Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global #=============================================================================== _journal_coden_Cambridge 186 loop_ _publ_author_name 'Mohamadou, Aminou' 'Barbier, Jean-Pierre' 'Brandes, Stephane' 'Gerard, Christian' 'Jubert, Caroline' 'Tabard, Alain' _publ_requested_journal 'Journal of Chemical Society, Dalton Transactions ' _publ_contact_author_name 'Dr Aminou Mohamadou' _publ_contact_author_address ; Universite de Reims Champagne-Ardenne, GRECI, Faculte des Sciences BP 1039 – 51687 Reims cedex2 France ; _publ_contact_author_phone '(333) 26 91 33 34' _publ_contact_author_fax '(333) 26 91 32 43' _publ_contact_author_email aminou.mohamadou@univ-reims.fr _publ_section_title ; EQUILIBRIUM AND STRUCTURAL STUDIES OF COMPLEXES WITH AN HEXADENTATE LIGAND CONTAINING AMIDE, AMINE AND PYRIDYL NITROGEN DONORS. CRYSTAL STRUCTURES OF COPPER(II), NICKEL(II) AND COBALT(III) COMPLEXES. ; _publ_requested_category FM _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. OpenMoleN, Interactive Intelligent Structure solution (1997) Nonius B.V., Delft, The Netherlands. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. Walker, N. & Stuart, D. (1983). Acta Cryst., A39, 158-166. ; data_Complex4: #[CuLH-1(H2O)](ClO4). H2O _database_code_CSD 176982 #=============================================================================== #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C18 H27 Cl Cu N6 O8' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H27 Cl Cu N6 O8' _chemical_formula_weight 554.44 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 Cu ? 0.263 1.266 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' 1/2-x,-y,1/2+z -x,1/2+y,1/2-z 1/2+x,1/2-y,-z -x,-y,-z 1/2+x,+y,1/2-z +x,1/2-y,1/2+z 1/2-x,1/2+y,+z _cell_length_a 7.4288(1) _cell_length_b 20.6531(4) _cell_length_c 30.1017(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4618.4(1) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used 9946 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'violet' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.59 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 2296 _exptl_absorpt_coefficient_mu 1.119 _exptl_absorpt_correction_type refdelf_(Walker_&_Stuart,_1983) _exptl_absorpt_correction_T_min 0.852 _exptl_absorpt_correction_T_max 0.894 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 9946 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 60 sec per frame. Data collection was divided into 1 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 166 frames Friedel pairs were averaged. Internal R = 0.06 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9946 _diffrn_reflns_av_R_equivalents 0.060 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5844 _reflns_number_gt 2832 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2832 _refine_ls_number_parameters 307 _refine_ls_number_restraints 28 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.103 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_all 1.699 _refine_ls_wR_factor_ref 0.059 _refine_ls_goodness_of_fit_all 40.905 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_shift/su_max 0.016 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.850 _refine_diff_density_min -0.439 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CU 0.77634(6) 0.03892(2) 0.66655(1) 0.0164(2) Uani ? ? Cu N1 0.6781(4) -0.0444(1) 0.6913(1) 0.016(2) Uani ? ? N C1 0.6146(6) -0.0961(2) 0.6705(1) 0.023(2) Uani ? ? C C2 0.5491(6) -0.1494(2) 0.6930(1) 0.027(2) Uani ? ? C C3 0.5517(6) -0.1491(2) 0.7386(1) 0.027(2) Uani ? ? C C4 0.6179(5) -0.0953(2) 0.7604(1) 0.021(2) Uani ? ? C C5 0.6793(5) -0.0435(2) 0.7363(1) 0.014(2) Uani ? ? C C6 0.7527(5) 0.0176(2) 0.7577(1) 0.017(2) Uani ? ? C O1 0.7626(4) 0.0196(1) 0.79924(9) 0.022(1) Uani ? ? O N2 0.7955(4) 0.0609(2) 0.7279(1) 0.016(2) Uani ? ? N C7 0.8722(5) 0.1248(2) 0.7374(1) 0.020(2) Uani ? ? C C8 0.9804(5) 0.1448(2) 0.6970(1) 0.023(2) Uani ? ? C N3 0.8867(4) 0.1267(2) 0.6561(1) 0.023(2) Uani ? ? N C9 0.9954(5) 0.1216(2) 0.6152(1) 0.026(2) Uani ? ? C C10 0.8978(5) 0.0788(2) 0.5829(1) 0.022(2) Uani ? ? C N4 0.8541(4) 0.0156(2) 0.6046(1) 0.015(2) Uani ? ? N C11 1.0053(5) -0.0309(2) 0.6039(1) 0.021(2) Uani ? ? C C12 1.0234(5) -0.0676(2) 0.5608(1) 0.021(2) Uani ? ? C N5 0.8669(4) -0.1091(2) 0.5544(1) 0.021(2) Uani ? ? N C13 0.7446(5) -0.1016(2) 0.5221(1) 0.021(2) Uani ? ? C O2 0.7608(3) -0.0631(2) 0.49107(9) 0.027(1) Uani ? ? O C14 0.5819(5) -0.1440(2) 0.5269(1) 0.018(2) Uani ? ? C N6 0.5530(4) -0.1690(2) 0.5673(1) 0.024(2) Uani ? ? N C15 0.4045(6) -0.2055(2) 0.5726(1) 0.032(2) Uani ? ? C C16 0.2885(5) -0.2198(2) 0.5383(2) 0.032(2) Uani ? ? C C17 0.3234(6) -0.1958(2) 0.4971(1) 0.032(2) Uani ? ? C C18 0.4721(5) -0.1561(2) 0.4908(1) 0.026(2) Uani ? ? C CL 0.9932(1) -0.25044(5) 0.64712(4) 0.0265(5) Uani ? ? Cl O3 0.8878(5) -0.2626(2) 0.6857(1) 0.049(2) Uani ? ? O O4 1.1534(6) -0.2814(2) 0.6501(2) 0.151(3) Uani ? ? O O5 1.0163(5) -0.1853(2) 0.6376(1) 0.048(2) Uani ? ? O O6 0.9014(9) -0.2790(3) 0.6119(1) 0.121(4) Uani ? ? O O7 0.9849(3) 0.0735(1) 0.85562(9) 0.024(2) Uani ? ? O O8 0.5174(4) 0.0033(1) 0.4321(1) 0.033(2) Uani ? ? O H01 0.7897 0.1634 0.6489 0.0412 Uiso ? ? H H02 0.7463 -0.0009 0.5862 0.0219 Uiso ? ? H H03 0.8425 -0.1496 0.5749 0.0281 Uiso ? ? H H04 0.9563 0.1164 0.8632 0.0315 Uiso ? ? H H05 0.8827 0.0580 0.8326 0.0315 Uiso ? ? H H06 0.5722 -0.0203 0.4071 0.0434 Uiso ? ? H H07 0.5899 -0.0159 0.4594 0.0434 Uiso ? ? H H1 0.6140 -0.0965 0.6389 0.0302 Uiso calc C1 H H2 0.5031 -0.1856 0.6772 0.0360 Uiso calc C2 H H3 0.5087 -0.1853 0.7549 0.0369 Uiso calc C3 H H4 0.6208 -0.0941 0.7920 0.0275 Uiso calc C4 H H5 0.9481 0.1225 0.7627 0.0262 Uiso calc C7 H H6 0.7785 0.1552 0.7427 0.0262 Uiso calc C7 H H7 1.0942 0.1239 0.6978 0.0306 Uiso calc C8 H H8 0.9972 0.1904 0.6974 0.0306 Uiso calc C8 H H9 1.1095 0.1034 0.6220 0.0334 Uiso calc C9 H H10 1.0114 0.1634 0.6027 0.0334 Uiso calc C9 H H11 0.9720 0.0713 0.5577 0.0291 Uiso calc C10 H H12 0.7895 0.0993 0.5738 0.0291 Uiso calc C10 H H13 0.9878 -0.0613 0.6272 0.0273 Uiso calc C11 H H14 1.1138 -0.0077 0.6089 0.0273 Uiso calc C11 H H15 1.1290 -0.0935 0.5616 0.0282 Uiso calc C12 H H16 1.0316 -0.0378 0.5368 0.0282 Uiso calc C12 H H17 0.3785 -0.2221 0.6014 0.0422 Uiso calc C15 H H18 0.1854 -0.2460 0.5434 0.0425 Uiso calc C16 H H19 0.2468 -0.2062 0.4729 0.0415 Uiso calc C17 H H20 0.4974 -0.1377 0.4626 0.0344 Uiso calc C18 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CU 0.0175(2) 0.0177(2) 0.0143(2) -0.0043(2) 0.0025(2) 0.0014(2) Cu N1 0.016(2) 0.016(2) 0.017(2) 0.000(1) 0.002(1) -0.000(2) N C1 0.031(2) 0.021(2) 0.018(2) -0.005(2) -0.001(2) -0.002(2) C C2 0.030(2) 0.019(2) 0.034(2) -0.004(2) -0.002(2) -0.002(2) C C3 0.033(2) 0.016(2) 0.036(3) -0.003(2) 0.004(2) 0.012(2) C C4 0.022(2) 0.022(2) 0.020(2) 0.004(2) 0.004(2) 0.006(2) C C5 0.007(2) 0.017(2) 0.020(2) 0.002(2) 0.003(2) 0.001(2) C C6 0.011(2) 0.020(2) 0.022(2) 0.005(2) 0.000(2) -0.001(2) C O1 0.027(1) 0.031(2) 0.013(1) -0.004(1) -0.001(1) -0.001(1) O N2 0.017(2) 0.014(2) 0.017(2) -0.003(1) 0.002(2) -0.001(1) N C7 0.016(2) 0.017(2) 0.027(2) -0.001(2) -0.002(2) -0.004(2) C C8 0.021(2) 0.017(2) 0.033(2) -0.004(2) 0.001(2) -0.002(2) C N3 0.021(2) 0.020(2) 0.029(2) -0.002(2) 0.004(2) 0.006(2) N C9 0.023(2) 0.027(2) 0.028(2) -0.003(2) 0.009(2) 0.007(2) C C10 0.016(2) 0.030(2) 0.021(2) 0.002(2) 0.005(2) 0.007(2) C N4 0.014(1) 0.020(2) 0.013(2) 0.002(1) -0.002(2) 0.001(1) N C11 0.018(2) 0.024(2) 0.021(2) 0.005(2) -0.000(2) -0.002(2) C C12 0.015(2) 0.028(2) 0.022(2) 0.001(2) 0.001(2) -0.001(2) C N5 0.019(2) 0.020(2) 0.022(2) -0.002(1) -0.003(2) 0.000(2) N C13 0.023(2) 0.021(2) 0.019(2) 0.004(2) 0.003(2) -0.006(2) C O2 0.023(1) 0.041(2) 0.020(1) -0.005(1) -0.001(1) 0.010(1) O C14 0.022(2) 0.013(2) 0.022(2) 0.004(2) 0.004(2) -0.004(2) C N6 0.027(2) 0.024(2) 0.021(2) -0.005(2) 0.001(2) 0.000(2) N C15 0.041(2) 0.029(3) 0.028(2) -0.003(2) 0.010(2) 0.002(2) C C16 0.025(2) 0.031(2) 0.042(3) -0.012(2) -0.000(2) -0.005(2) C C17 0.033(2) 0.032(3) 0.031(2) -0.005(2) -0.009(2) -0.007(2) C C18 0.028(2) 0.026(2) 0.025(2) 0.000(2) -0.003(2) 0.002(2) C CL 0.0314(5) 0.0181(5) 0.0327(6) -0.0016(5) 0.0061(5) 0.0033(5) Cl O3 0.071(2) 0.051(2) 0.033(2) -0.024(2) 0.024(2) -0.004(2) O O4 0.067(2) 0.148(3) 0.346(5) 0.067(2) 0.100(3) 0.190(3) O O5 0.094(3) 0.017(2) 0.072(2) -0.003(2) 0.027(2) 0.011(2) O O6 0.266(5) 0.175(4) 0.038(2) -0.159(3) 0.031(3) -0.035(3) O O7 0.022(1) 0.023(2) 0.027(2) -0.001(1) -0.002(1) -0.005(1) O O8 0.027(2) 0.040(2) 0.035(2) 0.010(1) -0.005(2) -0.006(2) O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU N1 2.011(3) . . ? CU N2 1.907(3) . . ? CU N3 2.014(4) . . ? CU N4 2.010(3) . . ? CU O7 2.375(3) . 6_456 ? N1 C1 1.325(5) . . ? N1 C5 1.355(5) . . ? C1 C2 1.381(6) . . ? C2 C3 1.373(6) . . ? C3 C4 1.381(6) . . ? C4 C5 1.371(5) . . ? C5 C6 1.517(5) . . ? C6 O1 1.254(5) . . ? C6 N2 1.307(5) . . ? N2 C7 1.465(5) . . ? C7 C8 1.515(6) . . ? C8 N3 1.461(5) . . ? N3 C9 1.476(5) . . ? C9 C10 1.502(6) . . ? C10 N4 1.496(5) . . ? N4 C11 1.478(5) . . ? C11 C12 1.510(6) . . ? C12 N5 1.456(5) . . ? N5 C13 1.340(5) . . ? C13 O2 1.234(5) . . ? C13 C14 1.499(6) . . ? C14 N6 1.339(5) . . ? C14 C18 1.381(6) . . ? N6 C15 1.345(5) . . ? C15 C16 1.377(7) . . ? C16 C17 1.361(7) . . ? C17 C18 1.389(6) . . ? CL O3 1.423(3) . . ? CL O4 1.354(5) . . ? CL O5 1.385(3) . . ? CL O6 1.393(5) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 CU N2 82.7(1) . . . ? N1 CU N3 167.2(1) . . . ? N1 CU N4 104.0(1) . . . ? N1 CU O7 91.7(1) . . 6_456 ? N2 CU N3 84.6(1) . . . ? N2 CU N4 159.0(1) . . . ? N2 CU O7 105.6(1) . . 6_456 ? N3 CU N4 87.4(1) . . . ? N3 CU O7 93.3(1) . . 6_456 ? N4 CU O7 94.2(1) . . 