# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email sunxiaoli1214@126.com _publ_contact_author_name 'Xiao-li Sun' _publ_author_name 'Shuang-Quan Zang' data_a _database_code_depnum_ccdc_archive 'CCDC 842165' #TrackingRef 'a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C27 H21 Cd N5 O5), 4(H O0.50), 2(H0.50 O0.25)' _chemical_formula_sum 'C54 H49 Cd2 N10 O13.50' _chemical_formula_weight 1278.83 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 Hexagonal _symmetry_space_group_name_Hall 'P 61' _symmetry_space_group_name_H-M P6(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/6' '-y, x-y, z+1/3' '-x, -y, z+1/2' '-x+y, -x, z+2/3' 'y, -x+y, z+5/6' _cell_length_a 21.0747(7) _cell_length_b 21.0747(7) _cell_length_c 11.2029(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4309.1(3) _cell_formula_units_Z 3 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4911 _cell_measurement_theta_min 2.9469 _cell_measurement_theta_max 29.2308 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1941 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8482 _exptl_absorpt_correction_T_max 0.8612 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _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 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8306 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3563 _reflns_number_gt 3052 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.0467P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 3563 _refine_ls_number_parameters 371 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0829 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.041 _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 0.57100(2) 0.54737(2) 0.06081(4) 0.04381(13) Uani 1 1 d . . . O1 O 0.4508(3) 0.4738(3) 0.0057(5) 0.0569(13) Uani 1 1 d . . . O2 O 0.4722(2) 0.4553(2) 0.1896(4) 0.0561(12) Uani 1 1 d . . . O3 O 0.3741(2) 0.4639(2) 0.3754(4) 0.0517(10) Uani 1 1 d . . . O4 O 0.3833(2) 0.3656(2) 0.4095(4) 0.0546(11) Uani 1 1 d . . . O5 O 0.1493(5) 0.2505(5) 0.7144(8) 0.175(4) Uani 1 1 d . . . O1W O 0.4673(3) 0.3155(3) 0.2675(5) 0.0941(18) Uani 1 1 d . . . H1WB H 0.4428 0.3298 0.3086 0.141 Uiso 1 1 d R . . H1WA H 0.4936 0.3532 0.2254 0.141 Uiso 1 1 d R . . O2W O 0.1094(12) 0.1315(10) 0.8418(15) 0.218(10) Uani 0.50 1 d P . . H2WA H 0.1220 0.1705 0.8026 