# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Peter Scott' 'James Barker' 'Jan M. Becker' 'Guy Clarkson' 'Gursharon K. Johal' 'van Gorkum, Remy' 'Richard I. Walton' _publ_contact_author_name 'Peter Scott' _publ_contact_author_email PETER.SCOTT@WARWICK.AC.UK _publ_section_title ; Chirality and diastereoselection in the ?-oxo diiron complexes L2Fe-O-FeL2 (L = bidentate salicylaldiminato) ; # Attachment 'jb10.cif' data_jb10 _database_code_depnum_ccdc_archive 'CCDC 724993' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H72 Fe2 N4 O5' _chemical_formula_weight 1137.00 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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' _cell_length_a 12.1688(5) _cell_length_b 21.9511(4) _cell_length_c 22.1026(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5904.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7121 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 0.545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9218 _exptl_absorpt_correction_T_max 0.9680 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997)' _exptl_special_details ; The data was recorded by the EPSRC crystallographic service. 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. ; _diffrn_ambient_temperature 120(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 33088 _diffrn_reflns_av_R_equivalents 0.1216 _diffrn_reflns_av_sigmaI/netI 0.1229 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 26.49 _reflns_number_total 12085 _reflns_number_gt 8736 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0000P)^2^+26.5663P] 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, 5398 Friedel Pairs' _refine_ls_abs_structure_Flack 0.08(3) _chemical_absolute_configuration rmad _refine_ls_number_reflns 12085 _refine_ls_number_parameters 725 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1374 _refine_ls_R_factor_gt 0.0884 _refine_ls_wR_factor_ref 0.1920 _refine_ls_wR_factor_gt 0.1609 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_restrained_S_all 1.178 _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 0.50931(8) 0.39210(4) 0.68674(5) 0.0195(2) Uani 1 1 d . . . Fe2 Fe 0.27843(8) 0.45598(4) 0.76249(5) 0.0198(2) Uani 1 1 d . . . O5 O 0.3982(4) 0.4277(2) 0.7257(2) 0.0239(11) Uani 1 1 d . . . O1 O 0.5275(4) 0.4208(2) 0.6052(2) 0.0240(12) Uani 1 1 d . . . N1 N 0.6388(5) 0.4545(3) 0.7086(3) 0.0234(13) Uani 1 1 d . . . C1 C 0.5972(6) 0.4566(3) 0.5770(3) 0.0216(15) Uani 1 1 d . . . C2 C 0.5783(6) 0.4703(3) 0.5149(3) 0.0229(16) Uani 1 1 d . . . C3 C 0.4743(7) 0.4464(4) 0.4850(4) 0.036(2) Uani 1 1 d . . . H3A H 0.4648 0.4660 0.4455 0.054 Uiso 1 1 calc R . . H3B H 0.4108 0.4555 0.5107 0.054 Uiso 1 1 calc R . . H3C H 0.4803 0.4022 0.4794 0.054 Uiso 1 1 calc R . . C4 C 0.6528(6) 0.5053(3) 0.4844(3) 0.0247(17) Uani 1 1 d . . . H4A H 0.6384 0.5148 0.4432 0.030 Uiso 1 1 calc R . . C5 C 0.7494(6) 0.5280(3) 0.5108(3) 0.0258(17) Uani 1 1 d . . . C6 C 0.8329(8) 0.5632(4) 0.4732(4) 0.040(2) Uani 1 1 d . . . H6A H 0.8887 0.5809 0.4999 0.060 Uiso 1 1 calc R . . H6B H 0.7955 0.5959 0.4511 0.060 Uiso 1 1 calc R . . H6C H 0.8683 0.5356 0.4443 0.060 Uiso 1 1 calc R . . C7 C 0.7655(6) 0.5165(3) 0.5703(3) 0.0235(16) Uani 1 1 d . . . H7A H 0.8294 0.5321 0.5895 0.028 Uiso 1 1 calc R . . C8 C 0.6895(6) 0.4817(3) 0.6049(3) 0.0238(17) Uani 1 1 d . . . C9 C 0.7031(6) 0.4803(3) 0.6697(3) 0.0222(16) Uani 1 1 d . . . H9A H 0.7660 0.5005 0.6854 0.027 Uiso 1 1 calc R . . C10 C 0.6555(6) 0.4689(4) 0.7746(3) 0.0278(18) Uani 1 1 d . . . H10A H 0.6241 0.4342 0.7982 0.033 Uiso 1 1 calc R . . C11 C 0.5853(7) 0.5249(4) 0.7887(4) 0.038(2) Uani 1 1 d . . . H11A H 0.5096 0.5176 0.7754 0.057 Uiso 1 1 calc R . . H11B H 0.6152 0.5603 0.7673 0.057 Uiso 1 1 calc R . . H11C H 0.5861 0.5326 0.8323 0.057 Uiso 1 1 calc R . . C12 C 0.7744(7) 0.4748(3) 0.7929(3) 0.0280(17) Uani 1 1 d . . . C13 C 0.8268(7) 0.5281(4) 0.8090(4) 0.0329(19) Uani 1 1 d . . . H13A H 0.7875 0.5655 0.8078 0.040 Uiso 1 1 calc R . . C14 C 0.9358(7) 0.5280(4) 0.8268(4) 0.041(2) Uani 1 1 d . . . H14A H 0.9710 0.5655 0.8359 0.049 Uiso 1 1 calc R . . C15 C 0.9937(7) 0.4749(4) 0.8315(3) 0.0326(19) Uani 1 1 d . . . H15A H 1.0678 0.4755 0.8452 0.039 Uiso 1 1 calc R . . C16 C 0.9441(7) 0.4202(4) 0.8164(4) 0.038(2) Uani 1 1 d . . . H16A H 0.9838 0.3831 0.8196 0.045 Uiso 1 1 calc R . . C17 C 0.8346(7) 0.4201(4) 0.7962(4) 0.034(2) Uani 1 1 d . . . H17A H 0.8010 0.3828 0.7846 0.041 Uiso 1 1 calc R . . O2 O 0.5845(4) 0.3326(2) 0.7366(2) 0.0200(10) Uani 1 1 d . . . N2 N 0.4210(5) 0.3155(3) 0.6487(3) 0.0227(14) Uani 1 1 d . . . C18 C 0.5404(6) 0.2831(3) 0.7611(3) 0.0222(15) Uani 1 1 d . . . C19 C 0.5921(6) 0.2573(3) 0.8136(4) 0.0269(17) Uani 1 1 d . . . C20 C 0.6996(7) 0.2823(4) 0.8346(4) 0.033(2) Uani 1 1 d . . . H20A H 0.7273 0.2576 0.8682 0.050 Uiso 1 1 calc R . . H20B H 0.6896 0.3244 0.8482 0.050 Uiso 1 1 calc R . . H20C H 0.7525 0.2814 0.8011 0.050 Uiso 1 1 calc R . . C21 C 0.5441(7) 0.2081(3) 0.8417(3) 0.0254(17) Uani 1 1 d . . . H21A H 0.5805 0.1910 0.8757 0.030 Uiso 1 1 calc R . . C22 C 0.4447(6) 0.1818(3) 0.8232(4) 0.0278(18) Uani 1 1 d . . . C23 C 0.3935(8) 0.1294(4) 0.8561(4) 0.039(2) Uani 1 1 d . . . H23A H 0.3174 0.1243 0.8425 0.059 Uiso 1 1 calc R . . H23B H 0.3946 0.1374 0.8997 0.059 Uiso 1 1 calc R . . H23C H 0.4351 0.0921 0.8475 0.059 Uiso 1 1 calc R . . C24 C 0.3997(7) 0.2045(3) 0.7703(4) 0.0300(18) Uani 1 1 d . . . H24A H 0.3357 0.1855 0.7545 0.036 Uiso 1 1 calc R . . C25 C 0.4445(6) 0.2544(3) 0.7390(4) 0.0246(16) Uani 1 1 d . . . C26 C 0.3973(6) 0.2696(3) 0.6813(3) 0.0221(16) Uani 1 1 d . . . H26A H 0.3430 0.2427 0.6660 0.027 Uiso 1 1 calc R . . C27 C 0.3716(6) 0.3196(3) 0.5861(3) 0.0230(16) Uani 1 1 d . . . H27A H 0.4299 0.3373 0.5595 0.028 Uiso 1 1 calc R . . C28 C 0.2789(7) 0.3661(3) 0.5878(4) 0.0306(18) Uani 1 1 d . . . H28A H 0.3057 0.4040 0.6059 0.046 Uiso 1 1 calc R . . H28B H 0.2180 0.3501 0.6122 0.046 Uiso 1 1 calc R . . H28C H 0.2531 0.3741 0.5466 0.046 Uiso 1 1 calc R . . C29 C 0.3427(7) 0.2582(3) 0.5591(3) 0.0244(17) Uani 1 1 d . . . C30 C 0.2387(7) 0.2317(4) 0.5660(4) 0.035(2) Uani 1 1 d . . . H30A H 0.1821 0.2531 0.5866 0.043 Uiso 1 1 calc R . . C31 C 0.2186(10) 0.1744(4) 0.5428(4) 0.049(3) Uani 1 1 d . . . H31A H 0.1477 0.1568 0.5471 0.058 Uiso 1 1 calc R . . C32 C 0.2998(9) 0.1425(4) 0.5136(5) 0.047(3) Uani 1 1 d . . . H32A H 0.2856 0.1025 0.4993 0.057 Uiso 1 1 calc R . . C33 C 0.4019(9) 0.1683(4) 0.5050(4) 0.047(3) Uani 1 1 d . . . H33A H 0.4573 0.1468 0.4836 0.057 Uiso 1 1 calc R . . C34 C 0.4233(7) 0.2267(4) 0.5280(4) 0.035(2) Uani 1 1 d . . . H34A H 0.4936 0.2446 0.5223 0.042 Uiso 1 1 calc R . . O3 O 0.1450(4) 0.4291(2) 0.7228(2) 0.0233(12) Uani 1 1 d . . . N3 N 0.2529(5) 0.3802(2) 0.8233(3) 0.0198(13) Uani 1 1 d . . . C35 C 0.1090(6) 0.3730(3) 0.7136(3) 0.0228(16) Uani 1 1 d . . . C36 C 0.0267(6) 0.3631(3) 0.6705(3) 0.0273(18) Uani 1 1 d . . . C37 C -0.0202(7) 0.4168(4) 0.6375(4) 0.034(2) Uani 1 1 d . . . H37A H -0.0841 0.4037 0.6137 0.052 Uiso 1 1 calc R . . H37B H 0.0356 0.4338 0.6104 0.052 Uiso 1 1 calc R . . H37C H -0.0430 0.4479 0.6667 0.052 Uiso 1 1 calc R . . C38 C -0.0096(7) 0.3049(3) 0.6599(3) 0.0272(17) Uani 1 1 d . . . H38A H -0.0657 0.2988 0.6306 0.033 Uiso 1 1 calc R . . C39 C 0.0330(7) 0.2539(3) 0.6906(4) 0.0325(18) Uani 1 1 d . . . C40 C -0.0042(8) 0.1906(3) 0.6740(4) 0.041(2) Uani 1 1 d . . . H40A H -0.0245 0.1684 0.7108 0.061 Uiso 1 1 calc R . . H40B H 0.0557 0.1691 0.6534 0.061 Uiso 1 1 calc R . . H40C H -0.0679 0.1932 0.6470 0.061 Uiso 1 1 calc R . . C41 C 0.1061(6) 0.2645(3) 0.7360(4) 0.0279(17) Uani 1 1 d . . . H41A H 0.1323 0.2310 0.7591 0.033 Uiso 1 1 calc R . . C42 C 0.1442(6) 0.3232(3) 0.7500(3) 0.0227(16) Uani 1 1 d . . . C43 C 0.2094(6) 0.3301(3) 0.8044(4) 0.0275(17) Uani 1 1 d . . . H43A H 0.2213 0.2947 0.8282 0.033 Uiso 1 1 calc R . . C44 C 0.3025(6) 0.3810(3) 0.8850(3) 0.0208(16) Uani 1 1 d . . . H44A H 0.2869 0.4223 0.9020 0.025 Uiso 1 1 calc R . . C45 C 0.4270(7) 0.3761(4) 0.8803(4) 0.032(2) Uani 1 1 d . . . H45A H 0.4548 0.4081 0.8535 0.048 Uiso 1 1 calc R . . H45B H 0.4468 0.3361 0.8639 0.048 Uiso 1 1 calc R . . H45C H 0.4595 0.3809 0.9206 0.048 Uiso 1 1 calc R . . C46 C 0.2503(6) 0.3358(3) 0.9279(3) 0.0230(17) Uani 1 1 d . . . C47 C 0.3003(7) 0.2804(3) 0.9437(4) 0.0296(18) Uani 1 1 d . . . H47A H 0.3708 0.2705 0.9281 0.035 Uiso 1 1 calc R . . C48 C 0.2466(8) 0.2398(4) 0.9826(4) 0.038(2) Uani 1 1 d . . . H48A H 0.2809 0.2024 0.9933 0.046 Uiso 1 1 calc R . . C49 C 0.1450(8) 0.2537(4) 1.0052(4) 0.044(2) Uani 1 1 d . . . H49A H 0.1091 0.2258 1.0314 0.052 Uiso 1 1 calc R . . C50 C 0.0936(8) 0.3079(4) 0.9904(4) 0.042(2) Uani 1 1 d . . . H50A H 0.0228 0.3173 1.0059 0.051 Uiso 1 1 calc R . . C51 C 0.1477(7) 0.3489(4) 0.9520(4) 0.033(2) Uani 1 1 d . . . H51A H 0.1134 0.3865 0.9422 0.040 Uiso 1 1 calc R . . O4 O 0.3035(4) 0.5046(2) 0.8335(2) 0.0252(12) Uani 1 1 d . . . N4 N 0.2561(5) 0.5395(3) 0.7149(3) 0.0229(13) Uani 1 1 d . . . C52 C 0.3081(6) 0.5641(3) 0.8451(3) 0.0227(17) Uani 1 1 d . . . C53 C 0.3318(6) 0.5842(3) 0.9048(3) 0.0240(17) Uani 1 1 d . . . C54 C 0.3545(7) 0.5380(3) 0.9530(3) 0.0295(18) Uani 1 1 d . . . H54A H 0.3795 0.5587 0.9898 0.044 Uiso 1 1 calc R . . H54B H 0.4116 0.5099 0.9390 0.044 Uiso 1 1 calc R . . H54C H 0.2871 0.5152 0.9618 0.044 Uiso 1 1 calc R . . C55 C 0.3321(6) 0.6461(4) 0.9170(4) 0.0260(18) Uani 1 1 d . . . H55A H 0.3461 0.6591 0.9572 0.031 Uiso 1 1 calc R . . C56 C 0.3128(6) 0.6900(3) 0.8729(4) 0.0286(18) Uani 1 1 d . . . C57 C 0.3093(7) 0.7572(3) 0.8894(4) 0.033(2) Uani 1 1 d . . . H57A H 0.2912 0.7812 0.8533 0.049 Uiso 1 1 calc R . . H57B H 0.3813 0.7698 0.9049 0.049 Uiso 1 1 calc R . . H57C H 0.2533 0.7639 0.9205 0.049 Uiso 1 1 calc R . . C58 C 0.2967(6) 0.6709(3) 0.8141(4) 0.0250(16) Uani 1 1 d . . . H58A H 0.2866 0.7003 0.7831 0.030 Uiso 1 1 calc R . . C59 C 0.2948(6) 0.6082(3) 0.7991(3) 0.0226(16) Uani 1 1 d . . . C60 C 0.2690(6) 0.5928(3) 0.7376(3) 0.0222(15) Uani 1 1 d . . . H60A H 0.2605 0.6260 0.7104 0.027 Uiso 1 1 calc R . . C61 C 0.2267(6) 0.5376(3) 0.6493(3) 0.0248(16) Uani 1 1 d . . . H61A H 0.1987 0.4955 0.6414 0.030 Uiso 1 1 calc R . . C62 C 0.3270(7) 0.5451(4) 0.6099(3) 0.0311(18) Uani 1 1 d . . . H62A H 0.3812 0.5137 0.6202 0.047 Uiso 1 1 calc R . . H62B H 0.3590 0.5855 0.6166 0.047 Uiso 1 1 calc R . . H62C H 0.3060 0.5410 0.5673 0.047 Uiso 1 1 calc R . . C63 C 0.1301(6) 0.5808(3) 0.6362(3) 0.0239(17) Uani 1 1 d . . . C64 C 0.0382(6) 0.5777(3) 0.6721(3) 0.0265(18) Uani 1 1 d . . . H64A H 0.0349 0.5481 0.7033 0.032 Uiso 1 1 calc R . . C65 C -0.0504(6) 0.6170(3) 0.6638(4) 0.0294(18) Uani 1 1 d . . . H65A H -0.1144 0.6134 0.6882 0.035 Uiso 1 1 calc R . . C66 C -0.0435(8) 0.6613(4) 0.6196(4) 0.038(2) Uani 1 1 d . . . H66A H -0.1020 0.6895 0.6145 0.046 Uiso 1 1 calc R . . C67 C 0.0486(8) 0.6649(4) 0.5825(4) 0.043(2) Uani 1 1 d . . . H67A H 0.0524 0.6947 0.5514 0.051 Uiso 1 1 calc R . . C68 C 0.1351(7) 0.6246(3) 0.5913(4) 0.0296(18) Uani 1 1 d . . . H68A H 0.1984 0.6272 0.5663 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0206(5) 0.0211(5) 0.0168(5) 0.0007(4) -0.0003(5) -0.0007(4) Fe2 0.0204(5) 0.0207(5) 0.0182(5) 0.0000(4) 0.0001(5) -0.0004(4) O5 0.027(3) 0.021(3) 0.024(3) -0.003(2) 0.003(2) -0.001(2) O1 0.025(3) 0.032(3) 0.016(3) 0.004(2) 0.002(2) -0.008(2) N1 0.028(3) 0.018(3) 0.024(3) 0.000(3) -0.002(3) -0.003(3) C1 0.020(4) 0.020(3) 0.025(4) -0.001(3) 0.003(3) 0.005(3) C2 0.023(4) 0.028(4) 0.018(4) -0.002(3) 0.006(3) 0.001(3) C3 0.033(5) 0.051(5) 0.023(4) 0.001(4) -0.007(4) -0.005(4) C4 0.027(4) 0.035(4) 0.011(4) 0.002(3) 0.003(3) 0.001(3) C5 0.031(5) 0.026(4) 0.021(4) 0.000(3) 0.004(3) -0.001(3) C6 0.045(6) 0.043(5) 0.031(5) 0.010(4) 0.009(4) -0.013(4) C7 0.018(4) 0.019(4) 0.034(4) -0.001(3) 0.001(3) -0.003(3) C8 0.028(4) 0.026(4) 0.017(4) -0.001(3) 0.007(3) 0.000(3) C9 0.016(4) 0.019(3) 0.032(4) -0.004(3) 0.000(3) 0.001(3) C10 0.029(4) 0.040(5) 0.014(4) -0.004(3) 0.008(3) -0.006(3) C11 0.031(5) 0.047(5) 0.036(5) -0.020(4) 0.007(4) -0.005(4) C12 0.031(4) 0.037(4) 0.015(4) -0.003(3) 0.003(4) -0.005(4) C13 0.037(5) 0.030(4) 0.032(5) 0.008(4) -0.017(4) -0.002(3) C14 0.044(5) 0.039(5) 0.040(6) 0.002(4) -0.008(4) -0.014(4) C15 0.020(4) 0.055(5) 0.023(4) -0.003(3) 0.006(4) -0.006(4) C16 0.040(5) 0.036(5) 0.038(5) -0.014(4) 0.002(4) 0.007(4) C17 0.029(5) 0.032(4) 0.041(6) -0.006(4) 0.002(4) -0.002(4) O2 0.019(3) 0.020(2) 0.021(3) -0.002(2) -0.003(2) -0.0013(19) N2 0.020(3) 0.027(3) 0.021(3) -0.002(3) 0.002(3) 0.000(3) C18 0.025(4) 0.026(4) 0.015(4) 0.001(3) -0.007(3) 0.004(3) C19 0.036(5) 0.022(4) 0.023(4) 0.000(3) -0.007(4) 0.004(3) C20 0.034(5) 0.035(4) 0.031(5) 0.004(3) -0.010(4) -0.003(4) C21 0.040(5) 0.017(4) 0.019(4) 0.001(3) -0.001(3) 0.004(3) C22 0.033(4) 0.016(4) 0.034(5) -0.004(3) -0.004(4) 0.001(3) C23 0.049(6) 0.031(5) 0.038(5) 0.009(4) -0.009(5) -0.006(4) C24 0.030(4) 0.022(4) 0.038(5) 0.004(3) 0.003(4) -0.005(3) C25 0.029(4) 0.017(3) 0.027(4) 0.001(3) 0.001(4) 0.004(3) C26 0.025(4) 0.022(4) 0.019(4) -0.001(3) 0.003(3) -0.007(3) C27 0.027(4) 0.021(4) 0.021(4) 0.001(3) 0.005(3) -0.003(3) C28 0.037(5) 0.029(4) 0.026(4) -0.002(3) -0.015(4) 0.000(4) C29 0.032(5) 0.023(4) 0.018(4) -0.002(3) -0.009(3) -0.002(3) C30 0.036(5) 0.043(5) 0.027(5) 0.000(4) -0.007(4) -0.007(4) C31 0.066(7) 0.038(5) 0.042(6) 0.003(4) -0.006(5) -0.030(5) C32 0.067(8) 0.026(5) 0.049(6) -0.002(4) -0.019(6) -0.009(5) C33 0.063(7) 0.033(5) 0.046(6) -0.015(4) -0.016(5) 0.013(5) C34 0.030(5) 0.043(5) 0.032(5) -0.004(4) -0.008(4) 0.002(4) O3 0.023(3) 0.026(3) 0.021(3) 0.001(2) -0.001(2) 0.003(2) N3 0.024(3) 0.017(3) 0.018(3) 0.003(2) 0.005(3) 0.002(2) C35 0.018(4) 0.026(4) 0.025(4) -0.005(3) 0.003(3) 0.001(3) C36 0.022(4) 0.033(4) 0.027(4) 0.005(3) -0.003(3) 0.001(3) C37 0.024(5) 0.044(5) 0.035(5) -0.007(4) -0.014(4) 0.002(4) C38 0.023(4) 0.034(4) 0.025(4) -0.004(3) -0.009(4) -0.001(3) C39 0.036(5) 0.031(4) 0.030(4) -0.004(4) 0.000(4) -0.007(3) C40 0.034(5) 0.029(4) 0.060(6) -0.002(4) -0.002(5) -0.010(4) C41 0.028(4) 0.032(4) 0.024(4) 0.003(3) 0.004(4) -0.003(3) C42 0.028(4) 0.024(4) 0.016(4) 0.003(3) 0.008(3) -0.004(3) C43 0.026(4) 0.026(4) 0.031(5) 0.003(3) 0.000(4) 0.001(3) C44 0.023(4) 0.019(4) 0.020(4) 0.001(3) -0.006(3) -0.003(3) C45 0.032(5) 0.038(5) 0.025(5) 0.005(3) 0.001(4) -0.011(4) C46 0.022(4) 0.031(4) 0.016(4) 0.001(3) -0.004(3) -0.007(3) C47 0.031(5) 0.034(4) 0.024(4) -0.001(3) -0.005(4) -0.002(3) C48 0.054(6) 0.025(4) 0.036(5) 0.000(4) -0.003(4) -0.007(4) C49 0.057(6) 0.048(5) 0.026(5) 0.006(4) -0.011(5) -0.023(5) C50 0.041(6) 0.060(6) 0.025(5) 0.008(4) -0.001(4) -0.016(5) C51 0.035(5) 0.040(5) 0.025(5) 0.000(4) -0.002(4) -0.001(4) O4 0.034(3) 0.025(3) 0.017(3) -0.001(2) 0.001(2) 0.002(2) N4 0.025(4) 0.022(3) 0.022(3) 0.004(3) -0.003(3) 0.004(3) C52 0.022(4) 0.031(4) 0.016(4) -0.001(3) 0.006(3) -0.001(3) C53 0.024(4) 0.026(4) 0.022(4) -0.001(3) 0.005(3) -0.002(3) C54 0.044(5) 0.028(4) 0.017(4) 0.000(3) -0.005(4) 0.008(4) C55 0.021(4) 0.037(5) 0.019(4) -0.002(3) 0.003(3) -0.004(3) C56 0.024(4) 0.028(4) 0.033(5) -0.004(3) -0.005(4) -0.001(3) C57 0.038(5) 0.028(4) 0.032(5) -0.005(3) 0.004(4) -0.004(4) C58 0.029(4) 0.022(4) 0.024(4) 0.004(3) -0.007(4) -0.008(3) C59 0.018(4) 0.023(3) 0.026(4) 0.003(3) 0.000(3) -0.004(3) C60 0.021(4) 0.021(3) 0.025(4) 0.003(3) 0.003(4) 0.005(3) C61 0.029(4) 0.021(4) 0.025(4) -0.004(3) -0.001(3) -0.004(3) C62 0.040(5) 0.035(4) 0.018(4) -0.001(3) 0.006(4) 0.000(4) C63 0.025(4) 0.020(4) 0.026(4) 0.002(3) -0.003(3) -0.001(3) C64 0.032(5) 0.026(4) 0.021(4) 0.001(3) -0.006(3) 0.000(3) C65 0.025(4) 0.032(4) 0.032(5) -0.003(3) -0.002(3) 0.001(3) C66 0.040(5) 0.032(5) 0.042(6) -0.005(4) -0.012(4) 0.017(4) C67 0.055(6) 0.038(5) 0.035(5) 0.020(4) 0.010(5) 0.004(4) C68 0.028(4) 0.031(4) 0.030(5) 0.003(3) 0.007(4) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O5 1.783(5) . ? Fe1 O1 1.923(5) . ? Fe1 O2 1.939(5) . ? Fe1 N1 2.143(6) . ? Fe1 N2 2.165(6) . ? Fe2 O5 1.781(5) . ? Fe2 O4 1.921(5) . ? Fe2 O3 1.937(5) . ? Fe2 N4 2.131(6) . ? Fe2 N3 2.161(5) . ? O1 C1 1.312(8) . ? N1 C9 1.294(9) . ? N1 C10 1.506(9) . ? C1 C8 1.395(10) . ? C1 C2 1.424(10) . ? C2 C4 1.366(10) . ? C2 C3 1.521(10) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.403(11) . ? C4 H4A 0.9500 . ? C5 C7 1.353(10) . ? C5 C6 1.524(10) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.423(10) . ? C7 H7A 0.9500 . ? C8 C9 1.442(10) . ? C9 H9A 0.9500 . ? C10 C12 1.507(11) . ? C10 C11 1.528(11) . ? C10 H10A 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.380(11) . ? C12 C17 1.410(11) . ? C13 C14 1.384(11) . ? C13 H13A 0.9500 . ? C14 C15 1.365(12) . ? C14 H14A 0.9500 . ? C15 C16 1.385(11) . ? C15 H15A 0.9500 . ? C16 C17 1.405(12) . ? C16 H16A 0.9500 . ? C17 H17A 0.9500 . ? O2 C18 1.327(8) . ? N2 C26 1.271(9) . ? N2 C27 1.513(9) . ? C18 C25 1.414(10) . ? C18 C19 1.436(10) . ? C19 C21 1.376(10) . ? C19 C20 1.493(11) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.402(10) . ? C21 H21A 0.9500 . ? C22 C24 1.383(11) . ? C22 C23 1.495(11) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.406(10) . ? C24 H24A 0.9500 . ? C25 C26 1.438(10) . ? C26 H26A 0.9500 . ? C27 C29 1.515(10) . ? C27 C28 1.522(10) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C34 1.382(11) . ? C29 C30 1.401(11) . ? C30 C31 1.379(11) . ? C30 H30A 0.9500 . ? C31 C32 1.372(14) . ? C31 H31A 0.9500 . ? C32 C33 1.378(14) . ? C32 H32A 0.9500 . ? C33 C34 1.403(11) . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? O3 C35 1.322(8) . ? N3 C43 1.290(9) . ? N3 C44 1.491(9) . ? C35 C36 1.399(10) . ? C35 C42 1.423(10) . ? C36 C38 1.372(10) . ? C36 C37 1.500(10) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.410(11) . ? C38 H38A 0.9500 . ? C39 C41 1.362(11) . ? C39 C40 1.506(10) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.402(10) . ? C41 H41A 0.9500 . ? C42 C43 1.449(10) . ? C43 H43A 0.9500 . ? C44 C46 1.514(10) . ? C44 C45 1.523(10) . ? C44 H44A 1.0000 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 C51 1.387(11) . ? C46 C47 1.404(10) . ? C47 C48 1.399(11) . ? C47 H47A 0.9500 . ? C48 C49 1.369(13) . ? C48 H48A 0.9500 . ? C49 C50 1.384(13) . ? C49 H49A 0.9500 . ? C50 C51 1.400(12) . ? C50 H50A 0.9500 . ? C51 H51A 0.9500 . ? O4 C52 1.333(8) . ? N4 C60 1.283(9) . ? N4 C61 1.494(9) . ? C52 C59 1.412(10) . ? C52 C53 1.421(10) . ? C53 C55 1.385(10) . ? C53 C54 1.496(10) . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.390(11) . ? C55 H55A 0.9500 . ? C56 C58 1.380(11) . ? C56 C57 1.520(10) . ? C57 H57A 0.9800 . ? C57 H57B 0.9800 . ? C57 H57C 0.9800 . ? C58 C59 1.415(10) . ? C58 H58A 0.9500 . ? C59 C60 1.437(10) . ? C60 H60A 0.9500 . ? C61 C62 1.508(10) . ? C61 C63 1.539(10) . ? C61 H61A 1.0000 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 C64 1.373(11) . ? C63 C68 1.382(10) . ? C64 C65 1.392(10) . ? C64 H64A 0.9500 . ? C65 C66 1.382(12) . ? C65 H65A 0.9500 . ? C66 C67 1.391(13) . ? C66 H66A 0.9500 . ? C67 C68 1.389(12) . ? C67 H67A 0.9500 . ? C68 H68A 0.9500 . ? 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 O5 Fe1 O1 113.3(2) . . ? O5 Fe1 O2 112.3(2) . . ? O1 Fe1 O2 134.4(2) . . ? O5 Fe1 N1 99.7(2) . . ? O1 Fe1 N1 85.3(2) . . ? O2 Fe1 N1 87.4(2) . . ? O5 Fe1 N2 98.7(2) . . ? O1 Fe1 N2 87.0(2) . . ? O2 Fe1 N2 86.1(2) . . ? N1 Fe1 N2 161.6(2) . . ? O5 Fe2 O4 115.9(2) . . ? O5 Fe2 O3 111.9(2) . . ? O4 Fe2 O3 132.2(2) . . ? O5 Fe2 N4 100.2(2) . . ? O4 Fe2 N4 86.9(2) . . ? O3 Fe2 N4 86.1(2) . . ? O5 Fe2 N3 97.7(2) . . ? O4 Fe2 N3 86.7(2) . . ? O3 Fe2 N3 85.8(2) . . ? N4 Fe2 N3 162.0(2) . . ? Fe2 O5 Fe1 173.6(3) . . ? C1 O1 Fe1 135.6(5) . . ? C9 N1 C10 118.1(6) . . ? C9 N1 Fe1 125.0(5) . . ? C10 N1 Fe1 116.9(4) . . ? O1 C1 C8 123.2(7) . . ? O1 C1 C2 118.6(7) . . ? C8 C1 C2 118.2(7) . . ? C4 C2 C1 119.1(7) . . ? C4 C2 C3 122.1(7) . . ? C1 C2 C3 118.7(7) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 C5 123.4(7) . . ? C2 C4 H4A 118.3 . . ? C5 C4 H4A 118.3 . . ? C7 C5 C4 117.3(7) . . ? C7 C5 C6 121.9(7) . . ? C4 C5 C6 120.9(7) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 C8 121.9(7) . . ? C5 C7 H7A 119.0 . . ? C8 C7 H7A 119.0 . . ? C1 C8 C7 119.9(7) . . ? C1 C8 C9 121.5(7) . . ? C7 C8 C9 118.1(7) . . ? N1 C9 C8 126.9(7) . . ? N1 C9 H9A 116.5 . . ? C8 C9 H9A 116.5 . . ? N1 C10 C12 114.0(6) . . ? N1 C10 C11 106.8(6) . . ? C12 C10 C11 114.4(6) . . ? N1 C10 H10A 107.1 . . ? C12 C10 H10A 107.1 . . ? C11 C10 H10A 107.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C17 118.0(8) . . ? C13 C12 C10 125.8(7) . . ? C17 C12 C10 116.1(7) . . ? C12 C13 C14 120.9(8) . . ? C12 C13 H13A 119.5 . . ? C14 C13 H13A 119.5 . . ? C15 C14 C13 121.3(8) . . ? C15 C14 H14A 119.3 . . ? C13 C14 H14A 119.3 . . ? C14 C15 C16 119.7(8) . . ? C14 C15 H15A 120.2 . . ? C16 C15 H15A 120.2 . . ? C15 C16 C17 119.5(8) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? C16 C17 C12 120.5(8) . . ? C16 C17 H17A 119.7 . . ? C12 C17 H17A 119.7 . . ? C18 O2 Fe1 126.3(4) . . ? C26 N2 C27 118.4(6) . . ? C26 N2 Fe1 120.5(5) . . ? C27 N2 Fe1 120.5(4) . . ? O2 C18 C25 124.0(6) . . ? O2 C18 C19 118.4(6) . . ? C25 C18 C19 117.6(7) . . ? C21 C19 C18 119.3(7) . . ? C21 C19 C20 121.3(7) . . ? C18 C19 C20 119.3(7) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 C22 123.9(7) . . ? C19 C21 H21A 118.0 . . ? C22 C21 H21A 118.0 . . ? C24 C22 C21 116.1(7) . . ? C24 C22 C23 121.5(7) . . ? C21 C22 C23 122.3(7) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 C25 122.9(7) . . ? C22 C24 H24A 118.5 . . ? C25 C24 H24A 118.5 . . ? C24 C25 C18 119.8(7) . . ? C24 C25 C26 117.7(7) . . ? C18 C25 C26 122.1(7) . . ? N2 C26 C25 126.6(7) . . ? N2 C26 H26A 116.7 . . ? C25 C26 H26A 116.7 . . ? N2 C27 C29 113.6(6) . . ? N2 C27 C28 108.1(6) . . ? C29 C27 C28 115.7(6) . . ? N2 C27 H27A 106.2 . . ? C29 C27 H27A 106.2 . . ? C28 C27 H27A 106.2 . . ? 