# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Min-Le Han' _publ_contact_author_email minle_han@163.com loop_ _publ_author_name 'Min-Le Han' 'Jian-ge Wang' 'Lufang Ma' 'Hui Guo' 'Liya Wang' data_1 _database_code_depnum_ccdc_archive 'CCDC 850774' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H50 Cd2 N12 O19' _chemical_formula_weight 1131.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 11.326(2) _cell_length_b 11.827(2) _cell_length_c 17.784(3) _cell_angle_alpha 94.695(2) _cell_angle_beta 104.155(2) _cell_angle_gamma 100.960(2) _cell_volume 2246.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7204 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 1.034 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6886 _exptl_absorpt_correction_T_max 0.8122 _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 17249 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8320 _reflns_number_gt 6889 _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^)+(0.0372P)^2^+1.2049P] 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 8320 _refine_ls_number_parameters 588 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.004 _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 0.601239(14) 0.082360(12) 0.375844(8) 0.03642(4) Uani 1 1 d . . . Cd2 Cd 0.567343(13) 0.569978(12) 0.866735(7) 0.03152(4) Uani 1 1 d . . . O1 O 0.49318(15) 0.04605(13) 0.25032(8) 0.0502(4) Uani 1 1 d . . . O2 O 0.62000(16) -0.07425(14) 0.25543(9) 0.0595(5) Uani 1 1 d . . . O3 O 0.58397(13) -0.32217(12) -0.00506(8) 0.0417(4) Uani 1 1 d . . . O4 O 0.45387(14) -0.28920(12) -0.11027(7) 0.0434(4) Uani 1 1 d . . . O5 O 0.23756(15) 0.01046(16) -0.01636(10) 0.0683(5) Uani 1 1 d . . . O6 O 0.48143(15) 0.22203(13) 0.38826(8) 0.0486(4) Uani 1 1 d . . . O7 O 0.59822(14) 0.19231(12) 0.49937(8) 0.0443(4) Uani 1 1 d . . . O8 O 0.59161(15) 0.43733(14) 0.74770(8) 0.0525(5) Uani 1 1 d . . . O9 O 0.44852(15) 0.54091(13) 0.73808(8) 0.0497(4) Uani 1 1 d . . . O10 O 0.20833(15) 0.47029(16) 0.45166(9) 0.0649(5) Uani 1 1 d . . . O11 O 0.43409(16) -0.05850(14) 0.38670(9) 0.0597(5) Uani 1 1 d . . . H1W H 0.4226 -0.0912 0.4251 0.090 Uiso 1 1 d R . . H2W H 0.4049 -0.1054 0.3459 0.090 Uiso 1 1 d R . . O12 O 0.40235(14) 0.43020(12) 0.87717(8) 0.0474(4) Uani 1 1 d . . . H3W H 0.3659 0.3859 0.8358 0.071 Uiso 1 1 d R . . H4W H 0.4000 0.3964 0.9158 0.071 Uiso 1 1 d R . . O13 O 0.74069(17) 0.75015(16) 0.24119(11) 0.0730(6) Uani 1 1 d . . . H5W H 0.7696 0.7352 0.2858 0.109 Uiso 1 1 d R . . H6W H 0.7135 0.8107 0.2432 0.109 Uiso 1 1 d R . . O16 O 0.9022(2) 0.6947(2) 0.37915(15) 0.1316(10) Uani 1 1 d . . . H11W H 0.9617 0.6983 0.3575 0.197 Uiso 1 1 d R . . H12W H 0.8552 0.6289 0.3654 0.197 Uiso 1 1 d R . . O17 O 0.95291(19) 0.1579(2) 0.93670(13) 0.0989(8) Uani 1 1 d . . . H13W H 0.9367 0.2162 0.9580 0.148 Uiso 1 1 d R . . H14W H 0.9264 0.0986 0.9555 0.148 Uiso 1 1 d R . . O15 O -0.0603(2) -0.2483(2) 0.17349(14) 0.1185(9) Uani 1 1 d . . . H10W H -0.1131 -0.2132 0.1832 0.178 Uiso 1 1 d R . . H9W H -0.0292 -0.2190 0.1400 0.178 Uiso 1 1 d R . . O18 O 0.0941(2) -0.2945(2) 0.30799(16) 0.1308(10) Uani 1 1 d . . . H15W H 0.1271 -0.3512 0.3055 0.196 Uiso 1 1 d R . . H16W H 0.0738 -0.2723 0.2629 0.196 Uiso 1 1 d R . . O14 O 0.3252(2) -0.22250(18) 0.25720(12) 0.0995(8) Uani 1 1 d . . . H8W H 0.3680 -0.2725 0.2603 0.149 Uiso 1 1 d R . . H7W H 0.2789 -0.2322 0.2878 0.149 Uiso 1 1 d R . . O19 O 0.82063(19) 0.4940(2) 0.71172(12) 0.0965(8) Uani 1 1 d . . . H17W H 0.7572 0.5024 0.7253 0.145 Uiso 1 1 d R . . H18W H 0.8160 0.5133 0.6668 0.145 Uiso 1 1 d R . . N1 N 0.75062(16) 0.21615(15) 0.33933(10) 0.0428(5) Uani 1 1 d . . . N2 N 0.92257(19) 0.3350(2) 0.32891(12) 0.0651(7) Uani 1 1 d . . . N3 N 0.82324(16) 0.33863(16) 0.26877(10) 0.0446(5) Uani 1 1 d . . . N4 N 0.86199(15) 0.44797(15) 0.03444(9) 0.0394(5) Uani 1 1 d . . . N5 N 0.83688(17) 0.35746(16) -0.02361(11) 0.0469(5) Uani 1 1 d . . . N6 N 0.71340(16) 0.48146(15) -0.05841(9) 0.0402(5) Uani 1 1 d . . . N7 N 0.71069(16) 0.71918(15) 0.84035(9) 0.0399(5) Uani 1 1 d . . . N8 N 0.86494(19) 0.8759(2) 0.85353(12) 0.0680(7) Uani 1 1 d . . . N9 N 0.78540(16) 0.85680(16) 0.78034(10) 0.0457(5) Uani 1 1 d . . . N10 N 0.87685(17) 0.98088(17) 0.56476(10) 0.0489(5) Uani 1 1 d . . . N11 N 0.8634(2) 0.88653(18) 0.51174(13) 0.0658(6) Uani 1 1 d . . . N12 N 0.74223(17) 1.00486(16) 0.46074(10) 0.0458(5) Uani 1 1 d . . . C1 C 0.47555(18) -0.07018(16) 0.13258(10) 0.0338(5) Uani 1 1 d . . . C2 C 0.51466(18) -0.15314(16) 0.09000(10) 0.0319(5) Uani 1 1 d . . . H2 H 0.5767 -0.1890 0.1151 0.038 Uiso 1 1 calc R . . C3 C 0.46129(17) -0.18218(16) 0.01032(10) 0.0294(5) Uani 1 1 d . . . C4 C 0.36787(17) -0.12903(17) -0.02771(11) 0.0343(5) Uani 1 1 d . . . H4 H 0.3325 -0.1484 -0.0813 0.041 Uiso 1 1 calc R . . C5 C 0.32799(18) -0.04763(18) 0.01445(12) 0.0394(5) Uani 1 1 d . . . C6 C 0.38239(19) -0.01814(18) 0.09439(12) 0.0400(5) Uani 1 1 d . . . H6 H 0.3559 0.0372 0.1226 0.048 Uiso 1 1 calc R . . C7 C 0.5343(2) -0.03109(18) 0.21856(11) 0.0410(6) Uani 1 1 d . . . C8 C 0.50228(18) -0.27017(16) -0.03794(11) 0.0324(5) Uani 1 1 d . . . C9 C 0.1840(2) -0.0076(2) -0.09786(16) 0.0694(9) Uani 1 1 d . . . H9A H 0.2488 0.0064 -0.1243 0.104 Uiso 1 1 calc R . . H9B H 0.1293 0.0447 -0.1113 0.104 Uiso 1 1 calc R . . H9C H 0.1374 -0.0863 -0.1135 0.104 Uiso 1 1 calc R . . C10 C 0.45885(18) 0.31989(17) 0.50375(10) 0.0325(5) Uani 1 1 d . . . C11 C 0.50449(18) 0.35366(17) 0.58426(10) 0.0341(5) Uani 1 1 d . . . H11 H 0.5706 0.3256 0.6128 0.041 Uiso 1 1 calc R . . C12 C 0.45044(18) 0.42976(17) 0.62171(10) 0.0344(5) Uani 1 1 d . . . C13 C 0.35088(19) 0.47124(18) 0.57907(11) 0.0396(5) Uani 1 1 d . . . H13 H 0.3150 0.5224 0.6040 0.048 Uiso 1 1 calc R . . C14 C 0.30563(19) 0.43564(19) 0.49917(12) 0.0412(6) Uani 1 1 d . . . C15 C 0.36027(19) 0.36094(18) 0.46206(11) 0.0385(5) Uani 1 1 d . . . H15 H 0.3301 0.3382 0.4084 0.046 Uiso 1 1 calc R . . C16 C 0.51623(19) 0.23975(17) 0.46127(11) 0.0347(5) Uani 1 1 d . . . C17 C 0.4993(2) 0.47177(18) 0.70830(11) 0.0386(5) Uani 1 1 d . . . C18 C 0.1548(2) 0.5538(2) 0.48437(16) 0.0679(8) Uani 1 1 d . . . H18A H 0.1242 0.5250 0.5265 0.102 Uiso 1 1 calc R . . H18B H 0.0870 0.5688 0.4449 0.102 Uiso 1 1 calc R . . H18C H 0.2167 0.6245 0.5040 0.102 Uiso 1 1 calc R . . C19 C 0.8735(2) 0.2600(2) 0.36941(13) 0.0551(7) Uani 1 1 d . . . H19 H 0.9198 0.2390 0.4149 0.066 Uiso 1 1 calc R . . C20 C 0.72234(19) 0.26842(18) 0.27617(12) 0.0409(6) Uani 1 1 d . . . H20 H 0.6431 0.2573 0.2421 0.049 Uiso 1 1 calc R . . C21 C 0.8377(2) 0.41206(19) 0.20743(13) 0.0489(6) Uani 1 1 d . . . H21A H 0.8737 0.4920 0.2311 0.059 Uiso 1 1 calc R . . H21B H 0.7566 0.4095 0.1723 0.059 Uiso 1 1 calc R . . C22 C 0.9212(2) 0.3702(2) 0.16161(12) 0.0482(6) Uani 1 1 d . . . H22A H 0.8779 0.2956 0.1310 0.058 Uiso 1 1 calc R . . H22B H 0.9957 0.3587 0.1980 0.058 Uiso 1 1 calc R . . C23 C 0.9594(2) 0.4544(2) 0.10703(13) 0.0519(7) Uani 1 1 d . . . H23A H 0.9810 0.5330 0.1343 0.062 Uiso 1 1 calc R . . H23B H 1.0333 0.4381 0.0940 0.062 Uiso 1 1 calc R . . C24 C 0.78777(19) 0.51985(19) 0.01301(12) 0.0413(6) Uani 1 1 d . . . H24 H 0.7876 0.5875 0.0435 0.050 Uiso 1 1 calc R . . C25 C 0.7474(2) 0.38240(18) -0.07750(12) 0.0422(6) Uani 1 1 d . . . H25 H 0.7103 0.3353 -0.1252 0.051 Uiso 1 1 calc R . . C26 C 0.8164(2) 0.7898(2) 0.88692(14) 0.0595(8) Uani 1 1 d . . . H26 H 0.8516 0.7785 0.9380 0.071 Uiso 1 1 calc R . . C27 C 0.69368(19) 0.76662(17) 0.77445(11) 0.0384(5) Uani 1 1 d . . . H27 H 0.6267 0.7400 0.7305 0.046 Uiso 1 1 calc R . . C28 C 0.8089(2) 0.9325(2) 0.72183(13) 0.0515(7) Uani 1 1 d . . . H28A H 0.8244 1.0132 0.7443 0.062 Uiso 1 1 calc R . . H28B H 0.7361 0.9174 0.6773 0.062 Uiso 1 1 calc R . . C29 C 0.9202(2) 0.9106(2) 0.69524(14) 0.0627(8) Uani 1 1 d . . . H29A H 0.8994 0.8328 0.6668 0.075 Uiso 1 1 calc R . . H29B H 0.9888 0.9138 0.7410 0.075 Uiso 1 1 calc R . . C30 C 0.9633(2) 0.9968(2) 0.64324(14) 0.0644(8) Uani 1 1 d . . . H30A H 0.9722 1.0751 0.6682 0.077 Uiso 1 1 calc R . . H30B H 1.0447 0.9884 0.6382 0.077 Uiso 1 1 calc R . . C31 C 0.8050(2) 1.0495(2) 0.53301(12) 0.0469(6) Uani 1 1 d . . . H31 H 0.7995 1.1196 0.5582 0.056 Uiso 1 1 calc R . . C32 C 0.7811(2) 0.9054(2) 0.45098(15) 0.0580(7) Uani 1 1 d . . . H32 H 0.7518 0.8541 0.4047 0.070 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 0.05089(8) 0.03796(8) 0.02352(7) 0.00484(6) 0.01301(6) 0.01284(6) Cd2 0.04123(7) 0.03311(7) 0.02093(6) 0.00216(5) 0.00821(5) 0.01052(6) O1 0.0730(9) 0.0534(9) 0.0268(7) -0.0060(6) 0.0160(7) 0.0212(8) O2 0.0791(11) 0.0665(10) 0.0293(8) -0.0047(7) 0.0005(8) 0.0302(9) O3 0.0618(8) 0.0419(7) 0.0285(7) 0.0053(6) 0.0153(6) 0.0239(6) O4 0.0589(8) 0.0465(8) 0.0229(7) -0.0063(6) 0.0066(6) 0.0169(7) O5 0.0660(9) 0.0932(12) 0.0523(10) 0.0073(9) 0.0048(8) 0.0488(9) O6 0.0724(9) 0.0529(8) 0.0225(7) -0.0025(6) 0.0103(7) 0.0252(7) O7 0.0593(8) 0.0481(8) 0.0319(7) 0.0060(6) 0.0159(6) 0.0221(7) O8 0.0560(9) 0.0708(10) 0.0257(7) -0.0054(7) 0.0022(7) 0.0181(8) O9 0.0746(9) 0.0527(9) 0.0247(7) -0.0040(6) 0.0148(7) 0.0229(8) O10 0.0635(9) 0.0856(11) 0.0439(9) -0.0060(8) -0.0036(8) 0.0415(8) O11 0.0773(11) 0.0564(9) 0.0414(8) 0.0149(7) 0.0181(8) -0.0018(9) O12 0.0574(9) 0.0452(8) 0.0339(7) 0.0104(6) 0.0086(7) -0.0004(7) O13 0.0798(11) 0.0696(11) 0.0639(11) -0.0029(9) -0.0006(10) 0.0335(9) O16 0.1230(17) 0.142(2) 0.169(2) 0.0600(18) 0.0736(17) 0.0623(16) O17 0.0985(14) 0.1023(15) 0.1181(17) 0.0398(13) 0.0499(12) 0.0376(12) O15 0.1060(15) 0.162(2) 0.1260(17) 0.0681(15) 0.0602(13) 0.0624(14) O18 0.1052(17) 0.178(2) 0.135(2) 0.0704(17) 0.0396(15) 0.0612(16) O14 0.1319(19) 0.0779(14) 0.0755(14) 0.0038(11) 0.0188(14) 0.0049(14) O19 0.0704(12) 0.147(2) 0.0716(13) 0.0144(13) 0.0209(10) 0.0207(13) N1 0.0504(9) 0.0471(10) 0.0348(9) 0.0109(8) 0.0153(7) 0.0127(8) N2 0.0503(12) 0.0888(15) 0.0474(11) 0.0249(11) -0.0010(9) 0.0050(11) N3 0.0427(9) 0.0532(10) 0.0372(9) 0.0167(8) 0.0075(8) 0.0084(8) N4 0.0390(8) 0.0485(10) 0.0324(8) 0.0145(7) 0.0116(7) 0.0075(8) N5 0.0518(10) 0.0466(10) 0.0458(10) 0.0112(8) 0.0145(8) 0.0148(8) N6 0.0465(9) 0.0463(10) 0.0303(8) 0.0073(7) 0.0108(7) 0.0148(8) N7 0.0457(9) 0.0442(9) 0.0302(8) 0.0086(7) 0.0117(7) 0.0073(8) N8 0.0498(12) 0.0931(16) 0.0454(11) 0.0260(11) -0.0031(10) -0.0092(11) N9 0.0404(9) 0.0575(11) 0.0379(9) 0.0167(8) 0.0090(8) 0.0048(8) N10 0.0469(10) 0.0614(11) 0.0447(10) 0.0249(9) 0.0168(8) 0.0136(9) N11 0.0745(13) 0.0606(12) 0.0764(14) 0.0267(11) 0.0281(11) 0.0309(10) N12 0.0594(10) 0.0515(10) 0.0337(9) 0.0104(8) 0.0161(8) 0.0224(8) C1 0.0427(10) 0.0350(10) 0.0236(9) -0.0004(8) 0.0124(8) 0.0054(8) C2 0.0379(9) 0.0343(10) 0.0240(9) 0.0030(8) 0.0092(7) 0.0084(8) C3 0.0334(9) 0.0294(9) 0.0250(9) 0.0009(7) 0.0104(7) 0.0036(8) C4 0.0332(9) 0.0406(10) 0.0252(9) 0.0009(8) 0.0047(8) 0.0040(8) C5 0.0370(10) 0.0457(11) 0.0363(11) 0.0017(9) 0.0092(8) 0.0132(9) C6 0.0456(10) 0.0434(11) 0.0361(10) -0.0021(9) 0.0174(8) 0.0167(9) C7 0.0558(12) 0.0396(11) 0.0267(10) -0.0006(9) 0.0153(9) 0.0049(10) C8 0.0425(10) 0.0268(9) 0.0278(9) 0.0014(8) 0.0119(8) 0.0049(8) C9 0.0588(15) 0.0720(17) 0.0693(18) 0.0109(14) -0.0059(14) 0.0237(13) C10 0.0389(10) 0.0350(10) 0.0218(9) -0.0005(8) 0.0095(7) 0.0040(8) C11 0.0405(10) 0.0379(10) 0.0216(9) 0.0004(8) 0.0068(8) 