# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 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_td24 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H74 Fe3 N28 O12 Th2, H5 O2' _chemical_formula_sum 'C48 H79 Fe3 N28 O14 Th2' _chemical_formula_weight 1904.02 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' Th Th -7.2400 8.8979 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.58960(10) _cell_length_b 13.9112(2) _cell_length_c 16.3886(3) _cell_angle_alpha 109.3824(10) _cell_angle_beta 94.1999(11) _cell_angle_gamma 107.9522(9) _cell_volume 1924.07(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 29358 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 933 _exptl_absorpt_coefficient_mu 4.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2381 _exptl_absorpt_correction_T_max 0.4682 _exptl_absorpt_process_details 'MULABS (Blessing, 1995)' _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 'Nonius KappaCCD' _diffrn_measurement_method '\f- \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31362 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7554 _reflns_number_gt 6847 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL package (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL package (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material 'SHELXTL (Sheldrick, 1997b)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 9 flagged for potential systematic errors ; _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^)+(0.0592P)^2^+1.5858P] 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 7554 _refine_ls_number_parameters 453 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0925 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.002 _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 Th1 Th 0.519793(17) 0.811040(13) 0.740617(10) 0.02249(7) Uani 1 1 d . . . Fe1 Fe 0.66503(7) 0.84698(5) 1.08746(4) 0.02407(15) Uani 1 1 d . . . Fe2 Fe 0.0000 0.5000 0.5000 0.0288(2) Uani 1 2 d S . . O1 O 0.3131(4) 0.7734(3) 0.8154(3) 0.0437(9) Uani 1 1 d . . . O2 O 0.3683(5) 0.8744(3) 0.6592(3) 0.0447(10) Uani 1 1 d . . . O3 O 0.5689(5) 0.7517(4) 0.5938(3) 0.0530(11) Uani 1 1 d . . . O4 O 0.4988(4) 0.6425(3) 0.7566(3) 0.0423(9) Uani 1 1 d . . . O5 O 0.6999(5) 0.9724(4) 0.7349(3) 0.0561(12) Uani 1 1 d . . . O1W O 0.7662(4) 0.7907(3) 0.7479(3) 0.0416(9) Uani 1 1 d D . . H11 H 0.838(5) 0.834(4) 0.789(3) 0.050 Uiso 1 1 d D . . H12 H 0.791(6) 0.741(4) 0.716(3) 0.050 Uiso 1 1 d D . . N1 N 0.1572(5) 0.7842(4) 0.9119(3) 0.0424(11) Uani 1 1 d . . . N2 N 0.1738(7) 0.9059(5) 0.6034(4) 0.0546(14) Uani 1 1 d . . . N3 N 0.5083(7) 0.6588(6) 0.4473(4) 0.0656(18) Uani 1 1 d . . . N4 N 0.4275(9) 0.5171(5) 0.8178(4) 0.0689(19) Uani 1 1 d D . . N5 N 0.7869(6) 1.1465(4) 0.7479(4) 0.0516(13) Uani 1 1 d . . . N6 N 0.6378(5) 0.8598(4) 0.9025(3) 0.0355(10) Uani 1 1 d . . . N7 N 0.9660(6) 1.0391(4) 1.1577(4) 0.0507(13) Uani 1 1 d . . . N8 N 0.8109(6) 0.6734(4) 1.0260(4) 0.0500(13) Uani 1 1 d . . . N9 N 0.6819(9) 0.8205(6) 1.2662(4) 0.0718(19) Uani 1 1 d . . . N10 N 0.3528(6) 0.6669(5) 1.0262(4) 0.0553(14) Uani 1 1 d . . . N11 N 0.5102(5) 1.0127(4) 1.1564(3) 0.0376(10) Uani 1 1 d . . . N12 N 0.2916(5) 0.6530(4) 0.6323(3) 0.0400(11) Uani 1 1 d . . . N13 N -0.1541(7) 0.6292(5) 0.6312(4) 0.0610(16) Uani 1 1 d . . . N14 N 0.0413(9) 0.6631(6) 0.4068(5) 0.0757(19) Uani 1 1 d . . . C1 C 0.2852(6) 0.8151(5) 0.8905(4) 0.0445(14) Uani 1 1 d . . . H1A H 0.3626 0.8721 0.9334 0.053 Uiso 1 1 calc R . . C2 C 0.1334(9) 0.8393(7) 0.9980(5) 0.067(2) Uani 1 1 d . . . H2A H 0.2254 0.8953 1.0331 0.101 Uiso 1 1 calc R . . H2B H 0.0993 0.7879 1.0260 0.101 Uiso 1 1 calc R . . H2C H 0.0594 0.8713 0.9925 0.101 Uiso 1 1 calc R . . C3 C 0.0305(9) 0.6959(9) 0.8483(6) 0.079(3) Uani 1 1 d . . . H3A H 0.0618 0.6663 0.7941 0.118 Uiso 1 1 calc R . . H3B H -0.0467 0.7233 0.8376 0.118 Uiso 1 1 calc R . . H3C H -0.0074 0.6399 0.8713 0.118 Uiso 1 1 calc R . . C4 C 0.2378(7) 0.8726(5) 0.6546(4) 0.0461(14) Uani 1 1 d . . . H4A H 0.1818 0.8451 0.6911 0.055 Uiso 1 1 calc R . . C5 C 0.0184(10) 0.9007(9) 0.6036(8) 0.092(3) Uani 1 1 d . . . H5A H -0.0199 0.8702 0.6456 0.138 Uiso 1 1 calc R . . H5B H -0.0413 0.8558 0.5459 0.138 Uiso 1 1 calc R . . H5C H 0.0150 0.9728 0.6196 0.138 Uiso 1 1 calc R . . C6 C 0.2519(11) 0.9476(8) 0.5449(6) 0.083(3) Uani 1 1 d . . . H6A H 0.3508 0.9450 0.5514 0.124 Uiso 1 1 calc R . . H6B H 0.2581 1.0217 0.5587 0.124 Uiso 1 1 calc R . . H6C H 0.1995 0.9044 0.4853 0.124 Uiso 1 1 calc R . . C7 C 0.4911(9) 0.7213(7) 0.5183(4) 0.0617(19) Uani 1 1 d . . . H7A H 0.4135 0.7475 0.5148 0.074 Uiso 1 1 calc R . . C8 C 0.4128(11) 0.6249(9) 0.3614(5) 0.083(3) Uani 1 1 d . . . H8A H 0.3400 0.6599 0.3682 0.125 Uiso 1 1 calc R . . H8B H 0.3627 0.5473 0.3383 0.125 Uiso 1 1 calc R . . H8C H 0.4731 0.6453 0.3214 0.125 Uiso 1 1 calc R . . C9 C 0.6215(11) 0.6123(9) 0.4428(7) 0.090 Uani 1 1 d . . . H9A H 0.6803 0.6371 0.5007 0.135 Uiso 1 1 calc R . . H9B H 0.6846 0.6340 0.4044 0.135 Uiso 1 1 calc R . . H9C H 0.5761 0.5343 0.4201 0.135 Uiso 1 1 calc R . . C10 C 0.5311(11) 0.5971(7) 0.8041(6) 0.073(2) Uani 1 1 d . . . H10A H 0.6303 0.6189 0.8312 0.088 Uiso 1 1 calc R . . C11 C 0.4853(12) 0.4732(9) 0.8747(7) 0.092 Uani 1 1 d . . . H11A H 0.5920 0.5083 0.8915 0.139 Uiso 1 1 calc R . . H11B H 0.4608 0.3963 0.8441 0.139 Uiso 1 1 calc R . . H11C H 0.4420 0.4856 0.9264 0.139 Uiso 1 1 calc R . . C12 C 0.2756(11) 0.4756(10) 0.7851(7) 0.095 Uani 1 1 d D . . H12A H 0.2526 0.5121 0.7484 0.142 Uiso 1 1 calc R . . H12B H 0.2234 0.4868 0.8333 0.142 Uiso 1 1 calc R . . H12C H 0.2451 0.3990 0.7510 0.142 Uiso 1 1 calc R . . C13 C 0.8050(11) 1.0625(9) 0.7635(7) 0.046(3) Uani 0.606(12) 1 d P A 2 H13A H 0.8950 1.0707 0.7955 0.056 Uiso 0.606(12) 1 calc PR A 2 C14 C 0.6508(17) 1.1373(16) 0.7055(16) 0.112(8) Uani 0.606(12) 1 d P A 2 H14A H 0.5893 1.0617 0.6775 0.168 Uiso 0.606(12) 1 calc PR A 2 H14B H 0.6665 1.1693 0.6617 0.168 Uiso 0.606(12) 1 calc PR A 2 H14C H 0.6021 1.1743 0.7476 0.168 Uiso 0.606(12) 1 calc PR A 2 C15 C 0.905(3) 1.2553(13) 0.7892(14) 0.125(9) Uani 0.606(12) 1 d P A 2 H15A H 0.9965 1.2479 0.8086 0.187 Uiso 0.606(12) 1 calc PR A 2 H15B H 0.8755 1.2991 0.8388 0.187 Uiso 0.606(12) 1 calc PR A 2 H15C H 0.9193 1.2897 0.7469 0.187 Uiso 0.606(12) 1 calc PR A 2 C13A C 0.680(2) 1.0656(18) 0.7374(16) 0.069(7) Uani 0.394(12) 1 d P A 1 H13B H 0.5844 1.0678 0.7310 0.083 Uiso 0.394(12) 1 calc PR A 1 C14A C 0.769(4) 1.256(2) 0.759(2) 0.096(10) Uani 0.394(12) 1 d P A 1 H14D H 0.6674 1.2429 0.7351 0.144 Uiso 0.394(12) 1 calc PR A 1 H14E H 0.8349 1.2912 0.7282 0.144 Uiso 0.394(12) 1 calc PR A 1 H14F H 0.7926 1.3009 0.8204 0.144 Uiso 0.394(12) 1 calc PR A 1 C15A C 0.939(2) 1.1494(19) 0.748(2) 0.096(10) Uani 0.394(12) 1 d P A 1 H15D H 0.9430 1.0796 0.7428 0.144 Uiso 0.394(12) 1 calc PR A 1 H15E H 1.0026 1.2041 0.8018 0.144 Uiso 0.394(12) 1 calc PR A 1 H15F H 0.9723 1.1664 0.6988 0.144 Uiso 0.394(12) 1 calc PR A 1 C16 C 0.6527(5) 0.8580(4) 0.9727(3) 0.0286(10) Uani 