# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Zhen-Feng Chen' _publ_contact_author_email CHENZFUBC@YAHOO.COM _publ_section_title ; Divalent later transition metal complexes of the Traditional Chinese Medicine (TCM) liriodenine: coordination chemistry, antitumor activity and DNA binding studies ; loop_ _publ_author_name 'Zhen-Feng Chen' 'Xue Hong' 'Hong Liang' 'Li-Min Liu' 'Yan-Cheng Liu' 'Hua-Gang Liu' 'Chris Orvig' ; Y.Peng ; 'Bin Yang' # Attachment 'CCDC670191.CIF' data_xb1129 _database_code_depnum_ccdc_archive 'CCDC 670191' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H18 Cl4 N2 O6 Zn2' _chemical_formula_weight 823.08 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' Zn Zn 0.2839 1.4301 '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' _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 8.3086(8) _cell_length_b 9.2160(9) _cell_length_c 10.1726(10) _cell_angle_alpha 99.3960(10) _cell_angle_beta 100.2240(10) _cell_angle_gamma 93.1210(10) _cell_volume 753.49(13) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 412 _exptl_absorpt_coefficient_mu 2.000 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.6905 _exptl_absorpt_correction_T_max 0.7671 _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3823 _diffrn_reflns_av_R_equivalents 0.0168 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.10 _reflns_number_total 2624 _reflns_number_gt 2042 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0539P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2624 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1103 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _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 Zn1 Zn 0.35990(6) 0.35663(5) 0.40669(4) 0.04429(19) Uani 1 1 d . . . Cl1 Cl 0.39418(15) 0.61218(12) 0.41552(12) 0.0597(3) Uani 1 1 d . . . Cl2 Cl 0.16257(14) 0.27509(13) 0.50402(11) 0.0582(3) Uani 1 1 d . . . N1 N 0.4321(4) 0.1629(4) 0.2962(3) 0.0395(8) Uani 1 1 d . . . O1 O 0.2276(4) 0.3472(3) 0.1988(3) 0.0527(8) Uani 1 1 d . . . O2 O 0.3321(5) -0.4260(3) -0.1385(4) 0.0730(10) Uani 1 1 d . . . O3 O 0.1716(4) -0.2585(3) -0.2303(3) 0.0590(8) Uani 1 1 d . . . C1 C 0.5320(5) 0.0673(5) 0.3472(4) 0.0466(10) Uani 1 1 d . . . H1 H 0.5976 0.0970 0.4325 0.056 Uiso 1 1 calc R . . C2 C 0.5410(5) -0.0714(5) 0.2788(4) 0.0451(10) Uani 1 1 d . . . H2 H 0.6106 -0.1342 0.3189 0.054 Uiso 1 1 calc R . . C3 C 0.4501(5) -0.2639(5) 0.0751(4) 0.0470(10) Uani 1 1 d . . . H3 H 0.5160 -0.3323 0.1101 0.056 Uiso 1 1 calc R . . C4 C 0.3536(5) -0.2965(4) -0.0479(5) 0.0482(11) Uani 1 1 d . . . C5 C 0.2524(5) -0.1939(4) -0.1060(4) 0.0413(9) Uani 1 1 d . . . C6 C 0.2432(4) -0.0540(4) -0.0403(4) 0.0341(9) Uani 1 1 d . . . C7 C 0.1417(4) 0.0549(4) -0.0951(4) 0.0337(8) Uani 1 1 d . . . C8 C 0.0431(5) 0.0272(5) -0.2254(4) 0.0467(10) Uani 1 1 d . . . H8 H 0.0412 -0.0637 -0.2812 0.056 Uiso 1 1 calc R . . C9 C -0.0507(5) 0.1343(6) -0.2707(5) 0.0553(12) Uani 1 1 d . . . H9 H -0.1151 0.1140 -0.3573 0.066 Uiso 1 1 calc R . . C10 C -0.0519(5) 0.2707(5) -0.1914(5) 0.0555(12) Uani 1 1 d . . . H10 H -0.1157 0.3417 -0.2239 0.067 Uiso 1 1 calc R . . C11 C 0.0427(5) 0.2995(5) -0.0638(4) 0.0473(10) Uani 1 1 d . . . H11 H 0.0425 0.3909 -0.0093 0.057 Uiso 1 1 calc R . . C12 C 0.1396(5) 0.1940(4) -0.0141(4) 0.0362(9) Uani 1 1 d . . . C13 C 0.2355(5) 0.2297(4) 0.1229(4) 0.0365(9) Uani 1 1 d . . . C14 C 0.3423(5) 0.1202(4) 0.1720(4) 0.0349(9) Uani 1 1 d . . . C15 C 0.3449(4) -0.0170(4) 0.0922(4) 0.0329(8) Uani 1 1 d . . . C16 C 0.4468(5) -0.1201(4) 0.1493(4) 0.0399(10) Uani 1 1 d . . . C17 C 0.2157(7) -0.4064(5) -0.2529(5) 0.0688(15) Uani 1 1 d . . . H17A H 0.1194 -0.4750 -0.2648 0.083 Uiso 1 1 calc R . . H17B H 0.2627 -0.4247 -0.3342 0.083 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 Zn1 0.0514(3) 0.0392(3) 0.0368(3) -0.0006(2) 0.0013(2) 0.0013(2) Cl1 0.0642(8) 0.0413(6) 0.0595(7) 0.0077(5) -0.0235(6) -0.0017(5) Cl2 0.0592(7) 0.0607(8) 0.0494(7) -0.0024(5) 0.0106(6) -0.0071(6) N1 0.0380(19) 0.043(2) 0.0351(19) 0.0064(15) 0.0008(15) 0.0022(15) O1 0.070(2) 0.0364(17) 0.0443(17) -0.0005(13) -0.0053(15) 0.0167(15) O2 0.090(3) 0.039(2) 0.084(3) -0.0083(17) 0.014(2) 0.0152(18) O3 0.066(2) 0.0476(19) 0.0495(19) -0.0191(14) -0.0009(15) 0.0018(16) C1 0.045(3) 0.054(3) 0.038(2) 0.011(2) -0.0050(19) 0.004(2) C2 0.042(2) 0.048(3) 0.048(3) 0.021(2) 0.004(2) 0.011(2) C3 0.048(3) 0.039(2) 0.059(3) 0.011(2) 0.015(2) 0.016(2) C4 0.053(3) 0.036(2) 0.057(3) 0.000(2) 0.021(2) 0.008(2) C5 0.037(2) 0.040(2) 0.046(2) 0.0026(18) 0.0108(19) 0.0001(18) C6 0.034(2) 0.032(2) 0.034(2) 0.0022(16) 0.0056(17) 0.0014(16) C7 0.029(2) 0.038(2) 0.033(2) 0.0046(16) 0.0061(16) 0.0015(16) C8 0.041(2) 0.058(3) 0.038(2) 0.005(2) 0.0026(19) 0.001(2) C9 0.041(3) 0.075(3) 0.046(3) 0.017(2) -0.006(2) -0.001(2) C10 0.048(3) 0.063(3) 0.057(3) 0.027(2) -0.003(2) 0.009(2) C11 0.047(3) 0.046(3) 0.048(3) 0.014(2) 0.000(2) 0.010(2) C12 0.036(2) 0.038(2) 0.035(2) 0.0086(17) 0.0062(17) 0.0067(17) C13 0.041(2) 0.031(2) 0.038(2) 0.0056(17) 0.0065(18) 0.0046(17) C14 0.038(2) 0.035(2) 0.031(2) 0.0065(16) 0.0035(17) 0.0049(17) C15 0.034(2) 0.029(2) 0.037(2) 0.0072(16) 0.0087(17) 0.0037(16) C16 0.037(2) 0.039(2) 0.050(3) 0.0160(19) 0.0155(19) 0.0120(18) C17 0.097(4) 0.038(3) 0.062(3) -0.019(2) 0.018(3) -0.002(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 Zn1 N1 2.124(3) . ? Zn1 O1 2.190(3) . ? Zn1 Cl2 2.2177(12) . ? Zn1 Cl1 2.3420(12) . ? Zn1 Cl1 2.4460(12) 2_666 ? Cl1 Zn1 2.4460(12) 2_666 ? N1 C14 1.334(5) . ? N1 C1 1.345(5) . ? O1 C13 1.235(4) . ? O2 C4 1.365(5) . ? O2 C17 1.418(6) . ? O3 C5 1.347(5) . ? O3 C17 1.424(5) . ? C1 C2 1.365(6) . ? C1 H1 0.9300 . ? C2 C16 1.397(6) . ? C2 H2 0.9300 . ? C3 C4 1.339(6) . ? C3 C16 1.418(5) . ? C3 H3 0.9300 . ? C4 C5 1.429(6) . ? C5 C6 1.365(5) . ? C6 C15 1.436(5) . ? C6 C7 1.461(5) . ? C7 C8 1.405(5) . ? C7 C12 1.409(5) . ? C8 C9 1.378(6) . ? C8 H8 0.9300 . ? C9 C10 1.380(7) . ? C9 H9 0.9300 . ? C10 C11 1.369(6) . ? C10 H10 0.9300 . ? C11 C12 1.397(5) . ? C11 H11 0.9300 . ? C12 C13 1.453(5) . ? C13 C14 1.470(5) . ? C14 C15 1.389(5) . ? C15 C16 1.432(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? 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 N1 Zn1 O1 75.78(11) . . ? N1 Zn1 Cl2 104.40(9) . . ? O1 Zn1 Cl2 101.25(9) . . ? N1 Zn1 Cl1 137.69(9) . . ? O1 Zn1 Cl1 85.81(8) . . ? Cl2 Zn1 Cl1 116.53(5) . . ? N1 Zn1 Cl1 93.71(9) . 2_666 ? O1 Zn1 Cl1 154.27(9) . 2_666 ? Cl2 Zn1 Cl1 104.12(5) . 2_666 ? Cl1 Zn1 Cl1 86.68(4) . 2_666 ? Zn1 Cl1 Zn1 93.32(4) . 2_666 ? C14 N1 C1 117.9(3) . . ? C14 N1 Zn1 114.2(2) . . ? C1 N1 Zn1 126.4(3) . . ? C13 O1 Zn1 113.5(2) . . ? C4 O2 C17 107.2(3) . . ? C5 O3 C17 107.2(3) . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C16 120.7(4) . . ? C1 C2 H2 119.7 . . ? C16 C2 H2 119.7 . . ? C4 C3 C16 116.7(4) . . ? C4 C3 H3 121.6 . . ? C16 C3 H3 121.6 . . ? C3 C4 O2 128.5(4) . . ? C3 C4 C5 123.3(4) . . ? O2 C4 C5 108.2(4) . . ? O3 C5 C6 127.7(4) . . ? O3 C5 C4 109.3(4) . . ? C6 C5 C4 123.1(4) . . ? C5 C6 C15 114.6(3) . . ? C5 C6 C7 125.2(4) . . ? C15 C6 C7 120.2(3) . . ? C8 C7 C12 117.7(3) . . ? C8 C7 C6 123.1(4) . . ? C12 C7 C6 119.2(3) . . ? C9 C8 C7 120.2(4) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 121.9(4) . . ? C8 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? C11 C10 C9 118.7(4) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C12 121.1(4) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C7 120.3(4) . . ? C11 C12 C13 118.8(4) . . ? C7 C12 C13 121.0(3) . . ? O1 C13 C12 122.1(3) . . ? O1 C13 C14 119.7(3) . . ? C12 C13 C14 118.2(3) . . ? N1 C14 C15 124.2(3) . . ? N1 C14 C13 115.0(3) . . ? C15 C14 C13 120.8(3) . . ? C14 C15 C16 117.6(4) . . ? C14 C15 C6 120.4(3) . . ? C16 C15 C6 122.0(3) . . ? C2 C16 C3 122.8(4) . . ? C2 C16 C15 116.9(4) . . ? C3 C16 C15 120.3(4) . . ? O2 C17 O3 108.0(3) . . ? O2 C17 H17A 110.1 . . ? O3 C17 H17A 110.1 . . ? O2 C17 H17B 110.1 . . ? O3 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 Cl1 Zn1 -91.88(14) . . . 2_666 ? O1 Zn1 Cl1 Zn1 -155.37(9) . . . 2_666 ? Cl2 Zn1 Cl1 Zn1 104.14(5) . . . 2_666 ? Cl1 Zn1 Cl1 Zn1 0.0 2_666 . . 