Electronic Supplementary Material for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jaap G. Haasnoot' _publ_contact_author_address ; Leiden Institute of Chemistry Leiden University Gorlaeus Laboratories P.O. Box 9502 Leiden 2300 RA NETHERLANDS ; _publ_contact_author_email HAASNOOT@CHEM.LEIDENUNIV.NL _publ_section_title ; [Fe(?-btzmp)2(btzmp)2](ClO4)2: a doubly-bridged 1D spin-transition bistetrazole-based polymer showing thermal hysteresis behaviour. ; loop_ _publ_author_name 'Jaap Haasnoot' 'Patrick Gamez' 'Huub Kooijman' 'Manuel Quesada' 'Jan Reedjik' 'Michael Reissner' ; H.S.Costa ; 'A Spek' 'Petra J van Koningsbrugger' 'P Weinberger' data_s3161a _database_code_depnum_ccdc_archive 'CCDC 650322' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H10 N8' _chemical_formula_sum 'C6 H10 N8' _chemical_formula_weight 194.22 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.3070(10) _cell_length_b 9.2546(10) _cell_length_c 13.0534(9) _cell_angle_alpha 90.00 _cell_angle_beta 119.423(5) _cell_angle_gamma 90.00 _cell_volume 874.08(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 120 _cell_measurement_theta_min 3.334 _cell_measurement_theta_max 22.259 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13630 _diffrn_reflns_av_R_equivalents 0.0634 _diffrn_reflns_av_sigmaI/netI 0.0282 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 27.44 _reflns_number_total 1980 _reflns_number_gt 1695 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DIRAX _computing_data_reduction EvalCCD _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics PLATON _computing_publication_material PLATON _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^)+(0.0383P)^2^+0.2667P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1980 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0818 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 C1 C 0.39377(15) 0.27279(13) 0.15572(10) 0.0208(3) Uani 1 1 d . . . H1 H 0.3914 0.3721 0.1734 0.025 Uiso 1 1 calc R . . C2 C 0.17694(14) 0.16886(12) 0.22540(9) 0.0156(2) Uani 1 1 d . . . C3 C -0.01573(14) 0.12088(12) 0.12815(10) 0.0174(2) Uani 1 1 d . . . H3A H -0.0051 0.0244 0.0992 0.021 Uiso 1 1 calc R . . H3B H -0.0983 0.1114 0.1625 0.021 Uiso 1 1 calc R . . C4 C -0.25444(15) 0.29726(13) -0.01129(10) 0.0193(2) Uani 1 1 d . . . H4 H -0.3345 0.2978 0.0214 0.023 Uiso 1 1 calc R . . C5 C 0.17409(16) 0.31990(12) 0.27016(10) 0.0205(2) Uani 1 1 d . . . H5A H 0.2991 0.3465 0.3312 0.031 Uiso 1 1 calc R . . H5B H 0.0907 0.3217 0.3033 0.031 Uiso 1 1 calc R . . H5C H 0.1306 0.3888 0.2049 0.031 Uiso 1 1 calc R . . C6 C 0.24375(15) 0.05808(13) 0.32443(10) 0.0211(3) Uani 1 1 d . . . H6A H 0.2413 -0.0385 0.2929 0.032 Uiso 1 1 calc R . . H6B H 0.1626 0.0600 0.3591 0.032 Uiso 1 1 calc R . . H6C H 0.3703 0.0816 0.3849 0.032 Uiso 1 1 calc R . . N1 N 0.30430(12) 0.16735(10) 0.17654(8) 0.0157(2) Uani 1 1 d . . . N2 N 0.34084(13) 0.04217(11) 0.13917(9) 0.0233(2) Uani 1 1 d . . . N3 N 0.44998(14) 0.07366(13) 0.09799(9) 0.0293(3) Uani 1 1 d . . . N4 N 0.48560(14) 0.21783(12) 0.10695(9) 0.0273(3) Uani 1 1 d . . . N5 N -0.09980(12) 0.22025(10) 0.02881(8) 0.0159(2) Uani 1 1 d . . . N6 N -0.02625(13) 0.24515(11) -0.04138(8) 0.0229(2) Uani 1 1 d . . . N7 N -0.13423(14) 0.33703(12) -0.11976(9) 0.0254(2) Uani 1 1 d . . . N8 N -0.27882(13) 0.37235(11) -0.10318(9) 0.0241(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 C1 