Exploring the Promotion of Synthons of Choice: Halogen Bonding in Molecular Lanthanide Complexes Characterized via X-ray Diffraction, Luminescence Spectroscopy, and Magnetic Measurements

Carter, Korey P.; Pope, Simon J.  A.; Kalaj, Mark; Holmberg, Rebecca J.; Murugesu, Muralee; Cahill, Christopher L.

doi:10.1002/zaac.201700341

Exploring the Promotion of Synthons of Choice: Halogen Bonding in Molecular Lanthanide Complexes Characterized via X-ray Diffraction, Luminescence Spectroscopy, and Magnetic Measurements

Journal Article · Fri Sep 29 00:00:00 EDT 2017 · Zeitschrift fuer Anorganische und Allgemeine Chemie

DOI:https://doi.org/10.1002/zaac.201700341· OSTI ID:1470041

Carter, Korey P. ^[1]; Pope, Simon J. A. ^[2]; Kalaj, Mark ^[1]; Holmberg, Rebecca J. ^[3]; Murugesu, Muralee ^[3]; Cahill, Christopher L. ^[1]

George Washington Univ., Washington, DC (United States). Dept. of Chemistry
Cardiff Univ., Wales (United Kingdom). School of Chemistry
Univ. of Ottawa, Ottawa, ON (Canada). Dept. of Chemistry and Biomolecular Sciences

Promotion of a synthon of choice for the non-covalent assembly of lanthanide tectons represents both a noteworthy challenge and opportunity within Ln(III) hybrid materials. We have developed a system wherein some control can be exercised over supramolecular assembly and, as part of continued efforts to improve this process we have generated a family of ten new lanthanide (Ln = Sm³⁺-Lu³⁺)-2,4,6-trichlorobenzoic acid-1,10- phenanthroline molecular complexes. Delineation of criteria for promoting assembly via halogen based interactions was introduced previously and is refined herein based on the characterization of complexes 1-10 via single crystal X-ray diffraction. Direct comparison of means of supramolecular assembly for 1-10 with isostructural Ln-pchlorobenzoic acid-1,10-phenathroline analogues verifies that increasing the number of halogens at the periphery of a tecton is one route that increases the frequency of halogen bonding interactions. Additionally, solid-state visible and near-IR photoluminescence and luminescent lifetime data were collected for complexes 1 (Sm³⁺), 2 (Eu³⁺), 4 (Tb³⁺), 5 (Dy³⁺), 6 (Ho³⁺), 7 (Er³⁺), and 9 (Yb³⁺) and characteristic emission was observed for all complexes except 6. Further, direct current magnetic susceptibility measurements were carried out for complexes 5 (Dy³⁺) and 7 (Er³⁺), and two slow magnetic relaxation processes were characterized using alternating current magnetic susceptibility measurements for 5.

View Accepted Manuscript (DOE)

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Materials Science of Actinides (MSA)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

Grant/Contract Number:: SC0001089

OSTI ID:: 1470041

Alternate ID(s):: OSTI ID: 1399274

Journal Information:: Zeitschrift fuer Anorganische und Allgemeine Chemie, Journal Name: Zeitschrift fuer Anorganische und Allgemeine Chemie Journal Issue: 23 Vol. 643; ISSN 0044-2313

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

References (37)

