# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_section_title 'Iron(III) amine-bis(phenolate) complexes as catalysts' _publ_contact_author_name 'Christopher M. Kozak' _publ_contact_author_address ;Dept. of Chemistry Memorial University of Nfld. St. John's, NL A1B 3X7 Canada ; _publ_contact_author_email ckozak@mun.ca _publ_contact_author_phone 1-709-737-8082 _publ_contact_author_fax 1-709-737-3702 loop_ _publ_author_name 'Christopher Kozak' 'Rajoshree Roy Chowdhury' 'Angela K. Crane' 'Candace Fowler' 'Philip Kwong' # Attachment 'CIF.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 659673' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'L1H2, H2(O2NO)BuMe' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H43 N O3' _chemical_formula_weight 453.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 10.453(4) _cell_length_b 11.703(4) _cell_length_c 12.508(4) _cell_angle_alpha 101.931(6) _cell_angle_beta 107.410(5) _cell_angle_gamma 104.170(6) _cell_volume 1349.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 7016 _cell_measurement_theta_min 2.1617 _cell_measurement_theta_max 30.5601 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.117 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9756 _exptl_absorpt_correction_T_max 0.9886 _exptl_absorpt_process_details ; Higashi, T. (1999). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _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 13194 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6094 _reflns_number_gt 5519 _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^)+(0.0919P)^2^+0.6093P] 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 6094 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1847 _refine_ls_wR_factor_gt 0.1791 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 O1 O 1.03240(12) 0.42890(11) 0.28217(10) 0.0315(3) Uani 1 1 d . . . H40 H 0.9591 0.4643 0.2599 0.031 Uiso 1 1 d . . . O2 O 0.76053(13) 0.27005(12) 0.03159(10) 0.0350(3) Uani 1 1 d . . . H41 H 0.7794 0.3127 0.1081 0.031 Uiso 1 1 d . . . O3 O 0.87455(13) 0.57032(12) 0.19118(12) 0.0394(3) Uani 1 1 d . . . N1 N 0.71499(14) 0.37153(12) 0.22797(11) 0.0251(3) Uani 1 1 d . . . C1 C 0.61336(17) 0.24521(15) 0.19105(13) 0.0271(3) Uani 1 1 d . . . H1 H 0.5395 0.2475 0.2251 0.032 Uiso 1 1 calc R . . H2 H 0.6641 0.1915 0.2233 0.032 Uiso 1 1 calc R . . C2 C 0.54182(16) 0.18873(14) 0.05852(13) 0.0255(3) Uani 1 1 d . . . C3 C 0.39878(17) 0.11773(14) 0.01042(14) 0.0283(3) Uani 1 1 d . . . H3 H 0.3466 0.1101 0.0605 0.034 Uiso 1 1 calc R . . C4 C 0.33071(18) 0.05763(15) -0.10974(15) 0.0320(4) Uani 1 1 d . . . C5 C 0.40997(19) 0.07051(15) -0.18079(14) 0.0326(4) Uani 1 1 d . . . H4 H 0.3641 0.0292 -0.2628 0.039 Uiso 1 1 calc R . . C6 C 0.55402(19) 0.14137(15) -0.13767(14) 