135289-72-4Relevant academic research and scientific papers
CRYSTAL AND MOLECULAR STRUCTURE OF TWO N-CHALCOGENOPHOSPHORYL CHALCOGENOUREAS
Richter, Rainer,Sieler, Joachim,Borrmann, Horst,Simon, Arndt,Chau, Nguyen Thi Thu,Herrmann, Eckhard
, p. 107 - 117 (2007/10/02)
Ph(Me)N-C(O)-NH-P(O)(OPh)2, 1, and Ph(Me)N-C(S)-NH-P(S)(OPh)2, 2, were synthesized by reaction of N-methyl aniline with (PhO)2P(O)NCO and (PhO)2P(S)NCS, respectively.X-ray crystal structure analysis shows that 1 crystallizes in space group Pna21 with two symmetry-independent molecules, 2 in space group P1-.In both compounds 1 and 2 an extended ?-.delocalization along the P1-N1-C1-N2 sequence is observed.P1-N2 bonds (1:1.646, 1.646 Angstroem; 2: 1.671 Angstroem), N1-C1 bonds (1: 1.406, 1.397 Angstroem; 2: 1.378 Angstroem) and N2-C1 bonds (1: 1.358 Angstroem, 1.360 Angstroem; 2: 1.354 Angstroem) are remarkably shorter than single bonds.Configurations of the molecules are Z,E'for 1 and Z,Z'for 2. 1 forms in the crystal dimers with NH...O hydrogen bonds via phosphoryl oxygen (N...O distances 2.863 Angstroem, 2.891 Angstroem).Key words: N,N-methylphenyl-N'-diphenoxyphosphoryl-urea; N,N-methylphenyl-N'-diphenyoxythiophosphoryl-thiourea; X-ray crystal structure analysis; hydrogen bonds; pi-delocalization.
