# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Diener, Sara' 'Santoro, Amedeo' 'Kilner, Colin' 'Loughrey, Jonathan' 'Halcrow, Malcolm A.' _publ_contact_author_name 'Halcrow, Malcolm A.' _publ_contact_author_email M.A.Halcrow@leeds.ac.uk _publ_section_title ; Iron(II) Complexes of New Hexadentate 1,1,1-Tris-(iminomethyl)ethane Podands, and their 7-Methyl-1,3,5-triazaadamantane Rearrangement Products ; # Attachment '- Pytame analogues.CIF' data_mh220 _database_code_depnum_ccdc_archive 'CCDC 848507' #TrackingRef '- Pytame analogues.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [7-Methyl-2,4,9-tris-(6-methylpyridin-2-yl)-1,3,5-triaza-tricyclo- [3.3.1.1^3,7^]decane] dichloroiron(II) hydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H30 Cl2 Fe N6, H2 O' _chemical_formula_sum 'C26 H32 Cl2 Fe N6 O' _chemical_formula_weight 571.33 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' 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' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.3647(12) _cell_length_b 15.4763(11) _cell_length_c 26.538(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.818(5) _cell_angle_gamma 90.00 _cell_volume 5728.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 212108 _cell_measurement_theta_min 1.82 _cell_measurement_theta_max 28.31 _exptl_crystal_description Plate _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2344 _exptl_absorpt_coefficient_mu 0.740 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.956 _exptl_absorpt_correction_T_max 1.033 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 212108 _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.31 _reflns_number_total 13932 _reflns_number_gt 9752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _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 two complex molecules, one water molecule (O71), and a disordered region of solvent lying within channels in the lattice that was modelled using six partial water sites (O72A-O72F) whose occupancies sum to 1. No disorder was detected in the complex molecules during refinement, and no restraints were applied. All crystallographically ordered non-H atoms were refined anisotropically, while C-bound H atoms were placed in calculated positions and refined using a riding model. H atoms bound to the ordered water molecule (H71A and H71B) were located in the Fourier map and allowed to refine freely. Hydrogen atoms from the disordered water sites were not included in the final model, but are included in the density calculation. ; _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^)+(0.0440P)^2^+4.1207P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13932 _refine_ls_number_parameters 680 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 0.36609(2) 0.799046(19) 0.219773(12) 0.01870(8) Uani 1 1 d . . . Cl2 Cl 0.20573(4) 0.81636(4) 0.18325(2) 0.03255(14) Uani 1 1 d . . . Cl3 Cl 0.49788(5) 0.81493(4) 0.18063(3) 0.03452(15) Uani 1 1 d . . . N4 N 0.41374(12) 0.76482(10) 0.29986(7) 0.0169(4) Uani 1 1 d . . . C5 C 0.48647(15) 0.82943(13) 0.32830(8) 0.0186(4) Uani 1 1 d . . . H5 H 0.5432 0.8241 0.3128 0.022 Uiso 1 1 calc R . . N6 N 0.52161(13) 0.80762(11) 0.38371(7) 0.0205(4) Uani 1 1 d . . . C7 C 0.56869(15) 0.71959(13) 0.38559(8) 0.0195(4) Uani 1 1 d . . . H7 H 0.6164 0.7249 0.3638 0.023 Uiso 1 1 calc R . . N8 N 0.49908(12) 0.65109(11) 0.35987(7) 0.0187(4) Uani 1 1 d . . . C9 C 0.46566(15) 0.67908(12) 0.30519(8) 0.0172(4) Uani 1 1 d . . . H9 H 0.5254 0.6900 0.2931 0.021 Uiso 1 1 calc R . . C10 C 0.32951(14) 0.76036(13) 0.32510(8) 0.0184(4) Uani 1 1 d . . . H10A H 0.2824 0.7174 0.3067 0.022 Uiso 1 1 calc R . . H10B H 0.2974 0.8174 0.3225 0.022 Uiso 1 1 calc R . . C11 C 0.44002(16) 0.80208(14) 0.40978(9) 0.0223(4) Uani 1 1 d . . . H11A H 0.4090 0.8594 0.4087 0.027 Uiso 1 1 calc R . . H11B H 0.4651 0.7861 0.4467 0.027 Uiso 1 1 calc R . . C12 C 0.41619(15) 0.64610(13) 0.38515(8) 0.0205(4) Uani 1 1 d . . . H12A H 0.4398 0.6280 0.4218 0.025 Uiso 1 1 calc R . . H12B H 0.3702 0.6019 0.3673 0.025 Uiso 1 1 calc R . . C13 C 0.36424(15) 0.73430(13) 0.38316(8) 0.0202(4) Uani 1 1 d . . . C14 C 0.27991(17) 0.73024(16) 0.40985(9) 0.0290(5) Uani 1 1 d . . . H14A H 0.2480 0.7866 0.4071 0.044 Uiso 1 1 calc R . . H14B H 0.3042 0.7153 0.4465 0.044 Uiso 1 1 calc R . . H14C H 0.2340 0.6862 0.3929 0.044 Uiso 1 1 calc R . . C15 C 0.44707(15) 0.92106(13) 0.31503(9) 0.0212(4) Uani 1 1 d . . . N16 N 0.40154(13) 0.93036(11) 0.26400(7) 0.0209(4) Uani 1 1 d . . . C17 C 0.37497(15) 1.01141(14) 0.24566(9) 0.0240(5) Uani 1 1 d . . . C18 C 0.39067(17) 1.08378(14) 0.27902(10) 0.0291(5) Uani 1 1 d . . . H18 H 0.3712 1.1397 0.2658 0.035 Uiso 1 1 calc R . . C19 C 0.43489(18) 1.07280(15) 0.33137(10) 0.0304(5) Uani 1 1 d . . . H19 H 0.4442 1.1209 0.3543 0.037 Uiso 1 1 calc R . . C20 C 0.46569(17) 0.98993(14) 0.35004(10) 0.0274(5) Uani 1 1 d . . . H20 H 0.4981 0.9811 0.3853 0.033 Uiso 1 1 calc R . . C21 C 0.32966(17) 1.01988(15) 0.18826(10) 0.0309(5) Uani 1 1 d . . . H21A H 0.2631 0.9997 0.1811 0.046 Uiso 1 1 calc R . . H21B H 0.3656 0.9849 0.1686 0.046 Uiso 1 1 calc R . . H21C H 0.3309 1.0806 0.1779 0.046 Uiso 1 1 calc R . . C22 C 0.62769(16) 0.69932(14) 0.44060(8) 0.0226(5) Uani 1 1 d . . . N23 N 0.61146(13) 0.62600(12) 0.46492(7) 0.0231(4) Uani 1 1 d . . . C24 C 0.66864(16) 0.61001(14) 0.51320(9) 0.0246(5) Uani 1 1 d . . . C25 C 0.74253(19) 0.66602(16) 0.53745(9) 0.0329(6) Uani 1 1 d . . . H25 H 0.7801 0.6537 0.5713 0.040 Uiso 1 1 calc R . . C26 C 0.7604(2) 0.74072(17) 0.51101(10) 0.0394(6) Uani 1 1 d . . . H26 H 0.8112 0.7788 0.5262 0.047 Uiso 1 1 calc R . . C27 C 0.70172(19) 0.75776(17) 0.46186(10) 0.0348(6) Uani 1 1 d . . . H27 H 0.7117 0.8079 0.4432 0.042 Uiso 1 1 calc R . . C28 C 0.65076(19) 0.52568(16) 0.53875(10) 0.0333(6) Uani 1 1 d . . . H28A H 0.6863 0.4790 0.5269 0.050 Uiso 1 1 calc R . . H28B H 0.5821 0.5124 0.5293 0.050 Uiso 1 1 calc R . . H28C H 0.6724 0.5313 0.5765 0.050 Uiso 1 1 calc R . . C29 C 0.40814(15) 0.61402(13) 0.26659(8) 0.0181(4) Uani 1 1 d . . . N30 N 0.36805(12) 0.64956(11) 0.21915(7) 0.0191(4) Uani 1 1 d . . . C31 C 0.32845(15) 0.59556(14) 0.17913(8) 0.0214(4) Uani 1 1 d . . . C32 C 0.32590(16) 0.50566(14) 0.18650(9) 0.0249(5) Uani 1 1 d . . . H32 H 0.2975 0.4692 0.1582 0.030 Uiso 1 1 calc R . . C33 C 0.36502(16) 0.46981(14) 0.23527(9) 0.0248(5) Uani 1 1 d . . . H33 H 0.3631 0.4092 0.2406 0.030 Uiso 1 1 calc R . . C34 C 0.40731(15) 0.52519(13) 0.27633(9) 0.0221(5) Uani 1 1 d . . . H34 H 0.4347 0.5028 0.3099 0.026 Uiso 1 1 calc R . . C35 C 0.29102(18) 0.63550(16) 0.12594(9) 0.0303(5) Uani 1 1 d . . . H35A H 0.3406 0.6725 0.1176 0.046 Uiso 1 1 calc R . . H35B H 0.2339 0.6702 0.1259 0.046 Uiso 1 1 calc R . . H35C H 0.2743 0.5896 0.0999 0.046 Uiso 1 1 calc R . . Fe36 Fe 0.88590(2) 0.779269(19) 0.272796(12) 0.01772(8) Uani 1 1 d . . . Cl37 Cl 1.04977(4) 0.75719(3) 0.30285(2) 0.02480(12) Uani 1 1 d . . . Cl38 Cl 0.76353(4) 0.77205(4) 0.31838(2) 0.02843(13) Uani 1 1 d . . . N39 N 0.83606(12) 0.81498(10) 0.19313(7) 0.0161(3) Uani 1 1 d . . . C40 C 0.78672(15) 0.90174(13) 0.18709(8) 0.0174(4) Uani 1 1 d . . . H40 H 0.7248 0.8925 0.1973 0.021 Uiso 1 1 calc R . . N41 N 0.75997(12) 0.93040(11) 0.13226(7) 0.0193(4) Uani 1 1 d . . . C42 C 0.69037(15) 0.86381(14) 0.10389(8) 0.0209(4) Uani 1 1 d . . . H42 H 0.6371 0.8607 0.1222 0.025 Uiso 1 1 calc R . . N43 N 0.73387(12) 0.77469(11) 0.10710(7) 0.0198(4) Uani 1 1 d . . . C44 C 0.76315(15) 0.75244(13) 0.16282(8) 0.0179(4) Uani 1 1 d . . . H44 H 0.7045 0.7594 0.1765 0.021 Uiso 1 1 calc R . . C45 C 0.92387(14) 0.81675(13) 0.17073(8) 0.0183(4) Uani 1 1 d . . . H45A H 0.9540 0.7588 0.1741 0.022 Uiso 1 1 calc R . . H45B H 0.9712 0.8583 0.1905 0.022 Uiso 1 1 calc R . . C46 C 0.84718(15) 0.93364(14) 0.11023(9) 0.0216(4) Uani 1 1 d . . . H46A H 0.8935 0.9759 0.1300 0.026 Uiso 1 1 calc R . . H46B H 0.8283 0.9533 0.0737 0.026 Uiso 1 1 calc R . . C47 C 0.81944(15) 0.77755(14) 0.08419(8) 0.0211(4) Uani 1 1 d . . . H47A H 0.7986 0.7936 0.0471 0.025 Uiso 1 1 calc R . . H47B H 0.8487 0.7193 0.0863 0.025 Uiso 1 1 calc R . . C48 C 0.89573(15) 0.84349(14) 0.11271(8) 0.0202(4) Uani 1 1 d . . . C49 C 0.98293(16) 0.84524(17) 0.08862(9) 0.0292(5) Uani 1 1 d . . . H49A H 1.0295 0.8878 0.1069 0.044 Uiso 1 1 calc R . . H49B H 0.9622 0.8611 0.0519 0.044 Uiso 1 1 calc R . . H49C H 1.0128 0.7879 0.0917 0.044 Uiso 1 1 calc R . . C50 C 0.84387(14) 0.96534(13) 0.22700(8) 0.0172(4) Uani 1 1 d . . . N51 N 0.88718(12) 0.92790(11) 0.27324(7) 0.0184(4) Uani 1 1 d . . . C52 C 0.92639(15) 0.98037(13) 0.31445(9) 0.0210(4) Uani 1 1 d . . . C53 C 0.92218(16) 1.07097(14) 0.30937(9) 0.0238(5) Uani 1 1 d . . . H53 H 0.9498 1.1066 0.3382 0.029 Uiso 1 1 calc R . . C54 C 0.87744(15) 1.10824(14) 0.26196(9) 0.0238(5) Uani 1 1 d . . . H54 H 0.8736 1.1693 0.2584 0.029 Uiso 1 1 calc R . . C55 C 0.83804(15) 1.05488(13) 0.21948(9) 0.0212(4) Uani 1 1 d . . . H55 H 0.8083 1.0788 0.1866 0.025 Uiso 1 1 calc R . . C56 C 0.97028(18) 0.93784(15) 0.36590(9) 0.0301(5) Uani 1 1 d . . . H56A H 1.0276 0.9055 0.3632 0.045 Uiso 1 1 calc R . . H56B H 0.9237 0.8982 0.3750 0.045 Uiso 1 1 calc R . . H56C H 0.9880 0.9822 0.3928 0.045 Uiso 1 1 calc R . . C57 C 0.64424(15) 0.88997(15) 0.04739(9) 0.0247(5) Uani 1 1 d . . . N58 N 0.59401(14) 0.82560(13) 0.01805(7) 0.0294(4) Uani 1 1 d . . . C59 C 0.54741(18) 0.84341(19) -0.03195(10) 0.0364(6) Uani 1 1 d . . . C60 C 0.55165(19) 0.9256(2) -0.05367(11) 0.0426(7) Uani 1 1 d . . . H60 H 0.5211 0.9358 -0.0891 0.051 Uiso 1 1 calc R . . C61 C 0.60064(19) 0.9919(2) -0.02321(11) 0.0414(7) Uani 1 1 d . . . H61 H 0.6024 1.0482 -0.0371 0.050 Uiso 1 1 calc R . . C62 C 0.64765(17) 0.97416(17) 0.02868(10) 0.0314(5) Uani 1 1 d . . . H62 H 0.6810 1.0184 0.0505 0.038 Uiso 1 1 calc R . . C63 C 0.4901(3) 0.7701(2) -0.06264(12) 0.0595(9) Uani 1 1 d . . . H63A H 0.4928 0.7195 -0.0402 0.089 Uiso 1 1 calc R . . H63B H 0.5173 0.7553 -0.0921 0.089 Uiso 1 1 calc R . . H63C H 0.4233 0.7882 -0.0755 0.089 Uiso 1 1 calc R . . C64 C 0.79852(15) 0.65963(13) 0.17652(8) 0.0191(4) Uani 1 1 d . . . N65 N 0.84639(12) 0.64984(11) 0.22741(7) 0.0190(4) Uani 1 1 d . . . C66 C 0.86897(15) 0.56813(13) 0.24577(9) 0.0202(4) Uani 1 1 d . . . C67 C 0.84552(16) 0.49552(14) 0.21303(9) 0.0250(5) Uani 1 1 d . . . H67 H 0.8620 0.4391 0.2263 0.030 Uiso 1 1 calc R . . C68 C 0.79799(17) 0.50693(14) 0.16105(10) 0.0275(5) Uani 1 1 d . . . H68 H 0.7825 0.4584 0.1387 0.033 Uiso 1 1 calc R . . C69 C 0.77339(16) 0.59043(14) 0.14217(9) 0.0249(5) Uani 1 1 d . . . H69 H 0.7406 0.5997 0.1070 0.030 Uiso 1 1 calc R . . C70 C 0.91709(16) 0.55855(14) 0.30293(9) 0.0252(5) Uani 1 1 d . . . H70A H 0.8731 0.5777 0.3238 0.038 Uiso 1 1 calc R . . H70B H 0.9753 0.5940 0.3113 0.038 Uiso 1 1 calc R . . H70C H 0.9340 0.4978 0.3106 0.038 Uiso 1 1 calc R . . O71 O 0.50040(16) 0.69509(15) 0.07452(9) 0.0488(5) Uani 1 1 d . . . H71A H 0.539(3) 0.729(3) 0.0578(16) 0.088(13) Uiso 1 1 d . . . H71B H 0.499(3) 0.732(3) 0.1027(19) 0.109(17) Uiso 1 1 d . . . O72A O 0.3065(8) 0.4296(7) 0.0138(4) 0.076(3) Uiso 0.25 1 d P A 1 O72B O 0.3695(11) 0.5055(10) -0.0093(6) 0.063(4) Uiso 0.15 1 d P B 2 O72C O 0.2417(11) 0.5030(9) -0.0048(6) 0.055(4) Uiso 0.15 1 d P C 3 O72D O 0.2262(9) 0.4598(8) 0.0321(5) 0.062(3) Uiso 0.20 1 d P D 4 O72E O 0.1525(14) 