Electronic SUpplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Christoph Janiak' 'Biao Wu' 'Xiao-Juan Yang' _publ_contact_author_name 'ProfD Christoph Janiak' _publ_contact_author_address ; Inst. fur Anorg. u. Analyt. Chemie Universitat Freiburg Albertstr. 21 Freiburg 79104 GERMANY ; _publ_contact_author_email JANIAK@UNI-FREIBURG.DE _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; Self host-guest network through molecular paneling of para-nitrophenolate: hydrogen-bonded assembly of three tris(5,5'-diamino-2,2-bipyridine)iron complexes in the crystallographic asymmetric unit ; data_1 _database_code_depnum_ccdc_archive 'CCDC 236437' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris(5,5'-diamino-2,2'-bipyridine)iron(II)] bis(4-nitrophenolate) dihydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[(C10 H10 N4)3 Fe](C6 H4 N O3)2 (H2O)2' _chemical_formula_sum 'C42 H42 Fe N14 O8' _chemical_formula_weight 926.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P31c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, z+1/2' 'x-y, -y, z+1/2' '-x, -x+y, z+1/2' _cell_length_a 19.3682(7) _cell_length_b 19.3682(7) _cell_length_c 18.9884(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6168.8(5) _cell_formula_units_Z 6 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2892 _exptl_absorpt_coefficient_mu 0.441 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8791 _exptl_absorpt_correction_T_max 0.9368 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 Smart AXS CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36310 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 27.97 _reflns_number_total 9443 _reflns_number_gt 8633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Hydrogen atoms on carbon were calculated using appropriate riding models (AFIX 43 for aromatic CH) and isotropic temperature factors of U(H) = 1.2 Ueq(C). Hydrogen atoms on nitrogen and oxygen (crystal water) were found and refined with an isotropic temperature factors of U(H) = 1.2 Ueq(N) and U(H) = 1.5 Ueq(O) The structure was refined in the polar space group P31c. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0404P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(12) _refine_ls_number_reflns 9443 _refine_ls_number_parameters 634 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.0826 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.3333 -0.3333 0.77948(3) 0.01795(11) Uani 1 3 d S . . Fe2 Fe 0.6667 0.3333 0.77727(3) 0.01985(11) Uani 1 3 d S . . Fe3 Fe 0.0000 0.0000 0.78690(2) 0.01709(11) Uani 1 3 d S . . N1 N 0.28137(10) -0.28598(10) 0.83695(8) 0.0198(4) Uani 1 1 d . . . N2 N 0.36356(11) -0.23659(11) 0.72114(9) 0.0226(4) Uani 1 1 d . . . N3 N 0.20188(12) -0.28924(13) 1.01246(9) 0.0258(4) Uani 1 1 d . . . H3A H 0.1896(15) -0.3390(16) 1.0179(12) 0.031 Uiso 1 1 d . . . H3B H 0.1689(15) -0.2728(15) 1.0305(12) 0.031 Uiso 1 1 d . . . N4 N 0.45461(14) -0.13862(15) 0.55544(11) 0.0389(5) Uani 1 1 d . . . H4A H 0.4898(18) -0.1550(18) 0.5512(15) 0.047 Uiso 1 1 d . . . H4B H 0.4627(18) -0.0951(17) 0.5366(15) 0.047 Uiso 1 1 d . . . N5 N 0.70746(10) 0.27544(11) 0.83340(9) 0.0215(4) Uani 1 1 d . . . N6 N 0.62088(10) 0.23536(10) 0.72035(8) 0.0192(4) Uani 1 1 d . . . N7 N 0.8076(2) 0.27565(19) 0.99662(16) 0.0773(12) Uani 1 1 d . . . H7A H 0.842(2) 0.263(3) 1.000(2) 0.093 Uiso 1 1 d . . . H7B H 0.822(3) 0.324(2) 1.007(2) 0.093 Uiso 1 1 d . . . N8 N 0.52418(13) 0.14690(14) 0.55302(10) 0.0289(5) Uani 1 1 d . . . H8A H 0.4959(16) 0.1004(17) 0.5354(13) 0.035 Uiso 1 1 d . . . H8B H 0.5064(15) 0.1811(16) 0.5428(13) 0.035 Uiso 1 1 d . . . N9 N 0.00985(10) 0.09066(11) 0.73066(8) 0.0190(4) Uani 1 1 d . . . N10 N 