# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dario Braga' _publ_contact_author_address ; Department of Chemistry Universita degli Studi de Bologna G. Ciamician, Via F. Selmi 2 Bologna I-40126 ITALY ; _publ_contact_author_email DARIO.BRAGA@UNIBO.IT _publ_section_title ; Mechanochemical Preparation of Hybrid Organometallic-Organic Macrocyclic Adducts with Long Chain Dicarboxylic Acids ; loop_ _publ_author_name 'Dario Braga' 'Stefano Giaffreda' F.Grepioni # Attachment '1adipic-revised.CIF' data_1.adipic _database_code_depnum_ccdc_archive 'CCDC 614138' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H52 Fe2 N4 O8' _chemical_formula_weight 972.68 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.276(2) _cell_length_b 14.816(3) _cell_length_c 28.600(6) _cell_angle_alpha 89.201(4) _cell_angle_beta 87.275(4) _cell_angle_gamma 68.551(3) _cell_volume 4442.1(16) _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 prism _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 0.716 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.923 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _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 31703 _diffrn_reflns_av_R_equivalents 0.1077 _diffrn_reflns_av_sigmaI/netI 0.1924 _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 -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 15394 _reflns_number_gt 6831 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1791P)^2^+3.3055P] 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 SHELXL _refine_ls_extinction_coef 0.0192(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 15394 _refine_ls_number_parameters 1139 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2243 _refine_ls_R_factor_gt 0.1189 _refine_ls_wR_factor_ref 0.3563 _refine_ls_wR_factor_gt 0.2862 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.008 _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 0.78810(15) 0.27772(11) 0.47032(5) 0.0487(5) Uani 1 1 d . . . C1 C 0.9131(5) 0.1391(6) 0.4626(3) 0.062(3) Uani 1 1 d G . . H1 H 1.0009 0.1193 0.4570 0.074 Uiso 1 1 calc R . . C2 C 0.8482(7) 0.1521(6) 0.5072(2) 0.058(3) Uani 1 1 d G . . H2 H 0.8860 0.1422 0.5360 0.070 Uiso 1 1 calc R . . C3 C 0.7155(6) 0.1827(6) 0.5002(2) 0.065(3) Uani 1 1 d G . . H3 H 0.6510 0.1965 0.5235 0.078 Uiso 1 1 calc R . . C4 C 0.6984(5) 0.1887(6) 0.4512(3) 0.049(3) Uani 1 1 d G . . H4 H 0.6208 0.2070 0.4369 0.058 Uiso 1 1 calc R . . C5 C 0.8205(7) 0.1617(6) 0.42798(18) 0.049(3) Uani 1 1 d G . . C6 C 0.8501(9) 0.1569(7) 0.3778(3) 0.042(3) Uani 1 1 d . . . C7 C 0.9675(10) 0.1543(7) 0.3590(4) 0.052(3) Uani 1 1 d . . . H7 H 1.0304 0.1550 0.3787 0.063 Uiso 1 1 calc R . . C8 C 0.9903(11) 0.1505(8) 0.3119(4) 0.055(3) Uani 1 1 d . . . H8 H 1.0692 0.1499 0.3004 0.066 Uiso 1 1 calc R . . C9 C 0.7930(12) 0.1490(8) 0.2997(4) 0.056(3) Uani 1 1 d . . . H9 H 0.7319 0.1479 0.2792 0.068 Uiso 1 1 calc R . . C10 C 0.7624(10) 0.1517(8) 0.3453(4) 0.055(3) Uani 1 1 d . . . H10 H 0.6838 0.1502 0.3556 0.066 Uiso 1 1 calc R . . C11 C 0.8866(6) 0.3691(6) 0.4668(3) 0.056(3) Uani 1 1 d G . . H11 H 0.9746 0.3508 0.4623 0.067 Uiso 1 1 calc R . . C12 C 0.8179(10) 0.3796(6) 0.5105(2) 0.072(4) Uani 1 1 d G . . H12 H 0.8530 0.3693 0.5398 0.087 Uiso 1 1 calc R . . C13 C 0.6864(9) 0.4084(6) 0.5017(3) 0.075(4) Uani 1 1 d G . . H13 H 0.6201 0.4204 0.5242 0.090 Uiso 1 1 calc R . . C14 C 0.6737(6) 0.4158(6) 0.4525(3) 0.063(3) Uani 1 1 d G . . H14 H 0.5977 0.4335 0.4371 0.075 Uiso 1 1 calc R . . C15 C 0.7975(8) 0.3915(6) 0.4309(2) 0.052(3) Uani 1 1 d G . . C16 C 0.8337(10) 0.3930(7) 0.3803(4) 0.046(3) Uani 1 1 d . . . C17 C 0.9519(10) 0.3916(8) 0.3646(4) 0.049(3) Uani 1 1 d . . . H17 H 1.0142 0.3882 0.3855 0.059 Uiso 1 1 calc R . . C18 C 0.9744(10) 0.3951(8) 0.3178(4) 0.054(3) Uani 1 1 d . . . H18 H 1.0556 0.3918 0.3078 0.065 Uiso 1 1 calc R . . C19 C 0.7780(12) 0.4033(8) 0.3005(4) 0.062(3) Uani 1 1 d . . . H19 H 0.7181 0.4063 0.2787 0.075 Uiso 1 1 calc R . . C20 C 0.7454(10) 0.3997(8) 0.3471(4) 0.049(3) Uani 1 1 d . . . H20 H 0.6642 0.4018 0.3563 0.059 Uiso 1 1 calc R . . N1 N 0.9055(10) 0.1477(6) 0.2807(3) 0.056(2) Uani 1 1 d . . . N2 N 0.8936(9) 0.4026(6) 0.2849(3) 0.053(2) Uani 1 1 d . . . Fe2 Fe 0.36544(15) 0.78418(11) 0.34294(5) 0.0498(5) Uani 1 1 d . . . C21 C 0.4764(6) 0.8650(6) 0.3298(3) 0.062(3) Uani 1 1 d G . . H21 H 0.5609 0.8418 0.3186 0.074 Uiso 1 1 calc R . . C22 C 0.4338(9) 0.8731(6) 0.3777(3) 0.076(4) Uani 1 1 d G . . H22 H 0.4855 0.8559 0.4032 0.091 Uiso 1 1 calc R . . C23 C 0.2984(9) 0.9118(6) 0.3797(2) 0.068(4) Uani 1 1 d G . . H23 H 0.2459 0.9245 0.4067 0.082 Uiso 1 1 calc R . . C24 C 0.2573(6) 0.9277(6) 0.3331(3) 0.058(3) Uani 1 1 d G . . H24 H 0.1731 0.9527 0.3243 0.070 Uiso 1 1 calc R . . C25 C 0.3673(7) 0.8988(6) 0.3023(2) 0.047(3) Uani 1 1 d G . . C26 C 0.3675(10) 0.9027(8) 0.2514(4) 0.046(3) Uani 1 1 d . . . C27 C 0.4705(11) 0.8475(8) 0.2233(4) 0.055(3) Uani 1 1 d . . . H27 H 0.5438 0.8054 0.2367 0.066 Uiso 1 1 calc R . . C28 C 0.4646(11) 0.8548(9) 0.1758(4) 0.057(3) Uani 1 1 d . . . H28 H 0.5363 0.8180 0.1576 0.068 Uiso 1 1 calc R . . C29 C 0.2633(11) 0.9675(8) 0.1806(4) 0.057(3) Uani 1 1 d . . . H29 H 0.1924 1.0103 0.1661 0.068 Uiso 1 1 calc R . . C30 C 0.2612(11) 0.9650(8) 0.2289(4) 0.060(3) Uani 1 1 d . . . H30 H 0.1897 1.0045 0.2463 0.072 Uiso 1 1 calc R . . C31 C 0.4764(6) 0.6405(6) 0.3312(3) 0.058(3) Uani 1 1 d G . . H31 H 0.5621 0.6157 0.3215 0.070 Uiso 1 1 calc R . . C32 C 0.4272(8) 0.6557(6) 0.3783(2) 0.073(4) Uani 1 1 d G . . H32 H 0.4752 0.6425 0.4048 0.087 Uiso 1 1 calc R . . C33 C 0.2920(8) 0.6946(6) 0.3777(2) 0.063(3) Uani 1 1 d G . . H33 H 0.2359 0.7113 0.4038 0.076 Uiso 1 1 calc R . . C34 C 0.2576(6) 0.7034(6) 0.3303(3) 0.059(3) Uani 1 1 d G . . H34 H 0.1749 0.7269 0.3198 0.071 Uiso 1 1 calc R . . C35 C 0.3715(7) 0.6700(6) 0.3015(2) 0.052(3) Uani 1 1 d G . . C36 C 0.3741(10) 0.6606(7) 0.2511(4) 0.047(3) Uani 1 1 d . . . C37 C 0.4807(10) 0.5947(8) 0.2259(4) 0.053(3) Uani 1 1 d . . . H37 H 0.5512 0.5559 0.2419 0.064 Uiso 1 1 calc R . . C38 C 0.4813(11) 0.5872(8) 0.1782(4) 0.056(3) Uani 1 1 d . . . H38 H 0.5524 0.5418 0.1631 0.067 Uiso 1 1 calc R . . C39 C 0.2854(11) 0.7042(9) 0.1749(5) 0.063(3) Uani 1 1 d . . . H39 H 0.2176 0.7420 0.1574 0.076 Uiso 1 1 calc R . . C40 C 0.2751(10) 0.7174(8) 0.2238(4) 0.050(3) Uani 1 1 d . . . H40 H 0.2027 0.7638 0.2377 0.060 Uiso 1 1 calc R . . N3 N 0.3616(10) 0.9119(8) 0.1537(3) 0.061(3) Uani 1 1 d . . . N4 N 0.3866(9) 0.6406(7) 0.1525(3) 0.057(2) Uani 1 1 d . . . Fe3 Fe 0.78106(15) 0.77851(11) 0.04227(6) 0.0520(5) Uani 1 1 d . . . C41 C 0.6684(6) 0.9138(6) 0.0639(3) 0.066(3) Uani 1 1 d G . . H41 H 0.5946 0.9294 0.0831 0.079 Uiso 1 1 calc R . . C42 C 0.6752(9) 0.9073(7) 0.0143(3) 0.084(4) Uani 1 1 d G . . H42 H 0.6068 0.9179 -0.0047 0.101 Uiso 1 1 calc R . . C43 C 0.8049(11) 0.8818(7) -0.0012(2) 0.076(4) Uani 1 1 d G . . H43 H 0.8363 0.8728 -0.0321 0.091 Uiso 1 1 calc R . . C44 C 0.8782(7) 0.8725(6) 0.0389(3) 0.068(4) Uani 1 1 d G . . H44 H 0.9661 0.8563 0.0388 0.081 Uiso 1 1 calc R . . C45 C 0.7938(7) 0.8923(6) 0.0791(2) 0.054(3) Uani 1 1 d G . . C46 C 0.8320(10) 0.8947(7) 0.1272(4) 0.046(3) Uani 1 1 d . . . C47 C 0.7503(11) 0.9002(8) 0.1648(4) 0.057(3) Uani 1 1 d . . . H47 H 0.6681 0.9027 0.1600 0.068 Uiso 1 1 calc R . . C48 C 0.7882(11) 0.9021(8) 0.2096(4) 0.057(3) Uani 1 1 d . . . H48 H 0.7311 0.9043 0.2345 0.068 Uiso 1 1 calc R . . C49 C 0.9803(11) 0.8974(7) 0.1815(4) 0.052(3) Uani 1 1 d . . . H49 H 1.0610 0.8973 0.1871 0.063 Uiso 1 1 calc R . . C50 C 0.9512(10) 0.8942(7) 0.1366(4) 0.048(3) Uani 1 1 d . . . H50 H 1.0103 0.8918 0.1123 0.058 Uiso 1 1 calc R . . C51 C 0.6977(6) 0.6844(6) 0.0660(3) 0.063(3) Uani 1 1 d G . . H51 H 0.6210 0.7002 0.0834 0.076 Uiso 1 1 calc R . . C52 C 0.7127(7) 0.6808(6) 0.0164(3) 0.061(3) Uani 1 1 d G . . H52 H 0.6476 0.6938 -0.0044 0.073 Uiso 1 1 calc R . . C53 C 0.8447(8) 0.6539(6) 0.0042(2) 0.061(3) Uani 1 1 d G . . H53 H 0.8812 0.6462 -0.0261 0.073 Uiso 1 1 calc R . . C54 C 0.9112(5) 0.6409(6) 0.0462(3) 0.057(3) Uani 1 1 d G . . H54 H 0.9988 0.6231 0.0483 0.069 Uiso 1 1 calc R . . C55 C 0.8203(7) 0.6597(6) 0.08440(19) 0.052(3) Uani 1 1 d G . . C56 C 0.8536(10) 0.6554(7) 0.1336(4) 0.044(3) Uani 1 1 d . . . C57 C 0.7696(11) 0.6487(8) 0.1694(4) 0.058(3) Uani 1 1 d . . . H57 H 0.6908 0.6471 0.1622 0.070 Uiso 1 1 calc R . . C58 C 0.8020(12) 0.6442(9) 0.2156(5) 0.066(3) Uani 1 1 d . . . H58 H 0.7435 0.6400 0.2387 0.079 Uiso 1 1 calc R . . C59 C 0.9946(11) 0.6511(8) 0.1937(4) 0.056(3) Uani 1 1 d . . . H59 H 1.0735 0.6513 0.2016 0.067 Uiso 1 1 calc R . . C60 C 0.9703(9) 0.6564(7) 0.1467(4) 0.047(3) Uani 1 1 d . . . H60 H 1.0306 0.6606 0.1243 0.056 Uiso 1 1 calc R . . N5 N 0.9022(9) 0.9008(7) 0.2186(3) 0.058(3) Uani 1 1 d . . . N6 N 0.9152(10) 0.6457(7) 0.2285(3) 0.064(3) Uani 1 1 d . . . Fe4 Fe 0.35103(15) 0.28373(11) 0.14436(5) 0.0489(5) Uani 1 1 d . . . C61 C 0.4629(5) 0.1409(6) 0.1538(3) 0.059(3) Uani 1 1 d G . . H61 H 0.5495 0.1159 0.1592 0.071 Uiso 1 1 calc R . . C62 C 0.4084(8) 0.1554(7) 0.1092(2) 0.069(4) Uani 1 1 d G . . H62 H 0.4532 0.1415 0.0804 0.082 Uiso 1 1 calc R . . C63 C 0.2737(7) 0.1948(6) 0.1164(2) 0.065(3) Uani 1 1 d G . . H63 H 0.2147 0.2112 0.0931 0.078 Uiso 1 1 calc R . . C64 C 0.2449(5) 0.2047(5) 0.1653(3) 0.050(3) Uani 1 1 d G . . H64 H 0.1637 0.2288 0.1798 0.060 Uiso 1 1 calc R . . C65 C 0.3618(7) 0.1714(6) 0.18845(19) 0.050(3) Uani 1 1 d G . . C66 C 0.3751(9) 0.1639(7) 0.2392(3) 0.039(2) Uani 1 1 d . . . C67 C 0.4834(10) 0.1043(8) 0.2598(4) 0.056(3) Uani 1 1 d . . . H67 H 0.5549 0.0705 0.2408 0.068 Uiso 1 1 calc R . . C68 C 0.4897(12) 0.0934(9) 0.3066(4) 0.063(3) Uani 1 1 d . . . H68 H 0.5655 0.0508 0.3182 0.076 Uiso 1 1 calc R . . C69 C 0.2860(11) 0.1996(9) 0.3180(4) 0.064(3) Uani 1 1 d . . . H69 H 0.2175 0.2337 0.3382 0.077 Uiso 1 1 calc R . . C70 C 0.2707(11) 0.2135(9) 0.2711(4) 0.060(3) Uani 1 1 d . . . H70 H 0.1934 0.2546 0.2600 0.072 Uiso 1 1 calc R . . C71 C 0.4608(6) 0.3638(7) 0.1491(3) 0.069(4) Uani 1 1 d G . . H71 H 0.5465 0.3403 0.1560 0.083 Uiso 1 1 calc R . . C72 C 0.4122(9) 0.3723(7) 0.1037(2) 0.074(4) Uani 1 1 d G . . H72 H 0.4604 0.3552 0.0757 0.089 Uiso 1 1 calc R . . C73 C 0.2769(9) 0.4114(6) 0.1085(2) 0.068(4) Uani 1 1 d G . . H73 H 0.2211 0.4244 0.0843 0.081 Uiso 1 1 calc R . . C74 C 0.2420(6) 0.4271(6) 0.1569(3) 0.060(3) Uani 1 1 d G . . H74 H 0.1592 0.4523 0.1699 0.072 Uiso 1 1 calc R . . C75 C 0.3557(8) 0.3977(6) 0.1820(2) 0.051(3) Uani 1 1 d G . . C76 C 0.3677(9) 0.4014(7) 0.2322(4) 0.047(3) Uani 1 1 d . . . C77 C 0.4770(10) 0.3502(8) 0.2542(4) 0.056(3) Uani 1 1 d . . . H77 H 0.5503 0.3135 0.2369 0.067 Uiso 1 1 calc R . . C78 C 0.4775(11) 0.3534(9) 0.3021(4) 0.060(3) Uani 1 1 d . . . H78 H 0.5516 0.3146 0.3162 0.072 Uiso 1 1 calc R . . C79 C 0.2751(12) 0.4585(9) 0.3081(4) 0.065(3) Uani 1 1 d . . . H79 H 0.2053 0.4976 0.3264 0.078 Uiso 1 1 calc R . . C80 C 0.2627(11) 0.4574(8) 0.2606(4) 0.055(3) Uani 1 1 d . . . H80 H 0.1856 0.4932 0.2475 0.066 Uiso 1 1 calc R . . N7 N 0.3952(9) 0.1391(7) 0.3373(3) 0.055(2) Uani 1 1 d . . . N8 N 0.3815(9) 0.4070(8) 0.3297(3) 0.062(3) Uani 1 1 d . . . C81 C -0.1390(12) 0.1485(8) 0.1661(4) 0.056(3) Uani 1 1 d . . . C82 C -0.1117(11) 0.1405(8) 0.1142(4) 0.062(3) Uani 1 1 d . . . H82A H -0.0436 0.0787 0.1074 0.074 Uiso 1 1 calc R . . H82B H -0.0805 0.1911 0.1045 0.074 Uiso 1 1 calc R . . C83 C -0.2223(12) 0.1480(8) 0.0852(4) 0.061(3) Uani 1 1 d . . . H83A H -0.2573 0.1003 0.0963 0.073 Uiso 1 1 calc R . . H83B H -0.2880 0.2116 0.0902 0.073 Uiso 1 1 calc R . . C84 C -0.1914(11) 0.1333(8) 0.0342(4) 0.059(3) Uani 1 1 d . . . H84A H -0.1259 0.0696 0.0289 0.071 Uiso 1 1 calc R . . H84B H -0.1569 0.1811 0.0228 0.071 Uiso 1 1 calc R . . C85 C -0.3044(11) 0.1413(9) 0.0064(4) 0.058(3) Uani 1 1 d . . . H85A H -0.3646 0.2076 0.0090 0.070 Uiso 1 1 calc R . . H85B H -0.3454 0.1002 0.0211 0.070 Uiso 1 1 calc R . . C86 C -0.2817(13) 0.1153(9) -0.0448(4) 0.061(3) Uani 1 1 d . . . O1 O -0.2449(8) 0.1571(7) 0.1841(3) 0.075(3) Uani 1 1 d . . . O2 O -0.0420(7) 0.1436(7) 0.1900(3) 0.068(2) Uani 1 1 d . . . H200 H -0.085(11) 0.167(9) 0.222(4) 0.082 Uiso 1 1 d . . . O3 O -0.3820(9) 0.1146(8) -0.0635(3) 0.085(3) Uani 1 1 d . . . H300 H -0.373(13) 0.127(10) -0.094(5) 0.102 Uiso 1 1 d . . . O4 O -0.1757(9) 0.0901(8) -0.0634(3) 0.090(3) Uani 1 1 d . . . C87 C 0.1457(12) 0.5940(8) -0.1696(4) 0.053(3) Uani 1 1 d . . . C88 C 0.1180(9) 0.5963(8) -0.1175(4) 0.049(3) Uani 1 1 d . . . H88A H 0.0511 0.6579 -0.1095 0.059 Uiso 1 1 calc R . . H88B H 0.0848 0.5457 -0.1098 0.059 Uiso 1 1 calc R . . C89 C 0.2259(10) 0.5834(8) -0.0881(4) 0.054(3) Uani 1 1 d . . . H89A H 0.2652 0.6289 -0.0987 0.065 Uiso 1 1 calc R . . H89B H 0.2884 0.5187 -0.0938 0.065 Uiso 1 1 calc R . . C90 C 0.2002(10) 0.5959(8) -0.0367(4) 0.055(3) Uani 1 1 d . . . H90A H 0.1636 0.5492 -0.0254 0.066 Uiso 1 1 calc R . . H90B H 0.1374 0.6602 -0.0304 0.066 Uiso 1 1 calc R . . C91 C 0.3155(11) 0.5833(10) -0.0098(4) 0.069(4) Uani 1 1 d . . . H91A H 0.3697 0.5152 -0.0114 0.083 Uiso 1 1 calc R . . H91B H 0.3618 0.6190 -0.0261 0.083 Uiso 1 1 calc R . . C92 C 0.2987(12) 0.6133(8) 0.0403(4) 0.053(3) Uani 1 1 d . . . O5 O 0.0463(7) 0.6032(6) -0.1941(3) 0.059(2) Uani 1 1 d . . . H500 H 0.062(10) 0.581(8) -0.226(4) 0.071 Uiso 1 1 d . . . O6 O 0.2484(8) 0.5882(7) -0.1862(3) 0.069(2) Uani 1 1 d . . . O7 O 0.1964(8) 0.6426(8) 0.0607(3) 0.082(3) Uani 1 1 d . . . O8 O 0.4029(8) 0.6071(6) 0.0604(3) 0.072(2) Uani 1 1 d . . . H800 H 0.380(11) 0.612(9) 0.101(4) 0.086 Uiso 1 1 d . . . C93 C 0.8684(12) 0.6441(9) 0.3440(4) 0.059(3) Uani 1 1 d . . . C94 C 0.8901(13) 0.6377(9) 0.3957(4) 0.067(3) Uani 1 1 d . . . H94A H 0.9556 0.5754 0.4022 0.081 Uiso 1 1 calc R . . H94B H 0.9217 0.6877 0.4041 0.081 Uiso 1 1 calc R . . C95 C 0.7738(12) 0.6486(9) 0.4257(4) 0.067(3) Uani 1 1 d . . . H95A H 0.7394 0.6009 0.4162 0.080 Uiso 1 1 calc R . . H95B H 0.7098 0.7124 0.4206 0.080 Uiso 1 1 calc R . . C96 C 0.7991(11) 0.6364(9) 0.4782(4) 0.061(3) Uani 1 1 d . . . H96A H 0.8644 0.5733 0.4834 0.073 Uiso 1 1 calc R . . H96B H 0.8309 0.6854 0.4881 0.073 Uiso 1 1 calc R . . C97 C 0.6808(12) 0.6452(10) 0.5074(4) 0.070(4) Uani 1 1 d . . . H97A H 0.6419 0.6033 0.4941 0.084 Uiso 1 1 calc R . . H97B H 0.6206 0.7114 0.5056 0.084 Uiso 1 1 calc R . . C98 C 0.7045(13) 0.6190(9) 0.5581(5) 0.062(3) Uani 1 1 d . . . O9 O 0.7689(9) 0.6499(7) 0.3295(3) 0.080(3) Uani 1 1 d . . . O10 O 0.9646(8) 0.6429(7) 0.3189(3) 0.074(3) Uani 1 1 d . . . H110 H 0.915(12) 0.662(9) 0.292(4) 0.089 Uiso 1 1 d . . . O11 O 0.5999(9) 0.6202(7) 0.5806(3) 0.082(3) Uani 1 1 d . . . H111 H 0.6045 0.6067 0.6170 0.090 Uiso 1 1 d . . . O12 O 0.8033(9) 0.5986(8) 0.5751(3) 0.091(3) Uani 1 1 d . . . C99 C 0.8656(12) 0.9046(7) 0.3347(4) 0.051(3) Uani 1 1 d . . . C100 C 0.8923(11) 0.9018(8) 0.3860(3) 0.055(3) Uani 1 1 d . . . H10A H 0.9266 0.9513 0.3924 0.066 Uiso 1 1 calc R . . H10B H 0.9565 0.8393 0.3931 0.066 Uiso 1 1 calc R . . C101 C 0.7743(10) 0.9179(9) 0.4176(4) 0.059(3) Uani 1 1 d . . . H10C H 0.7138 0.9830 0.4125 0.071 Uiso 1 1 calc R . . H10D H 0.7350 0.8728 0.4085 0.071 Uiso 1 1 calc R . . C102 C 0.7988(10) 0.9054(8) 0.4689(3) 0.049(3) Uani 1 1 d . . . H10E H 0.8343 0.9524 0.4786 0.059 Uiso 1 1 calc R . . H10F H 0.8614 0.8412 0.4741 0.059 Uiso 1 1 calc R . . C103 C 0.6784(11) 0.9183(9) 0.4989(4) 0.058(3) Uani 1 1 d . . . H10G H 0.6226 0.9859 0.4976 0.070 Uiso 1 1 calc R . . H10H H 0.6348 0.8805 0.4850 0.070 Uiso 1 1 calc R . . C104 C 0.6962(10) 0.8902(8) 0.5491(4) 0.050(3) Uani 1 1 d . . . O13 O 0.7664(8) 0.9106(7) 0.3208(3) 0.072(2) Uani 1 1 d . . . O14 O 0.9626(8) 0.8996(6) 0.3077(3) 0.066(2) Uani 1 1 d . . . H140 H 0.947(11) 0.909(9) 0.274(4) 0.079 Uiso 1 1 d . . . O15 O 0.5878(8) 0.8963(7) 0.5711(3) 0.074(3) Uani 1 1 d . . . H150 H 0.637(11) 0.868(9) 0.605(4) 0.089 Uiso 1 1 d . . . O16 O 0.7937(8) 0.8627(8) 0.5674(3) 0.085(3) 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 Fe1 0.0524(10) 0.0435(10) 0.0511(10) -0.0003(7) -0.0037(7) -0.0183(8) C1 0.059(7) 0.065(9) 0.061(8) 0.016(6) -0.012(6) -0.021(6) C2 0.065(8) 0.060(8) 0.052(7) 0.007(6) -0.003(6) -0.026(6) C3 0.070(8) 0.069(9) 0.068(8) 0.013(6) -0.017(7) -0.038(7) C4 0.040(6) 0.045(7) 0.063(7) 0.008(5) -0.010(5) -0.018(5) C5 0.052(7) 0.064(8) 0.040(6) 0.003(5) -0.013(5) -0.030(6) C6 0.039(6) 0.029(6) 0.055(7) -0.005(5) -0.016(5) -0.007(5) C7 0.043(7) 0.037(7) 0.067(8) -0.002(5) -0.018(6) -0.002(5) C8 0.057(7) 0.049(8) 0.061(8) -0.013(6) -0.005(6) -0.019(6) C9 0.073(9) 0.047(7) 0.045(7) -0.002(5) -0.025(6) -0.015(6) C10 0.041(6) 0.054(8) 0.068(8) 0.004(6) -0.013(6) -0.015(5) C11 0.070(8) 0.051(8) 0.061(8) -0.011(6) -0.006(6) -0.039(6) C12 0.122(12) 0.051(8) 0.050(8) -0.006(6) -0.011(8) -0.037(8) C13 0.103(11) 0.038(8) 0.078(10) -0.010(6) 0.020(8) -0.023(7) C14 0.059(8) 0.047(8) 0.070(9) -0.009(6) 0.009(6) -0.007(6) C15 0.067(8) 0.030(6) 0.065(8) 0.000(5) -0.014(6) -0.021(5) C16 0.049(7) 0.021(6) 0.066(7) 0.000(5) -0.008(5) -0.009(5) C17 0.060(7) 0.046(7) 0.050(7) 0.001(5) -0.015(6) -0.028(6) C18 0.044(6) 0.039(7) 0.081(9) 0.000(6) 0.003(6) -0.019(5) C19 0.075(9) 0.046(8) 0.060(8) 0.003(6) -0.021(7) -0.013(6) C20 0.041(6) 0.048(7) 0.057(7) 0.002(5) -0.008(5) -0.012(5) N1 0.070(7) 0.039(6) 0.054(6) -0.010(4) 0.002(5) -0.016(5) N2 0.055(6) 0.042(6) 0.061(6) 0.001(4) -0.004(5) -0.016(5) Fe2 0.0533(10) 0.0423(10) 0.0537(10) 0.0012(7) -0.0052(7) -0.0170(8) C21 0.047(7) 0.061(8) 0.086(9) 