# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Zhong-Min Su' 'Xinlong Wang' _publ_contact_author_name 'Dr Zhong-Min Su' _publ_contact_author_email zmsu@nenu.edu.cn # Attachment '- 1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 832907' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H26.50 Cd N4.50 O5.50' _chemical_formula_sum 'C24 H26.50 Cd N4.50 O5.50' _chemical_formula_weight 578.40 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 _symmetry_space_group_name_Hall 'P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' _cell_length_a 14.233(2) _cell_length_b 17.313(3) _cell_length_c 11.714(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2886.5(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14665 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 25.01 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.795 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8571 _exptl_absorpt_correction_T_max 0.8900 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14665 _diffrn_reflns_av_R_equivalents 0.0925 _diffrn_reflns_av_sigmaI/netI 0.1140 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5091 _reflns_number_gt 3683 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; The restraint command 'ISOR' was used to refine the non-H atoms C14,C15 and N5, and the other non-hydrogen atoms were refined with anisotropic temperature parameters.The restraint command 'OMIT' was used to confirm the data completeless.Due to high levels of disorder about the solvent, we removed the electronic contribution of the unidentified solvent with SQUEEZE. About 1.5 DMA molecules were removed by the this process. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00079(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.39(7) _refine_ls_number_reflns 5091 _refine_ls_number_parameters 236 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0745 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 0.916 _refine_ls_restrained_S_all 0.934 _refine_ls_shift/su_max 0.005 _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 N2 N 0.3712(5) 0.9826(5) 0.7871(4) 0.0408(16) Uani 1 1 d . . . C10 C 0.3752(9) 0.9177(6) 0.7274(7) 0.062(3) Uani 1 1 d . . . H10 H 0.3801 0.8712 0.7666 0.075 Uiso 1 1 calc R . . C6 C 0.3692(11) 1.0477(7) 0.7233(7) 0.088(4) Uani 1 1 d . . . H6 H 0.3696 1.0945 0.7621 0.106 Uiso 1 1 calc R . . C7 C 0.3667(11) 1.0505(6) 0.6066(7) 0.084(4) Uani 1 1 d . . . H7 H 0.3625 1.0974 0.5680 0.100 Uiso 1 1 calc R . . C9 C 0.3726(10) 0.9161(5) 0.6114(7) 0.070(3) Uani 1 1 d . . . H9 H 0.3721 0.8683 0.5751 0.084 Uiso 1 1 calc R . . C8 C 0.3707(7) 0.9799(6) 0.5469(5) 0.0434(18) Uani 1 1 d . . . O4 O 0.0025(3) 0.5902(2) 0.0141(5) 0.0410(13) Uani 1 1 d . . . O3 O 0.1538(3) 0.6137(2) 0.0122(5) 0.0358(12) Uani 1 1 d . . . C18 C 0.0699(4) 0.6374(3) 0.0118(8) 0.0318(18) Uani 1 1 d . . . Cd1 Cd 0.36468(3) 0.98277(3) -0.01464(4) 0.02589(15) Uani 1 1 d . . . N1 N 0.3706(5) 0.9811(4) 0.1826(4) 0.0400(15) Uani 1 1 d . . . C3 C 0.3697(6) 0.9810(6) 0.4219(5) 0.0447(19) Uani 1 1 d . . . O2 O 0.1893(3) 0.9737(2) -0.0008(6) 0.0566(14) Uani 1 1 d . . . O1 O 0.2781(3) 0.8724(2) -0.0218(6) 0.0411(15) Uani 1 1 d . . . C13 C 0.1305(5) 0.7711(3) -0.0018(7) 0.0378(17) Uani 1 1 d . . . H13 H 0.1910 0.7510 -0.0009 0.045 Uiso 1 1 calc R . . C1 C 0.3292(7) 1.0357(6) 0.2443(7) 0.066(3) Uani 1 1 d . . . H1 H 0.2973 1.0745 0.2054 0.079 Uiso 1 1 calc R . . C2 C 0.3299(8) 1.0389(6) 0.3610(7) 0.076(4) Uani 1 1 d . . . H2 H 0.3032 1.0809 0.3985 0.091 Uiso 1 1 calc R . . C11 C 0.2001(5) 0.9013(4) -0.0097(9) 0.0373(18) Uani 1 1 d . . . C4 C 0.4146(7) 0.9217(6) 0.3587(7) 0.056(3) Uani 1 1 d . . . H4 H 0.4452 0.8816 0.3962 0.067 Uiso 1 1 calc R . . C5 C 0.4125(7) 0.9239(6) 0.2417(8) 0.062(3) Uani 1 1 d . . . H5 H 0.4414 0.8842 0.2014 0.075 Uiso 1 1 calc R . . C12 C 0.1172(4) 0.8497(4) -0.0081(10) 0.052(2) Uani 1 1 d . . . C14 C 0.0266(5) 0.8799(5) 0.0224(11) 0.064(3) Uani 1 1 d U . . H14 H 0.0197 0.9321 0.0391 0.077 Uiso 1 1 calc R . . C16 C -0.0362(5) 0.7518(4) 0.0251(11) 0.058(3) Uani 1 1 d . . . H16 H -0.0862 0.7185 0.0385 0.069 Uiso 1 1 calc R . . C15 C -0.0507(6) 0.8311(4) 0.0269(12) 0.069(3) Uani 1 1 d U . . C17 C 0.0533(4) 0.7216(4) 0.0034(11) 0.042(2) Uani 1 1 d . . . N5 N -0.1401(6) 0.8641(4) 0.0542(7) 0.087(3) Uani 1 1 d U . . H5A H -0.1869 0.8346 0.0701 0.104 Uiso 1 1 calc R . . H5B H -0.1471 0.9134 0.0546 0.104 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.040(4) 0.041(4) 0.042(3) -0.002(4) -0.011(3) -0.009(8) C10 0.100(9) 0.037(6) 0.049(6) 0.007(4) 0.022(7) 0.008(7) C6 0.171(13) 0.053(7) 0.041(6) 0.003(5) -0.018(9) -0.016(9) C7 0.171(12) 0.046(6) 0.033(5) 0.005(5) -0.020(9) -0.002(9) C9 0.136(11) 0.041(6) 0.034(5) -0.014(4) 0.000(8) -0.007(8) C8 0.057(5) 0.044(5) 0.030(4) 0.003(4) 0.004(4) -0.003(10) O4 0.031(2) 0.020(3) 0.072(4) 0.000(4) -0.011(5) -0.0066(19) O3 0.030(3) 0.016(2) 0.061(3) -0.003(3) -0.002(3) 0.0023(18) C18 0.023(4) 0.021(3) 0.051(5) -0.025(5) -0.011(5) 0.002(3) Cd1 0.0254(2) 0.0189(2) 0.0334(3) -0.0007(2) 0.0005(3) -0.0024(2) N1 0.054(4) 0.032(4) 0.034(3) 0.001(3) 0.001(3) 0.005(8) C3 0.042(5) 0.056(5) 0.036(4) 0.004(5) 0.004(4) -0.006(10) O2 0.040(3) 0.016(3) 0.114(4) 0.011(5) 0.008(4) -0.004(2) O1 0.022(3) 0.025(3) 0.077(5) 0.005(3) -0.005(3) -0.001(2) C13 0.023(3) 0.019(3) 0.071(5) -0.009(4) -0.019(7) 0.009(3) C1 0.108(9) 0.043(8) 0.048(6) 0.013(5) -0.004(5) 0.029(6) C2 0.128(11) 0.067(8) 0.032(5) -0.012(5) -0.008(5) 0.045(7) C11 0.041(4) 0.027(4) 0.044(5) 0.004(5) 0.003(5) -0.003(3) C4 0.082(8) 0.044(7) 0.040(6) 0.009(4) 0.001(5) -0.002(5) C5 0.090(8) 0.049(7) 0.048(6) -0.001(5) 0.013(6) 0.005(6) C12 0.014(4) 0.029(4) 0.112(7) 0.005(6) -0.028(6) 0.002(3) C14 0.037(4) 0.033(4) 0.122(8) -0.004(6) 0.008(5) -0.006(4) C16 0.021(4) 0.016(4) 0.137(10) -0.006(5) 0.018(6) 0.000(3) C15 0.040(5) 0.030(4) 0.137(8) -0.003(6) 0.009(6) 0.018(3) C17 0.024(4) 0.026(4) 0.077(6) -0.010(6) -0.005(6) 0.003(3) N5 0.066(4) 0.068(4) 0.126(5) 0.002(4) 0.009(4) -0.005(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 N2 C10 1.323(11) . ? N2 C6 1.353(12) . ? N2 Cd1 2.325(5) 1_556 ? C10 C9 1.360(10) . ? C6 C7 1.368(10) . ? C7 C8 1.410(11) . ? C9 C8 1.338(11) . ? C8 C3 1.465(8) . ? O4 C18 1.260(7) . ? O4 Cd1 2.333(4) 3_465 ? O3 C18 1.263(7) . ? O3 Cd1 2.282(4) 4_545 ? C18 C17 1.480(8) . ? Cd1 O1 2.276(4) . ? Cd1 O3 2.282(4) 4 ? Cd1 N1 2.312(5) . ? Cd1 N2 2.325(5) 1_554 ? Cd1 O4 2.333(4) 3_565 ? Cd1 O2 2.506(4) . ? Cd1 C11 2.735(7) . ? N1 C1 1.329(11) . ? N1 C5 1.347(12) . ? C3 C2 1.355(12) . ? C3 C4 1.419(11) . ? O2 C11 1.268(7) . ? O1 C11 1.225(8) . ? C13 C12 1.375(8) . ? C13 C17 1.395(9) . ? C1 C2 1.368(11) . ? C11 C12 1.480(8) . ? C4 C5 1.371(11) . ? C12 C14 1.437(10) . ? C14 C15 1.387(11) . ? C16 C15 1.389(9) . ? C16 C17 1.399(9) . ? C15 N5 1.431(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 N2 C6 114.6(6) . . ? C10 N2 Cd1 122.1(7) . 