0.08142(10) 0.08787(10) 0.84522(8) 0.0187(4) Uani 1 1 d . . . N11 N -0.04087(13) 0.14732(13) 0.56221(10) 0.0283(4) Uani 1 1 d . . . H11B H -0.0819(16) 0.1066(16) 0.5560(13) 0.034 Uiso 1 1 d . . . H11C H -0.0430(15) 0.1939(16) 0.5459(12) 0.034 Uiso 1 1 d . . . N12 N 0.18615(14) 0.13330(14) 1.01336(10) 0.0356(5) Uani 1 1 d . . . H12A H 0.2285(16) 0.1723(17) 1.0311(14) 0.043 Uiso 1 1 d . . . H12B H 0.1851(16) 0.0869(18) 1.0181(14) 0.043 Uiso 1 1 d . . . N13 N 0.58684(12) -0.07851(11) 0.76087(10) 0.0311(4) Uani 1 1 d . . . N14 N 0.29780(12) 0.07075(13) 0.82291(12) 0.0368(5) Uani 1 1 d . . . C1 C 0.24770(13) -0.31043(13) 0.90099(11) 0.0209(4) Uani 1 1 d . . . H1A H 0.2373 -0.3611 0.9174 0.025 Uiso 1 1 calc R . . C2 C 0.22747(12) -0.26535(13) 0.94428(11) 0.0216(4) Uani 1 1 d . . . C3 C 0.24014(13) -0.19208(14) 0.91843(11) 0.0256(5) Uani 1 1 d . . . H3C H 0.2274 -0.1593 0.9463 0.031 Uiso 1 1 calc R . . C4 C 0.27149(13) -0.16861(13) 0.85184(11) 0.0247(5) Uani 1 1 d . . . H4C H 0.2789 -0.1199 0.8330 0.030 Uiso 1 1 calc R . . C5 C 0.29231(13) -0.21540(13) 0.81211(11) 0.0224(4) Uani 1 1 d . . . C6 C 0.33118(12) -0.19252(13) 0.74305(11) 0.0224(5) Uani 1 1 d . . . C7 C 0.33649(13) -0.13052(14) 0.70246(12) 0.0272(5) Uani 1 1 d . . . H7C H 0.3120 -0.1013 0.7181 0.033 Uiso 1 1 calc R . . C8 C 0.37727(14) -0.11134(14) 0.63950(11) 0.0303(5) Uani 1 1 d . . . H8C H 0.3803 -0.0695 0.6111 0.036 Uiso 1 1 calc R . . C9 C 0.41428(14) -0.15400(14) 0.61764(11) 0.0294(5) Uani 1 1 d . . . C10 C 0.40481(13) -0.21679(13) 0.66086(10) 0.0254(5) Uani 1 1 d . . . H10A H 0.4289 -0.2469 0.6466 0.031 Uiso 1 1 calc R . . C11 C 0.74933(16) 0.29877(15) 0.89339(12) 0.0338(6) Uani 1 1 d . . . H11A H 0.7662 0.3510 0.9102 0.041 Uiso 1 1 calc R . . C12 C 0.76941(16) 0.25060(16) 0.93244(12) 0.0364(6) Uani 1 1 d . . . C13 C 0.74540(15) 0.17447(14) 0.90715(12) 0.0316(5) Uani 1 1 d . . . H13A H 0.7573 0.1394 0.9325 0.038 Uiso 1 1 calc R . . C14 C 0.70421(14) 0.15111(14) 0.84495(11) 0.0280(5) Uani 1 1 d . . . H14A H 0.6881 0.0996 0.8267 0.034 Uiso 1 1 calc R . . C15 C 0.68562(12) 0.20173(13) 0.80816(10) 0.0201(4) Uani 1 1 d . . . C16 C 0.64067(12) 0.18131(13) 0.74278(10) 0.0207(4) Uani 1 1 d . . . C17 C 0.62063(13) 0.11293(13) 0.70365(11) 0.0253(5) Uani 1 1 d . . . H17A H 0.6360 0.0762 0.7198 0.030 Uiso 1 1 calc R . . C18 C 0.57872(13) 0.09830(13) 0.64181(11) 0.0252(5) Uani 1 1 d . . . H18A H 0.5640 0.0511 0.6157 0.030 Uiso 1 1 calc R . . C19 C 0.55803(12) 0.15381(13) 0.61772(10) 0.0218(4) Uani 1 1 d . . . C20 C 0.57917(13) 0.22052(13) 0.65978(11) 0.0228(5) Uani 1 1 d . . . H20A H 0.5634 0.2575 0.6451 0.027 Uiso 1 1 calc R . . C21 C -0.02507(13) 0.08772(14) 0.66844(10) 0.0218(4) Uani 1 1 d . . . H21A H -0.0636 0.0369 0.6508 0.026 Uiso 1 1 calc R . . C22 C -0.00800(12) 0.15463(14) 0.62849(11) 0.0231(5) Uani 1 1 d . . . C23 C 0.04784(14) 0.22898(14) 0.65549(11) 0.0264(5) Uani 1 1 d . . . H23A H 0.0617 0.2763 0.6298 0.032 Uiso 1 1 calc R . . C24 C 0.08246(13) 0.23300(13) 0.71956(11) 0.0231(4) Uani 1 1 d . . . H24A H 0.1201 0.2833 0.7387 0.028 Uiso 1 1 calc R . . C25 C 0.06241(12) 0.16330(12) 0.75665(10) 0.0203(4) Uani 1 1 d . . . C26 C 0.09797(12) 0.16164(12) 0.82450(10) 0.0200(4) Uani 1 1 d . . . C27 C 0.14338(13) 0.22789(13) 0.86590(11) 0.0260(5) Uani 1 1 d . . . H27A H 0.1532 0.2788 0.8508 0.031 Uiso 1 1 calc R . . C28 C 0.17458(14) 0.22052(14) 0.92915(11) 0.0282(5) Uani 1 1 d . . . H28A H 0.2053 0.2659 0.9580 0.034 Uiso 1 1 calc R . . C29 C 0.16029(13) 0.14566(13) 0.94980(10) 0.0249(5) Uani 1 1 d . . . C30 C 0.11307(13) 0.08104(13) 0.90550(10) 0.0214(4) Uani 1 1 d . . . H30A H 0.1030 0.0296 0.9191 0.026 Uiso 1 1 calc R . . C31 C 0.55640(13) -0.05350(13) 