# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2001 data_structure_1 _database_code_CSD 159070 _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name '?' _publ_contact_author_name '?' _publ_contact_author_address ; ? ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'tetrakis(octanoato O,O')bis(2-aminopyridine)dicopper(II)' ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H72 Cu2 N4 O8' _chemical_formula_weight 888.12 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' 'Cu' 'Cu' 0.3201 1.2651 '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' 'N' 'N' 0.0061 0.0033 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.3994(10) _cell_length_b 14.738(2) _cell_length_c 18.901(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.350(10) _cell_angle_gamma 90.00 _cell_volume 2308.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6579 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'green' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 0.973 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'Nonius-Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6579 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3839 _reflns_number_gt 2927 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT, Nonius, 1998)' _computing_cell_refinement 'DENZO and SCALEPACK, Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO and SCALEPACK, Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1039P)^2^+6.1661P] 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 3839 _refine_ls_number_parameters 255 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1738 _refine_ls_wR_factor_gt 0.1494 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.909 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.04533(6) -0.05163(3) 0.94903(2) 0.0297(2) Uani 1 d . . . C11 C 0.0505(5) 0.1447(3) 0.9342(2) 0.0301(10) Uani 1 d . . . O21 O -0.2602(4) 0.0432(2) 0.99387(16) 0.0384(8) Uani 1 d . . . O22 O -0.1874(4) -0.0495(2) 0.91099(16) 0.0372(8) Uani 1 d . . . O11 O 0.0752(4) 0.0686(2) 0.90731(16) 0.0403(8) Uani 1 d . . . O12 O -0.0064(4) 0.1563(2) 0.99108(15) 0.0361(7) Uani 1 d . . . C21 C -0.2914(6) -0.0044(3) 0.9382(2) 0.0334(10) Uani 1 d . . . N1 N 0.0955(4) -0.1218(2) 0.85242(18) 0.0324(8) Uani 1 d . . . C5 C 0.0497(6) -0.0781(3) 0.7893(2) 0.0354(10) Uani 1 d . . . H5 H -0.0088 -0.0246 0.7897 0.043 Uiso 1 calc R . . C13 C 0.1552(6) 0.2122(3) 0.8248(2) 0.0346(10) Uani 1 d . . . H13A H 0.2312 0.1622 0.8310 0.041 Uiso 1 calc R . . H13B H 0.2127 0.2658 0.8129 0.041 Uiso 1 calc R . . C22 C -0.4660(6) -0.0124(3) 0.9033(2) 