# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_rk6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H57 Fe N9 O3, 2(Cl O4), C2 H3 N' _chemical_formula_sum 'C62 H60 Cl2 Fe N10 O11' _chemical_formula_weight 1247.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 16.98920(7) _cell_length_b 17.17527(6) _cell_length_c 19.71472(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5752.64(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 43638 _cell_measurement_theta_min 3.41 _cell_measurement_theta_max 70.73 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2600 _exptl_absorpt_coefficient_mu 3.558 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of 41 sets of exposures with different \f angles for the crystal; each 5 s low angle and 20 s high angle exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. One of the CLO4 counter ions was modelled as disordered over two positions by rotation about the CL10-O11 bond. It refined to an occupancy of 67:33 major:minor. DFIX and SIMU restraints were used to give the diordered components reasonable bond lengths angles and thermal parameters. The Flack parameter refined to Flack x: 0.0004(19) and the Hooft y: 0.0009(7) (Olex2) ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 73209 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 70.86 _reflns_number_total 11019 _reflns_number_gt 10856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+1.5503P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 3952 Friedel pairs' _refine_ls_abs_structure_Flack 0.0004(19) _chemical_absolute_configuration rmad _refine_ls_number_reflns 11019 _refine_ls_number_parameters 804 _refine_ls_number_restraints 69 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0784 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.467590(15) -0.005225(14) 0.464221(12) 0.00985(6) Uani 1 1 d . . . N1 N 0.53243(9) 0.07783(8) 0.42332(7) 0.0122(3) Uani 1 1 d . . . C1 C 0.60876(11) 0.09289(10) 0.43433(8) 0.0133(3) Uani 1 1 d . . . H1 H 0.6364 0.0637 0.4676 0.016 Uiso 1 1 calc R . . C2 C 0.64862(11) 0.15033(10) 0.39812(9) 0.0149(3) Uani 1 1 d . . . C3 C 0.60859(11) 0.19416(10) 0.34952(9) 0.0173(3) Uani 1 1 d . . . H3 H 0.6348 0.2336 0.3244 0.021 Uiso 1 1 calc R . . C4 C 0.52983(11) 0.17864(10) 0.33907(9) 0.0166(3) Uani 1 1 d . . . H4 H 0.5008 0.2077 0.3066 0.020 Uiso 1 1 calc R . . C5 C 0.49326(11) 0.12024(10) 0.37636(8) 0.0138(3) Uani 1 1 d . . . C6 C 0.41162(11) 0.09782(10) 0.36777(9) 0.0152(3) Uani 1 1 d . . . H6 H 0.3780 0.1243 0.3370 0.018 Uiso 1 1 calc R . . N2 N 0.38693(9) 0.04051(8) 0.40375(7) 0.0139(3) Uani 1 1 d . . . C7 C 0.30362(10) 0.01452(10) 0.39727(9) 0.0173(3) Uani 1 1 d . . . H7 H 0.3035 -0.0435 0.4013 0.021 Uiso 1 1 calc R . . C8 C 0.26607(12) 0.03470(12) 0.32893(10) 0.0240(4) Uani 1 1 d . . . H8A H 0.2987 0.0139 0.2921 0.036 Uiso 1 1 calc R . . H8B H 0.2622 0.0914 0.3244 0.036 Uiso 1 1 calc R . . H8C H 0.2133 0.0117 0.3265 0.036 Uiso 1 1 calc R . . C9 C 0.25394(10) 0.04601(11) 0.45521(10) 0.0180(4) Uani 1 1 d . . . C10 C 0.26036(12) 0.12281(11) 0.47743(10) 0.0218(4) Uani 1 1 d . . . H10 H 0.2979 0.1565 0.4572 0.026 Uiso 1 1 calc R . . C11 C 0.21212(13) 0.15025(12) 0.52900(12) 0.0275(4) Uani 1 1 d . . . H11 H 0.2171 0.2027 0.5438 0.033 Uiso 1 1 calc R . . C12 C 0.15689(14) 0.10217(14) 0.55904(12) 0.0334(5) Uani 1 1 d . . . H12 H 0.1242 0.1213 0.5944 0.040 Uiso 1 1 calc R . . C13 C 0.14977(14) 0.02584(13) 0.53702(13) 0.0331(5) Uani 1 1 d . . . H13 H 0.1122 -0.0077 0.5574 0.040 Uiso 1 1 calc R . . C14 C 0.19756(12) -0.00153(12) 0.48511(11) 0.0248(4) Uani 1 1 d . . . H14 H 0.1916 -0.0536 0.4698 0.030 Uiso 1 1 calc R . . O1 O 0.72682(8) 0.16549(7) 0.40546(7) 0.0187(3) Uani 1 1 d . . . C15 C 0.76851(11) 0.13111(11) 0.46114(10) 0.0199(4) Uani 1 1 d . . . H15A H 0.7341 0.1318 0.5017 0.024 Uiso 1 1 calc R . . H15B H 0.8152 0.1635 0.4714 0.024 Uiso 1 1 calc R . . C16 C 0.79518(11) 0.04841(11) 0.44862(10) 0.0190(4) Uani 1 1 d . . . C17 C 0.77602(11) 0.00830(11) 0.39056(10) 0.0208(4) Uani 1 1 d . . . H17 H 0.7445 0.0316 0.3563 0.025 Uiso 1 1 calc R . . C18 C 0.80399(14) -0.06706(12) 0.38357(11) 0.0271(4) Uani 1 1 d . . . H18 H 0.7907 -0.0969 0.3447 0.032 Uiso 1 1 calc R . . C19 C 0.85129(14) -0.09839(12) 0.43342(12) 0.0317(5) Uani 1 1 d . . . H19 H 0.8723 -0.1494 0.4290 0.038 Uiso 1 1 calc R . . C20 C 0.86725(14) -0.05357(14) 0.49013(12) 0.0319(5) Uani 1 1 d . . . H20 H 0.8995 -0.0752 0.5247 0.038 Uiso 1 1 calc R . . N3 N 0.83937(11) 0.01908(11) 0.49871(9) 0.0276(4) Uani 1 1 d . . . N4 N 0.43096(8) 0.06177(8) 0.53964(7) 0.0132(3) Uani 1 1 d . . . C21 C 0.45066(11) 0.13530(10) 0.55202(9) 0.0155(3) Uani 1 1 d . . . H21 H 0.4871 0.1605 0.5228 0.019 Uiso 1 1 calc R . . N5 N 0.39559(9) -0.07976(8) 0.50905(7) 0.0134(3) Uani 1 1 d . . . C22 C 0.41922(11) 0.17682(10) 0.60689(9) 0.0173(3) Uani 1 1 d . . . C23 C 0.36529(12) 0.14131(11) 0.64982(10) 0.0205(4) Uani 1 1 d . . . H23 H 0.3434 0.1684 0.6874 0.025 Uiso 1 1 calc R . . C24 C 0.34450(11) 0.06470(11) 0.63582(10) 0.0194(4) Uani 1 1 d . . . H24 H 0.3074 0.0386 0.6639 0.023 Uiso 1 1 calc R . . C25 C 0.37774(11) 0.02623(10) 0.58106(9) 0.0162(3) Uani 1 1 d . . . C26 C 0.36018(11) -0.05325(10) 0.56166(9) 0.0160(3) Uani 1 1 d . . . H26 H 0.3241 -0.0843 0.5867 0.019 Uiso 1 1 calc R . . C27 C 0.38495(11) -0.16246(10) 0.48899(9) 0.0157(3) Uani 1 1 d . . . H27 H 0.3894 -0.1650 0.4385 0.019 Uiso 1 1 calc R . . C28 C 0.30515(11) -0.19729(11) 0.50825(10) 0.0211(4) Uani 1 1 d . . . H28A H 0.2629 -0.1652 0.4891 0.032 Uiso 1 1 calc R . . H28B H 0.3002 -0.1987 0.5578 0.032 Uiso 1 1 calc R . . H28C H 0.3012 -0.2503 0.4902 0.032 Uiso 1 1 calc R . . C29 C 0.45072(10) -0.21202(10) 0.51822(9) 0.0162(3) Uani 1 1 d . . . C30 C 0.47569(12) -0.20421(10) 0.58508(9) 0.0190(3) Uani 1 1 d . . . H30 H 0.4520 -0.1660 0.6134 0.023 Uiso 1 1 calc R . . C31 C 0.53462(13) -0.25141(11) 0.61087(10) 0.0247(4) Uani 1 1 d . . . H31 H 0.5512 -0.2453 0.6566 0.030 Uiso 1 1 calc R . . C32 C 0.56954(13) -0.30758(11) 0.57014(11) 0.0267(4) Uani 1 1 d . . . H32 H 0.6103 -0.3396 0.5878 0.032 Uiso 1 1 calc R . . C33 C 0.54470(13) -0.31673(11) 0.50367(11) 0.0256(4) Uani 1 1 d . . . H33 H 0.5679 -0.3556 0.4758 0.031 Uiso 1 1 calc R . . C34 C 0.48569(11) -0.26905(10) 0.47775(10) 0.0200(4) Uani 1 1 d . . . H34 H 0.4690 -0.2754 0.4321 0.024 Uiso 1 1 calc R . . O2 O 0.44547(8) 0.25107(7) 0.61257(7) 0.0214(3) Uani 1 1 d . . . C35 C 0.42324(12) 0.29352(11) 0.67263(10) 0.0214(4) Uani 1 1 d . . . H35A H 0.4355 0.2627 0.7137 0.026 Uiso 1 1 calc R . . H35B H 0.3661 0.3047 0.6721 0.026 Uiso 1 1 calc R . . C36 C 0.46966(12) 0.36841(11) 0.67249(10) 0.0223(4) Uani 1 1 d . . . C37 C 0.47968(13) 0.41192(12) 0.61375(12) 0.0288(4) Uani 1 1 d . . . H37 H 0.4592 0.3941 0.5717 0.035 Uiso 1 1 calc R . . C38 C 0.52012(13) 0.48175(13) 0.61762(14) 0.0349(5) Uani 1 1 d . . . H38 H 0.5264 0.5135 0.5785 0.042 Uiso 1 1 calc R . . C39 C 0.55116(13) 0.50456(13) 0.67933(15) 0.0382(5) Uani 1 1 d . . . H39 H 0.5791 0.5522 0.6836 0.046 Uiso 1 1 calc R . . C40 C 0.54066(16) 0.45686(15) 0.73397(14) 0.0413(6) Uani 1 1 d . . . H40 H 0.5636 0.4720 0.7759 0.050 Uiso 1 1 calc R . . N8 N 0.50697(9) -0.07992(8) 0.39511(7) 0.0127(3) Uani 1 1 d . . . C41 C 0.58532(11) -0.02371(10) 0.57518(9) 0.0156(3) Uani 1 1 d . . . H41 H 0.5571 0.0149 0.5996 0.019 Uiso 1 1 calc R . . N6 N 0.49979(12) 0.38974(11) 0.73210(10) 0.0327(4) Uani 1 1 d . . . N7 N 0.55822(9) -0.04753(8) 0.51498(7) 0.0127(3) Uani 1 1 d . . . C42 