Supplementary information (ESI) for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Qiang Xu' _publ_contact_author_email Q.XU@AIST.GO.JP _publ_section_title ; Metal-Organic Coordination Architectures with 3-Pyridin-3-yl-benzoate: Crystal Structures, Fluorescent Emission and Magnetic Properties ; loop_ _publ_author_name 'Qiang Xu.' 'Miao Du.' 'Ling Jiang.' 'Goro Maruta' 'Sadamu Takeda' 'Tetsuya Yamada' ; Rui-Qin Zhong ; 'Ru-Qiang Zou.' # Attachment '1-CCDC 661156.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 661156' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 N2 Ni O6' _chemical_formula_weight 491.13 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 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 9.5205(19) _cell_length_b 9.4077(19) _cell_length_c 11.694(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.11(3) _cell_angle_gamma 90.00 _cell_volume 1036.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2657 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 0.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.828 _exptl_absorpt_correction_T_max 0.872 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9737 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2367 _reflns_number_gt 2260 _reflns_threshold_expression I>\2s(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0289P)^2^+0.4822P] 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 2367 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0622 _refine_ls_wR_factor_gt 0.0614 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 Ni1 Ni 0.5000 0.0000 0.5000 0.01756(8) Uani 1 2 d S . . C1 C 0.83631(13) 0.25803(13) 0.69221(11) 0.0222(2) Uani 1 1 d . . . C2 C 0.94012(13) 0.25208(14) 0.61928(11) 0.0244(3) Uani 1 1 d . . . H2 H 0.9208 0.2055 0.5487 0.029 Uiso 1 1 calc R . . C3 C 1.07234(13) 0.31505(14) 0.65090(12) 0.0248(3) Uani 1 1 d . . . C4 C 1.09974(15) 0.38469(16) 0.75657(13) 0.0328(3) Uani 1 1 d . . . H4 H 1.1874 0.4276 0.7784 0.039 Uiso 1 1 calc R . . C5 C 0.99705(15) 0.39055(17) 0.82949(12) 0.0338(3) Uani 1 1 d . . . H5 H 1.0164 0.4373 0.9000 0.041 Uiso 1 1 calc R . . C6 C 0.86582(14) 0.32728(15) 0.79809(12) 0.0274(3) Uani 1 1 d . . . H6 H 0.7976 0.3311 0.8476 0.033 Uiso 1 1 calc R . . C7 C 0.69378(13) 0.18830(13) 0.65798(11) 0.0227(2) Uani 1 1 d . . . C8 C 1.40190(17) 0.30068(17) 0.44460(15) 0.0392(4) Uani 1 1 d . . . H8 H 1.4757 0.2977 0.4003 0.047 Uiso 1 1 calc R . . C9 C 1.3300(2) 0.42676(19) 0.4515(2) 0.0619(6) Uani 1 1 d . . . H9 H 1.3543 0.5067 0.4118 0.074 Uiso 1 1 calc R . . C10 C 1.2211(2) 0.43304(18) 0.51827(19) 0.0531(5) Uani 1 1 d . . . H10 H 1.1729 0.5178 0.5255 0.064 Uiso 1 1 calc R . . C11 C 1.18484(13) 0.31170(14) 0.57395(12) 0.0270(3) Uani 1 1 d . . . C12 C 1.26221(13) 0.18934(14) 0.56113(11) 0.0246(3) Uani 1 1 d . . . H12 H 1.2380 0.1071 0.5979 0.030 Uiso 1 1 calc R . . N1 N 1.37007(11) 0.18274(12) 0.49879(10) 0.0241(2) Uani 1 1 d . . . O1 O 0.67677(9) 0.11905(10) 0.56440(8) 0.0256(2) Uani 1 1 d . . . O2 O 0.60242(11) 0.20115(12) 0.72531(9) 0.0358(2) Uani 1 1 d . . . O1W O 0.54043(11) 0.04011(11) 0.33056(8) 0.0312(2) Uani 1 1 d . . . H1WA H 0.5019 -0.0244 0.2910 0.037 Uiso 1 1 d R . . H1WB H 0.5496 0.1111 0.2912 0.037 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01540(12) 0.01935(12) 0.01898(12) -0.00122(7) 0.00610(8) -0.00090(7) C1 0.0195(5) 0.0221(6) 0.0255(6) -0.0022(5) 0.0044(5) 0.0007(4) C2 0.0223(6) 0.0250(6) 0.0265(6) -0.0048(5) 0.0062(5) 0.0000(5) C3 0.0197(6) 0.0231(6) 0.0328(7) 0.0000(5) 0.0073(5) 0.0023(5) C4 0.0234(6) 0.0365(7) 0.0381(7) -0.0064(6) 0.0027(6) -0.0067(5) C5 0.0321(7) 0.0408(8) 0.0283(7) -0.0118(6) 0.0032(6) -0.0060(6) C6 0.0249(6) 0.0313(7) 0.0270(6) -0.0052(5) 0.0075(5) 0.0000(5) C7 0.0201(6) 0.0232(6) 0.0255(6) -0.0023(5) 0.0061(5) -0.0003(4) C8 0.0389(8) 0.0344(8) 0.0503(9) 0.0118(7) 0.0269(7) 0.0056(6) C9 0.0675(12) 0.0356(9) 0.0949(16) 0.0300(10) 0.0542(12) 0.0153(8) C10 0.0524(10) 0.0311(8) 0.0845(14) 0.0184(8) 0.0403(10) 0.0162(7) C11 0.0204(6) 0.0270(6) 0.0349(7) 0.0007(5) 0.0080(5) 0.0007(5) C12 0.0206(6) 0.0241(6) 0.0303(6) 0.0015(5) 0.0079(5) -0.0011(5) N1 0.0210(5) 0.0243(5) 0.0283(5) 0.0007(4) 0.0074(4) 0.0007(4) O1 0.0207(4) 0.0309(5) 0.0261(4) -0.0071(4) 0.0066(3) -0.0043(4) O2 0.0280(5) 0.0444(6) 0.0386(5) -0.0173(5) 0.0174(4) -0.0108(4) O1W 0.0398(6) 0.0311(5) 0.0244(5) 0.0006(4) 0.0102(4) -0.0086(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0727(10) 3_656 ? Ni1 O1 2.0727(10) . ? Ni1 O1W 2.1052(10) 3_656 ? Ni1 O1W 2.1052(10) . ? Ni1 N1 2.1168(11) 1_455 ? Ni1 N1 2.1168(11) 3_756 ? C1 C6 1.3922(18) . ? C1 C2 1.3947(17) . ? C1 C7 1.5095(17) . ? C2 C3 1.3932(18) . ? C2 H2 0.9300 . ? C3 C4 1.390(2) . ? C3 C11 1.4933(18) . ? C4 C5 1.386(2) . ? C4 H4 0.9300 . ? C5 C6 1.3858(19) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.2586(15) . ? C7 O1 1.2642(15) . ? C8 N1 1.3337(18) . ? C8 C9 1.378(2) . ? C8 H8 0.9300 . ? C9 C10 1.385(2) . ? C9 H9 0.9300 . ? C10 C11 1.382(2) . ? C10 H10 0.9300 . ? C11 C12 1.3862(18) . ? C12 N1 1.3420(16) . ? C12 H12 0.9300 . ? N1 Ni1 2.1168(11) 1_655 ? O1W H1WA 0.8183 . ? O1W H1WB 0.8230 . ? 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 Ni1 O1 180.00(3) 3_656 . ? O1 Ni1 O1W 89.90(4) 3_656 3_656 ? O1 Ni1 O1W 90.10(4) . 3_656 ? O1 Ni1 O1W 90.10(4) 3_656 . ? O1 Ni1 O1W 89.90(4) . . ? O1W Ni1 O1W 180.0 3_656 . ? O1 Ni1 N1 89.58(4) 3_656 1_455 ? O1 Ni1 N1 90.42(4) . 1_455 ? O1W Ni1 N1 88.14(5) 3_656 1_455 ? O1W Ni1 N1 91.86(5) . 1_455 ? O1 Ni1 N1 90.42(4) 3_656 3_756 ? O1 Ni1 N1 89.58(4) . 3_756 ? O1W Ni1 N1 91.86(5) 3_656 3_756 ? O1W Ni1 N1 88.14(5) . 3_756 ? N1 Ni1 N1 180.0 1_455 3_756 ? C6 C1 C2 119.41(12) . . ? C6 C1 C7 120.02(11) . . ? C2 C1 C7 120.56(11) . . ? C3 C2 C1 120.82(12) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C4 C3 C2 119.04(12) . . ? C4 C3 C11 119.00(12) . . ? C2 C3 C11 121.95(12) . . ? C5 C4 C3 120.35(13) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 120.51(13) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 119.86(12) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 125.14(12) . . ? O2 C7 C1 117.85(11) . . ? O1 C7 C1 117.00(11) . . ? N1 C8 C9 122.71(13) . . ? N1 C8 H8 118.6 . . ? C9 C8 H8 118.6 . . ? C8 C9 C10 119.20(15) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 119.15(15) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C10 C11 C12 117.61(13) . . ? C10 C11 C3 120.96(12) . . ? C12 C11 C3 121.33(12) . . ? N1 C12 C11 123.79(12) . . ? N1 C12 H12 118.1 . . ? C11 C12 H12 118.1 . . ? C8 N1 C12 117.53(11) . . ? C8 N1 Ni1 120.47(9) . 1_655 ? C12 N1 Ni1 121.68(9) . 1_655 ? C7 O1 Ni1 126.24(8) . . ? Ni1 O1W H1WA 105.8 . . ? Ni1 O1W H1WB 136.1 . . ? H1WA O1W H1WB 111.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.3(2) . . . . ? C7 C1 C2 C3 -179.37(12) . . . . ? C1 C2 C3 C4 -0.2(2) . . . . ? C1 C2 C3 C11 -179.30(12) . . . . ? C2 C3 C4 C5 0.3(2) . . . . ? C11 C3 C4 C5 179.51(13) . . . . ? C3 C4 C5 C6 -0.1(2) . . . . ? C4 C5 C6 C1 -0.4(2) . . . . ? C2 C1 C6 C5 0.6(2) . . . . ? C7 C1 C6 C5 179.66(13) . . . . ? C6 C1 C7 O2 3.31(19) . . . . ? C2 C1 C7 O2 -177.63(12) . . . . ? C6 C1 C7 O1 -175.39(12) . . . . ? C2 C1 C7 O1 3.67(18) . . . . ? N1 C8 C9 C10 0.8(4) . . . . ? C8 C9 C10 C11 -1.6(4) . . . . ? C9 C10 C11 C12 1.0(3) . . . . ? C9 C10 C11 C3 177.32(19) . . . . ? C4 C3 C11 C10 -70.7(2) . . . . ? C2 C3 C11 C10 108.44(19) . . . . ? C4 C3 C11 C12 105.48(16) . . . . ? C2 C3 C11 C12 -75.38(18) . . . . ? C10 C11 C12 N1 0.5(2) . . . . ? C3 C11 C12 N1 -175.81(12) . . . . ? C9 C8 N1 C12 0.7(3) . . . . ? C9 C8 N1 Ni1 -172.88(17) . . . 1_655 ? C11 C12 N1 C8 -1.3(2) . . . . ? C11 C12 N1 Ni1 172.15(10) . . . 1_655 ? O2 C7 O1 Ni1 -3.30(19) . . . . ? C1 C7 O1 Ni1 175.30(8) . . . . ? O1 Ni1 O1 C7 0(100) 3_656 . . . ? O1W Ni1 O1 C7 -29.01(11) 3_656 . . . ? O1W Ni1 O1 C7 150.99(11) . . . . ? N1 Ni1 O1 C7 59.13(11) 1_455 . . . ? N1 Ni1 O1 C7 -120.87(11) 3_756 . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.341 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.060 # Attachment '2-CCDC 661157.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 661157' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 N2 Ni O5' _chemical_formula_weight 473.11 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 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 9.915(2) _cell_length_b 12.442(3) _cell_length_c 17.504(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.17(3) _cell_angle_gamma 90.00 _cell_volume 2093.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2657 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 0.967 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 0.867 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18519 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0370 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4771 _reflns_number_gt 3293 _reflns_threshold_expression I>\2s(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+0.7137P] 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 4771 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0747 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1486 _refine_ls_wR_factor_gt 0.1356 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _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 Ni1 Ni 0.46078(4) 0.29009(4) 0.179981(19) 0.06205(17) Uani 1 1 d . . . C1 C 0.1579(4) 0.1631(3) 0.27793(17) 0.0646(8) Uani 1 1 d . . . C2 C 0.2300(4) 0.1282(3) 0.35174(17) 0.0645(8) Uani 1 1 d . . . H2 H 0.3239 0.1448 0.3697 0.077 Uiso 1 1 calc R . . C3 C 0.1645(4) 0.0690(3) 0.39942(18) 0.0677(8) Uani 1 1 d . . . C4 C 0.0235(4) 0.0456(4) 0.3717(2) 0.0851(11) Uani 1 1 d . . . H4 H -0.0215 0.0050 0.4026 0.102 Uiso 1 1 calc R . . C5 C -0.0496(4) 0.0816(4) 0.2993(2) 0.0882(12) Uani 1 1 d . . . H5 H -0.1440 0.0665 0.2820 0.106 Uiso 1 1 calc R . . C6 C 0.0165(4) 0.1401(3) 0.2520(2) 0.0759(10) Uani 1 1 d . . . H6 H -0.0334 0.1642 0.2029 0.091 Uiso 1 1 calc R . . C7 C 0.2320(4) 0.2207(3) 0.22470(19) 0.0747(10) Uani 1 1 d . . . C8 C 0.2431(4) 0.0337(3) 0.47930(18) 0.0706(9) Uani 1 1 d . . . C9 C 0.3121(4) 0.1073(3) 0.53310(18) 0.0707(9) Uani 1 1 d . . . H9 H 0.3112 0.1787 0.5172 0.085 Uiso 1 1 calc R . . C10 C 0.3856(5) -0.0193(3) 0.6292(2) 0.0850(11) Uani 1 1 d . . . H10 H 0.4344 -0.0379 0.6799 0.102 Uiso 1 1 calc R . . C11 C 0.3207(6) -0.0978(4) 0.5792(3) 0.1104(16) Uani 1 1 d . . . H11 H 0.3253 -0.1689 0.5961 0.133 Uiso 1 1 calc R . . C12 C 0.2486(6) -0.0721(3) 0.5040(2) 0.1016(15) Uani 1 1 d . . . H12 H 0.2037 -0.1255 0.4699 0.122 Uiso 1 1 calc R . . C13 C 0.6515(3) 0.0558(3) 0.07987(16) 0.0596(7) Uani 1 1 d . . . C14 C 0.7128(3) -0.0420(3) 0.10828(18) 0.0685(9) Uani 1 1 d . . . H14 H 0.7097 -0.0657 0.1582 0.082 Uiso 1 1 calc R . . C15 C 0.7779(4) -0.1035(3) 0.0625(2) 0.0727(9) Uani 1 1 d . . . H15 H 0.8168 -0.1693 0.0812 0.087 Uiso 1 1 calc R . . C16 C 0.7860(4) -0.0681(3) -0.01122(19) 0.0675(8) Uani 1 1 d . . . H16 H 0.8314 -0.1097 -0.0414 0.081 Uiso 1 1 calc R . . C17 C 0.7264(3) 0.0296(3) -0.04034(16) 0.0572(7) Uani 1 1 d . . . C18 C 0.6584(3) 0.0904(3) 0.00552(16) 0.0584(7) Uani 1 1 d . . . H18 H 0.6169 0.1551 -0.0139 0.070 Uiso 1 1 calc R . . C19 C 0.5842(4) 0.1234(3) 0.12998(17) 0.0687(9) Uani 1 1 d . . . C20 C 0.7397(3) 0.0689(2) -0.11843(16) 0.0553(7) Uani 1 1 d . . . C21 C 0.8638(4) 0.0651(3) -0.1402(2) 0.0700(9) Uani 1 1 d . . . H21 H 0.9421 0.0357 -0.1062 0.084 Uiso 1 1 calc R . . C22 C 0.8723(4) 0.1047(3) -0.2119(2) 0.0771(10) Uani 1 1 d . . . H22 H 0.9566 0.1040 -0.2263 0.092 Uiso 1 1 calc R . . C23 C 0.7559(4) 0.1452(3) -0.26188(19) 0.0689(9) Uani 1 1 d . . . H23 H 0.7620 0.1712 -0.3107 0.083 Uiso 1 1 calc R . . C24 C 0.6259(3) 0.1116(3) -0.17214(15) 0.0581(7) Uani 1 1 d . . . H24 H 0.5410 0.1148 -0.1585 0.070 Uiso 1 1 calc R . . N1 N 0.3807(3) 0.0834(3) 0.60717(15) 0.0733(8) Uani 1 1 d . . . N2 N 0.6334(3) 0.1486(2) -0.24302(13) 0.0621(7) Uani 1 1 d . . . O1 O 0.3584(3) 0.2463(3) 0.25556(15) 0.0885(8) Uani 1 1 d . . . O2 O 0.1743(4) 0.2376(3) 0.15588(15) 0.1154(11) Uani 1 1 d . . . O3 O 0.5274(3) 0.2119(2) 0.10011(13) 0.0765(7) Uani 1 1 d . . . O4 O 0.5845(3) 0.0943(2) 0.19733(13) 0.0972(9) Uani 1 1 d . . . O1W O 0.977(2) 0.2466(13) 0.023(2) 0.649(15) 