 .
10.
Sutter J.-P.
,
Kahn M.L.
,
Golhen S.
,
Ouahab L.
, and
Kahn O.
, Chem. Eur. J. , 1998 , 4 , 571 .
11.
Tretyakov E.V.
,
Romanenko G.V.
, and
Ovcharenko V.I.
, Tetrahedron , 2004 , 60 , 99 .
12.
Tretyakov E.
,
Romanenko G.
,
Ikorskii V.
,
Stass D.
,
Vasiliev V.
,
Demina M.
,
Mareev A.
,
Medvedeva A.
,
Gorelik E.
, and
Ovcharenko V.
, Eur. J. Org. Chem. , 2007 , 3639 .
13.
Feher R.
,
Wurst K.
,
Amabilino D.B.
, and
Veciana J.
, Inorg. Chim. Acta , 2008 , 361 , 4094 .
14.
Hosokoshi Y.
,
Tamura M.
,
Shiomi D.
,
Iwasawa N.
,
Nozawa K.
,
Kinoshita M.
,
Katori H.A.
, and
Goto T.
Physica B: (Amsterdam) , 1994 , 201 , 497 .
15.
Esat B.
,
Lahti P.M.
,
Julier M.
, and
Palacio F.
, CrystEngComm , 2002 , 4 , 59 .
16.
Wang X.-F.
,
Liao B.-B.
,
Wang Y.-F.
,
Peng J.-N.
,
Zhao Q.-H.
, and
Fang R.-B.
, Chinese J. Inorg. Chem. (Wuji Huaxue Xuebao ), 2009 , 25 , 2137 .
17.
Caneschi A.
,
Chiesi P.
,
David L.
,
Ferraro F.
,
Gatteschi D.
, and
Sessoli R.
, Inorg. Chem. , 1993 , 32 , 1445 .
18.
Wong W.
, and
Watkins S.F.
, Chem. Commun. , 1973 , 888 .
19.
Zheludev A.
,
Barone V.
,
Bonnet M.
,
Delley B.
,
Grand A.
,
Ressouche E.
,
Rey P.
,
Subra R.
, and
Schweizer J.
, J. Am. Chem. Soc. , 1994 , 116 , 2019 .
20.
Ullman E.F.
,
Call L.
,
Osiecki J.H.
, J. Org. Chem. , 1970 , 35 , 3623 .
21.
Sheldrick G.M.
, SHELXTL. Version. 6.12. Structure Determination Software Suite , Madison (WI, USA) : Bruker AXS , 2001 .