Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Malcolm A. Halcrow' _publ_contact_author_address ; Department of Chemistry University of Leeds Woodhouse Lane LEEDS LS2 9JT UNITED KINGDOM ; _publ_contact_author_email M.A.HALCROW@LEEDS.AC.UK _publ_section_title ; Photomagnetic properties of iron(II) spin crossover complexes of 2,6-dipyrazolylpyridine and 2,6-dipyrazolylpyrazine ligands ; loop_ _publ_author_name 'Malcolm A. Halcrow' 'Chiara Carbonera' 'Jerome Elhaik' 'Judith A. K. Howard' 'Jean-Francois Letard' ; V.A.Money ; 'Jose Sanchez Costa' #================================================================= data_sad_1 _database_code_depnum_ccdc_archive 'CCDC 296687' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine]iron(II) diperchlorate (compound 5) ; _chemical_name_common ; Bis(2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine)iron(ii) diperchlorate (compound 5) ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(Cl O4)' _chemical_formula_sum 'C24 H22 Cl2 Fe N10 O10' _chemical_formula_weight 737.27 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 Cc _symmetry_space_group_name_Hall C-2yc 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' _cell_length_a 12.269(3) _cell_length_b 12.216(2) _cell_length_c 20.572(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.61(3) _cell_angle_gamma 90.00 _cell_volume 3040.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 340(2) _cell_measurement_reflns_used 4039 _cell_measurement_theta_min 2.3695 _cell_measurement_theta_max 26.2365 _exptl_crystal_description pyramid _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.611 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.744 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.441651 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'XPREP (SHELXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 340(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9681 _diffrn_reflns_av_R_equivalents 0.0632 _diffrn_reflns_av_sigmaI/netI 0.1135 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.46 _reflns_number_total 5388 _reflns_number_gt 3637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 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^)+(0.1398P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(9) _refine_ls_number_reflns 5388 _refine_ls_number_parameters 437 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1260 _refine_ls_R_factor_gt 0.0891 _refine_ls_wR_factor_ref 0.2367 _refine_ls_wR_factor_gt 0.2082 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.004 _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 0.60011(8) 0.18006(8) 0.10684(6) 0.0467(3) Uani 1 1 d . . . N1 N 0.7671(5) 0.1183(5) 0.1384(3) 0.0505(14) Uani 1 1 d . . . N2 N 0.8003(5) 0.1178(5) 0.2054(3) 0.0477(13) Uani 1 1 d . . . C1 C 0.8538(8) 0.0805(8) 0.1146(5) 0.064(2) Uani 1 1 d . . . H1 H 0.8547 0.0688 0.0700 0.077 Uiso 1 1 calc R . . C2 C 0.9431(7) 0.0605(8) 0.1641(6) 0.072(3) Uani 1 1 d . . . H2 H 1.0129 0.0359 0.1591 0.087 Uiso 1 1 calc R . . C3 C 0.9064(6) 0.0848(8) 0.2220(5) 0.061(2) Uani 1 1 d . . . H3 H 0.9468 0.0795 0.2644 0.073 Uiso 1 1 calc R . . N3 N 0.6300(5) 0.1875(5) 0.2116(3) 0.0430(15) Uani 1 1 d . . . C4 C 0.7278(5) 0.1593(5) 0.2457(4) 0.0421(15) Uani 1 1 d . . . C5 C 0.7544(7) 0.1739(6) 0.3129(4) 0.0518(18) Uani 1 1 d . . . H5 H 0.8242 0.1559 0.3354 0.062 Uiso 1 1 calc R . . C6 C 0.6748(7) 0.2161(7) 0.3458(4) 0.0534(18) Uani 1 1 d . B . C7 C 0.7002(9) 0.2376(9) 0.4205(4) 0.075(3) Uani 1 1 d . . . H7A H 0.6427 0.2846 0.4322 0.090 Uiso 1 1 calc R A 1 H7B H 0.6963 0.1685 0.4432 0.090 Uiso 1 1 calc R A 1 O1 O 0.792(2) 0.281(2) 0.4415(10) 0.102(7) Uani 0.50 1 d P B 1 H1A H 0.8184 0.3048 0.4103 0.154 Uiso 0.50 1 calc PR B 1 O1A O 0.807(2) 0.216(2) 0.4486(9) 0.098(7) Uani 0.50 1 d P B 2 H1B H 0.8184 0.1505 0.4472 0.146 Uiso 0.50 1 calc PR B 2 C8 C 0.5720(7) 0.2419(7) 0.3125(4) 0.0518(18) Uani 1 1 d . . . H8 H 0.5171 0.2682 0.3347 0.062 Uiso 1 1 calc R B . C9 C 0.5519(6) 0.2273(6) 0.2434(4) 0.0451(16) Uani 1 1 d . B . N4 N 0.4534(5) 0.2545(5) 0.2016(3) 0.0511(14) Uani 1 1 d . . . N5 N 0.4485(5) 0.2460(5) 0.1352(3) 0.0511(14) Uani 1 1 d . B . C10 C 0.3567(7) 0.2912(8) 0.2146(5) 0.062(2) Uani 1 1 d . B . H10 H 0.3400 0.3053 0.2563 0.075 Uiso 1 1 calc R . . C11 C 0.2877(8) 0.3043(9) 0.1571(6) 0.077(3) Uani 1 1 d . . . H11 H 0.2142 0.3267 0.1506 0.093 Uiso 1 1 calc R B . C12 C 0.3502(7) 0.2772(7) 0.1104(5) 0.063(2) Uani 1 1 d . B . H12 H 0.3243 0.2809 0.0653 0.075 Uiso 1 1 calc R . . N6 N 0.5297(5) 0.0209(6) 0.0778(3) 0.0542(15) Uani 1 1 d . . . N7 N 0.5110(5) 0.0028(5) 0.0113(3) 0.0441(13) Uani 1 1 d . . . C13 C 0.4980(8) -0.0728(7) 0.1039(5) 0.066(2) Uani 1 1 d . . . H13 H 0.5006 -0.0860 0.1486 0.079 Uiso 1 1 calc R . . C14 C 0.4611(9) -0.1461(8) 0.0540(6) 0.076(3) Uani 1 1 d . . . H14 H 0.4345 -0.2161 0.0597 0.091 Uiso 1 1 calc R . . C15 C 0.4698(7) -0.0999(7) -0.0041(4) 0.060(2) Uani 1 1 d . . . H15 H 0.4518 -0.1309 -0.0458 0.073 Uiso 1 1 calc R . . N8 N 0.5779(5) 0.1760(5) 0.0041(4) 0.0406(15) Uani 1 1 d . . . C16 C 0.5394(6) 0.0864(5) -0.0303(3) 0.0428(14) Uani 1 1 d . . . C17 C 0.5337(6) 0.0748(6) -0.0977(4) 0.0490(16) Uani 1 1 d . . . H17 H 0.5105 0.0097 -0.1191 0.059 Uiso 1 1 calc R . . C18 C 0.5643(7) 0.1649(7) -0.1320(4) 0.0518(18) Uani 1 1 d . . . C19 C 0.5609(9) 0.1600(8) -0.2055(5) 0.070(2) Uani 1 1 d . . . H19A H 0.4931 0.1944 -0.2270 0.084 Uiso 1 1 calc R . . H19B H 0.6222 0.2022 -0.2165 0.084 Uiso 1 1 calc R . . O2A O 0.5660(17) 0.0553(9) -0.2304(5) 0.167(6) Uani 1 1 d . . . H2A H 0.5069 0.0402 -0.2537 0.251 Uiso 1 1 calc R . . C20 C 0.6021(7) 0.2601(7) -0.0976(4) 0.0531(19) Uani 1 1 d . . . H20 H 0.6232 0.3209 -0.1198 0.064 Uiso 1 1 calc R . . C21 C 0.6072(6) 0.2616(6) -0.0316(4) 0.0466(16) Uani 1 1 d . . . N9 N 0.6471(5) 0.3496(5) 0.0102(3) 0.0487(14) Uani 1 1 d . . . N10 N 0.6569(6) 0.3362(6) 0.0762(3) 0.0566(16) Uani 1 1 d . . . C22 C 0.6761(8) 0.4525(7) -0.0050(5) 0.070(3) Uani 1 1 d . . . H22 H 0.6732 0.4803 -0.0473 0.084 Uiso 1 1 calc R . . C23 C 0.7093(9) 0.5069(8) 0.0508(6) 0.078(3) Uani 1 1 d . . . H23 H 0.7354 0.5785 0.0552 0.094 Uiso 1 1 calc R . . C24 C 0.6962(8) 0.4314(8) 0.1032(5) 0.073(3) Uani 1 1 d . . . H24 H 0.7123 0.4464 0.1482 0.087 Uiso 1 1 calc R . . Cl1 Cl 0.3837(2) 0.4310(2) 0.41755(13) 0.0742(6) Uani 1 1 d . . . O3 O 0.3327(15) 0.4115(13) 0.3530(6) 0.177(6) Uani 1 1 d . . . O4 O 0.3040(12) 0.4715(11) 0.4489(6) 0.145(4) Uani 1 1 d . . . O5 O 0.4479(14) 0.3524(12) 0.4534(9) 0.175(6) Uani 1 1 d . . . O6 O 0.4540(10) 0.5120(14) 0.3987(10) 0.211(9) Uani 1 1 d . . . Cl2 Cl 0.2596(2) 0.0245(2) 0.29632(13) 0.0766(7) Uani 1 1 d . . . O7 O 0.1734(12) 0.0762(16) 0.2615(10) 0.217(9) Uani 1 1 d . . . O8 O 0.233(3) -0.0165(14) 0.3546(12) 0.293(17) Uani 1 1 d . . . O9 O 0.2903(16) -0.0675(11) 0.2642(8) 0.191(7) Uani 1 1 d . . . O10 O 0.3414(14) 0.1017(13) 0.3174(12) 0.257(13) 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 0.0642(6) 0.0406(5) 0.0328(4) -0.0034(5) 0.0008(4) -0.0027(5) N1 0.054(3) 0.049(4) 0.049(3) -0.007(3) 0.008(3) 0.000(3) N2 0.056(3) 0.043(3) 0.042(3) -0.001(3) 0.005(3) 0.006(3) C1 0.075(5) 0.060(5) 0.058(5) -0.014(4) 0.019(4) 0.000(4) C2 0.057(5) 0.056(5) 0.106(8) 0.002(5) 0.018(5) 0.012(4) C3 0.045(4) 0.063(5) 0.071(5) -0.006(4) -0.002(4) 0.009(4) N3 0.052(3) 0.040(3) 0.036(4) -0.002(2) 0.002(3) -0.005(2) C4 0.042(3) 0.033(3) 0.051(4) -0.006(3) 0.004(3) -0.002(3) C5 0.065(4) 0.044(4) 0.041(4) 0.001(3) -0.007(3) 0.000(3) C6 0.077(5) 0.044(4) 0.037(4) -0.001(3) 0.004(3) -0.007(4) C7 0.102(7) 0.075(7) 0.042(4) -0.013(4) -0.002(5) 0.002(6) O1 0.123(16) 0.107(16) 0.072(12) -0.019(14) 0.002(11) -0.050(15) O1A 0.149(17) 0.089(13) 0.044(8) -0.006(10) -0.015(9) 0.032(14) C8 0.067(4) 0.045(4) 0.045(4) -0.002(3) 0.013(3) 0.012(3) C9 0.057(4) 0.031(3) 0.044(4) -0.004(3) -0.001(3) -0.008(3) N4 0.060(4) 0.038(3) 0.053(4) 0.004(3) 0.005(3) -0.003(3) N5 0.063(4) 0.044(3) 0.042(3) -0.002(3) -0.004(3) -0.005(3) C10 0.051(4) 0.062(5) 0.073(6) 0.007(4) 0.007(4) 0.010(4) C11 0.064(5) 0.069(6) 0.089(8) 0.017(5) -0.013(5) 0.011(5) C12 0.064(5) 0.053(5) 0.064(5) -0.003(4) -0.013(4) -0.001(4) N6 0.064(4) 0.046(3) 0.052(4) 0.009(3) 0.010(3) -0.008(3) N7 0.055(3) 0.030(3) 0.044(3) -0.004(2) -0.001(3) -0.005(2) C13 0.081(5) 0.043(4) 0.073(6) 0.022(4) 0.016(5) 0.009(4) C14 0.105(7) 0.033(4) 0.086(7) 0.010(4) 0.005(5) -0.014(4) C15 0.077(5) 0.037(4) 0.063(5) -0.009(4) -0.001(4) -0.013(4) N8 0.050(3) 0.029(3) 0.043(4) -0.004(2) 0.008(3) -0.007(2) C16 0.060(4) 0.028(3) 0.040(3) -0.007(3) 0.006(3) -0.001(3) C17 0.052(4) 0.044(4) 0.048(4) -0.008(3) 0.001(3) -0.009(3) C18 0.061(4) 0.047(4) 0.045(4) 0.000(3) 0.004(3) -0.001(3) C19 0.089(6) 0.062(6) 0.057(5) -0.016(4) 0.009(5) 0.006(5) O2A 0.36(2) 0.080(6) 0.072(6) -0.005(5) 0.059(9) 0.035(10) C20 0.074(5) 0.040(4) 0.045(4) -0.006(3) 0.010(4) -0.007(4) C21 0.065(4) 0.030(3) 0.040(4) 0.002(3) -0.003(3) -0.004(3) N9 0.056(3) 0.028(3) 0.059(4) -0.002(3) 0.001(3) -0.007(2) N10 0.069(4) 0.048(4) 0.051(4) -0.012(3) 0.005(3) -0.007(3) C22 0.096(6) 0.031(4) 0.074(6) 0.012(4) -0.010(5) -0.010(4) C23 0.107(7) 0.033(4) 0.090(7) -0.012(4) 0.004(6) -0.004(5) C24 0.082(6) 0.048(5) 0.082(7) -0.035(5) -0.002(5) -0.007(4) Cl1 0.0842(14) 0.0638(14) 0.0758(16) 0.0017(12) 0.0173(12) 0.0052(12) O3 0.273(17) 0.156(12) 0.095(8) -0.005(8) 0.009(9) 0.073(12) O4 0.199(11) 0.131(10) 0.118(9) 0.011(7) 0.066(9) 0.046(9) O5 0.203(13) 0.119(9) 0.206(15) 0.090(10) 0.043(11) 0.067(9) O6 0.114(7) 0.183(14) 0.31(2) 0.165(15) -0.044(10) -0.044(8) Cl2 0.0955(16) 0.0586(13) 0.0733(16) -0.0097(11) 0.0070(12) 0.0052(12) O7 0.146(10) 0.219(18) 0.241(18) -0.079(15) -0.099(11) 0.081(11) O8 0.58(4) 0.110(11) 0.26(2) -0.055(13) 0.28(3) -0.086(19) O9 0.281(18) 0.095(9) 0.195(16) -0.068(9) 0.037(13) 0.052(10) O10 0.203(13) 0.138(12) 0.35(2) 0.128(15) -0.172(16) -0.092(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 Fe1 N8 2.087(7) . ? Fe1 N3 2.127(7) . ? Fe1 N10 2.161(7) . ? Fe1 N6 2.171(7) . ? Fe1 N1 2.179(6) . ? Fe1 N5 2.194(7) . ? N1 C1 1.326(11) . ? N1 N2 1.370(8) . ? N2 C3 1.351(10) . ? N2 C4 1.407(9) . ? C1 C2 1.386(14) . ? C1 H1 0.9300 . ? C2 C3 1.375(15) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N3 C4 1.330(10) . ? N3 C9 1.338(10) . ? C4 C5 1.377(10) . ? C5 C6 1.378(13) . ? C5 H5 0.9300 . ? C6 C8 1.368(12) . ? C6 C7 1.538(11) . ? C7 O1 1.25(2) . ? C7 O1A 1.36(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O1 H1A 0.8200 . ? O1A H1B 0.8200 . ? C8 C9 1.414(11) . ? C8 H8 0.9300 . ? C9 N4 1.400(10) . ? N4 C10 1.337(11) . ? N4 N5 1.362(9) . ? N5 C12 1.286(11) . ? C10 C11 1.344(14) . ? C10 H10 0.9300 . ? C11 C12 1.366(16) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N6 C13 1.348(10) . ? N6 N7 1.366(9) . ? N7 C15 1.370(10) . ? N7 C16 1.413(9) . ? C13 C14 1.380(15) . ? C13 H13 0.9300 . ? C14 C15 1.342(14) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? N8 C16 1.345(9) . ? N8 C21 1.361(9) . ? C16 C17 1.383(10) . ? C17 C18 1.392(11) . ? C17 H17 0.9300 . ? C18 C20 1.399(11) . ? C18 C19 1.507(12) . ? C19 O2A 1.383(13) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? O2A H2A 0.8200 . ? C20 C21 1.348(11) . ? C20 H20 0.9300 . ? C21 N9 1.413(9) . ? N9 N10 1.351(10) . ? N9 C22 1.357(10) . ? N10 C24 1.344(10) . ? C22 C23 1.329(14) . ? C22 H22 0.9300 . ? C23 C24 1.449(16) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? Cl1 O4 1.352(11) . ? Cl1 O5 1.375(12) . ? Cl1 O3 1.391(13) . ? Cl1 O6 1.409(12) . ? Cl2 O7 1.334(12) . ? Cl2 O8 1.385(18) . ? Cl2 O9 1.388(10) . ? Cl2 O10 1.393(12) . ? 