# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sr2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H45 Fe N3' _chemical_formula_sum 'C42 H45 Fe N3' _chemical_formula_weight 647.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3857(5) _cell_length_b 12.5498(6) _cell_length_c 13.3966(6) _cell_angle_alpha 80.960(2) _cell_angle_beta 86.060(2) _cell_angle_gamma 89.464(2) _cell_volume 1720.33(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6160 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description rod _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.472 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7649 _exptl_absorpt_correction_T_max 0.9326 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker X8 APEX II diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24375 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0453 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6941 _reflns_number_gt 5319 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT+' _computing_data_reduction 'Bruker SAINT+' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Three out of four propyl groups are disordered. ; _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^)+(0.0404P)^2^+1.3538P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6941 _refine_ls_number_parameters 472 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.0673 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1142 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.560 _refine_ls_shift/su_mean 0.010 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 0.12923(3) 0.27833(2) 0.76749(2) 0.03038(8) Uani 1 1 d . . . N1 N 0.13159(16) 0.44311(13) 0.73310(12) 0.0330(4) Uani 1 1 d . . . N2 N -0.05359(16) 0.31571(14) 0.78179(14) 0.0412(5) Uani 1 1 d . . . N3 N 0.03611(15) 0.14430(13) 0.73005(13) 0.0342(4) Uani 1 1 d . . . C1 C 0.0130(3) 0.60985(19) 0.7640(2) 0.0625(8) Uani 1 1 d . . . H1A H 0.0986 0.6430 0.7489 0.094 Uiso 1 1 calc R . . H1B H -0.0193 0.6188 0.8326 0.094 Uiso 1 1 calc R . . H1C H -0.0464 0.6448 0.7151 0.094 Uiso 1 1 calc R . . C2 C 0.0222(2) 0.49212(18) 0.75672(17) 0.0443(6) Uani 1 1 d . . . C3 C -0.0878(2) 0.42204(19) 0.77449(17) 0.0488(6) Uani 1 1 d . . . C4 C -0.2182(2) 0.4514(2) 0.7749(2) 0.0687(8) Uani 1 1 d . . . H4A H -0.2422 0.5247 0.7746 0.082 Uiso 1 1 calc R . . C5 C -0.3116(2) 0.3743(2) 0.7755(2) 0.0765(10) Uani 1 1 d . . . H5A H -0.4003 0.3933 0.7792 0.092 Uiso 1 1 calc R . . C6 C -0.2754(2) 0.2690(2) 0.7709(2) 0.0640(8) Uani 1 1 d . . . H6A H -0.3389 0.2158 0.7679 0.077 Uiso 1 1 calc R . . C7 C -0.14548(19) 0.24131(19) 0.77045(18) 0.0473(6) Uani 1 1 d . . . C8 C -0.09025(19) 0.14085(18) 0.75049(18) 0.0428(6) Uani 1 1 d . . . C9 C -0.1724(2) 0.0434(2) 0.7501(2) 0.0614(8) Uani 1 1 d . . . H9A H -0.1174 -0.0169 0.7353 0.092 Uiso 1 1 calc R . . H9B H -0.2347 0.0594 0.6981 0.092 Uiso 1 1 calc R . . H9C H -0.2186 0.0238 0.8166 0.092 Uiso 1 1 calc R . . C10 C 0.24946(19) 0.50408(15) 0.71213(14) 0.0292(5) Uani 1 1 d . A . C12 C 0.4147(2) 0.58221(16) 0.58949(17) 0.0361(5) Uani 1 1 d . A . H12A H 0.4483 0.5992 0.5211 0.043 Uiso 1 1 calc R . . C13 C 0.4837(2) 0.61050(18) 0.66546(19) 0.0452(6) Uani 1 1 d . . . H13A H 0.5639 0.6471 0.6495 0.054 Uiso 1 1 calc R . . C14 C 0.4361(2) 0.58556(18) 0.76417(19) 0.0503(6) Uani 1 1 d . A . H14A H 0.4840 0.6059 0.8161 0.060 Uiso 1 1 calc R . . C15 C 0.3191(2) 0.53104(17) 0.79078(15) 0.0407(6) Uani 1 1 d D . . C11 C 0.29707(18) 0.52930(15) 0.61089(14) 0.0271(4) Uani 1 1 d D . . C16 C 0.2213(2) 0.50623(17) 0.52522(15) 0.0361(5) Uani 1 1 d D A . H16A H 0.1709 0.4391 0.5472 0.043 Uiso 1 1 calc R . . H16B H 0.2817 0.4946 0.4675 0.043 Uiso 1 1 calc R . . C17 C 0.1295(2) 0.5981(2) 0.49039(18) 0.0507(7) Uani 1 1 d D . . H17A H 0.0817 0.5797 0.4348 0.076 Uiso 1 1 calc R A . H17B H 0.1792 0.6643 0.4669 0.076 Uiso 1 1 calc R . . H17C H 0.0687 0.6092 0.5470 0.076 Uiso 1 1 calc R . . C18 C 0.2903(5) 0.5072(4) 0.9004(3) 0.0377(14) Uani 0.519(4) 1 d PD A 1 H18A H 0.2377 0.4405 0.9144 0.045 Uiso 0.519(4) 1 calc PR A 1 H18B H 0.2349 0.5662 0.9200 0.045 Uiso 0.519(4) 1 calc PR A 1 C19 C 0.3994(4) 0.4925(4) 0.9706(3) 0.0461(13) Uani 0.519(4) 1 d PD A 1 H19A H 0.4587 0.4370 0.9510 0.069 Uiso 0.519(4) 1 calc PR A 1 H19B H 0.3642 0.4703 1.0404 0.069 Uiso 0.519(4) 1 calc PR A 1 H19C H 0.4462 0.5608 0.9657 0.069 Uiso 0.519(4) 1 calc PR A 1 C18' C 0.2483(7) 0.4943(5) 0.9011(4) 0.0410(16) Uani 0.481(4) 1 d P A 2 H18C H 0.1647 0.4601 0.8936 0.049 Uiso 0.481(4) 1 calc PR A 2 H18D H 0.3021 0.4398 0.9405 0.049 Uiso 0.481(4) 1 calc PR A 2 C19' C 0.2247(6) 0.5876(4) 0.9583(3) 0.0570(17) Uani 0.481(4) 1 d PD A 2 H19D H 0.1420 0.6215 0.9414 0.085 Uiso 0.481(4) 1 calc PR A 2 H19E H 0.2944 0.6406 0.9396 0.085 Uiso 0.481(4) 1 calc PR A 2 H19F H 0.2225 0.5612 1.0313 0.085 Uiso 0.481(4) 1 calc PR A 2 C20 C 0.10052(18) 0.05068(16) 0.70215(18) 0.0371(5) Uani 1 1 d . B . C21 C 0.1341(2) 0.05167(18) 0.59982(19) 0.0438(6) Uani 1 1 d D . . C22 C 0.1945(3) -0.0399(2) 0.5717(2) 0.0609(7) Uani 1 1 d . B . H22A H 0.2162 -0.0421 0.5020 0.073 Uiso 1 1 calc R . . C23 C 0.2233(3) -0.1270(2) 0.6424(3) 0.0745(9) Uani 1 1 d . . . H23A H 0.2636 -0.1888 0.6214 0.089 Uiso 1 1 calc R B . C24 C 0.1941(2) -0.12422(18) 0.7423(3) 0.0640(8) Uani 1 1 d . B . H24A H 0.2170 -0.1839 0.7906 0.077 Uiso 1 1 calc R . . C25 C 0.1314(2) -0.03653(17) 0.7763(2) 0.0456(6) Uani 1 1 d D . . C26 C 0.1182(6) 0.1570(5) 0.5310(5) 0.0352(16) Uani 0.415(5) 1 d PD B 1 H26A H 0.1132 0.2137 0.5749 0.042 Uiso 0.415(5) 1 calc PR B 1 H26B H 0.0325 0.1544 0.5034 0.042 Uiso 0.415(5) 1 calc PR B 1 C27 C 0.2136(6) 0.1982(5) 0.4407(5) 0.057(2) Uani 0.415(5) 1 d PD B 1 H27A H 0.2672 0.2555 0.4582 0.085 Uiso 0.415(5) 1 calc PR B 1 H27B H 0.1656 0.2266 0.3818 0.085 Uiso 0.415(5) 1 calc PR B 1 H27C H 0.2689 0.1386 0.4246 0.085 Uiso 0.415(5) 1 calc PR B 1 C26' C 0.0938(5) 0.1412(5) 0.5167(5) 0.0565(18) Uani 0.585(5) 1 d P B 2 H26C H 0.0027 0.1285 0.5041 0.068 Uiso 0.585(5) 1 calc PR B 2 H26D H 0.0971 0.2107 0.5426 0.068 Uiso 0.585(5) 1 calc PR B 2 C27' C 0.1636(5) 0.1513(5) 0.4279(3) 0.0636(16) Uani 0.585(5) 1 d PD B 2 H27D H 0.1318 0.1004 0.3868 0.095 Uiso 0.585(5) 1 calc PR B 2 H27E H 0.2544 0.1358 0.4399 0.095 Uiso 0.585(5) 1 calc PR B 2 H27F H 0.1558 0.2251 0.3920 0.095 Uiso 0.585(5) 1 calc PR B 2 C28 C 0.0976(7) -0.0350(6) 0.8879(5) 0.053(3) Uani 0.417(6) 1 d PD B 1 H28A H 0.0049 -0.0542 0.8990 0.064 Uiso 0.417(6) 1 calc PR B 1 H28B H 0.1034 0.0417 0.8966 0.064 Uiso 0.417(6) 1 calc PR B 1 C29 C 0.1614(6) -0.0981(4) 0.9779(4) 0.0363(16) Uani 0.417(6) 1 d PD B 1 H29A H 0.1812 -0.0492 1.0251 0.054 Uiso 0.417(6) 1 calc PR B 1 H29B H 0.2414 -0.1309 0.9539 0.054 Uiso 0.417(6) 1 calc PR B 1 H29C H 0.1027 -0.1549 1.0125 0.054 Uiso 0.417(6) 1 calc PR B 1 C28' C 0.0986(6) -0.0295(5) 0.8851(5) 0.059(2) Uani 0.583(6) 1 d P B 2 H28C H 0.0038 -0.0279 0.8990 0.071 Uiso 0.583(6) 1 calc PR B 2 H28D H 0.1357 0.0370 0.9027 0.071 Uiso 0.583(6) 1 calc PR B 2 C29' C 0.1578(5) -0.1326(4) 0.9493(4) 0.0497(15) Uani 0.583(6) 1 d PD B 2 H29D H 0.1482 -0.1952 0.9149 0.074 Uiso 0.583(6) 1 calc PR B 2 H29E H 0.1124 -0.1463 1.0166 0.074 Uiso 0.583(6) 1 calc PR B 2 H29F H 0.2496 -0.1203 0.9562 0.074 Uiso 0.583(6) 1 calc PR B 2 C30 C 0.28087(18) 0.22331(15) 0.83222(14) 0.0270(4) Uani 1 1 d . . . C31 C 0.37279(16) 0.17739(15) 0.76329(14) 0.0239(4) Uani 1 1 d . . . C32 C 0.40128(19) 0.23064(17) 0.66419(15) 0.0333(5) Uani 1 1 d . . . H32A H 0.3720 0.3025 0.6455 0.040 Uiso 1 1 calc R . . C33 C 0.4711(3) 0.1806(2) 0.59345(18) 0.0517(7) Uani 1 1 d . . . H33A H 0.4894 0.2182 0.5268 0.062 Uiso 1 1 calc R . . C34 C 0.5143(3) 0.0768(2) 0.61862(19) 0.0542(7) Uani 1 1 d . . . H34A H 0.5608 0.0422 0.5692 0.065 Uiso 1 1 calc R . . C35 C 0.4901(2) 0.02311(17) 0.71555(17) 0.0397(6) Uani 1 1 d . . . H35A H 0.5199 -0.0488 0.7331 0.048 Uiso 1 1 calc R . . C36 C 0.42283(17) 0.07308(15) 0.78750(15) 0.0274(4) Uani 1 1 d . . . H36A H 0.4101 0.0361 0.8549 0.033 Uiso 1 1 calc R . . C37 C 0.3045(2) 0.21430(15) 0.93864(15) 0.0308(5) Uani 1 1 d . . . C38 C 0.4277(2) 0.20393(17) 0.97575(15) 0.0378(5) Uani 1 1 d . . . H38A H 0.5004 0.1964 0.9304 0.045 Uiso 1 1 calc R . . C39 C 0.4455(3) 0.20450(19) 1.07728(17) 0.0527(7) Uani 1 1 d . . . H39A H 0.5302 0.1988 1.1003 0.063 Uiso 1 1 calc R . . C40 C 0.3413(3) 0.21332(18) 1.14507(18) 0.0601(8) Uani 1 1 d . . . H40A H 0.3540 0.2142 1.2145 0.072 Uiso 1 1 calc R . . C41 C 0.2186(3) 0.22079(18) 1.11140(18) 0.0579(8) Uani 1 1 d . . . H41A H 0.1463 0.2247 1.1582 0.069 Uiso 1 1 calc R . . C42 C 0.2001(2) 0.22261(17) 1.01078(17) 0.0439(6) Uani 1 1 d . . . H42A H 0.1149 0.2296 0.9889 0.053 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 0.02206(13) 0.02672(15) 0.03769(16) 0.00622(12) 0.00434(11) 0.00688(11) N1 0.0338(9) 0.0282(9) 0.0326(9) 0.0045(7) 0.0065(7) 0.0102(7) N2 0.0265(8) 0.0391(10) 0.0471(10) 0.0195(8) 0.0140(8) 0.0123(8) N3 0.0198(7) 0.0300(9) 0.0467(10) 0.0116(8) -0.0003(7) 0.0022(7) C1 0.0756(17) 0.0379(13) 0.0638(16) 0.0084(12) 0.0266(13) 0.0296(12) C2 0.0495(12) 0.0335(12) 0.0411(12) 0.0117(9) 0.0173(10) 0.0206(10) C3 0.0401(11) 0.0432(13) 0.0499(13) 0.0214(10) 0.0216(10) 0.0242(10) C4 0.0493(13) 0.0609(16) 0.0758(17) 0.0329(13) 0.0334(13) 0.0351(12) C5 0.0315(12) 0.0829(19) 0.090(2) 0.0469(16) 0.0268(13) 0.0298(13) C6 0.0247(11) 0.0704(17) 0.0771(17) 0.0416(14) 0.0148(11) 0.0127(11) C7 0.0210(10) 0.0533(14) 0.0528(13) 0.0311(11) 0.0098(9) 0.0079(10) C8 0.0202(9) 0.0424(13) 0.0551(13) 0.0252(11) -0.0014(9) -0.0010(9) C9 0.0230(11) 0.0581(16) 0.092(2) 0.0272(14) -0.0102(12) -0.0114(11) C10 0.0361(10) 0.0208(9) 0.0303(10) -0.0028(8) -0.0021(8) 0.0082(8) C12 0.0333(10) 0.0313(11) 0.0430(12) -0.0041(9) -0.0011(9) -0.0016(9) C13 0.0418(12) 0.0318(12) 0.0641(15) -0.0082(11) -0.0179(11) -0.0010(10) C14 0.0698(15) 0.0295(11) 0.0591(14) -0.0156(10) -0.0395(12) 0.0088(11) C15 0.0692(15) 0.0242(10) 0.0307(11) -0.0062(8) -0.0160(10) 0.0165(10) C11 0.0307(10) 0.0220(9) 0.0290(10) -0.0049(8) -0.0031(8) 0.0034(8) C16 0.0390(11) 0.0410(12) 0.0282(10) -0.0040(9) -0.0039(9) -0.0051(10) C17 0.0543(14) 0.0525(15) 0.0444(13) 0.0017(11) -0.0189(11) -0.0007(12) C18 0.045(3) 0.040(3) 0.030(2) -0.0111(19) -0.005(2) 0.002(2) C19 0.062(3) 0.048(3) 0.028(2) -0.0007(19) -0.010(2) -0.011(2) C18' 0.069(4) 0.029(3) 0.025(3) 0.001(2) -0.018(2) 0.005(3) C19' 0.104(4) 0.041(3) 0.027(2) -0.010(2) -0.005(3) -0.008(3) C20 0.0210(9) 0.0235(10) 0.0650(14) 0.0024(10) -0.0103(9) -0.0058(8) C21 0.0315(11) 0.0339(12) 0.0664(15) -0.0045(11) -0.0139(11) 0.0012(9) C22 0.0591(15) 0.0495(15) 0.0820(18) -0.0254(14) -0.0280(14) 0.0086(13) C23 0.0801(19) 0.0359(14) 0.120(2) -0.0322(15) -0.0541(18) 0.0125(13) C24 0.0608(15) 0.0185(11) 0.117(2) -0.0045(13) -0.0492(16) -0.0039(11) C25 0.0280(10) 0.0260(11) 0.0792(17) 0.0109(11) -0.0197(11) -0.0105(9) C26 0.025(3) 0.044(3) 0.043(3) -0.021(2) -0.013(2) 0.011(2) C27 0.054(4) 0.044(4) 0.069(4) 0.005(3) -0.018(3) -0.016(3) C26' 0.033(3) 0.053(3) 0.077(4) 0.013(3) -0.018(2) -0.009(2) C27' 0.078(4) 0.081(4) 0.028(2) 0.000(2) -0.001(2) 0.032(3) C28 0.035(4) 0.042(4) 0.070(5) 0.024(4) 0.015(4) -0.014(3) C29 0.040(3) 0.020(3) 0.044(3) 0.002(2) 0.009(2) 0.012(2) C28' 0.037(3) 0.042(4) 0.088(5) 0.033(3) -0.029(3) 