Rajesh G. Gonnade

Rajesh G. Gonnade

Physical and Materials Chemistry Division

About Me

We work in the field of organic solid-state chemistry.  The primary research areas of interest are 

(1) Crystal Engineering and Supramolecular Chemistry, 

(2) Group Transfer Reaction in Crystals, 

(3) Polymorphism and Structural Phase Transition in Molecular Crystals, (4) Drug Polymorphism & Pharmaceutical Cocrystal, 

(5) Design and Synthesis of Green Fluorescence Protein Chromophore (GFPc) Analogs and their Polymorphs and Cocrystals screening, 

(6) Enantiomeric Resolution of  Racemates (or Conglomerates)  using Crystallization (Preferential Enrichment or Preferential Crystallization),

 (7) Chemical Crystallography and Evaluation on Intermolecular Interactions

Professional Experience

  • March 1999 – March 2003: Junior Scientist, CSIR-NCL, Pune, India.

  • March 2003 – March 2008: Scientist, CSIR-NCL, Pune, India.
  • March 2008 – March 2012: Senior Scientist, CSIR-NCL, Pune, India.
  • March 2012 – March 2016: Principal Scientist, CSIR-NCL, Pune, India.
  • March 2016 – To Date: Senior Principal Scientist, CSIR-NCL, Pune, India.
  • June 2009 – May 2011: JSPS Postdoctoral Fellow, Kyoto University, Kyoto, Japan.