1_556 ? C6 N2 Cd1 123.3(7) . 1_556 ? N2 C10 C9 123.0(9) . . ? N2 C6 C7 125.6(9) . . ? C6 C7 C8 117.6(8) . . ? C8 C9 C10 123.2(8) . . ? C9 C8 C7 115.9(6) . . ? C9 C8 C3 125.1(10) . . ? C7 C8 C3 118.9(9) . . ? C18 O4 Cd1 172.3(4) . 3_465 ? C18 O3 Cd1 102.4(4) . 4_545 ? O3 C18 O4 120.6(6) . . ? O3 C18 C17 118.1(5) . . ? O4 C18 C17 121.2(5) . . ? O1 Cd1 O3 140.54(16) . 4 ? O1 Cd1 N1 92.6(3) . . ? O3 Cd1 N1 90.3(2) 4 . ? O1 Cd1 N2 89.1(3) . 1_554 ? O3 Cd1 N2 91.1(3) 4 1_554 ? N1 Cd1 N2 175.5(2) . 1_554 ? O1 Cd1 O4 90.03(15) . 3_565 ? O3 Cd1 O4 129.42(15) 4 3_565 ? N1 Cd1 O4 87.7(2) . 3_565 ? N2 Cd1 O4 88.2(3) 1_554 3_565 ? O1 Cd1 O2 53.89(14) . . ? O3 Cd1 O2 86.91(14) 4 . ? N1 Cd1 O2 88.3(2) . . ? N2 Cd1 O2 96.0(2) 1_554 . ? O4 Cd1 O2 143.45(15) 3_565 . ? O1 Cd1 C11 26.32(17) . . ? O3 Cd1 C11 114.40(17) 4 . ? N1 Cd1 C11 90.2(3) . . ? N2 Cd1 C11 93.1(3) 1_554 . ? O4 Cd1 C11 116.14(18) 3_565 . ? O2 Cd1 C11 27.57(16) . . ? C1 N1 C5 116.0(7) . . ? C1 N1 Cd1 121.3(6) . . ? C5 N1 Cd1 122.7(6) . . ? C2 C3 C4 116.7(7) . . ? C2 C3 C8 122.7(10) . . ? C4 C3 C8 120.5(10) . . ? C11 O2 Cd1 86.3(4) . . ? C11 O1 Cd1 98.2(4) . . ? C12 C13 C17 120.1(6) . . ? N1 C1 C2 124.8(8) . . ? C3 C2 C1 119.9(8) . . ? O1 C11 O2 121.6(6) . . ? O1 C11 C12 118.5(6) . . ? O2 C11 C12 119.9(6) . . ? O1 C11 Cd1 55.5(3) . . ? O2 C11 Cd1 66.1(3) . . ? C12 C11 Cd1 173.9(5) . . ? C5 C4 C3 119.5(9) . . ? N1 C5 C4 123.0(9) . . ? C13 C12 C14 118.0(7) . . ? C13 C12 C11 119.2(6) . . ? C14 C12 C11 120.0(6) . . ? C15 C14 C12 120.0(8) . . ? C15 C16 C17 120.4(7) . . ? C16 C15 C14 118.9(7) . . ? C16 C15 N5 122.0(8) . . ? C14 C15 N5 118.1(7) . . ? C13 C17 C16 119.7(6) . . ? C13 C17 C18 118.8(6) . . ? C16 C17 C18 120.0(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N2 C10 C9 -3.3(16) . . . . ? Cd1 N2 C10 C9 175.4(10) 1_556 . . . ? C10 N2 C6 C7 3.2(19) . . . . ? Cd1 N2 C6 C7 -175.5(12) 1_556 . . . ? N2 C6 C7 C8 -3(2) . . . . ? N2 C10 C9 C8 4(2) . . . . ? C10 C9 C8 C7 -3.1(18) . . . . ? C10 C9 C8 C3 178.8(13) . . . . ? C6 C7 C8 C9 2.8(18) . . . . ? C6 C7 C8 C3 -179.0(12) . . . . ? Cd1 O3 C18 O4 0.8(10) 4_545 . . . ? Cd1 O3 C18 C17 -176.4(8) 4_545 . . . ? Cd1 O4 C18 O3 -173(4) 3_465 . . . ? Cd1 O4 C18 C17 4(5) 3_465 . . . ? O1 Cd1 N1 C1 -114.4(7) . . . . ? O3 Cd1 N1 C1 26.2(7) 4 . . . ? N2 Cd1 N1 C1 133(3) 1_554 . . . ? O4 Cd1 N1 C1 155.6(7) 3_565 . . . ? O2 Cd1 N1 C1 -60.7(7) . . . . ? C11 Cd1 N1 C1 -88.2(7) . . . . ? O1 Cd1 N1 C5 62.9(7) . . . . ? O3 Cd1 N1 C5 -156.5(7) 4 . . . ? N2 Cd1 N1 C5 -49(3) 1_554 . . . ? O4 Cd1 N1 C5 -27.0(7) 3_565 . . . ? O2 Cd1 N1 C5 116.6(7) . . . . ? C11 Cd1 N1 C5 89.1(7) . . . . ? C9 C8 C3 C2 151.7(12) . . . . ? C7 C8 C3 C2 -26.4(18) . . . . ? C9 C8 C3 C4 -30.9(17) . . . . ? C7 C8 C3 C4 151.0(10) . . . . ? O1 Cd1 O2 C11 0.8(6) . . . . ? O3 Cd1 O2 C11 176.0(6) 4 . . . ? N1 Cd1 O2 C11 -93.7(6) . . . . ? N2 Cd1 O2 C11 85.2(7) 1_554 . . . ? O4 Cd1 O2 C11 -9.8(9) 3_565 . . . ? O3 Cd1 O1 C11 -8.4(8) 4 . . . ? N1 Cd1 O1 C11 85.2(6) . . . . ? N2 Cd1 O1 C11 -99.0(6) 1_554 . . . ? O4 Cd1 O1 C11 172.8(6) 3_565 . . . ? O2 Cd1 O1 C11 -0.8(6) . . . . ? C5 N1 C1 C2 2.8(15) . . . . ? Cd1 N1 C1 C2 -179.6(8) . . . . ? C4 C3 C2 C1 4.1(16) . . . . ? C8 C3 C2 C1 -178.3(10) . . . . ? N1 C1 C2 C3 -4.6(17) . . . . ? Cd1 O1 C11 O2 1.6(11) . . . . ? Cd1 O1 C11 C12 -179.7(8) . . . . ? Cd1 O2 C11 O1 -1.4(10) . . . . ? Cd1 O2 C11 C12 179.8(9) . . . . ? O3 Cd1 C11 O1 174.1(5) 4 . . . ? N1 Cd1 C11 O1 -95.5(6) . . . . ? N2 Cd1 C11 O1 81.5(6) 1_554 . . . ? O4 Cd1 C11 O1 -8.0(6) 3_565 . . . ? O2 Cd1 C11 O1 178.5(11) . . . . ? O1 Cd1 C11 O2 -178.5(11) . . . . ? O3 Cd1 C11 O2 -4.4(7) 4 . . . ? N1 Cd1 C11 O2 86.0(6) . . . . ? N2 Cd1 C11 O2 -97.0(6) 1_554 . . . ? O4 Cd1 C11 O2 173.5(6) 3_565 . . . ? O1 Cd1 C11 C12 3(7) . . . . ? O3 Cd1 C11 C12 177(7) 4 . . . ? N1 Cd1 C11 C12 -93(7) . . . . ? N2 Cd1 C11 C12 84(7) 1_554 . . . ? O4 Cd1 C11 C12 -5(7) 3_565 . . . ? O2 Cd1 C11 C12 -179(100) . . . . ? C2 C3 C4 C5 -2.5(15) . . . . ? C8 C3 C4 C5 179.9(9) . . . . ? C1 N1 C5 C4 -1.1(15) . . . . ? Cd1 N1 C5 C4 -178.6(7) . . . . ? C3 C4 C5 N1 1.0(15) . . . . ? C17 C13 C12 C14 17.0(15) . . . . ? C17 C13 C12 C11 178.1(9) . . . . ? O1 C11 C12 C13 10.3(15) . . . . ? O2 C11 C12 C13 -170.9(10) . . . . ? Cd1 C11 C12 C13 8(8) . . . . ? O1 C11 C12 C14 170.9(10) . . . . ? O2 C11 C12 C14 -10.3(16) . . . . ? Cd1 C11 C12 C14 168(7) . . . . ? C13 C12 C14 C15 -17.4(19) . . . . ? C11 C12 C14 C15 -178.3(13) . . . . ? C17 C16 C15 C14 -9(2) . . . . ? C17 C16 C15 N5 -177.0(12) . . . . ? C12 C14 C15 C16 13(2) . . . . ? C12 C14 C15 N5 -178.1(10) . . . . ? C12 C13 C17 C16 -12.8(17) . . . . ? C12 C13 C17 C18 -179.1(11) . . . . ? C15 C16 C17 C13 8(2) . . . . ? C15 C16 C17 C18 174.5(11) . . . . ? O3 C18 C17 C13 -1.1(15) . . . . ? O4 C18 C17 C13 -178.4(9) . . . . ? O3 C18 C17 C16 -167.4(11) . . . . ? O4 C18 C17 C16 15.4(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5B O2 0.86 2.14 2.964(9) 159.3 2_575 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.886 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.127 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.294 0.690 0.500 1479.9 556.6 _platon_squeeze_details ; ; # Attachment '- 1a.cif' data_1a _database_code_depnum_ccdc_archive 'CCDC 832908' #TrackingRef '- 1a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22.10 H29.40 Cd N3 O8.10' _chemical_formula_sum 'C22.10 H29.40 Cd N3 O8.10' _chemical_formula_weight 579.09 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 Orthorhombic _symmetry_space_group_name_H-M Pbam _symmetry_space_group_name_Hall '-P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y, -z' '-x-1/2, y-1/2, z' 'x-1/2, -y-1/2, z' _cell_length_a 14.296(4) _cell_length_b 17.317(5) _cell_length_c 11.714(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2900(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13993 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 25.