Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'John Plater' 'de Silva,Ben' 'Thomas Gelbrich' M.Hursthouse _publ_contact_author_name 'John Plater' _publ_contact_author_address ; Department of Chemistry University of Aberdeen Meston Walk Aberdeen AB24 3UE UNITED KINGDOM ; _publ_contact_author_email M.J.PLATER@ABDN.AC.UK _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; Synthesis of co-ordination networks selecting from either (R,R), (S,S) and (R,S)-1,4- or -1,3-bis[2-(4-pyridyl)-2-methylethyl]benzene and a discreet complex from 1,4-bis[2-(3-pyridyl)-2-methyl-cis-ethenyl)]benzene. ; data_s92 _database_code_depnum_ccdc_archive 'CCDC 614198' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H42 Cu N6 O7' _chemical_formula_weight 830.38 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6489(14) _cell_length_b 14.576(3) _cell_length_c 15.257(3) _cell_angle_alpha 88.236(8) _cell_angle_beta 80.342(7) _cell_angle_gamma 88.046(8) _cell_volume 1894.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 866 _exptl_absorpt_coefficient_mu 0.640 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9388 _exptl_absorpt_correction_T_max 0.9687 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6994 _diffrn_reflns_av_R_equivalents 0.1232 _diffrn_reflns_av_sigmaI/netI 0.1602 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4957 _reflns_number_gt 3245 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _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^)+(0.0002P)^2^+5.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4957 _refine_ls_number_parameters 527 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1514 _refine_ls_R_factor_gt 0.0997 _refine_ls_wR_factor_ref 0.2107 _refine_ls_wR_factor_gt 0.1906 _refine_ls_goodness_of_fit_ref 1.235 _refine_ls_restrained_S_all 1.233 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.0151(4) Uani 1 2 d S . . N12 N 0.0400(7) -0.0064(5) 0.1292(4) 0.0174(16) Uani 1 1 d . . . N11 N 0.1809(7) 0.0821(4) -0.0392(4) 0.0151(15) Uani 1 1 d . . . C101 C 0.3257(9) 0.0456(6) -0.0662(5) 0.0182(19) Uani 1 1 d . . . H101 H 0.3425 -0.0191 -0.0635 0.022 Uiso 1 1 calc R . . C102 C 0.4475(10) 0.1003(6) -0.0970(6) 0.029(2) Uani 1 1 d . . . H102 H 0.5488 0.0737 -0.1164 0.035 Uiso 1 1 calc R . . C103 C 0.4255(9) 0.1937(6) -0.1005(5) 0.023(2) Uani 1 1 d . . . H103 H 0.5118 0.2310 -0.1231 0.028 Uiso 1 1 calc R . . C104 C 0.2831(9) 0.2341(6) -0.0724(5) 0.0165(19) Uani 1 1 d . . . C105 C 0.1617(9) 0.1746(6) -0.0436(5) 0.0188(19) Uani 1 1 d . . . H105 H 0.0592 0.2003 -0.0260 0.023 Uiso 1 1 calc R . . C106 C 0.2522(10) 0.3359(6) -0.0732(6) 0.026(2) Uani 1 1 d . . . C107 C 0.1618(10) 0.3798(6) -0.0059(6) 0.029(2) Uani 1 1 d . . . H107 H 0.1390 0.4431 -0.0158 0.034 Uiso 1 1 calc R . . C108 C 0.3304(11) 0.3876(6) -0.1542(6) 0.036(2) Uani 1 1 d . . . H10A H 0.3065 0.3594 -0.2077 0.054 Uiso 1 1 calc R . . H10B H 0.4441 0.3858 -0.1557 0.054 Uiso 1 1 calc R . . H10C H 0.2915 0.4516 -0.1523 0.054 Uiso 1 1 calc R . . C109 C 0.0951(10) 0.3402(6) 0.0807(6) 0.024(2) Uani 1 1 d . . . C110 C 0.1867(9) 0.2812(6) 0.1283(5) 0.0203(19) Uani 1 1 d . . . H110 H 0.2945 0.2703 0.1050 0.024 Uiso 1 1 calc R . . C111 C 0.1234(9) 0.2397(6) 0.2070(5) 0.021(2) Uani 1 1 d . . . H111 H 0.1874 0.1996 0.2369 0.026 Uiso 1 1 calc R . . C112 C -0.0314(9) 0.2550(6) 0.2436(5) 0.021(2) Uani 1 1 d . . . C113 C -0.1170(10) 0.3177(6) 0.1994(6) 0.025(2) Uani 1 1 d . . . H113 H -0.2220 0.3328 0.2255 0.030 Uiso 1 1 calc R . . C114 C -0.0554(10) 0.3597(5) 0.1179(6) 0.022(2) Uani 1 1 d . . . H114 H -0.1184 0.4015 0.0890 0.027 Uiso 1 1 calc R . . C115 C -0.1009(9) 0.2076(6) 0.3258(5) 0.021(2) Uani 1 1 d . . . H115 H -0.1648 0.2431 0.3699 0.025 Uiso 1 1 calc R . . C116 C -0.0811(9) 0.1161(6) 0.3440(5) 0.0186(19) Uani 1 1 d . . . C117 C -0.1541(10) 0.0765(6) 0.4335(5) 0.023(2) Uani 1 1 d U . . H11A H -0.2069 0.0197 0.4251 0.035 Uiso 1 1 calc R . . H11B H -0.2307 0.1209 0.4639 0.035 Uiso 1 1 calc R . . H11C H -0.0720 0.0630 0.4696 0.035 Uiso 1 1 calc R . . C118 C -0.0009(9) 0.0496(6) 0.2793(5) 0.0197(19) Uani 1 1 d . . . C119 C -0.0235(9) 0.0520(6) 0.1899(5) 0.0164(18) Uani 1 1 d U . . H119 H -0.0900 0.0997 0.1721 0.020 Uiso 1 1 calc R . . C120 C 0.0937(9) -0.0242(6) 0.3042(5) 0.021(2) Uani 1 1 d . . . H120 H 0.1116 -0.0311 0.3639 0.026 Uiso 1 1 calc R . . C121 C 0.1596(10) -0.0858(6) 0.2419(5) 0.025(2) Uani 1 1 d . . . H121 H 0.2240 -0.1353 0.2582 0.031 Uiso 1 1 calc R . . C122 C 0.1331(9) -0.0764(6) 0.1561(5) 0.021(2) Uani 1 1 d . . . H122 H 0.1806 -0.1197 0.1138 0.026 Uiso 1 1 calc R . . Cu2 Cu 0.5000 0.5000 0.5000 0.0175(4) Uani 1 2 d S . . N21 N 0.4689(7) 0.4132(5) 0.4049(4) 0.0189(16) Uani 1 1 d . . . N22 N 0.2722(7) 0.4990(4) 0.5567(4) 0.0164(15) Uani 1 1 d U . . C201 C 0.4590(10) 0.4480(6) 0.3228(5) 0.025(2) Uani 1 1 d . . . H201 H 0.4563 0.5129 0.3141 0.030 Uiso 1 1 calc R . . C202 C 0.4527(9) 0.3945(6) 0.2521(5) 0.023(2) Uani 1 1 d . . . H202 H 0.4454 0.4218 0.1955 0.027 Uiso 1 1 calc R . . C203 C 0.4571(9) 0.2994(6) 0.2633(5) 0.022(2) Uani 1 1 d . . . H203 H 0.4560 0.2614 0.2139 0.027 Uiso 1 1 calc R . . C204 C 0.4630(9) 0.2601(6) 0.3470(5) 0.0181(19) Uani 1 1 d . . . C205 C 0.4707(9) 0.3197(6) 0.4154(6) 0.0190(19) Uani 1 1 d . . . H205 H 0.4776 0.2940 0.4726 0.023 Uiso 1 1 calc R . . C206 C 0.4690(9) 0.1571(6) 0.3602(5) 0.021(2) Uani 1 1 d . . . C207 C 0.4123(11) 0.1139(6) 0.4369(6) 0.033(2) Uani 1 1 d . . . H207 H 0.4367 0.0500 0.4407 0.040 Uiso 1 1 calc R . . C208 C 0.5457(10) 0.1037(6) 0.2818(6) 0.026(2) Uani 1 1 d U . . H20A H 0.6401 0.1348 0.2528 0.039 Uiso 1 1 calc R . . H20B H 0.4726 0.0995 0.2395 0.039 Uiso 1 1 calc R . . H20C H 0.5746 0.0419 0.3016 0.039 Uiso 1 1 calc R . . C209 C 0.3179(10) 0.1536(6) 0.5149(6) 0.023(2) Uani 1 1 d . . . C210 C 0.1758(9) 0.1987(6) 0.5088(6) 0.024(2) Uani 1 1 d . . . H210 H 0.1401 0.2017 0.4532 0.029 Uiso 1 1 calc R . . C211 C 0.0875(9) 0.2381(6) 0.5791(5) 0.0206(19) Uani 1 1 d . . . H211 H -0.0093 0.2678 0.5719 0.025 Uiso 1 1 calc R . . C212 C 0.1334(9) 0.2371(6) 0.6633(5) 0.023(2) Uani 1 1 d . . . C213 C 0.2732(10) 0.1865(6) 0.6715(5) 0.0216(19) Uani 1 1 d . . . H213 H 0.3056 0.1796 0.7279 0.026 Uiso 1 1 calc R . . C214 C 0.3617(10) 0.1476(5) 0.5988(5) 0.022(2) Uani 1 1 d . . . H214 H 0.4564 0.1153 0.6056 0.027 Uiso 1 1 calc R . . C215 C 0.0435(10) 0.2865(6) 0.7372(5) 0.026(2) Uani 1 1 d . . . H215 H 0.0104 0.2518 0.7904 0.031 Uiso 1 1 calc R . . C216 C 0.0029(10) 0.3755(6) 0.7379(6) 0.026(2) Uani 1 1 d . . . C217 C -0.1044(11) 0.4157(6) 0.8148(6) 0.032(2) Uani 1 1 d . . . H21A H -0.0596 0.4717 0.8326 0.049 Uiso 1 1 calc R . . H21B H -0.1176 0.3712 0.8647 0.049 Uiso 1 1 calc R . . H21C H -0.2067 0.4307 0.7976 0.049 Uiso 1 1 calc R . . C218 C 0.0617(9) 0.4422(5) 0.6643(5) 0.0181(19) Uani 1 1 d . . . C219 C 0.2107(9) 0.4367(6) 0.6181(5) 0.021(2) Uani 1 1 d . . . H219 H 0.2752 0.3854 0.6301 0.025 Uiso 1 1 calc R . . C220 C 0.1775(10) 0.5707(6) 0.5371(5) 0.024(2) Uani 1 1 d . . . H220 H 0.2174 0.6147 0.4926 0.029 Uiso 1 1 calc R . . C221 C 0.0279(10) 0.5806(6) 0.5797(6) 0.027(2) Uani 1 1 d . . . H221 H -0.0351 0.6317 0.5654 0.032 Uiso 1 1 calc R . . C222 C -0.0331(10) 0.5178(6) 0.6430(6) 0.023(2) Uani 1 1 d . . . H222 H -0.1385 0.5247 0.6725 0.028 Uiso 1 1 calc R . . N1 N 0.2767(8) -0.2036(5) -0.0311(5) 0.0208(16) Uani 1 1 d . . . O1 O 0.2415(8) -0.2601(4) 0.0309(4) 0.0358(17) Uani 1 1 d . . . O2 O 0.4052(8) -0.2042(5) -0.0764(4) 0.050(2) Uani 1 1 d . . . O3 O 0.1787(6) -0.1406(4) -0.0445(4) 0.0265(14) Uani 1 1 d . . . N2 N 0.6224(8) 0.2940(5) 0.6328(5) 0.0233(17) Uani 1 1 d . . . O4 O 0.6208(8) 0.2805(5) 0.7125(4) 0.047(2) Uani 1 1 d . . . O5 O 0.5437(6) 0.3598(4) 0.6044(4) 0.0241(14) Uani 1 1 d . . . O6 O 0.6993(7) 0.2405(4) 0.5774(4) 0.0316(15) Uani 1 1 d . . . O7 O 0.5652(15) 0.4252(8) 0.0283(8) 0.130(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0164(8) 0.0166(8) 0.0128(7) 0.0022(6) -0.0036(6) -0.0048(6) N12 0.018(4) 0.020(4) 0.015(4) 0.007(3) -0.004(3) -0.007(3) N11 0.018(4) 0.015(4) 0.013(3) 0.004(3) -0.008(3) 0.002(3) C101 0.021(5) 0.016(5) 0.018(4) -0.006(4) -0.006(3) 0.004(4) C102 0.015(5) 0.033(6) 0.037(6) 0.011(5) -0.001(4) 0.006(4) C103 0.014(5) 0.028(5) 0.030(5) -0.002(4) -0.007(4) -0.012(4) C104 0.017(5) 0.022(5) 0.011(4) 0.003(4) -0.006(3) -0.004(4) C105 0.016(5) 0.020(5) 0.022(4) -0.006(4) -0.007(3) -0.004(4) C106 0.025(5) 0.022(5) 0.030(5) 0.011(4) -0.005(4) -0.014(4) C107 0.033(6) 0.013(5) 0.037(6) 0.009(4) 0.003(4) 0.000(4) C108 0.051(7) 0.016(5) 0.033(6) 0.008(4) 0.014(5) -0.001(4) C109 0.020(5) 0.016(5) 0.036(5) -0.003(4) -0.003(4) -0.008(4) C110 0.012(5) 0.024(5) 0.026(5) -0.003(4) -0.003(4) -0.009(4) C111 0.013(5) 0.024(5) 0.028(5) 0.003(4) -0.003(4) -0.003(4) C112 0.017(5) 0.025(5) 0.023(5) -0.002(4) -0.002(4) -0.005(4) C113 0.021(5) 0.025(5) 0.027(5) 0.000(4) 0.002(4) 0.005(4) C114 0.027(5) 0.005(4) 0.033(5) 0.001(4) -0.001(4) 0.004(4) C115 0.011(5) 0.024(5) 0.027(5) 0.003(4) -0.001(3) -0.001(4) C116 0.011(4) 0.031(5) 0.016(4) 0.001(4) -0.006(3) -0.003(4) C117 0.026(4) 0.023(4) 0.016(4) 0.006(3) 0.010(3) -0.005(3) C118 0.025(5) 0.022(5) 0.010(4) 0.004(4) 0.000(3) -0.005(4) C119 0.021(4) 0.012(4) 0.017(4) -0.008(3) -0.005(3) -0.002(3) C120 0.020(5) 0.033(6) 0.012(4) 0.004(4) -0.006(3) -0.008(4) C121 0.021(5) 0.035(6) 0.021(5) 0.002(4) -0.006(4) 0.008(4) C122 0.017(5) 0.022(5) 0.025(5) 0.007(4) -0.003(4) 0.004(4) Cu2 0.0173(8) 0.0184(9) 0.0165(8) 0.0000(6) -0.0014(6) -0.0043(6) N21 0.019(4) 0.022(4) 0.015(4) 0.002(3) -0.003(3) 0.002(3) N22 0.016(4) 0.015(4) 0.021(3) -0.001(3) -0.009(3) -0.006(3) C201 0.030(5) 0.033(6) 0.012(4) 0.003(4) -0.005(4) 0.007(4) C202 0.025(5) 0.026(5) 0.016(5) 0.002(4) -0.007(4) 0.008(4) C203 0.019(5) 0.031(6) 0.020(5) -0.001(4) -0.012(4) 0.000(4) C204 0.013(5) 0.017(5) 0.025(5) -0.002(4) -0.004(3) -0.003(3) C205 0.013(5) 0.018(5) 0.026(5) 0.007(4) -0.006(3) -0.001(3) C206 0.021(5) 0.018(5) 0.028(5) -0.010(4) -0.014(4) -0.002(4) C207 0.041(6) 0.019(5) 0.039(6) 0.000(5) -0.008(5) 0.004(4) C208 0.031(5) 0.012(4) 0.036(5) -0.005(4) -0.007(4) -0.001(3) C209 0.034(6) 0.009(5) 0.026(5) 0.007(4) -0.003(4) -0.002(4) C210 0.020(5) 0.021(5) 0.031(5) 0.011(4) -0.005(4) -0.001(4) C211 0.016(5) 0.017(5) 0.030(5) -0.001(4) -0.005(4) -0.002(4) C212 0.012(5) 0.027(5) 0.028(5) 0.004(4) 0.002(4) -0.011(4) C213 0.027(5) 0.018(5) 0.023(5) -0.006(4) -0.010(4) -0.008(4) C214 0.028(5) 0.011(5) 0.029(5) 0.004(4) -0.008(4) -0.009(4) C215 0.031(5) 0.032(6) 0.014(4) 0.010(4) -0.005(4) -0.008(4) C216 0.019(5) 0.030(6) 0.028(5) 0.008(4) -0.001(4) -0.007(4) C217 0.045(6) 0.025(6) 0.024(5) -0.001(4) 0.004(4) -0.006(4) C218 0.020(5) 0.017(5) 0.018(4) 0.008(4) -0.006(3) -0.003(3) C219 0.011(5) 0.025(5) 0.028(5) 0.010(4) -0.008(4) 0.002(4) C220 0.036(6) 0.018(5) 0.016(4) 0.007(4) -0.002(4) 0.003(4) C221 0.028(6) 0.015(5) 0.037(5) 0.004(4) -0.005(4) 0.004(4) C222 0.017(5) 0.021(5) 0.028(5) 0.006(4) 0.007(4) 0.000(4) N1 0.021(4) 0.021(4) 0.021(4) -0.005(3) -0.007(3) 0.010(3) O1 0.053(5) 0.028(4) 0.028(4) 0.014(3) -0.013(3) -0.006(3) O2 0.019(4) 0.088(6) 0.039(4) -0.005(4) 0.000(3) 0.018(4) O3 0.025(4) 0.030(4) 0.026(3) 0.010(3) -0.009(3) -0.002(3) N2 0.011(4) 0.033(5) 0.027(4) 0.001(4) -0.004(3) -0.006(3) O4 0.047(4) 0.074(6) 0.018(4) 0.010(3) -0.003(3) 0.021(4) O5 0.028(3) 0.018(3) 0.029(3) 0.005(3) -0.015(3) 0.007(3) O6 0.025(4) 0.031(4) 0.034(4) -0.001(3) 0.007(3) 0.003(3) O7 0.152(11) 0.104(10) 0.120(10) -0.022(8) 0.016(8) 0.019(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N11 2.001(6) . ? Cu1 N11 2.001(6) 2 ? Cu1 N12 2.057(6) 2 ? Cu1 N12 2.057(6) . ? Cu1 O3 2.563(6) . ? N12 C119 1.315(10) . ? N12 C122 1.374(9) . ? N11 C101 1.347(9) . ? N11 C105 1.354(10) . ? C101 C102 1.355(12) . ? C101 H101 0.9500 . ? C102 C103 1.369(12) . ? C102 H102 0.9500 . ? C103 C104 1.355(11) . ? C103 H103 0.9500 . ? C104 C105 1.390(11) . ? C104 C106 1.498(11) . ? C105 H105 0.9500 . ? C106 C107 1.346(12) . ? C106 C108 1.501(11) . ? C107 C109 1.460(12) . ? C107 H107 0.9500 . ? C108 H10A 0.9800 . ? C108 H10B 0.9800 . ? C108 H10C 0.9800 . ? C109 C114 1.355(11) . ? C109 C110 1.415(11) . ? C110 C111 1.366(11) . ? C110 H110 0.9500 . ? C111 C112 1.375(11) . ? C111 H111 0.9500 . ? C112 C113 1.386(11) . ? C112 C115 1.461(11) . ? C113 C114 1.399(11) . ? C113 H113 0.9500 . ? C114 H114 0.9500 . ? C115 C116 1.366(11) . ? C115 H115 0.9500 . ? C116 C118 1.475(11) . ? C116 C117 1.512(10) . ? C117 H11A 0.9800 . ? C117 H11B 0.9800 . ? C117 H11C 0.9800 . ? C118 C119 1.409(10) . ? C118 C120 1.412(11) . ? C119 H119 0.9500 . ? C120 C121 1.367(12) . ? C120 H120 0.9500 . ? C121 C122 1.368(11) . ? C121 H121 0.9500 . ? C122 H122 0.9500 . ? Cu2 N21 2.011(7) 2_666 ? Cu2 N21 2.011(7) . ? Cu2 N22 2.015(6) 2_666 ? Cu2 N22 2.015(6) . ? Cu2 O5 2.609(5) . ? N21 C201 1.351(9) . ? N21 C205 1.368(10) . ? N22 C219 1.341(10) . ? N22 C220 1.363(9) . ? C201 C202 1.361(12) . ? C201 H201 0.9500 . ? C202 C203 1.391(12) . ? C202 H202 0.9500 . ? C203 C204 1.391(11) . ? C203 H203 0.9500 . ? C204 C205 1.389(12) . ? C204 C206 1.510(11) . ? C205 H205 0.9500 . ? C206 C207 1.337(12) . ? C206 C208 1.494(11) . ? C207 C209 1.450(12) . ? C207 H207 0.9500 . ? C208 H20A 0.9800 . ? C208 H20B 0.9800 . ? C208 H20C 0.9800 . ? C209 C210 1.390(11) . ? C209 C214 1.395(11) . ? C210 C211 1.341(11) . ? C210 H210 0.9500 . ? C211 C212 1.405(11) . ? C211 H211 0.9500 . ? C212 C213 1.417(11) . ? C212 C215 1.453(12) . ? C213 C214 1.364(11) . ? C213 H213 0.9500 . ? C214 H214 0.9500 . ? C215 C216 1.333(12) . ? C215 H215 0.9500 . ? C216 C217 1.490(12) . ? C216 C218 1.496(11) . ? C217 H21A 0.9800 . ? C217 H21B 0.9800 . ? C217 H21C 0.9800 . ? C218 C219 1.363(11) . ? C218 C222 1.413(11) . ? C219 H219 0.9500 . ? C220 C221 1.352(11) . ? C220 H220 0.9500 . ? C221 C222 1.362(11) . ? C221 H221 0.9500 . ? C222 H222 0.9500 . ? N1 O2 1.207(9) . ? N1 O1 1.241(8) . ? N1 O3 1.264(8) . ? N2 O4 1.223(8) . ? N2 O6 1.257(9) . ? N2 O5 1.265(8) . ? 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 N11 Cu1 N11 180.0(4) . 2 ? N11 Cu1 N12 87.5(2) . 2 ? N11 Cu1 N12 92.5(2) 2 2 ? N11 Cu1 N12 92.5(2) . . ? N11 Cu1 N12 87.5(2) 2 . ? N12 Cu1 N12 180.00(6) 2 . ? N11 Cu1 O3 89.9(2) . . ? N11 Cu1 O3 90.1(2) 2 . ? N12 Cu1 O3 86.8(2) 2 . ? N12 Cu1 O3 93.2(2) . . ? C119 N12 C122 117.0(7) . . ? C119 N12 Cu1 123.4(5) . . ? C122 N12 Cu1 119.6(6) . . ? C101 N11 C105 117.9(7) . . ? C101 N11 Cu1 120.1(6) . . ? C105 N11 Cu1 121.9(5) . . ? N11 C101 C102 120.7(8) . . ? N11 C101 H101 119.6 . . ? C102 C101 H101 119.6 . . ? C101 C102 C103 120.3(8) . . ? C101 C102 H102 119.8 . . ? C103 C102 H102 119.8 . . ? C104 C103 C102 121.5(8) . . ? C104 C103 H103 119.3 . . ? C102 C103 H103 119.3 . . ? C103 C104 C105 115.7(8) . . ? C103 C104 C106 123.9(8) . . ? C105 C104 C106 120.4(7) . . ? N11 C105 C104 123.9(7) . . ? N11 C105 H105 118.1 . . ? C104 C105 H105 118.1 . . ? C107 C106 C104 123.2(7) . . ? C107 C106 C108 121.1(8) . . ? C104 C106 C108 115.8(7) . . ? C106 C107 C109 126.7(8) . . ? C106 C107 H107 116.6 . . ? C109 C107 H107 116.6 . . ? C106 C108 H10A 109.5 . . ? C106 C108 H10B 109.5 . . ? H10A C108 H10B 109.5 . . ? C106 C108 H10C 109.5 . . ? H10A C108 H10C 109.5 . . ? H10B C108 H10C 109.5 . . ? C114 C109 C110 118.4(8) . . ? C114 C109 C107 120.9(8) . . ? C110 C109 C107 120.8(8) . . ? C111 C110 C109 121.3(8) . . ? C111 C110 H110 119.3 . . ? C109 C110 H110 119.3 . . ? C110 C111 C112 121.0(7) . . ? C110 C111 H111 119.5 . . ? C112 C111 H111 119.5 . . ? C111 C112 C113 117.0(7) . . ? C111 C112 C115 121.1(7) . . ? C113 C112 C115 121.9(7) . . ? C112 C113 C114 122.8(7) . . ? C112 C113 H113 118.6 . . ? C114 C113 H113 118.6 . . ? C109 C114 C113 119.2(7) . . ? C109 C114 H114 120.4 . . ? C113 C114 H114 120.4 . . ? C116 C115 C112 124.9(8) . . ? C116 C115 H115 117.6 . . ? C112 C115 H115 117.6 . . ? C115 C116 C118 124.4(7) . . ? C115 C116 C117 119.5(7) . . ? C118 C116 C117 116.0(7) . . ? C116 C117 H11A 109.5 . . ? C116 C117 H11B 109.5 . . ? H11A C117 H11B 109.5 . . ? C116 C117 H11C 109.5 . . ? H11A C117 H11C 109.5 . . ? H11B C117 H11C 109.5 . . ? C119 C118 C120 115.6(8) . . ? C119 C118 C116 121.9(7) . . ? C120 C118 C116 122.3(7) . . ? N12 C119 C118 125.4(7) . . ? N12 C119 H119 117.3 . . ? C118 C119 H119 117.3 . . ? C121 C120 C118 119.5(7) . . ? C121 C120 H120 120.2 . . ? C118 C120 H120 120.2 . . ? C120 C121 C122 120.4(8) . . ? C120 C121 H121 119.8 . . ? C122 C121 H121 119.8 . . ? C121 C122 N12 122.1(8) . . ? C121 C122 H122 119.0 . . ? N12 C122 H122 119.0 . . ? N21 Cu2 N21 180.0(3) 2_666 . ? N21 Cu2 N22 93.0(3) 2_666 2_666 ? N21 Cu2 N22 87.0(3) . 