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 Ni1 0.0737(3) 0.0870(3) 0.02426(19) -0.00477(16) 0.00968(16) -0.0116(2) C1 0.0740(19) 0.079(2) 0.0417(15) -0.0117(14) 0.0157(13) -0.0073(17) C2 0.0710(19) 0.080(2) 0.0432(15) -0.0110(14) 0.0150(13) -0.0081(17) C3 0.081(2) 0.081(2) 0.0429(16) -0.0071(14) 0.0188(15) -0.0058(18) C4 0.087(2) 0.115(3) 0.058(2) -0.006(2) 0.0265(18) -0.024(2) C5 0.074(2) 0.126(3) 0.064(2) -0.007(2) 0.0158(18) -0.018(2) C6 0.078(2) 0.097(3) 0.0496(17) -0.0079(17) 0.0093(16) -0.005(2) C7 0.093(3) 0.091(3) 0.0422(16) -0.0152(15) 0.0205(16) -0.016(2) C8 0.088(2) 0.082(2) 0.0465(17) -0.0012(15) 0.0253(16) -0.0024(19) C9 0.089(2) 0.078(2) 0.0426(16) 0.0036(14) 0.0127(15) 0.0061(19) C10 0.115(3) 0.094(3) 0.0513(19) 0.0175(19) 0.0311(19) 0.021(2) C11 0.184(5) 0.079(3) 0.072(3) 0.010(2) 0.037(3) 0.006(3) C12 0.160(5) 0.079(3) 0.069(3) -0.003(2) 0.033(3) -0.010(3) C13 0.0665(17) 0.0715(19) 0.0359(13) 0.0021(12) 0.0029(12) -0.0150(15) C14 0.075(2) 0.082(2) 0.0415(15) 0.0131(15) 0.0005(14) -0.0178(18) C15 0.082(2) 0.071(2) 0.0555(19) 0.0135(16) -0.0017(16) -0.0026(18) C16 0.0707(19) 0.073(2) 0.0526(17) 0.0040(15) 0.0038(14) -0.0008(17) C17 0.0603(16) 0.0677(18) 0.0376(13) 0.0038(12) 0.0001(12) -0.0065(15) C18 0.0667(17) 0.0684(18) 0.0360(13) 0.0029(12) 0.0043(12) -0.0066(15) C19 0.081(2) 0.087(2) 0.0347(14) -0.0041(15) 0.0078(13) -0.0206(19) C20 0.0612(16) 0.0627(17) 0.0391(14) -0.0013(12) 0.0066(12) -0.0037(14) C21 0.0630(18) 0.085(2) 0.0601(19) 0.0071(16) 0.0120(15) 0.0052(17) C22 0.072(2) 0.093(3) 0.074(2) 0.0127(19) 0.0309(18) 0.009(2) C23 0.082(2) 0.082(2) 0.0495(17) 0.0050(15) 0.0299(16) 0.0064(18) C24 0.0617(16) 0.0762(19) 0.0362(14) 0.0029(13) 0.0112(12) 0.0007(15) N1 0.091(2) 0.088(2) 0.0413(13) 0.0089(13) 0.0175(13) 0.0144(16) N2 0.0721(16) 0.0787(17) 0.0368(12) 0.0038(11) 0.0156(11) 0.0050(14) O1 0.0885(17) 0.125(2) 0.0542(14) 0.0001(14) 0.0205(13) -0.0254(17) O2 0.135(3) 0.161(3) 0.0431(14) 0.0066(16) 0.0064(15) -0.051(2) O3 0.1008(18) 0.0909(17) 0.0371(11) -0.0016(11) 0.0154(11) 0.0015(14) O4 0.140(2) 0.114(2) 0.0420(13) 0.0070(13) 0.0316(14) -0.0098(19) O1W 0.440(18) 0.432(19) 0.99(5) -0.01(2) 0.01(2) 0.051(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 1.933(3) . ? Ni1 O3 1.947(2) . ? Ni1 N2 2.049(3) 4_566 ? Ni1 N1 2.058(3) 4_565 ? C1 C2 1.384(4) . ? C1 C6 1.393(5) . ? C1 C7 1.503(5) . ? C2 C3 1.388(4) . ? C2 H2 0.9300 . ? C3 C4 1.393(5) . ? C3 C8 1.491(5) . ? C4 C5 1.372(5) . ? C4 H4 0.9300 . ? C5 C6 1.382(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.219(4) . ? C7 O1 1.277(4) . ? C8 C9 1.371(5) . ? C8 C12 1.382(5) . ? C9 N1 1.342(4) . ? C9 H9 0.9300 . ? C10 N1 1.332(5) . ? C10 C11 1.363(6) . ? C10 H10 0.9300 . ? C11 C12 1.373(6) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.388(4) . ? C13 C14 1.396(5) . ? C13 C19 1.486(5) . ? C14 C15 1.378(5) . ? C14 H14 0.9300 . ? C15 C16 1.384(5) . ? C15 H15 0.9300 . ? C16 C17 1.392(4) . ? C16 H16 0.9300 . ? C17 C18 1.392(4) . ? C17 C20 1.488(4) . ? C18 H18 0.9300 . ? C19 O4 1.233(4) . ? C19 O3 1.288(4) . ? C20 C21 1.376(5) . ? C20 C24 1.386(4) . ? C21 C22 1.370(5) . ? C21 H21 0.9300 . ? C22 C23 1.362(5) . ? C22 H22 0.9300 . ? C23 N2 1.335(4) . ? C23 H23 0.9300 . ? C24 N2 1.343(4) . ? C24 H24 0.9300 . ? N1 Ni1 2.058(3) 4_566 ? N2 Ni1 2.049(3) 4_565 ? 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 Ni1 O3 132.69(13) . . ? O1 Ni1 N2 98.57(11) . 4_566 ? O3 Ni1 N2 106.42(11) . 4_566 ? O1 Ni1 N1 116.87(13) . 4_565 ? O3 Ni1 N1 94.87(11) . 4_565 ? N2 Ni1 N1 104.83(11) 4_566 4_565 ? C2 C1 C6 119.2(3) . . ? C2 C1 C7 120.6(3) . . ? C6 C1 C7 120.1(3) . . ? C1 C2 C3 121.1(3) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C2 C3 C4 118.6(3) . . ? C2 C3 C8 120.4(3) . . ? C4 C3 C8 120.9(3) . . ? C5 C4 C3 120.7(4) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 120.3(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 120.0(3) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? O2 C7 O1 123.3(3) . . ? O2 C7 C1 120.9(3) . . ? O1 C7 C1 115.8(3) . . ? C9 C8 C12 116.5(3) . . ? C9 C8 C3 120.4(3) . . ? C12 C8 C3 123.1(3) . . ? N1 C9 C8 124.4(3) . . ? N1 C9 H9 117.8 . . ? C8 C9 H9 117.8 . . ? N1 C10 C11 121.6(4) . . ? N1 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C12 120.1(4) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C8 119.5(4) . . ? C11 C12 H12 120.2 . . ? C8 C12 H12 120.2 . . ? C18 C13 C14 119.2(3) . . ? C18 C13 C19 120.7(3) . . ? C14 C13 C19 120.1(3) . . ? C15 C14 C13 120.1(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.6(3) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C17 120.2(3) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 119.1(3) . . ? C18 C17 C20 121.0(3) . . ? C16 C17 C20 119.9(3) . . ? C13 C18 C17 120.9(3) . . ? C13 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? O4 C19 O3 122.6(4) . . ? O4 C19 C13 120.1(4) . . ? O3 C19 C13 117.3(3) . . ? C21 C20 C24 117.4(3) . . ? C21 C20 C17 122.0(3) . . ? C24 C20 C17 120.6(3) . . ? C22 C21 C20 120.1(3) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C23 C22 C21 119.3(3) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? N2 C23 C22 122.1(3) . . ? N2 C23 H23 118.9 . . ? C22 C23 H23 118.9 . . ? N2 C24 C20 122.6(3) . . ? N2 C24 H24 118.7 . . ? C20 C24 H24 118.7 . . ? C10 N1 C9 117.8(3) . . ? C10 N1 Ni1 125.0(2) . 4_566 ? C9 N1 Ni1 117.1(2) . 4_566 ? C23 N2 C24 118.5(3) . . ? C23 N2 Ni1 120.9(2) . 4_565 ? C24 N2 Ni1 120.6(2) . 4_565 ? C7 O1 Ni1 114.0(2) . . ? C19 O3 Ni1 109.1(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.4(5) . . . . ? C7 C1 C2 C3 -175.9(3) . . . . ? C1 C2 C3 C4 -0.3(5) . . . . ? C1 C2 C3 C8 -179.0(3) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C8 C3 C4 C5 177.7(4) . . . . ? C3 C4 C5 C6 1.2(7) . . . . ? C4 C5 C6 C1 -0.2(6) . . . . ? C2 C1 C6 C5 -1.1(6) . . . . ? C7 C1 C6 C5 176.2(4) . . . . ? C2 C1 C7 O2 169.2(4) . . . . ? C6 C1 C7 O2 -8.0(6) . . . . ? C2 C1 C7 O1 -8.4(5) . . . . ? C6 C1 C7 O1 174.4(4) . . . . ? C2 C3 C8 C9 55.1(5) . . . . ? C4 C3 C8 C9 -123.5(4) . . . . ? C2 C3 C8 C12 -126.4(4) . . . . ? C4 C3 C8 C12 55.0(6) . . . . ? C12 C8 C9 N1 -1.3(6) . . . . ? C3 C8 C9 N1 177.3(3) . . . . ? N1 C10 C11 C12 0.3(8) . . . . ? C10 C11 C12 C8 0.4(8) . . . . ? C9 C8 C12 C11 0.1(7) . . . . ? C3 C8 C12 C11 -178.5(4) . . . . ? C18 C13 C14 C15 -0.6(5) . . . . ? C19 C13 C14 C15 -178.5(3) . . . . ? C13 C14 C15 C16 1.4(5) . . . . ? C14 C15 C16 C17 -1.0(5) . . . . ? C15 C16 C17 C18 -0.3(5) . . . . ? C15 C16 C17 C20 177.9(3) . . . . ? C14 C13 C18 C17 -0.7(5) . . . . ? C19 C13 C18 C17 177.3(3) . . . . ? C16 C17 C18 C13 1.1(4) . . . . ? C20 C17 C18 C13 -177.1(3) . . . . ? C18 C13 C19 O4 -176.6(3) . . . . ? C14 C13 C19 O4 1.3(5) . . . . ? C18 C13 C19 O3 3.3(5) . . . . ? C14 C13 C19 O3 -178.8(3) . . . . ? C18 C17 C20 C21 133.2(3) . . . . ? C16 C17 C20 C21 -44.9(4) . . . . ? C18 C17 C20 C24 -46.3(4) . . . . ? C16 C17 C20 C24 135.5(3) . . . . ? C24 C20 C21 C22 1.3(5) . . . . ? C17 C20 C21 C22 -178.3(3) . . . . ? C20 C21 C22 C23 -1.6(6) . . . . ? C21 C22 C23 N2 0.7(6) . . . . ? C21 C20 C24 N2 0.0(5) . . . . ? C17 C20 C24 N2 179.6(3) . . . . ? C11 C10 N1 C9 -1.4(6) . . . . ? C11 C10 N1 Ni1 174.8(3) . . . 4_566 ? C8 C9 N1 C10 2.0(6) . . . . ? C8 C9 N1 Ni1 -174.5(3) . . . 4_566 ? C22 C23 N2 C24 0.5(5) . . . . ? C22 C23 N2 Ni1 -179.9(3) . . . 4_565 ? C20 C24 N2 C23 -0.9(5) . . . . ? C20 C24 N2 Ni1 179.6(2) . . . 4_565 ? O2 C7 O1 Ni1 -10.7(5) . . . . ? C1 C7 O1 Ni1 166.8(2) . . . . ? O3 Ni1 O1 C7 -69.7(3) . . . . ? N2 Ni1 O1 C7 168.5(3) 4_566 . . . ? N1 Ni1 O1 C7 57.0(3) 4_565 . . . ? O4 C19 O3 Ni1 4.4(4) . . . . ? C13 C19 O3 Ni1 -175.4(2) . . . . ? O1 Ni1 O3 C19 -45.1(3) . . . . ? N2 Ni1 O3 C19 73.7(2) 4_566 . . . ? N1 Ni1 O3 C19 -179.2(2) 4_565 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.857 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.059 # Attachment '3-CCDC 661158.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 661158' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Co N2 O6' _chemical_formula_weight 491.35 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 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 9.5166(19) _cell_length_b 9.4361(19) _cell_length_c 11.740(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.19(3) _cell_angle_gamma 90.00 _cell_volume 1043.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3546 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.08 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 506 _exptl_absorpt_coefficient_mu 0.869 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.842 _exptl_absorpt_correction_T_max 0.861 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9681 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0163 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2389 _reflns_number_gt 2192 _reflns_threshold_expression I>\2s(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+0.3563P] 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 2389 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0706 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Co1 Co 0.5000 0.0000 0.5000 0.01871(9) Uani 1 2 d S . . N1 N -0.36724(12) 0.18626(12) 0.49901(10) 0.0247(2) Uani 1 1 d . . . C10 C -0.39750(18) 0.30403(18) 0.55327(16) 0.0414(4) Uani 1 1 d . . . H10 H -0.4699 0.3012 0.5988 0.050 Uiso 1 1 calc R . . C11 C -0.3263(2) 0.4297(2) 0.5449(2) 0.0656(7) Uani 1 1 d . . . H11 H -0.3503 0.5098 0.5842 0.079 Uiso 1 1 calc R . . O1 O 0.32371(10) 0.12103(11) 0.43307(8) 0.0261(2) Uani 1 1 d . . . O2 O 0.39857(11) 0.20035(12) 0.27252(10) 0.0361(3) Uani 1 1 d . . . O1W O 0.46063(12) 0.04246(12) 0.67000(9) 0.0325(2) Uani 1 1 d . . . H1WA H 0.4934 -0.0200 0.7082 0.039 Uiso 1 1 d R . . H1WB H 0.4492 0.1136 0.7085 0.039 Uiso 1 1 d R . . C1 C 0.16443(13) 0.25849(14) 0.30438(11) 0.0223(3) Uani 1 1 d . . . C2 C 0.06059(14) 0.25382(14) 0.37694(12) 0.0246(3) Uani 1 1 d . . . H2 H 0.0798 0.2080 0.4476 0.029 Uiso 1 1 calc R . . C7 C 0.30683(14) 0.18900(14) 0.33936(11) 0.0231(3) Uani 1 1 d . . . C3 C -0.07122(14) 0.31661(14) 0.34524(12) 0.0250(3) Uani 1 1 d . . . C9 C -0.26085(14) 0.19275(15) 0.43572(12) 0.0251(3) Uani 1 1 d . . . H9 H -0.2376 0.1106 0.3988 0.030 Uiso 1 1 calc R . . C8 C -0.18342(14) 0.31438(15) 0.42197(13) 0.0273(3) Uani 1 1 d . . . C4 C -0.09875(15) 0.38483(17) 0.23908(14) 0.0329(3) Uani 1 1 d . . . H4 H -0.1865 0.4275 0.2168 0.040 Uiso 1 1 calc R . . C6 C 0.13490(15) 0.32639(16) 0.19853(12) 0.0276(3) Uani 1 1 d . . . H6 H 0.2031 0.3294 0.1492 0.033 Uiso 1 1 calc R . . C5 C 0.00395(16) 0.38937(18) 0.16670(13) 0.0344(3) Uani 1 1 d . . . H5 H -0.0153 0.4352 0.0961 0.041 Uiso 1 1 calc R . . C12 C -0.2185(2) 0.4356(2) 0.4774(2) 0.0559(6) Uani 1 1 d . . . H12 H -0.1704 0.5200 0.4695 0.067 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 Co1 0.01700(14) 0.02068(14) 0.01915(14) 0.00123(8) 0.00495(9) 0.00126(9) N1 0.0207(5) 0.0250(6) 0.0291(6) -0.0009(4) 0.0062(4) -0.0009(4) C10 0.0395(9) 0.0362(8) 0.0546(10) -0.0140(7) 0.0281(8) -0.0061(7) C11 0.0702(14) 0.0384(10) 0.1016(18) -0.0343(11) 0.0575(13) -0.0188(10) O1 0.0211(4) 0.0319(5) 0.0260(5) 0.0077(4) 0.0057(4) 0.0048(4) O2 0.0285(5) 0.0450(6) 0.0382(6) 0.0174(5) 0.0166(4) 0.0110(5) O1W 0.0428(6) 0.0320(5) 0.0240(5) -0.0007(4) 0.0099(4) 0.0096(5) C1 0.0195(6) 0.0222(6) 0.0255(6) 0.0028(5) 0.0035(5) -0.0003(5) C2 0.0230(6) 0.0255(7) 0.0257(7) 0.0057(5) 0.0055(5) -0.0002(5) C7 0.0205(6) 0.0237(6) 0.0256(6) 0.0028(5) 0.0051(5) 0.0005(5) C3 0.0205(6) 0.0233(6) 0.0320(7) 0.0002(5) 0.0062(5) -0.0023(5) C9 0.0210(6) 0.0247(6) 0.0306(7) -0.0018(5) 0.0070(5) 0.0007(5) C8 0.0210(6) 0.0267(7) 0.0349(7) -0.0001(5) 0.0065(5) -0.0002(5) C4 0.0231(7) 0.0369(8) 0.0379(8) 0.0068(6) 0.0015(6) 0.0074(6) C6 0.0254(7) 0.0325(7) 0.0257(7) 0.0059(5) 0.0064(5) 0.0005(6) C5 0.0333(8) 0.0410(8) 0.0280(7) 0.0122(6) 0.0012(6) 0.0058(7) C12 0.0553(11) 0.0323(9) 0.0899(16) -0.0207(9) 0.0439(11) -0.0176(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 Co1 O1 2.0883(10) 3_656 ? Co1 O1 2.0883(10) . ? Co1 O1W 2.1206(11) 3_656 ? Co1 O1W 2.1206(11) . ? Co1 N1 2.1656(12) 1_655 ? Co1 N1 2.1656(12) 3_556 ? N1 C10 1.3326(19) . ? N1 C9 1.3399(17) . ? N1 Co1 2.1656(12) 1_455 ? C10 C11 1.377(2) . ? C10 H10 0.9300 . ? C11 C12 1.383(2) . ? C11 H11 0.9300 . ? O1 C7 1.2638(16) . ? O2 C7 1.2587(16) . ? O1W H1WA 0.7786 . ? O1W H1WB 0.8252 . ? C1 C6 1.3908(19) . ? C1 C2 1.3942(18) . ? C1 C7 1.5089(18) . ? C2 C3 1.3893(19) . ? C2 H2 0.9300 . ? C3 C4 1.394(2) . ? C3 C8 1.4919(19) . ? C9 C8 1.386(2) . ? C9 H9 0.9300 . ? C8 C12 1.380(2) . ? C4 C5 1.384(2) . ? C4 H4 0.9300 . ? C6 C5 1.383(2) . ? C6 H6 0.9300 . ? C5 H5 0.9300 . ? C12 H12 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.0 3_656 . ? O1 Co1 O1W 90.61(5) 3_656 3_656 ? O1 Co1 O1W 89.39(5) . 