0.327 Uiso 0.50 1 d PR . . H2WB H 0.1159 0.1001 0.7959 0.327 Uiso 0.50 1 d PR . . O3W O 0.978(4) 0.045(4) 0.687(8) 0.31(3) Uani 0.25 1 d PU . . H3WB H 1.0136 0.0676 0.7272 0.465 Uiso 0.25 1 d PR . . H3WA H 0.9546 0.0006 0.7112 0.465 Uiso 0.25 1 d PR . . N1 N 0.6380(3) 0.5080(3) 0.1540(4) 0.0478(13) Uani 1 1 d . . . N2 N 0.7209(3) 0.4793(3) 0.2058(4) 0.0419(11) Uani 1 1 d . . . N3 N 0.6743(3) 0.1161(3) 0.1889(4) 0.0481(13) Uani 1 1 d . . . N4 N 0.6312(3) 0.0524(3) 0.0249(4) 0.0478(13) Uani 1 1 d . . . N5 N 0.2157(3) 0.2938(3) 0.3663(6) 0.0622(18) Uani 1 1 d . . . C1 C 0.4289(3) 0.4421(3) 0.1050(7) 0.0418(18) Uani 1 1 d . . . C2 C 0.3634(3) 0.4019(3) 0.3471(5) 0.0432(15) Uani 1 1 d . . . C3 C 0.3500(3) 0.3849(3) 0.1211(6) 0.0433(14) Uani 1 1 d . . . C4 C 0.3204(3) 0.3669(3) 0.2366(6) 0.0442(14) Uani 1 1 d . . . C5 C 0.2467(4) 0.3130(3) 0.2476(7) 0.0569(18) Uani 1 1 d . . . C6 C 0.2048(4) 0.2787(4) 0.1498(8) 0.070(2) Uani 1 1 d . . . H6 H 0.1556 0.2435 0.1590 0.084 Uiso 1 1 calc R . . C7 C 0.2352(4) 0.2960(5) 0.0381(8) 0.079(2) Uani 1 1 d . . . H7 H 0.2073 0.2710 -0.0281 0.095 Uiso 1 1 calc R . . C8 C 0.3061(4) 0.3497(4) 0.0237(6) 0.0613(19) Uani 1 1 d . . . H8 H 0.3254 0.3629 -0.0529 0.074 Uiso 1 1 calc R . . C9 C 0.2078(5) 0.2341(6) 0.4204(10) 0.109(4) Uani 1 1 d . . . H9 H 0.2181 0.2021 0.3786 0.131 Uiso 1 1 calc R . . C10 C 0.1845(6) 0.2187(7) 0.5383(13) 0.125(4) Uani 1 1 d . . . H10 H 0.1794 0.1763 0.5732 0.150 Uiso 1 1 calc R . . C11 C 0.1684(5) 0.2648(8) 0.6068(11) 0.119(4) Uani 1 1 d . . . C12 C 0.1758(6) 0.3253(6) 0.5419(10) 0.115(4) Uani 1 1 d . . . H12 H 0.1635 0.3573 0.5788 0.138 Uiso 1 1 calc R . . C13 C 0.1995(5) 0.3383(5) 0.4307(9) 0.089(3) Uani 1 1 d . . . H13 H 0.2055 0.3806 0.3943 0.107 Uiso 1 1 calc R . . C14 C 0.6381(4) 0.5012(4) 0.2769(6) 0.0547(17) Uani 1 1 d . . . H14 H 0.6077 0.5077 0.3295 0.066 Uiso 1 1 calc R . . C15 C 0.6889(4) 0.4838(4) 0.3084(6) 0.0546(17) Uani 1 1 d . . . H15 H 0.7001 0.4763 0.3855 0.066 Uiso 1 1 calc R . . C16 C 0.6895(3) 0.4948(3) 0.1179(5) 0.0446(15) Uani 1 1 d . . . H16 H 0.7025 0.4963 0.0382 0.054 Uiso 1 1 calc R . . C17 C 0.7762(3) 0.4567(3) 0.1979(6) 0.0507(17) Uani 1 1 d . . . H17A H 0.8168 0.4875 0.2501 0.061 Uiso 1 1 calc R . . H17B H 0.7948 0.4643 0.1168 0.061 Uiso 1 1 calc R . . C18 C 0.7476(3) 0.3789(3) 0.2309(6) 0.0391(13) Uani 