6_456 ? C1 N1 C5 119.1(3) . . . ? N1 C1 C2 122.5(4) . . . ? C1 C2 C3 118.7(4) . . . ? C2 C3 C4 119.0(4) . . . ? C3 C4 C5 119.6(4) . . . ? N1 C5 C4 121.1(4) . . . ? N1 C5 C6 116.0(3) . . . ? C4 C5 C6 122.9(4) . . . ? C5 C6 O1 118.2(4) . . . ? C5 C6 N2 111.5(4) . . . ? O1 C6 N2 130.3(4) . . . ? C6 N2 C7 125.3(3) . . . ? N2 C7 C8 107.2(3) . . . ? C7 C8 N3 110.6(3) . . . ? C8 N3 C9 117.3(3) . . . ? N3 C9 C10 108.6(3) . . . ? C9 C10 N4 109.6(3) . . . ? C10 N4 C11 113.3(3) . . . ? N4 C11 C12 114.0(3) . . . ? C11 C12 N5 109.7(3) . . . ? C12 N5 C13 124.7(4) . . . ? N5 C13 O2 123.9(4) . . . ? N5 C13 C14 114.2(4) . . . ? O2 C13 C14 121.9(4) . . . ? C13 C14 N6 116.3(4) . . . ? C13 C14 C18 120.3(4) . . . ? N6 C14 C18 123.4(4) . . . ? C14 N6 C15 117.1(4) . . . ? N6 C15 C16 123.0(4) . . . ? C15 C16 C17 119.1(4) . . . ? C16 C17 C18 119.3(4) . . . ? C14 C18 C17 118.0(4) . . . ? O3 CL O4 110.2(3) . . . ? O3 CL O5 114.1(2) . . . ? O3 CL O6 106.1(3) . . . ? O4 CL O5 111.3(3) . . . ? O4 CL O6 106.3(5) . . . ? O5 CL O6 108.4(3) . . . ? #===END data_complex 5: #[NiLH-2].H2O _database_code_CSD 176983 _audit_creation_date 19-02-02 # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C18 H24 N6 Ni O3' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H24 N6 Ni O3' _chemical_formula_weight 431.14 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 Ni ? 0.285 1.113 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 10.1934(3) _cell_length_b 12.1481(3) _cell_length_c 15.4149(5) _cell_angle_alpha 90 _cell_angle_beta 101.582(5) _cell_angle_gamma 90 _cell_volume 1869.97(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6969 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.53 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.071 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 6969 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 60 sec per frame. Data collection was divided into 1 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 87 frames Friedel pairs were averaged. Internal R = 0.03 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6969 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4363 _reflns_number_gt 3114 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3114 _refine_ls_number_parameters 253 _refine_ls_number_restraints 16 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.044 _refine_ls_R_factor_gt 0.029 _refine_ls_wR_factor_all 0.057 _refine_ls_wR_factor_ref 0.037 _refine_ls_goodness_of_fit_all 1.548 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_shift/su_max 0.006 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 0.305 _refine_diff_density_min -0.453 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol NI 0.39292(2) 0.18627(2) 0.62378(1) 0.0153(1) Uani ? ? Ni N1 0.2675(2) 0.0888(1) 0.5250(1) 0.0204(7) Uani ? ? N C1 0.1605(2) 0.1182(1) 0.4644(1) 0.027(1) Uani ? ? C C2 0.0760(2) 0.0435(2) 0.4135(1) 0.030(1) Uani ? ? C C3 0.1015(2) -0.0676(2) 0.4283(1) 0.032(1) Uani ? ? C C4 0.2110(2) -0.0996(1) 0.4908(1) 0.029(1) Uani ? ? C C5 0.2941(2) -0.0203(1) 0.5370(1) 0.0204(9) Uani ? ? C C6 0.4179(2) -0.0492(1) 0.6051(1) 0.0196(8) Uani ? ? C O1 0.4515(1) -0.1491(1) 0.61472(8) 0.0246(6) Uani ? ? O N2 0.4743(2) 0.0366(1) 0.6478(1) 0.0197(7) Uani ? ? N C7 0.5933(2) 0.0245(1) 0.7166(1) 0.0222(9) Uani ? ? C C8 0.5992(2) 0.1235(1) 0.7781(1) 0.0225(9) Uani ? ? C N3 0.5619(1) 0.2256(1) 0.72624(9) 0.0184(7) Uani ? ? N C9 0.6695(2) 0.2645(1) 0.6823(1) 0.0232(9) Uani ? ? C C10 0.6111(2) 0.3340(1) 0.6026(1) 0.0240(9) Uani ? ? C N4 0.5074(2) 0.2711(1) 0.54264(9) 0.0199(7) Uani ? ? N C11 0.4121(2) 0.3429(1) 0.4829(1) 0.0217(9) Uani ? ? C C12 0.3193(2) 0.4021(1) 0.5331(1) 0.0215(9) Uani ? ? C N5 0.2866(2) 0.3260(1) 0.5988(1) 0.0177(7) Uani ? ? N C13 0.1856(2) 0.3472(1) 0.6361(1) 0.0172(8) Uani ? ? C O2 0.1074(1) 0.42893(9) 0.62448(8) 0.0270(7) Uani ? ? O C14 0.1624(2) 0.2576(1) 0.6988(1) 0.0182(9) Uani ? ? C C15 0.0579(2) 0.2614(2) 0.7430(1) 0.026(1) Uani ? ? C C16 0.0359(2) 0.1735(2) 0.7956(1) 0.031(1) Uani ? ? C C17 0.1192(2) 0.0839(2) 0.8018(1) 0.028(1) Uani ? ? C C18 0.2233(2) 0.0854(1) 0.7568(1) 0.0242(9) Uani ? ? C N6 0.2464(2) 0.1700(1) 0.70590(9) 0.0183(7) Uani ? ? N O3 -0.1068(2) 0.3734(1) 0.4782(1) 0.0386(8) Uani ? ? O H01 0.5450 0.2700 0.7645 0.0329 Uiso ? ? H H02 0.5446 0.2316 0.5069 0.0256 Uiso ? ? H H03 -0.0532 0.3860 0.5217 0.0585 Uiso ? ? H H04 -0.1205 0.4291 0.4437 0.0717 Uiso ? ? H H1 0.1415 0.1944 0.4557 0.0367 Uiso calc C1 H H2 0.0025 0.0677 0.3696 0.0419 Uiso calc C2 H H3 0.0440 -0.1211 0.3957 0.0424 Uiso calc C3 H H4 0.2293 -0.1755 0.5021 0.0365 Uiso calc C4 H H5 0.6707 0.0228 0.6911 0.0298 Uiso calc C7 H H6 0.5882 -0.0416 0.7487 0.0298 Uiso calc C7 H H7 0.6876 0.1308 0.8119 0.0299 Uiso calc C8 H H8 0.5387 0.1124 0.8169 0.0299 Uiso calc C8 H H9 0.7143 0.2028 0.6639 0.0302 Uiso calc C9 H H10 0.7315 0.3073 0.7229 0.0302 Uiso calc C9 H H11 0.6801 0.3538 0.5722 0.0309 Uiso calc C10 H H12 0.5726 0.3987 0.6214 0.0309 Uiso calc C10 H H13 0.3601 0.2990 0.4376 0.0288 Uiso calc C11 H H14 0.4610 0.3958 0.4569 0.0288 Uiso calc C11 H H15 0.2398 0.4238 0.4934 0.0283 Uiso calc C12 H H16 0.3628 0.4653 0.5618 0.0283 Uiso calc C12 H H17 0.0011 