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 N3 177.4(3) . . ? N8 Fe1 N10 73.7(2) . . ? N3 Fe1 N10 104.4(2) . . ? N8 Fe1 N6 73.8(2) . . ? N3 Fe1 N6 108.1(3) . . ? N10 Fe1 N6 147.5(3) . . ? N8 Fe1 N1 104.6(2) . . ? N3 Fe1 N1 73.6(2) . . ? N10 Fe1 N1 93.4(3) . . ? N6 Fe1 N1 94.8(3) . . ? N8 Fe1 N5 107.8(2) . . ? N3 Fe1 N5 74.0(2) . . ? N10 Fe1 N5 94.8(3) . . ? N6 Fe1 N5 94.9(3) . . ? N1 Fe1 N5 147.7(2) . . ? C1 N1 N2 104.4(6) . . ? C1 N1 Fe1 141.5(6) . . ? N2 N1 Fe1 114.1(4) . . ? C3 N2 N1 111.6(6) . . ? C3 N2 C4 129.5(7) . . ? N1 N2 C4 118.6(5) . . ? N1 C1 C2 112.0(8) . . ? N1 C1 H1 124.0 . . ? C2 C1 H1 124.0 . . ? C3 C2 C1 105.4(8) . . ? C3 C2 H2 127.3 . . ? C1 C2 H2 127.3 . . ? N2 C3 C2 106.6(8) . . ? N2 C3 H3 126.7 . . ? C2 C3 H3 126.7 . . ? C4 N3 C9 119.6(7) . . ? C4 N3 Fe1 120.7(5) . . ? C9 N3 Fe1 119.6(5) . . ? N3 C4 C5 122.4(7) . . ? N3 C4 N2 112.8(6) . . ? C5 C4 N2 124.8(6) . . ? C4 C5 C6 118.3(7) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C8 C6 C5 120.7(7) . . ? C8 C6 C7 118.4(8) . . ? C5 C6 C7 120.9(7) . . ? O1 C7 O1A 36.0(12) . . ? O1 C7 C6 115.9(13) . . ? O1A C7 C6 114.2(11) . . ? O1 C7 H7A 108.3 . . ? O1A C7 H7A 133.9 . . ? C6 C7 H7A 108.3 . . ? O1 C7 H7B 108.3 . . ? O1A C7 H7B 75.6 . . ? C6 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? C7 O1 H1A 109.5 . . ? C7 O1A H1B 109.5 . . ? C6 C8 C9 117.7(7) . . ? C6 C8 H8 121.1 . . ? C9 C8 H8 121.1 . . ? N3 C9 N4 113.7(7) . . ? N3 C9 C8 121.2(7) . . ? N4 C9 C8 125.1(7) . . ? C10 N4 N5 109.5(7) . . ? C10 N4 C9 131.4(7) . . ? N5 N4 C9 119.1(6) . . ? C12 N5 N4 104.9(7) . . ? C12 N5 Fe1 141.6(6) . . ? N4 N5 Fe1 113.4(5) . . ? N4 C10 C11 108.3(10) . . ? N4 C10 H10 125.8 . . ? C11 C10 H10 125.8 . . ? C10 C11 C12 104.2(9) . . ? C10 C11 H11 127.9 . . ? C12 C11 H11 127.9 . . ? N5 C12 C11 113.1(8) . . ? N5 C12 H12 123.5 . . ? C11 C12 H12 123.5 . . ? C13 N6 N7 104.5(7) . . ? C13 N6 Fe1 141.1(7) . . ? N7 N6 Fe1 114.4(4) . . ? N6 N7 C15 111.9(6) . . ? N6 N7 C16 118.2(5) . . ? C15 N7 C16 129.9(6) . . ? N6 C13 C14 109.6(9) . . ? N6 C13 H13 125.2 . . ? C14 C13 H13 125.2 . . ? C15 C14 C13 108.9(8) . . ? C15 C14 H14 125.5 . . ? C13 C14 H14 125.5 . . ? C14 C15 N7 105.1(8) . . ? C14 C15 H15 127.4 . . ? N7 C15 H15 127.4 . . ? C16 N8 C21 116.3(7) . . ? C16 N8 Fe1 121.8(5) . . ? C21 N8 Fe1 121.8(5) . . ? N8 C16 C17 124.4(7) . . ? N8 C16 N7 111.7(6) . . ? C17 C16 N7 123.8(6) . . ? C16 C17 C18 117.0(7) . . ? C16 C17 H17 121.5 . . ? C18 C17 H17 121.5 . . ? C17 C18 C20 119.7(7) . . ? C17 C18 C19 120.8(7) . . ? C20 C18 C19 119.4(7) . . ? O2A C19 C18 114.4(9) . . ? O2A C19 H19A 108.7 . . ? C18 C19 H19A 108.7 . . ? O2A C19 H19B 108.7 . . ? C18 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? C19 O2A H2A 109.5 . . ? C21 C20 C18 118.4(7) . . ? C21 C20 H20 120.8 . . ? C18 C20 H20 120.8 . . ? C20 C21 N8 124.1(7) . . ? C20 C21 N9 125.3(7) . . ? N8 C21 N9 110.6(6) . . ? N10 N9 C22 111.2(7) . . ? N10 N9 C21 118.9(6) . . ? C22 N9 C21 129.9(7) . . ? C24 N10 N9 106.1(7) . . ? C24 N10 Fe1 138.9(7) . . ? N9 N10 Fe1 114.9(4) . . ? C23 C22 N9 108.6(9) . . ? C23 C22 H22 125.7 . . ? N9 C22 H22 125.7 . . ? C22 C23 C24 105.6(8) . . ? C22 C23 H23 127.2 . . ? C24 C23 H23 127.2 . . ? N10 C24 C23 108.6(9) . . ? N10 C24 H24 125.7 . . ? C23 C24 H24 125.7 . . ? O4 Cl1 O5 113.2(9) . . ? O4 Cl1 O3 105.8(9) . . ? O5 Cl1 O3 121.2(10) . . ? O4 Cl1 O6 113.5(12) . . ? O5 Cl1 O6 108.4(9) . . ? O3 Cl1 O6 93.2(11) . . ? O7 Cl2 O8 111.0(18) . . ? O7 Cl2 O9 112.4(11) . . ? O8 Cl2 O9 103.9(12) . . ? O7 Cl2 O10 108.2(11) . . ? O8 Cl2 O10 103.6(16) . . ? O9 Cl2 O10 117.3(14) . . ? 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 N8 Fe1 N1 C1 -0.5(10) . . . . ? N3 Fe1 N1 C1 -178.6(10) . . . . ? N10 Fe1 N1 C1 -74.6(9) . . . . ? N6 Fe1 N1 C1 73.9(9) . . . . ? N5 Fe1 N1 C1 -179.0(8) . . . . ? N8 Fe1 N1 N2 177.8(5) . . . . ? N3 Fe1 N1 N2 -0.3(5) . . . . ? N10 Fe1 N1 N2 103.8(5) . . . . ? N6 Fe1 N1 N2 -107.7(5) . . . . ? N5 Fe1 N1 N2 -0.7(8) . . . . ? C1 N1 N2 C3 2.5(9) . . . . ? Fe1 N1 N2 C3 -176.4(6) . . . . ? C1 N1 N2 C4 176.8(7) . . . . ? Fe1 N1 N2 C4 -2.2(8) . . . . ? N2 N1 C1 C2 -2.7(10) . . . . ? Fe1 N1 C1 C2 175.7(7) . . . . ? N1 C1 C2 C3 1.9(11) . . . . ? N1 N2 C3 C2 -1.4(10) . . . . ? C4 N2 C3 C2 -174.8(8) . . . . ? C1 C2 C3 N2 -0.3(11) . . . . ? N8 Fe1 N3 C4 -43(5) . . . . ? N10 Fe1 N3 C4 -86.5(6) . . . . ? N6 Fe1 N3 C4 92.6(6) . . . . ? N1 Fe1 N3 C4 2.9(5) . . . . ? N5 Fe1 N3 C4 -177.4(6) . . . . ? N8 Fe1 N3 C9 133(5) . . . . ? N10 Fe1 N3 C9 89.4(6) . . . . ? N6 Fe1 N3 C9 -91.6(5) . . . . ? N1 Fe1 N3 C9 178.7(6) . . . . ? N5 Fe1 N3 C9 -1.5(5) . . . . ? C9 N3 C4 C5 -3.0(10) . . . . ? Fe1 N3 C4 C5 172.9(5) . . . . ? C9 N3 C4 N2 179.3(6) . . . . ? Fe1 N3 C4 N2 -4.8(8) . . . . ? C3 N2 C4 N3 177.5(8) . . . . ? N1 N2 C4 N3 4.5(9) . . . . ? C3 N2 C4 C5 -0.1(12) . . . . ? N1 N2 C4 C5 -173.2(7) . . . . ? N3 C4 C5 C6 2.2(11) . . . . ? N2 C4 C5 C6 179.6(7) . . . . ? C4 C5 C6 C8 0.4(12) . . . . ? C4 C5 C6 C7 -178.2(8) . . . . ? C8 C6 C7 O1 -136(2) . . . . ? C5 C6 C7 O1 43(2) . . . . ? C8 C6 C7 O1A -175.7(16) . . . . ? C5 C6 C7 O1A 2.9(19) . . . . ? C5 C6 C8 C9 -2.0(12) . . . . ? C7 C6 C8 C9 176.6(7) . . . . ? C4 N3 C9 N4 179.5(6) . . . . ? Fe1 N3 C9 N4 3.6(8) . . . . ? C4 N3 C9 C8 1.1(10) . . . . ? Fe1 N3 C9 C8 -174.8(6) . . . . ? C6 C8 C9 N3 1.3(12) . . . . ? C6 C8 C9 N4 -176.9(7) . . . . ? N3 C9 N4 C10 176.7(8) . . . . ? C8 C9 N4 C10 -5.0(13) . . . . ? N3 C9 N4 N5 -4.5(9) . . . . ? C8 C9 N4 N5 173.8(7) . . . . ? C10 N4 N5 C12 -0.1(9) . . . . ? C9 N4 N5 C12 -179.2(7) . . . . ? C10 N4 N5 Fe1 -177.7(5) . . . . ? C9 N4 N5 Fe1 3.2(8) . . . . ? N8 Fe1 N5 C12 4.8(10) . . . . ? N3 Fe1 N5 C12 -177.1(10) . . . . ? N10 Fe1 N5 C12 79.2(10) . . . . ? N6 Fe1 N5 C12 -69.7(10) . . . . ? N1 Fe1 N5 C12 -176.7(9) . . . . ? N8 Fe1 N5 N4 -179.0(4) . . . . ? N3 Fe1 N5 N4 -0.9(4) . . . . ? N10 Fe1 N5 N4 -104.6(5) . . . . ? N6 Fe1 N5 N4 106.5(5) . . . . ? N1 Fe1 N5 N4 -0.5(7) . . . . ? N5 N4 C10 C11 1.4(10) . . . . ? C9 N4 C10 C11 -179.7(8) . . . . ? N4 C10 C11 C12 -2.1(11) . . . . ? N4 N5 C12 C11 -1.3(10) . . . . ? Fe1 N5 C12 C11 175.2(7) . . . . ? C10 C11 C12 N5 2.1(12) . . . . ? N8 Fe1 N6 C13 179.1(10) . . . . ? N3 Fe1 N6 C13 1.0(10) . . . . ? N10 Fe1 N6 C13 179.4(8) . . . . ? N1 Fe1 N6 C13 75.3(9) . . . . ? N5 Fe1 N6 C13 -73.8(9) . . . . ? N8 Fe1 N6 N7 1.0(5) . . . . ? N3 Fe1 N6 N7 -177.1(4) . . . . ? N10 Fe1 N6 N7 1.3(8) . . . . ? N1 Fe1 N6 N7 -102.8(5) . . . . ? N5 Fe1 N6 N7 108.1(5) . . . . ? C13 N6 N7 C15 -0.6(8) . . . . ? Fe1 N6 N7 C15 178.2(5) . . . . ? C13 N6 N7 C16 -178.3(6) . . . . ? Fe1 N6 N7 C16 0.5(7) . . . . ? N7 N6 C13 C14 0.1(10) . . . . ? Fe1 N6 C13 C14 -178.1(7) . . . . ? N6 C13 C14 C15 0.5(12) . . . . ? C13 C14 C15 N7 -0.8(11) . . . . ? N6 N7 C15 C14 0.9(10) . . . . ? C16 N7 C15 C14 178.2(8) . . . . ? N3 Fe1 N8 C16 134(5) . . . . ? N10 Fe1 N8 C16 177.5(6) . . . . ? N6 Fe1 N8 C16 -2.7(5) . . . . ? N1 Fe1 N8 C16 88.1(6) . . . . ? N5 Fe1 N8 C16 -92.7(6) . . . . ? N3 Fe1 N8 C21 -43(5) . . . . ? N10 Fe1 N8 C21 1.1(6) . . . . ? N6 Fe1 N8 C21 -179.0(6) . . . . ? N1 Fe1 N8 C21 -88.2(6) . . . . ? N5 Fe1 N8 C21 90.9(6) . . . . ? C21 N8 C16 C17 3.6(11) . . . . ? Fe1 N8 C16 C17 -173.0(5) . . . . ? C21 N8 C16 N7 -179.8(6) . . . . ? Fe1 N8 C16 N7 3.7(8) . . . . ? N6 N7 C16 N8 -2.5(9) . . . . ? C15 N7 C16 N8 -179.7(8) . . . . ? N6 N7 C16 C17 174.1(6) . . . . ? C15 N7 C16 C17 -3.0(12) . . . . ? N8 C16 C17 C18 -3.8(11) . . . . ? N7 C16 C17 C18 179.9(7) . . . . ? C16 C17 C18 C20 2.0(11) . . . . ? C16 C17 C18 C19 -180.0(7) . . . . ? C17 C18 C19 O2A -22.6(16) . . . . ? C20 C18 C19 O2A 155.4(12) . . . . ? C17 C18 C20 C21 -0.3(12) . . . . ? C19 C18 C20 C21 -178.3(8) . . . . ? C18 C20 C21 N8 0.1(12) . . . . ? C18 C20 C21 N9 177.6(7) . . . . ? C16 N8 C21 C20 -1.6(11) . . . . ? Fe1 N8 C21 C20 175.0(6) . . . . ? C16 N8 C21 N9 -179.4(6) . . . . ? Fe1 N8 C21 N9 -2.9(9) . . . . ? C20 C21 N9 N10 -174.0(7) . . . . ? N8 C21 N9 N10 3.8(9) . . . . ? C20 C21 N9 C22 8.3(13) . . . . ? N8 C21 N9 C22 -173.9(8) . . . . ? C22 N9 N10 C24 -1.9(9) . . . . ? C21 N9 N10 C24 179.9(7) . . . . ? C22 N9 N10 Fe1 175.0(6) . . . . ? C21 N9 N10 Fe1 -3.1(8) . . . . ? N8 Fe1 N10 C24 176.6(10) . . . . ? N3 Fe1 N10 C24 -5.2(10) . . . . ? N6 Fe1 N10 C24 176.4(8) . . . . ? N1 Fe1 N10 C24 -79.2(9) . . . . ? N5 Fe1 N10 C24 69.5(10) . . . . ? N8 Fe1 N10 N9 1.1(5) . . . . ? N3 Fe1 N10 N9 179.2(5) . . . . ? N6 Fe1 N10 N9 0.9(8) . . . . ? N1 Fe1 N10 N9 105.3(5) . . . . ? N5 Fe1 N10 N9 -106.1(5) . . . . ? N10 N9 C22 C23 2.3(11) . . . . ? C21 N9 C22 C23 -179.8(8) . . . . ? N9 C22 C23 C24 -1.6(12) . . . . ? N9 N10 C24 C23 0.9(10) . . . . ? Fe1 N10 C24 C23 -175.0(7) . . . . ? C22 C23 C24 N10 0.5(12) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.862 _refine_diff_density_min -1.302 _refine_diff_density_rms 0.134 #=END data_sad_2 _database_code_depnum_ccdc_archive 'CCDC 296688' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine]iron(II) diperchlorate (compound 5) ; _chemical_name_common ; Bis(2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine)iron(ii) diperchlorate (compound 5) ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(Cl O4)' _chemical_formula_sum 'C24 H22 Cl2 Fe N10 O10' _chemical_formula_weight 737.27 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 Cc _symmetry_space_group_name_Hall C-2yc 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' _cell_length_a 11.969(2) _cell_length_b 11.986(2) _cell_length_c 20.094(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.90(3) _cell_angle_gamma 90.00 _cell_volume 2839.