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 . . ? C34 C29 C30 119.2(7) . . ? C34 C29 C27 118.4(7) . . ? C30 C29 C27 122.4(7) . . ? C31 C30 C29 119.8(9) . . ? C31 C30 H30A 120.1 . . ? C29 C30 H30A 120.1 . . ? C32 C31 C30 120.8(9) . . ? C32 C31 H31A 119.6 . . ? C30 C31 H31A 119.6 . . ? C31 C32 C33 120.2(8) . . ? C31 C32 H32A 119.9 . . ? C33 C32 H32A 119.9 . . ? C32 C33 C34 119.5(9) . . ? C32 C33 H33A 120.2 . . ? C34 C33 H33A 120.2 . . ? C29 C34 C33 120.3(9) . . ? C29 C34 H34A 119.8 . . ? C33 C34 H34A 119.8 . . ? C35 O3 Fe2 129.1(5) . . ? C43 N3 C44 118.2(6) . . ? C43 N3 Fe2 120.9(5) . . ? C44 N3 Fe2 120.1(4) . . ? O3 C35 C36 119.1(7) . . ? O3 C35 C42 122.0(7) . . ? C36 C35 C42 118.7(7) . . ? C38 C36 C35 119.5(7) . . ? C38 C36 C37 121.7(7) . . ? C35 C36 C37 118.8(7) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C36 C38 C39 122.6(7) . . ? C36 C38 H38A 118.7 . . ? C39 C38 H38A 118.7 . . ? C41 C39 C38 117.3(7) . . ? C41 C39 C40 122.3(8) . . ? C38 C39 C40 120.4(7) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C39 C41 C42 122.3(7) . . ? C39 C41 H41A 118.8 . . ? C42 C41 H41A 118.8 . . ? C41 C42 C35 118.9(7) . . ? C41 C42 C43 117.4(7) . . ? C35 C42 C43 123.5(6) . . ? N3 C43 C42 125.7(7) . . ? N3 C43 H43A 117.2 . . ? C42 C43 H43A 117.2 . . ? N3 C44 C46 113.3(6) . . ? N3 C44 C45 109.9(6) . . ? C46 C44 C45 114.4(6) . . ? N3 C44 H44A 106.2 . . ? C46 C44 H44A 106.2 . . ? C45 C44 H44A 106.2 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C51 C46 C47 118.3(7) . . ? C51 C46 C44 118.8(7) . . ? C47 C46 C44 122.9(7) . . ? C48 C47 C46 120.1(8) . . ? C48 C47 H47A 119.9 . . ? C46 C47 H47A 119.9 . . ? C49 C48 C47 120.3(8) . . ? C49 C48 H48A 119.9 . . ? C47 C48 H48A 119.9 . . ? C48 C49 C50 120.9(9) . . ? C48 C49 H49A 119.6 . . ? C50 C49 H49A 119.6 . . ? C49 C50 C51 118.9(9) . . ? C49 C50 H50A 120.6 . . ? C51 C50 H50A 120.6 . . ? C46 C51 C50 121.5(8) . . ? C46 C51 H51A 119.2 . . ? C50 C51 H51A 119.2 . . ? C52 O4 Fe2 135.1(5) . . ? C60 N4 C61 115.7(6) . . ? C60 N4 Fe2 125.2(5) . . ? C61 N4 Fe2 119.1(4) . . ? O4 C52 C59 121.9(7) . . ? O4 C52 C53 119.4(7) . . ? C59 C52 C53 118.6(7) . . ? C55 C53 C52 119.0(7) . . ? C55 C53 C54 121.7(7) . . ? C52 C53 C54 119.3(6) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C53 C55 C56 122.9(7) . . ? C53 C55 H55A 118.6 . . ? C56 C55 H55A 118.6 . . ? C58 C56 C55 118.3(7) . . ? C58 C56 C57 121.1(7) . . ? C55 C56 C57 120.7(7) . . ? C56 C57 H57A 109.5 . . ? C56 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C56 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C56 C58 C59 121.2(7) . . ? C56 C58 H58A 119.4 . . ? C59 C58 H58A 119.4 . . ? C52 C59 C58 119.8(7) . . ? C52 C59 C60 123.0(6) . . ? C58 C59 C60 117.0(6) . . ? N4 C60 C59 127.7(7) . . ? N4 C60 H60A 116.1 . . ? C59 C60 H60A 116.1 . . ? N4 C61 C62 111.3(6) . . ? N4 C61 C63 110.4(6) . . ? C62 C61 C63 116.2(6) . . ? N4 C61 H61A 106.1 . . ? C62 C61 H61A 106.1 . . ? C63 C61 H61A 106.1 . . ? 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 . . ? C64 C63 C68 119.0(7) . . ? C64 C63 C61 118.9(7) . . ? C68 C63 C61 122.0(7) . . ? C63 C64 C65 121.6(7) . . ? C63 C64 H64A 119.2 . . ? C65 C64 H64A 119.2 . . ? C66 C65 C64 118.8(8) . . ? C66 C65 H65A 120.6 . . ? C64 C65 H65A 120.6 . . ? C65 C66 C67 120.3(8) . . ? C65 C66 H66A 119.8 . . ? C67 C66 H66A 119.8 . . ? C68 C67 C66 119.5(7) . . ? C68 C67 H67A 120.2 . . ? C66 C67 H67A 120.2 . . ? C63 C68 C67 120.7(8) . . ? C63 C68 H68A 119.7 . . ? C67 C68 H68A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.467 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.110 # Attachment 'jb11.cif' data_jb11 _database_code_depnum_ccdc_archive 'CCDC 724994' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C61 H54 Cl2 Fe2 N8 O13' _chemical_formula_weight 1289.72 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 10.8389(8) _cell_length_b 11.0719(9) _cell_length_c 49.761(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5971.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5331 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description slab _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2664 _exptl_absorpt_coefficient_mu 0.646 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5978 _exptl_absorpt_correction_T_max 0.9501 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). We are greatful for data aquisition from the EPSRC Crystallographic Service. There is an A alert from the cif checker saying the data is weak. There is not much intensity beyond 50 degrees 2 theta and several crystals were measured (very weakly diffracting crystals). This is not helped by the long axis (nearly 50 A). 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. ; _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 95mm 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 22865 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 59 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8656 _reflns_number_gt 8190 _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^)+(0.0272P)^2^+4.7065P] 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, 2664 Friedel pairs' _chemical_absolute_configuration rmad _refine_ls_abs_structure_Flack 0.012(13) _refine_ls_number_reflns 8656 _refine_ls_number_parameters 780 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0747 _refine_ls_wR_factor_gt 0.0729 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.227 _refine_ls_shift/su_max 0.003 _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 0.77309(4) 0.74391(5) 0.869636(8) 0.01530(12) Uani 1 1 d . . . Fe2 Fe 0.48291(4) 0.88685(5) 0.879689(8) 0.01612(12) Uani 1 1 d . . . O5 O 0.6331(2) 0.8232(2) 0.87660(4) 0.0223(6) Uani 1 1 d . . . Cl2 Cl 0.95202(13) 0.12632(16) 0.73720(3) 0.0765(4) Uani 1 1 d U . . C01 C 0.8480(4) 0.0224(5) 0.72370(9) 0.0439(12) Uani 1 1 d . . . H01A H 0.8349 0.0409 0.7044 0.053 Uiso 1 1 calc R . . H01B H 0.7676 0.0306 0.7330 0.053 Uiso 1 1 calc R . . Cl1 Cl 0.90042(13) -0.12813(15) 0.72688(3) 0.0687(4) Uani 1 1 d U . . O1 O 0.9209(2) 0.8323(2) 0.87644(4) 0.0223(6) Uani 1 1 d . . . C1 C 0.9741(3) 0.8669(4) 0.89891(6) 0.0190(8) Uani 1 1 d . . . N1 N 0.7943(3) 0.6646(3) 0.90855(5) 0.0173(7) Uani 1 1 d . . . C2 C 1.0669(3) 0.9556(4) 0.89817(7) 0.0234(9) Uani 1 1 d . . . H2A H 1.0926 0.9870 0.8813 0.028 Uiso 1 1 calc R . . C3 C 1.1215(3) 0.9983(4) 0.92132(7) 0.0251(9) Uani 1 1 d . . . H3A H 1.1833 1.0591 0.9206 0.030 Uiso 1 1 calc R . . C4 C 1.0830(3) 0.9490(4) 0.94612(7) 0.0228(9) Uani 1 1 d . . . C5 C 0.9977(3) 0.8591(4) 0.94767(6) 0.0206(9) Uani 1 1 d . . . H5A H 0.9759 0.8263 0.9647 0.025 Uiso 1 1 calc R . . N5 N 1.1410(3) 0.9929(3) 0.97098(6) 0.0288(8) Uani 1 1 d . . . O5B O 1.1088(3) 0.9461(3) 0.99244(5) 0.0358(8) Uani 1 1 d . . . O5A O 1.2196(3) 1.0731(3) 0.96941(5) 0.0414(8) Uani 1 1 d . . . C6 C 0.9419(3) 0.8149(4) 0.92424(6) 0.0185(9) Uani 1 1 d . . . C7 C 0.8599(3) 0.7130(4) 0.92718(6) 0.0183(9) Uani 1 1 d . . . H7A H 0.8538 0.6783 0.9446 0.022 Uiso 1 1 calc R . . C8 C 0.7200(3) 0.5546(4) 0.91635(6) 0.0214(9) Uani 1 1 d . . . H8A H 0.6893 0.5172 0.8993 0.026 Uiso 1 1 calc R . . C9 C 0.6071(3) 0.5942(4) 0.93240(7) 0.0303(10) Uani 1 1 d . . . H9A H 0.5599 0.6534 0.9220 0.045 Uiso 1 1 calc R . . H9B H 0.6337 0.6308 0.9494 0.045 Uiso 1 1 calc R . . H9C H 0.5551 0.5238 0.9362 0.045 Uiso 1 1 calc R . . C10 C 0.8026(3) 0.4618(4) 0.93001(7) 0.0213(9) Uani 1 1 d . . . C11 C 0.8069(4) 0.4454(4) 0.95762(7) 0.0281(10) Uani 1 1 d . . . H11A H 0.7519 0.4895 0.9688 0.034 Uiso 1 1 calc R . . C12 C 0.8904(4) 0.3655(4) 0.96915(8) 0.0364(11) Uani 1 1 d . . . H12A H 0.8914 0.3546 0.9881 0.044 Uiso 1 1 calc R . . C13 C 0.9722(4) 0.3016(4) 0.95324(9) 0.0415(12) Uani 1 1 d . . . H13A H 1.0309 0.2490 0.9612 0.050 Uiso 1 1 calc R . . C14 C 0.9681(4) 0.3149(4) 0.92562(8) 0.0418(12) Uani 1 1 d . . . H14A H 1.0224 0.2698 0.9145 0.050 Uiso 1 1 calc R . . C15 C 0.8835(4) 0.3949(4) 0.91419(7) 0.0314(10) Uani 1 1 d . . . H15A H 0.8811 0.4038 0.8952 0.038 Uiso 1 1 calc R . . O2 O 0.7722(2) 0.5784(2) 0.85690(4) 0.0225(6) Uani 1 1 d . . . N2 N 0.7778(3) 0.7947(3) 0.82732(5) 0.0151(6) Uani 1 1 d . . . N6 N 0.7267(3) 0.3381(3) 0.75934(6) 0.0259(8) Uani 1 1 d . . . O6B O 0.7439(3) 0.3933(3) 0.73807(4) 0.0338(7) Uani 1 1 d . . . O6A O 0.6913(3) 0.2322(3) 0.76028(5) 0.0309(7) Uani 1 1 d . . . C16 C 0.7672(3) 0.5246(4) 0.83355(6) 0.0181(8) Uani 1 1 d . . . C17 C 0.7574(4) 0.3984(4) 0.83257(6) 0.0263(9) Uani 1 1 d . . . H17A H 0.7586 0.3540 0.8489 0.032 Uiso 1 1 calc R . . C18 C 0.7460(4) 0.3365(4) 0.80859(7) 0.0269(10) Uani 1 1 d . . . H18A H 0.7377 0.2511 0.8084 0.032 Uiso 1 1 calc R . . C19 C 0.7471(3) 0.4026(4) 0.78474(6) 0.0205(9) Uani 1 1 d . . . C20 C 0.7609(3) 0.5255(4) 0.78453(6) 0.0195(8) Uani 1 1 d . . . H20A H 0.7635 0.5677 0.7679 0.023 Uiso 1 1 calc R . . C21 C 0.7713(3) 0.5896(3) 0.80876(6) 0.0171(8) Uani 1 1 d . . . C22 C 0.7753(3) 0.7197(3) 0.80739(6) 0.0176(8) Uani 1 1 d . . . H22A H 0.7761 0.7542 0.7899 0.021 Uiso 1 1 calc R . . C23 C 0.7654(3) 0.9271(3) 0.82175(6) 0.0167(8) Uani 1 1 d . . . H23A H 0.7044 0.9593 0.8350 0.020 Uiso 1 1 calc R . . C24 C 0.7155(3) 0.9587(4) 0.79380(6) 0.0220(9) Uani 1 1 d . . . H24A H 0.6388 0.9140 0.7906 0.033 Uiso 1 1 calc R . . H24B H 0.7766 0.9366 0.7802 0.033 Uiso 1 1 calc R . . H24C H 0.6990 1.0456 0.7928 0.033 Uiso 1 1 calc R . . C25 C 0.8845(3) 0.9955(3) 0.82635(7) 0.0192(8) Uani 1 1 d . . . C26 C 0.8886(4) 1.0930(4) 0.84393(7) 0.0268(9) Uani 1 1 d . . . H26A H 0.8191 1.1112 0.8548 0.032 Uiso 1 1 calc R . . C27 C 0.9947(4) 1.1645(4) 0.84564(8) 0.0338(10) Uani 1 1 d . . . H27A H 0.9962 1.2318 0.8575 0.041 Uiso 1 1 calc R . . C28 C 1.0971(4) 1.1382(4) 0.83031(9) 0.0397(12) Uani 1 1 d . . . H28A H 1.1689 1.1873 0.8314 0.048 Uiso 1 1 calc R . . C29 C 1.0940(4) 1.0396(5) 0.81335(9) 0.0390(12) Uani 1 1 d . . . H29A H 1.1645 1.0203 0.8028 0.047 Uiso 1 1 calc R . . C30 C 0.9892(3) 0.9683(4) 0.81147(7) 0.0275(9) Uani 1 1 d . . . H30E H 0.9891 0.9001 0.7999 0.033 Uiso 1 1 calc R . . O3 O 0.4550(2) 1.0513(2) 0.86790(4) 0.0254(6) Uani 1 1 d . . . N3 N 0.4295(3) 0.8336(3) 0.83938(5) 0.0174(7) Uani 1 1 d . . . N7 N 0.4159(3) 1.2862(3) 0.76948(5) 0.0224(8) Uani 1 1 d . . . O7B O 0.3855(3) 1.2276(3) 0.74948(5) 0.0305(7) Uani 1 1 d . . . O7A O 0.4401(3) 1.3953(3) 0.76868(5) 0.0316(7) Uani 1 1 d . . . C31 C 0.4442(3) 1.1037(4) 0.84437(6) 0.0199(9) Uani 1 1 d . . . C32 C 0.4530(4) 1.2309(4) 0.84284(7) 0.0281(10) Uani 1 1 d . . . H32A H 0.4657 1.2763 0.8588 0.034 Uiso 1 1 calc R . . C33 C 0.4435(4) 1.2902(4) 0.81860(7) 0.0269(10) Uani 1 1 d . . . H33A H 0.4500 1.3757 0.8178 0.032 Uiso 1 1 calc R . . C34 C 0.4242(3) 1.2234(4) 0.79513(6) 0.0199(9) Uani 1 1 d . . . C35 C 0.4148(3) 1.0997(4) 0.79584(6) 0.0208(9) Uani 1 1 d . . . H35A H 0.4018 1.0562 0.7796 0.025 Uiso 1 1 calc R . . C36 C 0.4243(3) 1.0372(4) 0.82021(6) 0.0177(8) Uani 1 1 d . . . C37 C 0.4173(3) 0.9057(4) 0.81949(6) 0.0196(9) Uani 1 1 d . . . H37A H 0.4021 0.8699 0.8025 0.024 Uiso 1 1 calc R . . C38 C 0.4282(3) 0.7006(4) 0.83418(6) 0.0176(8) Uani 1 1 d . . . H38A H 0.4964 0.6645 0.8451 0.021 Uiso 1 1 calc R . . C39 C 0.4513(3) 0.6649(4) 0.80490(6) 0.0226(9) Uani 1 1 d . . . H39A H 0.5245 0.7072 0.7982 0.034 Uiso 1 1 calc R . . H39B H 0.3795 0.6871 0.7940 0.034 Uiso 1 1 calc R . . H39C H 0.4646 0.5775 0.8038 0.034 Uiso 1 1 calc R . . C40 C 0.3091(3) 0.6430(4) 0.84362(6) 0.0182(8) Uani 1 1 d . . . C41 C 0.1955(3) 0.6949(4) 0.83814(7) 0.0240(9) Uani 1 1 d . . . H41C H 0.1918 0.7730 0.8303 0.029 Uiso 1 1 calc R . . C42 C 0.0869(4) 0.6335(4) 0.84406(7) 0.0316(10) Uani 1 1 d . . . H42A H 0.0094 0.6700 0.8403 0.038 Uiso 1 1 calc R . . C43 C 0.0911(4) 0.5202(5) 0.85537(8) 0.0371(11) Uani 1 1 d . . . H43A H 0.0168 0.4779 0.8591 0.045 Uiso 1 1 calc R . . C44 C 0.2036(4) 0.4678(4) 0.86138(8) 0.0343(11) Uani 1 1 d . . . H44A H 0.2067 0.3898 0.8693 0.041 Uiso 1 1 calc R . . C45 C 0.3118(4) 0.5297(4) 0.85582(7) 0.0241(9) Uani 1 1 d . . . H45A H 0.3889 0.4944 0.8604 0.029 Uiso 1 1 calc R . . O4 O 0.3601(2) 0.7838(2) 0.89444(4) 0.0208(6) Uani 1 1 d . . . C46 C 0.3249(3) 0.7568(4) 0.91900(6) 0.0171(8) Uani 1 1 d . . . C47 C 0.2359(3) 0.6646(4) 0.92255(6) 0.0208(9) Uani 1 1 d . . . H47A H 0.2033 0.6244 0.9072 0.025 Uiso 1 1 calc R . . C48 C 0.1957(3) 0.6320(4) 0.94772(7) 0.0209(9) Uani 1 1 d . . . H48A H 0.1356 0.5703 0.9498 0.025 Uiso 1 1 calc R . . C49 C 0.2445(3) 0.6910(4) 0.97014(6) 0.0203(8) Uani 1 1 d . . . C50 C 0.3316(3) 0.7813(4) 0.96765(6) 0.0186(8) Uani 1 1 d . . . H50A H 0.3640 0.8189 0.9833 0.022 Uiso 1 1 calc R . . C51 C 0.3724(3) 0.8176(3) 0.94214(6) 0.0170(8) Uani 1 1 d . . . C52 C 0.4547(3) 0.9197(4) 0.94047(6) 0.0176(9) Uani 1 1 d . . . H52A H 0.4763 0.9581 0.9569 0.021 Uiso 1 1 calc R . . N4 N 0.5019(2) 0.9639(3) 0.91873(5) 0.0169(7) Uani 1 1 d . . . C53 C 0.5829(3) 1.0737(4) 0.92151(7) 0.0210(9) Uani 1 1 d . . . H53A H 0.5985 1.1041 0.9029 0.025 Uiso 1 1 calc R . . C55 C 0.5170(4) 1.1746(4) 0.93648(6) 0.0232(9) Uani 1 1 d . . . C56 C 0.5556(4) 1.2190(4) 0.96128(7) 0.0368(12) Uani 1 1 d . . . H56A H 0.6269 1.1863 0.9697 0.044 Uiso 1 1 calc R . . C57 C 0.4895(5) 1.3120(4) 0.97385(8) 0.0455(12) Uani 1 1 d U . . H57A H 0.5171 1.3426 0.9906 0.055 Uiso 1 1 calc R . . C58 C 0.3868(5) 1.3589(5) 0.96242(10) 0.0527(13) Uani 1 1 d U . . H58A H 0.3420 1.4206 0.9714 0.063 Uiso 1 1 calc R . . C59 C 0.3470(5) 1.3173(4) 0.93764(10) 0.0466(13) Uani 1 1 d . . . H59A H 0.2759 1.3514 0.9294 0.056 Uiso 1 1 calc R . . C60 C 0.4116(4) 1.2258(4) 0.92489(8) 0.0304(10) Uani 1 1 d . . . H60A H 0.3837 1.1971 0.9079 0.036 Uiso 1 1 calc R . . C54 C 0.7085(4) 1.0360(4) 0.93293(8) 0.0367(11) Uani 1 1 d . . . H54A H 0.7441 0.9722 0.9217 0.055 Uiso 1 1 calc R . . H54B H 0.6978 1.0057 0.9513 0.055 Uiso 1 1 calc R . . H54C H 0.7640 1.1059 0.9331 0.055 Uiso 1 1 calc R . . N8 N 0.1985(3) 0.6598(3) 0.99685(6) 0.0281(8) Uani 1 1 d . . . O8B O 0.2490(3) 0.7045(3) 1.01675(4) 0.0351(8) Uani 1 1 d . . . O8A O 0.1096(3) 0.5916(3) 0.99836(5) 0.0477(9) Uani 1 1 d U . . 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 0.0179(2) 0.0154(3) 0.0127(2) -0.0004(2) -0.00104(18) 0.0007(2) Fe2 0.0209(2) 0.0153(3) 0.0122(2) 0.0015(2) 0.00105(18) 0.0029(2) O5 0.0248(13) 0.0233(17) 0.0187(11) 0.0011(11) -0.0002(10) 0.0041(11) Cl2 0.0472(6) 0.0750(9) 0.1072(9) -0.0211(8) 0.0165(6) -0.0013(7) C01 0.045(3) 0.047(4) 0.039(2) 0.010(2) 0.002(2) 0.004(2) Cl1 0.0657(7) 0.0619(9) 0.0785(7) -0.0035(7) 0.0144(6) 0.0146(7) O1 0.0243(13) 0.0259(18) 0.0167(11) 0.0012(11) -0.0038(10) -0.0071(12) C1 0.0173(16) 0.018(3) 0.0217(16) -0.0014(15) -0.0025(14) 0.0033(17) N1 0.0159(15) 0.017(2) 0.0187(13) 0.0012(13) 0.0007(11) 0.0013(13) C2 0.0209(19) 0.025(3) 0.0245(17) 0.0025(17) -0.0024(15) -0.0013(18) C3 0.023(2) 0.016(3) 0.037(2) 0.0004(18) -0.0080(16) 0.0015(17) C4 0.023(2) 0.020(3) 0.0250(18) -0.0072(17) -0.0101(15) 0.0060(18) C5 0.0216(19) 0.021(3) 0.0196(16) -0.0039(15) -0.0027(14) 0.0055(17) N5 0.0282(18) 0.027(2) 0.0315(18) -0.0130(16) -0.0105(14) 0.0072(17) O5B 0.0431(17) 0.041(2) 0.0232(14) -0.0099(14) -0.0047(12) 0.0016(16) O5A 0.0456(18) 0.036(2) 0.0423(15) -0.0117(14) -0.0146(14) -0.0099(17) C6 0.0190(18) 0.019(3) 0.0179(16) -0.0010(15) -0.0021(13) 0.0070(16) C7 0.0211(18) 0.020(3) 0.0141(15) -0.0014(15) -0.0015(13) 0.0072(16) C8 0.0230(19) 0.022(3) 0.0193(16) 0.0005(15) -0.0016(15) 0.0000(18) C9 0.024(2) 0.035(3) 0.0320(19) 0.0101(19) 0.0033(15) 0.0005(19) C10 0.025(2) 0.015(3) 0.0233(17) 0.0023(17) 0.0027(15) -0.0026(17) C11 0.039(2) 0.024(3) 0.0218(17) 0.0030(17) 0.0017(16) 0.0097(19) C12 0.049(3) 0.032(3) 0.0279(19) 0.0097(19) -0.0019(18) 0.008(2) C13 0.039(3) 0.035(3) 0.051(2) 0.016(2) -0.002(2) 0.017(2) C14 0.045(3) 0.035(3) 0.046(2) 0.003(2) 0.013(2) 0.018(2) C15 0.043(2) 0.027(3) 0.0233(18) 0.0055(18) 0.0094(17) 0.008(2) O2 0.0360(14) 0.0171(17) 0.0143(10) 0.0003(10) 0.0008(10) -0.0019(12) N2 0.0196(15) 0.0093(19) 0.0164(12) 0.0008(12) 0.0011(11) -0.0006(13) N6 0.0307(17) 0.023(2) 0.0240(15) -0.0052(14) -0.0077(13) 0.0069(16) O6B 0.0572(18) 0.0261(19) 0.0182(12) 0.0019(12) -0.0053(12) 0.0026(16) O6A 0.0470(17) 0.0145(19) 0.0312(13) -0.0071(13) -0.0046(12) -0.0050(14) C16 0.0179(17) 0.017(3) 0.0194(16) 0.0011(15) -0.0008(14) 0.0005(17) C17 0.041(2) 0.019(3) 0.0193(16) 0.0018(16) -0.0039(15) 0.000(2) C18 0.040(2) 0.015(3) 0.0260(17) -0.0017(16) -0.0058(17) -0.0017(19) C19 0.0252(19) 0.017(3) 0.0195(15) -0.0071(15) -0.0039(14) 0.0068(17) C20 0.0208(18) 0.020(3) 0.0179(15) 0.0000(15) -0.0002(14) 0.0018(17) C21 0.0174(17) 0.016(3) 0.0181(15) 0.0004(15) -0.0006(13) 0.0002(16) C22 0.0197(17) 0.019(3) 0.0139(14) 0.0013(14) -0.0002(13) 0.0005(17) C23 0.0216(18) 0.015(2) 0.0138(14) 0.0010(13) 0.0004(14) 0.0008(16) C24 0.0256(19) 0.016(2) 0.0239(17) 0.0034(16) -0.0018(15) 0.0027(18) C25 0.0241(19) 0.012(2) 0.0212(16) 0.0046(16) -0.0031(14) 0.0000(16) C26 0.031(2) 0.020(3) 0.0289(18) -0.0019(18) -0.0055(16) 0.0032(18) C27 0.038(2) 0.020(3) 0.044(2) -0.0026(19) -0.0143(19) -0.003(2) C28 0.031(2) 0.035(3) 0.053(3) 0.011(2) -0.013(2) -0.013(2) C29 0.029(2) 0.043(3) 0.045(2) -0.002(2) 0.0011(19) -0.010(2) C30 0.026(2) 0.026(3) 0.0301(18) -0.0016(17) 0.0035(16) -0.0045(19) O3 0.0472(16) 0.0142(17) 0.0149(11) 0.0013(11) -0.0052(11) 0.0073(12) N3 0.0192(15) 0.015(2) 0.0179(13) 0.0023(13) -0.0015(11) 0.0019(13) N7 0.0281(17) 0.018(2) 0.0206(15) 0.0035(14) -0.0006(13) 0.0031(15) O7B 0.0487(17) 0.0249(19) 0.0179(12) -0.0004(12) -0.0071(11) 0.0011(15) O7A 0.0524(18) 0.0142(19) 0.0283(13) 0.0055(13) -0.0049(12) -0.0051(14) C31 0.0247(19) 0.017(3) 0.0176(16) 0.0013(16) 0.0002(13) 0.0059(17) C32 0.045(2) 0.020(3) 0.0197(16) -0.0005(17) -0.0069(16) 0.003(2) C33 0.037(2) 0.017(3) 0.0265(18) 0.0007(17) -0.0040(16) -0.0026(18) C34 0.0232(18) 0.018(3) 0.0180(16) 0.0056(15) -0.0016(13) 0.0030(17) C35 0.0223(19) 0.023(3) 0.0171(16) 0.0000(16) -0.0005(13) 0.0014(18) C36 0.0198(18) 0.015(3) 0.0188(16) -0.0005(16) -0.0005(13) 0.0009(16) C37 0.0233(19) 0.020(3) 0.0157(15) -0.0017(16) -0.0020(13) -0.0003(17) C38 0.0224(19) 0.012(2) 0.0189(16) 0.0004(15) -0.0010(14) 0.0017(16) C39 0.027(2) 0.016(3) 0.0241(17) -0.0021(16) 0.0063(15) -0.0008(17) C40 0.0245(19) 0.015(3) 0.0156(15) -0.0043(15) 0.0009(13) -0.0019(16) C41 0.027(2) 0.020(3) 0.0249(18) -0.0017(17) 0.0020(15) 0.0011(17) C42 0.024(2) 0.037(3) 0.034(2) -0.006(2) 0.0053(16) 0.001(2) C43 0.035(2) 0.041(3) 0.035(2) -0.010(2) 0.0133(18) -0.013(2) C44 0.047(3) 0.021(3) 0.034(2) 0.0021(19) 0.0123(19) -0.007(2) C45 0.029(2) 0.017(3) 0.0261(18) 0.0008(17) 0.0046(15) 0.0015(18) O4 0.0266(13) 0.0222(18) 0.0136(11) -0.0011(10) 0.0029(9) -0.0043(12) C46 0.0188(17) 0.016(2) 0.0168(15) -0.0002(16) 0.0013(12) 0.0049(17) C47 0.0243(19) 0.020(3) 0.0179(15) -0.0043(15) 0.0004(14) 0.0008(17) C48 0.0194(18) 0.016(3) 0.0275(18) 0.0017(17) 0.0053(14) 0.0006(16) C49 0.026(2) 0.019(2) 0.0158(15) 0.0021(15) 0.0018(14) 0.0038(17) C50 0.0230(18) 0.017(3) 0.0157(15) 0.0008(15) -0.0019(13) 0.0069(16) C51 0.0188(18) 0.015(2) 0.0168(15) -0.0010(15) 0.0009(13) 0.0042(16) C52 0.0188(18) 0.021(3) 0.0126(15) -0.0029(14) -0.0028(13) 0.0059(16) N4 0.0173(15) 0.015(2) 0.0180(13) 0.0025(12) -0.0009(11) 0.0046(13) C53 0.0209(18) 0.023(3) 0.0195(16) 0.0010(16) -0.0002(14) -0.0033(17) C55 0.032(2) 0.016(3) 0.0213(16) -0.0004(15) 0.0071(15) -0.0086(18) C56 0.058(3) 0.027(3) 0.0250(18) 0.0023(18) -0.0034(18) -0.017(2) C57 0.064(2) 0.040(2) 0.0326(16) -0.0070(16) 0.0071(16) -0.0115(18) C58 0.063(2) 0.044(2) 0.051(2) -0.0035(18) 0.0164(18) -0.0014(19) C59 0.043(3) 0.031(3) 0.065(3) -0.001(3) 0.016(2) 0.005(2) C60 0.033(2) 0.021(3) 0.038(2) -0.0005(19) 0.0043(17) 0.001(2) C54 0.023(2) 0.042(3) 0.045(2) 0.011(2) -0.0084(18) -0.002(2) N8 0.0313(18) 0.031(2) 0.0225(15) 0.0043(15) 0.0026(14) -0.0040(16) O8B 0.0418(17) 0.047(2) 0.0169(11) 0.0029(12) -0.0021(12) -0.0094(15) O8A 0.0560(18) 0.057(2) 0.0301(13) 0.0028(14) 0.0097(13) -0.0264(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 O5 1.787(2) . ? Fe1 O1 1.908(2) . ? Fe1 O2 1.938(3) . ? Fe1 N1 2.139(3) . ? Fe1 N2 2.180(3) . ? Fe2 O5 1.780(2) . ? Fe2 O4 1.901(2) . ? Fe2 O3 1.937(3) . ? Fe2 N4 2.132(3) . ? Fe2 N3 2.170(3) . ? Cl2 C01 1.746(5) . ? C01 Cl1 1.768(5) . ? C01 H01A 0.9900 . ? C01 H01B 0.9900 . ? O1 C1 1.315(4) . ? C1 C2 1.407(5) . ? C1 C6 1.429(5) . ? N1 C7 1.285(4) . ? N1 C8 1.510(5) . ? C2 C3 1.378(5) . ? C2 H2A 0.9500 . ? C3 C4 1.412(5) . ? C3 H3A 0.9500 . ? C4 C5 1.361(5) . ? C4 N5 1.470(4) . ? C5 C6 1.402(5) . ? C5 H5A 0.9500 . ? N5 O5A 1.233(4) . ? N5 O5B 1.237(4) . ? C6 C7 1.444(5) . ? C7 H7A 0.9500 . ? C8 C10 1.523(5) . ? C8 C9 1.526(5) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.386(5) . ? C10 C15 1.392(5) . ? C11 C12 1.391(6) . ? C11 H11A 0.9500 . ? C12 C13 1.383(6) . ? C12 H12A 0.9500 . ? C13 C14 1.383(6) . ? C13 H13A 0.9500 . ? C14 C15 1.396(6) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? O2 C16 1.308(4) . ? N2 C22 1.293(4) . ? N2 C23 1.499(5) . ? N6 O6A 1.235(4) . ? N6 O6B 1.236(4) . ? N6 C19 1.468(4) . ? C16 C17 1.402(5) . ? C16 C21 1.429(4) . ? C17 C18 1.382(5) . ? C17 H17A 0.9500 . ? C18 C19 1.395(5) . ? C18 H18A 0.9500 . ? C19 C20 1.369(5) . ? C20 C21 1.404(4) . ? C20 H20A 0.9500 . ? C21 C22 1.442(5) . ? C22 H22A 0.9500 . ? C23 C25 1.514(5) . ? C23 C24 1.533(4) . ? C23 H23A 1.0000 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.389(5) . ? C25 C26 1.390(5) . ? C26 C27 1.399(6) . ? C26 H26A 0.9500 . ? C27 C28 1.378(6) . ? C27 H27A 0.9500 . ? C28 C29 1.380(6) . ? C28 H28A 0.9500 . ? C29 C30 1.387(6) . ? C29 H29A 0.9500 . ? C30 H30E 0.9500 . ? O3 C31 1.312(4) . ? N3 C37 1.279(4) . ? N3 C38 1.495(5) . ? N7 O7B 1.233(4) . ? N7 O7A 1.236(4) . ? N7 C34 1.456(4) . ? C31 C32 1.414(6) . ? C31 C36 1.426(5) . ? C32 C33 1.377(5) . ? C32 H32A 0.9500 . ? C33 C34 1.398(5) . ? C33 H33A 0.9500 . ? C34 C35 1.374(6) . ? C35 C36 1.400(5) . ? C35 H35A 0.9500 . ? C36 C37 1.458(6) . ? C37 H37A 0.9500 . ? C38 C40 1.515(5) . ? C38 C39 1.530(4) . ? C38 H38A 1.0000 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.386(5) . ? C40 C45 1.394(5) . ? C41 C42 1.391(5) . ? C41 H41C 0.9500 . ? C42 C43 1.376(6) . ? C42 H42A 0.9500 . ? C43 C44 1.383(6) . ? C43 H43A 0.9500 . ? C44 C45 1.386(6) . ? C44 H44A 0.9500 . ? C45 H45A 0.9500 . ? O4 C46 1.315(4) . ? C46 C47 1.417(5) . ? C46 C51 1.429(5) . ? C47 C48 1.375(5) . ? C47 H47A 0.9500 . ? C48 C49 1.397(5) . ? C48 H48A 0.9500 . ? C49 C50 1.380(5) . ? C49 N8 1.461(4) . ? C50 C51 1.403(5) . ? C50 H50A 0.9500 . ? C51 C52 1.443(5) . ? C52 N4 1.292(4) . ? C52 H52A 0.9500 . ? N4 C53 1.506(5) . ? C53 C55 1.521(5) . ? C53 C54 1.533(5) . ? C53 H53A 1.0000 . ? C55 C56 1.393(5) . ? C55 C60 1.400(6) . ? C56 C57 1.402(6) . ? C56 H56A 0.9500 . ? C57 C58 1.353(7) . ? C57 H57A 0.9500 . ? C58 C59 1.385(7) . ? C58 H58A 0.9500 . ? C59 C60 1.386(6) . ? C59 H59A 0.9500 . ? C60 H60A 0.9500 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? N8 O8A 1.227(4) . ? N8 O8B 1.235(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Fe1 O1 115.26(11) . . ? O5 Fe1 O2 121.56(12) . . ? O1 Fe1 O2 123.17(11) . . ? O5 Fe1 N1 96.75(11) . . ? O1 Fe1 N1 87.71(10) . . ? O2 Fe1 N1 84.73(11) . . ? O5 Fe1 N2 94.62(11) . . ? O1 Fe1 N2 91.10(10) . . ? O2 Fe1 N2 85.87(10) . . ? N1 Fe1 N2 167.93(11) . . ? O5 Fe2 O4 115.85(12) . . ? O5 Fe2 O3 119.26(12) . . ? O4 Fe2 O3 124.89(11) . . ? O5 Fe2 N4 98.57(11) . . ? O4 Fe2 N4 87.47(10) . . ? O3 Fe2 N4 85.12(11) . . ? O5 Fe2 N3 93.24(11) . . ? O4 Fe2 N3 90.38(11) . . ? O3 Fe2 N3 86.21(11) . . ? N4 Fe2 N3 167.72(11) . . ? Fe2 O5 Fe1 170.96(16) . . ? Cl2 C01 Cl1 112.3(3) . . ? Cl2 C01 H01A 109.1 . . ? Cl1 C01 H01A 109.1 . . ? Cl2 C01 H01B 109.1 . . ? Cl1 C01 H01B 109.1 . . ? H01A C01 H01B 107.9 . . ? C1 O1 Fe1 132.0(2) . . ? O1 C1 C2 119.7(3) . . ? O1 C1 C6 121.7(3) . . ? C2 C1 C6 118.6(3) . . ? C7 N1 C8 116.5(3) . . ? C7 N1 Fe1 122.7(3) . . ? C8 N1 Fe1 120.4(2) . . ? C3 C2 C1 121.6(3) . . ? C3 C2 H2A 119.2 . . ? C1 C2 H2A 119.2 . . ? C2 C3 C4 118.1(4) . . ? C2 C3 H3A 120.9 . . ? C4 C3 H3A 120.9 . . ? C5 C4 C3 122.2(3) . . ? C5 C4 N5 119.0(3) . . ? C3 C4 N5 118.8(4) . . ? C4 C5 C6 120.1(3) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? O5A N5 O5B 123.5(3) . . ? O5A N5 C4 118.7(3) . . ? O5B N5 C4 117.8(3) . . ? C5 C6 C1 119.2(3) . . ? C5 C6 C7 117.0(3) . . ? C1 