# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_a _database_code_depnum_ccdc_archive 'CCDC 906895' #TrackingRef 'cif-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H2 Cd O5' _chemical_formula_weight 302.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 10.7549(19) _cell_length_b 12.012(2) _cell_length_c 7.6348(14) _cell_angle_alpha 90.00 _cell_angle_beta 109.318(2) _cell_angle_gamma 90.00 _cell_volume 930.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5246 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.21 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 2.341 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5122 _exptl_absorpt_correction_T_max 0.6647 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6735 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0146 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1729 _reflns_number_gt 1631 _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^)+(0.0221P)^2^+0.4795P] 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 1729 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0168 _refine_ls_R_factor_gt 0.0156 _refine_ls_wR_factor_ref 0.0399 _refine_ls_wR_factor_gt 0.0390 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 0.466181(13) 0.292374(11) 0.143696(18) 0.02013(7) Uani 1 1 d . . . O1 O 0.52643(14) 0.15512(12) -0.04752(19) 0.0282(3) Uani 1 1 d . . . O2 O 0.62223(15) 0.14954(13) 0.2523(2) 0.0319(4) Uani 1 1 d . . . O3 O 1.26592(15) 0.26737(14) 0.1513(2) 0.0329(4) Uani 1 1 d . . . O4 O 1.34211(13) 0.12934(12) 0.3530(2) 0.0273(3) Uani 1 1 d . . . O5W O 0.62209(14) 0.40440(12) 0.1010(2) 0.0290(3) Uani 1 1 d . . . H1W H 0.6240 0.3925 -0.0078 0.043 Uiso 1 1 d R . . H2W H 0.6361 0.4729 0.1283 0.043 Uiso 1 1 d R . . C1 C 0.61382(18) 0.11457(16) 0.0945(3) 0.0197(4) Uani 1 1 d . . . C2 C 0.70863(19) 0.02701(17) 0.0730(3) 0.0239(4) Uani 1 1 d . . . H2A H 0.6791 0.0004 -0.0541 0.029 Uiso 1 1 calc R . . H2B H 0.7084 -0.0356 0.1531 0.029 Uiso 1 1 calc R . . C3 C 0.84814(19) 0.07135(16) 0.1211(3) 0.0209(4) Uani 1 1 d . . . C4 C 0.8760(2) 0.16522(18) 0.0333(3) 0.0285(5) Uani 1 1 d . . . H4 H 0.8076 0.2040 -0.0520 0.034 Uiso 1 1 calc R . . C5 C 1.0045(2) 0.20127(17) 0.0718(3) 0.0268(5) Uani 1 1 d . . . H5 H 1.0217 0.2634 0.0109 0.032 Uiso 1 1 calc R . . C6 C 1.10861(19) 0.14536(16) 0.2012(3) 0.0204(4) Uani 1 1 d . . . C7 C 1.0804(2) 0.05251(18) 0.2906(3) 0.0288(5) Uani 1 1 d . . . H7 H 1.1485 0.0145 0.3777 0.035 Uiso 1 1 calc R . . C8 C 0.9517(2) 0.01640(18) 0.2505(3) 0.0288(5) Uani 1 1 d . . . H8 H 0.9344 -0.0457 0.3114 0.035 Uiso 1 1 calc R . . C9 C 1.2475(2) 0.18309(17) 0.2388(3) 0.0220(4) 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 0.01551(9) 0.02535(10) 0.01909(10) -0.00038(5) 0.00514(6) -0.00072(5) O1 0.0253(8) 0.0350(8) 0.0232(7) 0.0049(6) 0.0064(6) 0.0067(6) O2 0.0342(9) 0.0410(9) 0.0214(7) -0.0009(7) 0.0104(6) 0.0091(7) O3 0.0187(8) 0.0423(9) 0.0380(9) 0.0089(7) 0.0095(7) -0.0046(7) O4 0.0162(7) 0.0298(7) 0.0313(8) -0.0055(6) 0.0017(6) 0.0016(6) O5W 0.0314(8) 0.0316(8) 0.0256(8) -0.0053(6) 0.0116(6) -0.0123(6) C1 0.0144(9) 0.0219(9) 0.0236(10) 0.0024(8) 0.0075(8) -0.0045(8) C2 0.0198(10) 0.0220(10) 0.0304(11) -0.0009(8) 0.0091(8) 0.0003(8) C3 0.0165(9) 0.0232(10) 0.0236(10) -0.0031(8) 0.0075(8) 0.0006(8) C4 0.0190(10) 0.0314(11) 0.0312(11) 0.0081(9) 0.0028(9) 0.0012(9) C5 0.0227(11) 0.0270(11) 0.0295(12) 0.0068(9) 0.0069(9) -0.0021(8) C6 0.0162(9) 0.0255(10) 0.0205(10) -0.0029(8) 0.0075(8) 0.0003(8) C7 0.0189(10) 0.0339(12) 0.0308(11) 0.0086(9) 0.0043(9) 0.0052(9) C8 0.0239(11) 0.0272(11) 0.0363(12) 0.0097(9) 0.0115(9) 0.0004(9) C9 0.0187(10) 0.0271(10) 0.0201(10) -0.0070(8) 0.0066(8) -0.0005(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 O3 2.1943(15) 1_455 ? Cd1 O5W 2.2560(14) . ? Cd1 O1 2.3162(14) 4_566 ? Cd1 O2 2.3509(15) . ? Cd1 O4 2.3733(14) 4_465 ? Cd1 O1 2.4280(15) . ? O1 C1 1.273(2) . ? O1 Cd1 2.3162(14) 4_565 ? O2 C1 1.251(2) . ? O3 C9 1.264(3) . ? O3 Cd1 2.1943(15) 1_655 ? O4 C9 1.275(2) . ? O4 Cd1 2.3733(14) 4_666 ? O5W H1W 0.8500 . ? O5W H2W 0.8500 . ? C1 C2 1.511(3) . ? C2 C3 1.518(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.387(3) . ? C3 C4 1.394(3) . ? C4 C5 1.384(3) . ? C4 H4 0.9300 . ? C5 C6 1.395(3) . ? C5 H5 0.9300 . ? C6 C7 1.392(3) . ? C6 C9 1.495(3) . ? C7 C8 1.385(3) . ? C7 H7 0.9300 . ? C8 H8 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 O3 Cd1 O5W 150.26(6) 1_455 . ? O3 Cd1 O1 87.53(6) 1_455 4_566 ? O5W Cd1 O1 90.77(5) . 4_566 ? O3 Cd1 O2 118.89(6) 1_455 . ? O5W Cd1 O2 90.47(6) . . ? O1 Cd1 O2 85.02(5) 4_566 . ? O3 Cd1 O4 79.97(5) 1_455 4_465 ? O5W Cd1 O4 80.99(5) . 4_465 ? O1 Cd1 O4 136.51(5) 4_566 4_465 ? O2 Cd1 O4 137.21(5) . 4_465 ? O3 Cd1 O1 112.49(6) 1_455 . ? O5W Cd1 O1 87.67(5) . . ? O1 Cd1 O1 139.15(6) 4_566 . ? O2 Cd1 O1 54.20(5) . . ? O4 Cd1 O1 83.45(5) 4_465 . ? C1 O1 Cd1 148.18(13) . 4_565 ? C1 O1 Cd1 90.95(11) . . ? Cd1 O1 Cd1 112.74(6) 4_565 . ? C1 O2 Cd1 95.15(12) . . ? C9 O3 Cd1 116.79(13) . 1_655 ? C9 O4 Cd1 120.90(12) . 4_666 ? Cd1 O5W H1W 107.5 . . ? Cd1 O5W H2W 128.5 . . ? H1W O5W H2W 110.1 . . ? O2 C1 O1 119.30(18) . . ? O2 C1 C2 120.12(18) . . ? O1 C1 C2 120.57(17) . . ? C1 C2 C3 112.21(16) . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? C1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C8 C3 C4 118.55(18) . . ? C8 C3 C2 120.11(18) . . ? C4 C3 C2 121.32(18) . . ? C5 C4 C3 120.60(19) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 120.71(19) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 118.60(18) . . ? C7 C6 C9 120.96(18) . . ? C5 C6 C9 120.43(18) . . ? C8 C7 C6 120.43(19) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C3 121.1(2) . . ? C7 C8 H8 119.5 . . ? C3 C8 H8 119.5 . . ? O3 C9 O4 122.50(19) . . ? O3 C9 C6 117.58(18) . . ? O4 C9 C6 119.91(18) . . ? 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 O3 Cd1 O1 C1 -113.83(11) 1_455 . . . ? O5W Cd1 O1 C1 88.69(11) . . . . ? O1 Cd1 O1 C1 0.21(15) 4_566 . . . ? O2 Cd1 O1 C1 -3.58(10) . . . . ? O4 Cd1 O1 C1 169.88(11) 4_465 . . . ? O3 Cd1 O1 Cd1 87.97(7) 1_455 . . 4_565 ? O5W Cd1 O1 Cd1 -69.51(7) . . . 4_565 ? O1 Cd1 O1 Cd1 -157.99(5) 4_566 . . 4_565 ? O2 Cd1 O1 Cd1 -161.77(9) . . . 4_565 ? O4 Cd1 O1 Cd1 11.69(6) 4_465 . . 4_565 ? O3 Cd1 O2 C1 101.74(12) 1_455 . . . ? O5W Cd1 O2 C1 -83.13(12) . . . . ? O1 Cd1 O2 C1 -173.86(12) 4_566 . . . ? O4 Cd1 O2 C1 -5.93(16) 4_465 . . . ? O1 Cd1 O2 C1 3.66(11) . . . . ? Cd1 O2 C1 O1 -6.49(19) . . . . ? Cd1 O2 C1 C2 172.12(15) . . . . ? Cd1 O1 C1 O2 145.7(2) 4_565 . . . ? Cd1 O1 C1 O2 6.26(18) . . . . ? Cd1 O1 C1 C2 -32.9(3) 4_565 . . . ? Cd1 O1 C1 C2 -172.35(15) . . . . ? O2 C1 C2 C3 -68.7(2) . . . . ? O1 C1 C2 C3 109.9(2) . . . . ? C1 C2 C3 C8 126.4(2) . . . . ? C1 C2 C3 C4 -55.6(3) . . . . ? C8 C3 C4 C5 1.3(3) . . . . ? C2 C3 C4 C5 -176.7(2) . . . . ? C3 C4 C5 C6 -0.9(3) . . . . ? C4 C5 C6 C7 0.0(3) . . . . ? C4 C5 C6 C9 178.5(2) . . . . ? C5 C6 C7 C8 0.4(3) . . . . ? C9 C6 C7 C8 -178.1(2) . . . . ? C6 C7 C8 C3 0.1(4) . . . . ? C4 C3 C8 C7 -0.9(3) . . . . ? C2 C3 C8 C7 177.1(2) . . . . ? Cd1 O3 C9 O4 16.1(3) 1_655 . . . ? Cd1 O3 C9 C6 -162.53(13) 1_655 . . . ? Cd1 O4 C9 O3 70.9(2) 4_666 . . . ? Cd1 O4 C9 C6 -110.50(17) 4_666 . . . ? C7 C6 C9 O3 179.31(19) . . . . ? C5 C6 C9 O3 0.9(3) . . . . ? C7 C6 C9 O4 0.6(3) . . . . ? C5 C6 C9 O4 -177.82(19) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5W H1W O2 0.85 1.89 2.741(2) 173.9 4_565 O5W H2W O4 0.85 1.89 2.735(2) 170.7 2_755 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.303 _refine_diff_density_min -0.518 _refine_diff_density_rms 0.074 data_a2 _database_code_depnum_ccdc_archive 'CCDC 906896' #TrackingRef 'cif-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 Cd N2 O4' _chemical_formula_weight 488.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 8.3518(14) _cell_length_b 15.361(3) _cell_length_c 16.038(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.053(2) _cell_angle_gamma 90.00 _cell_volume 2026.