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. 2021 Jun 16;77(Pt 7):374–382. doi: 10.1107/S2053229621006057

Table 2. Comparison of important bond parameters (Å, °) of com­pounds 14 and some related structures from the CSD.

  1 2 3 4 SIRMIP MARFET MARFIX PUYDES HOZWIC CECKUS01
Fe—Ct (Å) 1.7403 (8) 1.7625 (10) 1.7586 (7) 1.7603 (7) 1.738 (5) 1.7464 (10) 1.7360 (12)/ 1.715 (3) 1.730 1.730
              1.7306 (12)      
Fe—Cα(R) (Å) 2.073 (2) 2.022 (2) 2.1188 (17) 2.0810 (16) n.a. n.a. n.a. n.a. 2.069 (10) 2.002 (2)
Fe—C(CO) (Å) 1.751 (2) 1.755 (2) 1.745 (2) 1.755 (2) 1.812 (5)   1.803 (3) 1.714 (6) 1.739 (11) 1.756 (1)
  1.754 (2) 1.760 (2) 1.756 (2) 1.755 (2) 1.786 (5)   1.813 (3) 1.715 (6) 1.751 (11)  
C—O (Å) 1.149 (2) 1.152 (3) 1.145 (3) 1.150 (1) 1.052 (6) 1.133 (3) 1.131 (4)/ 1.182 (7) 1.153 (13) 1.151 (2)
  1.136 (2) 1.148 (3) 1.148 (2) 1.148 (2) 1.097 (6) 1.137 (4) 1.126 (4) 1.187 (7) 1.139 (14) 1.151 (2)
              1.137 (3)/      
              1.132 (4)      
IR (νCO, cm−1) 1993, 1941 2009, 1968 1991, 1939 1993, 1939 2033, 1993*     1872, 1806* 1987, 1933* 1994, 1937*
(C i,Ph—Cp)av (Å) 0.122 0.188 0.144 0.160 0.15 0.147 0.144/0.145   n.a. n.a.
(Cp–Ph)av (°) 50.3 48.5 50.6 50.2 58.7 52.3 51.8/51.4 53.4 n.a. n.a.
[Cα—Fe—Ct—CCp]min 9.35 26.46 5.13 32.19 n.a. n.a. n.a. n.a. 1.44 0.0
Ct—Fe—Cα—Cβ (°) n.a. 95.8 141.1 167.4 n.a. n.a. n.a. n.a. 179.9 87.5
    79.8 91.8              

CSD refcodes: SIRMIP is [(C5Ph5)Fe(CO)2Br] (Field et al., 1989), MARFET is [(C5Ph5)Fe(CO)2FBF3] (Hemming et al., 2018), MARFIX is [(C5Ph5)Fe(CO)2(H2O)]BF4 (Hemming et al., 2018), PUYDES is [PPN][(C5Ph5)Fe(CO)2] (Carter et al., 2002), HOZWIC is [(C5Me5)Fe(CO)2C5H11] (Hill et al., 1999) and CECKUS01 is [(C5Me5)Fe(CO)2Ph] (Kalman et al., 2013). Notes: Ct is the centroid of the cyclo­penta­dienyl ring. (C i,Ph—Cp)av is the average distance of the phenyl ipso-C atoms from the plane of the Cp ring. (Cp–Ph)av is the average dihedral angle of the five phenyl rings with respect to the plane of the Cp ring, [Cα—Fe—Ct—CCp]min is the smallest torsion angle between the α-alk­yl/aryl C atom, the Fe atom, the centroid of the cyclo­penta­dienyl ring and a Cp-ring C atom. ‘n.a.’ denotes not applicable. The asterisk (*) denotes solution spectra.