0.0064(8) C12 0.0412(10) 0.0371(10) 0.0222(9) -0.0025(8) 0.0094(8) 0.0037(9) C13 0.0431(10) 0.0450(11) 0.0321(10) -0.0016(9) 0.0124(8) 0.0125(9) C14 0.0395(11) 0.0492(12) 0.0310(10) 0.0000(9) 0.0026(9) 0.0116(9) C15 0.0455(11) 0.0440(11) 0.0204(9) -0.0047(8) 0.0034(8) 0.0072(9) C16 0.0461(10) 0.0318(10) 0.0268(9) 0.0013(8) 0.0148(8) 0.0040(9) C17 0.0482(11) 0.0412(11) 0.0230(9) -0.0029(8) 0.0097(8) 0.0038(9) C18 0.0563(14) 0.0867(18) 0.0661(17) 0.0094(14) 0.0125(13) 0.0341(13) C19 0.0582(14) 0.0741(16) 0.0343(11) 0.0198(11) 0.0076(10) 0.0187(12) C20 0.0408(10) 0.0469(12) 0.0372(11) 0.0121(9) 0.0125(9) 0.0091(9) C21 0.0478(12) 0.0511(12) 0.0481(12) 0.0217(10) 0.0116(10) 0.0069(10) C22 0.0466(12) 0.0579(13) 0.0394(11) 0.0202(10) 0.0064(10) 0.0105(10) C23 0.0365(11) 0.0699(15) 0.0449(12) 0.0229(11) 0.0036(10) 0.0039(11) C24 0.0466(11) 0.0471(12) 0.0324(10) 0.0078(9) 0.0102(9) 0.0148(9) C25 0.0500(11) 0.0432(11) 0.0348(11) 0.0061(9) 0.0134(9) 0.0105(10) C26 0.0513(14) 0.0783(17) 0.0403(12) 0.0231(12) 0.0024(11) 0.0000(13) C27 0.0444(11) 0.0417(11) 0.0276(10) 0.0040(9) 0.0080(8) 0.0081(9) C28 0.0514(13) 0.0548(13) 0.0502(12) 0.0264(10) 0.0133(10) 0.0081(11) C29 0.0477(13) 0.0929(17) 0.0543(13) 0.0425(12) 0.0140(10) 0.0173(12) C30 0.0424(13) 0.0942(18) 0.0557(14) 0.0385(13) 0.0078(11) 0.0069(13) C31 0.0578(12) 0.0518(12) 0.0365(11) 0.0126(10) 0.0144(10) 0.0198(10) C32 0.0757(15) 0.0544(14) 0.0532(14) 0.0112(11) 0.0255(12) 0.0242(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.2298(14) . ? Cd1 N12 2.2964(18) 1_545 ? Cd1 O11 2.3299(16) . ? Cd1 N1 2.3400(18) . ? Cd1 O6 2.3574(16) . ? Cd1 O7 2.4706(14) . ? Cd2 O12 2.3032(15) . ? Cd2 O9 2.3137(14) . ? Cd2 N7 2.3213(17) . ? Cd2 N6 2.3268(17) 1_556 ? Cd2 O4 2.3562(15) 1_566 ? Cd2 O3 2.4664(14) 1_566 ? Cd2 O8 2.6310(16) . ? Cd2 C8 2.758(2) 1_566 ? O1 C7 1.255(3) . ? O2 C7 1.251(3) . ? O2 O14 3.473(3) . ? O3 C8 1.260(2) . ? O3 Cd2 2.4664(14) 1_544 ? O4 C8 1.252(2) . ? O4 Cd2 2.3562(15) 1_544 ? O5 C5 1.370(3) . ? O5 C9 1.409(3) . ? O6 C16 1.248(2) . ? O7 C16 1.260(2) . ? O8 C17 1.265(3) . ? O9 C17 1.240(3) . ? O10 C14 1.367(3) . ? O10 C18 1.410(3) . ? O11 H1W 0.8377 . ? O11 H2W 0.8315 . ? O12 H3W 0.8324 . ? O12 H4W 0.8268 . ? O13 H5W 0.8283 . ? O13 H6W 0.8324 . ? O16 H12W 0.8344 . ? O16 H11W 0.8496 . ? O16 H12W 0.8344 . ? O17 H13W 0.8319 . ? O17 H14W 0.8368 . ? O15 O18 2.758(4) . ? O15 H10W 0.8320 . ? O15 H9W 0.8291 . ? O18 O14 2.971(4) . ? O18 H15W 0.8307 . ? O18 H16W 0.8561 . ? O14 H8W 0.8310 . ? O14 H7W 0.8432 . ? O19 H17W 0.8324 . ? O19 H18W 0.8409 . ? N1 C20 1.326(3) . ? N1 C19 1.345(3) . ? N2 C19 1.314(3) . ? N2 N3 1.360(2) . ? N3 C20 1.320(3) . ? N3 C21 1.470(3) . ? N4 C24 1.320(3) . ? N4 N5 1.361(2) . ? N4 C23 1.465(3) . ? N5 C25 1.310(3) . ? N6 C24 1.329(2) . ? N6 C25 1.344(3) . ? N6 Cd2 2.3268(17) 1_554 ? N7 C27 1.328(3) . ? N7 C26 1.356(3) . ? N8 C26 1.318(3) . ? N8 N9 1.363(2) . ? N9 C27 1.317(3) . ? N9 C28 1.467(3) . ? N10 C31 1.319(3) . ? N10 N11 1.360(3) . ? N10 C30 1.470(3) . ? N11 C32 1.309(3) . ? N12 C31 1.317(3) . ? N12 C32 1.345(3) . ? N12 Cd1 2.2964(18) 1_565 ? C1 C6 1.385(3) . ? C1 C2 1.393(3) . ? C1 C7 1.505(3) . ? C2 C3 1.383(2) . ? C2 H2 0.9300 . ? C3 C4 1.395(3) . ? C3 C8 1.506(3) . ? C4 C5 1.381(3) . ? C4 H4 0.9300 . ? C5 C6 1.390(3) . ? C6 H6 0.9300 . ? C8 Cd2 2.758(2) 1_544 ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C15 1.375(3) . ? C10 C11 1.394(2) . ? C10 C16 1.500(3) . ? C11 C12 1.393(3) . ? C11 H11 0.9300 . ? C12 C13 1.393(3) . ? C12 C17 1.509(3) . ? C13 C14 1.387(3) . ? C13 H13 0.9300 . ? C14 C15 1.382(3) . ? C15 H15 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.514(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.523(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.508(4) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.523(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31 0.9300 . ? C32 H32 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 O1 Cd1 N12 137.99(6) . 1_545 ? O1 Cd1 O11 81.30(6) . . ? N12 Cd1 O11 91.98(6) 1_545 . ? O1 Cd1 N1 87.79(6) . . ? N12 Cd1 N1 95.66(6) 1_545 . ? O11 Cd1 N1 169.06(5) . . ? O1 Cd1 O6 86.00(5) . . ? N12 Cd1 O6 135.45(6) 1_545 . ? O11 Cd1 O6 87.97(6) . . ? N1 Cd1 O6 92.04(6) . . ? O1 Cd1 O7 139.14(6) . . ? N12 Cd1 O7 81.60(6) 1_545 . ? O11 Cd1 O7 89.23(5) . . ? N1 Cd1 O7 99.61(6) . . ? O6 Cd1 O7 53.85(5) . . ? O12 Cd2 O9 81.10(5) . . ? O12 Cd2 N7 170.91(6) . . ? O9 Cd2 N7 90.95(6) . . ? O12 Cd2 N6 92.53(6) . 1_556 ? O9 Cd2 N6 135.91(6) . 1_556 ? N7 Cd2 N6 96.26(6) . 1_556 ? O12 Cd2 O4 88.02(6) . 1_566 ? O9 Cd2 O4 86.82(5) . 1_566 ? N7 Cd2 O4 87.14(6) . 1_566 ? N6 Cd2 O4 136.82(5) 1_556 1_566 ? O12 Cd2 O3 92.04(5) . 1_566 ? O9 Cd2 O3 140.62(5) . 1_566 ? N7 Cd2 O3 91.34(5) . 1_566 ? N6 Cd2 O3 82.79(5) 1_556 1_566 ? O4 Cd2 O3 54.06(5) 1_566 1_566 ? O12 Cd2 O8 90.25(5) . . ? O9 Cd2 O8 52.18(5) . . ? N7 Cd2 O8 88.30(6) . . ? N6 Cd2 O8 84.53(6) 1_556 . ? O4 Cd2 O8 138.64(5) 1_566 . ? O3 Cd2 O8 167.20(5) 1_566 . ? O12 Cd2 C8 89.86(6) . 1_566 ? O9 Cd2 C8 113.59(6) . 1_566 ? N7 Cd2 C8 89.30(6) . 1_566 ? N6 Cd2 C8 109.95(6) 1_556 1_566 ? O4 Cd2 C8 26.89(5) 1_566 1_566 ? O3 Cd2 C8 27.18(5) 1_566 1_566 ? O8 Cd2 C8 165.50(5) . 1_566 ? C7 O1 Cd1 106.76(13) . . ? C7 O2 O14 66.93(13) . . ? C8 O3 Cd2 89.42(11) . 1_544 ? C8 O4 Cd2 94.75(12) . 1_544 ? C5 O5 C9 118.9(2) . . ? C16 O6 Cd1 95.04(13) . . ? C16 O7 Cd1 89.45(11) . . ? C17 O8 Cd2 85.02(12) . . ? C17 O9 Cd2 100.57(13) . . ? C14 O10 C18 118.37(18) . . ? Cd1 O11 H1W 130.4 . . ? Cd1 O11 H2W 111.0 . . ? H1W O11 H2W 109.8 . . ? Cd2 O12 H3W 113.8 . . ? Cd2 O12 H4W 125.4 . . ? H3W O12 H4W 111.3 . . ? H5W O13 H6W 110.6 . . ? H12W O16 H11W 108.8 . . ? H12W O16 H12W 0.0 . . ? H11W O16 H12W 108.8 . . ? H13W O17 H14W 110.3 . . ? O18 O15 H10W 111.9 . . ? O18 O15 H9W 119.4 . . ? H10W O15 H9W 110.8 . . ? O15 O18 O14 94.11(11) . . ? O15 O18 H15W 118.8 . . ? O14 O18 H15W 71.4 . . ? O15 O18 H16W 22.2 . . ? O14 O18 H16W 71.9 . . ? H15W O18 H16W 110.3 . . ? O18 O14 O2 160.71(9) . . ? O18 O14 H8W 112.8 . . ? O2 O14 H8W 75.0 . . ? O18 O14 H7W 21.6 . . ? O2 O14 H7W 140.1 . . ? H8W O14 H7W 109.6 . . ? H17W O19 H18W 109.7 . . ? C20 N1 C19 103.40(18) . . ? C20 N1 Cd1 122.23(13) . . ? C19 N1 Cd1 134.37(15) . . ? C19 N2 N3 102.80(19) . . ? C20 N3 N2 109.71(18) . . ? C20 N3 C21 129.38(18) . . ? N2 N3 C21 120.91(18) . . ? C24 N4 N5 109.60(16) . . ? C24 N4 C23 129.91(19) . . ? N5 N4 C23 120.49(18) . . ? C25 N5 N4 102.63(18) . . ? C24 N6 C25 102.92(18) . . ? C24 N6 Cd2 128.04(15) . 1_554 ? C25 N6 Cd2 128.98(13) . 1_554 ? C27 N7 C26 103.02(18) . . ? C27 N7 Cd2 124.65(13) . . ? C26 N7 Cd2 131.61(15) . . ? C26 N8 N9 102.45(18) . . ? C27 N9 N8 110.09(18) . . ? C27 N9 C28 129.62(17) . . ? N8 N9 C28 120.30(17) . . ? C31 N10 N11 109.41(18) . . ? C31 N10 C30 129.2(2) . . ? N11 N10 C30 121.4(2) . . ? C32 N11 N10 102.4(2) . . ? C31 N12 C32 102.83(19) . . ? C31 N12 Cd1 127.04(16) . 1_565 ? C32 N12 Cd1 130.13(15) . 1_565 ? C6 C1 C2 119.29(17) . . ? C6 C1 C7 118.28(18) . . ? C2 C1 C7 122.39(18) . . ? C3 C2 C1 120.06(18) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.27(18) . . ? C2 C3 C8 121.65(17) . . ? C4 C3 C8 118.08(16) . . ? C5 C4 C3 119.83(17) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? O5 C5 C4 125.13(18) . . ? O5 C5 C6 115.14(19) . . ? C4 C5 C6 119.72(19) . . ? C1 C6 C5 120.82(19) . . ? C1 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? O2 C7 O1 122.61(18) . . ? O2 C7 C1 120.71(19) . . ? O1 C7 C1 116.68(19) . . ? O4 C8 O3 121.76(18) . . ? O4 C8 C3 118.55(18) . . ? O3 C8 C3 119.69(16) . . ? O4 C8 Cd2 58.36(11) . 1_544 ? O3 C8 Cd2 63.41(10) . 1_544 ? C3 C8 Cd2 176.89(13) . 1_544 ? O5 C9 H9A 109.5 . . ? O5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 119.90(19) . . ? C15 C10 C16 119.09(16) . . ? C11 C10 C16 121.01(18) . . ? C12 C11 C10 119.56(18) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 120.21(17) . . ? C11 C12 C17 121.45(18) . . ? C13 C12 C17 118.32(19) . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? O10 C14 C15 115.33(18) . . ? O10 C14 C13 124.5(2) . . ? C15 C14 C13 120.1(2) . . ? C10 C15 C14 120.70(18) . . ? C10 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? O6 C16 O7 121.45(19) . . ? O6 C16 C10 118.66(18) . . ? O7 C16 C10 119.88(17) . . ? O9 C17 O8 122.23(18) . . ? O9 C17 C12 118.46(19) . . ? O8 C17 C12 119.30(19) . . ? O10 C18 H18A 109.5 . . ? O10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N2 C19 N1 114.1(2) . . ? N2 C19 H19 122.9 . . ? N1 C19 H19 122.9 . . ? N3 C20 N1 109.96(18) . . ? N3 C20 H20 125.0 . . ? N1 C20 H20 125.0 . . ? N3 C21 C22 110.29(19) . . ? N3 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N3 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C21 C22 C23 113.1(2) . . ? C21 C22 H22A 109.0 . . ? C23 C22 H22A 109.0 . . ? C21 C22 H22B 109.0 . . ? C23 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? N4 C23 C22 113.49(17) . . ? N4 C23 H23A 108.9 . . ? C22 C23 H23A 108.9 . . ? N4 C23 H23B 108.9 . . ? C22 C23 H23B 108.9 . . ? H23A C23 H23B 107.7 . . ? N4 C24 N6 110.16(19) . . ? N4 C24 H24 124.9 . . ? N6 C24 H24 124.9 . . ? N5 C25 N6 114.68(18) . . ? N5 C25 H25 122.7 . . ? N6 C25 H25 122.7 . . ? N8 C26 N7 114.2(2) . . ? N8 C26 H26 122.9 . . ? N7 C26 H26 122.9 . . ? N9 C27 N7 110.19(17) . . ? N9 C27 H27 124.9 . . ? N7 C27 H27 124.9 . . ? N9 C28 C29 110.1(2) . . ? N9 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? N9 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.2 . . ? C28 C29 C30 113.9(2) . . ? C28 C29 H29A 108.8 . . ? C30 C29 H29A 108.8 . . ? C28 C29 H29B 108.8 . . ? C30 C29 H29B 108.8 . . ? H29A C29 H29B 107.7 . . ? N10 C30 C29 113.02(19) . . ? N10 C30 H30A 109.0 . . ? C29 C30 H30A 109.0 . . ? N10 C30 H30B 109.0 . . ? C29 C30 H30B 109.0 . . ? H30A C30 H30B 107.8 . . ? N12 C31 N10 110.6(2) . . ? N12 C31 H31 124.7 . . ? N10 C31 H31 124.7 . . ? N11 C32 N12 114.7(2) . . ? N11 C32 H32 122.6 . . ? N12 C32 H32 122.6 . . ? 