Structure of α,ω-bis-(pentane-2,4-dione-3-ylmethylsulfanyl)alkanes and even/odd crystallization effects

• Published in: Journal of crystal growth 2015-09, Vol.426, p.214-220
• Main Authors: Khalilov, Leonard M., Tulyabaev, Arthur R., Mescheryakova, Ekaterina S., Akhmadiev, Nail S., Timirov, Yulai I., Skaldin, Oleg A., Akhmetova, Vnira R.
• Format: Article
• Language: English
• Subjects: A1. Aggregation state; A1. Crystallization mechanism; A1. X-ray diffraction; Aliphatic compounds; B1. Hypervalent hydrogen atom; B1. Pentane-2,4-dione; C1. Polarized optical technique; Chains; Crystal growth; Crystal structure; Crystallization; Elongation; Hydrogen bonds; Sulfur
• ISSN: 0022-0248; 1873-5002
• DOI: 10.1016/j.jcrysgro.2015.06.008

The relationships between structural features and crystallization of the С1–С6 α,ω-bis-(pentane-2,4-dione-3-ylmethylsulfanyl)alkanes are considered. It was shown that the conjugated enol bis-pentadiones which form pseudo six-membered rings and stabilized by intramolecular hydrogen bonds favor the crystallization. Using a polarized optical technique, it has been found that crystallization rate of the melts of crystalline compounds decreases with elongation of the aliphatic chain between sulfur atoms. It is assumed that one of the main factors that contributes to probability to form single crystals is a small twist angle between two pseudo six-membered rings. •Even–odd crystallization effects were observed for some alkane derivatives.•The alkane derivatives with even number of carbon atoms formed proper crystals.•The alkanes with odd number of carbons between sulfur atoms were still liquid.•Polarized optical analysis revealed various temperature and rates of crystallization.