Selected Publications

  • N. T. Patil, M. T. Patil, N. Sarkar, R. G. Gonnade* And M. S. Shashidhar* , Access to enantiomeric organic compounds with potential for synthesis via racemic conglomerates: Inositol derivatives as a case in point, Crystal Growth & Design., Just Accepted, (2021), DOI:10.1021/acs.cgd.1c00126.
  • Bhupendra P. Mali, Soumya Ranjan Dash, Shrikant B. Nikama, Anisha Puthuvakkalc, Kumar Vanka And Kochunnoonny Manoj and Rajesh G. Gonnade*, Five Concomitant Polymorphs of Green Fluorescent Protein Chromophore (GFPc) Analogue: Understanding Variations in Photoluminescence with ?-Stacking Interactions, Acta Crystallographica Section B., , (2020).
  • Christy P. George, Sridhar Hanamant Thorat, Parth S Shaligram And P R Suresha and Rajesh G. Gonnade* , Drug-Drug Cocrystals of Anticancer Drugs Erlotinib-Furosemide and Gefitinib-Mefenamic acid for Alternative Multi-Drug Treatment, CrystEngComm., 22, (2020), DOI:https://doi.org/10.1039/D0CE00353K.
  • C. P. George And E. Sangtani and R. G. Gonnade, Crystal structure of a 1:1 co-crystal of the anti­cancer drug gefitinib with azelaic acid, Acta Cryst. Section E., E76, 884 - 888 (2020), DOI:https://doi.org/10.1107/S2056989020006623.
  • M. N. Aher, N. D. Erande, V. A. Kumar And M. Fernandes and R. G. Gonnade, Influence of fluorine substitution on the mol­ecular conformation of 3?-de­oxy-3?-fluoro-5-methyl­uridine, Acta Cryst. Section C., 76, 346 - 352 (2020), DOI:https://doi.org/10.1107/S2053229620003083.
  • Samir R. Shaikh, Rupesh L. Gawade, Deepak Kumar, Amol Kotmale, Rajesh G. Gonnade* And and Tobias Stürzer, Crystal Engineering for Intramolecular ?–? Stacking: Effect of Sequential Substitution of F on Molecular Geometry in Conformationally Flexible Sulfonamides, Crystal Growth & Design., 19, 5665 - 5678 (2019), DOI:10.1021/acs.cgd.9b00667.
  • Kuntrapakam Hema Rajesh G. Gonnade and Kana M. Sureshan, Crystal?to?Crystal Synthesis of Helically Ordered Polymers of Trehalose by Topochemical Polymerization, Angewandte Chemie International Edition., 59, 2897 - 2903 (2019), DOI:https://doi.org/10.1002/anie.201914164.
  • C. Kalaiarasi, C. George, R. G. Gonnade And V. R. Hathwar and K. Poomani, Experimental and theoretical charge density, intermolecular interactions and electrostatic properties of metronidazole, Acta Cryst. Section B., B75, 942 - 953 (2019), DOI:https://doi.org/10.1107/S2052520619011272.
  • Mrinal Ghosh*, Arun K. Sikder*, Shaibal Banerjee* And and Rajesh G. Gonnade, Studies on CL-20/HMX (2:1) Cocrystal: A New Preparation Method and Structural and Thermokinetic Analysis, Crystal Growth & Design., 18, 3781 - 3793 (2018), DOI:DOI: 10.1021/acs.cgd.8b00015.
  • Majid I. Tamboli Durga Prasad Karothu Mysore S. Shashidhar Rajesh G. Gonnade Pan?e Naumov, Effect of Crystal Packing on the Thermosalient Effect of the Pincer?Type Diester Naphthalene?2,3?diyl?bis(4?fluorobenzoate): A?New Class?II Thermosalient Solid, Chemistry a European Journal., 24, 4133 - 4139 (2018), DOI:https://doi.org/10.1002/chem.201705586.
  • Suresh Madhu, Rajesh G. Gonnade, Tamal Das, Kumar Vanka And Gangadhar J. Sanjayan, Twelve?Armed Hexaphenylbenzene?Based Giant Supramolecular Framework for Entrapping Guest Molecules, ChemPlusChem., 83, 1032 - 1037 (2018), DOI:https://doi.org/10.1002/cplu.201800478.
  • Nivedita T. Patil, Mysore S. Shashidhar*, Majid I. Tamboli And and Rajesh G. Gonnade*, Clues from Crystal Structures Pave the Way to Access Chiral myo-Inositol Derived Versatile Synthons: Resolution of Racemic 4-O-Allyl-myo-Inositol-1,3,5-Orthoesters via Corresponding Dicamphanates by Crystallization, Crystal Growth & Design., 17, 5432 - 5440 (2017), DOI:DOI: 10.1021/acs.cgd.7b00895.
  • Ekta Sangtani, Suman Kumar Mandal, A. S. Sreelakshmi, Parthapratim Munshi And and Rajesh G. Gonnade*, Salts and Cocrystals of Furosemide with Pyridines: Differences in ?-Stacking and Color Polymorphism, Crystal Growth & Design., 17, 3071 - 3087 (2017), DOI:10.1021/acs.cgd.6b01868.
  • Rajesh G. Gonnade & Ekta Sangtani , Polymorphs and Cocrystals: A Comparative Analysis, Journal of the Indian Institute of Science., 97, 193 - 226 (2017), DOI:https://doi.org/10.1007/s41745-017-0028-2.
