# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Xian-He Bu' _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_section_title ; Metal-Organic Coordination Architectures of Bis(1,2,4-triazole) Ligands Bearing Different Spacers: Syntheses, Structures and Luminescent Properties ; loop_ _publ_author_name 'Xian-He Bu' 'Tong-Liang Hu' 'Duo-Zhi Wang' 'Jiong-Peng Zhao' #----end----- data_2 _database_code_depnum_ccdc_archive 'CCDC 690538' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H7 Br2 Hg N3' _chemical_formula_weight 517.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.424(2) _cell_length_b 4.2191(7) _cell_length_c 20.596(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.748(2) _cell_angle_gamma 90.00 _cell_volume 1160.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2806 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 26.19 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.962 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 20.115 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7185 _exptl_absorpt_correction_T_max 0.7976 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 2 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 5332 _diffrn_reflns_av_R_equivalents 0.0630 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1978 _reflns_number_gt 1565 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1281P)^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 1978 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0803 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.1918 _refine_ls_wR_factor_gt 0.1771 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 Hg1 Hg 0.54780(5) 0.83069(15) 0.60070(3) 0.0459(3) Uani 1 1 d . . . Br2 Br 0.63308(13) 1.2058(4) 0.53255(7) 0.0457(5) Uani 1 1 d . . . Br3 Br 0.43191(14) 0.4814(4) 0.65239(8) 0.0555(5) Uani 1 1 d . . . N1 N 0.7924(10) 0.525(3) 0.7563(5) 0.039(3) Uani 1 1 d . . . N3 N 0.6913(9) 0.737(3) 0.6820(5) 0.036(3) Uani 1 1 d . . . N2 N 0.8519(12) 0.685(3) 0.7169(7) 0.051(4) Uani 1 1 d . . . C4 C 0.8845(12) 0.548(3) 0.8669(6) 0.036(3) Uani 1 1 d . . . C7 C 0.9753(10) 0.905(3) 0.9723(6) 0.031(3) Uani 1 1 d . . . C2 C 0.6989(11) 0.555(4) 0.7344(7) 0.039(3) Uani 1 1 d . . . H2A H 0.6454 0.4631 0.7527 0.047 Uiso 1 1 calc R . . C3 C 0.8374(15) 0.340(3) 0.8131(7) 0.048(4) Uani 1 1 d . . . H3A H 0.8879 0.1986 0.7989 0.057 Uiso 1 1 calc R . . H3B H 0.7859 0.2111 0.8299 0.057 Uiso 1 1 calc R . . C8 C 1.0252(13) 0.827(4) 0.9185(8) 0.046(4) Uani 1 1 d . . . C1 C 0.7834(13) 0.806(4) 0.6744(7) 0.046(4) Uani 1 1 d . . . H1A H 0.8000 0.9344 0.6405 0.055 Uiso 1 1 calc R . . C5 C 0.8307(14) 0.620(4) 0.9198(7) 0.047(4) Uani 1 1 d . . . H5A H 0.7653 0.5487 0.9210 0.056 Uiso 1 1 calc R . . C9 C 0.9817(14) 0.654(4) 0.8680(8) 0.051(4) Uani 1 1 d . . . H9A H 1.0183 0.6061 0.8333 0.061 Uiso 1 1 calc R . . C6 C 0.8779(14) 0.802(4) 0.9709(8) 0.053(4) Uani 1 1 d . . . H6A H 0.8416 0.8545 1.0055 0.064 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 Hg1 0.0586(5) 0.0406(5) 0.0381(4) 0.0094(2) 0.0035(3) -0.0083(3) Br2 0.0633(11) 0.0367(9) 0.0384(8) 0.0067(6) 0.0116(7) -0.0049(7) Br3 0.0683(12) 0.0411(10) 0.0605(10) 0.0077(7) 0.0231(8) -0.0064(8) N1 0.068(9) 0.025(6) 0.023(5) -0.001(5) 0.005(5) -0.002(6) N3 0.042(7) 0.036(6) 0.030(6) 0.002(5) 0.001(5) -0.007(6) N2 0.060(9) 0.053(9) 0.042(7) 0.005(6) 0.009(6) -0.003(7) C4 0.055(9) 0.027(7) 0.025(6) 0.009(5) 0.001(6) 0.012(7) C7 0.041(8) 0.025(6) 0.025(6) 0.008(5) -0.001(5) 0.006(6) C2 0.039(9) 0.043(9) 0.036(7) 0.001(6) 0.002(6) 0.002(7) C3 0.076(12) 0.025(8) 0.038(8) 0.003(6) -0.012(7) 0.004(7) C8 0.054(10) 0.043(10) 0.042(8) -0.001(7) 0.007(7) 0.002(7) C1 0.064(11) 0.049(10) 0.023(7) 0.005(6) -0.004(6) -0.005(8) C5 0.058(11) 0.046(9) 0.038(8) 0.009(7) 0.007(7) -0.007(8) C9 0.065(12) 0.052(11) 0.037(8) -0.002(7) 0.013(8) 0.017(9) C6 0.076(13) 0.051(11) 0.032(8) 0.002(7) 0.009(8) 0.005(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N3 2.455(12) . ? Hg1 Br3 2.4610(17) . ? Hg1 Br2 2.4712(16) . ? N1 C2 1.297(19) . ? N1 N2 1.370(18) . ? N1 C3 1.484(18) . ? N3 C1 1.29(2) . ? N3 C2 1.319(18) . ? N2 C1 1.31(2) . ? C4 C9 1.38(2) . ? C4 C5 1.40(2) . ? C4 C3 1.50(2) . ? C7 C6 1.38(2) . ? C7 C8 1.39(2) . ? C7 C7 1.49(3) 3_777 ? C2 H2A 0.9300 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C8 C9 1.35(2) . ? C1 H1A 0.9300 . ? C5 C6 1.40(2) . ? C5 H5A 0.9300 . ? C9 H9A 0.9300 . ? C6 H6A 0.9300 . ? 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 Hg1 Br3 95.5(3) . . ? N3 Hg1 Br2 96.5(3) . . ? Br3 Hg1 Br2 167.96(7) . . ? C2 N1 N2 110.3(12) . . ? C2 N1 C3 129.1(13) . . ? N2 N1 C3 120.6(14) . . ? C1 N3 C2 103.4(13) . . ? C1 N3 Hg1 125.1(9) . . ? C2 N3 Hg1 130.0(10) . . ? C1 N2 N1 100.1(14) . . ? C9 C4 C5 118.5(14) . . ? C9 C4 C3 122.1(14) . . ? C5 C4 C3 119.3(15) . . ? C6 C7 C8 116.2(13) . . ? C6 C7 C7 122.3(15) . 3_777 ? C8 C7 C7 121.5(17) . 3_777 ? N1 C2 N3 109.6(13) . . ? N1 C2 H2A 125.2 . . ? N3 C2 H2A 125.2 . . ? N1 C3 C4 112.5(11) . . ? N1 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N1 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? C9 C8 C7 122.3(16) . . ? N3 C1 N2 116.6(14) . . ? N3 C1 H1A 121.7 . . ? N2 C1 H1A 121.7 . . ? C4 C5 C6 118.3(16) . . ? C4 C5 H5A 120.9 . . ? C6 C5 H5A 120.9 . . ? C8 C9 C4 121.6(14) . . ? C8 C9 H9A 119.2 . . ? C4 C9 H9A 119.2 . . ? C7 C6 C5 123.1(15) . . ? C7 C6 H6A 118.4 . . ? C5 C6 H6A 118.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Br3 Hg1 N3 C1 164.4(12) . . . . ? Br2 Hg1 N3 C1 -16.3(13) . . . . ? Br3 Hg1 N3 C2 0.5(13) . . . . ? Br2 Hg1 N3 C2 179.8(13) . . . . ? C2 N1 N2 C1 1.6(16) . . . . ? C3 N1 N2 C1 179.1(12) . . . . ? N2 N1 C2 N3 -1.6(17) . . . . ? C3 N1 C2 N3 -178.9(13) . . . . ? C1 N3 C2 N1 0.8(17) . . . . ? Hg1 N3 C2 N1 167.3(9) . . . . ? C2 N1 C3 C4 -113.0(17) . . . . ? N2 N1 C3 C4 70.0(19) . . . . ? C9 C4 C3 N1 -86.3(19) . . . . ? C5 C4 C3 N1 98.0(17) . . . . ? C6 C7 C8 C9 -1(2) . . . . ? C7 C7 C8 C9 179.5(16) 3_777 . . . ? C2 N3 C1 N2 0.3(19) . . . . ? Hg1 N3 C1 N2 -167.1(11) . . . . ? N1 N2 C1 N3 -1.2(18) . . . . ? C9 C4 C5 C6 1(2) . . . . ? C3 C4 C5 C6 177.0(14) . . . . ? C7 C8 C9 C4 1(2) . . . . ? C5 C4 C9 C8 -1(2) . . . . ? C3 C4 C9 C8 -176.4(14) . . . . ? C8 C7 C6 C5 2(2) . . . . ? C7 C7 C6 C5 -179.0(16) 3_777 . . . ? C4 C5 C6 C7 -2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 3.530 _refine_diff_density_min -2.640 _refine_diff_density_rms 0.464 #------end---- data_3 _database_code_depnum_ccdc_archive 'CCDC 690539' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 Cl2 Mn N12 O8' _chemical_formula_weight 902.