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Here, we report a solvo\u2010mechanical bending\u2010induced single\u2010crystal\u2010to\u2010single\u2010crystal (SCSC) transformation in an indomethacin (IND) polymorph that integrates two\u2010dimensional (2D) elastic flexibility with polymorphic switching. The 2D elastically bendable methanol solvate crystal of indomethacin (INDM) undergoes a desolvation\u2010driven transformation into the IND\u2010\u03b4 polymorph upon heating (\u223c84\u00b0C), while retaining both crystallinity and 2D elasticity. In addition, IND\u2010\u03b4 exhibits mechanical flexibility not only at room temperature but also under cryogenic and elevated thermal conditions. In situ time\u2010resolved atomic force microscopy (AFM) captures the spontaneous transformation of INDM to IND\u2010\u03b4 at room temperature over 10 days, revealing solvent\u2010directed surface pore formation. Upon further heating, IND\u2010\u03b4 undergoes a SCSC phase transition into the mechanically brittle IND\u2010\u03b3 form, establishing a rare flexible\u2010to\u2010flexible\u2010to\u2010brittle polymorphic pathway. Mechanical strain analysis and energy framework calculations highlight the role of interlocked hydrogen bonding,\n                    <jats:italic>\u03c0\u2013\u03c0<\/jats:italic>\n                    stacking, and halogen interactions in enabling directional elasticity. Comparative studies with IND\u2010\u03b1 reveal contrasting 1D elastic behavior. Contrary to earlier reports of IND\u2010\u03b4 and IND\u2010\u03b1 as plastic and brittle, respectively, this work demonstrates their elasticity and dynamic mechanical characteristics, offering new directions for designing adaptive crystalline materials.\n                  <\/jats:p>","DOI":"10.1002\/smll.202513510","type":"journal-article","created":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T09:51:38Z","timestamp":1773049898000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Solvo\u2010Mechanical Flexing in Cryogenically 2D Flexible Single\u2010Crystal\u2010to\u2010Single\u2010Crystal Polymorphic Switch"],"prefix":"10.1002","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9392-0708","authenticated-orcid":false,"given":"Aritra","family":"Bhowmik","sequence":"first","affiliation":[{"name":"Physical and Materials Chemistry Division CSIR\u2010National Chemical Laboratory Pune India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-5325-0970","authenticated-orcid":false,"given":"Jagruti","family":"Kurkure","sequence":"additional","affiliation":[{"name":"Central Analytical Facility (CAF) CSIR\u2010National Chemical Laboratory Pune India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8193-3499","authenticated-orcid":false,"given":"Manish Kumar","family":"Mishra","sequence":"additional","affiliation":[{"name":"Physical and Materials Chemistry Division CSIR\u2010National Chemical Laboratory Pune India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 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