# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Monika Ali Khan' ; Department of Chemistry, University of Bath. Claverton Down. Bath. BA2 7AY United Kingdon ; 'John Lowe' ; Department of Chemistry, University of Bath. Claverton Down. Bath. BA2 7AY United Kingdon ; 'Andrew Johnson' ; Department of Chemistry, University of Bath. Claverton Down. Bath. BA2 7AY United Kingdon ; 'Stewart Alan' ; Prosidion Limited, Windrush Court, Watlington Road, Oxford, OX4 6LT, UK ; 'Simon Lewis' ; Department of Chemistry, University of Bath. Claverton Down. Bath. BA2 7AY United Kingdon ; _publ_contact_author_name 'Simon Lewis' _publ_contact_author_email s.e.lewis@bath.ac.uk _publ_section_title ; Accessing the antipodal series in microbial arene oxidation: a novel diene rearrangement induced by tricarbonyliron(0) complexation ; _publ_contact_author_address ; Department of Chemistry University of Bath Bath, BA2 7AY United Kingdom ; _publ_contact_author_fax '+44 (0) 1225 386231' _publ_contact_author_phone '+44 (0) 1225 386568' # Attachment 'Compound-9.cif.txt' data_9 _database_code_depnum_ccdc_archive 'CCDC 768284' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Compound 9' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H14 Fe O7' _chemical_formula_weight 350.10 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.1710(4) _cell_length_b 7.2170(4) _cell_length_c 10.6320(6) _cell_angle_alpha 90.00 _cell_angle_beta 110.426(3) _cell_angle_gamma 90.00 _cell_volume 731.36(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6905 _cell_measurement_theta_min 4.82 _cell_measurement_theta_max 30.45 _exptl_crystal_description Rod _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 1.063 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 0.885 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995)' _exptl_special_details ; ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa CCD Diffractometer' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6905 _diffrn_reflns_av_R_equivalents 0.0685 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.82 _diffrn_reflns_theta_max 30.45 _reflns_number_total 3713 _reflns_number_gt 3566 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa CCD' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0774P)^2^+0.0897P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.058(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.003(16) _refine_ls_number_reflns 3713 _refine_ls_number_parameters 203 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1107 _refine_ls_wR_factor_gt 0.1056 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.14134(3) 