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4567 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 23.03 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7768 _exptl_absorpt_correction_T_max 0.8785 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14859 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3770 _reflns_number_gt 2815 _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^)+(0.0008P)^2^+0.5450P] 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 3770 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0481 _refine_ls_wR_factor_gt 0.0454 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.54643(2) 0.144183(14) 0.193160(13) 0.04812(8) Uani 1 1 d . . . N1 N 0.3425(3) 0.18648(15) 0.26283(15) 0.0478(6) Uani 1 1 d . . . N2 N -0.4343(3) 0.52965(15) 0.38678(15) 0.0489(6) Uani 1 1 d . . . O1 O 0.7952(2) 0.08307(14) 0.19686(13) 0.0660(6) Uani 1 1 d . . . O2 O 0.6937(2) 0.06260(14) 0.31285(13) 0.0673(6) Uani 1 1 d . . . O3 O 1.3532(2) -0.21897(13) 0.30972(13) 0.0660(6) Uani 1 1 d . . . O4 O 1.5429(2) -0.24922(13) 0.41864(12) 0.0598(6) Uani 1 1 d . . . C1 C 0.8055(4) 0.05358(18) 0.2704(2) 0.0510(8) Uani 1 1 d . . . C2 C 0.9605(3) 0.00808(17) 0.30789(19) 0.0462(7) Uani 1 1 d . . . C3 C 1.0860(4) 0.00387(19) 0.26253(19) 0.0564(8) Uani 1 1 d . . . H3 H 1.0714 0.0262 0.2078 0.068 Uiso 1 1 calc R . . C4 C 1.2322(4) -0.03291(19) 0.2972(2) 0.0602(9) Uani 1 1 d . . . H4 H 1.3154 -0.0346 0.2655 0.072 Uiso 1 1 calc R . . C5 C 1.2590(4) -0.06740(18) 0.37791(19) 0.0516(8) Uani 1 1 d . . . C6 C 1.1323(4) -0.0642(2) 0.42270(19) 0.0642(9) Uani 1 1 d . . . H6 H 1.1464 -0.0872 0.4772 0.077 Uiso 1 1 calc R . . C7 C 0.9839(4) -0.02722(19) 0.38755(19) 0.0604(9) Uani 1 1 d . . . H7 H 0.8996 -0.0264 0.4185 0.072 Uiso 1 1 calc R . . C8 C 1.4201(4) -0.10854(18) 0.41380(19) 0.0613(9) Uani 1 1 d . . . H8A H 1.4302 -0.1123 0.4749 0.074 Uiso 1 1 calc R . . H8B H 1.5070 -0.0714 0.4014 0.074 Uiso 1 1 calc R . . C9 C 1.4403(4) -0.19885(19) 0.3786(2) 0.0488(7) Uani 1 1 d . . . C10 C 0.2130(4) 0.2294(2) 0.22212(19) 0.0591(8) Uani 1 1 d . . . H10 H 0.2089 0.2421 0.1651 0.071 Uiso 1 1 calc R . . C11 C 0.0858(3) 0.2559(2) 0.25986(19) 0.0599(8) Uani 1 1 d . . . H11 H -0.0014 0.2858 0.2286 0.072 Uiso 1 1 calc R . . C12 C 0.0877(4) 0.2381(2) 0.34374(19) 0.0575(8) Uani 1 1 d . . . C13 C 0.2233(4) 0.1964(2) 0.38643(19) 0.0658(9) Uani 1 1 d . . . H13 H 0.2323 0.1855 0.4441 0.079 Uiso 1 1 calc R . . C14 C 0.3461(3) 0.17058(19) 0.34437(19) 0.0560(8) Uani 1 1 d . . . H14 H 0.4349 0.1409 0.3744 0.067 Uiso 1 1 calc R . . C15 C -0.0605(4) 0.2595(2) 0.3850(2) 0.0790(11) Uani 1 1 d . . . H15A H -0.1244 0.3037 0.3510 0.095 Uiso 1 1 calc R . . H15B H -0.1273 0.2076 0.3830 0.095 Uiso 1 1 calc R . . C16 C -0.0259(4) 0.2894(2) 0.4709(2) 0.0804(11) Uani 1 1 d . . . H16A H 0.0402 0.3416 0.4730 0.096 Uiso 1 1 calc R . . H16B H 0.0381 0.2454 0.5050 0.096 Uiso 1 1 calc R . . C17 C -0.1756(4) 0.3097(2) 0.5102(2) 0.0769(11) Uani 1 1 d . . . H17A H -0.2458 0.2590 0.5050 0.092 Uiso 1 1 calc R . . H17B H -0.1413 0.3216 0.5701 0.092 Uiso 1 1 calc R . . C18 C -0.2702(4) 0.3863(2) 0.4694(2) 0.0554(8) Uani 1 1 d . . . C19 C -0.4004(4) 0.3764(2) 0.4064(2) 0.0715(10) Uani 1 1 d . . . H19 H -0.4372 0.3208 0.3897 0.086 Uiso 1 1 calc R . . C20 C -0.4783(4) 0.4483(2) 0.3670(2) 0.0661(9) Uani 1 1 d . . . H20 H -0.5671 0.4392 0.3241 0.079 Uiso 1 1 calc R . . C21 C -0.3119(4) 0.5385(2) 0.4505(2) 0.0639(9) Uani 1 1 d . . . H21 H -0.2802 0.5946 0.4681 0.077 Uiso 1 1 calc R . . C22 C -0.2288(4) 0.4697(2) 0.4924(2) 0.0687(9) Uani 1 1 d . . . H22 H -0.1434 0.4802 0.5368 0.082 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 0.04276(13) 0.04939(13) 0.05345(14) 0.00250(12) 0.01186(9) 0.00121(11) N1 0.0439(14) 0.0552(15) 0.0452(15) 0.0021(12) 0.0103(12) 0.0035(12) N2 0.0449(15) 0.0521(16) 0.0521(16) -0.0036(13) 0.0149(12) -0.0021(12) O1 0.0532(13) 0.0827(16) 0.0609(14) 0.0158(13) 0.0071(11) 0.0123(12) O2 0.0562(13) 0.0806(16) 0.0680(15) 0.0049(12) 0.0189(12) 0.0180(12) O3 0.0613(14) 0.0600(14) 0.0688(15) -0.0132(12) -0.0108(12) 0.0147(11) O4 0.0631(13) 0.0588(13) 0.0548(13) 0.0022(11) 0.0025(11) 0.0190(11) C1 0.052(2) 0.0427(18) 0.056(2) -0.0018(16) 0.0040(17) 0.0010(15) C2 0.0496(17) 0.0412(16) 0.0475(17) -0.0027(15) 0.0073(14) 0.0050(15) C3 0.057(2) 0.064(2) 0.0493(19) 0.0121(16) 0.0118(16) 0.0059(17) C4 0.051(2) 0.066(2) 0.067(2) 0.0121(18) 0.0218(17) 0.0084(17) C5 0.059(2) 0.0439(18) 0.0508(19) -0.0085(15) 0.0051(16) 0.0058(15) C6 0.083(2) 0.067(2) 0.0437(19) 0.0055(16) 0.0131(18) 0.0276(19) C7 0.068(2) 0.067(2) 0.052(2) 0.0029(17) 0.0235(17) 0.0202(18) C8 0.059(2) 0.0525(19) 0.066(2) -0.0089(17) -0.0043(16) 0.0125(16) C9 0.0440(18) 0.0489(19) 0.055(2) -0.0003(16) 0.0130(16) 0.0033(15) C10 0.055(2) 0.075(2) 0.0483(19) 0.0093(17) 0.0133(16) 0.0132(17) C11 0.052(2) 0.076(2) 0.051(2) 0.0070(17) 0.0090(16) 0.0208(17) C12 0.0511(19) 0.074(2) 0.0467(19) -0.0062(17) 0.0071(15) 0.0151(17) C13 0.065(2) 0.095(3) 0.0368(18) 0.0015(17) 0.0088(16) 0.018(2) C14 0.0484(18) 0.066(2) 0.051(2) 0.0004(16) 0.0012(15) 0.0114(16) C15 0.073(2) 0.105(3) 0.059(2) -0.015(2) 0.0113(18) 0.028(2) C16 0.082(3) 0.093(3) 0.068(2) 0.004(2) 0.020(2) 0.034(2) C17 0.094(3) 0.079(2) 0.066(2) 0.014(2) 0.037(2) 0.032(2) C18 0.059(2) 0.063(2) 0.051(2) 0.0075(17) 0.0300(17) 0.0141(17) C19 0.071(2) 0.043(2) 0.103(3) -0.0005(19) 0.022(2) 0.0019(18) C20 0.053(2) 0.059(2) 0.084(3) -0.004(2) 0.0043(17) -0.0028(18) C21 0.070(2) 0.057(2) 0.062(2) -0.0043(18) 0.0038(18) -0.0039(18) C22 0.075(2) 0.076(3) 0.051(2) -0.0027(19) 0.0014(17) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O3 2.2665(19) 2_755 ? Cd1 O1 2.2713(19) . ? Cd1 N2 2.280(2) 2_545 ? Cd1 N1 2.288(2) . ? Cd1 O2 2.438(2) . ? Cd1 O4 2.4467(19) 2_755 ? Cd1 C9 2.682(3) 2_755 ? Cd1 C1 2.687(3) . ? N1 C14 1.326(3) . ? N1 C10 1.336(3) . ? N2 C21 1.320(3) . ? N2 C20 1.326(3) . ? N2 Cd1 2.280(2) 2 ? O1 C1 1.252(3) . ? O2 C1 1.255(3) . ? O3 C9 1.251(3) . ? O3 Cd1 2.2665(19) 2_745 ? O4 C9 1.246(3) . ? O4 Cd1 2.4467(19) 2_745 ? C1 C2 1.501(4) . ? C2 C7 1.370(4) . ? C2 C3 1.378(4) . ? C3 C4 1.372(4) . ? C3 H3 0.9300 . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 C6 1.380(4) . ? C5 C8 1.507(4) . ? C6 C7 1.391(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.518(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 Cd1 2.682(3) 2_745 ? C10 C11 1.373(4) . ? C10 H10 0.9300 . ? C11 C12 1.370(4) . ? C11 H11 0.9300 . ? C12 C13 1.375(4) . ? C12 C15 1.537(4) . ? C13 C14 1.381(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.433(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.528(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.502(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.358(4) . ? C18 C22 1.361(4) . ? C19 C20 1.377(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.374(4) . ? C21 H21 0.9300 . ? C22 H22 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 O3 Cd1 O1 92.51(8) 2_755 . ? O3 Cd1 N2 145.22(8) 2_755 2_545 ? O1 Cd1 N2 88.85(8) . 2_545 ? O3 Cd1 N1 93.22(8) 2_755 . ? O1 Cd1 N1 149.33(8) . . ? N2 Cd1 N1 103.06(8) 2_545 . ? O3 Cd1 O2 110.80(7) 2_755 . ? O1 Cd1 O2 55.49(7) . . ? N2 Cd1 O2 98.48(8) 2_545 . ? N1 Cd1 O2 94.46(8) . . ? O3 Cd1 O4 55.32(7) 2_755 2_755 ? O1 Cd1 O4 117.15(7) . 2_755 ? N2 Cd1 O4 93.53(8) 2_545 2_755 ? N1 Cd1 O4 90.58(8) . 2_755 ? O2 Cd1 O4 165.57(7) . 2_755 ? O3 Cd1 C9 27.68(7) 2_755 2_755 ? O1 Cd1 C9 106.05(8) . 2_755 ? N2 Cd1 C9 119.74(9) 2_545 2_755 ? N1 Cd1 C9 92.54(8) . 2_755 ? O2 Cd1 C9 138.32(9) . 2_755 ? O4 Cd1 C9 27.64(7) 2_755 2_755 ? O3 Cd1 C1 102.64(8) 2_755 . ? O1 Cd1 C1 27.68(7) . . ? N2 Cd1 C1 94.49(9) 2_545 . ? N1 Cd1 C1 122.01(9) . . ? O2 Cd1 C1 27.82(7) . . ? O4 Cd1 C1 143.39(8) 2_755 . ? C9 Cd1 C1 124.98(9) 2_755 . ? C14 N1 C10 116.8(2) . . ? C14 N1 Cd1 122.58(19) . . ? C10 N1 Cd1 120.63(19) . . ? C21 N2 C20 115.3(3) . . ? C21 N2 Cd1 122.8(2) . 2 ? C20 N2 Cd1 121.6(2) . 2 ? C1 O1 Cd1 94.94(18) . . ? C1 O2 Cd1 87.17(18) . . ? C9 O3 Cd1 94.99(17) . 2_745 ? C9 O4 Cd1 86.76(17) . 2_745 ? O1 C1 O2 122.4(3) . . ? O1 C1 C2 117.3(3) . . ? O2 C1 C2 120.3(3) . . ? O1 C1 Cd1 57.38(15) . . ? O2 C1 Cd1 65.02(16) . . ? C2 C1 Cd1 174.0(2) . . ? C7 C2 C3 118.4(3) . . ? C7 C2 C1 122.0(3) . . ? C3 C2 C1 119.5(3) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 121.7(3) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 117.5(3) . . ? C6 C5 C8 122.0(3) . . ? C4 C5 C8 120.5(3) . . ? C5 C6 C7 120.9(3) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C2 C7 C6 120.8(3) . . ? C2 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C5 C8 C9 113.0(2) . . ? C5 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? C5 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? O4 C9 O3 122.9(3) . . ? O4 C9 C8 119.1(3) . . ? O3 C9 C8 118.0(3) . . ? O4 C9 Cd1 65.60(15) . 2_745 ? O3 C9 Cd1 57.33(15) . 2_745 ? C8 C9 Cd1 175.2(2) . 