0.007(7) -0.016(6) -0.028(6) C22 0.112(12) 0.071(10) 0.066(9) 0.001(7) -0.022(8) -0.057(9) C23 0.107(11) 0.056(8) 0.046(7) -0.015(6) 0.008(7) -0.034(8) C24 0.058(7) 0.041(7) 0.070(8) -0.004(6) -0.021(6) -0.010(6) C25 0.058(7) 0.037(6) 0.051(7) 0.002(5) -0.011(6) -0.021(5) C26 0.055(7) 0.037(6) 0.047(6) 0.000(5) 0.004(5) -0.018(5) C27 0.051(7) 0.042(7) 0.074(9) 0.004(6) -0.003(6) -0.020(6) C28 0.058(8) 0.061(8) 0.055(8) -0.009(6) 0.008(6) -0.026(6) C29 0.061(8) 0.049(8) 0.067(8) 0.010(6) -0.005(6) -0.030(6) C30 0.069(8) 0.035(7) 0.074(9) 0.011(6) -0.013(6) -0.016(6) C31 0.054(7) 0.041(7) 0.070(8) 0.004(6) -0.004(6) -0.007(6) C32 0.104(11) 0.055(9) 0.060(8) 0.014(6) -0.025(8) -0.029(8) C33 0.054(8) 0.076(9) 0.068(8) 0.014(7) 0.008(6) -0.037(7) C34 0.051(7) 0.055(8) 0.069(8) 0.009(6) 0.002(6) -0.017(6) C35 0.063(7) 0.040(7) 0.057(7) 0.013(5) -0.013(6) -0.024(6) C36 0.046(6) 0.029(6) 0.070(8) 0.001(5) -0.001(5) -0.020(5) C37 0.038(6) 0.034(7) 0.087(9) 0.006(6) -0.004(6) -0.013(5) C38 0.058(7) 0.047(7) 0.061(8) -0.015(6) 0.008(6) -0.018(6) C39 0.036(6) 0.071(9) 0.085(10) -0.002(7) -0.004(6) -0.022(6) C40 0.048(6) 0.046(7) 0.057(7) 0.002(5) -0.008(5) -0.018(5) N3 0.071(7) 0.069(7) 0.057(6) -0.002(5) -0.005(6) -0.043(6) N4 0.055(6) 0.063(7) 0.058(6) -0.009(5) 0.000(5) -0.028(5) Fe3 0.0584(10) 0.0401(10) 0.0605(11) 0.0006(7) -0.0113(8) -0.0205(8) C41 0.076(9) 0.051(8) 0.073(9) 0.005(6) -0.029(7) -0.024(7) C42 0.103(12) 0.049(9) 0.106(12) 0.013(7) -0.053(10) -0.030(8) C43 0.136(13) 0.067(9) 0.053(8) 0.009(6) -0.017(8) -0.069(9) C44 0.108(10) 0.068(9) 0.049(7) -0.002(6) 0.013(7) -0.061(8) C45 0.056(7) 0.030(6) 0.082(9) 0.001(5) -0.009(6) -0.022(5) C46 0.045(6) 0.028(6) 0.065(7) 0.001(5) -0.006(5) -0.014(5) C47 0.053(7) 0.046(7) 0.077(9) -0.004(6) -0.003(6) -0.024(6) C48 0.050(7) 0.057(8) 0.061(8) -0.003(6) 0.004(6) -0.018(6) C49 0.049(7) 0.036(7) 0.075(9) -0.002(5) 0.001(6) -0.019(5) C50 0.056(7) 0.034(6) 0.054(7) 0.009(5) 0.001(5) -0.018(5) C51 0.046(7) 0.056(8) 0.089(10) -0.004(7) 0.000(6) -0.020(6) C52 0.068(8) 0.058(8) 0.066(8) -0.003(6) -0.026(6) -0.031(7) C53 0.086(9) 0.053(8) 0.051(7) -0.009(5) -0.015(6) -0.032(7) C54 0.056(7) 0.048(7) 0.071(8) -0.005(6) 0.011(6) -0.023(6) C55 0.060(7) 0.056(8) 0.054(7) 0.004(5) -0.008(6) -0.037(6) C56 0.045(6) 0.020(5) 0.068(7) 0.003(5) 0.005(5) -0.014(5) C57 0.048(7) 0.046(7) 0.082(9) 0.003(6) -0.016(6) -0.015(6) C58 0.057(8) 0.063(9) 0.080(9) 0.011(7) -0.001(7) -0.027(7) C59 0.052(7) 0.042(7) 0.076(9) 0.010(6) -0.002(6) -0.020(6) C60 0.040(6) 0.040(7) 0.052(7) 0.003(5) 0.009(5) -0.006(5) N5 0.056(6) 0.047(6) 0.067(7) -0.015(5) 0.000(5) -0.014(5) N6 0.071(7) 0.041(6) 0.072(7) 0.005(5) 0.008(6) -0.015(5) Fe4 0.0535(10) 0.0417(10) 0.0517(10) -0.0031(7) -0.0027(7) -0.0174(8) C61 0.049(7) 0.042(7) 0.076(8) -0.003(6) 0.002(6) -0.003(5) C62 0.083(10) 0.084(10) 0.041(7) -0.007(6) -0.010(6) -0.032(8) C63 0.076(9) 0.063(9) 0.075(9) 0.006(6) -0.023(7) -0.047(7) C64 0.055(7) 0.027(6) 0.065(8) -0.001(5) -0.007(6) -0.012(5) C65 0.050(7) 0.031(6) 0.066(8) -0.001(5) 0.002(6) -0.013(5) C66 0.037(6) 0.031(6) 0.056(7) -0.006(5) 0.001(5) -0.019(5) C67 0.049(7) 0.046(7) 0.069(8) 0.010(6) -0.006(6) -0.011(6) C68 0.063(8) 0.057(8) 0.073(9) 0.004(7) -0.013(7) -0.025(7) C69 0.047(7) 0.077(10) 0.070(9) 0.009(7) 0.007(6) -0.026(7) C70 0.049(7) 0.060(8) 0.067(8) 0.001(6) 0.003(6) -0.015(6) C71 0.070(8) 0.086(10) 0.073(9) 0.005(7) 0.006(7) -0.055(8) C72 0.096(11) 0.093(11) 0.048(8) -0.003(7) 0.008(7) -0.054(9) C73 0.107(11) 0.061(9) 0.052(8) 0.004(6) -0.020(7) -0.049(8) C74 0.073(8) 0.030(7) 0.074(9) 0.011(6) -0.010(7) -0.014(6) C75 0.066(8) 0.041(7) 0.048(7) 0.002(5) 0.000(6) -0.022(6) C76 0.040(6) 0.035(6) 0.064(7) -0.003(5) 0.003(5) -0.012(5) C77 0.040(6) 0.058(8) 0.066(8) -0.001(6) -0.011(6) -0.012(6) C78 0.053(7) 0.054(8) 0.075(9) 0.003(6) -0.026(6) -0.018(6) C79 0.060(8) 0.061(9) 0.069(9) -0.013(6) 0.003(7) -0.017(7) C80 0.063(7) 0.040(7) 0.058(8) 0.002(5) -0.005(6) -0.014(6) N7 0.048(6) 0.069(7) 0.048(6) 0.002(5) 0.001(5) -0.022(5) N8 0.051(6) 0.068(7) 0.066(7) -0.012(5) -0.004(5) -0.020(5) C81 0.052(8) 0.044(7) 0.068(8) 0.004(6) -0.004(6) -0.013(6) C82 0.074(8) 0.042(7) 0.063(8) 0.007(6) 0.002(6) -0.013(6) C83 0.082(9) 0.038(7) 0.065(8) 0.005(6) -0.004(7) -0.023(6) C84 0.074(8) 0.044(7) 0.058(8) -0.003(5) 0.006(6) -0.023(6) C85 0.070(8) 0.054(8) 0.054(7) -0.003(6) 0.004(6) -0.026(6) C86 0.061(8) 0.065(9) 0.066(8) 0.000(6) 0.009(7) -0.033(7) O1 0.060(6) 0.107(8) 0.054(5) -0.007(5) -0.003(4) -0.026(5) O2 0.042(5) 0.096(7) 0.067(5) -0.011(5) -0.003(4) -0.023(5) O3 0.062(6) 0.132(9) 0.062(6) -0.013(6) -0.006(5) -0.038(6) O4 0.073(6) 0.138(10) 0.069(6) -0.020(6) 0.015(5) -0.052(6) C87 0.061(8) 0.044(7) 0.048(7) 0.005(5) -0.012(6) -0.011(6) C88 0.037(6) 0.048(7) 0.057(7) -0.007(5) 0.004(5) -0.009(5) C89 0.052(7) 0.041(7) 0.065(8) -0.002(5) 0.007(6) -0.011(5) C90 0.049(7) 0.051(8) 0.063(8) -0.002(6) 0.004(6) -0.017(6) C91 0.061(8) 0.080(10) 0.061(8) 0.004(7) 0.011(6) -0.020(7) C92 0.056(8) 0.050(7) 0.056(7) 0.005(5) -0.001(6) -0.024(6) O5 0.049(5) 0.074(6) 0.055(5) -0.008(4) -0.002(4) -0.024(4) O6 0.051(5) 0.099(7) 0.058(5) 0.004(5) 0.001(4) -0.028(5) O7 0.055(5) 0.139(9) 0.047(5) -0.012(5) 0.007(4) -0.030(6) O8 0.061(5) 0.087(7) 0.063(6) -0.023(5) -0.003(4) -0.021(5) C93 0.053(8) 0.057(8) 0.074(9) -0.011(6) 0.001(7) -0.027(6) C94 0.093(10) 0.048(8) 0.066(8) -0.008(6) -0.007(7) -0.032(7) C95 0.067(8) 0.050(8) 0.084(9) -0.011(6) -0.002(7) -0.023(6) C96 0.058(7) 0.046(8) 0.080(9) -0.008(6) -0.004(6) -0.020(6) C97 0.078(9) 0.076(10) 0.061(8) -0.001(7) -0.014(7) -0.033(8) C98 0.055(8) 0.055(8) 0.084(10) -0.011(7) -0.008(7) -0.028(6) O9 0.071(6) 0.106(8) 0.067(6) -0.001(5) -0.002(5) -0.038(6) O10 0.066(6) 0.094(7) 0.068(6) 0.015(5) 0.000(5) -0.038(5) O11 0.078(6) 0.116(8) 0.061(6) 0.004(5) -0.021(5) -0.043(6) O12 0.069(6) 0.137(10) 0.077(6) 0.000(6) -0.017(5) -0.050(6) C99 0.049(7) 0.030(6) 0.069(8) -0.003(5) -0.006(6) -0.008(5) C100 0.077(8) 0.032(6) 0.049(7) -0.002(5) -0.010(6) -0.010(6) C101 0.045(7) 0.052(8) 0.078(9) -0.005(6) 0.004(6) -0.017(6) C102 0.046(6) 0.050(7) 0.050(7) 0.002(5) -0.003(5) -0.016(5) C103 0.059(7) 0.062(8) 0.057(7) 0.004(6) -0.006(6) -0.026(6) C104 0.037(6) 0.044(7) 0.070(8) -0.007(6) -0.003(6) -0.015(5) O13 0.058(5) 0.099(7) 0.056(5) -0.013(5) -0.008(4) -0.025(5) O14 0.061(5) 0.078(6) 0.062(5) 0.000(5) -0.008(5) -0.030(5) O15 0.061(6) 0.106(8) 0.061(5) 0.010(5) -0.013(4) -0.036(5) O16 0.051(5) 0.135(9) 0.061(6) 0.006(5) -0.011(4) -0.025(5) _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 C5 2.027(8) . ? Fe1 C4 2.028(7) . ? Fe1 C1 2.030(8) . ? Fe1 C3 2.031(8) . ? Fe1 C2 2.032(8) . ? Fe1 C11 2.041(8) . ? Fe1 C12 2.042(8) . ? Fe1 C15 2.047(7) . ? Fe1 C13 2.049(8) . ? Fe1 C14 2.052(8) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 H1 0.9300 . ? C2 C3 1.4200 . ? C2 H2 0.9300 . ? C3 C4 1.4200 . ? C3 H3 0.9300 . ? C4 C5 1.4200 . ? C4 H4 0.9300 . ? C5 C6 1.453(11) . ? C6 C7 1.392(14) . ? C6 C10 1.414(13) . ? C7 C8 1.357(15) . ? C7 H7 0.9300 . ? C8 N1 1.349(13) . ? C8 H8 0.9300 . ? C9 C10 1.329(15) . ? C9 N1 1.350(14) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C15 1.4200 . ? C11 C12 1.4200 . ? C11 H11 0.9300 . ? C12 C13 1.4200 . ? C12 H12 0.9300 . ? C13 C14 1.4200 . ? C13 H13 0.9300 . ? C14 C15 1.4200 . ? C14 H14 0.9300 . ? C15 C16 1.486(12) . ? C16 C17 1.379(14) . ? C16 C20 1.387(14) . ? C17 C18 1.356(14) . ? C17 H17 0.9300 . ? C18 N2 1.315(13) . ? C18 H18 0.9300 . ? C19 N2 1.354(15) . ? C19 C20 1.369(15) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? Fe2 C33 2.031(8) . ? Fe2 C34 2.040(8) . ? Fe2 C22 2.042(8) . ? Fe2 C21 2.045(8) . ? Fe2 C32 2.043(8) . ? Fe2 C23 2.046(8) . ? Fe2 C25 2.051(7) . ? Fe2 C24 2.052(8) . ? Fe2 C35 2.057(8) . ? Fe2 C31 2.059(8) . ? C21 C22 1.4200 . ? C21 C25 1.4200 . ? C21 H21 0.9300 . ? C22 C23 1.4200 . ? C22 H22 0.9300 . ? C23 C24 1.4200 . ? C23 H23 0.9300 . ? C24 C25 1.4200 . ? C24 H24 0.9300 . ? C25 C26 1.455(11) . ? C26 C27 1.377(15) . ? C26 C30 1.397(14) . ? C27 C28 1.365(15) . ? C27 H27 0.9300 . ? C28 N3 1.342(14) . ? C28 H28 0.9300 . ? C29 N3 1.330(14) . ? C29 C30 1.383(15) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.4200 . ? C31 C35 1.4200 . ? C31 H31 0.9300 . ? C32 C33 1.4200 . ? C32 H32 0.9300 . ? C33 C34 1.4200 . ? C33 H33 0.9300 . ? C34 C35 1.4200 . ? C34 H34 0.9300 . ? C35 C36 1.449(12) . ? C36 C40 1.394(14) . ? C36 C37 1.413(14) . ? C37 C38 1.370(15) . ? C37 H37 0.9300 . ? C38 N4 1.322(14) . ? C38 H38 0.9300 . ? C39 N4 1.327(14) . ? C39 C40 1.408(15) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? Fe3 C42 2.022(8) . ? Fe3 C41 2.028(8) . ? Fe3 C53 2.031(8) . ? Fe3 C54 2.036(8) . ? Fe3 C52 2.033(8) . ? Fe3 C55 2.042(8) . ? Fe3 C51 2.040(8) . ? Fe3 C43 2.043(8) . ? Fe3 C45 2.052(7) . ? Fe3 C44 2.062(8) . ? C41 C42 1.4200 . ? C41 C45 1.4200 . ? C41 H41 0.9300 . ? C42 C43 1.4200 . ? C42 H42 0.9300 . ? C43 C44 1.4200 . ? C43 H43 0.9300 . ? C44 C45 1.4200 . ? C44 H44 0.9300 . ? C45 C46 1.465(12) . ? C46 C47 1.367(14) . ? C46 C50 1.381(14) . ? C47 C48 1.374(15) . ? C47 H47 0.9300 . ? C48 N5 1.317(13) . ? C48 H48 0.9300 . ? C49 N5 1.336(13) . ? C49 C50 1.348(14) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C51 C52 1.4200 . ? C51 C55 1.4200 . ? C51 H51 0.9300 . ? C52 C53 1.4200 . ? C52 H52 0.9300 . ? C53 C54 1.4200 . ? C53 H53 0.9300 . ? C54 C55 1.4200 . ? C54 H54 0.9300 . ? C55 C56 1.467(12) . ? C56 C57 1.390(15) . ? C56 C60 1.390(14) . ? C57 C58 1.380(16) . ? C57 H57 0.9300 . ? C58 N6 1.354(15) . ? C58 H58 0.9300 . ? C59 N6 1.328(14) . ? C59 C60 1.379(15) . ? C59 H59 0.9300 . ? C60 H60 0.9300 . ? Fe4 C71 2.014(8) . ? Fe4 C63 2.018(7) . ? Fe4 C72 2.023(8) . ? Fe4 C64 2.025(7) . ? Fe4 C75 2.034(7) . ? Fe4 C62 2.034(8) . ? Fe4 C65 2.045(7) . ? Fe4 C61 2.050(8) . ? Fe4 C73 2.049(8) . ? Fe4 C74 2.055(8) . ? C61 C62 1.4200 . ? C61 C65 1.4200 . ? C61 H61 0.9300 . ? C62 C63 1.4200 . ? C62 H62 0.9300 . ? C63 C64 1.4200 . ? C63 H63 0.9300 . ? C64 C65 1.4200 . ? C64 H64 0.9300 . ? C65 C66 1.464(11) . ? C66 C67 1.373(13) . ? C66 C70 1.429(14) . ? C67 C68 1.348(15) . ? C67 H67 0.9300 . ? C68 N7 1.329(14) . ? C68 H68 0.9300 . ? C69 C70 1.363(15) . ? C69 N7 1.368(14) . ? C69 H69 0.9300 . ? C70 H70 0.9300 . ? C71 C72 1.4200 . ? C71 C75 1.4200 . ? C71 H71 0.9300 . ? C72 C73 1.4200 . ? C72 H72 0.9300 . ? C73 C74 1.4200 . ? C73 H73 0.9300 . ? C74 C75 1.4200 . ? C74 H74 0.9300 . ? C75 C76 1.454(12) . ? C76 C77 1.365(14) . ? C76 C80 1.399(14) . ? C77 C78 1.373(15) . ? C77 H77 0.9300 . ? C78 N8 1.317(14) . ? C78 H78 0.9300 . ? C79 N8 1.338(14) . ? C79 C80 1.375(15) . ? C79 H79 0.9300 . ? C80 H80 0.9300 . ? C81 O1 1.240(13) . ? C81 O2 1.296(13) . ? C81 C82 1.500(16) . ? C82 C83 1.500(15) . ? C82 H82A 0.9700 . ? C82 H82B 0.9700 . ? C83 C84 1.486(15) . ? C83 H83A 0.9700 . ? C83 H83B 0.9700 . ? C84 C85 1.501(15) . ? C84 H84A 0.9700 . ? C84 H84B 0.9700 . ? C85 C86 1.506(15) . ? C85 H85A 0.9700 . ? C85 H85B 0.9700 . ? C86 O4 1.211(13) . ? C86 O3 1.277(14) . ? O2 H200 1.02(12) . ? O3 H300 0.91(14) . ? C87 O6 1.204(13) . ? C87 O5 1.314(13) . ? C87 C88 1.504(14) . ? C88 C89 1.467(14) . ? C88 H88A 0.9700 . ? C88 H88B 0.9700 . ? C89 C90 1.487(14) . ? C89 H89A 0.9700 . ? C89 H89B 0.9700 . ? C90 C91 1.492(15) . ? C90 H90A 0.9700 . ? C90 H90B 0.9700 . ? C91 C92 1.490(15) . ? C91 H91A 0.9700 . ? C91 H91B 0.9700 . ? C92 O7 1.197(13) . ? C92 O8 1.305(13) . ? O5 H500 0.96(11) . ? O8 H800 1.18(12) . ? C93 O9 1.189(13) . ? C93 O10 1.267(14) . ? C93 C94 1.504(16) . ? C94 C95 1.492(16) . ? C94 H94A 0.9700 . ? C94 H94B 0.9700 . ? C95 C96 1.538(16) . ? C95 H95A 0.9700 . ? C95 H95B 0.9700 . ? C96 C97 1.504(16) . ? C96 H96A 0.9700 . ? C96 H96B 0.9700 . ? C97 C98 1.507(16) . ? C97 H97A 0.9700 . ? C97 H97B 0.9700 . ? C98 O12 1.171(13) . ? C98 O11 1.310(14) . ? O10 H110 0.94(12) . ? O11 H111 1.0567 . ? C99 O13 1.177(12) . ? C99 O14 1.288(13) . ? C99 C100 1.507(15) . ? C100 C101 1.518(15) . ? C100 H10A 0.9700 . ? C100 H10B 0.9700 . ? C101 C102 1.502(14) . ? C101 H10C 0.9700 . ? C101 H10D 0.9700 . ? C102 C103 1.523(14) . ? C102 H10E 0.9700 . ? C102 H10F 0.9700 . ? C103 C104 1.492(15) . ? C103 H10G 0.9700 . ? C103 H10H 0.9700 . ? C104 O16 1.170(12) . ? C104 O15 1.322(13) . ? O14 H140 0.98(12) . ? O15 H150 1.13(12) . ? 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 C5 Fe1 C4 40.99(14) . . ? C5 Fe1 C1 40.97(15) . . ? C4 Fe1 C1 68.98(18) . . ? C5 Fe1 C3 68.97(18) . . ? C4 Fe1 C3 40.96(14) . . ? C1 Fe1 C3 68.92(18) . . ? C5 Fe1 C2 68.95(19) . . ? C4 Fe1 C2 68.93(18) . . ? C1 Fe1 C2 40.93(15) . . ? C3 Fe1 C2 40.92(14) . . ? C5 Fe1 C11 125.5(3) . . ? C4 Fe1 C11 161.5(3) . . ? C1 Fe1 C11 109.0(3) . . ? C3 Fe1 C11 157.0(3) . . ? C2 Fe1 C11 122.4(3) . . ? C5 Fe1 C12 161.5(4) . . ? C4 Fe1 C12 155.8(4) . . ? C1 Fe1 C12 124.0(3) . . ? C3 Fe1 C12 120.1(3) . . ? C2 Fe1 C12 106.5(3) . . ? C11 Fe1 C12 40.71(14) . . ? C5 Fe1 C15 109.2(3) . . ? C4 Fe1 C15 124.1(3) . . ? C1 Fe1 C15 124.0(3) . . ? C3 Fe1 C15 159.4(3) . . ? C2 Fe1 C15 159.2(3) . . ? C11 Fe1 C15 40.65(14) . . ? C12 Fe1 C15 68.37(17) . . ? C5 Fe1 C13 157.1(4) . . ? C4 Fe1 C13 120.2(3) . . ? C1 Fe1 C13 159.4(4) . . ? C3 Fe1 C13 105.1(3) . . ? C2 Fe1 C13 121.9(3) . . ? C11 Fe1 C13 68.36(18) . . ? C12 Fe1 C13 40.62(14) . . ? C15 Fe1 C13 68.24(18) . . ? C5 Fe1 C14 122.6(3) . . ? C4 Fe1 C14 106.7(3) . . ? C1 Fe1 C14 159.3(3) . . ? C3 Fe1 C14 121.9(3) . . ? C2 Fe1 C14 158.2(3) . . ? C11 Fe1 C14 68.30(17) . . ? C12 Fe1 C14 68.27(18) . . ? C15 Fe1 C14 40.53(14) . . ? C13 Fe1 C14 40.51(14) . . ? C2 C1 C5 108.0 . . ? C2 C1 Fe1 69.6(3) . . ? C5 C1 Fe1 69.4(3) . . ? C2 C1 H1 126.0 . . ? C5 C1 H1 126.0 . . ? Fe1 C1 H1 126.5 . . ? C1 C2 C3 108.0 . . ? C1 C2 Fe1 69.5(3) . . ? C3 C2 Fe1 69.5(3) . . ? C1 C2 H2 126.0 . . ? C3 C2 H2 126.0 . . ? Fe1 C2 H2 126.6 . . ? C4 C3 C2 108.0 . . ? C4 C3 Fe1 69.4(3) . . ? C2 C3 Fe1 69.6(3) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Fe1 C3 H3 126.6 . . ? C3 C4 C5 108.0 . . ? C3 C4 Fe1 69.6(3) . . ? C5 C4 Fe1 69.5(3) . . ? C3 C4 H4 126.0 . . ? C5 C4 H4 126.0 . . ? Fe1 C4 H4 126.5 . . ? C4 C5 C1 108.0 . . ? C4 C5 C6 127.6(6) . . ? C1 C5 C6 124.4(6) . . ? C4 C5 Fe1 69.5(3) . . ? C1 C5 Fe1 69.6(3) . . ? C6 C5 Fe1 126.5(6) . . ? C7 C6 C10 115.8(10) . . ? C7 C6 C5 122.3(8) . . ? C10 C6 C5 121.8(9) . . ? C8 C7 C6 120.2(10) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? N1 C8 C7 123.9(11) . . ? N1 C8 H8 118.0 . . ? C7 C8 H8 118.0 . . ? C10 C9 N1 125.3(10) . . ? C10 C9 H9 117.3 . . ? N1 C9 H9 117.3 . . ? C9 C10 C6 119.6(11) . . ? C9 C10 H10 120.2 . . ? C6 C10 H10 120.2 . . ? C15 C11 C12 108.0 . . ? C15 C11 Fe1 69.9(3) . . ? C12 C11 Fe1 69.7(3) . . ? C15 C11 H11 126.0 . . ? C12 C11 H11 126.0 . . ? Fe1 C11 H11 126.0 . . ? C13 C12 C11 108.0 . . ? C13 C12 Fe1 70.0(3) . . ? C11 C12 Fe1 69.6(3) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? Fe1 C12 H12 126.0 . . ? C12 C13 C14 108.0 . . ? C12 C13 Fe1 69.4(3) . . ? C14 C13 Fe1 69.9(3) . . ? C12 C13 H13 126.0 . . ? C14 C13 H13 126.0 . . ? Fe1 C13 H13 126.3 . . ? C15 C14 C13 108.0 . . ? C15 C14 Fe1 69.5(3) . . ? C13 C14 Fe1 69.6(3) . . ? C15 C14 H14 126.0 . . ? C13 C14 H14 126.0 . . ? Fe1 C14 H14 126.4 . . ? C11 C15 C14 108.0 . . ? C11 C15 C16 123.5(7) . . ? C14 C15 C16 128.5(7) . . ? C11 C15 Fe1 69.4(3) . . ? C14 C15 Fe1 69.9(3) . . ? C16 C15 Fe1 128.7(6) . . ? C17 C16 C20 117.6(10) . . ? C17 C16 C15 122.5(9) . . ? C20 C16 C15 119.9(9) . . ? C18 C17 C16 117.8(10) . . ? C18 C17 H17 121.1 . . ? C16 C17 H17 121.1 . . ? N2 C18 C17 126.9(10) . . ? N2 C18 H18 116.6 . . ? C17 C18 H18 116.6 . . ? N2 C19 C20 122.8(10) . . ? N2 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C19 C20 C16 119.8(11) . . ? C19 C20 H20 120.1 . . ? C16 C20 H20 120.1 . . ? C8 N1 C9 115.0(10) . . ? C18 N2 C19 115.0(10) . . ? C33 Fe2 C34 40.83(15) . . ? C33 Fe2 C22 121.6(3) . . ? C34 Fe2 C22 159.1(4) . . ? C33 Fe2 C21 158.8(3) . . ? C34 Fe2 C21 159.2(3) . . ? C22 Fe2 C21 40.67(14) . . ? C33 Fe2 C32 40.80(14) . . ? C34 Fe2 C32 68.49(18) . . ? C22 Fe2 C32 105.3(3) . . ? C21 Fe2 C32 123.0(3) . . ? C33 Fe2 C23 105.6(3) . . ? C34 Fe2 C23 123.6(3) . . ? C22 Fe2 C23 40.66(14) . . ? C21 Fe2 C23 68.34(18) . . ? C32 Fe2 C23 119.5(3) . . ? C33 Fe2 C25 158.0(3) . . ? C34 Fe2 C25 123.7(3) . . ? C22 Fe2 C25 68.31(18) . . ? C21 Fe2 C25 40.57(14) . . ? C32 Fe2 C25 160.9(3) . . ? C23 Fe2 C25 68.23(17) . . ? C33 Fe2 C24 121.2(3) . . ? C34 Fe2 C24 108.7(3) . . ? C22 Fe2 C24 68.30(18) . . ? C21 Fe2 C24 68.23(17) . . ? C32 Fe2 C24 155.8(3) . . ? C23 Fe2 C24 40.56(14) . . ? C25 Fe2 C24 40.50(13) . . ? C33 Fe2 C35 68.39(18) . . ? C34 Fe2 C35 40.56(14) . . ? C22 Fe2 C35 157.5(4) . . ? C21 Fe2 C35 123.5(3) . . ? C32 Fe2 C35 68.17(18) . . ? C23 Fe2 C35 161.4(4) . . ? C25 Fe2 C35 110.4(3) . . ? C24 Fe2 C35 126.3(3) . . ? C33 Fe2 C31 68.35(18) . . ? C34 Fe2 C31 68.19(18) . . ? C22 Fe2 C31 120.9(3) . . ? C21 Fe2 C31 108.3(3) . . ? C32 Fe2 C31 40.51(14) . . ? C23 Fe2 C31 155.5(3) . . ? C25 Fe2 C31 126.0(3) . . ? C24 Fe2 C31 162.7(3) . . ? C35 Fe2 C31 40.36(14) . . ? C22 C21 C25 108.0 . . ? C22 C21 Fe2 69.5(3) . . ? C25 C21 Fe2 69.9(3) . . ? C22 C21 H21 126.0 . . ? C25 C21 H21 126.0 . . ? Fe2 C21 H21 126.1 . . ? C23 C22 C21 108.0 . . ? C23 C22 Fe2 69.8(3) . . ? C21 C22 Fe2 69.8(3) . . ? C23 C22 H22 126.0 . . ? C21 C22 H22 126.0 . . ? Fe2 C22 H22 126.0 . . ? C24 C23 C22 108.0 . . ? C24 C23 Fe2 69.9(3) . . ? C22 C23 Fe2 69.5(3) . . ? C24 C23 H23 126.0 . . ? C22 C23 H23 126.0 . . ? Fe2 C23 H23 126.1 . . ? C23 C24 C25 108.0 . . ? C23 C24 Fe2 69.5(3) . . ? C25 C24 Fe2 69.7(3) . . ? C23 C24 H24 126.0 . . ? C25 C24 H24 126.0 . . ? Fe2 C24 H24 126.3 . . ? C24 C25 C21 108.0 . . ? C24 C25 C26 125.7(7) . . ? C21 C25 C26 126.3(7) . . ? C24 C25 Fe2 69.8(3) . . ? C21 C25 Fe2 69.5(3) . . ? C26 C25 Fe2 126.0(6) . . ? C27 C26 C30 117.0(10) . . ? C27 C26 C25 122.7(10) . . ? C30 C26 C25 120.3(10) . . ? C28 C27 C26 119.8(11) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? N3 C28 C27 123.9(11) . . ? N3 C28 H28 118.0 . . ? C27 C28 H28 118.0 . . ? N3 C29 C30 123.3(11) . . ? N3 C29 H29 118.4 . . ? C30 C29 H29 118.4 . . ? C29 C30 C26 119.4(11) . . ? C29 C30 H30 120.3 . . ? C26 C30 H30 120.3 . . ? C32 C31 C35 108.0 . . ? C32 C31 Fe2 69.1(3) . . ? C35 C31 Fe2 69.7(3) . . ? C32 C31 H31 126.0 . . ? C35 C31 H31 126.0 . . ? Fe2 C31 H31 126.7 . . ? C31 C32 C33 108.0 . . ? C31 C32 Fe2 70.4(3) . . ? C33 C32 Fe2 69.2(3) . . ? C31 C32 H32 126.0 . . ? C33 C32 H32 126.0 . . ? Fe2 C32 H32 126.1 . . ? C34 C33 C32 108.0 . . ? C34 C33 Fe2 69.9(3) . . ? C32 C33 Fe2 70.1(3) . . ? C34 C33 H33 126.0 . . ? C32 C33 H33 126.0 . . ? Fe2 C33 H33 125.6 . . ? C35 C34 C33 108.0 . . ? C35 C34 Fe2 70.4(3) . . ? C33 C34 Fe2 69.3(3) . . ? C35 C34 H34 126.0 . . ? C33 C34 H34 126.0 . . ? Fe2 C34 H34 125.9 . . ? C34 C35 C31 108.0 . . ? C34 C35 C36 123.7(7) . . ? C31 C35 C36 128.0(7) . . ? C34 C35 Fe2 69.1(3) . . ? C31 C35 Fe2 69.9(3) . . ? C36 C35 Fe2 131.0(6) . . ? C40 C36 C37 115.1(10) . . ? C40 C36 C35 123.1(10) . . ? C37 C36 C35 121.7(9) . . ? C38 C37 C36 120.7(10) . . ? C38 C37 H37 119.6 . . ? C36 C37 H37 119.6 . . ? N4 C38 C37 123.9(11) . . ? N4 C38 H38 118.1 . . ? C37 C38 H38 118.1 . . ? N4 C39 C40 123.5(11) . . ? N4 C39 H39 118.2 . . ? C40 C39 H39 118.2 . . ? C36 C40 C39 119.6(11) . . ? C36 C40 H40 120.2 . . ? C39 C40 H40 120.2 . . ? C29 N3 C28 116.6(10) . . ? C38 N4 C39 117.1(10) . . ? C42 Fe3 C41 41.05(15) . . ? C42 Fe3 C53 122.0(3) . . ? C41 Fe3 C53 159.7(3) . . ? C42 Fe3 C54 159.4(4) . . ? C41 Fe3 C54 158.4(3) . . ? C53 Fe3 C54 40.88(14) . . ? C42 Fe3 C52 105.4(3) . . ? C41 Fe3 C52 123.6(3) . . ? C53 Fe3 C52 40.91(14) . . ? C54 Fe3 C52 68.76(18) . . ? C42 Fe3 C55 157.3(4) . . ? C41 Fe3 C55 122.8(3) . . ? C53 Fe3 C55 68.70(18) . . ? C54 Fe3 C55 40.76(14) . . ? C52 Fe3 C55 68.65(18) . . ? C42 Fe3 C51 120.6(3) . . ? C41 Fe3 C51 108.1(3) . . ? C53 Fe3 C51 68.73(18) . . ? C54 Fe3 C51 68.63(18) . . ? C52 Fe3 C51 40.81(14) . . ? C55 Fe3 C51 40.72(14) . . ? C42 Fe3 C43 40.88(15) . . ? C41 Fe3 C43 68.71(19) . . ? C53 Fe3 C43 105.5(3) . . ? C54 Fe3 C43 123.4(4) . . ? C52 Fe3 C43 119.3(3) . . ? C55 Fe3 C43 161.3(4) . . ? C51 Fe3 C43 155.5(4) . . ? C42 Fe3 C45 68.65(18) . . ? C41 Fe3 C45 40.73(14) . . ? C53 Fe3 C45 157.0(3) . . ? C54 Fe3 C45 122.8(3) . . ? C52 Fe3 C45 161.7(3) . . ? C55 Fe3 C45 109.8(3) . . ? C51 Fe3 C45 126.1(3) . . ? C43 Fe3 C45 68.24(18) . . ? C42 Fe3 C44 68.46(18) . . ? C41 Fe3 C44 68.36(17) . . ? C53 Fe3 C44 120.6(3) . . ? C54 Fe3 C44 108.2(3) . . ? C52 Fe3 C44 155.3(3) . . ? C55 Fe3 C44 126.0(3) . . ? C51 Fe3 C44 162.9(3) . . ? C43 Fe3 C44 40.47(14) . . ? C45 Fe3 C44 40.38(13) . . ? C42 C41 C45 108.0 . . ? C42 C41 Fe3 69.3(3) . . ? C45 C41 Fe3 70.6(3) . . ? C42 C41 H41 126.0 . . ? C45 C41 H41 126.0 . . ? Fe3 C41 H41 125.7 . . ? C43 C42 C41 108.0 . . ? C43 C42 Fe3 70.4(3) . . ? C41 C42 Fe3 69.7(3) . . ? C43 C42 H42 126.0 . . ? C41 C42 H42 126.0 . . ? Fe3 C42 H42 125.5 . . ? C42 C43 C44 108.0 . . ? C42 C43 Fe3 68.8(3) . . ? C44 C43 Fe3 70.5(3) . . ? C42 C43 H43 126.0 . . ? C44 C43 H43 126.0 . . ? Fe3 C43 H43 126.3 . . ? C45 C44 C43 108.0 . . ? C45 C44 Fe3 69.4(3) . . ? C43 C44 Fe3 69.1(3) . . ? C45 C44 H44 126.0 . . ? C43 C44 H44 126.0 . . ? Fe3 C44 H44 127.1 . . ? C44 C45 C41 108.0 . . ? C44 C45 C46 124.7(7) . . ? C41 C45 C46 127.2(7) . . ? C44 C45 Fe3 70.2(3) . . ? C41 C45 Fe3 68.7(3) . . ? C46 C45 Fe3 129.2(6) . . ? C47 C46 C50 116.8(10) . . ? C47 C46 C45 121.7(9) . . ? C50 C46 C45 121.5(10) . . ? C46 C47 C48 120.7(11) . . ? C46 C47 H47 119.7 . . ? C48 C47 H47 119.7 . . ? N5 C48 C47 122.6(11) . . ? N5 C48 H48 118.7 . . ? C47 C48 H48 118.7 . . ? N5 C49 C50 125.0(10) . . ? N5 C49 H49 117.5 . . ? C50 C49 H49 117.5 . . ? C49 C50 C46 118.8(10) . . ? C49 C50 H50 120.6 . . ? C46 C50 H50 120.6 . . ? C52 C51 C55 108.0 . . ? C52 C51 Fe3 69.3(3) . . ? C55 C51 Fe3 69.7(3) . . ? C52 C51 H51 126.0 . . ? C55 C51 H51 126.0 . . ? Fe3 C51 H51 126.5 . . ? C53 C52 C51 108.0 . . ? C53 C52 Fe3 69.5(3) . . ? C51 C52 Fe3 69.8(3) . . ? C53 C52 H52 126.0 . . ? C51 C52 H52 126.0 . . ? Fe3 C52 H52 126.3 . . ? C52 C53 C54 108.0 . . ? C52 C53 Fe3 69.6(3) . . ? C54 C53 Fe3 69.8(3) . . ? C52 C53 H53 126.0 . . ? C54 C53 H53 126.0 . . ? Fe3 C53 H53 126.2 . . ? C55 C54 C53 108.0 . . ? C55 C54 Fe3 69.8(3) . . ? C53 C54 Fe3 69.4(3) . . ? C55 C54 H54 126.0 . . ? C53 C54 H54 126.0 . . ? Fe3 C54 H54 126.4 . . ? C54 C55 C51 108.0 . . ? C54 C55 C56 123.6(7) . . ? C51 C55 C56 128.4(7) . . ? C54 C55 Fe3 69.4(3) . . ? C51 C55 Fe3 69.6(3) . . ? C56 C55 Fe3 125.5(6) . . ? C57 C56 C60 116.7(10) . . ? C57 C56 C55 121.1(9) . . ? C60 C56 C55 122.2(9) . . ? C58 C57 C56 120.7(11) . . ? C58 C57 H57 119.6 . . ? C56 C57 H57 119.6 . . ? N6 C58 C57 122.7(11) . . ? N6 C58 H58 118.6 . . ? C57 C58 H58 118.6 . . ? N6 C59 C60 125.7(11) . . ? N6 C59 H59 117.2 . . ? C60 C59 H59 117.2 . . ? C59 C60 C56 118.5(10) . . ? C59 C60 H60 120.7 . . ? C56 C60 H60 120.7 . . ? C48 N5 C49 116.2(10) . . ? C59 N6 C58 115.6(11) . . ? C71 Fe4 C63 159.0(3) . . ? C71 Fe4 C72 41.19(15) . . ? C63 Fe4 C72 121.3(3) . . ? C71 Fe4 C64 158.9(3) . . ? C63 Fe4 C64 41.12(14) . . ? C72 Fe4 C64 158.5(4) . . ? C71 Fe4 C75 41.08(14) . . ? C63 Fe4 C75 157.1(3) . . ? C72 Fe4 C75 69.00(19) . . ? C64 Fe4 C75 122.6(3) . . ? C71 Fe4 C62 123.3(3) . . ? C63 Fe4 C62 41.02(14) . . ? C72 Fe4 C62 105.5(3) . . ? C64 Fe4 C62 68.95(18) . . ? C75 Fe4 C62 161.3(3) . . ? C71 Fe4 C65 123.3(3) . . ? C63 Fe4 C65 68.87(17) . . ? C72 Fe4 C65 158.3(4) . . ? C64 Fe4 C65 40.83(13) . . ? C75 Fe4 C65 109.5(3) . . ? C62 Fe4 C65 68.57(18) . . ? C71 Fe4 C61 108.3(3) . . ? C63 Fe4 C61 68.76(18) . . ? C72 Fe4 C61 121.5(3) . . ? C64 Fe4 C61 68.63(17) . . ? C75 Fe4 C61 125.8(3) . . ? C62 Fe4 C61 40.69(15) . . ? C65 Fe4 C61 40.58(13) . . ? C71 Fe4 C73 68.88(19) . . ? C63 Fe4 C73 105.0(3) . . ? C72 Fe4 C73 40.81(15) . . ? C64 Fe4 C73 122.6(3) . . ? C75 Fe4 C73 68.50(17) . . ? C62 Fe4 C73 119.8(3) . . ? C65 Fe4 C73 160.4(4) . . ? C61 Fe4 C73 156.3(3) . . ? C71 Fe4 C74 68.76(18) . . ? C63 Fe4 C74 120.4(3) . . ? C72 Fe4 C74 68.58(18) . . ? C64 Fe4 C74 107.4(3) . . ? C75 Fe4 C74 40.64(13) . . ? C62 Fe4 C74 155.7(3) . . ? C65 Fe4 C74 125.4(3) . . ? C61 Fe4 C74 162.3(3) . . ? C73 Fe4 C74 40.49(14) . . ? C62 C61 C65 108.0 . . ? C62 C61 Fe4 69.0(3) . . ? C65 C61 Fe4 69.5(3) . . ? C62 C61 H61 126.0 . . ? C65 C61 H61 126.0 . . ? Fe4 C61 H61 127.0 . . ? C61 C62 C63 108.0 . . ? C61 C62 Fe4 70.3(3) . . ? C63 C62 Fe4 68.9(3) . . ? C61 C62 H62 126.0 . . ? C63 C62 H62 126.0 . . ? Fe4 C62 H62 126.4 . . ? C64 C63 C62 108.0 . . ? C64 C63 Fe4 69.7(3) . . ? C62 C63 Fe4 70.1(3) . . ? C64 C63 H63 126.0 . . ? C62 C63 H63 126.0 . . ? Fe4 C63 H63 125.8 . . ? C63 C64 C65 108.0 . . ? C63 C64 Fe4 69.2(3) . . ? C65 C64 Fe4 70.3(3) . . ? C63 C64 H64 126.0 . . ? C65 C64 H64 126.0 . . ? Fe4 C64 H64 126.1 . . ? C64 C65 C61 108.0 . . ? C64 C65 C66 125.8(6) . . ? C61 C65 C66 126.1(6) . . ? C64 C65 Fe4 68.8(3) . . ? C61 C65 Fe4 69.9(3) . . ? C66 C65 Fe4 129.9(6) . . ? C67 C66 C70 114.9(10) . . ? C67 C66 C65 123.5(9) . . ? C70 C66 C65 121.5(9) . . ? C68 C67 C66 122.2(11) . . ? C68 C67 H67 118.9 . . ? C66 C67 H67 118.9 . . ? N7 C68 C67 124.6(11) . . ? N7 C68 H68 117.7 . . ? C67 C68 H68 117.7 . . ? C70 C69 N7 124.4(11) . . ? C70 C69 H69 117.8 . . ? N7 C69 H69 117.8 . . ? C69 C70 C66 119.2(11) . . ? C69 C70 H70 120.4 . . ? C66 C70 H70 120.4 . . ? C72 C71 C75 108.0 . . ? C72 C71 Fe4 69.8(3) . . ? C75 C71 Fe4 70.2(3) . . ? C72 C71 H71 126.0 . . ? C75 C71 H71 126.0 . . ? Fe4 C71 H71 125.6 . . ? C71 C72 C73 108.0 . . ? C71 C72 Fe4 69.0(3) . . ? C73 C72 Fe4 70.6(3) . . ? C71 C72 H72 126.0 . . ? C73 C72 H72 126.0 . . ? Fe4 C72 H72 126.0 . . ? C74 C73 C72 108.0 . . ? C74 C73 Fe4 70.0(3) . . ? C72 C73 Fe4 68.6(3) . . ? C74 C73 H73 126.0 . . ? C72 C73 H73 126.0 . . ? Fe4 C73 H73 126.9 . . ? C75 C74 C73 108.0 . . ? C75 C74 Fe4 68.9(3) . . ? C73 C74 Fe4 69.5(3) . . ? C75 C74 H74 126.0 . . ? C73 C74 H74 126.0 . . ? Fe4 C74 H74 127.2 . . ? C74 C75 C71 108.0 . . ? C74 C75 C76 127.9(7) . . ? C71 C75 C76 124.1(7) . . ? C74 C75 Fe4 70.5(3) . . ? C71 C75 Fe4 68.7(3) . . ? C76 C75 Fe4 126.9(6) . . ? C77 C76 C80 117.0(10) . . ? C77 C76 C75 123.3(10) . . ? C80 C76 C75 119.7(9) . . ? C76 C77 C78 119.3(11) . . ? C76 C77 H77 120.3 . . ? C78 C77 H77 120.3 . . ? N8 C78 C77 125.2(11) . . ? N8 C78 H78 117.4 . . ? C77 C78 H78 117.4 . . ? N8 C79 C80 124.1(11) . . ? N8 C79 H79 118.0 . . ? C80 C79 H79 118.0 . . ? C79 C80 C76 118.9(11) . . ? C79 C80 H80 120.5 . . ? C76 C80 H80 120.5 . . ? C68 N7 C69 114.7(10) . . ? C78 N8 C79 115.4(10) . . ? O1 C81 O2 123.8(11) . . ? O1 C81 C82 122.3(11) . . ? O2 C81 C82 114.0(11) . . ? C81 C82 C83 115.7(10) . . ? C81 C82 H82A 108.4 . . ? C83 C82 H82A 108.4 . . ? C81 C82 H82B 108.4 . . ? C83 C82 H82B 108.4 . . ? H82A C82 H82B 107.4 . . ? C84 C83 C82 114.9(10) . . ? C84 C83 H83A 108.5 . . ? C82 C83 H83A 108.5 . . ? C84 C83 H83B 108.5 . . ? C82 C83 H83B 108.5 . . ? H83A C83 H83B 107.5 . . ? C83 C84 C85 113.3(10) . . ? C83 C84 H84A 108.9 . . ? C85 C84 H84A 108.9 . . ? C83 C84 H84B 108.9 . . ? C85 C84 H84B 108.9 . . ? H84A C84 H84B 107.7 . . ? C84 C85 C86 118.0(10) . . ? C84 C85 H85A 107.8 . . ? C86 C85 H85A 107.8 . . ? C84 C85 H85B 107.8 . . ? C86 C85 H85B 107.8 . . ? H85A C85 H85B 107.1 . . ? O4 C86 O3 126.2(12) . . ? O4 C86 C85 121.2(12) . . ? O3 C86 C85 112.3(11) . . ? C81 O2 H200 101(7) . . ? C86 O3 H300 106(9) . . ? O6 C87 O5 124.6(10) . . ? O6 C87 C88 122.0(10) . . ? O5 C87 C88 113.3(10) . . ? C89 C88 C87 116.1(9) . . ? C89 C88 H88A 108.3 . . ? C87 C88 H88A 108.3 . . ? C89 C88 H88B 108.3 . . ? C87 C88 H88B 108.3 . . ? H88A C88 H88B 107.4 . . ? C88 C89 C90 118.0(9) . . ? C88 C89 H89A 107.8 . . ? C90 C89 H89A 107.8 . . ? C88 C89 H89B 107.8 . . ? C90 C89 H89B 107.8 . . ? H89A C89 H89B 107.1 . . ? C89 C90 C91 114.0(9) . . ? C89 C90 H90A 108.7 . . ? C91 C90 H90A 108.7 . . ? C89 C90 H90B 108.7 . . ? C91 C90 H90B 108.7 . . ? H90A C90 H90B 107.6 . . ? C92 C91 C90 119.0(10) . . ? C92 C91 H91A 107.6 . . ? C90 C91 H91A 107.6 . . ? C92 C91 H91B 107.6 . . ? C90 C91 H91B 107.6 . . ? H91A C91 H91B 107.0 . . ? O7 C92 O8 122.2(11) . . ? O7 C92 C91 122.4(11) . . ? O8 C92 C91 115.4(11) . . ? C87 O5 H500 118(7) . . ? C92 O8 H800 107(6) . . ? O9 C93 O10 124.9(12) . . ? O9 C93 C94 121.4(12) . . ? O10 C93 C94 113.7(11) . . ? C95 C94 C93 114.0(11) . . ? C95 C94 H94A 108.8 . . ? C93 C94 H94A 108.8 . . ? C95 C94 H94B 108.8 . . ? C93 C94 H94B 108.8 . . ? H94A C94 H94B 107.6 . . ? C94 C95 C96 113.3(10) . . ? C94 C95 H95A 108.9 . . ? C96 C95 H95A 108.9 . . ? C94 C95 H95B 108.9 . . ? C96 C95 H95B 108.9 . . ? H95A C95 H95B 107.7 . . ? C97 C96 C95 112.0(10) . . ? C97 C96 H96A 109.2 . . ? C95 C96 H96A 109.2 . . ? C97 C96 H96B 109.2 . . ? C95 C96 H96B 109.2 . . ? H96A C96 H96B 107.9 . . ? C96 C97 C98 114.0(10) . . ? C96 C97 H97A 108.7 . . ? C98 C97 H97A 108.7 . . ? C96 C97 H97B 108.7 . . ? C98 C97 H97B 108.7 . . ? H97A C97 H97B 107.6 . . ? O12 C98 O11 124.3(13) . . ? O12 C98 C97 124.8(13) . . ? O11 C98 C97 110.9(10) . . ? C93 O10 H110 91(8) . . ? C98 O11 H111 117.2 . . ? O13 C99 O14 123.6(11) . . ? O13 C99 C100 123.4(12) . . ? O14 C99 C100 113.0(10) . . ? C99 C100 C101 112.8(10) . . ? C99 C100 H10A 109.0 . . ? C101 C100 H10A 109.0 . . ? C99 C100 H10B 109.0 . . ? C101 C100 H10B 109.0 . . ? H10A C100 H10B 107.8 . . ? C102 C101 C100 114.7(9) . . ? C102 C101 H10C 108.6 . . ? C100 C101 H10C 108.6 . . ? C102 C101 H10D 108.6 . . ? C100 C101 H10D 108.6 . . ? H10C C101 H10D 107.6 . . ? C101 C102 C103 112.5(9) . . ? C101 C102 H10E 109.1 . . ? C103 C102 H10E 109.1 . . ? C101 C102 H10F 109.1 . . ? C103 C102 H10F 109.1 . . ? H10E C102 H10F 107.8 . . ? C104 C103 C102 116.5(9) . . ? C104 C103 H10G 108.2 . . ? C102 C103 H10G 108.2 . . ? C104 C103 H10H 108.2 . . ? C102 C103 H10H 108.2 . . ? H10G C103 H10H 107.3 . . ? O16 C104 O15 122.6(11) . . ? O16 C104 C103 125.5(11) . . ? O15 C104 C103 111.9(9) . . ? C99 O14 H140 116(7) . . ? C104 O15 H150 92(6) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.354 _refine_diff_density_min -0.737 _refine_diff_density_rms 0.167 # Attachment '1azelaic-revised.CIF' data_1.azelaic _database_code_depnum_ccdc_archive 'CCDC 614139' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H64 Fe2 N4 O8' _chemical_formula_weight 1056.83 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8845(5) _cell_length_b 10.7413(6) _cell_length_c 13.4321(7) _cell_angle_alpha 76.177(1) _cell_angle_beta 78.844(1) _cell_angle_gamma 68.146(1) _cell_volume 1276.62(12) _cell_formula_units_Z 1 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 0.629 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 11137 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.49 _reflns_number_total 5782 _reflns_number_gt 4525 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0530P)^2^+0.2707P] 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 SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5782 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0527 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.0965 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.006 _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 0.14110(3) 0.92784(3) 0.187788(19) 0.04692(11) Uani 1 1 d . . . C1 C 0.25773(17) 0.72948(13) 0.17431(11) 0.0587(5) Uani 1 1 d G . . H1 H 0.2518 0.6523 0.2216 0.070 Uiso 1 1 calc R . . C2 C 0.17259(16) 0.79644(17) 0.09068(12) 0.0695(6) Uani 1 1 d G . . H2 H 0.1011 0.7708 0.0736 0.083 Uiso 1 1 calc R . . C3 C 0.21570(18) 0.90945(16) 0.03769(9) 0.0698(7) Uani 1 1 d G . . H3 H 0.1774 0.9708 -0.0202 0.084 Uiso 1 1 calc R . . C4 C 0.32747(17) 0.91233(14) 0.08856(10) 0.0595(5) Uani 1 1 d G . . H4 H 0.3753 0.9759 0.0699 0.071 Uiso 1 1 calc R . . C5 C 0.35345(14) 0.80111(14) 0.17300(10) 0.0488(4) Uani 1 1 d G . . C6 C 0.4566(2) 0.7696(2) 0.24889(14) 0.0459(4) Uani 1 1 d . . . C7 C 0.5364(2) 0.8531(2) 0.24528(16) 0.0561(5) Uani 1 1 d . . . H7 H 0.5260 0.9303 0.1939 0.067 Uiso 1 1 calc R . . C8 C 0.6305(2) 0.8220(3) 0.31738(18) 0.0629(6) Uani 1 1 d . . . H8 H 0.6835 0.8793 0.3127 0.075 Uiso 1 1 calc R . . C9 C 0.5729(2) 0.6343(2) 0.39824(17) 0.0623(6) Uani 1 1 d . . . H9 H 0.5843 0.5590 0.4514 0.075 Uiso 1 1 calc R . . C10 C 0.4771(2) 0.6569(2) 0.32855(16) 0.0557(5) Uani 1 1 d . . . H10 H 0.4264 0.5973 0.3347 0.067 Uiso 1 1 calc R . . C11 C -0.01840(17) 0.93286(17) 0.31144(11) 0.0689(7) Uani 1 1 d G . . H11 H -0.0444 0.8592 0.3501 0.083 Uiso 1 1 calc R . . C12 C -0.07982(16) 1.0197(2) 0.22169(12) 0.0902(10) Uani 1 1 d G . . H12 H -0.1531 1.0129 0.1913 0.108 Uiso 1 1 calc R . . C13 C -0.0097(2) 1.11877(17) 0.18657(10) 0.0902(10) Uani 1 1 d G . . H13 H -0.0291 1.1882 0.1291 0.108 Uiso 1 1 calc R . . C14 C 0.09498(19) 1.09312(15) 0.25462(11) 0.0700(7) Uani 1 1 d G . . H14 H 0.1563 1.1428 0.2495 0.084 Uiso 1 1 calc R . . C15 C 0.08963(15) 0.97823(15) 0.33179(9) 0.0519(5) Uani 1 1 d G . . C16 C 0.1750(2) 0.91944(19) 0.42057(13) 0.0444(4) Uani 1 1 d . . . C17 C 0.2682(2) 0.9776(2) 0.44075(15) 0.0576(5) Uani 1 1 d . . . H17 H 0.2811 1.0545 0.3967 0.069 Uiso 1 1 calc R . . C18 C 0.3417(3) 0.9197(3) 0.52736(17) 0.0650(6) Uani 1 1 d . . . H18 H 0.4043 0.9597 0.5396 0.078 Uiso 1 1 calc R . . C19 C 0.2385(2) 0.7567(2) 0.57409(15) 0.0595(5) Uani 1 1 d . . . H19 H 0.2271 0.6804 0.6200 0.071 Uiso 1 1 calc R . . C20 C 0.1610(2) 0.8062(2) 0.49013(15) 0.0534(5) Uani 1 1 d . . . H20 H 0.0995 0.7636 0.4802 0.064 Uiso 1 1 calc R . . C21 C 0.8597(2) 0.5765(2) 0.59658(16) 0.0539(5) Uani 1 1 d . . . C22 C 0.9778(2) 0.5677(2) 0.65625(16) 0.0578(5) Uani 1 1 d . . . H22A H 0.9563 0.6573 0.6718 0.069 Uiso 1 1 calc R . . H22B H 1.0698 0.5469 0.6115 0.069 Uiso 1 1 calc R . . C23 C 1.0006(2) 0.4655(2) 0.75601(15) 0.0520(5) Uani 1 1 d . . . H23A H 1.0346 0.3738 0.7416 0.062 Uiso 1 1 calc R . . H23B H 0.9082 0.4797 0.8004 0.062 Uiso 1 1 calc R . . C24 C 1.1129(2) 0.4811(2) 0.81068(16) 0.0557(5) Uani 1 1 d . . . H24A H 1.2020 0.4722 0.7631 0.067 Uiso 1 1 calc R . . H24B H 1.0759 0.5733 0.8246 0.067 Uiso 1 1 calc R . . C25 C 1.1538(2) 0.3843(2) 0.91002(15) 0.0523(5) Uani 1 1 d . . . H25A H 1.1948 0.2915 0.8973 0.063 Uiso 1 1 calc R . . H25B H 1.0663 0.3919 0.9590 0.063 Uiso 1 1 calc R . . C26 C 1.2652(2) 0.4141(2) 0.95623(14) 0.0526(5) Uani 1 1 d . . . H26A H 1.3500 0.4106 0.9052 0.063 Uiso 1 1 calc R . . H26B H 1.2221 0.5065 0.9698 0.063 Uiso 1 1 calc R . . C27 C 1.3172(2) 0.3189(2) 1.05464(15) 0.0541(5) Uani 1 1 d . . . H27A H 1.3623 0.2263 1.0417 0.065 Uiso 1 1 calc R . . H27B H 1.2334 0.3219 1.1065 0.065 Uiso 1 1 calc R . . C28 C 1.4264(2) 0.3563(2) 1.09540(15) 0.0551(5) Uani 1 1 d . . . H28A H 1.5127 0.3465 1.0449 0.066 Uiso 1 1 calc R . . H28B H 1.3836 0.4517 1.1016 0.066 Uiso 1 1 calc R . . C29 C 1.4744(3) 0.2743(2) 1.19729(16) 0.0587(5) Uani 1 1 d . . . N1 N 0.65031(19) 0.7143(2) 0.39372(14) 0.0614(5) Uani 1 1 d . . . N2 N 0.32826(19) 0.8112(2) 0.59363(12) 0.0589(5) Uani 1 1 d . . . O1 O 0.8455(2) 0.67548(18) 