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.324(3) _cell_length_b 15.989(5) _cell_length_c 15.217(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.827(6) _cell_angle_gamma 90.00 _cell_volume 2241.7(12) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1425 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 22.34 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 942 _exptl_absorpt_coefficient_mu 0.474 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7430 _exptl_absorpt_correction_T_max 0.7837 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 5620 _diffrn_reflns_av_R_equivalents 0.0465 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2020 _reflns_number_gt 1353 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1294P)^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 2020 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0991 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.2073 _refine_ls_wR_factor_gt 0.1807 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5844(5) 0.6635(3) 0.1237(3) 0.0444(11) Uani 1 1 d . . . H1 H 0.4920 0.6634 0.1396 0.053 Uiso 1 1 calc R . . C2 C 0.7704(5) 0.6333(3) 0.0703(3) 0.0541(13) Uani 1 1 d . . . H2A H 0.8334 0.6050 0.0388 0.065 Uiso 1 1 calc R . . C3 C 0.6743(5) 0.7990(3) 0.2003(3) 0.0531(12) Uani 1 1 d . . . H3A H 0.5752 0.8061 0.2110 0.064 Uiso 1 1 calc R . . H3B H 0.6985 0.8466 0.1659 0.064 Uiso 1 1 calc R . . C4 C 0.7743(5) 0.7978(2) 0.2885(3) 0.0451(11) Uani 1 1 d . . . C5 C 0.7834(7) 0.7286(3) 0.3440(4) 0.0805(19) Uani 1 1 d . . . H5 H 0.7300 0.6809 0.3257 0.097 Uiso 1 1 calc R . . C6 C 0.8701(8) 0.7295(3) 0.4257(4) 0.0820(19) Uani 1 1 d . . . H6 H 0.8732 0.6824 0.4618 0.098 Uiso 1 1 calc R . . C7 C 0.9537(5) 0.7993(3) 0.4559(3) 0.0501(12) Uani 1 1 d . . . C8 C 0.9425(5) 0.8679(3) 0.4005(3) 0.0521(13) Uani 1 1 d . . . H8 H 0.9947 0.9160 0.4189 0.063 Uiso 1 1 calc R . . C9 C 0.8547(5) 0.8670(3) 0.3174(3) 0.0521(12) Uani 1 1 d . . . H9 H 0.8507 0.9141 0.2812 0.063 Uiso 1 1 calc R . . Cl1 Cl 0.67625(18) 0.5000 -0.11048(10) 0.0489(5) Uani 1 2 d S . . Mn1 Mn 0.5000 0.5000 0.0000 0.0352(4) Uani 1 4 d S . . N1 N 0.6834(4) 0.7218(2) 0.1475(2) 0.0439(9) Uani 1 1 d . . . N2 N 0.8062(4) 0.7023(2) 0.1138(3) 0.0593(11) Uani 1 1 d . . . N3 N 0.6334(4) 0.6060(2) 0.0747(2) 0.0413(9) Uani 1 1 d . . . O1 O 0.5084(7) 0.0000 0.2192(4) 0.0795(17) Uani 1 2 d S . . O2 O 0.7266(9) 0.5000 0.2735(5) 0.087(2) Uani 1 2 d S . . O3 O 0.7888(16) 0.5000 0.3506(17) 0.119(7) Uani 0.50 2 d SP . . O4 O 0.541(3) 1.0000 0.4020(7) 0.138(7) Uani 0.50 2 d SP . . O3' O 0.8157(11) 0.5000 0.4435(9) 0.066(3) Uani 0.50 2 d SP . . O4' O 0.516(4) 0.9658(11) 0.342(3) 0.24(2) Uani 0.25 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 C1 0.037(2) 0.043(2) 0.049(3) -0.014(2) -0.007(2) -0.0026(19) C2 0.040(3) 0.059(3) 0.060(3) -0.018(2) -0.002(2) -0.006(2) C3 0.059(3) 0.040(2) 0.052(3) -0.012(2) -0.015(2) -0.002(2) C4 0.057(3) 0.032(2) 0.044(2) -0.0061(18) -0.001(2) -0.0023(19) C5 0.121(5) 0.049(3) 0.061(3) -0.003(3) -0.019(3) -0.032(3) C6 0.141(5) 0.041(3) 0.053(3) 0.010(2) -0.021(3) -0.033(3) C7 0.075(3) 0.035(2) 0.038(2) -0.0041(18) -0.001(2) -0.001(2) C8 0.072(3) 0.030(2) 0.048(3) 0.0026(19) -0.013(2) -0.009(2) C9 0.070(3) 0.034(2) 0.046(3) 0.004(2) -0.012(2) -0.006(2) Cl1 0.0648(11) 0.0416(8) 0.0404(9) 0.000 0.0085(7) 0.000 Mn1 0.0416(7) 0.0260(6) 0.0337(7) 0.000 -0.0078(5) 0.000 N1 0.045(2) 0.0353(18) 0.047(2) -0.0076(15) -0.0080(17) -0.0028(15) N2 0.051(2) 0.059(2) 0.067(3) -0.019(2) 0.007(2) -0.0154(19) N3 0.0404(19) 0.0365(18) 0.042(2) -0.0044(16) -0.0097(16) -0.0023(15) O1 0.102(4) 0.046(3) 0.090(4) 0.000 0.012(4) 0.000 O2 0.128(6) 0.058(3) 0.079(4) 0.000 0.025(4) 0.000 O3 0.091(11) 0.037(6) 0.24(3) 0.000 0.073(15) 0.000 O4 0.25(2) 0.152(17) 0.014(5) 0.000 0.028(9) 0.000 O3' 0.062(6) 0.045(5) 0.086(8) 0.000 -0.006(6) 0.000 O4' 0.34(4) 0.051(10) 0.44(5) -0.052(19) 0.36(4) -0.031(16) _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 N3 1.309(5) . ? C1 N1 1.322(5) . ? C1 H1 0.9300 . ? C2 N2 1.303(6) . ? C2 N3 1.361(6) . ? C2 H2A 0.9300 . ? C3 N1 1.482(5) . ? C3 C4 1.513(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C9 1.371(6) . ? C4 C5 1.387(7) . ? C5 C6 1.375(7) . ? C5 H5 0.9300 . ? C6 C7 1.398(6) . ? C6 H6 0.9300 . ? C7 C8 1.377(6) . ? C7 C7 1.480(9) 2_756 ? C8 C9 1.397(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? Cl1 Mn1 2.5249(17) . ? Mn1 N3 2.298(3) 5_665 ? Mn1 N3 2.298(3) . ? Mn1 N3 2.298(3) 2_655 ? Mn1 N3 2.298(3) 6_565 ? Mn1 Cl1 2.5249(17) 5_665 ? N1 N2 1.361(5) . ? O2 O3 1.23(2) . ? O3 O3' 1.40(2) . ? O4 O4' 1.06(4) . ? O4 O4' 1.06(4) 6_575 ? O4' O4' 1.09(4) 6_575 ? 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 C1 N1 111.2(4) . . ? N3 C1 H1 124.4 . . ? N1 C1 H1 124.4 . . ? N2 C2 N3 114.5(4) . . ? N2 C2 H2A 122.8 . . ? N3 C2 H2A 122.8 . . ? N1 C3 C4 113.0(3) . . ? N1 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N1 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C9 C4 C5 118.0(4) . . ? C9 C4 C3 120.5(4) . . ? C5 C4 C3 121.5(4) . . ? C6 C5 C4 121.0(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 121.8(4) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 116.6(4) . . ? C8 C7 C7 122.2(3) . 2_756 ? C6 C7 C7 121.1(3) . 2_756 ? C7 C8 C9 121.6(4) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C4 C9 C8 121.0(4) . . ? C4 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? N3 Mn1 N3 180.00(19) 5_665 . ? N3 Mn1 N3 95.08(16) 5_665 2_655 ? N3 Mn1 N3 84.92(16) . 2_655 ? N3 Mn1 N3 84.92(16) 5_665 6_565 ? N3 Mn1 N3 95.08(16) . 6_565 ? N3 Mn1 N3 180.00(16) 2_655 6_565 ? N3 Mn1 Cl1 91.66(10) 5_665 . ? N3 Mn1 Cl1 88.34(10) . . ? N3 Mn1 Cl1 91.66(10) 2_655 . ? N3 Mn1 Cl1 88.34(10) 6_565 . ? N3 Mn1 Cl1 88.34(10) 5_665 5_665 ? N3 Mn1 Cl1 91.66(10) . 5_665 ? N3 Mn1 Cl1 88.34(10) 2_655 5_665 ? N3 Mn1 Cl1 91.66(10) 6_565 5_665 ? Cl1 Mn1 Cl1 180.0 . 5_665 ? C1 N1 N2 109.1(3) . . ? C1 N1 C3 129.8(4) . . ? N2 N1 C3 121.1(3) . . ? C2 N2 N1 102.8(4) . . ? C1 N3 C2 102.5(3) . . ? C1 N3 Mn1 126.2(3) . . ? C2 N3 Mn1 130.7(3) . . ? O2 O3 O3' 162.3(13) . . ? O4' O4 O4' 62(4) . 6_575 ? O4 O4' O4' 58.8(17) . 6_575 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.878 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.124 #--------end----- data_4 _database_code_depnum_ccdc_archive 'CCDC 690543' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 Cl2 Cu N12 O8' _chemical_formula_weight 911.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 10.017(3) _cell_length_b 14.126(3) _cell_length_c 16.534(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.947(5) _cell_angle_gamma 90.00 _cell_volume 2280.1(10) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2919 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 26.44 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 950 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8800 _exptl_absorpt_correction_T_max 0.9373 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 5660 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2029 _reflns_number_gt 1683 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1320P)^2^+9.9382P] 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 2029 _refine_ls_number_parameters 184 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0794 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.1912 _refine_ls_wR_factor_gt 0.1748 _refine_ls_goodness_of_fit_ref 0.940 _refine_ls_restrained_S_all 0.940 _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 Cu Cu 0.5000 0.0000 0.0000 0.0314(3) Uani 1 4 d S . . Cl1 Cl 0.77023(14) 0.0000 0.09556(9) 0.0425(4) Uani 1 2 d S . . N1 N 0.4497(3) 0.1041(2) 0.0728(2) 0.0337(7) Uani 1 1 d . . . N2 N 0.3308(4) 0.2120(3) 0.1270(3) 0.0516(10) Uani 1 1 d . . . N3 N 0.4668(3) 0.2324(2) 0.14720(19) 0.0342(7) Uani 1 1 d . . . C1 C 0.3252(4) 0.1351(3) 0.0816(3) 0.0467(11) Uani 1 1 d . . . H1A H 0.2435 0.1047 0.0577 0.056 Uiso 1 1 calc R . . C2 C 0.5356(4) 0.1685(3) 0.1147(2) 0.0336(8) Uani 