2_666 ? N21 Cu2 N22 87.0(3) 2_666 . ? N21 Cu2 N22 93.0(3) . . ? N22 Cu2 N22 180.000(1) 2_666 . ? N21 Cu2 O5 90.4(2) 2_666 . ? N21 Cu2 O5 89.6(2) . . ? N22 Cu2 O5 93.0(2) 2_666 . ? N22 Cu2 O5 87.0(2) . . ? C201 N21 C205 117.0(7) . . ? C201 N21 Cu2 118.6(6) . . ? C205 N21 Cu2 124.1(5) . . ? C219 N22 C220 117.7(7) . . ? C219 N22 Cu2 124.3(5) . . ? C220 N22 Cu2 117.8(5) . . ? N21 C201 C202 123.0(8) . . ? N21 C201 H201 118.5 . . ? C202 C201 H201 118.5 . . ? C201 C202 C203 119.4(8) . . ? C201 C202 H202 120.3 . . ? C203 C202 H202 120.3 . . ? C202 C203 C204 119.8(8) . . ? C202 C203 H203 120.1 . . ? C204 C203 H203 120.1 . . ? C205 C204 C203 117.1(7) . . ? C205 C204 C206 122.4(7) . . ? C203 C204 C206 120.5(7) . . ? N21 C205 C204 123.6(7) . . ? N21 C205 H205 118.2 . . ? C204 C205 H205 118.2 . . ? C207 C206 C208 120.5(8) . . ? C207 C206 C204 123.5(8) . . ? C208 C206 C204 116.0(7) . . ? C206 C207 C209 127.3(8) . . ? C206 C207 H207 116.3 . . ? C209 C207 H207 116.3 . . ? C206 C208 H20A 109.5 . . ? C206 C208 H20B 109.5 . . ? H20A C208 H20B 109.5 . . ? C206 C208 H20C 109.5 . . ? H20A C208 H20C 109.5 . . ? H20B C208 H20C 109.5 . . ? C210 C209 C214 116.8(8) . . ? C210 C209 C207 120.5(8) . . ? C214 C209 C207 122.7(8) . . ? C211 C210 C209 122.0(8) . . ? C211 C210 H210 119.0 . . ? C209 C210 H210 119.0 . . ? C210 C211 C212 122.2(8) . . ? C210 C211 H211 118.9 . . ? C212 C211 H211 118.9 . . ? C211 C212 C213 116.3(8) . . ? C211 C212 C215 121.7(7) . . ? C213 C212 C215 122.0(7) . . ? C214 C213 C212 120.3(8) . . ? C214 C213 H213 119.8 . . ? C212 C213 H213 119.8 . . ? C213 C214 C209 122.3(8) . . ? C213 C214 H214 118.9 . . ? C209 C214 H214 118.9 . . ? C216 C215 C212 126.5(8) . . ? C216 C215 H215 116.7 . . ? C212 C215 H215 116.7 . . ? C215 C216 C217 121.1(8) . . ? C215 C216 C218 123.6(8) . . ? C217 C216 C218 115.2(7) . . ? C216 C217 H21A 109.5 . . ? C216 C217 H21B 109.5 . . ? H21A C217 H21B 109.5 . . ? C216 C217 H21C 109.5 . . ? H21A C217 H21C 109.5 . . ? H21B C217 H21C 109.5 . . ? C219 C218 C222 116.6(7) . . ? C219 C218 C216 122.3(7) . . ? C222 C218 C216 121.0(7) . . ? N22 C219 C218 124.3(7) . . ? N22 C219 H219 117.8 . . ? C218 C219 H219 117.8 . . ? C221 C220 N22 121.4(7) . . ? C221 C220 H220 119.3 . . ? N22 C220 H220 119.3 . . ? C220 C221 C222 120.5(8) . . ? C220 C221 H221 119.7 . . ? C222 C221 H221 119.7 . . ? C221 C222 C218 119.4(8) . . ? C221 C222 H222 120.3 . . ? C218 C222 H222 120.3 . . ? O2 N1 O1 121.7(7) . . ? O2 N1 O3 118.7(7) . . ? O1 N1 O3 119.4(7) . . ? N1 O3 Cu1 153.9(5) . . ? O4 N2 O6 120.2(7) . . ? O4 N2 O5 121.2(7) . . ? O6 N2 O5 118.6(7) . . ? N2 O5 Cu2 154.6(5) . . ? _diffrn_measured_fraction_theta_max 0.741 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.741 _refine_diff_density_max 0.494 _refine_diff_density_min -0.604 _refine_diff_density_rms 0.119 data_s92_b _database_code_depnum_ccdc_archive 'CCDC 614199' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 N2' _chemical_formula_weight 312.40 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 5.1824(2) _cell_length_b 15.3047(8) _cell_length_c 11.2209(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.618(3) _cell_angle_gamma 90.00 _cell_volume 874.75(7) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9862 _exptl_absorpt_correction_T_max 0.9931 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7759 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 25.97 _reflns_number_total 1694 _reflns_number_gt 1188 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _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^)+(0.0694P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.053(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1694 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0697 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1129 _refine_ls_wR_factor_gt 0.1023 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _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 N1 N 0.1380(2) 0.79720(8) 0.86176(11) 0.0366(4) Uani 1 1 d . . . C1 C -0.0609(3) 0.83003(9) 0.78043(11) 0.0268(3) Uani 1 1 d . . . C2 C -0.1743(3) 0.78352(9) 0.67738(12) 0.0299(4) Uani 1 1 d . . . H2 H -0.3206 0.8069 0.6232 0.032(4) Uiso 1 1 calc R . . C3 C -0.0726(3) 0.70318(9) 0.65441(13) 0.0334(4) Uani 1 1 d . . . H3 H -0.1463 0.6708 0.5841 0.045(4) Uiso 1 1 calc R . . C4 C 0.1382(3) 0.67080(10) 0.73578(13) 0.0369(4) Uani 1 1 d . . . H4 H 0.2156 0.6164 0.7218 0.050(5) Uiso 1 1 calc R . . C5 C 0.2336(3) 0.71938(10) 0.83763(14) 0.0404(4) Uani 1 1 d . . . H5 H 0.3761 0.6962 0.8943 0.045(5) Uiso 1 1 calc R . . C6 C -0.1574(3) 0.91818(9) 0.80758(12) 0.0298(4) Uani 1 1 d . . . C7 C -0.2550(3) 0.92527(10) 0.92572(14) 0.0404(4) Uani 1 1 d . . . H7A H -0.1224 0.9016 0.9915 0.059(5) Uiso 1 1 calc R . . H7B H -0.4183 0.8920 0.9203 0.056(5) Uiso 1 1 calc R . . H7C H -0.2876 0.9868 0.9423 0.048(5) Uiso 1 1 calc R . . C8 C -0.1657(3) 0.98607(9) 0.73173(13) 0.0311(4) Uani 1 1 d . . . H8 H -0.2395 1.0382 0.7570 0.039(4) Uiso 1 1 calc R . . C9 C -0.0765(3) 0.99138(9) 0.61469(12) 0.0279(4) Uani 1 1 d . . . C10 C -0.2094(3) 1.04733(9) 0.52494(12) 0.0301(4) Uani 1 1 d . . . H10 H -0.3527 1.0809 0.5417 0.038(4) Uiso 1 1 calc R . . C11 C -0.1377(3) 1.05497(9) 0.41293(13) 0.0296(4) Uani 1 1 d . . . H11 H -0.2354 1.0923 0.3536 0.036(4) 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 N1 0.0377(7) 0.0402(8) 0.0285(7) 0.0010(5) -0.0026(5) 0.0021(6) C1 0.0259(7) 0.0308(8) 0.0236(7) 0.0027(6) 0.0044(5) -0.0048(5) C2 0.0304(8) 0.0321(8) 0.0254(7) 0.0035(6) 0.0010(6) -0.0026(6) C3 0.0398(9) 0.0319(8) 0.0277(8) -0.0005(6) 0.0045(6) -0.0043(6) C4 0.0452(9) 0.0316(8) 0.0346(8) 0.0032(7) 0.0096(7) 0.0031(7) C5 0.0413(9) 0.0428(9) 0.0336(8) 0.0054(7) -0.0025(7) 0.0090(7) C6 0.0266(7) 0.0338(8) 0.0291(7) -0.0045(6) 0.0053(6) -0.0056(6) C7 0.0442(9) 0.0427(10) 0.0369(9) -0.0050(7) 0.0139(7) -0.0057(7) C8 0.0297(8) 0.0280(8) 0.0364(8) -0.0051(6) 0.0078(6) -0.0018(6) C9 0.0258(7) 0.0238(7) 0.0340(8) -0.0026(6) 0.0055(6) -0.0055(5) C10 0.0254(8) 0.0250(7) 0.0406(9) -0.0018(6) 0.0081(6) 0.0002(5) C11 0.0254(8) 0.0269(7) 0.0360(8) 0.0028(6) 0.0045(6) -0.0006(6) _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 N1 C5 1.337(2) . ? N1 C1 1.3422(18) . ? C1 C2 1.3923(19) . ? C1 C6 1.490(2) . ? C2 C3 1.381(2) . ? C2 H2 0.9500 . ? C3 C4 1.381(2) . ? C3 H3 0.9500 . ? C4 C5 1.377(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C8 1.339(2) . ? C6 C7 1.507(2) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.473(2) . ? C8 H8 0.9500 . ? C9 C11 1.399(2) 3_576 ? C9 C10 1.4021(19) . ? C10 C11 1.380(2) . ? C10 H10 0.9500 . ? C11 C9 1.399(2) 3_576 ? C11 H11 0.9500 . ? 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 C5 N1 C1 117.56(12) . . ? N1 C1 C2 121.81(13) . . ? N1 C1 C6 116.41(12) . . ? C2 C1 C6 121.78(12) . . ? C3 C2 C1 119.55(13) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C4 C3 C2 118.63(13) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C5 C4 C3 118.32(14) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N1 C5 C4 124.04(13) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C8 C6 C1 123.06(13) . . ? C8 C6 C7 121.78(13) . . ? C1 C6 C7 115.13(12) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 C9 129.14(13) . . ? C6 C8 H8 115.4 . . ? C9 C8 H8 115.4 . . ? C11 C9 C10 117.07(13) 3_576 . ? C11 C9 C8 124.16(12) 3_576 . ? C10 C9 C8 118.76(12) . . ? C11 C10 C9 121.81(13) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C10 C11 C9 121.10(13) . 3_576 ? C10 C11 H11 119.4 . . ? C9 C11 H11 119.4 3_576 . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.161 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.039 data_s92_c _database_code_depnum_ccdc_archive 'CCDC 614200' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 N2' _chemical_formula_weight 312.40 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 24.7921(9) _cell_length_b 5.9555(2) _cell_length_c 11.8649(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.992(2) _cell_angle_gamma 90.00 _cell_volume 1713.61(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9653 _exptl_absorpt_correction_T_max 0.9950 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14219 _diffrn_reflns_av_R_equivalents 0.1214 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3055 _reflns_number_gt 2500 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0084P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.028(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3055 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0973 _refine_ls_R_factor_gt 0.0787 _refine_ls_wR_factor_ref 0.1558 _refine_ls_wR_factor_gt 0.1487 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 N1 N -0.18994(11) 0.1007(5) 0.1015(3) 0.0451(7) Uani 1 1 d . . . C1 C -0.14217(10) 0.4540(5) 0.1347(2) 0.0227(6) Uani 1 1 d . . . C2 C -0.17254(11) 0.5372(6) 0.0307(2) 0.0294(7) Uani 1 1 d . . . H2 H -0.1670 0.6860 0.0066 0.030(8) Uiso 1 1 calc R . . C3 C -0.21107(12) 0.3976(6) -0.0366(3) 0.0388(8) Uani 1 1 d . . . H3 H -0.2325 0.4491 -0.1077 0.067(12) Uiso 1 1 calc R . . C4 C -0.21768(13) 0.1849(6) 0.0012(3) 0.0435(9) Uani 1 1 d . . . H4 H -0.2436 0.0902 -0.0467 0.052(10) Uiso 1 1 calc R . . C5 C -0.15315(12) 0.2379(5) 0.1647(3) 0.0348(7) Uani 1 1 d . . . H5 H -0.1329 0.1822 0.2361 0.069(12) Uiso 1 1 calc R . . C6 C -0.09982(11) 0.5950(4) 0.2105(2) 0.0218(6) Uani 1 1 d . . . C7 C -0.05080(10) 0.6441(5) 0.1870(2) 0.0229(6) Uani 1 1 d . . . H7 H -0.0285 0.7433 0.2397 0.030(8) Uiso 1 1 calc R . . C8 C -0.02628(10) 0.5657(5) 0.0904(2) 0.0208(6) Uani 1 1 d . . . C9 C 0.01341(10) 0.7011(5) 0.0557(2) 0.0231(6) Uani 1 1 d . . . H9 H 0.0232 0.8397 0.0941 0.024(7) Uiso 1 1 calc R . . C10 C 0.03877(10) 0.6393(5) -0.0326(2) 0.0237(6) Uani 1 1 d . . . H10 H 0.0651 0.7370 -0.0547 0.032(8) Uiso 1 1 calc R . . C11 C -0.11745(11) 0.6844(5) 0.3157(2) 0.0299(7) Uani 1 1 d . . . H1M H -0.1500 0.7801 0.2921 0.030(8) Uiso 1 1 calc R . . H2M H -0.0874 0.7726 0.3617 0.043(9) Uiso 1 1 calc R . . H3M H -0.1265 0.5587 0.3618 0.038(9) Uiso 1 1 calc R . . N2 N 0.31805(10) 0.0220(5) 0.2114(2) 0.0387(7) Uani 1 1 d . . . C21 C 0.36146(10) 0.3873(5) 0.2327(2) 0.0230(6) Uani 1 1 d . . . C22 C 0.33065(11) 0.4448(5) 0.3148(2) 0.0287(7) Uani 1 1 d . . . H22 H 0.3348 0.5880 0.3508 0.031(8) Uiso 1 1 calc R . . C23 C 0.29415(11) 0.2891(5) 0.3425(3) 0.0329(7) Uani 1 1 d . . . H23 H 0.2725 0.3250 0.3974 0.057(11) Uiso 1 1 calc R . . C24 C 0.28941(11) 0.0831(5) 0.2906(3) 0.0321(7) Uani 1 1 d . . . H24 H 0.2645 -0.0224 0.3117 0.045(9) Uiso 1 1 calc R . . C25 C 0.35304(12) 0.1751(5) 0.1853(3) 0.0325(7) Uani 1 1 d . . . H2A H 0.3738 0.1344 0.1297 0.062(11) Uiso 1 1 calc R . . C26 C 0.40058(10) 0.5487(5) 0.1971(2) 0.0231(6) Uani 1 1 d . . . C27 C 0.44726(11) 0.6206(5) 0.2661(2) 0.0236(6) Uani 1 1 d . . . H27 H 0.4670 0.7312 0.2335 0.037(9) Uiso 1 1 calc R . . C28 C 0.47266(10) 0.5534(5) 0.3857(2) 0.0211(6) Uani 1 1 d . . . C29 C 0.50947(10) 0.7032(5) 0.4528(2) 0.0231(6) Uani 1 1 d . . . H29 H 0.5166 0.8435 0.4207 0.032(8) Uiso 1 1 calc R . . C210 C 0.53569(10) 0.6526(5) 0.5647(2) 0.0230(6) Uani 1 1 d . . . H210 H 0.5597 0.7598 0.6083 0.040(9) Uiso 1 1 calc R . . C211 C 0.38348(11) 0.6320(5) 0.0750(2) 0.0284(7) Uani 1 1 d . . . H4M H 0.3479 0.7091 0.0653 0.021(7) Uiso 1 1 calc R . . H5M H 0.3801 0.5044 0.0218 0.057(11) Uiso 1 1 calc R . . H6M H 0.4113 0.7366 0.0584 0.042(9) 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 N1 0.0412(15) 0.0395(17) 0.0530(19) -0.0057(14) 0.0063(13) -0.0129(13) C1 0.0234(13) 0.0272(16) 0.0188(13) -0.0028(11) 0.0077(10) 0.0002(11) C2 0.0320(15) 0.0422(19) 0.0147(13) 0.0019(13) 0.0066(11) -0.0010(13) C3 0.0303(16) 0.063(2) 0.0211(15) -0.0071(15) 0.0008(13) -0.0014(15) C4 0.0339(17) 0.055(2) 0.041(2) -0.0193(17) 0.0069(14) -0.0149(16) C5 0.0321(16) 0.0320(18) 0.0396(18) 0.0016(14) 0.0057(13) -0.0043(13) C6 0.0304(14) 0.0186(14) 0.0164(13) -0.0009(11) 0.0049(11) 0.0001(11) C7 0.0288(14) 0.0227(15) 0.0158(13) -0.0048(11) 0.0012(11) -0.0020(11) C8 0.0206(13) 0.0237(15) 0.0173(13) 0.0009(11) 0.0019(10) -0.0005(10) C9 0.0234(13) 0.0248(15) 0.0196(14) -0.0024(11) 0.0007(10) -0.0017(11) C10 0.0223(13) 0.0292(16) 0.0195(14) -0.0001(11) 0.0041(11) -0.0031(11) C11 0.0325(16) 0.0393(18) 0.0190(14) -0.0036(13) 0.0080(12) -0.0017(13) N2 0.0369(14) 0.0458(18) 0.0350(15) -0.0144(13) 0.0113(11) -0.0139(12) C21 0.0205(13) 0.0306(16) 0.0167(13) -0.0006(11) 0.0013(10) 0.0013(11) C22 0.0322(15) 0.0328(17) 0.0228(14) -0.0013(13) 0.0100(12) 0.0055(12) C23 0.0287(15) 0.0422(19) 0.0301(16) 0.0030(14) 0.0118(12) 0.0037(13) C24 0.0250(14) 0.0421(19) 0.0293(16) 0.0019(14) 0.0059(12) -0.0044(13) C25 0.0321(16) 0.0380(19) 0.0293(16) -0.0096(14) 0.0106(12) -0.0073(13) C26 0.0248(13) 0.0284(16) 0.0165(13) -0.0011(11) 0.0053(10) 0.0012(11) C27 0.0283(14) 0.0259(16) 0.0181(14) 0.0010(11) 0.0082(11) -0.0003(11) C28 0.0204(13) 0.0256(15) 0.0183(13) -0.0003(11) 0.0061(10) 0.0022(11) C29 0.0242(13) 0.0258(16) 0.0205(14) 0.0009(12) 0.0071(11) -0.0013(11) C210 0.0242(13) 0.0250(15) 0.0194(14) -0.0015(11) 0.0041(10) -0.0013(11) C211 0.0299(15) 0.0416(19) 0.0121(13) 0.0021(12) 0.0008(11) 0.0021(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 N1 C5 1.333(4) . ? N1 C4 1.342(4) . ? C1 C5 1.378(4) . ? C1 C2 1.396(4) . ? C1 C6 1.491(4) . ? C2 C3 1.387(4) . ? C2 H2 0.9500 . ? C3 C4 1.365(5) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.334(4) . ? C6 C11 1.503(3) . ? C7 C8 1.480(3) . ? C7 H7 0.9500 . ? C8 C9 1.399(4) . ? C8 C10 1.403(4) 3_565 ? C9 C10 1.380(4) . ? C9 H9 0.9500 . ? C10 C8 1.403(4) 3_565 ? C10 H10 0.9500 . ? C11 H1M 0.9800 . ? C11 H2M 0.9800 . ? C11 H3M 0.9800 . ? N2 C24 1.341(4) . ? N2 C25 1.338(4) . ? C21 C25 1.381(4) . ? C21 C22 1.400(4) . ? C21 C26 1.487(4) . ? C22 C23 1.382(4) . ? C22 H22 0.9500 . ? C23 C24 1.367(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 H2A 0.9500 . ? C26 C27 1.341(4) . ? C26 C211 1.507(3) . ? C27 C28 1.482(4) . ? C27 H27 0.9500 . ? C28 C210 1.395(4) 3_666 ? C28 C29 1.401(4) . ? C29 C210 1.384(4) . ? C29 H29 0.9500 . ? C210 C28 1.395(4) 3_666 ? C210 H210 0.9500 . ? C211 H4M 0.9800 . ? C211 H5M 0.9800 . ? C211 H6M 0.9800 . ? 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 C5 N1 C4 115.8(3) . . ? C5 C1 C2 117.4(3) . . ? C5 C1 C6 121.5(3) . . ? C2 C1 C6 121.1(3) . . ? C3 C2 C1 118.5(3) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C4 C3 C2 118.9(3) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? N1 C4 C3 124.3(3) . . ? N1 C4 H4 117.9 . . ? C3 C4 H4 117.9 . . ? N1 C5 C1 125.1(3) . . ? N1 C5 H5 117.4 . . ? C1 C5 H5 117.4 . . ? C7 C6 C1 123.7(2) . . ? C7 C6 C11 122.0(2) . . ? C1 C6 C11 114.2(2) . . ? C6 C7 C8 129.1(2) . . ? C6 C7 H7 115.4 . . ? C8 C7 H7 115.4 . . ? C9 C8 C10 117.1(2) . 3_565 ? C9 C8 C7 118.3(2) . . ? C10 C8 C7 124.6(2) 3_565 . ? C10 C9 C8 122.0(3) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C8 121.0(2) . 3_565 ? C9 C10 H10 119.5 . . ? C8 C10 H10 119.5 3_565 . ? C6 C11 H1M 109.5 . . ? C6 C11 H2M 109.5 . . ? H1M C11 H2M 109.5 . . ? C6 C11 H3M 109.5 . . ? H1M C11 H3M 109.5 . . ? H2M C11 H3M 109.5 . . ? C24 N2 C25 116.1(3) . . ? C25 C21 C22 116.6(3) . . ? C25 C21 C26 121.9(2) . . ? C22 C21 C26 121.5(3) . . ? C23 C22 C21 118.7(3) . . ? C23 C22 H22 120.6 . . ? C21 C22 H22 120.6 . . ? C24 C23 C22 119.6(3) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? N2 C24 C23 123.4(3) . . ? N2 C24 H24 118.3 . . ? C23 C24 H24 118.3 . . ? N2 C25 C21 125.5(3) . . ? N2 C25 H2A 117.3 . . ? C21 C25 H2A 117.3 . . ? C27 C26 C21 124.3(2) . . ? C27 C26 C211 121.1(2) . . ? C21 C26 C211 114.6(2) . . ? C26 C27 C28 129.7(2) . . ? C26 C27 H27 115.1 . . ? C28 C27 H27 115.1 . . ? C210 C28 C29 117.2(2) 3_666 . ? C210 C28 C27 124.8(2) 3_666 . ? C29 C28 C27 118.0(2) . . ? C210 C29 C28 121.8(3) . . ? C210 C29 H29 119.1 . . ? C28 C29 H29 119.1 . . ? C29 C210 C28 121.0(3) . 3_666 ? C29 C210 H210 119.5 . . ? C28 C210 H210 119.5 3_666 . ? C26 C211 H4M 109.5 . . ? C26 C211 H5M 109.5 . . ? H4M C211 H5M 109.5 . . ? C26 C211 H6M 109.5 . . ? H4M C211 H6M 109.5 . . ? H5M C211 H6M 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.237 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.069 data_s92_d _database_code_depnum_ccdc_archive 'CCDC 614201' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 N2' _chemical_formula_weight 312.40 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.6661(2) _cell_length_b 12.8086(4) _cell_length_c 10.5343(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.8830(10) _cell_angle_gamma 90.00 _cell_volume 865.12(5) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9656 _exptl_absorpt_correction_T_max 0.9792 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4712 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1591 _reflns_number_gt 1359 _reflns_threshold_expression >2sigma(I) _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^)+(0.0525P)^2^+0.1735P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.059(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1591 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1062 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 N1 N 0.30188(17) 0.07011(8) 0.06859(11) 0.0313(3) Uani 1 1 d . . . C6 C -0.20462(18) 0.24154(9) -0.18751(11) 0.0234(3) Uani 1 1 d . . . C1 C 0.1436(2) 0.10756(10) 0.10989(12) 0.0297(3) Uani 1 1 d . . . H1 H 0.1441 0.0947 0.1988 0.031(4) Uiso 1 1 calc R . . C2 C -0.0204(2) 0.16374(10) 0.03147(12) 0.0268(3) Uani 1 1 d . . . H2 H -0.1280 0.1889 0.0667 0.035(4) Uiso 1 1 calc R . . C3 C -0.02731(19) 0.18339(9) -0.09913(11) 0.0223(3) Uani 1 1 d . . . C4 C 0.1341(2) 0.14261(10) -0.14412(13) 0.0306(3) Uani 1 1 d . . . H4 H 0.1351 0.1523 -0.2334 0.037(4) Uiso 1 1 calc R . . C5 C 0.2929(2) 0.08797(10) -0.05807(14) 0.0337(4) Uani 1 1 d . . . H5 H 0.4023 0.0615 -0.0907 0.040 Uiso 1 1 calc R . . C11 C -0.3504(2) 0.17469(10) -0.29007(13) 0.0308(3) Uani 1 1 d . . . H11A H -0.3993 0.1160 -0.2468 0.038(4) Uiso 1 1 calc R . . H11B H -0.2766 0.1479 -0.3520 0.041(4) Uiso 1 1 calc R . . H11C H -0.4701 0.2166 -0.3382 0.040(4) Uiso 1 1 calc R . . C7 C -0.23993(19) 0.34339(9) -0.17576(11) 0.0240(3) Uani 1 1 d . . . H7 H -0.3645 0.3697 -0.2342 0.024(3) Uiso 1 1 calc R . . C8 C -0.11223(19) 0.42049(9) -0.08465(11) 0.0216(3) Uani 1 1 d . . . C9 C -0.21261(18) 0.50749(9) -0.04966(11) 0.0230(3) Uani 1 1 d . . . H9 H -0.3596 0.5136 -0.0837 0.028 Uiso 1 1 calc R . . C10 C 0.10441(19) 0.41513(9) -0.03300(11) 0.0233(3) Uani 1 1 d . . . H10 H 0.1784 0.3576 -0.0549 0.026(3) 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 N1 0.0341(6) 0.0279(6) 0.0312(6) 0.0014(5) 0.0075(5) 0.0035(5) C6 0.0277(7) 0.0250(6) 0.0188(6) -0.0010(5) 0.0087(5) -0.0016(5) C1 0.0375(8) 0.0295(7) 0.0218(6) 0.0001(5) 0.0076(5) 0.0021(6) C2 0.0312(7) 0.0274(6) 0.0237(7) -0.0028(5) 0.0105(5) 0.0017(5) C3 0.0286(7) 0.0166(6) 0.0224(6) -0.0032(4) 0.0081(5) -0.0029(5) C4 0.0406(8) 0.0281(7) 0.0270(7) 0.0026(5) 0.0160(6) 0.0057(6) C5 0.0370(8) 0.0313(7) 0.0375(8) 0.0036(6) 0.0182(6) 0.0087(6) C11 0.0351(7) 0.0285(7) 0.0267(7) -0.0040(5) 0.0051(6) -0.0048(6) C7 0.0259(7) 0.0258(6) 0.0190(6) 0.0012(5) 0.0040(5) 0.0023(5) C8 0.0286(7) 0.0198(6) 0.0160(6) 0.0038(4) 0.0052(5) 0.0019(5) C9 0.0235(6) 0.0233(6) 0.0208(6) 0.0040(5) 0.0039(5) 0.0023(5) C10 0.0293(7) 0.0196(6) 0.0218(6) 0.0015(5) 0.0080(5) 0.0045(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3355(17) . ? N1 C5 1.3389(17) . ? C6 C7 1.3374(17) . ? C6 C3 1.4888(17) . ? C6 C11 1.5066(17) . ? C1 C2 1.3787(18) . ? C1 H1 0.9500 . ? C2 C3 1.3868(17) . ? C2 H2 0.9500 . ? C3 C4 1.3907(17) . ? C4 C5 1.3808(19) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C7 C8 1.4744(16) . ? C7 H7 0.9500 . ? C8 C10 1.3986(17) . ? C8 C9 1.4002(17) . ? C9 C10 1.3846(17) 3_565 ? C9 H9 0.9500 . ? C10 C9 1.3846(17) 3_565 ? C10 H10 0.9500 . ? 