0.12644(5) -0.80937(3) 0.01881(12) Uani 1 1 d . . . O1 O 0.0815(2) -0.1127(3) -0.6360(2) 0.0376(5) Uani 1 1 d . . . O2 O -0.0049(3) 0.4781(3) -0.6993(3) 0.0425(6) Uani 1 1 d . . . O3 O -0.0583(2) 0.1748(4) -1.0468(2) 0.0447(7) Uani 1 1 d . . . O4 O -0.2699(2) -0.3871(3) -0.97593(17) 0.0283(4) Uani 1 1 d . . . O5 O -0.2933(2) -0.1313(3) -1.10333(17) 0.0254(4) Uani 1 1 d . . . O6 O -0.4069(2) -0.0722(3) -0.61640(19) 0.0259(4) Uani 1 1 d . . . O7 O -0.43134(19) -0.2719(3) -0.78693(17) 0.0217(3) Uani 1 1 d . . . C1 C -0.0047(3) -0.0215(4) -0.7051(3) 0.0249(5) Uani 1 1 d . . . C2 C -0.0584(3) 0.3441(4) -0.7461(3) 0.0271(5) Uani 1 1 d . . . C3 C -0.0933(3) 0.1510(5) -0.9584(3) 0.0283(6) Uani 1 1 d . . . C11 C -0.2873(2) -0.0915(3) -0.8809(2) 0.0177(4) Uani 1 1 d . . . C12 C -0.3520(2) 0.0869(3) -0.9169(2) 0.0187(4) Uani 1 1 d . . . H12 H -0.4023 0.1206 -1.0073 0.022 Uiso 1 1 calc R . . C13 C -0.3357(2) 0.2096(3) -0.8081(2) 0.0215(4) Uani 1 1 d . . . H13 H -0.3752 0.3305 -0.8207 0.026 Uiso 1 1 calc R . . C14 C -0.2556(2) 0.1388(4) -0.6780(2) 0.0216(4) Uani 1 1 d . . . H14 H -0.1890 0.2160 -0.6148 0.026 Uiso 1 1 calc R . . C15 C -0.2765(2) -0.0572(3) -0.6410(2) 0.0197(4) Uani 1 1 d . . . H15 H -0.1962 -0.0972 -0.5601 0.024 Uiso 1 1 calc R . . C16 C -0.2951(2) -0.1913(3) -0.7587(2) 0.0184(4) Uani 1 1 d . . . H16 H -0.2217 -0.2902 -0.7307 0.022 Uiso 1 1 calc R . . C17 C -0.2818(2) -0.2211(3) -0.9881(2) 0.0191(4) Uani 1 1 d . . . C18 C -0.2957(3) -0.2486(4) -1.2143(3) 0.0280(5) Uani 1 1 d . . . H18A H -0.2189 -0.3386 -1.1838 0.042 Uiso 1 1 calc R . . H18B H -0.2843 -0.1723 -1.2861 0.042 Uiso 1 1 calc R . . H18C H -0.3855 -0.3145 -1.2483 0.042 Uiso 1 1 calc R . . C19 C -0.4668(3) -0.2481(3) -0.6694(2) 0.0214(4) Uani 1 1 d . . . C20 C -0.6245(3) -0.2361(4) -0.7108(3) 0.0325(6) Uani 1 1 d . . . H20A H -0.6600 -0.1422 -0.7811 0.049 Uiso 1 1 calc R . . H20B H -0.6497 -0.2016 -0.6329 0.049 Uiso 1 1 calc R . . H20C H -0.6660 -0.3566 -0.7450 0.049 Uiso 1 1 calc R . . C21 C -0.4037(3) -0.4032(4) -0.5701(2) 0.0295(6) Uani 1 1 d . . . H21A H -0.4310 -0.5231 -0.6149 0.044 Uiso 1 1 calc R . . H21B H -0.4381 -0.3941 -0.4950 0.044 Uiso 1 1 calc R . . H21C H -0.3012 -0.3923 -0.5363 0.044 Uiso 1 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 Fe1 0.01833(16) 0.01760(16) 0.01889(16) -0.00004(12) 0.00446(10) -0.00058(13) O1 0.0263(10) 0.0328(11) 0.0437(12) 0.0085(9) -0.0005(8) 0.0036(8) O2 0.0393(12) 0.0256(11) 0.0531(14) -0.0049(10) 0.0040(10) -0.0083(9) O3 0.0389(11) 0.065(2) 0.0318(10) 0.0008(10) 0.0147(9) -0.0134(11) O4 0.0423(9) 0.0196(8) 0.0250(7) -0.0018(8) 0.0143(7) 0.0019(9) O5 0.0398(10) 