# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Hong Maochun' 'Rong Cao' 'Zhongning Chen' 'Junhua Luo' 'Qian Shi' _publ_contact_author_name 'Prof Hong Maochun' _publ_contact_author_address ; State Key Laboratory of Structural Fuzhou 350002 CHINA ; _publ_contact_author_email 'HMC@MS.FJIRSM.AC.CN' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Syntheses, structures, electrochemistry and magnetic properties of chain-like dicyanamide Manganese(III) and Iron(III) complexes with salen ligand ; data_Mn-CN _database_code_CSD 178127 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 Mn N5 O2' _chemical_formula_weight 387.28 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' 'Mn' 'Mn' 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.28260(10) _cell_length_b 17.0485(2) _cell_length_c 17.5949(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3384.40(8) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 0.803 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10087 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.05 _reflns_number_total 2983 _reflns_number_gt 2157 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. ; _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^)+(0.0391P)^2^+2.4402P] 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 2983 _refine_ls_number_parameters 260 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1079 _refine_ls_wR_factor_gt 0.0921 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.078 _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 Mn Mn 0.71773(4) 0.15068(3) 0.60387(3) 0.03713(17) Uani 1 1 d . . . O1 O 0.59873(18) 0.11736(13) 0.53619(12) 0.0439(5) Uani 1 1 d . . . O2 O 0.63873(18) 0.11750(13) 0.69243(12) 0.0456(6) Uani 1 1 d . . . N1 N 0.8123(3) 0.03124(18) 0.5953(2) 0.0675(9) Uani 1 1 d . . . N2 N 0.9252(3) -0.09016(17) 0.5879(2) 0.0635(9) Uani 1 1 d . . . N3 N 0.8648(3) -0.22518(17) 0.61283(19) 0.0658(9) Uani 1 1 d . . . N4 N 0.8166(3) 0.18931(17) 0.51858(17) 0.0561(8) Uani 1 1 d . . . N5 N 0.8535(2) 0.19068(15) 0.66435(17) 0.0472(7) Uani 1 1 d . . . C1 C 0.8599(3) -0.0278(2) 0.59294(19) 0.0461(8) Uani 1 1 d . . . C2 C 0.8864(3) -0.1604(2) 0.60180(19) 0.0449(8) Uani 1 1 d . . . C3 C 0.6036(3) 0.10845(17) 0.46127(17) 0.0390(8) Uani 1 1 d . . . C4 C 0.5111(3) 0.06846(18) 0.42506(18) 0.0451(8) Uani 1 1 d . . . H4 H 0.4488 0.0487 0.4539 0.054 Uiso 1 1 calc R . . C5 C 0.5105(4) 0.0579(2) 0.3480(2) 0.0637(11) Uani 