1 1 d . . . H2A H 0.6301 0.1684 0.1201 0.040 Uiso 1 1 calc R . . C3 C 0.5182(5) 0.3186(3) 0.1946(3) 0.0397(9) Uani 1 1 d . A . H3A H 0.4661 0.3727 0.1686 0.048 Uiso 1 1 calc R . . H3B H 0.6131 0.3283 0.1924 0.048 Uiso 1 1 calc R . . C4 C 0.5081(4) 0.3134(3) 0.2847(2) 0.0356(9) Uani 1 1 d . . . C7 C 0.5014(4) 0.3119(3) 0.4546(2) 0.0356(9) Uani 1 1 d . . . O3W O 0.3414(10) 0.0507(10) 0.4199(5) 0.115(5) Uani 0.50 1 d P . . O2W O 0.2853(7) 0.0000 0.2517(3) 0.0695(16) Uani 1 2 d S . . O4W O 0.5655(9) -0.0338(5) 0.3364(10) 0.122(5) Uani 0.50 1 d P . . O1W O 0.0000 0.0722(17) 0.0000 0.280(11) Uani 1 2 d S . . C5 C 0.4641(14) 0.3937(8) 0.3216(6) 0.056(3) Uani 0.50 1 d P A 1 H5A H 0.4348 0.4472 0.2898 0.068 Uiso 0.50 1 calc PR A 1 C6 C 0.4645(12) 0.3928(7) 0.4070(6) 0.051(2) Uani 0.50 1 d P A 1 H6A H 0.4396 0.4472 0.4318 0.061 Uiso 0.50 1 calc PR A 1 C8 C 0.5288(9) 0.2309(6) 0.4146(5) 0.0410(19) Uani 0.50 1 d P A 1 H8A H 0.5475 0.1747 0.4443 0.049 Uiso 0.50 1 calc PR A 1 C9 C 0.5289(9) 0.2319(6) 0.3298(5) 0.0403(19) Uani 0.50 1 d P A 1 H9A H 0.5435 0.1757 0.3039 0.048 Uiso 0.50 1 calc PR A 1 C5' C 0.3970(9) 0.3419(8) 0.3110(5) 0.0393(19) Uani 0.50 1 d P A 2 H5'A H 0.3211 0.3638 0.2724 0.047 Uiso 0.50 1 calc PR A 2 C6' C 0.3922(9) 0.3395(7) 0.3945(5) 0.0404(19) Uani 0.50 1 d P A 2 H6'A H 0.3118 0.3573 0.4096 0.049 Uiso 0.50 1 calc PR A 2 C8' C 0.6211(9) 0.2826(7) 0.4317(5) 0.045(2) Uani 0.50 1 d P A 2 H8'A H 0.6961 0.2623 0.4719 0.054 Uiso 0.50 1 calc PR A 2 C9' C 0.6279(9) 0.2839(7) 0.3466(5) 0.042(2) Uani 0.50 1 d P A 2 H9'A H 0.7079 0.2662 0.3309 0.051 Uiso 0.50 1 calc PR A 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 Cu 0.0413(6) 0.0277(5) 0.0302(5) 0.000 0.0185(4) 0.000 Cl1 0.0350(7) 0.0457(8) 0.0446(8) 0.000 0.0041(6) 0.000 N1 0.0363(17) 0.0354(17) 0.0327(16) -0.0031(14) 0.0145(13) 0.0003(14) N2 0.0318(18) 0.057(2) 0.068(3) -0.024(2) 0.0159(17) 0.0004(17) N3 0.0353(17) 0.0360(17) 0.0329(16) -0.0031(14) 0.0110(13) 0.0006(14) C1 0.030(2) 0.054(3) 0.058(3) -0.018(2) 0.0131(18) -0.0022(18) C2 0.0293(18) 0.039(2) 0.0339(18) -0.0051(16) 0.0112(15) 0.0008(16) C3 0.051(2) 0.035(2) 0.035(2) -0.0046(17) 0.0130(18) -0.0046(18) C4 0.041(2) 0.033(2) 0.034(2) -0.0055(16) 0.0118(16) -0.0014(16) C7 0.037(2) 0.036(2) 0.034(2) -0.0018(17) 0.0084(16) -0.0007(16) O3W 0.088(6) 0.207(14) 0.046(4) -0.034(6) 0.003(4) 0.020(6) O2W 0.111(4) 0.050(3) 0.036(2) 0.000 -0.008(3) 0.000 O4W 0.065(5) 0.022(3) 0.292(16) 0.026(5) 0.066(7) 0.016(3) O1W 0.210(16) 0.34(2) 0.35(3) 0.000 0.179(17) 0.000 C5 0.102(9) 0.035(5) 0.037(5) 0.004(4) 0.024(5) 0.021(6) C6 0.081(7) 0.034(5) 0.042(5) -0.006(4) 0.021(5) 0.012(5) C8 0.046(5) 0.036(4) 0.038(4) 0.005(3) 0.002(4) 0.008(4) C9 0.044(5) 0.033(4) 0.044(5) -0.007(4) 0.010(4) 0.007(4) C5' 0.040(5) 0.046(5) 0.028(4) -0.002(4) -0.002(3) 0.008(4) C6' 0.033(4) 0.051(5) 0.039(4) -0.004(4) 0.011(3) 0.007(4) C8' 0.034(4) 0.067(6) 0.032(4) 0.002(4) 0.005(3) 0.007(4) C9' 0.038(4) 0.056(5) 0.033(4) -0.003(4) 0.009(3) 0.012(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 Cu N1 2.033(3) 5_655 ? Cu N1 2.033(3) 6 ? Cu N1 2.033(3) . ? Cu N1 2.033(3) 2_655 ? N1 C2 1.335(5) . ? N1 C1 1.361(5) . ? N2 C1 1.314(6) . ? N2 N3 1.359(5) . ? N3 C2 1.321(5) . ? N3 C3 1.477(5) . ? C1 H1A 0.9300 . ? C2 H2A 0.9300 . ? C3 C4 1.517(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5' 1.344(10) . ? C4 C9 1.363(10) . ? C4 C5 1.404(10) . ? C4 C9' 1.453(9) . ? C7 C6' 1.360(9) . ? C7 C8 1.379(10) . ? C7 C6 1.390(11) . ? C7 C8' 1.399(10) . ? C7 C7 1.508(8) 2_656 ? O3W O3W 1.43(3) 6 ? O4W O4W 0.954(14) 6 ? C5 C6 1.412(13) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C8 C9 1.401(12) . ? C8 H8A 0.9300 . ? C9 H9A 0.9300 . ? C5' C6' 1.392(12) . ? C5' H5'A 0.9300 . ? C6' H6'A 0.9300 . ? C8' C9' 1.424(12) . ? C8' H8'A 0.9300 . ? C9' H9'A 0.9300 . ? 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 Cu N1 87.38(18) 5_655 6 ? N1 Cu N1 180.0(2) 5_655 . ? N1 Cu N1 92.62(18) 6 . ? N1 Cu N1 92.62(18) 5_655 2_655 ? N1 Cu N1 180.0(2) 6 2_655 ? N1 Cu N1 87.38(18) . 2_655 ? C2 N1 C1 103.0(3) . . ? C2 N1 Cu 125.7(3) . . ? C1 N1 Cu 130.6(3) . . ? C1 N2 N3 103.2(3) . . ? C2 N3 N2 110.0(3) . . ? C2 N3 C3 128.9(3) . . ? N2 N3 C3 121.1(3) . . ? N2 C1 N1 113.9(4) . . ? N2 C1 H1A 123.1 . . ? N1 C1 H1A 123.1 . . ? N3 C2 N1 110.0(3) . . ? N3 C2 H2A 125.0 . . ? N1 C2 H2A 125.0 . . ? N3 C3 C4 112.9(3) . . ? N3 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N3 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C5' C4 C9 96.4(6) . . ? C5' C4 C5 41.8(6) . . ? C9 C4 C5 118.0(6) . . ? C5' C4 C9' 118.1(5) . . ? C9 C4 C9' 51.0(5) . . ? C5 C4 C9' 102.4(7) . . ? C5' C4 C3 123.1(5) . . ? C9 C4 C3 122.8(5) . . ? C5 C4 C3 119.0(5) . . ? C9' C4 C3 118.6(5) . . ? C6' C7 C8 95.8(6) . . ? C6' C7 C6 44.1(6) . . ? C8 C7 C6 117.8(6) . . ? C6' C7 C8' 119.0(6) . . ? C8 C7 C8' 49.5(6) . . ? C6 C7 C8' 103.0(6) . . ? C6' C7 C7 122.4(5) . 2_656 ? C8 C7 C7 121.8(4) . 2_656 ? C6 C7 C7 120.1(4) . 2_656 ? C8' C7 C7 118.5(5) . 2_656 ? C4 C5 C6 119.8(8) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C7 C6 C5 120.9(8) . . ? C7 C6 H6A 119.5 . . ? C5 C6 H6A 119.5 . . ? C7 C8 C9 121.1(7) . . ? C7 C8 H8A 119.5 . . ? C9 C8 H8A 119.5 . . ? C4 C9 C8 121.4(7) . . ? C4 C9 H9A 119.3 . . ? C8 C9 H9A 119.3 . . ? C4 C5' C6' 122.0(7) . . ? C4 C5' H5'A 119.0 . . ? C6' C5' H5'A 119.0 . . ? C7 C6' C5' 122.1(7) . . ? C7 C6' H6'A 119.0 . . ? C5' C6' H6'A 119.0 . . ? C9' C8' C7 119.8(7) . . ? C9' C8' H8'A 120.1 . . ? C7 C8' H8'A 120.1 . . ? C8' C9' C4 119.0(7) . . ? C8' C9' H9'A 120.5 . . ? C4 C9' H9'A 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cu N1 C2 -62.4(3) 5_655 . . . ? N1 Cu N1 C2 117.6(3) 6 . . . ? N1 Cu N1 C2 -62.4(3) 2_655 . . . ? N1 Cu N1 C1 106.5(4) 5_655 . . . ? N1 Cu N1 C1 -73.5(4) 6 . . . ? N1 Cu N1 C1 106.5(4) 2_655 . . . ? C1 N2 N3 C2 -0.5(5) . . . . ? C1 N2 N3 C3 176.2(4) . . . . ? N3 N2 C1 N1 1.1(6) . . . . ? C2 N1 C1 N2 -1.3(5) . . . . ? Cu N1 C1 N2 -172.1(3) . . . . ? N2 N3 C2 N1 -0.3(5) . . . . ? C3 N3 C2 N1 -176.6(4) . . . . ? C1 N1 C2 N3 1.0(4) . . . . ? Cu N1 C2 N3 172.3(3) . . . . ? C2 N3 C3 C4 -112.8(4) . . . . ? N2 N3 C3 C4 71.2(5) . . . . ? N3 C3 C4 C5' -89.3(7) . . . . ? N3 C3 C4 C9 36.1(7) . . . . ? N3 C3 C4 C5 -138.3(8) . . . . ? N3 C3 C4 C9' 96.1(6) . . . . ? C5' C4 C5 C6 76.5(12) . . . . ? C9 C4 C5 C6 10.4(16) . . . . ? C9' C4 C5 C6 -41.9(14) . . . . ? C3 C4 C5 C6 -175.0(9) . . . . ? C6' C7 C6 C5 -71.8(12) . . . . ? C8 C7 C6 C5 -4.2(15) . . . . ? C8' C7 C6 C5 46.6(13) . . . . ? C7 C7 C6 C5 -178.9(10) 2_656 . . . ? C4 C5 C6 C7 -3.2(18) . . . . ? C6' C7 C8 C9 44.7(9) . . . . ? C6 C7 C8 C9 4.4(12) . . . . ? C8' C7 C8 C9 -78.9(10) . . . . ? C7 C7 C8 C9 179.0(7) 2_656 . . . ? C5' C4 C9 C8 -48.2(9) . . . . ? C5 C4 C9 C8 -10.3(12) . . . . ? C9' C4 C9 C8 73.0(9) . . . . ? C3 C4 C9 C8 175.2(6) . . . . ? C7 C8 C9 C4 3.0(13) . . . . ? C9 C4 C5' C6' 45.9(11) . . . . ? C5 C4 C5' C6' -79.7(11) . . . . ? C9' C4 C5' C6' -3.0(13) . . . . ? C3 C4 C5' C6' -177.7(8) . . . . ? C8 C7 C6' C5' -48.0(11) . . . . ? C6 C7 C6' C5' 76.7(11) . . . . ? C8' C7 C6' C5' -1.7(13) . . . . ? C7 C7 C6' C5' 178.1(8) 2_656 . . . ? C4 C5' C6' C7 2.7(16) . . . . ? C6' C7 C8' C9' 1.3(12) . . . . ? C8 C7 C8' C9' 72.5(9) . . . . ? C6 C7 C8' C9' -43.1(11) . . . . ? C7 C7 C8' C9' -178.5(7) 2_656 . . . ? C7 C8' C9' C4 -1.7(13) . . . . ? C5' C4 C9' C8' 2.6(12) . . . . ? C9 C4 C9' C8' -71.8(9) . . . . ? C5 C4 C9' C8' 44.2(11) . . . . ? C3 C4 C9' C8' 177.