# Supplementary Material (ESI) for Perkin Transactions
# This journal is © The Royal Society of Chemistry 2000
# CCDC Number: 207/417
 
data_DAW94b 
  
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C24 H32 O Fe' 
_chemical_formula_weight          392.35 
_chemical_melting_point           ? 
_chemical_compound_source         ? 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Fe'  'Fe'  -1.1336   3.1974 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_symmetry_cell_setting            Triclinic 
_symmetry_space_group_name_H-M    P-1 
  
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
  
_cell_length_a                    6.0101(11) 
_cell_length_b                    11.636(2) 
_cell_length_c                    14.551(3) 
_cell_angle_alpha                 80.22(2) 
_cell_angle_beta                  81.78(2) 
_cell_angle_gamma                 88.121(15) 
_cell_volume                      992.5(3) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
  
_exptl_crystal_description        'platy needles' 
_exptl_crystal_colour             Yellow 
_exptl_crystal_size_max           0.33 
_exptl_crystal_size_mid           0.08 
_exptl_crystal_size_min           0.04 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.313 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              420 
_exptl_absorpt_coefficient_mu     6.143 
_exptl_absorpt_correction_type    Empirical
_exptl_absorpt_correction_T_min   0.3062 
_exptl_absorpt_correction_T_max   0.7439 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Siemens P4' 
_diffrn_measurement_method        '\w scans' 
_diffrn_standards_number          2 
_diffrn_standards_interval_count  50 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             2774 
_diffrn_reflns_av_R_equivalents   0.0000 
_diffrn_reflns_av_sigmaI/netI     0.0409 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        6 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          3.11 
_diffrn_reflns_theta_max          57.98 
_reflns_number_total              2774 
_reflns_number_observed           2337 
_reflns_observed_criterion        >2sigma(I) 
  
_computing_data_collection        'Siemens XSCANS' 
_computing_cell_refinement        'Siemens XSCANS' 
_computing_data_reduction         'Siemens SHELXTL' 
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'Siemens SHELXTL' 
_computing_publication_material   'Siemens SHELXTL' 
  
_refine_special_details 
; 
 Refinement on F^2^ for ALL reflections except for 100 with very negative F^2^ 
 or flagged by the user for potential systematic errors.  Weighted R-factors 
 wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
 are based on F, with F set to zero for negative F^2^. The observed criterion 
 of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
  
