# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 920392' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H45 Fe N2 O P' _chemical_formula_weight 656.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.408(3) _cell_length_b 12.257(4) _cell_length_c 16.542(5) _cell_angle_alpha 83.632(5) _cell_angle_beta 85.283(5) _cell_angle_gamma 72.234(5) _cell_volume 1802.9(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8152 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.54 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.495 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7900 _exptl_absorpt_correction_T_max 0.9522 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11275 _diffrn_reflns_av_R_equivalents 0.0168 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6329 _reflns_number_gt 5551 _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. ; _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^)+(0.1135P)^2^+0.5686P] 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 6329 _refine_ls_number_parameters 464 _refine_ls_number_restraints 270 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1655 _refine_ls_wR_factor_gt 0.1427 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.33718(4) 0.27061(3) 0.23961(2) 0.04497(16) Uani 1 1 d . A . P1 P 0.55129(7) 0.12148(5) 0.28252(4) 0.04438(19) Uani 1 1 d . A . O1 O 0.1408(3) 0.2327(2) 0.27487(17) 0.0835(7) Uani 1 1 d . . . C37 C 0.1457(7) 0.1237(5) 0.3263(4) 0.128(2) Uani 1 1 d U . . H37A H 0.0505 0.1088 0.3247 0.154 Uiso 1 1 calc R . . H37B H 0.2221 0.0607 0.3031 0.154 Uiso 1 1 calc R . . C38 C 0.1742(7) 0.1253(6) 0.4045(4) 0.135(2) Uani 1 1 d U . . H38A H 0.1755 0.0530 0.4340 0.203 Uiso 1 1 calc R . . H38B H 0.0978 0.1862 0.4285 0.203 Uiso 1 1 calc R . . H38C H 0.2696 0.1378 0.4069 0.203 Uiso 1 1 calc R . . C39 C -0.0079(5) 0.2952(6) 0.2629(4) 0.132(2) Uani 1 1 d . . . H39A H -0.0583 0.2495 0.2388 0.158 Uiso 1 1 calc R . . H39B H -0.0600 0.3180 0.3143 0.158 Uiso 1 1 calc R . . C40 C -0.0049(7) 0.3894(7) 0.2117(4) 0.165(3) Uani 1 1 d . . . H40A H -0.1053 0.4359 0.2015 0.248 Uiso 1 1 calc R . . H40B H 0.0470 0.3655 0.1613 0.248 Uiso 1 1 calc R . . H40C H 0.0458 0.4335 0.2363 0.248 Uiso 1 1 calc R . . N1 N 0.4186(3) 0.2411(2) 0.12951(12) 0.0507(5) Uani 1 1 d . . . N2 N 0.4079(3) 0.35843(19) 0.31152(14) 0.0511(5) Uani 1 1 d . . . C1 C 0.3287(3) 0.2530(2) 0.06177(15) 0.0514(6) Uani 1 1 d . . . C2 C 0.2979(3) 0.1554(3) 0.03979(16) 0.0547(6) Uani 1 1 d . . . C3 C 0.2038(3) 0.1677(3) -0.02408(17) 0.0616(7) Uani 1 1 d . . . H3A H 0.1844 0.1031 -0.0394 0.074 Uiso 1 1 calc R . . C4 C 0.1395(4) 0.2733(3) -0.06458(17) 0.0660(8) Uani 1 1 d . . . C5 C 0.0327(4) 0.2834(4) -0.1318(2) 0.0870(11) Uani 1 1 d . . . H5A H -0.0021 0.3621 -0.1541 0.131 Uiso 1 1 calc R . . H5B H -0.0509 0.2586 -0.1095 0.131 Uiso 1 1 calc R . . H5C H 0.0841 0.2360 -0.1740 0.131 Uiso 1 1 calc R . . C6 C 0.1694(4) 0.3676(3) -0.04112(18) 0.0714(9) Uani 1 1 d . . . H6A H 0.1236 0.4394 -0.0675 0.086 Uiso 1 1 calc R . . C7 C 0.2656(3) 0.3606(3) 0.02066(17) 0.0592(7) Uani 1 1 d . . . C8 C 0.3008(5) 0.4648(3) 0.0429(2) 0.0862(11) Uani 1 1 d . . . H8A H 0.3686 0.4427 0.0863 0.129 Uiso 1 1 calc R . . H8B H 0.2103 0.5204 0.0603 0.129 Uiso 1 1 calc R . . H8C H 0.3461 0.4978 -0.0037 0.129 Uiso 1 1 calc R . . C9 C 0.3604(5) 0.0397(3) 0.0863(2) 0.0723(9) Uani 1 1 d . . . H9A H 0.3286 -0.0169 0.0632 0.109 Uiso 1 1 calc R . . H9B H 0.3247 0.0437 0.1423 0.109 Uiso 1 1 calc R . . H9C H 0.4675 0.0187 0.0831 0.109 Uiso 1 1 calc R . . C10 C 0.5720(3) 0.1928(2) 0.11959(15) 0.0481(6) Uani 1 1 d . . . C11 C 0.6513(4) 0.1979(3) 0.04415(18) 0.0635(7) Uani 1 1 d . . . H11A H 0.5996 0.2317 -0.0022 0.076 Uiso 1 1 calc R . . C12 C 0.8060(4) 0.1531(3) 0.0380(2) 0.0737(9) Uani 1 1 d . . . H12A H 0.8563 0.1591 -0.0123 0.088 Uiso 1 1 calc R . . C13 C 0.8863(4) 0.1000(3) 0.1049(2) 0.0733(9) Uani 1 1 d . . . H13A H 0.9898 0.0703 0.0999 0.088 Uiso 1 1 calc R . . C14 C 0.8119(3) 0.0914(3) 0.17878(19) 0.0585(7) Uani 1 1 d . . . H14A H 0.8657 0.0555 0.2241 0.070 Uiso 1 1 calc R . . C15 C 0.6567(3) 0.1357(2) 0.18741(15) 0.0471(6) Uani 1 1 d . . . C16 C 0.6012(3) -0.0319(2) 0.31567(16) 0.0504(6) Uani 1 1 d . . . C17 C 0.5760(4) -0.0681(3) 0.39634(19) 0.0717(9) Uani 1 1 d . . . H17A H 0.5504 -0.0150 0.4352 0.086 Uiso 1 1 calc R . . C18 C 0.5885(5) -0.1822(3) 0.4197(2) 0.0863(11) Uani 1 1 d . . . H18A H 0.5699 -0.2051 0.4740 0.104 Uiso 1 1 calc R . . C19 C 0.6275(5) -0.2609(3) 0.3643(3) 0.0930(12) Uani 1 1 d . . . H19A H 0.6369 -0.3378 0.3805 0.112 Uiso 1 1 calc R . . C20 C 0.6532(5) -0.2260(3) 0.2830(3) 0.0846(11) Uani 1 1 d . . . H20A H 0.6798 -0.2795 0.2445 0.101 Uiso 1 1 calc R . . C21 C 0.6395(4) -0.1124(3) 0.2595(2) 0.0652(8) Uani 1 1 d . . . H21A H 0.6562 -0.0894 0.2049 0.078 Uiso 1 1 calc R . . C22 C 0.6114(3) 0.1942(2) 0.35693(15) 0.0483(6) Uani 1 1 d . . . C23 C 0.5266(3) 0.3112(2) 0.36044(15) 0.0487(6) Uani 1 1 d . A . C24 C 0.5698(4) 0.3731(3) 0.41616(19) 0.0626(7) Uani 1 1 d . . . H24A H 0.5184 0.4506 0.4191 0.075 Uiso 1 1 calc R A . C25 C 0.6857(4) 0.3216(3) 0.4660(2) 0.0705(8) Uani 1 1 d . A . H25A H 0.7105 0.3644 0.5025 0.085 Uiso 1 1 calc R . . C26 C 0.7671(4) 0.2057(3) 0.4627(2) 0.0724(9) Uani 1 1 d . . . H26A H 0.8447 0.1711 0.4971 0.087 Uiso 1 1 calc R A . C27 C 0.7302(3) 0.1437(3) 0.40753(18) 0.0600(7) Uani 1 1 d . A . H27A H 0.7853 0.0670 0.4039 0.072 Uiso 1 1 calc R . . C28 C 0.3260(10) 0.4785(4) 0.3138(7) 0.056(2) Uani 0.520(10) 1 d PG A 1 C29 C 0.3704(9) 0.5617(6) 0.2629(6) 0.078(3) Uani 0.520(10) 1 d PG A 1 C30 C 0.2863(10) 0.6767(5) 0.2627(5) 0.079(3) Uani 0.520(10) 1 d PG A 1 H30A H 0.3160 0.7323 0.2287 0.095 Uiso 0.520(10) 1 calc PR A 1 C31 C 0.1578(10) 0.7085(4) 0.3133(5) 0.075(2) Uani 0.520(10) 1 d PGU A 1 C32 C 0.1134(8) 0.6254(6) 0.3641(5) 0.080(2) Uani 0.520(10) 1 d PGU A 1 H32A H 0.0274 0.6467 0.3979 0.096 Uiso 0.520(10) 1 calc PR A 1 C33 C 0.1975(10) 0.5103(5) 0.3643(6) 0.0737(19) Uani 0.520(10) 1 d PGU A 1 C34 C 0.5113(15) 0.5269(10) 0.2095(8) 0.090(3) Uani 0.520(10) 1 d PU A 1 H34A H 0.5550 0.4450 0.2168 0.135 Uiso 0.520(10) 1 calc PR A 1 H34B H 0.5807 0.5640 0.2240 0.135 Uiso 0.520(10) 1 calc PR A 1 H34C H 0.4880 0.5496 0.1535 0.135 Uiso 0.520(10) 1 calc PR A 1 C35 C 0.0643(15) 0.8347(8) 0.3142(8) 0.113(3) Uani 0.520(10) 1 d PU A 1 H35A H -0.0190 0.8409 0.3528 0.170 Uiso 0.520(10) 1 calc PR A 1 H35B H 0.0284 0.8635 0.2609 0.170 Uiso 0.520(10) 1 calc PR A 1 H35C H 0.1249 0.8788 0.3293 0.170 Uiso 0.520(10) 1 calc PR A 1 C36 C 0.1565(16) 0.4256(10) 0.4252(7) 0.093(3) Uani 0.520(10) 1 d PU A 1 H36A H 0.0660 0.4630 0.4550 0.139 Uiso 0.520(10) 1 calc PR A 1 H36B H 0.2354 0.3938 0.4622 0.139 Uiso 0.520(10) 1 calc PR A 1 H36C H 0.1416 0.3651 0.3980 0.139 Uiso 0.520(10) 1 calc PR A 1 C28' C 0.3485(12) 0.4807(5) 0.3040(8) 0.062(2) Uani 0.480(10) 1 d PGU A 2 C29' C 0.4156(10) 0.5454(7) 0.2479(7) 0.065(2) Uani 0.480(10) 1 d PGU A 2 C30' C 0.3532(10) 0.6640(6) 0.2364(5) 0.077(2) Uani 0.480(10) 1 d PGU A 2 H30B H 0.3981 0.7073 0.1989 0.092 Uiso 0.480(10) 1 calc PR A 2 C31' C 0.2237(10) 0.7180(4) 0.2808(5) 0.077(2) Uani 0.480(10) 1 d PGU A 2 C32' C 0.1566(9) 0.6533(6) 0.3369(5) 0.077(2) Uani 0.480(10) 1 d PGU A 2 H32B H 0.0699 0.6895 0.3666 0.093 Uiso 0.480(10) 1 calc PR A 2 C33' C 0.2190(11) 0.5347(6) 0.3484(6) 0.0663(19) Uani 0.480(10) 1 d PGU A 2 C34' C 0.5617(14) 0.4842(11) 0.2003(9) 0.089(3) Uani 0.480(10) 1 d PU A 2 H34D H 0.5887 0.4030 0.2159 0.133 Uiso 0.480(10) 1 calc PR A 2 H34E H 0.6403 0.5136 0.2125 0.133 Uiso 0.480(10) 1 calc PR A 2 H34F H 0.5465 0.4981 0.1429 0.133 Uiso 0.480(10) 1 calc PR A 2 C35' C 0.1570(18) 0.8517(9) 0.2687(9) 0.120(4) Uani 0.480(10) 1 d PU A 2 H35D H 0.0684 0.8758 0.3035 0.179 Uiso 0.480(10) 1 calc PR A 2 H35E H 0.1324 0.8747 0.2129 0.179 Uiso 0.480(10) 1 calc PR A 2 H35F H 0.2293 0.8868 0.2822 0.179 Uiso 0.480(10) 1 calc PR A 2 C36' C 0.1448(19) 0.4704(12) 0.4061(9) 0.097(3) Uani 0.480(10) 1 d PU A 2 H36D H 0.0579 0.5222 0.4305 0.146 Uiso 0.480(10) 1 calc PR A 2 H36E H 0.2118 0.4296 0.4476 0.146 Uiso 0.480(10) 1 calc PR A 2 H36F H 0.1154 0.4164 0.3785 0.146 Uiso 0.480(10) 1 calc PRU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0441(2) 0.0497(2) 0.0407(2) -0.01182(16) -0.00414(15) -0.01013(17) P1 0.0454(4) 0.0449(4) 0.0410(3) -0.0077(3) -0.0027(3) -0.0093(3) O1 0.0505(12) 0.111(2) 0.0945(17) -0.0134(15) -0.0073(11) -0.0293(13) C37 0.114(4) 0.114(4) 0.175(5) 0.009(4) 0.008(4) -0.071(3) C38 0.114(4) 0.151(5) 0.127(4) 0.033(4) -0.003(3) -0.036(4) C39 0.073(3) 0.146(5) 0.172(6) 0.013(4) -0.034(3) -0.028(3) C40 0.091(4) 0.237(8) 0.135(5) 0.090(5) -0.023(3) -0.034(4) N1 0.0523(12) 0.0580(13) 0.0388(10) -0.0090(9) -0.0053(9) -0.0096(10) N2 0.0573(13) 0.0454(11) 0.0511(12) -0.0118(9) -0.0110(10) -0.0113(10) C1 0.0539(14) 0.0625(16) 0.0361(12) -0.0078(11) -0.0020(10) -0.0137(12) C2 0.0599(16) 0.0617(16) 0.0409(13) -0.0098(11) -0.0038(11) -0.0139(13) C3 0.0617(17) 0.0768(19) 0.0490(15) -0.0121(13) -0.0060(12) -0.0219(15) C4 0.0594(17) 0.093(2) 0.0427(14) -0.0054(14) -0.0057(12) -0.0185(16) C5 0.077(2) 0.118(3) 0.062(2) -0.003(2) -0.0243(17) -0.019(2) C6 0.077(2) 0.080(2) 0.0490(16) 0.0080(15) -0.0111(14) -0.0140(17) C7 0.0631(17) 0.0613(17) 0.0487(14) -0.0003(12) -0.0042(12) -0.0132(14) C8 0.115(3) 0.062(2) 0.080(2) 0.0034(17) -0.018(2) -0.023(2) C9 0.095(2) 0.0606(18) 0.0645(18) -0.0055(14) -0.0201(17) -0.0233(17) C10 0.0521(14) 0.0474(13) 0.0458(13) -0.0109(10) 0.0011(10) -0.0149(11) C11 0.0729(19) 0.0735(19) 0.0471(15) -0.0046(13) 0.0038(13) -0.0283(16) C12 0.072(2) 0.093(2) 0.0621(18) -0.0130(17) 0.0198(16) -0.0378(18) C13 0.0499(16) 0.087(2) 0.083(2) -0.0162(18) 0.0130(15) -0.0216(16) C14 0.0517(15) 0.0623(17) 0.0629(17) -0.0104(13) -0.0021(12) -0.0176(13) C15 0.0515(14) 0.0477(13) 0.0449(13) -0.0103(10) 0.0020(10) -0.0182(11) C16 0.0475(13) 0.0491(14) 0.0522(14) -0.0034(11) -0.0018(11) -0.0114(11) C17 0.088(2) 0.0655(19) 0.0550(17) 0.0021(14) 0.0018(15) -0.0168(17) C18 0.106(3) 0.073(2) 0.075(2) 0.0150(18) 0.001(2) -0.028(2) C19 0.107(3) 0.060(2) 0.111(3) 0.012(2) -0.005(2) -0.031(2) C20 0.104(3) 0.0549(18) 0.097(3) -0.0152(18) 0.001(2) -0.0257(19) C21 0.078(2) 0.0524(16) 0.0673(18) -0.0075(13) -0.0010(15) -0.0224(15) C22 0.0485(13) 0.0573(15) 0.0409(12) -0.0072(11) -0.0049(10) -0.0167(11) C23 0.0493(14) 0.0561(15) 0.0430(13) -0.0096(11) -0.0037(10) -0.0170(12) C24 0.0733(19) 0.0626(17) 0.0593(16) -0.0143(13) -0.0133(14) -0.0258(15) C25 0.079(2) 0.082(2) 0.0624(18) -0.0149(15) -0.0192(15) -0.0341(18) C26 0.0621(18) 0.098(3) 0.0610(18) -0.0030(17) -0.0240(14) -0.0259(18) C27 0.0525(15) 0.0677(18) 0.0553(16) -0.0057(13) -0.0097(12) -0.0096(13) C28 0.067(5) 0.038(4) 0.066(5) -0.009(3) -0.036(4) -0.011(3) C29 0.091(7) 0.060(5) 0.094(7) -0.002(4) -0.038(5) -0.033(4) C30 0.095(8) 0.051(4) 0.098(7) -0.009(4) -0.031(6) -0.023(5) C31 0.089(4) 0.057(3) 0.079(4) -0.011(3) -0.041(3) -0.009(3) C32 0.082(4) 0.067(4) 0.084(4) -0.027(3) -0.021(3) -0.002(3) C33 0.080(4) 0.063(3) 0.076(4) -0.027(3) -0.012(3) -0.009(3) C34 0.102(7) 0.073(6) 0.107(6) -0.001(5) -0.019(5) -0.041(5) C35 0.132(6) 0.063(4) 0.129(6) -0.017(4) -0.051(5) 0.009(4) C36 0.098(5) 0.084(6) 0.076(5) -0.015(4) 0.020(4) -0.002(5) C28' 0.065(4) 0.058(5) 0.065(4) -0.019(4) -0.014(4) -0.016(4) C29' 0.068(4) 0.056(4) 0.076(4) -0.002(3) -0.019(4) -0.026(3) C30' 0.080(5) 0.065(4) 0.089(5) -0.005(4) -0.026(4) -0.024(4) C31' 0.085(5) 0.058(4) 0.087(4) -0.017(3) -0.031(4) -0.010(4) C32' 0.086(4) 0.064(4) 0.080(4) -0.020(3) -0.020(3) -0.012(3) C33' 0.067(3) 0.056(3) 0.076(4) -0.031(3) -0.012(3) -0.007(3) C34' 0.078(6) 0.080(6) 0.101(5) 0.008(5) 0.018(4) -0.026(5) C35' 0.145(7) 0.067(5) 0.141(7) -0.011(5) -0.040(6) -0.013(5) C36' 0.105(6) 0.087(6) 0.086(6) -0.036(5) 0.012(5) -0.004(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 1.945(2) . ? Fe1 N2 1.966(2) . ? Fe1 O1 2.063(2) . ? Fe1 P1 2.3671(9) . ? P1 C15 1.810(3) . ? P1 C22 1.816(3) . ? P1 C16 1.825(3) . ? O1 C39 1.394(5) . ? O1 C37 1.492(6) . ? C37 C38 1.346(8) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.360(8) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? N1 C10 1.386(3) . ? N1 C1 1.427(3) . ? N2 C23 