0.0192(5) 0.0234(6) 0.0212(6) 0.0034(5) 0.0111(5) -0.0008(4) C2 0.0157(5) 0.0171(5) 0.0167(5) 0.0011(4) 0.0100(4) 0.0005(4) C3 0.0182(5) 0.0154(5) 0.0188(5) 0.0029(4) 0.0092(5) -0.0003(4) C4 0.0166(5) 0.0219(6) 0.0190(5) -0.0015(4) 0.0083(5) 0.0019(4) C5 0.0237(6) 0.0192(6) 0.0222(6) -0.0025(4) 0.0142(5) -0.0008(4) C6 0.0209(5) 0.0232(6) 0.0191(6) 0.0052(4) 0.0098(5) 0.0008(4) N1 0.0160(4) 0.0165(5) 0.0156(4) 0.0003(4) 0.0085(4) 0.0019(3) N2 0.0270(5) 0.0219(5) 0.0245(5) -0.0020(4) 0.0155(4) 0.0046(4) N3 0.0309(6) 0.0361(6) 0.0279(6) 0.0007(5) 0.0198(5) 0.0070(5) N4 0.0257(5) 0.0357(6) 0.0264(5) 0.0056(5) 0.0174(5) 0.0034(4) N5 0.0155(4) 0.0172(5) 0.0165(5) 0.0005(4) 0.0090(4) -0.0005(3) N6 0.0209(5) 0.0305(6) 0.0210(5) 0.0065(4) 0.0131(4) 0.0034(4) N7 0.0213(5) 0.0323(6) 0.0223(5) 0.0078(4) 0.0105(4) 0.0025(4) N8 0.0221(5) 0.0264(5) 0.0226(5) 0.0039(4) 0.0101(4) 0.0040(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 C1 N4 1.3127(15) . ? C1 N1 1.3330(14) . ? C1 H1 0.9500 . ? C2 N1 1.4796(13) . ? C2 C5 1.5197(15) . ? C2 C6 1.5249(15) . ? C2 C3 1.5408(15) . ? C3 N5 1.4578(14) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N8 1.3130(15) . ? C4 N5 1.3309(14) . ? C4 H4 0.9500 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? N1 N2 1.3482(13) . ? N2 N3 1.2940(14) . ? N3 N4 1.3592(16) . ? N5 N6 1.3476(12) . ? N6 N7 1.2933(14) . ? N7 N8 1.3608(14) . ? 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 N4 C1 N1 109.28(11) . . ? N4 C1 H1 125.4 . . ? N1 C1 H1 125.4 . . ? N1 C2 C5 108.90(8) . . ? N1 C2 C6 108.63(8) . . ? C5 C2 C6 111.12(9) . . ? N1 C2 C3 108.39(8) . . ? C5 C2 C3 112.07(9) . . ? C6 C2 C3 107.63(9) . . ? N5 C3 C2 113.63(9) . . ? N5 C3 H3A 108.8 . . ? C2 C3 H3A 108.8 . . ? N5 C3 H3B 108.8 . . ? C2 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? N8 C4 N5 109.19(10) . . ? N8 C4 H4 125.4 . . ? N5 C4 H4 125.4 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C2 C6 H6A 109.5 . . ? C2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 N1 N2 107.95(9) . . ? C1 N1 C2 132.01(10) . . ? N2 N1 C2 119.99(9) . . ? N3 N2 N1 106.55(9) . . ? N2 N3 N4 110.66(10) . . ? C1 N4 N3 105.56(10) . . ? C4 N5 N6 108.26(9) . . ? C4 N5 C3 129.48(9) . . ? N6 N5 C3 122.24(9) . . ? N7 N6 N5 106.28(9) . . ? N6 N7 N8 110.82(9) . . ? C4 N8 N7 105.43(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N5 -64.64(11) . . . . ? C5 C2 C3 N5 55.57(12) . . . . ? C6 C2 C3 N5 178.04(9) . . . . ? N4 C1 N1 N2 -0.21(12) . . . . ? N4 C1 N1 C2 -177.49(10) . . . . ? C5 C2 N1 C1 -7.93(15) . . . . ? C6 C2 N1 C1 -129.09(12) . . . . ? C3 C2 N1 C1 114.24(12) . . . . ? C5 C2 N1 N2 175.06(9) . . . . ? C6 C2 N1 N2 53.90(12) . . . . ? C3 C2 N1 N2 -62.77(12) . . . . ? C1 N1 N2 N3 0.31(12) . . . . ? C2 N1 N2 N3 177.98(9) . . . . ? N1 N2 N3 N4 -0.30(13) . . . . ? N1 C1 N4 N3 0.02(13) . . . . ? N2 N3 N4 C1 0.18(13) . . . . ? N8 C4 N5 N6 -1.30(13) . . . . ? N8 C4 N5 C3 -179.83(10) . . . . ? C2 C3 N5 C4 -117.46(12) . . . . ? C2 C3 N5 N6 64.19(13) . . . . ? C4 N5 N6 N7 1.11(12) . . . . ? C3 N5 N6 N7 179.77(10) . . . . ? N5 N6 N7 N8 -0.53(13) . . . . ? N5 C4 N8 N7 0.95(13) . . . . ? N6 N7 N8 C4 -0.25(13) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.269 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.048 # 200K data_s3681a _database_code_depnum_ccdc_archive 'CCDC 650323' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H40 Fe N32, 2(Cl O4)' _chemical_formula_sum 'C24 H40 Cl2 Fe N32 O8' _chemical_formula_weight 1031.63 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' 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5157(15) _cell_length_b 11.1223(18) _cell_length_c 12.432(2) _cell_angle_alpha 79.24(2) _cell_angle_beta 78.96(2) _cell_angle_gamma 74.62(4) _cell_volume 1102.