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 C1 N1 C5 116.06(11) . . ? C7 C6 C3 124.04(11) . . ? C7 C6 C11 121.70(11) . . ? C3 C6 C11 114.20(10) . . ? N1 C1 C2 124.04(12) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C1 C2 C3 119.66(11) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C2 C3 C4 116.81(11) . . ? C2 C3 C6 121.09(10) . . ? C4 C3 C6 122.04(11) . . ? C5 C4 C3 119.48(12) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 123.93(12) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C6 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C6 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C7 C8 128.96(11) . . ? C6 C7 H7 115.5 . . ? C8 C7 H7 115.5 . . ? C10 C8 C9 116.98(11) . . ? C10 C8 C7 124.83(11) . . ? C9 C8 C7 118.17(11) . . ? C10 C9 C8 122.07(11) 3_565 . ? C10 C9 H9 119.0 3_565 . ? C8 C9 H9 119.0 . . ? C9 C10 C8 120.95(11) 3_565 . ? C9 C10 H10 119.5 3_565 . ? C8 C10 H10 119.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C5 H5 N1 0.95 2.56 3.4020(17) 148.5 3_655 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.180 _refine_diff_density_min -0.170 _refine_diff_density_rms 0.035 data_s92_e _database_code_depnum_ccdc_archive 'CCDC 614202' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Cd N6 O7' _chemical_formula_weight 887.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 11.2284(16) _cell_length_b 13.9722(19) _cell_length_c 14.470(3) _cell_angle_alpha 104.476(4) _cell_angle_beta 97.445(5) _cell_angle_gamma 99.866(7) _cell_volume 2129.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9144 _exptl_absorpt_correction_T_max 0.9943 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10174 _diffrn_reflns_av_R_equivalents 0.1893 _diffrn_reflns_av_sigmaI/netI 0.2587 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5837 _reflns_number_gt 3389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5837 _refine_ls_number_parameters 529 _refine_ls_number_restraints 351 _refine_ls_R_factor_all 0.2044 _refine_ls_R_factor_gt 0.1343 _refine_ls_wR_factor_ref 0.2092 _refine_ls_wR_factor_gt 0.1864 _refine_ls_goodness_of_fit_ref 1.223 _refine_ls_restrained_S_all 1.227 _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 Cd1 Cd 0.24699(8) 0.26909(6) 0.27888(9) 0.0293(3) Uani 1 1 d U . . N10 N 0.1984(10) 0.3361(8) 0.5063(10) 0.042(3) Uani 1 1 d U . . O1 O 0.2166(9) 0.2655(7) 0.4357(8) 0.060(3) Uani 1 1 d U . . O2 O 0.1561(8) 0.3195(7) 0.5738(9) 0.052(3) Uani 1 1 d U . . O3 O 0.2199(10) 0.4239(7) 0.4928(9) 0.069(3) Uani 1 1 d U . . N20 N 0.2863(12) 0.2196(8) 0.0717(12) 0.052(3) Uani 1 1 d U . . O4 O 0.1963(9) 0.2431(7) 0.1023(8) 0.060(2) Uani 1 1 d U . . O5 O 0.2830(8) 0.1873(7) -0.0216(9) 0.058(3) Uani 1 1 d U . . O6 O 0.3856(10) 0.2265(8) 0.1272(10) 0.075(3) Uani 1 1 d U . . N1 N 0.4396(7) 0.2376(7) 0.3416(8) 0.043(3) Uani 1 1 d DU . . C101 C 0.5424(8) 0.3029(8) 0.3377(10) 0.050(4) Uani 1 1 d DU . . H101 H 0.5355 0.3500 0.3010 0.060 Uiso 1 1 calc R . . C102 C 0.6584(8) 0.3023(8) 0.3867(10) 0.049(4) Uani 1 1 d DU . . H102 H 0.7286 0.3485 0.3823 0.059 Uiso 1 1 calc R . . C103 C 0.6718(7) 0.2349(7) 0.4416(8) 0.036(3) Uani 1 1 d DU . . C104 C 0.5682(8) 0.1652(7) 0.4387(10) 0.045(4) Uani 1 1 d DU . . H104 H 0.5737 0.1131 0.4695 0.054 Uiso 1 1 calc R . . C105 C 0.4559(8) 0.1708(8) 0.3910(9) 0.040(3) Uani 1 1 d DU . . H105 H 0.3854 0.1237 0.3936 0.048 Uiso 1 1 calc R . . C106 C 0.8002(7) 0.2365(6) 0.4983(8) 0.043(4) Uani 1 1 d DU . . H106 H 0.7850 0.1947 0.5441 0.052 Uiso 1 1 calc R . . C107 C 0.8751(8) 0.1847(6) 0.4303(9) 0.046(4) Uani 1 1 d DU . . H10A H 0.9592 0.1934 0.4664 0.055 Uiso 1 1 calc R . . H10B H 0.8816 0.2182 0.3778 0.055 Uiso 1 1 calc R . . C108 C 0.8636(10) 0.3410(8) 0.5596(12) 0.061(5) Uani 1 1 d DU . . H10C H 0.8099 0.3687 0.6027 0.091 Uiso 1 1 calc R . . H10D H 0.8820 0.3847 0.5175 0.091 Uiso 1 1 calc R . . H10E H 0.9403 0.3378 0.5985 0.091 Uiso 1 1 calc R . . C109 C 0.8219(9) 0.0734(6) 0.3855(8) 0.035(3) Uani 1 1 d DU . . C110 C 0.7527(10) 0.0362(7) 0.2913(8) 0.038(3) Uani 1 1 d DU . . H110 H 0.7460 0.0805 0.2516 0.045 Uiso 1 1 calc R . . C111 C 0.8332(10) 0.0060(7) 0.4398(8) 0.035(3) Uani 1 1 d DU . . H111 H 0.8818 0.0296 0.5030 0.042 Uiso 1 1 calc R . . N2 N 0.0485(7) 0.3062(6) 0.2521(8) 0.032(2) Uani 1 1 d DU . . C201 C 0.0278(8) 0.3974(7) 0.2992(9) 0.039(4) Uani 1 1 d DU . . H201 H 0.0887 0.4407 0.3516 0.047 Uiso 1 1 calc R . . C202 C -0.0799(8) 0.4300(7) 0.2735(9) 0.041(4) Uani 1 1 d DU . . H202 H -0.0882 0.4961 0.3054 0.049 Uiso 1 1 calc R . . C203 C -0.1746(8) 0.3661(6) 0.2016(8) 0.038(3) Uani 1 1 d DU . . C204 C -0.1552(8) 0.2719(7) 0.1581(9) 0.036(3) Uani 1 1 d DU . . H204 H -0.2173 0.2248 0.1092 0.044 Uiso 1 1 calc R . . C205 C -0.0458(8) 0.2457(7) 0.1854(9) 0.036(3) Uani 1 1 d DU . . H205 H -0.0367 0.1796 0.1545 0.043 Uiso 1 1 calc R . . C206 C -0.2927(8) 0.4028(7) 0.1684(7) 0.040(3) Uani 1 1 d DU . . H206 H -0.3640 0.3454 0.1588 0.048 Uiso 1 1 calc R . . C207 C -0.2890(8) 0.4226(7) 0.0712(7) 0.039(3) Uani 1 1 d DU . . H20A H -0.2854 0.3590 0.0235 0.046 Uiso 1 1 calc R . . H20B H -0.2126 0.4725 0.0762 0.046 Uiso 1 1 calc R . . C208 C -0.3143(10) 0.4906(7) 0.2443(9) 0.043(4) Uani 1 1 d DU . . H20C H -0.3168 0.4725 0.3053 0.064 Uiso 1 1 calc R . . H20D H -0.3927 0.5070 0.2225 0.064 Uiso 1 1 calc R . . H20E H -0.2475 0.5495 0.2545 0.064 Uiso 1 1 calc R . . C209 C -0.3969(8) 0.4616(7) 0.0335(9) 0.038(3) Uani 1 1 d DU . . C210 C -0.5139(8) 0.3984(8) -0.0004(10) 0.034(3) Uani 1 1 d DU . . H210 H -0.5260 0.3291 -0.0014 0.040 Uiso 1 1 calc R . . C211 C -0.3855(10) 0.5615(7) 0.0335(11) 0.042(4) Uani 1 1 d DU . . H211 H -0.3070 0.6056 0.0565 0.050 Uiso 1 1 calc R . . N3 N 0.1730(8) 0.0957(6) 0.2431(8) 0.049(3) Uani 1 1 d DU . . C301 C 0.2125(11) 0.0329(7) 0.1710(10) 0.091(5) Uani 1 1 d DU A 1 H301 H 0.2766 0.0603 0.1420 0.109 Uiso 1 1 calc R A 1 C302 C 0.1612(12) -0.0709(7) 0.1384(10) 0.104(6) Uani 1 1 d DU A 1 H302 H 0.1908 -0.1131 0.0881 0.124 Uiso 1 1 calc R A 1 C303 C 0.0670(9) -0.1125(6) 0.1795(8) 0.083(7) Uani 1 1 d DU A 1 C304 C 0.0301(10) -0.0480(6) 0.2527(9) 0.066(5) Uani 1 1 d DU A 1 H304 H -0.0325 -0.0730 0.2841 0.080 Uiso 1 1 calc R A 1 C305 C 0.0841(10) 0.0532(6) 0.2806(9) 0.061(5) Uani 1 1 d DU A 1 H305 H 0.0552 0.0960 0.3308 0.073 Uiso 1 1 calc R A 1 C306 C 0.0065(12) -0.2273(6) 0.1462(10) 0.090(6) Uani 1 1 d DU A 1 H306 H -0.0650 -0.2317 0.0952 0.108 Uiso 1 1 calc R A 1 C307 C 0.0852(12) -0.2856(6) 0.0914(11) 0.079(5) Uani 1 1 d DU A 1 H30A H 0.1635 -0.2778 0.1356 0.095 Uiso 1 1 calc R A 1 H30B H 0.1049 -0.2551 0.0389 0.095 Uiso 1 1 calc R A 1 C308 C -0.0526(15) -0.2645(8) 0.2205(11) 0.079(6) Uani 1 1 d DU A 1 H30C H -0.0320 -0.3293 0.2227 0.119 Uiso 0.50 1 calc PR A 1 H30D H -0.1420 -0.2735 0.2036 0.119 Uiso 0.50 1 calc PR A 1 H30E H -0.0229 -0.2151 0.2842 0.119 Uiso 0.50 1 calc PR A 1 C309 C 0.0333(10) -0.3967(6) 0.0467(8) 0.039(3) Uani 1 1 d DU A 1 C310 C -0.0395(10) -0.4325(8) -0.0464(8) 0.039(3) Uani 1 1 d DU . 1 H310 H -0.0674 -0.3863 -0.0779 0.047 Uiso 1 1 calc R . 1 C311 C 0.0704(9) -0.4655(7) 0.0919(9) 0.044(3) Uani 1 1 d DU . 1 H311 H 0.1182 -0.4419 0.1554 0.053 Uiso 1 1 calc R . 1 N4 N 0.3443(8) -0.5628(6) 0.2935(7) 0.035(3) Uani 1 1 d DU . . C401 C 0.3338(10) -0.5255(7) 0.2152(8) 0.034(3) Uani 1 1 d DU . . H401 H 0.2887 -0.5685 0.1547 0.040 Uiso 1 1 calc R . . C402 C 0.3875(10) -0.4253(7) 0.2215(8) 0.043(3) Uani 1 1 d DU . . H402 H 0.3801 -0.4011 0.1656 0.051 Uiso 1 1 calc R . . C403 C 0.4515(9) -0.3617(6) 0.3103(7) 0.036(3) Uani 1 1 d DU . . C404 C 0.4623(10) -0.4007(6) 0.3885(8) 0.040(3) Uani 1 1 d DU . . H404 H 0.5081 -0.3598 0.4497 0.048 Uiso 1 1 calc R . . C405 C 0.4062(10) -0.4995(6) 0.3773(7) 0.038(3) Uani 1 1 d DU . . H405 H 0.4119 -0.5241 0.4330 0.045 Uiso 1 1 calc R . . C406 C 0.5099(8) -0.2493(6) 0.3204(9) 0.045(4) Uani 1 1 d DU . . H406 H 0.5356 -0.2164 0.3918 0.054 Uiso 1 1 calc R . . C407 C 0.6259(8) -0.2397(6) 0.2792(9) 0.041(4) Uani 1 1 d DU . . H40A H 0.6046 -0.2620 0.2074 0.050 Uiso 1 1 calc R . . H40B H 0.6760 -0.2850 0.2998 0.050 Uiso 1 1 calc R . . C408 C 0.4192(10) -0.1934(8) 0.2854(14) 0.073(6) Uani 1 1 d DU . . H40C H 0.3478 -0.2013 0.3174 0.110 Uiso 1 1 calc R . . H40D H 0.3927 -0.2209 0.2150 0.110 Uiso 1 1 calc R . . H40E H 0.4578 -0.1215 0.3009 0.110 Uiso 1 1 calc R . . C409 C 0.7013(9) -0.1328(6) 0.3111(8) 0.034(3) Uani 1 1 d DU . . C410 C 0.7746(9) -0.0965(7) 0.4039(8) 0.040(3) Uani 1 1 d DU . . H410 H 0.7845 -0.1414 0.4426 0.048 Uiso 1 1 calc R . . C411 C 0.6928(11) -0.0669(7) 0.2550(9) 0.044(3) Uani 1 1 d DU . . H411 H 0.6460 -0.0911 0.1910 0.053 Uiso 1 1 calc R . . O7 O 0.5625(17) 0.1275(14) -0.0051(19) 0.115(8) Uani 0.67 1 d P B 1 O7' O 0.556(2) 0.0415(19) 0.026(2) 0.058(8) Uiso 0.33 1 d P . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0254(5) 0.0269(4) 0.0379(7) 0.0118(4) 0.0056(4) 0.0074(3) N10 0.034(6) 0.052(5) 0.043(7) 0.011(5) -0.003(6) 0.026(5) O1 0.077(6) 0.077(5) 0.040(5) 0.015(5) 0.016(5) 0.056(6) O2 0.042(6) 0.066(5) 0.049(7) 0.017(5) 0.015(5) 0.007(5) O3 0.088(8) 0.059(5) 0.056(9) 0.027(5) -0.010(7) 0.003(6) N20 0.047(6) 0.051(6) 0.057(7) 0.009(7) 0.015(6) 0.014(6) O4 0.065(6) 0.073(6) 0.053(5) 0.018(5) 0.029(5) 0.025(5) O5 0.045(6) 0.067(6) 0.056(7) 0.006(6) 0.019(5) 0.011(5) O6 0.073(6) 0.089(7) 0.062(8) 0.028(7) -0.002(6) 0.013(6) N1 0.037(4) 0.046(5) 0.058(8) 0.022(5) 0.022(5) 0.021(4) C101 0.035(5) 0.050(7) 0.075(13) 0.031(7) 0.008(7) 0.012(6) C102 0.028(5) 0.049(7) 0.082(13) 0.027(7) 0.024(7) 0.018(6) C103 0.028(5) 0.034(6) 0.049(10) 0.005(5) 0.010(6) 0.017(4) C104 0.036(6) 0.041(6) 0.063(11) 0.014(6) 0.011(6) 0.016(5) C105 0.034(6) 0.040(6) 0.041(10) 0.015(6) -0.008(6) 0.001(5) C106 0.036(6) 0.038(6) 0.055(10) 0.003(6) 0.016(6) 0.015(5) C107 0.026(6) 0.033(5) 0.076(12) 0.002(6) 0.024(7) 0.005(5) C108 0.042(7) 0.051(7) 0.077(14) -0.003(7) 0.000(8) 0.015(6) C109 0.015(6) 0.030(5) 0.057(9) 0.005(5) 0.010(6) 0.004(5) C110 0.030(7) 0.034(5) 0.053(8) 0.021(5) 0.009(6) 0.005(5) C111 0.030(7) 0.038(5) 0.030(8) 0.001(5) 0.009(6) -0.001(5) N2 0.024(4) 0.034(4) 0.039(7) 0.005(5) 0.007(4) 0.012(4) C201 0.028(6) 0.051(6) 0.030(9) -0.006(6) 0.006(6) 0.007(5) C202 0.033(6) 0.033(5) 0.053(10) 0.003(6) 0.011(6) 0.005(5) C203 0.024(5) 0.046(6) 0.042(9) 0.012(6) 0.007(5) 0.005(4) C204 0.030(6) 0.041(5) 0.035(9) 0.005(6) 0.010(6) 0.001(5) C205 0.030(5) 0.030(5) 0.044(10) 0.007(5) 0.004(6) 0.002(5) C206 0.033(6) 0.047(6) 0.037(8) 0.004(6) 0.009(6) 0.009(5) C207 0.030(6) 0.039(6) 0.047(8) 0.007(6) 0.009(6) 0.013(5) C208 0.034(7) 0.051(7) 0.042(9) 0.011(6) 0.005(7) 0.011(6) C209 0.030(6) 0.048(6) 0.043(9) 0.017(6) 0.015(6) 0.014(5) C210 0.031(6) 0.042(6) 0.030(9) 0.019(6) -0.002(6) 0.006(5) C211 0.038(7) 0.051(6) 0.042(10) 0.020(7) 0.009(7) 0.010(5) N3 0.053(6) 0.040(4) 0.066(9) 0.017(4) 0.027(6) 0.023(4) C301 0.113(9) 0.057(5) 0.098(10) 0.006(6) 0.052(8) 0.003(6) C302 0.136(10) 0.066(6) 0.107(10) 0.010(6) 0.068(8) 0.001(6) C303 0.080(11) 0.041(6) 0.107(18) -0.016(8) 0.043(11) -0.010(7) C304 0.065(9) 0.046(6) 0.075(12) -0.001(7) 0.034(8) -0.014(6) C305 0.057(9) 0.036(5) 0.077(14) -0.001(7) 0.021(8) -0.006(6) C306 0.133(12) 0.035(5) 0.110(13) 0.015(7) 0.067(11) 0.013(7) C307 0.099(10) 0.040(5) 0.090(12) 0.002(6) 0.054(9) -0.013(6) C308 0.108(11) 0.041(7) 0.083(12) -0.004(7) 0.054(10) 0.004(7) C309 0.042(8) 0.030(5) 0.046(8) 0.004(5) 0.029(6) 0.006(5) C310 0.043(8) 0.038(6) 0.048(8) 0.020(6) 0.030(6) 0.013(6) C311 0.022(7) 0.059(7) 0.044(10) 0.011(6) 0.003(7) -0.005(6) N4 0.020(5) 0.041(5) 0.035(7) 0.006(4) -0.004(5) -0.002(4) C401 0.015(6) 0.040(5) 0.045(8) 0.013(6) -0.002(6) 0.007(5) C402 0.030(7) 0.043(5) 0.051(8) 0.011(6) 0.008(7) 0.000(5) C403 0.030(7) 0.029(5) 0.046(8) 0.001(5) 0.017(7) 0.004(5) C404 0.029(7) 0.035(5) 0.052(8) 0.007(5) 0.004(7) 0.004(5) C405 0.035(7) 0.039(5) 0.041(7) 0.009(5) 0.010(7) 0.016(5) C406 0.029(6) 0.022(5) 0.086(13) 0.010(6) 0.022(7) 0.012(4) C407 0.035(6) 0.034(5) 0.046(10) -0.001(6) 0.015(7) -0.005(5) C408 0.040(7) 0.050(7) 0.126(19) 0.025(9) -0.006(10) 0.016(6) C409 0.023(6) 0.035(5) 0.039(8) 0.003(5) 0.011(6) 0.001(5) C410 0.024(7) 0.030(5) 0.059(9) 0.003(6) -0.006(6) 0.009(5) C411 0.047(8) 0.034(5) 0.042(9) 0.001(5) 0.005(7) -0.001(6) O7 0.104(15) 0.109(13) 0.12(2) 0.017(15) -0.006(14) 0.021(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 N3 2.324(8) . ? Cd1 O1 2.350(12) . ? Cd1 N4 2.359(7) 1_565 ? Cd1 N2 2.379(7) . ? Cd1 N1 2.390(8) . ? Cd1 O4 2.464(12) . ? N10 O2 1.195(16) . ? N10 O3 1.278(15) . ? N10 O1 1.296(14) . ? N20 O4 1.217(14) . ? N20 O6 1.261(16) . ? N20 O5 1.306(17) . ? N1 C105 1.332(9) . ? N1 C101 1.359(9) . ? C101 C102 1.402(10) . ? C101 H101 0.9500 . ? C102 C103 1.390(10) . ? C102 H102 0.9500 . ? C103 C104 1.372(9) . ? C103 C106 1.557(10) . ? C104 C105 1.381(9) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? C106 C108 1.503(9) . ? C106 C107 1.505(10) . ? C106 H106 1.0000 . ? C107 C109 1.508(8) . ? C107 H10A 0.9900 . ? C107 H10B 0.9900 . ? C108 H10C 0.9800 . ? C108 H10D 0.9800 . ? C108 H10E 0.9800 . ? C109 C111 1.380(11) . ? C109 C110 1.402(10) . ? C110 C411 1.415(13) . ? C110 H110 0.9500 . ? C111 C410 1.404(12) . ? C111 H111 0.9500 . ? N2 C205 1.336(9) . ? N2 C201 1.361(8) . ? C201 C202 1.402(10) . ? C201 H201 0.9500 . ? C202 C203 1.391(10) . ? C202 H202 0.9500 . ? C203 C204 1.377(9) . ? C203 C206 1.563(9) . ? C204 C205 1.378(9) . ? C204 H204 0.9500 . ? C205 H205 0.9500 . ? C206 C207 1.504(10) . ? C206 C208 1.506(9) . ? C206 H206 1.0000 . ? C207 C209 1.506(9) . ? C207 H20A 0.9900 . ? C207 H20B 0.9900 . ? C208 H20C 0.9800 . ? C208 H20D 0.9800 . ? C208 H20E 0.9800 . ? C209 C211 1.380(10) . ? C209 C210 1.401(10) . ? C210 C211 1.425(15) 2_465 ? C210 H210 0.9500 . ? C211 C210 1.425(15) 2_465 ? C211 H211 0.9500 . ? N3 C305 1.320(9) . ? N3 C301 1.360(9) . ? C301 C302 1.400(10) . ? C301 H301 0.9500 . ? C302 C303 1.391(10) . ? C302 H302 0.9500 . ? C303 C304 1.368(9) . ? C303 C306 1.556(9) . ? C304 C305 1.374(9) . ? C304 H304 0.9500 . ? C305 H305 0.9500 . ? C306 C307 1.477(10) . ? C306 C308 1.487(10) . ? C306 H306 1.0000 . ? C307 C309 1.502(8) . ? C307 H30A 0.9900 . ? C307 H30B 0.9900 . ? C308 H30C 0.9800 . ? C308 H30D 0.9800 . ? C308 H30E 0.9800 . ? C309 C311 1.380(11) . ? C309 C310 1.404(10) . ? C310 C311 1.374(13) 2_545 ? C310 H310 0.9500 . ? C311 C310 1.374(13) 2_545 ? C311 H311 0.9500 . ? N4 C405 1.330(9) . ? N4 C401 1.361(9) . ? N4 Cd1 2.359(7) 1_545 ? C401 C402 1.402(9) . ? C401 H401 0.9500 . ? C402 C403 1.388(10) . ? C402 H402 0.9500 . ? C403 C404 1.374(10) . ? C403 C406 1.556(9) . ? C404 C405 1.376(9) . ? C404 H404 0.9500 . ? C405 H405 0.9500 . ? C406 C408 1.496(10) . ? C406 C407 1.502(10) . ? C406 H406 1.0000 . ? C407 C409 1.511(8) . ? C407 H40A 0.9900 . ? C407 H40B 0.9900 . ? C408 H40C 0.9800 . ? C408 H40D 0.9800 . ? C408 H40E 0.9800 . ? C409 C411 1.378(11) . ? C409 C410 1.403(10) . ? C410 H410 0.9500 . ? C411 H411 0.9500 . ? O7' O7' 1.52(5) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cd1 O1 82.9(4) . . ? N3 Cd1 N4 169.5(4) . 1_565 ? O1 Cd1 N4 105.7(3) . 