data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'C. N. R. Rao' _publ_contact_author_address ; Chemistry and Physics of Materials Unit Jawaharlal Nehru Centre for Advanced Scientific Research Chemistry and Physics of Materials Bangalore Karnataka 560064 INDIA ; _publ_contact_author_email CNRRAO@JNCASR.AC.IN _publ_section_title ; 1, 2-, 1, 3- and 1, 4-Cyclohexanedicarboxylates of Cd and Mn with chain and layered structures ; loop_ _publ_author_name 'C. N. R. Rao' 'M. Avinash' 'A. Thirumurugan' # Attachment 'compound I CCDC 283059.cif' data_sadcompoundI _database_code_depnum_ccdc_archive 'CCDC 283059' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H14 Cd O6' _chemical_formula_weight 318.59 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.5724(3) _cell_length_b 5.4816(2) _cell_length_c 16.7944(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.941(2) _cell_angle_gamma 90.00 _cell_volume 1038.30(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.038 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 2.110 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.559 _exptl_absorpt_correction_T_max 0.744 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2104 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 23.31 _reflns_number_total 753 _reflns_number_gt 735 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'siemens XSCANS' _computing_cell_refinement 'siemens XSCANS' _computing_data_reduction 'siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'siemens SHELXTL' _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^)+(0.0545P)^2^+4.8788P] 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 753 _refine_ls_number_parameters 77 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0901 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 C1 C 0.6258(5) 0.4389(11) 0.3660(3) 0.0337(13) Uani 1 1 d . . . C2 C 0.6885(7) 0.6313(14) 0.4257(6) 0.062(2) Uani 1 1 d . . . H2 H 0.6885 0.7726 0.3899 0.074 Uiso 1 1 calc R . . C3 C 0.6249(7) 0.721(2) 0.4821(7) 0.105(5) Uani 1 1 d . . . H3A H 0.6050 0.5828 0.5127 0.126 Uiso 1 1 calc R . . H3B H 0.5509 0.7888 0.4514 0.126 Uiso 1 1 calc R . . C4 C 0.8156(7) 0.5905(19) 0.4578(6) 0.080(3) Uani 1 1 d . . . H4A H 0.8546 0.5864 0.4124 0.096 Uiso 1 1 calc R . . H4B H 0.8263 0.4319 0.4841 0.096 Uiso 1 1 calc R . . O1 O 0.5144(3) 0.4247(7) 0.3519(2) 0.0343(9) Uani 1 1 d . . . O2 O 0.6831(4) 0.3018(8) 0.3289(3) 0.0406(10) Uani 1 1 d . . . O3 O 0.3948(5) -0.1670(8) 0.2862(3) 0.0411(11) Uani 1 1 d . . . Cd1 Cd 0.5000 0.13981(8) 0.2500 0.0271(3) Uani 1 2 d S . . H31 H 0.431(6) -0.298(14) 0.311(4) 0.035(16) Uiso 1 1 d . . . H32 H 0.328(7) -0.155(11) 0.297(4) 0.04(2) Uiso 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 C1 0.029(3) 0.029(3) 0.038(3) -0.002(3) -0.001(2) 0.001(3) C2 0.034(4) 0.070(6) 0.074(5) -0.039(4) -0.002(4) -0.002(3) C3 0.027(4) 0.168(10) 0.121(9) -0.106(9) 0.016(5) -0.023(6) C4 0.030(4) 0.107(7) 0.094(6) -0.070(6) -0.003(4) 0.006(4) O1 0.024(2) 0.0340(19) 0.043(2) -0.0075(18) 0.0026(16) -0.0035(18) O2 0.025(2) 0.041(2) 0.052(3) -0.017(2) 0.0015(19) 0.0001(18) O3 0.031(3) 0.033(3) 0.064(3) 0.0079(19) 0.020(2) 0.0032(18) Cd1 0.0231(4) 0.0228(4) 0.0328(4) 0.000 0.0005(2) 0.000 _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 C1 O2 1.256(8) . ? C1 O1 1.260(7) . ? C1 C2 1.522(9) . ? C1 Cd1 2.708(6) . ? C2 C3 1.411(12) . ? C2 C4 1.465(11) . ? C3 C4 1.502(10) 7_666 ? C4 C3 1.502(11) 7_666 ? O1 Cd1 2.295(4) . ? O2 Cd1 2.404(4) . ? O3 Cd1 2.239(4) . ? Cd1 O3 2.239(4) 2_655 ? Cd1 O1 2.295(4) 2_655 ? Cd1 O2 2.404(4) 2_655 ? Cd1 C1 2.708(6) 2_655 ? 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 C1 O1 120.1(5) . . ? O2 C1 C2 120.9(5) . . ? O1 C1 C2 118.9(5) . . ? O2 C1 Cd1 62.6(3) . . ? O1 C1 Cd1 57.6(3) . . ? C2 C1 Cd1 173.4(5) . . ? C3 C2 C4 115.9(8) . . ? C3 C2 C1 116.0(7) . . ? C4 C2 C1 115.3(6) . . ? C2 C3 C4 117.4(8) . 7_666 ? C2 C4 C3 114.4(7) . 7_666 ? C1 O1 Cd1 94.8(3) . . ? C1 O2 Cd1 89.8(3) . . ? O3 Cd1 O3 82.6(3) . 2_655 ? O3 Cd1 O1 105.20(16) . . ? O3 Cd1 O1 139.52(16) 2_655 . ? O3 Cd1 O1 139.52(16) . 2_655 ? O3 Cd1 O1 105.20(16) 2_655 2_655 ? O1 Cd1 O1 94.2(2) . 2_655 ? O3 Cd1 O2 126.42(17) . . ? O3 Cd1 O2 87.80(16) 2_655 . ? O1 Cd1 O2 55.22(14) . . ? O1 Cd1 O2 93.87(15) 2_655 . ? O3 Cd1 O2 87.80(16) . 2_655 ? O3 Cd1 O2 126.42(17) 2_655 2_655 ? O1 Cd1 O2 93.87(15) . 2_655 ? O1 Cd1 O2 55.22(14) 2_655 2_655 ? O2 Cd1 O2 136.6(2) . 2_655 ? O3 Cd1 C1 119.81(18) . . ? O3 Cd1 C1 114.38(18) 2_655 . ? O1 Cd1 C1 27.63(16) . . ? O1 Cd1 C1 93.55(16) 2_655 . ? O2 Cd1 C1 27.63(17) . . ? O2 Cd1 C1 116.02(16) 2_655 . ? O3 Cd1 C1 114.38(18) . 2_655 ? O3 Cd1 C1 119.81(18) 2_655 2_655 ? O1 Cd1 C1 93.55(16) . 2_655 ? O1 Cd1 C1 27.63(16) 2_655 2_655 ? O2 Cd1 C1 116.02(16) . 2_655 ? O2 Cd1 C1 27.63(17) 2_655 2_655 ? C1 Cd1 C1 105.5(2) . 2_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.31 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.921 _refine_diff_density_min -0.772 _refine_diff_density_rms 0.140 # Attachment 'compound II CCDC 283060.cif' data_sadcompoundII _database_code_depnum_ccdc_archive 'CCDC 283060' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum C18H20CdN2O5 _chemical_formula_weight 456.76 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.3563(4) _cell_length_b 11.8464(3) _cell_length_c 18.3098(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.1720(10) _cell_angle_gamma 90.00 _cell_volume 3735.22(16) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 1.200 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.722 _exptl_absorpt_correction_T_max 0.887 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens Smart-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 7651 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 23.26 _reflns_number_total 2676 _reflns_number_gt 2438 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0394P)^2^+10.4253P] 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 0.00117(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2676 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 C1 C 0.2154(2) 0.4861(4) 0.5283(2) 0.0483(10) Uani 1 1 d . . . H1 H 0.2564 0.5334 0.5455 0.058 Uiso 1 1 calc R . . C2 C 0.2175(3) 0.3756(4) 0.5516(2) 0.0577(12) Uani 1 1 d . . . H2 H 0.2591 0.3485 0.5838 0.069 Uiso 1 1 calc R . . C3 C 0.1566(3) 0.3064(4) 0.5263(3) 0.0593(12) Uani 1 1 d . . . H3 H 0.1565 0.2313 0.5411 0.071 Uiso 1 1 calc R . . C4 C 0.0960(3) 0.3482(3) 0.4791(2) 0.0523(11) Uani 1 1 d . . . H4 H 0.0543 0.3020 0.4620 0.063 Uiso 1 1 calc R . . C5 C 0.0974(2) 0.4607(3) 0.4569(2) 0.0363(8) Uani 1 1 d . . . C6 C 0.0344(2) 0.5108(3) 0.4049(2) 0.0385(9) Uani 1 1 d . . . C7 C -0.0279(3) 0.4481(4) 0.3726(3) 0.0599(12) Uani 1 1 d . . . H7 H -0.0319 0.3719 0.3838 0.072 Uiso 1 1 calc R . . C8 C -0.0844(3) 0.4994(5) 0.3236(3) 0.0704(14) Uani 1 1 d . . . H8 H -0.1258 0.4576 0.3006 0.084 Uiso 1 1 calc R . . C9 C -0.0787(3) 0.6123(4) 0.3094(3) 0.0636(13) Uani 1 1 d . . . H9 H -0.1163 0.6488 0.2771 0.076 Uiso 1 1 calc R . . C10 C -0.0159(3) 0.6703(4) 0.3441(3) 0.0542(11) Uani 1 1 d . . . H10 H -0.0122 0.7472 0.3349 0.065 Uiso 1 1 calc R . . C11 C 0.1416(3) 0.8638(4) 0.3262(2) 0.0485(10) Uani 1 1 d . . . C12 C 0.1316(4) 0.9412(4) 0.2588(3) 0.0730(16) Uani 1 1 d . . . H12 H 0.0822 0.9158 0.2321 0.088 Uiso 1 1 calc R . . C13 C 0.1181(4) 1.0579(5) 0.2705(3) 0.091(2) Uani 1 1 d . . . H13A H 0.1609 1.0869 0.3045 0.109 Uiso 1 1 calc R . . H13B H 0.0714 1.0649 0.2943 0.109 Uiso 1 1 calc R . . C14 C 0.1891(3) 0.9157(4) 0.2056(3) 0.0716(15) Uani 1 1 d . . . H14A H 0.1823 0.8380 0.1892 0.086 Uiso 1 1 calc R . . H14B H 0.2414 0.9231 0.2311 0.086 Uiso 1 1 calc R . . C15 C 0.1804(5) 0.9927(5) 0.1390(3) 0.108(3) Uani 1 1 d . . . H15A H 0.2287 0.9904 0.1175 0.130 Uiso 1 1 calc R . . H15B H 0.1405 0.9610 0.1030 0.130 Uiso 1 1 calc R . . C16 C 0.1092(4) 1.1319(4) 0.2026(3) 0.0747(16) Uani 1 1 d . . . H16A H 0.0564 1.1246 0.1786 0.090 Uiso 1 1 calc R . . H16B H 0.1166 1.2098 0.2181 0.090 Uiso 1 1 calc R . . C17 C 0.1616(3) 1.1076(5) 0.1492(3) 0.0726(15) Uani 1 1 d . . . H17 H 0.2108 1.1385 0.1729 0.087 Uiso 1 1 calc R . . C18 C 0.1486(2) 1.1741(3) 0.0780(2) 0.0415(9) Uani 1 1 d . . . N1 N 0.15669(17) 0.5284(3) 0.48186(17) 0.0379(7) Uani 1 1 d . . . N2 N 0.03996(18) 0.6217(3) 0.39048(17) 0.0412(8) Uani 1 1 d . . . O1 O 0.1115(2) 0.8912(3) 0.38145(16) 0.0665(9) Uani 1 1 d . . . O2 O 0.1752(2) 0.7711(3) 0.32332(18) 0.0619(9) Uani 1 1 d . . . O3 O 0.08368(17) 1.2100(2) 0.05209(18) 0.0534(8) Uani 1 1 d . . . O4 O 0.20694(15) 1.1915(3) 0.04472(15) 0.0468(7) Uani 1 1 d . . . O100 O 0.0693(3) 1.0795(4) 0.4635(4) 0.1018(18) Uani 1 1 d . . . Cd1 Cd 0.153371(15) 0.71639(2) 0.442139(13) 0.03317(16) Uani 1 1 d . . . H101 H 0.078(3) 1.015(6) 0.428(3) 0.10(2) Uiso 1 1 d . . . H102 H 0.040(3) 1.051(5) 0.480(3) 0.05(2) Uiso 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 C1 0.052(2) 0.041(2) 0.050(2) 0.0036(19) -0.003(2) -0.0086(19) C2 0.064(3) 0.052(3) 0.054(3) 0.012(2) -0.003(2) 0.004(2) C3 0.074(3) 0.035(2) 0.069(3) 0.014(2) 0.006(3) -0.003(2) C4 0.059(3) 0.033(2) 0.064(3) 0.004(2) 0.004(2) -0.011(2) C5 0.042(2) 0.0296(19) 0.039(2) -0.0014(16) 0.0102(16) -0.0075(16) C6 0.042(2) 0.035(2) 0.040(2) -0.0042(17) 0.0100(16) -0.0081(17) C7 0.053(3) 0.043(3) 0.081(3) 0.001(2) -0.002(2) -0.017(2) C8 0.050(3) 0.074(4) 0.082(4) -0.005(3) -0.013(2) -0.018(3) C9 0.046(3) 0.076(4) 0.065(3) 0.008(3) -0.008(2) 0.000(2) C10 0.053(3) 0.049(3) 0.059(3) 0.009(2) 0.001(2) -0.001(2) C11 0.070(3) 0.043(3) 0.032(2) 0.0089(19) 0.004(2) -0.010(2) C12 0.126(5) 0.050(3) 0.048(3) 0.017(2) 0.030(3) 0.014(3) C13 0.156(6) 0.069(4) 0.060(3) 0.036(3) 0.059(4) 0.041(4) C14 0.101(4) 0.057(3) 0.064(3) 0.029(3) 0.039(3) 0.028(3) C15 0.218(8) 0.058(3) 0.065(4) 0.034(3) 0.081(4) 0.060(4) C16 0.126(5) 0.056(3) 0.049(3) 0.022(2) 0.041(3) 0.033(3) C17 0.083(4) 0.082(4) 0.058(3) 0.037(3) 0.030(3) 0.030(3) C18 0.054(3) 0.037(2) 0.036(2) 0.0091(17) 0.0152(19) 0.0107(19) N1 0.0423(18) 0.0312(17) 0.0401(18) 0.0016(14) 0.0043(14) -0.0082(14) N2 0.0441(18) 0.0390(19) 0.0401(18) 0.0042(14) 0.0036(14) -0.0040(14) O1 0.118(3) 0.0448(18) 0.0402(18) 0.0108(14) 0.0250(18) 0.0017(18) O2 0.085(2) 0.051(2) 0.051(2) 0.0229(15) 0.0174(17) 0.0125(17) O3 0.0497(18) 0.0554(19) 0.057(2) 0.0174(14) 0.0144(15) 0.0177(14) O4 0.0425(15) 0.0643(18) 0.0344(15) 0.0150(13) 0.0080(13) 0.0018(13) O100 0.085(4) 0.069(3) 0.146(5) -0.031(3) -0.009(3) 0.006(3) Cd1 0.0448(2) 0.0271(2) 0.0273(2) 0.00106(9) 0.00330(12) -0.00820(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.340(5) . ? C1 C2 1.376(6) . ? C2 C3 1.372(7) . ? C3 C4 1.367(6) . ? C4 C5 1.395(5) . ? C5 N1 1.339(5) . ? C5 C6 1.481(5) . ? C6 N2 1.346(5) . ? C6 C7 1.382(5) . ? C7 C8 1.385(7) . ? C8 C9 1.368(7) . ? C9 C10 1.375(6) . ? C10 N2 1.337(5) . ? C11 O1 1.239(5) . ? C11 O2 1.248(5) . ? C11 C12 1.530(6) . ? C11 Cd1 2.736(4) . ? C12 C13 1.423(7) . ? C12 C14 1.510(7) . ? C13 C16 1.513(6) . ? C14 C15 1.516(6) . ? C15 C17 1.418(7) . ? C16 C17 1.444(7) . ? C17 C18 1.515(6) . ? C18 O3 1.242(5) . ? C18 O4 1.263(5) . ? N1 Cd1 2.342(3) . ? N2 Cd1 2.359(3) . ? O1 Cd1 2.419(3) . ? O2 Cd1 2.346(3) . ? O3 Cd1 2.624(3) 6_575 ? O4 Cd1 2.269(3) 6_575 ? O4 Cd1 2.424(3) 4 ? Cd1 O4 2.269(3) 6_576 ? Cd1 O4 2.424(3) 4_545 ? Cd1 O3 2.624(3) 6_576 ? 