2_666 ? O1 Zn1 N1 C14 -12.1(3) . . . . ? Cl2 Zn1 N1 C14 86.1(3) . . . . ? Cl1 Zn1 N1 C14 -79.1(3) . . . . ? Cl1 Zn1 N1 C14 -168.2(3) 2_666 . . . ? O1 Zn1 N1 C1 -177.7(4) . . . . ? Cl2 Zn1 N1 C1 -79.5(3) . . . . ? Cl1 Zn1 N1 C1 115.2(3) . . . . ? Cl1 Zn1 N1 C1 26.1(3) 2_666 . . . ? N1 Zn1 O1 C13 10.0(3) . . . . ? Cl2 Zn1 O1 C13 -92.2(3) . . . . ? Cl1 Zn1 O1 C13 151.6(3) . . . . ? Cl1 Zn1 O1 C13 78.2(3) 2_666 . . . ? C14 N1 C1 C2 -1.9(6) . . . . ? Zn1 N1 C1 C2 163.3(3) . . . . ? N1 C1 C2 C16 1.1(6) . . . . ? C16 C3 C4 O2 -179.0(4) . . . . ? C16 C3 C4 C5 0.9(6) . . . . ? C17 O2 C4 C3 179.0(5) . . . . ? C17 O2 C4 C5 -0.8(5) . . . . ? C17 O3 C5 C6 -177.7(4) . . . . ? C17 O3 C5 C4 1.9(5) . . . . ? C3 C4 C5 O3 179.4(4) . . . . ? O2 C4 C5 O3 -0.7(5) . . . . ? C3 C4 C5 C6 -0.9(7) . . . . ? O2 C4 C5 C6 178.9(4) . . . . ? O3 C5 C6 C15 -179.9(4) . . . . ? C4 C5 C6 C15 0.5(6) . . . . ? O3 C5 C6 C7 -0.4(7) . . . . ? C4 C5 C6 C7 -180.0(4) . . . . ? C5 C6 C7 C8 -1.4(6) . . . . ? C15 C6 C7 C8 178.1(3) . . . . ? C5 C6 C7 C12 177.8(4) . . . . ? C15 C6 C7 C12 -2.7(5) . . . . ? C12 C7 C8 C9 0.3(6) . . . . ? C6 C7 C8 C9 179.6(4) . . . . ? C7 C8 C9 C10 -0.1(7) . . . . ? C8 C9 C10 C11 -0.3(7) . . . . ? C9 C10 C11 C12 0.3(7) . . . . ? C10 C11 C12 C7 0.0(6) . . . . ? C10 C11 C12 C13 -179.0(4) . . . . ? C8 C7 C12 C11 -0.3(5) . . . . ? C6 C7 C12 C11 -179.6(3) . . . . ? C8 C7 C12 C13 178.7(3) . . . . ? C6 C7 C12 C13 -0.6(5) . . . . ? Zn1 O1 C13 C12 172.2(3) . . . . ? Zn1 O1 C13 C14 -6.7(5) . . . . ? C11 C12 C13 O1 3.7(6) . . . . ? C7 C12 C13 O1 -175.3(4) . . . . ? C11 C12 C13 C14 -177.5(4) . . . . ? C7 C12 C13 C14 3.6(5) . . . . ? C1 N1 C14 C15 0.3(6) . . . . ? Zn1 N1 C14 C15 -166.7(3) . . . . ? C1 N1 C14 C13 179.7(3) . . . . ? Zn1 N1 C14 C13 12.7(4) . . . . ? O1 C13 C14 N1 -4.0(5) . . . . ? C12 C13 C14 N1 177.2(3) . . . . ? O1 C13 C14 C15 175.5(4) . . . . ? C12 C13 C14 C15 -3.4(5) . . . . ? N1 C14 C15 C16 2.1(6) . . . . ? C13 C14 C15 C16 -177.3(3) . . . . ? N1 C14 C15 C6 179.6(3) . . . . ? C13 C14 C15 C6 0.2(5) . . . . ? C5 C6 C15 C14 -177.5(3) . . . . ? C7 C6 C15 C14 2.9(5) . . . . ? C5 C6 C15 C16 -0.1(5) . . . . ? C7 C6 C15 C16 -179.7(3) . . . . ? C1 C2 C16 C3 -179.1(4) . . . . ? C1 C2 C16 C15 1.3(6) . . . . ? C4 C3 C16 C2 180.0(4) . . . . ? C4 C3 C16 C15 -0.5(6) . . . . ? C14 C15 C16 C2 -2.8(5) . . . . ? C6 C15 C16 C2 179.7(3) . . . . ? C14 C15 C16 C3 177.6(3) . . . . ? C6 C15 C16 C3 0.1(6) . . . . ? C4 O2 C17 O3 2.0(5) . . . . ? C5 O3 C17 O2 -2.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.347 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.074 # Attachment 'CCDC736684.CIF' data_xb2718 _database_code_depnum_ccdc_archive 'CCDC 736684' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H18 Cl2 Mn N2 O6' _chemical_formula_weight 676.34 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' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting ORTHORHOMBIC _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.256(3) _cell_length_b 14.178(3) _cell_length_c 25.483(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5512(2) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2744 _exptl_absorpt_coefficient_mu 0.728 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7817 _exptl_absorpt_correction_T_max 0.9000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26270 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.0714 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4910 _reflns_number_gt 2395 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00000(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4910 _refine_ls_number_parameters 407 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0978 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1024 _refine_ls_wR_factor_gt 0.0901 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 1.748 _refine_ls_shift/su_mean 0.004 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 Mn1 Mn 0.99385(3) 0.79056(4) 0.117508(19) 0.04964(19) Uani 1 1 d . . . Cl1 Cl 0.88933(7) 0.90593(7) 0.14969(4) 0.0730(3) Uani 1 1 d . . . Cl2 Cl 1.11259(6) 0.87444(7) 0.07727(4) 0.0651(3) Uani 1 1 d . . . N1 N 1.06624(18) 0.76191(19) 0.19356(11) 0.0487(8) Uani 1 1 d . . . N2 N 0.92332(18) 0.74768(19) 0.04291(11) 0.0477(8) Uani 1 1 d . . . O1 O 1.06143(15) 0.65539(16) 0.08240(9) 0.0595(7) Uani 1 1 d . . . O2 O 0.91761(15) 0.68114(16) 0.16241(9) 0.0572(7) Uani 1 1 d . . . O3 O 0.88789(15) 0.63315(16) -0.19683(9) 0.0532(6) Uani 1 1 d . . . O4 O 1.01261(14) 0.56168(16) -0.16524(9) 0.0523(6) Uani 1 1 d . . . O5 O 0.98767(15) 0.59800(16) 0.40775(9) 0.0550(6) Uani 1 1 d . . . O6 O 1.11896(16) 0.66274(17) 0.43338(9) 0.0606(7) Uani 1 1 d . . . C1 C 1.0448(2) 0.6431(2) 0.03540(15) 0.0442(9) Uani 1 1 d . . . C2 C 1.0968(2) 0.5817(2) 0.00211(13) 0.0389(8) Uani 1 1 d . . . C3 C 1.1694(2) 0.5347(2) 0.02389(14) 0.0493(9) Uani 1 1 d . . . H3 H 1.1824 0.5427 0.0593 0.059 Uiso 1 1 calc R . . C4 C 1.2215(2) 0.4773(2) -0.00620(15) 0.0565(10) Uani 1 1 d . . . H4 H 1.2689 0.4458 0.0087 0.068 Uiso 1 1 calc R . . C5 C 1.2026(2) 0.4668(3) -0.05887(16) 0.0660(11) Uani 1 1 d . . . H5 H 1.2387 0.4289 -0.0793 0.079 Uiso 1 1 calc R . . C6 C 1.1319(2) 0.5108(2) -0.08227(15) 0.0595(11) Uani 1 1 d . . . H6 H 1.1205 0.5021 -0.1178 0.071 Uiso 1 1 calc R . . C7 C 1.0777(2) 0.5688(2) -0.05185(13) 0.0410(9) Uani 1 1 d . . . C8 C 1.0001(2) 0.6152(2) -0.07428(12) 0.0373(8) Uani 1 1 d . . . C9 C 0.9727(2) 0.6082(2) -0.12511(13) 0.0410(9) Uani 1 1 d . . . C10 C 0.9578(2) 0.5710(3) -0.21044(14) 0.0584(11) Uani 1 1 d . . . H10A H 0.9911 0.5967 -0.2396 0.070 Uiso 1 1 calc R . . H10B H 0.9348 0.5100 -0.2207 0.070 Uiso 1 1 calc R . . C11 C 0.8962(2) 0.6507(2) -0.14469(14) 0.0429(9) Uani 1 1 d . . . C12 C 0.8426(2) 0.7031(2) -0.11436(13) 0.0472(9) Uani 1 1 d . . . H12 H 0.7914 0.7294 -0.1277 0.057 Uiso 1 1 calc R . . C13 C 0.8676(2) 0.7161(2) -0.06142(13) 0.0422(9) Uani 1 1 d . . . C14 C 0.8201(2) 0.7718(2) -0.02644(15) 0.0539(10) Uani 1 1 d . . . H14 H 0.7677 0.7989 -0.0373 0.065 Uiso 1 1 calc R . . C15 C 0.8496(2) 0.7874(2) 0.02410(15) 0.0570(10) Uani 1 1 d . . . H15 H 0.8173 0.8269 0.0459 0.068 Uiso 1 1 calc R . . C16 C 0.9684(2) 0.6902(2) 0.01101(14) 0.0407(9) Uani 1 1 d . . . C17 C 0.9460(2) 0.6730(2) -0.04185(13) 0.0384(9) Uani 1 1 d . . . C18 C 1.1425(2) 0.8003(2) 0.20972(15) 0.0547(10) Uani 1 1 d . . . H18 H 1.1749 0.8352 0.1857 0.066 Uiso 1 1 calc R . . C19 C 1.1747(2) 0.7907(2) 0.25940(14) 0.0538(10) Uani 1 1 d . . . H19 H 1.2281 0.8181 0.2682 0.065 Uiso 1 1 calc R . . C20 C 1.1283(2) 0.7403(2) 0.29680(13) 0.0440(9) Uani 1 1 d . . . C21 C 1.1582(2) 0.7303(2) 0.34891(14) 0.0509(10) Uani 1 1 d . . . H21 H 1.2106 0.7569 0.3603 0.061 Uiso 1 1 calc R . . C22 C 1.1066(2) 0.6804(2) 0.38102(14) 0.0494(10) Uani 1 1 d . . . C23 C 1.0534(3) 0.5958(3) 0.44775(14) 0.0645(12) Uani 1 1 d . . . H23A H 1.0281 0.6122 0.4815 0.077 Uiso 1 1 calc R . . H23B H 1.0787 0.5332 0.4503 0.077 Uiso 1 1 calc R . . C24 C 1.0252(2) 0.6399(2) 0.36550(14) 0.0465(9) Uani 1 1 d . . . C25 C 0.9927(2) 0.6474(2) 0.31582(13) 0.0420(9) Uani 1 1 d . . . C26 C 0.9085(2) 0.6084(2) 0.29815(14) 0.0427(9) Uani 1 1 d . . . C27 C 0.8508(2) 0.5609(2) 0.33143(14) 0.0560(10) Uani 1 1 d . . . H27 H 0.8647 0.5533 0.3667 0.067 Uiso 1 1 calc R . . C28 C 0.7730(3) 0.5252(3) 0.31218(16) 0.0660(11) Uani 1 1 d . . . H28 H 0.7348 0.4950 0.3351 0.079 Uiso 1 1 calc R . . C29 C 0.7504(2) 0.5328(2) 0.26005(15) 0.0588(11) Uani 1 1 d . . . H29 H 0.6983 0.5069 0.2477 0.071 Uiso 1 1 calc R . . C30 C 0.8061(2) 0.5791(2) 0.22688(14) 0.0510(10) Uani 1 1 d . . . H30 H 0.7918 0.5849 0.1915 0.061 Uiso 1 1 calc R . . C31 C 0.8845(2) 0.6181(2) 0.24568(13) 0.0386(8) Uani 1 1 d . . . C32 C 0.9387(2) 0.6696(2) 0.20860(14) 0.0443(9) Uani 1 1 d . . . C33 C 1.0206(2) 0.7114(2) 0.22840(13) 0.0396(8) Uani 1 1 d . . . C34 C 1.0468(2) 0.6990(2) 0.28068(13) 0.0404(9) 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 Mn1 0.0569(4) 0.0571(3) 0.0348(3) 0.0002(3) 0.0049(3) -0.0043(3) Cl1 0.0749(7) 0.0782(7) 0.0660(7) -0.0098(6) 0.0150(6) 0.0091(6) Cl2 0.0668(7) 0.0851(7) 0.0436(6) 0.0008(5) 0.0112(5) -0.0166(6) N1 0.0474(19) 0.0543(19) 0.0442(19) 0.0017(16) 0.0041(15) -0.0058(16) N2 0.048(2) 0.0497(18) 0.046(2) -0.0006(16) -0.0003(16) 0.0044(16) O1 0.0726(18) 0.0682(17) 0.0378(16) -0.0057(14) -0.0124(14) 0.0139(14) O2 0.0684(18) 0.0696(17) 0.0336(15) 0.0070(13) -0.0055(13) -0.0196(13) O3 0.0519(16) 0.0679(17) 0.0398(16) -0.0064(13) -0.0114(13) 0.0042(14) O4 0.0485(15) 0.0685(16) 0.0400(15) -0.0079(13) -0.0008(13) 0.0067(13) O5 0.0600(17) 0.0674(16) 0.0376(15) 0.0079(13) -0.0022(14) 0.0052(14) O6 0.0579(17) 0.0753(18) 0.0485(18) 0.0029(14) -0.0118(14) 0.0044(15) C1 0.044(2) 0.042(2) 0.047(2) 0.0027(19) 0.001(2) -0.0012(18) C2 0.032(2) 0.039(2) 0.047(2) 0.0016(18) -0.0079(18) -0.0019(17) C3 0.050(2) 0.049(2) 0.050(2) -0.0003(19) -0.002(2) -0.012(2) C4 0.042(2) 0.058(3) 0.070(3) 0.004(2) -0.006(2) 0.009(2) C5 0.054(3) 0.082(3) 0.062(3) -0.007(2) -0.004(2) 0.024(2) C6 0.050(2) 0.073(3) 0.056(3) -0.010(2) -0.008(2) 0.019(2) C7 0.033(2) 0.045(2) 0.045(2) 0.0015(17) -0.0025(18) -0.0027(17) C8 0.035(2) 0.0410(19) 0.036(2) -0.0046(16) -0.0025(18) -0.0049(17) C9 0.039(2) 0.042(2) 0.042(2) -0.0034(18) 0.0020(18) -0.0004(16) C10 0.058(3) 0.069(3) 0.048(3) -0.007(2) -0.012(2) -0.002(2) C11 0.040(2) 0.047(2) 0.042(2) 0.0025(18) -0.0093(19) -0.0030(18) C12 0.039(2) 0.051(2) 0.051(3) 0.005(2) -0.0147(19) 0.0006(18) C13 0.034(2) 0.042(2) 0.051(2) 0.0005(19) -0.0001(18) 0.0005(17) C14 0.043(2) 0.059(3) 0.060(3) -0.001(2) 0.000(2) 0.0111(19) C15 0.054(3) 0.057(2) 0.061(3) -0.003(2) 0.009(2) 0.011(2) C16 0.037(2) 0.039(2) 0.046(2) 