# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 #TrackingRef '1 and 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H38 Fe2 N4 O6' _chemical_formula_weight 758.42 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' N N 0.0061 0.0033 '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 ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.823(5) _cell_length_b 9.225(5) _cell_length_c 10.639(5) _cell_angle_alpha 83.287(5) _cell_angle_beta 83.219(5) _cell_angle_gamma 84.359(5) _cell_volume 850.8(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 398 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8990 _exptl_absorpt_correction_T_max 0.9476 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6347 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 26.01 _reflns_number_total 3208 _reflns_number_gt 2756 _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, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for windows (Farrugia, 1997)' _computing_publication_material 'Platon99 (Spek, 1999)' _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^)+(0.0651P)^2^+0.1988P] 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 3208 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.1087 _refine_ls_wR_factor_gt 0.0991 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 0.91520(4) 0.07746(4) 0.88343(3) 0.03329(15) Uani 1 1 d . . . O3 O 0.76794(19) 0.22671(18) 0.94802(17) 0.0369(4) Uani 1 1 d . . . O1 O 0.91985(19) -0.10641(17) 1.01310(17) 0.0363(4) Uani 1 1 d . . . O2 O 0.9566(2) 0.2039(2) 0.73122(19) 0.0465(5) Uani 1 1 d . . . N1 N 0.7158(2) -0.0247(2) 0.8606(2) 0.0357(5) Uani 1 1 d . . . N2 N 1.0354(2) -0.0894(2) 0.7691(2) 0.0401(5) Uani 1 1 d . . . C14 C 0.5722(3) 0.2031(3) 0.8135(2) 0.0365(6) Uani 1 1 d . . . C6 C 1.1504(3) 0.0717(3) 0.5992(3) 0.0428(6) Uani 1 1 d . . . C1 C 1.0682(3) 0.2017(3) 0.6383(2) 0.0404(6) Uani 1 1 d . . . C13 C 0.4501(3) -0.0367(3) 0.8208(3) 0.0448(7) Uani 1 1 d . . . C7 C 1.1200(3) -0.0733(3) 0.6617(3) 0.0414(6) Uani 1 1 d . . . C19 C 0.6593(3) 0.2869(3) 0.8790(2) 0.0340(5) Uani 1 1 d . . . C10 C 0.8895(3) -0.2218(3) 0.9457(3) 0.0410(6) Uani 1 1 d . . . C12 C 0.5883(3) 0.0428(3) 0.8309(2) 0.0345(5) Uani 1 1 d . . . C18 C 0.6212(3) 0.4373(3) 0.8735(3) 0.0455(7) Uani 1 1 d . . . C11 C 0.7298(3) -0.1822(3) 0.9020(3) 0.0403(6) Uani 1 1 d . . . C9 C 1.0121(3) -0.2368(3) 0.8347(3) 0.0445(7) Uani 1 1 d . . . C8 C 1.1942(5) -0.2053(5) 0.5989(4) 0.0614(9) Uani 1 1 d . . . C5 C 1.2679(4) 0.0894(4) 0.4974(3) 0.0582(8) Uani 1 1 d . . . C2 C 1.1050(4) 0.3374(4) 0.5736(3) 0.0500(7) Uani 1 1 d . . . C16 C 0.4269(4) 0.4264(4) 0.7383(4) 0.0629(9) Uani 1 1 d . . . C3 C 1.2210(4) 0.3480(4) 0.4754(3) 0.0602(9) Uani 1 1 d . . . C15 C 0.4577(4) 0.2780(3) 0.7440(3) 0.0514(7) Uani 1 1 d . . . C4 C 1.3039(4) 0.2223(4) 0.4387(3) 0.0643(9) Uani 1 1 d . . . C17 C 0.5075(4) 0.5057(3) 0.8055(4) 0.0592(9) Uani 1 1 d . . . H10 