1_565 ? N3 Cd1 N2 94.3(3) . . ? O1 Cd1 N2 87.9(4) . . ? N4 Cd1 N2 91.9(3) 1_565 . ? N3 Cd1 N1 86.2(3) . . ? O1 Cd1 N1 79.7(4) . . ? N4 Cd1 N1 89.6(3) 1_565 . ? N2 Cd1 N1 167.5(4) . . ? N3 Cd1 O4 85.2(4) . . ? O1 Cd1 O4 158.4(3) . . ? N4 Cd1 O4 88.2(3) 1_565 . ? N2 Cd1 O4 75.0(4) . . ? N1 Cd1 O4 117.4(4) . . ? O2 N10 O3 123.1(12) . . ? O2 N10 O1 123.1(12) . . ? O3 N10 O1 113.5(14) . . ? N10 O1 Cd1 129.9(9) . . ? O4 N20 O6 122.3(15) . . ? O4 N20 O5 120.2(14) . . ? O6 N20 O5 117.5(13) . . ? N20 O4 Cd1 104.7(11) . . ? C105 N1 C101 116.4(8) . . ? C105 N1 Cd1 126.2(6) . . ? C101 N1 Cd1 116.7(6) . . ? N1 C101 C102 121.5(8) . . ? N1 C101 H101 119.2 . . ? C102 C101 H101 119.2 . . ? C103 C102 C101 120.8(8) . . ? C103 C102 H102 119.6 . . ? C101 C102 H102 119.6 . . ? C104 C103 C102 116.5(8) . . ? C104 C103 C106 122.8(8) . . ? C102 C103 C106 120.6(7) . . ? C103 C104 C105 119.9(8) . . ? C103 C104 H104 120.0 . . ? C105 C104 H104 120.0 . . ? N1 C105 C104 124.5(8) . . ? N1 C105 H105 117.7 . . ? C104 C105 H105 117.7 . . ? C108 C106 C107 114.5(8) . . ? C108 C106 C103 112.0(7) . . ? C107 C106 C103 110.3(8) . . ? C108 C106 H106 106.5 . . ? C107 C106 H106 106.5 . . ? C103 C106 H106 106.5 . . ? C106 C107 C109 113.5(7) . . ? C106 C107 H10A 108.9 . . ? C109 C107 H10A 108.9 . . ? C106 C107 H10B 108.9 . . ? C109 C107 H10B 108.9 . . ? H10A C107 H10B 107.7 . . ? C106 C108 H10C 109.5 . . ? C106 C108 H10D 109.5 . . ? H10C C108 H10D 109.5 . . ? C106 C108 H10E 109.5 . . ? H10C C108 H10E 109.5 . . ? H10D C108 H10E 109.5 . . ? C111 C109 C110 118.1(7) . . ? C111 C109 C107 120.0(9) . . ? C110 C109 C107 121.7(9) . . ? C109 C110 C411 120.4(10) . . ? C109 C110 H110 119.8 . . ? C411 C110 H110 119.8 . . ? C109 C111 C410 121.7(10) . . ? C109 C111 H111 119.2 . . ? C410 C111 H111 119.2 . . ? C205 N2 C201 115.2(7) . . ? C205 N2 Cd1 124.0(5) . . ? C201 N2 Cd1 120.5(6) . . ? N2 C201 C202 122.5(8) . . ? N2 C201 H201 118.7 . . ? C202 C201 H201 118.7 . . ? C203 C202 C201 120.4(7) . . ? C203 C202 H202 119.8 . . ? C201 C202 H202 119.8 . . ? C204 C203 C202 116.4(7) . . ? C204 C203 C206 122.4(7) . . ? C202 C203 C206 121.2(7) . . ? C203 C204 C205 120.1(8) . . ? C203 C204 H204 119.9 . . ? C205 C204 H204 119.9 . . ? N2 C205 C204 125.1(8) . . ? N2 C205 H205 117.5 . . ? C204 C205 H205 117.5 . . ? C207 C206 C208 113.7(8) . . ? C207 C206 C203 109.8(7) . . ? C208 C206 C203 112.6(7) . . ? C207 C206 H206 106.8 . . ? C208 C206 H206 106.8 . . ? C203 C206 H206 106.8 . . ? C206 C207 C209 114.3(7) . . ? C206 C207 H20A 108.7 . . ? C209 C207 H20A 108.7 . . ? C206 C207 H20B 108.7 . . ? C209 C207 H20B 108.7 . . ? H20A C207 H20B 107.6 . . ? C206 C208 H20C 109.5 . . ? C206 C208 H20D 109.5 . . ? H20C C208 H20D 109.5 . . ? C206 C208 H20E 109.5 . . ? H20C C208 H20E 109.5 . . ? H20D C208 H20E 109.5 . . ? C211 C209 C210 117.4(8) . . ? C211 C209 C207 121.4(8) . . ? C210 C209 C207 121.2(8) . . ? C209 C210 C211 119.7(9) . 2_465 ? C209 C210 H210 120.2 . . ? C211 C210 H210 120.2 2_465 . ? C209 C211 C210 123.0(10) . 2_465 ? C209 C211 H211 118.5 . . ? C210 C211 H211 118.5 2_465 . ? C305 N3 C301 116.3(7) . . ? C305 N3 Cd1 124.3(6) . . ? C301 N3 Cd1 118.9(6) . . ? N3 C301 C302 121.6(9) . . ? N3 C301 H301 119.2 . . ? C302 C301 H301 119.2 . . ? C303 C302 C301 120.2(9) . . ? C303 C302 H302 119.9 . . ? C301 C302 H302 119.9 . . ? C304 C303 C302 117.0(7) . . ? C304 C303 C306 120.6(7) . . ? C302 C303 C306 122.4(7) . . ? C303 C304 C305 119.7(8) . . ? C303 C304 H304 120.1 . . ? C305 C304 H304 120.1 . . ? N3 C305 C304 125.1(9) . . ? N3 C305 H305 117.4 . . ? C304 C305 H305 117.4 . . ? C307 C306 C308 120.2(9) . . ? C307 C306 C303 110.5(7) . . ? C308 C306 C303 114.1(7) . . ? C307 C306 H306 103.1 . . ? C308 C306 H306 103.1 . . ? C303 C306 H306 103.1 . . ? C306 C307 C309 116.5(8) . . ? C306 C307 H30A 108.2 . . ? C309 C307 H30A 108.2 . . ? C306 C307 H30B 108.2 . . ? C309 C307 H30B 108.2 . . ? H30A C307 H30B 107.3 . . ? C306 C308 H30C 109.5 . . ? C306 C308 H30D 109.5 . . ? H30C C308 H30D 109.5 . . ? C306 C308 H30E 109.5 . . ? H30C C308 H30E 109.5 . . ? H30D C308 H30E 109.5 . . ? C311 C309 C310 119.0(7) . . ? C311 C309 C307 119.6(9) . . ? C310 C309 C307 120.9(9) . . ? C311 C310 C309 119.9(11) 2_545 . ? C311 C310 H310 120.1 2_545 . ? C309 C310 H310 120.1 . . ? C310 C311 C309 121.1(11) 2_545 . ? C310 C311 H311 119.4 2_545 . ? C309 C311 H311 119.4 . . ? C405 N4 C401 117.1(7) . . ? C405 N4 Cd1 122.8(6) . 1_545 ? C401 N4 Cd1 120.0(6) . 1_545 ? N4 C401 C402 121.8(8) . . ? N4 C401 H401 119.1 . . ? C402 C401 H401 119.1 . . ? C403 C402 C401 119.3(8) . . ? C403 C402 H402 120.4 . . ? C401 C402 H402 120.4 . . ? C404 C403 C402 118.2(7) . . ? C404 C403 C406 121.1(8) . . ? C402 C403 C406 120.7(8) . . ? C403 C404 C405 119.4(8) . . ? C403 C404 H404 120.3 . . ? C405 C404 H404 120.3 . . ? N4 C405 C404 124.1(8) . . ? N4 C405 H405 117.9 . . ? C404 C405 H405 117.9 . . ? C408 C406 C407 114.4(9) . . ? C408 C406 C403 112.8(7) . . ? C407 C406 C403 111.8(7) . . ? C408 C406 H406 105.6 . . ? C407 C406 H406 105.6 . . ? C403 C406 H406 105.6 . . ? C406 C407 C409 112.5(7) . . ? C406 C407 H40A 109.1 . . ? C409 C407 H40A 109.1 . . ? C406 C407 H40B 109.1 . . ? C409 C407 H40B 109.1 . . ? H40A C407 H40B 107.8 . . ? C406 C408 H40C 109.5 . . ? C406 C408 H40D 109.5 . . ? H40C C408 H40D 109.5 . . ? C406 C408 H40E 109.5 . . ? H40C C408 H40E 109.5 . . ? H40D C408 H40E 109.5 . . ? C411 C409 C410 118.7(7) . . ? C411 C409 C407 121.9(9) . . ? C410 C409 C407 119.2(8) . . ? C409 C410 C111 120.2(10) . . ? C409 C410 H410 119.9 . . ? C111 C410 H410 119.9 . . ? C409 C411 C110 120.9(10) . . ? C409 C411 H411 119.6 . . ? C110 C411 H411 119.6 . . ? _diffrn_measured_fraction_theta_max 0.776 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.776 _refine_diff_density_max 0.868 _refine_diff_density_min -0.826 _refine_diff_density_rms 0.126 data_s92_f _database_code_depnum_ccdc_archive 'CCDC 614203' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H79 Cd Cl2 N6 O12' _chemical_formula_weight 1331.65 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' Cl Cl 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.9609(5) _cell_length_b 20.1474(6) _cell_length_c 18.4747(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.418(2) _cell_angle_gamma 90.00 _cell_volume 7013.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2780 _exptl_absorpt_coefficient_mu 0.448 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9359 _exptl_absorpt_correction_T_max 0.9359 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24885 _diffrn_reflns_av_R_equivalents 0.0663 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6140 _reflns_number_gt 4957 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _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^)+(0.0000P)^2^+38.3951P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00045(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6140 _refine_ls_number_parameters 438 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0783 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1248 _refine_ls_wR_factor_gt 0.1175 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.0000 0.0000 0.03181(16) Uani 1 2 d S . . N1 N 0.0088(2) -0.10991(17) 0.0382(2) 0.0412(9) Uani 1 1 d . . . C101 C -0.0479(3) -0.1407(2) 0.0598(3) 0.0463(12) Uani 1 1 d . . . H101 H -0.0885 -0.1147 0.0664 0.056 Uiso 1 1 calc R . . C102 C -0.0506(3) -0.2080(2) 0.0729(3) 0.0544(14) Uani 1 1 d . . . H102 H -0.0922 -0.2274 0.0880 0.065 Uiso 1 1 calc R . . C103 C 0.0074(4) -0.24664(19) 0.0639(3) 0.0575(16) Uani 1 1 d D . . C104 C 0.0676(4) -0.2154(3) 0.0439(3) 0.0665(17) Uani 1 1 d . . . H104 H 0.1093 -0.2403 0.0390 0.080 Uiso 1 1 calc R . . C105 C 0.0663(3) -0.1469(2) 0.0310(3) 0.0534(14) Uani 1 1 d . . . H105 H 0.1075 -0.1260 0.0168 0.064 Uiso 1 1 calc R . . C106 C 0.0032(4) -0.32076(18) 0.0737(2) 0.0728(18) Uani 1 1 d DU . . H106 H -0.0488 -0.3274 0.0752 0.087 Uiso 1 1 calc R . . C107 C 0.0152(4) -0.3568(2) 0.0056(2) 0.0689(19) Uani 1 1 d D . . H10A H 0.0640 -0.3469 -0.0056 0.083 Uiso 1 1 calc R . . H10B H -0.0179 -0.3386 -0.0348 0.083 Uiso 1 1 calc R . . C108 C 0.0328(4) -0.3435(2) 0.1479(2) 0.0701(18) Uani 1 1 d D . . H10C H 0.0167 -0.3137 0.1846 0.105 Uiso 1 1 calc R . . H10D H 0.0848 -0.3430 0.1516 0.105 Uiso 1 1 calc R . . H10E H 0.0163 -0.3887 0.1561 0.105 Uiso 1 1 calc R . . C109 C 0.0063(3) -0.43072(19) 0.0061(2) 0.0396(11) Uani 1 1 d . . . C110 C 0.0646(3) -0.4714(2) 0.0222(2) 0.0399(11) Uani 1 1 d . . . H110 H 0.1095 -0.4523 0.0379 0.048 Uiso 1 1 calc R . . C111 C -0.0584(3) -0.4604(2) -0.0159(2) 0.0393(11) Uani 1 1 d . . . H111 H -0.0993 -0.4334 -0.0269 0.047 Uiso 1 1 calc R . . N2 N -0.1148(2) -0.02095(17) -0.0541(2) 0.0396(9) Uani 1 1 d . . . C201 C -0.1277(3) -0.0409(2) -0.1234(3) 0.0490(13) Uani 1 1 d . . . H201 H -0.0887 -0.0522 -0.1491 0.059 Uiso 1 1 calc R . . C202 C -0.1958(3) -0.0457(3) -0.1590(3) 0.0590(15) Uani 1 1 d . . . H202 H -0.2029 -0.0599 -0.2083 0.071 Uiso 1 1 calc R . . C203 C -0.2536(2) -0.0299(2) -0.1226(4) 0.0633(17) Uani 1 1 d D . . C204 C -0.2398(3) -0.0103(2) -0.0508(3) 0.0614(16) Uani 1 1 d . . . H204 H -0.2778 0.0008 -0.0236 0.074 Uiso 1 1 calc R . . C205 C -0.1715(2) -0.0068(2) -0.0190(3) 0.0457(11) Uani 1 1 d . . . H205 H -0.1634 0.0062 0.0307 0.055 Uiso 1 1 calc R . . C206 C -0.3297(3) -0.03174(19) -0.1564(4) 0.083(2) Uani 1 1 d DU . . H206 H -0.3552 -0.0351 -0.1119 0.100 Uiso 1 1 calc R . . C207 C -0.3533(3) 0.0356(2) -0.1842(3) 0.0459(12) Uani 1 1 d D . . H20A H -0.3219 0.0502 -0.2205 0.055 Uiso 1 1 calc R . . H20B H -0.3477 0.0675 -0.1432 0.055 Uiso 1 1 calc R . . C208 C -0.3506(4) -0.0958(3) -0.1932(5) 0.101(3) Uani 1 1 d DU . . H20C H -0.3324 -0.1328 -0.1622 0.151 Uiso 1 1 calc R . . H20D H -0.3308 -0.0981 -0.2399 0.151 Uiso 1 1 calc R . . H20E H -0.4025 -0.0986 -0.2017 0.151 Uiso 1 1 calc R . . C209 C -0.4292(2) 0.0376(2) -0.2187(2) 0.0384(11) Uani 1 1 d . . . C210 C -0.4844(3) 0.0372(3) -0.1764(2) 0.0506(13) Uani 1 1 d . . . H210 H -0.4742 0.0369 -0.1248 0.061 Uiso 1 1 calc R . . C211 C -0.4457(3) 0.0372(3) -0.2930(3) 0.0542(14) Uani 1 1 d . . . H211 H -0.4087 0.0369 -0.3237 0.065 Uiso 1 1 calc R . . N3 N 0.1186(2) -0.10866(19) 0.2595(2) 0.0462(10) Uani 1 1 d . . . C301 C 0.1205(3) -0.1721(3) 0.2392(3) 0.0557(14) Uani 1 1 d . . . H301 H 0.0790 -0.1903 0.2130 0.067 Uiso 1 1 calc R . . C302 C 0.1781(3) -0.2127(3) 0.2536(3) 0.0533(13) Uani 1 1 d . . . H302 H 0.1762 -0.2574 0.2369 0.064 Uiso 1 1 calc R . . C303 C 0.2386(3) -0.1886(2) 0.2922(3) 0.0481(12) Uani 1 1 d . . . C304 C 0.2382(3) -0.1215(3) 0.3136(3) 0.0477(12) Uani 1 1 d . . . H304 H 0.2791 -0.1021 0.3396 0.057 Uiso 1 1 calc R . . C305 C 0.1776(3) -0.0845(2) 0.2963(3) 0.0431(11) Uani 1 1 d . . . H305 H 0.1778 -0.0394 0.3114 0.052 Uiso 1 1 calc R . . C306 C 0.3033(3) -0.2325(3) 0.3078(3) 0.0569(14) Uani 1 1 d . . . H306 H 0.2867 -0.2796 0.3027 0.068 Uiso 1 1 calc R . . C307 C 0.3412(3) -0.2247(3) 0.3847(3) 0.0607(15) Uani 1 1 d . . . H30A H 0.3820 -0.2556 0.3907 0.073 Uiso 1 1 calc R . . H30B H 0.3601 -0.1790 0.3903 0.073 Uiso 1 1 calc R . . C308 C 0.3560(3) -0.2212(3) 0.2514(4) 0.0727(18) Uani 1 1 d . . . H30C H 0.3975 -0.2499 0.2627 0.109 Uiso 1 1 calc R . . H30D H 0.3711 -0.1747 0.2528 0.109 Uiso 1 1 calc R . . H30E H 0.3329 -0.2318 0.2026 0.109 Uiso 1 1 calc R . . C309 C 0.2945(3) -0.2379(3) 0.4450(3) 0.0501(13) Uani 1 1 d . . . C310 C 0.2712(3) -0.1863(2) 0.4863(3) 0.0521(13) Uani 1 1 d . . . H310 H 0.2853 -0.1421 0.4774 0.063 Uiso 1 1 calc R . . C311 C 0.2721(3) -0.3014(2) 0.4600(3) 0.0541(14) Uani 1 1 d . . . H311 H 0.2870 -0.3376 0.4325 0.065 Uiso 1 1 calc R . . O10 O -0.04403(18) 0.02503(16) 0.11233(16) 0.0434(8) Uani 1 1 d G . . H1O H -0.0303 0.0074 0.1539 0.065 Uiso 1 1 d G . . H2O H -0.0684 0.0583 0.1208 0.065 Uiso 1 1 d G . . O20 O 0.0000 -0.0285(2) 0.2500 0.0423(11) Uani 1 2 d SG . . H5O H 0.0366 -0.0526 0.2459 0.063 Uiso 0.50 1 d PG . . O30 O -0.0397(5) 0.1488(4) 0.1774(6) 0.085(3) Uani 0.50 1 d PG . . H3O H -0.0520 0.1411 0.2200 0.128 Uiso 0.50 1 d PG . . H4O H -0.0616 0.1831 0.1622 0.128 Uiso 0.50 1 d PG . . Cl1 Cl 0.23660(17) 0.1096(2) 0.3829(2) 0.0510(13) Uani 0.67 1 d PG A 1 O1 O 0.2650(3) 0.0460(2) 0.3773(4) 0.063(2) Uani 0.67 1 d PG A 1 O2 O 0.2449(4) 0.1337(4) 0.4535(2) 0.123(3) Uani 0.67 1 d PGU A 1 O3 O 0.16347(19) 0.1087(3) 0.3576(4) 0.108(3) Uani 0.67 1 d PGU A 1 O4 O 0.2678(3) 0.1516(3) 0.3349(4) 0.108(3) Uani 0.67 1 d PG A 1 Cl1' Cl 0.2363(3) 0.1238(4) 0.3752(3) 0.0368(18) Uani 0.33 1 d PG B 2 O1' O 0.2582(8) 0.0578(5) 0.3844(7) 0.106(9) Uani 0.33 1 d PG B 2 O2' O 0.2926(5) 0.1679(7) 0.3794(7) 0.105(7) Uani 0.33 1 d PG B 2 O3' O 0.1921(5) 0.1408(6) 0.4290(4) 0.068(4) Uani 0.33 1 d PG B 2 O4' O 0.1932(5) 0.1290(6) 0.3085(4) 0.060(3) Uani 0.33 1 d PG B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0360(3) 0.0187(2) 0.0386(3) 0.00064(18) -0.00530(17) 0.0000(2) N1 0.057(3) 0.0187(18) 0.045(2) 0.0003(15) -0.0084(18) 0.0002(18) C101 0.069(4) 0.023(2) 0.045(3) 0.0005(19) 0.000(2) -0.006(2) C102 0.094(4) 0.025(3) 0.042(3) -0.001(2) -0.004(3) -0.008(3) C103 0.114(5) 0.024(3) 0.032(3) -0.0023(19) -0.004(3) -0.011(3) C104 0.098(5) 0.032(3) 0.065(4) -0.008(2) -0.009(3) 0.023(3) C105 0.066(4) 0.026(3) 0.066(3) -0.005(2) -0.003(3) 0.004(2) C106 0.136(5) 0.025(3) 0.056(3) 0.002(2) 0.006(3) 0.001(3) C107 0.136(6) 0.021(2) 0.046(3) -0.006(2) -0.004(3) -0.010(3) C108 0.127(6) 0.026(3) 0.052(3) 0.000(2) -0.013(3) -0.004(3) C109 0.069(3) 0.021(2) 0.026(2) -0.0051(18) -0.004(2) -0.005(2) C110 0.046(3) 0.039(3) 0.032(2) -0.0022(19) -0.004(2) -0.009(2) C111 0.056(3) 0.034(3) 0.027(2) -0.0014(18) 0.000(2) 0.014(2) N2 0.042(2) 0.029(2) 0.044(2) 0.0042(15) -0.0108(18) -0.0064(16) C201 0.053(3) 0.040(3) 0.050(3) 0.007(2) -0.008(2) -0.016(2) C202 0.071(4) 0.039(3) 0.059(3) 0.003(2) -0.027(3) -0.015(3) C203 0.042(3) 0.029(3) 0.111(5) -0.006(3) -0.029(3) 0.004(2) C204 0.043(3) 0.034(3) 0.102(5) -0.019(3) -0.018(3) 0.005(2) C205 0.040(3) 0.031(3) 0.063(3) -0.003(2) -0.007(2) 0.002(2) C206 0.062(4) 0.050(3) 0.125(5) -0.024(3) -0.043(4) 0.008(3) C207 0.048(3) 0.040(3) 0.047(3) 0.010(2) -0.008(2) -0.006(2) C208 0.060(4) 0.077(4) 0.155(6) -0.015(4) -0.034(4) -0.010(3) C209 0.042(3) 0.036(3) 0.034(3) 0.0039(18) -0.011(2) -0.002(2) C210 0.048(3) 0.076(4) 0.026(3) -0.006(2) -0.005(2) 0.019(3) C211 0.044(3) 0.086(4) 0.032(3) 0.009(2) -0.001(2) -0.017(3) N3 0.055(3) 0.039(2) 0.042(2) -0.0014(17) -0.0025(19) 0.003(2) C301 0.068(4) 0.043(3) 0.053(3) -0.007(2) -0.007(3) -0.001(3) C302 0.062(4) 0.044(3) 0.052(3) -0.006(2) -0.004(3) 0.003(3) C303 0.058(3) 0.039(3) 0.048(3) 0.009(2) 0.008(2) 0.012(2) C304 0.046(3) 0.049(3) 0.047(3) 0.006(2) 0.001(2) -0.001(2) C305 0.052(3) 0.032(3) 0.046(3) 0.001(2) 0.006(2) -0.001(2) C306 0.056(3) 0.042(3) 0.071(4) 0.001(3) -0.001(3) 0.003(3) C307 0.047(3) 0.052(3) 0.079(4) -0.001(3) -0.011(3) 0.002(3) C308 0.072(4) 0.062(4) 0.087(5) 0.011(3) 0.023(3) 0.015(3) C309 0.044(3) 0.047(3) 0.053(3) 0.002(2) -0.019(2) 0.003(2) C310 0.060(3) 0.035(3) 0.057(3) 0.002(2) -0.015(3) -0.005(2) C311 0.063(4) 0.037(3) 0.058(3) -0.007(2) -0.015(3) 0.010(3) O10 0.052(2) 0.0369(18) 0.0402(18) -0.0011(13) -0.0018(15) 0.0106(15) O20 0.039(3) 0.038(3) 0.048(3) 0.000 -0.003(2) 0.000 O30 0.090(7) 0.054(5) 0.106(8) 0.006(5) -0.014(6) 0.012(5) Cl1 0.051(2) 0.050(2) 0.0500(19) 0.0034(14) -0.0036(13) -0.0131(15) O1 0.058(5) 0.050(4) 0.079(6) -0.007(4) -0.004(4) 0.005(4) O2 0.198(8) 0.089(5) 0.075(5) -0.030(4) -0.014(5) 0.003(6) O3 0.064(4) 0.101(5) 0.152(7) 0.038(5) -0.017(4) -0.018(4) O4 0.106(7) 0.083(6) 0.141(8) 0.055(6) 0.045(6) -0.013(5) Cl1' 0.046(4) 0.030(3) 0.035(3) 0.006(2) 0.007(2) 0.005(2) O1' 0.17(2) 0.056(12) 0.107(17) 0.010(10) 0.063(14) 0.063(13) O2' 0.089(12) 0.085(11) 0.144(16) -0.040(11) 0.022(11) -0.067(9) O3' 0.081(9) 0.067(8) 0.067(9) -0.013(7) 0.056(7) -0.005(7) O4' 0.054(7) 0.089(9) 0.036(6) 0.008(6) 0.003(5) 0.020(6) _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 2.324(3) . ? Cd1 N1 2.324(3) 5 ? Cd1 N2 2.329(4) . ? Cd1 N2 2.329(4) 5 ? Cd1 O10 2.376(3) 5 ? Cd1 O10 2.376(3) . ? N1 C105 1.338(6) . ? N1 C101 1.340(6) . ? C101 C102 1.379(6) . ? C101 H101 0.9500 . ? C102 C103 1.373(8) . ? C102 H102 0.9500 . ? C103 C104 1.388(8) . ? C103 C106 1.507(3) . ? C104 C105 1.401(7) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? C106 C107 1.492(3) . ? C106 C108 1.493(3) . ? C106 H106 1.0000 . ? C107 C109 1.498(6) . ? C107 H10A 0.9900 . ? C107 H10B 0.9900 . ? C108 H10C 0.9800 . ? C108 H10D 0.9800 . ? C108 H10E 0.9800 . ? C109 C110 1.381(7) . ? C109 C111 1.385(7) . ? C110 C111 1.383(6) 5_545 ? C110 H110 0.9500 . ? C111 C110 1.383(6) 5_545 ? C111 H111 0.9500 . ? N2 C201 1.339(6) . ? N2 C205 1.347(6) . ? C201 C202 1.386(7) . ? C201 H201 0.9500 . ? C202 C203 1.385(8) . ? C202 H202 0.9500 . ? C203 C204 1.381(8) . ? C203 C206 1.508(3) . ? C204 C205 1.362(7) . ? C204 H204 0.9500 . ? C205 H205 0.9500 . ? C206 C208 1.491(3) . ? C206 C207 1.501(3) . ? C206 H206 1.0000 . ? C207 C209 1.509(6) . ? C207 H20A 0.9900 . ? C207 H20B 0.9900 . ? C208 H20C 0.9800 . ? C208 H20D 0.9800 . ? C208 H20E 0.9800 . ? C209 C211 1.373(6) . ? C209 C210 1.375(7) . ? C210 C211 1.382(7) 2_454 ? C210 H210 0.9500 . ? C211 C210 1.382(7) 2_454 ? C211 H211 0.9500 . ? N3 C301 1.334(6) . ? N3 C305 1.335(6) . ? C301 C302 1.367(7) . ? C301 H301 0.9500 . ? C302 C303 1.371(7) . ? C302 H302 0.9500 . ? C303 C304 1.409(7) . ? C303 C306 1.513(7) . ? C304 C305 1.377(7) . ? C304 H304 0.9500 . ? C305 H305 0.9500 . ? C306 C307 1.527(8) . ? C306 C308 1.540(8) . ? C306 H306 1.0000 . ? C307 C309 1.521(8) . ? C307 H30A 0.9900 . ? C307 H30B 0.9900 . ? C308 H30C 0.9800 . ? C308 H30D 0.9800 . ? C308 H30E 0.9800 . ? C309 C311 1.385(7) . ? C309 C310 1.391(7) . ? C310 C311 1.379(8) 7_546 ? C310 H310 0.9500 . ? C311 C310 1.379(8) 7_546 ? C311 H311 0.9500 . ? O10 H1O 0.8597 . ? O10 H2O 0.8389 . ? O20 H5O 0.8574 . ? O30 H3O 0.8596 . ? O30 H4O 0.8387 . ? Cl1 O2 1.3836 . ? Cl1 O1 1.3983 . ? Cl1 O4 1.4033 . ? Cl1 O3 1.4129 . ? Cl1' O2' 1.3840 . ? Cl1' O1' 1.3981 . ? Cl1' O4' 1.4033 . ? Cl1' O3' 1.4127 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N1 180.0(3) . 5 ? N1 Cd1 N2 89.40(13) . . ? N1 Cd1 N2 90.60(13) 5 . ? N1 Cd1 N2 90.60(13) . 5 ? N1 Cd1 N2 89.40(13) 5 5 ? N2 Cd1 N2 180.0(3) . 5 ? N1 Cd1 O10 92.42(12) . 5 ? N1 Cd1 O10 87.58(12) 5 5 ? N2 Cd1 O10 89.41(13) . 