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 3908 _cell_measurement_theta_min 2.4245 _cell_measurement_theta_max 27.4175 _exptl_crystal_description pyramid _exptl_crystal_colour brown _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.797 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.290621 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'XPREP (SHELXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6110 _diffrn_reflns_av_R_equivalents 0.0794 _diffrn_reflns_av_sigmaI/netI 0.1307 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.45 _reflns_number_total 4103 _reflns_number_gt 3559 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(16) _refine_ls_number_reflns 4103 _refine_ls_number_parameters 192 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1503 _refine_ls_R_factor_gt 0.1426 _refine_ls_wR_factor_ref 0.3456 _refine_ls_wR_factor_gt 0.3375 _refine_ls_goodness_of_fit_ref 1.311 _refine_ls_restrained_S_all 1.311 _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 0.59926(11) 0.17614(13) 0.10719(9) 0.0082(4) Uiso 1 1 d . . . N1 N 0.7572(8) 0.1163(9) 0.1306(5) 0.015(2) Uiso 1 1 d . . . N2 N 0.7982(8) 0.1162(9) 0.1990(5) 0.015(2) Uiso 1 1 d . . . C1 C 0.8437(11) 0.0765(11) 0.1038(7) 0.016(2) Uiso 1 1 d . . . H1 H 0.8407 0.0622 0.0580 0.019 Uiso 1 1 calc R . . C2 C 0.9386(11) 0.0593(11) 0.1531(7) 0.018(3) Uiso 1 1 d . . . H2 H 1.0100 0.0369 0.1460 0.021 Uiso 1 1 calc R . . C3 C 0.9076(10) 0.0814(11) 0.2136(7) 0.016(2) Uiso 1 1 d . . . H3 H 0.9521 0.0743 0.2561 0.019 Uiso 1 1 calc R . . N3 N 0.6216(8) 0.1832(8) 0.2043(6) 0.011(2) Uiso 1 1 d . . . C4 C 0.7232(9) 0.1572(10) 0.2410(6) 0.011(2) Uiso 1 1 d . . . C5 C 0.7501(9) 0.1748(10) 0.3091(6) 0.010(2) Uiso 1 1 d . . . H5 H 0.8214 0.1573 0.3333 0.012 Uiso 1 1 calc R . . C6 C 0.6647(8) 0.2205(9) 0.3404(6) 0.008(2) Uiso 1 1 d . B . C7 C 0.6898(9) 0.2446(10) 0.4158(6) 0.012(2) Uiso 1 1 d . . . H7A H 0.6344 0.2971 0.4272 0.015 Uiso 1 1 calc R A 1 H7B H 0.6836 0.1762 0.4407 0.015 Uiso 1 1 calc R A 1 O1 O 0.7998(7) 0.2894(8) 0.4347(5) 0.0170(18) Uiso 1 1 d . B 1 H1A H 0.8455 0.2506 0.4191 0.026 Uiso 1 1 calc R B 1 C8 C 0.5587(9) 0.2459(10) 0.3039(6) 0.009(2) Uiso 1 1 d . . . H8 H 0.5014 0.2752 0.3246 0.011 Uiso 1 1 calc R B . C9 C 0.5422(9) 0.2253(9) 0.2341(6) 0.009(2) Uiso 1 1 d . B . N4 N 0.4455(8) 0.2531(9) 0.1890(5) 0.0125(19) Uiso 1 1 d . . . N5 N 0.4507(9) 0.2402(9) 0.1211(6) 0.016(2) Uiso 1 1 d . B . C10 C 0.3432(10) 0.2908(10) 0.1976(6) 0.012(2) Uiso 1 1 d . B . H10 H 0.3188 0.3030 0.2385 0.015 Uiso 1 1 calc R . . C11 C 0.2808(10) 0.3078(11) 0.1327(7) 0.016(2) Uiso 1 1 d . . . H11 H 0.2070 0.3345 0.1216 0.019 Uiso 1 1 calc R B . C12 C 0.3521(10) 0.2765(11) 0.0891(7) 0.015(2) Uiso 1 1 d . B . H12 H 0.3328 0.2805 0.0423 0.018 Uiso 1 1 calc R . . N6 N 0.5326(8) 0.0229(9) 0.0853(5) 0.0119(19) Uiso 1 1 d . . . N7 N 0.5139(8) 0.0019(9) 0.0172(5) 0.0125(19) Uiso 1 1 d . . . C13 C 0.4988(10) -0.0655(11) 0.1136(7) 0.015(2) Uiso 1 1 d . . . H13 H 0.5024 -0.0742 0.1599 0.018 Uiso 1 1 calc R . . C14 C 0.4564(11) -0.1460(11) 0.0652(7) 0.018(3) Uiso 1 1 d . . . H14 H 0.4257 -0.2152 0.0728 0.022 Uiso 1 1 calc R . . C15 C 0.4700(10) -0.1008(11) 0.0044(7) 0.016(2) Uiso 1 1 d . . . H15 H 0.4523 -0.1347 -0.0377 0.019 Uiso 1 1 calc R . . N8 N 0.5796(8) 0.1749(8) 0.0106(6) 0.010(2) Uiso 1 1 d . . . C16 C 0.5418(9) 0.0851(10) -0.0255(6) 0.012(2) Uiso 1 1 d . . . C17 C 0.5345(9) 0.0784(10) -0.0957(6) 0.013(2) Uiso 1 1 d . . . H17 H 0.5087 0.0145 -0.1198 0.016 Uiso 1 1 calc R . . C18 C 0.5686(10) 0.1743(10) -0.1278(7) 0.014(2) Uiso 1 1 d . . . C19 C 0.5654(11) 0.1697(10) -0.2023(7) 0.015(2) Uiso 1 1 d . . . H19A H 0.4887 0.1849 -0.2251 0.018 Uiso 1 1 calc R . . H19B H 0.6142 0.2277 -0.2150 0.018 Uiso 1 1 calc R . . O2 O 0.6009(7) 0.0641(8) -0.2248(5) 0.0167(18) Uiso 1 1 d . . . H2A H 0.6680 0.0541 -0.2093 0.025 Uiso 1 1 calc R . . C20 C 0.6052(10) 0.2698(11) -0.0910(6) 0.015(2) Uiso 1 1 d . . . H20 H 0.6268 0.3336 -0.1120 0.018 Uiso 1 1 calc R . . C21 C 0.6082(9) 0.2654(10) -0.0213(6) 0.012(2) Uiso 1 1 d . . . N9 N 0.6469(9) 0.3538(9) 0.0234(6) 0.015(2) Uiso 1 1 d . . . N10 N 0.6559(9) 0.3270(8) 0.0910(6) 0.013(2) Uiso 1 1 d . . . C22 C 0.6770(10) 0.4615(11) 0.0154(7) 0.018(2) Uiso 1 1 d . . . H22 H 0.6755 0.4986 -0.0253 0.021 Uiso 1 1 calc R . . C23 C 0.7097(11) 0.5048(12) 0.0782(7) 0.019(3) Uiso 1 1 d . . . H23 H 0.7371 0.5763 0.0888 0.023 Uiso 1 1 calc R . . C24 C 0.6937(9) 0.4191(11) 0.1245(6) 0.013(2) Uiso 1 1 d . . . H24 H 0.7076 0.4263 0.1713 0.016 Uiso 1 1 calc R . . Cl1 Cl 0.3810(2) 0.4398(2) 0.40792(15) 0.0128(6) Uiso 1 1 d . . . O3 O 0.3233(7) 0.4005(8) 0.3419(5) 0.0185(18) Uiso 1 1 d . . . O4 O 0.2987(8) 0.4921(9) 0.4407(5) 0.022(2) Uiso 1 1 d . . . O5 O 0.4309(8) 0.3457(8) 0.4479(5) 0.0189(19) Uiso 1 1 d . . . O6 O 0.4658(8) 0.5181(8) 0.3958(5) 0.021(2) Uiso 1 1 d . . . Cl2 Cl 0.2721(2) 0.0263(2) 0.30781(15) 0.0154(6) Uiso 1 1 d . . . O7 O 0.1679(8) 0.0640(9) 0.2679(6) 0.026(2) Uiso 1 1 d . . . O8 O 0.2537(8) -0.0044(9) 0.3756(5) 0.023(2) Uiso 1 1 d . . . O9 O 0.3132(9) -0.0720(9) 0.2771(6) 0.029(2) Uiso 1 1 d . . . O10 O 0.3541(9) 0.1139(10) 0.3146(6) 0.033(2) Uiso 1 1 d . . . _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 1.915(11) . ? Fe1 N3 1.926(11) . ? Fe1 N10 1.978(10) . ? Fe1 N5 2.000(10) . ? Fe1 N1 2.000(10) . ? Fe1 N6 2.021(10) . ? N1 C1 1.335(16) . ? N1 N2 1.378(15) . ? N2 C3 1.358(16) . ? N2 C4 1.422(15) . ? C1 C2 1.389(18) . ? C2 C3 1.356(19) . ? N3 C9 1.308(15) . ? N3 C4 1.346(16) . ? C4 C5 1.366(17) . ? C5 C6 1.401(15) . ? C6 C8 1.386(14) . ? C6 C7 1.521(15) . ? C7 O1 1.412(14) . ? C8 C9 1.404(16) . ? C9 N4 1.383(15) . ? N4 C10 1.344(15) . ? N4 N5 1.384(14) . ? N5 C12 1.317(17) . ? C10 C11 1.402(18) . ? C11 C12 1.377(17) . ? N6 C13 1.298(16) . ? N6 N7 1.372(14) . ? N7 C15 1.345(16) . ? N7 C16 1.394(15) . ? C13 C14 1.401(18) . ? C14 C15 1.372(19) . ? N8 C16 1.333(15) . ? N8 C21 1.334(15) . ? C16 C17 1.401(17) . ? C17 C18 1.411(17) . ? C18 C20 1.392(17) . ? C18 C19 1.492(18) . ? C19 O2 1.433(15) . ? C20 C21 1.397(18) . ? C21 N9 1.414(16) . ? N9 C22 1.357(17) . ? N9 N10 1.381(15) . ? N10 C24 1.330(16) . ? C22 C23 1.358(19) . ? C23 C24 1.420(18) . ? Cl1 O4 1.422(10) . ? Cl1 O6 1.433(10) . ? Cl1 O5 1.453(10) . ? Cl1 O3 1.465(10) . ? Cl2 O10 1.429(11) . ? Cl2 O7 1.434(11) . ? Cl2 O9 1.454(12) . ? Cl2 O8 1.463(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 N3 177.7(4) . . ? N8 Fe1 N10 80.0(4) . . ? N3 Fe1 N10 97.7(4) . . ? N8 Fe1 N5 100.8(4) . . ? N3 Fe1 N5 79.2(4) . . ? N10 Fe1 N5 90.6(4) . . ? N8 Fe1 N1 100.5(4) . . ? N3 Fe1 N1 79.4(4) . . ? N10 Fe1 N1 91.7(4) . . ? N5 Fe1 N1 158.7(5) . . ? N8 Fe1 N6 78.3(4) . . ? N3 Fe1 N6 103.9(4) . . ? N10 Fe1 N6 158.3(4) . . ? N5 Fe1 N6 93.0(4) . . ? N1 Fe1 N6 92.7(4) . . ? C1 N1 N2 103.5(10) . . ? C1 N1 Fe1 143.2(10) . . ? N2 N1 Fe1 113.3(7) . . ? C3 N2 N1 112.3(10) . . ? C3 N2 C4 131.5(11) . . ? N1 N2 C4 116.0(9) . . ? N1 C1 C2 111.2(12) . . ? C3 C2 C1 107.1(11) . . ? C2 C3 N2 105.6(11) . . ? C9 N3 C4 119.9(11) . . ? C9 N3 Fe1 119.7(9) . . ? C4 N3 Fe1 120.0(8) . . ? N3 C4 C5 123.2(11) . . ? N3 C4 N2 111.0(10) . . ? C5 C4 N2 125.6(10) . . ? C4 C5 C6 116.4(10) . . ? C8 C6 C5 121.4(10) . . ? C8 C6 C7 119.4(9) . . ? C5 C6 C7 119.2(9) . . ? O1 C7 C6 110.9(9) . . ? C6 C8 C9 116.6(10) . . ? N3 C9 N4 112.6(10) . . ? N3 C9 C8 122.4(11) . . ? N4 C9 C8 124.8(10) . . ? C10 N4 C9 132.4(10) . . ? C10 N4 N5 111.2(10) . . ? C9 N4 N5 116.4(9) . . ? C12 N5 N4 104.8(10) . . ? C12 N5 Fe1 143.3(9) . . ? N4 N5 Fe1 111.9(7) . . ? N4 C10 C11 106.3(10) . . ? C12 C11 C10 105.2(11) . . ? N5 C12 C11 112.4(12) . . ? C13 N6 N7 106.1(10) . . ? C13 N6 Fe1 142.0(9) . . ? N7 N6 Fe1 112.0(7) . . ? C15 N7 N6 110.4(10) . . ? C15 N7 C16 131.6(11) . . ? N6 N7 C16 117.9(10) . . ? N6 C13 C14 111.2(12) . . ? C15 C14 C13 105.1(12) . . ? N7 C15 C14 107.1(12) . . ? C16 N8 C21 119.1(11) . . ? C16 N8 Fe1 121.9(8) . . ? C21 N8 Fe1 118.9(8) . . ? N8 C16 N7 109.7(11) . . ? N8 C16 C17 123.4(11) . . ? N7 C16 C17 126.8(11) . . ? C16 C17 C18 116.1(11) . . ? C20 C18 C17 121.2(12) . . ? C20 C18 C19 121.0(11) . . ? C17 C18 C19 117.9(11) . . ? O2 C19 C18 113.1(10) . . ? C18 C20 C21 116.9(11) . . ? N8 C21 C20 123.2(11) . . ? N8 C21 N9 112.8(11) . . ? C20 C21 N9 123.9(11) . . ? C22 N9 N10 111.1(10) . . ? C22 N9 C21 134.5(12) . . ? N10 N9 C21 114.4(10) . . ? C24 N10 N9 105.5(10) . . ? C24 N10 Fe1 140.5(9) . . ? N9 N10 Fe1 113.7(8) . . ? N9 C22 C23 107.1(12) . . ? C22 C23 C24 106.4(12) . . ? N10 C24 C23 110.0(12) . . ? O4 Cl1 O6 110.9(6) . . ? O4 Cl1 O5 109.7(6) . . ? O6 Cl1 O5 111.5(6) . . ? O4 Cl1 O3 107.8(6) . . ? O6 Cl1 O3 107.1(6) . . ? O5 Cl1 O3 109.6(6) . . ? O10 Cl2 O7 109.8(6) . . ? O10 Cl2 O9 111.0(6) . . ? O7 Cl2 O9 110.0(6) . . ? O10 Cl2 O8 107.9(6) . . ? O7 Cl2 O8 110.2(6) . . ? O9 Cl2 O8 107.9(7) . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 4.765 _refine_diff_density_min -4.305 _refine_diff_density_rms 0.313 #=END data_sad_3 _database_code_depnum_ccdc_archive 'CCDC 296689' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine]iron(II) diperchlorate (compound 5) ; _chemical_name_common ; Bis(2,6-di(pyrazol-1-yl)-4-(hydroxymethyl)pyridine)iron(ii) diperchlorate (compound 5) ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(Cl O4)' _chemical_formula_sum 'C24 H22 Cl2 Fe N10 O10' _chemical_formula_weight 737.27 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 Cc _symmetry_space_group_name_Hall C-2yc 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' _cell_length_a 12.052(2) _cell_length_b 12.043(2) _cell_length_c 20.105(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.66(3) _cell_angle_gamma 90.00 _cell_volume 2884.