Conformational dimorphism of 2,2'-methyl-enebis(isoindoline-1,3-dione)

Tze Shyang Chia; Huey Chong Kwong; Ai Jia Sim; Weng Zhun Ng; Qin Ai Wong; C S Chidan Kumar; Ching Kheng Quah; Md Azharul Arafath

doi:10.1107/S2056989018017425

Conformational dimorphism of 2,2'-methyl-enebis(isoindoline-1,3-dione)

Acta Crystallogr E Crystallogr Commun. 2019 Jan 1;75(Pt 1):49-52. doi: 10.1107/S2056989018017425.

Authors

Tze Shyang Chia¹, Huey Chong Kwong², Ai Jia Sim¹, Weng Zhun Ng¹, Qin Ai Wong¹, C S Chidan Kumar³, Ching Kheng Quah¹, Md Azharul Arafath⁴

Affiliations

¹ X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
² School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
³ Department of Engineering Chemistry, Vidya Vikas Institute of Engineering and Technology, Visvesvaraya Technological University, Alanahalli, Mysuru 570 028, India.
⁴ Department of Chemistry, Shahjalal University of Science and Technology, Sylhet, 3114, Bangladesh.

Abstract

In this study, a new monoclinic polymorph (space group C2/c) of 2,2'-methyl-enebis(isoindoline-1,3-dione), C₁₇H₁₀N₂O₄, is reported and compared to the previously reported triclinic polymorph (space group P ). Similarly, both polymorphs consist of a unique mol-ecule in the asymmetric unit (Z' = 1). The mol-ecular conformations of the two polymorphs are very similar, as shown by the r.m.s. deviation of 0.368 Å (excluding all H atoms). The inter-molecular inter-actions of both polymorphs are described along with the Hirshfeld surface analysis, and the lattice energies are calculated.

Keywords: Hirshfeld surface analysis; PIXEL; crystal structure; isoindoline-1,3-dione; polymorphism.

Grants and funding

This work was funded by Ministry of Higher Education, Malaysia grants 1001/PFIZIK/8011080 and MyBrain15.