C6 C7 123.7(3) . . ? N1 C7 C6 126.4(3) . . ? N1 C7 H7A 116.8 . . ? C6 C7 H7A 116.8 . . ? N1 C8 C10 110.2(3) . . ? N1 C8 C9 109.3(3) . . ? C10 C8 C9 115.6(3) . . ? N1 C8 H8A 107.1 . . ? C10 C8 H8A 107.1 . . ? C9 C8 H8A 107.1 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 118.0(4) . . ? C11 C10 C8 123.4(3) . . ? C15 C10 C8 118.5(3) . . ? C10 C11 C12 120.9(4) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C13 C12 C11 120.5(4) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C14 C13 C12 119.6(4) . . ? C14 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? C13 C14 C15 119.6(4) . . ? C13 C14 H14A 120.2 . . ? C15 C14 H14A 120.2 . . ? C10 C15 C14 121.4(4) . . ? C10 C15 H15A 119.3 . . ? C14 C15 H15A 119.3 . . ? C16 O2 Fe1 136.2(2) . . ? C22 N2 C23 119.0(3) . . ? C22 N2 Fe1 125.1(2) . . ? C23 N2 Fe1 115.38(19) . . ? O6A N6 O6B 123.3(3) . . ? O6A N6 C19 118.4(3) . . ? O6B N6 C19 118.3(3) . . ? O2 C16 C17 119.3(3) . . ? O2 C16 C21 122.4(3) . . ? C17 C16 C21 118.4(3) . . ? C18 C17 C16 122.1(3) . . ? C18 C17 H17A 119.0 . . ? C16 C17 H17A 119.0 . . ? C17 C18 C19 118.3(4) . . ? C17 C18 H18A 120.9 . . ? C19 C18 H18A 120.9 . . ? C20 C19 C18 122.0(3) . . ? C20 C19 N6 119.6(3) . . ? C18 C19 N6 118.4(3) . . ? C19 C20 C21 120.3(3) . . ? C19 C20 H20A 119.8 . . ? C21 C20 H20A 119.8 . . ? C20 C21 C16 119.0(3) . . ? C20 C21 C22 117.8(3) . . ? C16 C21 C22 123.0(3) . . ? N2 C22 C21 127.2(3) . . ? N2 C22 H22A 116.4 . . ? C21 C22 H22A 116.4 . . ? N2 C23 C25 112.6(3) . . ? N2 C23 C24 115.0(3) . . ? C25 C23 C24 108.9(3) . . ? N2 C23 H23A 106.6 . . ? C25 C23 H23A 106.6 . . ? C24 C23 H23A 106.6 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 118.5(4) . . ? C30 C25 C23 120.5(3) . . ? C26 C25 C23 120.7(3) . . ? C25 C26 C27 120.3(4) . . ? C25 C26 H26A 119.9 . . ? C27 C26 H26A 119.9 . . ? C28 C27 C26 120.6(4) . . ? C28 C27 H27A 119.7 . . ? C26 C27 H27A 119.7 . . ? C27 C28 C29 119.1(4) . . ? C27 C28 H28A 120.5 . . ? C29 C28 H28A 120.5 . . ? C28 C29 C30 120.8(4) . . ? C28 C29 H29A 119.6 . . ? C30 C29 H29A 119.6 . . ? C29 C30 C25 120.7(4) . . ? C29 C30 H30E 119.7 . . ? C25 C30 H30E 119.7 . . ? C31 O3 Fe2 134.4(2) . . ? C37 N3 C38 118.7(3) . . ? C37 N3 Fe2 125.0(3) . . ? C38 N3 Fe2 115.5(2) . . ? O7B N7 O7A 123.0(3) . . ? O7B N7 C34 118.2(3) . . ? O7A N7 C34 118.8(3) . . ? O3 C31 C32 118.8(3) . . ? O3 C31 C36 122.5(3) . . ? C32 C31 C36 118.6(3) . . ? C33 C32 C31 121.1(3) . . ? C33 C32 H32A 119.4 . . ? C31 C32 H32A 119.4 . . ? C32 C33 C34 119.4(4) . . ? C32 C33 H33A 120.3 . . ? C34 C33 H33A 120.3 . . ? C35 C34 C33 121.1(3) . . ? C35 C34 N7 119.6(3) . . ? C33 C34 N7 119.3(3) . . ? C34 C35 C36 120.6(3) . . ? C34 C35 H35A 119.7 . . ? C36 C35 H35A 119.7 . . ? C35 C36 C31 119.1(3) . . ? C35 C36 C37 117.9(3) . . ? C31 C36 C37 123.0(3) . . ? N3 C37 C36 126.8(3) . . ? N3 C37 H37A 116.6 . . ? C36 C37 H37A 116.6 . . ? N3 C38 C40 111.6(3) . . ? N3 C38 C39 114.7(3) . . ? C40 C38 C39 109.0(3) . . ? N3 C38 H38A 107.0 . . ? C40 C38 H38A 107.0 . . ? C39 C38 H38A 107.0 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C45 118.5(3) . . ? C41 C40 C38 121.4(3) . . ? C45 C40 C38 119.7(3) . . ? C40 C41 C42 120.5(4) . . ? C40 C41 H41C 119.7 . . ? C42 C41 H41C 119.7 . . ? C43 C42 C41 120.2(4) . . ? C43 C42 H42A 119.9 . . ? C41 C42 H42A 119.9 . . ? C42 C43 C44 120.0(4) . . ? C42 C43 H43A 120.0 . . ? C44 C43 H43A 120.0 . . ? C43 C44 C45 119.7(4) . . ? C43 C44 H44A 120.1 . . ? C45 C44 H44A 120.1 . . ? C44 C45 C40 120.9(4) . . ? C44 C45 H45A 119.6 . . ? C40 C45 H45A 119.6 . . ? C46 O4 Fe2 134.3(2) . . ? O4 C46 C47 118.5(3) . . ? O4 C46 C51 122.6(3) . . ? C47 C46 C51 119.0(3) . . ? C48 C47 C46 121.2(3) . . ? C48 C47 H47A 119.4 . . ? C46 C47 H47A 119.4 . . ? C47 C48 C49 119.0(3) . . ? C47 C48 H48A 120.5 . . ? C49 C48 H48A 120.5 . . ? C50 C49 C48 121.7(3) . . ? C50 C49 N8 119.1(3) . . ? C48 C49 N8 119.1(3) . . ? C49 C50 C51 120.3(3) . . ? C49 C50 H50A 119.9 . . ? C51 C50 H50A 119.9 . . ? C50 C51 C46 118.7(3) . . ? C50 C51 C52 118.1(3) . . ? C46 C51 C52 123.0(3) . . ? N4 C52 C51 126.1(3) . . ? N4 C52 H52A 117.0 . . ? C51 C52 H52A 117.0 . . ? C52 N4 C53 117.3(3) . . ? C52 N4 Fe2 125.0(3) . . ? C53 N4 Fe2 117.56(19) . . ? N4 C53 C55 111.3(3) . . ? N4 C53 C54 109.4(3) . . ? C55 C53 C54 115.8(3) . . ? N4 C53 H53A 106.6 . . ? C55 C53 H53A 106.6 . . ? C54 C53 H53A 106.6 . . ? C56 C55 C60 117.8(4) . . ? C56 C55 C53 123.5(4) . . ? C60 C55 C53 118.6(3) . . ? C55 C56 C57 120.1(4) . . ? C55 C56 H56A 120.0 . . ? C57 C56 H56A 120.0 . . ? C58 C57 C56 121.0(4) . . ? C58 C57 H57A 119.5 . . ? C56 C57 H57A 119.5 . . ? C57 C58 C59 120.2(5) . . ? C57 C58 H58A 119.9 . . ? C59 C58 H58A 119.9 . . ? C58 C59 C60 119.5(5) . . ? C58 C59 H59A 120.2 . . ? C60 C59 H59A 120.2 . . ? C59 C60 C55 121.3(4) . . ? C59 C60 H60A 119.3 . . ? C55 C60 H60A 119.3 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O8A N8 O8B 123.1(3) . . ? O8A N8 C49 118.0(3) . . ? O8B N8 C49 118.9(3) . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.911 _refine_diff_density_max 0.454 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.049 # Attachment 'jb17.cif' data_jb17 _database_code_depnum_ccdc_archive 'CCDC 724995' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H28 Cl Fe N2 O2' _chemical_formula_weight 539.84 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+3/4' '-y+1/2, x+1/2, z+1/4' _cell_length_a 10.7396(3) _cell_length_b 10.7396(3) _cell_length_c 23.2848(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2685.65(13) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5526 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1124 _exptl_absorpt_coefficient_mu 0.690 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8114 _exptl_absorpt_correction_T_max 0.9217 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. 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. ; _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 13795 _diffrn_reflns_av_R_equivalents 0.0689 _diffrn_reflns_av_sigmaI/netI 0.0611 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3069 _reflns_number_gt 2577 _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^)+(0.0297P)^2^+1.0154P] 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, Friedel pairs' _refine_ls_abs_structure_Flack 0.01(2) _chemical_absolute_configuration rmad _refine_ls_number_reflns 3069 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 0.19530(3) 0.80470(3) 0.2500 0.01740(13) Uani 1 2 d S . . Cl1 Cl 0.34414(6) 0.65586(6) 0.2500 0.0261(2) Uani 1 2 d S . . O1 O 0.03844(17) 0.75734(19) 0.22109(8) 0.0260(5) Uani 1 1 d . . . N1 N 0.23569(19) 0.87424(19) 0.16704(9) 0.0183(5) Uani 1 1 d . . . C1 C -0.0265(2) 0.7890(3) 0.17466(11) 0.0215(6) Uani 1 1 d . . . C2 C -0.1517(3) 0.7520(3) 0.17078(13) 0.0316(7) Uani 1 1 d . . . H2A H -0.1876 0.7040 0.2008 0.038 Uiso 1 1 calc R . . C3 C -0.2232(3) 0.7846(3) 0.12385(12) 0.0385(8) Uani 1 1 d . . . H3A H -0.3080 0.7596 0.1222 0.046 Uiso 1 1 calc R . . C4 C -0.1732(3) 0.8535(3) 0.07915(13) 0.0423(8) Uani 1 1 d . . . H4A H -0.2232 0.8766 0.0472 0.051 Uiso 1 1 calc R . . C5 C -0.0496(3) 0.8878(3) 0.08171(13) 0.0345(8) Uani 1 1 d . . . H5A H -0.0144 0.9336 0.0508 0.041 Uiso 1 1 calc R . . C6 C 0.0251(2) 0.8566(3) 0.12878(12) 0.0213(6) Uani 1 1 d . . . C7 C 0.1557(2) 0.8901(2) 0.12667(11) 0.0212(6) Uani 1 1 d . . . H7A H 0.1850 0.9273 0.0922 0.025 Uiso 1 1 calc R . . C8 C 0.3664(3) 0.9180(2) 0.15498(11) 0.0210(6) Uani 1 1 d . . . H8A H 0.4198 0.8891 0.1875 0.025 Uiso 1 1 calc R . . C9 C 0.3688(3) 1.0599(2) 0.15535(12) 0.0258(7) Uani 1 1 d . . . H9A H 0.3382 1.0904 0.1924 0.039 Uiso 1 1 calc R . . H9B H 0.3154 1.0916 0.1245 0.039 Uiso 1 1 calc R . . H9C H 0.4543 1.0889 0.1494 0.039 Uiso 1 1 calc R . . C10 C 0.4175(2) 0.8582(3) 0.10005(11) 0.0208(6) Uani 1 1 d . . . C11 C 0.4251(2) 0.7289(3) 0.09657(12) 0.0235(7) Uani 1 1 d . . . H11A H 0.4003 0.6799 0.1285 0.028 Uiso 1 1 calc R . . C12 C 0.4680(3) 0.6707(3) 0.04748(13) 0.0280(7) Uani 1 1 d . . . H12A H 0.4700 0.5824 0.0455 0.034 Uiso 1 1 calc R . . C13 C 0.5080(3) 0.7409(3) 0.00123(15) 0.0325(7) Uani 1 1 d . . . H13A H 0.5384 0.7013 -0.0325 0.039 Uiso 1 1 calc R . . C14 C 0.5031(3) 0.8688(3) 0.00466(14) 0.0406(8) Uani 1 1 d . . . H14A H 0.5308 0.9176 -0.0269 0.049 Uiso 1 1 calc R . . C15 C 0.4583(3) 0.9273(3) 0.05355(13) 0.0349(7) Uani 1 1 d . . . H15A H 0.4555 1.0156 0.0551 0.042 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01696(16) 0.01696(16) 0.0183(2) -0.00097(17) -0.00097(17) -0.0003(2) Cl1 0.0270(3) 0.0270(3) 0.0244(5) 0.0029(3) 0.0029(3) 0.0094(4) O1 0.0216(10) 0.0350(12) 0.0213(10) 0.0016(9) -0.0038(8) -0.0069(9) N1 0.0164(11) 0.0169(11) 0.0215(12) -0.0001(9) -0.0004(9) 0.0017(9) C1 0.0176(13) 0.0241(15) 0.0228(14) -0.0097(13) -0.0037(11) 0.0024(12) C2 0.0211(15) 0.0425(18) 0.0312(16) -0.0066(14) 0.0015(13) -0.0054(13) C3 0.0178(16) 0.060(2) 0.0379(17) -0.0133(17) -0.0061(13) -0.0010(13) C4 0.0242(18) 0.068(2) 0.0349(17) -0.0004(16) -0.0149(14) 0.0065(16) C5 0.0262(16) 0.047(2) 0.0301(17) 0.0000(15) -0.0057(14) 0.0012(15) C6 0.0185(14) 0.0225(14) 0.0229(14) -0.0055(12) -0.0040(12) 0.0038(11) C7 0.0250(14) 0.0184(13) 0.0201(14) -0.0004(11) -0.0034(12) 0.0004(11) C8 0.0210(14) 0.0188(14) 0.0232(14) 0.0038(12) -0.0049(12) -0.0027(11) C9 0.0270(16) 0.0200(15) 0.0304(16) 0.0029(12) -0.0040(13) -0.0022(12) C10 0.0134(13) 0.0253(15) 0.0239(14) 0.0040(13) -0.0010(11) 0.0022(11) C11 0.0201(14) 0.0238(16) 0.0265(16) 0.0044(12) 0.0023(12) -0.0063(12) C12 0.0251(15) 0.0224(17) 0.0364(17) -0.0005(13) 0.0016(14) -0.0010(12) C13 0.0290(15) 0.0422(18) 0.0262(15) 0.0050(17) 0.0106(16) 0.0123(13) C14 0.053(2) 0.0381(18) 0.0308(17) 0.0170(17) 0.0168(18) 0.0154(15) C15 0.041(2) 0.0257(17) 0.0378(17) 0.0143(14) 0.0140(16) 0.0095(13) _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 O1 1.8840(18) . ? Fe1 O1 1.8841(18) 5_665 ? Fe1 N1 2.116(2) 5_665 ? Fe1 N1 2.116(2) . ? Fe1 Cl1 2.2606(10) . ? O1 C1 1.330(3) . ? N1 C7 1.285(3) . ? N1 C8 1.507(3) . ? C1 C2 1.405(4) . ? C1 C6 1.406(4) . ? C2 C3 1.381(4) . ? C2 H2A 0.9500 . ? C3 C4 1.385(4) . ? C3 H3A 0.9500 . ? C4 C5 1.379(4) . ? C4 H4A 0.9500 . ? C5 C6 1.399(4) . ? C5 H5A 0.9500 . ? C6 C7 1.449(4) . ? C7 H7A 0.9500 . ? C8 C9 1.524(4) . ? C8 C10 1.533(4) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.384(4) . ? C10 C11 1.393(4) . ? C11 C12 1.382(4) . ? C11 H11A 0.9500 . ? C12 C13 1.383(4) . ? C12 H12A 0.9500 . ? C13 C14 1.377(4) . ? C13 H13A 0.9500 . ? C14 C15 1.387(4) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? 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 O1 Fe1 O1 127.63(13) . 5_665 ? O1 Fe1 N1 87.44(8) . 5_665 ? O1 Fe1 N1 87.27(8) 5_665 5_665 ? O1 Fe1 N1 87.27(8) . . ? O1 Fe1 N1 87.44(8) 5_665 . ? N1 Fe1 N1 167.99(12) 5_665 . ? O1 Fe1 Cl1 116.19(6) . . ? O1 Fe1 Cl1 116.19(6) 5_665 . ? N1 Fe1 Cl1 96.01(6) 5_665 . ? N1 Fe1 Cl1 96.00(6) . . ? C1 O1 Fe1 133.63(17) . . ? C7 N1 C8 116.4(2) . . ? C7 N1 Fe1 125.30(18) . . ? C8 N1 Fe1 118.12(16) . . ? O1 C1 C2 118.8(3) . . ? O1 C1 C6 122.9(2) . . ? C2 C1 C6 118.3(3) . . ? C3 C2 C1 120.8(3) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 120.9(3) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C5 C4 C3 118.9(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.5(3) . . ? C4 C5 H5A 119.3 . . ? C6 C5 H5A 119.3 . . ? C5 C6 C1 119.5(3) . . ? C5 C6 C7 118.0(3) . . ? C1 C6 C7 122.4(2) . . ? N1 C7 C6 126.1(3) . . ? N1 C7 H7A 116.9 . . ? C6 C7 H7A 116.9 . . ? N1 C8 C9 109.1(2) . . ? N1 C8 C10 111.0(2) . . ? C9 C8 C10 114.7(2) . . ? N1 C8 H8A 107.3 . . ? C9 C8 H8A 107.3 . . ? C10 C8 H8A 107.3 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 118.1(3) . . ? C15 C10 C8 122.8(3) . . ? C11 C10 C8 119.2(2) . . ? C12 C11 C10 121.2(3) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C14 C13 C12 119.1(3) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C13 C14 C15 120.8(3) . . ? C13 C14 H14A 119.6 . . ? C15 C14 H14A 119.6 . . ? C10 C15 C14 120.6(3) . . ? C10 C15 H15A 119.7 . . ? C14 C15 H15A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.209 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.055 # Attachment 'jb3.cif' data_jb3 _database_code_depnum_ccdc_archive 'CCDC 724996' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H40 Fe2 N4 O5' _chemical_formula_weight 912.58 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 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 22.401(8) _cell_length_b 10.356(4) _cell_length_c 18.818(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.827(7) _cell_angle_gamma 90.00 _cell_volume 4365(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5308 _cell_measurement_theta_min 2.244 _cell_measurement_theta_max 27.819 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.719 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8001 _exptl_absorpt_correction_T_max 0.9061 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. 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. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 42390 _diffrn_reflns_av_R_equivalents 0.0677 _diffrn_reflns_av_sigmaI/netI 0.0698 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 29.15 _reflns_number_total 10936 _reflns_number_gt 7206 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0546P)^2^+0.3407P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10936 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0875 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1163 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 0.263018(14) 0.51488(3) -0.092371(17) 0.02616(9) Uani 1 1 d . . . O1 O 0.34617(7) 0.49509(15) -0.10584(9) 0.0366(4) Uani 1 1 d . . . N1 N 0.27333(8) 0.70848(17) -0.13423(10) 0.0283(4) Uani 1 1 d . . . C1 C 0.39029(10) 0.5757(2) -0.11883(13) 0.0330(5) Uani 1 1 d . . . C2 C 0.44939(11) 0.5315(3) -0.10880(15) 0.0438(6) Uani 1 1 d . . . H2A H 0.4563 0.4458 -0.0928 0.053 Uiso 1 1 calc R . . C3 C 0.49696(12) 0.6110(3) -0.12191(17) 0.0524(7) Uani 1 1 d . . . H3A H 0.5364 0.5794 -0.1143 0.063 Uiso 1 1 calc R . . C4 C 0.48872(12) 0.7375(3) -0.14620(16) 0.0520(7) Uani 1 1 d . . . H4A H 0.5220 0.7918 -0.1550 0.062 Uiso 1 1 calc R . . C5 C 0.43162(11) 0.7813(3) -0.15696(14) 0.0439(6) Uani 1 1 d . . . H5A H 0.4256 0.8666 -0.1741 0.053 Uiso 1 1 calc R . . C6 C 0.38166(10) 0.7037(2) -0.14334(12) 0.0323(5) Uani 1 1 d . . . C7 C 0.32286(10) 0.7598(2) -0.15347(13) 0.0328(5) Uani 1 1 d . . . H7A H 0.3207 0.8416 -0.1763 0.039 Uiso 1 1 calc R . . C8 C 0.21846(10) 0.7762(2) -0.14855(12) 0.0292(5) Uani 1 1 d . . . C9 C 0.17998(11) 0.7973(2) -0.09338(13) 0.0373(6) Uani 1 1 d . . . H9A H 0.1909 0.7713 -0.0466 0.045 Uiso 1 1 calc R . . C10 C 0.12539(12) 0.8562(3) -0.10590(15) 0.0444(6) Uani 1 1 d . . . H10A H 0.0995 0.8730 -0.0675 0.053 Uiso 1 1 calc R . . C11 C 0.10845(11) 0.8906(2) -0.17424(14) 0.0412(6) Uani 1 1 d . . . H11A H 0.0706 0.9291 -0.1830 0.049 Uiso 1 1 calc R . . C12 C 0.14639(12) 0.8691(3) -0.22913(14) 0.0444(7) Uani 1 1 d . . . H12A H 0.1346 0.8929 -0.2760 0.053 Uiso 1 1 calc R . . C13 C 0.20188(11) 0.8130(2) -0.21728(13) 0.0395(6) Uani 1 1 d . . . H13A H 0.2283 0.7997 -0.2556 0.047 Uiso 1 1 calc R . . O2 O 0.20615(7) 0.50095(15) -0.16903(9) 0.0384(4) Uani 1 1 d . . . N2 N 0.24967(9) 0.30752(18) -0.08136(10) 0.0315(4) Uani 1 1 d . . . C14 C 0.15793(11) 0.4294(2) -0.17519(13) 0.0362(6) Uani 1 1 d . . . C15 C 0.10987(12) 0.4735(3) -0.21826(16) 0.0510(7) Uani 1 1 d . . . H15A H 0.1131 0.5535 -0.2426 0.061 Uiso 1 1 calc R . . C16 C 0.05878(13) 0.4020(3) -0.22527(18) 0.0605(9) Uani 1 1 d . . . H16A H 0.0268 0.4338 -0.2539 0.073 Uiso 1 1 calc R . . C17 C 0.05278(12) 0.2833(4) -0.19109(16) 0.0594(9) Uani 1 1 d . . . H17A H 0.0167 0.2356 -0.1957 0.071 Uiso 1 1 calc R . . C18 C 0.09926(12) 0.2361(3) -0.15094(15) 0.0500(7) Uani 1 1 d . . . H18A H 0.0955 0.1545 -0.1284 0.060 Uiso 1 1 calc R . . C19 C 0.15288(11) 0.3072(2) -0.14251(13) 0.0364(6) Uani 1 1 d . . . C20 C 0.20079(11) 0.2501(2) -0.10197(13) 0.0371(6) Uani 1 1 d . . . H20A H 0.1964 0.1621 -0.0890 0.045 Uiso 1 1 calc R . . C21 C 0.29413(11) 0.2317(2) -0.04545(13) 0.0331(5) Uani 1 1 d . . . C22 C 0.32002(11) 0.2776(2) 0.01721(14) 0.0386(6) Uani 1 1 d . . . H22A H 0.3076 0.3580 0.0362 0.046 Uiso 1 1 calc R . . C23 C 0.36349(12) 0.2068(3) 0.05163(15) 0.0458(7) Uani 1 1 d . . . H23A H 0.3800 0.2370 0.0953 0.055 Uiso 1 1 calc R . . C24 C 0.38351(13) 0.0911(3) 0.02289(16) 0.0493(7) Uani 1 1 d . . . H24A H 0.4146 0.0438 0.0459 0.059 Uiso 1 1 calc R . . C25 C 0.35792(15) 0.0461(3) -0.03896(16) 0.0569(8) Uani 1 1 d . . . H25A H 0.3711 -0.0336 -0.0583 0.068 Uiso 1 1 calc R . . C26 C 0.31321(13) 0.1147(2) -0.07379(15) 0.0473(7) Uani 1 1 d . . . H26A H 0.2957 0.0824 -0.1165 0.057 Uiso 1 1 calc R . . O3 O 0.15835(7) 0.68269(14) 0.10245(9) 0.0335(4) Uani 1 1 d . . . N3 N 0.27251(8) 0.78674(18) 0.09355(10) 0.0303(4) Uani 1 1 d . . . C27 C 0.13975(10) 0.8025(2) 0.09194(12) 0.0319(5) Uani 1 1 d . . . C28 C 0.07800(11) 0.8260(2) 0.08809(13) 0.0373(6) Uani 1 1 d . . . H28A H 0.0508 0.7566 0.0937 0.045 Uiso 1 1 calc R . . C29 C 0.05650(12) 0.9499(3) 0.07610(15) 0.0464(7) Uani 1 1 d . . . H29A H 0.0147 0.9645 0.0734 0.056 Uiso 1 1 calc R . . C30 C 0.09575(13) 1.0534(3) 0.06793(16) 0.0510(7) Uani 1 1 d . . . H30A H 0.0807 1.1377 0.0590 0.061 Uiso 1 1 calc R . . C31 C 0.15571(12) 1.0329(2) 0.07283(14) 0.0430(6) Uani 1 1 d . . . H31A H 0.1822 1.1038 0.0675 0.052 Uiso 1 1 calc R . . C32 C 0.17956(11) 0.9079(2) 0.08567(13) 0.0337(5) Uani 1 1 d . . . C33 C 0.24335(11) 0.8944(2) 0.09080(12) 0.0337(5) Uani 1 1 d . . . H33A H 0.2662 0.9716 0.0923 0.040 Uiso 1 1 calc R . . C34 C 0.33625(10) 0.7949(2) 0.10246(13) 0.0330(5) Uani 1 1 d . . . C35 C 0.36137(12) 0.8608(2) 0.15989(14) 0.0426(6) Uani 1 1 d . . . H35A H 0.3366 0.9018 0.1936 0.051 Uiso 1 1 calc R . . C36 C 0.42340(13) 0.8660(3) 0.16747(16) 0.0511(7) Uani 1 1 d . . . H36A H 0.4408 0.9096 0.2070 0.061 Uiso 1 1 calc R . . C37 C 0.45943(13) 0.8086(3) 0.11829(17) 0.0537(8) Uani 1 1 d . . . H37A H 0.5016 0.8142 0.1233 0.064 Uiso 1 1 calc R . . C38 C 0.43419(12) 0.7424(3) 0.06136(16) 0.0488(7) Uani 1 1 d . . . H38A H 0.4591 0.7024 0.0273 0.059 Uiso 1 1 calc R . . C39 C 0.37245(11) 0.7345(2) 0.05413(14) 0.0401(6) Uani 1 1 d . . . H39A H 0.3552 0.6873 0.0157 0.048 Uiso 1 1 calc R . . O4 O 0.29422(7) 0.55065(15) 0.15232(9) 0.0362(4) Uani 1 1 d . . . N4 N 0.18756(8) 0.42268(17) 0.12454(10) 0.0298(4) Uani 1 1 d . . . C40 C 0.30944(11) 0.4469(2) 0.18806(12) 0.0319(5) Uani 1 1 d . . . C41 C 0.36684(11) 0.4398(3) 0.21905(13) 0.0395(6) Uani 1 1 d . . . H41A H 0.3935 0.5105 0.2142 0.047 Uiso 1 1 calc R . . C42 C 0.38500(12) 0.3326(3) 0.25617(14) 0.0481(7) Uani 1 1 d . . . H42A H 0.4241 0.3303 0.2764 0.058 Uiso 1 1 calc R . . C43 C 0.34719(12) 0.2269(3) 0.26485(15) 0.0500(7) Uani 1 1 d . . . H43A H 0.3604 0.1526 0.2902 0.060 Uiso 1 1 calc R . . C44 C 0.29048(12) 0.2320(2) 0.23602(13) 0.0412(6) Uani 1 1 d . . . H44A H 0.2642 0.1611 0.2424 0.049 Uiso 1 1 calc R . . C45 C 0.27057(11) 0.3407(2) 0.19713(12) 0.0326(5) Uani 1 1 d . . . C46 C 0.21114(10) 0.3378(2) 0.16703(12) 0.0324(5) Uani 1 1 d . . . H46A H 0.1868 0.2665 0.1796 0.039 Uiso 1 1 calc R . . C47 C 0.12641(10) 0.4005(2) 0.10325(13) 0.0306(5) Uani 1 1 d . . . C48 C 0.11111(11) 0.4091(2) 0.03144(13) 0.0337(5) Uani 1 1 d . . . H48A H 0.1404 0.4314 -0.0025 0.040 Uiso 1 1 calc R . . C49 C 0.05283(11) 0.3848(2) 0.00986(14) 0.0401(6) Uani 1 1 d . . . H49A H 0.0424 0.3885 -0.0392 0.048 Uiso 1 1 calc R . . C50 C 0.00943(11) 0.3551(2) 0.05926(15) 0.0421(6) Uani 1 1 d . . . H50A H -0.0305 0.3387 0.0441 0.051 Uiso 1 1 calc R . . C51 C 0.02468(11) 0.3496(2) 0.13051(15) 0.0413(6) Uani 1 1 d . . . H51A H -0.0049 0.3300 0.1645 0.050 Uiso 1 1 calc R . . C52 C 0.08291(11) 0.3725(2) 0.15253(14) 0.0363(6) Uani 1 1 d . . . H52A H 0.0931 0.3691 0.2017 0.044 Uiso 1 1 calc R . . O5 O 0.24306(7) 0.55695(14) -0.00385(8) 0.0319(4) Uani 1 1 d . . . Fe2 Fe 0.231842(14) 0.59595(3) 0.087015(17) 0.02667(9) 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 0.02901(17) 0.02639(17) 0.02310(17) -0.00097(13) 0.00109(13) 0.00068(13) O1 0.0305(9) 0.0328(9) 0.0465(11) 0.0011(8) 0.0032(8) 0.0033(7) N1 0.0299(10) 0.0296(10) 0.0255(10) 0.0016(8) 0.0013(8) 0.0020(8) C1 0.0316(13) 0.0377(13) 0.0298(13) -0.0049(10) 0.0048(10) 0.0007(10) C2 0.0351(14) 0.0425(15) 0.0539(17) -0.0021(13) -0.0001(12) 0.0061(11) C3 0.0269(14) 0.0659(19) 0.065(2) -0.0007(16) 0.0008(13) 0.0032(13) C4 0.0313(14) 0.0634(19) 0.061(2) 0.0061(15) 0.0036(13) -0.0068(13) C5 0.0413(15) 0.0507(16) 0.0398(15) 0.0035(13) 0.0029(12) -0.0054(12) C6 0.0298(12) 0.0395(13) 0.0279(12) -0.0038(10) 0.0042(10) -0.0025(10) C7 0.0382(13) 0.0315(12) 0.0289(12) 0.0005(10) 0.0023(10) -0.0007(10) C8 0.0338(12) 0.0265(11) 0.0273(12) 0.0036(9) 0.0011(10) 0.0003(9) C9 0.0424(14) 0.0435(14) 0.0260(12) 0.0032(11) 0.0015(11) 0.0117(11) C10 0.0403(15) 0.0544(17) 0.0387(15) 0.0057(13) 0.0078(12) 0.0122(12) C11 0.0354(14) 0.0425(15) 0.0455(16) 0.0027(12) -0.0034(12) 0.0094(11) C12 0.0523(16) 0.0491(16) 0.0316(14) 0.0104(12) -0.0069(13) 0.0125(13) C13 0.0451(15) 0.0448(15) 0.0288(13) 0.0083(11) 0.0077(11) 0.0076(12) O2 0.0424(10) 0.0344(9) 0.0379(10) -0.0013(7) -0.0127(8) -0.0002(7) N2 0.0407(11) 0.0274(10) 0.0263(10) -0.0011(8) 0.0012(9) 0.0016(8) C14 0.0341(13) 0.0431(14) 0.0314(13) -0.0128(11) -0.0025(11) 0.0035(11) C15 0.0444(16) 0.0541(17) 0.0542(18) -0.0124(14) -0.0149(14) 0.0103(13) C16 0.0403(17) 0.082(2) 0.059(2) -0.0257(18) -0.0138(15) 0.0129(16) C17 0.0347(16) 0.096(3) 0.0481(18) -0.0344(18) 0.0044(13) -0.0124(16) C18 0.0459(16) 0.0647(19) 0.0396(16) -0.0163(14) 0.0076(13) -0.0160(14) C19 0.0366(13) 0.0423(14) 0.0304(13) -0.0103(11) 0.0028(11) -0.0041(11) C20 0.0452(15) 0.0338(13) 0.0325(13) -0.0047(10) 0.0030(11) -0.0074(11) C21 0.0412(14) 0.0283(12) 0.0298(13) 0.0026(10) 0.0043(11) -0.0013(10) C22 0.0464(15) 0.0323(13) 0.0371(14) -0.0028(11) -0.0017(12) 0.0062(11) C23 0.0540(17) 0.0429(15) 0.0403(16) 0.0007(12) -0.0089(13) 0.0057(12) C24 0.0572(18) 0.0407(15) 0.0499(18) 0.0109(13) -0.0041(14) 0.0131(13) C25 0.086(2) 0.0355(15) 0.0491(18) -0.0026(13) -0.0011(17) 0.0209(15) C26 0.070(2) 0.0337(14) 0.0379(15) -0.0044(12) -0.0056(14) 0.0068(13) O3 0.0352(9) 0.0275(8) 0.0381(10) 0.0011(7) 0.0057(7) 0.0032(7) N3 0.0353(11) 0.0287(10) 0.0270(10) 0.0005(8) 0.0023(8) -0.0015(8) C27 0.0403(14) 0.0311(12) 0.0244(12) -0.0003(10) 0.0016(10) 0.0037(10) C28 0.0370(14) 0.0403(14) 0.0347(14) -0.0024(11) 0.0037(11) 0.0024(11) C29 0.0420(15) 0.0543(17) 0.0429(16) -0.0028(13) 0.0027(12) 0.0164(13) C30 0.0580(18) 0.0379(15) 0.0570(19) -0.0019(13) -0.0016(15) 0.0158(13) C31 0.0537(17) 0.0298(13) 0.0454(16) -0.0012(12) -0.0011(13) 0.0038(12) C32 0.0425(14) 0.0290(12) 0.0297(13) -0.0043(10) 0.0019(11) 0.0034(10) C33 0.0455(15) 0.0263(12) 0.0293(12) -0.0014(10) 0.0000(11) -0.0040(10) C34 0.0369(13) 0.0261(12) 0.0359(13) 0.0075(10) -0.0030(11) -0.0011(10) C35 0.0513(16) 0.0417(14) 0.0347(14) 0.0007(12) -0.0028(12) -0.0043(12) C36 0.0536(18) 0.0536(17) 0.0455(17) 0.0034(14) -0.0193(14) -0.0104(14) C37 