# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Christopher Kozak' _publ_contact_author_email CKOZAK@MUN.CA _publ_section_title ; Synthesis and structure of iron(III) diamine-bis(phenolate) complexes ; loop_ _publ_author_name 'Christopher Kozak' 'Julie L Collins' 'Angela K. Crane' 'Candace Fowler' 'Kamrul Hasan' 'Philip Kwong' # Attachment 'CIFs.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 677420' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H38 Cl Fe N2 O2' _chemical_formula_weight 549.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0384(5) _cell_length_b 12.5782(4) _cell_length_c 13.4162(6) _cell_angle_alpha 67.583(4) _cell_angle_beta 83.809(5) _cell_angle_gamma 78.145(5) _cell_volume 1379.18(11) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 6776 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 30.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582 _exptl_absorpt_coefficient_mu 0.673 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.8132 _exptl_absorpt_correction_T_max 0.8783 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 11430 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 26.50 _reflns_number_total 5640 _reflns_number_gt 5261 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+1.0258P] 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 5640 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0430 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1025 _refine_ls_wR_factor_gt 0.1000 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.70354(3) 0.71260(2) 0.11604(2) 0.02055(10) Uani 1 1 d . . . Cl1 Cl 0.94619(6) 0.68294(5) 0.04951(5) 0.03424(14) Uani 1 1 d . . . O1 O 0.72636(15) 0.59508(12) 0.25071(11) 0.0241(3) Uani 1 1 d . . . O2 O 0.69763(15) 0.86437(12) 0.10914(11) 0.0225(3) Uani 1 1 d . . . N1 N 0.45136(17) 0.73483(14) 0.15655(12) 0.0192(3) Uani 1 1 d . . . N2 N 0.6073(2) 0.68169(16) -0.00737(14) 0.0274(4) Uani 1 1 d . . . C1 C 0.4199(2) 0.68650(17) 0.27507(15) 0.0207(4) Uani 1 1 d . . . H1 H 0.3091 0.6982 0.2888 0.025 Uiso 1 1 calc R . . H2 H 0.4621 0.7311 0.3086 0.025 Uiso 1 1 calc R . . C2 C 0.4844(2) 0.55894(17) 0.32858(14) 0.0193(4) Uani 1 1 d . . . C3 C 0.3931(2) 0.48175(17) 0.39525(15) 0.0210(4) Uani 1 1 d . . . H3 H 0.2876 0.5087 0.4013 0.025 Uiso 1 1 calc R . . C4 C 0.4538(2) 0.36567(18) 0.45326(15) 0.0222(4) Uani 1 1 d . . . C5 C 0.6086(2) 0.32913(17) 0.44289(15) 0.0223(4) Uani 1 1 d . . . H4 H 0.6506 0.2501 0.4828 0.027 Uiso 1 1 calc R . . C6 C 0.7056(2) 0.40272(17) 0.37679(15) 0.0204(4) Uani 1 1 d . . . C7 C 0.6401(2) 0.51937(17) 0.31741(15) 0.0193(4) Uani 1 1 d . . . C8 C 0.3546(2) 0.28327(19) 0.52785(17) 0.0289(5) Uani 1 1 d . . . H5 H 0.2856 0.3228 0.5696 0.035 Uiso 1 1 calc R . . H6 H 0.4180 0.2141 0.5771 0.035 Uiso 1 1 calc R . . H7 H 0.2959 0.2594 0.4853 0.035 Uiso 1 1 calc R . . C9 C 0.8770(2) 0.35929(18) 0.36992(17) 0.0253(4) Uani 1 1 d . . . C10 C 0.9227(2) 0.2325(2) 0.44818(18) 0.0326(5) Uani 1 1 d . . . H8 H 0.8719 0.2230 0.5186 0.039 Uiso 1 1 calc R . . H9 H 1.0325 0.2145 0.4562 0.039 Uiso 1 1 calc R . . H10 H 0.8928 0.1793 0.4196 0.039 Uiso 1 1 calc R . . C11 C 0.9241(2) 0.3633(2) 0.25508(18) 0.0335(5) Uani 1 1 d . . . H11 H 0.9219 0.4447 0.2062 0.040 Uiso 1 1 calc R . . H12 H 0.8537 0.3291 0.2308 0.040 Uiso 1 1 calc R . . H13 H 1.0267 0.3188 0.2551 0.040 Uiso 1 1 calc R . . C12 C 0.9632(3) 0.4352(2) 0.3999(2) 0.0386(6) Uani 1 1 d . . . H14 H 0.9198 0.5179 0.3632 0.046 Uiso 1 1 calc R . . H15 H 1.0699 0.4210 0.3776 0.046 Uiso 1 1 calc R . . H16 H 0.9549 0.4154 0.4782 0.046 Uiso 1 1 calc R . . C13 C 0.3920(2) 0.86403(17) 0.11178(16) 0.0236(4) Uani 1 1 d . . . H17 H 0.4213 0.8964 0.0342 0.028 Uiso 1 1 calc R . . H18 H 0.2801 0.8780 0.1183 0.028 Uiso 1 1 calc R . . C14 C 0.4524(2) 0.92553(17) 0.17006(16) 0.0222(4) Uani 1 1 d . . . C15 C 0.3570(2) 0.98028(18) 0.23176(18) 0.0274(4) Uani 1 1 d . . . H19 H 0.2510 0.9834 0.2327 0.033 Uiso 1 1 calc R . . C16 C 0.4139(2) 1.03011(19) 0.29166(18) 0.0296(5) Uani 1 1 d . . . C17 C 0.5695(2) 1.02740(18) 0.28602(17) 0.0263(4) Uani 1 1 d . . . H20 H 0.6086 1.0636 0.3255 0.032 Uiso 1 1 calc R . . C18 C 0.6706(2) 0.97431(17) 0.22551(15) 0.0214(4) Uani 1 1 d . . . C19 C 0.6094(2) 0.92111(16) 0.16779(15) 0.0199(4) Uani 1 1 d . . . C20 C 0.3115(3) 1.0821(2) 0.3649(2) 0.0435(6) Uani 1 1 d . . . H21 H 0.3569 1.1417 0.3746 0.052 Uiso 1 1 calc R . . H22 H 0.2987 1.0203 0.4352 0.052 Uiso 1 1 calc R . . H23 H 0.2127 1.1179 0.3324 0.052 Uiso 1 1 calc R . . C21 C 0.8417(2) 0.97294(18) 0.22281(16) 0.0233(4) Uani 1 1 d . . . C22 C 0.9314(2) 0.84711(19) 0.26116(19) 0.0312(5) Uani 1 1 d . . . H24 H 0.8827 0.7987 0.3269 0.037 Uiso 1 1 calc R . . H25 H 1.0351 0.8474 0.2762 0.037 Uiso 1 1 calc R . . H26 H 0.9337 0.8152 0.2047 0.037 Uiso 1 1 calc R . . C23 C 0.8801(3) 1.0315(2) 0.2954(2) 0.0388(6) Uani 1 1 d . . . H27 H 0.8092 1.1052 0.2835 0.047 Uiso 1 1 calc R . . H28 H 0.9835 1.0472 0.2782 0.047 Uiso 1 1 calc R . . H29 H 0.8722 0.9796 0.3711 0.047 Uiso 1 1 calc R . . C24 C 0.8932(3) 1.0402(2) 0.10713(18) 0.0328(5) Uani 1 1 d . . . H30 H 0.8541 1.1239 0.0883 0.039 Uiso 1 1 calc R . . H31 H 0.8545 1.0129 0.0574 0.039 Uiso 1 1 calc R . . H32 H 1.0040 1.0270 0.1017 0.039 Uiso 1 1 calc R . . C25 C 0.3776(2) 0.67658(18) 0.10387(16) 0.0240(4) Uani 1 1 d . . . H33 H 0.2726 0.7187 0.0872 0.029 Uiso 1 1 calc R . . H34 H 0.3729 0.5958 0.1543 0.029 Uiso 1 1 calc R . . C26 C 0.4601(2) 0.67297(18) 0.00199(16) 0.0250(4) Uani 1 1 d . . . C27 C 0.3897(3) 0.65292(19) -0.07467(17) 0.0309(5) Uani 1 1 d . . . H35 H 0.2851 0.6485 -0.0667 0.037 Uiso 1 1 calc R . . C28 C 0.4738(3) 0.6395(2) -0.16235(18) 0.0369(5) Uani 1 1 d . . . H36 H 0.4279 0.6261 -0.2159 0.044 Uiso 1 1 calc R . . C29 C 0.6252(3) 0.6459(2) -0.17148(19) 0.0401(6) Uani 1 1 d . . . H37 H 0.6854 0.6352 -0.2306 0.048 Uiso 1 1 calc R . . C30 C 0.6884(3) 0.6679(2) -0.09393(18) 0.0369(5) Uani 1 1 d . . . H38 H 0.7925 0.6737 -0.1015 0.044 Uiso 1 1 calc R . . 