NIR Lanthanide Luminescence by Energy Transfer from Appended Terpyridine–Boradiazaindacene Dyes Ziessel, Raymond F.; Ulrich, Gilles; Charbonnière, Loïc Chemistry - A European Journal, Vol. 12, Issue 19 https://doi.org/10.1002/chem.200600124	journal	June 2006
Hybrid Materials of the f-Elements Part I: The Lanthanides Carter, Korey P.; Cahill, Christopher L. Handbook on the Physics and Chemistry of Rare Earths https://doi.org/10.1016/B978-0-444-63481-8.00271-2	book	January 2015
Lanthanide luminescence efficiency in eight- and nine-coordinate complexes: Role of the radiative lifetime Bünzli, Jean-Claude G.; Chauvin, Anne-Sophie; Kim, Hwan Kyu Coordination Chemistry Reviews, Vol. 254, Issue 21-22 https://doi.org/10.1016/j.ccr.2010.04.002	journal	November 2010
Development of responsive visibly and NIR luminescent and supramolecular coordination self-assemblies using lanthanide ion directed synthesis Bradberry, Samuel J.; Savyasachi, Aramballi Jayant; Martinez-Calvo, Miguel Coordination Chemistry Reviews, Vol. 273-274 https://doi.org/10.1016/j.ccr.2014.03.023	journal	August 2014
Aromatic N-donor ligands as chelators and sensitizers of lanthanide ion emission de Bettencourt-Dias, Ana; Barber, Patrick S.; Viswanathan, Subha Coordination Chemistry Reviews, Vol. 273-274 https://doi.org/10.1016/j.ccr.2014.04.010	journal	August 2014
Chelating agents for radiolanthanides: Applications to imaging and therapy Amoroso, Angelo J.; Fallis, Ian A.; Pope, Simon J. A. Coordination Chemistry Reviews, Vol. 340 https://doi.org/10.1016/j.ccr.2017.01.010	journal	June 2017
Lanthanide light for biology and medical diagnosis Bünzli, Jean-Claude G. Journal of Luminescence, Vol. 170 https://doi.org/10.1016/j.jlumin.2015.07.033	journal	February 2016
Structural regularities and luminescence properties of dimeric europium and terbium carboxylates with 1,10-phenanthroline (C.N.=9) Tsaryuk, Vera I.; Zhuravlev, Konstantin P.; Vologzhanina, Anna V. Journal of Photochemistry and Photobiology A: Chemistry, Vol. 211, Issue 1 https://doi.org/10.1016/j.jphotochem.2010.01.012	journal	March 2010
Functional luminescent lanthanide complexes: Modulation of visible luminescence from europium complexes Andrews, Michael; Kariuki, Benson M.; Pope, Simon J. A. Polyhedron, Vol. 30, Issue 12 https://doi.org/10.1016/j.poly.2011.05.008	journal	August 2011
An Organolanthanide Building Block Approach to Single-Molecule Magnets Harriman, Katie L. M.; Murugesu, Muralee Accounts of Chemical Research, Vol. 49, Issue 6 https://doi.org/10.1021/acs.accounts.6b00100	journal	May 2016
The Halogen Bond Cavallo, Gabriella; Metrangolo, Pierangelo; Milani, Roberto Chemical Reviews, Vol. 116, Issue 4 https://doi.org/10.1021/acs.chemrev.5b00484	journal	January 2016
Supramolecular Assembly of Molecular Rare-Earth–3,5-Dichlorobenzoic Acid–2,2′:6′,2″-Terpyridine Materials: Structural Systematics, Luminescence Properties, and Magnetic Behavior Carter, Korey P.; Thomas, Kara E.; Pope, Simon J. A. Inorganic Chemistry, Vol. 55, Issue 14 https://doi.org/10.1021/acs.inorgchem.6b00408	journal	June 2016
Halogen Bonds in Crystal Engineering: Like Hydrogen Bonds yet Different Mukherjee, Arijit; Tothadi, Srinu; Desiraju, Gautam R. Accounts of Chemical Research, Vol. 47, Issue 8 https://doi.org/10.1021/ar5001555	journal	May 2014
Lanthanide-Containing Molecular and Supramolecular Polymetallic Functional Assemblies Bünzli, Jean-Claude G.; Piguet, Claude Chemical Reviews, Vol. 102, Issue 6 https://doi.org/10.1021/cr010299j	journal	June 2002
Lanthanide Single-Molecule Magnets Woodruff, Daniel N.; Winpenny, Richard E. P.; Layfield, Richard A. Chemical Reviews, Vol. 113, Issue 7 https://doi.org/10.1021/cr400018q	journal	March 2013
Halogen Bonding in Supramolecular Chemistry Gilday, Lydia C.; Robinson, Sean W.; Barendt, Timothy A. Chemical Reviews, Vol. 115, Issue 15 https://doi.org/10.1021/cr500674c	journal	July 2015
Structural Rearrangement Through Lanthanide Contraction in Dinuclear Complexes Hutchings, Amy-Jayne; Habib, Fatemah; Holmberg, Rebecca J. Inorganic Chemistry, Vol. 53, Issue 4 https://doi.org/10.1021/ic402682r	journal	December 2013
Benzothiazole- and Benzoxazole-Substituted Pyridine-2-Carboxylates as Efficient Sensitizers of Europium Luminescence Shavaleev, Nail M.; Scopelliti, Rosario; Gumy, Frédéric Inorganic Chemistry, Vol. 48, Issue 13 https://doi.org/10.1021/ic9005136	journal	July 2009
Surprisingly Bright Near-Infrared Luminescence and Short Radiative Lifetimes of Ytterbium in Hetero-Binuclear Yb−Na Chelates Shavaleev, Nail M.; Scopelliti, Rosario; Gumy, Frédéric Inorganic Chemistry, Vol. 48, Issue 16 https://doi.org/10.1021/ic900888m	journal	August 2009