0.81804(12) 0.0265(5) Uani 1 1 d . . . C32 C 0.58516(14) -0.04990(13) 0.88630(12) 0.0298(5) Uani 1 1 d . . . H32A H 0.6254 -0.0633 0.8947 0.036 Uiso 1 1 calc R . . C33 C 0.55510(15) -0.02714(14) 0.94075(12) 0.0307(5) Uani 1 1 d . . . H33A H 0.5761 -0.0236 0.9867 0.037 Uiso 1 1 calc R . . C34 C 0.49327(14) -0.00849(13) 0.93104(12) 0.0282(5) Uani 1 1 d . . . C35 C 0.46844(14) -0.00908(15) 0.86022(12) 0.0329(5) Uani 1 1 d . . . H35A H 0.4298 0.0062 0.8508 0.039 Uiso 1 1 calc R . . C36 C 0.49935(14) -0.03133(14) 0.80544(12) 0.0306(5) Uani 1 1 d . . . H36A H 0.4817 -0.0316 0.7587 0.037 Uiso 1 1 calc R . . C41 C 0.33118(13) 0.20482(14) 0.63670(12) 0.0299(5) Uani 1 1 d . . . C42 C 0.28905(14) 0.21067(14) 0.69627(12) 0.0303(5) Uani 1 1 d . . . H42A H 0.2674 0.2451 0.6939 0.036 Uiso 1 1 calc R . . C43 C 0.27917(13) 0.16805(14) 0.75643(12) 0.0296(5) Uani 1 1 d . . . H43A H 0.2508 0.1731 0.7951 0.036 Uiso 1 1 calc R . . C44 C 0.31051(13) 0.11722(14) 0.76132(12) 0.0288(5) Uani 1 1 d . . . C45 C 0.35286(14) 0.10979(15) 0.70477(13) 0.0346(5) Uani 1 1 d . . . H45A H 0.3741 0.0751 0.7080 0.041 Uiso 1 1 calc R . . C46 C 0.36313(14) 0.15287(15) 0.64520(13) 0.0339(5) Uani 1 1 d . . . H46A H 0.3929 0.1482 0.6076 0.041 Uiso 1 1 calc R . . O1 O 0.63370(13) -0.10232(13) 0.77294(10) 0.0513(5) Uani 1 1 d . . . O2 O 0.56565(10) -0.07465(11) 0.69988(8) 0.0386(4) Uani 1 1 d . . . O3 O 0.46117(10) 0.00773(10) 0.98372(8) 0.0342(4) Uani 1 1 d . . . O4 O 0.34003(10) 0.24322(11) 0.57935(9) 0.0356(4) Uani 1 1 d . . . O5 O 0.31677(12) 0.01773(12) 0.82226(11) 0.0490(5) Uani 1 1 d . . . O6 O 0.26804(12) 0.08257(12) 0.87581(9) 0.0471(5) Uani 1 1 d . . . O01 O 0.27337(13) 0.33637(12) 0.56889(10) 0.0458(5) Uani 1 1 d . . . H01A H 0.300(2) 0.306(2) 0.5740(19) 0.069 Uiso 1 1 d . . . H01B H 0.283(2) 0.364(2) 0.6046(17) 0.069 Uiso 1 1 d . . . O02 O 0.31223(16) 0.00600(16) 0.99588(11) 0.0582(7) Uani 1 1 d . . . H02A H 0.302(2) 0.018(3) 0.962(2) 0.087 Uiso 1 1 d . . . H02B H 0.355(2) 0.002(2) 0.991(2) 0.087 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02001(15) 0.02001(15) 0.0138(2) 0.000 0.000 0.01001(8) Fe2 0.02145(16) 0.02145(16) 0.0167(3) 0.000 0.000 0.01072(8) Fe3 0.01812(15) 0.01812(15) 0.0150(3) 0.000 0.000 0.00906(7) N1 0.0186(9) 0.0221(9) 0.0184(8) -0.0001(7) -0.0029(7) 0.0100(8) N2 0.0217(9) 0.0259(10) 0.0178(8) 0.0000(7) -0.0025(7) 0.0101(8) N3 0.0316(11) 0.0279(11) 0.0204(9) 0.0005(8) 0.0024(8) 0.0167(9) N4 0.0387(13) 0.0469(14) 0.0286(11) 0.0162(10) 0.0083(9) 0.0197(12) N5 0.0222(10) 0.0248(10) 0.0171(8) 0.0014(7) -0.0009(7) 0.0114(8) N6 0.0181(9) 0.0204(9) 0.0163(8) -0.0003(7) 0.0003(7) 0.0076(7) N7 0.132(3) 0.0612(19) 0.0598(17) -0.0304(15) -0.067(2) 0.064(2) N8 0.0344(12) 0.0316(11) 0.0236(10) -0.0051(8) -0.0093(8) 0.0186(10) N9 0.0192(9) 0.0237(9) 0.0155(8) -0.0007(7) 0.0003(6) 0.0118(8) N10 0.0184(9) 0.0202(9) 0.0169(8) -0.0008(7) 0.0013(7) 0.0091(8) N11 0.0315(11) 0.0326(12) 0.0218(9) 0.0009(8) -0.0020(8) 0.0169(9) N12 0.0453(14) 0.0293(12) 0.0234(10) -0.0002(9) -0.0144(9) 0.0121(11) N13 0.0315(11) 0.0254(10) 0.0314(11) 0.0022(8) 0.0032(8) 0.0104(9) N14 0.0265(11) 0.0338(12) 0.0483(13) 0.0056(10) -0.0020(10) 0.0137(10) C1 0.0203(11) 0.0217(11) 0.0194(10) 0.0018(8) -0.0008(8) 0.0094(9) C2 0.0177(10) 0.0268(12) 0.0198(10) -0.0009(9) -0.0018(8) 0.0108(9) C3 0.0282(12) 0.0293(12) 0.0242(11) -0.0034(9) -0.0009(9) 0.0181(10) C4 0.0267(11) 0.0247(11) 0.0254(11) 0.0018(9) -0.0022(9) 0.0149(10) C5 0.0201(11) 0.0242(11) 0.0211(10) 0.0004(8) -0.0031(8) 0.0097(9) C6 0.0217(11) 0.0235(11) 0.0192(10) -0.0009(8) -0.0054(8) 0.0092(9) C7 0.0304(12) 0.0284(12) 0.0233(10) 0.0004(9) -0.0050(9) 0.0151(10) C8 0.0331(13) 0.0273(12) 0.0232(11) 