1 1 d . A . C17 C 0.8568(6) 0.9675(4) 1.1305(4) 0.0329(11) Uani 1 1 d . . . C18 C 0.7583(6) 0.7396(4) 1.0483(4) 0.0347(11) Uani 1 1 d . . . C19 C 0.6759(7) 0.8324(5) 1.2005(4) 0.0407(13) Uani 1 1 d . . . C20 C 0.4700(6) 0.7326(4) 1.0471(4) 0.0352(12) Uani 1 1 d . . . C21 C 0.5672(6) 0.9505(4) 1.1291(3) 0.0305(11) Uani 1 1 d . . . C22 C 0.1846(6) 0.5937(4) 0.5818(3) 0.0341(11) Uani 1 1 d . A . C23 C -0.0993(6) 0.5796(5) 0.5817(4) 0.0389(13) Uani 1 1 d . . . C24 C 0.0260(7) 0.6027(5) 0.4400(4) 0.0420(13) Uani 1 1 d . . . O2W O 0.8811(6) 0.4979(5) 0.9794(7) 0.135(4) Uani 1 1 d D . . H21 H 0.812(9) 0.443(6) 0.979(9) 0.162 Uiso 1 1 d D . . H22 H 0.845(12) 0.547(6) 0.983(8) 0.162 Uiso 1 1 d D . . H1 H 1.0000 0.5000 1.0000 0.19(9) Uiso 1 2 d SD . . 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 Th1 0.02347(10) 0.02032(11) 0.02007(10) 0.00225(7) 0.00375(6) 0.00875(7) Fe1 0.0255(3) 0.0198(3) 0.0245(3) 0.0039(3) 0.0029(3) 0.0100(3) Fe2 0.0273(5) 0.0249(5) 0.0243(5) -0.0038(4) -0.0044(4) 0.0121(4) O1 0.036(2) 0.044(2) 0.038(2) 0.0026(19) 0.0178(17) 0.0074(18) O2 0.052(2) 0.044(2) 0.038(2) 0.0109(19) -0.0050(18) 0.026(2) O3 0.056(3) 0.064(3) 0.028(2) 0.001(2) 0.0131(19) 0.023(2) O4 0.043(2) 0.028(2) 0.053(3) 0.0200(19) -0.0039(18) 0.0057(17) O5 0.057(3) 0.037(3) 0.074(3) 0.020(2) 0.033(2) 0.012(2) O1W 0.0241(18) 0.041(2) 0.041(2) -0.0098(18) 0.0035(15) 0.0138(16) N1 0.033(2) 0.052(3) 0.047(3) 0.020(3) 0.017(2) 0.016(2) N2 0.059(3) 0.052(3) 0.050(3) 0.015(3) -0.011(3) 0.025(3) N3 0.071(4) 0.090(5) 0.033(3) 0.002(3) 0.007(3) 0.048(4) N4 0.125(6) 0.032(3) 0.051(4) 0.024(3) 0.028(4) 0.017(3) N5 0.060(3) 0.034(3) 0.057(3) 0.018(3) 0.013(3) 0.010(3) N6 0.038(2) 0.038(3) 0.028(2) 0.005(2) 0.0047(18) 0.018(2) N7 0.036(3) 0.039(3) 0.060(3) 0.009(3) -0.003(2) 0.002(2) N8 0.049(3) 0.039(3) 0.073(4) 0.021(3) 0.023(3) 0.027(2) N9 0.110(6) 0.067(4) 0.045(4) 0.027(3) 0.009(3) 0.034(4) N10 0.039(3) 0.042(3) 0.074(4) 0.016(3) 0.009(3) 0.006(3) N11 0.048(3) 0.029(2) 0.037(3) 0.005(2) 0.011(2) 0.023(2) N12 0.035(2) 0.036(3) 0.036(3) 0.003(2) -0.007(2) 0.008(2) N13 0.056(3) 0.063(4) 0.051(3) -0.008(3) 0.003(3) 0.037(3) N14 0.094(5) 0.073(5) 0.072(5) 0.039(4) 0.017(4) 0.031(4) C1 0.034(3) 0.045(4) 0.046(3) 0.012(3) 0.011(2) 0.009(3) C2 0.070(5) 0.069(5) 0.062(5) 0.017(4) 0.040(4) 0.025(4) C3 0.048(4) 0.110(8) 0.059(5) 0.024(5) 0.008(4) 0.009(4) C4 0.054(4) 0.037(3) 0.045(3) 0.008(3) -0.002(3) 0.023(3) C5 0.067(5) 0.113(8) 0.107(8) 0.038(7) 0.001(5) 0.056(6) C6 0.096(7) 0.094(7) 0.075(6) 0.046(6) 0.004(5) 0.045(6) C7 0.078(5) 0.082(6) 0.033(4) 0.016(4) 0.017(3) 0.044(4) C8 0.095(6) 0.108(8) 0.040(4) 0.012(5) 0.005(4) 0.046(6) C9 0.088 0.089 0.087 0.025 0.012 0.033 C10 0.091(6) 0.058(5) 0.066(5) 0.017(4) 0.012(4) 0.027(4) C11 0.094 0.090 0.091 0.034 0.017 0.031 C12 0.093 0.094 0.092 0.030 0.018 0.032 C13 0.043(6) 0.040(6) 0.056(7) 0.026(5) 0.010(5) 0.007(5) C14 0.060(9) 0.118(15) 0.21(2) 0.126(17) 0.021(11) 0.032(9) C15 0.152(19) 0.049(9) 0.126(16) 0.041(10) -0.047(14) -0.019(10) C13A 0.053(11) 0.085(16) 0.116(18) 0.073(15) 0.037(11) 0.043(11) C14A 0.14(2) 0.092(19) 0.12(2) 0.084(19) 0.08(2) 0.067(18) C15A 0.038(10) 0.064(14) 0.19(3) 0.069(18) -0.006(13) 0.003(9) C16 0.027(2) 0.026(3) 0.031(3) 0.006(2) 0.0034(19) 0.012(2) C17 0.035(3) 0.027(3) 0.032(3) 0.005(2) 0.002(2) 0.011(2) C18 0.033(3) 0.027(3) 0.043(3) 0.010(2) 0.007(2) 0.012(2) C19 0.048(3) 0.035(3) 0.035(3) 0.008(3) 0.001(2) 0.017(3) C20 0.036(3) 0.027(3) 0.041(3) 0.010(2) 