0.004(3) C29' 0.045(2) 0.044(3) 0.053(3) 0.010(2) 0.006(2) 0.022(2) C30 0.0258(9) 0.0191(9) 0.0340(10) 0.0008(8) 0.0019(8) 0.0000(7) C31 0.0159(8) 0.0254(9) 0.0303(9) -0.0028(8) -0.0048(7) -0.0029(7) C32 0.0338(10) 0.0311(11) 0.0329(10) 0.0010(9) -0.0007(9) -0.0008(9) C33 0.0682(16) 0.0485(14) 0.0335(12) 0.0020(11) 0.0129(11) 0.0013(12) C34 0.0635(15) 0.0474(14) 0.0499(14) -0.0133(11) 0.0211(12) 0.0072(12) C35 0.0347(11) 0.0289(11) 0.0538(13) -0.0050(10) 0.0056(10) 0.0046(9) C36 0.0208(9) 0.0277(10) 0.0326(10) -0.0013(8) -0.0005(8) 0.0000(8) C37 0.0407(11) 0.0185(9) 0.0313(10) -0.0013(8) 0.0043(9) 0.0005(8) C38 0.0476(12) 0.0354(11) 0.0299(11) -0.0035(9) -0.0014(9) -0.0104(10) C39 0.0815(18) 0.0430(14) 0.0341(12) -0.0023(10) -0.0137(12) -0.0181(13) C40 0.124(2) 0.0278(12) 0.0276(12) -0.0044(10) 0.0034(14) -0.0008(14) C41 0.103(2) 0.0272(12) 0.0371(13) 0.0006(10) 0.0251(13) 0.0185(13) C42 0.0582(14) 0.0259(11) 0.0420(12) 0.0032(9) 0.0145(11) 0.0139(10) _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 C30 1.9205(19) . ? Fe1 N2 1.9554(16) . ? Fe1 N1 2.0467(16) . ? Fe1 N3 2.0925(18) . ? N1 C2 1.330(3) . ? N1 C10 1.437(3) . ? N2 C3 1.368(3) . ? N2 C7 1.374(3) . ? N3 C8 1.322(2) . ? N3 C20 1.434(3) . ? C1 C2 1.497(3) . ? C2 C3 1.432(3) . ? C3 C4 1.399(3) . ? C4 C5 1.375(4) . ? C5 C6 1.379(4) . ? C6 C7 1.390(3) . ? C7 C8 1.436(3) . ? C8 C9 1.499(3) . ? C10 C11 1.400(3) . ? C10 C15 1.403(3) . ? C12 C13 1.376(3) . ? C12 C11 1.387(3) . ? C13 C14 1.369(3) . ? C14 C15 1.397(3) . ? C15 C18 1.462(5) . ? C15 C18' 1.606(6) . ? C11 C16 1.501(3) . ? C16 C17 1.525(3) . ? C18 C19 1.513(6) . ? C18' C19' 1.506(8) . ? C20 C21 1.389(3) . ? C20 C25 1.408(3) . ? C21 C22 1.395(3) . ? C21 C26 1.503(6) . ? C21 C26' 1.529(6) . ? C22 C23 1.374(4) . ? C23 C24 1.357(4) . ? C24 C25 1.395(4) . ? C25 C28' 1.490(8) . ? C25 C28 1.516(7) . ? C26 C27 1.536(8) . ? C26' C27' 1.339(7) . ? C28 C29 1.523(8) . ? C28' C29' 1.582(7) . ? C30 C37 1.450(3) . ? C30 C31 1.460(3) . ? C31 C36 1.402(3) . ? C31 C32 1.403(3) . ? C32 C33 1.380(3) . ? C33 C34 1.372(3) . ? C34 C35 1.373(3) . ? C35 C36 1.378(3) . ? C37 C38 1.402(3) . ? C37 C42 1.416(3) . ? C38 C39 1.387(3) . ? C39 C40 1.380(4) . ? C40 C41 1.378(4) . ? C41 C42 1.371(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C30 Fe1 N2 147.82(8) . . ? C30 Fe1 N1 112.04(7) . . ? N2 Fe1 N1 77.19(7) . . ? C30 Fe1 N3 105.91(7) . . ? N2 Fe1 N3 76.69(7) . . ? N1 Fe1 N3 140.43(7) . . ? C2 N1 C10 119.84(17) . . ? C2 N1 Fe1 115.49(14) . . ? C10 N1 Fe1 122.48(12) . . ? C3 N2 C7 118.89(18) . . ? C3 N2 Fe1 119.04(14) . . ? C7 N2 Fe1 119.57(15) . . ? C8 N3 C20 118.93(18) . . ? C8 N3 Fe1 115.34(15) . . ? C20 N3 Fe1 124.74(12) . . ? N1 C2 C3 113.89(19) . . ? N1 C2 C1 123.7(2) . . ? C3 C2 C1 122.4(2) . . ? N2 C3 C4 120.1(2) . . ? N2 C3 C2 112.08(18) . . ? C4 C3 C2 127.5(2) . . ? C5 C4 C3 120.0(2) . . ? C4 C5 C6 119.5(2) . . ? C5 C6 C7 119.6(3) . . ? N2 C7 C6 120.7(2) . . ? N2 C7 C8 112.59(17) . . ? C6 C7 C8 126.5(2) . . ? N3 C8 C7 114.06(19) . . ? N3 C8 C9 124.3(2) . . ? C7 C8 C9 121.56(19) . . ? C11 C10 C15 121.00(19) . . ? C11 C10 N1 117.69(17) . . ? C15 C10 N1 121.17(18) . . ? C13 C12 C11 121.2(2) . . ? C14 C13 C12 119.6(2) . . ? C13 C14 C15 121.9(2) . . ? C14 C15 C10 117.59(19) . . ? C14 C15 C18 112.8(3) . . ? C10 C15 C18 129.5(3) . . ? C14 C15 C18' 129.3(3) . . ? C10 C15 C18' 113.1(3) . . ? C18 C15 C18' 16.6(3) . . ? C12 C11 C10 118.64(19) . . ? C12 C11 C16 119.36(17) . . ? C10 C11 C16 121.91(17) . . ? C11 C16 C17 112.06(18) . . ? C15 C18 C19 119.9(4) . . ? C19' C18' C15 112.3(4) . . ? C21 C20 C25 122.0(2) . . ? C21 C20 N3 117.10(18) . . ? C25 C20 N3 120.9(2) . . ? C20 C21 C22 117.5(2) . . ? C20 C21 C26 116.6(3) . . ? C22 C21 C26 125.3(3) . . ? C20 C21 C26' 123.3(3) . . ? C22 C21 C26' 118.7(3) . . ? C26 C21 C26' 15.2(4) . . ? C23 C22 C21 121.6(3) . . ? C24 C23 C22 119.7(3) . . ? C23 C24 C25 122.1(2) . . ? C24 C25 C20 117.0(2) . . ? C24 C25 C28' 124.0(3) . . ? C20 C25 C28' 119.0(3) . . ? C24 C25 C28 121.6(4) . . ? C20 C25 C28 121.3(3) . . ? C28' C25 C28 2.7(5) . . ? C21 C26 C27 123.4(5) . . ? C27' C26' C21 116.6(5) . . ? C25 C28 C29 127.8(6) . . ? C25 C28' C29' 107.0(5) . . ? C37 C30 C31 119.87(17) . . ? C37 C30 Fe1 127.52(14) . . ? C31 C30 Fe1 112.31(13) . . ? C36 C31 C32 116.77(17) . . ? C36 C31 C30 122.02(16) . . ? C32 C31 C30 120.68(17) . . ? C33 C32 C31 121.2(2) . . ? C34 C33 C32 120.5(2) . . ? C33 C34 C35 119.8(2) . . ? C34 C35 C36 120.3(2) . . ? C35 C36 C31 121.42(18) . . ? C38 C37 C42 116.36(19) . . ? C38 C37 C30 123.82(18) . . ? C42 C37 C30 119.71(19) . . ? C39 C38 C37 121.3(2) . . ? C40 C39 C38 120.5(3) . . ? C41 C40 C39 119.6(2) . . ? C42 C41 C40 120.4(2) . . ? C41 C42 C37 121.8(2) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.366 _refine_diff_density_min -0.541 _refine_diff_density_rms 0.053 _database_code_depnum_ccdc_archive 'CCDC 957114' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_jmh35 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H41 Fe N3' _chemical_formula_weight 619.61 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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 21.344(5) _cell_length_b 14.623(5) _cell_length_c 23.427(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.242(5) _cell_angle_gamma 90.00 _cell_volume 6558(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9855 _cell_measurement_theta_min 4.86 _cell_measurement_theta_max 65.33 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_min 0.046 _exptl_crystal_size_mid 0.166 _exptl_crystal_size_max 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 3.921 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5557 _exptl_absorpt_correction_T_max 0.7527 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; Collected, solved and refined by Scott P. Semproni ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37599 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 65.85 _reflns_number_total 10900 _reflns_number_gt 9746 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR 92 (Giacavazzo, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP 3 (Farraguia, 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^ > 2\s(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^)+(0.0323P)^2^+3.4198P] 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 10900 _refine_ls_number_parameters 805 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0893 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C9 C 0.56662(9) 0.15425(15) 0.61093(9) 0.0233(4) Uani 1 1 d . . . H1A H 0.5322 0.1094 0.6117 0.028 Uiso 1 1 calc R . . H1B H 0.5735 0.1422 0.5725 0.028 Uiso 1 1 calc R . . C8 C 0.63508(9) 0.14146(13) 0.66937(9) 0.0184(4) Uani 1 1 d . . . C7 C 0.63796(9) 0.10750(13) 0.72840(9) 0.0181(4) Uani 1 1 d . . . C6 C 0.58157(9) 0.09622(13) 0.74223(9) 0.0205(4) Uani 1 1 d . . . H4 H 0.5352 0.0997 0.7093 0.025 Uiso 1 1 calc R . . C5 C 0.59363(9) 0.07965(13) 0.80493(9) 0.0215(4) Uani 1 1 d . . . H5 H 0.5557 0.0679 0.8148 0.026 Uiso 1 1 calc R . . C4 C 0.66219(10) 0.08057(13) 0.85298(9) 0.0205(4) Uani 1 1 d . . . H6 H 0.6711 0.0731 0.8962 0.025 Uiso 1 1 calc R . . C3 C 0.71747(9) 0.09253(13) 0.83715(8) 0.0178(4) Uani 1 1 d . . . C2 C 0.78895(9) 0.11285(13) 0.88026(9) 0.0187(4) Uani 1 1 d . . . C1 C 0.81643(10) 0.10479(15) 0.95152(9) 0.0240(4) Uani 1 1 d . . . H9A H 0.8655 0.0835 0.9699 0.029 Uiso 1 1 calc R . . H9B H 0.7889 0.0580 0.9610 0.029 Uiso 1 1 calc R . . C10 C 0.53768(10) 0.25113(16) 0.60716(10) 0.0307(5) Uani 1 1 d . . . H10A H 0.5360 0.2659 0.6473 0.046 Uiso 1 1 calc R . . H10B H 0.4905 0.2545 0.5721 0.046 Uiso 1 1 calc R . . H10C H 0.5680 0.2950 0.5997 0.046 Uiso 1 1 calc R . . C11 C 0.81327(12) 0.19423(17) 0.98335(10) 0.0355(5) Uani 1 1 d . . . H11A H 0.8469 0.2376 0.9807 0.053 Uiso 1 1 calc R . . H11B H 0.8248 0.1828 1.0281 0.053 Uiso 1 1 calc R . . H11C H 0.7661 0.2199 0.9617 0.053 Uiso 1 1 calc R . . C12 C 0.70197(8) 0.20766(13) 0.62080(8) 0.0171(4) Uani 1 1 d . . . C13 C 0.71417(9) 0.30190(14) 0.62274(8) 0.0195(4) Uani 1 1 d . . . C14 C 0.72187(9) 0.34175(15) 0.57228(9) 0.0246(4) Uani 1 1 d . . . H14 H 0.7295 0.4058 0.5724 0.029 Uiso 1 1 calc R . . C15 C 0.71851(9) 0.28902(16) 0.52177(9) 0.0252(4) Uani 1 1 d . . . H15 H 0.7226 0.3173 0.4871 0.030 Uiso 1 1 calc R . . C16 C 0.70922(9) 0.19561(15) 0.52181(9) 0.0228(4) Uani 1 1 d . . . H16 H 0.7085 0.1599 0.4876 0.027 Uiso 1 1 calc R . . C17 C 0.70094(9) 0.15278(14) 0.57134(8) 0.0200(4) Uani 1 1 d . . . C18 C 0.71982(10) 0.35847(15) 0.67847(9) 0.0250(4) Uani 1 1 d . . . H18A H 0.7591 0.3365 0.7173 0.037 Uiso 1 1 calc R . . H18B H 0.6765 0.3531 0.6830 0.037 Uiso 1 1 calc R . . H18C H 0.7276 0.4226 0.6713 0.037 Uiso 1 1 calc R . . C19 C 0.69226(10) 0.05112(15) 0.57176(9) 0.0264(4) Uani 1 1 d . . . H19A H 0.7199 0.0277 0.6149 0.040 Uiso 1 1 calc R . . H19B H 0.7084 0.0227 0.5427 0.040 Uiso 1 1 calc R . . H19C H 0.6429 0.0364 0.5579 0.040 Uiso 1 1 calc R . . C20 C 0.89654(9) 0.17391(14) 0.88848(8) 0.0210(4) Uani 1 1 d . . . C21 C 0.95147(10) 0.10941(15) 0.91085(9) 0.0253(4) Uani 1 1 d . . . C22 C 1.01933(10) 0.14287(18) 0.94332(10) 0.0353(5) Uani 1 1 d . . . H22 H 1.0573 0.1011 0.9590 0.042 Uiso 1 1 calc R . . C23 C 1.03271(11) 0.23556(19) 0.95325(11) 0.0392(6) Uani 1 1 d . . . H23 H 1.0794 0.2566 0.9757 0.047 Uiso 1 1 calc R . . C24 C 0.97822(11) 0.29756(18) 0.93054(10) 0.0348(5) Uani 1 1 d . . . H24 H 0.9879 0.3611 0.9374 0.042 Uiso 1 1 calc R . . C25 C 0.90901(10) 0.26807(15) 0.89757(9) 0.0252(4) Uani 1 1 d . . . C26 C 0.93757(10) 0.00915(15) 0.89846(10) 0.0292(5) Uani 1 1 d . . . H26A H 0.9198 -0.0028 0.8528 0.044 Uiso 1 1 calc R . . H26B H 0.9028 -0.0103 0.9127 0.044 Uiso 1 1 calc R . . H26C H 0.9810 -0.0250 0.9218 0.044 Uiso 1 1 calc R . . C27 C 0.85018(11) 0.33642(16) 0.87116(11) 0.0324(5) Uani 1 1 d . . . H27A H 0.8176 0.3189 0.8277 0.049 Uiso 1 1 calc R . . H27B H 0.8692 0.3973 0.8707 0.049 Uiso 1 1 calc R . . H27C H 0.8256 0.3375 0.8979 0.049 Uiso 1 1 calc R . . C30 C 0.85187(8) 0.09507(13) 0.72401(8) 0.0171(4) Uani 1 1 d . . . C37 C 0.87451(9) 0.00605(13) 0.71278(8) 0.0187(4) Uani 1 1 d . . . C38 C 0.83457(10) -0.07302(14) 0.70698(9) 0.0223(4) Uani 1 1 d . . . H30 H 0.7919 -0.0675 0.7102 0.027 Uiso 1 1 calc R . . C39 C 0.85565(11) -0.15903(15) 0.69671(10) 0.0282(5) Uani 1 1 d . . . H31 H 0.8272 -0.2111 0.6923 0.034 Uiso 1 1 calc R . . C40 C 0.91879(12) -0.16841(15) 0.69295(10) 0.0315(5) Uani 1 1 d . . . H32 H 0.9333 -0.2268 0.6856 0.038 Uiso 1 1 calc R . . C35 C 0.96009(11) -0.09227(15) 0.70003(10) 0.0280(5) Uani 1 1 d . . . H33 H 1.0036 -0.0988 0.6985 0.034 Uiso 1 1 calc R . . C36 C 0.93841(10) -0.00661(14) 0.70939(9) 0.0225(4) Uani 1 1 d . . . H34 H 0.9673 0.0449 0.7136 0.027 Uiso 1 1 calc R . . C31 C 0.87772(8) 0.17632(13) 0.70344(8) 0.0177(4) Uani 1 1 d . . . C29 C 0.87880(9) 0.17993(14) 0.64368(9) 0.0190(4) Uani 1 1 d . . . H36 H 0.8673 0.1268 0.6177 0.023 Uiso 1 1 calc R . . C28 C 0.89638(9) 0.25987(14) 0.62222(9) 0.0221(4) Uani 1 1 d . . . H37 H 0.8959 0.2611 0.5815 0.027 Uiso 1 1 calc R . . C34 C 0.91460(10) 0.33809(14) 0.65976(10) 0.0257(4) Uani 1 1 d . . . H38 H 0.9265 0.3927 0.6449 0.031 Uiso 1 1 calc R . . C33 C 0.91524(10) 0.33563(14) 0.71917(10) 0.0258(4) Uani 1 1 d . . . H39 H 0.9282 0.3886 0.7454 