{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,19]],"date-time":"2026-03-19T07:03:54Z","timestamp":1773903834915,"version":"3.50.1"},"reference-count":49,"publisher":"Springer Science and Business Media LLC","issue":"2","license":[{"start":{"date-parts":[[2010,2,26]],"date-time":"2010-02-26T00:00:00Z","timestamp":1267142400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/www.springer.com\/tdm"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J Therm Anal Calorim"],"published-print":{"date-parts":[[2010,5]]},"DOI":"10.1007\/s10973-009-0655-6","type":"journal-article","created":{"date-parts":[[2010,2,25]],"date-time":"2010-02-25T17:24:31Z","timestamp":1267118671000},"page":"519-526","source":"Crossref","is-referenced-by-count":10,"title":["Thermochemistry of chromone- and coumarin-3-carboxylic acid"],"prefix":"10.1007","volume":"100","author":[{"given":"M. Agostinha R.","family":"Matos","sequence":"first","affiliation":[]},{"given":"Clara C. S.","family":"Sousa","sequence":"additional","affiliation":[]},{"given":"Victor M. F.","family":"Morais","sequence":"additional","affiliation":[]}],"member":"297","published-online":{"date-parts":[[2010,2,26]]},"reference":[{"key":"655_CR1","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1139\/v84-023","volume":"62","author":"BB Adeleke","year":"1984","unstructured":"Adeleke BB, Weir D, Depew MC, Wan JKS. An esr and CIDEP study of the photoreduction of chromone and chromanone and their organometallic adducts. Can J Chem. 1984;62:117\u201320.","journal-title":"Can J Chem"},{"key":"655_CR2","doi-asserted-by":"crossref","first-page":"1888","DOI":"10.1016\/j.bmc.2007.01.008","volume":"15","author":"P Zhao","year":"2007","unstructured":"Zhao P, Li J, Yang G. Synthesis and insecticidal activity of chromanone and chromone analogues of diacylhydrazines. Bioorg Med Chem. 2007;15:1888\u201395.","journal-title":"Bioorg Med Chem"},{"key":"655_CR3","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1021\/np030438n","volume":"67","author":"F Cottiglia","year":"2004","unstructured":"Cottiglia F, Dhanapal B, Sticher O, Heilmann J. New chromanone acids with antibacterial activity from Calophyllum brasiliense. J Nat Prod. 2004;67:537\u201341.","journal-title":"J Nat Prod"},{"key":"655_CR4","unstructured":"Aldrich. Handbook of Fine Chemicals and Laboratory Equipment. Madrid, Spain; 2004\u20132005."},{"key":"655_CR5","doi-asserted-by":"crossref","first-page":"330","DOI":"10.1021\/ac60271a041","volume":"41","author":"C Plato","year":"1969","unstructured":"Plato C, Glasgow AR Jr. Differential scanning calorimetry as a general method for determining purity and heat of fusion of high-purity organic chemicals. Application to 95 compounds. Anal Chem. 1969;41:330\u20136.","journal-title":"Anal Chem"},{"key":"655_CR6","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/S0040-6031(99)00009-X","volume":"331","author":"R Sabbah","year":"1999","unstructured":"Sabbah R, Xu-wu A, Chickos JS, Leit\u00e3o MLP, Roux MV, Torres LA. Reference materials for calorimetry and differential thermal analysis. Thermochim Acta. 1999;331:93\u2013204.","journal-title":"Thermochim Acta"},{"key":"655_CR7","first-page":"163","volume":"26","author":"MAV Ribeiro da Silva","year":"1984","unstructured":"Ribeiro da Silva MAV, Ribeiro da Silva MDMC, Pilcher G. The construction, calibration and use of a new high-precision static bomb calorimeter. Rev Port Qu\u00edm. 1984;26:163\u201372.","journal-title":"Rev Port Qu\u00edm"},{"key":"655_CR8","doi-asserted-by":"crossref","first-page":"1149","DOI":"10.1016\/0021-9614(84)90187-3","volume":"16","author":"MAV Ribeiro da Silva","year":"1984","unstructured":"Ribeiro da Silva MAV, Ribeiro da Silva MDMC, Pilcher G. Enthalpies of combustion of 1,2-dihydroxybenzene and of six alkylsubstituted 1,2-dihydroxybenzenes. J Chem Thermodyn. 