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.357 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.110 #----end----- data_6 _database_code_depnum_ccdc_archive 'CCDC 690544' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H51 Cd Cl5 N18 O10' _chemical_formula_weight 1365.68 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' 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnma ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 21.177(5) _cell_length_b 23.657(6) _cell_length_c 11.481(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5752(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 5290 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 24.19 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2748 _exptl_absorpt_coefficient_mu 0.686 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8638 _exptl_absorpt_correction_T_max 0.9275 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 2 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 28826 _diffrn_reflns_av_R_equivalents 0.0719 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5196 _reflns_number_gt 3115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1007P)^2^+14.5247P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5196 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1042 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1968 _refine_ls_wR_factor_gt 0.1532 _refine_ls_goodness_of_fit_ref 0.983 _refine_ls_restrained_S_all 0.983 _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 0.0000 0.5000 1.0000 0.0448(2) Uani 1 2 d S . . C21 C 0.2746(2) 0.7197(2) 0.8707(4) 0.0392(12) Uani 1 1 d . . . C8 C 0.2666(2) 0.2800(2) 1.0592(5) 0.0440(13) Uani 1 1 d . . . H8A H 0.2917 0.2994 1.1125 0.053 Uiso 1 1 calc R . . N9 N 0.1555(2) 0.60095(19) 0.8440(4) 0.0445(11) Uani 1 1 d . . . N6 N 0.0543(2) 0.6009(2) 1.3234(5) 0.0566(14) Uani 1 1 d . . . N3 N 0.1726(2) 0.3966(2) 1.0308(4) 0.0424(11) Uani 1 1 d . . . N4 N 0.0149(2) 0.5537(2) 1.1757(4) 0.0511(13) Uani 1 1 d . . . C13 C 0.1304(3) 0.7194(3) 1.3188(5) 0.0581(17) Uani 1 1 d . . . C5 C 0.1940(2) 0.2802(2) 0.8971(5) 0.0414(13) Uani 1 1 d . . . C24 C 0.1619(2) 0.7207(2) 0.8460(5) 0.0437(14) Uani 1 1 d . . . H24A H 0.1237 0.7015 0.8396 0.052 Uiso 1 1 calc R . . C20 C 0.2163(2) 0.6904(2) 0.8552(5) 0.0397(13) Uani 1 1 d . . . N1 N 0.0868(2) 0.4464(2) 1.0504(4) 0.0470(12) Uani 1 1 d . . . N7 N 0.0699(2) 0.5561(2) 0.8908(4) 0.0493(12) Uani 1 1 d . . . N8 N 0.1210(2) 0.5998(2) 0.7453(5) 0.0584(14) Uani 1 1 d . . . C12 C 0.0966(3) 0.6910(3) 1.4070(6) 0.0602(18) Uani 1 1 d . . . C11 C 0.0962(3) 0.6266(3) 1.4104(6) 0.068(2) Uani 1 1 d . . . H11A H 0.1388 0.6130 1.3977 0.082 Uiso 1 1 calc R . . H11B H 0.0831 0.6144 1.4874 0.082 Uiso 1 1 calc R . . C4 C 0.2306(2) 0.3095(2) 0.9825(5) 0.0421(13) Uani 1 1 d . . . C18 C 0.1247(3) 0.5751(3) 0.9274(5) 0.0482(14) Uani 1 1 d . . . H18A H 0.1398 0.5708 1.0030 0.058 Uiso 1 1 calc R . . C6 C 0.1582(3) 0.3086(3) 0.8116(5) 0.0569(16) Uani 1 1 d . . . H6A H 0.1577 0.3479 0.8109 0.068 Uiso 1 1 calc R . . C22 C 0.3326(3) 0.6911(3) 0.8876(5) 0.0495(15) Uani 1 1 d . . . H22A H 0.3334 0.6518 0.8883 0.059 Uiso 1 1 calc R . . C2 C 0.1364(3) 0.4363(2) 0.9861(5) 0.0462(14) Uani 1 1 d . . . H2A H 0.1452 0.4551 0.9167 0.055 Uiso 1 1 calc R . . C14 C 0.1677(3) 0.6918(4) 1.2344(6) 0.068(2) Uani 1 1 d . . . H14A H 0.1675 0.6525 1.2319 0.082 Uiso 1 1 calc R . . N2 N 0.1475(3) 0.3800(3) 1.1327(5) 0.0728(17) Uani 1 1 d . . . C10 C 0.0669(3) 0.5688(3) 1.2308(6) 0.0591(17) Uani 1 1 d . . . H10A H 0.1074 0.5583 1.2079 0.071 Uiso 1 1 calc R . . C19 C 0.2181(3) 0.6263(2) 0.8497(6) 0.0492(15) Uani 1 1 d . . . H19A H 0.2421 0.6149 0.7818 0.059 Uiso 1 1 calc R . . H19B H 0.2398 0.6121 0.9181 0.059 Uiso 1 1 calc R . . C16 C 0.0655(3) 0.7206(3) 1.4900(6) 0.0627(18) Uani 1 1 d . . . C17 C 0.0696(3) 0.5721(3) 0.7786(6) 0.0536(16) Uani 1 1 d . . . H17A H 0.0361 0.5645 0.7286 0.064 Uiso 1 1 calc R . . C9 C -0.0291(3) 0.5767(3) 1.2452(7) 0.077(2) Uani 1 1 d . . . H9A H -0.0720 0.5725 1.2301 0.092 Uiso 1 1 calc R . . C3 C 0.2320(3) 0.3734(3) 0.9877(5) 0.0477(14) Uani 1 1 d . . . H3A H 0.2662 0.3854 1.0384 0.057 Uiso 1 1 calc R . . H3B H 0.2403 0.3883 0.9105 0.057 Uiso 1 1 calc R . . C7 C 0.1243(3) 0.2794(3) 0.7296(6) 0.070(2) Uani 1 1 d . . . H7A H 0.1012 0.2990 0.6737 0.085 Uiso 1 1 calc R . . C1 C 0.0959(3) 0.4108(3) 1.1403(6) 0.0655(19) Uani 1 1 d . . . H1A H 0.0681 0.4082 1.2026 0.079 Uiso 1 1 calc R . . N5 N -0.0086(2) 0.6057(3) 1.3358(6) 0.0810(19) Uani 1 1 d . . . C23 C 0.3877(3) 0.7209(3) 0.9032(6) 0.0641(19) Uani 1 1 d . . . H23A H 0.4254 0.7015 0.9139 0.077 Uiso 1 1 calc R . . C15 C 0.2033(3) 0.7200(4) 1.1579(6) 0.085(3) Uani 1 1 d . . . H15A H 0.2280 0.7004 1.1047 0.102 Uiso 1 1 calc R . . Cl3 Cl 0.24012(7) 0.46952(7) 0.67925(15) 0.0593(5) Uani 1 1 d . . . Cl1 Cl -0.0322(4) 0.7500 -0.1424(6) 0.227(3) Uani 1 2 d S A . C25 C -0.0246(6) 0.7500 0.0079(11) 0.088(4) Uani 1 2 d S . . O4 O 0.1832(3) 0.4556(4) 0.7232(6) 0.150(3) Uani 1 1 d . . . O3 O 0.2349(5) 0.5059(5) 0.5915(11) 0.226(6) Uani 1 1 d . . . O2 O 0.2703(6) 0.4267(5) 0.6372(11) 0.239(6) Uani 1 1 d . . . O1 O 0.2794(6) 0.4822(8) 0.7693(14) 0.317(9) Uani 1 1 d . . . O5 O 0.0943(6) 0.4620(5) 0.4520(10) 0.207(4) Uani 1 1 d . . . C26 C 0.0474(4) 0.4280(6) 0.4216(7) 0.125(4) Uani 1 1 d . . . Cl2 Cl 0.0239(8) 0.6969(8) 0.0536(15) 0.158(7) Uani 0.50 1 d P A 1 Cl2' Cl 0.0054(10) 0.6853(7) 0.027(2) 0.170(7) Uani 0.50 1 d P A 2 H16A H 0.053(2) 0.694(2) 1.554(5) 0.038(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0351(3) 0.0470(4) 0.0523(4) 0.0093(3) -0.0005(3) -0.0034(3) C21 0.034(3) 0.051(3) 0.033(3) 0.000(2) 0.007(2) 0.001(2) C8 0.039(3) 0.061(3) 0.032(3) -0.006(3) 0.001(2) -0.003(3) N9 0.044(3) 0.044(3) 0.046(3) 0.006(2) 0.006(2) -0.005(2) N6 0.042(3) 0.076(4) 0.052(3) 0.001(3) -0.005(2) -0.006(3) N3 0.037(2) 0.043(3) 0.047(3) 0.000(2) 0.006(2) -0.002(2) N4 0.038(3) 0.064(3) 0.052(3) -0.001(3) -0.007(2) -0.004(2) C13 0.038(3) 0.091(5) 0.046(4) 0.001(3) -0.014(3) -0.002(3) C5 0.038(3) 0.052(3) 0.035(3) 0.003(3) 0.008(2) 0.002(2) C24 0.029(3) 0.051(3) 0.051(3) -0.001(3) 0.008(2) -0.003(2) C20 0.039(3) 0.043(3) 0.037(3) 0.002(2) 0.009(2) 0.000(3) N1 0.039(3) 0.056(3) 0.046(3) 0.005(2) 0.003(2) 0.005(2) N7 0.045(3) 0.052(3) 0.051(3) 0.012(2) 0.001(2) -0.009(2) N8 0.059(3) 0.066(4) 0.050(3) 0.007(3) 0.001(3) -0.003(3) C12 0.035(3) 0.096(6) 0.050(4) -0.005(4) -0.012(3) -0.005(3) C11 0.055(4) 0.091(6) 0.059(4) 0.001(4) -0.019(3) 0.001(4) C4 0.036(3) 0.050(3) 0.040(3) -0.002(3) 0.011(2) -0.001(3) C18 0.051(4) 0.050(4) 0.044(4) 0.009(3) -0.002(3) -0.004(3) C6 0.057(4) 0.065(4) 0.049(4) 0.010(3) -0.004(3) 0.007(3) C22 0.039(3) 0.055(4) 0.055(4) 0.003(3) 0.000(3) 0.009(3) C2 0.049(3) 0.045(3) 0.045(3) 0.007(3) 0.001(3) -0.006(3) C14 0.050(4) 0.110(6) 0.045(4) -0.008(4) -0.003(3) 0.000(4) N2 0.076(4) 0.083(4) 0.059(4) 0.020(3) 0.024(3) 0.025(3) C10 0.047(4) 0.071(5) 0.059(4) 0.009(4) 0.003(3) 0.005(3) C19 0.040(3) 0.042(3) 0.065(4) 0.005(3) 0.007(3) -0.002(3) C16 0.041(3) 0.087(5) 0.060(4) 0.005(4) 0.000(3) -0.007(3) C17 