# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 854939' #============================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H22 Cd4 N16 O11, H2 O' _chemical_formula_sum 'C32 H24 Cd4 N16 O12' _chemical_formula_weight 1274.31 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 orthorhombic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.380(3) _cell_length_b 16.488(3) _cell_length_c 21.246(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4336.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7791 _cell_measurement_theta_min 1.56 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour corless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.952 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2464.0 _exptl_absorpt_coefficient_mu 2.011 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2542 _exptl_absorpt_correction_T_max 0.3024 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 21808 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0703 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.20 _reflns_number_total 7791 _reflns_number_gt 6119 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker, 2005)' _computing_cell_refinement 'Apex2 (Bruker, 2005)' _computing_data_reduction 'Apex2 (Bruker, 2005)' _computing_structure_solution 'SHELXTL 6.12 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.12' _computing_molecular_graphics 'SHELXTL 6.12' _computing_publication_material 'SHELXTL 6.12' _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^)+(0.0945P)^2^+63.1964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7791 _refine_ls_number_parameters 601 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0849 _refine_ls_R_factor_gt 0.0682 _refine_ls_wR_factor_ref 0.2049 _refine_ls_wR_factor_gt 0.1939 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.062 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.1687(8) 0.5170(6) 0.2884(5) 0.027(2) Uani 1 1 d . . . C2 C 1.2681(8) 0.4900(6) 0.3226(5) 0.027(2) Uani 1 1 d . . . C3 C 1.3054(9) 0.5365(7) 0.3724(6) 0.039(3) Uani 1 1 d . . . H3 H 1.2707 0.5847 0.3830 0.047 Uiso 1 1 calc R . . C4 C 1.3922(11) 0.5116(9) 0.4053(7) 0.053(4) Uani 1 1 d . . . H4 H 1.4141 0.5407 0.4406 0.063 Uiso 1 1 calc R . . C5 C 1.4499(10) 0.4429(7) 0.3875(6) 0.043(3) Uani 1 1 d . . . H50 H 1.5118 0.4280 0.4095 0.051 Uiso 1 1 calc R . . C6 C 1.4150(9) 0.3967(6) 0.3370(5) 0.029(2) Uani 1 1 d . . . C7 C 1.4766(9) 0.3232(6) 0.3196(5) 0.029(2) Uani 1 1 d . . . C8 C 1.3224(8) 0.4201(6) 0.3047(5) 0.025(2) Uani 1 1 d . . . H52 H 1.2970 0.3891 0.2713 0.030 Uiso 1 1 calc R . . C9 C 0.8347(8) 0.5983(6) 0.3253(5) 0.026(2) Uani 1 1 d . . . C10 C 0.7580(8) 0.6240(6) 0.3748(5) 0.026(2) Uani 1 1 d . . . C11 C 0.7926(9) 0.6382(7) 0.4353(5) 0.030(2) Uani 1 1 d . . . H11 H 0.8639 0.6267 0.4458 0.036 Uiso 1 1 calc R . . C12 C 0.7255(9) 0.6687(7) 0.4806(5) 0.031(2) Uani 1 1 d . . . C13 C 0.7644(9) 0.6869(7) 0.5437(5) 0.032(2) Uani 1 1 d . . . C14 C 0.6180(10) 0.6835(8) 0.4655(5) 0.040(3) Uani 1 1 d . . . H14 H 0.5710 0.7038 0.4958 0.048 Uiso 1 1 calc R . . C15 C 0.5809(11) 0.6680(9) 0.4052(6) 0.050(3) Uani 1 1 d . . . H15 H 0.5090 0.6777 0.3949 0.060 Uiso 1 1 calc R . . C16 C 0.6516(10) 0.6379(7) 0.3601(5) 0.036(3) Uani 1 1 d . . . H16 H 0.6266 0.6272 0.3196 0.043 Uiso 1 1 calc R . . C17 C 0.8193(9) 0.3608(6) 0.2400(5) 0.029(2) Uani 1 1 d . . . C18 C 0.7139(9) 0.3779(6) 0.2090(5) 0.028(2) Uani 1 1 d . . . C19 C 0.6650(8) 0.4541(6) 0.2161(5) 0.026(2) Uani 1 1 d . . . H23 H 0.7003 0.4944 0.2389 0.031 Uiso 1 1 calc R . . C20 C 0.5656(8) 0.4700(6) 0.1899(5) 0.028(2) Uani 1 1 d . . . C21 C 0.5124(8) 0.5474(6) 0.1986(5) 0.024(2) Uani 1 1 d . . . C22 C 0.5136(10) 0.4091(7) 0.1566(6) 0.041(3) Uani 1 1 d . . . H19 H 0.4447 0.4180 0.1405 0.049 Uiso 1 1 calc R . . C23 C 0.5640(12) 0.3350(8) 0.1473(8) 0.058(4) Uani 1 1 d . . . H20 H 0.5310 0.2958 0.1224 0.070 Uiso 1 1 calc R . . C24 C 0.6621(11) 0.3192(7) 0.1746(7) 0.048(3) Uani 1 1 d . . . H21 H 0.6938 0.2685 0.1698 0.058 Uiso 1 1 calc R . . C25 C 1.1774(9) 0.2900(7) 0.1715(5) 0.033(3) Uani 1 1 d . . . C26 C 1.1196(9) 0.3284(6) 0.1164(5) 0.030(2) Uani 1 1 d . . . C27 C 1.1398(11) 0.3041(8) 0.0554(6) 0.044(3) Uani 1 1 d . . . H29 H 1.1927 0.2652 0.0480 0.053 Uiso 1 1 calc R . . C28 C 1.0848(11) 0.3352(8) 0.0065(5) 0.043(3) Uani 1 1 d . . . H28 H 1.1021 0.3200 -0.0344 0.051 Uiso 1 1 calc R . . C29 C 1.0003(11) 0.3913(7) 0.0177(5) 0.040(3) Uani 1 1 d . . . H27 H 0.9598 0.4109 -0.0159 0.048 Uiso 1 1 calc R . . C30 C 0.9773(9) 0.4176(6) 0.0790(5) 0.029(2) Uani 1 1 d . . . C31 C 0.8937(9) 0.4775(6) 0.0905(5) 0.029(2) Uani 1 1 d . . . C32 C 1.0388(9) 0.3850(7) 0.1284(5) 0.031(2) Uani 1 1 d . . . H32 H 1.0254 0.4013 0.1696 0.037 Uiso 1 1 calc R . . Cd1 Cd 0.98081(6) 0.56031(5) 0.22870(4) 0.0266(2) Uani 1 1 d . . . Cd2 Cd 0.72644(6) 0.67928(5) 0.18725(4) 0.0269(2) Uani 1 1 d . . . Cd3 Cd 1.22915(6) 0.70078(5) 0.23160(4) 0.0259(2) Uani 1 1 d . . . Cd4 Cd 1.01182(6) 0.32997(5) 0.29977(4) 0.0329(2) Uani 1 1 d . . . H1A H 0.402(12) 0.208(5) 0.057(4) 0.049 Uiso 1 1 d D . . H2A H 1.169(8) 0.634(6) 0.173(4) 0.049 Uiso 1 1 d D . . H3A H 0.696(8) 0.782(8) 0.090(5) 0.049 Uiso 1 1 d D . . H4A H 0.933(11) 0.464(3) 0.393(5) 0.049 Uiso 1 1 d D . . H1B H 0.432(12) 0.130(4) 0.066(4) 0.049 Uiso 1 1 d D . . H2B H 1.195(6) 0.576(7) 0.131(5) 0.049 Uiso 1 1 d D . . H3B H 0.602(7) 0.743(8) 0.084(4) 0.049 Uiso 1 1 d D . . H4B H 0.957(12) 0.391(5) 0.418(3) 0.049 Uiso 1 1 d D . . N1 N 1.4374(7) 0.2577(5) 0.2912(4) 0.029(2) Uani 1 1 d . . . N2 N 1.5211(7) 0.2049(6) 0.2885(4) 0.031(2) Uani 1 1 d . . . N3 N 1.6053(7) 0.2389(6) 0.3144(5) 0.032(2) Uani 1 1 d . . . N4 N 1.5802(7) 0.3140(5) 0.3344(5) 0.032(2) Uani 1 1 d . . . N5 N 0.8545(8) 0.6566(6) 0.5694(4) 0.033(2) Uani 1 1 d . . . N6 N 0.8599(8) 0.6896(6) 0.6270(4) 0.034(2) Uani 1 1 d . . . N7 N 0.7764(7) 0.7380(6) 0.6353(4) 0.033(2) Uani 1 1 d . . . N8 N 0.7144(8) 0.7376(6) 0.5835(4) 0.035(2) Uani 1 1 d . . . N9 N 0.5609(7) 0.6217(5) 0.1994(4) 0.0277(19) Uani 1 1 d . . . N10 N 0.4803(7) 0.6757(5) 0.2093(5) 0.031(2) Uani 1 1 d . . . N11 N 0.3892(7) 0.6357(5) 0.2132(5) 0.029(2) Uani 1 1 d . . . N12 N 0.4060(7) 0.5552(5) 0.2060(4) 0.030(2) Uani 1 1 d . . . N13 N 0.8916(7) 0.5325(5) 0.1372(4) 0.0259(19) Uani 1 1 d . . . N14 N 0.7980(7) 0.5733(5) 0.1278(4) 0.028(2) Uani 1 1 d . . . N15 N 0.7498(8) 0.5460(6) 0.0782(4) 0.036(2) Uani 1 1 d . . . N16 N 0.8079(9) 0.4853(7) 0.0539(5) 0.042(3) Uani 1 1 d . . . O5 O 1.1044(6) 0.4666(4) 0.2662(4) 0.0323(17) Uani 1 1 d . . . O6 O 1.1506(6) 0.5927(4) 0.2821(4) 0.0320(17) Uani 1 1 d . . . O7 O 0.9286(7) 0.5742(5) 0.3391(4) 0.0385(19) Uani 1 1 d . . . O8 O 0.8073(6) 0.6043(4) 0.2674(3) 0.0281(16) Uani 1 1 d . . . O9 O 0.8840(6) 0.4163(5) 0.2537(4) 0.0355(18) Uani 1 1 d . . . O10 O 0.8446(6) 0.2874(5) 0.2538(4) 0.042(2) Uani 1 1 d . . . O11 O 1.1424(7) 0.3000(5) 0.2267(4) 0.0350(18) Uani 1 1 d . . . O12 O 1.2594(7) 0.2474(6) 0.1627(4) 0.050(2) Uani 1 1 d . . . O1W O 0.4146(13) 0.1731(10) 0.0856(6) 0.091(4) Uani 1 1 d D . . O2W O 1.1422(8) 0.6039(6) 0.1446(5) 0.058(3) Uani 1 1 d D . . O3W O 0.6521(15) 0.7529(8) 0.1074(7) 0.104(5) Uani 1 1 d D . . O4W O 0.9516(11) 0.4170(8) 0.3852(5) 0.073(3) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(5) 0.027(6) 0.036(6) -0.002(4) 0.004(4) 0.003(4) C2 0.018(5) 0.020(5) 0.043(6) 0.006(4) -0.001(4) 0.000(4) C3 0.030(7) 0.024(6) 0.062(8) -0.013(5) -0.007(6) 0.004(5) C4 0.046(8) 0.056(9) 0.056(9) -0.025(7) -0.023(6) 0.018(7) C5 0.035(7) 0.031(6) 0.062(8) -0.014(6) -0.029(6) 0.007(5) C6 0.020(5) 0.025(6) 0.043(6) -0.001(5) -0.006(5) 0.002(4) C7 0.028(6) 0.018(5) 0.042(6) 0.001(4) -0.001(5) 0.002(4) C8 0.010(5) 0.029(6) 0.037(6) 0.000(4) 0.002(4) 0.009(4) C9 0.019(5) 0.015(5) 0.045(7) -0.002(4) -0.001(5) -0.001(4) C10 0.020(5) 0.024(5) 0.035(6) 0.004(4) -0.001(4) -0.004(4) C11 0.027(6) 0.030(6) 0.032(6) -0.003(4) -0.006(4) 0.001(4) C12 0.031(6) 0.032(6) 0.031(6) -0.001(5) -0.002(5) -0.003(5) C13 0.029(6) 0.033(6) 0.035(6) -0.002(5) 0.005(5) -0.001(5) C14 0.030(7) 0.057(8) 0.033(6) -0.009(5) 0.006(5) 0.012(6) C15 0.031(7) 0.066(9) 0.055(8) -0.002(7) 0.000(6) 0.012(6) C16 0.034(7) 0.046(7) 0.027(6) 0.000(5) 0.000(5) 0.005(5) C17 0.025(6) 0.023(5) 0.040(6) 0.007(4) 0.005(5) -0.001(4) C18 0.021(5) 0.021(5) 0.043(6) 0.004(4) -0.001(4) -0.002(4) C19 0.027(6) 0.021(5) 0.029(6) -0.001(4) -0.007(4) -0.003(4) C20 0.022(6) 0.026(6) 0.037(6) 0.002(4) -0.003(4) -0.001(4) C21 0.015(5) 0.020(5) 0.037(6) 0.005(4) -0.003(4) 0.002(4) C22 0.034(7) 