The nature of halogen.cntdot..cntdot..cntdot.halogen interactions: are short halogen contacts due to specific attractive forces or due to close packing of nonspherical atoms? Desiraju, Gautam R.; Parthasarathy, R. Journal of the American Chemical Society, Vol. 111, Issue 23 https://doi.org/10.1021/ja00205a027	journal	November 1989
Theoretical and Experimental Studies of the Photoluminescent Properties of the Coordination Polymer [Eu(DPA)(HDPA)(H ₂ O) ₂ ]·4H ₂ O Rodrigues, Marcelo O.; da Costa Júnior, Nivan B.; de Simone, Carlos A. The Journal of Physical Chemistry B, Vol. 112, Issue 14 https://doi.org/10.1021/jp075047m	journal	April 2008
Exploring supramolecular assembly and luminescent behavior in a series of RE-p-chlorobenzoic acid-1,10-phenanthroline complexes Carter, Korey P.; Zulato, Cecília H. F.; Cahill, Christopher L. CrystEngComm, Vol. 16, Issue 44 https://doi.org/10.1039/C4CE01806K	journal	January 2014
Controlling dimensionality via a dual ligand strategy in Ln-thiophene-2,5-dicarboxylic acid-terpyridine coordination polymers Carter, Korey P.; Zulato, Cecília H. F.; Rodrigues, Emille M. Dalton Transactions, Vol. 44, Issue 36 https://doi.org/10.1039/C5DT02596F	journal	January 2015
RE-p-halobenzoic acid–terpyridine complexes, Part II: structural diversity, supramolecular assembly, and luminescence properties in a series of p-bromobenzoic acid rare-earth hybrid materials Ridenour, J. August; Carter, Korey P.; Butcher, Ray J. CrystEngComm, Vol. 19, Issue 8 https://doi.org/10.1039/C6CE02355J	journal	January 2017
RE-p-halobenzoic acid–terpyridine complexes, part III: structural and supramolecular trends in a series of p-iodobenzoic acid rare-earth hybrid materials August Ridenour, J.; Carter, Korey P.; Cahill, Christopher L. CrystEngComm, Vol. 19, Issue 8 https://doi.org/10.1039/C6CE02356H	journal	January 2017
Lanthanide-directed synthesis of luminescent self-assembly supramolecular structures and mechanically bonded systems from acyclic coordinating organic ligands Barry, Dawn E.; Caffrey, David F.; Gunnlaugsson, Thorfinnur Chemical Society Reviews, Vol. 45, Issue 11 https://doi.org/10.1039/C6CS00116E	journal	January 2016
Eight rare earth metal organic frameworks and coordination polymers from 2-nitroterephthlate: syntheses, structures, solid-state luminescence and an unprecedented topology Smith, Jermaine A.; Singh-Wilmot, Marvadeen A.; Carter, Korey P. New Journal of Chemistry, Vol. 40, Issue 9 https://doi.org/10.1039/C6NJ00822D	journal	January 2016
Nonlinear optical properties, upconversion and lasing in metal–organic frameworks Medishetty, Raghavender; Zaręba, Jan K.; Mayer, David Chemical Society Reviews, Vol. 46, Issue 16 https://doi.org/10.1039/C7CS00162B	journal	January 2017
OH–π and halogen–π interactions as driving forces in the crystal organisations of tri-bromo and tri-iodo trityl alcohols Schollmeyer, Dieter; Shishkin, Oleg V.; Rühl, Thomas CrystEngComm, Vol. 10, Issue 6 https://doi.org/10.1039/b716442d	journal	January 2008
Lone pair–π interactions: a new supramolecular bond? Mooibroek, Tiddo J.; Gamez, Patrick; Reedijk, Jan CrystEngComm, Vol. 10, Issue 11 https://doi.org/10.1039/b812026a	journal	January 2008
Nonlinear optical activity in dipolar organic–lanthanide complexes Law, Ga-Lai; Wong, Ka-Leung; Lau, Kok-Kin Journal of Materials Chemistry, Vol. 20, Issue 20 https://doi.org/10.1039/b926376d	journal	January 2010
Lanthanides in molecular magnetism: so fascinating, so challenging Luzon, Javier; Sessoli, Roberta Dalton Transactions, Vol. 41, Issue 44 https://doi.org/10.1039/c2dt31388j	journal	January 2012
A series of Ln-p-chlorobenzoic acid–terpyridine complexes: lanthanide contraction effects, supramolecular interactions and luminescent behavior Carter, Korey P.; Pope, Simon J. A.; Cahill, Christopher L. CrystEngComm, Vol. 16, Issue 10 https://doi.org/10.1039/c3ce42267d	journal	January 2014
WinGX and ORTEP for Windows : an update Farrugia, Louis J. Journal of Applied Crystallography, Vol. 45, Issue 4 https://doi.org/10.1107/S0021889812029111	journal	July 2012
Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination Krause, Lennard; Herbst-Irmer, Regine; Sheldrick, George M. Journal of Applied Crystallography, Vol. 48, Issue 1 https://doi.org/10.1107/S1600576714022985	journal	January 2015
Crystal structure refinement with SHELXL Sheldrick, George M. Acta Crystallographica Section C Structural Chemistry, Vol. 71, Issue 1, p. 3-8 https://doi.org/10.1107/S2053229614024218	journal	January 2015
Lanthanide Luminescent Bioprobes (LLBs) Bünzli, Jean-Claude G. Chemistry Letters, Vol. 38, Issue 2 https://doi.org/10.1246/cl.2009.104	journal	February 2009