C 0.65418(12) -0.05436(11) 0.60298(10) 0.0206(4) Uani 1 1 d . . . C43 C 0.69370(12) -0.11414(11) 0.56947(10) 0.0228(4) Uani 1 1 d . . . H43 H 0.7393 -0.1374 0.5887 0.027 Uiso 1 1 calc R . . C44 C 0.66484(11) -0.13876(11) 0.50752(10) 0.0191(4) Uani 1 1 d . . . H44 H 0.6905 -0.1793 0.4833 0.023 Uiso 1 1 calc R . . C45 C 0.59788(10) -0.10349(10) 0.48113(9) 0.0147(3) Uani 1 1 d . . . C46 C 0.56659(11) -0.12012(10) 0.41443(9) 0.0151(3) Uani 1 1 d . . . H46 H 0.5891 -0.1590 0.3862 0.018 Uiso 1 1 calc R . . C47 C 0.47820(10) -0.08873(10) 0.32404(9) 0.0155(3) Uani 1 1 d . . . H47 H 0.4201 -0.0796 0.3244 0.019 Uiso 1 1 calc R . . C48 C 0.49244(11) -0.16956(11) 0.29336(9) 0.0196(4) Uani 1 1 d . . . H48A H 0.4685 -0.2093 0.3225 0.029 Uiso 1 1 calc R . . H48B H 0.5492 -0.1790 0.2899 0.029 Uiso 1 1 calc R . . H48C H 0.4687 -0.1720 0.2481 0.029 Uiso 1 1 calc R . . C49 C 0.51511(11) -0.02700(10) 0.27868(9) 0.0163(3) Uani 1 1 d . . . C50 C 0.59515(11) -0.00835(11) 0.28269(9) 0.0183(3) Uani 1 1 d . . . H50 H 0.6272 -0.0328 0.3159 0.022 Uiso 1 1 calc R . . C51 C 0.62823(13) 0.04566(12) 0.23854(10) 0.0245(4) Uani 1 1 d . . . H51 H 0.6827 0.0578 0.2418 0.029 Uiso 1 1 calc R . . C52 C 0.58226(14) 0.08187(12) 0.18987(10) 0.0290(4) Uani 1 1 d . . . H52 H 0.6048 0.1192 0.1601 0.035 Uiso 1 1 calc R . . C53 C 0.50322(15) 0.06327(13) 0.18483(11) 0.0311(5) Uani 1 1 d . . . H53 H 0.4715 0.0876 0.1513 0.037 Uiso 1 1 calc R . . C54 C 0.47003(13) 0.00903(12) 0.22881(9) 0.0242(4) Uani 1 1 d . . . H54 H 0.4158 -0.0036 0.2247 0.029 Uiso 1 1 calc R . . O3 O 0.68695(10) -0.02815(9) 0.66137(7) 0.0306(3) Uani 1 1 d . . . C55 C 0.63979(15) 0.01863(14) 0.70471(11) 0.0334(5) Uani 1 1 d . . . H55A H 0.6589 0.0122 0.7518 0.040 Uiso 1 1 calc R . . H55B H 0.5851 -0.0011 0.7031 0.040 Uiso 1 1 calc R . . C56 C 0.63875(13) 0.10493(13) 0.68801(11) 0.0292(4) Uani 1 1 d . . . C57 C 0.60990(16) 0.15504(16) 0.73762(13) 0.0401(6) Uani 1 1 d . . . H57 H 0.5906 0.1352 0.7794 0.048 Uiso 1 1 calc R . . C58 C 0.60987(16) 0.23367(17) 0.72505(14) 0.0438(6) Uani 1 1 d . . . H58 H 0.5911 0.2692 0.7582 0.053 Uiso 1 1 calc R . . C59 C 0.63755(14) 0.26028(14) 0.66335(16) 0.0406(6) Uani 1 1 d . . . H59 H 0.6399 0.3144 0.6536 0.049 Uiso 1 1 calc R . . C60 C 0.66147(16) 0.20588(15) 0.61668(15) 0.0413(6) Uani 1 1 d . . . H60 H 0.6778 0.2240 0.5734 0.050 Uiso 1 1 calc R . . N9 N 0.66335(13) 0.12861(11) 0.62801(11) 0.0376(5) Uani 1 1 d . . . N10 N 0.40217(16) 0.27037(12) 0.44040(12) 0.0466(6) Uani 1 1 d . . . C61 C 0.38534(16) 0.31592(13) 0.40100(12) 0.0363(6) Uani 1 1 d . . . C62 C 0.36339(17) 0.37381(16) 0.35128(14) 0.0429(6) Uani 1 1 d . . . H62A H 0.3413 0.3480 0.3113 0.064 Uiso 1 1 calc R . . H62B H 0.4100 0.4038 0.3380 0.064 Uiso 1 1 calc R . . H62C H 0.3240 0.4089 0.3708 0.064 Uiso 1 1 calc R . . Cl10 Cl 0.76481(3) 0.70468(3) 0.69845(2) 0.02418(10) Uani 1 1 d DU . . O11 O 0.80472(10) 0.66450(10) 0.75225(8) 0.0337(3) Uani 1 1 d DU A . O12 O 0.8111(6) 0.7173(6) 0.6476(4) 0.0441(18) Uani 0.331(7) 1 d PU A 1 O13 O 0.7413(5) 0.7747(4) 0.7355(3) 0.0390(15) Uani 0.331(7) 1 d PU A 1 O14 O 0.6968(4) 0.6595(4) 0.6870(4) 0.0450(17) Uani 0.331(7) 1 d PU A 1 O12A O 0.8219(2) 0.7489(2) 0.6567(2) 0.0353(8) Uani 0.669(7) 1 d PDU A 2 O13A O 0.7050(3) 0.7563(2) 0.7187(2) 0.0440(10) Uani 0.669(7) 1 d PDU A 2 O14A O 0.7313(2) 0.64734(16) 0.6519(2) 0.0441(9) Uani 0.669(7) 1 d PDU A 2 Cl20 Cl 0.69606(3) 0.70342(3) 0.31642(2) 0.02728(11) Uani 1 1 d . . . O21 O 0.71778(14) 0.78110(13) 0.33295(14) 0.0672(7) Uani 1 1 d . . . O22 O 0.64330(16) 0.6816(2) 0.36787(14) 0.0929(11) Uani 1 1 d . . . O23 O 0.65730(12) 0.70275(11) 0.25239(9) 0.0464(5) Uani 1 1 d . . . O24 O 0.76463(13) 0.65641(13) 0.31429(10) 0.0531(5) 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 0.01184(12) 0.00871(11) 0.00899(12) 0.00015(9) 0.00042(9) -0.00025(9) N1 0.0156(7) 0.0103(6) 0.0107(6) -0.0008(5) 0.0019(6) 0.0011(5) C1 0.0169(8) 0.0108(7) 0.0121(7) -0.0002(6) -0.0006(6) 0.0007(6) C2 0.0167(8) 0.0110(7) 0.0172(8) -0.0023(6) 0.0008(7) -0.0002(6) C3 0.0223(9) 0.0121(8) 0.0174(8) 0.0027(6) 0.0028(7) -0.0012(7) C4 0.0220(9) 0.0128(7) 0.0150(8) 0.0048(6) 0.0015(7) 0.0026(7) C5 0.0189(8) 0.0110(7) 0.0116(8) -0.0014(6) 0.0020(6) 0.0042(6) C6 0.0169(8) 0.0149(8) 0.0138(8) -0.0005(6) 0.0000(6) 0.0045(7) N2 0.0142(7) 0.0140(7) 0.0134(7) -0.0017(5) 0.0004(5) 0.0023(5) C7 0.0147(8) 0.0175(8) 0.0196(9) -0.0003(7) -0.0016(7) 0.0004(7) C8 0.0168(9) 0.0334(10) 0.0218(9) 0.0008(8) -0.0045(7) 0.0014(8) C9 0.0137(8) 0.0195(8) 0.0207(9) 0.0015(7) -0.0007(7) 0.0031(7) C10 0.0198(9) 0.0169(8) 0.0286(10) 0.0034(7) 0.0012(8) 0.0007(7) C11 0.0284(10) 0.0169(9) 0.0373(12) -0.0034(8) 0.0054(9) 0.0021(7) C12 0.0331(12) 0.0311(11) 0.0362(12) -0.0080(9) 0.0151(10) 0.0022(9) C13 0.0279(11) 0.0279(10) 0.0433(13) -0.0040(9) 0.0159(10) -0.0072(8) C14 0.0223(9) 0.0206(9) 0.0317(10) -0.0043(8) 0.0060(8) -0.0038(8) O1 0.0148(6) 0.0165(6) 0.0247(7) 0.0033(5) -0.0002(5) -0.0029(5) C15 0.0191(9) 0.0194(9) 0.0213(9) -0.0004(7) -0.0027(7) -0.0012(7) C16 0.0153(8) 0.0190(9) 0.0227(9) 0.0014(7) 0.0024(7) -0.0008(7) C17 0.0213(9) 0.0197(9) 0.0214(9) 0.0013(7) 0.0006(7) 0.0001(7) C18 0.0338(11) 0.0221(10) 0.0253(10) -0.0015(8) 0.0073(9) -0.0031(8) C19 0.0357(12) 0.0197(10) 0.0397(12) 0.0096(9) 0.0140(10) 0.0073(9) C20 0.0333(11) 0.0355(11) 0.0269(10) 0.0135(9) 0.0024(9) 0.0072(9) N3 0.0277(9) 0.0319(9) 0.0232(8) 0.0047(7) -0.0009(7) 0.0006(7) N4 0.0147(7) 0.0128(6) 0.0121(7) 0.0012(5) 0.0002(6) 0.0005(5) C21 0.0182(9) 0.0125(8) 0.0157(8) 0.0006(6) 0.0012(7) 0.0000(6) N5 0.0152(7) 0.0121(7) 0.0129(7) 0.0019(5) -0.0011(5) -0.0013(5) C22 0.0214(9) 0.0135(8) 0.0170(8) -0.0008(7) -0.0005(7) -0.0004(7) C23 0.0251(10) 0.0212(9) 0.0153(8) -0.0038(7) 0.0052(7) 0.0014(7) C24 0.0218(9) 0.0204(9) 0.0160(8) 0.0008(7) 0.0060(7) -0.0014(7) C25 0.0195(9) 0.0153(8) 0.0137(8) 0.0024(6) -0.0002(7) -0.0012(7) C26 0.0183(8) 0.0149(8) 0.0150(8) 0.0015(6) 0.0015(7) -0.0006(7) C27 0.0205(9) 0.0122(8) 0.0142(8) -0.0014(6) 0.0021(7) -0.0039(7) C28 0.0215(9) 0.0166(8) 0.0252(9) -0.0008(7) 0.0012(8) -0.0066(7) C29 0.0180(8) 0.0105(7) 0.0201(8) 0.0026(6) 0.0036(7) -0.0057(6) C30 0.0251(9) 0.0131(7) 0.0188(8) 0.0010(7) 0.0022(7) -0.0031(7) C31 0.0317(10) 0.0200(9) 0.0224(9) 0.0052(7) -0.0062(8) -0.0027(8) C32 0.0263(10) 0.0189(9) 0.0350(11) 0.0081(8) -0.0026(8) 0.0033(8) C33 0.0307(11) 0.0152(8) 0.0309(10) -0.0003(7) 0.0046(9) 0.0014(8) C34 0.0261(10) 0.0139(8) 0.0200(9) 0.0000(7) 0.0026(7) -0.0024(7) O2 0.0293(7) 0.0144(6) 0.0204(6) -0.0064(5) 0.0079(5) -0.0039(5) C35 0.0258(10) 0.0178(8) 0.0207(9) -0.0069(7) 0.0053(7) -0.0001(8) C36 0.0182(9) 0.0186(8) 0.0300(10) -0.0074(7) 0.0021(8) 0.0014(7) C37 0.0250(10) 0.0245(10) 0.0368(11) 0.0005(8) -0.0029(9) 0.0016(8) C38 0.0244(11) 0.0232(10) 0.0572(15) 0.0063(10) 0.0036(10) 0.0008(8) C39 0.0234(10) 0.0237(10) 0.0675(16) -0.0132(11) 0.0073(10) -0.0066(8) C40 0.0379(13) 0.0384(13) 0.0475(14) -0.0220(11) 0.0028(11) -0.0090(11) N8 0.0132(7) 0.0128(6) 0.0123(7) -0.0005(5) 0.0014(5) -0.0017(5) C41 0.0197(9) 0.0131(8) 0.0141(8) 0.0006(6) -0.0007(7) -0.0026(6) N6 0.0350(10) 0.0312(9) 0.0320(10) -0.0145(8) 0.0035(8) -0.0064(8) N7 0.0153(7) 0.0103(6) 0.0127(7) 0.0024(5) 0.0007(5) -0.0029(5) C42 0.0242(9) 0.0192(9) 0.0185(9) 0.0039(7) -0.0065(7) -0.0046(7) C43 0.0208(9) 0.0216(9) 0.0261(10) 0.0046(8) -0.0058(8) 0.0023(7) C44 0.0200(9) 0.0155(8) 0.0218(9) 0.0023(7) -0.0020(7) 0.0009(7) C45 0.0156(8) 0.0106(7) 0.0179(8) 0.0016(6) 