0.0213(9) 0.0169(7) -0.0026(6) 0.0122(7) 0.0001(7) O6 0.0278(9) 0.0237(9) 0.0308(9) -0.0120(7) 0.0160(7) -0.0066(7) O7 0.0247(8) 0.0239(9) 0.0153(7) -0.0024(6) 0.0055(6) -0.0050(6) C1 0.0212(11) 0.0242(12) 0.0280(11) -0.0024(9) 0.0070(9) -0.0040(9) C2 0.0269(12) 0.0224(12) 0.0300(12) 0.0002(9) 0.0074(9) -0.0018(9) C3 0.0218(9) 0.0347(17) 0.0274(10) -0.0006(11) 0.0073(8) -0.0044(10) C11 0.0198(9) 0.0163(9) 0.0155(8) -0.0023(7) 0.0044(7) -0.0020(7) C12 0.0188(9) 0.0167(12) 0.0195(9) -0.0017(7) 0.0055(7) 0.0001(6) C13 0.0221(10) 0.0182(10) 0.0238(10) -0.0019(8) 0.0075(8) 0.0024(8) C14 0.0225(9) 0.0209(10) 0.0201(8) -0.0045(10) 0.0057(7) -0.0041(10) C15 0.0203(9) 0.0231(11) 0.0154(9) -0.0031(8) 0.0058(7) -0.0018(8) C16 0.0193(9) 0.0175(10) 0.0164(8) -0.0006(7) 0.0037(7) 0.0000(7) C17 0.0197(9) 0.0199(10) 0.0174(9) 0.0007(7) 0.0062(7) 0.0008(8) C18 0.0414(13) 0.0244(12) 0.0213(11) -0.0062(9) 0.0149(10) -0.0008(10) C19 0.0246(10) 0.0194(10) 0.0225(10) -0.0060(8) 0.0111(8) -0.0029(8) C20 0.0253(11) 0.0251(12) 0.0507(16) -0.0099(11) 0.0179(11) -0.0025(10) C21 0.0387(13) 0.0283(17) 0.0225(10) 0.0051(9) 0.0120(9) -0.0019(10) _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 Fe1 C1 1.796(3) . ? Fe1 C2 1.799(3) . ? Fe1 C3 1.822(3) . ? Fe1 C12 2.066(2) . ? Fe1 C13 2.070(2) . ? Fe1 C14 2.108(2) . ? Fe1 C11 2.113(2) . ? O1 C1 1.137(4) . ? O2 C2 1.135(4) . ? O3 C3 1.128(3) . ? O4 C17 1.206(3) . ? O5 C17 1.355(3) . ? O5 C18 1.445(3) . ? O6 C19 1.435(3) . ? O6 C15 1.443(3) . ? O7 C19 1.426(3) . ? O7 C16 1.435(3) . ? C11 C12 1.435(3) . ? C11 C17 1.490(3) . ? C11 C16 1.512(3) . ? C12 C13 1.420(3) . ? C12 H12 0.9500 . ? C13 C14 1.432(3) . ? C13 H13 0.9500 . ? C14 C15 1.503(4) . ? C14 H14 0.9500 . ? C15 C16 1.540(3) . ? C15 H15 1.0000 . ? C16 H16 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.510(4) . ? C19 C21 1.519(4) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 Fe1 C2 97.32(13) . . ? C1 Fe1 C3 102.14(13) . . ? C2 Fe1 C3 90.39(13) . . ? C1 Fe1 C12 133.55(11) . . ? C2 Fe1 C12 126.01(11) . . ? C3 Fe1 C12 94.21(10) . . ? C1 Fe1 C13 134.67(11) . . ? C2 Fe1 C13 93.94(12) . . ? C3 Fe1 C13 121.59(11) . . ? C12 Fe1 C13 40.15(9) . . ? C1 Fe1 C14 95.89(11) . . ? C2 Fe1 C14 90.60(12) . . ? C3 Fe1 C14 161.66(11) . . ? C12 Fe1 C14 70.57(8) . . ? C13 Fe1 C14 40.08(9) . . ? C1 Fe1 C11 94.29(11) . . ? C2 Fe1 C11 164.42(11) . . ? C3 Fe1 C11 97.31(11) . . ? C12 Fe1 C11 40.16(8) . . ? C13 Fe1 C11 70.49(10) . . ? C14 Fe1 C11 77.86(10) . . ? C17 O5 C18 115.4(2) . . ? C19 O6 C15 106.60(17) . . ? C19 O7 C16 106.80(17) . . ? O1 C1 Fe1 178.1(3) . . ? O2 C2 Fe1 176.3(3) . . ? O3 C3 Fe1 