0.0373(11) Uani 1 d . . . H22A H -0.5211 0.0435 0.9117 0.045 Uiso 1 calc R . . H22B H -0.5156 -0.0610 0.9267 0.045 Uiso 1 calc R . . C1 C 0.1786(6) -0.1998(3) 0.8510(2) 0.0345(10) Uani 1 d . . . C14 C 0.0213(6) 0.1905(3) 0.7619(2) 0.0364(11) Uani 1 d . . . H14A H -0.0380 0.1376 0.7737 0.044 Uiso 1 calc R . . H14B H -0.0534 0.2411 0.7543 0.044 Uiso 1 calc R . . C2 C 0.2221(6) -0.2331(3) 0.7867(2) 0.0398(11) Uani 1 d . . . H2 H 0.2824 -0.2860 0.7868 0.048 Uiso 1 calc R . . C12 C 0.0952(6) 0.2289(3) 0.8959(2) 0.0355(10) Uani 1 d . . . H12A H 0.1785 0.2612 0.9277 0.043 Uiso 1 calc R . . H12B H 0.0014 0.2682 0.8869 0.043 Uiso 1 calc R . . C4 C 0.0846(6) -0.1080(3) 0.7252(2) 0.0383(11) Uani 1 d . . . H4 H 0.0490 -0.0764 0.6830 0.046 Uiso 1 calc R . . C24 C -0.4344(6) 0.0461(3) 0.7804(2) 0.0386(11) Uani 1 d . . . H24A H -0.3181 0.0509 0.7932 0.046 Uiso 1 calc R . . H24B H -0.4808 0.1024 0.7941 0.046 Uiso 1 calc R . . C23 C -0.4924(6) -0.0308(3) 0.8232(2) 0.0362(10) Uani 1 d . . . H23A H -0.4358 -0.0860 0.8144 0.043 Uiso 1 calc R . . H23B H -0.6066 -0.0406 0.8067 0.043 Uiso 1 calc R . . C3 C 0.1748(6) -0.1871(3) 0.7247(2) 0.0433(12) Uani 1 d . . . H3 H 0.2026 -0.2084 0.6820 0.052 Uiso 1 calc R . . N11 N 0.2173(6) -0.2450(3) 0.9129(2) 0.0540(13) Uani 1 d . . . H11A H 0.1892 -0.2239 0.9515 0.065 Uiso 1 calc R . . H11B H 0.2703 -0.2951 0.9141 0.065 Uiso 1 calc R . . C25 C -0.4769(7) 0.0352(3) 0.6989(2) 0.0428(12) Uani 1 d . . . H25A H -0.5935 0.0337 0.6859 0.051 Uiso 1 calc R . . H25B H -0.4384 0.0882 0.6764 0.051 Uiso 1 calc R . . C15 C 0.0882(6) 0.1723(3) 0.6934(2) 0.0410(11) Uani 1 d . . . H15A H 0.1617 0.1212 0.7012 0.049 Uiso 1 calc R . . H15B H 0.1497 0.2248 0.6826 0.049 Uiso 1 calc R . . C16 C -0.0412(6) 0.1520(4) 0.6288(2) 0.0428(12) Uani 1 d . . . H16A H -0.0991 0.0976 0.6385 0.051 Uiso 1 calc R . . H16B H -0.1179 0.2017 0.6223 0.051 Uiso 1 calc R . . C26 C -0.4083(6) -0.0483(3) 0.6693(2) 0.0416(12) Uani 1 d . . . H26A H -0.4557 -0.1017 0.6874 0.050 Uiso 1 calc R . . H26B H -0.2928 -0.0503 0.6859 0.050 Uiso 1 calc R . . C27 C -0.4398(7) -0.0506(4) 0.5870(2) 0.0497(13) Uani 1 d . . . H27A H -0.5549 -0.0447 0.5704 0.060 Uiso 1 calc R . . H27B H -0.3870 0.0010 0.5690 0.060 Uiso 1 calc R . . C17 C 0.0275(7) 0.1387(4) 0.5600(2) 0.0544(14) Uani 1 d . . . H17A H 0.1075 0.0907 0.5672 0.065 Uiso 1 calc R . . H17B H 0.0815 0.1940 0.5493 0.065 Uiso 1 calc R . . C18 C -0.1013(8) 0.1145(4) 0.4958(3) 0.0609(16) Uani 1 d . . . H18A H -0.1502 0.0576 0.5046 0.091 Uiso 1 calc R . . H18B H -0.0522 0.1097 0.4535 0.091 Uiso 1 calc R . . H18C H -0.1823 0.1611 0.4891 0.091 Uiso 1 calc R . . C28 C -0.3804(9) -0.1367(4) 0.5562(3) 0.0706(19) Uani 1 d . . . H28A H -0.2683 -0.1455 0.5752 0.106 Uiso 1 calc R . . H28B H -0.3936 -0.1318 0.5050 0.106 Uiso 1 calc R . . H28C H -0.4415 -0.1875 0.5690 0.106 Uiso 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 Cu 0.0283(4) 0.0283(3) 0.0330(3) -0.00009(19) 0.0063(2) -0.0009(2) C11 0.027(2) 0.021(2) 0.040(2) 0.0035(16) -0.0028(18) -0.0029(18) O21 0.0319(19) 0.047(2) 0.0370(16) -0.0077(13) 0.0080(13) -0.0040(15) O22 0.0334(19) 0.0367(18) 0.0400(16) -0.0067(12) 0.0012(13) 0.0051(15) O11 0.047(2) 0.0334(18) 0.0448(17) 0.0015(13) 0.0193(14) 0.0003(15) O12 0.038(2) 0.0338(18) 0.0382(16) 0.0007(12) 0.0105(13) 0.0008(14) C21 0.028(3) 0.034(3) 0.038(2) 0.0053(18) 0.0046(17) -0.005(2) N1 0.029(2) 0.031(2) 0.0367(18) -0.0018(14) 0.0042(15) 0.0003(16) C5 0.028(3) 0.039(3) 0.039(2) 0.0027(18) 0.0058(18) 0.000(2) C13 0.033(3) 0.032(2) 0.039(2) 0.0041(17) 0.0074(18) 0.001(2) C22 0.031(3) 0.041(3) 0.042(2) -0.0026(19) 0.0082(18) -0.003(2) C1 0.034(3) 0.029(2) 0.040(2) 0.0011(17) 0.0044(18) 0.002(2) C14 0.036(3) 0.033(3) 0.041(2) 0.0025(18) 0.0105(19) -0.002(2) C2 0.040(3) 0.033(3) 0.047(3) -0.0058(19) 0.008(2) 0.002(2) C12 0.036(3) 0.030(2) 0.041(2) 0.0018(17) 0.0067(19) -0.001(2) C4 0.040(3) 0.039(3) 0.035(2) 0.0017(18) 0.0052(19) 0.001(2) C24 0.038(3) 0.034(3) 0.044(2) -0.0002(18) 0.0071(19) 0.001(2) C23 0.026(3) 0.041(3) 0.042(2) -0.0008(18) 0.0050(18) -0.005(2) C3 0.041(3) 0.050(3) 0.039(2) -0.011(2) 0.008(2) -0.010(2) N11 0.077(4) 0.044(3) 0.042(2) 0.0014(18) 0.010(2) 0.029(2) C25 0.042(3) 0.047(3) 0.040(2) 0.0046(19) 0.007(2) 0.005(2) C15 0.037(3) 0.045(3) 0.042(2) 0.0002(19) 0.009(2) 0.004(2) C16 0.041(3) 0.043(3) 0.045(3) -0.003(2) 0.010(2) -0.002(2) C26 0.041(3) 0.046(3) 0.037(2) 0.0039(19) 0.0058(19) 0.002(2) C27 0.057(4) 0.056(3) 0.036(2) 0.005(2) 0.007(2) 0.005(3) C17 0.058(4) 0.065(4) 0.041(3) -0.008(2) 0.010(2) 0.000(3) C18 0.066(4) 0.071(4) 0.045(3) -0.008(3) 0.006(3) -0.006(3) C28 0.095(5) 0.080(5) 0.039(3) -0.002(3) 0.016(3) 0.012(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 Cu O21 1.950(3) 3_557 ? Cu O22 1.970(3) . ? Cu O11 1.972(3) . ? Cu O12 1.972(3) 3_557 ? Cu N1 2.198(4) . ? Cu Cu 2.6617(10) 3_557 ? C11 O12 1.258(5) . ? C11 O11 1.263(5) . ? C11 C12 1.514(6) . ? O21 C21 1.255(5) . ? O21 Cu 1.950(3) 3_557 ? O22 C21 1.271(6) . ? O12 Cu 1.972(3) 3_557 ? C21 C22 1.512(6) . ? N1 C1 1.347(6) . ? N1 C5 1.356(5) . ? C5 C4 1.365(6) . ? C13 C12 1.529(6) . ? C13 C14 1.532(6) . ? C22 C23 1.519(6) . ? C1 N11 1.341(6) . ? C1 C2 1.413(6) . ? C14 C15 1.517(6) . ? C2 C3 1.356(7) . ? C4 C3 1.391(7) . ? C24 C23 1.517(6) . ? C24 C25 1.532(6) . ? C25 C26 1.505(7) . ? C15 C16 1.526(6) . ? C16 C17 1.519(7) . ? C26 C27 1.534(6) . ? C27 C28 1.514(8) . ? C17 C18 1.531(7) . ? 