0.008(2) 0.013(2) C21 0.034(3) 0.026(3) 0.025(2) 0.006(2) 0.001(2) 0.007(2) C22 0.034(3) 0.033(3) 0.029(3) 0.002(2) -0.004(2) 0.016(2) C23 0.033(3) 0.035(3) 0.036(3) -0.002(2) -0.006(2) 0.015(2) C24 0.043(3) 0.039(3) 0.037(3) 0.004(3) -0.002(2) 0.017(3) O2W 0.050(3) 0.039(3) 0.317(13) 0.059(6) 0.056(5) 0.021(3) _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 Th1 O4 2.394(4) . ? Th1 O3 2.404(4) . ? Th1 O5 2.409(4) . ? Th1 O1 2.418(4) . ? Th1 O2 2.440(4) . ? Th1 O1W 2.464(3) . ? Th1 N12 2.578(5) . ? Th1 N6 2.583(4) . ? Th1 N11 2.589(4) 2_677 ? Fe1 C21 1.922(5) . ? Fe1 C18 1.928(5) . ? Fe1 C19 1.929(6) . ? Fe1 C16 1.935(5) . ? Fe1 C20 1.937(6) . ? Fe1 C17 1.953(6) . ? Fe2 C22 1.923(5) 2_566 ? Fe2 C22 1.923(5) . ? Fe2 C23 1.944(6) . ? Fe2 C23 1.944(6) 2_566 ? Fe2 C24 1.955(6) 2_566 ? Fe2 C24 1.955(6) . ? O1 C1 1.263(7) . ? O2 C4 1.241(7) . ? O3 C7 1.261(8) . ? O4 C10 1.229(9) . ? O5 C13 1.252(11) . ? O5 C13A 1.355(18) . ? O1W H11 0.83(2) . ? O1W H12 0.834(19) . ? N1 C1 1.285(7) . ? N1 C2 1.439(9) . ? N1 C3 1.454(10) . ? N2 C4 1.286(8) . ? N2 C6 1.422(11) . ? N2 C5 1.469(10) . ? N3 C7 1.258(9) . ? N3 C9 1.419(11) . ? N3 C8 1.466(9) . ? N4 C10 1.339(11) . ? N4 C12 1.380(11) . ? N4 C11 1.435(11) . ? N5 C13A 1.21(2) . ? N5 C13 1.334(11) . ? N5 C14 1.381(16) . ? N5 C15A 1.45(2) . ? N5 C15 1.477(17) . ? N5 C14A 1.53(2) . ? N6 C16 1.159(7) . ? N7 C17 1.131(8) . ? N8 C18 1.152(7) . ? N9 C19 1.142(8) . ? N10 C20 1.148(8) . ? N11 C21 1.147(7) . ? N11 Th1 2.589(4) 2_677 ? N12 C22 1.149(7) . ? N13 C23 1.151(8) . ? N14 C24 1.123(8) . ? C1 H1A 0.9300 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9300 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C13A H13B 0.9300 . ? C14A H14D 0.9600 . ? C14A H14E 0.9600 . ? C14A H14F 0.9600 . ? C15A H15D 0.9600 . ? C15A H15E 0.9600 . ? C15A H15F 0.9600 . ? O2W H21 0.84(2) . ? O2W H22 0.84(2) . ? O2W H1 1.154(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 O4 Th1 O3 93.45(16) . . ? O4 Th1 O5 142.08(15) . . ? O3 Th1 O5 76.29(17) . . ? O4 Th1 O1 74.59(15) . . ? O3 Th1 O1 138.47(16) . . ? O5 Th1 O1 135.59(15) . . ? O4 Th1 O2 136.33(14) . . ? O3 Th1 O2 75.89(15) . . ? O5 Th1 O2 77.14(16) . . ? O1 Th1 O2 85.79(15) . . ? O4 Th1 O1W 70.37(14) . . ? O3 Th1 O1W 71.08(15) . . ? O5 Th1 O1W 71.78(16) . . ? O1 Th1 O1W 135.38(15) . . ? O2 Th1 O1W 138.83(15) . . ? O4 Th1 N12 68.75(14) . . ? O3 Th1 N12 68.69(16) . . ? O5 Th1 N12 135.11(17) . . ? O1 Th1 N12 69.92(15) . . ? O2 Th1 N12 67.93(15) . . ? O1W Th1 N12 119.24(15) . . ? O4 Th1 N6 73.48(15) . . ? O3 Th1 N6 141.28(15) . . ? O5 Th1 N6 91.81(17) . . ? O1 Th1 N6 74.03(14) . . ? O2 Th1 N6 137.85(14) . . ? O1W Th1 N6 70.21(14) . . ? N12 Th1 N6 133.05(15) . . ? O4 Th1 N11 132.32(15) . 2_677 ? O3 Th1 N11 134.20(16) . 2_677 ? O5 Th1 N11 67.91(16) . 2_677 ? O1 Th1 N11 67.71(15) . 2_677 ? O2 Th1 N11 69.18(14) . 2_677 ? O1W Th1 N11 120.22(15) . 2_677 ? N12 Th1 N11 120.51(16) . 2_677 ? N6 Th1 N11 68.97(14) . 2_677 ? C21 Fe1 C18 177.6(2) . . ? C21 Fe1 C19 89.2(2) . . ? C18 Fe1 C19 88.9(2) . . ? C21 Fe1 C16 91.8(2) . . ? C18 Fe1 C16 90.1(2) . . ? C19 Fe1 C16 178.7(2) . . ? C21 Fe1 C20 88.3(2) . . ? C18 Fe1 C20 90.1(2) . . ? C19 Fe1 C20 89.6(3) . . ? C16 Fe1 C20 89.6(2) . . ? C21 Fe1 C17 88.8(2) . . ? C18 Fe1 C17 92.7(2) . . ? C19 Fe1 C17 90.3(2) . . ? C16 Fe1 C17 90.7(2) . . ? C20 Fe1 C17 177.1(2) . . ? C22 Fe2 C22 180.000(1) 2_566 . ? C22 Fe2 C23 92.7(2) 2_566 . ? C22 Fe2 C23 87.3(2) . . ? C22 Fe2 C23 87.3(2) 2_566 2_566 ? C22 Fe2 C23 92.7(2) . 