0.3241 0.7375 0.0344 Uiso calc C15 H H18 -0.0356 0.1753 0.8268 0.0408 Uiso calc C16 H H19 0.1055 0.0220 0.8366 0.0375 Uiso calc C17 H H20 0.2813 0.0235 0.7620 0.0322 Uiso calc C18 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol NI 0.0182(1) 0.0123(1) 0.0160(1) 0.00021(9) 0.0025(1) 0.00047(9) Ni N1 0.0258(8) 0.0181(6) 0.0182(7) -0.0023(7) 0.0019(7) 0.0010(6) N C1 0.029(1) 0.031(1) 0.022(1) -0.0003(9) -0.0009(9) 0.0053(9) C C2 0.029(1) 0.043(1) 0.021(1) -0.008(1) -0.0038(9) 0.000(1) C C3 0.032(1) 0.039(1) 0.027(1) -0.013(1) 0.0058(9) -0.0142(9) C C4 0.033(1) 0.0238(8) 0.031(1) -0.0050(9) 0.0136(9) -0.0073(8) C C5 0.027(1) 0.0186(8) 0.0169(8) -0.0041(8) 0.0098(7) -0.0049(7) C C6 0.030(1) 0.0148(7) 0.0170(8) -0.0001(8) 0.0116(7) 0.0002(7) C O1 0.0432(8) 0.0142(5) 0.0244(7) 0.0038(6) 0.0109(6) 0.0010(6) O N2 0.0240(8) 0.0175(6) 0.0183(7) 0.0019(7) 0.0005(7) 0.0002(6) N C7 0.025(1) 0.0178(8) 0.0250(9) 0.0032(8) 0.0019(9) 0.0031(8) C C8 0.023(1) 0.0253(9) 0.0192(9) 0.0011(9) 0.0012(8) 0.0028(8) C N3 0.0199(8) 0.0178(6) 0.0175(7) 0.0002(7) 0.0056(6) -0.0039(6) N C9 0.019(1) 0.0230(8) 0.028(1) -0.0026(8) 0.0065(8) -0.0032(8) C C10 0.025(1) 0.0200(8) 0.027(1) -0.0034(8) 0.0084(8) -0.0013(8) C N4 0.0246(8) 0.0170(6) 0.0188(7) 0.0015(7) 0.0094(6) -0.0017(6) N C11 0.031(1) 0.0194(7) 0.0172(9) -0.0003(9) 0.0066(8) 0.0032(8) C C12 0.028(1) 0.0167(7) 0.0210(9) 0.0029(8) 0.0061(8) 0.0054(8) C N5 0.0212(8) 0.0151(7) 0.0174(7) 0.0002(6) 0.0046(6) 0.0031(6) N C13 0.0181(9) 0.0176(7) 0.0159(9) 0.0003(8) 0.0018(7) -0.0020(7) C O2 0.0271(7) 0.0253(6) 0.0287(7) 0.0114(6) 0.0079(6) 0.0037(6) O C14 0.0172(9) 0.0242(9) 0.0146(9) -0.0042(8) 0.0008(7) -0.0047(7) C C15 0.023(1) 0.034(1) 0.023(1) -0.0029(9) 0.0070(8) -0.0042(9) C C16 0.027(1) 0.046(1) 0.023(1) -0.0106(9) 0.0092(8) -0.0036(9) C C17 0.031(1) 0.0345(9) 0.020(1) -0.0146(9) 0.0031(8) 0.0046(8) C C18 0.027(1) 0.0233(8) 0.023(1) -0.0047(9) 0.0012(9) 0.0023(8) C N6 0.0194(8) 0.0188(7) 0.0169(8) -0.0036(6) 0.0016(6) 0.0012(6) N O3 0.0445(9) 0.0287(7) 0.0453(9) -0.0014(7) -0.0009(8) 0.0032(7) O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag NI N1 2.139(2) . . ? NI N2 2.001(1) . . ? NI N3 2.144(2) . . ? NI N4 2.138(2) . . ? NI N5 2.009(1) . . ? NI N6 2.152(2) . . ? N1 C1 1.335(2) . . ? N1 C5 1.357(2) . . ? C1 C2 1.381(3) . . ? C2 C3 1.384(3) . . ? C3 C4 1.376(3) . . ? C4 C5 1.383(3) . . ? C5 C6 1.512(3) . . ? C6 O1 1.262(2) . . ? C6 N2 1.303(2) . . ? N2 C7 1.450(2) . . ? C7 C8 1.525(3) . . ? C8 N3 1.484(2) . . ? N3 C9 1.477(2) . . ? C9 C10 1.512(3) . . ? C10 N4 1.470(3) . . ? N4 C11 1.481(2) . . ? C11 C12 1.519(3) . . ? C12 N5 1.457(2) . . ? N5 C13 1.303(2) . . ? C13 O2 1.264(2) . . ? C13 C14 1.506(3) . . ? C14 C15 1.375(3) . . ? C14 N6 1.356(2) . . ? C15 C16 1.386(3) . . ? C16 C17 1.372(3) . . ? C17 C18 1.380(3) . . ? C18 N6 1.342(2) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 NI N2 78.15(6) . . . ? N1 NI N3 157.64(6) . . . ? N1 NI N4 99.71(6) . . . ? N1 NI N5 96.27(6) . . . ? N1 NI N6 88.97(6) . . . ? N2 NI N3 79.91(6) . . . ? N2 NI N4 106.94(6) . . . ? N2 NI N5 172.02(7) . . . ? N2 NI N6 96.82(6) . . . ? N3 NI N4 82.62(6) . . . ? N3 NI N5 105.99(6) . . . ? N3 NI N6 97.87(6) . . . ? N4 NI N5 79.46(6) . . . ? N4 NI N6 155.89(6) . . . ? N5 NI N6 77.24(6) . . . ? NI N1 C1 129.6(1) . . . ? NI N1 C5 111.6(1) . . . ? C1 N1 C5 118.0(2) . . . ? N1 C1 C2 123.4(2) . . . ? C1 C2 C3 118.1(2) . . . ? C2 C3 C4 119.4(2) . . . ? C3 C4 C5 119.4(2) . . . ? N1 C5 C4 121.7(2) . . . ? N1 C5 C6 116.0(2) . . . ? C4 C5 C6 122.4(2) . . . ? C5 C6 O1 118.3(2) . . . ? C5 C6 N2 112.7(2) . . . ? O1 C6 N2 128.9(2) . . . ? NI N2 C6 120.6(1) . . . ? NI N2 C7 118.8(1) . . . ? C6 N2 C7 120.5(2) . . . ? N2 C7 C8 107.3(1) . . . ? C7 C8 N3 110.5(2) . . . ? NI N3 C8 107.0(1) . . . ? NI N3 C9 107.1(1) . . . ? C8 N3 C9 112.4(1) . . . ? N3 C9 C10 110.1(2) . . . ? C9 C10 N4 109.7(2) . . . ? NI N4 C10 106.9(1) . . . ? NI N4 C11 106.3(1) . . . ? C10 N4 C11 112.6(1) . . . ? N4 C11 C12 111.0(2) . . . ? C11 C12 N5 107.8(1) . . . ? NI N5 C12 118.6(1) . . . ? NI N5 C13 121.7(1) . . . ? C12 N5 C13 119.5(2) . . . ? N5 C13 O2 128.7(2) . . . ? N5 C13 C14 112.4(2) . . . ? O2 C13 C14 118.9(2) . . . ? C13 C14 C15 122.1(2) . . . ? C13 C14 N6 116.1(2) . . . ? C15 C14 N6 121.7(2) . . . ? C14 C15 C16 119.7(2) . . . ? C15 C16 C17 118.8(2) . . . ? C16 C17 C18 118.8(2) . . . ? C17 C18 N6 123.1(2) . . . ? NI N6 C14 112.5(1) . . . ? NI N6 C18 129.6(1) . . . ? C14 N6 C18 117.8(2) . . . ? #===END data_complex_6: #[CoLH-2]2(ClO4)Cl.2.5 H2O _database_code_CSD 176984 _audit_creation_date 19-02-02 #=============================================================================== #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C36 H54 Cl2 Co2 N12 O15' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H54 Cl2 Co2 N12 O15' _chemical_formula_weight 1083.68 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 Co ? 