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 C1 C2 122.8(4) . . ? C3 C2 C1 118.3(4) . . ? C4 C3 C2 119.8(4) . . ? C3 C4 C5 119.4(4) . . ? N1 C5 C4 120.8(4) . . ? N1 C5 C6 117.0(3) . . ? C4 C5 C6 122.2(3) . . ? N2 C6 C7 120.8(4) . . ? N2 C6 C5 116.9(3) . . ? C7 C6 C5 122.4(4) . . ? C6 C7 C8 119.6(4) . . ? C9 C8 C7 119.4(4) . . ? C8 C9 C10 118.2(4) . . ? N2 C10 C9 123.2(4) . . ? O1 C11 O2 120.9(4) . . ? O1 C11 C12 119.0(4) . . ? O2 C11 C12 120.0(4) . . ? O1 C11 Cd1 62.1(2) . . ? O2 C11 Cd1 58.7(2) . . ? C12 C11 Cd1 176.5(3) . . ? C13 C12 C14 115.2(5) . . ? C13 C12 C11 117.7(4) . . ? C14 C12 C11 112.5(4) . . ? C12 C13 C16 116.1(5) . . ? C12 C14 C15 113.0(4) . . ? C17 C15 C14 118.2(5) . . ? C17 C16 C13 115.6(4) . . ? C15 C17 C16 117.1(5) . . ? C15 C17 C18 113.4(5) . . ? C16 C17 C18 116.1(4) . . ? O3 C18 O4 120.2(3) . . ? O3 C18 C17 122.5(4) . . ? O4 C18 C17 117.3(4) . . ? C5 N1 C1 118.9(3) . . ? C5 N1 Cd1 118.4(2) . . ? C1 N1 Cd1 122.7(2) . . ? C10 N2 C6 118.8(3) . . ? C10 N2 Cd1 123.5(3) . . ? C6 N2 Cd1 117.5(2) . . ? C11 O1 Cd1 91.0(3) . . ? C11 O2 Cd1 94.2(3) . . ? C18 O3 Cd1 85.7(2) . 6_575 ? C18 O4 Cd1 102.0(2) . 6_575 ? C18 O4 Cd1 145.5(3) . 4 ? Cd1 O4 Cd1 108.97(10) 6_575 4 ? O4 Cd1 N1 102.05(11) 6_576 . ? O4 Cd1 O2 122.55(12) 6_576 . ? N1 Cd1 O2 123.38(11) . . ? O4 Cd1 N2 142.75(10) 6_576 . ? N1 Cd1 N2 70.06(10) . . ? O2 Cd1 N2 89.01(12) . . ? O4 Cd1 O1 92.13(11) 6_576 . ? N1 Cd1 O1 162.07(12) . . ? O2 Cd1 O1 53.96(11) . . ? N2 Cd1 O1 92.01(12) . . ? O4 Cd1 O4 71.03(10) 6_576 4_545 ? N1 Cd1 O4 82.41(10) . 4_545 ? O2 Cd1 O4 81.40(11) . 4_545 ? N2 Cd1 O4 139.12(10) . 4_545 ? O1 Cd1 O4 112.92(12) . 4_545 ? O4 Cd1 O3 52.09(9) 6_576 6_576 ? N1 Cd1 O3 94.22(10) . 6_576 ? O2 Cd1 O3 139.75(11) . 6_576 ? N2 Cd1 O3 91.38(10) . 6_576 ? O1 Cd1 O3 85.81(10) . 6_576 ? O4 Cd1 O3 121.02(9) 4_545 6_576 ? O4 Cd1 C11 108.56(12) 6_576 . ? N1 Cd1 C11 147.62(12) . . ? O2 Cd1 C11 27.05(12) . . ? N2 Cd1 C11 90.85(12) . . ? O1 Cd1 C11 26.91(12) . . ? O4 Cd1 C11 97.55(12) 4_545 . ? O3 Cd1 C11 112.72(12) 6_576 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.901 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.073 # Attachment 'compound III CCDC 283061.cif' data_sadcompoundIII _database_code_depnum_ccdc_archive 'CCDC 283061' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H54 Cd3 N4 O16' _chemical_formula_weight 1280.15 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' Cd Cd -0.8075 1.2024 '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 8.9419(2) _cell_length_b 11.9987(3) _cell_length_c 12.4863(2) _cell_angle_alpha 102.4650(10) _cell_angle_beta 91.7580(10) _cell_angle_gamma 111.7710(10) _cell_volume 1205.70(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 642 _exptl_absorpt_coefficient_mu 1.387 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.741 _exptl_absorpt_correction_T_max 0.824 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 5149 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 23.28 _reflns_number_total 3440 _reflns_number_gt 3118 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0321P)^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 3440 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0232 _refine_ls_R_factor_gt 0.0210 _refine_ls_wR_factor_ref 0.0561 _refine_ls_wR_factor_gt 0.0553 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 C1 C 0.0048(4) 0.3952(3) 0.7133(3) 0.0487(8) Uani 1 1 d . . . H1 H -0.0401 0.3363 0.6469 0.058 Uiso 1 1 calc R . . C2 C -0.0180(4) 0.5069(4) 0.7306(4) 0.0593(10) Uani 1 1 d . . . H2 H -0.0785 0.5207 0.6767 0.071 Uiso 1 1 calc R . . C3 C 0.0481(4) 0.5941(3) 0.8255(4) 0.0555(9) Uani 1 1 d . . . H3 H 0.0344 0.6688 0.8371 0.067 Uiso 1 1 calc R . . C4 C 0.1376(4) 0.5723(3) 0.9069(3) 0.0454(8) Uani 1 1 d . . . C5 C 0.2126(5) 0.6601(3) 1.0106(3) 0.0566(10) Uani 1 1 d . . . H5 H 0.2006 0.7355 1.0260 0.068 Uiso 1 1 calc R . . C6 C 0.2984(5) 0.6361(3) 1.0849(3) 0.0549(10) Uani 1 1 d . . . H6 H 0.3475 0.6960 1.1502 0.066 Uiso 1 1 calc R . . C7 C 0.3171(4) 0.5193(3) 1.0665(3) 0.0429(8) Uani 1 1 d . . . C8 C 0.4052(4) 0.4900(3) 1.1417(2) 0.0502(9) Uani 1 1 d . . . H8 H 0.4590 0.5482 1.2070 0.060 Uiso 1 1 calc R . . C9 C 0.4129(4) 0.3769(3) 1.1200(3) 0.0490(8) Uani 1 1 d . . . H9 H 0.4672 0.3552 1.1715 0.059 Uiso 1 1 calc R . . C10 C 0.3379(4) 0.2931(3) 1.0188(2) 0.0401(7) Uani 1 1 d . . . H10 H 0.3450 0.2160 1.0041 0.048 Uiso 1 1 calc R . . C11 C 0.2437(3) 0.4297(2) 0.9658(2) 0.0316(6) Uani 1 1 d . . . C12 C 0.1537(3) 0.4570(2) 0.8840(2) 0.0330(6) Uani 1 1 d . . . C21 C 0.2394(3) -0.0158(2) 0.7191(2) 0.0292(6) Uani 1 1 d . . . C22 C 0.2901(3) -0.1242(3) 0.7089(3) 0.0418(8) Uani 1 1 d . . . H22 H 0.1901 -0.1981 0.6996 0.050 Uiso 1 1 calc R . . C23 C 0.3941(4) -0.1196(3) 0.8095(4) 0.0592(10) Uani 1 1 d . . . H23A H 0.3958 -0.2010 0.8042 0.071 Uiso 1 1 calc R . . H23B H 0.3454 -0.0988 0.8753 0.071 Uiso 1 1 calc R . . C24 C 0.5678(3) -0.0256(3) 0.8211(2) 0.0423(7) Uani 1 1 d . . . H24A H 0.5678 0.0572 0.8381 0.051 Uiso 1 1 calc R . . H24B H 0.6309 -0.0322 0.8823 0.051 Uiso 1 1 calc R . . C25 C 0.3724(4) -0.1438(4) 0.6064(3) 0.0768(14) Uani 1 1 d . . . H25A H 0.3084 -0.1415 0.5435 0.092 Uiso 1 1 calc R . . H25B H 0.3775 -0.2250 0.5924 0.092 Uiso 1 1 calc R . . C26 C 0.5442(4) -0.0453(4) 0.6184(3) 0.0596(10) Uani 1 1 d . . . H26A H 0.5935 -0.0617 0.5518 0.071 Uiso 1 1 calc R . . H26B H 0.5390 0.0355 0.6275 0.071 Uiso 1 1 calc R . . C27 C 0.6473(3) -0.0449(3) 0.7169(2) 0.0345(6) Uani 1 1 d . . . H27 H 0.6476 -0.1284 0.7042 0.041 Uiso 1 1 calc R . . C28 C 0.8230(3) 0.0430(2) 0.7302(2) 0.0312(6) Uani 1 1 d . . . C41 C 0.2904(3) 0.2741(2) 0.5589(2) 0.0298(6) Uani 1 1 d . . . C42 C 0.3977(3) 0.3727(2) 0.5034(2) 0.0281(6) Uani 1 1 d . . . H42 H 0.3934 0.3324 0.4256 0.034 Uiso 1 1 calc R . . C43 C 0.5748(3) 0.4325(2) 0.5532(2) 0.0319(6) Uani 1 1 d . . . H43A H 0.6193 0.3693 0.5480 0.038 Uiso 1 1 calc R . . H43B H 0.5825 0.4720 0.6308 0.038 Uiso 1 1 calc R . . C44 C 0.6734(3) 0.5290(2) 0.4927(2) 0.0324(6) Uani 1 1 d . . . H44A H 0.7851 0.5680 0.5270 0.039 Uiso 1 1 calc R . . H44B H 0.6725 0.4885 0.4163 0.039 Uiso 1 1 calc R . . N1 N 0.0879(3) 0.3705(2) 0.7879(2) 0.0357(6) Uani 1 1 d . . . N2 N 0.2574(3) 0.3184(2) 0.94331(18) 0.0307(5) Uani 1 1 d . . . O1 O 0.2660(3) 0.0597(2) 0.81040(19) 0.0528(6) Uani 1 1 d . . . O2 O 0.1689(3) -0.0041(2) 0.6382(2) 0.0582(6) Uani 1 1 d . . . O3 O 0.9046(2) 0.0802(2) 0.82258(18) 0.0529(6) Uani 1 1 d . . . O4 O 0.8864(2) 0.07874(18) 0.64788(16) 0.0399(5) Uani 1 1 d . . . O5 O 0.3300(2) 0.28384(17) 0.65805(16) 0.0391(5) Uani 1 1 d . . . O6 O 0.1651(2) 0.19301(17) 0.49931(17) 0.0420(5) Uani 1 1 d . . . O100 O 0.1351(4) 0.2435(3) 0.2751(3) 0.0826(9) Uani 1 1 d . . . O200 O -0.0512(4) 0.1076(3) 1.0582(2) 0.0757(8) Uani 1 1 d . . . Cd1 Cd 0.0000 0.0000 0.5000 0.02134(9) Uani 1 2 d S . . Cd2 Cd 0.15146(2) 0.191968(16) 0.766534(15) 0.02514(8) 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 C1 0.0453(19) 0.055(2) 0.051(2) 0.0208(16) 0.0032(16) 0.0209(17) C2 0.047(2) 0.066(3) 0.087(3) 0.047(2) 0.013(2) 0.031(2) C3 0.047(2) 0.042(2) 0.093(3) 0.033(2) 0.026(2) 0.0235(17) C4 0.0399(18) 0.0312(17) 0.070(2) 0.0194(16) 0.0279(17) 0.0131(14) C5 0.059(2) 0.0267(17) 0.076(3) 0.0039(17) 0.029(2) 0.0112(17) C6 0.063(2) 0.0302(18) 0.051(2) -0.0067(16) 0.0202(19) 0.0037(17) C7 0.0368(17) 0.0357(17) 0.0384(18) 0.0018(14) 0.0168(14) -0.0027(14) C8 0.0450(19) 0.055(2) 0.0239(16) 0.0011(14) 0.0034(14) -0.0058(16) C9 0.0397(18) 0.063(2) 0.0335(18) 0.0181(16) -0.0013(14) 0.0044(17) C10 0.0378(17) 0.0447(18) 0.0346(17) 0.0149(14) 0.0021(14) 0.0095(15) C11 0.0268(14) 0.0272(15) 0.0331(16) 0.0037(12) 0.0124(12) 0.0032(12) C12 0.0292(15) 0.0277(15) 0.0422(17) 0.0113(13) 0.0155(13) 0.0085(12) C21 0.0191(13) 0.0285(15) 0.0407(18) 0.0153(13) 0.0084(12) 0.0057(12) C22 0.0205(14) 0.0244(15) 0.075(2) 0.0089(14) 0.0025(14) 0.0047(12) C23 0.0320(17) 0.066(2) 0.104(3) 0.062(2) 0.0222(19) 0.0229(17) C24 0.0251(15) 0.068(2) 0.0409(18) 0.0304(16) 0.0084(13) 0.0168(15) C25 0.0344(19) 0.095(3) 0.075(3) -0.042(2) -0.0102(18) 0.032(2) C26 0.0324(17) 0.110(3) 0.0314(18) 0.0007(18) 0.0066(14) 0.031(2) C27 0.0253(14) 0.0318(15) 0.0452(17) 0.0044(13) 0.0059(13) 0.0124(13) C28 0.0265(14) 0.0326(15) 0.0384(17) 0.0097(13) 0.0101(13) 0.0150(12) C41 0.0298(15) 0.0177(13) 0.0381(17) 0.0081(12) 0.0112(13) 0.0036(12) C42 0.0312(15) 0.0205(13) 0.0251(14) 0.0062(11) 0.0065(11) 0.0009(11) C43 0.0313(15) 0.0241(14) 0.0383(16) 0.0132(12) 0.0081(12) 0.0050(12) C44 0.0272(15) 0.0251(14) 0.0385(16) 0.0111(12) 0.0067(12) 0.0010(12) N1 0.0336(13) 0.0373(14) 0.0387(14) 0.0127(11) 0.0058(11) 0.0144(11) N2 0.0305(12) 0.0285(13) 0.0291(13) 0.0065(10) 0.0034(10) 0.0074(10) O1 0.0727(16) 0.0454(13) 0.0466(14) 0.0047(11) 0.0123(12) 0.0332(12) O2 0.0504(14) 0.0628(16) 0.0614(15) 0.0290(12) -0.0158(12) 0.0161(12) O3 0.0298(11) 0.0719(16) 0.0442(14) 0.0266(12) -0.0008(10) -0.0011(11) O4 0.0426(12) 0.0393(12) 0.0388(12) 0.0101(9) 0.0193(10) 0.0156(10) O5 0.0414(12) 0.0336(11) 0.0296(12) 0.0108(9) 0.0089(9) -0.0016(9) O6 0.0359(11) 0.0253(10) 0.0489(13) 0.0153(9) -0.0019(10) -0.0090(9) O100 0.0735(19) 0.081(2) 0.091(2) 0.0341(17) -0.0024(17) 0.0217(17) O200 0.091(2) 0.0735(19) 0.0623(17) 0.0196(14) 0.0198(15) 0.0288(17) Cd1 0.01919(15) 0.01745(15) 0.02121(15) 0.00455(11) 0.00278(11) 0.00028(11) Cd2 0.02391(12) 0.02350(13) 0.02525(13) 0.00518(8) 0.00333(8) 0.00648(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.322(4) . ? C1 C2 1.402(5) . ? C2 C3 1.346(5) . ? C3 C4 1.401(5) . ? C4 C12 1.413(4) . ? C4 C5 1.438(5) . ? C5 C6 1.330(5) . ? C6 C7 1.443(5) . ? C7 C8 1.389(5) . ? C7 C11 1.418(4) . ? C8 C9 1.354(5) . ? C9 C10 1.398(4) . ? C10 N2 1.321(4) . ? C11 N2 1.356(3) . ? C11 C12 1.444(4) . ? C12 N1 1.352(4) . ? C21 O2 1.236(3) . ? C21 O1 1.247(3) . ? C21 C22 1.511(4) . ? C22 C25 1.513(5) . ? C22 C23 1.518(5) . ? C23 C24 1.524(4) . ? C24 C27 1.518(4) . ? C25 C26 1.530(5) . ? C26 C27 1.513(4) . ? C27 C28 1.512(4) . ? C28 O3 1.243(4) . ? C28 O4 1.269(3) . ? C41 O5 1.246(3) . ? C41 O6 1.258(3) . ? C41 C42 1.533(3) . ? C42 C43 1.521(4) . ? C42 C44 1.527(4) 2_666 ? C43 C44 1.533(3) . ? C44 C42 1.527(4) 2_666 ? N1 Cd2 2.377(2) . ? N2 Cd2 2.331(2) . ? O1 Cd2 2.327(2) . ? O2 Cd1 2.279(2) . ? O2 Cd2 2.605(3) . ? O3 Cd2 2.338(2) 1_655 ? O4 Cd1 2.3253(18) 1_655 ? O4 Cd2 2.487(2) 1_655 ? O5 Cd2 2.2517(18) . ? O6 Cd1 2.2397(17) . ? Cd1 O6 2.2397(18) 2_556 ? Cd1 O2 2.279(2) 2_556 ? Cd1 O4 2.3253(18) 2_656 ? Cd1 O4 2.3253(18) 1_455 ? Cd2 O3 2.338(2) 1_455 ? Cd2 O4 2.487(2) 1_455 ? 