0.031 Uiso 1 1 calc R . . C32 C 0.89698(9) 0.25592(14) 0.74048(9) 0.0217(4) Uani 1 1 d . . . H40 H 0.8976 0.2554 0.7813 0.026 Uiso 1 1 calc R . . C41 C 0.32579(9) 0.18716(15) 0.93449(9) 0.0234(4) Uani 1 1 d . . . H41A H 0.3009 0.2333 0.9477 0.028 Uiso 1 1 calc R . . H41B H 0.3753 0.2063 0.9514 0.028 Uiso 1 1 calc R . . C42 C 0.29400(9) 0.18387(13) 0.86291(9) 0.0188(4) Uani 1 1 d . . . C43 C 0.22293(9) 0.20996(13) 0.82338(9) 0.0182(4) Uani 1 1 d . . . C44 C 0.17150(9) 0.23020(14) 0.84297(9) 0.0217(4) Uani 1 1 d . . . H44 H 0.1839 0.2392 0.8868 0.026 Uiso 1 1 calc R . . C45 C 0.10228(9) 0.23715(14) 0.79814(9) 0.0231(4) Uani 1 1 d . . . H45 H 0.0672 0.2535 0.8109 0.028 Uiso 1 1 calc R . . C46 C 0.08444(9) 0.21985(14) 0.73412(9) 0.0222(4) Uani 1 1 d . . . H46 H 0.0369 0.2200 0.7034 0.027 Uiso 1 1 calc R . . C47 C 0.13696(9) 0.20242(13) 0.71608(9) 0.0200(4) Uani 1 1 d . . . C48 C 0.12829(9) 0.17257(13) 0.65413(9) 0.0204(4) Uani 1 1 d . . . C49 C 0.05669(10) 0.16975(16) 0.59772(9) 0.0285(5) Uani 1 1 d . . . H49A H 0.0613 0.1835 0.5584 0.034 Uiso 1 1 calc R . . H49B H 0.0267 0.2175 0.6030 0.034 Uiso 1 1 calc R . . C50 C 0.32191(12) 0.09373(16) 0.96300(10) 0.0348(5) Uani 1 1 d . . . H50A H 0.2735 0.0718 0.9433 0.052 Uiso 1 1 calc R . . H50B H 0.3380 0.1001 1.0090 0.052 Uiso 1 1 calc R . . H50C H 0.3517 0.0498 0.9549 0.052 Uiso 1 1 calc R . . C51 C 0.02172(11) 0.07634(19) 0.59097(12) 0.0433(6) Uani 1 1 d . . . H51A H 0.0499 0.0294 0.5833 0.065 Uiso 1 1 calc R . . H51B H -0.0250 0.0779 0.5551 0.065 Uiso 1 1 calc R . . H51C H 0.0179 0.0620 0.6302 0.065 Uiso 1 1 calc R . . C52 C 0.39858(9) 0.12193(14) 0.86554(8) 0.0193(4) Uani 1 1 d . . . C53 C 0.41335(10) 0.02794(15) 0.87316(9) 0.0238(4) Uani 1 1 d . . . C54 C 0.48333(11) 0.00122(17) 0.90723(10) 0.0310(5) Uani 1 1 d . . . H54 H 0.4946 -0.0619 0.9143 0.037 Uiso 1 1 calc R . . C55 C 0.53625(10) 0.06567(17) 0.93074(10) 0.0331(5) Uani 1 1 d . . . H55 H 0.5833 0.0464 0.9541 0.040 Uiso 1 1 calc R . . C56 C 0.52099(10) 0.15760(17) 0.92050(9) 0.0294(5) Uani 1 1 d . . . H56 H 0.5580 0.2009 0.9357 0.035 Uiso 1 1 calc R . . C57 C 0.45193(9) 0.18813(15) 0.88802(9) 0.0227(4) Uani 1 1 d . . . C58 C 0.35620(11) -0.04213(15) 0.84448(11) 0.0317(5) Uani 1 1 d . . . H58A H 0.3247 -0.0377 0.8646 0.048 Uiso 1 1 calc R . . H58B H 0.3768 -0.1035 0.8514 0.048 Uiso 1 1 calc R . . H58C H 0.3299 -0.0309 0.7987 0.048 Uiso 1 1 calc R . . C59 C 0.43665(10) 0.28816(15) 0.87714(10) 0.0273(4) Uani 1 1 d . . . H59A H 0.4068 0.2991 0.8318 0.041 Uiso 1 1 calc R . . H59B H 0.4805 0.3220 0.8904 0.041 Uiso 1 1 calc R . . H59C H 0.4126 0.3089 0.9020 0.041 Uiso 1 1 calc R . . C60 C 0.18362(9) 0.11291(14) 0.59380(9) 0.0217(4) Uani 1 1 d . . . C61 C 0.17717(9) 0.17624(15) 0.54665(9) 0.0236(4) Uani 1 1 d . . . C62 C 0.17137(10) 0.14265(17) 0.48872(10) 0.0298(5) Uani 1 1 d . . . H62 H 0.1660 0.1843 0.4557 0.036 Uiso 1 1 calc R . . C63 C 0.17336(10) 0.04962(17) 0.47864(10) 0.0342(5) Uani 1 1 d . . . H63 H 0.1674 0.0276 0.4384 0.041 Uiso 1 1 calc R . . C64 C 0.18406(10) -0.01108(17) 0.52721(11) 0.0339(5) Uani 1 1 d . . . H64 H 0.1872 -0.0746 0.5205 0.041 Uiso 1 1 calc R . . C65 C 0.19039(9) 0.01919(15) 0.58600(10) 0.0269(5) Uani 1 1 d . . . C66 C 0.17794(10) 0.27770(15) 0.55794(9) 0.0273(4) Uani 1 1 d . . . H66A H 0.1325 0.2967 0.5549 0.041 Uiso 1 1 calc R . . H66B H 0.1871 0.3102 0.5258 0.041 Uiso 1 1 calc R . . H66C H 0.2146 0.2922 0.6004 0.041 Uiso 1 1 calc R . . C67 C 0.20488(11) -0.04622(16) 0.64005(11) 0.0361(5) Uani 1 1 d . . . H67A H 0.2061 -0.1089 0.6258 0.054 Uiso 1 1 calc R . . H67B H 0.1679 -0.0410 0.6539 0.054 Uiso 1 1 calc R . . H67C H 0.2500 -0.0314 0.6756 0.054 Uiso 1 1 calc R . . C68 C 0.34240(8) 0.21312(14) 0.70083(8) 0.0180(4) Uani 1 1 d . . . C69 C 0.35748(9) 0.30602(14) 0.68900(8) 0.0202(4) Uani 1 1 d . . . C70 C 0.32537(10) 0.38047(14) 0.70440(9) 0.0251(4) Uani 1 1 d . . . H70 H 0.2948 0.3685 0.7231 0.030 Uiso 1 1 calc R . . C71 C 0.33720(11) 0.46990(16) 0.69298(11) 0.0334(5) Uani 1 1 d . . . H71 H 0.3150 0.5184 0.7039 0.040 Uiso 1 1 calc R . . C72 C 0.38164(12) 0.48914(17) 0.66544(11) 0.0387(5) Uani 1 1 d . . . H72 H 0.3890 0.5506 0.6567 0.046 Uiso 1 1 calc R . . C73 C 0.41500(11) 0.41802(17) 0.65093(11) 0.0354(5) Uani 1 1 d . . . H73 H 0.4457 0.4309 0.6325 0.042 Uiso 1 1 calc R . . C74 C 0.40387(10) 0.32828(15) 0.66307(10) 0.0267(4) Uani 1 1 d . . . H74 H 0.4281 0.2806 0.6537 0.032 Uiso 1 1 calc R . . C75 C 0.36854(9) 0.13483(14) 0.67755(9) 0.0191(4) Uani 1 1 d . . . C76 C 0.36045(10) 0.12785(15) 0.61489(9) 0.0259(4) Uani 1 1 d . . . H76 H 0.3403 0.1772 0.5862 0.031 Uiso 1 1 calc R . . C77 C 0.38139(11) 0.05009(17) 0.59421(10) 0.0352(5) Uani 1 1 d . . . H77 H 0.3759 0.0472 0.5518 0.042 Uiso 1 1 calc R . . C78 C 0.41018(11) -0.02360(16) 0.63462(11) 0.0351(5) Uani 1 1 d . . . H78 H 0.4241 -0.0768 0.6200 0.042 Uiso 1 1 calc R . . C79 C 0.41834(10) -0.01882(15) 0.69633(11) 0.0309(5) Uani 1 1 d . . . H79 H 0.4378 -0.0690 0.7244 0.037 Uiso 1 1 calc R . . C80 C 0.39818(9) 0.05905(14) 0.71744(9) 0.0230(4) Uani 1 1 d . . . H80 H 0.4046 0.0614 0.7602 0.028 Uiso 1 1 calc R . . N3 N 0.69634(7) 0.16808(11) 0.67428(7) 0.0165(3) Uani 1 1 d . . . N2 N 0.70541(7) 0.09585(11) 0.77466(7) 0.0165(3) Uani 1 1 d . . . N1 N 0.82582(7) 0.14460(11) 0.85136(7) 0.0180(3) Uani 1 1 d . . . N4 N 0.32700(7) 0.14972(11) 0.83065(7) 0.0183(3) Uani 1 1 d . . . N5 N 0.20613(7) 0.20576(11) 0.75989(7) 0.0180(3) Uani 1 1 d . . . N6 N 0.18636(8) 0.14343(11) 0.65317(7) 0.0194(3) Uani 1 1 d . . . Fe1 Fe 0.784019(13) 0.12546(2) 0.754930(12) 0.01514(8) Uani 1 1 d . . . Fe2 Fe 0.279309(13) 0.17293(2) 0.734183(13) 0.01616(8) 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 C9 0.0164(9) 0.0327(12) 0.0179(10) 0.0016(8) 0.0050(7) -0.0019(8) C8 0.0178(9) 0.0192(10) 0.0176(9) -0.0019(8) 0.0073(7) -0.0007(7) C7 0.0179(8) 0.0162(10) 0.0189(9) -0.0024(7) 0.0071(7) -0.0019(7) C6 0.0182(8) 0.0187(10) 0.0238(10) -0.0023(8) 0.0085(7) -0.0026(7) C5 0.0222(9) 0.0200(11) 0.0265(10) 0.0003(8) 0.0147(8) -0.0022(7) C4 0.0257(9) 0.0195(10) 0.0192(9) 0.0005(8) 0.0125(7) 0.0001(8) C3 0.0214(9) 0.0144(10) 0.0179(9) 0.0010(7) 0.0090(7) 0.0011(7) C2 0.0201(9) 0.0178(10) 0.0177(9) -0.0015(8) 0.0081(7) 0.0025(7) C1 0.0251(9) 0.0306(12) 0.0161(9) 0.0002(8) 0.0088(7) 0.0007(8) C10 0.0202(9) 0.0420(14) 0.0282(11) 0.0052(10) 0.0091(8) 0.0090(9) C11 0.0449(12) 0.0396(14) 0.0233(11) -0.0061(10) 0.0163(9) -0.0016(10) C12 0.0108(7) 0.0247(11) 0.0147(9) 0.0015(8) 0.0045(6) 0.0011(7) C13 0.0146(8) 0.0250(11) 0.0180(9) 0.0017(8) 0.0065(7) 0.0003(7) C14 0.0195(9) 0.0281(12) 0.0255(10) 0.0042(9) 0.0093(7) -0.0025(8) C15 0.0183(9) 0.0397(13) 0.0188(10) 0.0057(9) 0.0091(7) 0.0005(8) C16 0.0154(8) 0.0376(13) 0.0144(9) -0.0012(8) 0.0056(7) 0.0033(8) C17 0.0116(8) 0.0285(11) 0.0166(9) 0.0002(8) 0.0031(7) 0.0021(7) C18 0.0281(10) 0.0234(11) 0.0238(10) -0.0021(8) 0.0118(8) -0.0016(8) C19 0.0274(10) 0.0291(12) 0.0191(10) -0.0048(8) 0.0071(8) 0.0013(8) C20 0.0162(8) 0.0312(12) 0.0144(9) -0.0038(8) 0.0056(7) -0.0032(8) C21 0.0207(9) 0.0383(13) 0.0153(9) -0.0015(8) 0.0066(7) 0.0030(8) C22 0.0187(10) 0.0579(17) 0.0234(11) -0.0067(10) 0.0040(8) 0.0042(10) C23 0.0202(10) 0.0615(18) 0.0315(12) -0.0158(11) 0.0074(8) -0.0122(10) C24 0.0312(11) 0.0421(15) 0.0300(12) -0.0153(10) 0.0126(9) -0.0164(10) C25 0.0250(9) 0.0311(12) 0.0190(10) -0.0072(8) 0.0092(7) -0.0050(8) C26 0.0276(10) 0.0326(13) 0.0251(11) 0.0019(9) 0.0095(8) 0.0103(9) C27 0.0362(11) 0.0266(12) 0.0337(12) -0.0062(9) 0.0148(9) -0.0028(9) C30 0.0140(8) 0.0216(11) 0.0128(9) 0.0003(7) 0.0035(6) -0.0014(7) C37 0.0207(8) 0.0225(11) 0.0117(9) 0.0018(7) 0.0061(7) 0.0014(7) C38 0.0247(9) 0.0222(11) 0.0193(9) 0.0019(8) 0.0091(7) -0.0010(8) C39 0.0388(11) 0.0197(11) 0.0249(11) 0.0000(8) 0.0129(9) -0.0029(9) C40 0.0459(12) 0.0234(12) 0.0277(11) 0.0020(9) 0.0186(9) 0.0100(9) C35 0.0315(10) 0.0284(12) 0.0282(11) 0.0037(9) 0.0170(9) 0.0082(9) C36 0.0235(9) 0.0240(11) 0.0214(10) 0.0022(8) 0.0111(7) 0.0017(8) C31 0.0110(8) 0.0211(11) 0.0195(9) 0.0005(8) 0.0053(7) 0.0024(7) C29 0.0144(8) 0.0216(11) 0.0200(9) -0.0002(8) 0.0067(7) 0.0006(7) C28 0.0164(8) 0.0284(12) 0.0225(10) 0.0059(8) 0.0095(7) 0.0028(8) C34 0.0200(9) 0.0230(11) 0.0349(12) 0.0067(9) 0.0130(8) -0.0004(8) C33 0.0217(9) 0.0218(11) 0.0334(11) -0.0025(9) 0.0117(8) -0.0026(8) C32 0.0197(9) 0.0239(11) 0.0230(10) -0.0021(8) 0.0107(7) -0.0006(8) C41 0.0197(9) 0.0319(12) 0.0188(10) 0.0012(8) 0.0086(7) 0.0037(8) C42 0.0175(8) 0.0188(10) 0.0212(10) 0.0018(8) 0.0096(7) -0.0003(7) C43 0.0196(8) 0.0153(10) 0.0201(9) 0.0008(7) 0.0089(7) -0.0007(7) C44 0.0225(9) 0.0226(11) 0.0211(10) -0.0007(8) 0.0108(7) 0.0019(8) C45 0.0208(9) 0.0232(11) 0.0292(11) -0.0003(8) 0.0144(8) 0.0034(8) C46 0.0163(8) 0.0219(11) 0.0266(10) 0.0009(8) 0.0080(7) 0.0010(7) C47 0.0166(8) 0.0185(10) 0.0231(10) 0.0015(8) 0.0072(7) 0.0000(7) C48 0.0169(9) 0.0207(11) 0.0226(10) 0.0001(8) 0.0079(7) -0.0014(7) C49 0.0165(9) 0.0440(14) 0.0220(10) -0.0054(9) 0.0058(8) 0.0016(8) C50 0.0480(13) 0.0371(14) 0.0250(11) 0.0055(10) 0.0213(10) 0.0131(10) C51 0.0230(10) 0.0582(18) 0.0451(14) -0.0166(12) 0.0118(9) -0.0153(10) C52 0.0176(9) 0.0281(11) 0.0133(9) 0.0052(8) 0.0078(7) 0.0057(7) C53 0.0246(9) 0.0297(12) 0.0214(10) 0.0058(8) 0.0141(8) 0.0069(8) C54 0.0331(11) 0.0376(14) 0.0282(11) 0.0143(10) 0.0191(9) 0.0176(10) C55 0.0201(9) 0.0546(16) 0.0245(11) 0.0119(10) 0.0097(8) 0.0131(10) C56 0.0176(9) 0.0491(15) 0.0197(10) 0.0044(9) 0.0065(7) 0.0017(9) C57 0.0183(9) 0.0352(12) 0.0141(9) 0.0016(8) 0.0067(7) 0.0005(8) C58 0.0369(11) 0.0252(12) 0.0397(12) 0.0060(10) 0.0231(9) 0.0047(9) C59 0.0227(9) 0.0299(12) 0.0257(10) -0.0008(9) 0.0075(8) -0.0049(8) C60 0.0129(8) 0.0291(12) 0.0213(10) -0.0054(8) 0.0058(7) -0.0024(7) C61 0.0139(8) 0.0330(12) 0.0197(10) -0.0045(8) 0.0037(7) -0.0004(8) C62 0.0203(9) 0.0469(15) 0.0208(10) -0.0058(9) 0.0078(8) -0.0010(9) C63 0.0240(10) 0.0485(15) 0.0297(12) -0.0196(11) 0.0116(8) -0.0038(9) C64 0.0220(10) 0.0344(13) 0.0425(13) -0.0186(11) 0.0117(9) -0.0031(9) C65 0.0165(9) 0.0289(12) 0.0340(11) -0.0091(9) 0.0098(8) -0.0030(8) C66 0.0239(9) 0.0318(12) 0.0201(10) 0.0008(9) 0.0044(8) 0.0024(8) C67 0.0322(11) 0.0254(13) 0.0488(14) -0.0053(10) 0.0163(10) -0.0022(9) C68 0.0131(8) 0.0246(11) 0.0130(9) 0.0007(7) 0.0028(6) 0.0013(7) C69 0.0162(8) 0.0241(11) 0.0156(9) 0.0008(8) 0.0028(7) 0.0004(7) C70 0.0216(9) 0.0261(12) 0.0250(10) 0.0001(8) 0.0079(8) 0.0023(8) C71 0.0317(11) 0.0236(12) 0.0391(12) -0.0008(10) 0.0105(9) 0.0028(9) C72 0.0383(12) 0.0270(13) 0.0453(14) 0.0063(11) 0.0135(10) -0.0040(10) C73 0.0362(11) 0.0349(14) 0.0386(13) 0.0029(10) 0.0198(10) -0.0084(10) C74 0.0252(10) 0.0280(12) 0.0282(11) -0.0009(9) 0.0128(8) -0.0022(8) C75 0.0129(8) 0.0233(11) 0.0206(9) -0.0029(8) 0.0070(7) -0.0036(7) C76 0.0233(9) 0.0318(13) 0.0200(10) -0.0039(9) 0.0073(8) -0.0014(8) C77 0.0311(11) 0.0471(15) 0.0275(11) -0.0168(10) 0.0130(9) -0.0072(10) C78 0.0286(10) 0.0277(13) 0.0502(14) -0.0169(11) 0.0184(10) -0.0030(9) C79 0.0252(10) 0.0248(12) 0.0440(13) 0.0010(10) 0.0165(9) 0.0020(8) C80 0.0184(9) 0.0257(11) 0.0269(10) 0.0005(8) 0.0119(7) 0.0003(8) N3 0.0158(7) 0.0182(9) 0.0154(8) 0.0003(6) 0.0068(6) -0.0008(6) N2 0.0177(7) 0.0164(8) 0.0156(8) -0.0001(6) 0.0075(6) -0.0006(6) N1 