1.374(3) . ? N2 C28' 1.426(5) . ? N2 C28 1.441(5) . ? C1 C7 1.395(4) . ? C1 C2 1.404(4) . ? C2 C3 1.400(4) . ? C2 C9 1.507(4) . ? C3 C4 1.373(5) . ? C3 H3A 0.9300 . ? C4 C6 1.372(5) . ? C4 C5 1.529(4) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.398(4) . ? C6 H6A 0.9300 . ? C7 C8 1.503(5) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.406(4) . ? C10 C15 1.420(4) . ? C11 C12 1.389(5) . ? C11 H11A 0.9300 . ? C12 C13 1.378(5) . ? C12 H12A 0.9300 . ? C13 C14 1.368(4) . ? C13 H13A 0.9300 . ? C14 C15 1.395(4) . ? C14 H14A 0.9300 . ? C16 C21 1.377(4) . ? C16 C17 1.383(4) . ? C17 C18 1.380(5) . ? C17 H17A 0.9300 . ? C18 C19 1.353(6) . ? C18 H18A 0.9300 . ? C19 C20 1.391(6) . ? C19 H19A 0.9300 . ? C20 C21 1.373(5) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? C22 C27 1.396(4) . ? C22 C23 1.417(4) . ? C23 C24 1.413(4) . ? C24 C25 1.370(5) . ? C24 H24A 0.9300 . ? C25 C26 1.397(5) . ? C25 H25A 0.9300 . ? C26 C27 1.377(5) . ? C26 H26A 0.9300 . ? C27 H27A 0.9300 . ? C28 C29 1.3900 . ? C28 C33 1.3900 . ? C29 C30 1.3900 . ? C29 C34 1.506(14) . ? C30 C31 1.3900 . ? C30 H30A 0.9300 . ? C31 C32 1.3900 . ? C31 C35 1.529(9) . ? C32 C33 1.3900 . ? C32 H32A 0.9300 . ? C33 C36 1.480(12) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C28' C29' 1.3900 . ? C28' C33' 1.3900 . ? C29' C30' 1.3900 . ? C29' C34' 1.548(12) . ? C30' C31' 1.3900 . ? C30' H30B 0.9300 . ? C31' C32' 1.3900 . ? C31' C35' 1.562(11) . ? C32' C33' 1.3900 . ? C32' H32B 0.9300 . ? C33' C36' 1.441(16) . ? C34' H34D 0.9600 . ? C34' H34E 0.9600 . ? C34' H34F 0.9600 . ? C35' H35D 0.9600 . ? C35' H35E 0.9600 . ? C35' H35F 0.9600 . ? C36' H36D 0.9600 . ? C36' H36E 0.9600 . ? C36' H36F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N2 124.35(10) . . ? N1 Fe1 O1 117.14(11) . . ? N2 Fe1 O1 117.56(11) . . ? N1 Fe1 P1 85.70(7) . . ? N2 Fe1 P1 82.76(7) . . ? O1 Fe1 P1 112.63(8) . . ? C15 P1 C22 108.17(12) . . ? C15 P1 C16 106.64(12) . . ? C22 P1 C16 108.70(13) . . ? C15 P1 Fe1 93.29(9) . . ? C22 P1 Fe1 99.02(9) . . ? C16 P1 Fe1 138.05(9) . . ? C39 O1 C37 108.9(4) . . ? C39 O1 Fe1 131.4(3) . . ? C37 O1 Fe1 119.6(3) . . ? C38 C37 O1 113.8(5) . . ? C38 C37 H37A 108.8 . . ? O1 C37 H37A 108.8 . . ? C38 C37 H37B 108.8 . . ? O1 C37 H37B 108.8 . . ? H37A C37 H37B 107.7 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 O1 106.1(5) . . ? C40 C39 H39A 110.5 . . ? O1 C39 H39A 110.5 . . ? C40 C39 H39B 110.5 . . ? O1 C39 H39B 110.5 . . ? H39A C39 H39B 108.7 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C10 N1 C1 118.9(2) . . ? C10 N1 Fe1 116.92(17) . . ? C1 N1 Fe1 123.67(18) . . ? C23 N2 C28' 117.0(6) . . ? C23 N2 C28 119.1(5) . . ? C28' N2 C28 10.5(7) . . ? C23 N2 Fe1 123.86(18) . . ? C28' N2 Fe1 118.4(6) . . ? C28 N2 Fe1 117.0(5) . . ? C7 C1 C2 120.3(3) . . ? C7 C1 N1 120.7(3) . . ? C2 C1 N1 118.9(2) . . ? C3 C2 C1 119.1(3) . . ? C3 C2 C9 120.3(3) . . ? C1 C2 C9 120.6(3) . . ? C4 C3 C2 121.4(3) . . ? C4 C3 H3A 119.3 . . ? C2 C3 H3A 119.3 . . ? C6 C4 C3 118.5(3) . . ? C6 C4 C5 121.9(3) . . ? C3 C4 C5 119.6(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C7 123.0(3) . . ? C4 C6 H6A 118.5 . . ? C7 C6 H6A 118.5 . . ? C1 C7 C6 117.8(3) . . ? C1 C7 C8 120.4(3) . . ? C6 C7 C8 121.8(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C2 C9 H9A 109.5 . . ? C2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 C11 123.0(3) . . ? N1 C10 C15 120.2(2) . . ? C11 C10 C15 116.9(3) . . ? C12 C11 C10 120.9(3) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C13 C12 C11 121.3(3) . . ? C13 C12 H12A 119.3 . . ? C11 C12 H12A 119.3 . . ? C14 C13 C12 119.2(3) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C13 C14 C15 121.2(3) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C14 C15 C10 120.6(2) . . ? C14 C15 P1 123.2(2) . . ? C10 C15 P1 116.20(19) . . ? C21 C16 C17 118.5(3) . . ? C21 C16 P1 120.6(2) . . ? C17 C16 P1 120.0(2) . . ? C18 C17 C16 120.6(3) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C19 C18 C17 120.7(4) . . ? C19 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? C18 C19 C20 119.5(3) . . ? C18 C19 H19A 120.3 . . ? C20 C19 H19A 120.3 . . ? C21 C20 C19 120.0(4) . . ? C21 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? C20 C21 C16 120.8(3) . . ? C20 C21 H21A 119.6 . . ? C16 C21 H21A 119.6 . . ? C27 C22 C23 120.8(2) . . ? C27 C22 P1 125.1(2) . . ? C23 C22 P1 114.13(19) . . ? N2 C23 C24 123.4(3) . . ? N2 C23 C22 119.8(2) . . ? C24 C23 C22 116.8(2) . . ? C25 C24 C23 121.5(3) . . ? C25 C24 H24A 119.2 . . ? C23 C24 H24A 119.2 . . ? C24 C25 C26 121.1(3) . . ? C24 C25 H25A 119.5 . . ? C26 C25 H25A 119.5 . . ? C27 C26 C25 118.8(3) . . ? C27 C26 H26A 120.6 . . ? C25 C26 H26A 120.6 . . ? C26 C27 C22 121.0(3) . . ? C26 C27 H27A 119.5 . . ? C22 C27 H27A 119.5 . . ? C29 C28 C33 120.0 . . ? C29 C28 N2 120.5(5) . . ? C33 C28 N2 119.4(5) . . ? C28 C29 C30 120.0 . . ? C28 C29 C34 119.7(6) . . ? C30 C29 C34 120.2(6) . . ? C31 C30 C29 120.0 . . ? C31 C30 H30A 120.0 . . ? C29 C30 H30A 120.0 . . ? C32 C31 C30 120.0 . . ? C32 C31 C35 119.3(7) . . ? C30 C31 C35 120.7(7) . . ? C33 C32 C31 120.0 . . ? C33 C32 H32A 120.0 . . ? C31 C32 H32A 120.0 . . ? C32 C33 C28 120.0 . . ? C32 C33 C36 118.6(6) . . ? C28 C33 C36 121.1(6) . . ? C29 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C31 C35 H35A 109.5 . . ? C31 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C31 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C29' C28' C33' 120.0 . . ? C29' C28' N2 119.5(6) . . ? C33' C28' N2 120.4(6) . . ? C28' C29' C30' 120.0 . . ? C28' C29' C34' 119.3(7) . . ? C30' C29' C34' 120.6(7) . . ? C31' C30' C29' 120.0 . . ? C31' C30' H30B 120.0 . . ? C29' C30' H30B 120.0 . . ? C30' C31' C32' 120.0 . . ? C30' C31' C35' 119.4(8) . . ? C32' C31' C35' 120.6(8) . . ? C33' C32' C31' 120.0 . . ? C33' C32' H32B 120.0 . . ? C31' C32' H32B 120.0 . . ? C32' C33' C28' 120.0 . . ? C32' C33' C36' 118.4(7) . . ? C28' C33' C36' 121.6(7) . . ? C29' C34' H34D 109.5 . . ? C29' C34' H34E 109.5 . . ? H34D C34' H34E 109.5 . . ? C29' C34' H34F 109.5 . . ? H34D C34' H34F 109.5 . . ? H34E C34' H34F 109.5 . . ? C31' C35' H35D 109.5 . . ? C31' C35' H35E 109.5 . . ? H35D C35' H35E 109.5 . . ? C31' C35' H35F 109.5 . . ? H35D C35' H35F 109.5 . . ? H35E C35' H35F 109.5 . . ? C33' C36' H36D 109.5 . . ? C33' C36' H36E 109.5 . . ? H36D C36' H36E 109.5 . . ? C33' C36' H36F 109.5 . . ? H36D C36' H36F 109.5 . . ? H36E C36' H36F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.525 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.074 data_2 _database_code_depnum_ccdc_archive 'CCDC 920393' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H58 Fe N3 O P' _chemical_formula_weight 803.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' 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)/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 9.7956(16) _cell_length_b 17.045(3) _cell_length_c 24.724(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.057(3) _cell_angle_gamma 90.00 _cell_volume 4104.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 3993 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 29.13 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 0.448 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9157 _exptl_absorpt_correction_T_max 0.9823 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(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 '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 40216 _diffrn_reflns_av_R_equivalents 0.1035 _diffrn_reflns_av_sigmaI/netI 0.1164 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 30.68 _reflns_number_total 12601 _reflns_number_gt 7560 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0611P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12601 _refine_ls_number_parameters 511 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1116 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1256 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.962 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.21401(4) 0.717463(19) 0.174868(13) 0.01528(9) Uani 1 1 d . . . N1 N 0.1267(2) 0.82411(11) 0.16465(8) 0.0179(4) Uani 1 1 d . . . N2 N 0.1293(2) 0.61871(11) 0.14440(8) 0.0179(4) Uani 1 1 d . . . N3 N 0.1765(2) 0.69804(11) 0.25230(8) 0.0166(4) Uani 1 1 d . . . O1 O 0.37585(18) 0.72917(10) 0.12214(7) 0.0237(4) Uani 1 1 d . . . P1 P 0.01212(6) 0.70713(3) 0.24619(2) 0.01432(13) Uani 1 1 d . . . C1 C 0.0176(3) 0.85048(13) 0.18980(9) 0.0175(5) Uani 1 1 d . . . C2 C -0.0351(3) 0.92773(14) 0.18108(10) 0.0225(5) Uani 1 1 d . . . H2 H 0.0133 0.9633 0.1605 0.027 Uiso 1 1 calc R . . C3 C -0.1523(3) 0.95298(15) 0.20105(10) 0.0260(6) Uani 1 1 d . . . H3 H -0.1823 1.0055 0.1945 0.031 Uiso 1 1 calc R . . C4 C -0.2285(3) 0.90313(15) 0.23084(10) 0.0244(6) Uani 1 1 d . . . H4 H -0.3133 0.9195 0.2425 0.029 Uiso 1 1 calc R . . C5 C -0.1769(3) 0.82904(14) 0.24284(10) 0.0196(5) Uani 1 1 d . . . H5 H -0.2271 0.7946 0.2636 0.024 Uiso 1 1 calc R . . C6 C -0.0529(3) 0.80273(13) 0.22549(9) 0.0171(5) Uani 1 1 d . . . C7 C -0.0644(2) 0.63427(13) 0.19890(9) 0.0159(5) Uani 1 1 d . . . C8 C -0.2012(3) 0.61551(15) 0.20489(10) 0.0208(5) Uani 1 1 d . . . H8 H -0.2490 0.6460 0.2289 0.025 Uiso 1 1 calc R . . C9 C -0.2695(3) 0.55397(15) 0.17698(10) 0.0236(5) Uani 1 1 d . . . H9 H -0.3629 0.5430 0.1811 0.028 Uiso 1 1 calc R . . C10 C -0.1970(3) 0.50908(15) 0.14296(11) 0.0253(6) Uani 1 1 d . . . H10 H -0.2397 0.4646 0.1253 0.030 Uiso 1 1 calc R . . C11 C -0.0645(3) 0.52766(15) 0.13423(10) 0.0238(5) Uani 1 1 d . . . H11 H -0.0179 0.4950 0.1110 0.029 Uiso 1 1 calc R . . C12 C 0.0059(3) 0.59431(13) 0.15877(9) 0.0177(5) Uani 1 1 d . . . C13 C 0.1974(3) 0.56729(14) 0.10965(10) 0.0189(5) Uani 1 1 d . . . C14 C 0.1679(3) 0.56987(16) 0.05310(10) 0.0254(6) Uani 1 1 d . . . C15 C 0.2350(3) 0.51833(17) 0.02100(11) 0.0327(7) Uani 1 1 d . . . H15 H 0.2122 0.5193 -0.0173 0.039 Uiso 1 1 calc R . . C16 C 0.3333(3) 0.46601(16) 0.04274(12) 0.0325(7) Uani 1 1 d . . . C17 C 0.3637(3) 0.46582(15) 0.09901(11) 0.0269(6) Uani 1 1 d . . . H17 H 0.4324 0.4311 0.1149 0.032 Uiso 1 1 calc R . . C18 C 0.2965(3) 0.51487(14) 0.13289(10) 0.0214(5) Uani 1 1 d . . . C19 C 0.3272(3) 0.50909(16) 0.19383(11) 0.0318(7) Uani 1 1 d . . . H19A H 0.3839 0.4626 0.2030 0.048 Uiso 1 1 calc R . . H19B H 0.2410 0.5047 0.2104 0.048 Uiso 1 1 calc R . . H19C H 0.3767 0.5562 0.2076 0.048 Uiso 1 1 calc R . . C20 C 0.4008(4) 0.40952(19) 0.00712(15) 0.0504(9) Uani 1 1 d . . . H20A H 0.3893 0.4283 -0.0305 0.076 Uiso 1 1 calc R . . H20B H 0.3582 0.3577 0.0090 0.076 Uiso 1 1 calc R . . H20C H 0.4989 0.4057 0.0197 0.076 Uiso 1 1 calc R . . C21 C 0.0606(4) 0.62593(19) 0.02674(11) 0.0378(7) Uani 1 1 d . . . H21A H 0.0469 0.6160 -0.0125 0.057 Uiso 1 1 calc R . . H21B H 0.0916 0.6801 0.0333 0.057 Uiso 1 1 calc R . . H21C H -0.0262 0.6179 0.0424 0.057 Uiso 1 1 calc R . . C22 C -0.0578(2) 0.68801(14) 0.31068(9) 0.0177(5) Uani 1 1 d . . . C23 C -0.0678(3) 0.74764(15) 0.34933(10) 0.0210(5) Uani 1 1 d . . . H23 H -0.0525 0.8007 0.3400 0.025 Uiso 1 1 calc R . . C24 C -0.1003(3) 0.72910(17) 0.40139(10) 0.0269(6) Uani 1 1 d . . . H24 H -0.1061 0.7697 0.4274 0.032 Uiso 1 1 calc R . . C25 C -0.1241(3) 0.65227(17) 0.41565(10) 0.0284(6) Uani 1 1 d . . . H25 H -0.1449 0.6400 0.4514 0.034 Uiso 1 1 calc R . . C26 C -0.1174(3) 0.59321(16) 0.37747(10) 0.0254(6) Uani 1 1 d . . . H26 H -0.1360 0.5405 0.3868 0.030 Uiso 1 1 calc R . . C27 C -0.0836(3) 0.61071(14) 0.32563(10) 0.0194(5) Uani 1 1 d . . . H27 H -0.0780 0.5696 0.3000 0.023 Uiso 1 1 calc R . . C28 C 0.1642(3) 0.87215(13) 0.12140(9) 0.0183(5) Uani 1 1 d . . . C29 C 0.2833(3) 0.91749(14) 0.12762(10) 0.0208(5) Uani 1 1 d . . . C30 C 0.3157(3) 0.96374(15) 0.08430(11) 0.0254(6) Uani 1 1 d . . . H30 H 0.3966 0.9949 0.0887 0.030 Uiso 1 1 calc R . . C31 C 0.2341(3) 0.96580(15) 0.03503(10) 0.0262(6) Uani 1 1 d . . . C32 C 0.1162(3) 0.91991(16) 0.02922(10) 0.0268(6) Uani 1 1 d . . . H32 H 0.0595 0.9206 -0.0044 0.032 Uiso 1 1 calc R . . C33 C 0.0790(3) 0.87285(15) 0.07140(10) 0.0218(5) Uani 1 1 d . . . C34 C -0.0503(3) 0.82480(17) 0.06481(11) 0.0298(6) Uani 1 1 d . . . H34A H -0.1210 0.8506 0.0837 0.045 Uiso 1 1 calc R . . H34B H -0.0316 