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme 
 'calc w=1/[\s^2^(Fo^2^)+(0.0461P)^2^+0.2643P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     ? 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0008(2) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          2674 
_refine_ls_number_parameters      236 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0511 
_refine_ls_R_factor_obs           0.0380 
_refine_ls_wR_factor_all          0.0905 
_refine_ls_wR_factor_obs          0.0848 
_refine_ls_goodness_of_fit_all    1.018 
_refine_ls_goodness_of_fit_obs    1.054 
_refine_ls_restrained_S_all       1.023 
_refine_ls_restrained_S_obs       1.054 
_refine_ls_shift/esd_max          0.000 
_refine_ls_shift/esd_mean         0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_thermal_displace_type 
 _atom_site_occupancy 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_group 
Fe Fe 0.09635(8) 0.10631(4) 0.16637(3) 0.0355(2) Uani 1 d . . 
O O -0.1951(3) 0.3269(2) 0.22824(13) 0.0377(5) Uani 1 d . . 
C1 C 0.1128(5) 0.2761(2) 0.1094(2) 0.0359(7) Uani 1 d . . 
C2 C 0.3332(5) 0.2290(2) 0.1164(2) 0.0413(7) Uani 1 d . . 
H2A H 0.4363(5) 0.2544(2) 0.1504(2) 0.050 Uiso 1 calc R . 
C3 C 0.3686(5) 0.1376(3) 0.0633(2) 0.0468(8) Uani 1 d . . 
H3A H 0.4986(5) 0.0924(3) 0.0567(2) 0.056 Uiso 1 calc R . 
C4 C 0.1746(6) 0.1264(3) 0.0220(2) 0.0516(9) Uani 1 d . . 
H4A H 0.1531(6) 0.0727(3) -0.0164(2) 0.062 Uiso 1 calc R . 
C5 C 0.0180(5) 0.2116(3) 0.0495(2) 0.0449(8) Uani 1 d . . 
H5A H -0.1243(5) 0.2239(3) 0.0314(2) 0.054 Uiso 1 calc R . 
C6 C -0.0836(5) 0.1272(2) 0.2890(2) 0.0364(7) Uani 1 d . . 
C7 C 0.1188(5) 0.0647(2) 0.3057(2) 0.0427(7) Uani 1 d . . 
H7A H 0.2296(5) 0.0885(2) 0.3368(2) 0.051 Uiso 1 calc R . 
C8 C 0.1238(6) -0.0387(3) 0.2675(2) 0.0499(8) Uani 1 d . . 
H8A H 0.2385(6) -0.0943(3) 0.2683(2) 0.060 Uiso 1 calc R . 
C9 C -0.0760(6) -0.0432(3) 0.2276(2) 0.0480(8) Uani 1 d . . 
H9A H -0.1158(6) -0.1021(3) 0.1973(2) 0.058 Uiso 1 calc R . 
C10 C -0.2055(5) 0.0582(2) 0.2420(2) 0.0418(7) Uani 1 d . . 
H10A H -0.3462(5) 0.0764(2) 0.2237(2) 0.050 Uiso 1 calc R . 
C11 C -0.0096(5) 0.3707(2) 0.1569(2) 0.0379(7) Uani 1 d . . 
H11A H -0.0795(5) 0.4205(2) 0.1074(2) 0.046 Uiso 1 calc R . 
C12 C 0.1493(5) 0.4506(2) 0.1894(2) 0.0372(7) Uani 1 d . . 
H12A H 0.2435(5) 0.4021(2) 0.2307(2) 0.045 Uiso 1 calc R . 
C13 C 0.3026(6) 0.5146(3) 0.1044(2) 0.0480(8) Uani 1 d . . 
H13A H 0.3856(6) 0.4580(3) 0.0708(2) 0.058 Uiso 1 calc R . 
H13B H 0.2114(6) 0.5613(3) 0.0620(2) 0.058 Uiso 1 calc R . 
C14 C 0.4671(5) 0.5930(3) 0.1339(2) 0.0526(9) Uani 1 d . . 
H14A H 0.5664(5) 0.5455(3) 0.1721(2) 0.063 Uiso 1 calc R . 
H14B H 0.5584(5) 0.6335(3) 0.0781(2) 0.063 Uiso 1 calc R . 
C15 C 0.3481(6) 0.6818(3) 0.1893(2) 0.0538(9) Uani 1 d . . 
H15A H 0.2641(6) 0.7362(3) 0.1487(2) 0.065 Uiso 1 calc R . 
H15B H 0.4583(6) 0.7256(3) 0.2114(2) 0.065 Uiso 1 calc R . 
C16 C 0.1895(5) 0.6213(3) 0.2726(2) 0.0509(8) Uani 1 d . . 
H16A H 0.2768(5) 0.5758(3) 0.3173(2) 0.061 Uiso 1 calc R . 
H16B H 0.1051(5) 0.6796(3) 0.3038(2) 0.061 Uiso 1 calc R . 
C17 C 0.0267(5) 0.5417(3) 0.2438(2) 0.0482(8) Uani 1 d . . 
H17A H -0.0721(5) 0.5883(3) 0.2047(2) 0.058 Uiso 1 calc R . 
H17B H -0.0654(5) 0.5021(3) 0.2997(2) 0.058 Uiso 1 calc R . 
C18 C -0.1465(5) 0.2477(2) 0.3105(2) 0.0357(7) Uani 1 d . . 
H18A H -0.0213(5) 0.2785(2) 0.3350(2) 0.043 Uiso 1 calc R . 
C19 C -0.3562(5) 0.2443(2) 0.3839(2) 0.0389(7) Uani 1 d . . 
H19A H -0.4785(5) 0.2139(2) 0.3573(2) 0.047 Uiso 1 calc R . 
C20 C -0.3282(6) 0.1620(3) 0.4743(2) 0.0619(10) Uani 1 d . . 
H20A H -0.2894(6) 0.0848(3) 0.4600(2) 0.074 Uiso 1 calc R . 
H20B H -0.2055(6) 0.1886(3) 0.5018(2) 0.074 Uiso 1 calc R . 
C21 C -0.5403(7) 0.1551(3) 0.5451(3) 0.0752(12) Uani 1 d . . 
H21A H -0.5127(7) 0.1053(3) 0.6030(3) 0.090 Uiso 1 calc R . 
H21B H -0.6586(7) 0.1201(3) 0.5205(3) 0.090 Uiso 1 calc R . 
C22 C -0.6177(7) 0.2742(4) 0.5664(3) 0.0735(12) Uani 1 d . . 
H22A H -0.7597(7) 0.2669(4) 0.6080(3) 0.088 Uiso 1 calc R . 
H22B H -0.5082(7) 0.3053(4) 0.5984(3) 0.088 Uiso 1 calc R . 
C23 C -0.6463(6) 0.3572(3) 0.4769(3) 0.0655(10) Uani 1 d . . 
H23A H -0.6853(6) 0.4341(3) 0.4917(3) 0.079 Uiso 1 calc R . 
H23B H -0.7685(6) 0.3309(3) 0.4489(3) 0.079 Uiso 1 calc R . 
C24 C -0.4306(6) 0.3644(3) 0.4060(2) 0.0540(9) Uani 1 d . . 
H24A H -0.4562(6) 0.4153(3) 0.3483(2) 0.065 Uiso 1 calc R . 
H24B H -0.3121(6) 0.3979(3) 0.4315(2) 0.065 Uiso 1 calc R . 
  