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 4039 _cell_measurement_theta_min 2.3695 _cell_measurement_theta_max 26.2365 _exptl_crystal_description pyramid _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.697 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.784 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.441651 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'XPREP (SHELXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6507 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.1638 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4353 _reflns_number_gt 3978 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(11) _refine_ls_number_reflns 4353 _refine_ls_number_parameters 192 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1344 _refine_ls_R_factor_gt 0.1289 _refine_ls_wR_factor_ref 0.3200 _refine_ls_wR_factor_gt 0.3110 _refine_ls_goodness_of_fit_ref 1.184 _refine_ls_restrained_S_all 1.184 _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 0.60133(9) 0.17826(10) 0.10681(7) 0.0082(4) Uiso 1 1 d . . . N1 N 0.7695(6) 0.1162(7) 0.1412(4) 0.0110(16) Uiso 1 1 d . . . N2 N 0.8001(6) 0.1201(7) 0.2095(4) 0.0080(15) Uiso 1 1 d . . . C1 C 0.8603(8) 0.0748(9) 0.1184(5) 0.0124(18) Uiso 1 1 d . . . H1 H 0.8639 0.0608 0.0733 0.015 Uiso 1 1 calc R . . C2 C 0.9484(8) 0.0552(9) 0.1703(5) 0.0137(19) Uiso 1 1 d . . . H2 H 1.0199 0.0295 0.1662 0.016 Uiso 1 1 calc R . . C3 C 0.9084(8) 0.0814(8) 0.2287(5) 0.0098(17) Uiso 1 1 d . . . H3 H 0.9463 0.0746 0.2724 0.012 Uiso 1 1 calc R . . N3 N 0.6246(7) 0.1890(7) 0.2126(4) 0.0091(15) Uiso 1 1 d . . . C4 C 0.7230(8) 0.1618(8) 0.2499(5) 0.0102(18) Uiso 1 1 d . . . C5 C 0.7452(8) 0.1789(7) 0.3180(5) 0.0080(17) Uiso 1 1 d . . . H5 H 0.8154 0.1622 0.3419 0.010 Uiso 1 1 calc R . . C6 C 0.6609(8) 0.2216(8) 0.3504(5) 0.0113(17) Uiso 1 1 d . B . C7 C 0.6869(8) 0.2462(8) 0.4251(5) 0.0122(18) Uiso 1 1 d . . . H7A H 0.6347 0.3018 0.4364 0.015 Uiso 1 1 calc R A 2 H7B H 0.6754 0.1792 0.4499 0.015 Uiso 1 1 calc R A 2 O1 O 0.7970(6) 0.2843(6) 0.4456(4) 0.0132(14) Uiso 1 1 d . B 2 H1A H 0.8117 0.2816 0.4867 0.020 Uiso 1 1 calc R B 2 C8 C 0.5571(7) 0.2501(8) 0.3132(5) 0.0080(16) Uiso 1 1 d . . . H8 H 0.4995 0.2805 0.3334 0.010 Uiso 1 1 calc R B . C9 C 0.5454(8) 0.2307(8) 0.2451(5) 0.0112(18) Uiso 1 1 d . B . N4 N 0.4458(6) 0.2586(7) 0.1994(4) 0.0082(14) Uiso 1 1 d . . . N5 N 0.4477(6) 0.2529(7) 0.1319(4) 0.0085(14) Uiso 1 1 d . B . C10 C 0.3450(7) 0.2954(8) 0.2123(5) 0.0084(16) Uiso 1 1 d . B . H10 H 0.3247 0.3071 0.2546 0.010 Uiso 1 1 calc R . . C11 C 0.2783(8) 0.3121(8) 0.1517(5) 0.0132(19) Uiso 1 1 d . . . H11 H 0.2042 0.3365 0.1441 0.016 Uiso 1 1 calc R B . C12 C 0.3466(7) 0.2844(8) 0.1035(5) 0.0109(17) Uiso 1 1 d . B . H12 H 0.3235 0.2878 0.0573 0.013 Uiso 1 1 calc R . . N10 N 0.6622(7) 0.3383(7) 0.0801(4) 0.0097(15) Uiso 1 1 d . . . N9 N 0.6486(6) 0.3590(7) 0.0122(4) 0.0097(15) Uiso 1 1 d . . . C13 C 0.4918(8) -0.0738(8) 0.0984(5) 0.0097(17) Uiso 1 1 d . . . H13 H 0.4950 -0.0887 0.1441 0.012 Uiso 1 1 calc R . . C14 C 0.4493(7) -0.1472(8) 0.0462(5) 0.0080(16) Uiso 1 1 d . . . H14 H 0.4187 -0.2173 0.0505 0.010 Uiso 1 1 calc R . . C15 C 0.4625(8) -0.0936(8) -0.0119(5) 0.0123(18) Uiso 1 1 d . . . H15 H 0.4423 -0.1210 -0.0553 0.015 Uiso 1 1 calc R . . N8 N 0.5783(7) 0.1831(6) 0.0004(4) 0.0082(15) Uiso 1 1 d . . . C16 C 0.5406(8) 0.0944(9) -0.0364(5) 0.0140(19) Uiso 1 1 d . . . C17 C 0.5354(7) 0.0862(8) -0.1047(5) 0.0105(18) Uiso 1 1 d . . . H17 H 0.5100 0.0222 -0.1281 0.013 Uiso 1 1 calc R . . C18 C 0.5707(8) 0.1798(8) -0.1374(5) 0.0124(19) Uiso 1 1 d . . . C19 C 0.5705(8) 0.1779(8) -0.2131(5) 0.0125(19) Uiso 1 1 d . . . H19A H 0.4965 0.1981 -0.2359 0.015 Uiso 1 1 calc R . . H19B H 0.6235 0.2324 -0.2248 0.015 Uiso 1 1 calc R . . O2 O 0.5997(6) 0.0712(6) -0.2353(4) 0.0101(13) Uiso 1 1 d . . . H2A H 0.6615 0.0533 -0.2152 0.015 Uiso 1 1 calc R . . C20 C 0.6088(8) 0.2762(9) -0.1005(5) 0.0133(18) Uiso 1 1 d . . . H20 H 0.6319 0.3390 -0.1215 0.016 Uiso 1 1 calc R . . C21 C 0.6100(7) 0.2723(8) -0.0322(5) 0.0099(17) Uiso 1 1 d . . . N7 N 0.5096(7) 0.0052(7) 0.0045(4) 0.0101(15) Uiso 1 1 d . . . N6 N 0.5273(6) 0.0211(7) 0.0728(4) 0.0075(15) Uiso 1 1 d . . . C22 C 0.6713(8) 0.4659(8) -0.0008(5) 0.0115(17) Uiso 1 1 d . . . H22 H 0.6660 0.4985 -0.0431 0.014 Uiso 1 1 calc R . . C23 C 0.7031(8) 0.5171(9) 0.0592(5) 0.0144(19) Uiso 1 1 d . . . H23 H 0.7234 0.5912 0.0664 0.017 Uiso 1 1 calc R . . C24 C 0.6989(7) 0.4348(8) 0.1079(5) 0.0079(17) Uiso 1 1 d . . . H24 H 0.7192 0.4459 0.1539 0.010 Uiso 1 1 calc R . . Cl1 Cl 0.36947(17) 0.44465(18) 0.41447(11) 0.0100(5) Uiso 1 1 d . . . O3 O 0.3117(6) 0.4083(6) 0.3497(4) 0.0154(15) Uiso 1 1 d . . . O4 O 0.2888(6) 0.4915(6) 0.4535(4) 0.0146(15) Uiso 1 1 d . . . O5 O 0.4252(6) 0.3510(7) 0.4500(4) 0.0166(15) Uiso 1 1 d . . . O6 O 0.4507(6) 0.5257(7) 0.4020(4) 0.0144(14) Uiso 1 1 d . . . Cl2 Cl 0.27857(17) 1.01284(18) 0.30122(11) 0.0097(5) Uiso 1 1 d . . . O7 O 0.1766(6) 1.0591(6) 0.2633(4) 0.0153(15) Uiso 1 1 d . . . O8 O 0.2553(6) 0.9755(7) 0.3661(4) 0.0169(15) Uiso 1 1 d . . . O9 O 0.3174(6) 0.9190(7) 0.2653(4) 0.0194(16) Uiso 1 1 d . . . O10 O 0.3633(6) 1.0988(7) 0.3119(4) 0.0179(15) Uiso 1 1 d . . . _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 N3 2.107(9) . ? Fe1 N8 2.117(8) . ? Fe1 N10 2.158(8) . ? Fe1 N6 2.159(8) . ? Fe1 N1 2.172(8) . ? Fe1 N5 2.184(8) . ? N1 C1 1.345(12) . ? N1 N2 1.369(11) . ? N2 C3 1.385(12) . ? N2 C4 1.416(12) . ? C1 C2 1.392(14) . ? C2 C3 1.372(14) . ? N3 C9 1.333(12) . ? N3 C4 1.345(13) . ? C4 C5 1.370(14) . ? C5 C6 1.386(13) . ? C6 C8 1.400(12) . ? C6 C7 1.516(13) . ? C7 O1 1.405(11) . ? C8 C9 1.376(13) . ? C9 N4 1.437(12) . ? N4 C10 1.356(12) . ? N4 N5 1.362(11) . ? N5 C12 1.322(12) . ? C10 C11 1.371(14) . ? C11 C12 1.402(13) . ? N10 C24 1.336(12) . ? N10 N9 1.374(12) . ? N9 C22 1.350(13) . ? N9 C21 1.407(12) . ? C13 N6 1.349(12) . ? C13 C14 1.408(13) . ? C14 C15 1.366(13) . ? C15 N7 1.339(13) . ? N8 C16 1.339(13) . ? N8 C21 1.343(12) . ? C16 C17 1.368(14) . ? C16 N7 1.436(13) . ? C17 C18 1.403(13) . ? C18 C20 1.416(14) . ? C18 C19 1.521(14) . ? C19 O2 1.423(11) . ? C20 C21 1.370(14) . ? N7 N6 1.371(11) . ? C22 C23 1.358(14) . ? C23 C24 1.400(13) . ? Cl1 O6 1.431(8) . ? Cl1 O5 1.445(8) . ? Cl1 O3 1.449(8) . ? Cl1 O4 1.452(7) . ? Cl2 O8 1.447(8) . ? Cl2 O10 1.448(8) . ? Cl2 O9 1.456(8) . ? Cl2 O7 1.456(8) . ? 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 N3 Fe1 N8 174.9(3) . . ? N3 Fe1 N10 101.4(3) . . ? N8 Fe1 N10 73.8(3) . . ? N3 Fe1 N6 111.1(3) . . ? N8 Fe1 N6 73.7(3) . . ? N10 Fe1 N6 147.5(3) . . ? N3 Fe1 N1 74.0(3) . . ? N8 Fe1 N1 107.8(3) . . ? N10 Fe1 N1 92.9(3) . . ? N6 Fe1 N1 96.9(3) . . ? N3 Fe1 N5 74.3(3) . . ? N8 Fe1 N5 103.6(3) . . ? N10 Fe1 N5 91.2(3) . . ? N6 Fe1 N5 96.3(3) . . ? N1 Fe1 N5 148.3(3) . . ? C1 N1 N2 104.1(8) . . ? C1 N1 Fe1 142.0(7) . . ? N2 N1 Fe1 113.9(6) . . ? N1 N2 C3 111.7(7) . . ? N1 N2 C4 119.1(8) . . ? C3 N2 C4 129.2(8) . . ? N1 C1 C2 112.1(9) . . ? C3 C2 C1 106.0(9) . . ? C2 C3 N2 106.0(9) . . ? C9 N3 C4 117.0(9) . . ? C9 N3 Fe1 121.4(7) . . ? C4 N3 Fe1 121.4(6) . . ? N3 C4 C5 123.0(9) . . ? N3 C4 N2 111.5(8) . . ? C5 C4 N2 125.5(9) . . ? C4 C5 C6 118.6(9) . . ? C5 C6 C8 119.9(9) . . ? C5 C6 C7 118.8(9) . . ? C8 C6 C7 121.1(8) . . ? O1 C7 C6 113.6(8) . . ? C9 C8 C6 116.1(8) . . ? N3 C9 C8 125.3(9) . . ? N3 C9 N4 111.4(8) . . ? C8 C9 N4 123.2(8) . . ? C10 N4 N5 110.9(8) . . ? C10 N4 C9 129.8(8) . . ? N5 N4 C9 119.2(7) . . ? C12 N5 N4 105.3(7) . . ? C12 N5 Fe1 141.0(7) . . ? N4 N5 Fe1 113.1(6) . . ? N4 C10 C11 107.5(8) . . ? C10 C11 C12 104.6(9) . . ? N5 C12 C11 111.7(9) . . ? C24 N10 N9 103.9(8) . . ? C24 N10 Fe1 141.0(7) . . ? N9 N10 Fe1 114.5(6) . . ? C22 N9 N10 111.6(8) . . ? C22 N9 C21 130.0(9) . . ? N10 N9 C21 118.4(8) . . ? N6 C13 C14 110.4(8) . . ? C15 C14 C13 105.4(8) . . ? N7 C15 C14 108.0(9) . . ? C16 N8 C21 117.8(9) . . ? C16 N8 Fe1 121.2(7) . . ? C21 N8 Fe1 120.8(6) . . ? N8 C16 C17 124.8(10) . . ? N8 C16 N7 112.1(9) . . ? C17 C16 N7 123.0(9) . . ? C16 C17 C18 116.2(9) . . ? C17 C18 C20 120.6(9) . . ? C17 C18 C19 120.1(9) . . ? C20 C18 C19 119.2(8) . . ? O2 C19 C18 111.3(8) . . ? C21 C20 C18 116.8(9) . . ? N8 C21 C20 123.7(9) . . ? N8 C21 N9 112.0(8) . . ? C20 C21 N9 124.3(9) . . ? C15 N7 N6 111.6(8) . . ? C15 N7 C16 131.4(9) . . ? N6 N7 C16 117.1(8) . . ? C13 N6 N7 104.7(8) . . ? C13 N6 Fe1 139.6(7) . . ? N7 N6 Fe1 115.7(6) . . ? N9 C22 C23 107.5(9) . . ? C22 C23 C24 105.3(9) . . ? N10 C24 C23 111.6(9) . . ? O6 Cl1 O5 109.8(4) . . ? O6 Cl1 O3 107.3(4) . . ? O5 Cl1 O3 109.5(5) . . ? O6 Cl1 O4 111.2(4) . . ? O5 Cl1 O4 109.6(4) . . ? O3 Cl1 O4 109.4(4) . . ? O8 Cl2 O10 108.5(5) . . ? O8 Cl2 O9 109.1(5) . . ? O10 Cl2 O9 110.9(5) . . ? O8 Cl2 O7 109.2(4) . . ? O10 Cl2 O7 108.9(4) . . ? O9 Cl2 O7 110.2(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Fe1 N1 C1 180.0(12) . . . . ? N8 Fe1 N1 C1 -5.1(12) . . . . ? N10 Fe1 N1 C1 -79.0(11) . . . . ? N6 Fe1 N1 C1 70.0(11) . . . . ? N5 Fe1 N1 C1 -176.0(10) . . . . ? N3 Fe1 N1 N2 -1.7(6) . . . . ? N8 Fe1 N1 N2 173.3(6) . . . . ? N10 Fe1 N1 N2 99.3(6) . . . . ? N6 Fe1 N1 N2 -111.7(6) . . . . ? N5 Fe1 N1 N2 2.3(10) . . . . ? C1 N1 N2 C3 -0.1(11) . . . . ? Fe1 N1 N2 C3 -179.1(6) . . . . ? C1 N1 N2 C4 179.3(8) . . . . ? Fe1 N1 N2 C4 0.3(10) . . . . ? N2 N1 C1 C2 -1.6(11) . . . . ? Fe1 N1 C1 C2 176.8(8) . . . . ? N1 C1 C2 C3 2.7(12) . . . . ? C1 C2 C3 N2 -2.5(11) . . . . ? N1 N2 C3 C2 1.7(11) . . . . ? C4 N2 C3 C2 -177.6(9) . . . . ? N8 Fe1 N3 C9 68(4) . . . . ? N10 Fe1 N3 C9 88.5(8) . . . . ? N6 Fe1 N3 C9 -90.4(8) . . . . ? N1 Fe1 N3 C9 178.2(8) . . . . ? N5 Fe1 N3 C9 0.4(7) . . . . ? N8 Fe1 N3 C4 -107(4) . . . . ? N10 Fe1 N3 C4 -86.5(7) . . . . ? N6 Fe1 N3 C4 94.6(7) . . . . ? N1 Fe1 N3 C4 3.2(7) . . . . ? N5 Fe1 N3 C4 -174.6(8) . . . . ? C9 N3 C4 C5 -2.4(14) . . . . ? Fe1 N3 C4 C5 172.8(7) . . . . ? C9 N3 C4 N2 -179.1(8) . . . . ? Fe1 N3 C4 N2 -3.9(11) . . . . ? N1 N2 C4 N3 2.2(12) . . . . ? C3 N2 C4 N3 -178.6(9) . . . . ? N1 N2 C4 C5 -174.4(9) . . . . ? C3 N2 C4 C5 4.8(16) . . . . ? N3 C4 C5 C6 3.0(14) . . . . ? N2 C4 C5 C6 179.2(9) . . . . ? C4 C5 C6 C8 -2.4(14) . . . . ? C4 C5 C6 C7 -176.9(9) . . . . ? C5 C6 C7 O1 34.8(13) . . . . ? C8 C6 C7 O1 -139.6(9) . . . . ? C5 C6 C8 C9 1.4(14) . . . . ? C7 C6 C8 C9 175.7(9) . . . . ? C4 N3 C9 C8 1.4(14) . . . . ? Fe1 N3 C9 C8 -173.8(8) . . . . ? C4 N3 C9 N4 178.7(8) . . . . ? Fe1 N3 C9 N4 3.4(11) . . . . ? C6 C8 C9 N3 -1.0(15) . . . . ? C6 C8 C9 N4 -177.9(9) . . . . ? N3 C9 N4 C10 175.0(9) . . . . ? C8 C9 N4 C10 -7.7(16) . . . . ? N3 C9 N4 N5 -7.6(12) . . . . ? C8 C9 N4 N5 169.7(8) . . . . ? C10 N4 N5 C12 -1.2(10) . . . . ? C9 N4 N5 C12 -179.1(8) . . . . ? C10 N4 N5 Fe1 -174.1(6) . . . . ? C9 N4 N5 Fe1 8.0(10) . . . . ? N3 Fe1 N5 C12 -173.5(11) . . . . ? N8 Fe1 N5 C12 11.4(11) . . . . ? N10 Fe1 N5 C12 85.1(11) . . . . ? N6 Fe1 N5 C12 -63.3(11) . . . . ? N1 Fe1 N5 C12 -177.5(10) . . . . ? N3 Fe1 N5 N4 -4.4(6) . . . . ? N8 Fe1 N5 N4 -179.5(6) . . . . ? N10 Fe1 N5 N4 -105.9(6) . . . . ? N6 Fe1 N5 N4 105.7(6) . . . . ? N1 Fe1 N5 N4 -8.4(9) . . . . ? N5 N4 C10 C11 1.2(11) . . . . ? C9 N4 C10 C11 178.8(9) . . . . ? N4 C10 C11 C12 -0.7(11) . . . . ? N4 N5 C12 C11 0.7(11) . . . . ? Fe1 N5 C12 C11 170.3(8) . . . . ? C10 C11 C12 N5 0.0(12) . . . . ? N3 Fe1 N10 C24 -5.9(11) . . . . ? N8 Fe1 N10 C24 172.2(11) . . . . ? N6 Fe1 N10 C24 172.2(9) . . . . ? N1 Fe1 N10 C24 -80.2(10) . . . . ? N5 Fe1 N10 C24 68.3(10) . . . . ? N3 Fe1 N10 N9 -174.9(6) . . . . ? N8 Fe1 N10 N9 3.2(6) . . . . ? N6 Fe1 N10 N9 3.2(9) . . . . ? N1 Fe1 N10 N9 110.9(6) . . . . ? N5 Fe1 N10 N9 -100.6(6) . . . . ? C24 N10 N9 C22 -2.8(10) . . . . ? Fe1 N10 N9 C22 170.1(6) . . . . ? C24 N10 N9 C21 