# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author ; Weng Kee Leong Division of Chemistry and Biological Chemistry Nanyang Technological University 21 Nanyang Link Singapore 637371 ; _publ_contact_author_phone (65)-6592-7577 _publ_contact_author_fax (65)-6791-1961 _publ_contact_author_email chmlwk@ntu.edu.sg _publ_requested_coeditor_name ? _publ_contact_author_name 'Weng Kee Leong' loop_ _publ_author_name 'Yong Leng Tan' 'Pascal Pigeon' 'Siden Top' 'Eric Labbe' 'Olivier Buriez' 'Elizabeth Hillard' 'Anne Vessieres.C Amatore.Weng Kee Leong' #==================================================================== # CRYSTAL DATA FOR COMPOUND E-2c #==================================================================== data_lwk4s _database_code_depnum_ccdc_archive 'CCDC 829115' #TrackingRef '- cif for catechol paper (AMENDED).cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H26 Fe O' _chemical_formula_sum 'C31 H26 Fe O' _chemical_formula_weight 470.37 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' O O 0.0106 0.0060 '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' _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 14.950(2) _cell_length_b 9.9214(13) _cell_length_c 15.579(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.413(7) _cell_angle_gamma 90.00 _cell_volume 2285.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9425 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.10 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.682 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7722 _exptl_absorpt_correction_T_max 0.9350 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 49324 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4676 _reflns_number_gt 3414 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. C-O bond lengths for the disordered parts were restrained to be the same. ; _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^)+(0.0674P)^2^+2.3749P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4676 _refine_ls_number_parameters 308 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0773 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1543 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.220 _refine_ls_restrained_S_all 1.276 _refine_ls_shift/su_max 0.001 _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 0.68765(3) 0.49232(4) 0.49470(3) 0.02295(17) Uani 1 1 d . . . C1 C 0.5041(2) 0.8005(4) 0.6879(2) 0.0297(7) Uani 1 1 d . . . H1B H 0.5022 0.7110 0.7093 0.036 Uiso 1 1 calc R . . C2 C 0.4306(2) 0.8856(4) 0.6894(2) 0.0363(9) Uani 1 1 d . . . H2 H 0.3785 0.8533 0.7111 0.044 Uiso 1 1 calc R . . C3 C 0.4322(3) 1.0154(4) 0.6600(2) 0.0389(9) Uani 1 1 d . . . H3 H 0.3823 1.0736 0.6628 0.047 Uiso 1 1 calc R . . C4 C 0.5072(3) 1.0612(4) 0.6262(2) 0.0397(9) Uani 1 1 d . . . H4 H 0.5083 1.1508 0.6049 0.048 Uiso 1 1 calc R . . C5 C 0.5803(3) 0.9776(3) 0.6232(2) 0.0322(8) Uani 1 1 d . . . H5 H 0.6311 1.0099 0.5991 0.039 Uiso 1 1 calc R . . C6 C 0.5808(2) 0.8456(3) 0.65507(19) 0.0260(7) Uani 1 1 d . . . C7 C 0.6634(2) 0.7561(3) 0.6600(2) 0.0259(7) Uani 1 1 d . . . H7A H 0.6440 0.6609 0.6624 0.031 Uiso 1 1 calc R . . H7B H 0.7040 0.7759 0.7147 0.031 Uiso 1 1 calc R . . C8 C 0.7166(2) 0.7729(3) 0.5841(2) 0.0247(7) Uani 1 1 d . . . C9 C 0.7883(2) 0.8556(3) 0.5892(2) 0.0253(7) Uani 1 1 d . . . C10 C 0.8269(2) 0.9309(3) 0.6694(2) 0.0291(7) Uani 1 1 d . A . C11 C 0.8680(3) 0.8659(4) 0.7439(2) 0.0378(9) Uani 1 1 d . . . H11 H 0.8701 0.7702 0.7460 0.045 Uiso 1 1 calc R . . C12 C 0.9065(3) 0.9419(5) 0.8160(3) 0.0531(12) Uani 1 1 d D A . H12 H 0.9339 0.8972 0.8671 0.064 Uiso 1 1 calc R . . C13 C 0.9048(3) 1.0801(5) 0.8135(3) 0.0534(12) Uani 1 1 d . . . H13 H 0.9309 1.1306 0.8627 0.064 Uiso 0.645(8) 1 calc PR A 1 O1 O 0.9376(5) 1.1676(8) 0.8765(5) 0.052(3) Uani 0.355(8) 1 d PD A 2 H1 H 0.9282 1.2469 0.8584 0.077 Uiso 0.355(8) 1 calc PR A 2 C14 C 0.8651(3) 1.1455(4) 0.7393(3) 0.0480(11) Uani 1 1 d D A . H14 H 0.8641 1.2412 0.7371 0.058 Uiso 1 1 calc R . . C15 C 0.8269(3) 1.0712(4) 0.6681(3) 0.0355(8) Uani 1 1 d . . . H15 H 0.7999 1.1170 0.6173 0.043 Uiso 1 1 calc R A . C16 C 0.8329(2) 0.8907(3) 0.5121(2) 0.0274(7) Uani 1 1 d . A . C17 C 0.7888(3) 0.9730(3) 0.4473(2) 0.0334(8) Uani 1 1 d . . . H17 H 0.7305 1.0069 0.4529 0.040 Uiso 1 1 calc R . . C18 C 0.8268(3) 1.0067(4) 0.3753(2) 0.0414(10) Uani 1 1 d D A . H18 H 0.7946 1.0615 0.3312 0.050 Uiso 1 1 calc R . . C19 C 0.9118(4) 0.9607(5) 0.3675(3) 0.0532(12) Uani 1 1 d . . . H19 H 0.9387 0.9848 0.3181 0.064 Uiso 0.355(8) 1 calc PR A 2 O1A O 0.9393(3) 1.0112(5) 0.2944(3) 0.0598(18) Uani 0.645(8) 1 d PD A 1 H1A H 0.9924 0.9856 0.2918 0.090 Uiso 0.645(8) 1 calc PR A 1 C20 C 0.9585(3) 0.8794(5) 0.4309(3) 0.0544(12) Uani 1 1 d D A . H20 H 1.0170 0.8469 0.4250 0.065 Uiso 1 1 calc R . . C21 C 0.9186(3) 0.8454(4) 0.5041(3) 0.0428(9) Uani 1 1 d . . . H21 H 0.9508 0.7910 0.5484 0.051 Uiso 1 1 calc R A . C22 C 0.6794(2) 0.6976(3) 0.50484(19) 0.0242(7) Uani 1 1 d . . . C23 C 0.5912(2) 0.6385(3) 0.4897(2) 0.0257(7) Uani 1 1 d . . . H23 H 0.5442 0.6456 0.5291 0.031 Uiso 1 1 calc R . . C24 C 0.5816(2) 0.5668(3) 0.4096(2) 0.0304(8) Uani 1 1 d . . . H24 H 0.5270 0.5150 0.3834 0.037 Uiso 1 1 calc R . . C25 C 0.6639(3) 0.5790(3) 0.3744(2) 0.0310(8) Uani 1 1 d . . . H25 H 0.6771 0.5377 0.3190 0.037 Uiso 1 1 calc R . . C26 C 0.7240(3) 0.6590(3) 0.4321(2) 0.0288(7) Uani 1 1 d . . . H26 H 0.7872 0.6838 0.4242 0.035 Uiso 1 1 calc R . . C27 C 0.6729(3) 0.3593(3) 0.5930(2) 0.0324(8) Uani 1 1 d . . . H27 H 0.6249 0.3625 0.6314 0.039 Uiso 1 1 calc R . . C28 C 0.7578(3) 0.4236(3) 0.6087(2) 0.0358(9) Uani 1 1 d . . . H28 H 0.7806 0.4800 0.6605 0.043 Uiso 1 1 calc R . . C29 C 0.8057(3) 0.3943(4) 0.5377(3) 0.0369(8) Uani 1 1 d . . . H29 H 0.8679 0.4259 0.5313 0.044 Uiso 1 1 calc R . . C30 C 0.7492(3) 0.3123(3) 0.4784(2) 0.0358(8) Uani 1 1 d . . . H30 H 0.7644 0.2763 0.4223 0.043 Uiso 1 1 calc R . . C31 C 0.6672(3) 0.2901(3) 0.5120(2) 0.0319(8) Uani 1 1 d . . . H31 H 0.6145 0.2362 0.4837 0.038 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 0.0373(3) 0.0166(2) 0.0154(2) 0.00102(16) 0.00533(18) 0.00070(18) C1 0.037(2) 0.0348(18) 0.0169(15) -0.0045(13) 0.0037(14) -0.0044(15) C2 