0.299 0.973 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 11.6623(3) _cell_length_b 13.0775(3) _cell_length_c 16.7715(5) _cell_angle_alpha 75.898(5) _cell_angle_beta 71.629(5) _cell_angle_gamma 71.844(5) _cell_volume 2276.5(1) _cell_formula_units_Z 2 _cell_measurement_temperature 294 _cell_measurement_reflns_used 10272 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.58 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 1124 _exptl_absorpt_coefficient_mu 0.927 _exptl_absorpt_correction_type refdelf_(Walker_&_Stuart,_1983) _exptl_absorpt_correction_T_min 0.892 _exptl_absorpt_correction_T_max 0.946 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 10272 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 60 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 5.90 Omega = 0.00 Kappa = 0.00 91 frames Set 2 Theta = -3.90 Kappa = -172.00 Phi = 0.00 22 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10272 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.48 _reflns_number_total 10272 _reflns_number_gt 5852 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 5852 _refine_ls_number_parameters 576 _refine_ls_number_restraints 6 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.129 _refine_ls_R_factor_gt 0.067 _refine_ls_wR_factor_all 0.492 _refine_ls_wR_factor_ref 0.077 _refine_ls_goodness_of_fit_all 8.421 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_shift/su_max 0.024 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 1.005 _refine_diff_density_min -0.186 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CO1 0.68517(7) 0.45071(6) 0.23374(5) 0.0174(3) 1.000 Uani ? ? Co N1 0.7135(4) 0.4650(4) 0.3378(3) 0.020(2) 1.000 Uani ? ? N C1 0.6658(6) 0.5498(5) 0.3800(4) 0.025(3) 1.000 Uani ? ? C C2 0.7000(6) 0.5512(5) 0.4507(4) 0.033(3) 1.000 Uani ? ? C C3 0.7861(6) 0.4629(5) 0.4802(4) 0.034(3) 1.000 Uani ? ? C C4 0.8354(5) 0.3745(5) 0.4374(4) 0.027(3) 1.000 Uani ? ? C C5 0.7981(5) 0.3779(4) 0.3667(3) 0.018(2) 1.000 Uani ? ? C C6 0.8476(5) 0.2884(4) 0.3149(4) 0.022(3) 1.000 Uani ? ? C O1 0.9217(4) 0.2009(3) 0.3367(3) 0.036(2) 1.000 Uani ? ? O N2 0.8036(4) 0.3165(3) 0.2472(3) 0.021(2) 1.000 Uani ? ? N C7 0.8357(6) 0.2448(5) 0.1846(4) 0.034(3) 1.000 Uani ? ? C C8 0.7979(7) 0.3175(5) 0.1070(4) 0.037(3) 1.000 Uani ? ? C N3 0.6821(4) 0.4052(4) 0.1317(3) 0.027(2) 1.000 Uani ? ? N C9 0.5630(6) 0.3745(6) 0.1488(4) 0.046(3) 1.000 Uani ? ? C C10 0.5239(6) 0.3258(5) 0.2417(4) 0.043(3) 1.000 Uani ? ? C N4 0.5417(4) 0.3907(4) 0.2954(3) 0.027(2) 1.000 Uani ? ? N C11 0.4321(6) 0.4833(5) 0.3221(4) 0.033(3) 1.000 Uani ? ? C C12 0.4335(6) 0.5854(6) 0.2551(4) 0.029(3) 1.000 Uani ? ? C N5 0.5655(4) 0.5845(4) 0.2195(3) 0.020(2) 1.000 Uani ? ? N C13 0.6028(5) 0.6702(4) 0.1739(3) 0.022(3) 1.000 Uani ? ? C O2 0.5366(4) 0.7638(3) 0.1519(3) 0.030(2) 1.000 Uani ? ? O C14 0.7425(5) 0.6459(4) 0.1464(3) 0.020(2) 1.000 Uani ? ? C C15 0.8081(6) 0.7221(5) 0.1058(4) 0.027(3) 1.000 Uani ? ? C C16 0.9367(6) 0.6898(5) 0.0828(4) 0.039(3) 1.000 Uani ? ? C C17 0.9950(6) 0.5815(5) 0.1027(5) 0.034(3) 1.000 Uani ? ? C C18 0.9246(5) 0.5079(5) 0.1450(4) 0.025(3) 1.000 Uani ? ? C N6 0.7998(4) 0.5392(4) 0.1681(3) 0.020(2) 1.000 Uani ? ? N CO2 0.27715(7) 0.01910(6) 0.25947(5) 0.0179(3) 1.000 Uani ? ? Co N7 0.4568(4) -0.0015(4) 0.2375(3) 0.023(2) 1.000 Uani ? ? N C19 0.5292(6) 0.0581(5) 0.1800(4) 0.036(3) 1.000 Uani ? ? C C20 0.6564(6) 0.0322(6) 0.1702(5) 0.046(4) 1.000 Uani ? ? C C21 0.7102(6) -0.0561(6) 0.2214(5) 0.049(4) 1.000 Uani ? ? C C22 0.6362(6) -0.1181(6) 0.2816(4) 0.047(3) 1.000 Uani ? ? C C23 0.5094(6) -0.0893(5) 0.2887(4) 0.031(3) 1.000 Uani ? ? C C24 0.4201(6) -0.1513(5) 0.3488(4) 0.030(3) 1.000 Uani ? ? C O3 0.4568(5) -0.2390(4) 0.3945(3) 0.043(3) 1.000 Uani ? ? O N8 0.3054(5) -0.1009(4) 0.3451(3) 0.024(2) 1.000 Uani ? ? N C25 0.1998(7) -0.1444(5) 0.3962(4) 0.037(3) 1.000 Uani ? ? C C26 0.0837(6) -0.0551(5) 0.3857(4) 0.034(3) 1.000 Uani ? ? C N9 0.1041(4) 0.0089(4) 0.2970(3) 0.025(2) 1.000 Uani ? ? N C27 0.0798(6) -0.0381(5) 0.2338(5) 0.036(3) 1.000 Uani ? ? C C28 0.1964(6) -0.1171(5) 0.1943(4) 0.035(3) 1.000 Uani ? ? C N10 0.3066(4) -0.0709(4) 0.1745(3) 0.022(2) 1.000 Uani ? ? N C29 0.3336(6) -0.0028(6) 0.0881(4) 0.035(3) 1.000 Uani ? ? C C30 0.2578(6) 0.1155(6) 0.0898(4) 0.036(3) 1.000 Uani ? ? C N11 0.2471(5) 0.1382(4) 0.1734(3) 0.025(2) 1.000 Uani ? ? N C31 0.2043(5) 0.2368(5) 0.1924(4) 0.026(3) 1.000 Uani ? ? C O4 0.1700(5) 0.3242(4) 0.1450(3) 0.039(3) 1.000 Uani ? ? O C32 0.1995(5) 0.2355(4) 0.2830(4) 0.025(3) 1.000 Uani ? ? C C33 0.1610(6) 0.3270(5) 0.3207(5) 0.035(3) 1.000 Uani ? ? C C34 0.1601(7) 0.3151(6) 0.4042(5) 0.057(4) 1.000 Uani ? ? C C35 0.1996(7) 0.2134(6) 0.4482(5) 0.059(4) 1.000 Uani ? ? C C36 0.2379(7) 0.1241(6) 0.4065(4) 0.043(4) 1.000 Uani ? ? C N12 0.2372(5) 0.1340(4) 0.3262(3) 0.027(2) 1.000 Uani ? ? N CL1 0.0000 0.0000 0.0000 0.041(1) 0.500 Uani ? ? Cl O5 0.038(1) -0.065(1) -0.0624(9) 0.096(5) 0.500 Uiso ? ? O O6 0.032(1) 0.061(1) -0.0845(9) 0.089(4) 0.500 Uiso ? ? O O7 0.099(1) 0.047(1) -0.0046(8) 0.080(4) 