1 1 d . . . H5 H 0.4486 0.0306 0.3254 0.076 Uiso 1 1 calc R . . C6 C 0.6012(4) 0.0873(3) 0.3035(2) 0.0778(13) Uani 1 1 d . . . H6 H 0.5998 0.0800 0.2511 0.093 Uiso 1 1 calc R . . C7 C 0.6924(4) 0.1270(2) 0.3363(2) 0.0692(12) Uani 1 1 d . . . H7 H 0.7526 0.1472 0.3059 0.083 Uiso 1 1 calc R . . C8 C 0.6972(3) 0.13815(19) 0.41617(19) 0.0474(9) Uani 1 1 d . . . C9 C 0.7967(3) 0.1784(2) 0.4474(2) 0.0553(10) Uani 1 1 d . . . H9 H 0.8520 0.1986 0.4134 0.066 Uiso 1 1 calc R . . C10A C 0.9451(8) 0.2112(5) 0.5494(6) 0.048(2) Uani 0.50 1 d PD . . H10A H 1.005(3) 0.174(2) 0.560(3) 0.13(2) Uiso 1 1 d D . . C10B C 0.8976(9) 0.2514(7) 0.5376(5) 0.066(3) Uani 0.50 1 d PD . . H10B H 0.965(2) 0.255(2) 0.5058(18) 0.069(11) Uiso 1 1 d D . . C11 C 0.9402(5) 0.2351(4) 0.6197(4) 0.099(2) Uani 1 1 d D . . H11A H 1.007(2) 0.252(2) 0.6480(18) 0.066(11) Uiso 1 1 d D . . H11B H 0.903(7) 0.286(3) 0.610(5) 0.22(4) Uiso 1 1 d D . . C12 C 0.8719(3) 0.17801(18) 0.7355(2) 0.0476(8) Uani 1 1 d . . . H12 H 0.9413 0.1980 0.7565 0.057 Uiso 1 1 calc R . . C13 C 0.7945(3) 0.13582(18) 0.78475(18) 0.0414(8) Uani 1 1 d . . . C14 C 0.8319(3) 0.1224(2) 0.8602(2) 0.0557(10) Uani 1 1 d . . . H14 H 0.9052 0.1413 0.8760 0.067 Uiso 1 1 calc R . . C15 C 0.7625(3) 0.0819(3) 0.9108(2) 0.0623(11) Uani 1 1 d . . . H15 H 0.7882 0.0737 0.9604 0.075 Uiso 1 1 calc R . . C16 C 0.6539(3) 0.0534(2) 0.88725(19) 0.0550(9) Uani 1 1 d . . . H16 H 0.6069 0.0257 0.9214 0.066 Uiso 1 1 calc R . . C17 C 0.6139(3) 0.06517(19) 0.81430(17) 0.0450(8) Uani 1 1 d . . . H17 H 0.5404 0.0454 0.8000 0.054 Uiso 1 1 calc R . . C18 C 0.6824(3) 0.10669(17) 0.76112(17) 0.0373(7) 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 Mn 0.0366(3) 0.0335(3) 0.0412(3) 0.0033(2) 0.0027(2) -0.0042(2) O1 0.0445(13) 0.0494(13) 0.0377(12) 0.0014(10) 0.0024(10) -0.0072(11) O2 0.0414(13) 0.0583(14) 0.0371(12) 0.0095(10) -0.0041(10) -0.0120(11) N1 0.059(2) 0.0384(18) 0.105(3) -0.0053(18) -0.0053(18) 0.0008(16) N2 0.0588(19) 0.0358(18) 0.096(3) 0.0048(16) 0.0150(18) -0.0003(16) N3 0.073(2) 0.0386(18) 0.085(2) -0.0030(16) 0.0092(18) -0.0086(16) N4 0.0617(19) 0.0545(19) 0.0521(19) -0.0077(15) 0.0192(15) -0.0200(16) N5 0.0408(16) 0.0367(15) 0.064(2) 0.0078(14) -0.0050(14) -0.0112(13) C1 0.051(2) 0.039(2) 0.049(2) -0.0027(16) -0.0025(17) -0.0083(18) C2 0.0446(19) 0.043(2) 0.0474(19) -0.0076(16) -0.0021(16) -0.0010(16) C3 0.052(2) 0.0293(17) 0.0362(18) 0.0024(13) 0.0021(15) 