0.0016(7) -0.0024(6) C46 0.0165(8) 0.0117(8) 0.0171(8) 0.0001(6) 0.0017(7) -0.0007(6) C47 0.0147(8) 0.0189(8) 0.0128(8) -0.0048(6) -0.0002(6) 0.0006(7) C48 0.0233(9) 0.0184(8) 0.0171(8) -0.0053(7) -0.0008(7) -0.0021(7) C49 0.0208(9) 0.0172(8) 0.0108(7) -0.0042(6) 0.0008(7) 0.0023(7) C50 0.0213(9) 0.0186(8) 0.0151(8) -0.0012(7) 0.0019(7) 0.0009(7) C51 0.0276(10) 0.0263(10) 0.0197(9) -0.0019(8) 0.0064(8) -0.0014(8) C52 0.0436(13) 0.0265(10) 0.0168(9) 0.0033(8) 0.0056(9) -0.0021(9) C53 0.0435(13) 0.0348(11) 0.0151(9) 0.0052(8) -0.0035(9) 0.0058(10) C54 0.0270(10) 0.0307(10) 0.0150(8) -0.0003(7) -0.0035(7) 0.0033(9) O3 0.0368(8) 0.0313(8) 0.0235(7) -0.0015(6) -0.0154(6) 0.0014(6) C55 0.0470(13) 0.0386(12) 0.0145(9) -0.0015(8) -0.0094(9) -0.0028(10) C56 0.0261(10) 0.0355(11) 0.0261(10) -0.0057(9) -0.0105(8) -0.0029(9) C57 0.0405(13) 0.0503(15) 0.0294(12) -0.0037(10) -0.0084(10) 0.0140(11) C58 0.0424(14) 0.0479(14) 0.0411(14) -0.0169(12) -0.0098(11) 0.0156(12) C59 0.0284(12) 0.0277(11) 0.0658(18) -0.0107(11) 0.0003(11) -0.0007(9) C60 0.0437(14) 0.0287(11) 0.0515(15) -0.0017(11) 0.0160(12) -0.0056(10) N9 0.0440(12) 0.0271(10) 0.0415(12) -0.0061(8) 0.0070(9) -0.0069(8) N10 0.0688(16) 0.0280(10) 0.0432(12) 0.0056(9) 0.0223(11) 0.0169(10) C61 0.0480(14) 0.0268(11) 0.0341(12) 0.0003(10) 0.0223(11) 0.0061(10) C62 0.0504(15) 0.0415(13) 0.0367(13) 0.0082(11) 0.0166(12) 0.0063(12) Cl10 0.0201(2) 0.0238(2) 0.0286(2) -0.00434(18) 0.00147(18) 0.00162(18) O11 0.0329(8) 0.0410(9) 0.0273(8) 0.0012(7) -0.0026(7) -0.0044(7) O12 0.041(4) 0.065(5) 0.026(3) 0.006(3) 0.021(3) 0.015(4) O13 0.037(3) 0.045(3) 0.036(3) -0.010(2) -0.006(2) 0.011(3) O14 0.039(3) 0.050(3) 0.046(3) 0.004(3) -0.023(3) -0.014(2) O12A 0.0298(15) 0.041(2) 0.0346(17) 0.0104(16) 0.0057(12) -0.0046(15) O13A 0.049(2) 0.0408(17) 0.0424(18) 0.0066(13) 0.0241(16) 0.0214(16) O14A 0.0531(19) 0.0305(13) 0.0487(19) -0.0067(12) -0.0214(16) -0.0013(13) Cl20 0.0256(2) 0.0367(3) 0.0195(2) -0.01156(19) -0.00156(18) -0.0051(2) O21 0.0574(13) 0.0493(12) 0.0948(18) -0.0415(12) -0.0158(12) -0.0006(10) O22 0.0585(15) 0.167(3) 0.0533(14) 0.0089(17) 0.0127(12) -0.0344(18) O23 0.0574(11) 0.0489(10) 0.0329(9) -0.0200(8) -0.0214(8) 0.0198(9) O24 0.0652(13) 0.0607(12) 0.0334(9) -0.0095(9) -0.0133(9) 0.0301(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 1.9745(14) . ? Fe1 N7 1.9748(15) . ? Fe1 N2 1.9788(15) . ? Fe1 N5 1.9789(15) . ? Fe1 N4 1.9804(15) . ? Fe1 N8 1.9874(14) . ? N1 C1 1.340(2) . ? N1 C5 1.353(2) . ? C1 C2 1.393(2) . ? C1 H1 0.9500 . ? C2 O1 1.362(2) . ? C2 C3 1.395(3) . ? C3 C4 1.380(3) . ? C3 H3 0.9500 . ? C4 C5 1.390(2) . ? C4 H4 0.9500 . ? C5 C6 1.449(3) . ? C6 N2 1.284(2) . ? C6 H6 0.9500 . ? N2 C7 1.490(2) . ? C7 C9 1.520(3) . ? C7 C8 1.530(3) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.390(3) . ? C9 C10 1.394(3) . ? C10 C11 1.388(3) . ? C10 H10 0.9500 . ? C11 C12 1.383(3) . ? C11 H11 0.9500 . ? C12 C13 1.386(3) . ? C12 H12 0.9500 . ? C13 C14 1.388(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? O1 C15 1.434(2) . ? C15 C16 1.511(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N3 1.339(3) . ? C16 C17 1.375(3) . ? C17 C18 1.386(3) . ? C17 H17 0.9500 . ? C18 C19 1.379(3) . ? C18 H18 0.9500 . ? C19 C20 1.384(4) . ? C19 H19 0.9500 . ? C20 N3 1.345(3) . ? C20 H20 0.9500 . ? N4 C21 1.329(2) . ? N4 C25 1.363(2) . ? C21 C22 1.401(3) . ? C21 H21 0.9500 . ? N5 C26 1.283(2) . ? N5 C27 1.486(2) . ? C22 O2 1.356(2) . ? C22 C23 1.389(3) . ? C23 C24 1.390(3) . ? C23 H23 0.9500 . ? C24 C25 1.386(3) . ? C24 H24 0.9500 . ? C25 C26 1.449(2) . ? C26 H26 0.9500 . ? C27 C29 1.518(3) . ? C27 C28 1.530(2) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.391(3) . ? C29 C34 1.396(3) . ? C30 C31 1.385(3) . ? C30 H30 0.9500 . ? C31 C32 1.388(3) . ? C31 H31 0.9500 . ? C32 C33 1.386(3) . ? C32 H32 0.9500 . ? C33 C34 1.392(3) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? O2 C35 1.441(2) . ? C35 C36 1.509(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 N6 1.333(3) . ? C36 C37 1.389(3) . ? C37 C38 1.384(3) . ? C37 H37 0.9500 . ? C38 C39 1.383(4) . ? C38 H38 0.9500 . ? C39 C40 1.365(4) . ? C39 H39 0.9500 . ? C40 N6 1.346(3) . ? C40 H40 0.9500 . ? N8 C46 1.284(2) . ? N8 C47 1.492(2) . ? C41 N7 1.337(2) . ? C41 C42 1.395(3) . ? C41 H41 0.9500 . ? N7 C45 1.350(2) . ? C42 O3 1.356(2) . ? C42 C43 1.393(3) . ? C43 C44 1.382(3) . ? C43 H43 0.9500 . ? C44 C45 1.390(3) . ? C44 H44 0.9500 . ? C45 C46 1.447(2) . ? C46 H46 0.9500 . ? C47 C49 1.522(2) . ? C47 C48 1.534(2) . ? C47 H47 1.0000 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C54 1.391(3) . ? C49 C50 1.399(3) . ? C50 C51 1.391(3) . ? C50 H50 0.9500 . ? C51 C52 1.385(3) . ? C51 H51 0.9500 . ? C52 C53 1.384(4) . ? C52 H52 0.9500 . ? C53 C54 1.392(3) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? O3 C55 1.421(3) . ? C55 C56 1.518(3) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 N9 1.319(3) . ? C56 C57 1.392(3) . ? C57 C58 1.373(4) . ? C57 H57 0.9500 . ? C58 C59 1.382(4) . ? C58 H58 0.9500 . ? C59 C60 1.373(4) . ? C59 H59 0.9500 . ? C60 N9 1.346(3) . ? C60 H60 0.9500 . ? N10 C61 1.139(3) . ? C61 C62 1.445(4) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? Cl10 O12 1.292(8) . ? Cl10 O13A 1.407(3) . ? Cl10 O14 1.411(6) . ? Cl10 O11 1.4358(17) . ? Cl10 O14A 1.462(3) . ? Cl10 O13 1.463(6) . ? Cl10 O12A 1.481(4) . ? Cl20 O22 1.405(3) . ? Cl20 O24 1.418(2) . ? Cl20 O21 1.422(2) . ? Cl20 O23 1.4237(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 N1 Fe1 N7 92.17(6) . . ? N1 Fe1 N2 81.58(6) . . ? N7 Fe1 N2 172.39(6) . . ? N1 Fe1 N5 174.05(6) . . ? N7 Fe1 N5 91.01(6) . . ? N2 Fe1 N5 95.61(6) . . ? N1 Fe1 N4 93.57(6) . . ? N7 Fe1 N4 94.50(6) . . ? N2 Fe1 N4 90.23(6) . . ? N5 Fe1 N4 81.16(6) . . ? N1 Fe1 N8 89.92(6) . . ? N7 Fe1 N8 81.22(6) . . ? N2 Fe1 N8 94.38(6) . . ? N5 Fe1 N8 95.55(6) . . ? N4 Fe1 N8 174.59(6) . . ? C1 N1 C5 118.88(15) . . ? C1 N1 Fe1 127.82(12) . . ? C5 N1 Fe1 113.20(12) . . ? N1 C1 C2 121.60(16) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? O1 C2 C1 123.72(16) . . ? O1 C2 C3 116.44(16) . . ? C1 C2 C3 119.80(16) . . ? C4 C3 C2 118.10(16) . . ? C4 C3 H3 121.0 . . ? C2 C3 H3 121.0 . . ? C3 C4 C5 119.59(16) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 122.03(17) . . ? N1 C5 C6 114.06(15) . . ? C4 C5 C6 123.89(16) . . ? N2 C6 C5 116.86(16) . . ? N2 C6 H6 121.6 . . ? C5 C6 H6 121.6 . . ? C6 N2 C7 119.52(15) . . ? C6 N2 Fe1 114.27(12) . . ? C7 N2 Fe1 126.21(11) . . ? N2 C7 C9 110.88(14) . . ? N2 C7 C8 113.81(15) . . ? C9 C7 C8 110.46(15) . . ? N2 C7 H7 107.1 . . ? C9 C7 H7 107.1 . . ? C8 C7 H7 107.1 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 118.46(18) . . ? C14 C9 C7 119.50(17) . . ? C10 C9 C7 121.96(17) . . ? C11 C10 C9 120.34(18) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C12 C11 C10 120.75(19) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 119.3(2) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C14 120.0(2) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C13 C14 C9 121.12(19) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? C2 O1 C15 118.99(14) . . ? O1 C15 C16 114.21(16) . . ? O1 C15 H15A 108.7 . . ? C16 C15 H15A 108.7 . . ? O1 C15 H15B 108.7 . . ? C16 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? N3 C16 C17 123.93(18) . . ? N3 C16 C15 113.66(17) . . ? C17 C16 C15 122.41(17) . . ? C16 C17 C18 118.00(18) . . ? C16 C17 H17 121.0 . . ? C18 C17 H17 121.0 . . ? C19 C18 C17 