0.051(4) 0.053(4) 0.056(4) 0.002(3) -0.008(3) -0.008(3) C9 0.042(4) 0.102(6) 0.086(5) -0.018(5) -0.012(4) -0.005(4) C3 0.039(3) 0.052(4) 0.052(4) -0.002(3) 0.009(3) -0.004(3) C7 0.071(4) 0.092(5) 0.048(4) 0.009(3) -0.015(3) 0.010(4) C1 0.061(4) 0.077(5) 0.059(4) 0.020(4) 0.020(3) 0.020(4) N5 0.044(3) 0.117(6) 0.081(4) -0.021(4) -0.001(3) -0.004(3) C23 0.032(3) 0.081(5) 0.080(5) 0.002(4) -0.006(3) 0.007(3) C15 0.068(4) 0.145(8) 0.041(4) -0.015(4) 0.001(3) 0.008(4) Cl3 0.0494(9) 0.0610(10) 0.0674(11) 0.0085(9) 0.0147(8) 0.0054(8) Cl1 0.297(8) 0.221(7) 0.163(5) 0.000 -0.128(6) 0.000 C25 0.066(6) 0.088(9) 0.109(10) 0.000 -0.005(6) 0.000 O4 0.069(4) 0.244(9) 0.136(6) 0.092(6) 0.023(4) -0.015(5) O3 0.169(9) 0.217(10) 0.294(14) 0.200(10) -0.002(9) -0.040(7) O2 0.274(13) 0.188(10) 0.256(13) -0.043(9) 0.098(11) 0.104(10) O1 0.171(10) 0.50(3) 0.276(16) -0.082(16) -0.108(11) -0.099(13) O5 0.236(12) 0.186(11) 0.198(9) 0.014(8) -0.014(10) -0.001(9) C26 0.074(6) 0.242(14) 0.058(5) -0.024(7) 0.000(4) -0.052(7) Cl2 0.128(8) 0.205(16) 0.141(8) 0.092(10) 0.022(6) 0.081(9) Cl2' 0.181(16) 0.096(5) 0.234(17) 0.021(8) 0.048(10) 0.020(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.307(5) 5_567 ? Cd1 N1 2.307(5) . ? Cd1 N7 2.350(5) 5_567 ? Cd1 N7 2.350(5) . ? Cd1 N4 2.405(5) . ? Cd1 N4 2.405(5) 5_567 ? C21 C22 1.415(7) . ? C21 C20 1.427(7) . ? C21 C21 1.433(11) 7_575 ? C8 C4 1.358(8) . ? C8 C8 1.421(11) 7_565 ? C8 H8A 0.9300 . ? N9 C18 1.311(7) . ? N9 N8 1.349(6) . ? N9 C19 1.457(7) . ? N6 C10 1.335(8) . ? N6 N5 1.344(7) . ? N6 C11 1.468(8) . ? N3 C2 1.316(7) . ? N3 N2 1.344(6) . ? N3 C3 1.459(7) . ? N4 C10 1.319(7) . ? N4 C9 1.342(9) . ? C13 C14 1.410(9) . ? C13 C12 1.410(9) . ? C13 C13 1.449(14) 7_575 ? C5 C6 1.411(8) . ? C5 C5 1.428(11) 7_565 ? C5 C4 1.430(8) . ? C24 C20 1.362(7) . ? C24 C24 1.389(11) 7_575 ? C24 H24A 0.9300 . ? C20 C19 1.517(8) . ? N1 C2 1.307(7) . ? N1 C1 1.345(8) . ? N7 C18 1.314(7) . ? N7 C17 1.343(7) . ? N8 C17 1.326(7) . ? C12 C16 1.353(9) . ? C12 C11 1.523(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C4 C3 1.513(8) . ? C18 H18A 0.9300 . ? C6 C7 1.371(9) . ? C6 H6A 0.9300 . ? C22 C23 1.375(8) . ? C22 H22A 0.9300 . ? C2 H2A 0.9300 . ? C14 C15 1.335(10) . ? C14 H14A 0.9300 . ? N2 C1 1.317(8) . ? C10 H10A 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C16 C16 1.390(15) 7_575 ? C16 H16A 1.00(5) . ? C17 H17A 0.9300 . ? C9 N5 1.319(9) . ? C9 H9A 0.9300 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C7 C7 1.392(14) 7_565 ? C7 H7A 0.9300 . ? C1 H1A 0.9300 . ? C23 C23 1.376(13) 7_575 ? C23 H23A 0.9300 . ? C15 C15 1.419(17) 7_575 ? C15 H15A 0.9300 . ? Cl3 O2 1.292(9) . ? Cl3 O3 1.330(8) . ? Cl3 O4 1.347(6) . ? Cl3 O1 1.360(12) . ? Cl1 C25 1.733(13) . ? C25 Cl2' 1.672(18) 7_575 ? C25 Cl2' 1.672(18) . ? C25 Cl2 1.705(17) 7_575 ? C25 Cl2 1.705(17) . ? O5 C26 1.325(13) . ? 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 Cd1 N1 180.000(1) 5_567 . ? N1 Cd1 N7 86.69(17) 5_567 5_567 ? N1 Cd1 N7 93.31(17) . 5_567 ? N1 Cd1 N7 93.31(17) 5_567 . ? N1 Cd1 N7 86.69(17) . . ? N7 Cd1 N7 180.0(2) 5_567 . ? N1 Cd1 N4 91.38(17) 5_567 . ? N1 Cd1 N4 88.62(17) . . ? N7 Cd1 N4 86.18(17) 5_567 . ? N7 Cd1 N4 93.82(17) . . ? N1 Cd1 N4 88.62(17) 5_567 5_567 ? N1 Cd1 N4 91.38(17) . 5_567 ? N7 Cd1 N4 93.82(17) 5_567 5_567 ? N7 Cd1 N4 86.18(17) . 5_567 ? N4 Cd1 N4 180.000(1) . 5_567 ? C22 C21 C20 122.3(5) . . ? C22 C21 C21 118.6(3) . 7_575 ? C20 C21 C21 119.1(3) . 7_575 ? C4 C8 C8 120.9(3) . 7_565 ? C4 C8 H8A 119.5 . . ? C8 C8 H8A 119.5 7_565 . ? C18 N9 N8 109.5(5) . . ? C18 N9 C19 127.7(5) . . ? N8 N9 C19 122.7(5) . . ? C10 N6 N5 109.3(5) . . ? C10 N6 C11 131.1(5) . . ? N5 N6 C11 119.5(6) . . ? C2 N3 N2 108.6(5) . . ? C2 N3 C3 129.7(5) . . ? N2 N3 C3 121.7(5) . . ? C10 N4 C9 100.7(5) . . ? C10 N4 Cd1 130.9(4) . . ? C9 N4 Cd1 128.5(4) . . ? C14 C13 C12 123.9(7) . . ? C14 C13 C13 117.5(4) . 7_575 ? C12 C13 C13 118.4(4) . 7_575 ? C6 C5 C5 118.5(4) . 7_565 ? C6 C5 C4 122.4(5) . . ? C5 C5 C4 119.1(3) 7_565 . ? C20 C24 C24 121.7(3) . 7_575 ? C20 C24 H24A 119.1 . . ? C24 C24 H24A 119.1 7_575 . ? C24 C20 C21 119.2(5) . . ? C24 C20 C19 122.9(5) . . ? C21 C20 C19 118.0(5) . . ? C2 N1 C1 101.8(5) . . ? C2 N1 Cd1 126.8(4) . . ? C1 N1 Cd1 130.6(4) . . ? C18 N7 C17 102.4(5) . . ? C18 N7 Cd1 125.4(4) . . ? C17 N7 Cd1 131.9(4) . . ? C17 N8 N9 102.3(5) . . ? C16 C12 C13 120.4(7) . . ? C16 C12 C11 119.8(7) . . ? C13 C12 C11 119.8(6) . . ? N6 C11 C12 113.6(5) . . ? N6 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N6 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C8 C4 C5 120.0(5) . . ? C8 C4 C3 118.4(5) . . ? C5 C4 C3 121.6(5) . . ? N9 C18 N7 111.5(5) . . ? N9 C18 H18A 124.3 . . ? N7 C18 H18A 124.3 . . ? C7 C6 C5 121.2(6) . . ? C7 C6 H6A 119.4 . . ? C5 C6 H6A 119.4 . . ? C23 C22 C21 120.6(6) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? N1 C2 N3 112.2(5) . . ? N1 C2 H2A 123.9 . . ? N3 C2 H2A 123.9 . . ? C15 C14 C13 122.5(8) . . ? C15 C14 H14A 118.8 . . ? C13 C14 H14A 118.8 . . ? C1 N2 N3 102.9(5) . . ? N4 C10 N6 111.6(5) . . ? N4 C10 H10A 124.2 . . ? N6 C10 H10A 124.2 . . ? N9 C19 C20 113.0(5) . . ? N9 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? N9 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C12 C16 C16 121.2(5) . 7_575 ? C12 C16 H16A 109(3) . . ? C16 C16 H16A 129(3) 7_575 . ? N8 C17 N7 114.3(5) . . ? N8 C17 H17A 122.8 . . ? N7 C17 H17A 122.8 . . ? N5 C9 N4 116.8(6) . . ? N5 C9 H9A 121.6 . . ? N4 C9 H9A 121.6 . . ? N3 C3 C4 111.8(4) . . ? N3 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? N3 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? C6 C7 C7 120.3(4) . 7_565 ? C6 C7 H7A 119.9 . . ? C7 C7 H7A 119.9 7_565 . ? N2 C1 N1 114.5(6) . . ? N2 C1 H1A 122.7 . . ? N1 C1 H1A 122.7 . . ? C9 N5 N6 101.5(6) . . ? C22 C23 C23 120.8(4) . 7_575 ? C22 C23 H23A 119.6 . . ? C23 C23 H23A 119.6 7_575 . ? C14 C15 C15 120.0(5) . 7_575 ? C14 C15 H15A 120.0 . . ? C15 C15 H15A 120.0 7_575 . ? O2 Cl3 O3 105.4(8) . . ? O2 Cl3 O4 113.0(7) . . ? O3 Cl3 O4 111.6(5) . . ? O2 Cl3 O1 98.9(9) . . ? O3 Cl3 O1 118.9(10) . . ? O4 Cl3 O1 108.4(8) . . ? Cl2' C25 Cl2' 132.5(16) 7_575 . ? Cl2' C25 Cl2 19.2(12) 7_575 7_575 ? Cl2' C25 Cl2 113.9(9) . 