0.0020(17) 0.0004(18) -0.0014(17) C17 0.035(2) 0.039(2) 0.041(2) 0.0031(17) -0.0029(17) -0.0029(17) C18 0.049(2) 0.060(2) 0.055(3) 0.006(2) 0.012(2) -0.013(2) C19 0.041(2) 0.070(3) 0.051(3) 0.005(2) -0.0035(19) -0.0048(19) C20 0.044(2) 0.050(2) 0.039(2) 0.0005(18) 0.0026(18) 0.0066(18) C21 0.046(2) 0.058(3) 0.048(3) -0.002(2) -0.006(2) 0.0041(19) C22 0.058(3) 0.058(2) 0.032(2) -0.0019(19) -0.010(2) 0.018(2) C23 0.083(3) 0.072(3) 0.039(3) 0.004(2) -0.008(2) 0.017(3) C24 0.047(2) 0.047(2) 0.046(3) 0.0040(19) 0.0089(19) 0.0061(18) C25 0.042(2) 0.044(2) 0.040(2) 0.0051(17) 0.0002(19) 0.0055(18) C26 0.043(2) 0.041(2) 0.044(2) 0.0018(17) 0.0055(18) -0.0003(18) C27 0.060(3) 0.062(3) 0.046(3) 0.0115(19) 0.002(2) -0.010(2) C28 0.061(3) 0.074(3) 0.063(3) 0.015(2) 0.006(2) -0.019(2) C29 0.043(2) 0.074(3) 0.060(3) 0.008(2) -0.001(2) -0.014(2) C30 0.047(2) 0.057(2) 0.050(2) 0.002(2) 0.001(2) 0.000(2) C31 0.038(2) 0.040(2) 0.038(2) 0.0034(16) -0.0017(18) 0.0007(17) C32 0.049(2) 0.042(2) 0.041(2) 0.0017(18) 0.0043(19) 0.0014(18) C33 0.042(2) 0.0414(19) 0.035(2) -0.0028(17) 0.0045(17) 0.0000(17) C34 0.039(2) 0.045(2) 0.037(2) 0.0001(18) 0.0025(17) 0.0044(17) _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 Mn1 O2 2.251(2) . ? Mn1 N1 2.267(3) . ? Mn1 N2 2.267(3) . ? Mn1 O1 2.353(2) . ? Mn1 Cl2 2.3974(11) . ? Mn1 Cl1 2.4270(11) . ? N1 C33 1.336(4) . ? N1 C18 1.349(4) . ? N2 C16 1.340(4) . ? N2 C15 1.347(4) . ? O1 C1 1.237(4) . ? O2 C32 1.231(4) . ? O3 C11 1.358(4) . ? O3 C10 1.426(4) . ? O4 C9 1.361(4) . ? O4 C10 1.429(4) . ? O5 C24 1.356(4) . ? O5 C23 1.430(4) . ? O6 C22 1.371(4) . ? O6 C23 1.426(4) . ? C1 C2 1.451(4) . ? C1 C16 1.481(4) . ? C2 C3 1.407(4) . ? C2 C7 1.418(4) . ? C3 C4 1.372(4) . ? C3 H3 0.9300 . ? C4 C5 1.381(5) . ? C4 H4 0.9300 . ? C5 C6 1.381(4) . ? C5 H5 0.9300 . ? C6 C7 1.400(4) . ? C6 H6 0.9300 . ? C7 C8 1.471(4) . ? C8 C9 1.365(4) . ? C8 C17 1.426(4) . ? C9 C11 1.405(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.349(4) . ? C12 C13 1.414(4) . ? C12 H12 0.9300 . ? C13 C14 1.393(4) . ? C13 C17 1.434(4) . ? C14 C15 1.382(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.411(4) . ? C18 C19 1.365(4) . ? C18 H18 0.9300 . ? C19 C20 1.385(4) . ? C19 H19 0.9300 . ? C20 C21 1.411(4) . ? C20 C34 1.435(4) . ? C21 C22 1.338(4) . ? C21 H21 0.9300 . ? C22 C24 1.425(5) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.363(4) . ? C25 C34 1.420(4) . ? C25 C26 1.470(4) . ? C26 C31 1.393(4) . ? C26 C27 1.396(4) . ? C27 C28 1.380(5) . ? C27 H27 0.9300 . ? C28 C29 1.377(5) . ? C28 H28 0.9300 . ? C29 C30 1.367(4) . ? C29 H29 0.9300 . ? C30 C31 1.403(4) . ? C30 H30 0.9300 . ? C31 C32 1.452(4) . ? C32 C33 1.473(4) . ? C33 C34 1.402(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Mn1 N1 72.17(9) . . ? O2 Mn1 N2 89.79(9) . . ? N1 Mn1 N2 154.13(10) . . ? O2 Mn1 O1 81.86(9) . . ? N1 Mn1 O1 88.04(9) . . ? N2 Mn1 O1 70.78(9) . . ? O2 Mn1 Cl2 161.73(7) . . ? N1 Mn1 Cl2 94.96(8) . . ? N2 Mn1 Cl2 97.64(7) . . ? O1 Mn1 Cl2 84.85(7) . . ? O2 Mn1 Cl1 87.32(7) . . ? N1 Mn1 Cl1 98.74(7) . . ? N2 Mn1 Cl1 98.75(8) . . ? O1 Mn1 Cl1 164.86(7) . . ? Cl2 Mn1 Cl1 107.86(4) . . ? C33 N1 C18 117.6(3) . . ? C33 N1 Mn1 114.2(2) . . ? C18 N1 Mn1 127.5(2) . . ? C16 N2 C15 117.8(3) . . ? C16 N2 Mn1 115.3(2) . . ? C15 N2 Mn1 125.6(2) . . ? C1 O1 Mn1 113.2(2) . . ? C32 O2 Mn1 116.3(2) . . ? C11 O3 C10 106.3(3) . . ? C9 O4 C10 107.4(3) . . ? C24 O5 C23 106.2(3) . . ? C22 O6 C23 106.0(3) . . ? O1 C1 C2 122.6(3) . . ? O1 C1 C16 120.3(3) . . ? C2 C1 C16 117.1(3) . . ? C3 C2 C7 118.9(3) . . ? C3 C2 C1 118.9(3) . . ? C7 C2 C1 122.2(3) . . ? C4 C3 C2 121.1(3) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.1(4) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C6 C5 C4 122.3(4) . . ? C6 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? C5 C6 C7 119.2(3) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C6 C7 C2 119.4(3) . . ? C6 C7 C8 121.6(3) . . ? C2 C7 C8 119.0(3) . . ? C9 C8 C17 114.5(3) . . ? C9 C8 C7 125.6(3) . . ? C17 C8 C7 119.8(3) . . ? O4 C9 C8 127.7(3) . . ? O4 C9 C11 108.2(3) . . ? C8 C9 C11 124.1(3) . . ? O3 C10 O4 107.4(3) . . ? O3 C10 H10A 110.2 . . ? O4 C10 H10A 110.2 . . ? O3 C10 H10B 110.2 . . ? O4 C10 H10B 110.2 . . ? H10A C10 H10B 108.5 . . ? C12 C11 O3 127.2(3) . . ? C12 C11 C9 122.5(3) . . ? O3 C11 C9 110.3(3) . . ? C11 C12 C13 117.1(3) . . ? C11 C12 H12 121.5 . . ? C13 C12 H12 121.5 . . ? C14 C13 C12 123.0(3) . . ? C14 C13 C17 116.9(3) . . ? C12 C13 C17 120.1(3) . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? N2 C15 C14 122.4(3) . . ? N2 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? N2 C16 C17 124.1(3) . . ? N2 C16 C1 115.1(3) . . ? C17 C16 C1 120.8(3) . . ? C16 C17 C8 120.9(3) . . ? C16 C17 C13 117.4(3) . . ? C8 C17 C13 121.7(3) . . ? N1 C18 C19 123.6(3) . . ? N1 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? C18 C19 C20 120.4(3) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C19 C20 C21 122.3(3) . . ? C19 C20 C34 117.1(3) . . ? C21 C20 C34 120.6(3) . . ? C22 C21 C20 116.0(3) . . ? C22 C21 H21 122.0 . . ? C20 C21 H21 122.0 . . ? C21 C22 O6 127.7(4) . . ? C21 C22 C24 123.8(3) . . ? O6 C22 C24 108.4(3) . . ? O6 C23 O5 107.1(3) . . ? O6 C23 H23A 110.3 . . ? O5 C23 H23A 110.3 . . ? O6 C23 H23B 110.3 . . ? O5 C23 H23B 110.3 . . ? H23A C23 H23B 108.5 . . ? O5 C24 C25 128.2(3) . . ? O5 C24 C22 108.9(3) . . ? C25 C24 C22 122.9(3) . . ? C24 C25 C34 114.5(3) . . ? C24 C25 C26 124.9(3) . . ? C34 C25 C26 120.6(3) . . ? C31 C26 C27 117.7(3) . . ? C31 C26 C25 119.1(3) . . ? C27 C26 C25 123.2(3) . . ? C28 C27 C26 120.2(3) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C29 C28 C27 122.0(4) . . ? C29 C28 H28 119.0 . . ? C27 C28 H28 119.0 . . ? C30 C29 C28 118.6(3) . . ? C30 C29 H29 120.7 . . ? C28 C29 H29 120.7 . . ? C29 C30 C31 120.6(3) . . ? C29 C30 H30 119.7 . . ? C31 C30 H30 119.7 . . ? C26 C31 C30 120.9(3) . . ? C26 C31 C32 121.6(3) . . ? C30 C31 C32 117.5(3) . . ? O2 C32 C31 122.7(3) . . ? O2 C32 C33 119.7(3) . . ? C31 C32 C33 117.6(3) . . ? N1 C33 C34 123.4(3) . . ? N1 C33 C32 115.5(3) . . ? C34 C33 C32 121.1(3) . . ? C33 C34 C25 119.9(3) . . ? C33 C34 C20 117.9(3) . . ? C25 C34 C20 122.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Mn1 N1 C33 -11.6(2) . . . . ? N2 Mn1 N1 C33 -59.4(3) . . . . ? O1 Mn1 N1 C33 -93.7(2) . . . . ? Cl2 Mn1 N1 C33 -178.3(2) . . . . ? Cl1 Mn1 N1 C33 72.7(2) . . . . ? O2 Mn1 N1 C18 178.4(3) . . . . ? N2 Mn1 N1 C18 130.7(3) . . . . ? O1 Mn1 N1 C18 96.3(3) . . . . ? Cl2 Mn1 N1 C18 11.7(3) . . . . ? Cl1 Mn1 N1 C18 -97.3(3) . . . . ? O2 Mn1 N2 C16 -99.9(2) . . . . ? N1 Mn1 N2 C16 -55.1(3) . . . . ? O1 Mn1 N2 C16 -18.5(2) . . . . ? Cl2 Mn1 N2 C16 63.3(2) . . . . ? Cl1 Mn1 N2 C16 172.8(2) . . . . ? O2 Mn1 N2 C15 92.8(3) . . . . ? N1 Mn1 N2 C15 137.6(3) . . . . ? O1 Mn1 N2 C15 174.3(3) . . . . ? Cl2 Mn1 N2 C15 -103.9(3) . . . . ? Cl1 Mn1 N2 C15 5.6(3) . . . . ? O2 Mn1 O1 C1 112.3(2) . . . . ? N1 Mn1 O1 C1 -175.5(2) . . . . ? N2 Mn1 O1 C1 19.6(2) . . . . ? Cl2 Mn1 O1 C1 -80.3(2) . . . . ? Cl1 Mn1 O1 C1 67.5(4) . . . . ? N1 Mn1 O2 C32 12.7(2) . . . . ? N2 Mn1 O2 C32 173.8(3) . . . . ? O1 Mn1 O2 C32 103.2(2) . . . . ? Cl2 Mn1 O2 C32 59.5(4) . . . . ? Cl1 Mn1 O2 C32 -87.4(2) . . . . ? Mn1 O1 C1 C2 162.4(2) . . . . ? Mn1 O1 C1 C16 -18.8(4) . . . . ? O1 C1 C2 C3 -0.5(5) . . . . ? C16 C1 C2 C3 -179.3(3) . . . . ? O1 C1 C2 C7 -179.4(3) . . . . ? C16 C1 C2 C7 1.8(4) . . . . ? C7 C2 C3 C4 0.1(5) . . . . ? C1 C2 C3 C4 -178.8(3) . . . . ? C2 C3 C4 C5 0.9(5) . . . . ? C3 C4 C5 C6 -1.3(6) . . . . ? C4 C5 C6 C7 0.5(6) . . . . ? C5 C6 C7 C2 0.6(5) . . . . ? C5 C6 C7 C8 -178.2(3) . . . . ? C3 C2 C7 C6 -0.9(5) . . . . ? C1 C2 C7 C6 178.1(3) . . . . ? C3 C2 C7 C8 177.9(3) . . . . ? C1 C2 C7 C8 -3.2(5) . . . . ? C6 C7 C8 C9 -0.2(5) . . . . ? C2 C7 C8 C9 -179.0(3) . . . . ? C6 C7 C8 C17 179.4(3) . . . . ? C2 C7 C8 C17 0.7(4) . . . . ? C10 O4 C9 C8 177.7(3) . . . . ? C10 O4 C9 C11 -3.0(3) . . . . ? C17 C8 C9 O4 177.1(3) . . . . ? C7 C8 C9 O4 -3.3(5) . . . . ? C17 C8 C9 C11 -2.2(5) . . . . ? C7 C8 C9 C11 177.5(3) . . . . ? C11 O3 C10 O4 -6.3(3) . . . . ? C9 O4 C10 O3 5.7(4) . . . . ? C10 O3 C11 C12 -177.3(3) . . . . ? C10 O3 C11 C9 4.6(4) . . . . ? O4 C9 C11 C12 -179.3(3) . . . . ? C8 C9 C11 C12 0.1(5) . . . . ? O4 C9 C11 O3 -1.0(4) . . . . ? C8 C9 C11 O3 178.4(3) . . . . ? O3 C11 C12 C13 -176.3(3) . . . . ? C9 C11 C12 C13 1.7(5) . . . . ? C11 C12 C13 C14 177.2(3) . . . . ? C11 C12 C13 C17 -1.2(5) . . . . ? C12 C13 C14 C15 -176.0(3) . . . . ? C17 C13 C14 C15 2.5(5) . . . . ? C16 N2 C15 C14 -0.7(5) . . . . ? Mn1 N2 C15 C14 166.2(3) . . . . ? C13 C14 C15 N2 -2.4(6) . . . . ? C15 N2 C16 C17 3.7(5) . . . . ? Mn1 N2 C16 C17 -164.6(2) . . . . ? C15 N2 C16 C1 -175.4(3) . . . . ? Mn1 N2 C16 C1 16.3(3) . . . . ? O1 C1 C16 N2 2.4(4) . . . . ? C2 C1 C16 N2 -178.7(3) . . . . ? O1 C1 C16 C17 -176.7(3) . . . . ? C2 C1 C16 C17 2.2(4) . . . . ? N2 C16 