0.51620(13) 0.0734(5) Uani 1 1 d . . . O2 O 0.7900(2) 0.50140(19) 0.61657(14) 0.0845(6) Uani 1 1 d . . . O3 O 1.5647(2) 0.3141(2) 1.22884(14) 0.0875(6) Uani 1 1 d . . . O4 O 1.4327(3) 0.1841(2) 1.24595(16) 0.1163(9) Uani 1 1 d . . . H100 H 1.601(3) 0.266(3) 1.284(3) 0.107(11) Uiso 1 1 d . . . H300 H 0.775(4) 0.686(3) 0.481(3) 0.116(11) 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 0.05100(17) 0.05441(19) 0.03353(14) -0.00432(11) -0.01193(11) -0.01482(13) C1 0.0676(13) 0.0544(12) 0.0628(13) -0.0148(10) -0.0239(10) -0.0203(10) C2 0.0774(15) 0.0806(17) 0.0620(13) -0.0253(12) -0.0262(12) -0.0234(13) C3 0.0773(15) 0.0916(18) 0.0345(10) -0.0152(11) -0.0151(10) -0.0157(13) C4 0.0617(13) 0.0733(14) 0.0393(10) -0.0059(9) -0.0016(9) -0.0232(11) C5 0.0494(10) 0.0551(11) 0.0410(9) -0.0131(8) -0.0064(8) -0.0136(9) C6 0.0423(9) 0.0509(11) 0.0446(10) -0.0133(8) -0.0038(8) -0.0139(8) C7 0.0568(12) 0.0594(13) 0.0556(12) -0.0071(10) -0.0113(9) -0.0238(10) C8 0.0562(12) 0.0752(15) 0.0694(14) -0.0161(12) -0.0103(11) -0.0329(11) C9 0.0557(12) 0.0687(14) 0.0582(12) 0.0043(10) -0.0175(10) -0.0211(11) C10 0.0518(11) 0.0584(12) 0.0593(12) -0.0020(10) -0.0149(9) -0.0230(10) C11 0.0479(11) 0.113(2) 0.0408(10) -0.0066(11) -0.0085(9) -0.0244(12) C12 0.0528(13) 0.143(3) 0.0496(13) -0.0171(15) -0.0180(11) 0.0003(15) C13 0.104(2) 0.0757(17) 0.0470(13) -0.0065(12) -0.0221(13) 0.0221(16) C14 0.1010(18) 0.0504(12) 0.0442(11) -0.0086(9) -0.0116(11) -0.0082(12) C15 0.0548(11) 0.0580(12) 0.0344(9) -0.0079(8) -0.0066(8) -0.0093(9) C16 0.0489(10) 0.0520(11) 0.0323(8) -0.0104(7) -0.0022(7) -0.0168(8) C17 0.0743(14) 0.0624(13) 0.0462(11) -0.0081(9) -0.0021(10) -0.0383(11) C18 0.0690(14) 0.0926(18) 0.0550(12) -0.0217(12) -0.0072(10) -0.0472(13) C19 0.0653(13) 0.0739(14) 0.0436(10) 0.0067(10) -0.0168(9) -0.0340(11) C20 0.0603(12) 0.0641(13) 0.0464(10) -0.0016(9) -0.0161(9) -0.0335(10) C21 0.0549(12) 0.0567(12) 0.0561(12) -0.0103(9) -0.0169(9) -0.0209(10) C22 0.0669(13) 0.0600(13) 0.0578(12) -0.0065(10) -0.0230(10) -0.0294(11) C23 0.0541(11) 0.0573(12) 0.0505(11) -0.0097(9) -0.0149(9) -0.0213(9) C24 0.0591(12) 0.0657(13) 0.0502(11) -0.0070(9) -0.0161(9) -0.0279(10) C25 0.0545(11) 0.0603(12) 0.0466(10) -0.0098(9) -0.0114(9) -0.0222(10) C26 0.0569(11) 0.0635(13) 0.0422(10) -0.0059(9) -0.0129(9) -0.0251(10) C27 0.0644(12) 0.0558(12) 0.0468(10) -0.0040(9) -0.0169(9) -0.0239(10) C28 0.0633(12) 0.0594(12) 0.0473(10) -0.0012(9) -0.0174(9) -0.0261(10) C29 0.0723(14) 0.0589(13) 0.0509(11) -0.0023(10) -0.0211(10) -0.0271(11) N1 0.0480(10) 0.0783(13) 0.0588(11) -0.0112(9) -0.0152(8) -0.0192(9) N2 0.0563(10) 0.0886(14) 0.0400(8) -0.0097(9) -0.0117(7) -0.0325(10) O1 0.0807(11) 0.0801(12) 0.0722(10) 0.0101(8) -0.0402(9) -0.0416(9) O2 0.0923(13) 0.0937(13) 0.0911(13) 0.0143(10) -0.0442(10) -0.0613(11) O3 0.1012(14) 0.1181(16) 0.0653(11) 0.0192(10) -0.0437(10) -0.0677(13) O4 0.193(2) 0.1043(16) 0.0904(14) 0.0418(12) -0.0800(15) -0.1004(17) _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 C4 2.0311(14) . ? Fe1 C5 2.0344(14) . ? Fe1 C13 2.0362(16) . ? Fe1 C3 2.0382(14) . ? Fe1 C14 2.0412(15) . ? Fe1 C1 2.0435(15) . ? Fe1 C2 2.0459(15) . ? Fe1 C12 2.0433(16) . ? Fe1 C15 2.0513(14) . ? Fe1 C11 2.0526(15) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 H1 0.9300 . ? C2 C3 1.4200 . ? C2 H2 0.9300 . ? C3 C4 1.4200 . ? C3 H3 0.9300 . ? C4 C5 1.4200 . ? C4 H4 0.9300 . ? C5 C6 1.474(2) . ? C6 C7 1.385(3) . ? C6 C10 1.390(3) . ? C7 C8 1.371(3) . ? C7 H7 0.9300 . ? C8 N1 1.331(3) . ? C8 H8 0.9300 . ? C9 N1 1.332(3) . ? C9 C10 1.377(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.4200 . ? C11 C15 1.4200 . ? C11 H11 0.9300 . ? C12 C13 1.4200 . ? C12 H12 0.9300 . ? C13 C14 1.4200 . ? C13 H13 0.9300 . ? C14 C15 1.4200 . ? C14 H14 0.9300 . ? C15 C16 1.472(2) . ? C16 C20 1.380(3) . ? C16 C17 1.385(3) . ? C17 C18 1.383(3) . ? C17 H17 0.9300 . ? C18 N2 1.320(3) . ? C18 H18 0.9300 . ? C19 N2 1.323(3) . ? C19 C20 1.373(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 O2 1.198(2) . ? C21 O1 1.310(3) . ? C21 C22 1.502(3) . ? C22 C23 1.511(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.521(3) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.503(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.524(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.511(3) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.511(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.496(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 O4 1.194(3) . ? C29 O3 1.294(3) . ? O1 H300 0.87(3) . ? O3 H100 0.85(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 C4 Fe1 C5 40.9 . . ? C4 Fe1 C13 116.44(7) . . ? C5 Fe1 C13 150.39(7) . . ? C4 Fe1 C3 40.8 . . ? C5 Fe1 C3 68.7 . . ? C13 Fe1 C3 106.91(5) . . ? C4 Fe1 C14 107.54(6) . . ? C5 Fe1 C14 117.66(6) . . ? C13 Fe1 C14 40.8 . . ? C3 Fe1 C14 128.11(6) . . ? C4 Fe1 C1 68.6 . . ? C5 Fe1 C1 40.8 . . ? C13 Fe1 C1 167.01(7) . . ? C3 Fe1 C1 68.5 . . ? C14 Fe1 C1 151.47(6) . . ? C4 Fe1 C2 68.6 . . ? C5 Fe1 C2 68.5 . . ? C13 Fe1 C2 128.17(6) . . ? C3 Fe1 C2 40.7 . . ? C14 Fe1 C2 166.47(6) . . ? C1 Fe1 C2 40.6 . . ? C4 Fe1 C12 149.85(7) . . ? C5 Fe1 C12 167.98(7) . . ? C13 Fe1 C12 40.7 . . ? C3 Fe1 C12 116.71(6) . . ? C14 Fe1 C12 68.5 . . ? C1 Fe1 C12 129.28(7) . . ? C2 Fe1 C12 107.94(6) . . ? C4 Fe1 C15 129.17(6) . . ? C5 Fe1 C15 109.0 . . ? C13 Fe1 C15 68.4 . . ? C3 Fe1 C15 166.98(7) . . ? C14 Fe1 C15 40.6 . . ? C1 Fe1 C15 118.70(5) . . ? C2 Fe1 C15 151.59(6) . . ? C12 Fe1 C15 68.3 . . ? C4 Fe1 C11 167.93(6) . . ? C5 Fe1 C11 129.91(6) . . ? C13 Fe1 C11 68.4 . . ? C3 Fe1 C11 150.56(6) . . ? C14 Fe1 C11 68.3 . . ? C1 Fe1 C11 109.24(6) . . ? C2 Fe1 C11 118.10(6) . . ? C12 Fe1 C11 40.6 . . ? C15 Fe1 C11 40.5 . . ? C2 C1 C5 108.0 . . ? C2 C1 Fe1 69.77(5) . . ? C5 C1 Fe1 69.28(6) . . ? C2 C1 H1 126.0 . . ? C5 C1 H1 126.0 . . ? Fe1 C1 H1 126.5 . . ? C1 C2 C3 108.0 . . ? C1 C2 Fe1 69.59(5) . . ? C3 C2 Fe1 69.36(6) . . ? C1 C2 H2 126.0 . . ? C3 C2 H2 126.0 . . ? Fe1 C2 H2 126.6 . . ? C4 C3 C2 108.0 . . ? C4 C3 Fe1 69.31(5) . . ? C2 C3 Fe1 69.94(6) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Fe1 C3 H3 126.3 . . ? C3 C4 C5 108.0 . . ? C3 C4 Fe1 69.84(5) . . ? C5 C4 Fe1 69.68(5) . . ? C3 C4 H4 126.0 . . ? C5 C4 H4 126.0 . . ? Fe1 C4 H4 126.0 . . ? C4 C5 C1 108.0 . . ? C4 C5 C6 125.92(12) . . ? C1 C5 C6 126.02(12) . . ? C4 C5 Fe1 69.43(6) . . ? C1 C5 Fe1 69.97(6) . . ? C6 C5 Fe1 123.99(11) . . ? C7 C6 C10 116.55(18) . . ? C7 C6 C5 121.27(17) . . ? C10 C6 C5 122.17(17) . . ? C8 C7 C6 120.0(2) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? N1 C8 C7 123.5(2) . . ? N1 C8 H8 118.2 . . ? C7 C8 H8 118.2 . . ? N1 C9 C10 123.6(2) . . ? N1 C9 H9 118.2 . . ? C10 C9 H9 118.2 . . ? C9 C10 C6 119.5(2) . . ? C9 C10 H10 120.3 . . ? C6 C10 H10 120.3 . . ? C12 C11 C15 108.0 . . ? C12 C11 Fe1 69.36(6) . . ? C15 C11 Fe1 69.71(6) . . ? C12 C11 H11 126.0 . . ? C15 C11 H11 126.0 . . ? Fe1 C11 H11 126.5 . . ? C13 C12 C11 108.0 . . ? C13 C12 Fe1 69.36(6) . . ? C11 C12 Fe1 70.07(6) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? Fe1 C12 H12 126.1 . . ? C12 C13 C14 108.0 . . ? C12 C13 Fe1 69.90(6) . . ? C14 C13 Fe1 69.81(6) . . ? C12 C13 H13 126.0 . . ? C14 C13 H13 126.0 . . ? Fe1 C13 H13 125.9 . . ? C15 C14 C13 108.0 . . ? C15 C14 Fe1 70.08(6) . . ? C13 C14 Fe1 69.43(6) . . ? C15 C14 H14 126.0 . . ? C13 C14 H14 126.0 . . ? Fe1 C14 H14 126.1 . . ? C14 C15 C11 108.0 . . ? C14 C15 C16 126.55(12) . . ? C11 C15 C16 125.39(12) . . ? C14 C15 Fe1 69.31(6) . . ? C11 C15 Fe1 69.81(6) . . ? C16 C15 Fe1 128.66(12) . . ? C20 C16 C17 116.87(17) . . ? C20 C16 C15 121.09(16) . . ? C17 C16 C15 121.98(17) . . ? C18 C17 C16 119.06(19) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? N2 C18 C17 123.91(19) . . ? N2 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? N2 C19 C20 123.90(19) . . ? N2 C19 H19 118.0 . . ? C20 C19 H19 118.0 . . ? C19 C20 C16 119.62(18) . . ? C19 C20 H20 120.2 . . ? C16 C20 H20 120.2 . . ? O2 C21 O1 123.60(19) . . ? O2 C21 C22 125.5(2) . . ? O1 C21 C22 110.83(18) . . ? C21 C22 C23 117.63(18) . . ? C21 C22 H22A 107.9 . . ? C23 C22 H22A 107.9 . . ? C21 C22 H22B 107.9 . . ? C23 C22 H22B 107.9 . . ? H22A C22 H22B 107.2 . . ? C22 C23 C24 110.14(17) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C25 C24 C23 117.77(18) . . ? C25 C24 H24A 107.9 . . ? C23 C24 H24A 107.9 . . ? C25 C24 H24B 107.9 . . ? C23 C24 H24B 107.9 . . ? H24A C24 H24B 107.2 . . ? C24 C25 C26 111.61(17) . . ? C24 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? C24 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? C27 C26 C25 115.57(17) . . ? C27 C26 H26A 108.4 . . ? C25 C26 H26A 108.4 . . ? C27 C26 H26B 108.4 . . ? C25 C26 H26B 108.4 . . ? H26A C26 H26B 107.4 . . ? C26 C27 C28 112.05(17) . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27B 109.2 . . ? C28 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C29 C28 C27 115.61(18) . . ? C29 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.4 . . ? O4 C29 O3 123.1(2) . . ? O4 C29 C28 124.5(2) . . ? O3 C29 C28 112.33(19) . . ? C9 N1 C8 116.74(18) . . ? C18 N2 C19 116.63(17) . . ? C21 O1 H300 114(2) . . ? C29 O3 H100 116(2) . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.894 _refine_diff_density_max 0.328 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.041 # Attachment '1pimelic-revised.CIF' data_1.pimelic _database_code_depnum_ccdc_archive 'CCDC 614140' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C108 H112 Fe4 N8 O16' _chemical_formula_weight 2001.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 9.396(2) _cell_length_b 10.667(3) _cell_length_c 24.172(2) _cell_angle_alpha 78.03(5) _cell_angle_beta 88.93(2) _cell_angle_gamma 81.25(4) _cell_volume 2342.2(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 prism _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.681 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _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 16818 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0977 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 24.96 _reflns_number_total 8019 _reflns_number_gt 4254 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1041P)^2^+3.0251P] 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 8019 _refine_ls_number_parameters 613 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1396 _refine_ls_R_factor_gt 0.0645 _refine_ls_wR_factor_ref 0.1990 _refine_ls_wR_factor_gt 0.1523 _refine_ls_goodness_of_fit_ref 0.857 _refine_ls_restrained_S_all 0.857 _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 Fe1 Fe 0.06431(8) 0.12802(8) 0.65641(3) 0.0503(3) Uani 1 1 d . . . N1 N 0.2897(7) 0.3088(10) 0.4370(3) 0.103(3) Uani 1 1 d . . . N2 N 0.5701(5) 0.2653(5) 0.5427(2) 0.0658(14) Uani 1 1 d . . . C1 C 0.2377(6) -0.0118(5) 0.6767(2) 0.0571(15) Uani 1 1 d . . . H1 H 0.2702 -0.0755 0.6564 0.069 Uiso 1 1 d R . . C2 C 0.1374(7) -0.0207(6) 0.7210(2) 0.0637(17) Uani 1 1 d . . . H2 H 0.0916 -0.0920 0.7349 0.076 Uiso 1 1 d R . . C3 C 0.1176(7) 0.0950(6) 0.7403(2) 0.0635(17) Uani 1 1 d . . . H3 H 0.0567 0.1146 0.7691 0.076 Uiso 1 1 d R . . C4 C 0.2060(6) 0.1765(6) 0.7077(2) 0.0604(16) Uani 1 1 d . . . H4 H 0.2142 0.2600 0.7117 0.073 Uiso 1 1 d R . . C5 C 0.2829(6) 0.1118(5) 0.6679(2) 0.0476(13) Uani 1 1 d . . . C6 C 0.3831(6) 0.1620(5) 0.6253(2) 0.0476(13) Uani 1 1 d . . . C7 C 0.4198(6) 0.2841(6) 0.6219(3) 0.0649(17) Uani 1 1 d . . . H7 H 0.3823 0.3346 0.6473 0.078 Uiso 1 1 d R . . C8 C 0.5117(7) 0.3303(7) 0.5800(3) 0.0767(19) Uani 1 1 d . . . H8 H 0.5331 0.4133 0.5781 0.092 Uiso 1 1 d R . . C9 C 0.5392(7) 0.1476(7) 0.5466(3) 0.0680(17) Uani 1 1 d . . . H9 H 0.5818 0.0987 0.5213 0.082 Uiso 1 1 d R . . C10 C 0.4468(6) 0.0923(6) 0.5867(2) 0.0601(16) Uani 1 1 d . . . H10 H 0.4272 0.0090 0.5875 0.072 Uiso 1 1 d R . . C11 C -0.0404(7) 0.0857(7) 0.5914(3) 0.0706(18) Uani 1 1 d . . . H11 H -0.0148 0.0134 0.5755 0.085 Uiso 1 1 d R . . C12 C -0.1331(8) 0.0939(9) 0.6364(3) 0.086(2) Uani 1 1 d . . . H12 H -0.1801 0.0278 0.6561 0.104 Uiso 1 1 d R . . C13 C -0.1434(7) 0.2183(9) 0.6477(3) 0.083(2) Uani 1 1 d . . . H13 H -0.1980 0.2498 0.6758 0.099 Uiso 1 1 d R . . C14 C -0.0549(7) 0.2887(7) 0.6088(3) 0.0680(17) Uani 1 1 d . . . H14 H -0.0417 0.3743 0.6065 0.082 Uiso 1 1 d R . . C15 C 0.0091(6) 0.2077(5) 0.5732(2) 0.0514(14) Uani 1 1 d . . . C16 C 0.1081(6) 0.2373(5) 0.5268(2) 0.0487(14) Uani 1 1 d . . . C17 C 0.1521(7) 0.3575(6) 0.5134(3) 0.0684(17) Uani 1 1 d . . . H17 H 0.1213 0.4179 0.5356 0.082 Uiso 1 1 d R . . C18 C 0.2404(10) 0.3866(9) 0.4703(4) 0.102(3) Uani 1 1 d . . . H18 H 0.2671 0.4689 0.4628 0.122 Uiso 1 1 d R . . C19 C 0.2505(8) 0.1907(10) 0.4486(3) 0.091(2) Uani 1 1 d . . . H19 H 0.2858 0.1324 0.4261 0.109 Uiso 1 1 d R . . C20 C 0.1602(7) 0.1505(7) 0.4936(3) 0.0697(18) Uani 1 1 d . . . H20 H 0.1351 0.0677 0.5006 0.084 Uiso 1 1 d R . . Fe2 Fe 0.41531(8) 0.03269(8) 0.16838(3) 0.0525(3) Uani 1 1 d . . . N3 N 0.1241(6) 0.3231(5) -0.0382(2) 0.0648(14) Uani 1 1 d . . . N4 N -0.1375(5) 0.2318(6) 0.0694(2) 0.0685(14) Uani 1 1 d . . . C21 C 0.5102(6) 0.1821(6) 0.1250(3) 0.0659(17) Uani 1 1 d . . . H21 H 0.4890 0.2683 0.1283 0.079 Uiso 1 1 d R . . C22 C 0.6139(7) 0.0865(7) 0.1564(3) 0.0753(19) Uani 1 1 d . . . H22 H 0.6737 0.0989 0.1844 0.090 Uiso 1 1 d R . . C23 C 0.6128(7) -0.0276(8) 0.1389(3) 0.075(2) Uani 1 1 d . . . H23 H 0.6710 -0.1061 0.1529 0.090 Uiso 1 1 d R . . C24 C 0.5059(7) -0.0062(6) 0.0958(3) 0.0675(17) Uani 1 1 d . . . H24 H 0.4821 -0.0671 0.0765 0.081 Uiso 1 1 d R . . C25 C 0.4428(6) 0.1264(5) 0.0864(2) 0.0536(14) Uani 1 1 d . . . C26 C 0.3307(6) 0.1922(6) 0.0448(2) 0.0547(15) Uani 1 1 d . . . C27 C 0.2773(7) 0.1309(6) 0.0068(3) 0.0649(17) Uani 1 1 d . . . H27 H 0.3090 0.0433 0.0082 0.078 Uiso 1 1 d R . . C28 C 0.1771(7) 0.1992(7) -0.0333(3) 0.0705(18) Uani 1 1 d . . . H28 H 0.1453 0.1555 -0.0591 0.085 Uiso 1 1 d R . . C29 C 0.1734(7) 0.3809(6) -0.0010(3) 0.0720(18) Uani 1 1 d . . . H29 H 0.1382 0.4680 -0.0030 0.086 Uiso 1 1 d R . . C30 C 0.2748(7) 0.3209(6) 0.0404(3) 0.0703(18) Uani 1 1 d . . . H30 H 0.3053 0.3670 0.0655 0.084 Uiso 1 1 d R . . C31 C 0.2714(7) 0.0982(6) 0.2232(2) 0.0646(17) Uani 1 1 d . . . H31 H 0.2480 0.1837 0.2273 0.078 Uiso 1 1 d R . . C32 C 0.3801(8) 0.0057(9) 0.2531(3) 0.082(2) Uani 1 1 d . . . H32 H 0.4420 0.0190 0.2802 0.098 Uiso 1 1 d R . . C33 C 0.3798(7) -0.1086(8) 0.2351(3) 0.080(2) Uani 1 1 d . . . H33 H 0.4415 -0.1859 0.2477 0.096 Uiso 1 1 d R . . C34 C 0.2694(7) -0.0896(6) 0.1930(3) 0.0688(18) Uani 1 1 d . . . H34 H 0.2457 -0.1506 0.1737 0.083 Uiso 1 1 d R . . C35 C 0.2014(6) 0.0404(6) 0.1859(2) 0.0549(15) Uani 1 1 d . . . C36 C 0.0829(6) 0.1043(5) 0.1461(2) 0.0508(14) Uani 1 1 d . . . C37 C 0.0315(7) 0.0439(6) 0.1075(3) 0.0688(17) Uani 1 1 d . . . H37 H 0.0696 -0.0413 0.1065 0.083 Uiso 1 1 d R . . C38 C -0.0791(8) 0.1116(7) 0.0700(3) 0.0774(19) Uani 1 1 d . . . H38 H -0.1132 0.0698 0.0439 0.093 Uiso 1 1 d R . . C39 C -0.0884(8) 0.2874(7) 0.1066(3) 0.080(2) Uani 1 1 d . . . H39 H -0.1282 0.3724 0.1073 0.096 Uiso 1 1 d R . . C40 C 0.0201(7) 0.2292(6) 0.1442(3) 0.0696(18) Uani 1 1 d . . . H40 H 0.0517 0.2745 0.1694 0.083 Uiso 1 1 d R . . O1 O 0.3081(7) 0.7899(6) 0.0484(3) 0.124(2) Uani 1 1 d . . . O2 O 0.3414(6) 0.6363(5) 0.0020(2) 0.1053(18) Uani 1 1 d . . . H200 H 0.2777 0.6805 -0.0192 0.090 Uiso 1 1 d . . . O3 O 0.4447(9) 0.4254(9) 0.3473(3) 0.174(4) Uani 1 1 d D . . H300 H 0.3833 0.3803 0.3896 0.090 Uiso 1 1 d . . . O4 O 0.4354(11) 0.2460(10) 0.3317(4) 0.176(4) Uani 1 1 d D . . C41 C 0.3657(8) 0.6863(7) 0.0432(3) 0.0747(19) Uani 1 1 d . . . C42 C 0.4810(10) 0.6033(9) 0.0833(4) 0.126(4) Uani 1 1 d . . . H42A H 0.4933 0.5161 0.0762 0.151 Uiso 1 1 d R . . H42B H 0.5691 0.6381 0.0720 0.151 Uiso 1 1 d R . . C43 C 0.4866(14) 0.6030(12) 0.1351(4) 0.198(7) Uani 1 1 d . . . H43A H 0.4061 0.5571 0.1471 0.237 Uiso 1 1 d R . . H43B H 0.4605 0.6902 0.1416 0.237 Uiso 1 1 d R . . C44 C 0.6051(9) 0.5301(9) 0.1750(3) 0.107(3) Uani 1 1 d . . . H44A H 0.6755 0.5881 0.1743 0.129 Uiso 1 1 d R . . H44B H 0.6511 0.4522 0.1633 0.129 Uiso 1 1 d R . . C45 C 0.5422(14) 0.4896(12) 0.2334(5) 0.187(6) Uani 1 1 d . . . H45A H 0.5945 0.5266 0.2587 0.225 Uiso 1 1 d R . . H45B H 0.4432 0.5328 0.2317 0.225 Uiso 1 1 d R . . C46 C 0.5418(14) 0.3793(11) 0.2613(4) 0.162(5) Uani 1 1 d . . . H46A H 0.6404 0.3350 0.2646 0.194 Uiso 1 1 d R . . H46B H 0.4899 0.3405 0.2366 0.194 Uiso 1 1 d R . . C47 C 0.4720(11) 0.3498(15) 0.3153(5) 0.143(5) Uani 1 1 d D . . O5 O 0.7330(6) 0.3687(4) 0.4623(2) 0.0908(15) Uani 1 1 d . . . H500 H 0.6700 0.3143 0.5013 0.090 Uiso 1 1 d . . . O6 O 0.7737(6) 0.1844(5) 0.4361(2) 0.1013(17) Uani 1 1 d . . . O7 O 0.9551(10) 0.7138(7) 0.1656(3) 0.166(3) Uani 1 1 d . . . O8 O 1.0416(6) 0.5566(5) 0.12658(19) 0.0890(15) Uani 1 1 d . . . H800 H 0.9751 0.5977 0.0961 0.090 Uiso 1 1 d . . . C48 C 1.0275(8) 0.6116(7) 0.1691(3) 0.0721(18) Uani 1 1 d . . . C49 C 1.1045(8) 0.5371(7) 0.2213(3) 0.081(2) Uani 1 1 d . . . H49A H 1.1446 0.5952 0.2406 0.097 Uiso 1 1 d R . . H49B H 1.1825 0.4739 0.2125 0.097 Uiso 1 1 d R . . C50 C 0.9913(9) 0.4673(8) 0.2619(4) 0.113(3) Uani 1 1 d . . . H50A H 0.9246 0.5311 0.2764 0.135 Uiso 1 1 d R . . H50B H 0.9366 0.4254 0.2394 0.135 Uiso 1 1 d R . . C51 C 1.0529(10) 0.3732(8) 0.3059(3) 0.113(3) Uani 1 1 d . . . H51A H 1.1073 0.4164 0.3280 0.136 Uiso 1 1 d R . . H51B H 1.1210 0.3114 0.2908 0.136 Uiso 1 1 d R . . C52 C 0.9494(10) 0.2965(7) 0.3474(3) 