0.0172(7) 0.0197(9) 0.0160(8) -0.0028(6) 0.0061(6) 0.0002(6) N4 0.0147(7) 0.0214(9) 0.0183(8) 0.0018(7) 0.0067(6) 0.0022(6) N5 0.0163(7) 0.0184(9) 0.0185(8) 0.0006(6) 0.0071(6) 0.0018(6) N6 0.0180(7) 0.0197(9) 0.0193(8) -0.0030(7) 0.0072(6) -0.0008(6) Fe1 0.01279(13) 0.01924(17) 0.01316(15) -0.00063(11) 0.00553(10) -0.00009(10) Fe2 0.01231(13) 0.02055(17) 0.01548(15) 0.00037(11) 0.00603(10) 0.00063(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C9 C8 1.508(2) . ? C9 C10 1.532(3) . ? C8 N3 1.320(2) . ? C8 C7 1.445(3) . ? C7 N2 1.377(2) . ? C7 C6 1.388(3) . ? C6 C5 1.396(3) . ? C5 C4 1.397(3) . ? C4 C3 1.395(3) . ? C3 N2 1.371(2) . ? C3 C2 1.440(3) . ? C2 N1 1.328(2) . ? C2 C1 1.510(3) . ? C1 C11 1.522(3) . ? C12 C13 1.399(3) . ? C12 C17 1.402(3) . ? C12 N3 1.433(2) . ? C13 C14 1.392(3) . ? C13 C18 1.505(3) . ? C14 C15 1.387(3) . ? C15 C16 1.380(3) . ? C16 C17 1.397(3) . ? C17 C19 1.499(3) . ? C20 C25 1.401(3) . ? C20 C21 1.413(3) . ? C20 N1 1.434(2) . ? C21 C22 1.393(3) . ? C21 C26 1.499(3) . ? C22 C23 1.383(4) . ? C23 C24 1.382(4) . ? C24 C25 1.398(3) . ? C25 C27 1.507(3) . ? C30 C37 1.452(3) . ? C30 C31 1.478(3) . ? C30 Fe1 1.9357(18) . ? C37 C38 1.407(3) . ? C37 C36 1.413(3) . ? C38 C39 1.392(3) . ? C39 C40 1.395(3) . ? C40 C35 1.384(3) . ? C35 C36 1.386(3) . ? C31 C32 1.400(3) . ? C31 C29 1.411(3) . ? C29 C28 1.388(3) . ? C28 C34 1.389(3) . ? C34 C33 1.386(3) . ? C33 C32 1.390(3) . ? C41 C42 1.506(3) . ? C41 C50 1.539(3) . ? C42 N4 1.337(2) . ? C42 C43 1.436(3) . ? C43 N5 1.369(2) . ? C43 C44 1.396(3) . ? C44 C45 1.387(3) . ? C45 C46 1.398(3) . ? C46 C47 1.385(3) . ? C47 N5 1.377(2) . ? C47 C48 1.447(3) . ? C48 N6 1.320(2) . ? C48 C49 1.516(3) . ? C49 C51 1.531(3) . ? C52 C53 1.404(3) . ? C52 C57 1.407(3) . ? C52 N4 1.436(2) . ? C53 C54 1.402(3) . ? C53 C58 1.505(3) . ? C54 C55 1.385(3) . ? C55 C56 1.379(3) . ? C56 C57 1.400(3) . ? C57 C59 1.496(3) . ? C60 C65 1.399(3) . ? C60 C61 1.401(3) . ? C60 N6 1.437(2) . ? C61 C62 1.396(3) . ? C61 C66 1.506(3) . ? C62 C63 1.385(3) . ? C63 C64 1.380(3) . ? C64 C65 1.395(3) . ? C65 C67 1.506(3) . ? C68 C69 1.451(3) . ? C68 C75 1.479(3) . ? C68 Fe2 1.9234(18) . ? C69 C74 1.410(3) . ? C69 C70 1.416(3) . ? C70 C71 1.380(3) . ? C71 C72 1.391(3) . ? C72 C73 1.385(4) . ? C73 C74 1.385(3) . ? C75 C76 1.404(3) . ? C75 C80 1.407(3) . ? C76 C77 1.385(3) . ? C77 C78 1.386(4) . ? C78 C79 1.379(3) . ? C79 C80 1.384(3) . ? N3 Fe1 2.0818(15) . ? N2 Fe1 1.9755(15) . ? N1 Fe1 2.0482(16) . ? N4 Fe2 2.0553(16) . ? N5 Fe2 1.9658(15) . ? N6 Fe2 2.0962(15) . ? 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 C8 C9 C10 111.77(16) . . ? N3 C8 C7 113.38(15) . . ? N3 C8 C9 124.56(17) . . ? C7 C8 C9 121.71(16) . . ? N2 C7 C6 120.95(17) . . ? N2 C7 C8 112.53(15) . . ? C6 C7 C8 126.16(16) . . ? C7 C6 C5 119.40(17) . . ? C6 C5 C4 119.09(16) . . ? C3 C4 C5 119.65(17) . . ? N2 C3 C4 120.45(16) . . ? N2 C3 C2 112.46(15) . . ? C4 C3 C2 126.71(17) . . ? N1 C2 C3 113.42(16) . . ? N1 C2 C1 124.25(16) . . ? C3 C2 C1 122.18(16) . . ? C2 C1 C11 113.27(17) . . ? C13 C12 C17 121.71(17) . . ? C13 C12 N3 117.11(16) . . ? C17 C12 N3 120.99(17) . . ? C14 C13 C12 118.35(18) . . ? C14 C13 C18 120.84(19) . . ? C12 C13 C18 120.80(17) . . ? C15 C14 C13 120.7(2) . . ? C16 C15 C14 120.19(18) . . ? C15 C16 C17 121.01(18) . . ? C16 C17 C12 117.93(19) . . ? C16 C17 C19 120.77(18) . . ? C12 C17 C19 121.29(17) . . ? C25 C20 C21 121.95(17) . . ? C25 C20 N1 117.66(17) . . ? C21 C20 N1 120.24(18) . . ? C22 C21 C20 117.4(2) . . ? C22 C21 C26 121.22(19) . . ? C20 C21 C26 121.37(17) . . ? C23 C22 C21 121.6(2) . . ? C24 C23 C22 120.12(19) . . ? C23 C24 C25 120.9(2) . . ? C24 C25 C20 118.1(2) . . ? C24 C25 C27 120.5(2) . . ? C20 C25 C27 121.44(17) . . ? C37 C30 C31 117.35(15) . . ? C37 C30 Fe1 129.60(13) . . ? C31 C30 Fe1 112.73(13) . . ? C38 C37 C36 116.46(18) . . ? C38 C37 C30 121.20(16) . . ? C36 C37 C30 122.30(17) . . ? C39 C38 C37 122.05(18) . . ? C38 C39 C40 119.6(2) . . ? C35 C40 C39 119.7(2) . . ? C40 C35 C36 120.42(19) . . ? C35 C36 C37 121.70(19) . . ? C32 C31 C29 117.03(17) . . ? C32 C31 C30 121.06(17) . . ? C29 C31 C30 121.71(17) . . ? C28 C29 C31 121.08(18) . . ? C29 C28 C34 120.59(18) . . ? C33 C34 C28 119.33(19) . . ? C34 C33 C32 120.16(19) . . ? C33 C32 C31 121.78(18) . . ? C42 C41 C50 111.75(17) . . ? N4 C42 C43 113.89(16) . . ? N4 C42 C41 123.41(16) . . ? C43 C42 C41 122.49(16) . . ? N5 C43 C44 120.04(16) . . ? N5 C43 C42 112.55(15) . . ? C44 C43 C42 127.18(17) . . ? C45 C44 C43 119.72(18) . . ? C44 C45 C46 119.53(17) . . ? C47 C46 C45 119.17(17) . . ? N5 C47 C46 120.78(17) . . ? N5 C47 C48 112.20(15) . . ? C46 C47 C48 126.84(16) . . ? N6 C48 C47 114.19(16) . . ? N6 C48 C49 124.65(17) . . ? C47 C48 C49 121.02(16) . . ? C48 C49 C51 111.83(18) . . ? C53 C52 C57 121.80(17) . . ? C53 C52 N4 118.15(17) . . ? C57 C52 N4 119.96(18) . . ? C54 C53 C52 117.90(19) . . ? C54 C53 C58 120.9(2) . . ? C52 C53 C58 121.19(17) . . ? C55 C54 C53 120.9(2) . . ? C56 C55 C54 120.40(18) . . ? C55 C56 C57 121.1(2) . . ? C56 C57 C52 117.9(2) . . ? C56 C57 C59 120.16(19) . . ? C52 C57 C59 121.97(17) . . ? C65 C60 C61 121.64(18) . . ? C65 C60 N6 117.94(18) . . ? C61 C60 N6 120.37(18) . . ? C62 C61 C60 118.0(2) . . ? C62 C61 C66 120.44(19) . . ? C60 C61 C66 121.55(17) . . ? C63 C62 C61 121.0(2) . . ? C64 C63 C62 119.8(2) . . ? C63 C64 C65 121.2(2) . . ? C64 C65 C60 118.0(2) . . ? C64 C65 C67 121.5(2) . . ? C60 C65 C67 120.47(19) . . ? C69 C68 C75 120.17(16) . . ? C69 C68 Fe2 128.18(14) . . ? C75 C68 Fe2 111.05(13) . . ? C74 C69 C70 116.35(19) . . ? C74 C69 C68 123.78(18) . . ? C70 C69 C68 119.87(17) . . ? C71 C70 C69 121.9(2) . . ? C70 C71 C72 120.1(2) . . ? C73 C72 C71 119.5(2) . . ? C72 C73 C74 120.5(2) . . ? C73 C74 C69 121.6(2) . . ? C76 C75 C80 116.65(18) . . ? C76 C75 C68 123.34(18) . . ? C80 C75 C68 119.80(17) . . ? C77 C76 C75 121.0(2) . . ? C76 C77 C78 120.9(2) . . ? C79 C78 C77 119.3(2) . . ? C78 C79 C80 120.1(2) . . ? C79 C80 C75 122.04(19) . . ? C8 N3 C12 120.41(15) . . ? C8 N3 Fe1 116.69(12) . . ? C12 N3 Fe1 121.69(11) . . ? C3 N2 C7 118.84(15) . . ? C3 N2 Fe1 118.68(11) . . ? C7 N2 Fe1 119.29(12) . . ? C2 N1 C20 119.82(15) . . ? C2 N1 Fe1 116.55(12) . . ? C20 N1 Fe1 122.54(12) . . ? C42 N4 C52 118.54(15) . . ? C42 N4 Fe2 115.55(12) . . ? C52 N4 Fe2 123.88(11) . . ? C43 N5 C47 119.41(15) . . ? C43 N5 Fe2 118.82(11) . . ? C47 N5 Fe2 119.89(13) . . ? C48 N6 C60 118.68(15) . . ? C48 N6 Fe2 115.97(13) . . ? C60 N6 Fe2 123.88(11) . . ? C30 Fe1 N2 152.96(8) . . ? C30 Fe1 N1 114.26(7) . . ? N2 Fe1 N1 76.86(6) . . ? C30 Fe1 N3 104.49(7) . . ? N2 Fe1 N3 76.25(6) . . ? N1 Fe1 N3 137.60(6) . . ? C68 Fe2 N5 147.52(8) . . ? C68 Fe2 N4 113.69(7) . . ? N5 Fe2 N4 77.16(6) . . ? C68 Fe2 N6 104.33(7) . . ? N5 Fe2 N6 76.44(6) . . ? N4 Fe2 N6 140.52(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 C9 C8 N3 -81.0(2) . . . . ? C10 C9 C8 C7 91.7(2) . . . . ? N3 C8 C7 N2 -10.1(2) . . . . ? C9 C8 C7 N2 176.46(17) . . . . ? N3 C8 C7 C6 163.04(18) . . . . ? C9 C8 C7 C6 -10.4(3) . . . . ? N2 C7 C6 C5 4.9(3) . . . . ? C8 C7 C6 C5 -167.70(19) . . . . ? C7 C6 C5 C4 4.0(3) . . . . ? C6 C5 C4 C3 -3.8(3) . . . . ? C5 C4 C3 N2 -5.4(3) . . . . ? C5 C4 C3 C2 167.00(19) . . . . ? N2 C3 C2 N1 10.1(2) . . . . ? C4 C3 C2 N1 -162.81(19) . . . . ? N2 C3 C2 C1 -174.14(17) . . . . ? C4 C3 C2 C1 13.0(3) . . . . ? N1 C2 C1 C11 81.8(2) . . . . ? C3 C2 C1 C11 -93.5(2) . . . . ? C17 C12 C13 C14 3.3(2) . . . . ? N3 C12 C13 C14 178.19(15) . . . . ? C17 C12 C13 C18 -175.88(16) . . . . ? N3 C12 C13 C18 -1.0(2) . . . . ? C12 C13 C14 C15 -0.9(3) . . . . ? C18 C13 C14 C15 178.25(17) . . . . ? C13 C14 C15 C16 -1.7(3) . . . . ? C14 C15 C16 C17 2.0(3) . . . . ? C15 C16 C17 C12 0.3(2) . . . . ? C15 C16 C17 C19 -178.81(16) . . . . ? C13 C12 C17 C16 -3.0(2) . . . . ? N3 C12 C17 C16 -177.71(15) . . . . ? C13 C12 C17 C19 176.16(16) . . . . ? N3 C12 C17 C19 1.4(2) . . . . ? C25 C20 C21 C22 0.7(3) . . . . ? N1 C20 C21 C22 176.20(17) . . . . ? C25 C20 C21 C26 -177.45(18) . . . . ? N1 C20 C21 C26 -2.0(3) . . . . ? C20 C21 C22 C23 -0.2(3) . . . . ? C26 C21 C22 C23 178.0(2) . . . . ? C21 C22 C23 C24 -0.3(3) . . . . ? C22 C23 C24 C25 0.3(3) . . . . ? C23 C24 C25 C20 0.3(3) . . . . ? C23 C24 C25 C27 -178.0(2) . . . . ? C21 C20 C25 C24 -0.8(3) . . . . ? N1 C20 C25 C24 -176.37(17) . . . . ? C21 C20 C25 C27 177.50(18) . . . . ? N1 C20 C25 C27 1.9(3) . . . . ? C31 C30 C37 C38 -155.07(16) . . . . ? Fe1 C30 C37 C38 17.9(3) . . . . ? C31 C30 C37 C36 27.3(2) . . . . ? Fe1 C30 C37 C36 -159.73(14) . . . . ? C36 C37 C38 C39 -1.7(3) . . . . ? C30 C37 C38 C39 -179.49(17) . . . . ? C37 C38 C39 C40 1.1(3) . . . . ? C38 C39 C40 C35 0.6(3) . . . . ? C39 C40 C35 C36 -1.4(3) . . . . ? C40 C35 C36 C37 0.7(3) . . . . ? C38 C37 C36 C35 0.8(3) . . . . ? C30 C37 C36 C35 178.57(17) . . . . ? C37 C30 C31 C32 -140.85(17) . . . . ? Fe1 C30 C31 C32 44.99(19) . . . . ? C37 C30 C31 C29 44.3(2) . . . . ? Fe1 C30 C31 C29 -129.83(15) . . . . ? C32 C31 C29 C28 -1.7(2) . . . . ? C30 C31 C29 C28 173.30(16) . . . . ? C31 C29 C28 C34 1.1(3) . . . . ? C29 C28 C34 C33 0.1(3) . . . . ? C28 C34 C33 C32 -0.8(3) . . . . ? C34 C33 C32 C31 0.1(3) . . . . ? C29 C31 C32 C33 1.1(3) . . . . ? C30 C31 C32 C33 -173.97(16) . . . . ? C50 C41 C42 N4 -79.0(2) . . . . ? C50 C41 C42 C43 95.3(2) . . . . ? N4 C42 C43 N5 -8.1(2) . . . . ? C41 C42 C43 N5 177.09(17) . . . . ? N4 C42 C43 C44 166.29(19) . . . . ? C41 C42 C43 C44 -8.6(3) . . . . ? N5 C43 C44 C45 6.3(3) . . . . ? C42 C43 C44 C45 -167.67(19) . . . . ? C43 C44 C45 C46 2.8(3) . . . . ? C44 C45 C46 C47 -4.5(3) . . . . ? C45 C46 C47 N5 -2.7(3) . . . . ? C45 C46 C47 C48 172.03(19) . . . . ? N5 C47 C48 N6 8.1(2) . . . . ? C46 C47 C48 N6 -166.99(19) . . . . ? N5 C47 C48 C49 -176.07(18) . . . . ? C46 C47 C48 C49 8.8(3) . . . . ? N6 C48 C49 C51 83.8(2) . . . . ? C47 C48 C49 C51 -91.5(2) . . . . ? C57 C52 C53 C54 3.4(3) . . . . ? N4 C52 C53 C54 179.96(16) . . . . ? C57 C52 C53 C58 -175.23(18) . . . . ? N4 C52 C53 C58 1.3(3) . . . . ? C52 C53 C54 C55 -2.1(3) . . . . ? C58 C53 C54 C55 176.59(19) . . . . ? C53 C54 C55 C56 -0.6(3) . . . . ? C54 C55 C56 C57 2.0(3) . . . . ? C55 C56 C57 C52 -0.7(3) . . . . ? C55 C56 C57 C59 -179.65(18) . . . . ? C53 C52 C57 C56 -2.1(3) . . . . ? N4 C52 C57 C56 -178.56(16) . . . . ? C53 C52 C57 C59 176.87(17) . . . . ? N4 C52 C57 C59 0.4(3) . . . . ? C65 C60 C61 C62 5.6(3) . . . . ? N6 C60 C61 C62 -176.99(16) . . . . ? C65 C60 C61 C66 -173.07(17) . . . . ? N6 C60 C61 C66 4.3(3) . . . . ? C60 C61 C62 C63 -1.3(3) . . . . ? C66 C61 C62 C63 177.43(18) . . . . ? C61 C62 C63 C64 -2.7(3) . . . . ? C62 C63 C64 C65 2.4(3) . . . . ? C63 C64 C65 C60 1.8(3) . . . . ? C63 C64 C65 C67 -177.56(18) . . . . ? C61 C60 C65 C64 -5.9(3) . . . . ? N6 C60 C65 C64 176.69(16) . . . . ? C61 C60 C65 C67 173.48(17) . . . . ? N6 C60 C65 C67 -4.0(2) . . . . ? C75 C68 C69 C74 -8.5(3) . . . . ? Fe2 C68 C69 C74 -178.66(14) . . . . ? C75 C68 C69 C70 172.27(16) . . . . ? Fe2 C68 C69 C70 2.1(2) . . . . ? C74 C69 C70 C71 1.8(3) . . . . ? C68 C69 C70 C71 -178.86(18) . . . . ? C69 C70 C71 C72 0.2(3) . . . . ? C70 C71 C72 C73 -1.4(3) . . . . ? C71 C72 C73 C74 0.6(3) . . . . ? C72 C73 C74 C69 1.5(3) . . . . ? C70 C69 C74 C73 -2.6(3) . . . . ? C68 C69 C74 