5 ? N2 Cd1 O10 90.59(13) 5 5 ? N1 Cd1 O10 87.58(12) . . ? N1 Cd1 O10 92.42(12) 5 . ? N2 Cd1 O10 90.59(13) . . ? N2 Cd1 O10 89.41(13) 5 . ? O10 Cd1 O10 180.0(2) 5 . ? C105 N1 C101 117.5(4) . . ? C105 N1 Cd1 122.1(3) . . ? C101 N1 Cd1 119.9(3) . . ? N1 C101 C102 123.6(5) . . ? N1 C101 H101 118.2 . . ? C102 C101 H101 118.2 . . ? C103 C102 C101 119.4(5) . . ? C103 C102 H102 120.3 . . ? C101 C102 H102 120.3 . . ? C102 C103 C104 117.9(4) . . ? C102 C103 C106 119.6(6) . . ? C104 C103 C106 122.5(6) . . ? C103 C104 C105 119.5(5) . . ? C103 C104 H104 120.2 . . ? C105 C104 H104 120.2 . . ? N1 C105 C104 122.0(6) . . ? N1 C105 H105 119.0 . . ? C104 C105 H105 119.0 . . ? C107 C106 C108 123.2(4) . . ? C107 C106 C103 111.5(4) . . ? C108 C106 C103 113.2(4) . . ? C107 C106 H106 101.7 . . ? C108 C106 H106 101.7 . . ? C103 C106 H106 101.7 . . ? C106 C107 C109 116.7(4) . . ? C106 C107 H10A 108.1 . . ? C109 C107 H10A 108.1 . . ? C106 C107 H10B 108.1 . . ? C109 C107 H10B 108.1 . . ? H10A C107 H10B 107.3 . . ? C106 C108 H10C 109.5 . . ? C106 C108 H10D 109.5 . . ? H10C C108 H10D 109.5 . . ? C106 C108 H10E 109.5 . . ? H10C C108 H10E 109.5 . . ? H10D C108 H10E 109.5 . . ? C110 C109 C111 117.9(4) . . ? C110 C109 C107 120.2(5) . . ? C111 C109 C107 121.5(5) . . ? C109 C110 C111 120.9(4) . 5_545 ? C109 C110 H110 119.5 . . ? C111 C110 H110 119.5 5_545 . ? C110 C111 C109 121.1(4) 5_545 . ? C110 C111 H111 119.4 5_545 . ? C109 C111 H111 119.4 . . ? C201 N2 C205 117.0(4) . . ? C201 N2 Cd1 121.8(3) . . ? C205 N2 Cd1 120.9(3) . . ? N2 C201 C202 122.4(5) . . ? N2 C201 H201 118.8 . . ? C202 C201 H201 118.8 . . ? C203 C202 C201 119.9(5) . . ? C203 C202 H202 120.0 . . ? C201 C202 H202 120.0 . . ? C204 C203 C202 117.2(4) . . ? C204 C203 C206 118.4(6) . . ? C202 C203 C206 124.4(6) . . ? C205 C204 C203 119.9(6) . . ? C205 C204 H204 120.1 . . ? C203 C204 H204 120.1 . . ? N2 C205 C204 123.6(5) . . ? N2 C205 H205 118.2 . . ? C204 C205 H205 118.2 . . ? C208 C206 C207 124.9(5) . . ? C208 C206 C203 113.8(4) . . ? C207 C206 C203 110.7(4) . . ? C208 C206 H206 100.9 . . ? C207 C206 H206 100.9 . . ? C203 C206 H206 100.9 . . ? C206 C207 C209 113.7(4) . . ? C206 C207 H20A 108.8 . . ? C209 C207 H20A 108.8 . . ? C206 C207 H20B 108.8 . . ? C209 C207 H20B 108.8 . . ? H20A C207 H20B 107.7 . . ? C206 C208 H20C 109.5 . . ? C206 C208 H20D 109.5 . . ? H20C C208 H20D 109.5 . . ? C206 C208 H20E 109.5 . . ? H20C C208 H20E 109.5 . . ? H20D C208 H20E 109.5 . . ? C211 C209 C210 117.8(4) . . ? C211 C209 C207 121.5(5) . . ? C210 C209 C207 120.6(4) . . ? C209 C210 C211 121.5(4) . 2_454 ? C209 C210 H210 119.2 . . ? C211 C210 H210 119.2 2_454 . ? C209 C211 C210 120.6(5) . 2_454 ? C209 C211 H211 119.7 . . ? C210 C211 H211 119.7 2_454 . ? C301 N3 C305 116.5(4) . . ? N3 C301 C302 124.4(5) . . ? N3 C301 H301 117.8 . . ? C302 C301 H301 117.8 . . ? C301 C302 C303 119.6(5) . . ? C301 C302 H302 120.2 . . ? C303 C302 H302 120.2 . . ? C302 C303 C304 117.1(5) . . ? C302 C303 C306 120.4(5) . . ? C304 C303 C306 122.5(5) . . ? C305 C304 C303 119.1(5) . . ? C305 C304 H304 120.4 . . ? C303 C304 H304 120.4 . . ? N3 C305 C304 123.4(5) . . ? N3 C305 H305 118.3 . . ? C304 C305 H305 118.3 . . ? C303 C306 C307 113.9(5) . . ? C303 C306 C308 110.9(5) . . ? C307 C306 C308 110.0(5) . . ? C303 C306 H306 107.3 . . ? C307 C306 H306 107.3 . . ? C308 C306 H306 107.3 . . ? C309 C307 C306 114.3(4) . . ? C309 C307 H30A 108.7 . . ? C306 C307 H30A 108.7 . . ? C309 C307 H30B 108.7 . . ? C306 C307 H30B 108.7 . . ? H30A C307 H30B 107.6 . . ? C306 C308 H30C 109.5 . . ? C306 C308 H30D 109.5 . . ? H30C C308 H30D 109.5 . . ? C306 C308 H30E 109.5 . . ? H30C C308 H30E 109.5 . . ? H30D C308 H30E 109.5 . . ? C311 C309 C310 117.1(5) . . ? C311 C309 C307 121.7(5) . . ? C310 C309 C307 121.2(5) . . ? C311 C310 C309 120.8(5) 7_546 . ? C311 C310 H310 119.6 7_546 . ? C309 C310 H310 119.6 . . ? C310 C311 C309 122.0(5) 7_546 . ? C310 C311 H311 119.0 7_546 . ? C309 C311 H311 119.0 . . ? Cd1 O10 H1O 126.2 . . ? Cd1 O10 H2O 126.0 . . ? H1O O10 H2O 106.3 . . ? H3O O30 H4O 106.4 . . ? O2 Cl1 O1 112.8 . . ? O2 Cl1 O4 111.9 . . ? O1 Cl1 O4 108.3 . . ? O2 Cl1 O3 108.6 . . ? O1 Cl1 O3 109.6 . . ? O4 Cl1 O3 105.4 . . ? O2' Cl1' O1' 112.8 . . ? O2' Cl1' O4' 111.8 . . ? O1' Cl1' O4' 108.3 . . ? O2' Cl1' O3' 108.6 . . ? O1' Cl1' O3' 109.6 . . ? O4' Cl1' O3' 105.4 . . ? 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 O10 H1O O20 0.86 1.94 2.802(4) 177.3 . O10 H2O O30 0.84 2.14 2.766(10) 131.1 . O20 H5O N3 0.86 1.92 2.758(5) 167.3 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.950 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.073 data_s92_g _database_code_depnum_ccdc_archive 'CCDC 614204' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H76 Co N8 O8' _chemical_formula_weight 1168.28 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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' _cell_length_a 17.707(6) _cell_length_b 20.119(3) _cell_length_c 19.170(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6829(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour light-red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2476 _exptl_absorpt_coefficient_mu 0.307 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9412 _exptl_absorpt_correction_T_max 0.9848 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65517 _diffrn_reflns_av_R_equivalents 0.1551 _diffrn_reflns_av_sigmaI/netI 0.1207 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.05 _reflns_number_total 12030 _reflns_number_gt 7725 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0500P)^2^+12.0000P] 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 0.08(3) _refine_ls_number_reflns 12030 _refine_ls_number_parameters 881 _refine_ls_number_restraints 1256 _refine_ls_R_factor_all 0.1590 _refine_ls_R_factor_gt 0.1122 _refine_ls_wR_factor_ref 0.2373 _refine_ls_wR_factor_gt 0.2218 _refine_ls_goodness_of_fit_ref 1.219 _refine_ls_restrained_S_all 1.237 _refine_ls_shift/su_max 0.012 _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 Co1 Co 0.73078(6) 0.58623(4) 0.55230(11) 0.0529(3) Uani 1 1 d D . . O1 O 0.8463(3) 0.5985(3) 0.5398(4) 0.0711(17) Uani 1 1 d GU . . H1O H 0.8784 0.5962 0.5734 0.107 Uiso 1 1 d GD . . H2O H 0.8667 0.6213 0.5085 0.107 Uiso 1 1 d GD . . O2 O 0.6166(3) 0.5756(3) 0.5744(3) 0.0580(15) Uani 1 1 d GU . . H3O H 0.6109 0.5665 0.6179 0.087 Uiso 1 1 d G . . H4O H 0.5731 0.5814 0.5581 0.087 Uiso 1 1 d G . . N12 N 0.7877(4) 0.1897(2) 1.0299(3) 0.0531(18) Uani 1 1 d DU . . N11 N 0.7471(3) 0.4811(2) 0.5643(4) 0.0574(18) Uani 1 1 d DU . . C101 C 0.7044(5) 0.4462(3) 0.6073(5) 0.075(3) Uani 1 1 d DU . . H101 H 0.6658 0.4688 0.6322 0.090 Uiso 1 1 calc R . . C102 C 0.7125(5) 0.3794(3) 0.6180(5) 0.089(3) Uani 1 1 d DU . . H102 H 0.6808 0.3570 0.6503 0.107 Uiso 1 1 calc R . . C103 C 0.7668(4) 0.3447(3) 0.5818(4) 0.070(3) Uani 1 1 d DU . . C104 C 0.8108(5) 0.3813(3) 0.5380(4) 0.072(3) Uani 1 1 d DU . . H104 H 0.8496 0.3600 0.5121 0.087 Uiso 1 1 calc R . . C105 C 0.8002(5) 0.4480(3) 0.5306(4) 0.074(3) Uani 1 1 d DU . . H105 H 0.8324 0.4717 0.4998 0.089 Uiso 1 1 calc R . . C106 C 0.7791(6) 0.2721(3) 0.5993(4) 0.104(4) Uani 1 1 d DU . . H106 H 0.7313 0.2585 0.6232 0.124 Uiso 1 1 calc R . . C107 C 0.7837(9) 0.2271(6) 0.5386(6) 0.160(6) Uani 1 1 d DU . . H10A H 0.7916 0.1814 0.5548 0.241 Uiso 1 1 calc R . . H10B H 0.8261 0.2405 0.5088 0.241 Uiso 1 1 calc R . . H10C H 0.7366 0.2295 0.5119 0.241 Uiso 1 1 calc R . . C108 C 0.8386(5) 0.2631(4) 0.6541(3) 0.081(3) Uani 1 1 d DU . . H10D H 0.8876 0.2788 0.6355 0.097 Uiso 1 1 calc R . . H10E H 0.8437 0.2152 0.6648 0.097 Uiso 1 1 calc R . . C109 C 0.8213(5) 0.3001(3) 0.7203(4) 0.069(3) Uani 1 1 d DU . . C110 C 0.8531(5) 0.3599(4) 0.7339(4) 0.066(2) Uani 1 1 d DU . . H110 H 0.8876 0.3786 0.7015 0.080 Uiso 1 1 calc R . . C111 C 0.8360(5) 0.3943(3) 0.7947(4) 0.066(3) Uani 1 1 d DU . . H111 H 0.8607 0.4354 0.8036 0.080 Uiso 1 1 calc R . . C112 C 0.7849(5) 0.3711(4) 0.8420(3) 0.065(3) Uani 1 1 d DU . . C113 C 0.7520(5) 0.3102(4) 0.8271(4) 0.072(3) Uani 1 1 d DU . . H113 H 0.7166 0.2914 0.8586 0.086 Uiso 1 1 calc R . . C114 C 0.7707(6) 0.2769(4) 0.7663(4) 0.082(3) Uani 1 1 d DU . . H114 H 0.7466 0.2357 0.7567 0.098 Uiso 1 1 calc R . . C115 C 0.7666(5) 0.4090(4) 0.9078(3) 0.080(3) Uani 1 1 d DU . . H11A H 0.7144 0.3981 0.9225 0.096 Uiso 1 1 calc R . . H11B H 0.7686 0.4572 0.8979 0.096 Uiso 1 1 calc R . . C116 C 0.8203(5) 0.3933(3) 0.9671(3) 0.072(3) Uani 1 1 d DU . . H116 H 0.8729 0.3969 0.9485 0.086 Uiso 1 1 calc R . . C117 C 0.8121(7) 0.4438(4) 1.0236(5) 0.101(4) Uani 1 1 d DU . . H11C H 0.8216 0.4882 1.0045 0.151 Uiso 1 1 calc R . . H11D H 0.8485 0.4345 1.0608 0.151 Uiso 1 1 calc R . . H11E H 0.7607 0.4420 1.0425 0.151 Uiso 1 1 calc R . . C118 C 0.8098(4) 0.3235(3) 0.9931(4) 0.054(2) Uani 1 1 d DU . . C119 C 0.8584(4) 0.2738(3) 0.9747(4) 0.060(2) Uani 1 1 d DU . . H119 H 0.9025 0.2846 0.9488 0.072 Uiso 1 1 calc R . . C120 C 0.8456(4) 0.2092(3) 0.9923(4) 0.0502(19) Uani 1 1 d DU . . H120 H 0.8804 0.1765 0.9766 0.060 Uiso 1 1 calc R . . C121 C 0.7393(4) 0.2377(3) 1.0528(5) 0.0612(19) Uani 1 1 d DU . . H121 H 0.6977 0.2261 1.0818 0.073 Uiso 1 1 calc R . . C122 C 0.7508(4) 0.3044(3) 1.0336(4) 0.054(2) Uani 1 1 d DU . . H122 H 0.7163 0.3372 1.0496 0.065 Uiso 1 1 calc R . . N22 N 0.7538(4) 0.1044(3) 0.1622(3) 0.0593(19) Uani 1 1 d DU . . N21 N 0.7136(4) 0.5680(3) 0.4421(3) 0.0551(18) Uani 1 1 d DU . . C201 C 0.6626(5) 0.5259(4) 0.4186(4) 0.061(2) Uani 1 1 d DU . . H201 H 0.6275 0.5073 0.4505 0.073 Uiso 1 1 calc R . . C202 C 0.6582(5) 0.5077(4) 0.3493(4) 0.071(3) Uani 1 1 d DU . . H202 H 0.6203 0.4774 0.3346 0.085 Uiso 1 1 calc R . . C203 C 0.7081(6) 0.5329(4) 0.3015(4) 0.078(3) Uani 1 1 d DU . . C204 C 0.7600(6) 0.5773(5) 0.3266(4) 0.087(3) Uani 1 1 d DU . . H204 H 0.7960 0.5968 0.2961 0.104 Uiso 1 1 calc R . . C205 C 0.7596(5) 0.5933(4) 0.3953(4) 0.076(3) Uani 1 1 d DU . . H205 H 0.7953 0.6252 0.4108 0.091 Uiso 1 1 calc R . . C206 C 0.7073(6) 0.5087(4) 0.2264(4) 0.095(3) Uani 1 1 d DU . . H206 H 0.6547 0.4932 0.2168 0.114 Uiso 1 1 calc R . . C207 C 0.7240(9) 0.5605(5) 0.1739(6) 0.135(5) Uani 1 1 d DU . . H20A H 0.7176 0.5420 0.1270 0.203 Uiso 1 1 calc R . . H20B H 0.7762 0.5758 0.1797 0.203 Uiso 1 1 calc R . . H20C H 0.6894 0.5980 0.1802 0.203 Uiso 1 1 calc R . . C208 C 0.7576(6) 0.4485(4) 0.2188(5) 0.089(3) Uani 1 1 d DU . . H20D H 0.7612 0.4370 0.1687 0.107 Uiso 1 1 calc R . . H20E H 0.8089 0.4603 0.2350 0.107 Uiso 1 1 calc R . . C209 C 0.7315(6) 0.3886(4) 0.2579(5) 0.087(3) Uani 1 1 d DU . . C210 C 0.6793(6) 0.3468(5) 0.2297(5) 0.095(4) Uani 1 1 d DU . . H210 H 0.6609 0.3555 0.1840 0.115 Uiso 1 1 calc R . . C211 C 0.6523(6) 0.2920(5) 0.2657(5) 0.094(3) Uani 1 1 d DU . . H211 H 0.6173 0.2630 0.2436 0.113 Uiso 1 1 calc R . . C212 C 0.6752(5) 0.2787(4) 0.3328(4) 0.076(3) Uani 1 1 d DU . . C213 C 0.7304(6) 0.3203(4) 0.3599(5) 0.077(3) Uani 1 1 d DU . . H213 H 0.7496 0.3120 0.4053 0.092 Uiso 1 1 calc R . . C214 C 0.7579(6) 0.3737(4) 0.3217(5) 0.076(3) Uani 1 1 d DU . . H214 H 0.7967 0.4005 0.3413 0.091 Uiso 1 1 calc R . . C215 C 0.6476(5) 0.2181(4) 0.3724(5) 0.091(3) Uani 1 1 d DU . . H21A H 0.6010 0.2012 0.3500 0.109 Uiso 1 1 calc R . . H21B H 0.6348 0.2312 0.4207 0.109 Uiso 1 1 calc R . . C216 C 0.7065(6) 0.1623(4) 0.3744(4) 0.091(3) Uani 1 1 d DU . . H216 H 0.7539 0.1808 0.3950 0.110 Uiso 1 1 calc R . . C217 C 0.6800(8) 0.1071(4) 0.4205(6) 0.111(4) Uani 1 1 d DU . . H21C H 0.6726 0.1239 0.4679 0.167 Uiso 1 1 calc R . . H21D H 0.7179 0.0716 0.4210 0.167 Uiso 1 1 calc R . . H21E H 0.6321 0.0895 0.4026 0.167 Uiso 1 1 calc R . . C218 C 0.7237(5) 0.1397(3) 0.3015(4) 0.063(2) Uani 1 1 d DU . . C219 C 0.7809(5) 0.1671(4) 0.2637(4) 0.066(2) Uani 1 1 d DU . . H219 H 0.8134 0.1986 0.2851 0.079 Uiso 1 1 calc R . . C220 C 0.7928(4) 0.1501(3) 0.1954(4) 0.051(2) Uani 1 1 d DU . . H220 H 0.8315 0.1727 0.1705 0.062 Uiso 1 1 calc R . . C221 C 0.6979(5) 0.0736(4) 0.1992(4) 0.069(3) Uani 1 1 d DU . . H221 H 0.6692 0.0391 0.1780 0.082 Uiso 1 1 calc R . . C222 C 0.6824(5) 0.0924(4) 0.2683(4) 0.076(3) Uani 1 1 d DU . . H222 H 0.6420 0.0715 0.2925 0.092 Uiso 1 1 calc R . . N32 N 0.4243(5) 0.8177(4) 0.4627(4) 0.082(2) Uani 1 1 d DU A 1 N31 N 0.5771(17) 0.5450(16) -0.2828(8) 0.062(2) Uani 0.50 1 d PDU B 1 C301 C 0.6054(12) 0.5115(11) -0.2289(9) 0.064(3) Uani 0.50 1 d PDU B 1 H301 H 0.6433 0.4791 -0.2377 0.077 Uiso 0.50 1 calc PR B 1 C302 C 0.5828(9) 0.5216(7) -0.1615(8) 0.065(3) Uani 0.50 1 d PDU B 1 H302 H 0.6045 0.4960 -0.1249 0.078 Uiso 0.50 1 calc PR B 1 C303 C 0.5289(9) 0.5682(8) -0.1464(6) 0.073(3) Uani 0.50 1 d PDU B 1 C304 C 0.4985(10) 0.6004(8) -0.2024(7) 0.065(3) Uani 0.50 1 d PDU B 1 H304 H 0.4579 0.6305 -0.1953 0.078 Uiso 0.50 1 calc PR B 1 C305 C 0.5250(16) 0.5903(15) -0.2681(7) 0.061(3) Uani 0.50 1 d PDU B 1 H305 H 0.5054 0.6168 -0.3050 0.073 Uiso 0.50 1 calc PR B 1 C306 C 0.5040(8) 0.5799(8) -0.0708(7) 0.080(3) Uani 0.50 1 d PDU B 1 H306 H 0.4972 0.5359 -0.0474 0.096 Uiso 0.50 1 calc PR B 1 C307 C 0.4324(9) 0.6188(10) -0.0640(11) 0.097(5) Uani 0.50 1 d PDU B 1 H30A H 0.3927 0.5978 -0.0920 0.145 Uiso 0.50 1 calc PR B 1 H30B H 0.4407 0.6643 -0.0805 0.145 Uiso 0.50 1 calc PR B 1 H30C H 0.4168 0.6198 -0.0149 0.145 Uiso 0.50 1 calc PR B 1 C308 C 0.5678(8) 0.6173(9) -0.0343(7) 0.086(3) Uani 0.50 1 d PDU B 1 H30D H 0.6144 0.5901 -0.0333 0.103 Uiso 0.50 1 calc PR B 1 H30E H 0.5788 0.6596 -0.0587 0.103 Uiso 0.50 1 calc PR B 1 C309 C 0.5399(7) 0.6306(7) 0.0392(6) 0.084(3) Uani 0.50 1 d PDU B 1 C310 C 0.5115(10) 0.6910(7) 0.0550(8) 0.081(3) Uani 0.50 1 d PDU B 1 H310 H 0.5103 0.7243 0.0198 0.098 Uiso 0.50 1 calc PR B 1 C311 C 0.4841(10) 0.7063(7) 0.1205(7) 0.077(3) Uani 0.50 1 d PDU B 1 H311 H 0.4649 0.7495 0.1297 0.092 Uiso 0.50 1 calc PR B 1 C312 C 0.4845(10) 0.6595(7) 0.1721(6) 0.072(3) Uani 0.50 1 d PDU B 1 C313 C 0.5116(11) 0.5969(7) 0.1556(7) 0.072(3) Uani 0.50 1 d PDU B 1 H313 H 0.5097 0.5622 0.1891 0.087 Uiso 0.50 1 calc PR B 1 C314 C 0.5413(11) 0.5852(7) 0.0898(7) 0.080(3) Uani 0.50 1 d PDU B 1 H314 H 0.5636 0.5431 0.0805 0.095 Uiso 0.50 1 calc PR B 1 C315 C 0.4543(8) 0.6776(9) 0.2432(7) 0.074(3) Uani 0.50 1 d PDU B 1 H31A H 0.4390 0.6368 0.2684 0.089 Uiso 0.50 1 calc PR B 1 H31B H 0.4093 0.7064 0.2382 0.089 Uiso 0.50 1 calc PR B 1 C316 C 0.5147(5) 0.7138(4) 0.2844(4) 0.071(2) Uani 1 1 d DU . . H316 H 0.5399 0.7467 0.2531 0.085 Uiso 1 1 calc R B 1 C317 C 0.5701(5) 0.6608(4) 0.3027(5) 0.079(3) Uani 1 1 d DU B 1 H31C H 0.5880 0.6392 0.2600 0.118 Uiso 1 1 calc R B 1 H31D H 0.5457 0.6277 0.3328 0.118 Uiso 1 1 calc R B 1 H31E H 0.6130 0.6806 0.3274 0.118 Uiso 1 1 calc R B 1 C318 C 0.4832(5) 0.7499(4) 0.3464(4) 0.0611(18) Uani 1 1 d DU A . C319 C 0.4588(5) 0.7183(4) 0.4055(4) 0.062(2) Uani 1 1 d DU . . H319 H 0.4615 0.6712 0.4074 0.074 Uiso 1 1 calc R B . C320 C 0.4304(5) 0.7519(4) 0.4620(5) 0.072(2) Uani 1 1 d DU A . H320 H 0.4146 0.7274 0.5018 0.087 Uiso 1 1 calc R C 1 C321 C 0.4467(6) 0.8510(4) 0.4046(5) 0.079(2) Uani 1 1 d DU . . H321 H 0.4403 0.8979 0.4025 0.095 Uiso 1 1 calc R A 1 C322 C 0.4788(5) 0.8180(4) 0.3478(4) 0.067(2) Uani 1 1 d DU A . H322 H 0.4979 0.8429 0.3096 0.080 Uiso 1 1 calc R . . N1' N 0.5830(18) 0.5464(16) -0.2864(6) 0.062(2) Uani 0.50 1 d PDU B 2 C1' C 0.6195(13) 0.5140(12) -0.2367(8) 0.064(3) Uani 0.50 1 d PDU B 2 H1' H 0.6499 0.4772 -0.2499 0.077 Uiso 0.50 1 calc PR B 2 C2' C 0.6159(9) 0.5303(8) -0.1676(7) 0.066(3) Uani 0.50 1 d PDU B 2 H2' H 0.6483 0.5092 -0.1348 0.080 Uiso 0.50 1 calc PR B 2 C3' C 0.5649(9) 0.5778(8) -0.1459(5) 0.072(3) Uiso 0.50 1 d PDU B 2 C4' C 0.5310(10) 0.6133(8) -0.1976(6) 0.066(3) Uani 0.50 1 d PDU B 2 H4' H 0.5035 0.6525 -0.1863 0.079 Uiso 0.50 1 calc PR B 2 C5' C 0.5359(16) 0.5935(15) -0.2655(6) 0.060(3) Uani 0.50 1 d PDU B 2 H5' H 0.5044 0.6143 -0.2991 0.072 Uiso 0.50 1 calc PR B 2 C6' C 0.5559(8) 0.5890(8) -0.0681(5) 0.084(3) Uani 0.50 1 d PDU B 2 H6' H 0.5441 0.5433 -0.0508 0.101 Uiso 0.50 1 calc PR B 2 C7' C 0.6269(10) 0.6043(12) -0.0314(9) 0.114(6) Uani 0.50 1 d PDU B 2 H7'1 H 0.6677 0.5767 -0.0503 0.171 Uiso 0.50 1 calc PR B 2 H7'2 H 0.6209 0.5951 0.0184 0.171 Uiso 0.50 1 calc PR B 2 H7'3 H 0.6395 0.6513 -0.0380 0.171 Uiso 0.50 1 calc PR B 2 C8' C 0.4869(9) 0.6266(9) -0.0483(5) 0.086(3) Uani 0.50 1 d PDU B 2 H8'1 H 0.4423 0.6002 -0.0625 0.103 Uiso 0.50 1 calc PR B 2 H8'2 H 0.4860 0.6684 -0.0756 0.103 Uiso 0.50 1 calc PR B 2 C9' C 0.4787(10) 0.6439(6) 0.0275(5) 0.079(3) Uani 0.50 1 d PDU B 2 C10' C 0.4631(10) 0.7071(6) 0.0473(6) 0.078(3) Uani 0.50 1 d PDU B 2 H10' H 0.4626 0.7413 0.0131 0.094 Uiso 0.50 1 calc PR B 2 C11' C 0.4478(11) 0.7228(6) 0.1162(6) 0.077(3) Uani 0.50 1 d PDU B 2 H11' H 0.4355 0.7674 0.1280 0.092 Uiso 0.50 1 calc PR B 2 C12' C 0.4498(12) 0.6761(6) 0.1677(5) 0.073(3) Uani 0.50 1 d PDU B 2 C13' C 0.4684(11) 0.6121(6) 0.1474(6) 0.071(3) Uani 0.50 1 d PDU B 2 H13' H 0.4744 0.5783 0.1815 0.085 Uiso 0.50 1 calc PR B 2 C14' C 0.4781(11) 0.5971(6) 0.0773(6) 0.076(3) Uani 0.50 1 d PDU B 2 H14' H 0.4847 0.5520 0.0641 0.091 Uiso 0.50 1 calc PR B 2 C15' C 0.4356(12) 0.6951(9) 0.2427(6) 0.075(3) Uani 0.50 1 d PDU B 2 H15A H 0.4104 0.6577 0.2669 0.090 Uiso 0.50 1 calc PR B 2 H15B H 0.4012 0.7338 0.2442 0.090 Uiso 0.50 1 calc PR B 2 N1 N 0.4371(6) 0.5852(4) 0.5259(5) 0.086(3) Uani 1 1 d U . . O3 O 0.4402(6) 0.6211(6) 0.5808(5) 0.138(3) Uani 1 1 d U . . O4 O 0.4982(4) 0.5768(4) 0.4952(4) 0.091(2) Uani 1 1 d U . . O5 O 0.3762(6) 0.5629(6) 0.5061(6) 0.151(4) Uani 1 1 d U . . N2 N 0.9838(12) 0.5055(12) 0.2573(12) 0.208(8) Uiso 0.36 1 d PG D 1 O6 O 0.986(2) 0.5065(18) 0.3222(12) 0.208(8) Uiso 0.36 1 d PG D 1 O7 O 1.009(2) 0.4582(15) 0.2249(16) 0.208(8) Uiso 0.36 1 d PG D 1 O8 O 0.958(2) 0.5550(15) 0.2267(17) 0.208(8) Uiso 0.36 1 d PG D 1 N2' N 0.439(2) 0.8913(14) 0.1102(19) 0.278(14) Uiso 0.31 1 d PG E 2 O6' O 0.376(2) 0.869(3) 0.096(3) 0.278(14) Uiso 0.31 1 d PG E 2 O7' O 0.454(3) 0.910(3) 0.169(2) 0.278(14) Uiso 0.31 1 d PG E 2 O8' O 0.486(3) 