0.028(6) 0.060(8) -0.005(5) -0.027(6) 0.008(5) C23 0.052(9) 0.034(7) 0.089(11) -0.025(7) -0.035(8) 0.005(6) C24 0.046(8) 0.025(6) 0.072(9) -0.010(6) -0.017(7) 0.010(5) C25 0.029(6) 0.028(6) 0.041(7) -0.001(5) -0.008(5) -0.001(5) C26 0.031(6) 0.023(5) 0.036(6) 0.001(4) 0.004(5) -0.001(4) C27 0.042(8) 0.042(7) 0.048(8) -0.002(6) 0.013(6) 0.004(6) C28 0.058(9) 0.044(7) 0.026(6) 0.003(5) 0.001(6) 0.008(6) C29 0.059(8) 0.033(6) 0.028(6) -0.001(5) -0.005(5) 0.007(6) C30 0.033(6) 0.022(5) 0.033(6) -0.001(4) 0.001(5) -0.001(4) C31 0.030(6) 0.027(6) 0.030(6) 0.002(4) -0.002(4) -0.002(4) C32 0.032(6) 0.034(6) 0.026(6) -0.004(4) -0.003(4) -0.001(5) Cd1 0.0195(4) 0.0252(4) 0.0352(5) -0.0035(3) -0.0051(3) 0.0043(3) Cd2 0.0148(4) 0.0218(4) 0.0443(5) -0.0005(3) -0.0025(3) -0.0007(3) Cd3 0.0137(4) 0.0237(4) 0.0401(5) 0.0031(3) -0.0006(3) 0.0000(3) Cd4 0.0229(4) 0.0318(5) 0.0442(5) -0.0002(3) -0.0082(3) 0.0072(3) N1 0.014(4) 0.026(5) 0.045(6) 0.002(4) 0.000(4) 0.003(3) N2 0.020(5) 0.033(5) 0.041(5) -0.002(4) 0.000(4) 0.001(4) N3 0.020(5) 0.030(5) 0.046(6) -0.004(4) 0.000(4) -0.002(4) N4 0.021(5) 0.017(4) 0.059(6) -0.003(4) -0.008(4) 0.004(3) N5 0.031(5) 0.037(5) 0.032(5) -0.004(4) -0.004(4) 0.004(4) N6 0.025(5) 0.038(6) 0.038(5) -0.003(4) 0.000(4) 0.001(4) N7 0.020(5) 0.042(6) 0.037(5) -0.003(4) -0.002(4) 0.001(4) N8 0.038(6) 0.032(5) 0.036(5) -0.001(4) 0.001(4) 0.004(4) N9 0.015(4) 0.021(4) 0.047(6) 0.000(4) -0.002(4) 0.005(3) N10 0.020(5) 0.016(4) 0.056(6) -0.001(4) -0.003(4) 0.000(3) N11 0.013(4) 0.020(5) 0.055(6) 0.003(4) 0.000(4) 0.000(3) N12 0.011(4) 0.026(5) 0.051(6) 0.004(4) -0.001(4) -0.004(3) N13 0.024(5) 0.025(5) 0.030(5) -0.001(4) -0.004(4) 0.002(4) N14 0.019(5) 0.025(5) 0.041(5) -0.006(4) -0.001(4) 0.002(4) N15 0.033(5) 0.037(6) 0.038(5) -0.012(4) -0.012(4) 0.010(4) N16 0.043(6) 0.049(6) 0.034(6) -0.002(5) -0.016(5) 0.005(5) O5 0.025(4) 0.026(4) 0.046(5) -0.007(3) -0.010(3) 0.004(3) O6 0.020(4) 0.023(4) 0.053(5) 0.007(3) 0.003(3) -0.001(3) O7 0.036(5) 0.039(5) 0.040(5) -0.006(4) -0.003(4) 0.007(4) O8 0.025(4) 0.027(4) 0.032(4) -0.002(3) 0.000(3) -0.003(3) O9 0.024(4) 0.031(4) 0.052(5) 0.002(4) -0.010(3) 0.001(3) O10 0.024(4) 0.024(4) 0.077(6) 0.016(4) -0.002(4) 0.010(3) O11 0.036(5) 0.033(4) 0.036(5) 0.002(3) 0.000(3) 0.006(3) O12 0.035(5) 0.062(6) 0.052(6) 0.002(4) 0.004(4) 0.028(4) O1W 0.086(10) 0.092(10) 0.094(10) -0.022(7) 0.020(8) -0.019(8) O2W 0.059(7) 0.053(6) 0.061(7) -0.013(5) 0.008(5) -0.012(5) O3W 0.147(15) 0.068(9) 0.098(10) 0.044(7) -0.069(10) -0.017(8) O4W 0.089(9) 0.073(8) 0.056(6) 0.006(5) 0.008(6) 0.037(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O5 1.243(13) . ? C1 O6 1.274(13) . ? C1 C2 1.496(15) . ? C2 C3 1.385(16) . ? C2 C8 1.388(14) . ? C3 C4 1.346(17) . ? C3 H3 0.9300 . ? C4 C5 1.392(17) . ? C4 H4 0.9300 . ? C5 C6 1.384(16) . ? C5 H50 0.9300 . ? C6 C8 1.390(14) . ? C6 C7 1.479(14) . ? C7 N1 1.329(14) . ? C7 N4 1.329(14) . ? C8 H52 0.9300 . ? C9 O7 1.262(13) . ? C9 O8 1.279(13) . ? C9 C10 1.480(15) . ? C10 C11 1.374(15) . ? C10 C16 1.374(16) . ? C11 C12 1.367(15) . ? C11 H11 0.9300 . ? C12 C14 1.391(16) . ? C12 C13 1.454(16) . ? C13 N5 1.339(15) . ? C13 N8 1.341(14) . ? C14 C15 1.384(18) . ? C14 H14 0.9300 . ? C15 C16 1.390(17) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 O9 1.250(13) . ? C17 O10 1.283(13) . ? C17 C18 1.488(15) . ? C18 C24 1.370(16) . ? C18 C19 1.403(15) . ? C19 C20 1.376(15) . ? C19 H23 0.9300 . ? C20 C22 1.387(16) . ? C20 C21 1.447(14) . ? C21 N12 1.333(13) . ? C21 N9 1.365(13) . ? C22 C23 1.386(17) . ? C22 H19 0.9300 . ? C23 C24 1.372(18) . ? C23 H20 0.9300 . ? C24 H21 0.9300 . ? C25 O12 1.248(14) . ? C25 O11 1.261(14) . ? C25 C26 1.511(16) . ? C26 C27 1.379(16) . ? C26 C32 1.392(16) . ? C27 C28 1.344(18) . ? C27 H29 0.9300 . ? C28 C29 1.416(18) . ? C28 H28 0.9300 . ? C29 C30 1.403(15) . ? C29 H27 0.9300 . ? C30 C32 1.402(16) . ? C30 C31 1.452(15) . ? C31 N16 1.322(15) . ? C31 N13 1.344(14) . ? C32 H32 0.9300 . ? Cd1 N13 2.282(8) . ? Cd1 O5 2.316(7) . ? Cd1 N2 2.412(9) 2_755 ? Cd1 O8 2.412(7) . ? Cd1 O7 2.444(8) . ? Cd1 O6 2.447(8) . ? Cd2 N9 2.274(9) . ? Cd2 O3W 2.279(11) . ? Cd2 N3 2.304(9) 2_755 ? Cd2 O8 2.330(7) . ? Cd2 N14 2.332(8) . ? Cd2 O10 2.350(8) 2_655 ? Cd3 N11 2.287(8) 1_655 ? Cd3 O6 2.297(7) . ? Cd3 N1 2.316(9) 2_755 ? Cd3 N7 2.356(9) 4_675 ? Cd3 O12 2.377(9) 2_755 ? Cd3 O11 2.447(8) 2_755 ? Cd3 H2A 1.820(18) . ? Cd4 N6 2.246(10) 3_766 ? Cd4 O11 2.297(8) . ? Cd4 O9 2.342(8) . ? Cd4 O10 2.394(8) . ? Cd4 O4W 2.431(10) . ? Cd4 N10 2.553(9) 2_645 ? Cd4 O5 2.627(8) . ? N1 N2 1.355(12) . ? N1 Cd3 2.316(9) 2_745 ? N2 N3 1.304(13) . ? N2 Cd1 2.412(9) 2_745 ? N3 N4 1.346(12) . ? N3 Cd2 2.304(9) 2_745 ? N5 N6 1.341(13) . ? N6 N7 1.318(13) . ? N6 Cd4 2.246(10) 3_766 ? N7 N8 1.339(13) . ? N7 Cd3 2.356(9) 4_576 ? N9 N10 1.354(12) . ? N10 N11 1.309(12) . ? N10 Cd4 2.553(9) 2_655 ? N11 N12 1.353(12) . ? N11 Cd3 2.287(8) 1_455 ? N13 N14 1.353(12) . ? N14 N15 1.293(13) . ? N15 N16 1.336(14) . ? O10 Cd2 2.350(8) 2_645 ? O11 Cd3 2.447(8) 2_745 ? O12 Cd3 2.377(9) 2_745 ? O1W H1A 0.854(10) . ? O1W H1B 0.854(10) . ? O2W H2A 0.850(11) . ? O2W H2B 0.849(10) . ? O3W H3A 0.821(11) . ? O3W H3B 0.821(10) . ? O4W H4A 0.820(10) . ? O4W H4B 0.821(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 C1 O6 120.1(10) . . ? O5 C1 C2 120.8(9) . . ? O6 C1 C2 119.1(9) . . ? C3 C2 C8 120.6(10) . . ? C3 C2 C1 118.7(10) . . ? C8 C2 C1 120.8(10) . . ? C4 C3 C2 119.5(11) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 121.1(12) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 119.9(11) . . ? C6 C5 H50 120.0 . . ? C4 C5 H50 120.0 . . ? C5 C6 C8 119.2(10) . . ? C5 C6 C7 118.9(10) . . ? C8 C6 C7 122.0(10) . . ? N1 C7 N4 111.4(9) . . ? N1 C7 C6 126.3(10) . . ? N4 C7 C6 122.2(10) . . ? C2 C8 C6 119.6(10) . . ? C2 C8 H52 120.2 . . ? C6 C8 H52 120.2 . . ? O7 C9 O8 119.4(9) . . ? O7 C9 C10 121.1(10) . . ? O8 C9 C10 119.4(9) . . ? C11 C10 C16 118.9(10) . . ? C11 C10 C9 121.0(10) . . ? C16 C10 C9 120.1(10) . . ? C12 C11 C10 122.2(10) . . ? C12 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? C11 C12 C14 118.9(10) . . ? C11 C12 C13 121.6(10) . . ? C14 C12 C13 119.5(10) . . ? N5 C13 N8 111.0(10) . . ? N5 C13 C12 125.0(10) . . ? N8 C13 C12 124.0(11) . . ? C15 C14 C12 119.9(10) . . ? C15 C14 H14 120.1 . . ? C12 C14 H14 120.1 . . ? C14 C15 C16 119.8(12) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C10 C16 C15 120.4(11) . . ? C10 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? O9 C17 O10 118.7(10) . . ? O9 C17 C18 121.8(9) . . ? O10 C17 C18 119.5(10) . . ? C24 C18 C19 119.2(10) . . ? C24 C18 C17 120.8(10) . . ? C19 C18 C17 120.0(10) . . ? C20 C19 C18 120.8(10) . . ? C20 C19 H23 119.6 . . ? C18 C19 H23 119.6 . . ? C19 C20 C22 118.9(10) . . ? C19 C20 C21 121.5(10) . . ? C22 C20 C21 119.5(10) . . ? N12 C21 N9 110.3(9) . . ? N12 C21 C20 123.4(9) . . ? N9 C21 C20 126.4(9) . . ? C23 C22 C20 120.1(11) . . ? C23 C22 H19 119.9 . . ? C20 C22 H19 119.9 . . ? C24 C23 C22 120.4(12) . . ? C24 C23 H20 119.8 . . ? C22 C23 H20 119.8 . . ? C18 C24 C23 120.4(11) . . ? C18 C24 H21 119.8 . . ? C23 C24 H21 119.8 . . ? O12 C25 O11 119.5(11) . . ? O12 C25 C26 120.3(10) . . ? O11 C25 C26 120.2(10) . . ? C27 C26 C32 119.9(11) . . ? C27 C26 C25 121.4(11) . . ? C32 C26 C25 118.6(10) . . ? C28 C27 C26 121.5(12) . . ? C28 C27 H29 119.3 . . ? C26 C27 H29 119.3 . . ? C27 C28 C29 119.7(11) . . ? C27 C28 H28 120.2 . . ? C29 C28 H28 120.2 . . ? C30 C29 C28 120.5(11) . . ? C30 C29 H27 119.8 . . ? C28 C29 H27 119.8 . . ? C32 C30 C29 117.8(11) . . ? C32 C30 C31 121.5(10) . . ? C29 C30 C31 120.7(10) . . ? N16 C31 N13 110.7(10) . . ? N16 C31 C30 122.7(10) . . ? N13 C31 C30 126.7(10) . . ? C26 C32 C30 120.6(10) . . ? C26 C32 H32 119.7 . . ? C30 C32 H32 119.7 . . ? N13 Cd1 O5 118.6(3) . . ? N13 Cd1 N2 93.7(3) . 2_755 ? O5 Cd1 N2 135.9(3) . 2_755 ? N13 Cd1 O8 85.4(3) . . ? O5 Cd1 O8 132.2(3) . . ? N2 Cd1 O8 75.3(3) 2_755 . ? N13 Cd1 O7 135.1(3) . . ? O5 Cd1 O7 84.7(3) . . ? N2 Cd1 O7 92.9(3) 2_755 . ? O8 Cd1 O7 53.7(3) . . ? N13 Cd1 O6 148.7(3) . . ? O5 Cd1 O6 54.4(2) . . ? N2 Cd1 O6 82.1(3) 2_755 . ? O8 Cd1 O6 122.7(2) . . ? O7 Cd1 O6 76.2(3) . . ? N9 Cd2 O3W 86.7(5) . . ? N9 Cd2 N3 174.4(3) . 2_755 ? O3W Cd2 N3 97.3(5) . 2_755 ? N9 Cd2 O8 94.7(3) . . ? O3W Cd2 O8 178.3(5) . . ? N3 Cd2 O8 81.3(3) 2_755 . ? N9 Cd2 N14 95.2(3) . . ? O3W Cd2 N14 98.6(5) . . ? N3 Cd2 N14 88.1(3) 2_755 . ? O8 Cd2 N14 80.5(3) . . ? N9 Cd2 O10 85.4(3) . 2_655 ? O3W Cd2 O10 80.9(5) . 2_655 ? N3 Cd2 O10 91.3(3) 2_755 2_655 ? O8 Cd2 O10 100.0(3) . 