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 C1 C2 122.5(3) . . ? C3 C2 C1 119.7(3) . . ? C2 C3 C4 119.9(3) . . ? C3 C4 C12 117.1(3) . . ? C3 C4 C5 123.7(3) . . ? C12 C4 C5 119.2(3) . . ? C6 C5 C4 121.7(3) . . ? C5 C6 C7 121.5(3) . . ? C8 C7 C11 117.9(3) . . ? C8 C7 C6 123.5(3) . . ? C11 C7 C6 118.6(3) . . ? C9 C8 C7 120.0(3) . . ? C8 C9 C10 119.0(3) . . ? N2 C10 C9 123.0(3) . . ? N2 C11 C7 121.4(3) . . ? N2 C11 C12 118.7(2) . . ? C7 C11 C12 119.9(3) . . ? N1 C12 C4 122.4(3) . . ? N1 C12 C11 118.4(2) . . ? C4 C12 C11 119.1(3) . . ? O2 C21 O1 120.5(3) . . ? O2 C21 C22 120.1(3) . . ? O1 C21 C22 119.4(3) . . ? C21 C22 C25 111.9(3) . . ? C21 C22 C23 114.9(3) . . ? C25 C22 C23 109.9(3) . . ? C22 C23 C24 112.8(2) . . ? C27 C24 C23 112.2(3) . . ? C22 C25 C26 111.9(3) . . ? C27 C26 C25 110.8(3) . . ? C28 C27 C26 114.6(3) . . ? C28 C27 C24 112.4(2) . . ? C26 C27 C24 110.2(2) . . ? O3 C28 O4 120.3(3) . . ? O3 C28 C27 119.5(2) . . ? O4 C28 C27 120.2(3) . . ? O5 C41 O6 126.2(2) . . ? O5 C41 C42 118.3(2) . . ? O6 C41 C42 115.5(2) . . ? C43 C42 C44 110.4(2) . 2_666 ? C43 C42 C41 114.1(2) . . ? C44 C42 C41 108.9(2) 2_666 . ? C42 C43 C44 110.7(2) . . ? C42 C44 C43 110.5(2) 2_666 . ? C1 N1 C12 118.4(3) . . ? C1 N1 Cd2 126.4(2) . . ? C12 N1 Cd2 115.06(18) . . ? C10 N2 C11 118.6(2) . . ? C10 N2 Cd2 124.95(19) . . ? C11 N2 Cd2 116.32(18) . . ? C21 O1 Cd2 100.55(18) . . ? C21 O2 Cd1 170.4(2) . . ? C21 O2 Cd2 87.50(18) . . ? Cd1 O2 Cd2 91.63(8) . . ? C28 O3 Cd2 96.82(16) . 1_655 ? C28 O4 Cd1 136.30(17) . 1_655 ? C28 O4 Cd2 89.17(17) . 1_655 ? Cd1 O4 Cd2 93.59(7) 1_655 1_655 ? C41 O5 Cd2 122.43(17) . . ? C41 O6 Cd1 135.28(19) . . ? O6 Cd1 O6 180.00(11) 2_556 . ? O6 Cd1 O2 88.76(8) 2_556 . ? O6 Cd1 O2 91.24(8) . . ? O6 Cd1 O2 91.24(8) 2_556 2_556 ? O6 Cd1 O2 88.76(8) . 2_556 ? O2 Cd1 O2 180.0 . 2_556 ? O6 Cd1 O4 89.75(7) 2_556 2_656 ? O6 Cd1 O4 90.25(7) . 2_656 ? O2 Cd1 O4 97.54(8) . 2_656 ? O2 Cd1 O4 82.46(8) 2_556 2_656 ? O6 Cd1 O4 90.25(7) 2_556 1_455 ? O6 Cd1 O4 89.75(7) . 1_455 ? O2 Cd1 O4 82.46(8) . 1_455 ? O2 Cd1 O4 97.54(8) 2_556 1_455 ? O4 Cd1 O4 180.0 2_656 1_455 ? O5 Cd2 O1 100.05(8) . . ? O5 Cd2 N2 103.68(7) . . ? O1 Cd2 N2 87.43(8) . . ? O5 Cd2 O3 159.73(8) . 1_455 ? O1 Cd2 O3 91.32(8) . 1_455 ? N2 Cd2 O3 93.46(8) . 1_455 ? O5 Cd2 N1 83.76(8) . . ? O1 Cd2 N1 158.47(8) . . ? N2 Cd2 N1 71.12(8) . . ? O3 Cd2 N1 91.81(8) 1_455 . ? O5 Cd2 O4 106.29(7) . 1_455 ? O1 Cd2 O4 112.58(8) . 1_455 ? N2 Cd2 O4 139.84(7) . 1_455 ? O3 Cd2 O4 53.57(7) 1_455 1_455 ? N1 Cd2 O4 86.17(7) . 1_455 ? O5 Cd2 O2 80.85(7) . . ? O1 Cd2 O2 51.45(7) . . ? N2 Cd2 O2 138.38(7) . . ? O3 Cd2 O2 93.56(8) 1_455 . ? N1 Cd2 O2 149.39(8) . . ? O4 Cd2 O2 73.13(7) 1_455 . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.481 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.063 # Attachment 'compound V CCDC 283062.cif' data_sadcompoundV _database_code_depnum_ccdc_archive 'CCDC 283062' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H54 Mn3 N4 O16' _chemical_formula_weight 1107.77 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 8.5210(4) _cell_length_b 21.5643(10) _cell_length_c 26.7853(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.0070(10) _cell_angle_gamma 90.00 _cell_volume 4921.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour paleyellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2292 _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.819 _exptl_absorpt_correction_T_max 0.890 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10308 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 23.27 _reflns_number_total 3546 _reflns_number_gt 2749 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0845P)^2^+16.1649P] 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 3546 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0779 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1694 _refine_ls_wR_factor_gt 0.1542 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 2.732 _refine_ls_shift/su_mean 0.052 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 C1 C 0.1670(7) 0.2782(3) 0.3753(3) 0.0657(18) Uani 1 1 d . . . H1 H 0.1791 0.2683 0.3418 0.079 Uiso 1 1 calc R . . C2 C 0.2457(8) 0.3297(3) 0.3943(3) 0.079(2) Uani 1 1 d . . . H2 H 0.3101 0.3533 0.3740 0.095 Uiso 1 1 calc R . . C3 C 0.2271(8) 0.3451(3) 0.4434(3) 0.075(2) Uani 1 1 d . . . H3 H 0.2788 0.3794 0.4567 0.089 Uiso 1 1 calc R . . C4 C 0.1302(7) 0.3092(3) 0.4733(2) 0.0570(16) Uani 1 1 d . . . C5 C 0.1038(8) 0.3217(3) 0.5250(3) 0.0667(19) Uani 1 1 d . . . H5 H 0.1523 0.3557 0.5401 0.080 Uiso 1 1 calc R . . C6 C 0.0105(8) 0.2853(3) 0.5517(2) 0.0651(18) Uani 1 1 d . . . H6 H -0.0068 0.2950 0.5850 0.078 Uiso 1 1 calc R . . C7 C -0.0632(6) 0.2320(3) 0.5308(2) 0.0483(14) Uani 1 1 d . . . C8 C -0.1599(7) 0.1917(3) 0.5573(2) 0.0593(17) Uani 1 1 d . . . H8 H -0.1791 0.1992 0.5909 0.071 Uiso 1 1 calc R . . C9 C -0.2258(7) 0.1417(3) 0.5343(2) 0.0586(16) Uani 1 1 d . . . H9 H -0.2888 0.1145 0.5519 0.070 Uiso 1 1 calc R . . C10 C -0.1976(7) 0.1319(3) 0.4842(2) 0.0508(14) Uani 1 1 d . . . H10 H -0.2434 0.0976 0.4687 0.061 Uiso 1 1 calc R . . C11 C -0.0409(6) 0.2183(2) 0.48024(19) 0.0404(12) Uani 1 1 d . . . C12 C 0.0578(6) 0.2577(2) 0.4513(2) 0.0431(13) Uani 1 1 d . . . C21 C 0.1876(6) 0.0885(3) 0.35292(19) 0.0443(13) Uani 1 1 d . . . C22 C 0.3079(6) 0.0445(3) 0.33308(19) 0.0452(13) Uani 1 1 d . . . H22 H 0.2883 0.0398 0.2971 0.054 Uiso 1 1 calc R . . C23 C 0.3039(7) -0.0198(3) 0.3567(3) 0.0646(17) Uani 1 1 d . . . H23A H 0.3194 -0.0161 0.3926 0.078 Uiso 1 1 calc R . . H23B H 0.2016 -0.0384 0.3506 0.078 Uiso 1 1 calc R . . C24 C 0.4293(7) -0.0614(3) 0.3358(3) 0.075(2) Uani 1 1 d . . . H24A H 0.4073 -0.0687 0.3007 0.090 Uiso 1 1 calc R . . H24B H 0.4270 -0.1011 0.3528 0.090 Uiso 1 1 calc R . . C25 C 0.5936(7) -0.0328(3) 0.3420(3) 0.0606(16) Uani 1 1 d . . . H25A H 0.6208 -0.0297 0.3772 0.073 Uiso 1 1 calc R . . H25B H 0.6702 -0.0595 0.3264 0.073 Uiso 1 1 calc R . . C26 C 0.4723(6) 0.0723(2) 0.3406(2) 0.0438(13) Uani 1 1 d . . . H26A H 0.4758 0.1129 0.3250 0.053 Uiso 1 1 calc R . . H26B H 0.4937 0.0776 0.3760 0.053 Uiso 1 1 calc R . . C27 C 0.5984(5) 0.0310(2) 0.31834(19) 0.0409(12) Uani 1 1 d . . . H27 H 0.5730 0.0261 0.2827 0.049 Uiso 1 1 calc R . . C28 C 0.7584(6) 0.0604(2) 0.32234(19) 0.0407(12) Uani 1 1 d . . . C31 C -0.2480(6) 0.2231(3) 0.3009(2) 0.0471(14) Uani 1 1 d . . . C32 C -0.3761(10) 0.2595(3) 0.2767(3) 0.103(3) Uani 1 1 d . . . H32 H -0.4366 0.2587 0.3075 0.123 Uiso 1 1 calc R . . C33 C -0.5000 0.2242(3) 0.2500 0.0464(19) Uani 1 2 d S . . H33A H -0.5504 0.1975 0.2740 0.056 Uiso 0.50 1 calc PR . . H33B H -0.4496 0.1975 0.2260 0.056 Uiso 0.50 1 calc PR . . C34 C -0.3772(10) 0.3216(3) 0.2765(5) 0.137(5) Uani 1 1 d . . . H34A H -0.2771 0.3346 0.2634 0.165 Uiso 1 1 calc R . . H34B H -0.3779 0.3345 0.3112 0.165 Uiso 1 1 calc R . . C35 C -0.5000 0.3589(4) 0.2500 0.117(5) Uani 1 2 d S . . H35A H -0.5507 0.3855 0.2741 0.140 Uiso 0.50 1 calc PR . . H35B H -0.4493 0.3855 0.2259 0.140 Uiso 0.50 1 calc PR . . N1 N 0.0766(5) 0.2432(2) 0.40234(17) 0.0488(11) Uani 1 1 d . . . N2 N -0.1086(5) 0.1689(2) 0.45722(15) 0.0404(10) Uani 1 1 d . . . O1 O 0.1518(4) 0.08862(19) 0.39802(13) 0.0564(10) Uani 1 1 d . . . O2 O 0.1243(4) 0.12795(18) 0.32316(13) 0.0482(9) Uani 1 1 d . . . O3 O 0.8020(4) 0.0795(2) 0.36518(14) 0.0617(12) Uani 1 1 d . . . O4 O 0.8391(5) 0.0633(2) 0.28421(14) 0.0613(11) Uani 1 1 d . . . O10 O -0.1505(8) 0.1997(3) 0.2750(3) 0.143(3) Uani 1 1 d . . . O11 O -0.2474(7) 0.2184(3) 0.34584(17) 0.1006(19) Uani 1 1 d . . . O100 O 0.238(3) 0.0165(4) 0.4836(3) 0.427(13) Uani 1 1 d . . . O200 O -0.0710(12) -0.0209(4) 0.4328(4) 0.197(4) Uani 1 1 d . . . Mn1 Mn 0.0000 0.12699(5) 0.2500 0.0345(3) Uani 1 2 d S . . Mn2 Mn -0.05888(9) 0.15940(4) 0.37553(3) 0.0455(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.056(4) 0.075(5) 0.066(4) 0.022(4) 0.001(3) 0.004(4) C2 0.055(4) 0.070(5) 0.114(7) 0.035(5) 0.013(4) 0.008(4) C3 0.049(4) 0.054(4) 0.120(7) 0.004(4) -0.010(4) 0.003(3) C4 0.039(3) 0.053(4) 0.079(5) -0.001(3) -0.010(3) 0.013(3) C5 0.054(4) 0.062(4) 0.083(5) -0.026(4) -0.022(4) 0.015(3) C6 0.057(4) 0.081(5) 0.057(4) -0.020(4) -0.015(3) 0.022(4) C7 0.040(3) 0.062(4) 0.042(3) -0.010(3) -0.009(3) 0.018(3) C8 0.055(4) 0.088(5) 0.035(3) 0.002(3) -0.002(3) 0.026(4) C9 0.056(4) 0.067(4) 0.053(4) 0.015(3) 0.012(3) 0.007(3) C10 0.048(3) 0.055(4) 0.050(4) -0.001(3) 0.004(3) 0.003(3) C11 0.031(3) 0.049(3) 0.041(3) -0.001(2) -0.004(2) 0.014(2) C12 0.034(3) 0.044(3) 0.050(3) -0.002(3) -0.007(2) 0.010(2) C21 0.023(3) 0.070(4) 0.040(3) -0.008(3) -0.005(2) 0.001(3) C22 0.032(3) 0.069(4) 0.035(3) -0.002(3) 0.000(2) 0.004(3) C23 0.043(4) 0.063(4) 0.088(5) -0.001(3) 0.009(3) -0.013(3) C24 0.052(4) 0.049(4) 0.124(6) -0.003(4) 0.011(4) -0.011(3) C25 0.041(3) 0.049(4) 0.091(5) -0.002(3) 0.000(3) 0.004(3) C26 0.035(3) 0.046(3) 0.051(3) 0.011(2) 0.005(2) 0.004(2) C27 0.030(3) 0.058(3) 0.035(3) -0.001(2) -0.004(2) -0.001(2) C28 