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 N12 Cd1 O1 C7 -9.36(18) 1_545 . . . ? O11 Cd1 O1 C7 -92.60(14) . . . . ? N1 Cd1 O1 C7 86.64(14) . . . . ? O6 Cd1 O1 C7 178.84(14) . . . . ? O7 Cd1 O1 C7 -171.20(12) . . . . ? O1 Cd1 O6 C16 169.39(12) . . . . ? N12 Cd1 O6 C16 -2.79(16) 1_545 . . . ? O11 Cd1 O6 C16 87.97(12) . . . . ? N1 Cd1 O6 C16 -102.98(12) . . . . ? O7 Cd1 O6 C16 -2.56(11) . . . . ? O1 Cd1 O7 C16 -9.81(15) . . . . ? N12 Cd1 O7 C16 -177.63(12) 1_545 . . . ? O11 Cd1 O7 C16 -85.52(12) . . . . ? N1 Cd1 O7 C16 88.00(12) . . . . ? O6 Cd1 O7 C16 2.53(11) . . . . ? O12 Cd2 O8 C17 78.25(13) . . . . ? O9 Cd2 O8 C17 -0.25(12) . . . . ? N7 Cd2 O8 C17 -92.77(13) . . . . ? N6 Cd2 O8 C17 170.77(13) 1_556 . . . ? O4 Cd2 O8 C17 -9.04(16) 1_566 . . . ? O3 Cd2 O8 C17 178.6(2) 1_566 . . . ? C8 Cd2 O8 C17 -12.2(3) 1_566 . . . ? O12 Cd2 O9 C17 -97.05(14) . . . . ? N7 Cd2 O9 C17 87.37(14) . . . . ? N6 Cd2 O9 C17 -12.64(17) 1_556 . . . ? O4 Cd2 O9 C17 174.46(14) 1_566 . . . ? O3 Cd2 O9 C17 -179.35(12) 1_566 . . . ? O8 Cd2 O9 C17 0.26(12) . . . . ? C8 Cd2 O9 C17 177.03(13) 1_566 . . . ? O15 O18 O14 O2 121.2(3) . . . . ? C7 O2 O14 O18 -92.7(3) . . . . ? O1 Cd1 N1 C20 25.69(17) . . . . ? N12 Cd1 N1 C20 163.71(17) 1_545 . . . ? O11 Cd1 N1 C20 29.6(4) . . . . ? O6 Cd1 N1 C20 -60.23(17) . . . . ? O7 Cd1 N1 C20 -113.88(17) . . . . ? O1 Cd1 N1 C19 -154.5(2) . . . . ? N12 Cd1 N1 C19 -16.5(2) 1_545 . . . ? O11 Cd1 N1 C19 -150.6(3) . . . . ? O6 Cd1 N1 C19 119.6(2) . . . . ? O7 Cd1 N1 C19 65.9(2) . . . . ? C19 N2 N3 C20 0.5(3) . . . . ? C19 N2 N3 C21 -178.9(2) . . . . ? C24 N4 N5 C25 0.4(2) . . . . ? C23 N4 N5 C25 -179.57(18) . . . . ? O12 Cd2 N7 C27 -18.5(5) . . . . ? O9 Cd2 N7 C27 10.36(18) . . . . ? N6 Cd2 N7 C27 146.79(17) 1_556 . . . ? O4 Cd2 N7 C27 -76.40(17) 1_566 . . . ? O3 Cd2 N7 C27 -130.32(18) 1_566 . . . ? O8 Cd2 N7 C27 62.48(18) . . . . ? C8 Cd2 N7 C27 -103.22(18) 1_566 . . . ? O12 Cd2 N7 C26 150.1(3) . . . . ? O9 Cd2 N7 C26 178.9(2) . . . . ? N6 Cd2 N7 C26 -44.6(2) 1_556 . . . ? O4 Cd2 N7 C26 92.2(2) 1_566 . . . ? O3 Cd2 N7 C26 38.2(2) 1_566 . . . ? O8 Cd2 N7 C26 -129.0(2) . . . . ? C8 Cd2 N7 C26 65.3(2) 1_566 . . . ? C26 N8 N9 C27 2.5(3) . . . . ? C26 N8 N9 C28 -177.7(2) . . . . ? C31 N10 N11 C32 -0.9(3) . . . . ? C30 N10 N11 C32 -179.5(2) . . . . ? C6 C1 C2 C3 0.5(3) . . . . ? C7 C1 C2 C3 -177.07(18) . . . . ? C1 C2 C3 C4 -0.3(3) . . . . ? C1 C2 C3 C8 179.12(17) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C8 C3 C4 C5 -179.79(18) . . . . ? C9 O5 C5 C4 -3.7(3) . . . . ? C9 O5 C5 C6 175.3(2) . . . . ? C3 C4 C5 O5 179.77(19) . . . . ? C3 C4 C5 C6 0.8(3) . . . . ? C2 C1 C6 C5 -0.1(3) . . . . ? C7 C1 C6 C5 177.59(19) . . . . ? O5 C5 C6 C1 -179.64(19) . . . . ? C4 C5 C6 C1 -0.6(3) . . . . ? O14 O2 C7 O1 89.6(2) . . . . ? O14 O2 C7 C1 -90.53(19) . . . . ? Cd1 O1 C7 O2 0.1(3) . . . . ? Cd1 O1 C7 C1 -179.72(14) . . . . ? C6 C1 C7 O2 -179.0(2) . . . . ? C2 C1 C7 O2 -1.4(3) . . . . ? C6 C1 C7 O1 0.8(3) . . . . ? C2 C1 C7 O1 178.44(19) . . . . ? Cd2 O4 C8 O3 0.7(2) 1_544 . . . ? Cd2 O4 C8 C3 -179.58(14) 1_544 . . . ? Cd2 O3 C8 O4 -0.64(19) 1_544 . . . ? Cd2 O3 C8 C3 179.61(15) 1_544 . . . ? C2 C3 C8 O4 -177.16(18) . . . . ? C4 C3 C8 O4 2.2(3) . . . . ? C2 C3 C8 O3 2.6(3) . . . . ? C4 C3 C8 O3 -178.01(17) . . . . ? C2 C3 C8 Cd2 176(2) . . . 1_544 ? C4 C3 C8 Cd2 -4(3) . . . 1_544 ? C15 C10 C11 C12 -0.6(3) . . . . ? C16 C10 C11 C12 178.91(18) . . . . ? C10 C11 C12 C13 0.4(3) . . . . ? C10 C11 C12 C17 -178.01(18) . . . . ? C11 C12 C13 C14 0.4(3) . . . . ? C17 C12 C13 C14 178.85(19) . . . . ? C18 O10 C14 C15 -174.9(2) . . . . ? C18 O10 C14 C13 4.4(3) . . . . ? C12 C13 C14 O10 179.7(2) . . . . ? C12 C13 C14 C15 -1.0(3) . . . . ? C11 C10 C15 C14 0.0(3) . . . . ? C16 C10 C15 C14 -179.52(19) . . . . ? O10 C14 C15 C10 -179.86(19) . . . . ? C13 C14 C15 C10 0.8(3) . . . . ? Cd1 O6 C16 O7 4.8(2) . . . . ? Cd1 O6 C16 C10 -175.54(15) . . . . ? Cd1 O7 C16 O6 -4.52(19) . . . . ? Cd1 O7 C16 C10 175.78(16) . . . . ? C15 C10 C16 O6 7.3(3) . . . . ? C11 C10 C16 O6 -172.26(18) . . . . ? C15 C10 C16 O7 -173.02(18) . . . . ? C11 C10 C16 O7 7.5(3) . . . . ? Cd2 O9 C17 O8 -0.5(2) . . . . ? Cd2 O9 C17 C12 -179.20(15) . . . . ? Cd2 O8 C17 O9 0.4(2) . . . . ? Cd2 O8 C17 C12 179.12(18) . . . . ? C11 C12 C17 O9 178.89(19) . . . . ? C13 C12 C17 O9 0.4(3) . . . . ? C11 C12 C17 O8 0.2(3) . . . . ? C13 C12 C17 O8 -178.31(19) . . . . ? N3 N2 C19 N1 -0.1(3) . . . . ? C20 N1 C19 N2 -0.3(3) . . . . ? Cd1 N1 C19 N2 179.89(17) . . . . ? N2 N3 C20 N1 -0.7(3) . . . . ? C21 N3 C20 N1 178.6(2) . . . . ? C19 N1 C20 N3 0.6(3) . . . . ? Cd1 N1 C20 N3 -179.57(14) . . . . ? C20 N3 C21 C22 -114.6(3) . . . . ? N2 N3 C21 C22 64.6(3) . . . . ? N3 C21 C22 C23 -169.63(16) . . . . ? C24 N4 C23 C22 105.1(3) . . . . ? N5 N4 C23 C22 -75.0(3) . . . . ? C21 C22 C23 N4 -78.6(2) . . . . ? N5 N4 C24 N6 -0.6(2) . . . . ? C23 N4 C24 N6 179.4(2) . . . . ? C25 N6 C24 N4 0.5(2) . . . . ? Cd2 N6 C24 N4 -176.94(13) 1_554 . . . ? N4 N5 C25 N6 -0.1(2) . . . . ? C24 N6 C25 N5 -0.3(3) . . . . ? Cd2 N6 C25 N5 177.14(14) 1_554 . . . ? N9 N8 C26 N7 -1.1(3) . . . . ? C27 N7 C26 N8 -0.6(3) . . . . ? Cd2 N7 C26 N8 -170.94(18) . . . . ? N8 N9 C27 N7 -3.0(3) . . . . ? C28 N9 C27 N7 177.2(2) . . . . ? C26 N7 C27 N9 2.2(3) . . . . ? Cd2 N7 C27 N9 173.40(14) . . . . ? C27 N9 C28 C29 -109.4(3) . . . . ? N8 N9 C28 C29 70.8(3) . . . . ? N9 C28 C29 C30 -171.76(18) . . . . ? C31 N10 C30 C29 111.7(3) . . . . ? N11 N10 C30 C29 -70.0(3) . . . . ? C28 C29 C30 N10 -71.3(3) . . . . ? C32 N12 C31 N10 -0.2(3) . . . . ? Cd1 N12 C31 N10 179.44(14) 1_565 . . . ? N11 N10 C31 N12 0.7(3) . . . . ? C30 N10 C31 N12 179.1(2) . . . . ? N10 N11 C32 N12 0.8(3) . . . . ? C31 N12 C32 N11 -0.4(3) . . . . ? Cd1 N12 C32 N11 179.98(17) 1_565 . . . ? 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 O19 H18W O10 0.84 2.09 2.918(3) 169.7 2_666 O19 H17W O8 0.83 2.03 2.794(3) 151.7 . O14 H8W O8 0.83 2.09 2.875(3) 158.4 2_656 O18 H16W O15 0.86 1.99 2.758(4) 148.4 . O18 H15W O19 0.83 1.92 2.742(4) 171.1 2_656 O15 H9W O17 0.83 1.91 2.734(3) 177.0 2_656 O15 H10W O13 0.83 2.15 2.801(3) 134.8 1_445 O17 H14W O5 0.84 2.57 3.309(3) 148.4 2_656 O17 H13W N5 0.83 2.23 3.025(3) 159.4 1_556 O16 H11W O18 0.85 1.91 2.758(4) 179.4 1_665 O13 H5W O16 0.83 2.10 2.885(3) 157.0 . O13 H6W O2 0.83 1.91 2.722(3) 166.1 1_565 O12 H4W O3 0.83 1.86 2.685(2) 172.9 2_656 O12 H3W O13 0.83 2.00 2.809(2) 162.6 2_666 O11 H2W O14 0.83 1.92 2.749(2) 173.8 . O11 H1W O7 0.84 1.90 2.722(2) 168.3 2_656 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.540 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.063 # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 850775' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Cd N4 O6' _chemical_formula_weight 500.78 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 9.3161(12) _cell_length_b 10.4338(13) _cell_length_c 11.5703(15) _cell_angle_alpha 87.7020(10) _cell_angle_beta 68.2570(10) _cell_angle_gamma 69.2070(10) _cell_volume 971.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4076 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 1.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6991 _exptl_absorpt_correction_T_max 0.8351 _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6330 _diffrn_reflns_av_R_equivalents 0.0141 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3501 _reflns_number_gt 3233 _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^)+(0.0332P)^2^+0.9379P] 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 3501 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0250 _refine_ls_wR_factor_ref 0.0652 _refine_ls_wR_factor_gt 0.0634 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 0.85822(2) 0.667475(19) 1.143421(18) 0.02595(8) Uani 1 1 d . . . O1 O 1.0148(3) 0.53661(19) 0.7904(2) 0.0354(5) Uani 1 1 d . . . O2 O 1.0799(2) 0.6100(2) 0.9348(2) 0.0364(5) Uani 1 1 d . . . O3 O 1.1907(3) 1.0640(3) 0.8539(2) 0.0515(6) Uani 1 1 d . . . O4 O 0.9982(3) 1.2251(2) 0.8071(2) 0.0503(6) Uani 1 1 d . . . O5 O 0.8212(3) 0.9626(2) 0.5744(2) 0.0411(5) Uani 1 1 d . . . N1 N 0.6692(3) 0.7193(2) 1.0550(2) 0.0303(5) Uani 1 1 d . . . N2 N 0.5148(3) 0.6981(3) 0.9578(2) 0.0321(5) Uani 1 1 d . . . N3 N 0.5121(3) 0.6564(3) 0.5357(2) 0.0340(6) Uani 1 1 d . . . N4 N 0.6513(3) 0.6883(3) 0.3431(2) 0.0361(6) Uani 1 1 d . . . C1 C 0.9966(3) 0.7694(3) 0.7962(3) 0.0260(6) Uani 1 1 d . . . C2 C 1.0436(3) 0.8672(3) 0.8338(3) 0.0284(6) Uani 1 1 d . . . H2 H 1.0944 0.8482 0.8914 0.034 Uiso 1 1 calc R . . C3 C 1.0149(4) 0.9944(3) 0.7851(3) 0.0298(6) Uani 1 1 d . . . C4 C 0.9368(4) 1.0224(3) 0.7008(3) 0.0316(6) Uani 1 1 d . . . H4 H 0.9144 1.1081 0.6703 0.038 Uiso 1 1 calc R . . C5 C 0.8915(3) 0.9239(3) 0.6615(3) 0.0296(6) Uani 1 1 d . . . C6 C 0.9216(3) 0.7972(3) 0.7086(3) 0.0293(6) Uani 1 1 d . . . H6 H 0.8920 0.7308 0.6821 0.035 Uiso 1 1 calc R . . C7 C 1.0319(3) 0.6299(3) 0.8450(3) 0.0279(6) Uani 1 1 d . . . C8 C 1.0737(4) 1.1002(3) 0.8192(3) 0.0364(7) Uani 1 1 d . . . C9 C 0.7670(5) 0.8690(4) 0.5313(4) 0.0536(9) Uani 1 1 d . . . H9A H 0.8570 0.7816 0.5012 0.080 Uiso 1 1 calc R . . H9B H 0.7316 0.9052 0.4647 0.080 Uiso 1 1 calc R . . H9C H 0.6760 0.8572 0.5990 0.080 Uiso 1 1 calc R . . C10 C 0.5418(4) 0.8439(3) 1.0696(3) 0.0417(8) Uani 1 1 d . . . H10 H 0.5246 0.9241 1.1138 0.050 Uiso 1 1 calc R . . C11 C 0.4460(4) 0.8324(3) 1.0104(3) 0.0438(8) Uani 1 1 d . . . H11 H 0.3523 0.9013 1.0061 0.053 Uiso 1 1 calc R . . C12 C 0.6481(3) 0.6349(3) 0.9866(3) 0.0293(6) Uani 1 1 d . . . H12 H 0.7171 0.5429 0.9615 0.035 Uiso 1 1 calc R . . C13 C 0.4612(4) 0.6365(4) 0.8772(3) 0.0390(7) Uani 1 1 d . . . H13A H 0.3426 0.6573 0.9171 0.047 Uiso 1 1 calc R . . H13B H 0.5169 0.5371 0.8666 0.047 Uiso 1 1 calc R . . C14 C 0.4999(4) 0.6904(3) 0.7499(3) 0.0349(7) Uani 1 1 d . . . H14A H 0.4269 0.7858 0.7583 0.042 Uiso 1 1 calc R . . H14B H 0.6134 0.6870 0.7172 0.042 Uiso 1 1 calc R . . C15 C 0.4774(4) 0.6055(3) 0.6595(3) 0.0375(7) Uani 1 1 d . . . H15A H 0.5513 0.5104 0.6509 0.045 Uiso 1 1 calc R . . H15B H 0.3643 0.6080 0.6932 0.045 Uiso 1 1 calc R . . C16 C 0.6601(4) 0.6186(3) 0.4395(3) 0.0328(6) Uani 1 1 d . . . H16 H 0.7569 0.5515 0.4408 0.039 Uiso 1 1 calc R . . C17 C 0.4883(4) 0.7747(4) 0.3809(3) 0.0549(10) Uani 1 1 d . . . H17 H 0.4435 0.8365 0.3321 0.066 Uiso 1 1 calc R . . C18 C 0.4023(4) 0.7571(4) 0.4991(3) 0.0520(9) Uani 1 1 d . . . H18 H 0.2902 0.8044 0.5462 0.062 Uiso 1 1 calc R . . O6 O 0.8670(7) 0.4333(6) 0.6526(7) 0.222(4) Uani 1 1 d . . . H2W H 0.9463 0.4610 0.6296 0.332 Uiso 1 1 d R . . H1W H 0.8692 0.3848 0.7112 0.332 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.03094(12) 0.02398(12) 0.02932(12) 0.00577(8) -0.01617(9) -0.01269(8) O1 0.0439(12) 0.0212(10) 0.0402(12) 0.0048(9) -0.0146(10) -0.0127(9) O2 0.0338(11) 0.0396(12) 0.0405(12) 0.0185(10) -0.0178(10) -0.0165(9) O3 0.0590(15) 0.0539(15) 0.0643(16) 0.0081(12) -0.0351(13) -0.0344(13) O4 0.0714(16) 0.0328(12) 0.0660(16) 0.0068(11) -0.0366(14) -0.0303(12) O5 0.0609(14) 0.0333(11) 0.0513(14) 0.0185(10) -0.0389(12) -0.0252(10) N1 0.0345(13) 0.0312(12) 0.0314(13) 0.0065(10) -0.0183(11) -0.0132(10) N2 0.0307(12) 0.0425(14) 0.0305(13) 0.0116(11) -0.0157(11) -0.0183(11) N3 0.0356(13) 0.0398(14) 0.0289(13) 0.0037(11) -0.0147(11) -0.0137(11) N4 0.0379(14) 0.0380(14) 0.0285(13) 0.0045(11) -0.0121(11) -0.0101(11) C1 0.0247(13) 0.0232(13) 0.0279(14) 0.0044(11) -0.0073(11) -0.0093(11) C2 0.0297(14) 0.0310(14) 0.0272(14) 0.0046(11) -0.0111(12) -0.0140(12) C3 0.0344(15) 0.0284(14) 0.0294(15) 0.0018(12) -0.0096(12) -0.0175(12) C4 0.0387(16) 0.0226(14) 0.0372(16) 0.0088(12) -0.0155(13) -0.0149(12) C5 0.0340(15) 0.0294(14) 0.0300(15) 0.0046(12) -0.0159(12) -0.0132(12) C6 0.0341(15) 0.0254(14) 0.0349(15) 0.0052(12) -0.0152(13) -0.0164(12) C7 0.0198(12) 0.0276(14) 0.0307(15) 0.0073(12) -0.0031(11) -0.0095(11) C8 0.0495(19) 0.0375(17) 0.0292(15) 0.0021(13) -0.0110(14) -0.0280(15) C9 0.075(3) 0.056(2) 0.064(2) 0.0215(19) -0.048(2) -0.041(2) C10 0.0501(19) 0.0336(16) 0.0414(18) 0.0009(14) -0.0246(16) -0.0075(14) C11 0.0403(17) 0.0432(19) 0.0472(19) 0.0075(15) -0.0250(16) -0.0062(14) C12 0.0292(14) 0.0340(15) 0.0286(14) 0.0080(12) -0.0126(12) -0.0147(12) C13 0.0445(18) 0.055(2) 0.0379(17) 0.0187(15) -0.0240(14) -0.0334(16) C14 0.0373(16) 0.0438(17) 0.0332(16) 0.0126(13) -0.0168(13) -0.0233(14) C15 0.0434(17) 0.0464(18) 0.0298(16) 0.0105(14) -0.0145(13) -0.0248(15) C16 0.0307(15) 0.0366(16) 0.0323(15) 0.0022(13) -0.0139(13) -0.0114(12) C17 0.048(2) 0.058(2) 0.0380(19) 0.0130(17) -0.0151(16) 0.0019(17) C18 0.0377(18) 0.063(2) 0.0350(18) 0.0059(16) -0.0104(15) 0.0000(16) O6 0.184(5) 0.149(4) 0.323(8) -0.124(5) -0.209(6) 0.083(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 N1 2.248(2) . ? Cd1 O4 2.249(2) 2_777 ? Cd1 O1 2.2958(19) 2_767 ? Cd1 N4 2.355(2) 1_556 ? Cd1 O2 2.449(2) . ? O1 C7 1.267(4) . ? O1 Cd1 2.2958(19) 2_767 ? O2 C7 1.258(4) . ? O3 C8 1.229(4) . ? O4 C8 1.272(4) . ? O4 Cd1 2.249(2) 2_777 ? O5 C5 1.369(3) . ? O5 C9 1.426(4) . ? N1 C12 1.316(4) . ? N1 C10 1.379(4) . ? N2 C12 1.341(4) . ? N2 C11 1.373(4) . ? N2 C13 1.468(4) . ? N3 C16 1.344(4) . ? N3 C18 1.361(4) . ? N3 C15 1.468(4) . ? N4 C16 1.319(4) . ? N4 C17 1.369(4) . ? N4 Cd1 2.355(2) 1_554 ? C1 C2 1.385(4) . ? C1 C6 1.399(4) . ? C1 C7 1.510(4) . ? C2 C3 1.396(4) . ? C2 H2 0.9300 . ? C3 C4 1.384(4) . ? C3 C8 1.517(4) . ? C4 C5 1.390(4) . ? C4 H4 0.9300 . ? C5 C6 1.384(4) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.348(5) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.517(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.513(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16 0.9300 . ? C17 C18 1.348(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? O6 H2W 0.8372 . ? O6 H1W 0.8311 . ? 