2_566 ? C23 Fe2 C23 180.0(3) . 2_566 ? C22 Fe2 C24 90.1(2) 2_566 2_566 ? C22 Fe2 C24 89.9(2) . 2_566 ? C23 Fe2 C24 90.0(3) . 2_566 ? C23 Fe2 C24 90.0(3) 2_566 2_566 ? C22 Fe2 C24 89.9(2) 2_566 . ? C22 Fe2 C24 90.1(2) . . ? C23 Fe2 C24 90.0(3) . . ? C23 Fe2 C24 90.0(3) 2_566 . ? C24 Fe2 C24 180.000(1) 2_566 . ? C1 O1 Th1 136.9(4) . . ? C4 O2 Th1 134.1(4) . . ? C7 O3 Th1 133.4(4) . . ? C10 O4 Th1 147.2(5) . . ? C13 O5 C13A 57.5(10) . . ? C13 O5 Th1 157.3(6) . . ? C13A O5 Th1 128.4(8) . . ? Th1 O1W H11 122(4) . . ? Th1 O1W H12 129(4) . . ? H11 O1W H12 109(3) . . ? C1 N1 C2 120.9(6) . . ? C1 N1 C3 120.9(6) . . ? C2 N1 C3 118.1(6) . . ? C4 N2 C6 120.5(6) . . ? C4 N2 C5 120.7(7) . . ? C6 N2 C5 118.8(6) . . ? C7 N3 C9 123.1(7) . . ? C7 N3 C8 123.8(7) . . ? C9 N3 C8 113.1(7) . . ? C10 N4 C12 127.4(8) . . ? C10 N4 C11 114.3(8) . . ? C12 N4 C11 118.3(8) . . ? C13A N5 C13 58.9(9) . . ? C13A N5 C14 62.8(10) . . ? C13 N5 C14 120.8(9) . . ? C13A N5 C15A 124.5(13) . . ? C13 N5 C15A 68.8(10) . . ? C14 N5 C15A 151.1(16) . . ? C13A N5 C15 161.6(16) . . ? C13 N5 C15 119.5(10) . . ? C14 N5 C15 118.9(12) . . ? C15A N5 C15 64.0(14) . . ? C13A N5 C14A 121.7(15) . . ? C13 N5 C14A 163.4(13) . . ? C14 N5 C14A 65.6(15) . . ? C15A N5 C14A 113.8(15) . . ? C15 N5 C14A 53.8(14) . . ? C16 N6 Th1 160.2(4) . . ? C21 N11 Th1 157.8(4) . 2_677 ? C22 N12 Th1 170.5(4) . . ? O1 C1 N1 124.5(6) . . ? O1 C1 H1A 117.7 . . ? N1 C1 H1A 117.7 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O2 C4 N2 125.2(7) . . ? O2 C4 H4A 117.4 . . ? N2 C4 H4A 117.4 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 O3 126.2(7) . . ? N3 C7 H7A 116.9 . . ? O3 C7 H7A 116.9 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O4 C10 N4 121.9(9) . . ? O4 C10 H10A 119.1 . . ? N4 C10 H10A 119.1 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O5 C13 N5 119.6(9) . . ? O5 C13 H13A 120.2 . . ? N5 C13 H13A 120.2 . . ? N5 C14 H14A 109.5 . . ? N5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N5 C15 H15A 109.5 . . ? N5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N5 C13A O5 120.8(14) . . ? N5 C13A H13B 119.6 . . ? O5 C13A H13B 119.6 . . ? N5 C14A H14D 109.5 . . ? N5 C14A H14E 109.5 . . ? H14D C14A H14E 109.5 . . ? N5 C14A H14F 109.5 . . ? H14D C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? N5 C15A H15D 109.5 . . ? N5 C15A H15E 109.5 . . ? H15D C15A H15E 109.5 . . ? N5 C15A H15F 109.5 . . ? H15D C15A H15F 109.5 . . ? H15E C15A H15F 109.5 . . ? N6 C16 Fe1 176.2(5) . . ? N7 C17 Fe1 177.7(6) . . ? N8 C18 Fe1 177.8(5) . . ? N9 C19 Fe1 177.9(6) . . ? N10 C20 Fe1 177.3(6) . . ? N11 C21 Fe1 178.1(5) . . ? N12 C22 Fe2 176.8(5) . . ? N13 C23 Fe2 177.9(6) . . ? N14 C24 Fe2 178.9(6) . . ? H21 O2W H22 107(3) . . ? H21 O2W H1 115(8) . . ? H22 O2W H1 133(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11 N7 0.83(2) 2.03(4) 2.799(6) 154(6) 2_777 O1W H12 N13 0.834(19) 1.94(2) 2.776(7) 174(6) 1_655 O2W H21 N10 0.84(2) 1.80(3) 2.637(8) 172(11) 2_667 O2W H22 N8 0.84(2) 1.81(4) 2.616(8) 161(11) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.059 _refine_diff_density_min -1.928 _refine_diff_density_rms 0.154 _database_code_depnum_ccdc_archive 'CCDC 882169' ####################################################################### # # 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_td31 #TrackingRef 'TD31.