Crystal Growth and Design p. 1821 - 1834 (2011)
Update date:2022-08-04
Topics:
Kennedy, Alan R.
Morrison, Catriona A.
Briggs, Naomi E. B.
Arbuckle, William
A data set of systematically related solid-state structures of pharmaceutical relevance has been created and used to investigate structural impact on physical properties in 20 pairs of enantiopure and racemic methylephedrinium salts. The structures are described and compared through graph-set analysis and the crystal packing similarity features of Mercury CSD 2.3. The commonest graph-set motif, C22 (9), was found to be present in 22 of the 37 independent structures and was flexible enough to include both carboxylate and sulfonate functionalities. An equivalent C 12 (7) motif was present in all six halide structures investigated. Analysis of molecular structure found three common methylephedrinium cation conformations, while analysis of cation packing found six isostructural groups, each containing at least two salt structures and based on one of three common cation packing motifs. Melting points and crystallographically obtained densities were examined in detail for the 13 enantiopure and racemic structural pairs found to be chemically identical to each other. While average densities conform to Wallach's rule, 6 of the 13 individual pairings do not. This does not support the structural justification normally given for Wallach's rule. One of the three observed common cation packing motifs is highly associated with failure of Wallach's rule, as are significant differences in hydrogen bonding between the enantiopure and racemic structures.
View MoreSuzhou Credit International Trading Co., Ltd
Contact:+86-512-65398039
Address:Qingdeng, Hightech. District, Suzhou
Shangyu Sanhechemicals Co.,LTD.
Contact:86-0571-56696839
Address:Num.2952,Nanhuan Road,Binjiang District,Hangzhou,China
Longhui qunfeng Chemical Co., Ltd
Contact:86-731-82173407
Address:South-east Industrial Park, Longhui County, Hunan Province, China
Shandong LuZhou Amino Acid Co., Ltd
Contact:86-539-2218025
Address:yishui economic and technical development zone zhenxing south road
website:http://www.enbridgepharm.com
Contact:+86-510-83591909
Address:Huishan Zone, Wuxi City, Jiangsu Province, P.R.China
Doi:10.1016/j.crci.2010.05.016
(2011)Doi:10.1016/S0040-4039(01)93355-6
(1989)Doi:10.1021/ol200405w
(2011)Doi:10.1055/s-0030-1259061
(2010)Doi:10.1039/cc9960002595
(1996)Doi:10.1055/s-0030-1258274
(2010)