Solid state synthesis, crystal growth, atomic packing and physicochemical studies of (E)-2-cyano-3-(3-hydroxyphenyl)acrylamide

• Published in: Journal of crystal growth Vol. 364; pp. 1 - 6
• Main Authors: Gupta, V.K., Rai, R.N., Inbanathan, S.S.R., Fleck, M.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01.02.2013; Elsevier
• Subjects: A1. Crystal structure; A1. Eutectics; A1. Solid state reactions; A1. X-Ray diffraction; A2. Growth from solution; B1. Organic compounds; Condensed matter: structure, mechanical and thermal properties; Cooling; Cross-disciplinary physics: materials science; rheology; Crystal growth; Entropy; Eutectics; Exact sciences and technology; Growth from solutions; Materials science; Methods of crystal growth; physics of crystal growth; Phase diagrams; Phase diagrams and microstructures developed by solidification and solid-solid phase transformations; Phase diagrams of metals and alloys; Physics; Single crystals; Solid state; Thermal expansion; thermomechanical effects and density; Thermal properties; Thermal properties of condensed matter; Thermal properties of crystalline solids; Thermodynamic properties; A1. Eutectics; A2. Growth from solution; A1. Solid state reactions; A1. X-Ray diffraction; B1. Organic compounds; A1. Crystal structure; Crystal growth; Phase diagrams; Space groups; Entropy; XRD; Heat of fusion; Acrylamide; Eutectics; Slow cooling; X-ray diffraction analysis; Growth from solution; Organic compounds; Crystal structure; Differential scanning calorimetry; Symmetry property; Interface energy; Stacking sequence; Thermodynamic function; Benzaldehyde; Monoclinic lattices; Thermal properties; Monocrystals; Solid state reaction; Dimers; Thermodynamic properties; Transparent material; Physicochemical properties
• ISSN: 0022-0248; 1873-5002
• DOI: 10.1016/j.jcrysgro.2012.12.012

The organic crystalline species (E)-2-cyano-3-(3-hydroxyphenyl)acrylamide has been synthesized by solid state reaction between 3-hydroxy benzaldehyde (HB) and 2-cyanoacetamide (CA). The molar ratio of HB and CA forming this new organic entity was found to be 1:1, established with the help of phase diagram study and single crystal XRD analysis. The phase diagram established between HB and CA shows the formation of a new compound surrounded by two eutectics on either side of the compound. Thermal properties such as heat of fusion, entropy of fusion, interfacial energy, and excess thermodynamic functions of the title compound and both eutectics are studied and reported, in addition to a DSC study to analyze the thermal behavior. A large and transparent single crystal with dimensions of 19×7×2mm3 of this newly synthesized compound was grown from the saturated solution of a mixed solvent, employing the slow cooling technique. The single crystal X-ray diffraction analysis showed that the compound crystallizes in the monoclinic system (space group P21/n) with a=9.031(2)Å, b=5.178(2)Å, c=18.330(4)Å, and β=90.86(3)° and comprises dimers of symmetry-related molecules, connected to each other via strong OH···O bonds. ► A complex of 3-hydroxybenzaldehyde and 2-cyanoacetamide was synthesized. ► The crystal was synthesized by solid state reaction. ► We discuss solubility in different solvents, thermal properties, and phase diagram. ► A large crystal was grown from a solution of mixed solvents in optimized composition. ► The crystal and molecular structure was determined by single crystal XRD.