loop_ 
 _atom_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
Fe 0.0362(3) 0.0341(3) 0.0372(3) -0.0091(2) -0.0056(2) 0.0002(2) 
O 0.0294(11) 0.0380(11) 0.0442(11) -0.0051(9) -0.0033(9) 0.0030(8) 
C1 0.032(2) 0.037(2) 0.037(2) -0.0047(13) -0.0018(13) -0.0003(13) 
C2 0.036(2) 0.041(2) 0.049(2) -0.0136(14) -0.0058(14) 0.0002(14) 
C3 0.044(2) 0.045(2) 0.051(2) -0.018(2) 0.002(2) -0.0006(15) 
C4 0.061(2) 0.053(2) 0.043(2) -0.019(2) 0.000(2) -0.008(2) 
C5 0.045(2) 0.053(2) 0.037(2) -0.0045(15) -0.0080(14) -0.008(2) 
C6 0.038(2) 0.038(2) 0.033(2) -0.0038(13) -0.0074(13) 0.0007(13) 
C7 0.046(2) 0.040(2) 0.043(2) -0.0063(14) -0.0134(15) 0.0049(14) 
C8 0.058(2) 0.040(2) 0.052(2) -0.008(2) -0.011(2) 0.010(2) 
C9 0.060(2) 0.037(2) 0.047(2) -0.0122(14) -0.002(2) -0.006(2) 
C10 0.041(2) 0.042(2) 0.042(2) -0.0043(14) -0.0046(14) -0.0063(14) 
C11 0.034(2) 0.039(2) 0.039(2) -0.0014(13) -0.0037(13) -0.0005(13) 
C12 0.034(2) 0.036(2) 0.042(2) -0.0086(13) -0.0045(13) 0.0006(13) 
C13 0.056(2) 0.041(2) 0.045(2) -0.0075(14) 0.002(2) -0.009(2) 
C14 0.046(2) 0.049(2) 0.061(2) -0.011(2) 0.005(2) -0.011(2) 
C15 0.051(2) 0.043(2) 0.070(2) -0.018(2) -0.007(2) -0.008(2) 
C16 0.049(2) 0.043(2) 0.063(2) -0.021(2) -0.002(2) -0.001(2) 
C17 0.036(2) 0.045(2) 0.066(2) -0.020(2) 0.000(2) 0.0010(14) 
C18 0.034(2) 0.038(2) 0.037(2) -0.0059(13) -0.0096(13) 0.0002(13) 
C19 0.035(2) 0.044(2) 0.040(2) -0.0139(14) -0.0030(13) -0.0025(13) 
C20 0.070(3) 0.062(2) 0.047(2) -0.002(2) 0.006(2) 0.007(2) 
C21 0.082(3) 0.078(3) 0.055(2) -0.001(2) 0.015(2) 0.001(2) 
C22 0.067(3) 0.101(3) 0.053(2) -0.029(2) 0.013(2) -0.009(2) 
C23 0.053(2) 0.070(2) 0.073(3) -0.027(2) 0.012(2) 0.005(2) 
C24 0.053(2) 0.050(2) 0.058(2) -0.015(2) 0.004(2) 0.004(2) 
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Fe C6 1.998(3) . ? 
Fe C1 2.009(3) . ? 
Fe C2 2.020(3) . ? 
Fe C5 2.025(3) . ? 
Fe C10 2.025(3) . ? 
Fe C7 2.025(3) . ? 
Fe C3 2.052(3) . ? 
Fe C9 2.054(3) . ? 
Fe C4 2.060(3) . ? 
Fe C8 2.061(3) . ? 
O C18 1.440(3) . ? 
O C11 1.451(3) . ? 
C1 C2 1.428(4) . ? 
C1 C5 1.428(4) . ? 
C1 C11 1.513(4) . ? 
C2 C3 1.411(4) . ? 
C3 C4 1.405(5) . ? 
C4 C5 1.412(4) . ? 
C6 C10 1.421(4) . ? 
C6 C7 1.426(4) . ? 
C6 C18 1.512(4) . ? 
C7 C8 1.406(4) . ? 
C8 C9 1.412(5) . ? 
C9 C10 1.421(4) . ? 
C11 C12 1.529(4) . ? 
C12 C13 1.530(4) . ? 
C12 C17 1.537(4) . ? 
C13 C14 1.519(4) . ? 
C14 C15 1.516(4) . ? 
C15 C16 1.516(4) . ? 
C16 C17 1.515(4) . ? 
C18 C19 1.528(4) . ? 
C19 C20 1.517(4) . ? 
C19 C24 1.526(4) . ? 
C20 C21 1.515(5) . ? 
C21 C22 1.515(5) . ? 
C22 C23 1.511(5) . ? 
C23 C24 1.532(4) . ? 
  