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 O4 136.93(9) . 2_777 ? N1 Cd1 O1 129.77(8) . 2_767 ? O4 Cd1 O1 93.24(8) 2_777 2_767 ? N1 Cd1 N4 91.00(9) . 1_556 ? O4 Cd1 N4 99.04(9) 2_777 1_556 ? O1 Cd1 N4 80.96(8) 2_767 1_556 ? N1 Cd1 O2 89.55(8) . . ? O4 Cd1 O2 86.19(8) 2_777 . ? O1 Cd1 O2 92.29(7) 2_767 . ? N4 Cd1 O2 171.64(8) 1_556 . ? C7 O1 Cd1 106.26(17) . 2_767 ? C7 O2 Cd1 115.29(17) . . ? C8 O4 Cd1 101.8(2) . 2_777 ? C5 O5 C9 118.6(2) . . ? C12 N1 C10 105.3(2) . . ? C12 N1 Cd1 127.47(19) . . ? C10 N1 Cd1 127.1(2) . . ? C12 N2 C11 107.2(3) . . ? C12 N2 C13 125.7(3) . . ? C11 N2 C13 126.9(3) . . ? C16 N3 C18 106.9(3) . . ? C16 N3 C15 126.7(3) . . ? C18 N3 C15 126.4(3) . . ? C16 N4 C17 104.8(3) . . ? C16 N4 Cd1 129.6(2) . 1_554 ? C17 N4 Cd1 125.5(2) . 1_554 ? C2 C1 C6 120.1(2) . . ? C2 C1 C7 120.5(3) . . ? C6 C1 C7 119.3(2) . . ? C1 C2 C3 120.0(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 C8 119.4(3) . . ? C2 C3 C8 121.0(3) . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? O5 C5 C6 125.3(3) . . ? O5 C5 C4 114.9(2) . . ? C6 C5 C4 119.8(3) . . ? C5 C6 C1 119.8(3) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 123.0(2) . . ? O2 C7 C1 119.5(3) . . ? O1 C7 C1 117.4(3) . . ? O3 C8 O4 123.1(3) . . ? O3 C8 C3 120.4(3) . . ? O4 C8 C3 116.4(3) . . ? O5 C9 H9A 109.5 . . ? O5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N1 110.0(3) . . ? C11 C10 H10 125.0 . . ? N1 C10 H10 125.0 . . ? C10 C11 N2 106.0(3) . . ? C10 C11 H11 127.0 . . ? N2 C11 H11 127.0 . . ? N1 C12 N2 111.5(3) . . ? N1 C12 H12 124.2 . . ? N2 C12 H12 124.2 . . ? N2 C13 C14 111.4(2) . . ? N2 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N2 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? C15 C14 C13 110.8(2) . . ? C15 C14 H14A 109.5 . . ? C13 C14 H14A 109.5 . . ? C15 C14 H14B 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? N3 C15 C14 112.0(2) . . ? N3 C15 H15A 109.2 . . ? C14 C15 H15A 109.2 . . ? N3 C15 H15B 109.2 . . ? C14 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? N4 C16 N3 111.8(3) . . ? N4 C16 H16 124.1 . . ? N3 C16 H16 124.1 . . ? C18 C17 N4 110.3(3) . . ? C18 C17 H17 124.9 . . ? N4 C17 H17 124.9 . . ? C17 C18 N3 106.3(3) . . ? C17 C18 H18 126.9 . . ? N3 C18 H18 126.9 . . ? H2W O6 H1W 110.7 . . ? 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 N1 Cd1 O2 C7 3.2(2) . . . . ? O4 Cd1 O2 C7 -133.9(2) 2_777 . . . ? O1 Cd1 O2 C7 132.97(19) 2_767 . . . ? N4 Cd1 O2 C7 97.0(5) 1_556 . . . ? O4 Cd1 N1 C12 148.8(2) 2_777 . . . ? O1 Cd1 N1 C12 -27.8(3) 2_767 . . . ? N4 Cd1 N1 C12 -106.8(2) 1_556 . . . ? O2 Cd1 N1 C12 64.8(2) . . . . ? O4 Cd1 N1 C10 -37.1(3) 2_777 . . . ? O1 Cd1 N1 C10 146.4(2) 2_767 . . . ? N4 Cd1 N1 C10 67.3(3) 1_556 . . . ? O2 Cd1 N1 C10 -121.0(3) . . . . ? C6 C1 C2 C3 0.6(4) . . . . ? C7 C1 C2 C3 178.1(2) . . . . ? C1 C2 C3 C4 1.0(4) . . . . ? C1 C2 C3 C8 -176.6(3) . . . . ? C2 C3 C4 C5 -2.0(4) . . . . ? C8 C3 C4 C5 175.7(3) . . . . ? C9 O5 C5 C6 2.9(5) . . . . ? C9 O5 C5 C4 -178.3(3) . . . . ? C3 C4 C5 O5 -177.5(3) . . . . ? C3 C4 C5 C6 1.3(4) . . . . ? O5 C5 C6 C1 179.0(3) . . . . ? C4 C5 C6 C1 0.4(4) . . . . ? C2 C1 C6 C5 -1.3(4) . . . . ? C7 C1 C6 C5 -178.8(2) . . . . ? Cd1 O2 C7 O1 -93.6(3) . . . . ? Cd1 O2 C7 C1 88.1(2) . . . . ? Cd1 O1 C7 O2 -12.6(3) 2_767 . . . ? Cd1 O1 C7 C1 165.77(18) 2_767 . . . ? C2 C1 C7 O2 11.3(4) . . . . ? C6 C1 C7 O2 -171.2(2) . . . . ? C2 C1 C7 O1 -167.1(2) . . . . ? C6 C1 C7 O1 10.4(4) . . . . ? Cd1 O4 C8 O3 1.9(4) 2_777 . . . ? Cd1 O4 C8 C3 -176.5(2) 2_777 . . . ? C4 C3 C8 O3 -153.3(3) . . . . ? C2 C3 C8 O3 24.3(4) . . . . ? C4 C3 C8 O4 25.1(4) . . . . ? C2 C3 C8 O4 -157.3(3) . . . . ? C12 N1 C10 C11 0.3(4) . . . . ? Cd1 N1 C10 C11 -174.9(2) . . . . ? N1 C10 C11 N2 0.0(4) . . . . ? C12 N2 C11 C10 -0.2(4) . . . . ? C13 N2 C11 C10 -176.1(3) . . . . ? C10 N1 C12 N2 -0.4(3) . . . . ? Cd1 N1 C12 N2 174.77(17) . . . . ? C11 N2 C12 N1 0.4(3) . . . . ? C13 N2 C12 N1 176.4(2) . . . . ? C12 N2 C13 C14 -105.3(3) . . . . ? C11 N2 C13 C14 70.0(4) . . . . ? N2 C13 C14 C15 168.2(3) . . . . ? C16 N3 C15 C14 89.0(4) . . . . ? C18 N3 C15 C14 -86.7(4) . . . . ? C13 C14 C15 N3 179.3(3) . . . . ? C17 N4 C16 N3 -0.1(4) . . . . ? Cd1 N4 C16 N3 -176.90(19) 1_554 . . . ? C18 N3 C16 N4 -0.5(4) . . . . ? C15 N3 C16 N4 -176.9(3) . . . . ? C16 N4 C17 C18 0.7(4) . . . . ? Cd1 N4 C17 C18 177.7(3) 1_554 . . . ? N4 C17 C18 N3 -1.0(5) . . . . ? C16 N3 C18 C17 0.9(4) . . . . ? C15 N3 C18 C17 177.3(3) . . . . ? 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 O6 H1W O4 0.83 2.21 2.972(7) 153.0 1_545 O6 H2W O1 0.84 2.42 2.902(5) 117.5 . _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 1.281 _refine_diff_density_min -0.714 _refine_diff_density_rms 0.067 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 850776' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H18 Cd N3 O8' _chemical_formula_weight 456.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7344(11) _cell_length_b 9.9796(14) _cell_length_c 11.6303(16) _cell_angle_alpha 88.084(2) _cell_angle_beta 78.895(2) _cell_angle_gamma 70.193(2) _cell_volume 828.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3759 _cell_measurement_theta_min 2.76 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.831 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 458 _exptl_absorpt_coefficient_mu 1.367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6463 _exptl_absorpt_correction_T_max 0.7813 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 6337 _diffrn_reflns_av_R_equivalents 0.0166 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3068 _reflns_number_gt 2822 _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^)+(0.0541P)^2^+1.0637P] 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 3068 _refine_ls_number_parameters 234 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.095 _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 C13 C -0.157(2) 0.1356(14) 0.4327(8) 0.085(3) Uani 0.600(10) 1 d PDU A 1 H13A H -0.2706 0.1134 0.4576 0.102 Uiso 0.600(10) 1 calc PR A 1 H13B H -0.1519 0.2023 0.4898 0.102 Uiso 0.600(10) 1 calc PR A 1 C14 C 0.0109(14) 0.0027(14) 0.4232(11) 0.095(3) Uani 0.600(10) 1 d PDU . 1 H14A H 0.1261 0.0157 0.3833 0.114 Uiso 0.600(10) 1 calc PR A 1 H14B H -0.0060 -0.0783 0.3889 0.114 Uiso 0.600(10) 1 calc PR A 1 C13' C -0.135(4) 0.0803(19) 0.4025(14) 0.085(3) Uani 0.400(10) 1 d PD A 2 H13C H -0.2579 0.0800 0.4418 0.102 Uiso 0.400(10) 1 calc PR A 2 H13D H -0.0651 -0.0122 0.3641 0.102 Uiso 0.400(10) 1 calc PR A 2 C14' C -0.031(3) 0.116(2) 0.4886(13) 0.095(3) Uani 0.400(10) 1 d PD A 2 H14C H 0.1007 0.0919 0.4593 0.143 Uiso 0.400(10) 1 d PR A 2 H14E H -0.0869 0.2176 0.5024 0.143 Uiso 0.400(10) 1 d PR A 2 Cd1 Cd 0.02930(4) 0.29425(3) -0.04924(2) 0.03147(12) Uani 1 1 d . . . O1 O 0.2892(4) 0.1646(3) -0.1808(3) 0.0419(7) Uani 1 1 d . . . O2 O 0.2390(4) 0.0356(3) -0.0289(3) 0.0414(7) Uani 1 1 d . . . O3 O 0.7951(4) -0.4250(3) -0.0154(2) 0.0384(6) Uani 1 1 d . . . O4 O 0.9119(4) -0.5522(3) -0.1825(3) 0.0456(7) Uani 1 1 d . . . O5 O 0.6860(6) -0.1986(4) -0.4944(3) 0.0675(12) Uani 1 1 d . . . O6 O -0.1544(5) 0.1739(4) -0.1054(3) 0.0571(9) Uani 1 1 d . . . H1W H -0.1943 0.1297 -0.0511 0.086 Uiso 1 1 d R . . H2W H -0.2345 0.2075 -0.1474 0.086 Uiso 1 1 d R . . O7 O 0.5871(13) 0.2696(11) 0.7593(10) 0.243(7) Uani 1 1 d . . . H3W H 0.5001 0.2343 0.7777 0.365 Uiso 1 1 d R . . H4W H 0.6020 0.3122 0.6956 0.365 Uiso 1 1 d R . . O8 O -0.3832(17) 0.4269(12) 0.5627(9) 0.257(6) Uani 1 1 d . . . H6W H -0.4642 0.4784 0.6171 0.386 Uiso 1 1 d R . . H5W H -0.4080 0.4005 0.5050 0.386 Uiso 1 1 d R . . N1 N -0.1024(5) 0.2775(4) 0.1404(3) 0.0381(8) Uani 1 1 d . A . N2 N -0.1531(6) 0.1989(6) 0.3144(4) 0.0627(12) Uani 1 1 d D . . C1 C 0.4775(5) -0.0806(4) -0.1926(3) 0.0292(8) Uani 1 1 d . . . C2 C 0.5672(5) -0.1979(4) -0.1302(3) 0.0301(8) Uani 1 1 d . . . H2 H 0.5364 -0.1964 -0.0488 0.036 Uiso 1 1 calc R . . C3 C 0.7027(5) -0.3162(4) -0.1912(3) 0.0296(8) Uani 1 1 d . . . C4 C 0.7448(6) -0.3220(4) -0.3130(3) 0.0370(9) Uani 1 1 d . . . H4 H 0.8322 -0.4032 -0.3532 0.044 Uiso 1 1 calc R . . C5 C 0.6548(6) -0.2048(4) -0.3745(4) 0.0415(10) Uani 1 1 d . . . C6 C 0.5249(6) -0.0830(4) -0.3144(3) 0.0356(9) Uani 1 1 d . . . H6 H 0.4698 -0.0033 -0.3554 0.043 Uiso 1 1 calc R . . C7 C 0.3267(5) 0.0471(4) -0.1298(3) 0.0319(8) Uani 1 1 d . . . C8 C 0.8097(5) -0.4398(4) -0.1253(3) 0.0321(8) Uani 1 1 d . . . C9 C 0.8125(10) -0.3210(6) -0.5626(4) 0.083(2) Uani 1 1 d . . . H9A H 0.9356 -0.3417 -0.5460 0.125 Uiso 1 1 calc R . . H9B H 0.8156 -0.3027 -0.6444 0.125 Uiso 1 1 calc R . . H9C H 0.7714 -0.4011 -0.5433 0.125 Uiso 1 1 calc R . . C10 C -0.0553(7) 0.1675(5) 0.2080(4) 0.0518(12) Uani 1 1 d . A . H10 H 0.0351 0.0796 0.1832 0.062 Uiso 1 1 calc R . . N3 N -0.2697(7) 0.3359(6) 0.3203(4) 0.0709(14) Uani 1 1 d . A . C12 C -0.2342(7) 0.3772(5) 0.2143(4) 0.0551(12) Uani 1 1 d . . . H12 H -0.2951 0.4685 0.1913 0.066 Uiso 1 1 calc R A . 