180.0(8) . . . . ? Fe1 N10 N9 C21 -7.2(9) . . . . ? N6 C13 C14 C15 1.1(10) . . . . ? C13 C14 C15 N7 -0.1(10) . . . . ? N3 Fe1 N8 C16 -163(4) . . . . ? N10 Fe1 N8 C16 175.4(8) . . . . ? N6 Fe1 N8 C16 -4.6(7) . . . . ? N1 Fe1 N8 C16 87.6(8) . . . . ? N5 Fe1 N8 C16 -97.3(8) . . . . ? N3 Fe1 N8 C21 22(4) . . . . ? N10 Fe1 N8 C21 1.0(7) . . . . ? N6 Fe1 N8 C21 -179.0(8) . . . . ? N1 Fe1 N8 C21 -86.8(7) . . . . ? N5 Fe1 N8 C21 88.3(7) . . . . ? C21 N8 C16 C17 2.3(15) . . . . ? Fe1 N8 C16 C17 -172.2(7) . . . . ? C21 N8 C16 N7 -179.9(8) . . . . ? Fe1 N8 C16 N7 5.5(11) . . . . ? N8 C16 C17 C18 -1.3(14) . . . . ? N7 C16 C17 C18 -178.8(9) . . . . ? C16 C17 C18 C20 -0.1(13) . . . . ? C16 C17 C18 C19 178.7(9) . . . . ? C17 C18 C19 O2 -35.6(12) . . . . ? C20 C18 C19 O2 143.2(9) . . . . ? C17 C18 C20 C21 0.5(14) . . . . ? C19 C18 C20 C21 -178.3(9) . . . . ? C16 N8 C21 C20 -1.9(14) . . . . ? Fe1 N8 C21 C20 172.6(7) . . . . ? C16 N8 C21 N9 -179.5(8) . . . . ? Fe1 N8 C21 N9 -4.9(10) . . . . ? C18 C20 C21 N8 0.6(14) . . . . ? C18 C20 C21 N9 177.9(8) . . . . ? C22 N9 C21 N8 -168.8(9) . . . . ? N10 N9 C21 N8 7.8(11) . . . . ? C22 N9 C21 C20 13.7(15) . . . . ? N10 N9 C21 C20 -169.7(9) . . . . ? C14 C15 N7 N6 -1.0(11) . . . . ? C14 C15 N7 C16 -179.3(9) . . . . ? N8 C16 N7 C15 175.3(10) . . . . ? C17 C16 N7 C15 -6.9(16) . . . . ? N8 C16 N7 N6 -2.9(12) . . . . ? C17 C16 N7 N6 174.8(9) . . . . ? C14 C13 N6 N7 -1.6(10) . . . . ? C14 C13 N6 Fe1 179.6(7) . . . . ? C15 N7 N6 C13 1.6(10) . . . . ? C16 N7 N6 C13 -179.8(8) . . . . ? C15 N7 N6 Fe1 -179.3(6) . . . . ? C16 N7 N6 Fe1 -0.7(10) . . . . ? N3 Fe1 N6 C13 -0.8(10) . . . . ? N8 Fe1 N6 C13 -178.8(10) . . . . ? N10 Fe1 N6 C13 -178.8(8) . . . . ? N1 Fe1 N6 C13 74.7(9) . . . . ? N5 Fe1 N6 C13 -76.4(10) . . . . ? N3 Fe1 N6 N7 -179.4(6) . . . . ? N8 Fe1 N6 N7 2.6(6) . . . . ? N10 Fe1 N6 N7 2.6(9) . . . . ? N1 Fe1 N6 N7 -104.0(6) . . . . ? N5 Fe1 N6 N7 105.0(6) . . . . ? N10 N9 C22 C23 1.5(11) . . . . ? C21 N9 C22 C23 178.3(9) . . . . ? N9 C22 C23 C24 0.5(11) . . . . ? N9 N10 C24 C23 3.1(10) . . . . ? Fe1 N10 C24 C23 -166.6(8) . . . . ? C22 C23 C24 N10 -2.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 3.871 _refine_diff_density_min -4.577 _refine_diff_density_rms 0.276 #=END data_sad_4 _database_code_depnum_ccdc_archive 'CCDC 296691' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(4-methylpyrazol-1-yl)pyridine]iron(II) diperchlorate (compound 6) ; _chemical_name_common ;Bis(2,6-bis(4-methylpyrazol-1-yl)pyridine)iron(ii) diperchlorate (compound 6) ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10, 2(Cl O4)' _chemical_formula_sum 'C26 H26 Cl2 Fe N10 O8' _chemical_formula_weight 733.32 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 Tetragonal _symmetry_space_group_name_H-M P-421c _symmetry_space_group_name_Hall 'P -4 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 9.5865(14) _cell_length_b 9.5865(14) _cell_length_c 17.933(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1648.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 250(2) _cell_measurement_reflns_used 4264 _cell_measurement_theta_min 2.2715 _cell_measurement_theta_max 23.244 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.682 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.707251 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 250(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11139 _diffrn_reflns_av_R_equivalents 0.0756 _diffrn_reflns_av_sigmaI/netI 0.0535 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 27.42 _reflns_number_total 1893 _reflns_number_gt 1217 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 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^)+(0.1273P)^2^+0.5847P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 1893 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1149 _refine_ls_R_factor_gt 0.0708 _refine_ls_wR_factor_ref 0.2192 _refine_ls_wR_factor_gt 0.1831 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.002 _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 1.0000 0.0000 0.0000 0.0460(4) Uani 1 4 d S . . N3 N 1.0000 0.0000 0.1195(3) 0.0482(11) Uani 1 2 d S . . C4 C 0.8491(7) 0.3446(6) 0.1294(4) 0.0669(16) Uani 1 1 d . . . H2 H 0.8288 0.3765 0.1771 0.08(2) Uiso 1 1 calc R . . N2 N 0.9056(5) 0.2181(5) 0.1101(3) 0.0545(11) Uani 1 1 d . . . N1 N 0.9205(4) 0.2027(5) 0.0359(3) 0.0516(11) Uani 1 1 d . . . C5 C 0.9528(6) 0.1105(5) 0.1570(3) 0.0517(13) Uani 1 1 d . . . C1 C 0.8728(5) 0.3220(5) 0.0074(4) 0.0571(14) Uani 1 1 d . . . H5 H 0.8692 0.3413 -0.0434 0.066(18) Uiso 1 1 calc R . . C7 C 1.0000 0.0000 0.2719(5) 0.102(4) Uani 1 2 d S . . H7 H 1.0000 0.0000 0.3237 0.051(18) Uiso 1 2 calc SR . . C2 C 0.8287(6) 0.4147(5) 0.0629(4) 0.0599(15) Uani 1 1 d . . . C3 C 0.7687(7) 0.5582(7) 0.0539(6) 0.092(2) Uani 1 1 d . . . H3A H 0.6703 0.5557 0.0637 0.11(3) Uiso 1 1 calc R . . H3B H 0.7843 0.5901 0.0038 0.21(7) Uiso 1 1 calc R . . H3C H 0.8132 0.6207 0.0883 0.08(2) Uiso 1 1 calc R . . C6 C 0.9493(8) 0.1162(8) 0.2351(4) 0.076(2) Uani 1 1 d . . . H6 H 0.9150 0.1934 0.2606 0.059(16) Uiso 1 1 calc R . . Cl1 Cl -0.0348(5) 0.5296(6) 0.3191(2) 0.0993(16) Uani 0.50 1 d P . . O1 O 0.1160(13) 0.5802(13) 0.3228(7) 0.202(5) Uiso 1 1 d . . . O3 O -0.0657(13) 0.6158(13) 0.3737(7) 0.101(3) Uiso 0.50 1 d P . . O2 O -0.085(2) 0.575(2) 0.2495(10) 0.157(5) Uiso 0.50 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 0.0455(5) 0.0455(5) 0.0472(7) 0.000 0.000 0.000 N3 0.052(3) 0.046(3) 0.047(3) 0.000 0.000 0.003(5) C4 0.073(4) 0.043(3) 0.084(4) -0.014(3) -0.003(3) 0.007(3) N2 0.062(3) 0.041(2) 0.060(3) -0.007(2) -0.002(2) 0.004(2) N1 0.047(2) 0.048(2) 0.060(3) 0.005(2) -0.002(2) -0.002(2) C5 0.058(3) 0.040(3) 0.057(3) -0.001(2) 0.001(2) 0.007(2) C1 0.044(2) 0.049(3) 0.078(4) 0.018(3) -0.004(3) -0.001(2) C7 0.169(12) 0.094(8) 0.044(4) 0.000 0.000 0.056(11) C2 0.048(3) 0.039(3) 0.093(4) 0.003(3) -0.003(3) 0.000(2) C3 0.072(5) 0.049(3) 0.154(8) 0.008(5) 0.006(5) 0.010(3) C6 0.098(5) 0.074(4) 0.056(3) -0.007(3) -0.001(3) 0.021(4) Cl1 0.114(5) 0.106(5) 0.0780(18) -0.012(2) 0.034(2) -0.001(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 Fe1 N3 2.143(5) 3_665 ? Fe1 N3 2.143(5) . ? Fe1 N1 2.184(5) 4_645 ? Fe1 N1 2.184(5) . ? Fe1 N1 2.184(5) 2_755 ? Fe1 N1 2.184(5) 3_665 ? N3 C5 1.334(6) . ? N3 C5 1.334(6) 2_755 ? C4 N2 1.372(7) . ? C4 C2 1.383(9) . ? C4 H2 0.9300 . ? N2 N1 1.346(6) . ? N2 C5 1.406(7) . ? N1 C1 1.334(7) . ? C5 C6 1.401(9) . ? C1 C2 1.400(9) . ? C1 H5 0.9300 . ? C7 C6 1.383(8) 2_755 ? C7 C6 1.383(8) . ? C7 H7 0.9300 . ? C2 C3 1.499(7) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C6 H6 0.9300 . ? Cl1 Cl1 0.876(8) 2_565 ? Cl1 O1 1.312(13) 2_565 ? Cl1 O3 1.315(13) . ? Cl1 O2 1.406(18) . ? Cl1 O1 1.526(14) . ? Cl1 O3 1.957(14) 2_565 ? Cl1 O2 1.969(19) 2_565 ? O1 Cl1 1.312(13) 2_565 ? O3 Cl1 1.957(14) 2_565 ? O2 Cl1 1.969(19) 2_565 ? 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 N3 Fe1 N3 180.0 3_665 . ? N3 Fe1 N1 72.86(12) 3_665 4_645 ? N3 Fe1 N1 107.14(12) . 4_645 ? N3 Fe1 N1 107.14(12) 3_665 . ? N3 Fe1 N1 72.86(12) . . ? N1 Fe1 N1 94.98(7) 4_645 . ? N3 Fe1 N1 107.14(12) 3_665 2_755 ? N3 Fe1 N1 72.86(12) . 2_755 ? N1 Fe1 N1 94.98(7) 4_645 2_755 ? N1 Fe1 N1 145.7(2) . 2_755 ? N3 Fe1 N1 72.86(12) 3_665 3_665 ? N3 Fe1 N1 107.14(12) . 3_665 ? N1 Fe1 N1 145.7(2) 4_645 3_665 ? N1 Fe1 N1 94.98(7) . 3_665 ? N1 Fe1 N1 94.98(7) 2_755 3_665 ? C5 N3 C5 119.4(6) . 2_755 ? C5 N3 Fe1 120.3(3) . . ? C5 N3 Fe1 120.3(3) 2_755 . ? N2 C4 C2 105.6(6) . . ? N2 C4 H2 127.2 . . ? C2 C4 H2 127.2 . . ? N1 N2 C4 112.8(5) . . ? N1 N2 C5 118.5(4) . . ? C4 N2 C5 128.6(5) . . ? C1 N1 N2 104.4(5) . . ? C1 N1 Fe1 140.3(4) . . ? N2 N1 Fe1 115.2(3) . . ? N3 C5 C6 122.9(5) . . ? N3 C5 N2 112.9(5) . . ? C6 C5 N2 124.2(5) . . ? N1 C1 C2 112.1(6) . . ? N1 C1 H5 124.0 . . ? C2 C1 H5 124.0 . . ? C6 C7 C6 123.0(8) 2_755 . ? C6 C7 H7 118.5 2_755 . ? C6 C7 H7 118.5 . . ? C4 C2 C1 105.1(5) . . ? C4 C2 C3 126.4(8) . . ? C1 C2 C3 128.5(8) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C7 C6 C5 115.9(6) . . ? C7 C6 H6 122.0 . . ? C5 C6 H6 122.0 . . ? Cl1 Cl1 O1 86.0(10) 2_565 2_565 ? Cl1 Cl1 O3 125.4(7) 2_565 . ? O1 Cl1 O3 109.4(8) 2_565 . ? Cl1 Cl1 O2 117.4(8) 2_565 . ? O1 Cl1 O2 95.2(10) 2_565 . ? O3 Cl1 O2 113.0(9) . . ? Cl1 Cl1 O1 59.0(8) 2_565 . ? O1 Cl1 O1 144.6(5) 2_565 . ? O3 Cl1 O1 88.9(8) . . ? O2 Cl1 O1 105.3(10) . . ? Cl1 Cl1 O3 33.2(5) 2_565 2_565 ? O1 Cl1 O3 72.2(7) 2_565 2_565 ? O3 Cl1 O3 100.7(9) . 2_565 ? O2 Cl1 O3 146.4(9) . 2_565 ? O1 Cl1 O3 74.8(5) . 2_565 ? Cl1 Cl1 O2 39.3(5) 2_565 2_565 ? O1 Cl1 O2 88.2(8) 2_565 2_565 ? O3 Cl1 O2 157.4(9) . 2_565 ? O2 Cl1 O2 78.1(12) . 2_565 ? O1 Cl1 O2 68.8(7) . 2_565 ? O3 Cl1 O2 70.6(6) 2_565 2_565 ? Cl1 O1 Cl1 34.9(5) 2_565 . ? Cl1 O3 Cl1 21.4(3) . 2_565 ? Cl1 O2 Cl1 23.3(4) . 2_565 ? 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 N3 Fe1 N3 C5 113(38) 3_665 . . . ? N1 Fe1 N3 C5 -88.3(3) 4_645 . . . ? N1 Fe1 N3 C5 1.7(3) . . . . ? N1 Fe1 N3 C5 -178.3(3) 2_755 . . . ? N1 Fe1 N3 C5 91.7(3) 3_665 . . . ? N3 Fe1 N3 C5 -67(38) 3_665 . . 2_755 ? N1 Fe1 N3 C5 91.7(3) 4_645 . . 2_755 ? N1 Fe1 N3 C5 -178.3(3) . . . 2_755 ? N1 Fe1 N3 C5 1.7(3) 2_755 . . 2_755 ? N1 Fe1 N3 C5 -88.3(3) 3_665 . . 2_755 ? C2 C4 N2 N1 -0.9(7) . . . . ? C2 C4 N2 C5 176.3(5) . . . . ? C4 N2 N1 C1 0.2(6) . . . . ? C5 N2 N1 C1 -177.3(5) . . . . ? C4 N2 N1 Fe1 -177.0(4) . . . . ? C5 N2 N1 Fe1 5.5(6) . . . . ? N3 Fe1 N1 C1 0.6(6) 3_665 . . . ? N3 Fe1 N1 C1 -179.4(6) . . . . ? N1 Fe1 N1 C1 -73.0(6) 4_645 . . . ? N1 Fe1 N1 C1 -179.4(6) 2_755 . . . ? N1 Fe1 N1 C1 74.1(6) 3_665 . . . ? N3 Fe1 N1 N2 176.3(3) 3_665 . . . ? N3 Fe1 N1 N2 -3.7(3) . . . . ? N1 Fe1 N1 N2 102.7(3) 4_645 . . . ? N1 Fe1 N1 N2 -3.7(3) 2_755 . . . ? N1 Fe1 N1 N2 -110.1(3) 3_665 . . . ? C5 N3 C5 C6 -0.5(5) 2_755 . . . ? Fe1 N3 C5 C6 179.5(5) . . . . ? C5 N3 C5 N2 -179.5(5) 2_755 . . . ? Fe1 N3 C5 N2 0.5(5) . . . . ? N1 N2 C5 N3 -4.0(7) . . . . ? C4 N2 C5 N3 179.0(5) . . . . ? N1 N2 C5 C6 177.0(6) . . . . ? C4 N2 C5 C6 0.0(10) . . . . ? N2 N1 C1 C2 0.6(6) . . . . ? Fe1 N1 C1 C2 176.7(4) . . . . ? N2 C4 C2 C1 1.2(6) . . . . ? N2 C4 C2 C3 179.9(5) . . . . ? N1 C1 C2 C4 -1.2(6) . . . . ? N1 C1 C2 C3 -179.9(5) . . . . ? C6 C7 C6 C5 -0.4(4) 2_755 . . . ? N3 C5 C6 C7 0.9(9) . . . . ? N2 C5 C6 C7 179.8(5) . . . . ? O1 Cl1 O1 Cl1 10(2) 2_565 . . 2_565 ? O3 Cl1 O1 Cl1 133.4(6) . . . 2_565 ? O2 Cl1 O1 Cl1 -113.1(8) . . . 2_565 ? O3 Cl1 O1 Cl1 32.0(5) 2_565 . . 2_565 ? O2 Cl1 O1 Cl1 -42.7(6) 2_565 . . 2_565 ? O1 Cl1 O3 Cl1 99.2(13) 2_565 . . 2_565 ? O2 Cl1 O3 Cl1 -156.1(18) . . . 2_565 ? O1 Cl1 O3 Cl1 -49.9(12) . . . 2_565 ? O3 Cl1 O3 Cl1 24.5(10) 2_565 . . 