# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Kuang-Lieh Lu' _publ_contact_author_name 'Lu, Kuang-Lieh' _publ_contact_author_email lu@chem.sinica.edu.tw # Attachment '- SI_cpd 1.cif' data_i8027new _database_code_depnum_ccdc_archive 'CCDC 796294' #TrackingRef '- SI_cpd 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H34 Cu N14 O9' _chemical_formula_weight 726.19 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5970(8) _cell_length_b 9.2441(9) _cell_length_c 11.8821(12) _cell_angle_alpha 103.269(2) _cell_angle_beta 102.055(2) _cell_angle_gamma 95.831(2) _cell_volume 887.65(15) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1269 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 22.52 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 377 _exptl_absorpt_coefficient_mu 0.681 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8448 _exptl_absorpt_correction_T_max 0.9950 _exptl_absorpt_process_details 'Bruker SADABS, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6573 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.1104 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3121 _reflns_number_gt 1990 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1300P)^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 3121 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0660 _refine_ls_wR_factor_ref 0.2330 _refine_ls_wR_factor_gt 0.2278 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Cu1 Cu 0.0000 1.0000 0.5000 0.0234(4) Uani 1 2 d S . . O1 O 0.2400(5) 1.0379(5) 0.4269(4) 0.0341(11) Uani 1 1 d . . . O2 O 0.3364(5) 0.8744(5) 0.3086(4) 0.0373(12) Uani 1 1 d . . . O3 O 0.4716(6) 1.0956(5) 0.3943(5) 0.0585(17) Uani 1 1 d . . . N1 N 0.3596(6) 0.5573(6) 0.5227(5) 0.0325(13) Uani 1 1 d . . . N2 N 0.0710(6) 0.8167(5) 0.5551(4) 0.0245(12) Uani 1 1 d . . . N3 N 0.1660(7) 0.5700(6) 0.6319(6) 0.0392(15) Uani 1 1 d . . . N4 N -0.0700(6) 0.5873(6) 0.0841(5) 0.0353(14) Uani 1 1 d . . . N5 N -0.1247(6) 0.8658(5) 0.3389(4) 0.0229(11) Uani 1 1 d . . . N6 N -0.3029(6) 0.6646(6) 0.1285(5) 0.0357(14) Uani 1 1 d . . . N7 N 0.3492(6) 1.0026(6) 0.3745(5) 0.0298(13) Uani 1 1 d . . . C1 C 0.4025(8) 0.4238(7) 0.5593(7) 0.0391(18) Uani 1 1 d . . . H1A H 0.3463 0.3346 0.4979 0.047 Uiso 1 1 calc R . . H1B H 0.3686 0.4211 0.6318 0.047 Uiso 1 1 calc R . . C2 C 0.5811(8) 0.4227(8) 0.5805(7) 0.0378(17) Uani 1 1 d . . . H2A H 0.6364 0.5030 0.6499 0.045 Uiso 1 1 calc R . . H2B H 0.6047 0.3279 0.5964 0.045 Uiso 1 1 calc R . . C3 C 0.2352(7) 0.6240(7) 0.5564(6) 0.0288(15) Uani 1 1 d . . . C4 C 0.1861(7) 0.7481(6) 0.5178(5) 0.0251(14) Uani 1 1 d . . . H4 H 0.2356 0.7833 0.4646 0.030 Uiso 1 1 calc R . . C5 C 0.0030(8) 0.7639(8) 0.6319(6) 0.0360(17) Uani 1 1 d . . . H5 H -0.0768 0.8103 0.6609 0.043 Uiso 1 1 calc R . . C6 C 0.0502(8) 0.6419(8) 0.6681(7) 0.0436(19) Uani 1 1 d . . . H6 H -0.0006 0.6068 0.7206 0.052 Uiso 1 1 calc R . . C7 C -0.1652(9) 0.4624(10) -0.0081(7) 0.068(3) Uani 1 1 d . . . H7A H -0.1920 0.3826 0.0285 0.082 Uiso 1 1 calc R . . H7B H -0.2654 0.4937 -0.0410 0.082 Uiso 1 1 calc R . . C8 C -0.0991(9) 0.4020(13) -0.1018(10) 0.107(5) Uani 1 1 d . . . H8A H -0.1369 0.4489 -0.1654 0.128 Uiso 1 1 calc R . . H8B H -0.1443 0.2960 -0.1307 0.128 Uiso 1 1 calc R . . C9 C -0.1427(7) 0.6773(7) 0.1603(5) 0.0278(15) Uani 1 1 d . . . C10 C -0.0528(7) 0.7792(7) 0.2667(5) 0.0277(15) Uani 1 1 d . . . H10 H 0.0587 0.7860 0.2868 0.033 Uiso 1 1 calc R . . C11 C -0.2847(7) 0.8569(7) 0.3059(5) 0.0262(14) Uani 1 1 d . . . H11 H -0.3376 0.9188 0.3534 0.031 Uiso 1 1 calc R . . C12 C -0.3710(8) 0.7565(7) 0.2021(6) 0.0333(16) Uani 1 1 d . . . H12 H -0.4822 0.7519 0.1818 0.040 Uiso 1 1 calc R . . O11 O 0.758(2) 0.763(2) 0.8222(17) 0.051(4) Uiso 0.31 1 d P . . O12 O 0.761(3) 0.847(3) 0.876(2) 0.051(6) Uiso 0.24 1 d P . . O13 O 0.851(3) 0.885(3) 0.890(2) 0.051(6) Uiso 0.23 1 d P . . O14 O 0.598(3) 0.740(3) 0.832(2) 0.051(6) Uiso 0.22 1 d P . . O15 O 0.486(3) 0.691(3) 0.863(2) 0.051(7) Uiso 0.19 1 d P . . O16 O 0.568(4) 0.875(4) 0.893(3) 0.051(8) Uiso 0.16 1 d P . . O17 O 0.705(4) 0.954(4) 0.939(3) 0.051(9) Uiso 0.15 1 d P . . 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 Cu1 0.0181(6) 0.0199(6) 0.0274(7) -0.0054(4) 0.0061(5) 0.0062(4) O1 0.024(2) 0.035(3) 0.046(3) 0.003(2) 0.020(2) 0.010(2) O2 0.029(3) 0.028(2) 0.047(3) -0.013(2) 0.017(2) 0.004(2) O3 0.033(3) 0.034(3) 0.102(5) -0.007(3) 0.033(3) -0.006(2) N1 0.027(3) 0.025(3) 0.051(4) 0.010(3) 0.017(3) 0.015(2) N2 0.015(3) 0.025(3) 0.028(3) -0.002(2) 0.004(2) 0.005(2) N3 0.035(3) 0.039(3) 0.056(4) 0.019(3) 0.024(3) 0.018(3) N4 0.018(3) 0.039(3) 0.033(3) -0.019(3) 0.005(2) 0.003(2) N5 0.018(3) 0.021(3) 0.028(3) -0.001(2) 0.008(2) 0.003(2) N6 0.020(3) 0.041(3) 0.034(3) -0.013(3) 0.008(2) 0.004(2) N7 0.018(3) 0.029(3) 0.041(3) 0.001(3) 0.012(2) 0.003(2) C1 0.036(4) 0.027(4) 0.067(5) 0.019(4) 0.027(4) 0.015(3) C2 0.039(4) 0.036(4) 0.050(4) 0.016(3) 0.024(4) 0.021(3) C3 0.020(3) 0.028(3) 0.038(4) 0.003(3) 0.008(3) 0.006(3) C4 0.022(3) 0.020(3) 0.030(4) -0.003(3) 0.007(3) 0.004(3) C5 0.028(4) 0.043(4) 0.046(4) 0.014(4) 0.019(3) 0.018(3) C6 0.037(4) 0.050(5) 0.058(5) 0.021(4) 0.028(4) 0.018(4) C7 0.028(4) 0.082(6) 0.057(5) -0.049(5) 0.014(4) -0.012(4) C8 0.021(4) 0.125(9) 0.109(8) -0.094(7) 0.025(5) -0.017(5) C9 0.021(3) 0.030(3) 0.027(3) -0.006(3) 0.009(3) 0.004(3) C10 0.018(3) 0.028(3) 0.031(4) -0.005(3) 0.006(3) 0.005(3) C11 0.022(3) 0.026(3) 0.029(3) -0.003(3) 0.011(3) 0.008(3) C12 0.019(3) 0.040(4) 0.035(4) -0.006(3) 0.008(3) 0.006(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 Cu1 N5 2.033(5) . ? Cu1 N5 2.033(5) 2_576 ? Cu1 N2 2.055(5) . ? Cu1 N2 2.055(5) 2_576 ? Cu1 O1 2.424(4) . ? Cu1 O1 2.424(4) 2_576 ? O1 N7 1.260(6) . ? O2 N7 1.242(6) . ? O3 N7 1.234(7) . ? N1 C3 1.372(8) . ? N1 C1 1.456(8) . ? N1 C2 1.464(9) 2_666 ? N2 C4 1.327(7) . ? N2 C5 1.335(8) . ? N3 C3 1.333(8) . ? N3 C6 1.341(8) . ? N4 C9 1.378(7) . ? N4 C8 1.415(9) 2_565 ? N4 C7 1.434(8) . ? N5 C10 1.329(7) . ? N5 C11 1.337(7) . ? N6 C9 1.335(8) . ? N6 C12 1.342(8) . ? C1 C2 1.505(9) . ? C2 N1 1.464(9) 2_666 ? C3 C4 1.401(9) . ? C5 C6 1.365(9) . ? C7 C8 1.384(11) . ? C8 N4 1.415(9) 2_565 ? C9 C10 1.407(8) . ? C11 C12 1.373(8) . ? 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 N5 Cu1 N5 180.000(1) . 2_576 ? N5 Cu1 N2 91.11(19) . . ? N5 Cu1 N2 88.89(19) 2_576 . ? N5 Cu1 N2 88.89(19) . 2_576 ? N5 Cu1 N2 91.11(19) 2_576 2_576 ? N2 Cu1 N2 180.0(3) . 2_576 ? N5 Cu1 O1 91.74(17) . . ? N5 Cu1 O1 88.26(17) 2_576 . ? N2 Cu1 O1 91.50(17) . . ? N2 Cu1 O1 88.50(17) 2_576 . ? N5 Cu1 O1 88.26(17) . 2_576 ? N5 Cu1 O1 91.74(17) 2_576 2_576 ? N2 Cu1 O1 88.50(17) . 2_576 ? N2 Cu1 O1 91.50(17) 2_576 2_576 ? O1 Cu1 O1 180.000(1) . 2_576 ? N7 O1 Cu1 157.5(4) . . ? C3 N1 C1 120.7(6) . . ? C3 N1 C2 123.0(5) . 2_666 ? C1 N1 C2 113.0(5) . 2_666 ? C4 N2 C5 117.6(5) . . ? C4 N2 Cu1 121.9(4) . . ? C5 N2 Cu1 120.5(4) . . ? C3 N3 C6 116.1(6) . . ? C9 N4 C8 122.9(5) . 2_565 ? C9 N4 C7 119.9(5) . . ? C8 N4 C7 116.5(5) 2_565 . ? C10 N5 C11 118.1(5) . . ? C10 N5 Cu1 121.8(4) . . ? C11 N5 Cu1 120.0(4) . . ? C9 N6 C12 116.2(5) . . ? O3 N7 O2 120.9(5) . . ? O3 N7 O1 118.7(5) . . ? O2 N7 O1 120.3(5) . . ? N1 C1 C2 111.3(6) . . ? N1 C2 C1 111.2(6) 2_666 . ? N3 C3 N1 117.3(6) . . ? N3 C3 C4 120.7(6) . . ? N1 C3 C4 122.0(6) . . ? N2 C4 C3 121.8(6) . . ? N2 C5 C6 120.3(6) . . ? N3 C6 C5 123.6(7) . . ? C8 C7 N4 117.7(7) . . ? C7 C8 N4 120.0(8) . 