C17 C8 176.3(3) . . . . ? C1 C16 C17 C8 -4.7(5) . . . . ? N2 C16 C17 C13 -3.4(5) . . . . ? C1 C16 C17 C13 175.7(3) . . . . ? C9 C8 C17 C16 -177.1(3) . . . . ? C7 C8 C17 C16 3.2(4) . . . . ? C9 C8 C17 C13 2.6(4) . . . . ? C7 C8 C17 C13 -177.1(3) . . . . ? C14 C13 C17 C16 0.2(4) . . . . ? C12 C13 C17 C16 178.7(3) . . . . ? C14 C13 C17 C8 -179.5(3) . . . . ? C12 C13 C17 C8 -1.0(5) . . . . ? C33 N1 C18 C19 -0.4(5) . . . . ? Mn1 N1 C18 C19 169.3(3) . . . . ? N1 C18 C19 C20 -0.8(6) . . . . ? C18 C19 C20 C21 -178.6(3) . . . . ? C18 C19 C20 C34 0.6(5) . . . . ? C19 C20 C21 C22 179.6(3) . . . . ? C34 C20 C21 C22 0.4(5) . . . . ? C20 C21 C22 O6 -177.9(3) . . . . ? C20 C21 C22 C24 -1.1(5) . . . . ? C23 O6 C22 C21 -171.9(3) . . . . ? C23 O6 C22 C24 11.0(4) . . . . ? C22 O6 C23 O5 -17.8(4) . . . . ? C24 O5 C23 O6 17.9(4) . . . . ? C23 O5 C24 C25 170.9(3) . . . . ? C23 O5 C24 C22 -11.2(4) . . . . ? C21 C22 C24 O5 -177.2(3) . . . . ? O6 C22 C24 O5 0.2(4) . . . . ? C21 C22 C24 C25 0.9(5) . . . . ? O6 C22 C24 C25 178.2(3) . . . . ? O5 C24 C25 C34 177.7(3) . . . . ? C22 C24 C25 C34 0.1(5) . . . . ? O5 C24 C25 C26 -1.2(5) . . . . ? C22 C24 C25 C26 -178.9(3) . . . . ? C24 C25 C26 C31 -177.6(3) . . . . ? C34 C25 C26 C31 3.5(5) . . . . ? C24 C25 C26 C27 1.9(5) . . . . ? C34 C25 C26 C27 -177.0(3) . . . . ? C31 C26 C27 C28 0.1(5) . . . . ? C25 C26 C27 C28 -179.4(3) . . . . ? C26 C27 C28 C29 1.5(6) . . . . ? C27 C28 C29 C30 -1.5(6) . . . . ? C28 C29 C30 C31 0.0(5) . . . . ? C27 C26 C31 C30 -1.6(5) . . . . ? C25 C26 C31 C30 177.9(3) . . . . ? C27 C26 C31 C32 177.5(3) . . . . ? C25 C26 C31 C32 -3.0(5) . . . . ? C29 C30 C31 C26 1.6(5) . . . . ? C29 C30 C31 C32 -177.6(3) . . . . ? Mn1 O2 C32 C31 166.0(2) . . . . ? Mn1 O2 C32 C33 -12.1(4) . . . . ? C26 C31 C32 O2 -178.0(3) . . . . ? C30 C31 C32 O2 1.2(5) . . . . ? C26 C31 C32 C33 0.2(5) . . . . ? C30 C31 C32 C33 179.3(3) . . . . ? C18 N1 C33 C34 1.8(5) . . . . ? Mn1 N1 C33 C34 -169.2(2) . . . . ? C18 N1 C33 C32 -178.9(3) . . . . ? Mn1 N1 C33 C32 10.0(3) . . . . ? O2 C32 C33 N1 1.3(5) . . . . ? C31 C32 C33 N1 -176.9(3) . . . . ? O2 C32 C33 C34 -179.5(3) . . . . ? C31 C32 C33 C34 2.3(5) . . . . ? N1 C33 C34 C25 177.4(3) . . . . ? C32 C33 C34 C25 -1.8(5) . . . . ? N1 C33 C34 C20 -2.0(5) . . . . ? C32 C33 C34 C20 178.8(3) . . . . ? C24 C25 C34 C33 179.9(3) . . . . ? C26 C25 C34 C33 -1.1(5) . . . . ? C24 C25 C34 C20 -0.7(5) . . . . ? C26 C25 C34 C20 178.3(3) . . . . ? C19 C20 C34 C33 0.7(5) . . . . ? C21 C20 C34 C33 179.9(3) . . . . ? C19 C20 C34 C25 -178.7(3) . . . . ? C21 C20 C34 C25 0.5(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.329 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.057 # Attachment 'CCDC73685.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 736685' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H18 Cl2 Fe N2 O6' _chemical_formula_sum 'C34 H18 Cl2 Fe N2 O6' _chemical_formula_weight 677.25 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 orthorhombic _symmetry_space_group_name_H-M 'p b ca' _symmetry_space_group_name_Hall '-p 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y+1/2, z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y-1/2, -z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 15.1902(16) _cell_length_b 14.1042(16) _cell_length_c 25.189(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5396.6(9) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 18017 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour dark-brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.667 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2752 _exptl_absorpt_coefficient_mu 0.813 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6867 _exptl_absorpt_correction_T_max 0.8543 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50160 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4936 _reflns_number_gt 4530 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0310P)^2^+8.4499P] 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 4936 _refine_ls_number_parameters 407 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0608 _refine_ls_wR_factor_ref 0.1200 _refine_ls_wR_factor_gt 0.1171 _refine_ls_goodness_of_fit_ref 1.260 _refine_ls_restrained_S_all 1.260 _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 0.50395(3) 0.21424(4) 0.617523(19) 0.03145(16) Uani 1 1 d . . . Cl1 Cl 0.60522(7) 0.09471(7) 0.64721(4) 0.0461(3) Uani 1 1 d . . . Cl2 Cl 0.38886(6) 0.12676(7) 0.57869(3) 0.0417(2) Uani 1 1 d . . . O1 O 0.58332(17) 0.31580(18) 0.65965(9) 0.0371(6) Uani 1 1 d . . . O2 O 0.38361(16) 0.33859(19) 0.93489(9) 0.0380(6) Uani 1 1 d . . . O3 O 0.51485(17) 0.40291(18) 0.90829(9) 0.0363(6) Uani 1 1 d . . . O4 O 0.43634(17) 0.34286(18) 0.58393(9) 0.0381(6) Uani 1 1 d . . . O5 O 0.61144(16) 0.36671(17) 0.30243(9) 0.0337(6) Uani 1 1 d . . . O6 O 0.48627(16) 0.43859(18) 0.33421(9) 0.0351(6) Uani 1 1 d . . . N1 N 0.43490(18) 0.2364(2) 0.69147(11) 0.0316(7) Uani 1 1 d . . . N2 N 0.57460(19) 0.2507(2) 0.54485(11) 0.0316(7) Uani 1 1 d . . . C1 C 0.5622(2) 0.3284(2) 0.70686(13) 0.0292(8) Uani 1 1 d . . . C2 C 0.6176(2) 0.3821(2) 0.74338(14) 0.0290(7) Uani 1 1 d . . . C3 C 0.6957(2) 0.4204(2) 0.72413(14) 0.0324(8) Uani 1 1 d . . . H3 H 0.7101 0.4139 0.6876 0.039 Uiso 1 1 calc R . . C4 C 0.7522(3) 0.4676(3) 0.75760(15) 0.0390(9) Uani 1 1 d . . . H4 H 0.8053 0.4943 0.7445 0.047 Uiso 1 1 calc R . . C5 C 0.7298(3) 0.4755(3) 0.81114(15) 0.0430(10) Uani 1 1 d . . . H5 H 0.7692 0.5065 0.8347 0.052 Uiso 1 1 calc R . . C6 C 0.6522(2) 0.4396(3) 0.83062(15) 0.0366(9) Uani 1 1 d . . . H6 H 0.6383 0.4470 0.8672 0.044 Uiso 1 1 calc R . . C7 C 0.5935(2) 0.3921(2) 0.79707(13) 0.0292(7) Uani 1 1 d . . . C8 C 0.5093(2) 0.3533(2) 0.81558(13) 0.0274(7) Uani 1 1 d . . . C9 C 0.4540(2) 0.3009(2) 0.78001(13) 0.0288(8) Uani 1 1 d . . . C10 C 0.4804(2) 0.2876(2) 0.72713(13) 0.0280(7) Uani 1 1 d . . . C11 C 0.3585(2) 0.1975(3) 0.70758(14) 0.0354(8) Uani 1 1 d . . . H11 H 0.3254 0.1613 0.6828 0.043 Uiso 1 1 calc R . . C12 C 0.3262(2) 0.2080(3) 0.75828(14) 0.0360(8) Uani 1 1 d . . . H12 H 0.2714 0.1800 0.7675 0.043 Uiso 1 1 calc R . . C13 C 0.3730(2) 0.2592(3) 0.79623(14) 0.0310(8) Uani 1 1 d . . . C14 C 0.3430(2) 0.2699(3) 0.84965(14) 0.0333(8) Uani 1 1 d . . . H14 H 0.2892 0.2429 0.8616 0.040 Uiso 1 1 calc R . . C15 C 0.3955(2) 0.3204(3) 0.88212(13) 0.0321(8) Uani 1 1 d . . . C16 C 0.4768(2) 0.3612(2) 0.86608(13) 0.0295(8) Uani 1 1 d . . . C17 C 0.4493(3) 0.4063(3) 0.94927(14) 0.0408(9) Uani 1 1 d . . . H17A H 0.4755 0.3899 0.9841 0.049 Uiso 1 1 calc R . . H17B H 0.4234 0.4706 0.9516 0.049 Uiso 1 1 calc R . . C18 C 0.4535(2) 0.3568(2) 0.53667(13) 0.0282(7) Uani 1 1 d . . . C19 C 0.4008(2) 0.4198(2) 0.50342(13) 0.0268(7) Uani 1 1 d . . . C20 C 0.3287(2) 0.4671(2) 0.52572(14) 0.0311(8) Uani 1 1 d . . . H20 H 0.3156 0.4588 0.5623 0.037 Uiso 1 1 calc R . . C21 C 0.2767(2) 0.5252(3) 0.49533(15) 0.0367(9) Uani 1 1 d . . . H21 H 0.2280 0.5573 0.5107 0.044 Uiso 1 1 calc R . . C22 C 0.2963(2) 0.5365(3) 0.44187(16) 0.0427(10) Uani 1 1 d . . . H22 H 0.2599 0.5759 0.4206 0.051 Uiso 1 1 calc R . . C23 C 0.3673(2) 0.4919(3) 0.41902(15) 0.0384(9) Uani 1 1 d . . . H23 H 0.3798 0.5017 0.3825 0.046 Uiso 1 1 calc R . . C24 C 0.4213(2) 0.4321(2) 0.44917(13) 0.0269(7) Uani 1 1 d . . . C25 C 0.4988(2) 0.3853(2) 0.42656(12) 0.0243(7) Uani 1 1 d . . . C26 C 0.5536(2) 0.3270(2) 0.45924(13) 0.0259(7) Uani 1 1 d . . . C27 C 0.5303(2) 0.3096(2) 0.51239(13) 0.0266(7) Uani 1 1 d . . . C28 C 0.6486(2) 0.2102(3) 0.52585(15) 0.0361(8) Uani 1 1 d . . . H28 H 0.6809 0.1688 0.5483 0.043 Uiso 1 1 calc R . . C29 C 0.6790(2) 0.2264(3) 0.47537(14) 0.0346(8) Uani 1 1 d . . . H29 H 0.7331 0.1989 0.4644 0.042 Uiso 1 1 calc R . . C30 C 0.6314(2) 0.2829(2) 0.43994(14) 0.0289(7) Uani 1 1 d . . . C31 C 0.6577(2) 0.2960(2) 0.38613(14) 0.0305(8) Uani 1 1 d . . . H31 H 0.7105 0.2692 0.3725 0.037 Uiso 1 1 calc R . . C32 C 0.6034(2) 0.3484(2) 0.35554(13) 0.0281(7) Uani 1 1 d . . . C33 C 0.5261(2) 0.3921(2) 0.37506(13) 0.0277(7) Uani 1 1 d . . . C34 C 0.5414(2) 0.4292(3) 0.28860(14) 0.0377(9) Uani 1 1 d . . . H34A H 0.5075 0.4029 0.2585 0.045 Uiso 1 1 calc R . . H34B H 0.5651 0.4918 0.2781 0.045 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 0.0379(3) 0.0324(3) 0.0241(3) -0.0001(2) -0.0028(2) -0.0029(2) Cl1 0.0522(6) 0.0450(6) 0.0411(5) 0.0062(4) -0.0076(5) 0.0069(5) Cl2 0.0456(6) 0.0502(6) 0.0295(5) -0.0021(4) -0.0073(4) -0.0122(4) O1 0.0432(15) 0.0406(15) 0.0274(14) -0.0054(11) 0.0040(11) -0.0073(12) O2 0.0385(15) 0.0467(16) 0.0289(13) -0.0024(11) 0.0057(11) 0.0047(12) O3 0.0433(15) 0.0392(15) 0.0264(13) -0.0056(11) -0.0009(11) 0.0015(12) O4 0.0454(15) 0.0422(15) 0.0267(13) 0.0027(11) 0.0077(11) 0.0069(12) O5 0.0349(14) 0.0377(14) 0.0285(13) 0.0032(10) 0.0075(11) 0.0025(11) O6 0.0332(13) 0.0465(15) 0.0254(12) 0.0054(11) 0.0019(10) 0.0053(11) N1 0.0301(16) 0.0328(17) 