0.7725 0.0804 0.045 Uiso 1 1 calc R . . H34C H -0.0825 0.8199 0.0261 0.045 Uiso 1 1 calc R . . C35 C 0.2722(4) 1.01905(17) -0.01002(12) 0.0374(7) Uani 1 1 d . . . H35A H 0.2678 1.0739 0.0016 0.056 Uiso 1 1 calc R . . H35B H 0.2078 1.0109 -0.0426 0.056 Uiso 1 1 calc R . . H35C H 0.3656 1.0069 -0.0182 0.056 Uiso 1 1 calc R . . C36 C 0.3742(3) 0.91783(17) 0.18089(11) 0.0315(7) Uani 1 1 d . . . H36A H 0.3230 0.9389 0.2096 0.047 Uiso 1 1 calc R . . H36B H 0.4550 0.9507 0.1774 0.047 Uiso 1 1 calc R . . H36C H 0.4037 0.8641 0.1902 0.047 Uiso 1 1 calc R . . C37 C 0.2769(2) 0.71397(13) 0.30044(9) 0.0144(4) Uani 1 1 d . . . C38 C 0.2646(3) 0.65429(14) 0.34651(9) 0.0187(5) Uani 1 1 d . . . H38A H 0.1729 0.6588 0.3596 0.022 Uiso 1 1 calc R . . H38B H 0.2741 0.6004 0.3324 0.022 Uiso 1 1 calc R . . C39 C 0.3757(3) 0.66899(16) 0.39372(10) 0.0240(6) Uani 1 1 d . . . H39 H 0.3642 0.6308 0.4236 0.029 Uiso 1 1 calc R . . C40 C 0.5182(3) 0.65854(16) 0.37441(11) 0.0249(6) Uani 1 1 d . . . H40A H 0.5285 0.6043 0.3610 0.030 Uiso 1 1 calc R . . H40B H 0.5901 0.6677 0.4050 0.030 Uiso 1 1 calc R . . C41 C 0.5345(3) 0.71745(15) 0.32853(10) 0.0214(5) Uani 1 1 d . . . H41 H 0.6264 0.7104 0.3150 0.026 Uiso 1 1 calc R . . C42 C 0.4211(3) 0.70383(15) 0.28168(9) 0.0197(5) Uani 1 1 d . . . H42A H 0.4298 0.6502 0.2671 0.024 Uiso 1 1 calc R . . H42B H 0.4327 0.7415 0.2520 0.024 Uiso 1 1 calc R . . C43 C 0.2687(3) 0.79794(14) 0.32240(10) 0.0208(5) Uani 1 1 d . . . H43A H 0.2805 0.8359 0.2929 0.025 Uiso 1 1 calc R . . H43B H 0.1771 0.8067 0.3349 0.025 Uiso 1 1 calc R . . C44 C 0.3800(3) 0.81172(15) 0.36983(11) 0.0255(6) Uani 1 1 d . . . H44 H 0.3717 0.8662 0.3840 0.031 Uiso 1 1 calc R . . C45 C 0.5221(3) 0.80095(16) 0.35016(11) 0.0274(6) Uani 1 1 d . . . H45A H 0.5348 0.8393 0.3210 0.033 Uiso 1 1 calc R . . H45B H 0.5943 0.8103 0.3806 0.033 Uiso 1 1 calc R . . C46 C 0.3619(3) 0.75283(17) 0.41507(11) 0.0297(6) Uani 1 1 d . . . H46A H 0.2704 0.7597 0.4280 0.036 Uiso 1 1 calc R . . H46B H 0.4325 0.7622 0.4461 0.036 Uiso 1 1 calc R . . C47 C 0.5088(3) 0.6946(2) 0.13639(13) 0.0443(9) Uani 1 1 d . . . H47A H 0.5090 0.6392 0.1242 0.053 Uiso 1 1 calc R . . H47B H 0.5328 0.6960 0.1763 0.053 Uiso 1 1 calc R . . C48 C 0.6102(3) 0.74162(19) 0.10846(12) 0.0336(7) Uani 1 1 d . . . H48A H 0.6800 0.7073 0.0945 0.040 Uiso 1 1 calc R . . H48B H 0.6569 0.7809 0.1334 0.040 Uiso 1 1 calc R . . C49 C 0.5207(3) 0.78155(17) 0.06162(12) 0.0322(6) Uani 1 1 d . . . H49A H 0.5208 0.8392 0.0664 0.039 Uiso 1 1 calc R . . H49B H 0.5539 0.7690 0.0262 0.039 Uiso 1 1 calc R . . C50 C 0.3781(3) 0.74791(18) 0.06501(11) 0.0294(6) Uani 1 1 d . . . H50A H 0.3064 0.7869 0.0530 0.035 Uiso 1 1 calc R . . H50B H 0.3634 0.7003 0.0422 0.035 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 0.01694(17) 0.01474(16) 0.01406(16) 0.00104(13) 0.00118(12) 0.00159(13) N1 0.0236(11) 0.0141(9) 0.0160(9) 0.0021(7) 0.0019(8) 0.0031(8) N2 0.0190(11) 0.0181(10) 0.0167(9) -0.0022(8) 0.0028(8) 0.0005(8) N3 0.0142(10) 0.0208(10) 0.0143(9) 0.0000(8) -0.0006(8) 0.0020(8) O1 0.0199(9) 0.0299(10) 0.0218(9) 0.0055(7) 0.0038(7) 0.0066(8) P1 0.0150(3) 0.0153(3) 0.0125(3) 0.0001(2) 0.0003(2) 0.0006(2) C1 0.0216(13) 0.0162(11) 0.0139(10) 0.0002(9) -0.0021(9) 0.0027(9) C2 0.0306(15) 0.0186(12) 0.0186(12) 0.0028(9) 0.0040(11) 0.0084(10) C3 0.0336(16) 0.0195(12) 0.0247(13) 0.0011(10) 0.0020(12) 0.0095(11) C4 0.0227(14) 0.0275(13) 0.0224(12) -0.0007(10) 0.0005(11) 0.0093(11) C5 0.0187(12) 0.0213(12) 0.0187(11) -0.0011(9) 0.0017(10) 0.0027(10) C6 0.0188(12) 0.0161(11) 0.0158(11) -0.0011(9) -0.0007(9) 0.0022(9) C7 0.0164(12) 0.0154(11) 0.0152(10) 0.0014(8) -0.0011(9) 0.0008(9) C8 0.0203(13) 0.0240(12) 0.0174(11) 0.0022(9) -0.0002(10) 0.0016(10) C9 0.0196(13) 0.0256(13) 0.0248(13) 0.0022(11) -0.0014(10) -0.0017(10) C10 0.0290(15) 0.0199(12) 0.0261(13) -0.0033(10) -0.0018(11) -0.0045(11) C11 0.0290(15) 0.0190(12) 0.0235(13) -0.0032(10) 0.0027(11) -0.0003(10) C12 0.0210(13) 0.0161(11) 0.0154(11) 0.0012(9) -0.0005(9) 0.0016(9) C13 0.0224(13) 0.0161(11) 0.0188(11) -0.0014(9) 0.0043(10) 0.0000(9) C14 0.0323(15) 0.0262(13) 0.0176(12) -0.0017(10) 0.0025(11) 0.0013(11) C15 0.0482(19) 0.0307(15) 0.0199(13) -0.0050(11) 0.0068(13) 0.0003(13) C16 0.0443(18) 0.0222(13) 0.0338(15) -0.0046(11) 0.0175(14) 0.0009(12) C17 0.0291(15) 0.0169(12) 0.0360(15) 0.0013(11) 0.0100(12) 0.0041(11) C18 0.0243(14) 0.0162(11) 0.0241(12) 0.0005(9) 0.0042(11) -0.0007(10) C19 0.0428(18) 0.0253(14) 0.0260(14) 0.0034(11) -0.0024(13) 0.0060(12) C20 0.074(3) 0.0325(17) 0.050(2) -0.0090(15) 0.0322(19) 0.0078(17) C21 0.050(2) 0.0404(17) 0.0208(14) 0.0010(12) -0.0063(13) 0.0089(15) C22 0.0168(12) 0.0210(11) 0.0153(11) 0.0012(9) 0.0015(9) 0.0010(9) C23 0.0194(13) 0.0244(12) 0.0187(12) 0.0001(10) 0.0003(10) -0.0009(10) C24 0.0238(14) 0.0401(16) 0.0162(12) -0.0048(11) -0.0003(10) -0.0014(12) C25 0.0257(14) 0.0440(16) 0.0155(12) 0.0038(11) 0.0024(10) -0.0025(12) C26 0.0243(14) 0.0295(14) 0.0220(13) 0.0063(11) 0.0008(11) -0.0039(11) C27 0.0174(12) 0.0207(12) 0.0193(11) 0.0013(9) -0.0012(10) -0.0004(9) C28 0.0245(13) 0.0145(11) 0.0162(11) 0.0014(9) 0.0036(10) 0.0050(9) C29 0.0241(13) 0.0182(12) 0.0204(12) 0.0005(9) 0.0032(10) 0.0019(10) C30 0.0287(15) 0.0200(12) 0.0284(14) 0.0054(10) 0.0078(12) -0.0010(11) C31 0.0368(16) 0.0226(13) 0.0212(12) 0.0056(10) 0.0117(12) 0.0116(12) C32 0.0380(17) 0.0281(14) 0.0141(11) 0.0002(10) 0.0012(11) 0.0117(12) C33 0.0273(14) 0.0212(12) 0.0167(11) -0.0001(9) 0.0023(10) 0.0078(10) C34 0.0331(16) 0.0300(14) 0.0243(13) -0.0030(11) -0.0065(12) -0.0004(12) C35 0.058(2) 0.0292(15) 0.0280(15) 0.0112(12) 0.0175(14) 0.0107(14) C36 0.0347(17) 0.0319(15) 0.0260(14) 0.0019(12) -0.0063(12) -0.0090(13) C37 0.0146(11) 0.0148(10) 0.0131(10) 0.0002(9) -0.0020(8) -0.0011(9) C38 0.0174(12) 0.0204(12) 0.0176(11) 0.0040(9) -0.0021(9) -0.0037(9) C39 0.0238(14) 0.0309(14) 0.0159(11) 0.0077(10) -0.0046(10) -0.0049(11) C40 0.0188(13) 0.0289(14) 0.0250(13) 0.0038(11) -0.0073(11) -0.0011(11) C41 0.0143(12) 0.0247(12) 0.0244(12) 0.0013(10) -0.0013(10) -0.0030(10) C42 0.0188(12) 0.0231(12) 0.0169(11) -0.0008(9) 0.0011(9) -0.0003(10) C43 0.0205(13) 0.0163(11) 0.0251(12) -0.0024(10) 0.0002(10) -0.0005(9) C44 0.0268(14) 0.0216(12) 0.0272(13) -0.0094(10) -0.0013(11) -0.0036(11) C45 0.0240(14) 0.0253(13) 0.0318(14) -0.0004(11) -0.0018(12) -0.0073(11) C46 0.0265(15) 0.0442(16) 0.0177(12) -0.0065(11) -0.0014(11) -0.0064(13) C47 0.0264(16) 0.069(2) 0.0388(18) 0.0224(16) 0.0108(14) 0.0178(16) C48 0.0249(15) 0.0477(18) 0.0284(15) -0.0006(13) 0.0034(12) -0.0017(13) C49 0.0368(17) 0.0313(15) 0.0309(14) 0.0058(12) 0.0146(13) 0.0041(13) C50 0.0285(15) 0.0389(16) 0.0212(13) 0.0008(11) 0.0047(11) 0.0066(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N2 1.989(2) . ? Fe1 N1 2.014(2) . ? Fe1 N3 2.015(2) . ? Fe1 O1 2.1653(18) . ? Fe1 P1 2.7905(8) . ? N1 C1 1.368(3) . ? N1 C28 1.426(3) . ? N2 C12 1.361(3) . ? N2 C13 1.439(3) . ? N3 C37 1.487(3) . ? N3 P1 1.609(2) . ? O1 C47 1.439(3) . ? O1 C50 1.451(3) . ? P1 C6 1.804(2) . ? P1 C7 1.813(2) . ? P1 C22 1.830(2) . ? C1 C2 1.422(3) . ? C1 C6 1.431(3) . ? C2 C3 1.367(4) . ? C2 H2 0.9500 . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.381(3) . ? C4 H4 0.9500 . ? C5 C6 1.403(3) . ? C5 H5 0.9500 . ? C7 C8 1.400(3) . ? C7 C12 1.438(3) . ? C8 C9 1.388(3) . ? C8 H8 0.9500 . ? C9 C10 1.387(4) . ? C9 H9 0.9500 . ? C10 C11 1.375(4) . ? C10 H10 0.9500 . ? C11 C12 1.430(3) . ? C11 H11 0.9500 . ? C13 C18 1.398(3) . ? C13 C14 1.398(3) . ? C14 C15 1.394(4) . ? C14 C21 1.516(4) . ? C15 C16 1.379(4) . ? C15 H15 0.9500 . ? C16 C17 1.392(4) . ? C16 C20 1.504(4) . ? C17 C18 1.396(4) . ? C17 H17 0.9500 . ? C18 C19 1.508(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.399(3) . ? C22 C23 1.406(3) . ? C23 C24 1.394(3) . ? C23 H23 0.9500 . ? C24 C25 1.382(4) . ? C24 H24 0.9500 . ? C25 C26 1.386(4) . ? C25 H25 0.9500 . ? C26 C27 1.389(3) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.394(4) . ? C28 C33 1.417(3) . ? C29 C30 1.393(3) . ? C29 C36 1.510(4) . ? C30 C31 1.385(4) . ? C30 H30 0.9500 . ? C31 C32 1.390(4) . ? C31 C35 1.514(4) . ? C32 C33 1.395(4) . ? C32 H32 0.9500 . ? C33 C34 1.502(4) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C43 1.536(3) . ? C37 C38 1.541(3) . ? C37 C42 1.542(3) . ? C38 C39 1.530(3) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.533(4) . ? C39 C46 1.534(4) . ? C39 H39 1.0000 . ? C40 C41 1.536(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C45 1.530(4) . ? C41 C42 1.536(3) . ? C41 H41 1.0000 . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.533(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C46 1.527(4) . ? C44 C45 1.533(4) . ? C44 H44 1.0000 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.500(4) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.536(4) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.520(4) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? 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 N2 Fe1 N1 124.18(8) . . ? N2 Fe1 N3 96.33(8) . . ? N1 Fe1 N3 98.61(8) . . ? N2 Fe1 O1 98.77(8) . . ? N1 Fe1 O1 99.77(8) . . ? N3 Fe1 O1 143.70(7) . . ? N2 Fe1 P1 83.73(6) . . ? N1 Fe1 P1 79.41(6) . . ? N3 Fe1 P1 34.57(6) . . ? O1 Fe1 P1 177.35(5) . . ? C1 N1 C28 115.35(19) . . ? C1 N1 Fe1 125.57(16) . . ? C28 N1 Fe1 118.21(15) . . ? C12 N2 C13 116.8(2) . . ? C12 N2 Fe1 120.41(16) . . ? C13 N2 Fe1 122.71(16) . . ? C37 N3 P1 128.97(16) . . ? C37 N3 Fe1 123.98(15) . . ? P1 N3 Fe1 100.14(10) . . ? C47 O1 C50 102.8(2) . . ? C47 O1 Fe1 121.06(16) . . ? C50 O1 Fe1 133.94(16) . . ? N3 P1 C6 115.70(11) . . ? N3 P1 C7 109.67(11) . . ? C6 P1 C7 109.04(11) . . ? N3 P1 C22 111.34(11) . . ? C6 P1 C22 104.75(11) . . ? C7 P1 C22 105.81(11) . . ? N3 P1 Fe1 45.29(7) . . ? C6 P1 Fe1 90.94(8) . . ? C7 P1 Fe1 84.74(8) . . ? C22 P1 Fe1 156.53(8) . . ? N1 C1 C2 121.6(2) . . ? N1 C1 C6 123.0(2) . . ? C2 C1 C6 115.4(2) . . ? C3 C2 C1 122.8(2) . . ? C3 C2 H2 118.6 . . ? C1 C2 H2 118.6 . . ? C2 C3 C4 121.1(2) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 117.8(2) . . ? C5 C4 H4 121.1 . . ? C3 C4 H4 121.1 . . ? C4 C5 C6 122.4(2) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C1 119.8(2) . . ? C5 C6 P1 119.54(18) . . ? C1 C6 P1 120.65(18) . . ? C8 C7 C12 119.9(2) . . ? C8 C7 P1 115.06(18) . . ? C12 C7 P1 125.02(18) . . ? C9 C8 C7 122.4(2) . . ? C9 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? C10 C9 C8 117.9(2) . . ? C10 C9 H9 121.0 . . ? C8 C9 H9 121.0 . . ? C11 C10 C9 121.4(2) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 122.5(2) . . ? C10 C11 H11 118.8 . . ? C12 C11 H11 118.8 . . ? N2 C12 C11 122.2(2) . . ? N2 C12 C7 122.6(2) . . ? C11 C12 C7 115.1(2) . . ? C18 C13 C14 119.5(2) . . ? C18 C13 N2 119.3(2) . . ? C14 C13 N2 121.2(2) . . ? C15 C14 C13 119.3(2) . . ? C15 C14 C21 120.0(2) . . ? C13 C14 C21 120.7(2) . . ? C16 C15 C14 122.5(3) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C15 C16 C17 117.2(3) . . ? C15 C16 C20 121.2(3) . . ? C17 C16 C20 121.6(3) . . ? C16 C17 C18 122.3(3) . . ? C16 C17 H17 118.9 . . ? C18 C17 H17 118.9 . . ? C17 C18 C13 119.1(2) . . ? C17 C18 C19 120.2(2) . . ? C13 C18 C19 120.6(2) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C14 C21 H21A 109.5 . . ? C14 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C14 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 118.3(2) . . ? C27 C22 P1 119.53(18) . . ? C23 C22 P1 121.54(19) . . ? C24 C23 C22 120.2(2) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 120.8(2) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C24 C25 C26 119.5(2) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C25 C26 C27 120.3(3) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C26 C27 C22 120.9(2) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.6 . . ? C29 C28 C33 120.1(2) . . ? C29 C28 N1 121.0(2) . . ? C33 C28 N1 119.0(2) . . ? C28 C29 C30 119.0(2) . . ? C28 C29 C36 120.5(2) . . ? C30 C29 C36 120.4(2) . . ? C31 C30 C29 122.2(3) . . ? C31 C30 H30 118.9 . . ? C29 C30 H30 118.9 . . ? C30 C31 C32 118.2(2) . . ? C30 C31 C35 119.9(3) . . ? C32 C31 C35 121.9(3) . . ? C31 C32 C33 121.8(2) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C32 