3_656 ? O1 Co1 O1W 89.39(5) 3_656 . ? O1 Co1 O1W 90.61(5) . . ? O1W Co1 O1W 180.0 3_656 . ? O1 Co1 N1 90.45(4) 3_656 1_655 ? O1 Co1 N1 89.55(4) . 1_655 ? O1W Co1 N1 88.10(5) 3_656 1_655 ? O1W Co1 N1 91.90(5) . 1_655 ? O1 Co1 N1 89.55(4) 3_656 3_556 ? O1 Co1 N1 90.45(4) . 3_556 ? O1W Co1 N1 91.90(5) 3_656 3_556 ? O1W Co1 N1 88.10(5) . 3_556 ? N1 Co1 N1 180.00(6) 1_655 3_556 ? C10 N1 C9 117.31(12) . . ? C10 N1 Co1 120.55(10) . 1_455 ? C9 N1 Co1 121.84(9) . 1_455 ? N1 C10 C11 122.85(14) . . ? N1 C10 H10 118.6 . . ? C11 C10 H10 118.6 . . ? C10 C11 C12 119.19(16) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C7 O1 Co1 126.93(9) . . ? Co1 O1W H1WA 106.8 . . ? Co1 O1W H1WB 136.4 . . ? H1WA O1W H1WB 111.9 . . ? C6 C1 C2 119.33(12) . . ? C6 C1 C7 120.19(12) . . ? C2 C1 C7 120.48(12) . . ? C3 C2 C1 120.95(12) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? O2 C7 O1 124.92(12) . . ? O2 C7 C1 117.97(12) . . ? O1 C7 C1 117.09(12) . . ? C2 C3 C4 118.95(13) . . ? C2 C3 C8 121.92(13) . . ? C4 C3 C8 119.13(12) . . ? N1 C9 C8 123.97(13) . . ? N1 C9 H9 118.0 . . ? C8 C9 H9 118.0 . . ? C12 C8 C9 117.57(14) . . ? C12 C8 C3 121.01(13) . . ? C9 C8 C3 121.34(13) . . ? C5 C4 C3 120.26(13) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C5 C6 C1 119.93(13) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? C6 C5 C4 120.57(14) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C8 C12 C11 119.08(16) . . ? C8 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 N1 C10 C11 1.1(3) . . . . ? Co1 N1 C10 C11 -172.67(18) 1_455 . . . ? N1 C10 C11 C12 0.1(4) . . . . ? O1 Co1 O1 C7 -51(100) 3_656 . . . ? O1W Co1 O1 C7 -28.96(12) 3_656 . . . ? O1W Co1 O1 C7 151.04(12) . . . . ? N1 Co1 O1 C7 59.15(12) 1_655 . . . ? N1 Co1 O1 C7 -120.85(12) 3_556 . . . ? C6 C1 C2 C3 -0.4(2) . . . . ? C7 C1 C2 C3 -179.56(13) . . . . ? Co1 O1 C7 O2 -3.7(2) . . . . ? Co1 O1 C7 C1 174.81(8) . . . . ? C6 C1 C7 O2 3.2(2) . . . . ? C2 C1 C7 O2 -177.65(13) . . . . ? C6 C1 C7 O1 -175.41(13) . . . . ? C2 C1 C7 O1 3.76(19) . . . . ? C1 C2 C3 C4 0.1(2) . . . . ? C1 C2 C3 C8 -179.31(13) . . . . ? C10 N1 C9 C8 -1.3(2) . . . . ? Co1 N1 C9 C8 172.43(11) 1_455 . . . ? N1 C9 C8 C12 0.2(2) . . . . ? N1 C9 C8 C3 -176.70(13) . . . . ? C2 C3 C8 C12 108.0(2) . . . . ? C4 C3 C8 C12 -71.4(2) . . . . ? C2 C3 C8 C9 -75.24(19) . . . . ? C4 C3 C8 C9 105.40(17) . . . . ? C2 C3 C4 C5 0.1(2) . . . . ? C8 C3 C4 C5 179.49(14) . . . . ? C2 C1 C6 C5 0.5(2) . . . . ? C7 C1 C6 C5 179.72(14) . . . . ? C1 C6 C5 C4 -0.4(2) . . . . ? C3 C4 C5 C6 0.1(2) . . . . ? C9 C8 C12 C11 1.1(3) . . . . ? C3 C8 C12 C11 178.0(2) . . . . ? C10 C11 C12 C8 -1.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.358 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.050 # Attachment '4-CCDC 661159.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 661159' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 N2 O5 Zn' _chemical_formula_weight 479.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINC _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 9.917(2) _cell_length_b 12.400(3) _cell_length_c 17.506(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.19(3) _cell_angle_gamma 90.00 _cell_volume 2087.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3253 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.25 _exptl_crystal_description block _exptl_crystal_colour cololess _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.845 _exptl_absorpt_correction_T_max 0.874 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19601 _diffrn_reflns_av_R_equivalents 0.1195 _diffrn_reflns_av_sigmaI/netI 0.1098 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4768 _reflns_number_gt 2058 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0692P)^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 4768 _refine_ls_number_parameters 284 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1758 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_ref 0.1637 _refine_ls_wR_factor_gt 0.1306 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _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 Zn1 Zn 0.46084(7) 0.29098(5) 0.17957(3) 0.0688(3) Uani 1 1 d . . . C1 C 0.1577(6) 0.1638(4) 0.2769(3) 0.0622(14) Uani 1 1 d . . . C2 C 0.2292(6) 0.1289(4) 0.3507(3) 0.0628(14) Uani 1 1 d . . . H2 H 0.3229 0.1462 0.3688 0.075 Uiso 1 1 calc R . . C3 C 0.1650(6) 0.0687(4) 0.3987(3) 0.0664(15) Uani 1 1 d . . . C4 C 0.0249(7) 0.0448(5) 0.3715(3) 0.0822(17) Uani 1 1 d . . . H4 H -0.0195 0.0030 0.4020 0.099 Uiso 1 1 calc R . . C5 C -0.0496(7) 0.0830(5) 0.2986(3) 0.0838(18) Uani 1 1 d . . . H5 H -0.1444 0.0692 0.2815 0.101 Uiso 1 1 calc R . . C6 C 0.0168(7) 0.1410(5) 0.2518(3) 0.0747(16) Uani 1 1 d . . . H6 H -0.0333 0.1653 0.2027 0.090 Uiso 1 1 calc R . . C7 C 0.2303(7) 0.2213(5) 0.2240(3) 0.0740(16) Uani 1 1 d . . . C8 C 0.2426(6) 0.0330(5) 0.4785(3) 0.0688(15) Uani 1 1 d . . . C9 C 0.3115(6) 0.1074(5) 0.5314(3) 0.0717(16) Uani 1 1 d . . . H9 H 0.3103 0.1789 0.5152 0.086 Uiso 1 1 calc R . . C10 C 0.3845(7) -0.0207(6) 0.6276(3) 0.0851(19) Uani 1 1 d . . . H10 H 0.4334 -0.0398 0.6782 0.102 Uiso 1 1 calc R . . C11 C 0.3193(9) -0.0991(6) 0.5786(4) 0.113(3) Uani 1 1 d . . . H11 H 0.3235 -0.1704 0.5955 0.135 Uiso 1 1 calc R . . C12 C 0.2460(8) -0.0726(5) 0.5027(4) 0.099(2) Uani 1 1 d . . . H12 H 0.1998 -0.1257 0.4686 0.119 Uiso 1 1 calc R . . C13 C 0.6525(5) 0.0551(4) 0.0801(2) 0.0576(13) Uani 1 1 d . . . C14 C 0.7135(6) -0.0424(5) 0.1076(3) 0.0675(16) Uani 1 1 d . . . H14 H 0.7099 -0.0666 0.1573 0.081 Uiso 1 1 calc R . . C15 C 0.7794(6) -0.1038(5) 0.0625(3) 0.0707(16) Uani 1 1 d . . . H15 H 0.8189 -0.1695 0.0816 0.085 Uiso 1 1 calc R . . C16 C 0.7875(6) -0.0690(4) -0.0111(3) 0.0648(14) Uani 1 1 d . . . H16 H 0.8332 -0.1105 -0.0413 0.078 Uiso 1 1 calc R . . C17 C 0.7264(5) 0.0291(4) -0.0400(2) 0.0539(13) Uani 1 1 d . . . C18 C 0.6580(5) 0.0898(4) 0.0052(2) 0.0561(13) Uani 1 1 d . . . H18 H 0.6153 0.1542 -0.0146 0.067 Uiso 1 1 calc R . . C19 C 0.5828(6) 0.1229(5) 0.1303(3) 0.0657(15) Uani 1 1 d . . . C20 C 0.7389(5) 0.0687(4) -0.1181(2) 0.0532(12) Uani 1 1 d . . . C21 C 0.8629(6) 0.0650(4) -0.1399(3) 0.0685(15) Uani 1 1 d . . . H21 H 0.9412 0.0354 -0.1059 0.082 Uiso 1 1 calc R . . C22 C 0.8716(6) 0.1049(5) -0.2122(3) 0.0743(16) Uani 1 1 d . . . H22 H 0.9556 0.1043 -0.2268 0.089 Uiso 1 1 calc R . . C23 C 0.7543(6) 0.1453(4) -0.2617(3) 0.0673(15) Uani 1 1 d . . . H23 H 0.7602 0.1716 -0.3105 0.081 Uiso 1 1 calc R . . C24 C 0.6259(5) 0.1124(4) -0.1722(2) 0.0562(13) Uani 1 1 d . . . H24 H 0.5414 0.1165 -0.1583 0.067 Uiso 1 1 calc R . . N1 N 0.3817(5) 0.0834(4) 0.6067(2) 0.0700(13) Uani 1 1 d . . . N2 N 0.6312(5) 0.1490(3) -0.2432(2) 0.0587(11) Uani 1 1 d . . . O1 O 0.3579(5) 0.2459(3) 0.2535(2) 0.0868(12) Uani 1 1 d . . . O2 O 0.1722(5) 0.2400(4) 0.1551(2) 0.1058(15) Uani 1 1 d . . . O3 O 0.5278(4) 0.2116(3) 0.10091(18) 0.0737(10) Uani 1 1 d . . . O4 O 0.5850(5) 0.0935(3) 0.19781(18) 0.0924(13) Uani 1 1 d . . . O1W O 0.043(2) 0.7464(11) 0.4521(11) 0.462(10) Uiso 1 1 d . . . H1WA H 0.0973 0.6993 0.4712 0.554 Uiso 1 1 d R . . H1WB H 0.0241 0.7852 0.4853 0.554 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0791(5) 0.0946(5) 0.0326(3) -0.0043(3) 0.0137(2) -0.0120(4) C1 0.069(4) 0.073(3) 0.047(3) -0.013(2) 0.018(2) -0.010(3) C2 0.067(4) 0.079(4) 0.045(3) -0.014(3) 0.019(2) -0.011(3) C3 0.074(4) 0.079(4) 0.049(3) -0.016(3) 0.021(3) -0.009(3) C4 0.088(5) 0.104(5) 0.060(3) -0.001(3) 0.031(3) -0.019(4) C5 0.071(4) 0.117(5) 0.065(4) -0.013(3) 0.020(3) -0.018(4) C6 0.083(5) 0.090(4) 0.049(3) -0.006(3) 0.014(3) -0.002(4) C7 0.093(5) 0.090(4) 0.044(3) -0.008(3) 0.026(3) -0.020(4) C8 0.083(4) 0.087(4) 0.040(3) -0.003(3) 0.023(2) -0.013(3) C9 0.088(4) 0.078(4) 0.047(3) 0.004(3) 0.014(3) 0.003(3) C10 0.117(5) 0.091(5) 0.055(3) 0.012(3) 0.036(3) 0.019(4) C11 0.194(8) 0.077(5) 0.074(4) 0.009(4) 0.048(5) 0.001(5) C12 0.155(7) 0.083(5) 0.065(4) -0.001(3) 0.038(4) -0.012(4) C13 0.060(3) 0.070(3) 0.038(2) 0.005(2) 0.003(2) -0.013(3) C14 0.073(4) 0.083(4) 0.039(2) 0.008(3) 0.001(2) -0.022(3) C15 0.078(4) 0.070(4) 0.055(3) 0.014(3) 0.000(3) -0.004(3) C16 0.070(4) 0.067(3) 0.053(3) 0.000(3) 0.005(3) -0.005(3) C17 0.055(3) 0.067(3) 0.036(2) 0.000(2) 0.005(2) -0.008(3) C18 0.064(3) 0.066(3) 0.036(2) 0.002(2) 0.008(2) -0.007(3) C19 0.074(4) 0.087(4) 0.033(2) -0.004(3) 0.007(2) -0.020(3) C20 0.057(3) 0.062(3) 0.041(2) -0.006(2) 0.012(2) -0.008(3) C21 0.061(4) 0.080(4) 0.063(3) 0.004(3) 0.012(3) -0.001(3) C22 0.071(4) 0.090(4) 0.073(3) 0.012(3) 0.038(3) 0.010(3) C23 0.086(4) 0.075(4) 0.046(3) 0.008(3) 0.027(3) 0.003(3) C24 0.061(3) 0.071(3) 0.038(2) 0.005(2) 0.016(2) 0.004(3) N1 0.083(3) 0.088(4) 0.042(2) -0.001(2) 0.021(2) 0.011(3) N2 0.068(3) 0.074(3) 0.0373(19) 0.0048(19) 0.0194(19) 0.005(2) O1 0.088(3) 0.122(3) 0.054(2) -0.005(2) 0.024(2) -0.024(3) O2 0.120(4) 0.145(4) 0.046(2) 0.010(2) 0.009(2) -0.036(3) O3 0.099(3) 0.082(3) 0.0400(17) 0.0004(18) 0.0159(17) -0.001(2) O4 0.134(4) 0.109(3) 0.0406(18) 0.0130(19) 0.033(2) -0.003(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 Zn1 O1 1.918(4) . ? Zn1 O3 1.937(4) . ? Zn1 N2 2.029(4) 4_566 ? Zn1 N1 2.044(4) 4_565 ? C1 C2 1.382(6) . ? C1 C6 1.388(7) . ? C1 C7 1.487(7) . ? C2 C3 1.389(7) . ? C2 H2 0.9300 . ? C3 C4 1.385(8) . ? C3 C8 1.487(7) . ? C4 C5 1.391(7) . ? C4 H4 0.9300 . ? C5 C6 1.373(8) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.224(6) . ? C7 O1 1.281(7) . ? C8 C9 1.366(7) . ? C8 C12 1.375(7) . ? C9 N1 1.363(6) . ? C9 H9 0.9300 . ? C10 N1 1.340(7) . ? C10 C11 1.353(9) . ? C10 H10 0.9300 . ? C11 C12 1.388(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.385(7) . ? C13 C18 1.393(6) . ? C13 C19 1.502(7) . ? C14 C15 1.373(7) . ? C14 H14 0.9300 . ? C15 C16 1.380(7) . ? C15 H15 0.9300 . ? C16 C17 1.397(7) . ? C16 H16 0.9300 . ? C17 C18 1.385(7) . ? C17 C20 1.487(6) . ? C18 H18 0.9300 . ? C19 O4 1.232(5) . ? C19 O3 1.279(6) . ? C20 C21 1.375(7) . ? C20 C24 1.388(6) . ? C21 C22 1.380(7) . ? C21 H21 0.9300 . ? C22 C23 1.364(7) . ? C22 H22 0.9300 . ? C23 N2 1.337(6) . ? C23 H23 0.9300 . ? C24 N2 1.336(5) . ? C24 H24 0.9300 . ? N1 Zn1 2.044(4) 4_566 ? N2 Zn1 2.029(4) 4_565 ? O1W H1WA 0.8086 . ? O1W H1WB 0.8105 . ? 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 Zn1 O3 131.55(17) . . ? O1 Zn1 N2 98.74(16) . 4_566 ? O3 Zn1 N2 106.58(17) . 4_566 ? O1 Zn1 N1 117.20(18) . 4_565 ? O3 Zn1 N1 95.12(16) . 4_565 ? N2 Zn1 N1 105.42(17) 4_566 4_565 ? C2 C1 C6 118.6(5) . . ? C2 C1 C7 121.1(5) . . ? C6 C1 C7 120.2(5) . . ? C1 C2 C3 121.8(5) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 118.4(5) . . ? C4 C3 C8 120.3(5) . . ? C2 C3 C8 121.2(5) . . ? C3 C4 C5 120.4(6) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 120.1(6) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 120.7(5) . . ? C5 C6 H6 119.7 . . ? C1 C6 H6 119.7 . . ? O2 C7 O1 122.1(5) . . ? O2 C7 C1 121.5(6) . . ? O1 C7 C1 116.3(5) . . ? C9 C8 C12 117.6(5) . . ? C9 C8 C3 119.6(5) . . ? C12 C8 C3 122.7(5) . . ? N1 C9 C8 124.1(5) . . ? N1 C9 H9 118.0 . . ? C8 C9 H9 118.0 . . ? N1 C10 C11 122.9(5) . . ? N1 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C10 C11 C12 119.6(6) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C8 C12 C11 119.2(6) . . ? C8 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C14 C13 C18 118.9(5) . . ? C14 C13 C19 120.6(4) . . ? C18 C13 C19 120.5(5) . . ? C15 C14 C13 120.8(5) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 120.6(5) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C17 119.4(5) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 119.8(4) . . ? C18 C17 C20 120.6(5) . . ? C16 C17 C20 119.6(5) . . ? C17 C18 C13 120.5(5) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? O4 C19 O3 123.1(5) . . ? O4 C19 C13 119.5(5) . . ? O3 C19 C13 117.3(4) . . ? C21 C20 C24 116.8(4) . . ? C21 C20 C17 121.7(4) . . ? C24 C20 C17 121.5(5) . . ? C20 C21 C22 120.2(5) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C23 C22 C21 118.6(5) . . ? C23 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? N2 C23 C22 123.0(5) . . ? N2 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? N2 C24 C20 123.9(5) . . ? N2 C24 H24 118.0 . . ? C20 C24 H24 118.0 . . ? C10 N1 C9 116.5(5) . . ? C10 N1 Zn1 125.7(4) . 