0.030(3) 0.051(3) 0.041(3) 0.008(2) -0.002(2) 0.001(2) C31 0.037(3) 0.052(3) 0.052(4) -0.011(3) -0.005(3) 0.012(3) C32 0.132(7) 0.068(5) 0.104(6) -0.020(4) -0.093(6) 0.026(5) C33 0.042(4) 0.048(5) 0.049(5) 0.000 -0.001(4) 0.000 C34 0.107(7) 0.046(5) 0.255(13) -0.001(6) -0.122(8) -0.005(4) C35 0.116(10) 0.043(6) 0.187(14) 0.000 -0.095(10) 0.000 N1 0.038(3) 0.058(3) 0.051(3) 0.010(2) -0.001(2) 0.006(2) N2 0.033(2) 0.048(3) 0.040(2) -0.001(2) -0.0012(19) 0.007(2) O1 0.041(2) 0.092(3) 0.037(2) -0.0044(19) 0.0048(17) 0.007(2) O2 0.0325(19) 0.073(3) 0.039(2) -0.0062(19) -0.0087(16) 0.0086(18) O3 0.039(2) 0.105(3) 0.042(2) -0.011(2) 0.0018(18) -0.018(2) O4 0.054(2) 0.085(3) 0.046(2) -0.002(2) 0.016(2) -0.028(2) O10 0.145(6) 0.090(4) 0.198(7) -0.011(4) 0.108(6) 0.039(4) O11 0.128(5) 0.130(5) 0.043(3) -0.010(3) -0.034(3) 0.043(4) O100 1.08(4) 0.103(7) 0.107(7) 0.006(5) 0.123(15) -0.100(14) O200 0.229(10) 0.153(8) 0.209(10) 0.057(7) -0.009(8) -0.007(7) Mn1 0.0281(6) 0.0499(7) 0.0256(6) 0.000 0.0034(4) 0.000 Mn2 0.0325(5) 0.0684(6) 0.0356(5) -0.0086(4) -0.0019(3) 0.0086(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.308(7) . ? C1 C2 1.388(10) . ? C2 C3 1.368(11) . ? C3 C4 1.396(9) . ? C4 C12 1.396(8) . ? C4 C5 1.431(9) . ? C5 C6 1.335(9) . ? C6 C7 1.419(9) . ? C7 C8 1.401(9) . ? C7 C11 1.401(7) . ? C8 C9 1.359(9) . ? C9 C10 1.383(8) . ? C10 N2 1.325(7) . ? C11 N2 1.355(7) . ? C11 C12 1.433(7) . ? C12 N1 1.360(7) . ? C21 O1 1.251(6) . ? C21 O2 1.278(6) . ? C21 C22 1.501(7) . ? C22 C23 1.526(8) . ? C22 C26 1.534(7) . ? C23 C24 1.510(8) . ? C24 C25 1.536(8) . ? C25 C27 1.517(8) . ? C26 C27 1.525(7) . ? C27 C28 1.505(7) . ? C28 O4 1.243(6) . ? C28 O3 1.269(6) . ? C31 O10 1.204(7) . ? C31 O11 1.207(7) . ? C31 C32 1.484(8) . ? C32 C34 1.340(9) . ? C32 C33 1.476(8) . ? C33 C32 1.476(8) 2_455 ? C34 C35 1.491(8) . ? C35 C34 1.491(9) 2_455 ? N1 Mn2 2.255(5) . ? N2 Mn2 2.246(4) . ? O1 Mn2 2.424(4) . ? O2 Mn1 2.211(3) . ? O2 Mn2 2.223(4) . ? O3 Mn2 2.107(4) 1_655 ? O4 Mn1 2.156(4) 1_655 ? O10 Mn1 2.140(5) . ? O11 Mn2 2.188(5) . ? Mn1 O10 2.140(5) 2 ? Mn1 O4 2.156(4) 1_455 ? Mn1 O4 2.156(4) 2_655 ? Mn1 O2 2.211(3) 2 ? Mn2 O3 2.107(4) 1_455 ? 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 C1 C2 122.9(7) . . ? C3 C2 C1 118.9(7) . . ? C2 C3 C4 119.9(7) . . ? C12 C4 C3 117.3(6) . . ? C12 C4 C5 118.9(6) . . ? C3 C4 C5 123.8(7) . . ? C6 C5 C4 120.8(6) . . ? C5 C6 C7 121.9(6) . . ? C8 C7 C11 116.8(5) . . ? C8 C7 C6 124.2(6) . . ? C11 C7 C6 119.0(6) . . ? C9 C8 C7 120.3(5) . . ? C8 C9 C10 119.0(6) . . ? N2 C10 C9 123.2(6) . . ? N2 C11 C7 122.8(5) . . ? N2 C11 C12 118.0(5) . . ? C7 C11 C12 119.2(5) . . ? N1 C12 C4 122.2(5) . . ? N1 C12 C11 117.7(5) . . ? C4 C12 C11 120.1(5) . . ? O1 C21 O2 119.6(5) . . ? O1 C21 C22 121.5(5) . . ? O2 C21 C22 118.9(5) . . ? C21 C22 C23 114.1(4) . . ? C21 C22 C26 109.5(4) . . ? C23 C22 C26 109.1(4) . . ? C24 C23 C22 111.4(5) . . ? C23 C24 C25 111.8(5) . . ? C27 C25 C24 110.5(5) . . ? C27 C26 C22 111.7(4) . . ? C28 C27 C25 112.6(4) . . ? C28 C27 C26 111.7(4) . . ? C25 C27 C26 110.0(4) . . ? O4 C28 O3 124.7(5) . . ? O4 C28 C27 118.5(5) . . ? O3 C28 C27 116.8(4) . . ? O10 C31 O11 123.3(7) . . ? O10 C31 C32 118.6(7) . . ? O11 C31 C32 118.1(6) . . ? C34 C32 C33 120.6(6) . . ? C34 C32 C31 122.3(6) . . ? C33 C32 C31 117.0(6) . . ? C32 C33 C32 117.9(7) . 2_455 ? C32 C34 C35 123.1(7) . . ? C34 C35 C34 114.6(9) 2_455 . ? C1 N1 C12 118.8(5) . . ? C1 N1 Mn2 126.1(4) . . ? C12 N1 Mn2 115.0(3) . . ? C10 N2 C11 118.0(5) . . ? C10 N2 Mn2 126.6(4) . . ? C11 N2 Mn2 115.4(3) . . ? C21 O1 Mn2 87.3(3) . . ? C21 O2 Mn1 137.5(3) . . ? C21 O2 Mn2 95.9(3) . . ? Mn1 O2 Mn2 103.39(14) . . ? C28 O3 Mn2 122.7(3) . 1_655 ? C28 O4 Mn1 138.3(4) . 1_655 ? C31 O10 Mn1 155.8(6) . . ? C31 O11 Mn2 113.7(4) . . ? O10 Mn1 O10 85.8(4) . 2 ? O10 Mn1 O4 86.8(2) . 1_455 ? O10 Mn1 O4 171.3(2) 2 1_455 ? O10 Mn1 O4 171.3(2) . 2_655 ? O10 Mn1 O4 86.8(2) 2 2_655 ? O4 Mn1 O4 100.9(2) 1_455 2_655 ? O10 Mn1 O2 89.8(3) . . ? O10 Mn1 O2 89.4(3) 2 . ? O4 Mn1 O2 85.84(15) 1_455 . ? O4 Mn1 O2 94.84(14) 2_655 . ? O10 Mn1 O2 89.4(3) . 2 ? O10 Mn1 O2 89.8(3) 2 2 ? O4 Mn1 O2 94.84(14) 1_455 2 ? O4 Mn1 O2 85.84(15) 2_655 2 ? O2 Mn1 O2 178.9(2) . 2 ? O3 Mn2 O11 91.1(2) 1_455 . ? O3 Mn2 O2 93.85(15) 1_455 . ? O11 Mn2 O2 117.85(17) . . ? O3 Mn2 N2 95.03(15) 1_455 . ? O11 Mn2 N2 98.69(17) . . ? O2 Mn2 N2 142.15(14) . . ? O3 Mn2 N1 168.80(15) 1_455 . ? O11 Mn2 N1 91.06(19) . . ? O2 Mn2 N1 94.84(15) . . ? N2 Mn2 N1 73.78(16) . . ? O3 Mn2 O1 86.01(15) 1_455 . ? O11 Mn2 O1 172.83(16) . . ? O2 Mn2 O1 55.92(12) . . ? N2 Mn2 O1 88.12(13) . . ? N1 Mn2 O1 93.01(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.740 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.079 # Attachment 'compound VI CCDC 283063.cif' data_sadacompoundVI _database_code_depnum_ccdc_archive 'CCDC 283063' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H16 Cd O7' _chemical_formula_weight 336.61 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn 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 13.151 _cell_length_b 20.4388(4) _cell_length_c 8.5602(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2300.81(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.943 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 1.916 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.589 _exptl_absorpt_correction_T_max 0.794 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8944 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 23.25 _reflns_number_total 1654 _reflns_number_gt 1479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0185P)^2^+7.0434P] 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 1654 _refine_ls_number_parameters 168 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0670 _refine_ls_goodness_of_fit_ref 1.190 _refine_ls_restrained_S_all 1.188 _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 C1 C 0.5226(4) 0.4108(2) 0.2132(5) 0.0272(11) Uani 1 1 d . . . C2 C 0.4460(4) 0.3747(2) 0.3149(5) 0.0278(11) Uani 1 1 d . . . H2 H 0.3845 0.3675 0.2526 0.033 Uiso 1 1 calc R . . C3 C 0.4827(4) 0.3087(2) 0.3736(6) 0.0376(13) Uani 1 1 d . . . H3A H 0.5434 0.3145 0.4364 0.045 Uiso 1 1 calc R . . H3B H 0.5000 0.2810 0.2854 0.045 Uiso 1 1 calc R . . C4 C 0.4003(4) 0.2758(3) 0.4711(6) 0.0416(13) Uani 1 1 d . . . H4A H 0.4250 0.2341 0.5093 0.050 Uiso 1 1 calc R . . H4B H 0.3410 0.2678 0.4066 0.050 Uiso 1 1 calc R . . C5 C 0.3707(4) 0.3194(2) 0.6097(6) 0.0381(13) Uani 1 1 d . . . H7A H 0.3157 0.2987 0.6671 0.046 Uiso 1 1 calc R . . H7B H 0.4283 0.3234 0.6797 0.046 Uiso 1 1 calc R . . C6 C 0.4177(3) 0.4191(2) 0.4525(5) 0.0262(11) Uani 1 1 d . . . H5A H 0.3912 0.4602 0.4129 0.031 Uiso 1 1 calc R . . H5B H 0.4782 0.4286 0.5133 0.031 Uiso 1 1 calc R . . C7 C 0.3374(3) 0.3867(2) 0.5585(5) 0.0266(11) Uani 1 1 d . . . H6 H 0.2746 0.3819 0.4978 0.032 Uiso 1 1 calc R . . C8 C 0.3156(3) 0.4325(2) 0.6941(5) 0.0249(11) Uani 1 1 d . . . O1 O 0.4906(2) 0.44879(18) 0.1092(4) 0.0406(9) Uani 1 1 d . . . O2 O 0.6164(3) 0.40444(19) 0.2372(4) 0.0434(10) Uani 1 1 d . . . O3 O 0.3740(2) 0.42958(17) 0.8134(4) 0.0342(8) Uani 1 1 d . . . O4 O 0.2439(3) 0.47222(17) 0.6868(4) 0.0350(8) Uani 1 1 d . . . O5 O 0.2111(3) 0.5820(2) -0.0237(4) 0.0431(9) Uani 1 1 d D . . O6 O 0.4068(3) 0.5892(2) 0.1859(5) 0.0429(9) Uani 1 1 d D . . O100 O 0.3097(9) 0.7071(5) 0.0058(16) 0.111(5) Uani 0.50 1 d P . . O200 O 0.2747(9) 0.7030(5) 0.2352(14) 0.095(4) Uani 0.50 1 d P . . Cd1 Cd 0.35361(3) 0.511545(18) -0.01310(4) 0.03034(15) Uani 1 1 d . . . H51 H 0.182(4) 0.585(3) 0.064(4) 0.08(2) Uiso 1 1 d D . . H52 H 0.181(4) 0.587(3) -0.111(3) 0.052 Uiso 1 1 d D . . H61 H 0.379(4) 0.6265(13) 0.176(7) 0.052 Uiso 1 1 d D . . H62 H 0.4713(4) 0.587(3) 0.185(7) 0.055(19) Uiso 1 1 d 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 C1 0.026(3) 0.038(3) 0.017(2) -0.007(2) 0.003(2) -0.001(2) C2 0.026(3) 0.036(3) 0.021(2) -0.001(2) 0.000(2) -0.002(2) C3 0.044(3) 0.036(3) 0.033(3) -0.005(2) 0.005(2) 0.001(2) C4 0.056(4) 0.033(3) 0.036(3) -0.001(2) 0.008(3) -0.007(3) C5 0.046(3) 0.039(3) 0.029(3) 0.005(2) 0.007(2) -0.010(3) C6 0.025(3) 0.029(3) 0.025(3) 0.000(2) 0.001(2) 0.000(2) C7 0.025(3) 0.038(3) 0.016(2) -0.001(2) 0.003(2) -0.004(2) C8 0.021(3) 0.035(3) 0.018(2) 0.004(2) 0.005(2) -0.008(2) O1 0.032(2) 0.060(3) 0.030(2) 0.0169(19) 0.0038(16) -0.0003(17) O2 0.022(2) 0.072(3) 0.036(2) 0.0095(18) 0.0034(16) -0.0032(18) O3 0.0326(19) 0.049(2) 0.0212(18) -0.0058(15) -0.0068(15) 0.0076(16) O4 0.0254(18) 0.053(2) 0.0262(18) -0.0025(16) -0.0023(14) 0.0065(18) O5 0.034(2) 0.071(3) 0.024(2) -0.0013(19) 0.0022(17) 0.0048(18) O6 0.028(2) 0.060(3) 0.041(2) -0.009(2) 0.0000(18) 0.0028(19) O100 0.102(9) 0.054(6) 0.178(14) -0.026(8) 0.012(9) -0.023(6) O200 0.094(8) 0.071(7) 0.121(10) 0.017(6) 0.000(7) 0.001(6) Cd1 0.0213(2) 0.0456(3) 0.0242(2) -0.00319(16) 0.00478(15) -0.00194(15) _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 C1 O1 1.254(6) . ? C1 O2 1.258(6) . ? C1 C2 1.522(7) . ? C2 C3 1.519(7) . ? C2 C6 1.533(6) . ? C3 C4 1.524(7) . ? C4 C5 1.533(7) . ? C5 C7 1.509(7) . ? C6 C7 1.542(6) . ? C7 C8 1.518(6) . ? C8 O4 1.247(6) . ? C8 O3 1.278(5) . ? O1 Cd1 2.352(3) 5_665 ? O1 Cd1 2.446(3) . ? O2 Cd1 2.605(4) 5_665 ? O3 Cd1 2.255(3) 1_556 ? O4 Cd1 2.284(3) 8_656 ? O5 Cd1 2.365(4) . ? O6 Cd1 2.431(4) . ? Cd1 O3 2.255(3) 1_554 ? Cd1 O4 2.284(3) 8_655 ? Cd1 O1 2.352(3) 5_665 ? Cd1 O2 2.605(4) 5_665 ? 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 C1 O2 120.6(4) . . ? O1 C1 C2 119.0(4) . . ? O2 C1 C2 120.3(4) . . ? C3 C2 C1 114.2(4) . . ? C3 C2 C6 110.5(4) . . ? C1 C2 C6 108.3(4) . . ? C2 C3 C4 110.3(4) . . ? C3 C4 C5 110.5(4) . . ? C7 C5 C4 112.2(4) . . ? C2 C6 C7 111.3(4) . . ? C5 C7 C8 113.2(4) . . ? C5 C7 C6 111.4(4) . . ? C8 C7 C6 108.3(4) . . ? O4 C8 O3 121.6(4) . . ? O4 C8 C7 120.4(4) . . ? O3 C8 C7 118.0(4) . . ? C1 O1 Cd1 99.7(3) . 5_665 ? C1 O1 Cd1 151.1(3) . . ? Cd1 O1 Cd1 108.12(13) 5_665 . ? C1 O2 Cd1 87.7(3) . 5_665 ? C8 O3 Cd1 114.9(3) . 1_556 ? C8 O4 Cd1 133.8(3) . 