Crystal and molecular structure of organophosphorus insecticides. 10. Chlorpyrifos
The crystal and molecular structure of chlorpyrifos (O,O-diethyl O-3,5,6-trichloro-2-pyridyl thiophosphate, (H/sub 5/C/sub 2/O)/sub 2/P(S)OC/sub 5/NHCl/sub 3/, monoclinic, C2/c, a = 22.06 (1), b = 9.485 (2), c = 15.990 (6) A, ..beta.. = 114.63 (4)/sup 0/, Z = 8, Mo K..cap alpha.. radiation) has been determined by three-dimensional x-ray analysis. The structure was solved by conventional Patterson and Fourier techniques to a final discrepancy index R = 0.066 for 1421 observed reflections (absolute value F/sub 0/ > 2.5 sigma (F/sub 0/)). The phosphorus-meta hydrogen distance of 5.78 A is within the range of literature values cited for insect acetylcholinesterase (AChE), yet is well outside that for mammalian AChE. CNDO molecular orbital charge density calculations and van der Waals arguments are presented to correlate the solid state structure to a probable in vivo model. 3 figures, 1 table.
- Research Organization:
- Ames Lab., IA
- OSTI ID:
- 6007274
- Journal Information:
- Agricultural and Food Chemistry; (United States), Vol. 26:3
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
INSECTICIDES
LATTICE PARAMETERS
MOLECULAR STRUCTURE
MONOCLINIC LATTICES
ORGANIC PHOSPHORUS COMPOUNDS
BOND ANGLE
FOURIER ANALYSIS
IN VIVO
INTERATOMIC DISTANCES
MOLECULAR ORBITAL METHOD
PATTERSON METHOD
STRUCTURAL CHEMICAL ANALYSIS
X-RAY EMISSION ANALYSIS
CHEMICAL ANALYSIS
CRYSTAL LATTICES
CRYSTAL STRUCTURE
DISTANCE
NONDESTRUCTIVE ANALYSIS
ORGANIC COMPOUNDS
PESTICIDES
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)