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 C13 0.086(5) 0.117(7) 0.048(5) 0.041(5) -0.007(4) -0.035(5) C14 0.075(5) 0.133(7) 0.082(6) 0.073(5) -0.023(4) -0.043(5) C13' 0.086(5) 0.117(7) 0.048(5) 0.041(5) -0.007(4) -0.035(5) C14' 0.075(5) 0.133(7) 0.082(6) 0.073(5) -0.023(4) -0.043(5) Cd1 0.03438(18) 0.02499(17) 0.02396(17) 0.00320(11) -0.00246(11) 0.00219(12) O1 0.0429(16) 0.0251(14) 0.0399(16) 0.0052(12) 0.0001(13) 0.0067(12) O2 0.0418(16) 0.0326(15) 0.0354(16) -0.0002(12) 0.0028(13) 0.0004(12) O3 0.0423(16) 0.0381(16) 0.0324(15) 0.0108(12) -0.0144(12) -0.0074(13) O4 0.0535(18) 0.0266(14) 0.0414(17) 0.0057(12) -0.0133(14) 0.0080(13) O5 0.086(3) 0.050(2) 0.0234(15) 0.0023(14) -0.0037(16) 0.0276(18) O6 0.064(2) 0.063(2) 0.057(2) 0.0245(17) -0.0263(17) -0.0313(18) O7 0.222(9) 0.282(11) 0.380(14) 0.253(11) -0.237(10) -0.207(9) O8 0.314(15) 0.205(11) 0.181(10) -0.001(8) 0.044(10) -0.045(11) N1 0.0426(19) 0.0356(18) 0.0289(17) 0.0031(14) -0.0015(14) -0.0072(15) N2 0.060(3) 0.088(4) 0.041(2) 0.024(2) -0.004(2) -0.031(3) C1 0.0279(18) 0.0235(18) 0.0299(19) 0.0004(14) -0.0053(15) -0.0009(14) C2 0.0315(19) 0.0283(18) 0.0237(18) 0.0018(14) -0.0051(14) -0.0016(15) C3 0.0272(18) 0.0252(18) 0.0315(19) 0.0044(15) -0.0083(15) -0.0016(15) C4 0.038(2) 0.0278(19) 0.030(2) -0.0007(16) -0.0058(16) 0.0074(16) C5 0.043(2) 0.034(2) 0.030(2) 0.0019(17) -0.0065(17) 0.0085(18) C6 0.038(2) 0.0265(19) 0.030(2) 0.0065(15) -0.0061(16) 0.0044(16) C7 0.0278(18) 0.0257(19) 0.036(2) 0.0003(15) -0.0062(16) -0.0003(15) C8 0.0305(19) 0.0259(18) 0.036(2) 0.0075(15) -0.0101(16) -0.0029(15) C9 0.107(5) 0.062(3) 0.031(3) -0.008(2) -0.006(3) 0.031(3) C10 0.052(3) 0.052(3) 0.043(3) 0.015(2) -0.002(2) -0.012(2) N3 0.077(3) 0.086(4) 0.037(2) -0.007(2) 0.015(2) -0.025(3) C12 0.059(3) 0.048(3) 0.042(3) -0.003(2) 0.009(2) -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 C13 N2 1.494(8) . ? C13 C14 1.496(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13' C14' 1.521(10) . ? C13' N2 1.527(9) . ? C13' H13C 0.9700 . ? C13' H13D 0.9700 . ? C14' H14C 0.9600 . ? C14' H14E 0.9600 . ? Cd1 O4 2.240(3) 1_465 ? Cd1 N1 2.271(3) . ? Cd1 O1 2.289(3) . ? Cd1 O6 2.336(3) . ? Cd1 O3 2.402(3) 2_655 ? Cd1 O2 2.573(3) . ? O1 C7 1.265(5) . ? O2 C7 1.260(5) . ? O3 C8 1.271(5) . ? O3 Cd1 2.402(3) 2_655 ? O4 C8 1.253(5) . ? O4 Cd1 2.240(3) 1_645 ? O5 C5 1.372(5) . ? O5 C9 1.427(6) . ? O6 H1W 0.8291 . ? O6 H2W 0.8360 . ? O7 H3W 0.8497 . ? O7 H4W 0.8494 . ? O8 H5W 0.8073 . ? O8 H6W 0.8405 . ? O8 N3 2.867(12) . ? O8 H6W 0.8405 . ? O8 H5W 0.8073 . ? N1 C10 1.318(6) . ? N1 C12 1.342(6) . ? N2 C10 1.307(6) . ? N2 N3 1.355(7) . ? C1 C6 1.392(5) . ? C1 C2 1.402(5) . ? C1 C7 1.498(5) . ? C2 C3 1.389(5) . ? C2 H2 0.9300 . ? C3 C4 1.390(5) . ? C3 C8 1.511(5) . ? C4 C5 1.396(5) . ? C4 H4 0.9300 . ? C5 C6 1.391(6) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10 0.9300 . ? N3 C12 1.295(6) . ? C12 H12 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 N2 C13 C14 107.4(7) . . ? N2 C13 H13A 110.2 . . ? C14 C13 H13A 110.2 . . ? N2 C13 H13B 110.2 . . ? C14 C13 H13B 110.2 . . ? H13A C13 H13B 108.5 . . ? N2 C13 H14E 106.5 . . ? C14 C13 H14E 95.5 . . ? H13A C13 H14E 125.1 . . ? H13B C13 H14E 18.1 . . ? C13 C14 C14 91.7(11) . 2_556 ? C13 C14 H14A 113.3 . . ? C14 C14 H14A 113.3 2_556 . ? C13 C14 H14B 113.3 . . ? C14 C14 H14B 113.3 2_556 . ? H14A C14 H14B 110.7 . . ? C13 C14 H14C 85.1 . . ? C14 C14 H14C 71.3 2_556 . ? H14A C14 H14C 52.5 . . ? H14B C14 H14C 160.2 . . ? C14' C13' N2 104.0(9) . . ? C14' C13' H13C 110.9 . . ? N2 C13' H13C 110.9 . . ? C14' C13' H13D 110.9 . . ? N2 C13' H13D 110.9 . . ? H13C C13' H13D 109.0 . . ? C13' C14' H14C 113.5 . . ? C13' C14' H14E 105.0 . . ? H14C C14' H14E 109.5 . . ? O4 Cd1 N1 128.81(12) 1_465 . ? O4 Cd1 O1 93.79(10) 1_465 . ? N1 Cd1 O1 137.07(11) . . ? O4 Cd1 O6 82.72(12) 1_465 . ? N1 Cd1 O6 88.49(13) . . ? O1 Cd1 O6 92.60(13) . . ? O4 Cd1 O3 97.06(11) 1_465 2_655 ? N1 Cd1 O3 89.47(11) . 2_655 ? O1 Cd1 O3 90.23(11) . 2_655 ? O6 Cd1 O3 177.17(11) . 2_655 ? O4 Cd1 O2 141.95(10) 1_465 . ? N1 Cd1 O2 84.60(11) . . ? O1 Cd1 O2 53.48(9) . . ? O6 Cd1 O2 80.40(11) . . ? O3 Cd1 O2 101.36(10) 2_655 . ? C7 O1 Cd1 98.8(2) . . ? C7 O2 Cd1 85.8(2) . . ? C8 O3 Cd1 117.2(3) . 2_655 ? C8 O4 Cd1 105.4(2) . 1_645 ? C5 O5 C9 118.8(4) . . ? Cd1 O6 H1W 112.6 . . ? Cd1 O6 H2W 124.7 . . ? H1W O6 H2W 110.2 . . ? H3W O7 H4W 122.2 . . ? H5W O8 H6W 123.7 . . ? H5W O8 N3 31.2 . . ? H6W O8 N3 149.3 . . ? H5W O8 H6W 123.7 . . ? H6W O8 H6W 0.0 . . ? N3 O8 H6W 149.3 . . ? H5W O8 H5W 0.0 . . ? H6W O8 H5W 123.7 . . ? N3 O8 H5W 31.2 . . ? H6W O8 H5W 123.7 . . ? C10 N1 C12 102.6(4) . . ? C10 N1 Cd1 127.4(3) . . ? C12 N1 Cd1 129.8(3) . . ? C10 N2 N3 109.2(4) . . ? C10 N2 C13 138.7(6) . . ? N3 N2 C13 111.5(6) . . ? C10 N2 C13' 118.7(10) . . ? N3 N2 C13' 131.8(10) . . ? C13 N2 C13' 23.7(9) . . ? C6 C1 C2 120.2(3) . . ? C6 C1 C7 119.1(3) . . ? C2 C1 C7 120.7(3) . . ? C3 C2 C1 119.3(3) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 120.9(3) . . ? C2 C3 C8 120.1(3) . . ? C4 C3 C8 119.0(3) . . ? C3 C4 C5 119.4(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? O5 C5 C6 115.4(3) . . ? O5 C5 C4 124.4(4) . . ? C6 C5 C4 120.3(4) . . ? C5 C6 C1 119.9(3) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 121.5(3) . . ? O2 C7 C1 119.9(3) . . ? O1 C7 C1 118.6(3) . . ? O4 C8 O3 122.9(3) . . ? O4 C8 C3 118.1(3) . . ? O3 C8 C3 119.0(3) . . ? O5 C9 H9A 109.5 . . ? O5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 N1 110.7(5) . . ? N2 C10 H10 124.6 . . ? N1 C10 H10 124.6 . . ? C12 N3 N2 103.0(4) . . ? C12 N3 O8 144.5(5) . . ? N2 N3 O8 107.6(4) . . ? N3 C12 N1 114.5(5) . . ? N3 C12 H12 122.7 . . ? N1 C12 H12 122.7 . . ? 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 N2 C13 C14 C14 164.2(11) . . . 2_556 ? O4 Cd1 O1 C7 -155.3(3) 1_465 . . . ? N1 Cd1 O1 C7 18.1(3) . . . . ? O6 Cd1 O1 C7 -72.4(3) . . . . ? O3 Cd1 O1 C7 107.6(3) 2_655 . . . ? O2 Cd1 O1 C7 3.6(2) . . . . ? O4 Cd1 O2 C7 32.0(3) 1_465 . . . ? N1 Cd1 O2 C7 -173.7(2) . . . . ? O1 Cd1 O2 C7 -3.6(2) . . . . ? O6 Cd1 O2 C7 96.9(2) . . . . ? O3 Cd1 O2 C7 -85.3(2) 2_655 . . . ? O4 Cd1 N1 C10 161.1(4) 1_465 . . . ? O1 Cd1 N1 C10 -10.4(5) . . . . ? O6 Cd1 N1 C10 81.7(4) . . . . ? O3 Cd1 N1 C10 -100.2(4) 2_655 . . . ? O2 Cd1 N1 C10 1.2(4) . . . . ? O4 Cd1 N1 C12 -24.7(5) 1_465 . . . ? O1 Cd1 N1 C12 163.7(4) . . . . ? O6 Cd1 N1 C12 -104.1(4) . . . . ? O3 Cd1 N1 C12 73.9(4) 2_655 . . . ? O2 Cd1 N1 C12 175.4(4) . . . . ? C14 C13 N2 C10 5(2) . . . . ? C14 C13 N2 N3 -164.4(11) . . . . ? C14 C13 N2 C13' 43(3) . . . . ? C14' C13' N2 C10 110.0(15) . . . . ? C14' C13' N2 N3 -78(2) . . . . ? C14' C13' N2 C13 -42(2) . . . . ? C6 C1 C2 C3 -0.4(6) . . . . ? C7 C1 C2 C3 178.2(3) . . . . ? C1 C2 C3 C4 -2.5(6) . . . . ? C1 C2 C3 C8 176.1(3) . . . . ? C2 C3 C4 C5 2.5(6) . . . . ? C8 C3 C4 C5 -176.2(4) . . . . ? C9 O5 C5 C6 -177.9(5) . . . . ? C9 O5 C5 C4 2.8(8) . . . . ? C3 C4 C5 O5 179.7(4) . . . . ? C3 C4 C5 C6 0.4(7) . . . . ? O5 C5 C6 C1 177.3(4) . . . . ? C4 C5 C6 C1 -3.3(7) . . . . ? C2 C1 C6 C5 3.3(6) . . . . ? C7 C1 C6 C5 -175.3(4) . . . . ? Cd1 O2 C7 O1 6.1(4) . . . . ? Cd1 O2 C7 C1 -173.2(3) . . . . ? Cd1 O1 C7 O2 -7.0(4) . . . . ? Cd1 O1 C7 C1 172.3(3) . . . . ? C6 C1 C7 O2 156.6(4) . . . . ? C2 C1 C7 O2 -21.9(6) . . . . ? C6 C1 C7 O1 -22.7(6) . . . . ? C2 C1 C7 O1 158.7(4) . . . . ? Cd1 O4 C8 O3 3.7(5) 1_645 . . . ? Cd1 O4 C8 C3 -177.5(3) 1_645 . . . ? Cd1 O3 C8 O4 100.9(4) 2_655 . . . ? Cd1 O3 C8 C3 -77.9(4) 2_655 . . . ? C2 C3 C8 O4 170.4(4) . . . . ? C4 C3 C8 O4 -10.9(6) . . . . ? C2 C3 C8 O3 -10.7(6) . . . . ? C4 C3 C8 O3 168.0(4) . . . . ? N3 N2 C10 N1 -0.8(6) . . . . ? C13 N2 C10 N1 -170.5(12) . . . . ? C13' N2 C10 N1 173.0(9) . . . . ? C12 N1 C10 N2 0.4(6) . . . . ? Cd1 N1 C10 N2 175.8(3) . . . . ? C10 N2 N3 C12 0.7(6) . . . . ? C13 N2 N3 C12 173.5(8) . . . . ? C13' N2 N3 C12 -172.0(10) . . . . ? C10 N2 N3 O8 -160.9(4) . . . . ? C13 N2 N3 O8 11.8(9) . . . . ? C13' N2 N3 O8 26.4(11) . . . . ? H5W O8 N3 C12 108.6 . . . . ? H6W O8 N3 C12 61.8 . . . . ? H5W O8 N3 N2 -103.2 . . . . ? H6W O8 N3 N2 -150.0 . . . . ? N2 N3 C12 N1 -0.5(7) . . . . ? O8 N3 C12 N1 148.5(7) . . . . ? C10 N1 C12 N3 0.0(6) . . . . ? Cd1 N1 C12 N3 -175.2(4) . . . . ? 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 O7 H4W O8 0.85 1.90 2.747(13) 173.5 1_655 O7 H3W O1 0.85 1.95 2.803(7) 176.5 1_556 O6 H2W O7 0.84 1.85 2.684(7) 176.1 1_454 O6 H1W O2 0.83 1.97 2.749(4) 157.0 2 O8 H5W N3 0.81 2.22 2.867(12) 137.9 . O8 H6W N3 0.84 2.26 3.027(12) 150.9 2_466 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.847 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.097 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 850777' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 Cd N6 O6' _chemical_formula_weight 504.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3443(14) _cell_length_b 10.6769(14) _cell_length_c 11.0401(15) _cell_angle_alpha 81.775(2) _cell_angle_beta 66.0240(10) _cell_angle_gamma 70.7420(10) _cell_volume 1051.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2998 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7373 _exptl_absorpt_correction_T_max 0.8811 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7814 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3883 _reflns_number_gt 3294 _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^)+(0.0354P)^2^+0.1319P] 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 3883 _refine_ls_number_parameters 263 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.035 _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 0.44574(2) 0.40952(2) 1.30220(2) 0.04222(9) Uani 1 1 d . . . N1 N 0.5584(3) 0.2599(3) 1.1276(2) 0.0451(6) Uani 1 1 d . . . N2 N 0.7161(4) 0.0991(3) 0.9833(3) 0.0748(10) Uani 1 1 d . . . N3 N 0.6249(3) 0.1884(3) 0.9303(3) 0.0467(6) Uani 1 1 d . . . N4 N 0.5233(4) 0.1056(3) 0.6005(3) 0.0597(8) Uani 1 1 d . . . N5 N 0.3760(5) 0.1251(4) 0.6486(3) 0.0798(11) Uani 1 1 d . . . N6 N 0.4433(3) 0.2565(3) 0.4724(3) 0.0504(7) Uani 1 1 d . . . O1 O 0.2846(3) 0.5219(3) 1.2094(3) 0.0660(7) Uani 1 1 d . . . O2 O 0.1779(3) 0.3750(3) 1.3321(3) 0.0795(8) Uani 1 1 d . . . O3 O -0.3159(2) 0.3944(2) 1.3134(2) 0.0535(6) Uani 1 1 d . . . O4 O -0.3919(2) 0.5344(2) 1.1735(2) 0.0527(6) Uani 1 1 d . . . O5 O 0.3168(3) 0.5892(2) 1.4449(2) 0.0607(6) Uani 1 1 d D . . H1W H 0.3255 0.5772 1.5175 0.091 Uiso 1 1 d RD . . H2W H 0.2285 0.6038 1.4539 0.091 Uiso 1 1 d RD . . O6 O 1.0183(4) 0.7474(5) 0.4942(4) 0.165(2) Uani 1 1 d D . . H3W H 1.0217 0.7515 0.4198 0.247 Uiso 1 1 d RD . . H4W H 0.9544 0.7135 0.5484 0.247 Uiso 1 1 d RD . . C1 C 0.0585(3) 0.5291(3) 1.2015(3) 0.0431(7) Uani 1 1 d . . . C2 C -0.0614(3) 0.4810(3) 1.2398(3) 0.0399(7) Uani 1 1 d . . . H2 H -0.0693 0.4112 1.3006 0.048 Uiso 1 1 calc R . . C3 C -0.1697(3) 0.5363(3) 1.1879(3) 0.0381(7) Uani 1 1 d . . . C4 C -0.1571(3) 0.6399(3) 1.0976(3) 0.0447(7) Uani 1 1 d . . . H4 H -0.2299 0.6765 1.0628 0.054 Uiso 1 1 calc R . . C5 C -0.0386(3) 0.6904(3) 1.0576(4) 0.0504(8) Uani 1 1 d . . . C6 C 0.0678(3) 0.6338(3) 1.1108(3) 0.0511(8) Uani 1 1 d . . . H6 H 0.1481 0.6666 1.0853 0.061 Uiso 1 1 calc R . . C7 C 0.1811(4) 0.4704(4) 1.2531(4) 0.0544(9) Uani 1 1 d . . . C8 C -0.3003(3) 0.4851(3) 1.2273(3) 0.0417(7) Uani 1 1 d . . . C9 C -0.0256(4) 0.8015(4) 0.9568(4) 0.0781(12) Uani 1 1 d . . . H9A H -0.0194 0.8747 0.9935 0.117 Uiso 1 1 calc R . . H9B H -0.1111 0.8298 0.9339 0.117 Uiso 1 1 calc R . . H9C H 0.0622 0.7709 0.8788 0.117 Uiso 1 1 calc R . . C10 C 0.6704(4) 0.1472(4) 1.1016(4) 0.0634(10) Uani 1 1 d . . . H10 H 0.7127 0.1060 1.1625 0.076 Uiso 1 1 calc R . . C11 C 0.5336(4) 0.2836(3) 1.0164(3) 0.0435(7) Uani 1 1 d . . . H11 H 0.4622 0.3567 1.0013 0.052 Uiso 1 1 calc R . . C12 C 0.6352(4) 0.1680(3) 0.7982(3) 0.0552(9) Uani 1 1 d . . . H12A H 0.7362 0.1563 0.7350 0.066 Uiso 1 1 calc R . . H12B H 0.5710 0.2454 0.7714 0.066 Uiso 1 1 calc R . . C13 C 0.5903(6) 0.0475(4) 0.7982(4) 0.0762(13) Uani 1 1 d . . . H13A H 0.4855 0.0647 0.8527 0.091 Uiso 1 1 calc R . . H13B H 0.6447 -0.0265 0.8379 0.091 Uiso 1 1 calc R . . C14 C 0.6188(6) 0.0090(4) 0.6601(4) 0.0796(14) Uani 1 1 d . . . H14A H 0.7216 -0.0002 0.6033 0.096 Uiso 1 1 calc R . . H14B H 0.6031 -0.0767 0.6651 0.096 Uiso 1 1 calc R . . C15 C 0.5611(4) 0.1831(3) 0.4964(3) 0.0553(9) Uani 1 1 d . . . H15 H 0.6575 0.1857 0.4467 0.066 Uiso 1 1 calc R . . C16 C 0.3336(5) 0.2161(4) 0.5688(4) 0.0652(10) Uani 1 1 d . . . H16 H 0.2351 0.2506 0.5778 0.078 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 0.03798(14) 0.05474(16) 0.04303(15) 0.00158(10) -0.02191(10) -0.01807(11) N1 0.0466(16) 0.0521(17) 0.0440(15) -0.0009(12) -0.0244(13) -0.0151(13) N2 0.091(3) 0.060(2) 0.069(2) -0.0071(17) -0.049(2) 0.0096(18) N3 0.0617(18) 0.0401(15) 0.0432(15) 0.0019(12) -0.0288(14) -0.0114(13) N4 0.102(3) 0.0489(18) 0.0430(17) 0.0042(14) -0.0363(18) -0.0324(18) N5 0.110(3) 0.075(2) 0.052(2) 0.0028(18) -0.019(2) -0.042(2) N6 0.0584(18) 0.0615(18) 0.0454(16) 0.0059(13) -0.0274(14) -0.0288(15) O1 0.0442(14) 0.0857(18) 0.0869(19) -0.0064(15) -0.0405(13) -0.0210(13) O2 0.0553(16) 0.105(2) 0.089(2) 0.0285(18) -0.0489(16) -0.0230(16) O3 0.0529(14) 0.0730(16) 0.0499(14) 0.0136(12) -0.0275(11) -0.0341(12) O4 0.0366(12) 0.0704(15) 0.0635(15) 0.0079(12) -0.0312(11) -0.0199(11) O5 0.0611(15) 0.0742(17) 0.0455(13) -0.0065(12) -0.0240(12) -0.0119(13) O6 0.074(2) 0.214(5) 0.162(4) 0.108(4) -0.045(3) -0.035(3) C1 0.0302(16) 0.0523(19) 0.0505(19) -0.0089(15) -0.0197(14) -0.0083(14) C2 0.0346(16) 0.0488(18) 0.0407(17) 0.0011(14) -0.0201(14) -0.0116(14) C3 0.0291(15) 0.0511(18) 0.0384(16) -0.0051(14) -0.0155(13) -0.0121(13) C4 0.0316(16) 0.0502(19) 0.0516(19) -0.0027(15) -0.0208(15) -0.0045(14) C5 0.0344(17) 0.0437(19) 0.068(2) 0.0024(16) -0.0192(16) -0.0078(15) C6 0.0327(17) 0.051(2) 0.073(2) -0.0016(18) -0.0209(16) -0.0163(15) C7 0.0358(18) 0.074(3) 0.061(2) -0.013(2) -0.0287(17) -0.0073(18) C8 0.0332(16) 0.055(2) 0.0403(17) -0.0079(15) -0.0129(14) -0.0156(15) C9 0.061(3) 0.058(2) 0.108(3) 0.027(2) -0.035(2) -0.017(2) C10 0.071(3) 0.063(2) 0.060(2) 0.0053(19) -0.044(2) -0.004(2) C11 0.0480(18) 0.0435(18) 0.0457(18) 0.0020(15) -0.0267(16) -0.0122(15) C12 0.079(3) 0.047(2) 0.0401(18) 0.0021(15) -0.0264(18) -0.0162(18) C13 0.144(4) 0.055(2) 0.052(2) 0.0127(18) -0.057(3) -0.038(3) C14 0.152(4) 0.043(2) 0.062(2) 0.0075(18) -0.065(3) -0.026(2) C15 0.074(3) 0.058(2) 0.052(2) 0.0091(17) -0.0352(19) -0.032(2) C16 0.071(3) 0.074(3) 0.055(2) -0.010(2) -0.017(2) -0.032(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 O1 2.233(2) . ? Cd1 N6 2.304(3) 1_556 ? Cd1 O5 2.326(2) . ? Cd1 N1 2.335(3) . ? Cd1 O4 2.370(2) 1_655 ? Cd1 O3 2.471(2) 1_655 ? N1 C11 1.327(4) . ? N1 C10 1.335(4) . ? N2 C10 1.312(5) . ? N2 N3 1.356(4) . ? N3 C11 1.320(4) . ? N3 C12 1.461(4) . ? N4 C15 1.317(4) . ? N4 N5 1.346(5) . ? N4 C14 1.461(5) . ? N5 C16 1.304(5) . ? N6 C15 1.321(4) . ? N6 C16 1.348(4) . ? N6 Cd1 2.304(3) 1_554 ? O1 C7 1.255(4) . ? O2 C7 1.242(4) . ? O3 C8 1.258(4) . ? O3 Cd1 2.471(2) 1_455 ? O4 C8 1.251(4) . ? O4 Cd1 2.370(2) 1_455 ? O5 H1W 0.8299 . ? O5 H2W 0.8400 . ? O6 H3W 0.8036 . ? O6 H4W 0.8374 . ? C1 C2 1.383(4) . ? C1 C6 1.390(5) . ? C1 C7 1.512(4) . ? C2 C3 1.386(4) . ? C2 H2 0.9300 . ? C3 C4 1.382(4) . ? C3 C8 1.501(4) . ? C4 C5 1.384(4) . ? C4 H4 0.9300 . ? C5 C6 1.382(4) . ? C5 C9 1.506(5) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.505(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.522(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15 0.9300 . ? C16 H16 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 O1 Cd1 N6 135.27(10) . 1_556 ? O1 Cd1 O5 81.08(9) . . ? N6 Cd1 O5 93.46(9) 1_556 . ? O1 Cd1 N1 88.03(9) . . ? N6 Cd1 N1 97.75(9) 1_556 . ? O5 Cd1 N1 168.05(8) . . ? O1 Cd1 O4 89.87(9) . 1_655 ? N6 Cd1 O4 134.39(8) 1_556 1_655 ? O5 Cd1 O4 86.76(9) . 1_655 ? N1 Cd1 O4 88.32(9) . 1_655 ? O1 Cd1 O3 143.47(9) . 1_655 ? N6 Cd1 O3 80.75(9) 1_556 1_655 ? O5 Cd1 O3 92.62(8) . 1_655 ? N1 Cd1 O3 93.24(8) . 1_655 ? O4 Cd1 O3 53.72(7) 1_655 1_655 ? C11 N1 C10 103.0(3) . . ? C11 N1 Cd1 123.8(2) . . ? C10 N1 Cd1 132.5(2) . . ? C10 N2 N3 102.7(3) . . ? C11 N3 N2 109.4(3) . . ? C11 N3 C12 130.2(3) . . ? N2 N3 C12 120.3(3) . . ? C15 N4 N5 109.7(3) . . ? C15 N4 C14 128.4(4) . . ? N5 N4 C14 121.9(3) . . ? C16 N5 N4 102.6(3) . . ? C15 N6 C16 102.1(3) . . ? C15 N6 Cd1 125.2(2) . 1_554 ? C16 N6 Cd1 132.7(3) . 1_554 ? C7 O1 Cd1 106.4(2) . . ? C8 O3 Cd1 89.92(17) . 1_455 ? C8 O4 Cd1 94.78(19) . 1_455 ? Cd1 O5 H1W 115.3 . . ? Cd1 O5 H2W 103.4 . . ? H1W O5 H2W 111.6 . . ? H3W O6 H4W 113.6 . . ? C2 C1 C6 118.9(3) . . ? C2 C1 C7 122.3(3) . . ? C6 C1 C7 118.8(3) . . ? C1 C2 C3 120.3(3) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 C8 119.2(3) . . ? C2 C3 C8 121.3(3) . . ? C3 C4 C5 121.5(3) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 117.9(3) . . ? C6 C5 C9 121.5(3) . . ? C4 C5 C9 120.6(3) . . ? C5 C6 C1 121.9(3) . . ? C5 C6 H6 119.0 . . ? C1 C6 H6 119.0 . . ? O2 C7 O1 123.3(3) . . ? O2 C7 C1 120.6(3) . . ? O1 C7 C1 116.1(3) . . ? O4 C8 O3 121.5(3) . . ? O4 C8 C3 118.9(3) . . ? O3 C8 C3 119.7(3) . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 N1 114.7(3) . . ? N2 C10 H10 122.6 . . ? N1 C10 H10 122.6 . . ? N3 C11 N1 110.2(3) . . ? N3 C11 H11 124.9 . . ? N1 C11 H11 124.9 . . ? N3 C12 C13 110.3(3) . . ? N3 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? N3 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C12 C13 C14 113.1(3) . . ? C12 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? C12 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? N4 C14 C13 113.0(3) . . ? N4 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? N4 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? N4 C15 N6 110.6(3) . . ? N4 C15 H15 124.7 . . ? N6 C15 H15 124.7 . . ? N5 C16 N6 115.0(4) . . ? N5 C16 H16 122.5 . . ? N6 C16 H16 122.5 . . ? 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 O1 Cd1 N1 C11 14.4(2) . . . . ? N6 Cd1 N1 C11 149.8(2) 1_556 . . . ? O5 Cd1 N1 C11 -9.8(6) . . . . ? O4 Cd1 N1 C11 -75.6(2) 1_655 . . . ? O3 Cd1 N1 C11 -129.1(2) 1_655 . . . ? O1 Cd1 N1 C10 -176.5(3) . . . . ? N6 Cd1 N1 C10 -41.0(3) 1_556 . . . ? O5 Cd1 N1 C10 159.3(4) . . . . ? O4 Cd1 N1 C10 93.6(3) 1_655 . . . ? O3 Cd1 N1 C10 40.1(3) 1_655 . . . ? C10 N2 N3 C11 1.0(4) . . . . ? C10 N2 N3 C12 -177.4(3) . . . . ? C15 N4 N5 C16 -0.5(4) . . . . ? C14 N4 N5 C16 -179.5(3) . . . . ? N6 Cd1 O1 C7 -11.7(3) 1_556 . . . ? O5 Cd1 O1 C7 -97.6(2) . . . . ? N1 Cd1 O1 C7 87.3(2) . . . . ? O4 Cd1 O1 C7 175.6(2) 1_655 . . . ? O3 Cd1 O1 C7 -179.92(19) 1_655 . . . ? C6 C1 C2 C3 0.3(5) . . . . ? C7 C1 C2 C3 -178.8(3) . . . . ? C1 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C8 179.6(3) . . . . ? C2 C3 C4 C5 -0.2(5) . . . . ? C8 C3 C4 C5 -179.7(3) . . . . ? C3 C4 C5 C6 0.1(5) . . . . ? C3 C4 C5 C9 178.7(3) . . . . ? C4 C5 C6 C1 0.2(5) . . . . ? C9 C5 C6 C1 -178.4(3) . . . . ? C2 C1 C6 C5 -0.4(5) . . . . ? C7 C1 C6 C5 178.7(3) . . . . ? Cd1 O1 C7 O2 -0.3(4) . . . . ? Cd1 O1 C7 C1 -178.9(2) . . . . ? C2 C1 C7 O2 0.5(5) . . . . ? C6 C1 C7 O2 -178.5(3) . . . . ? C2 C1 C7 O1 179.1(3) . . . . ? C6 C1 C7 O1 0.1(5) . . . . ? Cd1 O4 C8 O3 3.4(3) 1_455 . . . ? Cd1 O4 C8 C3 -176.3(2) 1_455 . . . ? Cd1 O3 C8 O4 -3.2(3) 1_455 . . . ? Cd1 O3 C8 C3 176.5(2) 1_455 . . . ? C4 C3 C8 O4 2.6(4) . . . . ? C2 C3 C8 O4 -177.0(3) . . . . ? C4 C3 C8 O3 -177.1(3) . . . . ? C2 C3 C8 O3 3.3(4) . . . . ? N3 N2 C10 N1 -0.4(5) . . . . ? C11 N1 C10 N2 -0.4(4) . . . . ? Cd1 N1 C10 N2 -171.1(3) . . . . ? N2 N3 C11 N1 -1.3(4) . . . . ? C12 N3 C11 N1 176.9(3) . . . . ? C10 N1 C11 N3 1.0(4) . . . . ? Cd1 N1 C11 N3 172.77(19) . . . . ? C11 N3 C12 C13 -112.0(4) . . . . ? N2 N3 C12 C13 66.0(4) . . . . ? N3 C12 C13 C14 -172.0(3) . . . . ? C15 N4 C14 C13 113.4(4) . . . . ? N5 N4 C14 C13 -67.7(5) . . . . ? C12 C13 C14 N4 -67.9(5) . . . . ? N5 N4 C15 N6 0.6(4) . . . . ? C14 N4 C15 N6 179.6(3) . . . . ? C16 N6 C15 N4 -0.5(4) . . . . ? Cd1 N6 C15 N4 180.0(2) 1_554 . . . ? N4 N5 C16 N6 0.1(4) . . . . ? C15 N6 C16 N5 0.2(4) . . . . ? Cd1 N6 C16 N5 179.7(2) 1_554 . . . ? 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 O6 H4W O2 0.84 1.88 2.716(5) 175.7 2_667 O5 H2W O6 0.84 2.12 2.853(4) 146.0 1_456 O5 H1W O3 0.83 1.89 2.694(3) 162.6 2_568 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.394 _refine_diff_density_min -0.470 _refine_diff_density_rms 0.063 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 850778' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H26 Cd N6 O6' _chemical_formula_weight 546.86 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 10.2191(9) _cell_length_b 11.4377(11) _cell_length_c 12.0542(11) _cell_angle_alpha 70.0130(10) _cell_angle_beta 65.1680(10) _cell_angle_gamma 68.5920(10) _cell_volume 1160.43(18) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5419 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 0.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7214 _exptl_absorpt_correction_T_max 0.8369 _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8716 _diffrn_reflns_av_R_equivalents 0.0137 _diffrn_reflns_av_sigmaI/netI 0.0208 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4308 _reflns_number_gt 3989 _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^)+(0.0372P)^2^+0.4862P] 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 4308 _refine_ls_number_parameters 290 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.069 _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 0.564092(17) 0.189748(16) 0.075565(17) 0.03585(8) Uani 1 1 d . . . O1 O 0.32518(18) 0.32755(18) 0.14329(19) 0.0454(4) Uani 1 1 d . . . O2 O 0.32858(19) 0.17635(19) 0.0682(2) 0.0512(5) Uani 1 1 d . . . O3 O -0.1690(2) 0.16852(19) 0.0700(2) 0.0554(5) Uani 1 1 d . . . O4 O -0.36426(19) 0.32604(19) 0.1270(2) 0.0529(5) Uani 1 1 d . . . O5 O 0.7120(2) 0.0092(2) -0.0069(3) 0.0746(7) Uani 1 1 d . . . H1W H 0.7925 0.0267 -0.0511 0.112 Uiso 1 1 d R . . H2W H 0.6932 -0.0367 -0.0363 0.112 Uiso 1 1 d R . . O6 O 1.0064(3) 0.9291(3) 0.1580(3) 0.0858(8) Uani 1 1 d . . . H3W H 0.9480 0.9984 0.1346 0.129 Uiso 1 1 d R . . H4W H 1.0057 0.8723 0.1282 0.129 Uiso 1 1 d R . . N1 N 0.6084(2) 0.3025(2) -0.1293(2) 0.0456(5) Uani 1 1 d . . . N2 N 0.6268(3) 0.4543(3) -0.2975(2) 0.0535(6) Uani 1 1 d . . . N3 N 0.6216(4) 0.3542(3) -0.3295(3) 0.0766(8) Uani 1 1 d . . . N4 N 0.5118(3) 0.0496(2) 0.2696(2) 0.0520(6) Uani 1 1 d . . . N5 N 0.5199(4) -0.1305(3) 0.4198(3) 0.0768(9) Uani 1 1 d . . . N6 N 0.3826(3) -0.0474(3) 0.4513(3) 0.0647(7) Uani 1 1 d . . . C1 C 0.2604(3) 0.2753(2) 0.1126(2) 0.0346(5) Uani 1 1 d . . . C2 C 0.0963(2) 0.3345(2) 0.1318(2) 0.0313(5) Uani 1 1 d . . . C3 C 0.0138(2) 0.2753(2) 0.1119(2) 0.0319(5) Uani 1 1 d . . . H3 H 0.0591 0.1973 0.0870 0.038 Uiso 1 1 calc R . . C4 C -0.1374(2) 0.3331(2) 0.1292(2) 0.0319(5) Uani 1 1 d . . . C5 C -0.2033(3) 0.4498(2) 0.1658(2) 0.0358(5) Uani 1 1 d . . . H5 H -0.3043 0.4880 0.1776 0.043 Uiso 1 1 calc R . . C6 C -0.1225(3) 0.5111(2) 0.1853(2) 0.0369(5) Uani 1 1 d . . . C7 C 0.0273(3) 0.4519(2) 0.1681(2) 0.0354(5) Uani 1 1 d . . . H7 H 0.0832 0.4914 0.1810 0.043 Uiso 1 1 calc R . . C8 C -0.2286(3) 0.2718(2) 0.1067(2) 0.0368(5) Uani 1 1 d . . . C9 C -0.1943(3) 0.6406(3) 0.2197(3) 0.0533(7) Uani 1 1 d . . . H9A H -0.1250 0.6644 0.2370 0.080 Uiso 1 1 calc R . . H9B H -0.2820 0.6359 0.2927 0.080 Uiso 1 1 calc R . . H9C H -0.2215 0.7040 0.1512 0.080 Uiso 1 1 calc R . . C10 C 0.6108(4) 0.2663(4) -0.2255(3) 0.0708(9) Uani 1 1 d . . . H10 H 0.6052 0.1846 -0.2182 0.085 Uiso 1 1 calc R . . C11 C 