2_655 ? N14 Cd2 O10 179.2(3) . 2_655 ? N11 Cd3 O6 94.8(3) 1_655 . ? N11 Cd3 N1 157.8(3) 1_655 2_755 ? O6 Cd3 N1 92.0(3) . 2_755 ? N11 Cd3 N7 80.6(3) 1_655 4_675 ? O6 Cd3 N7 147.5(3) . 4_675 ? N1 Cd3 N7 82.3(3) 2_755 4_675 ? N11 Cd3 O12 105.2(3) 1_655 2_755 ? O6 Cd3 O12 80.5(3) . 2_755 ? N1 Cd3 O12 96.8(3) 2_755 2_755 ? N7 Cd3 O12 131.9(3) 4_675 2_755 ? N11 Cd3 O11 79.2(3) 1_655 2_755 ? O6 Cd3 O11 128.7(3) . 2_755 ? N1 Cd3 O11 112.5(3) 2_755 2_755 ? N7 Cd3 O11 82.3(3) 4_675 2_755 ? O12 Cd3 O11 53.4(3) 2_755 2_755 ? N11 Cd3 H2A 87(3) 1_655 . ? O6 Cd3 H2A 71(4) . . ? N1 Cd3 H2A 75(3) 2_755 . ? N7 Cd3 H2A 77(4) 4_675 . ? O12 Cd3 H2A 150(4) 2_755 . ? O11 Cd3 H2A 157(4) 2_755 . ? N6 Cd4 O11 86.5(3) 3_766 . ? N6 Cd4 O9 148.6(3) 3_766 . ? O11 Cd4 O9 108.9(3) . . ? N6 Cd4 O10 148.4(3) 3_766 . ? O11 Cd4 O10 105.7(3) . . ? O9 Cd4 O10 54.8(3) . . ? N6 Cd4 O4W 77.6(4) 3_766 . ? O11 Cd4 O4W 148.0(4) . . ? O9 Cd4 O4W 75.2(3) . . ? O10 Cd4 O4W 102.2(4) . . ? N6 Cd4 N10 83.2(3) 3_766 2_645 ? O11 Cd4 N10 73.0(3) . 2_645 ? O9 Cd4 N10 126.9(3) . 2_645 ? O10 Cd4 N10 73.2(3) . 2_645 ? O4W Cd4 N10 131.0(4) . 2_645 ? N6 Cd4 O5 90.1(3) 3_766 . ? O11 Cd4 O5 72.1(3) . . ? O9 Cd4 O5 70.1(2) . . ? O10 Cd4 O5 121.2(2) . . ? O4W Cd4 O5 80.2(4) . . ? N10 Cd4 O5 144.8(3) 2_645 . ? C7 N1 N2 105.2(9) . . ? C7 N1 Cd3 138.5(7) . 2_745 ? N2 N1 Cd3 114.3(6) . 2_745 ? N3 N2 N1 108.5(9) . . ? N3 N2 Cd1 119.8(7) . 2_745 ? N1 N2 Cd1 129.3(7) . 2_745 ? N2 N3 N4 110.1(9) . . ? N2 N3 Cd2 122.2(7) . 2_745 ? N4 N3 Cd2 127.3(7) . 2_745 ? C7 N4 N3 104.7(9) . . ? C13 N5 N6 105.2(9) . . ? N7 N6 N5 109.2(9) . . ? N7 N6 Cd4 123.3(7) . 3_766 ? N5 N6 Cd4 127.5(7) . 3_766 ? N6 N7 N8 109.6(9) . . ? N6 N7 Cd3 124.8(7) . 4_576 ? N8 N7 Cd3 124.9(7) . 4_576 ? N7 N8 C13 104.9(9) . . ? N10 N9 C21 105.6(8) . . ? N10 N9 Cd2 114.1(6) . . ? C21 N9 Cd2 140.4(7) . . ? N11 N10 N9 108.3(8) . . ? N11 N10 Cd4 122.7(6) . 2_655 ? N9 N10 Cd4 128.0(6) . 2_655 ? N10 N11 N12 110.8(8) . . ? N10 N11 Cd3 121.4(6) . 1_455 ? N12 N11 Cd3 127.8(6) . 1_455 ? C21 N12 N11 105.1(8) . . ? C31 N13 N14 104.1(8) . . ? C31 N13 Cd1 139.0(7) . . ? N14 N13 Cd1 116.1(6) . . ? N15 N14 N13 110.0(8) . . ? N15 N14 Cd2 121.8(7) . . ? N13 N14 Cd2 128.2(6) . . ? N14 N15 N16 109.1(9) . . ? C31 N16 N15 106.1(9) . . ? C1 O5 Cd1 96.2(6) . . ? C1 O5 Cd4 138.6(7) . . ? Cd1 O5 Cd4 112.2(3) . . ? C1 O6 Cd3 137.2(7) . . ? C1 O6 Cd1 89.2(6) . . ? Cd3 O6 Cd1 108.4(3) . . ? C9 O7 Cd1 93.0(7) . . ? C9 O8 Cd2 149.0(6) . . ? C9 O8 Cd1 94.0(6) . . ? Cd2 O8 Cd1 107.0(3) . . ? C17 O9 Cd4 94.9(7) . . ? C17 O10 Cd2 138.2(7) . 2_645 ? C17 O10 Cd4 91.6(7) . . ? Cd2 O10 Cd4 109.2(3) 2_645 . ? C25 O11 Cd4 154.1(8) . . ? C25 O11 Cd3 91.5(7) . 2_745 ? Cd4 O11 Cd3 110.9(3) . 2_745 ? C25 O12 Cd3 95.1(7) . 2_745 ? H1A O1W H1B 104.3(17) . . ? H2A O2W H2B 105.3(17) . . ? Cd2 O3W H3A 112(9) . . ? Cd2 O3W H3B 131(9) . . ? H3A O3W H3B 110.4(19) . . ? Cd4 O4W H4A 142(7) . . ? Cd4 O4W H4B 107(7) . . ? H4A O4W H4B 110.6(19) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 3.831 _refine_diff_density_min -1.469 _refine_diff_density_rms 0.267 data_2 _database_code_depnum_ccdc_archive 'CCDC 854940' #============================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Cd N8 O2' _chemical_formula_sum 'C28 H20 Cd N8 O2' _chemical_formula_weight 612.93 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 orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.984(10) _cell_length_b 17.667(16) _cell_length_c 26.08(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5061(8) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4541 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2464 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7726 _exptl_absorpt_correction_T_max 0.8050 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24237 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.20 _reflns_number_total 4541 _reflns_number_gt 3426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker, 2005)' _computing_cell_refinement 'Apex2 (Bruker, 2005)' _computing_data_reduction 'Apex2 (Bruker, 2005)' _computing_structure_solution 'SHELXTL 6.12 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.12' _computing_molecular_graphics 'SHELXTL 6.12' _computing_publication_material 'SHELXTL 6.12' _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^)+(0.0228P)^2^+5.0919P] 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 4541 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0732 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 C1 C 0.5328(3) 0.5166(2) 0.25490(14) 0.0489(9) Uani 1 1 d . . . H1 H 0.4651 0.5403 0.2407 0.059 Uiso 1 1 calc R . . C2 C 0.5506(4) 0.5216(3) 0.30661(14) 0.0697(13) Uani 1 1 d . . . H2 H 0.4965 0.5481 0.3274 0.084 Uiso 1 1 calc R . . C3 C 0.6501(5) 0.4864(3) 0.32687(16) 0.0923(18) Uani 1 1 d . . . H3 H 0.6652 0.4893 0.3619 0.111 Uiso 1 1 calc R . . C4 C 0.7277(4) 0.4469(3) 0.29578(14) 0.0720(13) Uani 1 1 d . . . H4 H 0.7954 0.4227 0.3095 0.086 Uiso 1 1 calc R . . C5 C 0.7046(3) 0.44328(19) 0.24385(12) 0.0393(8) Uani 1 1 d . . . C6 C 0.7850(3) 0.40152(19) 0.20841(13) 0.0413(8) Uani 1 1 d . . . C7 C 0.8756(4) 0.3530(2) 0.22572(15) 0.0612(11) Uani 1 1 d . . . H7 H 0.8883 0.3465 0.2607 0.073 Uiso 1 1 calc R . . C8 C 0.9462(4) 0.3148(3) 0.19094(17) 0.0745(13) Uani 1 1 d . . . H8 H 1.0058 0.2814 0.2023 0.089 Uiso 1 1 calc R . . C9 C 0.9290(4) 0.3259(3) 0.13964(17) 0.0687(12) Uani 1 1 d . . . H9 H 0.9771 0.3013 0.1155 0.082 Uiso 1 1 calc R . . C10 C 0.8373(4) 0.3753(2) 0.12494(14) 0.0555(10) Uani 1 1 d . . . H10 H 0.8239 0.3825 0.0901 0.067 Uiso 1 1 calc R . . C11 C 0.7573(4) 0.6350(2) 0.20215(14) 0.0543(10) Uani 1 1 d . . . H11 H 0.7120 0.6141 0.2287 0.065 Uiso 1 1 calc R . . C12 C 0.8257(4) 0.6977(2) 0.21258(16) 0.0621(11) Uani 1 1 d . . . H12 H 0.8286 0.7177 0.2455 0.075 Uiso 1 1 calc R . . C13 C 0.8891(4) 0.7301(3) 0.17389(17) 0.0739(13) Uani 1 1 d . . . H13 H 0.9344 0.7738 0.1795 0.089 Uiso 1 1 calc R . . C14 C 0.8854(4) 0.6970(2) 0.12592(16) 0.0695(13) Uani 1 1 d . . . H14 H 0.9284 0.7185 0.0989 0.083 Uiso 1 1 calc R . . C15 C 0.8177(3) 0.63213(19) 0.11817(13) 0.0433(8) Uani 1 1 d . . . C16 C 0.8135(3) 0.59345(19) 0.06764(13) 0.0446(8) Uani 1 1 d . . . C17 C 0.8962(4) 0.6099(3) 0.02909(16) 0.0703(12) Uani 1 1 d . . . H17 H 0.9586 0.6444 0.0347 0.084 Uiso 1 1 calc R . . C18 C 0.8845(4) 0.5744(3) -0.01749(18) 0.0874(16) Uani 1 1 d . . . H18 H 0.9402 0.5840 -0.0435 0.105 Uiso 1 1 calc R . . C19 C 0.7913(4) 0.5251(3) -0.02538(15) 0.0742(14) Uani 1 1 d . . . H19 H 0.7810 0.5017 -0.0570 0.089 Uiso 1 1 calc R . . C20 C 0.7131(4) 0.5107(2) 0.01433(13) 0.0529(10) Uani 1 1 d . . . H20 H 0.6493 0.4770 0.0089 0.064 Uiso 1 1 calc R . . C21 C 0.4695(3) 0.37566(17) 0.09498(12) 0.0349(7) Uani 1 1 d . . . C22 C 0.3937(3) 0.31662(17) 0.06793(11) 0.0319(7) Uani 1 1 d . . . C23 C 0.4024(3) 0.30700(18) 0.01534(12) 0.0390(8) Uani 1 1 d . . . H23 H 0.4554 0.3367 -0.0039 0.047 Uiso 1 1 calc R . . C24 C 0.3312(3) 0.25256(19) -0.00823(12) 0.0465(9) Uani 1 1 d . . . H24 H 0.3356 0.2465 -0.0436 0.056 Uiso 1 1 calc R . . C25 C 0.2537(3) 0.20705(19) 0.01978(12) 0.0426(8) Uani 1 1 d . . . H25 H 0.2068 0.1706 0.0033 0.051 Uiso 1 1 calc R . . C26 C 0.2459(3) 0.21575(17) 0.07254(11) 0.0343(7) Uani 1 1 d . . . C27 C 0.3153(3) 0.27167(17) 0.09578(11) 0.0336(7) Uani 1 1 d . . . H27 H 0.3087 0.2790 0.1310 0.040 Uiso 1 1 calc R . . C28 C 0.1656(3) 0.16817(17) 0.10413(12) 0.0342(7) Uani 1 1 d . . . Cd1 Cd 0.607888(19) 0.496094(12) 0.132039(8) 0.03028(8) Uani 1 1 d . . . N1 N 0.6087(2) 0.47908(15) 0.22360(10) 0.0379(6) Uani 1 1 d . . . N2 N 0.7674(2) 0.41275(15) 0.15787(10) 0.0403(7) Uani 1 1 d . . . N3 N 0.7513(3) 0.60180(15) 0.15607(10) 0.0414(7) Uani 1 1 d . . . N4 N 0.7242(2) 0.54270(15) 0.06025(10) 0.0397(6) Uani 1 1 d . . . N5 N 0.0984(2) 0.11083(16) 0.08690(10) 0.0449(7) Uani 1 1 d . . . N6 N 0.0411(2) 0.08518(15) 0.12835(10) 0.0417(7) Uani 1 1 d . . . N7 N 0.0727(3) 0.12534(19) 0.16868(12) 0.0623(9) Uani 1 1 d . . . N8 N 0.1511(3) 0.17818(18) 0.15422(11) 0.0588(9) Uani 1 1 d . . . O1 O 0.5491(2) 0.40969(15) 0.06953(9) 0.0587(7) Uani 1 1 d . . . O2 O 0.4521(2) 0.38810(14) 0.14114(9) 0.0508(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(2) 0.062(3) 0.044(2) 0.0057(18) 0.0039(17) 0.0032(17) C2 0.067(3) 0.108(4) 0.035(2) -0.004(2) 0.008(2) 0.014(3) C3 0.092(4) 0.157(5) 0.028(2) -0.004(3) -0.005(2) 0.034(4) C4 0.061(3) 0.116(4) 0.039(2) 0.009(2) -0.009(2) 0.022(3) C5 0.0380(19) 0.047(2) 0.0334(18) 0.0059(15) -0.0054(15) -0.0027(15) C6 