2_565 ? O2 Cl1 O3 Cl1 -40.3(18) 2_565 . . 2_565 ? O1 Cl1 O2 Cl1 -88.2(13) 2_565 . . 2_565 ? O3 Cl1 O2 Cl1 158.1(17) . . . 2_565 ? O1 Cl1 O2 Cl1 62.7(11) . . . 2_565 ? O3 Cl1 O2 Cl1 -22.8(11) 2_565 . . 2_565 ? O2 Cl1 O2 Cl1 -1.1(15) 2_565 . . 2_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.000 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.082 #=END data_sadm _database_code_depnum_ccdc_archive 'CCDC 296692' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(4-methylpyrazol-1-yl)pyridine]iron(II) diperchlorate (compound 6) ; _chemical_name_common ;Bis(2,6-bis(4-methylpyrazol-1-yl)pyridine)iron(ii) diperchlorate (compound 6) ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10, 2(Cl O4)' _chemical_formula_sum 'C26 H26 Cl2 Fe N10 O8' _chemical_formula_weight 733.32 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 Orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' 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' _cell_length_a 9.6000(19) _cell_length_b 9.6251(19) _cell_length_c 33.470(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3092.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 4925 _cell_measurement_theta_min 2.441 _cell_measurement_theta_max 27.4565 _exptl_crystal_description irregular _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.727 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.736604 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16491 _diffrn_reflns_av_R_equivalents 0.0998 _diffrn_reflns_av_sigmaI/netI 0.1352 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6915 _reflns_number_gt 5790 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 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^)+(0.0645P)^2^+76.9335P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 6915 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1440 _refine_ls_R_factor_gt 0.1297 _refine_ls_wR_factor_ref 0.3182 _refine_ls_wR_factor_gt 0.3103 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _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 0.29742(15) 0.05074(14) 0.12475(4) 0.0052(3) Uiso 1 1 d . . . N1 N 0.1111(10) -0.0243(9) 0.1183(3) 0.0111(18) Uiso 1 1 d . . . N2 N 0.0736(10) -0.0520(11) 0.0794(3) 0.0127(18) Uiso 1 1 d . . . C1 C 0.0000(11) -0.0656(11) 0.1395(3) 0.0080(19) Uiso 1 1 d . . . H1 H -0.0059 -0.0622 0.1672 0.010 Uiso 1 1 calc R . . C2 C -0.1080(12) -0.1153(12) 0.1140(3) 0.013(2) Uiso 1 1 d . . . C3 C -0.2504(11) -0.1677(11) 0.1262(4) 0.014(2) Uiso 1 1 d . . . H3A H -0.3097 -0.1722 0.1031 0.021 Uiso 1 1 calc R . . H3B H -0.2901 -0.1055 0.1455 0.021 Uiso 1 1 calc R . . H3C H -0.2416 -0.2586 0.1377 0.021 Uiso 1 1 calc R . . C4 C -0.0542(12) -0.1031(12) 0.0753(4) 0.014(2) Uiso 1 1 d . . . H4 H -0.0989 -0.1261 0.0515 0.017 Uiso 1 1 calc R . . N3 N 0.2876(9) 0.0393(9) 0.0682(2) 0.0070(16) Uiso 1 1 d . . . C5 C 0.1750(11) -0.0156(11) 0.0507(3) 0.009(2) Uiso 1 1 d . . . C6 C 0.1632(12) -0.0282(11) 0.0100(3) 0.013(2) Uiso 1 1 d . . . H6 H 0.0828 -0.0631 -0.0018 0.015 Uiso 1 1 calc R . . C7 C 0.2771(13) 0.0137(11) -0.0129(3) 0.016(2) Uiso 1 1 d . . . H7 H 0.2738 0.0034 -0.0405 0.019 Uiso 1 1 calc R . . C8 C 0.3945(13) 0.0699(12) 0.0044(3) 0.016(2) Uiso 1 1 d . . . H8 H 0.4694 0.0997 -0.0110 0.019 Uiso 1 1 calc R . . C9 C 0.3963(11) 0.0802(11) 0.0452(3) 0.011(2) Uiso 1 1 d . . . N4 N 0.5055(10) 0.1330(9) 0.0698(3) 0.0088(18) Uiso 1 1 d . . . N5 N 0.4841(10) 0.1243(10) 0.1105(3) 0.0127(19) Uiso 1 1 d . . . C10 C 0.6351(14) 0.1789(13) 0.0610(4) 0.019(3) Uiso 1 1 d . . . H10 H 0.6728 0.1903 0.0356 0.023 Uiso 1 1 calc R . . C11 C 0.6997(13) 0.2053(11) 0.0964(3) 0.014(2) Uiso 1 1 d . . . C12 C 0.8425(12) 0.2607(12) 0.1016(4) 0.015(2) Uiso 1 1 d . . . H12A H 0.8895 0.2612 0.0763 0.023 Uiso 1 1 calc R . . H12B H 0.8928 0.2030 0.1200 0.023 Uiso 1 1 calc R . . H12C H 0.8377 0.3537 0.1119 0.023 Uiso 1 1 calc R . . C13 C 0.6008(11) 0.1713(11) 0.1265(3) 0.011(2) Uiso 1 1 d . . . H13 H 0.6161 0.1810 0.1538 0.013 Uiso 1 1 calc R . . N6 N 0.2206(10) 0.2391(9) 0.1357(3) 0.0099(18) Uiso 1 1 d . . . N7 N 0.2039(10) 0.2632(9) 0.1756(3) 0.0099(17) Uiso 1 1 d . . . C14 C 0.1723(11) 0.3534(11) 0.1174(3) 0.010(2) Uiso 1 1 d . . . H14 H 0.1714 0.3673 0.0899 0.011 Uiso 1 1 calc R . . C15 C 0.1229(11) 0.4502(12) 0.1461(3) 0.012(2) Uiso 1 1 d . . . C16 C 0.0575(14) 0.5903(13) 0.1397(4) 0.021(3) Uiso 1 1 d . . . H16A H -0.0298 0.5792 0.1261 0.031 Uiso 1 1 calc R . . H16B H 0.1186 0.6469 0.1239 0.031 Uiso 1 1 calc R . . H16C H 0.0420 0.6342 0.1651 0.031 Uiso 1 1 calc R . . C17 C 0.1367(13) 0.3875(13) 0.1821(4) 0.018(2) Uiso 1 1 d . . . H17 H 0.1065 0.4218 0.2066 0.021 Uiso 1 1 calc R . . N8 N 0.2987(10) 0.0506(9) 0.1818(2) 0.0088(16) Uiso 1 1 d . . . C18 C 0.2462(12) 0.1571(11) 0.2021(3) 0.011(2) Uiso 1 1 d . . . C19 C 0.2335(12) 0.1599(12) 0.2425(3) 0.014(2) Uiso 1 1 d . . . H19 H 0.1945 0.2356 0.2556 0.017 Uiso 1 1 calc R . . C20 C 0.2815(11) 0.0439(11) 0.2634(3) 0.012(2) Uiso 1 1 d . . . H20 H 0.2747 0.0414 0.2911 0.014 Uiso 1 1 calc R . . C21 C 0.3405(12) -0.0698(12) 0.2427(3) 0.014(2) Uiso 1 1 d . . . H21 H 0.3756 -0.1468 0.2561 0.017 Uiso 1 1 calc R . . C22 C 0.3434(11) -0.0608(11) 0.2016(3) 0.009(2) Uiso 1 1 d . . . N9 N 0.3858(10) -0.1648(10) 0.1748(3) 0.0105(18) Uiso 1 1 d . . . N10 N 0.3699(10) -0.1364(9) 0.1348(3) 0.0103(18) Uiso 1 1 d . . . C23 C 0.4318(13) -0.2977(12) 0.1800(4) 0.015(2) Uiso 1 1 d . . . H23 H 0.4473 -0.3418 0.2043 0.018 Uiso 1 1 calc R . . C24 C 0.4510(13) -0.3540(12) 0.1429(4) 0.014(2) Uiso 1 1 d . . . C25 C 0.5028(13) -0.4995(12) 0.1340(4) 0.017(2) Uiso 1 1 d . . . H25A H 0.6024 -0.4983 0.1315 0.026 Uiso 1 1 calc R . . H25B H 0.4622 -0.5317 0.1095 0.026 Uiso 1 1 calc R . . H25C H 0.4766 -0.5605 0.1554 0.026 Uiso 1 1 calc R . . C26 C 0.4115(12) -0.2516(11) 0.1150(3) 0.012(2) Uiso 1 1 d . . . H26 H 0.4137 -0.2616 0.0874 0.014 Uiso 1 1 calc R . . Cl1 Cl 0.2276(3) 0.5892(3) 0.01889(8) 0.0145(5) Uiso 1 1 d . . . O1 O 0.2481(9) 0.4416(9) 0.0232(3) 0.0238(19) Uiso 1 1 d . . . O2 O 0.3620(9) 0.6607(9) 0.0219(3) 0.0178(18) Uiso 1 1 d . . . O3 O 0.1660(8) 0.6174(8) -0.0195(2) 0.0138(16) Uiso 1 1 d . . . O4 O 0.1368(10) 0.6382(9) 0.0494(3) 0.0206(19) Uiso 1 1 d . . . Cl2 Cl 0.8037(3) 0.1094(3) 0.22773(8) 0.0162(6) Uiso 1 1 d . . . O5 O 0.8579(8) -0.0296(8) 0.2260(2) 0.0139(16) Uiso 1 1 d . . . O6 O 0.6538(9) 0.1062(9) 0.2257(3) 0.0188(18) Uiso 1 1 d . . . O7 O 0.8437(9) 0.1644(9) 0.2669(3) 0.0163(17) Uiso 1 1 d . . . O8 O 0.8544(9) 0.1957(9) 0.1958(3) 0.0200(18) Uiso 1 1 d . . . _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 N3 1.897(8) . ? Fe1 N8 1.911(8) . ? Fe1 N1 1.941(9) . ? Fe1 N10 1.960(9) . ? Fe1 N5 1.985(10) . ? Fe1 N6 1.991(9) . ? N1 C1 1.342(14) . ? N1 N2 1.378(12) . ? N2 C4 1.329(15) . ? N2 C5 1.412(14) . ? C1 C2 1.426(15) . ? C1 H1 0.9300 . ? C2 C4 1.399(16) . ? C2 C3 1.513(15) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4 0.9300 . ? N3 C5 1.339(13) . ? N3 C9 1.356(14) . ? C5 C6 1.372(15) . ? C6 C7 1.395(16) . ? C6 H6 0.9300 . ? C7 C8 1.378(17) . ? C7 H7 0.9300 . ? C8 C9 1.371(15) . ? C8 H8 0.9300 . ? C9 N4 1.425(14) . ? N4 C10 1.352(16) . ? N4 N5 1.379(13) . ? N5 C13 1.323(14) . ? C10 C11 1.363(17) . ? C10 H10 0.9300 . ? C11 C13 1.423(16) . ? C11 C12 1.481(17) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9300 . ? N6 C14 1.341(14) . ? N6 N7 1.366(12) . ? N7 C17 1.376(15) . ? N7 C18 1.412(13) . ? C14 C15 1.420(15) . ? C14 H14 0.9300 . ? C15 C17 1.354(16) . ? C15 C16 1.503(17) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17 0.9300 . ? N8 C18 1.328(14) . ? N8 C22 1.331(13) . ? C18 C19 1.359(15) . ? C19 C20 1.396(15) . ? C19 H19 0.9300 . ? C20 C21 1.414(15) . ? C20 H20 0.9300 . ? C21 C22 1.376(15) . ? C21 H21 0.9300 . ? C22 N9 1.406(14) . ? N9 C23 1.364(14) . ? N9 N10 1.374(13) . ? N10 C26 1.352(14) . ? C23 C24 1.368(16) . ? C23 H23 0.9300 . ? C24 C26 1.410(16) . ? C24 C25 1.515(16) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26 0.9300 . ? Cl1 O4 1.422(9) . ? Cl1 O1 1.441(9) . ? Cl1 O3 1.442(8) . ? Cl1 O2 1.466(9) . ? Cl2 O5 1.437(8) . ? Cl2 O8 1.437(9) . ? Cl2 O6 1.441(9) . ? Cl2 O7 1.466(9) . ? 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 N3 Fe1 N8 175.8(4) . . ? N3 Fe1 N1 79.7(4) . . ? N8 Fe1 N1 96.7(4) . . ? N3 Fe1 N10 97.8(4) . . ? N8 Fe1 N10 79.9(4) . . ? N1 Fe1 N10 90.2(4) . . ? N3 Fe1 N5 79.9(4) . . ? N8 Fe1 N5 103.6(4) . . ? N1 Fe1 N5 159.7(4) . . ? N10 Fe1 N5 92.8(4) . . ? N3 Fe1 N6 102.5(4) . . ? N8 Fe1 N6 79.6(4) . . ? N1 Fe1 N6 91.0(4) . . ? N10 Fe1 N6 159.5(4) . . ? N5 Fe1 N6 93.1(4) . . ? C1 N1 N2 103.6(8) . . ? C1 N1 Fe1 141.7(8) . . ? N2 N1 Fe1 114.7(7) . . ? C4 N2 N1 114.3(9) . . ? C4 N2 C5 131.1(10) . . ? N1 N2 C5 114.5(9) . . ? N1 C1 C2 111.1(9) . . ? N1 C1 H1 124.4 . . ? C2 C1 H1 124.4 . . ? C4 C2 C1 105.0(10) . . ? C4 C2 C3 127.7(10) . . ? C1 C2 C3 127.3(10) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 C2 106.0(10) . . ? N2 C4 H4 127.0 . . ? C2 C4 H4 127.0 . . ? C5 N3 C9 119.1(9) . . ? C5 N3 Fe1 120.1(7) . . ? C9 N3 Fe1 120.7(7) . . ? N3 C5 C6 122.5(10) . . ? N3 C5 N2 110.8(9) . . ? C6 C5 N2 126.6(10) . . ? C5 C6 C7 117.1(10) . . ? C5 C6 H6 121.5 . . ? C7 C6 H6 121.5 . . ? C8 C7 C6 121.6(11) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C9 C8 C7 117.3(11) . . ? C9 C8 H8 121.4 . . ? C7 C8 H8 121.4 . . ? N3 C9 C8 122.4(10) . . ? N3 C9 N4 110.0(9) . . ? C8 C9 N4 127.6(10) . . ? C10 N4 N5 111.8(9) . . ? C10 N4 C9 131.9(10) . . ? N5 N4 C9 116.0(9) . . ? C13 N5 N4 104.8(9) . . ? C13 N5 Fe1 142.0(8) . . ? N4 N5 Fe1 113.2(7) . . ? N4 C10 C11 106.9(11) . . ? N4 C10 H10 126.5 . . ? C11 C10 H10 126.5 . . ? C10 C11 C13 105.6(11) . . ? C10 C11 C12 126.2(11) . . ? C13 C11 C12 128.1(10) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N5 C13 C11 110.8(10) . . ? N5 C13 H13 124.6 . . ? C11 C13 H13 124.6 . . ? C14 N6 N7 105.4(8) . . ? C14 N6 Fe1 142.3(7) . . ? N7 N6 Fe1 112.2(6) . . ? N6 N7 C17 111.0(9) . . ? N6 N7 C18 117.2(8) . . ? C17 N7 C18 131.6(9) . . ? N6 C14 C15 110.2(9) . . ? N6 C14 H14 124.9 . . ? C15 C14 H14 124.9 . . ? C17 C15 C14 106.1(10) . . ? C17 C15 C16 124.6(11) . . ? C14 C15 C16 129.1(10) . . ? 