N-(2-氟苯甲酰基)-N′-4-甲基苯基硫脲的结构和构型研究

Conformations and Structure of N-(2-Flurobenzoyl)-N′-4-tolylthiourea

合成了未见报道的N ( 2 氟苯甲酰基 ) N′ 4 甲基苯基硫脲 (FBTT) ,并测定了其晶体结构 .晶体属三斜晶系 ,空间群P1— ,a =0 8413 ( 5 )nm ,b =0 95 3 2 ( 5 )nm ,c =0 992 7( 6)nm ,α =66 2 4( 2 )° ,β =85 40 ( 2 )° ,γ =72 2 7( 2 )° ,V =0 693 2 ( 7)nm3 ,Z =2 .利用量子化学密度泛函理论 ,以步长为 3 0°旋转扭角θ[N( 2 )—C( 14 )—N( 1)—H( 12 ) ]得势能曲线 .优化的最稳定的构型与得到的晶体结构一致 .讨论了分子的构型 。

The crystal and molecular structure of the N-(2-flurobenzoyl)-N′-4-tolylthiourea (FBTT) (C 15H 13-N 2OFS, M r=288 34) was determined by X-ray diffraction. The crystal structure is of triclinic, space group: P1—, a=0 8413(5) nm, b=0 9532(5) nm, c=0 9927(6) nm, α=66 24(2)°, β=85 40(2)°, γ=72 27(2)°, V=0 6932(7) nm 3 and Z=2. The intramolecular hydrogen bonds of N-(2-flurobenzoyl)-N′-4-tolylthiourea were discussed. Minimum energy conformations from DFT (B3LYP) method were calculated as a function of the torsion angle θ[C(13)—N(1)—C(14)—N(2)] varied every 30°. The theoretical calculations are carried out to compare with experimental results of the molecular conformations. The optimized geometry corresponding to crystal structure is the most stable conformation in all theoretical calculations. The energies of hydrogen bonds are estimated.