0.6185(3) 0.4225(3) -0.1794(3) 0.0437(6) Uani 1 1 d . . . H11 H 0.6197 0.4766 -0.1374 0.052 Uiso 1 1 calc R . . C12 C 0.6415(4) 0.5760(3) -0.3899(3) 0.0674(9) Uani 1 1 d . . . H12A H 0.5674 0.6469 -0.3534 0.081 Uiso 1 1 calc R . . H12B H 0.6216 0.5764 -0.4620 0.081 Uiso 1 1 calc R . . C13 C 0.7952(4) 0.5964(3) -0.4329(3) 0.0677(9) Uani 1 1 d . . . H13A H 0.8019 0.6720 -0.5013 0.081 Uiso 1 1 calc R . . H13B H 0.8051 0.6147 -0.3644 0.081 Uiso 1 1 calc R . . C14 C 0.9242(3) 0.4869(3) -0.4757(3) 0.0626(8) Uani 1 1 d . . . H14A H 0.9122 0.4654 -0.5414 0.075 Uiso 1 1 calc R . . H14B H 0.9213 0.4124 -0.4061 0.075 Uiso 1 1 calc R . . C15 C 0.3813(4) 0.0587(3) 0.3617(3) 0.0635(8) Uani 1 1 d . . . H15 H 0.2997 0.1303 0.3631 0.076 Uiso 1 1 calc R . . C16 C 0.5922(4) -0.0677(3) 0.3113(3) 0.0649(9) Uani 1 1 d . . . H16 H 0.6915 -0.1013 0.2665 0.078 Uiso 1 1 calc R . . C17 C 0.2591(5) -0.0815(5) 0.5666(4) 0.0936(13) Uani 1 1 d U . . H17A H 0.3013 -0.1420 0.6297 0.112 Uiso 1 1 calc R . . H17B H 0.1980 -0.0044 0.5982 0.112 Uiso 1 1 calc R . . C18 C 0.1638(6) -0.1377(5) 0.5504(4) 0.1057(14) Uani 1 1 d U . . H18A H 0.0993 -0.1707 0.6329 0.127 Uiso 1 1 calc R . . H18B H 0.2268 -0.2107 0.5127 0.127 Uiso 1 1 calc R . . C19 C 0.0665(5) -0.0512(5) 0.4722(4) 0.0946(13) Uani 1 1 d U . . H19A H 0.1292 -0.0087 0.3942 0.114 Uiso 1 1 calc R . . H19B H 0.0303 -0.1056 0.4514 0.114 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 0.02403(10) 0.03406(11) 0.05165(13) -0.01345(8) -0.01192(8) -0.00732(7) O1 0.0268(9) 0.0521(11) 0.0701(12) -0.0296(9) -0.0180(8) -0.0074(8) O2 0.0270(9) 0.0528(11) 0.0863(14) -0.0383(11) -0.0194(9) -0.0024(8) O3 0.0397(10) 0.0488(11) 0.0950(16) -0.0357(11) -0.0287(11) -0.0051(9) O4 0.0249(9) 0.0570(12) 0.0890(15) -0.0298(11) -0.0240(9) -0.0058(8) O5 0.0443(12) 0.0583(13) 0.129(2) -0.0594(14) -0.0071(13) -0.0118(10) O6 0.0775(17) 0.0760(17) 0.0896(19) -0.0254(14) -0.0223(15) -0.0047(14) N1 0.0429(13) 0.0497(13) 0.0458(13) -0.0168(10) -0.0114(10) -0.0123(10) N2 0.0386(13) 0.0648(16) 0.0451(14) -0.0124(12) -0.0081(10) -0.0072(11) N3 0.092(2) 0.091(2) 0.0542(17) -0.0234(16) -0.0222(16) -0.0275(18) N4 0.0462(14) 0.0422(13) 0.0611(15) -0.0052(11) -0.0173(12) -0.0112(11) N5 0.092(2) 0.0539(17) 0.074(2) 0.0033(15) -0.0365(18) -0.0133(16) N6 0.0678(18) 0.0680(18) 0.0573(16) 0.0039(14) -0.0258(14) -0.0275(15) C1 0.0238(11) 0.0402(13) 0.0419(13) -0.0126(11) -0.0096(10) -0.0091(10) C2 0.0236(11) 0.0362(12) 0.0354(12) -0.0100(10) -0.0091(9) -0.0083(9) C3 0.0252(11) 0.0321(12) 0.0407(13) -0.0128(10) -0.0098(10) -0.0071(9) C4 0.0250(11) 0.0357(12) 0.0374(12) -0.0094(10) -0.0105(9) -0.0092(9) C5 0.0226(11) 0.0395(13) 0.0440(13) -0.0150(11) -0.0110(10) -0.0018(10) C6 0.0331(12) 0.0361(13) 0.0427(13) -0.0148(11) -0.0128(10) -0.0047(10) C7 0.0326(12) 0.0390(13) 0.0423(13) -0.0128(11) -0.0154(10) -0.0110(10) C8 0.0282(12) 0.0399(13) 0.0460(14) -0.0103(11) -0.0133(10) -0.0114(10) C9 0.0487(16) 0.0470(16) 0.0692(19) -0.0306(14) -0.0216(15) 0.0005(13) C10 0.089(3) 0.068(2) 0.069(2) -0.0258(19) -0.026(2) -0.027(2) C11 0.0334(13) 0.0472(15) 0.0461(15) -0.0148(12) -0.0103(11) -0.0052(11) C12 0.0517(19) 0.069(2) 0.0511(18) -0.0001(16) -0.0104(15) -0.0034(16) C13 0.060(2) 0.064(2) 0.0540(18) -0.0027(16) -0.0123(15) -0.0065(16) C14 0.0520(18) 0.0611(19) 0.0571(18) -0.0081(15) -0.0093(15) -0.0110(15) C15 0.0537(19) 0.0593(19) 0.067(2) -0.0027(16) -0.0212(16) -0.0125(15) C16 0.065(2) 0.0446(17) 0.074(2) -0.0099(16) -0.0234(17) -0.0046(15) C17 0.112(3) 0.122(3) 0.052(2) 0.011(2) -0.027(2) -0.065(3) C18 0.099(3) 0.131(3) 0.076(3) 0.005(2) -0.021(2) -0.054(3) C19 0.083(3) 0.120(3) 0.073(2) -0.002(2) -0.019(2) -0.046(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 O4 2.2859(18) 1_655 ? Cd1 N1 2.297(2) . ? Cd1 N4 2.310(2) . ? Cd1 O5 2.324(2) . ? Cd1 O1 2.3468(17) . ? Cd1 O2 2.5062(17) . ? Cd1 O3 2.6219(18) 1_655 ? O1 C1 1.255(3) . ? O2 C1 1.257(3) . ? O3 C8 1.252(3) . ? O3 Cd1 2.6220(18) 1_455 ? O4 C8 1.248(3) . ? O4 Cd1 2.2859(18) 1_455 ? O5 H1W 0.8242 . ? O5 H2W 0.8341 . ? O6 H3W 0.8410 . ? O6 H4W 0.8464 . ? N1 C11 1.321(4) . ? N1 C10 1.346(4) . ? N2 C11 1.317(4) . ? N2 N3 1.352(4) . ? N2 C12 1.467(4) . ? N3 C10 1.302(5) . ? N4 C15 1.325(4) . ? N4 C16 1.345(4) . ? N5 C16 1.306(5) . ? N5 N6 1.357(4) . ? N6 C15 1.321(4) . ? N6 C17 1.481(5) . ? C1 C2 1.509(3) . ? C2 C3 1.388(3) . ? C2 C7 1.393(3) . ? C3 C4 1.394(3) . ? C3 H3 0.9300 . ? C4 C5 1.388(3) . ? C4 C8 1.502(3) . ? C5 C6 1.388(3) . ? C5 H5 0.9300 . ? C6 C7 1.385(3) . ? C6 C9 1.509(4) . ? C7 H7 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.514(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.495(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C14 1.513(6) 2_764 ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.449(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.512(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C19 1.509(9) 2_556 ? C19 H19A 0.9700 . ? C19 H19B 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 O4 Cd1 N1 92.95(8) 1_655 . ? O4 Cd1 N4 97.49(8) 1_655 . ? N1 Cd1 N4 169.49(8) . . ? O4 Cd1 O5 128.41(7) 1_655 . ? N1 Cd1 O5 85.76(9) . . ? N4 Cd1 O5 86.82(9) . . ? O4 Cd1 O1 83.67(6) 1_655 . ? N1 Cd1 O1 92.77(8) . . ? N4 Cd1 O1 89.57(8) . . ? O5 Cd1 O1 147.92(7) . . ? O4 Cd1 O2 137.14(6) 1_655 . ? N1 Cd1 O2 86.58(8) . . ? N4 Cd1 O2 86.57(8) . . ? O5 Cd1 O2 94.33(7) . . ? O1 Cd1 O2 53.61(6) . . ? O4 Cd1 O3 52.30(6) 1_655 1_655 ? N1 Cd1 O3 93.19(8) . 1_655 ? N4 Cd1 O3 92.26(8) . 1_655 ? O5 Cd1 O3 76.24(7) . 1_655 ? O1 Cd1 O3 135.79(6) . 1_655 ? O2 Cd1 O3 170.56(6) . 1_655 ? C1 O1 Cd1 96.05(14) . . ? C1 O2 Cd1 88.59(14) . . ? C8 O3 Cd1 84.99(14) . 1_455 ? C8 O4 Cd1 100.97(16) . 1_455 ? Cd1 O5 H1W 104.4 . . ? Cd1 O5 H2W 131.5 . . ? H1W O5 H2W 111.7 . . ? H3W O6 H4W 107.5 . . ? C11 N1 C10 102.4(3) . . ? C11 N1 Cd1 129.70(18) . . ? C10 N1 Cd1 127.4(2) . . ? C11 N2 N3 110.1(3) . . ? C11 N2 C12 129.3(3) . . ? N3 N2 C12 120.6(3) . . ? C10 N3 N2 102.2(3) . . ? C15 N4 C16 102.4(3) . . ? C15 N4 Cd1 126.4(2) . . ? C16 N4 Cd1 130.4(2) . . ? C16 N5 N6 103.2(3) . . ? C15 N6 N5 108.8(3) . . ? C15 N6 C17 128.9(3) . . ? N5 N6 C17 122.2(3) . . ? O1 C1 O2 121.6(2) . . ? O1 C1 C2 117.9(2) . . ? O2 C1 C2 120.5(2) . . ? C3 C2 C7 119.5(2) . . ? C3 C2 C1 121.2(2) . . ? C7 C2 C1 119.2(2) . . ? C2 C3 C4 119.8(2) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 119.4(2) . . ? C5 C4 C8 119.8(2) . . ? C3 C4 C8 120.8(2) . . ? C6 C5 C4 121.7(2) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C7 C6 C5 118.0(2) . . ? C7 C6 C9 120.9(2) . . ? C5 C6 C9 121.0(2) . . ? C6 C7 C2 121.5(2) . . ? C6 C7 H7 119.2 . . ? C2 C7 H7 119.2 . . ? O4 C8 O3 121.7(2) . . ? O4 C8 C4 118.0(2) . . ? O3 C8 C4 120.2(2) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 N1 115.2(3) . . ? N3 C10 H10 122.4 . . ? N1 C10 H10 122.4 . . ? N2 C11 N1 110.1(3) . . ? N2 C11 H11 124.9 . . ? N1 C11 H11 124.9 . . ? N2 C12 C13 112.4(3) . . ? N2 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? N2 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.9 . . ? C14 C13 C12 116.0(3) . . ? C14 C13 H13A 108.3 . . ? C12 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? C12 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C13 C14 C14 114.7(4) . 2_764 ? C13 C14 H14A 108.6 . . ? C14 C14 H14A 108.6 2_764 . ? C13 C14 H14B 108.6 . . ? C14 C14 H14B 108.6 2_764 . ? H14A C14 H14B 107.6 . . ? N6 C15 N4 110.9(3) . . ? N6 C15 H15 124.5 . . ? N4 C15 H15 124.5 . . ? N5 C16 N4 114.6(3) . . ? N5 C16 H16 122.7 . . ? N4 C16 H16 122.7 . . ? C18 C17 N6 114.8(3) . . ? C18 C17 H17A 108.6 . . ? N6 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? N6 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? C17 C18 C19 117.4(4) . . ? C17 C18 H18A 108.0 . . ? C19 C18 H18A 108.0 . . ? C17 C18 H18B 108.0 . . ? C19 C18 H18B 108.0 . . ? H18A C18 H18B 107.2 . . ? C19 C19 C18 118.0(5) 2_556 . ? C19 C19 H19A 107.8 2_556 . ? C18 C19 H19A 107.8 . . ? C19 C19 H19B 107.8 2_556 . ? C18 C19 H19B 107.8 . . ? H19A C19 H19B 107.1 . . ? 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 O4 Cd1 O1 C1 174.55(16) 1_655 . . . ? N1 Cd1 O1 C1 81.88(16) . . . . ? N4 Cd1 O1 C1 -87.87(16) . . . . ? O5 Cd1 O1 C1 -4.6(3) . . . . ? O2 Cd1 O1 C1 -1.82(15) . . . . ? O3 Cd1 O1 C1 179.33(14) 1_655 . . . ? O4 Cd1 O2 C1 -3.5(2) 1_655 . . . ? N1 Cd1 O2 C1 -94.17(17) . . . . ? N4 Cd1 O2 C1 93.81(17) . . . . ? O5 Cd1 O2 C1 -179.65(17) . . . . ? O1 Cd1 O2 C1 1.81(15) . . . . ? O3 Cd1 O2 C1 176.9(4) 1_655 . . . ? O4 Cd1 N1 C11 -20.3(2) 1_655 . . . ? N4 Cd1 N1 C11 166.3(4) . . . . ? O5 Cd1 N1 C11 -148.6(2) . . . . ? O1 Cd1 N1 C11 63.5(2) . . . . ? O2 Cd1 N1 C11 116.8(2) . . . . ? O3 Cd1 N1 C11 -72.6(2) 1_655 . . . ? O4 Cd1 N1 C10 169.4(3) 1_655 . . . ? N4 Cd1 N1 C10 -4.1(6) . . . . ? O5 Cd1 N1 C10 41.1(3) . . . . ? O1 Cd1 N1 C10 -106.8(3) . . . . ? O2 Cd1 N1 C10 -53.5(3) . . . . ? O3 Cd1 N1 C10 117.0(3) 1_655 . . . ? C11 N2 N3 C10 -0.2(4) . . . . ? C12 N2 N3 C10 179.1(3) . . . . ? O4 Cd1 N4 C15 90.3(3) 1_655 . . . ? N1 Cd1 N4 C15 -96.2(5) . . . . ? O5 Cd1 N4 C15 -141.3(3) . . . . ? O1 Cd1 N4 C15 6.8(3) . . . . ? O2 Cd1 N4 C15 -46.8(3) . . . . ? O3 Cd1 N4 C15 142.6(3) 1_655 . . . ? O4 Cd1 N4 C16 -101.3(3) 1_655 . . . ? N1 Cd1 N4 C16 72.2(5) . . . . ? O5 Cd1 N4 C16 27.0(3) . . . . ? O1 Cd1 N4 C16 175.2(3) . . . . ? O2 Cd1 N4 C16 121.6(3) . . . . ? O3 Cd1 N4 C16 -49.0(3) 1_655 . . . ? C16 N5 N6 C15 -0.4(4) . . . . ? C16 N5 N6 C17 176.9(3) . . . . ? Cd1 O1 C1 O2 3.4(3) . . . . ? Cd1 O1 C1 C2 -177.10(18) . . . . ? Cd1 O2 C1 O1 -3.2(3) . . . . ? Cd1 O2 C1 C2 177.4(2) . . . . ? O1 C1 C2 C3 -173.6(2) . . . . ? O2 C1 C2 C3 5.9(4) . . . . ? O1 C1 C2 C7 7.5(3) . . . . ? O2 C1 C2 C7 -173.0(2) . . . . ? C7 C2 C3 C4 -0.5(3) . . . . ? C1 C2 C3 C4 -179.4(2) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C2 C3 C4 C8 179.2(2) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C8 C4 C5 C6 -178.8(2) . . . . ? C4 C5 C6 C7 -0.5(4) . . . . ? C4 C5 C6 C9 177.4(2) . . . . ? C5 C6 C7 C2 0.2(4) . . . . ? C9 C6 C7 C2 -177.6(2) . . . . ? C3 C2 C7 C6 0.3(4) . . . . ? C1 C2 C7 C6 179.2(2) . . . . ? Cd1 O4 C8 O3 -1.0(3) 1_455 . . . ? Cd1 O4 C8 C4 179.71(18) 1_455 . . . ? Cd1 O3 C8 O4 0.9(3) 1_455 . . . ? Cd1 O3 C8 C4 -179.9(2) 1_455 . . . ? C5 C4 C8 O4 -2.9(4) . . . . ? C3 C4 C8 O4 178.1(2) . . . . ? C5 C4 C8 O3 177.8(2) . . . . ? C3 C4 C8 O3 -1.1(4) . . . . ? N2 N3 C10 N1 0.1(4) . . . . ? C11 N1 C10 N3 0.0(4) . . . . ? Cd1 N1 C10 N3 172.5(2) . . . . ? N3 N2 C11 N1 0.2(3) . . . . ? C12 N2 C11 N1 -179.0(3) . . . . ? C10 N1 C11 N2 -0.2(3) . . . . ? Cd1 N1 C11 N2 -172.33(17) . . . . ? C11 N2 C12 C13 71.8(4) . . . . ? N3 N2 C12 C13 -107.4(4) . . . . ? N2 C12 C13 C14 50.7(4) . . . . ? C12 C13 C14 C14 177.0(4) . . . 2_764 ? N5 N6 C15 N4 1.2(4) . . . . ? C17 N6 C15 N4 -175.9(3) . . . . ? C16 N4 C15 N6 -1.4(4) . . . . ? Cd1 N4 C15 N6 169.6(2) . . . . ? N6 N5 C16 N4 -0.6(4) . . . . ? C15 N4 C16 N5 1.2(4) . . . . ? Cd1 N4 C16 N5 -169.2(2) . . . . ? C15 N6 C17 C18 84.9(6) . . . . ? N5 N6 C17 C18 -91.8(5) . . . . ? N6 C17 C18 C19 -68.3(6) . . . . ? C17 C18 C19 C19 -72.5(7) . . . 2_556 ? 