0.500 Uiso ? ? O O8 0.107(1) -0.095(1) 0.011(1) 0.096(5) 0.500 Uiso ? ? O CL2 1.0203(2) 0.6510(1) 0.3159(1) 0.0475(9) 1.000 Uani ? ? Cl O9 1.038(2) 0.700(2) 0.377(1) 0.146(7) 0.500 Uiso ? ? O O10 1.151(1) 0.605(1) 0.2815(9) 0.096(5) 0.500 Uiso ? ? O O11 0.976(2) 0.563(2) 0.335(1) 0.151(8) 0.500 Uiso ? ? O O12 1.015(2) 0.589(1) 0.404(1) 0.121(6) 0.500 Uiso ? ? O O13 0.933(2) 0.749(1) 0.327(1) 0.111(5) 0.500 Uiso ? ? O O14 1.123(2) 0.646(2) 0.242(1) 0.135(7) 0.500 Uiso ? ? O O15 0.951(1) 0.5862(9) 0.2967(7) 0.066(3) 0.500 Uiso ? ? O O16 0.983(2) 0.742(2) 0.254(1) 0.142(7) 0.500 Uiso ? ? O CL3 0.5000 0.0000 0.5000 0.099(2) 0.500 Uani ? ? Cl O17 0.2813(6) 0.6214(5) 0.0897(4) 0.079(2) 1.000 Uiso ? ? O O18 0.4454(7) 0.7631(6) 0.5582(5) 0.092(2) 1.000 Uiso ? ? O O19 0.2222(9) 0.9778(8) 0.6199(6) 0.142(4) 1.000 Uiso ? ? O O20 0.3255(5) 0.4296(4) 0.0236(3) 0.047(1) 1.000 Uiso ? ? O O21 0.4599(5) 0.7398(4) 0.0162(3) 0.057(1) 1.000 Uiso ? ? O H1 0.6062 0.6111 0.3603 0.0348 1.000 Uiso calc C1 H H2 0.6646 0.6127 0.4792 0.0422 1.000 Uiso calc C2 H H3 0.8110 0.4627 0.5289 0.0435 1.000 Uiso calc C3 H H4 0.8943 0.3122 0.4567 0.0371 1.000 Uiso calc C4 H H5 0.7910 0.1900 0.2061 0.0477 1.000 Uiso calc C7 H H6 0.9229 0.2114 0.1709 0.0477 1.000 Uiso calc C7 H H7 0.7832 0.2745 0.0748 0.0495 1.000 Uiso calc C8 H H8 0.8637 0.3500 0.0733 0.0495 1.000 Uiso calc C8 H H9 0.5746 0.3224 0.1142 0.0557 1.000 Uiso calc C9 H H10 0.4998 0.4375 0.1359 0.0557 1.000 Uiso calc C9 H H11 0.5733 0.2530 0.2507 0.0533 1.000 Uiso calc C10 H H12 0.4383 0.3257 0.2565 0.0533 1.000 Uiso calc C10 H H13 0.4345 0.4988 0.3739 0.0474 1.000 Uiso calc C11 H H14 0.3574 0.4626 0.3305 0.0474 1.000 Uiso calc C11 H H15 0.3886 0.6488 0.2804 0.0454 1.000 Uiso calc C12 H H16 0.3979 0.5831 0.2121 0.0454 1.000 Uiso calc C12 H H17 0.7656 0.7966 0.0936 0.0362 1.000 Uiso calc C15 H H18 0.9843 0.7414 0.0538 0.0511 1.000 Uiso calc C16 H H19 1.0837 0.5576 0.0872 0.0501 1.000 Uiso calc C17 H H20 0.9657 0.4332 0.1581 0.0383 1.000 Uiso calc C18 H H21 0.4921 0.1200 0.1447 0.0476 1.000 Uiso calc C19 H H22 0.7061 0.0753 0.1283 0.0598 1.000 Uiso calc C20 H H23 0.7977 -0.0747 0.2155 0.0701 1.000 Uiso calc C21 H H24 0.6721 -0.1798 0.3177 0.0607 1.000 Uiso calc C22 H H25 0.2014 -0.1626 0.4543 0.0542 1.000 Uiso calc C25 H H26 0.2017 -0.2074 0.3766 0.0542 1.000 Uiso calc C25 H H27 0.0637 -0.0073 0.4254 0.0504 1.000 Uiso calc C26 H H28 0.0164 -0.0870 0.3963 0.0504 1.000 Uiso calc C26 H H29 0.0539 0.0187 0.1907 0.0487 1.000 Uiso calc C27 H H30 0.0157 -0.0750 0.2614 0.0487 1.000 Uiso calc C27 H H31 0.1886 -0.1302 0.1432 0.0448 1.000 Uiso calc C28 H H32 0.2083 -0.1837 0.2329 0.0448 1.000 Uiso calc C28 H H33 0.3130 -0.0318 0.0493 0.0477 1.000 Uiso calc C29 H H34 0.4200 -0.0050 0.0700 0.0477 1.000 Uiso calc C29 H H35 0.1773 0.1245 0.0827 0.0494 1.000 Uiso calc C30 H H36 0.2997 0.1627 0.0459 0.0494 1.000 Uiso calc C30 H H37 0.1354 0.3972 0.2894 0.0554 1.000 Uiso calc C33 H H38 0.1322 0.3772 0.4317 0.0726 1.000 Uiso calc C34 H H39 0.2008 0.2042 0.5059 0.0727 1.000 Uiso calc C35 H H40 0.2655 0.0535 0.4367 0.0561 1.000 Uiso calc C36 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CO1 0.0152(3) 0.0187(3) 0.0186(3) -0.0025(3) -0.0037(3) -0.0009(3) Co N1 0.018(2) 0.025(2) 0.018(2) -0.002(2) -0.003(2) -0.003(2) N C1 0.026(3) 0.024(3) 0.026(3) 0.001(2) -0.006(2) -0.005(2) C C2 0.034(3) 0.034(3) 0.030(3) -0.008(2) -0.007(2) -0.009(2) C C3 0.036(3) 0.045(3) 0.025(3) -0.014(2) -0.011(2) -0.005(2) C C4 0.024(3) 0.033(3) 0.024(3) -0.008(2) -0.008(2) 0.005(2) C C5 0.014(2) 0.019(2) 0.024(3) -0.002(2) -0.005(2) 0.000(2) C C6 0.023(3) 0.017(2) 0.027(3) -0.004(2) -0.003(2) 0.001(2) C O1 0.038(2) 0.027(2) 0.046(2) 0.012(2) -0.018(2) -0.007(2) O N2 0.027(2) 0.017(2) 0.021(2) -0.001(2) -0.005(2) -0.003(2) N C7 0.045(4) 0.024(3) 0.038(3) 0.002(3) -0.013(3) -0.010(2) C C8 0.046(4) 0.035(3) 0.031(3) -0.007(3) -0.005(3) -0.013(3) C N3 0.029(2) 0.034(2) 0.021(2) -0.010(2) -0.005(2) -0.010(2) N C9 0.047(3) 0.055(3) 0.038(3) -0.021(3) -0.016(3) -0.011(3) C C10 0.040(3) 0.049(3) 0.040(4) -0.026(2) -0.005(3) -0.005(3) C N4 0.021(2) 0.032(2) 0.029(2) -0.011(2) -0.002(2) -0.005(2) N C11 0.022(3) 0.047(3) 0.035(3) -0.012(2) 0.000(3) -0.004(3) C C12 0.013(3) 0.047(3) 0.038(3) -0.000(3) -0.006(2) -0.005(3) C N5 0.015(2) 0.024(2) 0.024(2) -0.001(2) -0.006(2) 0.000(2) N C13 0.021(3) 0.026(3) 0.020(2) 0.001(2) -0.010(2) -0.007(2) C O2 0.029(2) 0.022(2) 0.043(2) 0.005(2) -0.017(2) -0.004(2) O C14 0.022(3) 0.021(2) 0.018(2) -0.003(2) -0.006(2) -0.005(2) C C15 0.033(3) 0.025(3) 0.024(3) -0.006(2) -0.007(2) -0.004(2) C C16 0.032(3) 0.043(3) 0.043(4) -0.022(2) -0.001(3) -0.004(3) C C17 0.020(3) 0.043(3) 0.047(4) -0.010(2) 0.001(3) -0.009(3) C C18 0.015(3) 0.028(3) 0.038(3) -0.003(2) -0.005(2) 0.001(3) C N6 0.015(2) 0.021(2) 0.025(2) -0.002(2) -0.004(2) -0.003(2) N CO2 0.0175(3) 0.0156(3) 0.0209(3) -0.0012(3) -0.0048(3) 0.0002(3) Co N7 0.020(2) 0.027(2) 0.022(2) -0.004(2) -0.005(2) -0.006(2) N