0.031(2) 0.057(2) 0.0212(17) -0.0116(16) 0.0038(14) -0.0007(17) C3 0.036(2) 0.047(2) 0.033(2) -0.0150(16) 0.0022(16) 0.0100(17) C4 0.048(2) 0.031(2) 0.039(2) -0.0022(16) 0.0062(18) 0.0081(17) C5 0.037(2) 0.0291(18) 0.0318(18) 0.0015(14) 0.0095(15) 0.0022(14) C6 0.0345(19) 0.0275(17) 0.0162(15) -0.0050(12) 0.0049(13) -0.0009(13) C7 0.0370(19) 0.0216(15) 0.0200(15) 0.0019(12) 0.0070(13) -0.0013(13) C8 0.0344(19) 0.0170(15) 0.0233(16) 0.0026(12) 0.0063(14) 0.0027(12) C9 0.0345(19) 0.0181(15) 0.0239(16) 0.0017(12) 0.0065(14) 0.0037(13) C10 0.0310(19) 0.0286(18) 0.0285(17) -0.0032(14) 0.0073(14) -0.0031(14) C11 0.043(2) 0.040(2) 0.0300(19) 0.0028(16) 0.0008(16) -0.0101(16) C12 0.056(3) 0.075(3) 0.026(2) -0.002(2) 0.0003(19) -0.023(2) C13 0.051(3) 0.067(3) 0.043(2) -0.028(2) 0.012(2) -0.025(2) O1 0.049(5) 0.056(5) 0.044(5) -0.024(4) -0.015(4) -0.005(4) C14 0.051(3) 0.040(2) 0.056(3) -0.023(2) 0.018(2) -0.0117(19) C15 0.037(2) 0.0280(19) 0.043(2) -0.0074(15) 0.0111(16) -0.0011(15) C16 0.032(2) 0.0239(16) 0.0263(17) -0.0022(13) 0.0056(14) -0.0056(13) C17 0.049(2) 0.0258(17) 0.0241(17) -0.0024(13) 0.0007(15) -0.0071(15) C18 0.067(3) 0.030(2) 0.0258(18) 0.0009(14) 0.0043(18) -0.0106(18) C19 0.075(3) 0.054(3) 0.032(2) 0.0016(19) 0.014(2) -0.033(2) O1A 0.046(3) 0.082(4) 0.059(3) 0.029(3) 0.034(2) 0.006(2) C20 0.040(2) 0.072(3) 0.057(3) -0.007(2) 0.026(2) -0.009(2) C21 0.045(2) 0.045(2) 0.041(2) 0.0044(17) 0.0131(18) 0.0020(18) C22 0.038(2) 0.0174(15) 0.0171(15) 0.0044(11) 0.0039(13) 0.0012(13) C23 0.0356(19) 0.0195(15) 0.0222(16) 0.0047(12) 0.0050(14) 0.0019(13) C24 0.043(2) 0.0226(16) 0.0237(16) 0.0039(13) -0.0022(15) -0.0015(14) C25 0.056(2) 0.0214(16) 0.0164(15) 0.0036(12) 0.0069(15) -0.0008(15) C26 0.046(2) 0.0201(16) 0.0225(16) 0.0033(12) 0.0106(15) -0.0009(14) C27 0.054(2) 0.0207(16) 0.0243(17) 0.0078(13) 0.0104(16) 0.0080(15) C28 0.059(3) 0.0230(17) 0.0217(16) 0.0022(13) -0.0052(16) 0.0071(16) C29 0.040(2) 0.0267(18) 0.045(2) 0.0061(15) 0.0066(17) 0.0072(15) C30 0.055(2) 0.0212(17) 0.0340(19) 0.0018(14) 0.0154(17) 0.0091(15) C31 0.053(2) 0.0179(16) 0.0242(17) 0.0040(12) 0.0039(15) 0.0023(14) _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 C26 2.034(3) . ? Fe1 C23 2.039(3) . ? Fe1 C29 2.040(4) . ? Fe1 C30 2.042(3) . ? Fe1 C28 2.043(3) . ? Fe1 C25 2.045(3) . ? Fe1 C22 2.048(3) . ? Fe1 C24 2.050(3) . ? Fe1 C31 2.053(3) . ? Fe1 C27 2.058(3) . ? C1 C2 1.389(5) . ? C1 C6 1.395(5) . ? C2 C3 1.368(6) . ? C3 C4 1.382(6) . ? C4 C5 1.379(5) . ? C5 C6 1.400(5) . ? C6 C7 1.514(5) . ? C7 C8 1.528(4) . ? C8 C9 1.343(5) . ? C8 C22 1.481(4) . ? C9 C10 1.496(5) . ? C9 C16 1.498(4) . ? C10 C11 1.390(5) . ? C10 C15 1.392(5) . ? C11 C12 1.405(5) . ? C12 C13 1.371(7) . ? C13 O1 1.348(7) . ? C13 C14 1.382(7) . ? C14 C15 1.384(5) . ? C16 C21 1.381(5) . ? C16 C17 1.388(5) . ? C17 C18 1.370(5) . ? C18 C19 1.372(7) . ? C19 O1A 1.362(6) . ? C19 C20 1.383(7) . ? C20 C21 1.402(5) . ? C22 C23 1.431(5) . ? C22 C26 1.448(4) . ? C23 C24 1.425(4) . ? C24 C25 1.423(5) . ? C25 C26 1.418(5) . ? C27 C28 1.409(5) . ? C27 C31 1.429(5) . ? C28 C29 1.433(5) . ? C29 C30 1.415(5) . ? C30 C31 1.419(5) . ? 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 C26 Fe1 C23 68.94(13) . . ? C26 Fe1 C29 105.39(15) . . ? C23 Fe1 C29 157.62(14) . . ? C26 Fe1 C30 119.61(14) . . ? C23 Fe1 C30 161.19(15) . . ? C29 Fe1 C30 40.55(15) . . ? C26 Fe1 C28 123.30(15) . . ? C23 Fe1 C28 122.75(14) . . ? C29 Fe1 C28 41.11(15) . . ? C30 Fe1 C28 68.48(14) . . ? C26 Fe1 C25 40.68(13) . . ? C23 Fe1 C25 68.83(13) . . ? C29 Fe1 C25 121.79(15) . . ? C30 Fe1 C25 105.93(14) . . ? C28 Fe1 C25 159.26(16) . . ? C26 Fe1 C22 41.57(12) . . ? C23 Fe1 C22 41.00(13) . . ? C29 Fe1 C22 120.49(14) . . ? C30 Fe1 C22 155.88(14) . . ? C28 Fe1 C22 107.09(13) . . ? C25 Fe1 C22 69.41(12) . . ? C26 Fe1 C24 68.44(14) . . ? C23 Fe1 C24 40.78(13) . . ? C29 Fe1 C24 159.08(15) . . ? C30 Fe1 C24 123.71(15) . . ? C28 Fe1 C24 158.82(15) . . ? C25 Fe1 C24 40.68(14) . . ? C22 Fe1 C24 69.00(13) . . ? C26 Fe1 C31 155.87(13) . . ? C23 Fe1 C31 125.61(14) . . ? C29 Fe1 C31 68.26(15) . . ? C30 Fe1 C31 40.54(15) . . ? C28 Fe1 C31 68.11(14) . . ? C25 Fe1 C31 121.43(13) . . ? C22 Fe1 C31 161.81(14) . . ? C24 Fe1 C31 108.75(14) . . ? C26 Fe1 C27 160.66(14) . . ? C23 Fe1 C27 109.43(14) . . ? C29 Fe1 C27 68.40(15) . . ? C30 Fe1 C27 68.35(14) . . ? C28 Fe1 C27 40.19(15) . . ? C25 Fe1 C27 158.19(15) . . ? C22 Fe1 C27 124.49(13) . . ? C24 Fe1 C27 123.76(15) . . ? C31 Fe1 C27 40.68(13) . . ? C2 C1 C6 120.3(3) . . ? C3 C2 C1 120.9(4) . . ? C2 C3 C4 119.4(3) . . ? C5 C4 C3 120.4(4) . . ? C4 C5 C6 120.8(4) . . ? C1 C6 C5 118.0(3) . . ? C1 C6 C7 120.0(3) . . ? C5 C6 C7 121.9(3) . . ? C6 C7 C8 114.2(3) . . ? C9 C8 C22 123.9(3) . . ? C9 C8 C7 121.5(3) . . ? C22 C8 C7 114.6(3) . . ? C8 C9 C10 124.2(3) . . ? C8 C9 C16 122.6(3) . . ? C10 C9 C16 113.0(3) . . ? C11 C10 C15 118.4(3) . . ? C11 C10 C9 122.3(3) . . ? C15 C10 C9 119.2(3) . . ? C10 C11 C12 119.9(4) . . ? C13 C12 C11 120.7(4) . . ? O1 C13 C12 128.4(6) . . ? O1 C13 C14 111.9(5) . . ? C12 C13 C14 119.8(4) . . ? C13 C14 C15 119.8(4) . . ? C14 C15 C10 121.5(4) . . ? C21 C16 C17 118.3(3) . . ? C21 C16 C9 121.7(3) . . ? C17 C16 C9 120.0(3) . . ? C18 C17 C16 121.9(4) . . ? C17 C18 C19 119.4(4) . . ? O1A C19 C18 110.4(4) . . ? O1A C19 C20 129.0(5) . . ? C18 C19 C20 120.5(4) . . ? C19 C20 C21 119.4(4) . . ? C16 C21 C20 120.4(4) . . ? C23 C22 C26 106.4(3) . . ? C23 C22 C8 124.7(3) . . ? C26 C22 C8 128.8(3) . . ? C23 C22 Fe1 69.15(18) . . ? C26 C22 Fe1 68.71(17) . . ? C8 C22 Fe1 123.2(2) . . ? C24 C23 C22 108.7(3) . . ? C24 C23 Fe1 70.04(19) . . ? C22 C23 Fe1 69.85(18) . . ? C25 C24 C23 108.3(3) . . ? C25 C24 Fe1 69.47(19) . . ? C23 C24 Fe1 69.18(18) . . ? C26 C25 C24 107.9(3) . . ? C26 C25 Fe1 69.24(18) . . ? C24 C25 Fe1 69.85(18) . . ? C25 C26 C22 108.8(3) . . ? C25 C26 Fe1 70.08(18) . . ? C22 C26 Fe1 69.73(17) . . ? C28 C27 C31 107.8(3) . . ? C28 C27 Fe1 69.32(19) . . ? C31 C27 Fe1 69.47(18) . . ? C27 C28 C29 108.3(3) . . ? C27 C28 Fe1 70.49(19) . . ? C29 C28 Fe1 69.4(2) . . ? C30 C29 C28 107.6(3) . . ? C30 C29 Fe1 69.8(2) . . ? C28 C29 Fe1 69.5(2) . . ? C29 C30 C31 108.3(3) . . ? C29 C30 Fe1 69.7(2) . . ? C31 C30 Fe1 