  • Rupesh L. Gawade, Debamitra K. Chakravarty, Amol Kotmale, Ekta Sangtani, Pranaya V. Joshi, Awais Ahmed, Manoj V. Mane, Susanta Das, Kumar Vanka, Pattuparambil R. Rajamohanan, Vedavati G. Puranik*, and Rajesh G. Gonnade* Crystal Growth & Design 2016, 16, 4 And 2416-2428 (Article), Additive Mediated Syn-Anti Conformational Tuning at Nucleation to Capture Elusive Polymorphs: Remarkable Role of Extended ?-Stacking Interactions in Driving the Self-Assembly, Crystal Growth & Design., 16, 2416 - 2428 (2016), DOI:DOI: 10.1021/acs.cgd.6b00204.
  • Vijay Koshti, Shridhar Thorat And Ravindra Gote And Samir Chikkali* and Rajesh Gonnade*, The impact of modular substitution on crystal packing: the tale of two ureas, CrystEngComm., 18, 7078 - 7094 (2016), DOI:DOI: 10.1039/C6CE01324D.
  • M. I. Tamboli, S. Krishanaswamy And R. G. Gonnade and M. S. Shashidhar, Engineering crystals that facilitate the acyl-transfer reaction: insight from a comparison of the crystal structures of myo-inositol-1,3,5-orthoformate-derived benzoates and carbonates, Acta Cryst. Section C., C72, 875 - 881 (2016), DOI:https://doi.org/10.1107/S205322961601603X.
  • Majid I. Tamboli, Vir Bahadur, Rajesh G. Gonnade* And and Mysore S. Shashidhar, Cocrystallization of 2,3-Dihydroxynaphthalene with Its para-, meta-, and ortho-Ditoluates: Insight into Cocrystal Formation and Clues for the Construction of Supramolecular Assemblies Capable of Intermolecular Acyl Group Transfer Reactivity, Cryst. Growth Des., 15, 1226 - 1232 (2015), DOI:10.1021/cg501620g.
  • Ekta Sangtani, Sanjay K. Sahu, Shridhar H. Thorat, Rupesh L. Gawade, Kunal K. Jha, Parthapratim Munshi And and Rajesh G. Gonnade*, Furosemide Cocrystals with Pyridines: An Interesting Case of Color Cocrystal Polymorphism, Crystal Growth & Design., 15, 5858 - 5872 (2015), DOI:10.1021/acs.cgd.5b01240.
  • Majid I. Tamboli Mysore S. Shashidhar Rajesh G. Gonnade Shobhana Krishnaswamy, Intramolecular Cyclization of Carbonate and Thiocarbonate Derivatives of myo?Inositol in the Solid State: Implications for Acyl Group Transfer Reactions in Molecular Crystals, Chemistry a European Journal., 21, 13676 - 13682 (2015), DOI:https://doi.org/10.1002/chem.201501480.
  • S. H. Thorat And S. K. Sahu and R. G. Gonnade, Crystal structures of the pyrazinamide-p-amino­benzoic acid (1/1) cocrystal and the transamidation reaction product 4-(pyrazine-2-carboxamido)­benzoic acid in the molten state, Acta Cryst. Section C., C71, 1010 - 1016 (2015), DOI:https://doi.org/10.1107/S2053229615019828.
  • Shridhar H. Thorat, Sanjay Kumar Sahu, Manjusha V. Patwadkar, Manohar V. Badiger And Rajesh G. Gonnade, Drug–Drug Molecular Salt Hydrate of an Anticancer Drug Gefitinib and a Loop Diuretic Drug Furosemide: An Alternative for Multidrug Treatment, Journal of Pharmaceutical Sciences., 104, 4207 - 4216 (2015), DOI:https://doi.org/10.1002/jps.24651.
  • Majid I. Tamboli, Shobhana Krishnaswamy, Rajesh G. Gonnade* And and Mysore S. Shashidhar*, Crystal-to-Crystal Thermal Phase Transformation of Polymorphs of Isomeric 2,3-Naphthalene Diol Ditoluates: Mechanism and Implications for Molecular Crystal Formation and Melting, Crystal Growth & Design., 14, 4985 - 4996 (2014), DOI:DOI: 10.1021/cg5005227.
  • Shridhar H. Thorat, Manjusha V. Patwadkar And Rajesh G. Gonnade and R. Vaidhyanathan, Capturing a novel metastable polymorph of the anticancer drug gefitinib, CrystEngComm., 16, 8638 - 8641 (2014), DOI:https://doi.org/10.1039/C4CE01446D.
  • M. I. Tamboli, V. Bahadur And R. G. Gonnade and M. S. Shashidhar, Correlation of the solid-state reactivities of racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate and its 4,4'-bi­pyridine cocrystal with their crystal structures Acta Cryst. (2014). C70, 1040-1045, Acta Cryst. Section C., C70, 1040 - 1045 (2014), DOI:https://doi.org/10.1107/S2053229614021834.
  • Sureshan, K. M, Gonnade And R. G, Weak becomes strong: remarkable strength of C-H•••? hydrogen bond in the presence of O-H•••O hydrogen bonds in the crystal stabilization, CrystEngComm., 15, 1676 - 1679 (2013), DOI:https://doi.org/10.1039/C3CE26894B.