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H34 Fe N10 O7 Th, N O3, 2(H2 O)' _chemical_formula_sum 'C18 H38 Fe N11 O12 Th' _chemical_formula_weight 888.48 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' Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/m' _symmetry_space_group_name_Hall '-P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 9.7335(19) _cell_length_b 17.276(4) _cell_length_c 10.034(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.91(3) _cell_angle_gamma 90.00 _cell_volume 1662.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12208 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.775 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 870 _exptl_absorpt_coefficient_mu 4.973 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3941 _exptl_absorpt_correction_T_max 0.5808 _exptl_absorpt_process_details 'MULABS (Blessing, 1995)' _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 'Nonius KappaCCD' _diffrn_measurement_method '\f- \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14947 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3369 _reflns_number_gt 2997 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL package (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL package (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material 'SHELXTL (Sheldrick, 1997b)' _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^)+(0.0715P)^2^+2.7370P] 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 3369 _refine_ls_number_parameters 217 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.002 _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 Th1 Th 0.17232(3) 0.2500 0.09513(3) 0.02283(13) Uani 1 2 d S . . Fe1 Fe 0.5000 0.5000 0.0000 0.0255(3) Uani 1 2 d S . . O1 O 0.3038(7) 0.2500 -0.0912(6) 0.0378(16) Uani 1 2 d S . . O2 O 0.4024(8) 0.2500 0.2314(8) 0.0452(17) Uani 1 2 d SD . . O3 O 0.0416(5) 0.3350(3) -0.0672(5) 0.0409(11) Uani 1 1 d . . . O4 O 0.9361(14) 0.2500 0.6440(10) 0.120(5) Uani 1 2 d SD . . O5 O 1.0218(10) 0.3129(5) 0.4983(10) 0.103 Uani 1 1 d D . . O1W O -0.0763(7) 0.2500 0.1334(7) 0.0321(14) Uani 1 2 d SD . . H1 H -0.130(3) 0.2109(6) 0.128(7) 0.038 Uiso 1 1 d D . . O2W O 0.1468(6) 0.3363(3) 0.2860(5) 0.0395(11) Uani 1 1 d D . . H2 H 0.087(5) 0.334(4) 0.337(6) 0.047 Uiso 1 1 d D . . H3 H 0.212(5) 0.365(4) 0.327(6) 0.047 Uiso 1 1 d D . . O3W O 0.3365(8) 0.4383(6) 0.4151(6) 0.078(3) Uani 1 1 d D . . H4 H 0.356(10) 0.452(6) 0.497(4) 0.094 Uiso 1 1 d D . . H5 H 0.399(8) 0.457(7) 0.375(8) 0.094 Uiso 1 1 d D . . N1 N 0.4784(10) 0.2500 -0.2125(10) 0.048(2) Uani 1 2 d S . . N2 N 0.6162(10) 0.2180(7) 0.3646(10) 0.040(3) Uani 0.50 1 d PD . . N3 N 0.0079(8) 0.4334(4) -0.2141(7) 0.0537(18) Uani 1 1 d . . . N4 N 0.2966(6) 0.3807(3) 0.0825(6) 0.0370(13) Uani 1 1 d . . . N5 N 0.7280(8) 0.3745(4) 0.0774(7) 0.0497(16) Uani 1 1 d . . . N6 N 0.4529(9) 0.4502(4) -0.2995(6) 0.061(2) Uani 1 1 d . . . N7 N 1.0056(15) 0.2500 0.5452(11) 0.083(4) Uani 1 2 d SD . . C1 C 0.4312(12) 0.2500 -0.0979(10) 0.040(2) Uani 1 2 d S . . H1A H 0.4953 0.2500 -0.0176 0.047 Uiso 1 2 calc SR . . C2 C 0.3833(16) 0.2500 -0.3434(12) 0.066(4) Uani 1 2 d S . . H2A H 0.2885 0.2500 -0.3284 0.099 Uiso 1 2 calc SR . . H2B H 0.3996 0.2046 -0.3937 0.099 Uiso 0.50 1 calc PR . . H2C H 0.3996 0.2954 -0.3937 0.099 Uiso 0.50 1 calc PR . . C3 C 0.6256(13) 0.2500 -0.2153(14) 0.076(5) Uani 1 2 d S . . H3A H 0.6765 0.2500 -0.1244 0.114 Uiso 1 2 calc SR . . H3B H 0.6493 0.2954 -0.2618 0.114 Uiso 0.50 1 calc PR . . H3C H 0.6493 0.2046 -0.2618 0.114 Uiso 0.50 1 calc PR . . C4 C 0.4955(15) 0.2013(8) 0.2882(16) 0.060(5) Uani 0.50 1 d PD . . H4A H 0.4751 0.1491 