4_566 ? C9 N1 Zn1 117.6(4) . 4_566 ? C24 N2 C23 117.4(4) . . ? C24 N2 Zn1 121.9(4) . 4_565 ? C23 N2 Zn1 120.8(3) . 4_565 ? C7 O1 Zn1 115.7(3) . . ? C19 O3 Zn1 109.7(3) . . ? H1WA O1W H1WB 112.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.4(8) . . . . ? C7 C1 C2 C3 -175.5(5) . . . . ? C1 C2 C3 C4 -0.9(8) . . . . ? C1 C2 C3 C8 -179.1(5) . . . . ? C2 C3 C4 C5 -1.7(9) . . . . ? C8 C3 C4 C5 176.6(5) . . . . ? C3 C4 C5 C6 2.7(9) . . . . ? C4 C5 C6 C1 -1.1(9) . . . . ? C2 C1 C6 C5 -1.4(8) . . . . ? C7 C1 C6 C5 176.5(5) . . . . ? C2 C1 C7 O2 170.4(5) . . . . ? C6 C1 C7 O2 -7.5(9) . . . . ? C2 C1 C7 O1 -6.8(8) . . . . ? C6 C1 C7 O1 175.3(5) . . . . ? C4 C3 C8 C9 -124.1(6) . . . . ? C2 C3 C8 C9 54.2(8) . . . . ? C4 C3 C8 C12 54.3(9) . . . . ? C2 C3 C8 C12 -127.5(6) . . . . ? C12 C8 C9 N1 -0.7(9) . . . . ? C3 C8 C9 N1 177.8(5) . . . . ? N1 C10 C11 C12 0.3(11) . . . . ? C9 C8 C12 C11 -0.6(10) . . . . ? C3 C8 C12 C11 -179.0(6) . . . . ? C10 C11 C12 C8 0.8(11) . . . . ? C18 C13 C14 C15 0.5(7) . . . . ? C19 C13 C14 C15 -178.9(5) . . . . ? C13 C14 C15 C16 0.7(8) . . . . ? C14 C15 C16 C17 -0.8(8) . . . . ? C15 C16 C17 C18 -0.4(7) . . . . ? C15 C16 C17 C20 178.0(4) . . . . ? C16 C17 C18 C13 1.6(7) . . . . ? C20 C17 C18 C13 -176.7(4) . . . . ? C14 C13 C18 C17 -1.7(7) . . . . ? C19 C13 C18 C17 177.7(4) . . . . ? C14 C13 C19 O4 3.0(7) . . . . ? C18 C13 C19 O4 -176.4(5) . . . . ? C14 C13 C19 O3 -179.5(5) . . . . ? C18 C13 C19 O3 1.0(7) . . . . ? C18 C17 C20 C21 133.8(5) . . . . ? C16 C17 C20 C21 -44.5(7) . . . . ? C18 C17 C20 C24 -45.5(7) . . . . ? C16 C17 C20 C24 136.1(5) . . . . ? C24 C20 C21 C22 0.9(7) . . . . ? C17 C20 C21 C22 -178.4(5) . . . . ? C20 C21 C22 C23 -1.6(8) . . . . ? C21 C22 C23 N2 0.6(8) . . . . ? C21 C20 C24 N2 0.8(7) . . . . ? C17 C20 C24 N2 -179.8(4) . . . . ? C11 C10 N1 C9 -1.5(9) . . . . ? C11 C10 N1 Zn1 173.8(5) . . . 4_566 ? C8 C9 N1 C10 1.7(8) . . . . ? C8 C9 N1 Zn1 -174.0(4) . . . 4_566 ? C20 C24 N2 C23 -1.8(7) . . . . ? C20 C24 N2 Zn1 178.7(4) . . . 4_565 ? C22 C23 N2 C24 1.0(8) . . . . ? C22 C23 N2 Zn1 -179.4(4) . . . 4_565 ? O2 C7 O1 Zn1 -10.2(8) . . . . ? C1 C7 O1 Zn1 167.0(4) . . . . ? O3 Zn1 O1 C7 -71.1(5) . . . . ? N2 Zn1 O1 C7 167.5(4) 4_566 . . . ? N1 Zn1 O1 C7 55.1(5) 4_565 . . . ? O4 C19 O3 Zn1 2.9(6) . . . . ? C13 C19 O3 Zn1 -174.5(3) . . . . ? O1 Zn1 O3 C19 -44.6(4) . . . . ? N2 Zn1 O3 C19 73.8(4) 4_566 . . . ? N1 Zn1 O3 C19 -178.5(3) 4_565 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.227 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.062 # Attachment '5-CCDC 661160.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 661160' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Cu N2 O4' _chemical_formula_weight 459.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 9.0261(18) _cell_length_b 10.445(2) _cell_length_c 10.763(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.65(3) _cell_angle_gamma 90.00 _cell_volume 997.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2876 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 470 _exptl_absorpt_coefficient_mu 1.130 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.965 _exptl_absorpt_correction_T_max 0.998 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7490 _diffrn_reflns_av_R_equivalents 0.1259 _diffrn_reflns_av_sigmaI/netI 0.1012 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.19 _reflns_number_total 1791 _reflns_number_gt 1082 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0794P)^2^+1.0629P] 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 1791 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1160 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.2035 _refine_ls_wR_factor_gt 0.1567 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_restrained_S_all 1.129 _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 Cu1 Cu 1.5000 0.0000 1.0000 0.0383(4) Uani 1 2 d S . . C1 C 1.1601(7) 0.2414(6) 0.8516(7) 0.0360(16) Uani 1 1 d . . . C2 C 1.0459(7) 0.2351(6) 0.9204(7) 0.0343(15) Uani 1 1 d . . . H2 H 1.0511 0.1740 0.9839 0.041 Uiso 1 1 calc R . . C3 C 0.9226(7) 0.3180(6) 0.8975(7) 0.0375(16) Uani 1 1 d . . . C4 C 0.9176(8) 0.4113(6) 0.8052(8) 0.0462(19) Uani 1 1 d . . . H4 H 0.8383 0.4695 0.7905 0.055 Uiso 1 1 calc R . . C5 C 1.0317(8) 0.4171(7) 0.7351(8) 0.0496(19) Uani 1 1 d . . . H5 H 1.0275 0.4791 0.6725 0.060 Uiso 1 1 calc R . . C6 C 1.1513(8) 0.3327(7) 0.7564(7) 0.0431(18) Uani 1 1 d . . . H6 H 1.2258 0.3368 0.7073 0.052 Uiso 1 1 calc R . . C7 C 1.2919(7) 0.1508(6) 0.8777(7) 0.0369(16) Uani 1 1 d . . . C8 C 0.7966(7) 0.3036(6) 0.9679(7) 0.0380(16) Uani 1 1 d . . . C9 C 0.7302(7) 0.1862(6) 0.9766(7) 0.0413(18) Uani 1 1 d . . . H9 H 0.7695 0.1166 0.9397 0.050 Uiso 1 1 calc R . . C10 C 0.5671(8) 0.2630(7) 1.0977(8) 0.050(2) Uani 1 1 d . . . H10 H 0.4922 0.2488 1.1449 0.060 Uiso 1 1 calc R . . C11 C 0.6272(8) 0.3844(7) 1.0954(8) 0.054(2) Uiso 1 1 d . . . H11 H 0.5911 0.4512 1.1386 0.064 Uiso 1 1 calc R . . C12 C 0.7415(9) 0.4056(8) 1.0282(8) 0.054(2) Uiso 1 1 d . . . H12 H 0.7810 0.4873 1.0236 0.065 Uiso 1 1 calc R . . N1 N 0.6134(6) 0.1648(5) 1.0341(6) 0.0376(14) Uani 1 1 d . . . O1 O 1.3114(5) 0.0938(4) 0.9849(5) 0.0432(12) Uani 1 1 d . . . O2 O 1.3741(5) 0.1363(5) 0.7990(5) 0.0503(13) 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 0.0280(6) 0.0416(7) 0.0482(8) 0.0058(6) 0.0150(5) 0.0039(5) C1 0.035(4) 0.034(3) 0.040(4) -0.002(3) 0.008(3) -0.005(3) C2 0.033(3) 0.037(3) 0.033(4) 0.002(3) 0.006(3) -0.004(3) C3 0.032(3) 0.032(3) 0.052(5) -0.003(3) 0.016(3) 0.004(3) C4 0.040(4) 0.037(4) 0.062(5) 0.012(4) 0.011(4) 0.010(3) C5 0.053(5) 0.049(4) 0.049(5) 0.014(4) 0.018(4) 0.004(4) C6 0.037(4) 0.049(4) 0.047(5) 0.001(3) 0.018(3) 0.002(3) C7 0.030(3) 0.038(3) 0.045(5) -0.005(3) 0.010(3) -0.009(3) C8 0.029(3) 0.036(4) 0.051(5) 0.000(3) 0.014(3) 0.005(3) C9 0.034(4) 0.038(4) 0.055(5) 0.003(3) 0.016(3) 0.004(3) C10 0.039(4) 0.057(5) 0.057(5) -0.010(4) 0.016(4) -0.002(4) N1 0.029(3) 0.046(3) 0.040(4) 0.002(3) 0.011(3) 0.007(3) O1 0.038(3) 0.042(3) 0.054(3) 0.009(2) 0.020(2) 0.007(2) O2 0.042(3) 0.064(3) 0.050(3) 0.003(3) 0.023(3) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.945(4) 3_857 ? Cu1 O1 1.945(4) . ? Cu1 N1 2.001(5) 1_655 ? Cu1 N1 2.001(5) 3_757 ? C1 C2 1.377(9) . ? C1 C6 1.392(10) . ? C1 C7 1.506(9) . ? C2 C3 1.395(9) . ? C2 H2 0.9300 . ? C3 C4 1.386(10) . ? C3 C8 1.486(9) . ? C4 C5 1.386(10) . ? C4 H4 0.9300 . ? C5 C6 1.380(10) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.233(8) . ? C7 O1 1.282(8) . ? C8 C9 1.376(9) . ? C8 C12 1.387(10) . ? C9 N1 1.337(8) . ? C9 H9 0.9300 . ? C10 N1 1.342(9) . ? C10 C11 1.381(10) . ? C10 H10 0.9300 . ? C11 C12 1.383(11) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N1 Cu1 2.001(5) 1_455 ? 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 Cu1 O1 180.000(1) 3_857 . ? O1 Cu1 N1 90.5(2) 3_857 1_655 ? O1 Cu1 N1 89.5(2) . 1_655 ? O1 Cu1 N1 89.5(2) 3_857 3_757 ? O1 Cu1 N1 90.5(2) . 3_757 ? N1 Cu1 N1 180.0 1_655 3_757 ? C2 C1 C6 118.8(6) . . ? C2 C1 C7 121.0(6) . . ? C6 C1 C7 120.2(6) . . ? C1 C2 C3 121.8(7) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 118.8(6) . . ? C4 C3 C8 120.6(6) . . ? C2 C3 C8 120.5(6) . . ? C3 C4 C5 119.5(6) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 121.2(7) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 119.8(7) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 124.2(6) . . ? O2 C7 C1 120.3(7) . . ? O1 C7 C1 115.6(6) . . ? C9 C8 C12 117.0(7) . . ? C9 C8 C3 120.6(6) . . ? C12 C8 C3 122.4(6) . . ? N1 C9 C8 124.9(7) . . ? N1 C9 H9 117.6 . . ? C8 C9 H9 117.6 . . ? N1 C10 C11 122.2(7) . . ? N1 C10 H10 118.9 . . ? C11 C10 H10 118.9 . . ? C12 C11 C10 119.3(8) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C8 119.3(8) . . ? C11 C12 H12 120.4 . . ? C8 C12 H12 120.4 . . ? C9 N1 C10 117.1(6) . . ? C9 N1 Cu1 118.6(5) . 1_455 ? C10 N1 Cu1 123.7(5) . 1_455 ? C7 O1 Cu1 106.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.3(10) . . . . ? C7 C1 C2 C3 -179.8(6) . . . . ? C1 C2 C3 C4 -1.8(10) . . . . ? C1 C2 C3 C8 176.2(6) . . . . ? C2 C3 C4 C5 2.3(11) . . . . ? C8 C3 C4 C5 -175.6(7) . . . . ? C3 C4 C5 C6 -0.8(12) . . . . ? C4 C5 C6 C1 -1.3(11) . . . . ? C2 C1 C6 C5 1.9(10) . . . . ? C7 C1 C6 C5 -178.6(6) . . . . ? C2 C1 C7 O2 163.1(6) . . . . ? C6 C1 C7 O2 -16.5(10) . . . . ? C2 C1 C7 O1 -17.8(9) . . . . ? C6 C1 C7 O1 162.7(6) . . . . ? C4 C3 C8 C9 128.3(8) . . . . ? C2 C3 C8 C9 -49.6(10) . . . . ? C4 C3 C8 C12 -52.4(10) . . . . ? C2 C3 C8 C12 129.7(8) . . . . ? C12 C8 C9 N1 2.9(11) . . . . ? C3 C8 C9 N1 -177.7(6) . . . . ? N1 C10 C11 C12 -1.7(12) . . . . ? C10 C11 C12 C8 -2.0(12) . . . . ? C9 C8 C12 C11 1.4(11) . . . . ? C3 C8 C12 C11 -177.9(7) . . . . ? C8 C9 N1 C10 -6.5(11) . . . . ? C8 C9 N1 Cu1 164.7(6) . . . 1_455 ? C11 C10 N1 C9 5.7(11) . . . . ? C11 C10 N1 Cu1 -164.9(6) . . . 1_455 ? O2 C7 O1 Cu1 5.5(8) . . . . ? C1 C7 O1 Cu1 -173.6(4) . . . . ? O1 Cu1 O1 C7 54(100) 3_857 . . . ? N1 Cu1 O1 C7 74.8(4) 1_655 . . . ? N1 Cu1 O1 C7 -105.2(4) 3_757 . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.19 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.744 _refine_diff_density_min -1.014 _refine_diff_density_rms 0.122 # Attachment '6-CCDC 661161.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 661161' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Cd N2 O4' _chemical_formula_weight 508.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 8.9065(18) _cell_length_b 10.509(2) _cell_length_c 20.801(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.50(3) _cell_angle_gamma 90.00 _cell_volume 1940.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3425 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 27.65 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.741 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8972 _exptl_absorpt_correction_T_max 0.9125 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18100 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4380 _reflns_number_gt 3727 _reflns_threshold_expression I>\2s(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0234P)^2^+1.9483P] 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 4380 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0668 _refine_ls_wR_factor_gt 0.0637 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.9542(2) 1.1324(2) 0.53541(8) 0.0354(4) Uani 1 1 d . . . N2 N 1.3809(3) 1.2433(2) 0.90654(10) 0.0301(5) Uani 1 1 d . . . C20 C 1.3296(3) 1.2712(2) 0.84539(12) 0.0287(5) Uani 1 1 d . . . C21 C 1.3029(4) 1.1613(3) 0.93955(13) 0.0422(7) Uani 1 1 d . . . C22 C 1.1737(4) 1.1034(4) 0.91318(14) 0.0519(9) Uani 1 1 d . . . C23 C 1.1218(4) 1.1324(3) 0.85048(13) 0.0431(7) Uani 1 1 d . . . C19 C 1.1995(3) 1.2186(3) 0.81524(12) 0.0298(5) Uani 1 1 d . . . C15 C 1.1452(3) 1.2561(3) 0.74823(12) 0.0291(5) Uani 1 1 d . . . C16 C 1.1488(4) 1.3817(3) 0.72958(14) 0.0414(7) Uani 1 1 d . . . C17 C 1.0957(4) 1.4174(3) 0.66812(15) 0.0475(8) Uani 1 1 d . . . C18 C 1.0421(3) 1.3267(3) 0.62374(13) 0.0375(6) Uani 1 1 d . . . C13 C 1.0344(3) 1.2005(2) 0.64169(12) 0.0264(5) Uani 1 1 d . . . C24 C 0.9720(3) 1.1026(2) 0.59381(11) 0.0262(5) Uani 1 1 d . . . O3 O 0.9374(2) 0.99591(17) 0.61579(8) 0.0368(4) Uani 1 1 d . . . Cd1 Cd 0.89329(2) 0.831234(17) 0.547900(8) 0.02697(7) Uani 1 1 d . . . C1 C 0.7155(3) 0.5002(3) 0.63287(12) 0.0297(5) Uani 1 1 d . . . C2 C 0.6440(3) 0.3988(2) 0.60068(12) 0.0279(5) Uani 1 1 d . . . H2 H 0.6327 0.3989 0.5559 0.033 Uiso 1 1 calc R . . C3 C 0.5888(3) 0.2968(2) 0.63463(12) 0.0296(5) Uani 1 1 d . . . C4 C 0.6107(3) 0.2969(3) 0.70213(13) 0.0386(7) Uani 1 1 d . . . H4 H 0.5756 0.2291 0.7254 0.046 Uiso 1 1 calc R . . C5 C 0.6838(4) 