0.0312(4) Uani 1 1 d . . . C7 C 0.61895(17) 0.20062(14) -0.01519(14) 0.0273(3) Uani 1 1 d . . . C8 C 0.1752(2) -0.01912(18) -0.16033(18) 0.0444(5) Uani 1 1 d . . . H5 H 0.1246 0.0205 -0.1181 0.053 Uiso 1 1 calc R . . H6 H 0.1649 -0.1020 -0.1519 0.053 Uiso 1 1 calc R . . H7 H 0.1353 -0.0256 -0.2438 0.053 Uiso 1 1 calc R . . C9 C 0.6389(2) 0.15212(17) -0.21867(16) 0.0397(4) Uani 1 1 d . . . C10 C 0.5471(3) 0.0780(2) -0.34778(18) 0.0585(6) Uani 1 1 d . . . H8 H 0.4763 0.1162 -0.3785 0.070 Uiso 1 1 calc R . . H9 H 0.4990 -0.0072 -0.3528 0.070 Uiso 1 1 calc R . . H10 H 0.6077 0.0776 -0.3943 0.070 Uiso 1 1 calc R . . C11 C 0.6965(3) 0.2881(2) -0.2146(2) 0.0513(5) Uani 1 1 d . . . H11 H 0.6193 0.3234 -0.2269 0.062 Uiso 1 1 calc R . . H12 H 0.7352 0.2921 -0.2766 0.062 Uiso 1 1 calc R . . H13 H 0.7715 0.3351 -0.1378 0.062 Uiso 1 1 calc R . . C12 C 0.7626(2) 0.1018(2) -0.18013(19) 0.0471(5) Uani 1 1 d . . . H14 H 0.8130 0.1367 -0.0949 0.057 Uiso 1 1 calc R . . H15 H 0.8282 0.1253 -0.2199 0.057 Uiso 1 1 calc R . . H16 H 0.7254 0.0115 -0.2011 0.057 Uiso 1 1 calc R . . C13 C 0.64478(17) 0.45787(15) 0.18942(14) 0.0290(3) Uani 1 1 d . . . H17 H 0.5803 0.4684 0.2320 0.035 Uiso 1 1 calc R . . H18 H 0.5863 0.4220 0.1045 0.035 Uiso 1 1 calc R . . C14 C 0.74905(19) 0.58440(16) 0.21044(16) 0.0363(4) Uani 1 1 d . . . H19 H 0.7756 0.6374 0.2926 0.044 Uiso 1 1 calc R . . C15 C 0.6897(2) 0.64982(18) 0.12286(19) 0.0435(5) Uani 1 1 d . . . H20 H 0.5852 0.6264 0.0975 0.052 Uiso 1 1 calc R . . H21 H 0.7321 0.7408 0.1570 0.052 Uiso 1 1 calc R . . C16 C 0.7333(3) 0.6034(3) 0.0220(2) 0.0556(6) Uani 1 1 d . . . H42 H 0.7386 0.6615 -0.0252 0.067 Uiso 1 1 calc R . . H43 H 0.6669 0.5208 -0.0298 0.067 Uiso 1 1 calc R . . C17 C 0.8794(2) 0.5976(2) 0.0856(2) 0.0492(5) Uani 1 1 d . . . H22 H 0.9000 0.5320 0.0363 0.059 Uiso 1 1 calc R . . H23 H 0.9538 0.6776 0.1044 0.059 Uiso 1 1 calc R . . C18 C 0.79487(17) 0.41409(15) 0.35625(13) 0.0277(3) Uani 1 1 d . . . H24 H 0.7270 0.4016 0.3969 0.033 Uiso 1 1 calc R . . H25 H 0.8472 0.5038 0.3812 0.033 Uiso 1 1 calc R . . C19 C 0.89842(16) 0.34707(14) 0.39315(13) 0.0258(3) Uani 1 1 d . . . C20 C 1.01334(16) 0.35899(14) 0.35486(12) 0.0247(3) Uani 1 1 d . . . C21 C 1.11302(16) 0.29890(14) 0.39106(13) 0.0259(3) Uani 1 1 d . . . C22 C 1.09176(17) 0.22758(15) 0.46523(13) 0.0286(3) Uani 1 1 d . . . H26 H 1.1579 0.1865 0.4904 0.034 Uiso 1 1 calc R . . C23 C 0.97871(18) 0.21355(15) 0.50414(14) 0.0299(3) Uani 1 1 d . . . C24 C 0.88335(17) 0.27479(15) 0.46709(13) 0.0286(3) Uani 1 1 d . . . H27 H 0.8058 0.2672 0.4929 0.034 Uiso 1 1 calc R . . C25 C 1.23755(17) 0.30873(16) 0.34796(15) 0.0307(3) Uani 1 1 d . . . C26 C 1.32654(19) 0.44473(18) 0.3753(2) 0.0424(4) Uani 1 1 d . . . H28 H 1.2634 0.4942 0.3622 