8_656 ? O3 Cd1 O4 107.38(12) 1_554 8_655 ? O3 Cd1 O1 85.53(13) 1_554 5_665 ? O4 Cd1 O1 150.72(12) 8_655 5_665 ? O3 Cd1 O5 121.41(12) 1_554 . ? O4 Cd1 O5 78.36(13) 8_655 . ? O1 Cd1 O5 117.84(13) 5_665 . ? O3 Cd1 O6 155.86(12) 1_554 . ? O4 Cd1 O6 82.32(13) 8_655 . ? O1 Cd1 O6 76.68(13) 5_665 . ? O5 Cd1 O6 81.78(13) . . ? O3 Cd1 O1 78.75(12) 1_554 . ? O4 Cd1 O1 84.73(11) 8_655 . ? O1 Cd1 O1 71.88(13) 5_665 . ? O5 Cd1 O1 156.78(12) . . ? O6 Cd1 O1 80.27(13) . . ? O3 Cd1 O2 89.23(13) 1_554 5_665 ? O4 Cd1 O2 150.29(12) 8_655 5_665 ? O1 Cd1 O2 51.94(11) 5_665 5_665 ? O5 Cd1 O2 71.94(12) . 5_665 ? O6 Cd1 O2 92.41(13) . 5_665 ? O1 Cd1 O2 123.34(11) . 5_665 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.605 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.078 # Attachment 'compound VII CCDC 283064.cif' data_sadacompoundVII _database_code_depnum_ccdc_archive 'CCDC 283064' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H36 Cd2 N4 O8' _chemical_formula_weight 925.53 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.6099(2) _cell_length_b 17.0455(2) _cell_length_c 18.5687(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.89 _cell_angle_gamma 90.00 _cell_volume 3551.32(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 1.259 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.626 _exptl_absorpt_correction_T_max 0.838 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14758 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 23.26 _reflns_number_total 5076 _reflns_number_gt 4509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0665P)^2^+13.3409P] 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 5076 _refine_ls_number_parameters 462 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1375 _refine_ls_wR_factor_gt 0.1336 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 C1 C 0.5238(7) 0.2311(5) 0.0733(5) 0.065(2) Uani 1 1 d . . . H1 H 0.5333 0.2125 0.1216 0.078 Uiso 1 1 calc R . . C2 C 0.4183(7) 0.2123(5) 0.0192(5) 0.068(2) Uani 1 1 d . . . H2 H 0.3583 0.1841 0.0324 0.082 Uiso 1 1 calc R . . C3 C 0.4048(7) 0.2353(5) -0.0516(5) 0.067(2) Uani 1 1 d . . . H3 H 0.3367 0.2213 -0.0881 0.080 Uiso 1 1 calc R . . C4 C 0.4940(6) 0.2807(4) -0.0703(4) 0.0529(17) Uani 1 1 d . . . C5 C 0.4861(8) 0.3079(5) -0.1441(4) 0.069(2) Uani 1 1 d . . . H5 H 0.4189 0.2958 -0.1820 0.083 Uiso 1 1 calc R . . C6 C 0.5718(7) 0.3499(5) -0.1596(4) 0.068(2) Uani 1 1 d . . . H6 H 0.5655 0.3650 -0.2086 0.081 Uiso 1 1 calc R . . C7 C 0.6759(6) 0.3731(4) -0.1017(4) 0.0539(17) Uani 1 1 d . . . C8 C 0.7655(8) 0.4204(5) -0.1163(4) 0.067(2) Uani 1 1 d . . . H8 H 0.7608 0.4378 -0.1644 0.081 Uiso 1 1 calc R . . C9 C 0.8604(7) 0.4407(5) -0.0585(5) 0.068(2) Uani 1 1 d . . . H9 H 0.9210 0.4722 -0.0669 0.081 Uiso 1 1 calc R . . C10 C 0.8650(6) 0.4134(4) 0.0135(4) 0.0566(18) Uani 1 1 d . . . H10 H 0.9292 0.4283 0.0524 0.068 Uiso 1 1 calc R . . C11 C 0.6877(5) 0.3478(4) -0.0282(3) 0.0403(14) Uani 1 1 d . . . C12 C 0.5954(5) 0.2992(4) -0.0120(3) 0.0422(15) Uani 1 1 d . . . C21 C 0.9293(6) 0.2277(4) -0.0545(4) 0.0589(19) Uani 1 1 d . . . H21 H 0.8855 0.1949 -0.0316 0.071 Uiso 1 1 calc R . . C22 C 0.8915(8) 0.2377(5) -0.1315(5) 0.071(2) Uani 1 1 d . . . H22 H 0.8224 0.2133 -0.1589 0.085 Uiso 1 1 calc R . . C23 C 0.9568(8) 0.2835(6) -0.1664(5) 0.075(2) Uani 1 1 d . . . H23 H 0.9339 0.2893 -0.2179 0.090 Uiso 1 1 calc R . . C24 C 1.0581(7) 0.3215(4) -0.1245(4) 0.0584(19) Uani 1 1 d . . . C25 C 1.1289(9) 0.3728(5) -0.1570(5) 0.078(2) Uani 1 1 d . . . H25 H 1.1086 0.3801 -0.2084 0.093 Uiso 1 1 calc R . . C26 C 1.2238(9) 0.4104(5) -0.1147(5) 0.078(3) Uani 1 1 d . . . H26 H 1.2676 0.4439 -0.1370 0.094 Uiso 1 1 calc R . . C27 C 1.2585(7) 0.3997(4) -0.0360(5) 0.060(2) Uani 1 1 d . . . C28 C 1.3617(7) 0.4351(5) 0.0107(6) 0.076(2) Uani 1 1 d . . . H28 H 1.4079 0.4689 -0.0095 0.091 Uiso 1 1 calc R . . C29 C 1.3922(7) 0.4199(5) 0.0833(6) 0.078(3) Uani 1 1 d . . . H29 H 1.4608 0.4422 0.1137 0.094 Uiso 1 1 calc R . . C30 C 1.3212(6) 0.3703(5) 0.1143(5) 0.067(2) Uani 1 1 d . . . H30 H 1.3434 0.3609 0.1653 0.081 Uiso 1 1 calc R . . C31 C 1.1931(5) 0.3491(4) -0.0014(4) 0.0443(15) Uani 1 1 d . . . C32 C 1.0900(6) 0.3103(4) -0.0466(4) 0.0430(15) Uani 1 1 d . . . C41 C 0.8664(7) 0.1536(4) 0.1499(4) 0.0566(18) Uani 1 1 d . . . C42 C 0.8988(10) 0.0694(5) 0.1558(5) 0.087(3) Uani 1 1 d . . . H42 H 0.9830 0.0683 0.1833 0.104 Uiso 1 1 calc R . . C43 C 0.8951(13) 0.0321(5) 0.0836(6) 0.121(5) Uani 1 1 d . . . H43A H 0.8164 0.0399 0.0507 0.145 Uiso 1 1 calc R . . H43B H 0.9517 0.0587 0.0616 0.145 Uiso 1 1 calc R . . C44 C 0.9219(12) -0.0519(6) 0.0873(6) 0.108(4) Uani 1 1 d . . . H44A H 1.0066 -0.0593 0.1089 0.129 Uiso 1 1 calc R . . H44B H 0.9026 -0.0732 0.0372 0.129 Uiso 1 1 calc R . . C45 C 0.8532(13) -0.0963(5) 0.1331(6) 0.114(4) Uani 1 1 d . . . H45A H 0.7703 -0.0995 0.1053 0.137 Uiso 1 1 calc R . . H45B H 0.8841 -0.1493 0.1410 0.137 Uiso 1 1 calc R . . C46 C 0.8349(9) 0.0232(5) 0.2036(5) 0.073(2) Uani 1 1 d . . . H46A H 0.8587 0.0431 0.2542 0.088 Uiso 1 1 calc R . . H46B H 0.7497 0.0314 0.1850 0.088 Uiso 1 1 calc R . . C47 C 0.8595(12) -0.0606(5) 0.2047(5) 0.100(4) Uani 1 1 d . . . H47 H 0.9443 -0.0640 0.2306 0.120 Uiso 1 1 calc R . . C48 C 0.7985(8) -0.1042(5) 0.2562(5) 0.069(2) Uani 1 1 d . . . C51 C 1.0774(7) 0.3616(5) 0.2230(4) 0.0614(19) Uani 1 1 d . . . C52 C 1.0770(13) 0.4208(8) 0.2823(6) 0.131(5) Uani 1 1 d . . . H52 H 1.0037 0.4493 0.2588 0.157 Uiso 1 1 calc R . . C53 C 1.0499(15) 0.3955(10) 0.3466(9) 0.162(6) Uiso 1 1 d . . . H53A H 1.1039 0.3528 0.3667 0.194 Uiso 1 1 calc R . . H53B H 0.9703 0.3734 0.3323 0.194 Uiso 1 1 calc R . . C54 C 1.1608(10) 0.4804(6) 0.2856(6) 0.098(3) Uiso 1 1 d . . . H54A H 1.1366 0.5108 0.2400 0.117 Uiso 1 1 calc R . . H54B H 1.2365 0.4560 0.2860 0.117 Uiso 1 1 calc R . . C55 C 1.0539(13) 0.4533(9) 0.4096(9) 0.140(5) Uiso 1 1 d . . . H55A H 0.9774 0.4794 0.4015 0.169 Uiso 1 1 calc R . . H55B H 1.0687 0.4251 0.4565 0.169 Uiso 1 1 calc R . . C56 C 1.1810(13) 0.5359(9) 0.3497(8) 0.129(4) Uiso 1 1 d . . . H56 H 1.1070 0.5649 0.3292 0.155 Uiso 1 1 calc R . . C57 C 1.1476(14) 0.5121(9) 0.4138(8) 0.144(5) Uiso 1 1 d . . . H57A H 1.1236 0.5588 0.4359 0.172 Uiso 1 1 calc R . . H57B H 1.2189 0.4925 0.4488 0.172 Uiso 1 1 calc R . . C58 C 1.2567(7) 0.6037(5) 0.3500(5) 0.067(2) Uani 1 1 d . . . N1 N 0.6099(5) 0.2738(3) 0.0585(3) 0.0472(13) Uani 1 1 d . . . N2 N 0.7826(4) 0.3678(3) 0.0285(3) 0.0441(12) Uani 1 1 d . . . N3 N 1.0254(5) 0.2631(3) -0.0124(3) 0.0451(13) Uani 1 1 d . . . N4 N 1.2235(5) 0.3364(3) 0.0732(3) 0.0494(13) Uani 1 1 d . . . O1 O 0.7939(6) 0.1800(3) 0.1813(3) 0.0700(15) Uani 1 1 d . . . O2 O 0.9174(5) 0.1981(3) 0.1128(4) 0.0814(18) Uani 1 1 d . . . O3 O 0.7510(8) -0.1688(4) 0.2386(4) 0.112(3) Uani 1 1 d . . . O4 O 0.8084(5) -0.0770(3) 0.3199(3) 0.0730(16) Uani 1 1 d . . . O5 O 1.1613(6) 0.3153(4) 0.2261(3) 0.0836(18) Uani 1 1 d . . . O6 O 0.9884(5) 0.3573(4) 0.1703(3) 0.0888(19) Uani 1 1 d . . . O7 O 1.2820(8) 0.6231(6) 0.2947(4) 0.132(3) Uani 1 1 d . . . O8 O 1.2930(6) 0.6412(4) 0.4096(4) 0.096(2) Uani 1 1 d . . . Cd1 Cd 0.79060(4) 0.31193(3) 0.14629(3) 0.04486(18) Uani 1 1 d . . . Cd2 Cd 1.10476(4) 0.24220(3) 0.11886(3) 0.04553(18) 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 C1 0.072(5) 0.062(5) 0.068(5) 0.004(4) 0.032(4) -0.012(4) C2 0.057(5) 0.057(5) 0.097(7) -0.004(5) 0.028(5) -0.013(4) C3 0.050(4) 0.061(5) 0.087(6) -0.020(4) 0.013(4) -0.008(4) C4 0.047(4) 0.049(4) 0.060(5) -0.013(3) 0.007(3) 0.000(3) C5 0.064(5) 0.086(6) 0.045(4) -0.011(4) -0.007(4) 0.007(4) C6 0.068(5) 0.086(6) 0.043(4) 0.000(4) 0.004(4) -0.003(5) C7 0.058(4) 0.060(4) 0.045(4) 0.004(3) 0.015(3) 0.005(4) C8 0.086(6) 0.071(5) 0.053(4) 0.006(4) 0.030(4) -0.011(4) C9 0.069(5) 0.060(5) 0.081(6) 0.010(4) 0.033(4) -0.011(4) C10 0.054(4) 0.053(4) 0.063(5) -0.005(4) 0.016(3) -0.009(3) C11 0.043(3) 0.040(3) 0.038(3) -0.002(3) 0.009(3) 0.005(3) C12 0.042(3) 0.042(3) 0.042(4) -0.009(3) 0.012(3) 0.002(3) C21 0.049(4) 0.059(4) 0.063(5) -0.002(4) 0.005(4) -0.013(4) C22 0.060(5) 0.079(6) 0.062(5) -0.008(4) -0.008(4) -0.009(4) C23 0.081(6) 0.089(6) 0.048(4) 0.003(5) 0.004(4) 0.005(5) C24 0.065(5) 0.057(4) 0.053(4) 0.011(4) 0.016(4) 0.013(4) C25 0.096(7) 0.083(6) 0.063(5) 0.025(5) 0.035(5) 0.010(5) C26 0.087(6) 0.070(5) 0.092(7) 0.023(5) 0.049(6) 0.002(5) C27 0.056(4) 0.047(4) 0.088(6) 0.003(4) 0.035(4) -0.004(3) C28 0.063(5) 0.059(5) 0.116(8) -0.001(5) 0.038(5) -0.014(4) C29 0.050(5) 0.069(5) 0.113(8) -0.024(5) 0.016(5) -0.024(4) C30 0.051(4) 0.065(5) 0.079(5) -0.007(4) 0.004(4) -0.004(4) C31 0.043(3) 0.035(3) 0.057(4) -0.001(3) 0.016(3) 0.003(3) C32 0.042(3) 0.040(3) 0.049(4) 0.003(3) 0.015(3) 0.008(3) C41 0.063(5) 0.046(4) 0.056(4) 0.004(4) 0.008(4) -0.006(4) C42 0.139(9) 0.052(5) 0.091(7) 0.008(5) 0.069(7) 0.003(5) C43 0.236(15) 0.065(6) 0.090(7) -0.020(5) 0.090(9) -0.050(8) C44 0.164(11) 0.081(7) 0.107(8) -0.023(6) 0.088(8) -0.020(7) C45 0.201(13) 0.055(5) 0.120(9) -0.018(6) 0.103(9) -0.027(7) C46 0.109(7) 0.058(5) 0.064(5) -0.002(4) 0.045(5) -0.002(5) C47 0.184(11) 0.060(5) 0.072(6) 0.012(5) 0.058(7) -0.022(6) C48 0.104(6) 0.051(5) 0.058(5) 0.008(4) 0.031(5) -0.011(4) C51 0.059(5) 0.077(5) 0.044(4) -0.010(4) 0.005(4) -0.007(4) C52 0.182(12) 0.141(10) 0.088(7) -0.071(8) 0.068(8) -0.086(10) C58 0.075(5) 0.072(5) 0.058(5) -0.012(4) 0.024(4) -0.027(4) N1 0.051(3) 0.046(3) 0.048(3) -0.001(3) 0.019(3) -0.005(3) N2 0.043(3) 0.045(3) 0.045(3) -0.002(2) 0.013(2) -0.003(2) N3 0.043(3) 0.045(3) 0.045(3) 0.002(2) 0.006(2) 0.000(2) N4 0.041(3) 0.046(3) 0.059(4) -0.007(3) 0.009(3) -0.007(3) O1 0.098(4) 0.058(3) 0.060(3) 0.006(3) 0.031(3) 0.012(3) O2 0.065(3) 0.077(4) 0.101(5) 0.038(3) 0.019(3) -0.018(3) O3 0.187(8) 0.086(5) 0.066(4) -0.001(4) 0.038(5) -0.062(5) O4 0.107(4) 0.054(3) 0.072(4) 0.006(3) 0.048(3) -0.012(3) O5 0.086(4) 0.102(5) 0.056(3) 0.002(3) 0.007(3) 0.029(4) O6 0.058(3) 0.133(6) 0.062(3) -0.024(4) -0.008(3) -0.016(4) O7 0.143(7) 0.191(9) 0.060(4) 0.012(5) 0.024(4) -0.062(6) O8 0.128(5) 0.088(4) 0.087(4) -0.040(4) 0.055(4) -0.052(4) Cd1 0.0514(3) 0.0436(3) 0.0378(3) -0.0054(2) 0.0084(2) 0.0027(2) Cd2 0.0480(3) 0.0447(3) 0.0430(3) -0.0010(2) 0.0103(2) -0.0032(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.321(9) . ? C1 C2 1.407(12) . ? C2 C3 1.341(12) . ? C3 C4 1.406(11) . ? C4 C12 1.414(9) . ? C4 C5 1.427(11) . ? C5 C6 1.316(12) . ? C6 C7 1.451(10) . ? C7 C8 1.396(10) . ? C7 C11 1.404(9) . ? C8 C9 1.370(12) . ? C9 C10 1.404(11) . ? C10 N2 1.317(8) . ? C11 N2 1.358(8) . ? C11 C12 1.447(9) . ? C12 N1 1.348(8) . ? C21 N3 1.331(9) . ? C21 C22 1.394(11) . ? C22 C23 1.361(12) . ? C23 C24 1.392(11) . ? C24 C32 1.411(10) . ? C24 C25 1.436(11) . ? C25 C26 1.341(13) . ? C26 C27 1.425(12) . ? C27 C31 1.409(9) . ? C27 C28 1.420(12) . ? C28 C29 1.329(13) . ? C29 C30 1.403(12) . ? C30 N4 1.326(9) . ? C31 N4 1.356(9) . ? C31 C32 1.434(9) . ? C32 N3 1.363(8) . ? C41 O1 1.225(9) . ? C41 O2 1.271(9) . ? C41 C42 1.481(11) . ? C42 C43 1.474(12) . ? C42 C46 1.516(11) . ? C43 C44 1.463(14) . ? C44 C45 1.510(13) . ? C45 C47 1.446(13) . ? C46 C47 1.456(12) . ? C47 C48 1.522(11) . ? C48 O3 1.238(10) . ? C48 O4 1.247(9) . ? C48 Cd1 2.712(7) 2_645 ? C51 O6 1.230(9) . ? C51 O5 1.244(9) . ? C51 C52 1.493(12) . ? C52 C53 1.379(18) . ? C52 C54 1.397(14) . ? C53 C55 1.522(19) . ? C54 C56 1.491(16) . ? C55 C57 1.466(18) . ? C56 C57 1.404(18) . ? C56 C58 1.451(15) . ? C58 O7 1.186(10) . ? C58 O8 1.254(9) . ? N1 Cd1 2.393(6) . ? N2 Cd1 2.365(5) . ? N3 Cd2 2.400(5) . ? N4 Cd2 2.408(5) . ? O1 Cd1 2.339(5) . ? O2 Cd2 2.276(5) . ? O2 Cd1 2.605(7) . ? O3 Cd1 2.332(6) 2_645 ? O4 Cd1 2.381(5) 2_645 ? O5 Cd2 2.298(6) . ? O6 Cd1 2.355(6) . ? O8 Cd2 2.230(6) 2_755 ? Cd1 O3 2.332(6) 2_655 ? Cd1 O4 2.381(5) 2_655 ? Cd1 C48 2.712(7) 2_655 ? Cd2 O8 2.230(6) 2_745 ? 