2_565 ? N6 C9 N4 117.1(5) . . ? N6 C9 C10 121.1(5) . . ? N4 C9 C10 121.8(5) . . ? N5 C10 C9 121.0(5) . . ? N5 C11 C12 120.2(5) . . ? N6 C12 C11 123.3(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.185 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.161 data_cpd2 _database_code_depnum_ccdc_archive 'CCDC 796295' #TrackingRef '- SI_cpd_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H38 Cl2 Co N14 O2 S2' _chemical_formula_weight 808.68 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 21.6393(6) _cell_length_b 13.1753(3) _cell_length_c 12.3516(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.5570(10) _cell_angle_gamma 90.00 _cell_volume 3517.99(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9980 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 25.01 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1676 _exptl_absorpt_coefficient_mu 0.810 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6857 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29790 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0182 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.07 _reflns_number_total 3131 _reflns_number_gt 2728 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1262P)^2^+17.7882P] 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 3131 _refine_ls_number_parameters 244 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.2066 _refine_ls_wR_factor_gt 0.1964 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 0.2500 0.7500 0.0000 0.0176(3) Uani 1 2 d S . . S1 S 0.33643(5) 0.96009(8) 0.28657(9) 0.0311(3) Uani 1 1 d . . . N1 N 0.00832(17) 0.6068(3) -0.0067(3) 0.0296(8) Uani 1 1 d . . . N2 N 0.03930(17) 0.7027(3) 0.1427(3) 0.0306(8) Uani 1 1 d . . . N3 N 0.15798(16) 0.7245(3) 0.0640(3) 0.0212(7) Uani 1 1 d . . . N4 N 0.2907(2) 0.3333(3) -0.0164(3) 0.0343(9) Uani 1 1 d . . . N5 N 0.33239(19) 0.4162(3) 0.1358(3) 0.0349(9) Uani 1 1 d . . . N6 N 0.28364(15) 0.6004(3) 0.0589(3) 0.0222(7) Uani 1 1 d . . . N7 N 0.28002(15) 0.8177(2) 0.1463(3) 0.0219(7) Uani 1 1 d . . . C1 C 0.0234(2) 0.5397(4) -0.0963(3) 0.0309(10) Uani 1 1 d . . . H1A H 0.0570 0.5691 -0.1352 0.037 Uiso 1 1 calc R . . H1B H -0.0123 0.5338 -0.1462 0.037 Uiso 1 1 calc R . . C2 C -0.04210(19) 0.5646(4) 0.0556(4) 0.0315(10) Uani 1 1 d . . . H2A H -0.0796 0.5600 0.0099 0.038 Uiso 1 1 calc R . . H2B H -0.0501 0.6086 0.1164 0.038 Uiso 1 1 calc R . . C3 C 0.05445(19) 0.6591(3) 0.0500(3) 0.0248(9) Uani 1 1 d . . . C4 C 0.11453(19) 0.6699(3) 0.0115(3) 0.0241(9) Uani 1 1 d . . . H4 H 0.1241 0.6377 -0.0527 0.029 Uiso 1 1 calc R . . C5 C 0.1425(2) 0.7680(3) 0.1579(3) 0.0263(9) Uani 1 1 d . . . H5 H 0.1715 0.8066 0.1976 0.032 Uiso 1 1 calc R . . C6 C 0.0841(2) 0.7556(3) 0.1951(4) 0.0313(10) Uani 1 1 d . . . H6 H 0.0751 0.7858 0.2606 0.038 Uiso 1 1 calc R . . C7 C 0.2357(3) 0.3169(3) -0.0886(4) 0.0371(11) Uani 1 1 d . . . H7A H 0.2468 0.2766 -0.1505 0.045 Uiso 1 1 calc R . . H7B H 0.2200 0.3817 -0.1150 0.045 Uiso 1 1 calc R . . C8 C 0.3140(3) 0.2373(3) 0.0285(4) 0.0379(12) Uani 1 1 d . . . H8A H 0.3494 0.2503 0.0776 0.045 Uiso 1 1 calc R . . H8B H 0.3276 0.1944 -0.0297 0.045 Uiso 1 1 calc R . . C9 C 0.2986(2) 0.4209(3) 0.0423(3) 0.0251(9) Uani 1 1 d . . . C10 C 0.2746(2) 0.5149(3) 0.0051(3) 0.0237(9) Uani 1 1 d . . . H10 H 0.2514 0.5165 -0.0601 0.028 Uiso 1 1 calc R . . C11 C 0.3166(2) 0.5944(3) 0.1541(4) 0.0355(11) Uani 1 1 d . . . H11 H 0.3234 0.6524 0.1959 0.043 Uiso 1 1 calc R . . C12 C 0.3402(3) 0.5030(4) 0.1896(4) 0.0410(12) Uani 1 1 d . . . H12 H 0.3631 0.5017 0.2551 0.049 Uiso 1 1 calc R . . C13 C 0.30330(18) 0.8762(3) 0.2068(3) 0.0207(8) Uani 1 1 d . . . C14 C 0.5214(9) 0.4345(16) 0.4657(17) 0.098(6) Uiso 0.50 1 d P . . Cl1 Cl 0.43867(16) 0.4659(3) 0.4555(3) 0.0611(8) Uiso 0.50 1 d P . . Cl2 Cl 0.5562(3) 0.5724(5) 0.4819(5) 0.1189(18) Uiso 0.50 1 d P . . C15 C 0.4353(13) 0.6559(14) 0.378(2) 0.053(5) Uani 0.50 1 d P A 1 O1 O 0.4390(8) 0.7323(11) 0.2971(13) 0.042(4) Uani 0.50 1 d P A 1 C16 C 0.4342(11) 0.6970(17) 0.3467(17) 0.081(15) Uani 0.50 1 d PD B 2 O2 O 0.4617(5) 0.7285(10) 0.2525(13) 0.065(4) Uani 0.50 1 d PD . 2 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 0.0217(4) 0.0135(4) 0.0177(4) -0.0009(3) 0.0009(3) -0.0022(3) S1 0.0364(6) 0.0297(6) 0.0271(6) -0.0090(4) -0.0012(5) -0.0082(4) N1 0.0255(18) 0.035(2) 0.0283(19) -0.0063(16) 0.0034(15) -0.0092(15) N2 0.0263(18) 0.037(2) 0.0284(19) -0.0068(16) 0.0061(15) -0.0061(16) N3 0.0253(17) 0.0165(15) 0.0217(17) 0.0008(13) 0.0017(13) -0.0007(13) N4 0.051(2) 0.0191(18) 0.032(2) 0.0012(15) -0.0093(18) 0.0053(16) N5 0.046(2) 0.0235(19) 0.034(2) 0.0018(16) -0.0096(17) 0.0047(17) N6 0.0255(17) 0.0187(17) 0.0226(17) 0.0019(13) 0.0031(13) 0.0007(13) N7 0.0258(17) 0.0188(16) 0.0210(16) 0.0000(14) 0.0011(14) -0.0006(14) C1 0.026(2) 0.047(3) 0.0201(19) -0.0060(18) 0.0055(16) -0.0175(19) C2 0.019(2) 0.042(3) 0.034(2) -0.013(2) 0.0079(17) -0.0064(18) C3 0.025(2) 0.026(2) 0.024(2) 0.0007(16) 0.0001(16) -0.0030(16) C4 0.028(2) 0.025(2) 0.0203(19) -0.0052(16) 0.0026(16) -0.0053(16) C5 0.028(2) 0.030(2) 0.021(2) -0.0058(17) 0.0006(17) -0.0049(17) C6 0.030(2) 0.038(3) 0.026(2) -0.0114(18) 0.0050(19) -0.0041(18) C7 0.065(3) 0.018(2) 0.027(2) -0.0005(17) -0.014(2) 0.006(2) C8 0.057(3) 0.016(2) 0.039(3) -0.0049(18) -0.014(2) 0.010(2) C9 0.034(2) 0.0162(19) 0.025(2) 0.0011(16) 0.0012(17) 0.0008(17) C10 0.031(2) 0.0189(19) 0.021(2) 0.0011(16) -0.0012(16) 0.0006(16) C11 0.051(3) 0.021(2) 0.033(2) -0.0036(18) -0.010(2) 0.002(2) C12 0.057(3) 0.028(2) 0.036(3) 0.000(2) -0.019(2) 0.005(2) C13 0.0246(19) 0.0187(19) 0.0189(19) 0.0026(16) 0.0036(15) 0.0027(15) C15 0.079(12) 0.030(12) 0.049(8) 0.000(8) -0.004(8) -0.020(10) O1 0.041(6) 0.021(7) 0.062(12) -0.017(6) -0.030(7) -0.004(6) C16 0.088(18) 0.05(3) 0.10(4) -0.047(18) -0.05(3) 0.01(2) O2 0.045(7) 0.055(7) 0.094(10) 0.031(7) 0.002(6) -0.008(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 Co1 N7 2.092(3) 7_565 ? Co1 N7 2.092(3) . ? Co1 N3 2.201(3) . ? Co1 N3 2.201(3) 7_565 ? Co1 N6 2.213(3) . ? Co1 N6 2.213(3) 7_565 ? S1 C13 1.626(4) . ? N1 C3 1.378(5) . ? N1 C1 1.464(6) . ? N1 C2 1.472(6) . ? N2 C3 1.335(6) . ? N2 C6 1.337(6) . ? N3 C4 1.330(5) . ? N3 C5 1.349(5) . ? N4 C9 1.369(6) . ? N4 C8 1.462(5) . ? N4 C7 1.472(6) . ? N5 C12 1.330(6) . ? N5 C9 1.341(6) . ? N6 C10 1.318(5) . ? N6 C11 1.351(6) . ? N7 C13 1.171(5) . ? C1 C2 1.513(7) 5_565 ? C2 C1 1.513(7) 5_565 ? C3 C4 1.411(6) . ? C5 C6 1.374(7) . ? C7 C8 1.513(8) 7 ? C8 C7 1.513(8) 7 ? C9 C10 1.412(6) . ? C11 C12 1.371(7) . ? C14 Cl1 1.83(2) 5_666 ? C14 Cl2 1.83(2) 5_666 ? C14 Cl1 1.84(2) . ? C14 Cl2 1.97(2) . ? Cl1 Cl2 0.925(6) 5_666 ? Cl1 C14 1.83(2) 5_666 ? Cl2 Cl1 0.925(7) 5_666 ? Cl2 C14 1.83(2) 5_666 ? C15 O1 1.43(2) . ? C16 O2 1.395(18) . ? O2 O2 1.66(2) 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 N7 Co1 N7 180.00(19) 7_565 . ? N7 Co1 N3 89.67(13) 7_565 . ? N7 Co1 N3 90.33(13) . . ? N7 Co1 N3 90.33(13) 7_565 7_565 ? N7 Co1 N3 89.67(13) . 7_565 ? N3 Co1 N3 180.00(17) . 7_565 ? N7 Co1 N6 89.36(13) 7_565 . ? N7 Co1 N6 90.64(13) . . ? N3 Co1 N6 92.04(12) . . ? N3 Co1 N6 87.96(12) 7_565 . ? N7 Co1 N6 90.64(13) 7_565 7_565 ? N7 Co1 N6 89.36(13) . 7_565 ? N3 Co1 N6 87.96(12) . 7_565 ? N3 Co1 N6 92.04(12) 7_565 7_565 ? N6 Co1 N6 180.0 . 7_565 ? C3 N1 C1 120.3(4) . . ? C3 N1 C2 117.4(3) . . ? C1 N1 C2 111.2(3) . . ? C3 N2 C6 116.0(4) . . ? C4 N3 C5 116.9(4) . . ? C4 N3 Co1 122.6(3) . . ? C5 N3 Co1 120.5(3) . . ? C9 N4 C8 119.7(4) . . ? C9 N4 C7 121.5(4) . . ? C8 N4 C7 111.0(4) . . ? C12 N5 C9 116.3(4) . . ? C10 N6 C11 116.7(4) . . ? C10 N6 Co1 123.8(3) . . ? C11 N6 Co1 119.5(3) . . ? C13 N7 Co1 160.0(3) . . ? N1 C1 C2 111.3(4) . 5_565 ? N1 C2 C1 108.9(4) . 5_565 ? N2 C3 N1 116.8(4) . . ? N2 C3 C4 120.7(4) . . ? N1 C3 C4 122.4(4) . . ? N3 C4 C3 122.1(4) . . ? N3 C5 C6 120.3(4) . . ? N2 C6 C5 123.9(4) . . ? N4 C7 C8 110.2(4) . 7 ? N4 C8 C7 110.7(4) . 7 ? N5 C9 N4 117.8(4) . . ? N5 C9 C10 120.0(4) . . ? N4 C9 C10 122.1(4) . . ? N6 C10 C9 122.8(4) . . ? N6 C11 C12 120.3(4) . . ? N5 C12 C11 124.0(4) . . ? N7 C13 S1 177.7(4) . . ? Cl1 C14 Cl2 105.4(11) 5_666 5_666 ? Cl1 C14 Cl1 108.1(11) 5_666 . ? Cl2 C14 Cl1 29.2(4) 5_666 . ? Cl1 C14 Cl2 27.8(4) 5_666 . ? Cl2 C14 Cl2 111.2(11) 5_666 . ? Cl1 C14 Cl2 99.5(10) . . ? Cl2 Cl1 C14 84.9(8) 5_666 5_666 ? Cl2 Cl1 C14 74.9(8) 5_666 . ? C14 Cl1 C14 71.9(11) 5_666 . ? Cl1 Cl2 C14 75.8(8) 5_666 5_666 ? Cl1 Cl2 C14 67.3(8) 5_666 . ? C14 Cl2 C14 68.8(11) 5_666 . ? C16 O2 O2 119.7(17) . 