0.051 Uiso 1 1 calc R . . H29 H 1.3807 0.4503 0.3236 0.051 Uiso 1 1 calc R . . H30 H 1.3922 0.4762 0.4575 0.051 Uiso 1 1 calc R . . C27 C 1.3391(2) 0.2457(2) 0.40801(18) 0.0427(4) Uani 1 1 d . . . H31 H 1.3652 0.2754 0.4933 0.051 Uiso 1 1 calc R . . H32 H 1.4248 0.2657 0.3891 0.051 Uiso 1 1 calc R . . H33 H 1.2919 0.1559 0.3798 0.051 Uiso 1 1 calc R . . C28 C 1.1791(2) 0.2440(2) 0.21467(16) 0.0414(4) Uani 1 1 d . . . H34 H 1.1312 0.2931 0.1731 0.050 Uiso 1 1 calc R . . H35 H 1.1112 0.1617 0.1966 0.050 Uiso 1 1 calc R . . H36 H 1.2575 0.2359 0.1895 0.050 Uiso 1 1 calc R . . C29 C 0.9612(2) 0.13621(19) 0.58516(17) 0.0420(4) Uani 1 1 d . . . H37 H 0.9929 0.1906 0.6656 0.050 Uiso 1 1 calc R . . H38 H 1.0183 0.0813 0.5829 0.050 Uiso 1 1 calc R . . H39 H 0.8610 0.0866 0.5594 0.050 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 O1 0.0302(6) 0.0378(6) 0.0339(6) 0.0180(5) 0.0143(5) 0.0147(5) O2 0.0299(6) 0.0387(7) 0.0294(6) 0.0020(5) 0.0131(5) 0.0038(5) O3 0.0318(6) 0.0398(7) 0.0505(8) 0.0217(6) 0.0132(6) 0.0144(5) N1 0.0255(6) 0.0243(6) 0.0220(6) 0.0043(5) 0.0060(5) 0.0083(5) C1 0.0274(7) 0.0269(8) 0.0244(7) 0.0060(6) 0.0095(6) 0.0063(6) C2 0.0280(7) 0.0219(7) 0.0243(7) 0.0054(6) 0.0075(6) 0.0084(6) C3 0.0294(8) 0.0237(7) 0.0302(8) 0.0078(6) 0.0091(6) 0.0084(6) C4 0.0317(8) 0.0212(7) 0.0348(8) 0.0064(6) 0.0034(7) 0.0073(6) C5 0.0410(9) 0.0233(8) 0.0243(7) 0.0034(6) 0.0027(7) 0.0095(7) C6 0.0438(9) 0.0246(8) 0.0244(8) 0.0062(6) 0.0116(7) 0.0121(7) C7 0.0302(8) 0.0230(7) 0.0264(8) 0.0056(6) 0.0093(6) 0.0079(6) C8 0.0350(9) 0.0353(10) 0.0453(11) 0.0040(8) 0.0017(8) 0.0051(8) C9 0.0587(12) 0.0339(9) 0.0286(8) 0.0086(7) 0.0216(8) 0.0127(8) C10 0.0820(17) 0.0583(14) 0.0293(10) 0.0057(9) 0.0240(11) 0.0151(12) C11 0.0761(15) 0.0414(11) 0.0451(11) 0.0186(9) 0.0332(11) 0.0159(10) C12 0.0618(13) 0.0467(11) 0.0459(11) 0.0129(9) 0.0361(10) 0.0205(10) C13 0.0273(8) 0.0290(8) 0.0274(8) 0.0048(6) 0.0057(6) 0.0122(6) C14 0.0373(9) 0.0314(9) 0.0360(9) 0.0072(7) 0.0073(7) 0.0146(7) C15 0.0438(10) 0.0347(10) 0.0511(11) 0.0175(8) 0.0089(9) 0.0182(8) C16 0.0515(12) 0.0685(15) 0.0518(13) 0.0323(11) 0.0158(10) 0.0205(11) C17 0.0461(11) 0.0535(12) 0.0535(12) 0.0243(10) 0.0213(10) 0.0149(10) C18 0.0273(7) 0.0295(8) 0.0223(7) 0.0026(6) 0.0066(6) 0.0099(6) C19 0.0245(7) 0.0269(7) 0.0199(7) 0.0019(6) 0.0054(6) 0.0059(6) C20 0.0254(7) 0.0254(7) 0.0196(7) 0.0048(6) 0.0059(6) 0.0069(6) C21 0.0259(7) 0.0260(7) 0.0218(7) 0.0037(6) 0.0068(6) 0.0075(6) C22 0.0313(8) 0.0276(8) 0.0239(7) 0.0054(6) 0.0067(6) 0.0111(6) C23 0.0361(8) 0.0282(8) 0.0233(7) 0.0075(6) 0.0101(6) 0.0080(6) C24 0.0287(8) 0.0314(8) 0.0242(7) 0.0058(6) 0.0111(6) 0.0077(6) C25 0.0275(8) 0.0341(8) 0.0326(8) 0.0104(7) 0.0126(6) 0.0116(7) C26 0.0288(8) 0.0418(10) 0.0573(12) 