2_745 ? N1 C10 C11 123.6(3) . . ? N1 C10 H10 118.2 . . ? C11 C10 H10 118.2 . . ? C12 C11 C10 119.8(3) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 116.7(3) . . ? C11 C12 C15 120.5(3) . . ? C13 C12 C15 122.7(3) . . ? C12 C13 C14 120.5(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? N1 C14 C13 122.5(3) . . ? N1 C14 H14 118.7 . . ? C13 C14 H14 118.7 . . ? C16 C15 C12 116.1(3) . . ? C16 C15 H15A 108.3 . . ? C12 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? C12 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C15 C16 C17 114.9(3) . . ? C15 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? C15 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C18 C17 C16 112.7(3) . . ? C18 C17 H17A 109.0 . . ? C16 C17 H17A 109.0 . . ? C18 C17 H17B 109.0 . . ? C16 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? C19 C18 C22 116.1(3) . . ? C19 C18 C17 122.0(3) . . ? C22 C18 C17 121.9(3) . . ? C18 C19 C20 120.3(3) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? N2 C20 C19 123.9(3) . . ? N2 C20 H20 118.1 . . ? C19 C20 H20 118.1 . . ? N2 C21 C22 123.8(3) . . ? N2 C21 H21 118.1 . . ? C22 C21 H21 118.1 . . ? C18 C22 C21 120.6(3) . . ? C18 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.485 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.053 data_b _database_code_depnum_ccdc_archive 'CCDC 906897' #TrackingRef 'cif-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H16 Cd N2 O4' _chemical_formula_weight 472.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8542(11) _cell_length_b 10.5788(13) _cell_length_c 10.9170(13) _cell_angle_alpha 108.0800(10) _cell_angle_beta 92.0990(10) _cell_angle_gamma 92.3150(10) _cell_volume 970.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6335 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 1.155 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6746 _exptl_absorpt_correction_T_max 0.8644 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7408 _diffrn_reflns_av_R_equivalents 0.0131 _diffrn_reflns_av_sigmaI/netI 0.0177 _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 -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3589 _reflns_number_gt 3405 _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^)+(0.0264P)^2^+0.8949P] 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 3589 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0588 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.072 _refine_ls_shift/su_mean 0.002 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 0.319410(19) -0.168229(16) 0.136139(15) 0.03186(7) Uani 1 1 d . . . N1 N 0.3825(3) -0.2705(2) -0.0737(2) 0.0426(5) Uani 1 1 d . . . N2 N 0.5612(2) -0.1419(2) 0.22703(19) 0.0383(5) Uani 1 1 d . . . O1 O 0.2069(3) 0.00200(19) 0.06422(18) 0.0532(5) Uani 1 1 d . . . O2 O 0.2774(2) 0.04288(19) 0.26752(17) 0.0485(5) Uani 1 1 d . . . O3 O 0.1014(3) 0.7219(2) 0.1504(2) 0.0652(6) Uani 1 1 d . . . O4 O 0.2605(3) 0.7189(3) 0.3052(3) 0.0757(8) Uani 1 1 d . . . C1 C 0.2168(3) 0.0783(2) 0.1782(2) 0.0341(5) Uani 1 1 d . . . C2 C 0.1548(3) 0.2139(2) 0.2109(2) 0.0336(5) Uani 1 1 d . . . C3 C 0.0838(3) 0.2575(3) 0.1165(3) 0.0434(6) Uani 1 1 d . . . H3 H 0.0692 0.1999 0.0326 0.052 Uiso 1 1 calc R . . C4 C 0.0348(3) 0.3853(3) 0.1462(3) 0.0467(6) Uani 1 1 d . . . H4 H -0.0117 0.4132 0.0820 0.056 Uiso 1 1 calc R . . C5 C 0.0546(3) 0.4733(2) 0.2718(3) 0.0389(6) Uani 1 1 d . . . C6 C 0.1203(3) 0.4279(3) 0.3660(3) 0.0422(6) Uani 1 1 d . . . H6 H 0.1312 0.4842 0.4506 0.051 Uiso 1 1 calc R . . C7 C 0.1700(3) 0.2999(3) 0.3366(2) 0.0403(6) Uani 1 1 d . . . H7 H 0.2140 0.2713 0.4014 0.048 Uiso 1 1 calc R . . C8 C 0.0134(3) 0.6169(3) 0.3007(3) 0.0460(6) Uani 1 1 d . . . H8A H 0.0079 0.6578 0.3931 0.055 Uiso 1 1 calc R . . H8B H -0.0847 0.6206 0.2598 0.055 Uiso 1 1 calc R . . C9 C 0.1340(3) 0.6914(2) 0.2495(3) 0.0402(6) Uani 1 1 d . . . C10 C 0.3214(4) -0.2312(3) -0.1688(3) 0.0563(8) Uani 1 1 d . . . H10 H 0.2574 -0.1609 -0.1468 0.068 Uiso 1 1 calc R . . C11 C 0.3476(4) -0.2883(4) -0.2967(3) 0.0658(9) Uani 1 1 d . . . H11 H 0.3031 -0.2556 -0.3583 0.079 Uiso 1 1 calc R . . C12 C 0.4389(4) -0.3932(4) -0.3337(3) 0.0615(9) Uani 1 1 d . . . C13 C 0.5039(4) -0.4357(4) -0.2368(4) 0.0715(10) Uani 1 1 d . . . H13 H 0.5668 -0.5068 -0.2572 0.086 Uiso 1 1 calc R . . C14 C 0.4743(4) -0.3710(3) -0.1084(3) 0.0591(8) Uani 1 1 d . . . H14 H 0.5205 -0.3992 -0.0443 0.071 Uiso 1 1 calc R . . C15 C 0.4644(4) -0.4492(4) -0.4749(4) 0.0716(10) Uani 1 1 d . . . H15 H 0.4244 -0.4051 -0.5292 0.086 Uiso 1 1 calc R . . C16 C 0.6836(3) -0.1118(3) 0.1709(2) 0.0435(6) Uani 1 1 d . . . H16 H 0.6754 -0.1206 0.0834 0.052 Uiso 1 1 calc R . . C17 C 0.8211(3) -0.0684(3) 0.2372(2) 0.0425(6) Uani 1 1 d . . . H17 H 0.9030 -0.0489 0.1939 0.051 Uiso 1 1 calc R . . C18 C 0.8382(3) -0.0536(2) 0.3676(2) 0.0357(5) Uani 1 1 d . . . C19 C 0.7099(3) -0.0843(3) 0.4263(2) 0.0435(6) Uani 1 1 d . . . H19 H 0.7146 -0.0755 0.5138 0.052 Uiso 1 1 calc R . . C20 C 0.5770(3) -0.1277(3) 0.3535(3) 0.0460(7) Uani 1 1 d . . . H20 H 0.4933 -0.1485 0.3941 0.055 Uiso 1 1 calc R . . C21 C 0.9852(3) -0.0083(3) 0.4381(2) 0.0389(5) Uani 1 1 d . . . H21 H 1.0643 0.0102 0.3914 0.047 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 0.03398(11) 0.03373(11) 0.02592(10) 0.00624(7) 0.00183(7) 0.00354(7) N1 0.0471(13) 0.0459(13) 0.0293(11) 0.0030(9) 0.0061(9) 0.0065(10) N2 0.0323(11) 0.0515(13) 0.0298(10) 0.0115(9) 0.0000(8) -0.0003(9) O1 0.0832(15) 0.0414(11) 0.0320(10) 0.0054(8) 0.0022(9) 0.0173(10) O2 0.0696(13) 0.0423(10) 0.0340(10) 0.0108(8) 0.0022(9) 0.0175(9) O3 0.0700(15) 0.0771(16) 0.0527(13) 0.0305(12) -0.0052(11) -0.0221(12) O4 0.0471(13) 0.0823(17) 0.114(2) 0.0593(16) -0.0161(13) -0.0151(12) C1 0.0364(13) 0.0351(12) 0.0315(12) 0.0109(10) 0.0091(10) 0.0011(10) C2 0.0363(13) 0.0324(12) 0.0326(12) 0.0108(10) 0.0050(10) -0.0003(10) C3 0.0542(16) 0.0390(14) 0.0325(13) 0.0051(11) -0.0015(11) 0.0018(12) C4 0.0541(17) 0.0441(15) 0.0433(15) 0.0162(12) -0.0036(12) 0.0056(12) C5 0.0360(13) 0.0331(13) 0.0479(15) 0.0123(11) 0.0112(11) 0.0012(10) C6 0.0502(15) 0.0382(14) 0.0341(13) 0.0047(11) 0.0071(11) 0.0034(11) C7 0.0490(15) 0.0410(14) 0.0311(13) 0.0114(11) 0.0022(11) 0.0043(11) C8 0.0451(15) 0.0362(14) 0.0585(17) 0.0155(12) 0.0151(13) 0.0062(11) C9 0.0404(14) 0.0279(12) 0.0510(16) 0.0091(11) 0.0096(12) 0.0058(10) C10 0.068(2) 0.0629(19) 0.0344(15) 0.0091(13) 0.0037(13) 0.0108(16) C11 0.074(2) 0.083(2) 0.0338(15) 0.0092(16) 0.0043(15) 0.0063(19) C12 0.0541(18) 0.081(2) 0.0350(15) 0.0000(15) 0.0043(13) -0.0178(17) C13 0.065(2) 0.064(2) 0.069(2) -0.0070(18) 0.0234(18) 0.0186(17) C14 0.066(2) 0.062(2) 0.0451(17) 0.0076(15) 0.0086(14) 0.0198(16) C15 0.063(2) 0.081(3) 0.057(2) 0.0008(18) 0.0103(16) -0.0021(17) C16 0.0414(14) 0.0616(17) 0.0277(12) 0.0149(12) 0.0018(10) -0.0024(12) C17 0.0344(13) 0.0593(17) 0.0338(13) 0.0148(12) 0.0049(10) -0.0032(12) C18 0.0321(12) 0.0394(13) 0.0346(13) 0.0100(10) 0.0016(10) 0.0032(10) C19 0.0371(14) 0.0652(18) 0.0290(13) 0.0168(12) 0.0000(10) -0.0034(12) C20 0.0329(13) 0.0719(19) 0.0343(13) 0.0193(13) 0.0027(10) -0.0059(12) C21 0.0313(12) 0.0482(15) 0.0360(12) 0.0117(11) 0.0021(10) 0.0009(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 O3 2.248(2) 1_545 ? Cd1 N2 2.296(2) . ? Cd1 O2 2.3024(18) . ? Cd1 N1 2.309(2) . ? Cd1 O1 2.412(2) . ? Cd1 O4 2.548(2) 1_545 ? Cd1 C1 2.705(2) . ? Cd1 C9 2.743(3) 1_545 ? N1 C14 1.333(4) . ? N1 C10 1.337(4) . ? N2 C16 1.338(3) . ? N2 C20 1.343(3) . ? O1 C1 1.253(3) . ? O2 C1 1.258(3) . ? O3 C9 1.248(3) . ? O3 Cd1 2.248(2) 1_565 ? O4 C9 1.234(4) . ? O4 Cd1 2.548(2) 1_565 ? C1 C2 1.499(3) . ? C2 C7 1.389(3) . ? C2 C3 1.394(4) . ? C3 C4 1.381(4) . ? C3 H3 0.9300 . ? C4 C5 1.398(4) . ? C4 H4 0.9300 . ? C5 C6 1.384(4) . ? C5 C8 1.515(4) . ? C6 C7 1.385(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.524(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 Cd1 2.743(3) 1_565 ? C10 C11 1.371(4) . ? C10 H10 0.9300 . ? C11 C12 1.366(5) . ? C11 H11 0.9300 . ? C12 C13 1.386(5) . ? C12 C15 1.499(5) . ? C13 C14 1.396(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C15 1.252(7) 2_644 ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C17 C18 1.386(4) . ? C17 H17 0.9300 . ? C18 C19 1.400(4) . ? C18 C21 1.470(3) . ? C19 C20 1.375(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C21 1.323(5) 2_756 ? C21 H21 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 O3 Cd1 N2 137.04(8) 1_545 . ? O3 Cd1 O2 100.96(9) 1_545 . ? N2 Cd1 O2 88.38(8) . . ? O3 Cd1 N1 103.08(8) 1_545 . ? N2 Cd1 N1 96.50(8) . . ? O2 Cd1 N1 138.26(8) . . ? O3 Cd1 O1 96.57(9) 1_545 . ? N2 Cd1 O1 122.10(8) . . ? O2 Cd1 O1 55.22(6) . . ? N1 Cd1 O1 88.37(7) . . ? O3 Cd1 O4 53.31(8) 1_545 1_545 ? N2 Cd1 O4 84.39(7) . 