0.2737 0.071 Uiso 0.50 1 calc PR . . C5 C 0.7079(12) 0.1677(7) 0.4122(12) 0.083 Uani 1 1 d D . . H5A H 0.7869 0.1933 0.4644 0.125 Uiso 1 1 calc R . . H5B H 0.7370 0.1399 0.3391 0.125 Uiso 1 1 calc R . . H5C H 0.6687 0.1322 0.4690 0.125 Uiso 1 1 calc R . . C6 C 0.0719(10) 0.3741(5) -0.1640(8) 0.054(2) Uani 1 1 d . . . H6A H 0.1480 0.3578 -0.2016 0.065 Uiso 1 1 calc R . . C7 C -0.1065(13) 0.4634(8) -0.1606(12) 0.088 Uani 1 1 d . . . H7A H -0.1274 0.4296 -0.0909 0.132 Uiso 1 1 calc R . . H7B H -0.1863 0.4671 -0.2314 0.132 Uiso 1 1 calc R . . H7C H -0.0834 0.5139 -0.1234 0.132 Uiso 1 1 calc R . . C8 C 0.0498(12) 0.4777(6) -0.3253(9) 0.079(3) Uani 1 1 d . . . H8A H 0.1299 0.4539 -0.3519 0.119 Uiso 1 1 calc R . . H8B H 0.0724 0.5297 -0.2958 0.119 Uiso 1 1 calc R . . H8C H -0.0256 0.4785 -0.4008 0.119 Uiso 1 1 calc R . . C9 C 0.3694(7) 0.4267(3) 0.0491(6) 0.0301(13) Uani 1 1 d . . . C10 C 0.6444(7) 0.4216(4) 0.0469(7) 0.0340(14) Uani 1 1 d . . . C11 C 0.4685(8) 0.4664(4) -0.1876(7) 0.0357(15) Uani 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 Th1 0.0273(2) 0.01483(17) 0.02719(19) 0.000 0.00691(13) 0.000 Fe1 0.0308(7) 0.0168(5) 0.0301(6) 0.0006(4) 0.0091(5) -0.0037(5) O1 0.043(4) 0.036(4) 0.040(4) 0.000 0.022(3) 0.000 O2 0.035(4) 0.041(4) 0.056(4) 0.000 -0.001(3) 0.000 O3 0.045(3) 0.035(3) 0.041(3) 0.014(2) 0.002(2) 0.007(2) O4 0.115(10) 0.204(16) 0.048(6) 0.000 0.036(6) 0.000 O5 0.107 0.108 0.098 -0.011 0.026 -0.013 O1W 0.034(4) 0.022(3) 0.042(4) 0.000 0.010(3) 0.000 O2W 0.051(3) 0.031(2) 0.041(3) -0.015(2) 0.020(2) -0.013(2) O3W 0.094(6) 0.097(6) 0.040(3) -0.009(3) 0.006(4) -0.052(4) N1 0.045(5) 0.037(5) 0.065(6) 0.000 0.017(5) 0.000 N2 0.013(5) 0.080(9) 0.024(5) -0.021(5) -0.006(4) -0.006(5) N3 0.068(5) 0.045(4) 0.054(4) 0.024(3) 0.024(3) 0.021(4) N4 0.042(3) 0.026(3) 0.045(3) 0.001(2) 0.015(3) -0.009(3) N5 0.054(4) 0.039(4) 0.059(4) 0.008(3) 0.018(3) 0.010(3) N6 0.093(6) 0.058(4) 0.034(3) -0.008(3) 0.014(4) -0.011(4) N7 0.105(11) 0.094(10) 0.041(6) 0.000 -0.014(6) 0.000 C1 0.056(7) 0.039(5) 0.029(5) 0.000 0.021(5) 0.000 C2 0.079(10) 0.079(10) 0.038(6) 0.000 0.008(6) 0.000 C3 0.041(7) 0.127(14) 0.065(8) 0.000 0.023(6) 0.000 C4 0.085(14) 0.038(9) 0.059(10) -0.007(8) 0.022(9) -0.011(9) C5 0.082 0.087 0.080 -0.006 0.008 0.001 C6 0.069(6) 0.050(5) 0.045(4) 0.017(4) 0.014(4) 0.021(4) C7 0.086 0.089 0.091 0.012 0.023 0.008 C8 0.106(9) 0.082(7) 0.057(5) 0.045(5) 0.035(6) 0.028(6) C9 0.036(4) 0.020(3) 0.036(3) -0.001(2) 0.011(3) -0.001(3) C10 0.037(4) 0.026(3) 0.041(4) 0.004(3) 0.013(3) -0.001(3) C11 0.044(4) 0.025(3) 0.039(4) 0.005(3) 0.008(3) -0.006(3) _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 Th1 O3 2.391(4) 4_565 ? Th1 O3 2.391(4) . ? Th1 O2 2.415(7) . ? Th1 O1 2.441(6) . ? Th1 O2W 2.473(4) . ? Th1 O2W 2.473(4) 4_565 ? Th1 O1W 2.514(6) . ? Th1 N4 2.575(5) . ? Th1 N4 2.575(5) 4_565 ? Fe1 C9 1.917(6) . ? Fe1 C9 1.917(6) 3_665 ? Fe1 C11 1.943(7) . ? Fe1 C11 1.943(7) 3_665 ? Fe1 C10 1.950(7) . ? Fe1 C10 1.950(7) 3_665 ? O1 C1 1.254(12) . ? O2 C4 1.294(13) . ? O2 C4 1.294(13) 4_565 ? O3 C6 1.259(9) . ? O4 N7 1.292(13) . ? O5 N7 1.205(9) . ? O1W H1 0.853(19) . ? O2W H2 0.84(2) . ? O2W H3 0.85(2) . ? O3W H4 0.84(2) . ? O3W H5 0.85(2) . ? N1 C1 1.310(13) . ? N1 C3 1.438(15) . ? N1 C2 1.471(15) . ? N2 N2 1.10(2) 4_565 ? N2 C5 1.279(12) . ? N2 C4 1.319(14) . ? N2 C4 1.896(17) 4_565 ? N3 C6 1.258(10) . ? N3 C7 1.415(13) . ? N3 C8 1.467(10) . ? N4 C9 1.153(8) . ? N5 C10 1.154(9) . ? N6 C11 1.141(9) . ? N7 O5 1.205(9) 4_565 ? C1 H1A 0.9300 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 C4 1.68(3) 4_565 ? C4 N2 1.896(18) 4_565 ? C4 H4A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? 