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C6 Fe C1 96.53(11) . . ? 
C6 Fe C2 114.13(12) . . ? 
C1 Fe C2 41.51(11) . . ? 
C6 Fe C5 116.90(12) . . ? 
C1 Fe C5 41.46(12) . . ? 
C2 Fe C5 68.63(12) . . ? 
C6 Fe C10 41.35(11) . . ? 
C1 Fe C10 113.74(12) . . ? 
C2 Fe C10 150.04(12) . . ? 
C5 Fe C10 104.25(13) . . ? 
C6 Fe C7 41.53(12) . . ? 
C1 Fe C7 117.14(12) . . ? 
C2 Fe C7 104.70(13) . . ? 
C5 Fe C7 154.43(12) . . ? 
C10 Fe C7 68.63(12) . . ? 
C6 Fe C3 153.19(12) . . ? 
C1 Fe C3 69.22(12) . . ? 
C2 Fe C3 40.56(11) . . ? 
C5 Fe C3 67.76(13) . . ? 
C10 Fe C3 165.15(12) . . ? 
C7 Fe C3 124.02(13) . . ? 
C6 Fe C9 69.34(12) . . ? 
C1 Fe C9 152.84(12) . . ? 
C2 Fe C9 165.46(12) . . ? 
C5 Fe C9 123.49(13) . . ? 
C10 Fe C9 40.75(12) . . ? 
C7 Fe C9 67.95(12) . . ? 
C3 Fe C9 132.39(12) . . ? 
C6 Fe C4 156.50(13) . . ? 
C1 Fe C4 69.37(12) . . ? 
C2 Fe C4 68.17(13) . . ? 
C5 Fe C4 40.44(13) . . ? 
C10 Fe C4 126.04(13) . . ? 
C7 Fe C4 161.82(13) . . ? 
C3 Fe C4 39.96(13) . . ? 
C9 Fe C4 114.77(13) . . ? 
C6 Fe C8 69.22(12) . . ? 
C1 Fe C8 156.64(12) . . ? 
C2 Fe C8 126.36(13) . . ? 
C5 Fe C8 161.67(12) . . ? 
C10 Fe C8 68.20(13) . . ? 
C7 Fe C8 40.26(12) . . ? 
C3 Fe C8 115.34(13) . . ? 
C9 Fe C8 40.15(13) . . ? 
C4 Fe C8 129.87(13) . . ? 
C18 O C11 118.6(2) . . ? 
C2 C1 C5 106.0(3) . . ? 
C2 C1 C11 129.4(3) . . ? 
C5 C1 C11 124.6(3) . . ? 
C2 C1 Fe 69.7(2) . . ? 
C5 C1 Fe 69.9(2) . . ? 
C11 C1 Fe 123.1(2) . . ? 
C3 C2 C1 108.7(3) . . ? 
C3 C2 Fe 71.0(2) . . ? 
C1 C2 Fe 68.8(2) . . ? 
C4 C3 C2 108.5(3) . . ? 
C4 C3 Fe 70.3(2) . . ? 
C2 C3 Fe 68.5(2) . . ? 
C3 C4 C5 107.5(3) . . ? 
C3 C4 Fe 69.7(2) . . ? 
C5 C4 Fe 68.4(2) . . ? 
C4 C5 C1 109.3(3) . . ? 
C4 C5 Fe 71.1(2) . . ? 
C1 C5 Fe 68.7(2) . . ? 
C10 C6 C7 106.6(3) . . ? 
C10 C6 C18 126.8(3) . . ? 
C7 C6 C18 126.4(3) . . ? 
C10 C6 Fe 70.4(2) . . ? 
C7 C6 Fe 70.3(2) . . ? 
C18 C6 Fe 120.8(2) . . ? 
C8 C7 C6 109.0(3) . . ? 
C8 C7 Fe 71.2(2) . . ? 
C6 C7 Fe 68.2(2) . . ? 
C7 C8 C9 108.0(3) . . ? 
C7 C8 Fe 68.5(2) . . ? 
C9 C8 Fe 69.7(2) . . ? 
C8 C9 C10 107.9(3) . . ? 
C8 C9 Fe 70.2(2) . . ? 
C10 C9 Fe 68.5(2) . . ? 
C6 C10 C9 108.5(3) . . ? 
C6 C10 Fe 68.3(2) . . ? 
C9 C10 Fe 70.7(2) . . ? 
O C11 C1 113.2(2) . . ? 
O C11 C12 114.1(2) . . ? 
C1 C11 C12 112.9(2) . . ? 
C11 C12 C13 109.9(2) . . ? 
C11 C12 C17 113.5(2) . . ? 
C13 C12 C17 108.4(2) . . ? 
C14 C13 C12 111.6(3) . . ? 
C15 C14 C13 112.0(3) . . ? 
C14 C15 C16 110.3(3) . . ? 
C17 C16 C15 112.4(3) . . ? 
C16 C17 C12 111.9(2) . . ? 
O C18 C6 112.1(2) . . ? 
O C18 C19 106.9(2) . . ? 
C6 C18 C19 111.2(2) . . ? 
C20 C19 C24 109.8(3) . . ? 
C20 C19 C18 112.2(3) . . ? 
C24 C19 C18 113.2(2) . . ? 
C21 C20 C19 111.9(3) . . ? 
C20 C21 C22 111.9(3) . . ? 
C23 C22 C21 110.9(3) . . ? 
C22 C23 C24 111.3(3) . . ? 
C19 C24 C23 111.3(3) . . ? 
  