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 O21 Cu O22 167.10(13) 3_557 . ? O21 Cu O11 89.85(14) 3_557 . ? O22 Cu O11 91.30(14) . . ? O21 Cu O12 87.54(13) 3_557 3_557 ? O22 Cu O12 88.58(13) . 3_557 ? O11 Cu O12 167.50(13) . 3_557 ? O21 Cu N1 101.81(13) 3_557 . ? O22 Cu N1 90.99(13) . . ? O11 Cu N1 92.07(13) . . ? O12 Cu N1 100.42(13) 3_557 . ? O21 Cu Cu 84.87(9) 3_557 3_557 ? O22 Cu Cu 82.61(9) . 3_557 ? O11 Cu Cu 81.13(9) . 3_557 ? O12 Cu Cu 86.46(9) 3_557 3_557 ? N1 Cu Cu 170.52(10) . 3_557 ? O12 C11 O11 125.0(4) . . ? O12 C11 C12 117.1(4) . . ? O11 C11 C12 117.8(4) . . ? C21 O21 Cu 123.2(3) . 3_557 ? C21 O22 Cu 124.5(3) . . ? C11 O11 Cu 126.7(3) . . ? C11 O12 Cu 120.4(3) . 3_557 ? O21 C21 O22 124.5(4) . . ? O21 C21 C22 117.7(4) . . ? O22 C21 C22 117.7(4) . . ? C1 N1 C5 117.5(4) . . ? C1 N1 Cu 126.0(3) . . ? C5 N1 Cu 116.3(3) . . ? N1 C5 C4 123.8(4) . . ? C12 C13 C14 114.2(4) . . ? C21 C22 C23 115.1(4) . . ? N11 C1 N1 117.3(4) . . ? N11 C1 C2 121.2(4) . . ? N1 C1 C2 121.4(4) . . ? C15 C14 C13 111.9(4) . . ? C3 C2 C1 119.3(4) . . ? C11 C12 C13 115.5(4) . . ? C5 C4 C3 118.3(4) . . ? C23 C24 C25 114.6(4) . . ? C24 C23 C22 113.0(4) . . ? C2 C3 C4 119.7(4) . . ? C26 C25 C24 114.8(4) . . ? C14 C15 C16 113.7(4) . . ? C17 C16 C15 112.9(4) . . ? C25 C26 C27 112.5(4) . . ? C28 C27 C26 113.2(4) . . ? C16 C17 C18 113.0(5) . . ? _diffrn_measured_fraction_theta_max 0.813 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.813 _refine_diff_density_max 0.899 _refine_diff_density_min -0.993 _refine_diff_density_rms 0.086 data_structure_2 _database_code_CSD 159071 _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name '?' _publ_contact_author_name '?' _publ_contact_author_address ; ? ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'bis(octanoato-O)bis(2-aminopyridine)copper(II)' ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H42 Cu N4 O4' _chemical_formula_weight 538.18 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 'P 21/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 8.427(2) _cell_length_b 25.312(5) _cell_length_c 13.734(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.42(3) _cell_angle_gamma 90.00 _cell_volume 2824.