0.0319(16) -0.0005(13) -0.0043(13) -0.0020(13) N2 0.0320(16) 0.0301(16) 0.0326(16) 0.0003(12) -0.0025(13) 0.0015(13) C1 0.0345(19) 0.0217(17) 0.0315(19) 0.0000(14) -0.0033(15) 0.0042(14) C2 0.0297(18) 0.0241(18) 0.0333(19) -0.0001(14) -0.0031(15) 0.0003(14) C3 0.0328(19) 0.0301(19) 0.0342(19) -0.0013(15) 0.0009(16) 0.0006(15) C4 0.0329(19) 0.038(2) 0.046(2) -0.0027(17) -0.0001(18) -0.0070(17) C5 0.044(2) 0.047(2) 0.039(2) -0.0077(18) -0.0069(18) -0.0106(19) C6 0.044(2) 0.035(2) 0.0310(19) -0.0037(16) -0.0015(17) -0.0062(17) C7 0.0321(18) 0.0241(17) 0.0313(18) -0.0020(14) -0.0029(15) 0.0031(15) C8 0.0303(18) 0.0218(17) 0.0301(18) -0.0002(14) -0.0024(15) 0.0031(14) C9 0.0295(18) 0.0269(18) 0.0301(18) -0.0002(14) -0.0012(14) 0.0049(14) C10 0.0315(18) 0.0253(17) 0.0272(17) 0.0015(14) -0.0039(14) 0.0030(14) C11 0.0324(19) 0.040(2) 0.034(2) -0.0023(16) -0.0099(16) -0.0042(16) C12 0.0296(19) 0.040(2) 0.039(2) 0.0016(16) -0.0022(16) -0.0035(16) C13 0.0241(17) 0.0332(19) 0.0357(19) 0.0013(15) 0.0011(15) 0.0055(15) C14 0.0283(18) 0.035(2) 0.036(2) 0.0038(15) 0.0071(16) 0.0050(15) C15 0.0340(19) 0.035(2) 0.0277(19) 0.0000(15) 0.0040(15) 0.0105(16) C16 0.0337(19) 0.0262(18) 0.0286(18) -0.0026(14) -0.0053(15) 0.0059(15) C17 0.049(2) 0.046(2) 0.0276(19) -0.0039(16) 0.0034(17) 0.0064(19) C18 0.0300(18) 0.0266(18) 0.0281(18) -0.0026(14) 0.0020(15) -0.0040(14) C19 0.0242(16) 0.0224(17) 0.0339(18) -0.0032(14) 0.0016(14) -0.0035(13) C20 0.0300(18) 0.0286(19) 0.0347(19) -0.0038(15) 0.0048(16) -0.0018(15) C21 0.0256(18) 0.037(2) 0.047(2) -0.0064(17) 0.0047(16) 0.0051(15) C22 0.034(2) 0.050(2) 0.044(2) 0.0057(18) 0.0007(18) 0.0155(18) C23 0.033(2) 0.046(2) 0.036(2) 0.0046(17) 0.0040(16) 0.0074(17) C24 0.0230(17) 0.0280(18) 0.0298(18) 0.0001(14) 0.0014(14) -0.0024(14) C25 0.0244(16) 0.0221(17) 0.0263(17) 0.0016(13) 0.0004(14) -0.0036(13) C26 0.0242(17) 0.0232(17) 0.0302(18) -0.0012(13) 0.0006(14) -0.0007(13) C27 0.0272(17) 0.0245(17) 0.0282(18) -0.0025(14) -0.0011(14) -0.0035(14) C28 0.034(2) 0.032(2) 0.042(2) 0.0036(16) -0.0027(17) 0.0083(16) C29 0.0273(18) 0.036(2) 0.041(2) 0.0006(16) 0.0003(16) 0.0051(15) C30 0.0232(17) 0.0277(18) 0.0359(19) -0.0025(15) 0.0025(14) -0.0013(14) C31 0.0236(17) 0.0303(19) 0.037(2) -0.0013(15) 0.0092(15) -0.0015(14) C32 0.0265(18) 0.0273(18) 0.0306(18) -0.0020(14) 0.0045(15) -0.0041(14) C33 0.0248(17) 0.0269(18) 0.0313(18) 0.0035(14) -0.0011(14) -0.0037(14) C34 0.039(2) 0.041(2) 0.033(2) 0.0031(16) 0.0102(17) 0.0024(17) _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 2.152(2) . ? Fe1 N1 2.160(3) . ? Fe1 N2 2.183(3) . ? Fe1 O4 2.250(3) . ? Fe1 Cl2 2.3528(10) . ? Fe1 Cl1 2.4016(11) . ? O1 C1 1.244(4) . ? O2 C15 1.366(4) . ? O2 C17 1.428(5) . ? O3 C16 1.346(4) . ? O3 C17 1.435(4) . ? O4 C18 1.234(4) . ? O5 C32 1.368(4) . ? O5 C34 1.424(4) . ? O6 C33 1.362(4) . ? O6 C34 1.428(4) . ? N1 C10 1.345(4) . ? N1 C11 1.346(5) . ? N2 C27 1.346(4) . ? N2 C28 1.348(4) . ? C1 C2 1.459(5) . ? C1 C10 1.461(5) . ? C2 C3 1.390(5) . ? C2 C7 1.408(5) . ? C3 C4 1.375(5) . ? C3 H3 0.9500 . ? C4 C5 1.395(5) . ? C4 H4 0.9500 . ? C5 C6 1.374(5) . ? C5 H5 0.9500 . ? C6 C7 1.399(5) . ? C6 H6 0.9500 . ? C7 C8 1.467(5) . ? C8 C16 1.369(5) . ? C8 C9 1.434(5) . ? C9 C10 1.404(5) . ? C9 C13 1.424(5) . ? C11 C12 1.376(5) . ? C11 H11 0.9500 . ? C12 C13 1.393(5) . ? C12 H12 0.9500 . ? C13 C14 1.428(5) . ? C14 C15 1.347(5) . ? C14 H14 0.9500 . ? C15 C16 1.421(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.459(5) . ? C18 C27 1.477(5) . ? C19 C20 1.400(5) . ? C19 C24 1.412(5) . ? C20 C21 1.372(5) . ? C20 H20 0.9500 . ? C21 C22 1.388(5) . ? C21 H21 0.9500 . ? C22 C23 1.374(5) . ? C22 H22 0.9500 . ? C23 C24 1.400(5) . ? C23 H23 0.9500 . ? C24 C25 1.466(4) . ? C25 C33 1.365(5) . ? C25 C26 1.430(4) . ? C26 C27 1.406(5) . ? C26 C30 1.421(5) . ? C28 C29 1.372(5) . ? C28 H28 0.9500 . ? C29 C30 1.399(5) . ? C29 H29 0.9500 . ? C30 C31 1.425(5) . ? C31 C32 1.350(5) . ? C31 H31 0.9500 . ? C32 C33 1.413(5) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? 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 N1 75.57(10) . . ? O1 Fe1 N2 88.93(10) . . ? N1 Fe1 N2 158.07(11) . . ? O1 Fe1 O4 84.52(10) . . ? N1 Fe1 O4 89.21(10) . . ? N2 Fe1 O4 73.70(10) . . ? O1 Fe1 Cl2 166.01(8) . . ? N1 Fe1 Cl2 94.21(8) . . ? N2 Fe1 Cl2 98.05(8) . . ? O4 Fe1 Cl2 85.83(8) . . ? O1 Fe1 Cl1 87.41(8) . . ? N1 Fe1 Cl1 98.27(8) . . ? N2 Fe1 Cl1 96.40(8) . . ? O4 Fe1 Cl1 167.30(8) . . ? Cl2 Fe1 Cl1 103.73(4) . . ? C1 O1 Fe1 114.9(2) . . ? C15 O2 C17 106.2(3) . . ? C16 O3 C17 106.5(3) . . ? C18 O4 Fe1 113.3(2) . . ? C32 O5 C34 106.8(3) . . ? C33 O6 C34 107.6(3) . . ? C10 N1 C11 117.5(3) . . ? C10 N1 Fe1 113.8(2) . . ? C11 N1 Fe1 128.3(2) . . ? C27 N2 C28 117.5(3) . . ? C27 N2 Fe1 114.2(2) . . ? C28 N2 Fe1 127.4(2) . . ? O1 C1 C2 121.9(3) . . ? O1 C1 C10 119.8(3) . . ? C2 C1 C10 118.3(3) . . ? C3 C2 C7 121.2(3) . . ? C3 C2 C1 118.3(3) . . ? C7 C2 C1 120.5(3) . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 121.6(4) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 120.5(3) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C6 C7 C2 117.6(3) . . ? C6 C7 C8 122.8(3) . . ? C2 C7 C8 119.6(3) . . ? C16 C8 C9 114.2(3) . . ? C16 C8 C7 125.4(3) . . ? C9 C8 C7 120.3(3) . . ? C10 C9 C13 117.7(3) . . ? C10 C9 C8 119.6(3) . . ? C13 C9 C8 122.7(3) . . ? N1 C10 C9 123.9(3) . . ? N1 C10 C1 114.6(3) . . ? C9 C10 C1 121.5(3) . . ? N1 C11 C12 122.9(3) . . ? N1 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? C11 C12 C13 120.7(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C9 117.3(3) . . ? C12 C13 C14 122.6(3) . . ? C9 C13 C14 120.2(3) . . ? C15 C14 C13 116.0(3) . . ? C15 C14 H14 122.0 . . ? C13 C14 H14 122.0 . . ? C14 C15 O2 127.7(3) . . ? C14 C15 C16 123.8(3) . . ? O2 C15 C16 108.4(3) . . ? O3 C16 C8 127.9(3) . . ? O3 C16 C15 109.0(3) . . ? C8 C16 C15 123.0(3) . . ? O2 C17 O3 106.3(3) . . ? O2 C17 H17A 110.5 . . ? O3 C17 H17A 110.5 . . ? O2 C17 H17B 110.5 . . ? O3 C17 H17B 110.5 . . ? H17A C17 H17B 108.7 . . ? O4 C18 C19 122.3(3) . . ? O4 C18 C27 119.6(3) . . ? C19 C18 C27 118.1(3) . . ? C20 C19 C24 120.1(3) . . ? C20 C19 C18 119.2(3) . . ? C24 C19 C18 120.6(3) . . ? C21 C20 C19 120.7(3) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 119.1(3) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? C23 C22 C21 121.5(4) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 120.5(3) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 118.1(3) . . ? C23 C24 C25 122.1(3) . . ? C19 C24 C25 119.8(3) . . ? C33 C25 C26 114.3(3) . . ? C33 C25 C24 125.5(3) . . ? C26 C25 C24 120.2(3) . . ? C27 C26 C30 117.3(3) . . ? C27 C26 C25 120.2(3) . . ? C30 C26 C25 122.5(3) . . ? N2 C27 C26 124.1(3) . . ? N2 C27 C18 115.0(3) . . ? C26 C27 C18 120.9(3) . . ? N2 C28 C29 122.7(3) . . ? N2 C28 H28 118.7 . . ? C29 C28 H28 118.7 . . ? C28 C29 C30 120.8(3) . . ? C28 C29 H29 119.6 . . ? C30 C29 H29 119.6 . . ? C29 C30 C26 117.5(3) . . ? C29 C30 C31 122.4(3) . . ? C26 C30 C31 120.1(3) . . ? C32 C31 C30 116.3(3) . . ? C32 C31 H31 121.9 . . ? C30 C31 H31 121.9 . . ? C31 C32 O5 127.4(3) . . ? C31 C32 C33 123.2(3) . . ? O5 C32 C33 109.4(3) . . ? O6 C33 C25 128.1(3) . . ? O6 C33 C32 108.4(3) . . ? C25 C33 C32 123.5(3) . . ? O5 C34 O6 107.4(3) . . ? O5 C34 H34A 110.2 . . ? O6 C34 H34A 110.2 . . ? O5 C34 H34B 110.2 . . ? O6 C34 H34B 110.2 . . ? H34A C34 H34B 108.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Fe1 O1 C1 10.1(2) . . . . ? N2 Fe1 O1 C1 174.4(3) . . . . ? O4 Fe1 O1 C1 100.7(2) . . . . ? Cl2 Fe1 O1 C1 54.1(4) . . . . ? Cl1 Fe1 O1 C1 -89.1(2) . . . . ? O1 Fe1 O4 C18 108.4(2) . . . . ? N1 Fe1 O4 C18 -176.0(3) . . . . ? N2 Fe1 O4 C18 17.9(2) . . . . ? Cl2 Fe1 O4 C18 -81.7(2) . . . . ? Cl1 Fe1 O4 C18 57.6(5) . . . . ? O1 Fe1 N1 C10 -9.1(2) . . . . ? N2 Fe1 N1 C10 -55.4(4) . . . . ? O4 Fe1 N1 C10 -93.6(2) . . . . ? Cl2 Fe1 N1 C10 -179.4(2) . . . . ? Cl1 Fe1 N1 C10 76.1(2) . . . . ? O1 Fe1 N1 C11 178.7(3) . . . . ? N2 Fe1 N1 C11 132.3(3) . . . . ? O4 Fe1 N1 C11 94.1(3) . . . . ? Cl2 Fe1 N1 C11 8.4(3) . . . . ? Cl1 Fe1 N1 C11 -96.2(3) . . . . ? O1 Fe1 N2 C27 -101.1(2) . . . . ? N1 Fe1 N2 C27 -56.7(4) . . . . ? O4 Fe1 N2 C27 -16.5(2) . . . . ? Cl2 Fe1 N2 C27 66.7(2) . . . . ? Cl1 Fe1 N2 C27 171.6(2) . . . . ? O1 Fe1 N2 C28 90.1(3) . . . . ? N1 Fe1 N2 C28 134.6(3) . . . . ? O4 Fe1 N2 C28 174.7(3) . . . . ? Cl2 Fe1 N2 C28 -102.1(3) . . . . ? Cl1 Fe1 N2 C28 2.8(3) . . . . ? Fe1 O1 C1 C2 169.5(2) . . . . ? Fe1 O1 C1 C10 -9.7(4) . . . . ? O1 C1 C2 C3 0.4(5) . . . . ? C10 C1 C2 C3 179.6(3) . . . . ? O1 C1 C2 C7 -177.6(3) . . . . ? C10 C1 C2 C7 1.6(5) . . . . ? C7 C2 C3 C4 1.3(5) . . . . ? C1 C2 C3 C4 -176.8(3) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 C6 -1.7(6) . . . . ? C4 C5 C6 C7 1.1(6) . . . . ? C5 C6 C7 C2 0.6(5) . . . . ? C5 C6 C7 C8 -179.3(3) . . . . ? C3 C2 C7 C6 -1.8(5) . . . . ? C1 C2 C7 C6 176.2(3) . . . . ? C3 C2 C7 C8 