H 0.892(3) -0.312(3) 0.999(3) 0.036(7) Uiso 1 1 d . . . H18 H 0.667(4) 0.484(3) 0.916(3) 0.049(9) Uiso 1 1 d . . . H17 H 0.481(4) 0.602(4) 0.807(3) 0.066(10) Uiso 1 1 d . . . H2 H 1.050(3) 0.414(3) 0.601(3) 0.037(7) Uiso 1 1 d . . . H15 H 0.402(4) 0.227(4) 0.704(3) 0.065(10) Uiso 1 1 d . . . H5 H 1.320(4) 0.015(4) 0.472(3) 0.058(10) Uiso 1 1 d . . . H3 H 1.252(4) 0.440(4) 0.435(3) 0.058(9) Uiso 1 1 d . . . H16 H 0.360(4) 0.474(4) 0.690(4) 0.077(11) Uiso 1 1 d . . . H4 H 1.391(4) 0.230(4) 0.376(4) 0.076(11) Uiso 1 1 d . . . H13B H 0.441(4) -0.048(4) 0.734(4) 0.082(12) Uiso 1 1 d . . . H13A H 0.365(4) 0.011(4) 0.845(4) 0.070(11) Uiso 1 1 d . . . H13C H 0.461(4) -0.131(4) 0.862(4) 0.074(11) Uiso 1 1 d . . . H8C H 1.294(6) -0.226(5) 0.612(5) 0.111(17) Uiso 1 1 d . . . H8A H 1.150(6) -0.283(6) 0.630(5) 0.12(2) Uiso 1 1 d . . . H8B H 1.203(5) -0.181(5) 0.519(5) 0.106(18) Uiso 1 1 d . . . H11A H 0.654(3) -0.203(3) 0.967(3) 0.038(7) Uiso 1 1 d . . . H11B H 0.718(3) -0.238(3) 0.832(3) 0.038(7) Uiso 1 1 d . . . H9A H 0.986(3) -0.301(3) 0.780(3) 0.044(8) Uiso 1 1 d . . . H9B H 1.115(4) -0.283(4) 0.873(3) 0.068(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 0.0301(2) 0.0319(2) 0.0390(2) -0.00298(15) -0.01036(15) -0.00118(14) O3 0.0338(9) 0.0368(9) 0.0419(10) -0.0070(7) -0.0104(8) -0.0011(7) O1 0.0361(9) 0.0302(9) 0.0453(10) -0.0033(7) -0.0143(8) -0.0046(7) O2 0.0413(10) 0.0444(10) 0.0484(11) 0.0040(9) -0.0003(9) 0.0060(8) N1 0.0338(11) 0.0332(11) 0.0418(12) -0.0053(9) -0.0115(9) -0.0019(9) N2 0.0353(12) 0.0388(11) 0.0485(13) -0.0080(10) -0.0140(10) 0.0000(9) C14 0.0311(13) 0.0380(13) 0.0398(14) -0.0010(11) -0.0067(10) -0.0009(10) C6 0.0366(14) 0.0578(17) 0.0361(14) -0.0068(12) -0.0119(11) -0.0028(12) C1 0.0333(13) 0.0523(15) 0.0357(14) -0.0001(11) -0.0116(11) -0.0007(11) C13 0.0373(16) 0.0453(16) 0.0547(19) -0.0095(14) -0.0142(13) -0.0021(13) C7 0.0320(13) 0.0519(16) 0.0437(15) -0.0126(12) -0.0148(12) 0.0012(11) C19 0.0281(12) 0.0369(13) 0.0366(13) -0.0039(10) -0.0009(10) -0.0034(10) C10 0.0441(15) 0.0302(13) 0.0514(16) -0.0032(12) -0.0193(12) -0.0011(11) C12 0.0316(13) 0.0391(13) 0.0350(13) -0.0072(10) -0.0073(10) -0.0054(10) C18 0.0458(16) 0.0380(15) 0.0548(18) -0.0060(13) -0.0132(14) -0.0034(12) C11 0.0417(15) 0.0335(13) 0.0491(16) -0.0070(12) -0.0155(13) -0.0043(11) C9 0.0475(16) 0.0339(14) 0.0549(17) -0.0105(12) -0.0152(13) 0.0017(12) C8 0.056(2) 0.062(2) 0.068(3) -0.0230(19) -0.0054(18) 0.0072(18) C5 0.057(2) 0.072(2) 0.0448(18) -0.0123(16) -0.0015(15) 0.0042(17) C2 0.0457(16) 0.0570(18) 0.0454(17) 0.0046(14) -0.0099(13) -0.0003(14) C16 0.061(2) 0.0464(17) 0.083(2) 0.0063(16) -0.0381(19) 0.0030(15) C3 0.058(2) 0.073(2) 0.0465(18) 0.0131(16) -0.0064(15) -0.0157(17) C15 0.0488(17) 0.0492(17) 0.0595(19) -0.0040(14) -0.0246(15) -0.0002(14) C4 0.060(2) 0.088(3) 0.0419(18) -0.0023(17) 0.0046(15) -0.0094(19) C17 0.0570(19) 0.0351(15) 0.086(2) 