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 C1 C2 122.9(8) . . ? C3 C2 C1 119.7(7) . . ? C2 C3 C4 119.6(8) . . ? C3 C4 C12 117.0(7) . . ? C3 C4 C5 123.1(7) . . ? C12 C4 C5 119.9(7) . . ? C6 C5 C4 121.4(7) . . ? C5 C6 C7 121.2(7) . . ? C8 C7 C11 118.3(7) . . ? C8 C7 C6 122.3(7) . . ? C11 C7 C6 119.4(7) . . ? C9 C8 C7 118.9(7) . . ? C8 C9 C10 119.2(7) . . ? N2 C10 C9 123.1(7) . . ? N2 C11 C7 122.3(6) . . ? N2 C11 C12 118.6(5) . . ? C7 C11 C12 119.1(6) . . ? N1 C12 C4 122.9(6) . . ? N1 C12 C11 118.1(6) . . ? C4 C12 C11 118.9(6) . . ? N3 C21 C22 122.9(7) . . ? C23 C22 C21 119.4(8) . . ? C22 C23 C24 119.7(8) . . ? C23 C24 C32 118.1(7) . . ? C23 C24 C25 122.8(8) . . ? C32 C24 C25 119.1(8) . . ? C26 C25 C24 121.2(8) . . ? C25 C26 C27 120.9(7) . . ? C31 C27 C28 116.8(8) . . ? C31 C27 C26 120.2(7) . . ? C28 C27 C26 122.9(7) . . ? C29 C28 C27 120.0(8) . . ? C28 C29 C30 120.1(8) . . ? N4 C30 C29 122.2(8) . . ? N4 C31 C27 122.3(6) . . ? N4 C31 C32 118.9(6) . . ? C27 C31 C32 118.8(6) . . ? N3 C32 C24 121.8(6) . . ? N3 C32 C31 118.4(6) . . ? C24 C32 C31 119.8(6) . . ? O1 C41 O2 120.7(7) . . ? O1 C41 C42 120.9(7) . . ? O2 C41 C42 118.3(8) . . ? C43 C42 C41 113.8(8) . . ? C43 C42 C46 113.9(8) . . ? C41 C42 C46 113.1(7) . . ? C44 C43 C42 115.0(9) . . ? C43 C44 C45 112.3(9) . . ? C47 C45 C44 113.5(9) . . ? C47 C46 C42 113.2(7) . . ? C45 C47 C46 115.9(8) . . ? C45 C47 C48 116.8(8) . . ? C46 C47 C48 111.5(8) . . ? O3 C48 O4 120.4(7) . . ? O3 C48 C47 121.0(8) . . ? O4 C48 C47 118.1(8) . . ? O3 C48 Cd1 59.1(4) . 2_645 ? O4 C48 Cd1 61.4(4) . 2_645 ? C47 C48 Cd1 174.7(7) . 2_645 ? O6 C51 O5 119.1(8) . . ? O6 C51 C52 117.8(9) . . ? O5 C51 C52 123.0(9) . . ? C53 C52 C54 120.1(11) . . ? C53 C52 C51 118.1(12) . . ? C54 C52 C51 112.9(9) . . ? C52 C53 C55 119.6(14) . . ? C52 C54 C56 117.5(10) . . ? C57 C55 C53 111.1(14) . . ? C57 C56 C58 121.7(13) . . ? C57 C56 C54 118.2(13) . . ? C58 C56 C54 118.7(11) . . ? C56 C57 C55 120.9(14) . . ? O7 C58 O8 121.3(8) . . ? O7 C58 C56 120.2(9) . . ? O8 C58 C56 118.5(9) . . ? C1 N1 C12 117.8(6) . . ? C1 N1 Cd1 125.9(5) . . ? C12 N1 Cd1 116.3(4) . . ? C10 N2 C11 118.2(6) . . ? C10 N2 Cd1 125.1(5) . . ? C11 N2 Cd1 116.6(4) . . ? C21 N3 C32 118.1(6) . . ? C21 N3 Cd2 125.1(5) . . ? C32 N3 Cd2 116.6(4) . . ? C30 N4 C31 118.6(6) . . ? C30 N4 Cd2 124.8(5) . . ? C31 N4 Cd2 116.4(4) . . ? C41 O1 Cd1 100.7(5) . . ? C41 O2 Cd2 138.0(5) . . ? C41 O2 Cd1 86.8(5) . . ? Cd2 O2 Cd1 109.5(2) . . ? C48 O3 Cd1 93.8(5) . 2_645 ? C48 O4 Cd1 91.3(5) . 2_645 ? C51 O5 Cd2 105.0(5) . . ? C51 O6 Cd1 138.6(6) . . ? C58 O8 Cd2 105.3(5) . 2_755 ? O3 Cd1 O1 82.7(2) 2_655 . ? O3 Cd1 O6 101.6(3) 2_655 . ? O1 Cd1 O6 108.5(2) . . ? O3 Cd1 N2 145.3(2) 2_655 . ? O1 Cd1 N2 129.64(19) . . ? O6 Cd1 N2 81.2(2) . . ? O3 Cd1 O4 54.5(2) 2_655 2_655 ? O1 Cd1 O4 131.75(19) . 2_655 ? O6 Cd1 O4 101.7(2) . 2_655 ? N2 Cd1 O4 90.96(18) . 2_655 ? O3 Cd1 N1 108.1(3) 2_655 . ? O1 Cd1 N1 82.9(2) . . ? O6 Cd1 N1 149.34(19) . . ? N2 Cd1 N1 70.15(17) . . ? O4 Cd1 N1 89.9(2) 2_655 . ? O3 Cd1 O2 125.9(2) 2_655 . ? O1 Cd1 O2 51.72(18) . . ? O6 Cd1 O2 72.9(2) . . ? N2 Cd1 O2 88.23(18) . . ? O4 Cd1 O2 174.58(19) 2_655 . ? N1 Cd1 O2 94.90(19) . . ? O3 Cd1 C48 27.1(2) 2_655 2_655 ? O1 Cd1 C48 107.7(2) . 2_655 ? O6 Cd1 C48 102.8(3) . 2_655 ? N2 Cd1 C48 118.3(2) . 2_655 ? O4 Cd1 C48 27.4(2) 2_655 2_655 ? N1 Cd1 C48 100.4(2) . 2_655 ? O2 Cd1 C48 152.6(2) . 2_655 ? O8 Cd2 O2 107.1(3) 2_745 . ? O8 Cd2 O5 125.0(2) 2_745 . ? O2 Cd2 O5 106.2(2) . . ? O8 Cd2 N3 87.9(2) 2_745 . ? O2 Cd2 N3 83.5(2) . . ? O5 Cd2 N3 138.5(2) . . ? O8 Cd2 N4 92.5(2) 2_745 . ? O2 Cd2 N4 145.96(19) . . ? O5 Cd2 N4 83.2(2) . . ? N3 Cd2 N4 69.42(18) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.385 _refine_diff_density_min -0.842 _refine_diff_density_rms 0.111 # Attachment 'compound VIII CCDC 283065.cif' data_sadcompoundVIII _database_code_depnum_ccdc_archive 'CCDC 283065' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Mn2 N4 O10' _chemical_formula_weight 846.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8431(5) _cell_length_b 17.6527(9) _cell_length_c 11.6066(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.0900(10) _cell_angle_gamma 90.00 _cell_volume 1956.06(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour paleyellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 0.708 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.888 _exptl_absorpt_correction_T_max 0.919 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8107 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 23.24 _reflns_number_total 2804 _reflns_number_gt 2282 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'siemans XSCANS' _computing_cell_refinement 'siemans XSCANS' _computing_data_reduction 'siemans SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'siemans SHELXTL' _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^)+(0.0271P)^2^+4.6127P] 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 2804 _refine_ls_number_parameters 261 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.1504 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _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 C1 C 0.1468(7) 0.0533(4) 0.5194(6) 0.093(2) Uani 1 1 d . . . H1 H 0.0952 0.0872 0.5532 0.112 Uiso 1 1 calc R . . C2 C 0.1174(11) 0.0463(6) 0.3946(8) 0.131(4) Uani 1 1 d . . . H2 H 0.0466 0.0752 0.3468 0.157 Uiso 1 1 calc R . . C3 C 0.1915(16) -0.0019(8) 0.3451(9) 0.155(7) Uani 1 1 d . . . H3 H 0.1718 -0.0066 0.2629 0.186 Uiso 1 1 calc R . . C4 C 0.2989(11) -0.0455(6) 0.4167(7) 0.110(3) Uani 1 1 d . . . C5 C 0.3836(17) -0.0987(10) 0.3710(12) 0.168(9) Uani 1 1 d . . . H5 H 0.3678 -0.1053 0.2893 0.201 Uiso 1 1 calc R . . C6 C 0.4812(15) -0.1375(8) 0.4411(13) 0.164(8) Uani 1 1 d . . . H6 H 0.5356 -0.1699 0.4077 0.197 Uiso 1 1 calc R . . C7 C 0.5092(10) -0.1327(5) 0.5688(9) 0.105(3) Uani 1 1 d . . . C8 C 0.6112(11) -0.1749(5) 0.6501(13) 0.131(4) Uani 1 1 d . . . H8 H 0.6649 -0.2108 0.6227 0.157 Uiso 1 1 calc R . . C9 C 0.6302(9) -0.1627(5) 0.7671(11) 0.122(3) Uani 1 1 d . . . H9 H 0.6975 -0.1901 0.8212 0.146 Uiso 1 1 calc R . . C10 C 0.5495(8) -0.1092(4) 0.8070(7) 0.094(2) Uani 1 1 d . . . H10 H 0.5660 -0.1010 0.8884 0.113 Uiso 1 1 calc R . . C11 C 0.4304(7) -0.0807(4) 0.6167(6) 0.0706(18) Uani 1 1 d . . . C12 C 0.3238(8) -0.0373(4) 0.5408(6) 0.078(2) Uani 1 1 d . . . C21 C 0.2213(7) -0.0922(4) 0.9221(6) 0.0655(16) Uani 1 1 d . . . C22 C 0.1731(7) -0.1485(4) 1.0021(7) 0.090(2) Uani 1 1 d . . . H22 H 0.2417 -0.1436 1.0786 0.108 Uiso 1 1 calc R . . C23 C 0.1761(10) -0.2242(5) 0.9743(10) 0.153(5) Uani 1 1 d . . . H23A H 0.2702 -0.2373 0.9691 0.183 Uiso 1 1 calc R . . H23B H 0.1138 -0.2327 0.8967 0.183 Uiso 1 1 calc R . . C24 C 0.1332(9) -0.2773(4) 1.0645(9) 0.138(4) Uani 1 1 d . . . H24A H 0.2042 -0.2763 1.1389 0.166 Uiso 1 1 calc R . . H24B H 0.1257 -0.3288 1.0346 0.166 Uiso 1 1 calc R . . C25 C -0.0088(9) -0.2517(5) 1.0855(10) 0.149(4) Uani 1 1 d . . . H25A H -0.0819 -0.2629 1.0149 0.178 Uiso 1 1 calc R . . H25B H -0.0279 -0.2810 1.1505 0.178 Uiso 1 1 calc R . . C26 C 0.0347(6) -0.1218(3) 1.0273(6) 0.0676(17) Uani 1 1 d . . . H26A H 0.0472 -0.0716 1.0620 0.081 Uiso 1 1 calc R . . H26B H -0.0365 -0.1187 0.9531 0.081 Uiso 1 1 calc R . . C27 C -0.0148(8) -0.1756(4) 1.1116(8) 0.097(3) Uani 1 1 d . . . H27 H 0.0531 -0.1691 1.1882 0.116 Uiso 1 1 calc R . . C28 C -0.1526(7) -0.1444(4) 1.1313(7) 0.0736(19) Uani 1 1 d . . . N1 N 0.2472(5) 0.0121(3) 0.5898(4) 0.0693(14) Uani 1 1 d . . . N2 N 0.4502(5) -0.0693(3) 0.7354(5) 0.0682(14) Uani 1 1 d . . . O1 O 0.1573(4) -0.0867(3) 0.8159(4) 0.0807(13) Uani 1 1 d . . . O2 O 0.3241(4) -0.0502(3) 0.9652(3) 0.0705(11) Uani 1 1 d . . . O3 O -0.1423(4) -0.0914(3) 1.2037(4) 0.0855(14) Uani 1 1 d . . . O4 O -0.2646(5) -0.1731(2) 1.0745(5) 0.0898(14) Uani 1 1 d . . . O5 O 0.4576(4) 0.0930(3) 0.8556(4) 0.0642(11) Uani 1 1 d D . . Mn1 Mn 0.29577(9) 0.01029(5) 0.78897(7) 0.0592(3) Uani 1 1 d . . . H51 H 0.526(4) 0.072(3) 0.904(5) 0.10(3) Uiso 1 1 d D . . H52 H 0.413(5) 0.126(2) 0.885(5) 0.07(2) Uiso 1 1 d 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 C1 0.075(5) 0.108(6) 0.083(5) 0.029(4) -0.006(4) -0.030(4) C2 0.130(9) 0.156(10) 0.074(7) 0.046(6) -0.040(6) -0.091(8) C3 0.208(15) 0.191(14) 0.058(6) -0.012(7) 0.020(7) -0.141(12) C4 0.138(8) 0.136(8) 0.060(5) -0.024(5) 0.033(5) -0.093(7) C5 0.213(17) 0.214(18) 0.106(10) -0.100(11) 0.098(10) -0.148(15) C6 0.184(14) 0.162(13) 0.199(16) -0.134(12) 0.150(12) -0.122(11) C7 0.119(7) 0.084(6) 0.145(8) -0.059(6) 0.096(7) -0.051(5) C8 0.116(8) 0.074(6) 0.238(14) -0.048(8) 0.114(9) -0.013(5) C9 0.100(7) 0.084(6) 0.202(11) 0.003(7) 0.077(7) 0.024(5) C10 0.083(5) 0.095(5) 0.116(6) 0.013(5) 0.044(5) 0.024(4) C11 0.073(4) 0.077(4) 0.073(4) -0.019(4) 0.040(4) -0.029(4) C12 0.089(5) 0.095(5) 0.058(4) -0.024(4) 0.034(4) -0.058(4) C21 0.054(4) 0.081(5) 0.066(4) 0.011(4) 0.025(3) 0.015(3) C22 0.073(4) 0.085(5) 0.130(6) 0.031(5) 0.059(4) 0.020(4) C23 0.159(9) 0.092(6) 0.263(13) 0.039(7) 