119.6(2) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C20 118.2(2) . . ? C18 C19 H19 120.9 . . ? C20 C19 H19 120.9 . . ? N3 C20 C19 123.3(2) . . ? N3 C20 H20 118.4 . . ? C19 C20 H20 118.4 . . ? C16 N3 C20 116.98(19) . . ? C21 N4 C25 118.86(15) . . ? C21 N4 Fe1 127.65(12) . . ? C25 N4 Fe1 113.47(11) . . ? N4 C21 C22 121.96(16) . . ? N4 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C26 N5 C27 119.85(15) . . ? C26 N5 Fe1 114.93(12) . . ? C27 N5 Fe1 125.09(11) . . ? O2 C22 C23 125.45(17) . . ? O2 C22 C21 114.65(16) . . ? C23 C22 C21 119.90(16) . . ? C22 C23 C24 117.54(17) . . ? C22 C23 H23 121.2 . . ? C24 C23 H23 121.2 . . ? C25 C24 C23 120.15(17) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? N4 C25 C24 121.58(16) . . ? N4 C25 C26 113.61(16) . . ? C24 C25 C26 124.81(17) . . ? N5 C26 C25 116.83(16) . . ? N5 C26 H26 121.6 . . ? C25 C26 H26 121.6 . . ? N5 C27 C29 110.21(14) . . ? N5 C27 C28 114.56(15) . . ? C29 C27 C28 109.80(14) . . ? N5 C27 H27 107.3 . . ? C29 C27 H27 107.3 . . ? C28 C27 H27 107.3 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 C34 118.64(17) . . ? C30 C29 C27 122.00(16) . . ? C34 C29 C27 119.32(16) . . ? C31 C30 C29 120.78(18) . . ? C31 C30 H30 119.6 . . ? C29 C30 H30 119.6 . . ? C30 C31 C32 120.22(19) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C33 C32 C31 119.72(19) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C34 119.99(18) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C29 120.64(18) . . ? C33 C34 H34 119.7 . . ? C29 C34 H34 119.7 . . ? C22 O2 C35 117.24(15) . . ? O2 C35 C36 107.03(15) . . ? O2 C35 H35A 110.3 . . ? C36 C35 H35A 110.3 . . ? O2 C35 H35B 110.3 . . ? C36 C35 H35B 110.3 . . ? H35A C35 H35B 108.6 . . ? N6 C36 C37 122.69(19) . . ? N6 C36 C35 115.69(18) . . ? C37 C36 C35 121.63(18) . . ? C38 C37 C36 118.8(2) . . ? C38 C37 H37 120.6 . . ? C36 C37 H37 120.6 . . ? C39 C38 C37 118.9(2) . . ? C39 C38 H38 120.6 . . ? C37 C38 H38 120.6 . . ? C40 C39 C38 118.3(2) . . ? C40 C39 H39 120.8 . . ? C38 C39 H39 120.8 . . ? N6 C40 C39 124.0(2) . . ? N6 C40 H40 118.0 . . ? C39 C40 H40 118.0 . . ? C46 N8 C47 118.87(15) . . ? C46 N8 Fe1 114.17(12) . . ? C47 N8 Fe1 126.81(11) . . ? N7 C41 C42 121.46(17) . . ? N7 C41 H41 119.3 . . ? C42 C41 H41 119.3 . . ? C36 N6 C40 117.2(2) . . ? C41 N7 C45 118.99(15) . . ? C41 N7 Fe1 127.27(12) . . ? C45 N7 Fe1 113.61(12) . . ? O3 C42 C43 116.71(18) . . ? O3 C42 C41 123.55(18) . . ? C43 C42 C41 119.73(17) . . ? C44 C43 C42 118.26(18) . . ? C44 C43 H43 120.9 . . ? C42 C43 H43 120.9 . . ? C43 C44 C45 119.19(18) . . ? C43 C44 H44 120.4 . . ? C45 C44 H44 120.4 . . ? N7 C45 C44 122.26(16) . . ? N7 C45 C46 113.98(15) . . ? C44 C45 C46 123.70(16) . . ? N8 C46 C45 116.96(16) . . ? N8 C46 H46 121.5 . . ? C45 C46 H46 121.5 . . ? N8 C47 C49 110.26(14) . . ? N8 C47 C48 114.24(14) . . ? C49 C47 C48 109.49(14) . . ? N8 C47 H47 107.5 . . ? C49 C47 H47 107.5 . . ? C48 C47 H47 107.5 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C54 C49 C50 118.22(17) . . ? C54 C49 C47 119.88(17) . . ? C50 C49 C47 121.78(16) . . ? C51 C50 C49 120.68(18) . . ? C51 C50 H50 119.7 . . ? C49 C50 H50 119.7 . . ? C52 C51 C50 120.3(2) . . ? C52 C51 H51 119.8 . . ? C50 C51 H51 119.8 . . ? C53 C52 C51 119.6(2) . . ? C53 C52 H52 120.2 . . ? C51 C52 H52 120.2 . . ? C52 C53 C54 120.2(2) . . ? C52 C53 H53 119.9 . . ? C54 C53 H53 119.9 . . ? C49 C54 C53 121.0(2) . . ? C49 C54 H54 119.5 . . ? C53 C54 H54 119.5 . . ? C42 O3 C55 117.83(17) . . ? O3 C55 C56 115.36(19) . . ? O3 C55 H55A 108.4 . . ? C56 C55 H55A 108.4 . . ? O3 C55 H55B 108.4 . . ? C56 C55 H55B 108.4 . . ? H55A C55 H55B 107.5 . . ? N9 C56 C57 123.4(2) . . ? N9 C56 C55 119.5(2) . . ? C57 C56 C55 117.1(2) . . ? C58 C57 C56 118.8(3) . . ? C58 C57 H57 120.6 . . ? C56 C57 H57 120.6 . . ? C57 C58 C59 118.9(2) . . ? C57 C58 H58 120.5 . . ? C59 C58 H58 120.5 . . ? C60 C59 C58 117.7(2) . . ? C60 C59 H59 121.1 . . ? C58 C59 H59 121.1 . . ? N9 C60 C59 124.5(3) . . ? N9 C60 H60 117.7 . . ? C59 C60 H60 117.7 . . ? C56 N9 C60 116.5(2) . . ? N10 C61 C62 179.5(3) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? O12 Cl10 O13A 123.7(4) . . ? O12 Cl10 O14 117.8(5) . . ? O13A Cl10 O14 78.5(4) . . ? O12 Cl10 O11 111.4(4) . . ? O13A Cl10 O11 115.77(18) . . ? O14 Cl10 O11 103.9(3) . . ? O12 Cl10 O14A 82.1(5) . . ? O13A Cl10 O14A 108.7(2) . . ? O14 Cl10 O14A 37.7(3) . . ? O11 Cl10 O14A 108.92(13) . . ? O12 Cl10 O13 114.6(5) . . ? O13A Cl10 O13 31.0(2) . . ? O14 Cl10 O13 108.0(4) . . ? O11 Cl10 O13 98.9(3) . . ? O14A Cl10 O13 139.6(3) . . ? O12 Cl10 O12A 23.8(4) . . ? O13A Cl10 O12A 107.9(2) . . ? O14 Cl10 O12A 136.9(3) . . ? O11 Cl10 O12A 110.36(18) . . ? O14A Cl10 O12A 104.6(2) . . ? O13 Cl10 O12A 92.0(3) . . ? O22 Cl20 O24 113.17(19) . . ? O22 Cl20 O21 104.5(2) . . ? O24 Cl20 O21 109.13(14) . . ? O22 Cl20 O23 110.05(15) . . ? O24 Cl20 O23 110.44(11) . . ? O21 Cl20 O23 109.32(14) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C21 H21 N10 0.95 2.88 3.302(3) 108.3 . C10 H10 N10 0.95 2.66 3.572(3) 161.5 . C15 H15A N9 0.99 2.77 3.744(3) 169.4 . C6 H6 O23 0.95 2.30 3.199(2) 158.1 4_645 C26 H26 O24 0.95 2.52 3.428(3) 159.4 3_456 C46 H46 O21 0.95 2.63 3.472(3) 147.4 1_545 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 70.86 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.327 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.048 _database_code_depnum_ccdc_archive 'CCDC 947140' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mw3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H69 Cu Fe N15 O3, 2.67(Cl O4), 0.33(I3)' _chemical_formula_sum 'C72 H69 Cl2.67 Cu Fe I N15 O13.68' _chemical_formula_weight 1703.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting cubic _symmetry_space_group_name_H-M P2(1)3 _symmetry_space_group_name_Hall 'P 2ac 2ab 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'z, x, y' 'y, z, x' '-y+1/2, -z, x+1/2' 'z+1/2, -x+1/2, -y' '-y, z+1/2, -x+1/2' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y+1/2, -z+1/2, -x' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 20.5043(4) _cell_length_b 20.5043(4) _cell_length_c 20.5043(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8620.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5357 _cell_measurement_theta_min 3.73 _cell_measurement_theta_max 70.56 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3475 _exptl_absorpt_coefficient_mu 5.