Related Experiment Video
Updated: Aug 8, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Synthesis, crystal structure and Hirshfeld surface analysis of
Sharatha Kumar1, Tuncer Hökelek2
1Department of Chemistry Yenepoya Institute of Arts Science Commerce and Management Mangaluru Yenepoya University (Deemed to be University) 575013 Karnataka India.
None:
The title compound, C13H14Cl2N2S, consists of di-chloro-phenyl and di-hydro-pyrimidine-thione rings, where the pyrimidine ring is in a flattened-boat conformation. In the crystal, N-H⋯S hydrogen bonds link the mol-ecules, enclosing R 2 2(8) ring motifs, into centrosymmetric dimers. Neither π-π stacking nor C-H⋯π(ring) inter-actions are observed. Hirshfeld surface analysis revealed that the most important contributions for crystal packing are from H⋯H (40.8%), H⋯Cl/Cl⋯H (28.7%) and H⋯S/S⋯H (15.5%) inter-actions. The volume of the crystal voids and the percentage of free space were calculated to be 135.01 Å3 and 17.99%, showing the crystal packing is not compact. Computational methods indicated an N-H⋯S hydrogen-bonding energy of -58.2 kJ mol-1. Evaluations of the electrostatic, dispersion and total energy frameworks indicate that the crystal cohesion is dominated by electrostatic energy contributions.
More Related Videos
Related Concept Videos
Five-Membered Heterocyclic Aromatic Compounds: Overview
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Basicity of Heterocyclic Aromatic Amines
Preparation and Reactions of Sulfides
Polymer Classification: Crystallinity
Crystalline domains are the regions where polymer chains are aligned in an orderly manner and held together in proximity by intermolecular forces. For example, chains in the crystalline domains of polyethylene and nylon are bound together by van der Waals...