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1183 _exptl_absorpt_coefficient_mu 0.796 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8380 _exptl_absorpt_correction_T_max 0.8831 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13993 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.04 _reflns_number_total 2696 _reflns_number_gt 2303 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; In 1a, N2 atoms were applied isotropic restraints and the other non-H atoms were refined with anisotropic temperature parameters. The restraint orders 'ISOR' and 'SIMU'were refined the atoms C5, C8, C9, C10, and C12.Due to high levels of disorder about the solvent, we removed the electronic contribution of the unidentified solvent with SQUEEZE.About 4.1 methanol molecules were removed by the this process.finement 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^)+(0.1429P)^2^+1.4841P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0032(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2696 _refine_ls_number_parameters 137 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0635 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1785 _refine_ls_wR_factor_gt 0.1737 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.078 _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 O2 O 0.5032(3) 0.0902(2) 1.0000 0.0479(13) Uani 1 2 d S . . O3 O 0.6523(4) 0.1140(3) 1.0000 0.0477(13) Uani 1 2 d S . . C7 C 0.5692(5) 0.1361(3) 1.0000 0.0321(14) Uani 1 2 d S . . Cd1 Cd 0.86545(3) 0.48256(2) 1.0000 0.0314(3) Uani 1 2 d S . . C3 C 0.5519(5) 0.2214(4) 1.0000 0.0414(17) Uani 1 2 d S . . C1 C 0.6140(5) 0.3527(4) 1.0000 0.0472(19) Uani 1 2 d S . . O1 O 0.7774(4) 0.3738(3) 1.0000 0.0576(15) Uani 1 2 d S . . C5 C 0.4498(6) 0.3314(5) 1.0000 0.079(3) Uani 1 2 d SU . . C13 C 0.6968(5) 0.4035(4) 1.0000 0.0452(17) Uani 1 2 d S . . N1 N 0.8714(3) 0.4805(2) 0.8020(5) 0.0476(14) Uani 1 1 d . . . C4 C 0.4614(6) 0.2519(4) 1.0000 0.067(3) Uani 1 2 d S . . H4 H 0.4097 0.2193 1.0000 0.080 Uiso 1 2 calc SR . . C8 C 0.8880(7) 0.4200(6) 0.7451(9) 0.105(3) Uani 1 1 d U . . H8 H 0.9031 0.3753 0.7852 0.126 Uiso 1 1 calc R . . C6 C 0.5233(7) 0.3801(5) 1.0000 0.089(4) Uani 1 2 d S . . H6 H 0.5127 0.4331 1.0000 0.106 Uiso 1 2 calc SR . . C2 C 0.6283(4) 0.2724(4) 1.0000 0.0410(18) Uani 1 2 d S . . H2 H 0.6889 0.2529 1.0000 0.049 Uiso 1 2 calc SR . . C10 C 0.8583(7) 0.5416(7) 0.6252(10) 0.100(3) Uani 1 1 d U . . H10 H 0.8508 0.5885 0.5876 0.121 Uiso 1 1 calc R . . C9 C 0.8579(7) 0.5400(8) 0.7426(11) 0.102(3) Uani 1 1 d U . . H9 H 0.8468 0.5862 0.7808 0.123 Uiso 1 1 calc R . . C11 C 0.8691(4) 0.4777(4) 0.5649(6) 0.0547(18) Uani 1 1 d . . . C12 C 0.8850(7) 0.4158(6) 0.6267(8) 0.099(3) Uani 1 1 d U . . H12 H 0.8944 0.3685 0.5908 0.119 Uiso 1 1 calc R . . O4 O 0.6882(5) 0.4746(3) 1.0000 0.072(2) Uani 1 2 d S . . N2 N 0.3592(9) 0.3602(12) 1.0000 0.150(6) Uiso 1 2 d S . . H2A H 0.3498 0.4092 1.0000 0.180 Uiso 1 2 calc SR . . H2B H 0.3124 0.3290 1.0000 0.180 Uiso 1 2 calc SR . . 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 O2 0.050(3) 0.024(2) 0.070(4) 0.000 0.000 -0.009(2) O3 0.043(3) 0.021(2) 0.078(4) 0.000 0.000 0.002(2) C7 0.041(4) 0.019(3) 0.037(3) 0.000 0.000 -0.003(3) Cd1 0.0300(4) 0.0215(4) 0.0426(4) 0.000 0.000 -0.00296(15) C3 0.028(4) 0.024(3) 0.072(5) 0.000 0.000 -0.002(3) C1 0.041(4) 0.017(3) 0.084(6) 0.000 0.000 0.006(3) O1 0.043(3) 0.033(3) 0.097(4) 0.000 0.000 -0.012(2) C5 0.039(4) 0.047(4) 0.152(8) 0.000 0.000 0.004(4) C13 0.036(4) 0.026(3) 0.074(5) 0.000 0.000 -0.001(3) N1 0.055(3) 0.046(3) 0.042(3) 0.000(2) -0.0009(19) 0.0012(18) C4 0.031(4) 0.027(3) 0.143(8) 0.000 0.000 -0.008(3) C8 0.171(7) 0.070(5) 0.073(5) 0.001(4) -0.004(5) 0.008(5) C6 0.054(5) 0.028(4) 0.183(13) 0.000 0.000 0.002(4) C2 0.031(4) 0.023(3) 0.069(5) 0.000 0.000 -0.002(2) C10 0.133(5) 0.089(4) 0.079(4) 0.004(4) -0.007(4) 0.019(4) C9 0.131(5) 0.090(5) 0.086(5) -0.007(4) -0.007(4) 0.021(4) C11 0.062(4) 0.064(5) 0.038(4) -0.002(3) -0.002(2) 0.007(2) C12 0.170(7) 0.072(4) 0.055(4) -0.006(4) 0.010(4) 0.009(5) O4 0.047(3) 0.032(3) 0.137(7) 0.000 0.000 -0.011(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 O2 C7 1.234(7) . ? O2 Cd1 2.337(4) 3_457 ? O2 Cd1 2.646(5) 7_755 ? O3 C7 1.248(8) . ? O3 Cd1 2.289(5) 7_755 ? C7 C3 1.499(9) . ? Cd1 O1 2.265(5) . ? Cd1 O3 2.289(5) 7_765 ? Cd1 N1 2.321(6) 6_557 ? Cd1 N1 2.321(6) . ? Cd1 O2 2.337(4) 3_557 ? Cd1 O4 2.537(7) . ? Cd1 O2 2.646(5) 7_765 ? C3 C4 1.397(11) . ? C3 C2 1.404(9) . ? C1 C6 1.381(12) . ? C1 C2 1.405(10) . ? C1 C13 1.474(10) . ? O1 C13 1.262(9) . ? C5 C6 1.346(13) . ? C5 C4 1.388(12) . ? C5 N2 1.388(16) . ? C13 O4 1.238(9) . ? N1 C9 1.259(14) . ? N1 C8 1.265(12) . ? C8 C12 1.390(13) . ? C10 C11 1.322(14) . ? C10 C9 1.375(17) . ? C11 C12 1.314(12) . ? C11 C11 1.521(15) 6_556 ? 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 C7 O2 Cd1 172.5(4) . 3_457 ? C7 O2 Cd1 84.9(4) . 7_755 ? Cd1 O2 Cd1 102.62(16) 3_457 7_755 ? C7 O3 Cd1 101.5(4) . 7_755 ? O2 C7 O3 122.0(5) . . ? O2 C7 C3 120.6(6) . . ? O3 C7 C3 117.3(5) . . ? O1 Cd1 O3 139.91(18) . 7_765 ? O1 Cd1 N1 90.45(11) . 6_557 ? O3 Cd1 N1 91.10(11) 7_765 6_557 ? O1 Cd1 N1 90.45(11) . . ? O3 Cd1 N1 91.10(11) 7_765 . ? N1 Cd1 N1 175.4(2) 6_557 . ? O1 Cd1 O2 91.13(19) . 