0.0087(9) -0.0040(10) 0.0097(11) C9 0.0251(12) 0.0337(13) 0.0201(11) 0.0051(9) -0.0016(9) 0.0077(10) C10 0.0244(11) 0.0318(13) 0.0186(10) 0.0016(9) 0.0007(9) 0.0130(10) C11 0.0441(15) 0.0321(13) 0.0272(12) -0.0066(10) -0.0092(10) 0.0206(12) C12 0.0450(16) 0.0411(15) 0.0274(12) -0.0062(11) -0.0121(11) 0.0247(13) C13 0.0376(14) 0.0337(13) 0.0270(12) 0.0014(10) -0.0054(10) 0.0204(12) C14 0.0314(13) 0.0226(11) 0.0286(12) 0.0004(9) -0.0031(9) 0.0126(10) C15 0.0171(10) 0.0221(11) 0.0182(10) 0.0031(8) 0.0042(8) 0.0075(9) C16 0.0185(10) 0.0224(11) 0.0181(10) 0.0035(8) 0.0027(8) 0.0080(9) C17 0.0270(12) 0.0229(11) 0.0256(11) 0.0027(9) 0.0002(9) 0.0122(10) C18 0.0286(12) 0.0231(11) 0.0218(10) -0.0017(9) 0.0017(9) 0.0114(10) C19 0.0183(10) 0.0252(11) 0.0170(10) 0.0000(8) 0.0030(8) 0.0073(9) C20 0.0208(11) 0.0253(12) 0.0217(11) 0.0018(9) 0.0007(8) 0.0109(10) C21 0.0219(11) 0.0273(12) 0.0190(10) -0.0040(8) -0.0008(8) 0.0144(10) C22 0.0232(11) 0.0342(12) 0.0185(10) 0.0026(9) 0.0030(8) 0.0193(10) C23 0.0299(12) 0.0256(12) 0.0268(11) 0.0055(9) 0.0024(9) 0.0161(10) C24 0.0261(11) 0.0223(11) 0.0226(10) -0.0025(8) -0.0027(8) 0.0133(9) C25 0.0213(11) 0.0235(11) 0.0189(10) -0.0010(8) 0.0017(8) 0.0133(9) C26 0.0203(10) 0.0224(11) 0.0181(10) 0.0023(8) 0.0018(8) 0.0114(9) C27 0.0336(13) 0.0204(11) 0.0223(10) 0.0011(8) 0.0008(9) 0.0122(10) C28 0.0334(13) 0.0248(12) 0.0202(11) -0.0053(9) -0.0040(9) 0.0099(10) C29 0.0238(11) 0.0284(12) 0.0193(10) 0.0013(8) -0.0007(8) 0.0108(10) C30 0.0215(11) 0.0223(11) 0.0189(10) 0.0028(8) 0.0015(8) 0.0098(9) C31 0.0254(12) 0.0205(11) 0.0265(11) 0.0017(9) 0.0020(9) 0.0062(9) C32 0.0297(13) 0.0251(12) 0.0337(12) 0.0079(9) 0.0013(10) 0.0130(10) C33 0.0381(14) 0.0285(12) 0.0222(11) 0.0033(9) -0.0049(10) 0.0142(11) C34 0.0294(12) 0.0197(11) 0.0267(12) 0.0018(9) 0.0018(9) 0.0057(10) C35 0.0249(12) 0.0433(15) 0.0304(12) 0.0033(10) -0.0006(10) 0.0171(11) C36 0.0261(12) 0.0382(14) 0.0194(10) -0.0004(9) -0.0038(9) 0.0101(11) C41 0.0225(11) 0.0267(12) 0.0296(12) -0.0044(10) 0.0002(9) 0.0042(10) C42 0.0263(12) 0.0282(12) 0.0353(13) 0.0010(10) 0.0039(10) 0.0129(10) C43 0.0246(12) 0.0314(13) 0.0290(12) -0.0002(10) 0.0053(9) 0.0112(10) C44 0.0209(11) 0.0269(12) 0.0345(12) 0.0016(10) 0.0004(9) 0.0089(10) C45 0.0258(12) 0.0312(13) 0.0484(15) -0.0019(11) 0.0019(11) 0.0156(11) C46 0.0248(12) 0.0375(14) 0.0394(14) -0.0053(11) 0.0065(10) 0.0155(11) O1 0.0671(14) 0.0657(14) 0.0454(11) 0.0070(10) 0.0077(10) 0.0514(12) O2 0.0394(10) 0.0436(11) 0.0274(9) -0.0068(7) -0.0014(7) 0.0167(9) O3 0.0377(10) 0.0359(10) 0.0277(9) -0.0010(7) 0.0030(7) 0.0174(8) O4 0.0328(9) 0.0415(10) 0.0286(9) 0.0027(7) 0.0048(7) 0.0156(8) O5 0.0513(12) 0.0432(12) 0.0625(13) 0.0102(10) -0.0031(10) 0.0310(11) O6 0.0500(12) 0.0564(13) 0.0396(10) 0.0147(9) 0.0099(9) 0.0302(11) O01 0.0521(12) 0.0424(12) 0.0382(10) -0.0017(8) -0.0090(9) 0.0201(10) O02 0.0648(15) 0.0913(19) 0.0374(12) 0.0184(11) 0.0156(11) 0.0531(15) _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 1.9921(17) . ? Fe1 N1 1.9921(17) 3_655 ? Fe1 N1 1.9921(17) 2_545 ? Fe1 N2 1.9959(18) . ? Fe1 N2 1.9959(18) 2_545 ? Fe1 N2 1.9959(18) 3_655 ? Fe2 N6 1.9680(17) . ? Fe2 N6 1.9680(17) 2_655 ? Fe2 N6 1.9680(17) 3_665 ? Fe2 N5 1.9757(17) . ? Fe2 N5 1.9757(17) 2_655 ? Fe2 N5 1.9757(17) 3_665 ? Fe3 N9 1.9812(18) 3 ? Fe3 N9 1.9812(18) 2 ? Fe3 N9 1.9812(18) . ? Fe3 N10 1.9814(17) . ? Fe3 N10 1.9814(17) 3 ? Fe3 N10 1.9814(17) 2 ? N1 C1 1.349(3) . ? N1 C5 1.359(3) . ? N2 C10 1.338(3) . ? N2 C6 1.353(3) . ? N3 C2 1.381(3) . ? N3 H3A 0.88(3) . ? N3 H3B 0.91(3) . ? N4 C9 1.364(3) . ? N4 H4A 0.89(3) . ? N4 H4B 0.86(3) . ? N5 C11 1.339(3) . ? N5 C15 1.357(3) . ? N6 C16 1.351(3) . ? N6 C20 1.351(3) . ? N7 