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 0.02101(16) 0.02265(17) 0.02039(16) -0.00969(12) 0.00184(11) -0.00697(11) Cl1 0.0265(3) 0.0418(3) 0.0394(3) -0.0211(3) 0.0115(2) -0.0114(2) O1 0.0193(7) 0.0255(7) 0.0251(7) -0.0059(6) 0.0005(5) -0.0064(5) O2 0.0230(7) 0.0242(7) 0.0227(7) -0.0105(6) 0.0023(5) -0.0074(6) N1 0.0202(8) 0.0180(8) 0.0191(8) -0.0057(6) -0.0018(6) -0.0046(6) N2 0.0323(9) 0.0326(10) 0.0226(9) -0.0135(7) 0.0020(7) -0.0120(8) C1 0.0201(9) 0.0221(10) 0.0191(9) -0.0074(7) 0.0005(7) -0.0030(7) C2 0.0214(9) 0.0213(10) 0.0158(8) -0.0073(7) -0.0020(7) -0.0036(7) C3 0.0194(9) 0.0255(10) 0.0196(9) -0.0097(8) -0.0004(7) -0.0049(7) C4 0.0263(10) 0.0249(10) 0.0175(9) -0.0076(8) -0.0015(7) -0.0087(8) C5 0.0272(10) 0.0217(10) 0.0183(9) -0.0074(7) -0.0055(7) -0.0023(8) C6 0.0207(9) 0.0252(10) 0.0186(9) -0.0117(8) -0.0051(7) -0.0017(7) C7 0.0202(9) 0.0227(10) 0.0177(9) -0.0094(7) -0.0005(7) -0.0059(7) C8 0.0293(11) 0.0285(11) 0.0263(10) -0.0043(9) -0.0019(8) -0.0103(9) C9 0.0194(9) 0.0276(11) 0.0297(10) -0.0132(9) -0.0041(8) 0.0009(8) C10 0.0285(11) 0.0315(12) 0.0345(12) -0.0126(10) -0.0071(9) 0.0060(9) C11 0.0272(11) 0.0372(13) 0.0330(12) -0.0145(10) 0.0035(9) 0.0017(9) C12 0.0245(11) 0.0392(13) 0.0580(16) -0.0235(12) -0.0149(10) -0.0004(9) C13 0.0230(9) 0.0203(10) 0.0247(10) -0.0045(8) -0.0046(7) -0.0032(7) C14 0.0220(9) 0.0176(9) 0.0238(9) -0.0038(7) -0.0034(7) -0.0030(7) C15 0.0210(9) 0.0232(10) 0.0368(12) -0.0105(9) -0.0008(8) -0.0024(8) C16 0.0282(11) 0.0244(11) 0.0362(12) -0.0138(9) 0.0042(9) -0.0025(8) C17 0.0306(11) 0.0227(10) 0.0275(10) -0.0108(8) 0.0001(8) -0.0065(8) C18 0.0244(9) 0.0182(9) 0.0209(9) -0.0048(7) -0.0007(7) -0.0069(7) C19 0.0229(9) 0.0163(9) 0.0187(9) -0.0041(7) 0.0002(7) -0.0046(7) C20 0.0381(13) 0.0439(15) 0.0576(16) -0.0330(13) 0.0117(12) -0.0055(11) C21 0.0225(10) 0.0245(10) 0.0255(10) -0.0108(8) -0.0001(8) -0.0074(8) C22 0.0241(10) 0.0293(12) 0.0383(12) -0.0093(9) -0.0078(9) -0.0031(9) C23 0.0307(12) 0.0508(15) 0.0492(14) -0.0315(12) -0.0011(10) -0.0127(11) C24 0.0298(11) 0.0345(12) 0.0309(11) -0.0057(9) 0.0017(9) -0.0126(9) C25 0.0252(10) 0.0264(10) 0.0230(10) -0.0089(8) -0.0044(8) -0.0087(8) C26 0.0324(11) 0.0214(10) 0.0232(10) -0.0082(8) -0.0047(8) -0.0073(8) C27 0.0385(12) 0.0262(11) 0.0302(11) -0.0107(9) -0.0109(9) -0.0050(9) C28 0.0544(15) 0.0339(13) 0.0290(11) -0.0162(10) -0.0103(10) -0.0086(11) C29 0.0547(15) 0.0460(15) 0.0288(12) -0.0220(11) 0.0049(10) -0.0161(12) C30 0.0434(13) 0.0471(14) 0.0300(12) -0.0222(11) 0.0082(10) -0.0187(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.8467(14) . ? Fe1 O2 1.8655(14) . ? Fe1 N2 2.1421(17) . ? Fe1 N1 2.2706(15) . ? Fe1 Cl1 2.2894(6) . ? O1 C7 1.349(2) . ? O2 C19 1.350(2) . ? N1 C25 1.476(2) . ? N1 C1 1.488(2) . ? N1 C13 1.502(2) . ? N2 C26 1.347(3) . ? N2 C30 1.354(3) . ? C1 C2 1.502(3) . ? C2 C3 1.390(3) . ? C2 C7 1.405(3) . ? C3 C4 1.391(3) . ? C4 C5 1.390(3) . ? C4 C8 1.509(3) . ? C5 C6 1.397(3) . ? C6 C7 1.411(3) . ? C6 C9 1.538(3) . ? C9 C12 1.533(3) . ? C9 C10 1.537(3) . ? C9 C11 1.538(3) . ? C13 C14 1.495(3) . ? C14 C15 1.393(3) . ? C14 C19 1.406(3) . ? C15 C16 1.382(3) . ? C16 C17 1.394(3) . ? C16 C20 1.515(3) . ? C17 C18 1.394(3) . ? C18 C19 1.412(3) . ? C18 C21 1.540(3) . ? C21 C23 1.529(3) . ? C21 C24 1.532(3) . ? C21 C22 1.539(3) . ? C25 C26 1.497(3) . ? C26 C27 1.390(3) . ? C27 C28 1.377(3) . ? C28 C29 1.377(4) . ? C29 C30 1.378(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 116.70(6) . . ? O1 Fe1 N2 118.53(7) . . ? O2 Fe1 N2 120.91(7) . . ? O1 Fe1 N1 86.49(6) . . ? O2 Fe1 N1 88.46(6) . . ? N2 Fe1 N1 75.67(6) . . ? O1 Fe1 Cl1 98.67(5) . . ? O2 Fe1 Cl1 97.21(4) . . ? N2 Fe1 Cl1 93.89(5) . . ? N1 Fe1 Cl1 169.55(4) . . ? C7 O1 Fe1 135.20(12) . . ? C19 O2 Fe1 128.34(12) . . ? C25 N1 C1 109.57(15) . . ? C25 N1 C13 109.39(15) . . ? C1 N1 C13 110.07(15) . . ? C25 N1 Fe1 109.95(11) . . ? C1 N1 Fe1 111.64(11) . . ? C13 N1 Fe1 106.16(11) . . ? C26 N2 C30 117.93(19) . . ? C26 N2 Fe1 118.92(13) . . ? C30 N2 Fe1 123.14(15) . . ? N1 C1 C2 114.04(15) . . ? C3 C2 C7 119.91(18) . . ? C3 C2 C1 120.32(17) . . ? C7 C2 C1 119.60(17) . . ? C2 C3 C4 121.04(18) . . ? C5 C4 C3 118.05(18) . . ? C5 C4 C8 121.20(18) . . ? C3 C4 C8 120.72(18) . . ? C4 C5 C6 123.35(18) . . ? C5 C6 C7 117.21(17) . . ? C5 C6 C9 121.58(17) . . ? C7 C6 C9 121.20(18) . . ? O1 C7 C2 119.02(17) . . ? O1 C7 C6 120.58(17) . . ? C2 C7 C6 120.39(17) . . ? C12 C9 C10 107.51(18) . . ? C12 C9 C11 110.18(19) . . ? C10 C9 C11 107.76(18) . . ? C12 C9 C6 110.01(17) . . ? C10 C9 C6 111.57(17) . . ? C11 C9 C6 109.76(16) . . ? C14 C13 N1 111.36(15) . . ? C15 C14 C19 119.76(19) . . ? C15 C14 C13 121.09(18) . . ? C19 C14 C13 119.02(17) . . ? C16 C15 C14 121.16(19) . . ? C15 C16 C17 118.11(19) . . ? C15 C16 C20 121.2(2) . . ? C17 C16 C20 120.7(2) . . ? C18 C17 C16 123.4(2) . . ? C17 C18 C19 117.07(18) . . ? C17 C18 C21 121.29(18) . . ? C19 C18 C21 121.63(17) . . ? O2 C19 C14 117.61(17) . . ? O2 C19 C18 121.93(17) . . ? C14 C19 C18 120.46(17) . . ? C23 C21 C24 108.08(18) . . ? C23 C21 C22 107.62(18) . . ? C24 C21 C22 109.28(17) . . ? C23 C21 C18 111.59(17) . . ? C24 C21 C18 108.97(16) . . ? C22 C21 C18 111.23(16) . . ? N1 C25 C26 112.12(16) . . ? N2 C26 C27 122.27(19) . . ? N2 C26 C25 116.59(17) . . ? C27 C26 C25 120.98(19) . . ? C28 C27 C26 119.0(2) . . ? C29 C28 C27 119.2(2) . . ? C28 C29 C30 119.3(2) . . ? N2 C30 C29 122.3(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.311 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.059 #===END data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 677421' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H48 Cl Fe N2 O3' _chemical_formula_weight 588.01 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' 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 1 21/c 1' 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 17.059(4) _cell_length_b 11.125(2) _cell_length_c 16.676(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.152(6) _cell_angle_gamma 90.00 _cell_volume 3115.