0.0085(15) C4 0.055(2) 0.0384(18) 0.0415(19) 0.0003(15) -0.0023(16) 0.0000(16) C5 0.085(3) 0.060(2) 0.047(2) -0.0025(18) -0.005(2) -0.005(2) C6 0.109(4) 0.087(3) 0.037(2) -0.008(2) 0.005(2) -0.015(3) C7 0.093(3) 0.070(3) 0.044(2) 0.0052(19) 0.022(2) -0.009(2) C8 0.061(2) 0.0369(19) 0.0443(19) 0.0019(15) 0.0099(16) 0.0019(17) C9 0.065(2) 0.045(2) 0.056(2) 0.0022(17) 0.030(2) -0.0073(19) C10A 0.028(4) 0.057(6) 0.061(6) 0.019(4) 0.002(4) -0.009(4) C10B 0.056(6) 0.093(8) 0.049(5) 0.012(5) 0.002(5) -0.040(6) C11 0.072(3) 0.127(5) 0.098(4) 0.057(4) -0.024(3) -0.064(3) C12 0.0377(18) 0.0410(19) 0.064(2) -0.0051(17) -0.0094(18) -0.0024(16) C13 0.0351(18) 0.0421(19) 0.0470(19) -0.0073(14) -0.0028(15) 0.0019(15) C14 0.0399(19) 0.072(3) 0.055(2) -0.015(2) -0.0096(18) 0.0040(19) C15 0.055(2) 0.093(3) 0.039(2) 0.0012(19) -0.0062(18) 0.013(2) C16 0.057(2) 0.068(2) 0.040(2) 0.0060(17) 0.0007(17) 0.005(2) C17 0.0451(19) 0.051(2) 0.0385(18) 0.0002(15) -0.0022(15) -0.0046(16) C18 0.0415(18) 0.0324(17) 0.0380(17) -0.0008(14) -0.0005(15) 0.0041(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn O2 1.882(2) . ? Mn O1 1.882(2) . ? Mn N4 1.983(3) . ? Mn N5 1.986(3) . ? Mn N1 2.304(3) . ? Mn N3 2.317(3) 8_765 ? Mn Mn 8.55529(15) 8_765 ? O1 C3 1.328(3) . ? O2 C18 1.318(4) . ? N1 C1 1.142(4) . ? N2 C1 1.295(4) . ? N2 C2 1.299(4) . ? N3 C2 1.147(4) . ? N3 Mn 2.317(3) 8_755 ? N4 C9 1.285(4) . ? N4 C10B 1.438(10) . ? N4 C10A 1.593(9) . ? N5 C12 1.288(4) . ? N5 C11 1.465(5) . ? C3 C4 1.400(4) . ? C3 C8 1.414(4) . ? C4 C5 1.367(5) . ? C5 C6 1.383(5) . ? C6 C7 1.360(5) . ? C7 C8 1.419(5) . ? C8 C9 1.427(5) . ? C10A C10B 0.895(11) . ? C10A C11 1.303(11) . ? C10B C11 1.548(11) . ? C12 C13 1.425(5) . ? C13 C14 1.412(5) . ? C13 C18 1.421(4) . ? C14 C15 1.372(5) . ? C15 C16 1.381(5) . ? C16 C17 1.376(4) . ? C17 C18 1.405(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 O2 Mn O1 95.46(9) . . ? O2 Mn N4 173.22(11) . . ? O1 Mn N4 91.31(11) . . ? O2 Mn N5 91.43(10) . . ? O1 Mn N5 173.10(10) . . ? N4 Mn N5 81.80(12) . . ? O2 Mn N1 90.47(11) . . ? O1 Mn N1 91.26(11) . . ? N4 Mn N1 89.03(12) . . ? N5 Mn N1 88.93(11) . . ? O2 Mn N3 91.60(11) . 8_765 ? O1 Mn N3 91.84(10) . 8_765 ? N4 Mn N3 88.53(12) . 8_765 ? N5 Mn N3 87.71(11) . 8_765 ? N1 Mn N3 176.10(11) . 8_765 ? O2 Mn Mn 109.86(7) . 8_765 ? O1 Mn Mn 111.19(7) . 8_765 ? N4 Mn Mn 67.74(9) . 8_765 ? N5 Mn Mn 65.94(7) . 8_765 ? N1 Mn Mn 147.27(8) . 