1984;16:1149\u201355.","journal-title":"J Chem Thermodyn"},{"key":"655_CR9","doi-asserted-by":"crossref","first-page":"175","DOI":"10.1007\/s10973-006-7509-2","volume":"89","author":"LMNBF Santos","year":"2007","unstructured":"Santos LMNBF, Silva MT, Schr\u00f6der B, Gomes L. Labtermo: methodologies for the calculation of the corrected temperature rise in isoperibol calorimetry. J Therm Anal Calorim. 2007;89:175\u201380.","journal-title":"J Therm Anal Calorim"},{"key":"655_CR10","unstructured":"Coops J, Jessup RS, Van Nes K. Experimental thermochemistry: calibration of calorimeters for reactions in a bomb at constant volume. In: Rossini FD, editor. Interscience: New York; 1956. vol. 1, Chap. 3."},{"key":"655_CR11","unstructured":"Wagman DD, Evans WH, Parker VB, Schumm RH, Halow I, Bailey SM, et al. The NBS tables of chemical thermodynamic properties. J Phys Chem Ref Data. 1982;11(Suppl 2)."},{"key":"655_CR12","doi-asserted-by":"crossref","first-page":"525","DOI":"10.6028\/jres.010.037","volume":"10","author":"EW Washburn","year":"1933","unstructured":"Washburn EW. Standard states for bomb calorimetry. J Res Nat Bur Stand (US). 1933;10:525\u201358.","journal-title":"J Res Nat Bur Stand (US)"},{"key":"655_CR13","unstructured":"Hubbard WN, Scott DW, Waddington G. Experimental thermochemistry. In: Rossini FD, editor. Interscience: New York; 1956. vol. 1, Chap. 5."},{"key":"655_CR14","doi-asserted-by":"crossref","first-page":"2051","DOI":"10.1351\/pac200678112051","volume":"78","author":"ME Wieser","year":"2006","unstructured":"Wieser ME. Atomic weights of the elements 2005 (IUPAC Technical Report). Pure Appl Chem. 2006;78:2051\u201366.","journal-title":"Pure Appl Chem"},{"key":"655_CR15","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1016\/S0022-328X(00)89468-1","volume":"97","author":"FA Adedeji","year":"1975","unstructured":"Adedeji FA, Brown DLS, Connor JA, Leung M, Paz-Andrade MI, Skinner HA. Thermochemistry of arene chromium tricarbonyls and the strengths of arene-chromium bonds. J Organomet Chem. 1975;97:221\u20138.","journal-title":"J Organomet Chem"},{"key":"655_CR16","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1063\/1.1475333","volume":"31","author":"JS Chickos","year":"2002","unstructured":"Chickos JS, Acree WE. Enthalpies of sublimation of organic and organometallic compounds. J Phys Chem Ref Data. 2002;31:537\u2013698.","journal-title":"J Phys Chem Ref Data"},{"key":"655_CR17","doi-asserted-by":"crossref","first-page":"5648","DOI":"10.1063\/1.464913","volume":"98","author":"D Becke","year":"1993","unstructured":"Becke D. Density\u2013functional thermochemistry. 3. The role of exact exchange. J Chem Phys. 1993;98:5648\u201352.","journal-title":"J Chem Phys"},{"key":"655_CR18","doi-asserted-by":"crossref","first-page":"785","DOI":"10.1103\/PhysRevB.37.785","volume":"37","author":"T Lee","year":"1998","unstructured":"Lee T, Yang WT, Parr RG. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B. 1998;37:785\u20139.","journal-title":"Phys Rev B"},{"key":"655_CR19","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1016\/0009-2614(72)80259-8","volume":"66","author":"PC Hariharan","year":"1972","unstructured":"Hariharan PC, Pople JA. The effects of d-functions on molecular orbital energies for hydrocarbons. Chem Phys Lett. 1972;66:217\u20139.","journal-title":"Chem Phys Lett"},{"key":"655_CR20","doi-asserted-by":"crossref","first-page":"3654","DOI":"10.1063\/1.444267","volume":"77","author":"MM Francl","year":"1982","unstructured":"Francl