4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl),4-(2,4-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl), and 4-(2,3,5-trichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl): conformational observations in the crystalline state

Citation
Ga. Caignan et Em. Holt, 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl),4-(2,4-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl), and 4-(2,3,5-trichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl): conformational observations in the crystalline state, J CHEM CRYS, 30(10), 2000, pp. 677-684
Citations number
19
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
ISSN journal
10741542 → ACNP
Volume
30
Issue
10
Year of publication
2000
Pages
677 - 684
Database
ISI
SICI code
1074-1542(200010)30:10<677:4>2.0.ZU;2-M
Abstract
Hydrogen bonding interactions displayed by three crystalline chloro-substit uted 4-phenyl-1,4-dihydropyridine molecules 4-(2,3-Dichlorophenyl)-2,6-dime thyl-1,4-dihydropyridine3,5-bis(methoxycarbonyl), 4-(2,4-dichlorophenyl)-2, 6-dimethyl-1,4-dihydropyridine-3,5-bis (methoxycarbonyl) and 4-(2,3,5-trich lorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis (methoxycarbonyl), sug gests that, in contrast to previous observation, sp orientation of the 3 or 5 substituted carbonyl group accomodates hydrogen bonding to the carbonyl oxygen atom when polar orthosubstituents exist on the phenyl ring.