1_545 ? O2 Cd1 O4 94.81(8) . 1_545 ? N1 Cd1 O4 126.90(9) . 1_545 ? O1 Cd1 O4 135.20(8) . 1_545 ? O3 Cd1 C1 99.17(9) 1_545 . ? N2 Cd1 C1 107.07(8) . . ? O2 Cd1 C1 27.64(7) . . ? N1 Cd1 C1 114.16(8) . . ? O1 Cd1 C1 27.60(7) . . ? O4 Cd1 C1 116.12(8) 1_545 . ? O3 Cd1 C9 26.68(8) 1_545 1_545 ? N2 Cd1 C9 110.86(8) . 1_545 ? O2 Cd1 C9 98.18(7) . 1_545 ? N1 Cd1 C9 118.12(8) . 1_545 ? O1 Cd1 C9 117.03(8) . 1_545 ? O4 Cd1 C9 26.65(8) 1_545 1_545 ? C1 Cd1 C9 109.00(7) . 1_545 ? C14 N1 C10 116.5(2) . . ? C14 N1 Cd1 124.1(2) . . ? C10 N1 Cd1 119.41(19) . . ? C16 N2 C20 117.0(2) . . ? C16 N2 Cd1 124.12(17) . . ? C20 N2 Cd1 117.35(16) . . ? C1 O1 Cd1 89.32(15) . . ? C1 O2 Cd1 94.26(15) . . ? C9 O3 Cd1 99.36(18) . 1_565 ? C9 O4 Cd1 85.53(18) . 1_565 ? O1 C1 O2 121.1(2) . . ? O1 C1 C2 120.3(2) . . ? O2 C1 C2 118.6(2) . . ? O1 C1 Cd1 63.08(13) . . ? O2 C1 Cd1 58.10(13) . . ? C2 C1 Cd1 175.51(16) . . ? C7 C2 C3 118.6(2) . . ? C7 C2 C1 120.2(2) . . ? C3 C2 C1 121.2(2) . . ? C4 C3 C2 120.7(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 118.4(2) . . ? C6 C5 C8 121.4(2) . . ? C4 C5 C8 120.2(3) . . ? C5 C6 C7 121.2(2) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C2 120.4(2) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? C5 C8 C9 108.8(2) . . ? C5 C8 H8A 109.9 . . ? C9 C8 H8A 109.9 . . ? C5 C8 H8B 109.9 . . ? C9 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? O4 C9 O3 121.7(3) . . ? O4 C9 C8 119.9(3) . . ? O3 C9 C8 118.4(3) . . ? O4 C9 Cd1 67.82(16) . 1_565 ? O3 C9 Cd1 53.96(14) . 1_565 ? C8 C9 Cd1 172.1(2) . 1_565 ? N1 C10 C11 123.9(3) . . ? N1 C10 H10 118.0 . . ? C11 C10 H10 118.0 . . ? C12 C11 C10 120.1(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 117.1(3) . . ? C11 C12 C15 117.2(3) . . ? C13 C12 C15 125.7(4) . . ? C12 C13 C14 119.6(3) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? N1 C14 C13 122.8(3) . . ? N1 C14 H14 118.6 . . ? C13 C14 H14 118.6 . . ? C15 C15 C12 124.9(6) 2_644 . ? C15 C15 H15 117.5 2_644 . ? C12 C15 H15 117.6 . . ? N2 C16 C17 122.8(2) . . ? N2 C16 H16 118.6 . . ? C17 C16 H16 118.6 . . ? C16 C17 C18 120.5(2) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C17 C18 C19 116.5(2) . . ? C17 C18 C21 120.5(2) . . ? C19 C18 C21 122.9(2) . . ? C20 C19 C18 119.5(2) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? N2 C20 C19 123.6(2) . . ? N2 C20 H20 118.2 . . ? C19 C20 H20 118.2 . . ? C21 C21 C18 125.8(3) 2_756 . ? C21 C21 H21 117.1 2_756 . ? C18 C21 H21 117.1 . . ? 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 O3 Cd1 N1 C14 -94.1(3) 1_545 . . . ? N2 Cd1 N1 C14 47.4(3) . . . . ? O2 Cd1 N1 C14 142.3(2) . . . . ? O1 Cd1 N1 C14 169.5(3) . . . . ? O4 Cd1 N1 C14 -40.4(3) 1_545 . . . ? C1 Cd1 N1 C14 159.4(2) . . . . ? C9 Cd1 N1 C14 -70.5(3) 1_545 . . . ? O3 Cd1 N1 C10 83.8(2) 1_545 . . . ? N2 Cd1 N1 C10 -134.7(2) . . . . ? O2 Cd1 N1 C10 -39.8(3) . . . . ? O1 Cd1 N1 C10 -12.5(2) . . . . ? O4 Cd1 N1 C10 137.5(2) 1_545 . . . ? C1 Cd1 N1 C10 -22.6(2) . . . . ? C9 Cd1 N1 C10 107.5(2) 1_545 . . . ? O3 Cd1 N2 C16 154.4(2) 1_545 . . . ? O2 Cd1 N2 C16 -101.2(2) . . . . ? N1 Cd1 N2 C16 37.2(2) . . . . ? O1 Cd1 N2 C16 -54.9(2) . . . . ? O4 Cd1 N2 C16 163.8(2) 1_545 . . . ? C1 Cd1 N2 C16 -80.6(2) . . . . ? C9 Cd1 N2 C16 160.7(2) 1_545 . . . ? O3 Cd1 N2 C20 -40.3(3) 1_545 . . . ? O2 Cd1 N2 C20 64.1(2) . . . . ? N1 Cd1 N2 C20 -157.5(2) . . . . ? O1 Cd1 N2 C20 110.4(2) . . . . ? O4 Cd1 N2 C20 -30.9(2) 1_545 . . . ? C1 Cd1 N2 C20 84.7(2) . . . . ? C9 Cd1 N2 C20 -34.0(2) 1_545 . . . ? O3 Cd1 O1 C1 97.23(16) 1_545 . . . ? N2 Cd1 O1 C1 -63.14(18) . . . . ? O2 Cd1 O1 C1 -1.58(14) . . . . ? N1 Cd1 O1 C1 -159.79(16) . . . . ? O4 Cd1 O1 C1 54.7(2) 1_545 . . . ? C9 Cd1 O1 C1 79.22(17) 1_545 . . . ? O3 Cd1 O2 C1 -88.85(16) 1_545 . . . ? N2 Cd1 O2 C1 133.40(16) . . . . ? N1 Cd1 O2 C1 35.4(2) . . . . ? O1 Cd1 O2 C1 1.57(14) . . . . ? O4 Cd1 O2 C1 -142.38(16) 1_545 . . . ? C9 Cd1 O2 C1 -115.76(16) 1_545 . . . ? Cd1 O1 C1 O2 2.8(3) . . . . ? Cd1 O1 C1 C2 -176.6(2) . . . . ? Cd1 O2 C1 O1 -2.9(3) . . . . ? Cd1 O2 C1 C2 176.48(18) . . . . ? O3 Cd1 C1 O1 -86.64(17) 1_545 . . . ? N2 Cd1 C1 O1 127.76(16) . . . . ? O2 Cd1 C1 O1 177.2(3) . . . . ? N1 Cd1 C1 O1 22.24(18) . . . . ? O4 Cd1 C1 O1 -140.14(16) 1_545 . . . ? C9 Cd1 C1 O1 -112.26(16) 1_545 . . . ? O3 Cd1 C1 O2 96.15(16) 1_545 . . . ? N2 Cd1 C1 O2 -49.45(17) . . . . ? N1 Cd1 C1 O2 -154.97(15) . . . . ? O1 Cd1 C1 O2 -177.2(3) . . . . ? O4 Cd1 C1 O2 42.65(18) 1_545 . . . ? C9 Cd1 C1 O2 70.53(17) 1_545 . . . ? O3 Cd1 C1 C2 53(2) 1_545 . . . ? N2 Cd1 C1 C2 -93(2) . . . . ? O2 Cd1 C1 C2 -44(2) . . . . ? N1 Cd1 C1 C2 162(2) . . . . ? O1 Cd1 C1 C2 139(2) . . . . ? O4 Cd1 C1 C2 -1(2) 1_545 . . . ? C9 Cd1 C1 C2 27(2) 1_545 . . . ? O1 C1 C2 C7 -178.0(2) . . . . ? O2 C1 C2 C7 2.6(4) . . . . ? Cd1 C1 C2 C7 44(2) . . . . ? O1 C1 C2 C3 0.7(4) . . . . ? O2 C1 C2 C3 -178.7(2) . . . . ? Cd1 C1 C2 C3 -137(2) . . . . ? C7 C2 C3 C4 2.5(4) . . . . ? C1 C2 C3 C4 -176.2(2) . . . . ? C2 C3 C4 C5 -0.4(4) . . . . ? C3 C4 C5 C6 -1.8(4) . . . . ? C3 C4 C5 C8 174.5(3) . . . . ? C4 C5 C6 C7 2.1(4) . . . . ? C8 C5 C6 C7 -174.2(2) . . . . ? C5 C6 C7 C2 -0.1(4) . . . . ? C3 C2 C7 C6 -2.2(4) . . . . ? C1 C2 C7 C6 176.5(2) . . . . ? C6 C5 C8 C9 101.6(3) . . . . ? C4 C5 C8 C9 -74.7(3) . . . . ? Cd1 O4 C9 O3 2.4(3) 1_565 . . . ? Cd1 O4 C9 C8 -178.3(2) 1_565 . . . ? Cd1 O3 C9 O4 -2.8(3) 1_565 . . . ? Cd1 O3 C9 C8 177.92(19) 1_565 . . . ? C5 C8 C9 O4 -72.6(3) . . . . ? C5 C8 C9 O3 106.7(3) . . . . ? C5 C8 C9 Cd1 119.1(13) . . . 1_565 ? C14 N1 C10 C11 0.3(5) . . . . ? Cd1 N1 C10 C11 -177.8(3) . . . . ? N1 C10 C11 C12 1.0(6) . . . . ? C10 C11 C12 C13 -1.1(5) . . . . ? C10 C11 C12 C15 -179.0(3) . . . . ? C11 C12 C13 C14 -0.1(5) . . . . ? C15 C12 C13 C14 177.6(3) . . . . ? C10 N1 C14 C13 -1.6(5) . . . . ? Cd1 N1 C14 C13 176.4(3) . . . . ? C12 C13 C14 N1 1.5(6) . . . . ? C11 C12 C15 C15 -174.5(5) . . . 2_644 ? C13 C12 C15 C15 7.8(7) . . . 2_644 ? C20 N2 C16 C17 0.1(4) . . . . ? Cd1 N2 C16 C17 165.5(2) . . . . ? N2 C16 C17 C18 -0.2(5) . . . . ? C16 C17 C18 C19 -0.2(4) . . . . ? C16 C17 C18 C21 179.5(3) . . . . ? C17 C18 C19 C20 0.5(4) . . . . ? C21 C18 C19 C20 -179.1(3) . . . . ? C16 N2 C20 C19 0.2(4) . . . . ? Cd1 N2 C20 C19 -166.1(2) . . . . ? C18 C19 C20 N2 -0.6(5) . . . . ? C17 C18 C21 C21 -179.5(3) . . . 2_756 ? C19 C18 C21 C21 0.2(5) . . . 2_756 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.357 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.060 data_a3 _database_code_depnum_ccdc_archive 'CCDC 906898' #TrackingRef 'cif-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H42 Cd3 N4 O12' _chemical_formula_weight 1180.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.095(2) _cell_length_b 15.929(3) _cell_length_c 14.236(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.156(2) _cell_angle_gamma 90.00 _cell_volume 2198.7(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3662 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.11 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 1.507 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6284 _exptl_absorpt_correction_T_max 0.8056 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12439 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4041 _reflns_number_gt 3236 _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^)+(0.0460P)^2^+0.0636P] 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 4041 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0804 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.13706(3) 0.095214(18) 0.29430(2) 0.03366(11) Uani 1 1 d . . . Cd2 Cd 0.0000 0.0000 0.5000 0.02994(12) Uani 1 2 d S . . N1 N -0.0622(3) 0.0579(2) 0.1785(2) 0.0353(8) Uani 1 1 d . . . N2 N 0.1727(3) 0.0501(2) 0.6267(3) 0.0384(8) Uani 1 1 d . . . O1 O 0.2114(3) 0.1548(2) 0.1672(2) 0.0498(8) Uani 1 1 d . . . O2 O 0.3594(3) 0.1482(2) 0.3120(2) 0.0510(8) Uani 1 1 d . . . O3 O 0.8366(3) 0.48996(16) 0.0903(2) 0.0385(7) Uani 1 1 d . . . O4 O 0.7664(3) 0.45444(19) 0.2163(2) 0.0507(8) Uani 1 1 d . . . O5 O 0.0694(4) 0.2064(2) 0.3605(3) 0.0669(10) Uani 1 1 d . . . O6 O -0.0512(3) 0.13200(18) 0.4375(3) 0.0631(10) Uani 1 1 d . . . C1 C 0.3279(4) 0.1707(2) 0.2249(3) 0.0385(10) Uani 1 1 d . . . C2 C 0.4305(4) 0.2169(2) 0.1866(3) 0.0334(9) Uani 1 1 d . . . C3 C 0.3956(4) 0.2499(3) 0.0933(3) 0.0399(10) Uani 1 1 d . . . H3 H 0.3075 0.2412 0.0521 0.048 Uiso 1 1 calc R . . C4 C 0.4904(5) 0.2960(3) 0.0600(3) 0.0427(10) Uani 1 1 d . . . H4 