70.14(19) . . ? C30 C31 C27 108.0(3) . . ? C30 C31 Fe1 69.33(19) . . ? C27 C31 Fe1 69.85(18) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.564 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.137 #End================================================================= #==================================================================== # CRYSTAL DATA FOR COMPOUND Z-2d #==================================================================== data_enscp6 _database_code_depnum_ccdc_archive 'CCDC 829116' #TrackingRef '- cif for catechol paper (AMENDED).cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 Fe O' _chemical_formula_weight 456.34 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' O O 0.0106 0.0060 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7144(4) _cell_length_b 12.9617(5) _cell_length_c 17.6055(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.1240(10) _cell_angle_gamma 90.00 _cell_volume 2207.94(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7723 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 26.34 _exptl_crystal_description needle _exptl_crystal_colour clear _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8011 _exptl_absorpt_correction_T_max 0.9266 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26025 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 26.36 _reflns_number_total 4461 _reflns_number_gt 3826 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1065P)^2^+0.4269P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4461 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1676 _refine_ls_wR_factor_gt 0.1517 _refine_ls_goodness_of_fit_ref 1.188 _refine_ls_restrained_S_all 1.188 _refine_ls_shift/su_max 0.001 _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 -0.21357(4) 0.91398(3) 0.20117(2) 0.02204(17) Uani 1 1 d . . . C1 C 0.0490(3) 0.8750(2) 0.10453(14) 0.0208(5) Uani 1 1 d . . . C2 C 0.0825(3) 0.7878(2) 0.06876(14) 0.0211(5) Uani 1 1 d . . . C10 C -0.0936(3) 0.91387(19) 0.10889(15) 0.0214(6) Uani 1 1 d . . . C11 C -0.2241(3) 0.8621(2) 0.09139(14) 0.0247(6) Uani 1 1 d . . . H11 H -0.2350 0.7921 0.0760 0.030 Uiso 1 1 calc R . . C12 C -0.3340(3) 0.9324(2) 0.10072(16) 0.0268(6) Uani 1 1 d . . . H12 H -0.4300 0.9181 0.0924 0.032 Uiso 1 1 calc R . . C13 C -0.2730(3) 1.0286(2) 0.12494(15) 0.0273(6) Uani 1 1 d . . . H13 H -0.3218 1.0898 0.1354 0.033 Uiso 1 1 calc R . . C14 C -0.1271(3) 1.0171(2) 0.13075(14) 0.0244(6) Uani 1 1 d . . . H14 H -0.0620 1.0692 0.1466 0.029 Uiso 1 1 calc R . . C15 C -0.1149(3) 0.8327(2) 0.28998(16) 0.0341(7) Uani 1 1 d . . . H15 H -0.0286 0.7982 0.2898 0.041 Uiso 1 1 calc R . . C16 C -0.1354(4) 0.9362(3) 0.31170(17) 0.0378(7) Uani 1 1 d . . . H16 H -0.0646 0.9835 0.3287 0.045 Uiso 1 1 calc R . . C17 C -0.2778(4) 0.9577(3) 0.30397(16) 0.0389(8) Uani 1 1 d . . . H17 H -0.3196 1.0216 0.3148 0.047 Uiso 1 1 calc R . . C18 C -0.3486(3) 0.8664(3) 0.27693(17) 0.0407(8) Uani 1 1 d . . . H18 H -0.4457 0.8586 0.2666 0.049 Uiso 1 1 calc R . . C19 C -0.2474(4) 0.7898(3) 0.26843(19) 0.0387(7) Uani 1 1 d . . . H19 H -0.2650 0.7212 0.2512 0.046 Uiso 1 1 calc R . . C21 C 0.1618(3) 0.9459(2) 0.13691(15) 0.0217(5) Uani 1 1 d . . . C22 C 0.2424(3) 0.9967(2) 0.08704(16) 0.0262(6) Uani 1 1 d . . . H22 H 0.2241 0.9874 0.0336 0.031 Uiso 1 1 calc R . . C23 C 0.3500(3) 1.0614(2) 0.11530(19) 0.0337(7) Uani 1 1 d . . . H23 H 0.4045 1.0957 0.0809 0.040 Uiso 1 1 calc R . . C24 C 0.3778(3) 1.0758(2) 0.19264(19) 0.0343(7) Uani 1 1 d . . . H24 H 0.4519 1.1191 0.2117 0.041 Uiso 1 1 calc R . . C25 C 0.2963(3) 1.0263(2) 0.24272(18) 0.0347(7) Uani 1 1 d . . . H25 H 0.3143 1.0363 0.2961 0.042 Uiso 1 1 calc R . . C26 C 0.1889(3) 0.9623(2) 0.21478(16) 0.0283(6) Uani 1 1 d . . . H26 H 0.1333 0.9294 0.2493 0.034 Uiso 1 1 calc R . . C31 C 0.2278(3) 0.7495(2) 0.07064(15) 0.0218(5) Uani 1 1 d . A . C32 C 0.3078(3) 0.7344(2) 0.13873(16) 0.0295(6) Uani 1 1 d . . . H32 H 0.2708 0.7506 0.1854 0.035 Uiso 1 1 calc R . . C33 C 0.4417(3) 0.6958(2) 0.13994(19) 0.0376(8) Uani 1 1 d . A . H33 H 0.4948 0.6853 0.1873 0.045 Uiso 1 1 calc R . . C34 C 0.4975(3) 0.6728(2) 0.0729(2) 0.0378(7) Uani 1 1 d . . . H34 H 0.5896 0.6480 0.0737 0.045 Uiso 0.847(7) 1 calc PR A 1 O34 O 0.6162(15) 0.6353(11) 0.0893(10) 0.044(5) Uani 0.153(7) 1 d P A 2 H34O H 0.6590 0.6331 0.0499 0.053 Uiso 0.153(7) 1 calc PR A 2 C35 C 0.4190(3) 0.6860(2) 0.00439(19) 0.0348(7) Uani 1 1 d . A . H35 H 0.4569 0.6694 -0.0420 0.042 Uiso 1 1 calc R . . C36 C 0.2844(3) 0.7236(2) 0.00276(16) 0.0294(6) Uani 1 1 d . . . H36 H 0.2307 0.7317 -0.0447 0.035 Uiso 1 1 calc R A . C41 C -0.0217(3) 0.7196(2) 0.02542(14) 0.0204(5) Uani 1 1 d . A . C42 C -0.0886(3) 0.7492(2) -0.04411(15) 0.0276(6) Uani 1 1 d . . . H42 H -0.0676 0.8142 -0.0651 0.033 Uiso 1 1 calc R . . C43 C -0.1848(3) 0.6865(2) -0.08348(16) 0.0318(7) Uani 1 1 d . A . H43 H -0.2282 0.7078 -0.1314 0.038 Uiso 1 1 calc R . . C44 C -0.2179(3) 0.5917(2) -0.05260(17) 0.0287(6) Uani 1 1 d . . . H44 H -0.2862 0.5490 -0.0787 0.034 Uiso 0.153(7) 1 calc PR A 2 O44 O -0.3176(3) 0.5346(2) -0.09101(14) 0.0372(8) Uani 0.847(7) 1 d P A 1 H44O H -0.3448 0.4889 -0.0621 0.045 Uiso 0.847(7) 1 calc PR A 1 C45 C -0.1510(3) 0.5598(2) 0.01634(17) 0.0276(6) Uani 1 1 d . A . H45 H -0.1721 0.4947 0.0373 0.033 Uiso 1 1 calc R . . C46 C -0.0538(3) 0.6232(2) 0.05423(15) 0.0250(6) Uani 1 1 d . . . H46 H -0.0075 0.6007 0.1011 0.030 Uiso 1 1 calc R A . 