8_765 ? N3 Mn Mn 28.87(8) 8_765 8_765 ? C3 O1 Mn 129.3(2) . . ? C18 O2 Mn 128.62(19) . . ? C1 N1 Mn 178.2(3) . . ? C1 N2 C2 123.5(3) . . ? C2 N3 Mn 162.3(3) . 8_755 ? C9 N4 C10B 116.4(5) . . ? C9 N4 C10A 121.7(4) . . ? C10B N4 C10A 33.9(5) . . ? C9 N4 Mn 126.2(2) . . ? C10B N4 Mn 115.2(4) . . ? C10A N4 Mn 109.4(4) . . ? C12 N5 C11 120.0(3) . . ? C12 N5 Mn 126.0(2) . . ? C11 N5 Mn 113.9(3) . . ? N1 C1 N2 173.1(4) . . ? N3 C2 N2 172.5(4) . . ? O1 C3 C4 118.5(3) . . ? O1 C3 C8 123.1(3) . . ? C4 C3 C8 118.4(3) . . ? C5 C4 C3 121.2(3) . . ? C4 C5 C6 120.7(4) . . ? C7 C6 C5 120.0(4) . . ? C6 C7 C8 121.0(4) . . ? C3 C8 C7 118.7(3) . . ? C3 C8 C9 122.9(3) . . ? C7 C8 C9 118.4(3) . . ? N4 C9 C8 125.6(3) . . ? C10B C10A C11 87.5(12) . . ? C10B C10A N4 63.5(9) . . ? C11 C10A N4 111.0(6) . . ? C10A C10B N4 82.6(11) . . ? C10A C10B C11 57.2(9) . . ? N4 C10B C11 106.4(7) . . ? C10A C11 N5 112.1(6) . . ? C10A C11 C10B 35.3(5) . . ? N5 C11 C10B 112.7(4) . . ? N5 C12 C13 125.2(3) . . ? C14 C13 C18 119.0(3) . . ? C14 C13 C12 118.1(3) . . ? C18 C13 C12 123.0(3) . . ? C15 C14 C13 121.4(3) . . ? C14 C15 C16 119.3(3) . . ? C17 C16 C15 121.3(3) . . ? C16 C17 C18 121.0(3) . . ? O2 C18 C17 118.4(3) . . ? O2 C18 C13 123.5(3) . . ? C17 C18 C13 118.1(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.280 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.083 data_Fe-CN _database_code_CSD 178128 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 Fe N5 O2' _chemical_formula_weight 388.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.4946(3) _cell_length_b 16.5213(4) _cell_length_c 17.86420(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3392.51(12) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 0.912 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10389 _diffrn_reflns_av_R_equivalents 0.0684 _diffrn_reflns_av_sigmaI/netI 0.0698 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.04 _reflns_number_total 2989 _reflns_number_gt 1898 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. ; _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^)+(0.0372P)^2^+3.5295P] 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 2989 _refine_ls_number_parameters 260 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1070 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1264 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 7.350 _refine_ls_shift/su_mean 0.028 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 