H 0.4654 0.3175 -0.0032 0.051 Uiso 1 1 calc R . . C5 C 0.6215(4) 0.3100(3) 0.1203(3) 0.0404(10) Uani 1 1 d . . . C6 C 0.6567(4) 0.2770(3) 0.2139(3) 0.0402(10) Uani 1 1 d . . . H6 H 0.7445 0.2864 0.2553 0.048 Uiso 1 1 calc R . . C7 C 0.5631(4) 0.2304(2) 0.2466(3) 0.0378(10) Uani 1 1 d . . . H7 H 0.5890 0.2078 0.3093 0.045 Uiso 1 1 calc R . . C8 C 0.7258(5) 0.3575(3) 0.0828(4) 0.0572(14) Uani 1 1 d . . . H8A H 0.6846 0.3701 0.0142 0.069 Uiso 1 1 calc R . . H8B H 0.8041 0.3210 0.0869 0.069 Uiso 1 1 calc R . . C9 C 0.7785(4) 0.4387(3) 0.1353(3) 0.0357(9) Uani 1 1 d . . . C10 C -0.0049(4) 0.1991(3) 0.4167(3) 0.0413(10) Uani 1 1 d . . . C11 C -0.0431(5) 0.2778(3) 0.4592(4) 0.0589(13) Uani 1 1 d . . . H11A H -0.1362 0.2735 0.4633 0.088 Uiso 1 1 calc R . . H11B H -0.0358 0.3245 0.4183 0.088 Uiso 1 1 calc R . . H11C H 0.0181 0.2862 0.5235 0.088 Uiso 1 1 calc R . . C12 C -0.1733(4) 0.1068(3) 0.1610(4) 0.0458(11) Uani 1 1 d . . . H12 H -0.1779 0.1468 0.2075 0.055 Uiso 1 1 calc R . . C13 C -0.2821(5) 0.1010(3) 0.0773(4) 0.0497(12) Uani 1 1 d . . . H13 H -0.3571 0.1370 0.0683 0.060 Uiso 1 1 calc R . . C14 C -0.2796(4) 0.0423(3) 0.0073(3) 0.0386(10) Uani 1 1 d . . . C15 C -0.1665(5) -0.0104(3) 0.0279(3) 0.0483(12) Uani 1 1 d . . . H15 H -0.1613 -0.0530 -0.0156 0.058 Uiso 1 1 calc R . . C16 C -0.0623(5) -0.0002(3) 0.1119(3) 0.0471(12) Uani 1 1 d . . . H16 H 0.0130 -0.0362 0.1231 0.057 Uiso 1 1 calc R . . C17 C -0.3879(4) 0.0337(3) -0.0889(3) 0.0490(11) Uani 1 1 d . . . H17A H -0.4290 -0.0216 -0.0912 0.059 Uiso 1 1 calc R . . H17B H -0.3425 0.0361 -0.1406 0.059 Uiso 1 1 calc R . . C18 C 0.2955(5) 0.0129(3) 0.6425(4) 0.0572(14) Uani 1 1 d . . . H18 H 0.3086 -0.0246 0.5959 0.069 Uiso 1 1 calc R . . C19 C 0.4034(5) 0.0274(3) 0.7241(4) 0.0578(13) Uani 1 1 d . . . H19 H 0.4872 0.0003 0.7315 0.069 Uiso 1 1 calc R . . C20 C 0.3874(4) 0.0820(3) 0.7949(3) 0.0420(10) Uani 1 1 d . . . C21 C 0.2628(4) 0.1237(3) 0.7766(3) 0.0427(10) Uani 1 1 d . . . H21 H 0.2486 0.1636 0.8204 0.051 Uiso 1 1 calc R . . C22 C 0.1600(4) 0.1056(3) 0.6928(3) 0.0417(10) Uani 1 1 d . . . H22 H 0.0766 0.1340 0.6821 0.050 Uiso 1 1 calc R . . C23 C 0.4977(5) 0.0974(3) 0.8887(3) 0.0481(12) Uani 1 1 d . . . H23A H 0.4554 0.0980 0.9421 0.058 Uiso 1 1 calc R . . H23B H 0.5372 0.1525 0.8857 0.058 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 0.03146(17) 0.03556(18) 0.0340(2) 0.00322(13) 0.00909(14) -0.00279(12) Cd2 0.0280(2) 0.0325(2) 0.0295(2) 0.00041(17) 0.00836(18) -0.00023(15) N1 0.0327(18) 0.0369(18) 0.035(2) -0.0006(16) 0.0082(16) -0.0030(14) N2 0.0325(18) 0.045(2) 0.036(2) -0.0025(17) 0.0071(16) -0.0020(15) O1 0.0370(17) 0.063(2) 0.049(2) 0.0031(16) 0.0100(15) -0.0172(14) O2 0.0437(17) 0.065(2) 0.045(2) 0.0073(16) 0.0125(16) -0.0142(15) O3 0.0399(16) 0.0426(16) 0.0380(17) -0.0044(13) 0.0192(14) -0.0104(12) O4 0.064(2) 0.0507(19) 0.046(2) -0.0110(16) 0.0297(17) -0.0209(16) O5 0.083(3) 0.060(2) 0.075(3) -0.0132(19) 0.050(2) -0.0027(18) O6 0.057(2) 0.0347(17) 0.093(3) 0.0149(18) 0.014(2) 0.0041(15) C1 0.042(2) 0.034(2) 0.043(3) -0.003(2) 0.019(2) -0.0023(18) C2 0.034(2) 0.031(2) 0.037(2) -0.0048(18) 0.0128(19) -0.0045(16) C3 0.036(2) 0.047(2) 0.036(3) -0.003(2) 0.0075(19) -0.0062(18) C4 0.054(3) 0.042(2) 0.035(2) 0.004(2) 0.018(2) -0.005(2) C5 0.048(2) 0.034(2) 0.047(3) -0.008(2) 0.025(2) -0.0067(19) C6 0.029(2) 0.044(2) 0.048(3) -0.009(2) 0.012(2) -0.0066(17) C7 0.042(2) 0.034(2) 0.037(2) 0.0001(19) 0.011(2) -0.0026(18) C8 0.074(3) 0.055(3) 0.057(3) -0.020(2) 0.042(3) -0.031(2) C9 0.029(2) 0.039(2) 0.043(3) -0.005(2) 0.016(2) -0.0043(17) C10 0.042(2) 0.034(2) 0.043(3) -0.003(2) 0.004(2) -0.0010(18) C11 0.070(3) 0.047(3) 0.066(4) -0.012(2) 0.029(3) -0.001(2) C12 0.035(2) 0.051(3) 0.046(3) -0.015(2) 0.002(2) 0.0062(19) C13 0.037(2) 0.056(3) 0.048(3) -0.012(2) -0.001(2) 0.011(2) C14 0.034(2) 0.042(2) 0.036(3) -0.001(2) 0.0050(19) -0.0050(18) C15 0.048(3) 0.049(3) 0.043(3) -0.015(2) 0.003(2) 0.005(2) C16 0.043(3) 0.046(3) 0.047(3) -0.006(2) 0.004(2) 0.011(2) C17 0.044(3) 0.060(3) 0.037(3) -0.007(2) 0.001(2) 0.001(2) C18 0.046(3) 0.076(3) 0.042(3) -0.023(3) 0.001(2) 0.009(2) C19 0.043(3) 0.074(3) 0.046(3) -0.012(3) -0.003(2) 0.014(2) C20 0.045(3) 0.039(2) 0.036(3) 0.000(2) 0.003(2) -0.0038(19) C21 0.048(3) 0.037(2) 0.038(3) -0.004(2) 0.003(2) -0.0009(19) C22 0.039(2) 0.041(2) 0.042(3) -0.002(2) 0.006(2) 0.0019(18) C23 0.045(3) 0.051(3) 0.041(3) 0.001(2) -0.001(2) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O5 2.202(3) . ? Cd1 N1 2.296(3) . ? Cd1 O3 2.310(3) 2_645 ? Cd1 O1 2.343(3) . ? Cd1 O2 2.345(3) . ? Cd1 O4 2.466(3) 2_645 ? Cd1 C1 2.682(4) . ? Cd1 C9 2.733(4) 2_645 ? Cd2 N2 2.276(3) . ? Cd2 N2 2.276(3) 3_556 ? Cd2 O6 2.285(3) . ? Cd2 O6 2.285(3) 3_556 ? Cd2 O3 2.362(3) 2_645 ? Cd2 O3 2.362(3) 4_466 ? N1 C16 1.325(5) . ? N1 C12 1.331(5) . ? N2 C22 1.324(5) . ? N2 C18 1.335(5) . ? O1 C1 1.258(5) . ? O2 C1 1.244(5) . ? O3 C9 1.276(5) . ? O3 Cd1 2.310(3) 2_655 ? O3 Cd2 2.362(3) 2_655 ? O4 C9 1.219(5) . ? O4 Cd1 2.466(3) 2_655 ? O5 C10 1.245(5) . ? O6 C10 1.234(5) . ? C1 C2 1.492(5) . ? C2 C3 1.380(6) . ? C2 C7 1.390(5) . ? C3 C4 1.389(5) . ? C3 H3 0.9300 . ? C4 C5 1.381(6) . ? C4 H4 0.9300 . ? C5 C6 1.383(6) . ? C5 C8 1.510(6) . ? C6 C7 1.380(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.515(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 Cd1 2.733(4) 2_655 ? C10 C11 1.489(6) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.380(6) . ? C12 H12 0.9300 . ? C13 C14 1.371(6) . ? C13 H13 0.9300 . ? C14 C15 1.382(6) . ? C14 C17 1.502(6) . ? C15 C16 1.364(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C23 1.503(6) 1_454 ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.373(6) . ? C18 H18 0.9300 . ? C19 C20 1.374(6) . ? C19 H19 0.9300 . ? C20 C21 1.381(6) . ? C20 C23 1.502(6) . ? C21 C22 1.376(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C17 1.503(6) 1_656 ? C23 H23A 0.9700 . ? C23 H23B 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 O5 Cd1 N1 101.62(13) . . ? O5 Cd1 O3 105.49(12) . 2_645 ? N1 Cd1 O3 103.13(11) . 2_645 ? O5 Cd1 O1 102.07(12) . . ? N1 Cd1 O1 87.45(11) . . ? O3 Cd1 O1 147.62(10) 2_645 . ? O5 Cd1 O2 93.82(12) . . ? N1 Cd1 O2 142.31(11) . . ? O3 Cd1 O2 105.52(10) 2_645 . ? O1 Cd1 O2 55.56(10) . . ? O5 Cd1 O4 158.77(12) . 2_645 ? N1 Cd1 O4 90.17(11) . 2_645 ? O3 Cd1 O4 54.15(10) 2_645 2_645 ? O1 Cd1 O4 95.98(11) . 2_645 ? O2 Cd1 O4 87.18(11) . 2_645 ? O5 Cd1 C1 97.91(12) . . ? N1 Cd1 C1 115.28(13) . . ? O3 Cd1 C1 129.43(12) 2_645 . ? O1 Cd1 C1 27.97(11) . . ? O2 Cd1 C1 27.63(11) . . ? O4 Cd1 C1 92.78(11) 2_645 . ? O5 Cd1 C9 132.72(13) . 2_645 ? N1 Cd1 C9 98.55(12) . 2_645 ? O3 Cd1 C9 27.72(11) 2_645 2_645 ? O1 Cd1 C9 121.22(12) . 2_645 ? O2 Cd1 C9 95.59(11) . 2_645 ? O4 Cd1 C9 26.48(10) 2_645 2_645 ? C1 Cd1 C9 111.19(12) . 2_645 ? N2 Cd2 N2 180.0 . 3_556 ? N2 Cd2 O6 91.50(12) . . ? N2 Cd2 O6 88.50(12) 3_556 . ? N2 Cd2 O6 88.50(12) . 3_556 ? N2 Cd2 O6 91.50(12) 3_556 3_556 ? O6 Cd2 O6 180.0 . 3_556 ? N2 Cd2 O3 87.59(11) . 2_645 ? N2 Cd2 O3 92.41(11) 3_556 2_645 ? O6 Cd2 O3 88.10(11) . 2_645 ? O6 Cd2 O3 91.90(11) 3_556 2_645 ? N2 Cd2 O3 92.41(11) . 4_466 ? N2 Cd2 O3 87.59(11) 3_556 4_466 ? O6 Cd2 O3 91.90(11) . 4_466 ? O6 Cd2 O3 88.10(11) 3_556 4_466 ? O3 Cd2 O3 180.0 2_645 4_466 ? C16 N1 C12 116.2(4) . . ? C16 N1 Cd1 121.4(3) . . ? C12 N1 Cd1 120.5(3) . . ? C22 N2 C18 116.5(4) . . ? C22 N2 Cd2 126.4(3) . . ? C18 N2 Cd2 116.7(3) . . ? C1 O1 Cd1 91.2(3) . . ? C1 O2 Cd1 91.4(2) . . ? C9 O3 Cd1 94.9(2) . 2_655 ? C9 O3 Cd2 143.5(3) . 2_655 ? Cd1 O3 Cd2 112.23(10) 2_655 2_655 ? C9 O4 Cd1 89.1(2) . 2_655 ? C10 O5 Cd1 120.9(3) . . ? C10 O6 Cd2 146.1(3) . . ? O2 C1 O1 121.7(4) . . ? O2 C1 C2 119.7(4) . . ? O1 C1 C2 118.6(4) . . ? O2 C1 Cd1 60.9(2) . . ? O1 C1 Cd1 60.9(2) . . ? C2 C1 Cd1 177.0(3) . . ? C3 C2 C7 118.5(4) . . ? C3 C2 C1 121.5(4) . . ? C7 C2 C1 120.0(4) . . ? C2 C3 C4 120.9(4) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 118.8(4) . . ? C4 C5 C8 120.2(4) . . ? C6 C5 C8 120.9(4) . . ? C7 C6 C5 120.8(4) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.6(4) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? C5 C8 C9 116.0(4) . . ? C5 C8 H8A 108.3 . . ? C9 C8 H8A 108.3 . . ? C5 C8 H8B 108.3 . . ? C9 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? O4 C9 O3 121.6(4) . . ? O4 C9 C8 121.9(4) . . ? O3 C9 C8 116.5(4) . . ? O4 C9 Cd1 64.5(2) . 2_655 ? O3 C9 Cd1 57.4(2) . 2_655 ? C8 C9 Cd1 172.3(3) . 