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 0.0246(3) 0.0232(3) 0.0187(2) -0.00164(14) 0.00407(16) -0.00046(14) C1 0.0225(13) 0.0229(13) 0.0173(12) -0.0023(10) 0.0027(10) -0.0027(10) C2 0.0246(13) 0.0229(13) 0.0159(12) -0.0005(10) 0.0021(10) -0.0027(10) C10 0.0255(14) 0.0229(13) 0.0158(12) -0.0012(9) 0.0017(10) 0.0004(10) C11 0.0281(14) 0.0251(14) 0.0209(13) -0.0046(11) 0.0029(10) -0.0040(11) C12 0.0231(14) 0.0347(16) 0.0224(13) -0.0017(11) 0.0012(11) 0.0008(11) C13 0.0307(15) 0.0259(14) 0.0255(14) 0.0024(11) 0.0038(11) 0.0052(11) C14 0.0311(15) 0.0215(13) 0.0210(13) -0.0001(10) 0.0054(11) -0.0024(11) C15 0.0366(17) 0.0368(17) 0.0281(15) 0.0085(13) -0.0008(12) 0.0019(13) C16 0.048(2) 0.0454(18) 0.0193(14) -0.0010(13) -0.0001(13) -0.0066(15) C17 0.0450(19) 0.051(2) 0.0224(15) -0.0019(13) 0.0121(13) 0.0077(15) C18 0.0343(17) 0.060(2) 0.0294(16) 0.0053(15) 0.0101(13) -0.0072(16) C19 0.0418(19) 0.0371(17) 0.0378(17) 0.0090(14) 0.0074(14) -0.0079(14) C21 0.0228(13) 0.0187(12) 0.0234(13) -0.0045(10) 0.0016(10) 0.0002(10) C22 0.0293(15) 0.0229(14) 0.0267(14) 0.0017(11) 0.0046(11) -0.0003(11) C23 0.0306(16) 0.0264(14) 0.0442(18) 0.0042(13) 0.0051(13) -0.0058(12) C24 0.0261(15) 0.0285(16) 0.0468(19) -0.0054(13) -0.0050(13) -0.0061(11) C25 0.0336(16) 0.0374(17) 0.0321(16) -0.0130(13) -0.0023(12) -0.0060(13) C26 0.0306(15) 0.0304(15) 0.0245(14) -0.0057(11) 0.0062(11) -0.0061(12) C31 0.0234(13) 0.0169(12) 0.0254(13) -0.0033(10) 0.0038(10) -0.0040(10) C32 0.0375(16) 0.0234(14) 0.0268(14) -0.0051(11) -0.0017(12) -0.0009(12) C33 0.0331(17) 0.0281(16) 0.0483(19) -0.0061(14) -0.0140(14) 0.0041(13) C34 0.0250(15) 0.0260(15) 0.062(2) -0.0061(14) 0.0013(14) -0.0009(12) O34 0.032(8) 0.030(8) 0.072(11) 0.000(7) 0.021(7) 0.006(6) C35 0.0322(16) 0.0325(16) 0.0412(17) -0.0042(13) 0.0117(13) -0.0014(13) C36 0.0319(15) 0.0296(15) 0.0268(14) -0.0029(11) 0.0038(12) -0.0005(12) C41 0.0206(12) 0.0207(13) 0.0202(12) -0.0048(10) 0.0044(10) -0.0002(10) C42 0.0365(16) 0.0230(14) 0.0233(14) 0.0009(11) 0.0034(11) -0.0053(12) C43 0.0359(16) 0.0370(17) 0.0217(14) -0.0013(12) -0.0015(11) -0.0041(13) C44 0.0279(15) 0.0281(15) 0.0305(15) -0.0107(11) 0.0056(12) -0.0070(11) O44 0.0409(16) 0.0393(16) 0.0297(14) -0.0046(11) -0.0061(11) -0.0176(12) C45 0.0294(15) 0.0205(13) 0.0332(15) 0.0015(11) 0.0055(12) -0.0034(11) C46 0.0262(14) 0.0236(14) 0.0252(13) 0.0027(11) 0.0023(11) -0.0006(11) _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 C11 2.040(3) . ? Fe1 C19 2.042(3) . ? Fe1 C16 2.045(3) . ? Fe1 C12 2.045(3) . ? Fe1 C17 2.046(3) . ? Fe1 C18 2.048(3) . ? Fe1 C13 2.050(3) . ? Fe1 C15 2.051(3) . ? Fe1 C14 2.053(3) . ? Fe1 C10 2.082(3) . ? C1 C2 1.349(4) . ? C1 C10 1.482(4) . ? C1 C21 1.503(4) . ? C2 C31 1.494(4) . ? C2 C41 1.500(4) . ? C10 C14 1.437(4) . ? C10 C11 1.443(4) . ? C11 C12 1.424(4) . ? C12 C13 1.429(4) . ? C13 C14 1.420(4) . ? C15 C16 1.414(5) . ? C15 C19 1.422(5) . ? C16 C17 1.405(5) . ? C17 C18 1.429(5) . ? C18 C19 1.414(5) . ? C21 C26 1.389(4) . ? C21 C22 1.393(4) . ? C22 C23 1.396(4) . ? C23 C24 1.377(5) . ? C24 C25 1.393(5) . ? C25 C26 1.388(4) . ? C31 C32 1.383(4) . ? C31 C36 1.400(4) . ? C32 C33 1.392(4) . ? C33 C34 1.375(5) . ? C34 O34 1.261(15) . ? C34 C35 1.379(5) . ? C35 C36 1.393(4) . ? C41 C42 1.388(4) . ? C41 C46 1.394(4) . ? C42 C43 1.377(4) . ? C43 C44 1.393(4) . ? C44 O44 1.351(4) . ? C44 C45 1.388(4) . ? C45 C46 1.379(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 C11 Fe1 C19 107.02(13) . . ? C11 Fe1 C16 158.56(13) . . ? C19 Fe1 C16 67.94(14) . . ? C11 Fe1 C12 40.80(11) . . ? C19 Fe1 C12 118.97(13) . . ? C16 Fe1 C12 160.27(13) . . ? C11 Fe1 C17 159.32(13) . . ? C19 Fe1 C17 68.14(15) . . ? C16 Fe1 C17 40.18(14) . . ? C12 Fe1 C17 122.44(13) . . ? C11 Fe1 C18 122.48(13) . . ? C19 Fe1 C18 40.47(14) . . ? C16 Fe1 C18 68.13(14) . . ? C12 Fe1 C18 104.37(13) . . ? C17 Fe1 C18 40.85(15) . . ? C11 Fe1 C13 68.36(11) . . ? C19 Fe1 C13 154.18(13) . . ? C16 Fe1 C13 125.43(13) . . ? C12 Fe1 C13 40.83(11) . . ? C17 Fe1 C13 106.75(13) . . ? C18 Fe1 C13 119.03(13) . . ? C11 Fe1 C15 122.24(12) . . ? C19 Fe1 C15 40.67(13) . . ? C16 Fe1 C15 40.39(13) . . ? C12 Fe1 C15 155.72(12) . . ? C17 Fe1 C15 68.07(14) . . ? C18 Fe1 C15 68.40(13) . . ? C13 Fe1 C15 163.03(13) . . ? C11 Fe1 C14 68.35(11) . . ? C19 Fe1 C14 163.53(13) . . ? C16 Fe1 C14 110.24(13) . . ? C12 Fe1 C14 68.59(11) . . ? C17 Fe1 C14 121.84(13) . . ? C18 Fe1 C14 155.49(13) . . ? C13 Fe1 C14 40.49(11) . . ? C15 Fe1 C14 127.31(12) . . ? C11 Fe1 C10 40.96(10) . . ? C19 Fe1 C10 125.60(12) . . ? C16 Fe1 C10 123.82(13) . . ? C12 Fe1 C10 69.03(11) . . ? C17 Fe1 C10 157.88(13) . . ? C18 Fe1 C10 160.70(13) . . ? C13 Fe1 C10 68.55(11) . . ? C15 Fe1 C10 109.78(12) . . ? C14 Fe1 C10 40.67(10) . . ? C2 C1 C10 125.1(2) . . ? C2 C1 C21 119.4(2) . . ? C10 C1 C21 115.2(2) . . ? C1 C2 C31 122.4(2) . . ? C1 C2 C41 123.5(2) . . ? C31 C2 C41 114.1(2) . . ? C14 C10 C11 105.9(2) . . ? C14 C10 C1 124.4(2) . . ? C11 C10 C1 129.7(2) . . ? C14 C10 Fe1 68.57(15) . . ? C11 C10 Fe1 67.96(15) . . ? C1 C10 Fe1 129.16(18) . . ? C12 C11 C10 109.3(2) . . ? C12 C11 Fe1 69.79(15) . . ? C10 C11 Fe1 71.08(15) . . ? C11 C12 C13 107.3(3) . . ? C11 C12 Fe1 69.41(16) . . ? C13 C12 Fe1 69.77(16) . . ? C14 C13 C12 108.3(2) . . ? C14 C13 Fe1 69.86(16) . . ? C12 C13 Fe1 69.40(16) . . ? C13 C14 C10 109.1(2) . . ? C13 C14 Fe1 69.65(16) . . ? C10 C14 Fe1 70.75(15) . . ? C16 C15 C19 107.2(3) . . ? C16 C15 Fe1 69.57(17) . . ? C19 C15 Fe1 69.33(17) . . ? C17 C16 C15 108.9(3) . . ? C17 C16 Fe1 69.96(17) . . ? C15 C16 Fe1 70.03(17) . . ? C16 C17 C18 108.0(3) . . ? C16 C17 Fe1 69.86(17) . . ? C18 C17 Fe1 69.63(17) . . ? C19 C18 C17 107.3(3) . . ? C19 C18 Fe1 69.55(18) . . ? C17 C18 Fe1 69.52(17) . . ? C18 C19 C15 108.6(3) . . ? C18 C19 Fe1 69.98(19) . . ? C15 C19 Fe1 70.00(17) . . ? C26 C21 C22 118.8(3) . . ? C26 C21 C1 122.4(2) . . ? C22 C21 C1 118.8(2) . . ? C21 C22 C23 120.3(3) . . ? C24 C23 C22 120.6(3) . . ? C23 C24 C25 119.4(3) . . ? C26 C25 C24 120.2(3) . . ? C25 C26 C21 120.7(3) . . ? C32 C31 C36 118.2(3) . . ? C32 C31 C2 121.5(2) . . ? C36 C31 C2 120.2(2) . . ? C31 C32 C33 121.1(3) . . ? C34 C33 C32 120.3(3) . . ? O34 C34 C33 108.0(8) . . ? O34 C34 C35 132.2(8) . . ? C33 C34 C35 119.6(3) . . ? C34 C35 C36 120.4(3) . . ? C35 C36 C31 120.4(3) . . ? C42 C41 C46 117.8(2) . . ? C42 C41 C2 121.9(2) . . ? C46 C41 C2 120.4(2) . . ? C43 C42 C41 121.6(3) . . ? C42 C43 C44 119.6(3) . . ? O44 C44 C45 122.2(3) . . ? O44 C44 C43 117.9(3) . . ? C45 C44 C43 119.9(3) . . ? C46 C45 C44 119.5(3) . . ? C45 C46 C41 121.6(3) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.485 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.145 #End================================================================= #==================================================================== # CRYSTAL DATA FOR COMPOUND Z-2e #==================================================================== data_lwk5s _database_code_depnum_ccdc_archive 'CCDC 829117' #TrackingRef '- cif for catechol paper (AMENDED).cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H26 Fe O2' _chemical_formula_sum 'C31 H26 Fe O2' _chemical_formula_weight 486.37 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' O O 0.0106 0.0060 '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' _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 9.4498(2) _cell_length_b 11.5084(2) _cell_length_c 12.0193(2) _cell_angle_alpha 71.0240(10) _cell_angle_beta 81.4350(10) _cell_angle_gamma 66.1580(10) _cell_volume 1130.37(4) _cell_formula_units_Z 2 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 7281 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 30.74 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 0.695 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7685 _exptl_absorpt_correction_T_max 0.9595 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19666 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4609 _reflns_number_gt 4064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0626P)^2^+0.4537P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4609 _refine_ls_number_parameters 321 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 1.195 _refine_ls_restrained_S_all 1.195 _refine_ls_shift/su_max 0.001 _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 -0.03518(4) -0.16985(3) 0.73759(3) 0.02024(12) Uani 1 1 d . . . O1 O 0.67124(18) -0.37009(15) 1.02811(14) 0.0252(3) Uani 1 1 d . . . C1 C 0.1270(3) 0.0105(2) 0.78529(19) 0.0214(5) Uani 1 1 d . . . C2 C 0.1086(3) 0.1399(2) 0.73525(18) 0.0199(4) Uani 1 1 d . . . C10 C 0.0016(3) -0.0398(2) 0.80708(19) 0.0205(4) Uani 1 1 d . . . C11 C -0.1454(3) 0.0183(2) 0.7509(2) 0.0232(5) Uani 1 1 d . . . H11 H -0.1805 0.1013 0.6834 0.028 Uiso 1 1 calc R . . C12 C -0.2338(3) -0.0599(2) 0.8087(2) 0.0252(5) Uani 1 1 d . . . H12 H -0.3417 -0.0413 0.7894 0.030 Uiso 1 1 calc R . . C13 C -0.1414(3) -0.1696(2) 0.89881(19) 0.0241(5) Uani 1 1 d . . . H13 H -0.1729 -0.2419 0.9535 0.029 Uiso 1 1 calc R . . C14 C 0.0025(3) -0.1585(2) 0.89744(19) 0.0225(5) Uani 1 1 d . . . H14 H 0.0907 -0.2228 0.9504 0.027 Uiso 1 1 calc R . . C15 C 0.1386(3) -0.3278(2) 0.6922(2) 0.0295(5) Uani 1 1 d . . . H15 H 0.2371 -0.3872 0.7351 0.035 Uiso 1 1 calc R . . C16 C 0.1146(3) -0.2074(2) 0.5990(2) 0.0279(5) Uani 1 1 d . . . H16 H 0.1937 -0.1675 0.5650 0.034 Uiso 1 1 calc R . . C17 C -0.0413(3) -0.1537(2) 0.5635(2) 0.0294(5) Uani 1 1 d . . . H17 H -0.0909 -0.0697 0.4998 0.035 Uiso 1 1 calc R . . C18 C -0.1148(3) -0.2403(2) 0.6341(2) 0.0306(5) Uani 1 1 d . . . H18 H -0.2247 -0.2283 0.6286 0.037 Uiso 1 1 calc R . . C19 C -0.0027(3) -0.3479(2) 0.7128(2) 0.0306(5) Uani 1 1 d . . . H19 H -0.0211 -0.4241 0.7734 0.037 Uiso 1 1 calc R . . C21 C 0.2787(2) -0.0889(2) 0.83877(19) 0.0204(4) Uani 1 1 d . . . C22 C 0.3310(3) -0.0707(2) 0.93257(19) 0.0209(4) Uani 1 1 d . . . H22 H 0.2749 0.0079 0.9553 0.025 Uiso 1 1 calc R . . C23 C 0.4629(3) -0.1649(2) 0.99293(19) 0.0224(5) Uani 1 1 d . . . H23 H 0.4965 -0.1508 1.0564 0.027 Uiso 1 1 calc R . . C24 C 0.5457(2) -0.2797(2) 0.96039(19) 0.0204(4) Uani 1 1 d . . . C25 C 0.4991(3) -0.2987(2) 0.8658(2) 0.0234(5) Uani 1 1 d . . . H25 H 0.5576 -0.3760 0.8418 0.028 Uiso 1 1 calc R . . C26 C 0.3659(3) -0.2036(2) 0.8064(2) 0.0251(5) Uani 1 1 d . . . H26 H 0.3339 -0.2174 0.7421 0.030 Uiso 1 1 calc R . . C27 C 0.7580(3) -0.4894(2) 0.9971(2) 0.0286(5) Uani 1 1 d . . . H27A H 0.6932 -0.5409 1.0085 0.043 Uiso 1 1 calc R . . H27B H 0.8488 -0.5421 1.0470 0.043 Uiso 1 1 calc R . . H27C H 0.7917 -0.4674 0.9144 0.043 Uiso 1 1 calc R . . C31 C -0.0430(2) 0.2544(2) 0.71372(18) 0.0190(4) Uani 1 1 d . A . C32 C -0.0686(3) 0.3578(2) 0.60850(19) 0.0212(4) Uani 1 1 d . . . H32 H 0.0113 0.3541 0.5500 0.025 Uiso 1 1 calc R . . C33 C -0.2088(3) 0.4658(2) 0.5880(2) 0.0253(5) Uani 1 1 d . A . H33 H -0.2246 0.5349 0.5158 0.030 Uiso 1 1 calc R . . C34 C -0.3251(3) 0.4725(2) 0.6730(2) 0.0257(5) Uani 1 1 d . . . H34 H -0.4218 0.5455 0.6586 0.031 Uiso 0.319(5) 1 calc PR A 1 O2A O -0.4686(3) 0.5690(3) 0.6582(2) 0.0377(8) Uani 0.681(5) 1 d PD A 2 H2A H -0.469(6) 0.605(5) 0.5876(19) 0.057 Uiso 0.681(5) 1 d PD A 2 C35 C -0.3008(3) 0.3726(2) 0.7796(2) 0.0229(5) Uani 1 1 d . A . H35 H -0.3800 0.3782 0.8388 0.028 Uiso 1 1 calc R . . C36 C -0.1608(3) 0.2650(2) 0.79916(19) 0.0209(4) Uani 1 1 d . . . H36 H -0.1448 0.1971 0.8722 0.025 Uiso 1 1 calc R A . C41 C 0.2463(2) 0.1766(2) 0.69883(18) 0.0204(4) Uani 1 1 d . A . C42 C 0.2634(3) 0.2738(2) 0.73483(19) 0.0219(4) Uani 1 1 d . . . H42 H 0.1878 0.3150 0.7863 0.026 Uiso 1 1 calc R . . C43 C 0.3882(3) 0.3114(2) 0.6971(2) 0.0244(5) Uani 1 1 d . A . H43 H 0.3993 0.3763 0.7240 0.029 Uiso 1 1 calc R . . C44 C 0.4971(3) 0.2542(2) 0.6199(2) 0.0284(5) Uani 1 1 d . . . H44 H 0.5819 0.2812 0.5926 0.034 Uiso 0.681(5) 1 calc PR A 2 O2 O 0.5969(5) 0.2960(5) 0.5613(4) 0.0231(14) Uani 0.319(5) 1 d PD A 1 H2 H 0.6062 0.3476 0.5908 0.035 Uiso 0.319(5) 1 d PRD A 1 C45 C 0.4825(3) 0.1581(2) 0.5827(2) 0.0306(5) Uani 1 1 d . A . H45 H 0.5574 0.1187 0.5300 0.037 Uiso 1 1 calc R . . C46 C 0.3588(3) 0.1193(2) 0.6223(2) 0.0261(5) Uani 1 1 d . . . H46 H 0.3501 0.0524 0.5969 0.031 Uiso 1 1 calc R A . 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 0.0290(2) 0.01460(18) 0.01688(18) -0.00701(12) -0.00360(13) -0.00509(13) O1 0.0269(8) 0.0163(7) 0.0266(8) -0.0050(6) -0.0105(7) -0.0002(6) C1 0.0272(11) 0.0162(10) 0.0194(10) -0.0100(8) -0.0069(9) -0.0010(9) C2 0.0261(11) 0.0152(10) 0.0172(10) -0.0080(8) -0.0067(9) -0.0020(8) C10 0.0274(11) 0.0130(10) 0.0195(10) -0.0088(8) -0.0049(9) -0.0016(8) C11 0.0289(11) 0.0142(10) 0.0252(11) -0.0082(8) -0.0073(9) -0.0027(9) C12 0.0282(11) 0.0219(11) 0.0261(12) -0.0124(9) -0.0025(10) -0.0052(9) C13 0.0330(12) 0.0198(11) 0.0199(10) -0.0098(8) 0.0002(9) -0.0077(9) C14 0.0313(12) 0.0165(10) 0.0172(10) -0.0087(8) -0.0032(9) -0.0029(9) C15 0.0400(13) 0.0208(11) 0.0273(12) -0.0151(9) -0.0004(10) -0.0050(10) C16 0.0399(13) 0.0264(12) 0.0226(11) -0.0153(9) 0.0036(10) -0.0129(10) C17 0.0457(14) 0.0277(12) 0.0187(11) -0.0098(9) -0.0042(10) -0.0144(11) C18 0.0425(14) 0.0330(13) 0.0264(12) -0.0173(10) -0.0014(11) -0.0173(11) C19 0.0499(15) 0.0212(11) 0.0256(12) -0.0132(9) 