0.20470(6) 0.14683(3) 0.39383(3) 0.0359(2) Uani 1 1 d . . . O1 O 0.0971(3) 0.11542(16) 0.46853(15) 0.0424(8) Uani 1 1 d . . . O2 O 0.1362(3) 0.11737(17) 0.30150(15) 0.0434(8) Uani 1 1 d . . . N1 N 0.1359(4) 0.2683(2) 0.3900(2) 0.0497(10) Uani 1 1 d . . . N2 N 0.0867(4) 0.4100(2) 0.4103(2) 0.0571(12) Uani 1 1 d . . . N3 N 0.2048(4) 0.5317(2) 0.3995(2) 0.0553(11) Uani 1 1 d . . . N4 N 0.3174(4) 0.1855(2) 0.4796(2) 0.0544(11) Uani 1 1 d . . . N5 N 0.3485(3) 0.1913(2) 0.3333(2) 0.0458(10) Uani 1 1 d . . . C1 C 0.1190(4) 0.3357(3) 0.3990(2) 0.0390(11) Uani 1 1 d . . . C2 C 0.1547(4) 0.4719(3) 0.4035(2) 0.0410(11) Uani 1 1 d . . . C3 C 0.1044(4) 0.1081(2) 0.5422(2) 0.0386(11) Uani 1 1 d . . . C4 C 0.0163(5) 0.0683(3) 0.5806(2) 0.0456(13) Uani 1 1 d . . . H4 H -0.0456 0.0467 0.5537 0.055 Uiso 1 1 calc R . . C5 C 0.0179(6) 0.0598(3) 0.6570(3) 0.0650(16) Uani 1 1 d . . . H5 H -0.0425 0.0330 0.6812 0.078 Uiso 1 1 calc R . . C6 C 0.1096(6) 0.0913(4) 0.6979(3) 0.0781(19) Uani 1 1 d . . . H6 H 0.1109 0.0855 0.7497 0.094 Uiso 1 1 calc R . . C7 C 0.1988(6) 0.1312(3) 0.6621(3) 0.0682(16) Uani 1 1 d . . . H7 H 0.2598 0.1526 0.6900 0.082 Uiso 1 1 calc R . . C8 C 0.1988(5) 0.1399(3) 0.5834(2) 0.0463(12) Uani 1 1 d . . . C9 C 0.2979(5) 0.1777(3) 0.5503(3) 0.0559(14) Uani 1 1 d . . . H9 H 0.3535 0.1988 0.5827 0.067 Uiso 1 1 calc R . . C10A C 0.4068(19) 0.2410(14) 0.4575(14) 0.100(7) Uani 0.50 1 d PD . . H10A H 0.471(4) 0.250(3) 0.488(3) 0.077(18) Uiso 1 1 d D . . C10B C 0.4424(16) 0.2051(9) 0.4485(12) 0.048(4) Uani 0.50 1 d PD . . H10B H 0.492(4) 0.162(2) 0.436(3) 0.073(18) Uiso 1 1 d D . . C11 C 0.4291(6) 0.2402(4) 0.3772(4) 0.088(2) Uani 1 1 d D . . H11B H 0.501(2) 0.252(2) 0.354(2) 0.040(12) Uiso 1 1 d D . . H11A C 0.387(11) 0.287(5) 0.396(7) 2.00(13) Uiso 1 1 d D . . C12 C 0.3677(4) 0.1785(3) 0.2635(3) 0.0499(13) Uani 1 1 d . . . H12 H 0.4368 0.1986 0.2439 0.060 Uiso 1 1 calc R . . C13 C 0.2919(4) 0.1360(3) 0.2132(2) 0.0416(11) Uani 1 1 d . . . C14 C 0.3312(5) 0.1231(3) 0.1396(3) 0.0588(15) Uani 1 1 d . . . H14 H 0.4040 0.1424 0.1256 0.071 Uiso 1 1 calc R . . C15 C 0.2650(5) 0.0827(3) 0.0880(3) 0.0626(16) Uani 1 1 d . . . H15 H 0.2925 0.0749 0.0396 0.075 Uiso 1 1 calc R . . C16 C 0.1573(5) 0.0537(3) 0.1084(3) 0.0563(14) Uani 1 1 d . . . H16 H 0.1120 0.0263 0.0736 0.068 Uiso 1 1 calc R . . C17 C 0.1161(4) 0.0651(3) 0.1803(2) 0.0487(12) Uani 1 1 d . . . H17 H 0.0435 0.0445 0.1932 0.058 