2_655 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.174 _refine_diff_density_min -1.559 _refine_diff_density_rms 0.139 # Attachment '- SI_cpd 3.cif' data_a8871 _database_code_depnum_ccdc_archive 'CCDC 796296' #TrackingRef '- SI_cpd 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H28 N14 Ni S2' _chemical_formula_sum 'C26 H28 N14 Ni S2' _chemical_formula_weight 659.45 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/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 22.065(5) _cell_length_b 13.166(3) _cell_length_c 12.255(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.379(5) _cell_angle_gamma 90.00 _cell_volume 3557.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour 'pale green' _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.700 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8903 _exptl_absorpt_correction_T_max 0.9793 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3024 _diffrn_reflns_av_R_equivalents 0.0511 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3024 _reflns_number_gt 1924 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa APEX II' _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1205P)^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 3024 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0916 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1776 _refine_ls_wR_factor_gt 0.1611 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _refine_ls_shift/su_max 0.051 _refine_ls_shift/su_mean 0.005 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 0.1212(3) 0.3361(4) 0.0202(4) 0.0728(17) Uani 1 1 d . . . H1 H 0.1320 0.3755 -0.0409 0.087 Uiso 1 1 calc R . . C2 C 0.0623(3) 0.3456(4) 0.0568(4) 0.0756(17) Uani 1 1 d . . . C4 C 0.0888(3) 0.2373(4) 0.1931(4) 0.0694(16) Uani 1 1 d . . . H4 H 0.0792 0.2016 0.2576 0.083 Uiso 1 1 calc R . . C5 C 0.1453(2) 0.2253(4) 0.1546(3) 0.0578(13) Uani 1 1 d . . . H5 H 0.1732 0.1807 0.1912 0.069 Uiso 1 1 calc R . . C7 C 0.2732(2) 0.4828(3) 0.0078(3) 0.0550(13) Uani 1 1 d . . . H7 H 0.2468 0.4828 -0.0555 0.066 Uiso 1 1 calc R . . C8 C 0.2984(2) 0.5757(3) 0.0423(3) 0.0481(12) Uani 1 1 d . . . C10 C 0.3435(3) 0.4908(4) 0.1839(5) 0.0793(18) Uani 1 1 d . . . H10 H 0.3686 0.4910 0.2488 0.095 Uiso 1 1 calc R . . C11 C 0.3189(3) 0.4010(3) 0.1492(4) 0.0654(15) Uani 1 1 d . . . H11 H 0.3267 0.3412 0.1908 0.078 Uiso 1 1 calc R . . C13 C 0.2349(3) 0.6813(4) -0.0885(4) 0.0740(17) Uani 1 1 d . . . H13A H 0.2181 0.6152 -0.1135 0.089 Uiso 1 1 calc R . . H13B H 0.2470 0.7200 -0.1534 0.089 Uiso 1 1 calc R . . C14 C 0.3133(3) 0.7596(3) 0.0290(4) 0.0688(16) Uani 1 1 d . . . H14A H 0.3280 0.8012 -0.0318 0.083 Uiso 1 1 calc R . . H14B H 0.3481 0.7452 0.0801 0.083 Uiso 1 1 calc R . . C15 C 0.0237(4) 0.4644(5) -0.0966(5) 0.105(2) Uani 1 1 d . . . H15A H 0.0568 0.4368 -0.1400 0.126 Uiso 1 1 calc R . . H15B H -0.0138 0.4676 -0.1437 0.126 Uiso 1 1 calc R . . C16 C -0.0392(4) 0.4384(5) 0.0563(5) 0.111(3) Uani 1 1 d . . . H16A H -0.0747 0.4426 0.0044 0.134 Uiso 1 1 calc R . . H16B H -0.0494 0.3927 0.1170 0.134 Uiso 1 1 calc R . . C17 C 0.3034(2) 0.1254(3) 0.2052(3) 0.0421(11) Uani 1 1 d . . . N1 N 0.16229(19) 0.2755(3) 0.0657(3) 0.0469(10) Uani 1 1 d . . . N2 N 0.28397(18) 0.3955(2) 0.0577(2) 0.0463(10) Uani 1 1 d . . . N3 N 0.27979(17) 0.1822(2) 0.1442(2) 0.0444(9) Uani 1 1 d . . . N4 N 0.0143(3) 0.3994(4) 0.0005(4) 0.111(2) Uani 1 1 d . . . N5 N 0.2885(2) 0.6645(3) -0.0140(3) 0.0653(12) Uani 1 1 d . . . N6 N 0.0459(2) 0.2960(3) 0.1460(3) 0.0703(13) Uani 1 1 d . . . N7 N 0.3342(2) 0.5788(3) 0.1313(3) 0.0628(11) Uani 1 1 d . . . S1 S 0.33643(7) 0.04253(9) 0.28570(9) 0.0610(4) Uani 1 1 d . . . Ni1 Ni 0.2500 0.2500 0.0000 0.0424(3) 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 C1 0.114(5) 0.047(3) 0.061(3) 0.017(2) 0.049(3) 0.023(3) C2 0.112(5) 0.060(3) 0.057(3) 0.018(2) 0.037(3) 0.032(3) C4 0.094(5) 0.071(4) 0.044(3) 0.021(2) 0.012(3) -0.009(3) C5 0.074(4) 0.058(3) 0.041(2) 0.014(2) 0.002(2) -0.005(3) C7 0.098(4) 0.032(2) 0.035(2) -0.0024(18) 0.000(2) 0.001(2) C8 0.075(4) 0.031(2) 0.039(2) -0.0056(18) 0.008(2) -0.002(2) C10 0.106(5) 0.048(3) 0.080(4) 0.008(3) -0.041(3) -0.004(3) C11 0.101(5) 0.031(3) 0.062(3) 0.005(2) -0.026(3) -0.007(3) C13 0.134(5) 0.035(3) 0.050(3) -0.002(2) -0.020(3) -0.015(3) C14 0.113(5) 0.030(3) 0.061(3) 0.006(2) -0.020(3) -0.018(3) C15 0.128(6) 0.124(6) 0.066(4) 0.015(4) 0.047(4) 0.024(5) C16 0.146(7) 0.092(5) 0.103(5) 0.012(4) 0.086(5) -0.008(5) C17 0.063(3) 0.034(2) 0.0297(19) -0.0041(17) 0.013(2) -0.005(2) N1 0.080(3) 0.0271(18) 0.0338(17) 0.0004(13) 0.0088(18) 0.0052(19) N2 0.077(3) 0.0278(18) 0.0350(17) 0.0000(14) 0.0108(18) 0.0045(18) N3 0.073(3) 0.0283(18) 0.0324(16) -0.0009(15) 0.0082(17) 0.0018(18) N4 0.139(5) 0.110(4) 0.089(3) 0.062(3) 0.069(3) 0.076(4) N5 0.107(4) 0.028(2) 0.059(2) 0.0041(17) -0.021(2) -0.009(2) N6 0.099(4) 0.061(3) 0.053(2) 0.018(2) 0.024(2) 0.020(3) N7 0.092(3) 0.037(2) 0.058(2) 0.0016(18) -0.015(2) -0.007(2) S1 0.0862(11) 0.0538(8) 0.0430(6) 0.0105(5) 0.0042(6) 0.0118(7) Ni1 0.0774(7) 0.0233(4) 0.0271(4) 0.0001(3) 0.0090(4) 0.0009(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 1.315(6) . ? C1 C2 1.396(7) . ? C1 H1 0.9500 . ? C2 N6 1.336(5) . ? C2 N4 1.429(7) . ? C4 N6 1.334(7) . ? C4 C5 1.362(7) . ? C4 H4 0.9500 . ? C5 N1 1.340(5) . ? C5 H5 0.9500 . ? C7 N2 1.319(5) . ? C7 C8 1.401(6) . ? C7 H7 0.9500 . ? C8 N7 1.321(6) . ? C8 N5 1.370(5) . ? C10 N7 1.337(6) . ? C10 C11 1.362(6) . ? C10 H10 0.9500 . ? C11 N2 1.336(6) . ? C11 H11 0.9500 . ? C13 N5 1.481(7) . ? C13 C14 1.526(7) 7_565 ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N5 1.456(5) . ? C14 C13 1.526(7) 7_565 ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.409(9) 5_565 ? C15 N4 1.487(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C15 1.409(9) 5_565 ? C16 N4 1.479(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N3 1.165(5) . ? C17 S1 1.623(5) . ? N1 Ni1 2.153(4) . ? N2 Ni1 2.165(3) . ? N3 Ni1 2.063(3) . ? Ni1 N3 2.063(3) 7 ? Ni1 N1 2.153(4) 7 ? Ni1 N2 2.165(3) 7 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.5(4) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? N6 C2 C1 120.4(5) . . ? N6 C2 N4 114.6(5) . . ? C1 C2 N4 124.8(4) . . ? N6 C4 C5 124.0(4) . . ? N6 C4 H4 118.0 . . ? C5 C4 H4 118.0 . . ? N1 C5 C4 121.0(5) . . ? N1 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? N2 C7 C8 124.0(4) . . ? N2 C7 H7 118.0 . . ? C8 C7 H7 118.0 . . ? N7 C8 N5 117.8(4) . . ? N7 C8 C7 119.5(4) . . ? N5 C8 C7 122.7(4) . . ? N7 C10 C11 123.4(5) . . ? N7 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? N2 C11 C10 121.1(4) . . ? N2 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? N5 C13 C14 109.7(4) . 7_565 ? N5 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 7_565 . ? N5 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 7_565 . ? H13A C13 H13B 108.2 . . ? N5 C14 C13 110.7(5) . 7_565 ? N5 C14 H14A 109.5 . . ? C13 C14 H14A 109.5 7_565 . ? N5 C14 H14B 109.5 . . ? C13 C14 H14B 109.5 7_565 . ? H14A C14 H14B 108.1 . . ? C16 C15 N4 106.4(5) 5_565 . ? C16 C15 H15A 110.4 5_565 . ? N4 C15 H15A 110.4 . . ? C16 C15 H15B 110.5 5_565 . ? N4 C15 H15B 110.5 . . ? H15A C15 H15B 108.6 . . ? C15 C16 N4 107.0(6) 5_565 . ? C15 C16 H16A 110.3 5_565 . ? N4 C16 H16A 110.3 . . ? C15 C16 H16B 110.3 5_565 . ? N4 C16 H16B 110.3 . . ? H16A C16 H16B 108.6 . . ? N3 C17 S1 177.4(3) . . ? C1 N1 C5 115.6(4) . . ? C1 N1 Ni1 123.4(3) . . ? C5 N1 Ni1 120.8(3) . . ? C7 N2 C11 115.3(4) . . ? C7 N2 Ni1 124.5(3) . . ? C11 N2 Ni1 120.1(3) . . ? C17 N3 Ni1 161.0(3) . . ? C2 N4 C16 122.6(5) . . ? C2 N4 C15 123.1(5) . . ? C16 N4 C15 108.1(5) . . ? C8 N5 C14 120.1(4) . . ? C8 N5 C13 123.0(4) . . ? C14 N5 C13 111.8(4) . . ? C4 N6 C2 115.3(5) . . ? C8 N7 C10 116.5(4) . . ? N3 Ni1 N3 180.00(16) 7 . ? N3 Ni1 N1 89.64(13) 7 . ? N3 Ni1 N1 90.36(13) . . ? N3 Ni1 N1 90.36(13) 7 7 ? N3 Ni1 N1 89.64(13) . 7 ? N1 Ni1 N1 180.0(2) . 7 ? N3 Ni1 N2 89.47(13) 7 . ? N3 Ni1 N2 90.53(13) . . ? N1 Ni1 N2 92.54(13) . . ? N1 Ni1 N2 87.46(13) 7 . ? N3 Ni1 N2 90.53(13) 7 7 ? N3 Ni1 N2 89.47(13) . 7 ? N1 Ni1 N2 87.46(13) . 7 ? N1 Ni1 N2 92.54(13) 7 7 ? N2 Ni1 N2 180.0 . 