C12 1.382(3) . ? N7 H7A 0.82(4) . ? N7 H7B 0.85(4) . ? N8 C19 1.367(3) . ? N8 H8A 0.85(3) . ? N8 H8B 0.91(3) . ? N9 C21 1.348(3) . ? N9 C25 1.352(3) . ? N10 C30 1.336(3) . ? N10 C26 1.357(3) . ? N11 C22 1.385(3) . ? N11 H11B 0.80(3) . ? N11 H11C 0.97(3) . ? N12 C29 1.373(3) . ? N12 H12A 0.86(3) . ? N12 H12B 0.89(3) . ? N13 O1 1.228(3) . ? N13 O2 1.243(2) . ? N13 C31 1.430(3) . ? N14 O6 1.235(3) . ? N14 O5 1.252(3) . ? N14 C44 1.420(3) . ? C1 C2 1.391(3) . ? C1 H1A 0.9500 . ? C2 C3 1.402(3) . ? C3 C4 1.378(3) . ? C3 H3C 0.9500 . ? C4 C5 1.385(3) . ? C4 H4C 0.9500 . ? C5 C6 1.466(3) . ? C6 C7 1.387(3) . ? C7 C8 1.378(3) . ? C7 H7C 0.9500 . ? C8 C9 1.401(3) . ? C8 H8C 0.9500 . ? C9 C10 1.401(3) . ? C10 H10A 0.9500 . ? C11 C12 1.391(3) . ? C11 H11A 0.9500 . ? C12 C13 1.391(3) . ? C13 C14 1.369(3) . ? C13 H13A 0.9500 . ? C14 C15 1.390(3) . ? C14 H14A 0.9500 . ? C15 C16 1.453(3) . ? C16 C17 1.394(3) . ? C17 C18 1.374(3) . ? C17 H17A 0.9500 . ? C18 C19 1.399(3) . ? C18 H18A 0.9500 . ? C19 C20 1.395(3) . ? C20 H20A 0.9500 . ? C21 C22 1.391(3) . ? C21 H21A 0.9500 . ? C22 C23 1.396(3) . ? C23 C24 1.372(3) . ? C23 H23A 0.9500 . ? C24 C25 1.395(3) . ? C24 H24A 0.9500 . ? C25 C26 1.469(3) . ? C26 C27 1.382(3) . ? C27 C28 1.384(3) . ? C27 H27A 0.9500 . ? C28 C29 1.390(3) . ? C28 H28A 0.9500 . ? C29 C30 1.402(3) . ? C30 H30A 0.9500 . ? C31 C36 1.392(3) . ? C31 C32 1.399(3) . ? C32 C33 1.364(3) . ? C32 H32A 0.9500 . ? C33 C34 1.425(3) . ? C33 H33A 0.9500 . ? C34 O3 1.296(3) . ? C34 C35 1.426(3) . ? C35 C36 1.373(3) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C41 O4 1.281(3) . ? C41 C46 1.430(3) . ? C41 C42 1.432(3) . ? C42 C43 1.366(3) . ? C42 H42A 0.9500 . ? C43 C44 1.394(3) . ? C43 H43A 0.9500 . ? C44 C45 1.402(3) . ? C45 C46 1.360(3) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? O01 H01A 0.97(3) . ? O01 H01B 0.83(3) . ? O02 H02A 0.75(4) . ? O02 H02B 0.88(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N1 92.85(7) . 3_655 ? N1 Fe1 N1 92.85(7) . 2_545 ? N1 Fe1 N1 92.85(7) 3_655 2_545 ? N1 Fe1 N2 81.40(7) . . ? N1 Fe1 N2 94.24(7) 3_655 . ? N1 Fe1 N2 171.08(7) 2_545 . ? N1 Fe1 N2 94.24(7) . 2_545 ? N1 Fe1 N2 171.08(7) 3_655 2_545 ? N1 Fe1 N2 81.40(7) 2_545 2_545 ? N2 Fe1 N2 92.18(7) . 2_545 ? N1 Fe1 N2 171.08(7) . 3_655 ? N1 Fe1 N2 81.40(7) 3_655 3_655 ? N1 Fe1 N2 94.24(7) 2_545 3_655 ? N2 Fe1 N2 92.18(7) . 3_655 ? N2 Fe1 N2 92.18(7) 2_545 3_655 ? N6 Fe2 N6 92.72(7) . 2_655 ? N6 Fe2 N6 92.72(7) . 3_665 ? N6 Fe2 N6 92.72(7) 2_655 3_665 ? N6 Fe2 N5 82.20(7) . . ? N6 Fe2 N5 91.79(7) 2_655 . ? N6 Fe2 N5 173.36(7) 3_665 . ? N6 Fe2 N5 173.36(7) . 2_655 ? N6 Fe2 N5 82.20(7) 2_655 2_655 ? N6 Fe2 N5 91.79(7) 3_665 2_655 ? N5 Fe2 N5 93.65(7) . 2_655 ? N6 Fe2 N5 91.79(7) . 3_665 ? N6 Fe2 N5 173.36(7) 2_655 3_665 ? N6 Fe2 N5 82.20(7) 3_665 3_665 ? N5 Fe2 N5 93.65(7) . 3_665 ? N5 Fe2 N5 93.65(7) 2_655 3_665 ? N9 Fe3 N9 93.67(7) 3 2 ? N9 Fe3 N9 93.67(7) 3 . ? N9 Fe3 N9 93.67(7) 2 . ? N9 Fe3 N10 93.22(6) 3 . ? N9 Fe3 N10 171.98(6) 2 . ? N9 Fe3 N10 81.80(6) . . ? N9 Fe3 N10 81.80(6) 3 3 ? N9 Fe3 N10 93.22(6) 2 3 ? N9 Fe3 N10 171.98(6) . 3 ? N10 Fe3 N10 91.80(7) . 3 ? N9 Fe3 N10 171.98(6) 3 2 ? N9 Fe3 N10 81.80(6) 2 2 ? N9 Fe3 N10 93.22(6) . 2 ? N10 Fe3 N10 91.80(7) . 