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 12101 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 30.8 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.602 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9227 _exptl_absorpt_correction_T_max 0.9662 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 20128 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.49 _reflns_number_total 6405 _reflns_number_gt 5593 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0839P)^2^+3.9043P] 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 SHELXL _refine_ls_extinction_coef 0.0011(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6405 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1937 _refine_ls_wR_factor_gt 0.1841 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.19673(3) 0.68870(4) 0.43752(3) 0.02871(18) Uani 1 1 d . . . Cl1 Cl 0.20470(6) 0.61333(9) 0.31045(5) 0.0401(3) Uani 1 1 d . . . O1 O 0.29429(14) 0.7687(2) 0.45180(14) 0.0332(5) Uani 1 1 d . . . O2 O 0.09825(14) 0.7606(2) 0.40954(13) 0.0326(5) Uani 1 1 d . . . O3 O 0.4112(2) 0.9967(4) 0.1182(3) 0.0791(11) Uani 1 1 d . . . N1 N 0.19010(17) 0.7345(3) 0.56745(16) 0.0289(6) Uani 1 1 d . . . N2 N 0.18832(18) 0.5090(3) 0.48753(17) 0.0336(7) Uani 1 1 d . . . C1 C 0.2722(2) 0.7649(3) 0.61200(19) 0.0333(8) Uani 1 1 d . . . H1 H 0.2701 0.7802 0.6701 0.040 Uiso 1 1 calc R . . H2 H 0.3080 0.6955 0.6093 0.040 Uiso 1 1 calc R . . C2 C 0.3054(2) 0.8732(3) 0.5764(2) 0.0310(7) Uani 1 1 d . . . C3 C 0.3177(2) 0.8688(3) 0.4955(2) 0.0297(7) Uani 1 1 d . . . C4 C 0.3523(2) 0.9666(3) 0.4605(2) 0.0338(8) Uani 1 1 d . . . C5 C 0.3693(2) 1.0684(4) 0.5094(2) 0.0370(8) Uani 1 1 d . . . H3 H 0.3930 1.1352 0.4874 0.044 Uiso 1 1 calc R . . C6 C 0.3536(2) 1.0784(3) 0.5887(2) 0.0361(8) Uani 1 1 d . . . C7 C 0.3225(2) 0.9780(3) 0.6209(2) 0.0351(8) Uani 1 1 d . . . H4 H 0.3127 0.9811 0.6752 0.042 Uiso 1 1 calc R . . C8 C 0.3679(3) 1.1945(4) 0.6356(3) 0.0459(10) Uani 1 1 d . . . H5 H 0.4225 1.1956 0.6662 0.055 Uiso 1 1 calc R . . H6 H 0.3303 1.2010 0.6735 0.055 Uiso 1 1 calc R . . H7 H 0.3603 1.2624 0.5976 0.055 Uiso 1 1 calc R . . C9 C 0.3680(2) 0.9623(4) 0.3727(2) 0.0389(8) Uani 1 1 d . . . C10 C 0.4165(3) 0.8493(4) 0.3594(3) 0.0497(10) Uani 1 1 d . . . H8 H 0.4385 0.8586 0.3092 0.060 Uiso 1 1 calc R . . H9 H 0.3817 0.7786 0.3547 0.060 Uiso 1 1 calc R . . H10 H 0.4601 0.8390 0.4057 0.060 Uiso 1 1 calc R . . C11 C 0.4156(3) 1.0716(4) 0.3518(3) 0.0587(12) Uani 1 1 d . . . H11 H 0.3788 1.1359 0.3298 0.070 Uiso 1 1 calc R . . H12 H 0.4479 1.0485 0.3112 0.070 Uiso 1 1 calc R . . H13 H 0.4506 1.1001 0.4012 0.070 Uiso 1 1 calc R . . C12 C 0.2890(2) 0.9582(4) 0.3121(2) 0.0430(9) Uani 1 1 d . . . H14 H 0.2659 1.0391 0.3057 0.052 Uiso 1 1 calc R . . H15 H 0.2519 0.9038 0.3327 0.052 Uiso 1 1 calc R . . H16 H 0.2987 0.9292 0.2592 0.052 Uiso 1 1 calc R . . C13 C 0.1377(2) 0.8396(3) 0.5742(2) 0.0308(7) Uani 1 1 d . . . H17 H 0.1620 0.9116 0.5537 0.037 Uiso 1 1 calc R . . H18 H 0.1361 0.8533 0.6325 0.037 Uiso 1 1 calc R . . C14 C 0.0535(2) 0.8286(3) 0.5290(2) 0.0290(7) Uani 1 1 d . . . C15 C -0.0080(2) 0.8659(3) 0.5674(2) 0.0314(7) Uani 1 1 d . . . H19 H 0.0035 0.8876 0.6234 0.038 Uiso 1 1 calc R . . C16 C -0.0864(2) 0.8726(3) 0.5259(2) 0.0305(7) Uani 1 1 d . . . C17 C -0.1010(2) 0.8400(3) 0.4441(2) 0.0301(7) Uani 1 1 d . . . H20 H -0.1542 0.8440 0.4153 0.036 Uiso 1 1 calc R . . C18 C -0.0415(2) 0.8016(3) 0.40203(19) 0.0283(7) Uani 1 1 d . . . C19 C 0.0375(2) 0.7957(3) 0.44639(19) 0.0280(7) Uani 1 1 d . . . C20 C -0.1527(2) 0.9154(3) 0.5679(2) 0.0360(8) Uani 1 1 d . . . H21 H -0.1457 1.0012 0.5804 0.043 Uiso 1 1 calc R . . H22 H -0.1515 0.8702 0.6185 0.043 Uiso 1 1 calc R . . H23 H -0.2041 0.9027 0.5320 0.043 Uiso 1 1 calc R . . C21 C -0.0137(3) 0.8494(4) 0.2622(2) 0.0405(9) Uani 1 1 d . . . H24 H -0.0455 0.9209 0.2441 0.049 Uiso 1 1 calc R . . H25 H -0.0025 0.8052 0.2147 0.049 Uiso 1 1 calc R . . H26 H 0.0365 0.8738 0.2964 0.049 Uiso 1 1 calc R . . C22 C -0.0389(2) 0.6360(3) 0.2995(2) 0.0334(8) Uani 1 1 d . . . H27 H 0.0164 0.6309 0.2909 0.040 Uiso 1 1 calc R . . H28 H -0.0744 0.6034 0.2519 0.040 Uiso 1 1 calc R . . H29 H -0.0449 0.5895 0.3480 0.040 Uiso 1 1 calc R . . C23 C -0.1498(2) 0.7830(4) 0.2769(2) 0.0386(9) Uani 1 1 d . . . H30 H -0.1637 0.8686 0.2750 0.046 Uiso 1 1 calc R . . H31 H -0.1813 0.7404 0.3117 0.046 Uiso 1 1 calc R . . H32 H -0.1613 0.7495 0.2217 0.046 Uiso 1 1 calc R . . C24 C -0.0604(2) 0.7681(3) 0.3118(2) 0.0320(8) Uani 1 1 d . . . C25 C 0.1595(2) 0.6266(3) 0.6046(2) 0.0333(8) Uani 1 1 d . . . H33 H 0.1011 0.6208 0.5871 0.040 Uiso 1 1 calc R . . H34 H 0.1711 0.6333 0.6647 0.040 Uiso 1 1 calc R . . C26 C 0.1993(2) 0.5151(3) 0.5779(2) 0.0351(8) Uani 1 1 d . . . H35 H 0.2568 0.5168 0.6010 0.042 Uiso 1 1 calc R . . H36 H 0.1759 0.4426 0.5988 0.042 Uiso 1 1 calc R . . C27 C 0.2462(3) 0.4208(4) 0.4649(2) 0.0453(10) Uani 1 1 d . . . H37 H 0.2993 0.4377 0.4960 0.054 Uiso 1 1 calc R . . H38 H 0.2473 0.4273 0.4066 0.054 Uiso 1 1 calc R . . H39 H 0.2301 0.3393 0.4774 0.054 Uiso 1 1 calc R . . C28 C 0.1057(2) 0.4672(4) 0.4532(2) 0.0429(9) Uani 1 1 d . . . H40 H 0.0694 0.4907 0.4899 0.051 Uiso 1 1 calc R . . H41 H 0.1055 0.3795 0.4475 0.051 Uiso 1 1 calc R . . H42 H 0.0882 0.5040 0.3997 0.051 Uiso 1 1 calc R . . C29 C 0.4804(4) 0.8545(5) 0.0555(4) 0.0858(19) Uani 1 1 d . . . H43 H 0.4756 0.7775 0.0827 0.103 Uiso 1 1 calc R . . H44 H 0.5317 0.8579 0.0369 0.103 Uiso 1 1 calc R . . H45 H 0.4371 0.8624 0.0087 0.103 Uiso 1 1 calc R . . C30 C 0.4757(3) 0.9534(4) 0.1131(3) 0.0563(12) Uani 1 1 d . . . C31 C 0.5503(4) 0.9995(7) 0.1640(4) 0.097(2) Uani 1 1 d . . . H46 H 0.5725 1.0640 0.1347 0.116 Uiso 1 1 calc R . . H47 H 0.5891 0.9340 0.1753 0.116 Uiso 1 1 calc R . . H48 H 0.5384 1.0309 0.2154 0.116 Uiso 1 1 calc R . . 