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The Structure of 3‐Phenyl‐4‐( N ‐Carbamyl‐1,4,2‐Oxathiazolimin‐3‐yl)Sydnone, C 11 H 7 N 5 O 4 S·0.8 CH 2 Cl 2
Author(s) -
Ueng ChuenHer,
Wang Yu,
Yeh MouYung
Publication year - 1987
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.198700016
Subject(s) - sydnone , chemistry , dihedral angle , crystallography , substituent , ring (chemistry) , bond length , crystal structure , steric effects , double bond , molecular geometry , stereochemistry , molecule , polymer chemistry , organic chemistry , hydrogen bond
The title compound ( M r = 373) crystalizes in the othorhombic space group P bna with a = 10.410(2), b = 11.658(4), c = 23.108(3) Å, V = 2804.4 Å Z = 8. The single crystal intensity data were collected using MoK∞ radiation (λ = 0.7093Å) at room temperature. The crystal and molecular structure was solved with the final agreement index R = 0.039 for 1046 observed reflections. The bond lengths N(1)‐ C(7) and C(7)‐C(8) of the title compound are slightly longer than those of 3‐substituted sydnone derivatives. This may be attributed to the steric effect arising from the interaction of the phenyl ring and the 4‐substituent with the neighboring atoms of sydnone ring. Both the title compound and 4‐acetyl‐3‐( p ‐tolyl)sydnone have smaller dihedral angles between the sydnone ring and the plane of the sp 2 orbital of the double bond of the 4‐substituent and both have shorter C(7)‐C(9) bond lengths than those of other similar sydnone derivatives.