0.0008(15) -0.0212(17) 0.0029(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 O2 1.902(2) . ? Fe1 O3 1.9274(18) . ? Fe1 O1 1.9811(18) 2_757 ? Fe1 O1 2.0578(18) . ? Fe1 N1 2.127(2) . ? Fe1 N2 2.187(2) . ? O3 C19 1.317(3) . ? O1 C10 1.413(3) . ? O1 Fe1 1.9811(18) 2_757 ? O2 C1 1.310(3) . ? N1 C12 1.286(3) . ? N1 C11 1.466(3) . ? N2 C7 1.291(4) . ? N2 C9 1.475(4) . ? C14 C15 1.401(4) . ? C14 C19 1.428(4) . ? C14 C12 1.464(4) . ? C6 C5 1.415(4) . ? C6 C1 1.419(4) . ? C6 C7 1.457(4) . ? C1 C2 1.404(4) . ? C13 C12 1.504(4) . ? C7 C8 1.512(4) . ? C19 C18 1.391(4) . ? C10 C9 1.513(4) . ? C10 C11 1.533(4) . ? C18 C17 1.367(4) . ? C5 C4 1.358(5) . ? C2 C3 1.376(4) . ? C16 C15 1.365(4) . ? C16 C17 1.377(5) . ? C3 C4 1.380(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 O2 Fe1 O3 89.53(8) . . ? O2 Fe1 O1 103.73(9) . 2_757 ? O3 Fe1 O1 96.86(8) . 2_757 ? O2 Fe1 O1 160.62(8) . . ? O3 Fe1 O1 109.76(8) . . ? O1 Fe1 O1 76.51(8) 2_757 . ? O2 Fe1 N1 105.97(9) . . ? O3 Fe1 N1 83.22(8) . . ? O1 Fe1 N1 150.30(8) 2_757 . ? O1 Fe1 N1 75.58(7) . . ? O2 Fe1 N2 83.13(9) . . ? O3 Fe1 N2 163.36(8) . . ? O1 Fe1 N2 99.38(8) 2_757 . ? O1 Fe1 N2 77.77(9) . . ? N1 Fe1 N2 84.48(9) . . ? C19 O3 Fe1 119.91(16) . . ? C10 O1 Fe1 133.84(15) . 2_757 ? C10 O1 Fe1 105.32(15) . . ? Fe1 O1 Fe1 103.49(8) 2_757 . ? C1 O2 Fe1 132.59(16) . . ? C12 N1 C11 121.7(2) . . ? C12 N1 Fe1 125.34(17) . . ? C11 N1 Fe1 112.31(15) . . ? C7 N2 C9 120.7(2) . . ? C7 N2 Fe1 129.33(19) . . ? C9 N2 Fe1 109.93(18) . . ? C15 C14 C19 118.1(2) . . ? C15 C14 C12 120.4(2) . . ? C19 C14 C12 121.1(2) . . ? C5 C6 C1 116.5(3) . . ? C5 C6 C7 120.9(3) . . ? C1 C6 C7 122.5(2) . . ? O2 C1 C2 117.0(3) . . ? O2 C1 C6 123.9(2) . . ? C2 C1 C6 119.1(3) . . ? N2 C7 C6 121.2(2) . . ? N2 C7 C8 120.6(3) . . ? C6 C7 C8 118.1(3) . . ? O3 C19 C18 119.4(2) . . ? O3 C19 C14 122.7(2) . . ? C18 C19 C14 117.8(2) . . ? O1 C10 C9 109.1(2) . . ? O1 C10 C11 106.7(2) . . ? C9 C10 C11 112.1(2) . . ? N1 C12 C14 119.5(2) . . ? N1 C12 C13 122.4(2) . . ? C14 C12 C13 118.0(2) . . ? C17 C18 C19 122.1(3) . . ? N1 C11 C10 107.7(2) . . ? N2 C9 C10 108.4(2) . . ? C4 C5 C6 123.2(3) . . ? C3 C2 C1 121.8(3) . . ? C15 C16 C17 119.4(3) . . ? C2 C3 C4 119.5(3) . . ? C16 C15 C14 122.2(3) . . ? C5 C4 C3 119.9(3) . . ? C18 C17 C16 120.4(3) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.385 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.066 _database_code_depnum_ccdc_archive 'CCDC 930142' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 #TrackingRef '1 and 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Fe2 N6 O6' _chemical_formula_weight 784.43 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' N N 0.0061 0.0033 '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 ? _symmetry_space_group_name_H-M P21/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 11.139(5) _cell_length_b 14.648(5) _cell_length_c 22.488(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 