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10858 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 0.809 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10858 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0820 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 26.38 _reflns_number_total 5731 _reflns_number_gt 3544 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT, Nonius, 1998' _computing_cell_refinement 'DENZO and SCALEPACK, Otwinowski and Minor, 1997' _computing_data_reduction 'DENZO and SCALEPACK, Otwinowski and Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0417P)^2^+5.1930P] 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 5731 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1290 _refine_ls_R_factor_gt 0.0690 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.15867(6) 0.00291(2) 0.29515(3) 0.03959(17) Uani 1 d . . . O11 O -0.0532(3) 0.03294(12) 0.30470(19) 0.0458(8) Uani 1 d . . . O12 O -0.0995(3) 0.02113(13) 0.1403(2) 0.0505(8) Uani 1 d . . . C11 C -0.1433(5) 0.03815(18) 0.2139(3) 0.0434(10) Uani 1 d . . . C12 C -0.3049(5) 0.0668(2) 0.1995(3) 0.0570(13) Uani 1 d . . . H12A H -0.3400 0.0647 0.2611 0.068 Uiso 1 calc R . . H12B H -0.3882 0.0498 0.1461 0.068 Uiso 1 calc R . . C13 C -0.2892(7) 0.1245(3) 0.1723(6) 0.115(3) Uani 1 d . . . H13A H -0.2656 0.1256 0.1069 0.138 Uiso 1 calc R . . H13B H -0.3956 0.1412 0.1644 0.138 Uiso 1 calc R . . C14 C -0.1694(9) 0.1557(3) 0.2401(6) 0.117(3) Uani 1 d . . . H14A H -0.0613 0.1427 0.2398 0.141 Uiso 1 calc R . . H14B H -0.1819 0.1505 0.3077 0.141 Uiso 1 calc R . . C15 C -0.1746(10) 0.2131(3) 0.2193(8) 0.129(3) Uani 1 d . . . H15A H -0.2757 0.2286 0.2274 0.155 Uiso 1 calc R . . H15B H -0.1670 0.2200 0.1512 0.155 Uiso 1 calc R . . C16 C -0.0130(15) 0.2373(4) 0.3035(9) 0.164(5) Uani 1 d . . . H16A H -0.0134 0.2249 0.3702 0.197 Uiso 1 calc R . . H16B H 0.0869 0.2247 0.2889 0.197 Uiso 1 calc R . . C17 C -0.0142(17) 0.2880(5) 0.3025(10) 0.213(6) Uani 1 d . . . H17A H -0.1052 0.3014 0.3262 0.255 Uiso 1 calc R . . H17B H -0.0251 0.3011 0.2347 0.255 Uiso 1 calc R . . C18 C 0.1584(11) 0.3062(5) 0.3767(9) 0.209(6) Uani 1 d . . . H18A H 0.1640 0.3441 0.3787 0.313 Uiso 1 calc R . . H18B H 0.2471 0.2926 0.3524 0.313 Uiso 1 calc R . . H18C H 0.1675 0.2929 0.4434 0.313 Uiso 1 calc R . . O21 O 0.2428(4) 0.07370(13) 0.2805(2) 0.0558(8) Uani 1 d . . . O22 O 0.3262(4) 0.05589(15) 0.4430(2) 0.0634(9) Uani 1 d . . . C21 C 0.3197(6) 0.0857(2) 0.3701(4) 0.0571(13) Uani 1 d . . . C22 C 0.4110(9) 0.1387(3) 0.3793(5) 0.111(3) Uani 1 d . . . H22A H 0.4927 0.1359 0.3413 0.133 Uiso 1 calc R . . H22B H 0.3322 0.1653 0.3461 0.133 Uiso 1 calc R . . C23 C 0.4913(8) 