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Synthesis of 2: a solution of 1 (0.232 g, 0.60 mmol, 4-pyridinecarboxylic acid chloride (0.255 g, 1.80 mmol, and Et3N (0.40 mL. 2.90 mmol) in CH2Cl2 (10 mL) was stirred at room temperature for 3 h. After the resulting Et2NHCl precipitate was filtered, the filtrate was concentrated to ca. 1 mL under vacuum and then subjected to TLC separation using petroleum ether/acetone (5/2 v/v) as eluent. 2 (0.247 g, 84, was obtained as a red solid from the major band. Anal. Calcd for C14H8Fe2N2O7S 2: C, 34.17; H, 1.64; N, 5.69. Found: C, 34.15; H, 1.72; N, 5.64. IR (KBr disk, vC≡O 2074 (s, 2012 (vs, 1975 (vs, v C=O1656 (s) cm-1. 1H NMR (300 MHz, CDCl 3, δ 4.07, 4.30 (2 s, 4H, 2CH2, 7.34 (d, J, 6.0 Hz, 2H, 2 α-H of pyridine ring, 8.77 d, J, 6.0 Hz, 2H, 2 β-H of pyridine ring
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2), 7.34 (d, J = 6.0 Hz, 2H, 2 α-H of pyridine ring), 8.77 (d, J = 6.0 Hz, 2H, 2 β-H of pyridine ring).
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34047267937
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Synthesis of 3: a solution of 2 (0.019 g, 0.04 mmol) and zinc tetraphenylporphyrin (0.027 g, 0.04 mmol) in CH2Cl2 (1.0 mL) was allowed to stand at room temperature for 4 h, and then the resulting solution was layered with hexane (5.0 mL) for 3 days to give 0.041 g (88, of 3 as a purple solid. Anal. Calcd for C58H36Fe 2N6O7S2Zn: C, 59.53; H, 3.10; N, 7.18. Found: C, 59.54; H, 3.21; N, 7.12. IR (KBr disk, vC≡O 2078 (s, 2039 (vs, 2002 (vs, vC=O 1664 (s, v pyrrole ring 1523 (m, 1486 (m, 1439 (m) cm-1. 1H NMR (300 MHz, CDCl3, δ 3.27(d, 2H, 2 α-H of pyridine ring, 3.87, 4.07 (2 s, 4H, 2CH2, 5.95 (d, 2H, 2 β-H of pyridine ring, 7.73 (s, 12H, 8 m-H and 4 p-H of C6H 5, 8.20 (s, 8H, 8 o-H of C6H5, 8.89 s, 8H, pyrrole rings
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5), 8.89 (s, 8H, pyrrole rings).
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X-ray data for 3: C85H36Fe2N 6O7S2Zn·o-Cl2C 6H4, triclinic, space group P1̄, a, 11.076(3) Å, b, 11.521(3) Å, c, 27.595(7) Å, α, 94.493 (4)°, β= 98.338(4)°, γ, 107.800(4)°, F(000, 1488, GOF, 1.009. X-ray data for 2: C14H8Fe2N 2O7S2, monoclinic, space group C2/c, a, 25.027(10) Å, b, 9.658(4) Å, c, 14.988(7) Å, β= 92.606(8)°, F000, 1968, GOF= 1.123
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2, monoclinic, space group C2/c, a = 25.027(10) Å, b = 9.658(4) Å, c = 14.988(7) Å, β= 92.606(8)°, F(000) = 1968, GOF= 1.123.
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