M. Sánchez-Lozano et al. / Polyhedron 30 (2011) 953–962
961
Table 5
m
(OH) +
m
(NH), 2028vs, 1911vs, 1902vs
(C@N) +
m
(C„O), 1601s
m
(C@O),
Crystal data and structure refinement.
1558m, 1508m, 1460w, 1432w
m
m(C@C).
1H NMR (acetone-d6, ppm): 12.69s (1) d(N1–H), 9.54s (1), 9.53
(1) d(O4,5-H), 9.32s (1) d(O3–H), 8.06d (2) d(C3,7-H), 7.05d (2)
d(C4,6-H), 9.04s (1) d(C8–H), 8.30d (1) d(C14–H), 6.61d (1)
Identification code
Empirical formula
Formula weight
Crystal system
Space group
Unit cell dimensions
a (Å)
HL
[Re(OH2)(CO)3(L)]ꢁH2O
C17H15N2O9Re
577.51
C
14H12N2O4
272.26
monoclinic
P2(1)/c
triclinic
d(C13–H), 6.53s (1) d(C11–H). UV–Vis: k in nm (
mol cm), MeOH as solvent: absorption 255 (21.3), 304 (13.2), 382
(10.0). Emission (kexc = 385 nm) at 460 nm.
e
ꢂ 10ꢀ3; in L/
ꢀ
P1
13.743(11)
7.872(6)
11.976(10)
90
111.432(14)
90
1206.0(17)
4
1.500
6.9074(11)
12.125(2)
12.379(2)
68.090(3)
77.999(4)
80.760(3)
936.9(3)
2
b (Å)
c (Å)
3.6. Formation of [Re(OH2)(CO)3(L)]ꢁH2O
a
(°)
b (°)
(°)
This compound was obtained as single crystals in a methanol
solution after several days at r.t. The crystals isolated were too
few for elemental analysis or meaningful estimation of yield.
c
V (Å3)
Z
Dc (Mg/m3)
2.047
6.540
l
(mmꢀ1
)
0.112
h Range (°)
h k l Ranges
1.59–25.06
ꢀ16, 14; ꢀ9, 9; ꢀ14,
12
5877
2115 (0.1177)
1.80–25.06
ꢀ7, 8; ꢀ14, 14; ꢀ14,
14
5052
3271 (0.0580)
Acknowledgements
Financial support from the ERDF (EU) and the MCI (Spain) (Re-
search Project CTQ2010-19386/BQU) is gratefully acknowledged.
Reflections collected
Independent reflections
(Rint
)
Goodness-of-fit on F2
R1 and wR2 indices
0.978
0.0723, 0.1719
0.937
0.0502, 0.0748
Appendix A. Supplementary data
[I > 2r(I)]
R1 and wR2 indices (all
data)
CCDC 801248 and 801249 contain the supplementary crystallo-
graphic data for HL and ([Re(OH2)(CO)3(L)]). These data can be ob-
tre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-
033; or e-mail: deposit@ccdc.cam.ac.uk.
0.1870, 0.2359
0.1032, 0.0929
program package. [30] Analysis of the MOs and the excited state
populations were performed with the GAUSSSUM program [31].
References
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3.4. Synthesis of 2,4-dihydroxy-N0-(4-hydroxybenzylidene)
benzohydrazide (HL)
A solution containing the 4-hydroxybenzohydrazide (442 mg,
2.90 mmol) with a stoichiometric amount of the 2,4-dihydroxy-
benzaldehyde (424 mg, 3.07 mmol) in ethanol (30 mL) was heated
under reflux for 3 h and a small amount of acid was added. The pal-
lid yellow solid formed was filtered off and vacuum dried over
CaCl2. Single crystals of ligand were obtained from a methanol
solution after several days at room temperature. Yield: 621 mg
(78%). M.p.:>260 °C. Anal. Calc. for C14H12N2O4 (272.26): C, 61.8;
H, 4.4; N, 10.3. Found: C, 61.8; H, 4.5; N, 10.3%. Mass spectrum
[m/z (%)]: 273.09 (100.00) [M+H]+. IR (KBr pellets, cmꢀ1): 3351s,
3110w, 3030w
m
(OH) +
m(NH), 1633s, 1603s m(C@O), 1545w,
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Hermida, E.M. Vázquez-López, Eur. J. Inorg. Chem. (2010) 4622–4630.
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2867.
1507s, 1454s (C@N) +
m
m
(C@C).
1H NMR (acetone-d6, ppm): 11.85s (1) d(O3–H), 10.94s (1)
d(N1–H, 8.84s (1), 9.02s (1) d(O4,5-H),7.87d (2) d(C3,7-H), 6.94d
(2) d(C4,6-H), 8.45s (1) d(C8-H), 7.16d (1) d(C14–H), 6.43d (1)
d(C13–H), 6.41s (1) d(C11–H). UV–Vis: k in nm (
mol cm), MeOH as solvent: absorption 265 (22.3), 316 (28.9), 363
(21.2). Emission (kexc = 375 nm) at 440 nm.
e
ꢂ 10ꢀ3; in L/
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3.5. Synthesis of [ReBr(CO)3(HL)]
A mixture of HL (36 mg, 0.13 mmol) and [ReBr(CO)3(CH3CN)2]
(55 mg, 0.13 mmol) in dry methanol (10 mL) was heated under re-
flux for 4 h. The solvent was reduced to approximately 5 mL and
then a small amount of chloroform was added. The solution was
dried on a rotary evaporator. The ocher-color solid obtained was
filtered and dried in a vacuum. Yield: 42 mg (53%). M.p.: 210 °C.
Anal. Calc. for C17H12N2O7BrRe (622.40): C, 32.8; H, 1.9; N, 4.5.
Found: C, 32.0; H, 1.7; N, 4.5%. Mass spectrum [m/z (%)]: 543.02
(100.00) [MꢀBr]+. IR (KBr pellets, cmꢀ1): 3540s, 3409w, 3226w
[23] G.M. Sheldrick, SHELX-97, Program for the Solution and Refinement of Crystal
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