1 1 d . . . C19 C 0.7942(3) 0.3588(3) 0.2883(5) 0.0414(14) Uani 1 1 d . . . H19 H 0.8412 0.3947 0.3101 0.050 Uiso 1 1 calc R . . C20 C 0.7707(3) 0.2856(3) 0.3128(5) 0.0431(14) Uani 1 1 d . . . H20 H 0.8025 0.2731 0.3496 0.052 Uiso 1 1 calc R . . C21 C 0.7007(3) 0.2312(3) 0.2831(5) 0.0397(14) Uani 1 1 d . . . C22 C 0.6540(3) 0.2526(3) 0.2296(6) 0.0451(13) Uani 1 1 d . . . H22 H 0.6063 0.2169 0.2108 0.054 Uiso 1 1 calc R . . C23 C 0.6765(3) 0.3238(3) 0.2047(5) 0.0399(14) Uani 1 1 d . . . H23 H 0.6440 0.3359 0.1696 0.048 Uiso 1 1 calc R . . C24 C 0.6758(4) 0.1519(3) 0.3007(6) 0.0536(17) Uani 1 1 d . . . H24A H 0.7085 0.1472 0.3562 0.064 Uiso 1 1 calc R . . H24B H 0.6271 0.1277 0.3354 0.064 Uiso 1 1 calc R . . C25 C 0.7321(4) 0.1208(4) 0.1286(7) 0.0620(18) Uani 1 1 d . . . H25 H 0.7810 0.1467 0.1518 0.074 Uiso 1 1 calc R . . C26 C 0.7057(4) 0.0811(4) 0.0296(6) 0.0601(19) Uani 1 1 d . . . H26 H 0.7335 0.0740 -0.0276 0.072 Uiso 1 1 calc R . . C27 C 0.6148(3) 0.0746(3) 0.1243(5) 0.0433(14) Uani 1 1 d . . . H27 H 0.5676 0.0626 0.1463 0.052 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 0.0566(3) 0.0559(3) 0.02989(19) -0.0002(2) 0.0001(2) 0.0363(3) O1 0.059(3) 0.077(3) 0.035(3) 0.007(3) 0.003(3) 0.035(3) O2 0.049(2) 0.073(3) 0.037(3) 0.003(2) -0.005(2) 0.024(2) O3 0.067(3) 0.057(3) 0.039(2) -0.005(2) 0.001(2) 0.037(2) O4 0.071(3) 0.056(2) 0.041(3) 0.000(2) -0.009(2) 0.035(2) O5 0.147(7) 0.225(9) 0.104(6) 0.067(7) 0.067(6) 0.057(6) O1W 0.142(5) 0.103(4) 0.067(4) -0.004(3) -0.011(3) 0.083(4) O2W 0.28(2) 0.147(15) 0.122(15) 0.068(12) -0.011(15) 0.032(16) O3W 0.32(4) 0.31(4) 0.32(4) 0.01(2) -0.01(2) 0.17(2) N1 0.059(3) 0.065(3) 0.031(3) 0.000(3) -0.003(3) 0.039(3) N2 0.051(3) 0.052(3) 0.033(3) 0.004(2) 0.002(2) 0.033(2) N3 0.057(3) 0.041(3) 0.044(3) -0.005(2) -0.008(3) 0.023(3) N4 0.050(3) 0.049(3) 0.041(3) -0.004(2) -0.004(2) 0.022(3) N5 0.049(3) 0.062(4) 0.073(5) 0.016(3) 0.012(3) 0.026(3) C1 0.056(4) 0.056(4) 0.028(3) -0.008(3) -0.003(3) 0.039(3) C2 0.043(4) 0.054(4) 0.030(3) 0.001(3) 0.005(3) 0.022(3) C3 0.050(4) 0.050(4) 0.039(3) -0.008(3) -0.006(3) 0.032(3) C4 0.048(3) 0.050(3) 0.043(3) 0.001(3) -0.003(3) 0.031(3) C5 0.048(4) 0.055(4) 0.065(5) -0.001(4) -0.005(4) 0.024(3) C6 0.040(4) 0.064(4) 0.083(6) -0.011(5) -0.011(4) 0.009(3) C7 0.065(5) 0.090(6) 0.077(7) -0.034(5) -0.033(5) 