178.1(3) . . . . ? C1 C2 C7 C8 -3.9(5) . . . . ? C6 C7 C8 C16 2.4(5) . . . . ? C2 C7 C8 C16 -177.5(3) . . . . ? C6 C7 C8 C9 -176.6(3) . . . . ? C2 C7 C8 C9 3.5(5) . . . . ? C16 C8 C9 C10 -179.8(3) . . . . ? C7 C8 C9 C10 -0.6(5) . . . . ? C16 C8 C9 C13 -1.1(5) . . . . ? C7 C8 C9 C13 178.1(3) . . . . ? C11 N1 C10 C9 1.5(5) . . . . ? Fe1 N1 C10 C9 -171.6(3) . . . . ? C11 N1 C10 C1 -179.5(3) . . . . ? Fe1 N1 C10 C1 7.4(4) . . . . ? C13 C9 C10 N1 -1.6(5) . . . . ? C8 C9 C10 N1 177.2(3) . . . . ? C13 C9 C10 C1 179.5(3) . . . . ? C8 C9 C10 C1 -1.7(5) . . . . ? O1 C1 C10 N1 1.5(5) . . . . ? C2 C1 C10 N1 -177.7(3) . . . . ? O1 C1 C10 C9 -179.5(3) . . . . ? C2 C1 C10 C9 1.3(5) . . . . ? C10 N1 C11 C12 -0.2(5) . . . . ? Fe1 N1 C11 C12 171.8(3) . . . . ? N1 C11 C12 C13 -1.0(6) . . . . ? C11 C12 C13 C9 0.9(5) . . . . ? C11 C12 C13 C14 -178.4(3) . . . . ? C10 C9 C13 C12 0.3(5) . . . . ? C8 C9 C13 C12 -178.4(3) . . . . ? C10 C9 C13 C14 179.6(3) . . . . ? C8 C9 C13 C14 0.9(5) . . . . ? C12 C13 C14 C15 179.3(3) . . . . ? C9 C13 C14 C15 0.0(5) . . . . ? C13 C14 C15 O2 -177.9(3) . . . . ? C13 C14 C15 C16 -0.6(5) . . . . ? C17 O2 C15 C14 -171.5(4) . . . . ? C17 O2 C15 C16 10.9(4) . . . . ? C17 O3 C16 C8 170.8(3) . . . . ? C17 O3 C16 C15 -11.9(4) . . . . ? C9 C8 C16 O3 177.4(3) . . . . ? C7 C8 C16 O3 -1.7(6) . . . . ? C9 C8 C16 C15 0.5(5) . . . . ? C7 C8 C16 C15 -178.6(3) . . . . ? C14 C15 C16 O3 -177.1(3) . . . . ? O2 C15 C16 O3 0.7(4) . . . . ? C14 C15 C16 C8 0.4(6) . . . . ? O2 C15 C16 C8 178.1(3) . . . . ? C15 O2 C17 O3 -18.0(4) . . . . ? C16 O3 C17 O2 18.5(4) . . . . ? Fe1 O4 C18 C19 163.8(2) . . . . ? Fe1 O4 C18 C27 -16.9(4) . . . . ? O4 C18 C19 C20 0.7(5) . . . . ? C27 C18 C19 C20 -178.6(3) . . . . ? O4 C18 C19 C24 -178.5(3) . . . . ? C27 C18 C19 C24 2.2(5) . . . . ? C24 C19 C20 C21 0.5(5) . . . . ? C18 C19 C20 C21 -178.6(3) . . . . ? C19 C20 C21 C22 0.2(5) . . . . ? C20 C21 C22 C23 -1.0(6) . . . . ? C21 C22 C23 C24 1.1(6) . . . . ? C22 C23 C24 C19 -0.3(5) . . . . ? C22 C23 C24 C25 -178.4(3) . . . . ? C20 C19 C24 C23 -0.4(5) . . . . ? C18 C19 C24 C23 178.7(3) . . . . ? C20 C19 C24 C25 177.7(3) . . . . ? C18 C19 C24 C25 -3.2(5) . . . . ? C23 C24 C25 C33 -1.4(5) . . . . ? C19 C24 C25 C33 -179.4(3) . . . . ? C23 C24 C25 C26 178.2(3) . . . . ? C19 C24 C25 C26 0.2(5) . . . . ? C33 C25 C26 C27 -176.5(3) . . . . ? C24 C25 C26 C27 3.9(5) . . . . ? C33 C25 C26 C30 2.2(5) . . . . ? C24 C25 C26 C30 -177.5(3) . . . . ? C28 N2 C27 C26 3.9(5) . . . . ? Fe1 N2 C27 C26 -166.1(3) . . . . ? C28 N2 C27 C18 -175.9(3) . . . . ? Fe1 N2 C27 C18 14.1(4) . . . . ? C30 C26 C27 N2 -3.4(5) . . . . ? C25 C26 C27 N2 175.3(3) . . . . ? C30 C26 C27 C18 176.4(3) . . . . ? C25 C26 C27 C18 -4.9(5) . . . . ? O4 C18 C27 N2 2.3(5) . . . . ? C19 C18 C27 N2 -178.4(3) . . . . ? O4 C18 C27 C26 -177.5(3) . . . . ? C19 C18 C27 C26 1.8(5) . . . . ? C27 N2 C28 C29 -0.5(5) . . . . ? Fe1 N2 C28 C29 168.0(3) . . . . ? N2 C28 C29 C30 -3.3(6) . . . . ? C28 C29 C30 C26 3.6(5) . . . . ? C28 C29 C30 C31 -175.5(3) . . . . ? C27 C26 C30 C29 -0.4(5) . . . . ? C25 C26 C30 C29 -179.1(3) . . . . ? C27 C26 C30 C31 178.7(3) . . . . ? C25 C26 C30 C31 0.0(5) . . . . ? C29 C30 C31 C32 176.8(3) . . . . ? C26 C30 C31 C32 -2.3(5) . . . . ? C30 C31 C32 O5 -176.2(3) . . . . ? C30 C31 C32 C33 2.5(5) . . . . ? C34 O5 C32 C31 -176.9(3) . . . . ? C34 O5 C32 C33 4.3(4) . . . . ? C34 O6 C33 C25 177.5(3) . . . . ? C34 O6 C33 C32 -3.4(4) . . . . ? C26 C25 C33 O6 177.0(3) . . . . ? C24 C25 C33 O6 -3.4(6) . . . . ? C26 C25 C33 C32 -2.1(5) . . . . ? C24 C25 C33 C32 177.5(3) . . . . ? C31 C32 C33 O6 -179.4(3) . . . . ? O5 C32 C33 O6 -0.6(4) . . . . ? C31 C32 C33 C25 -0.2(5) . . . . ? O5 C32 C33 C25 178.6(3) . . . . ? C32 O5 C34 O6 -6.3(4) . . . . ? C33 O6 C34 O5 6.0(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C23 H23 O6 0.95 2.21 2.898(4) 128.4 . C17 H17A Cl2 0.99 2.73 3.419(4) 126.7 3 C6 H6 Cl2 0.95 2.91 3.546(4) 125.6 7_667 C6 H6 O3 0.95 2.23 2.907(5) 127.3 . C11 H11 Cl2 0.95 2.84 3.428(4) 121.3 . C28 H28 Cl1 0.95 2.94 3.526(4) 121.4 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.356 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.062 # Attachment 'CCDC736686.cif' data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 736686' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H22 Co N2 O8, C38 H30 Co N2 O8, 4(Cl O4) ' _chemical_formula_sum 'C72 H52 Cl4 Co2 N4 O32' _chemical_formula_weight 1744.84 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'p -1' _symmetry_space_group_name_Hall '-p 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.226(3) _cell_length_b 11.564(3) _cell_length_c 14.772(3) _cell_angle_alpha 91.866(5) _cell_angle_beta 96.362(4) _cell_angle_gamma 115.633(6) _cell_volume 1711.4(7) _cell_formula_units_Z 1 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 5050 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 890 _exptl_absorpt_coefficient_mu 0.743 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17071 _diffrn_reflns_av_R_equivalents 0.0528 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 25.35 _reflns_number_total 6240 _reflns_number_gt 4237 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1425P)^2^+1.9760P] 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 6240 _refine_ls_number_parameters 523 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1321 _refine_ls_R_factor_gt 0.0947 _refine_ls_wR_factor_ref 0.2762 _refine_ls_wR_factor_gt 0.2446 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.0000 0.5000 0.5000 0.0398(4) Uani 1 2 d S . . Co2 Co 0.5000 0.5000 0.0000 0.0411(4) Uani 1 2 d S . . Cl1 Cl 0.84653(18) 0.62071(17) 0.76351(12) 0.0529(5) Uani 1 1 d . . . Cl2 Cl 0.0015(2) 0.80823(19) 0.26134(14) 0.0628(6) Uani 1 1 d D . . O1 O 0.2051(4) 0.5608(4) 0.5049(3) 0.0465(11) Uani 1 1 d . . . O2 O 0.5028(5) 1.2631(4) 0.6836(4) 0.0629(14) Uani 1 1 d . . . O3 O 0.6168(5) 1.1434(4) 0.6606(4) 0.0564(13) Uani 1 1 d . . . O4 O 0.0264(7) 0.4796(6) 0.6398(4) 0.0622(14) Uani 1 1 d D . . H4A H 0.044(8) 0.544(5) 0.674(5) 0.07(3) Uiso 1 1 d D . . H4B H -0.050(3) 0.424(6) 0.638(6) 0.06(3) Uiso 1 1 d D . . O5 O 0.6040(4) 0.6877(4) 0.0628(3) 0.0501(12) Uani 1 1 d . . . O6 O 0.0807(5) 0.9370(5) 0.0271(4) 0.0619(14) Uani 1 1 d . . . O7 O 0.2973(5) 1.0459(5) 0.0989(4) 0.0579(13) Uani 1 1 d . . . O8 O 0.4443(6) 0.4284(6) 0.1244(4) 0.0709(16) Uani 1 1 d D . . H8 H 0.384(6) 0.438(8) 0.147(5) 0.07(3) Uiso 1 1 d D . . O9 O 0.9794(6) 0.6270(7) 0.7636(4) 0.0870(19) Uani 1 1 d . . . O10 O 0.7728(7) 0.5684(6) 0.6761(4) 0.091(2) Uani 1 1 d . . . O11 O 0.7887(7) 0.5445(8) 0.8298(5) 0.109(3) Uani 1 1 d . . . O12 O 0.8640(8) 0.7476(7) 0.7810(6) 0.118(3) Uani 1 1 d . . . O13 O -0.0882(9) 0.7730(9) 0.1824(6) 0.124(3) Uiso 1 1 d . . . O14 O -0.0868(15) 0.7397(14) 0.3227(10) 0.118(5) Uiso 0.60 1 d PD . . O14' O -0.001(3) 0.797(3) 0.3563(12) 0.151(9) Uiso 0.40 1 d PD . . O15 O 0.0360(13) 0.9417(12) 0.2842(8) 0.097(3) Uiso 0.60 1 d P . . O15' O 0.117(2) 0.920(2) 0.2407(17) 0.147(8) Uiso 0.40 1 d PD . . O16 O 0.092(2) 0.760(2) 0.2829(15) 0.161(7) Uiso 0.60 1 d P . . O16' O 0.085(2) 0.758(2) 0.2248(16) 0.107(6) Uiso 0.40 1 d P . . N1 N 0.0736(5) 0.7004(5) 0.5323(4) 0.0404(12) Uani 1 1 d . . . N2 N 0.3505(5) 0.5624(5) -0.0102(3) 0.0370(12) Uani 1 1 d . . . C1 C 0.2743(6) 0.6771(6) 0.5318(4) 0.0406(15) Uani 1 1 d . . . C2 C 0.4177(6) 0.7338(6) 0.5509(4) 0.0417(15) Uani 1 1 d . . . C3 C 0.4809(7) 0.6559(7) 0.5368(5) 0.0550(19) Uani 1 1 d . . . H3 H 0.4297 0.5700 0.5103 0.066 Uiso 1 1 calc R . . C4 C 0.6174(7) 0.7016(7) 0.5609(6) 0.061(2) Uani 1 1 d . . . H4C H 0.6608 0.6491 0.5493 0.073 Uiso 1 1 calc R . . C5 C 0.6884(7) 0.8251(7) 0.6019(6) 0.0584(19) Uani 1 1 d . . . H5 H 0.7809 0.8553 0.6223 0.070 Uiso 1 1 calc R . . C6 C 0.6309(7) 0.9058(7) 0.6142(5) 0.0493(17) Uani 1 1 d . . . H6 H 0.6842 0.9919 0.6398 0.059 Uiso 1 1 calc R . . C7 C 0.4933(7) 0.8619(6) 0.5892(5) 0.0443(15) Uani 1 1 d . . . C8 C 0.4244(6) 0.9424(6) 0.6006(4) 0.0380(14) Uani 1 1 d . . . C9 C 0.2818(6) 0.8895(6) 0.5790(4) 0.0377(14) Uani 1 1 d . . . C10 C 0.2082(6) 0.7599(6) 0.5491(4) 0.0369(14) Uani 1 1 d . . . C11 C 0.0091(7) 0.7730(7) 0.5449(5) 0.0462(16) Uani 1 1 d . . . H11 H -0.0856 0.7325 0.5330 0.055 Uiso 1 1 calc R . . C12 C 0.0706(7) 0.9000(7) 0.5734(5) 0.0511(17) Uani 1 1 d . . . H12 H 0.0194 0.9463 0.5799 0.061 Uiso 1 1 calc R . . C13 C 0.2100(7) 0.9630(6) 0.5934(4) 0.0424(15) Uani 1 1 d . . . C14 C 0.2808(8) 1.0956(7) 0.6277(5) 0.0506(17) Uani 1 1 d . . . H14 H 0.2359 1.1477 0.6357 0.061 Uiso 1 1 calc R . . C15 C 0.4140(7) 1.1426(6) 0.6482(5) 0.0501(17) Uani 1 1 d . . . C16 C 0.4833(7) 1.0669(6) 0.6344(5) 0.0469(16) Uani 1 1 d . . . C17 C 0.6319(8) 1.2672(7) 0.6957(6) 0.058(2) Uani 1 1 d . . . H17A H 0.6692 1.2845 0.7614 0.070 Uiso 1 1 calc R . . H17B H 0.6929 1.3361 0.6621 0.070 Uiso 1 1 calc R . . C18 C 0.5326(6) 0.7452(6) 0.0676(4) 0.0395(14) Uani 1 