0.0403(19) 0.0363(19) 0.047(2) 0.0042(15) -0.0098(16) -0.0014(15) C7 0.066(3) 0.063(3) 0.055(2) 0.003(2) -0.018(2) 0.018(2) C8 0.076(3) 0.075(3) 0.073(3) -0.007(2) -0.024(3) 0.037(3) C9 0.059(3) 0.073(3) 0.074(3) -0.017(2) -0.009(2) 0.029(2) C10 0.057(2) 0.060(2) 0.050(2) -0.0094(18) -0.0076(19) 0.016(2) C11 0.064(3) 0.049(2) 0.050(2) 0.0013(17) -0.003(2) -0.006(2) C12 0.080(3) 0.049(2) 0.057(2) 0.0000(19) -0.014(2) -0.017(2) C13 0.090(3) 0.061(3) 0.071(3) 0.005(2) -0.021(3) -0.038(3) C14 0.076(3) 0.066(3) 0.066(3) 0.016(2) -0.008(2) -0.038(2) C15 0.041(2) 0.043(2) 0.046(2) 0.0092(15) -0.0083(16) -0.0087(16) C16 0.0394(19) 0.043(2) 0.051(2) 0.0131(16) 0.0050(16) -0.0030(16) C17 0.063(3) 0.080(3) 0.068(3) 0.002(2) 0.020(2) -0.025(2) C18 0.085(3) 0.108(4) 0.069(3) 0.001(3) 0.045(3) -0.031(3) C19 0.101(4) 0.079(3) 0.043(2) -0.005(2) 0.031(2) -0.017(3) C20 0.070(3) 0.048(2) 0.041(2) 0.0028(17) 0.0073(18) -0.0083(19) C21 0.0344(18) 0.0287(17) 0.0415(19) 0.0007(14) -0.0038(15) 0.0003(14) C22 0.0314(16) 0.0296(16) 0.0346(17) 0.0009(13) 0.0017(14) -0.0013(14) C23 0.042(2) 0.0398(19) 0.0351(18) 0.0041(14) 0.0055(15) -0.0046(15) C24 0.059(2) 0.049(2) 0.0318(18) -0.0058(15) 0.0019(16) -0.0108(19) C25 0.047(2) 0.040(2) 0.0407(19) -0.0049(15) -0.0053(17) -0.0113(16) C26 0.0344(17) 0.0302(16) 0.0384(18) 0.0010(13) 0.0021(15) -0.0031(14) C27 0.0371(18) 0.0349(17) 0.0287(16) -0.0020(13) 0.0008(14) -0.0002(14) C28 0.0320(17) 0.0332(18) 0.0375(18) -0.0012(14) -0.0001(14) -0.0037(14) Cd1 0.03029(13) 0.03071(13) 0.02984(13) 0.00184(9) -0.00052(9) 0.00045(10) N1 0.0389(15) 0.0390(16) 0.0358(15) 0.0067(11) -0.0017(13) -0.0019(13) N2 0.0415(16) 0.0380(16) 0.0414(16) -0.0036(12) -0.0030(13) 0.0054(13) N3 0.0425(16) 0.0386(16) 0.0431(16) 0.0028(13) -0.0001(14) -0.0062(13) N4 0.0444(16) 0.0400(16) 0.0346(15) 0.0053(12) 0.0027(12) -0.0043(13) N5 0.0479(18) 0.0444(17) 0.0425(17) -0.0014(13) 0.0061(14) -0.0182(14) N6 0.0394(16) 0.0400(16) 0.0457(17) 0.0015(13) 0.0047(13) -0.0069(13) N7 0.079(2) 0.065(2) 0.0433(19) -0.0023(16) 0.0111(17) -0.0349(19) N8 0.076(2) 0.060(2) 0.0404(18) -0.0079(15) 0.0113(16) -0.0322(18) O1 0.0662(17) 0.0667(18) 0.0432(14) 0.0006(12) 0.0019(13) -0.0375(15) O2 0.0486(15) 0.0602(16) 0.0435(15) -0.0191(12) 0.0081(12) -0.0141(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.342(4) . ? C1 C2 1.366(5) . ? C1 H1 0.9300 . ? C2 C3 1.364(6) . ? C2 H2 0.9300 . ? C3 C4 1.368(6) . ? C3 H3 0.9300 . ? C4 C5 1.380(5) . ? C4 H4 0.9300 . ? C5 N1 1.337(4) . ? C5 C6 1.476(5) . ? C6 N2 1.347(4) . ? C6 C7 1.389(5) . ? C7 C8 1.371(6) . ? C7 H7 0.9300 . ? C8 C9 1.365(6) . ? C8 H8 0.9300 . ? C9 C10 1.386(5) . ? C9 H9 0.9300 . ? C10 N2 1.329(4) . ? C10 H10 0.9300 . ? C11 N3 1.339(4) . ? C11 C12 1.366(5) . ? C11 H11 0.9300 . ? C12 C13 1.353(6) . ? C12 H12 0.9300 . ? C13 C14 1.381(6) . ? C13 H13 0.9300 . ? C14 C15 1.381(5) . ? C14 H14 0.9300 . ? C15 N3 1.340(4) . ? C15 C16 1.485(5) . ? C16 N4 1.343(4) . ? C16 C17 1.385(5) . ? C17 C18 1.373(6) . ? C17 H17 0.9300 . ? C18 C19 1.360(6) . ? C18 H18 0.9300 . ? C19 C20 1.370(5) . ? C19 H19 0.9300 . ? C20 N4 1.330(4) . ? C20 H20 0.9300 . ? C21 O2 1.239(4) . ? C21 O1 1.251(4) . ? C21 C22 1.510(4) . ? C22 C27 1.378(4) . ? C22 C23 1.385(4) . ? C23 C24 1.384(4) . ? C23 H23 0.9300 . ? C24 C25 1.380(5) . ? C24 H24 0.9300 . ? C25 C26 1.387(4) . ? C25 H25 0.9300 . ? C26 C27 1.387(4) . ? C26 C28 1.471(4) . ? C27 H27 0.9300 . ? C28 N8 1.328(4) . ? C28 N5 1.332(4) . ? Cd1 N6 2.272(3) 7_665 ? Cd1 O1 2.325(3) . ? Cd1 N2 2.385(3) . ? Cd1 N1 2.407(3) . ? Cd1 N4 2.412(3) . ? Cd1 N3 2.522(3) . ? Cd1 O2 2.574(3) . ? N5 N6 1.330(4) . ? N6 N7 1.315(4) . ? N6 Cd1 2.272(3) 7_655 ? N7 N8 1.325(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.9(3) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 117.9(4) . . ? C1 C2 H2 121.1 . . ? C3 C2 H2 121.1 . . ? C2 C3 C4 120.2(4) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 119.4(4) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 120.7(3) . . ? N1 C5 C6 117.4(3) . . ? C4 C5 C6 121.9(3) . . ? N2 C6 C7 120.8(3) . . ? N2 C6 C5 116.9(3) . . ? C7 C6 C5 122.3(3) . . ? C8 C7 C6 119.6(4) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C9 C8 C7 120.0(4) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 117.5(4) . . ? C8 C9 H9 121.2 . . ? C10 C9 H9 121.2 . . ? N2 C10 C9 123.7(4) . . ? N2 C10 H10 118.2 . . ? C9 C10 H10 118.2 . . ? N3 C11 C12 124.1(4) . . ? N3 C11 H11 117.9 . . ? C12 C11 H11 117.9 . . ? C13 C12 C11 118.5(4) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C12 C13 C14 118.8(4) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 120.0(4) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? N3 C15 C14 121.1(3) . . ? N3 C15 C16 117.0(3) . . ? C14 C15 C16 121.9(3) . . ? N4 C16 C17 120.9(3) . . ? N4 C16 C15 117.2(3) . . ? C17 C16 C15 121.9(3) . . ? C18 C17 C16 119.1(4) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C19 C18 C17 119.8(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 118.5(4) . . ? C18 C19 H19 120.8 . . ? C20 C19 H19 120.8 . . ? N4 C20 C19 123.0(4) . . ? N4 C20 H20 118.5 . . ? C19 C20 H20 118.5 . . ? O2 C21 O1 122.6(3) . . ? O2 C21 C22 119.4(3) . . ? O1 C21 C22 118.0(3) . . ? C27 C22 C23 119.6(3) . . ? C27 C22 C21 119.8(3) . . ? C23 C22 C21 120.6(3) . . ? C22 C23 C24 119.1(3) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C25 C24 C23 121.2(3) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C27 C26 C25 118.6(3) . . ? C27 C26 C28 119.5(3) . . ? C25 C26 C28 122.0(3) . . ? C22 C27 C26 121.6(3) . . ? C22 C27 H27 119.2 . . ? C26 C27 H27 119.2 . . ? N8 C28 N5 111.5(3) . . ? N8 C28 C26 123.2(3) . . ? N5 C28 C26 125.3(3) . . ? N6 Cd1 O1 103.00(11) 7_665 . ? N6 Cd1 N2 165.52(9) 7_665 . ? O1 Cd1 N2 89.82(11) . . ? N6 Cd1 N1 97.53(9) 7_665 . ? O1 Cd1 N1 127.93(9) . . ? N2 Cd1 N1 68.90(9) . . ? N6 Cd1 N4 96.44(11) 7_665 . ? O1 Cd1 N4 80.04(10) . . ? N2 Cd1 N4 92.35(10) . . ? N1 Cd1 N4 144.19(9) . . ? N6 Cd1 N3 86.99(12) 7_665 . ? O1 Cd1 N3 146.50(9) . . ? N2 Cd1 N3 85.88(11) . . ? N1 Cd1 N3 81.01(9) . . ? N4 Cd1 N3 66.99(10) . . ? N6 Cd1 O2 92.20(12) 7_665 . ? O1 Cd1 O2 52.64(8) . . ? N2 Cd1 O2 90.27(11) . . ? N1 Cd1 O2 79.54(8) . . ? N4 Cd1 O2 132.60(8) . . ? N3 Cd1 O2 160.25(8) . . ? C5 N1 C1 118.9(3) . . ? C5 N1 Cd1 117.0(2) . . ? C1 N1 Cd1 122.6(2) . . ? C10 N2 C6 118.4(3) . . ? C10 N2 Cd1 123.3(2) . . ? C6 N2 Cd1 118.2(2) . . ? C11 N3 C15 117.4(3) . . ? C11 N3 Cd1 125.3(2) . . ? C15 N3 Cd1 116.9(2) . . ? C20 N4 C16 118.7(3) . . ? C20 N4 Cd1 120.3(2) . . ? C16 N4 Cd1 120.2(2) . . ? C28 N5 N6 104.3(3) . . ? N7 N6 N5 110.0(3) . . ? N7 N6 Cd1 122.0(2) . 7_655 ? N5 N6 Cd1 127.7(2) . 7_655 ? N6 N7 N8 108.9(3) . . ? N7 N8 C28 105.3(3) . . ? C21 O1 Cd1 97.9(2) . . ? C21 O2 Cd1 86.49(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.431 _refine_diff_density_min -0.434 _refine_diff_density_rms 0.061 data_3 _database_code_depnum_ccdc_archive 'CCDC 854941' #============================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H12 Cd N6 O2' _chemical_formula_sum 'C20 H12 Cd N6 O2' _chemical_formula_weight 480.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.919(4) _cell_length_b 9.9766(16) _cell_length_c 17.701(3) _cell_angle_alpha 90.00 _cell_angle_beta 128.489(2) _cell_angle_gamma 90.00 _cell_volume 3582.7(10) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3216 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.783 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904.0 _exptl_absorpt_coefficient_mu 1.250 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2599 _exptl_absorpt_correction_T_max 0.3086 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 8754 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.20 _reflns_number_total 3216 _reflns_number_gt 2499 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker, 2005)' _computing_cell_refinement 'Apex2 (Bruker, 2005)' _computing_data_reduction 'Apex2 (Bruker, 2005)' _computing_structure_solution 'SHELXTL 6.12 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.12' _computing_molecular_graphics 'SHELXTL 6.12' _computing_publication_material 'SHELXTL 6.12' _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^)+(0.0233P)^2^+6.0415P] 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 3216 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0685 _refine_ls_wR_factor_gt 0.0635 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1691(2) 0.6935(5) 0.3808(4) 0.0854(15) Uani 1 1 d . . . H1 H 0.1850 0.6114 0.3781 0.103 Uiso 1 1 