0.0400(16) 0.0575(18) 0.063(2) 0.0091(16) -0.0123(15) 0.0033(13) C38 0.0385(15) 0.0521(17) 0.0558(18) 0.0042(14) -0.0016(13) 0.0042(12) C39 0.0411(14) 0.0383(14) 0.0407(15) 0.0008(12) -0.0010(12) 0.0018(11) O4 0.0392(9) 0.0323(9) 0.0368(10) 0.0071(7) -0.0062(8) -0.0028(7) N4 0.0366(11) 0.0286(10) 0.0242(10) -0.0002(8) 0.0022(8) -0.0007(8) C40 0.0382(13) 0.0361(13) 0.0216(11) 0.0015(10) 0.0038(10) 0.0056(10) C41 0.0385(14) 0.0482(15) 0.0317(13) 0.0034(12) -0.0015(11) 0.0029(11) C42 0.0396(15) 0.0683(19) 0.0362(15) 0.0082(14) -0.0050(12) 0.0101(14) C43 0.0528(17) 0.0549(17) 0.0421(16) 0.0193(13) -0.0005(13) 0.0173(14) C44 0.0504(16) 0.0392(14) 0.0341(14) 0.0141(11) 0.0070(12) 0.0036(12) C45 0.0398(14) 0.0331(13) 0.0252(12) 0.0047(10) 0.0043(10) 0.0046(10) C46 0.0381(13) 0.0291(12) 0.0301(13) 0.0020(10) 0.0065(10) -0.0019(10) C47 0.0350(13) 0.0239(11) 0.0329(13) -0.0005(10) 0.0005(10) -0.0017(9) C48 0.0405(14) 0.0302(12) 0.0305(13) -0.0003(10) 0.0046(11) 0.0026(10) C49 0.0436(15) 0.0372(14) 0.0393(15) -0.0028(11) -0.0090(12) 0.0061(11) C50 0.0348(14) 0.0361(14) 0.0553(18) 0.0001(12) -0.0025(13) 0.0032(11) C51 0.0375(14) 0.0365(14) 0.0502(17) -0.0005(12) 0.0099(12) -0.0017(11) C52 0.0408(14) 0.0351(13) 0.0332(13) 0.0008(11) 0.0042(11) -0.0030(11) O5 0.0430(10) 0.0282(8) 0.0244(8) -0.0004(7) 0.0037(7) -0.0013(7) Fe2 0.03369(19) 0.02333(16) 0.02302(17) 0.00122(13) 0.00200(13) 0.00119(13) _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 O5 1.7851(16) . ? Fe1 O1 1.8946(17) . ? Fe1 O2 1.9161(17) . ? Fe1 N1 2.168(2) . ? Fe1 N2 2.179(2) . ? O1 C1 1.319(3) . ? N1 C7 1.287(3) . ? N1 C8 1.437(3) . ? C1 C2 1.411(3) . ? C1 C6 1.416(3) . ? C2 C3 1.372(4) . ? C2 H2A 0.9500 . ? C3 C4 1.399(4) . ? C3 H3A 0.9500 . ? C4 C5 1.369(4) . ? C4 H4A 0.9500 . ? C5 C6 1.404(3) . ? C5 H5A 0.9500 . ? C6 C7 1.450(3) . ? C7 H7A 0.9500 . ? C8 C9 1.376(3) . ? C8 C13 1.394(3) . ? C9 C10 1.384(3) . ? C9 H9A 0.9500 . ? C10 C11 1.382(4) . ? C10 H10A 0.9500 . ? C11 C12 1.365(4) . ? C11 H11A 0.9500 . ? C12 C13 1.387(3) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? O2 C14 1.314(3) . ? N2 C20 1.300(3) . ? N2 C21 1.430(3) . ? C14 C19 1.412(4) . ? C14 C15 1.414(3) . ? C15 C16 1.368(4) . ? C15 H15A 0.9500 . ? C16 C17 1.395(5) . ? C16 H16A 0.9500 . ? C17 C18 1.368(4) . ? C17 H17A 0.9500 . ? C18 C19 1.416(3) . ? C18 H18A 0.9500 . ? C19 C20 1.435(3) . ? C20 H20A 0.9500 . ? C21 C22 1.390(3) . ? C21 C26 1.393(3) . ? C22 C23 1.374(3) . ? C22 H22A 0.9500 . ? C23 C24 1.392(4) . ? C23 H23A 0.9500 . ? C24 C25 1.372(4) . ? C24 H24A 0.9500 . ? C25 C26 1.385(4) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? O3 C27 1.323(3) . ? O3 Fe2 1.9015(16) . ? N3 C33 1.292(3) . ? N3 C34 1.438(3) . ? N3 Fe2 2.179(2) . ? C27 C28 1.405(3) . ? C27 C32 1.415(3) . ? C28 C29 1.388(4) . ? C28 H28A 0.9500 . ? C29 C30 1.396(4) . ? C29 H29A 0.9500 . ? C30 C31 1.362(4) . ? C30 H30A 0.9500 . ? C31 C32 1.419(3) . ? C31 H31A 0.9500 . ? C32 C33 1.438(3) . ? C33 H33A 0.9500 . ? C34 C39 1.377(3) . ? C34 C35 1.390(3) . ? C35 C36 1.396(4) . ? C35 H35A 0.9500 . ? C36 C37 1.372(4) . ? C36 H36A 0.9500 . ? C37 C38 1.386(4) . ? C37 H37A 0.9500 . ? C38 C39 1.390(4) . ? C38 H38A 0.9500 . ? C39 H39A 0.9500 . ? O4 C40 1.310(3) . ? O4 Fe2 1.9061(17) . ? N4 C46 1.296(3) . ? N4 C47 1.440(3) . ? N4 Fe2 2.173(2) . ? C40 C41 1.406(3) . ? C40 C45 1.416(3) . ? C41 C42 1.370(4) . ? C41 H41A 0.9500 . ? C42 C43 1.395(4) . ? C42 H42A 0.9500 . ? C43 C44 1.375(4) . ? C43 H43A 0.9500 . ? C44 C45 1.411(3) . ? C44 H44A 0.9500 . ? C45 C46 1.439(3) . ? C46 H46A 0.9500 . ? C47 C52 1.386(3) . ? C47 C48 1.392(3) . ? C48 C49 1.384(3) . ? C48 H48A 0.9500 . ? C49 C50 1.389(4) . ? C49 H49A 0.9500 . ? C50 C51 1.380(4) . ? C50 H50A 0.9500 . ? C51 C52 1.383(3) . ? C51 H51A 0.9500 . ? C52 H52A 0.9500 . ? O5 Fe2 1.7783(16) . ? 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 O5 Fe1 O1 114.28(7) . . ? O5 Fe1 O2 123.24(8) . . ? O1 Fe1 O2 122.37(8) . . ? O5 Fe1 N1 98.21(7) . . ? O1 Fe1 N1 86.64(7) . . ? O2 Fe1 N1 82.49(7) . . ? O5 Fe1 N2 96.62(7) . . ? O1 Fe1 N2 92.44(7) . . ? O2 Fe1 N2 84.65(7) . . ? N1 Fe1 N2 164.11(7) . . ? C1 O1 Fe1 134.19(15) . . ? C7 N1 C8 118.93(19) . . ? C7 N1 Fe1 125.54(16) . . ? C8 N1 Fe1 115.11(14) . . ? O1 C1 C2 118.3(2) . . ? O1 C1 C6 123.6(2) . . ? C2 C1 C6 118.1(2) . . ? C3 C2 C1 120.8(3) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 121.4(3) . . ? C2 C3 H3A 119.3 . . ? C4 C3 H3A 119.3 . . ? C5 C4 C3 118.5(3) . . ? C5 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 . . ? C4 C5 C6 121.9(3) . . ? C4 C5 H5A 119.0 . . ? C6 C5 H5A 119.0 . . ? C5 C6 C1 119.3(2) . . ? C5 C6 C7 118.1(2) . . ? C1 C6 C7 122.5(2) . . ? N1 C7 C6 125.6(2) . . ? N1 C7 H7A 117.2 . . ? C6 C7 H7A 117.2 . . ? C9 C8 C13 119.7(2) . . ? C9 C8 N1 118.6(2) . . ? C13 C8 N1 121.5(2) . . ? C8 C9 C10 120.2(2) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C12 C11 C10 119.8(2) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C11 C12 C13 120.9(2) . . ? C11 C12 H12A 119.6 . . ? C13 C12 H12A 119.6 . . ? C12 C13 C8 119.3(2) . . ? C12 C13 H13A 120.3 . . ? C8 C13 H13A 120.3 . . ? C14 O2 Fe1 130.23(16) . . ? C20 N2 C21 117.9(2) . . ? C20 N2 Fe1 122.57(16) . . ? C21 N2 Fe1 119.38(14) . . ? O2 C14 C19 122.5(2) . . ? O2 C14 C15 119.1(2) . . ? C19 C14 C15 118.3(2) . . ? C16 C15 C14 120.7(3) . . ? C16 C15 H15A 119.7 . . ? C14 C15 H15A 119.7 . . ? C15 C16 C17 121.2(3) . . ? C15 C16 H16A 119.4 . . ? C17 C16 H16A 119.4 . . ? C18 C17 C16 119.5(3) . . ? C18 C17 H17A 120.3 . . ? C16 C17 H17A 120.3 . . ? C17 C18 C19 120.9(3) . . ? C17 C18 H18A 119.5 . . ? C19 C18 H18A 119.5 . . ? C14 C19 C18 119.4(2) . . ? C14 C19 C20 122.5(2) . . ? C18 C19 C20 118.1(2) . . ? N2 C20 C19 126.2(2) . . ? N2 C20 H20A 116.9 . . ? C19 C20 H20A 116.9 . . ? C22 C21 C26 119.7(2) . . ? C22 C21 N2 119.5(2) . . ? C26 C21 N2 120.8(2) . . ? C23 C22 C21 120.1(2) . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? C22 C23 C24 120.4(3) . . ? C22 C23 H23A 119.8 . . ? C24 C23 H23A 119.8 . . ? C25 C24 C23 119.3(2) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? C24 C25 C26 121.2(3) . . ? C24 C25 H25A 119.4 . . ? C26 C25 H25A 119.4 . . ? C25 C26 C21 119.3(3) . . ? C25 C26 H26A 120.4 . . ? C21 C26 H26A 120.4 . . ? C27 O3 Fe2 133.76(15) . . ? C33 N3 C34 117.02(19) . . ? C33 N3 Fe2 124.69(16) . . ? C34 N3 Fe2 118.28(14) . . ? O3 C27 C28 118.5(2) . . ? O3 C27 C32 122.6(2) . . ? C28 C27 C32 118.9(2) . . ? C29 C28 C27 120.5(2) . . ? C29 C28 H28A 119.8 . . ? C27 C28 H28A 119.8 . . ? C28 C29 C30 120.7(2) . . ? C28 C29 H29A 119.7 . . ? C30 C29 H29A 119.7 . . ? C31 C30 C29 119.7(3) . . ? C31 C30 H30A 120.2 . . ? C29 C30 H30A 120.2 . . ? C30 C31 C32 121.5(3) . . ? C30 C31 H31A 119.3 . . ? C32 C31 H31A 119.3 . . ? C27 C32 C31 118.8(2) . . ? C27 C32 C33 123.1(2) . . ? C31 C32 C33 118.1(2) . . ? N3 C33 C32 126.0(2) . . ? N3 C33 H33A 117.0 . . ? C32 C33 H33A 117.0 . . ? C39 C34 C35 120.0(2) . . ? C39 C34 N3 119.3(2) . . ? C35 C34 N3 120.7(2) . . ? C34 C35 C36 119.3(3) . . ? C34 C35 H35A 120.3 . . ? C36 C35 H35A 120.3 . . ? C37 C36 C35 120.6(3) . . ? C37 C36 H36A 119.7 . . ? C35 C36 H36A 119.7 . . ? C36 C37 C38 119.9(3) . . ? C36 C37 H37A 120.1 . . ? C38 C37 H37A 120.1 . . ? C37 C38 C39 119.9(3) . . ? C37 C38 H38A 120.0 . . ? C39 C38 H38A 120.0 . . ? C34 C39 C38 120.2(3) . . ? C34 C39 H39A 119.9 . . ? C38 C39 H39A 119.9 . . ? C40 O4 Fe2 135.72(15) . . ? C46 N4 C47 116.16(19) . . ? C46 N4 Fe2 125.23(16) . . ? C47 N4 Fe2 118.57(14) . . ? O4 C40 C41 119.1(2) . . ? O4 C40 C45 122.9(2) . . ? C41 C40 C45 118.0(2) . . ? C42 C41 C40 121.1(3) . . ? C42 C41 H41A 119.4 . . ? C40 C41 H41A 119.4 . . ? C41 C42 C43 121.3(2) . . ? C41 C42 H42A 119.4 . . ? C43 C42 H42A 119.4 . . ? C44 C43 C42 118.8(2) . . ? C44 C43 H43A 120.6 . . ? C42 C43 H43A 120.6 . . ? C43 C44 C45 121.2(2) . . ? C43 C44 H44A 119.4 . . ? C45 C44 H44A 119.4 . . ? C44 C45 C40 119.5(2) . . ? C44 C45 C46 118.1(2) . . ? C40 C45 C46 122.4(2) . . ? N4 C46 C45 126.5(2) . . ? N4 C46 H46A 116.7 . . ? C45 C46 H46A 116.7 . . ? C52 C47 C48 119.8(2) . . ? C52 C47 N4 121.5(2) . . ? C48 C47 N4 118.7(2) . . ? C49 C48 C47 119.4(2) . . ? C49 C48 H48A 120.3 . . ? C47 C48 H48A 120.3 . . ? C48 C49 C50 120.7(2) . . ? C48 C49 H49A 119.7 . . ? C50 C49 H49A 119.7 . . ? C51 C50 C49 119.6(2) . . ? C51 C50 H50A 120.2 . . ? C49 C50 H50A 120.2 . . ? C50 C51 C52 120.2(3) . . ? C50 C51 H51A 119.9 . . ? C52 C51 H51A 119.9 . . ? C51 C52 C47 120.3(2) . . ? C51 C52 H52A 119.8 . . ? C47 C52 H52A 119.8 . . ? Fe2 O5 Fe1 173.48(10) . . ? O5 Fe2 O3 112.88(7) . . ? O5 Fe2 O4 116.85(8) . . ? O3 Fe2 O4 130.24(8) . . ? O5 Fe2 N4 101.32(7) . . ? O3 Fe2 N4 86.57(7) . . ? O4 Fe2 N4 85.47(7) . . ? O5 Fe2 N3 101.28(7) . . ? O3 Fe2 N3 85.71(7) . . ? O4 Fe2 N3 83.39(7) . . ? N4 Fe2 N3 157.37(7) . . ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.425 _refine_diff_density_min -0.517 _refine_diff_density_rms 0.064 # Attachment 'jb4.cif' data_jb4 _database_code_depnum_ccdc_archive 'CCDC 724997' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H36 Fe N2 O2' _chemical_formula_weight 560.50 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 Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 28.978(10) _cell_length_b 10.206(4) _cell_length_c 20.391(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6031(4) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5227 _cell_measurement_theta_min 2.340 _cell_measurement_theta_max 25.306 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 0.532 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8554 _exptl_absorpt_correction_T_max 0.9488 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. 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. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 55295 _diffrn_reflns_av_R_equivalents 0.0944 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6919 _reflns_number_gt 4630 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0491P)^2^+3.5874P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6919 _refine_ls_number_parameters 358 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0954 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1280 _refine_ls_wR_factor_gt 0.1130 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 0.125977(12) 0.05747(4) 0.447406(17) 0.03420(12) Uani 1 1 d . . . O1 O 0.09212(6) 0.13005(17) 0.51912(9) 0.0393(4) Uani 1 1 d . . . N1 N 0.09946(7) -0.1242(2) 0.46498(10) 0.0353(5) Uani 1 1 d . . . C1 C 0.05798(9) 0.0830(3) 0.55454(12) 0.0360(6) Uani 1 1 d . . . C2 C 0.03441(9) 0.1669(3) 0.60010(13) 0.0421(7) Uani 1 1 d . . . C3 C -0.00145(10) 0.1128(3) 0.63593(14) 0.0494(7) Uani 1 1 d . . . H3A H -0.0172 0.1668 0.6666 0.059 Uiso 1 1 calc R . . C4 C -0.01558(10) -0.0167(3) 0.62930(15) 0.0509(8) Uani 1 1 d . . . H4A H -0.0408 -0.0487 0.6544 0.061 Uiso 1 1 calc R . . C5 C 0.00682(9) -0.0973(3) 0.58686(14) 0.0441(7) Uani 1 1 d . . . H5A H -0.0027 -0.1860 0.5827 0.053 Uiso 1 1 calc R . . C6 C 0.04420(8) -0.0500(3) 0.54882(12) 0.0351(6) Uani 1 1 d . . . C7 C 0.06571(9) -0.1432(3) 0.50607(13) 0.0374(6) Uani 1 1 d . . . H7A H 0.0538 -0.2299 0.5079 0.045 Uiso 1 1 calc R . . C8 C 0.11504(9) -0.2356(3) 0.42899(14) 0.0424(7) Uani 1 1 d . . . C9 C 0.12114(11) -0.3570(3) 0.45921(19) 0.0607(9) Uani 1 1 d . . . H9A H 0.1153 -0.3668 0.5048 0.073 Uiso 1 1 calc R . . C10 C 0.13564(13) -0.4625(4) 0.4226(3) 0.0775(11) Uani 1 1 d . . . H10A H 0.1393 -0.5456 0.4430 0.093 Uiso 1 1 calc R . . C11 C 0.14474(12) -0.4492(4) 0.3576(2) 0.0733(11) Uani 1 1 d . . . H11A H 0.1546 -0.5230 0.3329 0.088 Uiso 1 1 calc R . . C12 C 0.13974(11) -0.3287(4) 0.32705(19) 0.0678(10) Uani 1 1 d . . . H12A H 0.1466 -0.3198 0.2817 0.081 Uiso 1 1 calc R . . C13 C 0.12464(10) -0.2204(3) 0.36302(15) 0.0525(8) Uani 1 1 d . . . H13A H 0.1210 -0.1375 0.3425 0.063 Uiso 1 1 calc R . . C14 C 0.04965(11) 0.3088(3) 0.60961(16) 0.0568(9) Uani 1 1 d . . . C15 C 0.04552(14) 0.3842(3) 0.5458(2) 0.0797(12) Uani 1 1 d . . . H15A H 0.0135 0.3815 0.5306 0.120 Uiso 1 1 calc R . . H15B H 0.0656 0.3443 0.5127 0.120 Uiso 1 1 calc R . . H15C H 0.0548 0.4754 0.5529 0.120 Uiso 1 1 calc R . . C16 C 0.01993(15) 0.3815(4) 0.6607(2) 0.1039(17) Uani 1 1 d . . . H16A H -0.0123 0.3824 0.6462 0.156 Uiso 1 1 calc R . . H16B H 0.0310 0.4717 0.6653 0.156 Uiso 1 1 calc R . . H16C H 0.0222 0.3365 0.7031 0.156 Uiso 1 1 calc R . . C17 C 0.09984(13) 0.3090(4) 0.6350(2) 0.0891(14) Uani 1 1 d . . . H17A H 0.1198 0.2646 0.6033 0.134 Uiso 1 1 calc R . . H17B H 0.1013 0.2630 0.6772 0.134 Uiso 1 1 calc R . . H17C H 0.1103 0.3996 0.6408 0.134 Uiso 1 1 calc R . . O2 O 0.13146(6) 0.12508(18) 0.36010(8) 0.0369(4) Uani 1 1 d . . . N2 N 0.19619(7) 0.0714(2) 0.46046(10) 0.0365(5) Uani 1 1 d . . . C18 C 0.16496(8) 0.1881(2) 0.33054(12) 0.0321(6) Uani 1 1 d . . . C19 C 0.15822(9) 0.2424(2) 0.26652(12) 0.0343(6) Uani 1 1 d . . . C20 C 0.19388(10) 0.3129(3) 0.23884(13) 0.0422(7) Uani 1 1 d . . . H20A H 0.1895 0.3494 0.1964 0.051 Uiso 1 1 calc R . . C21 C 0.23630(10) 0.3333(3) 0.27018(15) 0.0516(8) Uani 1 1 d . . . H21A H 0.2595 0.3855 0.2502 0.062 Uiso 1 1 calc R . . C22 C 0.24366(9) 0.2770(3) 0.32977(14) 0.0462(7) Uani 1 1 d . . . H22A H 0.2727 0.2880 0.3508 0.055 Uiso 1 1 calc R . . C23 C 0.20903(9) 0.2025(3) 0.36092(13) 0.0371(6) Uani 1 1 d . . . C24 C 0.22204(9) 0.1394(3) 0.42096(13) 0.0379(6) Uani 1 1 d . . . H24A H 0.2535 0.1484 0.4335 0.046 Uiso 1 1 calc R . . C25 C 0.21879(9) 0.0069(3) 0.51386(14) 0.0401(6) Uani 1 1 d . . . C26 C 0.19859(11) 0.0078(3) 0.57534(14) 0.0481(7) Uani 1 1 d . . . H26A H 0.1699 0.0506 0.5820 0.058 Uiso 1 1 calc R . . C27 C 0.22068(12) -0.0546(3) 0.62750(16) 0.0588(9) Uani 1 1 d . . . H27A H 0.2071 -0.0535 0.6699 0.071 Uiso 1 1 calc R . . C28 C 0.26236(13) -0.1181(4) 0.61756(18) 0.0692(10) Uani 1 1 d . . . H28A H 0.2774 -0.1603 0.6531 0.083 Uiso 1 1 calc R . . C29 C 0.28169(14) -0.1200(4) 0.55657(19) 0.0768(11) Uani 1 1 d . . . H29A H 0.3103 -0.1637 0.5498 0.092 Uiso 1 1 calc R . . C30 C 0.26003(11) -0.0588(3) 0.50444(16) 0.0599(9) Uani 1 1 d . . . H30A H 0.2735 -0.0619 0.4620 0.072 Uiso 1 1 calc R . . C31 C 0.11193(10) 0.2234(3) 0.23040(13) 0.0412(6) Uani 1 1 d . . . C32 C 0.07315(10) 0.2916(3) 0.26888(16) 0.0528(8) Uani 1 1 d . . . H32A H 0.0785 0.3864 0.2691 0.079 Uiso 1 1 calc R . . H32B H 0.0728 0.2589 0.3141 0.079 Uiso 1 1 calc R . . H32C H 0.0434 0.2730 0.2480 0.079 Uiso 1 1 calc R . . C33 C 0.11297(11) 0.2838(3) 0.16127(15) 0.0555(8) Uani 1 1 d . . . H33A H 0.1199 0.3776 0.1645 0.083 Uiso 1 1 calc R . . H33B H 0.0828 0.2719 0.1403 0.083 Uiso 1 1 calc R . . H33C H 0.1368 0.2404 0.1350 0.083 Uiso 1 1 calc R . . C34 C 0.10120(11) 0.0762(3) 0.22181(14) 0.0479(7) Uani 1 1 d . . . H34A H 0.0709 0.0660 0.2010 0.072 Uiso 1 1 calc R . . H34B H 0.1009 0.0335 0.2648 0.072 Uiso 1 1 calc R . . H34C H 0.1249 0.0358 0.1942 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0355(2) 0.0369(2) 0.03023(19) -0.00092(17) 0.00501(16) -0.00527(17) O1 0.0400(10) 0.0404(11) 0.0375(10) -0.0064(8) 0.0114(8) -0.0097(8) N1 0.0355(12) 0.0326(12) 0.0378(12) -0.0001(9) -0.0052(9) -0.0024(10) C1 0.0308(13) 0.0475(16) 0.0297(13) 0.0021(12) -0.0029(11) -0.0059(11) C2 0.0345(14) 0.0587(18) 0.0331(14) -0.0029(13) 0.0020(11) -0.0020(13) C3 0.0353(15) 0.075(2) 0.0379(16) 0.0002(15) 0.0037(12) 0.0016(15) C4 0.0338(15) 0.071(2) 0.0478(18) 0.0167(16) 0.0057(13) -0.0046(15) C5 0.0345(15) 0.0512(17) 0.0466(17) 0.0157(14) -0.0042(13) -0.0070(13) C6 0.0299(12) 0.0427(14) 0.0327(13) 0.0078(12) -0.0050(11) -0.0048(11) C7 0.0355(14) 0.0345(14) 0.0421(15) 0.0082(12) -0.0099(12) -0.0081(12) C8 0.0336(15) 0.0402(16) 0.0533(18) -0.0077(13) -0.0067(12) -0.0028(12) C9 0.062(2) 0.0402(17) 0.080(2) -0.0001(16) -0.0002(18) 0.0032(15) C10 0.075(3) 0.045(2) 0.112(3) -0.008(2) 0.006(2) 0.0042(18) C11 0.060(2) 0.051(2) 0.109(3) -0.037(2) -0.005(2) 0.0024(17) C12 0.053(2) 0.086(3) 0.065(2) -0.031(2) -0.0025(17) 0.0018(19) C13 0.0455(17) 0.0560(19) 0.0560(19) -0.0130(15) -0.0024(15) 0.0024(15) C14 0.0478(18) 0.062(2) 0.060(2) -0.0246(17) 0.0162(15) -0.0107(15) C15 0.090(3) 0.0421(19) 0.107(3) -0.008(2) 0.021(2) -0.0068(19) C16 0.096(3) 0.089(3) 0.126(4) -0.061(3) 0.052(3) -0.017(3) C17 0.067(2) 0.096(3) 0.103(3) -0.053(3) 0.001(2) -0.023(2) O2 0.0336(10) 0.0457(11) 0.0314(9) 0.0019(8) 0.0021(7) -0.0069(8) N2 0.0387(12) 0.0389(12) 0.0319(12) -0.0016(10) -0.0019(9) 0.0005(10) C18 0.0349(14) 0.0299(13) 0.0315(13) -0.0046(11) 0.0045(11) -0.0021(11) C19 0.0379(14) 0.0322(14) 0.0328(14) -0.0033(11) 0.0028(11) -0.0009(11) C20 0.0492(17) 0.0437(16) 0.0335(14) 0.0023(12) 0.0050(12) -0.0068(13) C21 0.0457(17) 0.059(2) 0.0497(18) 0.0066(15) 0.0108(14) -0.0177(15) C22 0.0348(15) 0.0575(19) 0.0463(17) 0.0033(14) 0.0000(12) -0.0089(13) C23 0.0345(14) 0.0413(15) 0.0355(14) -0.0007(12) 0.0047(11) -0.0034(12) C24 0.0308(13) 0.0462(16) 0.0369(14) -0.0022(13) -0.0015(11) -0.0025(12) C25 0.0442(16) 0.0374(15) 0.0388(16) 0.0005(12) -0.0062(12) -0.0047(13) C26 0.0517(18) 0.0502(17) 0.0424(16) 0.0031(14) -0.0041(14) -0.0035(15) C27 0.073(2) 0.061(2) 0.0419(18) 0.0075(16) -0.0087(16) -0.0121(18) C28 0.072(2) 0.078(3) 0.058(2) 0.015(2) -0.0230(19) 0.007(2) C29 0.071(2) 0.089(3) 0.070(3) 0.016(2) -0.010(2) 0.030(2) C30 0.065(2) 0.064(2) 0.0500(19) 0.0016(17) -0.0031(16) 0.0177(18) C31 0.0465(16) 0.0408(15) 0.0362(15) 0.0027(12) -0.0049(12) -0.0042(13) C32 0.0410(16) 0.0547(19) 0.063(2) 0.0019(16) -0.0087(14) 0.0021(14) C33 0.066(2) 0.0546(19) 0.0459(17) 0.0130(15) -0.0144(15) -0.0083(16) C34 0.0581(18) 0.0480(18) 0.0377(16) -0.0010(13) -0.0069(14) -0.0134(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.9104(18) . ? Fe1 O2 1.9158(18) . ? Fe1 N1 2.039(2) . ? Fe1 N2 2.057(2) . ? O1 C1 1.316(3) . ? N1 C7 1.302(3) . ? N1 C8 1.427(3) . ? C1 C6 1.420(4) . ? C1 C2 1.436(4) . ? C2 C3 1.385(4) . ? C2 C14 1.527(4) . ? C3 C4 1.390(4) . ? C3 H3A 0.9500 . ? C4 C5 1.359(4) . ? C4 H4A 0.9500 . ? C5 C6 1.417(4) . ? C5 H5A 0.9500 . ? C6 C7 1.433(4) . ? C7 H7A 0.9500 . ? C8 C13 1.383(4) . ? C8 C9 1.395(4) . ? C9 C10 1.376(5) . ? C9 H9A 0.9500 . ? C10 C11 1.358(6) . ? C10 H10A 0.9500 . ? C11 C12 1.386(5) . ? C11 H11A 0.9500 . ? C12 C13 1.397(4) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.515(5) . ? C14 C16 1.542(4) . ? C14 C17 1.544(5) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O2 C18 1.311(3) . ? N2 C24 1.301(3) . ? N2 C25 1.431(3) . ? C18 C23 1.427(3) . ? C18 C19 1.432(4) . ? C19 C20 1.380(4) . ? C19 C31 1.542(4) . ? C20 C21 1.401(4) . ? C20 H20A 0.9500 . ? C21 C22 1.361(4) . ? C21 H21A 0.9500 . ? C22 C23 1.410(4) . ? C22 H22A 0.9500 . ? C23 C24 1.434(4) . ? C24 H24A 0.9500 . ? C25 C30 1.383(4) . ? C25 C26 1.384(4) . ? C26 C27 1.395(4) . ? C26 H26A 0.9500 . ? C27 C28 1.386(5) . ? C27 H27A 0.9500 . ? C28 C29 1.364(5) . ? C28 H28A 0.9500 . ? C29 C30 1.384(4) . ? C29 H29A 0.9500 . ? C30 H30A 0.9500 . ? C31 C32 1.537(4) . ? C31 C33 1.539(4) . ? C31 C34 1.544(4) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? 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 O1 Fe1 O2 127.89(8) . . ? O1 Fe1 N1 91.40(8) . . ? O2 Fe1 N1 121.48(8) . . ? O1 Fe1 N2 112.47(8) . . ? O2 Fe1 N2 90.77(8) . . ? N1 Fe1 N2 114.39(9) . . ? C1 O1 Fe1 131.67(17) . . ? C7 N1 C8 116.7(2) . . ? C7 N1 Fe1 122.12(18) . . ? C8 N1 Fe1 121.02(17) . . ? O1 C1 C6 121.0(2) . . ? O1 C1 C2 119.7(2) . . ? C6 C1 C2 119.3(2) . . ? C3 C2 C1 117.4(3) . . ? C3 C2 C14 121.9(3) . . ? C1 C2 C14 120.7(2) . . ? C2 C3 C4 123.3(3) . . ? C2 C3 H3A 118.4 . . ? C4 C3 H3A 118.4 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? C5 C6 C1 119.7(3) . . ? C5 C6 C7 116.1(2) . . ? C1 C6 C7 124.2(2) . . ? N1 C7 C6 128.3(2) . . ? N1 C7 H7A 115.9 . . ? C6 C7 H7A 115.9 . . ? C13 C8 C9 120.3(3) . . ? C13 C8 N1 118.3(3) . . ? C9 C8 N1 121.4(3) . . ? C10 C9 C8 119.6(4) . . ? C10 C9 H9A 120.2 . . ? C8 C9 H9A 120.2 . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.7 . . ? C10 C11 C12 120.5(3) . . ? C10 C11 H11A 119.8 . . ? C12 C11 H11A 119.8 . . ? C11 C12 C13 119.9(4) . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C8 C13 C12 119.0(3) . . ? C8 C13 H13A 120.5 . . ? C12 C13 H13A 120.5 . . ? C15 C14 C2 110.5(3) . . ? C15 C14 C16 107.0(3) . . ? C2 C14 C16 112.4(3) . . ? C15 C14 C17 111.2(3) . . ? C2 C14 C17 108.4(3) . . ? C16 C14 C17 107.4(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C18 O2 Fe1 131.70(16) . . ? C24 N2 C25 117.0(2) . . ? C24 N2 Fe1 121.76(18) . . ? C25 N2 Fe1 121.29(17) . . ? O2 C18 C23 120.9(2) . . ? O2 C18 C19 120.5(2) . . ? C23 C18 C19 118.6(2) . . ? C20 C19 C18 118.2(2) . . ? C20 C19 C31 121.4(2) . . ? C18 C19 C31 120.4(2) . . ? C19 C20 C21 123.2(3) . . ? C19 C20 H20A 118.4 . . ? C21 C20 H20A 118.4 . . ? C22 C21 C20 118.8(3) . . ? C22 C21 H21A 120.6 . . ? C20 C21 H21A 120.6 . . ? C21 C22 C23 121.2(3) . . ? C21 C22 H22A 119.4 . . ? C23 C22 H22A 119.4 . . ? C22 C23 C18 119.8(2) . . ? C22 C23 C24 116.1(2) . . ? C18 C23 C24 124.0(2) . . ? N2 C24 C23 128.1(2) . . ? N2 C24 H24A 115.9 . . ? C23 C24 H24A 115.9 . . ? C30 C25 C26 119.6(3) . . ? C30 C25 N2 120.8(3) . . ? C26 C25 N2 119.5(2) . . ? C25 C26 C27 119.6(3) . . ? C25 C26 H26A 120.2 . . ? C27 C26 H26A 120.2 . . ? C28 C27 C26 120.1(3) . . ? C28 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? C29 C28 C27 119.9(3) . . ? C29 C28 H28A 120.1 . . ? C27 C28 H28A 120.1 . . ? C28 C29 C30 120.5(3) . . ? C28 C29 H29A 119.7 . . ? C30 C29 H29A 119.7 . . ? C25 C30 C29 120.3(3) . . ? C25 C30 H30A 119.9 . . ? C29 C30 H30A 119.9 . . ? C32 C31 C33 107.5(2) . . ? C32 C31 C19 109.6(2) . . ? C33 C31 C19 111.7(2) . . ? C32 C31 C34 110.6(2) . . ? C33 C31 C34 106.8(2) . . ? C19 C31 C34 110.6(2) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.408 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.052 # Attachment 'jb5v2.cif' data_jb5 _database_code_depnum_ccdc_archive 'CCDC 724998' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56.70 H37.40 Cl1.40 Fe2 N8 O5' _chemical_formula_weight 1072.08 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 Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 9.4335(4) _cell_length_b 27.2257(9) _cell_length_c 20.5051(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.862(2) _cell_angle_gamma 90.00 _cell_volume 5238.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 4088 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 68.00 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2198 _exptl_absorpt_coefficient_mu 5.556 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2100 _exptl_absorpt_correction_T_max 0.3372 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. 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. The cif checker gives an A and B class warning for weak data but the crystals were poorly diffracting and there is little diffraction above 132 degrees. ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 16491 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 65.97 _reflns_number_total 4370 _reflns_number_gt 3886 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0566P)^2^+9.2610P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4370 _refine_ls_number_parameters 335 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.1090 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.230 _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 O5 O 0.5000 0.37652(10) 0.2500 0.0274(7) Uani 1 2 d S . . Fe1 Fe 0.31088(5) 0.378593(15) 0.25055(2) 0.01982(16) Uani 1 1 d . . . O1 O 0.2348(3) 0.44094(8) 0.26912(10) 0.0338(5) Uani 1 1 d . . . O2 O 0.2147(2) 0.31794(8) 0.23152(10) 0.0319(5) Uani 1 1 d . . . N1 N 0.2801(3) 0.35894(8) 0.35037(11) 0.0202(5) Uani 1 1 d . . . N2 N 0.2633(3) 0.39437(9) 0.14761(12) 0.0224(5) Uani 1 1 d . . . C1 C 0.2006(3) 0.46308(11) 0.32202(15) 0.0261(7) Uani 1 1 d . . . C2 C 0.1734(4) 0.51400(12) 0.31990(17) 0.0330(8) Uani 1 1 d U . . H2A H 0.1778 0.5309 0.2808 0.040 Uiso 1 1 calc R . . C3 C 0.1405(4) 0.53906(12) 0.37437(17) 0.0347(8) Uani 1 1 d . . . H3A H 0.1261 0.5728 0.3719 0.042 Uiso 1 1 calc R . . C4 C 0.1285(3) 0.51468(12) 0.43337(16) 0.0310(7) Uani 1 1 d . . . H4A H 0.1056 0.5319 0.4700 0.037 Uiso 1 1 calc R . . C5 C 0.1509(3) 0.46478(11) 0.43649(15) 0.0265(7) Uani 1 1 d . . . H5A H 0.1409 0.4483 0.4754 0.032 Uiso 1 1 calc R . . C6 C 0.1886(3) 0.43817(10) 0.38192(14) 0.0231(6) Uani 1 1 d . . . C7 C 0.2241(3) 0.38720(11) 0.39150(14) 0.0225(6) Uani 1 1 d . . . H7A H 0.2050 0.3732 0.4310 0.027 Uiso 1 1 calc R . . C8 C 0.3124(3) 0.30954(10) 0.37022(13) 0.0213(6) Uani 1 1 d . . . C9 C 0.4434(3) 0.29026(11) 0.35864(16) 0.0286(7) Uani 1 1 d . . . H9A H 0.5066 0.3092 0.3373 0.034 Uiso 1 1 calc R . . C10 C 0.4810(3) 0.24311(12) 0.37866(16) 0.0309(7) Uani 1 1 d . . . H10A H 0.5700 0.2306 0.3719 0.037 Uiso 1 1 calc R . . C11 C 0.3841(3) 0.21452(10) 0.40905(15) 0.0244(7) Uani 1 1 d . . . C12 C 0.2506(3) 0.23316(11) 0.41849(16) 0.0286(7) Uani 1 1 d . . . H12A H 0.1854 0.2138 0.4379 0.034 Uiso 1 1 calc R . . C13 C 0.2150(3) 0.28047(11) 0.39908(15) 0.0271(7) Uani 1 1 d . . . H13A H 0.1256 0.2929 0.4053 0.032 Uiso 1 1 calc R . . C14 C 0.4230(3) 0.16591(11) 0.43178(16) 0.0288(7) Uani 1 1 d . . . C15 C 0.1836(3) 0.29203(11) 0.17794(15) 0.0251(6) Uani 1 1 d . . . C16 C 0.1451(4) 0.24234(11) 0.18364(16) 0.0316(7) Uani 1 1 d . . . H16A H 0.1414 0.2287 0.2250 0.038 Uiso 1 1 calc R . . N14 N 0.4567(3) 0.12780(10) 0.45169(16) 0.0394(7) Uani 1 1 d . . . C17 C 0.1131(4) 0.21368(12) 0.12891(17) 0.0340(8) Uani 1 1 d . . . H17A H 0.0887 0.1809 0.1339 0.041 Uiso 1 1 calc R . . C18 C 0.1165(3) 0.23301(12) 0.06612(17) 0.0320(7) Uani 1 1 d . . . H18A H 0.0949 0.2134 0.0293 0.038 Uiso 1 1 calc R . . C19 C 0.1522(3) 0.28144(12) 0.05944(15) 0.0282(7) Uani 1 1 d . . . H19A H 0.1542 0.2945 0.0176 0.034 Uiso 1 1 calc R . . C20 C 0.1861(3) 0.31207(11) 0.11445(15) 0.0244(6) Uani 1 1 d . . . C21 C 0.2236(3) 0.36232(11) 0.10294(14) 0.0235(6) Uani 1 1 d . . . H21A H 0.2188 0.3726 0.0595 0.028 Uiso 1 1 calc R . . C22 C 0.3024(3) 0.44205(10) 0.12595(14) 0.0227(6) Uani 1 1 d . . . C23 C 0.4330(3) 0.44848(12) 0.10164(16) 0.0328(8) Uani 1 1 d . . . H23A H 0.4939 0.4219 0.0987 0.039 Uiso 1 1 calc R . . C24 C 0.4723(4) 0.49470(12) 0.08176(17) 0.0341(8) Uani 1 1 d . . . H24A H 0.5603 0.4993 0.0659 0.041 Uiso 1 1 calc R . . C25 C 0.3802(4) 0.53402(11) 0.08549(15) 0.0284(7) Uani 1 1 d . . . C26 C 0.2507(4) 0.52745(11) 0.11045(15) 0.0304(7) Uani 1 1 d . . . H26A H 0.1897 0.5540 0.1133 0.036 Uiso 1 1 calc R . . C27 C 0.2117(3) 0.48161(11) 0.13120(15) 0.0265(7) Uani 1 1 d . . . H27A H 0.1253 0.4773 0.1486 0.032 Uiso 1 1 calc R . . C28 C 0.4177(4) 0.58153(12) 0.06090(16) 0.0349(8) Uani 1 1 d . . . N28 N 0.4456(4) 0.61899(11) 0.03993(17) 0.0497(9) Uani 1 1 d . . . Cl1 Cl 0.6528(3) 0.62142(6) 0.27304(10) 0.0868(6) Uani 0.70 1 d PU . . C01 C 0.5000 0.5861(5) 0.2500 0.090(3) Uani 0.70 2 d SPU . . H01B H 0.5185 0.5651 0.2136 0.109 Uiso 0.35 1 calc PR . . H01C H 0.4815 0.5651 0.2864 0.109 Uiso 0.35 1 calc PR . . 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 O5 0.0341(18) 0.0260(16) 0.0225(16) 0.000 0.0052(12) 0.000 Fe1 0.0266(3) 0.0156(2) 0.0177(3) -0.00009(17) 0.00483(18) 0.00075(17) O1 0.0565(15) 0.0234(11) 0.0237(12) 0.0033(9) 0.0142(10) 0.0122(10) O2 0.0465(14) 0.0254(11) 0.0234(11) -0.0001(9) 0.0015(9) -0.0100(10) N1 0.0249(13) 0.0171(12) 0.0192(12) 0.0018(10) 0.0041(9) 0.0008(10) N2 0.0253(14) 0.0200(12) 0.0220(13) 0.0030(10) 0.0036(10) 0.0019(10) C1 0.0311(17) 0.0217(15) 0.0265(16) 0.0002(12) 0.0071(12) 0.0048(12) C2 0.046(2) 0.0214(15) 0.0335(18) 0.0049(13) 0.0126(14) 0.0058(14) C3 0.041(2) 0.0195(16) 0.045(2) -0.0022(14) 0.0112(15) 0.0047(14) C4 0.0334(18) 0.0282(17) 0.0321(18) -0.0099(13) 0.0069(13) 0.0040(13) C5 0.0276(17) 0.0287(16) 0.0237(16) -0.0014(13) 0.0053(12) 0.0027(13) C6 0.0243(16) 0.0205(15) 0.0246(16) -0.0005(12) 0.0032(12) 0.0019(12) C7 0.0247(16) 0.0233(15) 0.0200(15) 0.0027(12) 0.0044(12) -0.0010(12) C8 0.0261(16) 0.0189(14) 0.0187(15) 0.0005(11) 0.0014(11) 0.0008(12) C9 0.0288(17) 0.0224(15) 0.0361(18) 0.0076(13) 0.0097(13) -0.0006(13) C10 0.0267(17) 0.0255(16) 0.0418(19) 0.0058(14) 0.0094(14) 0.0052(13) C11 0.0296(17) 0.0172(14) 0.0259(16) 0.0020(12) 0.0007(12) 0.0002(12) C12 0.0300(18) 0.0206(15) 0.0365(18) 0.0057(13) 0.0098(13) -0.0037(13) C13 0.0265(17) 0.0225(15) 0.0332(17) 0.0051(13) 0.0080(13) 0.0026(12) C14 0.0308(18) 0.0219(16) 0.0342(18) 0.0007(13) 0.0049(13) -0.0005(13) C15 0.0254(16) 0.0230(15) 0.0271(16) -0.0020(13) 0.0033(12) -0.0031(12) C16 0.0370(19) 0.0252(16) 0.0328(18) 0.0028(13) 0.0048(14) -0.0058(14) N14 0.0485(19) 0.0214(15) 0.0487(19) 0.0060(13) 0.0060(14) 0.0034(13) C17 0.0337(19) 0.0249(16) 0.044(2) -0.0045(14) 0.0075(15) -0.0045(13) C18 0.0299(18) 0.0306(17) 0.0360(18) -0.0125(14) 0.0057(14) -0.0047(14) C19 0.0287(18) 0.0317(17) 0.0246(16) -0.0043(13) 0.0044(13) -0.0007(13) C20 0.0217(16) 0.0233(15) 0.0282(16) -0.0013(12) 0.0024(12) 0.0010(12) C21 0.0245(16) 0.0265(15) 0.0196(15) 0.0014(12) 0.0029(11) 0.0013(12) C22 0.0291(17) 0.0202(15) 0.0181(15) 0.0037(11) -0.0015(11) -0.0001(12) C23 0.0307(18) 0.0280(17) 0.041(2) 0.0108(14) 0.0080(14) 0.0084(14) C24 0.0285(18) 0.0345(18) 0.040(2) 0.0111(15) 0.0048(14) -0.0017(14) C25 0.0382(19) 0.0218(16) 0.0237(16) 0.0037(12) -0.0036(13) -0.0049(13) C26 0.0401(19) 0.0215(16) 0.0292(17) 0.0014(13) 0.0021(14) 0.0050(13) C27 0.0277(17) 0.0237(16) 0.0285(17) 0.0025(12) 0.0042(12) 0.0020(12) C28 0.044(2) 0.0273(18) 0.0325(18) 0.0002(14) -0.0009(15) -0.0071(15) N28 0.070(2) 0.0286(17) 0.050(2) 0.0053(14) 0.0047(17) -0.0133(15) Cl1 0.1480(16) 0.0467(9) 0.0657(10) 0.0177(7) 0.0103(10) 0.0116(9) C01 0.098(4) 0.085(4) 0.087(4) 0.000 0.001(2) 0.000 _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 O5 Fe1 1.7861(5) 2_655 ? O5 Fe1 1.7861(5) . ? Fe1 O1 1.897(2) . ? Fe1 O2 1.905(2) . ? Fe1 N2 2.156(2) . ? Fe1 N1 2.164(2) . ? O1 C1 1.310(4) . ? O2 C15 1.313(4) . ? N1 C7 1.293(4) . ? N1 C8 1.429(4) . ? N2 C21 1.293(4) . ? N2 C22 1.432(4) . ? C1 C2 1.410(4) . ? C1 C6 1.418(4) . ? C2 C3 1.371(5) . ? C2 H2A 0.9300 . ? C3 C4 1.395(5) . ? C3 H3A 0.9300 . ? C4 C5 1.375(4) . ? C4 H4A 0.9300 . ? C5 C6 1.409(4) . ? C5 H5A 0.9300 . ? C6 C7 1.436(4) . ? C7 H7A 0.9300 . ? C8 C9 1.385(4) . ? C8 C13 1.390(4) . ? C9 C10 1.383(4) . ? C9 H9A 0.9300 . ? C10 C11 1.395(4) . ? C10 H10A 0.9300 . ? C11 C12 1.390(4) . ? C11 C14 1.438(4) . ? C12 C13 1.380(4) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 N14 1.148(4) . ? C15 C16 1.409(4) . ? C15 C20 1.414(4) . ? C16 C17 1.375(5) . ? C16 H16A 0.9300 . ? C17 C18 1.394(5) . ? C17 H17A 0.9300 . ? C18 C19 1.371(5) . ? C18 H18A 0.9300 . ? C19 C20 1.413(4) . ? C19 H19A 0.9300 . ? C20 C21 1.438(4) . ? C21 H21A 0.9300 . ? C22 C27 1.386(4) . ? C22 C23 1.387(4) . ? C23 C24 1.385(5) . ? C23 H23A 0.9300 . ? C24 C25 1.386(5) . ? C24 H24A 0.9300 . ? C25 C26 1.383(5) . ? C25 C28 1.445(4) . ? C26 C27 1.381(4) . ? C26 H26A 0.9300 . ? C27 H27A 0.9300 . ? C28 N28 1.148(4) . ? Cl1 C01 1.757(7) . ? C01 Cl1 1.757(7) 2_655 ? C01 H01B 0.9700 . ? C01 H01C 0.9700 . ? 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 Fe1 O5 Fe1 176.38(18) 2_655 . ? O5 Fe1 O1 115.36(12) . . ? O5 Fe1 O2 115.24(12) . . ? O1 Fe1 O2 129.40(11) . . ? O5 Fe1 N2 96.23(7) . . ? O1 Fe1 N2 88.46(9) . . ? O2 Fe1 N2 85.70(9) . . ? O5 Fe1 N1 103.23(7) . . ? O1 Fe1 N1 86.63(9) . . ? O2 Fe1 N1 82.66(9) . . ? N2 Fe1 N1 160.19(9) . . ? C1 O1 Fe1 135.12(19) . . ? C15 O2 Fe1 134.3(2) . . ? C7 N1 C8 117.6(2) . . ? C7 N1 Fe1 124.96(19) . . ? C8 N1 Fe1 117.17(17) . . ? C21 N2 C22 117.2(2) . . ? C21 N2 Fe1 125.1(2) . . ? C22 N2 Fe1 116.73(18) . . ? O1 C1 C2 119.1(3) . . ? O1 C1 C6 123.1(3) . . ? C2 C1 C6 117.8(3) . . ? C3 C2 C1 121.3(3) . . ? C3 C2 H2A 119.3 . . ? C1 C2 H2A 119.3 . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.4(3) . . ? C4 C5 H5A 119.3 . . ? C6 C5 H5A 119.3 . . ? C5 C6 C1 119.4(3) . . ? C5 C6 C7 117.6(3) . . ? C1 C6 C7 122.9(3) . . ? N1 C7 C6 126.2(3) . . ? N1 C7 H7A 116.9 . . ? C6 C7 H7A 116.9 . . ? C9 C8 C13 119.8(3) . . ? C9 C8 N1 118.4(3) . . ? C13 C8 N1 121.7(3) . . ? C10 C9 C8 120.4(3) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C9 C10 C11 119.4(3) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C12 C11 C10 120.2(3) . . ? C12 C11 C14 119.7(3) . . ? C10 C11 C14 120.1(3) . . ? C13 C12 C11 119.9(3) . . ? C13 C12 H12A 120.1 . . ? C11 C12 H12A 120.1 . . ? C12 C13 C8 120.1(3) . . ? C12 C13 H13A 119.9 . . ? C8 C13 H13A 119.9 . . ? N14 C14 C11 177.7(4) . . ? O2 C15 C16 118.9(3) . . ? O2 C15 C20 122.7(3) . . ? C16 C15 C20 118.4(3) . . ? C17 C16 C15 121.0(3) . . ? C17 C16 H16A 119.5 . . ? C15 C16 H16A 119.5 . . ? C16 C17 C18 121.0(3) . . ? C16 C17 H17A 119.5 . . ? C18 C17 H17A 119.5 . . ? C19 C18 C17 119.0(3) . . ? C19 C18 H18A 120.5 . . ? C17 C18 H18A 120.5 . . ? C18 C19 C20 121.7(3) . . ? C18 C19 H19A 119.1 . . ? C20 C19 H19A 119.1 . . ? C19 C20 C15 118.9(3) . . ? C19 C20 C21 118.0(3) . . ? C15 C20 C21 123.1(3) . . ? N2 C21 C20 125.7(3) . . ? N2 C21 H21A 117.1 . . ? C20 C21 H21A 117.1 . . ? C27 C22 C23 120.5(3) . . ? C27 C22 N2 120.0(3) . . ? C23 C22 N2 119.5(3) . . ? C24 C23 C22 119.7(3) . . ? C24 C23 H23A 120.2 . . ? C22 C23 H23A 120.2 . . ? C23 C24 C25 119.8(3) . . ? C23 C24 H24A 120.1 . . ? C25 C24 H24A 120.1 . . ? C26 C25 C24 120.2(3) . . ? C26 C25 C28 120.1(3) . . ? C24 C25 C28 119.7(3) . . ? C27 C26 C25 120.3(3) . . ? C27 C26 H26A 119.9 . . ? C25 C26 H26A 119.9 . . ? C26 C27 C22 119.5(3) . . ? C26 C27 H27A 120.2 . . ? C22 C27 H27A 120.2 . . ? N28 C28 C25 178.3(4) . . ? Cl1 C01 Cl1 113.6(7) 2_655 . ? Cl1 C01 H01B 108.8 2_655 . ? Cl1 C01 H01B 108.8 . . ? Cl1 C01 H01C 108.8 2_655 . ? Cl1 C01 H01C 108.8 . . ? H01B C01 H01C 107.7 . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 65.97 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.091 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.060 # Attachment 'jb7.cif' data_jb7 _database_code_depnum_ccdc_archive 'CCDC 724999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H28 Fe N2 O4' _chemical_formula_weight 536.39 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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' _cell_length_a 9.231(4) _cell_length_b 11.485(5) _cell_length_c 24.132(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2558(2) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3688 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.629 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6989 _exptl_absorpt_correction_T_max 0.7870 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. 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. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 6015 _diffrn_reflns_av_R_equivalents 0.0652 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.96 _reflns_number_total 6015 _reflns_number_gt 4461 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0714P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 2511 Friedel Pairs' _refine_ls_abs_structure_Flack 0.010(19) _chemical_absolute_configuration rmad _refine_ls_number_reflns 6015 _refine_ls_number_parameters 342 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1065 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.992 _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 0.19538(5) 0.29444(4) 0.125735(18) 0.02370(12) Uani 1 1 d . . . O1 O 0.0743(2) 0.39977(19) 0.16661(9) 0.0273(5) Uani 1 1 d . . . C1 C 0.0941(4) 0.4392(3) 0.21838(12) 0.0240(7) Uani 1 1 d . . . C2 C 0.0069(4) 0.5310(3) 0.23732(14) 0.0289(8) Uani 1 1 d . . . H2A H -0.0574 0.5682 0.2122 0.035 Uiso 1 1 calc R . . C3 C 0.0122(4) 0.5686(3) 0.29148(14) 0.0303(8) Uani 1 1 d . . . H3A H -0.0495 0.6301 0.3032 0.036 Uiso 1 1 calc R . . O3 O 0.1094(3) 0.5502(2) 0.38437(9) 0.0380(7) Uani 1 1 d D . . H3 H 0.035(5) 0.583(4) 0.3945(18) 0.057 Uiso 1 1 d D . . C4 C 0.1073(4) 0.5175(3) 0.32943(13) 0.0282(7) Uani 1 1 d . . . C5 C 0.2016(4) 0.4336(3) 0.31123(12) 0.0283(7) Uani 1 1 d . . . H5A H 0.2706 0.4019 0.3363 0.034 Uiso 1 1 calc R . . C6 C 0.1981(4) 0.3932(3) 0.25538(12) 0.0244(6) Uani 1 1 d . . . C7 C 0.3069(4) 0.3068(3) 0.24022(12) 0.0259(6) Uani 1 1 d . . . H7A H 0.3719 0.2841 0.2687 0.031 Uiso 1 1 calc R . . N1 N 0.3251(3) 0.2577(2) 0.19266(11) 0.0252(6) Uani 1 1 d . . . C8 C 0.4467(4) 0.1709(3) 0.18917(14) 0.0303(8) Uani 1 1 d . . . H8A H 0.5140 0.1859 0.2209 0.036 Uiso 1 1 calc R . . C9 C 0.5311(4) 0.1913(3) 0.13545(15) 0.0383(9) Uani 1 1 d . . . H9A H 0.5673 0.2715 0.1347 0.057 Uiso 1 1 calc R . . H9B H 0.4670 0.1785 0.1036 0.057 Uiso 1 1 calc R . . H9C H 0.6129 0.1371 0.1336 0.057 Uiso 1 1 calc R . . C10 C 0.3878(4) 0.0478(3) 0.19527(14) 0.0292(8) Uani 1 1 d . . . C11 C 0.3648(4) 0.0022(3) 0.24793(16) 0.0372(9) Uani 1 1 d . . . H11A H 0.3897 0.0474 0.2795 0.045 Uiso 1 1 calc R . . C12 C 0.3070(5) -0.1067(3) 0.25512(16) 0.0468(10) Uani 1 1 d . . . H12A H 0.2916 -0.1359 0.2915 0.056 Uiso 1 1 calc R . . C13 C 0.2709(5) -0.1743(3) 0.20955(18) 0.0520(12) Uani 1 1 d . . . H13A H 0.2305 -0.2497 0.2144 0.062 Uiso 1 1 calc R . . C14 C 0.2946(5) -0.1305(3) 0.15707(17) 0.0502(11) Uani 1 1 d . . . H14A H 0.2717 -0.1767 0.1256 0.060 Uiso 1 1 calc R . . C15 C 0.3511(4) -0.0205(3) 0.14985(15) 0.0386(9) Uani 1 1 d . . . H15A H 0.3651 0.0090 0.1135 0.046 Uiso 1 1 calc R . . O2 O 0.1365(2) 0.15998(18) 0.08358(9) 0.0260(5) Uani 1 1 d . . . C16 C 0.1909(4) 0.1258(2) 0.03461(12) 0.0219(6) Uani 1 1 d . . . C17 C 0.1632(4) 0.0116(3) 0.01640(13) 0.0249(7) Uani 1 1 d . . . H17A H 0.1110 -0.0401 0.0398 0.030 Uiso 1 1 calc R . . C18 C 0.2107(4) -0.0272(3) -0.03497(12) 0.0250(7) Uani 1 1 d . . . H18A H 0.1894 -0.1044 -0.0465 0.030 Uiso 1 1 calc R . . O4 O 0.3265(3) 0.00385(19) -0.12139(9) 0.0319(5) Uani 1 1 d D . . H4 H 0.398(4) 0.038(4) -0.1331(17) 0.048 Uiso 1 1 d D . . C19 C 0.2892(4) 0.0460(3) -0.06983(12) 0.0242(7) Uani 1 1 d . . . C20 C 0.3207(4) 0.1574(3) -0.05231(12) 0.0248(7) Uani 1 1 d . . . H20A H 0.3752 0.2073 -0.0758 0.030 Uiso 1 1 calc R . . C21 C 0.2737(3) 0.1989(3) -0.00027(12) 0.0238(7) Uani 1 1 d . . . C22 C 0.3114(4) 0.3180(2) 0.01287(12) 0.0241(7) Uani 1 1 d . . . H22A H 0.3598 0.3605 -0.0154 0.029 Uiso 1 1 calc R . . N2 N 0.2871(3) 0.3731(2) 0.05843(10) 0.0251(6) Uani 1 1 d . . . C23 C 0.3298(4) 0.4986(3) 0.05965(13) 0.0274(7) Uani 1 1 d . . . H23A H 0.4074 0.5097 0.0312 0.033 Uiso 1 1 calc R . . C24 C 0.3952(4) 0.5292(3) 0.11604(14) 0.0360(9) Uani 1 1 d . . . H24A H 0.4789 0.4788 0.1232 0.054 Uiso 1 1 calc R . . H24B H 0.3224 0.5174 0.1451 0.054 Uiso 1 1 calc R . . H24C H 0.4263 0.6107 0.1160 0.054 Uiso 1 1 calc R . . C25 C 0.2015(4) 0.5741(2) 0.04251(14) 0.0287(7) Uani 1 1 d . . . C26 C 0.1696(4) 0.5835(3) -0.01403(15) 0.0382(9) Uani 1 1 d . . . H26A H 0.2255 0.5409 -0.0401 0.046 Uiso 1 1 calc R . . C27 C 0.0580(4) 0.6538(3) -0.03253(19) 0.0475(10) Uani 1 1 d U . . H27A H 0.0376 0.6596 -0.0710 0.057 Uiso 1 1 calc R . . C28 C -0.0230(4) 0.7150(4) 0.0051(2) 0.0523(11) Uani 1 1 d U . . H28A H -0.1001 0.7630 -0.0075 0.063 Uiso 1 1 calc R . . C29 C 0.0060(4) 0.7075(4) 0.06088(19) 0.0483(10) Uani 1 1 d U . . H29A H -0.0500 0.7515 0.0864 0.058 Uiso 1 1 calc R . . C30 C 0.1174(4) 0.6357(3) 0.08031(17) 0.0396(9) Uani 1 1 d . . . H30A H 0.1355 0.6291 0.1189 0.048 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0302(2) 0.0236(2) 0.01725(19) -0.00360(19) 0.0025(2) 0.0002(2) O1 0.0308(13) 0.0317(12) 0.0194(11) -0.0083(10) -0.0021(10) 0.0069(11) C1 0.0297(18) 0.0245(15) 0.0177(15) -0.0028(13) 0.0001(14) 0.0000(14) C2 0.0296(18) 0.0308(17) 0.0262(18) -0.0024(15) -0.0078(16) 0.0058(15) C3 0.0284(19) 0.0325(18) 0.0299(19) -0.0122(16) 0.0001(15) 0.0069(15) O3 0.0386(15) 0.0561(16) 0.0193(13) -0.0129(11) -0.0040(11) 0.0165(13) C4 0.0298(18) 0.0341(17) 0.0207(16) -0.0073(14) -0.0003(14) -0.0023(15) C5 0.0301(17) 0.0334(16) 0.0212(15) -0.0033(13) -0.0050(16) 0.0031(17) C6 0.0266(16) 0.0247(14) 0.0218(14) -0.0042(12) -0.0024(15) 0.0018(16) C7 0.0277(16) 0.0311(16) 0.0188(14) 0.0004(13) -0.0024(15) 0.0027(17) N1 0.0245(14) 0.0270(12) 0.0242(13) -0.0036(11) -0.0001(12) 0.0023(12) C8 0.0277(18) 0.0346(18) 0.0287(18) -0.0056(15) -0.0020(15) 0.0052(15) C9 0.0362(19) 0.038(2) 0.041(2) 0.0001(17) 0.0081(16) 0.0078(17) C10 0.0300(19) 0.0294(17) 0.0284(17) -0.0022(15) -0.0010(15) 0.0091(15) C11 0.045(2) 0.0335(19) 0.033(2) -0.0016(16) -0.0022(17) 0.0151(17) C12 0.058(2) 0.041(2) 0.041(2) 0.0116(17) 0.009(2) 0.017(2) C13 0.060(3) 0.0274(19) 0.069(3) 0.007(2) 0.003(2) 0.0055(18) C14 0.069(3) 0.0330(19) 0.048(2) -0.0084(18) -0.012(3) 0.003(2) C15 0.054(3) 0.0333(19) 0.0288(18) -0.0032(16) -0.0026(17) 0.0097(17) O2 0.0345(13) 0.0242(10) 0.0193(11) -0.0025(9) 0.0048(10) -0.0053(10) C16 0.0251(15) 0.0225(14) 0.0182(14) 0.0018(11) 0.0021(15) 0.0010(15) C17 0.0257(18) 0.0241(15) 0.0248(16) -0.0013(13) 0.0026(14) -0.0021(13) C18 0.0297(18) 0.0206(14) 0.0246(15) -0.0040(12) -0.0036(15) -0.0003(14) O4 0.0382(14) 0.0360(12) 0.0217(11) -0.0097(11) 0.0066(12) -0.0072(11) C19 0.0245(18) 0.0308(16) 0.0173(13) -0.0041(12) 0.0026(14) 0.0004(15) C20 0.0263(18) 0.0276(15) 0.0204(14) 0.0012(12) 0.0053(15) -0.0011(14) C21 0.0284(18) 0.0230(14) 0.0201(14) -0.0012(13) 0.0011(13) 0.0018(14) C22 0.0279(16) 0.0238(15) 0.0208(14) 0.0033(12) 0.0037(15) -0.0021(15) N2 0.0301(16) 0.0221(12) 0.0231(13) -0.0010(11) 0.0031(13) -0.0017(12) C23 0.032(2) 0.0246(16) 0.0256(16) -0.0013(13) 0.0039(15) -0.0039(15) C24 0.044(2) 0.0276(16) 0.037(2) -0.0045(16) -0.0024(17) -0.0092(16) C25 0.0289(17) 0.0163(13) 0.0408(18) 0.0003(13) 0.0009(18) -0.0024(15) C26 0.045(2) 0.0306(17) 0.040(2) -0.0025(16) -0.0054(19) -0.0020(17) C27 0.050(2) 0.0363(19) 0.056(2) 0.009(2) -0.012(2) -0.001(2) C28 0.038(2) 0.0339(19) 0.085(3) 0.011(2) -0.004(2) 0.0008(18) C29 0.042(2) 0.0288(17) 0.074(3) -0.001(2) 0.018(2) -0.0010(19) C30 0.044(2) 0.0254(18) 0.050(2) -0.0031(17) 0.0121(19) -0.0042(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 O1 1.920(2) . ? Fe1 O2 1.927(2) . ? Fe1 N2 2.042(3) . ? Fe1 N1 2.054(3) . ? O1 C1 1.341(4) . ? C1 C2 1.404(5) . ? C1 C6 1.413(4) . ? C2 C3 1.377(5) . ? C2 H2A 0.9500 . ? C3 C4 1.398(5) . ? C3 H3A 0.9500 . ? O3 C4 1.378(4) . ? O3 H3 0.82(4) . ? C4 C5 1.370(5) . ? C5 C6 1.426(4) . ? C5 H5A 0.9500 . ? C6 C7 1.458(5) . ? C7 N1 1.290(4) . ? C7 H7A 0.9500 . ? N1 C8 1.504(4) . ? C8 C10 1.522(5) . ? C8 C9 1.530(5) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.390(5) . ? C10 C11 1.391(5) . ? C11 C12 1.371(6) . ? C11 H11A 0.9500 . ? C12 C13 1.387(6) . ? C12 H12A 0.9500 . ? C13 C14 1.380(6) . ? C13 H13A 0.9500 . ? C14 C15 1.378(5) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? O2 C16 1.342(3) . ? C16 C17 1.407(4) . ? C16 C21 1.413(4) . ? C17 C18 1.388(4) . ? C17 H17A 0.9500 . ? C18 C19 1.393(4) . ? C18 H18A 0.9500 . ? O4 C19 1.379(4) . ? O4 H4 0.82(4) . ? C19 C20 1.378(4) . ? C20 C21 1.412(4) . ? C20 H20A 0.9500 . ? C21 C22 1.446(4) . ? C22 N2 1.288(4) . ? C22 H22A 0.9500 . ? N2 C23 1.495(4) . ? C23 C25 1.524(5) . ? C23 C24 1.530(5) . ? C23 H23A 1.0000 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.391(5) . ? C25 C26 1.400(5) . ? C26 C27 1.383(5) . ? C26 H26A 0.9500 . ? C27 C28 1.370(6) . ? C27 H27A 0.9500 . ? C28 C29 1.375(6) . ? C28 H28A 0.9500 . ? C29 C30 1.399(6) . ? C29 H29A 0.9500 . ? C30 H30A 0.9500 . ? 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 O1 Fe1 O2 127.73(10) . . ? O1 Fe1 N2 111.80(10) . . ? O2 Fe1 N2 92.95(10) . . ? O1 Fe1 N1 93.72(10) . . ? O2 Fe1 N1 114.51(10) . . ? N2 Fe1 N1 118.30(11) . . ? C1 O1 Fe1 127.7(2) . . ? O1 C1 C2 118.6(3) . . ? O1 C1 C6 123.7(3) . . ? C2 C1 C6 117.7(3) . . ? C3 C2 C1 121.6(3) . . ? C3 C2 H2A 119.2 . . ? C1 C2 H2A 119.2 . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C4 O3 H3 114(3) . . ? C5 C4 O3 119.4(3) . . ? C5 C4 C3 119.0(3) . . ? O3 C4 C3 121.6(3) . . ? C4 C5 C6 121.1(3) . . ? C4 C5 H5A 119.4 . . ? C6 C5 H5A 119.4 . . ? C1 C6 C5 119.4(3) . . ? C1 C6 C7 124.3(3) . . ? C5 C6 C7 116.3(3) . . ? N1 C7 C6 127.6(3) . . ? N1 C7 H7A 116.2 . . ? C6 C7 H7A 116.2 . . ? C7 N1 C8 115.9(3) . . ? C7 N1 Fe1 122.2(2) . . ? C8 N1 Fe1 121.8(2) . . ? N1 C8 C10 110.1(3) . . ? N1 C8 C9 109.0(3) . . ? C10 C8 C9 114.0(3) . . ? N1 C8 H8A 107.9 . . ? C10 C8 H8A 107.9 . . ? C9 C8 H8A 107.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 118.1(3) . . ? C15 C10 C8 122.4(3) . . ? C11 C10 C8 119.5(3) . . ? C12 C11 C10 121.2(4) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C14 C13 C12 119.0(4) . . ? C14 C13 H13A 120.5 . . ? C12 C13 H13A 120.5 . . ? C15 C14 C13 120.7(4) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C15 C10 120.7(4) . . ? C14 C15 H15A 119.7 . . ? C10 C15 H15A 119.7 . . ? C16 O2 Fe1 126.4(2) . . ? O2 C16 C17 118.7(3) . . ? O2 C16 C21 123.6(3) . . ? C17 C16 C21 117.8(3) . . ? C18 C17 C16 121.4(3) . . ? C18 C17 H17A 119.3 . . ? C16 C17 H17A 119.3 . . ? C17 C18 C19 120.7(3) . . ? C17 C18 H18A 119.7 . . ? C19 C18 H18A 119.7 . . ? C19 O4 H4 110(3) . . ? C20 C19 O4 123.4(3) . . ? C20 C19 C18 119.0(3) . . ? O4 C19 C18 117.6(3) . . ? C19 C20 C21 121.4(3) . . ? C19 C20 H20A 119.3 . . ? C21 C20 H20A 119.3 . . ? C20 C21 C16 119.7(3) . . ? C20 C21 C22 116.1(3) . . ? C16 C21 C22 124.1(3) . . ? N2 C22 C21 127.6(3) . . ? N2 C22 H22A 116.2 . . ? C21 C22 H22A 116.2 . . ? C22 N2 C23 116.4(3) . . ? C22 N2 Fe1 122.2(2) . . ? C23 N2 Fe1 121.3(2) . . ? N2 C23 C25 109.8(3) . . ? N2 C23 C24 110.0(3) . . ? C25 C23 C24 114.7(3) . . ? N2 C23 H23A 107.3 . . ? C25 C23 H23A 107.3 . . ? C24 C23 H23A 107.3 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 118.8(3) . . ? C30 C25 C23 123.0(3) . . ? C26 C25 C23 118.2(3) . . ? C27 C26 C25 121.1(4) . . ? C27 C26 H26A 119.4 . . ? C25 C26 H26A 119.4 . . ? C28 C27 C26 119.5(4) . . ? C28 C27 H27A 120.3 . . ? C26 C27 H27A 120.3 . . ? C27 C28 C29 120.7(4) . . ? C27 C28 H28A 119.6 . . ? C29 C28 H28A 119.6 . . ? C28 C29 C30 120.5(4) . . ? C28 C29 H29A 119.7 . . ? C30 C29 H29A 119.7 . . ? C25 C30 C29 119.4(4) . . ? C25 C30 H30A 120.3 . . ? C29 C30 H30A 120.3 . . ? 