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 O6 H4W O3 0.85 2.36 2.910(3) 123.4 2_665 O6 H3W O3 0.84 1.97 2.804(3) 173.6 1_665 O5 H2W O2 0.83 1.87 2.682(3) 163.8 2_655 O5 H1W O6 0.82 2.06 2.881(4) 178.7 2_765 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.060 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.059 # Attachment '6.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 850779' #TrackingRef '6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H16 Cd N3 O6' _chemical_formula_weight 422.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9338(9) _cell_length_b 9.7756(11) _cell_length_c 10.6865(12) _cell_angle_alpha 87.1660(10) _cell_angle_beta 77.8170(10) _cell_angle_gamma 70.7730(10) _cell_volume 764.78(15) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4092 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 25.50 _exptl_crystal_description blcok _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.836 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 422 _exptl_absorpt_coefficient_mu 1.463 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6240 _exptl_absorpt_correction_T_max 0.7605 _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5830 _diffrn_reflns_av_R_equivalents 0.0136 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2822 _reflns_number_gt 2627 _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^)+(0.0246P)^2^+0.2932P] 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 2822 _refine_ls_number_parameters 188 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0221 _refine_ls_R_factor_gt 0.0195 _refine_ls_wR_factor_ref 0.0478 _refine_ls_wR_factor_gt 0.0466 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.055 _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 0.49906(2) 0.216213(16) -0.055948(14) 0.02526(7) Uani 1 1 d . . . O1 O 0.2836(2) 0.08445(17) 0.01090(14) 0.0313(4) Uani 1 1 d . . . O2 O 0.3083(2) -0.03859(16) 0.19009(15) 0.0333(4) Uani 1 1 d . . . O3 O -0.3444(2) 0.67298(17) 0.21974(16) 0.0370(4) Uani 1 1 d . . . O4 O -0.2837(2) 0.53894(17) 0.04637(15) 0.0352(4) Uani 1 1 d . . . O5 O 0.72932(10) 0.31630(7) -0.10556(7) 0.0396(4) Uani 1 1 d D . . H1W H 0.8345 0.2621 -0.1356 0.059 Uiso 1 1 d RD . . H2W H 0.7314 0.3726 -0.0508 0.059 Uiso 1 1 d RD . . O6 O 0.09454(10) 0.16571(7) 0.81589(7) 0.0455(5) Uani 1 1 d RD . . H3W H 0.1282 0.2359 0.7904 0.068 Uiso 1 1 d RD . . H4W H 0.1312 0.1322 0.8812 0.068 Uiso 1 1 d RD . . N1 N 0.49781(10) 0.24889(7) 0.15440(7) 0.0294(4) Uani 1 1 d R . . N2 N 0.54759(10) 0.21724(7) 0.34817(7) 0.0312(4) Uani 1 1 d R . . N3 N 0.40888(10) 0.34572(7) 0.35332(7) 0.0410(5) Uani 1 1 d R . . C1 C 0.23617(10) 0.07180(7) 0.13109(7) 0.0253(5) Uani 1 1 d R . . C2 C 0.08834(10) 0.19543(7) 0.20816(7) 0.0240(5) Uani 1 1 d R . . C3 C 0.06122(10) 0.19542(7) 0.34185(7) 0.0281(5) Uani 1 1 d R . . H3 H 0.1282 0.1153 0.3817 0.034 Uiso 1 1 calc R . . C4 C -0.0628(3) 0.3116(2) 0.4162(2) 0.0290(5) Uani 1 1 d . . . C5 C -0.1678(3) 0.4282(2) 0.3551(2) 0.0286(5) Uani 1 1 d . . . H5 H -0.2523 0.5069 0.4038 0.034 Uiso 1 1 calc R . . C6 C -0.1479(3) 0.4287(2) 0.2225(2) 0.0256(5) Uani 1 1 d . . . C7 C -0.0183(3) 0.3125(2) 0.1489(2) 0.0253(5) Uani 1 1 d . . . H7 H -0.0030 0.3131 0.0602 0.030 Uiso 1 1 calc R . . C8 C -0.0838(4) 0.3123(3) 0.5604(2) 0.0451(7) Uani 1 1 d . . . H8A H -0.0090 0.3624 0.5838 0.068 Uiso 1 1 calc R . . H8B H -0.0467 0.2144 0.5893 0.068 Uiso 1 1 calc R . . H8C H -0.2092 0.3605 0.5997 0.068 Uiso 1 1 calc R . . C9 C -0.2660(3) 0.5540(2) 0.1591(2) 0.0265(5) Uani 1 1 d . . . C10 C 0.3866(4) 0.3596(3) 0.2355(2) 0.0386(6) Uani 1 1 d . . . H10 H 0.3007 0.4396 0.2088 0.046 Uiso 1 1 calc R . . C11 C 0.5967(3) 0.1624(3) 0.2304(2) 0.0326(5) Uani 1 1 d . . . H11 H 0.6884 0.0750 0.2044 0.039 Uiso 1 1 calc R . . C12 C 0.6057(4) 0.1553(3) 0.4655(2) 0.0405(6) Uani 1 1 d . . . H12A H 0.5991 0.2330 0.5213 0.049 Uiso 1 1 calc R . . H12B H 0.7318 0.0930 0.4441 0.049 Uiso 1 1 calc R . . C13 C 0.4902(3) 0.0688(3) 0.5361(2) 0.0334(5) Uani 1 1 d . . . H13A H 0.3632 0.1297 0.5523 0.040 Uiso 1 1 calc R . . H13B H 0.5236 0.0421 0.6183 0.040 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 0.02793(10) 0.02012(10) 0.02140(9) -0.00145(6) -0.00536(6) 0.00097(7) O1 0.0300(9) 0.0332(9) 0.0239(8) -0.0042(7) -0.0035(7) -0.0021(7) O2 0.0358(9) 0.0204(8) 0.0320(9) -0.0017(7) -0.0057(7) 0.0060(7) O3 0.0418(10) 0.0200(8) 0.0389(10) -0.0035(7) -0.0137(8) 0.0073(7) O4 0.0409(10) 0.0275(9) 0.0302(9) 0.0005(7) -0.0134(8) 0.0020(7) O5 0.0343(9) 0.0361(10) 0.0454(10) -0.0102(8) -0.0021(8) -0.0100(8) O6 0.0414(10) 0.0500(12) 0.0404(10) -0.0035(9) -0.0149(8) -0.0042(9) N1 0.0369(11) 0.0247(10) 0.0225(10) 0.0010(8) -0.0043(8) -0.0055(8) N2 0.0413(12) 0.0296(11) 0.0240(10) 0.0044(8) -0.0092(9) -0.0123(9) N3 0.0548(14) 0.0280(11) 0.0307(11) -0.0040(9) -0.0086(10) -0.0002(10) C1 0.0218(11) 0.0222(11) 0.0290(12) -0.0047(9) -0.0063(9) -0.0022(9) C2 0.0220(11) 0.0198(11) 0.0257(11) -0.0018(9) -0.0043(9) -0.0008(9) C3 0.0286(12) 0.0237(11) 0.0271(12) 0.0030(9) -0.0077(9) -0.0010(9) C4 0.0309(12) 0.0270(12) 0.0247(12) -0.0017(9) -0.0077(9) -0.0021(10) C5 0.0280(12) 0.0221(11) 0.0287(12) -0.0062(9) -0.0042(9) 0.0011(9) C6 0.0250(11) 0.0186(11) 0.0287(12) 0.0000(9) -0.0066(9) -0.0004(9) C7 0.0266(11) 0.0229(11) 0.0226(11) 0.0002(9) -0.0045(9) -0.0032(9) C8 0.0547(17) 0.0445(16) 0.0252(13) -0.0050(11) -0.0124(12) 0.0016(13) C9 0.0227(11) 0.0209(11) 0.0321(13) 0.0031(9) -0.0056(9) -0.0024(9) C10 0.0495(16) 0.0264(13) 0.0292(13) 0.0000(10) -0.0093(11) 0.0024(11) C11 0.0361(13) 0.0270(12) 0.0281(12) -0.0004(10) -0.0045(10) -0.0029(10) C12 0.0527(16) 0.0471(16) 0.0308(13) 0.0103(11) -0.0226(12) -0.0211(13) C13 0.0404(14) 0.0360(14) 0.0225(11) 0.0030(10) -0.0090(10) -0.0097(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 O2 2.2315(15) 2_655 ? Cd1 N1 2.2835 . ? Cd1 O5 2.3006(8) . ? Cd1 O3 2.3637(16) 2_565 ? Cd1 O4 2.4321(16) 2_565 ? Cd1 O1 2.4363(17) . ? Cd1 C9 2.749(2) 2_565 ? O1 C1 1.2719(17) . ? O2 C1 1.2521(16) . ? O2 Cd1 2.2315(15) 2_655 ? O3 C9 1.260(3) . ? O3 Cd1 2.3637(16) 2_565 ? O4 C9 1.263(3) . ? O4 Cd1 2.4321(16) 2_565 ? O5 H1W 0.8321 . ? O5 H2W 0.8294 . ? O6 H3W 0.8298 . ? O6 H4W 0.8239 . ? N1 C11 1.325(2) . ? N1 C10 1.357(2) . ? N2 C11 1.321(2) . ? N2 N3 1.3647 . ? N2 C12 1.461(2) . ? N3 C10 1.303(3) . ? C1 C2 1.5071 . ? C2 C7 1.394(2) . ? C2 C3 1.3991 . ? C3 C4 1.383(2) . ? C3 H3 0.9300 . ? C4 C5 1.396(3) . ? C4 C8 1.516(3) . ? C5 C6 1.392(3) . ? C5 H5 0.9300 . ? C6 C7 1.394(3) . ? C6 C9 1.506(3) . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 Cd1 2.749(2) 2_565 ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.510(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C13 1.531(5) 2_656 ? C13 H13A 0.9700 . ? C13 H13B 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 O2 Cd1 N1 127.66(4) 2_655 . ? O2 Cd1 O5 83.80(5) 2_655 . ? N1 Cd1 O5 87.17(3) . . ? O2 Cd1 O3 91.31(6) 2_655 2_565 ? N1 Cd1 O3 141.00(4) . 2_565 ? O5 Cd1 O3 96.85(5) . 2_565 ? O2 Cd1 O4 143.47(6) 2_655 2_565 ? N1 Cd1 O4 87.10(4) . 2_565 ? O5 Cd1 O4 87.65(5) . 2_565 ? O3 Cd1 O4 54.53(5) 2_565 2_565 ? O2 Cd1 O1 93.10(6) 2_655 . ? N1 Cd1 O1 89.06(4) . . ? O5 Cd1 O1 172.16(4) . . ? O3 Cd1 O1 90.40(6) 2_565 . ? O4 Cd1 O1 99.02(6) 2_565 . ? O2 Cd1 C9 117.36(6) 2_655 2_565 ? N1 Cd1 C9 114.33(5) . 2_565 ? O5 Cd1 C9 91.54(5) . 2_565 ? O3 Cd1 C9 27.21(6) 2_565 2_565 ? O4 Cd1 C9 27.35(6) 2_565 2_565 ? O1 Cd1 C9 96.28(6) . 2_565 ? C1 O1 Cd1 115.68(10) . . ? C1 O2 Cd1 111.56(10) . 2_655 ? C9 O3 Cd1 93.70(14) . 2_565 ? C9 O4 Cd1 90.46(13) . 2_565 ? Cd1 O5 H1W 118.3 . . ? Cd1 O5 H2W 115.9 . . ? H1W O5 H2W 110.3 . . ? H3W O6 H4W 111.5 . . ? C11 N1 C10 102.18(15) . . ? C11 N1 Cd1 129.47(11) . . ? C10 N1 Cd1 128.26(11) . . ? C11 N2 N3 109.40(11) . . ? C11 N2 C12 130.26(16) . . ? N3 N2 C12 120.03(12) . . ? C10 N3 N2 102.55(11) . . ? O2 C1 O1 123.16(11) . . ? O2 C1 C2 117.60(8) . . ? O1 C1 C2 119.23(8) . . ? C7 C2 C3 119.11(9) . . ? C7 C2 C1 121.37(9) . . ? C3 C2 C1 119.5 . . ? C4 C3 C2 121.58(10) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 118.42(18) . . ? C3 C4 C8 120.71(19) . . ? C5 C4 C8 120.9(2) . . ? C6 C5 C4 121.1(2) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C7 119.6(2) . . ? C5 C6 C9 120.11(19) . . ? C7 C6 C9 120.3(2) . . ? C6 C7 C2 120.10(18) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 O4 121.2(2) . . ? O3 C9 C6 119.0(2) . . ? O4 C9 C6 119.84(19) . . ? O3 C9 Cd1 59.08(11) . 2_565 ? O4 C9 Cd1 62.20(11) . 2_565 ? C6 C9 Cd1 176.48(16) . 2_565 ? N3 C10 N1 115.09(19) . . ? N3 C10 H10 122.5 . . ? N1 C10 H10 122.5 . . ? N2 C11 N1 110.77(18) . . ? N2 C11 H11 124.6 . . ? N1 C11 H11 124.6 . . ? N2 C12 C13 112.54(19) . . ? N2 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? N2 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C12 C13 C13 113.8(3) . 2_656 ? C12 C13 H13A 108.8 . . ? C13 C13 H13A 108.8 2_656 . ? C12 C13 H13B 108.8 . . ? C13 C13 H13B 108.8 2_656 . ? H13A C13 H13B 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 O2 Cd1 O1 C1 127.52(11) 2_655 . . . ? N1 Cd1 O1 C1 -0.14(10) . . . . ? O5 Cd1 O1 C1 61.0(3) . . . . ? O3 Cd1 O1 C1 -141.14(11) 2_565 . . . ? O4 Cd1 O1 C1 -87.05(11) 2_565 . . . ? C9 Cd1 O1 C1 -114.51(11) 2_565 . . . ? O2 Cd1 N1 C11 -7.34(16) 2_655 . . . ? O5 Cd1 N1 C11 -87.28(15) . . . . ? O3 Cd1 N1 C11 175.32(16) 2_565 . . . ? O4 Cd1 N1 C11 -175.07(16) 2_565 . . . ? O1 Cd1 N1 C11 85.85(15) . . . . ? C9 Cd1 N1 C11 -177.68(16) 2_565 . . . ? O2 Cd1 N1 C10 176.85(17) 2_655 . . . ? O5 Cd1 N1 C10 96.91(16) . . . . ? O3 Cd1 N1 C10 -0.49(19) 2_565 . . . ? O4 Cd1 N1 C10 9.12(17) 2_565 . . . ? O1 Cd1 N1 C10 -89.96(17) . . . . ? C9 Cd1 N1 C10 6.50(17) 2_565 . . . ? C11 N2 N3 C10 -0.90(17) . . . . ? C12 N2 N3 C10 -175.10(19) . . . . ? Cd1 O2 C1 O1 -7.12(17) 2_655 . . . ? Cd1 O2 C1 C2 173.86(4) 2_655 . . . ? Cd1 O1 C1 O2 -97.10(14) . . . . ? Cd1 O1 C1 C2 81.90(9) . . . . ? O2 C1 C2 C7 -169.98(15) . . . . ? O1 C1 C2 C7 10.96(14) . . . . ? O2 C1 C2 C3 12.17(10) . . . . ? O1 C1 C2 C3 -166.89(9) . . . . ? C7 C2 C3 C4 -3.05(16) . . . . ? C1 C2 C3 C4 174.85(12) . . . . ? C2 C3 C4 C5 2.7(3) . . . . ? C2 C3 C4 C8 -177.20(18) . . . . ? C3 C4 C5 C6 -0.4(3) . . . . ? C8 C4 C5 C6 179.5(2) . . . . ? C4 C5 C6 C7 -1.5(4) . . . . ? C4 C5 C6 C9 178.5(2) . . . . ? C5 C6 C7 C2 1.1(3) . . . . ? C9 C6 C7 C2 -178.80(18) . . . . ? C3 C2 C7 C6 1.1(2) . . . . ? C1 C2 C7 C6 -176.81(15) . . . . ? Cd1 O3 C9 O4 4.1(2) 2_565 . . . ? Cd1 O3 C9 C6 -176.59(18) 2_565 . . . ? Cd1 O4 C9 O3 -4.0(2) 2_565 . . . ? Cd1 O4 C9 C6 176.72(18) 2_565 . . . ? C5 C6 C9 O3 19.4(3) . . . . ? C7 C6 C9 O3 -160.7(2) . . . . ? C5 C6 C9 O4 -161.3(2) . . . . ? C7 C6 C9 O4 18.7(3) . . . . ? C5 C6 C9 Cd1 -37(3) . . . 2_565 ? C7 C6 C9 Cd1 143(3) . . . 2_565 ? N2 N3 C10 N1 1.1(2) . . . . ? C11 N1 C10 N3 -0.9(3) . . . . ? Cd1 N1 C10 N3 175.79(10) . . . . ? N3 N2 C11 N1 0.4(2) . . . . ? C12 N2 C11 N1 173.82(15) . . . . ? C10 N1 C11 N2 0.3(2) . . . . ? Cd1 N1 C11 N2 -176.38(7) . . . . ? C11 N2 C12 C13 -88.7(3) . . . . ? N3 N2 C12 C13 84.1(2) . . . . ? N2 C12 C13 C13 66.4(3) . . . 2_656 ? 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 O6 H4W O1 0.82 1.97 2.7557(17) 159.7 1_556 O6 H3W O3 0.83 2.16 2.871(2) 143.7 2_566 O5 H2W O4 0.83 1.93 2.7411(18) 165.9 1_655 O5 H1W O6 0.83 1.93 2.748 166.9 1_654 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.434 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.060