7 ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.855 _refine_diff_density_min -0.561 _refine_diff_density_rms 0.071 # Attachment '- SI_cpd 4.cif' data_i8137_0m _database_code_depnum_ccdc_archive 'CCDC 796297' #TrackingRef '- SI_cpd 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 N20 Ni O6' _chemical_formula_weight 909.61 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' 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' Ni Ni 0.3393 1.1124 '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 8.2524(3) _cell_length_b 9.4588(3) _cell_length_c 13.3920(4) _cell_angle_alpha 94.7990(10) _cell_angle_beta 102.3860(10) _cell_angle_gamma 109.5010(10) _cell_volume 948.66(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7856 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 28.13 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 474 _exptl_absorpt_coefficient_mu 0.590 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15977 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 31.48 _reflns_number_total 4846 _reflns_number_gt 3564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1181P)^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 4846 _refine_ls_number_parameters 286 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.1124 _refine_ls_goodness_of_fit_ref 0.686 _refine_ls_restrained_S_all 0.686 _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 Ni1 Ni 0.5000 0.5000 0.5000 0.01764(11) Uani 1 2 d S . . O1 O 0.76948(16) 0.59079(14) 0.49603(9) 0.0249(3) Uani 1 1 d . . . O2 O 0.85178(18) 0.57496(15) 0.35216(10) 0.0321(3) Uani 1 1 d . . . O3 O 1.0177(2) 0.7452(2) 0.48241(14) 0.0681(6) Uani 1 1 d . . . N1 N 0.56291(19) 0.47872(16) 0.91134(10) 0.0196(3) Uani 1 1 d . . . N2 N 0.7785(2) 0.42989(17) 0.84329(11) 0.0234(3) Uani 1 1 d . . . N3 N 0.61103(18) 0.45991(15) 0.64639(10) 0.0183(3) Uani 1 1 d . . . N4 N 0.6946(2) 0.08048(16) 0.29900(12) 0.0257(3) Uani 1 1 d . . . N5 N 0.9444(2) 0.02563(16) 0.20135(12) 0.0269(4) Uani 1 1 d . . . N6 N 0.4376(2) -0.01854(17) 0.35452(13) 0.0279(4) Uani 1 1 d . . . N7 N 0.47274(19) 0.27527(16) 0.43782(11) 0.0208(3) Uani 1 1 d . . . N8 N 1.0126(2) -0.14801(18) 0.10124(13) 0.0295(4) Uani 1 1 d . . . N9 N 1.3270(2) 0.0759(2) 0.09164(14) 0.0354(4) Uani 1 1 d . . . N10 N 0.8794(2) 0.63771(17) 0.44218(12) 0.0248(3) Uani 1 1 d . . . C1 C 0.4237(2) 0.5428(2) 0.90573(13) 0.0240(4) Uani 1 1 d . . . H1A H 0.3437 0.5115 0.8366 0.029 Uiso 1 1 calc R . . H1B H 0.4768 0.6530 0.9191 0.029 Uiso 1 1 calc R . . C2 C 0.3195(2) 0.4892(2) 0.98492(13) 0.0248(4) Uani 1 1 d . . . H2A H 0.2349 0.5399 0.9847 0.030 Uiso 1 1 calc R . . H2B H 0.2533 0.3806 0.9658 0.030 Uiso 1 1 calc R . . C3 C 0.6320(2) 0.46523(18) 0.82782(12) 0.0177(3) Uani 1 1 d . . . C4 C 0.8332(2) 0.4026(2) 0.75948(14) 0.0241(4) Uani 1 1 d . . . H4 H 0.9319 0.3737 0.7678 0.029 Uiso 1 1 calc R . . C5 C 0.7516(2) 0.41466(19) 0.66131(13) 0.0221(4) Uani 1 1 d . . . H5 H 0.7934 0.3916 0.6052 0.026 Uiso 1 1 calc R . . C6 C 0.5518(2) 0.48398(19) 0.72885(13) 0.0191(3) Uani 1 1 d . . . H6 H 0.4541 0.5142 0.7206 0.023 Uiso 1 1 calc R . . C7 C 0.8112(3) 0.2016(2) 0.25892(15) 0.0290(4) Uani 1 1 d . . . H7A H 0.8397 0.2981 0.3028 0.035 Uiso 1 1 calc R . . H7B H 0.7494 0.2067 0.1898 0.035 Uiso 1 1 calc R . . C8 C 0.9813(3) 0.1773(2) 0.25468(16) 0.0293(4) Uani 1 1 d . . . H8A H 1.0475 0.2521 0.2189 0.035 Uiso 1 1 calc R . . H8B H 1.0541 0.1913 0.3246 0.035 Uiso 1 1 calc R . . C9 C 0.8295(3) -0.0948(2) 0.24370(17) 0.0322(5) Uani 1 1 d . . . H9A H 0.8910 -0.0958 0.3139 0.039 Uiso 1 1 calc R . . H9B H 0.8034 -0.1926 0.2021 0.039 Uiso 1 1 calc R . . C10 C 0.6589(3) -0.0712(2) 0.24448(17) 0.0315(5) Uani 1 1 d . . . H10A H 0.5899 -0.0836 0.1737 0.038 Uiso 1 1 calc R . . H10B H 0.5895 -0.1472 0.2783 0.038 Uiso 1 1 calc R . . C11 C 0.5732(2) 0.10444(19) 0.34615(14) 0.0233(4) Uani 1 1 d . . . C12 C 0.3261(3) 0.0076(2) 0.40598(15) 0.0300(4) Uani 1 1 d . . . H12 H 0.2326 -0.0752 0.4138 0.036 Uiso 1 1 calc R . . C13 C 0.3422(2) 0.1506(2) 0.44805(14) 0.0254(4) Uani 1 1 d . . . H13 H 0.2615 0.1616 0.4842 0.030 Uiso 1 1 calc R . . C14 C 0.5881(2) 0.2519(2) 0.38866(13) 0.0223(4) Uani 1 1 d . . . H14 H 0.6820 0.3355 0.3820 0.027 Uiso 1 1 calc R . . C15 C 1.0609(2) -0.0047(2) 0.14998(14) 0.0245(4) Uani 1 1 d . . . C16 C 1.1204(3) -0.1746(2) 0.04663(16) 0.0308(4) Uani 1 1 d . . . H16 H 1.0889 -0.2724 0.0109 0.037 Uiso 1 1 calc R . . C17 C 1.2736(3) -0.0662(2) 0.04051(16) 0.0313(4) Uani 1 1 d . . . H17 H 1.3422 -0.0912 0.0003 0.038 Uiso 1 1 calc R . . C18 C 1.2227(3) 0.1067(2) 0.14577(15) 0.0291(4) Uani 1 1 d . . . H18 H 1.2568 0.2046 0.1821 0.035 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 Ni1 0.01734(19) 0.02281(18) 0.01422(17) 0.00335(12) 0.01016(12) 0.00527(13) O1 0.0195(7) 0.0302(7) 0.0257(7) 0.0049(5) 0.0157(5) 0.0036(5) O2 0.0321(8) 0.0403(8) 0.0231(7) 0.0014(6) 0.0141(6) 0.0090(6) O3 0.0448(11) 0.0748(13) 0.0445(10) -0.0166(9) 0.0234(8) -0.0306(9) N1 0.0204(8) 0.0295(8) 0.0138(7) 0.0043(6) 0.0103(6) 0.0113(6) N2 0.0254(8) 0.0330(8) 0.0192(7) 0.0072(6) 0.0127(6) 0.0149(7) N3 0.0183(7) 0.0210(7) 0.0172(7) 0.0029(5) 0.0112(6) 0.0052(6) N4 0.0262(9) 0.0184(7) 0.0325(9) 0.0004(6) 0.0146(7) 0.0048(6) N5 0.0291(9) 0.0195(8) 0.0343(9) 0.0026(6) 0.0159(7) 0.0074(7) N6 0.0258(9) 0.0233(8) 0.0341(9) 0.0050(7) 0.0106(7) 0.0065(7) N7 0.0184(8) 0.0262(8) 0.0180(7) 0.0039(6) 0.0077(6) 0.0063(6) N8 0.0320(10) 0.0260(8) 0.0353(9) 0.0038(7) 0.0129(7) 0.0144(7) N9 0.0339(10) 0.0353(9) 0.0401(10) 0.0068(8) 0.0182(8) 0.0109(8) N10 0.0221(8) 0.0287(8) 0.0240(8) 0.0027(6) 0.0122(6) 0.0061(7) C1 0.0257(10) 0.0369(10) 0.0177(8) 0.0076(7) 0.0120(7) 0.0172(8) C2 0.0210(9) 0.0379(10) 0.0171(8) 0.0026(7) 0.0080(7) 0.0115(8) C3 0.0196(9) 0.0183(8) 0.0175(8) 0.0031(6) 0.0107(7) 0.0059(7) C4 0.0232(10) 0.0332(10) 0.0236(9) 0.0068(7) 0.0138(7) 0.0147(8) C5 0.0243(10) 0.0255(9) 0.0212(9) 0.0035(7) 0.0141(7) 0.0102(8) C6 0.0188(9) 0.0233(8) 0.0174(8) 0.0030(6) 0.0100(7) 0.0070(7) C7 0.0350(11) 0.0210(9) 0.0348(11) 0.0033(8) 0.0188(9) 0.0091(8) C8 0.0318(11) 0.0213(9) 0.0341(11) 0.0006(8) 0.0166(9) 0.0049(8) C9 0.0343(12) 0.0221(9) 0.0460(12) 0.0080(8) 0.0208(10) 0.0106(8) C10 0.0305(11) 0.0199(9) 0.0425(12) -0.0015(8) 0.0160(9) 0.0046(8) C11 0.0223(10) 0.0234(9) 0.0228(9) 0.0030(7) 0.0061(7) 0.0068(8) C12 0.0272(11) 0.0266(10) 0.0369(11) 0.0092(8) 0.0138(9) 0.0062(8) C13 0.0251(10) 0.0277(9) 0.0278(10) 0.0087(7) 0.0150(8) 0.0092(8) C14 0.0208(9) 0.0235(9) 0.0218(9) 0.0039(7) 0.0081(7) 0.0056(7) C15 0.0247(10) 0.0237(9) 0.0267(9) 0.0050(7) 0.0071(8) 0.0105(8) C16 0.0356(12) 0.0279(10) 0.0336(11) 0.0031(8) 0.0102(9) 0.0169(9) C17 0.0314(11) 0.0385(11) 0.0293(10) 0.0062(8) 0.0128(8) 0.0162(9) C18 0.0288(11) 0.0254(9) 0.0326(11) 0.0022(8) 0.0100(8) 0.0085(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N3 2.1005(14) . ? Ni1 N3 2.1005(14) 2_666 ? Ni1 O1 2.1140(12) 2_666 ? Ni1 O1 2.1140(12) . ? Ni1 N7 2.1370(15) 2_666 ? Ni1 N7 2.1370(15) . ? O1 N10 1.2670(18) . ? O2 N10 1.2368(19) . ? O3 N10 1.223(2) . ? N1 C3 1.375(2) . ? N1 C2 1.455(2) 2_667 ? N1 C1 1.459(2) . ? N2 C4 1.333(2) . ? N2 C3 1.338(2) . ? N3 C6 1.332(2) . ? N3 C5 1.347(2) . ? N4 C11 1.361(2) . ? N4 C10 1.459(2) . ? N4 C7 1.454(2) . ? N5 C15 1.384(2) . ? N5 C8 1.450(2) . ? N5 C9 1.461(2) . ? N6 C12 1.334(2) . ? N6 C11 1.351(2) . ? N7 C14 1.332(2) . ? N7 C13 1.346(2) . ? N8 C15 1.342(2) . ? N8 C16 1.336(3) . ? N9 C18 1.323(2) . ? N9 C17 1.338(3) . ? C1 C2 1.520(2) . ? C2 N1 1.455(2) 2_667 ? C3 C6 1.403(2) . ? C4 C5 1.376(2) . ? C7 C8 1.508(3) . ? C9 C10 1.499(3) . ? C11 C14 1.417(2) . ? C12 C13 1.373(3) . ? C15 C18 1.414(3) . ? C16 C17 1.360(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 N3 Ni1 N3 180.0 . 2_666 ? N3 Ni1 O1 97.24(5) . 2_666 ? N3 Ni1 O1 82.76(5) 2_666 2_666 ? N3 Ni1 O1 82.76(5) . . ? N3 Ni1 O1 97.24(5) 2_666 . ? O1 Ni1 O1 180.0 2_666 . ? N3 Ni1 N7 92.16(5) . 2_666 ? N3 Ni1 N7 87.84(5) 2_666 2_666 ? O1 Ni1 N7 92.46(5) 2_666 2_666 ? O1 Ni1 N7 87.54(5) . 2_666 ? N3 Ni1 N7 87.84(5) . . ? N3 Ni1 N7 92.16(5) 2_666 . ? O1 Ni1 N7 87.54(5) 2_666 . ? O1 Ni1 N7 92.46(5) . . ? N7 Ni1 N7 180.00(3) 2_666 . ? N10 O1 Ni1 147.36(11) . . ? C3 N1 C2 118.32(14) . 