# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email JANIAK@UNI-FREIBURG.DE _publ_contact_author_name 'Prof Christoph Janiak' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name C.Janiak P.G.Lasahn B.Wu X.-J.Yang data_1a _database_code_CSD 198626 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris(N,N'-[2,2']bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(II)]- sulfate- hemi-methanol - 3.2 water ; _chemical_name_common ; (Tris(N,N'-(2,2')bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(ii))-sulfate- hemi-methanol - 3.2 water ; _chemical_melting_point ? _chemical_formula_moiety '(C16 H18 N4 O4)3Fe, S1 O4, (C1 H4 O1)0.5, (H2O)3.2' _chemical_formula_sum 'C48.50 H62.40 Fe N12 O19.70 S' _chemical_formula_weight 1216.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.0449(10) _cell_length_b 22.8722(16) _cell_length_c 18.8110(13) _cell_angle_alpha 90.00 _cell_angle_beta 100.8330(10) _cell_angle_gamma 90.00 _cell_volume 5935.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description isometric _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2548 _exptl_absorpt_coefficient_mu 0.370 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.878805 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 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 29275 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_sigmaI/netI 0.1352 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10439 _reflns_number_gt 4829 _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 '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. The atoms C24' and C48 which are part of a disordered ethyl group have been refined with isotropic thermal parameters. ; _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^)+(0.1336P)^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_number_reflns 10439 _refine_ls_number_parameters 783 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1622 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2524 _refine_ls_wR_factor_gt 0.2158 _refine_ls_goodness_of_fit_ref 0.929 _refine_ls_restrained_S_all 0.932 _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 Fe Fe 0.20743(6) 0.10530(4) 0.87857(5) 0.0357(3) Uani 1 1 d . E . O1 O 0.4003(4) 0.2360(2) 0.5897(3) 0.0646(14) Uani 1 1 d . . . O2 O 0.3592(4) 0.1580(2) 0.6499(3) 0.0779(17) Uani 1 1 d . . . O3 O 0.0440(4) 0.2459(2) 1.1722(3) 0.0648(14) Uani 1 1 d . . . O4 O 0.0506(3) 0.1584(2) 1.2290(3) 0.0634(14) Uani 1 1 d . . . O5 O 0.0700(4) -0.0592(3) 0.5531(3) 0.0818(17) Uani 1 1 d . . . O6 O 0.0384(4) -0.0261(3) 0.6600(3) 0.0828(18) Uani 1 1 d . . . O9 O 0.1786(6) -0.1559(3) 1.0787(4) 0.135(3) Uani 1 1 d . . . O10 O 0.3029(4) -0.1246(2) 1.1622(3) 0.0756(16) Uani 1 1 d . . . O11 O -0.1837(5) 0.2119(3) 0.5855(4) 0.120(3) Uani 1 1 d . . . O12 O -0.2202(6) 0.1182(4) 0.6107(5) 0.178(4) Uani 1 1 d . . . N1 N 0.2395(3) 0.1803(2) 0.8340(3) 0.0362(12) Uani 1 1 d . . . N2 N 0.3353(4) 0.2505(2) 0.6861(3) 0.0475(14) Uani 1 1 d . . . H2A H 0.3396 0.2863 0.6733 0.057 Uiso 1 1 calc R . . N3 N 0.1732(3) 0.1598(2) 0.9512(3) 0.0373(12) Uani 1 1 d . . . N4 N 0.1014(4) 0.1650(2) 1.1264(3) 0.0459(14) Uani 1 1 d . . . H4A H 0.1136 0.1286 1.1353 0.055 Uiso 1 1 calc R . . N5 N 0.3432(3) 0.0984(2) 0.9287(3) 0.0366(12) Uani 1 1 d . E . N6 N 0.5025(4) 0.1280(3) 1.0985(3) 0.0564(16) Uani 1 1 d . D . H6A H 0.4549 0.1357 1.1198 0.068 Uiso 1 1 calc R . . N7 N 0.2550(4) 0.0557(2) 0.8069(3) 0.0415(13) Uani 1 1 d . . . N8 N 0.1892(5) -0.0237(3) 0.6328(3) 0.0709(19) Uani 1 1 d . . . H8A H 0.2202 -0.0325 0.5989 0.085 Uiso 1 1 calc R A 1 N9 N 0.1660(3) 0.0359(2) 0.9267(3) 0.0352(12) Uani 1 1 d . . . N10 N 0.2399(4) -0.0651(2) 1.0767(3) 0.0427(13) Uani 1 1 d . . . H10A H 0.2838 -0.0424 1.0999 0.051 Uiso 1 1 calc R B 1 N11 N 0.0733(3) 0.1012(2) 0.8254(3) 0.0373(12) Uani 1 1 d . . . N12 N -0.0976(4) 0.1696(3) 0.6804(3) 0.0646(18) Uani 1 1 d . . . H12A H -0.0684 0.2028 0.6839 0.077 Uiso 1 1 calc R C 1 C1 C 0.2745(4) 0.1867(3) 0.7729(3) 0.0395(15) Uani 1 1 d . . . H1A H 0.2830 0.1536 0.7459 0.047 Uiso 1 1 calc R . . C2 C 0.2987(4) 0.2415(3) 0.7483(3) 0.0401(16) Uani 1 1 d . . . C3 C 0.2862(5) 0.2896(3) 0.7891(4) 0.0493(18) Uani 1 1 d . . . H3A H 0.3037 0.3265 0.7751 0.059 Uiso 1 1 calc R . . C4 C 0.2483(5) 0.2834(3) 0.8499(4) 0.058(2) Uani 1 1 d . . . H4B H 0.2380 0.3162 0.8766 0.069 Uiso 1 1 calc R . . C5 C 0.2247(5) 0.2279(3) 0.8726(4) 0.0462(17) Uani 1 1 d . . . C6 C 0.3655(6) 0.2095(4) 0.6425(4) 0.059(2) Uani 1 1 d . . . C7 C 0.4361(7) 0.1976(4) 0.5394(5) 0.082(3) Uani 1 1 d . . . H7A H 0.3847 0.1720 0.5157 0.098 Uiso 1 1 calc R . . H7B H 0.4886 0.1736 0.5649 0.098 Uiso 1 1 calc R . . C8 C 0.4718(6) 0.2356(4) 0.4844(4) 0.088(3) Uani 1 1 d . . . H8B H 0.4962 0.2113 0.4502 0.131 Uiso 1 1 calc R . . H8C H 0.5226 0.2606 0.5085 0.131 Uiso 1 1 calc R . . H8D H 0.4192 0.2590 0.4594 0.131 Uiso 1 1 calc R . . C9 C 0.1865(5) 0.2174(3) 0.9379(4) 0.0441(16) Uani 1 1 d . . . C10 C 0.1673(5) 0.2601(3) 0.9847(4) 0.0545(19) Uani 1 1 d . . . H10B H 0.1751 0.2992 0.9734 0.065 Uiso 1 1 calc R . . C11 C 0.1368(5) 0.2459(3) 1.0479(4) 0.0514(18) Uani 1 1 d . . . H11A H 0.1246 0.2748 1.0798 0.062 Uiso 1 1 calc R . . C12 C 0.1247(4) 0.1869(3) 1.0627(4) 0.0429(16) Uani 1 1 d . . . C13 C 0.1425(4) 0.1461(3) 1.0124(3) 0.0367(15) Uani 1 1 d . . . H13A H 0.1327 0.1068 1.0216 0.044 Uiso 1 1 calc R . . C14 C 0.0625(5) 0.1940(4) 1.1745(4) 0.0500(18) Uani 1 1 d . . . C15 C 0.0134(8) 0.1829(5) 1.2896(5) 0.116(4) Uani 1 1 d . . . H15A H 0.0410 0.1621 1.3336 0.140 Uiso 1 1 calc R . . H15B H 0.0321 0.2236 1.2959 0.140 Uiso 1 1 calc R . . C16 C -0.0892(11) 0.1781(9) 1.2769(12) 0.319(15) Uani 1 1 d . . . H16A H -0.1093 0.1458 1.2450 0.479 Uiso 1 1 calc R . . H16B H -0.1176 0.2135 1.2551 0.479 Uiso 1 1 calc R . . H16C H -0.1102 0.1717 1.3220 0.479 Uiso 1 1 calc R . . C17 C 0.4023(4) 0.0689(3) 0.8904(3) 0.0396(15) Uani 1 1 d . . . C18 C 0.4994(4) 0.0607(3) 0.9201(4) 0.0477(17) Uani 1 1 d . E . H18A H 0.5396 0.0420 0.8932 0.057 Uiso 1 1 calc R . . C19 C 0.5370(5) 0.0800(3) 0.9889(4) 0.0491(18) Uani 1 1 d . . . H19A H 0.6020 0.0740 1.0089 0.059 Uiso 1 1 calc R E . C20 C 0.4769(4) 0.1083(3) 1.0278(3) 0.0410(15) Uani 1 1 d . D . C21 C 0.3818(4) 0.1176(3) 0.9947(3) 0.0391(15) Uani 1 1 d . . . H21A H 0.3421 0.1384 1.0201 0.047 Uiso 1 1 calc R E . C22 C 0.5912(6) 0.1367(4) 1.1383(5) 0.078(3) Uani 1 1 d . . . O7 O 0.6628(4) 0.1293(4) 1.1104(5) 0.176(5) Uani 1 1 d D D 1 O8 O 0.5902(6) 0.1540(3) 1.2046(4) 0.137(3) Uani 1 1 d D D 1 C23 C 0.7677(10) 0.1575(7) 1.1254(9) 0.076(5) Uani 0.50 1 d PD D 1 H23A H 0.7725 0.1933 1.1536 0.092 Uiso 0.50 1 calc PR D 1 H23B H 0.7960 0.1622 1.0825 0.092 Uiso 0.50 1 calc PR D 1 C24 C 0.8037(12) 0.0999(7) 1.1722(9) 0.098(6) Uani 0.55 1 d PD D 1 H24A H 0.8731 0.1001 1.1851 0.147 Uiso 0.55 1 calc PR D 1 H24B H 0.7828 0.0657 1.1440 0.147 Uiso 0.55 1 calc PR D 1 H24C H 0.7765 0.0996 1.2154 0.147 Uiso 0.55 1 calc PR D 1 C23' C 0.6295(11) 0.1566(7) 1.2926(8) 0.29(3) Uani 0.50 1 d PD D 1 H23C H 0.6487 0.1955 1.3102 0.346 Uiso 0.50 1 calc PR D 1 H23D H 0.6806 0.1286 1.3096 0.346 Uiso 0.50 1 calc PR D 1 C24' C 0.5217(10) 0.1363(7) 1.3092(8) 0.051(4) Uiso 0.45 1 d PD D 1 H24D H 0.5253 0.1328 1.3605 0.077 Uiso 0.45 1 calc PR D 1 H24E H 0.5038 0.0993 1.2865 0.077 Uiso 0.45 1 calc PR D 1 H24F H 0.4740 0.1651 1.2902 0.077 Uiso 0.45 1 calc PR D 1 C25 C 0.3532(4) 0.0458(3) 0.8213(3) 0.0395(15) Uani 1 1 d . E 1 C26 C 0.3980(5) 0.0155(3) 0.7744(4) 0.0566(19) Uani 1 1 d . E 1 H26A H 0.4646 0.0094 0.7854 0.068 Uiso 1 1 calc R E 1 C27 C 0.3447(6) -0.0061(3) 0.7109(4) 0.060(2) Uani 1 1 d . E 1 H27A H 0.3754 -0.0251 0.6777 0.072 Uiso 1 1 calc R E 1 C28 C 0.2433(6) 0.0008(3) 0.6963(4) 0.0565(19) Uani 1 1 d . E 1 C29 C 0.2025(5) 0.0331(3) 0.7454(3) 0.0486(18) Uani 1 1 d . E 1 H29A H 0.1359 0.0396 0.7355 0.058 Uiso 1 1 calc R E 1 C30 C 0.0929(7) -0.0347(4) 0.6201(4) 0.067(2) Uani 1 1 d . E 1 C31 C -0.0313(7) -0.0719(4) 0.5295(4) 0.091(3) Uani 1 1 d . E 1 H31A H -0.0691 -0.0361 0.5258 0.109 Uiso 1 1 calc R E 1 H31B H -0.0541 -0.0978 0.5635 0.109 Uiso 1 1 calc R E 1 