C73 178.09(18) . . . . ? C69 C68 C75 C76 -49.1(2) . . . . ? Fe2 C68 C75 C76 122.65(17) . . . . ? C69 C68 C75 C80 136.28(17) . . . . ? Fe2 C68 C75 C80 -51.97(19) . . . . ? C80 C75 C76 C77 -0.5(3) . . . . ? C68 C75 C76 C77 -175.28(18) . . . . ? C75 C76 C77 C78 0.8(3) . . . . ? C76 C77 C78 C79 -0.4(3) . . . . ? C77 C78 C79 C80 -0.3(3) . . . . ? C78 C79 C80 C75 0.6(3) . . . . ? C76 C75 C80 C79 -0.2(3) . . . . ? C68 C75 C80 C79 174.81(17) . . . . ? C7 C8 N3 C12 -176.98(16) . . . . ? C9 C8 N3 C12 -3.7(3) . . . . ? C7 C8 N3 Fe1 15.4(2) . . . . ? C9 C8 N3 Fe1 -171.33(15) . . . . ? C13 C12 N3 C8 107.08(19) . . . . ? C17 C12 N3 C8 -78.0(2) . . . . ? C13 C12 N3 Fe1 -85.94(17) . . . . ? C17 C12 N3 Fe1 89.03(17) . . . . ? C4 C3 N2 C7 14.1(3) . . . . ? C2 C3 N2 C7 -159.23(17) . . . . ? C4 C3 N2 Fe1 173.83(14) . . . . ? C2 C3 N2 Fe1 0.5(2) . . . . ? C6 C7 N2 C3 -14.0(3) . . . . ? C8 C7 N2 C3 159.54(17) . . . . ? C6 C7 N2 Fe1 -173.53(14) . . . . ? C8 C7 N2 Fe1 0.0(2) . . . . ? C3 C2 N1 C20 175.65(17) . . . . ? C1 C2 N1 C20 0.0(3) . . . . ? C3 C2 N1 Fe1 -15.9(2) . . . . ? C1 C2 N1 Fe1 168.35(14) . . . . ? C25 C20 N1 C2 -101.3(2) . . . . ? C21 C20 N1 C2 83.0(2) . . . . ? C25 C20 N1 Fe1 91.01(19) . . . . ? C21 C20 N1 Fe1 -84.7(2) . . . . ? C43 C42 N4 C52 179.61(17) . . . . ? C41 C42 N4 C52 -5.6(3) . . . . ? C43 C42 N4 Fe2 15.2(2) . . . . ? C41 C42 N4 Fe2 -170.02(14) . . . . ? C53 C52 N4 C42 106.0(2) . . . . ? C57 C52 N4 C42 -77.4(2) . . . . ? C53 C52 N4 Fe2 -90.99(19) . . . . ? C57 C52 N4 Fe2 85.6(2) . . . . ? C44 C43 N5 C47 -13.5(3) . . . . ? C42 C43 N5 C47 161.26(17) . . . . ? C44 C43 N5 Fe2 -177.93(14) . . . . ? C42 C43 N5 Fe2 -3.1(2) . . . . ? C46 C47 N5 C43 11.8(3) . . . . ? C48 C47 N5 C43 -163.66(17) . . . . ? C46 C47 N5 Fe2 176.03(15) . . . . ? C48 C47 N5 Fe2 0.6(2) . . . . ? C47 C48 N6 C60 -179.49(17) . . . . ? C49 C48 N6 C60 4.9(3) . . . . ? C47 C48 N6 Fe2 -12.8(2) . . . . ? C49 C48 N6 Fe2 171.62(16) . . . . ? C65 C60 N6 C48 -108.5(2) . . . . ? C61 C60 N6 C48 74.0(2) . . . . ? C65 C60 N6 Fe2 85.91(19) . . . . ? C61 C60 N6 Fe2 -91.57(18) . . . . ? C37 C30 Fe1 N2 -16.1(3) . . . . ? C31 C30 Fe1 N2 157.21(13) . . . . ? C37 C30 Fe1 N1 93.49(16) . . . . ? C31 C30 Fe1 N1 -93.24(13) . . . . ? C37 C30 Fe1 N3 -104.12(16) . . . . ? C31 C30 Fe1 N3 69.14(13) . . . . ? C3 N2 Fe1 C30 111.44(18) . . . . ? C7 N2 Fe1 C30 -89.0(2) . . . . ? C3 N2 Fe1 N1 -6.65(13) . . . . ? C7 N2 Fe1 N1 152.94(15) . . . . ? C3 N2 Fe1 N3 -153.56(15) . . . . ? C7 N2 Fe1 N3 6.03(13) . . . . ? C2 N1 Fe1 C30 -141.33(14) . . . . ? C20 N1 Fe1 C30 26.73(17) . . . . ? C2 N1 Fe1 N2 12.57(13) . . . . ? C20 N1 Fe1 N2 -179.38(16) . . . . ? C2 N1 Fe1 N3 64.42(17) . . . . ? C20 N1 Fe1 N3 -127.52(14) . . . . ? C8 N3 Fe1 C30 140.11(14) . . . . ? C12 N3 Fe1 C30 -27.33(16) . . . . ? C8 N3 Fe1 N2 -12.00(13) . . . . ? C12 N3 Fe1 N2 -179.44(15) . . . . ? C8 N3 Fe1 N1 -64.04(17) . . . . ? C12 N3 Fe1 N1 128.52(14) . . . . ? C69 C68 Fe2 N5 8.0(2) . . . . ? C75 C68 Fe2 N5 -162.97(12) . . . . ? C69 C68 Fe2 N4 -95.78(16) . . . . ? C75 C68 Fe2 N4 93.29(13) . . . . ? C69 C68 Fe2 N6 95.12(16) . . . . ? C75 C68 Fe2 N6 -75.81(13) . . . . ? C43 N5 Fe2 C68 -105.67(17) . . . . ? C47 N5 Fe2 C68 90.03(18) . . . . ? C43 N5 Fe2 N4 8.50(14) . . . . ? C47 N5 Fe2 N4 -155.81(15) . . . . ? C43 N5 Fe2 N6 158.88(15) . . . . ? C47 N5 Fe2 N6 -5.43(14) . . . . ? C42 N4 Fe2 C68 134.66(14) . . . . ? C52 N4 Fe2 C68 -28.84(18) . . . . ? C42 N4 Fe2 N5 -13.00(13) . . . . ? C52 N4 Fe2 N5 -176.49(16) . . . . ? C42 N4 Fe2 N6 -62.09(18) . . . . ? C52 N4 Fe2 N6 134.42(14) . . . . ? C48 N6 Fe2 C68 -136.42(14) . . . . ? C60 N6 Fe2 C68 29.53(17) . . . . ? C48 N6 Fe2 N5 10.09(14) . . . . ? C60 N6 Fe2 N5 176.04(16) . . . . ? C48 N6 Fe2 N4 59.38(18) . . . . ? C60 N6 Fe2 N4 -134.67(15) . . . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 'ACTA 50' _diffrn_measured_fraction_theta_full 'ACTA 50' _refine_diff_density_max 0.494 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.053 _database_code_depnum_ccdc_archive 'CCDC 957115' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_jmh38 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C96 H116 Fe2 N10 O' _chemical_formula_weight 1537.69 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.5779(7) _cell_length_b 23.3582(15) _cell_length_c 15.6591(10) _cell_angle_alpha 90.00 _cell_angle_beta 101.950(2) _cell_angle_gamma 90.00 _cell_volume 4143.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9854 _cell_measurement_theta_min 3.57 _cell_measurement_theta_max 27.47 _exptl_crystal_description rod _exptl_crystal_colour green _exptl_crystal_size_min 0.088 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_max 0.695 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1644 _exptl_absorpt_coefficient_mu 0.405 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6943 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS v2008/1 (Bruker AXS)' _exptl_special_details ; collected, solved and refined by Scott P. Semproni ; _diffrn_ambient_temperature 100(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 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30243 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 27.49 _reflns_number_total 17912 _reflns_number_gt 16895 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR 92 (Giacavazzo, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP 3 (Farraguia, 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^ > 2\s(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^)+(0.0643P)^2^+2.0881P] 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' _refine_ls_abs_structure_Flack 0.536(9) _refine_ls_number_reflns 17912 _refine_ls_number_parameters 981 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.059 _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 C1 C 0.0759(2) 0.10022(11) 0.02933(15) 0.0160(5) Uani 1 1 d . . . H1A H 0.0421 0.1058 -0.0329 0.024 Uiso 1 1 calc R . . H1B H 0.0199 0.1138 0.0640 0.024 Uiso 1 1 calc R . . H1C H 0.0918 0.0594 0.0409 0.024 Uiso 1 1 calc R . . C1S C 0.1360(4) 0.31372(19) 0.1608(3) 0.0584(5) Uani 1 1 d D . . H1S1 H 0.0831 0.2807 0.1568 0.088 Uiso 1 1 calc R . . H1S2 H 0.1973 0.3060 0.1275 0.088 Uiso 1 1 calc R . . H1S3 H 0.0907 0.3476 0.1368 0.088 Uiso 1 1 calc R . . C2 C 0.1892(2) 0.13344(9) 0.05393(15) 0.0114(4) Uani 1 1 d . . . C2S C 0.1901(4) 0.32387(19) 0.2504(3) 0.0584(5) Uani 1 1 d D . . H2S1 H 0.2717 0.3088 0.2655 0.070 Uiso 1 1 calc R . . H2S2 H 0.1900 0.3650 0.2658 0.070 Uiso 1 1 calc R . . C3 C 0.2424(2) 0.14429(10) 0.14434(15) 0.0116(4) Uani 1 1 d . . . C3S C 0.1644(4) 0.2935(2) 0.3929(3) 0.0584(5) Uani 1 1 d D . . H3S1 H 0.2458 0.2781 0.4073 0.070 Uiso 1 1 calc R . . H3S2 H 0.1653 0.3330 0.4159 0.070 Uiso 1 1 calc R . . C4 C 0.1915(2) 0.13707(10) 0.21606(15) 0.0133(4) Uani 1 1 d . . . H4 H 0.1189 0.1171 0.2105 0.016 Uiso 1 1 calc R . . C4S C 0.0865(4) 0.25803(19) 0.4308(3) 0.0584(5) Uani 1 1 d . . . H4S1 H 0.0084 0.2759 0.4218 0.088 Uiso 1 1 calc R . . H4S2 H 0.1184 0.2538 0.4935 0.088 Uiso 1 1 calc R . . H4S3 H 0.0798 0.2203 0.4030 0.088 Uiso 1 1 calc R . . C5 C 0.2477(2) 0.15943(10) 0.29713(15) 0.0149(4) Uani 1 1 d . . . H5 H 0.2161 0.1530 0.3476 0.018 Uiso 1 1 calc R . . C6 C 0.3504(2) 0.19113(10) 0.30236(14) 0.0134(4) Uani 1 1 d . . . H6 H 0.3869 0.2086 0.3560 0.016 Uiso 1 1 calc R . . C7 C 0.3998(2) 0.19733(10) 0.22920(15) 0.0121(4) Uani 1 1 d . . . C8 C 0.4955(2) 0.23442(10) 0.22003(15) 0.0124(4) Uani 1 1 d . . . C9 C 0.5690(2) 0.26316(11) 0.29886(16) 0.0193(5) Uani 1 1 d . . . H9A H 0.6187 0.2926 0.2800 0.029 Uiso 1 1 calc R . . H9B H 0.6192 0.2346 0.3346 0.029 Uiso 1 1 calc R . . H9C H 0.5170 0.2810 0.3333 0.029 Uiso 1 1 calc R . . C10 C 0.19497(19) 0.15506(10) -0.09375(14) 0.0106(4) Uani 1 1 d . . . C11 C 0.1360(2) 0.20436(10) -0.13077(15) 0.0139(4) Uani 1 1 d . . . C12 C 0.0904(2) 0.20527(11) -0.22114(16) 0.0177(5) Uani 1 1 d . . . H12 H 0.0506 0.2385 -0.2473 0.021 Uiso 1 1 calc R . . C13 C 0.1027(2) 0.15847(11) -0.27252(15) 0.0170(5) Uani 1 1 d . . . H13 H 0.0720 0.1598 -0.3336 0.020 Uiso 1 1 calc R . . C14 C 0.1598(2) 0.10975(11) -0.23515(15) 0.0158(5) Uani 1 1 d . . . H14 H 0.1674 0.0778 -0.2711 0.019 Uiso 1 1 calc R . . C15 C 0.2067(2) 0.10674(10) -0.14477(15) 0.0137(4) Uani 1 1 d . . . C16 C 0.1170(2) 0.25568(11) -0.07521(17) 0.0191(5) Uani 1 1 d . . . H16 H 0.1660 0.2499 -0.0153 0.023 Uiso 1 1 calc R . . C17 C 0.1556(3) 0.31151(11) -0.1109(2) 0.0257(6) Uani 1 1 d . . . H17A H 0.2376 0.3080 -0.1176 0.039 Uiso 1 1 calc R . . H17B H 0.1494 0.3427 -0.0703 0.039 Uiso 1 1 calc R . . H17C H 0.1047 0.3197 -0.1678 0.039 Uiso 1 1 calc R . . C18 C -0.0130(3) 0.25896(12) -0.0675(2) 0.0279(6) Uani 1 1 d . . . H18A H -0.0627 0.2657 -0.1253 0.042 Uiso 1 1 calc R . . H18B H -0.0231 0.2905 -0.0284 0.042 Uiso 1 1 calc R . . H18C H -0.0359 0.2228 -0.0438 0.042 Uiso 1 1 calc R . . C19 C 0.2676(2) 0.05245(10) -0.10673(16) 0.0161(5) Uani 1 1 d . . . H19 H 0.2928 0.0575 -0.0421 0.019 Uiso 1 1 calc R . . C20 C 0.1835(2) 0.00084(12) -0.12443(18) 0.0227(5) Uani 1 1 d . . . H20A H 0.1612 -0.0059 -0.1875 0.034 Uiso 1 1 calc R . . H20B H 0.1125 0.0088 -0.1015 0.034 Uiso 1 1 calc R . . H20C H 0.2232 -0.0332 -0.0956 0.034 Uiso 1 1 calc R . . C21 C 0.3780(2) 0.04085(12) -0.14415(18) 0.0211(5) Uani 1 1 d . . . H21A H 0.3543 0.0322 -0.2066 0.032 Uiso 1 1 calc R . . H21B H 0.4212 0.0082 -0.1138 0.032 Uiso 1 1 calc R . . H21C H 0.4290 0.0748 -0.1360 0.032 Uiso 1 1 calc R . . C22 C 0.6003(2) 0.27628(10) 0.11852(14) 0.0128(4) Uani 1 1 d . . . C23 C 0.7174(2) 0.25674(10) 0.13491(15) 0.0146(5) Uani 1 1 d . . . C24 C 0.8025(2) 0.29162(11) 0.10825(17) 0.0188(5) Uani 1 1 d . . . H24 H 0.8825 0.2794 0.1187 0.023 Uiso 1 1 calc R . . C25 C 0.7720(2) 0.34333(11) 0.06715(17) 0.0193(5) Uani 1 1 d . . . H25 H 0.8305 0.3659 0.0486 0.023 Uiso 1 1 calc R . . C26 C 0.6563(2) 0.36245(11) 0.05279(17) 0.0188(5) Uani 1 1 d . . . H26 H 0.6363 0.3984 0.0252 0.023 Uiso 1 1 calc R . . C27 C 0.5688(2) 0.32964(10) 0.07842(15) 0.0146(4) Uani 1 1 d . . . C28 C 0.7587(2) 0.20042(11) 0.18043(16) 0.0176(5) Uani 1 1 d . . . H28 H 0.6883 0.1796 0.1924 0.021 Uiso 1 1 calc R . . C29 C 0.8191(2) 0.16250(12) 0.12229(17) 0.0228(5) Uani 1 1 d . . . H29A H 0.7660 0.1573 0.0654 0.034 Uiso 1 1 calc R . . H29B H 0.8376 0.1251 0.1502 0.034 Uiso 1 1 calc R . . H29C H 0.8921 0.1809 0.1143 0.034 Uiso 1 1 calc R . . C30 C 0.8454(3) 0.21083(13) 0.26750(18) 0.0262(6) Uani 1 1 d . . . H30A H 0.9201 0.2255 0.2561 0.039 Uiso 1 1 calc R . . H30B H 0.8598 0.1748 0.2999 0.039 Uiso 1 1 calc R . . H30C H 0.8117 0.2389 0.3020 0.039 Uiso 1 1 calc R . . C31 C 0.4433(2) 0.35260(11) 0.06737(16) 0.0178(5) Uani 1 1 d . . . H31 H 0.3876 0.3194 0.0573 0.021 Uiso 1 1 calc R . . C32 C 0.4093(3) 0.39391(12) -0.00979(19) 0.0268(6) Uani 1 1 d . . . H32A H 0.4561 0.4290 0.0023 0.040 Uiso 1 1 calc R . . H32B H 0.3252 0.4033 -0.0183 0.040 Uiso 1 1 calc R . . H32C H 0.4250 0.3758 -0.0627 0.040 Uiso 1 1 calc R . . C33 C 0.4287(2) 0.38299(12) 0.15127(18) 0.0239(5) Uani 1 1 d . . . H33A H 0.4860 0.4143 0.1642 0.036 Uiso 1 1 calc R . . H33B H 0.4423 0.3556 0.1998 0.036 Uiso 1 1 calc R . . H33C H 0.3485 0.3985 0.1435 0.036 Uiso 1 1 calc R . . C34 C 0.5799(2) 0.16894(10) -0.08223(15) 0.0149(5) Uani 1 1 d . . . C35 C 