2_655 ? O6 C10 O5 124.8(4) . . ? O6 C10 C11 118.3(4) . . ? O5 C10 C11 116.9(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 123.3(4) . . ? N1 C12 H12 118.3 . . ? C13 C12 H12 118.3 . . ? C14 C13 C12 120.1(4) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 116.2(4) . . ? C13 C14 C17 124.7(4) . . ? C15 C14 C17 119.1(4) . . ? C16 C15 C14 120.2(4) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? N1 C16 C15 123.9(4) . . ? N1 C16 H16 118.1 . . ? C15 C16 H16 118.1 . . ? C14 C17 C23 116.9(4) . 1_454 ? C14 C17 H17A 108.1 . . ? C23 C17 H17A 108.1 1_454 . ? C14 C17 H17B 108.1 . . ? C23 C17 H17B 108.1 1_454 . ? H17A C17 H17B 107.3 . . ? N2 C18 C19 123.3(4) . . ? N2 C18 H18 118.4 . . ? C19 C18 H18 118.4 . . ? C18 C19 C20 120.0(4) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C19 C20 C21 116.9(4) . . ? C19 C20 C23 123.1(4) . . ? C21 C20 C23 120.0(4) . . ? C22 C21 C20 119.4(4) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? N2 C22 C21 123.9(4) . . ? N2 C22 H22 118.1 . . ? C21 C22 H22 118.1 . . ? C20 C23 C17 114.5(4) . 1_656 ? C20 C23 H23A 108.6 . . ? C17 C23 H23A 108.6 1_656 . ? C20 C23 H23B 108.6 . . ? C17 C23 H23B 108.6 1_656 . ? H23A C23 H23B 107.6 . . ? 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 O5 Cd1 N1 C16 170.5(3) . . . . ? O3 Cd1 N1 C16 -80.3(3) 2_645 . . . ? O1 Cd1 N1 C16 68.7(3) . . . . ? O2 Cd1 N1 C16 58.4(4) . . . . ? O4 Cd1 N1 C16 -27.2(3) 2_645 . . . ? C1 Cd1 N1 C16 65.9(3) . . . . ? C9 Cd1 N1 C16 -52.5(3) 2_645 . . . ? O5 Cd1 N1 C12 6.8(3) . . . . ? O3 Cd1 N1 C12 115.9(3) 2_645 . . . ? O1 Cd1 N1 C12 -95.0(3) . . . . ? O2 Cd1 N1 C12 -105.4(3) . . . . ? O4 Cd1 N1 C12 169.0(3) 2_645 . . . ? C1 Cd1 N1 C12 -97.8(3) . . . . ? C9 Cd1 N1 C12 143.8(3) 2_645 . . . ? N2 Cd2 N2 C22 -62(86) 3_556 . . . ? O6 Cd2 N2 C22 59.4(4) . . . . ? O6 Cd2 N2 C22 -120.6(4) 3_556 . . . ? O3 Cd2 N2 C22 147.5(4) 2_645 . . . ? O3 Cd2 N2 C22 -32.5(4) 4_466 . . . ? N2 Cd2 N2 C18 110(86) 3_556 . . . ? O6 Cd2 N2 C18 -128.9(3) . . . . ? O6 Cd2 N2 C18 51.1(3) 3_556 . . . ? O3 Cd2 N2 C18 -40.8(3) 2_645 . . . ? O3 Cd2 N2 C18 139.2(3) 4_466 . . . ? O5 Cd1 O1 C1 84.1(3) . . . . ? N1 Cd1 O1 C1 -174.6(3) . . . . ? O3 Cd1 O1 C1 -63.8(3) 2_645 . . . ? O2 Cd1 O1 C1 -2.2(2) . . . . ? O4 Cd1 O1 C1 -84.6(3) 2_645 . . . ? C9 Cd1 O1 C1 -76.1(3) 2_645 . . . ? O5 Cd1 O2 C1 -99.8(3) . . . . ? N1 Cd1 O2 C1 14.8(3) . . . . ? O3 Cd1 O2 C1 153.0(2) 2_645 . . . ? O1 Cd1 O2 C1 2.2(2) . . . . ? O4 Cd1 O2 C1 101.5(3) 2_645 . . . ? C9 Cd1 O2 C1 126.6(3) 2_645 . . . ? N1 Cd1 O5 C10 74.1(4) . . . . ? O3 Cd1 O5 C10 -33.2(4) 2_645 . . . ? O1 Cd1 O5 C10 163.9(3) . . . . ? O2 Cd1 O5 C10 -140.5(4) . . . . ? O4 Cd1 O5 C10 -48.5(6) 2_645 . . . ? C1 Cd1 O5 C10 -168.0(4) . . . . ? C9 Cd1 O5 C10 -39.3(4) 2_645 . . . ? N2 Cd2 O6 C10 45.2(6) . . . . ? N2 Cd2 O6 C10 -134.8(6) 3_556 . . . ? O6 Cd2 O6 C10 121(100) 3_556 . . . ? O3 Cd2 O6 C10 -42.3(6) 2_645 . . . ? O3 Cd2 O6 C10 137.7(6) 4_466 . . . ? Cd1 O2 C1 O1 -4.1(4) . . . . ? Cd1 O2 C1 C2 176.7(3) . . . . ? Cd1 O1 C1 O2 4.1(4) . . . . ? Cd1 O1 C1 C2 -176.7(3) . . . . ? O5 Cd1 C1 O2 83.1(3) . . . . ? N1 Cd1 C1 O2 -170.0(2) . . . . ? O3 Cd1 C1 O2 -34.5(3) 2_645 . . . ? O1 Cd1 C1 O2 -176.0(4) . . . . ? O4 Cd1 C1 O2 -78.5(3) 2_645 . . . ? C9 Cd1 C1 O2 -59.0(3) 2_645 . . . ? O5 Cd1 C1 O1 -100.9(3) . . . . ? N1 Cd1 C1 O1 6.0(3) . . . . ? O3 Cd1 C1 O1 141.5(2) 2_645 . . . ? O2 Cd1 C1 O1 176.0(4) . . . . ? O4 Cd1 C1 O1 97.5(2) 2_645 . . . ? C9 Cd1 C1 O1 117.1(3) 2_645 . . . ? O5 Cd1 C1 C2 -20(6) . . . . ? N1 Cd1 C1 C2 87(6) . . . . ? O3 Cd1 C1 C2 -138(6) 2_645 . . . ? O1 Cd1 C1 C2 81(6) . . . . ? O2 Cd1 C1 C2 -103(6) . . . . ? O4 Cd1 C1 C2 178(100) 2_645 . . . ? C9 Cd1 C1 C2 -162(6) 2_645 . . . ? O2 C1 C2 C3 -173.8(4) . . . . ? O1 C1 C2 C3 6.9(6) . . . . ? Cd1 C1 C2 C3 -72(6) . . . . ? O2 C1 C2 C7 3.7(6) . . . . ? O1 C1 C2 C7 -175.6(4) . . . . ? Cd1 C1 C2 C7 105(6) . . . . ? C7 C2 C3 C4 -0.4(6) . . . . ? C1 C2 C3 C4 177.1(4) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? C3 C4 C5 C8 177.9(4) . . . . ? C4 C5 C6 C7 0.5(6) . . . . ? C8 C5 C6 C7 -177.1(4) . . . . ? C5 C6 C7 C2 -1.2(6) . . . . ? C3 C2 C7 C6 1.1(6) . . . . ? C1 C2 C7 C6 -176.4(4) . . . . ? C4 C5 C8 C9 118.3(5) . . . . ? C6 C5 C8 C9 -64.1(6) . . . . ? Cd1 O4 C9 O3 5.1(4) 2_655 . . . ? Cd1 O4 C9 C8 -174.9(4) 2_655 . . . ? Cd1 O3 C9 O4 -5.5(4) 2_655 . . . ? Cd2 O3 C9 O4 133.5(4) 2_655 . . . ? Cd1 O3 C9 C8 174.6(3) 2_655 . . . ? Cd2 O3 C9 C8 -46.4(6) 2_655 . . . ? Cd2 O3 C9 Cd1 139.0(4) 2_655 . . 2_655 ? C5 C8 C9 O4 17.9(7) . . . . ? C5 C8 C9 O3 -162.1(4) . . . . ? C5 C8 C9 Cd1 -126(2) . . . 2_655 ? Cd2 O6 C10 O5 57.1(8) . . . . ? Cd2 O6 C10 C11 -124.7(5) . . . . ? Cd1 O5 C10 O6 -2.9(6) . . . . ? Cd1 O5 C10 C11 178.9(3) . . . . ? C16 N1 C12 C13 -2.4(7) . . . . ? Cd1 N1 C12 C13 162.2(4) . . . . ? N1 C12 C13 C14 0.5(8) . . . . ? C12 C13 C14 C15 2.1(7) . . . . ? C12 C13 C14 C17 -176.3(4) . . . . ? C13 C14 C15 C16 -2.8(7) . . . . ? C17 C14 C15 C16 175.7(4) . . . . ? C12 N1 C16 C15 1.6(7) . . . . ? Cd1 N1 C16 C15 -162.8(4) . . . . ? C14 C15 C16 N1 1.0(7) . . . . ? C13 C14 C17 C23 3.5(7) . . . 1_454 ? C15 C14 C17 C23 -174.8(4) . . . 1_454 ? C22 N2 C18 C19 2.6(7) . . . . ? Cd2 N2 C18 C19 -170.0(4) . . . . ? N2 C18 C19 C20 0.5(8) . . . . ? C18 C19 C20 C21 -3.6(7) . . . . ? C18 C19 C20 C23 176.4(5) . . . . ? C19 C20 C21 C22 3.6(7) . . . . ? C23 C20 C21 C22 -176.4(4) . . . . ? C18 N2 C22 C21 -2.6(7) . . . . ? Cd2 N2 C22 C21 169.1(3) . . . . ? C20 C21 C22 N2 -0.5(7) . . . . ? C19 C20 C23 C17 -14.6(7) . . . 1_656 ? C21 C20 C23 C17 165.4(4) . . . 1_656 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.787 _refine_diff_density_min -0.481 _refine_diff_density_rms 0.097 data_b2 _database_code_depnum_ccdc_archive 'CCDC 906899' #TrackingRef 'cif-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H31 Cd3 N9 O14' _chemical_formula_weight 922.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.198(2) _cell_length_b 22.367(5) _cell_length_c 13.285(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.775(3) _cell_angle_gamma 90.00 _cell_volume 3002.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9335 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 28.18 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.041 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 2.183 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5701 _exptl_absorpt_correction_T_max 0.6947 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21675 _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5563 _reflns_number_gt 4745 _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^)+(0.0757P)^2^+44.6947P] 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 5563 _refine_ls_number_parameters 389 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1672 _refine_ls_wR_factor_gt 0.1587 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 0.79320(6) 0.41985(3) 0.68317(5) 0.02566(19) Uani 1 1 d . . . Cd2 Cd 0.78837(6) 0.25642(3) 0.78465(4) 0.02250(18) Uani 1 1 d . . . Cd3 Cd 0.33769(6) 0.39308(3) 0.99124(5) 0.02757(19) Uani 1 1 d . . . O1 O 0.6739(10) 0.4849(4) 0.5637(8) 0.065(3) Uani 1 1 d . . . O2 O 0.8892(10) 0.4892(4) 0.5798(7) 0.068(3) Uani 1 1 d . . . O3 O 0.6365(9) 0.7736(3) 0.4742(6) 0.049(2) Uani 1 1 d . . . O4 O 0.7299(8) 0.8378(3) 0.3828(6) 0.0414(17) Uani 1 1 d . . . O5 O 0.2307(9) 0.4756(3) 1.0330(6) 0.049(2) Uani 1 1 d . . . O6 O 0.2906(9) 0.5056(4) 0.8898(7) 0.057(2) Uani 1 1 d . . . O7 O 0.8473(13) 0.5071(4) 0.7833(7) 0.083(4) Uani 1 1 d . . . H1W H 0.8010 0.5078 0.8319 0.124 Uiso 1 1 d R . . H2W H 0.8303 0.5378 0.7463 0.124 Uiso 1 1 d R . . O8 O 0.8961(8) 0.1663(3) 0.7525(6) 0.0449(18) Uani 1 1 d . . . H3W H 0.8496 0.1368 0.7671 0.067 Uiso 1 1 d R . . H4W H 0.9712 0.1652 0.7891 0.067 Uiso 1 1 d R . . O9 O 0.5930(8) 0.1989(4) 0.7436(6) 0.050(2) Uani 1 1 d . . . H5W H 0.5709 0.1839 0.7976 0.075 Uiso 1 1 d R . . H6W H 0.6073 0.1710 0.7030 0.075 Uiso 1 1 d R . . O10 O 0.5115(8) 0.4133(4) 1.1348(6) 0.051(2) Uani 1 1 d . . . H7W H 0.5759 0.4345 1.1212 0.077 Uiso 1 1 d R . . H8W H 0.4833 0.4244 1.1891 0.077 Uiso 1 1 d R . . O11 O 0.4982(10) 0.5612(4) 0.6531(8) 0.072(3) Uani 1 1 d . . . H9W H 0.4167 0.5519 0.6471 0.108 Uiso 1 1 d R . . H10W H 0.5290 0.5303 0.6275 0.108 Uiso 1 1 d R . . O12 O 0.8441(8) 0.6315(3) 0.7210(6) 0.0484(19) Uani 1 1 d . . . H11W H 0.7693 0.6300 0.6840 0.073 Uiso 1 1 d R . . H12W H 0.8302 0.6323 0.7826 0.073 Uiso 1 1 d R . . O13 O 0.1792(12) 0.9505(4) 0.1847(8) 0.078(3) Uani 1 1 d . . . H13W H 0.1712 0.9579 0.2463 0.117 Uiso 1 1 d R . . H14W H 0.1064 0.9658 0.1580 0.117 Uiso 1 1 d R . . O14 