0.3966(3) 0.73443(13) 0.0443(7) Uani 1 1 d . . . H5 H 0.6991 0.3952 0.7792 0.053 Uiso 1 1 calc R . . C6 C 0.7341(3) 0.4980(3) 0.70018(13) 0.0401(7) Uani 1 1 d . . . H6 H 0.7811 0.5660 0.7221 0.048 Uiso 1 1 calc R . . C7 C 0.5065(3) 0.1896(2) 0.60191(13) 0.0300(5) Uani 1 1 d . . . C8 C 0.3907(3) 0.2121(3) 0.55433(12) 0.0318(6) Uani 1 1 d . . . H8 H 0.3695 0.2958 0.5423 0.038 Uiso 1 1 calc R . . C9 C 0.3390(3) -0.0018(3) 0.54192(13) 0.0369(6) Uani 1 1 d . . . H9 H 0.2814 -0.0669 0.5222 0.044 Uiso 1 1 calc R . . C10 C 0.4535(3) -0.0329(3) 0.58769(14) 0.0408(7) Uani 1 1 d . . . H10 H 0.4739 -0.1175 0.5981 0.049 Uiso 1 1 calc R . . C11 C 0.5375(3) 0.0635(3) 0.61791(13) 0.0372(6) Uani 1 1 d . . . H11 H 0.6148 0.0440 0.6490 0.045 Uiso 1 1 calc R . . C12 C 0.7697(3) 0.6136(3) 0.59654(13) 0.0323(6) Uani 1 1 d . . . C14 C 1.0839(3) 1.1657(2) 0.70443(11) 0.0280(5) Uani 1 1 d . . . H14 H 1.0761 1.0813 0.7173 0.034 Uiso 1 1 calc R . . H16 H 1.1874 1.4429 0.7587 0.034 Uiso 1 1 d R . . H17 H 1.0959 1.5028 0.6565 0.034 Uiso 1 1 d R . . H18 H 1.0111 1.3509 0.5818 0.034 Uiso 1 1 d R . . H20 H 1.3841 1.3285 0.8224 0.034 Uiso 1 1 d R . . H21 H 1.3371 1.1424 0.9819 0.034 Uiso 1 1 d R . . H22 H 1.1219 1.0458 0.9373 0.034 Uiso 1 1 d R . . H23 H 1.0348 1.0941 0.8320 0.034 Uiso 1 1 d R . . N1 N 0.3078(2) 0.1183(2) 0.52487(10) 0.0315(5) Uani 1 1 d . . . O1 O 0.7810(3) 0.7184(2) 0.62628(11) 0.0529(6) Uani 1 1 d . . . O2 O 0.8009(2) 0.6002(2) 0.53960(9) 0.0413(5) 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 O4 0.0395(10) 0.0488(12) 0.0171(8) 0.0018(8) -0.0034(8) -0.0046(9) N2 0.0369(12) 0.0307(12) 0.0218(10) -0.0032(8) -0.0032(9) -0.0021(9) C20 0.0357(14) 0.0263(13) 0.0235(12) -0.0009(10) -0.0010(11) -0.0038(10) C21 0.0605(19) 0.0432(17) 0.0218(12) 0.0008(12) -0.0042(13) -0.0115(14) C22 0.067(2) 0.059(2) 0.0292(14) 0.0049(14) -0.0011(15) -0.0313(17) C23 0.0475(17) 0.0545(19) 0.0266(13) -0.0037(12) -0.0016(13) -0.0222(14) C19 0.0366(14) 0.0297(13) 0.0224(12) -0.0032(10) -0.0024(11) -0.0015(11) C15 0.0323(13) 0.0302(13) 0.0237(12) -0.0008(10) -0.0053(11) -0.0017(10) C16 0.0500(17) 0.0285(14) 0.0429(16) -0.0052(12) -0.0150(14) -0.0068(12) C17 0.066(2) 0.0240(14) 0.0485(17) 0.0064(12) -0.0186(16) -0.0079(14) C18 0.0482(16) 0.0323(14) 0.0298(13) 0.0071(11) -0.0116(13) -0.0053(12) C13 0.0282(12) 0.0258(12) 0.0245(12) -0.0001(9) -0.0027(10) -0.0016(10) C24 0.0270(12) 0.0286(13) 0.0223(11) -0.0016(9) -0.0023(10) 0.0000(10) O3 0.0575(12) 0.0253(9) 0.0260(9) -0.0014(7) -0.0061(9) -0.0084(9) Cd1 0.03138(11) 0.02805(10) 0.02044(9) 0.00044(7) -0.00453(7) -0.00525(8) C1 0.0306(12) 0.0309(13) 0.0275(12) 0.0005(10) 0.0018(11) -0.0032(11) C2 0.0281(12) 0.0312(13) 0.0239(12) 0.0021(10) -0.0014(10) -0.0017(10) C3 0.0292(13) 0.0302(13) 0.0284(12) 0.0014(10) -0.0048(11) -0.0017(10) C4 0.0464(16) 0.0400(16) 0.0283(13) 0.0098(11) -0.0037(13) -0.0085(13) C5 0.0581(19) 0.0508(19) 0.0224(12) 0.0034(12) -0.0078(13) -0.0123(15) C6 0.0478(17) 0.0401(16) 0.0308(13) -0.0035(12) -0.0071(13) -0.0148(14) C7 0.0309(13) 0.0296(14) 0.0291(12) 0.0041(10) -0.0006(11) -0.0031(10) C8 0.0354(14) 0.0267(12) 0.0322(13) 0.0022(10) -0.0040(12) -0.0019(11) C9 0.0407(15) 0.0292(14) 0.0401(15) 0.0005(12) -0.0014(13) -0.0101(12) C10 0.0486(17) 0.0262(14) 0.0467(16) 0.0080(12) -0.0023(14) -0.0032(12) C11 0.0400(15) 0.0343(15) 0.0354(14) 0.0077(11) -0.0080(13) -0.0025(12) C12 0.0313(13) 0.0345(14) 0.0309(13) 0.0029(11) 0.0007(11) -0.0080(11) C14 0.0360(13) 0.0246(12) 0.0227(11) 0.0012(10) -0.0029(10) -0.0014(10) N1 0.0326(11) 0.0307(12) 0.0301(11) -0.0008(9) -0.0040(10) -0.0044(9) O1 0.0733(16) 0.0373(12) 0.0504(13) -0.0073(10) 0.0201(12) -0.0204(11) O2 0.0523(12) 0.0399(12) 0.0313(10) 0.0045(8) 0.0016(9) -0.0096(10) _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 O4 C24 1.252(3) . ? O4 Cd1 2.316(2) 3_776 ? N2 C21 1.331(4) . ? N2 C20 1.349(3) . ? N2 Cd1 2.345(2) 2_756 ? C20 C19 1.388(4) . ? C20 H20 0.9296 . ? C21 C22 1.377(4) . ? C21 H21 0.9308 . ? C22 C23 1.383(4) . ? C22 H22 0.9314 . ? C23 C19 1.384(4) . ? C23 H23 0.9300 . ? C19 C15 1.492(3) . ? C15 C16 1.377(4) . ? C15 C14 1.398(3) . ? C16 C17 1.380(4) . ? C16 H16 0.9307 . ? C17 C18 1.386(4) . ? C17 H17 0.9297 . ? C18 C13 1.381(4) . ? C18 H18 0.9289 . ? C13 C14 1.393(3) . ? C13 C24 1.508(3) . ? C24 O3 1.258(3) . ? O3 Cd1 2.2487(18) . ? Cd1 O1 2.306(2) . ? Cd1 N1 2.314(2) 3_666 ? Cd1 O4 2.316(2) 3_776 ? Cd1 N2 2.345(2) 2_746 ? Cd1 O2 2.565(2) . ? C1 C2 1.386(4) . ? C1 C6 1.397(4) . ? C1 C12 1.511(4) . ? C2 C3 1.395(4) . ? C2 H2 0.9300 . ? C3 C4 1.402(4) . ? C3 C7 1.480(4) . ? C4 C5 1.379(4) . ? C4 H4 0.9300 . ? C5 C6 1.376(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C11 1.389(4) . ? C7 C8 1.392(4) . ? C8 N1 1.350(3) . ? C8 H8 0.9300 . ? C9 N1 1.335(4) . ? C9 C10 1.379(4) . ? C9 H9 0.9300 . ? C10 C11 1.381(4) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 O2 1.246(3) . ? C12 O1 1.263(3) . ? C14 H14 0.9300 . ? N1 Cd1 2.314(2) 3_666 ? 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 C24 O4 Cd1 136.87(17) . 3_776 ? C21 N2 C20 118.4(2) . . ? C21 N2 Cd1 120.82(17) . 2_756 ? C20 N2 Cd1 120.76(17) . 2_756 ? N2 C20 C19 123.2(2) . . ? N2 C20 H20 118.3 . . ? C19 C20 H20 118.4 . . ? N2 C21 C22 122.3(2) . . ? N2 C21 H21 118.8 . . ? C22 C21 H21 118.9 . . ? C21 C22 C23 119.0(3) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.5 . . ? C22 C23 C19 120.0(3) . . ? C22 C23 H23 120.0 . . ? C19 C23 H23 120.0 . . ? C23 C19 C20 117.1(2) . . ? C23 C19 C15 121.9(2) . . ? C20 C19 C15 121.0(2) . . ? C16 C15 C14 119.0(2) . . ? C16 C15 C19 120.2(2) . . ? C14 C15 C19 120.7(2) . . ? C15 C16 C17 120.5(2) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 120.3(3) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.9 . . ? C13 C18 C17 120.2(2) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C13 C14 119.1(2) . . ? C18 C13 C24 120.0(2) . . ? C14 C13 C24 120.8(2) . . ? O4 C24 O3 124.0(2) . . ? O4 C24 C13 118.8(2) . . ? O3 C24 C13 117.1(2) . . ? C24 O3 Cd1 119.56(15) . . ? O3 Cd1 O1 90.91(7) . . ? O3 Cd1 N1 108.83(8) . 3_666 ? O1 Cd1 N1 102.94(9) . 3_666 ? O3 Cd1 O4 105.01(7) . 3_776 ? O1 Cd1 O4 157.81(8) . 3_776 ? N1 Cd1 O4 86.69(7) 3_666 3_776 ? O3 Cd1 N2 86.97(8) . 2_746 ? O1 Cd1 N2 85.26(9) . 2_746 ? N1 Cd1 N2 161.81(8) 3_666 2_746 ? O4 Cd1 N2 80.35(7) 3_776 2_746 ? O3 Cd1 O2 144.11(6) . . ? O1 Cd1 O2 53.58(7) . . ? N1 Cd1 O2 86.84(7) 3_666 . ? O4 Cd1 O2 108.04(7) 3_776 . ? N2 Cd1 O2 85.12(7) 2_746 . ? C2 C1 C6 119.0(2) . . ? C2 C1 C12 121.2(2) . . ? C6 C1 C12 119.8(2) . . ? C1 C2 C3 120.9(2) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C2 C3 C4 118.6(2) . . ? C2 C3 C7 122.3(2) . . ? C4 C3 C7 119.1(2) . . ? C5 C4 C3 120.8(3) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 119.7(3) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C1 120.9(3) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? C11 C7 C8 117.0(2) . . ? C11 C7 C3 122.3(2) . . ? C8 C7 C3 120.7(2) . . ? N1 C8 C7 123.2(2) . . ? N1 C8 H8 118.4 . . ? C7 C8 H8 118.4 . . ? N1 C9 C10 122.3(3) . . ? N1 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C9 C10 C11 119.1(3) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C10 C11 C7 120.0(3) . . ? C10 C11 H11 120.0 . . ? C7 C11 H11 120.0 . . ? O2 C12 O1 123.3(3) . . ? O2 C12 C1 119.4(2) . . ? O1 C12 C1 117.4(2) . . ? C13 C14 C15 120.7(2) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C9 N1 C8 118.4(2) . . ? C9 N1 Cd1 121.64(18) . 3_666 ? C8 N1 Cd1 119.84(18) . 3_666 ? C12 O1 Cd1 97.15(17) . . ? C12 O2 Cd1 85.61(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C21 N2 C20 C19 0.0(4) . . . . ? Cd1 N2 C20 C19 177.7(2) 2_756 . . . ? C20 N2 C21 C22 0.8(5) . . . . ? Cd1 N2 C21 C22 -176.9(3) 2_756 . . . ? N2 C21 C22 C23 -0.8(6) . . . . ? C21 C22 C23 C19 0.0(6) . . . . ? C22 C23 C19 C20 0.8(5) . . . . ? C22 C23 C19 C15 -178.0(3) . . . . ? N2 C20 C19 C23 -0.8(4) . . . . ? N2 C20 C19 C15 178.0(2) . . . . ? C23 C19 C15 C16 136.7(3) . . . . ? C20 C19 C15 C16 -42.0(4) . . . . ? C23 C19 C15 C14 -40.4(4) . . . . ? C20 C19 C15 C14 140.9(3) . . . . ? C14 C15 C16 C17 -1.4(5) . . . . ? C19 C15 C16 C17 -178.5(3) . . . . ? C15 C16 C17 C18 -1.9(5) . . . . ? C16 C17 C18 C13 3.2(5) . . . . ? C17 C18 C13 C14 -1.2(5) . . . . ? C17 C18 C13 C24 178.3(3) . . . . ? Cd1 O4 C24 O3 -109.1(3) 3_776 . . . ? Cd1 O4 C24 C13 72.7(3) 3_776 . . . ? C18 C13 C24 O4 13.2(4) . . . . ? C14 C13 C24 O4 -167.3(2) . . . . ? C18 C13 C24 O3 -165.1(3) . . . . ? C14 C13 C24 O3 14.4(4) . . . . ? O4 C24 O3 Cd1 15.4(4) . . . . ? C13 C24 O3 Cd1 -166.38(16) . . . . ? C24 O3 Cd1 O1 -164.8(2) . . . . ? C24 O3 Cd1 N1 -60.8(2) . . . 3_666 ? C24 O3 Cd1 O4 30.9(2) . . . 3_776 ? C24 O3 Cd1 N2 110.0(2) . . . 2_746 ? C24 O3 Cd1 O2 -172.58(17) . . . . ? C6 C1 C2 C3 1.1(4) . . . . ? C12 C1 C2 C3 -177.3(2) . . . . ? C1 C2 C3 C4 -1.8(4) . . . . ? C1 C2 C3 C7 177.5(2) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C7 C3 C4 C5 -178.5(3) . . . . ? C3 C4 C5 C6 0.9(5) . . . . ? C4 C5 C6 C1 -1.6(5) . . . . ? C2 C1 C6 C5 0.6(4) . . . . ? C12 C1 C6 C5 179.1(3) . . . . ? C2 C3 C7 C11 134.2(3) . . . . ? C4 C3 C7 C11 -46.5(4) . . . . ? C2 C3 C7 C8 -47.5(4) . . . . ? C4 C3 C7 C8 131.8(3) . . . . ? C11 C7 C8 N1 1.3(4) . . . . ? C3 C7 C8 N1 -177.1(2) . . . . ? N1 C9 C10 C11 1.2(5) . . . . ? C9 C10 C11 C7 -0.3(5) . . . . ? C8 C7 C11 C10 -0.9(4) . . . . ? C3 C7 C11 C10 177.5(3) . . . . ? C2 C1 C12 O2 -25.8(4) . . . . ? C6 C1 C12 O2 155.8(3) . . . . ? C2 C1 C12 O1 154.3(3) . . . . ? C6 C1 C12 O1 -24.1(4) . . . . ? C18 C13 C14 C15 -2.1(4) . . . . ? C24 C13 C14 C15 178.4(2) . . . . ? C16 C15 C14 C13 3.4(4) . . . . ? C19 C15 C14 C13 -179.5(2) . . . . ? C10 C9 N1 C8 -0.9(4) . . . . ? C10 C9 N1 Cd1 -176.6(2) . . . 3_666 ? C7 C8 N1 C9 -0.4(4) . . . . ? C7 C8 N1 Cd1 175.4(2) . . . 3_666 ? O2 C12 O1 Cd1 -6.6(3) . . . . ? C1 C12 O1 Cd1 173.3(2) . . . . ? O3 Cd1 O1 C12 -170.97(19) . . . . ? N1 Cd1 O1 C12 79.5(2) 3_666 . . . ? O4 Cd1 O1 C12 -34.5(3) 3_776 . . . ? N2 Cd1 O1 C12 -84.09(19) 2_746 . . . ? O2 Cd1 O1 C12 3.34(16) . . . . ? O1 C12 O2 Cd1 5.9(3) . . . . ? C1 C12 O2 Cd1 -174.0(2) . . . . ? O3 Cd1 O2 C12 6.4(2) . . . . ? O1 Cd1 O2 C12 -3.37(17) . . . . ? N1 Cd1 O2 C12 -112.00(17) 3_666 . . . ? O4 Cd1 O2 C12 162.52(16) 3_776 . . . ? N2 Cd1 O2 C12 84.34(17) 2_746 . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.754 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.085 # Attachment '7-CCDC 661162.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 661162' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H56 Gd2 N6 O16' _chemical_formula_weight 1575.