calc R . . C2 C 0.1990(3) 0.8107(7) 0.3827(5) 0.111(2) Uani 1 1 d . . . H2 H 0.2340 0.8061 0.3808 0.134 Uiso 1 1 calc R . . C3 C 0.1777(3) 0.9293(7) 0.3873(5) 0.112(2) Uani 1 1 d . . . H3 H 0.1988 1.0073 0.3909 0.134 Uiso 1 1 calc R . . C4 C 0.1241(3) 0.9365(5) 0.3867(3) 0.0764(14) Uani 1 1 d . . . C5 C 0.0980(4) 1.0582(6) 0.3905(5) 0.108(2) Uani 1 1 d . . . H5 H 0.1178 1.1386 0.3946 0.130 Uiso 1 1 calc R . . C6 C 0.0456(3) 1.0604(5) 0.3885(4) 0.105(2) Uani 1 1 d . . . H6 H 0.0288 1.1423 0.3891 0.126 Uiso 1 1 calc R . . C7 C 0.0152(3) 0.9400(5) 0.3854(3) 0.0762(13) Uani 1 1 d . . . C8 C -0.0389(3) 0.9349(6) 0.3849(5) 0.108(2) Uani 1 1 d . . . H8 H -0.0580 1.0146 0.3837 0.130 Uiso 1 1 calc R . . C9 C -0.0639(3) 0.8188(6) 0.3860(5) 0.1017(19) Uani 1 1 d . . . H9 H -0.0997 0.8173 0.3862 0.122 Uiso 1 1 calc R . . C10 C -0.0352(2) 0.6991(5) 0.3870(3) 0.0727(13) Uani 1 1 d . . . H10 H -0.0521 0.6180 0.3888 0.087 Uiso 1 1 calc R . . C11 C 0.03982(19) 0.8158(4) 0.3844(2) 0.0507(9) Uani 1 1 d . . . C12 C 0.09574(19) 0.8144(4) 0.3848(2) 0.0508(9) Uani 1 1 d . . . C13 C 0.16590(16) 0.4198(3) 0.5765(3) 0.0411(8) Uani 1 1 d . . . C14 C 0.22635(15) 0.3787(3) 0.6739(2) 0.0369(7) Uani 1 1 d . . . C15 C 0.23977(19) 0.4284(4) 0.7573(3) 0.0543(10) Uani 1 1 d . . . H15 H 0.2093 0.4834 0.7535 0.065 Uiso 1 1 calc R . . C16 C 0.2981(2) 0.3969(5) 0.8461(3) 0.0635(12) Uani 1 1 d . . . H16 H 0.3066 0.4307 0.9018 0.076 Uiso 1 1 calc R . . C17 C 0.34406(17) 0.3156(4) 0.8531(2) 0.0497(9) Uani 1 1 d . . . H17 H 0.3830 0.2938 0.9134 0.060 Uiso 1 1 calc R . . C18 C 0.33193(15) 0.2665(3) 0.7700(2) 0.0360(7) Uani 1 1 d . . . C19 C 0.38154(15) 0.1904(3) 0.7736(2) 0.0347(7) Uani 1 1 d . . . C20 C 0.27261(14) 0.2976(3) 0.6813(2) 0.0356(7) Uani 1 1 d . . . H20 H 0.2637 0.2630 0.6255 0.043 Uiso 1 1 calc R . . Cd1 Cd 0.069911(10) 0.50421(2) 0.395414(17) 0.03807(9) Uani 1 1 d . . . N1 N 0.11854(16) 0.6951(3) 0.3826(2) 0.0533(8) Uani 1 1 d . . . N2 N 0.01487(14) 0.6978(3) 0.3854(2) 0.0483(7) Uani 1 1 d . . . N3 N 0.44433(13) 0.1726(3) 0.85092(19) 0.0410(7) Uani 1 1 d . . . N4 N 0.47097(13) 0.1054(3) 0.8180(2) 0.0412(7) Uani 1 1 d . . . N5 N 0.42593(13) 0.0839(3) 0.7248(2) 0.0456(7) Uani 1 1 d . . . N6 N 0.36889(13) 0.1347(3) 0.6948(2) 0.0483(8) Uani 1 1 d . . . O1 O 0.16086(14) 0.3858(4) 0.50526(19) 0.0811(10) Uani 1 1 d . . . O2 O 0.12273(14) 0.4868(4) 0.5670(2) 0.0846(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.093(4) 0.071(3) 0.127(4) -0.028(3) 0.086(4) -0.027(3) C2 0.141(5) 0.091(5) 0.169(6) -0.032(4) 0.129(5) -0.049(4) C3 0.158(6) 0.079(4) 0.151(6) -0.005(4) 0.121(5) -0.041(4) C4 0.118(4) 0.042(3) 0.079(3) 0.004(2) 0.066(3) -0.009(3) C5 0.167(7) 0.045(3) 0.124(5) 0.017(3) 0.096(5) 0.003(4) C6 0.147(6) 0.031(3) 0.132(5) 0.017(3) 0.084(5) 0.026(3) C7 0.088(4) 0.048(3) 0.079(3) 0.007(2) 0.045(3) 0.025(3) C8 0.103(5) 0.070(4) 0.135(5) -0.006(4) 0.066(4) 0.041(4) C9 0.073(3) 0.094(5) 0.144(5) -0.021(4) 0.070(4) 0.018(3) C10 0.057(3) 0.067(3) 0.097(3) -0.018(3) 0.049(3) 0.003(2) C11 0.058(2) 0.036(2) 0.0371(19) 0.0027(16) 0.0193(18) 0.0105(18) C12 0.068(3) 0.042(2) 0.040(2) 0.0003(17) 0.033(2) -0.0038(19) C13 0.0332(18) 0.037(2) 0.052(2) 0.0013(17) 0.0260(17) 0.0029(15) C14 0.0316(17) 0.0383(19) 0.0447(19) 0.0035(15) 0.0256(15) 0.0041(14) C15 0.055(2) 0.060(3) 0.058(2) 0.000(2) 0.040(2) 0.014(2) C16 0.061(3) 0.091(3) 0.045(2) -0.005(2) 0.036(2) 0.013(2) C17 0.041(2) 0.068(3) 0.0391(19) 0.0034(18) 0.0243(17) 0.0067(18) C18 0.0313(16) 0.0365(18) 0.0424(18) 0.0039(15) 0.0240(15) 0.0016(14) C19 0.0303(16) 0.0334(18) 0.0402(18) 0.0056(15) 0.0218(15) 0.0019(14) C20 0.0319(17) 0.0384(19) 0.0383(18) -0.0004(15) 0.0227(15) -0.0001(14) Cd1 0.02558(13) 0.03324(14) 0.04437(15) -0.00497(12) 0.01634(11) -0.00015(11) N1 0.059(2) 0.0443(19) 0.061(2) -0.0096(16) 0.0395(17) -0.0103(16) N2 0.0389(16) 0.0437(19) 0.0519(18) -0.0073(15) 0.0231(15) 0.0032(14) N3 0.0315(15) 0.0467(18) 0.0404(15) 0.0038(13) 0.0203(13) 0.0054(13) N4 0.0308(14) 0.0373(16) 0.0498(17) 0.0029(13) 0.0223(14) 0.0033(12) N5 0.0309(15) 0.0483(19) 0.0488(17) -0.0070(14) 0.0205(14) 0.0041(13) N6 0.0298(15) 0.061(2) 0.0457(17) -0.0082(15) 0.0196(14) 0.0074(14) O1 0.0660(19) 0.114(3) 0.0444(16) 0.0107(17) 0.0251(15) 0.0471(19) O2 0.0552(18) 0.124(3) 0.0626(18) 0.0085(18) 0.0306(15) 0.0472(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.332(5) . ? C1 C2 1.392(7) . ? C1 H1 0.9300 . ? C2 C3 1.329(8) . ? C2 H2 0.9300 . ? C3 C4 1.384(7) . ? C3 H3 0.9300 . ? C4 C5 1.412(8) . ? C4 C12 1.412(6) . ? C5 C6 1.337(9) . ? C5 H5 0.9300 . ? C6 C7 1.419(8) . ? C6 H6 0.9300 . ? C7 C8 1.396(8) . ? C7 C11 1.400(6) . ? C8 C9 1.334(8) . ? C8 H8 0.9300 . ? C9 C10 1.401(6) . ? C9 H9 0.9300 . ? C10 N2 1.316(5) . ? C10 H10 0.9300 . ? C11 N2 1.349(5) . ? C11 C12 1.445(6) . ? C12 N1 1.341(5) . ? C13 O2 1.221(4) . ? C13 O1 1.232(4) . ? C13 C14 1.494(4) . ? C14 C15 1.381(5) . ? C14 C20 1.383(4) . ? C15 C16 1.377(5) . ? C15 H15 0.9300 . ? C16 C17 1.381(5) . ? C16 H16 0.9300 . ? C17 C18 1.389(5) . ? C17 H17 0.9300 . ? C18 C20 1.385(4) . ? C18 C19 1.460(4) . ? C19 N3 1.334(4) . ? C19 N6 1.338(4) . ? C20 H20 0.9300 . ? Cd1 O1 2.242(3) . ? Cd1 N4 2.297(3) 8_455 ? Cd1 N2 2.341(3) . ? Cd1 N5 2.366(3) 7_556 ? Cd1 N1 2.371(3) . ? Cd1 O2 2.440(3) . ? N3 N4 1.329(4) . ? N4 N5 1.316(4) . ? N4 Cd1 2.297(3) 8_556 ? N5 N6 1.322(4) . ? N5 Cd1 2.366(3) 7_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.1(5) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 120.2(5) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.0(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 123.5(5) . . ? C3 C4 C12 117.4(5) . . ? C5 C4 C12 119.0(5) . . ? C6 C5 C4 121.4(6) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 121.3(5) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C11 115.6(5) . . ? C8 C7 C6 124.3(5) . . ? C11 C7 C6 120.2(5) . . ? C9 C8 C7 121.8(5) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C10 118.7(5) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? N2 C10 C9 122.1(5) . . ? N2 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? N2 C11 C7 123.1(4) . . ? N2 C11 C12 118.7(3) . . ? C7 C11 C12 118.2(4) . . ? N1 C12 C4 122.3(4) . . ? N1 C12 C11 117.8(3) . . ? C4 C12 C11 119.9(4) . . ? O2 C13 O1 120.3(3) . . ? O2 C13 C14 121.5(3) . . ? O1 C13 C14 118.2(3) . . ? C15 C14 C20 118.8(3) . . ? C15 C14 C13 121.3(3) . . ? C20 C14 C13 119.7(3) . . ? C16 C15 C14 120.3(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.7(3) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C16 C17 C18 119.8(3) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C20 C18 C17 118.7(3) . . ? C20 C18 C19 119.5(3) . . ? C17 C18 C19 121.7(3) . . ? N3 C19 N6 111.4(3) . . ? N3 C19 C18 126.3(3) . . ? N6 C19 C18 122.2(3) . . ? C14 C20 C18 121.6(3) . . ? C14 C20 H20 119.2 . . ? C18 C20 H20 119.2 . . ? O1 Cd1 N4 116.57(12) . 8_455 ? O1 Cd1 N2 139.67(11) . . ? N4 Cd1 N2 86.92(10) 8_455 . ? O1 Cd1 N5 88.42(10) . 7_556 ? N4 Cd1 N5 86.86(9) 8_455 7_556 ? N2 Cd1 N5 127.25(10) . 7_556 ? O1 Cd1 N1 99.88(13) . . ? N4 Cd1 N1 141.99(11) 8_455 . ? N2 Cd1 N1 70.47(11) . . ? N5 Cd1 N1 83.56(10) 7_556 . ? O1 Cd1 O2 53.87(9) . . ? N4 Cd1 O2 105.18(11) 8_455 . ? N2 Cd1 O2 89.79(10) . . ? N5 Cd1 O2 142.06(9) 7_556 . ? N1 Cd1 O2 104.87(12) . . ? C1 N1 C12 118.0(4) . . ? C1 N1 Cd1 125.6(3) . . ? C12 N1 Cd1 116.1(2) . . ? C10 N2 C11 118.6(4) . . ? C10 N2 Cd1 124.7(3) . . ? C11 N2 Cd1 116.5(2) . . ? N4 N3 C19 104.6(3) . . ? N5 N4 N3 109.5(2) . . ? N5 N4 Cd1 117.4(2) . 8_556 ? N3 N4 Cd1 132.1(2) . 8_556 ? N4 N5 N6 109.8(3) . . ? N4 N5 Cd1 133.3(2) . 7_556 ? N6 N5 Cd1 116.5(2) . 7_556 ? N5 N6 C19 104.7(3) . . ? C13 O1 Cd1 97.3(2) . . ? C13 O2 Cd1 88.1(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.496 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.063 data_4 _database_code_depnum_ccdc_archive 'CCDC 854942' #============================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 Cd3 N10 O9' _chemical_formula_sum 'C28 H18 Cd3 N10 O9' _chemical_formula_weight 975.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.6219(13) _cell_length_b 16.5119(16) _cell_length_c 13.4293(13) _cell_angle_alpha 90.00 _cell_angle_beta 93.1530(10) _cell_angle_gamma 90.00 _cell_volume 3016.