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 47698 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.4 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 0.547 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details PLATON/MULABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'omega and phi-scans' _diffrn_reflns_number 13870 _diffrn_reflns_av_R_equivalents 0.0783 _diffrn_reflns_av_sigmaI/netI 0.0770 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3961 _reflns_number_gt 2648 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO _computing_data_reduction DENZO _computing_structure_solution DIRDIF99 _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^)+(0.0653P)^2^+1.9321P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3961 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1035 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_ref 0.1601 _refine_ls_wR_factor_gt 0.1373 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.0000 0.0000 1.0000 0.0257(3) Uani 1 2 d S . . N1 N 0.1495(4) 0.1352(3) 0.9875(3) 0.0276(8) Uani 1 1 d . . . N2 N 0.3165(4) 0.1070(3) 0.9529(3) 0.0350(9) Uani 1 1 d . . . N3 N 0.3803(4) 0.1861(4) 0.9827(3) 0.0394(10) Uani 1 1 d . . . N4 N 0.2556(4) 0.2663(3) 1.0383(3) 0.0272(8) Uani 1 1 d . . . N5 N 0.5621(4) 0.2659(3) 1.1189(3) 0.0268(8) Uani 1 1 d . . . N6 N 0.6268(4) 0.3344(3) 1.0283(3) 0.0314(8) Uani 1 1 d . . . N7 N 0.7631(4) 0.2629(3) 0.9880(3) 0.0326(9) Uani 1 1 d . . . N8 N 0.7886(4) 0.1471(3) 1.0513(3) 0.0296(8) Uani 1 1 d . . . N11 N -0.6139(5) 0.1058(4) 0.6699(4) 0.0563(12) Uani 1 1 d . . . N12 N -0.6119(6) 0.1391(5) 0.5594(4) 0.0674(14) Uani 1 1 d . . . N13 N -0.5155(6) 0.2146(5) 0.5186(4) 0.0585(12) Uani 1 1 d . . . N14 N -0.4516(4) 0.2317(4) 0.6047(3) 0.0370(9) Uani 1 1 d . . . N15 N -0.1123(4) 0.1559(3) 0.6692(3) 0.0288(8) Uani 1 1 d . . . N16 N -0.1398(5) 0.0396(4) 0.6821(3) 0.0423(10) Uani 1 1 d . . . N17 N -0.0978(5) -0.0184(4) 0.7764(3) 0.0410(10) Uani 1 1 d . . . N18 N -0.0445(4) 0.0593(3) 0.8267(3) 0.0310(8) Uani 1 1 d . . . C1 C 0.1172(5) 0.2327(4) 1.0392(3) 0.0283(10) Uani 1 1 d . . . H1 H 0.0110 0.2733 1.0724 0.034 Uiso 1 1 calc R . . C2 C 0.2810(5) 0.3677(4) 1.0876(4) 0.0296(10) Uani 1 1 d . . . H2A H 0.1729 0.4159 1.1207 0.035 Uiso 1 1 calc R . . H2B H 0.3300 0.4259 1.0286 0.035 Uiso 1 1 calc R . . C3 C 0.3932(5) 0.3201(4) 1.1768(3) 0.0298(10) Uani 1 1 d . . . C4 C 0.4009(5) 0.4313(5) 1.2289(4) 0.0422(12) Uani 1 1 d . . . H4A H 0.4751 0.4020 1.2847 0.063 Uiso 1 1 calc R . . H4B H 0.2905 0.4701 1.2641 0.063 Uiso 1 1 calc R . . H4C H 0.4423 0.4935 1.1714 0.063 Uiso 1 1 calc R . . C5 C 0.3383(5) 0.2173(5) 1.2635(4) 0.0392(11) Uani 1 1 d . . . H5A H 0.3446 0.1441 1.2282 0.059 Uiso 1 1 calc R . . H5B H 0.2246 0.2492 1.2977 0.059 Uiso 1 1 calc R . . H5C H 0.4105 0.1925 1.3205 0.059 Uiso 1 1 calc R . . C6 C 0.6614(5) 0.1513(4) 1.1320(4) 0.0296(10) Uani 1 1 d . . . H6 H 0.6442 0.0843 1.1892 0.036 Uiso 1 1 calc R . . C11 C -0.5141(6) 0.1659(5) 0.6948(4) 0.0472(13) Uani 1 1 d . . . H11 H -0.4905 0.1624 0.7671 0.057 Uiso 