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 0.0327(3) 0.0298(3) 0.0239(3) -0.00064(18) 0.0056(2) -0.00126(19) Cl1 0.0494(6) 0.0436(5) 0.0287(4) -0.0080(4) 0.0110(4) -0.0042(4) O1 0.0353(14) 0.0359(13) 0.0292(12) -0.0050(10) 0.0081(10) -0.0026(11) O2 0.0362(14) 0.0397(14) 0.0220(11) -0.0007(10) 0.0059(9) 0.0014(11) O3 0.059(2) 0.072(2) 0.105(3) -0.017(2) 0.010(2) 0.0024(19) N1 0.0295(15) 0.0344(15) 0.0230(13) 0.0024(11) 0.0057(11) -0.0011(12) N2 0.0367(16) 0.0318(15) 0.0311(14) 0.0015(12) 0.0028(12) 0.0004(13) C1 0.0331(19) 0.042(2) 0.0233(15) -0.0013(14) 0.0005(13) -0.0001(15) C2 0.0269(17) 0.0363(19) 0.0281(16) -0.0003(14) 0.0006(13) -0.0004(14) C3 0.0264(16) 0.0340(18) 0.0282(16) -0.0032(13) 0.0033(13) 0.0001(14) C4 0.0273(17) 0.040(2) 0.0336(17) -0.0005(15) 0.0045(13) -0.0011(15) C5 0.0309(19) 0.042(2) 0.0372(18) 0.0017(16) 0.0044(15) -0.0050(16) C6 0.0310(18) 0.039(2) 0.0362(18) -0.0059(16) 0.0010(14) 0.0010(15) C7 0.0329(18) 0.042(2) 0.0287(16) -0.0032(15) 0.0025(14) 0.0010(15) C8 0.045(2) 0.042(2) 0.050(2) -0.0144(18) 0.0056(18) -0.0060(18) C9 0.037(2) 0.044(2) 0.0370(19) -0.0009(16) 0.0109(15) -0.0039(17) C10 0.040(2) 0.063(3) 0.050(2) -0.002(2) 0.0169(18) 0.006(2) C11 0.071(3) 0.061(3) 0.049(2) 0.002(2) 0.024(2) -0.021(2) C12 0.043(2) 0.058(3) 0.0290(17) 0.0034(17) 0.0084(16) 0.0010(19) C13 0.0340(18) 0.0333(18) 0.0247(15) -0.0018(13) 0.0044(13) 0.0004(14) C14 0.0336(18) 0.0284(17) 0.0250(16) 0.0003(13) 0.0047(13) 0.0001(14) C15 0.041(2) 0.0307(17) 0.0226(15) 0.0003(13) 0.0064(14) 0.0011(15) C16 0.0370(19) 0.0279(17) 0.0273(16) 0.0017(13) 0.0076(14) 0.0024(14) C17 0.0333(18) 0.0284(16) 0.0284(16) 0.0022(13) 0.0052(13) 0.0016(14) C18 0.0356(19) 0.0248(16) 0.0236(15) 0.0018(12) 0.0023(13) -0.0008(13) C19 0.0308(18) 0.0286(16) 0.0254(15) 0.0013(12) 0.0073(13) 0.0005(13) C20 0.037(2) 0.041(2) 0.0309(17) 0.0005(15) 0.0082(15) 0.0049(16) C21 0.055(2) 0.041(2) 0.0248(16) 0.0036(15) 0.0052(16) -0.0053(18) C22 0.039(2) 0.0318(18) 0.0284(16) -0.0036(14) 0.0019(14) 0.0024(15) C23 0.044(2) 0.043(2) 0.0269(16) -0.0037(15) -0.0014(15) 0.0045(17) C24 0.042(2) 0.0275(17) 0.0252(15) 0.0024(13) 0.0014(14) 0.0022(15) C25 0.0358(19) 0.0354(19) 0.0292(16) 0.0050(14) 0.0067(14) -0.0031(15) C26 0.041(2) 0.0335(19) 0.0294(17) 0.0055(14) 0.0036(14) -0.0013(15) C27 0.058(3) 0.038(2) 0.039(2) -0.0009(17) 0.0064(18) 0.0093(19) C28 0.043(2) 0.040(2) 0.042(2) 0.0057(17) -0.0030(17) -0.0118(17) C29 0.086(4) 0.054(3) 0.116(5) 0.000(3) 0.016(4) 0.005(3) C30 0.053(3) 0.052(3) 0.061(3) 0.009(2) 0.003(2) 0.001(2) C31 0.069(4) 0.124(6) 0.086(4) 0.013(4) -0.013(3) -0.029(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 O2 1.845(2) . ? Fe1 O1 1.865(2) . ? Fe1 N2 2.181(3) . ? Fe1 N1 2.248(3) . ? Fe1 Cl1 2.3051(11) . ? O1 C3 1.352(4) . ? O2 C19 1.353(4) . ? O3 C30 1.217(6) . ? N1 C25 1.487(4) . ? N1 C13 1.488(4) . ? N1 C1 1.504(4) . ? N2 C27 1.486(5) . ? N2 C26 1.486(4) . ? N2 C28 1.499(5) . ? C1 C2 1.497(5) . ? C2 C7 1.385(5) . ? C2 C3 1.403(5) . ? C3 C4 1.413(5) . ? C4 C5 1.395(5) . ? C4 C9 1.535(5) . ? C5 C6 1.399(5) . ? C6 C7 1.385(5) . ? C6 C8 1.507(5) . ? C9 C11 1.536(6) . ? C9 C12 1.537(5) . ? C9 C10 1.542(6) . ? C13 C14 1.505(5) . ? C14 C15 1.385(5) . ? C14 C19 1.405(4) . ? C15 C16 1.396(5) . ? C16 C17 1.391(5) . ? C16 C20 1.509(5) . ? C17 C18 1.399(5) . ? C18 C19 1.419(5) . ? C18 C24 1.529(4) . ? C21 C24 1.538(5) . ? C22 C24 1.537(5) . ? C23 C24 1.543(5) . ? C25 C26 1.518(5) . ? C29 C30 1.471(8) . ? C30 C31 1.492(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O1 125.29(12) . . ? O2 Fe1 N2 112.08(11) . . ? O1 Fe1 N2 120.40(11) . . ? O2 Fe1 N1 86.97(10) . . ? O1 Fe1 N1 87.95(10) . . ? N2 Fe1 N1 79.71(11) . . ? O2 Fe1 Cl1 97.12(8) . . ? O1 Fe1 Cl1 95.45(8) . . ? N2 Fe1 Cl1 92.09(8) . . ? N1 Fe1 Cl1 171.75(8) . . ? C3 O1 Fe1 129.3(2) . . ? C19 O2 Fe1 138.3(2) . . ? C25 N1 C13 110.1(3) . . ? C25 N1 C1 109.9(3) . . ? C13 N1 C1 107.8(3) . . ? C25 N1 Fe1 107.4(2) . . ? C13 N1 Fe1 112.56(19) . . ? C1 N1 Fe1 109.0(2) . . ? C27 N2 C26 108.5(3) . . ? C27 N2 C28 108.7(3) . . ? C26 N2 C28 110.1(3) . . ? C27 N2 Fe1 114.6(2) . . ? C26 N2 Fe1 109.9(2) . . ? C28 N2 Fe1 105.0(2) . . ? C2 C1 N1 111.7(3) . . ? C7 C2 C3 119.5(3) . . ? C7 C2 C1 121.6(3) . . ? C3 C2 C1 118.9(3) . . ? O1 C3 C2 117.9(3) . . ? O1 C3 C4 121.2(3) . . ? C2 C3 C4 121.0(3) . . ? C5 C4 C3 116.3(3) . . ? C5 C4 C9 122.0(3) . . ? C3 C4 C9 121.7(3) . . ? C4 C5 C6 124.2(4) . . ? C7 C6 C5 116.9(3) . . ? C7 C6 C8 121.8(3) . . ? C5 C6 C8 121.2(4) . . ? C2 C7 C6 122.0(3) . . ? C4 C9 C11 112.3(3) . . ? C4 C9 C12 110.3(3) . . ? C11 C9 C12 108.2(3) . . ? C4 C9 C10 110.6(3) . . ? C11 C9 C10 107.1(3) . . ? C12 C9 C10 108.1(3) . . ? N1 C13 C14 115.6(3) . . ? C15 C14 C19 120.0(3) . . ? C15 C14 C13 118.6(3) . . ? C19 C14 C13 121.0(3) . . ? C14 C15 C16 121.6(3) . . ? C17 C16 C15 117.6(3) . . ? C17 C16 C20 121.2(3) . . ? C15 C16 C20 121.2(3) . . ? C16 C17 C18 123.4(3) . . ? C17 C18 C19 117.3(3) . . ? C17 C18 C24 121.5(3) . . ? C19 C18 C24 121.2(3) . . ? O2 C19 C14 119.3(3) . . ? O2 C19 C18 120.6(3) . . ? C14 C19 C18 120.1(3) . . ? C18 C24 C22 110.5(3) . . ? C18 C24 C21 110.2(3) . . ? C22 C24 C21 109.4(3) . . ? C18 C24 C23 111.6(3) . . ? C22 C24 C23 107.2(3) . . ? C21 C24 C23 107.8(3) . . ? N1 C25 C26 109.3(3) . . ? N2 C26 C25 110.6(3) . . ? O3 C30 C29 119.7(5) . . ? O3 C30 C31 121.0(5) . . ? C29 C30 C31 119.3(5) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.677 _refine_diff_density_min -0.627 _refine_diff_density_rms 0.085 #===END data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 677422' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H68 Cl Fe N2 O2' _chemical_formula_weight 700.26 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 'C 1 2/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.575(12) _cell_length_b 13.954(5) _cell_length_c 17.830(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.144(8) _cell_angle_gamma 90.00 _cell_volume 8166(5) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 15843 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 30.9 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark Blue' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3048 _exptl_absorpt_coefficient_mu 0.468 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.8057 _exptl_absorpt_correction_T_max 0.9230 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 41294 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.50 _reflns_number_total 8439 _reflns_number_gt 7049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1557P)^2^+32.7108P] 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 SHELXL _refine_ls_extinction_coef 