0.104(3) Uani 1 1 d . . . H52A H 0.8803 0.2681 0.3252 0.124 Uiso 1 1 d R . . H52B H 1.0044 0.2201 0.3707 0.124 Uiso 1 1 d R . . C53 C 0.8777(9) 0.3730(7) 0.3833(3) 0.098(2) Uani 1 1 d . . . H53A H 0.8137 0.4432 0.3600 0.118 Uiso 1 1 d R . . H53B H 0.9471 0.4111 0.4012 0.118 Uiso 1 1 d R . . C54 C 0.7871(8) 0.2972(8) 0.4294(3) 0.0708(18) 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 Fe1 0.0463(5) 0.0614(5) 0.0415(5) -0.0060(4) 0.0001(4) -0.0087(4) N1 0.069(4) 0.169(8) 0.054(4) 0.025(5) 0.000(3) -0.032(5) N2 0.056(3) 0.074(4) 0.065(3) -0.007(3) 0.002(3) -0.012(3) C1 0.063(4) 0.055(4) 0.050(3) -0.007(3) -0.001(3) -0.004(3) C2 0.068(4) 0.068(4) 0.050(4) 0.002(3) 0.001(3) -0.011(3) C3 0.059(4) 0.087(5) 0.043(3) -0.009(3) 0.002(3) -0.011(4) C4 0.060(4) 0.067(4) 0.056(4) -0.022(3) -0.009(3) 0.000(3) C5 0.043(3) 0.054(3) 0.046(3) -0.012(3) -0.006(3) -0.005(3) C6 0.041(3) 0.049(3) 0.051(3) -0.010(3) -0.007(3) -0.001(3) C7 0.050(4) 0.073(4) 0.077(4) -0.027(3) 0.007(3) -0.015(3) C8 0.066(5) 0.073(4) 0.095(5) -0.017(4) 0.008(4) -0.024(4) C9 0.067(4) 0.073(4) 0.064(4) -0.021(3) 0.013(3) -0.002(4) C10 0.064(4) 0.060(4) 0.061(4) -0.020(3) 0.010(3) -0.015(3) C11 0.074(4) 0.090(5) 0.050(4) -0.005(3) -0.004(3) -0.034(4) C12 0.068(5) 0.131(7) 0.058(4) 0.004(4) -0.004(4) -0.043(5) C13 0.047(4) 0.136(7) 0.055(4) -0.010(4) 0.004(3) 0.006(4) C14 0.059(4) 0.079(4) 0.059(4) -0.012(3) -0.006(3) 0.010(3) C15 0.049(3) 0.058(3) 0.046(3) -0.003(3) -0.006(3) -0.013(3) C16 0.047(3) 0.060(4) 0.035(3) 0.001(3) -0.006(3) -0.010(3) C17 0.070(4) 0.068(4) 0.062(4) 0.005(3) -0.005(3) -0.019(3) C18 0.097(7) 0.130(7) 0.072(6) 0.016(5) -0.003(5) -0.050(6) C19 0.073(5) 0.142(8) 0.051(4) -0.030(5) 0.004(4) 0.018(5) C20 0.078(5) 0.077(4) 0.053(4) -0.016(3) -0.003(4) -0.005(4) Fe2 0.0482(5) 0.0593(5) 0.0443(5) -0.0017(4) -0.0008(4) -0.0026(4) N3 0.071(4) 0.069(4) 0.050(3) -0.003(3) -0.005(3) -0.007(3) N4 0.053(3) 0.077(4) 0.070(4) -0.006(3) -0.001(3) -0.006(3) C21 0.057(4) 0.074(4) 0.061(4) 0.005(3) -0.003(3) -0.021(3) C22 0.060(4) 0.095(5) 0.065(4) 0.002(4) -0.004(3) -0.017(4) C23 0.049(4) 0.100(5) 0.060(4) -0.001(4) 0.004(3) 0.019(4) C24 0.062(4) 0.073(4) 0.061(4) -0.011(3) 0.007(3) 0.007(3) C25 0.050(3) 0.062(4) 0.044(3) 0.000(3) 0.003(3) -0.009(3) C26 0.054(4) 0.063(4) 0.041(3) -0.002(3) 0.007(3) -0.006(3) C27 0.078(5) 0.058(4) 0.056(4) -0.007(3) -0.007(3) -0.007(3) C28 0.090(5) 0.071(4) 0.053(4) -0.014(3) -0.011(4) -0.015(4) C29 0.082(5) 0.062(4) 0.064(4) -0.003(3) -0.002(4) 0.001(4) C30 0.089(5) 0.064(4) 0.059(4) -0.015(3) -0.018(4) -0.009(4) C31 0.065(4) 0.080(4) 0.049(4) -0.022(3) 0.004(3) -0.002(4) C32 0.067(5) 0.124(6) 0.045(4) -0.005(4) 0.000(3) 0.001(5) C33 0.068(5) 0.092(5) 0.060(4) 0.021(4) 0.006(4) -0.005(4) C34 0.060(4) 0.062(4) 0.074(4) 0.012(3) 0.001(3) -0.012(3) C35 0.049(3) 0.060(4) 0.049(3) 0.000(3) 0.006(3) -0.004(3) C36 0.043(3) 0.057(4) 0.050(3) -0.004(3) 0.010(3) -0.010(3) C37 0.066(4) 0.058(4) 0.079(5) -0.006(3) -0.012(4) -0.010(3) C38 0.074(5) 0.087(5) 0.077(5) -0.022(4) -0.009(4) -0.024(4) C39 0.071(5) 0.079(5) 0.080(5) -0.008(4) 0.000(4) 0.009(4) C40 0.072(4) 0.067(4) 0.065(4) -0.012(3) -0.006(4) 0.001(4) O1 0.143(5) 0.088(4) 0.138(5) -0.041(4) -0.058(4) 0.020(4) O2 0.116(4) 0.087(3) 0.106(4) -0.022(3) -0.054(4) 0.017(3) O3 0.181(8) 0.273(10) 0.109(6) -0.085(6) 0.068(5) -0.105(7) O4 0.159(8) 0.207(9) 0.139(7) 0.000(6) 0.048(6) -0.011(7) C41 0.075(5) 0.066(5) 0.077(5) -0.001(4) -0.017(4) -0.009(4) C42 0.130(8) 0.134(8) 0.106(7) -0.041(6) -0.063(6) 0.036(6) C43 0.229(14) 0.232(14) 0.084(7) -0.026(8) -0.059(8) 0.116(11) C44 0.087(6) 0.132(7) 0.082(5) 0.024(5) -0.019(5) -0.014(5) C45 0.176(12) 0.171(11) 0.161(12) 0.063(9) 0.001(9) 0.007(9) C46 0.199(12) 0.143(9) 0.114(8) 0.019(7) 0.071(8) -0.004(8) C47 0.072(6) 0.265(18) 0.076(7) -0.016(9) 0.022(6) -0.004(9) O5 0.110(4) 0.075(3) 0.090(4) -0.016(3) 0.035(3) -0.026(3) O6 0.130(5) 0.083(4) 0.101(4) -0.035(3) 0.040(3) -0.032(3) O7 0.251(9) 0.126(5) 0.111(5) -0.061(4) -0.068(5) 0.067(6) O8 0.111(4) 0.086(3) 0.061(3) -0.013(3) -0.019(3) 0.013(3) C48 0.089(5) 0.068(4) 0.060(4) -0.012(4) -0.002(4) -0.013(4) C49 0.092(5) 0.088(5) 0.054(4) 0.004(3) 0.000(4) -0.013(4) C50 0.115(7) 0.104(6) 0.094(6) 0.003(5) 0.027(5) 0.029(5) C51 0.141(8) 0.107(6) 0.084(6) -0.006(5) 0.045(6) -0.021(6) C52 0.136(8) 0.082(5) 0.087(6) -0.009(5) -0.002(5) -0.007(5) C53 0.108(6) 0.088(5) 0.097(6) -0.026(5) 0.016(5) -0.001(5) C54 0.074(5) 0.075(5) 0.061(4) -0.005(4) 0.015(4) -0.020(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 C11 2.032(6) . ? Fe1 C2 2.027(6) . ? Fe1 C12 2.029(7) . ? Fe1 C1 2.026(6) . ? Fe1 C4 2.029(6) . ? Fe1 C14 2.040(6) . ? Fe1 C13 2.035(6) . ? Fe1 C3 2.042(6) . ? Fe1 C15 2.057(5) . ? Fe1 C5 2.054(5) . ? N1 C18 1.304(10) . ? N1 C19 1.339(10) . ? N2 C8 1.312(8) . ? N2 C9 1.316(8) . ? N2 H500 1.4317 . ? C1 C2 1.412(8) . ? C1 C5 1.419(7) . ? C1 H1 0.9301 . ? C2 C3 1.392(8) . ? C2 H2 0.9300 . ? C3 C4 1.406(8) . ? C3 H3 0.9299 . ? C4 C5 1.422(7) . ? C4 H4 0.9299 . ? C5 C6 1.457(7) . ? C6 C7 1.383(8) . ? C6 C10 1.383(7) . ? C7 C8 1.379(9) . ? C7 H7 0.9301 . ? C8 H8 0.9300 . ? C9 C10 1.389(8) . ? C9 H9 0.9301 . ? C10 H10 0.9300 . ? C11 C12 1.390(9) . ? C11 C15 1.428(8) . ? C11 H11 0.9300 . ? C12 C13 1.398(10) . ? C12 H12 0.9299 . ? C13 C14 1.417(9) . ? C13 H13 0.9301 . ? C14 C15 1.407(8) . ? C14 H14 0.9300 . ? C15 C16 1.459(8) . ? C16 C20 1.378(8) . ? C16 C17 1.380(8) . ? C17 C18 1.336(10) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.402(10) . ? C19 H19 0.9302 . ? C20 H20 0.9300 . ? Fe2 C24 2.028(6) . ? Fe2 C33 2.027(6) . ? Fe2 C31 2.026(6) . ? Fe2 C21 2.035(6) . ? Fe2 C34 2.031(6) . ? Fe2 C23 2.035(6) . ? Fe2 C22 2.032(7) . ? Fe2 C32 2.036(6) . ? Fe2 C35 2.039(6) . ? Fe2 C25 2.057(5) . ? N3 C29 1.317(8) . ? N3 C28 1.321(7) . ? N4 C39 1.302(8) . ? N4 C38 1.313(8) . ? C21 C25 1.410(8) . ? C21 C22 1.404(9) . ? C21 H21 0.9300 . ? C22 C23 1.370(9) . ? C22 H22 0.9300 . ? C23 C24 1.419(9) . ? C23 H23 0.9300 . ? C24 C25 1.422(8) . ? C24 H24 0.9301 . ? C25 C26 1.460(8) . ? C26 C27 1.375(8) . ? C26 C30 1.376(8) . ? C27 C28 1.375(8) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C30 1.380(8) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C35 1.416(8) . ? C31 C32 1.402(9) . ? C31 H31 0.9300 . ? C32 C33 1.378(10) . ? C32 H32 0.9300 . ? C33 C34 1.429(9) . ? C33 H33 0.9300 . ? C34 C35 1.413(8) . ? C34 H34 0.9300 . ? C35 C36 1.472(8) . ? C36 C40 1.365(8) . ? C36 C37 1.369(8) . ? C37 C38 1.400(9) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C40 1.363(9) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? O1 C41 1.185(8) . ? O2 C41 1.264(8) . ? O2 H200 0.8173 . ? O3 C47 1.226(12) . ? O3 H300 1.2120 . ? O4 C47 1.196(12) . ? C41 C42 1.513(10) . ? C42 C43 1.254(11) . ? C42 H42A 0.9700 . ? C42 H42B 0.9699 . ? C43 C44 1.496(11) . ? C43 H43A 0.9699 . ? C43 H43B 0.9700 . ? C44 C45 1.525(13) . ? C44 H44A 0.9700 . ? C44 H44B 0.9701 . ? C45 C46 1.230(12) . ? C45 H45A 0.9701 . ? C45 H45B 0.9700 . ? C46 C47 1.446(13) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? O5 C54 1.262(8) . ? O5 H500 1.1972 . ? O6 C54 1.206(8) . ? O7 C48 1.181(8) . ? O8 C48 1.281(8) . ? O8 H800 0.9622 . ? C48 C49 1.480(9) . ? C49 C50 1.595(10) . ? C49 H49A 0.9701 . ? C49 H49B 0.9700 . ? C50 C51 1.371(10) . ? C50 H50A 0.9701 . ? C50 H50B 0.9699 . ? C51 C52 1.577(10) . ? C51 H51A 0.9701 . ? C51 H51B 0.9700 . ? C52 C53 1.407(10) . ? C52 H52A 0.9700 . ? C52 H52B 0.9701 . ? C53 C54 1.556(10) . ? C53 H53A 0.9699 . ? C53 H53B 0.9702 . ? 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 C2 117.5(3) . . ? C11 Fe1 C12 40.0(3) . . ? C2 Fe1 C12 104.9(3) . . ? C11 Fe1 C1 107.0(3) . . ? C2 Fe1 C1 40.8(2) . . ? C12 Fe1 C1 124.1(3) . . ? C11 Fe1 C4 166.5(3) . . ? C2 Fe1 C4 67.4(3) . . ? C12 Fe1 C4 153.3(3) . . ? C1 Fe1 C4 67.8(2) . . ? C11 Fe1 C14 67.9(3) . . ? C2 Fe1 C14 162.8(3) . . ? C12 Fe1 C14 68.0(3) . . ? C1 Fe1 C14 156.2(3) . . ? C4 Fe1 C14 111.4(3) . . ? C11 Fe1 C13 67.6(3) . . ? C2 Fe1 C13 123.9(3) . . ? C12 Fe1 C13 40.2(3) . . ? C1 Fe1 C13 161.0(3) . . ? C4 Fe1 C13 121.3(3) . . ? C14 Fe1 C13 40.7(3) . . ? C11 Fe1 C3 150.9(3) . . ? C2 Fe1 C3 40.0(2) . . ? C12 Fe1 C3 117.3(3) . . ? C1 Fe1 C3 68.2(2) . . ? C4 Fe1 C3 40.4(2) . . ? C14 Fe1 C3 127.8(3) . . ? C13 Fe1 C3 107.1(3) . . ? C11 Fe1 C15 40.9(2) . . ? C2 Fe1 C15 153.6(2) . . ? C12 Fe1 C15 68.1(2) . . ? C1 Fe1 C15 120.7(2) . . ? C4 Fe1 C15 129.8(2) . . ? C14 Fe1 C15 40.2(2) . . ? C13 Fe1 C15 68.1(2) . . ? C3 Fe1 C15 166.1(2) . . ? C11 Fe1 C5 127.3(2) . . ? C2 Fe1 C5 68.6(2) . . ? C12 Fe1 C5 162.6(3) . . ? C1 Fe1 C5 40.7(2) . . ? C4 Fe1 C5 40.8(2) . . ? C14 Fe1 C5 122.7(3) . . ? C13 Fe1 C5 156.7(3) . . ? C3 Fe1 C5 68.8(2) . . ? C15 Fe1 C5 110.1(2) . . ? C18 N1 C19 116.4(7) . . ? C8 N2 C9 116.7(6) . . ? C8 N2 H500 122.9 . . ? C9 N2 H500 120.2 . . ? C2 C1 C5 108.6(5) . . ? C2 C1 Fe1 69.6(3) . . ? C5 C1 Fe1 70.7(3) . . ? C2 C1 H1 126.6 . . ? C5 C1 H1 124.9 . . ? Fe1 C1 H1 125.9 . . ? C3 C2 C1 108.9(6) . . ? C3 C2 Fe1 70.6(3) . . ? C1 C2 Fe1 69.6(3) . . ? C3 C2 H2 125.7 . . ? C1 C2 H2 125.5 . . ? Fe1 C2 H2 125.5 . . ? C2 C3 C4 107.1(5) . . ? C2 C3 Fe1 69.4(3) . . ? C4 C3 Fe1 69.3(3) . . ? C2 C3 H3 126.3 . . ? C4 C3 H3 126.6 . . ? Fe1 C3 H3 126.1 . . ? C3 C4 C5 109.8(5) . . ? C3 C4 Fe1 70.3(3) . . ? C5 C4 Fe1 70.6(3) . . ? C3 C4 H4 125.5 . . ? C5 C4 H4 124.7 . . ? Fe1 C4 H4 126.1 . . ? C4 C5 C1 105.6(5) . . ? C4 C5 C6 127.8(5) . . ? C1 C5 C6 126.6(5) . . ? C4 C5 Fe1 68.7(3) . . ? C1 C5 Fe1 68.6(3) . . ? C6 C5 Fe1 125.3(4) . . ? C7 C6 C10 116.4(5) . . ? C7 C6 C5 120.7(5) . . ? C10 C6 C5 122.9(5) . . ? C6 C7 C8 119.2(6) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.5 . . ? N2 C8 C7 124.5(6) . . ? N2 C8 H8 118.0 . . ? C7 C8 H8 117.5 . . ? N2 C9 C10 123.4(6) . . ? N2 C9 H9 118.3 . . ? C10 C9 H9 118.2 . . ? C6 C10 C9 119.6(6) . . ? C6 C10 H10 120.1 . . ? C9 C10 H10 120.3 . . ? C12 C11 C15 108.6(6) . . ? C12 C11 Fe1 69.9(4) . . ? C15 C11 Fe1 70.5(3) . . ? C12 C11 H11 126.0 . . ? C15 C11 H11 125.4 . . ? Fe1 C11 H11 125.7 . . ? C13 C12 C11 108.6(6) . . ? C13 C12 Fe1 70.1(4) . . ? C11 C12 Fe1 70.1(4) . . ? C13 C12 H12 125.4 . . ? C11 C12 H12 126.0 . . ? Fe1 C12 H12 125.3 . . ? C12 C13 C14 107.8(6) . . ? C12 C13 Fe1 69.7(4) . . ? C14 C13 Fe1 69.9(4) . . ? C12 C13 H13 126.6 . . ? C14 C13 H13 125.6 . . ? Fe1 C13 H13 125.8 . . ? C15 C14 C13 108.4(6) . . ? C15 C14 Fe1 70.6(3) . . ? C13 C14 Fe1 69.4(4) . . ? C15 C14 H14 125.2 . . ? C13 C14 H14 126.4 . . ? Fe1 C14 H14 126.4 . . ? C14 C15 C11 106.6(5) . . ? C14 C15 C16 128.4(5) . . ? C11 C15 C16 125.0(6) . . ? C14 C15 Fe1 69.3(3) . . ? C11 C15 Fe1 68.6(3) . . ? C16 C15 Fe1 126.5(4) . . ? C20 C16 C17 116.5(6) . . ? C20 C16 C15 123.0(5) . . ? C17 C16 C15 120.5(6) . . ? C18 C17 C16 120.9(7) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 119.0 . . ? N1 C18 C17 124.6(8) . . ? N1 C18 H18 117.4 . . ? C17 C18 H18 117.9 . . ? N1 C19 C20 123.0(7) . . ? N1 C19 H19 118.3 . . ? C20 C19 H19 118.6 . . ? C16 C20 C19 118.4(7) . . ? C16 C20 H20 120.6 . . ? C19 C20 H20 121.0 . . ? C24 Fe2 C33 122.6(3) . . ? C24 Fe2 C31 161.4(2) . . ? C33 Fe2 C31 67.4(3) . . ? C24 Fe2 C21 67.9(3) . . ? C33 Fe2 C21 156.5(3) . . ? C31 Fe2 C21 109.6(3) . . ? C24 Fe2 C34 108.0(3) . . ? C33 Fe2 C34 41.2(3) . . ? C31 Fe2 C34 68.2(3) . . ? C21 Fe2 C34 161.4(2) . . ? C24 Fe2 C23 40.9(2) . . ? C33 Fe2 C23 105.8(3) . . ? C31 Fe2 C23 156.8(3) . . ? C21 Fe2 C23 67.3(3) . . ? C34 Fe2 C23 122.3(3) . . ? C24 Fe2 C22 67.7(3) . . ? C33 Fe2 C22 120.2(3) . . ? C31 Fe2 C22 123.2(3) . . ? C21 Fe2 C22 40.4(2) . . ? C34 Fe2 C22 156.7(3) . . ? C23 Fe2 C22 39.4(3) . . ? C24 Fe2 C32 156.9(3) . . ? C33 Fe2 C32 39.6(3) . . ? C31 Fe2 C32 40.4(3) . . ? C21 Fe2 C32 122.8(3) . . ? C34 Fe2 C32 68.3(3) . . ? C23 Fe2 C32 120.3(3) . . ? C22 Fe2 C32 106.1(3) . . ? C24 Fe2 C35 124.5(3) . . ? C33 Fe2 C35 68.5(2) . . ? C31 Fe2 C35 40.8(2) . . ? C21 Fe2 C35 125.6(2) . . ? C34 Fe2 C35 40.6(2) . . ? C23 Fe2 C35 159.7(3) . . ? C22 Fe2 C35 160.5(3) . . ? C32 Fe2 C35 68.5(3) . . ? C24 Fe2 C25 40.7(2) . . ? C33 Fe2 C25 160.3(3) . . ? C31 Fe2 C25 125.4(2) . . ? C21 Fe2 C25 40.3(2) . . ? C34 Fe2 C25 124.8(3) . . ? C23 Fe2 C25 68.2(2) . . ? C22 Fe2 C25 68.0(2) . . ? C32 Fe2 C25 159.7(3) . . ? C35 Fe2 C25 110.2(2) . . ? C29 N3 C28 115.3(5) . . ? C39 N4 C38 116.5(6) . . ? C25 C21 C22 108.6(6) . . ? C25 C21 Fe2 70.7(3) . . ? C22 C21 Fe2 69.7(4) . . ? C25 C21 H21 124.9 . . ? C22 C21 H21 126.5 . . ? Fe2 C21 H21 125.9 . . ? C23 C22 C21 108.8(6) . . ? C23 C22 Fe2 70.4(4) . . ? C21 C22 Fe2 69.9(4) . . ? C23 C22 H22 125.7 . . ? C21 C22 H22 125.5 . . ? Fe2 C22 H22 125.9 . . ? C22 C23 C24 108.3(6) . . ? C22 C23 Fe2 70.2(4) . . ? C24 C23 Fe2 69.3(3) . . ? C22 C23 H23 126.3 . . ? C24 C23 H23 125.4 . . ? Fe2 C23 H23 125.7 . . ? C25 C24 C23 107.8(6) . . ? C25 C24 Fe2 70.8(3) . . ? C23 C24 Fe2 69.8(4) . . ? C25 C24 H24 125.6 . . ? C23 C24 H24 126.6 . . ? Fe2 C24 H24 125.9 . . ? C21 C25 C24 106.4(5) . . ? C21 C25 C26 126.8(6) . . ? C24 C25 C26 126.8(6) . . ? C21 C25 Fe2 69.0(3) . . ? C24 C25 Fe2 68.5(3) . . ? C26 C25 Fe2 127.4(4) . . ? C27 C26 C30 115.9(5) . . ? C27 C26 C25 122.3(6) . . ? C30 C26 C25 121.8(6) . . ? C26 C27 C28 119.9(6) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.1 . . ? N3 C28 C27 124.6(6) . . ? N3 C28 H28 117.7 . . ? C27 C28 H28 117.7 . . ? N3 C29 C30 124.3(6) . . ? N3 C29 H29 117.8 . . ? C30 C29 H29 117.8 . . ? C26 C30 C29 119.9(6) . . ? C26 C30 H30 119.7 . . ? C29 C30 H30 120.3 . . ? C35 C31 C32 109.0(6) . . ? C35 C31 Fe2 70.1(3) . . ? C32 C31 Fe2 70.2(4) . . ? C35 C31 H31 125.2 . . ? C32 C31 H31 125.9 . . ? Fe2 C31 H31 126.2 . . ? C33 C32 C31 108.0(7) . . ? C33 C32 Fe2 69.8(4) . . ? C31 C32 Fe2 69.4(4) . . ? C33 C32 H32 125.9 . . ? C31 C32 H32 126.1 . . ? Fe2 C32 H32 126.1 . . ? C32 C33 C34 108.9(6) . . ? C32 C33 Fe2 70.5(4) . . ? C34 C33 Fe2 69.6(3) . . ? C32 C33 H33 126.1 . . ? C34 C33 H33 125.0 . . ? Fe2 C33 H33 125.6 . . ? C35 C34 C33 107.2(6) . . ? C35 C34 Fe2 70.0(3) . . ? C33 C34 Fe2 69.2(4) . . ? C35 C34 H34 125.8 . . ? C33 C34 H34 127.0 . . ? Fe2 C34 H34 126.1 . . ? C34 C35 C31 107.0(5) . . ? C34 C35 C36 126.4(6) . . ? C31 C35 C36 126.6(5) . . ? C34 C35 Fe2 69.4(3) . . ? C31 C35 Fe2 69.1(3) . . ? C36 C35 Fe2 125.3(4) . . ? C40 C36 C37 115.7(6) . . ? C40 C36 C35 121.8(6) . . ? C37 C36 C35 122.4(5) . . ? C36 C37 C38 119.4(6) . . ? C36 C37 H37 120.2 . . ? C38 C37 H37 120.5 . . ? N4 C38 C37 123.4(7) . . ? N4 C38 H38 117.9 . . ? C37 C38 H38 118.7 . . ? N4 C39 C40 123.9(7) . . ? N4 C39 H39 118.4 . . ? C40 C39 H39 117.8 . . ? C36 C40 C39 121.1(7) . . ? C36 C40 H40 119.0 . . ? C39 C40 H40 119.9 . . ? C41 O2 H200 112.7 . . ? C47 O3 H300 113.0 . . ? O1 C41 O2 123.2(7) . . ? O1 C41 C42 123.7(8) . . ? O2 C41 C42 113.0(7) . . ? C43 C42 C41 124.0(9) . . ? C43 C42 H42A 111.8 . . ? C41 C42 H42A 108.1 . . ? C43 C42 H42B 98.5 . . ? C41 C42 H42B 105.3 . . ? H42A C42 H42B 107.2 . . ? C42 C43 C44 125.3(10) . . ? C42 C43 H43A 98.4 . . ? C44 C43 H43A 103.1 . . ? C42 C43 H43B 110.4 . . ? C44 C43 H43B 110.1 . . ? H43A C43 H43B 107.1 . . ? C43 C44 C45 108.9(9) . . ? C43 C44 H44A 106.2 . . ? C45 C44 H44A 113.0 . . ? C43 C44 H44B 112.0 . . ? C45 C44 H44B 107.9 . . ? H44A C44 H44B 108.8 . . ? C46 C45 C44 128.1(13) . . ? C46 C45 H45A 101.1 . . ? C44 C45 H45A 105.8 . . ? C46 C45 H45B 106.4 . . ? C44 C45 H45B 106.8 . . ? H45A C45 H45B 107.2 . . ? C45 C46 C47 124.2(13) . . ? C45 C46 H46A 107.9 . . ? C47 C46 H46A 109.2 . . ? C45 C46 H46B 102.3 . . ? C47 C46 H46B 104.1 . . ? H46A C46 H46B 107.8 . . ? O3 C47 O4 114.8(11) . . ? O3 C47 C46 124.6(13) . . ? O4 C47 C46 120.6(13) . . ? C54 O5 H500 114.2 . . ? C48 O8 H800 113.3 . . ? O7 C48 O8 120.6(7) . . ? O7 C48 C49 124.1(7) . . ? O8 C48 C49 115.3(7) . . ? C48 C49 C50 108.2(6) . . ? C48 C49 H49A 110.0 . . ? C50 C49 H49A 108.7 . . ? C48 C49 H49B 110.7 . . ? C50 C49 H49B 110.7 . . ? H49A C49 H49B 108.5 . . ? C51 C50 C49 114.1(7) . . ? C51 C50 H50A 109.6 . . ? C49 C50 H50A 110.1 . . ? C51 C50 H50B 107.1 . . ? C49 C50 H50B 107.7 . . ? H50A C50 H50B 108.0 . . ? C50 C51 C52 117.7(8) . . ? C50 C51 H51A 106.2 . . ? C52 C51 H51A 107.8 . . ? C50 C51 H51B 108.7 . . ? C52 C51 H51B 108.6 . . ? H51A C51 H51B 107.5 . . ? C53 C52 C51 111.5(7) . . ? C53 C52 H52A 110.4 . . ? C51 C52 H52A 108.7 . . ? C53 C52 H52B 108.2 . . ? C51 C52 H52B 109.9 . . ? H52A C52 H52B 108.1 . . ? C52 C53 C54 113.5(7) . . ? C52 C53 H53A 107.6 . . ? C54 C53 H53A 108.6 . . ? C52 C53 H53B 109.6 . . ? C54 C53 H53B 109.7 . . ? H53A C53 H53B 107.7 . . ? O6 C54 O5 122.7(6) . . ? O6 C54 C53 126.8(7) . . ? O5 C54 C53 110.4(6) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.609 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.058 # Attachment '1sebacic.CIF' data_1.sebacic _database_code_depnum_ccdc_archive 'CCDC 614141' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H68 Fe2 N4 O8' _chemical_formula_weight 1084.88 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.028(2) _cell_length_b 13.747(3) _cell_length_c 18.765(4) _cell_angle_alpha 96.076(3) _cell_angle_beta 102.689(3) _cell_angle_gamma 105.048(3) _cell_volume 2639.6(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.791 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _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 12282 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0577 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 20.66 _reflns_number_total 5277 _reflns_number_gt 3619 