Multi-component Hydrogen-bonding Organic Salts Formed from 1-Methylpiperazine with Aromatic Carboxylic Acids: Synthons Cooperation and Crystal Structures

doi:10.1007/s40242-015-4304-2

Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (1): 9-15.doi: 10.1007/s40242-015-4304-2

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Multi-component Hydrogen-bonding Organic Salts Formed from 1-Methylpiperazine with Aromatic Carboxylic Acids: Synthons Cooperation and Crystal Structures

YANG Yu¹, XU Wenyan¹, HU Yanjing¹, WANG Lei¹, HUANG Keke²

1. Key Laboratory of Eco-chemical Engineering, Ministry of Education, Laboratory of Inorganic Synthesis and Applied Chemistry, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, P. R. China;
2. State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun 130012, P. R. China

Received:2014-08-11 Revised:2014-09-12 Online:2015-02-01 Published:2014-09-22
Contact: WANG Lei, E-mail:inorchem@126.com E-mail:inorchem@126.com
Supported by:
Supported by the National Natural Science Foundation of China(Nos.51372125, 21203106), the Fund of the State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, China(No.2013-34), and the Scientific and Technical Development Project of Qingdao City, China(No.13-1-4-184-jch).

Abstract

Abstract:

1-Methylpiperazine was employed to crystallize with 2,4-dihydroxybenzoic acid and 1,8-naphthalene acid, affording two multi-component hydrogen-bonding salts [(C₅H₁₄N₂)²⁺·(C₇H₅O₄)_2-·H₂O](1) and [(C₅H₁₄N₂)²⁺(C₁₂H₆O₄)²ˉ·2H₂O](2). These two forms of salts are both monoclinic systems with space group P2₁/c(14). The lattice parameters of salts 1 and 2 are a=1.32666(10) nm, b=0.90527(7) nm, c=1.67107(13) nm, β=103.125(1)° and a=1.4950(2) nm, b=0.75242(15) nm, c=1.6563(3) nm, β=92.834(2)°, respectively. Expected classical hydrogen bonds N―H…O and O―H…O appear in the chargetransfer salts, and asymmetric units of these two forms both contain water molecules which play a significant role in building novel supramolecular architectures. Robust hydrogen-bond interactions between 1-methylpiperazine and aromatic acid provide sufficient driving force to direct the two crystals to three-dimensional structures. Weak interactions C―H…O emerging in salts 1 and 2 further enhance their crystal structures. As a consequence, hydrogen-bonding interactions in these compounds afford diverse 3D net supramolecular architectures. Thermal stability of these compounds was investigated by thermogravimetric analysis(TGA).

Key words: Structure characterization, Hydrogen bond, Synthon, Organic salt

YANG Yu, XU Wenyan, HU Yanjing, WANG Lei, HUANG Keke. Multi-component Hydrogen-bonding Organic Salts Formed from 1-Methylpiperazine with Aromatic Carboxylic Acids: Synthons Cooperation and Crystal Structures[J]. Chemical Research in Chinese Universities, 2015, 31(1): 9-15.

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Multi-component Hydrogen-bonding Organic Salts Formed from 1-Methylpiperazine with Aromatic Carboxylic Acids: Synthons Cooperation and Crystal Structures

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