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5400 _cell_measurement_theta_min 1.50 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888.0 _exptl_absorpt_coefficient_mu 2.170 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2553 _exptl_absorpt_correction_T_max 0.2731 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15162 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.20 _reflns_number_total 5400 _reflns_number_gt 5052 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker, 2005)' _computing_cell_refinement 'Apex2 (Bruker, 2005)' _computing_data_reduction 'Apex2 (Bruker, 2005)' _computing_structure_solution 'SHELXTL 6.12 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.12' _computing_molecular_graphics 'SHELXTL 6.12' _computing_publication_material 'SHELXTL 6.12' _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^)+(0.0191P)^2^+5.0691P] 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 5400 _refine_ls_number_parameters 448 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0303 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0612 _refine_ls_wR_factor_gt 0.0602 _refine_ls_goodness_of_fit_ref 1.194 _refine_ls_restrained_S_all 1.194 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8823(3) 0.8817(2) 0.2559(3) 0.0191(7) Uani 1 1 d . . . C2 C 0.8806(3) 0.8136(2) 0.1832(3) 0.0193(7) Uani 1 1 d . . . C3 C 0.8794(3) 0.7337(2) 0.2138(3) 0.0220(8) Uani 1 1 d . . . H3 H 0.8816 0.7216 0.2815 0.026 Uiso 1 1 calc R . . C4 C 0.8750(3) 0.6712(2) 0.1444(3) 0.0220(8) Uani 1 1 d . . . C5 C 0.8676(3) 0.5843(2) 0.1791(3) 0.0229(8) Uani 1 1 d . . . C6 C 0.8730(3) 0.6894(2) 0.0437(3) 0.0305(9) Uani 1 1 d . . . H6 H 0.8712 0.6481 -0.0035 0.037 Uiso 1 1 calc R . . C7 C 0.8739(4) 0.7690(3) 0.0137(3) 0.0415(12) Uani 1 1 d . . . H7 H 0.8718 0.7812 -0.0539 0.050 Uiso 1 1 calc R . . C8 C 0.8776(3) 0.8304(2) 0.0821(3) 0.0336(10) Uani 1 1 d . . . H8 H 0.8782 0.8839 0.0605 0.040 Uiso 1 1 calc R . . C9 C 0.6350(3) 0.7284(2) 0.1209(3) 0.0251(8) Uani 1 1 d . . . H9 H 0.6572 0.7672 0.0772 0.030 Uiso 1 1 calc R . . C10 C 0.6173(3) 0.6502(2) 0.0861(3) 0.0247(8) Uani 1 1 d . . . C11 C 0.6353(3) 0.6304(2) -0.0195(3) 0.0239(8) Uani 1 1 d . . . C12 C 0.5800(3) 0.5937(2) 0.1485(3) 0.0350(10) Uani 1 1 d . . . H12 H 0.5641 0.5420 0.1254 0.042 Uiso 1 1 calc R . . C13 C 0.5663(4) 0.6148(3) 0.2460(3) 0.0380(11) Uani 1 1 d . . . H13 H 0.5426 0.5773 0.2904 0.046 Uiso 1 1 calc R . . C14 C 0.5884(3) 0.6922(3) 0.2762(3) 0.0343(10) Uani 1 1 d . . . H14 H 0.5802 0.7060 0.3423 0.041 Uiso 1 1 calc R . . C15 C 0.8679(3) 1.1889(2) 0.9347(3) 0.0264(8) Uani 1 1 d . . . H15 H 0.8571 1.2293 0.8872 0.032 Uiso 1 1 calc R . . C16 C 0.8751(3) 1.2102(2) 1.0339(3) 0.0249(8) Uani 1 1 d . . . C17 C 0.8629(3) 1.2976(2) 1.0657(3) 0.0299(9) Uani 1 1 d . . . C18 C 0.8929(3) 1.1503(3) 1.1038(3) 0.0363(10) Uani 1 1 d . . . H18 H 0.8992 1.1632 1.1713 0.044 Uiso 1 1 calc R . . C19 C 0.9013(4) 1.0714(3) 1.0734(3) 0.0395(11) Uani 1 1 d . . . H19 H 0.9140 1.0302 1.1196 0.047 Uiso 1 1 calc R . . C20 C 0.8905(3) 1.0545(2) 0.9731(3) 0.0308(9) Uani 1 1 d . . . H20 H 0.8935 1.0008 0.9527 0.037 Uiso 1 1 calc R . . C21 C 0.6190(3) 1.1001(2) 0.7674(3) 0.0206(8) Uani 1 1 d . . . C22 C 0.6169(3) 1.1107(2) 0.8768(3) 0.0215(8) Uani 1 1 d . . . C23 C 0.5989(3) 1.1880(2) 0.9112(3) 0.0301(9) Uani 1 1 d . . . H23 H 0.5876 1.2302 0.8661 0.036 Uiso 1 1 calc R . . C24 C 0.5977(4) 1.2027(3) 1.0126(3) 0.0376(11) Uani 1 1 d . . . H24 H 0.5871 1.2549 1.0355 0.045 Uiso 1 1 calc R . . C25 C 0.6123(3) 1.1401(3) 1.0795(3) 0.0335(10) Uani 1 1 d . . . H25 H 0.6116 1.1502 1.1476 0.040 Uiso 1 1 calc R . . C26 C 0.6280(3) 1.0618(2) 1.0457(3) 0.0235(8) Uani 1 1 d . . . C27 C 0.6376(3) 0.9923(2) 1.1187(3) 0.0280(9) Uani 1 1 d . . . C28 C 0.6313(3) 1.0475(2) 0.9439(3) 0.0237(8) Uani 1 1 d . . . H28 H 0.6432 0.9956 0.9208 0.028 Uiso 1 1 calc R . . Cd1 Cd 0.870445(19) 1.073052(15) 0.740054(19) 0.01857(7) Uani 1 1 d . . . Cd2 Cd 0.63480(2) 0.880158(16) 0.271792(19) 0.02033(8) Uani 1 1 d . . . Cd3 Cd 0.759274(19) 1.036977(15) 0.487193(19) 0.01972(7) Uani 1 1 d . . . N1 N 0.8054(2) 0.90634(18) 0.3039(2) 0.0220(7) Uani 1 1 d . . . N2 N 0.8378(2) 0.97025(18) 0.3593(2) 0.0226(7) Uani 1 1 d . . . N3 N 0.9300(2) 0.98379(19) 0.3449(2) 0.0281(7) Uani 1 1 d . . . N4 N 0.9605(2) 0.92872(19) 0.2790(2) 0.0263(7) Uani 1 1 d . . . N5 N 0.6213(2) 0.74959(19) 0.2146(2) 0.0269(7) Uani 1 1 d . . . N6 N 0.6980(2) 1.08168(19) 0.7180(2) 0.0236(7) Uani 1 1 d . . . N7 N 0.6668(2) 1.08550(19) 0.6204(2) 0.0224(7) Uani 1 1 d . . . N8 N 0.5744(2) 1.10472(19) 0.6122(2) 0.0235(7) Uani 1 1 d . . . N9 N 0.5412(2) 1.11425(19) 0.7040(2) 0.0240(7) Uani 1 1 d . . . N10 N 0.8761(2) 1.11176(18) 0.9037(2) 0.0238(7) Uani 1 1 d . . . O2 O 0.8822(2) 0.56795(16) 0.2693(2) 0.0330(7) Uani 1 1 d . . . O3 O 0.84770(19) 0.52953(15) 0.11425(19) 0.0255(6) Uani 1 1 d . . . O4 O 0.6417(2) 0.68796(17) -0.0790(2) 0.0355(7) Uani 1 1 d . . . O5 O 0.6407(2) 0.55746(16) -0.0470(2) 0.0289(6) Uani 1 1 d . . . O6 O 0.6254(2) 1.00842(17) 1.2105(2) 0.0358(7) Uani 1 1 d . . . O7 O 0.6522(3) 0.92288(18) 1.0906(2) 0.0457(8) Uani 1 1 d . . . O8 O 0.8692(2) 1.31015(17) 1.1577(2) 0.0413(8) Uani 1 1 d . . . O9 O 0.84779(18) 1.34869(13) 0.99780(17) 0.0401(7) Uani 1 1 d . . . O1W O 0.66590(18) 1.11039(13) 0.36767(17) 0.0651(12) Uani 1 1 d R . . H1A H 0.6522 1.0801 0.3203 0.098 Uiso 1 1 d R . . H1B H 0.7144 1.1379 0.3563 0.098 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 C1 0.0208(19) 0.0174(17) 0.0192(18) 0.0010(14) 0.0020(15) 0.0007(14) C2 0.0173(18) 0.0222(18) 0.0184(18) -0.0031(14) 0.0019(14) 0.0012(15) C3 0.027(2) 0.0233(19) 0.0159(18) -0.0003(14) 0.0001(15) -0.0011(16) C4 0.0208(19) 0.0188(18) 0.027(2) -0.0033(15) 0.0029(15) 0.0008(15) C5 0.0191(19) 0.0196(18) 0.030(2) -0.0002(16) 0.0015(16) -0.0005(15) C6 0.044(3) 0.028(2) 0.020(2) -0.0104(16) 0.0038(18) -0.0070(19) C7 0.074(3) 0.034(2) 0.017(2) -0.0002(17) 0.004(2) -0.010(2) C8 0.057(3) 0.0172(19) 0.027(2) 0.0031(16) 0.002(2) -0.0057(19) C9 0.025(2) 0.025(2) 0.025(2) 0.0022(16) 0.0046(16) 0.0026(16) C10 0.026(2) 0.027(2) 0.0214(19) -0.0024(15) 0.0004(16) 0.0052(17) C11 0.0209(19) 0.032(2) 0.0182(18) -0.0010(16) -0.0036(15) 0.0043(16) C12 0.042(3) 0.025(2) 0.039(2) -0.0044(18) 0.011(2) -0.0002(19) C13 0.050(3) 0.033(2) 0.032(2) 0.0031(18) 0.016(2) -0.006(2) C14 0.046(3) 0.035(2) 0.023(2) -0.0010(17) 0.0098(19) -0.007(2) C15 0.029(2) 0.0217(19) 0.028(2) 0.0007(16) 0.0008(17) 0.0045(16) C16 0.025(2) 0.0212(19) 0.028(2) -0.0056(16) -0.0002(16) 0.0068(16) C17 0.030(2) 0.025(2) 0.035(2) -0.0090(18) 0.0045(18) 0.0016(17) C18 0.053(3) 0.035(2) 0.020(2) -0.0062(17) -0.0031(19) 0.011(2) C19 0.066(3) 0.026(2) 0.025(2) 0.0035(17) -0.003(2) 0.008(2) C20 0.040(2) 0.0203(19) 0.031(2) -0.0018(16) -0.0019(19) 0.0064(18) C21 0.0205(19) 0.0202(18) 0.0211(19) -0.0002(14) 0.0015(15) 0.0003(15) C22 0.0169(18) 0.029(2) 0.0184(18) 0.0007(15) 0.0027(15) -0.0001(15) C23 0.040(2) 0.025(2) 0.025(2) 0.0058(16) 0.0061(18) 0.0012(18) C24 0.060(3) 0.025(2) 0.028(2) -0.0036(17) 0.008(2) 0.006(2) C25 0.043(3) 0.037(2) 0.021(2) -0.0022(17) 0.0049(18) 0.003(2) C26 0.023(2) 0.0250(19) 0.023(2) 0.0017(15) 0.0012(16) -0.0011(16) C27 0.025(2) 0.032(2) 0.028(2) 0.0072(17) 0.0010(16) -0.0006(17) C28 0.022(2) 0.0228(19) 0.026(2) -0.0016(16) 0.0027(16) 0.0016(16) Cd1 0.01852(14) 0.01886(14) 0.01826(14) -0.00066(10) 0.00033(10) -0.00021(10) Cd2 0.02015(14) 0.02268(14) 0.01821(14) -0.00010(10) 0.00137(10) -0.00112(11) Cd3 0.02407(15) 0.01872(14) 0.01642(13) -0.00178(10) 0.00149(10) -0.00020(11) N1 0.0197(16) 0.0222(16) 0.0244(16) -0.0061(13) 0.0031(13) -0.0022(13) N2 0.0219(17) 0.0224(16) 0.0238(17) -0.0053(13) 0.0039(13) -0.0015(13) N3 0.0254(18) 0.0260(17) 0.0334(19) -0.0119(14) 0.0063(14) -0.0030(14) N4 0.0197(17) 0.0253(17) 0.0344(19) -0.0110(14) 0.0072(14) -0.0035(14) N5 0.0296(18) 0.0287(17) 0.0228(17) -0.0052(14) 0.0035(14) -0.0034(15) N6 0.0197(16) 0.0320(18) 0.0191(16) 0.0011(13) 0.0014(13) 0.0027(14) N7 0.0213(16) 0.0294(17) 0.0167(15) 0.0010(13) 0.0027(12) 0.0012(14) N8 0.0228(17) 0.0260(16) 0.0218(17) 0.0005(13) 0.0006(13) 0.0024(14) N9 0.0221(17) 0.0298(17) 0.0204(16) -0.0018(13) 0.0043(13) 0.0033(14) N10 0.0241(17) 0.0246(16) 0.0224(16) -0.0016(13) -0.0010(13) 0.0034(13) O2 0.0503(19) 0.0222(14) 0.0258(15) 0.0016(11) -0.0030(13) 0.0017(13) O3 0.0278(15) 0.0183(13) 0.0297(15) -0.0041(11) -0.0036(11) -0.0031(11) O4 0.0509(19) 0.0325(16) 0.0231(15) 0.0013(12) 0.0010(13) 0.0014(14) O5 0.0296(15) 0.0292(15) 0.0274(15) -0.0066(12) -0.0013(12) 0.0088(12) O6 0.0496(19) 0.0375(16) 0.0202(14) 0.0072(12) 0.0017(13) 0.0071(14) O7 0.072(2) 0.0280(17) 0.0365(18) 0.0062(13) 0.0017(16) 0.0084(16) O8 0.055(2) 0.0327(16) 0.0352(18) -0.0169(13) -0.0036(15) 0.0065(15) O9 0.0480(19) 0.0233(15) 0.0497(19) -0.0008(14) 