95.343(5) _cell_angle_gamma 90.000(5) _cell_volume 3653(2) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.426 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9055 _exptl_absorpt_correction_T_max 0.9511 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26607 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 26.19 _reflns_number_total 7096 _reflns_number_gt 5365 _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, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for windows (Farrugia, 1997)' _computing_publication_material 'Platon99 (Spek, 1999)' _refine_special_detail ; 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^)+(0.0531P)^2^+1.2508P] 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 7096 _refine_ls_number_parameters 527 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.0964 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.064 _refine_ls_shift/su_mean 0.002 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 0.89961(3) 0.02053(3) 0.741851(16) 0.04418(12) Uani 1 1 d . . . Fe2 Fe 1.12739(3) -0.11433(3) 0.729757(15) 0.04294(12) Uani 1 1 d . . . O1 O 0.97644(14) -0.09601(11) 0.77422(7) 0.0412(4) Uani 1 1 d . . . O2 O 1.04733(15) 0.00148(12) 0.69756(7) 0.0463(4) Uani 1 1 d . . . O6 O 1.22457(15) -0.15015(14) 0.80086(8) 0.0532(5) Uani 1 1 d . . . O3 O 0.82139(17) 0.09570(13) 0.67969(9) 0.0610(5) Uani 1 1 d . . . O4 O 1.1746(2) -0.15608(15) 0.65382(9) 0.0666(6) Uani 1 1 d . . . O5 O 0.80575(17) 0.05014(13) 0.80740(9) 0.0577(5) Uani 1 1 d . . . N4 N 1.27696(19) -0.02277(16) 0.71975(10) 0.0509(5) Uani 1 1 d . . . N2 N 1.04659(17) -0.24761(14) 0.73061(9) 0.0424(5) Uani 1 1 d . . . N3 N 1.01936(19) 0.12519(15) 0.77761(10) 0.0497(5) Uani 1 1 d . . . N1 N 0.77160(17) -0.08131(14) 0.71099(9) 0.0441(5) Uani 1 1 d . . . C6 C 0.9143(2) 0.16896(18) 0.86208(13) 0.0536(7) Uani 1 1 d . . . C29 C 0.6453(2) 0.01315(19) 0.64263(12) 0.0485(6) Uani 1 1 d . . . C25 C 0.9761(2) -0.25702(19) 0.78198(12) 0.0458(6) Uani 1 1 d . . . C12 C 1.4216(2) -0.08656(18) 0.79380(12) 0.0464(6) Uani 1 1 d . . . C17 C 1.3392(2) -0.14171(18) 0.82145(11) 0.0454(6) Uani 1 1 d . . . C23 C 1.1055(2) -0.30848(18) 0.63779(11) 0.0457(6) Uani 1 1 d . . . C18 C 1.1659(2) -0.2296(2) 0.62136(11) 0.0502(6) Uani 1 1 d . . . C24 C 1.0443(2) -0.31098(19) 0.69150(12) 0.0455(6) Uani 1 1 d . . . C34 C 0.7215(2) 0.09025(18) 0.64424(11) 0.0458(6) Uani 1 1 d . . . C26 C 0.9000(2) -0.17126(17) 0.78370(12) 0.0428(6) Uani 1 1 d . . . C11 C 1.3839(2) -0.0278(2) 0.74484(13) 0.0517(7) Uani 1 1 d . . . C16 C 1.3803(2) -0.18924(19) 0.87348(13) 0.0543(7) Uani 1 1 d . . . H16 H 1.3269 -0.2250 0.8927 0.065 Uiso 1 1 calc R . . C27 C 0.7957(2) -0.17369(19) 0.73411(14) 0.0507(7) Uani 1 1 d . . . C33 C 0.6881(3) 0.1629(2) 0.60592(12) 0.0541(7) Uani 1 1 d . . . H33 H 0.7382 0.2136 0.6054 0.065 Uiso 1 1 calc R . . C1 C 0.8164(2) 0.10726(18) 0.85238(13) 