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1223P)^2^+8.8720P] 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 5277 _refine_ls_number_parameters 647 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1013 _refine_ls_R_factor_gt 0.0694 _refine_ls_wR_factor_ref 0.2152 _refine_ls_wR_factor_gt 0.1877 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H200 H 0.317(10) -0.043(8) 0.398(6) 0.11(3) Uiso 1 1 d . . . H300 H 0.173(13) 0.801(11) -0.053(7) 0.16(5) Uiso 1 1 d . . . H600 H 0.330(14) 1.008(12) 0.112(8) 0.19(7) Uiso 1 1 d . . . H700 H 0.178(15) 0.125(13) 0.547(9) 0.21(7) Uiso 1 1 d . . . Fe1 Fe 0.20978(11) 0.65813(8) 0.68531(6) 0.0419(4) Uani 1 1 d . . . C21 C 0.3204(4) 0.6079(4) 0.6229(3) 0.049(2) Uani 1 1 d G . . H21 H 0.4092 0.6353 0.6288 0.059 Uiso 1 1 calc R . . C22 C 0.2610(7) 0.5289(4) 0.6581(3) 0.068(3) Uani 1 1 d G . . H22 H 0.3040 0.4954 0.6910 0.081 Uiso 1 1 calc R . . C23 C 0.1243(6) 0.5100(4) 0.6341(3) 0.063(3) Uani 1 1 d G . . H23 H 0.0621 0.4620 0.6485 0.076 Uiso 1 1 calc R . . C24 C 0.0992(4) 0.5774(4) 0.5841(3) 0.051(2) Uani 1 1 d G . . H24 H 0.0178 0.5812 0.5601 0.062 Uiso 1 1 calc R . . C25 C 0.2205(5) 0.6379(4) 0.5772(3) 0.0387(19) Uani 1 1 d G . . C26 C 0.2409(8) 0.7182(6) 0.5304(4) 0.041(2) Uani 1 1 d . . . C27 C 0.1420(8) 0.7552(6) 0.4969(4) 0.050(2) Uani 1 1 d . . . H27 H 0.0585 0.7289 0.5024 0.059 Uiso 1 1 calc R . . C28 C 0.1670(9) 0.8310(7) 0.4554(5) 0.052(2) Uani 1 1 d . . . H28 H 0.0989 0.8546 0.4327 0.062 Uiso 1 1 calc R . . C29 C 0.3791(9) 0.8365(7) 0.4787(5) 0.055(2) Uani 1 1 d . . . H29 H 0.4620 0.8644 0.4730 0.066 Uiso 1 1 calc R . . C30 C 0.3607(8) 0.7606(6) 0.5202(4) 0.044(2) Uani 1 1 d . . . H30 H 0.4303 0.7377 0.5415 0.052 Uiso 1 1 calc R . . C31 C 0.1013(4) 0.7361(4) 0.7298(3) 0.054(2) Uani 1 1 d G . . H31 H 0.0152 0.7324 0.7089 0.064 Uiso 1 1 calc R . . C32 C 0.1449(6) 0.6733(4) 0.7789(3) 0.065(3) Uani 1 1 d G . . H32 H 0.0923 0.6212 0.7959 0.078 Uiso 1 1 calc R . . C33 C 0.2829(6) 0.7041(4) 0.7976(3) 0.061(3) Uani 1 1 d G . . H33 H 0.3365 0.6756 0.8290 0.074 Uiso 1 1 calc R . . C34 C 0.3246(4) 0.7859(4) 0.7600(3) 0.048(2) Uani 1 1 d G . . H34 H 0.4103 0.8205 0.7625 0.058 Uiso 1 1 calc R . . C35 C 0.2124(5) 0.8057(4) 0.7181(3) 0.0395(19) Uani 1 1 d G . . C36 C 0.2106(8) 0.8865(5) 0.6720(4) 0.0367(19) Uani 1 1 d . . . C37 C 0.0963(8) 0.9089(6) 0.6426(4) 0.047(2) Uani 1 1 d . . . H37 H 0.0183 0.8722 0.6506 0.056 Uiso 1 1 calc R . . C38 C 0.0996(9) 0.9863(7) 0.6013(5) 0.053(2) Uani 1 1 d . . . H38 H 0.0219 1.0004 0.5822 0.063 Uiso 1 1 calc R . . C39 C 0.3154(9) 1.0206(6) 0.6168(5) 0.056(2) Uani 1 1 d . . . H39 H 0.3920 1.0596 0.6086 0.067 Uiso 1 1 calc R . . C40 C 0.3236(8) 0.9455(6) 0.6589(5) 0.049(2) Uani 1 1 d . . . H40 H 0.4031 0.9344 0.6782 0.059 Uiso 1 1 calc R . . N1 N 0.2062(8) 1.0417(5) 0.5871(4) 0.0524(18) Uani 1 1 d . . . N2 N 0.2844(8) 0.8720(5) 0.4463(4) 0.0556(19) Uani 1 1 d . . . Fe2 Fe 0.21192(12) 0.29455(8) 0.81461(7) 0.0505(4) Uani 1 1 d . . . C41 C 0.1072(6) 0.1693(5) 0.7363(4) 0.079(3) Uani 1 1 d G . . H41 H 0.0204 0.1334 0.7297 0.095 Uiso 1 1 calc R . . C42 C 0.1545(10) 0.2539(6) 0.7024(3) 0.094(4) Uani 1 1 d G . . H42 H 0.1042 0.2831 0.6697 0.112 Uiso 1 1 calc R . . C43 C 0.2923(9) 0.2861(5) 0.7273(4) 0.103(5) Uani 1 1 d G . . H43 H 0.3480 0.3400 0.7137 0.123 Uiso 1 1 calc R . . C44 C 0.3301(6) 0.2213(5) 0.7765(4) 0.089(4) Uani 1 1 d G . . H44 H 0.4148 0.2255 0.8008 0.106 Uiso 1 1 calc R . . C45 C 0.2157(7) 0.1491(4) 0.7821(3) 0.057(2) Uani 1 1 d G . . C46 C 0.2098(9) 0.0653(6) 0.8257(4) 0.048(2) Uani 1 1 d . . . C47 C 0.3245(9) 0.0511(6) 0.8664(5) 0.058(2) Uani 1 1 d . . . H47 H 0.4055 0.0944 0.8676 0.070 Uiso 1 1 calc R . . C48 C 0.3121(11) -0.0308(7) 0.9051(5) 0.065(3) Uani 1 1 d . . . H48 H 0.3884 -0.0401 0.9322 0.078 Uiso 1 1 calc R . . C49 C 0.0975(11) -0.0805(7) 0.8666(5) 0.066(3) Uani 1 1 d . . . H49 H 0.0181 -0.1264 0.8651 0.079 Uiso 1 1 calc R . . C50 C 0.0965(9) -0.0020(7) 0.8272(5) 0.058(2) Uani 1 1 d . . . H50 H 0.0179 0.0051 0.8015 0.069 Uiso 1 1 calc R . . C51 C 0.0975(5) 0.3165(5) 0.8840(4) 0.068(3) Uani 1 1 d G . . H51 H 0.0183 0.2723 0.8848 0.081 Uiso 1 1 calc R . . C52 C 0.1153(8) 0.3961(6) 0.8414(3) 0.089(4) Uani 1 1 d G . . H52 H 0.0498 0.4132 0.8094 0.107 Uiso 1 1 calc R . . C53 C 0.2507(9) 0.4450(4) 0.8562(4) 0.083(3) Uani 1 1 d G . . H53 H 0.2895 0.4998 0.8356 0.099 Uiso 1 1 calc R . . C54 C 0.3167(6) 0.3957(5) 0.9079(4) 0.072(3) Uani 1 1 d G . . H54 H 0.4061 0.4124 0.9272 0.087 Uiso 1 1 calc R . . C55 C 0.2220(7) 0.3162(4) 0.9251(3) 0.053(2) Uani 1 1 d G . . C56 C 0.2455(9) 0.2433(6) 0.9747(4) 0.049(2) Uani 1 1 d . . . C57 C 0.3719(9) 0.2455(6) 1.0094(5) 0.057(2) Uani 1 1 d . . . H57 H 0.4422 0.2945 1.0023 0.068 Uiso 1 1 calc R . . C58 C 0.3925(10) 0.1758(8) 1.0536(5) 0.066(3) Uani 1 1 d . . . H58 H 0.4778 0.1774 1.0746 0.079 Uiso 1 1 calc R . . C59 C 0.1776(11) 0.1048(7) 1.0363(5) 0.067(3) Uani 1 1 d . . . H59 H 0.1094 0.0565 1.0460 0.081 Uiso 1 1 calc R . . C60 C 0.1484(9) 0.1713(7) 0.9897(5) 0.062(3) Uani 1 1 d . . . H60 H 0.0621 0.1669 0.9686 0.075 Uiso 1 1 calc R . . N3 N 0.2037(9) -0.0950(5) 0.9064(4) 0.059(2) Uani 1 1 d . . . N4 N 0.2982(9) 0.1064(6) 1.0680(4) 0.063(2) Uani 1 1 d . . . C1 C 0.2270(11) 0.7021(7) -0.0018(5) 0.059(2) Uani 1 1 d . . . C2 C 0.1730(9) 0.6056(6) 0.0260(5) 0.060(2) Uani 1 1 d . . . H2A H 0.1141 0.6183 0.0549 0.072 Uiso 1 1 calc R . . H2B H 0.1219 0.5534 -0.0165 0.072 Uiso 1 1 calc R . . C3 C 0.2684(9) 0.5634(6) 0.0720(5) 0.057(2) Uani 1 1 d . . . H3A H 0.3260 0.6169 0.1121 0.068 Uiso 1 1 calc R . . H3B H 0.3207 0.5418 0.0418 0.068 Uiso 1 1 calc R . . C4 C 0.2043(8) 0.4736(6) 0.1045(5) 0.057(2) Uani 1 1 d . . . H4A H 0.1475 0.4201 0.0641 0.069 Uiso 1 1 calc R . . H4B H 0.1504 0.4952 0.1336 0.069 Uiso 1 1 calc R . . C5 C 0.2985(9) 0.4283(6) 0.1536(5) 0.058(2) Uani 1 1 d . . . H5A H 0.3509 0.4045 0.1243 0.069 Uiso 1 1 calc R . . H5B H 0.3566 0.4817 0.1936 0.069 Uiso 1 1 calc R . . C6 C 0.2301(9) 0.3407(6) 0.1861(5) 0.064(3) Uani 1 1 d . . . H6A H 0.1801 0.3655 0.2165 0.077 Uiso 1 1 calc R . . H6B H 0.1693 0.2890 0.1459 0.077 Uiso 1 1 calc R . . C7 C 0.3197(8) 0.2913(6) 0.2327(5) 0.054(2) Uani 1 1 d . . . H7A H 0.3779 0.3422 0.2742 0.065 Uiso 1 1 calc R . . H7B H 0.3725 0.2692 0.2029 0.065 Uiso 1 1 calc R . . C8 C 0.2500(9) 0.2000(6) 0.2624(5) 0.058(2) Uani 1 1 d . . . H8A H 0.1972 0.2219 0.2922 0.069 Uiso 1 1 calc R . . H8B H 0.1920 0.1489 0.2209 0.069 Uiso 1 1 calc R . . C9 C 0.3390(8) 0.1522(6) 0.3082(5) 0.057(2) Uani 1 1 d . . . H9A H 0.3899 0.1293 0.2775 0.069 Uiso 1 1 calc R . . H9B H 0.3990 0.2047 0.3481 0.069 Uiso 1 1 calc R . . C10 C 0.2788(10) 0.0648(7) 0.3412(5) 0.052(2) Uani 1 1 d . . . O1 O 0.1678(7) 0.0387(6) 0.3406(4) 0.087(2) Uani 1 1 d . . . O2 O 0.3625(6) 0.0199(5) 0.3727(4) 0.0698(19) Uani 1 1 d . . . O3 O 0.1398(7) 0.7383(6) -0.0356(4) 0.081(2) Uani 1 1 d . . . O4 O 0.3403(8) 0.7394(7) 0.0071(6) 0.125(4) Uani 1 1 d . . . C11 C 0.2892(12) 0.9105(7) 0.1695(5) 0.063(3) Uani 1 1 d . . . C12 C 0.3501(9) 0.8429(7) 0.2127(5) 0.066(3) Uani 1 1 d . . . H12A H 0.3889 0.8071 0.1809 0.079 Uiso 1 1 calc R . . H12B H 0.4201 0.8860 0.2535 0.079 Uiso 1 1 calc R . . C13 C 0.2648(9) 0.7662(7) 0.2433(5) 0.063(3) Uani 1 1 d . . . H13A H 0.1963 0.7206 0.2029 0.076 Uiso 1 1 calc R . . H13B H 0.2245 0.8008 0.2749 0.076 Uiso 1 1 calc R . . C14 C 0.3385(9) 0.7032(6) 0.2882(5) 0.059(2) Uani 1 1 d . . . H14A H 0.3806 0.6706 0.2566 0.070 Uiso 1 1 calc R . . H14B H 0.4062 0.7493 0.3287 0.070 Uiso 1 1 calc R . . C15 C 0.2570(9) 0.6225(6) 0.3195(5) 0.059(2) Uani 1 1 d . . . H15A H 0.1900 0.5756 0.2790 0.071 Uiso 1 1 calc R . . H15B H 0.2140 0.6548 0.3508 0.071 Uiso 1 1 calc R . . C16 C 0.3324(8) 0.5616(6) 0.3648(5) 0.054(2) Uani 1 1 d . . . H16A H 0.3718 0.5262 0.3331 0.065 Uiso 1 1 calc R . . H16B H 0.4017 0.6084 0.4042 0.065 Uiso 1 1 calc R . . C17 C 0.2473(8) 0.4838(6) 0.3986(5) 0.054(2) Uani 1 1 d . . . H17A H 0.2116 0.5204 0.4318 0.065 Uiso 1 1 calc R . . H17B H 0.1749 0.4406 0.3590 0.065 Uiso 1 1 calc R . . C18 C 0.3122(8) 0.4155(6) 0.4411(5) 0.056(2) Uani 1 1 d . . . H18A H 0.3829 0.4572 0.4821 0.068 Uiso 1 1 calc R . . H18B H 0.3483 0.3779 0.4088 0.068 Uiso 1 1 calc R . . C19 C 0.2147(8) 0.3401(6) 0.4708(5) 0.053(2) Uani 1 1 d . . . H19A H 0.1883 0.3789 0.5077 0.063 Uiso 1 1 calc R . . H19B H 0.1381 0.3076 0.4303 0.063 Uiso 1 1 calc R . . C20 C 0.2606(10) 0.2569(7) 0.5051(4) 0.050(2) Uani 1 1 d . . . O5 O 0.1748(8) 0.8986(6) 0.1498(5) 0.099(3) Uani 1 1 d . . . O6 O 0.3747(7) 0.9848(6) 0.1541(5) 0.090(2) Uani 1 1 d . . . O7 O 0.1680(6) 0.1964(5) 0.5257(3) 0.0657(18) Uani 1 1 d . . . O8 O 0.3653(7) 0.2469(5) 0.5108(5) 0.095(3) 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 Fe1 0.0583(8) 0.0327(7) 0.0390(7) 0.0121(5) 0.0152(6) 0.0159(6) C21 0.054(5) 0.050(5) 0.052(5) 0.011(4) 0.016(4) 0.026(5) C22 0.111(9) 0.054(6) 0.058(6) 0.024(5) 0.026(6) 0.048(6) C23 0.107(9) 0.033(5) 0.054(6) 0.002(5) 0.037(6) 0.016(5) C24 0.063(6) 0.043(5) 0.045(5) 0.001(4) 0.020(4) 0.007(5) C25 0.049(5) 0.035(5) 0.037(5) 0.005(4) 0.010(4) 0.021(4) C26 0.048(5) 0.046(5) 0.034(5) 0.005(4) 0.014(4) 0.021(4) C27 0.054(6) 0.068(6) 0.042(5) 0.022(5) 0.024(4) 0.030(5) C28 0.055(6) 0.065(6) 0.052(6) 0.020(5) 0.016(5) 0.040(5) C29 0.055(6) 0.063(6) 0.055(6) 0.015(5) 0.024(5) 0.021(5) C30 0.044(5) 0.042(5) 0.046(5) 0.010(4) 0.013(4) 0.012(4) C31 0.067(6) 0.047(5) 0.052(6) 0.012(4) 0.024(5) 0.015(5) C32 0.100(8) 0.047(6) 0.052(6) 0.013(5) 0.037(6) 0.013(6) C33 0.109(9) 0.045(6) 0.035(5) 0.018(4) 0.017(5) 0.026(6) C34 0.063(6) 0.039(5) 0.040(5) 0.010(4) 0.004(4) 0.019(4) C35 0.051(5) 0.033(5) 0.037(5) 0.007(4) 0.014(4) 0.012(4) C36 0.053(5) 0.021(4) 0.035(5) 0.000(4) 0.012(4) 0.010(4) C37 0.055(6) 0.042(5) 0.054(5) 0.020(4) 0.023(4) 0.022(4) C38 0.057(6) 0.054(6) 0.058(6) 0.017(5) 0.015(5) 0.034(5) C39 0.050(6) 0.052(6) 0.071(6) 0.023(5) 0.027(5) 0.012(5) C40 0.049(6) 0.038(5) 0.066(6) 0.019(5) 0.016(4) 0.015(4) N1 0.066(5) 0.042(4) 0.059(5) 0.023(4) 0.020(4) 0.024(4) N2 0.077(6) 0.050(5) 0.054(5) 0.025(4) 0.025(4) 0.030(4) Fe2 0.0705(9) 0.0361(8) 0.0533(8) 0.0152(6) 0.0201(6) 0.0235(6) C41 0.115(9) 0.052(6) 0.058(6) 0.004(5) 0.002(6) 0.024(6) C42 0.191(14) 0.054(7) 0.050(6) 0.018(5) 0.032(8) 0.054(8) C43 0.192(14) 0.078(8) 0.105(10) 0.061(8) 0.106(10) 0.076(9) C44 0.123(10) 0.056(7) 0.140(10) 0.048(7) 0.093(8) 0.053(7) C45 0.086(7) 0.040(5) 0.060(6) 0.012(5) 0.031(5) 0.034(5) C46 0.068(6) 0.036(5) 0.050(5) 0.017(4) 0.023(5) 0.025(5) C47 0.059(6) 0.046(6) 0.075(7) 0.017(5) 0.025(5) 0.018(5) C48 0.076(7) 0.053(6) 0.065(6) 0.007(5) -0.001(5) 0.036(6) C49 0.085(8) 0.037(6) 0.073(7) 0.014(5) 0.027(6) 0.005(5) C50 0.060(6) 0.053(6) 0.066(6) 0.019(5) 0.020(5) 0.020(5) C51 0.086(8) 0.078(7) 0.065(6) 0.031(6) 0.028(6) 0.054(6) C52 0.129(11) 0.079(8) 0.082(8) 0.019(7) 0.028(7) 0.067(8) C53 0.159(12) 0.028(5) 0.066(7) 0.013(5) 0.032(7) 0.029(7) C54 0.089(7) 0.046(6) 0.068(7) 0.005(5) 0.005(6) 0.013(6) C55 0.077(7) 0.036(5) 0.052(6) 0.010(4) 0.020(5) 0.022(5) C56 0.072(7) 0.033(5) 0.045(5) 0.008(4) 0.016(5) 0.017(5) C57 0.057(6) 0.044(6) 0.061(6) 0.008(5) 0.012(5) 0.005(5) C58 0.074(7) 0.061(7) 0.066(7) 0.014(6) 0.007(5) 0.032(6) C59 0.075(8) 0.060(7) 0.070(7) 0.015(6) 0.036(6) 0.009(6) C60 0.065(6) 0.065(6) 0.053(6) 0.023(5) 0.012(5) 0.010(6) N3 0.078(6) 0.040(5) 0.058(5) 0.012(4) 0.011(5) 0.015(5) N4 0.091(7) 0.056(5) 0.045(5) 0.021(4) 0.014(5) 0.025(5) C1 0.072(7) 0.058(6) 0.054(6) 0.017(5) 0.016(5) 0.029(6) C2 0.072(6) 0.052(6) 0.064(6) 0.025(5) 0.024(5) 0.021(5) C3 0.073(6) 0.046(5) 0.057(6) 0.019(4) 0.016(5) 0.025(5) C4 0.072(6) 0.046(5) 0.053(6) 0.012(4) 0.009(5) 0.020(5) C5 0.081(7) 0.041(5) 0.055(6) 0.017(4) 0.014(5) 0.024(5) C6 0.067(6) 0.049(6) 0.066(6) 0.016(5) 0.007(5) 0.007(5) C7 0.074(6) 0.044(5) 0.052(5) 0.014(4) 0.012(5) 0.030(5) C8 0.071(6) 0.047(5) 0.062(6) 0.023(5) 0.012(5) 0.026(5) C9 0.043(5) 0.054(6) 0.076(6) 0.031(5) 0.011(5) 0.011(5) C10 0.052(6) 0.052(6) 0.055(6) 0.017(5) 0.014(5) 0.018(5) O1 0.054(5) 0.106(6) 0.119(6) 0.063(5) 0.032(4) 0.030(4) O2 0.058(4) 0.065(4) 0.098(5) 0.049(4) 0.022(4) 0.023(4) O3 0.085(5) 0.073(5) 0.097(5) 0.053(4) 0.022(4) 0.028(4) O4 0.065(5) 0.127(7) 0.208(10) 0.110(7) 0.046(6) 0.033(5) C11 0.084(8) 0.048(6) 0.065(6) 0.025(5) 0.027(6) 0.018(6) C12 0.066(6) 0.056(6) 0.076(7) 0.026(5) 0.018(5) 0.014(5) C13 0.073(6) 0.051(6) 0.070(6) 0.020(5) 0.017(5) 0.023(5) C14 0.074(6) 0.042(5) 0.065(6) 0.017(5) 0.027(5) 0.014(5) C15 0.073(6) 0.042(5) 0.067(6) 0.027(5) 0.018(5) 0.015(5) C16 0.065(6) 0.045(5) 0.055(6) 0.013(4) 0.022(5) 0.010(5) C17 0.060(6) 0.045(5) 0.053(5) 0.009(4) 0.010(4) 0.010(5) C18 0.062(6) 0.044(5) 0.069(6) 0.020(5) 0.027(5) 0.014(5) C19 0.051(5) 0.049(5) 0.063(6) 0.021(5) 0.016(4) 0.020(5) C20 0.053(6) 0.054(6) 0.052(6) 0.018(4) 0.014(5) 0.028(5) O5 0.065(5) 0.108(6) 0.132(7) 0.068(5) 0.019(5) 0.025(5) O6 0.076(5) 0.085(5) 0.115(6) 0.062(5) 0.019(5) 0.020(4) O7 0.063(4) 0.069(4) 0.082(5) 0.044(4) 0.032(4) 0.025(4) O8 0.065(5) 0.087(5) 0.163(8) 0.072(5) 0.045(5) 0.041(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 C23 2.037(5) . ? Fe1 C24 2.039(5) . ? Fe1 C22 2.047(5) . ? Fe1 C35 2.048(5) . ? Fe1 C31 2.047(6) . ? Fe1 C34 2.049(5) . ? Fe1 C32 2.048(5) . ? Fe1 C33 2.049(5) . ? Fe1 C25 2.051(5) . ? Fe1 C21 2.056(6) . ? C21 C22 1.4200 . ? C21 C25 1.4200 . ? C21 H21 0.9300 . ? C22 C23 1.4200 . ? C22 H22 0.9300 . ? C23 C24 1.4200 . ? C23 H23 0.9300 . ? C24 C25 1.4200 . ? C24 H24 0.9300 . ? C25 C26 1.484(9) . ? C26 C30 1.363(10) . ? C26 C27 1.378(10) . ? C27 C28 1.373(11) . ? C27 H27 0.9300 . ? C28 N2 1.327(10) . ? C28 H28 0.9300 . ? C29 N2 1.322(10) . ? C29 C30 1.367(11) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.4200 . ? C31 C35 1.4200 . ? C31 H31 0.9300 . ? C32 C33 1.4200 . ? C32 H32 0.9300 . ? C33 C34 1.4200 . ? C33 H33 0.9300 . ? C34 C35 1.4200 . ? C34 H34 0.9300 . ? C35 C36 1.480(8) . ? C36 C40 1.387(10) . ? C36 C37 1.385(10) . ? C37 C38 1.379(11) . ? C37 H37 0.9300 . ? C38 N1 1.323(10) . ? C38 H38 0.9300 . ? C39 N1 1.330(10) . ? C39 C40 1.373(11) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? Fe2 C54 2.024(6) . ? Fe2 C42 2.031(6) . ? Fe2 C53 2.030(6) . ? Fe2 C41 2.036(7) . ? Fe2 C43 2.034(6) . ? Fe2 C55 2.038(6) . ? Fe2 C45 2.041(6) . ? Fe2 C44 2.040(6) . ? Fe2 C52 2.048(6) . ? Fe2 C51 2.053(6) . ? C41 C42 1.4200 . ? C41 C45 1.4200 . ? C41 H41 0.9300 . ? C42 C43 1.4200 . ? C42 H42 0.9300 . ? C43 C44 1.4200 . ? C43 H43 0.9300 . ? C44 C45 1.4200 . ? C44 H44 0.9300 . ? C45 C46 1.479(9) . ? C46 C50 1.356(11) . ? C46 C47 1.398(11) . ? C47 C48 1.397(12) . ? C47 H47 0.9300 . ? C48 N3 1.295(12) . ? C48 H48 0.9300 . ? C49 N3 1.319(11) . ? C49 C50 1.372(12) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C51 C55 1.4200 . ? C51 C52 1.4200 . ? C51 H51 0.9300 . ? C52 C53 1.4200 . ? C52 H52 0.9300 . ? C53 C54 1.4200 . ? C53 H53 0.9300 . ? C54 C55 1.4200 . ? C54 H54 0.9300 . ? C55 C56 1.472(9) . ? C56 C60 1.359(12) . ? C56 C57 1.394(12) . ? C57 C58 1.362(12) . ? C57 H57 0.9300 . ? C58 N4 1.315(12) . ? C58 H58 0.9300 . ? C59 N4 1.326(12) . ? C59 C60 1.379(12) . ? C59 H59 0.9300 . ? C60 H60 0.9300 . ? C1 O4 1.187(11) . ? C1 O3 1.273(11) . ? C1 C2 1.504(12) . ? C2 C3 1.487(11) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.513(11) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.533(11) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.509(11) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.516(11) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.521(11) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.490(11) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.480(11) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.179(10) . ? C10 O2 1.310(10) . ? O2 H200 1.10(11) . ? O3 H300 0.97(14) . ? C11 O5 1.196(11) . ? C11 O6 1.302(11) . ? C11 C12 1.488(12) . ? C12 C13 1.476(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.529(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.495(11) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.523(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.520(11) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.511(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.532(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.514(11) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O8 1.181(10) . ? C20 O7 1.297(10) . ? O6 H600 0.97(15) . ? O7 H700 1.12(17) . ? 