Crystal structure of 4-meth-oxy- N-(piperidine-1-carbono-thio-yl)benzamide

Khairi Suhud; Siti Aishah Hasbullah; Musa Ahmad; Lee Yook Heng; Mohammad B Kassim

doi:10.1107/S2056989017013317

Crystal structure of 4-meth-oxy- N-(piperidine-1-carbono-thio-yl)benzamide

Acta Crystallogr E Crystallogr Commun. 2017 Sep 25;73(Pt 10):1530-1533. doi: 10.1107/S2056989017013317. eCollection 2017 Oct 1.

Authors

Khairi Suhud^{1

2}, Siti Aishah Hasbullah¹, Musa Ahmad³, Lee Yook Heng¹, Mohammad B Kassim^{1

4}

Affiliations

¹ School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 Selangor, Malaysia.
² Department of Chemistry, Mathematic & Natural Science Faculty, Universitas Syiah Kuala, Banda Aceh, 23111, Indonesia.
³ Chemical Technology Program, Faculty of Science Technology, Universiti Sains Islam Malaysia, Bandar Baru Nilai, 71800 Nilai, Negeri Sembilan.
⁴ Fuel Cell Institute, Universiti Kebangsaan Malaysia, 43600 Selangor, Malaysia.

Abstract

In the title compound, C₁₄H₁₈N₂O₂S, the piperidine ring has a chair conformation. Its mean plane is twisted with respect to the 4-meth-oxy-benzoyl ring, with a dihedral angle of 63.0 (3)°. The central N-C(=S)-N(H)-C(=O) bridge is twisted with an N-C-N-C torsion angle of 74.8 (6)°. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming chains along the c-axis direction. Adjacent chains are linked by C-H⋯π inter-actions, forming layers parallel to the ac plane. The layers are linked by offset π-π inter-actions [inter-centroid distance = 3.927 (3) Å], forming a supra-molecular three-dimensional structure.

Keywords: C—H⋯π interactions; anti-cancer; benzamide; benzoylthiourea; crystal structure; hydrogen bonding; offset π–π interactions; piperidine; pyrrolidine.

Grants and funding

This work was funded by Universiti Kebangsaan Malaysia grants DIP-2012–11, DLP-2013–001, DPP-2013–043, and DPP-2014–048. Ministry of Higher Education, Malaysia grant FRGS/1/2014/ST01/UKM/02/2.