0.0499(6) Uani 1 1 d . . . C28 C 0.6767(2) -0.0687(2) 0.67541(12) 0.0489(6) Uani 1 1 d . . . C19 C 1.2190(3) -0.2312(2) 0.56685(13) 0.0618(8) Uani 1 1 d . . . H19 H 1.2593 -0.1798 0.5549 0.074 Uiso 1 1 calc R . . C32 C 0.5827(3) 0.1609(2) 0.56899(13) 0.0658(8) Uani 1 1 d . . . H32 H 0.5622 0.2104 0.5442 0.079 Uiso 1 1 calc R . . C2 C 0.7289(3) 0.1085(2) 0.89324(14) 0.0624(8) Uani 1 1 d . . . H2 H 0.6646 0.0679 0.8882 0.075 Uiso 1 1 calc R . . C8 C 1.1301(3) 0.1342(2) 0.74688(16) 0.0624(8) Uani 1 1 d . . . C7 C 1.0099(3) 0.17316(19) 0.82433(14) 0.0549(7) Uani 1 1 d . . . C9 C 1.1189(3) 0.0799(2) 0.68938(13) 0.0551(7) Uani 1 1 d . . . C10 C 1.2421(3) 0.0459(2) 0.67448(14) 0.0608(8) Uani 1 1 d . . . C13 C 1.5426(2) -0.0827(2) 0.81859(14) 0.0578(7) Uani 1 1 d . . . H13 H 1.5974 -0.0471 0.8001 0.069 Uiso 1 1 calc R . . C22 C 1.1001(3) -0.3851(2) 0.60060(13) 0.0602(7) Uani 1 1 d . . . H22 H 1.0595 -0.4370 0.6116 0.072 Uiso 1 1 calc R . . C5 C 0.9191(3) 0.2275(2) 0.91213(15) 0.0730(9) Uani 1 1 d . . . H5 H 0.9843 0.2669 0.9192 0.088 Uiso 1 1 calc R . . C14 C 1.5810(3) -0.1300(2) 0.86897(16) 0.0686(9) Uani 1 1 d . . . H14 H 1.6610 -0.1266 0.8848 0.082 Uiso 1 1 calc R . . C35 C 0.9860(4) -0.0702(2) 0.93088(14) 0.0710(9) Uani 1 1 d . . . C36 C 1.1030(3) -0.0377(3) 0.91810(18) 0.0947(12) Uani 1 1 d . . . H36A H 1.1247 -0.0653 0.8819 0.142 Uiso 1 1 calc R . . H36B H 1.1617 -0.0534 0.9505 0.142 Uiso 1 1 calc R . . H36C H 1.1005 0.0275 0.9134 0.142 Uiso 1 1 calc R . . C15 C 1.4993(3) -0.1834(2) 0.89634(15) 0.0673(8) Uani 1 1 d . . . H15 H 1.5252 -0.2157 0.9307 0.081 Uiso 1 1 calc R . . C3 C 0.7358(3) 0.1681(3) 0.94041(16) 0.0760(10) Uani 1 1 d . . . H3 H 0.6751 0.1682 0.9661 0.091 Uiso 1 1 calc R . . C31 C 0.5070(3) 0.0868(3) 0.56829(16) 0.0772(10) Uani 1 1 d . . . H31 H 0.4353 0.0863 0.5435 0.093 Uiso 1 1 calc R . . C30 C 0.5381(3) 0.0138(2) 0.60426(15) 0.0698(9) Uani 1 1 d . . . H30 H 0.4872 -0.0366 0.6034 0.084 Uiso 1 1 calc R . . C20 C 1.2124(3) -0.3067(3) 0.53152(14) 0.0692(9) Uani 1 1 d . . . H20 H 1.2479 -0.3058 0.4957 0.083 Uiso 1 1 calc R . . C4 C 0.8310(3) 0.2279(3) 0.95055(17) 0.0835(11) Uani 1 1 d . . . H4 H 0.8352 0.2677 0.9829 0.100 Uiso 1 1 calc R . . C37 C 0.8768(4) -0.0872(4) 0.5138(2) 0.1241(19) Uani 1 1 d . . . N6 N 0.8948(3) -0.0944(3) 0.94013(17) 0.1097(12) Uani 1 1 d . . . C21 C 1.1539(3) -0.3851(3) 0.54784(14) 0.0718(9) Uani 1 1 d . . . H21 H 1.1510 -0.4366 0.5236 0.086 Uiso 1 1 calc R . . N5 N 0.8404(7) -0.1070(6) 0.4677(2) 0.250(4) Uani 1 1 d . . . C38 C 0.9248(4) -0.0722(5) 0.57142(19) 0.135(2) Uani 1 1 d . . . H38A H 0.8794 -0.1057 0.5984 0.203 Uiso 1 1 calc R . . H38B H 0.9213 -0.0082 0.5803 0.203 Uiso 1 1 calc R . . H38C H 1.0072 -0.0922 0.5758 0.203 Uiso 1 1 calc R . . H26 H 0.872(2) -0.1658(16) 0.8206(11) 0.035(6) Uiso 1 1 d . . . H25A H 0.928(2) -0.3150(19) 0.7793(11) 0.052(7) Uiso 1 1 d . . . H9 H 1.077(2) 0.1172(19) 0.6575(13) 0.060(8) Uiso 