2_667 ? C3 N1 C1 120.68(14) . . ? C2 N1 C1 112.88(13) 2_667 . ? C4 N2 C3 116.58(15) . . ? C6 N3 C5 117.18(15) . . ? C6 N3 Ni1 122.08(12) . . ? C5 N3 Ni1 120.69(11) . . ? C11 N4 C10 119.45(15) . . ? C11 N4 C7 121.31(15) . . ? C10 N4 C7 113.30(15) . . ? C15 N5 C8 121.34(15) . . ? C15 N5 C9 119.90(15) . . ? C8 N5 C9 113.35(15) . . ? C12 N6 C11 116.60(16) . . ? C14 N7 C13 116.61(16) . . ? C14 N7 Ni1 121.06(12) . . ? C13 N7 Ni1 122.31(12) . . ? C15 N8 C16 116.39(17) . . ? C18 N9 C17 117.30(18) . . ? O3 N10 O2 120.12(16) . . ? O3 N10 O1 118.26(15) . . ? O2 N10 O1 121.59(15) . . ? N1 C1 C2 110.34(15) . . ? N1 C2 C1 111.32(15) 2_667 . ? N2 C3 N1 117.57(14) . . ? N2 C3 C6 120.29(14) . . ? N1 C3 C6 122.13(15) . . ? N2 C4 C5 123.58(16) . . ? N3 C5 C4 120.01(15) . . ? N3 C6 C3 122.14(16) . . ? N4 C7 C8 112.03(16) . . ? N5 C8 C7 110.97(16) . . ? N5 C9 C10 110.98(16) . . ? N4 C10 C9 110.64(16) . . ? N6 C11 N4 117.86(16) . . ? N6 C11 C14 119.80(16) . . ? N4 C11 C14 122.31(16) . . ? N6 C12 C13 123.38(17) . . ? N7 C13 C12 121.13(17) . . ? N7 C14 C11 122.42(16) . . ? N8 C15 N5 116.66(16) . . ? N8 C15 C18 119.93(17) . . ? N5 C15 C18 123.41(16) . . ? N8 C16 C17 123.52(18) . . ? N9 C17 C16 120.84(19) . . ? N9 C18 C15 121.94(18) . . ? _diffrn_measured_fraction_theta_max 0.770 _diffrn_reflns_theta_full 31.48 _diffrn_measured_fraction_theta_full 0.770 _refine_diff_density_max 0.885 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.070 # Attachment '- SI_cpd 5.cif' data_5488 _database_code_depnum_ccdc_archive 'CCDC 796298' #TrackingRef '- SI_cpd 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H42 Cd Cl2 N18 O8' _chemical_formula_sum 'C36 H42 Cd Cl2 N18 O8' _chemical_formula_weight 1038.18 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7180(2) _cell_length_b 10.2280(2) _cell_length_c 13.3920(3) _cell_angle_alpha 107.5930(10) _cell_angle_beta 95.6450(10) _cell_angle_gamma 111.9920(10) _cell_volume 1024.78(4) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 11336 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.682 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 530 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8710 _exptl_absorpt_correction_T_max 0.9102 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13926 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0387 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.36 _reflns_number_total 3731 _reflns_number_gt 3472 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0660P)^2^+0.0126P] 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 0.027(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3731 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 1.231 _refine_ls_restrained_S_all 1.231 _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 1.0000 0.0000 0.5000 0.02079(15) Uani 1 2 d S . . Cl1 Cl 1.46768(8) 0.21571(8) 0.56583(6) 0.02702(19) Uani 1 1 d . . . O1 O 1.2962(2) 0.0988(2) 0.51082(18) 0.0341(5) Uani 1 1 d . . . O2 O 1.5134(3) 0.2080(3) 0.66887(19) 0.0478(6) Uani 1 1 d . . . O3 O 1.5800(3) 0.1872(4) 0.5029(2) 0.0570(7) Uani 1 1 d . . . O4 O 1.4694(4) 0.3576(3) 0.5778(3) 0.0874(12) Uani 1 1 d . . . N1 N 0.9665(3) 0.1658(3) 0.42029(18) 0.0242(5) Uani 1 1 d . . . N2 N 0.9216(3) 0.3750(3) 0.3419(2) 0.0328(6) Uani 1 1 d . . . N3 N 0.6311(3) 0.2209(3) 0.2783(2) 0.0300(6) Uani 1 1 d . . . N4 N 0.3015(3) 0.1816(3) 0.1872(2) 0.0291(6) Uani 1 1 d . . . N5 N 0.1346(3) 0.2776(3) 0.1148(2) 0.0321(6) Uani 1 1 d . . . N6 N -0.1626(3) 0.0306(3) 0.0973(2) 0.0367(6) Uani 1 1 d . . . N7 N 0.9682(3) -0.1810(2) 0.33474(18) 0.0218(5) Uani 1 1 d . . . N8 N 0.9208(3) -0.4122(3) 0.14385(19) 0.0257(5) Uani 1 1 d . . . N9 N 0.6553(3) -0.4266(2) 0.07961(18) 0.0231(5) Uani 1 1 d . . . C1 C 1.0992(4) 0.2984(4) 0.4345(3) 0.0330(7) Uani 1 1 d . . . H1 H 1.2100 0.3227 0.4748 0.040 Uiso 1 1 d R . . C2 C 1.0730(4) 0.3987(4) 0.3944(3) 0.0378(8) Uani 1 1 d . . . H2 H 1.1718 0.4887 0.4037 0.045 Uiso 1 1 d R . . C3 C 0.7889(4) 0.2446(3) 0.3278(2) 0.0258(6) Uani 1 1 d . . . C4 C 0.8146(4) 0.1398(3) 0.3679(2) 0.0255(6) Uani 1 1 d . . . H4 H 0.7186 0.0469 0.3570 0.031 Uiso 1 1 d R . . C5 C 0.4901(4) 0.0695(3) 0.2290(3) 0.0349(7) Uani 1 1 d . . . H5A H 0.4908 0.0244 0.1550 0.042 Uiso 1 1 d R . . H5B H 0.5030 0.0076 0.2677 0.042 Uiso 1 1 d R . . C6 C 0.3198(4) 0.0747(3) 0.2324(3) 0.0334(7) Uani 1 1 d . . . H6A H 0.3116 0.1044 0.3062 0.040 Uiso 1 1 d R . . H6B H 0.2318 -0.0250 0.1917 0.040 Uiso 1 1 d R . . C7 C 0.4407(4) 0.3326(3) 0.2416(3) 0.0321(7) Uani 1 1 d . . . H7A H 0.4277 0.4003 0.2087 0.039 Uiso 1 1 d R . . H7B H 0.4389 0.3694 0.3163 0.039 Uiso 1 1 d R . . C8 C 0.6112(4) 0.3305(4) 0.2357(3) 0.0338(7) Uani 1 1 d . . . H8A H 0.6993 0.4296 0.2778 0.041 Uiso 1 1 d R . . H8B H 0.6193 0.3039 0.1619 0.041 Uiso 1 1 d R . . C9 C 0.1418(4) 0.1695(3) 0.1484(2) 0.0256(6) Uani 1 1 d . . . C10 C -0.0112(4) 0.0471(4) 0.1404(3) 0.0315(7) Uani 1 1 d . . . H10 H -0.0018 -0.0254 0.1694 0.038 Uiso 1 1 d R . . C11 C -0.1667(4) 0.1375(4) 0.0609(3) 0.0353(7) Uani 1 1 d . . . H11 H -0.2740 0.1297 0.0276 0.042 Uiso 1 1 d R . . C12 C -0.0207(4) 0.2592(3) 0.0707(3) 0.0323(7) Uani 1 1 d . . . H12 H -0.0324 0.3336 0.0446 0.039 Uiso 1 1 d R . . C13 C 1.0854(4) -0.2368(3) 0.3200(2) 0.0270(6) Uani 1 1 d . . . H13 H 1.1881 -0.1947 0.3752 0.032 Uiso 1 1 d R . . C14 C 1.0589(4) -0.3517(3) 0.2250(2) 0.0301(7) Uani 1 1 d . . . H14 H 1.1450 -0.3888 0.2181 0.036 Uiso 1 1 d R . . C15 C 0.8030(3) -0.3587(3) 0.1585(2) 0.0204(6) Uani 1 1 d . . . C16 C 0.8296(3) -0.2403(3) 0.2556(2) 0.0223(6) Uani 1 1 d . . . H16 H 0.7450 -0.2015 0.2637 0.027 Uiso 1 1 d R . . C17 C 0.5526(4) -0.3444(3) 0.0658(2) 0.0260(6) Uani 1 1 d . . . H17A H 0.5653 -0.2718 0.1348 0.031 Uiso 1 1 d R . . H17B H 0.5914 -0.2928 0.0178 0.031 Uiso 1 1 d R . . C18 C 0.6338(3) -0.5471(3) -0.0202(2) 0.0241(6) Uani 1 1 d . . . H18A H 0.6763 -0.5034 -0.0715 0.029 Uiso 1 1 d R . . H18B H 0.6969 -0.6012 -0.0054 0.029 Uiso 1 1 d 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 Cd1 0.0171(2) 0.0230(2) 0.01782(19) 0.00393(13) -0.00075(12) 0.00794(13) Cl1 0.0162(4) 0.0266(4) 0.0319(4) 0.0072(3) -0.0010(3) 0.0069(3) O1 0.0149(10) 0.0368(12) 0.0391(13) 0.0110(10) -0.0001(9) 0.0030(9) O2 0.0268(12) 0.0787(18) 0.0302(13) 0.0180(13) 0.0025(10) 0.0170(12) O3 0.0266(13) 0.106(2) 0.0417(15) 0.0303(15) 0.0154(11) 0.0276(14) O4 0.069(2) 0.0269(14) 0.127(3) 0.0077(16) -0.044(2) 0.0131(13) N1 0.0253(13) 0.0281(13) 0.0199(12) 0.0088(10) 0.0022(10) 0.0131(10) N2 0.0279(14) 0.0306(14) 0.0401(15) 0.0179(12) 0.0031(12) 0.0100(11) N3 0.0238(13) 0.0287(13) 0.0381(15) 0.0177(12) -0.0006(11) 0.0095(11) N4 0.0235(14) 0.0256(13) 0.0387(15) 0.0158(11) 0.0019(11) 0.0095(10) N5 0.0313(15) 0.0305(13) 0.0359(15) 0.0127(12) 0.0041(12) 0.0153(11) N6 0.0262(15) 0.0396(15) 0.0416(16) 0.0134(13) 0.0095(12) 0.0121(12) N7 0.0192(12) 0.0217(11) 0.0199(12) 0.0055(9) 0.0011(9) 0.0065(9) N8 0.0233(13) 0.0274(12) 0.0240(13) 0.0046(10) 0.0012(10) 0.0131(10) N9 0.0200(12) 0.0223(11) 0.0210(12) 0.0010(10) -0.0037(9) 0.0103(9) C1 0.0222(16) 0.0333(16) 0.0402(18) 0.0147(14) 0.0011(13) 0.0091(13) C2 0.0245(17) 0.0340(18) 0.048(2) 0.0173(16) 0.0025(15) 0.0055(13) C3 0.0248(15) 0.0308(15) 0.0234(15) 0.0104(12) 0.0042(12) 0.0135(12) C4 0.0245(15) 0.0282(15) 0.0243(15) 0.0102(12) 0.0032(12) 0.0120(12) C5 0.0310(17) 0.0289(16) 0.0423(19) 0.0149(15) -0.0053(14) 0.0122(13) C6 0.0287(17) 0.0309(16) 0.0377(18) 0.0179(14) -0.0006(14) 0.0077(13) C7 0.0297(17) 0.0256(15) 0.0396(18) 0.0131(14) 0.0002(14) 0.0115(13) C8 0.0295(17) 0.0348(17) 0.0411(19) 0.0225(15) 0.0039(14) 0.0123(14) C9 0.0254(15) 0.0284(15) 0.0227(14) 0.0083(12) 0.0043(12) 0.0122(12) C10 0.0295(17) 0.0330(16) 0.0339(17) 0.0160(14) 0.0089(14) 0.0119(13) C11 0.0293(17) 0.0431(19) 0.0316(17) 0.0066(15) 0.0018(13) 0.0203(15) C12 0.0311(17) 0.0320(16) 0.0358(17) 0.0102(14) 0.0028(13) 0.0188(14) C13 0.0184(14) 0.0306(15) 0.0265(15) 0.0047(12) -0.0021(12) 0.0110(12) C14 0.0238(15) 0.0339(16) 0.0294(16) 0.0046(13) -0.0014(12) 0.0166(13) C15 0.0177(14) 0.0183(13) 0.0212(14) 0.0076(11) 0.0027(11) 0.0038(10) C16 0.0196(14) 0.0244(14) 0.0214(14) 0.0059(11) 0.0019(11) 0.0105(11) C17 0.0257(15) 0.0218(14) 0.0252(15) 0.0030(12) -0.0051(12) 0.0118(12) C18 0.0221(14) 0.0239(14) 