  • Tamboli, M. I.; Krishnaswany, S; Gonnade R. G.; Shashidhar And M. S, Identification of Molecular Crystals Capable of Undergoing an Acyl-Transfer Reaction Based on Intermolecular Interactions in the Crystal Lattice, Chem. Eur. J., 19, 12867 - 12874 (2013), DOI:https://doi.org/10.1002/chem.201301058.
  • Ramana, C. V.; Goriya, Y.; Durugkar, K. A.; Chatterjee, S.; Krishnaswamy And S.; Gonnade R. G, Evaluation of viability of halogen O2N interactions: Insight from crystal packing in a series of isomeric halo and nitro substituted triaryl compounds with modular positioning of halogen and NO2 groups, CrystEngComm., 15, 5283 - 5300 (2013), DOI:https://doi.org/10.1039/C3CE40192H.
  • Sekai Iwama Kazunori Kuyama Yuko Mori Kochunnoonny Manoj Rajesh G. Gonnade Katsuaki Suzuki Colan E. Hughes P. Andrew Williams Kenneth D. M. Harris Stéphane Veesler Hiroki Takahashi Hirohito Tsue Rui Tamura, Highly Efficient Chiral Resolution of dl ?Arginine by Cocrystal Formation Followed by Recrystallization under Preferential?Enrichment Conditions, Chemistry a European Journal., 2013, 3529 - 3542 (2013), DOI:https://doi.org/10.1002/ejoc.201201739.
  • Gurale, B. P., Shashidhar, M. S., Gonnade, R. G. And , Chiral crystals from an achiral molecule: 4,6-di-O-benzyl-1,3-O-benzylidene-2-O-(4-methoxybenzyl)-myo-5-inosose, Acta. Cryst., 68, 183 - 187 (2012), DOI:DOI: 10.1107/S0108270112010001.
  • Pathigoolla, A.; Gonnade, R. G.; Sureshan And K. M, Topochemical Click Reaction: Spontaneous Self-Stitching of a Monosaccharide to Linear Oligomers through Lattice-Controlled Azide-Alkyne Cycloaddition, Angew. Chem. Int. Ed., 51, 4362 - 4366 (2012), DOI:https://doi.org/10.1002/anie.201201023.
  • Gonnade, R. G.; Iwama, S.; Sugiwake, R.; Kochunnoonny, M. Takahashi, H., Tsue, H., Tamura And R, Occurrence of spontaneous resolution of ketoprofen with a racemic crystal structure by simple crystallization under nonequilibrium ‘preferential enrichment’ conditions, Chemical Communications., 48, 2791 - 2793 (2012), DOI:https://doi.org/10.1039/C2CC18132K.
  • Vibhute, A. M., Gonnade, R. G., Swathi, R. S., Sureshan And K. M, Strength from weakness: opportunistic CH•••O hydrogen bonds differentially dictate the conformational fate in solid and solution states, Chemical Communications., 48, 717 - 719 (2012), DOI:https://doi.org/10.1039/C1CC15051K.
  • Manoj, K.; Gonnade, R. G.; Shashidhar, M. S.; Bhadbhade And M. M, Solvent induced crystallization of 1,2,3,4(6),5-penta-O-acetyl-6(4)-O-[(1S)-10-camphor sulfonyl]-myo-inositol diastereomers associated via weak trifurcated C-H•••O interactions, CrystEngComm., 14, 1716 - 1722 (2012), DOI:https://doi.org/10.1039/C2CE06287A.
  • Shivakumar, K., Vidyasagar, A., Naidu, A., Gonnade, R. G., Sureshan And K. M, Strength from weakness: The role of CH...N hydrogen bond in the formation of wave-like topology in crystals of azaheterocycles, CrystEngComm., 14, 519 - 524 (2012), DOI:https://doi.org/10.1039/C1CE05997A.
  • Hathwar, V. R.; Gonnade, R. G.; Munshi, P.; Bhadbhade, M. M.; Guru Row And T. N, Halogen bonding in 2,5-Dichloro-1,4-benzoquinone: insights from experimental and theoretical charge density analysis, Cryst. Growth & Des., 11, 1855 - 1826 (2011), DOI:DOI: 10.1021/cg2000415.
  • Tamura, R., Iwama, S., Gonnade And R. G, Control of polymorphic transition inducing preferential enrichment, CrystEngComm., 13, 5269 - 5280 (2011), DOI:https://doi.org/10.1039/C1CE05294B.
  • Krishnaswamy, S.; Gonnade, R. G.; Bhadbhade M. M, Shashidhar And M. S, Helical self-assembly of molecules in pseudopolymorphs of racemic 2,6-di-O-(4-halobenzoyl)-myo-inositol 1,3,5-orthoformates: clues for the construction of molecular assemblies for intermolecular acyl transfer reaction, CrystEngComm., 12, 4184 - 4197 (2010), DOI:https://doi.org/10.1039/B924482D.
  • Gonnade, R. G.; Bhadbhade, M. M.; Shashidhar And M. S, Crystal-to-crystal thermal phase transition amongst dimorphs of hexa-O-p-toluoyl-myo-inositol conserving two-dimensional isostructurality, CrystEngComm., 12, 478 - 484 (2010), DOI:https://doi.org/10.1039/B910546H.
  • K. Manoj, Rajesh G. Gonnade And Mohan M. Bhadbhade and Mysore S. Shashidhar, Isostructural molecular strings linked via conserved dipolar (ether) O?C[double bond, length as m-dash]O short contacts in conformational polymorphs of racemic 2,4-di-O-acetyl-6-O-tosyl-myo-inositol 1,3,5-orthoesters, CrystEngComm., 11, 1022 - 1029 (2009), DOI:https://doi.org/10.1039/B818888B.