0.0040(11) -0.0153(11) C21 0.0238(11) 0.0141(10) 0.0200(10) -0.0053(8) -0.0039(9) -0.0027(8) C22 0.0263(11) 0.0137(10) 0.0202(10) -0.0079(8) -0.0027(9) -0.0021(8) C23 0.0288(11) 0.0196(11) 0.0185(10) -0.0058(8) -0.0059(9) -0.0069(9) C24 0.0217(10) 0.0159(10) 0.0195(10) -0.0009(8) -0.0043(9) -0.0049(8) C25 0.0285(11) 0.0135(10) 0.0247(11) -0.0087(8) -0.0040(9) -0.0011(9) C26 0.0311(12) 0.0186(11) 0.0239(11) -0.0095(9) -0.0086(10) -0.0025(9) C27 0.0283(12) 0.0187(11) 0.0311(12) -0.0063(9) -0.0070(10) 0.0001(9) C31 0.0254(11) 0.0130(10) 0.0194(10) -0.0075(8) -0.0064(9) -0.0040(8) C32 0.0263(11) 0.0182(10) 0.0190(10) -0.0063(8) -0.0019(9) -0.0072(9) C33 0.0326(12) 0.0170(10) 0.0211(11) -0.0028(8) -0.0086(10) -0.0040(9) C34 0.0267(11) 0.0194(11) 0.0272(12) -0.0106(9) -0.0090(10) 0.0008(9) O2A 0.0357(15) 0.0275(14) 0.0344(15) -0.0165(12) -0.0144(12) 0.0138(11) C35 0.0259(11) 0.0225(11) 0.0227(11) -0.0119(9) 0.0008(9) -0.0078(9) C36 0.0317(12) 0.0140(10) 0.0177(10) -0.0068(8) -0.0043(9) -0.0064(9) C41 0.0251(11) 0.0133(10) 0.0175(10) -0.0041(8) -0.0085(9) 0.0003(8) C42 0.0230(10) 0.0178(10) 0.0215(10) -0.0095(8) -0.0054(9) 0.0002(8) C43 0.0296(12) 0.0168(10) 0.0240(11) -0.0060(9) -0.0079(9) -0.0035(9) C44 0.0317(12) 0.0192(11) 0.0257(12) -0.0022(9) -0.0018(10) -0.0041(9) O2 0.018(2) 0.023(3) 0.028(3) -0.006(2) -0.001(2) -0.0084(19) C45 0.0362(13) 0.0237(12) 0.0249(12) -0.0110(9) 0.0051(10) -0.0032(10) C46 0.0371(13) 0.0180(11) 0.0212(11) -0.0105(9) -0.0041(10) -0.0035(9) _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 C11 2.038(2) . ? Fe1 C12 2.040(2) . ? Fe1 C13 2.046(2) . ? Fe1 C17 2.047(2) . ? Fe1 C18 2.049(2) . ? Fe1 C16 2.059(2) . ? Fe1 C14 2.059(2) . ? Fe1 C19 2.060(2) . ? Fe1 C15 2.065(2) . ? Fe1 C10 2.093(2) . ? O1 C24 1.375(3) . ? O1 C27 1.425(3) . ? C1 C2 1.360(3) . ? C1 C10 1.473(3) . ? C1 C21 1.499(3) . ? C2 C31 1.489(3) . ? C2 C41 1.490(3) . ? C10 C11 1.438(3) . ? C10 C14 1.441(3) . ? C11 C12 1.421(3) . ? C12 C13 1.425(3) . ? C13 C14 1.414(3) . ? C15 C19 1.418(4) . ? C15 C16 1.428(3) . ? C16 C17 1.419(4) . ? C17 C18 1.425(3) . ? C18 C19 1.423(4) . ? C21 C26 1.390(3) . ? C21 C22 1.401(3) . ? C22 C23 1.386(3) . ? C23 C24 1.385(3) . ? C24 C25 1.386(3) . ? C25 C26 1.392(3) . ? C31 C36 1.393(3) . ? C31 C32 1.398(3) . ? C32 C33 1.389(3) . ? C33 C34 1.380(3) . ? C34 O2A 1.353(3) . ? C34 C35 1.390(3) . ? C35 C36 1.386(3) . ? C41 C42 1.395(3) . ? C41 C46 1.396(3) . ? C42 C43 1.381(3) . ? C43 C44 1.385(3) . ? C44 O2 1.251(5) . ? C44 C45 1.381(4) . ? C45 C46 1.382(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 C11 Fe1 C12 40.80(9) . . ? C11 Fe1 C13 68.58(9) . . ? C12 Fe1 C13 40.82(9) . . ? C11 Fe1 C17 105.90(9) . . ? C12 Fe1 C17 116.26(10) . . ? C13 Fe1 C17 150.93(10) . . ? C11 Fe1 C18 122.31(10) . . ? C12 Fe1 C18 102.87(10) . . ? C13 Fe1 C18 116.51(10) . . ? C17 Fe1 C18 40.72(10) . . ? C11 Fe1 C16 120.99(10) . . ? C12 Fe1 C16 152.84(10) . . ? C13 Fe1 C16 166.24(10) . . ? C17 Fe1 C16 40.44(10) . . ? C18 Fe1 C16 68.25(10) . . ? C11 Fe1 C14 68.37(9) . . ? C12 Fe1 C14 68.24(9) . . ? C13 Fe1 C14 40.29(9) . . ? C17 Fe1 C14 166.19(10) . . ? C18 Fe1 C14 153.03(10) . . ? C16 Fe1 C14 130.72(10) . . ? C11 Fe1 C19 159.68(10) . . ? C12 Fe1 C19 122.88(10) . . ? C13 Fe1 C19 106.79(9) . . ? C17 Fe1 C19 68.00(9) . . ? C18 Fe1 C19 40.53(10) . . ? C16 Fe1 C19 67.78(10) . . ? C14 Fe1 C19 121.72(9) . . ? C11 Fe1 C15 157.47(10) . . ? C12 Fe1 C15 161.66(10) . . ? C13 Fe1 C15 127.34(9) . . ? C17 Fe1 C15 68.16(10) . . ? C18 Fe1 C15 68.26(10) . . ? C16 Fe1 C15 40.52(10) . . ? C14 Fe1 C15 112.01(9) . . ? C19 Fe1 C15 40.23(10) . . ? C11 Fe1 C10 40.71(8) . . ? C12 Fe1 C10 68.45(9) . . ? C13 Fe1 C10 68.26(9) . . ? C17 Fe1 C10 127.07(9) . . ? C18 Fe1 C10 161.52(10) . . ? C16 Fe1 C10 111.65(9) . . ? C14 Fe1 C10 40.60(8) . . ? C19 Fe1 C10 157.78(10) . . ? C15 Fe1 C10 124.56(10) . . ? C24 O1 C27 117.03(17) . . ? C2 C1 C10 124.9(2) . . ? C2 C1 C21 119.6(2) . . ? C10 C1 C21 114.95(18) . . ? C1 C2 C31 125.1(2) . . ? C1 C2 C41 120.23(19) . . ? C31 C2 C41 114.66(17) . . ? C11 C10 C14 106.2(2) . . ? C11 C10 C1 129.10(19) . . ? C14 C10 C1 124.6(2) . . ? C11 C10 Fe1 67.59(12) . . ? C14 C10 Fe1 68.43(12) . . ? C1 C10 Fe1 130.96(15) . . ? C12 C11 C10 108.81(19) . . ? C12 C11 Fe1 69.67(12) . . ? C10 C11 Fe1 71.70(12) . . ? C11 C12 C13 107.9(2) . . ? C11 C12 Fe1 69.53(13) . . ? C13 C12 Fe1 69.82(13) . . ? C14 C13 C12 108.2(2) . . ? C14 C13 Fe1 70.35(13) . . ? C12 C13 Fe1 69.36(13) . . ? C13 C14 C10 108.9(2) . . ? C13 C14 Fe1 69.35(13) . . ? C10 C14 Fe1 70.97(12) . . ? C19 C15 C16 107.6(2) . . ? C19 C15 Fe1 69.72(14) . . ? C16 C15 Fe1 69.52(13) . . ? C17 C16 C15 108.1(2) . . ? C17 C16 Fe1 69.34(14) . . ? C15 C16 Fe1 69.96(13) . . ? C16 C17 C18 108.3(2) . . ? C16 C17 Fe1 70.23(13) . . ? C18 C17 Fe1 69.72(13) . . ? C19 C18 C17 107.5(2) . . ? C19 C18 Fe1 70.16(13) . . ? C17 C18 Fe1 69.57(13) . . ? C15 C19 C18 108.6(2) . . ? C15 C19 Fe1 70.05(13) . . ? C18 C19 Fe1 69.31(13) . . ? C26 C21 C22 117.64(19) . . ? C26 C21 C1 123.82(19) . . ? C22 C21 C1 118.38(19) . . ? C23 C22 C21 121.3(2) . . ? C24 C23 C22 119.8(2) . . ? O1 C24 C23 115.81(19) . . ? O1 C24 C25 124.0(2) . . ? C23 C24 C25 120.2(2) . . ? C24 C25 C26 119.5(2) . . ? C21 C26 C25 121.6(2) . . ? C36 C31 C32 117.92(19) . . ? C36 C31 C2 121.36(18) . . ? C32 C31 C2 120.65(19) . . ? C33 C32 C31 121.2(2) . . ? C34 C33 C32 119.8(2) . . ? O2A C34 C33 124.1(2) . . ? O2A C34 C35 115.8(2) . . ? C33 C34 C35 120.1(2) . . ? C36 C35 C34 119.8(2) . . ? C35 C36 C31 121.2(2) . . ? C42 C41 C46 117.8(2) . . ? C42 C41 C2 121.42(19) . . ? C46 C41 C2 120.70(19) . . ? C43 C42 C41 121.3(2) . . ? C42 C43 C44 119.8(2) . . ? O2 C44 C45 112.5(3) . . ? O2 C44 C43 126.2(3) . . ? C45 C44 C43 120.0(2) . . ? C44 C45 C46 119.9(2) . . ? C45 C46 C41 121.1(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.426 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.125 #End================================================================= #==================================================================== # CRYSTAL DATA FOR COMPOUND Z-4 #==================================================================== data_enscp7 _database_code_depnum_ccdc_archive 'CCDC 829118' #TrackingRef '- cif for catechol paper (AMENDED).cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H28 Fe O4' _chemical_formula_weight 508.37 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' O O 0.0106 0.0060 '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' _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 12.1301(4) _cell_length_b 17.0739(5) _cell_length_c 12.8231(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.2770(10) _cell_angle_gamma 90.00 _cell_volume 2457.55(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8004 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 31.32 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.648 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7815 _exptl_absorpt_correction_T_max 0.8705 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56571 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5015 _reflns_number_gt 4536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0793P)^2^+0.6944P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5015 _refine_ls_number_parameters 428 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.1252 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _refine_ls_shift/su_max 0.001 _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 0.33314(2) -0.095322(15) 0.56641(2) 0.01683(12) Uani 1 1 d . . . O32 O 0.79480(11) 0.18031(8) 0.87591(11) 0.0209(3) Uani 1 1 d . . . O33 O 0.80338(12) 0.11969(8) 1.07469(11) 0.0208(3) Uani 1 1 d . . . O36 O 0.87590(14) 0.06036(9) 0.89047(15) 0.0347(4) Uani 1 1 d . . . O38 O 0.80523(13) -0.01009(8) 1.11036(12) 0.0297(3) Uani 1 1 d . . . C1 C 0.0803(2) 0.12036(17) 0.5948(3) 0.0387(6) Uani 1 1 d . . . C2 C 0.17378(18) 0.09688(12) 0.54744(19) 0.0257(5) Uani 1 1 d . . . C3 C 0.29521(16) 0.08000(11) 0.63955(16) 0.0169(4) Uani 1 1 d . . . C4 C 0.36612(15) 0.13855(10) 0.69767(15) 0.0159(4) Uani 1 1 d . . . C10 C 0.32186(16) -0.00347(11) 0.66728(15) 0.0182(4) Uani 1 1 d . . . C11 C 0.43456(17) -0.04213(11) 0.71506(15) 0.0201(4) Uani 1 1 d . . . C12 C 0.41464(19) -0.12203(12) 0.73325(16) 0.0238(4) Uani 1 1 d . . . C13 C 0.29038(19) -0.13419(12) 0.69682(17) 0.0245(4) Uani 1 1 d . . . C14 C 0.23242(18) -0.06193(12) 0.65476(17) 0.0221(4) Uani 1 1 d . . . C15 C 0.2288(2) -0.10094(12) 0.39816(18) 0.0283(5) Uani 1 1 d . . . C16 C 0.26712(19) -0.17722(12) 0.44151(17) 0.0258(4) Uani 1 1 d . . . C17 C 0.3939(2) -0.17794(13) 0.48583(18) 0.0270(4) Uani 1 1 d . . . C18 C 0.4329(2) -0.10227(14) 0.4693(2) 0.0306(5) Uani 1 1 d . . . C19 C 0.3309(2) -0.05506(13) 0.41483(18) 0.0314(5) Uani 1 1 d . . . C20 C 0.33238(15) 0.22289(11) 0.67237(15) 0.0176(4) Uani 1 1 d . . . C21 C 0.30677(18) 0.26724(12) 0.75162(18) 0.0261(4) Uani 1 1 d . . . C22 C 0.2734(2) 0.34539(13) 0.7304(2) 0.0346(5) Uani 1 1 d . . . C23 C 0.2664(2) 0.38013(13) 0.6305(2) 0.0377(6) Uani 1 1 d . . . C24 C 0.29356(19) 0.33680(14) 0.5526(2) 0.0334(5) Uani 1 1 d . . . C25 C 0.32722(16) 0.25924(13) 0.57330(17) 0.0242(4) Uani 1 1 d . . . C30 C 0.48029(15) 0.12785(10) 0.79700(15) 0.0151(4) Uani 1 1 d . . . C31 C 0.58558(16) 0.15599(10) 0.79127(15) 0.0162(4) Uani 1 1 d . . . C32 C 0.69129(15) 0.14861(10) 0.88345(15) 0.0166(4) Uani 1 1 d . . . C33 C 0.69413(16) 0.11640(11) 0.98332(15) 0.0174(4) Uani 1 1 d . . . C34 C 0.58996(18) 0.08943(11) 0.99128(16) 0.0192(4) Uani 1 1 d . . . C35 C 0.48374(17) 0.09454(10) 0.89765(16) 0.0177(4) Uani 1 1 d . . . C36 C 0.88314(17) 0.12916(12) 0.88082(17) 0.0238(4) Uani 1 1 d . . . C37 C 0.9860(2) 0.17253(17) 0.8719(3) 0.0389(6) Uani 1 1 d . . . C38 C 0.85388(17) 0.05182(11) 1.12845(15) 0.0208(4) Uani 1 1 d . . . C39 C 0.9777(2) 0.06896(15) 1.2092(2) 0.0310(5) Uani 1 1 d . . . H11 H 0.512(2) -0.0175(13) 0.7346(19) 0.023(6) Uiso 1 1 d . . . H12 H 0.479(2) -0.1616(17) 0.763(2) 0.045(7) Uiso 1 1 d . . . H13 H 0.255(2) -0.1836(15) 0.699(2) 0.030(6) Uiso 1 1 d . . . H14 H 0.148(2) -0.0567(14) 0.6241(19) 0.023(5) Uiso 1 1 d . . . H15 H 0.150(3) -0.0831(16) 0.363(2) 0.040(7) Uiso 1 1 d . . . H16 H 0.217(2) -0.2203(16) 0.443(2) 0.038(7) Uiso 1 1 d . . . H17 H 0.448(2) -0.2178(17) 0.523(2) 0.035(7) Uiso 1 1 d . . . H18 H 0.508(3) -0.0891(15) 0.486(2) 0.035(7) Uiso 1 1 d . . . H19 H 0.326(2) 0.0023(18) 0.393(2) 0.048(8) Uiso 1 1 d . . . H21 H 0.3127(18) 0.2433(13) 0.8215(19) 0.022(6) Uiso 1 1 d . . . H22 H 0.255(2) 0.3695(18) 0.777(2) 0.040(7) Uiso 1 1 d . . . H23 H 0.247(3) 0.4349(19) 0.615(3) 0.054(8) Uiso 1 1 d . . . H24 H 0.286(2) 0.3632(16) 0.481(2) 0.033(7) Uiso 1 1 d . . . H25 H 0.346(2) 0.2317(17) 0.524(2) 0.040(7) Uiso 1 1 d . . . H31 H 0.5873(19) 0.1800(13) 0.729(2) 0.020(5) Uiso 1 1 d . . . H34 H 0.588(2) 0.0649(15) 1.064(2) 0.030(6) Uiso 1 1 d . . . H35 H 0.416(2) 0.0752(13) 0.9041(18) 0.015(5) Uiso 1 1 d . . . H1A H 0.076(3) 0.085(2) 0.646(3) 0.064(11) Uiso 1 1 d . . . H2A H 0.182(2) 0.1388(15) 0.495(2) 0.031(6) Uiso 1 1 d . . . H37A H 1.044(3) 0.1339(19) 0.868(2) 0.049(8) Uiso 1 1 d . . . H39A H 0.983(3) 0.118(2) 1.246(3) 0.055(9) Uiso 1 1 d . . . H1B H 0.100(2) 0.1720(18) 0.631(3) 0.045(8) Uiso 1 1 d . . . H2B H 0.1447(19) 0.0492(14) 0.4960(18) 0.021(5) Uiso 1 1 d . . . H37B H 0.965(3) 0.210(2) 0.822(3) 0.057(9) Uiso 1 1 d . . . H39B H 1.025(4) 0.073(3) 1.172(4) 0.093(14) Uiso 1 1 d . . . H1C H 0.001(3) 0.1296(19) 0.532(3) 0.060(9) Uiso 1 1 d . . . H37C H 1.020(3) 0.207(2) 0.936(3) 0.061(9) Uiso 1 1 d . . . H39C H 1.003(3) 0.034(2) 1.261(3) 0.071(10) Uiso 1 1 d . . . 