C19 0.028(3) 0.035(3) 0.048(4) -0.009(2) -0.007(3) -0.011(3) C C20 0.030(3) 0.054(3) 0.060(4) -0.015(3) -0.005(3) -0.023(3) C C21 0.020(3) 0.070(4) 0.081(5) -0.007(3) -0.011(3) -0.039(3) C C22 0.033(3) 0.054(4) 0.060(4) 0.011(3) -0.028(3) -0.029(3) C C23 0.026(3) 0.033(3) 0.035(3) 0.001(2) -0.016(2) -0.012(2) C C24 0.038(3) 0.025(3) 0.028(3) 0.008(3) -0.016(2) -0.007(2) C O3 0.059(3) 0.032(2) 0.042(2) 0.012(2) -0.024(2) 0.001(2) O N8 0.027(2) 0.021(2) 0.024(2) 0.000(2) -0.007(2) 0.005(2) N C25 0.044(4) 0.032(3) 0.036(4) -0.010(3) -0.002(3) 0.008(3) C C26 0.026(3) 0.039(3) 0.039(4) -0.010(3) 0.005(3) -0.001(3) C N9 0.019(2) 0.031(2) 0.026(2) -0.010(2) -0.003(2) -0.001(2) N C27 0.023(3) 0.033(3) 0.060(4) -0.005(2) -0.013(3) -0.014(3) C C28 0.033(3) 0.027(3) 0.047(3) -0.002(2) -0.015(3) -0.012(2) C N10 0.023(2) 0.021(2) 0.024(2) -0.001(2) -0.006(2) -0.005(2) N C29 0.035(3) 0.048(3) 0.025(3) -0.008(3) -0.006(3) -0.007(3) C C30 0.037(3) 0.042(3) 0.029(3) -0.005(3) -0.015(3) 0.007(3) C N11 0.030(3) 0.021(2) 0.024(2) -0.001(2) -0.009(2) 0.004(2) N C31 0.018(3) 0.019(3) 0.053(4) -0.007(2) -0.001(3) 0.007(3) C O4 0.042(3) 0.024(2) 0.059(3) 0.002(2) -0.008(2) 0.013(2) O C32 0.016(3) 0.019(2) 0.047(3) -0.006(2) -0.001(2) -0.006(2) C C33 0.024(3) 0.024(3) 0.074(5) -0.008(2) 0.000(3) -0.014(3) C C34 0.042(4) 0.051(3) 0.084(5) -0.016(3) -0.002(3) -0.041(3) C C35 0.052(4) 0.067(4) 0.058(4) -0.011(3) -0.012(3) -0.034(3) C C36 0.047(4) 0.042(3) 0.040(3) -0.003(3) -0.014(3) -0.013(3) C N12 0.024(2) 0.026(2) 0.033(3) -0.004(2) -0.003(2) -0.009(2) N CL1 0.039(1) 0.044(1) 0.039(1) -0.0197(8) -0.0087(9) -0.0072(9) Cl CL2 0.0464(9) 0.0374(8) 0.062(1) -0.0136(7) -0.0120(8) -0.0078(7) Cl CL3 0.093(2) 0.076(2) 0.138(3) -0.023(2) -0.059(2) -0.006(2) Cl # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CO1 N1 1.937(5) . . ? CO1 N2 1.879(5) . . ? CO1 N3 1.958(5) . . ? CO1 N4 1.953(5) . . ? CO1 N5 1.884(5) . . ? CO1 N6 1.938(5) . . ? N1 C1 1.338(8) . . ? N1 C5 1.355(7) . . ? C1 C2 1.370(9) . . ? C2 C3 1.378(9) . . ? C3 C4 1.382(9) . . ? C4 C5 1.373(9) . . ? C5 C6 1.489(8) . . ? C6 O1 1.252(7) . . ? C6 N2 1.316(8) . . ? N2 C7 1.462(8) . . ? C7 C8 1.51(1) . . ? C8 N3 1.491(9) . . ? N3 C9 1.488(9) . . ? C9 C10 1.51(1) . . ? C10 N4 1.475(9) . . ? N4 C11 1.496(9) . . ? C11 C12 1.52(1) . . ? C12 N5 1.462(8) . . ? N5 C13 1.307(8) . . ? C13 O2 1.265(7) . . ? C13 C14 1.497(8) . . ? C14 C15 1.362(8) . . ? C14 N6 1.361(7) . . ? C15 C16 1.38(1) . . ? C16 C17 1.38(1) . . ? C17 C18 1.377(9) . . ? C18 N6 1.337(8) . . ? CO2 N7 1.951(5) . . ? CO2 N8 1.874(5) . . ? CO2 N9 1.952(5) . . ? CO2 N10 1.947(5) . . ? CO2 N11 1.875(5) . . ? CO2 N12 1.944(5) . . ? N7 C19 1.335(8) . . ? N7 C23 1.359(8) . . ? C19 C20 1.38(1) . . ? C20 C21 1.37(1) . . ? C21 C22 1.38(1) . . ? C22 C23 1.38(1) . . ? C23 C24 1.49(1) . . ? C24 O3 1.247(7) . . ? C24 N8 1.309(8) . . ? N8 C25 1.452(9) . . ? C25 C26 1.51(1) . . ? C26 N9 1.505(8) . . ? N9 C27 1.484(9) . . ? C27 C28 1.498(9) . . ? C28 N10 1.498(8) . . ? N10 C29 1.500(8) . . ? C29 C30 1.53(1) . . ? C30 N11 1.463(9) . . ? N11 C31 1.309(8) . . ? C31 O4 1.253(7) . . ? C31 C32 1.50(1) . . ? C32 C33 1.374(9) . . ? C32 N12 1.359(8) . . ? C33 C34 1.37(1) . . ? C34 C35 1.37(1) . . ? C35 C36 1.39(1) . . ? C36 N12 1.325(9) . . ? CL1 O5 1.39(2) . . ? CL1 O5 1.39(2) . 2_555 ? CL1 O6 1.45(2) . . ? CL1 O6 1.45(2) . 2_555 ? CL1 O7 1.44(1) . . ? CL1 O7 1.44(1) . 2_555 ? CL1 O8 1.48(2) . . ? CL1 O8 1.48(2) . 2_555 ? O5 O6 1.59(2) . . ? O5 O7 1.62(2) . 2_555 ? O5 O8 1.58(2) . . ? O6 O7 1.70(2) . . ? O6 O8 1.70(2) . 2_555 ? O7 O8 1.78(2) . . ? CL2 O9 1.43(2) . . ? CL2 O10 1.44(2) . . ? CL2 O11 1.33(3) . . ? CL2 O12 1.49(2) . . ? CL2 O13 1.38(2) . . ? CL2 O14 1.42(2) . . ? CL2 O15 1.49(1) . . ? CL2 O16 1.43(2) . . ? O9 O10 2.11(3) . . ? O9 O12 1.50(3) . . ? O9 O13 1.58(3) . . ? O10 O11 2.14(3) . . ? O10 O12 2.18(3) . . ? O11 O12 1.50(3) . . ? O12 O15 2.16(2) . . ? O13 O16 1.19(2) . . ? O14 O16 1.71(3) . . ? O15 O16 2.10(3) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 CO1 N2 82.6(2) . . . ? N1 CO1 N3 167.5(2) . . . ? N1 CO1 N4 92.6(2) . . . ? N1 CO1 N5 98.0(2) . . . ? N1 CO1 N6 90.1(2) . . . ? N2 CO1 N3 85.0(2) . . . ? N2 CO1 N4 94.3(2) . . . ? N2 CO1 N5 179.3(2) . . . ? N2 CO1 N6 98.1(2) . . . ? N3 CO1 N4 87.8(2) . . . ? N3 CO1 N5 94.4(2) . . . ? N3 CO1 N6 92.2(2) . . . ? N4 CO1 N5 85.3(2) . . . ? N4 CO1 N6 167.5(2) . . . ? N5 CO1 N6 82.2(2) . . . ? CO1 N1 C1 128.5(4) . . . ? CO1 N1 C5 113.0(4) . . . ? C1 N1 C5 118.4(5) . . . ? N1 C1 C2 122.2(6) . . . ? C1 C2 C3 119.6(6) . . . ? C2 C3 C4 118.7(6) . . . ? C3 C4 C5 119.1(6) . . . ? N1 C5 C4 122.0(5) . . . ? N1 C5 C6 114.6(5) . . . ? C4 C5 C6 123.4(5) . . . ? C5 C6 O1 121.3(6) . . . ? C5 C6 N2 110.7(5) . . . ? O1 C6 N2 128.1(6) . . . ? CO1 N2 C6 119.0(4) . . . ? CO1 N2 C7 117.8(4) . . . ? C6 N2 C7 123.0(5) . . . ? N2 C7 C8 105.6(5) . . . ? C7 C8 N3 111.2(5) . . . ? CO1 N3 C8 108.4(4) . . . ? CO1 N3 C9 108.7(4) . . . ? C8 N3 C9 