O 0.5896(9) 0.8152(4) 0.1143(6) 0.055(2) Uani 1 1 d . . . H15W H 0.6030 0.7882 0.0719 0.082 Uiso 1 1 d R . . H16W H 0.5635 0.8504 0.1252 0.082 Uiso 1 1 d R . . N1 N 0.7843(8) 0.2796(3) 0.6161(5) 0.0278(16) Uani 1 1 d . . . N2 N 0.7656(8) 0.3371(3) 0.5792(6) 0.0296(17) Uani 1 1 d . . . N3 N 0.7861(8) 0.2770(4) 0.4483(5) 0.0306(17) Uani 1 1 d . . . N4 N 0.9691(8) 0.3187(4) 0.8203(6) 0.0316(17) Uani 1 1 d . . . N5 N 0.9678(8) 0.3753(4) 0.7796(6) 0.0332(18) Uani 1 1 d . . . N6 N 1.1580(8) 0.3642(4) 0.8801(6) 0.0367(19) Uani 1 1 d . . . N7 N 0.6478(7) 0.3338(4) 0.8198(6) 0.0289(16) Uani 1 1 d . . . N8 N 0.6445(7) 0.3922(3) 0.7874(6) 0.0286(16) Uani 1 1 d . . . N9 N 0.4994(8) 0.3833(4) 0.8957(6) 0.0318(17) Uani 1 1 d . . . C1 C 0.7675(12) 0.5655(4) 0.4819(8) 0.039(2) Uani 1 1 d . . . C2 C 0.8779(12) 0.5993(5) 0.4783(9) 0.044(3) Uani 1 1 d . . . H2 H 0.9596 0.5852 0.5085 0.053 Uiso 1 1 calc R . . C3 C 0.8702(11) 0.6555(5) 0.4293(9) 0.043(3) Uani 1 1 d . . . H3 H 0.9456 0.6788 0.4288 0.052 Uiso 1 1 calc R . . C4 C 0.7475(11) 0.6755(4) 0.3816(7) 0.036(2) Uani 1 1 d . . . C5 C 0.6375(12) 0.6402(5) 0.3833(8) 0.044(3) Uani 1 1 d . . . H5 H 0.5561 0.6533 0.3509 0.053 Uiso 1 1 calc R . . C6 C 0.6458(14) 0.5845(5) 0.4333(9) 0.050(3) Uani 1 1 d . . . H6 H 0.5708 0.5609 0.4337 0.061 Uiso 1 1 calc R . . C7 C 0.7785(14) 0.5088(5) 0.5440(8) 0.048(3) Uani 1 1 d . . . C9 C 0.6988(9) 0.7854(4) 0.4022(7) 0.030(2) Uani 1 1 d . . . C10 C 0.7959(10) 0.2464(4) 0.5356(7) 0.031(2) Uani 1 1 d . . . H10 H 0.8097 0.2053 0.5392 0.037 Uiso 1 1 calc R . . C11 C 0.7674(10) 0.3334(4) 0.4807(7) 0.029(2) Uani 1 1 d . . . H11 H 0.7570 0.3663 0.4375 0.035 Uiso 1 1 calc R . . C12 C 1.0834(10) 0.3148(5) 0.8786(8) 0.036(2) Uani 1 1 d . . . H12 H 1.1103 0.2806 0.9156 0.044 Uiso 1 1 calc R . . C13 C 1.0801(10) 0.3994(4) 0.8170(8) 0.035(2) Uani 1 1 d . . . H13 H 1.1039 0.4381 0.8010 0.043 Uiso 1 1 calc R . . C14 C 0.5580(9) 0.3308(4) 0.8833(7) 0.031(2) Uani 1 1 d . . . H14 H 0.5379 0.2958 0.9158 0.038 Uiso 1 1 calc R . . C15 C 0.5535(9) 0.4194(4) 0.8342(7) 0.029(2) Uani 1 1 d . . . H15 H 0.5306 0.4595 0.8247 0.035 Uiso 1 1 calc R . . C16 C 0.2305(11) 0.5139(4) 0.9644(8) 0.038(2) Uani 1 1 d . . . C17 C 0.1504(15) 0.5696(5) 0.9720(10) 0.057(3) Uani 1 1 d . . . H17A H 0.0654 0.5651 0.9318 0.086 Uiso 1 1 calc R . . H17B H 0.1958 0.6031 0.9475 0.086 Uiso 1 1 calc R . . H17C H 0.1388 0.5763 1.0417 0.086 Uiso 1 1 calc R . . C18 C 0.7390(12) 0.7366(4) 0.3332(8) 0.038(2) Uani 1 1 d . . . H18A H 0.6752 0.7353 0.2720 0.045 Uiso 1 1 calc R . . H18B H 0.8244 0.7467 0.3134 0.045 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 0.0320(4) 0.0180(3) 0.0278(4) 0.0016(2) 0.0069(3) 0.0001(2) Cd2 0.0274(3) 0.0198(3) 0.0206(3) 0.0012(2) 0.0041(2) -0.0011(2) Cd3 0.0223(3) 0.0260(4) 0.0352(4) -0.0010(3) 0.0068(3) -0.0013(3) O1 0.065(6) 0.034(5) 0.090(7) 0.029(4) -0.010(5) -0.009(4) O2 0.086(7) 0.054(6) 0.075(6) 0.038(5) 0.048(5) 0.042(5) O3 0.067(5) 0.031(4) 0.054(5) -0.003(3) 0.030(4) -0.002(4) O4 0.053(5) 0.025(4) 0.050(4) 0.000(3) 0.018(3) 0.002(3) O5 0.073(6) 0.030(4) 0.044(4) 0.000(3) 0.006(4) 0.007(4) O6 0.065(6) 0.044(5) 0.066(6) -0.013(4) 0.029(4) -0.015(4) O7 0.165(12) 0.028(4) 0.061(6) -0.008(4) 0.036(6) -0.014(6) O8 0.046(4) 0.036(4) 0.056(5) 0.001(3) 0.016(3) 0.007(3) O9 0.049(5) 0.054(5) 0.050(5) -0.014(4) 0.013(4) -0.023(4) O10 0.044(4) 0.054(5) 0.056(5) -0.003(4) 0.008(4) -0.019(4) O11 0.055(6) 0.052(6) 0.108(8) -0.016(5) 0.010(5) 0.009(5) O12 0.049(5) 0.040(4) 0.057(5) -0.006(4) 0.013(4) 0.003(4) O13 0.127(10) 0.045(5) 0.065(6) -0.004(4) 0.020(6) -0.001(6) O14 0.071(6) 0.039(4) 0.058(5) 0.001(4) 0.019(4) 0.001(4) N1 0.037(4) 0.024(4) 0.023(4) 0.003(3) 0.004(3) 0.003(3) N2 0.043(5) 0.018(4) 0.029(4) -0.001(3) 0.006(3) 0.002(3) N3 0.041(5) 0.029(4) 0.021(4) 0.000(3) 0.002(3) 0.002(3) N4 0.025(4) 0.030(4) 0.038(4) 0.004(3) 0.000(3) -0.006(3) N5 0.033(4) 0.029(4) 0.036(4) 0.003(3) 0.000(3) -0.005(3) N6 0.027(4) 0.038(5) 0.043(5) 0.001(4) -0.002(3) -0.007(4) N7 0.021(4) 0.028(4) 0.038(4) -0.001(3) 0.008(3) 0.002(3) N8 0.027(4) 0.023(4) 0.037(4) 0.002(3) 0.008(3) 0.004(3) N9 0.029(4) 0.027(4) 0.040(5) 0.000(3) 0.009(3) 0.003(3) C1 0.066(7) 0.018(5) 0.034(5) 0.006(4) 0.013(5) 0.005(5) C2 0.045(6) 0.038(6) 0.054(7) 0.014(5) 0.018(5) 0.013(5) C3 0.043(6) 0.034(6) 0.056(7) 0.014(5) 0.017(5) 0.007(5) C4 0.061(7) 0.017(4) 0.030(5) 0.001(4) 0.010(4) 0.008(4) C5 0.058(7) 0.027(5) 0.042(6) 0.006(4) -0.010(5) 0.000(5) C6 0.076(9) 0.022(5) 0.048(6) 0.004(4) -0.012(6) -0.020(5) C7 0.088(10) 0.023(5) 0.035(6) 0.005(4) 0.022(6) 0.013(6) C9 0.029(5) 0.027(5) 0.035(5) 0.002(4) 0.001(4) 0.006(4) C10 0.048(6) 0.017(4) 0.028(5) -0.001(3) 0.006(4) -0.007(4) C11 0.042(5) 0.021(4) 0.025(5) 0.004(3) 0.006(4) 0.005(4) C12 0.029(5) 0.031(5) 0.047(6) 0.004(4) -0.004(4) -0.004(4) C13 0.034(5) 0.023(5) 0.047(6) 0.004(4) -0.001(4) -0.009(4) C14 0.026(5) 0.029(5) 0.041(5) 0.004(4) 0.010(4) 0.001(4) C15 0.023(4) 0.020(4) 0.046(6) 0.001(4) 0.009(4) 0.006(3) C16 0.047(6) 0.026(5) 0.039(6) -0.004(4) -0.001(5) 0.000(4) C17 0.081(9) 0.036(6) 0.053(7) 0.000(5) 0.007(6) 0.021(6) C18 0.058(7) 0.019(5) 0.039(6) 0.006(4) 0.011(5) 0.003(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 Cd1 N8 2.273(8) . ? Cd1 N5 2.278(8) . ? Cd1 N2 2.304(7) . ? Cd1 O1 2.365(8) . ? Cd1 O2 2.369(8) . ? Cd1 O7 2.384(9) . ? Cd1 C7 2.707(10) . ? Cd2 N1 2.294(7) . ? Cd2 N3 2.302(7) 4_566 ? Cd2 N4 2.308(8) . ? Cd2 N7 2.334(8) . ? Cd2 O8 2.362(7) . ? Cd2 O9 2.373(7) . ? Cd3 N9 2.224(8) . ? Cd3 O5 2.252(8) . ? Cd3 O4 2.262(7) 2_646 ? Cd3 N6 2.285(8) 1_455 ? Cd3 O10 2.463(8) . ? O1 C7 1.252(16) . ? O2 C7 1.245(16) . ? O3 C9 1.247(12) . ? O4 C9 1.251(12) . ? O4 Cd3 2.262(7) 2_656 ? O5 C16 1.250(13) . ? O6 C16 1.248(13) . ? O7 H1W 0.8500 . ? O7 H2W 0.8499 . ? O8 H3W 0.8499 . ? O8 H4W 0.8500 . ? O9 H5W 0.8500 . ? O9 H6W 0.8499 . ? O10 H7W 0.8501 . ? O10 H8W 0.8499 . ? O11 H9W 0.8500 . ? O11 H10W 0.8500 . ? O12 H11W 0.8500 . ? O12 H12W 0.8500 . ? O13 H13W 0.8499 . ? O13 H14W 0.8500 . ? O14 H15W 0.8500 . ? O14 H16W 0.8492 . ? N1 C10 1.321(12) . ? N1 N2 1.379(10) . ? N2 C11 1.314(11) . ? N3 C10 1.338(12) . ? N3 C11 1.355(12) . ? N3 Cd2 2.302(7) 4_565 ? N4 C12 1.312(13) . ? N4 N5 1.375(11) . ? N5 C13 1.302(12) . ? N6 C13 1.333(13) . ? N6 C12 1.341(13) . ? N6 Cd3 2.285(8) 1_655 ? N7 C14 1.329(11) . ? N7 N8 1.375(11) . ? N8 C15 1.332(11) . ? N9 C15 1.322(12) . ? N9 C14 1.337(12) . ? C1 C2 1.362(16) . ? C1 C6 1.387(17) . ? C1 C7 1.509(13) . ? C2 C3 1.412(14) . ? C2 H2 0.9300 . ? C3 C4 1.398(15) . ? C3 H3 0.9300 . ? C4 C5 1.376(16) . ? C4 C18 1.507(12) . ? C5 C6 1.407(14) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C18 1.516(13) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.501(15) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9700 . ? C18 H18B 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 N8 Cd1 N5 94.2(3) . . ? N8 Cd1 N2 96.3(3) . . ? N5 Cd1 N2 90.5(3) . . ? N8 Cd1 O1 104.5(3) . . ? N5 Cd1 O1 159.8(3) . . ? N2 Cd1 O1 94.7(3) . . ? N8 Cd1 O2 153.3(3) . . ? N5 Cd1 O2 105.0(3) . . ? N2 Cd1 O2 101.8(3) . . ? O1 Cd1 O2 54.8(3) . . ? N8 Cd1 O7 90.3(3) . . ? N5 Cd1 O7 86.5(4) . . ? N2 Cd1 O7 172.9(4) . . ? O1 Cd1 O7 86.0(4) . . ? O2 Cd1 O7 72.9(3) . . ? N8 Cd1 C7 129.5(3) . . ? N5 Cd1 C7 132.3(4) . . ? N2 Cd1 C7 101.0(3) . . ? O1 Cd1 C7 27.5(4) . . ? O2 Cd1 C7 27.4(4) . . ? O7 Cd1 C7 76.5(3) . . ? N1 Cd2 N3 173.9(3) . 4_566 ? N1 Cd2 N4 88.4(3) . . ? N3 Cd2 N4 96.4(3) 4_566 . ? N1 Cd2 N7 95.6(3) . . ? N3 Cd2 N7 88.1(3) 4_566 . ? N4 Cd2 N7 90.4(3) . . ? N1 Cd2 O8 87.9(3) . . ? N3 Cd2 O8 87.6(3) 4_566 . ? N4 Cd2 O8 100.0(3) . . ? N7 Cd2 O8 169.1(3) . . ? N1 Cd2 O9 89.7(3) . . ? N3 Cd2 O9 85.7(3) 4_566 . ? N4 Cd2 O9 175.6(3) . . ? N7 Cd2 O9 85.9(3) . . ? O8 Cd2 O9 83.8(3) . . ? N9 Cd3 O5 130.0(3) . . ? N9 Cd3 O4 133.8(3) . 2_646 ? O5 Cd3 O4 93.4(3) . 2_646 ? N9 Cd3 N6 101.2(3) . 1_455 ? O5 Cd3 N6 91.0(3) . 1_455 ? O4 Cd3 N6 91.4(3) 2_646 1_455 ? N9 Cd3 O10 87.1(3) . . ? O5 Cd3 O10 88.9(3) . . ? O4 Cd3 O10 77.7(3) 2_646 . ? N6 Cd3 O10 169.1(3) 1_455 . ? C7 O1 Cd1 91.6(7) . . ? C7 O2 Cd1 91.6(7) . . ? C9 O4 Cd3 104.4(6) . 2_656 ? C16 O5 Cd3 109.6(7) . . ? Cd1 O7 H1W 109.1 . . ? Cd1 O7 H2W 109.0 . . ? H1W O7 H2W 109.5 . . ? Cd2 O8 H3W 109.4 . . ? Cd2 O8 H4W 109.1 . . ? H3W O8 H4W 109.5 . . ? Cd2 O9 H5W 109.2 . . ? Cd2 O9 H6W 109.4 . . ? H5W O9 H6W 109.5 . . ? Cd3 O10 H7W 115.8 . . ? Cd3 O10 H8W 114.9 . . ? H7W O10 H8W 112.1 . . ? H9W O11 H10W 100.0 . . ? H11W O12 H12W 107.7 . . ? H13W O13 H14W 97.6 . . ? H15W O14 H16W 148.7 . . ? C10 N1 N2 105.1(7) . . ? C10 N1 Cd2 132.2(6) . . ? N2 N1 Cd2 122.7(5) . . ? C11 N2 N1 106.0(7) . . ? C11 N2 Cd1 129.1(6) . . ? N1 N2 Cd1 122.4(5) . . ? C10 N3 C11 101.5(7) . . ? C10 N3 Cd2 130.0(6) . 