7_575 ? Cl2' C25 Cl2 113.9(9) 7_575 . ? Cl2' C25 Cl2 19.2(12) . . ? Cl2 C25 Cl2 95.0(15) 7_575 . ? Cl2' C25 Cl1 99.7(9) 7_575 . ? Cl2' C25 Cl1 99.7(9) . . ? Cl2 C25 Cl1 111.3(9) 7_575 . ? Cl2 C25 Cl1 111.3(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N4 C10 -145.2(6) 5_567 . . . ? N1 Cd1 N4 C10 34.8(6) . . . . ? N7 Cd1 N4 C10 128.2(6) 5_567 . . . ? N7 Cd1 N4 C10 -51.8(6) . . . . ? N4 Cd1 N4 C10 16(100) 5_567 . . . ? N1 Cd1 N4 C9 34.9(6) 5_567 . . . ? N1 Cd1 N4 C9 -145.1(6) . . . . ? N7 Cd1 N4 C9 -51.7(6) 5_567 . . . ? N7 Cd1 N4 C9 128.3(6) . . . . ? N4 Cd1 N4 C9 -164(100) 5_567 . . . ? C24 C24 C20 C21 3.0(6) 7_575 . . . ? C24 C24 C20 C19 -177.0(4) 7_575 . . . ? C22 C21 C20 C24 176.3(5) . . . . ? C21 C21 C20 C24 -2.9(6) 7_575 . . . ? C22 C21 C20 C19 -3.7(8) . . . . ? C21 C21 C20 C19 177.1(4) 7_575 . . . ? N1 Cd1 N1 C2 -32(52) 5_567 . . . ? N7 Cd1 N1 C2 147.2(5) 5_567 . . . ? N7 Cd1 N1 C2 -32.8(5) . . . . ? N4 Cd1 N1 C2 -126.7(5) . . . . ? N4 Cd1 N1 C2 53.3(5) 5_567 . . . ? N1 Cd1 N1 C1 160(100) 5_567 . . . ? N7 Cd1 N1 C1 -20.7(6) 5_567 . . . ? N7 Cd1 N1 C1 159.3(6) . . . . ? N4 Cd1 N1 C1 65.4(6) . . . . ? N4 Cd1 N1 C1 -114.6(6) 5_567 . . . ? N1 Cd1 N7 C18 133.7(5) 5_567 . . . ? N1 Cd1 N7 C18 -46.3(5) . . . . ? N7 Cd1 N7 C18 -54(100) 5_567 . . . ? N4 Cd1 N7 C18 42.1(5) . . . . ? N4 Cd1 N7 C18 -137.9(5) 5_567 . . . ? N1 Cd1 N7 C17 -53.8(6) 5_567 . . . ? N1 Cd1 N7 C17 126.2(6) . . . . ? N7 Cd1 N7 C17 119(100) 5_567 . . . ? N4 Cd1 N7 C17 -145.4(5) . . . . ? N4 Cd1 N7 C17 34.6(5) 5_567 . . . ? C18 N9 N8 C17 0.2(6) . . . . ? C19 N9 N8 C17 178.5(5) . . . . ? C14 C13 C12 C16 175.2(6) . . . . ? C13 C13 C12 C16 -0.7(7) 7_575 . . . ? C14 C13 C12 C11 -3.5(8) . . . . ? C13 C13 C12 C11 -179.3(4) 7_575 . . . ? C10 N6 C11 C12 114.4(8) . . . . ? N5 N6 C11 C12 -70.0(8) . . . . ? C16 C12 C11 N6 104.6(7) . . . . ? C13 C12 C11 N6 -76.7(7) . . . . ? C8 C8 C4 C5 -2.6(6) 7_565 . . . ? C8 C8 C4 C3 179.3(3) 7_565 . . . ? C6 C5 C4 C8 -176.7(5) . . . . ? C5 C5 C4 C8 2.5(6) 7_565 . . . ? C6 C5 C4 C3 1.3(8) . . . . ? C5 C5 C4 C3 -179.4(3) 7_565 . . . ? N8 N9 C18 N7 -0.2(7) . . . . ? C19 N9 C18 N7 -178.4(5) . . . . ? C17 N7 C18 N9 0.1(7) . . . . ? Cd1 N7 C18 N9 174.5(4) . . . . ? C5 C5 C6 C7 -0.3(7) 7_565 . . . ? C4 C5 C6 C7 179.0(6) . . . . ? C20 C21 C22 C23 -179.5(6) . . . . ? C21 C21 C22 C23 -0.3(7) 7_575 . . . ? C1 N1 C2 N3 1.6(7) . . . . ? Cd1 N1 C2 N3 -169.0(4) . . . . ? N2 N3 C2 N1 -2.1(7) . . . . ? C3 N3 C2 N1 -179.3(5) . . . . ? C12 C13 C14 C15 -174.4(6) . . . . ? C13 C13 C14 C15 1.5(7) 7_575 . . . ? C2 N3 N2 C1 1.6(7) . . . . ? C3 N3 N2 C1 179.0(6) . . . . ? C9 N4 C10 N6 -2.9(7) . . . . ? Cd1 N4 C10 N6 177.2(4) . . . . ? N5 N6 C10 N4 3.2(8) . . . . ? C11 N6 C10 N4 179.2(6) . . . . ? C18 N9 C19 C20 -104.7(7) . . . . ? N8 N9 C19 C20 77.4(7) . . . . ? C24 C20 C19 N9 -5.0(8) . . . . ? C21 C20 C19 N9 175.0(5) . . . . ? C13 C12 C16 C16 0.7(7) . . . 7_575 ? C11 C12 C16 C16 179.3(4) . . . 7_575 ? N9 N8 C17 N7 -0.1(7) . . . . ? C18 N7 C17 N8 0.0(7) . . . . ? Cd1 N7 C17 N8 -173.8(4) . . . . ? C10 N4 C9 N5 1.7(9) . . . . ? Cd1 N4 C9 N5 -178.3(5) . . . . ? C2 N3 C3 C4 -128.9(6) . . . . ? N2 N3 C3 C4 54.2(7) . . . . ? C8 C4 C3 N3 -110.1(6) . . . . ? C5 C4 C3 N3 71.8(6) . . . . ? C5 C6 C7 C7 0.3(7) . . . 7_565 ? N3 N2 C1 N1 -0.6(8) . . . . ? C2 N1 C1 N2 -0.6(8) . . . . ? Cd1 N1 C1 N2 169.5(5) . . . . ? N4 C9 N5 N6 0.1(10) . . . . ? C10 N6 N5 C9 -1.9(8) . . . . ? C11 N6 N5 C9 -178.4(6) . . . . ? C21 C22 C23 C23 0.3(7) . . . 7_575 ? C13 C14 C15 C15 -1.5(8) . . . 7_575 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.817 _refine_diff_density_min -0.566 _refine_diff_density_rms 0.087 #---end----- data_5 _database_code_depnum_ccdc_archive 'CCDC 690545' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H38 Cd N14 O9' _chemical_formula_weight 899.16 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 Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 22.443(19) _cell_length_b 12.176(11) _cell_length_c 7.998(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.921(19) _cell_angle_gamma 90.00 _cell_volume 2079(3) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2870 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 26.17 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.593 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.9216 _exptl_absorpt_correction_T_max 0.9431 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 5255 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1928 _reflns_number_gt 1645 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1497P)^2^+2.9242P] 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 1928 _refine_ls_number_parameters 157 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0719 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1901 _refine_ls_wR_factor_gt 0.1670 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 0.0000 0.0000 0.0000 0.0443(4) Uani 1 4 d S . . O1 O -0.1167(4) 0.0000 0.3500(13) 0.099(3) Uani 1 2 d S . . N3 N 0.1385(2) 0.2085(3) 0.3820(5) 0.0424(10) Uani 1 1 d . . . C4 C 0.1671(2) 0.3834(4) 0.5537(6) 0.0404(11) Uani 1 1 d . . . N1 N 0.0756(2) 0.1274(3) 0.1538(6) 0.0480(10) Uani 1 1 d . . . C8 C 0.1492(3) 0.4422(4) 0.4002(6) 0.0502(13) Uani 1 1 d . . . H8A H 0.1368 0.4046 0.2935 0.060 Uiso 1 1 calc R . . N2 N 0.1714(2) 0.2008(4) 0.2646(6) 0.0579(12) Uani 1 1 d . . . C5 C 0.1870(2) 0.4414(4) 0.7190(6) 0.0405(11) Uani 1 1 d . . . C3 C 0.1663(3) 0.2577(4) 0.5566(6) 0.0493(13) Uani 1 1 d . . . H3A H 0.2089 0.2310 0.6054 0.059 Uiso 1 1 calc R . . H3B H 0.1428 0.2340 0.6333 0.059 Uiso 1 1 calc R . . C2 C 0.0824(2) 0.1644(4) 0.3158(7) 0.0429(11) Uani 1 1 d . . . H2A H 0.0522 0.1598 0.3733 0.052 Uiso 1 1 calc R . . C7 C 0.2261(3) 0.4415(5) 1.0397(6) 0.0601(15) Uani 1 1 d . . . H7A H 0.2391 0.4034 1.1452 0.072 Uiso 1 1 calc R . . C6 C 0.2069(3) 0.3859(4) 0.8841(7) 0.0503(13) Uani 1 1 d . . . H6A H 0.2068 0.3095 0.8853 0.060 Uiso 1 1 calc R . . C1 C 0.1314(3) 0.1513(5) 0.1307(8) 0.0583(15) Uani 1 1 d . . . H1A H 0.1407 0.1340 0.0280 0.070 Uiso 1 1 calc R . . N4 N -0.0741(4) 0.0000 0.2880(10) 0.079(3) Uani 1 2 d S . . O3 O 0.0323(11) 0.3954(13) 0.920(3) 0.185(12) Uani 0.50 1 d P . . C9 C 0.0286(10) 0.3821(16) 0.756(9) 0.26(3) Uani 0.50 1 d P . . O1W O 0.0000 0.436(3) 0.5000 0.215(18) Uani 0.50 2 d SP . . O2 O -0.0596(5) -0.1213(7) 0.2888(14) 0.071(2) Uani 0.50 1 d P . . O2' O -0.0468(5) -0.0516(9) 0.2253(15) 0.081(3) Uani 0.50 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 Cd1 0.0401(5) 0.0263(4) 0.0475(5) 0.000 -0.0146(3) 0.000 O1 0.098(6) 0.084(5) 0.134(7) 0.000 0.062(6) 0.000 N3 0.043(2) 0.030(2) 0.045(2) -0.0034(16) 0.0005(18) -0.0056(17) C4 0.039(2) 0.029(2) 0.043(2) -0.0012(18) -0.002(2) -0.0047(18) N1 0.044(2) 0.034(2) 0.052(2) -0.0057(18) -0.0048(19) -0.0066(18) C8 0.060(3) 0.034(3) 0.039(2) -0.006(2) -0.011(2) -0.002(2) N2 0.049(3) 0.055(3) 0.062(3) -0.019(2) 0.007(2) -0.012(2) C5 0.040(2) 0.032(2) 0.040(2) 0.0013(19) -0.0031(19) -0.0029(19) C3 0.057(3) 0.032(3) 0.042(3) -0.0025(19) -0.009(2) -0.010(2) C2 0.039(2) 0.033(2) 0.048(3) -0.0042(19) 0.001(2) -0.0073(19) C7 0.080(4) 0.052(3) 0.036(3) 0.007(2) 0.000(3) 0.003(3) C6 0.062(3) 0.033(3) 0.046(3) 0.005(2) 0.003(2) -0.002(2) C1 0.054(3) 0.048(3) 0.065(3) -0.017(3) 0.007(3) -0.007(3) N4 0.044(4) 0.137(9) 0.045(4) 0.000 -0.004(4) 0.000 O3 0.22(2) 0.072(10) 0.159(16) 0.016(9) -0.094(14) 0.018(11) C9 0.071(13) 0.043(10) 0.71(9) -0.08(3) 0.17(3) -0.029(10) O1W 0.101(16) 0.28(5) 0.33(4) 0.000 0.16(2) 0.000 O2 0.081(6) 0.035(4) 0.098(7) 0.005(4) 0.028(5) 0.010(4) O2' 0.072(6) 0.063(6) 0.094(7) -0.015(5) 0.006(6) 0.032(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 Cd1 O2' 2.427(13) 6 ? Cd1 O2' 2.427(13) 2 ? Cd1 O2' 2.435(14) . ? Cd1 O2' 2.435(14) 5 ? Cd1 N1 2.349(4) 2 ? Cd1 N1 2.349(4) 6 ? Cd1 N1 2.348(4) 5 ? Cd1 N1 2.348(4) . ? O1 N4 1.203(12) . ? N3 C2 1.323(6) . ? N3 N2 1.363(7) . ? N3 C3 1.468(6) . ? C4 C8 1.373(7) . ? C4 C5 1.440(6) . ? C4 C3 1.531(7) . ? N1 C1 1.354(8) . ? N1 C2 1.333(7) . ? C8 C8 1.408(10) 6_565 ? C8 H8A 0.9300 . ? N2 C1 1.311(7) . ? C5 C5 1.428(9) 6_565 ? C5 C6 1.430(7) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C2 H2A 0.9300 . ? C7 C6 1.362(7) . ? C7 C7 1.424(12) 6_565 ? C7 H7A 0.9300 . ? C6 H6A 0.9300 . ? C1 H1A 0.9300 . ? N4 O2' 1.097(11) . ? N4 O2' 1.104(11) 6 ? N4 O2 1.511(9) . ? N4 O2 1.513(9) 6 ? O3 C9 1.30(6) . ? O1W O1W 1.57(7) 5_566 ? O2 O2' 1.076(13) . ? O2' O2' 1.26(2) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2' Cd1 O2' 180.000(1) 6 2 ? O2' Cd1 O2' 29.9(5) 6 . ? O2' Cd1 O2' 150.1(5) 2 . ? O2' Cd1 O2' 150.1(5) 6 5 ? O2' Cd1 O2' 29.9(5) 2 5 ? O2' Cd1 O2' 180.0(7) . 