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 Th1 O3 75.8(2) 4_565 . ? O3 Th1 O2 135.94(15) 4_565 . ? O3 Th1 O2 135.94(15) . . ? O3 Th1 O1 76.45(18) 4_565 . ? O3 Th1 O1 76.45(18) . . ? O2 Th1 O1 82.9(2) . . ? O3 Th1 O2W 141.75(17) 4_565 . ? O3 Th1 O2W 92.57(18) . . ? O2 Th1 O2W 76.6(2) . . ? O1 Th1 O2W 136.82(14) . . ? O3 Th1 O2W 92.57(18) 4_565 4_565 ? O3 Th1 O2W 141.75(17) . 4_565 ? O2 Th1 O2W 76.6(2) . 4_565 ? O1 Th1 O2W 136.82(14) . 4_565 ? O2W Th1 O2W 74.1(2) . 4_565 ? O3 Th1 O1W 72.00(17) 4_565 . ? O3 Th1 O1W 72.00(17) . . ? O2 Th1 O1W 137.4(2) . . ? O1 Th1 O1W 139.7(2) . . ? O2W Th1 O1W 69.75(17) . . ? O2W Th1 O1W 69.75(17) 4_565 . ? O3 Th1 N4 134.81(18) 4_565 . ? O3 Th1 N4 68.10(18) . . ? O2 Th1 N4 68.30(15) . . ? O1 Th1 N4 69.50(14) . . ? O2W Th1 N4 67.68(17) . . ? O2W Th1 N4 132.62(18) 4_565 . ? O1W Th1 N4 118.68(13) . . ? O3 Th1 N4 68.10(18) 4_565 4_565 ? O3 Th1 N4 134.81(18) . 4_565 ? O2 Th1 N4 68.30(15) . 4_565 ? O1 Th1 N4 69.50(14) . 4_565 ? O2W Th1 N4 132.62(18) . 4_565 ? O2W Th1 N4 67.68(17) 4_565 4_565 ? O1W Th1 N4 118.68(13) . 4_565 ? N4 Th1 N4 122.6(3) . 4_565 ? C9 Fe1 C9 180.0(4) . 3_665 ? C9 Fe1 C11 92.9(3) . . ? C9 Fe1 C11 87.1(3) 3_665 . ? C9 Fe1 C11 87.1(3) . 3_665 ? C9 Fe1 C11 92.9(3) 3_665 3_665 ? C11 Fe1 C11 180.0(4) . 3_665 ? C9 Fe1 C10 87.8(3) . . ? C9 Fe1 C10 92.2(3) 3_665 . ? C11 Fe1 C10 90.7(3) . . ? C11 Fe1 C10 89.3(3) 3_665 . ? C9 Fe1 C10 92.2(3) . 3_665 ? C9 Fe1 C10 87.8(3) 3_665 3_665 ? C11 Fe1 C10 89.3(3) . 3_665 ? C11 Fe1 C10 90.7(3) 3_665 3_665 ? C10 Fe1 C10 180.000(1) . 3_665 ? C1 O1 Th1 134.0(6) . . ? C4 O2 C4 81.0(14) . 4_565 ? C4 O2 Th1 139.5(7) . . ? C4 O2 Th1 139.5(7) 4_565 . ? C6 O3 Th1 133.4(5) . . ? Th1 O1W H1 126(2) . . ? Th1 O2W H2 128(5) . . ? Th1 O2W H3 124(5) . . ? H2 O2W H3 105(3) . . ? H4 O3W H5 107(3) . . ? C1 N1 C3 121.3(11) . . ? C1 N1 C2 121.5(10) . . ? C3 N1 C2 117.3(11) . . ? N2 N2 C5 132.8(7) 4_565 . ? N2 N2 C4 102.6(8) 4_565 . ? C5 N2 C4 124.3(12) . . ? N2 N2 C4 42.7(5) 4_565 4_565 ? C5 N2 C4 174.0(11) . 4_565 ? C4 N2 C4 59.9(11) . 4_565 ? C6 N3 C7 121.0(8) . . ? C6 N3 C8 123.1(8) . . ? C7 N3 C8 115.9(8) . . ? C9 N4 Th1 159.5(5) . . ? O5 N7 O5 128.8(14) 4_565 . ? O5 N7 O4 114.8(8) 4_565 . ? O5 N7 O4 114.8(8) . . ? O1 C1 N1 123.1(10) . . ? O1 C1 H1A 118.4 . . ? N1 C1 H1A 118.4 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O2 C4 N2 126.8(13) . . ? O2 C4 C4 49.5(7) . 4_565 ? N2 C4 C4 77.4(8) . 4_565 ? O2 C4 N2 92.2(9) . 4_565 ? N2 C4 N2 34.6(8) . 4_565 ? C4 C4 N2 42.7(5) 4_565 4_565 ? O2 C4 H4A 116.6 . . ? N2 C4 H4A 116.6 . . ? C4 C4 H4A 166.0 4_565 . ? N2 C4 H4A 151.2 4_565 . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 O3 125.4(8) . . ? N3 C6 H6A 117.3 . . ? O3 C6 H6A 117.3 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N4 C9 Fe1 176.5(6) . . ? N5 C10 Fe1 178.2(6) . . ? N6 C11 Fe1 176.4(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1 N5 0.853(19) 2.02(3) 2.865(8) 169(6) 4_465 O2W H2 O5 0.84(2) 1.87(4) 2.660(10) 155(7) 1_455 O2W H3 O3W 0.85(2) 1.87(3) 2.715(8) 172(8) . O3W H4 N6 0.84(2) 2.10(5) 2.900(9) 159(11) 1_556 O3W H5 N6 0.85(2) 2.37(5) 3.175(10) 159(11) 3_665 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.583 _refine_diff_density_min -2.213 _refine_diff_density_rms 0.187 _database_code_depnum_ccdc_archive 'CCDC 882170'