Cited By (4)

A Thorium Metal‐Organic Framework with Outstanding Thermal and Chemical Stability Carter, Korey P.; Ridenour, J. August; Kalaj, Mark Chemistry – A European Journal, Vol. 25, Issue 29 https://doi.org/10.1002/chem.201901610	journal	April 2019
Syntheses, Structures, Photoluminescence, and Magnetism of a Series of Discrete Lanthanide Complexes based on 2,5-Dichlorobenzoate and 1,10-Phenanthroline: Syntheses, Structures, Photoluminescence, and Magnetism of a Series of Discrete Lanthanide Complexes based on 2,5-Dichlorobenzoate and 1,10-Phenanthro Zhang, Ju-Wen; Man, Yi; Ren, Yu-Ning Zeitschrift für anorganische und allgemeine Chemie, Vol. 645, Issue 6-7 https://doi.org/10.1002/zaac.201800478	journal	March 2019
Metal–Ligand Ratio Controlled Assembly Of Two Heterometallic CuEr Cluster Complexes: Syntheses, Structures and Magnetism Zhao, Fang-Hua; Li, Zhong-Lin; Yu, Ya-Hua Journal of Cluster Science https://doi.org/10.1007/s10876-019-01757-8	journal	December 2019
Supramolecular assembly of lanthanide-2,3,5,6-tetrafluoroterephthalic acid coordination polymers via fluorine⋯fluorine interactions: a platform for luminescent detection of Fe ³⁺ and nitroaromatic compounds Smith, Jermaine A.; Singh-Wilmot, Marvadeen A.; Carter, Korey P. New Journal of Chemistry, Vol. 44, Issue 28 https://doi.org/10.1039/d0nj02604b	journal	January 2020

Similar Records

A series of Ln-p-chlorobenzoic acid–terpyridine complexes: lanthanide contraction effects, supramolecular interactions and luminescent behavior

Journal Article · Tue Dec 31 23:00:00 EST 2013 · CrystEngComm · OSTI ID:1385698

Supramolecular Assembly of Molecular Rare-Earth–3,5-Dichlorobenzoic Acid–2,2':6',2"-Terpyridine Materials: Structural Systematics, Luminescence Properties, and Magnetic Behavior

Journal Article · Mon Jun 27 00:00:00 EDT 2016 · Inorganic Chemistry · OSTI ID:1388551

Related Subjects

36 MATERIALS SCIENCE
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
materials and chemistry by design
nuclear (including radiation effects)
synthesis (novel materials)
synthesis (self-assembly)

CCDC 1571878: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnrv The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571879: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnsw The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571880: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prntx The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571881: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnvy The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571882: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnwz The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571883: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnx0 The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571884: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prny1 The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571885: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prnz2 The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571886: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prp04 The current record is supplemented by this dataset	dataset	January 2018
CCDC 1571887: Experimental Crystal Structure Determination Carter, Korey P.; Pope, Simon J. A.; Kalaj, Mark https://doi.org/10.5517/ccdc.csd.cc1prp15 The current record is supplemented by this dataset	dataset	January 2018

Exploring the Promotion of Synthons of Choice: Halogen Bonding in Molecular Lanthanide Complexes Characterized via X-ray Diffraction, Luminescence Spectroscopy, and Magnetic Measurements

Citation Formats

References (37)

Cited By (4)

Linked Research (10)

Similar Records

Related Subjects