C33 C28 118.7(3) . . ? C32 C33 C34 121.1(2) . . ? C28 C33 C34 120.2(2) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C31 C35 H35A 109.5 . . ? C31 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C31 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C29 C36 H36A 109.5 . . ? C29 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C29 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N3 C37 C43 113.45(18) . . ? N3 C37 C38 111.98(18) . . ? C43 C37 C38 110.04(19) . . ? N3 C37 C42 106.76(18) . . ? C43 C37 C42 107.15(19) . . ? C38 C37 C42 107.09(19) . . ? C39 C38 C37 110.54(19) . . ? C39 C38 H38A 109.5 . . ? C37 C38 H38A 109.5 . . ? C39 C38 H38B 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 108.1 . . ? C38 C39 C40 109.9(2) . . ? C38 C39 C46 109.5(2) . . ? C40 C39 C46 109.3(2) . . ? C38 C39 H39 109.3 . . ? C40 C39 H39 109.3 . . ? C46 C39 H39 109.3 . . ? C39 C40 C41 108.8(2) . . ? C39 C40 H40A 109.9 . . ? C41 C40 H40A 109.9 . . ? C39 C40 H40B 109.9 . . ? C41 C40 H40B 109.9 . . ? H40A C40 H40B 108.3 . . ? C45 C41 C42 109.1(2) . . ? C45 C41 C40 109.4(2) . . ? C42 C41 C40 109.6(2) . . ? C45 C41 H41 109.6 . . ? C42 C41 H41 109.6 . . ? C40 C41 H41 109.6 . . ? C41 C42 C37 111.6(2) . . ? C41 C42 H42A 109.3 . . ? C37 C42 H42A 109.3 . . ? C41 C42 H42B 109.3 . . ? C37 C42 H42B 109.3 . . ? H42A C42 H42B 108.0 . . ? C44 C43 C37 110.7(2) . . ? C44 C43 H43A 109.5 . . ? C37 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? C37 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? C46 C44 C43 109.4(2) . . ? C46 C44 C45 109.4(2) . . ? C43 C44 C45 109.6(2) . . ? C46 C44 H44 109.5 . . ? C43 C44 H44 109.5 . . ? C45 C44 H44 109.5 . . ? C41 C45 C44 109.3(2) . . ? C41 C45 H45A 109.8 . . ? C44 C45 H45A 109.8 . . ? C41 C45 H45B 109.8 . . ? C44 C45 H45B 109.8 . . ? H45A C45 H45B 108.3 . . ? C44 C46 C39 109.8(2) . . ? C44 C46 H46A 109.7 . . ? C39 C46 H46A 109.7 . . ? C44 C46 H46B 109.7 . . ? C39 C46 H46B 109.7 . . ? H46A C46 H46B 108.2 . . ? O1 C47 C48 107.1(2) . . ? O1 C47 H47A 110.3 . . ? C48 C47 H47A 110.3 . . ? O1 C47 H47B 110.3 . . ? C48 C47 H47B 110.3 . . ? H47A C47 H47B 108.6 . . ? C47 C48 C49 103.4(2) . . ? C47 C48 H48A 111.1 . . ? C49 C48 H48A 111.1 . . ? C47 C48 H48B 111.1 . . ? C49 C48 H48B 111.1 . . ? H48A C48 H48B 109.1 . . ? C50 C49 C48 104.2(2) . . ? C50 C49 H49A 110.9 . . ? C48 C49 H49A 110.9 . . ? C50 C49 H49B 110.9 . . ? C48 C49 H49B 110.9 . . ? H49A C49 H49B 108.9 . . ? O1 C50 C49 104.2(2) . . ? O1 C50 H50A 110.9 . . ? C49 C50 H50A 110.9 . . ? O1 C50 H50B 110.9 . . ? C49 C50 H50B 110.9 . . ? H50A C50 H50B 108.9 . . ? 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 N2 Fe1 N1 C1 73.5(2) . . . . ? N3 Fe1 N1 C1 -30.2(2) . . . . ? O1 Fe1 N1 C1 -178.80(18) . . . . ? P1 Fe1 N1 C1 -1.36(18) . . . . ? N2 Fe1 N1 C28 -95.25(19) . . . . ? N3 Fe1 N1 C28 161.01(17) . . . . ? O1 Fe1 N1 C28 12.45(18) . . . . ? P1 Fe1 N1 C28 -170.11(18) . . . . ? N1 Fe1 N2 C12 -60.3(2) . . . . ? N3 Fe1 N2 C12 44.60(18) . . . . ? O1 Fe1 N2 C12 -168.52(17) . . . . ? P1 Fe1 N2 C12 12.34(17) . . . . ? N1 Fe1 N2 C13 123.95(18) . . . . ? N3 Fe1 N2 C13 -131.14(18) . . . . ? O1 Fe1 N2 C13 15.75(19) . . . . ? P1 Fe1 N2 C13 -163.40(18) . . . . ? N2 Fe1 N3 C37 137.76(17) . . . . ? N1 Fe1 N3 C37 -96.19(18) . . . . ? O1 Fe1 N3 C37 23.6(2) . . . . ? P1 Fe1 N3 C37 -153.0(2) . . . . ? N2 Fe1 N3 P1 -69.24(10) . . . . ? N1 Fe1 N3 P1 56.81(11) . . . . ? O1 Fe1 N3 P1 176.55(9) . . . . ? N2 Fe1 O1 C47 -89.8(2) . . . . ? N1 Fe1 O1 C47 143.0(2) . . . . ? N3 Fe1 O1 C47 23.6(3) . . . . ? P1 Fe1 O1 C47 71.4(11) . . . . ? N2 Fe1 O1 C50 70.3(2) . . . . ? N1 Fe1 O1 C50 -56.8(2) . . . . ? N3 Fe1 O1 C50 -176.2(2) . . . . ? P1 Fe1 O1 C50 -128.4(10) . . . . ? C37 N3 P1 C6 87.8(2) . . . . ? Fe1 N3 P1 C6 -63.20(12) . . . . ? C37 N3 P1 C7 -148.36(19) . . . . ? Fe1 N3 P1 C7 60.61(12) . . . . ? C37 N3 P1 C22 -31.6(2) . . . . ? Fe1 N3 P1 C22 177.37(9) . . . . ? C37 N3 P1 Fe1 151.0(2) . . . . ? N2 Fe1 P1 N3 110.78(12) . . . . ? N1 Fe1 P1 N3 -122.68(12) . . . . ? O1 Fe1 P1 N3 -50.6(11) . . . . ? N2 Fe1 P1 C6 -122.78(10) . . . . ? N1 Fe1 P1 C6 3.77(9) . . . . ? N3 Fe1 P1 C6 126.45(13) . . . . ? O1 Fe1 P1 C6 75.9(11) . . . . ? N2 Fe1 P1 C7 -13.74(9) . . . . ? N1 Fe1 P1 C7 112.80(9) . . . . ? N3 Fe1 P1 C7 -124.52(12) . . . . ? O1 Fe1 P1 C7 -175.1(11) . . . . ? N2 Fe1 P1 C22 104.6(2) . . . . ? N1 Fe1 P1 C22 -128.8(2) . . . . ? N3 Fe1 P1 C22 -6.2(2) . . . . ? O1 Fe1 P1 C22 -56.8(11) . . . . ? C28 N1 C1 C2 -12.6(3) . . . . ? Fe1 N1 C1 C2 178.36(17) . . . . ? C28 N1 C1 C6 166.1(2) . . . . ? Fe1 N1 C1 C6 -2.9(3) . . . . ? N1 C1 C2 C3 173.0(2) . . . . ? C6 C1 C2 C3 -5.8(4) . . . . ? C1 C2 C3 C4 -0.9(4) . . . . ? C2 C3 C4 C5 4.5(4) . . . . ? C3 C4 C5 C6 -0.9(4) . . . . ? C4 C5 C6 C1 -6.1(4) . . . . ? C4 C5 C6 P1 176.50(19) . . . . ? N1 C1 C6 C5 -169.7(2) . . . . ? C2 C1 C6 C5 9.1(3) . . . . ? N1 C1 C6 P1 7.7(3) . . . . ? C2 C1 C6 P1 -173.51(17) . . . . ? N3 P1 C6 C5 -149.85(18) . . . . ? C7 P1 C6 C5 86.0(2) . . . . ? C22 P1 C6 C5 -26.9(2) . . . . ? Fe1 P1 C6 C5 170.77(18) . . . . ? N3 P1 C6 C1 32.8(2) . . . . ? C7 P1 C6 C1 -91.4(2) . . . . ? C22 P1 C6 C1 155.74(19) . . . . ? Fe1 P1 C6 C1 -6.62(19) . . . . ? N3 P1 C7 C8 156.92(17) . . . . ? C6 P1 C7 C8 -75.5(2) . . . . ? C22 P1 C7 C8 36.7(2) . . . . ? Fe1 P1 C7 C8 -164.63(18) . . . . ? N3 P1 C7 C12 -20.7(2) . . . . ? C6 P1 C7 C12 106.9(2) . . . . ? C22 P1 C7 C12 -140.9(2) . . . . ? Fe1 P1 C7 C12 17.76(19) . . . . ? C12 C7 C8 C9 6.3(4) . . . . ? P1 C7 C8 C9 -171.43(19) . . . . ? C7 C8 C9 C10 1.4(4) . . . . ? C8 C9 C10 C11 -4.1(4) . . . . ? C9 C10 C11 C12 -0.9(4) . . . . ? C13 N2 C12 C11 -9.8(3) . . . . ? Fe1 N2 C12 C11 174.26(18) . . . . ? C13 N2 C12 C7 171.4(2) . . . . ? Fe1 N2 C12 C7 -4.6(3) . . . . ? C10 C11 C12 N2 -170.8(2) . . . . ? C10 C11 C12 C7 8.1(4) . . . . ? C8 C7 C12 N2 168.3(2) . . . . ? P1 C7 C12 N2 -14.2(3) . . . . ? C8 C7 C12 C11 -10.6(3) . . . . ? P1 C7 C12 C11 166.89(18) . . . . ? C12 N2 C13 C18 -95.5(3) . . . . ? Fe1 N2 C13 C18 80.4(3) . . . . ? C12 N2 C13 C14 85.6(3) . . . . ? Fe1 N2 C13 C14 -98.5(3) . . . . ? C18 C13 C14 C15 2.0(4) . . . . ? N2 C13 C14 C15 -179.2(3) . . . . ? C18 C13 C14 C21 179.8(3) . . . . ? N2 C13 C14 C21 -1.4(4) . . . . ? C13 C14 C15 C16 -2.1(5) . . . . ? C21 C14 C15 C16 -179.9(3) . . . . ? C14 C15 C16 C17 0.4(5) . . . . ? C14 C15 C16 C20 178.2(3) . . . . ? C15 C16 C17 C18 1.3(4) . . . . ? C20 C16 C17 C18 -176.4(3) . . . . ? C16 C17 C18 C13 -1.4(4) . . . . ? C16 C17 C18 C19 176.4(3) . . . . ? C14 C13 C18 C17 -0.3(4) . . . . ? N2 C13 C18 C17 -179.1(2) . . . . ? C14 C13 C18 C19 -178.1(2) . . . . ? N2 C13 C18 C19 3.0(4) . . . . ? N3 P1 C22 C27 -83.8(2) . . . . ? C6 P1 C22 C27 150.47(19) . . . . ? C7 P1 C22 C27 35.3(2) . . . . ? Fe1 P1 C22 C27 -79.1(3) . . . . ? N3 P1 C22 C23 86.9(2) . . . . ? C6 P1 C22 C23 -38.9(2) . . . . ? C7 P1 C22 C23 -154.1(2) . . . . ? Fe1 P1 C22 C23 91.6(3) . . . . ? C27 C22 C23 C24 1.2(4) . . . . ? P1 C22 C23 C24 -169.6(2) . . . . ? C22 C23 C24 C25 -0.5(4) . . . . ? C23 C24 C25 C26 -0.9(4) . . . . ? C24 C25 C26 C27 1.6(4) . . . . ? C25 C26 C27 C22 -1.0(4) . . . . ? C23 C22 C27 C26 -0.4(4) . . . . ? P1 C22 C27 C26 170.5(2) . . . . ? C1 N1 C28 C29 107.4(3) . . . . ? Fe1 N1 C28 C29 -82.7(2) . . . . ? C1 N1 C28 C33 -73.1(3) . . . . ? Fe1 N1 C28 C33 96.8(2) . . . . ? C33 C28 C29 C30 0.7(4) . . . . ? N1 C28 C29 C30 -179.8(2) . . . . ? C33 C28 C29 C36 179.4(2) . . . . ? N1 C28 C29 C36 -1.1(4) . . . . ? C28 C29 C30 C31 -0.5(4) . . . . ? C36 C29 C30 C31 -179.2(3) . . . . ? C29 C30 C31 C32 0.0(4) . . . . ? C29 C30 C31 C35 178.1(3) . . . . ? C30 C31 C32 C33 0.2(4) . . . . ? C35 C31 C32 C33 -177.8(2) . . . . ? C31 C32 C33 C28 0.0(4) . . . . ? C31 C32 C33 C34 178.8(2) . . . . ? C29 C28 C33 C32 -0.4(4) . . . . ? N1 C28 C33 C32 -180.0(2) . . . . ? C29 C28 C33 C34 -179.3(2) . . . . ? N1 C28 C33 C34 1.2(3) . . . . ? P1 N3 C37 C43 -56.3(3) . . . . ? Fe1 N3 C37 C43 88.7(2) . . . . ? P1 N3 C37 C38 69.0(3) . . . . ? Fe1 N3 C37 C38 -146.05(17) . . . . ? P1 N3 C37 C42 -174.05(17) . . . . ? Fe1 N3 C37 C42 -29.1(2) . . . . ? N3 C37 C38 C39 176.1(2) . . . . ? C43 C37 C38 C39 -56.7(3) . . . . ? C42 C37 C38 C39 59.4(3) . . . . ? C37 C38 C39 C40 -61.7(3) . . . . ? C37 C38 C39 C46 58.5(3) . . . . ? C38 C39 C40 C41 59.9(3) . . . . ? C46 C39 C40 C41 -60.3(3) . . . . ? C39 C40 C41 C45 61.0(3) . . . . ? C39 C40 C41 C42 -58.5(3) . . . . ? C45 C41 C42 C37 -60.0(3) . . . . ? C40 C41 C42 C37 59.7(3) . . . . ? N3 C37 C42 C41 -178.98(19) . . . . ? C43 C37 C42 C41 59.2(2) . . . . ? C38 C37 C42 C41 -58.9(2) . . . . ? N3 C37 C43 C44 -176.8(2) . . . . ? C38 C37 C43 C44 56.9(3) . . . . ? C42 C37 C43 C44 -59.2(3) . . . . ? C37 C43 C44 C46 -58.9(3) . . . . ? C37 C43 C44 C45 61.1(3) . . . . ? C42 C41 C45 C44 59.0(3) . . . . ? C40 C41 C45 C44 -60.8(3) . . . . ? C46 C44 C45 C41 59.9(3) . . . . ? C43 C44 C45 C41 -60.0(3) . . . . ? C43 C44 C46 C39 60.5(3) . . . . ? C45 C44 C46 C39 -59.6(3) . . . . ? C38 C39 C46 C44 -60.5(3) . . . . ? C40 C39 C46 C44 60.0(3) . . . . ? C50 O1 C47 C48 40.4(3) . . . . ? Fe1 O1 C47 C48 -154.15(19) . . . . ? O1 C47 C48 C49 -21.7(3) . . . . ? C47 C48 C49 C50 -4.3(3) . . . . ? C47 O1 C50 C49 -42.3(3) . . . . ? Fe1 O1 C50 C49 155.07(18) . . . . ? C48 C49 C50 O1 28.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.68 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.711 _refine_diff_density_min -0.729 _refine_diff_density_rms 0.086 data_3a _database_code_depnum_ccdc_archive 'CCDC 920394' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H67 Fe N4 P' _chemical_formula_weight 858.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.748(3) _cell_length_b 15.275(4) _cell_length_c 16.494(4) _cell_angle_alpha 93.069(5) _cell_angle_beta 105.735(4) _cell_angle_gamma 106.566(5) _cell_volume 2473.1(11) _cell_formula_units_Z 2 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 2660 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 27.56 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.153 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.375 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8957 _exptl_absorpt_correction_T_max 0.9599 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(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 '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18718 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_sigmaI/netI 0.1131 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10723 _reflns_number_gt 6539 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0884P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10723 _refine_ls_number_parameters 547 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1139 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1823 _refine_ls_wR_factor_gt 0.1565 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.500 267 49 ' ' _platon_squeeze_details ; ; 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 0.36795(5) 0.35977(3) 0.31328(3) 0.01797(14) Uani 1 1 d . . . N1 N 0.4055(3) 0.4846(2) 0.27274(17) 0.0188(6) Uani 1 1 d . . . N2 N 0.5522(3) 0.3774(2) 0.39562(17) 0.0186(6) Uani 1 1 d . . . N3 N 0.2687(3) 0.3280(2) 0.40948(19) 0.0237(7) Uani 1 1 d . . . H3N H 0.2248 0.3719 0.4127 0.028 Uiso 1 1 calc R . . N5 N 0.3401(3) 0.28048(19) 0.20664(18) 0.0196(6) Uani 1 1 d . . . P1 P 0.54486(9) 0.49144(6) 0.25332(5) 0.0159(2) Uani 1 1 d . . . C1 C 0.6650(3) 0.4511(2) 0.4121(2) 0.0192(7) Uani 1 1 d . . . C2 C 0.7717(3) 0.4737(3) 0.4904(2) 0.0213(8) Uani 1 1 d . . . H2 H 0.7624 0.4365 0.5341 0.026 Uiso 1 1 calc R . . C3 C 0.8873(4) 0.5471(3) 0.5051(2) 0.0237(8) Uani 1 1 d . . . H3 H 0.9556 0.5600 0.5585 0.028 Uiso 1 1 calc R . . C4 C 0.9061(4) 0.6030(3) 0.4426(2) 0.0242(8) Uani 1 1 d . . . H4 H 0.9881 0.6524 0.4519 0.029 Uiso 1 1 calc R . . C5 C 0.8022(3) 0.5849(2) 0.3665(2) 0.0202(7) Uani 1 1 d . . . H5 H 0.8140 0.6230 0.3237 0.024 Uiso 1 1 calc R . . C6 C 0.6822(3) 0.5135(2) 0.3508(2) 0.0174(7) Uani 1 1 d . . . C7 C 0.5968(3) 0.5860(2) 0.1950(2) 0.0187(7) Uani 1 1 d . . . C8 C 0.6344(3) 0.6777(3) 0.2348(2) 0.0238(8) Uani 1 1 d . . . H8 H 0.6422 0.6893 0.2934 0.029 Uiso 1 1 calc R . . C9 C 0.6596(4) 0.7499(3) 0.1897(3) 0.0320(9) Uani 1 1 d . . . H9 