1 1 d . . . H25B H 1.030(3) -0.2618(19) 0.8170(13) 0.058(8) Uiso 1 1 d . . . H11 H 1.437(3) 0.011(2) 0.7309(13) 0.061(8) Uiso 1 1 d . . . H27A H 0.817(2) -0.2107(18) 0.6986(12) 0.048(7) Uiso 1 1 d . . . H24 H 0.997(2) -0.3633(19) 0.6953(12) 0.052(8) Uiso 1 1 d . . . H10B H 1.236(2) 0.0121(18) 0.6357(13) 0.049(7) Uiso 1 1 d . . . H36 H 1.074(3) 0.212(2) 0.8371(12) 0.061(8) Uiso 1 1 d . . . H8A H 1.142(3) 0.190(2) 0.7397(14) 0.072(10) Uiso 1 1 d . . . H28 H 0.626(2) -0.1183(18) 0.6671(11) 0.050(7) Uiso 1 1 d . . . H10A H 1.301(3) 0.095(2) 0.6752(13) 0.069(9) Uiso 1 1 d . . . H8B H 1.204(3) 0.106(2) 0.7743(14) 0.073(9) Uiso 1 1 d . . . H27B H 0.727(3) -0.202(2) 0.7494(13) 0.067(9) 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 0.0399(2) 0.0422(2) 0.0485(2) 0.00036(16) -0.00569(16) -0.00899(15) Fe2 0.0377(2) 0.0511(2) 0.0399(2) 0.00502(16) 0.00277(14) -0.00989(15) O1 0.0368(9) 0.0448(10) 0.0416(9) 0.0043(7) 0.0019(7) -0.0090(7) O2 0.0448(10) 0.0491(10) 0.0439(10) 0.0089(8) -0.0012(8) -0.0140(8) O6 0.0365(9) 0.0726(13) 0.0496(11) 0.0129(9) -0.0013(8) -0.0097(8) O3 0.0545(11) 0.0555(12) 0.0685(13) 0.0141(10) -0.0187(10) -0.0119(9) O4 0.0829(14) 0.0680(14) 0.0528(12) -0.0039(10) 0.0265(10) -0.0262(11) O5 0.0535(11) 0.0548(11) 0.0650(12) -0.0153(10) 0.0068(9) -0.0149(9) N4 0.0422(12) 0.0595(14) 0.0510(13) 0.0067(11) 0.0043(10) -0.0136(10) N2 0.0398(11) 0.0463(12) 0.0415(11) 0.0047(10) 0.0068(9) -0.0035(9) N3 0.0499(13) 0.0424(12) 0.0545(14) 0.0068(11) -0.0080(10) -0.0123(10) N1 0.0392(11) 0.0441(12) 0.0482(12) -0.0019(10) -0.0003(9) -0.0059(9) C6 0.0518(16) 0.0450(15) 0.0600(17) -0.0024(13) -0.0153(13) 0.0010(12) C29 0.0409(14) 0.0579(16) 0.0453(15) -0.0030(12) -0.0028(11) 0.0018(12) C25 0.0459(14) 0.0490(16) 0.0437(15) 0.0077(12) 0.0109(12) -0.0042(12) C12 0.0362(13) 0.0514(15) 0.0515(16) -0.0110(12) 0.0037(11) -0.0035(11) C17 0.0375(13) 0.0495(15) 0.0486(15) -0.0104(12) 0.0011(11) 0.0020(11) C23 0.0378(13) 0.0562(16) 0.0427(14) 0.0013(12) 0.0012(10) 0.0057(11) C18 0.0424(14) 0.0677(19) 0.0405(14) 0.0041(13) 0.0042(11) -0.0009(12) C24 0.0403(13) 0.0458(15) 0.0500(16) 0.0050(13) 0.0027(11) 0.0001(11) C34 0.0421(14) 0.0534(16) 0.0417(14) -0.0042(12) 0.0025(11) 0.0028(11) C26 0.0431(14) 0.0439(14) 0.0423(14) 0.0045(11) 0.0093(11) -0.0070(11) C11 0.0407(15) 0.0594(18) 0.0567(17) -0.0115(14) 0.0135(13) -0.0176(13) C16 0.0493(15) 0.0550(17) 0.0570(17) 0.0008(13) -0.0040(12) 0.0002(12) C27 0.0405(14) 0.0459(16) 0.0645(19) 0.0008(14) -0.0013(13) -0.0107(12) C33 0.0543(16) 0.0585(17) 0.0498(16) 0.0012(13) 0.0057(13) 0.0034(13) C1 0.0468(15) 0.0440(15) 0.0562(17) -0.0038(13) -0.0103(12) 0.0041(11) C28 0.0406(14) 0.0514(16) 0.0538(16) -0.0069(13) -0.0011(12) -0.0101(12) C19 0.0543(16) 0.085(2) 0.0477(16) 0.0049(16) 0.0137(13) -0.0025(15) C32 0.0669(19) 0.076(2) 0.0526(18) 0.0065(15) -0.0058(15) 0.0124(16) C2 0.0489(16) 0.0643(19) 0.073(2) -0.0129(16) 