1 1 calc R . . C12 C -0.3401(5) 0.3145(4) 0.5904(4) 0.0375(11) Uani 1 1 d . . . H12A H -0.3612 0.3554 0.6577 0.045 Uiso 1 1 calc R . . H12B H -0.3662 0.3818 0.5275 0.045 Uiso 1 1 calc R . . C13 C -0.1546(5) 0.2492(4) 0.5690(3) 0.0341(10) Uani 1 1 d . . . C14 C -0.1120(6) 0.1788(5) 0.4693(4) 0.0434(12) Uani 1 1 d . . . H14A H 0.0048 0.1348 0.4613 0.065 Uiso 1 1 calc R . . H14B H -0.1338 0.2389 0.4023 0.065 Uiso 1 1 calc R . . H14C H -0.1796 0.1174 0.4800 0.065 Uiso 1 1 calc R . . C15 C -0.0561(6) 0.3484(4) 0.5548(4) 0.0414(12) Uani 1 1 d . . . H15A H -0.0861 0.3917 0.6202 0.062 Uiso 1 1 calc R . . H15B H -0.0805 0.4097 0.4889 0.062 Uiso 1 1 calc R . . H15C H 0.0618 0.3077 0.5461 0.062 Uiso 1 1 calc R . . C16 C -0.0544(5) 0.1660(4) 0.7583(4) 0.0331(10) Uani 1 1 d . . . H16 H -0.0250 0.2384 0.7707 0.040 Uiso 1 1 calc R . . Cl1A Cl 0.8117(7) 0.5197(6) 0.2407(5) 0.0392(8) Uiso 0.542(4) 1 d P . . Cl1B Cl 0.8276(9) 0.5122(7) 0.2416(6) 0.039 Uiso 0.458(4) 1 d P . . O1A O 0.7335(10) 0.5214(8) 0.3524(7) 0.062(2) Uiso 0.542(4) 1 d P . . O1B O 0.6972(13) 0.5031(10) 0.3327(9) 0.062 Uiso 0.458(4) 1 d P . . O2A O 0.8494(9) 0.3936(7) 0.2114(6) 0.062(2) Uiso 0.542(4) 1 d P . . O2B O 0.8153(10) 0.4564(9) 0.1517(7) 0.062 Uiso 0.458(4) 1 d P . . O3A O 0.9524(10) 0.5707(8) 0.2168(6) 0.068(2) Uiso 0.542(4) 1 d P . . O3B O 0.8493(11) 0.6410(9) 0.2029(7) 0.068 Uiso 0.458(4) 1 d P . . O4A O 0.6896(8) 0.5984(7) 0.1762(6) 0.060(2) Uiso 0.542(4) 1 d P . . O4B O 0.9809(10) 0.4492(8) 0.2831(7) 0.060 Uiso 0.458(4) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0209(5) 0.0268(5) 0.0311(5) -0.0047(4) -0.0071(4) -0.0062(4) N1 0.0219(18) 0.031(2) 0.031(2) -0.0053(16) -0.0027(15) -0.0083(15) N2 0.030(2) 0.038(2) 0.044(2) -0.0158(18) -0.0033(17) -0.0134(17) N3 0.027(2) 0.041(2) 0.055(3) -0.024(2) -0.0028(18) -0.0078(18) N4 0.0220(18) 0.028(2) 0.033(2) -0.0100(16) -0.0046(15) -0.0057(15) N5 0.0210(17) 0.027(2) 0.035(2) -0.0070(16) -0.0067(15) -0.0061(15) N6 0.0249(19) 0.027(2) 0.043(2) -0.0041(17) -0.0049(16) -0.0083(16) N7 0.0242(19) 0.031(2) 0.041(2) -0.0042(17) -0.0053(16) -0.0056(16) N8 0.0228(19) 0.030(2) 0.037(2) -0.0025(16) -0.0071(16) -0.0078(15) N11 0.050(3) 0.059(3) 0.060(3) -0.007(2) -0.003(2) -0.019(2) N12 0.063(3) 0.088(4) 0.065(3) -0.009(3) -0.017(3) -0.038(3) N13 0.063(3) 0.077(3) 0.045(3) -0.002(2) -0.017(2) -0.032(3) N14 0.036(2) 0.037(2) 0.038(2) -0.0033(18) -0.0075(17) -0.0069(18) N15 0.0314(19) 0.026(2) 0.029(2) -0.0034(16) -0.0062(15) -0.0069(16) N16 0.061(3) 0.032(2) 0.040(2) 0.0001(18) -0.021(2) -0.015(2) N17 0.057(3) 0.034(2) 0.037(2) -0.0032(18) -0.0160(19) -0.0152(19) N18 0.036(2) 0.031(2) 0.030(2) -0.0028(17) -0.0105(16) -0.0130(17) C1 0.024(2) 0.027(2) 0.035(2) -0.0051(19) -0.0070(18) -0.0051(18) C2 0.022(2) 0.028(2) 0.042(3) -0.012(2) -0.0053(18) -0.0054(18) C3 0.022(2) 0.034(3) 0.037(3) -0.011(2) -0.0017(18) -0.0108(19) C4 0.030(2) 0.048(3) 0.055(3) -0.028(2) -0.006(2) -0.005(2) C5 0.032(2) 0.050(3) 0.036(3) -0.007(2) -0.001(2) -0.012(2) C6 0.028(2) 0.029(3) 0.034(2) -0.0024(19) -0.0083(19) -0.0094(19) C11 0.048(3) 0.049(3) 0.044(3) -0.006(3) -0.005(2) -0.012(3) C12 0.039(3) 0.034(3) 0.042(3) -0.003(2) -0.009(2) -0.011(2) C13 0.040(3) 0.034(3) 0.028(2) -0.0009(19) -0.008(2) -0.009(2) C14 0.054(3) 0.042(3) 0.033(3) -0.006(2) -0.006(2) -0.007(2) C15 0.047(3) 0.035(3) 0.042(3) 0.004(2) -0.012(2) -0.013(2) C16 0.035(2) 0.033(3) 