New Journal of Chemistry. Electronic Supplementary Information
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1 Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017 New Journal of Chemistry Electronic Supplementary Information A reusable multichannel anthraimidazoledione based receptor for Hg 2+ and Cu 2+ ions: Ultrasensitive, economical and facile detection of Hg 2+ in real water sources through fluorescence readout Manzoor Ahmad Wani, Neha Thakur, Mrituanjay D. Pandey* and Rampal Pandey* Department of Chemistry, Dr. Harisingh Gour Central University, Sagar (MP), India Contents: Fig. S1 Fig. S2 Fig. S3 Fig. S4 Fig. S5 Fig. S6 Fig. S7 Fig. S8 Fig. S9 Fig. S10 Fig. S11 Fig. S12 Fig. S13 Fig. S14 1 H NMR spectrum of 1.S2 13 H NMR spectrum of 1 S3 ESI-MS spectrum of 1.. S4 Crystallographic plane in 1... S5 Intermolecular interactions in S5 UV/vis plot of 1 in presence of cations and selectivity....s6 Job s plot of 1 in presence of Cu 2+ and Hg 2+...S7 S-V plot of 1 in presence of Hg 2+ S8 B-H plot of 1 in presence of Hg 2+ S8 Interference of various cations to 1+Hg 2+.. S9 Sensitivity plots of 1 toward Hg 2+ S9&S10 CV plot of 1 toward various metal ions S10 1 H NMR titration of 1 with Cu 2+..S11 ESI-MS spectra of 1+Hg 2+ and 1+Cu 2+ S12&S13 S1
2 Fig. S1. 1 H NMR spectrum of 1 in dmso-d 6. S2
3 Fig. S2. 13 C NMR spectrum of 1 in dmso-d 6. S3
4 Fig. S3 ESI-MS spectrum of 1. Structure determination. Suitable dark pink single crystals of 1 were collected and its structural analysis was carried out on a Bruker SMART APEX CCD Diffractometer with Mo Kα radiation (λ = Å). The scaling and integration of intensity of reflections were made by using the program SMART (version 6.45) while as the absorption corrections done by using multi-scan program. The crystal structures were solved by direct methods and refined by full matrix least squares against F 2 (SHELXL 97, 2012). 1 The refinement of non-hydrogen atoms was done with anisotropic thermal parameters and their positions were geometrically fixed isotropically. 2 The important parameters related to the crystal structure of 1 have been given in Table 1. Crystallographic details for 1 have been deposited with the CCDC No which can be obtained free of charge via (or from the S4
5 CCDC, 12 Union Road, Cambridge CB21EZ, UK; Fax: ; Fig. S4 Highly planar structure of 1 shown by a crystallographic plane containing all the atoms Fig. S5 Intermolecular edge-to-edge π-π interactions in 1 S5
6 (a) (b) Fig. S6 (a) UV/vis spectra of 1 in presence of various metal ions. (b) UV/vis spectra showing selectivity of 1 toward Hg 2+ over Cu 2+. S6
7 Fig. S7a Job s plot analysis showing (1:2) binding stochiometry between 1 and Cu 2+ ion Fig. S7b Job s plot analysis showing (1:2) binding stochiometry between 1 and Hg 2+ ion S7
8 Fig. S8 Stern-Volmer plot for quenching of fluorescence of 1 in presence of Hg 2+ ion Fig. S9 Benesi-Hildebrand plot for binding of 1 with Hg 2+ ion S8
9 Fig. S10 Bar diagram showing interference of various cations in binding of 1 with Hg 2+ in dual way (addition of metal ions to the solution of 1+Hg 2+ ; addition of Hg 2+ to the 1+M n n+ ). Fig. S11a Sensitivity of 1 toward Hg 2+ from femtomolar to micromolar level S9
10 Fig. S11b Linear fluorescence quenching response of 1 towards picomolar (PM) Hg 2+ having LOD of 1.0 PM. Fig. S12 Electrochemical response of 1 toward various metal ions S10
11 Fig. S13 1 H NMR titration spectra of 1 (bottom) in presence of Cu 2+ (1.0 equiv) S11
12 Fig. S14a ESI-MS spectrum of 1 + Hg 2+ complex S12
13 Fig. S14b ESI-MS spectrum of 1 + Cu 2+ References: 1 (a) G. M. Sheldrick, SHELXL-97, Program for X-ray Crystal Structure Refinement; Göttingen University: Göottingen, Germany, 1997; (b) R.W.W. Hooft, L.H. Straver, A.L. Spek, J. Appl. Cryst. 2008, 41, 96. (c) A. L. Spek, Private communication, (a) A. L. Spek, PLATON, A Multipurpose Crystallographic Tools Utrecht University, Utrecht, The Netherlands, 2000; (b) A. L. Spek, Acta Crystallogr. A, 1990, 46, C31. S13
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