0.036(5) C8 0.075(5) 0.075(5) 0.042(4) -0.012(3) -0.017(4) 0.044(4) C9 0.104(7) 0.129(8) 0.116(9) 0.048(7) 0.042(7) 0.074(6) C10 0.116(9) 0.135(9) 0.121(11) 0.070(9) 0.028(8) 0.061(8) C11 0.068(6) 0.159(11) 0.087(8) 0.004(9) 0.016(6) 0.026(7) C12 0.125(8) 0.101(7) 0.082(7) 0.012(6) 0.046(7) 0.030(6) C13 0.083(6) 0.080(6) 0.089(7) 0.024(5) 0.026(5) 0.030(5) C14 0.078(5) 0.072(4) 0.034(3) 0.003(3) 0.009(3) 0.052(4) C15 0.071(4) 0.067(4) 0.034(4) 0.000(3) -0.006(3) 0.042(4) C16 0.054(4) 0.050(4) 0.032(3) 0.000(3) 0.003(3) 0.027(3) C17 0.039(3) 0.051(4) 0.061(5) 0.010(3) 0.007(3) 0.022(3) C18 0.040(3) 0.046(3) 0.034(3) -0.006(3) 0.006(3) 0.024(3) C19 0.032(3) 0.045(3) 0.046(3) -0.009(3) -0.011(3) 0.019(3) C20 0.047(4) 0.048(4) 0.035(3) -0.001(3) -0.003(3) 0.024(3) C21 0.044(3) 0.046(3) 0.024(3) -0.004(3) -0.001(3) 0.018(3) C22 0.033(3) 0.053(4) 0.032(3) -0.005(3) 0.000(3) 0.008(3) C23 0.031(3) 0.053(4) 0.036(4) -0.012(3) -0.009(3) 0.022(3) C24 0.068(4) 0.054(4) 0.030(3) -0.001(3) -0.011(3) 0.024(3) C25 0.054(4) 0.062(4) 0.068(5) -0.013(4) -0.013(4) 0.028(4) C26 0.062(5) 0.063(4) 0.062(5) -0.009(4) 0.001(4) 0.037(4) C27 0.045(4) 0.039(3) 0.037(3) -0.001(3) -0.003(3) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.224(5) . ? Cd1 N4 2.236(5) 2 ? Cd1 O1 2.296(6) . ? Cd1 O4 2.323(4) 4_664 ? Cd1 O3 2.446(4) 4_664 ? Cd1 O2 2.479(4) . ? Cd1 C2 2.704(6) 4_664 ? Cd1 C1 2.738(7) . ? O1 C1 1.260(7) . ? O2 C1 1.248(8) . ? O3 C2 1.249(7) . ? O3 Cd1 2.446(4) 4_665 ? O4 C2 1.254(7) . ? O4 Cd1 2.323(4) 4_665 ? O5 C11 1.258(13) . ? N1 C16 1.311(7) . ? N1 C14 1.385(7) . ? N2 C16 1.316(7) . ? N2 C15 1.359(8) . ? N2 C17 1.467(7) . ? N3 C27 1.329(7) . ? N3 C25 1.353(9) . ? N3 C24 1.454(7) . ? N4 C27 1.318(7) . ? N4 C26 1.373(8) . ? N4 Cd1 2.236(5) 6_554 ? N5 C9 1.330(11) . ? N5 C13 1.356(10) . ? N5 C5 1.447(9) . ? C1 C3 1.497(9) . ? C2 C4 1.493(8) . ? C2 Cd1 2.704(6) 4_665 ? C3 C8 1.383(8) . ? C3 C4 1.405(9) . ? C4 C5 1.397(8) . ? C5 C6 1.366(10) . ? C6 C7 1.370(12) . ? C7 C8 1.359(10) . ? C9 C10 1.390(15) . ? C10 C11 1.407(16) . ? C11 C12 1.407(16) . ? C12 C13 1.319(12) . ? C14 C15 1.339(9) . ? C17 C18 1.483(8) . ? C18 C23 1.393(7) . ? C18 C19 1.406(8) . ? C19 C20 1.392(8) . ? C20 C21 1.382(8) . ? C21 C22 1.404(8) . ? C21 C24 1.493(8) . ? C22 C23 1.359(8) . ? C25 C26 1.331(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N4 100.26(18) . 