C32 C -0.0415(7) -0.1010(4) 0.4557(4) 0.104(3) Uani 1 1 d . E 1 H32A H -0.1083 -0.1103 0.4379 0.155 Uiso 1 1 calc R E 1 H32B H -0.0037 -0.1363 0.4602 0.155 Uiso 1 1 calc R E 1 H32C H -0.0187 -0.0749 0.4226 0.155 Uiso 1 1 calc R E 1 C33 C 0.0747(4) 0.0168(3) 0.8982(3) 0.0410(16) Uani 1 1 d . E 1 C34 C 0.0382(5) -0.0326(3) 0.9251(4) 0.0535(19) Uani 1 1 d . E 1 H34A H -0.0235 -0.0456 0.9043 0.064 Uiso 1 1 calc R E 1 C35 C 0.0908(5) -0.0631(3) 0.9819(4) 0.0514(18) Uani 1 1 d . E 1 H35A H 0.0665 -0.0972 0.9987 0.062 Uiso 1 1 calc R E 1 C36 C 0.1811(4) -0.0418(3) 1.0136(3) 0.0400(15) Uani 1 1 d . E 1 C37 C 0.2151(4) 0.0067(3) 0.9830(3) 0.0361(15) Uani 1 1 d . E 1 H37A H 0.2769 0.0199 1.0031 0.043 Uiso 1 1 calc R E 1 C38 C 0.2349(6) -0.1183(3) 1.1040(4) 0.071(2) Uani 1 1 d . E 1 C39 C 0.3113(9) -0.1832(4) 1.1959(6) 0.155(6) Uani 1 1 d . E 1 H39A H 0.2574 -0.1903 1.2203 0.186 Uiso 1 1 calc R E 1 H39B H 0.3115 -0.2132 1.1595 0.186 Uiso 1 1 calc R E 1 C40 C 0.4036(14) -0.1837(6) 1.2484(10) 0.355(17) Uani 1 1 d . E 1 H40A H 0.4565 -0.1874 1.2229 0.533 Uiso 1 1 calc R E 1 H40B H 0.4042 -0.2161 1.2808 0.533 Uiso 1 1 calc R E 1 H40C H 0.4102 -0.1479 1.2755 0.533 Uiso 1 1 calc R E 1 C41 C 0.0225(4) 0.0539(3) 0.8410(3) 0.0417(16) Uani 1 1 d . E 1 C42 C -0.0713(5) 0.0431(3) 0.8047(4) 0.0552(19) Uani 1 1 d . E 1 H42A H -0.1054 0.0111 0.8173 0.066 Uiso 1 1 calc R E 1 C43 C -0.1142(5) 0.0800(3) 0.7495(4) 0.063(2) Uani 1 1 d . E 1 H43A H -0.1763 0.0726 0.7239 0.075 Uiso 1 1 calc R E 1 C44 C -0.0630(5) 0.1278(3) 0.7335(3) 0.0524(19) Uani 1 1 d . E 1 C45 C 0.0299(4) 0.1369(3) 0.7731(3) 0.0451(16) Uani 1 1 d . E 1 H45A H 0.0638 0.1697 0.7625 0.054 Uiso 1 1 calc R E 1 C46 C -0.1712(7) 0.1628(5) 0.6254(6) 0.113(4) Uani 1 1 d . E 1 C47 C -0.2597(13) 0.2051(8) 0.5136(10) 0.262(14) Uani 1 1 d D E 1 C48 C -0.1997(18) 0.1928(12) 0.4471(13) 0.104(9) Uiso 0.40 1 d PD E 1 H48A H -0.1831 0.1521 0.4465 0.156 Uiso 0.40 1 calc PR E 1 H48B H -0.1416 0.2158 0.4547 0.156 Uiso 0.40 1 calc PR E 1 H48C H -0.2396 0.2032 0.4017 0.156 Uiso 0.40 1 calc PR E 1 C48' C -0.2767(16) 0.2766(16) 0.5073(12) 0.30(3) Uani 0.60 1 d PD E 1 H48D H -0.3078 0.2896 0.5458 0.450 Uiso 0.60 1 calc PR E 1 H48E H -0.3170 0.2857 0.4615 0.450 Uiso 0.60 1 calc PR E 1 H48F H -0.2153 0.2958 0.5109 0.450 Uiso 0.60 1 calc PR E 1 S S 0.30207(14) 0.07027(8) 1.17491(9) 0.0508(5) Uani 1 1 d . F 1 O13 O 0.3294(3) 0.12892(18) 1.1507(2) 0.0485(11) Uani 1 1 d . F 1 O14 O 0.3580(3) 0.02529(19) 1.1457(2) 0.0514(12) Uani 1 1 d . F 1 O15 O 0.1972(3) 0.0605(2) 1.1477(3) 0.0641(14) Uani 1 1 d . F 1 O16 O 0.3192(5) 0.0688(2) 1.2527(3) 0.103(2) Uani 1 1 d . F 1 O01 O 0.4506(6) 0.0182(5) 1.3432(5) 0.077(3) Uani 0.50 1 d P G 1 C01 C 0.4080(14) -0.0403(6) 1.3378(10) 0.086(6) Uani 0.50 1 d P G 1 O02 O -0.2914(5) 0.0410(4) 0.4822(3) 0.129(3) Uani 1 1 d . H 1 O03 O 0.5260(8) 0.0856(5) 1.4584(5) 0.077(3) Uani 0.50 1 d P I 1 O04 O 0.1714(5) 0.0589(3) 1.3376(3) 0.119(2) Uani 1 1 d . J 1 O05 O 0.2599(8) 0.0935(5) 1.4676(6) 0.100(4) Uani 0.50 1 d P K 1 O06 O 0.5538(17) -0.0630(8) 1.4093(12) 0.056(7) Uani 0.20 1 d P L 1 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 Fe 0.0317(5) 0.0362(5) 0.0375(5) 0.0011(4) 0.0019(4) -0.0033(4) O1 0.076(3) 0.064(3) 0.062(3) 0.010(3) 0.034(3) 0.010(3) O2 0.112(5) 0.054(4) 0.076(4) 0.010(3) 0.040(3) 0.007(3) O3 0.070(3) 0.062(4) 0.069(3) 0.001(3) 0.031(3) 0.018(3) O4 0.070(3) 0.067(4) 0.058(3) -0.002(3) 0.025(3) -0.008(3) O5 0.098(4) 0.092(4) 0.051(3) -0.023(3) 0.001(3) -0.031(4) O6 0.078(4) 0.103(5) 0.066(4) -0.023(3) 0.009(3) -0.032(4) O9 0.170(7) 0.056(4) 0.131(6) 0.041(4) -0.093(5) -0.046(4) O10 0.094(4) 0.047(3) 0.067(3) 0.014(3) -0.031(3) 0.002(3) O11 0.102(5) 0.120(5) 0.112(5) 0.073(5) -0.050(4) -0.030(4) O12 0.129(6) 0.181(8) 0.176(8) 0.105(7) -0.097(6) -0.083(6) N1 0.030(3) 0.034(3) 0.044(3) 0.004(3) 0.006(2) -0.003(2) N2 0.058(4) 0.035(3) 0.051(3) 0.009(3) 0.014(3) 0.003(3) N3 0.028(3) 0.038(3) 0.044(3) 0.002(3) 0.003(2) -0.003(2) N4 0.058(4) 0.038(3) 0.045(3) -0.003(3) 0.019(3) -0.003(3) N5 0.037(3) 0.035(3) 0.038(3) -0.002(2) 0.008(2) -0.007(2) N6 0.040(3) 0.079(4) 0.045(3) -0.014(3) -0.005(3) 0.005(3) N7 0.046(3) 0.035(3) 0.043(3) -0.002(2) 0.007(3) -0.004(3) N8 0.089(5) 0.073(5) 0.049(4) -0.023(3) 0.008(4) -0.017(4) N9 0.031(3) 0.034(3) 0.038(3) 0.000(2) 0.000(2) -0.004(2) N10 0.045(3) 0.038(3) 0.041(3) 0.002(3) -0.003(2) -0.002(3) N11 0.031(3) 0.039(3) 0.040(3) 0.005(3) 0.003(2) -0.008(3) N12 0.047(3) 0.073(4) 0.063(4) 0.027(3) -0.018(3) -0.019(3) C1 0.033(3) 0.042(4) 0.043(4) 0.000(3) 0.004(3) -0.003(3) C2 0.036(3) 0.043(4) 0.039(4) 0.010(3) 0.002(3) -0.002(3) C3 0.060(4) 0.041(4) 0.046(4) 0.003(3) 0.008(4) -0.013(4) C4 0.081(5) 0.039(4) 0.056(5) -0.003(4) 0.023(4) -0.010(4) C5 0.053(4) 0.033(4) 0.052(4) 0.000(3) 0.009(3) -0.006(3) C6 0.065(5) 0.056(5) 0.055(5) 0.008(4) 0.013(4) 0.013(4) C7 0.109(7) 0.065(6) 0.082(6) -0.010(5) 0.047(6) 0.016(5) C8 0.105(7) 0.096(7) 0.071(6) 0.008(5) 0.041(5) 0.032(6) C9 0.048(4) 0.036(4) 0.049(4) 0.007(3) 0.012(3) -0.007(3) C10 0.072(5) 0.035(4) 0.061(5) 0.006(4) 0.022(4) 0.002(4) C11 0.067(5) 0.036(4) 0.054(4) -0.004(3) 0.018(4) 0.005(4) C12 0.032(3) 0.045(4) 0.051(4) 0.002(3) 0.007(3) 0.002(3) C13 0.033(3) 0.032(4) 0.046(4) 0.000(3) 0.009(3) -0.005(3) C14 0.039(4) 0.061(5) 0.050(4) -0.002(4) 0.008(3) -0.007(4) C15 0.141(10) 0.128(10) 0.099(8) 0.012(7) 0.071(8) 0.031(8) C16 0.164(15) 0.37(3) 0.49(3) 0.21(3) 0.24(2) 0.096(17) C17 0.038(4) 0.033(4) 0.047(4) -0.002(3) 0.008(3) -0.004(3) C18 0.034(4) 0.052(4) 0.058(5) -0.007(4) 0.010(3) 0.009(3) C19 0.033(3) 0.051(4) 0.060(5) 0.005(4) -0.001(3) 0.000(3) C20 0.036(3) 0.041(4) 0.044(4) -0.002(3) 0.001(3) -0.003(3) C21 0.034(3) 0.041(4) 0.041(4) -0.001(3) 0.004(3) -0.004(3) C22 0.062(5) 0.099(7) 0.064(6) -0.027(5) -0.012(5) 0.018(5) O7 0.033(3) 0.234(10) 0.245(10) -0.160(8) -0.012(5) 0.005(5) O8 0.183(7) 0.103(5) 0.091(5) -0.045(4) -0.064(5) 0.059(5) C23 0.066(11) 0.072(12) 0.083(12) 0.000(10) -0.008(9) -0.003(9) C24 0.077(11) 0.099(14) 0.116(14) -0.015(12) 0.012(10) -0.009(11) C23' 0.20(3) 0.019(9) 0.51(5) 0.062(18) -0.29(3) -0.022(12) C25 0.041(4) 0.033(4) 0.046(4) -0.001(3) 0.011(3) -0.002(3) C26 0.056(4) 0.052(5) 0.061(5) -0.018(4) 0.009(4) -0.002(4) C27 0.072(5) 0.055(5) 0.060(5) -0.018(4) 0.026(4) 0.002(4) C28 0.074(5) 0.051(5) 0.045(4) -0.004(4) 0.012(4) -0.013(4) C29 0.056(4) 0.053(4) 0.037(4) -0.005(3) 0.006(3) -0.011(4) C30 0.073(6) 0.068(6) 0.056(5) -0.010(4) 0.002(5) -0.024(5) C31 0.097(7) 0.100(7) 0.064(6) -0.007(5) -0.011(5) -0.041(6) C32 0.138(9) 0.105(8) 0.061(6) -0.028(5) 0.001(6) -0.053(7) C33 0.042(4) 0.034(4) 0.045(4) 0.004(3) 0.005(3) -0.005(3) C34 0.041(4) 0.053(5) 0.059(5) 0.015(4) -0.009(3) -0.014(4) C35 0.045(4) 0.047(4) 0.060(5) 0.012(4) 0.004(4) -0.008(3) C36 0.039(4) 0.037(4) 0.043(4) 0.000(3) 0.007(3) 0.002(3) C37 0.036(3) 0.035(4) 0.035(3) -0.002(3) -0.001(3) -0.001(3) C38 0.091(6) 0.039(5) 0.067(5) 0.015(4) -0.026(5) -0.008(4) C39 0.213(13) 0.058(6) 0.141(10) 0.053(6) -0.105(9) -0.029(7) C40 0.41(3) 0.098(10) 0.40(3) 0.123(14) -0.33(2) -0.062(14) C41 0.039(4) 0.045(4) 0.037(4) 0.005(3) -0.002(3) -0.003(3) C42 0.043(4) 0.058(5) 0.057(4) 0.023(4) -0.010(3) -0.018(4) C43 0.041(4) 0.069(5) 0.069(5) 0.015(4) -0.012(4) -0.025(4) C44 0.044(4) 0.064(5) 0.042(4) 0.019(4) -0.009(3) -0.007(4) C45 0.039(4) 0.052(4) 0.042(4) 0.011(3) 0.003(3) -0.003(3) C46 0.068(6) 0.134(10) 0.116(8) 0.078(8) -0.038(6) -0.042(6) C47 0.215(18) 0.202(17) 0.29(2) 0.177(17) -0.167(17) -0.055(14) C48' 0.14(2) 0.63(8) 0.112(18) 0.06(3) -0.022(16) -0.17(4) S 0.0669(12) 0.0425(11) 0.0418(10) -0.0049(8) 0.0074(9) 0.0031(10) O13 0.055(3) 0.039(3) 0.052(3) -0.010(2) 0.010(2) -0.005(2) O14 0.047(3) 0.045(3) 0.058(3) -0.010(2) -0.001(2) 0.008(2) O15 0.048(3) 0.043(3) 0.108(4) 0.006(3) 0.032(3) 0.000(2) O16 0.200(7) 0.063(4) 0.041(3) 0.000(3) 0.012(4) 0.014(4) O01 0.041(5) 0.115(10) 0.071(7) 0.001(7) 0.004(5) 0.025(6) C01 0.128(15) 0.026(8) 0.113(14) 0.034(9) 0.048(12) -0.020(9) O02 0.115(5) 0.189(8) 0.086(5) -0.020(5) 0.025(4) -0.021(5) O03 0.089(8) 0.087(8) 