0.4746(13) -0.0017(8) 0.045(5) Uiso 0.10 1 d P E 5 O72F O 0.0696(9) 0.5358(8) 0.0087(5) 0.043(3) Uiso 0.15 1 d P F 6 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 0.01802(15) 0.01984(15) 0.01792(16) 0.00300(12) 0.00365(12) 0.00187(12) Cl2 0.0213(3) 0.0382(3) 0.0345(3) -0.0049(3) -0.0005(2) 0.0068(2) Cl3 0.0366(3) 0.0269(3) 0.0488(4) -0.0016(3) 0.0274(3) -0.0025(2) N4 0.0167(9) 0.0145(8) 0.0200(9) 0.0010(7) 0.0057(7) 0.0003(6) C5 0.0193(10) 0.0187(10) 0.0181(11) 0.0007(8) 0.0046(8) -0.0004(8) N6 0.0231(9) 0.0202(9) 0.0182(9) 0.0017(7) 0.0047(7) -0.0011(7) C7 0.0177(10) 0.0212(10) 0.0189(11) 0.0014(8) 0.0031(8) -0.0011(8) N8 0.0182(9) 0.0206(9) 0.0163(9) 0.0028(7) 0.0024(7) -0.0015(7) C9 0.0174(10) 0.0161(10) 0.0184(11) 0.0005(8) 0.0045(8) 0.0021(7) C10 0.0162(10) 0.0189(10) 0.0207(11) 0.0016(8) 0.0056(8) 0.0000(8) C11 0.0249(11) 0.0235(11) 0.0193(11) -0.0018(9) 0.0069(9) -0.0008(9) C12 0.0216(11) 0.0222(10) 0.0182(11) 0.0039(8) 0.0057(9) -0.0024(8) C13 0.0199(11) 0.0221(11) 0.0194(11) 0.0011(8) 0.0064(9) -0.0009(8) C14 0.0276(12) 0.0371(13) 0.0246(12) 0.0003(10) 0.0104(10) -0.0004(10) C15 0.0214(11) 0.0188(10) 0.0255(12) 0.0009(9) 0.0100(9) -0.0011(8) N16 0.0185(9) 0.0196(9) 0.0258(10) 0.0036(7) 0.0077(8) 0.0021(7) C17 0.0183(11) 0.0205(11) 0.0356(14) 0.0080(9) 0.0111(10) 0.0021(8) C18 0.0284(13) 0.0167(10) 0.0458(16) 0.0071(10) 0.0160(11) 0.0019(9) C19 0.0364(14) 0.0182(11) 0.0417(15) -0.0045(10) 0.0192(12) -0.0023(9) C20 0.0306(13) 0.0233(11) 0.0302(13) -0.0024(9) 0.0113(10) -0.0047(9) C21 0.0258(12) 0.0261(12) 0.0406(15) 0.0125(10) 0.0072(11) 0.0046(9) C22 0.0227(11) 0.0258(11) 0.0183(11) -0.0016(9) 0.0028(9) 0.0007(9) N23 0.0228(10) 0.0258(10) 0.0208(10) 0.0026(8) 0.0057(8) 0.0041(7) C24 0.0266(12) 0.0274(12) 0.0204(12) 0.0008(9) 0.0072(9) 0.0079(9) C25 0.0374(14) 0.0386(14) 0.0184(12) -0.0021(10) -0.0019(10) 0.0063(11) C26 0.0421(16) 0.0379(15) 0.0304(14) -0.0060(11) -0.0066(12) -0.0091(12) C27 0.0373(14) 0.0328(13) 0.0289(14) 0.0038(10) -0.0026(11) -0.0071(11) C28 0.0355(14) 0.0376(14) 0.0263(13) 0.0093(10) 0.0064(11) 0.0073(11) C29 0.0158(10) 0.0204(10) 0.0190(11) -0.0006(8) 0.0063(8) 0.0006(8) N30 0.0175(9) 0.0203(9) 0.0200(9) 0.0001(7) 0.0054(7) 0.0003(7) C31 0.0179(10) 0.0254(11) 0.0216(11) -0.0022(9) 0.0060(9) -0.0003(8) C32 0.0227(11) 0.0243(11) 0.0281(13) -0.0078(9) 0.0069(10) -0.0042(9) C33 0.0263(12) 0.0181(10) 0.0323(13) -0.0010(9) 0.0112(10) -0.0001(9) C34 0.0222(11) 0.0204(11) 0.0245(12) 0.0025(9) 0.0073(9) 0.0014(8) C35 0.0360(14) 0.0316(13) 0.0216(12) -0.0023(10) 0.0033(10) -0.0043(10) Fe36 0.01917(16) 0.01702(15) 0.01639(15) 0.00101(11) 0.00313(12) 0.00022(11) Cl37 0.0194(3) 0.0226(3) 0.0307(3) -0.0003(2) 0.0026(2) 0.0011(2) Cl38 0.0302(3) 0.0249(3) 0.0356(3) -0.0046(2) 0.0184(3) -0.0049(2) N39 0.0158(8) 0.0156(8) 0.0172(9) -0.0004(7) 0.0043(7) -0.0010(6) C40 0.0170(10) 0.0166(10) 0.0188(11) 0.0020(8) 0.0049(8) 0.0005(8) N41 0.0166(9) 0.0227(9) 0.0176(9) 0.0028(7) 0.0024(7) -0.0010(7) C42 0.0167(10) 0.0266(11) 0.0190(11) 0.0009(9) 0.0034(8) -0.0005(8) N43 0.0180(9) 0.0251(9) 0.0159(9) -0.0010(7) 0.0033(7) -0.0014(7) C44 0.0161(10) 0.0202(10) 0.0170(10) -0.0017(8) 0.0033(8) -0.0024(8) C45 0.0144(10) 0.0206(10) 0.0200(11) 0.0018(8) 0.0042(8) -0.0007(8) C46 0.0185(11) 0.0263(11) 0.0197(11) 0.0038(9) 0.0038(9) -0.0031(8) C47 0.0190(11) 0.0280(11) 0.0171(11) -0.0004(9) 0.0055(8) -0.0006(8) C48 0.0173(10) 0.0269(11) 0.0171(11) 0.0011(8) 0.0053(8) -0.0012(8) C49 0.0227(12) 0.0410(14) 0.0250(13) 0.0052(10) 0.0080(10) -0.0011(10) C50 0.0151(10) 0.0169(10) 0.0212(11) 0.0001(8) 0.0075(8) 0.0001(7) N51 0.0180(9) 0.0181(8) 0.0191(9) -0.0006(7) 0.0041(7) 0.0002(7) C52 0.0184(11) 0.0219(11) 0.0228(12) -0.0043(9) 0.0052(9) -0.0023(8) C53 0.0207(11) 0.0228(11) 0.0303(13) -0.0083(9) 0.0105(10) -0.0039(9) C54 0.0218(11) 0.0162(10) 0.0372(14) -0.0017(9) 0.0145(10) -0.0015(8) C55 0.0178(10) 0.0197(10) 0.0271(12) 0.0035(9) 0.0075(9) 0.0011(8) C56 0.0361(14) 0.0287(12) 0.0223(12) -0.0067(10) 0.0007(10) -0.0015(10) C57 0.0144(10) 0.0371(13) 0.0219(12) 0.0019(10) 0.0031(9) 0.0006(9) N58 0.0271(11) 0.0408(12) 0.0187(10) -0.0016(8) 0.0024(8) -0.0023(9) C59 0.0280(13) 0.0576(17) 0.0213(13) -0.0008(12) 0.0016(10) -0.0020(12) C60 0.0325(14) 0.069(2) 0.0241(14) 0.0117(13) 0.0014(11) -0.0008(13) C61 0.0303(14) 0.0544(17) 0.0365(16) 0.0199(13) 0.0019(12) -0.0009(12) C62 0.0216(12) 0.0391(14) 0.0305(14) 0.0063(11) 0.0002(10) -0.0022(10) C63 0.065(2) 0.075(2) 0.0285(16) -0.0094(15) -0.0074(15) -0.0135(18) C64 0.0159(10) 0.0193(10) 0.0235(11) -0.0021(8) 0.0077(9) -0.0044(8) N65 0.0173(9) 0.0193(9) 0.0215(10) -0.0001(7) 0.0065(7) -0.0013(7) C66 0.0166(10) 0.0184(10) 0.0283(12) 0.0014(9) 0.0107(9) -0.0008(8) C67 0.0247(12) 0.0178(10) 0.0370(14) -0.0008(9) 0.0158(10) 0.0008(8) C68 0.0302(13) 0.0218(11) 0.0328(14) -0.0097(10) 0.0122(11) -0.0060(9) C69 0.0260(12) 0.0245(11) 0.0251(12) -0.0059(9) 0.0080(10) -0.0048(9) C70 0.0245(12) 0.0210(11) 0.0298(13) 0.0042(9) 0.0061(10) 0.0023(9) O71 0.0487(13) 0.0534(13) 0.0420(13) 0.0040(11) 0.0062(10) -0.0147(10) _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 N4 2.1380(18) . ? Fe1 Cl2 2.2915(7) . ? Fe1 N30 2.3137(17) . ? Fe1 N16 2.3413(18) . ? Fe1 Cl3 2.3796(7) . ? N4 C5 1.511(3) . ? N4 C9 1.512(2) . ? N4 C10 1.518(3) . ? C5 N6 1.475(3) . ? C5 C15 1.536(3) . ? N6 C11 1.499(3) . ? N6 C7 1.517(3) . ? C7 N8 1.505(3) . ? C7 C22 1.535(3) . ? N8 C9 1.480(3) . ? N8 C12 1.502(3) . ? C9 C29 1.530(3) . ? C10 C13 1.555(3) . ? C11 C13 1.555(3) . ? C12 C13 1.551(3) . ? C13 C14 1.544(3) . ? C15 N16 1.363(3) . ? C15 C20 1.397(3) . ? N16 C17 1.367(3) . ? C17 C18 1.412(3) . ? C17 C21 1.512(3) . ? C18 C19 1.393(4) . ? C19 C20 1.408(3) . ? C22 N23 1.353(3) . ? C22 C27 1.407(3) . ? N23 C24 1.369(3) . ? C24 C25 1.402(3) . ? C24 C28 1.521(3) . ? C25 C26 1.407(4) . ? C26 C27 1.398(4) . ? C29 N30 1.369(3) . ? C29 C34 1.399(3) . ? N30 C31 1.364(3) . ? C31 C32 1.407(3) . ? C31 C35 1.517(3) . ? C32 C33 1.397(3) . ? C33 C34 1.405(3) . ? Fe36 N39 2.1365(17) . ? Fe36 N51 2.3004(17) . ? Fe36 Cl37 2.3231(6) . ? Fe36 N65 2.3364(17) . ? Fe36 Cl38 2.3625(6) . ? N39 C40 1.509(2) . ? N39 C44 1.509(3) . ? N39 C45 1.518(3) . ? C40 N41 1.481(3) . ? C40 C50 1.533(3) . ? N41 C46 1.505(3) . ? N41 C42 1.506(3) . ? C42 N43 1.508(3) . ? C42 C57 1.541(3) . ? N43 C44 1.478(3) . ? N43 C47 1.496(3) . ? C44 C64 1.538(3) . ? C45 C48 1.552(3) . ? C46 C48 1.554(3) . ? C47 C48 1.555(3) . ? C48 C49 1.536(3) . ? C50 N51 1.365(3) . ? C50 C55 1.400(3) . ? N51 C52 1.371(3) . ? C52 C53 1.409(3) . ? C52 C56 1.511(3) . ? C53 C54 1.394(3) . ? C54 C55 1.403(3) . ? C57 N58 1.360(3) . ? C57 C62 1.399(3) . ? N58 C59 1.364(3) . ? C59 C60 1.403(4) . ? C59 C63 1.519(4) . ? C60 C61 1.390(4) . ? C61 C62 1.408(4) . ? C64 N65 1.370(3) . ? C64 C69 1.397(3) . ? N65 C66 1.366(3) . ? C66 C67 1.411(3) . ? C66 C70 1.517(3) . ? C67 C68 1.397(3) . ? C68 C69 1.401(3) . ? O71 H71A 0.95(4) . ? O71 H71B 0.94(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 N4 Fe1 Cl2 120.02(5) . . ? N4 Fe1 N30 75.99(6) . . ? Cl2 Fe1 N30 97.27(5) . . ? N4 Fe1 N16 74.75(6) . . ? Cl2 Fe1 N16 100.77(5) . . ? N30 Fe1 N16 150.45(6) . . ? N4 Fe1 Cl3 111.12(5) . . ? Cl2 Fe1 Cl3 128.86(3) . . ? N30 Fe1 Cl3 95.04(5) . . ? N16 Fe1 Cl3 91.65(5) . . ? C5 N4 C9 105.50(15) . . ? C5 N4 C10 109.78(15) . . ? C9 N4 C10 110.25(15) . . ? C5 N4 Fe1 110.58(12) . . ? C9 N4 Fe1 110.13(12) . . ? C10 N4 Fe1 110.50(12) . . ? N6 C5 N4 112.18(16) . . ? N6 C5 C15 117.35(17) . . ? N4 C5 C15 108.87(16) . . ? C5 N6 C11 110.73(17) . . ? C5 N6 C7 106.40(16) . . ? C11 N6 C7 108.97(16) . . ? N8 C7 N6 112.03(16) . . ? N8 C7 C22 116.33(17) . . ? N6 C7 C22 110.83(17) . . ? C9 N8 C12 110.30(16) . . ? C9 N8 C7 105.26(15) . . ? C12 N8 C7 110.22(16) . . ? N8 C9 N4 112.69(16) . . ? N8 C9 C29 117.42(17) . . ? N4 C9 C29 109.84(16) . . ? N4 C10 C13 110.37(16) . . ? N6 C11 C13 111.63(17) . . ? N8 C12 C13 111.47(16) . . ? C14 C13 C12 111.88(17) . . ? C14 C13 C11 111.10(18) . . ? C12 C13 C11 107.43(17) . . ? C14 C13 C10 111.34(18) . . ? C12 C13 C10 107.45(17) . . ? C11 C13 C10 107.42(17) . . ? N16 C15 C20 123.4(2) . . ? N16 C15 C5 112.85(18) . . ? C20 C15 C5 123.4(2) . . ? C15 N16 C17 118.53(19) . . ? C15 N16 Fe1 113.68(13) . . ? C17 N16 Fe1 127.54(15) . . ? N16 C17 C18 121.0(2) . . ? N16 C17 C21 117.1(2) . . ? C18 C17 C21 121.9(2) . . ? C19 C18 C17 119.7(2) . . ? C18 C19 C20 119.5(2) . . ? C15 C20 C19 117.8(2) . . ? N23 C22 C27 123.2(2) . . ? N23 C22 C7 120.40(19) . . ? C27 C22 C7 116.3(2) . . ? C22 N23 C24 117.69(19) . . ? N23 C24 C25 122.5(2) . . ? N23 C24 C28 116.4(2) . . ? C25 C24 C28 121.1(2) . . ? C24 C25 C26 119.1(2) . . ? C27 C26 C25 118.6(2) . . ? C26 C27 C22 118.8(2) . . ? N30 C29 C34 123.00(19) . . ? N30 C29 C9 113.12(17) . . ? C34 C29 C9 123.35(19) . . ? C31 N30 C29 118.39(18) . . ? C31 N30 Fe1 127.92(14) . . ? C29 N30 Fe1 113.49(13) . . ? N30 C31 C32 121.2(2) . . ? N30 C31 C35 117.64(19) . . ? C32 C31 C35 121.1(2) . . ? C33 C32 C31 120.2(2) . . ? C32 C33 C34 118.7(2) . . ? C29 C34 C33 118.5(2) . . ? N39 Fe36 N51 75.33(6) . . ? N39 Fe36 Cl37 116.76(5) . . ? N51 Fe36 Cl37 98.00(5) . . ? N39 Fe36 N65 74.27(6) . . ? N51 Fe36 N65 149.38(6) . . ? Cl37 Fe36 N65 98.76(5) . . ? N39 Fe36 Cl38 113.86(5) . . ? N51 Fe36 Cl38 92.91(5) . . ? Cl37 Fe36 Cl38 129.35(3) . . ? N65 Fe36 Cl38 96.00(4) . . ? C40 N39 C44 105.40(15) . . ? C40 N39 C45 110.83(15) . . ? C44 N39 C45 109.80(15) . . ? C40 N39 Fe36 111.91(12) . . ? C44 N39 Fe36 112.78(12) . . ? C45 N39 Fe36 106.19(12) . . ? N41 C40 N39 112.07(16) . . ? N41 C40 C50 117.18(16) . . ? N39 C40 C50 109.73(16) . . ? C40 N41 C46 110.31(16) . . ? C40 N41 C42 105.76(15) . . ? C46 N41 C42 110.08(16) . . ? N41 C42 N43 112.39(16) . . ? N41 C42 C57 112.73(17) . . ? N43 C42 C57 111.79(17) . . ? C44 N43 C47 110.38(16) . . ? C44 N43 C42 106.55(16) . . ? C47 N43 C42 108.62(16) . . ? N43 C44 N39 112.28(16) . . ? N43 C44 C64 116.95(17) . . ? N39 C44 C64 108.96(16) . . ? N39 C45 C48 110.46(16) . . ? N41 C46 C48 111.13(16) . . ? N43 C47 C48 111.93(17) . . ? C49 C48 C45 111.87(17) . . ? C49 C48 C46 111.64(18) . . ? C45 C48 C46 106.81(17) . . ? C49 C48 C47 111.03(18) . . ? C45 C48 C47 107.11(17) . . ? C46 C48 C47 108.15(17) . . ? N51 C50 C55 123.18(19) . . ? N51 C50 C40 113.72(17) . . ? C55 C50 C40 122.23(19) . . ? C50 N51 C52 118.55(18) . . ? C50 N51 Fe36 114.74(13) . . ? C52 N51 Fe36 126.70(14) . . ? N51 C52 C53 120.9(2) . . ? N51 C52 C56 117.79(18) . . ? C53 C52 C56 121.3(2) . . ? C54 C53 C52 119.9(2) . . ? C53 C54 C55 119.5(2) . . ? C50 C55 C54 118.0(2) . . ? N58 C57 C62 122.5(2) . . ? N58 C57 C42 114.23(19) . . ? C62 C57 C42 123.1(2) . . ? C57 N58 C59 118.6(2) . . ? N58 C59 C60 121.6(2) . . ? N58 C59 C63 116.6(3) . . ? C60 C59 C63 121.8(2) . . ? C61 C60 C59 119.7(2) . . ? C60 C61 C62 118.9(3) . . ? C57 C62 C61 118.6(2) . . ? N65 C64 C69 123.3(2) . . ? N65 C64 C44 113.34(17) . . ? C69 C64 C44 122.9(2) . . ? C66 N65 C64 118.33(18) . . ? C66 N65 Fe36 127.02(14) . . ? C64 N65 Fe36 114.60(13) . . ? N65 C66 C67 121.1(2) . . ? N65 C66 C70 117.38(18) . . ? C67 C66 C70 121.52(19) . . ? C68 C67 C66 119.7(2) . . ? C67 C68 C69 119.5(2) . . ? C64 C69 C68 118.1(2) . . ? H71A O71 H71B 99(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C7 H7 Cl38 1.00 2.77 3.749(2) 166.6 . C42 H42 Cl3 1.00 2.90 3.880(2) 167.8 . O71 H71B Cl3 0.94(5) 2.44(5) 3.379(3) 175(4) . O71 H71A N58 0.95(4) 2.09(4) 3.016(3) 165(3) . _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.667 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.071 #=END data_mh224 _database_code_depnum_ccdc_archive 'CCDC 848508' #TrackingRef '- Pytame analogues.