3_557 ? O3 Cd1 O2 128.96(17) 7_765 3_557 ? N1 Cd1 O2 87.75(11) 6_557 3_557 ? N1 Cd1 O2 87.75(11) . 3_557 ? O1 Cd1 O4 53.15(19) . . ? O3 Cd1 O4 86.76(17) 7_765 . ? N1 Cd1 O4 92.06(12) 6_557 . ? N1 Cd1 O4 92.06(12) . . ? O2 Cd1 O4 144.28(15) 3_557 . ? O1 Cd1 O2 168.51(18) . 7_765 ? O3 Cd1 O2 51.58(16) 7_765 7_765 ? N1 Cd1 O2 89.11(11) 6_557 7_765 ? N1 Cd1 O2 89.11(11) . 7_765 ? O2 Cd1 O2 77.38(16) 3_557 7_765 ? O4 Cd1 O2 138.34(16) . 7_765 ? C4 C3 C2 118.9(6) . . ? C4 C3 C7 121.6(6) . . ? C2 C3 C7 119.5(6) . . ? C6 C1 C2 118.4(7) . . ? C6 C1 C13 123.3(7) . . ? C2 C1 C13 118.3(6) . . ? C13 O1 Cd1 99.7(5) . . ? C6 C5 C4 121.9(8) . . ? C6 C5 N2 120.2(11) . . ? C4 C5 N2 117.9(11) . . ? O4 C13 O1 119.7(7) . . ? O4 C13 C1 120.9(7) . . ? O1 C13 C1 119.4(6) . . ? C9 N1 C8 114.6(10) . . ? C9 N1 Cd1 122.3(7) . . ? C8 N1 Cd1 123.1(6) . . ? C5 C4 C3 119.0(7) . . ? N1 C8 C12 124.3(10) . . ? C5 C6 C1 121.2(8) . . ? C3 C2 C1 120.6(6) . . ? C11 C10 C9 121.2(12) . . ? N1 C9 C10 124.7(12) . . ? C12 C11 C10 114.1(10) . . ? C12 C11 C11 123.4(5) . 6_556 ? C10 C11 C11 122.3(6) . 6_556 ? C11 C12 C8 120.9(10) . . ? C13 O4 Cd1 87.4(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.506 _refine_diff_density_min -1.428 _refine_diff_density_rms 0.147 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.220 0.767 0.500 1505.9 286.1 _platon_squeeze_details ; ; # Attachment '- 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 832909' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23.20 H24.70 Cu N4.30 O5.30' _chemical_formula_sum 'C23.20 H24.70 Cu N4.30 O5.30' _chemical_formula_weight 512.11 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbam _symmetry_space_group_name_Hall '-P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y, -z' '-x-1/2, y-1/2, z' 'x-1/2, -y-1/2, z' _cell_length_a 14.3040(16) _cell_length_b 16.970(2) _cell_length_c 11.098(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2693.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12881 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 24.99 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1062 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8622 _exptl_absorpt_correction_T_max 0.9050 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; Many kinds of restrict commands we used lead to the high R1 and wR2. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12881 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2462 _reflns_number_gt 1981 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; The restraint commands 'DELU', 'EADP' and 'SIMU' were refined the atoms C10, C13, C12 , and the restraint command 'ISOR' was used to refine C4,C5,C10, and C13 atoms.The restraint orders 'EADP' and 'SIMU'were refined the atoms C2, C3, N2, C4, C5, C6, and C7. The 'FLAT' order was used to refine C2, C3, C4, C5, C6, C7, and N2 atoms. The 'DFIX' command was used to bind C4 and N2. The 'OMIT' order was used to confirm the data completeless. Due to high levels of disorder about the solvent, we removed the electronic contribution of the unidentified solvent with SQUEEZE. About 1.3 DMA molecules were removed by this process. 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^)+(0.1442P)^2^+4.2472P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2462 _refine_ls_number_parameters 105 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.2243 _refine_ls_wR_factor_gt 0.2151 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.143 _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 0.0584(4) -0.1295(4) 0.0000 0.0241(13) Uani 1 2 d S . . C2 C 0.0486(6) -0.2185(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . C3 C -0.0419(6) -0.2483(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . H3 H -0.0926 -0.2140 0.0000 0.076 Uiso 1 2 calc SR . . C4 C -0.0567(5) -0.3275(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . C5 C 0.0206(6) -0.3795(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . H5 H 0.0114 -0.4338 0.0000 0.076 Uiso 1 2 calc SR . . C6 C 0.1109(6) -0.3480(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . C7 C 0.1246(6) -0.2693(5) 0.0000 0.0630(11) Uani 1 2 d SDU . . H7 H 0.1851 -0.2492 0.0000 0.076 Uiso 1 2 calc SR . . C8 C 0.1906(5) -0.4069(4) 0.0000 0.043(2) Uani 1 2 d S . . C9 C 0.1838(5) -0.0430(4) -0.2438(5) 0.0557(17) Uani 1 1 d . . . H9 H 0.2109 -0.0847 -0.2021 0.067 Uiso 1 1 calc R . . C10 C 0.1086(6) 0.0725(5) -0.2430(6) 0.0741(13) Uani 1 1 d U . . H10 H 0.0819 0.1142 -0.2011 0.089 Uiso 1 1 calc R . . C11 C 0.1843(5) -0.0455(4) -0.3684(5) 0.0585(18) Uani 1 1 d . . . H11 H 0.2115 -0.0880 -0.4080 0.070 Uiso 1 1 calc R . . C12 C 0.1449(6) 0.0146(4) -0.4337(7) 0.0741(13) Uani 1 1 d U . . C13 C 0.1059(6) 0.0738(4) -0.3665(6) 0.0741(13) Uani 1 1 d U . . H13 H 0.0771 0.1158 -0.4054 0.089 Uiso 1 1 calc R . . N1 N 0.1471(3) 0.0151(2) -0.1810(4) 0.0311(10) Uani 1 1 d . . . O1 O 0.1415(3) -0.1017(2) 0.0000 0.0253(10) Uani 1 2 d S . . O2 O -0.0121(3) -0.0891(3) 0.0000 0.0439(14) Uani 1 2 d S . . O3 O 0.2733(3) -0.3822(3) 0.0000 0.0297(11) Uani 1 2 d S . . O4 O 0.1735(4) -0.4792(3) 0.0000 0.087(3) Uani 1 2 d S . . Cu1 Cu 0.15113(5) 0.01548(4) 0.0000 0.0223(3) Uani 1 2 d S . . N2 N -0.1464(4) -0.3595(4) 0.0000 0.0630(11) Uani 1 2 d SDU . . H2A H -0.1944 -0.3290 0.0000 0.076 Uiso 1 2 calc SR . . H2B H -0.1538 -0.4098 0.0000 0.076 Uiso 1 2 calc SR . . 