Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Jagadese Vittal' 'Boujemaa Moubaraki' 'Keith S. Murray' 'Chang-Tong Yang' _publ_contact_author_name 'Dr Jagadese Vittal' _publ_contact_author_address ; Chemistry National University of Singapore 3 Science Drive 3 Singapore 117543 SINGAPORE ; _publ_contact_author_email 'CHMJJV@NUS.EDU.SG' _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis, Characterization and Properties of Ternary Copper(II) Complexes Containing Reduced Schiff Base N-(2-Hydroxybenzyl)-a-Amino Acids and 1,10-Phenanthroline ; data_compound_1 _database_code_CSD 191976 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H22.50 Cu N3 O5.75' _chemical_formula_weight 472.46 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 Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 22.825(3) _cell_length_b 5.2237(7) _cell_length_c 20.459(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.990(2) _cell_angle_gamma 90.00 _cell_volume 2068.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 1956 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 23.8 _exptl_crystal_description 'rectangular shape, cut' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 978 _exptl_absorpt_coefficient_mu 1.098 _exptl_absorpt_correction_type 'sadabs (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.6352 _exptl_absorpt_correction_T_max 0.9412 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5569 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2767 _reflns_number_gt 2475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS, SMART' _computing_cell_refinement 'Bruker AXS, SAINT' _computing_data_reduction 'Bruker AXS, SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS, SHELXTL' _computing_publication_material 'Bruker AXS, 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^)+(0.1070P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 2767 _refine_ls_number_parameters 277 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1673 _refine_ls_wR_factor_gt 0.1368 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 0.40277(4) 0.32422(15) 0.20799(4) 0.0398(3) Uani 1 1 d . . . O1 O 0.4135(3) 0.3810(15) 0.1223(4) 0.067(2) Uani 1 1 d . . . O2 O 0.3293(3) 0.5924(10) 0.2004(4) 0.0564(17) Uani 1 1 d . . . O3 O 0.2173(4) 0.6164(15) 0.1554(6) 0.098(3) Uani 1 1 d . . . N1 N 0.3194(3) 0.1051(12) 0.1472(4) 0.0462(17) Uani 1 1 d . . . H1 H 0.3250 -0.0316 0.1784 0.055 Uiso 1 1 calc R . . N2 N 0.4301(3) 0.1868(12) 0.3155(4) 0.0412(15) Uani 1 1 d . . . N3 N 0.4841(3) 0.5516(14) 0.2733(4) 0.0455(16) Uani 1 1 d . . . C1 C 0.3631(6) 0.3760(18) 0.0502(6) 0.056(2) Uani 1 1 d . . . C2 C 0.3606(7) 0.555(2) -0.0036(7) 0.073(3) Uani 1 1 d . . . H2 H 0.3963 0.6763 0.0134 0.087 Uiso 1 1 calc R . . C3 C 0.3078(7) 0.556(2) -0.0794(7) 0.071(3) Uani 1 1 d . . . H3 H 0.3075 0.6778 -0.1134 0.086 Uiso 1 1 calc R . . C4 C 0.2567(7) 0.385(3) -0.1052(8) 0.082(4) Uani 1 1 d . . . H4 H 0.2209 0.3839 -0.1573 0.099 Uiso 1 1 calc R . . C5 C 0.2572(6) 0.208(2) -0.0539(6) 0.067(3) Uani 1 1 d . . . H5 H 0.2211 0.0877 -0.0722 0.081 Uiso 1 1 calc R . . C6 C 0.3085(5) 0.2036(16) 0.0221(6) 0.049(2) Uani 1 1 d . . . C7 C 0.3122(5) -0.0034(16) 0.0776(5) 0.049(2) Uani 1 1 d . . . H7A H 0.2702 -0.1078 0.0511 0.059 Uiso 1 1 calc R . . H7B H 0.3517 -0.1159 0.0921 0.059 Uiso 1 1 calc R . . C8 C 0.2555(5) 0.2442(18) 0.1323(7) 0.062(3) Uani 1 1 d . . . H8A H 0.2232 0.2584 0.0765 0.074 Uiso 1 1 calc R . . H8B H 0.2330 0.1416 0.1530 0.074 Uiso 1 1 calc R . . C9 