2 ? N1 Cd1 O1 124.47(19) . . ? N4 Cd1 O1 109.27(18) 2 . ? N1 Cd1 O4 123.15(17) . 4_664 ? N4 Cd1 O4 90.95(16) 2 4_664 ? O1 Cd1 O4 102.65(16) . 4_664 ? N1 Cd1 O3 86.75(16) . 4_664 ? N4 Cd1 O3 141.37(16) 2 4_664 ? O1 Cd1 O3 96.95(16) . 4_664 ? O4 Cd1 O3 55.06(14) 4_664 4_664 ? N1 Cd1 O2 82.87(17) . . ? N4 Cd1 O2 86.46(16) 2 . ? O1 Cd1 O2 54.34(16) . . ? O4 Cd1 O2 153.83(14) 4_664 . ? O3 Cd1 O2 132.17(14) 4_664 . ? N1 Cd1 C2 105.56(19) . 4_664 ? N4 Cd1 C2 116.54(19) 2 4_664 ? O1 Cd1 C2 101.66(18) . 4_664 ? O4 Cd1 C2 27.59(15) 4_664 4_664 ? O3 Cd1 C2 27.49(15) 4_664 4_664 ? O2 Cd1 C2 152.69(16) . 4_664 ? N1 Cd1 C1 104.8(2) . . ? N4 Cd1 C1 98.0(2) 2 . ? O1 Cd1 C1 27.24(15) . . ? O4 Cd1 C1 128.71(19) 4_664 . ? O3 Cd1 C1 116.99(19) 4_664 . ? O2 Cd1 C1 27.11(18) . . ? C2 Cd1 C1 128.1(2) 4_664 . ? C1 O1 Cd1 96.3(4) . . ? C1 O2 Cd1 88.1(4) . . ? C2 O3 Cd1 87.8(3) . 4_665 ? C2 O4 Cd1 93.3(3) . 4_665 ? C16 N1 C14 103.9(5) . . ? C16 N1 Cd1 133.0(4) . . ? C14 N1 Cd1 122.7(4) . . ? C16 N2 C15 106.7(5) . . ? C16 N2 C17 127.9(5) . . ? C15 N2 C17 125.2(5) . . ? C27 N3 C25 107.1(5) . . ? C27 N3 C24 125.4(6) . . ? C25 N3 C24 127.4(6) . . ? C27 N4 C26 104.8(5) . . ? C27 N4 Cd1 123.7(4) . 6_554 ? C26 N4 Cd1 131.3(4) . 6_554 ? C9 N5 C13 117.2(8) . . ? C9 N5 C5 120.6(7) . . ? C13 N5 C5 122.0(6) . . ? O2 C1 O1 121.2(6) . . ? O2 C1 C3 118.8(7) . . ? O1 C1 C3 119.9(6) . . ? O2 C1 Cd1 64.8(3) . . ? O1 C1 Cd1 56.5(4) . . ? C3 C1 Cd1 176.4(5) . . ? O3 C2 O4 123.7(5) . . ? O3 C2 C4 118.4(5) . . ? O4 C2 C4 117.8(5) . . ? O3 C2 Cd1 64.7(3) . 4_665 ? O4 C2 Cd1 59.1(3) . 4_665 ? C4 C2 Cd1 173.5(4) . 4_665 ? C8 C3 C4 119.6(6) . . ? C8 C3 C1 120.8(6) . . ? C4 C3 C1 119.6(6) . . ? C5 C4 C3 117.7(6) . . ? C5 C4 C2 118.8(6) . . ? C3 C4 C2 123.5(5) . . ? C6 C5 C4 121.4(7) . . ? C6 C5 N5 120.5(6) . . ? C4 C5 N5 118.1(6) . . ? C5 C6 C7 119.9(7) . . ? C8 C7 C6 120.3(7) . . ? C7 C8 C3 121.0(7) . . ? N5 C9 C10 121.1(11) . . ? C9 C10 C11 122.4(11) . . ? O5 C11 C10 121.0(14) . . ? O5 C11 C12 126.1(14) . . ? C10 C11 C12 112.9(10) . . ? C13 C12 C11 122.3(11) . . ? C12 C13 N5 124.0(9) . . ? C15 C14 N1 109.4(6) . . ? C14 C15 N2 106.8(6) . . ? N1 C16 N2 113.1(5) . . ? N2 C17 C18 113.2(5) . . ? C23 C18 C19 117.9(5) . . ? C23 C18 C17 122.9(5) . . ? C19 C18 C17 119.2(5) . . ? C20 C19 C18 