0.048(6) -0.016(6) -0.006(5) 0.036(7) O04 0.094(5) 0.152(7) 0.106(5) -0.021(5) 0.011(4) -0.025(5) O05 0.098(9) 0.113(10) 0.081(8) 0.015(7) -0.004(7) -0.090(8) O06 0.101(18) 0.006(10) 0.087(17) 0.001(10) 0.089(15) 0.004(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe N11 1.963(5) . ? Fe N5 1.968(5) . ? Fe N9 1.969(5) . ? Fe N7 1.973(5) . ? Fe N3 1.975(5) . ? Fe N1 1.997(5) . ? O1 C6 1.332(8) . ? O1 C7 1.448(8) . ? O2 C6 1.192(8) . ? O3 C14 1.214(8) . ? O4 C14 1.344(8) . ? O4 C15 1.452(9) . ? O5 C30 1.361(9) . ? O5 C31 1.438(9) . ? O6 C30 1.184(9) . ? O9 C38 1.204(8) . ? O10 C38 1.319(8) . ? O10 C39 1.478(9) . ? O11 C46 1.343(10) . ? O11 C47 1.566(16) . ? O12 C46 1.232(11) . ? N1 C1 1.341(7) . ? N1 C5 1.347(7) . ? N2 C6 1.364(9) . ? N2 C2 1.378(7) . ? N2 H2A 0.8600 . ? N3 C13 1.339(7) . ? N3 C9 1.360(7) . ? N4 C14 1.321(8) . ? N4 C12 1.393(8) . ? N4 H4A 0.8600 . ? N5 C21 1.333(7) . ? N5 C17 1.373(7) . ? N6 C22 1.343(9) . ? N6 C20 1.386(7) . ? N6 H6A 0.8600 . ? N7 C29 1.352(7) . ? N7 C25 1.372(7) . ? N8 C30 1.353(10) . ? N8 C28 1.407(8) . ? N8 H8A 0.8600 . ? N9 C37 1.330(7) . ? N9 C33 1.365(7) . ? N10 C38 1.327(8) . ? N10 C36 1.416(7) . ? N10 H10A 0.8600 . ? N11 C45 1.333(7) . ? N11 C41 1.358(7) . ? N12 C46 1.327(10) . ? N12 C44 1.401(8) . ? N12 H12A 0.8600 . ? C1 C2 1.400(8) . ? C1 H1A 0.9300 . ? C2 C3 1.372(9) . ? C3 C4 1.356(9) . ? C3 H3A 0.9300 . ? C4 C5 1.398(9) . ? C4 H4B 0.9300 . ? C5 C9 1.451(9) . ? C7 C8 1.508(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C8 H8D 0.9600 . ? C9 C10 1.374(9) . ? C10 C11 1.376(9) . ? C10 H10B 0.9300 . ? C11 C12 1.394(9) . ? C11 H11A 0.9300 . ? C12 C13 1.386(8) . ? C13 H13A 0.9300 . ? C15 C16 1.420(17) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.387(8) . ? C17 C25 1.451(8) . ? C18 C19 1.376(9) . ? C18 H18A 0.9300 . ? C19 C20 1.378(8) . ? C19 H19A 0.9300 . ? C20 C21 1.380(8) . ? C21 H21A 0.9300 . ? C22 O7 1.230(10) . ? C22 O8 1.312(9) . ? O7 C23 1.584(14) . ? O8 C23' 1.644(14) . ? C23 C24 1.613(17) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C23' C24' 1.669(14) . ? C23' H23C 0.9700 . ? C23' H23D 0.9700 . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C25 C26 1.365(8) . ? C26 C27 1.378(9) . ? C26 H26A 0.9300 . ? C27 C28 1.406(10) . ? C27 H27A 0.9300 . ? C28 C29 1.388(9) . ? C29 H29A 0.9300 . ? C31 C32 1.521(10) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.377(8) . ? C33 C41 1.455(8) . ? C34 C35 1.369(8) . ? C34 H34A 0.9300 . ? C35 C36 1.385(8) . ? C35 H35A 0.9300 . ? C36 C37 1.375(8) . ? C37 H37A 0.9300 . ? C39 C40 1.474(15) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.388(8) . ? C42 C43 1.384(9) . ? C42 H42A 0.9300 . ? C43 C44 1.372(9) . ? C43 H43A 0.9300 . ? C44 C45 1.392(8) . ? C45 H45A 0.9300 . ? C47 C48' 1.65(3) . ? C47 C48 1.66(2) . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C48' H48D 0.9600 . ? C48' H48E 0.9600 . ? C48' H48F 0.9600 . ? S O16 1.438(5) . ? S O14 1.463(4) . ? S O15 1.482(5) . ? S O13 1.490(5) . ? O01 C01 1.463(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Fe N5 172.4(2) . . ? N11 Fe N9 81.8(2) . . ? N5 Fe N9 93.33(19) . . ? N11 Fe N7 92.3(2) . . ? N5 Fe N7 81.9(2) . . ? N9 Fe N7 91.0(2) . . ? N11 Fe N3 92.7(2) . . ? N5 Fe N3 93.4(2) . . ? N9 Fe N3 93.4(2) . . ? N7 Fe N3 173.7(2) . . ? N11 Fe N1 95.6(2) . . ? N5 Fe N1 89.73(19) . . ? N9 Fe N1 174.2(2) . . ? N7 Fe N1 94.3(2) . . ? N3 Fe N1 81.5(2) . . ? C6 O1 C7 115.6(6) . . ? C14 O4 C15 118.7(6) . . ? C30 O5 C31 114.7(7) . . ? C38 O10 C39 116.3(6) . . ? C46 O11 C47 113.3(9) . . ? C1 N1 C5 119.4(5) . . ? C1 N1 Fe 127.0(4) . . ? C5 N1 Fe 113.5(4) . . ? C6 N2 C2 127.9(6) . . ? C6 N2 H2A 116.0 . . ? C2 N2 H2A 116.0 . . ? C13 N3 C9 117.5(5) . . ? C13 N3 Fe 127.3(4) . . ? C9 N3 Fe 115.1(4) . . ? C14 N4 C12 127.0(6) . . ? C14 N4 H4A 116.5 . . ? C12 N4 H4A 116.5 . . ? C21 N5 C17 118.1(5) . . ? C21 N5 Fe 127.4(4) . . ? C17 N5 Fe 114.5(4) . . ? C22 N6 C20 129.0(6) . . ? C22 N6 H6A 115.5 . . ? C20 N6 H6A 115.5 . . ? C29 N7 C25 118.2(6) . . ? C29 N7 Fe 127.1(5) . . ? C25 N7 Fe 114.6(4) . . ? C30 N8 C28 125.9(7) . . ? C30 N8 H8A 117.0 . . ? C28 N8 H8A 117.0 . . ? C37 N9 C33 117.4(5) . . ? C37 N9 Fe 128.2(4) . . ? C33 N9 Fe 114.4(4) . . ? C38 N10 C36 127.2(6) . . ? C38 N10 H10A 116.4 . . ? C36 N10 H10A 116.4 . . ? C45 N11 C41 117.5(5) . . ? C45 N11 Fe 127.4(4) . . ? C41 N11 Fe 114.9(4) . . ? C46 N12 C44 126.3(7) . . ? C46 N12 H12A 116.9 . . ? C44 N12 H12A 116.9 . . ? N1 C1 C2 122.2(6) . . ? N1 C1 H1A 118.9 . . ? C2 C1 H1A 118.9 . . ? C3 C2 N2 117.5(6) . . ? C3 C2 C1 118.0(6) . . ? N2 C2 C1 124.6(6) . . ? C4 C3 C2 120.0(7) . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.4(7) . . ? C3 C4 H4B 119.8 . . ? C5 C4 H4B 119.8 . . ? N1 C5 C4 120.0(6) . . ? N1 C5 C9 116.1(6) . . ? C4 C5 C9 123.8(6) . . ? O2 C6 O1 125.6(8) . . ? O2 C6 N2 124.7(7) . . ? O1 C6 N2 109.6(7) . . ? O1 C7 C8 107.4(7) . . ? O1 C7 H7A 110.2 . . ? C8 C7 H7A 110.2 . . ? O1 C7 H7B 110.2 . . ? C8 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C8 H8D 109.5 . . ? H8B C8 H8D 109.5 . . ? H8C C8 H8D 109.5 . . ? N3 C9 C10 121.4(6) . . ? N3 C9 C5 113.7(6) . . ? C10 C9 C5 124.9(6) . . ? C9 C10 C11 121.0(6) . . ? C9 C10 H10B 119.5 . . ? C11 C10 H10B 119.5 . . ? C10 C11 C12 118.1(6) . . ? C10 C11 H11A 120.9 . . ? C12 C11 H11A 120.9 . . ? C13 C12 N4 116.5(6) . . ? C13 C12 C11 118.0(6) . . ? N4 C12 C11 125.4(6) . . ? N3 C13 C12 123.9(6) . . ? N3 C13 H13A 118.0 . . ? C12 C13 H13A 118.0 . . ? O3 C14 N4 125.5(7) . . ? O3 C14 O4 124.3(7) . . ? N4 C14 O4 110.1(7) . . ? C16 C15 O4 109.9(13) . . ? C16 C15 H15A 109.7 . . ? O4 C15 H15A 109.7 . . ? C16 C15 H15B 109.7 . . ? O4 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 C18 120.0(6) . . ? N5 C17 C25 114.6(5) . . ? C18 C17 C25 125.3(6) . . ? C19 C18 C17 120.7(6) . . ? C19 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? C18 C19 C20 119.0(6) . . ? C18 C19 H19A 120.5 . . ? C20 C19 H19A 120.5 . . ? C19 C20 C21 118.1(6) . . ? C19 C20 N6 126.0(6) . . ? C21 C20 N6 115.9(6) . . ? N5 C21 C20 124.0(6) . . ? N5 C21 H21A 118.0 . . ? C20 C21 H21A 118.0 . . ? O7 C22 O8 127.1(9) . . ? O7 C22 N6 119.3(8) . . ? O8 C22 N6 113.6(8) . . ? C22 O7 C23 132.5(9) . . ? C22 O8 C23' 155.1(9) . . ? O7 C23 C24 87.2(10) . . ? O7 C23 H23A 114.1 . . ? C24 C23 H23A 114.1 . . ? O7 C23 H23B 114.1 . . ? C24 C23 H23B 114.1 . . ? H23A C23 H23B 111.3 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O8 C23' C24' 91.9(9) . . ? O8 C23' H23C 113.3 . . ? C24' C23' H23C 113.3 . . ? O8 C23' H23D 113.3 . . ? C24' C23' H23D 113.3 . . ? H23C C23' H23D 110.6 . . ? C23' C24' H24D 109.5 . . ? C23' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C23' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C26 C25 N7 121.6(6) . . ? C26 C25 C17 124.3(6) . . ? N7 C25 C17 114.1(6) . . ? C25 C26 C27 120.1(7) . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C26 C27 C28 119.6(7) . . ? C26 C27 H27A 120.2 . . ? C28 C27 H27A 120.2 . . ? C29 C28 C27 117.4(6) . . ? C29 C28 N8 123.5(7) . . ? C27 C28 N8 119.1(7) . . ? N7 C29 C28 123.0(6) . . ? N7 C29 H29A 118.5 . . ? C28 C29 H29A 118.5 . . ? O6 C30 N8 127.0(8) . . ? O6 C30 O5 125.9(8) . . ? N8 C30 O5 107.1(8) . . ? O5 C31 C32 106.7(8) . . ? O5 C31 H31A 110.4 . . ? C32 C31 H31A 110.4 . . ? O5 C31 H31B 110.4 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.6 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N9 C33 C34 120.4(6) . . ? N9 C33 C41 114.2(5) . . ? C34 C33 C41 125.4(6) . . ? C35 C34 C33 121.4(6) . . ? C35 C34 H34A 119.3 . . ? C33 C34 H34A 119.3 . . ? C34 C35 C36 118.3(6) . . ? C34 C35 H35A 120.9 . . ? C36 C35 H35A 120.9 . . ? C37 C36 C35 117.7(6) . . ? C37 C36 N10 117.5(5) . . ? C35 C36 N10 124.8(6) . . ? N9 C37 C36 124.7(6) . . ? N9 C37 H37A 117.6 . . ? C36 C37 H37A 117.6 . . ? O9 C38 O10 124.7(7) . . ? O9 C38 N10 125.5(7) . . ? O10 C38 N10 109.7(6) . . ? C40 C39 O10 106.5(8) . . ? C40 C39 H39A 110.4 . . ? O10 C39 H39A 110.4 . . ? C40 C39 H39B 110.4 . . ? O10 C39 H39B 110.4 . . ? H39A C39 H39B 108.6 . . ? 