C 0.2690(5) 0.5071(16) 0.1669(5) 0.051(2) Uani 1 1 d . . . C10 C 0.4046(5) 0.0033(17) 0.3379(5) 0.051(2) Uani 1 1 d . . . H10 H 0.3681 -0.0953 0.2995 0.061 Uiso 1 1 calc R . . C11 C 0.4280(5) -0.0526(18) 0.4133(6) 0.057(2) Uani 1 1 d . . . H11 H 0.4069 -0.1842 0.4250 0.069 Uiso 1 1 calc R . . C12 C 0.4807(4) 0.0795(18) 0.4704(5) 0.051(2) Uani 1 1 d . . . H12 H 0.4969 0.0402 0.5221 0.061 Uiso 1 1 calc R . . C13 C 0.5119(5) 0.2797(18) 0.4520(5) 0.050(2) Uani 1 1 d . . . C14 C 0.5685(4) 0.433(2) 0.5087(5) 0.051(2) Uani 1 1 d . . . H14 H 0.5866 0.4064 0.5615 0.061 Uiso 1 1 calc R . . C15 C 0.5953(4) 0.616(2) 0.4856(5) 0.055(2) Uani 1 1 d . . . H15 H 0.6325 0.7143 0.5232 0.066 Uiso 1 1 calc R . . C16 C 0.5696(4) 0.6667(15) 0.4066(5) 0.046(2) Uani 1 1 d . . . C17 C 0.5944(4) 0.8539(17) 0.3793(5) 0.053(2) Uani 1 1 d . . . H17 H 0.6318 0.9572 0.4142 0.064 Uiso 1 1 calc R . . C18 C 0.5646(4) 0.8878(18) 0.3024(6) 0.056(2) Uani 1 1 d . . . H18 H 0.5813 1.0158 0.2841 0.067 Uiso 1 1 calc R . . C19 C 0.5090(5) 0.7333(18) 0.2497(6) 0.050(2) Uani 1 1 d . . . H19 H 0.4890 0.7598 0.1965 0.061 Uiso 1 1 calc R . . C20 C 0.5143(4) 0.5136(15) 0.3508(4) 0.0407(17) Uani 1 1 d . . . C21 C 0.4841(4) 0.3228(14) 0.3737(5) 0.0371(19) Uani 1 1 d . . . O1S O 0.0475(9) -0.185(4) 0.1607(10) 0.086(5) Uiso 0.50 1 d P . . O2S O 0.0267(8) -0.302(3) 0.1348(9) 0.074(4) Uiso 0.50 1 d P . . O3S O 0.1310(9) -0.581(4) 0.1763(10) 0.081(5) Uiso 0.50 1 d P . . O4S O 0.1141(10) -0.716(5) 0.1842(11) 0.094(5) Uiso 0.50 1 d P . . O5S O 0.1485(9) -0.069(4) 0.2228(10) 0.081(4) Uiso 0.50 1 d P . . O6S O 0.2453(18) 0.008(8) 0.264(2) 0.093(10) Uiso 0.25 1 d P . . 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 0.0489(5) 0.0310(4) 0.0488(5) -0.0121(5) 0.0322(4) -0.0111(5) O1 0.066(4) 0.095(5) 0.057(4) -0.036(3) 0.045(3) -0.046(4) O2 0.054(4) 0.017(2) 0.075(4) -0.012(3) 0.019(3) -0.003(2) O3 0.061(4) 0.056(4) 0.127(7) -0.028(5) 0.016(5) 0.008(4) N1 0.060(4) 0.024(3) 0.052(4) -0.012(3) 0.028(3) -0.014(3) N2 0.046(3) 0.034(4) 0.051(4) -0.001(3) 0.030(3) 0.010(3) N3 0.041(3) 0.046(4) 0.054(4) -0.008(3) 0.028(3) -0.007(3) C1 0.074(6) 0.045(5) 0.076(7) -0.024(5) 0.059(6) -0.011(5) C2 0.127(9) 0.050(6) 0.089(8) -0.016(5) 0.090(8) -0.009(6) C3 0.106(8) 0.060(7) 0.078(8) 0.018(6) 0.069(7) 0.022(7) C4 0.086(9) 0.086(9) 0.082(8) 0.035(7) 0.049(7) 0.053(8) C5 0.062(6) 0.063(7) 0.070(7) 0.009(5) 0.030(5) 0.016(5) C6 0.058(5) 0.029(4) 0.067(6) -0.006(4) 0.038(5) 0.001(4) C7 0.067(5) 0.027(4) 0.053(5) -0.008(3) 0.031(4) -0.002(4) C8 0.049(5) 0.036(4) 0.114(8) -0.022(5) 0.052(5) -0.018(4) C9 0.061(5) 0.028(4) 0.052(5) 0.005(3) 0.022(4) 0.020(4) C10 0.063(5) 0.039(4) 0.064(5) -0.001(4) 0.044(4) 0.004(4) C11 0.063(6) 0.046(5) 0.080(7) 0.016(5) 0.049(5) 0.009(4) C12 0.049(5) 0.055(5) 0.054(5) 0.012(4) 0.031(4) 0.010(4) C13 0.050(5) 0.045(5) 0.061(6) 0.007(4) 0.034(4) 0.020(4) C14 0.031(4) 0.064(6) 0.042(5) 0.005(4) 0.008(4) 0.011(4) C15 0.034(4) 0.062(6) 0.049(5) -0.010(4) 0.008(4) 0.003(4) C16 0.040(4) 0.036(4) 0.060(5) -0.003(4) 0.024(4) 0.006(3) C17 0.035(4) 0.053(5) 0.058(6) -0.011(4) 0.015(4) -0.006(4) C18 0.048(5) 0.043(5) 0.083(7) 0.002(4) 0.038(5) 0.000(4) C19 0.053(5) 0.043(5) 0.070(6) -0.009(4) 0.043(4) -0.017(4) C20 0.046(4) 0.035(4) 0.041(4) 0.001(3) 0.023(3) 0.007(3) C21 0.040(4) 0.028(4) 0.041(5) -0.003(3) 0.019(4) 0.007(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 Cu1 O1 1.919(6) . ? Cu1 N1 1.992(6) . ? Cu1 N3 2.004(6) . ? Cu1 N2 2.071(7) . ? Cu1 O2 2.127(6) . ? O1 