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1 Supporting Material for Assembly of a D oordination Polymer Through in situ Formation of a ew Ligand by Double - oupling on Hl 3 under Solvothermal onditions Guo-Bi Li, Jun-Min Liu, Zhi-Quan Yu, Wei Wang, and heng-yong Su Materials and Methods: All chemicals were of reagent grade obtained from commercial sources and used without further purification. H MR spectra were measured on a Varian/Mercury-Plus 500 instrument. ESI-MS were performed on a Thermo/LQ DEA XP spectrometer. IR spectra were measured on a icolet/exus-670 FT-IR spectrometer with KBr pellets in the range cm -. Syntheses and haracterization:, -bis(-pyridylmethyl)naphthalene diimide, (). A mixture of,, 5, 8-naphthalene dianhydride (.3 g, mmol ) and -aminomethyl-pyridine (.08 g, 0.0 mol ) in DMF ( ml ) was heated to reflux with stirring for 6 h. After cooling, the yellow mixture was filtered to and the crude product was collected. The final product was extracted by Hl 3 from the crude. Yield: 50%. HMR δ (ppm, Dl 3 ): 8.80 (s, H, H), (d, J = 7.5 Hz, H, H), (d, J = 7.5 Hz, H, H), 5.39 (s, H 3, H). IR (KBr, cm - ): 3066w, 93w, 70s, 659vs, 58m, 5m, m, 37m, 338s, 5m, 75s, 003m, 767m, 637w, 56w. The co-crystals of H 3 H were obtained as by-product during preparation of transition metal complexes of in the presence of H 3 H. IR (KBr, cm - ): 330s, 99w, 706m, 669s, 606m, 8w, 30m, 8m, 8m, 08s, 768w, 568m.
2 3 {[Mn(S) ()].5H } n. A mixture of as ( 0.0 mg, 0. mmol ), Mn(F 3 ) H ( 0.0 mg ), (0.0 mg, 0.09 mmol), H 3 H ( ml ) and Hl 3 ( 3 ml ) was heated in a 5 ml Teflon-lined autoclave at 80 o for day, at 0 o for 7 days, cooled to 80 o and maintained at this temperature for day, and then allowed to cool slowly to room temperature. Red crystals were obtained in together with a large amount of yellow crystalline solids. Yield is estimated at about 5% from several reproducible reactions on the basis of original ligand. ESI-MS: m/z HMR δ (ppm, DMS-d 6 ): 8.53 (bs, H, H), 8.3 (s, H 5, H), 8.80 (d, J = 7.5 Hz, H, H), (d, J = 7.5 Hz, H, H), (bs, H,, 8H), (bs, H, H), 5.39 (s, H 3, H), (s, H 6, 6H). IR (KBr, cm - ): 3366s, 898m, 07m, 70s, 66m, 57m, 8s, 38m, 3w, 7w, 6w, 76s,03w, 880w, 65s. 6 ' ' H 5 + ' ' ' ' 3 Single-rystal Structure Determination. Suitable single crystals of complexes H 3 H and {[Mn(S) ()].5H } n were selected and mounted onto thin glass fibers. X-ray intensity data were measured at 50 K on an xford Gemini S
3 Ultra diffractometer with the Enhance X-ray Source of u-kα radiation (λ =.578 Å) using the ω-φ scan technique. Empirical absorption correction was applied using spherical harmonics implemented in SALE3 ABSPAK scaling algorithm. All the structures were solved by direct methods and refined by full-matrix least-squares against F of all data using the SHELXTL program package. 3 Anisotropical thermal factors were assigned to most of the non-disordered non-hydrogen atoms except those showing severe disorder. The positions of the hydrogen atoms were generated geometrically, assigned isotropic thermal parameters, and allowed to ride on their respective parent atoms before the final cycle of least-squares refinement. In H 3 H the methanol molecule is located on the inversion center, which causes crystallographically required disorder over two i-symmetry related positions. The reflections for {[Mn(S) ()].5H } n have acceptable quality, however, the solvated water molecules are severely disordered and distributed over several fractional sites. Partial occupancies were assigned and H atoms were not included in refinement. This accounts for the level B alerts by routine IF check. The anions and methyl groups also display slightly unusual thermal parameters, implying disorder. However, fractional refinement was not applied in order to avoid symmetry confusing. The theta ranges for both data sets are relatively low because of using long weave length u-kα radiation. evertheless, the refinements for both structures gave satisfied results, therefore, no effort was made to collect reflections on the high angle region due to the time-consuming procedure. References: () rysalis D, xford Diffraction Ltd., Version.7.3.7, 006. () rysalis RED, xford Diffraction Ltd., Version.7.3.7, 006. (3) Sheldrick, G. M. SHELX 97, Program for rystal Structure Solution and Refinement, Göttingen University, 997.
4 Figure S. HMR spectra in DMS-d 6 for: (a) the original ligand ; (b) H 3 H adduct; and (c) {[Mn(S) ()].5H } n. 3 3 (a) 3 -H -H 3 (b) 6, 5 ' ' ' ' ' H 5 ' (c)
5 Figure S. H- H SY spectrum in DMS-d 6 of complex {[Mn(S) ()].5H } n. H H H H
6 Figure S3. ESI-MS spectra obtained from: (a) red crystals of {[Mn(S) ()].5H } n in DMS; (b) red mother liquid of reaction producing {[Mn(S) ()].5H } n ; (c) yellow solids accompanying product {[Mn(S) ()].5H } n in DMS; and (d) yellow solution from the reaction using H l -H 3 H mixture as solvent [] + (a) [] + [+H + ] [+a + ] [3] +
7 (b) [+H + ] [3+l - ] + (c) [] + [+H + ] (d)
8 Figure S. D oordination polymer of {[Mn(S) ()].5H } n (upper) and the packing mode Lower).
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