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 . . ? N11 C41 C42 121.6(6) . . ? N11 C41 C33 114.3(5) . . ? C42 C41 C33 124.1(6) . . ? C43 C42 C41 120.0(6) . . ? C43 C42 H42A 120.0 . . ? C41 C42 H42A 120.0 . . ? C44 C43 C42 118.6(6) . . ? C44 C43 H43A 120.7 . . ? C42 C43 H43A 120.7 . . ? C43 C44 C45 118.6(6) . . ? C43 C44 N12 125.0(6) . . ? C45 C44 N12 116.4(6) . . ? N11 C45 C44 123.7(6) . . ? N11 C45 H45A 118.1 . . ? C44 C45 H45A 118.1 . . ? O12 C46 N12 126.3(9) . . ? O12 C46 O11 123.9(9) . . ? N12 C46 O11 109.8(9) . . ? O11 C47 C48' 91.7(15) . . ? O11 C47 C48 107.9(16) . . ? C48' C47 C48 101.6(16) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C48' H48D 109.5 . . ? C47 C48' H48E 109.5 . . ? H48D C48' H48E 109.5 . . ? C47 C48' H48F 109.5 . . ? H48D C48' H48F 109.5 . . ? H48E C48' H48F 109.5 . . ? O16 S O14 111.5(3) . . ? O16 S O15 108.3(4) . . ? O14 S O15 109.5(3) . . ? O16 S O13 109.1(3) . . ? O14 S O13 109.4(3) . . ? O15 S O13 109.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Fe N1 C1 -88.6(5) . . . . ? N5 Fe N1 C1 86.0(5) . . . . ? N9 Fe N1 C1 -152.2(18) . . . . ? N7 Fe N1 C1 4.2(5) . . . . ? N3 Fe N1 C1 179.5(5) . . . . ? N11 Fe N1 C5 92.7(4) . . . . ? N5 Fe N1 C5 -92.7(4) . . . . ? N9 Fe N1 C5 29(2) . . . . ? N7 Fe N1 C5 -174.5(4) . . . . ? N3 Fe N1 C5 0.8(4) . . . . ? N11 Fe N3 C13 87.5(5) . . . . ? N5 Fe N3 C13 -88.0(5) . . . . ? N9 Fe N3 C13 5.5(5) . . . . ? N7 Fe N3 C13 -129.1(18) . . . . ? N1 Fe N3 C13 -177.2(5) . . . . ? N11 Fe N3 C9 -95.4(4) . . . . ? N5 Fe N3 C9 89.1(4) . . . . ? N9 Fe N3 C9 -177.3(4) . . . . ? N7 Fe N3 C9 48(2) . . . . ? N1 Fe N3 C9 -0.1(4) . . . . ? N11 Fe N5 C21 -133.1(14) . . . . ? N9 Fe N5 C21 -83.1(5) . . . . ? N7 Fe N5 C21 -173.7(5) . . . . ? N3 Fe N5 C21 10.5(5) . . . . ? N1 Fe N5 C21 92.0(5) . . . . ? N11 Fe N5 C17 45.1(17) . . . . ? N9 Fe N5 C17 95.2(4) . . . . ? N7 Fe N5 C17 4.6(4) . . . . ? N3 Fe N5 C17 -171.2(4) . . . . ? N1 Fe N5 C17 -89.8(4) . . . . ? N11 Fe N7 C29 2.0(5) . . . . ? N5 Fe N7 C29 177.1(5) . . . . ? N9 Fe N7 C29 83.8(5) . . . . ? N3 Fe N7 C29 -141.4(18) . . . . ? N1 Fe N7 C29 -93.8(5) . . . . ? N11 Fe N7 C25 179.2(4) . . . . ? N5 Fe N7 C25 -5.7(4) . . . . ? N9 Fe N7 C25 -99.0(4) . . . . ? N3 Fe N7 C25 36(2) . . . . ? N1 Fe N7 C25 83.4(4) . . . . ? N11 Fe N9 C37 -174.0(5) . . . . ? N5 Fe N9 C37 11.8(5) . . . . ? N7 Fe N9 C37 93.7(5) . . . . ? N3 Fe N9 C37 -81.8(5) . . . . ? N1 Fe N9 C37 -109.8(19) . . . . ? N11 Fe N9 C33 5.1(4) . . . . ? N5 Fe N9 C33 -169.0(4) . . . . ? N7 Fe N9 C33 -87.1(4) . . . . ? N3 Fe N9 C33 97.4(4) . . . . ? N1 Fe N9 C33 69(2) . . . . ? N5 Fe N11 C45 -129.3(14) . . . . ? N9 Fe N11 C45 -179.9(6) . . . . ? N7 Fe N11 C45 -89.2(5) . . . . ? N3 Fe N11 C45 87.0(5) . . . . ? N1 Fe N11 C45 5.3(6) . . . . ? N5 Fe N11 C41 45.6(17) . . . . ? N9 Fe N11 C41 -5.1(4) . . . . ? N7 Fe N11 C41 85.6(4) . . . . ? N3 Fe N11 C41 -98.1(4) . . . . ? N1 Fe N11 C41 -179.8(4) . . . . ? C5 N1 C1 C2 1.6(8) . . . . ? Fe N1 C1 C2 -177.0(4) . . . . ? C6 N2 C2 C3 170.7(6) . . . . ? C6 N2 C2 C1 -8.5(10) . . . . ? N1 C1 C2 C3 0.4(9) . . . . ? N1 C1 C2 N2 179.7(5) . . . . ? N2 C2 C3 C4 178.5(6) . . . . ? C1 C2 C3 C4 -2.2(9) . . . . ? C2 C3 C4 C5 2.1(10) . . . . ? C1 N1 C5 C4 -1.8(9) . . . . ? Fe N1 C5 C4 177.0(5) . . . . ? C1 N1 C5 C9 179.8(5) . . . . ? Fe N1 C5 C9 -1.4(7) . . . . ? C3 C4 C5 N1 0.0(10) . . . . ? C3 C4 C5 C9 178.2(6) . . . . ? C7 O1 C6 O2 -2.2(11) . . . . ? C7 O1 C6 N2 179.4(6) . . . . ? C2 N2 C6 O2 4.5(12) . . . . ? C2 N2 C6 O1 -177.0(6) . . . . ? C6 O1 C7 C8 179.9(7) . . . . ? C13 N3 C9 C10 -1.4(9) . . . . ? Fe N3 C9 C10 -178.8(5) . . . . ? C13 N3 C9 C5 176.9(5) . . . . ? Fe N3 C9 C5 -0.6(7) . . . . ? N1 C5 C9 N3 1.3(8) . . . . ? C4 C5 C9 N3 -177.0(6) . . . . ? N1 C5 C9 C10 179.4(6) . . . . ? C4 C5 C9 C10 1.1(11) . . . . ? N3 C9 C10 C11 2.1(10) . . . . ? C5 C9 C10 C11 -175.9(6) . . . . ? C9 C10 C11 C12 -0.8(10) . . . . ? C14 N4 C12 C13 -164.9(6) . . . . ? C14 N4 C12 C11 19.1(10) . . . . ? C10 C11 C12 C13 -1.0(9) . . . . ? C10 C11 C12 N4 174.9(6) . . . . ? C9 N3 C13 C12 -0.6(8) . . . . ? Fe N3 C13 C12 176.5(4) . . . . ? N4 C12 C13 N3 -174.5(5) . . . . ? C11 C12 C13 N3 1.8(9) . . . . ? C12 N4 C14 O3 -2.9(11) . . . . ? C12 N4 C14 O4 -179.9(5) . . . . ? C15 O4 C14 O3 -0.3(11) . . . . ? C15 O4 C14 N4 176.8(7) . . . . ? C14 O4 C15 C16 91.6(12) . . . . ? C21 N5 C17 C18 -1.0(8) . . . . ? Fe N5 C17 C18 -179.5(5) . . . . ? C21 N5 C17 C25 175.7(5) . . . . ? Fe N5 C17 C25 -2.8(6) . . . . ? N5 C17 C18 C19 2.3(10) . . . . ? C25 C17 C18 C19 -174.0(6) . . . . ? C17 C18 C19 C20 -0.8(10) . . . . ? C18 C19 C20 C21 -1.8(9) . . . . ? C18 C19 C20 N6 177.0(6) . . . . ? C22 N6 C20 C19 17.0(12) . . . . ? C22 N6 C20 C21 -164.1(8) . . . . ? C17 N5 C21 C20 -1.8(9) . . . . ? Fe N5 C21 C20 176.5(5) . . . . ? C19 C20 C21 N5 3.2(9) . . . . ? N6 C20 C21 N5 -175.7(6) . . . . ? C20 N6 C22 O7 3.5(15) . . . . ? C20 N6 C22 O8 -178.0(7) . . . . ? O8 C22 O7 C23 -27(2) . . . . ? N6 C22 O7 C23 151.3(12) . . . . ? O7 C22 O8 C23' -40(3) . . . . ? N6 C22 O8 C23' 142(2) . . . . ? C22 O7 C23 C24 98.5(16) . . . . ? C22 O8 C23' C24' -124(2) . . . . ? C29 N7 C25 C26 1.8(9) . . . . ? Fe N7 C25 C26 -175.7(5) . . . . ? C29 N7 C25 C17 -176.7(5) . . . . ? Fe N7 C25 C17 5.8(7) . . . . ? N5 C17 C25 C26 179.6(6) . . . . ? C18 C17 C25 C26 -3.9(10) . . . . ? N5 C17 C25 N7 -2.0(8) . . . . ? C18 C17 C25 N7 174.5(6) . . . . ? N7 C25 C26 C27 0.0(10) . . . . ? C17 C25 C26 C27 178.3(6) . . . . ? C25 C26 C27 C28 -3.1(11) . . . . ? C26 C27 C28 C29 4.5(11) . . . . ? C26 C27 C28 N8 -177.2(6) . . . . ? C30 N8 C28 C29 -20.5(12) . . . . ? C30 N8 C28 C27 161.3(8) . . . . ? C25 N7 C29 C28 -0.2(9) . . . . ? Fe N7 C29 C28 176.9(5) . . . . ? C27 C28 C29 N7 -2.9(10) . . . . ? N8 C28 C29 N7 178.9(6) . . . . ? C28 N8 C30 O6 -0.6(15) . . . . ? C28 N8 C30 O5 -179.0(7) . . . . ? C31 O5 C30 O6 3.8(13) . . . . ? C31 O5 C30 N8 -177.8(7) . . . . ? C30 O5 C31 C32 -177.7(7) . . . . ? C37 N9 C33 C34 -3.2(9) . . . . ? Fe N9 C33 C34 177.5(5) . . . . ? C37 N9 C33 C41 175.0(5) . . . . ? Fe N9 C33 C41 -4.3(7) . . . . ? N9 C33 C34 C35 1.6(10) . . . . ? C41 C33 C34 C35 -176.3(7) . . . . ? C33 C34 C35 C36 2.1(10) . . . . ? C34 C35 C36 C37 -4.2(9) . . . . ? C34 C35 C36 N10 173.8(6) . . . . ? C38 N10 C36 C37 -161.3(7) . . . . ? C38 N10 C36 C35 20.7(11) . . . . ? C33 N9 C37 C36 1.0(9) . . . . ? Fe N9 C37 C36 -179.8(4) . . . . ? C35 C36 C37 N9 2.7(9) . . . . ? N10 C36 C37 N9 -175.4(5) . . . . ? C39 O10 C38 O9 2.5(15) . . . . ? C39 O10 C38 N10 -175.7(9) . . . . ? C36 N10 C38 O9 0.4(15) . . . . ? C36 N10 C38 O10 178.6(6) . . . . ? C38 O10 C39 C40 167.5(13) . . . . ? C45 N11 C41 C42 -0.6(9) . . . . ? Fe N11 C41 C42 -176.1(5) . . . . ? C45 N11 C41 C33 179.6(5) . . . . ? Fe N11 C41 C33 4.1(7) . . . . ? N9 C33 C41 N11 0.1(8) . . . . ? C34 C33 C41 N11 178.2(6) . . . . ? N9 C33 C41 C42 -179.7(6) . . . . ? C34 C33 C41 C42 -1.6(11) . . . . ? N11 C41 C42 C43 2.0(11) . . . . ? C33 C41 C42 C43 -178.2(7) . . . . ? C41 C42 C43 C44 -1.8(11) . . . . ? C42 C43 C44 C45 0.3(11) . . . . ? C42 C43 C44 N12 -178.5(7) . . . . ? C46 N12 C44 C43 -19.3(13) . . . . ? C46 N12 C44 C45 162.0(9) . . . . ? C41 N11 C45 C44 -0.9(9) . . . . ? Fe N11 C45 C44 173.8(5) . . . . ? C43 C44 C45 N11 1.1(11) . . . . ? N12 C44 C45 N11 180.0(6) . . . . ? C44 N12 C46 O12 -1.7(19) . . . . ? C44 N12 C46 O11 -179.8(8) . . . . ? C47 O11 C46 O12 -6.0(19) . . . . ? C47 O11 C46 N12 172.2(12) . . . . ? C46 O11 C47 C48' 159.0(13) . . . . ? C46 O11 C47 C48 -98.3(16) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.046 _refine_diff_density_min -0.641 _refine_diff_density_rms 0.088 data_cl _database_code_CSD 198627 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris(N,N'-[2,2']bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(II)]-diperchlorate- dihydrate ; _chemical_name_common ; (Tris(N,N'-(2,2')bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(ii))-diperchlorate- dihydrate ; _chemical_melting_point ? _chemical_formula_moiety ; (C16 H18 N4 O4)3Fe, (Cl O4)2, (H2O)2 ; _chemical_formula_sum 'C24 H29 Cl Fe0.50 N6 O11' _chemical_formula_weight 640.