120.6(5) . . ? C21 C20 C19 120.8(5) . . ? C20 C21 C22 117.8(5) . . ? C20 C21 C24 121.9(6) . . ? C22 C21 C24 120.3(5) . . ? C23 C22 C21 121.9(5) . . ? C22 C23 C18 120.9(5) . . ? N3 C24 C21 111.8(5) . . ? C26 C25 N3 107.0(6) . . ? C25 C26 N4 109.6(6) . . ? N4 C27 N3 111.5(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 O1 C1 48.8(4) . . . . ? N4 Cd1 O1 C1 -69.2(4) 2 . . . ? O4 Cd1 O1 C1 -164.7(4) 4_664 . . . ? O3 Cd1 O1 C1 139.6(4) 4_664 . . . ? O2 Cd1 O1 C1 1.5(3) . . . . ? C2 Cd1 O1 C1 167.1(4) 4_664 . . . ? N1 Cd1 O2 C1 -143.9(4) . . . . ? N4 Cd1 O2 C1 115.3(4) 2 . . . ? O1 Cd1 O2 C1 -1.5(3) . . . . ? O4 Cd1 O2 C1 30.4(5) 4_664 . . . ? O3 Cd1 O2 C1 -64.8(4) 4_664 . . . ? C2 Cd1 O2 C1 -33.6(6) 4_664 . . . ? N4 Cd1 N1 C16 -134.7(6) 2 . . . ? O1 Cd1 N1 C16 103.2(6) . . . . ? O4 Cd1 N1 C16 -36.8(6) 4_664 . . . ? O3 Cd1 N1 C16 7.0(6) 4_664 . . . ? O2 Cd1 N1 C16 140.2(6) . . . . ? C2 Cd1 N1 C16 -13.3(6) 4_664 . . . ? C1 Cd1 N1 C16 124.1(6) . . . . ? N4 Cd1 N1 C14 36.2(6) 2 . . . ? O1 Cd1 N1 C14 -85.9(6) . . . . ? O4 Cd1 N1 C14 134.1(5) 4_664 . . . ? O3 Cd1 N1 C14 177.9(6) 4_664 . . . ? O2 Cd1 N1 C14 -48.9(6) . . . . ? C2 Cd1 N1 C14 157.6(5) 4_664 . . . ? C1 Cd1 N1 C14 -65.0(6) . . . . ? Cd1 O2 C1 O1 2.6(6) . . . . ? Cd1 O2 C1 C3 179.6(5) . . . . ? Cd1 O1 C1 O2 -2.8(6) . . . . ? Cd1 O1 C1 C3 -179.8(5) . . . . ? N1 Cd1 C1 O2 37.2(4) . . . . ? N4 Cd1 C1 O2 -65.7(4) 2 . . . ? O1 Cd1 C1 O2 177.3(6) . . . . ? O4 Cd1 C1 O2 -163.4(3) 4_664 . . . ? O3 Cd1 C1 O2 131.2(4) 4_664 . . . ? C2 Cd1 C1 O2 161.2(3) 4_664 . . . ? N1 Cd1 C1 O1 -140.1(4) . . . . ? N4 Cd1 C1 O1 117.0(4) 2 . . . ? O4 Cd1 C1 O1 19.3(5) 4_664 . . . ? O3 Cd1 C1 O1 -46.2(4) 4_664 . . . ? O2 Cd1 C1 O1 -177.3(6) . . . . ? C2 Cd1 C1 O1 -16.1(5) 4_664 . . . ? Cd1 O3 C2 O4 -2.4(6) 4_665 . . . ? Cd1 O3 C2 C4 173.6(5) 4_665 . . . ? Cd1 O4 C2 O3 2.6(6) 4_665 . . . ? Cd1 O4 C2 C4 -173.5(4) 4_665 . . . ? O2 C1 C3 C8 -156.7(6) . . . . ? O1 C1 C3 C8 20.3(9) . . . . ? O2 C1 C3 C4 23.4(8) . . . . ? O1 C1 C3 C4 -159.6(5) . . . . ? C8 C3 C4 C5 0.3(8) . . . . ? C1 C3 C4 C5 -179.8(5) . . . . ? C8 C3 C4 C2 -179.9(6) . . . . ? C1 C3 C4 C2 0.0(8) . . . . ? O3 C2 C4 C5 -100.8(7) . . . . ? O4 C2 C4 C5 75.5(7) . . . . ? O3 C2 C4 C3 79.4(7) . . . . ? O4 C2 C4 C3 -104.3(7) . . . . ? C3 C4 C5 C6 0.3(9) . . . . ? C2 C4 C5 C6 -179.5(6) . . . . ? C3 C4 C5 N5 