0.0016(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8439 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1095 _refine_ls_R_factor_gt 0.0996 _refine_ls_wR_factor_ref 0.2831 _refine_ls_wR_factor_gt 0.2727 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.743675(19) 0.37676(4) 0.65196(3) 0.0340(2) Uani 1 1 d . . . Cl1 Cl 0.70794(4) 0.47087(7) 0.71540(6) 0.0448(3) Uani 1 1 d . . . O1 O 0.72594(10) 0.38595(19) 0.54680(16) 0.0357(6) Uani 1 1 d . . . O2 O 0.79054(10) 0.4489(2) 0.65392(17) 0.0425(7) Uani 1 1 d . . . N1 N 0.70394(11) 0.2440(2) 0.6476(2) 0.0360(8) Uani 1 1 d . . . N2 N 0.78185(12) 0.2860(2) 0.73569(19) 0.0375(8) Uani 1 1 d . . . C1 C 0.57273(18) 0.2830(5) 0.3586(3) 0.0641(15) Uani 1 1 d . . . C2 C 0.5651(3) 0.1759(7) 0.3589(8) 0.148(5) Uani 1 1 d . . . H1 H 0.5783 0.1493 0.4089 0.177 Uiso 1 1 calc R . . H2 H 0.5765 0.1454 0.3185 0.177 Uiso 1 1 calc R . . H3 H 0.5357 0.1638 0.3496 0.177 Uiso 1 1 calc R . . C3 C 0.5408(3) 0.3273(15) 0.3845(12) 0.315(16) Uani 1 1 d . . . H4 H 0.5186 0.3413 0.3406 0.378 Uiso 1 1 calc R . . H5 H 0.5505 0.3872 0.4108 0.378 Uiso 1 1 calc R . . H6 H 0.5309 0.2845 0.4201 0.378 Uiso 1 1 calc R . . C4 C 0.5742(4) 0.2963(12) 0.2748(5) 0.189(8) Uani 1 1 d . . . H7 H 0.6023 0.2883 0.2683 0.227 Uiso 1 1 calc R . . H8 H 0.5646 0.3607 0.2582 0.227 Uiso 1 1 calc R . . H9 H 0.5567 0.2485 0.2438 0.227 Uiso 1 1 calc R . . C5 C 0.68371(15) 0.5341(3) 0.4441(2) 0.0387(9) Uani 1 1 d . . . C6 C 0.6842(2) 0.5876(3) 0.5201(3) 0.0552(14) Uani 1 1 d . . . H10 H 0.6896 0.5419 0.5628 0.066 Uiso 1 1 calc R . . H11 H 0.6578 0.6183 0.5179 0.066 Uiso 1 1 calc R . . H12 H 0.7056 0.6365 0.5279 0.066 Uiso 1 1 calc R . . C7 C 0.72697(17) 0.5328(3) 0.4280(3) 0.0473(11) Uani 1 1 d . . . H13 H 0.7309 0.5896 0.3980 0.057 Uiso 1 1 calc R . . H14 H 0.7306 0.4749 0.3990 0.057 Uiso 1 1 calc R . . H15 H 0.7470 0.5332 0.4767 0.057 Uiso 1 1 calc R . . C8 C 0.65605(17) 0.5897(3) 0.3772(3) 0.0516(12) Uani 1 1 d . . . H16 H 0.6280 0.5662 0.3702 0.062 Uiso 1 1 calc R . . H17 H 0.6660 0.5798 0.3299 0.062 Uiso 1 1 calc R . . H18 H 0.6568 0.6583 0.3895 0.062 Uiso 1 1 calc R . . C9 C 0.66737(14) 0.4321(3) 0.4500(2) 0.0381(9) Uani 1 1 d . . . C10 C 0.68893(13) 0.3650(3) 0.5024(2) 0.0328(8) Uani 1 1 d . . . C11 C 0.67289(14) 0.2742(3) 0.5101(2) 0.0385(9) Uani 1 1 d . . . C12 C 0.63566(15) 0.2488(3) 0.4649(3) 0.0462(11) Uani 1 1 d . . . H19 H 0.6247 0.1873 0.4712 0.055 Uiso 1 1 calc R . . C13 C 0.61377(16) 0.3114(4) 0.4101(3) 0.0496(11) Uani 1 1 d . . . C14 C 0.63042(14) 0.4014(3) 0.4052(3) 0.0436(10) Uani 1 1 d . . . H20 H 0.6157 0.4452 0.3689 0.052 Uiso 1 1 calc R . . C15 C 0.69617(15) 0.2053(3) 0.5669(2) 0.0391(9) Uani 1 1 d . . . H21 H 0.7226 0.1909 0.5530 0.047 Uiso 1 1 calc R . . H22 H 0.6807 0.1446 0.5647 0.047 Uiso 1 1 calc R . . C16 C 0.66449(15) 0.2640(3) 0.6696(3) 0.0440(10) Uani 1 1 d . . . H23 H 0.6676 0.2554 0.7251 0.053 Uiso 1 1 calc R . . H24 H 0.6437 0.2197 0.6425 0.053 Uiso 1 1 calc R . . H25 H 0.6562 0.3301 0.6557 0.053 Uiso 1 1 calc R . . C17 C 0.72627(15) 0.1710(3) 0.7010(3) 0.0414(10) Uani 1 1 d . . . H26 H 0.7421 0.1289 0.6733 0.050 Uiso 1 1 calc R . . H27 H 0.7067 0.1308 0.7212 0.050 Uiso 1 1 calc R . . C18 C 0.75470(14) 0.2204(3) 0.7664(2) 0.0403(9) Uani 1 1 d . . . H28 H 0.7387 0.2570 0.7974 0.048 Uiso 1 1 calc R . . H29 H 0.7711 0.1720 0.8000 0.048 Uiso 1 1 calc R . . C19 C 0.81256(15) 0.2314(3) 0.7037(3) 0.0457(10) Uani 1 1 d . . . H30 H 0.8009 0.1697 0.6837 0.055 Uiso 1 1 calc R . . H31 H 0.8368 0.2202 0.7442 0.055 Uiso 1 1 calc R . . H32 H 0.8202 0.2683 0.6620 0.055 Uiso 1 1 calc R . . C20 C 0.80258(15) 0.3501(3) 0.7985(2) 0.0429(10) Uani 1 1 d . . . H33 H 0.8166 0.3102 0.8420 0.052 Uiso 1 1 calc R . . H34 H 0.7817 0.3887 0.8166 0.052 Uiso 1 1 calc R . . C21 C 0.83316(14) 0.4170(3) 0.7757(2) 0.0396(9) Uani 1 1 d . . . C22 C 0.82511(14) 0.4658(3) 0.7049(3) 0.0397(9) Uani 1 1 d . . . C23 C 0.85435(15) 0.5304(3) 0.6869(2) 0.0395(9) Uani 1 1 d . . . C24 C 0.88988(15) 0.5446(3) 0.7423(3) 0.0457(11) Uani 1 1 d . . . H35 H 0.9093 0.5892 0.7314 0.055 Uiso 1 1 calc R . . C25 C 0.89882(15) 0.4972(4) 0.8132(3) 0.0478(11) Uani 1 1 d . . . C26 C 0.86970(15) 0.4332(4) 0.8279(3) 0.0454(10) Uani 1 1 d . . . H36 H 0.8749 0.3993 0.8752 0.055 Uiso 1 1 calc R . . C27 C 0.84608(16) 0.5840(3) 0.6096(3) 0.0438(10) Uani 1 1 d . . . C28 C 0.84161(19) 0.5124(3) 0.5441(3) 0.0507(12) Uani 1 1 d . . . H37 H 0.8683 0.5004 0.5320 0.061 Uiso 1 1 calc R . . H38 H 0.8231 0.5384 0.4987 0.061 Uiso 1 1 calc R . . H39 H 0.8305 0.4522 0.5593 0.061 Uiso 1 1 calc R . . C29 C 0.80692(16) 0.6439(3) 0.6017(3) 0.0467(11) Uani 1 1 d . . . H40 H 0.7834 0.6053 0.5769 0.056 Uiso 1 1 calc R . . H41 H 0.8089 0.7008 0.5704 0.056 Uiso 1 1 calc R . . H42 H 0.8035 0.6638 0.6526 0.056 Uiso 1 1 calc R . . C30 C 0.88073(17) 0.6521(4) 0.6033(3) 0.0509(12) Uani 1 1 d . . . H43 H 0.8754 0.7152 0.6232 0.061 Uiso 1 1 calc R . . H44 H 0.8826 0.6581 0.5493 0.061 Uiso 1 1 calc R . . H45 H 0.9064 0.6267 0.6331 0.061 Uiso 1 1 calc R . . C31 C 0.9739(2) 0.5053(7) 0.8324(4) 0.091(2) Uani 1 1 d . . . H46 H 0.9833 0.4387 0.8355 0.109 Uiso 1 1 calc R . . H47 H 0.9960 0.5472 0.8580 0.109 Uiso 1 1 calc R . . H48 H 0.9654 0.5241 0.7784 0.109 Uiso 1 1 calc R . . C32 C 0.9382(3) 0.6142(8) 0.9027(6) 0.133(5) Uani 1 1 d . . . H49 H 0.9494 0.6597 0.8707 0.160 Uiso 1 1 calc R . . H50 H 0.9547 0.6158 0.9551 0.160 Uiso 1 1 calc R . . H51 H 0.9101 0.6320 0.9035 0.160 Uiso 1 1 calc R . . C33 C 0.9444(3) 0.4482(10) 0.9379(5) 0.159(6) Uani 1 1 d . . . H52 H 0.9328 0.4778 0.9784 0.191 Uiso 1 1 calc R . . H53 H 0.9735 0.4360 0.9573 0.191 Uiso 1 1 calc R . . H54 H 0.9304 0.3876 0.9222 0.191 Uiso 1 1 calc R . . C34 C 0.93900(17) 0.5144(5) 0.8703(3) 0.0571(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0535(4) 0.0216(3) 0.0299(4) 0.0004(2) 0.0161(3) -0.0026(2) Cl1 0.0737(8) 0.0287(5) 0.0374(6) -0.0046(4) 0.0241(5) 0.0025(4) O1 0.0525(17) 0.0251(13) 0.0322(15) 0.0021(11) 0.0148(13) -0.0009(11) O2 0.0522(18) 0.0382(16) 0.0376(16) 0.0026(13) 0.0104(13) -0.0112(13) N1 0.055(2) 0.0214(15) 0.0347(18) -0.0014(13) 