B. Carlson et al. / Inorganica Chimica Acta 359 (2006) 1093–1102
1101
ꢀ
symmetry to P1. Complex 1 crystallized with two disor-
paper. These data can be obtained free of charge via
Director, CCDC, 12, Union Road, Cambridge CB2 1EZ,
UK (fax: +44 1223 336 033; e-mail: deposit@ccdc.cam.
Complexes. Further details of the crystal structure
investigation(s) may be obtained from the Fachinforma-
tionszentrum Karlsruhe, 76344 Eggenstein-Leopoldshafen,
Germany (fax: (49) 7247 808 666; e-mail: crysdata@fiz-
karlsruhe.de) on quoting the depository numbers CSD-
415295, -415296, -415297, -415298, -415299, and -415300).
Supplementary data associated with this article can be
dered toluene molecules with the disorder introduced by
the center of inversion and an acetonitrile molecule, and
complex 2 crystallized with three methylene chloride mole-
cules per molecule 2. Complex 3 exhibited disorder at car-
bon 45, which was one of the methoxy groups. The larger
complexes (such as 3) co-crystallized with considerable
amount of solvent molecules, which required the aforemen-
tioned precautions during sample preparation and mea-
surement. There were 5 chloroform molecules crystallized
with one molecule 3. Two methylene chloride molecules
accompany one molecule 4. Complex 5 crystallized with
one molecule of toluene per molecule of 5, and one of
the phenyl groups was found to be disordered. This disor-
der is intrinsic. In general, disorder is never related to
reduced data quality: contrary to general believe, a crystal
needs not to show perfect order in all its atoms as long as
all its features obey the space group symmetry. DMB crys-
tallized solvent free from a solution of 2 mL acetonitrile
and 18 mL toluene. The molecular structures and crystallo-
graphic number schemes are illustrated in the ORTEP-32
drawings, Figs. 3–9.
References
[1] C.W. Tang, S.A. Van Slyke, C.H. Chen, Appl. Phys. Lett. 51 (1987)
21.
[2] (a) C. Adachi, M.A. Baldo, S.R. Forrest, M.E. Thompson, Appl.
Phys. Lett. 77 (2000) 2650;
(b) S. Lamansky, P. Djurovich, D. Murphy, F. Abdel-Razzaq, H.-E.
Lee, C. Adachi, P.E. Burrows, S.R. Forrest, M.E. Thompson, J. Am.
Chem. Soc. 123 (18) (2001) 4304;
(c) F. Chen, Y. Yang, M.E. Thompson, J. Kido, Appl. Phys. Lett. 80
(13) (2002) 2308.
All the Os complexes being reported show octahedral
coordination sphere around the central metal atom. The
phenanthroline ligands are arranged by pseudo-twofold
rotation such that each can pi–pi stack with one phenyl
group of the dpaene ligand.
[3] (a) E.S. Handy, A.J. Pal, M.F. Rubner, J. Am. Chem. Soc. 121 (14)
(1999) 3525;
(b) H. Rudmann, S. Shimada, M.F. Rubner, J. Am. Chem. Soc. 124
(17) (2002) 4918;
Absorbance and emission measurements. Absorbance was
measured on a Shimadzu UV-1601 spectrophotometer.
Emission was measured at 22 °C on a Perkin–Elmer
LS50B fluorescence spectrophotometer. The wavelength
sensitivity of the instrument was calibrated prior to mea-
surements using a standard 20 W tungsten lamp of known
output. Photoluminescence (PL) quantum yields to 10%
of the Os complexes (UOs) in de-oxygenated (by argon
purge) acetonitrile solutions were obtained using Ru(II)
tris(2,20-bipyridine) dihexafluorophosphate as the stan-
dard, which has a known quantum yield of 0.042, using
the following equation [28]:
(c) C.-Y. Liu, A.J. Bard, J. Am. Chem. Soc. 124 (16) (2002) 4190;
(d) H. Rudmann, M.F. Rubner, Appl. Phys. 90 (9) (2000) 4338.
[4] (a) B. Carlson, G.D. Phelan, W. Kaminsky, L. Dalton, X. Jiang, S.
Liu, A.K.-Y. Jen, J. Am. Chem. Soc. 124 (47) (2002) 14162;
(b) S. Bernhard, X. Gao, G.G. Malliaras, H.D. Abruna, Adv. Mater.
14 (6) (2002) 433;
(c) Y.G. Ma, H.Y. Zhang, J.C. Shen, C.M. Che, Synth. Met. 94
(1998) 245;
(d) X.Z. Jiang, A.K.-Y. Jen, B. Carlson, L.R. Dalton, Appl. Phys.
Lett. 80 (5) (2002) 713;
(e) Y.-L. Tung, P.-C. Wu, C.-S. Liu, Y. Chi, J.-K. Yu, Y.-H. Hu, P.-
T. Chou, S.-M. Peng, G.-H. Lee, Y. Tao, A.J. Carty, C.-F. Shu, F.-
I. Wu, Organometallics 23 (15) (2004) 3745.
[5] C. Adachi, M.A. Baldo, S.R. Forrest, M.E. Thompson, Appl. Phys.
Lett. 77 (2000) 2650.
[6] (a)V.I.Ogurtsov,D.B.Papkovsky,Sensor.Actutor.BB88(1)(2003)89;
(b) M.P. Xavier, D. Garcia-Fresnadillo, M.C. Moreno-Bondi, G.
Orellana, Anal. Chem. 70 (24) (1998) 5184;
abs Ru area Os
UOs
¼
ꢃ
ꢃ 0:042
ð1Þ
area Ru abs Os
Samples were excited through the LC state at 280 nm with
an absorption of 0.070 for the standard and samples, and
were repeated at an absorption of 0.050 for standard and
samples. Temperature for the measurements was
22 2 °C.
(c) J.M. Costa-Fernandez, M.E. Diaz-Garcia, A. Sanz-Medel, Anal.
Chim. Acta 360 (1–3) (1998) 17;
(d) H.N. McMurray, P. Douglas, C. Busa, M.S. Garley, J. Photochem.
Photobiol. A 80 (1–3) (1994) 283.
[7] F. Schael, S. Engelhard, O. Reich, Chem. Ingenieur Tech. 73 (4)
(2001) 381.
[8] (a) E. Puklin, B. Carlson, S. Gouin, C. Costin, E. Green, S.
Ponomarev, H. Tanji, M. Gouterman, J. Appl. Polym. Sci. 77 (13)
(2000) 2795;
Acknowledgement
This research was supported by the AFOSR through the
Smart Skins MURI center.
(b) H.-F. Ji, Y. Shen, J.P. Hubner, B.F. Carroll, R.H. Schmehl, J.A.
Simon, K.S. Schanze, Appl. Spectrosc. 54 (6) (2000) 856;
(c) S. Gouin, M. Gouterman, J. App. Polym. Sci. 77 (13) (2000) 2815;
(d) G.E. Khalil, C. Costin, J. Crafton, G. Jones, S. Grenoble, M.
Gouterman, J.B. Callis, L.R. Dalton, Sensor Actuat B B97 (1) (2004)
13.
Appendix A. Supplementary data
Crystal structure information: Dpaene. CCDC-268200
contain(s) the supplementary crystallographic data for this
[9] (a) E. Vander-Donckt, B. Camerman, F. Hendrick, R. Herne, R.
Vandeloise, Bull. Soc. Chim. Belg. 103 (1994) 207;