H 0.6852 0.8112 0.2177 0.038 Uiso 1 1 calc R . . C10 C 0.6486(4) 0.7355(3) 0.1043(3) 0.0350(10) Uani 1 1 d . . . H10 H 0.6657 0.7861 0.0735 0.042 Uiso 1 1 calc R . . C11 C 0.6119(4) 0.6455(3) 0.0642(3) 0.0314(9) Uani 1 1 d . . . H11 H 0.6038 0.6344 0.0055 0.038 Uiso 1 1 calc R . . C12 C 0.5873(4) 0.5727(3) 0.1091(2) 0.0248(8) Uani 1 1 d . . . H12 H 0.5633 0.5117 0.0809 0.030 Uiso 1 1 calc R . . C13 C 0.5479(3) 0.3897(2) 0.1937(2) 0.0184(7) Uani 1 1 d . . . C14 C 0.6656(4) 0.4014(3) 0.1686(2) 0.0224(8) Uani 1 1 d . . . H14 H 0.7369 0.4584 0.1872 0.027 Uiso 1 1 calc R . . C15 C 0.6814(4) 0.3326(3) 0.1177(2) 0.0277(8) Uani 1 1 d . . . H15 H 0.7620 0.3421 0.1015 0.033 Uiso 1 1 calc R . . C16 C 0.5775(4) 0.2504(3) 0.0912(2) 0.0270(8) Uani 1 1 d . . . H16 H 0.5856 0.2036 0.0546 0.032 Uiso 1 1 calc R . . C17 C 0.4622(4) 0.2345(3) 0.1165(2) 0.0221(8) Uani 1 1 d . . . H17 H 0.3917 0.1773 0.0960 0.026 Uiso 1 1 calc R . . C18 C 0.4456(3) 0.3016(2) 0.1727(2) 0.0177(7) Uani 1 1 d . . . C19 C 0.2388(4) 0.1922(2) 0.1788(2) 0.0220(8) Uani 1 1 d . . . C20 C 0.1217(4) 0.1826(3) 0.1119(2) 0.0261(8) Uani 1 1 d . . . C21 C 0.0194(4) 0.0964(3) 0.0907(3) 0.0356(10) Uani 1 1 d . . . H21 H -0.0611 0.0891 0.0455 0.043 Uiso 1 1 calc R . . C22 C 0.0311(5) 0.0233(3) 0.1323(3) 0.0390(11) Uani 1 1 d . . . C23 C 0.1479(5) 0.0334(3) 0.1952(3) 0.0354(10) Uani 1 1 d . . . H23 H 0.1577 -0.0177 0.2237 0.042 Uiso 1 1 calc R . . C24 C 0.2539(4) 0.1165(3) 0.2192(2) 0.0272(8) Uani 1 1 d . . . C25 C 0.3818(4) 0.1233(3) 0.2880(3) 0.0315(9) Uani 1 1 d . . . H25A H 0.4597 0.1659 0.2757 0.047 Uiso 1 1 calc R . . H25B H 0.3940 0.0622 0.2903 0.047 Uiso 1 1 calc R . . H25C H 0.3754 0.1463 0.3428 0.047 Uiso 1 1 calc R . . C26 C -0.0861(5) -0.0683(3) 0.1088(3) 0.0599(16) Uani 1 1 d . . . H26A H -0.0487 -0.1200 0.1138 0.090 Uiso 1 1 calc R . . H26B H -0.1428 -0.0729 0.0502 0.090 Uiso 1 1 calc R . . H26C H -0.1415 -0.0705 0.1475 0.090 Uiso 1 1 calc R . . C27 C 0.1033(4) 0.2595(3) 0.0636(3) 0.0388(10) Uani 1 1 d . . . H27A H 0.1264 0.3157 0.1034 0.058 Uiso 1 1 calc R . . H27B H 0.0083 0.2437 0.0283 0.058 Uiso 1 1 calc R . . H27C H 0.1629 0.2699 0.0270 0.058 Uiso 1 1 calc R . . C28 C 0.5575(4) 0.3058(3) 0.4481(2) 0.0233(8) Uani 1 1 d . . . C29 C 0.4645(4) 0.2833(3) 0.4943(2) 0.0249(8) Uani 1 1 d . . . C30 C 0.4636(4) 0.2118(3) 0.5427(2) 0.0323(10) Uani 1 1 d . . . H30 H 0.4002 0.1972 0.5742 0.039 Uiso 1 1 calc R . . C31 C 0.5515(5) 0.1613(3) 0.5463(2) 0.0360(10) Uani 1 1 d . . . C32 C 0.6417(4) 0.1834(3) 0.4991(2) 0.0341(10) Uani 1 1 d . . . H32 H 0.7028 0.1487 0.5010 0.041 Uiso 1 1 calc R . . C33 C 0.6471(4) 0.2537(3) 0.4492(2) 0.0274(8) Uani 1 1 d . . . C34 C 0.7404(4) 0.2705(3) 0.3952(3) 0.0325(9) Uani 1 1 d . . . H34A H 0.8070 0.3322 0.4141 0.049 Uiso 1 1 calc R . . H34B H 0.6875 0.2662 0.3357 0.049 Uiso 1 1 calc R . . H34C H 0.7880 0.2242 0.4003 0.049 Uiso 1 1 calc R . . C35 C 0.5507(6) 0.0835(3) 0.6009(3) 0.0531(14) Uani 1 1 d . . . H35A H 0.5936 0.0419 0.5805 0.080 Uiso 1 1 calc R . . H35B H 0.4567 0.0491 0.5970 0.080 Uiso 1 1 calc R . . H35C H 0.6014 0.1098 0.6603 0.080 Uiso 1 1 calc R . . C36 C 0.3727(4) 0.3413(3) 0.4941(2) 0.0277(8) Uani 1 1 d . . . H36A H 0.3260 0.3250 0.5379 0.033 Uiso 1 1 calc R . . H36B H 0.4283 0.4071 0.5093 0.033 Uiso 1 1 calc R . . C37 C 0.2967(3) 0.5271(2) 0.2374(2) 0.0186(7) Uani 1 1 d . . . C38 C 0.3319(4) 0.6239(3) 0.2846(2) 0.0277(8) Uani 1 1 d . . . H38A H 0.4150 0.6646 0.2749 0.033 Uiso 1 1 calc R . . H38B H 0.3509 0.6214 0.3465 0.033 Uiso 1 1 calc R . . C39 C 0.2143(4) 0.6642(3) 0.2538(3) 0.0367(10) Uani 1 1 d . . . H39 H 0.2395 0.7276 0.2852 0.044 Uiso 1 1 calc R . . C40 C 0.0862(4) 0.6016(3) 0.2704(3) 0.0408(11) Uani 1 1 d . . . H40A H 0.1033 0.5994 0.3323 0.049 Uiso 1 1 calc R . . H40B H 0.0097 0.6268 0.2504 0.049 Uiso 1 1 calc R . . C41 C 0.0501(4) 0.5066(3) 0.2246(3) 0.0356(10) Uani 1 1 d . . . H41 H -0.0322 0.4658 0.2363 0.043 Uiso 1 1 calc R . . C42 C 0.1691(4) 0.4675(3) 0.2550(2) 0.0278(9) Uani 1 1 d . . . H42A H 0.1883 0.4645 0.3168 0.033 Uiso 1 1 calc R . . H42B H 0.1433 0.4039 0.2253 0.033 Uiso 1 1 calc R . . C43 C 0.2644(4) 0.5321(3) 0.1415(2) 0.0280(9) Uani 1 1 d . . . H43A H 0.3458 0.5720 0.1293 0.034 Uiso 1 1 calc R . . H43B H 0.2403 0.4697 0.1100 0.034 Uiso 1 1 calc R . . C44 C 0.1471(4) 0.5710(3) 0.1117(3) 0.0370(10) Uani 1 1 d . . . H44 H 0.1273 0.5735 0.0492 0.044 Uiso 1 1 calc R . . C45 C 0.1863(4) 0.6687(3) 0.1590(3) 0.0427(11) Uani 1 1 d . . . H45A H 0.2684 0.7088 0.1478 0.051 Uiso 1 1 calc R . . H45B H 0.1113 0.6952 0.1387 0.051 Uiso 1 1 calc R . . C46 C 0.0199(4) 0.5093(4) 0.1293(3) 0.0413(11) Uani 1 1 d . . . H46A H -0.0569 0.5340 0.1087 0.050 Uiso 1 1 calc R . . H46B H -0.0058 0.4462 0.0988 0.050 Uiso 1 1 calc R . . C47 C 0.1634(4) 0.2369(3) 0.3933(2) 0.0275(8) Uani 1 1 d . . . H47A H 0.1339 0.2266 0.4448 0.033 Uiso 1 1 calc R . . H47B H 0.2039 0.1883 0.3829 0.033 Uiso 1 1 calc R . . C48 C 0.0405(4) 0.2274(3) 0.3185(2) 0.0267(8) Uani 1 1 d . . . H48A H 0.0686 0.2346 0.2662 0.032 Uiso 1 1 calc R . . H48B H 0.0011 0.2770 0.3276 0.032 Uiso 1 1 calc R . . C49 C -0.0677(4) 0.1335(3) 0.3067(3) 0.0294(9) Uani 1 1 d . . . H49A H -0.0274 0.0844 0.2977 0.035 Uiso 1 1 calc R . . H49B H -0.0936 0.1264 0.3598 0.035 Uiso 1 1 calc R . . C50 C -0.1950(4) 0.1195(3) 0.2332(2) 0.0304(9) Uani 1 1 d . . . H50A H -0.1714 0.1178 0.1793 0.036 Uiso 1 1 calc R . . H50B H -0.2287 0.1729 0.2381 0.036 Uiso 1 1 calc R . . C51 C -0.3081(4) 0.0316(3) 0.2297(3) 0.0342(9) Uani 1 1 d . . . H51A H -0.2721 -0.0212 0.2294 0.041 Uiso 1 1 calc R . . H51B H -0.3361 0.0355 0.2818 0.041 Uiso 1 1 calc R . . C52 C -0.4315(4) 0.0133(3) 0.1532(3) 0.0312(9) Uani 1 1 d . . . H52A H -0.4035 0.0082 0.1011 0.037 Uiso 1 1 calc R . . H52B H -0.4657 0.0671 0.1527 0.037 Uiso 1 1 calc R . . C53 C -0.5476(4) -0.0732(3) 0.1494(3) 0.0397(11) Uani 1 1 d . . . H53A H -0.5167 -0.1278 0.1439 0.048 Uiso 1 1 calc R . . H53B H -0.5704 -0.0711 0.2036 0.048 Uiso 1 1 calc R . . C54 C -0.6735(4) -0.0845(3) 0.0770(3) 0.0386(10) Uani 1 1 d . . . H54A H -0.7024 -0.0294 0.0805 0.058 Uiso 1 1 calc R . . H54B H -0.7463 -0.1388 0.0803 0.058 Uiso 1 1 calc R . . H54C H -0.6540 -0.0926 0.0229 0.058 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 0.0186(3) 0.0197(3) 0.0135(3) -0.00042(19) 0.00459(19) 0.0035(2) N1 0.0217(15) 0.0201(16) 0.0131(14) 0.0020(11) 0.0026(11) 0.0067(12) N2 0.0204(15) 0.0194(15) 0.0152(15) 0.0028(11) 0.0066(11) 0.0040(12) N3 0.0215(16) 0.0267(17) 0.0228(16) 0.0013(13) 0.0099(13) 0.0046(13) N5 0.0198(15) 0.0177(15) 0.0168(15) -0.0022(11) 0.0046(12) 0.0009(12) P1 0.0161(4) 0.0172(5) 0.0117(4) 0.0009(3) 0.0029(3) 0.0024(3) C1 0.0186(17) 0.0225(19) 0.0166(18) 0.0003(14) 0.0051(13) 0.0071(14) C2 0.0221(18) 0.029(2) 0.0138(17) 0.0036(14) 0.0049(14) 0.0105(16) C3 0.0223(19) 0.031(2) 0.0161(18) -0.0029(15) 0.0006(14) 0.0119(16) C4 0.0177(18) 0.028(2) 0.0230(19) -0.0006(15) 0.0038(14) 0.0047(15) C5 0.0194(17) 0.0219(19) 0.0197(18) 0.0021(14) 0.0084(14) 0.0050(14) C6 0.0164(17) 0.0215(18) 0.0150(17) 0.0002(13) 0.0042(13) 0.0076(14) C7 0.0173(17) 0.0167(18) 0.0193(18) 0.0024(13) 0.0042(14) 0.0023(14) C8 0.0195(18) 0.026(2) 0.0185(18) -0.0020(14) -0.0003(14) 0.0033(15) C9 0.031(2) 0.0140(19) 0.037(2) -0.0014(16) -0.0021(17) -0.0016(16) C10 0.034(2) 0.026(2) 0.033(2) 0.0105(18) 0.0007(18) -0.0011(18) C11 0.032(2) 0.030(2) 0.023(2) 0.0051(16) 0.0065(16) -0.0029(17) C12 0.026(2) 0.023(2) 0.0194(19) 0.0022(15) 0.0049(15) 0.0016(16) C13 0.0198(17) 0.0215(18) 0.0115(16) 0.0021(13) 0.0015(13) 0.0059(14) C14 0.0201(18) 0.0243(19) 0.0215(19) 0.0009(15) 0.0059(14) 0.0055(15) C15 0.025(2) 0.031(2) 0.031(2) 0.0040(17) 0.0151(16) 0.0100(17) C16 0.036(2) 0.024(2) 0.025(2) 0.0002(15) 0.0127(16) 0.0127(17) C17 0.028(2) 0.0214(19) 0.0162(18) 0.0016(14) 0.0050(14) 0.0081(15) C18 0.0217(18) 0.0179(18) 0.0120(16) 0.0026(13) 0.0024(13) 0.0064(14) C19 0.0222(18) 0.0177(18) 0.0236(19) -0.0055(14) 0.0104(15) 0.0003(15) C20 0.0217(19) 0.030(2) 0.0211(19) -0.0071(15) 0.0082(15) -0.0006(16) C21 0.030(2) 0.036(2) 0.029(2) -0.0138(18) 0.0103(18) -0.0050(18) C22 0.042(3) 0.027(2) 0.039(3) -0.0126(18) 0.025(2) -0.0116(19) C23 0.050(3) 0.021(2) 0.032(2) -0.0036(17) 0.022(2) -0.0015(19) C24 0.037(2) 0.023(2) 0.022(2) -0.0024(15) 0.0153(17) 0.0043(17) C25 0.044(2) 0.022(2) 0.028(2) 0.0027(16) 0.0091(18) 0.0106(18) C26 0.062(3) 0.037(3) 0.058(3) -0.023(2) 0.034(3) -0.028(2) C27 0.038(2) 0.038(3) 0.030(2) -0.0020(18) -0.0047(18) 0.009(2) C28 0.027(2) 0.025(2) 0.0133(17) 0.0010(14) 0.0018(14) 0.0050(16) C29 0.033(2) 0.024(2) 0.0106(17) -0.0042(14) 0.0039(15) 0.0011(16) C30 0.049(3) 0.024(2) 0.0144(19) 0.0008(15) 0.0100(17) -0.0032(18) C31 0.050(3) 0.025(2) 0.020(2) 0.0032(16) -0.0024(18) 0.0055(19) C32 0.042(2) 0.028(2) 0.024(2) -0.0014(17) -0.0045(17) 0.0138(19) C33 0.033(2) 0.024(2) 0.0180(19) -0.0044(15) -0.0019(15) 0.0071(16) C34 0.035(2) 0.031(2) 0.031(2) -0.0030(17) 0.0049(17) 0.0143(18) C35 0.085(4) 0.030(3) 0.031(3) 0.011(2) 0.003(2) 0.011(2) C36 0.035(2) 0.032(2) 0.0143(18) -0.0027(15) 0.0108(15) 0.0063(17) C37 0.0157(17) 0.0228(19) 0.0139(17) -0.0002(13) 0.0005(13) 0.0048(14) C38 0.026(2) 0.027(2) 0.027(2) -0.0056(16) 0.0030(16) 0.0102(16) C39 0.035(2) 0.036(2) 0.039(3) -0.0022(19) 0.0026(18) 0.020(2) C40 0.037(2) 0.069(3) 0.030(2) 0.007(2) 0.0116(19) 0.036(2) C41 0.019(2) 0.058(3) 0.030(2) 0.011(2) 0.0056(16) 0.0130(19) C42 0.0220(19) 0.032(2) 0.027(2) 0.0068(17) 0.0060(15) 0.0063(16) C43 0.0231(19) 0.043(2) 0.0156(19) 0.0025(16) 0.0031(14) 0.0089(17) C44 0.029(2) 0.064(3) 0.019(2) 0.014(2) 0.0037(16) 0.019(2) C45 0.029(2) 0.053(3) 0.053(3) 0.025(2) 0.011(2) 0.021(2) C46 0.023(2) 0.068(3) 0.027(2) 0.005(2) -0.0039(17) 0.016(2) C47 0.029(2) 0.025(2) 0.028(2) 0.0073(16) 0.0118(16) 0.0037(16) C48 0.028(2) 0.024(2) 0.028(2) 0.0015(16) 0.0131(16) 0.0037(16) C49 0.026(2) 0.030(2) 0.033(2) 0.0031(17) 0.0115(17) 0.0080(17) C50 0.033(2) 0.029(2) 0.029(2) 0.0014(17) 0.0131(17) 0.0065(18) C51 0.032(2) 0.029(2) 0.038(2) 0.0062(18) 0.0066(18) 0.0083(18) C52 0.035(2) 0.030(2) 0.028(2) 0.0021(17) 0.0087(17) 0.0103(18) C53 0.037(2) 0.031(2) 0.042(3) 0.0078(19) 0.0030(19) 0.0033(19) C54 0.037(2) 0.034(2) 0.038(3) -0.0002(19) 0.0033(19) 0.0078(19) _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 N5 1.982(3) . ? Fe1 N2 2.009(3) . ? Fe1 N1 2.022(3) . ? Fe1 N3 2.144(3) . ? Fe1 P1 2.7733(10) . ? N1 C37 1.494(4) . ? N1 P1 1.591(3) . ? N2 C1 1.350(4) . ? N2 C28 1.435(4) . ? N3 C47 1.479(5) . ? N3 C36 1.494(5) . ? N3 H3N 0.9300 . ? N5 C18 1.364(4) . ? N5 C19 1.428(4) . ? P1 C6 1.802(3) . ? P1 C13 1.808(4) . ? P1 C7 1.817(3) . ? C1 C2 1.423(5) . ? C1 C6 1.439(5) . ? C2 C3 1.369(5) . ? C2 H2 0.9500 . ? C3 C4 1.394(5) . ? C3 H3 0.9500 . ? C4 C5 1.388(5) . ? C4 H4 0.9500 . ? C5 C6 1.381(5) . ? C5 H5 0.9500 . ? C7 C12 1.392(5) . ? C7 C8 1.411(5) . ? C8 C9 1.368(5) . ? C8 H8 0.9500 . ? C9 C10 1.381(6) . ? C9 H9 0.9500 . ? C10 C11 1.391(6) . ? C10 H10 0.9500 . ? C11 C12 1.372(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.402(5) . ? C13 C18 1.427(5) . ? C14 C15 1.387(5) . ? C14 H14 0.9500 . ? C15 C16 1.375(5) . ? C15 H15 0.9500 . ? C16 C17 1.374(5) . ? C16 H16 0.9500 . ? C17 C18 1.426(5) . ? C17 H17 0.9500 . ? C19 C24 1.393(5) . ? C19 C20 1.396(5) . ? C20 C21 1.408(5) . ? C20 C27 1.484(6) . ? C21 C22 1.360(6) . ? C21 H21 0.9500 . ? C22 C23 1.357(6) . ? C22 C26 1.539(5) . ? C23 C24 1.393(5) . ? C23 H23 0.9500 . ? C24 C25 1.499(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.396(5) . ? C28 C33 1.409(5) . ? C29 C30 1.386(5) . ? C29 C36 1.501(5) . ? C30 C31 1.370(6) . ? C30 H30 0.9500 . ? C31 C32 1.382(6) . ? C31 C35 1.529(5) . ? C32 C33 1.386(5) . ? C32 H32 0.9500 . ? C33 C34 1.493(6) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C42 1.525(5) . ? C37 C38 1.528(5) . ? C37 C43 1.537(5) . ? C38 C39 1.537(5) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C45 1.520(6) . ? C39 C40 1.539(6) . ? C39 H39 1.0000 . ? C40 C41 1.493(6) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C46 1.521(6) . ? C41 C42 1.538(5) . ? C41 H41 1.0000 . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.518(5) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C46 1.532(6) . ? C44 C45 1.534(7) . ? C44 H44 1.0000 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.509(5) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.531(5) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.514(5) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.518(5) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.508(5) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.522(5) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.503(6) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1 N2 111.10(12) . . ? N5 Fe1 N1 99.72(12) . . ? N2 Fe1 N1 98.80(11) . . ? N5 Fe1 N3 127.98(12) . . ? N2 Fe1 N3 92.36(11) . . ? N1 Fe1 N3 122.49(12) . . ? N5 Fe1 P1 84.64(8) . . ? N2 Fe1 P1 75.65(8) . . ? N1 Fe1 P1 34.44(8) . . ? N3 Fe1 P1 147.24(9) . . ? C37 N1 P1 132.0(2) . . ? C37 N1 Fe1 123.1(2) . . ? P1 N1 Fe1 99.60(14) . . ? C1 N2 C28 117.4(3) . . ? C1 N2 Fe1 128.0(2) . . ? C28 N2 Fe1 114.4(2) . . ? C47 N3 C36 111.1(3) . . ? C47 N3 Fe1 116.2(2) . . ? C36 N3 Fe1 109.8(2) . . ? C47 N3 H3N 106.4 . . ? C36 N3 H3N 106.4 . . ? Fe1 N3 H3N 106.4 . . ? C18 N5 C19 118.6(3) . . ? C18 N5 Fe1 115.5(2) . . ? C19 N5 Fe1 123.5(2) . . ? N1 P1 C6 110.76(15) . . ? N1 P1 C13 115.63(16) . . ? C6 P1 C13 105.55(16) . . ? N1 P1 C7 113.06(15) . . ? C6 P1 C7 105.26(15) . . ? C13 P1 C7 105.78(16) . . ? N1 P1 Fe1 45.96(10) . . ? C6 P1 Fe1 93.19(11) . . ? C13 P1 Fe1 81.64(11) . . ? C7 P1 Fe1 157.03(11) . . ? N2 C1 C2 123.2(3) . . ? N2 C1 C6 121.0(3) . . ? C2 C1 C6 115.8(3) . . ? C3 C2 C1 122.4(3) . . ? C3 C2 H2 118.8 . . ? C1 C2 H2 118.8 . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 118.3(3) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C6 C5 C4 122.3(3) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C1 120.1(3) . . ? C5 C6 P1 122.6(3) . . ? C1 C6 P1 117.3(2) . . ? C12 C7 C8 117.4(3) . . ? C12 C7 P1 122.9(3) . . ? C8 C7 P1 119.3(3) . . ? C9 C8 C7 120.6(3) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 121.2(4) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C9 C10 C11 118.9(4) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? C12 C11 C10 120.3(4) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C7 121.6(4) . . ? C11 C12 H12 119.2 . . ? C7 C12 H12 119.2 . . ? C14 C13 C18 119.3(3) . . ? C14 C13 P1 114.3(3) . . ? C18 C13 P1 126.4(3) . . ? C15 C14 C13 122.2(3) . . ? C15 C14 H14 118.9 . . ? C13 C14 H14 118.9 . . ? C16 C15 C14 118.4(3) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C17 C16 C15 121.6(4) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 121.6(3) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? N5 C18 C17 121.0(3) . . ? N5 C18 C13 122.5(3) . . ? C17 C18 C13 116.4(3) . . ? C24 C19 C20 119.8(3) . . ? C24 C19 N5 120.8(3) . . ? C20 C19 N5 119.4(3) . . ? C19 C20 C21 117.8(4) . . ? C19 C20 C27 122.2(3) . . ? C21 C20 C27 120.1(4) . . ? C22 C21 C20 122.6(4) . . ? C22 C21 H21 118.7 . . ? C20 C21 H21 118.7 . . ? C23 C22 C21 118.4(4) . . ? C23 C22 C26 121.0(5) . . ? C21 C22 C26 120.5(5) . . ? C22 C23 C24 122.1(4) . . ? C22 C23 H23 119.0 . . ? C24 C23 H23 119.0 . . ? C23 C24 C19 119.2(4) . . ? C23 C24 C25 119.9(4) . . ? C19 C24 C25 121.0(3) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C22 C26 H26A 109.5 . . ? C22 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C22 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C33 119.5(3) . . ? C29 C28 N2 118.5(3) . . ? C33 C28 N2 121.9(3) . . ? C30 C29 C28 119.7(4) . . ? C30 C29 C36 121.6(3) . . ? C28 C29 C36 118.6(3) . . ? C31 C30 C29 122.0(4) . . ? C31 C30 H30 119.0 . . ? C29 C30 H30 119.0 . . ? C30 C31 C32 117.7(4) . . ? C30 C31 C35 121.4(4) . . ? C32 C31 C35 120.9(4) . . ? C31 C32 C33 123.1(4) . . ? C31 C32 H32 118.5 . . ? C33 C32 H32 118.5 . . ? C32 C33 C28 118.0(4) . . ? C32 C33 C34 120.7(4) . . ? C28 C33 C34 121.2(3) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C31 C35 H35A 109.5 . . ? C31 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C31 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N3 C36 C29 112.1(3) . . ? N3 C36 H36A 109.2 . . ? C29 C36 H36A 109.2 . . ? N3 C36 H36B 109.2 . . ? C29 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? N1 C37 C42 106.1(3) . . ? N1 C37 C38 110.9(3) . . ? C42 C37 C38 107.2(3) . . ? N1 C37 C43 114.9(3) . . ? C42 C37 C43 108.7(3) . . ? C38 C37 C43 108.7(3) . . ? C37 C38 C39 110.9(3) . . ? C37 C38 H38A 109.5 . . ? C39 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? C39 C38 H38B 109.5 . . ? H38A C38 H38B 108.0 . . ? C45 C39 C38 109.3(3) . . ? C45 C39 C40 109.4(3) . . ? C38 C39 C40 109.2(3) . . ? C45 C39 H39 109.6 . . ? C38 C39 H39 109.6 . . ? C40 C39 H39 109.6 . . ? C41 C40 C39 109.6(3) . . ? C41 C40 H40A 109.8 . . ? C39 C40 H40A 109.8 . . ? C41 C40 H40B 109.8 . . ? C39 C40 H40B 109.8 . . ? H40A C40 H40B 108.2 . . ? C40 C41 C46 109.9(4) . . ? C40 C41 C42 110.0(3) . . ? C46 C41 C42 108.9(3) . . ? C40 C41 H41 109.3 . . ? C46 C41 H41 109.3 . . ? C42 C41 H41 109.3 . . ? C37 C42 C41 111.2(3) . . ? C37 C42 H42A 109.4 . . ? C41 C42 H42A 109.4 . . ? C37 C42 H42B 109.4 . . ? C41 C42 H42B 109.4 . . ? H42A C42 H42B 108.0 . . ? C44 C43 C37 110.4(3) . . ? C44 C43 H43A 109.6 . . ? C37 C43 H43A 109.6 . . ? C44 C43 H43B 109.6 . . ? C37 C43 H43B 109.6 . . ? H43A C43 H43B 108.1 . . ? C43 C44 C46 110.1(4) . . ? C43 C44 C45 109.4(3) . . ? C46 C44 C45 109.6(4) . . ? C43 C44 H44 109.3 . . ? C46 C44 H44 109.3 . . ? C45 C44 H44 109.3 . . ? C39 C45 C44 109.0(3) . . ? C39 C45 H45A 109.9 . . ? C44 C45 H45A 109.9 . . ? C39 C45 H45B 109.9 . . ? C44 C45 H45B 109.9 . . ? H45A C45 H45B 108.3 . . ? C41 C46 C44 109.0(3) . . ? C41 C46 H46A 109.9 . . ? C44 C46 H46A 109.9 . . ? C41 C46 H46B 109.9 . . ? C44 C46 H46B 109.9 . . ? H46A C46 H46B 108.3 . . ? N3 C47 C48 113.4(3) . . ? N3 C47 H47A 108.9 . . ? C48 C47 H47A 108.9 . . ? N3 C47 H47B 108.9 . . ? C48 C47 H47B 108.9 . . ? H47A C47 H47B 107.7 . . ? C47 C48 C49 111.3(3) . . ? C47 C48 H48A 109.4 . . ? C49 C48 H48A 109.4 . . ? C47 C48 H48B 109.4 . . ? C49 C48 H48B 109.4 . . ? H48A C48 H48B 108.0 . . ? C50 C49 C48 114.3(3) . . ? C50 C49 H49A 108.7 . . ? C48 C49 H49A 108.7 . . ? C50 C49 H49B 108.7 . . ? C48 C49 H49B 108.7 . . ? H49A C49 H49B 107.6 . . ? C49 C50 C51 113.5(3) . . ? C49 C50 H50A 108.9 . . ? C51 C50 H50A 108.9 . . ? C49 C50 H50B 108.9 . . ? C51 C50 H50B 108.9 . . ? H50A C50 H50B 107.7 . . ? C52 C51 C50 114.0(3) . . ? C52 C51 H51A 108.8 . . ? C50 C51 H51A 108.8 . . ? C52 C51 H51B 108.8 . . ? C50 C51 H51B 108.8 . . ? H51A C51 H51B 107.7 . . ? C51 C52 C53 114.8(3) . . ? C51 C52 H52A 108.6 . . ? C53 C52 H52A 108.6 . . ? C51 C52 H52B 108.6 . . ? C53 C52 H52B 108.6 . . ? H52A C52 H52B 107.5 . . ? C54 C53 C52 113.3(4) . . ? C54 C53 H53A 108.9 . . ? C52 C53 H53A 108.9 . . ? C54 C53 H53B 108.9 . . ? C52 C53 H53B 108.9 . . ? H53A C53 H53B 107.7 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? 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 N5 Fe1 N1 C37 91.6(3) . . . . ? N2 Fe1 N1 C37 -155.0(2) . . . . ? N3 Fe1 N1 C37 -56.5(3) . . . . ? P1 Fe1 N1 C37 156.9(3) . . . . ? N5 Fe1 N1 P1 -65.32(15) . . . . ? N2 Fe1 N1 P1 48.01(15) . . . . ? N3 Fe1 N1 P1 146.53(13) . . . . ? N5 Fe1 N2 C1 100.9(3) . . . . ? N1 Fe1 N2 C1 -3.1(3) . . . . ? N3 Fe1 N2 C1 -126.5(3) . . . . ? P1 Fe1 N2 C1 22.6(3) . . . . ? N5 Fe1 N2 C28 -85.6(3) . . . . ? N1 Fe1 N2 C28 170.4(2) . . . . ? N3 Fe1 N2 C28 47.0(3) . . . . ? P1 Fe1 N2 C28 -163.9(2) . . . . ? N5 Fe1 N3 C47 -2.1(3) . . . . ? N2 Fe1 N3 C47 -121.4(3) . . . . ? N1 Fe1 N3 C47 136.6(2) . . . . ? P1 Fe1 N3 C47 171.83(18) . . . . ? N5 Fe1 N3 C36 125.0(2) . . . . ? N2 Fe1 N3 C36 5.7(2) . . . . ? N1 Fe1 N3 C36 -96.3(2) . . . . ? P1 Fe1 N3 C36 -61.1(3) . . . . ? N2 Fe1 N5 C18 -46.3(3) . . . . ? N1 Fe1 N5 C18 57.2(2) . . . . ? N3 Fe1 N5 C18 -157.2(2) . . . . ? P1 Fe1 N5 C18 26.1(2) . . . . ? N2 Fe1 N5 C19 115.9(3) . . . . ? N1 Fe1 N5 C19 -140.7(3) . . . . ? N3 Fe1 N5 C19 4.9(3) . . . . ? P1 Fe1 N5 C19 -171.8(3) . . . . ? C37 N1 P1 C6 132.7(3) . . . . ? Fe1 N1 P1 C6 -73.51(17) . . . . ? C37 N1 P1 C13 -107.3(3) . . . . ? Fe1 N1 P1 C13 46.49(18) . . . . ? C37 N1 P1 C7 14.8(4) . . . . ? Fe1 N1 P1 C7 168.63(14) . . . . ? C37 N1 P1 Fe1 -153.8(4) . . . . ? N5 Fe1 P1 N1 115.90(17) . . . . ? N2 Fe1 P1 N1 -130.69(16) . . . . ? N3 Fe1 P1 N1 -59.3(2) . . . . ? N5 Fe1 P1 C6 -128.00(14) . . . . ? N2 Fe1 P1 C6 -14.59(14) . . . . ? N1 Fe1 P1 C6 116.10(18) . . . . ? N3 Fe1 P1 C6 56.8(2) . . . . ? N5 Fe1 P1 C13 -22.73(14) . . . . ? N2 Fe1 P1 C13 90.67(14) . . . . ? N1 Fe1 P1 C13 -138.64(18) . . . . ? N3 Fe1 P1 C13 162.08(19) . . . . ? N5 Fe1 P1 C7 88.2(3) . . . . ? N2 Fe1 P1 C7 -158.4(3) . . . . ? N1 Fe1 P1 C7 -27.7(3) . . . . ? N3 Fe1 P1 C7 -87.0(3) . . . . ? C28 N2 C1 C2 -18.2(5) . . . . ? Fe1 N2 C1 C2 155.2(3) . . . . ? C28 N2 C1 C6 163.6(3) . . . . ? Fe1 N2 C1 C6 -23.1(5) . . . . ? N2 C1 C2 C3 178.0(3) . . . . ? C6 C1 C2 C3 -3.6(5) . . . . ? C1 C2 C3 C4 -0.6(6) . . . . ? C2 C3 C4 C5 2.7(5) . . . . ? C3 C4 C5 C6 -0.4(5) . . . . ? C4 C5 C6 C1 -4.0(5) . . . . ? C4 C5 C6 P1 178.2(3) . . . . ? N2 C1 C6 C5 -175.7(3) . . . . ? C2 C1 C6 C5 5.8(5) . . . . ? N2 C1 C6 P1 2.1(4) . . . . ? C2 C1 C6 P1 -176.3(3) . . . . ? N1 P1 C6 C5 -127.9(3) . . . . ? C13 P1 C6 C5 106.3(3) . . . . ? C7 P1 C6 C5 -5.4(3) . . . . ? Fe1 P1 C6 C5 -171.5(3) . . . . ? N1 P1 C6 C1 54.3(3) . . . . ? C13 P1 C6 C1 -71.6(3) . . . . ? C7 P1 C6 C1 176.8(3) . . . . ? Fe1 P1 C6 C1 10.6(3) . . . . ? N1 P1 C7 C12 -105.9(3) . . . . ? C6 P1 C7 C12 133.0(3) . . . . ? C13 P1 C7 C12 21.6(3) . . . . ? Fe1 P1 C7 C12 -84.7(4) . . . . ? N1 P1 C7 C8 66.8(3) . . . . ? C6 P1 C7 C8 -54.2(3) . . . . ? C13 P1 C7 C8 -165.7(3) . . . . ? Fe1 P1 C7 C8 88.1(4) . . . . ? C12 C7 C8 C9 0.3(5) . . . . ? P1 C7 C8 C9 -172.9(3) . . . . ? C7 C8 C9 C10 0.3(6) . . . . ? C8 C9 C10 C11 -0.4(6) . . . . ? C9 C10 C11 C12 -0.1(6) . . . . ? C10 C11 C12 C7 0.7(6) . . . . ? C8 C7 C12 C11 -0.8(5) . . . . ? P1 C7 C12 C11 172.1(3) . . . . ? N1 P1 C13 C14 172.6(2) . . . . ? C6 P1 C13 C14 -64.6(3) . . . . ? C7 P1 C13 C14 46.7(3) . . . . ? Fe1 P1 C13 C14 -155.6(2) . . . . ? N1 P1 C13 C18 -8.8(3) . . . . ? C6 P1 C13 C18 114.0(3) . . . . ? C7 P1 C13 C18 -134.7(3) . . . . ? Fe1 P1 C13 C18 23.0(3) . . . . ? C18 C13 C14 C15 5.6(5) . . . . ? P1 C13 C14 C15 -175.6(3) . . . . ? C13 C14 C15 C16 0.0(6) . . . . ? C14 C15 C16 C17 -2.3(6) . . . . ? C15 C16 C17 C18 -1.2(5) . . . . ? C19 N5 C18 C17 -5.7(5) . . . . ? Fe1 N5 C18 C17 157.4(2) . . . . ? C19 N5 C18 C13 177.0(3) . . . . ? Fe1 N5 C18 C13 -19.9(4) . . . . ? C16 C17 C18 N5 -170.8(3) . . . . ? C16 C17 C18 C13 6.7(5) . . . . ? C14 C13 C18 N5 168.8(3) . . . . ? P1 C13 C18 N5 -9.8(5) . . . . ? C14 C13 C18 C17 -8.7(4) . . . . ? P1 C13 C18 C17 172.8(2) . . . . ? C18 N5 C19 C24 88.7(4) . . . . ? Fe1 N5 C19 C24 -73.0(4) . . . . ? C18 N5 C19 C20 -93.4(4) . . . . ? Fe1 N5 C19 C20 105.0(3) . . . . ? C24 C19 C20 C21 3.0(5) . . . . ? N5 C19 C20 C21 -175.0(3) . . . . ? C24 C19 C20 C27 -176.8(4) . . . . ? N5 C19 C20 C27 5.2(5) . . . . ? C19 C20 C21 C22 -0.3(6) . . . . ? C27 C20 C21 C22 179.4(4) . . . . ? C20 C21 C22 C23 -1.8(6) . . . . ? C20 C21 C22 C26 177.6(4) . . . . ? C21 C22 C23 C24 1.3(6) . . . . ? C26 C22 C23 C24 -178.1(4) . . . . ? C22 C23 C24 C19 1.3(6) . . . . ? C22 C23 C24 C25 -178.8(4) . . . . ? C20 C19 C24 C23 -3.5(5) . . . . ? N5 C19 C24 C23 174.5(3) . . . . ? C20 C19 C24 C25 176.6(3) . . . . ? N5 C19 C24 C25 -5.4(5) . . . . ? C1 N2 C28 C29 121.0(4) . . . . ? Fe1 N2 C28 C29 -53.2(4) . . . . ? C1 N2 C28 C33 -63.5(5) . . . . ? Fe1 N2 C28 C33 122.2(3) . . . . ? C33 C28 C29 C30 1.7(5) . . . . ? N2 C28 C29 C30 177.3(3) . . . . ? C33 C28 C29 C36 178.3(3) . . . . ? N2 C28 C29 C36 -6.1(5) . . . . ? C28 C29 C30 C31 -0.4(6) . . . . ? C36 C29 C30 C31 -176.9(4) . . . . ? C29 C30 C31 C32 -0.7(6) . . . . ? C29 C30 C31 C35 179.1(4) . . . . ? C30 C31 C32 C33 0.3(6) . . . . ? C35 C31 C32 C33 -179.5(4) . . . . ? C31 C32 C33 C28 1.1(6) . . . . ? C31 C32 C33 C34 -176.0(4) . . . . ? C29 C28 C33 C32 -2.1(5) . . . . ? N2 C28 C33 C32 -177.4(3) . . . . ? C29 C28 C33 C34 175.0(3) . . . . ? N2 C28 C33 C34 -0.4(5) . . . . ? C47 N3 C36 C29 72.4(4) . . . . ? Fe1 N3 C36 C29 -57.5(3) . . . . ? C30 C29 C36 N3 -113.6(4) . . . . ? C28 C29 C36 N3 69.8(4) . . . . ? P1 N1 C37 C42 158.9(3) . . . . ? Fe1 N1 C37 C42 10.2(4) . . . . ? P1 N1 C37 C38 -85.0(4) . . . . ? Fe1 N1 C37 C38 126.3(3) . . . . ? P1 N1 C37 C43 38.8(4) . . . . ? Fe1 N1 C37 C43 -109.9(3) . . . . ? N1 C37 C38 C39 -174.9(3) . . . . ? C42 C37 C38 C39 -59.5(4) . . . . ? C43 C37 C38 C39 57.9(4) . . . . ? C37 C38 C39 C45 -59.6(4) . . . . ? C37 C38 C39 C40 60.1(4) . . . . ? C45 C39 C40 C41 60.6(4) . . . . ? C38 C39 C40 C41 -59.0(4) . . . . ? C39 C40 C41 C46 -61.0(4) . . . . ? C39 C40 C41 C42 58.9(4) . . . . ? N1 C37 C42 C41 177.7(3) . . . . ? C38 C37 C42 C41 59.1(4) . . . . ? C43 C37 C42 C41 -58.2(4) . . . . ? C40 C41 C42 C37 -60.5(4) . . . . ? C46 C41 C42 C37 60.0(4) . . . . ? N1 C37 C43 C44 176.5(3) . . . . ? C42 C37 C43 C44 57.9(4) . . . . ? C38 C37 C43 C44 -58.5(4) . . . . ? C37 C43 C44 C46 -59.9(4) . . . . ? C37 C43 C44 C45 60.6(4) . . . . ? C38 C39 C45 C44 60.1(4) . . . . ? C40 C39 C45 C44 -59.4(4) . . . . ? C43 C44 C45 C39 -61.2(4) . . . . ? C46 C44 C45 C39 59.6(4) . . . . ? C40 C41 C46 C44 60.7(5) . . . . ? C42 C41 C46 C44 -59.9(5) . . . . ? C43 C44 C46 C41 60.7(5) . . . . ? C45 C44 C46 C41 -59.6(4) . . . . ? C36 N3 C47 C48 167.5(3) . . . . ? Fe1 N3 C47 C48 -66.0(4) . . . . ? N3 C47 C48 C49 -177.7(3) . . . . ? C47 C48 C49 C50 179.4(3) . . . . ? C48 C49 C50 C51 -172.4(3) . . . . ? C49 C50 C51 C52 -175.8(3) . . . . ? C50 C51 C52 C53 -178.6(4) . . . . ? C51 C52 C53 C54 174.