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 . . ? C15 C17 N7 107.0(10) . . ? C15 C17 H17 126.5 . . ? N7 C17 H17 126.5 . . ? C18 N8 C22 119.4(9) . . ? C18 N8 Fe1 120.4(7) . . ? C22 N8 Fe1 120.0(7) . . ? N8 C18 C19 123.8(10) . . ? N8 C18 N7 110.4(9) . . ? C19 C18 N7 125.8(10) . . ? C18 C19 C20 117.0(10) . . ? C18 C19 H19 121.5 . . ? C20 C19 H19 121.5 . . ? C19 C20 C21 120.4(10) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C22 C21 C20 116.6(10) . . ? C22 C21 H21 121.7 . . ? C20 C21 H21 121.7 . . ? N8 C22 C21 122.8(10) . . ? N8 C22 N9 110.4(9) . . ? C21 C22 N9 126.8(10) . . ? C23 N9 N10 110.4(9) . . ? C23 N9 C22 132.8(10) . . ? N10 N9 C22 116.6(9) . . ? C26 N10 N9 106.3(9) . . ? C26 N10 Fe1 140.7(8) . . ? N9 N10 Fe1 113.0(7) . . ? N9 C23 C24 107.4(10) . . ? N9 C23 H23 126.3 . . ? C24 C23 H23 126.3 . . ? C23 C24 C26 106.7(10) . . ? C23 C24 C25 126.1(11) . . ? C26 C24 C25 127.2(10) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N10 C26 C24 109.2(10) . . ? N10 C26 H26 125.4 . . ? C24 C26 H26 125.4 . . ? O4 Cl1 O1 109.8(5) . . ? O4 Cl1 O3 109.0(5) . . ? O1 Cl1 O3 109.3(5) . . ? O4 Cl1 O2 109.5(5) . . ? O1 Cl1 O2 109.6(5) . . ? O3 Cl1 O2 109.5(5) . . ? O5 Cl2 O8 112.7(5) . . ? O5 Cl2 O6 109.8(5) . . ? O8 Cl2 O6 108.4(5) . . ? O5 Cl2 O7 106.0(5) . . ? O8 Cl2 O7 111.6(5) . . ? O6 Cl2 O7 108.2(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Fe1 N1 C1 -179.9(13) . . . . ? N8 Fe1 N1 C1 2.3(13) . . . . ? N10 Fe1 N1 C1 82.2(12) . . . . ? N5 Fe1 N1 C1 -179.1(11) . . . . ? N6 Fe1 N1 C1 -77.4(12) . . . . ? N3 Fe1 N1 N2 3.1(7) . . . . ? N8 Fe1 N1 N2 -174.7(7) . . . . ? N10 Fe1 N1 N2 -94.8(8) . . . . ? N5 Fe1 N1 N2 3.9(16) . . . . ? N6 Fe1 N1 N2 105.7(7) . . . . ? C1 N1 N2 C4 2.0(12) . . . . ? Fe1 N1 N2 C4 -179.9(8) . . . . ? C1 N1 N2 C5 179.4(9) . . . . ? Fe1 N1 N2 C5 -2.5(12) . . . . ? N2 N1 C1 C2 -1.6(12) . . . . ? Fe1 N1 C1 C2 -178.7(9) . . . . ? N1 C1 C2 C4 0.7(13) . . . . ? N1 C1 C2 C3 -178.5(10) . . . . ? N1 N2 C4 C2 -1.6(13) . . . . ? C5 N2 C4 C2 -178.5(11) . . . . ? C1 C2 C4 N2 0.5(12) . . . . ? C3 C2 C4 N2 179.7(11) . . . . ? N8 Fe1 N3 C5 28(6) . . . . ? N1 Fe1 N3 C5 -3.5(8) . . . . ? N10 Fe1 N3 C5 85.4(8) . . . . ? N5 Fe1 N3 C5 176.8(8) . . . . ? N6 Fe1 N3 C5 -92.2(8) . . . . ? N8 Fe1 N3 C9 -149(5) . . . . ? N1 Fe1 N3 C9 179.7(9) . . . . ? N10 Fe1 N3 C9 -91.4(8) . . . . ? N5 Fe1 N3 C9 0.0(8) . . . . ? N6 Fe1 N3 C9 91.0(8) . . . . ? C9 N3 C5 C6 -2.2(15) . . . . ? Fe1 N3 C5 C6 -179.1(8) . . . . ? C9 N3 C5 N2 179.8(9) . . . . ? Fe1 N3 C5 N2 3.0(12) . . . . ? C4 N2 C5 N3 176.7(11) . . . . ? N1 N2 C5 N3 -0.2(13) . . . . ? C4 N2 C5 C6 -1(2) . . . . ? N1 N2 C5 C6 -178.0(10) . . . . ? N3 C5 C6 C7 2.7(16) . . . . ? N2 C5 C6 C7 -179.7(10) . . . . ? C5 C6 C7 C8 -2.3(17) . . . . ? C6 C7 C8 C9 1.5(17) . . . . ? C5 N3 C9 C8 1.3(16) . . . . ? Fe1 N3 C9 C8 178.2(9) . . . . ? C5 N3 C9 N4 -178.9(9) . . . . ? Fe1 N3 C9 N4 -2.1(12) . . . . ? C7 C8 C9 N3 -1.0(17) . . . . ? C7 C8 C9 N4 179.3(10) . . . . ? N3 C9 N4 C10 176.3(11) . . . . ? C8 C9 N4 C10 -4(2) . . . . ? N3 C9 N4 N5 3.9(13) . . . . ? C8 C9 N4 N5 -176.4(11) . . . . ? C10 N4 N5 C13 2.6(12) . . . . ? C9 N4 N5 C13 176.5(9) . . . . ? C10 N4 N5 Fe1 -177.9(8) . . . . ? C9 N4 N5 Fe1 -4.0(11) . . . . ? N3 Fe1 N5 C13 -178.7(13) . . . . ? N8 Fe1 N5 C13 -0.9(14) . . . . ? N1 Fe1 N5 C13 -179.5(11) . . . . ? N10 Fe1 N5 C13 -81.2(13) . . . . ? N6 Fe1 N5 C13 79.1(13) . . . . ? N3 Fe1 N5 N4 2.2(7) . . . . ? N8 Fe1 N5 N4 179.9(7) . . . . ? N1 Fe1 N5 N4 1.4(16) . . . . ? N10 Fe1 N5 N4 99.6(7) . . . . ? N6 Fe1 N5 N4 -100.0(7) . . . . ? N5 N4 C10 C11 -1.9(13) . . . . ? C9 N4 C10 C11 -174.5(11) . . . . ? N4 C10 C11 C13 0.4(13) . . . . ? N4 C10 C11 C12 -178.5(10) . . . . ? N4 N5 C13 C11 -2.3(12) . . . . ? Fe1 N5 C13 C11 178.5(10) . . . . ? C10 C11 C13 N5 1.3(13) . . . . ? C12 C11 C13 N5 -179.9(11) . . . . ? N3 Fe1 N6 C14 -2.9(13) . . . . ? N8 Fe1 N6 C14 -179.3(13) . . . . ? N1 Fe1 N6 C14 -82.6(13) . . . . ? N10 Fe1 N6 C14 -176.1(11) . . . . ? N5 Fe1 N6 C14 77.4(13) . . . . ? N3 Fe1 N6 N7 173.2(7) . . . . ? N8 Fe1 N6 N7 -3.1(7) . . . . ? N1 Fe1 N6 N7 93.5(8) . . . . ? N10 Fe1 N6 N7 0.1(16) . . . . ? N5 Fe1 N6 N7 -106.4(8) . . . . ? C14 N6 N7 C17 4.2(12) . . . . ? Fe1 N6 N7 C17 -173.4(8) . . . . ? C14 N6 N7 C18 179.6(9) . . . . ? Fe1 N6 N7 C18 2.0(12) . . . . ? N7 N6 C14 C15 -0.7(12) . . . . ? Fe1 N6 C14 C15 175.6(9) . . . . ? N6 C14 C15 C17 -3.0(13) . . . . ? N6 C14 C15 C16 -178.7(11) . . . . ? C14 C15 C17 N7 5.4(13) . . . . ? C16 C15 C17 N7 -178.7(10) . . . . ? N6 N7 C17 C15 -6.2(13) . . . . ? C18 N7 C17 C15 179.4(11) . . . . ? N3 Fe1 N8 C18 -117(5) . . . . ? N1 Fe1 N8 C18 -85.7(9) . . . . ? N10 Fe1 N8 C18 -174.7(9) . . . . ? N5 Fe1 N8 C18 94.8(9) . . . . ? N6 Fe1 N8 C18 4.1(9) . . . . ? N3 Fe1 N8 C22 58(6) . . . . ? N1 Fe1 N8 C22 89.7(9) . . . . ? N10 Fe1 N8 C22 0.6(8) . . . . ? N5 Fe1 N8 C22 -89.8(9) . . . . ? N6 Fe1 N8 C22 179.5(9) . . . . ? C22 N8 C18 C19 -0.7(17) . . . . ? Fe1 N8 C18 C19 174.7(9) . . . . ? C22 N8 C18 N7 -179.4(9) . . . . ? Fe1 N8 C18 N7 -4.0(13) . . . . ? N6 N7 C18 N8 1.1(14) . . . . ? C17 N7 C18 N8 175.3(11) . . . . ? N6 N7 C18 C19 -177.6(11) . . . . ? C17 N7 C18 C19 -3(2) . . . . ? N8 C18 C19 C20 1.3(17) . . . . ? N7 C18 C19 C20 179.8(11) . . . . ? C18 C19 C20 C21 0.1(17) . . . . ? C19 C20 C21 C22 -1.9(16) . . . . ? C18 N8 C22 C21 -1.4(16) . . . . ? Fe1 N8 C22 C21 -176.8(8) . . . . ? C18 N8 C22 N9 176.0(9) . . . . ? Fe1 N8 C22 N9 0.6(12) . . . . ? C20 C21 C22 N8 2.6(16) . . . . ? C20 C21 C22 N9 -174.3(10) . . . . ? N8 C22 N9 C23 -176.1(11) . . . . ? C21 C22 N9 C23 1.1(19) . . . . ? N8 C22 N9 N10 -2.1(13) . . . . ? C21 C22 N9 N10 175.2(10) . . . . ? C23 N9 N10 C26 -2.2(12) . . . . ? C22 N9 N10 C26 -177.6(9) . . . . ? C23 N9 N10 Fe1 177.9(8) . . . . ? C22 N9 N10 Fe1 2.6(12) . . . . ? N3 Fe1 N10 C26 2.1(13) . . . . ? N8 Fe1 N10 C26 178.6(13) . . . . ? N1 Fe1 N10 C26 81.8(13) . . . . ? N5 Fe1 N10 C26 -78.1(13) . . . . ? N6 Fe1 N10 C26 175.4(11) . . . . ? N3 Fe1 N10 N9 -178.1(7) . . . . ? N8 Fe1 N10 N9 -1.7(7) . . . . ? N1 Fe1 N10 N9 -98.5(7) . . . . ? N5 Fe1 N10 N9 101.7(7) . . . . ? N6 Fe1 N10 N9 -4.9(16) . . . . ? N10 N9 C23 C24 2.3(13) . . . . ? C22 N9 C23 C24 176.6(11) . . . . ? N9 C23 C24 C26 -1.5(13) . . . . ? N9 C23 C24 C25 179.3(11) . . . . ? N9 N10 C26 C24 1.3(12) . . . . ? Fe1 N10 C26 C24 -178.9(9) . . . . ? C23 C24 C26 N10 0.1(13) . . . . ? C25 C24 C26 N10 179.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 3.469 _refine_diff_density_min -1.588 _refine_diff_density_rms 0.239 #=END data_c:\datasets\leeds\je40a1~1\je40a1~1 _database_code_depnum_ccdc_archive 'CCDC 296693' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(4-methylpyrazol-1-yl)pyridine]iron(II) ditetrafluoroborate (compound 7) ; _chemical_name_common ; Bis(2,6-bis(4-methylpyrazol-1-yl)pyridine)iron(ii) ditetrafluoroborate (compound 7) ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10, 2[B F4], 0.2[H2 O]' _chemical_formula_sum 'C26 H26.4 B2 F8 Fe N10 O0.2' _chemical_formula_weight 711.64 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/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 30.5415(9) _cell_length_b 16.5009(6) _cell_length_c 13.4070(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.7118(15) _cell_angle_gamma 90.00 _cell_volume 6087.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 24742 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 26.74 _exptl_crystal_description Block _exptl_crystal_colour Brown _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2896 _exptl_absorpt_coefficient_mu 0.583 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.764 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24742 _diffrn_reflns_av_R_equivalents 0.0879 _diffrn_reflns_av_sigmaI/netI 0.0952 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 26.74 _reflns_number_total 6439 _reflns_number_gt 3637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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 asymmetric unit contains one complex dication and one (disordered) BF~4~- anion lying on general positions; and, two half-occupied BF~4~- anion sites B43-F45 and B46-F48 lying across the crystallographic C2 axis -x, y, 0.5-z. A weak residual Fourier peak of 1.5 e.\%A^-3^, which was not bonded to any other residue, was also included in the final model as a water molecule O49 with occupancy 0.2. The H atoms from this water molecule were not included in the final model, but are included in the final density calculation. The disordered BF~4~^-^ ion B38-F42 was modelled over two sites, labelled 'A' (occupancy 0.25) and 'B' (occupancy 0.75). All disordered B-F bonds were restrained to 1.37(2)\%A, and F...F distances within a given disorder orientation to 2.24(2)\%A. All wholly occupied non-H atoms, and the major BF~4~^-^ disorder orientation, were refined anisotropically. All H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0723P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6439 _refine_ls_number_parameters 454 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1262 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1233 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.989 _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 0.123531(15) 0.24215(3) 0.12006(4) 0.03171(17) Uani 1 1 d . . . N2 N 0.12346(8) 0.35604(18) 0.1361(2) 0.0338(7) Uani 1 1 d . . . C3 C 0.10626(11) 0.4041(2) 0.0471(3) 0.0390(8) Uani 1 1 d . . . C4 C 0.10467(13) 0.4875(2) 0.0546(3) 0.0471(9) Uani 1 1 d . . . H4 H 0.0917 0.5209 -0.0094 0.057 Uiso 1 1 calc R . . C5 C 0.12304(13) 0.5198(2) 0.1604(3) 0.0504(10) Uani 1 1 d . . . H5 H 0.1233 0.5770 0.1690 0.061 Uiso 1 1 calc R . . C6 C 0.14113(12) 0.4713(2) 0.2543(3) 0.0454(9) Uani 1 1 d . . . H6 H 0.1536 0.4939 0.3265 0.054 Uiso 1 1 calc R . . C7 C 0.14017(11) 0.3888(2) 0.2377(3) 0.0377(8) Uani 1 1 d . . . N8 N 0.09079(9) 0.35751(18) -0.0499(2) 0.0382(7) Uani 1 1 d . . . N9 N 0.09513(9) 0.27439(17) -0.0364(2) 0.0345(7) Uani 1 1 d . . . C10 C 0.07840(11) 0.2454(2) -0.1382(3) 0.0378(8) Uani 1 1 d . . . H10 H 0.0766 0.1893 -0.1556 0.045 Uiso 1 1 calc R . . C11 C 0.06349(11) 0.3082(2) -0.2180(3) 0.0402(9) Uani 1 1 d . . . C12 C 0.07163(12) 0.3780(2) -0.1591(3) 0.0434(9) Uani 1 1 d . . . H12 H 0.0652 0.4313 -0.1887 0.052 Uiso 1 1 calc R . . C13 C 0.04240(13) 0.2983(3) -0.3415(3) 0.0523(10) Uani 1 1 d . . . H13A H 0.0259 0.3484 -0.3774 0.078 Uiso 1 1 calc R . . H13B H 0.0190 0.2535 -0.3644 0.078 Uiso 1 1 calc R . . H13C H 0.0685 0.2865 -0.3631 0.078 Uiso 1 1 calc R . . N14 N 0.15579(9) 0.32841(18) 0.3186(2) 0.0366(7) Uani 1 1 d . . . N15 N 0.15279(9) 0.24952(16) 0.2826(2) 0.0337(6) Uani 1 1 d . . . C16 C 0.17148(11) 0.2047(2) 0.3738(3) 0.0383(8) Uani 1 1 d . . . H16 H 0.1743 0.1473 0.3742 0.046 Uiso 1 1 calc R . . C17 C 0.18666(11) 0.2526(2) 0.4697(3) 0.0404(9) Uani 1 1 d . . . C18 C 0.17596(11) 0.3305(2) 0.4319(3) 0.0412(9) Uani 1 1 d . . . H18 H 0.1815 0.3777 0.4764 0.049 Uiso 1 1 calc R . . C19 C 0.20944(13) 0.2249(3) 0.5877(3) 0.0518(10) Uani 1 1 d . . . H19A H 0.2274 0.2699 0.6358 0.078 Uiso 1 1 calc R . . H19B H 0.2319 0.1801 0.5961 0.078 Uiso 1 