175.8(3) . . ? C12 C11 C17 119.70(19) . . ? C12 C11 C16 120.0(2) . . ? C17 C11 C16 112.6(2) . . ? C12 C11 Fe1 68.14(12) . . ? C17 C11 Fe1 122.25(16) . . ? C16 C11 Fe1 106.63(14) . . ? C13 C12 C11 115.5(2) . . ? C13 C12 Fe1 70.10(13) . . ? C11 C12 Fe1 71.71(12) . . ? C13 C12 H12 122.3 . . ? C11 C12 H12 122.3 . . ? Fe1 C12 H12 127.8 . . ? C12 C13 C14 115.4(2) . . ? C12 C13 Fe1 69.75(13) . . ? C14 C13 Fe1 71.37(13) . . ? C12 C13 H13 122.3 . . ? C14 C13 H13 122.3 . . ? Fe1 C13 H13 128.5 . . ? C13 C14 C15 120.2(2) . . ? C13 C14 Fe1 68.55(13) . . ? C15 C14 Fe1 107.12(16) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? Fe1 C14 H14 94.1 . . ? O6 C15 C14 109.94(19) . . ? O6 C15 C16 103.92(18) . . ? C14 C15 C16 111.55(18) . . ? O6 C15 H15 110.4 . . ? C14 C15 H15 110.4 . . ? C16 C15 H15 110.4 . . ? O7 C16 C11 110.49(17) . . ? O7 C16 C15 105.06(18) . . ? C11 C16 C15 111.73(19) . . ? O7 C16 H16 109.8 . . ? C11 C16 H16 109.8 . . ? C15 C16 H16 109.8 . . ? O4 C17 O5 123.1(2) . . ? O4 C17 C11 124.8(2) . . ? O5 C17 C11 112.1(2) . . ? O5 C18 H18A 109.5 . . ? O5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O7 C19 O6 104.40(19) . . ? O7 C19 C20 108.6(2) . . ? O6 C19 C20 109.0(2) . . ? O7 C19 C21 110.2(2) . . ? O6 C19 C21 111.1(2) . . ? C20 C19 C21 113.1(2) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Fe1 C1 O1 55(8) . . . . ? C3 Fe1 C1 O1 147(8) . . . . ? C12 Fe1 C1 O1 -105(8) . . . . ? C13 Fe1 C1 O1 -48(8) . . . . ? C14 Fe1 C1 O1 -37(8) . . . . ? C11 Fe1 C1 O1 -115(8) . . . . ? C1 Fe1 C2 O2 -51(4) . . . . ? C3 Fe1 C2 O2 -153(4) . . . . ? C12 Fe1 C2 O2 111(4) . . . . ? C13 Fe1 C2 O2 85(4) . . . . ? C14 Fe1 C2 O2 45(4) . . . . ? C11 Fe1 C2 O2 87(4) . . . . ? C1 Fe1 C3 O3 -85(4) . . . . ? C2 Fe1 C3 O3 12(4) . . . . ? C12 Fe1 C3 O3 139(4) . . . . ? C13 Fe1 C3 O3 107(4) . . . . ? C14 Fe1 C3 O3 106(4) . . . . ? C11 Fe1 C3 O3 179(100) . . . . ? C1 Fe1 C11 C12 169.29(14) . . . . ? C2 Fe1 C11 C12 31.2(4) . . . . ? C3 Fe1 C11 C12 -87.86(15) . . . . ? C13 Fe1 C11 C12 33.12(13) . . . . ? C14 Fe1 C11 C12 74.17(14) . . . . ? C1 Fe1 C11 C17 -78.5(2) . . . . ? C2 Fe1 C11 C17 143.4(4) . . . . ? C3 Fe1 C11 C17 24.4(2) . . . . ? C12 Fe1 C11 C17 112.2(2) . . . . ? C13 Fe1 C11 C17 145.3(2) . . . . ? C14 Fe1 C11 C17 -173.6(2) . . . . ? C1 Fe1 C11 C16 53.06(17) . . . . ? C2 Fe1 C11 C16 -85.0(4) . . . . ? C3 Fe1 C11 C16 155.91(17) . . . . ? C12 Fe1 C11 C16 -116.2(2) . . . . ? C13 Fe1 C11 C16 -83.11(16) . . . . ? C14 Fe1 C11 C16 -42.06(15) . . . . ? C17 C11 C12 C13 -172.0(2) . . . . ? C16 C11 C12 C13 40.9(3) . . . . ? Fe1 C11 C12 C13 -56.31(17) . . . . ? C17 C11 C12 Fe1 -115.7(2) . . . . ? C16 C11 