MM, Pietro WJ, Hehre WJ, Binkley JS, Gordon MS, DeFrees DJ, et al. Self-consistent molecular orbital methods. XXIII. A polarization type basis set for second-row elements. J Chem Phys. 1982;77:3654\u201365.","journal-title":"J Chem Phys"},{"key":"655_CR21","doi-asserted-by":"crossref","first-page":"16502","DOI":"10.1021\/jp960976r","volume":"100","author":"PA Scott","year":"1996","unstructured":"Scott PA, Radom L. Harmonic vibrational frequencies: an evaluation of Hartree-Fock, Moller-Plesset, quadratic configuration interaction, density functional theory and semiempiric scale factors. J Chem Phys. 1996;100:16502\u201313.","journal-title":"J Chem Phys"},{"key":"655_CR22","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1007\/BF00533485","volume":"28","author":"PC Hariharan","year":"1973","unstructured":"Hariharan PC, Pople JA. Influence of polarization functions on molecular-orbital hydrogenation energies. Theoret Chim Acta. 1973;28:213\u201322.","journal-title":"Theoret Chim Acta"},{"key":"655_CR23","doi-asserted-by":"crossref","first-page":"3265","DOI":"10.1063\/1.447079","volume":"80","author":"MJ Frisch","year":"1884","unstructured":"Frisch MJ, Pople JA, Binkley JS. Self-consistent molecular orbital methods 25. Supplementary functions for Gaussian basis sets. J Chem Phys. 1884;80:3265\u20139.","journal-title":"J Chem Phys"},{"key":"655_CR24","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1063\/1.456153","volume":"90","author":"TH Dunning Jr","year":"1989","unstructured":"Dunning TH Jr. Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen. J Chem Phys. 1989;90:1007\u201323.","journal-title":"J Chem Phys"},{"key":"655_CR25","doi-asserted-by":"crossref","first-page":"1358","DOI":"10.1063\/1.464303","volume":"98","author":"DE Woon","year":"1993","unstructured":"Woon DE, Dunning TH Jr. Gaussian basis sets for use in correlated molecular calculations. III. The atoms aluminum through argon. J Chem Phys. 1993;98:1358\u201371.","journal-title":"J Chem Phys"},{"key":"655_CR26","doi-asserted-by":"crossref","first-page":"2975","DOI":"10.1063\/1.466439","volume":"100","author":"DE Woon","year":"1994","unstructured":"Woon DE, Dunning TH Jr. Gaussian basis sets for use in correlated molecular calculations. IV. Calculation of static electrical response properties. J Chem Phys. 1994;100:2975\u201388.","journal-title":"J Chem Phys"},{"key":"655_CR27","doi-asserted-by":"crossref","first-page":"7667","DOI":"10.1063\/1.478678","volume":"110","author":"AK Wilson","year":"1999","unstructured":"Wilson AK, Woon DE, Peterson KA, Dunning TH Jr. Gaussian basis sets for use in correlated molecular calculations. IX. The atoms gallium through krypton. J Chem Phys. 1999;110:7667\u201376.","journal-title":"J Chem Phys"},{"key":"655_CR28","doi-asserted-by":"crossref","first-page":"3898","DOI":"10.1021\/jp0221993","volume":"107","author":"BJ Lynch","year":"2003","unstructured":"Lynch BJ, Truhlar DG. Robust and affordable multicoefficient methods for thermochemistry and thermochemical kinetics: the MCCM\/3 suite and SAC\/3. J Phys Chem A. 2003;107:3898\u2013906.","journal-title":"J Phys Chem A"},{"key":"655_CR29","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1039\/b416937a","volume":"7","author":"Y Zhao","year":"2005","unstructured":"Zhao Y, Lynch BJ, Truhlar DG. Multi-coefficient extrapolated density functional theory for thermochemistry and thermochemical kinetics. Phys Chem Chem Phys. 2005;7:43\u201352.","journal-title":"Phys Chem Chem Phys"},{"key":"655_CR30","doi-asserted-by":"crossref","first-page":"4703","DOI":"10.1063\/1.478385","volume":"110","author":"LA Curtiss","year":"1999","unstructured":"Curtiss LA, Redfern PC, Raghavachari K, Rassolov V, Pople JA. Gaussian-3 theory using reduced M\u00f8ller-Plesset order. J Chem Phys. 1999;110:4703\u20139.","journal-title":"J Chem Phys"},{"key":"655_CR31","doi-asserted-by":"crossref","first-page":"899","DOI":"10.1021\/cr00088a005","volume":"88","author":"E Reed","year":"1988","unstructured":"Reed E, Curtiss LA, Weinhold F. Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint. Chem Rev. 1988;88:899\u2013926.","journal-title":"Chem Rev"},{"key":"655_CR32","doi-asserted-by":"crossref","first-page":"7211","DOI":"10.1021\/ja00544a007","volume":"102","author":"JP Foster","year":"1980","unstructured":"Foster JP, Weinhold F. Natural hybrid orbitals. J Am Chem Soc. 1980;102:7211\u20138.","journal-title":"J Am Chem Soc"},{"key":"655_CR33","doi-asserted-by":"crossref","first-page":"4066","DOI":"10.1063\/1.445134","volume":"78","author":"E Reed","year":"1983","unstructured":"Reed E, Weinhold F. Natural bond orbital analysis of near-Hartree\u2013Fock water dimer. J Chem Phys. 1983;78:4066\u201373.","journal-title":"J Chem Phys"},{"key":"655_CR34","unstructured":"GAMESS-UK is a package of ab initio programs written by Guest MF, van Lenthe JH, Kendrick J, Schoffel K, and Sherwood P, with contributions from Amos RD, Buenker RJ, van Dam HJJ, Dupuis M, Handy NC, Hillier IH, Knowles PJ, Bonacic-Koutecky V, von Niessen W, Harrison RJ, Rendell AP, Saunders VR, Stone AJ and de Vries AH. The package is derived from the originQMA_SOFT_VMMORAIS\/dec_al GAMESS code due to Dupuis M, Spangler D and Wendoloski J, NRCC Software Catalog, vol. 1, Program No. QG01 (GAMESS); 1980."},{"key":"655_CR35","unstructured":"The DFT module within GAMESS-UK was developed by Dr. P. Young under the auspices of EPSRC\u2019s Collaborative Computational Project No. 1 (CCP1) (1995\u20131997)."},{"key":"655_CR36","volume-title":"MLGAUSS-version 2.0","author":"Y Zhao","year":"2004","unstructured":"Zhao Y, Truhlar DG. MLGAUSS-version 2.0. Minneapolis: University of Minnesota; 2004."},{"key":"655_CR37","unstructured":"Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, et al. Gaussian 03, Revision C.02. Wallingford, CT: Gaussian, Inc.; 2004."},{"key":"655_CR38","doi-asserted-by":"crossref","first-page":"6317","DOI":"10.1021\/ja960582d","volume":"118","author":"PvR Schleyer","year":"1996","unstructured":"Schleyer PvR, Maerker C, Dransfeld A, Jiao H, Hommes NJRvE. Nucleus-independent chemical shifts: a simple and efficient aromaticity probe. J Am Chem Soc. 1996;118:6317\u20138.","journal-title":"J Am Chem Soc"},{"key":"655_CR39","volume-title":"NBO 5.0","author":"ED Glendening","year":"2001","unstructured":"Glendening ED, Badenhoop JK, Reed AE, Carpenter JE, Bohmann JA, Morales CM, et al. NBO 5.0. Madison: Theoretical chemistry Institute, University of Wisconsin; 2001."},{"key":"655_CR40","unstructured":"Rossini FD. Experimental thermochemistry: assignment of uncertainties to thermochemical data. In: Rossini FD, editor. Interscience: New York; 1956. vol. 1, Chap. 14."},{"key":"655_CR41","doi-asserted-by":"crossref","first-page":"903","DOI":"10.1016\/0021-9614(78)90050-2","volume":"10","author":"CODATA","year":"1978","unstructured":"CODATA. Recommended key values for thermodynamics, 1977. Report of the CODATA task group on key values for thermodynamics. J Chem Thermodyn. 1978;10:903\u20136.","journal-title":"J Chem Thermodyn"},{"key":"655_CR42","volume-title":"Thermochemical data and structures of organic compounds","author":"JB Pedley","year":"1994","unstructured":"Pedley JB. Thermochemical data and structures of organic compounds, vol. 1. College Station, Texas: TRC Data Series; 1994."