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.956(2) _cell_length_b 13.411(3) _cell_length_c 24.079(5) _cell_angle_alpha 93.28(3) _cell_angle_beta 91.31(3) _cell_angle_gamma 93.43(3) _cell_volume 3202.9(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5567 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 27.08 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1572 _exptl_absorpt_coefficient_mu 2.129 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9660 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 23752 _diffrn_reflns_av_R_equivalents 0.1189 _diffrn_reflns_av_sigmaI/netI 0.1606 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.20 _reflns_number_total 10997 _reflns_number_gt 5892 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'CrystalClear (Rigaku, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1379P)^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 10997 _refine_ls_number_parameters 803 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1712 _refine_ls_R_factor_gt 0.0917 _refine_ls_wR_factor_ref 0.2587 _refine_ls_wR_factor_gt 0.2098 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _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 Gd1 Gd 0.51170(7) 0.74079(6) 0.23796(3) 0.0427(3) Uani 1 1 d . . . Gd2 Gd 1.00691(7) 0.73150(6) 0.25774(3) 0.0421(3) Uani 1 1 d . . . C1 C 0.2682(17) 0.4571(12) 0.2237(6) 0.051(4) Uani 1 1 d . . . C2 C 0.3996(18) 0.4388(12) 0.2102(6) 0.053(4) Uani 1 1 d . . . H2 H 0.4640 0.4920 0.2110 0.064 Uiso 1 1 calc R . . C3 C 0.4381(16) 0.3415(12) 0.1952(6) 0.047(4) Uani 1 1 d . . . C4 C 0.339(2) 0.2659(13) 0.1928(8) 0.072(5) Uani 1 1 d . . . H4 H 0.3598 0.2015 0.1809 0.086 Uiso 1 1 calc R . . C5 C 0.210(2) 0.2837(14) 0.2078(10) 0.090(7) Uani 1 1 d . . . H5 H 0.1457 0.2305 0.2088 0.108 Uiso 1 1 calc R . . C6 C 0.1742(19) 0.3804(15) 0.2213(8) 0.069(5) Uani 1 1 d . . . H6 H 0.0851 0.3923 0.2288 0.082 Uiso 1 1 calc R . . C7 C 0.2346(18) 0.5610(14) 0.2400(6) 0.055(4) Uani 1 1 d . . . C8 C 0.5808(16) 0.3226(11) 0.1829(6) 0.045(4) Uani 1 1 d . . . C9 C 0.6827(18) 0.3963(14) 0.1928(8) 0.065(5) Uani 1 1 d . . . H9 H 0.6570 0.4570 0.2084 0.078 Uiso 1 1 calc R . . C10 C 0.847(2) 0.3021(16) 0.1621(7) 0.072(6) Uani 1 1 d . . . H10 H 0.9367 0.2930 0.1553 0.087 Uiso 1 1 calc R . . C11 C 0.754(2) 0.2212(17) 0.1500(9) 0.091(7) Uani 1 1 d . . . H11 H 0.7815 0.1604 0.1351 0.109 Uiso 1 1 calc R . . C13 C 0.5770(17) 0.6356(12) 0.0688(6) 0.050(4) Uani 1 1 d . . . C12 C 0.6200(19) 0.2346(14) 0.1611(8) 0.071(5) Uani 1 1 d . . . H12 H 0.5561 0.1819 0.1534 0.085 Uiso 1 1 calc R . . C14 C 0.6656(18) 0.5597(13) 0.0591(6) 0.055(4) Uani 1 1 d . . . H14 H 0.6980 0.5259 0.0888 0.065 Uiso 1 1 calc R . . C15 C 0.7049(19) 0.5349(13) 0.0061(6) 0.057(4) Uani 1 1 d . . . C16 C 0.652(2) 0.5849(16) -0.0358(7) 0.073(6) Uani 1 1 d . . . H16 H 0.6770 0.5680 -0.0719 0.088 Uiso 1 1 calc R . . C17 C 0.560(2) 0.6610(14) -0.0279(7) 0.072(6) Uani 1 1 d . . . H17 H 0.5268 0.6950 -0.0574 0.086 Uiso 1 1 calc R . . C18 C 0.5251(17) 0.6811(13) 0.0257(7) 0.053(4) Uani 1 1 d . . . H18 H 0.4622 0.7285 0.0328 0.064 Uiso 1 1 calc R . . C19 C 0.5393(16) 0.6601(12) 0.1289(6) 0.049(4) Uani 1 1 d . . . C20 C 0.8022(18) 0.4542(13) -0.0055(6) 0.054(4) Uani 1 1 d . . . C21 C 0.887(2) 0.4254(14) 0.0368(7) 0.071(6) Uani 1 1 d . . . H21 H 0.8814 0.4544 0.0727 0.086 Uiso 1 1 calc R . . C22 C 0.983(2) 0.3106(14) -0.0279(8) 0.069(5) Uani 1 1 d . . . H22 H 1.0432 0.2619 -0.0358 0.082 Uiso 1 1 calc R . . C23 C 0.9031(17) 0.3355(12) -0.0673(6) 0.049(4) Uani 1 1 d . . . H23 H 0.9079 0.3055 -0.1029 0.059 Uiso 1 1 calc R . . C24 C 0.812(2) 0.4058(15) -0.0566(7) 0.069(5) Uani 1 1 d . . . H24 H 0.7544 0.4215 -0.0853 0.082 Uiso 1 1 calc R . . C25 C 0.6832(16) 0.5546(12) 0.3619(6) 0.048(4) Uani 1 1 d . . . C26 C 0.5519(17) 0.5217(13) 0.3616(7) 0.055(4) Uani 1 1 d . . . H26 H 0.4935 0.5360 0.3328 0.066 Uiso 1 1 calc R . . C27 C 0.506(2) 0.4665(15) 0.4050(8) 0.072(5) Uani 1 1 d . . . C28 C 0.584(2) 0.4456(12) 0.4464(7) 0.057(5) Uani 1 1 d . . . H28 H 0.5508 0.4063 0.4742 0.068 Uiso 1 1 calc R . . C29 C 0.713(3) 0.481(2) 0.4489(10) 0.108(9) Uani 1 1 d . . . H29 H 0.7665 0.4702 0.4799 0.130 Uiso 1 1 calc R . . C30 C 0.7666(19) 0.5330(18) 0.4059(8) 0.084(7) Uani 1 1 d . . . H30 H 0.8576 0.5534 0.4065 0.101 Uiso 1 1 calc R . . C31 C 0.742(2) 0.6160(12) 0.3164(6) 0.051(4) Uani 1 1 d . . . C32 C 0.3537(14) 0.4518(14) 0.4109(7) 0.106(8) Uiso 1 1 d G . . C33 C 0.2654(19) 0.5121(11) 0.3850(6) 0.132(10) Uiso 1 1 d G . . H33 H 0.2987 0.5663 0.3660 0.158 Uiso 1 1 calc R . . N3 N 0.1273(18) 0.4914(12) 0.3877(6) 0.133(8) Uiso 1 1 d G . . C34 C 0.0775(14) 0.4104(13) 0.4161(7) 0.117(10) Uani 1 1 d G . . H34 H -0.0149 0.3965 0.4178 0.141 Uiso 1 1 calc R . . C35 C 0.166(2) 0.3500(11) 0.4419(6) 0.098(7) Uiso 1 1 d G . . H35 H 0.1325 0.2958 0.4609 0.118 Uiso 1 1 calc R . . C36 C 0.3039(18) 0.3707(13) 0.4393(7) 0.140(11) Uani 1 1 d G . . H36 H 0.3630 0.3304 0.4566 0.168 Uiso 1 1 calc R . . C37 C 0.5652(16) 0.8471(13) 0.4114(6) 0.050(4) Uani 1 1 d . . . C38 C 0.6640(19) 0.9220(14) 0.4275(6) 0.062(5) Uani 1 1 d . . . H38 H 0.7148 0.9508 0.4000 0.075 Uiso 1 1 calc R . . C39 C 0.6894(17) 0.9547(13) 0.4809(6) 0.053(4) Uani 1 1 d . . . C40 C 0.616(2) 0.9092(13) 0.5214(7) 0.065(5) Uani 1 1 d . . . H40 H 0.6308 0.9305 0.5586 0.078 Uiso 1 1 calc R . . C41 C 0.522(2) 0.8323(15) 0.5069(7) 0.074(6) Uani 1 1 d . . . H41 H 0.4744 0.8017 0.5349 0.089 Uiso 1 1 calc R . . C42 C 0.4947(19) 0.7997(14) 0.4528(8) 0.063(5) Uani 1 1 d . . . H42 H 0.4312 0.7472 0.4439 0.076 Uiso 1 1 calc R . . C43 C 0.5441(18) 0.8191(13) 0.3519(6) 0.054(4) Uani 1 1 d . . . C44 C 0.7925(19) 1.0357(14) 0.4962(7) 0.063(5) Uani 1 1 d . . . C45 C 0.873(3) 1.076(2) 0.4598(12) 0.126(10) Uiso 1 1 d . . . H45 H 0.8678 1.0493 0.4232 0.151 Uiso 1 1 calc R . . C46 C 0.980(2) 1.1875(17) 0.5277(9) 0.086(6) Uiso 1 1 d . . . H46 H 1.0505 1.2326 0.5403 0.103 Uiso 1 1 calc R . . C47 C 0.896(3) 1.1555(18) 0.5624(9) 0.091(6) Uiso 1 1 d . . . H47 H 0.8912 1.1885 0.5973 0.109 Uiso 1 1 calc R . . C48 C 0.817(3) 1.077(2) 0.5494(9) 0.135(12) Uani 1 1 d . . . H48 H 0.7732 1.0469 0.5782 0.162 Uiso 1 1 calc R . . C49 C 0.8273(17) 0.9288(12) 0.1433(6) 0.051(4) Uani 1 1 d . . . C50 C 0.7545(16) 0.9412(12) 0.0940(6) 0.047(4) Uani 1 1 d . . . H50 H 0.6684 0.9108 0.0887 0.056 Uiso 1 1 calc R . . C51 C 0.810(2) 0.9989(13) 0.0526(7) 0.059(5) Uani 1 1 d . . . C52 C 0.9404(17) 1.0468(13) 0.0625(7) 0.053(4) Uani 1 1 d . . . H52 H 0.9782 1.0863 0.0357 0.063 Uiso 1 1 calc R . . C53 C 1.0126(18) 1.0353(14) 0.1118(7) 0.063(5) Uani 1 1 d . . . H53 H 1.0980 1.0665 0.1179 0.076 Uiso 1 1 calc R . . C54 C 0.955(2) 0.9763(13) 0.1519(7) 0.064(5) Uani 1 1 d . . . H54 H 1.0019 0.9687 0.1850 0.077 Uiso 1 1 calc R . . C55 C 0.7397(19) 1.0039(13) 0.0003(7) 0.062(5) Uani 1 1 d . . . C56 C 0.677(2) 0.9231(14) -0.0296(9) 0.078(6) Uani 1 1 d . . . H56 H 0.6818 0.8610 -0.0145 0.094 Uiso 1 1 calc R . . C57 C 0.606(2) 1.0098(19) -0.0996(7) 0.072(6) Uani 1 1 d . . . H57 H 0.5544 1.0130 -0.1320 0.087 Uiso 1 1 calc R . . C58 C 0.673(2) 1.0980(17) -0.0779(8) 0.081(7) Uani 1 1 d . . . H58 H 0.6741 1.1563 -0.0971 0.097 Uiso 1 1 calc R . . C59 C 0.737(2) 1.0955(13) -0.0277(9) 0.075(6) Uani 1 1 d . . . H59 H 0.7803 1.1536 -0.0113 0.090 Uiso 1 1 calc R . . C60 C 0.7636(16) 0.8617(11) 0.1853(6) 0.044(4) Uani 1 1 d . . . C61 C 1.3220(15) 1.0102(12) 0.2831(6) 0.047(4) Uani 1 1 d . . . C62 C 1.4579(17) 1.0393(13) 0.2799(6) 0.053(4) Uani 1 1 d . . . H62 H 1.5144 0.9980 0.2603 0.064 Uiso 1 1 calc R . . C63 C 1.5109(16) 1.1289(12) 0.3055(6) 0.050(4) Uani 1 1 d . . . C64 C 1.4254(19) 1.1891(14) 0.3357(7) 0.067(5) Uani 1 1 d . . . H64 H 1.4587 1.2491 0.3535 0.081 Uiso 1 1 calc R . . C65 C 1.285(2) 1.1574(13) 0.3388(7) 0.068(5) Uani 1 1 d . . . H65 H 1.2273 1.1973 0.3589 0.082 Uiso 1 1 calc R . . C66 C 1.2359(19) 1.0708(14) 0.3130(7) 0.066(5) Uani 1 1 d . . . H66 H 1.1451 1.0511 0.3151 0.080 Uiso 1 1 calc R . . C67 C 1.2720(16) 0.9096(12) 0.2567(6) 0.045(4) Uani 1 1 d . . . C68 C 1.6573(18) 1.1556(12) 0.3046(6) 0.054(4) Uani 1 1 d . . . C69 C 1.751(2) 1.0855(15) 0.2996(7) 0.067(5) Uani 1 1 d . . . H69 H 1.7182 1.0188 0.2961 0.080 Uiso 1 1 calc R . . C70 C 1.929(3) 1.1985(18) 0.3051(8) 0.090(6) Uiso 1 1 d . . . H70 H 2.0210 1.2136 0.3045 0.108 Uiso 1 1 calc R . . C71 C 1.845(3) 1.2761(19) 0.3120(8) 0.093(7) Uiso 1 1 d . . . H71 H 1.8820 1.3415 0.3166 0.112 Uiso 1 1 calc R . . C72 C 1.708(2) 1.2579(15) 0.3121(7) 0.068(5) Uani 1 1 d . . . H72 H 1.6507 1.3097 0.3169 0.081 Uiso 1 1 calc R . . N1 N 0.8148(16) 0.3914(12) 0.1826(7) 0.071(4) Uani 1 1 d . . . N2 N 0.981(2) 0.3543(14) 0.0263(8) 0.099(6) Uani 1 1 d . . . N4 N 0.971(3) 1.158(2) 0.4738(12) 0.164(11) Uiso 1 1 d . . . N5 N 0.609(2) 0.9248(12) -0.0783(6) 0.082(5) Uani 1 1 d . . . N6 N 1.8838(18) 1.1034(14) 0.2992(8) 0.088(5) Uani 1 1 d . . . O1 O 0.3303(10) 0.6270(8) 0.2449(5) 0.055(3) Uani 1 1 d . . . O2 O 0.1149(12) 0.5781(8) 0.2486(4) 0.054(3) Uani 1 1 d . . . O3 O 0.4398(12) 0.7122(8) 0.1369(4) 0.060(3) Uani 1 1 d . . . O4 O 0.6118(11) 0.6333(8) 0.1675(4) 0.052(3) Uani 1 1 d . . . O5 O 0.6591(12) 0.6396(8) 0.2789(4) 0.056(3) Uani 1 1 d . . . O6 O 0.8663(12) 0.6385(10) 0.3161(4) 0.067(3) Uani 1 1 d . . . O7 O 0.6227(12) 0.8469(9) 0.3160(4) 0.057(3) Uani 1 1 d . . . O8 O 0.4357(12) 0.7606(8) 0.3362(4) 0.059(3) Uani 1 1 d . . . O9 O 0.8370(13) 0.8147(9) 0.2146(5) 0.063(3) Uani 1 1 d . . . O10 O 0.6397(10) 0.8585(8) 0.1882(4) 0.050(3) Uani 1 1 d . . . O11 O 1.1484(12) 0.8864(9) 0.2625(4) 0.062(3) Uani 1 1 d . . . O12 O 1.3486(11) 0.8566(8) 0.2307(4) 0.056(3) Uani 1 1 d . . . O1W O 0.8843(10) 0.6121(8) 0.1894(4) 0.053(3) Uani 1 1 d . . . H1WA H 0.9209 0.5974 0.1602 0.063 Uiso 1 1 d R . . H1WB H 0.8764 0.5635 0.2086 0.063 Uiso 1 1 d R . . O2W O 1.1246(11) 0.7470(9) 0.1737(4) 0.058(3) Uani 1 1 d . . . H2WA H 1.1750 0.7928 0.1636 0.070 Uiso 1 1 d R . . H2WB H 1.0755 0.7235 0.1478 0.070 Uiso 1 1 d R . . O3W O 0.9134(11) 0.8553(9) 0.3259(4) 0.063(3) Uani 1 1 d . . . H3WA H 0.9548 0.8658 0.3558 0.075 Uiso 1 1 d R . . H3WB H 0.8739 0.9047 0.3180 0.075 Uiso 1 1 d R . . O4W O 1.1498(11) 0.7321(8) 0.3400(4) 0.057(3) Uani 1 1 d . . . H4WA H 1.2258 0.7603 0.3396 0.069 Uiso 1 1 d R . . H4WB H 1.1206 0.7343 0.3716 0.069 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0292(5) 0.0412(5) 0.0563(5) -0.0061(3) 0.0006(3) -0.0011(3) Gd2 0.0289(5) 0.0482(5) 0.0479(5) -0.0040(3) -0.0007(3) -0.0016(4) C1 0.044(11) 0.044(10) 0.062(10) -0.014(7) -0.003(7) -0.006(8) C2 0.052(12) 0.050(11) 0.056(9) -0.004(7) -0.003(7) -0.006(8) C3 0.031(9) 0.043(10) 0.066(10) 0.000(7) 0.001(7) -0.006(7) C4 0.060(14) 0.033(10) 0.120(15) -0.017(9) -0.002(10) 0.009(9) C5 0.035(12) 0.040(12) 0.19(2) -0.012(12) 0.019(12) -0.004(9) C6 0.030(11) 0.068(14) 0.105(14) 0.000(10) -0.001(9) -0.007(9) C7 0.042(12) 0.076(13) 0.048(9) -0.001(8) 0.000(7) 0.008(10) C8 0.041(10) 0.037(9) 0.055(9) 0.005(6) -0.009(7) -0.002(7) C9 0.040(12) 0.049(11) 0.106(14) 0.002(9) 0.011(9) 0.011(9) C10 0.044(13) 0.084(16) 0.087(13) -0.021(11) 0.004(9) 0.008(11) C11 0.075(17) 0.078(16) 0.119(16) -0.035(12) -0.018(12) 0.045(14) C13 0.049(11) 0.055(11) 0.040(8) 0.000(7) -0.019(7) -0.031(8) C12 0.041(12) 0.054(12) 0.113(15) -0.033(10) -0.004(9) 0.008(9) C14 0.059(12) 0.052(11) 0.050(10) -0.010(7) -0.009(7) -0.006(9) C15 0.063(13) 0.062(11) 0.044(10) -0.006(7) -0.002(8) -0.012(9) C16 0.077(15) 0.091(15) 0.045(11) -0.021(9) 0.010(9) -0.032(12) C17 0.090(17) 0.058(13) 0.065(12) 0.000(9) -0.013(10) -0.005(11) C18 0.039(10) 0.055(11) 0.065(11) 0.000(8) -0.001(7) 0.000(8) C19 0.028(9) 0.057(11) 0.057(10) -0.021(7) 0.009(7) -0.011(8) C20 0.050(12) 0.060(11) 0.051(10) 0.006(8) 0.006(8) -0.006(9) C21 0.096(17) 0.066(13) 0.054(11) -0.002(8) 0.023(10) 0.007(12) C22 0.065(14) 0.064(13) 0.077(13) -0.012(9) 0.025(11) 0.003(10) C23 0.043(10) 0.057(11) 0.043(9) -0.021(7) 0.007(7) -0.012(8) C24 0.069(14) 0.085(14) 0.047(10) -0.024(9) 0.010(8) -0.012(11) C25 0.032(10) 0.047(10) 0.063(10) -0.005(7) -0.002(7) -0.003(7) C26 0.042(11) 0.062(11) 0.058(10) 0.006(8) -0.011(7) -0.015(8) C27 0.056(14) 0.068(13) 0.090(15) 0.005(10) 0.001(11) -0.016(10) C28 0.070(14) 0.041(10) 0.060(11) 0.017(7) 0.016(9) -0.012(9) C29 0.09(2) 0.15(2) 0.086(16) 0.042(14) -0.017(13) -0.053(17) C30 0.025(11) 0.14(2) 0.087(14) 0.023(12) -0.011(9) -0.023(11) C31 0.061(13) 0.051(10) 0.040(9) -0.003(7) -0.001(8) 0.002(9) C34 0.10(2) 0.13(2) 0.115(19) 0.007(15) 0.012(15) -0.072(18) C36 0.14(3) 0.11(2) 0.17(3) 0.034(19) 0.00(2) -0.03(2) C37 0.026(9) 0.069(12) 0.054(9) -0.002(7) -0.004(6) -0.001(8) C38 0.055(12) 0.083(14) 0.047(10) 0.000(8) -0.003(8) -0.002(10) C39 0.040(11) 0.069(12) 0.048(10) -0.008(8) -0.003(7) -0.002(9) C40 0.084(15) 0.054(12) 0.052(10) -0.011(8) -0.011(9) -0.006(10) C41 0.105(18) 0.075(14) 0.041(10) 0.013(8) -0.005(10) -0.004(12) C42 0.043(12) 0.060(12) 0.089(13) 0.025(9) 0.001(9) -0.002(9) C43 0.053(12) 0.057(11) 0.051(10) -0.012(7) 0.014(8) -0.001(9) C44 0.054(13) 0.066(12) 0.066(11) -0.008(8) 0.003(8) -0.017(9) C48 0.19(3) 0.12(2) 0.082(16) -0.035(14) 0.022(17) -0.08(2) C49 0.048(11) 0.051(10) 0.052(10) -0.015(7) 0.014(7) -0.014(8) C50 0.032(10) 0.060(11) 0.049(9) 0.010(7) 0.001(7) -0.002(8) C51 0.063(13) 0.059(12) 0.054(10) -0.005(8) -0.001(8) 0.012(10) C52 0.037(10) 0.055(11) 0.064(11) 0.002(7) 0.002(7) -0.005(8) C53 0.035(11) 0.089(14) 0.063(11) 0.013(9) 0.010(8) -0.026(9) C54 0.060(14) 0.057(12) 0.075(12) -0.002(8) -0.003(9) 0.006(10) C55 0.061(13) 0.060(12) 0.068(12) 0.015(9) 0.015(9) 0.014(10) C56 0.061(15) 0.048(12) 0.120(17) -0.003(10) -0.033(12) -0.021(10) C57 0.046(12) 0.111(19) 0.061(11) 0.009(11) -0.016(8) 0.022(12) C58 0.103(19) 0.091(17) 0.055(12) 0.034(10) 0.032(11) 0.015(14) C59 0.082(16) 0.028(10) 0.110(16) -0.002(9) 0.002(12) -0.023(9) C60 0.034(10) 0.044(9) 0.052(9) 0.000(7) -0.005(7) -0.004(7) C61 0.027(9) 