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.61 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of seven sets of exposures with different \f angles for the crystal; each 30s at low angles and 120s at high angles exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 times the equivalent isotropic displacement parameter of the atom to which they are attached. Cl10 -O12 has the Cl sitting on a three fold axis and the oxygens were modelled as disordered over two positions sitting on the three fold axis with O11 and O11A lying on the three fold axis.Their occupancy refined to 68:32 major:minor. DFIX/SIMU restraints were used to give the minor component oxygens appropriate bond lengths, angles and thermal parameters around the three fold axis. The perchlorate Cl20-O22 also had Cl20 and O21 on a three fold axis. Cl30-O34 was on a general position but was modelled as sharing the same position with a molecule of triiodide. I1 of the triiodide lies on a three fold axis. SIMU/DFIX restraints were used to give the thermal parameters of Cl30-O34 chemically reasonable values and bond lengths and angles. The occupancy of perchlorate Cl30-O34 was fixed at 10.2222 (2/9ths) and the occupancy of the triiodide I1-I3 was fixed at 10.1111 (1/9th) which gave reasonable thermal parameters and charge balance for fours Fe+2 and four Cu+1. The Fe and Cu ions of the helix lie on a three fold axis. The unit cell has four Fe+2 and four Cu+1 which is balanced by 10.66 perchlorates and 1.33 triiodides (there are two full occupied ClO4s on three fold axis and one ClO4 on a general position refined at a 2/9ths occupancy modelled as disordered with a triiodide at 1/9th occupancy. So a third of the time its a triiodide and two thirds of the time its a perchlorate). The benzyl group of the triazole was also modelled as disordered over two positions. The disorder was traced back to the benzyl carbon C18/C18A. Several SIMU restraints were used to give the disordered atoms reasonable thermal parameters. The ratio refined to 74:26 major:minor. Some of the minor components were refined isotropically. The Flack parameter was refined with the Twin/BASF instructions to give a value of 0.012(11). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 18683 _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 70.68 _reflns_number_total 5470 _reflns_number_gt 4035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 2492 Friedel pairs' _refine_ls_abs_structure_Flack 0.012(11) _chemical_absolute_configuration rmad _refine_ls_number_reflns 5470 _refine_ls_number_parameters 386 _refine_ls_number_restraints 97 _refine_ls_R_factor_all 0.1125 _refine_ls_R_factor_gt 0.0876 _refine_ls_wR_factor_ref 0.2242 _refine_ls_wR_factor_gt 0.2093 _refine_ls_goodness_of_fit_ref 1.369 _refine_ls_restrained_S_all 1.381 _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 0.33976(4) 0.16024(4) 0.83976(4) 0.0456(3) Uani 1 3 d S . . Cu1 Cu 0.16684(6) 0.33316(6) 0.66684(6) 0.0832(6) Uani 1 3 d S . . N1 N 0.4350(2) 0.1590(2) 0.8324(2) 0.0495(10) Uani 1 1 d . . . C1 C 0.4788(3) 0.1572(3) 0.8799(3) 0.0590(14) Uani 1 1 d . . . H1 H 0.4637 0.1531 0.9235 0.071 Uiso 1 1 calc R . . C2 C 0.5449(3) 0.1610(3) 0.8697(3) 0.0572(14) Uani 1 1 d . . . H2 H 0.5746 0.1595 0.9052 0.069 Uiso 1 1 calc R . . C3 C 0.5675(3) 0.1670(3) 0.8048(3) 0.0601(15) Uani 1 1 d . . . H3 H 0.6128 0.1706 0.7958 0.072 Uiso 1 1 calc R . . C4 C 0.5234(3) 0.1675(3) 0.7560(3) 0.0576(14) Uani 1 1 d . . . H4 H 0.5374 0.1711 0.7120 0.069 Uiso 1 1 calc R . . C5 C 0.4572(3) 0.1626(3) 0.7703(3) 0.0532(13) Uani 1 1 d . . . C6 C 0.4060(3) 0.1607(3) 0.7218(3) 0.0541(13) Uani 1 1 d . . . H6 H 0.4155 0.1611 0.6764 0.065 Uiso 1 1 calc R . . N2 N 0.3467(2) 0.1583(2) 0.7434(2) 0.0523(10) Uani 1 1 d . . . C7 C 0.2912(3) 0.1484(3) 0.6974(3) 0.0564(14) Uani 1 1 d . . . H7 H 0.2513 0.1683 0.7172 0.068 Uiso 1 1 calc R . . C8 C 0.2786(3) 0.0755(3) 0.6879(3) 0.0603(15) Uani 1 1 d . . . C9 C 0.3283(3) 0.0299(3) 0.6783(3) 0.0606(15) Uani 1 1 d . . . H9 H 0.3726 0.0435 0.6771 0.073 Uiso 1 1 calc R . . C10 C 0.3125(4) -0.0362(4) 0.6707(3) 0.0728(19) Uani 1 1 d . . . H10 H 0.3467 -0.0668 0.6644 0.087 Uiso 1 1 calc R . . C11 C 0.2505(5) -0.0578(4) 0.6719(4) 0.081(2) Uani 1 1 d . . . H11 H 0.2412 -0.1030 0.6673 0.097 Uiso 1 1 calc R . . C12 C 0.1994(5) -0.0119(4) 0.6802(4) 0.084(2) Uani 1 1 d . . . H12 H 0.1552 -0.0259 0.6795 0.101 Uiso 1 1 calc R . . C13 C 0.2144(4) 0.0535(4) 0.6893(3) 0.0710(18) Uani 1 1 d . . . H13 H 0.1802 0.0838 0.6967 0.085 Uiso 1 1 calc R . . C14 C 0.3016(4) 0.1787(3) 0.6312(3) 0.0679(17) Uani 1 1 d . . . H14A H 0.3425 0.1622 0.6115 0.082 Uiso 1 1 calc R . . H14B H 0.2649 0.1677 0.6018 0.082 Uiso 1 1 calc R . . O1 O 0.3052(2) 0.2471(2) 0.6404(2) 0.0676(12) Uani 1 1 d . . . C15 C 0.3026(5) 0.2826(4) 0.5799(4) 0.078(2) Uani 1 1 d . . . H15A H 0.2641 0.2692 0.5541 0.094 Uiso 1 1 calc R . . H15B H 0.3424 0.2745 0.5538 0.094 Uiso 1 1 calc R . . C16 C 0.2980(4) 0.3515(4) 0.5978(4) 0.081(2) Uani 1 1 d . . . N3 N 0.2457(4) 0.3776(3) 0.6302(4) 0.0867(19) Uani 1 1 d . . . N4 N 0.2551(4) 0.4403(4) 0.6421(4) 0.100(2) Uani 1 1 d . A . N5 N 0.3131(5) 0.4534(4) 0.6142(4) 0.104(2) Uani 1 1 d D . . C17 C 0.3418(6) 0.4037(4) 0.5889(5) 0.097(3) Uani 1 1 d . A . H17 H 0.3835 0.4024 0.5687 0.116 Uiso 1 1 calc R . . C18 C 0.3431(14) 0.5208(7) 0.6268(13) 0.116(9) Uani 0.77(4) 1 d P A 1 H18A H 0.3757 0.5311 0.5927 0.139 Uiso 0.77(4) 1 calc PR A 1 H18B H 0.3087 0.5547 0.6258 0.139 Uiso 0.77(4) 1 calc PR A 1 C19 C 0.3729(9) 0.5194(8) 0.6883(9) 0.129(5) Uani 0.77(4) 1 d PGU A 1 C20 C 0.4342(9) 0.4919(7) 0.6978(8) 0.127(5) Uani 0.77(4) 1 d PGU A 1 H20 H 0.4575 0.4744 0.6618 0.152 Uiso 0.77(4) 1 calc PR A 1 C21 C 0.4614(9) 0.4901(7) 0.7599(10) 0.129(5) Uani 0.77(4) 1 d PGU A 1 H21 H 0.5032 0.4713 0.7663 0.154 Uiso 0.77(4) 1 calc PR A 1 C22 C 0.4272(12) 0.5157(7) 0.8125(8) 0.137(5) Uani 0.77(4) 1 d PGU A 1 H22 H 0.4458 0.5144 0.8550 0.164 Uiso 0.77(4) 1 calc PR A 1 C23 C 0.3660(11) 0.5431(6) 0.8031(10) 0.137(5) Uani 0.77(4) 1 d PGU A 1 H23 H 0.3426 0.5606 0.8391 0.164 Uiso 0.77(4) 1 calc PR A 1 C24 C 0.3388(9) 0.5450(7) 0.7410(11) 0.132(5) Uani 0.77(4) 1 d PGU A 1 H24 H 0.2969 0.5637 0.7346 0.158 Uiso 0.77(4) 1 calc PR A 1 C18A C 0.337(5) 0.513(3) 0.639(5) 0.12(3) Uiso 0.23(4) 1 d PD A 2 H18C H 0.2983 0.5410 0.6458 0.145 Uiso 0.23(4) 1 calc PR A 2 H18D H 0.3626 0.5329 0.6038 0.145 Uiso 0.23(4) 1 calc PR A 2 C19A C 0.3787(12) 0.5205(17) 0.7017(9) 0.049(9) Uiso 0.23(4) 1 d PG A 2 C20A C 0.4406(12) 0.4928(17) 0.7017(10) 0.048(10) Uiso 0.23(4) 1 d PG A 2 H20A H 0.4592 0.4775 0.6621 0.058 Uiso 0.23(4) 1 calc PR A 2 C21A C 0.4753(10) 0.4874(16) 0.7597(12) 0.060(10) Uiso 0.23(4) 1 d PG A 2 H21A H 0.5176 0.4685 0.7597 0.072 Uiso 0.23(4) 1 calc PR A 2 C22A C 0.4482(11) 0.5098(14) 0.8177(10) 0.045(9) Uiso 0.23(4) 1 d PG A 2 H22A H 0.4719 0.5061 0.8573 0.054 Uiso 0.23(4) 1 calc PR A 2 C23A C 0.3863(11) 0.5375(13) 0.8176(9) 0.046(9) Uiso 0.23(4) 1 d PG A 2 H23A H 0.3677 0.5528 0.8573 0.056 Uiso 0.23(4) 1 calc PR A 2 C24A C 0.3516(10) 0.5429(16) 0.7597(11) 0.066(11) Uiso 0.23(4) 1 d PG A 2 H24A H 0.3093 0.5618 0.7597 0.079 Uiso 0.23(4) 1 calc PR A 2 Cl10 Cl 0.49357(9) 0.49357(9) 0.49357(9) 0.0743(8) Uani 1 3 d SD . . O11 O 0.5322(5) 0.5322(5) 0.5322(5) 0.147(7) Uani 0.680(17) 3 d SPU B 1 O12 O 0.4321(6) 0.5261(8) 0.4877(7) 0.140(4) Uani 0.680(17) 1 d PU B 1 O11A O 0.4544(5) 0.4544(5) 0.4544(5) 0.136(8) Uiso 0.320(17) 3 d SPDU B 2 O12A O 0.4637(11) 0.5545(11) 0.5023(15) 0.144(6) Uiso 0.320(17) 1 d PDU B 2 Cl20 Cl 0.25135(19) 0.75135(19) 0.74865(19) 0.1179(13) Uani 1 3 d S . . O21 O 0.2915(5) 0.7915(5) 0.7085(5) 0.143(5) Uani 1 3 d S . . O22 O 0.2541(7) 0.6927(5) 0.7180(8) 0.212(7) Uani 1 1 d . . . Cl30 Cl 0.1751(4) 0.5473(3) 0.4975(3) 0.0719(18) Uani 0.22 1 d PDU C 1 O31 O 0.1747(11) 0.5780(9) 0.5572(7) 0.085(5) Uani 0.22 1 d PDU C 1 O32 O 0.1730(13) 0.4808(7) 0.5093(11) 0.099(5) Uani 0.22 1 d PDU C 1 O33 O 0.1203(9) 0.5658(12) 0.4658(11) 0.084(6) Uani 0.22 1 d PDU C 1 O34 O 0.2283(10) 0.5617(12) 0.4644(11) 0.083(6) Uani 0.22 1 d PDU C 1 I1 I -0.04032(10) 0.54032(10) 0.45968(10) 0.1369(15) Uani 0.33 3 d SP D 2 I2 I 0.1002(3) 0.5439(2) 0.4757(3) 0.0735(13) Uani 0.11 1 d P D 2 I3 I 0.2397(3) 0.5387(3) 0.4800(3) 0.0840(17) Uani 0.11 1 d P D 2 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 0.0456(3) 0.0456(3) 0.0456(3) -0.0038(4) 0.0038(4) -0.0038(4) Cu1 0.0832(6) 0.0832(6) 0.0832(6) 0.0040(6) -0.0040(6) 0.0040(6) N1 0.049(2) 0.049(2) 0.050(2) -0.002(2) 0.002(2) -0.006(2) C1 0.059(3) 0.051(3) 