179.7(6) . . . . ? C2 C4 C5 N5 -0.1(9) . . . . ? C9 N5 C5 C6 79.4(10) . . . . ? C13 N5 C5 C6 -106.3(8) . . . . ? C9 N5 C5 C4 -100.0(9) . . . . ? C13 N5 C5 C4 74.2(9) . . . . ? C4 C5 C6 C7 1.1(11) . . . . ? N5 C5 C6 C7 -178.3(7) . . . . ? C5 C6 C7 C8 -3.0(12) . . . . ? C6 C7 C8 C3 3.6(12) . . . . ? C4 C3 C8 C7 -2.3(10) . . . . ? C1 C3 C8 C7 177.8(6) . . . . ? C13 N5 C9 C10 -0.5(13) . . . . ? C5 N5 C9 C10 174.0(8) . . . . ? N5 C9 C10 C11 -0.3(17) . . . . ? C9 C10 C11 O5 -178.1(10) . . . . ? C9 C10 C11 C12 2.3(16) . . . . ? O5 C11 C12 C13 176.7(11) . . . . ? C10 C11 C12 C13 -3.7(16) . . . . ? C11 C12 C13 N5 3.2(17) . . . . ? C9 N5 C13 C12 -0.9(13) . . . . ? C5 N5 C13 C12 -175.3(9) . . . . ? C16 N1 C14 C15 -0.5(8) . . . . ? Cd1 N1 C14 C15 -173.6(4) . . . . ? N1 C14 C15 N2 -0.2(8) . . . . ? C16 N2 C15 C14 0.8(7) . . . . ? C17 N2 C15 C14 -175.6(5) . . . . ? C14 N1 C16 N2 1.0(7) . . . . ? Cd1 N1 C16 N2 173.1(4) . . . . ? C15 N2 C16 N1 -1.2(7) . . . . ? C17 N2 C16 N1 175.1(5) . . . . ? C16 N2 C17 C18 -109.5(7) . . . . ? C15 N2 C17 C18 66.2(8) . . . . ? N2 C17 C18 C23 35.6(9) . . . . ? N2 C17 C18 C19 -146.3(5) . . . . ? C23 C18 C19 C20 2.9(9) . . . . ? C17 C18 C19 C20 -175.3(6) . . . . ? C18 C19 C20 C21 -1.1(9) . . . . ? C19 C20 C21 C22 -1.1(8) . . . . ? C19 C20 C21 C24 175.7(6) . . . . ? C20 C21 C22 C23 1.5(9) . . . . ? C24 C21 C22 C23 -175.4(6) . . . . ? C21 C22 C23 C18 0.3(9) . . . . ? C19 C18 C23 C22 -2.5(9) . . . . ? C17 C18 C23 C22 175.6(6) . . . . ? C27 N3 C24 C21 -100.5(7) . . . . ? C25 N3 C24 C21 76.4(8) . . . . ? C20 C21 C24 N3 -103.0(6) . . . . ? C22 C21 C24 N3 73.8(7) . . . . ? C27 N3 C25 C26 -0.7(7) . . . . ? C24 N3 C25 C26 -178.0(5) . . . . ? N3 C25 C26 N4 1.4(8) . . . . ? C27 N4 C26 C25 -1.6(7) . . . . ? Cd1 N4 C26 C25 -176.4(5) 6_554 . . . ? C26 N4 C27 N3 1.2(7) . . . . ? Cd1 N4 C27 N3 176.5(4) 6_554 . . . ? C25 N3 C27 N4 -0.3(7) . . . . ? C24 N3 C27 N4 177.1(5) . . . . ? 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 O1W H1WB O4 0.85 2.09 2.941(7) 179.6 . O1W H1WA O2 0.85 2.44 3.023(7) 126.4 . O2W H2WA O5 0.85 1.78 2.632(18) 177.2 . O2W H2WB O2W 0.90 2.28 3.177(15) 178.4 6_554 O3W H3WB O2W 0.80 2.20 3.00(8) 178.5 1_655 O3W H3WA O3W 0.85 1.66 2.24(3) 123.4 2_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.421 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.060