2 ? N10 Fe3 N10 91.80(7) 3 2 ? C1 N1 C5 118.10(18) . . ? C1 N1 Fe1 126.80(14) . . ? C5 N1 Fe1 114.36(13) . . ? C10 N2 C6 118.76(19) . . ? C10 N2 Fe1 126.64(16) . . ? C6 N2 Fe1 114.25(14) . . ? C2 N3 H3A 109.5(16) . . ? C2 N3 H3B 115.7(15) . . ? H3A N3 H3B 119(2) . . ? C9 N4 H4A 117.3(19) . . ? C9 N4 H4B 112.3(19) . . ? H4A N4 H4B 121(3) . . ? C11 N5 C15 118.23(19) . . ? C11 N5 Fe2 127.87(16) . . ? C15 N5 Fe2 113.81(13) . . ? C16 N6 C20 118.33(18) . . ? C16 N6 Fe2 114.10(13) . . ? C20 N6 Fe2 127.29(15) . . ? C12 N7 H7A 110(3) . . ? C12 N7 H7B 115(3) . . ? H7A N7 H7B 116(4) . . ? C19 N8 H8A 118.6(17) . . ? C19 N8 H8B 117.3(16) . . ? H8A N8 H8B 114(2) . . ? C21 N9 C25 117.69(18) . . ? C21 N9 Fe3 127.66(15) . . ? C25 N9 Fe3 114.48(13) . . ? C30 N10 C26 118.32(18) . . ? C30 N10 Fe3 126.96(15) . . ? C26 N10 Fe3 114.20(13) . . ? C22 N11 H11B 114.5(19) . . ? C22 N11 H11C 115.1(14) . . ? H11B N11 H11C 113(2) . . ? C29 N12 H12A 117.5(18) . . ? C29 N12 H12B 115.9(17) . . ? H12A N12 H12B 112(2) . . ? O1 N13 O2 121.7(2) . . ? O1 N13 C31 119.5(2) . . ? O2 N13 C31 118.8(2) . . ? O6 N14 O5 121.0(2) . . ? O6 N14 C44 120.1(2) . . ? O5 N14 C44 118.9(2) . . ? N1 C1 C2 123.4(2) . . ? N1 C1 H1A 118.3 . . ? C2 C1 H1A 118.3 . . ? N3 C2 C1 120.7(2) . . ? N3 C2 C3 121.3(2) . . ? C1 C2 C3 117.82(19) . . ? C4 C3 C2 118.7(2) . . ? C4 C3 H3C 120.6 . . ? C2 C3 H3C 120.6 . . ? C3 C4 C5 120.6(2) . . ? C3 C4 H4C 119.7 . . ? C5 C4 H4C 119.7 . . ? N1 C5 C4 121.28(19) . . ? N1 C5 C6 114.38(19) . . ? C4 C5 C6 124.3(2) . . ? N2 C6 C7 121.2(2) . . ? N2 C6 C5 114.47(19) . . ? C7 C6 C5 124.3(2) . . ? C8 C7 C6 120.0(2) . . ? C8 C7 H7C 120.0 . . ? C6 C7 H7C 120.0 . . ? C7 C8 C9 119.5(2) . . ? C7 C8 H8C 120.3 . . ? C9 C8 H8C 120.3 . . ? N4 C9 C8 122.3(2) . . ? N4 C9 C10 120.6(2) . . ? C8 C9 C10 117.1(2) . . ? N2 C10 C9 123.4(2) . . ? N2 C10 H10A 118.3 . . ? C9 C10 H10A 118.3 . . ? N5 C11 C12 123.5(2) . . ? N5 C11 H11A 118.2 . . ? C12 C11 H11A 118.2 . . ? N7 C12 C11 121.0(2) . . ? N7 C12 C13 120.9(2) . . ? C11 C12 C13 118.0(2) . . ? C14 C13 C12 118.6(2) . . ? C14 C13 H13A 120.7 . . ? C12 C13 H13A 120.7 . . ? C13 C14 C15 120.9(2) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? N5 C15 C14 120.65(19) . . ? N5 C15 C16 114.66(19) . . ? C14 C15 C16 124.7(2) . . ? N6 C16 C17 121.07(18) . . ? N6 C16 C15 114.96(18) . . ? C17 C16 C15 123.9(2) . . ? C18 C17 C16 120.4(2) . . ? C18 C17 H17A 119.8 . . ? C16 C17 H17A 119.8 . . ? C17 C18 C19 119.2(2) . . ? C17 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? N8 C19 C20 120.6(2) . . ? N8 C19 C18 121.8(2) . . ? C20 C19 C18 117.42(19) . . ? N6 C20 C19 123.5(2) . . ? N6 C20 H20A 118.3 . . ? C19 C20 H20A 118.3 . . ? N9 C21 C22 123.9(2) . . ? N9 C21 H21A 118.0 . . ? C22 C21 H21A 118.0 . . ? N11 C22 C21 121.1(2) . . ? N11 C22 C23 121.2(2) . . ? C21 C22 C23 117.47(19) . . ? C24 C23 C22 119.2(2) . . ? C24 C23 H23A 120.4 . . ? C22 C23 H23A 120.4 . . ? C23 C24 C25 120.1(2) . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? N9 C25 C24 121.56(19) . . ? N9 C25 C26 114.50(19) . . ? C24 C25 C26 123.9(2) . . ? N10 C26 C27 121.23(19) . . ? N10 C26 C25 114.27(19) . . ? C27 C26 C25 124.5(2) . . ? C26 C27 C28 120.4(2) . . ? C26 C27 H27A 119.8 . . ? C28 C27 H27A 119.8 . . ? C27 C28 C29 118.9(2) . . ? C27 C28 H28A 120.6 . . ? C29 C28 H28A 120.6 . . ? N12 C29 C28 122.0(2) . . ? N12 C29 C30 120.3(2) . . ? C28 C29 C30 117.56(19) . . ? N10 C30 C29 123.5(2) . . ? N10 C30 H30A 118.2 . . ? C29 C30 H30A 118.2 . . ? C36 C31 C32 120.1(2) . . ? C36 C31 N13 120.0(2) . . ? C32 C31 N13 119.9(2) . . ? C33 C32 C31 119.7(2) . . ? C33 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? C32 C33 C34 122.2(2) . . ? C32 C33 H33A 118.9 . . ? C34 C33 H33A 118.9 . . ? O3 C34 C33 121.8(2) . . ? O3 C34 C35 121.9(2) . . ? C33 C34 C35 116.3(2) . . ? C36 C35 C34 121.3(2) . . ? C36 C35 H35A 119.4 . . ? C34 C35 H35A 119.4 . . ? C35 C36 C31 120.3(2) . . ? C35 C36 H36A 119.8 . . ? C31 C36 H36A 119.8 . . ? O4 C41 C46 121.7(2) . . ? O4 C41 C42 122.8(2) . . ? C46 C41 C42 115.5(2) . . ? C43 C42 C41 121.7(2) . . ? C43 C42 H42A 119.1 . . ? C41 C42 H42A 119.1 . . ? C42 C43 C44 120.2(2) . . ? C42 C43 