0.067(4) -0.008(3) -0.004(3) -0.004(3) C2 0.047(3) 0.053(3) 0.072(4) -0.006(3) 0.002(3) -0.007(3) C3 0.057(3) 0.043(3) 0.080(4) -0.009(3) 0.004(3) -0.007(3) C4 0.062(4) 0.048(3) 0.063(3) -0.003(3) 0.012(3) -0.009(3) C5 0.056(3) 0.047(3) 0.057(3) -0.006(3) 0.019(2) -0.006(3) C6 0.057(3) 0.053(3) 0.053(3) -0.001(3) 0.006(2) -0.001(3) N2 0.056(3) 0.043(2) 0.057(3) -0.004(2) 0.000(2) -0.005(2) C7 0.061(3) 0.065(4) 0.043(3) 0.001(3) -0.001(2) -0.003(3) C8 0.065(4) 0.069(4) 0.047(3) -0.005(3) -0.005(3) -0.016(3) C9 0.071(4) 0.062(4) 0.049(3) -0.015(3) -0.001(3) 0.000(3) C10 0.102(6) 0.065(4) 0.052(3) -0.015(3) -0.019(3) 0.006(4) C11 0.118(7) 0.065(4) 0.060(4) -0.008(3) -0.022(4) -0.017(4) C12 0.096(6) 0.089(6) 0.066(4) -0.011(4) -0.018(4) -0.024(5) C13 0.086(5) 0.069(4) 0.058(4) -0.001(3) -0.013(3) -0.005(4) C14 0.077(4) 0.071(4) 0.056(4) -0.001(3) -0.010(3) -0.002(3) O1 0.077(3) 0.069(3) 0.057(2) 0.006(2) 0.000(2) -0.006(2) C15 0.096(5) 0.083(5) 0.056(4) 0.016(3) -0.005(4) -0.001(4) C16 0.090(5) 0.086(5) 0.068(4) 0.025(4) 0.006(4) -0.005(4) N3 0.099(5) 0.069(4) 0.093(5) 0.021(3) -0.007(4) -0.003(3) N4 0.106(6) 0.082(5) 0.110(6) 0.019(4) 0.008(5) 0.008(4) N5 0.125(7) 0.077(5) 0.110(6) 0.036(4) -0.003(5) -0.012(4) C17 0.115(7) 0.071(5) 0.104(6) 0.032(5) 0.011(6) 0.009(5) C18 0.128(15) 0.057(7) 0.163(19) 0.041(9) 0.023(12) -0.003(7) C19 0.164(11) 0.057(6) 0.165(10) 0.013(7) 0.056(9) -0.035(6) C20 0.162(11) 0.054(5) 0.164(10) 0.014(6) 0.043(9) -0.029(6) C21 0.162(11) 0.061(6) 0.162(10) 0.016(6) 0.043(9) -0.033(6) C22 0.165(11) 0.081(6) 0.165(10) 0.021(6) 0.044(9) -0.031(7) C23 0.165(11) 0.078(6) 0.167(10) 0.013(7) 0.056(9) -0.025(7) C24 0.162(10) 0.065(6) 0.168(10) 0.009(7) 0.057(9) -0.036(6) Cl10 0.0743(8) 0.0743(8) 0.0743(8) -0.0012(8) -0.0012(8) -0.0012(8) O11 0.147(7) 0.147(7) 0.147(7) -0.043(5) -0.043(5) -0.043(5) O12 0.089(6) 0.182(9) 0.149(8) 0.060(7) -0.021(6) 0.029(6) Cl20 0.1179(13) 0.1179(13) 0.1179(13) -0.0070(18) -0.0070(18) 0.0070(18) O21 0.143(5) 0.143(5) 0.143(5) -0.003(6) -0.003(6) 0.003(6) O22 0.205(12) 0.114(7) 0.316(19) -0.009(8) 0.080(11) -0.046(7) Cl30 0.101(6) 0.057(4) 0.058(4) 0.001(3) -0.001(3) 0.012(3) O31 0.094(10) 0.071(9) 0.091(10) 0.010(8) -0.013(9) 0.029(9) O32 0.132(12) 0.089(10) 0.077(10) 0.000(9) -0.018(10) 0.022(10) O33 0.118(12) 0.070(11) 0.064(10) -0.013(9) 0.006(10) -0.011(10) O34 0.118(12) 0.071(11) 0.059(10) -0.008(9) -0.013(10) -0.016(10) I1 0.1369(15) 0.1369(15) 0.1369(15) 0.0333(12) -0.0333(12) 0.0333(12) I2 0.095(3) 0.046(2) 0.079(3) 0.0180(18) -0.033(2) -0.0171(19) I3 0.100(3) 0.064(3) 0.088(3) 0.024(2) -0.044(3) -0.011(2) _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 N1 1.958(4) . ? Fe1 N1 1.958(4) 4_565 ? Fe1 N1 1.958(4) 5_456 ? Fe1 N2 1.982(5) 4_565 ? Fe1 N2 1.982(5) . ? Fe1 N2 1.982(5) 5_456 ? Cu1 N3 2.002(8) 5_456 ? Cu1 N3 2.002(8) . ? Cu1 N3 2.002(7) 4_565 ? N1 C1 1.326(8) . ? N1 C5 1.354(7) . ? C1 C2 1.372(9) . ? C1 H1 0.9500 . ? C2 C3 1.414(9) . ? C2 H2 0.9500 . ? C3 C4 1.349(9) . ? C3 H3 0.9500 . ? C4 C5 1.391(8) . ? C4 H4 0.9500 . ? C5 C6 1.447(9) . ? C6 N2 1.295(8) . ? C6 H6 0.9500 . ? N2 C7 1.492(8) . ? C7 C14 1.509(9) . ? C7 C8 1.529(9) . ? C7 H7 1.0000 . ? C8 C13 1.392(10) . ? C8 C9 1.398(10) . ? C9 C10 1.403(10) . ? C9 H9 0.9500 . ? C10 C11 1.345(12) . ? C10 H10 0.9500 . ? C11 C12 1.419(13) . ? C11 H11 0.9500 . ? C12 C13 1.389(11) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 O1 1.417(9) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? O1 C15 1.439(8) . ? C15 C16 1.463(12) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N3 1.372(11) . ? C16 C17 1.408(13) . ? N3 N4 1.322(10) . ? N4 N5 1.347(11) . ? N5 C17 1.287(13) . ? N5 C18A 1.41(2) . ? N5 C18 1.535(18) . ? C17 H17 0.9500 . ? C18 C19 1.40(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.3900 . ? C19 C24 1.3900 . ? C20 C21 1.3900 . ? C20 H20 0.9500 . ? C21 C22 1.3900 . ? C21 H21 0.9500 . ? C22 C23 1.3900 . ? C22 H22 0.9500 . ? C23 C24 1.3900 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C18A C19A 1.55(9) . ? C18A H18C 0.9900 . ? C18A H18D 0.9900 . ? C19A C20A 1.3900 . ? C19A C24A 1.3900 . ? C20A C21A 1.3900 . ? C20A H20A 0.9500 . ? C21A C22A 1.3900 . ? C21A H21A 0.9500 . ? C22A C23A 1.3900 . ? C22A H22A 0.9500 . ? C23A C24A 1.3900 . ? C23A H23A 0.9500 . ? C24A H24A 0.9500 . ? Cl10 O11 1.373(18) . ? Cl10 O11A 1.391(19) . ? Cl10 O12A 1.403(17) 3 ? Cl10 O12A 1.403(17) 2 ? Cl10 O12A 1.403(17) . ? Cl10 O12 1.431(11) 3 ? Cl10 O12 1.431(11) . ? Cl10 O12 1.431(11) 2 ? Cl20 O22 1.359(12) 8_656 ? Cl20 O22 1.359(12) 9_466 ? Cl20 O22 1.359(12) . ? Cl20 O21 1.427(19) . ? Cl30 O34 1.318(14) . ? Cl30 O33 1.352(14) . ? Cl30 O31 1.377(13) . ? Cl30 O32 1.386(14) . ? I1 I2 2.901(6) . ? I1 I2 2.901(6) 5_456 ? I1 I2 2.901(6) 4_565 ? I2 I3 2.863(8) . ? 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 N1 Fe1 N1 93.71(19) . 4_565 ? N1 Fe1 N1 93.71(19) . 5_456 ? N1 Fe1 N1 93.71(19) 4_565 5_456 ? N1 Fe1 N2 89.91(19) . 4_565 ? N1 Fe1 N2 81.46(19) 4_565 4_565 ? N1 Fe1 N2 174.15(18) 5_456 4_565 ? N1 Fe1 N2 81.46(19) . . ? N1 Fe1 N2 174.15(18) 4_565 . ? N1 Fe1 N2 89.91(19) 5_456 . ? N2 Fe1 N2 95.2(2) 4_565 . ? N1 Fe1 N2 174.15(18) . 5_456 ? N1 Fe1 N2 89.91(19) 4_565 5_456 ? N1 Fe1 N2 81.46(19) 5_456 5_456 ? N2 Fe1 N2 95.2(2) 4_565 5_456 ? N2 Fe1 N2 95.2(2) . 5_456 ? N3 Cu1 N3 119.982(10) 5_456 . ? N3 Cu1 N3 119.982(11) 5_456 4_565 ? N3 Cu1 N3 119.982(9) . 4_565 ? C1 N1 C5 117.6(5) . . ? C1 N1 Fe1 128.4(4) . . ? C5 N1 Fe1 114.0(4) . . ? N1 C1 C2 123.7(6) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 118.3(6) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C4 C3 C2 118.5(5) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 C5 119.8(6) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? N1 C5 C4 122.0(6) . . ? N1 C5 C6 113.6(5) . . ? C4 C5 C6 124.3(5) . . ? N2 C6 C5 116.5(5) . . ? N2 C6 H6 121.7 . . ? C5 C6 H6 121.7 . . ? C6 N2 C7 120.4(5) . . ? C6 N2 Fe1 114.1(4) . . ? C7 N2 Fe1 125.3(4) . . ? N2 C7 C14 113.8(5) . . ? N2 C7 C8 110.0(5) . . ? C14 C7 C8 108.1(5) . . ? N2 C7 H7 108.2 . . ? C14 C7 H7 108.2 . . ? C8 C7 H7 108.2 . . ? C13 C8 C9 118.4(6) . . ? C13 C8 C7 118.2(6) . . ? C9 C8 C7 123.3(6) . . ? C8 C9 C10 119.5(7) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 122.4(7) . . ? C11 C10 H10 118.8 . . ? C9 C10 H10 118.8 . . ? C10 C11 C12 118.8(7) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C13 C12 C11 119.5(8) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C8 121.3(8) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? O1 C14 C7 107.2(5) . . ? O1 C14 H14A 110.3 . . ? C7 C14 H14A 110.3 . . ? O1 C14 H14B 110.3 . . ? C7 C14 H14B 110.3 . . ? H14A C14 H14B 108.5 . . ? C14 O1 C15 112.6(5) . . ? O1 C15 C16 106.0(6) . . ? O1 C15 H15A 110.5 . . ? C16 C15 H15A 110.5 . . ? O1 C15 H15B 110.5 . . ? C16 C15 H15B 110.5 . . ? H15A C15 H15B 108.7 . . ? N3 C16 C17 105.3(8) . . ? N3 C16 C15 123.3(8) . . ? C17 C16 C15 131.3(9) . . ? N4 N3 C16 110.8(7) . . ? N4 N3 Cu1 119.4(6) . . ? C16 N3 Cu1 129.4(6) . . ? N3 N4 N5 104.1(7) . . ? C17 N5 N4 114.7(8) . . ? C17 N5 C18A 132(5) . . ? N4 N5 C18A 109(5) . . ? C17 N5 C18 126.7(14) . . ? N4 N5 C18 117.5(14) . . ? C18A N5 C18 12(5) . . ? N5 C17 C16 104.9(9) . . ? N5 C17 H17 127.5 . . ? C16 C17 H17 127.5 . . ? C19 C18 N5 107.9(15) . . ? C19 C18 H18A 110.1 . . ? N5 C18 H18A 110.1 . . ? C19 C18 H18B 110.1 . . ? N5 C18 H18B 110.1 . . ? H18A C18 H18B 108.4 . . ? C20 C19 C24 120.0 . . ? C20 C19 C18 121.9(17) . . ? C24 C19 C18 118.1(17) . . ? C21 C20 C19 120.0 . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.0 . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 120.0 . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 120.0 . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C19 120.0 . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? N5 C18A C19A 126(7) . . ? N5 C18A H18C 105.9 . . ? C19A C18A H18C 105.9 . . ? N5 C18A H18D 105.9 . . ? C19A C18A H18D 105.9 . . ? H18C C18A H18D 106.2 . . ? C20A C19A C24A 120.0 . . ? C20A C19A C18A 118(4) . . ? C24A C19A C18A 121(4) . . ? C19A C20A C21A 120.0 . . ? C19A C20A H20A 120.0 . . ? C21A C20A H20A 120.0 . . ? C22A C21A C20A 120.0 . . ? C22A C21A H21A 120.0 . . ? C20A C21A H21A 120.0 . . ? C21A C22A C23A 120.0 . . ? C21A C22A H22A 120.0 . . ? C23A C22A H22A 120.0 . . ? C24A C23A C22A 120.0 . . ? C24A C23A H23A 120.0 . . ? C22A C23A H23A 120.0 . . ? C23A C24A C19A 120.0 . . ? C23A C24A H24A 120.0 . . ? C19A C24A H24A 120.0 . . ? O11 Cl10 O11A 180.0(5) . . ? O11 Cl10 O12A 70.4(8) . 3 ? O11A Cl10 O12A 109.6(8) . 3 ? O11 Cl10 O12A 70.4(8) . 2 ? O11A Cl10 O12A 109.6(8) . 2 ? O12A Cl10 O12A 109.4(8) 3 2 ? O11 Cl10 O12A 70.4(8) . . ? O11A Cl10 O12A 109.6(8) . . ? O12A Cl10 O12A 109.4(8) 3 . ? O12A Cl10 O12A 109.4(8) 2 . ? O11 Cl10 O12 106.7(7) . 3 ? O11A Cl10 O12 73.3(7) . 3 ? O12A Cl10 O12 37.9(9) 3 3 ? O12A Cl10 O12 133.5(16) 2 3 ? O12A Cl10 O12 112.9(16) . 3 ? O11 Cl10 O12 106.7(7) . . ? O11A Cl10 O12 73.3(7) . . ? O12A Cl10 O12 133.5(16) 3 . ? O12A Cl10 O12 112.9(16) 2 . ? O12A Cl10 O12 37.9(9) . . ? O12 Cl10 O12 112.1(7) 3 . ? O11 Cl10 O12 106.7(7) . 2 ? O11A Cl10 O12 73.3(7) . 2 ? O12A Cl10 O12 112.9(16) 3 2 ? O12A Cl10 O12 37.9(9) 2 2 ? O12A Cl10 O12 133.5(16) . 2 ? O12 Cl10 O12 112.1(7) 3 2 ? O12 Cl10 O12 112.1(6) . 2 ? O22 Cl20 O22 115.3(4) 8_656 9_466 ? O22 Cl20 O22 115.3(4) 8_656 . ? O22 Cl20 O22 115.3(4) 9_466 . ? O22 Cl20 O21 102.7(6) 8_656 . ? O22 Cl20 O21 102.7(6) 9_466 . ? O22 Cl20 O21 102.7(6) . . ? O34 Cl30 O33 112.2(13) . . ? O34 Cl30 O31 111.1(13) . . ? O33 Cl30 O31 107.0(11) . . ? O34 Cl30 O32 109.7(13) . . ? O33 Cl30 O32 109.6(13) . . ? O31 Cl30 O32 107.1(11) . . ? I2 I1 I2 85.15(15) . 5_456 ? I2 I1 I2 85.15(15) . 4_565 ? I2 I1 I2 85.15(15) 5_456 4_565 ? I3 I2 I1 174.0(3) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 70.68 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.629 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 947141' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sh5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C60 H57 Fe N9 O3), 4(Cl O4), 3(C O H4)' _chemical_formula_sum 'C61.50 H63 Cl2 Fe N9 O12.50' _chemical_formula_weight 1254.96 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' Cl Cl 0.1484 0.1585 '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 cubic _symmetry_space_group_name_H-M P2(1)3 _symmetry_space_group_name_Hall 'P 2ac 2ab 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' _cell_length_a 18.4606(2) _cell_length_b 18.4606(2) _cell_length_c 18.4606(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6291.26(12) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 15202 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2620 _exptl_absorpt_coefficient_mu 0.393 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5945 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; We are greatful for the EPSRC Crystallographic Service for recording the data for sh5. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. No hydrogens could be found for the methanol O100-C101 Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 times the equivalent isotropic displacement parameter of the atom to which they are attached. Methanol O100-C101 was refined at a half occupancy. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius Roper CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 18110 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.1066 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.46 _reflns_number_total 4777 _reflns_number_gt 3240 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1105P)^2^+4.5723P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 2056 Friedel pairs' _refine_ls_abs_structure_Flack 0.07(4) _chemical_absolute_configuration rmad _refine_ls_number_reflns 4777 _refine_ls_number_parameters 285 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.1241 _refine_ls_R_factor_gt 0.0797 _refine_ls_wR_factor_ref 0.2090 _refine_ls_wR_factor_gt 0.1869 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.059 _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 0.41412(4) 0.58588(4) 0.08588(4) 0.0234(3) Uani 1 3 d S . . N1 N 0.3954(2) 0.4821(2) 0.0718(2) 0.0241(9) Uani 1 1 d . . . C1 C 0.3985(3) 0.4433(3) 0.0092(3) 0.0283(12) Uani 1 1 d . . . H1A H 0.4132 0.4670 -0.0340 0.034 Uiso 1 1 calc R . . C2 C 0.3810(3) 0.3707(3) 0.0067(3) 0.0290(12) Uani 1 1 d . . . H2A H 0.3843 0.3453 -0.0379 0.035 Uiso 1 1 calc R . . C3 C 0.3587(3) 0.3347(3) 0.0682(3) 0.0326(13) Uani 1 1 d . . . H3A H 0.3469 0.2847 0.0668 0.039 Uiso 1 1 calc R . . C4 C 0.3540(3) 0.3744(3) 0.1333(3) 0.0274(11) Uani 1 1 d . . . H4A H 0.3374 0.3522 0.1767 0.033 Uiso 1 1 calc R . . C5 C 0.3741(3) 0.4462(3) 0.1319(3) 0.0260(11) Uani 1 1 d . . . C6 C 0.3731(3) 0.4927(3) 0.1957(3) 0.0277(11) Uani 1 1 d . . . H6A H 0.3596 0.4744 0.2419 0.033 Uiso 1 1 calc R . . N2 N 0.3908(2) 0.5587(2) 0.1874(2) 0.0232(9) Uani 1 1 d . . . C7 C 0.3996(3) 0.6059(3) 0.2525(3) 0.0263(11) Uani 1 1 d . . . H7A H 0.3906 0.6569 0.2365 0.032 Uiso 1 1 calc R . . C8 C 0.3480(2) 0.5905(3) 0.3134(3) 0.0273(11) Uani 1 1 d . . . H8A H 0.3535 0.5396 0.3295 0.033 Uiso 1 1 calc R . . H8B H 0.3588 0.6226 0.3550 0.033 Uiso 1 1 calc R . . O3 O 0.27559(18) 0.6026(2) 0.28895(19) 0.0315(9) Uani 1 1 d . . . C9 C 0.2230(3) 0.5823(4) 0.3403(3) 0.0393(14) Uani 1 1 d . . . H9A H 0.2365 0.6010 0.3887 0.047 Uiso 1 1 calc R . . H9B H 0.2200 0.5288 0.3431 0.047 Uiso 1 1 calc R . . C10 C 0.1509(3) 0.6130(4) 0.3177(3) 0.0441(16) Uani 1 1 d . . . N3 N 0.0928(3) 0.5726(4) 0.3356(3) 0.0686(18) Uani 1 1 d U . . C11 C 0.0272(4) 0.6046(6) 0.3199(5) 0.082(3) Uani 1 1 d U . . H11A H -0.0156 0.5788 0.3322 0.099 Uiso 1 1 calc R . . C12 C 0.0195(5) 0.6695(6) 0.2887(5) 0.078(3) Uani 1 1 d U . . H12A H -0.0276 0.6880 0.2792 0.094 Uiso 1 1 calc R . . C13 C 0.0773(5) 0.7082(6) 0.2708(5) 0.085(3) Uani 1 1 d U . . H13A H 0.0728 0.7544 0.2485 0.102 Uiso 1 1 calc R . . C14 C 0.1442(4) 0.6786(5) 0.2859(5) 0.067(2) Uani 1 1 d . . . H14A H 0.1866 0.7050 0.2737 0.080 Uiso 1 1 calc R . . C15 C 0.4769(3) 0.6027(3) 0.2802(3) 0.0274(12) Uani 1 1 d . . . C16 C 0.5129(3) 0.6674(3) 0.2958(3) 0.0333(13) Uani 1 1 d . . . H16A H 0.4893 0.7125 0.2879 0.040 Uiso 1 1 calc R . . C17 C 0.5836(3) 0.6661(3) 0.3228(3) 0.0371(13) Uani 1 1 d . . . H17A H 0.6086 0.7101 0.3322 0.045 Uiso 1 1 calc R . . C18 C 0.6167(3) 0.6010(3) 0.3355(3) 0.0379(14) Uani 1 1 d . . . H18A H 0.6647 0.6002 0.3541 0.046 Uiso 1 1 calc R . . C19 C 0.5816(3) 0.5365(3) 0.3218(3) 0.0421(15) Uani 1 1 d . . . H19A H 0.6050 0.4917 0.3314 0.051 Uiso 1 1 calc R . . C20 C 0.5116(3) 0.5378(3) 0.2938(3) 0.0359(13) Uani 1 1 d . . . H20A H 0.4874 0.4935 0.2839 0.043 Uiso 1 1 calc R . . Cl10 Cl 0.7868(4) 0.7132(4) 0.2868(4) 0.035(2) Uani 0.523(17) 3 d SP A 1 O11 O 0.7418(4) 0.7582(4) 0.2418(4) 0.058(5) Uani 0.523(17) 3 d SP A 1 O12 O 0.7898(16) 0.6445(18) 0.2491(17) 0.057(8) Uani 0.523(17) 1 d P A 1 Cl1A Cl 0.8036(4) 0.6964(4) 0.3036(4) 0.0242(19) Uani 0.477(17) 3 d SP A 2 O11A O 0.8484(4) 0.6516(4) 0.3484(4) 0.028(4) Uani 0.477(17) 3 d SP A 2 O12A O 0.7708(16) 0.649(2) 0.2538(14) 0.038(5) Uani 0.477(17) 1 d P A 2 Cl20 Cl 0.36790(12) 0.36790(12) 0.36790(12) 0.0559(9) Uani 1 3 d S . . O21 O 0.4152(3) 0.4152(3) 0.4152(3) 0.095(3) Uani 1 3 d S . . O22 O 0.3062(2) 0.4093(3) 0.3481(3) 0.0641(15) Uani 1 1 d . . . O100 O 0.0465(8) 0.8956(9) 0.3062(8) 0.120(5) Uani 0.50 1 d PU . . C101 C 0.0158(12) 0.9751(12) 0.3253(11) 0.093(6) Uani 0.50 1 d PU . . 