1 d . . . C19 C 0.5889(6) 0.8766(6) 0.1089(4) 0.0425(15) Uani 1 1 d . . . C20 C 0.7229(7) 0.9390(7) 0.1454(5) 0.0528(18) Uani 1 1 d . . . H20 H 0.7766 0.8941 0.1446 0.063 Uiso 1 1 calc R . . C21 C 0.7790(8) 1.0644(7) 0.1827(5) 0.0575(19) Uani 1 1 d . . . H21 H 0.8717 1.1076 0.2047 0.069 Uiso 1 1 calc R . . C22 C 0.6997(8) 1.1269(7) 0.1879(5) 0.057(2) Uani 1 1 d . . . H22 H 0.7386 1.2132 0.2147 0.069 Uiso 1 1 calc R . . C23 C 0.5629(8) 1.0670(6) 0.1546(4) 0.0496(17) Uani 1 1 d . . . H23 H 0.5095 1.1113 0.1600 0.060 Uiso 1 1 calc R . . C24 C 0.5060(7) 0.9396(6) 0.1131(4) 0.0413(15) Uani 1 1 d . . . C25 C 0.3641(7) 0.8755(6) 0.0729(4) 0.0395(15) Uani 1 1 d . . . C26 C 0.3111(6) 0.7455(6) 0.0301(4) 0.0370(14) Uani 1 1 d . . . C27 C 0.3926(6) 0.6824(6) 0.0287(4) 0.0379(14) Uani 1 1 d . . . C28 C 0.2224(6) 0.4987(6) -0.0514(4) 0.0412(15) Uani 1 1 d . . . H28 H 0.1916 0.4135 -0.0787 0.049 Uiso 1 1 calc R . . C29 C 0.1363(6) 0.5546(6) -0.0546(4) 0.0419(15) Uani 1 1 d . . . H29 H 0.0480 0.5079 -0.0854 0.050 Uiso 1 1 calc R . . C30 C 0.1749(6) 0.6770(6) -0.0142(4) 0.0385(14) Uani 1 1 d . . . C31 C 0.0895(7) 0.7365(6) -0.0160(5) 0.0429(15) Uani 1 1 d . . . H31 H -0.0006 0.6932 -0.0443 0.051 Uiso 1 1 calc R . . C32 C 0.1409(7) 0.8600(7) 0.0249(5) 0.0466(16) Uani 1 1 d . . . C33 C 0.2750(8) 0.9248(6) 0.0678(5) 0.0477(17) Uani 1 1 d . . . C34 C 0.1732(9) 1.0548(8) 0.0782(7) 0.071(2) Uani 1 1 d . . . H34A H 0.1399 1.0670 0.1354 0.085 Uiso 1 1 calc R . . H34B H 0.1858 1.1287 0.0419 0.085 Uiso 1 1 calc R . . C35 C 0.5157(16) 0.3849(13) 0.2012(10) 0.137(6) Uani 1 1 d . . . H35A H 0.4512 0.3242 0.2377 0.165 Uiso 1 1 calc R . . H35B H 0.5670 0.3431 0.1760 0.165 Uiso 1 1 calc R . . C36 C 0.5995(15) 0.4985(12) 0.2532(10) 0.128(5) Uani 1 1 d . . . H36A H 0.6443 0.5649 0.2128 0.192 Uiso 1 1 calc R . . H36B H 0.6663 0.4849 0.2940 0.192 Uiso 1 1 calc R . . H36C H 0.5472 0.5265 0.2896 0.192 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 Co1 0.0350(7) 0.0314(7) 0.0487(7) -0.0018(5) 0.0037(5) 0.0114(5) Co2 0.0397(7) 0.0420(7) 0.0491(7) 0.0017(6) 0.0117(6) 0.0237(6) Cl1 0.0509(10) 0.0463(10) 0.0617(11) -0.0101(8) -0.0017(9) 0.0246(8) Cl2 0.0655(12) 0.0472(11) 0.0720(12) -0.0057(9) -0.0096(10) 0.0264(9) O1 0.042(3) 0.029(2) 0.065(3) -0.011(2) 0.005(2) 0.014(2) O2 0.068(4) 0.028(2) 0.082(4) -0.014(2) 0.012(3) 0.013(2) O3 0.044(3) 0.036(3) 0.074(3) -0.016(2) 0.001(2) 0.007(2) O4 0.075(4) 0.056(4) 0.057(3) 0.004(3) 0.007(3) 0.032(3) O5 0.033(2) 0.043(3) 0.073(3) -0.002(2) 0.005(2) 0.017(2) O6 0.071(3) 0.051(3) 0.084(4) 0.002(3) 0.015(3) 0.045(3) O7 0.067(3) 0.044(3) 0.071(3) -0.006(2) 0.004(3) 0.034(3) O8 0.082(4) 0.098(5) 0.058(3) 0.026(3) 0.026(3) 0.058(4) O9 0.066(4) 0.103(5) 0.095(5) -0.020(4) 0.012(3) 0.041(4) O10 0.117(5) 0.068(4) 0.079(4) -0.007(3) -0.030(4) 0.043(4) O11 0.089(5) 0.127(6) 0.088(5) 0.031(5) 0.028(4) 0.022(5) O12 0.097(5) 0.066(4) 0.193(8) -0.048(5) -0.019(5) 0.050(4) N1 0.037(3) 0.037(3) 0.048(3) -0.001(2) 0.008(2) 0.017(2) N2 0.036(3) 0.031(3) 0.043(3) 0.002(2) 0.010(2) 0.013(2) C1 0.041(4) 0.037(4) 0.046(3) 0.003(3) 0.012(3) 0.017(3) C2 0.035(3) 0.035(3) 0.052(4) -0.003(3) 0.006(3) 0.014(3) C3 0.046(4) 0.040(4) 0.075(5) -0.007(4) 0.006(4) 0.016(3) C4 0.039(4) 0.049(4) 0.095(6) -0.002(4) 0.002(4) 0.021(3) C5 0.041(4) 0.049(4) 0.080(5) -0.007(4) 0.001(4) 0.019(3) C6 0.038(4) 0.041(4) 0.060(4) -0.007(3) 0.002(3) 0.011(3) C7 0.044(4) 0.035(3) 0.048(4) 0.002(3) 0.009(3) 0.012(3) C8 0.037(3) 0.029(3) 0.041(3) -0.002(3) 0.007(3) 0.008(3) C9 0.042(3) 0.032(3) 0.039(3) -0.002(3) 0.009(3) 0.016(3) C10 0.034(3) 0.033(3) 0.047(3) 0.006(3) 0.009(3) 0.016(3) C11 0.038(4) 0.045(4) 0.058(4) 0.002(3) 0.006(3) 0.020(3) C12 0.056(4) 0.042(4) 0.061(4) 0.001(3) 0.010(4) 0.026(3) C13 0.046(4) 0.037(4) 0.043(3) 0.001(3) 0.009(3) 0.015(3) C14 0.063(5) 0.042(4) 0.053(4) -0.004(3) 0.016(4) 0.028(4) C15 0.055(4) 0.029(3) 0.061(4) -0.004(3) 0.011(4) 0.014(3) C16 0.050(4) 0.034(4) 0.047(4) -0.003(3) 0.008(3) 0.009(3) C17 0.055(5) 0.037(4) 0.067(5) -0.012(3) 0.013(4) 0.006(3) C18 0.035(3) 0.037(3) 0.046(3) 0.007(3) 0.010(3) 0.014(3) C19 0.040(4) 0.036(3) 0.045(4) 0.002(3) 0.010(3) 0.010(3) C20 0.055(4) 0.049(4) 0.047(4) 0.008(3) 0.000(3) 0.017(4) C21 0.052(4) 0.050(4) 0.052(4) 0.001(3) 0.004(4) 0.006(4) C22 0.064(5) 0.037(4) 0.044(4) -0.004(3) -0.001(4) 0.000(4) C23 0.069(5) 0.035(4) 0.041(4) 0.001(3) 0.015(3) 0.018(3) C24 0.052(4) 0.031(3) 0.037(3) 0.003(3) 0.012(3) 0.013(3) C25 0.053(4) 0.032(3) 0.038(3) 0.005(3) 0.015(3) 0.020(3) C26 0.041(3) 0.033(3) 0.038(3) 0.004(3) 0.009(3) 0.017(3) C27 0.038(3) 0.035(3) 0.038(3) 0.000(3) 0.006(3) 0.013(3) C28 0.037(3) 0.029(3) 0.057(4) -0.006(3) 0.012(3) 0.013(3) C29 0.034(3) 0.036(3) 0.051(4) 0.002(3) 0.005(3) 0.011(3) C30 0.046(4) 0.035(3) 0.039(3) 0.009(3) 0.015(3) 0.020(3) C31 0.044(4) 0.043(4) 0.053(4) 0.009(3) 0.011(3) 0.028(3) C32 0.056(4) 0.046(4) 0.051(4) 0.007(3) 0.018(3) 0.032(3) C33 0.066(5) 0.040(4) 0.048(4) 0.001(3) 0.017(3) 0.030(4) C34 0.077(6) 0.064(5) 0.094(6) -0.005(5) 0.023(5) 0.050(5) C35 0.181(14) 0.088(9) 0.127(11) 0.009(8) 0.096(11) 0.028(9) C36 0.146(12) 0.078(8) 0.145(11) 0.022(8) 0.077(10) 0.020(8) _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 Co1 O1 2.088(4) 2_566 ? Co1 O1 2.088(4) . ? Co1 O4 2.089(6) 2_566 ? Co1 O4 2.089(6) . ? Co1 N1 2.113(5) 2_566 ? Co1 N1 2.113(5) . ? Co2 O8 2.087(5) 2_665 ? Co2 O8 2.087(5) . ? Co2 N2 2.088(5) 2_665 ? Co2 N2 2.088(5) . ? Co2 O5 2.091(5) 2_665 ? Co2 O5 2.091(5) . ? Cl1 O11 1.363(7) . ? Cl1 O12 1.405(6) . ? Cl1 O10 1.413(6) . ? Cl1 O9 1.461(6) . ? Cl2 O16 1.37(2) . ? Cl2 O13 1.376(9) . ? Cl2 O14 1.414(12) . ? Cl2 O14' 1.415(17) . ? Cl2 O15 1.438(12) . ? Cl2 O16' 1.44(2) . ? Cl2 O15' 1.447(17) . ? O1 C1 1.251(7) . ? O2 C15 1.357(8) . ? O2 C17 1.421(9) . ? O3 C16 1.371(8) . ? O3 C17 1.440(8) . ? O4 H4A 0.82(6) . ? O4 H4B 0.82(5) . ? O5 C18 1.250(7) . ? O6 C32 1.332(8) . ? O6 C34 1.428(10) . ? O7 C33 1.366(8) . ? O7 C34 1.440(9) . ? O8 C35 1.539(17) . ? O8 H8 0.83(8) . ? N1 C11 1.344(8) . ? N1 C10 1.350(8) . ? N2 C27 1.342(8) . ? N2 C28 1.357(8) . ? C1 C2 1.441(9) . ? C1 C10 1.474(8) . ? C2 C3 1.389(9) . ? C2 C7 1.410(9) . ? C3 C4 1.386(10) . ? C3 H3 0.9500 . ? C4 C5 1.376(10) . ? C4 H4C 0.9500 . ? C5 C6 1.362(10) . ? C5 H5 0.9500 . ? C6 C7 1.401(9) . ? C6 H6 0.9500 . ? C7 C8 1.462(9) . ? C8 C16 1.347(8) . ? C8 C9 1.437(9) . ? C9 C10 1.388(8) . ? C9 C13 1.427(9) . ? C11 C12 1.352(9) . ? C11 H11 0.9500 . ? C12 C13 1.402(10) . ? C12 H12 0.9500 . ? C13 C14 1.430(9) . ? C14 C15 1.345(10) . ? C14 H14 0.9500 . ? C15 C16 1.424(10) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.450(9) . ? C18 C27 1.454(9) . ? C19 C20 1.389(10) . ? C19 C24 1.414(9) . ? C20 C21 1.373(10) . ? C20 H20 0.9500 . ? C21 C22 1.374(11) . ? C21 H21 0.9500 . ? C22 C23 1.404(11) . ? C22 H22 0.9500 . ? C23 C24 1.411(9) . ? C23 H23 0.9500 . ? C24 C25 1.476(9) . ? C25 C33 1.346(9) . ? C25 C26 1.447(8) . ? C26 C27 1.397(8) . ? C26 C30 1.445(9) . ? C28 C29 1.374(9) . ? C28 H28 0.9500 . ? C29 C30 1.380(9) . ? C29 H29 0.9500 . ? C30 C31 1.400(8) . ? C31 C32 1.375(9) . ? C31 H31 0.9500 . ? C32 C33 1.419(10) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.381(16) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? 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 Co1 O1 180.000(1) 2_566 . ? O1 Co1 O4 86.9(2) 2_566 2_566 ? O1 Co1 O4 93.1(2) . 2_566 ? O1 Co1 O4 93.1(2) 2_566 . ? O1 Co1 O4 86.9(2) . . ? O4 Co1 O4 180.000(2) 2_566 . ? O1 Co1 N1 78.75(18) 2_566 2_566 ? O1 Co1 N1 101.25(18) . 2_566 ? O4 Co1 N1 88.5(2) 2_566 2_566 ? O4 Co1 N1 91.5(2) . 2_566 ? O1 Co1 N1 101.25(18) 2_566 . ? O1 Co1 N1 78.75(18) . . ? O4 Co1 N1 91.5(2) 2_566 . ? O4 Co1 N1 88.5(2) . . ? N1 Co1 N1 180.0(3) 2_566 . ? O8 Co2 O8 180.0(4) 2_665 . ? O8 Co2 N2 89.3(2) 2_665 2_665 ? O8 Co2 N2 90.7(2) . 2_665 ? O8 Co2 N2 90.7(2) 2_665 . ? O8 Co2 N2 89.3(2) . . ? N2 Co2 N2 180.0(3) 2_665 . ? O8 Co2 O5 91.2(2) 2_665 2_665 ? O8 Co2 O5 88.8(2) . 2_665 ? N2 Co2 O5 78.65(18) 2_665 2_665 ? N2 Co2 O5 101.35(18) . 