C12 Fe1 97.16(18) . . . . ? C1 Fe1 C12 C13 112.18(17) . . . . ? C2 Fe1 C12 C13 -43.11(19) . . . . ? C3 Fe1 C12 C13 -136.66(16) . . . . ? C14 Fe1 C12 C13 32.84(15) . . . . ? C11 Fe1 C12 C13 126.99(19) . . . . ? C1 Fe1 C12 C11 -14.81(19) . . . . ? C2 Fe1 C12 C11 -170.09(15) . . . . ? C3 Fe1 C12 C11 96.35(16) . . . . ? C13 Fe1 C12 C11 -126.99(19) . . . . ? C14 Fe1 C12 C11 -94.14(15) . . . . ? C11 C12 C13 C14 0.7(3) . . . . ? Fe1 C12 C13 C14 -56.46(19) . . . . ? C11 C12 C13 Fe1 57.16(17) . . . . ? C1 Fe1 C13 C12 -109.31(17) . . . . ? C2 Fe1 C13 C12 146.35(15) . . . . ? C3 Fe1 C13 C12 53.47(18) . . . . ? C14 Fe1 C13 C12 -127.4(2) . . . . ? C11 Fe1 C13 C12 -33.13(13) . . . . ? C1 Fe1 C13 C14 18.1(2) . . . . ? C2 Fe1 C13 C14 -86.24(18) . . . . ? C3 Fe1 C13 C14 -179.13(18) . . . . ? C12 Fe1 C13 C14 127.4(2) . . . . ? C11 Fe1 C13 C14 94.27(17) . . . . ? C12 C13 C14 C15 -42.3(3) . . . . ? Fe1 C13 C14 C15 -97.9(2) . . . . ? C12 C13 C14 Fe1 55.61(18) . . . . ? C1 Fe1 C14 C13 -167.17(16) . . . . ? C2 Fe1 C14 C13 95.41(17) . . . . ? C3 Fe1 C14 C13 2.4(5) . . . . ? C12 Fe1 C14 C13 -32.90(14) . . . . ? C11 Fe1 C14 C13 -74.04(16) . . . . ? C1 Fe1 C14 C15 -50.73(17) . . . . ? C2 Fe1 C14 C15 -148.15(16) . . . . ? C3 Fe1 C14 C15 118.8(4) . . . . ? C12 Fe1 C14 C15 83.54(15) . . . . ? C13 Fe1 C14 C15 116.4(2) . . . . ? C11 Fe1 C14 C15 42.40(14) . . . . ? C19 O6 C15 C14 142.16(19) . . . . ? C19 O6 C15 C16 22.7(2) . . . . ? C13 C14 C15 O6 -74.4(3) . . . . ? Fe1 C14 C15 O6 -149.13(14) . . . . ? C13 C14 C15 C16 40.3(3) . . . . ? Fe1 C14 C15 C16 -34.4(2) . . . . ? C19 O7 C16 C11 -141.2(2) . . . . ? C19 O7 C16 C15 -20.6(2) . . . . ? C12 C11 C16 O7 76.7(3) . . . . ? C17 C11 C16 O7 -72.6(2) . . . . ? Fe1 C11 C16 O7 150.65(16) . . . . ? C12 C11 C16 C15 -39.9(3) . . . . ? C17 C11 C16 C15 170.78(18) . . . . ? Fe1 C11 C16 C15 34.1(2) . . . . ? O6 C15 C16 O7 -1.4(2) . . . . ? C14 C15 C16 O7 -119.75(19) . . . . ? O6 C15 C16 C11 118.5(2) . . . . ? C14 C15 C16 C11 0.1(3) . . . . ? C18 O5 C17 O4 2.3(3) . . . . ? C18 O5 C17 C11 -177.2(2) . . . . ? C12 C11 C17 O4 -156.9(2) . . . . ? C16 C11 C17 O4 -7.4(3) . . . . ? Fe1 C11 C17 O4 121.6(2) . . . . ? C12 C11 C17 O5 22.5(3) . . . . ? C16 C11 C17 O5 171.96(19) . . . . ? Fe1 C11 C17 O5 -59.0(2) . . . . ? C16 O7 C19 O6 35.1(2) . . . . ? C16 O7 C19 C20 151.3(2) . . . . ? C16 O7 C19 C21 -84.3(2) . . . . ? C15 O6 C19 O7 -36.1(2) . . . . ? C15 O6 C19 C20 -152.0(2) . . . . ? C15 O6 C19 C21 82.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 30.45 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 0.400 _refine_diff_density_min -0.630 _refine_diff_density_rms 0.079