1 calc R . . H19C H 0.1840 0.2065 0.6085 0.078 Uiso 1 1 calc R . . N20 N 0.12359(9) 0.12809(17) 0.1091(2) 0.0337(6) Uani 1 1 d . . . C21 C 0.08648(12) 0.0846(2) 0.1091(3) 0.0394(8) Uani 1 1 d . . . C22 C 0.08633(13) 0.0010(2) 0.1110(3) 0.0497(10) Uani 1 1 d . . . H22 H 0.0599 -0.0288 0.1121 0.060 Uiso 1 1 calc R . . C23 C 0.12679(13) -0.0370(2) 0.1110(3) 0.0531(10) Uani 1 1 d . . . H23 H 0.1280 -0.0946 0.1118 0.064 Uiso 1 1 calc R . . C24 C 0.16531(14) 0.0061(2) 0.1100(3) 0.0502(10) Uani 1 1 d . . . H24 H 0.1927 -0.0206 0.1091 0.060 Uiso 1 1 calc R . . C25 C 0.16241(12) 0.0892(2) 0.1105(3) 0.0384(8) Uani 1 1 d . . . N26 N 0.05026(9) 0.13595(18) 0.1096(2) 0.0389(7) Uani 1 1 d . . . N27 N 0.05894(9) 0.21797(18) 0.1126(2) 0.0351(7) Uani 1 1 d . . . C28 C 0.01903(11) 0.2526(2) 0.1095(3) 0.0370(8) Uani 1 1 d . . . H28 H 0.0146 0.3094 0.1111 0.044 Uiso 1 1 calc R . . C29 C -0.01575(12) 0.1948(2) 0.1035(3) 0.0422(9) Uani 1 1 d . . . C30 C 0.00506(12) 0.1220(2) 0.1033(3) 0.0442(9) Uani 1 1 d . . . H30 H -0.0094 0.0703 0.0994 0.053 Uiso 1 1 calc R . . C31 C -0.06545(11) 0.2095(3) 0.0969(3) 0.0525(11) Uani 1 1 d . . . H31A H -0.0631 0.2478 0.1550 0.079 Uiso 1 1 calc R . . H31B H -0.0791 0.1582 0.1072 0.079 Uiso 1 1 calc R . . H31C H -0.0866 0.2323 0.0243 0.079 Uiso 1 1 calc R . . N32 N 0.19788(9) 0.14485(18) 0.1161(2) 0.0374(7) Uani 1 1 d . . . N33 N 0.18789(9) 0.22583(17) 0.1224(2) 0.0345(6) Uani 1 1 d . . . C34 C 0.22742(11) 0.2648(2) 0.1335(3) 0.0353(8) Uani 1 1 d . . . H34 H 0.2311 0.3220 0.1397 0.042 Uiso 1 1 calc R . . C35 C 0.26360(11) 0.2110(2) 0.1350(3) 0.0402(9) Uani 1 1 d . . . C36 C 0.24363(11) 0.1360(2) 0.1234(3) 0.0427(9) Uani 1 1 d . . . H36 H 0.2588 0.0863 0.1209 0.051 Uiso 1 1 calc R . . C37 C 0.31395(11) 0.2324(3) 0.1496(3) 0.0495(10) Uani 1 1 d . . . H37A H 0.3359 0.2357 0.2288 0.074 Uiso 1 1 calc R . . H37B H 0.3131 0.2849 0.1146 0.074 Uiso 1 1 calc R . . H37C H 0.3256 0.1906 0.1151 0.074 Uiso 1 1 calc R . . B38A B 0.2422(8) 0.4979(13) 0.1101(16) 0.055(10) Uiso 0.25 1 d PD A 1 F39A F 0.2062(8) 0.4798(16) 0.0085(15) 0.066(7) Uiso 0.25 1 d PD A 1 F40A F 0.2427(4) 0.4469(7) 0.1912(9) 0.093(3) Uiso 0.25 1 d PD A 1 F41A F 0.2853(6) 0.4923(12) 0.1010(16) 0.153(7) Uiso 0.25 1 d PD A 1 F42A F 0.2365(8) 0.5730(9) 0.1451(19) 0.075(6) Uiso 0.25 1 d PD A 1 B38B B 0.2468(2) 0.4977(4) 0.0827(8) 0.053(2) Uani 0.75 1 d PD B 2 F39B F 0.2020(2) 0.4635(5) 0.0174(5) 0.0621(16) Uani 0.75 1 d PD B 2 F40B F 0.27814(11) 0.43696(19) 0.1435(3) 0.0812(12) Uani 0.75 1 d PD B 2 F41B F 0.26441(15) 0.5337(2) 0.0144(4) 0.0868(12) Uani 0.75 1 d PD B 2 F42B F 0.2440(3) 0.5576(4) 0.1493(6) 0.090(2) Uani 0.75 1 d PD B 2 B43 B 0.0000 0.4370(4) 0.2500 0.0563(17) Uani 1 2 d S . . F44 F 0.00688(10) 0.48630(17) 0.1742(2) 0.0821(8) Uani 1 1 d . . . F45 F 0.04011(10) 0.39073(18) 0.3059(3) 0.0996(10) Uani 1 1 d . . . B46 B 0.0000 -0.0617(4) 0.2500 0.0562(17) Uani 1 2 d S . . F47 F -0.04037(9) -0.01296(17) 0.2005(3) 0.0848(9) Uani 1 1 d . . . F48 F 0.00604(10) -0.10939(17) 0.1727(2) 0.0858(9) Uani 1 1 d . . . O49 O 0.1328(5) 0.0842(8) -0.1420(11) 0.060(4) Uiso 0.20 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 0.0258(3) 0.0418(3) 0.0283(3) -0.0022(2) 0.0124(2) -0.0017(2) N2 0.0260(13) 0.0456(17) 0.0291(16) -0.0015(13) 0.0113(12) -0.0012(13) C3 0.0303(17) 0.047(2) 0.040(2) -0.0009(17) 0.0153(16) -0.0004(16) C4 0.047(2) 0.048(2) 0.043(2) 0.0061(18) 0.0170(19) 0.0047(18) C5 0.051(2) 0.041(2) 0.055(3) 0.0014(19) 0.019(2) 0.0031(18) C6 0.042(2) 0.047(2) 0.046(2) -0.0106(19) 0.0186(18) -0.0003(18) C7 0.0312(17) 0.048(2) 0.034(2) -0.0054(17) 0.0143(16) -0.0031(16) N8 0.0363(15) 0.0472(18) 0.0314(16) 0.0017(14) 0.0151(13) 0.0006(14) N9 0.0259(14) 0.0434(18) 0.0353(17) -0.0048(13) 0.0143(13) -0.0039(12) C10 0.0275(16) 0.057(2) 0.0316(19) -0.0098(18) 0.0157(15) -0.0082(17) C11 0.0289(17) 0.062(3) 0.0286(19) 0.0029(18) 0.0121(15) -0.0018(17) C12 0.0364(19) 0.059(3) 0.032(2) 0.0090(18) 0.0127(16) 0.0010(18) C13 0.042(2) 0.082(3) 0.030(2) -0.001(2) 0.0131(17) -0.007(2) N14 0.0344(15) 0.0439(18) 0.0301(16) -0.0055(13) 0.0126(13) -0.0044(13) N15 0.0274(13) 0.0405(17) 0.0348(16) -0.0057(14) 0.0150(12) -0.0048(13) C16 0.0293(17) 0.051(2) 0.036(2) 0.0067(17) 0.0154(16) -0.0021(16) C17 0.0296(17) 0.060(3) 0.0314(19) -0.0026(18) 0.0130(15) -0.0075(17) C18 0.0363(18) 0.055(2) 0.034(2) -0.0116(18) 0.0165(16) -0.0096(18) C19 0.048(2) 0.074(3) 0.034(2) 0.0022(19) 0.0183(18) -0.013(2) N20 0.0268(14) 0.0453(17) 0.0306(16) -0.0047(13) 0.0140(12) -0.0041(13) C21 0.0364(18) 0.047(2) 0.036(2) -0.0078(16) 0.0164(16) -0.0058(17) C22 0.046(2) 0.043(2) 0.062(3) -0.0111(19) 0.025(2) -0.0158(18) C23 0.051(2) 0.043(2) 0.067(3) -0.013(2) 0.027(2) -0.0060(19) C24 0.052(2) 0.046(2) 0.058(3) -0.0078(19) 0.029(2) 0.0033(19) C25 0.0371(19) 0.043(2) 0.036(2) -0.0068(16) 0.0170(16) -0.0039(16) N26 0.0305(15) 0.0432(18) 0.0445(18) -0.0053(14) 0.0175(13) -0.0074(13) N27 0.0282(14) 0.0468(18) 0.0290(16) -0.0041(13) 0.0112(12) -0.0029(13) C28 0.0267(16) 0.058(2) 0.0272(18) -0.0025(16) 0.0126(14) 0.0041(16) C29 0.0292(17) 0.066(3) 0.033(2) -0.0085(18) 0.0148(15) -0.0088(18) C30 0.0324(18) 0.063(3) 0.039(2) -0.0042(18) 0.0171(17) -0.0135(18) C31 0.0308(18) 0.082(3) 0.047(2) -0.010(2) 0.0191(18) -0.0079(19) N32 0.0290(14) 0.0437(17) 0.0422(18) -0.0046(14) 0.0178(13) 0.0016(13) N33 0.0315(14) 0.0443(18) 0.0281(15) 0.0003(12) 0.0135(12) -0.0011(13) C34 0.0280(17) 0.052(2) 0.0265(18) -0.0019(16) 0.0124(14) -0.0056(16) C35 0.0303(18) 0.063(3) 0.0284(19) 0.0003(17) 0.0135(15) 0.0000(18) C36 0.0306(18) 0.062(3) 0.038(2) -0.0025(18) 0.0169(16) 0.0085(18) C37 0.0301(18) 0.075(3) 0.046(2) 0.001(2) 0.0191(17) -0.0015(18) B38B 0.042(4) 0.056(5) 0.064(5) -0.009(4) 0.025(4) 0.008(3) F39B 0.049(3) 0.077(4) 0.053(3) 0.005(2) 0.015(2) 0.001(2) F40B 0.0557(19) 0.0410(18) 0.096(3) 0.0063(18) -0.0146(19) 0.0113(16) F41B 0.117(3) 0.060(2) 0.128(4) -0.014(2) 0.095(3) -0.016(2) F42B 0.120(5) 0.072(3) 0.055(3) -0.008(2) 0.016(3) 0.040(3) B43 0.058(4) 0.049(4) 0.063(5) 0.000 0.028(4) 0.000 F44 0.106(2) 0.086(2) 0.0679(18) -0.0135(15) 0.0505(16) -0.0283(16) F45 0.0780(18) 0.084(2) 0.107(2) -0.0107(18) 0.0119(17) 0.0307(16) B46 0.050(4) 0.053(4) 0.069(5) 0.000 0.029(4) 0.000 F47 0.0559(14) 0.0815(19) 0.115(2) 0.0406(17) 0.0352(15) 0.0065(13) F48 0.106(2) 0.082(2) 0.095(2) -0.0309(16) 0.0678(18) -0.0324(16) _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 N20 1.888(3) . ? Fe1 N2 1.892(3) . ? Fe1 N9 1.964(3) . ? Fe1 N15 1.968(3) . ? Fe1 N33 1.971(3) . ? Fe1 N27 1.972(2) . ? N2 C3 1.336(4) . ? N2 C7 1.344(4) . ? C3 C4 1.383(5) . ? C3 N8 1.404(4) . ? C4 C5 1.387(5) . ? C5 C6 1.389(5) . ? C6 C7 1.376(5) . ? C7 N14 1.396(4) . ? N8 C12 1.363(4) . ? N8 N9 1.382(4) . ? N9 C10 1.321(4) . ? C10 C11 1.415(5) . ? C11 C12 1.357(5) . ? C11 C13 1.503(5) . ? N14 C18 1.370(4) . ? N14 N15 1.378(4) . ? N15 C16 1.328(4) . ? C16 C17 1.406(5) . ? C17 C18 1.367(5) . ? C17 C19 1.497(5) . ? N20 C25 1.341(4) . ? N20 C21 1.342(4) . ? C21 C22 1.379(5) . ? C21 N26 1.396(4) . ? C22 C23 1.386(5) . ? C23 C24 1.380(5) . ? C24 C25 1.374(5) . ? C25 N32 1.397(4) . ? N26 C30 1.365(4) . ? N26 N27 1.376(4) . ? N27 C28 1.330(4) . ? C28 C29 1.403(5) . ? C29 C30 1.360(5) . ? C29 C31 1.502(4) . ? N32 C36 1.365(4) . ? N32 N33 1.381(4) . ? N33 C34 1.318(4) . ? C34 C35 1.411(5) . ? C35 C36 1.358(5) . ? C35 C37 1.505(4) . ? B38A F39A 1.362(17) . ? B38A F42A 1.364(17) . ? B38A F40A 1.371(17) . ? B38A F41A 1.376(17) . ? B38B F42B 1.358(9) . ? B38B F40B 1.382(7) . ? B38B F41B 1.382(10) . ? B38B F39B 1.384(8) . ? B43 F45 1.360(5) . ? B43 F44 1.387(5) . ? B46 F48 1.377(5) . ? B46 F47 1.377(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 N20 Fe1 N2 177.95(11) . . ? N20 Fe1 N9 101.63(11) . . ? N2 Fe1 N9 80.24(12) . . ? N20 Fe1 N15 97.63(11) . . ? N2 Fe1 N15 80.51(11) . . ? N9 Fe1 N15 160.74(12) . . ? N20 Fe1 N33 80.22(11) . . ? N2 Fe1 N33 100.62(11) . . ? N9 Fe1 N33 91.68(10) . . ? N15 Fe1 N33 91.16(10) . . ? N20 Fe1 N27 80.17(11) . . ? N2 Fe1 N27 98.99(11) . . ? N9 Fe1 N27 91.84(10) . . ? N15 Fe1 N27 91.84(10) . . ? N33 Fe1 N27 160.39(12) . . ? C3 N2 C7 119.7(3) . . ? C3 N2 Fe1 120.5(2) . . ? C7 N2 Fe1 119.8(2) . . ? N2 C3 C4 122.6(3) . . ? N2 C3 N8 110.3(3) . . ? C4 C3 N8 127.1(3) . . ? C3 C4 C5 116.5(4) . . ? C4 C5 C6 122.0(4) . . ? C7 C6 C5 116.9(4) . . ? N2 C7 C6 122.2(3) . . ? N2 C7 N14 110.6(3) . . ? C6 C7 N14 127.2(3) . . ? C12 N8 N9 111.0(3) . . ? C12 N8 C3 132.4(3) . . ? N9 N8 C3 116.5(3) . . ? C10 N9 N8 104.6(3) . . ? C10 N9 Fe1 143.0(3) . . ? N8 N9 Fe1 112.4(2) . . ? N9 C10 C11 111.7(3) . . ? C12 C11 C10 105.3(3) . . ? C12 C11 C13 128.0(4) . . ? C10 C11 C13 126.7(4) . . ? C11 C12 N8 107.4(3) . . ? C18 N14 N15 110.0(3) . . ? C18 N14 C7 132.9(3) . . ? N15 N14 C7 117.0(3) . . ? C16 N15 N14 105.5(3) . . ? C16 N15 Fe1 142.4(3) . . ? N14 N15 Fe1 112.1(2) . . ? N15 C16 C17 111.6(3) . . ? C18 C17 C16 105.0(3) . . ? C18 C17 C19 127.3(3) . . ? C16 C17 C19 127.7(4) . . ? C17 C18 N14 107.9(3) . . ? C25 N20 C21 119.0(3) . . ? C25 N20 Fe1 120.5(2) . . ? C21 N20 Fe1 120.3(2) . . ? N20 C21 C22 123.0(3) . . ? N20 C21 N26 110.3(3) . . ? C22 C21 N26 126.8(3) . . ? C21 C22 C23 116.3(3) . . ? C24 C23 C22 122.0(4) . . ? C25 C24 C23 117.2(3) . . ? N20 C25 C24 122.4(3) . . ? N20 C25 N32 110.3(3) . . ? C24 C25 N32 127.3(3) . . ? C30 N26 N27 110.2(3) . . ? C30 N26 C21 132.8(3) . . ? N27 N26 C21 117.0(3) . . ? C28 N27 N26 105.0(3) . . ? C28 N27 Fe1 142.9(3) . . ? N26 N27 Fe1 112.09(19) . . ? N27 C28 C29 111.8(3) . . ? C30 C29 C28 104.9(3) . . ? C30 C29 C31 127.2(3) . . ? C28 C29 C31 127.9(4) . . ? C29 C30 N26 108.2(3) . . ? C36 N32 N33 110.2(3) . . ? C36 N32 C25 132.8(3) . . ? N33 N32 C25 116.9(2) . . ? C34 N33 N32 105.2(3) . . ? C34 N33 Fe1 142.5(3) . . ? N32 N33 Fe1 112.14(19) . . ? N33 C34 C35 111.6(3) . . ? C36 C35 C34 105.2(3) . . ? C36 C35 C37 127.7(3) . . ? C34 C35 C37 127.1(3) . . ? C35 C36 N32 107.8(3) . . ? F39A B38A F42A 112.1(16) . . ? F39A B38A F40A 112.6(16) . . ? F42A B38A F40A 104.1(14) . . ? F39A B38A F41A 106.6(15) . . ? F42A B38A F41A 111.2(16) . . ? F40A B38A F41A 110.4(15) . . ? F42B B38B F40B 111.4(7) . . ? F42B B38B F41B 106.0(6) . . ? F40B B38B F41B 109.4(6) . . ? F42B B38B F39B 112.8(7) . . ? F40B B38B F39B 108.6(6) . . ? F41B B38B F39B 108.6(7) . . ? F45 B43 F45 111.6(6) 2 . ? F45 B43 F44 108.19(17) . 2 ? F45 B43 F44 110.27(19) . . ? F44 B43 F44 108.2(5) 2 . ? F48 B46 F48 110.2(6) 2 . ? F48 B46 F47 110.79(19) . . ? F48 B46 F47 108.22(15) . 2 ? F47 B46 F47 108.6(5) . 2 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.617 _refine_diff_density_min -0.939 _refine_diff_density_rms 0.200