0.6704(2) 0.13043(11) -0.10095(15) 0.0167(5) Uani 1 1 d . . . C36 C 0.6915(2) 0.07608(12) -0.06102(16) 0.0189(5) Uani 1 1 d . . . H36 H 0.6464 0.0640 -0.0200 0.023 Uiso 1 1 calc R . . C37 C 0.7786(2) 0.03974(13) -0.08146(17) 0.0250(6) Uani 1 1 d . . . H37 H 0.7909 0.0030 -0.0550 0.030 Uiso 1 1 calc R . . C38 C 0.8463(2) 0.05688(15) -0.13955(18) 0.0285(6) Uani 1 1 d . . . H38 H 0.9045 0.0319 -0.1535 0.034 Uiso 1 1 calc R . . C39 C 0.8293(2) 0.11042(14) -0.17752(18) 0.0279(6) Uani 1 1 d . . . H39 H 0.8781 0.1227 -0.2159 0.033 Uiso 1 1 calc R . . C40 C 0.7415(2) 0.14667(13) -0.16018(17) 0.0219(5) Uani 1 1 d . . . H40 H 0.7291 0.1828 -0.1885 0.026 Uiso 1 1 calc R . . C41 C 0.5412(2) 0.22149(11) -0.13412(15) 0.0160(5) Uani 1 1 d . . . C42 C 0.6128(3) 0.26970(12) -0.12926(18) 0.0248(5) Uani 1 1 d . . . H42 H 0.6894 0.2691 -0.0929 0.030 Uiso 1 1 calc R . . C43 C 0.5739(3) 0.31828(13) -0.1766(2) 0.0312(6) Uani 1 1 d . . . H43 H 0.6235 0.3510 -0.1719 0.037 Uiso 1 1 calc R . . C44 C 0.4629(3) 0.31968(14) -0.2309(2) 0.0337(7) Uani 1 1 d . . . H44 H 0.4371 0.3529 -0.2646 0.040 Uiso 1 1 calc R . . C45 C 0.3903(3) 0.27236(15) -0.2357(2) 0.0358(7) Uani 1 1 d . . . H45 H 0.3135 0.2733 -0.2718 0.043 Uiso 1 1 calc R . . C46 C 0.4290(3) 0.22346(13) -0.18797(19) 0.0264(6) Uani 1 1 d . . . H46 H 0.3786 0.1910 -0.1920 0.032 Uiso 1 1 calc R . . C47 C 0.1052(2) -0.09020(12) 0.14417(16) 0.0229(5) Uani 1 1 d . . . H47A H 0.0455 -0.1132 0.1647 0.034 Uiso 1 1 calc R . . H47B H 0.1597 -0.1156 0.1221 0.034 Uiso 1 1 calc R . . H47C H 0.0662 -0.0647 0.0973 0.034 Uiso 1 1 calc R . . C48 C 0.1725(2) -0.05525(10) 0.21823(15) 0.0149(4) Uani 1 1 d . . . C49 C 0.2666(2) -0.01827(10) 0.20544(15) 0.0126(4) Uani 1 1 d . . . C50 C 0.3157(2) -0.01477(10) 0.13133(15) 0.0155(5) Uani 1 1 d . . . H50 H 0.2810 -0.0352 0.0799 0.019 Uiso 1 1 calc R . . C51 C 0.4155(2) 0.01861(10) 0.13286(15) 0.0158(5) Uani 1 1 d . . . H51 H 0.4463 0.0233 0.0816 0.019 Uiso 1 1 calc R . . C52 C 0.4699(2) 0.04520(10) 0.21102(16) 0.0148(4) Uani 1 1 d . . . H52 H 0.5404 0.0667 0.2141 0.018 Uiso 1 1 calc R . . C53 C 0.4197(2) 0.03980(10) 0.28414(15) 0.0123(4) Uani 1 1 d . . . C54 C 0.4730(2) 0.05433(10) 0.37339(15) 0.0124(4) Uani 1 1 d . . . C55 C 0.5846(2) 0.08890(11) 0.39533(16) 0.0163(5) Uani 1 1 d . . . H55A H 0.5648 0.1295 0.3990 0.024 Uiso 1 1 calc R . . H55B H 0.6303 0.0836 0.3497 0.024 Uiso 1 1 calc R . . H55C H 0.6316 0.0762 0.4515 0.024 Uiso 1 1 calc R . . C56 C 0.0624(2) -0.09001(10) 0.32057(15) 0.0136(4) Uani 1 1 d . . . C57 C 0.0902(2) -0.14130(11) 0.36709(16) 0.0177(5) Uani 1 1 d . . . C58 C -0.0018(2) -0.17254(11) 0.38952(16) 0.0201(5) Uani 1 1 d . . . H58 H 0.0153 -0.2077 0.4200 0.024 Uiso 1 1 calc R . . C59 C -0.1167(2) -0.15352(12) 0.36845(17) 0.0219(5) Uani 1 1 d . . . H59 H -0.1780 -0.1753 0.3848 0.026 Uiso 1 1 calc R . . C60 C -0.1425(2) -0.10279(11) 0.32349(17) 0.0193(5) Uani 1 1 d . . . H60 H -0.2221 -0.0901 0.3093 0.023 Uiso 1 1 calc R . . C61 C -0.0550(2) -0.06958(10) 0.29824(16) 0.0161(5) Uani 1 1 d . . . C62 C 0.2154(2) -0.16439(12) 0.38961(18) 0.0225(5) Uani 1 1 d . . . H62 H 0.2706 -0.1320 0.3858 0.027 Uiso 1 1 calc R . . C63 C 0.2475(3) -0.18902(13) 0.48238(19) 0.0286(6) Uani 1 1 d . . . H63A H 0.2278 -0.1611 0.5238 0.043 Uiso 1 1 calc R . . H63B H 0.3323 -0.1973 0.4973 0.043 Uiso 1 1 calc R . . H63C H 0.2030 -0.2244 0.4853 0.043 Uiso 1 1 calc R . . C64 C 0.2336(3) -0.20996(17) 0.3232(2) 0.0400(8) Uani 1 1 d . . . H64A H 0.1824 -0.2429 0.3271 0.060 Uiso 1 1 calc R . . H64B H 0.3162 -0.2224 0.3359 0.060 Uiso 1 1 calc R . . H64C H 0.2137 -0.1938 0.2642 0.060 Uiso 1 1 calc R . . C65 C -0.0900(2) -0.01376(11) 0.25050(17) 0.0202(5) Uani 1 1 d . . . H65 H -0.0165 0.0065 0.2433 0.024 Uiso 1 1 calc R . . C66 C -0.1682(3) -0.02340(14) 0.15952(18) 0.0309(6) Uani 1 1 d . . . H66A H -0.1259 -0.0473 0.1246 0.046 Uiso 1 1 calc R . . H66B H -0.1873 0.0136 0.1305 0.046 Uiso 1 1 calc R . . H66C H -0.2413 -0.0427 0.1655 0.046 Uiso 1 1 calc R . . C67 C -0.1564(3) 0.02468(12) 0.30308(18) 0.0242(6) Uani 1 1 d . . . H67A H -0.2328 0.0073 0.3053 0.036 Uiso 1 1 calc R . . H67B H -0.1692 0.0624 0.2752 0.036 Uiso 1 1 calc R . . H67C H -0.1098 0.0290 0.3625 0.036 Uiso 1 1 calc R . . C68 C 0.4721(2) 0.03646(10) 0.52251(14) 0.0129(4) Uani 1 1 d . . . C69 C 0.4620(2) 0.08568(11) 0.57204(15) 0.0150(4) Uani 1 1 d . . . C70 C 0.5120(2) 0.08466(12) 0.66090(16) 0.0188(5) Uani 1 1 d . . . H70 H 0.5063 0.1177 0.6953 0.023 Uiso 1 1 calc R . . C71 C 0.5698(2) 0.03675(12) 0.70026(16) 0.0192(5) Uani 1 1 d . . . H71 H 0.6031 0.0369 0.7610 0.023 Uiso 1 1 calc R . . C72 C 0.5790(2) -0.01153(11) 0.65070(16) 0.0191(5) Uani 1 1 d . . . H72 H 0.6192 -0.0443 0.6781 0.023 Uiso 1 1 calc R . . C73 C 0.5302(2) -0.01302(11) 0.56097(16) 0.0162(5) Uani 1 1 d . . . C74 C 0.3952(2) 0.13890(11) 0.53302(16) 0.0166(5) Uani 1 1 d . . . H74 H 0.3687 0.1328 0.4687 0.020 Uiso 1 1 calc R . . C75 C 0.2855(2) 0.14757(12) 0.57188(18) 0.0226(5) Uani 1 1 d . . . H75A H 0.2348 0.1137 0.5602 0.034 Uiso 1 1 calc R . . H75B H 0.2419 0.1813 0.5452 0.034 Uiso 1 1 calc R . . H75C H 0.3096 0.1533 0.6351 0.034 Uiso 1 1 calc R . . C76 C 0.4733(2) 0.19264(11) 0.54731(18) 0.0231(5) Uani 1 1 d . . . H76A H 0.4286 0.2254 0.5186 0.035 Uiso 1 1 calc R . . H76B H 0.5433 0.1865 0.5224 0.035 Uiso 1 1 calc R . . H76C H 0.4978 0.2002 0.6100 0.035 Uiso 1 1 calc R . . C77 C 0.5419(2) -0.06587(12) 0.50680(17) 0.0221(5) Uani 1 1 d . . . H77 H 0.4746 -0.0656 0.4551 0.026 Uiso 1 1 calc R . . C78 C 0.5349(3) -0.12155(12) 0.5566(2) 0.0301(6) Uani 1 1 d . . . H78A H 0.5333 -0.1541 0.5170 0.045 Uiso 1 1 calc R . . H78B H 0.4629 -0.1216 0.5804 0.045 Uiso 1 1 calc R . . H78C H 0.6040 -0.1247 0.6046 0.045 Uiso 1 1 calc R . . C79 C 0.6553(4) -0.06453(15) 0.4729(3) 0.0487(10) Uani 1 1 d . . . H79A H 0.6592 -0.0288 0.4408 0.073 Uiso 1 1 calc R . . H79B H 0.6570 -0.0972 0.4339 0.073 Uiso 1 1 calc R . . H79C H 0.7230 -0.0667 0.5221 0.073 Uiso 1 1 calc R . . C80 C 0.0827(2) 0.01982(10) 0.51502(15) 0.0135(4) Uani 1 1 d . . . C81 C 0.1258(2) -0.02792(10) 0.57551(15) 0.0142(4) Uani 1 1 d . . . C82 C 0.2450(2) -0.02946(11) 0.61773(15) 0.0155(5) Uani 1 1 d . . . H82 H 0.2977 -0.0011 0.6047 0.019 Uiso 1 1 calc R . . C83 C 0.2871(2) -0.07173(11) 0.67823(17) 0.0198(5) Uani 1 1 d . . . H83 H 0.3687 -0.0728 0.7046 0.024 Uiso 1 1 calc R . . C84 C 0.2122(2) -0.11223(11) 0.70071(17) 0.0218(5) Uani 1 1 d . . . H84 H 0.2408 -0.1398 0.7446 0.026 Uiso 1 1 calc R . . C85 C 0.0938(3) -0.11222(11) 0.65830(18) 0.0242(5) Uani 1 1 d . . . H85 H 0.0418 -0.1406 0.6720 0.029 Uiso 1 1 calc R . . C86 C 0.0517(2) -0.07081(11) 0.59599(17) 0.0208(5) Uani 1 1 d . . . H86 H -0.0288 -0.0716 0.5668 0.025 Uiso 1 1 calc R . . C87 C -0.0087(2) 0.06006(10) 0.52997(15) 0.0138(4) Uani 1 1 d . . . C88 C -0.0291(2) 0.11223(11) 0.48347(16) 0.0168(5) Uani 1 1 d . . . H88 H 0.0161 0.1214 0.4411 0.020 Uiso 1 1 calc R . . C89 C -0.1147(2) 0.15020(12) 0.49932(16) 0.0210(5) Uani 1 1 d . . . H89 H -0.1260 0.1854 0.4684 0.025 Uiso 1 1 calc R . . C90 C -0.1834(2) 0.13787(12) 0.55881(17) 0.0224(5) Uani 1 1 d . . . H90 H -0.2420 0.1641 0.5686 0.027 Uiso 1 1 calc R . . C91 C -0.1660(2) 0.08655(13) 0.60438(17) 0.0220(5) Uani 1 1 d . . . H91 H -0.2140 0.0773 0.6448 0.026 Uiso 1 1 calc R . . C92 C -0.0788(2) 0.04849(12) 0.59137(16) 0.0186(5) Uani 1 1 d . . . H92 H -0.0664 0.0141 0.6245 0.022 Uiso 1 1 calc R . . Fe1 Fe 0.41763(3) 0.180637(12) 0.053742(19) 0.00984(7) Uani 1 1 d . . . Fe2 Fe 0.24771(3) 0.005451(13) 0.379406(19) 0.01003(7) Uani 1 1 d . . . N1 N 0.24620(17) 0.15669(8) -0.00179(12) 0.0107(4) Uani 1 1 d . . . N2 N 0.35137(17) 0.16983(8) 0.15265(12) 0.0109(4) Uani 1 1 d . . . N3 N 0.50753(17) 0.24100(8) 0.13836(12) 0.0111(4) Uani 1 1 d . . . N4 N 0.52393(18) 0.12067(9) 0.04070(13) 0.0154(4) Uani 1 1 d . . . N5 N 0.52233(17) 0.15858(9) -0.01858(12) 0.0127(4) Uani 1 1 d . . . N6 N 0.15794(17) -0.05702(8) 0.29978(12) 0.0126(4) Uani 1 1 d . . . N7 N 0.31237(17) 0.01332(8) 0.27877(12) 0.0111(4) Uani 1 1 d . . . N8 N 0.41833(17) 0.03235(8) 0.43131(12) 0.0113(4) Uani 1 1 d . . . N9 N 0.13680(18) 0.06327(9) 0.38851(13) 0.0131(4) Uani 1 1 d . . . N10 N 0.13984(17) 0.02791(8) 0.45061(13) 0.0119(4) Uani 1 1 d . . . O1S O 0.1158(2) 0.29350(13) 0.2875(2) 0.0584(5) Uani 1 1 d 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 C1 0.0125(11) 0.0208(12) 0.0144(11) -0.0019(9) 0.0024(9) -0.0054(9) C1S 0.0371(8) 0.0517(10) 0.0872(13) -0.0125(9) 0.0149(8) -0.0035(7) C2 0.0100(10) 0.0107(10) 0.0129(10) -0.0012(8) 0.0007(8) 0.0012(8) C2S 0.0371(8) 0.0517(10) 0.0872(13) -0.0125(9) 0.0149(8) -0.0035(7) C3 0.0108(10) 0.0112(10) 0.0131(10) 0.0017(8) 0.0032(8) 0.0014(8) C3S 0.0371(8) 0.0517(10) 0.0872(13) -0.0125(9) 0.0149(8) -0.0035(7) C4 0.0146(11) 0.0125(10) 0.0137(10) 0.0011(8) 0.0051(9) -0.0014(8) C4S 0.0371(8) 0.0517(10) 0.0872(13) -0.0125(9) 0.0149(8) -0.0035(7) C5 0.0191(11) 0.0158(10) 0.0112(10) 0.0013(8) 0.0065(9) -0.0010(9) C6 0.0183(11) 0.0137(11) 0.0082(9) 0.0000(8) 0.0025(8) -0.0010(8) C7 0.0116(10) 0.0125(10) 0.0116(10) -0.0005(8) 0.0008(8) -0.0016(8) C8 0.0136(10) 0.0124(10) 0.0108(10) -0.0009(8) 0.0013(8) -0.0016(8) C9 0.0236(13) 0.0207(12) 0.0135(11) -0.0049(9) 0.0036(9) -0.0114(10) C10 0.0083(10) 0.0148(10) 0.0081(9) -0.0007(8) 0.0000(8) -0.0006(8) C11 0.0141(11) 0.0143(11) 0.0130(10) -0.0007(8) 0.0020(9) 0.0009(8) C12 0.0182(12) 0.0174(11) 0.0154(11) 0.0019(9) -0.0011(9) 0.0023(9) C13 0.0175(11) 0.0231(12) 0.0085(10) -0.0002(9) -0.0016(8) -0.0037(9) C14 0.0170(11) 0.0187(12) 0.0110(10) -0.0055(8) 0.0014(9) -0.0017(9) C15 0.0140(11) 0.0136(11) 0.0133(11) -0.0010(8) 0.0024(8) 0.0009(8) C16 0.0251(13) 0.0146(11) 0.0160(11) -0.0006(9) 0.0005(10) 0.0058(10) C17 0.0249(14) 0.0145(12) 0.0385(16) -0.0041(11) 0.0085(12) 0.0003(10) C18 0.0358(16) 0.0214(13) 0.0311(14) -0.0024(11) 0.0176(12) 0.0039(11) C19 0.0163(11) 0.0147(11) 0.0161(11) -0.0028(9) 0.0006(9) 0.0031(9) C20 0.0227(12) 0.0145(11) 0.0306(13) 0.0010(10) 0.0049(10) 0.0017(10) C21 0.0166(12) 0.0209(13) 0.0252(13) -0.0074(10) 0.0033(10) 0.0032(10) C22 0.0154(11) 0.0148(11) 0.0079(9) -0.0015(8) 0.0021(8) -0.0045(9) C23 0.0159(11) 0.0157(11) 0.0132(10) -0.0009(8) 0.0053(9) -0.0024(9) C24 0.0141(11) 0.0219(12) 0.0212(12) -0.0035(10) 0.0059(9) -0.0053(9) C25 0.0201(12) 0.0193(12) 0.0200(12) -0.0012(9) 0.0074(10) -0.0069(9) C26 0.0189(12) 0.0162(11) 0.0211(12) 0.0026(9) 0.0040(10) -0.0052(9) C27 0.0150(11) 0.0156(11) 0.0133(10) -0.0008(8) 0.0032(8) -0.0033(9) C28 0.0182(12) 0.0149(11) 0.0189(11) 0.0005(9) 0.0022(9) 0.0006(9) C29 0.0219(13) 0.0232(13) 0.0213(12) -0.0032(10) -0.0004(10) 0.0046(10) C30 0.0317(15) 0.0268(14) 0.0180(12) -0.0015(10) 0.0000(11) 0.0034(11) C31 0.0151(11) 0.0160(11) 0.0206(12) 0.0046(9) -0.0001(9) 0.0000(9) C32 0.0274(14) 0.0234(13) 0.0270(14) 0.0085(11) -0.0006(11) 0.0002(11) C33 0.0203(12) 0.0271(13) 0.0244(13) 0.0025(10) 0.0047(10) 0.0049(10) C34 0.0129(10) 0.0218(13) 0.0104(10) -0.0009(8) 0.0032(8) -0.0037(9) C35 0.0108(11) 0.0280(13) 0.0114(10) -0.0073(9) 0.0023(8) -0.0047(9) C36 0.0152(11) 0.0284(13) 0.0122(11) -0.0059(9) 0.0006(9) 0.0029(10) C37 0.0166(12) 0.0336(15) 0.0207(12) -0.0091(11) -0.0054(10) 0.0076(11) C38 0.0130(12) 0.0483(18) 0.0226(13) -0.0159(12) 0.0000(10) 0.0055(11) C39 