  • Rajesh G. Gonnade And Mohan M. Bhadbhade and Mysore S. Shashidhar, Crystal-to-crystal transformation amongst dimorphs of racemic 2,6-di-O-(p-halo benzoyl)-myo-inositol 1,3,5-orthoformates that achieves halogen bonding contacts, CrystEngComm., 10, 288 - 296 (2008), DOI:https://doi.org/10.1039/B712528C.
  • Chebrolu Murali, Mysore?S. Shashidhar, Rajesh?G. Gonnade And Mohan?M. Bhadbhade, Enhancing Intermolecular Benzoyl?Transfer Reactivity in Crystals by Growing a “Reactive” Metastable Polymorph by Using a Chiral Additive, Chemistry a European Journal., 15, 261 - 269 (2008), DOI:https://doi.org/10.1002/chem.200801484.
  • Chebrolu Murali Mysore S. Shashidhar Rajesh G. Gonnade Mohan M. Bhadbhade, Investigating Organization of Molecules that Facilitates Intermolecular Acyl Transfer in Crystals: Reactivity and X?ray Structures of O?Benzoyl?myo?inositol 1,3,5?Orthoesters, Chemistry a European Journal., 2007, 1153 - 1159 (2007), DOI:https://doi.org/10.1002/ejoc.200600765.
  • K. Manoj, Rajesh G. Gonnade, Mohan M. Bhadbhade And and Mysore S. Shashidhar, Subtle Crossover from C?H···O to SO···CO Short Contacts in the Association of Diastereomers of 2,4(6)-Di-O-benzoyl-6(4)-O-[(1S)-10-camphorsulfonyl]-myo-inositol 1,3,5-Orthoformate upon Formation of Pseudopolymorphs, Crystal Growth & Design., 6, 1485 - 1495 (2006), DOI:DOI: 10.1021/cg060127l.
  • Gaurav Bhosekar, Chebrolu Murali, Rajesh G. Gonnade, Mysore S. Shashidhar And and Mohan M. Bhadbhade, Identical Molecular Strings Woven Differently by Intermolecular Interactions in Dimorphs of myo-Inositol 1,3,5-Orthobenzoate, Crystal Growth & Design., 5, 1977 - 1982 (2005), DOI:DOI: 10.1021/cg050272j.
  • K. Manoj, Kana M. Sureshan, Rajesh G. Gonnade, Mohan M. Bhadbhade And and Mysore S. Shashidhar, Short SO···CO Contacts Associate Diastereomers of 2,4(6)-Di-O-benzoyl-6(4)-O-[(1S)-10-camphorsulfonyl]-myo-inositol 1,3,5-Orthoformate in Their Inclusion Complexes, Crystal Growth & Design., 5, 833 - 836 (2005), DOI:DOI: 10.1021/cg049621k.
  • Rajesh G. Gonnade, Mohan M. Bhadbhade And Mysore S. Shashidhar and Aditya K. Sanki, Concomitant dimorphs of tri-O-[p-halobenzoyl]-myo-inositol 1,3,5-orthoformates with different halogen bonding contacts: first order crystal-to-crystal thermal phase transition of kinetic form to the thermodynamic form, Chemical Communications., , 5870 - 5872 (2005), DOI:https://doi.org/10.1039/B511754B.
  • Manash P. Sarmah, Rajesh G. Gonnade And Mysore S. Shashidhar and Mohan M. Bhadbhade , Benzoyl Transfer Reactivities of Racemic 2,4?Di?O?acyl?myo?inosityl 1,3,5?Orthoesters in the Solid State: Molecular Packing and Intermolecular Interactions Correlate with the Ease of the Reaction, Chemistry a European Journal., 11, 2103 - 2110 (2005), DOI:https://doi.org/10.1002/chem.200400851.
  • Rajesh G. Gonnade And Mohan M. Bhadbhade and Mysore S. Shashidhar, Capturing a metastable chiral polymorph of an achiral molecule—hexa-O-benzoyl-myo-inositol, Chemical Communications., , 2530 - 2531 (2004), DOI:https://doi.org/10.1039/B410051D.
  • Kana M. Sureshan, Rajesh G. Gonnade, Mysore S. Shashidhar And Vedavati G. Puranik and Mohan M. Bhadbhade, A highly selective host–guest system formed and stabilized due to concerted halogen?oxygen and C-H?O non-bonded interactions: X-ray structures of racemic 1,2,3,4,5-penta-O-benzoyl-6-O-tosyl myo-inositol–dihalomethane (CH2X2, X = Cl and Br) inclusion complexes, Chemical Communications., , 881 - 882 (2001), DOI:https://doi.org/10.1039/B101394G.

Research Interest

  • Materials Chemistry
  • Chemical Crystallography
  • Polymorphism and Solvatomorphism
  • Organic solid state reactions
  • Enantiomeric resolution by crystallization (preferential enrichment)
  • X-ray Charge Density Studies

Contact Details

Dr. Rajesh G. Gonnade

Senior Principal Scientist 
Office: 1724, (First Floor), 
Physical and Materials Chemistry Division (CMC Building)
CSIR-National Chemical Laboratory
Dr. Homi Bhabha Road
Pune 411008, India
Phone  +91 20 2590 2225