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 0.028(3) 0.019(3) 0.025(3) 0.000 0.000 0.000(2) C2 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C3 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C4 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C5 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C6 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C7 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) C8 0.033(4) 0.013(3) 0.083(6) 0.000 0.000 -0.001(3) C9 0.081(4) 0.056(4) 0.030(3) 0.007(3) 0.001(3) 0.028(3) C10 0.122(3) 0.063(2) 0.0372(19) 0.0023(17) 0.001(2) 0.043(2) C11 0.092(5) 0.055(4) 0.028(3) -0.006(3) 0.003(3) 0.031(4) C12 0.122(3) 0.063(2) 0.0372(19) 0.0023(17) 0.001(2) 0.043(2) C13 0.122(3) 0.063(2) 0.0372(19) 0.0023(17) 0.001(2) 0.043(2) N1 0.040(2) 0.030(2) 0.023(2) -0.0027(17) -0.0002(17) 0.0006(16) O1 0.027(2) 0.015(2) 0.034(3) 0.000 0.000 -0.0061(16) O2 0.031(3) 0.022(2) 0.079(4) 0.000 0.000 0.005(2) O3 0.023(2) 0.021(2) 0.045(3) 0.000 0.000 0.0052(18) O4 0.027(3) 0.017(3) 0.218(11) 0.000 0.000 0.004(2) Cu1 0.0268(5) 0.0174(5) 0.0227(5) 0.000 0.000 -0.0051(3) N2 0.0306(15) 0.0247(15) 0.134(3) 0.000 0.000 0.0009(12) _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 1.220(8) . ? C1 O1 1.278(8) . ? C1 C2 1.516(10) . ? C2 C7 1.388(12) . ? C2 C3 1.391(12) . ? C3 C4 1.360(11) . ? C4 N2 1.393(9) . ? C4 C5 1.415(11) . ? C5 C6 1.398(11) . ? C6 C7 1.350(11) . ? C6 C8 1.516(11) . ? C8 O4 1.250(9) . ? C8 O3 1.256(9) . ? C9 N1 1.316(8) . ? C9 C11 1.384(9) . ? C10 N1 1.314(8) . ? C10 C13 1.371(10) . ? C11 C12 1.373(10) . ? C12 C13 1.369(10) . ? C12 C12 1.471(16) 6_554 ? N1 Cu1 2.010(5) . ? O1 Cu1 1.992(4) . ? O2 Cu1 2.349(5) 5 ? O3 Cu1 2.045(4) 7_655 ? Cu1 N1 2.010(5) 6 ? Cu1 O3 2.045(4) 7_665 ? Cu1 O2 2.349(5) 5 ? 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 124.1(6) . . ? O2 C1 C2 118.9(6) . . ? O1 C1 C2 117.0(6) . . ? C7 C2 C3 120.2(7) . . ? C7 C2 C1 123.2(7) . . ? C3 C2 C1 116.7(7) . . ? C4 C3 C2 120.3(8) . . ? C3 C4 N2 121.9(7) . . ? C3 C4 C5 119.7(7) . . ? N2 C4 C5 118.4(7) . . ? C6 C5 C4 118.9(7) . . ? C7 C6 C5 120.8(8) . . ? C7 C6 C8 122.9(7) . . ? C5 C6 C8 116.3(7) . . ? C6 C7 C2 120.1(8) . . ? O4 C8 O3 120.8(7) . . ? O4 C8 C6 119.9(7) . . ? O3 C8 C6 119.2(6) . . ? N1 C9 C11 123.7(6) . . ? N1 C10 C13 123.2(6) . . ? C12 C11 C9 120.2(6) . . ? C13 C12 C11 115.1(7) . . ? C13 C12 C12 123.0(4) . 6_554 ? C11 C12 C12 121.9(4) . 6_554 ? C10 C13 C12 121.4(7) . . ? C10 N1 C9 116.4(5) . . ? C10 N1 Cu1 122.2(4) . . ? C9 N1 Cu1 121.4(4) . . ? C1 O1 Cu1 115.7(4) . . ? C1 O2 Cu1 177.9(4) . 5 ? C8 O3 Cu1 102.4(4) . 7_655 ? O1 Cu1 N1 89.70(11) . . ? O1 Cu1 N1 89.70(11) . 6 ? N1 Cu1 N1 176.7(2) . 6 ? O1 Cu1 O3 152.09(17) . 7_665 ? N1 Cu1 O3 91.02(11) . 7_665 ? N1 Cu1 O3 91.02(11) 6 7_665 ? O1 Cu1 O2 118.16(17) . 5 ? N1 Cu1 O2 88.72(11) . 5 ? N1 Cu1 O2 88.72(11) 6 5 ? O3 Cu1 O2 89.75(17) 7_665 5 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 180.0 . . . . ? O1 C1 C2 C7 0.0 . . . . ? O2 C1 C2 C3 0.0 . . . . ? O1 C1 C2 C3 180.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 180.0 . . . . ? C2 C3 C4 N2 180.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? N2 C4 C5 C6 180.0 . . . . ? C4 C5 C6 C7 0.0 . . . . ? C4 C5 C6 C8 180.0 . . . . ? C5 C6 C7 C2 0.0 . . . . ? C8 C6 C7 C2 180.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 180.0 . . . . ? C7 C6 C8 O4 180.0 . . . . ? C5 C6 C8 O4 0.0 . . . . ? C7 C6 C8 O3 0.0 . . . . ? C5 C6 C8 O3 180.0 . . . . ? N1 C9 C11 C12 -0.2(13) . . . . ? C9 C11 C12 C13 -0.7(13) . . . . ? C9 C11 C12 C12 179.3(6) . . . 6_554 ? N1 C10 C13 C12 -0.7(15) . . . . ? C11 C12 C13 C10 1.2(14) . . . . ? C12 C12 C13 C10 -178.9(6) 6_554 . . . ? C13 C10 N1 C9 -0.3(11) . . . . ? C13 C10 N1 Cu1 179.3(7) . . . . ? C11 C9 N1 C10 0.8(10) . . . . ? C11 C9 N1 Cu1 -178.9(6) . . . . ? O2 C1 O1 Cu1 0.0 . . . . ? C2 C1 O1 Cu1 180.0 . . . . ? O1 C1 O2 Cu1 180.0 . . . 5 ? C2 C1 O2 Cu1 0.0 . . . 5 ? O4 C8 O3 Cu1 0.0 . . . 7_655 ? C6 C8 O3 Cu1 180.0 . . . 7_655 ? C1 O1 Cu1 N1 -88.39(11) . . . . ? C1 O1 Cu1 N1 88.39(11) . . . 6 ? C1 O1 Cu1 O3 180.0 . . . 7_665 ? C1 O1 Cu1 O2 0.0 . . . 5 ? C10 N1 Cu1 O1 147.5(6) . . . . ? C9 N1 Cu1 O1 -32.9(5) . . . . ? C10 N1 Cu1 N1 68(4) . . . 6 ? C9 N1 Cu1 N1 -112(4) . . . 6 ? C10 N1 Cu1 O3 -60.4(6) . . . 7_665 ? C9 N1 Cu1 O3 119.2(5) . . . 7_665 ? C10 N1 Cu1 O2 29.3(6) . . . 5 ? C9 N1 Cu1 O2 -151.1(5) . . . 5 ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.666 _refine_diff_density_min -2.685 _refine_diff_density_rms 0.124 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.240 0.243 0.500 1298.8 250.4 _platon_squeeze_details ; ; # Attachment '- 3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 832910' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24.40 H27.40 Co N4.60 O5.60' _chemical_formula_sum 'C24.40 H27.40 Co N4.60 O5.60' _chemical_formula_weight 533.64 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbam _symmetry_space_group_name_Hall '-P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y, -z' '-x-1/2, y-1/2, z' 'x-1/2, -y-1/2, z' _cell_length_a 14.324(3) _cell_length_b 16.713(3) _cell_length_c 11.371(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2722.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13146 _cell_measurement_theta_min 1.79 _cell_measurement_theta_max 24.92 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.302 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1111 _exptl_absorpt_coefficient_mu 0.673 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8885 _exptl_absorpt_correction_T_max 0.9117 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; The crystal was small and weakly scattering, which led to the high Rint. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13146 _diffrn_reflns_av_R_equivalents 0.1441 _diffrn_reflns_av_sigmaI/netI 0.0989 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 24.92 _reflns_number_total 2489 _reflns_number_gt 1163 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; The restraint command 'SIMU' was refined the atoms C4, C5, C6.The restraint command 'ISOR' was used to refine the non-H atoms C5, and the other non-hydrogen atoms were refined with anisotropic temperature parameters. The 'FLAT' and 'EADP'orders were used to refine C2, C3, C4, C5, C6, C7, and N2 atoms. The 'OMIT' was used to confirm the data completeness. The 'DFIX' command was used to bind C4 and N2.Due to high levels of disorder about the solvent, we removed the electronic contribution of the unidentified solvent with SQUEEZE. About 1.6 DMA molecules were removed by this process. 