2_665 ? O8 Co2 O5 88.8(2) 2_665 . ? O8 Co2 O5 91.2(2) . . ? N2 Co2 O5 101.35(18) 2_665 . ? N2 Co2 O5 78.65(18) . . ? O5 Co2 O5 180.0(3) 2_665 . ? O11 Cl1 O12 112.2(6) . . ? O11 Cl1 O10 111.3(5) . . ? O12 Cl1 O10 110.3(5) . . ? O11 Cl1 O9 107.7(5) . . ? O12 Cl1 O9 106.9(4) . . ? O10 Cl1 O9 108.3(4) . . ? O16 Cl2 O13 125.0(10) . . ? O16 Cl2 O14 96.2(11) . . ? O13 Cl2 O14 98.8(8) . . ? O16 Cl2 O14' 77.6(14) . . ? O13 Cl2 O14' 138.3(14) . . ? O16 Cl2 O15 120.8(10) . . ? O13 Cl2 O15 105.3(6) . . ? O14 Cl2 O15 105.5(8) . . ? O14' Cl2 O15 85.0(13) . . ? O13 Cl2 O16' 93.9(10) . . ? O14 Cl2 O16' 120.5(11) . . ? O14' Cl2 O16' 112.5(14) . . ? O15 Cl2 O16' 126.4(10) . . ? O16 Cl2 O15' 83.9(14) . . ? O13 Cl2 O15' 104.7(11) . . ? O14 Cl2 O15' 151.1(12) . . ? O14' Cl2 O15' 112.9(17) . . ? O15 Cl2 O15' 52.3(11) . . ? O16' Cl2 O15' 74.6(13) . . ? C1 O1 Co1 114.1(4) . . ? C15 O2 C17 108.1(5) . . ? C16 O3 C17 107.7(5) . . ? Co1 O4 H4A 116(6) . . ? Co1 O4 H4B 93(6) . . ? H4A O4 H4B 114(9) . . ? C18 O5 Co2 113.4(4) . . ? C32 O6 C34 107.2(6) . . ? C33 O7 C34 107.1(6) . . ? C35 O8 Co2 131.5(6) . . ? C35 O8 H8 106(6) . . ? Co2 O8 H8 121(6) . . ? C11 N1 C10 117.0(5) . . ? C11 N1 Co1 130.8(4) . . ? C10 N1 Co1 112.0(4) . . ? C27 N2 C28 118.7(5) . . ? C27 N2 Co2 112.9(4) . . ? C28 N2 Co2 128.4(4) . . ? O1 C1 C2 122.6(6) . . ? O1 C1 C10 119.6(6) . . ? C2 C1 C10 117.8(6) . . ? C3 C2 C7 119.8(6) . . ? C3 C2 C1 118.3(6) . . ? C7 C2 C1 121.8(6) . . ? C4 C3 C2 121.1(7) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 118.1(7) . . ? C5 C4 H4C 120.9 . . ? C3 C4 H4C 120.9 . . ? C6 C5 C4 122.5(7) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C5 C6 C7 120.1(6) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C2 118.3(6) . . ? C6 C7 C8 123.3(6) . . ? C2 C7 C8 118.4(6) . . ? C16 C8 C9 114.1(6) . . ? C16 C8 C7 125.2(6) . . ? C9 C8 C7 120.6(5) . . ? C10 C9 C13 117.5(6) . . ? C10 C9 C8 119.9(5) . . ? C13 C9 C8 122.4(5) . . ? N1 C10 C9 123.9(5) . . ? N1 C10 C1 114.9(5) . . ? C9 C10 C1 121.1(5) . . ? N1 C11 C12 124.1(6) . . ? N1 C11 H11 117.9 . . ? C12 C11 H11 117.9 . . ? C11 C12 C13 119.8(6) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C9 117.6(6) . . ? C12 C13 C14 122.6(6) . . ? C9 C13 C14 119.8(6) . . ? C15 C14 C13 116.6(6) . . ? C15 C14 H14 121.7 . . ? C13 C14 H14 121.7 . . ? C14 C15 O2 128.1(6) . . ? C14 C15 C16 122.5(6) . . ? O2 C15 C16 109.4(6) . . ? C8 C16 O3 127.6(6) . . ? C8 C16 C15 124.5(6) . . ? O3 C16 C15 107.9(6) . . ? O2 C17 O3 106.8(5) . . ? O2 C17 H17A 110.4 . . ? O3 C17 H17A 110.4 . . ? O2 C17 H17B 110.4 . . ? O3 C17 H17B 110.4 . . ? H17A C17 H17B 108.6 . . ? O5 C18 C19 120.7(6) . . ? O5 C18 C27 120.1(6) . . ? C19 C18 C27 119.2(6) . . ? C20 C19 C24 120.4(6) . . ? C20 C19 C18 120.1(6) . . ? C24 C19 C18 119.5(6) . . ? C21 C20 C19 121.0(7) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 119.3(7) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C21 C22 C23 121.9(7) . . ? C21 C22 H22 119.0 . . ? C23 C22 H22 119.0 . . ? C22 C23 C24 118.8(7) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C19 118.4(6) . . ? C23 C24 C25 120.6(6) . . ? C19 C24 C25 121.0(5) . . ? C33 C25 C26 113.8(6) . . ? C33 C25 C24 127.8(6) . . ? C26 C25 C24 118.4(6) . . ? C27 C26 C30 117.4(5) . . ? C27 C26 C25 120.3(6) . . ? C30 C26 C25 122.3(6) . . ? N2 C27 C26 123.5(6) . . ? N2 C27 C18 114.9(5) . . ? C26 C27 C18 121.6(6) . . ? N2 C28 C29 121.5(6) . . ? N2 C28 H28 119.2 . . ? C29 C28 H28 119.2 . . ? C28 C29 C30 121.7(6) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C29 C30 C31 123.0(6) . . ? C29 C30 C26 117.2(6) . . ? C31 C30 C26 119.8(6) . . ? C32 C31 C30 117.5(6) . . ? C32 C31 H31 121.3 . . ? C30 C31 H31 121.3 . . ? O6 C32 C31 127.8(7) . . ? O6 C32 C33 110.7(6) . . ? C31 C32 C33 121.5(6) . . ? C25 C33 O7 127.0(7) . . ? C25 C33 C32 125.2(6) . . ? O7 C33 C32 107.7(6) . . ? O6 C34 O7 107.0(5) . . ? O6 C34 H34A 110.3 . . ? O7 C34 H34A 110.3 . . ? O6 C34 H34B 110.3 . . ? O7 C34 H34B 110.3 . . ? H34A C34 H34B 108.6 . . ? C36 C35 O8 103.3(12) . . ? C36 C35 H35A 111.1 . . ? O8 C35 H35A 111.1 . . ? C36 C35 H35B 111.1 . . ? O8 C35 H35B 111.1 . . ? H35A C35 H35B 109.1 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Co1 O1 C1 97.4(5) 2_566 . . . ? O4 Co1 O1 C1 -82.6(5) . . . . ? N1 Co1 O1 C1 -173.5(4) 2_566 . . . ? N1 Co1 O1 C1 6.5(4) . . . . ? O8 Co2 O5 C18 93.0(5) 2_665 . . . ? O8 Co2 O5 C18 -87.0(5) . . . . ? N2 Co2 O5 C18 -177.9(4) 2_665 . . . ? N2 Co2 O5 C18 2.1(4) . . . . ? N2 Co2 O8 C35 14.9(8) 2_665 . . . ? N2 Co2 O8 C35 -165.1(8) . . . . ? O5 Co2 O8 C35 93.6(8) 2_665 . . . ? O5 Co2 O8 C35 -86.4(8) . . . . ? O1 Co1 N1 C11 -1.3(6) 2_566 . . . ? O1 Co1 N1 C11 178.7(6) . . . . ? O4 Co1 N1 C11 85.9(6) 2_566 . . . ? O4 Co1 N1 C11 -94.1(6) . . . . ? O1 Co1 N1 C10 173.2(4) 2_566 . . . ? O1 Co1 N1 C10 -6.8(4) . . . . ? O4 Co1 N1 C10 -99.6(4) 2_566 . . . ? O4 Co1 N1 C10 80.4(4) . . . . ? O8 Co2 N2 C27 -90.4(4) 2_665 . . . ? O8 Co2 N2 C27 89.6(4) . . . . ? O5 Co2 N2 C27 178.2(4) 2_665 . . . ? O5 Co2 N2 C27 -1.8(4) . . . . ? O8 Co2 N2 C28 88.2(5) 2_665 . . . ? O8 Co2 N2 C28 -91.8(5) . . . . ? O5 Co2 N2 C28 -3.2(5) 2_665 . . . ? O5 Co2 N2 C28 176.8(5) . . . . ? Co1 O1 C1 C2 172.1(5) . . . . ? Co1 O1 C1 C10 -5.2(7) . . . . ? O1 C1 C2 C3 1.3(10) . . . . ? C10 C1 C2 C3 178.6(6) . . . . ? O1 C1 C2 C7 -174.0(6) . . . . ? C10 C1 C2 C7 3.3(9) . . . . ? C7 C2 C3 C4 0.7(12) . . . . ? C1 C2 C3 C4 -174.7(7) . . . . ? C2 C3 C4 C5 2.1(12) . . . . ? C3 C4 C5 C6 -4.2(13) . . . . ? C4 C5 C6 C7 3.4(12) . . . . ? C5 C6 C7 C2 -0.4(11) . . . . ? C5 C6 C7 C8 179.8(7) . . . . ? C3 C2 C7 C6 -1.5(10) . . . . ? C1 C2 C7 C6 173.7(6) . . . . ? C3 C2 C7 C8 178.2(6) . . . . ? C1 C2 C7 C8 -6.6(10) . . . . ? C6 C7 C8 C16 1.1(11) . . . . ? C2 C7 C8 C16 -178.6(6) . . . . ? C6 C7 C8 C9 -176.1(6) . . . . ? C2 C7 C8 C9 4.2(9) . . . . ? C16 C8 C9 C10 -175.9(6) . . . . ? C7 C8 C9 C10 1.6(9) . . . . ? C16 C8 C9 C13 -0.7(9) . . . . ? C7 C8 C9 C13 176.8(6) . . . . ? C11 N1 C10 C9 0.7(9) . . . . ? Co1 N1 C10 C9 -174.6(5) . . . . ? C11 N1 C10 C1 -178.4(5) . . . . ? Co1 N1 C10 C1 6.3(7) . . . . ? C13 C9 C10 N1 0.5(9) . . . . ? C8 C9 C10 N1 176.0(6) . . . . ? C13 C9 C10 C1 179.6(6) . . . . ? C8 C9 C10 C1 -5.0(9) . . . . ? O1 C1 C10 N1 -0.9(9) . . . . ? C2 C1 C10 N1 -178.3(5) . . . . ? O1 C1 C10 C9 -180.0(6) . . . . ? C2 C1 C10 C9 2.6(9) . . . . ? C10 N1 C11 C12 -0.4(10) . . . . ? Co1 N1 C11 C12 173.9(5) . . . . ? N1 C11 C12 C13 -1.2(11) . . . . ? C11 C12 C13 C9 2.3(10) . . . . ? C11 C12 C13 C14 -177.1(7) . . . . ? C10 C9 C13 C12 -2.0(9) . . . . ? C8 C9 C13 C12 -177.4(6) . . . . ? C10 C9 C13 C14 177.5(6) . . . . ? C8 C9 C13 C14 2.1(10) . . . . ? C12 C13 C14 C15 176.9(7) . . . . ? C9 C13 C14 C15 -2.5(10) . . . . ? C13 C14 C15 O2 -178.3(7) . . . . ? C13 C14 C15 C16 1.8(11) . . . . ? C17 O2 C15 C14 178.6(8) . . . . ? C17 O2 C15 C16 -1.5(8) . . . . ? C9 C8 C16 O3 -179.5(6) . . . . ? C7 C8 C16 O3 3.1(11) . . . . ? C9 C8 C16 C15 -0.2(10) . . . . ? C7 C8 C16 C15 -177.6(6) . . . . ? C17 O3 C16 C8 -177.7(7) . . . . ? C17 O3 C16 C15 2.9(8) . . . . ? C14 C15 C16 C8 -0.4(12) . . . . ? O2 C15 C16 C8 179.6(6) . . . . ? C14 C15 C16 O3 179.0(6) . . . . ? O2 C15 C16 O3 -0.9(8) . . . . ? C15 O2 C17 O3 3.2(8) . . . . ? C16 O3 C17 O2 -3.8(8) . . . . ? Co2 O5 C18 C19 -179.7(4) . . . . ? Co2 O5 C18 C27 -2.0(7) . . . . ? O5 C18 C19 C20 -1.4(10) . . . . ? C27 C18 C19 C20 -179.2(6) . . . . ? O5 C18 C19 C24 179.7(6) . . . . ? C27 C18 C19 C24 2.0(9) . . . . ? C24 C19 C20 C21 -2.9(10) . . . . ? C18 C19 C20 C21 178.3(6) . . . . ? C19 C20 C21 C22 3.2(11) . . . . ? C20 C21 C22 C23 -1.1(11) . . . . ? C21 C22 C23 C24 -1.2(10) . . . . ? C22 C23 C24 C19 1.6(9) . . . . ? C22 C23 C24 C25 -176.7(6) . . . . ? C20 C19 C24 C23 0.4(9) . . . . ? C18 C19 C24 C23 179.2(6) . . . . ? C20 C19 C24 C25 178.7(6) . . . . ? C18 C19 C24 C25 -2.5(9) . . . . ? C23 C24 C25 C33 1.6(10) . . . . ? C19 C24 C25 C33 -176.6(6) . . . . ? C23 C24 C25 C26 179.2(5) . . . . ? C19 C24 C25 C26 1.0(9) . . . . ? C33 C25 C26 C27 178.9(6) . . . . ? C24 C25 C26 C27 1.0(9) . . . . ? C33 C25 C26 C30 0.4(9) . . . . ? C24 C25 C26 C30 -177.5(5) . . . . ? C28 N2 C27 C26 0.8(9) . . . . ? Co2 N2 C27 C26 179.6(5) . . . . ? C28 N2 C27 C18 -177.4(5) . . . . ? Co2 N2 C27 C18 1.4(7) . . . . ? C30 C26 C27 N2 -0.9(9) . . . . ? C25 C26 C27 N2 -179.5(5) . . . . ? C30 C26 C27 C18 177.1(5) . . . . ? C25 C26 C27 C18 -1.5(9) . . . . ? O5 C18 C27 N2 0.4(9) . . . . ? C19 C18 C27 N2 178.2(5) . . . . ? O5 C18 C27 C26 -177.8(6) . . . . ? C19 C18 C27 C26 0.0(9) . . . . ? C27 N2 C28 C29 0.5(9) . . . . ? Co2 N2 C28 C29 -178.1(5) . . . . ? N2 C28 C29 C30 -1.6(10) . . . . ? C28 C29 C30 C31 -179.8(6) . . . . ? C28 C29 C30 C26 1.3(9) . . . . ? C27 C26 C30 C29 -0.2(8) . . . . ? C25 C26 C30 C29 178.4(6) . . . . ? C27 C26 C30 C31 -179.0(6) . . . . ? C25 C26 C30 C31 -0.4(9) . . . . ? C29 C30 C31 C32 -178.4(6) . . . . ? C26 C30 C31 C32 0.4(9) . . . . ? C34 O6 C32 C31 179.3(7) . . . . ? C34 O6 C32 C33 -3.8(8) . . . . ? C30 C31 C32 O6 176.2(6) . . . . ? C30 C31 C32 C33 -0.4(10) . . . . ? C26 C25 C33 O7 -177.6(6) . . . . ? C24 C25 C33 O7 0.1(11) . . . . ? C26 C25 C33 C32 -0.4(10) . . . . ? C24 C25 C33 C32 177.3(6) . . . . ? C34 O7 C33 C25 179.9(7) . . . . ? C34 O7 C33 C32 2.3(8) . . . . ? O6 C32 C33 C25 -176.7(6) . . . . ? C31 C32 C33 C25 0.4(11) . . . . ? O6 C32 C33 O7 1.0(8) . . . . ? C31 C32 C33 O7 178.1(6) . . . . ? C32 O6 C34 O7 5.1(8) . . . . ? C33 O7 C34 O6 -4.5(8) . . . . ? Co2 O8 C35 C36 84.3(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8 Cl1 0.83(8) 2.86(8) 3.658(6) 160(7) 2_666 O8 H8 O11 0.83(8) 2.10(8) 2.913(10) 166(8) 2_666 O4 H4A O9 0.82(6) 1.99(5) 2.705(8) 146(8) 1_455 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.194 _refine_diff_density_min -0.954 _refine_diff_density_rms 0.107