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. 2021 Sep 3;60(18):14116–14131. doi: 10.1021/acs.inorgchem.1c01503

Table 2. Measurements of the Distortion from Tetrahedral to Square-Planar Geometry in Bis[(R or S)-N-1-(p-X-C6H4)ethyl-2-oxo-1-naphthaldiminato-κ2N,O]-Λ- or Δ-M(II).

complex [M-(R or S)-L] ligand substituent (X) ligand chirality Δ or Λ chirality induction θ/degb τtet-sq = θ/90° τ4c ref
M = Co H (A/B)a (S)-L1 Δ 88.14/88.52 0.98/0.98 0.83/0.82 this work
    (R)-L1 Λ 87.95/88.57 0.98/0.98 0.83/0.82  
  p-CH3O (R)-L2 Λ 82.36 0.92 0.80  
  p-Br (A/B)a (S)-L3 Δ 84.76/82.63 0.94/0.92 0.83/0.81  
M = Cu H (S)-L1 Δ 27.0 0.30 0.27 (20)
    (R)-L1 Λ 26.5 0.29 0.27  
  p-Br (R)-L3 Λ 3.88 0.04 0.04  
M = Ni H (A/B)a (S)-L1 Δ 9.98/1.73 0.11/0.02 0.10/0.02 (21)
    (R)-L1 Λ 10.00/1.80 0.11/0.02 0.10/0.02  
M = Zn H (A/B)a (S)-L1 Δ 88.78/88.03 0.99/0.98 0.84/0.83 (26)
    (R)-L1 Λ 88.89/88.24 0.99/0.98 0.83/0.83  
  p-CH3O (A/B)a (S)-L2 Δ 83.37/88.45 0.93/0.98 0.83/0.83  
    (R)-L2 Λ 88.54/83.48 0.98/0.93 0.83/0.83  
a

Two symmetry-independent molecules with A and B in an asymmetric unit with a single diastereomer (Λ or Δ).

b

Dihedral angle between the two coordinating planes N1–Co–O1 and N2–Co–O2.

c

τ4 = [360° – (α + β)]/141°, where α and β are the two largest angles (N–Co–N and O–Co–O) in the four-coordinate species;50 see Tables S2 and S3.