Uiso 1 1 calc R . . C18 C 0.1810(4) 0.1066(2) 0.2340(2) 0.0387(11) 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 0.0381(4) 0.0289(3) 0.0406(4) -0.0023(3) -0.0021(3) -0.0026(3) O1 0.049(2) 0.0425(17) 0.0359(17) -0.0022(14) -0.0007(15) -0.0070(16) O2 0.046(2) 0.0501(18) 0.0343(17) -0.0049(14) 0.0042(15) -0.0091(16) N1 0.055(3) 0.032(2) 0.063(3) 0.002(2) 0.006(2) 0.002(2) N2 0.054(3) 0.030(2) 0.087(3) -0.002(2) 0.009(2) 0.001(2) N3 0.053(3) 0.031(2) 0.081(3) -0.001(2) -0.002(3) -0.002(2) N4 0.057(3) 0.054(2) 0.052(3) 0.004(2) -0.017(2) -0.017(2) N5 0.040(2) 0.036(2) 0.062(3) -0.009(2) 0.006(2) -0.0082(19) C1 0.037(3) 0.040(3) 0.040(2) 0.006(2) 0.001(2) 0.000(2) C2 0.047(3) 0.031(2) 0.045(3) -0.001(2) -0.001(2) 0.011(2) C3 0.058(3) 0.023(2) 0.035(2) -0.0026(19) -0.001(2) 0.006(2) C4 0.066(4) 0.032(2) 0.039(3) 0.003(2) 0.002(2) -0.001(2) C5 0.095(5) 0.053(3) 0.048(3) 0.010(3) 0.012(3) -0.004(3) C6 0.113(6) 0.084(4) 0.037(3) 0.006(3) -0.010(4) -0.006(4) C7 0.090(5) 0.071(4) 0.044(3) -0.002(3) -0.021(3) -0.006(4) C8 0.061(3) 0.034(2) 0.044(3) -0.002(2) -0.008(3) 0.002(3) C9 0.067(4) 0.047(3) 0.054(3) -0.003(2) -0.026(3) -0.003(3) C10A 0.079(17) 0.15(2) 0.076(12) 0.014(15) -0.014(12) -0.080(14) C10B 0.032(8) 0.034(7) 0.077(10) -0.016(7) -0.017(7) -0.002(6) C11 0.064(4) 0.120(6) 0.080(5) -0.035(4) 0.019(4) -0.057(4) C12 0.046(3) 0.038(3) 0.066(3) 0.008(2) 0.015(3) -0.001(2) C13 0.043(3) 0.036(2) 0.045(3) 0.006(2) 0.003(2) 0.006(2) C14 0.054(4) 0.066(3) 0.057(3) 0.016(3) 0.015(3) 0.012(3) C15 0.062(4) 0.087(4) 0.039(3) 0.004(3) 0.008(3) 0.013(3) C16 0.063(4) 0.064(3) 0.042(3) -0.003(3) -0.008(3) 0.011(3) C17 0.053(3) 0.054(3) 0.040(3) 0.001(2) -0.003(2) -0.004(3) C18 0.044(3) 0.036(2) 0.036(2) 0.003(2) 0.001(2) 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe O2 1.892(3) . ? Fe O1 1.892(3) . ? Fe N4 2.105(4) . ? Fe N5 2.107(4) . ? Fe N1 2.157(4) . ? Fe N3 2.171(4) 8_655 ? Fe Fe 8.3260(3) 8_665 ? O1 C3 1.324(5) . ? O2 C18 1.324(5) . ? N1 C1 1.143(5) . ? N2 C2 1.292(6) . ? N2 C1 1.298(5) . ? N3 C2 1.146(5) . ? N3 Fe 2.171(4) 8_665 ? N4 C9 1.289(6) . ? N4 C10A 1.43(2) . ? N4 C10B 1.57(2) . ? N5 C12 1.283(6) . ? N5 C11 1.458(7) . ? C3 C4 1.389(6) . ? C3 C8 1.412(6) . ? C4 C5 1.373(6) . ? C5 C6 1.384(8) . ? C6 C7 1.377(8) . ? C7 C8 1.412(6) . ? C8 C9 1.428(7) . ? C10A C10B 0.74(2) . ? C10A H11A 1.35(12) . ? C10A C11 1.46(2) . ? C10B C11 1.41(2) . ? C10B H11A 1.76(10) . ? C11 H11A 0.97(2) . ? C12 C13 1.437(6) . ? C13 C14 1.407(6) . ? C13 C18 1.413(6) . ? C14 C15 1.368(7) . ? C15 C16 1.376(7) . ? C16 C17 1.381(6) . ? C17 C18 1.395(6) . ? 