0.0154(9) 0.0183(8) 0.0095(8) C27 0.0388(10) 0.0531(12) 0.0492(11) 0.0207(9) 0.0218(9) 0.0259(9) C28 0.0415(10) 0.0542(12) 0.0345(9) 0.0114(8) 0.0204(8) 0.0194(9) C29 0.0530(11) 0.0414(10) 0.0395(10) 0.0193(8) 0.0227(9) 0.0162(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 O1 C20 1.3681(19) . ? O2 C7 1.375(2) . ? O3 C17 1.433(3) . ? O3 C14 1.444(2) . ? N1 C13 1.465(2) . ? N1 C1 1.477(2) . ? N1 C18 1.4779(19) . ? C1 C2 1.519(2) . ? C2 C3 1.391(2) . ? C2 C7 1.401(2) . ? C3 C4 1.392(2) . ? C4 C5 1.391(3) . ? C4 C8 1.511(2) . ? C5 C6 1.401(3) . ? C6 C7 1.413(2) . ? C6 C9 1.538(2) . ? C9 C12 1.539(3) . ? C9 C10 1.539(3) . ? C9 C11 1.541(3) . ? C13 C14 1.525(3) . ? C14 C15 1.531(3) . ? C15 C16 1.508(3) . ? C16 C17 1.522(3) . ? C18 C19 1.505(2) . ? C19 C24 1.393(2) . ? C19 C20 1.408(2) . ? C20 C21 1.412(2) . ? C21 C22 1.400(2) . ? C21 C25 1.540(2) . ? C22 C23 1.394(2) . ? C23 C24 1.390(2) . ? C23 C29 1.513(2) . ? C25 C28 1.539(2) . ? C25 C27 1.540(2) . ? C25 C26 1.541(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 C17 O3 C14 110.51(14) . . ? C13 N1 C1 111.69(12) . . ? C13 N1 C18 112.06(12) . . ? C1 N1 C18 110.63(12) . . ? N1 C1 C2 113.50(13) . . ? C3 C2 C7 119.52(14) . . ? C3 C2 C1 119.10(14) . . ? C7 C2 C1 121.28(14) . . ? C2 C3 C4 121.24(15) . . ? C5 C4 C3 118.04(15) . . ? C5 C4 C8 121.51(16) . . ? C3 C4 C8 120.45(17) . . ? C4 C5 C6 123.37(15) . . ? C5 C6 C7 116.71(15) . . ? C5 C6 C9 121.95(15) . . ? C7 C6 C9 121.32(16) . . ? O2 C7 C2 119.95(14) . . ? O2 C7 C6 118.93(14) . . ? C2 C7 C6 121.12(15) . . ? C6 C9 C12 109.79(15) . . ? C6 C9 C10 112.13(18) . . ? C12 C9 C10 107.67(17) . . ? C6 C9 C11 110.22(15) . . ? C12 C9 C11 109.97(18) . . ? C10 C9 C11 106.99(17) . . ? N1 C13 C14 113.02(13) . . ? O3 C14 C13 109.88(14) . . ? O3 C14 C15 104.69(16) . . ? C13 C14 C15 112.40(15) . . ? C16 C15 C14 102.69(16) . . ? C15 C16 C17 102.07(18) . . ? O3 C17 C16 105.76(17) . . ? N1 C18 C19 112.73(12) . . ? C24 C19 C20 119.36(14) . . ? C24 C19 C18 120.57(14) . . ? C20 C19 C18 120.06(14) . . ? O1 C20 C19 121.43(14) . . ? O1 C20 C21 117.97(13) . . ? C19 C20 C21 120.60(14) . . ? C22 C21 C20 117.22(14) . . ? C22 C21 C25 121.48(14) . . ? C20 C21 C25 121.28(14) . . ? C23 C22 C21 123.50(15) . . ? C24 C23 C22 117.52(15) . . ? C24 C23 C29 121.04(16) . . ? C22 C23 C29 121.43(16) . . ? C23 C24 C19 121.80(15) . . ? C28 C25 C27 107.82(15) . . ? C28 C25 C21 109.23(14) . . ? C27 C25 C21 111.67(14) . . ? C28 C25 C26 109.85(16) . . ? C27 C25 C26 106.86(15) . . ? C21 C25 C26 111.31(14) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.453 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.051 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 659674' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common FeCl(O2NO)BuMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H41 Cl Fe N O3' _chemical_formula_weight 542.93 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/n 1' 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 9.7824(8) _cell_length_b 25.0778(19) _cell_length_c 12.3276(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.078(2) _cell_angle_gamma 90.00 _cell_volume 3012.