0.896(3) 0.062(2) 0.278(14) Uiso 0.31 1 d PG E 2 N2" N 0.9465(17) 0.3176(14) 0.1769(13) 0.236(11) Uiso 0.33 1 d PG F 3 O6" O 0.960(3) 0.3780(15) 0.175(2) 0.236(11) Uiso 0.33 1 d PG F 3 O8" O 0.891(2) 0.2966(19) 0.209(2) 0.236(11) Uiso 0.33 1 d PG F 3 O7" O 0.992(2) 0.2795(19) 0.148(2) 0.236(11) Uiso 0.33 1 d PG F 3 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 Co1 0.0606(6) 0.0392(5) 0.0590(6) 0.0120(6) 0.0127(7) -0.0027(5) O1 0.062(3) 0.072(4) 0.079(5) 0.031(3) 0.004(3) -0.004(3) O2 0.070(4) 0.055(3) 0.049(4) 0.004(3) 0.012(3) -0.004(3) N12 0.064(4) 0.034(3) 0.061(5) 0.004(3) -0.009(3) 0.010(3) N11 0.063(4) 0.042(3) 0.067(5) 0.011(4) 0.005(4) 0.002(3) C101 0.083(6) 0.056(5) 0.085(6) 0.025(5) 0.027(5) -0.002(4) C102 0.101(7) 0.047(5) 0.118(8) 0.016(5) 0.010(6) -0.003(5) C103 0.090(6) 0.059(5) 0.062(5) 0.010(4) -0.028(5) -0.003(5) C104 0.099(6) 0.066(5) 0.051(6) 0.008(4) 0.000(5) 0.022(5) C105 0.101(7) 0.059(5) 0.061(6) 0.016(4) 0.013(5) 0.015(5) C106 0.144(9) 0.060(5) 0.107(7) 0.003(5) -0.026(7) 0.031(6) C107 0.197(11) 0.133(9) 0.151(10) -0.009(8) -0.005(9) 0.034(8) C108 0.100(7) 0.058(5) 0.085(6) 0.013(5) -0.005(6) 0.016(5) C109 0.100(7) 0.040(4) 0.067(6) 0.017(4) -0.007(5) 0.003(4) C110 0.072(6) 0.054(5) 0.074(6) 0.013(4) -0.010(5) 0.003(4) C111 0.081(6) 0.038(4) 0.079(6) 0.009(4) -0.012(5) -0.004(4) C112 0.084(6) 0.046(5) 0.066(6) 0.013(4) -0.006(5) -0.004(4) C113 0.072(6) 0.068(5) 0.075(6) 0.023(5) -0.002(5) 0.002(4) C114 0.106(7) 0.055(5) 0.084(6) 0.010(5) -0.031(6) -0.004(5) C115 0.110(7) 0.051(5) 0.078(6) 0.019(5) -0.006(6) 0.006(5) C116 0.101(7) 0.051(5) 0.064(5) 0.010(4) -0.008(5) 0.009(4) C117 0.122(8) 0.081(6) 0.099(7) -0.004(6) 0.011(6) -0.006(6) C118 0.068(5) 0.046(4) 0.049(5) 0.008(4) -0.012(4) 0.004(4) C119 0.080(6) 0.055(5) 0.046(5) 0.010(4) -0.001(4) -0.005(4) C120 0.054(5) 0.045(4) 0.051(5) 0.001(4) 0.008(4) 0.002(4) C121 0.062(5) 0.060(4) 0.062(4) 0.015(5) -0.012(5) 0.007(4) C122 0.059(5) 0.043(4) 0.060(6) 0.009(3) -0.012(4) 0.015(3) N22 0.065(5) 0.046(4) 0.067(5) 0.015(3) 0.001(4) -0.001(3) N21 0.063(5) 0.048(4) 0.055(4) 0.003(3) 0.007(4) -0.001(3) C201 0.081(6) 0.043(4) 0.058(5) 0.002(4) 0.019(5) 0.009(4) C202 0.099(7) 0.052(5) 0.062(6) 0.000(4) -0.002(5) 0.018(5) C203 0.129(8) 0.060(5) 0.045(5) 0.012(4) 0.013(5) 0.037(5) C204 0.112(8) 0.068(6) 0.080(7) 0.022(5) 0.019(6) 0.017(6) C205 0.091(7) 0.066(6) 0.071(6) 0.011(5) 0.014(5) 0.006(5) C206 0.160(9) 0.059(5) 0.066(6) 0.003(5) 0.016(6) 0.044(6) C207 0.218(11) 0.099(7) 0.089(7) 0.018(6) 0.026(8) 0.054(8) C208 0.131(8) 0.076(6) 0.060(6) 0.006(5) 0.016(6) 0.037(6) C209 0.120(8) 0.072(6) 0.069(6) -0.005(5) 0.015(6) 0.039(6) C210 0.124(8) 0.091(7) 0.071(6) -0.005(6) -0.013(6) 0.064(6) C211 0.121(8) 0.075(6) 0.086(7) -0.017(5) 0.004(6) 0.037(6) C212 0.100(7) 0.064(5) 0.062(6) -0.003(5) -0.001(5) 0.025(5) C213 0.109(7) 0.056(5) 0.066(6) 0.002(4) -0.006(6) 0.014(5) C214 0.110(7) 0.051(5) 0.067(6) 0.002(4) -0.010(5) 0.020(5) C215 0.115(8) 0.071(6) 0.086(7) -0.005(5) 0.009(6) 0.021(5) C216 0.133(8) 0.051(5) 0.090(7) 0.006(5) 0.033(6) 0.001(5) C217 0.173(10) 0.065(6) 0.096(7) -0.001(5) 0.030(7) 0.001(6) C218 0.099(7) 0.026(4) 0.066(5) 0.001(4) 0.007(5) 0.000(4) C219 0.086(6) 0.042(4) 0.070(6) 0.001(4) -0.005(5) 0.005(4) C220 0.063(5) 0.025(4) 0.066(5) 0.003(4) -0.006(4) 0.000(3) C221 0.080(6) 0.049(5) 0.076(6) 0.018(4) -0.013(5) 0.012(4) C222 0.102(7) 0.053(5) 0.074(6) 0.020(5) 0.022(5) 0.006(5) N32 0.079(4) 0.074(4) 0.094(5) -0.005(4) 0.022(4) 0.012(4) N31 0.070(5) 0.058(4) 0.058(4) 0.009(4) 0.005(4) -0.002(4) C301 0.069(5) 0.057(4) 0.066(4) 0.008(4) 0.006(4) 0.002(4) C302 0.071(5) 0.061(4) 0.062(4) 0.013(4) 0.000(4) -0.001(4) C303 0.073(4) 0.078(4) 0.069(4) 0.010(4) 0.006(4) 0.003(4) C304 0.068(5) 0.068(4) 0.060(4) 0.011(4) 0.006(4) 0.004(4) C305 0.069(5) 0.059(4) 0.053(4) 0.011(4) 0.006(4) 0.003(4) C306 0.076(5) 0.089(5) 0.076(5) 0.003(5) 0.000(5) 0.009(5) C307 0.092(9) 0.104(9) 0.093(9) 0.001(8) 0.002(8) -0.010(8) C308 0.082(5) 0.095(5) 0.081(5) 0.000(5) 0.001(5) 0.008(5) C309 0.081(5) 0.094(5) 0.075(5) 0.000(4) -0.004(5) 0.000(4) C310 0.078(5) 0.094(5) 0.072(5) 0.001(5) -0.003(5) 0.006(5) C311 0.074(5) 0.085(5) 0.072(4) 0.000(4) -0.004(5) 0.003(4) C312 0.071(5) 0.075(5) 0.069(4) -0.002(4) 0.000(4) -0.004(4) C313 0.071(5) 0.075(5) 0.070(5) -0.006(5) -0.001(5) -0.001(5) C314 0.079(6) 0.087(5) 0.073(5) -0.005(5) -0.007(5) 0.000(5) C315 0.077(5) 0.076(5) 0.069(5) -0.001(4) 0.004(4) -0.006(5) C316 0.078(4) 0.068(4) 0.066(4) 0.002(4) 0.008(4) -0.006(4) C317 0.084(6) 0.071(5) 0.081(6) -0.005(5) 0.019(5) 0.029(5) C318 0.064(4) 0.056(4) 0.063(4) -0.005(3) 0.008(4) 0.007(3) C319 0.064(4) 0.054(4) 0.066(4) -0.011(4) 0.011(4) 0.005(4) C320 0.068(5) 0.066(4) 0.084(5) -0.004(4) 0.019(4) 0.001(4) C321 0.080(5) 0.064(4) 0.093(5) -0.002(4) 0.013(4) 0.007(4) C322 0.070(4) 0.060(4) 0.072(4) 0.004(4) 0.011(4) 0.011(4) N1' 0.070(5) 0.058(4) 0.058(4) 0.010(4) 0.006(4) -0.002(4) C1' 0.068(5) 0.058(4) 0.066(4) 0.008(4) 0.006(4) 0.005(4) C2' 0.070(5) 0.065(5) 0.065(5) 0.013(4) 0.002(5) 0.004(5) C4' 0.071(5) 0.067(4) 0.061(4) 0.024(4) 0.017(4) 0.016(4) C5' 0.070(5) 0.058(4) 0.054(4) 0.011(4) 0.007(4) 0.003(4) C6' 0.083(5) 0.092(4) 0.077(4) 0.012(4) 0.011(4) 0.018(4) C7' 0.104(9) 0.129(9) 0.109(9) 0.003(8) 0.011(8) -0.003(8) C8' 0.081(5) 0.098(5) 0.077(5) 0.001(5) -0.002(5) 0.006(5) C9' 0.072(5) 0.093(5) 0.071(5) -0.002(4) -0.005(4) 0.005(4) C10' 0.070(5) 0.094(5) 0.070(5) 0.001(5) -0.005(5) 0.007(5) C11' 0.075(6) 0.082(5) 0.072(5) 0.000(5) -0.008(5) 0.004(5) C12' 0.075(5) 0.076(4) 0.069(4) -0.003(4) 0.001(4) -0.003(4) C13' 0.069(5) 0.075(5) 0.069(5) -0.003(5) 0.002(5) -0.002(5) C14' 0.070(5) 0.084(5) 0.074(5) -0.009(4) 0.000(4) -0.001(4) C15' 0.081(6) 0.074(5) 0.070(5) -0.003(5) 0.007(5) -0.007(5) N1 0.086(6) 0.088(5) 0.085(6) 0.000(5) 0.001(5) 0.018(5) O3 0.140(7) 0.184(8) 0.091(6) -0.003(6) 0.010(5) 0.042(6) O4 0.080(5) 0.126(5) 0.068(4) -0.005(4) 0.015(4) 0.010(4) O5 0.097(6) 0.194(8) 0.163(8) -0.032(6) -0.007(6) 0.016(6) _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 Co1 O1 2.073(6) . ? Co1 O2 2.077(6) . ? Co1 N11 2.147(5) . ? Co1 N12 2.150(5) 4_654 ? Co1 N22 2.155(7) 4_655 ? Co1 N21 2.165(6) . ? N12 C120 1.313(7) . ? N12 C121 1.365(7) . ? N12 Co1 2.150(5) 4_645 ? N11 C105 1.321(6) . ? N11 C101 1.321(6) . ? C101 C102 1.367(6) . ? C102 C103 1.374(6) . ? C103 C104 1.362(6) . ? C103 C106 1.516(6) . ? C104 C105 1.361(6) . ? C106 C107 1.477(6) . ? C106 C108 1.499(6) . ? C108 C109 1.503(6) . ? C109 C114 1.341(9) . ? C109 C110 1.354(9) . ? C110 C111 1.388(9) . ? C111 C112 1.363(8) . ? C112 C113 1.385(9) . ? C112 C115 1.510(6) . ? C113 C114 1.386(9) . ? C115 C116 1.515(6) . ? C116 C117 1.492(6) . ? C116 C118 1.502(5) . ? C118 C122 1.356(7) . ? C118 C119 1.365(8) . ? C119 C120 1.363(7) . ? C121 C122 1.406(7) . ? N22 C220 1.315(7) . ? N22 C221 1.366(8) . ? N22 Co1 2.155(7) 4_644 ? N21 C205 1.315(8) . ? N21 C201 1.318(7) . ? C201 C202 1.380(8) . ? C202 C203 1.369(8) . ? C203 C204 1.369(8) . ? C203 C206 1.520(8) . ? C204 C205 1.355(8) . ? C206 C207 1.477(8) . ? C206 C208 1.510(8) . ? C208 C209 1.493(8) . ? C209 C214 1.343(10) . ? C209 C210 1.362(10) . ? C210 C211 1.388(10) . ? C211 C212 1.374(9) . ? C212 C213 1.387(10) . ? C212 C215 1.518(8) . ? C213 C214 1.389(10) . ? C215 C216 1.532(8) . ? C216 C217 1.494(8) . ? C216 C218 1.501(8) . ? C218 C219 1.362(8) . ? C218 C222 1.360(9) . ? C219 C220 1.369(8) . ? C221 C222 1.406(9) . ? N32 C320 1.328(8) . ? N32 C321 1.361(9) . ? N31 C305 1.328(10) . ? N31 C301 1.331(10) . ? C301 C302 1.368(10) . ? C302 C303 1.368(10) . ? C303 C304 1.365(10) . ? C303 C306 1.534(10) . ? C304 C305 1.359(10) . ? C306 C307 1.496(11) . ? C306 C308 1.527(10) . ? C308 C309 1.516(10) . ? C309 C314 1.335(12) . ? C309 C310 1.349(12) . ? C310 C311 1.381(12) . ? C311 C312 1.364(11) . ? C312 C313 1.384(12) . ? C312 C315 1.510(10) . ? C313 C314 1.386(12) . ? C315 C316 1.516(10) . ? C316 C317 1.491(8) . ? C316 C318 1.501(8) . ? C316 C15' 1.66(2) . ? C318 C319 1.368(9) . ? C318 C322 1.372(8) . ? C319 C320 1.374(9) . ? C321 C322 1.397(9) . ? N1' C1' 1.322(7) . ? N1' C5' 1.323(7) . ? C1' C2' 1.368(7) . ? C2' C3' 1.379(7) . ? C3' C4' 1.363(7) . ? C3' C6' 1.516(7) . ? C4' C5' 1.363(7) . ? C6' C7' 1.474(8) . ? C6' C8' 1.485(7) . ? C8' C9' 1.502(7) . ? C9' C14' 1.340(10) . ? C9' C10' 1.355(9) . ? C10' C11' 1.386(10) . ? C11' C12' 1.363(9) . ? C12' C13' 1.386(10) . ? C12' C15' 1.510(7) . ? C13' C14' 1.387(10) . ? N1 O5 1.229(12) . ? N1 O4 1.243(11) . ? N1 O3 1.278(11) . ? N2 O7 1.2199 . ? N2 O8 1.2412 . ? N2 O6 1.2446 . ? N2' O7' 1.2171 . ? N2' O6' 1.2415 . ? N2' O8' 1.2450 . ? N2" O8" 1.2246 . ? N2" O6" 1.2400 . ? N2" O7" 1.2412 . ? 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 Co1 O2 174.8(3) . . ? O1 Co1 N11 89.8(2) . . ? O2 Co1 N11 90.5(2) . . ? O1 Co1 N12 90.7(2) . 4_654 ? O2 Co1 N12 89.5(2) . 4_654 ? N11 Co1 N12 174.6(3) . 4_654 ? O1 Co1 N22 88.1(3) . 4_655 ? O2 Co1 N22 86.7(2) . 4_655 ? N11 Co1 N22 92.6(3) . 4_655 ? N12 Co1 N22 92.9(2) 4_654 4_655 ? O1 Co1 N21 92.7(3) . . ? O2 Co1 N21 92.6(2) . . ? N11 Co1 N21 87.5(3) . . ? N12 Co1 N21 87.0(2) 4_654 . ? N22 Co1 N21 179.2(3) 4_655 . ? C120 N12 C121 117.1(5) . . ? C120 N12 Co1 121.2(4) . 4_645 ? C121 N12 Co1 121.7(4) . 4_645 ? C105 N11 C101 116.4(5) . . ? C105 N11 Co1 122.7(4) . . ? C101 N11 Co1 120.9(4) . . ? N11 C101 C102 123.8(6) . . ? C101 C102 C103 119.8(6) . . ? C104 C103 C102 115.9(6) . . ? C104 C103 C106 125.2(6) . . ? C102 C103 C106 118.6(6) . . ? C105 C104 C103 121.1(6) . . ? N11 C105 C104 123.0(6) . . ? C107 C106 C108 116.0(7) . . ? C107 C106 C103 115.1(7) . . ? C108 C106 C103 111.8(5) . . ? C106 C108 C109 112.9(6) . . ? C114 C109 C110 117.4(6) . . ? C114 C109 C108 121.3(7) . . ? C110 C109 C108 121.2(7) . . ? C109 C110 C111 120.9(7) . . ? C112 C111 C110 122.1(7) . . ? C111 C112 C113 116.5(6) . . ? C111 C112 C115 121.7(6) . . ? C113 C112 C115 121.8(6) . . ? C112 C113 C114 120.0(7) . . ? C109 C114 C113 123.0(7) . . ? C112 C115 C116 112.8(6) . . ? C117 C116 C118 112.7(6) . . ? C117 C116 C115 110.0(6) . . ? C118 C116 C115 111.5(6) . . ? C122 C118 C119 115.3(5) . . ? C122 C118 C116 123.3(6) . . ? C119 C118 C116 121.4(6) . . ? C120 C119 C118 122.0(6) . . ? N12 C120 C119 123.4(6) . . ? N12 C121 C122 120.0(6) . . ? C118 C122 C121 122.1(6) . . ? C220 N22 C221 116.6(7) . . ? C220 N22 Co1 121.7(5) . 4_644 ? C221 N22 Co1 121.5(5) . 4_644 ? C205 N21 C201 116.0(7) . . ? C205 N21 Co1 120.9(6) . . ? C201 N21 Co1 122.6(5) . . ? N21 C201 C202 122.6(7) . . ? C203 C202 C201 120.6(7) . . ? C204 C203 C202 116.1(7) . . ? C204 C203 C206 123.2(8) . . ? C202 C203 C206 120.6(8) . . ? C205 C204 C203 119.5(8) . . ? N21 C205 C204 125.1(8) . . ? C207 C206 C208 112.5(8) . . ? C207 C206 C203 114.7(7) . . ? C208 C206 C203 110.1(7) . . ? C209 C208 C206 114.6(7) . . ? C214 C209 C210 117.4(8) . . ? C214 C209 C208 122.0(8) . . ? C210 C209 C208 120.6(8) . . ? C209 C210 C211 121.8(8) . . ? C212 C211 C210 121.2(8) . . ? C211 C212 C213 116.2(7) . . ? C211 C212 C215 122.0(8) . . ? C213 C212 C215 121.6(7) . . ? C212 C213 C214 121.1(8) . . ? C209 C214 C213 122.0(8) . . ? C212 C215 C216 112.5(7) . . ? C217 C216 C218 112.9(7) . . ? C217 C216 C215 110.3(8) . . ? C218 C216 C215 109.6(7) . . ? C219 C218 C222 115.7(7) . . ? C219 C218 C216 121.7(7) . . ? C222 C218 C216 122.5(7) . . ? C218 C219 C220 121.5(7) . . ? N22 C220 C219 123.8(7) . . ? N22 C221 C222 120.6(7) . . ? C218 C222 C221 121.6(7) . . ? C320 N32 C321 117.3(7) . . ? C305 N31 C301 116.4(11) . . ? N31 C301 C302 123.2(11) . . ? C301 C302 C303 120.3(11) . . ? C304 C303 C302 115.8(10) . . ? C304 C303 C306 123.9(10) . . ? C302 C303 C306 120.3(10) . . ? C305 C304 C303 121.5(11) . . ? N31 C305 C304 122.5(11) . . ? C307 C306 C308 109.2(11) . . ? C307 C306 C303 114.0(11) . . ? C308 C306 C303 107.2(10) . . ? C309 C308 C306 105.8(8) . . ? C314 C309 C310 117.4(11) . . ? C314 C309 C308 123.3(12) . . ? C310 C309 C308 119.3(12) . . ? C309 C310 C311 122.4(12) . . ? C312 C311 C310 120.3(12) . . ? C311 C312 C313 117.6(10) . . ? C311 C312 C315 119.1(11) . . ? C313 C312 C315 123.2(11) . . ? C312 C313 C314 119.6(11) . . ? C309 C314 C313 122.5(12) . . ? C312 C315 C316 109.7(10) . . ? C317 C316 C318 113.9(7) . . ? C317 C316 C315 104.0(8) . . ? C318 C316 C315 112.6(7) . . ? C317 C316 C15' 120.5(9) . . ? C318 C316 C15' 100.3(7) . . ? C315 C316 C15' 16.8(9) . . ? C319 C318 C322 115.5(6) . . ? C319 C318 C316 123.2(7) . . ? C322 C318 C316 121.3(7) . . ? C318 C319 C320 122.7(7) . . ? N32 C320 C319 121.9(8) . . ? N32 C321 C322 121.5(7) . . ? C318 C322 C321 120.9(7) . . ? C1' N1' C5' 116.3(8) . . ? N1' C1' C2' 123.9(8) . . ? C1' C2' C3' 119.2(8) . . ? C4' C3' C2' 115.7(7) . . ? C4' C3' C6' 126.2(8) . . ? C2' C3' C6' 117.9(7) . . ? C3' C4' C5' 120.8(8) . . ? N1' C5' C4' 122.6(8) . . ? C7' C6' C8' 118.2(9) . . ? C7' C6' C3' 114.2(9) . . ? C8' C6' C3' 114.4(7) . . ? C6' C8' C9' 116.4(8) . . ? C14' C9' C10' 117.2(8) . . ? C14' C9' C8' 121.9(9) . . ? C10' C9' C8' 120.5(9) . . ? C9' C10' C11' 121.4(9) . . ? C12' C11' C10' 121.8(8) . . ? C11' C12' C13' 116.4(8) . . ? C11' C12' C15' 120.7(8) . . ? C13' C12' C15' 122.9(9) . . ? C12' C13' C14' 120.2(9) . . ? C9' C14' C13' 122.6(9) . . ? C12' C15' C316 112.1(15) . . ? O5 N1 O4 124.6(11) . . ? O5 N1 O3 119.9(12) . . ? O4 N1 O3 115.4(11) . . ? O7 N2 O8 121.2 . . ? O7 N2 O6 120.6 . . ? O8 N2 O6 118.1 . . ? O7' N2' O6' 120.3 . . ? O7' N2' O8' 121.4 . . ? O6' N2' O8' 118.3 . . ? O8" N2" O6" 120.6 . . ? O8" N2" O7" 121.6 . . ? O6" N2" O7" 117.8 . . ? 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 O1 H2O N32 0.84 1.82 2.633(9) 162.9 3_565 O2 H3O N31 0.86 2.04 2.893(19) 169.7 1_556 O2 H3O N1' 0.86 1.94 2.797(19) 172.0 1_556 O2 H4O O4 0.84 1.80 2.588(10) 157.0 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.865 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.084 data_s92_h _database_code_depnum_ccdc_archive 'CCDC 614205' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H76 N8 Ni O8' _chemical_formula_weight 1168.06 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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' _cell_length_a 17.707(3) _cell_length_b 20.072(4) _cell_length_c 19.219(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6830.6(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description platelet _exptl_crystal_colour light-blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480 _exptl_absorpt_coefficient_mu 0.339 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9352 _exptl_absorpt_correction_T_max 0.9832 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39247 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.0921 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.05 _reflns_number_total 11541 _reflns_number_gt 7886 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0001P)^2^+20.0000P] 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 mixed _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 0.10(3) _refine_ls_number_reflns 11541 _refine_ls_number_parameters 882 _refine_ls_number_restraints 1280 _refine_ls_R_factor_all 0.1289 _refine_ls_R_factor_gt 0.0970 _refine_ls_wR_factor_ref 0.2080 _refine_ls_wR_factor_gt 0.1955 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.086 _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 Ni1 Ni 0.73347(5) 0.58303(4) 0.55059(9) 0.0516(2) Uani 1 1 d D . . O1 O 0.8498(3) 0.5916(3) 0.5374(3) 0.0662(15) Uani 1 1 d GU . . H1O H 0.8812 0.5591 0.5411 0.099 Uiso 1 1 d GD . . H2O H 0.8741 0.6237 0.5206 0.099 Uiso 1 1 d GD . . O2 O 0.6191(3) 0.5748(3) 0.5739(3) 0.0578(14) Uani 1 1 d GU . . H3O H 0.6163 0.5588 0.6154 0.087 Uiso 1 1 d G . . H4O H 0.5746 0.5823 0.5612 0.087 Uiso 1 1 d G . . N12 N 0.7827(3) 0.1847(2) 1.0303(3) 0.0500(16) Uani 1 1 d DU . . N11 N 0.7478(3) 0.4798(2) 0.5631(3) 0.0564(17) Uani 1 1 d DU . . C101 C 0.7062(5) 0.4471(3) 0.6104(4) 0.074(3) Uani 1 1 d DU . . H101 H 0.6703 0.4713 0.6371 0.089 Uiso 1 1 calc R . . C102 C 0.7135(5) 0.3805(3) 0.6214(4) 0.075(3) Uani 1 1 d DU . . H102 H 0.6832 0.3595 0.6558 0.090 Uiso 1 1 calc R . . C103 C 0.7635(4) 0.3436(3) 0.5841(3) 0.066(2) Uani 1 1 d DU . . C104 C 0.8053(4) 0.3765(3) 0.5350(3) 0.064(2) Uani 1 1 d DU . . H104 H 0.8403 0.3526 0.5070 0.077 Uiso 1 1 calc R . . C105 C 0.7965(4) 0.4439(3) 0.5263(4) 0.062(2) Uani 1 1 d DU . . H105 H 0.8266 0.4659 0.4924 0.074 Uiso 1 1 calc R . . C106 C 0.7747(5) 0.2701(3) 0.6002(3) 0.089(3) Uani 1 1 d DU . . H106 H 0.7267 0.2559 0.6234 0.107 Uiso 1 1 calc R . . C107 C 0.7819(7) 0.2257(4) 0.5387(5) 0.118(4) Uani 1 1 d DU . . H10A H 0.7899 0.1797 0.5542 0.178 Uiso 1 1 calc R . . H10B H 0.8250 0.2399 0.5104 0.178 Uiso 1 1 calc R . . H10C H 0.7356 0.2281 0.5108 0.178 Uiso 1 1 calc R . . C108 C 0.8348(5) 0.2617(4) 0.6553(3) 0.080(3) Uani 1 1 d DU . . H10D H 0.8403 0.2137 0.6658 0.096 Uiso 1 1 calc R . . H10E H 0.8836 0.2775 0.6362 0.096 Uiso 1 1 calc R . . C109 C 0.8193(4) 0.2983(3) 0.7220(3) 0.062(2) Uani 1 1 d DU . . C110 C 0.8514(5) 0.3591(4) 0.7370(4) 0.072(2) Uani 1 1 d DU . . H110 H 0.8872 0.3777 0.7057 0.087 Uiso 1 1 calc R . . C111 C 0.8326(5) 0.3931(3) 0.7963(4) 0.068(2) Uani 1 1 d DU . . H111 H 0.8564 0.4346 0.8053 0.082 Uiso 1 1 calc R . . C112 C 0.7808(4) 0.3694(3) 0.8431(3) 0.066(2) Uani 1 1 d DU . . C113 C 0.7489(5) 0.3069(3) 0.8283(4) 0.067(2) Uani 1 1 d DU . . H113 H 0.7130 0.2883 0.8596 0.081 Uiso 1 1 calc R . . C114 C 0.7689(5) 0.2714(4) 0.7685(4) 0.071(2) Uani 1 1 d DU . . H114 H 0.7476 0.2288 0.7599 0.085 Uiso 1 1 calc R . . C115 C 