},{"key":"655_CR43","doi-asserted-by":"crossref","first-page":"4917","DOI":"10.1021\/ja00013a030","volume":"113","author":"V Bertolasi","year":"1991","unstructured":"Bertolasi V, Gilli P, Ferretti V, Gilli G. Evidence for resonance-assisted hydrogen bonding. 2. Intercorrelation between crystal structure and spectroscopic parameters in eight intramolecularly hydrogen bonded 1,3-diaryl-1,3-propanedione enols. J Am Chem Soc. 1991;113:4917\u201325.","journal-title":"J Am Chem Soc"},{"key":"655_CR44","doi-asserted-by":"crossref","first-page":"285","DOI":"10.1016\/S0166-1280(02)00608-5","volume":"621","author":"S Wojtulewski","year":"2003","unstructured":"Wojtulewski S, Grabowski S. DFT and AIM studies on two-ring resonance assisted hydrogen bonds. J Mol Struct (THEOCHEM). 2003;621:285\u201391.","journal-title":"J Mol Struct (THEOCHEM)"},{"key":"655_CR45","doi-asserted-by":"crossref","first-page":"1184","DOI":"10.1021\/je049586l","volume":"50","author":"MAR Matos","year":"2005","unstructured":"Matos MAR, Morais VMF, Ribeiro da Silva MDMC, Marques MCF, Sousa EA, Cast\u00f1eiras JP, et al. Thermochemical and theoretical studies of dimethylpyridine-2,6-dicarboxylate and pyridine-2,3-, pyridine-2,5-, and pyridine-2,6-dicarboxylic acids. J Chem Eng Data. 2005;50:1184\u201391.","journal-title":"J Chem Eng Data"},{"key":"655_CR46","doi-asserted-by":"crossref","first-page":"11216","DOI":"10.1021\/jp9026942","volume":"113","author":"MAR Matos","year":"2009","unstructured":"Matos MAR, Sousa CCS, Morais VMF, Liebman JF. Energetics of coumarin and chromone. J Phys Chem B. 2009;113:11216\u201321.","journal-title":"J Phys Chem B"},{"key":"655_CR47","doi-asserted-by":"crossref","first-page":"308","DOI":"10.1016\/j.jct.2008.08.012","volume":"41","author":"MAR Matos","year":"2009","unstructured":"Matos MAR, Sousa CCS, Morais VMF. Experimental and computational thermochemistry of the isomers: chromanone, 3-isochromanone, and dihydrocoumarin. J Chem Thermodyn. 2009;41:308\u201314.","journal-title":"J Chem Thermodyn"},{"key":"655_CR48","doi-asserted-by":"crossref","first-page":"1485","DOI":"10.1016\/j.jct.2008.06.003","volume":"40","author":"MAR Matos","year":"2008","unstructured":"Matos MAR, Sousa CCS, Morais VMF. Experimental and computational thermochemistry of 1,4-benzodioxan and its 2-R derivatives. J Chem Thermodyn. 2008;40:1485\u20139.","journal-title":"J Chem Thermodyn"},{"key":"655_CR49","doi-asserted-by":"crossref","first-page":"7961","DOI":"10.1021\/jp803579y","volume":"112","author":"MAR Matos","year":"2008","unstructured":"Matos MAR, Sousa CCS, Morais VMF. Experimental and computational thermochemistry of 1,4-benzodioxan and its 6-R derivatives. J Phys Chem A. 2008;112:7961\u20138.","journal-title":"J Phys Chem A"}],"container-title":["Journal of Thermal Analysis and Calorimetry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1007\/s10973-009-0655-6.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/article\/10.1007\/s10973-009-0655-6\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1007\/s10973-009-0655-6","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2019,6,1]],"date-time":"2019-06-01T01:04:01Z","timestamp":1559351041000},"score":1,"resource":{"primary":{"URL":"http:\/\/link.springer.com\/10.1007\/s10973-009-0655-6"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2010,2,26]]},"references-count":49,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2010,5]]}},"alternative-id":["655"],"URL":"https:\/\/doi.org\/10.1007\/s10973-009-0655-6","relation":{},"ISSN":["1388-6150","1572-8943"],"issn-type":[{"value":"1388-6150","type":"print"},{"value":"1572-8943","type":"electronic"}],"subject":[],"published":{"date-parts":[[2010,2,26]]}}}