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 C23 Fe1 C24 40.78(10) . . ? C23 Fe1 C22 40.69(10) . . ? C24 Fe1 C22 68.42(12) . . ? C23 Fe1 C35 154.5(3) . . ? C24 Fe1 C35 121.0(2) . . ? C22 Fe1 C35 164.2(3) . . ? C23 Fe1 C31 119.0(2) . . ? C24 Fe1 C31 107.9(2) . . ? C22 Fe1 C31 153.1(3) . . ? C35 Fe1 C31 40.58(10) . . ? C23 Fe1 C34 162.5(2) . . ? C24 Fe1 C34 155.9(2) . . ? C22 Fe1 C34 126.1(2) . . ? C35 Fe1 C34 40.56(9) . . ? C31 Fe1 C34 68.23(12) . . ? C23 Fe1 C32 106.1(2) . . ? C24 Fe1 C32 125.3(2) . . ? C22 Fe1 C32 118.3(2) . . ? C35 Fe1 C32 68.24(12) . . ? C31 Fe1 C32 40.58(10) . . ? C34 Fe1 C32 68.22(12) . . ? C23 Fe1 C33 124.5(2) . . ? C24 Fe1 C33 162.2(2) . . ? C22 Fe1 C33 106.7(2) . . ? C35 Fe1 C33 68.22(12) . . ? C31 Fe1 C33 68.23(12) . . ? C34 Fe1 C33 40.55(10) . . ? C32 Fe1 C33 40.56(10) . . ? C23 Fe1 C25 68.39(12) . . ? C24 Fe1 C25 40.63(9) . . ? C22 Fe1 C25 68.20(12) . . ? C35 Fe1 C25 109.73(18) . . ? C31 Fe1 C25 127.4(2) . . ? C34 Fe1 C25 121.6(2) . . ? C32 Fe1 C25 163.7(3) . . ? C33 Fe1 C25 155.2(3) . . ? C23 Fe1 C21 68.30(12) . . ? C24 Fe1 C21 68.25(12) . . ? C22 Fe1 C21 40.49(10) . . ? C35 Fe1 C21 127.9(2) . . ? C31 Fe1 C21 165.0(2) . . ? C34 Fe1 C21 109.0(2) . . ? C32 Fe1 C21 153.5(2) . . ? C33 Fe1 C21 119.9(2) . . ? C25 Fe1 C21 40.45(9) . . ? C22 C21 C25 108.0 . . ? C22 C21 Fe1 69.4(2) . . ? C25 C21 Fe1 69.6(2) . . ? C22 C21 H21 126.0 . . ? C25 C21 H21 126.0 . . ? Fe1 C21 H21 126.6 . . ? C21 C22 C23 108.0 . . ? C21 C22 Fe1 70.1(2) . . ? C23 C22 Fe1 69.3(2) . . ? C21 C22 H22 126.0 . . ? C23 C22 H22 126.0 . . ? Fe1 C22 H22 126.2 . . ? C22 C23 C24 108.0 . . ? C22 C23 Fe1 70.1(2) . . ? C24 C23 Fe1 69.7(2) . . ? C22 C23 H23 126.0 . . ? C24 C23 H23 126.0 . . ? Fe1 C23 H23 125.8 . . ? C25 C24 C23 108.0 . . ? C25 C24 Fe1 70.1(2) . . ? C23 C24 Fe1 69.5(2) . . ? C25 C24 H24 126.0 . . ? C23 C24 H24 126.0 . . ? Fe1 C24 H24 125.9 . . ? C24 C25 C21 108.0 . . ? C24 C25 C26 126.6(5) . . ? C21 C25 C26 125.4(5) . . ? C24 C25 Fe1 69.2(2) . . ? C21 C25 Fe1 70.0(2) . . ? C26 C25 Fe1 126.7(4) . . ? C30 C26 C27 116.8(7) . . ? C30 C26 C25 120.8(7) . . ? C27 C26 C25 122.3(7) . . ? C28 C27 C26 119.8(8) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? N2 C28 C27 122.7(7) . . ? N2 C28 H28 118.6 . . ? C27 C28 H28 118.6 . . ? N2 C29 C30 123.0(8) . . ? N2 C29 H29 118.5 . . ? C30 C29 H29 118.5 . . ? C26 C30 C29 120.3(8) . . ? C26 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C32 C31 C35 108.0 . . ? C32 C31 Fe1 69.7(2) . . ? C35 C31 Fe1 69.7(2) . . ? C32 C31 H31 126.0 . . ? C35 C31 H31 126.0 . . ? Fe1 C31 H31 126.1 . . ? C31 C32 C33 108.0 . . ? C31 C32 Fe1 69.7(2) . . ? C33 C32 Fe1 69.8(2) . . ? C31 C32 H32 126.0 . . ? C33 C32 H32 126.0 . . ? Fe1 C32 H32 126.1 . . ? C32 C33 C34 108.0 . . ? C32 C33 Fe1 69.7(2) . . ? C34 C33 Fe1 69.7(2) . . ? C32 C33 H33 126.0 . . ? C34 C33 H33 126.0 . . ? Fe1 C33 H33 126.2 . . ? C35 C34 C33 108.0 . . ? C35 C34 Fe1 69.7(2) . . ? C33 C34 Fe1 69.7(2) . . ? C35 C34 H34 126.0 . . ? C33 C34 H34 126.0 . . ? Fe1 C34 H34 126.2 . . ? C34 C35 C31 108.0 . . ? C34 C35 C36 126.3(5) . . ? C31 C35 C36 125.7(5) . . ? C34 C35 Fe1 69.8(2) . . ? C31 C35 Fe1 69.7(2) . . ? C36 C35 Fe1 127.4(4) . . ? C40 C36 C37 117.3(7) . . ? C40 C36 C35 121.5(7) . . ? C37 C36 C35 121.1(7) . . ? C38 C37 C36 119.2(8) . . ? C38 C37 H37 120.4 . . ? C36 C37 H37 120.4 . . ? N1 C38 C37 124.1(8) . . ? N1 C38 H38 117.9 . . ? C37 C38 H38 117.9 . . ? N1 C39 C40 124.9(8) . . ? N1 C39 H39 117.6 . . ? C40 C39 H39 117.6 . . ? C39 C40 C36 118.5(8) . . ? C39 C40 H40 120.7 . . ? C36 C40 H40 120.7 . . ? C38 N1 C39 115.9(7) . . ? C29 N2 C28 117.3(7) . . ? C54 Fe2 C42 151.4(3) . . ? C54 Fe2 C53 41.01(11) . . ? C42 Fe2 C53 116.7(3) . . ? C54 Fe2 C41 167.1(3) . . ? C42 Fe2 C41 40.87(12) . . ? C53 Fe2 C41 150.3(3) . . ? C54 Fe2 C43 118.4(3) . . ? C42 Fe2 C43 40.89(12) . . ? C53 Fe2 C43 107.4(2) . . ? C41 Fe2 C43 68.75(15) . . ? C54 Fe2 C55 40.93(11) . . ? C42 Fe2 C55 165.6(4) . . ? C53 Fe2 C55 68.78(14) . . ? C41 Fe2 C55 128.2(3) . . ? C43 Fe2 C55 152.8(4) . . ? C54 Fe2 C45 129.3(3) . . ? C42 Fe2 C45 68.69(14) . . ? C53 Fe2 C45 167.4(3) . . ? C41 Fe2 C45 40.77(11) . . ? C43 Fe2 C45 68.65(14) . . ? C55 Fe2 C45 108.9(2) . . ? C54 Fe2 C44 109.0(3) . . ? C42 Fe2 C44 68.72(15) . . ? C53 Fe2 C44 128.7(3) . . ? C41 Fe2 C44 68.63(14) . . ? C43 Fe2 C44 40.80(12) . . ? C55 Fe2 C44 119.4(3) . . ? C45 Fe2 C44 40.73(11) . . ? C54 Fe2 C52 68.70(14) . . ? C42 Fe2 C52 106.4(2) . . ? C53 Fe2 C52 40.75(11) . . ? C41 Fe2 C52 116.8(3) . . ? C43 Fe2 C52 127.2(3) . . ? C55 Fe2 C52 68.44(14) . . ? C45 Fe2 C52 151.1(3) . . ? C44 Fe2 C52 166.1(3) . . ? C54 Fe2 C51 68.61(14) . . ? C42 Fe2 C51 126.9(3) . . ? C53 Fe2 C51 68.49(14) . . ? C41 Fe2 C51 107.3(3) . . ? C43 Fe2 C51 165.1(3) . . ? C55 Fe2 C51 40.63(11) . . ? C45 Fe2 C51 118.4(3) . . ? C44 Fe2 C51 152.7(3) . . ? C52 Fe2 C51 40.52(11) . . ? C42 C41 C45 108.0 . . ? C42 C41 Fe2 69.4(2) . . ? C45 C41 Fe2 69.8(2) . . ? C42 C41 H41 126.0 . . ? C45 C41 H41 126.0 . . ? Fe2 C41 H41 126.4 . . ? C43 C42 C41 108.0 . . ? C43 C42 Fe2 69.6(3) . . ? C41 C42 Fe2 69.7(2) . . ? C43 C42 H42 126.0 . . ? C41 C42 H42 126.0 . . ? Fe2 C42 H42 126.2 . . ? C44 C43 C42 108.0 . . ? C44 C43 Fe2 69.8(2) . . ? C42 C43 Fe2 69.5(3) . . ? C44 C43 H43 126.0 . . ? C42 C43 H43 126.0 . . ? Fe2 C43 H43 126.3 . . ? C43 C44 C45 108.0 . . ? C43 C44 Fe2 69.4(2) . . ? C45 C44 Fe2 69.7(2) . . ? C43 C44 H44 126.0 . . ? C45 C44 H44 126.0 . . ? Fe2 C44 H44 126.5 . . ? C44 C45 C41 108.0 . . ? C44 C45 C46 126.3(6) . . ? C41 C45 C46 125.7(6) . . ? C44 C45 Fe2 69.6(3) . . ? C41 C45 Fe2 69.4(3) . . ? C46 C45 Fe2 128.1(5) . . ? C50 C46 C47 117.0(7) . . ? C50 C46 C45 122.9(8) . . ? C47 C46 C45 120.1(8) . . ? C46 C47 C48 117.2(8) . . ? C46 C47 H47 121.4 . . ? C48 C47 H47 121.4 . . ? N3 C48 C47 125.7(9) . . ? N3 C48 H48 117.1 . . ? C47 C48 H48 117.1 . . ? N3 C49 C50 124.2(9) . . ? N3 C49 H49 117.9 . . ? C50 C49 H49 117.9 . . ? C46 C50 C49 120.2(9) . . ? C46 C50 H50 119.9 . . ? C49 C50 H50 119.9 . . ? C55 C51 C52 108.0 . . ? C55 C51 Fe2 69.1(2) . . ? C52 C51 Fe2 69.6(2) . . ? C55 C51 H51 126.0 . . ? C52 C51 H51 126.0 . . ? Fe2 C51 H51 126.9 . . ? C53 C52 C51 108.0 . . ? C53 C52 Fe2 69.0(2) . . ? C51 C52 Fe2 69.9(2) . . ? C53 C52 H52 126.0 . . ? C51 C52 H52 126.0 . . ? Fe2 C52 H52 126.7 . . ? C54 C53 C52 108.0 . . ? C54 C53 Fe2 69.3(2) . . ? C52 C53 Fe2 70.3(3) . . ? C54 C53 H53 126.0 . . ? C52 C53 H53 126.0 . . ? Fe2 C53 H53 126.0 . . ? C53 C54 C55 108.0 . . ? C53 C54 Fe2 69.7(2) . . ? C55 C54 Fe2 70.1(2) . . ? C53 C54 H54 126.0 . . ? C55 C54 H54 126.0 . . ? Fe2 C54 H54 125.8 . . ? C54 C55 C51 108.0 . . ? C54 C55 C56 127.1(6) . . ? C51 C55 C56 124.8(6) . . ? C54 C55 Fe2 69.0(2) . . ? C51 C55 Fe2 70.3(2) . . ? C56 C55 Fe2 125.0(5) . . ? C60 C56 C57 116.3(8) . . ? C60 C56 C55 123.2(8) . . ? C57 C56 C55 120.5(8) . . ? C58 C57 C56 120.0(9) . . ? C58 C57 H57 120.0 . . ? C56 C57 H57 120.0 . . ? N4 C58 C57 123.5(9) . . ? N4 C58 H58 118.3 . . ? C57 C58 H58 118.3 . . ? N4 C59 C60 123.2(9) . . ? N4 C59 H59 118.4 . . ? C60 C59 H59 118.4 . . ? C56 C60 C59 120.0(9) . . ? C56 C60 H60 120.0 . . ? C59 C60 H60 120.0 . . ? C48 N3 C49 115.6(8) . . ? C58 N4 C59 117.0(8) . . ? O4 C1 O3 124.3(9) . . ? O4 C1 C2 122.3(9) . . ? O3 C1 C2 113.4(9) . . ? C3 C2 C1 116.9(8) . . ? C3 C2 H2A 108.1 . . ? C1 C2 H2A 108.1 . . ? C3 C2 H2B 108.1 . . ? C1 C2 H2B 108.1 . . ? H2A C2 H2B 107.3 . . ? C2 C3 C4 112.8(7) . . ? C2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? C2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 C4 C5 114.9(7) . . ? C3 C4 H4A 108.5 . . ? C5 C4 H4A 108.5 . . ? C3 C4 H4B 108.5 . . ? C5 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? C6 C5 C4 112.9(7) . . ? C6 C5 H5A 109.0 . . ? C4 C5 H5A 109.0 . . ? C6 C5 H5B 109.0 . . ? C4 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? C7 C6 C5 114.5(7) . . ? C7 C6 H6A 108.6 . . ? C5 C6 H6A 108.6 . . ? C7 C6 H6B 108.6 . . ? C5 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? C6 C7 C8 114.3(7) . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 113.8(7) . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C10 C9 C8 117.1(7) . . ? C10 C9 H9A 108.0 . . ? C8 C9 H9A 108.0 . . ? C10 C9 H9B 108.0 . . ? C8 C9 H9B 108.0 . . ? H9A C9 H9B 107.3 . . ? O1 C10 O2 123.0(8) . . ? O1 C10 C9 124.2(8) . . ? O2 C10 C9 112.8(8) . . ? C10 O2 H200 112(5) . . ? C1 O3 H300 115(8) . . ? O5 C11 O6 122.8(9) . . ? O5 C11 C12 124.7(9) . . ? O6 C11 C12 112.5(10) . . ? C13 C12 C11 117.1(8) . . ? C13 C12 H12A 108.0 . . ? C11 C12 H12A 108.0 . . ? C13 C12 H12B 108.0 . . ? C11 C12 H12B 108.0 . . ? H12A C12 H12B 107.3 . . ? C12 C13 C14 112.5(7) . . ? C12 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? C12 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C13 115.1(7) . . ? C15 C14 H14A 108.5 . . ? C13 C14 H14A 108.5 . . ? C15 C14 H14B 108.5 . . ? C13 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C14 C15 C16 114.3(7) . . ? C14 C15 H15A 108.7 . . ? C16 C15 H15A 108.7 . . ? C14 C15 H15B 108.7 . . ? C16 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? C17 C16 C15 112.7(7) . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 107.8 . . ? C18 C17 C16 116.5(7) . . ? C18 C17 H17A 108.2 . . ? C16 C17 H17A 108.2 . . ? C18 C17 H17B 108.2 . . ? C16 C17 H17B 108.2 . . ? H17A C17 H17B 107.3 . . ? C17 C18 C19 110.8(7) . . ? C17 C18 H18A 109.5 . . ? C19 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 108.1 . . ? C20 C19 C18 116.8(7) . . ? C20 C19 H19A 108.1 . . ? C18 C19 H19A 108.1 . . ? C20 C19 H19B 108.1 . . ? C18 C19 H19B 108.1 . . ? H19A C19 H19B 107.3 . . ? O8 C20 O7 124.6(8) . . ? O8 C20 C19 124.7(9) . . ? O7 C20 C19 110.7(8) . . ? C11 O6 H600 107(9) . . ? C20 O7 H700 122(8) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 20.66 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.501 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.095 # Attachment '1suberic.CIF' data_1.suberic _database_code_depnum_ccdc_archive 'CCDC 614142' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H60 Fe2 N4 O8' _chemical_formula_weight 1028.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 11.107(9) _cell_length_b 31.467(18) _cell_length_c 14.846(12) _cell_angle_alpha 90.00 _cell_angle_beta 110.33(8) _cell_angle_gamma 90.00 _cell_volume 4866(6) _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 Prism _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 0.658 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.858 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _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 15533 _diffrn_reflns_av_R_equivalents 0.2731 _diffrn_reflns_av_sigmaI/netI 0.2649 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 24.99 _reflns_number_total 7134 _reflns_number_gt 3109 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1790P)^2^+33.3118P] 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 SHELXL _refine_ls_extinction_coef 0.0012(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7134 _refine_ls_number_parameters 606 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2352 _refine_ls_R_factor_gt 0.1271 _refine_ls_wR_factor_ref 0.4224 _refine_ls_wR_factor_gt 0.3119 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.6921(2) 0.04688(6) 0.75121(15) 0.0502(7) Uani 1 1 d . . . C1 C 0.5951(7) 0.0410(3) 0.8447(7) 0.062(4) Uani 1 1 d G . . H1 H 0.5066 0.0422 0.8296 0.074 Uiso 1 1 calc R . . C2 C 0.6678(9) 0.0038(2) 0.8459(8) 0.064(4) Uani 1 1 d G . . H2 H 0.6354 -0.0236 0.8317 0.077 Uiso 1 1 calc R . . C3 C 0.7989(8) 0.0157(3) 0.8725(8) 0.063(4) Uani 1 1 d G . . H3 H 0.8673 -0.0025 0.8788 0.076 Uiso 1 1 calc R . . C4 C 0.8071(7) 0.0603(3) 0.8878(7) 0.060(4) Uani 1 1 d G . . H4 H 0.8818 0.0765 0.9059 0.072 Uiso 1 1 calc R . . C5 C 0.6811(9) 0.0759(2) 0.8706(7) 0.050(4) Uani 1 1 d G . . C6 C 0.6472(13) 0.1199(4) 0.8800(9) 0.045(3) Uani 1 1 d . . . C7 C 0.7309(14) 0.1542(5) 0.8875(10) 0.055(4) Uani 1 1 d . . . H7 H 0.8122 0.1489 0.8851 0.066 Uiso 1 1 calc R . . C8 C 0.6973(13) 0.1949(5) 0.8981(10) 0.055(4) Uani 1 1 d . . . H8 H 0.7576 0.2163 0.9054 0.066 Uiso 1 1 calc R . . C9 C 0.4997(14) 0.1732(5) 0.8930(9) 0.053(4) Uani 1 1 d . . . H9 H 0.4205 0.1798 0.8978 0.064 Uiso 1 1 calc R . . C10 C 0.5249(14) 0.1305(5) 0.8807(10) 0.055(4) Uani 1 1 d . . . H10 H 0.4625 0.1098 0.8733 0.066 Uiso 1 1 calc R . . N1 N 0.5809(12) 0.2053(4) 0.8984(8) 0.055(3) Uani 1 1 d . . . C11 C 0.5605(8) 0.0585(3) 0.6197(8) 0.070(5) Uani 1 1 d G . . H11 H 0.4730 0.0628 0.6052 0.084 Uiso 1 1 calc R . . C12 C 0.6216(11) 0.0188(2) 0.6208(8) 0.077(5) Uani 1 1 d G . . H12 H 0.5811 -0.0075 0.6072 0.092 Uiso 1 1 calc R . . C13 C 0.7554(10) 0.0262(3) 0.6464(8) 0.074(5) Uani 1 1 d G . . H13 H 0.8180 0.0057 0.6524 0.089 Uiso 1 1 calc R . . C14 C 0.7770(8) 0.0706(3) 0.6611(7) 0.054(4) Uani 1 1 d G . . H14 H 0.8562 0.0842 0.6784 0.064 Uiso 1 1 calc R . . C15 C 0.6566(10) 0.0905(2) 0.6446(8) 0.058(4) Uani 1 1 d G . . C16 C 0.6325(13) 0.1359(4) 0.6480(9) 0.043(3) Uani 1 1 d . . . C17 C 0.7238(14) 0.1663(4) 0.6491(10) 0.052(4) Uani 1 1 d . . . H17 H 0.8046 0.1578 0.6504 0.063 Uiso 1 1 calc R . . C18 C 0.6950(15) 0.2093(5) 0.6482(11) 0.061(4) Uani 1 1 d . . . H18 H 0.7564 0.2289 0.6456 0.073 Uiso 1 1 calc R . . C19 C 0.4963(14) 0.1942(5) 0.6521(10) 0.055(4) Uani 1 1 d . . . H19 H 0.4185 0.2037 0.6551 0.066 Uiso 1 1 calc R . . C20 C 0.5132(13) 0.1519(5) 0.6492(10) 0.055(4) Uani 1 1 d . . . H20 H 0.4475 0.1333 0.6479 0.066 Uiso 1 1 calc R . . N2 N 0.5825(13) 0.2239(4) 0.6510(9) 0.063(3) Uani 1 1 d . . . Fe2 Fe 0.1415(2) 0.13498(6) 0.26344(16) 0.0551(7) Uani 1 1 d . . . C21 C 0.2551(8) 0.1441(3) 0.4053(9) 0.074(5) Uani 1 1 d G . . H21 H 0.3359 0.1567 0.4284 0.088 Uiso 1 1 calc R . . C22 C 0.2294(11) 0.1003(3) 0.3855(9) 0.077(5) Uani 1 1 d G . . H22 H 0.2904 0.0790 0.3933 0.092 Uiso 1 1 calc R . . C23 C 0.0942(12) 0.0945(3) 0.3516(9) 0.084(5) Uani 1 1 d G . . H23 H 0.0511 0.0688 0.3334 0.101 Uiso 1 1 calc R . . C24 C 0.0363(8) 0.1348(4) 0.3506(9) 0.073(5) Uani 1 1 d G . . H24 H -0.0513 0.1402 0.3315 0.087 Uiso 1 1 calc R . . C25 C 0.1358(10) 0.1655(3) 0.3837(8) 0.059(4) Uani 1 1 d G . . C26 C 0.1190(13) 0.2109(4) 0.3915(10) 0.048(3) Uani 1 1 d . . . C27 C 0.0014(14) 0.2317(5) 0.3452(10) 0.058(4) Uani 1 1 d . . . H27 H -0.0706 0.2162 0.3094 0.070 Uiso 1 1 calc R . . C28 C -0.0063(17) 0.2754(5) 0.3532(11) 0.061(4) Uani 1 1 d . . . H28 H -0.0839 0.2888 0.3208 0.073 Uiso 1 1 calc R . . C29 C 0.2040(14) 0.2799(5) 0.4512(10) 0.053(4) Uani 1 1 d . . . H29 H 0.2722 0.2967 0.4883 0.064 Uiso 1 1 calc R . . C30 C 0.2199(13) 0.2364(4) 0.4449(10) 0.049(3) Uani 1 1 d . . . H30 H 0.2996 0.2243 0.4770 0.059 Uiso 1 1 calc R . . N3 N 0.0890(13) 0.2978(4) 0.4032(9) 0.059(3) Uani 1 1 d . . . C31 C 0.0190(8) 0.1492(3) 0.1292(9) 0.079(5) Uani 1 1 d G . . H31 H -0.0676 0.1559 0.1115 0.095 Uiso 1 1 calc R . . C32 C 0.0712(11) 0.1078(3) 0.1329(9) 0.086(6) Uani 1 1 d G . . H32 H 0.0247 0.0826 0.1181 0.103 Uiso 1 1 calc R . . C33 C 0.2069(11) 0.1115(3) 0.1632(9) 0.068(5) Uani 1 1 d G . . H33 H 0.2648 0.0893 0.1717 0.082 Uiso 1 1 calc R . . C34 C 0.2386(8) 0.1553(3) 0.1782(8) 0.066(5) Uani 1 1 d G . . H34 H 0.3209 0.1668 0.1983 0.080 Uiso 1 1 calc R . . C35 C 0.1225(10) 0.1786(2) 0.1572(8) 0.057(4) Uani 1 1 d G . . C36 C 0.1101(12) 0.2255(4) 0.1551(9) 0.040(3) Uani 1 1 d . . . C37 C 0.2059(13) 0.2508(5) 0.2081(10) 0.052(3) Uani 1 1 d . . . H37 H 0.2814 0.2390 0.2501 0.062 Uiso 1 1 calc R . . C38 C 0.1914(14) 0.2956(5) 0.1997(10) 0.053(4) Uani 1 1 d . . . H38 H 0.2585 0.3128 0.2363 0.063 Uiso 1 1 calc R . . C39 C -0.0087(16) 0.2886(5) 0.0895(10) 0.056(4) Uani 1 1 d . . . H39 H -0.0820 0.3011 0.0464 0.067 Uiso 1 1 calc R . . C40 C -0.0051(12) 0.2446(5) 0.0951(9) 0.047(3) Uani 1 1 d . . . H40 H -0.0759 0.2283 0.0607 0.056 Uiso 1 1 calc R . . N4 N 0.0838(13) 0.3137(4) 0.1403(9) 0.057(3) Uani 1 1 d . . . C41 C 0.8416(15) -0.0822(4) 0.3724(10) 0.050(3) Uani 1 1 d . . . C42 C 0.8656(15) -0.0352(5) 0.3945(13) 0.067(4) Uani 1 1 d . . . H42A H 0.9257 -0.0326 0.4598 0.080 Uiso 1 1 calc R . . H42B H 0.9076 -0.0238 0.3523 0.080 Uiso 1 1 calc R . . C44 C 0.7808(15) 0.0399(4) 0.3982(11) 0.057(4) Uani 1 1 d . . . H44A H 0.8460 0.0444 0.4609 0.068 Uiso 1 1 calc R . . H44B H 0.8165 0.0489 0.3503 0.068 Uiso 1 1 calc R . . C43 C 0.7515(14) -0.0075(4) 0.3854(11) 0.056(4) Uani 1 1 d . . . H43A H 0.7149 -0.0165 0.4329 0.067 Uiso 1 1 calc R . . H43B H 0.6870 -0.0121 0.3224 0.067 Uiso 1 1 calc R . . C45 C 0.6666(14) 0.0676(4) 0.3902(10) 0.053(4) Uani 1 1 d . . . H45A H 0.6323 0.0595 0.4395 0.063 Uiso 1 1 calc R . . H45B H 0.6003 0.0629 0.3282 0.063 Uiso 1 1 calc R . . C46 C 0.7000(14) 0.1146(4) 0.4006(10) 0.050(4) Uani 1 1 d . . . H46A H 0.7671 0.1193 0.4623 0.061 Uiso 1 1 calc R . . H46B H 0.7336 0.1228 0.3510 0.061 Uiso 1 1 calc R . . C47 C 0.5881(13) 0.1422(4) 0.3937(10) 0.044(3) Uani 1 1 d . . . H47A H 0.5576 0.1351 0.4456 0.053 Uiso 1 1 calc R . . H47B H 0.5193 0.1363 0.3336 0.053 Uiso 1 1 calc R . . C48 C 0.6179(16) 0.1889(5) 0.3983(11) 0.058(4) Uani 1 1 d . . . O1 O 0.9435(11) -0.1035(4) 0.3833(10) 0.084(4) Uani 1 1 d . . . H100 H 0.937(17) -0.140(6) 0.355(12) 0.101 Uiso 1 1 d . . . O2 O 0.7332(11) -0.0956(4) 0.3414(10) 0.094(4) Uani 1 1 d . . . O3 O 0.5165(10) 0.2136(3) 0.3935(8) 0.064(3) Uani 1 1 d . . . H300 H 0.555(9) 0.246(3) 0.401(6) 0.01(2) Uiso 1 1 d . . . O4 O 0.7215(10) 0.2032(3) 0.4064(9) 0.075(3) Uani 1 1 d . . . C49 C 0.8387(16) -0.0995(4) 0.1013(11) 0.057(4) Uani 1 1 d . . . C50 C 0.8578(13) -0.0517(4) 0.1099(11) 0.055(4) Uani 1 1 d . . . H50A H 0.9269 -0.0455 0.1696 0.066 Uiso 1 1 calc R . . H50B H 0.8843 -0.0419 0.0577 0.066 Uiso 1 1 calc R . . C51 C 0.7405(13) -0.0270(4) 0.1078(12) 0.056(4) Uani 1 1 d . . . H51A H 0.7109 -0.0372 0.1581 0.068 Uiso 1 1 calc R . . H51B H 0.6723 -0.0314 0.0466 0.068 Uiso 1 1 calc R . . C52 C 0.7717(14) 0.0199(4) 0.1222(11) 0.058(4) Uani 1 1 d . . . H52A H 0.8055 0.0293 0.0734 0.070 Uiso 1 1 calc R . . H52B H 0.8387 0.0239 0.1842 0.070 Uiso 1 1 calc R . . C53 C 0.6573(15) 0.0480(4) 0.1174(10) 0.056(4) Uani 1 1 d . . . H53A H 0.5902 0.0444 0.0553 0.068 Uiso 1 1 calc R . . H53B H 0.6233 0.0389 0.1663 0.068 Uiso 1 1 calc R . . C54 C 0.6933(14) 0.0946(4) 0.1324(9) 0.048(3) Uani 1 1 d . . . H54A H 0.7621 0.0978 0.1938 0.058 Uiso 1 1 calc R . . H54B H 0.7260 0.1036 0.0827 0.058 Uiso 1 1 calc R . . C55 C 0.5860(15) 0.1230(4) 0.1305(11) 0.056(4) Uani 1 1 d . . . H55A H 0.5558 0.1146 0.1818 0.067 Uiso 1 1 calc R . . H55B H 0.5158 