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 10017 _cell_measurement_theta_min 2.2423 _cell_measurement_theta_max 30.7845 _exptl_crystal_description Prism _exptl_crystal_colour Black _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 0.617 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.8869 _exptl_absorpt_correction_T_max 0.9463 _exptl_absorpt_process_details ; Higashi, T. (1999). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _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 24659 _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6246 _reflns_number_gt 5478 _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^)+(0.0867P)^2^+3.9072P] 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 6246 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0835 _refine_ls_R_factor_gt 0.0744 _refine_ls_wR_factor_ref 0.1975 _refine_ls_wR_factor_gt 0.1890 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _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 0.30492(5) 0.238429(19) 0.07465(4) 0.03135(18) Uani 1 1 d . . . Cl2 Cl 0.09752(9) 0.25969(4) 0.13269(8) 0.0416(3) Uani 1 1 d . . . O1 O 0.2533(3) 0.27885(11) -0.0699(2) 0.0447(6) Uani 1 1 d . . . O2 O 0.4221(2) 0.27068(9) 0.1811(2) 0.0323(5) Uani 1 1 d . . . O3 O 0.2835(2) 0.16509(9) 0.0797(2) 0.0352(6) Uani 1 1 d . . . N1 N 0.4857(3) 0.22713(11) -0.0203(2) 0.0294(6) Uani 1 1 d . . . C1 C 0.4753(4) 0.17319(14) -0.0729(3) 0.0349(8) Uani 1 1 d . . . H1 H 0.5520 0.1687 -0.1194 0.042 Uiso 1 1 calc R . . H2 H 0.3884 0.1710 -0.1203 0.042 Uiso 1 1 calc R . . C2 C 0.4796(3) 0.12853(13) 0.0093(3) 0.0326(7) Uani 1 1 d . . . C3 C 0.5826(4) 0.08979(15) 0.0129(3) 0.0390(8) Uani 1 1 d . . . H3 H 0.6509 0.0917 -0.0372 0.047 Uiso 1 1 calc R . . C4 C 0.5869(4) 0.04867(14) 0.0883(3) 0.0384(8) Uani 1 1 d . . . C5 C 0.4840(4) 0.04694(14) 0.1589(3) 0.0379(8) Uani 1 1 d . . . H4 H 0.4853 0.0183 0.2095 0.045 Uiso 1 1 calc R . . C6 C 0.3789(4) 0.08443(14) 0.1606(3) 0.0348(8) Uani 1 1 d . . . C7 C 0.3797(3) 0.12643(13) 0.0835(3) 0.0323(7) Uani 1 1 d . . . C8 C 0.2696(4) 0.08117(15) 0.2416(3) 0.0408(8) Uani 1 1 d . . . C9 C 0.1258(4) 0.07726(18) 0.1788(4) 0.0517(10) Uani 1 1 d . . . H5 H 0.1188 0.1032 0.1192 0.062 Uiso 1 1 calc R . . H6 H 0.0554 0.0848 0.2285 0.062 Uiso 1 1 calc R . . H7 H 0.1122 0.0412 0.1490 0.062 Uiso 1 1 calc R . . C10 C 0.2755(4) 0.13084(16) 0.3159(3) 0.0485(10) Uani 1 1 d . . . H8 H 0.3386 0.1242 0.3807 0.058 Uiso 1 1 calc R . . H9 H 0.1836 0.1384 0.3379 0.058 Uiso 1 1 calc R . . H10 H 0.3079 0.1615 0.2761 0.058 Uiso 1 1 calc R . . C11 C 0.2889(5) 0.03216(18) 0.3152(4) 0.0584(12) Uani 1 1 d . . . H11 H 0.2084 0.0278 0.3564 0.070 Uiso 1 1 calc R . . H12 H 0.3710 0.0369 0.3659 0.070 Uiso 1 1 calc R . . H13 H 0.2997 0.0004 0.2705 0.070 Uiso 1 1 calc R . . C12 C 0.6997(4) 0.00725(17) 0.0927(4) 0.0504(10) Uani 1 1 d . . . H14 H 0.6708 -0.0226 0.0448 0.060 Uiso 1 1 calc R . . H15 H 0.7181 -0.0057 0.1675 0.060 Uiso 1 1 calc R . . H16 H 0.7832 0.0232 0.0685 0.060 Uiso 1 1 calc R . . C13 C 0.6161(3) 0.23006(14) 0.0517(3) 0.0357(8) Uani 1 1 d . . . H17 H 0.6941 0.2238 0.0073 0.043 Uiso 1 1 calc R . . H18 H 0.6166 0.2012 0.1066 0.043 Uiso 1 1 calc R . . C14 C 0.5367(3) 0.30030(13) 0.1757(3) 0.0302(7) Uani 1 1 d . . . C15 C 0.5570(3) 0.34783(14) 0.2357(3) 0.0318(7) Uani 1 1 d . . . C16 C 0.6793(3) 0.37590(14) 0.2240(3) 0.0348(7) Uani 1 1 d . . . H19 H 0.6952 0.4079 0.2644 0.042 Uiso 1 1 calc R . . C17 C 0.7783(3) 0.35964(14) 0.1570(3) 0.0337(7) Uani 1 1 d . . . C18 C 0.7556(3) 0.31230(14) 0.0998(3) 0.0323(7) Uani 1 1 d . . . H20 H 0.8216 0.3000 0.0536 0.039 Uiso 1 1 calc R . . C19 C 0.6366(3) 0.28268(13) 0.1096(3) 0.0308(7) Uani 1 1 d . . . C20 C 0.9061(4) 0.39231(16) 0.1473(4) 0.0451(9) Uani 1 1 d . . . H21 H 0.8895 0.4181 0.0878 0.054 Uiso 1 1 calc R . . H22 H 0.9819 0.3687 0.1321 0.054 Uiso 1 1 calc R . . H23 H 0.9300 0.4114 0.2158 0.054 Uiso 1 1 calc R . . C21 C 0.4499(3) 0.36859(14) 0.3086(3) 0.0350(8) Uani 1 1 d . . . C22 C 0.4247(4) 0.32726(16) 0.3974(3) 0.0432(9) Uani 1 1 d . . . H24 H 0.3534 0.3405 0.4416 0.052 Uiso 1 1 calc R . . H25 H 0.5098 0.3216 0.4441 0.052 Uiso 1 1 calc R . . H26 H 0.3948 0.2935 0.3630 0.052 Uiso 1 1 calc R . . C23 C 0.3156(4) 0.38055(16) 0.2392(3) 0.0429(9) Uani 1 1 d . . . H27 H 0.3362 0.3972 0.1706 0.051 Uiso 1 1 calc R . . H28 H 0.2594 0.4048 0.2790 0.051 Uiso 1 1 calc R . . H29 H 0.2653 0.3472 0.2236 0.051 Uiso 1 1 calc R . . C24 C 0.4967(4) 0.42058(16) 0.3670(4) 0.0477(10) Uani 1 1 d . . . H30 H 0.5474 0.4120 0.4370 0.057 Uiso 1 1 calc R . . H31 H 0.4162 0.4422 0.3796 0.057 Uiso 1 1 calc R . . H32 H 0.5562 0.4406 0.3216 0.057 Uiso 1 1 calc R . . C25 C 0.4855(4) 0.26937(15) -0.1040(3) 0.0375(8) Uani 1 1 d . . . H33 H 0.5486 0.2594 -0.1592 0.045 Uiso 1 1 calc R . . H34 H 0.5187 0.3032 -0.0696 0.045 Uiso 1 1 calc R . . C26 C 0.3445(4) 0.27707(16) -0.1579(3) 0.0440(9) Uani 1 1 d . . . H35 H 0.3190 0.2467 -0.2082 0.053 Uiso 1 1 calc R . . C27 C 0.3222(5) 0.33022(19) -0.2177(4) 0.0584(12) Uani 1 1 d . . . H36 H 0.4000 0.3548 -0.1990 0.070 Uiso 1 1 calc R . . H37 H 0.3122 0.3248 -0.2976 0.070 Uiso 1 1 calc R . . C28 C 0.1925(7) 0.3519(2) -0.1789(5) 