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [7-Methyl-2,4,9-tris-(6-bromopyridin-2-yl)-1,3,5-triaza-tricyclo- [3.3.1.1^3,7^]decanonium] tetrafluoroborate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H22 Br3 N6, B F4' _chemical_formula_sum 'C23 H22 B Br3 F4 N6' _chemical_formula_weight 709.01 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.3839(10) _cell_length_b 8.7025(7) _cell_length_c 23.2274(16) _cell_angle_alpha 90.00 _cell_angle_beta 92.921(3) _cell_angle_gamma 90.00 _cell_volume 2701.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 47518 _cell_measurement_theta_min 1.76 _cell_measurement_theta_max 28.51 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.743 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 4.531 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.817 _exptl_absorpt_correction_T_max 0.977 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47518 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 28.51 _reflns_number_total 6637 _reflns_number_gt 4840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2001)' _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. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, and C-bound H atoms were placed in calculated positions and refined using a riding model. The N-bound H atoms N1 was located in the Fourier map, and refined with an isotropical thermal parameter U~eq~ = 1.2U~eq~(N1). The highest residual Fourier peak of +1.3 e.\%A^-3^, and deepest hole of -1.4 e.\%A^-3^, both lie <1%A from Br25. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0383P)^2^+2.7105P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6637 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0885 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 N1 N 0.32581(15) 0.6939(3) 0.32768(9) 0.0195(4) Uani 1 1 d . . . H1 H 0.342(2) 0.604(4) 0.3223(12) 0.023 Uiso 1 1 d . . . C2 C 0.33381(19) 0.7363(3) 0.39269(10) 0.0210(5) Uani 1 1 d . . . H2 H 0.2842 0.6713 0.4123 0.025 Uiso 1 1 calc R . . N3 N 0.30444(16) 0.8958(2) 0.40036(9) 0.0222(5) Uani 1 1 d . . . C4 C 0.1980(2) 0.9172(3) 0.37792(12) 0.0253(6) Uani 1 1 d . . . H4 H 0.1834 1.0297 0.3801 0.030 Uiso 1 1 calc R . . N5 N 0.18496(16) 0.8729(2) 0.31637(10) 0.0236(5) Uani 1 1 d . . . C6 C 0.21404(18) 0.7127(3) 0.30946(12) 0.0229(5) Uani 1 1 d . . . H6 H 0.1753 0.6508 0.3369 0.027 Uiso 1 1 calc R . . C7 C 0.39214(18) 0.7982(3) 0.29365(11) 0.0195(5) Uani 1 1 d . . . H7A H 0.3861 0.7709 0.2522 0.023 Uiso 1 1 calc R . . H7B H 0.4629 0.7853 0.3073 0.023 Uiso 1 1 calc R . . C8 C 0.36907(19) 1.0019(3) 0.36737(11) 0.0234(6) Uani 1 1 d . . . H8A H 0.4398 0.9898 0.3813 0.028 Uiso 1 1 calc R . . H8B H 0.3491 1.1096 0.3742 0.028 Uiso 1 1 calc R . . C9 C 0.2470(2) 0.9778(3) 0.28207(12) 0.0258(6) Uani 1 1 d . . . H9A H 0.2236 1.0848 0.2865 0.031 Uiso 1 1 calc R . . H9B H 0.2388 0.9502 0.2407 0.031 Uiso 1 1 calc R . . C10 C 0.35917(19) 0.9668(3) 0.30209(11) 0.0216(5) Uani 1 1 d . . . C11 C 0.4240(2) 1.0756(3) 0.26816(12) 0.0290(6) Uani 1 1 d . . . H11A H 0.4945 1.0616 0.2806 0.044 Uiso 1 1 calc R . . H11B H 0.4042 1.1821 0.2752 0.044 Uiso 1 1 calc R . . H11C H 0.4150 1.0529 0.2269 0.044 Uiso 1 1 calc R . . C12 C 0.43727(19) 0.6944(3) 0.41873(11) 0.0216(5) Uani 1 1 d . . . N13 N 0.48206(16) 0.5741(3) 0.39342(9) 0.0222(5) Uani 1 1 d . . . C14 C 0.5683(2) 0.5239(3) 0.41856(11) 0.0240(6) Uani 1 1 d . . . C15 C 0.6156(2) 0.5887(4) 0.46777(12) 0.0300(6) Uani 1 1 d . . . H15 H 0.6777 0.5505 0.4834 0.036 Uiso 1 1 calc R . . C16 C 0.5676(2) 0.7117(4) 0.49284(12) 0.0325(7) Uani 1 1 d . . . H16 H 0.5966 0.7591 0.5265 0.039 Uiso 1 1 calc R . . C17 C 0.4769(2) 0.7655(3) 0.46848(11) 0.0282(6) Uani 1 1 d . . . H17 H 0.4430 0.8487 0.4854 0.034 Uiso 1 1 calc R . . Br18 Br 0.62693(2) 0.34732(4) 0.384140(13) 0.03629(9) Uani 1 1 d . . . C19 C 0.1241(2) 0.8359(3) 0.41620(13) 0.0293(6) Uani 1 1 d . . . N20 N 0.04834(17) 0.7567(3) 0.38928(11) 0.0327(6) Uani 1 1 d . . . C21 C -0.0165(2) 0.6888(4) 0.42247(16) 0.0392(8) Uani 1 1 d . . . C22 C -0.0147(3) 0.6945(4) 0.48167(17) 0.0523(10) Uani 1 1 d . . . H22 H -0.0640 0.6443 0.5029 0.063 Uiso 1 1 calc R . . C23 C 0.0626(3) 0.7773(5) 0.50886(17) 0.0589(11) Uani 1 1 d . . . H23 H 0.0671 0.7849 0.5497 0.071 Uiso 1 1 calc R . . C24 C 0.1342(3) 0.8498(4) 0.47601(15) 0.0456(9) Uani 1 1 d . . . H24 H 0.1879 0.9066 0.4940 0.055 Uiso 1 1 calc R . . Br25 Br -0.12034(3) 0.57137(5) 0.38259(2) 0.06162(13) Uani 1 1 d . . . C26 C 0.1891(2) 0.6496(3) 0.24919(12) 0.0261(6) Uani 1 1 d . . . N27 N 0.25994(16) 0.5654(3) 0.22423(10) 0.0258(5) Uani 1 1 d . . . C28 C 0.2335(2) 0.5032(3) 0.17298(12) 0.0287(6) Uani 1 1 d . . . C29 C 0.1404(2) 0.5159(4) 0.14465(14) 0.0394(8) Uani 1 1 d . . . H29 H 0.1259 0.4675 0.1085 0.047 Uiso 1 1 calc R . . C30 C 0.0690(2) 0.6029(4) 0.17160(16) 0.0505(10) Uani 1 1 d . . . H30 H 0.0040 0.6151 0.1538 0.061 Uiso 1 1 calc R . . C31 C 0.0928(2) 0.6722(4) 0.22470(15) 0.0411(8) Uani 1 1 d . . . H31 H 0.0452 0.7327 0.2435 0.049 Uiso 1 1 calc R . . Br32 Br 0.33527(2) 0.39058(4) 0.136055(16) 0.04778(11) Uani 1 1 d . . . B33 B 0.1989(2) 0.3543(4) 0.40047(16) 0.0310(7) Uani 1 1 d . . . F34 F 0.22544(15) 0.2358(2) 0.43899(8) 0.0427(4) Uani 1 1 d . . . F35 F 0.11766(17) 0.3092(3) 0.36636(12) 0.0782(8) Uani 1 1 d . . . F36 F 0.17790(14) 0.4861(2) 0.43259(9) 0.0482(5) Uani 1 1 d . . . F37 F 0.27980(15) 0.3857(2) 0.36611(9) 0.0496(5) 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 N1 0.0174(10) 0.0174(11) 0.0239(11) -0.0005(9) 0.0036(8) 0.0006(9) C2 0.0217(13) 0.0229(14) 0.0190(13) -0.0002(10) 0.0055(10) -0.0015(10) N3 0.0221(11) 0.0187(11) 0.0266(12) -0.0009(9) 0.0078(9) -0.0003(9) C4 0.0207(12) 0.0204(13) 0.0354(15) -0.0019(12) 0.0091(11) 0.0011(11) N5 0.0200(11) 0.0215(12) 0.0298(12) 0.0006(9) 0.0050(9) 0.0026(9) C6 0.0156(12) 0.0213(13) 0.0319(14) -0.0007(11) 0.0030(10) 0.0006(10) C7 0.0162(12) 0.0222(13) 0.0205(12) -0.0012(10) 0.0052(10) -0.0034(10) C8 0.0231(13) 0.0178(13) 0.0299(14) -0.0014(11) 0.0065(11) -0.0011(11) C9 0.0254(14) 0.0212(14) 0.0311(15) 0.0034(11) 0.0031(11) 0.0028(11) C10 0.0219(13) 0.0182(13) 0.0251(13) 0.0004(10) 0.0037(10) -0.0015(10) C11 0.0312(15) 0.0265(15) 0.0299(15) 0.0043(12) 0.0059(12) -0.0052(12) C12 0.0228(13) 0.0209(13) 0.0216(13) 0.0052(10) 0.0058(10) -0.0033(10) N13 0.0218(11) 0.0225(11) 0.0224(11) 0.0019(9) 0.0028(9) 0.0001(9) C14 0.0239(13) 0.0229(14) 0.0255(14) 0.0044(11) 0.0041(11) 0.0013(11) C15 0.0259(14) 0.0362(17) 0.0277(15) 0.0071(13) -0.0011(11) -0.0030(12) C16 0.0360(16) 0.0368(17) 0.0240(14) -0.0016(12) -0.0036(12) -0.0061(13) C17 0.0348(15) 0.0271(15) 0.0231(13) -0.0016(11) 0.0054(12) -0.0030(12) Br18 0.03408(16) 0.03863(18) 0.03604(17) -0.00080(14) 0.00067(12) 0.01438(13) C19 0.0245(14) 0.0230(14) 0.0418(17) -0.0039(13) 0.0157(12) 0.0027(11) N20 0.0191(11) 0.0267(13) 0.0532(16) 0.0051(12) 0.0092(11) 0.0021(10) C21 0.0236(15) 0.0279(17) 0.068(2) 0.0012(15) 0.0169(15) 0.0011(12) C22 0.053(2) 0.0346(19) 0.073(3) -0.0046(17) 0.044(2) -0.0078(16) C23 0.078(3) 0.053(2) 0.050(2) -0.0154(18) 0.039(2) -0.019(2) C24 0.055(2) 0.0393(19) 0.0446(19) -0.0145(16) 0.0258(16) -0.0149(16) Br25 0.02744(18) 0.0566(3) 0.1010(3) 0.0088(2) 0.00460(18) -0.01339(16) C26 0.0212(13) 0.0227(14) 0.0344(15) -0.0017(12) 0.0010(11) -0.0020(11) N27 0.0212(11) 0.0234(12) 0.0326(13) -0.0054(10) -0.0004(9) 0.0010(9) C28 0.0242(14) 0.0261(15) 0.0358(16) -0.0079(12) 0.0016(12) -0.0010(12) C29 0.0337(17) 0.0409(19) 0.0421(18) -0.0129(15) -0.0114(14) 0.0005(14) C30 0.0277(17) 0.060(2) 0.062(2) -0.0173(19) -0.0171(16) 0.0086(16) C31 0.0231(15) 0.048(2) 0.051(2) -0.0121(16) -0.0037(14) 0.0088(14) Br32 0.03218(17) 0.0570(2) 0.0541(2) -0.03015(17) 0.00086(15) 0.00510(15) B33 0.0241(16) 0.0218(16) 0.047(2) 0.0003(15) 0.0025(14) -0.0014(13) F34 0.0560(12) 0.0305(10) 0.0420(10) -0.0006(8) 0.0072(9) 0.0071(9) F35 0.0519(14) 0.0718(17) 0.106(2) -0.0011(15) -0.0395(14) -0.0094(12) F36 0.0433(11) 0.0238(9) 0.0804(14) -0.0026(9) 0.0313(10) 0.0009(8) F37 0.0554(12) 0.0286(10) 0.0679(13) -0.0024(9) 0.0330(10) -0.0014(9) _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 N1 C7 1.519(3) . ? N1 C6 1.542(3) . ? N1 C2 1.553(3) . ? N1 H1 0.83(3) . ? C2 N3 1.456(3) . ? C2 C12 1.527(4) . ? N3 C8 1.502(3) . ? N3 C4 1.503(3) . ? C4 N5 1.483(4) . ? C4 C19 1.536(4) . ? N5 C6 1.458(3) . ? N5 C9 1.491(3) . ? C6 C26 1.525(4) . ? C7 C10 1.547(4) . ? C8 C10 1.546(4) . ? C9 C10 1.552(4) . ? C10 C11 1.530(4) . ? C12 N13 1.355(3) . ? C12 C17 1.392(4) . ? N13 C14 1.340(3) . ? C14 C15 1.397(4) . ? C14 Br18 1.919(3) . ? C15 C16 1.391(4) . ? C16 C17 1.394(4) . ? C19 N20 1.353(4) . ? C19 C24 1.394(5) . ? N20 C21 1.328(4) . ? C21 C22 1.375(5) . ? C21 Br25 1.924(3) . ? C22 C23 1.386(6) . ? C23 C24 1.405(5) . ? C26 N27 1.352(3) . ? C26 C31 1.395(4) . ? N27 C28 1.339(4) . ? C28 C29 1.383(4) . ? C28 Br32 1.916(3) . ? C29 C30 1.393(5) . ? C30 C31 1.395(5) . ? B33 F35 1.370(4) . ? B33 F34 1.399(4) . ? B33 F37 1.404(4) . ? B33 F36 1.404(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 N1 C6 112.20(19) . . ? C7 N1 C2 110.52(19) . . ? C6 N1 C2 105.03(18) . . ? C7 N1 H1 109(2) . . ? C6 N1 H1 108(2) . . ? C2 N1 H1 112(2) . . ? N3 C2 C12 115.1(2) . . ? N3 C2 N1 109.9(2) . . ? C12 C2 N1 110.2(2) . . ? C2 N3 C8 110.95(19) . . ? C2 N3 C4 109.4(2) . . ? C8 N3 C4 107.9(2) . . ? N5 C4 N3 111.4(2) . . ? N5 C4 C19 113.0(2) . . ? N3 C4 C19 111.7(2) . . ? C6 N5 C4 109.6(2) . . ? C6 N5 C9 111.6(2) . . ? C4 N5 C9 108.3(2) . . ? N5 C6 C26 113.5(2) . . ? N5 C6 N1 109.4(2) . . ? C26 C6 N1 112.2(2) . . ? N1 C7 C10 108.82(19) . . ? N3 C8 C10 110.9(2) . . ? N5 C9 C10 111.0(2) . . ? C11 C10 C8 111.1(2) . . ? C11 C10 C7 110.4(2) . . ? C8 C10 C7 107.5(2) . . ? C11 C10 C9 111.9(2) . . ? C8 C10 C9 108.4(2) . . ? C7 C10 C9 107.4(2) . . ? N13 C12 C17 123.1(2) . . ? N13 C12 C2 115.1(2) . . ? C17 C12 C2 121.5(2) . . ? C14 N13 C12 116.9(2) . . ? N13 C14 C15 124.7(3) . . ? N13 C14 Br18 116.17(19) . . ? C15 C14 Br18 119.1(2) . . ? C16 C15 C14 117.0(3) . . ? C15 C16 C17 120.0(3) . . ? C12 C17 C16 118.3(3) . . ? N20 C19 C24 122.5(3) . . ? N20 C19 C4 117.2(3) . . ? C24 C19 C4 120.2(3) . . ? C21 N20 C19 117.0(3) . . ? N20 C21 C22 125.8(3) . . ? N20 C21 Br25 115.7(3) . . ? C22 C21 Br25 118.4(2) . . ? C21 C22 C23 116.7(3) . . ? C22 C23 C24 120.0(3) . . ? C19 C24 C23 117.9(3) . . ? N27 C26 C31 123.7(3) . . ? N27 C26 C6 117.6(2) . . ? C31 C26 C6 118.5(2) . . ? C28 N27 C26 116.1(2) . . ? N27 C28 C29 125.6(3) . . ? N27 C28 Br32 116.3(2) . . ? C29 C28 Br32 118.1(2) . . ? C28 C29 C30 116.8(3) . . ? C29 C30 C31 120.1(3) . . ? C26 C31 C30 117.7(3) . . ? F35 B33 F34 109.0(3) . . ? F35 B33 F37 109.8(3) . . ? F34 B33 F37 109.2(3) . . ? F35 B33 F36 111.5(3) . . ? F34 B33 F36 108.3(3) . . ? F37 B33 F36 108.9(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N13 0.83(3) 2.45(3) 2.732(3) 101(2) . N1 H1 N27 0.83(3) 2.50(3) 2.754(3) 99(2) . N1 H1 F37 0.83(3) 2.33(3) 2.902(3) 127(3) . C2 H2 F36 1.00 2.22 3.186(3) 163.1 . C4 H4 F34 1.00 2.31 3.128(3) 138.4 1_565 C16 H16 F34 0.95 2.47 3.153(3) 128.4 3_666 C22 H22 F36 0.95 2.47 3.413(4) 173.4 3_566 C30 H30 F35 0.95 2.38 3.164(4) 140.2 2 _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.51 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.284 _refine_diff_density_min -1.403 _refine_diff_density_rms 0.079 #=END data_sd19 _database_code_depnum_ccdc_archive 'CCDC 848509' #TrackingRef '- Pytame analogues.