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^)+(0.0917P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2489 _refine_ls_number_parameters 115 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.1453 _refine_ls_R_factor_gt 0.0817 _refine_ls_wR_factor_ref 0.2044 _refine_ls_wR_factor_gt 0.1855 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.86236(8) 0.02595(7) 0.0000 0.0351(4) Uani 1 2 d S . . C1 C 1.0572(7) 0.1259(5) 0.0000 0.036(2) Uani 1 2 d S . . C2 C 1.0514(7) 0.2172(6) 0.0000 0.0874(15) Uani 1 2 d SD . . C3 C 0.9635(7) 0.2519(6) 0.0000 0.0874(15) Uani 1 2 d SD . . H3 H 0.9101 0.2202 0.0000 0.105 Uiso 1 2 calc SR . . C4 C 0.9565(7) 0.3352(6) 0.0000 0.0874(15) Uani 1 2 d SDU . . C5 C 1.0357(7) 0.3803(6) 0.0000 0.0874(15) Uani 1 2 d SDU . . H5 H 1.0299 0.4357 0.0000 0.105 Uiso 1 2 calc SR . . C6 C 1.1237(7) 0.3476(6) 0.0000 0.0874(15) Uani 1 2 d SDU . . C7 C 1.1307(7) 0.2653(6) 0.0000 0.0874(15) Uani 1 2 d SD . . H7 H 1.1894 0.2415 0.0000 0.105 Uiso 1 2 calc SR . . C8 C 1.2086(6) 0.3985(5) 0.0000 0.039(2) Uani 1 2 d S . . C9 C 0.8321(6) -0.0358(5) 0.2495(7) 0.078(3) Uani 1 1 d . . . H9 H 0.8084 -0.0794 0.2084 0.094 Uiso 1 1 calc R . . C10 C 0.8304(6) -0.0399(4) 0.3709(6) 0.073(3) Uani 1 1 d . . . H10 H 0.8067 -0.0849 0.4087 0.088 Uiso 1 1 calc R . . C11 C 0.8642(5) 0.0232(4) 0.4348(5) 0.0503(17) Uani 1 1 d . . . C12 C 0.8982(7) 0.0843(4) 0.3691(7) 0.092(3) Uani 1 1 d . . . H12 H 0.9228 0.1287 0.4075 0.110 Uiso 1 1 calc R . . C13 C 0.8980(6) 0.0835(5) 0.2512(6) 0.089(3) Uani 1 1 d . . . H13 H 0.9232 0.1274 0.2121 0.106 Uiso 1 1 calc R . . N1 N 0.8644(4) 0.0244(3) 0.1874(4) 0.0472(13) Uani 1 1 d . . . N2 N 0.8654(5) 0.3698(5) 0.0000 0.0874(15) Uani 1 2 d SD . . H2A H 0.8591 0.4210 0.0000 0.105 Uiso 1 2 calc SR . . H2B H 0.8169 0.3396 0.0000 0.105 Uiso 1 2 calc SR . . O1 O 0.9825(4) 0.0888(3) 0.0000 0.0448(17) Uani 1 2 d S . . O2 O 1.1373(4) 0.0969(3) 0.0000 0.0367(14) Uani 1 2 d S . . O3 O 1.2857(4) 0.3648(4) 0.0000 0.0497(18) Uani 1 2 d S . . O4 O 1.2034(4) 0.4728(3) 0.0000 0.0577(18) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0463(8) 0.0248(6) 0.0342(7) 0.000 0.000 0.0020(7) C1 0.053(7) 0.034(5) 0.021(5) 0.000 0.000 0.012(5) C2 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C3 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C4 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C5 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C6 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C7 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) C8 0.028(6) 0.044(6) 0.045(6) 0.000 0.000 -0.005(5) C9 0.119(7) 0.065(6) 0.051(5) -0.002(4) -0.004(4) -0.038(5) C10 0.132(7) 0.050(5) 0.038(5) 0.006(3) -0.001(4) -0.031(5) C11 0.068(4) 0.044(4) 0.039(4) -0.003(3) -0.002(3) -0.006(4) C12 0.176(10) 0.053(5) 0.047(6) -0.013(4) 0.002(5) -0.046(6) C13 0.180(9) 0.058(5) 0.028(5) 0.001(4) -0.004(5) -0.050(6) N1 0.060(3) 0.037(3) 0.045(3) 0.007(3) 0.002(3) -0.001(3) N2 0.049(2) 0.029(2) 0.184(4) 0.000 0.000 0.0040(17) O1 0.053(4) 0.023(3) 0.059(5) 0.000 0.000 -0.009(3) O2 0.045(4) 0.022(3) 0.043(4) 0.000 0.000 0.005(3) O3 0.038(4) 0.044(4) 0.067(5) 0.000 0.000 0.000(3) O4 0.053(4) 0.022(3) 0.099(6) 0.000 0.000 -0.008(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 Co1 O1 2.016(6) . ? Co1 O2 2.052(5) 5_755 ? Co1 O3 2.131(6) 3_455 ? Co1 N1 2.131(5) 6 ? Co1 N1 2.131(5) . ? Co1 O4 2.277(6) 3_455 ? C1 O1 1.237(10) . ? C1 O2 1.245(9) . ? C1 C2 1.529(12) . ? C2 C7 1.391(13) . ? C2 C3 1.386(12) . ? C3 C4 1.396(12) . ? C4 C5 1.362(13) . ? C4 N2 1.428(8) . ? C5 C6 1.373(13) . ? C6 C7 1.381(12) . ? C6 C8 1.483(12) . ? C8 O3 1.240(9) . ? C8 O4 1.245(9) . ? C9 N1 1.315(8) . ? C9 C10 1.382(10) . ? C10 C11 1.369(9) . ? C11 C12 1.357(9) . ? C11 C11 1.482(12) 6_556 ? C12 C13 1.340(10) . ? C13 N1 1.318(8) . ? O2 Co1 2.052(5) 5_755 ? O3 Co1 2.131(6) 3 ? O4 Co1 2.277(6) 3 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 121.3(2) . 5_755 ? O1 Co1 O3 89.6(2) . 3_455 ? O2 Co1 O3 149.1(2) 5_755 3_455 ? O1 Co1 N1 89.69(15) . 6 ? O2 Co1 N1 89.31(14) 5_755 6 ? O3 Co1 N1 91.00(14) 3_455 6 ? O1 Co1 N1 89.69(15) . . ? O2 Co1 N1 89.31(14) 5_755 . ? O3 Co1 N1 91.00(14) 3_455 . ? N1 Co1 N1 177.9(3) 6 . ? O1 Co1 O4 148.1(2) . 3_455 ? O2 Co1 O4 90.7(2) 5_755 3_455 ? O3 Co1 O4 58.5(2) 3_455 3_455 ? N1 Co1 O4 90.79(14) 6 3_455 ? N1 Co1 O4 90.79(14) . 3_455 ? O1 C1 O2 127.0(8) . . ? O1 C1 C2 116.9(8) . . ? O2 C1 C2 116.0(8) . . ? C7 C2 C3 120.1(9) . . ? C7 C2 C1 122.1(9) . . ? C3 C2 C1 117.8(9) . . ? C2 C3 C4 118.8(10) . . ? C5 C4 C3 119.5(9) . . ? C5 C4 N2 122.5(9) . . ? C3 C4 N2 118.0(9) . . ? C4 C5 C6 123.0(9) . . ? C5 C6 C7 117.6(10) . . ? C5 C6 C8 121.6(9) . . ? C7 C6 C8 120.8(9) . . ? C6 C7 C2 121.1(10) . . ? O3 C8 O4 120.4(8) . . ? O3 C8 C6 118.1(8) . . ? O4 C8 C6 121.5(8) . . ? N1 C9 C10 125.5(7) . . ? C11 C10 C9 119.1(6) . . ? C12 C11 C10 114.5(6) . . ? C12 C11 C11 123.4(4) . 6_556 ? C10 C11 C11 122.1(4) . 6_556 ? C13 C12 C11 122.9(7) . . ? N1 C13 C12 124.0(7) . . ? C9 N1 C13 114.0(6) . . ? C9 N1 Co1 122.8(5) . . ? C13 N1 Co1 123.2(5) . . ? C1 O1 Co1 178.6(6) . . ? C1 O2 Co1 113.1(6) . 5_755 ? C8 O3 Co1 94.0(5) . 3 ? C8 O4 Co1 87.1(5) . 3 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.92 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.117 _refine_diff_density_min -1.369 _refine_diff_density_rms 0.121 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.005 -0.003 0.000 1367.2 306.1 _platon_squeeze_details ; ; # Attachment '- 4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 832911' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18.20 H22.70 Cd N3.30 O6.30' _chemical_formula_sum 'C18.20 H22.70 Cd N3.30 O6.30' _chemical_formula_weight 500.90 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' Cd Cd -0.8075 1.2024 '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' H H 0.0000 0.0000 '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/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 31.6590(6) _cell_length_b 10.0990(9) _cell_length_c 6.3110(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.0800(10) _cell_angle_gamma 90.00 _cell_volume 2017.