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 O3 H3 O2 0.82(4) 1.89(5) 2.709(3) 179(5) 3 O4 H4 O1 0.82(4) 1.95(4) 2.766(3) 172(4) 4 _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.606 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.071 # Attachment 'rvg1.cif' data_rvg1 _database_code_depnum_ccdc_archive 'CCDC 725000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Fe N2 O6.50' _chemical_formula_weight 628.47 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' Fe Fe -1.1336 3.1974 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 17.3993(11) _cell_length_b 10.9524(7) _cell_length_c 32.741(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.600(4) _cell_angle_gamma 90.00 _cell_volume 6184.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 67.7 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 4.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4787 _exptl_absorpt_correction_T_max 0.9581 _exptl_absorpt_process_details 'SADABS Sheldrick 97' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. 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. The data is very weak due to small plate like crystals and the presence of two crystallographically independant molecules in the asymmetric unit of a chiral space group. There are a lot of restraints (over 200) to model chemically sensible bond lengths and thermal parameters of the acetate groups. The thermal parameters of the carbonyl oxygens of the acetate groups inparticular are very large probably due to being disordered with the methyl of the acetate. Attempts to refine the model with the problematic oxygens exchanged for the methyl carbons gave smaller thermal parameters but the bond length stayed the same giving carbon oxygen distances of carbonyls of up to 1.5 angstroms and very short sp2-sp3 carbon carbon bonds. One of the acetates was modelled as disordered over two positions at 44:56 occupancy. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 40741 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.1398 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 66.03 _reflns_number_total 18647 _reflns_number_gt 11742 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _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^)+(0.0500P)^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, 7865 Friedel Pairs' _refine_ls_abs_structure_Flack 0.002(4) _chemical_absolute_configuration rmad _refine_ls_number_reflns 18647 _refine_ls_number_parameters 1597 _refine_ls_number_restraints 2016 _refine_ls_R_factor_all 0.1104 _refine_ls_R_factor_gt 0.0615 _refine_ls_wR_factor_ref 0.1702 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.030 _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 0.77076(5) 0.21445(9) 0.61578(3) 0.0287(3) Uani 1 1 d U . . Fe2 Fe 0.77965(5) 0.53464(9) 0.61445(3) 0.0279(3) Uani 1 1 d U . . Fe3 Fe 0.22945(6) -0.16793(9) 0.88722(3) 0.0304(3) Uani 1 1 d U . . Fe4 Fe 0.21876(6) 0.15210(9) 0.88001(3) 0.0298(3) Uani 1 1 d U . . O5 O 0.7569(2) 0.3758(4) 0.61741(12) 0.0352(11) Uani 1 1 d U . . O10 O 0.2395(2) -0.0081(4) 0.87955(13) 0.0360(11) Uani 1 1 d U . . O1 O 0.8621(2) 0.1570(4) 0.64805(12) 0.0389(11) Uani 1 1 d U . . C1 C 0.9358(4) 0.1752(6) 0.64501(19) 0.0316(15) Uani 1 1 d U . . N1 N 0.8381(3) 0.2112(5) 0.56311(15) 0.0310(12) Uani 1 1 d U . . O1A O 1.1754(3) 0.2552(7) 0.64283(17) 0.0859(18) Uani 1 1 d U . . O1B O 1.2017(5) 0.0596(8) 0.6439(3) 0.112(3) Uani 1 1 d U . . C2 C 0.9910(4) 0.1654(7) 0.6808(2) 0.0432(18) Uani 1 1 d U . . H2A H 0.9736 0.1472 0.7065 0.052 Uiso 1 1 calc R . . C3 C 1.0687(4) 0.1814(7) 0.6793(2) 0.0455(18) Uani 1 1 d U . . H3A H 1.1048 0.1714 0.7035 0.055 Uiso 1 1 calc R . . C4 C 1.0942(4) 0.2119(8) 0.6426(2) 0.057(2) Uani 1 1 d DU . . C5 C 1.0426(4) 0.2206(7) 0.6067(2) 0.0406(17) Uani 1 1 d U . . H5A H 1.0609 0.2384 0.5812 0.049 Uiso 1 1 calc R . . C6 C 0.9637(4) 0.2030(6) 0.60811(18) 0.0322(15) Uani 1 1 d U . . C7 C 0.9131(4) 0.2140(6) 0.56881(19) 0.0293(15) Uani 1 1 d U . . H7A H 0.9380 0.2244 0.5449 0.035 Uiso 1 1 calc R . . C8 C 0.8056(4) 0.2230(6) 0.51933(19) 0.0312(15) Uani 1 1 d U . . H8A H 0.8400 0.2797 0.5061 0.037 Uiso 1 1 calc R . . C9 C 0.7237(3) 0.2786(6) 0.51344(19) 0.0349(16) Uani 1 1 d U . . H9A H 0.7235 0.3536 0.5298 0.052 Uiso 1 1 calc R . . H9B H 0.6870 0.2200 0.5226 0.052 Uiso 1 1 calc R . . H9C H 0.7085 0.2976 0.4842 0.052 Uiso 1 1 calc R . . C10 C 0.8063(3) 0.0985(6) 0.49698(19) 0.0298(15) Uani 1 1 d U . . C11 C 0.7911(4) -0.0078(6) 0.5160(2) 0.0352(16) Uani 1 1 d U . . H11A H 0.7789 -0.0057 0.5434 0.042 Uiso 1 1 calc R . . C12 C 0.7933(4) -0.1183(7) 0.4960(2) 0.0391(17) Uani 1 1 d U . . H12A H 0.7836 -0.1921 0.5097 0.047 Uiso 1 1 calc R . . C13 C 0.8094(4) -0.1207(7) 0.4561(2) 0.0434(18) Uani 1 1 d U . . H13A H 0.8107 -0.1964 0.4420 0.052 Uiso 1 1 calc R . . C14 C 0.8235(4) -0.0140(7) 0.4366(2) 0.0414(17) Uani 1 1 d U . . H14A H 0.8335 -0.0158 0.4087 0.050 Uiso 1 1 calc R . . C15 C 0.8234(4) 0.0961(6) 0.45706(19) 0.0342(15) Uani 1 1 d U . . H15A H 0.8351 0.1696 0.4438 0.041 Uiso 1 1 calc R . . C16 C 1.2173(6) 0.1665(12) 0.6425(3) 0.084(3) Uani 1 1 d DU . . C17 C 1.3021(4) 0.2158(9) 0.6417(2) 0.073(2) Uani 1 1 d U . . H17A H 1.3009 0.3050 0.6392 0.110 Uiso 1 1 calc R . . H17B H 1.3235 0.1805 0.6181 0.110 Uiso 1 1 calc R . . H17C H 1.3347 0.1926 0.6673 0.110 Uiso 1 1 calc R . . O2 O 0.6961(2) 0.1112(4) 0.58550(12) 0.0372(11) Uani 1 1 d U . . N2 N 0.7114(3) 0.1696(5) 0.66807(15) 0.0327(13) Uani 1 1 d U . . O2A O 0.3938(3) -0.0383(6) 0.59754(16) 0.0703(16) Uani 1 1 d U . . O2B O 0.4341(4) -0.2184(6) 0.62155(19) 0.0835(19) Uani 1 1 d U . . C18 C 0.6264(4) 0.0728(6) 0.58989(18) 0.0300(15) Uani 1 1 d U . . C19 C 0.5789(4) 0.0221(6) 0.5568(2) 0.0415(17) Uani 1 1 d U . . H19A H 0.5980 0.0156 0.5310 0.050 Uiso 1 1 calc R . . C20 C 0.5056(4) -0.0190(6) 0.5600(2) 0.0416(17) Uani 1 1 d U . . H20A H 0.4748 -0.0542 0.5369 0.050 Uiso 1 1 calc R . . C21 C 0.4775(4) -0.0088(8) 0.5967(2) 0.053(2) Uani 1 1 d U . . C22 C 0.5214(4) 0.0414(7) 0.6304(2) 0.0453(18) Uani 1 1 d U . . H22A H 0.5000 0.0485 0.6556 0.054 Uiso 1 1 calc R . . C23 C 0.5971(4) 0.0823(6) 0.6284(2) 0.0350(16) Uani 1 1 d U . . C24 C 0.6419(4) 0.1260(6) 0.6655(2) 0.0401(17) Uani 1 1 d U . . H24A H 0.6187 0.1226 0.6902 0.048 Uiso 1 1 calc R . . C25 C 0.7529(4) 0.1968(6) 0.71009(19) 0.0402(17) Uani 1 1 d U . . H25A H 0.7975 0.2515 0.7064 0.048 Uiso 1 1 calc R . . C26 C 0.7871(4) 0.0749(7) 0.7277(2) 0.054(2) Uani 1 1 d U . . H26A H 0.8179 0.0376 0.7080 0.081 Uiso 1 1 calc R . . H26B H 0.7449 0.0197 0.7324 0.081 Uiso 1 1 calc R . . H26C H 0.8202 0.0900 0.7538 0.081 Uiso 1 1 calc R . . C27 C 0.7031(4) 0.2631(7) 0.7381(2) 0.0408(16) Uani 1 1 d U . . C28 C 0.6935(4) 0.3869(8) 0.7334(2) 0.054(2) Uani 1 1 d U . . H28A H 0.7163 0.4277 0.7123 0.065 Uiso 1 1 calc R . . C29 C 0.6511(5) 0.4540(9) 0.7589(3) 0.075(3) Uani 1 1 d U . . H29A H 0.6466 0.5401 0.7559 0.090 Uiso 1 1 calc R . . C30 C 0.6166(5) 0.3952(10) 0.7879(3) 0.072(2) Uani 1 1 d U . . H30A H 0.5872 0.4404 0.8052 0.087 Uiso 1 1 calc R . . C31 C 0.6234(5) 0.2741(10) 0.7926(3) 0.084(3) Uani 1 1 d U . . H31A H 0.5972 0.2342 0.8125 0.100 Uiso 1 1 calc R . . C32 C 0.6683(5) 0.2055(8) 0.7686(2) 0.064(2) Uani 1 1 d U . . H32A H 0.6750 0.1202 0.7732 0.077 Uiso 1 1 calc R . . C33 C 0.3816(6) -0.1439(11) 0.6095(3) 0.073(3) Uani 1 1 d U . . C34 C 0.2980(4) -0.1693(8) 0.6096(2) 0.066(2) Uani 1 1 d U . . H34A H 0.2790 -0.1236 0.6320 0.100 Uiso 1 1 calc R . . H34B H 0.2904 -0.2569 0.6137 0.100 Uiso 1 1 calc R . . H34C H 0.2692 -0.1441 0.5832 0.100 Uiso 1 1 calc R . . O3 O 0.7850(2) 0.6263(4) 0.66378(12) 0.0370(11) Uani 1 1 d U . . N3 N 0.6630(3) 0.6074(4) 0.60152(14) 0.0279(12) Uani 1 1 d U . . O3A O 0.5860(3) 0.8767(5) 0.75242(15) 0.0585(14) Uani 1 1 d U . . O3B O 0.5506(4) 0.7118(7) 0.78505(19) 0.0850(19) Uani 1 1 d U . . C35 C 0.7352(4) 0.6810(6) 0.6847(2) 0.0381(16) Uani 1 1 d U . . C36 C 0.7576(4) 0.7194(7) 0.7257(2) 0.049(2) Uani 1 1 d U . . H36A H 0.8090 0.7028 0.7381 0.059 Uiso 1 1 calc R . . C37 C 0.7091(4) 0.7787(8) 0.7481(2) 0.055(2) Uani 1 1 d U . . H37A H 0.7262 0.8022 0.7758 0.066 Uiso 1 1 calc R . . C38 C 0.6335(4) 0.8049(7) 0.7300(2) 0.0444(18) Uani 1 1 d U . . C39 C 0.6079(4) 0.7702(6) 0.6903(2) 0.0379(16) Uani 1 1 d U . . H39A H 0.5565 0.7895 0.6785 0.046 Uiso 1 1 calc R . . C40 C 0.6568(4) 0.7062(6) 0.66689(19) 0.0318(15) Uani 1 1 d U . . C41 C 0.6266(4) 0.6689(6) 0.62644(19) 0.0312(15) Uani 1 1 d U . . H41A H 0.5746 0.6913 0.6169 0.037 Uiso 1 1 calc R . . C42 C 0.6206(4) 0.5780(6) 0.55983(17) 0.0327(15) Uani 1 1 d U . . H42A H 0.6537 0.5199 0.5463 0.039 Uiso 1 1 calc R . . C43 C 0.6135(4) 0.6951(7) 0.5341(2) 0.0477(19) Uani 1 1 d U . . H43A H 0.6654 0.7264 0.5314 0.072 Uiso 1 1 calc R . . H43B H 0.5847 0.7564 0.5476 0.072 Uiso 1 1 calc R . . H43C H 0.5860 0.6774 0.5066 0.072 Uiso 1 1 calc R . . C44 C 0.5428(4) 0.5150(6) 0.56185(18) 0.0322(15) Uani 1 1 d U . . C45 C 0.5426(4) 0.3921(7) 0.5700(2) 0.0457(18) Uani 1 1 d U . . H45A H 0.5908 0.3504 0.5745 0.055 Uiso 1 1 calc R . . C46 C 0.4750(4) 0.3262(8) 0.5717(2) 0.057(2) Uani 1 1 d U . . H46A H 0.4770 0.2411 0.5774 0.068 Uiso 1 1 calc R . . C47 C 0.4060(4) 0.3856(8) 0.5652(2) 0.0498(19) Uani 1 1 d U . . H47A H 0.3592 0.3415 0.5661 0.060 Uiso 1 1 calc R . . C48 C 0.4030(4) 0.5109(8) 0.5573(2) 0.0483(19) Uani 1 1 d U . . H48A H 0.3546 0.5523 0.5529 0.058 Uiso 1 1 calc R . . C49 C 0.4719(4) 0.5745(7) 0.5557(2) 0.0440(17) Uani 1 1 d U . . H49A H 0.4702 0.6598 0.5504 0.053 Uiso 1 1 calc R . . C50 C 0.5488(5) 0.8196(10) 0.7814(2) 0.059(2) Uani 1 1 d U . . C51 C 0.5098(5) 0.9102(9) 0.8061(3) 0.075(3) Uani 1 1 d U . . H51A H 0.4555 0.8866 0.8062 0.113 Uiso 1 1 calc R . . H51B H 0.5121 0.9915 0.7938 0.113 Uiso 1 1 calc R . . H51C H 0.5362 0.9117 0.8344 0.113 Uiso 1 1 calc R . . O4 O 0.7883(2) 0.5864(4) 0.55905(12) 0.0346(11) Uani 1 1 d U . . N4 N 0.9079(3) 0.5195(5) 0.62279(14) 0.0293(12) Uani 1 1 d U . . O4A O 0.9934(3) 0.4723(4) 0.45028(13) 0.0441(12) Uani 1 1 d U . . O4B O 0.9807(4) 0.2777(8) 0.4565(2) 0.116(2) Uani 1 1 d U . . C52 C 0.8376(4) 0.5544(6) 0.53376(19) 0.0291(14) Uani 1 1 d U . . C53 C 0.8133(4) 0.5564(6) 0.49094(19) 0.0346(16) Uani 1 1 d U . . H53A H 0.7615 0.5785 0.4808 0.042 Uiso 1 1 calc R . . C54 C 0.8640(4) 0.5265(6) 0.46398(19) 0.0357(16) Uani 1 1 d U . . H54A H 0.8470 0.5266 0.4352 0.043 Uiso 1 1 calc R . . C55 C 0.9404(4) 0.4959(6) 0.47846(19) 0.0357(16) Uani 1 1 d U . . C56 C 0.9658(4) 0.4925(6) 0.51980(19) 0.0344(16) Uani 1 1 d U . . H56A H 1.0181 0.4715 0.5294 0.041 Uiso 1 1 calc R . . C57 C 0.9146(4) 0.5200(6) 0.54782(19) 0.0349(16) Uani 1 1 d U . . C58 C 0.9456(4) 0.5116(6) 0.59192(19) 0.0322(16) Uani 1 1 d U . . H58A H 0.9999 0.4988 0.5981 0.039 Uiso 1 1 calc R . . C59 C 0.9596(4) 0.5028(6) 0.66295(19) 0.0356(15) Uani 1 1 d U . . H59A H 1.0003 0.4420 0.6581 0.043 Uiso 1 1 calc R . . C60 C 0.9161(4) 0.4508(6) 0.69602(19) 0.0386(17) Uani 1 1 d U . . H60A H 0.8851 0.3806 0.6849 0.058 Uiso 1 1 calc R . . H60B H 0.8818 0.5135 0.7050 0.058 Uiso 1 1 calc R . . H60C H 0.9531 0.4245 0.7195 0.058 Uiso 1 1 calc R . . C61 C 1.0013(4) 0.6232(7) 0.6753(2) 0.0392(17) Uani 1 1 d U . . C62 C 1.0783(4) 0.6394(9) 0.6674(2) 0.059(2) Uani 1 1 d U . . H62A H 1.1044 0.5740 0.6560 0.070 Uiso 1 1 calc R . . C63 C 1.1163(5) 0.7483(9) 0.6759(3) 0.074(2) Uani 1 1 d U . . H63A H 1.1682 0.7585 0.6704 0.088 Uiso 1 1 calc R . . C64 C 1.0777(6) 0.8440(9) 0.6929(3) 0.076(3) Uani 1 1 d U . . H64A H 1.1029 0.9205 0.6979 0.091 Uiso 1 1 calc R . . C65 C 1.0052(5) 0.8287(8) 0.7021(2) 0.065(2) Uani 1 1 d U . . H65A H 0.9806 0.8928 0.7150 0.078 Uiso 1 1 calc R . . C66 C 0.9659(4) 0.7185(7) 0.6927(2) 0.0481(18) Uani 1 1 d U . . H66A H 0.9141 0.7096 0.6985 0.058 Uiso 1 1 calc R . . C67 C 1.0067(5) 0.3616(8) 0.4392(2) 0.058(2) Uani 1 1 d U . . C68 C 1.0623(4) 0.3506(7) 0.4094(2) 0.052(2) Uani 1 1 d U . . H68A H 1.1064 0.3006 0.4212 0.078 Uiso 1 1 calc R . . H68B H 1.0807 0.4320 0.4028 0.078 Uiso 1 1 calc R . . H68C H 1.0369 0.3120 0.3841 0.078 Uiso 1 1 calc R . . O6 O 0.1381(2) -0.2302(4) 0.85679(13) 0.0399(11) Uani 1 1 d U . . N6 N 0.1620(3) -0.1618(5) 0.93929(15) 0.0306(12) Uani 1 1 d U . . C69 C 0.0645(4) -0.2065(6) 0.8585(2) 0.0360(16) Uani 1 1 d U A . C70 C 0.0089(4) -0.2171(7) 0.8224(2) 0.0425(17) Uani 1 1 d U . . H70A H 0.0260 -0.2373 0.7969 0.051 Uiso 1 1 calc R . . C71 C -0.0677(4) -0.1990(7) 0.8238(2) 0.053(2) Uani 1 1 d U A . H71A H -0.1039 -0.2080 0.7996 0.064 Uiso 1 1 calc R . . C72 C -0.0926(4) -0.1674(8) 0.8604(2) 0.056(2) Uani 1 1 d U . . C73 C -0.0433(4) -0.1540(7) 0.8955(2) 0.0419(17) Uani 1 1 d U A . H73A H -0.0625 -0.1317 0.9203 0.050 Uiso 1 1 calc R . . C74 C 0.0369(4) -0.1730(6) 0.89544(19) 0.0328(15) Uani 1 1 d U . . C75 C 0.0865(4) -0.1590(6) 0.93414(19) 0.0308(15) Uani 1 1 d U A . H75A H 0.0619 -0.1465 0.9580 0.037 Uiso 1 1 calc R . . C76 C 0.1954(4) -0.1463(6) 0.9838(2) 0.0349(15) Uani 1 1 d U . . H76A H 0.1599 -0.0902 0.9965 0.042 Uiso 1 1 calc R . . C77 C 0.2765(4) -0.0860(6) 0.9893(2) 0.0422(18) Uani 1 1 d U . . H77A H 0.2764 -0.0162 0.9705 0.063 Uiso 1 1 calc R . . H77B H 0.3153 -0.1457 0.9830 0.063 Uiso 1 1 calc R . . H77C H 0.2893 -0.0579 1.0178 0.063 Uiso 1 1 calc R . . C78 C 0.1942(3) -0.2684(6) 1.0060(2) 0.0338(15) Uani 1 1 d U . . C79 C 0.2129(4) -0.3769(6) 0.9873(2) 0.0453(18) Uani 1 1 d U . . H79A H 0.2273 -0.3747 0.9604 0.054 Uiso 1 1 calc R . . C80 C 0.2108(4) -0.4884(7) 1.0076(2) 0.0450(19) Uani 1 1 d U . . H80A H 0.2212 -0.5620 0.9940 0.054 Uiso 1 1 calc R . . C81 C 0.1939(4) -0.4908(7) 1.0469(2) 0.0466(19) Uani 1 1 d U . . H81A H 0.1940 -0.5664 1.0611 0.056 Uiso 1 1 calc R . . C82 C 0.1765(4) -0.3845(7) 1.0663(2) 0.0475(18) Uani 1 1 d U . . H82A H 0.1651 -0.3870 1.0939 0.057 Uiso 1 1 calc R . . C83 C 0.1758(4) -0.2729(7) 1.0455(2) 0.0412(17) Uani 1 1 d U . . H83A H 0.1626 -0.2001 1.0587 0.049 Uiso 1 1 calc R . . O6A O -0.1724(14) -0.1258(17) 0.8589(7) 0.062(2) Uani 0.436(6) 1 d PU A 1 O6B O -0.2028(8) -0.3190(13) 0.8546(4) 0.084(2) Uani 0.436(6) 1 d PU A 1 C84 C -0.2265(12) -0.223(2) 0.8564(6) 0.062(3) Uani 0.436(6) 1 d PU A 1 C85 C -0.3033(12) -0.1503(19) 0.8529(7) 0.074(4) Uani 0.436(6) 1 d PU A 1 H85A H -0.3431 -0.1930 0.8342 0.111 Uiso 0.436(6) 1 calc PR A 1 H85B H -0.2953 -0.0685 0.8422 0.111 Uiso 0.436(6) 1 calc PR A 1 H85C H -0.3202 -0.1435 0.8802 0.111 Uiso 0.436(6) 1 calc PR A 1 O6C O -0.1761(10) -0.1730(12) 0.8657(5) 0.062(2) Uani 0.564(6) 1 d PU A 2 O6D O -0.1808(6) 0.0047(11) 0.8306(3) 0.084(2) Uani 0.564(6) 1 d PU A 2 C4A C -0.2109(9) -0.0743(18) 0.8468(5) 0.062(3) Uani 0.564(6) 1 d PU A 2 C5A C -0.2959(9) -0.0648(18) 0.8543(5) 0.074(4) Uani 0.564(6) 1 d PU A 2 H5AA H -0.3002 -0.0070 0.8767 0.111 Uiso 0.564(6) 1 calc PR A 2 H5AB H -0.3143 -0.1453 0.8618 0.111 Uiso 0.564(6) 1 calc PR A 2 H5AC H -0.3275 -0.0361 0.8291 0.111 Uiso 0.564(6) 1 calc PR A 2 O7 O 0.3086(2) -0.2579(4) 0.92023(13) 0.0386(11) Uani 1 1 d U . . N7 N 0.2830(3) -0.2355(5) 0.83596(15) 0.0326(12) Uani 1 1 d U . . O7A O 0.5843(3) -0.4838(6) 0.89895(18) 0.0794(17) Uani 1 1 d U . . O7B O 0.6511(5) -0.3229(10) 0.9151(3) 0.116(3) Uani 1 1 d DU . . C86 C 0.3756(4) -0.3080(6) 0.9153(2) 0.0369(16) Uani 1 1 d U . . C87 C 0.4266(4) -0.3490(7) 0.9496(2) 0.0420(17) Uani 1 1 d U . . H87A H 0.4124 -0.3393 0.9764 0.050 Uiso 1 1 calc R . . C88 C 0.4961(4) -0.4025(7) 0.9452(2) 0.053(2) Uani 1 1 d U . . H88A H 0.5295 -0.4303 0.9687 0.063 Uiso 1 1 calc R . . C89 C 0.5171(4) -0.4155(7) 0.9061(2) 0.053(2) Uani 1 1 d DU . . C90 C 0.4719(4) -0.3779(7) 0.8717(2) 0.0493(19) Uani 1 1 d U . . H90A H 0.4887 -0.3868 0.8454 0.059 Uiso 1 1 calc R . . C91 C 0.3976(4) -0.3241(6) 0.8755(2) 0.0393(18) Uani 1 1 d U . . C92 C 0.3496(4) -0.2901(6) 0.8383(2) 0.0424(18) Uani 1 1 d U . . H92A H 0.3683 -0.3092 0.8131 0.051 Uiso 1 1 calc R . . C93 C 0.2391(4) -0.2202(7) 0.79337(19) 0.0398(16) Uani 1 1 d U . . H93A H 0.1940 -0.1657 0.7962 0.048 Uiso 1 1 calc R . . C94 C 0.2064(4) -0.3423(7) 0.7794(2) 0.058(2) Uani 1 1 d U . . H94A H 0.1780 -0.3348 0.7516 0.087 Uiso 1 1 calc R . . H94B H 0.1711 -0.3708 0.7983 0.087 Uiso 1 1 calc R . . H94C H 0.2488 -0.4011 0.7790 0.087 Uiso 1 1 calc R . . C95 C 0.2877(4) -0.1563(7) 0.76571(19) 0.0407(17) Uani 1 1 d U . . C96 C 0.2939(4) -0.0319(8) 0.7672(2) 0.054(2) Uani 1 1 d U . . H96A H 0.2651 0.0118 0.7852 0.065 Uiso 1 1 calc R . . C97 C 0.3409(5) 0.0336(10) 0.7436(3) 0.075(2) Uani 1 1 d U . . H97A H 0.3442 0.1201 0.7449 0.090 Uiso 1 1 calc R . . C98 C 0.3825(5) -0.0333(10) 0.7180(3) 0.073(2) Uani 1 1 d U . . H98A H 0.4155 0.0089 0.7019 0.087 Uiso 1 1 calc R . . C99 C 0.3778(5) -0.1563(9) 0.7152(2) 0.065(2) Uani 1 1 d U . . H99A H 0.4077 -0.1996 0.6977 0.078 Uiso 1 1 calc R . . C100 C 0.3292(4) -0.2181(8) 0.7380(2) 0.054(2) Uani 1 1 d U . . H10D H 0.3236 -0.3041 0.7349 0.064 Uiso 1 1 calc R . . C101 C 0.6431(6) -0.4308(11) 0.9013(3) 0.094(3) Uani 1 1 d DU . . C102 C 0.7110(5) -0.5106(10) 0.8907(3) 0.102(3) Uani 1 1 d DU . . H10A H 0.6930 -0.5946 0.8855 0.143 Uiso 1 1 calc R . . H10B H 0.7530 -0.5095 0.9138 0.143 Uiso 1 1 calc R . . H10C H 0.7301 -0.4781 0.8660 0.143 Uiso 1 1 calc R . . O8 O 0.2109(2) 0.2130(4) 0.93430(12) 0.0359(11) Uani 1 1 d U . . N8 N 0.0909(3) 0.1395(5) 0.87189(14) 0.0291(12) Uani 1 1 d U . . O8A O 0.0087(3) 0.1047(5) 1.04563(14) 0.0499(13) Uani 1 1 d U . . O8B O 0.0144(4) -0.0909(8) 1.0343(2) 0.113(2) Uani 1 1 d U . . C103 C 0.1621(4) 0.1827(6) 0.96071(19) 0.0318(15) Uani 1 1 d U . . C104 C 0.1853(4) 0.1912(6) 1.00255(19) 0.0347(16) Uani 1 1 d U . . H10E H 0.2366 0.2167 1.0124 0.042 Uiso 1 1 calc R . . C105 C 0.1339(4) 0.1625(6) 1.0306(2) 0.0394(16) Uani 1 1 d U . . H10F H 0.1505 0.1664 1.0594 0.047 Uiso 1 1 calc R . . C106 C 0.0596(4) 0.1289(6) 1.01625(19) 0.0372(16) Uani 1 1 d U . . C107 C 0.0343(4) 0.1208(6) 0.97470(19) 0.0373(16) Uani 1 1 d U . . H10G H -0.0176 0.0971 0.9654 0.045 Uiso 1 1 calc R . . C108 C 0.0845(4) 0.1472(6) 0.94664(19) 0.0312(14) Uani 1 1 d U . . C109 C 0.0551(4) 0.1347(6) 0.90337(19) 0.0323(15) Uani 1 1 d U . . H10H H 0.0008 0.1209 0.8976 0.039 Uiso 1 1 calc R . . C110 C 0.0380(4) 0.1241(6) 0.83190(18) 0.0339(15) Uani 1 1 d U . . H11H H -0.0018 0.0622 0.8370 0.041 Uiso 1 1 calc R . . C111 C 0.0802(4) 0.0734(6) 0.79811(18) 0.0400(17) Uani 1 1 d U . . H11B H 0.1117 0.0032 0.8086 0.060 Uiso 1 1 calc R . . H11C H 0.1140 0.1366 0.7889 0.060 Uiso 1 1 calc R . . H11D H 0.0424 0.0476 0.7749 0.060 Uiso 1 1 calc R . . C112 C -0.0049(4) 0.2423(7) 0.8210(2) 0.0407(17) Uani 1 1 d U . . C113 C 0.0341(5) 0.3456(7) 0.8122(2) 0.0524(19) Uani 1 1 d U . . H11I H 0.0884 0.3422 0.8113 0.063 Uiso 1 1 calc R . . C114 C -0.0059(6) 0.4572(9) 0.8044(2) 0.072(2) Uani 1 1 d U . . H11J H 0.0207 0.5292 0.7981 0.086 Uiso 1 1 calc R . . C115 C -0.0837(6) 0.4587(10) 0.8060(3) 0.085(3) Uani 1 1 d U . . H11K H -0.1106 0.5338 0.8012 0.102 Uiso 1 1 calc R . . C116 C -0.1244(6) 0.3585(10) 0.8142(3) 0.085(3) Uani 1 1 d U . . H11L H -0.1789 0.3623 0.8145 0.101 Uiso 1 1 calc R . . C117 C -0.0841(5) 0.2500(9) 0.8221(2) 0.064(2) Uani 1 1 d U . . H11M H -0.1115 0.1790 0.8285 0.077 Uiso 1 1 calc R . . C118 C -0.0082(5) -0.0083(8) 1.0536(2) 0.057(2) Uani 1 1 d U . . C119 C -0.0598(4) -0.0226(8) 1.0857(2) 0.057(2) Uani 1 1 d U . . H11E H -0.1047 -0.0725 1.0749 0.086 Uiso 1 1 calc R . . H11F H -0.0776 0.0579 1.0935 0.086 Uiso 1 1 calc R . . H11G H -0.0315 -0.0627 1.1099 0.086 Uiso 1 1 calc R . . O9 O 0.2119(2) 0.2427(4) 0.83000(13) 0.0422(12) Uani 1 1 d U . . O9A O 0.4129(3) 0.4519(5) 0.73244(16) 0.0641(15) Uani 1 1 d U . . O9B O 0.4552(3) 0.2739(7) 0.71019(17) 0.0717(17) Uani 1 1 d U . . N9 N 0.3375(3) 0.2169(5) 0.89034(16) 0.0346(13) Uani 1 1 d U . . C120 C 0.2632(4) 0.2883(6) 0.8070(2) 0.0381(16) Uani 1 1 d U . . C121 C 0.2373(4) 0.3275(6) 0.7665(2) 0.0412(18) Uani 1 1 d U . . H12F H 0.1842 0.3181 0.7558 0.049 Uiso 1 1 calc R . . C122 C 0.2872(4) 0.3791(6) 0.7421(2) 0.0461(18) Uani 1 1 d U . . H12G H 0.2684 0.4063 0.7150 0.055 Uiso 1 1 calc R . . C123 C 0.3650(4) 0.3911(7) 0.7571(2) 0.0485(19) Uani 1 1 d U . . C124 C 0.3917(4) 0.3537(7) 0.7967(2) 0.051(2) Uani 1 1 d U . . H12H H 0.4453 0.3625 0.8066 0.062 Uiso 1 1 calc R . . C125 C 0.3420(4) 0.3030(6) 0.8227(2) 0.0389(17) Uani 1 1 d U . . C126 C 0.3753(4) 0.2672(7) 0.8632(2) 0.0433(18) Uani 1 1 d U . . H12I H 0.4291 0.2814 0.8708 0.052 Uiso 1 1 calc R . . C127 C 0.3802(4) 0.1969(6) 0.9327(2) 0.0387(16) Uani 1 1 d U . . H12E H 0.3472 0.1420 0.9475 0.046 Uiso 1 1 calc R . . C128 C 0.3866(4) 0.3180(7) 0.9561(2) 0.061(2) Uani 1 1 d U . . H12B H 0.3349 0.3539 0.9555 0.092 Uiso 1 1 calc R . . H12C H 0.4198 0.3741 0.9430 0.092 Uiso 1 1 calc R . . H12D H 0.4092 0.3037 0.9847 0.092 Uiso 1 1 calc R . . C129 C 0.4568(4) 0.1312(7) 0.93166(19) 0.0377(16) Uani 1 1 d U . . C130 C 0.4561(4) 0.0053(7) 0.9262(2) 0.0454(18) Uani 1 1 d U . . H13E H 0.4079 -0.0365 0.9227 0.054 Uiso 1 1 calc R . . C131 C 0.5230(4) -0.0600(8) 0.9257(2) 0.057(2) Uani 1 1 d U . . H13F H 0.5210 -0.1458 0.9214 0.068 Uiso 1 1 calc R . . C132 C 0.5926(5) -0.0006(9) 0.9314(3) 0.067(2) Uani 1 1 d U . . H13G H 0.6394 -0.0454 0.9316 0.080 Uiso 1 1 calc R . . C133 C 0.5952(4) 0.1216(9) 0.9368(2) 0.064(2) Uani 1 1 d U . . H13H H 0.6440 0.1618 0.9410 0.077 Uiso 1 1 calc R . . C134 C 0.5279(4) 0.1892(7) 0.9364(2) 0.0510(19) Uani 1 1 d U . . H13I H 0.5306 0.2754 0.9393 0.061 Uiso 1 1 calc R . . C135 C 0.4530(5) 0.3813(10) 0.7087(2) 0.061(2) Uani 1 1 d U . . C136 C 0.4956(5) 0.4674(9) 0.6820(2) 0.079(3) Uani 1 1 d U . . H13B H 0.5293 0.4194 0.6664 0.119 Uiso 1 1 calc R . . H13C H 0.5270 0.5256 0.6998 0.119 Uiso 1 1 calc R . . H13D H 0.4576 0.5120 0.6628 0.119 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0294(7) 0.0272(7) 0.0319(6) 0.0002(5) 0.0124(5) -0.0019(4) Fe2 0.0314(7) 0.0259(7) 0.0286(6) -0.0023(5) 0.0122(5) -0.0011(5) Fe3 0.0307(7) 0.0254(7) 0.0379(6) -0.0015(5) 0.0148(5) -0.0005(5) Fe4 0.0309(7) 0.0271(7) 0.0336(6) -0.0005(5) 0.0126(5) -0.0028(5) O5 0.037(3) 0.033(3) 0.038(2) -0.001(2) 0.015(2) 0.001(2) O10 0.032(3) 0.034(3) 0.044(3) 0.002(2) 0.014(2) -0.0011(19) O1 0.034(3) 0.048(3) 0.037(2) 0.004(2) 0.011(2) -0.003(2) C1 0.034(3) 0.029(4) 0.034(3) -0.003(3) 0.010(3) -0.002(3) N1 0.034(3) 0.028(3) 0.033(3) 0.002(2) 0.016(2) 0.002(2) O1A 0.062(3) 0.133(4) 0.065(3) 0.032(3) 0.019(3) 0.022(3) O1B 0.118(5) 0.120(4) 0.118(5) -0.002(4) 0.020(4) -0.006(4) C2 0.035(4) 0.057(5) 0.039(4) 0.002(4) 0.010(3) 0.006(4) C3 0.038(4) 0.058(5) 0.039(3) 0.003(3) -0.001(3) 0.001(3) C4 0.045(3) 0.078(4) 0.048(4) 0.008(4) 0.008(3) -0.005(3) C5 0.033(4) 0.057(5) 0.035(4) 0.003(3) 0.014(3) 0.003(3) C6 0.035(4) 0.037(4) 0.027(3) 0.005(3) 0.013(3) 0.005(3) C7 0.033(3) 0.023(4) 0.035(3) 0.001(3) 0.016(3) -0.001(3) C8 0.034(4) 0.031(4) 0.031(3) 0.002(3) 0.012(3) 0.004(3) C9 0.038(4) 0.031(4) 0.037(4) -0.002(3) 0.010(3) 0.006(3) C10 0.026(4) 0.030(4) 0.035(3) -0.003(3) 0.010(3) 0.003(3) C11 0.036(4) 0.037(4) 0.034(4) -0.002(3) 0.011(3) -0.005(3) C12 0.036(4) 0.032(4) 0.050(4) -0.001(3) 0.012(4) 0.001(3) C13 0.040(4) 0.043(4) 0.049(4) -0.013(3) 0.012(3) -0.002(3) C14 0.042(4) 0.048(4) 0.035(3) -0.007(3) 0.010(3) 0.003(3) C15 0.034(4) 0.039(4) 0.032(3) 0.001(3) 0.011(3) -0.002(3) C16 0.093(5) 0.101(6) 0.064(5) 0.005(5) 0.025(5) -0.003(5) C17 0.053(4) 0.101(5) 0.066(4) 