4_565 ? C11 N3 Cd2 128.4(6) . 4_565 ? C12 N4 N5 104.7(8) . . ? C12 N4 Cd2 134.5(7) . . ? N5 N4 Cd2 120.7(6) . . ? C13 N5 N4 105.7(8) . . ? C13 N5 Cd1 127.8(7) . . ? N4 N5 Cd1 126.1(6) . . ? C13 N6 C12 100.9(8) . . ? C13 N6 Cd3 126.7(7) . 1_655 ? C12 N6 Cd3 130.3(7) . 1_655 ? C14 N7 N8 104.8(7) . . ? C14 N7 Cd2 125.8(6) . . ? N8 N7 Cd2 129.2(5) . . ? C15 N8 N7 106.1(7) . . ? C15 N8 Cd1 136.4(6) . . ? N7 N8 Cd1 117.3(5) . . ? C15 N9 C14 103.3(8) . . ? C15 N9 Cd3 134.1(6) . . ? C14 N9 Cd3 122.4(6) . . ? C2 C1 C6 120.4(9) . . ? C2 C1 C7 119.0(11) . . ? C6 C1 C7 120.5(11) . . ? C1 C2 C3 121.0(11) . . ? C1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? C4 C3 C2 119.1(10) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 119.3(9) . . ? C5 C4 C18 121.9(10) . . ? C3 C4 C18 118.8(10) . . ? C4 C5 C6 121.3(11) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 118.9(11) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? O2 C7 O1 121.6(10) . . ? O2 C7 C1 120.1(12) . . ? O1 C7 C1 118.1(11) . . ? O2 C7 Cd1 61.0(6) . . ? O1 C7 Cd1 60.9(6) . . ? C1 C7 Cd1 170.0(7) . . ? O3 C9 O4 121.8(9) . . ? O3 C9 C18 121.3(9) . . ? O4 C9 C18 117.0(8) . . ? N1 C10 N3 114.2(8) . . ? N1 C10 H10 122.9 . . ? N3 C10 H10 122.9 . . ? N2 C11 N3 113.3(8) . . ? N2 C11 H11 123.3 . . ? N3 C11 H11 123.3 . . ? N4 C12 N6 114.3(9) . . ? N4 C12 H12 122.9 . . ? N6 C12 H12 122.9 . . ? N5 C13 N6 114.4(9) . . ? N5 C13 H13 122.8 . . ? N6 C13 H13 122.8 . . ? N7 C14 N9 113.1(8) . . ? N7 C14 H14 123.4 . . ? N9 C14 H14 123.4 . . ? N9 C15 N8 112.6(8) . . ? N9 C15 H15 123.7 . . ? N8 C15 H15 123.7 . . ? O6 C16 O5 121.6(10) . . ? O6 C16 C17 120.5(10) . . ? O5 C16 C17 117.9(10) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 C18 C9 113.5(8) . . ? C4 C18 H18A 108.9 . . ? C9 C18 H18A 108.9 . . ? C4 C18 H18B 108.9 . . ? C9 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N8 Cd1 O1 C7 157.5(7) . . . . ? N5 Cd1 O1 C7 -0.4(14) . . . . ? N2 Cd1 O1 C7 -104.8(7) . . . . ? O2 Cd1 O1 C7 -3.6(7) . . . . ? O7 Cd1 O1 C7 68.2(7) . . . . ? N8 Cd1 O2 C7 -40.5(12) . . . . ? N5 Cd1 O2 C7 -175.2(7) . . . . ? N2 Cd1 O2 C7 91.1(7) . . . . ? O1 Cd1 O2 C7 3.7(7) . . . . ? O7 Cd1 O2 C7 -93.7(8) . . . . ? N9 Cd3 O5 C16 28.3(9) . . . . ? O4 Cd3 O5 C16 -168.9(8) 2_646 . . . ? N6 Cd3 O5 C16 -77.4(8) 1_455 . . . ? O10 Cd3 O5 C16 113.5(8) . . . . ? N3 Cd2 N1 C10 -23(3) 4_566 . . . ? N4 Cd2 N1 C10 119.8(9) . . . . ? N7 Cd2 N1 C10 -150.0(9) . . . . ? O8 Cd2 N1 C10 19.7(9) . . . . ? O9 Cd2 N1 C10 -64.1(9) . . . . ? N3 Cd2 N1 N2 156(2) 4_566 . . . ? N4 Cd2 N1 N2 -61.1(7) . . . . ? N7 Cd2 N1 N2 29.1(7) . . . . ? O8 Cd2 N1 N2 -161.2(7) . . . . ? O9 Cd2 N1 N2 115.0(7) . . . . ? C10 N1 N2 C11 0.1(10) . . . . ? Cd2 N1 N2 C11 -179.2(6) . . . . ? C10 N1 N2 Cd1 -163.4(6) . . . . ? Cd2 N1 N2 Cd1 17.3(9) . . . . ? N8 Cd1 N2 C11 143.6(8) . . . . ? N5 Cd1 N2 C11 -122.1(8) . . . . ? O1 Cd1 N2 C11 38.4(9) . . . . ? O2 Cd1 N2 C11 -16.6(9) . . . . ? O7 Cd1 N2 C11 -57(3) . . . . ? C7 Cd1 N2 C11 11.3(9) . . . . ? N8 Cd1 N2 N1 -57.0(7) . . . . ? N5 Cd1 N2 N1 37.3(7) . . . . ? O1 Cd1 N2 N1 -162.2(7) . . . . ? O2 Cd1 N2 N1 142.8(7) . . . . ? O7 Cd1 N2 N1 102(3) . . . . ? C7 Cd1 N2 N1 170.7(7) . . . . ? N1 Cd2 N4 C12 -135.5(10) . . . . ? N3 Cd2 N4 C12 40.8(10) 4_566 . . . ? N7 Cd2 N4 C12 128.9(10) . . . . ? O8 Cd2 N4 C12 -47.9(10) . . . . ? O9 Cd2 N4 C12 160(3) . . . . ? N1 Cd2 N4 N5 48.0(7) . . . . ? N3 Cd2 N4 N5 -135.7(7) 4_566 . . . ? N7 Cd2 N4 N5 -47.5(7) . . . . ? O8 Cd2 N4 N5 135.6(7) . . . . ? O9 Cd2 N4 N5 -16(4) . . . . ? C12 N4 N5 C13 0.1(11) . . . . ? Cd2 N4 N5 C13 177.5(7) . . . . ? C12 N4 N5 Cd1 -173.1(7) . . . . ? Cd2 N4 N5 Cd1 4.3(10) . . . . ? N8 Cd1 N5 C13 -125.7(9) . . . . ? N2 Cd1 N5 C13 137.9(9) . . . . ? O1 Cd1 N5 C13 32.8(15) . . . . ? O2 Cd1 N5 C13 35.5(9) . . . . ? O7 Cd1 N5 C13 -35.7(9) . . . . ? C7 Cd1 N5 C13 32.6(10) . . . . ? N8 Cd1 N5 N4 45.9(8) . . . . ? N2 Cd1 N5 N4 -50.4(8) . . . . ? O1 Cd1 N5 N4 -155.5(9) . . . . ? O2 Cd1 N5 N4 -152.8(7) . . . . ? O7 Cd1 N5 N4 136.0(8) . . . . ? C7 Cd1 N5 N4 -155.8(7) . . . . ? N1 Cd2 N7 C14 143.9(8) . . . . ? N3 Cd2 N7 C14 -31.3(8) 4_566 . . . ? N4 Cd2 N7 C14 -127.7(8) . . . . ? O8 Cd2 N7 C14 35.5(19) . . . . ? O9 Cd2 N7 C14 54.6(8) . . . . ? N1 Cd2 N7 N8 -41.5(8) . . . . ? N3 Cd2 N7 N8 143.4(8) 4_566 . . . ? N4 Cd2 N7 N8 47.0(8) . . . . ? O8 Cd2 N7 N8 -149.8(12) . . . . ? O9 Cd2 N7 N8 -130.8(8) . . . . ? C14 N7 N8 C15 0.1(10) . . . . ? Cd2 N7 N8 C15 -175.4(6) . . . . ? C14 N7 N8 Cd1 176.4(6) . . . . ? Cd2 N7 N8 Cd1 0.8(10) . . . . ? N5 Cd1 N8 C15 128.2(9) . . . . ? N2 Cd1 N8 C15 -140.9(9) . . . . ? O1 Cd1 N8 C15 -44.3(10) . . . . ? O2 Cd1 N8 C15 -8.3(14) . . . . ? O7 Cd1 N8 C15 41.6(10) . . . . ? C7 Cd1 N8 C15 -31.1(11) . . . . ? N5 Cd1 N8 N7 -46.5(7) . . . . ? N2 Cd1 N8 N7 44.4(7) . . . . ? O1 Cd1 N8 N7 140.9(6) . . . . ? O2 Cd1 N8 N7 177.0(7) . . . . ? O7 Cd1 N8 N7 -133.1(7) . . . . ? C7 Cd1 N8 N7 154.2(6) . . . . ? O5 Cd3 N9 C15 -10.7(11) . . . . ? O4 Cd3 N9 C15 -166.6(8) 2_646 . . . ? N6 Cd3 N9 C15 90.3(9) 1_455 . . . ? O10 Cd3 N9 C15 -96.8(9) . . . . ? O5 Cd3 N9 C14 175.9(7) . . . . ? O4 Cd3 N9 C14 20.0(9) 2_646 . . . ? N6 Cd3 N9 C14 -83.1(8) 1_455 . . . ? O10 Cd3 N9 C14 89.8(8) . . . . ? C6 C1 C2 C3 3.0(17) . . . . ? C7 C1 C2 C3 -173.9(10) . . . . ? C1 C2 C3 C4 -1.8(17) . . . . ? C2 C3 C4 C5 0.0(16) . . . . ? C2 C3 C4 C18 177.5(10) . . . . ? C3 C4 C5 C6 0.7(16) . . . . ? C18 C4 C5 C6 -176.7(10) . . . . ? C2 C1 C6 C5 -2.2(17) . . . . ? C7 C1 C6 C5 174.6(10) . . . . ? C4 C5 C6 C1 0.3(18) . . . . ? Cd1 O2 C7 O1 -6.7(12) . . . . ? Cd1 O2 C7 C1 168.5(8) . . . . ? Cd1 O1 C7 O2 6.7(12) . . . . ? Cd1 O1 C7 C1 -168.6(8) . . . . ? C2 C1 C7 O2 -9.7(16) . . . . ? C6 C1 C7 O2 173.5(11) . . . . ? C2 C1 C7 O1 165.7(11) . . . . ? C6 C1 C7 O1 -11.1(16) . . . . ? C2 C1 C7 Cd1 84(6) . . . . ? C6 C1 C7 Cd1 -93(6) . . . . ? N8 Cd1 C7 O2 157.7(7) . . . . ? N5 Cd1 C7 O2 6.3(9) . . . . ? N2 Cd1 C7 O2 -94.5(7) . . . . ? O1 Cd1 C7 O2 -173.5(12) . . . . ? O7 Cd1 C7 O2 78.7(8) . . . . ? N8 Cd1 C7 O1 -28.8(9) . . . . ? N5 Cd1 C7 O1 179.8(7) . . . . ? N2 Cd1 C7 O1 79.0(8) . . . . ? O2 Cd1 C7 O1 173.5(12) . . . . ? O7 Cd1 C7 O1 -107.8(8) . . . . ? N8 Cd1 C7 C1 58(6) . . . . ? N5 Cd1 C7 C1 -93(6) . . . . ? N2 Cd1 C7 C1 166(6) . . . . ? O1 Cd1 C7 C1 87(6) . . . . ? O2 Cd1 C7 C1 -100(6) . . . . ? O7 Cd1 C7 C1 -21(6) . . . . ? Cd3 O4 C9 O3 4.0(11) 2_656 . . . ? Cd3 O4 C9 C18 -176.6(7) 2_656 . . . ? N2 N1 C10 N3 -0.2(11) . . . . ? Cd2 N1 C10 N3 179.0(6) . . . . ? C11 N3 C10 N1 0.2(11) . . . . ? Cd2 N3 C10 N1 -176.8(6) 4_565 . . . ? N1 N2 C11 N3 0.0(11) . . . . ? Cd1 N2 C11 N3 162.0(7) . . . . ? C10 N3 C11 N2 -0.2(11) . . . . ? Cd2 N3 C11 N2 176.9(6) 4_565 . . . ? N5 N4 C12 N6 0.1(12) . . . . ? Cd2 N4 C12 N6 -176.7(7) . . . . ? C13 N6 C12 N4 -0.2(12) . . . . ? Cd3 N6 C12 N4 163.6(7) 1_655 . . . ? N4 N5 C13 N6 -0.2(12) . . . . ? Cd1 N5 C13 N6 172.8(7) . . . . ? C12 N6 C13 N5 0.3(12) . . . . ? Cd3 N6 C13 N5 -164.4(7) 1_655 . . . ? N8 N7 C14 N9 -1.3(11) . . . . ? Cd2 N7 C14 N9 174.4(6) . . . . ? C15 N9 C14 N7 1.9(11) . . . . ? Cd3 N9 C14 N7 177.1(6) . . . . ? C14 N9 C15 N8 -1.8(11) . . . . ? Cd3 N9 C15 N8 -176.1(7) . . . . ? N7 N8 C15 N9 1.1(11) . . . . ? Cd1 N8 C15 N9 -174.0(7) . . . . ? Cd3 O5 C16 O6 -4.3(13) . . . . ? Cd3 O5 C16 C17 173.1(9) . . . . ? C5 C4 C18 C9 83.0(12) . . . . ? C3 C4 C18 C9 -94.5(12) . . . . ? O3 C9 C18 C4 -23.2(15) . . . . ? O4 C9 C18 C4 157.5(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O14 H16W O11 0.85 2.13 2.984(13) 179.7 4_575 O14 H15W O3 0.85 1.96 2.806(11) 179.1 4_575 O13 H14W O2 0.85 2.53 3.375(17) 179.6 4_475 O13 H13W O6 0.85 2.27 2.973(14) 140.2 4_575 O12 H12W O4 0.85 1.91 2.669(10) 148.9 4_576 O12 H11W O14 0.85 2.29 3.028(12) 145.0 4_576 O11 H10W O1 0.85 2.07 2.848(14) 152.6 . O11 H9W O13 0.85 2.54 3.346(16) 159.0 4_576 O10 H8W O11 0.85 2.10 2.889(13) 153.6 3_667 O10 H7W O6 0.85 1.93 2.766(11) 168.0 3_667 O9 H6W O10 0.85 2.26 2.958(11) 140.0 4_565 O9 H5W O14 0.85 2.14 2.843(11) 140.2 3_666 O8 H4W O12 0.85 2.05 2.738(11) 137.5 2_746 O8 H3W O13 0.85 2.09 2.879(12) 154.3 3_666 O7 H2W O12 0.85 2.13 2.902(12) 151.1 . O7 H1W O5 0.85 1.90 2.695(12) 154.4 3_667 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 3.036 _refine_diff_density_min -0.929 _refine_diff_density_rms 0.210