0.060(11) 0.053(9) 0.004(7) 0.001(6) -0.002(7) C62 0.046(11) 0.057(11) 0.055(10) -0.007(7) 0.008(7) -0.005(8) C63 0.029(9) 0.044(10) 0.074(10) 0.003(7) -0.005(7) -0.005(7) C64 0.057(13) 0.061(12) 0.081(12) -0.028(9) -0.003(9) 0.008(10) C65 0.066(14) 0.048(11) 0.089(13) -0.022(9) 0.006(10) 0.018(10) C66 0.041(12) 0.068(13) 0.088(13) -0.017(10) 0.007(9) 0.005(9) C67 0.031(10) 0.046(10) 0.056(9) -0.002(7) -0.003(7) -0.009(7) C68 0.056(12) 0.041(10) 0.061(10) 0.000(7) 0.002(8) -0.013(8) C69 0.054(14) 0.063(13) 0.083(13) -0.001(9) 0.003(9) 0.000(10) C72 0.051(13) 0.070(13) 0.080(12) 0.003(9) 0.000(9) -0.006(10) N1 0.044(10) 0.058(10) 0.110(12) -0.011(8) 0.004(8) 0.005(8) N2 0.106(17) 0.075(13) 0.117(15) -0.004(10) 0.034(12) 0.008(12) N5 0.123(17) 0.048(10) 0.070(10) -0.005(7) -0.034(10) 0.002(10) N6 0.038(11) 0.081(13) 0.144(16) -0.002(10) -0.007(9) -0.003(9) O1 0.018(6) 0.053(7) 0.090(8) -0.010(5) -0.002(5) -0.018(5) O2 0.050(8) 0.051(7) 0.060(6) -0.001(5) 0.003(5) 0.010(6) O3 0.062(9) 0.051(7) 0.065(7) -0.011(5) 0.004(5) 0.006(6) O4 0.036(7) 0.060(7) 0.061(7) -0.004(5) -0.007(5) 0.012(6) O5 0.051(8) 0.049(7) 0.067(7) 0.004(5) 0.006(6) -0.005(6) O6 0.036(8) 0.101(10) 0.063(7) 0.018(6) 0.008(5) -0.015(7) O7 0.046(8) 0.063(8) 0.061(7) -0.015(5) -0.009(5) 0.005(6) O8 0.055(8) 0.057(8) 0.061(7) -0.004(5) 0.001(5) -0.027(6) O9 0.059(9) 0.056(8) 0.075(8) 0.003(6) -0.002(6) 0.011(7) O10 0.020(6) 0.070(8) 0.060(7) 0.006(5) 0.004(4) -0.010(5) O11 0.048(8) 0.063(8) 0.073(8) -0.013(5) 0.010(6) -0.011(6) O12 0.040(7) 0.042(7) 0.084(7) -0.022(5) -0.007(5) 0.005(5) O1W 0.040(7) 0.051(7) 0.066(7) -0.010(5) 0.007(5) -0.002(5) O2W 0.041(7) 0.071(8) 0.060(7) -0.008(5) -0.003(5) -0.016(6) O3W 0.028(7) 0.087(9) 0.072(7) -0.015(6) -0.018(5) 0.017(6) O4W 0.049(8) 0.064(8) 0.057(6) -0.005(5) 0.002(5) 0.000(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 Gd1 O5 2.301(12) . ? Gd1 O1 2.308(11) . ? Gd1 O12 2.324(11) 1_455 ? Gd1 O10 2.365(10) . ? Gd1 O4 2.434(10) . ? Gd1 O7 2.487(10) . ? Gd1 O8 2.505(10) . ? Gd1 O3 2.523(10) . ? Gd1 C19 2.809(13) . ? Gd1 C43 2.885(15) . ? Gd2 O9 2.337(12) . ? Gd2 O6 2.360(11) . ? Gd2 O2W 2.375(10) . ? Gd2 O2 2.379(10) 1_655 ? Gd2 O4W 2.412(10) . ? Gd2 O11 2.435(12) . ? Gd2 O1W 2.477(10) . ? Gd2 O3W 2.502(10) . ? C1 C6 1.35(2) . ? C1 C2 1.39(2) . ? C1 C7 1.48(2) . ? C2 C3 1.41(2) . ? C2 H2 0.9300 . ? C3 C4 1.37(2) . ? C3 C8 1.49(2) . ? C4 C5 1.38(2) . ? C4 H4 0.9300 . ? C5 C6 1.39(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.247(19) . ? C7 O1 1.26(2) . ? C8 C12 1.35(2) . ? C8 C9 1.38(2) . ? C9 N1 1.35(2) . ? C9 H9 0.9300 . ? C10 N1 1.33(2) . ? C10 C11 1.39(3) . ? C10 H10 0.9300 . ? C11 C12 1.39(3) . ? C11 H11 0.9300 . ? C13 C18 1.34(2) . ? C13 C14 1.40(2) . ? C13 C19 1.52(2) . ? C12 H12 0.9300 . ? C14 C15 1.37(2) . ? C14 H14 0.9300 . ? C15 C16 1.36(3) . ? C15 C20 1.51(3) . ? C16 C17 1.42(3) . ? C16 H16 0.9300 . ? C17 C18 1.36(2) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O4 1.246(19) . ? C19 O3 1.258(18) . ? C20 C24 1.37(2) . ? C20 C21 1.40(3) . ? C21 N2 1.39(2) . ? C21 H21 0.9300 . ? C22 C23 1.29(2) . ? C22 N2 1.40(2) . ? C22 H22 0.9300 . ? C23 C24 1.36(2) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.35(2) . ? C25 C30 1.38(2) . ? C25 C31 1.52(2) . ? C26 C27 1.38(2) . ? C26 H26 0.9300 . ? C27 C28 1.30(3) . ? C27 C32 1.53(2) . ? C28 C29 1.33(3) . ? C28 H28 0.9300 . ? C29 C30 1.38(3) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 O6 1.26(2) . ? C31 O5 1.272(19) . ? C32 C33 1.3900 . ? C32 C36 1.3900 . ? C33 N3 1.3900 . ? C33 H33 0.9300 . ? N3 C34 1.3900 . ? C34 C35 1.3900 . ? C34 H34 0.9300 . ? C35 C36 1.3900 . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C42 1.39(2) . ? C37 C38 1.39(2) . ? C37 C43 1.47(2) . ? C38 C39 1.35(2) . ? C38 H38 0.9300 . ? C39 C40 1.38(2) . ? C39 C44 1.47(3) . ? C40 C41 1.38(3) . ? C40 H40 0.9300 . ? C41 C42 1.37(2) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 O7 1.238(19) . ? C43 O8 1.33(2) . ? C44 C45 1.32(3) . ? C44 C48 1.38(3) . ? C45 N4 1.45(4) . ? C45 H45 0.9300 . ? C46 C47 1.27(3) . ? C46 N4 1.33(3) . ? C46 H46 0.9300 . ? C47 C48 1.29(3) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 C54 1.39(2) . ? C49 C50 1.40(2) . ? C49 C60 1.52(2) . ? C50 C51 1.40(2) . ? C50 H50 0.9300 . ? C51 C52 1.42(2) . ? C51 C55 1.43(2) . ? C52 C53 1.39(2) . ? C52 H52 0.9300 . ? C53 C54 1.40(2) . ? C53 H53 0.9300 . ? C54 H54 0.9300 . ? C55 C56 1.38(2) . ? C55 C59 1.44(2) . ? C56 N5 1.34(2) . ? C56 H56 0.9300 . ? C57 N5 1.28(3) . ? C57 C58 1.39(3) . ? C57 H57 0.9300 . ? C58 C59 1.36(3) . ? C58 H58 0.9300 . ? C59 H59 0.9300 . ? C60 O9 1.229(18) . ? C60 O10 1.236(18) . ? C61 C62 1.39(2) . ? C61 C66 1.40(2) . ? C61 C67 1.51(2) . ? C62 C63 1.39(2) . ? C62 H62 0.9300 . ? C63 C64 1.39(2) . ? C63 C68 1.48(2) . ? C64 C65 1.44(3) . ? C64 H64 0.9300 . ? C65 C66 1.34(2) . ? C65 H65 0.9300 . ? C66 H66 0.9300 . ? C67 O12 1.230(17) . ? C67 O11 1.263(18) . ? C68 C69 1.36(2) . ? C68 C72 1.43(2) . ? C69 N6 1.33(2) . ? C69 H69 0.9300 . ? C70 N6 1.32(3) . ? C70 C71 1.37(3) . ? C70 H70 0.9300 . ? C71 C72 1.37(3) . ? C71 H71 0.9300 . ? C72 H72 0.9300 . ? O2 Gd2 2.379(10) 1_455 ? O12 Gd1 2.324(11) 1_655 ? O1W H1WA 0.8194 . ? O1W H1WB 0.8206 . ? O2W H2WA 0.8207 . ? O2W H2WB 0.8202 . ? O3W H3WA 0.8217 . ? O3W H3WB 0.8194 . ? O4W H4WA 0.8257 . ? O4W H4WB 0.8204 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Gd1 O1 93.2(4) . . ? O5 Gd1 O12 159.0(4) . 1_455 ? O1 Gd1 O12 84.4(4) . 1_455 ? O5 Gd1 O10 107.8(4) . . ? O1 Gd1 O10 151.4(4) . . ? O12 Gd1 O10 82.6(4) 1_455 . ? O5 Gd1 O4 69.8(4) . . ? O1 Gd1 O4 91.6(4) . . ? O12 Gd1 O4 131.1(4) 1_455 . ? O10 Gd1 O4 78.2(4) . . ? O5 Gd1 O7 75.0(4) . . ? O1 Gd1 O7 126.0(4) . . ? O12 Gd1 O7 89.5(4) 1_455 . ? O10 Gd1 O7 79.3(4) . . ? O4 Gd1 O7 129.3(4) . . ? O5 Gd1 O8 81.2(4) . . ? O1 Gd1 O8 73.7(4) . . ? O12 Gd1 O8 78.1(4) 1_455 . ? O10 Gd1 O8 127.6(4) . . ? O4 Gd1 O8 146.7(4) . . ? O7 Gd1 O8 52.6(4) . . ? O5 Gd1 O3 121.4(4) . . ? O1 Gd1 O3 79.5(4) . . ? O12 Gd1 O3 78.8(4) 1_455 . ? O10 Gd1 O3 73.0(4) . . ? O4 Gd1 O3 52.7(3) . . ? O7 Gd1 O3 151.1(4) . . ? O8 Gd1 O3 146.0(4) . . ? O5 Gd1 C19 95.9(5) . . ? O1 Gd1 C19 87.4(4) . . ? O12 Gd1 C19 104.9(5) 1_455 . ? O10 Gd1 C19 71.6(4) . . ? O4 Gd1 C19 26.3(4) . . ? O7 Gd1 C19 145.2(4) . . ? O8 Gd1 C19 160.6(4) . . ? O3 Gd1 C19 26.6(4) . . ? O5 Gd1 C43 74.8(4) . . ? O1 Gd1 C43 100.7(5) . . ? O12 Gd1 C43 85.1(4) 1_455 . ? O10 Gd1 C43 103.4(4) . . ? O4 Gd1 C43 143.0(4) . . ? O7 Gd1 C43 25.3(4) . . ? O8 Gd1 C43 27.4(4) . . ? O3 Gd1 C43 163.8(4) . . ? C19 Gd1 C43 167.8(5) . . ? O9 Gd2 O6 96.9(4) . . ? O9 Gd2 O2W 86.0(4) . . ? O6 Gd2 O2W 151.0(4) . . ? O9 Gd2 O2 140.0(4) . 1_655 ? O6 Gd2 O2 82.1(4) . 1_655 ? O2W Gd2 O2 77.5(4) . 1_655 ? O9 Gd2 O4W 144.1(4) . . ? O6 Gd2 O4W 79.4(4) . . ? O2W Gd2 O4W 114.4(4) . . ? O2 Gd2 O4W 75.4(4) 1_655 . ? O9 Gd2 O11 89.1(4) . . ? O6 Gd2 O11 138.8(4) . . ? O2W Gd2 O11 69.9(4) . . ? O2 Gd2 O11 117.8(4) 1_655 . ? O4W Gd2 O11 72.5(4) . . ? O9 Gd2 O1W 71.6(4) . . ? O6 Gd2 O1W 78.5(4) . . ? O2W Gd2 O1W 75.1(4) . . ? O2 Gd2 O1W 68.9(4) 1_655 . ? O4W Gd2 O1W 140.1(4) . . ? O11 Gd2 O1W 141.0(4) . . ? O9 Gd2 O3W 70.1(4) . . ? O6 Gd2 O3W 73.5(4) . . ? O2W Gd2 O3W 133.5(4) . . ? O2 Gd2 O3W 144.2(4) 1_655 . ? O4W Gd2 O3W 74.6(3) . . ? O11 Gd2 O3W 70.4(4) . . ? O1W Gd2 O3W 128.7(3) . . ? C6 C1 C2 119.2(16) . . ? C6 C1 C7 121.6(16) . . ? C2 C1 C7 119.2(16) . . ? C1 C2 C3 121.8(16) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 117.1(15) . . ? C4 C3 C8 121.8(14) . . ? C2 C3 C8 121.1(15) . . ? C3 C4 C5 121.0(16) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C6 120.5(18) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C1 C6 C5 120.2(18) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? O2 C7 O1 123.7(16) . . ? O2 C7 C1 118.9(17) . . ? O1 C7 C1 117.5(15) . . ? C12 C8 C9 115.2(16) . . ? C12 C8 C3 123.5(15) . . ? C9 C8 C3 121.3(14) . . ? N1 C9 C8 128.2(16) . . ? N1 C9 H9 115.9 . . ? C8 C9 H9 115.9 . . ? N1 C10 C11 124.6(18) . . ? N1 C10 H10 117.7 . . ? C11 C10 H10 117.7 . . ? C12 C11 C10 117.5(17) . . ? C12 C11 H11 121.2 . . ? C10 C11 H11 121.2 . . ? C18 C13 C14 119.8(14) . . ? C18 C13 C19 122.7(17) . . ? C14 C13 C19 117.5(14) . . ? C8 C12 C11 121.2(19) . . ? C8 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C15 C14 C13 120.4(16) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C16 C15 C14 117.3(18) . . ? C16 C15 C20 121.1(15) . . ? C14 C15 C20 121.6(16) . . ? C15 C16 C17 124.1(16) . . ? C15 C16 H16 118.0 . . ? C17 C16 H16 118.0 . . ? C18 C17 C16 115.3(17) . . ? C18 C17 H17 122.3 . . ? C16 C17 H17 122.3 . . ? C13 C18 C17 123.0(18) . . ? C13 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? O4 C19 O3 123.0(13) . . ? O4 C19 C13 119.3(14) . . ? O3 C19 C13 117.6(15) . . ? O4 C19 Gd1 59.8(7) . . ? O3 C19 Gd1 63.9(7) . . ? C13 C19 Gd1 167.4(11) . . ? C24 C20 C21 116.6(18) . . ? C24 C20 C15 123.0(17) . . ? C21 C20 C15 120.4(15) . . ? N2 C21 C20 121.0(16) . . ? N2 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C23 C22 N2 122.4(18) . . ? C23 C22 H22 118.8 . . ? N2 C22 H22 118.8 . . ? C22 C23 C24 120.0(14) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C20 C24 C23 122.8(18) . . ? C20 C24 H24 118.6 . . ? C23 C24 H24 118.6 . . ? C26 C25 C30 118.9(16) . . ? C26 C25 C31 122.3(15) . . ? C30 C25 C31 118.8(16) . . ? C25 C26 C27 118.8(16) . . ? C25 C26 H26 120.6 . . ? C27 C26 H26 120.6 . . ? C28 C27 C26 122.5(19) . . ? C28 C27 C32 118.7(18) . . ? C26 C27 C32 117.2(18) . . ? C27 C28 C29 119.9(18) . . ? C27 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? C28 C29 C30 121(2) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C25 C30 C29 119.1(19) . . ? C25 C30 H30 120.4 . . ? C29 C30 H30 120.4 . . ? O6 C31 O5 123.6(16) . . ? O6 C31 C25 120.1(15) . . ? O5 C31 C25 116.3(16) . . ? C33 C32 C36 120.0 . . ? C33 C32 C27 121.7(15) . . ? C36 C32 C27 118.1(15) . . ? N3 C33 C32 120.0 . . ? N3 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C33 N3 C34 120.0 . . ? C35 C34 N3 120.0 . . ? C35 C34 H34 120.0 . . ? N3 C34 H34 120.0 . . ? C34 C35 C36 120.0 . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C32 120.0 . . ? C35 C36 H36 120.0 . . ? C32 C36 H36 120.0 . . ? C42 C37 C38 118.3(15) . . ? C42 C37 C43 123.0(17) . . ? C38 C37 C43 118.6(15) . . ? C39 C38 C37 123.3(17) . . ? C39 C38 H38 118.3 . . ? C37 C38 H38 118.3 . . ? C38 C39 C40 117.8(18) . . ? C38 C39 C44 121.8(16) . . ? C40 C39 C44 120.5(14) . . ? C41 C40 C39 120.2(15) . . ? C41 C40 H40 119.9 . . ? C39 C40 H40 119.9 . . ? C42 C41 C40 122.1(18) . . ? C42 C41 H41 119.0 . . ? C40 C41 H41 119.0 . . ? C41 C42 C37 118.2(19) . . ? C41 C42 H42 120.9 . . ? C37 C42 H42 120.9 . . ? O7 C43 O8 118.9(13) . . ? O7 C43 C37 123.1(16) . . ? O8 C43 C37 118.1(14) . . ? O7 C43 Gd1 59.1(8) . . ? O8 C43 Gd1 60.2(7) . . ? C37 C43 Gd1 173.2(12) . . ? C45 C44 C48 112(2) . . ? C45 C44 C39 123(2) . . ? C48 C44 C39 124.7(18) . . ? C44 C45 N4 123(3) . . ? C44 C45 H45 118.3 . . ? N4 C45 H45 118.3 . . ? C47 C46 N4 122(3) . . ? C47 C46 H46 119.1 . . ? N4 C46 H46 119.1 . . ? C46 C47 C48 120(2) . . ? C46 C47 H47 119.9 . . ? C48 C47 H47 119.9 . . ? C47 C48 C44 125(2) . . ? C47 C48 H48 117.4 . . ? C44 C48 H48 117.4 . . ? C54 C49 C50 119.8(15) . . ? C54 C49 C60 122.3(16) . . ? C50 C49 C60 117.9(15) . . ? C51 C50 C49 120.6(16) . . ? C51 C50 H50 119.7 . . ? C49 C50 H50 119.7 . . ? C50 C51 C52 118.4(15) . . ? C50 C51 C55 120.2(18) . . ? C52 C51 C55 121.3(17) . . ? C53 C52 C51 121.0(16) . . ? C53 C52 H52 119.5 . . ? C51 C52 H52 119.5 . . ? C54 C53 C52 119.0(17) . . ? C54 C53 H53 120.5 . . ? C52 C53 H53 120.5 . . ? C49 C54 C53 121.2(17) . . ? C49 C54 H54 119.4 . . ? C53 C54 H54 119.4 . . ? C56 C55 C59 113.5(18) . . ? C56 C55 C51 124.7(17) . . ? C59 C55 C51 121.7(18) . . ? N5 C56 C55 126.5(19) . . ? N5 C56 H56 116.8 . . ? C55 C56 H56 116.8 . . ? N5 C57 C58 125.2(17) . . ? N5 C57 H57 117.4 . . ? C58 C57 H57 117.4 . . ? C59 C58 C57 117.3(17) . . ? C59 C58 H58 121.4 . . ? C57 C58 H58 121.4 . . ? C58 C59 C55 120.7(18) . . ? C58 C59 H59 119.6 . . ? C55 C59 H59 119.6 . . ? O9 C60 O10 123.9(15) . . ? O9 C60 C49 118.8(15) . . ? O10 C60 C49 117.3(14) . . ? C62 C61 C66 120.2(16) . . ? C62 C61 C67 118.6(14) . . ? C66 C61 C67 121.1(15) . . ? C63 C62 C61 121.2(15) . . ? C63 C62 H62 119.4 . . ? C61 C62 H62 119.4 . . ? C62 C63 C64 118.7(16) . . ? C62 C63 C68 120.3(15) . . ? C64 C63 C68 120.8(15) . . ? C63 C64 C65 119.5(16) . . ? C63 C64 H64 120.3 . . ? C65 C64 H64 120.3 . . ? C66 C65 C64 120.5(16) . . ? C66 C65 H65 119.7 . . ? C64 C65 H65 119.7 . . ? C65 C66 C61 120.0(18) . . ? C65 C66 H66 120.0 . . ? C61 C66 H66 120.0 . . ? O12 C67 O11 123.9(14) . . ? O12 C67 C61 120.6(14) . . ? O11 C67 C61 115.4(13) . . ? C69 C68 C72 116.6(18) . . ? C69 C68 C63 122.6(16) . . ? C72 C68 C63 120.8(16) . . ? N6 C69 C68 126.1(19) . . ? N6 C69 H69 116.9 . . ? C68 C69 H69 116.9 . . ? N6 C70 C71 123(3) . . ? N6 C70 H70 118.4 . . ? C71 C70 H70 118.4 . . ? C70 C71 C72 121(2) . . ? C70 C71 H71 119.7 . . ? C72 C71 H71 119.7 . . ? C71 C72 C68 117(2) . . ? C71 C72 H72 121.4 . . ? C68 C72 H72 121.4 . . ? C10 N1 C9 113.4(17) . . ? C21 N2 C22 117.2(19) . . ? C46 N4 C45 115(3) . . ? C57 N5 C56 116.5(17) . . ? C70 N6 C69 116(2) . . ? C7 O1 Gd1 170.1(10) . . ? C7 O2 Gd2 130.9(12) . 