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. 2024 Feb 2;80(Pt 3):256–261. doi: 10.1107/S2056989024000926

Table 2. Experimental and calculated bond lengths and angles (Å, °) of 1-(2-nitro­phen­yl)pyrrole-2,5-dione.

The numbering scheme used is that shown in Fig. 6.

Structural parameter Calculation Method     Experimental
  B3LYP/6–311+G (d,p) wB97XD/Def2TZVPP LC-wpbe/6–311g(2d,2p)  
Bond lengths        
C8—C9, C18—C19 1.332 1.324 1.319 1.304, 1.308
C4—N1, C14—N2 1.416 1.409 1.409 1.416, 1.420
C7—O2, C10—O1, C20—O6, C17—O5 1.204, 1.205 1.197 1.198, 1200 1.200, 1.207
C3—N3, C13—N4 1.480 1.472 1.465 1.460, 1.465
N3—O3, N3—O4, N4—O7, N4—O8 1.221,1.225 1.209, 1.213 1.209, 1.212 1.261, 1.230, 1.222, 1.215
N1—C7, N1—C10, N2—C20, N2—C17 1.411, 1.412 1.399, 1.400 1.394, 1.395 1.388, 1.389, 1.392, 1.394
Mean percentage error (MPE) 0.949 0.516 0.283  
Bond angles        
C4—N1—C7, C4—N1—C10, C14—N2—C20, C14—N2—C17 124.7, 124.9 124.5, 124.7 124.9, 125.0 123.9, 125.6, 124.8, 125.2
O1—C10—C9, O2—C7—C8, O6—C20—C19, O5—C17—C18 128.6, 128.3 128.3, 128.5 128.5, 128.8 129.3, 129.5, 129.1, 129.2
C10—N1—C7, C20—N2—C17 110.2 110.4 110.1 109.6, 109.9
O3—N3—O4, O7—N4—O8 124.9 125.1 124.6 121.4.0, 124.0
N1—C4—C3, N2—C14—C13 123.0 122.7 122.5 122.7, 122.5
N1—C4—C5, N2—C14—C15 118.9 118.9 119.2 119.5, 119.2
Mean percentage error (MPE) 0.354 0.384 0.163  
Torsion angles        
C7—N1—C4—C3, C20—N2—C14—C15 123.2 124.6 125.6 100.0, 126.2
Mean percentage error (MPE) 2.377 1.268 0.475