0.035(3) -0.006(2) -0.005(2) -0.013(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 Fe1 N8 2.171(3) 1_455 ? Fe1 N8 2.171(3) 2_657 ? Fe1 N1 2.182(3) . ? Fe1 N1 2.182(3) 2_557 ? Fe1 N18 2.207(3) . ? Fe1 N18 2.207(3) 2_557 ? N1 C1 1.304(5) . ? N1 N2 1.373(5) . ? N2 N3 1.288(5) . ? N3 N4 1.359(5) . ? N4 C1 1.325(5) . ? N4 C2 1.460(5) . ? N5 C6 1.330(5) . ? N5 N6 1.347(5) . ? N5 C3 1.502(5) . ? N6 N7 1.292(5) . ? N7 N8 1.365(5) . ? N8 C6 1.325(5) . ? N8 Fe1 2.171(3) 1_655 ? N11 C11 1.321(6) . ? N11 N12 1.352(6) . ? N12 N13 1.298(6) . ? N13 N14 1.353(5) . ? N14 C11 1.321(6) . ? N14 C12 1.456(6) . ? N15 C16 1.329(5) . ? N15 N16 1.350(5) . ? N15 C13 1.500(5) . ? N16 N17 1.294(5) . ? N17 N18 1.365(5) . ? N18 C16 1.317(5) . ? C2 C3 1.530(6) . ? C3 C4 1.521(6) . ? C3 C5 1.522(6) . ? C12 C13 1.548(6) . ? C13 C15 1.522(6) . ? C13 C14 1.523(6) . ? Cl1A O1B 1.372(12) . ? Cl1A O2B 1.409(11) . ? Cl1A O3A 1.417(11) . ? Cl1A O1A 1.422(11) . ? Cl1A O4A 1.437(9) . ? Cl1A O3B 1.442(11) . ? Cl1A O2A 1.452(10) . ? Cl1A O4B 1.583(10) . ? Cl1B O3A 1.347(10) . ? Cl1B O2A 1.394(10) . ? Cl1B O2B 1.408(12) . ? Cl1B O1B 1.435(13) . ? Cl1B O4B 1.448(11) . ? Cl1B O1A 1.462(11) . ? Cl1B O3B 1.471(13) . ? Cl1B O4A 1.562(10) . ? O1A O1B 0.527(12) . ? O2A O2B 0.951(9) . ? O2B O4A 1.700(11) . ? O3A O3B 1.028(10) . ? O3A O4B 1.433(11) . ? O3B O4A 1.660(11) . ? 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 N8 Fe1 N8 180.0 1_455 2_657 ? N8 Fe1 N1 87.05(12) 1_455 . ? N8 Fe1 N1 92.95(12) 2_657 . ? N8 Fe1 N1 92.95(12) 1_455 2_557 ? N8 Fe1 N1 87.05(12) 2_657 2_557 ? N1 Fe1 N1 180.0 . 2_557 ? N8 Fe1 N18 89.70(13) 1_455 . ? N8 Fe1 N18 90.30(13) 2_657 . ? N1 Fe1 N18 92.62(13) . . ? N1 Fe1 N18 87.38(13) 2_557 . ? N8 Fe1 N18 90.30(13) 1_455 2_557 ? N8 Fe1 N18 89.70(13) 2_657 2_557 ? N1 Fe1 N18 87.38(13) . 2_557 ? N1 Fe1 N18 92.62(13) 2_557 2_557 ? N18 Fe1 N18 180.0 . 2_557 ? C1 N1 N2 106.3(3) . . ? C1 N1 Fe1 128.0(3) . . ? N2 N1 Fe1 122.5(3) . . ? N3 N2 N1 109.4(3) . . ? N2 N3 N4 107.2(3) . . ? C1 N4 N3 107.7(3) . . ? C1 N4 C2 129.2(3) . . ? N3 N4 C2 123.1(3) . . ? C6 N5 N6 108.8(3) . . ? C6 N5 C3 131.6(4) . . ? N6 N5 C3 119.1(3) . . ? N7 N6 N5 107.0(3) . . ? N6 N7 N8 109.8(3) . . ? C6 N8 N7 106.4(3) . . ? C6 N8 Fe1 134.3(3) . 1_655 ? N7 N8 Fe1 119.2(3) . 1_655 ? C11 N11 N12 104.6(4) . . ? N13 N12 N11 111.3(4) . . ? N12 N13 N14 106.3(4) . . ? C11 N14 N13 107.5(4) . . ? C11 N14 C12 130.7(4) . . ? N13 N14 C12 121.8(4) . . ? C16 N15 N16 108.1(3) . . ? C16 N15 C13 131.5(4) . . ? N16 N15 C13 120.3(3) . . ? N17 N16 N15 107.0(3) . . ? N16 N17 N18 109.9(4) . . ? C16 N18 N17 106.0(3) . . ? C16 N18 Fe1 134.2(3) . . ? N17 N18 Fe1 119.0(3) . . ? N1 C1 N4 109.4(4) . . ? N4 C2 C3 113.1(3) . . ? N5 C3 C4 108.5(3) . . ? N5 C3 C5 108.5(3) . . ? C4 C3 C5 111.6(4) . . ? N5 C3 C2 106.7(3) . . ? C4 C3 C2 108.9(4) . . ? C5 C3 C2 112.3(3) . . ? N8 C6 N5 108.0(4) . . ? N14 C11 N11 110.3(5) . . ? N14 C12 C13 115.1(4) . . ? N15 C13 C15 108.1(3) . . ? N15 C13 C14 108.3(4) . . ? C15 C13 C14 111.5(4) . . ? N15 C13 C12 108.3(3) . . ? C15 C13 C12 108.4(4) . . ? C14 C13 C12 112.1(4) . . ? N18 C16 N15 108.9(4) . . ? O3A Cl1A O1A 113.1(6) . . ? O3A Cl1A O4A 108.5(6) . . ? O1A Cl1A O4A 104.6(6) . . ? O3A Cl1A O2A 111.8(6) . . ? O1A Cl1A O2A 110.7(6) . . ? O4A Cl1A O2A 107.7(6) . . ? O2B Cl1B O1B 113.2(8) . . ? O2B Cl1B O4B 109.4(7) . . ? O1B Cl1B O4B 107.0(7) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.706 