0.0231(14) 0.0033(12) -0.0001(11) 0.0121(11) _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 N7 2.328(2) 2_756 ? Cd1 N7 2.328(2) . ? Cd1 N1 2.346(2) 2_756 ? Cd1 N1 2.346(2) . ? Cd1 O1 2.365(2) . ? Cd1 O1 2.365(2) 2_756 ? Cl1 O4 1.405(3) . ? Cl1 O3 1.408(2) . ? Cl1 O2 1.432(2) . ? Cl1 O1 1.456(2) . ? N1 C4 1.325(4) . ? N1 C1 1.356(4) . ? N2 C2 1.330(4) . ? N2 C3 1.342(4) . ? N3 C3 1.365(4) . ? N3 C8 1.457(4) . ? N3 C5 1.463(4) . ? N4 C9 1.383(4) . ? N4 C6 1.449(4) . ? N4 C7 1.460(4) . ? N5 C9 1.332(4) . ? N5 C12 1.343(4) . ? N6 C10 1.314(4) . ? N6 C11 1.335(4) . ? N7 C16 1.328(3) . ? N7 C13 1.348(3) . ? N8 C15 1.337(3) . ? N8 C14 1.338(4) . ? N9 C15 1.370(3) . ? N9 C18 1.457(3) . ? N9 C17 1.472(3) . ? C1 C2 1.370(4) . ? C1 H1 0.9599 . ? C2 H2 0.9599 . ? C3 C4 1.413(4) . ? C4 H4 0.9599 . ? C5 C6 1.510(4) . ? C5 H5A 0.9601 . ? C5 H5B 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9599 . ? C7 C8 1.504(4) . ? C7 H7A 0.9599 . ? C7 H7B 0.9601 . ? C8 H8A 0.9599 . ? C8 H8B 0.9599 . ? C9 C10 1.414(4) . ? C10 H10 0.9600 . ? C11 C12 1.367(4) . ? C11 H11 0.9599 . ? C12 H12 0.9600 . ? C13 C14 1.375(4) . ? C13 H13 0.9599 . ? C14 H14 0.9601 . ? C15 C16 1.411(4) . ? C16 H16 0.9600 . ? C17 C18 1.513(4) 2_645 ? C17 H17A 0.9600 . ? C17 H17B 0.9601 . ? C18 C17 1.513(4) 2_645 ? C18 H18A 0.9601 . ? C18 H18B 0.9601 . ? 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 N7 Cd1 N7 180.0 2_756 . ? N7 Cd1 N1 92.91(7) 2_756 2_756 ? N7 Cd1 N1 87.09(7) . 2_756 ? N7 Cd1 N1 87.09(7) 2_756 . ? N7 Cd1 N1 92.91(7) . . ? N1 Cd1 N1 180.0 2_756 . ? N7 Cd1 O1 93.23(8) 2_756 . ? N7 Cd1 O1 86.77(8) . . ? N1 Cd1 O1 87.96(8) 2_756 . ? N1 Cd1 O1 92.04(8) . . ? N7 Cd1 O1 86.77(8) 2_756 2_756 ? N7 Cd1 O1 93.23(8) . 2_756 ? N1 Cd1 O1 92.04(8) 2_756 2_756 ? N1 Cd1 O1 87.96(8) . 2_756 ? O1 Cd1 O1 180.0 . 2_756 ? O4 Cl1 O3 110.8(2) . . ? O4 Cl1 O2 110.8(2) . . ? O3 Cl1 O2 109.61(15) . . ? O4 Cl1 O1 108.53(16) . . ? O3 Cl1 O1 108.26(15) . . ? O2 Cl1 O1 108.76(13) . . ? Cl1 O1 Cd1 149.54(14) . . ? C4 N1 C1 117.6(2) . . ? C4 N1 Cd1 121.19(18) . . ? C1 N1 Cd1 120.99(19) . . ? C2 N2 C3 117.3(3) . . ? C3 N3 C8 120.2(2) . . ? C3 N3 C5 122.3(2) . . ? C8 N3 C5 113.6(2) . . ? C9 N4 C6 120.7(2) . . ? C9 N4 C7 118.6(2) . . ? C6 N4 C7 111.4(2) . . ? C9 N5 C12 116.8(3) . . ? C10 N6 C11 116.5(3) . . ? C16 N7 C13 118.1(2) . . ? C16 N7 Cd1 121.45(18) . . ? C13 N7 Cd1 120.29(18) . . ? C15 N8 C14 117.4(2) . . ? C15 N9 C18 120.2(2) . . ? C15 N9 C17 121.4(2) . . ? C18 N9 C17 112.7(2) . . ? N1 C1 C2 119.8(3) . . ? N1 C1 H1 119.7 . . ? C2 C1 H1 120.5 . . ? N2 C2 C1 123.7(3) . . ? N2 C2 H2 119.7 . . ? C1 C2 H2 116.6 . . ? N2 C3 N3 118.3(3) . . ? N2 C3 C4 119.6(3) . . ? N3 C3 C4 122.1(3) . . ? N1 C4 C3 122.2(3) . . ? N1 C4 H4 119.1 . . ? C3 C4 H4 118.7 . . ? N3 C5 C6 111.7(3) . . ? N3 C5 H5A 109.8 . . ? C6 C5 H5A 108.4 . . ? N3 C5 H5B 109.1 . . ? C6 C5 H5B 108.3 . . ? H5A C5 H5B 109.5 . . ? N4 C6 C5 111.1(2) . . ? N4 C6 H6A 109.6 . . ? C5 C6 H6A 108.6 . . ? N4 C6 H6B 109.7 . . ? C5 C6 H6B 108.3 . . ? H6A C6 H6B 109.5 . . ? N4 C7 C8 111.6(3) . . ? N4 C7 H7A 109.8 . . ? C8 C7 H7A 108.5 . . ? N4 C7 H7B 109.2 . . ? C8 C7 H7B 108.2 . . ? H7A C7 H7B 109.5 . . ? N3 C8 C7 110.2(2) . . ? N3 C8 H8A 109.3 . . ? C7 C8 H8A 108.9 . . ? N3 C8 H8B 109.8 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 109.5 . . ? N5 C9 N4 117.5(3) . . ? N5 C9 C10 119.4(3) . . ? N4 C9 C10 123.2(3) . . ? N6 C10 C9 123.2(3) . . ? N6 C10 H10 119.6 . . ? C9 C10 H10 117.2 . . ? N6 C11 C12 121.3(3) . . ? N6 C11 H11 119.7 . . ? C12 C11 H11 119.0 . . ? N5 C12 C11 122.7(3) . . ? N5 C12 H12 120.0 . . ? C11 C12 H12 117.3 . . ? N7 C13 C14 119.7(3) . . ? N7 C13 H13 120.0 . . ? C14 C13 H13 120.3 . . ? N8 C14 C13 123.1(3) . . ? N8 C14 H14 119.8 . . ? C13 C14 H14 117.0 . . ? N8 C15 N9 118.2(2) . . ? N8 C15 C16 119.8(2) . . ? N9 C15 C16 121.9(2) . . ? N7 C16 C15 121.8(2) . . ? N7 C16 H16 119.6 . . ? C15 C16 H16 118.6 . . ? N9 C17 C18 110.6(2) . 2_645 ? N9 C17 H17A 109.0 . . ? C18 C17 H17A 108.8 2_645 . ? N9 C17 H17B 109.6 . . ? C18 C17 H17B 109.3 2_645 . ? H17A C17 H17B 109.5 . . ? N9 C18 C17 110.2(2) . 2_645 ? N9 C18 H18A 109.2 . . ? C17 C18 H18A 109.6 2_645 . ? N9 C18 H18B 109.0 . . ? C17 C18 H18B 109.3 2_645 . ? H18A C18 H18B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.678 _refine_diff_density_min -0.685 _refine_diff_density_rms 0.204 # Attachment '- SI_cpd 6.cif' data_6169 _database_code_depnum_ccdc_archive 'CCDC 796299' #TrackingRef '- SI_cpd 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H56 Cd2 N18 O11' _chemical_formula_sum 'C52 H56 Cd2 N18 O11' _chemical_formula_weight 1333.95 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3434(2) _cell_length_b 10.5131(2) _cell_length_c 13.7616(4) _cell_angle_alpha 85.2730(10) _cell_angle_beta 73.3010(10) _cell_angle_gamma 67.7280(10) _cell_volume 1325.82(5) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 13328 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 678 _exptl_absorpt_coefficient_mu 0.883 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6287 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13140 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.31 _reflns_number_total 4688 _reflns_number_gt 4310 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0711P)^2^+1.4927P] 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 0.0107(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4688 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.0990 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _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 Cd1 Cd 0.08443(2) -0.08288(2) 0.291392(17) 0.02191(13) Uani 1 1 d . . . O1 O -0.1479(3) 0.0455(3) 0.41829(19) 0.0283(5) Uani 1 1 d . . . O2 O -0.1211(2) -0.1458(3) 0.34626(19) 0.0301(6) Uani 1 1 d . . . O3 O 0.2215(3) -0.2803(3) 0.2085(2) 0.0406(7) Uani 1 1 d . . . O4 O 0.3417(3) -0.1537(3) 0.1211(3) 0.0493(8) Uani 1 1 d . . . O5 O 0.1785(3) -0.1935(3) 0.42099(19) 0.0301(6) Uani 1 1 d . . . H5A H 0.1774 -0.1460 0.4685 0.036 Uiso 1 1 d R . . H5B H 0.2562 -0.2648 0.4102 0.036 Uiso 1 1 d R . . O6 O 0.5094(10) 0.0341(8) 0.0391(7) 0.077(2) Uani 0.50 1 d P . . H6A H 0.4568 0.0352 0.0994 0.092 Uiso 0.50 1 d PR . . H6B H 0.5597 0.0820 0.0392 0.092 Uiso 0.50 1 d PR . . N1 N -0.0245(3) 0.0544(3) 0.1714(2) 0.0280(7) Uani 1 1 d . . . N2 N -0.1370(4) 0.2114(4) 0.0213(3) 0.0405(8) Uani 1 1 d . . . N3 N 0.0672(3) 0.2660(3) -0.0372(2) 0.0343(7) Uani 1 1 d . . . N4 N 0.2374(3) 0.3783(3) -0.1938(3) 0.0347(7) Uani 1 1 d . . . N5 N 0.2564(3) 0.5737(3) -0.2785(3) 0.0366(7) Uani 1 1 d . . . N6 N 0.5535(3) 0.4276(3) -0.3637(3) 0.0347(7) Uani 1 1 d . . . N7 N 0.1711(3) 0.0886(3) 0.3094(2) 0.0257(6) Uani 1 1 d . . . N8 N 0.2725(3) 0.2926(3) 0.3290(3) 0.0383(8) Uani 1 1 d . . . N9 N 0.0375(3) 0.4435(3) 0.4012(2) 0.0304(7) Uani 1 1 d . . . C1 C -0.1974(3) -0.0426(3) 0.4044(3) 0.0227(7) Uani 1 1 d . . . C2 C -0.3535(3) -0.0203(3) 0.4548(2) 0.0217(7) Uani 1 1 d . . . C3 C -0.4477(4) 0.0991(3) 0.5117(3) 0.0269(7) Uani 1 1 d . . . H3 H -0.4131 0.1663 0.5196 0.032 Uiso 1 1 calc R . . C4 C -0.4079(4) -0.1191(4) 0.4434(3) 0.0274(7) Uani 1 1 d . . . H4 H -0.3465 -0.1993 0.4052 0.033 Uiso 1 1 calc R . . C5 C 0.3203(4) -0.2637(4) 0.1364(3) 0.0365(9) Uani 1 1 d . . . C6 C 0.4154(4) -0.3866(4) 0.0664(3) 0.0302(8) Uani 1 1 d . . . C7 C 0.5154(4) -0.3747(4) -0.0218(3) 0.0326(8) Uani 1 1 d . . . H7 H 0.5269 -0.2910 -0.0366 0.039 Uiso 1 1 calc R . . C8 C 0.4013(4) -0.5134(4) 0.0884(3) 0.0335(8) Uani 1 1 d . . . H8 H 0.3356 -0.5229 0.1481 0.040 Uiso 1 1 calc R . . C9 C -0.1529(4) 0.0643(5) 0.1616(3) 0.0399(9) Uani 1 1 d . . . H9 H -0.2055 0.0174 0.2050 0.048 Uiso 1 1 calc R . . C10 C -0.2068(5) 0.1436(6) 0.0876(4) 0.0528(13) Uani 1 1 d . . . H10 H -0.2974 0.1504 0.0836 0.063 Uiso 1 1 calc R . . C11 C -0.0083(4) 0.2005(4) 0.0302(3) 0.0290(8) Uani 1 1 d . . . C12 C 0.0469(4) 0.1203(4) 0.1069(3) 0.0345(8) Uani 1 1 d . . . H12 H 0.1369 0.1139 0.1121 0.041 Uiso 1 1 calc R . . C13 C 0.0089(4) 0.3464(4) -0.1173(3) 0.0383(9) Uani 1 1 d . . . H13A H -0.0952 0.3946 -0.0909 0.046 Uiso 1 1 calc R . . H13B H 0.0259 