Crystal growth, characterization and Density functional theory computations of supramolecular N‐carbamothioyl acetamide

Abstract

Single crystals of N‐carbamothioylacetamide (NCTA) were grown by slow evaporation technique at constant temperature. The structure is elucidated by single crystal XRD analysis. The studies reveal that the molecule is associated with accommodating weak C–O···H, N–H···O, N–H···S, C–H···N, C···C and H···H stacking interactions which are responsible for the formation and strengthening of supramolecular assembly. Inter‐ and intramolecular hydrogen bonding interactions exhibit supramolecular architecture in the crystal packing. Two different types of architecture, i.e., a column like packing, and cluster network type of infrastructure are observed. Hirshfeld surfaces and Fingerprint plots were used to locate and analyze the percentage of hydrogen bonding interactions. The various functional groups present in the molecule are confirmed by FT‐IR analysis. Density functional theory computations of the vibrational spectrum, molecular geometry, HOMO‐LUMO energy gaps, NBO and hyperpolarizability (β) were successfully evaluated. Facts concerning with the size, shape, charge density distribution and site of chemical reactivity of the molecule have been obtained by mapping electron density with electrostatic potential (ESP).

Supramolecular architecture in 1:1 cocrystal of N-carbamothioylacetamide and N,N′-thiocarbonyldiacetamide from the attempted synthesis of 1,3-diacetyl-2-thioxoimidazolidine-4,5-dione (a thioparabanic acid derivative)

“…A search through the Cambridge Structural Database [ 28 , 29 ] gave only one match [ 30 ] and zero match when N -carbamothioylacetamide and N , N′ -thiocarbonyldiacetamide were used as the query words respectively. Both the co-crystal and the previously reported N -carbamothioylacetamide have the same space group of P -1 [ 30 ]. However, further literature search revealed that the crystal structure of the ring-substituted thiourea compounds are available [ 31 , 32 ].…”

“…However, further literature search revealed that the crystal structure of the ring-substituted thiourea compounds are available [ 31 , 32 ]. The structure reported in this reference (CDS refcode KECHIJ01 and deposition number 1009665) [ 30 ], was the only structure which shared very close identities with the titled co-crystal, asides from the others with ring structures and thiourea moieties, whose properties have been well documented [ 31 , 32 ]. It is worthy of note that the stabilization of the co-crystal was ensured by both intra- and inter-molecular –C=O···H interactions, just as were observed in previous similar studies [ 31 , 32 , 33 , 34 ].…”

“…A search through the Cambridge Structural Database [28,29] gave only one match [30] and zero match when N-carbamothioylacetamide and N,N 0 -thiocarbonyldiacetamide were used as the query words respectively. Both the co-crystal and the previously reported N-carbamothioylacetamide have the same space group of P-1 [30].…”

Highly Selective and Sensitive Dual Channel Schiff Base Chemosesnsors for the Detection of Al(III), Fe(III) & Cu(II)

“…Hirshfeld surface analysis technique is exploited for the calculation of intermolecular interactions. Hirshfeld surface of the receptors is portrayed in Figure 9 with respect to various properties such as di, de, dnorm, shape index and curvedness (Prasad and Meenakshisundaram, 2015a). dnorm surface highlighted two bright red spots indicating the presence of close contacts interms of hydrogen bonding, as well as O-H and H-O interactions (Prasad and Meenakshisundaram, 2015b).…”