0.1579(3) 0.4762(5) 0.102(2) Uani 1 d . . . H23A H 0.5707 0.1318 0.5112 0.123 Uiso 1 calc R . . H23B H 0.4110 0.1628 0.5146 0.123 Uiso 1 calc R . . C24 C 0.5857(9) 0.2136(3) 0.4713(6) 0.119(3) Uani 1 d . . . H24A H 0.6755 0.2074 0.4409 0.143 Uiso 1 calc R . . H24B H 0.5094 0.2379 0.4279 0.143 Uiso 1 calc R . . C25 C 0.6473(13) 0.2370(4) 0.5636(8) 0.163(4) Uani 1 d . . . H25A H 0.7209 0.2122 0.6071 0.196 Uiso 1 calc R . . H25B H 0.5565 0.2435 0.5931 0.196 Uiso 1 calc R . . C26 C 0.7395(14) 0.2886(4) 0.5638(9) 0.173(5) Uani 1 d . . . H26A H 0.7858 0.2988 0.6338 0.207 Uiso 1 calc R . . H26B H 0.8312 0.2815 0.5355 0.207 Uiso 1 calc R . . C27 C 0.6536(15) 0.3335(4) 0.5120(8) 0.188(5) Uani 1 d . . . H27A H 0.6364 0.3275 0.4402 0.226 Uiso 1 calc R . . H27B H 0.5458 0.3343 0.5248 0.226 Uiso 1 calc R . . C28 C 0.7213(13) 0.3819(3) 0.5334(6) 0.145(3) Uani 1 d . . . H28A H 0.6524 0.4077 0.4911 0.217 Uiso 1 calc R . . H28B H 0.8284 0.3823 0.5214 0.217 Uiso 1 calc R . . H28C H 0.7311 0.3902 0.6030 0.217 Uiso 1 calc R . . N1 N 0.3378(4) -0.02928(14) 0.2454(2) 0.0383(8) Uani 1 d . . . N11 N 0.1887(4) -0.02207(17) 0.0787(3) 0.0598(12) Uani 1 d . . . H11A H 0.1062 -0.0108 0.0986 0.072 Uiso 1 calc R . . H11B H 0.1806 -0.0252 0.0152 0.072 Uiso 1 calc R . . C2 C 0.3297(5) -0.03473(17) 0.1466(3) 0.0386(10) Uani 1 d . . . C3 C 0.4651(5) -0.05453(19) 0.1163(3) 0.0499(12) Uani 1 d . . . H3 H 0.4596 -0.0580 0.0481 0.060 Uiso 1 calc R . . C4 C 0.6041(5) -0.0685(2) 0.1879(4) 0.0600(14) Uani 1 d . . . H4 H 0.6944 -0.0814 0.1685 0.072 Uiso 1 calc R . . C5 C 0.6119(5) -0.0636(2) 0.2899(3) 0.0564(13) Uani 1 d . . . H5 H 0.7057 -0.0735 0.3394 0.068 Uiso 1 calc R . . C6 C 0.4777(5) -0.04389(19) 0.3148(3) 0.0488(12) Uani 1 d . . . H6 H 0.4822 -0.0402 0.3828 0.059 Uiso 1 calc R . . N2 N 0.1032(4) -0.06644(15) 0.3470(2) 0.0395(8) Uani 1 d . . . N21 N 0.1613(4) -0.03462(17) 0.5104(3) 0.0546(10) Uani 1 d . . . H21A H 0.2099 -0.0080 0.4923 0.066 Uiso 1 calc R . . H21B H 0.1564 -0.0374 0.5720 0.066 Uiso 1 calc R . . C2' C 0.0935(5) -0.07182(19) 0.4430(3) 0.0449(11) Uani 1 d . . . C3' C 0.0140(5) -0.1160(2) 0.4711(4) 0.0581(14) Uani 1 d . . . H3' H 0.0006 -0.1185 0.5360 0.070 Uiso 1 calc R . . C4' C -0.0429(6) -0.1550(2) 0.4032(4) 0.0625(14) Uani 1 d . . . H4' H -0.0950 -0.1843 0.4215 0.075 Uiso 1 calc R . . C5' C -0.0231(6) -0.1512(2) 0.3056(4) 0.0603(13) Uani 1 d . . . H5' H -0.0569 -0.1782 0.2588 0.072 Uiso 1 calc R . . C6' C 0.0471(5) -0.1065(2) 0.2815(3) 0.0508(12) Uani 1 d . . . H6' H 0.0574 -0.1032 0.2160 0.061 Uiso 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 