0.7619(5) 0.4059(3) 0.9090(3) 0.074(3) Uani 1 1 d DU . . H11A H 0.7096 0.3945 0.9230 0.089 Uiso 1 1 calc R . . H11B H 0.7635 0.4545 0.8999 0.089 Uiso 1 1 calc R . . C116 C 0.8153(5) 0.3899(3) 0.9692(3) 0.079(3) Uani 1 1 d DU . . H116 H 0.8679 0.3930 0.9505 0.095 Uiso 1 1 calc R . . C117 C 0.8088(7) 0.4403(4) 1.0260(5) 0.110(4) Uani 1 1 d DU . . H11C H 0.8183 0.4848 1.0071 0.165 Uiso 1 1 calc R . . H11D H 0.8460 0.4304 1.0623 0.165 Uiso 1 1 calc R . . H11E H 0.7579 0.4386 1.0459 0.165 Uiso 1 1 calc R . . C118 C 0.8045(4) 0.3191(3) 0.9939(4) 0.057(2) Uani 1 1 d DU . . C119 C 0.8544(4) 0.2698(3) 0.9750(4) 0.058(2) Uani 1 1 d DU . . H119 H 0.8981 0.2810 0.9488 0.069 Uiso 1 1 calc R . . C120 C 0.8420(4) 0.2054(3) 0.9932(4) 0.0506(18) Uani 1 1 d DU . . H120 H 0.8778 0.1730 0.9787 0.061 Uiso 1 1 calc R . . C121 C 0.7334(4) 0.2328(3) 1.0518(5) 0.0554(16) Uani 1 1 d DU . . H121 H 0.6912 0.2206 1.0797 0.066 Uiso 1 1 calc R . . C122 C 0.7439(4) 0.2994(3) 1.0336(4) 0.059(2) Uani 1 1 d DU . . H122 H 0.7085 0.3318 1.0489 0.071 Uiso 1 1 calc R . . N22 N 0.7504(4) 0.1019(3) 0.1569(3) 0.0616(18) Uani 1 1 d DU . . N21 N 0.7160(3) 0.5658(3) 0.4430(3) 0.0496(15) Uani 1 1 d DU . . C201 C 0.6630(4) 0.5240(3) 0.4184(3) 0.057(2) Uani 1 1 d DU . . H201 H 0.6272 0.5057 0.4499 0.069 Uiso 1 1 calc R . . C202 C 0.6591(5) 0.5069(4) 0.3494(4) 0.068(2) Uani 1 1 d DU . . H202 H 0.6199 0.4782 0.3340 0.082 Uiso 1 1 calc R . . C203 C 0.7102(5) 0.5304(4) 0.3028(3) 0.069(2) Uani 1 1 d DU . . C204 C 0.7635(5) 0.5734(4) 0.3273(4) 0.076(3) Uani 1 1 d DU . . H204 H 0.7996 0.5924 0.2966 0.091 Uiso 1 1 calc R . . C205 C 0.7646(5) 0.5892(4) 0.3971(4) 0.069(2) Uani 1 1 d DU . . H205 H 0.8027 0.6187 0.4131 0.083 Uiso 1 1 calc R . . C206 C 0.7091(6) 0.5076(4) 0.2265(3) 0.087(3) Uani 1 1 d DU . . H206 H 0.6561 0.4934 0.2166 0.104 Uiso 1 1 calc R . . C207 C 0.7277(8) 0.5598(5) 0.1745(5) 0.135(5) Uani 1 1 d DU . . H20A H 0.7214 0.5416 0.1275 0.202 Uiso 1 1 calc R . . H20B H 0.7801 0.5742 0.1809 0.202 Uiso 1 1 calc R . . H20C H 0.6938 0.5979 0.1807 0.202 Uiso 1 1 calc R . . C208 C 0.7577(5) 0.4457(3) 0.2182(5) 0.087(3) Uani 1 1 d DU . . H20D H 0.7613 0.4351 0.1680 0.104 Uiso 1 1 calc R . . H20E H 0.8093 0.4562 0.2348 0.104 Uiso 1 1 calc R . . C209 C 0.7307(5) 0.3853(4) 0.2555(4) 0.080(3) Uani 1 1 d DU . . C210 C 0.6756(5) 0.3442(5) 0.2279(5) 0.093(3) Uani 1 1 d DU . . H210 H 0.6553 0.3542 0.1833 0.112 Uiso 1 1 calc R . . C211 C 0.6498(5) 0.2899(4) 0.2630(5) 0.086(3) Uani 1 1 d DU . . H211 H 0.6150 0.2609 0.2408 0.103 Uiso 1 1 calc R . . C212 C 0.6729(5) 0.2758(4) 0.3299(5) 0.086(3) Uani 1 1 d DU . . C213 C 0.7304(5) 0.3161(4) 0.3570(4) 0.079(3) Uani 1 1 d DU . . H213 H 0.7510 0.3055 0.4013 0.094 Uiso 1 1 calc R . . C214 C 0.7584(5) 0.3714(4) 0.3208(4) 0.076(3) Uani 1 1 d DU . . H214 H 0.7960 0.3990 0.3411 0.091 Uiso 1 1 calc R . . C215 C 0.6467(6) 0.2156(4) 0.3698(5) 0.105(4) Uani 1 1 d DU . . H21A H 0.5986 0.1997 0.3495 0.126 Uiso 1 1 calc R . . H21B H 0.6365 0.2288 0.4186 0.126 Uiso 1 1 calc R . . C216 C 0.7042(6) 0.1576(4) 0.3697(4) 0.098(3) Uani 1 1 d DU . . H216 H 0.7524 0.1751 0.3898 0.117 Uiso 1 1 calc R . . C217 C 0.6771(8) 0.1034(5) 0.4167(6) 0.121(4) Uani 1 1 d DU . . H21C H 0.6701 0.1212 0.4637 0.182 Uiso 1 1 calc R . . H21D H 0.7145 0.0674 0.4178 0.182 Uiso 1 1 calc R . . H21E H 0.6289 0.0860 0.3993 0.182 Uiso 1 1 calc R . . C218 C 0.7210(5) 0.1360(4) 0.2958(4) 0.074(3) Uani 1 1 d DU . . C219 C 0.7787(5) 0.1648(4) 0.2588(4) 0.071(2) Uani 1 1 d DU . . H219 H 0.8112 0.1963 0.2804 0.085 Uiso 1 1 calc R . . C220 C 0.7891(4) 0.1479(3) 0.1909(4) 0.061(2) Uani 1 1 d DU . . H220 H 0.8273 0.1710 0.1659 0.073 Uiso 1 1 calc R . . C221 C 0.6933(5) 0.0716(4) 0.1928(4) 0.067(2) Uani 1 1 d DU . . H221 H 0.6632 0.0387 0.1704 0.080 Uiso 1 1 calc R . . C222 C 0.6787(5) 0.0885(4) 0.2620(4) 0.081(3) Uani 1 1 d DU . . H222 H 0.6388 0.0669 0.2862 0.098 Uiso 1 1 calc R . . N32 N 0.4286(4) 0.8201(3) 0.4647(3) 0.0677(17) Uani 1 1 d DU A 1 N31 N 0.5781(16) 0.5487(14) -0.2810(7) 0.059(2) Uani 0.50 1 d PDU B 1 C301 C 0.6041(11) 0.5126(10) -0.2272(8) 0.062(3) Uani 0.50 1 d PDU B 1 H301 H 0.6401 0.4785 -0.2357 0.074 Uiso 0.50 1 calc PR B 1 C302 C 0.5802(8) 0.5236(7) -0.1611(7) 0.062(3) Uani 0.50 1 d PDU B 1 H302 H 0.5992 0.4963 -0.1247 0.075 Uiso 0.50 1 calc PR B 1 C303 C 0.5303(8) 0.5720(7) -0.1456(5) 0.062(2) Uani 0.50 1 d PDU B 1 C304 C 0.5033(9) 0.6090(8) -0.2005(7) 0.060(3) Uani 0.50 1 d PDU B 1 H304 H 0.4701 0.6454 -0.1925 0.072 Uiso 0.50 1 calc PR B 1 C305 C 0.5248(12) 0.5927(11) -0.2671(7) 0.057(3) Uani 0.50 1 d PDU B 1 H305 H 0.5002 0.6141 -0.3049 0.069 Uiso 0.50 1 calc PR B 1 C306 C 0.5045(7) 0.5861(7) -0.0714(6) 0.070(3) Uani 0.50 1 d PDU B 1 H306 H 0.4972 0.5424 -0.0473 0.084 Uiso 0.50 1 calc PR B 1 C307 C 0.4303(8) 0.6238(8) -0.0688(8) 0.073(4) Uani 0.50 1 d PDU B 1 H30A H 0.3929 0.6008 -0.0977 0.110 Uiso 0.50 1 calc PR B 1 H30B H 0.4379 0.6691 -0.0865 0.110 Uiso 0.50 1 calc PR B 1 H30C H 0.4123 0.6257 -0.0207 0.110 Uiso 0.50 1 calc PR B 1 C308 C 0.5654(7) 0.6247(8) -0.0325(6) 0.079(3) Uani 0.50 1 d PDU B 1 H30D H 0.5763 0.6671 -0.0569 0.094 Uiso 0.50 1 calc PR B 1 H30E H 0.6125 0.5983 -0.0303 0.094 Uiso 0.50 1 calc PR B 1 C309 C 0.5365(6) 0.6388(6) 0.0407(6) 0.075(2) Uani 0.50 1 d PDU B 1 C310 C 0.5054(9) 0.6999(6) 0.0561(7) 0.073(3) Uani 0.50 1 d PDU B 1 H310 H 0.5004 0.7328 0.0208 0.088 Uiso 0.50 1 calc PR B 1 C311 C 0.4817(9) 0.7130(7) 0.1227(7) 0.071(3) Uani 0.50 1 d PDU B 1 H311 H 0.4653 0.7567 0.1341 0.085 Uiso 0.50 1 calc PR B 1 C312 C 0.4810(10) 0.6651(7) 0.1732(6) 0.068(2) Uani 0.50 1 d PDU B 1 C313 C 0.5126(10) 0.6029(7) 0.1580(7) 0.068(3) Uani 0.50 1 d PDU B 1 H313 H 0.5168 0.5699 0.1933 0.082 Uiso 0.50 1 calc PR B 1 C314 C 0.5381(9) 0.5895(7) 0.0902(6) 0.071(3) Uani 0.50 1 d PDU B 1 H314 H 0.5565 0.5464 0.0786 0.085 Uiso 0.50 1 calc PR B 1 C315 C 0.4504(7) 0.6822(9) 0.2443(6) 0.067(3) Uani 0.50 1 d PDU B 1 H31A H 0.4311 0.6415 0.2675 0.081 Uiso 0.50 1 calc PR B 1 H31B H 0.4084 0.7145 0.2401 0.081 Uiso 0.50 1 calc PR B 1 C316 C 0.5146(4) 0.7123(4) 0.2868(4) 0.0621(18) Uani 1 1 d DU . . H316 H 0.5412 0.7450 0.2561 0.075 Uiso 1 1 calc R B 1 C317 C 0.5696(5) 0.6586(4) 0.3040(5) 0.074(2) Uani 1 1 d DU B 1 H31C H 0.5871 0.6374 0.2610 0.110 Uiso 1 1 calc R B 1 H31D H 0.5451 0.6252 0.3336 0.110 Uiso 1 1 calc R B 1 H31E H 0.6129 0.6778 0.3287 0.110 Uiso 1 1 calc R B 1 C318 C 0.4852(4) 0.7502(3) 0.3486(3) 0.0547(16) Uani 1 1 d DU A . C319 C 0.4644(4) 0.7175(4) 0.4097(4) 0.0584(18) Uani 1 1 d DU . . H319 H 0.4698 0.6706 0.4134 0.070 Uiso 1 1 calc R B . C320 C 0.4365(5) 0.7531(4) 0.4637(4) 0.0637(19) Uani 1 1 d DU A . H320 H 0.4212 0.7292 0.5040 0.076 Uiso 1 1 calc R C 1 C321 C 0.4505(5) 0.8522(4) 0.4052(4) 0.0653(19) Uani 1 1 d DU . . H321 H 0.4446 0.8991 0.4027 0.078 Uiso 1 1 calc R A 1 C322 C 0.4810(4) 0.8189(3) 0.3483(4) 0.0591(18) Uani 1 1 d DU A . H322 H 0.4989 0.8433 0.3093 0.071 Uiso 1 1 calc R . . N1' N 0.5838(17) 0.5455(14) -0.2853(6) 0.059(2) Uani 0.50 1 d PDU B 2 C1' C 0.6181(12) 0.5133(10) -0.2329(8) 0.062(2) Uani 0.50 1 d PDU B 2 H1' H 0.6472 0.4748 -0.2431 0.074 Uiso 0.50 1 calc PR B 2 C2' C 0.6125(9) 0.5340(7) -0.1658(7) 0.065(3) Uani 0.50 1 d PDU B 2 H2' H 0.6401 0.5113 -0.1306 0.077 Uiso 0.50 1 calc PR B 2 C3' C 0.5680(8) 0.5864(7) -0.1480(5) 0.068(2) Uiso 0.50 1 d PDU B 2 C4' C 0.5335(9) 0.6199(8) -0.2014(6) 0.061(3) Uani 0.50 1 d PDU B 2 H4' H 0.5047 0.6588 -0.1921 0.073 Uiso 0.50 1 calc PR B 2 C5' C 0.5407(12) 0.5969(11) -0.2684(6) 0.057(3) Uani 0.50 1 d PDU B 2 H5' H 0.5135 0.6189 -0.3043 0.068 Uiso 0.50 1 calc PR B 2 C6' C 0.5665(7) 0.6128(8) -0.0739(5) 0.080(3) Uani 0.50 1 d PDU B 2 H6' H 0.5783 0.6610 -0.0814 0.096 Uiso 0.50 1 calc PR B 2 C7' C 0.6293(9) 0.5921(11) -0.0282(8) 0.106(5) Uani 0.50 1 d PDU B 2 H7'1 H 0.6640 0.5635 -0.0543 0.159 Uiso 0.50 1 calc PR B 2 H7'2 H 0.6091 0.5675 0.0117 0.159 Uiso 0.50 1 calc PR B 2 H7'3 H 0.6563 0.6317 -0.0118 0.159 Uiso 0.50 1 calc PR B 2 C8' C 0.4876(7) 0.6164(8) -0.0464(5) 0.076(3) Uani 0.50 1 d PDU B 2 H8'1 H 0.4649 0.5715 -0.0510 0.092 Uiso 0.50 1 calc PR B 2 H8'2 H 0.4585 0.6467 -0.0770 0.092 Uiso 0.50 1 calc PR B 2 C9' C 0.4767(8) 0.6390(6) 0.0273(5) 0.069(2) Uani 0.50 1 d PDU B 2 C10' C 0.4601(9) 0.7036(6) 0.0455(6) 0.073(3) Uani 0.50 1 d PDU B 2 H10' H 0.4542 0.7363 0.0101 0.087 Uiso 0.50 1 calc PR B 2 C11' C 0.4518(10) 0.7218(6) 0.1139(6) 0.072(3) Uani 0.50 1 d PDU B 2 H11' H 0.4426 0.7673 0.1245 0.086 Uiso 0.50 1 calc PR B 2 C12' C 0.4561(11) 0.6771(6) 0.1675(5) 0.067(2) Uani 0.50 1 d PDU B 2 C13' C 0.4736(10) 0.6111(6) 0.1490(5) 0.067(3) Uani 0.50 1 d PDU B 2 H13' H 0.4809 0.5788 0.1845 0.080 Uiso 0.50 1 calc PR B 2 C14' C 0.4805(10) 0.5921(6) 0.0792(5) 0.067(2) Uani 0.50 1 d PDU B 2 H14' H 0.4878 0.5466 0.0677 0.081 Uiso 0.50 1 calc PR B 2 C15' C 0.4406(12) 0.6965(9) 0.2416(6) 0.069(3) Uani 0.50 1 d PDU B 2 H15A H 0.4124 0.6599 0.2644 0.083 Uiso 0.50 1 calc PR B 2 H15B H 0.4077 0.7363 0.2417 0.083 Uiso 0.50 1 calc PR B 2 N1 N 0.4394(5) 0.5850(4) 0.5277(5) 0.079(2) Uani 1 1 d U . . O3 O 0.4447(5) 0.6212(4) 0.5799(4) 0.115(3) Uani 1 1 d U . . O4 O 0.4982(3) 0.5735(3) 0.4929(3) 0.0701(15) Uani 1 1 d U . . O5 O 0.3797(5) 0.5611(5) 0.5088(5) 0.144(3) Uani 1 1 d U . . N2 N 0.9744(8) 0.5044(9) 0.2655(10) 0.159(6) Uiso 0.36 1 d PG D 1 O6 O 0.9722(15) 0.4946(13) 0.3295(10) 0.159(6) Uiso 0.36 1 d PG D 1 O7 O 1.0048(15) 0.4644(11) 0.2268(12) 0.159(6) Uiso 0.36 1 d PG D 1 O8 O 0.9477(15) 0.5572(11) 0.2426(13) 0.159(6) Uiso 0.36 1 d PG D 1 N2' N 0.4374(17) 0.9012(12) 0.1133(15) 0.250(12) Uiso 0.31 1 d PG E 2 O6' O 0.3712(18) 0.894(2) 0.094(2) 0.250(12) Uiso 0.31 1 d PG E 2 O7' O 0.451(3) 0.922(2) 0.1718(18) 0.250(12) Uiso 0.31 1 d PG E 2 O8' O 0.489(2) 0.890(2) 0.071(2) 0.250(12) Uiso 0.31 1 d PG E 2 N2" N 0.9769(11) 0.3347(10) 0.1569(8) 0.157(6) Uiso 0.33 1 d PG F 3 O6" O 0.9708(15) 0.3961(10) 0.1590(15) 0.157(6) Uiso 0.33 1 d PG F 3 O8" O 0.9244(13) 0.2989(12) 0.1748(15) 0.157(6) Uiso 0.33 1 d PG F 3 O7" O 1.0387(13) 0.3113(13) 0.1388(15) 0.157(6) Uiso 0.33 1 d PG F 3 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 Ni1 0.0597(5) 0.0377(4) 0.0574(5) 0.0113(5) 0.0109(6) -0.0048(4) O1 0.057(3) 0.056(3) 0.086(4) 0.020(3) 0.013(3) 0.001(2) O2 0.064(3) 0.053(3) 0.056(3) 0.005(2) 0.016(2) -0.003(3) N12 0.052(3) 0.039(3) 0.059(4) 0.016(3) -0.012(3) 0.006(3) N11 0.068(4) 0.036(3) 0.064(4) 0.008(3) 0.012(3) -0.002(3) C101 0.091(6) 0.055(5) 0.075(5) 0.029(4) 0.028(5) 0.005(4) C102 0.087(6) 0.046(5) 0.092(6) 0.018(4) 0.010(5) -0.005(4) C103 0.083(5) 0.053(5) 0.061(5) 0.019(4) -0.022(4) -0.005(4) C104 0.082(5) 0.062(5) 0.049(5) -0.001(4) -0.012(4) 0.018(4) C105 0.071(5) 0.057(4) 0.057(4) 0.006(4) 0.009(4) 0.010(4) C106 0.111(7) 0.053(5) 0.104(6) -0.005(5) -0.032(6) 0.014(5) C107 0.161(8) 0.083(6) 0.112(8) -0.008(6) 0.026(7) 0.024(6) C108 0.105(7) 0.057(5) 0.077(5) 0.010(4) 0.005(5) 0.015(5) C109 0.074(5) 0.047(4) 0.064(5) 0.019(4) -0.008(4) 0.009(4) C110 0.079(6) 0.062(5) 0.076(5) 0.020(5) -0.004(5) -0.002(4) C111 0.088(6) 0.040(4) 0.076(5) 0.018(4) -0.015(5) -0.005(4) C112 0.077(6) 0.050(5) 0.071(5) 0.012(4) -0.013(5) 0.008(4) C113 0.075(5) 0.055(5) 0.072(5) 0.021(4) 0.001(4) 0.000(4) C114 0.087(6) 0.049(5) 0.076(5) 0.016(4) -0.031(5) 0.001(4) C115 0.106(6) 0.037(4) 0.080(5) 0.013(4) 0.000(5) 0.009(4) C116 0.117(7) 0.052(5) 0.069(5) 0.012(4) -0.029(5) 0.005(5) C117 0.135(8) 0.091(7) 0.103(7) 0.001(6) 0.001(6) -0.009(6) C118 0.075(5) 0.044(4) 0.054(4) 0.001(4) -0.016(4) 0.001(4) C119 0.070(5) 0.051(4) 0.053(4) 0.004(4) 0.001(4) -0.003(4) C120 0.058(5) 0.041(4) 0.053(4) 0.010(3) -0.005(4) 0.001(3) C121 0.056(4) 0.051(4) 0.059(4) 0.006(4) -0.011(4) 0.010(3) C122 0.075(5) 0.040(4) 0.063(5) 0.004(3) -0.019(4) 0.018(3) N22 0.074(4) 0.040(3) 0.071(4) 0.015(3) -0.003(4) 0.007(3) N21 0.057(4) 0.040(3) 0.052(3) 0.006(3) 0.012(3) 0.002(3) C201 0.069(5) 0.038(4) 0.065(5) -0.004(4) 0.014(4) 0.002(4) C202 0.081(6) 0.051(5) 0.073(5) -0.008(4) 0.000(5) 0.017(4) C203 0.095(6) 0.051(5) 0.062(5) 0.003(4) 0.006(5) 0.029(5) C204 0.095(6) 0.066(6) 0.066(5) 0.011(4) 0.016(5) 0.020(5) C205 0.073(6) 0.067(5) 0.069(5) 0.020(4) 0.009(5) -0.003(5) C206 0.136(7) 0.067(5) 0.058(5) -0.001(4) 0.018(5) 0.041(5) C207 0.194(10) 0.109(8) 0.100(7) 0.024(6) 0.020(7) 0.041(8) C208 0.125(7) 0.058(5) 0.076(6) 0.006(5) 0.017(5) 0.026(5) C209 0.114(7) 0.066(5) 0.061(5) -0.007(4) 0.002(5) 0.042(5) C210 0.116(7) 0.087(7) 0.077(6) -0.015(5) -0.013(6) 0.051(6) C211 0.096(7) 0.067(6) 0.095(6) -0.015(5) -0.006(6) 0.024(5) C212 0.101(7) 0.058(5) 0.100(7) -0.005(5) -0.007(6) 0.019(5) C213 0.114(7) 0.058(5) 0.063(5) 0.007(4) -0.011(5) 0.026(5) C214 0.109(7) 0.052(5) 0.067(5) -0.003(4) -0.007(5) 0.022(5) C215 0.133(8) 0.080(6) 0.102(7) -0.006(6) 0.017(6) 0.028(6) C216 0.140(8) 0.058(5) 0.095(6) -0.002(5) 0.033(6) 0.012(6) C217 0.183(10) 0.075(6) 0.106(7) 0.004(6) 0.039(7) 0.007(7) C218 0.111(7) 0.036(4) 0.074(5) 0.006(4) 0.012(5) 0.013(4) C219 0.101(6) 0.040(4) 0.071(5) 0.007(4) -0.004(5) 0.009(4) C220 0.075(5) 0.039(4) 0.069(5) 0.010(4) -0.006(4) 0.006(4) C221 0.085(6) 0.044(5) 0.071(5) 0.020(4) 0.003(5) 0.002(4) C222 0.110(7) 0.060(5) 0.074(5) 0.020(5) 0.028(5) 0.009(5) N32 0.062(4) 0.071(4) 0.071(4) -0.003(3) 0.013(3) 0.015(3) N31 0.063(5) 0.054(4) 0.060(4) 0.006(4) 0.009(4) -0.005(4) C301 0.062(5) 0.058(4) 0.066(4) 0.007(4) 0.003(4) -0.003(4) C302 0.063(5) 0.061(4) 0.062(4) 0.011(4) -0.001(4) -0.003(4) C303 0.063(4) 0.060(4) 0.062(4) 0.011(4) 0.006(4) -0.006(4) C304 0.064(5) 0.058(4) 0.059(4) 0.008(4) 0.009(4) 0.001(4) C305 0.063(5) 0.052(4) 0.057(4) 0.009(4) 0.010(4) 0.002(4) C306 0.074(5) 0.073(5) 0.064(5) 0.004(4) 0.003(4) 0.002(4) C307 0.084(8) 0.069(8) 0.067(7) 0.008(6) -0.003(7) -0.001(7) C308 0.079(5) 0.086(5) 0.071(5) 0.002(5) 0.007(5) 0.005(4) C309 0.076(4) 0.081(4) 0.067(4) -0.007(4) 0.000(4) -0.002(4) C310 0.072(5) 0.080(4) 0.067(4) -0.010(4) -0.003(4) -0.001(4) C311 0.070(5) 0.075(4) 0.068(4) -0.010(4) -0.002(4) -0.002(4) C312 0.072(4) 0.068(4) 0.065(4) -0.008(4) 0.006(4) -0.007(4) C313 0.069(5) 0.074(5) 0.061(4) -0.003(4) 0.003(5) -0.003(5) C314 0.072(5) 0.076(5) 0.063(5) -0.007(4) 0.000(5) -0.003(5) C315 0.073(5) 0.062(5) 0.067(4) -0.008(4) 0.009(4) -0.007(4) C316 0.071(4) 0.056(4) 0.059(4) -0.006(3) 0.015(3) -0.002(3) C317 0.080(6) 0.059(5) 0.081(5) -0.014(4) 0.023(5) 0.018(4) C318 0.058(3) 0.047(3) 0.059(3) -0.003(3) 0.010(3) 0.001(3) C319 0.057(4) 0.053(4) 0.065(4) 0.003(3) 0.012(3) 0.010(3) C320 0.063(4) 0.062(4) 0.066(4) 0.006(4) 0.010(3) 0.009(4) C321 0.063(4) 0.055(4) 0.077(4) -0.001(4) 0.014(4) 0.012(3) C322 0.065(4) 0.044(4) 0.068(4) 0.000(3) 0.005(4) 0.010(3) N1' 0.063(4) 0.053(4) 0.060(4) 0.004(4) 0.008(4) -0.005(4) C1' 0.061(5) 0.059(4) 0.066(4) 0.008(4) 0.004(4) -0.003(4) C2' 0.066(5) 0.063(4) 0.065(4) 0.012(4) 0.001(4) -0.001(4) C4' 0.065(5) 0.058(4) 0.060(4) 0.018(4) 0.019(4) 0.011(4) C5' 0.063(5) 0.051(4) 0.056(4) 0.008(4) 0.011(4) 0.002(4) C6' 0.081(5) 0.089(5) 0.069(5) 0.014(4) 0.015(4) 0.020(4) C7' 0.103(9) 0.113(9) 0.101(8) -0.004(8) 0.014(8) 0.000(8) C8' 0.073(5) 0.088(5) 0.067(5) -0.001(4) -0.001(5) 0.003(5) C9' 0.062(4) 0.082(4) 0.063(4) -0.009(4) -0.003(4) -0.002(4) C10' 0.068(5) 0.084(5) 0.066(5) -0.011(4) -0.005(5) 0.001(5) C11' 0.072(5) 0.075(4) 0.069(4) -0.008(4) -0.003(4) -0.002(4) C12' 0.070(4) 0.066(4) 0.065(4) -0.008(4) 0.001(4) -0.008(4) C13' 0.068(5) 0.071(4) 0.062(4) -0.008(4) 0.007(4) -0.004(4) C14' 0.063(4) 0.076(4) 0.064(4) -0.011(4) 0.006(4) -0.004(4) C15' 0.074(5) 0.064(5) 0.069(4) -0.008(4) 0.009(4) -0.007(4) N1 0.071(5) 0.084(5) 0.082(5) 0.012(4) -0.005(4) 0.022(4) O3 0.132(6) 0.140(6) 0.072(4) -0.007(4) 0.004(4) 0.049(5) O4 0.072(4) 0.078(4) 0.060(3) -0.002(3) 0.017(3) 0.006(3) O5 0.079(5) 0.188(8) 0.163(7) -0.028(6) -0.004(5) 0.032(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O2 2.080(5) . ? Ni1 O1 2.082(5) . ? Ni1 N22 2.097(6) 4_655 ? Ni1 N12 2.098(5) 4_654 ? Ni1 N11 2.102(5) . ? Ni1 N21 2.120(6) . ? N12 C120 1.334(7) . ? N12 C121 1.366(6) . ? N12 Ni1 2.098(5) 4_645 ? N11 C105 1.327(5) . ? N11 C101 1.341(5) . ? C101 C102 1.359(5) . ? C102 C103 1.359(5) . ? C103 C104 1.368(5) . ? C103 C106 1.521(5) . ? C104 C105 1.374(5) . ? C106 C107 1.487(6) . ? C106 C108 1.510(5) . ? C108 C109 1.503(5) . ? C109 C114 1.373(8) . ? C109 C110 1.377(8) . ? C110 C111 1.369(8) . ? C111 C112 1.370(8) . ? C112 C113 1.405(8) . ? C112 C115 1.502(5) . ? C113 C114 1.399(8) . ? C115 C116 1.528(6) . ? C116 C117 1.493(6) . ? C116 C118 1.510(5) . ? C118 C122 1.375(7) . ? C118 C119 1.375(7) . ? C119 C120 1.357(7) . ? C121 C122 1.395(7) . ? N22 C220 1.324(7) . ? N22 C221 1.367(7) . ? N22 Ni1 2.097(6) 4_644 ? N21 C205 1.318(7) . ? N21 C201 1.345(7) . ? C201 C202 1.371(7) . ? C202 C203 1.359(7) . ? C203 C204 1.364(8) . ? C203 C206 1.535(7) . ? C204 C205 1.377(7) . ? C206 C207 1.485(8) . ? C206 C208 1.520(8) . ? C208 C209 1.488(8) . ? C209 C214 1.376(9) . ? C209 C210 1.383(9) . ? C210 C211 1.361(9) . ? C211 C212 1.379(9) . ? C212 C213 1.399(9) . ? C212 C215 1.505(8) . ? C213 C214 1.402(9) . ? C215 C216 1.548(8) . ? C216 C217 1.493(8) . ? C216 C218 1.515(7) . ? C218 C219 1.373(8) . ? C218 C222 1.375(8) . ? C219 C220 1.361(8) . ? C221 C222 1.398(8) . ? N32 C320 1.352(8) . ? N32 C321 1.367(8) . ? N31 C305 1.318(9) . ? N31 C301 1.345(9) . ? C301 C302 1.358(10) . ? C302 C303 1.347(10) . ? C303 C304 1.376(10) . ? C303 C306 1.522(9) . ? C304 C305 1.375(10) . ? C306 C307 1.516(10) . ? C306 C308 1.523(10) . ? C308 C309 1.525(10) . ? C309 C314 1.373(11) . ? C309 C310 1.376(11) . ? C310 C311 1.373(11) . ? C311 C312 1.366(11) . ? C312 C313 1.399(11) . ? C312 C315 1.510(9) . ? C313 C314 1.406(11) . ? C315 C316 1.524(10) . ? C316 C317 1.490(8) . ? C316 C318 1.504(7) . ? C316 C15' 1.60(2) . ? C318 C322 1.381(8) . ? C318 C319 1.394(8) . ? C319 C320 1.353(8) . ? C321 C322 1.392(8) . ? N1' C5' 1.324(7) . ? N1' C1' 1.341(7) . ? C1' C2' 1.359(7) . ? C2' C3' 1.358(7) . ? C3' C4' 1.371(7) . ? C3' C6' 1.519(7) . ? C4' C5' 1.374(7) . ? C6' C7' 1.476(7) . ? C6' C8' 1.495(7) . ? C8' C9' 1.501(7) . ? C9' C14' 1.373(9) . ? C9' C10' 1.375(9) . ? C10' C11' 1.371(9) . ? C11' C12' 1.369(9) . ? C12' C13' 1.406(9) . ? C12' C15' 1.502(7) . ? C13' C14' 1.400(9) . ? N1 O5 1.215(11) . ? N1 O3 1.243(10) . ? N1 O4 1.258(9) . ? N2 O7 1.2190 . ? N2 O8 1.2401 . ? N2 O6 1.2477 . ? N2' O7' 1.2195 . ? N2' O6' 1.2413 . ? N2' O8' 1.2467 . ? N2" O8" 1.2250 . ? N2" O6" 1.2372 . ? N2" O7" 1.2408 . ? 