5 ? O2' Cd1 N1 79.3(3) 6 2 ? O2' Cd1 N1 100.7(3) 2 2 ? O2' Cd1 N1 98.9(3) . 2 ? O2' Cd1 N1 81.1(3) 5 2 ? O2' Cd1 N1 100.7(3) 6 6 ? O2' Cd1 N1 79.3(3) 2 6 ? O2' Cd1 N1 81.1(3) . 6 ? O2' Cd1 N1 98.9(3) 5 6 ? N1 Cd1 N1 180.00(18) 2 6 ? O2' Cd1 N1 98.5(3) 6 5 ? O2' Cd1 N1 81.5(3) 2 5 ? O2' Cd1 N1 78.8(3) . 5 ? O2' Cd1 N1 101.2(3) 5 5 ? N1 Cd1 N1 82.7(2) 2 5 ? N1 Cd1 N1 97.3(2) 6 5 ? O2' Cd1 N1 81.5(3) 6 . ? O2' Cd1 N1 98.5(3) 2 . ? O2' Cd1 N1 101.2(3) . . ? O2' Cd1 N1 78.8(3) 5 . ? N1 Cd1 N1 97.3(2) 2 . ? N1 Cd1 N1 82.7(2) 6 . ? N1 Cd1 N1 180.0(2) 5 . ? C2 N3 N2 110.4(4) . . ? C2 N3 C3 128.2(5) . . ? N2 N3 C3 121.3(4) . . ? C8 C4 C5 119.2(4) . . ? C8 C4 C3 122.5(4) . . ? C5 C4 C3 118.3(4) . . ? C1 N1 C2 103.1(4) . . ? C1 N1 Cd1 128.6(4) . . ? C2 N1 Cd1 125.2(4) . . ? C4 C8 C8 121.7(3) . 6_565 ? C4 C8 H8A 119.1 . . ? C8 C8 H8A 119.1 6_565 . ? C1 N2 N3 102.3(5) . . ? C5 C5 C6 118.5(3) 6_565 . ? C5 C5 C4 119.1(3) 6_565 . ? C6 C5 C4 122.5(4) . . ? N3 C3 C4 113.1(4) . . ? N3 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N3 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? N3 C2 N1 109.5(5) . . ? N3 C2 H2A 125.2 . . ? N1 C2 H2A 125.2 . . ? C6 C7 C7 119.5(3) . 6_565 ? C6 C7 H7A 120.2 . . ? C7 C7 H7A 120.2 6_565 . ? C7 C6 C5 122.0(5) . . ? C7 C6 H6A 119.0 . . ? C5 C6 H6A 119.0 . . ? N1 C1 N2 114.7(6) . . ? N1 C1 H1A 122.7 . . ? N2 C1 H1A 122.7 . . ? O2' N4 O2' 69.6(15) . 6 ? O2' N4 O1 144.2(7) . . ? O2' N4 O1 144.3(7) 6 . ? O2' N4 O2 45.4(7) . . ? O2' N4 O2 114.4(11) 6 . ? O1 N4 O2 100.9(6) . . ? O2' N4 O2 114.0(11) . 6 ? O2' N4 O2 45.0(7) 6 6 ? O1 N4 O2 101.6(6) . 6 ? O2 N4 O2 155.3(11) . 6 ? O2' O2 N4 46.5(7) . . ? N4 O2' O2 88.0(11) . . ? N4 O2' O2' 55.5(7) . 6 ? O2 O2' O2' 142.4(8) . 6 ? N4 O2' Cd1 128.1(9) . . ? O2 O2' Cd1 142.9(9) . . ? O2' O2' Cd1 74.7(2) 6 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.770 _refine_diff_density_min -1.711 _refine_diff_density_rms 0.138 # Attachment 'cif_1-6.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 690546' #TrackingRef 'cif_1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H34 Cd N14 O7' _chemical_formula_weight 885.16 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' Cl Cl 0.1484 0.1585 '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 10.252(2) _cell_length_b 13.494(3) _cell_length_c 27.698(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.34(3) _cell_angle_gamma 90.00 _cell_volume 3800.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 0.644 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7387 _exptl_absorpt_correction_T_max 0.7993 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14007 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3316 _reflns_number_gt 2825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0050(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3316 _refine_ls_number_parameters 275 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.2732 _refine_ls_wR_factor_gt 0.2557 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 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 N5 N -0.0541(5) 0.7899(4) 0.37739(19) 0.0549(12) Uani 1 1 d . . . N2 N -0.1457(5) 1.2845(4) 0.4332(2) 0.0623(14) Uani 1 1 d . . . C16 C -0.4358(6) 0.6463(4) 0.2662(2) 0.0554(15) Uani 1 1 d . . . N1 N -0.1031(5) 1.1384(4) 0.4606(2) 0.0598(13) Uani 1 1 d . A . C2 C -0.0534(6) 1.2241(5) 0.4523(3) 0.0633(17) Uani 1 1 d . . . H2A H 0.0352 1.2404 0.4590 0.076 Uiso 1 1 calc R . . N4 N -0.0316(5) 0.9118(4) 0.4277(2) 0.0599(13) Uani 1 1 d . A . C14 C -0.3121(7) 0.6860(6) 0.3439(3) 0.0700(18) Uani 1 1 d . . . H14A H -0.3113 0.7046 0.3763 0.084 Uiso 1 1 calc R . . N7 N 0.2834(6) 1.0970(5) 0.4867(2) 0.0755(17) Uani 1 1 d DU . . C7 C -0.0206(7) 1.4117(4) 0.2745(3) 0.0627(16) Uani 1 1 d . . . C10 C -0.0522(7) 0.8153(5) 0.4225(3) 0.0644(17) Uani 1 1 d . . . H10A H -0.0638 0.7720 0.4478 0.077 Uiso 1 1 calc R . . C13 C -0.1943(6) 0.6707(4) 0.3255(3) 0.0576(16) Uani 1 1 d . . . C12 C -0.0648(6) 0.6882(5) 0.3569(3) 0.0681(19) Uani 1 1 d . . . H12A H -0.0555 0.6407 0.3834 0.082 Uiso 1 1 calc R . . H12B H 0.0066 0.6773 0.3377 0.082 Uiso 1 1 calc R . . C8 C 0.0677(6) 1.4343(5) 0.3149(3) 0.0676(18) Uani 1 1 d . . . H8A H 0.1528 1.4535 0.3110 0.081 Uiso 1 1 calc R . . C18 C -0.1988(6) 0.6420(5) 0.2773(3) 0.0651(19) Uani 1 1 d . . . H18A H -0.1208 0.6310 0.2643 0.078 Uiso 1 1 calc R . . N6 N -0.0345(7) 0.8677(5) 0.3496(2) 0.0814(18) Uani 1 1 d . . . C17 C -0.3179(7) 0.6294(6) 0.2483(3) 0.074(2) Uani 1 1 d . . . H17A H -0.3187 0.6092 0.2162 0.089 Uiso 1 1 calc R . . C11 C -0.0242(8) 0.9400(6) 0.3820(3) 0.076(2) Uani 1 1 d . . . H11A H -0.0126 1.0058 0.3735 0.091 Uiso 1 1 calc R . . C4 C -0.0972(7) 1.3992(5) 0.3679(3) 0.0651(17) Uani 1 1 d . . . C6 C -0.1483(7) 1.3827(5) 0.2814(3) 0.0669(18) Uani 1 1 d . . . H6A H -0.2084 1.3657 0.2547 0.080 Uiso 1 1 calc R . . C15 C -0.4305(6) 0.6738(5) 0.3148(3) 0.0643(17) Uani 1 1 d . . . H15A H -0.5085 0.6843 0.3279 0.077 Uiso 1 1 calc R . . C3 C -0.1365(8) 1.3900(5) 0.4188(3) 0.078(2) Uani 1 1 d . . . H3A H -0.0720 1.4236 0.4418 0.093 Uiso 1 1 calc R . . H3B H -0.2208 1.4220 0.4198 0.093 Uiso 1 1 calc R . . C9 C 0.0304(7) 1.4285(5) 0.3612(3) 0.0716(19) Uani 1 1 d . . . H9A H 0.0907 1.4443 0.3881 0.086 Uiso 1 1 calc R . . N3 N -0.2622(6) 1.2376(6) 0.4283(3) 0.111(3) Uani 1 1 d . . . C5 C -0.1849(7) 1.3792(5) 0.3268(3) 0.0676(18) Uani 1 1 d . . . H5A H -0.2714 1.3629 0.3303 0.081 Uiso 1 1 calc R . . C1 C -0.2318(7) 1.1503(7) 0.4448(4) 0.102(3) Uani 1 1 d . . . H1A H -0.2934 1.1000 0.4457 0.122 Uiso 1 1 calc R . . O2 O 0.3879(5) 1.1084(4) 0.4713(3) 0.1007(19) Uani 1 1 d DU A . Cd1 Cd 0.0000 1.0000 0.5000 0.0610(4) Uani 1 2 d S . . O1W O 0.0000 0.822(3) 0.2500 0.297(13) Uani 1 2 d S . . O1 O 0.1877(5) 1.0596(5) 0.4659(3) 0.114(2) Uani 1 1 d DU A . O3 O 0.3021(12) 1.0683(13) 0.5313(3) 0.143(6) Uani 0.579(16) 1 d PDU A 1 O3' O 0.2491(11) 1.1888(9) 0.5011(6) 0.114(7) Uani 0.421(16) 1 d PDU . 