0.0154(15) -0.0005(14) N2 0.056(2) 0.0289(16) 0.0312(17) 0.0032(13) 0.0176(15) -0.0041(15) C1 0.055(3) 0.075(4) 0.058(3) 0.013(3) 0.003(2) -0.015(3) C2 0.109(7) 0.103(7) 0.196(12) -0.051(7) -0.049(8) -0.021(6) C3 0.037(4) 0.46(3) 0.43(3) -0.37(3) 0.007(8) -0.003(9) C4 0.150(10) 0.312(19) 0.077(6) 0.061(9) -0.039(6) -0.134(12) C5 0.063(3) 0.0241(18) 0.033(2) 0.0031(15) 0.0208(19) 0.0024(17) C6 0.101(4) 0.028(2) 0.046(3) -0.0009(19) 0.035(3) 0.007(2) C7 0.078(3) 0.030(2) 0.038(2) 0.0043(17) 0.022(2) -0.007(2) C8 0.069(3) 0.033(2) 0.057(3) 0.017(2) 0.023(2) 0.008(2) C9 0.053(2) 0.031(2) 0.034(2) 0.0032(16) 0.0186(18) 0.0037(17) C10 0.041(2) 0.0311(19) 0.0287(19) 0.0009(15) 0.0130(16) -0.0009(15) C11 0.059(3) 0.0295(19) 0.029(2) -0.0016(16) 0.0145(18) -0.0030(18) C12 0.060(3) 0.038(2) 0.041(2) 0.0050(19) 0.011(2) -0.011(2) C13 0.060(3) 0.048(3) 0.042(2) 0.004(2) 0.011(2) -0.007(2) C14 0.047(2) 0.043(2) 0.042(2) 0.0123(19) 0.0127(19) 0.0050(19) C15 0.062(3) 0.0196(17) 0.035(2) -0.0030(15) 0.0107(19) -0.0036(17) C16 0.059(3) 0.036(2) 0.040(2) 0.0018(18) 0.017(2) -0.0056(19) C17 0.067(3) 0.0210(18) 0.040(2) 0.0027(16) 0.020(2) -0.0024(18) C18 0.055(3) 0.034(2) 0.035(2) 0.0062(17) 0.0170(18) -0.0032(18) C19 0.059(3) 0.039(2) 0.043(2) 0.0029(19) 0.018(2) 0.006(2) C20 0.055(3) 0.046(2) 0.029(2) 0.0043(18) 0.0137(18) -0.002(2) C21 0.047(2) 0.040(2) 0.034(2) -0.0027(17) 0.0130(18) -0.0081(18) C22 0.047(2) 0.034(2) 0.041(2) -0.0013(17) 0.0151(18) -0.0059(17) C23 0.055(3) 0.032(2) 0.035(2) -0.0064(16) 0.0183(19) -0.0092(18) C24 0.055(3) 0.041(2) 0.046(3) -0.0048(19) 0.023(2) -0.009(2) C25 0.050(3) 0.053(3) 0.041(2) -0.003(2) 0.011(2) -0.004(2) C26 0.052(3) 0.050(3) 0.036(2) 0.0003(19) 0.0129(19) 0.003(2) C27 0.066(3) 0.031(2) 0.041(2) 0.0002(18) 0.027(2) -0.010(2) C28 0.086(4) 0.033(2) 0.039(2) -0.0036(18) 0.026(2) -0.006(2) C29 0.064(3) 0.031(2) 0.052(3) -0.0050(19) 0.028(2) -0.009(2) C30 0.070(3) 0.039(2) 0.052(3) -0.004(2) 0.030(2) -0.015(2) C31 0.054(4) 0.139(7) 0.079(5) -0.040(5) 0.014(3) -0.002(4) C32 0.066(5) 0.188(11) 0.131(8) -0.113(8) -0.014(5) 0.015(5) C33 0.098(7) 0.272(16) 0.088(6) 0.072(8) -0.028(5) -0.087(9) C34 0.051(3) 0.077(4) 0.044(3) -0.005(3) 0.012(2) -0.011(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.849(3) . ? Fe1 O2 1.862(3) . ? Fe1 N2 2.161(4) . ? Fe1 Cl1 2.2393(12) . ? Fe1 N1 2.274(3) . ? O1 C10 1.357(5) . ? O2 C22 1.337(5) . ? N1 C16 1.485(6) . ? N1 C17 1.486(5) . ? N1 C15 1.506(5) . ? N2 C18 1.476(5) . ? N2 C20 1.488(6) . ? N2 C19 1.489(6) . ? C1 C3 1.398(11) . ? C1 C2 1.516(11) . ? C1 C4 1.516(11) . ? C1 C13 1.538(7) . ? C5 C9 1.537(6) . ? C5 C7 1.539(7) . ? C5 C6 1.544(6) . ? C5 C8 1.556(6) . ? C9 C14 1.394(7) . ? C9 C10 1.409(6) . ? C10 C11 1.395(6) . ? C11 C12 1.384(7) . ? C11 C15 1.493(6) . ? C12 C13 1.398(7) . ? C13 C14 1.386(7) . ? C17 C18 1.509(6) . ? C20 C21 1.506(6) . ? C21 C26 1.394(6) . ? C21 C22 1.409(6) . ? C22 C23 1.418(6) . ? C23 C24 1.394(7) . ? C23 C27 1.542(6) . ? C24 C25 1.402(7) . ? C25 C26 1.389(7) . ? C25 C34 1.528(7) . ? C27 C28 1.520(6) . ? C27 C30 1.524(6) . ? C27 C29 1.539(7) . ? C31 C34 1.476(8) . ? C32 C34 1.510(10) . ? C33 C34 1.499(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 94.13(13) . . ? O1 Fe1 N2 139.37(13) . . ? O2 Fe1 N2 85.87(14) . . ? O1 Fe1 Cl1 112.29(10) . . ? O2 Fe1 Cl1 102.36(11) . . ? N2 Fe1 Cl1 107.32(10) . . ? O1 Fe1 N1 87.71(13) . . ? O2 Fe1 N1 158.15(14) . . ? N2 Fe1 N1 78.75(13) . . ? Cl1 Fe1 N1 97.02(10) . . ? C10 O1 Fe1 129.6(3) . . ? C22 O2 Fe1 135.9(3) . . ? C16 N1 C17 108.5(3) . . ? C16 N1 C15 109.6(4) . . ? C17 N1 C15 109.2(3) . . ? C16 N1 Fe1 112.8(2) . . ? C17 N1 Fe1 108.8(3) . . ? C15 N1 Fe1 107.9(2) . . ? C18 N2 C20 108.7(3) . . ? C18 N2 C19 110.9(3) . . ? C20 N2 C19 110.2(4) . . ? C18 N2 Fe1 107.3(3) . . ? C20 N2 Fe1 106.4(3) . . ? C19 N2 Fe1 113.1(3) . . ? C3 C1 C2 107.1(11) . . ? C3 C1 C4 117.2(13) . . ? C2 C1 C4 99.5(9) . . ? C3 C1 C13 110.0(6) . . ? C2 C1 C13 112.5(6) . . ? C4 C1 C13 110.2(6) . . ? C9 C5 C7 111.5(3) . . ? C9 C5 C6 109.0(3) . . ? C7 C5 C6 109.5(4) . . ? C9 C5 C8 110.5(4) . . ? C7 C5 C8 107.3(4) . . ? C6 C5 C8 109.0(4) . . ? C14 C9 C10 116.6(4) . . ? C14 C9 C5 122.1(4) . . ? C10 C9 C5 121.3(4) . . ? O1 C10 C11 117.6(4) . . ? O1 C10 C9 121.6(4) . . ? C11 C10 C9 120.9(4) . . ? C12 C11 C10 119.7(4) . . ? C12 C11 C15 120.7(4) . . ? C10 C11 C15 119.6(4) . . ? C11 C12 C13 121.7(4) . . ? C14 C13 C12 116.8(5) . . ? C14 C13 C1 121.3(5) . . ? C12 C13 C1 122.0(5) . . ? C13 C14 C9 124.4(4) . . ? C11 C15 N1 112.2(3) . . ? N1 C17 C18 109.5(3) . . ? N2 C18 C17 109.6(3) . . ? N2 C20 C21 114.0(3) . . ? C26 C21 C22 119.7(4) . . ? C26 C21 C20 118.3(4) . . ? C22 C21 C20 121.9(4) . . ? O2 C22 C21 120.0(4) . . ? O2 C22 C23 120.1(4) . . ? C21 C22 C23 119.9(4) . . ? C24 C23 C22 117.3(4) . . ? C24 C23 C27 122.1(4) . . ? C22 C23 C27 120.5(4) . . ? C23 C24 C25 124.2(4) . . ? C26 C25 C24 116.6(4) . . ? C26 C25 C34 122.2(5) . . ? C24 C25 C34 121.2(5) . . ? C25 C26 C21 122.3(4) . . ? C28 C27 C30 107.8(4) . . ? C28 C27 C29 110.0(4) . . ? C30 C27 C29 107.8(4) . . ? C28 C27 C23 109.7(4) . . ? C30 C27 C23 111.8(4) . . ? C29 C27 C23 109.6(4) . . ? C31 C34 C33 110.0(7) . . ? C31 C34 C32 109.5(7) . . ? C33 C34 C32 105.6(8) . . ? C31 C34 C25 110.8(5) . . ? C33 C34 C25 112.3(5) . . ? C32 C34 C25 108.4(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.748 _refine_diff_density_min -1.437 _refine_diff_density_rms 0.108 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.010 1016 172 ' ' 2 0.500 0.500 0.642 1016 172 ' ' _platon_squeeze_details ; ; #===END data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 677423' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H68 Br Fe N2 O2' _chemical_formula_weight 744.72 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' Br Br -0.2901 2.4595 '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 'C 1 2/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 32.711(14) _cell_length_b 14.027(6) _cell_length_c 18.074(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.330(8) _cell_angle_gamma 90.00 _cell_volume 