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5106 _cell_measurement_theta_min 3.47 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1014 _exptl_absorpt_coefficient_mu 1.125 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7663 _exptl_absorpt_correction_T_max 0.8406 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5106 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1878 _reflns_number_gt 1719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; The restraint commands 'DELU' and 'SIMU' were refined the atoms N2, C9, C10, C11, C12 and C1 with high/low U(eq) problems, and the restraint command 'DFIX' was used to bind O1w, N1 atoms and H atoms. The PART instruction has been used to refine C9, C10, C11 and C12 atoms. The restraint command 'OMIT' was used to confirm the data completeless.Due to high levels of disorder about the solvent, we removed the electronic contribution of the unidentified solvent with SQUEEZE. About 1.3 DMA molecule was removed by the this process. 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^)+(0.0387P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1878 _refine_ls_number_parameters 133 _refine_ls_number_restraints 50 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0619 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.183524(7) 0.0000 0.88944(3) 0.02484(11) Uani 1 2 d S . . O1 O 0.17963(6) -0.15065(16) 0.6076(3) 0.0382(4) Uani 1 1 d . . . O2 O 0.18979(6) -0.24864(19) 0.9132(2) 0.0416(5) Uani 1 1 d . . . N1 N 0.24222(9) -0.5000 0.1026(4) 0.0267(6) Uani 1 2 d SD . . N2 N 0.11101(10) 0.0000 0.9377(5) 0.0421(7) Uani 1 2 d SU . . O1W O 0.19156(10) 0.0000 1.2530(4) 0.0465(7) Uani 1 2 d SD . . C3 C 0.19415(7) -0.3808(2) 0.6028(3) 0.0233(5) Uani 1 1 d . . . C4 C 0.18516(9) -0.5000 0.7031(5) 0.0243(6) Uani 1 2 d S . . H4 H 0.1731 -0.5000 0.8374 0.029 Uiso 1 2 calc SR . . C6 C 0.21191(7) -0.3811(2) 0.4019(3) 0.0245(5) Uani 1 1 d . . . H6 H 0.2176 -0.3013 0.3340 0.029 Uiso 1 1 calc R . . C7 C 0.22130(9) -0.5000 0.3019(5) 0.0235(6) Uani 1 2 d S . . C9 C 0.04270(19) 0.0715(8) 0.8272(12) 0.072(2) Uani 0.50 1 d PU . 1 C10 C 0.0933(2) -0.0682(7) 1.0880(12) 0.071(2) Uani 0.50 1 d PU . 1 C11 C 0.0494(2) -0.0706(8) 1.1197(12) 0.073(2) Uani 0.50 1 d PU . 1 C12 C 0.08614(19) 0.0703(8) 0.8087(11) 0.067(2) Uani 0.50 1 d PU . 1 C13 C 0.18677(7) -0.2524(2) 0.7161(3) 0.0265(5) Uani 1 1 d . . . C1 C 0.02341(12) 0.0000 0.9863(7) 0.0477(10) Uani 1 2 d SU . . H1W1 H 0.1917(8) -0.067(2) 1.320(4) 0.041(8) Uiso 1 1 d D . . H1N1 H 0.2379(9) -0.428(2) 0.024(4) 0.048(8) 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 Cd1 0.03265(16) 0.01863(16) 0.02324(14) 0.000 0.00657(9) 0.000 O1 0.0626(12) 0.0175(9) 0.0345(9) 0.0035(7) 0.0064(8) 0.0076(8) O2 0.0719(13) 0.0244(10) 0.0286(10) -0.0024(7) 0.0022(8) 0.0020(8) N1 0.0342(15) 0.0243(16) 0.0216(13) 0.000 0.0029(11) 0.000 N2 0.0353(16) 0.0394(19) 0.0516(19) 0.000 0.0103(14) 0.000 O1W 0.087(2) 0.0282(16) 0.0238(13) 0.000 0.0068(13) 0.000 C3 0.0258(11) 0.0173(12) 0.0268(11) 0.0008(8) 0.0001(9) 0.0008(8) C4 0.0288(16) 0.0222(17) 0.0220(15) 0.000 -0.0004(12) 0.000 C6 0.0299(11) 0.0179(12) 0.0257(11) 0.0030(8) 0.0018(9) -0.0007(9) C7 0.0250(15) 0.0239(17) 0.0215(15) 0.000 -0.0002(12) 0.000 C9 0.037(3) 0.102(5) 0.075(4) 0.040(4) 0.001(3) -0.001(3) C10 0.042(3) 0.085(5) 0.087(5) 0.044(4) 0.016(3) 0.003(3) C11 0.039(3) 0.087(5) 0.093(5) 0.044(4) 0.016(3) 0.008(3) C12 0.038(3) 0.100(5) 0.064(4) 0.034(4) 0.005(3) -0.005(3) C13 0.0307(12) 0.0202(12) 0.0285(12) -0.0004(9) 0.0067(9) 0.0001(9) C1 0.035(2) 0.050(3) 0.058(3) 0.000 0.0104(17) 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 Cd1 O1W 2.308(3) . ? Cd1 N2 2.316(3) . ? Cd1 O1 2.3437(17) . ? Cd1 O1 2.3437(17) 6 ? Cd1 N1 2.351(3) 7_546 ? Cd1 O2 2.5233(19) . ? Cd1 O2 2.5233(19) 6 ? O1 C13 1.255(3) . ? O2 C13 1.248(3) . ? N1 C7 1.422(4) . ? N1 Cd1 2.351(3) 7_546 ? N2 C10 1.300(7) 6 ? N2 C10 1.300(7) . ? N2 C12 1.335(7) 6 ? N2 C12 1.335(7) . ? C3 C6 1.388(3) . ? C3 C4 1.389(3) . ? C3 C13 1.499(3) . ? C4 C3 1.389(3) 6_545 ? C6 C7 1.389(3) . ? C7 C6 1.389(3) 6_545 ? C9 C1 1.380(7) . ? C9 C12 1.380(9) . ? C9 C9 1.444(16) 6 ? C9 C11 1.857(10) 6 ? C9 C12 1.989(10) 6 ? C10 C10 1.378(15) 6 ? C10 C11 1.407(9) . ? C10 C12 1.777(10) 6 ? C10 C11 1.986(10) 6 ? C11 C1 1.374(7) . ? C11 C11 1.425(15) 6 ? C11 C9 1.857(10) 6 ? C11 C10 1.986(10) 6 ? C12 C12 1.419(15) 6 ? C12 C10 1.777(10) 6 ? C12 C9 1.989(10) 6 ? C1 C11 1.374(7) 6 ? C1 C9 1.380(7) 6 ? C1 C1 1.493(7) 5_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 O1W Cd1 N2 88.70(12) . . ? O1W Cd1 O1 139.46(4) . . ? N2 Cd1 O1 92.79(8) . . ? O1W Cd1 O1 139.46(4) . 6 ? N2 Cd1 O1 92.79(8) . 6 ? O1 Cd1 O1 80.96(8) . 6 ? O1W Cd1 N1 82.52(10) . 7_546 ? N2 Cd1 N1 171.22(10) . 7_546 ? O1 Cd1 N1 93.89(7) . 7_546 ? O1 Cd1 N1 93.89(7) 6 7_546 ? O1W Cd1 O2 86.13(4) . . ? N2 Cd1 O2 94.02(4) . . ? O1 Cd1 O2 53.35(5) . . ? O1 Cd1 O2 134.03(5) 6 . ? N1 Cd1 O2 85.42(4) 7_546 . ? O1W Cd1 O2 86.13(4) . 6 ? N2 Cd1 O2 94.02(4) . 6 ? O1 Cd1 O2 134.03(5) . 6 ? O1 Cd1 O2 53.35(5) 6 6 ? N1 Cd1 O2 85.42(4) 7_546 6 ? O2 Cd1 O2 168.70(8) . 6 ? C13 O1 Cd1 96.22(13) . . ? C13 O2 Cd1 88.03(14) . . ? C7 N1 Cd1 116.60(19) . 7_546 ? C10 N2 C10 64.0(7) 6 . ? C10 N2 C12 118.2(4) 6 6 ? C10 N2 C12 84.8(5) . 6 ? C10 N2 C12 84.8(5) 6 . ? C10 N2 C12 118.2(4) . . ? C12 N2 C12 64.2(7) 6 . ? C10 N2 Cd1 121.6(3) 6 . ? C10 N2 Cd1 121.6(3) . . ? C12 N2 Cd1 120.2(3) 6 . ? C12 N2 Cd1 120.2(3) . . ? C6 C3 C4 119.9(2) . . ? C6 C3 C13 120.06(19) . . ? C4 C3 C13 120.0(2) . . ? C3 C4 C3 120.1(3) . 6_545 ? C3 C6 C7 120.3(2) . . ? C6 C7 C6 119.7(3) 6_545 . ? C6 C7 N1 120.14(14) 6_545 . ? C6 C7 N1 120.14(14) . . ? C1 C9 C12 119.9(5) . . ? C1 C9 C9 58.4(4) . 6 ? C12 C9 C9 89.5(5) . 6 ? C1 C9 C11 47.5(3) . 6 ? C12 C9 C11 88.4(5) . 6 ? C9 C9 C11 89.7(3) 6 6 ? C1 C9 C12 88.4(4) . 6 ? C12 C9 C12 45.5(5) . 