H43A 119.9 . . ? C44 C43 H43A 119.9 . . ? C43 C44 C45 120.3(2) . . ? C43 C44 N14 120.2(2) . . ? C45 C44 N14 119.4(2) . . ? C46 C45 C44 119.2(2) . . ? C46 C45 H45A 120.4 . . ? C44 C45 H45A 120.4 . . ? C45 C46 C41 122.9(2) . . ? C45 C46 H46A 118.5 . . ? C41 C46 H46A 118.5 . . ? H01A O01 H01B 108(3) . . ? H02A O02 H02B 111(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Fe1 N1 C1 -77.64(14) 3_655 . . . ? N1 Fe1 N1 C1 15.36(17) 2_545 . . . ? N2 Fe1 N1 C1 -171.50(19) . . . . ? N2 Fe1 N1 C1 96.94(18) 2_545 . . . ? N2 Fe1 N1 C1 -127.2(5) 3_655 . . . ? N1 Fe1 N1 C5 92.26(17) 3_655 . . . ? N1 Fe1 N1 C5 -174.74(15) 2_545 . . . ? N2 Fe1 N1 C5 -1.60(14) . . . . ? N2 Fe1 N1 C5 -93.16(15) 2_545 . . . ? N2 Fe1 N1 C5 42.7(5) 3_655 . . . ? N1 Fe1 N2 C10 -178.29(19) . . . . ? N1 Fe1 N2 C10 89.46(19) 3_655 . . . ? N1 Fe1 N2 C10 -128.0(5) 2_545 . . . ? N2 Fe1 N2 C10 -84.33(14) 2_545 . . . ? N2 Fe1 N2 C10 7.93(18) 3_655 . . . ? N1 Fe1 N2 C6 -5.18(14) . . . . ? N1 Fe1 N2 C6 -97.43(14) 3_655 . . . ? N1 Fe1 N2 C6 45.1(5) 2_545 . . . ? N2 Fe1 N2 C6 88.77(18) 2_545 . . . ? N2 Fe1 N2 C6 -178.96(15) 3_655 . . . ? N6 Fe2 N5 C11 -176.8(2) . . . . ? N6 Fe2 N5 C11 90.7(2) 2_655 . . . ? N6 Fe2 N5 C11 -136.5(6) 3_665 . . . ? N5 Fe2 N5 C11 8.4(2) 2_655 . . . ? N5 Fe2 N5 C11 -85.53(17) 3_665 . . . ? N6 Fe2 N5 C15 -0.45(14) . . . . ? N6 Fe2 N5 C15 -92.95(15) 2_655 . . . ? N6 Fe2 N5 C15 39.8(7) 3_665 . . . ? N5 Fe2 N5 C15 -175.25(15) 2_655 . . . ? N5 Fe2 N5 C15 90.86(18) 3_665 . . . ? N6 Fe2 N6 C16 88.59(17) 2_655 . . . ? N6 Fe2 N6 C16 -178.56(14) 3_665 . . . ? N5 Fe2 N6 C16 -2.85(14) . . . . ? N5 Fe2 N6 C16 48.7(7) 2_655 . . . ? N5 Fe2 N6 C16 -96.28(14) 3_665 . . . ? N6 Fe2 N6 C20 -85.19(14) 2_655 . . . ? N6 Fe2 N6 C20 7.66(18) 3_665 . . . ? N5 Fe2 N6 C20 -176.63(18) . . . . ? N5 Fe2 N6 C20 -125.1(6) 2_655 . . . ? N5 Fe2 N6 C20 89.94(18) 3_665 . . . ? N9 Fe3 N9 C21 81.87(14) 3 . . . ? N9 Fe3 N9 C21 -12.06(17) 2 . . . ? N10 Fe3 N9 C21 174.60(17) . . . . ? N10 Fe3 N9 C21 137.2(5) 3 . . . ? N10 Fe3 N9 C21 -94.04(17) 2 . . . ? N9 Fe3 N9 C25 -93.19(18) 3 . . . ? N9 Fe3 N9 C25 172.89(15) 2 . . . ? N10 Fe3 N9 C25 -0.45(14) . . . . ? N10 Fe3 N9 C25 -37.8(6) 3 . . . ? N10 Fe3 N9 C25 90.91(15) 2 . . . ? N9 Fe3 N10 C30 -89.63(17) 3 . . . ? N9 Fe3 N10 C30 121.1(5) 2 . . . ? N9 Fe3 N10 C30 177.12(18) . . . . ? N10 Fe3 N10 C30 -7.74(17) 3 . . . ? N10 Fe3 N10 C30 84.12(14) 2 . . . ? N9 Fe3 N10 C26 98.84(14) 3 . . . ? N9 Fe3 N10 C26 -50.5(6) 2 . . . ? N9 Fe3 N10 C26 5.59(14) . . . . ? N10 Fe3 N10 C26 -179.27(14) 3 . . . ? N10 Fe3 N10 C26 -87.41(17) 2 . . . ? C5 N1 C1 C2 -3.4(3) . . . . ? Fe1 N1 C1 C2 166.13(15) . . . . ? N1 C1 C2 N3 -172.35(19) . . . . ? N1 C1 C2 C3 2.5(3) . . . . ? N3 C2 C3 C4 175.1(2) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C2 C3 C4 C5 -1.9(3) . . . . ? C1 N1 C5 C4 1.6(3) . . . . ? Fe1 N1 C5 C4 -169.25(16) . . . . ? C1 N1 C5 C6 178.44(18) . . . . ? Fe1 N1 C5 C6 7.6(2) . . . . ? C3 C4 C5 N1 1.1(3) . . . . ? C3 C4 C5 C6 -175.5(2) . . . . ? C10 N2 C6 C7 3.4(3) . . . . ? Fe1 N2 C6 C7 -170.24(16) . . . . ? C10 N2 C6 C5 -175.70(18) . . . . ? Fe1 N2 C6 C5 10.6(2) . . . . ? N1 C5 C6 N2 -12.1(3) . . . . ? C4 C5 C6 N2 164.7(2) . . . . ? N1 C5 C6 C7 168.83(19) . . . . ? C4 C5 C6 C7 -14.4(3) . . . . ? N2 C6 C7 C8 -1.9(3) . . . . ? C5 C6 C7 C8 177.2(2) . . . . ? C6 C7 C8 C9 -1.1(3) . . . . ? C7 C8 C9 N4 179.1(2) . . . . ? C7 C8 C9 C10 2.3(3) . . . . ? C6 N2 C10 C9 -2.1(3) . . . . ? Fe1 N2 C10 C9 170.71(16) . . . . ? N4 C9 C10 N2 -177.6(2) . . . . ? C8 C9 C10 N2 -0.8(3) . . . . ? C15 N5 C11 C12 -2.2(4) . . . . ? Fe2 N5 C11 C12 174.08(19) . . . . ? N5 C11 C12 N7 -175.2(3) . . . . ? N5 C11 C12 C13 0.8(4) . . . . ? N7 C12 C13 C14 