_refine_diff_density_max    0.227 
_refine_diff_density_min   -0.182 
_refine_diff_density_rms    0.042 
  
  
  
  

 
data_DAW94z 
  
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C24 H32 O Fe'
_chemical_formula_weight          392.35 
_chemical_melting_point           ? 
_chemical_compound_source         ? 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Fe'  'Fe'  -1.1336   3.1974 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    P2(1)/c 
  
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
  
_cell_length_a                    5.864(2) 
_cell_length_b                    28.331(11) 
_cell_length_c                    12.241(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  98.36(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      2012.1(12) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
  
_exptl_crystal_description        'platy needles' 
_exptl_crystal_colour             'Thin yellow' 
_exptl_crystal_size_max           0.47 
_exptl_crystal_size_mid           0.05 
_exptl_crystal_size_min           0.02 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.295 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              840 
_exptl_absorpt_coefficient_mu     6.060 
_exptl_absorpt_correction_type    Empirical
_exptl_absorpt_correction_T_min   0.3031 
_exptl_absorpt_correction_T_max   0.7420 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Siemens P4' 
_diffrn_measurement_method        '\w scans' 
_diffrn_standards_number          2 
_diffrn_standards_interval_count  50 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             3423 
_diffrn_reflns_av_R_equivalents   0.0750 
_diffrn_reflns_av_sigmaI/netI     0.0977 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        6 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        31 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          3.12 
_diffrn_reflns_theta_max          57.98 
_reflns_number_total              2805 
_reflns_number_observed           1759 
_reflns_observed_criterion        >2sigma(I) 
  
_computing_data_collection        'Siemens XSCANS' 
_computing_cell_refinement        'Siemens XSCANS' 
_computing_data_reduction         'Siemens SHELXTL' 
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'Siemens SHELXTL' 
_computing_publication_material   'Siemens SHELXTL' 
  
_refine_special_details 
; 
 Refinement on F^2^ for ALL reflections except for 318 with very negative F^2^ 
 or flagged by the user for potential systematic errors.  Weighted R-factors 
 wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
 are based on F, with F set to zero for negative F^2^. The observed criterion 
 of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
  