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.459(5) _cell_length_b 25.212(6) _cell_length_c 14.755(4) _cell_angle_alpha 90.00 _cell_angle_beta 117.340(4) _cell_angle_gamma 90.00 _cell_volume 6100(3) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description isometric _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2664 _exptl_absorpt_coefficient_mu 0.419 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.627712 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 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 26846 _diffrn_reflns_av_R_equivalents 0.0983 _diffrn_reflns_av_sigmaI/netI 0.1154 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 28.96 _reflns_number_total 7354 _reflns_number_gt 3116 _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 '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^)+(0.1462P)^2^+13.4641P] 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_number_reflns 7354 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2067 _refine_ls_R_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.3067 _refine_ls_wR_factor_gt 0.2221 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 Fe Fe 0.5000 0.34421(4) 0.2500 0.0366(3) Uani 1 2 d S . . N1 N 0.5249(2) 0.40298(17) 0.1817(3) 0.0372(10) Uani 1 1 d . . . N2 N 0.6129(3) 0.43333(19) 0.0122(4) 0.0482(12) Uani 1 1 d . . . H2A H 0.6026 0.4026 -0.0181 0.058 Uiso 1 1 calc R . . N3 N 0.4703(3) 0.28966(17) 0.3224(4) 0.0394(10) Uani 1 1 d . . . N4 N 0.5467(3) 0.2160(2) 0.5609(4) 0.0576(14) Uani 1 1 d . . . H4B H 0.5838 0.2389 0.5979 0.069 Uiso 1 1 calc R . . N5 N 0.6161(3) 0.33948(17) 0.3443(3) 0.0383(10) Uani 1 1 d . . . N6 N 0.7784(3) 0.3955(2) 0.5765(4) 0.0586(14) Uani 1 1 d . . . H6A H 0.7545 0.4256 0.5739 0.070 Uiso 1 1 calc R . . O1 O 0.6737(3) 0.51242(18) 0.0187(4) 0.0633(13) Uani 1 1 d . . . O2 O 0.6788(3) 0.44487(19) -0.0774(4) 0.0705(14) Uani 1 1 d . . . O3 O 0.5006(5) 0.1329(3) 0.5626(5) 0.123(3) Uani 1 1 d . . . O4 O 0.6075(4) 0.1688(2) 0.6988(4) 0.0965(19) Uani 1 1 d . . . O5 O 0.8887(3) 0.3462(2) 0.6753(4) 0.0888(18) Uani 1 1 d . . . O6 O 0.8668(3) 0.4265(2) 0.7249(4) 0.0734(14) Uani 1 1 d . . . C1 C 0.5560(3) 0.3997(2) 0.1155(4) 0.0392(12) Uani 1 1 d . . . H1A H 0.5604 0.3660 0.0911 0.047 Uiso 1 1 calc R . . C2 C 0.5819(3) 0.4432(2) 0.0815(4) 0.0415(13) Uani 1 1 d . . . C3 C 0.5751(4) 0.4929(2) 0.1157(5) 0.0495(15) Uani 1 1 d . . . H3A H 0.5923 0.5232 0.0938 0.059 Uiso 1 1 calc R . . C4 C 0.5423(4) 0.4971(2) 0.1828(5) 0.0465(14) Uani 1 1 d . . . H4A H 0.5371 0.5307 0.2071 0.056 Uiso 1 1 calc R . . C5 C 0.5171(3) 0.4520(2) 0.2145(4) 0.0397(12) Uani 1 1 d . . . C6 C 0.6571(4) 0.4679(2) -0.0107(5) 0.0502(15) Uani 1 1 d . . . C7 C 0.7345(5) 0.4747(3) -0.1027(6) 0.072(2) Uani 1 1 d . . . H7A H 0.7203 0.5124 -0.1093 0.086 Uiso 1 1 calc R . . H7B H 0.7302 0.4623 -0.1680 0.086 Uiso 1 1 calc R . . C8 C 0.8201(6) 0.4670(5) -0.0199(8) 0.119(4) Uani 1 1 d . . . H8A H 0.8575 0.4866 -0.0367 0.179 Uiso 1 1 calc R . . H8B H 0.8338 0.4296 -0.0138 0.179 Uiso 1 1 calc R . . H8C H 0.8242 0.4798 0.0443 0.179 Uiso 1 1 calc R . . C9 C 0.5190(3) 0.2688(2) 0.4143(4) 0.0424(13) Uani 1 1 d . . . H9A H 0.5739 0.2796 0.4482 0.051 Uiso 1 1 calc R . . C10 C 0.4913(4) 0.2314(2) 0.4617(5) 0.0511(15) Uani 1 1 d . . . C11 C 0.4113(4) 0.2140(3) 0.4102(5) 0.0628(18) Uani 1 1 d . . . H11A H 0.3909 0.1885 0.4391 0.075 Uiso 1 1 calc R . . C12 C 0.3624(4) 0.2352(3) 0.3149(5) 0.0607(17) Uani 1 1 d . . . H12A H 0.3083 0.2234 0.2774 0.073 Uiso 1 1 calc R . . C13 C 0.3922(4) 0.2733(2) 0.2748(4) 0.0446(13) Uani 1 1 d . . . C14 C 0.5474(5) 0.1691(3) 0.6036(6) 0.080(2) Uani 1 1 d . . . C15 C 0.6240(7) 0.1186(5) 0.7553(9) 0.119(4) Uiso 1 1 d . . . H15A H 0.6382 0.1256 0.8269 0.143 Uiso 1 1 calc R . . H15B H 0.5753 0.0961 0.7261 0.143 Uiso 1 1 calc R . . C16 C 0.6918(9) 0.0917(6) 0.7487(13) 0.191(7) Uani 1 1 d . . . H16A H 0.7038 0.0587 0.7869 0.287 Uiso 1 1 calc R . . H16B H 0.7396 0.1143 0.7771 0.287 Uiso 1 1 calc R . . H16C H 0.6768 0.0841 0.6779 0.287 Uiso 1 1 calc R . . C17 C 0.6582(3) 0.3691(2) 0.4277(4) 0.0430(13) Uani 1 1 d . . . H17A H 0.6307 0.3963 0.4428 0.052 Uiso 1 1 calc R . . C18 C 0.7407(3) 0.3615(2) 0.4931(5) 0.0461(14) Uani 1 1 d . . . C19 C 0.7814(4) 0.3215(3) 0.4715(5) 0.0592(17) Uani 1 1 d . . . H19A H 0.8370 0.3150 0.5144 0.071 Uiso 1 1 calc R . . C20 C 0.7386(4) 0.2915(3) 0.3858(5) 0.0647(19) Uani 1 1 d . . . H20A H 0.7653 0.2638 0.3705 0.078 Uiso 1 1 calc R . . C21 C 0.6571(3) 0.3008(2) 0.3214(4) 0.0414(13) Uani 1 1 d . . . C22 C 0.8488(4) 0.3856(3) 0.6604(5) 0.0544(16) Uani 1 1 d . . . C23 C 0.9331(5) 0.4169(4) 0.8265(6) 0.094(3) Uani 1 1 d . . . H23A H 0.9725 0.3920 0.8230 0.112 Uiso 1 1 calc R . . H23B H 0.9118 0.4015 0.8705 0.112 Uiso 1 1 calc R . . C24 C 0.9727(6) 0.4681(4) 0.8680(7) 0.117(4) Uani 1 1 d . . . H24A H 1.0173 0.4628 0.9358 0.175 Uiso 1 1 calc R . . H24B H 0.9332 0.4923 0.8716 0.175 Uiso 1 1 calc R . . H24C H 0.9936 0.4829 0.8240 0.175 Uiso 1 1 calc R . . Cl Cl 0.64447(13) 0.34602(8) 0.69972(16) 0.0749(6) Uani 1 1 d . . . O7 O 0.6599(4) 0.3053(2) 0.6485(5) 0.105(2) Uani 1 1 d . . . O8 O 0.5861(6) 0.3354(6) 0.7256(7) 0.222(6) Uani 1 1 d . . . O9 O 0.7170(6) 0.3593(5) 0.7823(10) 0.247(7) Uani 1 1 d . . . O10 O 0.6147(9) 0.3863(4) 0.6360(12) 0.256(8) Uani 1 1 d . . . O01 O 0.5860(5) 0.3302(2) 0.9325(6) 0.121(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.0302(6) 0.0395(6) 0.0392(6) 0.000 0.0153(5) 0.000 N1 0.025(2) 0.041(2) 0.040(2) -0.001(2) 0.010(2) 0.0018(18) N2 0.053(3) 0.049(3) 0.050(3) -0.005(2) 0.030(3) -0.013(2) N3 0.034(2) 0.040(2) 0.042(3) -0.002(2) 0.015(2) 0.0032(19) N4 0.062(3) 0.057(3) 0.048(3) 0.013(2) 0.020(3) 0.001(3) N5 0.036(2) 0.041(2) 0.039(2) -0.001(2) 0.018(2) 0.005(2) N6 0.040(3) 0.062(3) 0.052(3) -0.015(3) 0.003(3) 0.012(2) O1 0.075(3) 0.055(3) 0.080(3) -0.010(2) 0.052(3) -0.017(2) O2 0.086(4) 0.071(3) 0.080(3) -0.015(3) 0.061(3) -0.023(3) O3 0.134(6) 0.095(5) 0.085(4) 0.041(4) 0.002(4) -0.032(4) O4 0.100(4) 0.097(4) 0.065(3) 0.038(3) 0.014(3) 0.003(3) O5 0.070(3) 0.097(4) 0.060(3) -0.012(3) -0.004(3) 0.037(3) O6 0.061(3) 0.076(3) 0.055(3) -0.018(2) 0.002(2) 0.002(2) C1 0.039(3) 0.039(3) 0.043(3) 0.000(2) 0.022(3) -0.001(2) C2 0.036(3) 0.046(3) 0.045(3) -0.001(3) 0.021(3) -0.003(2) C3 0.057(4) 0.046(3) 0.050(4) 0.000(3) 0.029(3) -0.007(3) C4 0.050(4) 0.039(3) 0.052(4) -0.003(3) 0.024(3) -0.006(3) C5 0.031(3) 0.042(3) 0.043(3) -0.001(2) 0.015(2) -0.001(2) C6 0.050(4) 0.052(4) 0.052(4) -0.001(3) 0.027(3) -0.008(3) C7 0.076(5) 0.081(5) 0.082(5) -0.011(4) 0.057(5) -0.022(4) C8 0.081(7) 0.191(11) 0.111(8) -0.012(8) 0.065(7) -0.022(7) C9 0.038(3) 0.045(3) 0.044(3) 0.003(3) 0.019(3) 0.006(2) C10 0.056(4) 0.044(3) 0.053(4) 0.009(3) 0.025(3) 0.007(3) C11 0.060(4) 0.063(4) 0.055(4) 0.016(3) 0.018(4) -0.011(3) C12 0.051(4) 0.061(4) 0.062(4) 0.007(3) 0.018(3) -0.017(3) C13 0.042(3) 0.045(3) 0.045(3) 0.005(3) 0.018(3) -0.002(3) C14 0.082(6) 0.081(5) 0.055(5) 0.016(4) 0.013(4) -0.008(5) C16 0.163(14) 0.159(13) 0.222(17) 0.091(12) 0.063(13) 0.038(11) C17 0.035(3) 0.047(3) 0.045(3) -0.006(3) 0.017(3) 0.005(2) C18 0.035(3) 0.049(3) 0.049(3) -0.004(3) 0.015(3) 0.005(2) C19 0.034(3) 0.073(4) 0.054(4) -0.016(3) 0.006(3) 0.010(3) C20 0.047(4) 0.072(4) 0.065(4) -0.014(4) 0.017(3) 0.022(3) C21 0.032(3) 0.045(3) 0.042(3) -0.002(2) 0.013(3) 0.003(2) C22 0.043(4) 0.062(4) 0.045(4) -0.006(3) 0.008(3) 0.002(3) C23 0.074(6) 0.115(7) 0.055(5) -0.025(5) -0.002(4) 0.006(5) C24 0.091(7) 0.155(10) 0.085(7) -0.055(7) 0.025(6) -0.032(7) Cl 0.0864(14) 0.0653(11) 0.0848(14) -0.0074(10) 0.0494(12) 0.0118(10) O7 0.082(4) 0.087(4) 0.121(5) -0.041(4) 0.027(4) 0.013(3) O8 0.135(8) 0.44(2) 0.122(7) -0.015(9) 0.087(7) -0.026(9) O9 0.119(7) 0.311(14) 0.243(12) -0.215(11) 0.025(8) 0.008(8) O10 0.357(18) 0.127(7) 0.386(19) 0.141(10) 0.259(17) 0.129(10) O01 0.164(7) 0.080(4) 0.134(6) -0.039(4) 0.081(6) -0.034(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe N5 1.950(4) 2_655 ? Fe N5 1.950(4) . ? Fe N1 1.961(4) 2_655 ? Fe N1 1.961(4) . ? Fe N3 1.967(5) . ? Fe N3 1.967(5) 2_655 ? N1 C1 1.345(7) . ? N1 C5 1.359(6) . ? N2 C6 1.339(7) . ? N2 C2 1.404(7) . ? N2 H2A 0.8700 . ? N3 C9 1.344(7) . ? N3 C13 1.346(7) . ? N4 C14 1.339(9) . ? N4 C10 1.401(8) . ? N4 H4B 0.8700 . ? N5 C17 1.341(7) . ? N5 C21 1.368(6) . ? N6 C22 1.343(8) . ? N6 C18 1.395(7) . ? N6 H6A 0.8700 . ? O1 C6 1.191(7) . ? O2 C6 1.352(7) . ? O2 C7 1.453(7) . ? O3 C14 1.209(10) . ? O4 C14 1.331(9) . ? O4 C15 1.468(12) . ? O5 C22 1.196(7) . ? O6 C22 1.338(8) . ? O6 C23 1.456(9) . ? C1 C2 1.380(7) . ? C1 H1A 0.9400 . ? C2 C3 1.378(8) . ? C3 C4 1.382(8) . ? C3 H3A 0.9400 . ? C4 C5 1.388(7) . ? C4 H4A 0.9400 . ? C5 C5 1.451(10) 2_655 ? C7 C8 1.501(12) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 C10 1.402(8) . ? C9 H9A 0.9400 . ? C10 C11 1.387(9) . ? C11 C12 1.383(9) . ? C11 H11A 0.9400 . ? C12 C13 1.370(8) . ? C12 H12A 0.9400 . ? C13 C21 1.462(8) 2_655 ? C15 C16 1.465(16) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 C18 1.392(8) . ? C17 H17A 0.9400 . ? C18 C19 1.379(8) . ? C19 C20 1.371(9) . ? C19 H19A 0.9400 . ? C20 C21 1.381(8) . ? C20 H20A 0.9400 . ? C21 C13 1.462(8) 2_655 ? C23 C24 1.472(12) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? Cl O10 1.320(9) . ? Cl O8 1.324(9) . ? Cl O9 1.375(9) . ? Cl O7 1.381(5) . ? 