176.7(3) . . . . ? C11 C12 C13 C14 0.8(4) . . . . ? C12 C13 C14 C15 -0.9(4) . . . . ? C11 N5 C15 C14 2.0(3) . . . . ? Fe2 N5 C15 C14 -174.79(17) . . . . ? C11 N5 C15 C16 -179.8(2) . . . . ? Fe2 N5 C15 C16 3.5(2) . . . . ? C13 C14 C15 N5 -0.5(3) . . . . ? C13 C14 C15 C16 -178.5(2) . . . . ? C20 N6 C16 C17 1.7(3) . . . . ? Fe2 N6 C16 C17 -172.64(16) . . . . ? C20 N6 C16 C15 179.86(18) . . . . ? Fe2 N6 C16 C15 5.5(2) . . . . ? N5 C15 C16 N6 -5.9(3) . . . . ? C14 C15 C16 N6 172.2(2) . . . . ? N5 C15 C16 C17 172.1(2) . . . . ? C14 C15 C16 C17 -9.7(3) . . . . ? N6 C16 C17 C18 -1.3(3) . . . . ? C15 C16 C17 C18 -179.2(2) . . . . ? C16 C17 C18 C19 1.5(3) . . . . ? C17 C18 C19 N8 172.7(2) . . . . ? C17 C18 C19 C20 -2.1(3) . . . . ? C16 N6 C20 C19 -2.5(3) . . . . ? Fe2 N6 C20 C19 171.02(15) . . . . ? N8 C19 C20 N6 -172.2(2) . . . . ? C18 C19 C20 N6 2.7(3) . . . . ? C25 N9 C21 C22 2.5(3) . . . . ? Fe3 N9 C21 C22 -172.45(15) . . . . ? N9 C21 C22 N11 174.5(2) . . . . ? N9 C21 C22 C23 -1.0(3) . . . . ? N11 C22 C23 C24 -176.1(2) . . . . ? C21 C22 C23 C24 -0.6(3) . . . . ? C22 C23 C24 C25 0.6(3) . . . . ? C21 N9 C25 C24 -2.4(3) . . . . ? Fe3 N9 C25 C24 173.22(16) . . . . ? C21 N9 C25 C26 -179.96(17) . . . . ? Fe3 N9 C25 C26 -4.4(2) . . . . ? C23 C24 C25 N9 0.9(3) . . . . ? C23 C24 C25 C26 178.24(19) . . . . ? C30 N10 C26 C27 -2.9(3) . . . . ? Fe3 N10 C26 C27 169.43(16) . . . . ? C30 N10 C26 C25 178.30(17) . . . . ? Fe3 N10 C26 C25 -9.4(2) . . . . ? N9 C25 C26 N10 9.1(2) . . . . ? C24 C25 C26 N10 -168.43(19) . . . . ? N9 C25 C26 C27 -169.7(2) . . . . ? C24 C25 C26 C27 12.8(3) . . . . ? N10 C26 C27 C28 1.4(3) . . . . ? C25 C26 C27 C28 -179.9(2) . . . . ? C26 C27 C28 C29 0.8(3) . . . . ? C27 C28 C29 N12 -176.8(2) . . . . ? C27 C28 C29 C30 -1.4(3) . . . . ? C26 N10 C30 C29 2.3(3) . . . . ? Fe3 N10 C30 C29 -168.95(16) . . . . ? N12 C29 C30 N10 175.4(2) . . . . ? C28 C29 C30 N10 -0.1(3) . . . . ? O1 N13 C31 C36 -175.8(2) . . . . ? O2 N13 C31 C36 5.0(3) . . . . ? O1 N13 C31 C32 5.4(3) . . . . ? O2 N13 C31 C32 -173.8(2) . . . . ? C36 C31 C32 C33 2.2(3) . . . . ? N13 C31 C32 C33 -179.0(2) . . . . ? C31 C32 C33 C34 1.6(4) . . . . ? C32 C33 C34 O3 175.1(2) . . . . ? C32 C33 C34 C35 -4.6(3) . . . . ? O3 C34 C35 C36 -175.8(2) . . . . ? C33 C34 C35 C36 3.9(3) . . . . ? C34 C35 C36 C31 -0.4(4) . . . . ? C32 C31 C36 C35 -2.8(3) . . . . ? N13 C31 C36 C35 178.4(2) . . . . ? O4 C41 C42 C43 178.8(2) . . . . ? C46 C41 C42 C43 -1.2(3) . . . . ? C41 C42 C43 C44 0.1(4) . . . . ? C42 C43 C44 C45 0.4(4) . . . . ? C42 C43 C44 N14 -177.7(2) . . . . ? O6 N14 C44 C43 -9.4(3) . . . . ? O5 N14 C44 C43 170.2(2) . . . . ? O6 N14 C44 C45 172.4(2) . . . . ? O5 N14 C44 C45 -8.0(3) . . . . ? C43 C44 C45 C46 0.1(4) . . . . ? N14 C44 C45 C46 178.3(2) . . . . ? C44 C45 C46 C41 -1.3(4) . . . . ? O4 C41 C46 C45 -178.2(2) . . . . ? C42 C41 C46 C45 1.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A N8 0.88(3) 2.44(3) 3.307(3) 170(2) 4_545 N3 H3B O4 0.91(3) 1.99(3) 2.892(3) 174(2) 5 N4 H4B O3 0.86(3) 2.05(3) 2.888(3) 166(3) 5_554 N7 H7B N4 0.85(4) 2.43(4) 3.277(4) 172(3) 4_655 N8 H8A O3 0.85(3) 2.07(3) 2.911(3) 166(2) 5_554 N8 H8B N3 0.91(3) 2.33(3) 3.220(3) 167(2) 5_554 N11 H11C O02 0.97(3) 2.21(3) 3.117(3) 155(2) 4_554 N12 H12A O01 0.86(3) 2.15(3) 3.007(3) 176(3) 4 N12 H12B N11 0.89(3) 2.36(3) 3.204(3) 159(2) 4 O01 H01A O4 0.97(3) 1.73(3) 2.700(3) 174(4) . O01 H01B O2 0.83(3) 2.31(3) 3.068(2) 153(3) 3_665 O02 H02A O6 0.75(4) 2.34(4) 3.066(3) 164(4) . O02 H02B O3 0.88(4) 2.01(4) 2.877(3) 172(4) . _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.97 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.348 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.052