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme 
 'calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+1.9707P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     ? 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2487 
_refine_ls_number_parameters      235 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1332 
_refine_ls_R_factor_obs           0.0737 
_refine_ls_wR_factor_all          0.1832 
_refine_ls_wR_factor_obs          0.1434 
_refine_ls_goodness_of_fit_all    1.086 
_refine_ls_goodness_of_fit_obs    1.195 
_refine_ls_restrained_S_all       1.185 
_refine_ls_restrained_S_obs       1.195 
_refine_ls_shift/esd_max          0.000 
_refine_ls_shift/esd_mean         0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_thermal_displace_type 
 _atom_site_occupancy 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_group 
Fe Fe 0.1835(2) 0.09273(4) 0.11076(8) 0.0409(3) Uani 1 d . . 
O O -0.0104(8) 0.1397(2) 0.3181(3) 0.0519(13) Uani 1 d . . 
C1 C 0.0421(12) 0.1560(2) 0.1256(5) 0.043(2) Uani 1 d . . 
C2 C 0.2345(13) 0.1609(2) 0.0700(5) 0.051(2) Uani 1 d . . 
H2A H 0.3641(13) 0.1792(2) 0.0933(5) 0.061 Uiso 1 calc R . 
C3 C 0.1978(13) 0.1334(2) -0.0272(5) 0.052(2) Uani 1 d . . 
H3A H 0.2999(13) 0.1301(2) -0.0781(5) 0.062 Uiso 1 calc R . 
C4 C -0.0191(13) 0.1119(2) -0.0335(5) 0.051(2) Uani 1 d . . 
H4A H -0.0868(13) 0.0918(2) -0.0891(5) 0.062 Uiso 1 calc R . 
C5 C -0.1156(12) 0.1265(2) 0.0604(5) 0.048(2) Uani 1 d . . 
H5A H -0.2602(12) 0.1179(2) 0.0764(5) 0.058 Uiso 1 calc R . 
C6 C 0.2457(11) 0.0778(2) 0.2727(5) 0.040(2) Uani 1 d . . 
C7 C 0.4542(11) 0.0754(2) 0.2249(5) 0.044(2) Uani 1 d . . 
H7A H 0.5846(11) 0.0937(2) 0.2463(5) 0.053 Uiso 1 calc R . 
C8 C 0.4321(13) 0.0411(2) 0.1407(6) 0.051(2) Uani 1 d . . 
H8A H 0.5422(13) 0.0332(2) 0.0963(6) 0.061 Uiso 1 calc R . 
C9 C 0.2131(14) 0.0213(3) 0.1369(6) 0.057(2) Uani 1 d . . 
H9A H 0.1524(14) -0.0026(3) 0.0891(6) 0.068 Uiso 1 calc R . 
C10 C 0.0982(12) 0.0433(2) 0.2170(6) 0.048(2) Uani 1 d . . 
H10A H -0.0498(12) 0.0362(2) 0.2307(6) 0.057 Uiso 1 calc R . 
C11 C 0.0220(14) 0.1761(2) 0.2400(5) 0.058(2) Uani 1 d . . 
H11A H 0.1696(14) 0.1913(2) 0.2668(5) 0.070 Uiso 1 calc R . 
C12 C -0.1567(14) 0.2120(2) 0.2416(5) 0.058(2) Uani 1 d . . 
H12A H -0.3047(14) 0.1964(2) 0.2177(5) 0.070 Uiso 1 calc R . 
C13 C -0.1384(16) 0.2524(3) 0.1608(6) 0.078(3) Uani 1 d . . 
H13A H 0.0009(16) 0.2704(3) 0.1842(6) 0.093 Uiso 1 calc R . 
H13B H -0.1299(16) 0.2398(3) 0.0878(6) 0.093 Uiso 1 calc R . 
C14 C -0.3459(15) 0.2843(3) 0.1564(7) 0.077(3) Uani 1 d . . 
H14A H -0.3319(15) 0.3102(3) 0.1060(7) 0.093 Uiso 1 calc R . 
H14B H -0.4839(15) 0.2666(3) 0.1285(7) 0.093 Uiso 1 calc R . 
C15 C -0.3685(16) 0.3038(3) 0.2691(7) 0.076(3) Uani 1 d . . 
H15A H -0.2388(16) 0.3244(3) 0.2930(7) 0.092 Uiso 1 calc R . 
H15B H -0.5081(16) 0.3225(3) 0.2641(7) 0.092 Uiso 1 calc R . 
C16 C -0.3762(16) 0.2661(3) 0.3522(7) 0.086(3) Uani 1 d . . 
H16A H -0.5173(16) 0.2481(3) 0.3341(7) 0.103 Uiso 1 calc R . 
H16B H -0.3769(16) 0.2803(3) 0.4243(7) 0.103 Uiso 1 calc R . 
C17 C -0.1705(16) 0.2333(3) 0.3562(6) 0.081(3) Uani 1 d . . 
H17A H -0.1836(16) 0.2081(3) 0.4085(6) 0.098 Uiso 1 calc R . 
H17B H -0.0301(16) 0.2507(3) 0.3813(6) 0.098 Uiso 1 calc R . 
C18 C 0.1919(12) 0.1122(2) 0.3585(5) 0.046(2) Uani 1 d . . 
H18A H 0.3230(12) 0.1337(2) 0.3757(5) 0.055 Uiso 1 calc R . 
C19 C 0.1473(13) 0.0891(3) 0.4638(5) 0.056(2) Uani 1 d . . 
H19A H 0.0161(13) 0.0676(3) 0.4461(5) 0.067 Uiso 1 calc R . 
C20 C 0.3558(16) 0.0599(3) 0.5132(6) 0.086(3) Uani 1 d . . 
H20A H 0.4898(16) 0.0803(3) 0.5267(6) 0.104 Uiso 1 calc R . 
H20B H 0.3862(16) 0.0360(3) 0.4604(6) 0.104 Uiso 1 calc R . 
C21 C 0.3191(19) 0.0357(3) 0.6225(6) 0.095(3) Uani 1 d . . 
H21A H 0.1960(19) 0.0126(3) 0.6076(6) 0.114 Uiso 1 calc R . 
H21B H 0.4586(19) 0.0190(3) 0.6527(6) 0.114 Uiso 1 calc R . 
C22 C 0.2606(18) 0.0697(3) 0.7039(6) 0.086(3) Uani 1 d . . 
H22A H 0.3917(18) 0.0901(3) 0.7262(6) 0.103 Uiso 1 calc R . 
H22B H 0.2269(18) 0.0529(3) 0.7688(6) 0.103 Uiso 1 calc R . 
C23 C 0.0591(19) 0.0986(4) 0.6585(7) 0.116(4) Uani 1 d . . 
H23A H 0.0334(19) 0.1226(4) 0.7119(7) 0.139 Uiso 1 calc R . 
H23B H -0.0767(19) 0.0786(4) 0.6463(7) 0.139 Uiso 1 calc R . 
C24 C 0.0919(17) 0.1227(3) 0.5486(6) 0.088(3) Uani 1 d . . 
H24A H -0.0482(17) 0.1396(3) 0.5201(6) 0.106 Uiso 1 calc R . 
H24B H 0.2152(17) 0.1457(3) 0.5629(6) 0.106 Uiso 1 calc R . 
  