0.0855(19) Uani 1 1 d . . . H38 H 0.2116 0.3855 -0.1383 0.103 Uiso 1 1 calc R . . H39 H 0.1251 0.3594 -0.2418 0.103 Uiso 1 1 calc R . . C29 C 0.1380(5) 0.3123(2) -0.1088(5) 0.0734(16) Uani 1 1 d . . . H40 H 0.0659 0.2909 -0.1498 0.088 Uiso 1 1 calc R . . H41 H 0.0978 0.3298 -0.0469 0.088 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 0.0282(3) 0.0315(3) 0.0344(3) -0.00084(19) 0.0031(2) 0.00079(18) Cl2 0.0307(4) 0.0464(5) 0.0486(6) -0.0009(4) 0.0077(4) 0.0054(3) O1 0.0341(13) 0.0543(16) 0.0454(16) 0.0137(13) 0.0017(11) 0.0087(12) O2 0.0272(11) 0.0356(12) 0.0346(13) -0.0019(10) 0.0046(10) -0.0037(9) O3 0.0355(12) 0.0278(12) 0.0433(15) -0.0026(10) 0.0087(11) -0.0019(9) N1 0.0275(13) 0.0329(14) 0.0281(15) -0.0024(12) 0.0040(11) -0.0015(11) C1 0.0351(17) 0.0360(18) 0.0345(19) -0.0058(15) 0.0077(14) -0.0009(14) C2 0.0333(16) 0.0303(16) 0.0344(18) -0.0060(14) 0.0042(14) -0.0036(13) C3 0.0362(18) 0.0393(19) 0.043(2) -0.0082(16) 0.0111(15) -0.0009(15) C4 0.0370(18) 0.0313(17) 0.047(2) -0.0064(16) 0.0017(16) 0.0026(14) C5 0.0424(19) 0.0295(17) 0.042(2) -0.0014(15) 0.0029(16) -0.0007(14) C6 0.0357(17) 0.0313(17) 0.038(2) -0.0035(15) 0.0054(15) -0.0044(14) C7 0.0339(17) 0.0269(16) 0.0360(19) -0.0056(14) 0.0016(14) -0.0027(13) C8 0.045(2) 0.0359(18) 0.043(2) 0.0002(16) 0.0117(17) -0.0022(15) C9 0.044(2) 0.056(2) 0.057(3) -0.001(2) 0.0160(19) -0.0127(18) C10 0.058(2) 0.046(2) 0.044(2) -0.0082(18) 0.0184(19) -0.0046(18) C11 0.069(3) 0.051(2) 0.059(3) 0.011(2) 0.023(2) 0.001(2) C12 0.043(2) 0.045(2) 0.064(3) -0.001(2) 0.0071(19) 0.0112(17) C13 0.0269(16) 0.0375(18) 0.043(2) -0.0056(16) 0.0025(15) 0.0043(13) C14 0.0256(15) 0.0336(17) 0.0313(17) 0.0018(14) 0.0008(13) 0.0022(12) C15 0.0298(16) 0.0354(17) 0.0302(18) 0.0002(14) 0.0019(13) 0.0015(13) C16 0.0340(17) 0.0333(17) 0.0368(19) -0.0021(15) 0.0022(14) -0.0036(14) C17 0.0261(15) 0.0378(18) 0.0366(19) 0.0028(15) 0.0002(14) -0.0022(13) C18 0.0233(15) 0.0384(18) 0.0352(18) -0.0009(15) 0.0024(13) 0.0033(13) C19 0.0280(15) 0.0306(16) 0.0335(18) -0.0005(14) 0.0012(13) 0.0034(13) C20 0.0378(19) 0.045(2) 0.054(2) -0.0006(18) 0.0131(17) -0.0084(16) C21 0.0342(17) 0.0356(18) 0.0355(19) -0.0079(15) 0.0056(14) -0.0039(14) C22 0.048(2) 0.047(2) 0.036(2) -0.0025(17) 0.0127(17) -0.0015(17) C23 0.0395(19) 0.043(2) 0.047(2) -0.0031(18) 0.0080(17) 0.0071(16) C24 0.046(2) 0.047(2) 0.052(2) -0.0163(19) 0.0151(18) -0.0094(18) C25 0.044(2) 0.0389(19) 0.0303(19) 0.0018(15) 0.0082(16) -0.0057(15) C26 0.053(2) 0.042(2) 0.036(2) 0.0023(17) -0.0006(17) -0.0029(17) C27 0.058(3) 0.061(3) 0.054(3) 0.020(2) -0.009(2) -0.009(2) C28 0.118(5) 0.079(4) 0.062(3) 0.027(3) 0.026(3) 0.037(4) C29 0.045(2) 0.077(3) 0.097(4) 0.036(3) 0.003(3) 0.021(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.850(2) . ? Fe1 