6 ? C9 C9 C12 44.0(3) 6 6 ? C11 C9 C12 88.7(4) 6 6 ? N2 C10 C10 58.0(4) . 6 ? N2 C10 C11 122.6(6) . . ? C10 C10 C11 91.0(4) 6 . ? N2 C10 C12 48.5(4) . 6 ? C10 C10 C12 90.7(3) 6 6 ? C11 C10 C12 90.9(5) . 6 ? N2 C10 C11 90.1(4) . 6 ? C10 C10 C11 45.1(3) 6 6 ? C11 C10 C11 45.8(5) . 6 ? C12 C10 C11 91.1(4) 6 6 ? C1 C11 C10 119.7(6) . . ? C1 C11 C11 58.8(4) . 6 ? C10 C11 C11 89.0(4) . 6 ? C1 C11 C9 47.7(3) . 6 ? C10 C11 C9 88.3(5) . 6 ? C11 C11 C9 90.3(3) 6 6 ? C1 C11 C10 89.5(4) . 6 ? C10 C11 C10 43.9(5) . 6 ? C11 C11 C10 45.1(3) 6 6 ? C9 C11 C10 89.0(4) 6 6 ? N2 C12 C9 122.7(5) . . ? N2 C12 C12 57.9(3) . 6 ? C9 C12 C12 90.5(5) . 6 ? N2 C12 C10 46.8(3) . 6 ? C9 C12 C10 92.4(5) . 6 ? C12 C12 C10 89.3(3) 6 6 ? N2 C12 C9 89.4(4) . 6 ? C9 C12 C9 46.6(5) . 6 ? C12 C12 C9 44.0(3) 6 6 ? C10 C12 C9 91.2(4) 6 6 ? O2 C13 O1 122.1(2) . . ? O2 C13 C3 119.3(2) . . ? O1 C13 C3 118.44(19) . . ? C11 C1 C11 62.4(7) 6 . ? C11 C1 C9 84.8(5) 6 . ? C11 C1 C9 116.9(4) . . ? C11 C1 C9 116.9(4) 6 6 ? C11 C1 C9 84.8(5) . 6 ? C9 C1 C9 63.1(7) . 6 ? C11 C1 C1 121.4(4) 6 5_557 ? C11 C1 C1 121.4(4) . 5_557 ? C9 C1 C1 121.7(4) . 5_557 ? C9 C1 C1 121.7(4) 6 5_557 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1W Cd1 O1 C13 -4.6(2) . . . . ? N2 Cd1 O1 C13 -95.82(15) . . . . ? O1 Cd1 O1 C13 171.79(11) 6 . . . ? N1 Cd1 O1 C13 78.47(14) 7_546 . . . ? O2 Cd1 O1 C13 -2.89(13) . . . . ? O2 Cd1 O1 C13 165.86(13) 6 . . . ? O1W Cd1 O2 C13 -178.20(15) . . . . ? N2 Cd1 O2 C13 93.38(16) . . . . ? O1 Cd1 O2 C13 2.89(13) . . . . ? O1 Cd1 O2 C13 -4.43(18) 6 . . . ? N1 Cd1 O2 C13 -95.41(15) 7_546 . . . ? O2 Cd1 O2 C13 -131.4(3) 6 . . . ? O1W Cd1 N2 C10 38.5(5) . . . 6 ? O1 Cd1 N2 C10 177.9(5) . . . 6 ? O1 Cd1 N2 C10 -101.0(5) 6 . . 6 ? N1 Cd1 N2 C10 38.5(5) 7_546 . . 6 ? O2 Cd1 N2 C10 124.5(5) . . . 6 ? O2 Cd1 N2 C10 -47.5(5) 6 . . 6 ? O1W Cd1 N2 C10 -38.5(5) . . . . ? O1 Cd1 N2 C10 101.0(5) . . . . ? O1 Cd1 N2 C10 -177.9(5) 6 . . . ? N1 Cd1 N2 C10 -38.5(5) 7_546 . . . ? O2 Cd1 N2 C10 47.5(5) . . . . ? O2 Cd1 N2 C10 -124.5(5) 6 . . . ? O1W Cd1 N2 C12 -142.1(4) . . . 6 ? O1 Cd1 N2 C12 -2.6(4) . . . 6 ? O1 Cd1 N2 C12 78.5(4) 6 . . 6 ? N1 Cd1 N2 C12 -142.1(4) 7_546 . . 6 ? O2 Cd1 N2 C12 -56.0(4) . . . 6 ? O2 Cd1 N2 C12 131.9(4) 6 . . 6 ? O1W Cd1 N2 C12 142.1(4) . . . . ? O1 Cd1 N2 C12 -78.5(4) . . . . ? O1 Cd1 N2 C12 2.6(4) 6 . . . ? N1 Cd1 N2 C12 142.1(4) 7_546 . . . ? O2 Cd1 N2 C12 -131.9(4) . . . . ? O2 Cd1 N2 C12 56.0(4) 6 . . . ? C6 C3 C4 C3 0.3(4) . . . 6_545 ? C13 C3 C4 C3 -176.46(17) . . . 6_545 ? C4 C3 C6 C7 -0.9(3) . . . . ? C13 C3 C6 C7 175.9(2) . . . . ? C3 C6 C7 C6 1.5(4) . . . 6_545 ? C3 C6 C7 N1 -175.6(2) . . . . ? Cd1 N1 C7 C6 -88.5(2) 7_546 . . 6_545 ? Cd1 N1 C7 C6 88.5(2) 7_546 . . . ? C12 N2 C10 C10 -124.9(4) 6 . . 6 ? C12 N2 C10 C10 -67.9(5) . . . 6 ? Cd1 N2 C10 C10 112.6(4) . . . 6 ? C10 N2 C10 C11 67.8(9) 6 . . . ? C12 N2 C10 C11 -57.1(8) 6 . . . ? C12 N2 C10 C11 -0.1(11) . . . . ? Cd1 N2 C10 C11 -179.6(6) . . . . ? C10 N2 C10 C12 124.9(4) 6 . . 6 ? C12 N2 C10 C12 57.0(7) . . . 6 ? Cd1 N2 C10 C12 -122.5(4) . . . 6 ? C10 N2 C10 C11 33.5(5) 6 . . 6 ? C12 N2 C10 C11 -91.4(4) 6 . . 6 ? C12 N2 C10 C11 -34.4(6) . . . 6 ? Cd1 N2 C10 C11 146.1(2) . . . 6 ? N2 C10 C11 C1 0.9(13) . . . . ? C10 C10 C11 C1 52.7(7) 6 . . . ? C12 C10 C11 C1 -38.0(8) 6 . . . ? C11 C10 C11 C1 52.7(7) 6 . . . ? N2 C10 C11 C11 -51.8(7) . . . 6 ? C10 C10 C11 C11 0.0 6 . . 6 ? C12 C10 C11 C11 -90.7(3) 6 . . 6 ? N2 C10 C11 C9 38.6(9) . . . 6 ? C10 C10 C11 C9 90.3(3) 6 . . 6 ? C12 C10 C11 C9 -0.3(5) 6 . . 6 ? C11 C10 C11 C9 90.3(3) 6 . . 6 ? N2 C10 C11 C10 -51.8(7) . . . 6 ? C12 C10 C11 C10 -90.7(3) 6 . . 6 ? C11 C10 C11 C10 0.0 6 . . 6 ? C10 N2 C12 C9 -57.7(8) 6 . . . ? C10 N2 C12 C9 -1.0(10) . . . . ? C12 N2 C12 C9 67.1(9) 6 . . . ? Cd1 N2 C12 C9 178.5(6) . . . . ? C10 N2 C12 C12 -124.8(4) 6 . . 6 ? C10 N2 C12 C12 -68.0(5) . . . 6 ? Cd1 N2 C12 C12 111.4(4) . . . 6 ? C10 N2 C12 C10 56.8(7) . . . 6 ? C12 N2 C12 C10 124.8(4) 6 . . 6 ? Cd1 N2 C12 C10 -123.7(4) . . . 6 ? C10 N2 C12 C9 -92.3(4) 6 . . 6 ? C10 N2 C12 C9 -35.5(6) . . . 6 ? C12 N2 C12 C9 32.6(4) 6 . . 6 ? Cd1 N2 C12 C9 144.0(2) . . . 6 ? C1 C9 C12 N2 1.2(12) . . . . ? C9 C9 C12 N2 -51.3(7) 6 . . . ? C11 C9 C12 N2 38.4(8) 6 . . . ? C12 C9 C12 N2 -51.3(7) 6 . . . ? C1 C9 C12 C12 52.5(7) . . . 6 ? C9 C9 C12 C12 0.0 6 . . 6 ? C11 C9 C12 C12 89.7(3) 6 . . 6 ? C1 C9 C12 C10 -36.9(8) . . . 6 ? C9 C9 C12 C10 -89.4(4) 6 . . 6 ? C11 C9 C12 C10 0.3(5) 6 . . 6 ? C12 C9 C12 C10 -89.4(4) 6 . . 6 ? C1 C9 C12 C9 52.5(7) . . . 6 ? C11 C9 C12 C9 89.7(3) 6 . . 6 ? C12 C9 C12 C9 0.0 6 . . 6 ? Cd1 O2 C13 O1 -5.1(2) . . . . ? Cd1 O2 C13 C3 171.52(18) . . . . ? Cd1 O1 C13 O2 5.5(2) . . . . ? Cd1 O1 C13 C3 -171.12(16) . . . . ? C6 C3 C13 O2 -147.3(2) . . . . ? C4 C3 C13 O2 29.5(3) . . . . ? C6 C3 C13 O1 29.5(3) . . . . ? C4 C3 C13 O1 -153.7(2) . . . . ? C10 C11 C1 C11 -68.4(8) . . . 6 ? C9 C11 C1 C11 -124.0(4) 6 . . 6 ? C10 C11 C1 C11 -34.9(4) 6 . . 6 ? C10 C11 C1 C9 -0.7(10) . . . . ? C11 C11 C1 C9 67.7(5) 6 . . . ? C9 C11 C1 C9 -56.3(7) 6 . . . ? C10 C11 C1 C9 32.8(6) 6 . . . ? C10 C11 C1 C9 55.6(8) . . . 6 ? C11 C11 C1 C9 124.0(4) 6 . . 6 ? C10 C11 C1 C9 89.1(4) 6 . . 6 ? C10 C11 C1 C1 179.8(6) . . . 5_557 ? C11 C11 C1 C1 -111.7(5) 6 . . 5_557 ? C9 C11 C1 C1 124.2(5) 6 . . 5_557 ? C10 C11 C1 C1 -146.7(4) 6 . . 5_557 ? C12 C9 C1 C11 55.2(8) . . . 6 ? C9 C9 C1 C11 123.7(4) 6 . . 6 ? C12 C9 C1 C11 89.7(4) 6 . . 6 ? C12 C9 C1 C11 -0.3(10) . . . . ? C9 C9 C1 C11 68.2(5) 6 . . . ? C11 C9 C1 C11 -55.5(7) 6 . . . ? C12 C9 C1 C11 34.2(6) 6 . . . ? C12 C9 C1 C9 -68.5(8) . . . 6 ? C11 C9 C1 C9 -123.7(4) 6 . . 6 ? C12 C9 C1 C9 -34.1(4) 6 . . 6 ? C12 C9 C1 C1 179.2(6) . . . 5_557 ? C9 C9 C1 C1 -112.3(5) 6 . . 5_557 ? C11 C9 C1 C1 124.0(5) 6 . . 5_557 ? C12 C9 C1 C1 -146.3(4) 6 . . 5_557 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.324 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.076 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.045 355.6 127.1 2 0.500 0.500 -0.088 355.6 127.1 _platon_squeeze_details ; ;