loop_ 
 _atom_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
Fe 0.0397(6) 0.0430(6) 0.0399(5) 0.0055(6) 0.0054(4) 0.0036(6) 
O 0.062(3) 0.049(3) 0.047(3) 0.013(2) 0.015(2) 0.012(3) 
C1 0.041(5) 0.044(4) 0.045(4) 0.008(3) 0.007(3) -0.001(4) 
C2 0.054(5) 0.048(4) 0.051(4) 0.008(4) 0.008(4) -0.008(4) 
C3 0.058(5) 0.060(5) 0.040(4) 0.011(3) 0.020(4) 0.004(4) 
C4 0.065(6) 0.043(4) 0.043(4) 0.002(3) -0.002(4) -0.001(4) 
C5 0.037(4) 0.052(5) 0.057(4) 0.013(4) 0.011(4) 0.004(4) 
C6 0.037(4) 0.039(4) 0.044(4) 0.005(3) 0.003(3) 0.001(3) 
C7 0.036(4) 0.048(4) 0.047(4) 0.003(3) 0.004(3) -0.001(3) 
C8 0.040(5) 0.058(5) 0.056(4) 0.008(4) 0.007(4) 0.013(4) 
C9 0.060(6) 0.050(5) 0.058(5) 0.005(4) -0.002(4) 0.001(4) 
C10 0.041(5) 0.044(4) 0.059(4) 0.013(4) 0.008(4) 0.004(4) 
C11 0.082(6) 0.046(4) 0.047(4) 0.008(3) 0.011(4) 0.015(4) 
C12 0.070(6) 0.048(4) 0.054(5) -0.004(4) 0.001(4) 0.014(4) 
C13 0.111(8) 0.059(5) 0.067(5) 0.014(4) 0.025(5) 0.023(5) 
C14 0.087(7) 0.070(6) 0.074(6) 0.004(5) 0.007(5) 0.013(5) 
C15 0.077(7) 0.065(6) 0.084(6) -0.006(5) 0.002(5) 0.003(5) 
C16 0.104(8) 0.081(7) 0.077(6) -0.017(5) 0.028(6) 0.020(6) 
C17 0.127(8) 0.070(6) 0.049(5) -0.003(4) 0.019(5) 0.023(6) 
C18 0.045(4) 0.047(4) 0.043(4) -0.001(3) 0.000(3) 0.007(4) 
C19 0.060(5) 0.054(5) 0.055(4) 0.009(4) 0.013(4) 0.024(4) 
C20 0.106(8) 0.104(7) 0.052(5) 0.019(5) 0.020(5) 0.047(6) 
C21 0.137(9) 0.093(7) 0.053(5) 0.019(5) 0.007(5) 0.043(7) 
C22 0.130(9) 0.076(6) 0.049(5) 0.006(4) 0.007(5) 0.015(6) 
C23 0.137(10) 0.158(10) 0.061(5) 0.043(6) 0.038(6) 0.055(9) 
C24 0.120(8) 0.088(7) 0.057(5) 0.009(5) 0.015(5) 0.053(6) 
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Fe C1 1.994(7) . ? 
Fe C6 2.008(6) . ? 
Fe C5 2.014(7) . ? 
Fe C7 2.017(6) . ? 
Fe C10 2.023(6) . ? 
Fe C2 2.028(7) . ? 
Fe C9 2.052(7) . ? 
Fe C4 2.053(6) . ? 
Fe C3 2.056(6) . ? 
Fe C8 2.059(7) . ? 
O C11 1.438(7) . ? 
O C18 1.446(7) . ? 
C1 C5 1.406(9) . ? 
C1 C2 1.407(9) . ? 
C1 C11 1.533(9) . ? 
C2 C3 1.412(9) . ? 
C3 C4 1.402(9) . ? 
C4 C5 1.415(9) . ? 
C6 C10 1.413(9) . ? 
C6 C7 1.432(9) . ? 
C6 C18 1.499(8) . ? 
C7 C8 1.408(9) . ? 
C8 C9 1.397(9) . ? 
C9 C10 1.413(9) . ? 
C11 C12 1.462(9) . ? 
C12 C13 1.528(9) . ? 
C12 C17 1.540(9) . ? 
C13 C14 1.509(10) . ? 
C14 C15 1.509(10) . ? 
C15 C16 1.479(10) . ? 
C16 C17 1.519(11) . ? 
C18 C19 1.501(9) . ? 
C19 C24 1.481(9) . ? 
C19 C20 1.526(10) . ? 
C20 C21 1.548(10) . ? 
C21 C22 1.462(10) . ? 
C22 C23 1.479(12) . ? 
C23 C24 1.545(10) . ? 
  