0.2852 -0.1725 0.046 Uiso 1 1 calc R . . C14 C 0.0800(4) 0.4485(4) -0.1564(3) 0.0396(10) Uani 1 1 d . . . H14A H 0.0423 0.4990 -0.2109 0.047 Uiso 1 1 calc R . . H14B H 0.0572 0.5138 -0.1024 0.047 Uiso 1 1 calc R . . C15 C 0.3020(4) 0.2491(5) -0.1485(4) 0.0483(11) Uani 1 1 d . . . H15A H 0.3996 0.2378 -0.1487 0.058 Uiso 1 1 calc R . . H15B H 0.3096 0.1744 -0.1894 0.058 Uiso 1 1 calc R . . C16 C 0.2179(5) 0.2403(6) -0.0440(4) 0.0584(15) Uani 1 1 d . . . H16A H 0.2618 0.1495 -0.0193 0.070 Uiso 1 1 calc R . . H16B H 0.2212 0.3069 -0.0010 0.070 Uiso 1 1 calc R . . C17 C 0.3211(4) 0.4413(4) -0.2576(3) 0.0291(8) Uani 1 1 d . . . C18 C 0.4704(4) 0.3699(4) -0.3033(3) 0.0299(8) Uani 1 1 d . . . H18 H 0.5115 0.2773 -0.2899 0.036 Uiso 1 1 calc R . . C19 C 0.4901(4) 0.5620(4) -0.3808(3) 0.0412(10) Uani 1 1 d . . . H19 H 0.5461 0.6083 -0.4211 0.049 Uiso 1 1 calc R . . C20 C 0.3440(4) 0.6312(4) -0.3394(4) 0.0427(10) Uani 1 1 d . . . H20 H 0.3036 0.7232 -0.3547 0.051 Uiso 1 1 calc R . . C21 C 0.0811(4) 0.2094(4) 0.3520(3) 0.0283(8) Uani 1 1 d . . . H21 H -0.0177 0.2258 0.3761 0.034 Uiso 1 1 calc R . . C22 C 0.1304(4) 0.3151(4) 0.3621(3) 0.0257(7) Uani 1 1 d . . . C23 C 0.3601(4) 0.1694(4) 0.2862(4) 0.0442(10) Uani 1 1 d . . . H23 H 0.4591 0.1517 0.2625 0.053 Uiso 1 1 calc R . . C24 C 0.3138(4) 0.0676(4) 0.2749(3) 0.0355(9) Uani 1 1 d . . . H24 H 0.3802 -0.0159 0.2435 0.043 Uiso 1 1 calc R . . C25 C -0.1058(4) 0.4666(4) 0.4716(3) 0.0301(8) Uani 1 1 d . . . H25A H -0.1412 0.3982 0.4585 0.036 Uiso 1 1 calc R . . H25B H -0.1738 0.5567 0.4616 0.036 Uiso 1 1 calc R . . C26 C 0.0964(4) 0.5429(4) 0.4196(3) 0.0315(8) Uani 1 1 d . . . H26A H 0.0340 0.6351 0.4080 0.038 Uiso 1 1 calc R . . H26B H 0.1923 0.5238 0.3730 0.038 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 Cd1 0.01720(17) 0.02103(17) 0.02416(17) -0.00290(10) -0.00084(10) -0.00634(11) O1 0.0229(12) 0.0318(13) 0.0293(13) -0.0042(10) -0.0009(10) -0.0129(11) O2 0.0188(12) 0.0289(13) 0.0356(14) -0.0076(11) 0.0025(10) -0.0070(10) O3 0.0326(15) 0.0417(16) 0.0288(14) -0.0142(12) -0.0036(12) 0.0059(12) O4 0.0371(16) 0.0373(17) 0.067(2) -0.0275(15) -0.0120(15) -0.0027(13) O5 0.0314(14) 0.0247(13) 0.0296(13) -0.0030(10) -0.0088(11) -0.0043(11) O6 0.091(6) 0.070(5) 0.077(6) 0.011(4) -0.028(5) -0.035(5) N1 0.0247(15) 0.0301(16) 0.0281(16) 0.0025(13) -0.0044(13) -0.0115(13) N2 0.0283(17) 0.056(2) 0.042(2) 0.0158(16) -0.0160(15) -0.0189(16) N3 0.0236(16) 0.0446(19) 0.0353(18) 0.0102(14) -0.0106(13) -0.0132(14) N4 0.0219(15) 0.0302(17) 0.0446(19) 0.0116(14) -0.0039(13) -0.0077(13) N5 0.0295(17) 0.0317(17) 0.044(2) 0.0082(14) -0.0075(14) -0.0101(14) N6 0.0280(16) 0.0363(18) 0.0370(18) 0.0065(14) -0.0060(14) -0.0124(14) N7 0.0270(15) 0.0237(15) 0.0262(15) -0.0022(12) -0.0038(12) -0.0110(13) N8 0.0268(17) 0.0314(17) 0.055(2) -0.0072(15) -0.0011(15) -0.0149(14) N9 0.0274(16) 0.0249(15) 0.0374(17) -0.0035(13) -0.0016(13) -0.0129(13) C1 0.0164(16) 0.0246(17) 0.0222(17) 0.0031(13) -0.0020(13) -0.0053(14) C2 0.0171(16) 0.0237(17) 0.0208(16) 0.0000(13) -0.0014(13) -0.0065(14) C3 0.0205(17) 0.0237(17) 0.035(2) -0.0036(14) -0.0012(14) -0.0100(14) C4 0.0213(17) 0.0240(17) 0.0315(19) -0.0052(14) 0.0000(14) -0.0069(14) C5 0.0247(19) 0.039(2) 0.038(2) -0.0152(17) -0.0132(17) 0.0035(17) C6 0.0208(17) 0.0309(19) 0.033(2) -0.0101(15) -0.0086(15) 0.0000(15) C7 0.0272(19) 0.0268(18) 0.038(2) -0.0087(15) -0.0074(16) -0.0024(15) C8 0.0208(18) 0.038(2) 0.031(2) -0.0078(16) -0.0024(15) -0.0012(16) C9 0.036(2) 0.052(2) 0.039(2) 0.0153(19) -0.0143(18) -0.025(2) C10 0.038(2) 0.084(4) 0.052(3) 0.029(3) -0.023(2) -0.037(2) C11 0.0247(18) 0.033(2) 0.0275(19) -0.0002(15) -0.0055(14) -0.0096(16) C12 0.0269(19) 0.044(2) 0.034(2) 0.0081(17) -0.0105(16) -0.0143(17) C13 0.0276(19) 0.052(2) 0.038(2) 0.0132(18) -0.0126(17) -0.0164(18) C14 0.0240(19) 0.040(2) 0.045(2) 0.0117(18) -0.0048(17) -0.0069(17) C15 0.030(2) 0.049(3) 0.053(3) 0.020(2) -0.0067(19) -0.009(2) C16 0.031(2) 0.091(4) 0.058(3) 0.040(3) -0.020(2) -0.031(3) C17 0.0269(18) 0.0298(19) 0.0321(19) 0.0042(15) -0.0084(15) -0.0126(15) C18 0.0258(18) 0.0268(18) 0.033(2) 0.0030(15) -0.0066(15) -0.0065(15) C19 0.033(2) 0.038(2) 0.050(3) 0.0110(19) -0.0075(18) -0.0162(18) C20 0.033(2) 0.033(2) 0.057(3) 0.0131(19) -0.0101(19) -0.0102(18) C21 0.0247(18) 0.0277(18) 0.034(2) -0.0023(15) -0.0037(15) -0.0140(15) C22 0.0260(18) 0.0252(17) 0.0256(18) 0.0006(14) -0.0032(14) -0.0122(15) C23 0.025(2) 0.038(2) 0.066(3) -0.012(2) -0.0008(19) -0.0142(18) C24 0.0246(18) 0.0291(19) 0.048(2) -0.0096(17) -0.0029(16) -0.0075(16) C25 0.0253(18) 0.0238(18) 0.042(2) -0.0041(15) -0.0071(15) -0.0111(15) C26 0.0292(19) 0.0199(17) 0.041(2) -0.0032(15) 0.0022(16) -0.0128(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 Cd1 O3 2.202(3) . ? Cd1 O5 2.297(2) . ? Cd1 N1 2.350(3) . ? Cd1 N7 2.354(3) . ? Cd1 O2 2.364(2) . ? Cd1 O1 2.483(2) . ? O1 C1 1.266(4) . ? O2 C1 1.254(4) . ? O3 C5 1.258(5) . ? O4 C5 1.248(5) . ? O5 H5A 0.8500 . ? O5 H5B 0.8500 . ? O6 O6 1.437(17) 2_655 ? O6 H6A 0.8501 . ? O6 H6B 0.8500 . ? N1 C12 1.312(5) . ? N1 C9 1.337(5) . ? N2 C10 1.329(5) . ? N2 C11 1.333(5) . ? N3 C11 1.353(5) . ? N3 C16 1.453(5) . ? N3 C13 1.461(5) . ? N4 C17 1.363(5) . ? N4 C15 1.446(5) . ? N4 C14 1.460(5) . ? N5 C20 1.336(5) . ? N5 C17 1.344(5) . ? N6 C18 1.303(5) . ? N6 C19 1.346(5) . ? N7 C21 1.317(5) . ? N7 C24 1.349(5) . ? N8 C23 1.332(5) . ? N8 C22 1.339(5) . ? N9 C22 1.369(5) . ? N9 C26 1.463(4) . ? N9 C25 1.462(5) . ? C1 C2 1.496(4) . ? C2 C3 1.391(5) . ? C2 C4 1.394(5) . ? C3 C4 1.382(5) 2_456 ? C3 H3 0.9300 . ? C4 C3 1.382(5) 2_456 ? C4 H4 0.9300 . ? C5 C6 1.505(5) . ? C6 C7 1.382(5) . ? C6 C8 1.394(6) . ? C7 C8 1.386(5) 2_645 ? C7 H7 0.9300 . ? C8 C7 1.386(5) 2_645 ? C8 H8 0.9300 . ? C9 C10 1.369(6) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.410(5) . ? C12 H12 0.9300 . ? C13 C14 1.503(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.467(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.409(5) . ? C18 H18 0.9300 . ? C19 C20 1.370(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.418(5) . ? C21 H21 0.9300 . ? C23 C24 1.362(6) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.521(6) 2_566 ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C25 1.521(6) 2_566 ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cd1 O5 83.41(10) . . ? O3 Cd1 N1 103.44(10) . . ? O5 Cd1 N1 173.10(9) . . ? O3 Cd1 N7 123.96(11) . . ? O5 Cd1 N7 87.29(9) . . ? N1 Cd1 N7 88.13(10) . . ? O3 Cd1 O2 92.72(10) . . ? O5 Cd1 O2 93.24(9) . . ? N1 Cd1 O2 87.34(9) . . ? N7 Cd1 O2 143.05(9) . . ? O3 Cd1 O1 145.60(10) . . ? O5 Cd1 O1 89.48(9) . . ? N1 Cd1 O1 85.29(9) . . ? N7 Cd1 O1 89.07(9) . . ? O2 Cd1 O1 54.01(8) . . ? C1 O1 Cd1 89.07(19) . . ? C1 O2 Cd1 94.9(2) . . ? C5 O3 Cd1 109.4(3) . . ? Cd1 O5 H5A 119.2 . . ? Cd1 O5 H5B 121.9 . . ? H5A O5 H5B 107.7 . . ? O6 O6 H6A 118.2 2_655 . ? O6 O6 H6B 133.9 2_655 . ? H6A O6 H6B 107.7 . . ? C12 N1 C9 117.6(3) . . ? C12 N1 Cd1 118.6(2) . . ? C9 N1 Cd1 123.7(2) . . ? C10 N2 C11 116.4(3) . . ? C11 N3 C16 121.4(3) . . ? C11 N3 C13 120.8(3) . . ? C16 N3 C13 117.0(3) . . ? C17 N4 C15 121.4(3) . . ? C17 N4 C14 121.0(3) . . ? C15 N4 C14 116.9(3) . . ? C20 N5 C17 115.7(3) . . ? C18 N6 C19 116.7(3) . . ? C21 N7 C24 117.8(3) . . ? C21 N7 Cd1 120.9(2) . . ? C24 N7 Cd1 121.3(2) . . ? C23 N8 C22 116.5(3) . . ? C22 N9 C26 119.7(3) . . ? C22 N9 C25 121.6(3) . . ? C26 N9 C25 111.5(3) . . ? O2 C1 O1 121.9(3) . . ? O2 C1 C2 118.7(3) . . ? O1 C1 C2 119.4(3) . . ? C3 C2 C4 118.6(3) . . ? C3 C2 C1 121.5(3) . . ? C4 C2 C1 119.9(3) . . ? C4 C3 C2 120.8(3) 2_456 . ? C4 C3 H3 119.6 2_456 . ? C2 C3 H3 119.6 . . ? C3 C4 C2 120.6(3) 2_456 . ? C3 C4 H4 119.7 2_456 . ? C2 C4 H4 119.7 . . ? O4 C5 O3 124.0(4) . . ? O4 C5 C6 120.0(4) . . ? O3 C5 C6 116.0(4) . . ? C7 C6 C8 119.1(3) . . ? C7 C6 C5 120.5(4) . . ? C8 C6 C5 120.4(4) . . ? C6 C7 C8 120.4(4) . 