0.161(9) 0.047(6) C24 0.126(7) 0.086(6) 0.243(11) 0.064(7) 0.122(8) 0.055(5) C25 0.142(8) 0.085(6) 0.265(12) 0.065(7) 0.140(9) 0.049(6) C26 0.059(4) 0.056(4) 0.092(5) 0.010(3) 0.029(3) 0.014(3) C27 0.089(5) 0.065(4) 0.163(7) 0.022(5) 0.083(5) 0.013(4) C28 0.061(4) 0.060(4) 0.111(6) 0.021(4) 0.044(4) 0.008(3) N1 0.062(3) 0.087(4) 0.056(3) 0.012(3) 0.009(3) -0.022(3) N2 0.066(3) 0.073(3) 0.073(4) -0.001(3) 0.031(3) 0.007(3) O1 0.063(3) 0.097(3) 0.078(3) 0.000(3) 0.010(2) -0.013(2) O2 0.054(2) 0.095(3) 0.062(3) 0.008(2) 0.013(2) -0.002(2) O3 0.062(3) 0.086(3) 0.110(4) -0.009(3) 0.022(3) 0.016(2) O4 0.081(3) 0.066(3) 0.134(4) -0.009(3) 0.048(3) 0.004(3) O5 0.052(3) 0.078(3) 0.065(3) 0.001(2) 0.019(2) 0.003(2) Mn1 0.0507(5) 0.0723(6) 0.0570(5) 0.0017(5) 0.0177(4) 0.0058(5) _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 C1 N1 1.334(8) . ? C1 C2 1.413(11) . ? C2 C3 1.338(15) . ? C3 C4 1.405(16) . ? C4 C12 1.408(9) . ? C4 C5 1.440(17) . ? C5 C6 1.293(19) . ? C6 C7 1.443(15) . ? C7 C11 1.401(9) . ? C7 C8 1.411(13) . ? C8 C9 1.343(13) . ? C9 C10 1.384(10) . ? C10 N2 1.322(8) . ? C11 N2 1.359(7) . ? C11 C12 1.419(9) . ? C12 N1 1.364(8) . ? C21 O1 1.244(7) . ? C21 O2 1.256(7) . ? C21 C22 1.513(8) . ? C21 Mn1 2.598(6) . ? C22 C23 1.377(10) . ? C22 C26 1.536(8) . ? C23 C24 1.538(10) . ? C24 C25 1.544(9) . ? C25 C27 1.382(10) . ? C26 C27 1.526(8) . ? C27 C28 1.531(8) . ? C28 O3 1.245(8) . ? C28 O4 1.247(8) . ? N1 Mn1 2.245(5) . ? N2 Mn1 2.265(5) . ? O1 Mn1 2.256(4) . ? O2 Mn1 2.264(4) . ? O3 Mn1 2.097(4) 3_557 ? O5 Mn1 2.161(4) . ? Mn1 O3 2.097(4) 3_557 ? 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 C1 C2 121.1(9) . . ? C3 C2 C1 119.9(11) . . ? C2 C3 C4 120.3(10) . . ? C3 C4 C12 117.9(11) . . ? C3 C4 C5 124.0(10) . . ? C12 C4 C5 118.1(11) . . ? C6 C5 C4 121.4(14) . . ? C5 C6 C7 122.8(15) . . ? C11 C7 C8 116.9(9) . . ? C11 C7 C6 117.4(11) . . ? C8 C7 C6 125.6(10) . . ? C9 C8 C7 119.5(9) . . ? C8 C9 C10 119.9(10) . . ? N2 C10 C9 123.4(8) . . ? N2 C11 C7 122.9(8) . . ? N2 C11 C12 116.8(6) . . ? C7 C11 C12 120.3(8) . . ? N1 C12 C4 121.0(9) . . ? N1 C12 C11 119.1(5) . . ? C4 C12 C11 119.8(9) . . ? O1 C21 O2 120.8(6) . . ? O1 C21 C22 120.1(7) . . ? O2 C21 C22 119.1(6) . . ? O1 C21 Mn1 60.3(3) . . ? O2 C21 Mn1 60.6(3) . . ? C22 C21 Mn1 176.7(4) . . ? C23 C22 C21 117.7(7) . . ? C23 C22 C26 114.4(6) . . ? C21 C22 C26 109.9(5) . . ? C22 C23 C24 114.0(8) . . ? C23 C24 C25 109.8(6) . . ? C27 C25 C24 114.1(7) . . ? C27 C26 C22 111.6(5) . . ? C25 C27 C26 115.2(7) . . ? C25 C27 C28 118.0(7) . . ? C26 C27 C28 107.7(5) . . ? O3 C28 O4 125.4(6) . . ? O3 C28 C27 116.2(7) . . ? O4 C28 C27 118.4(7) . . ? C1 N1 C12 119.7(6) . . ? C1 N1 Mn1 125.4(5) . . ? C12 N1 Mn1 114.8(4) . . ? C10 N2 C11 117.4(6) . . ? C10 N2 Mn1 127.0(5) . . ? C11 N2 Mn1 115.5(4) . . ? C21 O1 Mn1 91.1(4) . . ? C21 O2 Mn1 90.5(3) . . ? C28 O3 Mn1 126.8(4) . 3_557 ? O3 Mn1 O5 89.98(18) 3_557 . ? O3 Mn1 N1 93.3(2) 3_557 . ? O5 Mn1 N1 108.20(16) . . ? O3 Mn1 O1 92.70(17) 3_557 . ? O5 Mn1 O1 151.72(17) . . ? N1 Mn1 O1 99.75(17) . . ? O3 Mn1 O2 102.53(17) 3_557 . ? O5 Mn1 O2 94.45(16) . . ? N1 Mn1 O2 152.41(19) . . ? O1 Mn1 O2 57.50(15) . . ? O3 Mn1 N2 166.47(19) 3_557 . ? O5 Mn1 N2 91.81(18) . . ? N1 Mn1 N2 73.4(2) . . ? O1 Mn1 N2 92.06(17) . . ? O2 Mn1 N2 90.70(17) . . ? O3 Mn1 C21 98.12(18) 3_557 . ? O5 Mn1 C21 123.2(2) . . ? N1 Mn1 C21 127.1(2) . . ? O1 Mn1 C21 28.61(17) . . ? O2 Mn1 C21 28.90(16) . . ? N2 Mn1 C21 92.10(18) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.24 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.571 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.053 # Attachment 'compound IX CCDC 283066.cif' data_sadcompoundIX _database_code_depnum_ccdc_archive 'CCDC 283066' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H10 Cd O4' _chemical_formula_weight 282.56 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.349(7) _cell_length_b 4.9842(12) _cell_length_c 12.627(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.163(4) _cell_angle_gamma 90.00 _cell_volume 1711.3(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 2.528 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.661 _exptl_absorpt_correction_T_max 0.738 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4868 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0618 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -3 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.98 _reflns_number_total 1994 _reflns_number_gt 1575 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'siemens XSCANS' _computing_cell_refinement 'siemens XSCANS' _computing_data_reduction 'siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'siemens SHELXTL' _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^)+(0.1345P)^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 1994 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1004 _refine_ls_R_factor_gt 0.0843 _refine_ls_wR_factor_ref 0.2136 _refine_ls_wR_factor_gt 0.2058 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.136 _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 C1 C 0.3646(4) 0.301(2) 0.6362(8) 0.026(2) Uani 1 1 d . . . H1 H 0.3657 0.4961 0.6445 0.032 Uiso 1 1 calc R . . C2 C 0.3532(4) 0.2398(19) 0.5182(8) 0.018(2) Uiso 1 1 d . . . H2 H 0.3505 0.0445 0.5107 0.022 Uiso 1 1 calc R . . C3 C 0.3948(4) 0.331(3) 0.4545(9) 0.037(3) Uani 1 1 d . . . H3A H 0.3879 0.2717 0.3813 0.045 Uiso 1 1 calc R . . H3B H 0.3961 0.5260 0.4543 0.045 Uiso 1 1 calc R . . C4 C 0.4440(5) 0.223(3) 0.5001(12) 0.048(4) Uani 1 1 d . . . H4A H 0.4448 0.0318 0.4870 0.057 Uiso 1 1 calc R . . H4B H 0.4694 0.3056 0.4630 0.057 Uiso 1 1 calc R . . C5 C 0.4554(5) 0.273(3) 0.6171(12) 0.050(4) Uani 1 1 d . . . H5A H 0.4622 0.4619 0.6287 0.059 Uiso 1 1 calc R . . H5B H 0.4849 0.1738 0.6428 0.059 Uiso 1 1 calc R . . C6 C 0.4143(4) 0.191(3) 0.6810(10) 0.040(3) Uani 1 1 d . . . H6A H 0.4218 0.2533 0.7536 0.048 Uiso 1 1 calc R . . H6B H 0.4126 -0.0038 0.6828 0.048 Uiso 1 1 calc R . . C7 C 0.3238(3) 0.1958(19) 0.6979(7) 0.0172(18) Uani 1 1 d . . . C8 C 0.3064(4) 0.357(2) 0.4681(7) 0.020(2) Uani 1 1 d . . . O1 O 0.2999(3) 0.3612(14) 0.7476(5) 0.0234(15) Uani 1 1 d . . . O2 O 0.3168(3) -0.0513(13) 0.6975(6) 0.0284(16) Uani 1 1 d . . . O3 O 0.2956(3) 0.6011(15) 0.4905(5) 0.0227(14) Uani 1 1 d . . . O4 O 0.2784(3) 0.2261(14) 0.4026(6) 0.0231(16) Uani 1 1 d . . . Cd1 Cd 0.24774(2) 0.19199(16) 0.85668(5) 0.0202(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.022(5) 0.034(6) 0.023(5) -0.001(5) 0.005(4) -0.001(5) C3 0.032(6) 0.051(9) 0.030(5) 0.005(5) 0.012(5) 0.001(6) C4 0.029(6) 0.061(10) 0.057(9) 0.005(7) 0.020(6) 0.009(6) C5 0.020(6) 0.072(11) 0.055(9) 0.002(7) 0.001(5) 0.000(6) C6 0.026(6) 0.062(9) 0.033(6) 0.003(6) -0.001(5) 0.004(6) C7 0.020(4) 0.015(4) 0.015(4) -0.004(4) -0.003(3) 0.004(4) C8 0.028(5) 0.016(5) 0.016(4) -0.004(4) 0.005(4) 0.004(4) O1 0.030(4) 0.015(4) 0.025(3) 0.006(3) 0.003(3) 0.002(3) O2 0.038(4) 0.003(3) 0.042(4) 0.003(3) -0.005(3) -0.002(3) O3 0.033(4) 0.015(3) 0.021(3) -0.002(3) 0.004(3) 0.001(3) O4 0.027(4) 0.018(4) 0.024(4) -0.006(3) 0.000(3) 0.001(3) Cd1 0.0228(4) 0.0213(5) 0.0167(4) 0.0016(3) 0.0032(3) -0.0020(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 C1 C6 1.518(15) . ? C1 C7 1.520(14) . ? C1 C2 1.521(13) . ? C2 C8 1.483(14) . ? C2 C3 1.532(14) . ? C3 C4 1.504(17) . ? C4 C5 1.50(2) . ? C5 C6 1.508(18) . ? C7 O2 1.246(11) . ? C7 O1 1.261(12) . ? C8 O4 1.248(12) . ? C8 O3 1.293(12) . ? O1 Cd1 2.250(7) . ? O1 Cd1 2.404(7) 4_556 ? O2 Cd1 2.227(7) 4_546 ? O3 Cd1 2.271(7) 6_565 ? O3 Cd1 2.413(6) 4_556 ? O4 Cd1 2.298(7) 6 ? Cd1 O2 2.227(7) 4_556 ? Cd1 O3 2.271(7) 6_566 ? Cd1 O4 2.298(7) 6_556 ? Cd1 O1 2.404(7) 4_546 ? Cd1 O3 2.413(6) 4_546 ? 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 C6 C1 C7 111.3(9) . . ? C6 C1 C2 112.0(9) . . ? C7 C1 C2 110.4(8) . . ? C8 C2 C1 114.6(8) . . ? C8 C2 C3 108.4(8) . . ? C1 C2 C3 111.6(9) . . ? C4 C3 C2 112.2(10) . . ? C5 C4 C3 113.7(11) . . ? C4 C5 C6 113.3(11) . . ? C5 C6 C1 113.1(11) . . ? O2 C7 O1 124.0(10) . . ? O2 C7 C1 117.4(9) . . ? O1 C7 C1 118.6(9) . . ? O4 C8 O3 119.8(9) . . ? O4 C8 C2 121.2(9) . . ? O3 C8 C2 119.0(9) . . ? C7 O1 Cd1 117.2(6) . . ? C7 O1 Cd1 117.1(6) . 4_556 ? Cd1 O1 Cd1 104.5(3) . 4_556 ? C7 O2 Cd1 133.3(6) . 4_546 ? C8 O3 Cd1 113.1(6) . 6_565 ? C8 O3 Cd1 119.7(6) . 4_556 ? Cd1 O3 Cd1 102.5(3) 6_565 4_556 ? C8 O4 Cd1 145.2(7) . 6 ? O2 Cd1 O1 97.5(3) 4_556 . ? O2 Cd1 O3 110.0(3) 4_556 6_566 ? O1 Cd1 O3 86.1(3) . 6_566 ? O2 Cd1 O4 148.7(3) 4_556 6_556 ? O1 Cd1 O4 104.8(3) . 6_556 ? O3 Cd1 O4 93.3(3) 6_566 6_556 ? O2 Cd1 O1 82.0(2) 4_556 4_546 ? O1 Cd1 O1 105.27(18) . 4_546 ? O3 Cd1 O1 162.6(3) 6_566 4_546 ? O4 Cd1 O1 71.2(2) 6_556 4_546 ? O2 Cd1 O3 85.0(3) 4_556 4_546 ? O1 Cd1 O3 163.3(3) . 4_546 ? O3 Cd1 O3 77.5(3) 6_566 4_546 ? O4 Cd1 O3 79.9(3) 6_556 4_546 ? O1 Cd1 O3 91.4(2) 4_546 4_546 ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 27.98 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 10.073 _refine_diff_density_min -1.965 _refine_diff_density_rms 0.380 # Attachment 'compound IV CCDC 283067.cif' data_sadcompoundIV _database_code_depnum_ccdc_archive 'CCDC 283067' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H54 Mn3 N4 O16' _chemical_formula_weight 1107.77 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' _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 8.8827(15) _cell_length_b 11.856(2) _cell_length_c 12.321(2) _cell_angle_alpha 76.791(2) _cell_angle_beta 87.930(3) _cell_angle_gamma 68.309(2) _cell_volume 1172.