title: Structure-energy relationship in barbituric acid: a calorimetric, computational, and crystallographic study.
abstract: This paper reports the value of the standard (p(o) = 0.1 MPa) molar enthalpy of formation in the gas phase at T = 298.15 K for barbituric acid. The enthalpies of combustion and sublimation were measured by static bomb combustion calorimetry and transference (transpiration) method in a saturated N2 stream and a gas-phase enthalpy of formation value of -(534.3 +/- 1.7) kJ x mol(-1) was determined at T = 298.15 K. G3-calculated enthalpies of formation are in very good agreement with the experimental value. The behavior of the sample as a function of the temperature was studied by differential scanning calorimetry, and a new polymorph of barbituric acid at high temperature was found. In the solid state, two anhydrous forms are known displaying two out of the six hydrogen-bonding patterns observed in the alkyl/alkenyl derivatives retrieved from the Cambridge Crystallographic Database. The stability of these motifs has been analyzed by theoretical calculations. X-ray powder diffraction technique was used to establish to which polymorphic form corresponds to the commercial sample used in this study and to characterize the new form at high temperature.
authors.affiliation: Instituto de Quimica Fisica Rocasolano, CSIC, Serrano 119, 28006 Madrid, Spain. victoriaroux@iqfr.csic.es
authors.forename: María Victoria
authors.initials: MV
authors.lastname: Roux
authors.forename: Manuel
authors.initials: M
authors.lastname: Temprado
authors.forename: Rafael
authors.initials: R
authors.lastname: Notario
authors.forename: Concepción
authors.initials: C
authors.lastname: Foces-Foces
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Emel'yanenko
authors.forename: Sergey P
authors.initials: SP
authors.lastname: Verevkin