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C1 Fe C6 96.8(3) . . ? 
C1 Fe C5 41.1(3) . . ? 
C6 Fe C5 115.3(3) . . ? 
C1 Fe C7 116.8(3) . . ? 
C6 Fe C7 41.7(2) . . ? 
C5 Fe C7 152.9(3) . . ? 
C1 Fe C10 114.8(3) . . ? 
C6 Fe C10 41.1(2) . . ? 
C5 Fe C10 103.9(3) . . ? 
C7 Fe C10 68.3(3) . . ? 
C1 Fe C2 40.9(3) . . ? 
C6 Fe C2 115.6(3) . . ? 
C5 Fe C2 68.0(3) . . ? 
C7 Fe C2 105.8(3) . . ? 
C10 Fe C2 151.2(3) . . ? 
C1 Fe C9 154.0(3) . . ? 
C6 Fe C9 68.9(3) . . ? 
C5 Fe C9 124.5(3) . . ? 
C7 Fe C9 67.2(3) . . ? 
C10 Fe C9 40.6(3) . . ? 
C2 Fe C9 164.9(3) . . ? 
C1 Fe C4 69.2(3) . . ? 
C6 Fe C4 154.7(3) . . ? 
C5 Fe C4 40.7(3) . . ? 
C7 Fe C4 163.5(3) . . ? 
C10 Fe C4 124.7(3) . . ? 
C2 Fe C4 67.9(3) . . ? 
C9 Fe C4 114.8(3) . . ? 
C1 Fe C3 68.8(3) . . ? 
C6 Fe C3 154.9(3) . . ? 
C5 Fe C3 67.7(3) . . ? 
C7 Fe C3 125.7(3) . . ? 
C10 Fe C3 163.6(3) . . ? 
C2 Fe C3 40.5(3) . . ? 
C9 Fe C3 131.9(3) . . ? 
C4 Fe C3 39.9(3) . . ? 
C1 Fe C8 156.2(3) . . ? 
C6 Fe C8 69.7(3) . . ? 
C5 Fe C8 162.6(3) . . ? 
C7 Fe C8 40.4(2) . . ? 
C10 Fe C8 68.2(3) . . ? 
C2 Fe C8 126.4(3) . . ? 
C9 Fe C8 39.7(3) . . ? 
C4 Fe C8 130.3(3) . . ? 
C3 Fe C8 115.6(3) . . ? 
C11 O C18 115.7(5) . . ? 
C5 C1 C2 107.0(6) . . ? 
C5 C1 C11 127.5(6) . . ? 
C2 C1 C11 125.4(7) . . ? 
C5 C1 Fe 70.3(4) . . ? 
C2 C1 Fe 70.8(4) . . ? 
C11 C1 Fe 120.4(4) . . ? 
C1 C2 C3 108.5(7) . . ? 
C1 C2 Fe 68.2(4) . . ? 
C3 C2 Fe 70.8(4) . . ? 
C4 C3 C2 108.2(6) . . ? 
C4 C3 Fe 70.0(4) . . ? 
C2 C3 Fe 68.7(4) . . ? 
C3 C4 C5 107.1(6) . . ? 
C3 C4 Fe 70.1(4) . . ? 
C5 C4 Fe 68.2(4) . . ? 
C1 C5 C4 109.1(6) . . ? 
C1 C5 Fe 68.7(4) . . ? 
C4 C5 Fe 71.1(4) . . ? 
C10 C6 C7 105.6(6) . . ? 
C10 C6 C18 127.7(6) . . ? 
C7 C6 C18 126.6(6) . . ? 
C10 C6 Fe 70.0(4) . . ? 
C7 C6 Fe 69.5(4) . . ? 
C18 C6 Fe 121.9(4) . . ? 
C8 C7 C6 109.8(6) . . ? 
C8 C7 Fe 71.4(4) . . ? 
C6 C7 Fe 68.8(4) . . ? 
C9 C8 C7 106.8(6) . . ? 
C9 C8 Fe 69.9(4) . . ? 
C7 C8 Fe 68.2(4) . . ? 
C8 C9 C10 109.2(7) . . ? 
C8 C9 Fe 70.4(4) . . ? 
C10 C9 Fe 68.6(4) . . ? 
C9 C10 C6 108.7(6) . . ? 
C9 C10 Fe 70.8(4) . . ? 
C6 C10 Fe 68.9(4) . . ? 
O C11 C12 109.0(6) . . ? 
O C11 C1 112.1(6) . . ? 
C12 C11 C1 114.9(6) . . ? 
C11 C12 C13 113.3(6) . . ? 
C11 C12 C17 114.6(6) . . ? 
C13 C12 C17 108.3(6) . . ? 
C14 C13 C12 109.8(7) . . ? 
C15 C14 C13 111.3(7) . . ? 
C16 C15 C14 112.4(7) . . ? 
C15 C16 C17 111.1(7) . . ? 
C16 C17 C12 110.9(7) . . ? 
O C18 C6 110.9(5) . . ? 
O C18 C19 107.0(5) . . ? 
C6 C18 C19 113.5(6) . . ? 
C24 C19 C18 113.9(6) . . ? 
C24 C19 C20 108.4(6) . . ? 
C18 C19 C20 110.2(6) . . ? 
C19 C20 C21 112.3(7) . . ? 
C22 C21 C20 111.9(7) . . ? 
C21 C22 C23 111.3(8) . . ? 
C22 C23 C24 112.2(7) . . ? 
C19 C24 C23 113.1(7) . . ? 
  
_refine_diff_density_max    0.544 
_refine_diff_density_min   -0.291 
_refine_diff_density_rms    0.068