0.009(4) 0.009(4) -0.001(4) O2 0.034(3) 0.043(3) 0.040(2) -0.007(2) 0.020(2) -0.008(2) N2 0.039(3) 0.031(3) 0.029(3) 0.003(2) 0.008(2) -0.010(2) O2A 0.070(3) 0.081(4) 0.065(3) -0.015(3) 0.028(3) -0.030(3) O2B 0.084(4) 0.076(4) 0.100(5) -0.016(4) 0.046(4) -0.016(3) C18 0.036(4) 0.024(4) 0.033(3) -0.002(3) 0.015(3) -0.008(3) C19 0.042(4) 0.041(5) 0.043(4) -0.011(3) 0.011(3) -0.006(3) C20 0.041(4) 0.036(4) 0.049(4) -0.010(4) 0.013(4) -0.011(3) C21 0.046(4) 0.068(5) 0.050(4) -0.006(4) 0.019(3) -0.016(4) C22 0.036(4) 0.063(5) 0.040(4) 0.001(4) 0.018(3) -0.011(4) C23 0.035(4) 0.033(4) 0.039(4) 0.000(3) 0.013(3) -0.005(3) C24 0.044(4) 0.040(5) 0.040(4) -0.005(3) 0.019(3) -0.010(3) C25 0.043(4) 0.041(4) 0.038(4) -0.002(3) 0.009(3) -0.011(3) C26 0.056(5) 0.058(5) 0.051(5) 0.016(4) 0.012(4) 0.006(4) C27 0.037(4) 0.043(4) 0.043(4) -0.003(3) 0.007(3) -0.009(3) C28 0.056(5) 0.052(5) 0.055(5) -0.005(4) 0.011(4) -0.011(4) C29 0.066(6) 0.068(6) 0.093(7) -0.015(5) 0.019(5) 0.011(5) C30 0.056(5) 0.087(5) 0.077(5) -0.019(5) 0.022(4) 0.001(4) C31 0.088(5) 0.094(5) 0.079(5) -0.017(5) 0.048(4) -0.012(5) C32 0.075(5) 0.064(5) 0.061(4) -0.001(4) 0.033(4) -0.006(4) C33 0.069(6) 0.078(7) 0.078(7) -0.024(5) 0.037(5) -0.012(5) C34 0.055(4) 0.079(4) 0.069(4) -0.013(3) 0.021(3) -0.023(3) O3 0.027(2) 0.045(3) 0.040(2) -0.016(2) 0.007(2) -0.003(2) N3 0.028(3) 0.029(3) 0.027(3) 0.000(2) 0.008(2) -0.005(2) O3A 0.053(3) 0.066(3) 0.060(3) -0.024(3) 0.023(2) -0.001(2) O3B 0.084(4) 0.095(4) 0.085(4) -0.011(4) 0.045(3) 0.000(4) C35 0.036(4) 0.040(4) 0.041(4) -0.015(3) 0.012(3) -0.007(3) C36 0.039(4) 0.072(6) 0.036(4) -0.026(4) 0.007(3) -0.003(4) C37 0.048(4) 0.071(6) 0.046(4) -0.020(4) 0.013(4) -0.004(4) C38 0.041(4) 0.048(4) 0.049(4) -0.015(3) 0.021(3) -0.005(3) C39 0.031(4) 0.037(4) 0.049(4) -0.006(3) 0.020(3) -0.008(3) C40 0.034(4) 0.028(4) 0.037(3) -0.002(3) 0.015(3) 0.000(3) C41 0.027(4) 0.030(4) 0.038(3) -0.004(3) 0.010(3) -0.001(3) C42 0.040(4) 0.035(4) 0.024(3) -0.001(3) 0.008(3) 0.001(3) C43 0.046(5) 0.056(5) 0.041(4) 0.012(4) 0.006(4) -0.013(4) C44 0.027(3) 0.042(4) 0.028(3) -0.003(3) 0.008(3) 0.002(3) C45 0.035(4) 0.045(4) 0.059(5) -0.002(4) 0.016(4) -0.002(3) C46 0.044(5) 0.065(5) 0.060(5) 0.013(4) 0.002(4) -0.018(4) C47 0.034(4) 0.073(5) 0.042(4) 0.000(4) 0.006(4) -0.018(4) C48 0.027(4) 0.074(5) 0.044(4) 0.000(4) 0.005(4) 0.005(4) C49 0.046(4) 0.044(4) 0.042(4) -0.002(4) 0.006(4) 0.007(3) C50 0.045(4) 0.087(5) 0.050(4) -0.013(4) 0.021(3) -0.005(4) C51 0.060(4) 0.095(5) 0.074(4) -0.020(4) 0.021(4) 0.008(4) O4 0.033(3) 0.043(3) 0.030(2) 0.006(2) 0.013(2) 0.006(2) N4 0.034(3) 0.029(3) 0.026(3) -0.005(2) 0.003(2) -0.001(2) O4A 0.056(3) 0.041(3) 0.040(2) -0.008(2) 0.026(2) 0.006(2) O4B 0.118(3) 0.110(3) 0.115(3) 0.0012(18) 0.0315(19) -0.0030(18) C52 0.033(4) 0.024(4) 0.033(3) -0.001(3) 0.015(3) -0.004(3) C53 0.037(4) 0.035(4) 0.034(3) 0.002(3) 0.011(3) 0.002(3) C54 0.050(4) 0.028(4) 0.031(4) 0.001(3) 0.015(3) -0.002(3) C55 0.040(4) 0.039(4) 0.032(3) 0.002(3) 0.021(3) 0.000(3) C56 0.031(4) 0.041(4) 0.034(3) 0.001(3) 0.017(3) -0.002(3) C57 0.032(4) 0.040(4) 0.035(3) -0.003(3) 0.014(3) -0.001(3) C58 0.031(4) 0.036(4) 0.032(3) -0.008(3) 0.015(3) -0.002(3) C59 0.035(4) 0.041(4) 0.031(3) -0.004(3) 0.004(3) 0.005(3) C60 0.039(4) 0.039(4) 0.037(4) 0.001(3) 0.002(3) -0.004(3) C61 0.034(4) 0.053(4) 0.029(4) -0.001(3) -0.005(3) -0.007(3) C62 0.040(4) 0.081(6) 0.055(5) -0.002(5) 0.005(4) -0.007(4) C63 0.057(5) 0.092(5) 0.071(5) 0.006(4) 0.003(4) -0.026(4) C64 0.086(5) 0.070(5) 0.071(5) 0.003(4) 0.004(4) -0.027(4) C65 0.086(6) 0.045(5) 0.062(5) -0.007(4) 0.004(5) -0.019(4) C66 0.056(5) 0.041(4) 0.047(4) -0.003(4) 0.002(4) -0.004(3) C67 0.066(5) 0.044(4) 0.071(5) -0.004(4) 0.032(4) -0.003(4) C68 0.061(4) 0.049(5) 0.049(4) -0.020(4) 0.019(3) 0.008(3) O6 0.033(3) 0.041(3) 0.049(3) -0.012(2) 0.019(2) -0.001(2) N6 0.037(3) 0.024(3) 0.034(3) 0.003(2) 0.014(2) 0.001(2) C69 0.038(4) 0.032(4) 0.040(4) -0.001(3) 0.017(3) -0.006(3) C70 0.047(4) 0.045(5) 0.039(4) -0.004(4) 0.016(3) -0.002(4) C71 0.045(4) 0.068(6) 0.045(4) -0.010(4) -0.001(4) 0.009(4) C72 0.039(3) 0.078(5) 0.052(4) -0.011(4) 0.009(3) 0.010(3) C73 0.039(4) 0.052(5) 0.037(4) -0.001(4) 0.014(3) 0.009(3) C74 0.040(4) 0.025(4) 0.037(3) -0.002(3) 0.017(3) -0.001(3) C75 0.039(4) 0.025(4) 0.032(3) 0.005(3) 0.018(3) 0.004(3) C76 0.032(4) 0.035(4) 0.041(3) -0.002(3) 0.015(3) 0.004(3) C77 0.040(4) 0.035(4) 0.054(4) 0.000(4) 0.016(4) -0.003(3) C78 0.024(4) 0.035(4) 0.044(4) 0.001(3) 0.011(3) -0.001(3) C79 0.051(5) 0.036(4) 0.053(4) 0.006(3) 0.022(4) 0.000(3) C80 0.039(4) 0.037(4) 0.061(5) 0.008(4) 0.018(4) -0.001(3) C81 0.033(4) 0.049(4) 0.057(4) 0.020(3) 0.005(3) -0.003(3) C82 0.040(4) 0.060(4) 0.044(4) 0.014(3) 0.011(3) -0.010(3) C83 0.035(4) 0.050(4) 0.041(4) 0.000(3) 0.012(3) -0.004(3) O6A 0.044(3) 0.076(6) 0.067(5) -0.009(5) 0.014(3) 0.009(5) O6B 0.071(6) 0.084(6) 0.101(7) -0.005(5) 0.018(5) 0.004(4) C84 0.048(4) 0.080(5) 0.058(5) -0.015(4) 0.009(4) 0.009(4) C85 0.051(4) 0.097(8) 0.073(6) -0.019(7) 0.007(5) 0.013(5) O6C 0.044(3) 0.076(6) 0.067(5) -0.009(5) 0.014(3) 0.009(5) O6D 0.071(6) 0.084(6) 0.101(7) -0.005(5) 0.018(5) 0.004(4) C4A 0.048(4) 0.080(5) 0.058(5) -0.015(4) 0.009(4) 0.009(4) C5A 0.051(4) 0.097(8) 0.073(6) -0.019(7) 0.007(5) 0.013(5) O7 0.037(3) 0.042(3) 0.040(2) 0.005(2) 0.018(2) 0.010(2) N7 0.038(3) 0.028(3) 0.033(3) -0.002(2) 0.010(2) 0.004(3) O7A 0.057(3) 0.100(4) 0.084(3) 0.029(3) 0.018(3) 0.017(3) O7B 0.114(3) 0.113(3) 0.111(3) -0.007(2) 0.022(2) 0.0017(19) C86 0.035(4) 0.036(4) 0.044(4) 0.009(3) 0.019(3) 0.009(3) C87 0.045(4) 0.044(5) 0.040(4) 0.008(4) 0.016(3) 0.008(3) C88 0.050(5) 0.056(5) 0.052(4) 0.011(4) 0.005(4) 0.011(4) C89 0.052(4) 0.054(4) 0.056(4) 0.014(3) 0.016(3) 0.025(3) C90 0.050(4) 0.055(4) 0.046(4) 0.006(3) 0.020(3) 0.019(3) C91 0.037(4) 0.045(5) 0.038(3) 0.008(3) 0.011(3) 0.014(3) C92 0.053(4) 0.037(4) 0.041(4) 0.002(4) 0.021(3) 0.011(3) C93 0.041(4) 0.045(4) 0.035(3) 0.001(3) 0.010(3) 0.009(3) C94 0.069(6) 0.055(5) 0.052(5) -0.020(4) 0.015(4) -0.001(4) C95 0.035(4) 0.058(4) 0.030(4) 0.000(3) 0.008(3) 0.018(3) C96 0.055(5) 0.058(5) 0.056(5) 0.015(4) 0.032(4) 0.016(4) C97 0.078(5) 0.080(5) 0.073(5) 0.017(4) 0.033(4) 0.005(4) C98 0.074(5) 0.090(5) 0.060(4) 0.015(4) 0.034(4) 0.005(4) C99 0.066(5) 0.088(5) 0.047(4) 0.003(4) 0.024(4) 0.017(4) C100 0.053(4) 0.072(5) 0.038(4) -0.010(4) 0.013(3) 0.012(4) C101 0.091(5) 0.092(5) 0.096(5) -0.003(4) 0.006(5) 0.011(4) C102 0.082(5) 0.130(6) 0.095(5) -0.008(5) 0.017(4) 0.027(4) O8 0.036(3) 0.036(3) 0.037(2) -0.003(2) 0.009(2) -0.003(2) N8 0.038(3) 0.023(3) 0.027(3) -0.003(2) 0.007(2) 0.000(2) O8A 0.062(3) 0.044(3) 0.051(3) 0.004(2) 0.032(2) -0.003(2) O8B 0.118(3) 0.107(3) 0.117(3) -0.0031(19) 0.0318(19) 0.0026(19) C103 0.041(4) 0.024(4) 0.033(3) -0.006(3) 0.015(3) -0.004(3) C104 0.036(4) 0.031(4) 0.038(3) -0.007(3) 0.007(3) 0.005(3) C105 0.048(4) 0.036(4) 0.035(4) 0.001(3) 0.008(3) 0.006(3) C106 0.048(4) 0.033(4) 0.034(3) 0.004(3) 0.020(3) -0.002(3) C107 0.039(4) 0.038(4) 0.038(3) 0.000(3) 0.018(3) 0.003(3) C108 0.036(4) 0.026(4) 0.033(3) 0.001(3) 0.012(3) 0.003(3) C109 0.030(4) 0.030(4) 0.039(3) 0.000(3) 0.010(3) 0.005(3) C110 0.034(4) 0.036(4) 0.033(3) -0.007(3) 0.008(3) -0.009(3) C111 0.052(5) 0.034(4) 0.036(4) -0.005(3) 0.013(3) -0.003(3) C112 0.043(4) 0.051(4) 0.026(4) -0.010(3) -0.002(3) 0.008(3) C113 0.064(5) 0.039(4) 0.053(5) -0.006(4) 0.003(4) 0.015(3) C114 0.096(5) 0.059(4) 0.057(5) -0.004(4) -0.001(4) 0.022(4) C115 0.097(5) 0.082(5) 0.074(5) -0.012(5) 0.001(5) 0.037(4) C116 0.075(5) 0.097(5) 0.079(5) -0.017(5) 0.002(4) 0.030(4) C117 0.055(4) 0.077(5) 0.057(4) -0.015(4) 0.000(4) 0.010(4) C118 0.070(5) 0.044(4) 0.064(4) 0.006(4) 0.036(4) 0.003(4) C119 0.078(6) 0.049(5) 0.049(5) 0.006(4) 0.024(4) -0.005(4) O9 0.028(3) 0.055(3) 0.043(3) 0.015(2) 0.004(2) -0.006(2) O9A 0.065(3) 0.067(3) 0.065(3) 0.015(3) 0.030(3) -0.013(3) O9B 0.066(4) 0.086(4) 0.068(3) -0.018(3) 0.026(3) -0.022(3) N9 0.032(3) 0.038(3) 0.035(3) 0.005(3) 0.009(2) 0.003(2) C120 0.045(4) 0.033(4) 0.039(4) 0.003(3) 0.016(3) -0.002(3) C121 0.044(4) 0.041(5) 0.041(4) 0.008(3) 0.011(3) -0.003(3) C122 0.057(4) 0.041(5) 0.041(4) 0.008(4) 0.011(3) 0.002(4) C123 0.052(4) 0.045(5) 0.053(4) 0.006(4) 0.023(4) -0.013(4) C124 0.042(4) 0.061(5) 0.056(4) 0.018(4) 0.021(3) -0.002(4) C125 0.038(4) 0.032(4) 0.050(4) 0.003(3) 0.017(3) -0.012(3) C126 0.038(4) 0.045(4) 0.048(4) 0.004(3) 0.011(3) -0.009(3) C127 0.039(3) 0.042(4) 0.037(3) 0.004(3) 0.010(3) -0.003(3) C128 0.049(5) 0.059(5) 0.076(5) -0.028(4) 0.008(4) 0.003(4) C129 0.028(3) 0.051(4) 0.036(4) -0.001(3) 0.009(3) -0.001(3) C130 0.043(4) 0.047(4) 0.047(4) -0.002(4) 0.009(4) -0.005(3) C131 0.054(5) 0.059(5) 0.060(5) -0.015(4) 0.015(4) 0.003(4) C132 0.049(4) 0.081(5) 0.072(5) -0.007(4) 0.014(4) 0.012(4) C133 0.031(4) 0.086(5) 0.075(5) -0.015(4) 0.006(4) -0.008(4) C134 0.037(4) 0.058(5) 0.059(5) -0.012(4) 0.011(4) -0.008(3) C135 0.051(4) 0.084(5) 0.049(4) 0.006(4) 0.014(3) -0.014(4) C136 0.074(5) 0.102(5) 0.065(4) 0.017(4) 0.022(4) -0.017(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 O5 1.785(5) . ? Fe1 O1 1.895(4) . ? Fe1 O2 1.899(4) . ? Fe1 N2 2.170(5) . ? Fe1 N1 2.210(5) . ? Fe2 O5 1.790(5) . ? Fe2 O3 1.893(4) . ? Fe2 O4 1.925(4) . ? Fe2 N3 2.169(5) . ? Fe2 N4 2.218(5) . ? Fe3 O10 1.781(5) . ? Fe3 O6 1.888(4) . ? Fe3 O7 1.909(4) . ? Fe3 N7 2.155(5) . ? Fe3 N6 2.195(5) . ? Fe4 O10 1.791(5) . ? Fe4 O9 1.905(4) . ? Fe4 O8 1.920(4) . ? Fe4 N9 2.169(5) . ? Fe4 N8 2.209(5) . ? O1 C1 1.316(7) . ? C1 C6 1.393(8) . ? C1 C2 1.417(9) . ? N1 C7 1.293(7) . ? N1 C8 1.475(8) . ? O1A C16 1.215(12) . ? O1A C4 1.491(9) . ? O1B C16 1.204(12) . ? C2 C3 1.371(9) . ? C2 H2A 0.9500 . ? C3 C4 1.376(9) . ? C3 H3A 0.9500 . ? C4 C5 1.386(9) . ? C5 C6 1.393(8) . ? C5 H5A 0.9500 . ? C6 C7 1.465(8) . ? C7 H7A 0.9500 . ? C8 C9 1.537(8) . ? C8 C10 1.549(9) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.362(9) . ? C10 C15 1.378(8) . ? C11 C12 1.379(9) . ? C11 H11A 0.9500 . ? C12 C13 1.372(9) . ? C12 H12A 0.9500 . ? C13 C14 1.370(10) . ? C13 H13A 0.9500 . ? C14 C15 1.380(9) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C17 1.575(12) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O2 C18 1.310(7) . ? N2 C24 1.292(8) . ? N2 C25 1.497(8) . ? O2A C33 1.249(11) . ? O2A C21 1.495(9) . ? O2B C33 1.248(11) . ? C18 C19 1.389(8) . ? C18 C23 1.426(8) . ? C19 C20 1.370(9) . ? C19 H19A 0.9500 . ? C20 C21 1.361(9) . ? C20 H20A 0.9500 . ? C21 C22 1.370(9) . ? C22 C23 1.402(9) . ? C22 H22A 0.9500 . ? C23 C24 1.436(9) . ? C24 H24A 0.9500 . ? C25 C27 1.527(9) . ? C25 C26 1.541(10) . ? C25 H25A 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.372(10) . ? C27 C32 1.387(9) . ? C28 C29 1.395(11) . ? C28 H28A 0.9500 . ? C29 C30 1.353(12) . ? C29 H29A 0.9500 . ? C30 C31 1.339(13) . ? C30 H30A 0.9500 . ? C31 C32 1.399(11) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.482(11) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? O3 C35 1.318(7) . ? N3 C41 1.287(7) . ? N3 C42 1.498(7) . ? O3A C50 1.367(9) . ? O3A C38 1.415(8) . ? O3B C50 1.188(10) . ? C35 C36 1.412(9) . ? C35 C40 1.436(9) . ? C36 C37 1.356(9) . ? C36 H36A 0.9500 . ? C37 C38 1.400(10) . ? C37 H37A 0.9500 . ? C38 C39 1.369(9) . ? C39 C40 1.406(8) . ? C39 H39A 0.9500 . ? C40 C41 1.419(8) . ? C41 H41A 0.9500 . ? C42 C44 1.529(9) . ? C42 C43 1.531(9) . ? C42 H42A 1.0000 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C45 1.372(10) . ? C44 C49 1.386(9) . ? C45 C46 1.387(9) . ? C45 H45A 0.9500 . ? C46 C47 1.358(10) . ? C46 H46A 0.9500 . ? C47 C48 1.397(11) . ? C47 H47A 0.9500 . ? C48 C49 1.392(10) . ? C48 H48A 0.9500 . ? C49 H49A 0.9500 . ? C50 C51 1.499(11) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? O4 C52 1.316(7) . ? N4 C58 1.279(7) . ? N4 C59 1.503(7) . ? O4A C67 1.294(9) . ? O4A C55 1.412(7) . ? O4B C67 1.199(10) . ? C52 C57 1.409(9) . ? C52 C53 1.410(8) . ? C53 C54 1.369(8) . ? C53 H53A 0.9500 . ? C54 C55 1.390(9) . ? C54 H54A 0.9500 . ? C55 C56 1.368(8) . ? C56 C57 1.394(8) . ? C56 H56A 0.9500 . ? C57 C58 1.476(9) . ? C58 H58A 0.9500 . ? C59 C60 1.513(8) . ? C59 C61 1.533(9) . ? C59 H59A 1.0000 . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C61 C66 1.374(10) . ? C61 C62 1.409(10) . ? C62 C63 1.375(12) . ? C62 H62A 0.9500 . ? C63 C64 1.398(13) . ? C63 H63A 0.9500 . ? C64 C65 1.347(11) . ? C64 H64A 0.9500 . ? C65 C66 1.400(10) . ? C65 H65A 0.9500 . ? C66 H66A 0.9500 . ? C67 C68 1.467(10) . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? O6 C69 1.315(7) . ? N6 C75 1.302(7) . ? N6 C76 1.504(8) . ? C69 C74 1.408(8) . ? C69 C70 1.430(9) . ? C70 C71 1.353(9) . ? C70 H70A 0.9500 . ? C71 C72 1.373(10) . ? C71 H71A 0.9500 . ? C72 C73 1.350(9) . ? C72 O6A 1.45(2) . ? C72 O6C 1.485(19) . ? C73 C74 1.411(9) . ? C73 H73A 0.9500 . ? C74 C75 1.444(9) . ? C75 H75A 0.9500 . ? C76 C78 1.523(9) . ? C76 C77 1.547(9) . ? C76 H76A 1.0000 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 C83 1.373(8) . ? C78 C79 1.394(9) . ? C79 C80 1.391(10) . ? C79 H79A 0.9500 . ? C80 C81 1.359(9) . ? C80 H80A 0.9500 . ? C81 C82 1.380(10) . ? C81 H81A 0.9500 . ? C82 C83 1.399(10) . ? C82 H82A 0.9500 . ? C83 H83A 0.9500 . ? O6A C84 1.42(3) . ? O6B C84 1.13(2) . ? C84 C85 1.55(3) . ? C85 H85A 0.9800 . ? C85 H85B 0.9800 . ? C85 H85C 0.9800 . ? O6C C4A 1.35(2) . ? O6D C4A 1.173(18) . ? C4A C5A 1.53(2) . ? C5A H5AA 0.9800 . ? C5A H5AB 0.9800 . ? C5A H5AC 0.9800 . ? O7 C86 1.316(7) . ? N7 C92 1.298(8) . ? N7 C93 1.508(8) . ? O7A C101 1.169(11) . ? O7A C89 1.433(8) . ? O7B C101 1.266(13) . ? C86 C87 1.410(9) . ? C86 C91 1.416(9) . ? C87 C88 1.368(9) . ? C87 H87A 0.9500 . ? C88 C89 1.383(9) . ? C88 H88A 0.9500 . ? C89 C90 1.352(9) . ? C90 C91 1.441(9) . ? C90 H90A 0.9500 . ? C91 C92 1.433(9) . ? C92 H92A 0.9500 . ? C93 C95 1.492(9) . ? C93 C94 1.501(10) . ? C93 H93A 1.0000 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? C95 C96 1.367(11) . ? C95 C100 1.407(9) . ? C96 C97 1.396(10) . ? C96 H96A 0.9500 . ? C97 C98 1.386(12) . ? C97 H97A 0.9500 . ? C98 C99 1.352(12) . ? C98 H98A 0.9500 . ? C99 C100 1.377(11) . ? C99 H99A 0.9500 . ? C100 H10D 0.9500 . ? C101 C102 1.546(11) . ? C102 H10A 0.9800 . ? C102 H10B 0.9800 . ? C102 H10C 0.9800 . ? O8 C103 1.332(7) . ? N8 C109 1.274(7) . ? N8 C110 1.507(7) . ? O8A C118 1.306(9) . ? O8A C106 1.416(7) . ? O8B C118 1.201(10) . ? C103 C104 1.379(8) . ? C103 C108 1.421(9) . ? C104 C105 1.400(9) . ? C104 H10E 0.9500 . ? C105 C106 1.367(9) . ? C105 H10F 0.9500 . ? C106 C107 1.376(8) . ? C107 C108 1.381(8) . ? C107 H10G 0.9500 . ? C108 C109 1.448(8) . ? C109 H10H 0.9500 . ? C110 C111 1.512(8) . ? C110 C112 1.514(10) . ? C110 H11H 1.0000 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C111 H11D 0.9800 . ? C112 C113 1.369(10) . ? C112 C117 1.385(10) . ? C113 C114 1.413(11) . ? C113 H11I 0.9500 . ? C114 C115 1.361(12) . ? C114 H11J 0.9500 . ? C115 C116 1.352(13) . ? C115 H11K 0.9500 . ? C116 C117 1.387(12) . ? C116 H11L 0.9500 . ? C117 H11M 0.9500 . ? C118 C119 1.477(9) . ? C119 H11E 0.9800 . ? C119 H11F 0.9800 . ? C119 H11G 0.9800 . ? O9 C120 1.339(7) . ? O9A C135 1.353(10) . ? O9A C123 1.403(8) . ? O9B C135 1.177(10) . ? N9 C126 1.297(8) . ? N9 C127 1.501(8) . ? C120 C125 1.408(9) . ? C120 C121 1.409(9) . ? C121 C122 1.377(9) . ? C121 H12F 0.9500 . ? C122 C123 1.384(9) . ? C122 H12G 0.9500 . ? C123 C124 1.378(9) . ? C124 C125 1.406(8) . ? C124 H12H 0.9500 . ? C125 C126 1.430(9) . ? C126 H12I 0.9500 . ? C127 C129 1.519(9) . ? C127 C128 1.527(9) . ? C127 H12E 1.0000 . ? C128 H12B 0.9800 . ? C128 H12C 0.9800 . ? C128 H12D 0.9800 . ? C129 C134 1.381(9) . ? C129 C130 1.390(10) . ? C130 C131 1.368(10) . ? C130 H13E 0.9500 . ? C131 C132 1.366(11) . ? C131 H13F 0.9500 . ? C132 C133 1.349(12) . ? C132 H13G 0.9500 . ? C133 C134 1.383(10) . ? C133 H13H 0.9500 . ? C134 H13I 0.9500 . ? C135 C136 1.542(11) . ? C136 H13B 0.9800 . ? C136 H13C 0.9800 . ? C136 H13D 0.9800 . ? 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 O5 Fe1 O1 114.7(2) . . ? O5 Fe1 O2 121.3(2) . . ? O1 Fe1 O2 123.9(2) . . ? O5 Fe1 N2 96.90(19) . . ? O1 Fe1 N2 86.37(19) . . ? O2 Fe1 N2 85.02(19) . . ? O5 Fe1 N1 97.28(19) . . ? O1 Fe1 N1 86.42(19) . . ? O2 Fe1 N1 88.83(18) . . ? N2 Fe1 N1 165.7(2) . . ? O5 Fe2 O3 117.08(19) . . ? O5 Fe2 O4 112.51(19) . . ? O3 Fe2 O4 130.3(2) . . ? O5 Fe2 N3 99.18(19) . . ? O3 Fe2 N3 84.91(18) . . ? O4 Fe2 N3 84.01(18) . . ? O5 Fe2 N4 98.45(19) . . ? O3 Fe2 N4 89.94(17) . . ? O4 Fe2 N4 86.30(17) . . ? N3 Fe2 N4 162.08(19) . . ? O10 Fe3 O6 111.9(2) . . ? O10 Fe3 O7 120.7(2) . . ? O6 Fe3 O7 127.3(2) . . ? O10 Fe3 N7 99.6(2) . . ? O6 Fe3 N7 83.40(19) . . ? O7 Fe3 N7 84.82(19) . . ? O10 Fe3 N6 98.76(19) . . ? O6 Fe3 N6 85.50(19) . . ? O7 Fe3 N6 89.78(18) . . ? N7 Fe3 N6 161.0(2) . . ? O10 Fe4 O9 119.5(2) . . ? O10 Fe4 O8 112.8(2) . . ? O9 Fe4 O8 127.6(2) . . ? O10 Fe4 N9 97.6(2) . . ? O9 Fe4 N9 85.04(18) . . ? O8 Fe4 N9 85.70(18) . . ? O10 Fe4 N8 97.96(19) . . ? O9 Fe4 N8 88.95(18) . . ? O8 Fe4 N8 86.52(17) . . ? N9 Fe4 N8 164.29(19) . . ? Fe1 O5 Fe2 158.2(3) . . ? Fe3 O10 Fe4 159.7(3) . . ? C1 O1 Fe1 131.5(4) . . ? O1 C1 C6 123.6(6) . . ? O1 C1 C2 119.1(5) . . ? C6 C1 C2 117.3(6) . . ? C7 N1 C8 112.9(5) . . ? C7 N1 Fe1 121.1(4) . . ? C8 N1 Fe1 125.6(4) . . ? C16 O1A C4 108.4(8) . . ? C3 C2 C1 121.6(6) . . ? C3 C2 H2A 119.2 . . ? C1 C2 H2A 119.2 . . ? C2 C3 C4 119.6(7) . . ? C2 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C3 C4 C5 120.8(7) . . ? C3 C4 O1A 119.2(6) . . ? C5 C4 O1A 119.3(6) . . ? C4 C5 C6 119.5(6) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C5 C6 C1 121.1(6) . . ? C5 C6 C7 116.0(5) . . ? C1 C6 C7 122.9(6) . . ? N1 C7 C6 127.0(6) . . ? N1 C7 H7A 116.5 . . ? C6 C7 H7A 116.5 . . ? N1 C8 C9 112.8(5) . . ? N1 C8 C10 110.9(5) . . ? C9 C8 C10 110.8(5) . . ? N1 C8 H8A 107.4 . . ? C9 C8 H8A 107.4 . . ? C10 C8 H8A 107.4 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 119.7(6) . . ? C11 C10 C8 121.5(5) . . ? C15 C10 C8 118.8(6) . . ? C10 C11 C12 121.0(6) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C13 C12 C11 119.4(7) . . ? C13 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? C14 C13 C12 120.0(7) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C13 C14 C15 120.4(6) . . ? C13 C14 H14A 119.8 . . ? C15 C14 H14A 119.8 . . ? C10 C15 C14 119.5(6) . . ? C10 C15 H15A 120.3 . . ? C14 C15 H15A 120.3 . . ? O1B C16 O1A 129.7(11) . . ? O1B C16 C17 123.4(10) . . ? O1A C16 C17 106.9(10) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C18 O2 Fe1 135.5(4) . . ? C24 N2 C25 117.8(5) . . ? C24 N2 Fe1 124.9(4) . . ? C25 N2 Fe1 117.2(4) . . ? C33 O2A C21 114.3(8) . . ? O2 C18 C19 120.4(5) . . ? O2 C18 C23 121.2(6) . . ? C19 C18 C23 118.4(6) . . ? C20 C19 C18 122.3(6) . . ? C20 C19 H19A 118.9 . . ? C18 C19 H19A 118.9 . . ? C21 C20 C19 119.2(7) . . ? C21 C20 H20A 120.4 . . ? C19 C20 H20A 120.4 . . ? C20 C21 C22 121.2(7) . . ? C20 C21 O2A 117.5(7) . . ? C22 C21 O2A 120.8(6) . . ? C21 C22 C23 121.1(6) . . ? C21 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? C22 C23 C18 117.8(6) . . ? C22 C23 C24 118.4(6) . . ? C18 C23 C24 123.7(6) . . ? N2 C24 C23 125.2(6) . . ? N2 C24 H24A 117.4 . . ? C23 C24 H24A 117.4 . . ? N2 C25 C27 113.7(6) . . ? N2 C25 C26 106.6(5) . . ? C27 C25 C26 114.2(6) . . ? N2 C25 H25A 107.3 . . ? C27 C25 H25A 107.3 . . ? C26 C25 H25A 107.3 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C32 118.2(7) . . ? C28 C27 C25 118.2(6) . . ? C32 C27 C25 123.6(7) . . ? C27 C28 C29 121.3(8) . . ? C27 C28 H28A 119.4 . . ? C29 C28 H28A 119.4 . . ? C30 C29 C28 119.3(10) . . ? C30 C29 H29A 120.4 . . ? C28 C29 H29A 120.4 . . ? C31 C30 C29 120.8(9) . . ? C31 C30 H30A 119.6 . . ? C29 C30 H30A 119.6 . . ? C30 C31 C32 121.0(9) . . ? C30 C31 H31A 119.5 . . ? C32 C31 H31A 119.5 . . ? C27 C32 C31 119.3(8) . . ? C27 C32 H32A 120.3 . . ? C31 C32 H32A 120.3 . . ? O2B C33 O2A 123.8(9) . . ? O2B C33 C34 123.6(10) . . ? O2A C33 C34 112.5(10) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C35 O3 Fe2 136.2(4) . . ? C41 N3 C42 117.7(5) . . ? C41 N3 Fe2 126.5(4) . . ? C42 N3 Fe2 115.7(4) . . ? C50 O3A C38 118.0(7) . . ? O3 C35 C36 120.7(6) . . ? O3 C35 C40 122.1(6) . . ? C36 C35 C40 117.2(6) . . ? C37 C36 C35 123.0(7) . . ? C37 C36 H36A 118.5 . . ? C35 C36 H36A 118.5 . . ? C36 C37 C38 119.0(7) . . ? C36 C37 H37A 120.5 . . ? C38 C37 H37A 120.5 . . ? C39 C38 C37 121.0(6) . . ? C39 C38 O3A 120.5(6) . . ? C37 C38 O3A 118.3(6) . . ? C38 C39 C40 120.8(6) . . ? C38 C39 H39A 119.6 . . ? C40 C39 H39A 119.6 . . ? C39 C40 C41 118.4(6) . . ? C39 C40 C35 119.0(6) . . ? C41 C40 C35 122.5(6) . . ? N3 C41 C40 126.1(6) . . ? N3 C41 H41A 116.9 . . ? C40 C41 H41A 116.9 . . ? N3 C42 C44 112.9(5) . . ? N3 C42 C43 108.4(5) . . ? C44 C42 C43 113.2(5) . . ? N3 C42 H42A 107.3 . . ? C44 C42 H42A 107.3 . . ? C43 C42 H42A 107.3 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C45 C44 C49 117.7(6) . . ? C45 C44 C42 118.4(6) . . ? C49 C44 C42 123.9(6) . . ? C44 C45 C46 122.9(7) . . ? C44 C45 H45A 118.6 . . ? C46 C45 H45A 118.6 . . ? C47 C46 C45 118.7(8) . . ? C47 C46 H46A 120.6 . . ? C45 C46 H46A 120.6 . . ? C46 C47 C48 120.7(7) . . ? C46 C47 H47A 119.7 . . ? C48 C47 H47A 119.7 . . ? C49 C48 C47 119.1(7) . . ? C49 C48 H48A 120.4 . . ? C47 C48 H48A 120.4 . . ? C44 C49 C48 120.9(7) . . ? C44 C49 H49A 119.5 . . ? C48 C49 H49A 119.5 . . ? O3B C50 O3A 121.1(8) . . ? O3B C50 C51 127.7(8) . . ? O3A C50 C51 111.2(8) . . ? C50 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C50 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C52 O4 Fe2 130.8(4) . . ? C58 N4 C59 111.8(5) . . ? C58 N4 Fe2 121.4(4) . . ? C59 N4 Fe2 126.4(4) . . ? C67 O4A C55 120.8(6) . . ? O4 C52 C57 122.4(6) . . ? O4 C52 C53 119.2(6) . . ? C57 C52 C53 118.4(6) . . ? C54 C53 C52 120.2(6) . . ? C54 C53 H53A 119.9 . . ? C52 C53 H53A 119.9 . . ? C53 C54 C55 120.4(6) . . ? C53 C54 H54A 119.8 . . ? C55 C54 H54A 119.8 . . ? C56 C55 C54 120.9(6) . . ? C56 C55 O4A 119.2(6) . . ? C54 C55 O4A 119.9(6) . . ? C55 C56 C57 119.6(6) . . ? C55 C56 H56A 120.2 . . ? C57 C56 H56A 120.2 . . ? C56 C57 C52 120.4(6) . . ? C56 C57 C58 116.6(6) . . ? C52 C57 C58 123.1(6) . . ? N4 C58 C57 127.5(6) . . ? N4 C58 H58A 116.2 . . ? C57 C58 H58A 116.2 . . ? N4 C59 C60 111.9(5) . . ? N4 C59 C61 109.5(5) . . ? C60 C59 C61 113.6(5) . . ? N4 C59 H59A 107.2 . . ? C60 C59 H59A 107.2 . . ? C61 C59 H59A 107.2 . . ? C59 C60 H60A 109.5 . . ? C59 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C59 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C66 C61 C62 118.0(7) . . ? C66 C61 C59 122.7(6) . . ? C62 C61 C59 119.2(7) . . ? C63 C62 C61 121.0(9) . . ? C63 C62 H62A 119.5 . . ? C61 C62 H62A 119.5 . . ? C62 C63 C64 119.2(9) . . ? C62 C63 H63A 120.4 . . ? C64 C63 H63A 120.4 . . ? C65 C64 C63 120.6(9) . . ? C65 C64 H64A 119.7 . . ? C63 C64 H64A 119.7 . . ? C64 C65 C66 120.2(9) . . ? C64 C65 H65A 119.9 . . ? C66 C65 H65A 119.9 . . ? C61 C66 C65 120.9(8) . . ? C61 C66 H66A 119.6 . . ? C65 C66 H66A 119.6 . . ? O4B C67 O4A 119.5(8) . . ? O4B C67 C68 