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 0.0234(3) 0.0234(3) 0.0234(3) 0.0036(3) -0.0036(3) -0.0036(3) N1 0.022(2) 0.024(2) 0.026(2) 0.0011(17) -0.0016(17) -0.0018(16) C1 0.030(3) 0.029(3) 0.026(3) -0.004(2) -0.004(2) -0.001(2) C2 0.036(3) 0.022(3) 0.029(3) -0.001(2) -0.004(2) 0.000(2) C3 0.041(3) 0.024(3) 0.032(3) 0.003(2) -0.007(2) -0.003(2) C4 0.028(3) 0.030(3) 0.025(3) 0.007(2) -0.002(2) -0.003(2) C5 0.027(3) 0.030(3) 0.021(3) 0.007(2) -0.004(2) -0.005(2) C6 0.021(3) 0.033(3) 0.028(3) 0.006(2) -0.001(2) -0.002(2) N2 0.018(2) 0.022(2) 0.029(2) 0.0011(17) -0.0013(17) -0.0006(16) C7 0.027(3) 0.027(3) 0.025(3) -0.002(2) -0.001(2) -0.002(2) C8 0.025(3) 0.030(3) 0.027(3) 0.003(2) 0.000(2) 0.002(2) O3 0.0243(18) 0.047(2) 0.0235(19) 0.0029(16) -0.0021(14) 0.0014(16) C9 0.034(3) 0.060(4) 0.024(3) 0.003(3) 0.005(2) 0.005(3) C10 0.035(3) 0.070(5) 0.027(3) -0.010(3) 0.001(3) 0.008(3) N3 0.036(3) 0.105(5) 0.064(4) 0.002(3) -0.005(3) -0.003(3) C11 0.037(4) 0.130(6) 0.081(5) -0.014(5) 0.000(4) -0.009(4) C12 0.062(5) 0.122(6) 0.051(4) -0.002(4) -0.014(4) 0.032(5) C13 0.074(5) 0.104(6) 0.077(5) 0.005(4) 0.004(4) 0.040(5) C14 0.034(4) 0.086(6) 0.081(6) 0.005(5) 0.004(4) 0.016(4) C15 0.033(3) 0.023(3) 0.027(3) -0.001(2) -0.005(2) -0.001(2) C16 0.034(3) 0.033(3) 0.033(3) -0.001(2) -0.010(2) -0.001(2) C17 0.031(3) 0.039(3) 0.041(3) -0.010(2) -0.009(3) -0.003(3) C18 0.028(3) 0.038(4) 0.048(4) -0.003(3) -0.009(3) -0.001(2) C19 0.036(3) 0.037(3) 0.054(4) 0.001(3) -0.017(3) 0.005(3) C20 0.032(3) 0.029(3) 0.047(4) -0.001(2) -0.003(3) -0.006(2) Cl10 0.035(2) 0.035(2) 0.035(2) -0.001(2) 0.001(2) -0.001(2) O11 0.058(5) 0.058(5) 0.058(5) 0.015(4) -0.015(4) 0.015(4) O12 0.070(19) 0.042(9) 0.060(10) -0.015(6) 0.040(9) -0.025(10) Cl1A 0.0242(19) 0.0242(19) 0.0242(19) -0.0028(18) 0.0028(18) -0.0028(18) O11A 0.028(4) 0.028(4) 0.028(4) 0.001(3) -0.001(3) 0.001(3) O12A 0.033(10) 0.062(9) 0.019(7) -0.020(6) 0.016(7) -0.015(7) Cl20 0.0559(9) 0.0559(9) 0.0559(9) 0.0292(11) 0.0292(11) 0.0292(11) O21 0.095(3) 0.095(3) 0.095(3) -0.021(3) -0.021(3) -0.021(3) O22 0.045(3) 0.046(3) 0.101(4) 0.042(3) 0.031(3) 0.022(2) O100 0.105(7) 0.142(8) 0.114(7) 0.058(6) -0.036(6) -0.007(6) C101 0.100(9) 0.101(9) 0.077(8) -0.019(7) -0.016(7) -0.017(7) _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 N1 1.963(4) 10_655 ? Fe1 N1 1.963(4) . ? Fe1 N1 1.963(4) 7_564 ? Fe1 N2 1.987(4) 10_655 ? Fe1 N2 1.987(4) . ? Fe1 N2 1.987(4) 7_564 ? N1 C5 1.350(6) . ? N1 C1 1.361(6) . ? C1 C2 1.380(7) . ? C1 H1A 0.9500 . ? C2 C3 1.378(7) . ? C2 H2A 0.9500 . ? C3 C4 1.408(8) . ? C3 H3A 0.9500 . ? C4 C5 1.377(7) . ? C4 H4A 0.9500 . ? C5 C6 1.460(7) . ? C6 N2 1.270(6) . ? C6 H6A 0.9500 . ? N2 C7 1.495(6) . ? C7 C8 1.502(7) . ? C7 C15 1.516(7) . ? C7 H7A 1.0000 . ? C8 O3 1.430(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O3 C9 1.407(6) . ? C9 C10 1.506(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N3 1.348(9) . ? C10 C14 1.351(10) . ? N3 C11 1.378(11) . ? C11 C12 1.338(13) . ? C11 H11A 0.9500 . ? C12 C13 1.325(13) . ? C12 H12A 0.9500 . ? C13 C14 1.379(11) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C15 C20 1.383(8) . ? C15 C16 1.397(7) . ? C16 C17 1.397(8) . ? C16 H16A 0.9500 . ? C17 C18 1.369(8) . ? C17 H17A 0.9500 . ? C18 C19 1.378(8) . ? C18 H18A 0.9500 . ? C19 C20 1.393(8) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? Cl10 O11 1.439(18) . ? Cl10 O12 1.45(3) 12_664 ? Cl10 O12 1.45(3) . ? Cl10 O12 1.45(3) 6_566 ? Cl1A O12A 1.41(3) 12_664 ? Cl1A O12A 1.41(3) . ? Cl1A O12A 1.41(3) 6_566 ? Cl1A O11A 1.432(17) . ? Cl20 O22 1.419(4) . ? Cl20 O22 1.419(4) 9 ? Cl20 O22 1.419(4) 5 ? Cl20 O21 1.513(10) . ? O100 C101 1.61(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 N1 Fe1 N1 93.79(16) 10_655 . ? N1 Fe1 N1 93.79(16) 10_655 7_564 ? N1 Fe1 N1 93.79(16) . 7_564 ? N1 Fe1 N2 80.77(16) 10_655 10_655 ? N1 Fe1 N2 173.17(16) . 10_655 ? N1 Fe1 N2 90.71(16) 7_564 10_655 ? N1 Fe1 N2 90.71(16) 10_655 . ? N1 Fe1 N2 80.77(16) . . ? N1 Fe1 N2 173.17(16) 7_564 . ? N2 Fe1 N2 95.08(16) 10_655 . ? N1 Fe1 N2 173.17(16) 10_655 7_564 ? N1 Fe1 N2 90.71(16) . 7_564 ? N1 Fe1 N2 80.77(16) 7_564 7_564 ? N2 Fe1 N2 95.08(16) 10_655 7_564 ? N2 Fe1 N2 95.08(16) . 7_564 ? C5 N1 C1 116.8(4) . . ? C5 N1 Fe1 115.0(3) . . ? C1 N1 Fe1 128.2(3) . . ? N1 C1 C2 122.0(5) . . ? N1 C1 H1A 119.0 . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 120.7(5) . . ? C3 C2 H2A 119.7 . . ? C1 C2 H2A 119.7 . . ? C2 C3 C4 118.1(5) . . ? C2 C3 H3A 121.0 . . ? C4 C3 H3A 121.0 . . ? C5 C4 C3 117.9(5) . . ? C5 C4 H4A 121.1 . . ? C3 C4 H4A 121.1 . . ? N1 C5 C4 124.6(5) . . ? N1 C5 C6 112.2(4) . . ? C4 C5 C6 123.3(5) . . ? N2 C6 C5 117.6(5) . . ? N2 C6 H6A 121.2 . . ? C5 C6 H6A 121.2 . . ? C6 N2 C7 119.3(4) . . ? C6 N2 Fe1 114.4(4) . . ? C7 N2 Fe1 126.0(3) . . ? N2 C7 C8 115.0(4) . . ? N2 C7 C15 110.6(4) . . ? C8 C7 C15 109.7(4) . . ? N2 C7 H7A 107.1 . . ? C8 C7 H7A 107.1 . . ? C15 C7 H7A 107.1 . . ? O3 C8 C7 109.1(4) . . ? O3 C8 H8A 109.9 . . ? C7 C8 H8A 109.9 . . ? O3 C8 H8B 109.9 . . ? C7 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? C9 O3 C8 113.0(4) . . ? O3 C9 C10 108.8(5) . . ? O3 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? O3 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N3 C10 C14 121.9(6) . . ? N3 C10 C9 115.3(6) . . ? C14 C10 C9 122.6(6) . . ? C10 N3 C11 114.3(7) . . ? C12 C11 N3 124.5(8) . . ? C12 C11 H11A 117.7 . . ? N3 C11 H11A 117.7 . . ? C13 C12 C11 120.3(9) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C12 C13 C14 117.2(9) . . ? C12 C13 H13A 121.4 . . ? C14 C13 H13A 121.4 . . ? C10 C14 C13 121.7(8) . . ? C10 C14 H14A 119.1 . . ? C13 C14 H14A 119.1 . . ? C20 C15 C16 118.9(5) . . ? C20 C15 C7 122.1(4) . . ? C16 C15 C7 119.0(5) . . ? C17 C16 C15 120.2(5) . . ? C17 C16 H16A 119.9 . . ? C15 C16 H16A 119.9 . . ? C18 C17 C16 119.5(5) . . ? C18 C17 H17A 120.2 . . ? C16 C17 H17A 120.2 . . ? C17 C18 C19 121.2(5) . . ? C17 C18 H18A 119.4 . . ? C19 C18 H18A 119.4 . . ? C18 C19 C20 119.3(5) . . ? C18 C19 H19A 120.3 . . ? C20 C19 H19A 120.3 . . ? C15 C20 C19 120.8(5) . . ? C15 C20 H20A 119.6 . . ? C19 C20 H20A 119.6 . . ? O11 Cl10 O12 104.5(15) . 12_664 ? O11 Cl10 O12 104.5(15) . . ? O12 Cl10 O12 113.9(12) 12_664 . ? O11 Cl10 O12 104.5(15) . 6_566 ? O12 Cl10 O12 113.9(12) 12_664 6_566 ? O12 Cl10 O12 113.9(12) . 6_566 ? O12A Cl1A O12A 113.2(13) 12_664 . ? O12A Cl1A O12A 113.2(13) 12_664 6_566 ? O12A Cl1A O12A 113.2(13) . 6_566 ? O12A Cl1A O11A 105.4(16) 12_664 . ? O12A Cl1A O11A 105.4(16) . . ? O12A Cl1A O11A 105.4(16) 6_566 . ? O22 Cl20 O22 111.4(3) . 9 ? O22 Cl20 O22 111.4(3) . 5 ? O22 Cl20 O22 111.4(3) 9 5 ? O22 Cl20 O21 107.5(3) . . ? O22 Cl20 O21 107.5(3) 9 . ? O22 Cl20 O21 107.5(3) 5 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C6 H6A O22 0.95 2.50 3.437(7) 167.7 . C8 H8A O22 0.99 2.58 3.492(7) 152.7 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.194 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 947142'