Crystal structure of the inclusion complex 25-benzo-ylmeth-oxy-5,11,17,23-tetra-tert-butyl-26,27,28-trihy-droxy-2,8,14,20-tetra-thia-calix[4]arene-tetra-ethyl-ammonium chloride (1/1)

Mehmet Akkurt; Jerry P Jasinski; Shaaban K Mohamed; Omran A Omran; Mustafa R Albayati

doi:10.1107/S2056989015018617

Crystal structure of the inclusion complex 25-benzo-ylmeth-oxy-5,11,17,23-tetra-tert-butyl-26,27,28-trihy-droxy-2,8,14,20-tetra-thia-calix[4]arene-tetra-ethyl-ammonium chloride (1/1)

Acta Crystallogr E Crystallogr Commun. 2015 Oct 10;71(Pt 11):o830-1. doi: 10.1107/S2056989015018617. eCollection 2015 Nov 1.

Authors

Mehmet Akkurt¹, Jerry P Jasinski², Shaaban K Mohamed³, Omran A Omran⁴, Mustafa R Albayati⁵

Affiliations

¹ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
² Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA.
³ Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England ; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
⁴ Medical Laboratory Department, College of Science, Majmaah University, 11932, Saudi Arabia ; Chemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt.
⁵ Kirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq.

Abstract

The asymmetric unit of the title compound, C48H54O5S4·N(C2H5)4 (+)·Cl(-), contains two tetra-tert-butyl-[(benzo-yl)meth-oxy]-trihy-droxy-tetra-thia-calix[4]arene mol-ecules, two tetra-ethyl-ammonium cations and two chloride anions. The two calixarene molecules in the asymmetric unit each display a cone conformation. There are no significant differences between the two independent molecules. The guest species do not sit within the calixarene 'buckets'. In the crystal, extensive O-H⋯O, O-H⋯S and O-H⋯Cl hydrogen bonds and weak C-H⋯O, C-H⋯S and C-H⋯Cl inter-actions link the thia-calixarene mol-ecules, tetra-ethyl-ammonium cations and chloride anions, forming a three-dimensional network encompassing channels running parallel to the a-axis direction. The structure contains a solvent-accessible void of 76 (3) Å(3), but no solvent mol-ecule could reasonably be located. The crystal studied was an inversion twin with a 0.57 (8):0.43 (8) domain ratio.

Keywords: alkylation; co-crystal; crystal structure; hydrogen bonding; p-tert-butylthiacalix[4]arene; phase transfer catalysis; tetraethylammonium chloride.