8132(6) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 16633 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 31.0 _exptl_crystal_description Platelet _exptl_crystal_colour Blue _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3192 _exptl_absorpt_coefficient_mu 1.387 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.4451 _exptl_absorpt_correction_T_max 0.9088 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 20292 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0621 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.50 _reflns_number_total 8344 _reflns_number_gt 5778 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1846P)^2^+12.5072P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8344 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1205 _refine_ls_R_factor_gt 0.0972 _refine_ls_wR_factor_ref 0.3028 _refine_ls_wR_factor_gt 0.2732 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 Br1 Br 0.20222(2) 0.53232(4) 0.21607(3) 0.0728(3) Uani 1 1 d . . . Fe1 Fe 0.24380(2) 0.62626(5) 0.15084(4) 0.0502(3) Uani 1 1 d . . . O1 O 0.29055(15) 0.5519(4) 0.1574(2) 0.0808(14) Uani 1 1 d . . . O2 O 0.22714(11) 0.6106(2) 0.04844(18) 0.0497(8) Uani 1 1 d . . . N1 N 0.28121(14) 0.7149(3) 0.2350(2) 0.0514(10) Uani 1 1 d . . . N2 N 0.20492(16) 0.7610(3) 0.1408(2) 0.0589(12) Uani 1 1 d . . . C1 C 0.3257(2) 0.5360(5) 0.2090(4) 0.0722(17) Uani 1 1 d . . . C2 C 0.35586(19) 0.4721(4) 0.1918(3) 0.0590(14) Uani 1 1 d . . . C3 C 0.39177(19) 0.4604(4) 0.2473(3) 0.0591(14) Uani 1 1 d . . . H1 H 0.4117 0.4148 0.2384 0.071 Uiso 1 1 calc R . . C4 C 0.4003(2) 0.5114(6) 0.3150(4) 0.0725(17) Uani 1 1 d . . . C5 C 0.3700(2) 0.5705(5) 0.3290(3) 0.0720(17) Uani 1 1 d . . . H2 H 0.3740 0.6032 0.3759 0.086 Uiso 1 1 calc R . . C6 C 0.3328(2) 0.5849(5) 0.2763(4) 0.0721(17) Uani 1 1 d . . . C7 C 0.34855(19) 0.4181(4) 0.1179(3) 0.0578(13) Uani 1 1 d . . . C8 C 0.3451(2) 0.4877(4) 0.0517(3) 0.0685(16) Uani 1 1 d . . . H3 H 0.3159 0.5067 0.0349 0.082 Uiso 1 1 calc R . . H4 H 0.3551 0.4567 0.0100 0.082 Uiso 1 1 calc R . . H5 H 0.3621 0.5443 0.0678 0.082 Uiso 1 1 calc R . . C9 C 0.3082(2) 0.3590(4) 0.1097(3) 0.0625(14) Uani 1 1 d . . . H6 H 0.3147 0.2956 0.1316 0.075 Uiso 1 1 calc R . . H7 H 0.2955 0.3526 0.0561 0.075 Uiso 1 1 calc R . . H8 H 0.2886 0.3912 0.1361 0.075 Uiso 1 1 calc R . . C10 C 0.3847(2) 0.3495(4) 0.1134(4) 0.0651(15) Uani 1 1 d . . . H9 H 0.4058 0.3827 0.0911 0.078 Uiso 1 1 calc R . . H10 H 0.3741 0.2946 0.0820 0.078 Uiso 1 1 calc R . . H11 H 0.3974 0.3277 0.1642 0.078 Uiso 1 1 calc R . . C11 C 0.44017(19) 0.4938(6) 0.3718(4) 0.0709(16) Uani 1 1 d . . . C12 C 0.4361(3) 0.4067(12) 0.4131(8) 0.198(9) Uani 1 1 d . . . H12 H 0.4248 0.4217 0.4581 0.237 Uiso 1 1 calc R . . H13 H 0.4636 0.3769 0.4283 0.237 Uiso 1 1 calc R . . H14 H 0.4173 0.3628 0.3808 0.237 Uiso 1 1 calc R . . C13 C 0.4460(4) 0.5702(11) 0.4328(7) 0.169(6) Uani 1 1 d . . . H15 H 0.4617 0.6237 0.4176 0.203 Uiso 1 1 calc R . . H16 H 0.4613 0.5433 0.4803 0.203 Uiso 1 1 calc R . . H17 H 0.4186 0.5927 0.4398 0.203 Uiso 1 1 calc R . . C14 C 0.4765(3) 0.4965(12) 0.3386(6) 0.161(6) Uani 1 1 d . . . H18 H 0.4822 0.4324 0.3215 0.193 Uiso 1 1 calc R . . H19 H 0.5004 0.5186 0.3762 0.193 Uiso 1 1 calc R . . H20 H 0.4717 0.5402 0.2955 0.193 Uiso 1 1 calc R . . C15 C 0.3008(2) 0.6521(5) 0.2971(3) 0.0722(17) Uani 1 1 d . . . H21 H 0.2787 0.6140 0.3138 0.087 Uiso 1 1 calc R . . H22 H 0.3143 0.6919 0.3402 0.087 Uiso 1 1 calc R . . C16 C 0.3139(2) 0.7637(5) 0.2024(4) 0.0713(17) Uani 1 1 d . . . H23 H 0.3390 0.7239 0.2098 0.086 Uiso 1 1 calc R . . H24 H 0.3206 0.8252 0.2275 0.086 Uiso 1 1 calc R . . H25 H 0.3037 0.7740 0.1483 0.086 Uiso 1 1 calc R . . C17 C 0.2540(2) 0.7856(4) 0.2585(3) 0.0663(16) Uani 1 1 d . . . H26 H 0.2709 0.8342 0.2905 0.080 Uiso 1 1 calc R . . H27 H 0.2356 0.7545 0.2889 0.080 Uiso 1 1 calc R . . C18 C 0.2282(2) 0.8321(4) 0.1919(4) 0.0748(18) Uani 1 1 d . . . H28 H 0.2084 0.8768 0.2087 0.090 Uiso 1 1 calc R . . H29 H 0.2463 0.8693 0.1648 0.090 Uiso 1 1 calc R . . C19 C 0.1635(2) 0.7481(5) 0.1610(3) 0.0716(17) Uani 1 1 d . . . H30 H 0.1430 0.7304 0.1159 0.086 Uiso 1 1 calc R . . H31 H 0.1549 0.8079 0.1816 0.086 Uiso 1 1 calc R . . H32 H 0.1651 0.6977 0.1990 0.086 Uiso 1 1 calc R . . C20 C 0.19925(19) 0.7933(4) 0.0605(3) 0.0569(13) Uani 1 1 d . . . H33 H 0.1848 0.8557 0.0552 0.068 Uiso 1 1 calc R . . H34 H 0.2270 0.8021 0.0472 0.068 Uiso 1 1 calc R . . C21 C 0.17477(17) 0.7242(4) 0.0074(3) 0.0515(12) Uani 1 1 d . . . C22 C 0.19015(16) 0.6322(3) 0.0035(3) 0.0448(10) Uani 1 1 d . . . C23 C 0.16820(17) 0.5665(4) -0.0456(3) 0.0493(11) Uani 1 1 d . . . C24 C 0.13006(18) 0.5942(4) -0.0902(3) 0.0571(13) Uani 1 1 d . . . H35 H 0.1146 0.5491 -0.1237 0.069 Uiso 1 1 calc R . . C25 C 0.11420(18) 0.6858(4) -0.0870(3) 0.0565(13) Uani 1 1 d . . . C26 C 0.13637(18) 0.7483(4) -0.0381(3) 0.0560(13) Uani 1 1 d . . . H36 H 0.1256 0.8107 -0.0345 0.067 Uiso 1 1 calc R . . C27 C 0.1838(2) 0.4642(4) -0.0485(3) 0.0580(14) Uani 1 1 d . . . C28 C 0.2277(2) 0.4621(4) -0.0673(3) 0.0683(16) Uani 1 1 d . . . H37 H 0.2253 0.4588 -0.1221 0.082 Uiso 1 1 calc R . . H38 H 0.2428 0.4061 -0.0437 0.082 Uiso 1 1 calc R . . H39 H 0.2428 0.5201 -0.0480 0.082 Uiso 1 1 calc R . . C29 C 0.1848(2) 0.4127(4) 0.0265(3) 0.0695(17) Uani 1 1 d . . . H40 H 0.2120 0.4224 0.0596 0.083 Uiso 1 1 calc R . . H41 H 0.1801 0.3444 0.0171 0.083 Uiso 1 1 calc R . . H42 H 0.1629 0.4385 0.0508 0.083 Uiso 1 1 calc R . . C30 C 0.1552(2) 0.4058(5) -0.1111(4) 0.0757(18) Uani 1 1 d . . . H43 H 0.1331 0.3752 -0.0900 0.091 Uiso 1 1 calc R . . H44 H 0.1718 0.3569 -0.1304 0.091 Uiso 1 1 calc R . . H45 H 0.1427 0.4484 -0.1523 0.091 Uiso 1 1 calc R . . C31 C 0.07147(19) 0.7120(5) -0.1356(4) 0.0690(16) Uani 1 1 d . . . C32 C 0.0668(4) 0.8175(9) -0.1447(9) 0.195(8) Uani 1 1 d . . . H46 H 0.0542 0.8434 -0.1041 0.234 Uiso 1 1 calc R . . H47 H 0.0488 0.8319 -0.1936 0.234 Uiso 1 1 calc R . . H48 H 0.0942 0.8465 -0.1426 0.234 Uiso 1 1 calc R . . C33 C 0.0393(3) 0.6746(16) -0.1032(9) 0.294(15) Uani 1 1 d . . . H49 H 0.0322 0.6105 -0.1232 0.353 Uiso 1 1 calc R . . H50 H 0.0148 0.7159 -0.1155 0.353 Uiso 1 1 calc R . . H51 H 0.0486 0.6713 -0.0483 0.353 Uiso 1 1 calc R . . C34 C 0.0710(4) 0.6823(15) -0.2150(6) 0.230(10) Uani 1 1 d . . . H52 H 0.0811 0.7349 -0.2423 0.276 Uiso 1 1 calc R . . H53 H 0.0424 0.6660 -0.2398 0.276 Uiso 1 1 calc R . . H54 H 0.0891 0.6266 -0.2152 0.276 Uiso 1 1 calc R . . 