Collect. Czech. Chem. Commun.
1985, 50, 1619-1628
https://doi.org/10.1135/cccc19851619
The crystal and electron structure of N-(2,2,2-trichloro-1-morpholino-ethyl) formamide
Viktor Vrábela, František Pavelčíkb, Eleonóra Kellöa, Stanislav Miertuša, Václav Konečnýc and Jan Lokaja
a Department of Analytical Chemistry, Slovak Institute of Technology, 812 37 Bratislava
b Department of Analytical Chemistry, Comenius University, 880 34 Bratislava
c Research Institute for Chemical Technology, 836 03 Bratislava
Abstract
The crystal structure was solved by direct methods and refined by the least squares method in a 9 x 9 block diagonal approximation using the anisotropic temperature parameters. The R-factor was decreased to a final value of 5.6% for 970 observed reflextions. The crystals are monoclinic with a space group of P21/c and lattice parameters of a = 1.1056(11), b = 0.8913(11), c = 1.2023(16) nm, β = 96.32°, and Z = 4. The crystal structure consists of discrete molecules between which hydrogen interactions of the N-H...O and C-H...O type were observed. The lengths of the N1-C3 (0.1432 nm) and C3-O1 (0.1203 nm) bonds and valence angles, C3-N1-C1 (119.9°), N1-C3-O1 (126.5°), indicate considerable delocalization of the π-electrons and participation of the lone electrone pair on N1 nitrogen in the conjugation in the N1-C3-O1 molecular fragment. The CNDO/2 quantum chemical method was used to calculate the electron structure. Calculation for partial optimization of the dihedral angles, φ and ω, indicated that the most stable form is obtained for the values φ = 0°, ψ = 120-150°, 240-270° and ω = 150-210°, 330-30°.
