Abstract
Glycine silver nitrate (GSN) and fully deuterated GSN (FDGSN) form two isotopic polymorphs. The effect of full deuteration brought about the isotopic polymorph of GSN. In order to study the effect of partial deuteration on isotopic polymorphs, crystals of C-deuterated GSN (CDGSN) and N-deuterated GSN (NDGSN) were grown. The crystal structure of C deuteration was similar to FDGSN forming 2-dimensional polymeric structures extended along the c-axis. In CDGSN, the silver ion is mononuclear similar to that in FDGSN with no Ag-Ag coordination. N deuteration had similar crystal structure to that of GSN. The nitrate ion, the silver ion and the zwitterionic glycine form a three-dimensional network unlike the case in CDGSN. The silver ion is binuclear with Ag-Ag coordination similar to that in GSN. In both crystal structures, the silver ion has an oxidation state of +1. The Hirshfeld surface analysis of all the above structures was carried out using the X-ray data. The globularity parameter is similar in all the structures. For the entire complex, it is observed that FDGSN and CDGSN have similar values, which are lower than that of GSN and NDSN. The asphericity for the entire complex in the case of NDGSN and GSN is close to 0 indicating the isotropic nature whereas for FDGSN and CDGSN, it is near 0.36 indicating oblate nature. NDGSN and GSN have higher Ag···O interactions compared to that of CDGSN and FDGSN. NDGSN and GSN have Ag···Ag interaction, which is totally absent in CDGSN and FDGSN. Raman measurements showed the partial deuteration of the compounds. The lattice modes of GSN and NDGSN are similar, and FDGSN and CDGSN are similar. The C deuteration changes the coordination of the silver. In FDGSN and CDGSN, Ag ion coordinates to the hydrogen which is covalently bonded to carbon of zwitterionic glycine whereas in NDGSN and GSN, this coordination of Ag ion with hydrogen is absent.
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References
Jona F, Shirane G (1962) In: Ferroelectric Crystals Pergamon Press, Oxford London,(Chapter 2)
Pepinsky R, Vedam K, Hoshino S, Okaya Y (1958) Phys Rev 111:430–432
Launer S, Le MM, Schaack G, Haussuhl S (1992) Ferroelectrics 132:257–270
Pepinsky R, Okaya YEastman DP, Mitsui T (1957) Phys Rev 107:1538–1539
Rao JKM, Viswamitra MA (1972) Acta Cryst B 28:1484–1496
Warrier AVR, Narayanan PS (1967) Proc Ind Acad Sci 66A:46–54
Easwaran KRK (1966) J Phys Soc Japn 21:1614
Choudhury RR (2008) Lata Panicker, Chitra R, Sakuntala T. Solid State Commun 145:407–412
Gesi K, Ozawa K (1977) J Phys Soc Jpn 42:923–928
Kohen A, Limbach HH (2006) Isotope Effects in Chemistry and Biology (Taylor & Francis-CRC Press, Boca Raton)
Kainosho M, Torizawa T, Iwashita Y, Terauchi T, Mei Ono A, Güntert P (2006) Nature 440: 52–57
Gant TG (2014) J Med Chem 57:3595–3611
Zhou J, Kye YS, Harbison GS (2004) J Am Chem Soc 126:8392–8393
Ichikawa M (2000) J Mol Struct 552:63–70
Fisher SJ, Helliwell JR (2008) Acta Cryst A 64:359–367
Merz K, Kupka A (2015) Cryst Growth Des 15:1553–1558
Crawford S, Kirchner MT, Bläser D, Boese R, David WIF, Dawson A, Gehrke A, Ibberson RM, Marshall WG, Parsons S, Yamamuro O (2009) Angew Chem Int Ed 48:755–757
Shi C, Zhang X, Yu C-H, Yao Ye-F, Zhang W (2018) Nat Commun 9:481
Kanematsu Y, Tachikawa M (2016) Takano Yu. J Comput Chem 37:2140–2145
Chitra R, Choudhury RR, Frederic C, Pascal R, Bhatt H (2013) J Mol Struct 1049:27–35
Sheldrick GM (1997) SHELXS-97 and SHELXL-97, Program for crystal structure solution and refinement. University of Göttingen, Germany
Farrugia LJ (1997) Appl Cryst 30:565
Holloway CE, Malnik M, Nevin WA, Liu WJ (1995) Coordination Chemistry 35:85–178
McKinnon JJ, Spackman MA (2004) Mitchell AS Acta Cryst B60:627–668
Spackman MA, Jayatilaka D (2009) CrystEngComm 11:19–32
Spackman PR, Turner MJ, McKinnon JJ, Wolff SK, Grimwood DJ, Jayatilaka D, Spackman MA (2021) J Appl Cryst 54:1006–1011
Wolff SK, Grimwood DJ, McKinnon JJ, Turner MJ, Jayatilaka D, Spackman MA, CrystalExplorer 3.1 (2013) University of Western Australia, Crawley, Western Australia. http://hirshfeldsurface.net/CrystalExplorer
Allen FH (2002) Acta Cryst B58:380–388
Hirshfeld FL (1977) Theor Chim Acta 44:129–138
Spackman MA, McKinnon JJ (2002) CrystEngComm 4:378–392
Machida K, Kagayama A, Saito Y, Kuroda Y, Uno T (1977) Spectrochimca Acta A 33:569–574
Destrade C, Garrigou-Lagrangr C, Forel M-T (1970) J Mol Struct 10:203–219
Machida K, Kagayama A, Saito Y (1979) J Raman Spectroscopy 8:133–138
Takeda M, Izvazzo RES, Garfinkel D, Scheinberg IH, Edsall JT (1958) J Am Chem Society 80:3813–3818
Ghazanfar SAS, Myers DV, Edsall JT (1964) J Am Chem Soc 86(17):3439–3444
Shen ZX, Sherman WF, Kuok MH, Tang SH (1992) J Raman Spectroscopy 23:509–514
Huang CH, Brooker MH (1976) Spectrochimica Acta 32A:1715–1724
Balasubrbhrahmanyam K, Janz GJ (1970) J Am Chem Soc 92:4189–4193
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R.C.: preparation, characterization, analysis, Hirshfeld surface analysis, writing-reviewing and editing. R.R.C.: analysis, reviewing and editing. F.C.: data collection, reviewing and editing. P. R.: data collection, reviewing and editing. H.B.: Raman experiment, reviewing and editing.
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Chitra, R., Choudhury, R.R., Capet, F. et al. Effect of C deuteration in forming isotopic polymorph of glycine silver nitrate. Struct Chem 35, 853–870 (2024). https://doi.org/10.1007/s11224-023-02228-7
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DOI: https://doi.org/10.1007/s11224-023-02228-7