0.0011(14) -0.0004(13) C8 0.0602(19) 0.0507(19) 0.076(2) 0.0019(16) 0.0031(16) -0.0232(15) C7 0.0506(16) 0.0425(15) 0.067(2) -0.0045(14) -0.0167(14) -0.0107(12) C9 0.0529(16) 0.0551(17) 0.0558(17) 0.0183(14) -0.0029(13) -0.0178(13) C10 0.0575(18) 0.071(2) 0.0543(18) 0.0151(16) 0.0061(14) -0.0244(15) C13 0.0365(14) 0.0611(18) 0.076(2) -0.0167(16) 0.0051(13) -0.0016(12) C22 0.0594(17) 0.0613(19) 0.0602(18) -0.0029(15) 0.0081(14) 0.0062(14) C5 0.070(2) 0.067(2) 0.077(2) -0.0202(18) -0.0163(17) -0.0056(16) C14 0.0395(15) 0.073(2) 0.089(2) -0.0112(18) -0.0133(15) 0.0067(14) C35 0.085(2) 0.073(2) 0.0548(19) 0.0018(16) 0.0040(17) -0.0022(19) C36 0.075(2) 0.126(4) 0.084(3) 0.003(2) 0.012(2) -0.005(2) C15 0.0572(18) 0.068(2) 0.073(2) -0.0020(16) -0.0155(15) 0.0096(15) C3 0.064(2) 0.088(3) 0.075(2) -0.0233(19) 0.0053(16) 0.0084(18) C31 0.0607(19) 0.089(3) 0.076(2) 0.0067(19) -0.0267(17) 0.0060(18) C30 0.0515(17) 0.075(2) 0.079(2) 0.0008(18) -0.0148(16) -0.0071(15) C20 0.0638(19) 0.098(3) 0.0477(17) 0.0002(17) 0.0151(14) 0.0134(18) C4 0.080(2) 0.092(3) 0.076(2) -0.037(2) -0.0046(19) 0.003(2) C37 0.113(4) 0.197(6) 0.060(3) 0.026(3) -0.006(2) -0.050(4) N6 0.090(2) 0.137(3) 0.104(3) 0.021(2) 0.015(2) -0.027(2) C21 0.078(2) 0.081(2) 0.0581(19) -0.0141(17) 0.0112(16) 0.0165(18) N5 0.284(8) 0.370(10) 0.085(4) 0.042(5) -0.037(4) -0.147(8) C38 0.107(3) 0.229(6) 0.067(3) -0.011(3) -0.006(2) -0.005(4) _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 O3 1.9233(19) . ? Fe1 O5 1.934(2) . ? Fe1 O1 2.0151(18) . ? Fe1 O2 2.0206(19) . ? Fe1 N1 2.134(2) . ? Fe1 N3 2.139(2) . ? Fe2 O6 1.9187(18) . ? Fe2 O4 1.932(2) . ? Fe2 O2 2.0192(18) . ? Fe2 O1 2.0523(17) . ? Fe2 N2 2.151(2) . ? Fe2 N4 2.167(2) . ? O1 C26 1.421(3) . ? O2 C9 1.420(3) . ? O6 C17 1.323(3) . ? O3 C34 1.310(3) . ? O4 C18 1.300(3) . ? O5 C1 1.310(3) . ? N4 C11 1.272(3) . ? N4 C10 1.458(4) . ? N2 C24 1.277(3) . ? N2 C25 1.462(3) . ? N3 C7 1.276(4) . ? N3 C8 1.475(4) . ? N1 C28 1.278(3) . ? N1 C27 1.465(3) . ? C6 C5 1.412(4) . ? C6 C1 1.417(4) . ? C6 C7 1.424(4) . ? C29 C30 1.407(4) . ? C29 C34 1.411(4) . ? C29 C28 1.434(4) . ? C25 C26 1.518(4) . ? C12 C17 1.410(4) . ? C12 C13 1.410(4) . ? C12 C11 1.430(4) . ? C17 C16 1.401(4) . ? C23 C22 1.398(4) . ? C23 C18 1.403(4) . ? C23 C24 1.442(4) . ? C18 C19 1.410(4) . ? C34 C33 1.398(4) . ? C26 C27 1.534(4) . ? C16 C15 1.379(4) . ? C33 C32 1.374(4) . ? C1 C2 1.400(4) . ? C19 C20 1.360(4) . ? C32 C31 1.374(5) . ? C2 C3 1.370(4) . ? C8 C9 1.513(5) . ? C9 C10 1.526(4) . ? C13 C14 1.363(4) . ? C22 C21 1.378(4) . ? C5 C4 1.367(5) . ? C14 C15 1.386(5) . ? C35 N6 1.114(4) . ? C35 C36 1.441(5) . ? C3 C4 1.377(5) . ? C31 C30 1.366(5) . ? C20 C21 1.386(5) . ? C37 N5 1.115(6) . ? C37 C38 1.373(6) . ? 