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 O2 Fe O1 105.81(13) . . ? O2 Fe N4 165.63(15) . . ? O1 Fe N4 88.40(15) . . ? O2 Fe N5 88.21(14) . . ? O1 Fe N5 165.98(14) . . ? N4 Fe N5 77.58(16) . . ? O2 Fe N1 93.37(14) . . ? O1 Fe N1 92.20(14) . . ? N4 Fe N1 88.10(16) . . ? N5 Fe N1 86.95(15) . . ? O2 Fe N3 90.83(14) . 8_655 ? O1 Fe N3 92.29(14) . 8_655 ? N4 Fe N3 86.39(16) . 8_655 ? N5 Fe N3 87.33(15) . 8_655 ? N1 Fe N3 172.79(16) . 8_655 ? O2 Fe Fe 107.90(9) . 8_665 ? O1 Fe Fe 110.73(8) . 8_665 ? N4 Fe Fe 67.80(11) . 8_665 ? N5 Fe Fe 63.65(10) . 8_665 ? N1 Fe Fe 28.74(11) . 8_665 ? N3 Fe Fe 144.06(11) 8_655 8_665 ? C3 O1 Fe 133.2(3) . . ? C18 O2 Fe 131.8(3) . . ? C1 N1 Fe 164.7(4) . . ? C2 N2 C1 124.0(4) . . ? C2 N3 Fe 178.2(4) . 8_665 ? C9 N4 C10A 117.2(10) . . ? C9 N4 C10B 121.6(9) . . ? C10A N4 C10B 27.9(10) . . ? C9 N4 Fe 125.2(4) . . ? C10A N4 Fe 115.8(10) . . ? C10B N4 Fe 111.6(8) . . ? C12 N5 C11 120.2(4) . . ? C12 N5 Fe 125.2(3) . . ? C11 N5 Fe 114.6(3) . . ? N1 C1 N2 173.1(5) . . ? N3 C2 N2 172.6(5) . . ? O1 C3 C4 119.2(4) . . ? O1 C3 C8 122.2(4) . . ? C4 C3 C8 118.6(4) . . ? C5 C4 C3 122.0(5) . . ? C4 C5 C6 119.8(5) . . ? C7 C6 C5 120.1(5) . . ? C6 C7 C8 120.7(5) . . ? C7 C8 C3 118.8(5) . . ? C7 C8 C9 117.2(5) . . ? C3 C8 C9 124.0(4) . . ? N4 C9 C8 126.0(4) . . ? C10B C10A H11A 111(4) . . ? C10B C10A N4 87(3) . . ? H11A C10A N4 117(7) . . ? C10B C10A C11 71(3) . . ? H11A C10A C11 40.1(17) . . ? N4 C10A C11 113.0(16) . . ? C10A C10B C11 79(3) . . ? C10A C10B N4 65(3) . . ? C11 C10B N4 107.8(12) . . ? C10A C10B H11A 46(4) . . ? C11 C10B H11A 33(2) . . ? N4 C10B H11A 91(4) . . ? H11A C11 C10B 94(7) . . ? H11A C11 C10A 64(7) . . ? C10B C11 C10A 29.8(10) . . ? H11A C11 N5 108(9) . . ? C10B C11 N5 109.0(9) . . ? C10A C11 N5 115.0(9) . . ? C11 H11A C10A 76(6) . . ? C11 H11A C10B 53(5) . . ? C10A H11A C10B 23.0(17) . . ? N5 C12 C13 125.7(5) . . ? C14 C13 C18 118.9(4) . . ? C14 C13 C12 117.7(5) . . ? C18 C13 C12 123.4(4) . . ? C15 C14 C13 121.6(5) . . ? C14 C15 C16 119.4(5) . . ? C15 C16 C17 120.5(5) . . ? C16 C17 C18 121.5(5) . . ? O2 C18 C17 119.0(4) . . ? O2 C18 C13 123.0(4) . . ? C17 C18 C13 118.1(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.301 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.070