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 Ni1 O1 174.5(2) . . ? O2 Ni1 N22 86.4(2) . 4_655 ? O1 Ni1 N22 88.2(3) . 4_655 ? O2 Ni1 N12 89.1(2) . 4_654 ? O1 Ni1 N12 91.8(2) . 4_654 ? N22 Ni1 N12 91.4(2) 4_655 4_654 ? O2 Ni1 N11 90.8(2) . . ? O1 Ni1 N11 88.6(2) . . ? N22 Ni1 N11 92.9(2) 4_655 . ? N12 Ni1 N11 175.7(2) 4_654 . ? O2 Ni1 N21 93.2(2) . . ? O1 Ni1 N21 92.2(2) . . ? N22 Ni1 N21 178.8(3) 4_655 . ? N12 Ni1 N21 87.5(2) 4_654 . ? N11 Ni1 N21 88.2(2) . . ? C120 N12 C121 116.4(5) . . ? C120 N12 Ni1 120.6(4) . 4_645 ? C121 N12 Ni1 122.9(4) . 4_645 ? C105 N11 C101 117.0(5) . . ? C105 N11 Ni1 123.5(4) . . ? C101 N11 Ni1 119.5(4) . . ? N11 C101 C102 122.2(6) . . ? C103 C102 C101 121.1(6) . . ? C102 C103 C104 116.9(5) . . ? C102 C103 C106 120.4(5) . . ? C104 C103 C106 122.5(5) . . ? C103 C104 C105 119.9(5) . . ? N11 C105 C104 122.8(5) . . ? C107 C106 C108 115.5(6) . . ? C107 C106 C103 115.5(6) . . ? C108 C106 C103 110.0(5) . . ? C109 C108 C106 114.5(5) . . ? C114 C109 C110 118.7(6) . . ? C114 C109 C108 118.9(6) . . ? C110 C109 C108 122.4(6) . . ? C111 C110 C109 121.1(6) . . ? C110 C111 C112 122.4(6) . . ? C111 C112 C113 116.5(6) . . ? C111 C112 C115 122.3(6) . . ? C113 C112 C115 121.1(6) . . ? C114 C113 C112 121.2(6) . . ? C109 C114 C113 120.0(6) . . ? C112 C115 C116 113.4(6) . . ? C117 C116 C118 113.4(6) . . ? C117 C116 C115 111.3(6) . . ? C118 C116 C115 111.0(5) . . ? C122 C118 C119 116.2(5) . . ? C122 C118 C116 122.9(6) . . ? C119 C118 C116 120.8(6) . . ? C120 C119 C118 120.9(6) . . ? N12 C120 C119 124.1(6) . . ? N12 C121 C122 121.1(6) . . ? C118 C122 C121 121.2(6) . . ? C220 N22 C221 116.4(6) . . ? C220 N22 Ni1 122.4(5) . 4_644 ? C221 N22 Ni1 120.8(5) . 4_644 ? C205 N21 C201 116.3(6) . . ? C205 N21 Ni1 120.0(5) . . ? C201 N21 Ni1 123.1(4) . . ? N21 C201 C202 122.1(7) . . ? C203 C202 C201 121.2(7) . . ? C202 C203 C204 116.9(6) . . ? C202 C203 C206 121.2(7) . . ? C204 C203 C206 121.9(7) . . ? C203 C204 C205 119.5(7) . . ? N21 C205 C204 124.1(7) . . ? C207 C206 C208 112.3(7) . . ? C207 C206 C203 115.5(7) . . ? C208 C206 C203 109.7(6) . . ? C209 C208 C206 115.6(7) . . ? C214 C209 C210 118.8(7) . . ? C214 C209 C208 119.3(8) . . ? C210 C209 C208 121.8(7) . . ? C211 C210 C209 121.6(8) . . ? C210 C211 C212 121.8(8) . . ? C211 C212 C213 116.4(7) . . ? C211 C212 C215 123.3(8) . . ? C213 C212 C215 119.9(8) . . ? C212 C213 C214 122.0(7) . . ? C209 C214 C213 119.1(7) . . ? C212 C215 C216 113.6(7) . . ? C217 C216 C218 115.0(7) . . ? C217 C216 C215 109.6(7) . . ? C218 C216 C215 110.2(7) . . ? C219 C218 C222 117.0(6) . . ? C219 C218 C216 120.8(7) . . ? C222 C218 C216 122.3(7) . . ? C220 C219 C218 119.5(7) . . ? N22 C220 C219 125.2(7) . . ? N22 C221 C222 120.6(7) . . ? C218 C222 C221 121.1(7) . . ? C320 N32 C321 115.3(6) . . ? C305 N31 C301 116.7(10) . . ? N31 C301 C302 121.7(11) . . ? C303 C302 C301 122.0(10) . . ? C302 C303 C304 116.5(9) . . ? C302 C303 C306 122.5(10) . . ? C304 C303 C306 120.9(9) . . ? C305 C304 C303 119.3(10) . . ? N31 C305 C304 123.2(11) . . ? C307 C306 C303 112.5(10) . . ? C307 C306 C308 110.0(10) . . ? C303 C306 C308 110.0(10) . . ? C306 C308 C309 108.1(7) . . ? C314 C309 C310 120.3(10) . . ? C314 C309 C308 119.9(10) . . ? C310 C309 C308 119.8(11) . . ? C311 C310 C309 119.4(11) . . ? C312 C311 C310 122.1(11) . . ? C311 C312 C313 118.5(10) . . ? C311 C312 C315 119.1(10) . . ? C313 C312 C315 122.3(10) . . ? C312 C313 C314 119.5(11) . . ? C309 C314 C313 119.8(11) . . ? C312 C315 C316 107.9(10) . . ? C317 C316 C318 114.6(6) . . ? C317 C316 C315 108.6(8) . . ? C318 C316 C315 111.5(7) . . ? C317 C316 C15' 120.7(9) . . ? C318 C316 C15' 104.2(7) . . ? C315 C316 C15' 12.1(11) . . ? C322 C318 C319 117.3(6) . . ? C322 C318 C316 121.3(6) . . ? C319 C318 C316 121.3(6) . . ? C320 C319 C318 119.7(6) . . ? N32 C320 C319 124.9(7) . . ? N32 C321 C322 122.8(7) . . ? C318 C322 C321 119.8(7) . . ? C5' N1' C1' 116.9(7) . . ? N1' C1' C2' 122.2(8) . . ? C3' C2' C1' 121.2(8) . . ? C2' C3' C4' 116.7(7) . . ? C2' C3' C6' 121.1(7) . . ? C4' C3' C6' 121.5(7) . . ? C3' C4' C5' 119.7(8) . . ? N1' C5' C4' 123.1(8) . . ? C7' C6' C8' 120.4(9) . . ? C7' C6' C3' 116.5(8) . . ? C8' C6' C3' 111.4(7) . . ? C6' C8' C9' 118.0(8) . . ? C14' C9' C10' 118.2(7) . . ? C14' C9' C8' 118.1(8) . . ? C10' C9' C8' 123.6(8) . . ? C11' C10' C9' 121.2(8) . . ? C12' C11' C10' 122.7(8) . . ? C11' C12' C13' 116.1(7) . . ? C11' C12' C15' 122.3(8) . . ? C13' C12' C15' 121.6(8) . . ? C14' C13' C12' 121.1(8) . . ? C9' C14' C13' 120.4(8) . . ? C12' C15' C316 114.6(14) . . ? O5 N1 O3 122.5(10) . . ? O5 N1 O4 119.4(9) . . ? O3 N1 O4 118.2(9) . . ? O7 N2 O8 121.0 . . ? O7 N2 O6 120.7 . . ? O8 N2 O6 118.2 . . ? O7' N2' O6' 120.2 . . ? O7' N2' O8' 121.5 . . ? O6' N2' O8' 118.2 . . ? O8" N2" O6" 120.6 . . ? O8" N2" O7" 121.7 . . ? O6" N2" O7" 117.6 . . ? 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 O1 H2O N32 0.84 1.83 2.654(8) 165.5 3_565 O2 H3O N31 0.86 2.11 2.928(17) 157.9 1_556 O2 H3O N1' 0.86 2.01 2.838(18) 160.9 1_556 O2 H4O O4 0.84 1.89 2.648(8) 149.1 . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.164 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.074 data_s92_i _database_code_depnum_ccdc_archive 'CCDC 614206' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Cd N6 O7' _chemical_formula_weight 887.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.710(3) _cell_length_b 25.181(5) _cell_length_c 13.499(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4320.3(15) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 0.561 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8960 _exptl_absorpt_correction_T_max 0.9725 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31615 _diffrn_reflns_av_R_equivalents 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4240 _reflns_number_gt 3419 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0611P)^2^+5.7358P] 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 SHELXL _refine_ls_extinction_coef 0.0042(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4240 _refine_ls_number_parameters 286 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1211 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.038 _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 0.5000 0.346700(11) 1.2500 0.02618(15) Uani 1 2 d S . . N1 N 0.6669(2) 0.33523(10) 1.18290(19) 0.0314(6) Uani 1 1 d . . . N2 N 0.5668(2) 0.36155(11) 0.41282(19) 0.0352(6) Uani 1 1 d . . . C1 C 0.6801(3) 0.30763(13) 1.0981(2) 0.0356(7) Uani 1 1 d . . . H1 H 0.6227 0.2876 1.0730 0.043 Uiso 1 1 calc R . . C2 C 0.7730(3) 0.30735(13) 1.0470(2) 0.0361(7) Uani 1 1 d . . . H2 H 0.7786 0.2875 0.9874 0.043 Uiso 1 1 calc R . . C3 C 0.8583(3) 0.33552(13) 1.0809(2) 0.0324(7) Uani 1 1 d . . . C4 C 0.8448(3) 0.36364(13) 1.1689(2) 0.0342(7) Uani 1 1 d . . . H4 H 0.9016 0.3833 1.1963 0.041 Uiso 1 1 calc R . . C5 C 0.7486(3) 0.36273(13) 1.2161(2) 0.0324(7) Uani 1 1 d . . . H5 H 0.7405 0.3828 1.2753 0.039 Uiso 1 1 calc R . . C6 C 0.9618(3) 0.33652(14) 1.0255(3) 0.0383(8) Uani 1 1 d . . . H6 H 0.9500 0.3195 0.9595 0.046 Uiso 1 1 calc R . . C7 C 1.0440(3) 0.30336(16) 1.0806(3) 0.0496(9) Uani 1 1 d . . . H7A H 1.1107 0.3044 1.0443 0.074 Uiso 1 1 calc R . . H7B H 1.0195 0.2666 1.0857 0.074 Uiso 1 1 calc R . . H7C H 1.0544 0.3179 1.1472 0.074 Uiso 1 1 calc R . . C8 C 0.9995(3) 0.39338(15) 1.0072(3) 0.0396(8) Uani 1 1 d . . . H8A H 1.0170 0.4101 1.0715 0.047 Uiso 1 1 calc R . . H8B H 1.0644 0.3924 0.9668 0.047 Uiso 1 1 calc R . . C9 C 0.9187(3) 0.42694(14) 0.9550(2) 0.0371(8) Uani 1 1 d . . . C11 C 0.8061(3) 0.44175(15) 0.8123(2) 0.0405(8) Uani 1 1 d . . . C10 C 0.8854(3) 0.41388(14) 0.8597(2) 0.0384(8) Uani 1 1 d . . . H10 H 0.9181 0.3850 0.8264 0.046 Uiso 1 1 calc R . . C12 C 0.7609(3) 0.48486(15) 0.8607(3) 0.0455(9) Uani 1 1 d . . . H12 H 0.7075 0.5050 0.8288 0.055 Uiso 1 1 calc R . . C13 C 0.7932(3) 0.49847(15) 0.9544(3) 0.0475(9) Uani 1 1 d . . . H13 H 0.7618 0.5279 0.9869 0.057 Uiso 1 1 calc R . . C14 C 0.8710(3) 0.46971(14) 1.0020(2) 0.0434(8) Uani 1 1 d . . . H14 H 0.8920 0.4793 1.0672 0.052 Uiso 1 1 calc R . . C15 C 0.7688(3) 0.42503(17) 0.7107(3) 0.0484(9) Uani 1 1 d . . . H15A H 0.7457 0.4570 0.6741 0.058 Uiso 1 1 calc R . . H15B H 0.8289 0.4094 0.6743 0.058 Uiso 1 1 calc R . . C16 C 0.6798(4) 0.38542(16) 0.7115(3) 0.0637(13) Uani 1 1 d . . . H16 H 0.6214 0.4064 0.7422 0.076 Uiso 1 1 calc R . . C17 C 0.6808(6) 0.3383(3) 0.7716(4) 0.103(3) Uani 1 1 d . . . H17A H 0.6155 0.3183 0.7610 0.154 Uiso 1 1 calc R . . H17B H 0.6865 0.3482 0.8416 0.154 Uiso 1 1 calc R . . H17C H 0.7411 0.3161 0.7531 0.154 Uiso 1 1 calc R . . C18 C 0.6391(3) 0.37661(14) 0.6070(2) 0.0459(9) Uani 1 1 d . . . C19 C 0.5604(4) 0.40788(15) 0.5669(3) 0.0558(11) Uani 1 1 d . . . H19 H 0.5294 0.4354 0.6052 0.067 Uiso 1 1 calc R . . C20 C 0.5269(3) 0.39909(16) 0.4715(3) 0.0475(9) Uani 1 1 d . . . H20 H 0.4724 0.4210 0.4459 0.057 Uiso 1 1 calc R . . C21 C 0.6437(3) 0.33168(14) 0.4510(2) 0.0374(7) Uani 1 1 d . . . H21 H 0.6743 0.3050 0.4105 0.045 Uiso 1 1 calc R . . C22 C 0.6810(3) 0.33765(14) 0.5465(3) 0.0427(8) Uani 1 1 d . . . H22 H 0.7352 0.3151 0.5705 0.051 Uiso 1 1 calc R . . O1 O 0.0000 0.4695(2) 1.2500 0.0670(12) Uani 1 2 d SD . . H1O H 0.044(3) 0.4893(4) 1.220(4) 0.101 Uiso 1 1 d D . . N10 N 0.5000 0.46579(12) 1.2500 0.0346(9) Uani 1 2 d SD . . O11 O 0.5000 0.51438(12) 1.2500 0.0506(10) Uani 1 2 d SD . . O12 O 0.57971(19) 0.44042(10) 1.2253(2) 0.0596(8) Uani 1 1 d D . . N20 N 0.4788(5) 0.22984(16) 1.2661(5) 0.0344(19) Uani 0.50 1 d PD . . O21 O 0.4587(9) 0.2485(5) 1.1833(9) 0.052(4) Uani 0.50 1 d PD . . O22 O 0.5288(9) 0.2574(5) 1.3261(10) 0.039(3) Uani 0.50 1 d PD . . O23 O 0.4497(5) 0.18489(17) 1.2887(5) 0.073(2) Uani 0.50 1 d PD . . 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 0.0270(2) 0.0264(2) 0.0251(2) 0.000 0.00075(12) 0.000 N1 0.0299(14) 0.0336(13) 0.0307(14) -0.0045(11) 0.0015(11) 0.0031(11) N2 0.0388(16) 0.0407(15) 0.0262(13) -0.0033(12) -0.0012(12) 0.0035(12) C1 0.0340(18) 0.0353(17) 0.0374(18) -0.0113(14) 0.0020(14) -0.0018(13) C2 0.0408(19) 0.0363(17) 0.0312(16) -0.0099(14) 0.0020(14) 0.0032(14) C3 0.0321(17) 0.0390(17) 0.0261(15) -0.0007(13) 0.0033(14) 0.0057(13) C4 0.0291(17) 0.0436(18) 0.0298(16) -0.0041(14) -0.0052(13) -0.0007(14) C5 0.0296(17) 0.0402(17) 0.0274(15) -0.0047(14) -0.0005(13) -0.0003(14) C6 0.0295(17) 0.052(2) 0.0334(18) -0.0072(15) 0.0008(15) 0.0061(15) C7 0.0378(19) 0.064(2) 0.047(2) -0.0018(18) 0.0014(18) 0.0139(18) C8 0.0274(16) 0.059(2) 0.0324(17) 0.0002(16) 0.0041(14) 0.0016(15) C9 0.0308(17) 0.051(2) 0.0297(17) 0.0004(14) 0.0059(14) -0.0083(14) C11 0.043(2) 0.054(2) 0.0242(16) 0.0011(14) -0.0010(15) -0.0001(16) C10 0.0368(18) 0.051(2) 0.0272(16) -0.0025(14) 0.0086(14) 0.0015(15) C12 0.052(2) 0.049(2) 0.0355(18) 0.0046(16) -0.0043(17) 0.0071(17) C13 0.054(2) 0.049(2) 0.040(2) -0.0088(16) -0.0035(18) 0.0065(18) C14 0.046(2) 0.052(2) 0.0319(17) -0.0092(15) -0.0035(15) -0.0036(16) C15 0.051(2) 0.071(3) 0.0239(16) 0.0004(17) 0.0008(17) 0.0011(19) C16 0.115(4) 0.051(2) 0.0244(18) 0.0020(17) -0.009(2) -0.021(2) C17 0.127(6) 0.136(5) 0.046(3) 0.032(3) -0.032(3) -0.068(4) C18 0.074(3) 0.0408(19) 0.0234(16) 0.0007(14) -0.0025(17) -0.0086(18) C19 0.092(3) 0.048(2) 0.0274(18) -0.0068(16) 0.002(2) 0.016(2) C20 0.062(2) 0.051(2) 0.0302(18) -0.0039(16) 0.0016(17) 0.0157(18) C21 0.0385(19) 0.0438(18) 0.0298(17) -0.0040(14) -0.0047(15) 0.0036(15) C22 0.050(2) 0.045(2) 0.0332(18) 0.0023(15) -0.0084(16) -0.0009(16) O1 0.068(3) 0.071(3) 0.062(3) 0.000 -0.003(2) 0.000 N10 0.048(2) 0.0249(19) 0.031(2) 0.000 -0.0081(18) 0.000 O11 0.066(3) 0.0231(17) 0.063(3) 0.000 -0.0037(18) 0.000 O12 0.0565(18) 0.0575(17) 0.0646(17) -0.0297(14) -0.0209(14) 0.0208(14) N20 0.042(6) 0.027(2) 0.035(5) 0.003(3) -0.005(3) 0.005(2) O21 0.068(7) 0.055(7) 0.033(5) 0.002(4) -0.013(4) 0.012(5) O22 0.050(5) 0.028(3) 0.041(5) -0.008(3) -0.005(3) -0.002(3) O23 0.094(5) 0.028(3) 0.097(5) 0.017(3) -0.064(4) -0.018(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.324(3) 3_657 ? Cd1 N1 2.324(3) . ? Cd1 N2 2.385(3) 1_556 ? Cd1 N2 2.385(3) 3_656 ? Cd1 O22 2.499(17) 3_657 ? Cd1 O22 2.499(17) . ? Cd1 O12 2.590(3) . ? Cd1 O12 2.590(3) 3_657 ? N1 C5 1.327(4) . ? N1 C1 1.350(4) . ? N2 C20 1.333(4) . ? N2 C21 1.338(4) . ? N2 Cd1 2.385(3) 1_554 ? C1 C2 1.367(5) . ? C1 H1 0.9500 . ? C2 C3 1.374(5) . ? C2 H2 0.9500 . ? C3 C4 1.394(4) . ? C3 C6 1.513(5) . ? C4 C5 1.379(5) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C8 1.530(5) . ? C6 C7 1.530(5) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.504(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C14 1.389(5) . ? C9 C10 1.393(5) . ? C11 C10 1.386(5) . ? C11 C12 1.391(5) . ? C11 C15 1.510(5) . ? C10 H10 0.9500 . ? C12 C13 1.373(5) . ? C12 H12 0.9500 . ? C13 C14 1.384(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.508(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.438(7) . ? C16 C18 1.519(5) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C22 1.383(5) . ? C18 C19 1.384(6) . ? C19 C20 1.374(5) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.381(5) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? O1 H1O 0.852(5) . ? N10 O11 1.224(4) . ? N10 O12 1.243(3) 3_657 ? N10 O12 1.243(3) . ? N20 O23 1.229(4) . ? N20 O21 1.240(5) . ? N20 O22 1.242(5) . ? O22 O21 0.302(19) 3_657 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N1 165.73(13) 3_657 . ? N1 Cd1 N2 89.14(9) 3_657 1_556 ? N1 Cd1 N2 93.09(9) . 1_556 ? N1 Cd1 N2 93.09(9) 3_657 3_656 ? N1 Cd1 N2 89.14(9) . 3_656 ? N2 Cd1 N2 161.97(13) 1_556 3_656 ? N1 Cd1 O22 85.1(2) 3_657 3_657 ? N1 Cd1 O22 82.1(2) . 3_657 ? N2 Cd1 O22 124.9(2) 1_556 3_657 ? N2 Cd1 O22 73.1(2) 3_656 3_657 ? N1 Cd1 O22 82.1(2) 3_657 . ? N1 Cd1 O22 85.1(2) . . ? N2 Cd1 O22 73.1(2) 1_556 . ? N2 Cd1 O22 124.9(2) 3_656 . ? O22 Cd1 O22 51.8(5) 3_657 . ? N1 Cd1 O12 121.35(8) 3_657 . ? N1 Cd1 O12 72.91(8) . . ? N2 Cd1 O12 80.59(9) 1_556 . ? N2 Cd1 O12 82.99(9) 3_656 . ? O22 Cd1 O12 145.5(2) 3_657 . ? O22 Cd1 O12 144.6(3) . . ? N1 Cd1 O12 72.91(8) 3_657 3_657 ? N1 Cd1 O12 121.35(8) . 3_657 ? N2 Cd1 O12 82.99(9) 1_556 3_657 ? N2 Cd1 O12 80.59(9) 3_656 3_657 ? O22 Cd1 O12 144.6(3) 3_657 3_657 ? O22 Cd1 O12 145.5(2) . 3_657 ? O12 Cd1 O12 48.64(11) . 3_657 ? C5 N1 C1 117.3(3) . . ? C5 N1 Cd1 121.2(2) . . ? C1 N1 Cd1 120.5(2) . . ? C20 N2 C21 116.6(3) . . ? C20 N2 Cd1 121.6(2) . 1_554 ? C21 N2 Cd1 121.8(2) . 1_554 ? N1 C1 C2 122.6(3) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 120.7(3) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C2 C3 C4 116.7(3) . . ? C2 C3 C6 122.0(3) . . ? C4 C3 C6 121.3(3) . . ? C5 C4 C3 119.6(3) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 123.1(3) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C3 C6 C8 111.6(3) . . ? C3 C6 C7 110.1(3) . . ? C8 C6 C7 112.1(3) . . ? C3 C6 H6 107.6 . . ? C8 C6 H6 107.6 . . ? C7 C6 H6 107.6 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C6 112.8(3) . . ? C9 C8 H8A 109.0 . . ? C6 C8 H8A 109.0 . . ? C9 C8 H8B 109.0 . . ? C6 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C14 C9 C10 118.2(3) . . ? C14 C9 C8 121.3(3) . . ? C10 C9 C8 120.4(3) . . ? C10 C11 C12 118.5(3) . . ? C10 C11 C15 120.5(3) . . ? C12 C11 C15 121.0(3) . . ? C11 C10 C9 121.9(3) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C13 C12 C11 120.3(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 120.7(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C9 120.4(3) . . ? C13 C14 H14 119.8 . . ? C9 C14 H14 119.8 . . ? C16 C15 C11 114.4(3) . . ? C16 C15 H15A 108.6 . . ? C11 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C11 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? C17 C16 C15 122.9(4) . . ? C17 C16 C18 114.0(4) . . ? C15 C16 C18 110.2(3) . . ? C17 C16 H16 102.1 . . ? C15 C16 H16 102.1 . . ? C18 C16 H16 102.1 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C22 C18 C19 116.8(3) . . ? C22 C18 C16 121.4(4) . . ? C19 C18 C16 121.8(4) . . ? C20 C19 C18 119.9(3) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? N2 C20 C19 123.6(4) . . ? N2 C20 H20 118.2 . . ? C19 C20 H20 118.2 . . ? N2 C21 C22 123.3(3) . . ? N2 C21 H21 118.3 . . ? C22 C21 H21 118.3 . . ? C21 C22 C18 119.8(3) . . ? C21 C22 H22 120.1 . . ? C18 C22 H22 120.1 . . ? O11 N10 O12 120.93(17) . 3_657 ? O11 N10 O12 120.93(18) . . ? O12 N10 O12 118.1(3) 3_657 . ? N10 O12 Cd1 96.61(19) . . ? O23 N20 O21 120.7(5) . . ? O23 N20 O22 120.5(5) . . ? O21 N20 O22 118.8(4) . . ? O21 O22 N20 65(4) 3_657 . ? O21 O22 Cd1 125(6) 3_657 . ? N20 O22 Cd1 99.2(9) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.126 _refine_diff_density_min -0.724 _refine_diff_density_rms 0.075