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,1,1-Tris(1H-imidazol-2-ylmethyleneaminomethyl)ethane]iron(II) diperchlorate hydrate (1/0.7) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H21 Fe N9, 2[Cl O4], 0.7[H2 O]' _chemical_formula_sum 'C17 H22.40 Cl2 Fe N9 O8.70' _chemical_formula_weight 618.79 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1387(13) _cell_length_b 12.1897(13) _cell_length_c 21.549(3) _cell_angle_alpha 76.037(5) _cell_angle_beta 87.449(7) _cell_angle_gamma 75.601(4) _cell_volume 2503.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 91511 _cell_measurement_theta_min 0.97 _cell_measurement_theta_max 30.27 _exptl_crystal_description plate _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268 _exptl_absorpt_coefficient_mu 0.881 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 91511 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 0.97 _diffrn_reflns_theta_max 30.27 _reflns_number_total 14632 _reflns_number_gt 12096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2001)' _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 two complex cations, four perchlorate anions, one wholly occupied water molecule and one 40% occupied water site. The whole of cation Fe1-N27, and the anions Cl65-O69 and Cl70-O74, are disordered over two sites, labelled 'A' (refined occupancy 0.60) and 'B' (refined occupancy 0.40). This disorder is coupled to the absence (orientation 'A') or presence (orientation 'B') of the partial water molecule O76B, which lies close to N27 and O71. While the disorder models were constructed using bond length and angle restraints, these were removed for the final least squares cycles with no effect on the quality of the model. All non-H atoms were refined anisotropically, and C- and N-bound H atoms were placed in calculated positions and refined using a riding model. The H atoms on the wholly occupied water molecule O75 were located in the Fourier map and allowed to refine subject to the fixed restraints O---H = 0.85(2) and H...H = 1.39(2) \%A, with a displacement parameter equivalent to 1.2x that of the parent O atom. H atoms on the partial water site O76B were not located, but are included in the Mr and density calculations. In addition to the interactions listed below, O76B lies within potential hydrogen bonding distance of O71B (3.02 \%A), O72B (3.09 \%A), O69B^i^ (3.02 \%A; symmetry code (i) 1+x, y, z) and its own symmetry equivalent O76B^ii^ (2.82 \%A; symmetry code (ii) 2-x, -y, 1-z). ; _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^)+(0.0389P)^2^+1.7567P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14631 _refine_ls_number_parameters 1027 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1067 _refine_ls_wR_factor_gt 0.0992 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Fe1A Fe 0.57129(7) 0.42351(5) 0.31645(4) 0.02829(14) Uani 0.60 1 d P A 1 C2A C 0.1527(5) 0.3620(5) 0.3900(3) 0.0703(16) Uani 0.60 1 d P A 1 H2A1 H 0.0819 0.4017 0.3571 0.105 Uiso 0.60 1 calc PR A 1 H2A2 H 0.1298 0.3926 0.4283 0.105 Uiso 0.60 1 calc PR A 1 H2A3 H 0.1585 0.2781 0.4009 0.105 Uiso 0.60 1 calc PR A 1 C3A C 0.2921(4) 0.3838(4) 0.3644(3) 0.0435(10) Uani 0.60 1 d P A 1 C4A C 0.3361(4) 0.3222(4) 0.3097(2) 0.0411(10) Uani 0.60 1 d P A 1 H4A1 H 0.3717 0.2374 0.3274 0.049 Uiso 0.60 1 calc PR A 1 H4A2 H 0.2568 0.3338 0.2815 0.049 Uiso 0.60 1 calc PR A 1 N5A N 0.4434(4) 0.3715(3) 0.27236(19) 0.0318(7) Uani 0.60 1 d P A 1 C6A C 0.4317(6) 0.4064(5) 0.2101(3) 0.0307(10) Uani 0.60 1 d P A 1 H6A H 0.3671 0.3904 0.1851 0.037 Uiso 0.60 1 calc PR A 1 C7A C 0.5317(7) 0.4737(7) 0.1838(4) 0.0288(12) Uani 0.60 1 d P A 1 N8A N 0.6058(4) 0.4963(3) 0.22727(19) 0.0288(7) Uani 0.60 1 d P A 1 C9A C 0.6872(5) 0.5621(4) 0.1908(2) 0.0293(9) Uani 0.60 1 d P A 1 H9A H 0.7518 0.5916 0.2081 0.035 Uiso 0.60 1 calc PR A 1 C10A C 0.6629(10) 0.5800(13) 0.1255(7) 0.0351(18) Uani 0.60 1 d P A 1 H10A H 0.7072 0.6213 0.0913 0.042 Uiso 0.60 1 calc PR A 1 N11A N 0.5612(10) 0.5252(11) 0.1208(5) 0.0315(16) Uani 0.60 1 d P A 1 H11A H 0.5227 0.5230 0.0855 0.038 Uiso 0.60 1 calc PR A 1 C12A C 0.2766(4) 0.5186(3) 0.3387(3) 0.0468(10) Uani 0.60 1 d P A 1 H12A H 0.2326 0.5455 0.2958 0.056 Uiso 0.60 1 calc PR A 1 H12B H 0.2192 0.5615 0.3678 0.056 Uiso 0.60 1 calc PR A 1 N13A N 0.4150(4) 0.5410(3) 0.33524(19) 0.0351(8) Uani 0.60 1 d P A 1 C14A C 0.4381(4) 0.6213(5) 0.3603(3) 0.0384(11) Uani 0.60 1 d P A 1 H14A H 0.3688 0.6789 0.3735 0.046 Uiso 0.60 1 calc PR A 1 C15A C 0.5840(7) 0.6122(5) 0.3656(3) 0.0327(11) Uani 0.60 1 d P A 1 N16A N 0.6685(4) 0.5177(3) 0.3514(2) 0.0309(8) Uani 0.60 1 d P A 1 C17A C 0.7993(5) 0.5215(4) 0.3635(2) 0.0441(10) Uani 0.60 1 d P A 1 H17A H 0.8803 0.4662 0.3575 0.053 Uiso 0.60 1 calc PR A 1 C18A C 0.7920(8) 0.6203(6) 0.3859(4) 0.0507(15) Uani 0.60 1 d P A 1 H18A H 0.8666 0.6453 0.3979 0.061 Uiso 0.60 1 calc PR A 1 N19A N 0.6568(8) 0.6748(6) 0.3874(3) 0.0411(14) Uani 0.60 1 d P A 1 H19A H 0.6232 0.7393 0.4002 0.049 Uiso 0.60 1 calc PR A 1 C20A C 0.3986(5) 0.3358(4) 0.4210(2) 0.0435(10) Uani 0.60 1 d P A 1 H20A H 0.3845 0.3913 0.4489 0.052 Uiso 0.60 1 calc PR A 1 H20B H 0.3858 0.2603 0.4469 0.052 Uiso 0.60 1 calc PR A 1 N21A N 0.5350(5) 0.3201(4) 0.3963(2) 0.0360(9) Uani 0.60 1 d P A 1 C22A C 0.6300(5) 0.2266(4) 0.4207(2) 0.0406(10) Uani 0.60 1 d P A 1 H22A H 0.6209 0.1712 0.4590 0.049 Uiso 0.60 1 calc PR A 1 C23A C 0.7513(4) 0.2184(4) 0.3817(2) 0.0340(8) Uani 0.60 1 d P A 1 N24A N 0.7441(3) 0.2962(3) 0.32530(19) 0.0293(6) Uani 0.60 1 d P A 1 C25A C 0.8699(4) 0.2710(4) 0.29684(18) 0.0380(7) Uani 0.60 1 d P A 1 H25A H 0.8950 0.3119 0.2565 0.046 Uiso 0.60 1 calc PR A 1 C26A C 0.9524(5) 0.1758(4) 0.3377(2) 0.0422(9) Uani 0.60 1 d P A 1 H26A H 1.0443 0.1398 0.3305 0.051 Uiso 0.60 1 calc PR A 1 N27A N 0.8774(3) 0.1423(3) 0.39071(17) 0.0417(7) Uani 0.60 1 d P A 1 H27A H 0.9051 0.0836 0.4239 0.050 Uiso 0.60 1 calc PR A 1 Fe1B Fe 0.56733(11) 0.46597(7) 0.31573(5) 0.02188(18) Uani 0.40 1 d P B 2 C2B C 0.1810(6) 0.3766(5) 0.4231(3) 0.0369(12) Uani 0.40 1 d P B 2 H2B1 H 0.0995 0.4257 0.3985 0.055 Uiso 0.40 1 calc PR B 2 H2B2 H 0.1784 0.3917 0.4658 0.055 Uiso 0.40 1 calc PR B 2 H2B3 H 0.1837 0.2943 0.4269 0.055 Uiso 0.40 1 calc PR B 2 C3B C 0.3092(6) 0.4050(4) 0.3883(2) 0.0234(10) Uani 0.40 1 d P B 2 C4B C 0.3320(6) 0.3514(5) 0.3293(3) 0.0233(11) Uani 0.40 1 d P B 2 H4B1 H 0.3687 0.2659 0.3432 0.028 Uiso 0.40 1 calc PR B 2 H4B2 H 0.2442 0.3666 0.3065 0.028 Uiso 0.40 1 calc PR B 2 N5B N 0.4302(6) 0.4045(4) 0.2856(3) 0.0242(10) Uani 0.40 1 d P B 2 C6B C 0.4120(10) 0.4287(8) 0.2243(4) 0.0287(15) Uani 0.40 1 d P B 2 H6B H 0.3463 0.4038 0.2046 0.034 Uiso 0.40 1 calc PR B 2 C7B C 0.4992(11) 0.4964(12) 0.1884(7) 0.031(2) Uani 0.40 1 d P B 2 N8B N 0.5763(6) 0.5406(4) 0.2224(3) 0.0245(10) Uani 0.40 1 d P B 2 C9B C 0.6571(8) 0.6010(5) 0.1796(4) 0.0304(14) Uani 0.40 1 d P B 2 H9B H 0.7187 0.6420 0.1895 0.036 Uiso 0.40 1 calc PR B 2 C10B C 0.6283(14) 0.588(2) 0.1203(9) 0.035(3) Uani 0.40 1 d P B 2 H10B H 0.6672 0.6191 0.0810 0.042 Uiso 0.40 1 calc PR B 2 N11B N 0.5322(16) 0.5225(18) 0.1283(8) 0.035(3) Uani 0.40 1 d P B 2 H11B H 0.4985 0.5014 0.0973 0.042 Uiso 0.40 1 calc PR B 2 C12B C 0.2867(5) 0.5409(4) 0.3659(2) 0.0218(9) Uani 0.40 1 d P B 2 H12C H 0.2294 0.5711 0.3265 0.026 Uiso 0.40 1 calc PR B 2 H12D H 0.2396 0.5783 0.3995 0.026 Uiso 0.40 1 calc PR B 2 N13B N 0.4209(5) 0.5680(5) 0.3534(2) 0.0183(9) Uani 0.40 1 d P B 2 C14B C 0.4566(7) 0.6426(5) 0.3803(3) 0.0221(11) Uani 0.40 1 d P B 2 H14B H 0.3948 0.6930 0.4017 0.027 Uiso 0.40 1 calc PR B 2 C15B C 0.5990(8) 0.6400(7) 0.3738(4) 0.0198(12) Uani 0.40 1 d P B 2 N16B N 0.6740(7) 0.5606(4) 0.3432(3) 0.0245(10) Uani 0.40 1 d P B 2 C17B C 0.8056(7) 0.5713(5) 0.3454(4) 0.0354(13) Uani 0.40 1 d P B 2 H17B H 0.8814 0.5272 0.3272 0.042 Uiso 0.40 1 calc PR B 2 C18B C 0.8124(11) 0.6545(8) 0.3774(6) 0.0399(18) Uani 0.40 1 d P B 2 H18B H 0.8916 0.6767 0.3863 0.048 Uiso 0.40 1 calc PR B 2 N19B N 0.6771(12) 0.7001(8) 0.3942(5) 0.0293(13) Uani 0.40 1 d P B 2 H19B H 0.6491 0.7566 0.4141 0.035 Uiso 0.40 1 calc PR B 2 C20B C 0.4364(7) 0.3530(6) 0.4350(3) 0.0327(14) Uani 0.40 1 d P B 2 H20C H 0.4352 0.4029 0.4652 0.039 Uiso 0.40 1 calc PR B 2 H20D H 0.4345 0.2738 0.4600 0.039 Uiso 0.40 1 calc PR B 2 N21B N 0.5656(7) 0.3479(5) 0.3945(4) 0.0260(11) Uani 0.40 1 d P B 2 C22B C 0.6669(6) 0.2536(5) 0.4054(3) 0.0247(10) Uani 0.40 1 d P B 2 H22B H 0.6729 0.1897 0.4415 0.030 Uiso 0.40 1 calc PR B 2 C23B C 0.7678(5) 0.2591(5) 0.3561(4) 0.0222(8) Uani 0.40 1 d P B 2 N24B N 0.7390(4) 0.3488(4) 0.3048(2) 0.0222(7) Uani 0.40 1 d P B 2 C25B C 0.8511(5) 0.3354(4) 0.2643(2) 0.0283(8) Uani 0.40 1 d P B 2 H25B H 0.8601 0.3856 0.2240 0.034 Uiso 0.40 1 calc PR B 2 C26B C 0.9472(6) 0.2346(5) 0.2941(3) 0.0344(10) Uani 0.40 1 d P B 2 H26B H 1.0337 0.2040 0.2779 0.041 Uiso 0.40 1 calc PR B 2 N27B N 0.8934(5) 0.1875(5) 0.3515(3) 0.0321(10) Uani 0.40 1 d P B 2 H27B H 0.9324 0.1235 0.3798 0.039 Uiso 0.40 1 calc PR B 2 Fe28 Fe 0.96896(2) 0.025520(19) 0.150913(10) 0.02205(6) Uani 1 1 d . . . C29 C 1.4208(2) -0.1611(2) 0.21282(18) 0.0767(11) Uani 1 1 d . . . H29A H 1.4817 -0.1180 0.1868 0.115 Uiso 1 1 calc R . . H29B H 1.4424 -0.2410 0.2071 0.115 Uiso 1 1 calc R . . H29C H 1.4328 -0.1630 0.2580 0.115 Uiso 1 1 calc R . . C30 C 1.2710(2) -0.09982(18) 0.19156(12) 0.0451(5) Uani 1 1 d . . . C31 C 1.2541(2) -0.0809(2) 0.11800(12) 0.0540(7) Uani 1 1 d . . . H31A H 1.2900 -0.0137 0.0954 0.065 Uiso 1 1 calc R . . H31B H 1.3064 -0.1510 0.1043 0.065 Uiso 1 1 calc R . . N32 N 1.10808(19) -0.05868(14) 0.10157(7) 0.0381(4) Uani 1 1 d . . . C33 C 1.0679(3) -0.12247(17) 0.06899(9) 0.0484(6) Uani 1 1 d . . . H33 H 1.1284 -0.1739 0.0477 0.058 Uiso 1 1 calc R . . C34 C 0.9232(3) -0.10678(15) 0.06867(9) 0.0434(5) Uani 1 1 d . . . N35 N 0.85078(18) -0.03803(12) 0.10570(7) 0.0321(3) Uani 1 1 d . . . C36 C 0.7153(3) -0.03602(17) 0.09886(11) 0.0453(5) Uani 1 1 d . . . H36 H 0.6408 0.0057 0.1189 0.054 Uiso 1 1 calc R . . C37 C 0.7074(4) -0.1057(2) 0.05764(13) 0.0661(9) Uani 1 1 d . . . H37 H 0.6266 -0.1205 0.0445 0.079 Uiso 1 1 calc R . . N38 N 0.8363(3) -0.14906(16) 0.03935(9) 0.0635(7) Uani 1 1 d . . . H38 H 0.8597 -0.1960 0.0133 0.076 Uiso 1 1 calc R . . C39 C 1.17764(19) -0.17858(15) 0.22682(9) 0.0330(4) Uani 1 1 d . . . H39A H 1.1835 -0.2441 0.2063 0.040 Uiso 1 1 calc R . . H39B H 1.2078 -0.2113 0.2720 0.040 Uiso 1 1 calc R . . N40 N 1.03553(15) -0.10739(12) 0.22356(7) 0.0264(3) Uani 1 1 d . . . C41 C 0.9604(2) -0.11593(16) 0.27442(9) 0.0353(4) Uani 1 1 d . . . H41 H 0.9853 -0.1753 0.3125 0.042 Uiso 1 1 calc R . . C42 C 0.8346(2) -0.02489(17) 0.26651(9) 0.0353(4) Uani 1 1 d . . . N43 N 0.82012(15) 0.05997(12) 0.21168(7) 0.0266(3) Uani 1 1 d . . . C44 C 0.6941(2) 0.13561(17) 0.21475(9) 0.0345(4) Uani 1 1 d . . . H44 H 0.6554 0.2037 0.1828 0.041 Uiso 1 1 calc R . . C45 C 0.6340(2) 0.0957(2) 0.27180(11) 0.0483(5) Uani 1 1 d . . . H45 H 0.5474 0.1311 0.2861 0.058 Uiso 1 1 calc R . . N46 N 0.7231(2) -0.00478(17) 0.30410(9) 0.0502(5) Uani 1 1 d . . . H46 H 0.7107 -0.0480 0.3419 0.060 Uiso 1 1 calc R . . C47 C 1.2320(2) 0.01976(18) 0.21071(13) 0.0499(6) Uani 1 1 d . . . H47A H 1.2162 0.0069 0.2573 0.060 Uiso 1 1 calc R . . H47B H 1.3076 0.0589 0.2006 0.060 Uiso 1 1 calc R . . N48 N 1.10657(16) 0.09482(13) 0.17509(8) 0.0328(3) Uani 1 1 d . . . C49 C 1.09829(19) 0.20532(16) 0.14900(9) 0.0341(4) Uani 1 1 d . . . H49 H 1.1625 0.2458 0.1566 0.041 Uiso 1 1 calc R . . C50 C 0.97990(18) 0.25850(14) 0.10715(8) 0.0262(3) Uani 1 1 d . . . N51 N 0.90613(14) 0.18670(12) 0.09620(6) 0.0237(3) Uani 1 1 d . . . C52 C 0.79868(18) 0.25674(14) 0.05579(8) 0.0265(3) Uani 1 1 d . . . H52 H 0.7286 0.2307 0.0403 0.032 Uiso 1 1 calc R . . C53 C 0.81095(19) 0.37105(15) 0.04185(8) 0.0294(3) Uani 1 1 d . . . H53 H 0.7518 0.4368 0.0151 0.035 Uiso 1 1 calc R . . N54 N 0.92537(16) 0.37111(12) 0.07421(7) 0.0289(3) Uani 1 1 d . . . H54 H 0.9574 0.4321 0.0738 0.035 Uiso 0.40 1 calc PR C 2 Cl55 Cl 0.59642(5) -0.28824(4) -0.05193(2) 0.03438(10) Uani 1 1 d . . . O56 O 0.73723(15) -0.30801(14) -0.03106(7) 0.0421(3) Uani 1 1 d . . . O57 O 0.50801(18) -0.20797(16) -0.01919(11) 0.0634(5) Uani 1 1 d . . . O58 O 0.5830(2) -0.2420(2) -0.12047(9) 0.0737(6) Uani 1 1 d . . . O59 O 0.55752(16) -0.39897(13) -0.03510(8) 0.0445(3) Uani 1 1 d . . . Cl60 Cl 1.06704(5) 0.57159(4) 0.14330(2) 0.03291(9) Uani 1 1 d . . . O61 O 0.99251(16) 0.58783(12) 0.08356(7) 0.0401(3) Uani 1 1 d . . . O62 O 1.09081(18) 0.44963(13) 0.17775(9) 0.0547(4) Uani 1 1 d . . . O63 O 1.19588(15) 0.60270(13) 0.12836(8) 0.0460(4) Uani 1 1 d . . . O64 O 0.98662(19) 0.64739(17) 0.18103(9) 0.0575(4) Uani 1 1 d . . . Cl65A Cl 0.39028(16) 0.00556(9) 0.41209(5) 0.0423(3) Uani 0.60 1 d P D 1 O66A O 0.3294(5) 0.0561(4) 0.34883(15) 0.0692(12) Uani 0.60 1 d P D 1 O67A O 0.4499(4) -0.1198(3) 0.4216(2) 0.0619(9) Uani 0.60 1 d P D 1 O68A O 0.4975(5) 0.0626(3) 0.41999(19) 0.0652(12) Uani 0.60 1 d P D 1 O69A O 0.2862(5) 0.0224(3) 0.45907(18) 0.0666(12) Uani 0.60 1 d P D 1 Cl65B Cl 0.35441(17) -0.02007(13) 0.39893(8) 0.0358(3) Uani 0.40 1 d P E 2 O66B O 0.2509(6) 0.0514(5) 0.3518(2) 0.0543(12) Uani 0.40 1 d P E 2 O67B O 0.4228(6) -0.1219(5) 0.3777(5) 0.121(4) Uani 0.40 1 d P E 2 O68B O 0.4556(5) 0.0450(4) 0.4062(3) 0.0397(10) Uani 0.40 1 d P E 2 O69B O 0.2890(7) -0.0472(8) 0.4597(3) 0.091(3) Uani 0.40 1 d P E 2 Cl70A Cl 1.09443(8) -0.19323(7) 0.44299(4) 0.03710(16) Uani 0.60 1 d P F 1 O71A O 1.0116(4) -0.1051(3) 0.47329(14) 0.0642(9) Uani 0.60 1 d P F 1 O72A O 1.2056(3) -0.2668(3) 0.48532(14) 0.0563(7) Uani 0.60 1 d P F 1 O73A O 1.1484(3) -0.1367(3) 0.38383(13) 0.0582(8) Uani 0.60 1 d P F 1 O74A O 1.0103(3) -0.2637(3) 0.42770(14) 0.0559(7) Uani 0.60 1 d P F 1 Cl70B Cl 1.15092(13) -0.33455(12) 0.47532(5) 0.0377(2) Uani 0.40 1 d P G 2 O71B O 1.1359(4) -0.2539(4) 0.41231(17) 0.0492(10) Uani 0.40 1 d P G 2 O72B O 1.0964(5) -0.2727(5) 0.5236(2) 0.0590(12) Uani 0.40 1 d P G 2 O73B O 1.2923(5) -0.3906(5) 0.4883(2) 0.0658(13) Uani 0.40 1 d P G 2 O74B O 1.0787(7) -0.4220(6) 0.4746(3) 0.089(2) Uani 0.40 1 d P G 2 O75 O 0.7303(3) -0.12952(18) 0.43572(10) 0.0770(7) Uani 1 1 d D . . H75A H 0.684(3) -0.080(3) 0.4556(16) 0.092 Uiso 1 1 d D . . H75B H 0.813(2) -0.149(3) 0.4537(17) 0.092 Uiso 1 1 d D . . O76B O 0.9893(6) -0.0236(5) 0.4399(2) 0.0839(19) Uani 0.40 1 d P H 2 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 Fe1A 0.0203(2) 0.0276(3) 0.0311(2) 0.0024(3) -0.00423(17) -0.0033(3) C2A 0.040(2) 0.051(3) 0.108(5) 0.004(3) 0.024(3) -0.015(2) C3A 0.0269(18) 0.0266(19) 0.065(3) 0.009(2) 0.008(2) -0.0042(14) C4A 0.0263(17) 0.034(2) 0.052(3) 0.0100(18) -0.0049(19) -0.0071(16) N5A 0.0221(15) 0.031(2) 0.037(2) 0.0027(14) -0.0069(14) -0.0060(15) C6A 0.029(2) 0.026(2) 0.035(3) -0.0033(17) -0.0118(19) -0.0062(19) C7A 0.022(3) 0.031(3) 0.030(2) -0.002(2) -0.004(2) -0.005(2) N8A 0.0277(18) 0.0248(17) 0.0315(14) -0.0006(16) -0.0052(12) -0.0070(15) C9A 0.033(2) 0.025(2) 0.028(2) -0.0038(18) -0.0009(15) -0.0069(18) C10A 0.031(4) 0.039(3) 0.037(3) -0.009(2) 0.003(3) -0.013(3) N11A 0.038(4) 0.038(2) 0.0179(19) -0.0013(15) 0.000(3) -0.012(3) C12A 0.0240(16) 0.0315(19) 0.071(3) 0.0055(19) 0.0072(19) -0.0001(14) N13A 0.0266(15) 0.0278(19) 0.040(2) 0.0076(14) 0.0027(16) -0.0017(13) C14A 0.029(2) 0.026(3) 0.047(3) 0.006(2) 0.008(2) 0.0020(18) C15A 0.043(3) 0.027(3) 0.027(2) -0.0034(17) 0.0035(17) -0.009(2) N16A 0.0243(14) 0.034(2) 0.0291(16) -0.0035(18) -0.0008(11) -0.0010(18) C17A 0.032(2) 0.051(3) 0.054(3) -0.026(2) -0.0087(18) -0.002(2) C18A 0.041(3) 0.065(5) 0.055(3) -0.026(3) -0.005(2) -0.017(3) N19A 0.055(4) 0.034(3) 0.036(2) -0.015(2) 0.006(2) -0.006(2) C20A 0.045(3) 0.033(2) 0.042(3) 0.0036(18) 0.014(2) -0.0045(18) N21A 0.027(2) 0.033(2) 0.0358(16) 0.0104(16) -0.0004(15) -0.0037(14) C22A 0.036(2) 0.036(2) 0.036(2) 0.0117(16) -0.0034(16) -0.0025(16) C23A 0.0308(19) 0.0306(18) 0.0322(18) 0.0027(16) -0.0123(15) 0.0001(15) N24A 0.0267(14) 0.0262(17) 0.0296(18) 0.0001(14) -0.0081(13) -0.0018(13) C25A 0.033(2) 0.043(2) 0.0387(19) -0.0164(17) -0.0059(15) -0.0034(16) C26A 0.034(2) 0.045(2) 0.045(2) -0.0185(19) -0.0091(19) 0.004(2) N27A 0.0374(16) 0.0362(15) 0.0408(17) -0.0039(13) -0.0162(13) 0.0085(12) Fe1B 0.0213(3) 0.0164(4) 0.0297(4) -0.0109(4) -0.0008(2) -0.0023(4) C2B 0.041(3) 0.047(3) 0.030(2) -0.008(2) 0.002(2) -0.025(2) C3B 0.033(3) 0.023(2) 0.021(2) -0.0103(17) -0.0003(17) -0.0123(17) C4B 0.027(2) 0.019(2) 0.028(3) -0.0129(17) -0.005(2) -0.0032(17) N5B 0.025(2) 0.020(2) 0.030(2) -0.0182(16) -0.0018(15) 0.0014(17) C6B 0.027(3) 0.030(3) 0.034(4) -0.021(2) -0.007(2) -0.001(2) C7B 0.019(5) 0.042(5) 0.033(3) -0.017(3) -0.002(3) 0.002(3) N8B 0.031(3) 0.020(2) 0.023(2) -0.006(2) -0.0005(17) -0.004(2) C9B 0.037(4) 0.021(3) 0.032(3) -0.002(3) 0.005(3) -0.009(3) C10B 0.031(7) 0.050(5) 0.027(4) -0.016(3) 0.004(4) -0.011(6) N11B 0.037(6) 0.045(4) 0.032(5) -0.016(3) 0.008(3) -0.022(4) C12B 0.023(2) 0.0217(19) 0.0226(19) -0.0119(16) 0.0009(16) -0.0022(15) N13B 0.0204(18) 0.016(2) 0.020(2) -0.0100(17) 0.0012(14) -0.0013(17) C14B 0.028(2) 0.018(2) 0.021(2) -0.0078(17) -0.0024(18) -0.0038(16) C15B 0.024(3) 0.016(3) 0.024(3) -0.013(2) -0.0017(19) -0.006(2) N16B 0.029(2) 0.020(2) 0.026(2) -0.008(2) 0.0020(17) -0.005(2) C17B 0.028(3) 0.029(3) 0.052(4) -0.016(3) 0.000(2) -0.006(2) C18B 0.030(4) 0.041(4) 0.059(5) -0.024(4) 0.002(3) -0.018(3) N19B 0.040(3) 0.021(3) 0.036(3) -0.017(2) -0.001(2) -0.013(2) C20B 0.043(4) 0.027(3) 0.028(3) 0.0004(18) -0.018(2) -0.012(2) N21B 0.019(3) 0.024(3) 0.036(2) -0.007(2) -0.0032(19) -0.0073(16) C22B 0.029(3) 0.023(2) 0.018(2) -0.0012(18) -0.0021(19) -0.0048(19) C23B 0.023(2) 0.017(2) 0.023(3) -0.003(2) -0.004(2) 0.0019(19) N24B 0.0235(18) 0.0208(18) 0.0238(19) -0.0087(16) -0.0016(15) -0.0050(16) C25B 0.026(2) 0.032(2) 0.029(2) -0.0146(19) 0.0043(17) -0.0059(18) C26B 0.026(2) 0.040(3) 0.039(3) -0.022(2) -0.004(2) 0.002(2) N27B 0.022(2) 0.039(3) 0.036(3) -0.019(2) -0.005(2) 0.002(2) Fe28 0.02773(12) 0.01889(10) 0.01847(10) -0.00168(8) -0.00103(8) -0.00624(8) C29 0.0289(11) 0.0532(15) 0.116(3) 0.0359(16) -0.0077(13) -0.0038(10) C30 0.0284(9) 0.0327(10) 0.0583(13) 0.0151(9) -0.0027(9) -0.0028(8) C31 0.0393(11) 0.0437(12) 0.0542(13) 0.0140(10) 0.0180(10) 0.0073(9) N32 0.0482(10) 0.0280(7) 0.0249(7) 0.0042(6) 0.0080(7) 0.0033(7) C33 0.0832(18) 0.0258(9) 0.0221(8) -0.0018(7) 0.0074(9) 0.0079(10) C34 0.0847(17) 0.0196(8) 0.0222(8) -0.0029(6) -0.0133(9) -0.0055(9) N35 0.0501(10) 0.0201(6) 0.0258(7) -0.0020(5) -0.0111(6) -0.0092(6) C36 0.0592(14) 0.0289(9) 0.0492(12) 0.0016(8) -0.0258(10) -0.0191(9) C37 0.110(3) 0.0329(11) 0.0603(15) 0.0042(10) -0.0506(16) -0.0316(14) N38 0.133(2) 0.0241(8) 0.0353(9) -0.0044(7) -0.0340(12) -0.0184(11) C39 0.0337(9) 0.0240(8) 0.0340(9) 0.0041(7) -0.0042(7) -0.0033(7) N40 0.0333(8) 0.0211(6) 0.0236(6) -0.0007(5) -0.0023(5) -0.0085(5) C41 0.0438(11) 0.0317(9) 0.0236(8) 0.0046(7) -0.0006(7) -0.0077(8) C42 0.0408(10) 0.0355(9) 0.0260(8) -0.0011(7) 0.0048(7) -0.0095(8) N43 0.0319(7) 0.0260(7) 0.0223(6) -0.0045(5) 0.0000(5) -0.0088(6) C44 0.0355(10) 0.0318(9) 0.0342(9) -0.0063(7) 0.0035(7) -0.0063(7) C45 0.0457(12) 0.0455(12) 0.0460(12) -0.0060(9) 0.0165(10) -0.0044(10) N46 0.0544(12) 0.0488(10) 0.0354(9) 0.0029(8) 0.0183(8) -0.0064(9) C47 0.0355(11) 0.0331(10) 0.0714(15) 0.0159(10) -0.0264(10) -0.0134(8) N48 0.0294(8) 0.0265(7) 0.0374(8) 0.0059(6) -0.0097(6) -0.0090(6) C49 0.0307(9) 0.0272(8) 0.0421(10) 0.0033(7) -0.0069(7) -0.0128(7) C50 0.0297(8) 0.0213(7) 0.0256(7) 0.0000(6) -0.0003(6) -0.0079(6) N51 0.0269(7) 0.0223(6) 0.0207(6) -0.0033(5) 0.0004(5) -0.0056(5) C52 0.0308(8) 0.0264(7) 0.0208(7) -0.0053(6) -0.0025(6) -0.0041(6) C53 0.0357(9) 0.0240(7) 0.0239(7) -0.0016(6) -0.0032(6) -0.0023(7) N54 0.0346(8) 0.0209(6) 0.0283(7) 0.0005(5) -0.0021(6) -0.0072(6) Cl55 0.0342(2) 0.0332(2) 0.0357(2) 0.00134(17) -0.01435(17) -0.01478(17) O56 0.0321(7) 0.0526(9) 0.0423(8) -0.0027(6) -0.0134(6) -0.0177(6) O57 0.0456(10) 0.0516(10) 0.1003(15) -0.0392(10) -0.0251(9) -0.0004(8) O58 0.0649(12) 0.1038(16) 0.0424(9) 0.0264(10) -0.0272(8) -0.0402(11) O59 0.0445(9) 0.0353(7) 0.0571(9) -0.0084(7) -0.0105(7) -0.0167(6) Cl60 0.0320(2) 0.02663(19) 0.0387(2) -0.00101(16) -0.00712(17) -0.00981(16) O61 0.0463(8) 0.0309(7) 0.0419(8) -0.0019(6) -0.0138(6) -0.0110(6) O62 0.0558(10) 0.0342(8) 0.0658(11) 0.0175(7) -0.0225(8) -0.0203(7) O63 0.0335(7) 0.0386(8) 0.0629(10) 0.0014(7) -0.0065(7) -0.0154(6) O64 0.0550(11) 0.0666(11) 0.0613(11) -0.0319(9) 0.0064(8) -0.0186(9) Cl65A 0.0701(9) 0.0292(5) 0.0276(4) -0.0046(3) 0.0055(4) -0.0149(5) O66A 0.107(3) 0.083(2) 0.0287(14) 0.0050(14) -0.0113(19) -0.059(3) O67A 0.055(2) 0.0369(15) 0.100(3) -0.0316(17) 0.0229(18) -0.0116(13) O68A 0.100(3) 0.0430(18) 0.059(2) 0.0003(14) -0.028(2) -0.037(2) O69A 0.086(3) 0.0546(19) 0.0405(17) -0.0122(17) 0.0148(16) 0.015(2) Cl65B 0.0364(7) 0.0225(6) 0.0437(8) -0.0040(5) -0.0066(5) -0.0008(5) O66B 0.065(3) 0.053(3) 0.038(2) 0.0001(19) -0.018(2) -0.011(3) O67B 0.060(4) 0.059(3) 0.264(11) -0.102(6) -0.038(5) 0.017(3) O68B 0.030(2) 0.031(2) 0.061(3) -0.0087(19) -0.0015(19) -0.0135(17) O69B 0.069(4) 0.147(7) 0.041(3) 0.035(4) -0.009(3) -0.052(5) Cl70A 0.0344(4) 0.0402(4) 0.0322(3) -0.0091(3) 0.0020(3) -0.0007(3) O71A 0.072(2) 0.0592(18) 0.0443(16) -0.0185(14) -0.0013(14) 0.0222(16) O72A 0.0439(15) 0.0665(19) 0.0503(16) -0.0175(14) -0.0108(12) 0.0067(14) O73A 0.0614(19) 0.083(2) 0.0392(14) -0.0143(14) 0.0092(13) -0.0352(16) O74A 0.0565(18) 0.0561(17) 0.0541(17) -0.0014(13) -0.0035(13) -0.0225(14) Cl70B 0.0433(6) 0.0527(7) 0.0253(5) -0.0146(5) 0.0028(4) -0.0221(5) O71B 0.054(2) 0.049(2) 0.0311(18) -0.0087(16) -0.0030(16) 0.0132(18) O72B 0.061(3) 0.090(3) 0.041(2) -0.038(2) 0.0182(19) -0.029(2) O73B 0.065(3) 0.081(3) 0.037(2) -0.012(2) -0.015(2) 0.010(2) O74B 0.125(5) 0.115(5) 0.068(3) -0.039(3) 0.016(3) -0.088(4) O75 0.1015(17) 0.0495(11) 0.0576(12) 0.0012(9) 0.0376(12) 0.0026(11) O76B 0.079(4) 0.083(4) 0.046(3) -0.001(3) -0.008(2) 0.046(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 Fe1A N5A 1.948(4) . ? Fe1A N21A 1.952(4) . ? Fe1A N13A 1.954(4) . ? Fe1A N8A 1.968(4) . ? Fe1A N16A 1.976(4) . ? Fe1A N24A 2.013(3) . ? C2A C3A 1.555(6) . ? C3A C4A 1.539(7) . ? C3A C20A 1.566(7) . ? C3A