125.0(9) . . ? O4A C67 C68 115.0(7) . . ? C67 C68 H68A 109.5 . . ? C67 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C67 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C69 O6 Fe3 131.5(4) . . ? C75 N6 C76 112.1(5) . . ? C75 N6 Fe3 122.3(4) . . ? C76 N6 Fe3 125.3(4) . . ? O6 C69 C74 122.2(6) . . ? O6 C69 C70 120.4(6) . . ? C74 C69 C70 117.4(6) . . ? C71 C70 C69 121.5(6) . . ? C71 C70 H70A 119.2 . . ? C69 C70 H70A 119.2 . . ? C70 C71 C72 119.5(7) . . ? C70 C71 H71A 120.3 . . ? C72 C71 H71A 120.3 . . ? C73 C72 C71 122.2(7) . . ? C73 C72 O6A 119.4(11) . . ? C71 C72 O6A 117.3(11) . . ? C73 C72 O6C 115.3(9) . . ? C71 C72 O6C 121.2(10) . . ? O6A C72 O6C 22.3(9) . . ? C72 C73 C74 120.0(6) . . ? C72 C73 H73A 120.0 . . ? C74 C73 H73A 120.0 . . ? C69 C74 C73 119.4(6) . . ? C69 C74 C75 123.3(6) . . ? C73 C74 C75 117.3(6) . . ? N6 C75 C74 125.9(6) . . ? N6 C75 H75A 117.0 . . ? C74 C75 H75A 117.0 . . ? N6 C76 C78 109.6(5) . . ? N6 C76 C77 113.0(5) . . ? C78 C76 C77 112.9(5) . . ? N6 C76 H76A 107.0 . . ? C78 C76 H76A 107.0 . . ? C77 C76 H76A 107.0 . . ? C76 C77 H77A 109.5 . . ? C76 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C76 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C83 C78 C79 118.5(6) . . ? C83 C78 C76 120.1(6) . . ? C79 C78 C76 121.4(6) . . ? C80 C79 C78 121.2(6) . . ? C80 C79 H79A 119.4 . . ? C78 C79 H79A 119.4 . . ? C81 C80 C79 119.4(7) . . ? C81 C80 H80A 120.3 . . ? C79 C80 H80A 120.3 . . ? C80 C81 C82 120.6(7) . . ? C80 C81 H81A 119.7 . . ? C82 C81 H81A 119.7 . . ? C81 C82 C83 120.0(6) . . ? C81 C82 H82A 120.0 . . ? C83 C82 H82A 120.0 . . ? C78 C83 C82 120.2(7) . . ? C78 C83 H83A 119.9 . . ? C82 C83 H83A 119.9 . . ? C84 O6A C72 113.0(16) . . ? O6B C84 O6A 117(2) . . ? O6B C84 C85 142(2) . . ? O6A C84 C85 100.4(18) . . ? C4A O6C C72 107.6(12) . . ? O6D C4A O6C 126.7(17) . . ? O6D C4A C5A 121.3(18) . . ? O6C C4A C5A 111.5(15) . . ? C4A C5A H5AA 109.5 . . ? C4A C5A H5AB 109.5 . . ? H5AA C5A H5AB 109.5 . . ? C4A C5A H5AC 109.5 . . ? H5AA C5A H5AC 109.5 . . ? H5AB C5A H5AC 109.5 . . ? C86 O7 Fe3 136.9(4) . . ? C92 N7 C93 116.4(5) . . ? C92 N7 Fe3 125.9(4) . . ? C93 N7 Fe3 117.7(4) . . ? C101 O7A C89 117.0(9) . . ? O7 C86 C87 120.6(6) . . ? O7 C86 C91 121.1(6) . . ? C87 C86 C91 118.3(6) . . ? C88 C87 C86 121.7(6) . . ? C88 C87 H87A 119.1 . . ? C86 C87 H87A 119.1 . . ? C87 C88 C89 119.1(7) . . ? C87 C88 H88A 120.4 . . ? C89 C88 H88A 120.4 . . ? C90 C89 C88 123.0(7) . . ? C90 C89 O7A 114.8(6) . . ? C88 C89 O7A 121.8(7) . . ? C89 C90 C91 118.7(6) . . ? C89 C90 H90A 120.6 . . ? C91 C90 H90A 120.6 . . ? C86 C91 C92 123.5(6) . . ? C86 C91 C90 119.2(6) . . ? C92 C91 C90 117.4(6) . . ? N7 C92 C91 125.8(6) . . ? N7 C92 H92A 117.1 . . ? C91 C92 H92A 117.1 . . ? C95 C93 C94 117.0(6) . . ? C95 C93 N7 110.8(5) . . ? C94 C93 N7 108.0(6) . . ? C95 C93 H93A 106.8 . . ? C94 C93 H93A 106.8 . . ? N7 C93 H93A 106.8 . . ? C93 C94 H94A 109.5 . . ? C93 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C93 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? C96 C95 C100 117.3(7) . . ? C96 C95 C93 119.6(6) . . ? C100 C95 C93 123.1(7) . . ? C95 C96 C97 122.8(8) . . ? C95 C96 H96A 118.6 . . ? C97 C96 H96A 118.6 . . ? C98 C97 C96 117.0(9) . . ? C98 C97 H97A 121.5 . . ? C96 C97 H97A 121.5 . . ? C99 C98 C97 122.4(9) . . ? C99 C98 H98A 118.8 . . ? C97 C98 H98A 118.8 . . ? C98 C99 C100 119.3(8) . . ? C98 C99 H99A 120.3 . . ? C100 C99 H99A 120.3 . . ? C99 C100 C95 121.1(8) . . ? C99 C100 H10D 119.4 . . ? C95 C100 H10D 119.4 . . ? O7A C101 O7B 122.8(10) . . ? O7A C101 C102 113.1(11) . . ? O7B C101 C102 123.7(11) . . ? C101 C102 H10A 109.5 . . ? C101 C102 H10B 109.5 . . ? H10A C102 H10B 109.5 . . ? C101 C102 H10C 109.5 . . ? H10A C102 H10C 109.5 . . ? H10B C102 H10C 109.5 . . ? C103 O8 Fe4 130.1(4) . . ? C109 N8 C110 113.0(5) . . ? C109 N8 Fe4 119.8(4) . . ? C110 N8 Fe4 126.9(4) . . ? C118 O8A C106 119.4(5) . . ? O8 C103 C104 120.0(6) . . ? O8 C103 C108 121.2(6) . . ? C104 C103 C108 118.8(6) . . ? C103 C104 C105 120.5(6) . . ? C103 C104 H10E 119.7 . . ? C105 C104 H10E 119.7 . . ? C106 C105 C104 119.5(6) . . ? C106 C105 H10F 120.3 . . ? C104 C105 H10F 120.3 . . ? C105 C106 C107 121.4(6) . . ? C105 C106 O8A 117.7(6) . . ? C107 C106 O8A 120.8(6) . . ? C106 C107 C108 119.7(6) . . ? C106 C107 H10G 120.1 . . ? C108 C107 H10G 120.1 . . ? C107 C108 C103 120.0(6) . . ? C107 C108 C109 117.2(6) . . ? C103 C108 C109 122.7(6) . . ? N8 C109 C108 129.8(6) . . ? N8 C109 H10H 115.1 . . ? C108 C109 H10H 115.1 . . ? N8 C110 C111 112.2(5) . . ? N8 C110 C112 109.6(5) . . ? C111 C110 C112 114.4(5) . . ? N8 C110 H11H 106.7 . . ? C111 C110 H11H 106.7 . . ? C112 C110 H11H 106.7 . . ? C110 C111 H11B 109.5 . . ? C110 C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C110 C111 H11D 109.5 . . ? H11B C111 H11D 109.5 . . ? H11C C111 H11D 109.5 . . ? C113 C112 C117 118.6(7) . . ? C113 C112 C110 120.9(6) . . ? C117 C112 C110 120.5(7) . . ? C112 C113 C114 120.4(8) . . ? C112 C113 H11I 119.8 . . ? C114 C113 H11I 119.8 . . ? C115 C114 C113 118.1(10) . . ? C115 C114 H11J 120.9 . . ? C113 C114 H11J 120.9 . . ? C116 C115 C114 123.2(10) . . ? C116 C115 H11K 118.4 . . ? C114 C115 H11K 118.4 . . ? C115 C116 C117 117.8(10) . . ? C115 C116 H11L 121.1 . . ? C117 C116 H11L 121.1 . . ? C112 C117 C116 121.8(9) . . ? C112 C117 H11M 119.1 . . ? C116 C117 H11M 119.1 . . ? O8B C118 O8A 120.6(7) . . ? O8B C118 C119 124.6(8) . . ? O8A C118 C119 114.6(7) . . ? C118 C119 H11E 109.5 . . ? C118 C119 H11F 109.5 . . ? H11E C119 H11F 109.5 . . ? C118 C119 H11G 109.5 . . ? H11E C119 H11G 109.5 . . ? H11F C119 H11G 109.5 . . ? C120 O9 Fe4 135.1(4) . . ? C135 O9A C123 116.8(7) . . ? C126 N9 C127 117.5(5) . . ? C126 N9 Fe4 126.2(5) . . ? C127 N9 Fe4 116.2(4) . . ? O9 C120 C125 121.7(6) . . ? O9 C120 C121 119.3(6) . . ? C125 C120 C121 118.9(6) . . ? C122 C121 C120 121.6(7) . . ? C122 C121 H12F 119.2 . . ? C120 C121 H12F 119.2 . . ? C121 C122 C123 119.6(7) . . ? C121 C122 H12G 120.2 . . ? C123 C122 H12G 120.2 . . ? C124 C123 C122 119.9(6) . . ? C124 C123 O9A 122.0(7) . . ? C122 C123 O9A 117.8(7) . . ? C123 C124 C125 121.9(7) . . ? C123 C124 H12H 119.1 . . ? C125 C124 H12H 119.1 . . ? C124 C125 C120 118.1(6) . . ? C124 C125 C126 117.6(6) . . ? C120 C125 C126 124.3(6) . . ? N9 C126 C125 125.0(6) . . ? N9 C126 H12I 117.5 . . ? C125 C126 H12I 117.5 . . ? N9 C127 C129 112.1(5) . . ? N9 C127 C128 109.3(6) . . ? C129 C127 C128 114.7(6) . . ? N9 C127 H12E 106.8 . . ? C129 C127 H12E 106.8 . . ? C128 C127 H12E 106.8 . . ? C127 C128 H12B 109.5 . . ? C127 C128 H12C 109.5 . . ? H12B C128 H12C 109.5 . . ? C127 C128 H12D 109.5 . . ? H12B C128 H12D 109.5 . . ? H12C C128 H12D 109.5 . . ? C134 C129 C130 117.6(7) . . ? C134 C129 C127 123.7(7) . . ? C130 C129 C127 118.7(6) . . ? C131 C130 C129 121.9(7) . . ? C131 C130 H13E 119.1 . . ? C129 C130 H13E 119.1 . . ? C132 C131 C130 119.3(8) . . ? C132 C131 H13F 120.4 . . ? C130 C131 H13F 120.4 . . ? C133 C132 C131 120.3(8) . . ? C133 C132 H13G 119.9 . . ? C131 C132 H13G 119.9 . . ? C132 C133 C134 121.0(8) . . ? C132 C133 H13H 119.5 . . ? C134 C133 H13H 119.5 . . ? C129 C134 C133 120.0(8) . . ? C129 C134 H13I 120.0 . . ? C133 C134 H13I 120.0 . . ? O9B C135 O9A 124.3(8) . . ? O9B C135 C136 128.2(9) . . ? O9A C135 C136 107.4(9) . . ? C135 C136 H13B 109.5 . . ? C135 C136 H13C 109.5 . . ? H13B C136 H13C 109.5 . . ? C135 C136 H13D 109.5 . . ? H13B C136 H13D 109.5 . . ? H13C C136 H13D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 66.03 _diffrn_measured_fraction_theta_full 0.946 _refine_diff_density_max 0.935 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.073 # Attachment 'sj2.cif' data_sj2 _database_code_depnum_ccdc_archive 'CCDC 725001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H28 Cl Ga N2 O2' _chemical_formula_weight 553.71 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' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+3/4' '-y+1/2, x+1/2, z+1/4' _cell_length_a 10.7333(3) _cell_length_b 10.7333(3) _cell_length_c 23.1718(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2669.48(13) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 13153 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.41 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.160 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8262 _exptl_absorpt_correction_T_max 0.9660 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; We are greatyful to the EPSRC Crystallographic Service for recording the data for SJ2. 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. ; _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 '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 13525 _diffrn_reflns_av_R_equivalents 0.0974 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 25.34 _reflns_number_total 2436 _reflns_number_gt 2009 _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^)+(0.0000P)^2^+5.6250P] 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, 961 Friedel pairs' _refine_ls_abs_structure_Flack 0.21(3) _chemical_absolute_configuration rmad _refine_ls_number_reflns 2436 _refine_ls_number_parameters 166 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1014 _refine_ls_wR_factor_gt 0.0942 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _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 Ga1 Ga 0.30767(5) 0.30767(5) 0.5000 0.01940(19) Uani 1 2 d S . . Cl1 Cl 0.16115(10) 0.16115(10) 0.5000 0.0275(4) Uani 1 2 d S . . O1 O 0.2589(3) 0.4638(3) 0.47343(15) 0.0281(9) Uani 1 1 d . . . C1 C 0.2900(5) 0.5261(4) 0.4256(2) 0.0257(13) Uani 1 1 d . . . C2 C 0.2549(5) 0.6509(5) 0.4216(2) 0.0353(14) Uani 1 1 d . . . H2A H 0.2084 0.6882 0.4520 0.042 Uiso 1 1 calc R . . C3 C 0.2874(6) 0.7208(5) 0.3737(2) 0.0425(15) Uani 1 1 d . . . H3A H 0.2628 0.8057 0.3715 0.051 Uiso 1 1 calc R . . C4 C 0.3546(6) 0.6697(5) 0.3291(3) 0.0480(17) Uani 1 1 d . . . H4A H 0.3777 0.7189 0.2968 0.058 Uiso 1 1 calc R . . C5 C 0.3878(6) 0.5464(5) 0.3321(3) 0.0363(16) Uani 1 1 d . . . H5A H 0.4331 0.5104 0.3011 0.044 Uiso 1 1 calc R . . C6 C 0.3562(5) 0.4717(5) 0.3802(2) 0.0234(12) Uani 1 1 d . . . C7 C 0.3898(4) 0.3416(4) 0.3782(2) 0.0226(13) Uani 1 1 d . . . H7A H 0.4272 0.3122 0.3436 0.027 Uiso 1 1 calc R . . N1 N 0.3736(4) 0.2614(4) 0.41921(18) 0.0208(10) Uani 1 1 d . . . C8 C 0.4172(5) 0.1311(5) 0.4072(2) 0.0237(12) Uani 1 1 d . . . H8A H 0.3891 0.0773 0.4399 0.028 Uiso 1 1 calc R . . C9 C 0.5597(5) 0.1302(5) 0.4068(2) 0.0306(14) Uani 1 1 d . . . H9A H 0.5909 0.1619 0.4437 0.046 Uiso 1 1 calc R . . H9B H 0.5900 0.1833 0.3754 0.046 Uiso 1 1 calc R . . H9C H 0.5895 0.0448 0.4010 0.046 Uiso 1 1 calc R . . C10 C 0.3594(5) 0.0799(5) 0.3521(2) 0.0216(12) Uani 1 1 d . . . C11 C 0.4269(6) 0.0385(6) 0.3058(3) 0.0401(15) Uani 1 1 d . . . H11A H 0.5153 0.0414 0.3074 0.048 Uiso 1 1 calc R . . C12 C 0.3702(6) -0.0073(6) 0.2568(3) 0.0474(16) Uani 1 1 d . . . H12A H 0.4194 -0.0366 0.2255 0.057 Uiso 1 1 calc R . . C13 C 0.2425(6) -0.0106(5) 0.2531(3) 0.0370(14) Uani 1 1 d . . . H13A H 0.2028 -0.0415 0.2194 0.044 Uiso 1 1 calc R . . C14 C 0.1725(5) 0.0317(5) 0.2992(2) 0.0299(14) Uani 1 1 d . . . H14A H 0.0841 0.0311 0.2968 0.036 Uiso 1 1 calc R . . C15 C 0.2291(5) 0.0747(5) 0.3484(2) 0.0273(13) Uani 1 1 d . . . H15A H 0.1797 0.1011 0.3801 0.033 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ga1 0.0182(2) 0.0182(2) 0.0219(4) 0.0013(3) -0.0013(3) -0.0007(3) Cl1 0.0271(6) 0.0271(6) 0.0284(10) -0.0043(6) 0.0043(6) -0.0083(7) O1 0.033(2) 0.022(2) 0.030(2) 0.0040(16) 0.0020(17) 0.0060(16) C1 0.028(3) 0.018(3) 0.031(3) 0.005(2) -0.010(3) -0.002(2) C2 0.051(4) 0.023(3) 0.032(4) -0.005(2) -0.010(3) 0.005(2) C3 0.069(5) 0.015(3) 0.044(4) 0.003(3) -0.013(3) 0.004(3) C4 0.071(5) 0.031(4) 0.042(4) 0.015(3) 0.007(3) -0.002(3) C5 0.051(4) 0.030(3) 0.028(4) 0.001(3) 0.006(3) 0.001(3) C6 0.026(3) 0.019(3) 0.024(3) -0.001(2) -0.005(2) -0.004(2) C7 0.016(2) 0.030(3) 0.022(3) -0.001(2) -0.002(2) -0.004(2) N1 0.023(2) 0.019(2) 0.020(3) 0.0009(18) -0.0018(18) -0.0012(18) C8 0.026(3) 0.016(3) 0.029(3) 0.005(2) 0.003(2) 0.004(2) C9 0.030(3) 0.030(3) 0.031(3) 0.003(3) 0.001(3) 0.000(3) C10 0.023(3) 0.014(3) 0.028(3) 0.003(2) 0.004(2) -0.003(2) C11 0.028(3) 0.050(4) 0.042(4) -0.009(3) 0.008(3) -0.017(3) C12 0.042(4) 0.058(4) 0.042(4) -0.020(4) 0.025(3) -0.018(3) C13 0.052(4) 0.028(3) 0.030(3) -0.008(3) 0.004(4) -0.005(3) C14 0.027(3) 0.021(3) 0.041(4) -0.002(3) -0.004(3) 0.007(2) C15 0.025(3) 0.023(3) 0.034(4) -0.002(2) 0.005(2) 0.006(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 Ga1 O1 1.861(3) 6_556 ? Ga1 O1 1.861(3) . ? Ga1 N1 2.062(4) 6_556 ? Ga1 N1 2.062(4) . ? Ga1 Cl1 2.2240(17) . ? O1 C1 1.337(6) . ? C1 C2 1.395(7) . ? C1 C6 1.397(8) . ? C2 C3 1.386(8) . ? C2 H2A 0.9500 . ? C3 C4 1.373(8) . ? C3 H3A 0.9500 . ? C4 C5 1.372(7) . ? C4 H4A 0.9500 . ? C5 C6 1.415(8) . ? C5 H5A 0.9500 . ? C6 C7 1.443(7) . ? C7 N1 1.295(6) . ? C7 H7A 0.9500 . ? N1 C8 1.501(6) . ? C8 C10 1.522(7) . ? C8 C9 1.529(7) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.370(8) . ? C10 C15 1.402(7) . ? C11 C12 1.378(8) . ? C11 H11A 0.9500 . ? C12 C13 1.373(7) . ? C12 H12A 0.9500 . ? C13 C14 1.382(8) . ? C13 H13A 0.9500 . ? C14 C15 1.371(7) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? 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 O1 Ga1 O1 128.1(2) 6_556 . ? O1 Ga1 N1 90.76(16) 6_556 6_556 ? O1 Ga1 N1 85.61(16) . 6_556 ? O1 Ga1 N1 85.61(16) 6_556 . ? O1 Ga1 N1 90.76(16) . . ? N1 Ga1 N1 171.7(2) 6_556 . ? O1 Ga1 Cl1 115.97(12) 6_556 . ? O1 Ga1 Cl1 115.97(12) . . ? N1 Ga1 Cl1 94.14(12) 6_556 . ? N1 Ga1 Cl1 94.14(12) . . ? C1 O1 Ga1 130.9(3) . . ? O1 C1 C2 117.8(5) . . ? O1 C1 C6 122.9(4) . . ? C2 C1 C6 119.3(5) . . ? C3 C2 C1 120.3(5) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C4 C3 C2 121.3(5) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C5 C4 C3 119.0(5) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.6(5) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C1 C6 C5 118.6(5) . . ? C1 C6 C7 123.8(5) . . ? C5 C6 C7 117.6(5) . . ? N1 C7 C6 125.9(5) . . ? N1 C7 H7A 117.1 . . ? C6 C7 H7A 117.1 . . ? C7 N1 C8 116.2(4) . . ? C7 N1 Ga1 123.6(3) . . ? C8 N1 Ga1 120.0(3) . . ? N1 C8 C10 111.4(4) . . ? N1 C8 C9 108.6(4) . . ? C10 C8 C9 113.6(4) . . ? N1 C8 H8A 107.7 . . ? C10 C8 H8A 107.7 . . ? C9 C8 H8A 107.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 117.7(5) . . ? C11 C10 C8 124.0(5) . . ? C15 C10 C8 118.2(5) . . ? C10 C11 C12 121.9(6) . . ? C10 C11 H11A 119.1 . . ? C12 C11 H11A 119.1 . . ? C13 C12 C11 120.0(6) . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C14 119.1(6) . . ? C12 C13 H13A 120.4 . . ? C14 C13 H13A 120.4 . . ? C15 C14 C13 120.7(5) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C14 C15 C10 120.5(5) . . ? C14 C15 H15A 119.8 . . ? C10 C15 H15A 119.8 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.476 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.088 # Attachment 'sj3.cif' data_sj3 _database_code_depnum_ccdc_archive 'CCDC 725002' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H36 Cl Ga N2 O2' _chemical_formula_weight 609.82 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' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+3/4' '-y+1/2, x+1/2, z+1/4' _cell_length_a 13.5299(2) _cell_length_b 13.5299(2) _cell_length_c 16.1972(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2965.03(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 15615 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 1.052 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6374 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; We are greatful to the EPSRC crystallographic Service for collecting the data for SJ3. 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 parameters 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. ; _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 23404 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0414 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3408 _reflns_number_gt 3062 _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^)+(0.0260P)^2^+0.9249P] 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, 1408 Friedel pairs' _refine_ls_abs_structure_Flack 0.043(10) _chemical_absolute_configuration rmad _refine_ls_number_reflns 3408 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0673 _refine_ls_wR_factor_gt 0.0650 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Ga1 Ga 0.958673(16) 0.958673(16) 1.0000 0.02063(9) Uani 1 2 d S . . Cl1 Cl 1.07546(3) 1.07546(3) 1.0000 0.02632(16) Uani 1 2 d S . . O1 O 0.91665(11) 0.90977(11) 0.89834(8) 0.0264(3) Uani 1 1 d . . . N1 N 1.06155(12) 0.84727(12) 1.00956(10) 0.0227(4) Uani 1 1 d . . . C1 C 0.96693(18) 0.85450(15) 0.84409(12) 0.0250(5) Uani 1 1 d . . . C2 C 0.93325(17) 0.85309(16) 0.76109(13) 0.0309(5) Uani 1 1 d . . . C3 C 0.9827(2) 0.79521(17) 0.70432(14) 0.0360(6) Uani 1 1 d . . . H3A H 0.9598 0.7947 0.6489 0.043 Uiso 1 1 calc R . . C4 C 1.0652(2) 0.73724(17) 0.72434(14) 0.0336(6) Uani 1 1 d . . . C5 C 1.09729(19) 0.73956(17) 0.80469(14) 0.0311(5) Uani 1 1 d . . . H5A H 1.1534 0.7015 0.8199 0.037 Uiso 1 1 calc R . . C6 C 1.04927(18) 0.79688(15) 0.86533(12) 0.0254(5) Uani 1 1 d . . . C7 C 1.08885(17) 0.79334(16) 0.94811(13) 0.0251(5) Uani 1 1 d . . . H7A H 1.1400 0.7467 0.9582 0.030 Uiso 1 1 calc R . . C8 C 1.11582(16) 0.83294(16) 1.08902(13) 0.0253(5) Uani 1 1 d . . . H8A H 1.0865 0.8805 1.1294 0.030 Uiso 1 1 calc R . . C9 C 1.09996(15) 0.73000(16) 1.12460(12) 0.0223(4) Uani 1 1 d . . . C10 C 1.01263(18) 0.67887(18) 1.11162(16) 0.0368(6) Uani 1 1 d . . . H10A H 0.9636 0.7064 1.0765 0.044 Uiso 1 1 calc R . . C11 C 0.99535(19) 0.58829(18) 1.14892(16) 0.0391(6) Uani 1 1 d . . . H11A H 0.9356 0.5538 1.1382 0.047 Uiso 1 1 calc R . . C12 C 1.06479(16) 0.54800(18) 1.20168(14) 0.0326(5) Uani 1 1 d . . . H12A H 1.0524 0.4867 1.2283 0.039 Uiso 1 1 calc R . . C13 C 1.15161(19) 0.59750(18) 1.21515(15) 0.0347(6) Uani 1 1 d . . . H13A H 1.1996 0.5703 1.2515 0.042 Uiso 1 1 calc R . . C14 C 1.17014(18) 0.68731(17) 1.17607(14) 0.0304(5) Uani 1 1 d . . . H14A H 1.2315 0.7198 1.1847 0.036 Uiso 1 1 calc R . . C15 C 1.22475(17) 0.8620(2) 1.07885(16) 0.0388(6) Uani 1 1 d . . . H15A H 1.2291 0.9248 1.0488 0.058 Uiso 1 1 calc R . . H15B H 1.2595 0.8105 1.0478 0.058 Uiso 1 1 calc R . . H15C H 1.2552 0.8694 1.1334 0.058 Uiso 1 1 calc R . . C16 C 1.1177(2) 0.6766(2) 0.65910(16) 0.0472(7) Uani 1 1 d . . . H16A H 1.1730 0.6410 0.6844 0.071 Uiso 1 1 calc R . . H16B H 1.1428 0.7206 0.6158 0.071 Uiso 1 1 calc R . . H16C H 1.0713 0.6292 0.6349 0.071 Uiso 1 1 calc R . . C17 C 0.8458(2) 0.9159(2) 0.73675(15) 0.0436(6) Uani 1 1 d . . . H17A H 0.8328 0.9078 0.6776 0.065 Uiso 1 1 calc R . . H17B H 0.8602 0.9855 0.7485 0.065 Uiso 1 1 calc R . . H17C H 0.7875 0.8952 0.7683 0.065 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ga1 0.02174(11) 0.02174(11) 0.01842(14) 0.00250(9) -0.00250(9) -0.00203(13) Cl1 0.0239(2) 0.0239(2) 0.0311(4) 0.0017(2) -0.0017(2) -0.0041(3) O1 0.0309(9) 0.0260(8) 0.0223(7) -0.0012(6) -0.0047(6) 0.0019(6) N1 0.0242(10) 0.0217(8) 0.0223(9) 0.0044(7) -0.0046(8) -0.0041(7) C1 0.0331(12) 0.0182(10) 0.0237(10) 0.0008(8) -0.0001(10) -0.0082(10) C2 0.0422(14) 0.0261(11) 0.0243(11) 0.0023(10) -0.0057(10) -0.0083(9) C3 0.0568(18) 0.0284(12) 0.0229(11) -0.0005(10) 0.0021(11) -0.0082(12) C4 0.0516(17) 0.0221(11) 0.0272(11) -0.0003(9) 0.0096(10) -0.0090(11) C5 0.0417(14) 0.0213(12) 0.0304(12) 0.0042(10) 0.0076(11) -0.0037(10) C6 0.0350(13) 0.0180(10) 0.0232(10) 0.0028(8) 0.0003(10) -0.0046(10) C7 0.0281(11) 0.0191(10) 0.0283(11) 0.0063(9) 0.0010(10) -0.0012(9) C8 0.0230(11) 0.0251(11) 0.0278(11) 0.0052(9) -0.0063(9) -0.0027(8) C9 0.0206(11) 0.0244(11) 0.0221(10) 0.0010(9) -0.0004(9) 0.0036(9) C10 0.0246(13) 0.0358(14) 0.0500(15) 0.0197(12) -0.0116(11) -0.0037(10) C11 0.0283(12) 0.0359(13) 0.0531(17) 0.0182(12) -0.0081(12) -0.0057(11) C12 0.0327(13) 0.0275(12) 0.0375(13) 0.0084(11) -0.0019(10) 0.0044(10) C13 0.0389(14) 0.0300(13) 0.0352(12) 0.0048(11) -0.0130(11) 0.0078(11) C14 0.0284(12) 0.0298(12) 0.0329(12) -0.0002(10) -0.0078(10) 0.0000(10) C15 0.0261(13) 0.0448(16) 0.0456(14) 0.0144(12) -0.0072(11) -0.0098(11) C16 0.076(2) 0.0325(15) 0.0329(14) -0.0044(12) 0.0174(14) -0.0058(14) C17 0.0546(16) 0.0475(15) 0.0289(13) -0.0042(12) -0.0137(12) 0.0018(12) _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 Ga1 O1 1.8635(14) . ? Ga1 O1 1.8635(14) 6_557 ? Ga1 N1 2.0575(17) 6_557 ? Ga1 N1 2.0575(17) . ? Ga1 Cl1 2.2345(8) . ? O1 C1 1.339(3) . ? N1 C7 1.288(3) . ? N1 C8 1.494(3) . ? C1 C6 1.403(3) . ? C1 C2 1.420(3) . ? C2 C3 1.381(3) . ? C2 C17 1.509(3) . ? C3 C4 1.401(4) . ? C3 H3A 0.9500 . ? C4 C5 1.373(3) . ? C4 C16 1.515(3) . ? C5 C6 1.410(3) . ? C5 H5A 0.9500 . ? C6 C7 1.444(3) . ? C7 H7A 0.9500 . ? C8 C9 1.523(3) . ? C8 C15 1.534(3) . ? C8 H8A 1.0000 . ? C9 C10 1.385(3) . ? C9 C14 1.389(3) . ? C10 C11 1.386(3) . ? C10 H10A 0.9500 . ? C11 C12 1.382(3) . ? C11 H11A 0.9500 . ? C12 C13 1.370(3) . ? C12 H12A 0.9500 . ? C13 C14 1.393(3) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? 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 O1 Ga1 O1 124.35(9) . 6_557 ? O1 Ga1 N1 87.14(7) . 6_557 ? O1 Ga1 N1 90.74(7) 6_557 6_557 ? O1 Ga1 N1 90.74(7) . . ? O1 Ga1 N1 87.14(7) 6_557 . ? N1 Ga1 N1 175.46(9) 6_557 . ? O1 Ga1 Cl1 117.83(5) . . ? O1 Ga1 Cl1 117.83(5) 6_557 . ? N1 Ga1 Cl1 92.27(5) 6_557 . ? N1 Ga1 Cl1 92.27(5) . . ? C1 O1 Ga1 128.53(14) . . ? C7 N1 C8 116.81(18) . . ? C7 N1 Ga1 123.42(14) . . ? C8 N1 Ga1 119.50(13) . . ? O1 C1 C6 123.56(18) . . ? O1 C1 C2 117.8(2) . . ? C6 C1 C2 118.7(2) . . ? C3 C2 C1 118.9(2) . . ? C3 C2 C17 121.7(2) . . ? C1 C2 C17 119.4(2) . . ? C2 C3 C4 123.3(2) . . ? C2 C3 H3A 118.3 . . ? C4 C3 H3A 118.3 . . ? C5 C4 C3 117.3(2) . . ? C5 C4 C16 121.7(2) . . ? C3 C4 C16 121.0(2) . . ? C4 C5 C6 121.8(2) . . ? C4 C5 H5A 119.1 . . ? C6 C5 H5A 119.1 . . ? C1 C6 C5 120.1(2) . . ? C1 C6 C7 122.7(2) . . ? C5 C6 C7 117.2(2) . . ? N1 C7 C6 126.3(2) . . ? N1 C7 H7A 116.8 . . ? C6 C7 H7A 116.8 . . ? N1 C8 C9 112.06(17) . . ? N1 C8 C15 110.26(17) . . ? C9 C8 C15 114.25(18) . . ? N1 C8 H8A 106.6 . . ? C9 C8 H8A 106.6 . . ? C15 C8 H8A 106.6 . . ? C10 C9 C14 117.8(2) . . ? C10 C9 C8 121.31(19) . . ? C14 C9 C8 120.7(2) . . ? C9 C10 C11 121.3(2) . . ? C9 C10 H10A 119.4 . . ? C11 C10 H10A 119.4 . . ? C12 C11 C10 120.2(2) . . ? C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C13 C12 C11 119.2(2) . . ? C13 C12 H12A 120.4 . . ? C11 C12 H12A 120.4 . . ? C12 C13 C14 120.6(2) . . ? C12 C13 H13A 119.7 . . ? C14 C13 H13A 119.7 . . ? C9 C14 C13 120.8(2) . . ? C9 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C8 C15 H15A 109.5 . . ? C8 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C8 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C4 C16 H16A 109.5 . . ? C4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C2 C17 H17A 109.5 . . ? C2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.206 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.051