115.1(5) . . . ? N3 C9 C10 109.4(6) . . . ? C9 C10 N4 109.9(5) . . . ? CO1 N4 C10 109.1(4) . . . ? CO1 N4 C11 107.9(4) . . . ? C10 N4 C11 114.9(5) . . . ? N4 C11 C12 111.6(5) . . . ? C11 C12 N5 105.2(5) . . . ? CO1 N5 C12 117.9(4) . . . ? CO1 N5 C13 119.1(4) . . . ? C12 N5 C13 122.9(5) . . . ? N5 C13 O2 128.1(6) . . . ? N5 C13 C14 111.3(5) . . . ? O2 C13 C14 120.6(5) . . . ? C13 C14 C15 124.5(5) . . . ? C13 C14 N6 113.3(5) . . . ? C15 C14 N6 122.2(6) . . . ? C14 C15 C16 119.2(6) . . . ? C15 C16 C17 118.7(6) . . . ? C16 C17 C18 119.9(6) . . . ? C17 C18 N6 121.5(6) . . . ? CO1 N6 C14 113.8(4) . . . ? CO1 N6 C18 127.7(4) . . . ? C14 N6 C18 118.4(5) . . . ? N7 CO2 N8 82.3(2) . . . ? N7 CO2 N9 167.6(2) . . . ? N7 CO2 N10 90.3(2) . . . ? N7 CO2 N11 98.4(2) . . . ? N7 CO2 N12 92.8(2) . . . ? N8 CO2 N9 85.5(2) . . . ? N8 CO2 N10 93.7(2) . . . ? N8 CO2 N11 179.0(2) . . . ? N8 CO2 N12 98.2(2) . . . ? N9 CO2 N10 88.0(2) . . . ? N9 CO2 N11 93.8(2) . . . ? N9 CO2 N12 91.4(2) . . . ? N10 CO2 N11 85.7(2) . . . ? N10 CO2 N12 168.0(2) . . . ? N11 CO2 N12 82.4(2) . . . ? CO2 N7 C19 128.2(5) . . . ? CO2 N7 C23 112.6(4) . . . ? C19 N7 C23 119.2(6) . . . ? N7 C19 C20 121.9(7) . . . ? C19 C20 C21 119.4(7) . . . ? C20 C21 C22 119.3(7) . . . ? C21 C22 C23 119.2(7) . . . ? N7 C23 C22 121.0(7) . . . ? N7 C23 C24 114.4(6) . . . ? C22 C23 C24 124.5(6) . . . ? C23 C24 O3 121.5(6) . . . ? C23 C24 N8 110.7(5) . . . ? O3 C24 N8 127.8(7) . . . ? CO2 N8 C24 119.3(4) . . . ? CO2 N8 C25 117.8(4) . . . ? C24 N8 C25 122.2(5) . . . ? N8 C25 C26 106.2(5) . . . ? C25 C26 N9 110.9(5) . . . ? CO2 N9 C26 107.7(4) . . . ? CO2 N9 C27 109.0(4) . . . ? C26 N9 C27 114.7(5) . . . ? N9 C27 C28 109.8(5) . . . ? C27 C28 N10 109.9(5) . . . ? CO2 N10 C28 108.6(4) . . . ? CO2 N10 C29 108.2(4) . . . ? C28 N10 C29 114.6(5) . . . ? N10 C29 C30 111.3(5) . . . ? C29 C30 N11 105.7(5) . . . ? CO2 N11 C30 117.9(4) . . . ? CO2 N11 C31 119.2(5) . . . ? C30 N11 C31 122.5(6) . . . ? N11 C31 O4 127.8(7) . . . ? N11 C31 C32 111.0(5) . . . ? O4 C31 C32 121.2(6) . . . ? C31 C32 C33 124.3(6) . . . ? C31 C32 N12 113.9(5) . . . ? C33 C32 N12 121.8(7) . . . ? C32 C33 C34 118.8(7) . . . ? C33 C34 C35 119.9(7) . . . ? C34 C35 C36 118.5(8) . . . ? C35 C36 N12 122.3(7) . . . ? CO2 N12 C32 113.1(4) . . . ? CO2 N12 C36 128.3(5) . . . ? C32 N12 C36 118.6(6) . . . ? O5 CL1 O5 180(1) . . 2_555 ? O5 CL1 O6 68.2(8) . . . ? O5 CL1 O7 110.1(8) . . . ? O5 CL1 O8 67.0(9) . . . .? O6 CL1 O6 180(1) . . 2_555 ? O6 CL1 O7 72.2(8) . . . ? O6 CL1 O8 109.0(8) . . . ? O7 CL1 O7 180(1) . . 2_555 ? O7 CL1 O8 75.3(8) . . . ? O8 CL1 O8 180(1) . . 2_555 ? CL1 O5 O6 57.6(8) . . . ? CL1 O5 O7 56.6(8) . . 2_555 ? CL1 O5 O8 59.2(9) . . . ? O6 O5 O7 93(1) . . 2_555 ? O6 O5 O8 97(1) . . . ? CL1 O6 O5 54.2(8) . . . ? CL1 O6 O7 53.8(7) . . . ? CL1 O6 O8 55.4(8) . . 2_555 ? O5 O6 O7 89(1) . . . ? O5 O6 O8 93(1) . . 2_555 ? O7 O6 O8 85(1) . . 2_555 ? CL1 O7 O5 53.5(8) . . 2_555 ? CL1 O7 O6 54.0(7) . . . ? CL1 O7 O8 53.3(7) . . . ? O5 O7 O6 89(1) 2_555 . . ? O5 O7 O8 89(1) 2_555 . . ? O6 O7 O8 86(1) . . . ? CL1 O8 O5 53.8(8) . . . ? CL1 O8 O6 53.6(8) . . 2_555 ? CL1 O8 O7 51.5(7) . . . ? O5 O8 O6 91(1) . . 2_555 ? O5 O8 O7 86(1) . . . ? O6 O8 O7 84(1) 2_555 . . ? O9 CL2 O10 95(1) . . . ? O9 CL2 O11 124(1) . . . ? O9 CL2 O12 61(1) . . . ? O9 CL2 O13 68(1) . . . ? O9 CL2 O14 110(1) . . . ? O9 CL2 O15 148(1) . . . ? O9 CL2 O16 103(1) . . . ? O10 CL2 O11 101(1) . . . ? O10 CL2 O12 95(1) . . . ? O10 CL2 O13 142.2(10) . . . ? O10 CL2 O14 33(1) . . . ? O10 CL2 O15 107.5(9) . . . ? O10 CL2 O16 106(1) . . . ? O11 CL2 O12 64.2(10) . . . ? O11 CL2 O13 116(1) . . . ? O11 CL2 O14 111(1) . . . ? O11 CL2 O15 30(1) . . . ? O11 CL2 O16 122(1) . . . ? O12 CL2 O13 104(1) . . . ? O12 CL2 O14 129(1) . . . ? O12 CL2 O15 93.2(9) . . . ? O12 CL2 O16 154(1) . . . ? O13 CL2 O14 118(1) . . . ? O13 CL2 O15 102(1) . . . ? O13 CL2 O16 50.2(11) . . . ? O14 CL2 O15 100(1) . . . ? O14 CL2 O16 73(1) . . . ? O15 CL2 O16 92(1) . . . ? CL2 O9 O10 42.7(8) . . . ? CL2 O9 O12 61(1) . . . ? CL2 O9 O13 54(1) . . . ? O10 O9 O12 71(1) . . . ? O10 O9 O13 91(1) . . . ? O12 O9 O13 95(1) . . . ? CL2 O10 O9 42.3(8) . . . ? CL2 O10 O11 37.6(8) . . . ? CL2 O10 O12 43.0(7) . . . ? O9 O10 O11 70(1) . . . ? O9 O10 O12 40.9(8) . . . ? O11 O10 O12 40.6(8) . . . ? CL2 O11 O10 41.3(9) . . . ? CL2 O11 O12 63(1) . . . ? O10 O11 O12 70(1) . . . ? CL2 O12 O9 57(1) . . . ? CL2 O12 O10 41.2(7) . . . ? CL2 O12 O11 52(1) . . . ? CL2 O12 O15 43.3(6) . . . ? O9 O12 O10 67(1) . . . ? O9 O12 O11 109(1) . . . ? O9 O12 O15 98(1) . . . ? O10 O12 O11 68(1) . . . ? O10 O12 O15 65.9(8) . . . ? O11 O12 O15 11(1) . . . ? CL2 O13 O9 57(1) . . . ? CL2 O13 O16 67(1) . . . ? O9 O13 O16 107(1) . . . ? CL2 O14 O16 53(1) . . . ? CL2 O15 O12 43.5(7) . . . ? CL2 O15 O16 43.0(7) . . . ? O12 O15 O16 84(1) . . . ? CL2 O16 O13 62(1) . . . ? CL2 O16 O14 53.1(10) . . . ? CL2 O16 O15 45.0(8) . . . ? O13 O16 O14 111(2) . . . ? O13 O16 O15 80(1) . . . ? O14 O16 O15 70(1) . . . ?