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 Fe N5 173.0(3) 2_655 . ? N5 Fe N1 88.45(18) 2_655 2_655 ? N5 Fe N1 96.86(17) . 2_655 ? N5 Fe N1 96.86(17) 2_655 . ? N5 Fe N1 88.45(18) . . ? N1 Fe N1 81.8(3) 2_655 . ? N5 Fe N3 81.72(18) 2_655 . ? N5 Fe N3 93.36(18) . . ? N1 Fe N3 93.46(18) 2_655 . ? N1 Fe N3 175.14(18) . . ? N5 Fe N3 93.36(18) 2_655 2_655 ? N5 Fe N3 81.72(18) . 2_655 ? N1 Fe N3 175.14(18) 2_655 2_655 ? N1 Fe N3 93.46(18) . 2_655 ? N3 Fe N3 91.3(3) . 2_655 ? C1 N1 C5 117.7(4) . . ? C1 N1 Fe 127.3(4) . . ? C5 N1 Fe 114.7(3) . . ? C6 N2 C2 124.6(5) . . ? C6 N2 H2A 117.7 . . ? C2 N2 H2A 117.7 . . ? C9 N3 C13 117.8(5) . . ? C9 N3 Fe 126.7(4) . . ? C13 N3 Fe 115.4(4) . . ? C14 N4 C10 125.5(6) . . ? C14 N4 H4B 117.2 . . ? C10 N4 H4B 117.2 . . ? C17 N5 C21 118.0(5) . . ? C17 N5 Fe 127.2(4) . . ? C21 N5 Fe 114.8(4) . . ? C22 N6 C18 125.3(5) . . ? C22 N6 H6A 117.4 . . ? C18 N6 H6A 117.4 . . ? C6 O2 C7 116.4(5) . . ? C14 O4 C15 117.3(8) . . ? C22 O6 C23 114.9(6) . . ? N1 C1 C2 123.4(5) . . ? N1 C1 H1A 118.3 . . ? C2 C1 H1A 118.3 . . ? C3 C2 C1 118.9(5) . . ? C3 C2 N2 124.4(5) . . ? C1 C2 N2 116.7(5) . . ? C2 C3 C4 118.5(5) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C3 C4 C5 120.1(5) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? N1 C5 C4 121.3(5) . . ? N1 C5 C5 114.1(3) . 2_655 ? C4 C5 C5 124.6(3) . 2_655 ? O1 C6 N2 127.3(6) . . ? O1 C6 O2 123.9(5) . . ? N2 C6 O2 108.8(5) . . ? O2 C7 C8 109.2(7) . . ? O2 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? O2 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 . . ? H7A C7 H7B 108.3 . . ? 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 . . ? N3 C9 C10 122.6(5) . . ? N3 C9 H9A 118.7 . . ? C10 C9 H9A 118.7 . . ? C11 C10 N4 124.6(6) . . ? C11 C10 C9 118.7(6) . . ? N4 C10 C9 116.6(6) . . ? C12 C11 C10 117.9(6) . . ? C12 C11 H11A 121.0 . . ? C10 C11 H11A 121.0 . . ? C13 C12 C11 120.4(6) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? N3 C13 C12 122.4(6) . . ? N3 C13 C21 113.6(5) . 2_655 ? C12 C13 C21 123.9(5) . 2_655 ? O3 C14 O4 125.6(7) . . ? O3 C14 N4 125.5(7) . . ? O4 C14 N4 108.9(7) . . ? C16 C15 O4 108.9(9) . . ? C16 C15 H15A 109.9 . . ? O4 C15 H15A 109.9 . . ? C16 C15 H15B 109.9 . . ? O4 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 C18 123.3(5) . . ? N5 C17 H17A 118.4 . . ? C18 C17 H17A 118.4 . . ? C19 C18 C17 118.6(5) . . ? C19 C18 N6 123.3(5) . . ? C17 C18 N6 118.1(5) . . ? C20 C19 C18 118.1(6) . . ? C20 C19 H19A 120.9 . . ? C18 C19 H19A 120.9 . . ? C19 C20 C21 121.7(6) . . ? C19 C20 H20A 119.1 . . ? C21 C20 H20A 119.1 . . ? N5 C21 C20 120.2(5) . . ? N5 C21 C13 114.2(5) . 2_655 ? C20 C21 C13 125.6(5) . 2_655 ? O5 C22 O6 125.4(6) . . ? O5 C22 N6 125.3(6) . . ? O6 C22 N6 109.3(6) . . ? O6 C23 C24 107.7(8) . . ? O6 C23 H23A 110.2 . . ? C24 C23 H23A 110.2 . . ? O6 C23 H23B 110.2 . . ? C24 C23 H23B 110.2 . . ? H23A C23 H23B 108.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O10 Cl O8 103.4(8) . . ? O10 Cl O9 111.2(10) . . ? O8 Cl O9 112.6(7) . . ? O10 Cl O7 107.8(7) . . ? O8 Cl O7 114.0(7) . . ? O9 Cl O7 107.7(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 N5 Fe N1 C1 -97.4(5) 2_655 . . . ? N5 Fe N1 C1 78.0(5) . . . . ? N1 Fe N1 C1 175.2(5) 2_655 . . . ? N3 Fe N1 C1 -170(2) . . . . ? N3 Fe N1 C1 -3.6(5) 2_655 . . . ? N5 Fe N1 C5 89.9(4) 2_655 . . . ? N5 Fe N1 C5 -94.7(4) . . . . ? N1 Fe N1 C5 2.5(3) 2_655 . . . ? N3 Fe N1 C5 17(2) . . . . ? N3 Fe N1 C5 -176.3(4) 2_655 . . . ? N5 Fe N3 C9 -174.2(5) 2_655 . . . ? N5 Fe N3 C9 10.8(4) . . . . ? N1 Fe N3 C9 -86.2(4) 2_655 . . . ? N1 Fe N3 C9 -101(2) . . . . ? N3 Fe N3 C9 92.6(4) 2_655 . . . ? N5 Fe N3 C13 3.7(4) 2_655 . . . ? N5 Fe N3 C13 -171.3(4) . . . . ? N1 Fe N3 C13 91.6(4) 2_655 . . . ? N1 Fe N3 C13 77(2) . . . . ? N3 Fe N3 C13 -89.5(4) 2_655 . . . ? N5 Fe N5 C17 -138.3(5) 2_655 . . . ? N1 Fe N5 C17 0.7(5) 2_655 . . . ? N1 Fe N5 C17 82.3(5) . . . . ? N3 Fe N5 C17 -93.2(5) . . . . ? N3 Fe N5 C17 176.0(5) 2_655 . . . ? N5 Fe N5 C21 40.7(4) 2_655 . . . ? N1 Fe N5 C21 179.7(4) 2_655 . . . ? N1 Fe N5 C21 -98.7(4) . . . . ? N3 Fe N5 C21 85.8(4) . . . . ? N3 Fe N5 C21 -4.9(4) 2_655 . . . ? C5 N1 C1 C2 1.5(8) . . . . ? Fe N1 C1 C2 -170.9(4) . . . . ? N1 C1 C2 C3 -0.7(9) . . . . ? N1 C1 C2 N2 -179.9(5) . . . . ? C6 N2 C2 C3 16.8(9) . . . . ? C6 N2 C2 C1 -164.1(6) . . . . ? C1 C2 C3 C4 -0.1(9) . . . . ? N2 C2 C3 C4 179.0(6) . . . . ? C2 C3 C4 C5 0.0(9) . . . . ? C1 N1 C5 C4 -1.6(8) . . . . ? Fe N1 C5 C4 171.8(4) . . . . ? C1 N1 C5 C5 179.9(6) . . . 2_655 ? Fe N1 C5 C5 -6.7(7) . . . 2_655 ? C3 C4 C5 N1 0.9(9) . . . . ? C3 C4 C5 C5 179.2(7) . . . 2_655 ? C2 N2 C6 O1 -4.1(11) . . . . ? C2 N2 C6 O2 178.1(5) . . . . ? C7 O2 C6 O1 8.3(10) . . . . ? C7 O2 C6 N2 -173.7(6) . . . . ? C6 O2 C7 C8 81.1(8) . . . . ? C13 N3 C9 C10 -0.5(8) . . . . ? Fe N3 C9 C10 177.4(4) . . . . ? C14 N4 C10 C11 30.9(11) . . . . ? C14 N4 C10 C9 -151.9(7) . . . . ? N3 C9 C10 C11 2.3(9) . . . . ? N3 C9 C10 N4 -175.1(5) . . . . ? N4 C10 C11 C12 176.0(6) . . . . ? C9 C10 C11 C12 -1.1(10) . . . . ? C10 C11 C12 C13 -1.8(11) . . . . ? C9 N3 C13 C12 -2.6(8) . . . . ? Fe N3 C13 C12 179.4(5) . . . . ? C9 N3 C13 C21 176.2(5) . . . 2_655 ? Fe N3 C13 C21 -1.9(6) . . . 2_655 ? C11 C12 C13 N3 3.7(10) . . . . ? C11 C12 C13 C21 -174.9(6) . . . 2_655 ? C15 O4 C14 O3 6.8(15) . . . . ? C15 O4 C14 N4 -173.7(8) . . . . ? C10 N4 C14 O3 0.5(14) . . . . ? C10 N4 C14 O4 -179.0(6) . . . . ? C14 O4 C15 C16 97.4(12) . . . . ? C21 N5 C17 C18 -1.7(8) . . . . ? Fe N5 C17 C18 177.4(4) . . . . ? N5 C17 C18 C19 -0.2(9) . . . . ? N5 C17 C18 N6 178.7(5) . . . . ? C22 N6 C18 C19 -20.6(10) . . . . ? C22 N6 C18 C17 160.6(6) . . . . ? C17 C18 C19 C20 0.7(10) . . . . ? N6 C18 C19 C20 -178.2(6) . . . . ? C18 C19 C20 C21 0.6(11) . . . . ? C17 N5 C21 C20 2.9(8) . . . . ? Fe N5 C21 C20 -176.2(5) . . . . ? C17 N5 C21 C13 -175.6(5) . . . 2_655 ? Fe N5 C21 C13 5.3(6) . . . 2_655 ? C19 C20 C21 N5 -2.5(10) . . . . ? C19 C20 C21 C13 175.8(6) . . . 2_655 ? C23 O6 C22 O5 -10.6(11) . . . . ? C23 O6 C22 N6 169.1(6) . . . . ? C18 N6 C22 O5 0.0(12) . . . . ? C18 N6 C22 O6 -179.7(6) . . . . ? C22 O6 C23 C24 151.4(7) . . . . ? 