C12A 1.572(5) . ? C4A N5A 1.485(6) . ? N5A C6A 1.307(7) . ? C6A C7A 1.470(10) . ? C7A N8A 1.345(11) . ? C7A N11A 1.403(12) . ? N8A C9A 1.382(7) . ? C9A C10A 1.394(14) . ? C10A N11A 1.379(15) . ? C12A N13A 1.490(6) . ? N13A C14A 1.297(7) . ? C14A C15A 1.462(8) . ? C15A N16A 1.346(7) . ? C15A N19A 1.354(6) . ? N16A C17A 1.377(6) . ? C17A C18A 1.386(8) . ? C18A N19A 1.369(11) . ? C20A N21A 1.444(6) . ? N21A C22A 1.309(7) . ? C22A C23A 1.454(6) . ? C23A N24A 1.341(5) . ? C23A N27A 1.370(4) . ? N24A C25A 1.387(5) . ? C25A C26A 1.382(6) . ? C26A N27A 1.379(6) . ? Fe1B N5B 1.937(6) . ? Fe1B N21B 1.945(7) . ? Fe1B N16B 1.964(6) . ? Fe1B N13B 1.968(5) . ? Fe1B N24B 2.004(4) . ? Fe1B N8B 2.006(6) . ? C2B C3B 1.543(8) . ? C3B C4B 1.548(6) . ? C3B C12B 1.570(7) . ? C3B C20B 1.574(8) . ? C4B N5B 1.498(9) . ? N5B C6B 1.293(10) . ? C6B C7B 1.433(19) . ? C7B N11B 1.31(2) . ? C7B N8B 1.375(16) . ? N8B C9B 1.404(10) . ? C9B C10B 1.38(2) . ? C10B N11B 1.39(2) . ? C12B N13B 1.477(7) . ? N13B C14B 1.314(6) . ? C14B C15B 1.437(11) . ? C15B N19B 1.354(7) . ? C15B N16B 1.358(9) . ? N16B C17B 1.377(9) . ? C17B C18B 1.372(11) . ? C18B N19B 1.413(17) . ? C20B N21B 1.538(10) . ? N21B C22B 1.317(9) . ? C22B C23B 1.445(7) . ? C23B N24B 1.338(8) . ? C23B N27B 1.367(7) . ? N24B C25B 1.403(6) . ? C25B C26B 1.397(7) . ? C26B N27B 1.382(8) . ? Fe28 N48 1.9481(16) . ? Fe28 N32 1.9614(16) . ? Fe28 N40 1.9641(14) . ? Fe28 N35 1.9785(15) . ? Fe28 N43 1.9856(15) . ? Fe28 N51 1.9956(13) . ? C29 C30 1.551(3) . ? C30 C31 1.557(4) . ? C30 C39 1.559(3) . ? C30 C47 1.562(3) . ? C31 N32 1.480(3) . ? N32 C33 1.308(3) . ? C33 C34 1.431(4) . ? C34 N35 1.358(3) . ? C34 N38 1.369(3) . ? N35 C36 1.381(3) . ? C36 C37 1.386(3) . ? C37 N38 1.362(4) . ? C39 N40 1.480(2) . ? N40 C41 1.305(2) . ? C41 C42 1.453(3) . ? C42 N43 1.356(2) . ? C42 N46 1.367(3) . ? N43 C44 1.387(2) . ? C44 C45 1.382(3) . ? C45 N46 1.377(3) . ? C47 N48 1.488(2) . ? N48 C49 1.312(2) . ? C49 C50 1.450(2) . ? C50 N51 1.350(2) . ? C50 N54 1.371(2) . ? N51 C52 1.392(2) . ? C52 C53 1.389(2) . ? C53 N54 1.380(2) . ? Cl55 O58 1.4477(17) . ? Cl55 O57 1.4489(19) . ? Cl55 O59 1.4577(15) . ? Cl55 O56 1.4603(14) . ? Cl60 O63 1.4504(15) . ? Cl60 O64 1.4521(18) . ? Cl60 O62 1.4576(15) . ? Cl60 O61 1.4685(15) . ? Cl65A O69A 1.442(4) . ? Cl65A O66A 1.449(4) . ? Cl65A O67A 1.464(3) . ? Cl65A O68A 1.464(4) . ? Cl65B O67B 1.431(6) . ? Cl65B O69B 1.445(6) . ? Cl65B O66B 1.451(5) . ? Cl65B O68B 1.478(5) . ? Cl70A O74A 1.449(3) . ? Cl70A O72A 1.449(3) . ? Cl70A O73A 1.449(3) . ? Cl70A O71A 1.458(3) . ? Cl70B O73B 1.434(5) . ? Cl70B O74B 1.439(5) . ? Cl70B O72B 1.440(4) . ? Cl70B O71B 1.461(4) . ? O75 H75A 0.853(18) . ? O75 H75B 0.893(18) . ? 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 N5A Fe1A N21A 89.26(18) . . ? N5A Fe1A N13A 86.95(18) . . ? N21A Fe1A N13A 87.25(19) . . ? N5A Fe1A N8A 80.16(17) . . ? N21A Fe1A N8A 166.25(19) . . ? N13A Fe1A N8A 100.81(15) . . ? N5A Fe1A N16A 164.62(16) . . ? N21A Fe1A N16A 99.21(19) . . ? N13A Fe1A N16A 80.71(19) . . ? N8A Fe1A N16A 93.11(17) . . ? N5A Fe1A N24A 104.82(14) . . ? N21A Fe1A N24A 80.31(19) . . ? N13A Fe1A N24A 162.64(17) . . ? N8A Fe1A N24A 93.85(16) . . ? N16A Fe1A N24A 89.32(15) . . ? C4A C3A C2A 109.2(5) . . ? C4A C3A C20A 111.2(3) . . ? C2A C3A C20A 108.4(4) . . ? C4A C3A C12A 109.5(4) . . ? C2A C3A C12A 109.1(3) . . ? C20A C3A C12A 109.3(4) . . ? N5A C4A C3A 109.1(4) . . ? C6A N5A C4A 119.8(4) . . ? C6A N5A Fe1A 118.9(4) . . ? C4A N5A Fe1A 119.1(3) . . ? N5A C6A C7A 111.1(6) . . ? N8A C7A N11A 112.3(8) . . ? N8A C7A C6A 115.4(7) . . ? N11A C7A C6A 132.1(9) . . ? C7A N8A C9A 103.9(5) . . ? C7A N8A Fe1A 114.1(4) . . ? C9A N8A Fe1A 141.9(4) . . ? N8A C9A C10A 111.8(7) . . ? N11A C10A C9A 105.8(10) . . ? C10A N11A C7A 106.1(10) . . ? N13A C12A C3A 108.2(3) . . ? C14A N13A C12A 119.9(4) . . ? C14A N13A Fe1A 118.1(3) . . ? C12A N13A Fe1A 119.6(3) . . ? N13A C14A C15A 111.7(4) . . ? N16A C15A N19A 109.8(6) . . ? N16A C15A C14A 116.3(5) . . ? N19A C15A C14A 133.6(6) . . ? C15A N16A C17A 107.3(4) . . ? C15A N16A Fe1A 112.7(4) . . ? C17A N16A Fe1A 140.0(3) . . ? N16A C17A C18A 107.9(5) . . ? N19A C18A C17A 106.9(5) . . ? C15A N19A C18A 108.0(6) . . ? N21A C20A C3A 109.9(4) . . ? C22A N21A C20A 120.7(4) . . ? C22A N21A Fe1A 118.5(4) . . ? C20A N21A Fe1A 119.8(4) . . ? N21A C22A C23A 111.5(4) . . ? N24A C23A N27A 110.5(4) . . ? N24A C23A C22A 117.5(3) . . ? N27A C23A C22A 132.0(4) . . ? C23A N24A C25A 107.2(4) . . ? C23A N24A Fe1A 111.4(3) . . ? C25A N24A Fe1A 140.3(3) . . ? C26A C25A N24A 107.7(4) . . ? N27A C26A C25A 107.9(4) . . ? C23A N27A C26A 106.7(4) . . ? N5B Fe1B N21B 85.2(2) . . ? N5B Fe1B N16B 167.2(2) . . ? N21B Fe1B N16B 100.8(2) . . ? N5B Fe1B N13B 88.5(2) . . ? N21B Fe1B N13B 86.2(3) . . ? N16B Fe1B N13B 80.7(3) . . ? N5B Fe1B N24B 101.83(17) . . ? N21B Fe1B N24B 80.6(3) . . ? N16B Fe1B N24B 90.4(2) . . ? N13B Fe1B N24B 162.4(2) . . ? N5B Fe1B N8B 82.4(2) . . ? N21B Fe1B N8B 160.7(2) . . ? N16B Fe1B N8B 94.3(2) . . ? N13B Fe1B N8B 108.2(2) . . ? N24B Fe1B N8B 87.4(2) . . ? C2B C3B C4B 108.7(4) . . ? C2B C3B C12B 109.1(5) . . ? C4B C3B C12B 109.5(4) . . ? C2B C3B C20B 109.8(5) . . ? C4B C3B C20B 110.1(5) . . ? C12B C3B C20B 109.5(4) . . ? N5B C4B C3B 109.3(4) . . ? C6B N5B C4B 120.1(7) . . ? C6B N5B Fe1B 116.2(6) . . ? C4B N5B Fe1B 122.7(4) . . ? N5B C6B C7B 114.4(9) . . ? N11B C7B N8B 108.0(13) . . ? N11B C7B C6B 134.8(15) . . ? N8B C7B C6B 117.0(11) . . ? C7B N8B C9B 108.7(8) . . ? C7B N8B Fe1B 108.9(7) . . ? C9B N8B Fe1B 140.3(5) . . ? C10B C9B N8B 105.4(10) . . ? C9B C10B N11B 107.6(16) . . ? C7B N11B C10B 110.2(17) . . ? N13B C12B C3B 108.5(4) . . ? C14B N13B C12B 120.8(5) . . ? C14B N13B Fe1B 116.8(5) . . ? C12B N13B Fe1B 120.5(4) . . ? N13B C14B C15B 112.9(6) . . ? N19B C15B N16B 111.5(7) . . ? N19B C15B C14B 132.3(8) . . ? N16B C15B C14B 116.1(6) . . ? C15B N16B C17B 105.3(6) . . ? C15B N16B Fe1B 113.4(5) . . ? C17B N16B Fe1B 141.3(5) . . ? C18B C17B N16B 110.8(7) . . ? C17B C18B N19B 105.6(7) . . ? C15B N19B C18B 106.8(7) . . ? N21B C20B C3B 108.1(5) . . ? C22B N21B C20B 120.6(6) . . ? C22B N21B Fe1B 117.9(5) . . ? C20B N21B Fe1B 120.2(5) . . ? N21B C22B C23B 111.8(5) . . ? N24B C23B N27B 111.3(6) . . ? N24B C23B C22B 117.4(4) . . ? N27B C23B C22B 131.3(7) . . ? C23B N24B C25B 106.8(4) . . ? C23B N24B Fe1B 111.8(3) . . ? C25B N24B Fe1B 140.7(4) . . ? C26B C25B N24B 107.5(5) . . ? N27B C26B C25B 107.5(5) . . ? C23B N27B C26B 107.0(5) . . ? N48 Fe28 N32 88.38(8) . . ? N48 Fe28 N40 87.05(6) . . ? N32 Fe28 N40 85.47(6) . . ? N48 Fe28 N35 165.91(7) . . ? N32 Fe28 N35 80.94(8) . . ? N40 Fe28 N35 101.14(6) . . ? N48 Fe28 N43 103.06(7) . . ? N32 Fe28 N43 161.72(6) . . ? N40 Fe28 N43 80.99(6) . . ? N35 Fe28 N43 89.64(7) . . ? N48 Fe28 N51 80.77(6) . . ? N32 Fe28 N51 105.80(6) . . ? N40 Fe28 N51 163.05(6) . . ? N35 Fe28 N51 93.25(6) . . ? N43 Fe28 N51 90.26(6) . . ? C29 C30 C31 110.3(2) . . ? C29 C30 C39 108.56(16) . . ? C31 C30 C39 109.4(2) . . ? C29 C30 C47 108.5(2) . . ? C31 C30 C47 110.34(17) . . ? C39 C30 C47 109.65(18) . . ? N32 C31 C30 109.39(16) . . ? C33 N32 C31 120.19(19) . . ? C33 N32 Fe28 116.62(17) . . ? C31 N32 Fe28 119.98(15) . . ? N32 C33 C34 113.06(18) . . ? N35 C34 N38 109.4(2) . . ? N35 C34 C33 116.77(18) . . ? N38 C34 C33 133.9(2) . . ? C34 N35 C36 107.12(18) . . ? C34 N35 Fe28 112.13(15) . . ? C36 N35 Fe28 140.76(15) . . ? N35 C36 C37 107.9(3) . . ? N38 C37 C36 107.7(2) . . ? C37 N38 C34 107.9(2) . . ? N40 C39 C30 108.88(14) . . ? C41 N40 C39 120.02(15) . . ? C41 N40 Fe28 117.22(13) . . ? C39 N40 Fe28 121.27(11) . . ? N40 C41 C42 112.76(15) . . ? N43 C42 N46 110.57(17) . . ? N43 C42 C41 116.43(16) . . ? N46 C42 C41 133.00(17) . . ? C42 N43 C44 106.09(15) . . ? C42 N43 Fe28 112.20(12) . . ? C44 N43 Fe28 141.06(12) . . ? C45 C44 N43 108.88(17) . . ? N46 C45 C44 107.21(19) . . ? C42 N46 C45 107.26(17) . . ? N48 C47 C30 109.62(18) . . ? C49 N48 C47 120.38(16) . . ? C49 N48 Fe28 117.90(13) . . ? C47 N48 Fe28 120.47(12) . . ? N48 C49 C50 112.18(16) . . ? N51 C50 N54 110.70(15) . . ? N51 C50 C49 116.72(14) . . ? N54 C50 C49 132.57(16) . . ? C50 N51 C52 106.29(13) . . ? C50 N51 Fe28 112.00(11) . . ? C52 N51 Fe28 140.94(12) . . ? C53 C52 N51 108.70(15) . . ? N54 C53 C52 107.01(15) . . ? C50 N54 C53 107.28(14) . . ? O58 Cl55 O57 110.23(14) . . ? O58 Cl55 O59 109.33(11) . . ? O57 Cl55 O59 108.71(11) . . ? O58 Cl55 O56 110.38(10) . . ? O57 Cl55 O56 109.46(10) . . ? O59 Cl55 O56 108.70(9) . . ? O63 Cl60 O64 109.17(10) . . ? O63 Cl60 O62 110.06(10) . . ? O64 Cl60 O62 110.87(12) . . ? O63 Cl60 O61 109.24(10) . . ? O64 Cl60 O61 108.89(10) . . ? O62 Cl60 O61 108.59(9) . . ? O69A Cl65A O66A 108.9(3) . . ? O69A Cl65A O67A 108.2(2) . . ? O66A Cl65A O67A 111.4(3) . . ? O69A Cl65A O68A 110.5(3) . . ? O66A Cl65A O68A 109.0(2) . . ? O67A Cl65A O68A 108.9(2) . . ? O67B Cl65B O69B 112.9(6) . . ? O67B Cl65B O66B 108.8(4) . . ? O69B Cl65B O66B 108.2(4) . . ? O67B Cl65B O68B 108.6(3) . . ? O69B Cl65B O68B 108.0(4) . . ? O66B Cl65B O68B 110.3(3) . . ? O74A Cl70A O72A 109.81(19) . . ? O74A Cl70A O73A 108.09(18) . . ? O72A Cl70A O73A 109.67(19) . . ? O74A Cl70A O71A 109.4(2) . . ? O72A Cl70A O71A 110.26(18) . . ? O73A Cl70A O71A 109.6(2) . . ? O73B Cl70B O74B 108.7(4) . . ? O73B Cl70B O72B 110.2(3) . . ? O74B Cl70B O72B 110.0(3) . . ? O73B Cl70B O71B 109.3(3) . . ? O74B Cl70B O71B 108.4(3) . . ? O72B Cl70B O71B 110.1(3) . . ? H75A O75 H75B 104(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11A H11A O59 0.88 2.37 3.118(13) 143.2 2_655 N19A H19A O67A 0.88 2.25 3.058(8) 152.8 1_565 N19A H19A O75 0.88 2.42 3.079(6) 132.2 1_565 N27A H27A O71A 0.88 2.30 3.114(5) 154.7 . N11B H11B O59 0.88 2.22 3.07(2) 163.9 2_655 C12B H12D O71B 0.99 2.13 2.960(6) 140.1 1_465 C12B H12D O73B 0.99 2.15 2.960(6) 137.6 1_465 C12B H12D O74B 0.99 2.25 3.119(8) 146.5 1_465 N19B H19B O67B 0.88 2.45 2.900(13) 112.6 1_565 N19B H19B O75 0.88 1.93 2.628(6) 134.7 1_565 N27B H27B O76B 0.88 1.91 2.783(7) 170.2 . C37 H37 O57 0.95 2.44 3.306(3) 151.3 . N38 H38 O56 0.88 2.43 3.096(2) 133.0 . N46 H46 O75 0.88 2.02 2.871(3) 162.3 . N54 H54 O61 0.88 2.08 2.940(2) 167.0 . O75 H75A O68A 0.853(18) 2.25(3) 2.848(5) 127(3) . O75 H75A O69A 0.853(18) 2.18(3) 2.856(4) 136(3) 2_656 O75 H75B O71A 0.893(18) 2.29(3) 3.102(5) 151(3) . O75 H75B O74A 0.893(18) 2.27(3) 2.923(4) 130(3) . O75 H75A O68B 0.853(18) 2.55(3) 3.041(5) 117(3) . O75 H75B O76B 0.893(18) 2.59(3) 3.215(8) 127(3) . _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 30.27 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.947 _refine_diff_density_min -0.748 _refine_diff_density_rms 0.060 #=END data_mh222 _database_code_depnum_ccdc_archive 'CCDC 848510' #TrackingRef '- Pytame analogues.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,1,1-Tris(1-methyl-1H-imidazol-2-ylmethyleneaminomethyl)ethane]iron(II) ditetrafluoroborate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H27 Fe N9, 2[B F4]' _chemical_formula_sum 'C20 H27 B2 F8 Fe N9' _chemical_formula_weight 622.98 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.6735(16) _cell_length_b 15.700(2) _cell_length_c 9.9511(16) _cell_angle_alpha 90.00 _cell_angle_beta 118.180(7) _cell_angle_gamma 90.00 _cell_volume 1332.