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.396 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.122 data_3b _database_code_depnum_ccdc_archive 'CCDC 920395' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H65 Fe N4 P' _chemical_formula_weight 880.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.817(3) _cell_length_b 16.341(3) _cell_length_c 22.588(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.303(4) _cell_angle_gamma 90.00 _cell_volume 4639.3(16) _cell_formula_units_Z 4 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 4792 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 26.05 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1880 _exptl_absorpt_coefficient_mu 0.402 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9533 _exptl_absorpt_correction_T_max 0.9880 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35478 _diffrn_reflns_av_R_equivalents 0.1008 _diffrn_reflns_av_sigmaI/netI 0.0986 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10136 _reflns_number_gt 6299 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0693P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10136 _refine_ls_number_parameters 564 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1139 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1387 _refine_ls_wR_factor_gt 0.1183 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _refine_ls_shift/su_max 0.054 _refine_ls_shift/su_mean 0.001 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 0.73677(3) 0.69259(2) 0.067568(19) 0.01866(12) Uani 1 1 d . . . P1 P 0.74258(6) 0.84149(4) 0.00712(3) 0.01736(17) Uani 1 1 d . . . N1 N 0.60036(19) 0.75585(14) 0.07432(11) 0.0211(5) Uani 1 1 d . . . N2 N 0.84968(18) 0.73952(14) 0.12956(11) 0.0208(5) Uani 1 1 d . . . N3 N 0.6853(2) 0.58317(15) 0.10230(14) 0.0308(7) Uani 1 1 d . . . H3A H 0.7058 0.5917 0.1436 0.037 Uiso 1 1 calc R . . N4 N 0.77503(18) 0.74867(14) -0.00620(11) 0.0187(5) Uani 1 1 d . . . C1 C 0.6004(2) 0.85479(16) -0.00669(13) 0.0182(6) Uani 1 1 d . . . C2 C 0.5431(2) 0.89862(17) -0.05502(14) 0.0229(7) Uani 1 1 d . . . H2 H 0.5802 0.9254 -0.0820 0.028 Uiso 1 1 calc R . . C3 C 0.4339(2) 0.90421(18) -0.06476(15) 0.0267(7) Uani 1 1 d . . . H3 H 0.3956 0.9336 -0.0984 0.032 Uiso 1 1 calc R . . C4 C 0.3808(2) 0.86587(19) -0.02433(15) 0.0281(7) Uani 1 1 d . . . H4 H 0.3058 0.8714 -0.0295 0.034 Uiso 1 1 calc R . . C5 C 0.4347(2) 0.82018(17) 0.02299(15) 0.0247(7) Uani 1 1 d . . . H5 H 0.3962 0.7950 0.0499 0.030 Uiso 1 1 calc R . . C6 C 0.5460(2) 0.80986(17) 0.03244(13) 0.0197(6) Uani 1 1 d . . . C7 C 0.5533(2) 0.73347(17) 0.12400(14) 0.0205(6) Uani 1 1 d . . . C8 C 0.5310(2) 0.79139(18) 0.16594(15) 0.0264(7) Uani 1 1 d . . . C9 C 0.4908(3) 0.7646(2) 0.21553(15) 0.0316(8) Uani 1 1 d . . . H9 H 0.4750 0.8041 0.2433 0.038 Uiso 1 1 calc R . . C10 C 0.4729(3) 0.6823(2) 0.22626(16) 0.0329(8) Uani 1 1 d . . . C11 C 0.4971(2) 0.6268(2) 0.18511(16) 0.0288(7) Uani 1 1 d . . . H11 H 0.4865 0.5702 0.1915 0.035 Uiso 1 1 calc R . . C12 C 0.5363(2) 0.65055(18) 0.13460(14) 0.0228(7) Uani 1 1 d . . . C13 C 0.5669(2) 0.58619(18) 0.09415(16) 0.0296(8) Uani 1 1 d . . . H13A H 0.5396 0.5323 0.1042 0.036 Uiso 1 1 calc R . . H13B H 0.5353 0.5989 0.0516 0.036 Uiso 1 1 calc R . . C14 C 0.4309(4) 0.6544(2) 0.28123(19) 0.0522(11) Uani 1 1 d . . . H14A H 0.3548 0.6670 0.2755 0.078 Uiso 1 1 calc R . . H14B H 0.4692 0.6830 0.3171 0.078 Uiso 1 1 calc R . . H14C H 0.4415 0.5953 0.2865 0.078 Uiso 1 1 calc R . . C15 C 0.5553(3) 0.88117(19) 0.16002(17) 0.0346(8) Uani 1 1 d . . . H15A H 0.5031 0.9051 0.1271 0.052 Uiso 1 1 calc R . . H15B H 0.6268 0.8872 0.1513 0.052 Uiso 1 1 calc R . . H15C H 0.5518 0.9093 0.1979 0.052 Uiso 1 1 calc R . . C16 C 0.7941(2) 0.87244(17) 0.08484(13) 0.0187(6) Uani 1 1 d . . . C17 C 0.7812(2) 0.95630(17) 0.09442(14) 0.0225(7) Uani 1 1 d . . . H17 H 0.7439 0.9885 0.0621 0.027 Uiso 1 1 calc R . . C18 C 0.8203(2) 0.99397(18) 0.14887(14) 0.0254(7) Uani 1 1 d . . . H18 H 0.8087 1.0506 0.1544 0.031 Uiso 1 1 calc R . . C19 C 0.8769(3) 0.94716(19) 0.19511(15) 0.0288(7) Uani 1 1 d . . . H19 H 0.9071 0.9723 0.2325 0.035 Uiso 1 1 calc R . . C20 C 0.8900(2) 0.86454(19) 0.18766(14) 0.0276(7) Uani 1 1 d . . . H20 H 0.9304 0.8342 0.2201 0.033 Uiso 1 1 calc R . . C21 C 0.8460(2) 0.82306(17) 0.13391(13) 0.0200(6) Uani 1 1 d . . . C22 C 0.9261(2) 0.69524(18) 0.17181(13) 0.0217(6) Uani 1 1 d . . . C23 C 1.0246(2) 0.67781(18) 0.15638(14) 0.0252(7) Uani 1 1 d . . . C24 C 1.0956(3) 0.62617(19) 0.19301(15) 0.0277(7) Uani 1 1 d . . . H24 H 1.1622 0.6146 0.1823 0.033 Uiso 1 1 calc R . . C25 C 1.0722(3) 0.59089(17) 0.24493(15) 0.0265(7) Uani 1 1 d . . . C26 C 0.9757(3) 0.61008(18) 0.25995(15) 0.0273(7) Uani 1 1 d . . . H26 H 0.9591 0.5871 0.2956 0.033 Uiso 1 1 calc R . . C27 C 0.9013(2) 0.66208(18) 0.22470(14) 0.0232(7) Uani 1 1 d . . . C28 C 0.7992(3) 0.6824(2) 0.24530(15) 0.0337(8) Uani 1 1 d . . . H28A H 0.7590 0.6320 0.2480 0.051 Uiso 1 1 calc R . . H28B H 0.7566 0.7197 0.2162 0.051 Uiso 1 1 calc R . . H28C H 0.8158 0.7086 0.2850 0.051 Uiso 1 1 calc R . . C29 C 1.1510(3) 0.5354(2) 0.28396(17) 0.0391(9) Uani 1 1 d . . . H29A H 1.1831 0.5642 0.3212 0.059 Uiso 1 1 calc R . . H29B H 1.2068 0.5198 0.2620 0.059 Uiso 1 1 calc R . . H29C H 1.1145 0.4862 0.2941 0.059 Uiso 1 1 calc R . . C30 C 1.0521(3) 0.7151(2) 0.10046(17) 0.0398(9) Uani 1 1 d . . . H30A H 1.0052 0.6925 0.0647 0.060 Uiso 1 1 calc R . . H30B H 1.1263 0.7025 0.0989 0.060 Uiso 1 1 calc R . . H30C H 1.0428 0.7746 0.1014 0.060 Uiso 1 1 calc R . . C31 C 0.8064(2) 0.91563(17) -0.03454(13) 0.0213(7) Uani 1 1 d . . . C32 C 0.7686(3) 0.99374(18) -0.05252(14) 0.0280(7) Uani 1 1 d . . . H32 H 0.7011 1.0110 -0.0458 0.034 Uiso 1 1 calc R . . C33 C 0.8299(3) 1.0464(2) -0.08029(16) 0.0372(9) Uani 1 1 d . . . H33 H 0.8035 1.0992 -0.0929 0.045 Uiso 1 1 calc R . . C34 C 0.9279(3) 1.0224(2) -0.08948(16) 0.0403(9) Uani 1 1 d . . . H34 H 0.9688 1.0584 -0.1089 0.048 Uiso 1 1 calc R . . C35 C 0.9669(3) 0.9467(2) -0.07076(16) 0.0364(9) Uani 1 1 d . . . H35 H 1.0354 0.9306 -0.0767 0.044 Uiso 1 1 calc R . . C36 C 0.9072(3) 0.89371(19) -0.04336(15) 0.0274(7) Uani 1 1 d . . . H36 H 0.9353 0.8415 -0.0303 0.033 Uiso 1 1 calc R . . C37 C 0.7326(2) 0.50061(17) 0.09545(14) 0.0244(7) Uani 1 1 d . . . C38 C 0.7357(3) 0.4498(2) 0.15300(16) 0.0357(8) Uani 1 1 d . . . H38A H 0.7751 0.4801 0.1883 0.043 Uiso 1 1 calc R . . H38B H 0.6622 0.4406 0.1592 0.043 Uiso 1 1 calc R . . C39 C 0.7900(3) 0.3671(2) 0.14783(19) 0.0463(10) Uani 1 1 d . . . H39 H 0.7916 0.3344 0.1854 0.056 Uiso 1 1 calc R . . C40 C 0.7274(4) 0.3215(2) 0.0938(2) 0.0576(12) Uani 1 1 d . . . H40A H 0.7605 0.2675 0.0903 0.069 Uiso 1 1 calc R . . H40B H 0.6537 0.3125 0.0995 0.069 Uiso 1 1 calc R . . C41 C 0.7260(3) 0.3706(2) 0.03682(19) 0.0493(11) Uani 1 1 d . . . H41 H 0.6856 0.3397 0.0014 0.059 Uiso 1 1 calc R . . C42 C 0.8390(3) 0.3851(2) 0.02803(19) 0.0519(11) Uani 1 1 d . . . H42A H 0.8739 0.3321 0.0237 0.062 Uiso 1 1 calc R . . H42B H 0.8377 0.4173 -0.0093 0.062 Uiso 1 1 calc R . . C43 C 0.9013(3) 0.4312(2) 0.08192(17) 0.0366(8) Uani 1 1 d . . . H43 H 0.9757 0.4407 0.0761 0.044 Uiso 1 1 calc R . . C44 C 0.8470(3) 0.51368(18) 0.08777(16) 0.0295(8) Uani 1 1 d . . . H44A H 0.8869 0.5438 0.1231 0.035 Uiso 1 1 calc R . . H44B H 0.8474 0.5470 0.0512 0.035 Uiso 1 1 calc R . . C45 C 0.6717(3) 0.4534(2) 0.04193(16) 0.0344(8) Uani 1 1 d . . . H45A H 0.6696 0.4854 0.0045 0.041 Uiso 1 1 calc R . . H45B H 0.5976 0.4445 0.0471 0.041 Uiso 1 1 calc R . . C46 C 0.9032(3) 0.3822(2) 0.13853(19) 0.0469(10) Uani 1 1 d . . . H46A H 0.9440 0.4121 0.1737 0.056 Uiso 1 1 calc R . . H46B H 0.9391 0.3291 0.1354 0.056 Uiso 1 1 calc R . . C47 C 0.7418(2) 0.70768(17) -0.06600(13) 0.0196(6) Uani 1 1 d . . . C48 C 0.6373(3) 0.6603(2) -0.06776(16) 0.0322(8) Uani 1 1 d . . . H48A H 0.6456 0.6225 -0.0329 0.039 Uiso 1 1 calc R . . H48B H 0.5793 0.6992 -0.0648 0.039 Uiso 1 1 calc R . . C49 C 0.6081(3) 0.6113(2) -0.12656(17) 0.0399(9) Uani 1 1 d . . . H49 H 0.5401 0.5811 -0.1269 0.048 Uiso 1 1 calc R . . C50 C 0.6962(3) 0.5497(2) -0.13077(16) 0.0367(9) Uani 1 1 d . . . H50A H 0.7060 0.5119 -0.0959 0.044 Uiso 1 1 calc R . . H50B H 0.6766 0.5170 -0.1682 0.044 Uiso 1 1 calc R . . C51 C 0.7987(3) 0.59593(19) -0.13112(15) 0.0286(7) Uani 1 1 d . . . H51 H 0.8569 0.5563 -0.1341 0.034 Uiso 1 1 calc R . . C52 C 0.7831(3) 0.6545(2) -0.18481(15) 0.0360(8) Uani 1 1 d . . . H52A H 0.8501 0.6843 -0.1854 0.043 Uiso 1 1 calc R . . H52B H 0.7637 0.6232 -0.2229 0.043 Uiso 1 1 calc R . . C53 C 0.6954(3) 0.7148(2) -0.17969(15) 0.0383(9) Uani 1 1 d . . . H53 H 0.6850 0.7530 -0.2149 0.046 Uiso 1 1 calc R . . C54 C 0.7263(3) 0.76432(18) -0.12086(14) 0.0290(7) Uani 1 1 d . . . H54A H 0.7930 0.7947 -0.1211 0.035 Uiso 1 1 calc R . . H54B H 0.6697 0.8046 -0.1182 0.035 Uiso 1 1 calc R . . C55 C 0.8291(2) 0.64578(18) -0.07249(14) 0.0259(7) Uani 1 1 d . . . H55A H 0.8407 0.6081 -0.0375 0.031 Uiso 1 1 calc R . . H55B H 0.8965 0.6753 -0.0725 0.031 Uiso 1 1 calc R . . C56 C 0.5933(3) 0.6688(2) -0.17965(18) 0.0489(11) Uani 1 1 d . . . H56A H 0.5354 0.7080 -0.1772 0.059 Uiso 1 1 calc R . . H56B H 0.5731 0.6374 -0.2176 0.059 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 0.0202(2) 0.0180(2) 0.0175(2) 0.00002(18) 0.00271(17) 0.00013(18) P1 0.0192(4) 0.0178(4) 0.0151(4) -0.0002(3) 0.0033(3) -0.0007(3) N1 0.0244(13) 0.0222(13) 0.0182(14) 0.0001(10) 0.0078(11) 0.0020(10) N2 0.0225(13) 0.0212(13) 0.0171(14) 0.0010(10) -0.0002(11) -0.0008(10) N3 0.0284(15) 0.0219(13) 0.0434(19) -0.0067(12) 0.0098(13) -0.0024(11) N4 0.0206(12) 0.0202(12) 0.0148(13) -0.0025(10) 0.0026(10) 0.0019(10) C1 0.0181(14) 0.0161(14) 0.0194(16) -0.0022(11) 0.0013(12) 0.0026(11) C2 0.0279(16) 0.0247(16) 0.0163(16) 0.0005(12) 0.0045(13) 0.0009(13) C3 0.0301(17) 0.0286(17) 0.0204(18) 0.0045(13) 0.0024(14) 0.0066(14) C4 0.0206(16) 0.0295(17) 0.033(2) -0.0046(14) 0.0012(14) 0.0055(13) C5 0.0244(16) 0.0237(16) 0.0272(18) -0.0008(13) 0.0082(14) 0.0003(13) C6 0.0248(15) 0.0159(13) 0.0188(16) -0.0049(12) 0.0057(12) -0.0018(12) C7 0.0200(15) 0.0229(15) 0.0194(17) 0.0021(12) 0.0059(13) 0.0008(12) C8 0.0272(17) 0.0276(17) 0.0266(18) -0.0023(13) 0.0105(14) -0.0011(13) C9 0.0367(19) 0.0352(19) 0.027(2) -0.0062(15) 0.0156(16) -0.0028(15) C10 0.0336(18) 0.0373(19) 0.031(2) 0.0072(15) 0.0145(16) -0.0012(15) C11 0.0255(17) 0.0272(16) 0.035(2) 0.0110(14) 0.0099(15) -0.0001(14) C12 0.0178(15) 0.0252(16) 0.0252(18) 0.0030(13) 0.0040(13) -0.0017(12) C13 0.0270(17) 0.0217(16) 0.041(2) -0.0034(14) 0.0089(15) -0.0027(13) C14 0.070(3) 0.049(2) 0.048(3) 0.011(2) 0.035(2) -0.001(2) C15 0.045(2) 0.0279(18) 0.038(2) -0.0086(15) 0.0263(18) -0.0041(16) C16 0.0173(14) 0.0225(15) 0.0160(16) -0.0047(12) 0.0024(12) -0.0043(12) C17 0.0244(16) 0.0222(15) 