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 N4 H4B O7 0.87 2.09 2.935(8) 164.2 . _diffrn_measured_fraction_theta_max 0.911 _diffrn_reflns_theta_full 28.96 _diffrn_measured_fraction_theta_full 0.911 _refine_diff_density_max 0.789 _refine_diff_density_min -0.932 _refine_diff_density_rms 0.096 data_FeNO3 _database_code_CSD 198628 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris(N,N'-[2,2']bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(II)]- diperchlorate - di- ethanol' ; _chemical_name_common ; (Tris(N,N'-(2,2')bipyridinyl-5,5'-diyl-bis-carbamic acid diethyl ester)iron(ii))-diperchlorate - di- ethanol' ; _chemical_melting_point ? _chemical_formula_moiety ; (C16 H18 N4 O4)3Fe, (N O3)2, (C2 H6 O)2 ; _chemical_formula_sum 'C26 H33 Fe0.50 N7 O10' _chemical_formula_weight 631.52 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 Monoclinc _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.49(6) _cell_length_b 24.91(8) _cell_length_c 15.14(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.69(5) _cell_angle_gamma 90.00 _cell_volume 6178(33) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description isometric _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2648 _exptl_absorpt_coefficient_mu 0.327 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.329021 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 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 17937 _diffrn_reflns_av_R_equivalents 0.1365 _diffrn_reflns_av_sigmaI/netI 0.2472 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 28.80 _reflns_number_total 7255 _reflns_number_gt 2190 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELTXL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELTXL' _computing_publication_material 'Bruker SHELTXL' _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^)+(0.1186P)^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_number_reflns 7255 _refine_ls_number_parameters 393 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2545 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.2697 _refine_ls_wR_factor_gt 0.1784 _refine_ls_goodness_of_fit_ref 0.855 _refine_ls_restrained_S_all 0.857 _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 Fe Fe 0.0000 0.65469(4) -0.2500 0.0403(4) Uani 1 2 d S . . N1 N 0.1172(2) 0.66014(16) -0.1555(3) 0.0391(11) Uani 1 1 d . . . N2 N 0.2791(3) 0.6053(2) 0.0733(4) 0.0662(16) Uani 1 1 d . . . H2A H 0.2558 0.5749 0.0699 0.079 Uiso 1 1 calc R . . N3 N 0.0305(2) 0.70965(16) -0.3193(3) 0.0408(11) Uani 1 1 d . . . N4 N -0.0432(3) 0.7812(2) -0.5553(4) 0.0613(15) Uani 1 1 d . . . H4A H -0.0794 0.7580 -0.5912 0.074 Uiso 1 1 calc R . . N5 N -0.0257(2) 0.59539(17) -0.1850(3) 0.0393(11) Uani 1 1 d . . . N6 N -0.1134(3) 0.5656(2) -0.0189(4) 0.0572(14) Uani 1 1 d . . . H6A H -0.1037 0.5970 0.0078 0.069 Uiso 1 1 calc R . . O1 O 0.3885(3) 0.6552(2) 0.1722(3) 0.0946(18) Uani 1 1 d . . . O2 O 0.3673(3) 0.57482(18) 0.2204(3) 0.0775(14) Uani 1 1 d . . . O3 O -0.1038(3) 0.8275(2) -0.6916(4) 0.108(2) Uani 1 1 d . . . O4 O 0.0013(4) 0.8654(2) -0.5604(4) 0.135(3) Uani 1 1 d . . . O5 O -0.1737(3) 0.4864(2) -0.0196(4) 0.0806(15) Uani 1 1 d . . . O6 O -0.1766(3) 0.55601(19) 0.0729(4) 0.0804(15) Uani 1 1 d . . . C1 C 0.1586(3) 0.6307(2) -0.0733(4) 0.0472(15) Uani 1 1 d . . . H1A H 0.1310 0.6036 -0.0589 0.057 Uiso 1 1 calc R . . C2 C 0.2416(3) 0.6388(2) -0.0076(4) 0.0509(16) Uani 1 1 d . . . C3 C 0.2821(4) 0.6800(3) -0.0291(5) 0.0641(19) Uani 1 1 d . . . H3A H 0.3368 0.6871 0.0135 0.077 Uiso 1 1 calc R . . C4 C 0.2405(4) 0.7097(2) -0.1133(5) 0.0615(18) Uani 1 1 d . . . H4B H 0.2671 0.7370 -0.1285 0.074 Uiso 1 1 calc R . . C5 C 0.1579(3) 0.6995(2) -0.1769(4) 0.0449(14) Uani 1 1 d . . . C6 C 0.1097(3) 0.7274(2) -0.2710(4) 0.0490(15) Uani 1 1 d . . . C7 C 0.1405(4) 0.7650(2) -0.3113(5) 0.0585(17) Uani 1 1 d . . . H7A H 0.1943 0.7765 -0.2757 0.070 Uiso 1 1 calc R . . C8 C 0.0911(4) 0.7854(2) -0.4044(5) 0.0621(18) Uani 1 1 d . . . H8A H 0.1108 0.8113 -0.4321 0.075 Uiso 1 1 calc R . . C9 C 0.0112(4) 0.7667(2) -0.4570(4) 0.0513(16) Uani 1 1 d . . . C10 C -0.0171(3) 0.7302(2) -0.4117(4) 0.0492(15) Uani 1 1 d . . . H10A H -0.0713 0.7191 -0.4459 0.059 Uiso 1 1 calc R . . C11 C 0.3495(4) 0.6155(3) 0.1585(5) 0.0627(19) Uani 1 1 d . . . C12 C 0.4319(5) 0.5823(3) 0.3195(5) 0.103(3) Uani 1 1 d . . . H12A H 0.4102 0.5986 0.3604 0.123 Uiso 1 1 calc R . . H12B H 0.4724 0.6065 0.3179 0.123 Uiso 1 1 calc R . . C13 C 0.4698(6) 0.5318(4) 0.3626(7) 0.131(4) Uani 1 1 d . . . H13A H 0.5123 0.5377 0.4293 0.197 Uiso 1 1 calc R . . H13B H 0.4926 0.5162 0.3231 0.197 Uiso 1 1 calc R . . H13C H 0.4296 0.5080 0.3641 0.197 Uiso 1 1 calc R . . C14 C -0.0429(5) 0.8283(3) -0.5976(6) 0.082(2) Uani 1 1 d . . . C15 C -0.1200(7) 0.8764(5) -0.7493(8) 0.178(6) Uani 1 1 d . . . H15A H -0.0749 0.9012 -0.7154 0.214 Uiso 1 1 calc R . . H15B H -0.1238 0.8683 -0.8140 0.214 Uiso 1 1 calc R . . C16 C -0.1931(9) 0.9008(7) -0.7624(15) 0.331(15) Uani 1 1 d . . . H16A H -0.2025 0.9329 -0.8012 0.497 Uiso 1 1 calc R . . H16B H -0.1888 0.9097 -0.6984 0.497 Uiso 1 1 calc R . . H16C H -0.2378 0.8764 -0.7964 0.497 Uiso 1 1 calc R . . C17 C -0.0566(3) 0.5989(2) -0.1203(4) 0.0446(15) Uani 1 1 d . . . H17A H -0.0606 0.6328 -0.0972 0.054 Uiso 1 1 calc R . . C18 C -0.0828(3) 0.5550(2) -0.0858(4) 0.0464(15) Uani 1 1 d . . . C19 C -0.0763(4) 0.5049(2) -0.1199(5) 0.0569(17) Uani 1 1 d . . . H19A H -0.0943 0.4746 -0.1001 0.068 Uiso 1 1 calc R . . C20 C -0.0426(3) 0.5005(2) -0.1840(4) 0.0502(16) Uani 1 1 d . . . H20A H -0.0371 0.4667 -0.2063 0.060 Uiso 1 1 calc R . . C21 C -0.0170(3) 0.5454(2) -0.2157(4) 0.0440(15) Uani 1 1 d . . . C22 C -0.1567(4) 0.5317(3) 0.0082(5) 0.0559(17) Uani 1 1 d . . . C23 C -0.2333(5) 0.5270(4) 0.1004(6) 0.096(3) Uani 1 1 d . . . H23A H -0.2192 0.4892 0.1096 0.115 Uiso 1 1 calc R . . H23B H -0.2281 0.5410 0.1629 0.115 Uiso 1 1 calc R . . C24 C -0.3179(6) 0.5334(5) 0.0220(9) 0.171(5) Uani 1 1 d . . . H24A H -0.3539 0.5142 0.0404 0.256 Uiso 1 1 calc R . . H24B H -0.3230 0.5193 -0.0397 0.256 Uiso 1 1 calc R . . H24C H -0.3320 0.5708 0.0139 0.256 Uiso 1 1 calc R . . N7 N -0.1427(6) 0.6500(3) -0.6652(6) 0.097(2) Uani 1 1 d . . . O7 O -0.1550(4) 0.6957(3) -0.6536(5) 0.120(2) Uani 1 1 d . . . O8 O -0.0786(6) 0.6315(4) -0.6238(9) 0.222(5) Uani 1 1 d . . . O9 O -0.2013(7) 0.6225(4) -0.7221(8) 0.204(5) Uani 1 1 d . . . O10 O -0.0747(4) 0.6697(2) -0.9416(5) 0.127(2) Uani 1 1 d . . . C25 C -0.0947(11) 0.6919(10) -0.8690(13) 0.226(8) Uani 1 1 d D . . C26 C -0.1799(14) 0.7025(11) -0.9214(17) 0.314(13) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.0334(6) 0.0390(7) 0.0468(7) 0.000 0.0173(5) 0.000 N1 0.036(2) 0.039(3) 0.042(3) 0.001(2) 0.018(2) 0.000(2) N2 0.050(3) 0.065(3) 0.057(3) 0.016(3) 0.002(3) -0.014(3) N3 0.032(2) 0.040(3) 0.050(3) -0.004(2) 0.018(2) -0.0029(19) N4 0.060(3) 0.058(3) 0.053(3) 0.014(3) 0.015(3) 0.002(3) N5 0.023(2) 0.050(3) 0.044(3) -0.002(2) 0.015(2) -0.0027(19) N6 0.064(3) 0.054(3) 0.066(3) -0.003(3) 0.041(3) -0.014(3) O1 0.085(3) 0.092(4) 0.059(3) 0.007(3) -0.007(3) -0.031(3) O2 0.065(3) 0.078(3) 0.061(3) 0.021(2) 0.006(2) 0.002(2) O3 0.110(4) 0.109(4) 0.067(3) 0.039(3) 0.009(3) -0.003(3) O4 0.150(6) 0.094(4) 0.092(4) 0.043(3) -0.001(4) -0.038(4) O5 0.087(4) 0.074(3) 0.102(4) -0.007(3) 0.061(3) -0.026(3) O6 0.098(4) 0.085(3) 0.094(4) -0.007(3) 0.075(3) -0.016(3) C1 0.038(3) 0.044(3) 0.055(4) 0.004(3) 0.018(3) -0.004(3) C2 0.043(3) 0.056(4) 0.051(4) 0.004(3) 0.018(3) -0.005(3) C3 0.040(3) 0.077(5) 0.060(4) 0.006(4) 0.011(3) -0.020(3) C4 0.051(4) 0.066(4) 0.059(4) 0.010(3) 0.019(3) -0.017(3) C5 0.035(3) 0.045(3) 0.052(4) 0.002(3) 0.019(3) -0.009(3) C6 0.044(3) 0.039(3) 0.053(4) 0.002(3) 0.014(3) -0.004(3) C7 0.051(4) 0.058(4) 0.062(4) 0.005(3) 0.023(3) -0.014(3) C8 0.056(4) 0.062(4) 0.058(4) 0.015(3) 0.017(3) -0.009(3) C9 0.057(4) 0.043(3) 0.054(4) 0.006(3) 0.026(3) 0.004(3) C10 0.039(3) 0.052(4) 0.053(4) 0.006(3) 0.019(3) 0.009(3) C11 0.054(4) 0.063(5) 0.050(4) 0.006(3) 0.006(3) -0.005(3) C12 0.096(6) 0.120(7) 0.049(4) 0.015(4) -0.003(4) -0.006(5) C13 0.116(8) 0.156(9) 0.096(7) 0.057(7) 0.027(6) 0.050(7) C14 0.080(5) 0.080(6) 0.067(5) 0.023(4) 0.019(4) -0.003(4) C15 0.150(10) 0.168(10) 0.128(9) 0.109(8) -0.009(8) -0.012(9) C16 0.166(14) 0.28(2) 0.43(3) 0.26(2) 0.040(17) 0.076(14) C17 0.034(3) 0.046(3) 0.052(4) 0.002(3) 0.018(3) 0.003(2) C18 0.038(3) 0.050(4) 0.055(4) 0.004(3) 0.025(3) -0.004(3) C19 0.057(4) 0.047(4) 0.061(4) 0.008(3) 0.023(3) -0.010(3) C20 0.052(4) 0.035(3) 0.064(4) -0.003(3) 0.027(3) -0.003(3) C21 0.035(3) 0.037(3) 0.051(4) -0.002(2) 0.013(3) -0.001(2) C22 0.047(4) 0.068(5) 0.056(4) 0.006(4) 0.027(3) -0.005(3) C23 0.093(6) 0.121(7) 0.096(6) 0.009(5) 0.063(6) -0.009(5) C24 0.096(8) 0.267(16) 0.165(11) 0.032(10) 0.074(9) 0.016(9) N7 0.114(6) 0.073(5) 0.112(6) -0.004(5) 0.059(5) 0.005(5) O7 0.098(4) 