0.1188 0.0702 0.067 Uiso 1 1 calc R . . C56 C 0.6194(15) 0.1697(4) 0.1412(10) 0.052(4) Uani 1 1 d . . . O5 O 0.9427(10) -0.1200(3) 0.1127(9) 0.078(3) Uani 1 1 d . . . H500 H 0.9207 -0.1590 0.1197 0.093 Uiso 1 1 d . . . O6 O 0.7307(11) -0.1159(4) 0.0744(10) 0.093(4) Uani 1 1 d . . . O7 O 0.7265(10) 0.1833(4) 0.1530(9) 0.079(3) Uani 1 1 d . . . O8 O 0.5238(11) 0.1949(3) 0.1431(9) 0.074(3) Uani 1 1 d . . . H800 H 0.554(15) 0.236(6) 0.162(10) 0.089 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 0.0587(13) 0.0343(11) 0.0672(14) -0.0015(10) 0.0341(11) -0.0046(10) C1 0.070(10) 0.064(10) 0.079(10) 0.002(8) 0.061(9) -0.024(8) C2 0.050(9) 0.043(9) 0.103(12) -0.009(8) 0.031(9) -0.009(7) C3 0.079(11) 0.033(8) 0.083(11) -0.005(8) 0.036(9) 0.002(8) C4 0.070(10) 0.052(9) 0.064(9) -0.012(8) 0.029(8) -0.014(8) C5 0.056(9) 0.038(8) 0.072(9) 0.006(7) 0.044(8) 0.007(7) C6 0.063(9) 0.039(7) 0.044(8) -0.001(6) 0.031(7) -0.009(7) C7 0.057(9) 0.051(9) 0.064(10) -0.013(7) 0.031(8) -0.010(8) C8 0.046(8) 0.060(10) 0.067(9) -0.014(8) 0.028(8) -0.003(7) C9 0.054(9) 0.061(10) 0.048(8) 0.001(7) 0.022(7) 0.004(8) C10 0.052(8) 0.064(10) 0.069(9) -0.009(8) 0.044(8) 0.004(7) N1 0.064(8) 0.057(8) 0.053(7) -0.005(6) 0.029(6) 0.000(7) C11 0.082(12) 0.035(9) 0.095(12) -0.008(8) 0.033(10) -0.003(8) C12 0.096(14) 0.056(11) 0.077(11) -0.015(9) 0.029(10) -0.002(10) C13 0.116(15) 0.029(8) 0.105(13) -0.029(8) 0.071(12) 0.012(9) C14 0.069(10) 0.056(9) 0.051(8) -0.012(7) 0.040(8) -0.017(8) C15 0.079(11) 0.041(8) 0.072(10) -0.012(7) 0.047(9) -0.017(8) C16 0.062(9) 0.036(7) 0.037(7) 0.006(6) 0.024(7) -0.002(7) C17 0.060(9) 0.039(8) 0.065(9) -0.006(7) 0.030(8) -0.008(7) C18 0.068(10) 0.053(10) 0.082(11) 0.001(8) 0.050(9) -0.004(8) C19 0.051(8) 0.049(9) 0.064(9) 0.005(7) 0.018(8) 0.006(8) C20 0.036(7) 0.066(10) 0.067(10) 0.013(8) 0.022(7) -0.009(7) N2 0.082(9) 0.047(8) 0.069(8) 0.007(6) 0.039(8) -0.006(7) Fe2 0.0582(13) 0.0349(11) 0.0776(15) 0.0016(10) 0.0304(12) 0.0027(10) C21 0.092(13) 0.041(9) 0.080(11) 0.007(8) 0.020(10) 0.011(9) C22 0.087(13) 0.034(9) 0.102(13) 0.019(9) 0.023(11) 0.012(9) C23 0.092(14) 0.051(11) 0.114(15) 0.006(10) 0.042(12) -0.019(10) C24 0.074(11) 0.068(11) 0.103(13) 0.002(10) 0.065(11) -0.008(9) C25 0.039(8) 0.065(10) 0.076(10) 0.013(8) 0.024(8) 0.008(8) C26 0.042(8) 0.046(9) 0.056(8) 0.009(7) 0.018(7) 0.001(7) C27 0.050(9) 0.068(11) 0.057(9) -0.003(8) 0.018(7) 0.002(8) C28 0.069(10) 0.037(8) 0.079(11) -0.007(8) 0.029(9) 0.010(8) C29 0.043(8) 0.062(10) 0.054(9) 0.001(7) 0.016(7) -0.003(7) C30 0.050(8) 0.039(8) 0.058(8) 0.002(7) 0.019(7) 0.001(7) N3 0.070(9) 0.053(8) 0.064(8) 0.001(7) 0.038(7) -0.003(7) C31 0.089(13) 0.053(10) 0.089(13) -0.015(9) 0.021(11) -0.006(10) C32 0.126(17) 0.037(9) 0.089(13) -0.014(9) 0.031(12) 0.012(10) C33 0.074(11) 0.040(9) 0.095(12) -0.015(8) 0.035(10) 0.022(8) C34 0.077(11) 0.045(9) 0.104(13) 0.024(8) 0.064(11) 0.003(8) C35 0.064(10) 0.049(9) 0.071(10) -0.006(7) 0.040(8) -0.004(8) C36 0.044(7) 0.044(8) 0.040(7) -0.001(6) 0.023(6) 0.001(6) C37 0.038(7) 0.053(9) 0.054(8) 0.005(7) 0.004(7) 0.000(7) C38 0.054(9) 0.049(9) 0.056(9) 0.005(7) 0.020(8) -0.015(7) C39 0.065(10) 0.047(9) 0.053(9) 0.010(7) 0.018(8) 0.007(8) C40 0.035(7) 0.060(9) 0.042(7) 0.006(7) 0.008(6) 0.002(7) N4 0.064(8) 0.049(8) 0.062(8) 0.011(6) 0.026(7) -0.005(7) C41 0.057(9) 0.026(7) 0.066(9) -0.007(6) 0.021(8) -0.005(7) C42 0.055(9) 0.046(9) 0.099(12) 0.003(8) 0.028(9) 0.004(8) C44 0.070(10) 0.047(9) 0.061(9) 0.011(7) 0.033(8) 0.000(8) C43 0.053(8) 0.045(9) 0.076(10) 0.007(7) 0.031(8) 0.005(7) C45 0.064(9) 0.043(8) 0.056(9) 0.005(7) 0.026(8) -0.001(7) C46 0.062(9) 0.041(8) 0.056(9) 0.003(6) 0.030(8) 0.009(7) C47 0.047(8) 0.030(7) 0.061(8) 0.005(6) 0.028(7) -0.004(6) C48 0.075(11) 0.044(9) 0.062(10) 0.007(7) 0.032(9) 0.015(8) O1 0.071(7) 0.048(7) 0.147(11) -0.010(7) 0.054(8) 0.008(6) O2 0.066(8) 0.056(7) 0.154(12) -0.035(8) 0.031(8) -0.014(6) O3 0.069(7) 0.041(6) 0.094(8) 0.003(5) 0.042(6) -0.001(5) O4 0.058(7) 0.058(7) 0.120(9) 0.010(6) 0.042(7) -0.008(6) C49 0.072(11) 0.028(7) 0.082(11) -0.003(7) 0.042(9) -0.004(8) C50 0.042(8) 0.059(9) 0.072(9) 0.008(8) 0.030(7) -0.006(7) C51 0.049(8) 0.031(8) 0.095(11) -0.010(7) 0.033(8) 0.007(7) C52 0.057(9) 0.046(9) 0.077(10) 0.004(8) 0.030(8) 0.008(7) C53 0.077(10) 0.035(8) 0.060(9) -0.003(7) 0.027(8) 0.007(7) C54 0.066(9) 0.036(8) 0.041(7) -0.002(6) 0.017(7) 0.010(7) C55 0.084(11) 0.027(7) 0.068(10) -0.004(7) 0.043(9) -0.004(7) C56 0.071(10) 0.039(8) 0.053(9) 0.005(7) 0.030(8) 0.007(8) O5 0.060(7) 0.050(6) 0.135(10) -0.002(7) 0.049(7) -0.001(6) O6 0.069(8) 0.063(8) 0.157(12) -0.028(8) 0.055(8) -0.017(7) O7 0.046(6) 0.071(8) 0.118(10) -0.009(7) 0.026(6) -0.009(6) O8 0.076(7) 0.048(6) 0.117(9) -0.008(6) 0.059(7) -0.002(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C12 2.022(10) . ? Fe1 C11 2.024(11) . ? Fe1 C13 2.025(9) . ? Fe1 C15 2.028(9) . ? Fe1 C14 2.029(9) . ? Fe1 C4 2.030(10) . ? Fe1 C3 2.031(10) . ? Fe1 C5 2.036(9) . ? Fe1 C2 2.038(10) . ? Fe1 C1 2.040(9) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 H1 0.9300 . ? C2 C3 1.4200 . ? C2 H2 0.9300 . ? C3 C4 1.4200 . ? C3 H3 0.9300 . ? C4 C5 1.4200 . ? C4 H4 0.9300 . ? C5 C6 1.453(15) . ? C6 C10 1.403(19) . ? C6 C7 1.404(18) . ? C7 C8 1.36(2) . ? C7 H7 0.9300 . ? C8 N1 1.334(17) . ? C8 H8 0.9300 . ? C9 N1 1.337(18) . ? C9 C10 1.396(19) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.4200 . ? C11 C15 1.4200 . ? C11 H11 0.9300 . ? C12 C13 1.4200 . ? C12 H12 0.9300 . ? C13 C14 1.4200 . ? C13 H13 0.9300 . ? C14 C15 1.4200 . ? C14 H14 0.9300 . ? C15 C16 1.458(14) . ? C16 C17 1.388(18) . ? C16 C20 1.423(19) . ? C17 C18 1.39(2) . ? C17 H17 0.9300 . ? C18 N2 1.346(19) . ? C18 H18 0.9300 . ? C19 N2 1.341(18) . ? C19 C20 1.35(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? Fe2 C33 2.009(10) . ? Fe2 C32 2.012(11) . ? Fe2 C24 2.022(10) . ? Fe2 C23 2.023(11) . ? Fe2 C34 2.030(10) . ? Fe2 C31 2.034(12) . ? Fe2 C35 2.045(10) . ? Fe2 C25 2.048(11) . ? Fe2 C22 2.050(11) . ? Fe2 C21 2.065(11) . ? C21 C22 1.4200 . ? C21 C25 1.4200 . ? C21 H21 0.9300 . ? C22 C23 1.4200 . ? C22 H22 0.9300 . ? C23 C24 1.4200 . ? C23 H23 0.9300 . ? C24 C25 1.4200 . ? C24 H24 0.9300 . ? C25 C26 1.451(16) . ? C26 C30 1.383(18) . ? C26 C27 1.408(19) . ? C27 C28 1.38(2) . ? C27 H27 0.9300 . ? C28 N3 1.276(18) . ? C28 H28 0.9300 . ? C29 N3 1.350(18) . ? C29 C30 1.387(19) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.4200 . ? C31 C35 1.4200 . ? C31 H31 0.9300 . ? C32 C33 1.4200 . ? C32 H32 0.9300 . ? C33 C34 1.4200 . ? C33 H33 0.9300 . ? C34 C35 1.4200 . ? C34 H34 0.9300 . ? C35 C36 1.483(15) . ? C36 C37 1.342(18) . ? C36 C40 1.415(17) . ? C37 C38 1.420(19) . ? C37 H37 0.9300 . ? C38 N4 1.342(18) . ? C38 H38 0.9300 . ? C39 N4 1.308(18) . ? C39 C40 1.385(19) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 O2 1.206(17) . ? C41 O1 1.277(17) . ? C41 C42 1.518(19) . ? C42 C43 1.505(19) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C44 C45 1.51(2) . ? C44 C43 1.525(19) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C45 C46 1.519(18) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.490(18) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.501(19) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 O4 1.202(18) . ? C48 O3 1.350(17) . ? O1 H100 1.21(19) . ? O3 H300 1.11(10) . ? C49 O6 1.238(18) . ? C49 O5 1.282(18) . ? C49 C50 1.52(2) . ? C50 C51 1.507(18) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 C52 1.516(19) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 C53 1.529(19) . ? C52 H52A 0.9700 . ? C52 H52B 0.9700 . ? C53 C54 1.517(19) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 C55 1.481(19) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.513(19) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 O7 1.219(17) . ? C56 O8 1.331(17) . ? O5 H500 1.2602 . ? O8 H800 1.33(18) . ? 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 C12 Fe1 C11 41.1(2) . . ? C12 Fe1 C13 41.07(18) . . ? C11 Fe1 C13 69.1(2) . . ? C12 Fe1 C15 69.1(2) . . ? C11 Fe1 C15 41.03(19) . . ? C13 Fe1 C15 69.1(2) . . ? C12 Fe1 C14 69.1(2) . . ? C11 Fe1 C14 69.1(2) . . ? C13 Fe1 C14 41.01(17) . . ? C15 Fe1 C14 40.98(16) . . ? C12 Fe1 C4 161.3(4) . . ? C11 Fe1 C4 156.7(4) . . ? C13 Fe1 C4 124.6(4) . . ? C15 Fe1 C4 121.5(4) . . ? C14 Fe1 C4 107.9(4) . . ? C12 Fe1 C3 123.3(4) . . ? C11 Fe1 C3 161.0(4) . . ? C13 Fe1 C3 105.9(4) . . ? C15 Fe1 C3 156.1(4) . . ? C14 Fe1 C3 120.0(4) . . ? C4 Fe1 C3 40.93(18) . . ? C12 Fe1 C5 155.5(4) . . ? C11 Fe1 C5 121.2(4) . . ? C13 Fe1 C5 162.8(4) . . ? C15 Fe1 C5 108.7(3) . . ? C14 Fe1 C5 126.3(4) . . ? C4 Fe1 C5 40.88(17) . . ? C3 Fe1 C5 68.8(2) . . ? C12 Fe1 C2 105.6(4) . . ? C11 Fe1 C2 124.2(4) . . ? C13 Fe1 C2 118.7(4) . . ? C15 Fe1 C2 162.3(4) . . ? C14 Fe1 C2 154.6(4) . . ? C4 Fe1 C2 68.8(2) . . ? C3 Fe1 C2 40.85(19) . . ? C5 Fe1 C2 68.7(2) . . ? C12 Fe1 C1 119.4(4) . . ? C11 Fe1 C1 107.3(4) . . ? C13 Fe1 C1 154.2(4) . . ? C15 Fe1 C1 126.0(4) . . ? C14 Fe1 C1 163.6(4) . . ? C4 Fe1 C1 68.7(2) . . ? C3 Fe1 C1 68.7(2) . . ? C5 Fe1 C1 40.78(16) . . ? C2 Fe1 C1 40.76(17) . . ? C2 C1 C5 108.0 . . ? C2 C1 Fe1 69.5(4) . . ? C5 C1 Fe1 69.4(4) . . ? C2 C1 H1 126.0 . . ? C5 C1 H1 126.0 . . ? Fe1 C1 H1 126.6 . . ? C3 C2 C1 108.0 . . ? C3 C2 Fe1 69.3(4) . . ? C1 C2 Fe1 69.7(4) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? Fe1 C2 H2 126.5 . . ? C2 C3 C4 108.0 . . ? C2 C3 Fe1 69.8(4) . . ? C4 C3 Fe1 69.5(4) . . ? C2 C3 H3 126.0 . . ? C4 C3 H3 126.0 . . ? Fe1 C3 H3 126.3 . . ? C5 C4 C3 108.0 . . ? C5 C4 Fe1 69.8(4) . . ? C3 C4 Fe1 69.6(4) . . ? C5 C4 H4 126.0 . . ? C3 C4 H4 126.0 . . ? Fe1 C4 H4 126.2 . . ? C4 C5 C1 108.0 . . ? C4 C5 C6 125.8(9) . . ? C1 C5 C6 126.2(9) . . ? C4 C5 Fe1 69.4(4) . . ? C1 C5 Fe1 69.8(4) . . ? C6 C5 Fe1 127.4(8) . . ? C10 C6 C7 115.6(13) . . ? C10 C6 C5 120.8(12) . . ? C7 C6 C5 123.5(12) . . ? C8 C7 C6 122.2(13) . . ? C8 C7 H7 118.9 . . ? C6 C7 H7 118.9 . . ? N1 C8 C7 122.5(14) . . ? N1 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? N1 C9 C10 124.8(13) . . ? N1 C9 H9 117.6 . . ? C10 C9 H9 117.6 . . ? C6 C10 C9 118.0(13) . . ? C6 C10 H10 121.0 . . ? C9 C10 H10 121.0 . . ? C8 N1 C9 116.8(13) . . ? C12 C11 C15 108.0 . . ? C12 C11 Fe1 69.4(4) . . ? C15 C11 Fe1 69.6(4) . . ? C12 C11 H11 126.0 . . ? C15 C11 H11 126.0 . . ? Fe1 C11 H11 126.5 . . ? C13 C12 C11 108.0 . . ? C13 C12 Fe1 69.6(4) . . ? C11 C12 Fe1 69.5(4) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? Fe1 C12 H12 126.5 . . ? C14 C13 C12 108.0 . . ? C14 C13 Fe1 69.6(3) . . ? C12 C13 Fe1 69.4(4) . . ? C14 C13 H13 126.0 . . ? C12 C13 H13 126.0 . . ? Fe1 C13 H13 126.6 . . ? C15 C14 C13 108.0 . . ? C15 C14 Fe1 69.5(4) . . ? C13 C14 Fe1 69.4(4) . . ? C15 C14 H14 126.0 . . ? C13 C14 H14 126.0 . . ? Fe1 C14 H14 126.7 . . ? C14 C15 C11 108.0 . . ? C14 C15 C16 126.9(9) . . ? C11 C15 C16 125.1(9) . . ? C14 C15 Fe1 69.5(4) . . ? C11 C15 Fe1 69.3(4) . . ? C16 C15 Fe1 128.7(7) . . ? C17 C16 C20 115.9(12) . . ? C17 C16 C15 122.2(12) . . ? C20 C16 C15 121.9(12) . . ? C16 C17 C18 120.3(14) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? N2 C18 C17 123.1(14) . . ? N2 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? N2 C19 C20 125.4(14) . . ? N2 C19 H19 117.3 . . ? C20 C19 H19 117.3 . . ? C19 C20 C16 119.3(13) . . ? C19 C20 H20 120.3 . . ? C16 C20 H20 120.3 . . ? C18 N2 C19 115.9(13) . . ? C33 Fe2 C32 41.4(2) . . ? C33 Fe2 C24 155.6(5) . . ? C32 Fe2 C24 119.9(5) . . ? C33 Fe2 C23 119.4(4) . . ? C32 Fe2 C23 104.7(4) . . ? C24 Fe2 C23 41.1(2) . . ? C33 Fe2 C34 41.17(19) . . ? C32 Fe2 C34 69.3(2) . . ? C24 Fe2 C34 161.7(5) . . ? C23 Fe2 C34 156.3(5) . . ? C33 Fe2 C31 69.3(3) . . ? C32 Fe2 C31 41.1(2) . . ? C24 Fe2 C31 106.8(4) . . ? C23 Fe2 C31 122.5(5) . . ? C34 Fe2 C31 68.9(2) . . ? C33 Fe2 C35 69.0(2) . . ? C32 Fe2 C35 69.0(3) . . ? C24 Fe2 C35 124.5(4) . . ? C23 Fe2 C35 160.2(5) . . ? C34 Fe2 C35 40.79(17) . . ? C31 Fe2 C35 40.7(2) . . ? C33 Fe2 C25 161.2(5) . . ? C32 Fe2 C25 157.0(5) . . ? C24 Fe2 C25 40.83(19) . . ? C23 Fe2 C25 68.7(2) . . ? C34 Fe2 C25 125.4(4) . . ? C31 Fe2 C25 122.6(4) . . ? C35 Fe2 C25 109.3(4) . . ? C33 Fe2 C22 106.0(4) . . ? C32 Fe2 C22 122.1(4) . . ? C24 Fe2 C22 68.7(2) . . ? C23 Fe2 C22 40.8(2) . . ? C34 Fe2 C22 121.7(4) . . ? C31 Fe2 C22 159.1(5) . . ? C35 Fe2 C22 158.3(5) . . ? C25 Fe2 C22 68.2(3) . . ? C33 Fe2 C21 123.8(4) . . ? C32 Fe2 C21 159.6(4) . . ? C24 Fe2 C21 68.4(3) . . ? C23 Fe2 C21 68.4(3) . . ? C34 Fe2 C21 108.8(4) . . ? C31 Fe2 C21 158.8(4) . . ? C35 Fe2 C21 123.8(4) . . ? C25 Fe2 C21 40.4(2) . . ? C22 Fe2 C21 40.4(2) . . ? C22 C21 C25 108.0 . . ? C22 C21 Fe2 69.2(4) . . ? C25 C21 Fe2 69.2(4) . . ? C22 C21 H21 126.0 . . ? C25 C21 H21 126.0 . . ? Fe2 C21 H21 127.2 . . ? C23 C22 C21 108.0 . . ? C23 C22 Fe2 68.6(4) . . ? C21 C22 Fe2 70.4(4) . . ? C23 C22 H22 126.0 . . ? C21 C22 H22 126.0 . . ? Fe2 C22 H22 126.6 . . ? C24 C23 C22 108.0 . . ? C24 C23 Fe2 69.4(4) . . ? C22 C23 Fe2 70.6(4) . . ? C24 C23 H23 126.0 . . ? C22 C23 H23 126.0 . . ? Fe2 C23 H23 125.5 . . ? C25 C24 C23 108.0 . . ? C25 C24 Fe2 70.6(4) . . ? C23 C24 Fe2 69.5(4) . . ? C25 C24 H24 126.0 . . ? C23 C24 H24 126.0 . . ? Fe2 C24 H24 125.5 . . ? C24 C25 C21 108.0 . . ? C24 C25 C26 126.2(9) . . ? C21 C25 C26 125.7(9) . . ? C24 C25 Fe2 68.6(4) . . ? C21 C25 Fe2 70.5(4) . . ? C26 C25 Fe2 125.1(9) . . ? C30 C26 C27 116.1(13) . . ? C30 C26 C25 121.1(12) . . ? C27 C26 C25 122.8(13) . . ? C28 C27 C26 119.6(15) . . ? C28 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? N3 C28 C27 122.5(16) . . ? N3 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? N3 C29 C30 119.7(14) . . ? N3 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C26 C30 C29 121.0(14) . . ? C26 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? C28 N3 C29 121.2(14) . . ? C32 C31 C35 108.0 . . ? C32 C31 Fe2 68.6(4) . . ? C35 C31 Fe2 70.0(4) . . ? C32 C31 H31 126.0 . . ? C35 C31 H31 126.0 . . ? Fe2 C31 H31 126.9 . . ? C31 C32 C33 108.0 . . ? C31 C32 Fe2 70.3(4) . . ? C33 C32 Fe2 69.2(4) . . ? C31 C32 H32 126.0 . . ? C33 C32 H32 126.0 . . ? Fe2 C32 H32 126.1 . . ? C34 C33 C32 108.0 . . ? C34 C33 Fe2 70.2(4) . . ? C32 C33 Fe2 69.4(4) . . ? C34 C33 H33 126.0 . . ? C32 C33 H33 126.0 . . ? Fe2 C33 H33 125.9 . . ? C33 C34 C35 108.0 . . ? C33 C34 Fe2 68.6(4) . . ? C35 C34 Fe2 70.2(4) . . ? C33 C34 H34 126.0 . . ? C35 C34 H34 126.0 . . ? Fe2 C34 H34 126.7 . . ? C34 C35 C31 108.0 . . ? C34 C35 C36 126.0(9) . . ? C31 C35 C36 125.7(9) . . ? C34 C35 Fe2 69.0(4) . . ? C31 C35 Fe2 69.2(4) . . ? C36 C35 Fe2 131.9(8) . . ? C37 C36 C40 118.5(13) . . ? C37 C36 C35 121.9(12) . . ? C40 C36 C35 119.6(12) . . ? C36 C37 C38 119.6(13) . . ? C36 C37 H37 120.2 . . ? C38 C37 H37 120.2 . . ? N4 C38 C37 121.9(13) . . ? N4 C38 H38 119.0 . . ? C37 C38 H38 119.0 . . ? N4 C39 C40 124.6(14) . . ? N4 C39 H39 117.7 . . ? C40 C39 H39 117.7 . . ? C39 C40 C36 117.6(13) . . ? C39 C40 H40 121.2 . . ? C36 C40 H40 121.2 . . ? C39 N4 C38 117.6(13) . . ? O2 C41 O1 126.0(13) . . ? O2 C41 C42 120.1(14) . . ? O1 C41 C42 113.7(13) . . ? C43 C42 C41 117.7(13) . . ? C43 C42 H42A 107.9 . . ? C41 C42 H42A 107.9 . . ? C43 C42 H42B 107.9 . . ? C41 C42 H42B 107.9 . . ? H42A C42 H42B 107.2 . . ? C45 C44 C43 114.8(13) . . ? C45 C44 H44A 108.6 . . ? C43 C44 H44A 108.6 . . ? C45 C44 H44B 108.6 . . ? C43 C44 H44B 108.6 . . ? H44A C44 H44B 107.5 . . ? C42 C43 C44 114.7(13) . . ? C42 C43 H43A 108.6 . . ? C44 C43 H43A 108.6 . . ? C42 C43 H43B 108.6 . . ? C44 C43 H43B 108.6 . . ? H43A C43 H43B 107.6 . . ? C44 C45 C46 112.8(12) . . ? C44 C45 H45A 109.0 . . ? C46 C45 H45A 109.0 . . ? C44 C45 H45B 109.0 . . ? C46 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? C47 C46 C45 113.1(12) . . ? C47 C46 H46A 109.0 . . ? C45 C46 H46A 109.0 . . ? C47 C46 H46B 109.0 . . ? C45 C46 H46B 109.0 . . ? H46A C46 H46B 107.8 . . ? C46 C47 C48 113.7(12) . . ? C46 C47 H47A 108.8 . . ? C48 C47 H47A 108.8 . . ? C46 C47 H47B 108.8 . . ? C48 C47 H47B 108.8 . . ? H47A C47 H47B 107.7 . . ? O4 C48 O3 122.8(14) . . ? O4 C48 C47 123.9(13) . . ? O3 C48 C47 113.3(14) . . ? C41 O1 H100 120(9) . . ? C48 O3 H300 104(5) . . ? O6 C49 O5 124.2(13) . . ? O6 C49 C50 122.0(15) . . ? O5 C49 C50 113.3(14) . . ? C51 C50 C49 114.5(12) . . ? C51 C50 H50A 108.6 . . ? C49 C50 H50A 108.6 . . ? C51 C50 H50B 108.6 . . ? C49 C50 H50B 108.6 . . ? H50A C50 H50B 107.6 . . ? C50 C51 C52 110.2(12) . . ? C50 C51 H51A 109.6 . . ? C52 C51 H51A 109.6 . . ? C50 C51 H51B 109.6 . . ? C52 C51 H51B 109.6 . . ? H51A C51 H51B 108.1 . . ? C51 C52 C53 114.2(12) . . ? C51 C52 H52A 108.7 . . ? C53 C52 H52A 108.7 . . ? C51 C52 H52B 108.7 . . ? C53 C52 H52B 108.7 . . ? H52A C52 H52B 107.6 . . ? C54 C53 C52 112.3(13) . . ? C54 C53 H53A 109.2 . . ? C52 C53 H53A 109.2 . . ? C54 C53 H53B 109.2 . . ? C52 C53 H53B 109.2 . . ? H53A C53 H53B 107.9 . . ? C55 C54 C53 114.2(12) . . ? C55 C54 H54A 108.7 . . ? C53 C54 H54A 108.7 . . ? C55 C54 H54B 108.7 . . ? C53 C54 H54B 108.7 . . ? H54A C54 H54B 107.6 . . ? C54 C55 C56 114.7(13) . . ? C54 C55 H55A 108.6 . . ? C56 C55 H55A 108.6 . . ? C54 C55 H55B 108.6 . . ? C56 C55 H55B 108.6 . . ? H55A C55 H55B 107.6 . . ? O7 C56 O8 122.4(13) . . ? O7 C56 C55 123.2(13) . . ? O8 C56 C55 114.3(13) . . ? C49 O5 H500 108.0 . . ? C56 O8 H800 115(7) . . ? _diffrn_measured_fraction_theta_max 0.834 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.834 _refine_diff_density_max 1.255 _refine_diff_density_min -0.996 _refine_diff_density_rms 0.127