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 24349 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.93 _exptl_crystal_description Fragment _exptl_crystal_colour Red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.651 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.769 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24349 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.93 _reflns_number_total 6288 _reflns_number_gt 5278 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2001)' _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. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while 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^)+(0.0310P)^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 0.002(10) _refine_ls_number_reflns 6288 _refine_ls_number_parameters 365 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0686 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 0.62713(3) 0.084171(18) 0.53894(3) 0.01894(8) Uani 1 1 d . . . C2 C 1.1560(3) 0.16533(16) 0.8303(3) 0.0301(5) Uani 1 1 d . . . H2A H 1.2176 0.1443 0.7824 0.045 Uiso 1 1 calc R . . H2B H 1.1977 0.1414 0.9331 0.045 Uiso 1 1 calc R . . H2C H 1.1624 0.2276 0.8366 0.045 Uiso 1 1 calc R . . C3 C 0.9818(3) 0.13788(15) 0.7331(3) 0.0217(5) Uani 1 1 d . . . C4 C 0.9101(3) 0.18555(14) 0.5765(2) 0.0228(5) Uani 1 1 d . . . H4A H 0.8872 0.2454 0.5902 0.027 Uiso 1 1 calc R . . H4B H 0.9859 0.1855 0.5360 0.027 Uiso 1 1 calc R . . N5 N 0.7628(2) 0.14177(11) 0.46724(19) 0.0204(4) Uani 1 1 d . . . C6 C 0.7402(3) 0.12241(14) 0.3295(2) 0.0222(5) Uani 1 1 d . . . H6 H 0.8057 0.1419 0.2887 0.027 Uiso 1 1 calc R . . C7 C 0.6050(2) 0.06815(13) 0.2471(2) 0.0206(5) Uani 1 1 d . . . N8 N 0.5314(2) 0.03703(12) 0.3248(2) 0.0221(4) Uani 1 1 d . . . C9 C 0.4054(3) -0.01166(15) 0.2208(3) 0.0259(5) Uani 1 1 d . . . H9 H 0.3313 -0.0407 0.2414 0.031 Uiso 1 1 calc R . . C10 C 0.4073(3) -0.01018(15) 0.0812(3) 0.0280(5) Uani 1 1 d . . . H10 H 0.3361 -0.0389 -0.0092 0.034 Uiso 1 1 calc R . . N11 N 0.5313(2) 0.04054(12) 0.09844(19) 0.0249(4) Uani 1 1 d . . . C12 C 0.5792(3) 0.06192(17) -0.0201(3) 0.0363(7) Uani 1 1 d . . . H12A H 0.5820 0.1239 -0.0297 0.054 Uiso 1 1 calc R . . H12B H 0.5034 0.0375 -0.1182 0.054 Uiso 1 1 calc R . . H12C H 0.6835 0.0383 0.0098 0.054 Uiso 1 1 calc R . . C13 C 0.9723(3) 0.03931(16) 0.7080(3) 0.0251(5) Uani 1 1 d . . . H13A H 1.0011 0.0248 0.6276 0.030 Uiso 1 1 calc R . . H13B H 1.0469 0.0104 0.8033 0.030 Uiso 1 1 calc R . . N14 N 0.8098(2) 0.00979(11) 0.6618(2) 0.0217(4) Uani 1 1 d . . . C15 C 0.7870(3) -0.05348(14) 0.7353(3) 0.0230(5) Uani 1 1 d . . . H15 H 0.8690 -0.0884 0.8067 0.028 Uiso 1 1 calc R . . C16 C 0.6221(3) -0.06448(15) 0.6957(3) 0.0230(5) Uani 1 1 d . . . N17 N 0.5210(2) -0.00332(12) 0.6044(2) 0.0229(4) Uani 1 1 d . . . C18 C 0.3730(3) -0.02708(17) 0.5812(3) 0.0287(6) Uani 1 1 d . . . H18 H 0.2785 0.0032 0.5213 0.034 Uiso 1 1 calc R . . C19 C 0.3853(3) -0.10161(17) 0.6591(3) 0.0315(6) Uani 1 1 d . . . H19 H 0.3016 -0.1315 0.6624 0.038 Uiso 1 1 calc R . . N20 N 0.5427(2) -0.12510(13) 0.7319(2) 0.0266(4) Uani 1 1 d . . . C21 C 0.6123(3) -0.19880(16) 0.8366(3) 0.0350(6) Uani 1 1 d . . . H21A H 0.7228 -0.2049 0.8618 0.053 Uiso 1 1 calc R . . H21B H 0.5553 -0.2509 0.7866 0.053 Uiso 1 1 calc R . . H21C H 0.6047 -0.1892 0.9302 0.053 Uiso 1 1 calc R . . C22 C 0.8898(3) 0.16379(15) 0.8220(2) 0.0231(5) Uani 1 1 d . . . H22A H 0.9142 0.1232 0.9065 0.028 Uiso 1 1 calc R . . H22B H 0.9223 0.2214 0.8661 0.028 Uiso 1 1 calc R . . N23 N 0.7174(2) 0.16278(12) 0.71410(19) 0.0208(4) Uani 1 1 d . . . C24 C 0.6283(3) 0.22533(15) 0.7157(3) 0.0226(5) Uani 1 1 d . . . H24 H 0.6634 0.2689 0.7909 0.027 Uiso 1 1 calc R . . C25 C 0.4685(3) 0.22047(15) 0.5885(3) 0.0229(5) Uani 1 1 d . . . N26 N 0.4429(2) 0.16131(12) 0.4795(2) 0.0232(4) Uani 1 1 d . . . C27 C 0.2832(3) 0.16590(16) 0.3748(3) 0.0278(5) Uani 1 1 d . . . H27 H 0.2303 0.1315 0.2865 0.033 Uiso 1 1 calc R . . C28 C 0.2151(3) 0.22906(16) 0.4214(3) 0.0299(6) Uani 1 1 d . . . H28 H 0.1081 0.2460 0.3705 0.036 Uiso 1 1 calc R . . N29 N 0.3320(2) 0.26303(12) 0.5565(2) 0.0275(4) Uani 1 1 d . . . C30 C 0.3097(3) 0.33172(16) 0.6480(3) 0.0360(6) Uani 1 1 d . . . H30A H 0.3934 0.3285 0.7537 0.054 Uiso 1 1 calc R . . H30B H 0.2078 0.3244 0.6455 0.054 Uiso 1 1 calc R . . H30C H 0.3131 0.3873 0.6050 0.054 Uiso 1 1 calc R . . B31 B 0.8188(4) 0.29224(19) 0.1187(3) 0.0283(6) Uani 1 1 d . . . F32 F 0.65358(17) 0.28681(11) 0.05133(17) 0.0441(4) Uani 1 1 d . . . F33 F 0.87882(17) 0.32390(11) 0.26992(16) 0.0476(4) Uani 1 1 d . . . F34 F 0.86170(18) 0.34786(9) 0.03389(17) 0.0441(4) Uani 1 1 d . . . F35 F 0.88297(19) 0.21136(9) 0.12372(17) 0.0389(4) Uani 1 1 d . . . B36 B 1.0203(4) 0.44507(19) 0.7808(4) 0.0356(7) Uani 1 1 d . . . F37 F 1.1643(2) 0.40606(15) 0.8692(2) 0.0832(7) Uani 1 1 d . . . F38 F 1.0211(3) 0.48660(16) 0.6577(2) 0.0859(7) Uani 1 1 d . . . F39 F 0.9002(2) 0.38334(10) 0.72841(18) 0.0535(5) Uani 1 1 d . . . F40 F 0.9911(2) 0.50370(12) 0.8703(2) 0.0726(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01733(15) 0.02377(15) 0.01614(14) -0.00013(15) 0.00824(11) -0.00159(16) C2 0.0236(13) 0.0340(13) 0.0286(13) 0.0008(11) 0.0089(11) -0.0035(11) C3 0.0175(13) 0.0257(12) 0.0196(12) -0.0018(9) 0.0069(10) -0.0027(10) C4 0.0219(12) 0.0248(12) 0.0210(12) -0.0023(9) 0.0095(10) -0.0083(9) N5 0.0208(10) 0.0217(9) 0.0172(9) 0.0000(7) 0.0078(8) -0.0023(8) C6 0.0225(12) 0.0265(11) 0.0203(11) 0.0011(9) 0.0123(10) -0.0006(10) C7 0.0221(11) 0.0218(13) 0.0170(10) -0.0020(8) 0.0084(9) -0.0002(9) N8 0.0222(10) 0.0240(10) 0.0211(10) -0.0019(8) 0.0111(8) -0.0018(8) C9 0.0200(12) 0.0265(12) 0.0278(13) -0.0021(10) 0.0085(10) -0.0034(10) C10 0.0248(13) 0.0284(13) 0.0235(12) -0.0044(10) 0.0053(10) -0.0027(10) N11 0.0274(11) 0.0290(10) 0.0162(9) -0.0026(8) 0.0086(8) -0.0026(9) C12 0.0436(15) 0.0496(18) 0.0196(11) -0.0060(11) 0.0182(11) -0.0056(12) C13 0.0167(13) 0.0310(13) 0.0269(13) -0.0007(10) 0.0096(10) -0.0013(10) N14 0.0211(10) 0.0233(10) 0.0209(10) -0.0034(8) 0.0102(8) -0.0021(8) C15 0.0259(13) 0.0225(11) 0.0200(11) -0.0011(9) 0.0103(10) -0.0018(10) C16 0.0279(14) 0.0236(13) 0.0193(12) -0.0034(9) 0.0127(11) -0.0035(10) N17 0.0217(10) 0.0297(11) 0.0175(10) 0.0002(8) 0.0094(8) -0.0027(8) C18 0.0193(13) 0.0477(15) 0.0168(12) -0.0047(10) 0.0065(10) -0.0079(11) C19 0.0289(15) 0.0427(16) 0.0259(13) -0.0057(11) 0.0155(11) -0.0143(12) N20 0.0330(13) 0.0287(10) 0.0218(10) -0.0022(8) 0.0160(10) -0.0072(9) C21 0.0465(16) 0.0297(13) 0.0387(15) 0.0040(11) 0.0282(13) -0.0025(12) C22 0.0200(12) 0.0279(12) 0.0172(11) -0.0015(9) 0.0052(9) -0.0018(10) N23 0.0218(10) 0.0270(10) 0.0153(9) 0.0016(8) 0.0102(8) -0.0022(8) C24 0.0241(13) 0.0259(13) 0.0190(12) 0.0021(10) 0.0112(11) 0.0022(11) C25 0.0229(12) 0.0246(12) 0.0227(12) 0.0050(10) 0.0118(10) 0.0026(10) N26 0.0208(11) 0.0290(10) 0.0195(10) 0.0035(8) 0.0092(8) 0.0015(8) C27 0.0210(13) 0.0375(14) 0.0217(12) 0.0052(11) 0.0074(11) -0.0009(11) C28 0.0189(13) 0.0380(14) 0.0313(13) 0.0125(11) 0.0105(11) 0.0042(11) N29 0.0244(11) 0.0279(11) 0.0326(12) 0.0076(9) 0.0156(10) 0.0052(8) C30 0.0360(15) 0.0276(13) 0.0502(16) 0.0010(12) 0.0252(13) 0.0032(11) B31 0.0273(15) 0.0351(15) 0.0227(14) 0.0013(12) 0.0119(12) 0.0046(13) F32 0.0291(8) 0.0596(10) 0.0423(9) 0.0003(8) 0.0157(7) -0.0027(7) F33 0.0379(9) 0.0690(11) 0.0315(8) -0.0145(8) 0.0126(7) 0.0194(8) F34 0.0454(10) 0.0391(9) 0.0519(9) 0.0090(7) 0.0264(8) -0.0022(7) F35 0.0561(10) 0.0299(8) 0.0415(9) 0.0029(7) 0.0318(8) 0.0104(7) B36 0.0324(18) 0.0330(16) 0.0351(18) 0.0000(13) 0.0107(15) 0.0034(13) F37 0.0454(12) 0.0855(16) 0.0821(15) 0.0004(12) -0.0002(11) 0.0305(12) F38 0.0736(14) 0.1156(19) 0.0689(13) 0.0274(13) 0.0339(11) -0.0246(13) F39 0.0645(12) 0.0428(10) 0.0446(10) -0.0047(8) 0.0187(9) -0.0145(8) F40 0.0767(14) 0.0493(11) 0.1025(16) -0.0281(11) 0.0511(13) -0.0048(10) _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 N23 1.9714(18) . ? Fe1 N5 1.9831(18) . ? Fe1 N14 1.9849(18) . ? Fe1 N26 1.9993(19) . ? Fe1 N17 1.9995(19) . ? Fe1 N8 2.0206(18) . ? C2 C3 1.556(3) . ? C3 C13 1.563(3) . ? C3 C4 1.565(3) . ? C3 C22 1.576(3) . ? C4 N5 1.491(3) . ? N5 C6 1.318(3) . ? C6 C7 1.448(3) . ? C7 N8 1.366(3) . ? C7 N11 1.374(3) . ? N8 C9 1.396(3) . ? C9 C10 1.398(3) . ? C10 N11 1.381(3) . ? N11 C12 1.495(3) . ? C13 N14 1.489(3) . ? N14 C15 1.312(3) . ? C15 C16 1.461(3) . ? C16 N17 1.366(3) . ? C16 N20 1.374(3) . ? N17 C18 1.389(3) . ? C18 C19 1.377(4) . ? C19 N20 1.392(3) . ? N20 C21 1.488(3) . ? C22 N23 1.498(3) . ? N23 C24 1.311(3) . ? C24 C25 1.467(3) . ? C25 N26 1.359(3) . ? C25 N29 1.376(3) . ? N26 C27 1.399(3) . ? C27 C28 1.387(3) . ? C28 N29 1.391(3) . ? N29 C30 1.491(3) . ? B31 F35 1.404(3) . ? B31 F34 1.406(3) . ? B31 F32 1.414(3) . ? B31 F33 1.423(3) . ? B36 F37 1.390(4) . ? B36 F38 1.391(4) . ? B36 F40 1.399(3) . ? B36 F39 1.410(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N23 Fe1 N5 86.60(7) . . ? N23 Fe1 N14 85.99(8) . . ? N5 Fe1 N14 86.69(7) . . ? N23 Fe1 N26 80.97(8) . . ? N5 Fe1 N26 105.42(7) . . ? N14 Fe1 N26 161.52(7) . . ? N23 Fe1 N17 102.89(7) . . ? N5 Fe1 N17 163.62(7) . . ? N14 Fe1 N17 80.78(8) . . ? N26 Fe1 N17 89.40(8) . . ? N23 Fe1 N8 162.34(7) . . ? N5 Fe1 N8 80.75(7) . . ? N14 Fe1 N8 105.40(8) . . ? N26 Fe1 N8 90.52(7) . . ? N17 Fe1 N8 92.40(8) . . ? C2 C3 C13 109.8(2) . . ? C2 C3 C4 109.10(18) . . ? C13 C3 C4 110.4(2) . . ? C2 C3 C22 108.21(18) . . ? C13 C3 C22 109.8(2) . . ? C4 C3 C22 109.46(19) . . ? N5 C4 C3 109.12(17) . . ? C6 N5 C4 119.78(18) . . ? C6 N5 Fe1 117.16(14) . . ? C4 N5 Fe1 120.99(13) . . ? N5 C6 C7 112.74(18) . . ? N8 C7 N11 110.62(19) . . ? N8 C7 C6 117.58(18) . . ? N11 C7 C6 131.80(19) . . ? C7 N8 C9 106.42(17) . . ? C7 N8 Fe1 111.36(14) . . ? C9 N8 Fe1 141.91(15) . . ? N8 C9 C10 108.1(2) . . ? N11 C10 C9 107.72(19) . . ? C7 N11 C10 107.13(18) . . ? C7 N11 C12 125.57(19) . . ? C10 N11 C12 127.30(18) . . ? N14 C13 C3 109.4(2) . . ? C15 N14 C13 119.63(19) . . ? C15 N14 Fe1 117.00(15) . . ? C13 N14 Fe1 120.66(14) . . ? N14 C15 C16 112.8(2) . . ? N17 C16 N20 110.3(2) . . ? N17 C16 C15 116.4(2) . . ? N20 C16 C15 133.3(2) . . ? C16 N17 C18 106.3(2) . . ? C16 N17 Fe1 112.51(15) . . ? C18 N17 Fe1 141.07(16) . . ? C19 C18 N17 109.0(2) . . ? C18 C19 N20 107.5(2) . . ? C16 N20 C19 106.8(2) . . ? C16 N20 C21 126.7(2) . . ? C19 N20 C21 126.4(2) . . ? N23 C22 C3 109.13(17) . . ? C24 N23 C22 119.92(19) . . ? C24 N23 Fe1 117.43(16) . . ? C22 N23 Fe1 121.24(14) . . ? N23 C24 C25 112.4(2) . . ? N26 C25 N29 110.7(2) . . ? N26 C25 C24 116.4(2) . . ? N29 C25 C24 132.8(2) . . ? C25 N26 C27 106.25(19) . . ? C25 N26 Fe1 112.14(15) . . ? C27 N26 Fe1 140.19(16) . . ? C28 C27 N26 108.7(2) . . ? C27 C28 N29 107.4(2) . . ? C25 N29 C28 106.90(19) . . ? C25 N29 C30 127.6(2) . . ? C28 N29 C30 125.5(2) . . ? F35 B31 F34 109.4(2) . . ? F35 B31 F32 110.1(2) . . ? F34 B31 F32 109.9(2) . . ? F35 B31 F33 109.0(2) . . ? F34 B31 F33 109.2(2) . . ? F32 B31 F33 109.2(2) . . ? F37 B36 F38 110.0(3) . . ? F37 B36 F40 109.3(2) . . ? F38 B36 F40 109.8(3) . . ? F37 B36 F39 109.6(2) . . ? F38 B36 F39 110.1(2) . . ? F40 B36 F39 108.0(2) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.93 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.315 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.050 #=END data_as4 _database_code_depnum_ccdc_archive 'CCDC 848511' #TrackingRef '- Pytame analogues.