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 Br1 0.1207(6) 0.0582(4) 0.0387(3) 0.0080(2) 0.0138(3) -0.0122(3) Fe1 0.0740(5) 0.0443(4) 0.0308(4) -0.0015(3) 0.0067(3) 0.0060(3) O1 0.086(3) 0.097(3) 0.048(2) -0.025(2) -0.012(2) 0.027(3) O2 0.068(2) 0.0484(19) 0.0331(17) 0.0005(13) 0.0109(15) 0.0054(16) N1 0.063(3) 0.045(2) 0.045(2) -0.0040(18) 0.0088(19) -0.0023(19) N2 0.092(3) 0.038(2) 0.039(2) -0.0041(17) -0.004(2) 0.008(2) C1 0.089(4) 0.075(4) 0.049(3) -0.013(3) 0.006(3) 0.004(3) C2 0.074(4) 0.062(3) 0.043(3) 0.003(2) 0.013(2) 0.013(3) C3 0.066(3) 0.063(3) 0.049(3) 0.008(2) 0.015(2) 0.005(3) C4 0.075(4) 0.089(5) 0.047(3) 0.000(3) -0.002(3) 0.000(3) C5 0.091(4) 0.084(4) 0.037(3) -0.005(3) 0.003(3) 0.009(4) C6 0.081(4) 0.084(5) 0.051(3) 0.000(3) 0.011(3) 0.003(3) C7 0.081(4) 0.052(3) 0.042(3) 0.002(2) 0.015(2) 0.008(3) C8 0.100(5) 0.057(3) 0.050(3) 0.005(3) 0.017(3) -0.001(3) C9 0.081(4) 0.055(3) 0.052(3) 0.008(3) 0.014(3) 0.006(3) C10 0.077(4) 0.059(3) 0.062(4) 0.002(3) 0.021(3) 0.010(3) C11 0.059(3) 0.096(5) 0.056(3) 0.003(3) 0.010(3) 0.004(3) C12 0.107(7) 0.285(18) 0.166(12) 0.159(13) -0.059(8) -0.052(10) C13 0.125(8) 0.216(14) 0.134(10) -0.071(10) -0.053(8) 0.071(9) C14 0.073(5) 0.337(17) 0.074(6) 0.056(9) 0.018(4) 0.004(8) C15 0.092(5) 0.076(4) 0.043(3) -0.004(3) -0.001(3) -0.002(3) C16 0.082(4) 0.075(4) 0.063(4) -0.012(3) 0.028(3) -0.007(3) C17 0.088(4) 0.065(4) 0.043(3) -0.014(3) 0.006(3) 0.008(3) C18 0.101(5) 0.052(3) 0.062(4) -0.008(3) -0.008(3) 0.017(3) C19 0.091(4) 0.083(4) 0.043(3) 0.001(3) 0.019(3) 0.021(3) C20 0.083(4) 0.039(3) 0.045(3) 0.010(2) 0.006(3) 0.003(2) C21 0.070(3) 0.044(3) 0.042(3) 0.006(2) 0.014(2) -0.002(2) C22 0.057(3) 0.048(3) 0.029(2) 0.0074(18) 0.0068(19) -0.002(2) C23 0.066(3) 0.045(3) 0.037(2) 0.005(2) 0.010(2) -0.003(2) C24 0.075(3) 0.058(3) 0.037(3) -0.001(2) 0.009(2) -0.011(3) C25 0.071(3) 0.063(3) 0.033(2) 0.001(2) 0.004(2) 0.003(3) C26 0.078(4) 0.053(3) 0.036(2) 0.005(2) 0.007(2) 0.006(3) C27 0.081(4) 0.057(3) 0.036(3) -0.001(2) 0.011(2) 0.003(3) C28 0.094(5) 0.065(4) 0.047(3) -0.004(3) 0.016(3) 0.008(3) C29 0.116(5) 0.046(3) 0.047(3) 0.002(2) 0.016(3) -0.009(3) C30 0.110(5) 0.049(3) 0.064(4) -0.006(3) 0.008(4) 0.002(3) C31 0.059(3) 0.086(4) 0.056(3) 0.000(3) -0.001(3) 0.005(3) C32 0.137(9) 0.141(10) 0.257(18) 0.073(11) -0.087(11) 0.024(8) C33 0.043(4) 0.57(3) 0.260(18) 0.30(2) -0.003(7) -0.009(10) C34 0.161(11) 0.40(3) 0.087(7) -0.072(11) -0.071(8) 0.140(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Fe1 2.3679(12) . ? Fe1 O1 1.835(4) . ? Fe1 O2 1.837(3) . ? Fe1 N1 2.151(4) . ? Fe1 N2 2.265(4) . ? O1 C1 1.350(8) . ? O2 C22 1.352(6) . ? N1 C17 1.452(7) . ? N1 C15 1.471(8) . ? N1 C16 1.486(8) . ? N2 C18 1.468(7) . ? N2 C19 1.483(8) . ? N2 C20 1.496(6) . ? C1 C6 1.376(9) . ? C1 C2 1.411(9) . ? C2 C3 1.396(8) . ? C2 C7 1.513(8) . ? C3 C4 1.398(9) . ? C4 C5 1.353(10) . ? C4 C11 1.513(9) . ? C5 C6 1.404(9) . ? C6 C15 1.512(10) . ? C7 C8 1.531(8) . ? C7 C10 1.540(8) . ? C7 C9 1.542(9) . ? C11 C14 1.433(11) . ? C11 C12 1.451(13) . ? C11 C13 1.522(13) . ? C17 C18 1.479(8) . ? C20 C21 1.483(7) . ? C21 C22 1.392(7) . ? C21 C26 1.401(8) . ? C22 C23 1.379(7) . ? C23 C24 1.401(8) . ? C23 C27 1.527(7) . ? C24 C25 1.392(8) . ? C25 C26 1.350(8) . ? C25 C31 1.542(8) . ? C27 C29 1.531(7) . ? C27 C28 1.538(9) . ? C27 C30 1.552(8) . ? C31 C33 1.401(12) . ? C31 C34 1.491(13) . ? C31 C32 1.494(13) . ? 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 O1 Fe1 O2 94.37(17) . . ? O1 Fe1 N1 86.07(18) . . ? O2 Fe1 N1 142.81(17) . . ? O1 Fe1 N2 157.9(2) . . ? O2 Fe1 N2 88.16(15) . . ? N1 Fe1 N2 78.87(17) . . ? O1 Fe1 Br1 101.79(19) . . ? O2 Fe1 Br1 110.46(12) . . ? N1 Fe1 Br1 105.78(13) . . ? N2 Fe1 Br1 97.80(14) . . ? C1 O1 Fe1 136.5(4) . . ? C22 O2 Fe1 129.2(3) . . ? C17 N1 C15 112.7(5) . . ? C17 N1 C16 109.5(5) . . ? C15 N1 C16 109.9(5) . . ? C17 N1 Fe1 107.8(3) . . ? C15 N1 Fe1 107.1(4) . . ? C16 N1 Fe1 109.8(3) . . ? C18 N2 C19 108.2(5) . . ? C18 N2 C20 110.8(5) . . ? C19 N2 C20 109.3(5) . . ? C18 N2 Fe1 107.7(3) . . ? C19 N2 Fe1 113.9(4) . . ? C20 N2 Fe1 106.9(3) . . ? O1 C1 C6 120.0(6) . . ? O1 C1 C2 119.4(5) . . ? C6 C1 C2 120.5(6) . . ? C3 C2 C1 116.2(5) . . ? C3 C2 C7 122.7(5) . . ? C1 C2 C7 121.1(5) . . ? C2 C3 C4 124.3(6) . . ? C5 C4 C3 116.7(6) . . ? C5 C4 C11 122.6(6) . . ? C3 C4 C11 120.5(6) . . ? C4 C5 C6 122.0(6) . . ? C1 C6 C5 120.0(7) . . ? C1 C6 C15 121.7(6) . . ? C5 C6 C15 118.2(6) . . ? C2 C7 C8 110.3(5) . . ? C2 C7 C10 111.7(5) . . ? C8 C7 C10 107.2(5) . . ? C2 C7 C9 109.7(5) . . ? C8 C7 C9 109.7(5) . . ? C10 C7 C9 108.2(5) . . ? C14 C11 C12 113.8(10) . . ? C14 C11 C4 112.7(6) . . ? C12 C11 C4 109.5(6) . . ? C14 C11 C13 106.8(10) . . ? C12 C11 C13 103.3(10) . . ? C4 C11 C13 110.2(7) . . ? N1 C15 C6 113.7(5) . . ? N1 C17 C18 110.4(5) . . ? N2 C18 C17 110.8(5) . . ? C21 C20 N2 112.2(4) . . ? C22 C21 C26 119.1(5) . . ? C22 C21 C20 119.0(5) . . ? C26 C21 C20 122.0(5) . . ? O2 C22 C23 121.9(4) . . ? O2 C22 C21 117.8(4) . . ? C23 C22 C21 120.3(5) . . ? C22 C23 C24 118.5(5) . . ? C22 C23 C27 121.0(5) . . ? C24 C23 C27 120.4(5) . . ? C25 C24 C23 121.9(5) . . ? C26 C25 C24 118.1(5) . . ? C26 C25 C31 121.9(5) . . ? C24 C25 C31 120.0(5) . . ? C25 C26 C21 122.1(5) . . ? C23 C27 C29 111.2(5) . . ? C23 C27 C28 111.0(5) . . ? C29 C27 C28 109.2(5) . . ? C23 C27 C30 111.3(5) . . ? C29 C27 C30 107.5(5) . . ? C28 C27 C30 106.5(5) . . ? C33 C31 C34 115.5(13) . . ? C33 C31 C32 110.3(12) . . ? C34 C31 C32 100.9(11) . . ? C33 C31 C25 110.0(6) . . ? C34 C31 C25 108.6(6) . . ? C32 C31 C25 111.1(6) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.311 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.112 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.407 973 71 ' ' 2 0.000 0.500 0.760 973 71 ' ' _platon_squeeze_details ; ; #===END