O3 1.853(2) . ? Fe1 O1 2.074(3) . ? Fe1 N1 2.224(3) . ? Fe1 Cl2 2.2737(10) . ? O1 C29 1.453(5) . ? O1 C26 1.465(5) . ? O2 C14 1.352(4) . ? O3 C7 1.349(4) . ? N1 C25 1.478(4) . ? N1 C13 1.490(4) . ? N1 C1 1.499(4) . ? C1 C2 1.508(5) . ? C2 C3 1.398(5) . ? C2 C7 1.399(5) . ? C3 C4 1.387(5) . ? C4 C5 1.388(5) . ? C4 C12 1.513(5) . ? C5 C6 1.395(5) . ? C6 C7 1.419(5) . ? C6 C8 1.528(5) . ? C8 C11 1.530(6) . ? C8 C10 1.544(5) . ? C8 C9 1.547(6) . ? C13 C19 1.505(5) . ? C14 C19 1.399(5) . ? C14 C15 1.407(5) . ? C15 C16 1.407(5) . ? C15 C21 1.531(5) . ? C16 C17 1.388(5) . ? C17 C18 1.389(5) . ? C17 C20 1.509(5) . ? C18 C19 1.395(5) . ? C21 C23 1.532(5) . ? C21 C24 1.539(5) . ? C21 C22 1.544(5) . ? C25 C26 1.490(5) . ? C26 C27 1.529(6) . ? C27 C28 1.497(7) . ? C28 C29 1.448(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 O3 118.36(11) . . ? O2 Fe1 O1 118.97(11) . . ? O3 Fe1 O1 119.62(12) . . ? O2 Fe1 N1 87.58(10) . . ? O3 Fe1 N1 89.35(10) . . ? O1 Fe1 N1 75.78(10) . . ? O2 Fe1 Cl2 100.85(8) . . ? O3 Fe1 Cl2 96.64(8) . . ? O1 Fe1 Cl2 89.97(8) . . ? N1 Fe1 Cl2 165.68(8) . . ? C29 O1 C26 106.2(3) . . ? C29 O1 Fe1 133.5(3) . . ? C26 O1 Fe1 120.2(2) . . ? C14 O2 Fe1 132.1(2) . . ? C7 O3 Fe1 129.4(2) . . ? C25 N1 C13 109.2(3) . . ? C25 N1 C1 110.5(3) . . ? C13 N1 C1 108.9(3) . . ? C25 N1 Fe1 108.9(2) . . ? C13 N1 Fe1 111.0(2) . . ? C1 N1 Fe1 108.42(19) . . ? N1 C1 C2 112.5(3) . . ? C3 C2 C7 119.8(3) . . ? C3 C2 C1 121.0(3) . . ? C7 C2 C1 119.2(3) . . ? C4 C3 C2 121.2(3) . . ? C3 C4 C5 117.6(3) . . ? C3 C4 C12 120.9(4) . . ? C5 C4 C12 121.6(3) . . ? C4 C5 C6 124.4(3) . . ? C5 C6 C7 116.3(3) . . ? C5 C6 C8 122.2(3) . . ? C7 C6 C8 121.5(3) . . ? O3 C7 C2 118.4(3) . . ? O3 C7 C6 120.8(3) . . ? C2 C7 C6 120.8(3) . . ? C6 C8 C11 112.0(3) . . ? C6 C8 C10 110.7(3) . . ? C11 C8 C10 107.5(4) . . ? C6 C8 C9 109.5(3) . . ? C11 C8 C9 107.7(3) . . ? C10 C8 C9 109.4(3) . . ? N1 C13 C19 113.4(3) . . ? O2 C14 C19 118.7(3) . . ? O2 C14 C15 121.2(3) . . ? C19 C14 C15 120.0(3) . . ? C14 C15 C16 116.8(3) . . ? C14 C15 C21 121.6(3) . . ? C16 C15 C21 121.5(3) . . ? C17 C16 C15 124.0(3) . . ? C16 C17 C18 117.7(3) . . ? C16 C17 C20 121.0(3) . . ? C18 C17 C20 121.4(3) . . ? C17 C18 C19 120.6(3) . . ? C18 C19 C14 120.9(3) . . ? C18 C19 C13 120.2(3) . . ? C14 C19 C13 118.9(3) . . ? C15 C21 C23 109.6(3) . . ? C15 C21 C24 111.8(3) . . ? C23 C21 C24 107.5(3) . . ? C15 C21 C22 110.4(3) . . ? C23 C21 C22 110.2(3) . . ? C24 C21 C22 107.2(3) . . ? N1 C25 C26 110.3(3) . . ? O1 C26 C25 105.9(3) . . ? O1 C26 C27 105.1(3) . . ? C25 C26 C27 114.5(3) . . ? C28 C27 C26 104.5(4) . . ? C29 C28 C27 108.1(4) . . ? C28 C29 O1 106.1(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.532 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.083 #===END