Cu 0.0378(3) 0.0551(4) 0.0244(2) -0.0005(3) 0.00565(18) 0.0053(3) O11 0.0445(16) 0.070(2) 0.0226(15) -0.0009(14) 0.0080(12) 0.0132(15) O12 0.0480(17) 0.078(2) 0.0248(15) -0.0032(15) 0.0089(13) 0.0117(15) C11 0.041(2) 0.054(3) 0.034(2) 0.001(2) 0.0063(19) 0.006(2) C12 0.050(3) 0.076(4) 0.041(3) 0.001(3) 0.005(2) 0.019(3) C13 0.056(4) 0.098(6) 0.165(7) -0.027(5) -0.016(4) 0.029(4) C14 0.097(5) 0.097(6) 0.148(7) -0.024(5) 0.017(5) 0.016(4) C15 0.127(7) 0.067(5) 0.205(10) -0.015(6) 0.067(7) -0.003(5) C16 0.249(14) 0.083(7) 0.192(11) 0.023(7) 0.114(10) 0.045(8) C17 0.259(16) 0.190(13) 0.201(13) 0.024(10) 0.083(11) 0.140(12) C18 0.120(8) 0.207(12) 0.240(13) -0.103(10) -0.055(8) 0.047(7) O21 0.064(2) 0.058(2) 0.0429(19) 0.0007(16) 0.0090(16) -0.0029(16) O22 0.065(2) 0.078(3) 0.040(2) -0.0061(18) 0.0022(16) -0.0010(18) C21 0.051(3) 0.060(4) 0.056(3) -0.009(3) 0.006(2) 0.005(2) C22 0.134(6) 0.076(5) 0.093(5) -0.008(4) -0.020(4) -0.020(4) C23 0.090(5) 0.111(6) 0.097(6) -0.019(4) 0.010(4) -0.019(4) C24 0.098(5) 0.124(7) 0.121(7) -0.045(6) 0.004(5) -0.009(5) C25 0.159(9) 0.175(11) 0.161(10) -0.010(8) 0.051(8) 0.039(8) C26 0.235(12) 0.098(7) 0.201(12) -0.015(8) 0.085(10) -0.075(8) C27 0.283(15) 0.096(8) 0.153(9) 0.036(7) -0.001(9) -0.058(9) C28 0.227(11) 0.106(7) 0.099(6) 0.001(5) 0.041(7) -0.003(7) N1 0.0312(17) 0.055(2) 0.0257(17) 0.0000(16) 0.0020(13) 0.0003(16) N11 0.045(2) 0.104(3) 0.0281(19) -0.003(2) 0.0058(16) 0.025(2) C2 0.033(2) 0.051(3) 0.030(2) -0.002(2) 0.0068(17) 0.0002(19) C3 0.040(2) 0.077(4) 0.033(2) -0.010(2) 0.0109(19) 0.003(2) C4 0.033(2) 0.085(4) 0.061(3) -0.012(3) 0.012(2) 0.008(2) C5 0.035(2) 0.079(4) 0.047(3) -0.010(3) -0.002(2) 0.009(2) C6 0.041(2) 0.072(3) 0.029(2) 0.001(2) 0.0017(18) 0.003(2) N2 0.0351(18) 0.056(2) 0.0275(18) 0.0011(17) 0.0088(14) 0.0040(16) N21 0.059(2) 0.080(3) 0.027(2) 0.001(2) 0.0156(17) 0.012(2) C2' 0.036(2) 0.064(3) 0.033(2) 0.008(2) 0.0076(18) 0.014(2) C3' 0.046(3) 0.079(4) 0.054(3) 0.022(3) 0.020(2) 0.016(3) C4' 0.057(3) 0.066(4) 0.066(4) 0.017(3) 0.018(3) -0.002(3) C5' 0.056(3) 0.063(4) 0.060(3) -0.005(3) 0.012(2) -0.005(3) C6' 0.047(3) 0.063(3) 0.042(3) -0.002(2) 0.010(2) 0.003(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 Cu O21 1.957(3) . ? Cu O11 1.977(3) . ? Cu N1 1.990(3) . ? Cu N2 1.996(4) . ? Cu O22 2.528(3) . ? Cu O12 2.647(3) . ? Cu N21 3.100(4) . ? Cu N11 3.114(4) . ? O11 C11 1.283(5) . ? O12 C11 1.241(5) . ? C11 C12 1.508(6) . ? C12 C13 1.523(8) . ? C13 C14 1.418(9) . ? C14 C15 1.480(9) . ? C15 C16 1.652(13) . ? C16 C17 1.283(13) . ? C17 