0.0092(15) 0.0123(14) O1W 0.097(3) 0.0353(18) 0.057(2) -0.0029(16) -0.045(2) 0.0093(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.324(5) . ? C1 N4 1.339(5) . ? C1 C2 1.488(5) . ? C2 C3 1.383(5) . ? C2 C8 1.384(5) . ? C3 C4 1.390(5) . ? C3 H3 0.9300 . ? C4 C6 1.385(5) . ? C4 C5 1.514(5) . ? C5 O2 1.247(5) . ? C5 O3 1.273(4) . ? C5 Cd1 2.723(4) 4_575 ? C6 C7 1.374(6) . ? C6 H6 0.9300 . ? C7 C8 1.368(6) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 N5 1.329(5) . ? C9 C10 1.390(5) . ? C9 H9 0.9300 . ? C10 C12 1.370(6) . ? C10 C11 1.489(5) . ? C11 O4 1.248(5) . ? C11 O5 1.263(5) . ? C12 C13 1.378(6) . ? C12 H12 0.9300 . ? C13 C14 1.369(6) . ? C13 H13 0.9300 . ? C14 N5 1.350(5) . ? C14 H14 0.9300 . ? C15 N10 1.346(5) . ? C15 C16 1.376(5) . ? C15 H15 0.9300 . ? C16 C18 1.377(6) . ? C16 C17 1.518(5) . ? C17 O9 1.250(5) . ? C17 O8 1.251(5) . ? C18 C19 1.372(6) . ? C18 H18 0.9300 . ? C19 C20 1.375(6) . ? C19 H19 0.9300 . ? C20 N10 1.334(5) . ? C20 H20 0.9300 . ? C21 N6 1.331(5) . ? C21 N9 1.342(5) . ? C21 C22 1.482(5) . ? C22 C28 1.384(5) . ? C22 C23 1.385(5) . ? C23 C24 1.383(6) . ? C23 H23 0.9300 . ? C24 C25 1.378(6) . ? C24 H24 0.9300 . ? C25 C26 1.390(5) . ? C25 H25 0.9300 . ? C26 C28 1.391(5) . ? C26 C27 1.510(5) . ? C27 O7 1.226(5) . ? C27 O6 1.282(5) . ? C28 H28 0.9300 . ? Cd1 O8 2.223(3) 4_585 ? Cd1 N10 2.286(3) . ? Cd1 N4 2.332(3) 3_776 ? Cd1 N6 2.356(3) . ? Cd1 O2 2.365(3) 4_576 ? Cd1 O3 2.400(3) 4_576 ? Cd1 C5 2.723(4) 4_576 ? Cd2 O6 2.273(3) 1_554 ? Cd2 N5 2.293(3) . ? Cd2 O4 2.295(3) 4_576 ? Cd2 N1 2.380(3) . ? Cd2 N9 2.439(3) 3_676 ? Cd2 O7 2.558(3) 1_554 ? Cd2 O5 2.640(3) 4_576 ? Cd3 O9 2.240(2) 4_585 ? Cd3 O5 2.274(3) 4_576 ? Cd3 O3 2.311(2) 4_576 ? Cd3 O1W 2.332(2) . ? Cd3 N2 2.347(3) . ? Cd3 N7 2.383(3) . ? N1 N2 1.351(4) . ? N2 N3 1.301(4) . ? N3 N4 1.350(4) . ? N4 Cd1 2.332(3) 3_776 ? N6 N7 1.356(4) . ? N7 N8 1.297(4) . ? N8 N9 1.345(4) . ? N9 Cd2 2.439(3) 3_676 ? O2 Cd1 2.365(3) 4_575 ? O3 Cd3 2.311(2) 4_575 ? O3 Cd1 2.400(3) 4_575 ? O4 Cd2 2.295(3) 4_575 ? O5 Cd3 2.274(3) 4_575 ? O5 Cd2 2.640(3) 4_575 ? O6 Cd2 2.273(3) 1_556 ? O7 Cd2 2.558(3) 1_556 ? O8 Cd1 2.223(3) 4_586 ? O9 Cd3 2.240(2) 4_586 ? O1W H1A 0.8229 . ? O1W H1B 0.8225 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N4 110.4(3) . . ? N1 C1 C2 124.5(3) . . ? N4 C1 C2 125.0(3) . . ? C3 C2 C8 118.8(3) . . ? C3 C2 C1 121.8(3) . . ? C8 C2 C1 119.4(3) . . ? C2 C3 C4 120.7(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C6 C4 C3 119.4(3) . . ? C6 C4 C5 120.6(3) . . ? C3 C4 C5 119.9(3) . . ? O2 C5 O3 121.9(3) . . ? O2 C5 C4 119.6(3) . . ? O3 C5 C4 118.5(3) . . ? O2 C5 Cd1 60.18(19) . 4_575 ? O3 C5 Cd1 61.82(18) . 4_575 ? C4 C5 Cd1 175.3(3) . 4_575 ? C7 C6 C4 119.6(4) . . ? C7 C6 H6 120.2 . . ? C4 C6 H6 120.2 . . ? C8 C7 C6 120.9(4) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C2 120.6(4) . . ? C7 C8 H8 119.7 . . ? C2 C8 H8 119.7 . . ? N5 C9 C10 122.1(4) . . ? N5 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C12 C10 C9 119.4(4) . . ? C12 C10 C11 121.3(4) . . ? C9 C10 C11 119.3(3) . . ? O4 C11 O5 122.2(3) . . ? O4 C11 C10 117.6(3) . . ? O5 C11 C10 120.2(3) . . ? C10 C12 C13 118.9(4) . . ? C10 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C14 C13 C12 118.5(4) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? N5 C14 C13 123.3(4) . . ? N5 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? N10 C15 C16 122.6(4) . . ? N10 C15 H15 118.7 . . ? C16 C15 H15 118.7 . . ? C15 C16 C18 118.5(3) . . ? C15 C16 C17 120.9(3) . . ? C18 C16 C17 120.6(4) . . ? O9 C17 O8 127.5(4) . . ? O9 C17 C16 116.9(3) . . ? O8 C17 C16 115.6(4) . . ? C19 C18 C16 119.6(4) . . ? C19 C18 H18 120.2 . . ? C16 C18 H18 120.2 . . ? C18 C19 C20 118.5(4) . . ? C18 C19 H19 120.7 . . ? C20 C19 H19 120.7 . . ? N10 C20 C19 123.0(4) . . ? N10 C20 H20 118.5 . . ? C19 C20 H20 118.5 . . ? N6 C21 N9 110.8(3) . . ? N6 C21 C22 125.6(3) . . ? N9 C21 C22 123.5(3) . . ? C28 C22 C23 119.9(3) . . ? C28 C22 C21 123.1(3) . . ? C23 C22 C21 116.9(3) . . ? C24 C23 C22 120.1(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 120.1(4) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.3(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C28 119.5(3) . . ? C25 C26 C27 120.3(3) . . ? C28 C26 C27 120.2(3) . . ? O7 C27 O6 121.5(4) . . ? O7 C27 C26 121.4(4) . . ? O6 C27 C26 117.1(3) . . ? C22 C28 C26 120.1(3) . . ? C22 C28 H28 120.0 . . ? C26 C28 H28 120.0 . . ? O8 Cd1 N10 103.57(11) 4_585 . ? O8 Cd1 N4 86.37(12) 4_585 3_776 ? N10 Cd1 N4 97.36(11) . 3_776 ? O8 Cd1 N6 84.53(12) 4_585 . ? N10 Cd1 N6 94.85(11) . . ? N4 Cd1 N6 166.20(11) 3_776 . ? O8 Cd1 O2 159.28(11) 4_585 4_576 ? N10 Cd1 O2 96.73(10) . 4_576 ? N4 Cd1 O2 87.00(11) 3_776 4_576 ? N6 Cd1 O2 97.96(11) . 4_576 ? O8 Cd1 O3 105.36(10) 4_585 4_576 ? N10 Cd1 O3 150.47(10) . 4_576 ? N4 Cd1 O3 90.22(10) 3_776 4_576 ? N6 Cd1 O3 82.23(10) . 4_576 ? O2 Cd1 O3 55.05(9) 4_576 4_576 ? O8 Cd1 C5 132.71(11) 4_585 4_576 ? N10 Cd1 C5 123.71(11) . 4_576 ? N4 Cd1 C5 87.29(11) 3_776 4_576 ? N6 Cd1 C5 91.27(11) . 4_576 ? O2 Cd1 C5 27.22(10) 4_576 4_576 ? O3 Cd1 C5 27.88(10) 4_576 4_576 ? O6 Cd2 N5 138.84(11) 1_554 . ? O6 Cd2 O4 140.48(10) 1_554 4_576 ? N5 Cd2 O4 80.24(11) . 4_576 ? O6 Cd2 N1 86.06(11) 1_554 . ? N5 Cd2 N1 106.92(11) . . ? O4 Cd2 N1 86.46(11) 4_576 . ? O6 Cd2 N9 88.67(11) 1_554 3_676 ? N5 Cd2 N9 91.09(11) . 3_676 ? O4 Cd2 N9 84.00(11) 4_576 3_676 ? N1 Cd2 N9 157.87(10) . 3_676 ? O6 Cd2 O7 53.48(10) 1_554 1_554 ? N5 Cd2 O7 87.15(10) . 1_554 ? O4 Cd2 O7 164.68(10) 4_576 1_554 ? N1 Cd2 O7 88.95(11) . 1_554 ? N9 Cd2 O7 105.05(11) 3_676 1_554 ? O6 Cd2 O5 88.19(9) 1_554 4_576 ? N5 Cd2 O5 132.35(10) . 4_576 ? O4 Cd2 O5 52.32(9) 4_576 4_576 ? N1 Cd2 O5 77.42(9) . 4_576 ? N9 Cd2 O5 80.94(9) 3_676 4_576 ? O7 Cd2 O5 140.35(9) 1_554 4_576 ? O9 Cd3 O5 164.71(9) 4_585 4_576 ? O9 Cd3 O3 95.55(9) 4_585 4_576 ? O5 Cd3 O3 99.13(9) 4_576 4_576 ? O9 Cd3 O1W 82.94(4) 4_585 . ? O5 Cd3 O1W 82.13(9) 4_576 . ? O3 Cd3 O1W 175.86(9) 4_576 . ? O9 Cd3 N2 100.18(10) 4_585 . ? O5 Cd3 N2 82.97(10) 4_576 . ? O3 Cd3 N2 94.44(10) 4_576 . ? O1W Cd3 N2 89.63(10) . . ? O9 Cd3 N7 88.50(10) 4_585 . ? O5 Cd3 N7 89.03(10) 4_576 . ? O3 Cd3 N7 83.17(10) 4_576 . ? O1W Cd3 N7 92.93(10) . . ? N2 Cd3 N7 171.19(10) . . ? C1 N1 N2 105.3(3) . . ? C1 N1 Cd2 130.3(2) . . ? N2 N1 Cd2 121.8(2) . . ? N3 N2 N1 110.0(3) . . ? N3 N2 Cd3 120.7(2) . . ? N1 N2 Cd3 128.4(2) . . ? N2 N3 N4 108.4(3) . . ? C1 N4 N3 105.9(3) . . ? C1 N4 Cd1 138.1(2) . 3_776 ? N3 N4 Cd1 114.9(2) . 3_776 ? C9 N5 C14 117.6(3) . . ? C9 N5 Cd2 123.5(3) . . ? C14 N5 Cd2 118.5(3) . . ? C21 N6 N7 104.6(3) . . ? C21 N6 Cd1 141.2(2) . . ? N7 N6 Cd1 112.5(2) . . ? N8 N7 N6 110.2(3) . . ? N8 N7 Cd3 124.7(2) . . ? N6 N7 Cd3 124.0(2) . . ? N7 N8 N9 108.8(3) . . ? C21 N9 N8 105.6(3) . . ? C21 N9 Cd2 132.0(2) . 3_676 ? N8 N9 Cd2 120.5(2) . 3_676 ? C20 N10 C15 117.7(3) . . ? C20 N10 Cd1 118.0(2) . . ? C15 N10 Cd1 124.2(3) . . ? C5 O2 Cd1 92.6(2) . 4_575 ? C5 O3 Cd3 157.6(2) . 4_575 ? C5 O3 Cd1 90.3(2) . 4_575 ? Cd3 O3 Cd1 103.07(9) 4_575 4_575 ? C11 O4 Cd2 100.6(2) . 4_575 ? C11 O5 Cd3 130.3(2) . 4_575 ? C11 O5 Cd2 84.1(2) . 4_575 ? Cd3 O5 Cd2 116.03(11) 4_575 4_575 ? C27 O6 Cd2 98.5(2) . 1_556 ? C27 O7 Cd2 86.5(2) . 1_556 ? C17 O8 Cd1 129.3(3) . 4_586 ? C17 O9 Cd3 132.9(2) . 4_586 ? Cd3 O1W H1A 108.0 . . ? Cd3 O1W H1B 90.1 . . ? H1A O1W H1B 110.0 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.508 _refine_diff_density_min -0.646 _refine_diff_density_rms 0.108 data_5 _database_code_depnum_ccdc_archive 'CCDC 854943' #============================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cd N8 O4' _chemical_formula_sum 'C16 H10 Cd N8 O4' _chemical_formula_weight 490.73 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 orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 18.220(3) _cell_length_b 13.269(2) _cell_length_c 6.8783(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1662.