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 0.02156(18) 0.01397(18) 0.01421(18) -0.00224(9) 0.00595(13) -0.00082(9) O32 0.0183(6) 0.0186(7) 0.0247(7) 0.0023(5) 0.0067(5) -0.0010(5) O33 0.0220(7) 0.0180(7) 0.0142(7) 0.0004(5) -0.0025(5) 0.0005(5) O36 0.0360(8) 0.0249(8) 0.0479(10) 0.0029(7) 0.0211(7) 0.0067(6) O38 0.0342(8) 0.0203(7) 0.0278(8) 0.0021(6) 0.0040(6) 0.0026(6) C1 0.0184(10) 0.0396(14) 0.0514(16) -0.0044(13) 0.0056(10) 0.0044(10) C2 0.0207(10) 0.0223(10) 0.0249(11) -0.0026(8) -0.0019(8) 0.0005(7) C3 0.0173(9) 0.0176(9) 0.0140(9) -0.0018(7) 0.0037(7) 0.0012(7) C4 0.0170(8) 0.0155(8) 0.0135(8) 0.0005(7) 0.0036(7) 0.0016(7) C10 0.0220(9) 0.0175(9) 0.0141(9) -0.0047(7) 0.0056(7) -0.0012(7) C11 0.0235(9) 0.0186(9) 0.0143(9) -0.0028(7) 0.0028(7) 0.0018(7) C12 0.0341(11) 0.0182(10) 0.0161(9) -0.0007(7) 0.0060(8) 0.0040(8) C13 0.0411(12) 0.0170(9) 0.0199(10) -0.0030(8) 0.0167(9) -0.0044(8) C14 0.0247(10) 0.0217(10) 0.0222(10) -0.0056(8) 0.0116(8) -0.0039(8) C15 0.0355(12) 0.0280(11) 0.0161(10) -0.0016(8) 0.0039(9) 0.0015(9) C16 0.0357(11) 0.0226(10) 0.0179(10) -0.0073(8) 0.0089(8) -0.0059(8) C17 0.0367(11) 0.0250(11) 0.0209(10) -0.0058(8) 0.0128(9) 0.0051(9) C18 0.0336(12) 0.0387(13) 0.0257(12) -0.0089(9) 0.0182(10) -0.0078(9) C19 0.0516(13) 0.0241(11) 0.0197(10) 0.0004(8) 0.0149(9) -0.0038(10) C20 0.0140(8) 0.0159(9) 0.0183(9) 0.0010(7) 0.0009(7) 0.0001(6) C21 0.0293(10) 0.0216(10) 0.0240(11) -0.0028(8) 0.0063(8) 0.0014(8) C22 0.0330(12) 0.0215(11) 0.0444(14) -0.0092(10) 0.0093(10) 0.0053(9) C23 0.0253(11) 0.0176(10) 0.0593(16) 0.0074(10) 0.0036(10) 0.0047(8) C24 0.0232(10) 0.0311(12) 0.0403(13) 0.0176(10) 0.0056(9) 0.0014(9) C25 0.0198(10) 0.0261(11) 0.0245(11) 0.0055(8) 0.0060(8) 0.0019(7) C30 0.0187(9) 0.0102(8) 0.0140(8) -0.0029(6) 0.0033(7) 0.0011(6) C31 0.0224(9) 0.0131(8) 0.0124(8) 0.0006(7) 0.0059(7) 0.0015(7) C32 0.0188(9) 0.0124(8) 0.0177(9) -0.0019(7) 0.0058(7) 0.0002(7) C33 0.0182(9) 0.0145(8) 0.0136(9) -0.0010(7) -0.0006(7) 0.0015(7) C34 0.0263(10) 0.0175(9) 0.0134(9) 0.0013(7) 0.0069(8) 0.0011(7) C35 0.0195(9) 0.0158(9) 0.0180(10) -0.0011(7) 0.0075(8) -0.0017(7) C36 0.0196(9) 0.0286(11) 0.0208(10) -0.0008(8) 0.0047(8) 0.0016(8) C37 0.0237(11) 0.0445(15) 0.0494(16) 0.0001(13) 0.0149(11) -0.0040(11) C38 0.0241(9) 0.0214(10) 0.0138(9) 0.0009(7) 0.0038(7) 0.0044(7) C39 0.0243(11) 0.0350(13) 0.0250(11) 0.0036(10) -0.0005(9) 0.0051(9) _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 C14 2.0373(19) . ? Fe1 C12 2.039(2) . ? Fe1 C13 2.040(2) . ? Fe1 C18 2.043(2) . ? Fe1 C17 2.044(2) . ? Fe1 C16 2.047(2) . ? Fe1 C11 2.0479(18) . ? Fe1 C15 2.048(2) . ? Fe1 C19 2.052(2) . ? Fe1 C10 2.0701(18) . ? O32 C36 1.365(2) . ? O32 C32 1.404(2) . ? O33 C38 1.369(2) . ? O33 C33 1.398(2) . ? O36 C36 1.188(3) . ? O38 C38 1.190(2) . ? C1 C2 1.529(3) . ? C2 C3 1.526(3) . ? C3 C4 1.345(3) . ? C3 C10 1.475(3) . ? C4 C30 1.495(2) . ? C4 C20 1.499(2) . ? C10 C11 1.430(3) . ? C10 C14 1.438(3) . ? C11 C12 1.420(3) . ? C12 C13 1.414(3) . ? C13 C14 1.421(3) . ? C15 C19 1.411(3) . ? C15 C16 1.423(3) . ? C16 C17 1.424(3) . ? C17 C18 1.419(3) . ? C18 C19 1.419(3) . ? C20 C21 1.394(3) . ? C20 C25 1.394(3) . ? C21 C22 1.391(3) . ? C22 C23 1.384(4) . ? C23 C24 1.380(4) . ? C24 C25 1.382(3) . ? C30 C31 1.392(3) . ? C30 C35 1.396(3) . ? C31 C32 1.381(3) . ? C32 C33 1.382(3) . ? C33 C34 1.385(3) . ? C34 C35 1.392(3) . ? C36 C37 1.492(3) . ? C38 C39 1.495(3) . ? 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 C14 Fe1 C12 68.51(8) . . ? C14 Fe1 C13 40.79(8) . . ? C12 Fe1 C13 40.56(9) . . ? C14 Fe1 C18 166.93(9) . . ? C12 Fe1 C18 117.58(10) . . ? C13 Fe1 C18 150.95(9) . . ? C14 Fe1 C17 151.82(9) . . ? C12 Fe1 C17 104.58(9) . . ? C13 Fe1 C17 116.25(8) . . ? C18 Fe1 C17 40.63(9) . . ? C14 Fe1 C16 119.15(8) . . ? C12 Fe1 C16 123.95(8) . . ? C13 Fe1 C16 105.87(8) . . ? C18 Fe1 C16 68.26(9) . . ? C17 Fe1 C16 40.73(9) . . ? C14 Fe1 C11 68.50(8) . . ? C12 Fe1 C11 40.66(8) . . ? C13 Fe1 C11 68.35(8) . . ? C18 Fe1 C11 107.92(9) . . ? C17 Fe1 C11 124.89(8) . . ? C16 Fe1 C11 161.83(8) . . ? C14 Fe1 C15 109.74(9) . . ? C12 Fe1 C15 162.71(9) . . ? C13 Fe1 C15 126.91(9) . . ? C18 Fe1 C15 68.11(10) . . ? C17 Fe1 C15 68.43(9) . . ? C16 Fe1 C15 40.67(8) . . ? C11 Fe1 C15 156.13(8) . . ? C14 Fe1 C19 129.62(9) . . ? C12 Fe1 C19 153.58(9) . . ? C13 Fe1 C19 165.70(9) . . ? C18 Fe1 C19 40.54(10) . . ? C17 Fe1 C19 68.29(9) . . ? C16 Fe1 C19 68.10(9) . . ? C11 Fe1 C19 121.37(9) . . ? C15 Fe1 C19 40.27(9) . . ? C14 Fe1 C10 40.97(7) . . ? C12 Fe1 C10 68.56(8) . . ? C13 Fe1 C10 68.70(7) . . ? C18 Fe1 C10 128.30(8) . . ? C17 Fe1 C10 163.85(8) . . ? C16 Fe1 C10 155.17(8) . . ? C11 Fe1 C10 40.64(7) . . ? C15 Fe1 C10 122.20(8) . . ? C19 Fe1 C10 110.97(8) . . ? C36 O32 C32 117.20(14) . . ? C38 O33 C33 119.28(15) . . ? C3 C2 C1 112.67(19) . . ? C4 C3 C10 123.30(17) . . ? C4 C3 C2 121.02(17) . . ? C10 C3 C2 115.35(16) . . ? C3 C4 C30 124.92(16) . . ? C3 C4 C20 121.98(16) . . ? C30 C4 C20 112.98(15) . . ? C11 C10 C14 106.61(17) . . ? C11 C10 C3 129.49(17) . . ? C14 C10 C3 123.84(17) . . ? C11 C10 Fe1 68.85(10) . . ? C14 C10 Fe1 68.29(10) . . ? C3 C10 Fe1 129.92(13) . . ? C12 C11 C10 108.62(17) . . ? C12 C11 Fe1 69.34(11) . . ? C10 C11 Fe1 70.52(10) . . ? C13 C12 C11 108.25(18) . . ? C13 C12 Fe1 69.76(11) . . ? C11 C12 Fe1 70.00(11) . . ? C12 C13 C14 108.05(17) . . ? C12 C13 Fe1 69.68(11) . . ? C14 C13 Fe1 69.48(11) . . ? C13 C14 C10 108.46(18) . . ? C13 C14 Fe1 69.72(11) . . ? C10 C14 Fe1 70.74(11) . . ? C19 C15 C16 108.1(2) . . ? C19 C15 Fe1 70.02(12) . . ? C16 C15 Fe1 69.61(12) . . ? C15 C16 C17 107.88(19) . . ? C15 C16 Fe1 69.72(12) . . ? C17 C16 Fe1 69.54(11) . . ? C18 C17 C16 107.6(2) . . ? C18 C17 Fe1 69.62(12) . . ? C16 C17 Fe1 69.73(12) . . ? C19 C18 C17 108.3(2) . . ? C19 C18 Fe1 70.10(13) . . ? C17 C18 Fe1 69.75(12) . . ? C15 C19 C18 108.1(2) . . ? C15 C19 Fe1 69.71(12) . . ? C18 C19 Fe1 69.36(13) . . ? C21 C20 C25 118.51(18) . . ? C21 C20 C4 118.84(17) . . ? C25 C20 C4 122.64(17) . . ? C22 C21 C20 120.5(2) . . ? C23 C22 C21 120.3(2) . . ? C24 C23 C22 119.5(2) . . ? C23 C24 C25 120.6(2) . . ? C24 C25 C20 120.7(2) . . ? C31 C30 C35 118.86(16) . . ? C31 C30 C4 119.00(16) . . ? C35 C30 C4 122.04(16) . . ? C32 C31 C30 119.73(17) . . ? C31 C32 C33 121.21(17) . . ? C31 C32 O32 118.05(16) . . ? C33 C32 O32 120.56(16) . . ? C32 C33 C34 119.85(17) . . ? C32 C33 O33 116.31(16) . . ? C34 C33 O33 123.59(17) . . ? C33 C34 C35 119.21(17) . . ? C34 C35 C30 121.09(17) . . ? O36 C36 O32 123.34(18) . . ? O36 C36 C37 126.6(2) . . ? O32 C36 C37 110.10(18) . . ? O38 C38 O33 124.04(17) . . ? O38 C38 C39 127.07(19) . . ? O33 C38 C39 108.88(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.611 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.192 #End================================================================= #==================================================================== # END OF FILE #====================================================================