2_645 ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 2_645 . ? C7 C8 C6 120.5(4) 2_645 . ? C7 C8 H8 119.8 2_645 . ? C6 C8 H8 119.8 . . ? N1 C9 C10 120.0(4) . . ? N1 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? N2 C10 C9 123.7(4) . . ? N2 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? N2 C11 N3 118.1(3) . . ? N2 C11 C12 120.1(3) . . ? N3 C11 C12 121.8(3) . . ? N1 C12 C11 122.2(3) . . ? N1 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? N3 C13 C14 110.6(3) . . ? N3 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? N4 C14 C13 110.4(3) . . ? N4 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? N4 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? N4 C15 C16 112.7(4) . . ? N4 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? N4 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? N3 C16 C15 111.9(4) . . ? N3 C16 H16A 109.2 . . ? C15 C16 H16A 109.2 . . ? N3 C16 H16B 109.2 . . ? C15 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N5 C17 N4 118.2(3) . . ? N5 C17 C18 120.2(3) . . ? N4 C17 C18 121.6(3) . . ? N6 C18 C17 123.1(3) . . ? N6 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? N6 C19 C20 120.7(4) . . ? N6 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? N5 C20 C19 123.6(4) . . ? N5 C20 H20 118.2 . . ? C19 C20 H20 118.2 . . ? N7 C21 C22 121.9(3) . . ? N7 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? N8 C22 N9 117.5(3) . . ? N8 C22 C21 119.8(3) . . ? N9 C22 C21 122.6(3) . . ? N8 C23 C24 124.2(4) . . ? N8 C23 H23 117.9 . . ? C24 C23 H23 117.9 . . ? N7 C24 C23 119.7(3) . . ? N7 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? N9 C25 C26 110.0(3) . 2_566 ? N9 C25 H25A 109.7 . . ? C26 C25 H25A 109.7 2_566 . ? N9 C25 H25B 109.7 . . ? C26 C25 H25B 109.7 2_566 . ? H25A C25 H25B 108.2 . . ? N9 C26 C25 109.6(3) . 2_566 ? N9 C26 H26A 109.8 . . ? C25 C26 H26A 109.8 2_566 . ? N9 C26 H26B 109.8 . . ? C25 C26 H26B 109.8 2_566 . ? H26A C26 H26B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.31 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.618 _refine_diff_density_min -1.181 _refine_diff_density_rms 0.180 # Attachment '- SI_cpd 7.cif' data_i8239 _database_code_depnum_ccdc_archive 'CCDC 796300' #TrackingRef '- SI_cpd 7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H16 Cd2 N6 O8' _chemical_formula_weight 717.21 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 7.4983(15) _cell_length_b 8.6759(17) _cell_length_c 9.793(2) _cell_angle_alpha 82.62(3) _cell_angle_beta 67.51(3) _cell_angle_gamma 84.25(3) _cell_volume 582.9(2) _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 prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.043 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 350 _exptl_absorpt_coefficient_mu 1.887 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9883 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0617 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.64 _reflns_number_total 2690 _reflns_number_gt 2089 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^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 2690 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0748 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.24410(4) 0.58476(3) 1.03244(3) 0.02652(11) Uani 1 1 d . . . O1 O 0.3528(4) 0.6826(3) 1.1980(3) 0.0343(7) Uani 1 1 d . . . O2 O 0.4380(4) 0.4363(3) 1.1580(3) 0.0300(6) Uani 1 1 d . . . O3 O 0.9940(4) 0.5214(4) 1.2365(3) 0.0381(7) Uani 1 1 d . . . O4 O 0.8086(4) 0.5842(3) 1.1040(3) 0.0292(6) Uani 1 1 d . . . N1 N 0.0277(8) 0.9970(5) 0.6333(5) 0.0756(16) Uani 1 1 d . . . N2 N 0.2409(7) 1.0853(5) 0.7207(5) 0.0613(12) Uani 1 1 d . . . N3 N 0.2088(5) 0.8180(4) 0.9114(4) 0.0387(9) Uani 1 1 d . . . C1 C -0.0990(8) 0.8901(6) 0.6205(6) 0.0567(14) Uani 1 1 d . . . H1A H -0.2309 0.9341 0.6567 0.068 Uiso 1 1 calc R . . H1B H -0.0937 0.7934 0.6810 0.068 Uiso 1 1 calc R . . C2 C -0.0418(11) 0.8593(6) 0.4661(6) 0.082(2) Uani 1 1 d . . . H2A H -0.1358 0.7954 0.4581 0.098 Uiso 1 1 calc R . . H2B H 0.0823 0.8013 0.4351 0.098 Uiso 1 1 calc R . . C3 C 0.1243(7) 0.9760(5) 0.7252(5) 0.0436(11) Uani 1 1 d . . . C4 C 0.3390(8) 1.0599(6) 0.8085(7) 0.0687(17) Uani 1 1 d . . . H4 H 0.4192 1.1359 0.8065 0.082 Uiso 1 1 calc R . . C5 C 0.3288(8) 0.9278(5) 0.9018(6) 0.0584(14) Uani 1 1 d . . . H5 H 0.4046 0.9135 0.9591 0.070 Uiso 1 1 calc R . . C6 C 0.1054(7) 0.8432(5) 0.8285(5) 0.0390(10) Uani 1 1 d . . . H6 H 0.0164 0.7713 0.8379 0.047 Uiso 1 1 calc R . . C7 C 0.4706(5) 0.5272(4) 1.3663(4) 0.0233(8) Uani 1 1 d . . . C8 C 0.6582(5) 0.5198(4) 1.3654(4) 0.0237(8) Uani 1 1 d . . . C9 C 0.6839(5) 0.4915(4) 1.5001(4) 0.0272(9) Uani 1 1 d . . . H9 H 0.8085 0.4851 1.5000 0.033 Uiso 1 1 calc R . . C10 C 0.4229(5) 0.5538(5) 1.2285(4) 0.0261(9) Uani 1 1 d . . . C11 C 0.8317(5) 0.5443(4) 1.2251(4) 0.0265(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02311(16) 0.03970(18) 0.01936(16) 0.00050(11) -0.01031(12) -0.00827(12) O1 0.0373(17) 0.0431(17) 0.0297(15) 0.0002(13) -0.0209(13) -0.0057(14) O2 0.0241(15) 0.0475(17) 0.0206(14) -0.0045(12) -0.0090(12) -0.0084(12) O3 0.0220(15) 0.067(2) 0.0255(15) 0.0007(14) -0.0092(12) -0.0095(14) O4 0.0279(15) 0.0440(16) 0.0170(14) -0.0002(11) -0.0082(12) -0.0126(12) N1 0.150(5) 0.040(2) 0.073(3) 0.020(2) -0.083(3) -0.034(3) N2 0.090(4) 0.038(2) 0.067(3) 0.010(2) -0.041(3) -0.027(2) N3 0.043(2) 0.035(2) 0.045(2) 0.0050(16) -0.0246(19) -0.0077(17) C1 0.064(4) 0.053(3) 0.062(4) 0.020(3) -0.038(3) -0.020(3) C2 0.170(7) 0.038(3) 0.073(4) 0.019(3) -0.086(4) -0.035(4) C3 0.066(3) 0.036(2) 0.036(3) 0.002(2) -0.027(2) -0.008(2) C4 0.086(4) 0.045(3) 0.099(5) 0.015(3) -0.061(4) -0.031(3) C5 0.076(4) 0.043(3) 0.082(4) 0.006(3) -0.058(3) -0.020(3) C6 0.048(3) 0.037(2) 0.037(3) 0.0046(19) -0.022(2) -0.012(2) C7 0.0218(19) 0.033(2) 0.0169(18) 0.0010(15) -0.0093(16) -0.0080(16) C8 0.0183(19) 0.037(2) 0.0166(18) -0.0030(15) -0.0060(15) -0.0056(16) C9 0.0193(19) 0.040(2) 0.025(2) -0.0025(17) -0.0102(16) -0.0062(17) C10 0.0177(19) 0.043(2) 0.0168(19) 0.0031(17) -0.0050(16) -0.0108(17) C11 0.024(2) 0.035(2) 0.023(2) -0.0066(16) -0.0084(17) -0.0098(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O3 2.207(3) 1_455 ? Cd1 N3 2.255(3) . ? Cd1 O4 2.261(3) 2_667 ? Cd1 O1 2.349(3) . ? Cd1 O2 2.407(3) 2_667 ? Cd1 O2 2.423(3) . ? O1 C10 1.238(5) . ? O2 C10 1.275(4) . ? O2 Cd1 2.407(3) 2_667 ? O3 C11 1.258(4) . ? O3 Cd1 2.207(3) 1_655 ? O4 C11 1.263(4) . ? O4 Cd1 2.261(3) 2_667 ? N1 C3 1.341(6) . ? N1 C1 1.441(6) . ? N1 C2 1.466(6) 2_576 ? N2 C4 1.315(7) . ? N2 C3 1.338(6) . ? N3 C6 1.307(5) . ? N3 C5 1.346(6) . ? C1 C2 1.459(7) . ? C2 N1 1.466(6) 2_576 ? C3 C6 1.412(6) . ? C4 C5 1.360(7) . ? C7 C9 1.380(5) 2_668 ? C7 C8 1.398(5) . ? C7 C10 1.508(5) . ? C8 C9 1.393(5) . ? C8 C11 1.496(5) . ? C9 C7 1.380(5) 2_668 ? 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 O3 Cd1 N3 114.95(12) 1_455 . ? O3 Cd1 O4 95.20(10) 1_455 2_667 ? N3 Cd1 O4 102.77(11) . 2_667 ? O3 Cd1 O1 83.32(10) 1_455 . ? N3 Cd1 O1 95.62(11) . . ? O4 Cd1 O1 160.26(10) 2_667 . ? O3 Cd1 O2 158.70(10) 1_455 2_667 ? N3 Cd1 O2 86.32(12) . 2_667 ? O4 Cd1 O2 80.25(9) 2_667 2_667 ? O1 Cd1 O2 93.97(9) . 2_667 ? O3 Cd1 O2 85.57(10) 1_455 . ? N3 Cd1 O2 143.42(11) . . ? O4 Cd1 O2 105.15(10) 2_667 . ? O1 Cd1 O2 55.12(9) . . ? O2 Cd1 O2 75.73(10) 2_667 . ? C10 O1 Cd1 92.7(2) . . ? C10 O2 Cd1 110.0(2) . 2_667 ? C10 O2 Cd1 88.4(2) . . ? Cd1 O2 Cd1 104.27(10) 2_667 . ? C11 O3 Cd1 115.4(2) . 1_655 ? C11 O4 Cd1 123.8(2) . 2_667 ? C3 N1 C1 126.4(4) . . ? C3 N1 C2 120.7(4) . 2_576 ? C1 N1 C2 112.8(4) . 2_576 ? C4 N2 C3 118.0(4) . . ? C6 N3 C5 117.8(4) . . ? C6 N3 Cd1 123.7(3) . . ? C5 N3 Cd1 117.3(3) . . ? N1 C1 C2 110.3(5) . . ? C1 C2 N1 112.1(5) . 2_576 ? N2 C3 N1 119.1(4) . . ? N2 C3 C6 118.6(4) . . ? N1 C3 C6 122.3(4) . . ? N2 C4 C5 123.2(5) . . ? N3 C5 C4 120.0(4) . . ? N3 C6 C3 122.2(4) . . ? C9 C7 C8 119.5(3) 2_668 . ? C9 C7 C10 116.4(3) 2_668 . ? C8 C7 C10 124.2(3) . . ? C9 C8 C7 118.8(3) . . ? C9 C8 C11 118.9(3) . . ? C7 C8 C11 122.3(3) . . ? C7 C9 C8 121.7(3) 2_668 . ? O1 C10 O2 123.0(3) . . ? O1 C10 C7 119.1(3) . . ? O2 C10 C7 117.5(3) . . ? O3 C11 O4 124.0(3) . . ? O3 C11 C8 116.6(3) . . ? O4 C11 C8 119.4(3) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.527 _refine_diff_density_min -0.782 _refine_diff_density_rms 0.122