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.095 # 100K data_s3674a _database_code_depnum_ccdc_archive 'CCDC 650324' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H40 Fe N32, 2(Cl O4)' _chemical_formula_sum 'C24 H40 Cl2 Fe N32 O8' _chemical_formula_weight 1031.63 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' 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3039(15) _cell_length_b 10.9503(18) _cell_length_c 12.311(2) _cell_angle_alpha 79.38(2) _cell_angle_beta 83.69(3) _cell_angle_gamma 73.65(4) _cell_volume 1053.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 49692 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.4 _exptl_crystal_description plate? _exptl_crystal_colour violet _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 0.573 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.880 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details PLATON/MULABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anodel' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_reflns_number 12646 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0707 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3788 _reflns_number_gt 2741 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO _computing_data_reduction DENZO _computing_structure_solution DIRDIF99 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0621P)^2^+0.9571P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3788 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0850 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1320 _refine_ls_wR_factor_gt 0.1169 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.0000 0.0000 1.0000 0.0198(2) Uani 1 2 d S . . N1 N 0.1380(3) 0.1251(3) 0.9910(2) 0.0202(7) Uani 1 1 d . . . N2 N 0.2981(4) 0.1071(3) 0.9443(2) 0.0246(7) Uani 1 1 d . . . N3 N 0.3661(4) 0.1914(3) 0.9675(2) 0.0234(7) Uani 1 1 d . . . N4 N 0.2470(3) 0.2666(3) 1.0301(2) 0.0193(7) Uani 1 1 d . . . N5 N 0.5757(3) 0.2582(3) 1.1084(2) 0.0201(7) Uani 1 1 d . . . N6 N 0.6252(3) 0.3299(3) 1.0161(2) 0.0221(7) Uani 1 1 d . . . N7 N 0.7610(3) 0.2575(3) 0.9740(2) 0.0221(7) Uani 1 1 d . . . N8 N 0.8000(3) 0.1380(3) 1.0386(2) 0.0205(7) Uani 1 1 d . . . N11 N -0.6279(4) 0.1090(3) 0.6711(3) 0.0328(8) Uani 1 1 d . . . N12 N -0.6261(4) 0.1330(3) 0.5582(3) 0.0405(9) Uani 1 1 d . . . N13 N -0.5283(4) 0.2065(4) 0.5173(3) 0.0400(9) Uani 1 1 d . . . N14 N -0.4641(4) 0.2314(3) 0.6049(3) 0.0261(7) Uani 1 1 d . . . N15 N -0.1123(4) 0.1537(3) 0.6760(2) 0.0213(7) Uani 1 1 d . . . N16 N -0.1260(4) 0.0309(3) 0.6838(3) 0.0278(7) Uani 1 1 d . . . N17 N -0.0834(4) -0.0274(3) 0.7802(3) 0.0278(7) Uani 1 1 d . . . N18 N -0.0436(3) 0.0535(3) 0.8391(2) 0.0218(7) Uani 1 1 d . . . C1 C 0.1094(4) 0.2251(3) 1.0431(3) 0.0215(8) Uani 1 1 d . . . H1 H 0.0078 0.2612 1.0831 0.026 Uiso 1 1 calc R . . C2 C 0.2819(4) 0.3672(3) 1.0803(3) 0.0208(8) Uani 1 1 d . . . H2A H 0.1761 0.4166 1.1148 0.025 Uiso 1 1 calc R . . H2B H 0.3242 0.4276 1.0217 0.025 Uiso 1 1 calc R . . C3 C 0.4121(4) 0.3107(3) 1.1684(3) 0.0213(8) Uani 1 1 d . . . C4 C 0.4262(5) 0.4206(4) 1.2243(3) 0.0266(9) Uani 1 1 d . . . H4A H 0.5132 0.3874 1.2780 0.040 Uiso 1 1 calc R . . H4B H 0.3181 0.4569 1.2625 0.040 Uiso 1 1 calc R . . H4C H 0.4563 0.4879 1.1682 0.040 Uiso 1 1 calc R . . C5 C 0.3690(4) 0.2018(3) 1.2526(3) 0.0259(9) Uani 1 1 d . . . H5A H 0.3712 0.1298 1.2150 0.039 Uiso 1 1 calc R . . H5B H 0.2565 0.2330 1.2875 0.039 Uiso 1 1 calc R . . H5C H 0.4516 0.1726 1.3093 0.039 Uiso 1 1 calc R . . C6 C 0.6832(4) 0.1413(3) 1.1212(3) 0.0223(8) Uani 1 1 d . . . H6 H 0.6772 0.0723 1.1795 0.027 Uiso 1 1 calc R . . C11 C -0.5270(5) 0.1729(4) 0.6964(3) 0.0300(9) Uani 1 1 d . . . H11 H -0.5034 0.1761 0.7694 0.036 Uiso 1 1 calc R . . C12 C -0.3532(5) 0.3173(3) 0.5901(3) 0.0268(9) Uani 1 1 d . . . H12A H -0.3715 0.3613 0.6556 0.032 Uiso 1 1 calc R . . H12B H -0.3865 0.3844 0.5248 0.032 Uiso 1 1 calc R . . C13 C -0.1657(5) 0.2512(3) 0.5746(3) 0.0241(8) Uani 1 1 d . . . C14 C -0.1224(5) 0.1813(4) 0.4745(3) 0.0293(9) Uani 1 1 d . . . H14A H -0.0013 0.1399 0.4693 0.044 Uiso 1 1 calc R . . H14B H -0.1537 0.2435 0.4070 0.044 Uiso 1 1 calc R . . H14C H -0.1843 0.1157 0.4829 0.044 Uiso 1 1 calc R . . C15 C -0.0690(5) 0.3530(3) 0.5660(3) 0.0261(9) Uani 1 1 d . . . H15A H -0.0969 0.3946 0.6321 0.039 Uiso 1 1 calc R . . H15B H -0.1001 0.4178 0.5001 0.039 Uiso 1 1 calc R . . H15C H 0.0521 0.3116 0.5603 0.039 Uiso 1 1 calc R . . C16 C -0.0624(4) 0.1647(3) 0.7711(3) 0.0235(8) Uani 1 1 d . . . H16 H -0.0431 0.2404 0.7881 0.028 Uiso 1 1 calc R . . Cl1 Cl 0.85465(11) 0.50238(8) 0.24164(7) 0.0249(2) Uani 1 1 d . . . O1 O 0.7164(3) 0.5210(3) 0.3231(2) 0.0348(7) Uani 1 1 d . . . O2 O 0.8168(3) 0.4427(2) 0.1557(2) 0.0327(7) Uani 1 1 d . . . O3 O 0.8846(4) 0.6244(3) 0.1933(2) 0.0432(8) Uani 1 1 d . . . O4 O 1.0031(3) 0.4202(2) 0.2936(2) 0.0320(6) 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 Fe1 0.0179(4) 0.0155(4) 0.0274(4) -0.0054(3) -0.0011(3) -0.0054(3) N1 0.0173(16) 0.0156(16) 0.0271(17) -0.0042(12) -0.0010(12) -0.0033(12) N2 0.0209(17) 0.0216(17) 0.0348(19) -0.0087(14) -0.0013(13) -0.0090(14) N3 0.0220(16) 0.0192(17) 0.0322(18) -0.0106(13) 0.0002(13) -0.0070(13) N4 0.0154(15) 0.0159(15) 0.0272(17) -0.0061(13) -0.0003(12) -0.0040(12) N5 0.0158(15) 0.0157(16) 0.0298(18) -0.0069(13) -0.0038(13) -0.0030(13) N6 0.0197(16) 0.0190(16) 0.0283(17) -0.0011(13) -0.0004(13) -0.0083(13) N7 0.0184(16) 0.0172(16) 0.0314(18) -0.0039(13) -0.0034(13) -0.0050(13) N8 0.0200(16) 0.0163(16) 0.0275(17) -0.0028(13) -0.0046(13) -0.0079(13) N11 0.0330(19) 0.0271(19) 0.040(2) -0.0059(15) -0.0002(15) -0.0110(15) N12 0.041(2) 0.045(2) 0.042(2) -0.0086(17) -0.0018(17) -0.0221(18) N13 0.046(2) 0.050(2) 0.032(2) -0.0035(17) -0.0056(16) -0.0273(19) N14 0.0252(17) 0.0234(17) 0.0292(18) -0.0041(14) 0.0002(14) -0.0062(14) N15 0.0244(16) 0.0159(16) 0.0250(17) -0.0065(13) 0.0009(13) -0.0061(13) N16 0.041(2) 0.0163(17) 0.0309(19) -0.0045(14) -0.0060(15) -0.0125(14) N17 0.0364(19) 0.0208(17) 0.0286(18) -0.0079(14) -0.0049(15) -0.0081(14) N18 0.0219(16) 0.0170(17) 0.0297(18) -0.0060(13) 0.0001(13) -0.0097(13) C1 0.021(2) 0.0183(19) 0.026(2) -0.0012(15) -0.0031(15) -0.0072(15) C2 0.0176(18) 0.0153(19) 0.031(2) -0.0081(15) -0.0006(15) -0.0044(15) C3 0.0171(18) 0.0208(19) 0.027(2) -0.0077(15) 0.0003(15) -0.0055(15) C4 0.022(2) 0.027(2) 0.033(2) -0.0116(17) -0.0022(16) -0.0050(16) C5 0.0182(19) 0.025(2) 0.034(2) -0.0052(17) 0.0003(16) -0.0041(16) C6 0.022(2) 0.019(2) 0.027(2) -0.0054(15) -0.0036(16) -0.0065(16) C11 0.029(2) 0.028(2) 0.032(2) -0.0071(17) 0.0026(17) -0.0059(18) C12 0.028(2) 0.022(2) 0.031(2) -0.0046(16) -0.0028(16) -0.0070(17) C13 0.029(2) 0.018(2) 0.025(2) -0.0015(15) -0.0023(16) -0.0074(16) C14 0.040(2) 0.023(2) 0.025(2) -0.0037(16) -0.0020(17) -0.0086(18) C15 