0.0153(12) 0.0508(18) 0.0193(13) -0.0168(12) 0.0078(10) -0.0101(12) C40 0.0176(12) 0.0347(15) 0.0144(11) -0.0073(10) 0.0056(9) -0.0085(11) C41 0.0174(11) 0.0216(12) 0.0111(10) -0.0006(9) 0.0076(9) -0.0011(9) C42 0.0268(13) 0.0251(13) 0.0222(12) -0.0005(10) 0.0042(10) -0.0051(11) C43 0.0420(17) 0.0231(13) 0.0306(14) 0.0040(11) 0.0127(13) -0.0057(12) C44 0.0407(17) 0.0338(16) 0.0291(15) 0.0153(12) 0.0133(13) 0.0083(13) C45 0.0298(16) 0.0444(18) 0.0310(15) 0.0155(14) 0.0011(12) 0.0062(13) C46 0.0215(13) 0.0310(15) 0.0248(13) 0.0066(11) 0.0005(11) -0.0053(11) C47 0.0259(13) 0.0286(14) 0.0139(11) -0.0066(10) 0.0033(10) -0.0121(11) C48 0.0166(11) 0.0124(10) 0.0158(11) -0.0012(8) 0.0032(9) -0.0012(8) C49 0.0153(11) 0.0112(10) 0.0112(10) -0.0009(8) 0.0021(8) 0.0002(8) C50 0.0199(12) 0.0162(11) 0.0113(10) -0.0024(8) 0.0052(9) -0.0007(9) C51 0.0209(12) 0.0168(12) 0.0117(10) 0.0007(8) 0.0079(9) 0.0009(9) C52 0.0136(11) 0.0144(11) 0.0172(11) 0.0005(9) 0.0050(9) -0.0012(8) C53 0.0135(11) 0.0093(10) 0.0138(10) -0.0005(8) 0.0023(8) 0.0000(8) C54 0.0105(10) 0.0134(11) 0.0137(10) -0.0007(8) 0.0035(8) -0.0001(8) C55 0.0125(11) 0.0188(12) 0.0180(11) -0.0026(9) 0.0042(9) -0.0039(9) C56 0.0140(11) 0.0141(11) 0.0131(10) -0.0038(8) 0.0036(8) -0.0049(9) C57 0.0181(12) 0.0191(12) 0.0157(11) -0.0023(9) 0.0027(9) -0.0059(9) C58 0.0238(13) 0.0195(12) 0.0175(11) 0.0019(9) 0.0050(10) -0.0066(10) C59 0.0199(12) 0.0270(13) 0.0208(12) -0.0039(10) 0.0090(10) -0.0134(10) C60 0.0145(11) 0.0241(13) 0.0199(12) -0.0018(10) 0.0049(9) -0.0016(10) C61 0.0167(11) 0.0157(11) 0.0149(11) -0.0046(9) 0.0009(9) -0.0036(9) C62 0.0160(12) 0.0208(12) 0.0303(14) 0.0057(10) 0.0040(10) -0.0041(10) C63 0.0277(14) 0.0315(15) 0.0248(14) 0.0009(11) 0.0011(11) 0.0021(11) C64 0.0381(18) 0.059(2) 0.0248(15) 0.0055(14) 0.0101(13) 0.0240(16) C65 0.0193(12) 0.0207(12) 0.0201(12) -0.0021(9) 0.0033(10) -0.0002(9) C66 0.0410(17) 0.0314(15) 0.0173(13) -0.0031(11) -0.0010(12) 0.0048(13) C67 0.0247(13) 0.0227(13) 0.0232(12) -0.0057(10) 0.0001(11) 0.0028(10) C68 0.0107(10) 0.0173(11) 0.0112(10) 0.0013(8) 0.0033(8) -0.0024(8) C69 0.0128(11) 0.0184(11) 0.0137(11) -0.0012(9) 0.0026(8) -0.0046(9) C70 0.0177(12) 0.0245(13) 0.0139(11) -0.0036(9) 0.0028(9) -0.0047(10) C71 0.0162(11) 0.0292(14) 0.0111(10) 0.0008(9) 0.0005(9) -0.0033(10) C72 0.0165(11) 0.0236(13) 0.0159(11) 0.0055(9) 0.0006(9) 0.0012(9) C73 0.0137(11) 0.0203(12) 0.0143(11) -0.0006(9) 0.0022(9) -0.0011(9) C74 0.0196(12) 0.0161(11) 0.0132(10) -0.0022(9) 0.0012(9) 0.0003(9) C75 0.0185(12) 0.0259(14) 0.0239(13) -0.0030(11) 0.0054(10) 0.0001(10) C76 0.0234(13) 0.0193(13) 0.0264(13) -0.0005(10) 0.0045(10) -0.0035(10) C77 0.0275(13) 0.0195(12) 0.0182(12) 0.0010(10) 0.0024(10) 0.0060(11) C78 0.0336(16) 0.0201(13) 0.0399(16) 0.0005(12) 0.0154(13) 0.0019(11) C79 0.075(3) 0.0246(15) 0.063(2) 0.0065(15) 0.053(2) 0.0101(17) C80 0.0122(10) 0.0143(11) 0.0147(10) -0.0006(8) 0.0043(8) -0.0021(8) C81 0.0183(11) 0.0136(11) 0.0113(10) -0.0020(8) 0.0047(9) -0.0011(9) C82 0.0156(11) 0.0168(11) 0.0151(11) 0.0000(9) 0.0057(9) -0.0008(9) C83 0.0196(12) 0.0214(12) 0.0179(11) 0.0015(9) 0.0027(9) 0.0037(10) C84 0.0308(14) 0.0188(12) 0.0172(11) 0.0046(9) 0.0084(10) 0.0066(10) C85 0.0304(14) 0.0180(12) 0.0270(13) 0.0034(10) 0.0121(11) -0.0072(10) C86 0.0182(12) 0.0230(12) 0.0220(12) 0.0017(10) 0.0058(10) -0.0038(10) C87 0.0128(11) 0.0165(11) 0.0115(10) -0.0040(8) 0.0006(8) -0.0015(9) C88 0.0159(11) 0.0211(12) 0.0133(11) -0.0020(9) 0.0029(9) 0.0020(9) C89 0.0213(12) 0.0243(13) 0.0147(11) -0.0038(9) -0.0021(9) 0.0068(10) C90 0.0138(11) 0.0304(14) 0.0212(12) -0.0130(10) -0.0001(9) 0.0050(10) C91 0.0130(11) 0.0359(15) 0.0185(12) -0.0099(11) 0.0060(9) -0.0053(10) C92 0.0174(12) 0.0238(12) 0.0148(11) -0.0042(9) 0.0040(9) -0.0036(10) Fe1 0.01041(14) 0.01120(14) 0.00821(14) -0.00007(11) 0.00262(11) -0.00117(12) Fe2 0.01053(14) 0.01128(14) 0.00860(14) -0.00048(11) 0.00270(11) -0.00107(11) N1 0.0119(9) 0.0108(8) 0.0089(8) -0.0014(7) 0.0007(7) 0.0004(7) N2 0.0124(9) 0.0113(9) 0.0094(8) -0.0003(7) 0.0035(7) -0.0008(7) N3 0.0112(9) 0.0108(9) 0.0116(9) -0.0010(7) 0.0029(7) -0.0016(7) N4 0.0157(10) 0.0167(10) 0.0155(9) 0.0004(8) 0.0070(8) 0.0017(8) N5 0.0125(9) 0.0145(9) 0.0112(9) -0.0017(7) 0.0028(7) -0.0025(7) N6 0.0137(9) 0.0108(9) 0.0134(9) 0.0004(7) 0.0028(7) -0.0015(7) N7 0.0115(9) 0.0117(9) 0.0107(8) 0.0001(7) 0.0036(7) 0.0000(7) N8 0.0105(9) 0.0132(9) 0.0101(8) 0.0000(7) 0.0022(7) 0.0009(7) N9 0.0155(10) 0.0136(9) 0.0117(9) 0.0018(7) 0.0059(7) 0.0013(7) N10 0.0118(9) 0.0111(9) 0.0120(9) -0.0021(7) 0.0005(7) -0.0018(7) O1S 0.0371(8) 0.0517(10) 0.0872(13) -0.0125(9) 0.0149(8) -0.0035(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 C2 1.504(3) . ? C1S C2S 1.433(6) . ? C2 N1 1.315(3) . ? C2 C3 1.444(3) . ? C2S O1S 1.337(5) . ? C3 N2 1.377(3) . ? C3 C4 1.382(3) . ? C3S C4S 1.440(6) . ? C3S O1S 1.629(6) . ? C4 C5 1.402(3) . ? C5 C6 1.388(3) . ? C6 C7 1.390(3) . ? C7 N2 1.373(3) . ? C7 C8 1.437(3) . ? C8 N3 1.324(3) . ? C8 C9 1.504(3) . ? C10 C11 1.402(3) . ? C10 C15 1.406(3) . ? C10 N1 1.440(3) . ? C11 C12 1.404(3) . ? C11 C16 1.524(3) . ? C12 C13 1.382(4) . ? C13 C14 1.383(4) . ? C14 C15 1.409(3) . ? C15 C19 1.512(3) . ? C16 C17 1.522(4) . ? C16 C18 1.536(4) . ? C19 C21 1.537(4) . ? C19 C20 1.539(4) . ? C22 C23 1.403(3) . ? C22 C27 1.409(3) . ? C22 N3 1.438(3) . ? C23 C24 1.407(3) . ? C23 C28 1.525(3) . ? C24 C25 1.380(4) . ? C25 C26 1.385(4) . ? C26 C27 1.393(3) . ? C27 C31 1.525(3) . ? C28 C30 1.536(4) . ? C28 C29 1.538(4) . ? C31 C32 1.533(3) . ? C31 C33 1.533(4) . ? C34 N5 1.331(3) . ? C34 C35 1.456(3) . ? C34 C41 1.489(3) . ? C35 C40 1.413(4) . ? C35 C36 1.414(4) . ? C36 C37 1.405(4) . ? C37 C38 1.377(4) . ? C38 C39 1.381(5) . ? C39 C40 1.393(4) . ? C41 C42 1.391(4) . ? C41 C46 1.395(4) . ? C42 C43 1.379(4) . ? C43 C44 1.387(5) . ? C44 C45 1.382(5) . ? C45 C46 1.388(4) . ? C47 C48 1.498(3) . ? C48 N6 1.323(3) . ? C48 C49 1.437(3) . ? C49 N7 1.375(3) . ? C49 C50 1.396(3) . ? C50 C51 1.389(3) . ? C51 C52 1.401(3) . ? C52 C53 1.393(3) . ? C53 N7 1.375(3) . ? C53 C54 1.447(3) . ? C54 N8 1.314(3) . ? C54 C55 1.502(3) . ? C56 C57 1.405(3) . ? C56 C61 1.415(3) . ? C56 N6 1.440(3) . ? C57 C58 1.394(3) . ? C57 C62 1.519(4) . ? C58 C59 1.377(4) . ? C59 C60 1.379(4) . ? C60 C61 1.397(4) . ? C61 C65 1.516(4) . ? C62 C64 1.532(4) . ? C62 C63 1.535(4) . ? C65 C67 1.529(4) . ? C65 C66 1.538(4) . ? C68 C69 1.405(3) . ? C68 C73 1.408(3) . ? C68 N8 1.438(3) . ? C69 C70 1.392(3) . ? C69 C74 1.524(3) . ? C70 C71 1.382(4) . ? C71 C72 1.386(4) . ? C72 C73 1.402(3) . ? C73 C77 1.520(4) . ? C74 C75 1.531(4) . ? C74 C76 1.536(3) . ? C77 C79 1.515(5) . ? C77 C78 1.528(4) . ? C80 N10 1.329(3) . ? C80 C87 1.470(3) . ? C80 C81 1.481(3) . ? C81 C86 1.398(3) . ? C81 C82 1.403(3) . ? C82 C83 1.385(3) . ? C83 C84 1.378(4) . ? C84 C85 1.393(4) . ? C85 C86 1.389(4) . ? C87 C92 1.407(3) . ? C87 C88 1.414(3) . ? C88 C89 1.390(4) . ? C89 C90 1.375(4) . ? C90 C91 1.388(4) . ? C91 C92 1.391(4) . ? Fe1 N2 1.8824(19) . ? Fe1 N5 1.894(2) . ? Fe1 N4 1.903(2) . ? Fe1 N3 2.0630(19) . ? Fe1 N1 2.0722(19) . ? Fe2 N7 1.8885(19) . ? Fe2 N9 1.889(2) . ? Fe2 N10 1.912(2) . ? Fe2 N6 2.0561(19) . ? Fe2 N8 2.0719(19) . ? N4 N5 1.280(3) . ? N9 N10 1.271(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C2 C3 114.0(2) . . ? N1 C2 C1 125.0(2) . . ? C3 C2 C1 120.9(2) . . ? O1S C2S C1S 98.5(3) . . ? N2 C3 C4 120.8(2) . . ? N2 C3 C2 111.38(19) . . ? C4 C3 C2 127.5(2) . . ? C4S C3S O1S 107.7(3) . . ? C3 C4 C5 119.6(2) . . ? C6 C5 C4 118.9(2) . . ? C5 C6 C7 120.0(2) . . ? N2 C7 C6 120.5(2) . . ? N2 C7 C8 112.3(2) . . ? C6 C7 C8 127.1(2) . . ? N3 C8 C7 113.82(19) . . ? N3 C8 C9 125.9(2) . . ? C7 C8 C9 120.3(2) . . ? C11 C10 C15 121.4(2) . . ? C11 C10 N1 117.2(2) . . ? C15 C10 N1 121.4(2) . . ? C10 C11 C12 118.6(2) . . ? C10 C11 C16 121.7(2) . . ? C12 C11 C16 119.7(2) . . ? C13 C12 C11 120.8(2) . . ? C12 C13 C14 120.1(2) . . ? C13 C14 C15 121.1(2) . . ? C10 C15 C14 117.9(2) . . ? C10 C15 C19 122.8(2) . . ? C14 C15 C19 119.3(2) . . ? C17 C16 C11 112.1(2) . . ? C17 C16 C18 110.7(2) . . ? C11 C16 C18 110.1(2) . . ? C15 C19 C21 110.8(2) . . ? C15 C19 C20 111.1(2) . . ? C21 C19 C20 109.8(2) . . ? C23 C22 C27 121.3(2) . . ? C23 C22 N3 120.7(2) . . ? C27 C22 N3 117.9(2) . . ? C22 C23 C24 117.8(2) . . ? C22 C23 C28 124.3(2) . . ? C24 C23 C28 117.8(2) . . ? C25 C24 C23 121.2(2) . . ? C24 C25 C26 120.3(2) . . ? C25 C26 C27 120.8(2) . . ? C26 C27 C22 118.6(2) . . ? C26 C27 C31 120.4(2) . . ? C22 C27 C31 120.9(2) . . ? C23 C28 C30 111.3(2) . . ? C23 C28 C29 110.9(2) . . ? C30 C28 C29 108.8(2) . . ? C27 C31 C32 113.2(2) . . ? C27 C31 C33 109.7(2) . . ? C32 C31 C33 109.2(2) . . ? N5 C34 C35 122.1(2) . . ? N5 C34 C41 114.7(2) . . ? C35 C34 C41 123.2(2) . . ? C40 C35 C36 117.4(2) . . ? C40 C35 C34 120.5(2) . . ? C36 C35 C34 122.1(2) . . ? C37 C36 C35 120.5(3) . . ? C38 C37 C36 120.5(3) . . ? C37 C38 C39 119.9(3) . . ? C38 C39 C40 120.7(3) . . ? C39 C40 C35 120.9(3) . . ? C42 C41 C46 118.4(2) . . ? C42 C41 C34 121.9(2) . . ? C46 C41 C34 119.6(2) . . ? C43 C42 C41 120.8(3) . . ? C42 C43 C44 120.5(3) . . ? C45 C44 C43 119.4(3) . . ? C44 C45 C46 120.3(3) . . ? C45 C46 C41 120.6(3) . . ? N6 C48 C49 113.9(2) . . ? N6 C48 C47 125.5(2) . . ? C49 C48 C47 120.5(2) . . ? N7 C49 C50 120.7(2) . . ? N7 C49 C48 112.2(2) . . ? C50 C49 C48 127.0(2) . . ? C51 C50 C49 119.9(2) . . ? C50 C51 C52 119.1(2) . . ? C53 C52 C51 119.3(2) . . ? N7 C53 C52 121.1(2) . . ? N7 C53 C54 111.4(2) . . ? C52 C53 C54 127.2(2) . . ? N8 C54 C53 113.9(2) . . ? N8 C54 C55 124.6(2) . . ? C53 C54 C55 121.5(2) . . ? C57 C56 C61 121.4(2) . . ? C57 C56 N6 118.0(2) . . ? C61 C56 N6 120.5(2) . . ? C58 C57 C56 118.2(2) . . ? C58 C57 C62 119.9(2) . . ? C56 C57 C62 121.9(2) . . ? C59 C58 C57 121.4(2) . . ? C58 C59 C60 119.7(2) . . ? C59 C60 C61 121.9(2) . . ? C60 C61 C56 117.3(2) . . ? C60 C61 C65 118.8(2) . . ? C56 C61 C65 123.8(2) . . ? C57 C62 C64 110.3(2) . . ? C57 C62 C63 112.7(2) . . ? C64 C62 C63 110.0(2) . . ? C61 C65 C67 110.6(2) . . ? C61 C65 C66 112.1(2) . . ? C67 C65 C66 108.7(2) . . ? C69 C68 C73 121.5(2) . . ? C69 C68 N8 122.3(2) . . ? C73 C68 N8 116.1(2) . . ? C70 C69 C68 118.2(2) . . ? C70 C69 C74 119.1(2) . . ? C68 C69 C74 122.7(2) . . ? C71 C70 C69 121.5(2) . . ? C70 C71 C72 119.7(2) . . ? C71 C72 C73 121.3(2) . . ? C72 C73 C68 117.8(2) . . ? C72 C73 C77 121.0(2) . . ? C68 C73 C77 121.2(2) . . ? C69 C74 C75 110.0(2) . . ? C69 C74 C76 112.0(2) . . ? C75 C74 C76 110.2(2) . . ? C79 C77 C73 111.2(3) . . ? C79 C77 C78 109.7(2) . . ? C73 C77 C78 112.7(2) . . ? N10 C80 C87 121.2(2) . . ? N10 C80 C81 116.0(2) . . ? C87 C80 C81 122.5(2) . . ? C86 C81 C82 117.6(2) . . ? C86 C81 C80 123.0(2) . . ? C82 C81 C80 119.3(2) . . ? C83 C82 C81 120.9(2) . . ? C84 C83 C82 120.9(2) . . ? C83 C84 C85 119.1(2) . . ? C86 C85 C84 120.2(2) . . ? C85 C86 C81 121.2(2) . . ? C92 C87 C88 117.3(2) . . ? C92 C87 C80 121.5(2) . . ? C88 C87 C80 121.2(2) . . ? C89 C88 C87 120.5(2) . . ? C90 C89 C88 121.4(3) . . ? C89 C90 C91 119.1(2) . . ? C90 C91 C92 120.6(2) . . ? C91 C92 C87 121.1(2) . . ? N2 Fe1 N5 151.17(8) . . ? N2 Fe1 N4 111.86(9) . . ? N5 Fe1 N4 39.41(9) . . ? N2 Fe1 N3 78.49(8) . . ? N5 Fe1 N3 105.65(8) . . ? N4 Fe1 N3 108.70(8) . . ? N2 Fe1 N1 77.93(8) . . ? N5 Fe1 N1 110.59(8) . . ? N4 Fe1 N1 109.92(8) . . ? N3 Fe1 N1 140.00(8) . . ? N7 Fe2 N9 112.74(8) . . ? N7 Fe2 N10 151.61(8) . . ? N9 Fe2 N10 39.06(8) . . ? N7 Fe2 N6 78.52(8) . . ? N9 Fe2 N6 106.67(8) . . ? N10 Fe2 N6 103.84(8) . . ? N7 Fe2 N8 77.72(8) . . ? N9 Fe2 N8 111.19(8) . . ? N10 Fe2 N8 111.90(8) . . ? N6 Fe2 N8 140.74(8) . . ? C2 N1 C10 119.56(19) . . ? C2 N1 Fe1 113.66(15) . . ? C10 N1 Fe1 125.97(15) . . ? C7 N2 C3 119.04(19) . . ? C7 N2 Fe1 119.56(15) . . ? C3 N2 Fe1 120.13(15) . . ? C8 N3 C22 120.52(19) . . ? C8 N3 Fe1 113.66(15) . . ? C22 N3 Fe1 123.58(14) . . ? N5 N4 Fe1 69.89(13) . . ? N4 N5 C34 137.3(2) . . ? N4 N5 Fe1 70.70(13) . . ? C34 N5 Fe1 151.67(18) . . ? C48 N6 C56 119.49(19) . . ? C48 N6 Fe2 114.45(16) . . ? C56 N6 Fe2 123.94(15) . . ? C53 N7 C49 118.64(19) . . ? C53 N7 Fe2 120.14(15) . . ? C49 N7 Fe2 119.60(15) . . ? C54 N8 C68 119.20(19) . . ? C54 N8 Fe2 113.87(15) . . ? C68 N8 Fe2 126.26(15) . . ? N10 N9 Fe2 71.43(13) . . ? N9 N10 C80 137.2(2) . . ? N9 N10 Fe2 69.51(13) . . ? C80 N10 Fe2 153.04(17) . . ? C2S O1S C3S 108.