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour paleyellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.569 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 573 _exptl_absorpt_coefficient_mu 0.874 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.737 _exptl_absorpt_correction_T_max 0.885 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13718 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.99 _reflns_number_total 5463 _reflns_number_gt 4366 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0505P)^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 5463 _refine_ls_number_parameters 334 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.992 _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 C1 C 1.3867(3) -0.3898(3) 1.2072(2) 0.0531(7) Uani 1 1 d . . . H1 H 1.3738 -0.3311 1.1402 0.064 Uiso 1 1 calc R . . C2 C 1.5212(3) -0.5028(3) 1.2244(3) 0.0659(9) Uani 1 1 d . . . H2 H 1.5958 -0.5181 1.1694 0.079 Uiso 1 1 calc R . . C3 C 1.5416(3) -0.5889(3) 1.3211(3) 0.0633(9) Uani 1 1 d . . . H3 H 1.6310 -0.6636 1.3331 0.076 Uiso 1 1 calc R . . C4 C 1.4288(3) -0.5664(2) 1.4037(3) 0.0495(7) Uani 1 1 d . . . C5 C 1.4401(4) -0.6524(2) 1.5084(3) 0.0624(9) Uani 1 1 d . . . H5 H 1.5275 -0.7283 1.5242 0.075 Uiso 1 1 calc R . . C6 C 1.3290(4) -0.6265(3) 1.5837(3) 0.0592(8) Uani 1 1 d . . . H6 H 1.3393 -0.6851 1.6505 0.071 Uiso 1 1 calc R . . C7 C 1.1937(3) -0.5099(2) 1.5637(2) 0.0453(6) Uani 1 1 d . . . C8 C 1.0717(4) -0.4779(3) 1.6391(2) 0.0522(7) Uani 1 1 d . . . H8 H 1.0743 -0.5349 1.7056 0.063 Uiso 1 1 calc R . . C9 C 0.9516(4) -0.3656(3) 1.6158(2) 0.0506(7) Uani 1 1 d . . . H9 H 0.8740 -0.3426 1.6676 0.061 Uiso 1 1 calc R . . C10 C 0.9438(3) -0.2835(2) 1.51371(19) 0.0402(5) Uani 1 1 d . . . H10 H 0.8588 -0.2062 1.4982 0.048 Uiso 1 1 calc R . . C11 C 1.1786(3) -0.4220(2) 1.46205(19) 0.0337(5) Uani 1 1 d . . . C12 C 1.2972(3) -0.4505(2) 1.3798(2) 0.0366(5) Uani 1 1 d . . . C21 C 0.7857(2) 0.0474(2) 0.76792(19) 0.0315(5) Uani 1 1 d . . . C22 C 0.6945(3) -0.0395(2) 0.77863(19) 0.0329(5) Uani 1 1 d . . . H22 H 0.7764 -0.1233 0.7841 0.040 Uiso 1 1 calc R . . C23 C 0.5855(3) -0.0117(3) 0.6768(2) 0.0452(6) Uani 1 1 d . . . H23A H 0.6491 -0.0121 0.6111 0.054 Uiso 1 1 calc R . . H23B H 0.5025 0.0711 0.6680 0.054 Uiso 1 1 calc R . . C24 C 0.5981(3) -0.0468(3) 0.8817(2) 0.0641(9) Uani 1 1 d . . . H24A H 0.5124 0.0337 0.8785 0.077 Uiso 1 1 calc R . . H24B H 0.6685 -0.0668 0.9473 0.077 Uiso 1 1 calc R . . C25 C 0.5243(4) -0.1449(3) 0.8914(3) 0.0802(12) Uani 1 1 d . . . H25A H 0.6107 -0.2262 0.8996 0.096 Uiso 1 1 calc R . . H25B H 0.4626 -0.1467 0.9579 0.096 Uiso 1 1 calc R . . C26 C 0.5047(3) -0.1056(3) 0.6846(3) 0.0609(9) Uani 1 1 d . . . H26A H 0.5867 -0.1859 0.6814 0.073 Uiso 1 1 calc R . . H26B H 0.4289 -0.0792 0.6207 0.073 Uiso 1 1 calc R . . C27 C 0.4145(3) -0.1207(2) 0.7909(2) 0.0410(6) Uani 1 1 d . . . H27 H 0.3913 -0.1965 0.7970 0.049 Uiso 1 1 calc R . . C28 C 0.2527(2) -0.0161(2) 0.79078(19) 0.0299(5) Uani 1 1 d . . . C31 C 0.9836(3) -0.27148(18) 1.05990(18) 0.0292(4) Uani 1 1 d . . . C32 C 0.9749(3) -0.37129(18) 1.00438(17) 0.0288(4) Uani 1 1 d . . . H32 H 0.9421 -0.3321 0.9255 0.035 Uiso 1 1 calc R . . C33 C 1.1451(3) -0.47088(19) 1.01006(19) 0.0334(5) Uani 1 1 d . . . H33A H 1.1813 -0.5112 1.0874 0.040 Uiso 1 1 calc R . . H33B H 1.2200 -0.4321 0.9771 0.040 Uiso 1 1 calc R . . C34 C 1.1446(3) -0.5686(2) 0.94726(19) 0.0331(5) Uani 1 1 d . . . H34A H 1.1151 -0.5291 0.8689 0.040 Uiso 1 1 calc R . . H34B H 1.2526 -0.6323 0.9528 0.040 Uiso 1 1 calc R . . N1 N 1.2771(2) -0.36390(18) 1.28327(17) 0.0380(4) Uani 1 1 d . . . N2 N 1.0527(2) -0.31066(16) 1.43707(15) 0.0319(4) Uani 1 1 d . . . O1 O 0.8250(2) 0.07539(15) 0.85241(13) 0.0434(4) Uani 1 1 d . . . O2 O 0.8245(2) 0.09093(19) 0.67417(15) 0.0572(5) Uani 1 1 d . . . O3 O 0.1911(2) 0.06213(16) 0.70286(15) 0.0535(5) Uani 1 1 d . . . O4 O 0.1835(2) -0.01506(18) 0.88010(17) 0.0600(5) Uani 1 1 d . . . O5 O 1.0239(2) -0.18729(14) 1.00045(13) 0.0397(4) Uani 1 1 d . . . O6 O 0.9570(2) -0.28124(14) 1.16180(12) 0.0377(4) Uani 1 1 d . . . O100 O 1.1130(3) -0.2480(2) 0.7781(2) 0.0781(7) Uani 1 1 d D . . O200 O 0.8426(3) 0.1076(2) 0.43809(19) 0.0751(6) Uani 1 1 d D . . Mn1 Mn 1.0000 0.0000 1.0000 0.02205(11) Uani 1 2 d S . . Mn2 Mn 1.04004(4) -0.19230(3) 1.26422(3) 0.02690(10) Uani 1 1 d . . . H101 H 1.109(4) -0.194(2) 0.7187(14) 0.057 Uiso 1 1 d D . . H102 H 1.085(3) -0.214(2) 0.8329(15) 0.052 Uiso 1 1 d D . . H201 H 0.872(3) 0.1630(19) 0.397(2) 0.053 Uiso 1 1 d D . . H202 H 0.856(3) 0.085(2) 0.5088(3) 0.051 Uiso 1 1 d 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 C1 0.0445(15) 0.0681(18) 0.0576(17) -0.0297(14) 0.0173(13) -0.0258(14) C2 0.0421(16) 0.079(2) 0.098(3) -0.059(2) 0.0302(17) -0.0257(16) C3 0.0364(15) 0.0510(17) 0.110(3) -0.0417(19) 0.0013(16) -0.0104(13) C4 0.0361(14) 0.0380(14) 0.079(2) -0.0257(14) -0.0087(13) -0.0104(11) C5 0.0570(19) 0.0292(14) 0.091(2) -0.0025(14) -0.0323(18) -0.0079(13) C6 0.075(2) 0.0370(15) 0.0611(19) 0.0058(13) -0.0304(16) -0.0220(14) C7 0.0595(17) 0.0376(13) 0.0436(14) -0.0008(11) -0.0185(12) -0.0265(12) C8 0.087(2) 0.0568(17) 0.0258(12) -0.0010(11) -0.0042(13) -0.0464(17) C9 0.075(2) 0.0615(18) 0.0323(13) -0.0157(12) 0.0138(13) -0.0422(16) C10 0.0502(15) 0.0441(14) 0.0349(13) -0.0141(10) 0.0089(11) -0.0250(12) C11 0.0399(13) 0.0292(11) 0.0351(12) -0.0052(9) -0.0097(10) -0.0167(10) C12 0.0312(12) 0.0310(11) 0.0510(14) -0.0137(10) -0.0063(10) -0.0123(9) C21 0.0246(11) 0.0358(12) 0.0375(12) -0.0134(9) 0.0002(9) -0.0120(9) C22 0.0254(11) 0.0316(11) 0.0422(13) -0.0057(9) 0.0001(9) -0.0126(9) C23 0.0450(14) 0.0794(18) 0.0348(13) -0.0274(12) 0.0142(11) -0.0426(14) C24 0.0495(16) 0.129(3) 0.0261(13) -0.0001(15) -0.0038(11) -0.0572(19) C25 0.0413(16) 0.097(2) 0.080(2) 0.0485(19) -0.0216(15) -0.0395(17) C26 0.0413(15) 0.083(2) 0.094(2) -0.0674(19) 0.0312(15) -0.0380(15) C27 0.0269(12) 0.0264(11) 0.0726(17) -0.0105(11) 0.0071(11) -0.0141(9) C28 0.0257(11) 0.0322(11) 0.0407(13) -0.0184(10) 0.0058(9) -0.0154(9) C31 0.0331(11) 0.0203(10) 0.0361(12) -0.0087(8) -0.0017(9) -0.0105(8) C32 0.0419(12) 0.0226(10) 0.0260(10) -0.0070(8) -0.0012(9) -0.0154(9) C33 0.0386(12) 0.0285(11) 0.0400(12) -0.0120(9) 0.0019(10) -0.0180(10) C34 0.0409(13) 0.0272(11) 0.0372(12) -0.0141(9) 0.0045(10) -0.0157(9) N1 0.0322(10) 0.0443(11) 0.0427(11) -0.0180(9) 0.0073(8) -0.0160(9) N2 0.0360(10) 0.0300(9) 0.0327(10) -0.0082(8) 0.0013(8) -0.0150(8) O1 0.0463(10) 0.0435(9) 0.0414(10) -0.0137(8) -0.0136(8) -0.0141(8) O2 0.0836(14) 0.0789(14) 0.0450(10) -0.0290(10) 0.0265(10) -0.0643(12) O3 0.0540(11) 0.0440(10) 0.0477(11) -0.0083(8) -0.0156(9) -0.0010(9) O4 0.0677(13) 0.0655(12) 0.0694(13) -0.0377(10) 0.0434(11) -0.0409(11) O5 0.0585(11) 0.0271(8) 0.0441(9) -0.0151(7) 0.0120(8) -0.0249(8) O6 0.0585(10) 0.0319(8) 0.0303(8) -0.0102(6) -0.0007(7) -0.0234(8) O100 0.1002(18) 0.0755(17) 0.0710(17) -0.0297(13) 0.0320(15) -0.0416(15) O200 0.1004(18) 0.0798(17) 0.0510(13) -0.0140(12) 0.0010(13) -0.0406(14) Mn1 0.0285(2) 0.0204(2) 0.0216(2) -0.00590(16) 0.00237(17) -0.01343(17) Mn2 0.03088(19) 0.02880(18) 0.02531(17) -0.00746(13) 0.00264(13) -0.01534(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.328(3) . ? C1 C2 1.404(4) . ? C2 C3 1.349(5) . ? C3 C4 1.401(4) . ? C4 C12 1.412(3) . ? C4 C5 1.430(4) . ? C5 C6 1.331(4) . ? C6 C7 1.433(4) . ? C7 C8 1.402(4) . ? C7 C11 1.409(3) . ? C8 C9 1.338(4) . ? C9 C10 1.390(3) . ? C10 N2 1.332(3) . ? C11 N2 1.355(3) . ? C11 C12 1.438(3) . ? C12 N1 1.350(3) . ? C21 O2 1.245(3) . ? C21 O1 1.259(3) . ? C21 C22 1.511(3) . ? C22 C24 1.509(3) . ? C22 C23 1.511(3) . ? C23 C26 1.516(3) . ? C24 C25 1.514(4) . ? C25 C27 1.511(4) . ? C26 C27 1.521(4) . ? C27 C28 1.511(3) . ? C28 O4 1.241(3) . ? C28 O3 1.242(3) . ? C31 O5 1.253(2) . ? C31 O6 1.256(3) . ? C31 C32 1.522(3) . ? C32 C34 1.520(3) 2_747 ? C32 C33 1.528(3) . ? C33 C34 1.534(3) . ? C34 C32 1.520(3) 2_747 ? N1 Mn2 2.298(2) . ? N2 Mn2 2.2476(18) . ? O1 Mn1 2.2264(15) . ? O1 Mn2 2.3702(18) 2_757 ? O2 Mn2 2.2403(17) 2_757 ? O3 Mn2 2.1553(18) 2_657 ? O4 Mn1 2.1455(17) 1_455 ? O5 Mn1 2.1498(14) . ? O6 Mn2 2.1213(15) . ? Mn1 O4 2.1455(17) 2_657 ? Mn1 O4 2.1455(17) 1_655 ? Mn1 O5 2.1498(14) 2_757 ? Mn1 O1 2.2264(15) 2_757 ? Mn2 O3 2.1553(18) 2_657 ? Mn2 O2 2.2403(17) 2_757 ? Mn2 O1 2.3702(18) 2_757 ? 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 C1 C2 122.3(3) . . ? C3 C2 C1 119.5(3) . . ? C2 C3 C4 120.3(3) . . ? C3 C4 C12 116.5(3) . . ? C3 C4 C5 124.2(3) . . ? C12 C4 C5 119.3(3) . . ? C6 C5 C4 121.7(3) . . ? C5 C6 C7 121.1(3) . . ? C8 C7 C11 117.2(2) . . ? C8 C7 C6 123.8(3) . . ? C11 C7 C6 119.1(3) . . ? C9 C8 C7 120.2(2) . . ? C8 C9 C10 119.5(3) . . ? N2 C10 C9 122.8(2) . . ? N2 C11 C7 122.2(2) . . ? N2 C11 C12 117.9(2) . . ? C7 C11 C12 119.9(2) . . ? N1 C12 C4 123.2(2) . . ? N1 C12 C11 117.9(2) . . ? C4 C12 C11 118.9(2) . . ? O2 C21 O1 119.4(2) . . ? O2 C21 C22 119.50(19) . . ? O1 C21 C22 121.1(2) . . ? C24 C22 C23 109.23(18) . . ? C24 C22 C21 114.9(2) . . ? C23 C22 C21 112.88(19) . . ? C22 C23 C26 112.4(2) . . ? C22 C24 C25 111.3(3) . . ? C27 C25 C24 112.3(2) . . ? C23 C26 C27 113.1(2) . . ? C25 C27 C28 112.5(2) . . ? C25 C27 C26 110.0(2) . . ? C28 C27 C26 114.6(2) . . ? O4 C28 O3 122.4(2) . . ? O4 C28 C27 117.4(2) . . ? O3 C28 C27 120.2(2) . . ? O5 C31 O6 124.60(19) . . ? O5 C31 C32 116.71(19) . . ? O6 C31 C32 118.62(18) . . ? C34 C32 C31 114.99(18) 2_747 . ? C34 C32 C33 110.12(17) 2_747 . ? C31 C32 C33 108.39(17) . . ? C32 C33 C34 110.22(17) . . ? C32 C34 C33 110.65(18) 2_747 . ? C1 N1 C12 118.1(2) . . ? C1 N1 Mn2 127.07(19) . . ? C12 N1 Mn2 114.65(15) . . ? C10 N2 C11 118.0(2) . . ? C10 N2 Mn2 125.73(16) . . ? C11 N2 Mn2 116.22(15) . . ? C21 O1 Mn1 142.40(15) . . ? C21 O1 Mn2 89.13(14) . 2_757 ? Mn1 O1 Mn2 97.84(6) . 2_757 ? C21 O2 Mn2 95.59(14) . 2_757 ? C28 O3 Mn2 109.11(15) . 2_657 ? C28 O4 Mn1 162.04(18) . 1_455 ? C31 O5 Mn1 137.68(14) . . ? C31 O6 Mn2 123.10(14) . . ? O4 Mn1 O4 180.0 2_657 1_655 ? O4 Mn1 O5 88.50(6) 2_657 2_757 ? O4 Mn1 O5 91.50(7) 1_655 2_757 ? O4 Mn1 O5 91.50(7) 2_657 . ? O4 Mn1 O5 88.50(6) 1_655 . ? O5 Mn1 O5 180.000(1) 2_757 . ? O4 Mn1 O1 85.42(8) 2_657 2_757 ? O4 Mn1 O1 94.58(8) 1_655 2_757 ? O5 Mn1 O1 90.83(6) 2_757 2_757 ? O5 Mn1 O1 89.17(6) . 2_757 ? O4 Mn1 O1 94.58(8) 2_657 . ? O4 Mn1 O1 85.42(8) 1_655 . ? O5 Mn1 O1 89.17(6) 2_757 . ? O5 Mn1 O1 90.83(6) . . ? O1 Mn1 O1 180.0 2_757 . ? O6 Mn2 O3 98.86(7) . 2_657 ? O6 Mn2 O2 161.78(6) . 2_757 ? O3 Mn2 O2 92.29(7) 2_657 2_757 ? O6 Mn2 N2 103.62(6) . . ? O3 Mn2 N2 89.28(7) 2_657 . ? O2 Mn2 N2 90.81(7) 2_757 . ? O6 Mn2 N1 84.62(7) . . ? O3 Mn2 N1 162.22(7) 2_657 . ? O2 Mn2 N1 89.14(8) 2_757 . ? N2 Mn2 N1 72.97(7) . . ? O6 Mn2 O1 106.74(6) . 2_757 ? O3 Mn2 O1 107.40(7) 2_657 2_757 ? O2 Mn2 O1 55.83(6) 2_757 2_757 ? N2 Mn2 O1 142.26(6) . 2_757 ? N1 Mn2 O1 88.01(6) . 2_757 ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.324 _refine_diff_density_min -0.434 _refine_diff_density_rms 0.063