0.083(4) 0.148(6) -0.031(4) 0.031(4) 0.014(3) O8 0.169(8) 0.172(8) 0.310(13) 0.075(8) 0.097(9) 0.117(7) O9 0.236(10) 0.183(8) 0.229(10) -0.120(8) 0.140(9) -0.084(8) O10 0.184(7) 0.096(4) 0.133(5) -0.031(4) 0.100(5) -0.038(4) C25 0.188(16) 0.35(3) 0.171(15) -0.049(16) 0.112(14) -0.013(16) C26 0.34(3) 0.36(3) 0.30(3) 0.09(2) 0.19(3) 0.14(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe N5 1.952(6) . ? Fe N5 1.952(6) 2_554 ? Fe N3 1.961(6) 2_554 ? Fe N3 1.961(6) . ? Fe N1 1.970(7) 2_554 ? Fe N1 1.970(7) . ? N1 C1 1.337(7) . ? N1 C5 1.364(7) . ? N2 C11 1.366(8) . ? N2 C2 1.376(7) . ? N2 H2A 0.8600 . ? N3 C10 1.360(7) . ? N3 C6 1.371(8) . ? N4 C14 1.338(9) . ? N4 C9 1.402(8) . ? N4 H4A 0.8600 . ? N5 C17 1.346(7) . ? N5 C21 1.366(7) . ? N6 C22 1.351(8) . ? N6 C18 1.395(8) . ? N6 H6A 0.8600 . ? O1 C11 1.185(7) . ? O2 C11 1.314(8) . ? O2 C12 1.431(8) . ? O3 C14 1.343(9) . ? O3 C15 1.448(10) . ? O4 C14 1.187(9) . ? O5 C22 1.195(8) . ? O6 C22 1.341(8) . ? O6 C23 1.484(9) . ? C1 C2 1.403(8) . ? C1 H1A 0.9300 . ? C2 C3 1.394(8) . ? C3 C4 1.361(8) . ? C3 H3A 0.9300 . ? C4 C5 1.399(8) . ? C4 H4B 0.9300 . ? C5 C6 1.459(8) . ? C6 C7 1.378(8) . ? C7 C8 1.371(8) . ? C7 H7A 0.9300 . ? C8 C9 1.394(9) . ? C8 H8A 0.9300 . ? C9 C10 1.382(8) . ? C10 H10A 0.9300 . ? C12 C13 1.441(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C15 C16 1.410(18) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.395(8) . ? C17 H17A 0.9300 . ? C18 C19 1.376(9) . ? C19 C20 1.379(9) . ? C19 H19A 0.9300 . ? C20 C21 1.384(8) . ? C20 H20A 0.9300 . ? C21 C21 1.441(12) 2_554 ? C23 C24 1.468(12) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N7 O8 1.148(10) . ? N7 O7 1.192(9) . ? N7 O9 1.233(10) . ? O10 C25 1.424(17) . ? C25 C26 1.420(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe N5 81.6(4) . 2_554 ? N5 Fe N3 93.5(3) . 2_554 ? N5 Fe N3 175.01(19) 2_554 2_554 ? N5 Fe N3 175.01(19) . . ? N5 Fe N3 93.5(3) 2_554 . ? N3 Fe N3 91.4(3) 2_554 . ? N5 Fe N1 88.6(2) . 2_554 ? N5 Fe N1 97.4(2) 2_554 2_554 ? N3 Fe N1 81.2(2) 2_554 2_554 ? N3 Fe N1 93.2(2) . 2_554 ? N5 Fe N1 97.4(2) . . ? N5 Fe N1 88.6(2) 2_554 . ? N3 Fe N1 93.2(2) 2_554 . ? N3 Fe N1 81.2(2) . . ? N1 Fe N1 172.1(2) 2_554 . ? C1 N1 C5 118.4(5) . . ? C1 N1 Fe 126.8(4) . . ? C5 N1 Fe 114.8(4) . . ? C11 N2 C2 126.3(6) . . ? C11 N2 H2A 116.8 . . ? C2 N2 H2A 116.8 . . ? C10 N3 C6 116.6(5) . . ? C10 N3 Fe 127.1(4) . . ? C6 N3 Fe 116.2(4) . . ? C14 N4 C9 125.0(6) . . ? C14 N4 H4A 117.5 . . ? C9 N4 H4A 117.5 . . ? C17 N5 C21 117.7(5) . . ? C17 N5 Fe 127.0(4) . . ? C21 N5 Fe 115.1(4) . . ? C22 N6 C18 126.8(6) . . ? C22 N6 H6A 116.6 . . ? C18 N6 H6A 116.6 . . ? C11 O2 C12 117.2(6) . . ? C14 O3 C15 117.6(7) . . ? C22 O6 C23 117.1(6) . . ? N1 C1 C2 123.1(5) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? N2 C2 C3 123.6(5) . . ? N2 C2 C1 118.4(5) . . ? C3 C2 C1 118.0(5) . . ? C4 C3 C2 119.2(6) . . ? C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C3 C4 C5 120.5(6) . . ? C3 C4 H4B 119.8 . . ? C5 C4 H4B 119.8 . . ? N1 C5 C4 120.9(5) . . ? N1 C5 C6 114.9(5) . . ? C4 C5 C6 124.2(5) . . ? N3 C6 C7 122.8(5) . . ? N3 C6 C5 112.6(5) . . ? C7 C6 C5 124.5(5) . . ? C8 C7 C6 119.5(6) . . ? C8 C7 H7A 120.3 . . ? C6 C7 H7A 120.3 . . ? C7 C8 C9 119.2(6) . . ? C7 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? C10 C9 C8 118.8(6) . . ? C10 C9 N4 116.6(6) . . ? C8 C9 N4 124.6(6) . . ? N3 C10 C9 123.1(6) . . ? N3 C10 H10A 118.5 . . ? C9 C10 H10A 118.5 . . ? O1 C11 O2 126.1(6) . . ? O1 C11 N2 123.9(6) . . ? O2 C11 N2 110.0(6) . . ? O2 C12 C13 110.8(7) . . ? O2 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? O2 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O4 C14 N4 127.6(7) . . ? O4 C14 O3 124.6(7) . . ? N4 C14 O3 107.8(7) . . ? C16 C15 O3 111.3(11) . . ? C16 C15 H15A 109.4 . . ? O3 C15 H15A 109.4 . . ? C16 C15 H15B 109.4 . . ? O3 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 C18 124.1(6) . . ? N5 C17 H17A 117.9 . . ? C18 C17 H17A 117.9 . . ? C19 C18 C17 117.6(6) . . ? C19 C18 N6 125.5(6) . . ? C17 C18 N6 116.9(6) . . ? C18 C19 C20 118.9(6) . . ? C18 C19 H19A 120.5 . . ? C20 C19 H19A 120.5 . . ? C19 C20 C21 121.3(6) . . ? C19 C20 H20A 119.4 . . ? C21 C20 H20A 119.4 . . ? N5 C21 C20 120.3(6) . . ? N5 C21 C21 113.9(3) . 2_554 ? C20 C21 C21 125.7(4) . 2_554 ? O5 C22 O6 124.6(7) . . ? O5 C22 N6 125.4(7) . . ? O6 C22 N6 110.1(6) . . ? C24 C23 O6 110.2(8) . . ? C24 C23 H23A 109.6 . . ? O6 C23 H23A 109.6 . . ? C24 C23 H23B 109.6 . . ? O6 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O8 N7 O7 121.5(10) . . ? O8 N7 O9 120.5(11) . . ? O7 N7 O9 117.9(10) . . ? C26 C25 O10 105.0(17) . . ? 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 Fe N1 C1 -1.6(5) . . . . ? N5 Fe N1 C1 -82.9(5) 2_554 . . . ? N3 Fe N1 C1 92.4(5) 2_554 . . . ? N3 Fe N1 C1 -176.7(5) . . . . ? N1 Fe N1 C1 137.6(5) 2_554 . . . ? N5 Fe N1 C5 -179.5(4) . . . . ? N5 Fe N1 C5 99.1(5) 2_554 . . . ? N3 Fe N1 C5 -85.5(4) 2_554 . . . ? N3 Fe N1 C5 5.4(4) . . . . ? N1 Fe N1 C5 -40.4(4) 2_554 . . . ? N5 Fe N3 C10 97.4(19) . . . . ? N5 Fe N3 C10 84.4(5) 2_554 . . . ? N3 Fe N3 C10 -94.6(5) 2_554 . . . ? N1 Fe N3 C10 -13.3(5) 2_554 . . . ? N1 Fe N3 C10 172.4(5) . . . . ? N5 Fe N3 C6 -79(2) . . . . ? N5 Fe N3 C6 -92.3(4) 2_554 . . . ? N3 Fe N3 C6 88.7(4) 2_554 . . . ? N1 Fe N3 C6 170.0(4) 2_554 . . . ? N1 Fe N3 C6 -4.3(4) . . . . ? N5 Fe N5 C17 -176.5(5) 2_554 . . . ? N3 Fe N5 C17 2.4(4) 2_554 . . . ? N3 Fe N5 C17 170.4(18) . . . . ? N1 Fe N5 C17 -78.8(4) 2_554 . . . ? N1 Fe N5 C17 96.1(4) . . . . ? N5 Fe N5 C21 -2.0(2) 2_554 . . . ? N3 Fe N5 C21 176.9(3) 2_554 . . . ? N3 Fe N5 C21 -15(2) . . . . ? N1 Fe N5 C21 95.7(4) 2_554 . . . ? N1 Fe N5 C21 -89.4(4) . . . . ? C5 N1 C1 C2 0.7(8) . . . . ? Fe N1 C1 C2 -177.2(4) . . . . ? C11 N2 C2 C3 21.6(10) . . . . ? C11 N2 C2 C1 -159.6(6) . . . . ? N1 C1 C2 N2 -178.1(5) . . . . ? N1 C1 C2 C3 0.8(9) . . . . ? N2 C2 C3 C4 177.4(6) . . . . ? C1 C2 C3 C4 -1.5(10) . . . . ? C2 C3 C4 C5 0.7(10) . . . . ? C1 N1 C5 C4 -1.5(8) . . . . ? Fe N1 C5 C4 176.6(5) . . . . ? C1 N1 C5 C6 176.4(5) . . . . ? Fe N1 C5 C6 -5.5(6) . . . . ? C3 C4 C5 N1 0.8(10) . . . . ? C3 C4 C5 C6 -176.8(6) . . . . ? C10 N3 C6 C7 1.4(8) . . . . ? Fe N3 C6 C7 178.5(5) . . . . ? C10 N3 C6 C5 -174.5(5) . . . . ? Fe N3 C6 C5 2.6(6) . . . . ? N1 C5 C6 N3 1.9(7) . . . . ? C4 C5 C6 N3 179.7(5) . . . . ? N1 C5 C6 C7 -173.9(5) . . . . ? C4 C5 C6 C7 3.9(10) . . . . ? N3 C6 C7 C8 -1.1(9) . . . . ? C5 C6 C7 C8 174.3(6) . . . . ? C6 C7 C8 C9 -1.2(10) . . . . ? C7 C8 C9 C10 3.1(9) . . . . ? C7 C8 C9 N4 -174.9(6) . . . . ? C14 N4 C9 C10 151.7(7) . . . . ? C14 N4 C9 C8 -30.1(10) . . . . ? C6 N3 C10 C9 0.6(8) . . . . ? Fe N3 C10 C9 -176.1(4) . . . . ? C8 C9 C10 N3 -2.9(9) . . . . ? N4 C9 C10 N3 175.3(5) . . . . ? C12 O2 C11 O1 10.8(11) . . . . ? C12 O2 C11 N2 -170.3(6) . . . . ? C2 N2 C11 O1 -1.4(12) . . . . ? C2 N2 C11 O2 179.6(6) . . . . ? C11 O2 C12 C13 -153.2(8) . . . . ? C9 N4 C14 O4 -0.8(14) . . . . ? C9 N4 C14 O3 -179.7(6) . . . . ? C15 O3 C14 O4 -4.4(14) . . . . ? C15 O3 C14 N4 174.5(9) . . . . ? C14 O3 C15 C16 -107.6(14) . . . . ? C21 N5 C17 C18 -2.5(7) . . . . ? Fe N5 C17 C18 171.9(4) . . . . ? N5 C17 C18 C19 0.3(8) . . . . ? N5 C17 C18 N6 -179.9(4) . . . . ? C22 N6 C18 C19 -14.5(9) . . . . ? C22 N6 C18 C17 165.7(5) . . . . ? C17 C18 C19 C20 1.6(8) . . . . ? N6 C18 C19 C20 -178.2(5) . . . . ? C18 C19 C20 C21 -1.3(8) . . . . ? C17 N5 C21 C20 2.8(7) . . . . ? Fe N5 C21 C20 -172.3(4) . . . . ? C17 N5 C21 C21 -179.5(5) . . . 2_554 ? Fe N5 C21 C21 5.4(7) . . . 2_554 ? C19 C20 C21 N5 -1.0(8) . . . . ? C19 C20 C21 C21 -178.4(6) . . . 2_554 ? C23 O6 C22 O5 -8.8(10) . . . . ? C23 O6 C22 N6 172.4(5) . . . . ? C18 N6 C22 O5 2.0(10) . . . . ? C18 N6 C22 O6 -179.2(5) . . . . ? C22 O6 C23 C24 -79.8(10) . . . . ? 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 N4 H4A O7 0.86 2.01 2.857(10) 169.9 . _diffrn_measured_fraction_theta_max 0.901 _diffrn_reflns_theta_full 28.80 _diffrn_measured_fraction_theta_full 0.901 _refine_diff_density_max 0.637 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.159