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,1,1-Tris(1H-pyrazol-3-ylmethyleneaminomethyl)ethane]iron(II) diperchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H21 Fe N9, 2[Cl O4]' _chemical_formula_sum 'C17 H21 Cl2 Fe N9 O8' _chemical_formula_weight 606.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6707(14) _cell_length_b 18.468(2) _cell_length_c 12.6490(16) _cell_angle_alpha 90.00 _cell_angle_beta 94.781(6) _cell_angle_gamma 90.00 _cell_volume 2484.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 102968 _cell_measurement_theta_min 1.92 _cell_measurement_theta_max 30.33 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.884 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.763 _exptl_absorpt_correction_T_max 0.886 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 102968 _diffrn_reflns_av_R_equivalents 0.0557 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 30.33 _reflns_number_total 7425 _reflns_number_gt 6941 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2001)' _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 structure was originally solved in the triclinic space group P-1, then transformed to P2(1)/c using the ADSYMM routine in PLATON (Spek, 2003). No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while 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^)+(0.0309P)^2^+1.4062P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _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 7425 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0289 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0722 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.257586(14) 0.084644(8) 0.360825(11) 0.01356(4) Uani 1 1 d . . . C2 C 0.36806(14) 0.22961(8) 0.65474(10) 0.0306(3) Uani 1 1 d . . . H2A H 0.3317 0.2098 0.7172 0.046 Uiso 1 1 calc R . . H2B H 0.3356 0.2786 0.6407 0.046 Uiso 1 1 calc R . . H2C H 0.4598 0.2313 0.6678 0.046 Uiso 1 1 calc R . . C3 C 0.33193(11) 0.18094(6) 0.55787(9) 0.0206(2) Uani 1 1 d . . . C4 C 0.18633(11) 0.17022(7) 0.54722(9) 0.0216(2) Uani 1 1 d . . . H4A H 0.1623 0.1338 0.5993 0.026 Uiso 1 1 calc R . . H4B H 0.1441 0.2164 0.5619 0.026 Uiso 1 1 calc R . . N5 N 0.14620(9) 0.14555(5) 0.43831(7) 0.01737(17) Uani 1 1 d . . . C6 C 0.05049(11) 0.17571(6) 0.38460(9) 0.0196(2) Uani 1 1 d . . . H6 H -0.0049 0.2082 0.4156 0.024 Uiso 1 1 calc R . . C7 C 0.03581(10) 0.15524(6) 0.27280(9) 0.0186(2) Uani 1 1 d . . . N8 N 0.13519(9) 0.11640(5) 0.24214(7) 0.01674(17) Uani 1 1 d . . . N9 N 0.10799(9) 0.10304(6) 0.13705(7) 0.02027(18) Uani 1 1 d . . . H9 H 0.1570 0.0786 0.0973 0.024 Uiso 1 1 calc R . . C10 C -0.00536(12) 0.13243(7) 0.10078(10) 0.0250(2) Uani 1 1 d . . . H10 H -0.0433 0.1298 0.0302 0.030 Uiso 1 1 calc R . . C11 C -0.05500(11) 0.16680(7) 0.18587(10) 0.0237(2) Uani 1 1 d . . . H11 H -0.1323 0.1923 0.1858 0.028 Uiso 1 1 calc R . . C12 C 0.37503(12) 0.21849(6) 0.45663(9) 0.0215(2) Uani 1 1 d . . . H12A H 0.3153 0.2575 0.4334 0.026 Uiso 1 1 calc R . . H12B H 0.4592 0.2404 0.4724 0.026 Uiso 1 1 calc R . . N13 N 0.37964(9) 0.16373(5) 0.37157(7) 0.01670(17) Uani 1 1 d . . . C14 C 0.47947(10) 0.15722(6) 0.31939(9) 0.0188(2) Uani 1 1 d . . . H14 H 0.5468 0.1910 0.3256 0.023 Uiso 1 1 calc R . . C15 C 0.47903(10) 0.09383(6) 0.25073(9) 0.01778(19) Uani 1 1 d . . . N16 N 0.38093(9) 0.04843(5) 0.26446(7) 0.01648(17) Uani 1 1 d . . . N17 N 0.39552(10) -0.00819(5) 0.19814(8) 0.02084(18) Uani 1 1 d . . . H17 H 0.3442 -0.0455 0.1911 0.025 Uiso 1 1 calc R . . C18 C 0.49992(12) 0.00017(7) 0.14379(10) 0.0259(2) Uani 1 1 d . . . H18 H 0.5287 -0.0328 0.0934 0.031 Uiso 1 1 calc R . . C19 C 0.55658(12) 0.06515(7) 0.17506(10) 0.0250(2) Uani 1 1 d . . . H19 H 0.6307 0.0858 0.1512 0.030 Uiso 1 1 calc R . . C20 C 0.39844(11) 0.10621(7) 0.57409(9) 0.0214(2) Uani 1 1 d . . . H20A H 0.4883 0.1107 0.5609 0.026 Uiso 1 1 calc R . . H20B H 0.3935 0.0895 0.6480 0.026 Uiso 1 1 calc R . . N21 N 0.33549(9) 0.05310(5) 0.49913(7) 0.01783(17) Uani 1 1 d . . . C22 C 0.30701(11) -0.01124(7) 0.53167(9) 0.0225(2) Uani 1 1 d . . . H22 H 0.3361 -0.0295 0.5995 0.027 Uiso 1 1 calc R . . C23 C 0.22653(11) -0.05283(6) 0.45503(10) 0.0218(2) Uani 1 1 d . . . N24 N 0.17916(9) -0.01220(5) 0.37103(8) 0.01823(17) Uani 1 1 d . . . N25 N 0.10847(10) -0.05803(6) 0.30703(9) 0.0233(2) Uani 1 1 d . . . H25 H 0.0668 -0.0453 0.2470 0.028 Uiso 1 1 calc R . . C26 C 0.11033(13) -0.12649(7) 0.34778(12) 0.0308(3) Uani 1 1 d . . . H26 H 0.0681 -0.1674 0.3164 0.037 Uiso 1 1 calc R . . C27 C 0.18502(13) -0.12567(7) 0.44342(12) 0.0301(3) Uani 1 1 d . . . H27 H 0.2040 -0.1650 0.4904 0.036 Uiso 1 1 calc R . . Cl28 Cl 0.16966(3) 0.083900(17) -0.13456(2) 0.02607(7) Uani 1 1 d . . . O29 O 0.26038(10) 0.07550(8) -0.04222(9) 0.0440(3) Uani 1 1 d . . . O30 O 0.13454(13) 0.15923(7) -0.14713(12) 0.0513(3) Uani 1 1 d . . . O31 O 0.05713(10) 0.04192(6) -0.11698(9) 0.0362(2) Uani 1 1 d . . . O32 O 0.22276(11) 0.05826(8) -0.22926(8) 0.0454(3) Uani 1 1 d . . . Cl33 Cl 0.29004(3) -0.182546(15) 0.09922(2) 0.02201(6) Uani 1 1 d . . . O34 O 0.30381(12) -0.19894(7) -0.01106(9) 0.0429(3) Uani 1 1 d . . . O35 O 0.22848(13) -0.24303(7) 0.14642(11) 0.0501(3) Uani 1 1 d . . . O36 O 0.41276(10) -0.17136(6) 0.15515(10) 0.0411(3) Uani 1 1 d . . . O37 O 0.21641(10) -0.11666(6) 0.10793(10) 0.0400(3) 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 0.01582(7) 0.01299(8) 0.01167(7) 0.00035(5) -0.00012(5) 0.00061(5) C2 0.0372(7) 0.0329(7) 0.0206(5) -0.0116(5) -0.0052(5) 0.0013(5) C3 0.0245(5) 0.0221(5) 0.0147(5) -0.0047(4) -0.0024(4) 0.0012(4) C4 0.0247(5) 0.0263(6) 0.0135(4) -0.0039(4) 0.0002(4) 0.0049(4) N5 0.0197(4) 0.0188(4) 0.0135(4) -0.0011(3) 0.0009(3) 0.0017(3) C6 0.0202(5) 0.0210(5) 0.0177(5) -0.0009(4) 0.0014(4) 0.0039(4) C7 0.0192(5) 0.0189(5) 0.0174(5) 0.0006(4) -0.0012(4) 0.0020(4) N8 0.0194(4) 0.0179(4) 0.0125(4) -0.0001(3) -0.0011(3) 0.0007(3) N9 0.0236(4) 0.0233(5) 0.0133(4) -0.0012(3) -0.0019(3) 0.0012(4) C10 0.0267(6) 0.0282(6) 0.0186(5) 0.0002(4) -0.0069(4) 0.0029(5) C11 0.0220(5) 0.0261(6) 0.0218(5) 0.0006(4) -0.0053(4) 0.0041(4) C12 0.0287(5) 0.0166(5) 0.0189(5) -0.0040(4) -0.0004(4) -0.0023(4) N13 0.0218(4) 0.0137(4) 0.0140(4) 0.0005(3) -0.0015(3) -0.0003(3) C14 0.0204(5) 0.0172(5) 0.0182(5) 0.0025(4) -0.0011(4) -0.0027(4) C15 0.0180(5) 0.0190(5) 0.0163(5) 0.0026(4) 0.0009(4) 0.0008(4) N16 0.0191(4) 0.0147(4) 0.0156(4) -0.0015(3) 0.0009(3) 0.0012(3) N17 0.0244(5) 0.0185(4) 0.0197(4) -0.0049(3) 0.0021(3) 0.0018(3) C18 0.0277(6) 0.0288(6) 0.0219(5) -0.0039(4) 0.0070(4) 0.0057(5) C19 0.0231(5) 0.0298(6) 0.0231(5) 0.0009(5) 0.0072(4) 0.0018(5) C20 0.0232(5) 0.0247(5) 0.0152(5) -0.0011(4) -0.0042(4) 0.0019(4) N21 0.0184(4) 0.0197(4) 0.0150(4) 0.0011(3) -0.0007(3) 0.0029(3) C22 0.0245(5) 0.0228(5) 0.0198(5) 0.0067(4) -0.0002(4) 0.0040(4) C23 0.0233(5) 0.0181(5) 0.0241(5) 0.0056(4) 0.0032(4) 0.0011(4) N24 0.0196(4) 0.0164(4) 0.0186(4) 0.0008(3) 0.0013(3) -0.0015(3) N25 0.0248(5) 0.0197(5) 0.0250(5) -0.0021(4) 0.0009(4) -0.0051(4) C26 0.0334(6) 0.0185(6) 0.0409(7) -0.0013(5) 0.0061(5) -0.0063(5) C27 0.0339(6) 0.0174(5) 0.0396(7) 0.0075(5) 0.0056(5) -0.0016(5) Cl28 0.02210(13) 0.03323(16) 0.02294(13) 0.00005(11) 0.00221(10) 0.00214(10) O29 0.0263(5) 0.0803(9) 0.0249(5) -0.0045(5) -0.0014(4) 0.0091(5) O30 0.0511(7) 0.0283(6) 0.0734(9) -0.0012(6) -0.0022(6) -0.0013(5) O31 0.0343(5) 0.0406(6) 0.0337(5) 0.0047(4) 0.0021(4) -0.0093(4) O32 0.0435(6) 0.0716(9) 0.0223(5) 0.0017(5) 0.0088(4) 0.0168(6) Cl33 0.02082(12) 0.01892(12) 0.02557(13) -0.00426(10) -0.00231(9) 0.00105(9) O34 0.0598(7) 0.0417(6) 0.0275(5) -0.0094(5) 0.0043(5) 0.0030(5) O35 0.0592(8) 0.0388(7) 0.0544(8) 0.0003(5) 0.0168(6) -0.0197(6) O36 0.0299(5) 0.0293(5) 0.0598(7) -0.0087(5) -0.0210(5) 0.0048(4) O37 0.0313(5) 0.0324(6) 0.0536(7) -0.0166(5) -0.0112(5) 0.0150(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N13 1.9540(10) . ? Fe1 N5 1.9578(9) . ? Fe1 N21 1.9618(9) . ? Fe1 N16 1.9831(9) . ? Fe1 N24 1.9834(10) . ? Fe1 N8 1.9941(9) . ? C2 C3 1.5424(16) . ? C3 C20 1.5576(17) . ? C3 C12 1.5591(17) . ? C3 C4 1.5608(17) . ? C4 N5 1.4799(14) . ? N5 C6 1.3035(14) . ? C6 C7 1.4596(15) . ? C7 N8 1.3630(14) . ? C7 C11 1.4198(15) . ? N8 N9 1.3594(12) . ? N9 C10 1.3696(15) . ? C10 C11 1.3918(17) . ? C12 N13 1.4804(14) . ? N13 C14 1.3047(15) . ? C14 C15 1.4574(16) . ? C15 N16 1.3636(14) . ? C15 C19 1.4191(16) . ? N16 N17 1.3576(13) . ? N17 C18 1.3657(16) . ? C18 C19 1.3864(19) . ? C20 N21 1.4853(15) . ? N21 C22 1.3017(15) . ? C22 C23 1.4588(17) . ? C23 N24 1.3630(15) . ? C23 C27 1.4201(17) . ? N24 N25 1.3560(13) . ? N25 C26 1.3648(17) . ? C26 C27 1.392(2) . ? Cl28 O30 1.4462(13) . ? Cl28 O32 1.4469(11) . ? Cl28 O31 1.4619(11) . ? Cl28 O29 1.4618(11) . ? Cl33 O34 1.4469(11) . ? Cl33 O35 1.4495(12) . ? Cl33 O36 1.4503(10) . ? Cl33 O37 1.4575(10) . ? 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 N13 Fe1 N5 87.98(4) . . ? N13 Fe1 N21 85.96(4) . . ? N5 Fe1 N21 87.36(4) . . ? N13 Fe1 N16 79.76(4) . . ? N5 Fe1 N16 164.41(4) . . ? N21 Fe1 N16 101.21(4) . . ? N13 Fe1 N24 162.15(4) . . ? N5 Fe1 N24 102.03(4) . . ? N21 Fe1 N24 79.85(4) . . ? N16 Fe1 N24 92.36(4) . . ? N13 Fe1 N8 102.91(4) . . ? N5 Fe1 N8 79.69(4) . . ? N21 Fe1 N8 163.93(4) . . ? N16 Fe1 N8 93.61(4) . . ? N24 Fe1 N8 93.49(4) . . ? C2 C3 C20 109.32(10) . . ? C2 C3 C12 108.78(10) . . ? C20 C3 C12 109.87(9) . . ? C2 C3 C4 108.88(10) . . ? C20 C3 C4 109.78(10) . . ? C12 C3 C4 110.18(9) . . ? N5 C4 C3 109.16(9) . . ? C6 N5 C4 120.47(10) . . ? C6 N5 Fe1 117.81(8) . . ? C4 N5 Fe1 120.15(7) . . ? N5 C6 C7 114.24(10) . . ? N8 C7 C11 110.84(10) . . ? N8 C7 C6 112.87(9) . . ? C11 C7 C6 136.27(11) . . ? N9 N8 C7 105.42(9) . . ? N9 N8 Fe1 139.10(8) . . ? C7 N8 Fe1 114.64(7) . . ? N8 N9 C10 111.48(10) . . ? N9 C10 C11 107.71(10) . . ? C10 C11 C7 104.54(10) . . ? N13 C12 C3 108.85(9) . . ? C14 N13 C12 120.56(10) . . ? C14 N13 Fe1 117.62(8) . . ? C12 N13 Fe1 119.92(7) . . ? N13 C14 C15 114.40(10) . . ? N16 C15 C19 110.69(10) . . ? N16 C15 C14 112.49(9) . . ? C19 C15 C14 136.78(11) . . ? N17 N16 C15 105.43(9) . . ? N17 N16 Fe1 139.09(8) . . ? C15 N16 Fe1 115.26(7) . . ? N16 N17 C18 111.37(10) . . ? N17 C18 C19 107.99(10) . . ? C18 C19 C15 104.51(10) . . ? N21 C20 C3 108.92(9) . . ? C22 N21 C20 120.40(10) . . ? C22 N21 Fe1 117.41(8) . . ? C20 N21 Fe1 120.57(7) . . ? N21 C22 C23 114.23(10) . . ? N24 C23 C27 110.40(11) . . ? N24 C23 C22 112.81(10) . . ? C27 C23 C22 136.78(11) . . ? N25 N24 C23 105.88(10) . . ? N25 N24 Fe1 137.79(8) . . ? C23 N24 Fe1 114.58(8) . . ? N24 N25 C26 111.27(11) . . ? N25 C26 C27 107.90(11) . . ? C26 C27 C23 104.55(11) . . ? O30 Cl28 O32 109.85(8) . . ? O30 Cl28 O31 108.56(7) . . ? O32 Cl28 O31 109.62(8) . . ? O30 Cl28 O29 109.77(8) . . ? O32 Cl28 O29 110.36(7) . . ? O31 Cl28 O29 108.65(7) . . ? O34 Cl33 O35 108.77(8) . . ? O34 Cl33 O36 109.88(8) . . ? O35 Cl33 O36 109.31(8) . . ? O34 Cl33 O37 110.26(7) . . ? O35 Cl33 O37 110.28(8) . . ? O36 Cl33 O37 108.34(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O29 0.88 2.16 2.9427(15) 148.1 . N17 H17 O37 0.88 2.11 2.9332(15) 155.4 . N25 H25 O31 0.88 2.02 2.8779(16) 163.6 3 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.33 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.499 _refine_diff_density_min -0.394 _refine_diff_density_rms 0.052