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 O3 Fe1 O5 100.67(9) . . ? O3 Fe1 O1 153.64(8) . . ? O5 Fe1 O1 98.99(8) . . ? O3 Fe1 O2 93.17(8) . . ? O5 Fe1 O2 158.35(7) . . ? O1 Fe1 O2 73.93(7) . . ? O3 Fe1 N1 85.42(8) . . ? O5 Fe1 N1 90.71(8) . . ? O1 Fe1 N1 76.93(8) . . ? O2 Fe1 N1 107.05(8) . . ? O3 Fe1 N3 95.01(8) . . ? O5 Fe1 N3 85.13(9) . . ? O1 Fe1 N3 104.02(8) . . ? O2 Fe1 N3 77.08(8) . . ? N1 Fe1 N3 175.83(9) . . ? O6 Fe2 O4 118.10(10) . . ? O6 Fe2 O2 136.45(8) . . ? O4 Fe2 O2 95.53(9) . . ? O6 Fe2 O1 93.09(7) . . ? O4 Fe2 O1 140.78(8) . . ? O2 Fe2 O1 73.17(7) . . ? O6 Fe2 N2 87.04(8) . . ? O4 Fe2 N2 82.48(8) . . ? O2 Fe2 N2 126.49(8) . . ? O1 Fe2 N2 75.63(7) . . ? O6 Fe2 N4 82.89(8) . . ? O4 Fe2 N4 80.15(9) . . ? O2 Fe2 N4 76.17(8) . . ? O1 Fe2 N4 129.98(8) . . ? N2 Fe2 N4 152.78(8) . . ? C26 O1 Fe1 118.10(14) . . ? C26 O1 Fe2 120.08(15) . . ? Fe1 O1 Fe2 105.92(7) . . ? C9 O2 Fe2 119.44(16) . . ? C9 O2 Fe1 116.42(17) . . ? Fe2 O2 Fe1 106.97(8) . . ? C17 O6 Fe2 135.84(17) . . ? C34 O3 Fe1 135.17(17) . . ? C18 O4 Fe2 138.28(17) . . ? C1 O5 Fe1 135.66(18) . . ? C11 N4 C10 121.8(2) . . ? C11 N4 Fe2 128.0(2) . . ? C10 N4 Fe2 110.03(16) . . ? C24 N2 C25 119.8(2) . . ? C24 N2 Fe2 129.42(18) . . ? C25 N2 Fe2 110.40(16) . . ? C7 N3 C8 118.2(2) . . ? C7 N3 Fe1 127.4(2) . . ? C8 N3 Fe1 114.02(19) . . ? C28 N1 C27 117.9(2) . . ? C28 N1 Fe1 126.25(19) . . ? C27 N1 Fe1 115.82(15) . . ? C5 C6 C1 118.8(3) . . ? C5 C6 C7 118.3(3) . . ? C1 C6 C7 122.9(3) . . ? C30 C29 C34 119.0(3) . . ? C30 C29 C28 118.2(3) . . ? C34 C29 C28 122.6(2) . . ? N2 C25 C26 106.5(2) . . ? C17 C12 C13 119.0(3) . . ? C17 C12 C11 121.9(2) . . ? C13 C12 C11 118.8(3) . . ? O6 C17 C16 118.4(2) . . ? O6 C17 C12 123.1(2) . . ? C16 C17 C12 118.5(2) . . ? C22 C23 C18 119.9(2) . . ? C22 C23 C24 118.9(3) . . ? C18 C23 C24 121.1(2) . . ? O4 C18 C23 123.1(2) . . ? O4 C18 C19 119.1(3) . . ? C23 C18 C19 117.7(3) . . ? N2 C24 C23 125.3(2) . . ? O3 C34 C33 119.4(2) . . ? O3 C34 C29 122.6(2) . . ? C33 C34 C29 118.0(2) . . ? O1 C26 C25 107.1(2) . . ? O1 C26 C27 109.4(2) . . ? C25 C26 C27 110.4(2) . . ? N4 C11 C12 124.9(2) . . ? C15 C16 C17 120.5(3) . . ? N1 C27 C26 109.7(2) . . ? C32 C33 C34 121.3(3) . . ? O5 C1 C2 119.8(2) . . ? O5 C1 C6 122.7(3) . . ? C2 C1 C6 117.6(3) . . ? N1 C28 C29 126.1(2) . . ? C20 C19 C18 121.2(3) . . ? C31 C32 C33 120.8(3) . . ? C3 C2 C1 121.6(3) . . ? N3 C8 C9 110.4(2) . . ? N3 C7 C6 126.2(3) . . ? O2 C9 C8 108.5(2) . . ? O2 C9 C10 107.0(2) . . ? C8 C9 C10 110.8(3) . . ? N4 C10 C9 105.0(2) . . ? C14 C13 C12 121.5(3) . . ? C21 C22 C23 121.1(3) . . ? C4 C5 C6 122.0(3) . . ? C13 C14 C15 119.2(3) . . ? N6 C35 C36 178.9(5) . . ? C16 C15 C14 121.2(3) . . ? C2 C3 C4 121.3(3) . . ? C30 C31 C32 119.4(3) . . ? C31 C30 C29 121.4(3) . . ? C19 C20 C21 121.3(3) . . ? C5 C4 C3 118.6(3) . . ? N5 C37 C38 174.1(8) . . ? C22 C21 C20 118.8(3) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 26.19 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.551 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.050 _database_code_depnum_ccdc_archive 'CCDC 930143'