0.027(2) 0.020(2) 0.031(2) -0.0012(16) -0.0001(16) -0.0071(16) C16 0.023(2) 0.021(2) 0.027(2) -0.0059(16) 0.0015(16) -0.0053(16) Cl1 0.0239(5) 0.0212(5) 0.0303(5) -0.0042(4) -0.0017(4) -0.0073(4) O1 0.0254(15) 0.0391(17) 0.0418(17) -0.0170(13) 0.0038(12) -0.0075(12) O2 0.0341(16) 0.0325(16) 0.0358(16) -0.0146(12) -0.0029(12) -0.0095(13) O3 0.063(2) 0.0291(16) 0.0460(18) 0.0086(13) -0.0168(15) -0.0295(15) O4 0.0253(15) 0.0314(16) 0.0357(16) -0.0045(12) -0.0055(12) -0.0011(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N8 1.986(3) 2_657 ? Fe1 N8 1.986(3) 1_455 ? Fe1 N1 2.000(3) 2_557 ? Fe1 N1 2.000(3) . ? Fe1 N18 2.002(3) . ? Fe1 N18 2.002(3) 2_557 ? N1 C1 1.322(4) . ? N1 N2 1.365(4) . ? N2 N3 1.295(4) . ? N3 N4 1.363(4) . ? N4 C1 1.328(4) . ? N4 C2 1.466(4) . ? N5 C6 1.331(4) . ? N5 N6 1.352(4) . ? N5 C3 1.489(4) . ? N6 N7 1.300(4) . ? N7 N8 1.372(4) . ? N8 C6 1.324(4) . ? N8 Fe1 1.986(3) 1_655 ? N11 C11 1.325(5) . ? N11 N12 1.365(5) . ? N12 N13 1.300(5) . ? N13 N14 1.355(4) . ? N14 C11 1.321(5) . ? N14 C12 1.467(5) . ? N15 C16 1.321(4) . ? N15 N16 1.366(4) . ? N15 C13 1.503(4) . ? N16 N17 1.276(4) . ? N17 N18 1.369(4) . ? N18 C16 1.324(4) . ? C2 C3 1.537(5) . ? C3 C5 1.526(5) . ? C3 C4 1.529(5) . ? C12 C13 1.528(5) . ? C13 C14 1.526(5) . ? C13 C15 1.530(5) . ? Cl1 O1 1.434(3) . ? Cl1 O3 1.436(3) . ? Cl1 O4 1.441(3) . ? Cl1 O2 1.445(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Fe1 N8 179.997(1) 2_657 1_455 ? N8 Fe1 N1 88.14(11) 2_657 2_557 ? N8 Fe1 N1 91.86(11) 1_455 2_557 ? N8 Fe1 N1 91.87(11) 2_657 . ? N8 Fe1 N1 88.13(11) 1_455 . ? N1 Fe1 N1 180.0 2_557 . ? N8 Fe1 N18 89.43(12) 2_657 . ? N8 Fe1 N18 90.57(12) 1_455 . ? N1 Fe1 N18 88.57(11) 2_557 . ? N1 Fe1 N18 91.43(11) . . ? N8 Fe1 N18 90.57(12) 2_657 2_557 ? N8 Fe1 N18 89.43(12) 1_455 2_557 ? N1 Fe1 N18 91.43(11) 2_557 2_557 ? N1 Fe1 N18 88.57(11) . 2_557 ? N18 Fe1 N18 180.0 . 2_557 ? C1 N1 N2 106.3(3) . . ? C1 N1 Fe1 128.4(2) . . ? N2 N1 Fe1 124.3(2) . . ? N3 N2 N1 110.5(3) . . ? N2 N3 N4 106.0(3) . . ? C1 N4 N3 108.9(3) . . ? C1 N4 C2 128.6(3) . . ? N3 N4 C2 122.2(3) . . ? C6 N5 N6 108.8(3) . . ? C6 N5 C3 131.3(3) . . ? N6 N5 C3 119.4(3) . . ? N7 N6 N5 107.0(3) . . ? N6 N7 N8 109.4(3) . . ? C6 N8 N7 106.6(3) . . ? C6 N8 Fe1 132.3(2) . 1_655 ? N7 N8 Fe1 121.1(2) . 1_655 ? C11 N11 N12 104.8(3) . . ? N13 N12 N11 110.9(3) . . ? N12 N13 N14 106.3(3) . . ? C11 N14 N13 108.1(3) . . ? C11 N14 C12 130.2(3) . . ? N13 N14 C12 121.5(3) . . ? C16 N15 N16 107.9(3) . . ? C16 N15 C13 131.6(3) . . ? N16 N15 C13 120.2(3) . . ? N17 N16 N15 106.8(3) . . ? N16 N17 N18 110.8(3) . . ? C16 N18 N17 105.3(3) . . ? C16 N18 Fe1 133.1(2) . . ? N17 N18 Fe1 121.2(2) . . ? N1 C1 N4 108.3(3) . . ? N4 C2 C3 112.0(3) . . ? N5 C3 C5 108.7(3) . . ? N5 C3 C4 109.1(3) . . ? C5 C3 C4 111.6(3) . . ? N5 C3 C2 106.7(3) . . ? C5 C3 C2 112.5(3) . . ? C4 C3 C2 108.2(3) . . ? N8 C6 N5 108.2(3) . . ? N14 C11 N11 109.9(4) . . ? N14 C12 C13 115.2(3) . . ? N15 C13 C14 108.0(3) . . ? N15 C13 C12 108.8(3) . . ? C14 C13 C12 113.1(3) . . ? N15 C13 C15 107.4(3) . . ? C14 C13 C15 111.2(3) . . ? C12 C13 C15 108.2(3) . . ? N15 C16 N18 109.2(3) . . ? O1 Cl1 O3 109.87(18) . . ? O1 Cl1 O4 109.31(17) . . ? O3 Cl1 O4 109.27(17) . . ? O1 Cl1 O2 109.81(16) . . ? O3 Cl1 O2 109.22(17) . . ? O4 Cl1 O2 109.34(16) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.958 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.094