0.0220(17) 0.0004(12) 0.0073(14) 0.0017(13) C18 0.0310(17) 0.0197(15) 0.0262(19) -0.0069(13) 0.0071(14) -0.0020(13) C19 0.0369(19) 0.0282(17) 0.0200(18) -0.0054(13) 0.0023(15) -0.0087(14) C20 0.0317(18) 0.0290(17) 0.0188(17) 0.0044(13) -0.0033(14) -0.0038(14) C21 0.0183(14) 0.0227(16) 0.0183(16) -0.0006(11) 0.0022(12) -0.0006(12) C22 0.0274(16) 0.0212(14) 0.0147(15) -0.0031(12) -0.0007(12) -0.0024(13) C23 0.0295(17) 0.0263(17) 0.0194(17) -0.0014(12) 0.0036(13) -0.0023(13) C24 0.0253(17) 0.0295(17) 0.0276(19) -0.0063(14) 0.0034(14) 0.0015(14) C25 0.0344(18) 0.0173(15) 0.0253(19) -0.0017(13) -0.0003(15) 0.0026(13) C26 0.0376(19) 0.0240(16) 0.0192(18) 0.0026(13) 0.0028(14) -0.0017(14) C27 0.0299(17) 0.0215(15) 0.0173(16) -0.0042(12) 0.0020(13) -0.0011(13) C28 0.0361(19) 0.043(2) 0.0227(19) -0.0003(15) 0.0066(15) 0.0027(16) C29 0.046(2) 0.0330(19) 0.034(2) 0.0039(15) -0.0011(18) 0.0111(16) C30 0.038(2) 0.051(2) 0.033(2) 0.0098(17) 0.0126(17) 0.0036(17) C31 0.0269(16) 0.0213(15) 0.0156(16) -0.0027(12) 0.0042(13) -0.0046(13) C32 0.0382(19) 0.0249(16) 0.0199(18) -0.0045(13) 0.0037(15) -0.0044(14) C33 0.060(2) 0.0231(17) 0.027(2) 0.0003(14) 0.0039(18) -0.0129(17) C34 0.056(2) 0.040(2) 0.028(2) -0.0027(16) 0.0154(18) -0.0214(19) C35 0.037(2) 0.046(2) 0.030(2) -0.0098(16) 0.0147(16) -0.0162(17) C36 0.0318(18) 0.0285(17) 0.0221(18) -0.0044(13) 0.0058(14) -0.0052(14) C37 0.0304(17) 0.0170(14) 0.0256(18) -0.0048(12) 0.0048(14) 0.0005(13) C38 0.037(2) 0.041(2) 0.030(2) -0.0016(16) 0.0093(16) -0.0104(16) C39 0.056(2) 0.033(2) 0.049(3) 0.0182(17) 0.006(2) -0.0001(18) C40 0.057(3) 0.0224(19) 0.089(4) -0.002(2) 0.005(2) 0.0024(18) C41 0.057(3) 0.034(2) 0.051(3) -0.0237(18) -0.004(2) 0.0055(18) C42 0.064(3) 0.045(2) 0.047(3) -0.0138(19) 0.010(2) 0.023(2) C43 0.0353(19) 0.0303(18) 0.045(2) -0.0011(16) 0.0113(17) 0.0103(15) C44 0.0335(18) 0.0246(17) 0.033(2) 0.0023(14) 0.0121(16) 0.0047(14) C45 0.0381(19) 0.0327(18) 0.030(2) -0.0066(15) -0.0003(16) 0.0055(15) C46 0.048(2) 0.034(2) 0.053(3) 0.0089(18) -0.002(2) 0.0124(18) C47 0.0208(15) 0.0212(15) 0.0161(16) -0.0043(12) 0.0018(13) 0.0001(12) C48 0.0278(17) 0.0384(19) 0.032(2) -0.0110(15) 0.0096(15) -0.0062(15) C49 0.0311(19) 0.046(2) 0.043(2) -0.0205(18) 0.0086(17) -0.0165(16) C50 0.053(2) 0.0271(18) 0.029(2) -0.0099(15) 0.0075(17) -0.0095(16) C51 0.0328(18) 0.0275(17) 0.0250(19) -0.0056(13) 0.0047(15) 0.0053(14) C52 0.053(2) 0.0342(19) 0.0229(19) -0.0119(15) 0.0123(17) -0.0041(17) C53 0.068(3) 0.0304(18) 0.0141(18) 0.0011(13) 0.0011(17) 0.0083(17) C54 0.044(2) 0.0225(16) 0.0189(18) -0.0021(13) 0.0017(15) 0.0046(14) C55 0.0268(17) 0.0270(16) 0.0231(18) -0.0060(13) 0.0030(14) 0.0030(13) C56 0.044(2) 0.055(2) 0.038(2) -0.0240(19) -0.0156(18) 0.0165(19) _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 N2 1.962(2) . ? Fe1 N4 2.044(2) . ? Fe1 N1 2.062(2) . ? Fe1 N3 2.109(3) . ? Fe1 P1 2.7982(9) . ? P1 N4 1.617(2) . ? P1 C1 1.801(3) . ? P1 C16 1.822(3) . ? P1 C31 1.823(3) . ? N1 C6 1.379(4) . ? N1 C7 1.422(4) . ? N2 C21 1.370(4) . ? N2 C22 1.423(4) . ? N3 C13 1.494(4) . ? N3 C37 1.499(4) . ? N3 H3A 0.9300 . ? N4 C47 1.493(4) . ? C1 C2 1.389(4) . ? C1 C6 1.432(4) . ? C2 C3 1.377(4) . ? C2 H2 0.9500 . ? C3 C4 1.390(4) . ? C3 H3 0.9500 . ? C4 C5 1.374(4) . ? C4 H4 0.9500 . ? C5 C6 1.410(4) . ? C5 H5 0.9500 . ? C7 C12 1.400(4) . ? C7 C8 1.408(4) . ? C8 C9 1.392(4) . ? C8 C15 1.511(4) . ? C9 C10 1.393(4) . ? C9 H9 0.9500 . ? C10 C11 1.377(5) . ? C10 C14 1.517(5) . ? C11 C12 1.390(4) . ? C11 H11 0.9500 . ? C12 C13 1.495(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.402(4) . ? C16 C21 1.426(4) . ? C17 C18 1.379(4) . ? C17 H17 0.9500 . ? C18 C19 1.380(4) . ? C18 H18 0.9500 . ? C19 C20 1.375(4) . ? C19 H19 0.9500 . ? C20 C21 1.408(4) . ? C20 H20 0.9500 . ? C22 C27 1.404(4) . ? C22 C23 1.404(4) . ? C23 C24 1.389(4) . ? C23 C30 1.505(4) . ? C24 C25 1.392(4) . ? C24 H24 0.9500 . ? C25 C26 1.381(4) . ? C25 C29 1.507(4) . ? C26 C27 1.403(4) . ? C26 H26 0.9500 . ? C27 C28 1.508(4) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C36 1.393(4) . ? C31 C32 1.397(4) . ? C32 C33 1.394(5) . ? C32 H32 0.9500 . ? C33 C34 1.370(5) . ? C33 H33 0.9500 . ? C34 C35 1.371(5) . ? C34 H34 0.9500 . ? C35 C36 1.380(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C45 1.515(4) . ? C37 C44 1.525(4) . ? C37 C38 1.537(5) . ? C38 C39 1.534(5) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.517(6) . ? C39 C46 1.527(5) . ? C39 H39 1.0000 . ? C40 C41 1.514(6) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.519(6) . ? C41 C45 1.537(5) . ? C41 H41 1.0000 . ? C42 C43 1.518(5) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C46 1.505(5) . ? C43 C44 1.534(4) . ? C43 H43 1.0000 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C54 1.528(4) . ? C47 C55 1.537(4) . ? C47 C48 1.541(4) . ? C48 C49 1.533(4) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C56 1.506(5) . ? C49 C50 1.530(5) . ? C49 H49 1.0000 . ? C50 C51 1.517(5) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.527(5) . ? C51 C55 1.539(4) . ? C51 H51 1.0000 . ? C52 C53 1.515(5) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C56 1.509(5) . ? C53 C54 1.540(4) . ? C53 H53 1.0000 . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? 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 N2 Fe1 N4 98.36(10) . . ? N2 Fe1 N1 105.59(10) . . ? N4 Fe1 N1 100.25(9) . . ? N2 Fe1 N3 107.84(11) . . ? N4 Fe1 N3 145.65(10) . . ? N1 Fe1 N3 93.79(10) . . ? N2 Fe1 P1 85.53(7) . . ? N4 Fe1 P1 34.79(7) . . ? N1 Fe1 P1 72.80(7) . . ? N3 Fe1 P1 163.47(8) . . ? N4 P1 C1 111.69(12) . . ? N4 P1 C16 112.44(13) . . ? C1 P1 C16 107.28(13) . . ? N4 P1 C31 111.70(13) . . ? C1 P1 C31 111.80(14) . . ? C16 P1 C31 101.43(13) . . ? N4 P1 Fe1 46.16(9) . . ? C1 P1 Fe1 93.82(9) . . ? C16 P1 Fe1 79.07(9) . . ? C31 P1 Fe1 152.54(10) . . ? C6 N1 C7 118.1(2) . . ? C6 N1 Fe1 126.31(19) . . ? C7 N1 Fe1 115.23(18) . . ? C21 N2 C22 119.2(2) . . ? C21 N2 Fe1 114.19(19) . . ? C22 N2 Fe1 126.44(18) . . ? C13 N3 C37 116.0(2) . . ? C13 N3 Fe1 108.08(19) . . ? C37 N3 Fe1 124.2(2) . . ? C13 N3 H3A 101.5 . . ? C37 N3 H3A 101.5 . . ? Fe1 N3 H3A 101.5 . . ? C47 N4 P1 123.44(19) . . ? C47 N4 Fe1 117.70(17) . . ? P1 N4 Fe1 99.05(12) . . ? C2 C1 C6 120.2(3) . . ? C2 C1 P1 124.0(2) . . ? C6 C1 P1 115.5(2) . . ? C3 C2 C1 121.6(3) . . ? C3 C2 H2 119.2 . . ? C1 C2 H2 119.2 . . ? C2 C3 C4 118.6(3) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 121.3(3) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 121.5(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? N1 C6 C5 122.7(3) . . ? N1 C6 C1 120.6(2) . . ? C5 C6 C1 116.5(3) . . ? C12 C7 C8 118.4(3) . . ? C12 C7 N1 119.2(3) . . ? C8 C7 N1 122.1(3) . . ? C9 C8 C7 119.1(3) . . ? C9 C8 C15 119.5(3) . . ? C7 C8 C15 121.4(3) . . ? C8 C9 C10 122.9(3) . . ? C8 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? C11 C10 C9 116.9(3) . . ? C11 C10 C14 121.2(3) . . ? C9 C10 C14 122.0(3) . . ? C10 C11 C12 122.4(3) . . ? C10 C11 H11 118.8 . . ? C12 C11 H11 118.8 . . ? C11 C12 C7 120.3(3) . . ? C11 C12 C13 119.1(3) . . ? C7 C12 C13 120.5(3) . . ? N3 C13 C12 109.3(3) . . ? N3 C13 H13A 109.8 . . ? C12 C13 H13A 109.8 . . ? N3 C13 H13B 109.8 . . ? C12 C13 H13B 109.8 . . ? H13A C13 H13B 108.3 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C8 C15 H15A 109.5 . . ? C8 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C8 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C21 119.0(3) . . ? C17 C16 P1 112.9(2) . . ? C21 C16 P1 128.2(2) . . ? C18 C17 C16 122.7(3) . . ? C18 C17 H17 118.6 . . ? C16 C17 H17 118.6 . . ? C17 C18 C19 118.2(3) . . ? C17 C18 H18 120.9 . . ? C19 C18 H18 120.9 . . ? C20 C19 C18 120.7(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 122.7(3) . . ? C19 C20 H20 118.6 . . ? C21 C20 H20 118.6 . . ? N2 C21 C20 121.9(3) . . ? N2 C21 C16 121.7(3) . . ? C20 C21 C16 116.4(3) . . ? C27 C22 C23 119.9(3) . . ? C27 C22 N2 121.7(3) . . ? C23 C22 N2 118.1(3) . . ? C24 C23 C22 119.5(3) . . ? C24 C23 C30 120.8(3) . . ? C22 C23 C30 119.8(3) . . ? C23 C24 C25 121.9(3) . . ? C23 C24 H24 119.0 . . ? C25 C24 H24 119.0 . . ? C26 C25 C24 117.7(3) . . ? C26 C25 C29 121.5(3) . . ? C24 C25 C29 120.7(3) . . ? C25 C26 C27 122.7(3) . . ? C25 C26 H26 118.6 . . ? C27 C26 H26 118.6 . . ? C26 C27 C22 118.3(3) . . ? C26 C27 C28 119.5(3) . . ? C22 C27 C28 122.2(3) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C23 C30 H30A 109.5 . . ? C23 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C23 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C36 C31 C32 118.2(3) . . ? C36 C31 P1 115.2(2) . . ? C32 C31 P1 126.3(2) . . ? C33 C32 C31 120.1(3) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C34 C33 C32 120.4(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 120.1(3) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C34 C35 C36 120.3(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 121.0(3) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? N3 C37 C45 112.7(3) . . ? N3 C37 C44 107.6(2) . . ? C45 C37 C44 109.7(3) . . ? N3 C37 C38 110.1(3) . . ? C45 C37 C38 108.9(3) . . ? C44 C37 C38 107.8(3) . . ? C39 C38 C37 110.4(3) . . ? C39 C38 H38A 109.6 . . ? C37 C38 H38A 109.6 . . ? C39 C38 H38B 109.6 . . ? C37 C38 H38B 109.6 . . ? H38A C38 H38B 108.1 . . ? C40 C39 C46 109.6(4) . . ? C40 C39 C38 108.5(3) . . ? C46 C39 C38 109.0(3) . . ? C40 C39 H39 109.9 . . ? C46 C39 H39 109.9 . . ? C38 C39 H39 109.9 . . ? C41 C40 C39 109.9(3) . . ? C41 C40 H40A 109.7 . . ? C39 C40 H40A 109.7 . . ? C41 C40 H40B 109.7 . . ? C39 C40 H40B 109.7 . . ? H40A C40 H40B 108.2 . . ? C40 C41 C42 110.0(3) . . ? C40 C41 C45 109.4(3) . . ? C42 C41 C45 109.2(3) . . ? C40 C41 H41 109.4 . . ? C42 C41 H41 109.4 . . ? C45 C41 H41 109.4 . . ? C43 C42 C41 109.8(3) . . ? C43 C42 H42A 109.7 . . ? C41 C42 H42A 109.7 . . ? C43 C42 H42B 109.7 . . ? C41 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? C46 C43 C42 109.6(3) . . ? C46 C43 C44 109.1(3) . . ? C42 C43 C44 109.2(3) . . ? C46 C43 H43 109.7 . . ? C42 C43 H43 109.7 . . ? C44 C43 H43 109.7 . . ? C37 C44 C43 110.5(3) . . ? C37 C44 H44A 109.6 . . ? C43 C44 H44A 109.6 . . ? C37 C44 H44B 109.6 . . ? C43 C44 H44B 109.6 . . ? H44A C44 H44B 108.1 . . ? C37 C45 C41 109.8(3) . . ? C37 C45 H45A 109.7 . . ? C41 C45 H45A 109.7 . . ? C37 C45 H45B 109.7 . . ? C41 C45 H45B 109.7 . . ? H45A C45 H45B 108.2 . . ? C43 C46 C39 110.2(3) . . ? C43 C46 H46A 109.6 . . ? C39 C46 H46A 109.6 . . ? C43 C46 H46B 109.6 . . ? C39 C46 H46B 109.6 . . ? H46A C46 H46B 108.1 . . ? N4 C47 C54 115.5(2) . . ? N4 C47 C55 107.3(2) . . ? C54 C47 C55 107.6(3) . . ? N4 C47 C48 110.0(2) . . ? C54 C47 C48 108.0(3) . . ? C55 C47 C48 108.2(2) . . ? C49 C48 C47 110.4(3) . . ? C49 C48 H48A 109.6 . . ? C47 C48 H48A 109.6 . . ? C49 C48 H48B 109.6 . . ? C47 C48 H48B 109.6 . . ? H48A C48 H48B 108.1 . . ? C56 C49 C50 109.9(3) . . ? C56 C49 C48 109.6(3) . . ? C50 C49 C48 109.8(3) . . ? C56 C49 H49 109.2 . . ? C50 C49 H49 109.2 . . ? C48 C49 H49 109.2 . . ? C51 C50 C49 108.9(3) . . ? C51 C50 H50A 109.9 . . ? C49 C50 H50A 109.9 . . ? C51 C50 H50B 109.9 . . ? C49 C50 H50B 109.9 . . ? H50A C50 H50B 108.3 . . ? C50 C51 C52 109.7(3) . . ? C50 C51 C55 109.4(3) . . ? C52 C51 C55 108.9(3) . . ? C50 C51 H51 109.6 . . ? C52 C51 H51 109.6 . . ? C55 C51 H51 109.6 . . ? C53 C52 C51 109.3(3) . . ? C53 C52 H52A 109.8 . . ? C51 C52 H52A 109.8 . . ? C53 C52 H52B 109.8 . . ? C51 C52 H52B 109.8 . . ? H52A C52 H52B 108.3 . . ? C56 C53 C52 109.4(3) . . ? C56 C53 C54 109.7(3) . . ? C52 C53 C54 109.8(3) . . ? C56 C53 H53 109.3 . . ? C52 C53 H53 109.3 . . ? C54 C53 H53 109.3 . . ? C47 C54 C53 110.6(2) . . ? C47 C54 H54A 109.5 . . ? C53 C54 H54A 109.5 . . ? C47 C54 H54B 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 108.1 . . ? C47 C55 C51 111.4(2) . . ? C47 C55 H55A 109.4 . . ? C51 C55 H55A 109.4 . . ? C47 C55 H55B 109.4 . . ? C51 C55 H55B 109.4 . . ? H55A C55 H55B 108.0 . . ? C49 C56 C53 109.7(3) . . ? C49 C56 H56A 109.7 . . ? C53 C56 H56A 109.7 . . ? C49 C56 H56B 109.7 . . ? C53 C56 H56B 109.7 . . ? H56A C56 H56B 108.2 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.634 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.067 #===end