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 N5 0.059(3) 0.045(3) 0.058(3) -0.013(2) -0.003(2) -0.002(2) N2 0.062(3) 0.055(3) 0.068(3) -0.011(3) 0.000(2) 0.009(2) C16 0.064(3) 0.036(3) 0.060(4) -0.001(3) -0.017(3) 0.003(3) N1 0.063(3) 0.053(3) 0.062(3) -0.008(3) 0.004(2) 0.002(2) C2 0.048(3) 0.067(4) 0.074(5) -0.001(3) 0.007(3) 0.001(3) N4 0.074(3) 0.040(3) 0.063(4) -0.005(2) -0.001(3) -0.004(2) C14 0.069(4) 0.074(5) 0.063(4) 0.005(3) -0.008(3) -0.003(3) N7 0.062(3) 0.087(4) 0.077(4) -0.018(3) 0.010(3) -0.019(3) C7 0.072(4) 0.043(3) 0.073(4) -0.002(3) 0.006(3) 0.005(3) C10 0.074(4) 0.054(4) 0.064(5) 0.003(3) 0.002(3) -0.006(3) C13 0.057(3) 0.037(3) 0.075(4) -0.006(3) -0.006(3) 0.004(2) C12 0.065(4) 0.050(4) 0.083(5) -0.022(3) -0.013(3) 0.008(3) C8 0.065(4) 0.054(4) 0.084(5) 0.002(3) 0.009(4) 0.000(3) C18 0.054(3) 0.059(4) 0.079(5) -0.022(3) -0.007(3) 0.012(3) N6 0.113(5) 0.073(4) 0.058(4) -0.011(3) 0.008(3) -0.025(4) C17 0.069(4) 0.081(5) 0.067(5) -0.024(4) -0.010(3) 0.005(3) C11 0.099(5) 0.056(4) 0.070(5) 0.001(4) 0.002(4) -0.017(4) C4 0.079(4) 0.043(3) 0.073(5) -0.003(3) 0.009(4) 0.008(3) C6 0.065(4) 0.057(4) 0.077(5) -0.004(3) 0.004(3) -0.004(3) C15 0.058(3) 0.062(4) 0.070(5) 0.007(3) -0.003(3) -0.004(3) C3 0.101(5) 0.055(4) 0.078(5) -0.008(4) 0.019(4) 0.017(4) C9 0.074(4) 0.047(4) 0.089(6) -0.007(4) -0.006(4) -0.002(3) N3 0.061(4) 0.095(5) 0.167(8) 0.020(5) -0.025(4) 0.002(3) C5 0.076(4) 0.048(4) 0.080(5) -0.004(3) 0.014(4) 0.000(3) C1 0.061(4) 0.075(5) 0.160(10) 0.016(6) -0.023(5) -0.010(4) O2 0.092(4) 0.072(3) 0.144(5) -0.016(3) 0.038(4) -0.018(3) Cd1 0.0776(6) 0.0489(6) 0.0555(6) -0.0041(2) 0.0043(4) -0.0022(3) O1W 0.22(2) 0.48(4) 0.190(19) 0.000 0.005(16) 0.000 O1 0.084(4) 0.115(5) 0.145(5) -0.046(4) 0.021(4) -0.031(4) O3 0.140(9) 0.168(11) 0.121(9) 0.017(8) 0.017(7) -0.018(8) O3' 0.099(9) 0.104(10) 0.141(11) -0.021(8) 0.017(7) -0.003(7) _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 N5 C10 1.294(9) . ? N5 N6 1.333(8) . ? N5 C12 1.483(7) . ? N2 C2 1.307(8) . ? N2 N3 1.343(9) . ? N2 C3 1.485(9) . ? C16 C17 1.383(10) . ? C16 C15 1.389(10) . ? C16 C16 1.496(12) 2_455 ? N1 C2 1.297(9) . ? N1 C1 1.346(9) . ? N1 Cd1 2.345(5) . ? C2 H2A 0.9300 . ? N4 C10 1.324(8) . ? N4 C11 1.333(9) . ? N4 Cd1 2.317(5) . ? C14 C15 1.379(9) . ? C14 C13 1.386(10) . ? C14 H14A 0.9300 . ? N7 O1 1.185(7) . ? N7 O2 1.214(7) . ? N7 O3 1.285(10) . ? N7 O3' 1.362(10) . ? C7 C8 1.380(10) . ? C7 C6 1.403(10) . ? C7 C7 1.472(14) 2 ? C10 H10A 0.9300 . ? C13 C18 1.384(10) . ? C13 C12 1.511(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C8 C9 1.387(11) . ? C8 H8A 0.9300 . ? C18 C17 1.384(9) . ? C18 H18A 0.9300 . ? N6 C11 1.320(10) . ? C17 H17A 0.9300 . ? C11 H11A 0.9300 . ? C4 C5 1.385(11) . ? C4 C9 1.402(10) . ? C4 C3 1.519(11) . ? C6 C5 1.357(11) . ? C6 H6A 0.9300 . ? C15 H15A 0.9300 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C9 H9A 0.9300 . ? N3 C1 1.287(11) . ? C5 H5A 0.9300 . ? C1 H1A 0.9300 . ? Cd1 N4 2.317(5) 5_576 ? Cd1 N1 2.345(5) 5_576 ? Cd1 O1 2.388(6) . ? Cd1 O1 2.388(6) 5_576 ? O3' O3' 1.65(2) 7_576 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 N5 N6 111.4(5) . . ? C10 N5 C12 127.2(6) . . ? N6 N5 C12 121.1(6) . . ? C2 N2 N3 109.6(6) . . ? C2 N2 C3 129.7(6) . . ? N3 N2 C3 120.7(6) . . ? C17 C16 C15 117.6(6) . . ? C17 C16 C16 121.7(8) . 2_455 ? C15 C16 C16 120.3(8) . 2_455 ? C2 N1 C1 103.1(6) . . ? C2 N1 Cd1 129.0(4) . . ? C1 N1 Cd1 127.7(5) . . ? N1 C2 N2 110.3(6) . . ? N1 C2 H2A 124.8 . . ? N2 C2 H2A 124.8 . . ? C10 N4 C11 101.9(6) . . ? C10 N4 Cd1 126.9(5) . . ? C11 N4 Cd1 131.0(5) . . ? C15 C14 C13 120.6(7) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? O1 N7 O2 126.7(6) . . ? O1 N7 O3 110.5(7) . . ? O2 N7 O3 110.3(7) . . ? O1 N7 O3' 107.5(7) . . ? O2 N7 O3' 105.1(7) . . ? O3 N7 O3' 90.2(12) . . ? C8 C7 C6 118.5(7) . . ? C8 C7 C7 120.7(8) . 2 ? C6 C7 C7 120.6(8) . 2 ? N5 C10 N4 110.3(6) . . ? N5 C10 H10A 124.9 . . ? N4 C10 H10A 124.9 . . ? C18 C13 C14 118.3(6) . . ? C18 C13 C12 121.2(6) . . ? C14 C13 C12 120.4(7) . . ? N5 C12 C13 112.4(5) . . ? N5 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? N5 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C7 C8 C9 120.5(6) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C17 C18 C13 120.8(6) . . ? C17 C18 H18A 119.6 . . ? C13 C18 H18A 119.6 . . ? C11 N6 N5 101.2(6) . . ? C16 C17 C18 121.2(7) . . ? C16 C17 H17A 119.4 . . ? C18 C17 H17A 119.4 . . ? N6 C11 N4 115.2(7) . . ? N6 C11 H11A 122.4 . . ? N4 C11 H11A 122.4 . . ? C5 C4 C9 117.7(7) . . ? C5 C4 C3 121.8(7) . . ? C9 C4 C3 120.6(7) . . ? C5 C6 C7 120.7(7) . . ? C5 C6 H6A 119.7 . . ? C7 C6 H6A 119.7 . . ? C14 C15 C16 121.4(7) . . ? C14 C15 H15A 119.3 . . ? C16 C15 H15A 119.3 . . ? N2 C3 C4 111.1(5) . . ? N2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? N2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C8 C9 C4 120.7(7) . . ? C8 C9 H9A 119.6 . . ? C4 C9 H9A 119.6 . . ? C1 N3 N2 102.9(6) . . ? C6 C5 C4 121.8(7) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? N3 C1 N1 114.1(7) . . ? N3 C1 H1A 123.0 . . ? N1 C1 H1A 123.0 . . ? N4 Cd1 N4 180.000(2) . 5_576 ? N4 Cd1 N1 90.12(18) . . ? N4 Cd1 N1 89.88(18) 5_576 . ? N4 Cd1 N1 89.88(18) . 5_576 ? N4 Cd1 N1 90.12(18) 5_576 5_576 ? N1 Cd1 N1 180.0(2) . 5_576 ? N4 Cd1 O1 82.06(19) . . ? N4 Cd1 O1 97.94(19) 5_576 . ? N1 Cd1 O1 83.5(2) . . ? N1 Cd1 O1 96.5(2) 5_576 . ? N4 Cd1 O1 97.94(19) . 5_576 ? N4 Cd1 O1 82.06(19) 5_576 5_576 ? N1 Cd1 O1 96.5(2) . 5_576 ? N1 Cd1 O1 83.5(2) 5_576 5_576 ? O1 Cd1 O1 180.000(1) . 5_576 ? N7 O1 Cd1 127.7(5) . . ? N7 O3' O3' 153.3(16) . 7_576 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 C2 N2 0.6(9) . . . . ? Cd1 N1 C2 N2 -174.4(4) . . . . ? N3 N2 C2 N1 -0.1(9) . . . . ? C3 N2 C2 N1 178.3(6) . . . . ? N6 N5 C10 N4 0.1(8) . . . . ? C12 N5 C10 N4 175.2(5) . . . . ? C11 N4 C10 N5 1.1(7) . . . . ? Cd1 N4 C10 N5 -174.4(4) . . . . ? C15 C14 C13 C18 -0.7(10) . . . . ? C15 C14 C13 C12 177.4(7) . . . . ? C10 N5 C12 C13 111.6(8) . . . . ? N6 N5 C12 C13 -73.7(8) . . . . ? C18 C13 C12 N5 122.2(7) . . . . ? C14 C13 C12 N5 -55.9(9) . . . . ? C6 C7 C8 C9 -0.2(10) . . . . ? C7 C7 C8 C9 -176.2(5) 2 . . . ? C14 C13 C18 C17 0.4(11) . . . . ? C12 C13 C18 C17 -177.8(7) . . . . ? C10 N5 N6 C11 -1.3(8) . . . . ? C12 N5 N6 C11 -176.7(6) . . . . ? C15 C16 C17 C18 -1.6(11) . . . . ? C16 C16 C17 C18 171.6(6) 2_455 . . . ? C13 C18 C17 C16 0.8(12) . . . . ? N5 N6 C11 N4 2.1(9) . . . . ? C10 N4 C11 N6 -2.1(9) . . . . ? Cd1 N4 C11 N6 173.1(5) . . . . ? C8 C7 C6 C5 1.6(10) . . . . ? C7 C7 C6 C5 177.6(5) 2 . . . ? C13 C14 C15 C16 -0.1(11) . . . . ? C17 C16 C15 C14 1.3(10) . . . . ? C16 C16 C15 C14 -172.1(5) 2_455 . . . ? C2 N2 C3 C4 84.6(9) . . . . ? N3 N2 C3 C4 -97.0(8) . . . . ? C5 C4 C3 N2 74.5(8) . . . . ? C9 C4 C3 N2 -105.6(7) . . . . ? C7 C8 C9 C4 0.4(10) . . . . ? C5 C4 C9 C8 -1.9(9) . . . . ? C3 C4 C9 C8 178.2(6) . . . . ? C2 N2 N3 C1 -0.4(11) . . . . ? C3 N2 N3 C1 -179.0(8) . . . . ? C7 C6 C5 C4 -3.2(11) . . . . ? C9 C4 C5 C6 3.3(10) . . . . ? C3 C4 C5 C6 -176.8(6) . . . . ? N2 N3 C1 N1 0.8(13) . . . . ? C2 N1 C1 N3 -0.9(12) . . . . ? Cd1 N1 C1 N3 174.2(7) . . . . ? C10 N4 Cd1 N4 -81(100) . . . 5_576 ? C11 N4 Cd1 N4 105(100) . . . 5_576 ? C10 N4 Cd1 N1 -147.7(6) . . . . ? C11 N4 Cd1 N1 38.2(6) . . . . ? C10 N4 Cd1 N1 32.3(6) . . . 5_576 ? C11 N4 Cd1 N1 -141.8(6) . . . 5_576 ? C10 N4 Cd1 O1 128.9(6) . . . . ? C11 N4 Cd1 O1 -45.2(7) . . . . ? C10 N4 Cd1 O1 -51.1(6) . . . 5_576 ? C11 N4 Cd1 O1 134.8(7) . . . 5_576 ? C2 N1 Cd1 N4 -114.2(6) . . . . ? C1 N1 Cd1 N4 72.0(8) . . . . ? C2 N1 Cd1 N4 65.8(6) . . . 5_576 ? C1 N1 Cd1 N4 -108.0(8) . . . 5_576 ? C2 N1 Cd1 N1 -50(100) . . . 5_576 ? C1 N1 Cd1 N1 137(100) . . . 5_576 ? C2 N1 Cd1 O1 -32.2(6) . . . . ? C1 N1 Cd1 O1 154.0(8) . . . . ? C2 N1 Cd1 O1 147.8(6) . . . 5_576 ? C1 N1 Cd1 O1 -26.0(8) . . . 5_576 ? O2 N7 O1 Cd1 163.8(6) . . . . ? O3 N7 O1 Cd1 26.0(12) . . . . ? O3' N7 O1 Cd1 -71.0(11) . . . . ? N4 Cd1 O1 N7 -160.3(8) . . . . ? N4 Cd1 O1 N7 19.7(8) 5_576 . . . ? N1 Cd1 O1 N7 108.7(7) . . . . ? N1 Cd1 O1 N7 -71.3(7) 5_576 . . . ? O1 Cd1 O1 N7 -54(100) 5_576 . . . ? O1 N7 O3' O3' -111(4) . . . 7_576 ? O2 N7 O3' O3' 27(4) . . . 7_576 ? O3 N7 O3' O3' 138(4) . . . 7_576 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.733 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.100