{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T10:57:28Z","timestamp":1785495448303,"version":"3.56.0"},"reference-count":39,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T00:00:00Z","timestamp":1785456000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T00:00:00Z","timestamp":1785456000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Magnetic Reson in Chemistry"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Heterocyclic building blocks incorporating quinoline and morpholine units are central to the synthesis of a wide range of biologically active molecules, where conformational preferences and solid\u2010state organization can directly influence the reactivity and functional performance. In this study, the molecular structure of 2\u2010(morpholin\u20104\u2010yl)quinoline\u20103\u2010carbaldehyde (abbreviated as MQ3CA), a key intermediate for quinoline\u2010, morpholine\u2010, and piperazine\u2010based drug scaffolds, is examined using a synergistic combination of solution and solid\u2010state NMR spectroscopy, complemented by single\u2010crystal X\u2010ray diffraction (SC\u2010XRD) and density functional theory (DFT) calculations. Complete resonance assignments, including chemical shifts, scalar coupling constants, and through\u2010bond and through\u2010space correlations, were achieved using 2D J\u2010resolved, COSY, NOESY, HSQC, and HMBC experiments, enabling an unambiguous description of molecular connectivity and conformation in solution. Solid\u2010state\n                    <jats:sup>13<\/jats:sup>\n                    C CPMAS\u2010TOSS and two\u2010dimensional\n                    <jats:sup>1<\/jats:sup>\n                    H\u2013\n                    <jats:sup>13<\/jats:sup>\n                    C HETCOR NMR measurements provided atomic\u2010level insight into the solid\u2010state organization of MQ3CA. The observed differences between the solid\u2010 and solution\u2010state\n                    <jats:sup>13<\/jats:sup>\n                    C chemical shifts indicate the influence of crystal packing and weak intermolecular interactions, consistent with the crystallographic analysis. PXRD analysis further confirmed the absence of polymorphic phases in the investigated sample. The SC\u2010XRD information supports that the morpholine ring adopts a chair conformation with the quinoline ring positioned in the equatorial plane, whereas C\u2013H\u00b7\u00b7\u00b7O hydrogen bonds and \u03c0\u00b7\u00b7\u00b7\u03c0 interactions dominate the crystal packing. DFT\u2010derived electronic descriptors further support the experimentally observed structural stability. This work demonstrates the effectiveness of integrated magnetic resonance approaches for resolving structure\u2013packing relationships in pharmaceutically relevant intermediates.\n                  <\/jats:p>","DOI":"10.1002\/mrc.70136","type":"journal-article","created":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T09:58:47Z","timestamp":1785491927000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["A Synergistic Approach to the Structural Characterization of 2\u2010(Morpholin\u20104\u2010yl)quinoline\u20103\u2010carbaldehyde by Solution and Solid\u2010State NMR Spectroscopy, Supported by Single\u2010Crystal X\u2010Ray Diffraction and DFT Calculations"],"prefix":"10.1002","author":[{"family":"Srinivasa","sequence":"first","affiliation":[{"name":"Department of Studies and Research in Chemistry, University College of Science Tumkur University  Tumkur Karnataka India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nivedita R.","family":"Desai","sequence":"additional","affiliation":[{"name":"Department of Studies and Research in Chemistry, University College of Science Tumkur University  Tumkur Karnataka India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"P. A.","family":"Suchetan","sequence":"additional","affiliation":[{"name":"Department of Studies and Research in Chemistry, University College of Science Tumkur University  Tumkur Karnataka India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Swamy","family":"Sreenivasa","sequence":"additional","affiliation":[{"name":"Department of Studies and Research in Chemistry, University College of Science Tumkur University  Tumkur Karnataka India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tadimety Madhu Chakrapani","family":"Rao","sequence":"additional","affiliation":[{"name":"Tadimety Aromatics Pvt. Ltd.  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Aruna","family":"Kumar","sequence":"additional","affiliation":[{"name":"Department of Studies and Research in Chemistry, University College of Science Tumkur University  Tumkur Karnataka India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,7,31]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1080\/00397911.2017.1329440"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.13040\/IJPSR.0975\u20108232.11(10).4739\u201048"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2018.11.027"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/chin.199316208"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c00369"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.8b01187"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3RA07495A"},{"key":"e_1_2_9_9_1","first-page":"136","article-title":"Synthesis of Condensed Pyrimidines and Their Evaluation for Anti\u2010Inflammatory and Analgesic Activities","volume":"47","author":"Sondhi S. 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