C18 1.606(15) . ? O21 C21 1.266(5) . ? O22 C21 1.244(6) . ? C21 C22 1.536(8) . ? C22 C23 1.409(8) . ? C23 C24 1.631(10) . ? C24 C25 1.370(10) . ? C25 C26 1.519(12) . ? C26 C27 1.429(13) . ? C27 C28 1.352(11) . ? N1 C2 1.346(5) . ? N1 C6 1.356(5) . ? N11 C2 1.340(5) . ? C2 C3 1.407(5) . ? C3 C4 1.361(6) . ? C4 C5 1.389(6) . ? C5 C6 1.360(6) . ? N2 C2' 1.349(5) . ? N2 C6' 1.355(5) . ? N21 C2' 1.338(6) . ? C2' C3' 1.410(7) . ? C3' C4' 1.354(7) . ? C4' C5' 1.398(7) . ? C5' C6' 1.357(7) . ? 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 O21 Cu O11 90.74(13) . . ? O21 Cu N1 90.63(14) . . ? O11 Cu N1 164.04(12) . . ? O21 Cu N2 165.35(13) . . ? O11 Cu N2 90.76(13) . . ? N1 Cu N2 91.92(14) . . ? O21 Cu O22 57.10(12) . . ? O11 Cu O22 93.67(12) . . ? N1 Cu O22 100.41(12) . . ? N2 Cu O22 108.26(13) . . ? O21 Cu O12 90.04(12) . . ? O11 Cu O12 54.71(10) . . ? N1 Cu O12 109.39(11) . . ? N2 Cu O12 102.69(12) . . ? O22 Cu O12 135.80(11) . . ? O21 Cu N21 117.89(12) . . ? O11 Cu N21 80.34(10) . . ? N1 Cu N21 112.86(12) . . ? N2 Cu N21 48.17(12) . . ? O22 Cu N21 62.31(12) . . ? O12 Cu N21 127.98(9) . . ? O21 Cu N11 87.94(12) . . ? O11 Cu N11 116.45(10) . . ? N1 Cu N11 47.72(11) . . ? N2 Cu N11 104.38(13) . . ? O22 Cu N11 134.81(11) . . ? O12 Cu N11 61.76(9) . . ? N21 Cu N11 150.04(11) . . ? C11 O11 Cu 106.7(2) . . ? C11 O12 Cu 76.4(2) . . ? O12 C11 O11 121.9(4) . . ? O12 C11 C12 120.9(4) . . ? O11 C11 C12 117.3(4) . . ? C11 C12 C13 111.0(4) . . ? C14 C13 C12 117.8(6) . . ? C13 C14 C15 116.1(7) . . ? C14 C15 C16 104.6(8) . . ? C17 C16 C15 111.1(11) . . ? C16 C17 C18 106.1(10) . . ? C21 O21 Cu 103.0(3) . . ? C21 O22 Cu 77.2(3) . . ? O22 C21 O21 122.6(5) . . ? O22 C21 C22 123.4(5) . . ? O21 C21 C22 113.9(5) . . ? C23 C22 C21 118.9(6) . . ? C22 C23 C24 112.1(6) . . ? C25 C24 C23 113.9(9) . . ? C24 C25 C26 116.2(10) . . ? C27 C26 C25 119.4(10) . . ? C28 C27 C26 119.0(10) . . ? C2 N1 C6 118.8(3) . . ? C2 N1 Cu 123.2(3) . . ? C6 N1 Cu 117.9(3) . . ? C2 N11 Cu 70.5(2) . . ? N11 C2 N1 118.4(4) . . ? N11 C2 C3 121.2(4) . . ? N1 C2 C3 120.4(4) . . ? C4 C3 C2 119.2(4) . . ? C3 C4 C5 120.4(4) . . ? C6 C5 C4 117.8(4) . . ? N1 C6 C5 123.3(4) . . ? C2' N2 C6' 118.2(4) . . ? C2' N2 Cu 121.2(3) . . ? C6' N2 Cu 119.7(3) . . ? C2' N21 Cu 70.3(2) . . ? N21 C2' N2 118.6(4) . . ? N21 C2' C3' 121.1(4) . . ? N2 C2' C3' 120.3(4) . . ? C4' C3' C2' 119.8(5) . . ? C3' C4' C5' 119.9(5) . . ? C6' C5' C4' 117.5(5) . . ? N2 C6' C5' 124.1(4) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.623 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.063