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 -8.9(3) . . . . ? C1 C2 C3 N2 173.5(2) . . . . ? N1 C2 C3 C4 164.4(2) . . . . ? C1 C2 C3 C4 -13.2(4) . . . . ? N2 C3 C4 C5 4.3(3) . . . . ? C2 C3 C4 C5 -168.4(2) . . . . ? C3 C4 C5 C6 3.5(4) . . . . ? C4 C5 C6 C7 -3.9(3) . . . . ? C5 C6 C7 N2 -3.4(3) . . . . ? C5 C6 C7 C8 171.1(2) . . . . ? N2 C7 C8 N3 8.9(3) . . . . ? C6 C7 C8 N3 -166.0(2) . . . . ? N2 C7 C8 C9 -173.0(2) . . . . ? C6 C7 C8 C9 12.1(4) . . . . ? C15 C10 C11 C12 -1.4(3) . . . . ? N1 C10 C11 C12 176.7(2) . . . . ? C15 C10 C11 C16 176.6(2) . . . . ? N1 C10 C11 C16 -5.3(3) . . . . ? C10 C11 C12 C13 0.4(4) . . . . ? C16 C11 C12 C13 -177.7(2) . . . . ? C11 C12 C13 C14 0.4(4) . . . . ? C12 C13 C14 C15 -0.3(4) . . . . ? C11 C10 C15 C14 1.6(3) . . . . ? N1 C10 C15 C14 -176.5(2) . . . . ? C11 C10 C15 C19 -178.7(2) . . . . ? N1 C10 C15 C19 3.2(3) . . . . ? C13 C14 C15 C10 -0.7(4) . . . . ? C13 C14 C15 C19 179.6(2) . . . . ? C10 C11 C16 C17 129.6(2) . . . . ? C12 C11 C16 C17 -52.4(3) . . . . ? C10 C11 C16 C18 -106.7(3) . . . . ? C12 C11 C16 C18 71.3(3) . . . . ? C10 C15 C19 C21 -116.6(2) . . . . ? C14 C15 C19 C21 63.1(3) . . . . ? C10 C15 C19 C20 121.0(2) . . . . ? C14 C15 C19 C20 -59.2(3) . . . . ? C27 C22 C23 C24 -1.4(3) . . . . ? N3 C22 C23 C24 175.5(2) . . . . ? C27 C22 C23 C28 178.1(2) . . . . ? N3 C22 C23 C28 -5.0(3) . . . . ? C22 C23 C24 C25 -0.1(4) . . . . ? C28 C23 C24 C25 -179.6(2) . . . . ? C23 C24 C25 C26 1.2(4) . . . . ? C24 C25 C26 C27 -0.9(4) . . . . ? C25 C26 C27 C22 -0.6(4) . . . . ? C25 C26 C27 C31 176.3(2) . . . . ? C23 C22 C27 C26 1.7(3) . . . . ? N3 C22 C27 C26 -175.2(2) . . . . ? C23 C22 C27 C31 -175.2(2) . . . . ? N3 C22 C27 C31 7.9(3) . . . . ? C22 C23 C28 C30 -115.9(3) . . . . ? C24 C23 C28 C30 63.6(3) . . . . ? C22 C23 C28 C29 122.8(3) . . . . ? C24 C23 C28 C29 -57.7(3) . . . . ? C26 C27 C31 C32 29.6(3) . . . . ? C22 C27 C31 C32 -153.6(2) . . . . ? C26 C27 C31 C33 -92.6(3) . . . . ? C22 C27 C31 C33 84.2(3) . . . . ? N5 C34 C35 C40 -170.8(2) . . . . ? C41 C34 C35 C40 11.5(3) . . . . ? N5 C34 C35 C36 8.8(3) . . . . ? C41 C34 C35 C36 -168.9(2) . . . . ? C40 C35 C36 C37 -1.2(3) . . . . ? C34 C35 C36 C37 179.2(2) . . . . ? C35 C36 C37 C38 1.2(4) . . . . ? C36 C37 C38 C39 0.6(4) . . . . ? C37 C38 C39 C40 -2.3(4) . . . . ? C38 C39 C40 C35 2.3(4) . . . . ? C36 C35 C40 C39 -0.5(4) . . . . ? C34 C35 C40 C39 179.1(2) . . . . ? N5 C34 C41 C42 110.6(3) . . . . ? C35 C34 C41 C42 -71.6(3) . . . . ? N5 C34 C41 C46 -68.0(3) . . . . ? C35 C34 C41 C46 109.8(3) . . . . ? C46 C41 C42 C43 -0.1(4) . . . . ? C34 C41 C42 C43 -178.6(3) . . . . ? C41 C42 C43 C44 -0.9(5) . . . . ? C42 C43 C44 C45 1.6(5) . . . . ? C43 C44 C45 C46 -1.4(5) . . . . ? C44 C45 C46 C41 0.5(5) . . . . ? C42 C41 C46 C45 0.2(4) . . . . ? C34 C41 C46 C45 178.8(3) . . . . ? N6 C48 C49 N7 -7.8(3) . . . . ? C47 C48 C49 N7 175.7(2) . . . . ? N6 C48 C49 C50 168.5(2) . . . . ? C47 C48 C49 C50 -8.0(4) . . . . ? N7 C49 C50 C51 3.3(4) . . . . ? C48 C49 C50 C51 -172.7(2) . . . . ? C49 C50 C51 C52 4.3(4) . . . . ? C50 C51 C52 C53 -3.0(4) . . . . ? C51 C52 C53 N7 -5.9(3) . . . . ? C51 C52 C53 C54 167.3(2) . . . . ? N7 C53 C54 N8 9.4(3) . . . . ? C52 C53 C54 N8 -164.3(2) . . . . ? N7 C53 C54 C55 -173.7(2) . . . . ? C52 C53 C54 C55 12.6(4) . . . . ? C61 C56 C57 C58 1.3(3) . . . . ? N6 C56 C57 C58 178.2(2) . . . . ? C61 C56 C57 C62 178.5(2) . . . . ? N6 C56 C57 C62 -4.5(3) . . . . ? C56 C57 C58 C59 -1.2(4) . . . . ? C62 C57 C58 C59 -178.6(2) . . . . ? C57 C58 C59 C60 0.6(4) . . . . ? C58 C59 C60 C61 0.0(4) . . . . ? C59 C60 C61 C56 0.0(4) . . . . ? C59 C60 C61 C65 -178.9(2) . . . . ? C57 C56 C61 C60 -0.7(3) . . . . ? N6 C56 C61 C60 -177.5(2) . . . . ? C57 C56 C61 C65 178.1(2) . . . . ? N6 C56 C61 C65 1.3(3) . . . . ? C58 C57 C62 C64 79.6(3) . . . . ? C56 C57 C62 C64 -97.6(3) . . . . ? C58 C57 C62 C63 -43.7(3) . . . . ? C56 C57 C62 C63 139.0(2) . . . . ? C60 C61 C65 C67 54.9(3) . . . . ? C56 C61 C65 C67 -123.9(3) . . . . ? C60 C61 C65 C66 -66.5(3) . . . . ? C56 C61 C65 C66 114.7(3) . . . . ? C73 C68 C69 C70 0.5(4) . . . . ? N8 C68 C69 C70 176.8(2) . . . . ? C73 C68 C69 C74 -177.3(2) . . . . ? N8 C68 C69 C74 -1.1(4) . . . . ? C68 C69 C70 C71 -0.3(4) . . . . ? C74 C69 C70 C71 177.6(2) . . . . ? C69 C70 C71 C72 0.2(4) . . . . ? C70 C71 C72 C73 -0.3(4) . . . . ? C71 C72 C73 C68 0.5(4) . . . . ? C71 C72 C73 C77 179.3(2) . . . . ? C69 C68 C73 C72 -0.6(4) . . . . ? N8 C68 C73 C72 -177.1(2) . . . . ? C69 C68 C73 C77 -179.4(2) . . . . ? N8 C68 C73 C77 4.1(3) . . . . ? C70 C69 C74 C75 -64.5(3) . . . . ? C68 C69 C74 C75 113.4(3) . . . . ? C70 C69 C74 C76 58.5(3) . . . . ? C68 C69 C74 C76 -123.7(2) . . . . ? C72 C73 C77 C79 -87.5(3) . . . . ? C68 C73 C77 C79 91.3(3) . . . . ? C72 C73 C77 C78 36.3(3) . . . . ? C68 C73 C77 C78 -145.0(3) . . . . ? N10 C80 C81 C86 -127.8(3) . . . . ? C87 C80 C81 C86 58.7(3) . . . . ? N10 C80 C81 C82 55.1(3) . . . . ? C87 C80 C81 C82 -118.4(3) . . . . ? C86 C81 C82 C83 -0.7(4) . . . . ? C80 C81 C82 C83 176.5(2) . . . . ? C81 C82 C83 C84 -2.2(4) . . . . ? C82 C83 C84 C85 3.5(4) . . . . ? C83 C84 C85 C86 -1.8(4) . . . . ? C84 C85 C86 C81 -1.1(4) . . . . ? C82 C81 C86 C85 2.3(4) . . . . ? C80 C81 C86 C85 -174.8(2) . . . . ? N10 C80 C87 C92 172.7(2) . . . . ? C81 C80 C87 C92 -14.2(3) . . . . ? N10 C80 C87 C88 -7.8(3) . . . . ? C81 C80 C87 C88 165.3(2) . . . . ? C92 C87 C88 C89 0.5(3) . . . . ? C80 C87 C88 C89 -179.1(2) . . . . ? C87 C88 C89 C90 -1.4(4) . . . . ? C88 C89 C90 C91 0.5(4) . . . . ? C89 C90 C91 C92 1.2(4) . . . . ? C90 C91 C92 C87 -2.0(4) . . . . ? C88 C87 C92 C91 1.2(3) . . . . ? C80 C87 C92 C91 -179.3(2) . . . . ? C3 C2 N1 C10 -172.48(19) . . . . ? C1 C2 N1 C10 5.1(3) . . . . ? C3 C2 N1 Fe1 17.2(2) . . . . ? C1 C2 N1 Fe1 -165.22(18) . . . . ? C11 C10 N1 C2 98.9(3) . . . . ? C15 C10 N1 C2 -83.0(3) . . . . ? C11 C10 N1 Fe1 -92.1(2) . . . . ? C15 C10 N1 Fe1 86.0(2) . . . . ? N2 Fe1 N1 C2 -15.48(16) . . . . ? N5 Fe1 N1 C2 135.76(16) . . . . ? N4 Fe1 N1 C2 93.64(17) . . . . ? N3 Fe1 N1 C2 -70.6(2) . . . . ? N2 Fe1 N1 C10 174.98(19) . . . . ? N5 Fe1 N1 C10 -33.8(2) . . . . ? N4 Fe1 N1 C10 -75.90(19) . . . . ? N3 Fe1 N1 C10 119.87(18) . . . . ? C6 C7 N2 C3 11.2(3) . . . . ? C8 C7 N2 C3 -164.1(2) . . . . ? C6 C7 N2 Fe1 178.32(17) . . . . ? C8 C7 N2 Fe1 3.0(3) . . . . ? C4 C3 N2 C7 -11.7(3) . . . . ? C2 C3 N2 C7 162.1(2) . . . . ? C4 C3 N2 Fe1 -178.72(17) . . . . ? C2 C3 N2 Fe1 -4.9(3) . . . . ? N5 Fe1 N2 C7 92.9(2) . . . . ? N4 Fe1 N2 C7 96.99(18) . . . . ? N3 Fe1 N2 C7 -8.72(17) . . . . ? N1 Fe1 N2 C7 -156.17(18) . . . . ? N5 Fe1 N2 C3 -100.1(2) . . . . ? N4 Fe1 N2 C3 -96.03(18) . . . . ? N3 Fe1 N2 C3 158.26(18) . . . . ? N1 Fe1 N2 C3 10.81(16) . . . . ? C7 C8 N3 C22 -179.2(2) . . . . ? C9 C8 N3 C22 2.8(4) . . . . ? C7 C8 N3 Fe1 -15.6(2) . . . . ? C9 C8 N3 Fe1 166.4(2) . . . . ? C23 C22 N3 C8 75.7(3) . . . . ? C27 C22 N3 C8 -107.3(2) . . . . ? C23 C22 N3 Fe1 -86.2(2) . . . . ? C27 C22 N3 Fe1 90.8(2) . . . . ? N2 Fe1 N3 C8 13.50(16) . . . . ? N5 Fe1 N3 C8 -137.12(16) . . . . ? N4 Fe1 N3 C8 -95.91(17) . . . . ? N1 Fe1 N3 C8 68.4(2) . . . . ? N2 Fe1 N3 C22 176.50(19) . . . . ? N5 Fe1 N3 C22 25.88(19) . . . . ? N4 Fe1 N3 C22 67.10(19) . . . . ? N1 Fe1 N3 C22 -128.56(17) . . . . ? N2 Fe1 N4 N5 -176.88(12) . . . . ? N3 Fe1 N4 N5 -92.11(13) . . . . ? N1 Fe1 N4 N5 98.52(13) . . . . ? Fe1 N4 N5 C34 174.5(3) . . . . ? C35 C34 N5 N4 2.3(4) . . . . ? C41 C34 N5 N4 -179.9(3) . . . . ? C35 C34 N5 Fe1 171.2(3) . . . . ? C41 C34 N5 Fe1 -11.0(5) . . . . ? N2 Fe1 N5 N4 6.0(2) . . . . ? N3 Fe1 N5 N4 100.56(13) . . . . ? N1 Fe1 N5 N4 -96.67(14) . . . . ? N2 Fe1 N5 C34 -166.0(3) . . . . ? N4 Fe1 N5 C34 -172.1(4) . . . . ? N3 Fe1 N5 C34 -71.5(4) . . . . ? N1 Fe1 N5 C34 91.3(4) . . . . ? C49 C48 N6 C56 176.6(2) . . . . ? C47 C48 N6 C56 -7.1(4) . . . . ? C49 C48 N6 Fe2 12.5(3) . . . . ? C47 C48 N6 Fe2 -171.2(2) . . . . ? C57 C56 N6 C48 107.8(3) . . . . ? C61 C56 N6 C48 -75.2(3) . . . . ? C57 C56 N6 Fe2 -89.7(2) . . . . ? C61 C56 N6 Fe2 87.3(2) . . . . ? N7 Fe2 N6 C48 -10.24(17) . . . . ? N9 Fe2 N6 C48 100.31(18) . . . . ? N10 Fe2 N6 C48 140.75(17) . . . . ? N8 Fe2 N6 C48 -64.0(2) . . . . ? N7 Fe2 N6 C56 -173.55(19) . . . . ? N9 Fe2 N6 C56 -63.00(19) . . . . ? N10 Fe2 N6 C56 -22.56(19) . . . . ? N8 Fe2 N6 C56 132.72(17) . . . . ? C52 C53 N7 C49 13.5(3) . . . . ? C54 C53 N7 C49 -160.7(2) . . . . ? C52 C53 N7 Fe2 178.90(17) . . . . ? C54 C53 N7 Fe2 4.7(3) . . . . ? C50 C49 N7 C53 -12.1(3) . . . . ? C48 C49 N7 C53 164.5(2) . . . . ? C50 C49 N7 Fe2 -177.64(17) . . . . ? C48 C49 N7 Fe2 -1.1(3) . . . . ? N9 Fe2 N7 C53 97.15(18) . . . . ? N10 Fe2 N7 C53 102.7(2) . . . . ? N6 Fe2 N7 C53 -159.42(18) . . . . ? N8 Fe2 N7 C53 -10.90(16) . . . . ? N9 Fe2 N7 C49 -97.55(18) . . . . ? N10 Fe2 N7 C49 -92.0(2) . . . . ? N6 Fe2 N7 C49 5.89(17) . . . . ? N8 Fe2 N7 C49 154.40(18) . . . . ? C53 C54 N8 C68 170.9(2) . . . . ? C55 C54 N8 C68 -5.9(3) . . . . ? C53 C54 N8 Fe2 -17.9(3) . . . . ? C55 C54 N8 Fe2 165.29(18) . . . . ? C69 C68 N8 C54 82.8(3) . . . . ? C73 C68 N8 C54 -100.7(3) . . . . ? C69 C68 N8 Fe2 -87.2(3) . . . . ? C73 C68 N8 Fe2 89.3(2) . . . . ? N7 Fe2 N8 C54 15.91(16) . . . . ? N9 Fe2 N8 C54 -93.96(17) . . . . ? N10 Fe2 N8 C54 -136.08(16) . . . . ? N6 Fe2 N8 C54 69.9(2) . . . . ? N7 Fe2 N8 C68 -173.6(2) . . . . ? N9 Fe2 N8 C68 76.54(19) . . . . ? N10 Fe2 N8 C68 34.4(2) . . . . ? N6 Fe2 N8 C68 -119.62(19) . . . . ? N7 Fe2 N9 N10 175.83(12) . . . . ? N6 Fe2 N9 N10 91.56(13) . . . . ? N8 Fe2 N9 N10 -99.04(13) . . . . ? Fe2 N9 N10 C80 -175.6(3) . . . . ? C87 C80 N10 N9 -3.1(4) . . . . ? C81 C80 N10 N9 -176.7(2) . . . . ? C87 C80 N10 Fe2 -173.9(3) . . . . ? C81 C80 N10 Fe2 12.5(5) . . . . ? N7 Fe2 N10 N9 -8.1(2) . . . . ? N6 Fe2 N10 N9 -99.52(13) . . . . ? N8 Fe2 N10 N9 97.06(14) . . . . ? N7 Fe2 N10 C80 165.2(3) . . . . ? N9 Fe2 N10 C80 173.3(4) . . . . ? N6 Fe2 N10 C80 73.8(4) . . . . ? N8 Fe2 N10 C80 -89.6(4) . . . . ? C1S C2S O1S C3S 175.4(3) . . . . ? C4S C3S O1S C2S -177.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.568 _refine_diff_density_min -0.740 _refine_diff_density_rms 0.066 _database_code_depnum_ccdc_archive 'CCDC 957116'