1_455 ? C19 O3 Gd1 89.5(9) . . ? C19 O4 Gd1 93.9(8) . . ? C31 O5 Gd1 155.2(10) . . ? C31 O6 Gd2 134.1(11) . . ? C43 O7 Gd1 95.7(10) . . ? C43 O8 Gd1 92.4(8) . . ? C60 O9 Gd2 169.3(12) . . ? C60 O10 Gd1 124.3(10) . . ? C67 O11 Gd2 135.6(10) . . ? C67 O12 Gd1 145.1(11) . 1_655 ? Gd2 O1W H1WA 118.2 . . ? Gd2 O1W H1WB 98.9 . . ? H1WA O1W H1WB 110.7 . . ? Gd2 O2W H2WA 130.3 . . ? Gd2 O2W H2WB 108.5 . . ? H2WA O2W H2WB 110.7 . . ? Gd2 O3W H3WA 116.5 . . ? Gd2 O3W H3WB 125.7 . . ? H3WA O3W H3WB 110.5 . . ? Gd2 O4W H4WA 118.5 . . ? Gd2 O4W H4WB 122.9 . . ? H4WA O4W H4WB 110.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -2(2) . . . . ? C7 C1 C2 C3 179.0(14) . . . . ? C1 C2 C3 C4 2(2) . . . . ? C1 C2 C3 C8 -177.6(14) . . . . ? C2 C3 C4 C5 -4(3) . . . . ? C8 C3 C4 C5 175.8(18) . . . . ? C3 C4 C5 C6 5(3) . . . . ? C2 C1 C6 C5 3(3) . . . . ? C7 C1 C6 C5 -177.9(17) . . . . ? C4 C5 C6 C1 -5(3) . . . . ? C6 C1 C7 O2 -4(2) . . . . ? C2 C1 C7 O2 175.4(15) . . . . ? C6 C1 C7 O1 175.2(16) . . . . ? C2 C1 C7 O1 -5(2) . . . . ? C4 C3 C8 C12 10(3) . . . . ? C2 C3 C8 C12 -170.5(16) . . . . ? C4 C3 C8 C9 -171.0(17) . . . . ? C2 C3 C8 C9 9(2) . . . . ? C12 C8 C9 N1 1(3) . . . . ? C3 C8 C9 N1 -178.2(17) . . . . ? N1 C10 C11 C12 -1(3) . . . . ? C9 C8 C12 C11 0(3) . . . . ? C3 C8 C12 C11 179.5(18) . . . . ? C10 C11 C12 C8 0(3) . . . . ? C18 C13 C14 C15 3(3) . . . . ? C19 C13 C14 C15 -179.2(15) . . . . ? C13 C14 C15 C16 -2(3) . . . . ? C13 C14 C15 C20 179.1(16) . . . . ? C14 C15 C16 C17 1(3) . . . . ? C20 C15 C16 C17 180.0(18) . . . . ? C15 C16 C17 C18 -1(3) . . . . ? C14 C13 C18 C17 -4(3) . . . . ? C19 C13 C18 C17 178.6(16) . . . . ? C16 C17 C18 C13 3(3) . . . . ? C18 C13 C19 O4 -163.7(16) . . . . ? C14 C13 C19 O4 19(2) . . . . ? C18 C13 C19 O3 12(2) . . . . ? C14 C13 C19 O3 -165.4(15) . . . . ? C18 C13 C19 Gd1 -82(6) . . . . ? C14 C13 C19 Gd1 101(6) . . . . ? O5 Gd1 C19 O4 -6.0(10) . . . . ? O1 Gd1 C19 O4 -98.9(10) . . . . ? O12 Gd1 C19 O4 177.6(9) 1_455 . . . ? O10 Gd1 C19 O4 100.8(10) . . . . ? O7 Gd1 C19 O4 66.0(13) . . . . ? O8 Gd1 C19 O4 -86.1(16) . . . . ? O3 Gd1 C19 O4 -170.6(16) . . . . ? C43 Gd1 C19 O4 33(3) . . . . ? O5 Gd1 C19 O3 164.6(9) . . . . ? O1 Gd1 C19 O3 71.7(10) . . . . ? O12 Gd1 C19 O3 -11.9(10) 1_455 . . . ? O10 Gd1 C19 O3 -88.6(10) . . . . ? O4 Gd1 C19 O3 170.6(16) . . . . ? O7 Gd1 C19 O3 -123.4(10) . . . . ? O8 Gd1 C19 O3 84.5(17) . . . . ? C43 Gd1 C19 O3 -156(2) . . . . ? O5 Gd1 C19 C13 -95(6) . . . . ? O1 Gd1 C19 C13 172(6) . . . . ? O12 Gd1 C19 C13 88(6) 1_455 . . . ? O10 Gd1 C19 C13 11(6) . . . . ? O4 Gd1 C19 C13 -89(6) . . . . ? O7 Gd1 C19 C13 -23(6) . . . . ? O8 Gd1 C19 C13 -175(5) . . . . ? O3 Gd1 C19 C13 100(6) . . . . ? C43 Gd1 C19 C13 -56(7) . . . . ? C16 C15 C20 C24 -20(3) . . . . ? C14 C15 C20 C24 159.0(17) . . . . ? C16 C15 C20 C21 160.0(18) . . . . ? C14 C15 C20 C21 -21(3) . . . . ? C24 C20 C21 N2 3(3) . . . . ? C15 C20 C21 N2 -177.4(18) . . . . ? N2 C22 C23 C24 -1(3) . . . . ? C21 C20 C24 C23 -2(3) . . . . ? C15 C20 C24 C23 177.8(17) . . . . ? C22 C23 C24 C20 2(3) . . . . ? C30 C25 C26 C27 -1(3) . . . . ? C31 C25 C26 C27 -179.6(15) . . . . ? C25 C26 C27 C28 1(3) . . . . ? C25 C26 C27 C32 166.0(16) . . . . ? C26 C27 C28 C29 2(3) . . . . ? C32 C27 C28 C29 -163(2) . . . . ? C27 C28 C29 C30 -5(4) . . . . ? C26 C25 C30 C29 -2(3) . . . . ? C31 C25 C30 C29 177(2) . . . . ? C28 C29 C30 C25 5(4) . . . . ? C26 C25 C31 O6 -174.6(15) . . . . ? C30 C25 C31 O6 7(2) . . . . ? C26 C25 C31 O5 3(2) . . . . ? C30 C25 C31 O5 -175.3(16) . . . . ? C28 C27 C32 C33 148.3(15) . . . . ? C26 C27 C32 C33 -18(2) . . . . ? C28 C27 C32 C36 -37(2) . . . . ? C26 C27 C32 C36 157.3(14) . . . . ? C36 C32 C33 N3 0.0 . . . . ? C27 C32 C33 N3 174.8(16) . . . . ? C32 C33 N3 C34 0.0 . . . . ? C33 N3 C34 C35 0.0 . . . . ? N3 C34 C35 C36 0.0 . . . . ? C34 C35 C36 C32 0.0 . . . . ? C33 C32 C36 C35 0.0 . . . . ? C27 C32 C36 C35 -175.0(16) . . . . ? C42 C37 C38 C39 -4(3) . . . . ? C43 C37 C38 C39 178.5(15) . . . . ? C37 C38 C39 C40 2(3) . . . . ? C37 C38 C39 C44 -178.5(17) . . . . ? C38 C39 C40 C41 1(3) . . . . ? C44 C39 C40 C41 -178.9(18) . . . . ? C39 C40 C41 C42 -1(3) . . . . ? C40 C41 C42 C37 -1(3) . . . . ? C38 C37 C42 C41 3(2) . . . . ? C43 C37 C42 C41 -179.4(16) . . . . ? C42 C37 C43 O7 -165.7(16) . . . . ? C38 C37 C43 O7 12(3) . . . . ? C42 C37 C43 O8 14(2) . . . . ? C38 C37 C43 O8 -168.7(16) . . . . ? C42 C37 C43 Gd1 -59(11) . . . . ? C38 C37 C43 Gd1 118(10) . . . . ? O5 Gd1 C43 O7 86.9(10) . . . . ? O1 Gd1 C43 O7 177.3(9) . . . . ? O12 Gd1 C43 O7 -99.3(10) 1_455 . . . ? O10 Gd1 C43 O7 -18.2(10) . . . . ? O4 Gd1 C43 O7 69.9(13) . . . . ? O8 Gd1 C43 O7 -172.8(17) . . . . ? O3 Gd1 C43 O7 -93.2(18) . . . . ? C19 Gd1 C43 O7 46(3) . . . . ? O5 Gd1 C43 O8 -100.3(10) . . . . ? O1 Gd1 C43 O8 -9.9(10) . . . . ? O12 Gd1 C43 O8 73.4(10) 1_455 . . . ? O10 Gd1 C43 O8 154.6(9) . . . . ? O4 Gd1 C43 O8 -117.3(10) . . . . ? O7 Gd1 C43 O8 172.8(17) . . . . ? O3 Gd1 C43 O8 79.6(19) . . . . ? C19 Gd1 C43 O8 -141(2) . . . . ? O5 Gd1 C43 C37 -23(10) . . . . ? O1 Gd1 C43 C37 67(10) . . . . ? O12 Gd1 C43 C37 150(10) 1_455 . . . ? O10 Gd1 C43 C37 -128(10) . . . . ? O4 Gd1 C43 C37 -40(11) . . . . ? O7 Gd1 C43 C37 -110(11) . . . . ? O8 Gd1 C43 C37 77(10) . . . . ? O3 Gd1 C43 C37 157(10) . . . . ? C19 Gd1 C43 C37 -64(11) . . . . ? C38 C39 C44 C45 -6(3) . . . . ? C40 C39 C44 C45 174(2) . . . . ? C38 C39 C44 C48 175(2) . . . . ? C40 C39 C44 C48 -5(3) . . . . ? C48 C44 C45 N4 -4(4) . . . . ? C39 C44 C45 N4 177(2) . . . . ? N4 C46 C47 C48 16(4) . . . . ? C46 C47 C48 C44 -15(5) . . . . ? C45 C44 C48 C47 9(5) . . . . ? C39 C44 C48 C47 -172(3) . . . . ? C54 C49 C50 C51 2(2) . . . . ? C60 C49 C50 C51 -177.5(14) . . . . ? C49 C50 C51 C52 -2(2) . . . . ? C49 C50 C51 C55 174.4(15) . . . . ? C50 C51 C52 C53 1(2) . . . . ? C55 C51 C52 C53 -175.1(16) . . . . ? C51 C52 C53 C54 0(3) . . . . ? C50 C49 C54 C53 -1(2) . . . . ? C60 C49 C54 C53 178.1(15) . . . . ? C52 C53 C54 C49 0(3) . . . . ? C50 C51 C55 C56 -44(3) . . . . ? C52 C51 C55 C56 132(2) . . . . ? C50 C51 C55 C59 140.9(18) . . . . ? C52 C51 C55 C59 -43(2) . . . . ? C59 C55 C56 N5 -5(3) . . . . ? C51 C55 C56 N5 179(2) . . . . ? N5 C57 C58 C59 -6(3) . . . . ? C57 C58 C59 C55 3(3) . . . . ? C56 C55 C59 C58 2(3) . . . . ? C51 C55 C59 C58 178.2(18) . . . . ? C54 C49 C60 O9 -31(2) . . . . ? C50 C49 C60 O9 148.5(15) . . . . ? C54 C49 C60 O10 148.8(15) . . . . ? C50 C49 C60 O10 -32(2) . . . . ? C66 C61 C62 C63 -1(3) . . . . ? C67 C61 C62 C63 -177.0(14) . . . . ? C61 C62 C63 C64 1(2) . . . . ? C61 C62 C63 C68 176.3(15) . . . . ? C62 C63 C64 C65 -1(3) . . . . ? C68 C63 C64 C65 -175.8(16) . . . . ? C63 C64 C65 C66 0(3) . . . . ? C64 C65 C66 C61 0(3) . . . . ? C62 C61 C66 C65 0(3) . . . . ? C67 C61 C66 C65 176.1(17) . . . . ? C62 C61 C67 O12 -3(2) . . . . ? C66 C61 C67 O12 -179.5(16) . . . . ? C62 C61 C67 O11 178.0(14) . . . . ? C66 C61 C67 O11 2(2) . . . . ? C62 C63 C68 C69 -26(2) . . . . ? C64 C63 C68 C69 149.0(18) . . . . ? C62 C63 C68 C72 157.4(16) . . . . ? C64 C63 C68 C72 -28(2) . . . . ? C72 C68 C69 N6 -2(3) . . . . ? C63 C68 C69 N6 -179.1(18) . . . . ? N6 C70 C71 C72 -1(3) . . . . ? C70 C71 C72 C68 0(3) . . . . ? C69 C68 C72 C71 2(3) . . . . ? C63 C68 C72 C71 178.5(16) . . . . ? C11 C10 N1 C9 2(3) . . . . ? C8 C9 N1 C10 -2(3) . . . . ? C20 C21 N2 C22 -2(3) . . . . ? C23 C22 N2 C21 1(3) . . . . ? C47 C46 N4 C45 -10(4) . . . . ? C44 C45 N4 C46 5(4) . . . . ? C58 C57 N5 C56 4(3) . . . . ? C55 C56 N5 C57 2(4) . . . . ? C71 C70 N6 C69 1(3) . . . . ? C68 C69 N6 C70 1(3) . . . . ? O2 C7 O1 Gd1 -121(6) . . . . ? C1 C7 O1 Gd1 60(7) . . . . ? O5 Gd1 O1 C7 -100(7) . . . . ? O12 Gd1 O1 C7 101(7) 1_455 . . . ? O10 Gd1 O1 C7 38(7) . . . . ? O4 Gd1 O1 C7 -30(7) . . . . ? O7 Gd1 O1 C7 -174(6) . . . . ? O8 Gd1 O1 C7 180(100) . . . . ? O3 Gd1 O1 C7 21(7) . . . . ? C19 Gd1 O1 C7 -4(7) . . . . ? C43 Gd1 O1 C7 -175(7) . . . . ? O1 C7 O2 Gd2 14(2) . . . 1_455 ? C1 C7 O2 Gd2 -166.5(10) . . . 1_455 ? O4 C19 O3 Gd1 9.7(17) . . . . ? C13 C19 O3 Gd1 -166.0(12) . . . . ? O5 Gd1 O3 C19 -18.1(11) . . . . ? O1 Gd1 O3 C19 -105.4(10) . . . . ? O12 Gd1 O3 C19 168.3(10) 1_455 . . . ? O10 Gd1 O3 C19 82.7(10) . . . . ? O4 Gd1 O3 C19 -5.2(9) . . . . ? O7 Gd1 O3 C19 100.4(11) . . . . ? O8 Gd1 O3 C19 -143.8(10) . . . . ? C43 Gd1 O3 C19 162.1(15) . . . . ? O3 C19 O4 Gd1 -10.1(17) . . . . ? C13 C19 O4 Gd1 165.5(12) . . . . ? O5 Gd1 O4 C19 173.6(11) . . . . ? O1 Gd1 O4 C19 80.9(10) . . . . ? O12 Gd1 O4 C19 -3.1(12) 1_455 . . . ? O10 Gd1 O4 C19 -72.2(10) . . . . ? O7 Gd1 O4 C19 -137.6(9) . . . . ? O8 Gd1 O4 C19 142.9(9) . . . . ? O3 Gd1 O4 C19 5.3(9) . . . . ? C43 Gd1 O4 C19 -168.9(10) . . . . ? O6 C31 O5 Gd1 -89(3) . . . . ? C25 C31 O5 Gd1 93(3) . . . . ? O1 Gd1 O5 C31 -117(3) . . . . ? O12 Gd1 O5 C31 -34(3) 1_455 . . . ? O10 Gd1 O5 C31 83(3) . . . . ? O4 Gd1 O5 C31 153(3) . . . . ? O7 Gd1 O5 C31 10(3) . . . . ? O8 Gd1 O5 C31 -44(3) . . . . ? O3 Gd1 O5 C31 164(3) . . . . ? C19 Gd1 O5 C31 156(3) . . . . ? C43 Gd1 O5 C31 -16(3) . . . . ? O5 C31 O6 Gd2 3(3) . . . . ? C25 C31 O6 Gd2 -179.1(10) . . . . ? O9 Gd2 O6 C31 17.2(16) . . . . ? O2W Gd2 O6 C31 -76.9(18) . . . . ? O2 Gd2 O6 C31 -122.4(15) 1_655 . . . ? O4W Gd2 O6 C31 161.1(16) . . . . ? O11 Gd2 O6 C31 113.8(15) . . . . ? O1W Gd2 O6 C31 -52.4(15) . . . . ? O3W Gd2 O6 C31 84.1(15) . . . . ? O8 C43 O7 Gd1 -7.2(16) . . . . ? C37 C43 O7 Gd1 172.4(14) . . . . ? O5 Gd1 O7 C43 -86.1(10) . . . . ? O1 Gd1 O7 C43 -3.3(11) . . . . ? O12 Gd1 O7 C43 79.5(10) 1_455 . . . ? O10 Gd1 O7 C43 162.0(10) . . . . ? O4 Gd1 O7 C43 -133.0(10) . . . . ? O8 Gd1 O7 C43 4.2(10) . . . . ? O3 Gd1 O7 C43 144.9(10) . . . . ? C19 Gd1 O7 C43 -164.6(11) . . . . ? O7 C43 O8 Gd1 7.1(16) . . . . ? C37 C43 O8 Gd1 -172.5(13) . . . . ? O5 Gd1 O8 C43 73.9(10) . . . . ? O1 Gd1 O8 C43 169.8(10) . . . . ? O12 Gd1 O8 C43 -102.6(10) 1_455 . . . ? O10 Gd1 O8 C43 -31.8(11) . . . . ? O4 Gd1 O8 C43 102.9(11) . . . . ? O7 Gd1 O8 C43 -3.9(9) . . . . ? O3 Gd1 O8 C43 -150.6(9) . . . . ? C19 Gd1 O8 C43 156.5(14) . . . . ? O10 C60 O9 Gd2 163(5) . . . . ? C49 C60 O9 Gd2 -18(7) . . . . ? O6 Gd2 O9 C60 -163(6) . . . . ? O2W Gd2 O9 C60 -12(6) . . . . ? O2 Gd2 O9 C60 -77(6) 1_655 . . . ? O4W Gd2 O9 C60 116(6) . . . . ? O11 Gd2 O9 C60 58(6) . . . . ? O1W Gd2 O9 C60 -87(6) . . . . ? O3W Gd2 O9 C60 127(6) . . . . ? O9 C60 O10 Gd1 -12(2) . . . . ? C49 C60 O10 Gd1 168.9(9) . . . . ? O5 Gd1 O10 C60 0.6(12) . . . . ? O1 Gd1 O10 C60 -134.5(11) . . . . ? O12 Gd1 O10 C60 161.8(12) 1_455 . . . ? O4 Gd1 O10 C60 -63.4(11) . . . . ? O7 Gd1 O10 C60 70.9(11) . . . . ? O8 Gd1 O10 C60 93.1(12) . . . . ? O3 Gd1 O10 C60 -117.7(12) . . . . ? C19 Gd1 O10 C60 -89.7(12) . . . . ? C43 Gd1 O10 C60 78.7(12) . . . . ? O12 C67 O11 Gd2 22(3) . . . . ? C61 C67 O11 Gd2 -159.1(10) . . . . ? O9 Gd2 O11 C67 -141.8(15) . . . . ? O6 Gd2 O11 C67 118.8(14) . . . . ? O2W Gd2 O11 C67 -55.7(14) . . . . ? O2 Gd2 O11 C67 7.2(16) 1_655 . . . ? O4W Gd2 O11 C67 69.5(15) . . . . ? O1W Gd2 O11 C67 -83.1(16) . . . . ? O3W Gd2 O11 C67 149.0(15) . . . . ? O11 C67 O12 Gd1 -99(2) . . . 1_655 ? C61 C67 O12 Gd1 83(2) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 3.124 _refine_diff_density_min -0.939 _refine_diff_density_rms 0.212