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2958 _cell_measurement_theta_min 1.90 _cell_measurement_theta_max 25.18 _exptl_crystal_description platy _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.361 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7726 _exptl_absorpt_correction_T_max 0.8220 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 8231 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.18 _reflns_number_total 2958 _reflns_number_gt 2582 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker, 2005)' _computing_cell_refinement 'Apex2 (Bruker, 2005)' _computing_data_reduction 'Apex2 (Bruker, 2005)' _computing_structure_solution 'SHELXTL 6.12 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.12' _computing_molecular_graphics 'SHELXTL 6.12' _computing_publication_material 'SHELXTL 6.12' _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^)+(0.0240P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 2958 _refine_ls_number_parameters 262 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0603 _refine_ls_wR_factor_gt 0.0570 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5593(2) 0.2251(3) 0.1993(7) 0.0268(11) Uani 1 1 d . . . C2 C 0.5972(2) 0.1332(3) 0.1208(7) 0.0256(10) Uani 1 1 d . . . C3 C 0.5584(2) 0.0554(4) 0.0346(8) 0.0363(13) Uani 1 1 d . . . H3 H 0.5074 0.0576 0.0315 0.044 Uiso 1 1 calc R . . C4 C 0.5951(3) -0.0260(4) -0.0471(9) 0.0421(14) Uani 1 1 d . . . H4 H 0.5687 -0.0783 -0.1040 0.051 Uiso 1 1 calc R . . C5 C 0.6702(2) -0.0292(4) -0.0439(7) 0.0324(12) Uani 1 1 d . . . H5 H 0.6946 -0.0838 -0.0987 0.039 Uiso 1 1 calc R . . C6 C 0.7104(2) 0.0484(3) 0.0403(7) 0.0237(10) Uani 1 1 d . . . C7 C 0.6733(2) 0.1287(4) 0.1227(7) 0.0256(10) Uani 1 1 d . . . H7 H 0.6998 0.1805 0.1803 0.031 Uiso 1 1 calc R . . C8 C 0.7910(2) 0.0440(3) 0.0375(7) 0.0224(10) Uani 1 1 d . . . C9 C 0.4245(2) 0.3089(3) 0.6407(7) 0.0255(11) Uani 1 1 d . . . C10 C 0.3418(2) 0.2231(3) 0.8182(7) 0.0218(11) Uani 1 1 d . . . C11 C 0.3082(2) 0.1622(3) 0.9537(7) 0.0260(11) Uani 1 1 d . . . H11 H 0.3327 0.1347 1.0598 0.031 Uiso 1 1 calc R . . C12 C 0.2342(2) 0.1458(3) 0.9167(6) 0.0247(11) Uani 1 1 d . . . C13 C 0.1975(2) 0.1878(3) 0.7598(8) 0.0237(11) Uani 1 1 d . . . C14 C 0.2319(2) 0.2480(3) 0.6233(7) 0.0262(10) Uani 1 1 d . . . H14 H 0.2073 0.2758 0.5177 0.031 Uiso 1 1 calc R . . C15 C 0.3052(2) 0.2635(4) 0.6562(7) 0.0264(11) Uani 1 1 d . . . C16 C 0.1173(2) 0.0944(3) 0.9281(7) 0.0248(11) Uani 1 1 d . . . Cd1 Cd 0.508597(12) 0.417590(19) 0.28985(9) 0.02153(9) Uani 1 1 d . . . N1 N 0.41488(15) 0.2533(2) 0.8014(8) 0.0272(8) Uani 1 1 d . . . H1 H 0.4490 0.2383 0.8827 0.033 Uiso 1 1 calc R . . N2 N 0.35813(17) 0.3157(3) 0.5506(6) 0.0268(9) Uani 1 1 d . . . H2 H 0.3501 0.3476 0.4439 0.032 Uiso 1 1 calc R . . N3 N 0.18364(18) 0.0880(3) 1.0160(6) 0.0255(9) Uani 1 1 d . . . H3A H 0.1929 0.0531 1.1186 0.031 Uiso 1 1 calc R . . N4 N 0.12486(16) 0.1556(2) 0.7718(8) 0.0246(8) Uani 1 1 d . . . H4A H 0.0903 0.1720 0.6926 0.030 Uiso 1 1 calc R . . N5 N 0.82898(18) -0.0007(3) -0.1046(5) 0.0236(9) Uani 1 1 d . . . N6 N 0.89940(18) 0.0084(3) -0.0541(5) 0.0239(9) Uani 1 1 d . . . N7 N 0.90353(18) 0.0589(3) 0.1110(5) 0.0219(8) Uani 1 1 d . . . N8 N 0.83613(18) 0.0826(3) 0.1723(5) 0.0239(9) Uani 1 1 d . . . O1 O 0.49263(15) 0.2398(2) 0.1542(5) 0.0363(8) Uani 1 1 d . . . O2 O 0.59551(13) 0.2860(2) 0.2981(7) 0.0339(7) Uani 1 1 d . . . O3 O 0.48290(15) 0.3484(2) 0.5867(5) 0.0322(8) Uani 1 1 d . . . O4 O 0.05955(16) 0.0518(2) 0.9810(5) 0.0292(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.023(2) 0.034(3) 0.023(3) 0.007(2) 0.0016(19) 0.005(2) C2 0.021(2) 0.028(3) 0.028(3) 0.003(2) 0.001(2) 0.002(2) C3 0.017(2) 0.041(3) 0.050(4) -0.006(3) -0.001(2) 0.002(2) C4 0.033(3) 0.038(3) 0.056(4) -0.012(3) -0.012(3) -0.006(2) C5 0.026(3) 0.031(3) 0.040(3) -0.012(2) -0.004(2) 0.000(2) C6 0.019(2) 0.032(3) 0.020(3) -0.001(2) -0.0028(19) 0.003(2) C7 0.027(2) 0.029(3) 0.021(2) -0.004(2) -0.001(2) 0.002(2) C8 0.021(2) 0.024(2) 0.021(3) 0.002(2) 0.0026(19) 0.0003(19) C9 0.028(3) 0.028(3) 0.021(3) 0.000(2) 0.003(2) -0.003(2) C10 0.0163(18) 0.033(2) 0.016(3) 0.003(2) -0.005(2) -0.0041(16) C11 0.023(2) 0.036(3) 0.019(3) 0.008(2) -0.0001(19) -0.003(2) C12 0.017(2) 0.034(3) 0.022(3) -0.001(2) 0.0001(19) -0.005(2) C13 0.0166(19) 0.029(2) 0.025(3) 0.002(2) 0.000(2) -0.0027(16) C14 0.021(2) 0.036(3) 0.022(3) 0.004(2) -0.0056(19) 0.003(2) C15 0.024(2) 0.032(3) 0.023(3) 0.003(2) 0.003(2) -0.005(2) C16 0.020(2) 0.030(3) 0.024(3) -0.006(2) 0.0020(19) -0.004(2) Cd1 0.01589(14) 0.03003(15) 0.01867(15) 0.0002(2) -0.0012(3) 0.00131(11) N1 0.0162(15) 0.0384(19) 0.027(2) 0.014(3) 0.002(3) -0.0040(14) N2 0.0148(18) 0.040(2) 0.026(2) 0.0101(18) -0.0028(16) -0.0044(17) N3 0.0169(19) 0.042(2) 0.018(2) 0.0107(18) 0.0036(15) -0.0041(18) N4 0.0166(16) 0.037(2) 0.021(2) 0.001(2) -0.001(2) -0.0026(13) N5 0.0149(18) 0.031(2) 0.024(2) -0.0026(17) -0.0034(16) 0.0015(16) N6 0.020(2) 0.029(2) 0.023(2) 0.0001(18) -0.0008(16) -0.0036(16) N7 0.0181(19) 0.026(2) 0.021(2) 0.0000(17) 0.0008(16) -0.0003(16) N8 0.0162(19) 0.033(2) 0.023(2) -0.0018(18) -0.0003(16) 0.0053(16) O1 0.0247(18) 0.046(2) 0.038(2) -0.0056(18) -0.0082(15) 0.0144(16) O2 0.0286(14) 0.0328(16) 0.0404(19) -0.011(3) -0.005(3) 0.0046(12) O3 0.0222(16) 0.044(2) 0.030(2) 0.0101(16) 0.0003(15) -0.0086(15) O4 0.0177(17) 0.045(2) 0.025(2) -0.0026(15) 0.0068(13) -0.0082(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.246(5) . ? C1 O1 1.268(5) . ? C1 C2 1.502(6) . ? C2 C3 1.385(6) . ? C2 C7 1.388(6) . ? C3 C4 1.389(7) . ? C3 H3 0.9300 . ? C4 C5 1.370(6) . ? C4 H4 0.9300 . ? C5 C6 1.389(6) . ? C5 H5 0.9300 . ? C6 C7 1.383(6) . ? C6 C8 1.471(6) . ? C7 H7 0.9300 . ? C8 N5 1.336(5) . ? C8 N8 1.341(6) . ? C9 O3 1.243(5) . ? C9 N1 1.340(6) . ? C9 N2 1.362(5) . ? C10 C11 1.377(6) . ? C10 N1 1.395(4) . ? C10 C15 1.405(6) . ? C11 C12 1.388(6) . ? C11 H11 0.9300 . ? C12 N3 1.380(5) . ? C12 C13 1.388(6) . ? C13 C14 1.383(6) . ? C13 N4 1.393(4) . ? C14 C15 1.369(6) . ? C14 H14 0.9300 . ? C15 N2 1.392(5) . ? C16 O4 1.248(5) . ? C16 N3 1.354(6) . ? C16 N4 1.355(6) . ? Cd1 O3 2.287(3) . ? Cd1 N7 2.297(4) 4_455 ? Cd1 N6 2.327(4) 3_655 ? Cd1 O4 2.354(3) 4_554 ? Cd1 O2 2.358(2) . ? Cd1 O4 2.538(3) 3_554 ? Cd1 O1 2.554(3) . ? N1 H1 0.8600 . ? N2 H2 0.8600 . ? N3 H3A 0.8600 . ? N4 H4A 0.8600 . ? N5 N6 1.335(5) . ? N6 N7 1.321(5) . ? N6 Cd1 2.327(4) 3_644 ? N7 N8 1.336(5) . ? N7 Cd1 2.297(4) 4 ? O4 Cd1 2.354(3) 4_456 ? O4 Cd1 2.538(3) 3_545 ? 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 C1 O1 122.8(4) . . ? O2 C1 C2 118.6(4) . . ? O1 C1 C2 118.5(4) . . ? C3 C2 C7 118.7(4) . . ? C3 C2 C1 121.7(4) . . ? C7 C2 C1 119.4(4) . . ? C2 C3 C4 120.5(4) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.7(5) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 118.9(4) . . ? C7 C6 C8 121.6(4) . . ? C5 C6 C8 119.4(4) . . ? C6 C7 C2 121.2(4) . . ? C6 C7 H7 119.4 . . ? C2 C7 H7 119.4 . . ? N5 C8 N8 111.0(4) . . ? N5 C8 C6 123.0(4) . . ? N8 C8 C6 126.0(4) . . ? O3 C9 N1 126.2(4) . . ? O3 C9 N2 126.6(4) . . ? N1 C9 N2 107.2(4) . . ? C11 C10 N1 130.5(4) . . ? C11 C10 C15 123.3(4) . . ? N1 C10 C15 106.2(4) . . ? C10 C11 C12 113.6(4) . . ? C10 C11 H11 123.2 . . ? C12 C11 H11 123.2 . . ? N3 C12 C13 106.6(4) . . ? N3 C12 C11 130.2(4) . . ? C13 C12 C11 123.2(4) . . ? C14 C13 C12 122.8(4) . . ? C14 C13 N4 130.4(5) . . ? C12 C13 N4 106.8(4) . . ? C15 C14 C13 114.6(4) . . ? C15 C14 H14 122.7 . . ? C13 C14 H14 122.7 . . ? C14 C15 N2 131.6(4) . . ? C14 C15 C10 122.5(4) . . ? N2 C15 C10 105.9(4) . . ? O4 C16 N3 126.5(4) . . ? O4 C16 N4 126.0(4) . . ? N3 C16 N4 107.5(4) . . ? O3 Cd1 N7 111.23(11) . 4_455 ? O3 Cd1 N6 86.76(12) . 3_655 ? N7 Cd1 N6 141.01(12) 4_455 3_655 ? O3 Cd1 O4 162.91(11) . 4_554 ? N7 Cd1 O4 79.73(12) 4_455 4_554 ? N6 Cd1 O4 92.45(12) 3_655 4_554 ? O3 Cd1 O2 79.56(14) . . ? N7 Cd1 O2 132.32(13) 4_455 . ? N6 Cd1 O2 83.60(12) 3_655 . ? O4 Cd1 O2 83.38(13) 4_554 . ? O3 Cd1 O4 73.67(11) . 3_554 ? N7 Cd1 O4 76.97(11) 4_455 3_554 ? N6 Cd1 O4 75.53(11) 3_655 3_554 ? O4 Cd1 O4 122.64(7) 4_554 3_554 ? O2 Cd1 O4 146.68(14) . 3_554 ? O3 Cd1 O1 86.11(12) . . ? N7 Cd1 O1 80.49(11) 4_455 . ? N6 Cd1 O1 136.81(11) 3_655 . ? O4 Cd1 O1 82.80(11) 4_554 . ? O2 Cd1 O1 53.22(10) . . ? O4 Cd1 O1 141.42(10) 3_554 . ? C9 N1 C10 110.5(4) . . ? C9 N1 H1 124.7 . . ? C10 N1 H1 124.7 . . ? C9 N2 C15 110.2(4) . . ? C9 N2 H2 124.9 . . ? C15 N2 H2 124.9 . . ? C16 N3 C12 109.9(4) . . ? C16 N3 H3A 125.0 . . ? C12 N3 H3A 125.0 . . ? C16 N4 C13 109.1(4) . . ? C16 N4 H4A 125.5 . . ? C13 N4 H4A 125.5 . . ? N6 N5 C8 105.5(3) . . ? N7 N6 N5 108.9(3) . . ? N7 N6 Cd1 128.2(3) . 3_644 ? N5 N6 Cd1 121.7(3) . 3_644 ? N6 N7 N8 109.8(3) . . ? N6 N7 Cd1 125.2(3) . 4 ? N8 N7 Cd1 124.4(3) . 4 ? N7 N8 C8 104.8(3) . . ? C1 O1 Cd1 86.7(3) . . ? C1 O2 Cd1 96.4(3) . . ? C9 O3 Cd1 127.7(3) . . ? C16 O4 Cd1 121.1(3) . 4_456 ? C16 O4 Cd1 125.4(3) . 3_545 ? Cd1 O4 Cd1 113.31(11) 4_456 3_545 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.18 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.514 _refine_diff_density_min -0.530 _refine_diff_density_rms 0.071