C1 1.304(12) . ? O2 C9 1.249(11) . ? O3 C9 1.217(12) . ? N1 C7 1.459(11) . ? N1 C8 1.510(12) . ? N2 C10 1.322(11) . ? N2 C21 1.375(10) . ? N3 C19 1.321(12) . ? N3 C20 1.369(10) . ? C1 C6 1.391(14) . ? C1 C2 1.424(15) . ? C2 C3 1.370(16) . ? C3 C4 1.336(19) . ? C4 C5 1.396(19) . ? C5 C6 1.363(14) . ? C6 C7 1.538(13) . ? C8 C9 1.501(12) . ? C10 C11 1.371(13) . ? C11 C12 1.342(13) . ? C12 C13 1.423(14) . ? C13 C21 1.394(13) . ? C13 C14 1.439(14) . ? C14 C15 1.349(15) . ? C15 C16 1.422(14) . ? C16 C17 1.386(13) . ? C16 C20 1.418(11) . ? C17 C18 1.356(14) . ? C18 C19 1.405(13) . ? C20 C21 1.423(12) . ? O1S O2S 0.79(2) . ? O3S O4S 0.86(2) . ? 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 N1 93.5(3) . . ? O1 Cu1 N3 89.8(3) . . ? N1 Cu1 N3 176.3(3) . . ? O1 Cu1 N2 155.8(3) . . ? N1 Cu1 N2 96.6(3) . . ? N3 Cu1 N2 81.2(3) . . ? O1 Cu1 O2 108.0(3) . . ? N1 Cu1 O2 83.0(3) . . ? N3 Cu1 O2 94.3(3) . . ? N2 Cu1 O2 95.1(3) . . ? C1 O1 Cu1 124.4(6) . . ? C9 O2 Cu1 113.7(5) . . ? C7 N1 C8 113.1(7) . . ? C7 N1 Cu1 114.1(6) . . ? C8 N1 Cu1 110.5(5) . . ? C10 N2 C21 115.6(7) . . ? C10 N2 Cu1 132.8(6) . . ? C21 N2 Cu1 111.6(6) . . ? C19 N3 C20 118.6(7) . . ? C19 N3 Cu1 127.4(6) . . ? C20 N3 Cu1 114.0(6) . . ? O1 C1 C6 122.8(9) . . ? O1 C1 C2 120.7(10) . . ? C6 C1 C2 116.5(10) . . ? C3 C2 C1 121.9(11) . . ? C4 C3 C2 120.3(10) . . ? C3 C4 C5 119.3(12) . . ? C6 C5 C4 121.8(12) . . ? C5 C6 C1 120.1(10) . . ? C5 C6 C7 122.1(9) . . ? C1 C6 C7 117.5(8) . . ? N1 C7 C6 112.4(7) . . ? C9 C8 N1 114.2(7) . . ? O3 C9 O2 127.7(8) . . ? O3 C9 C8 113.7(8) . . ? O2 C9 C8 118.5(7) . . ? N2 C10 C11 124.4(9) . . ? C12 C11 C10 120.4(9) . . ? C11 C12 C13 119.4(9) . . ? C21 C13 C12 115.9(9) . . ? C21 C13 C14 120.2(9) . . ? C12 C13 C14 123.9(9) . . ? C15 C14 C13 119.6(9) . . ? C14 C15 C16 122.6(8) . . ? C17 C16 C20 117.0(8) . . ? C17 C16 C15 125.3(8) . . ? C20 C16 C15 117.7(8) . . ? C18 C17 C16 119.9(8) . . ? C17 C18 C19 120.6(9) . . ? N3 C19 C18 121.3(9) . . ? N3 C20 C16 122.5(8) . . ? N3 C20 C21 116.7(7) . . ? C16 C20 C21 120.7(7) . . ? N2 C21 C13 124.4(8) . . ? N2 C21 C20 116.4(7) . . ? C13 C21 C20 119.1(7) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.788 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.101 #======== data_compound_4 _database_code_CSD 191977 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H21 Cl Cu N3 O8.50' _chemical_formula_weight 550.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8954(5) _cell_length_b 9.7201(6) _cell_length_c 14.9638(9) _cell_angle_alpha 96.4630(10) _cell_angle_beta 95.9790(10) _cell_angle_gamma 93.2340(10) _cell_volume 1132.18(12) _cell_formula_units_Z 2 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used 4510 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'rhombohedral blocks' _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 1.139 _exptl_absorpt_correction_type 'sadabs (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.8133 _exptl_absorpt_correction_T_max 0.9186 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 253(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11075 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3993 _reflns_number_gt 3380 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS, SMART' _computing_cell_refinement 'Bruker AXS, SAINT' _computing_data_reduction 'Bruker AXS, SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS, SHELXTL' _computing_publication_material 'Bruker AXS, 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^)+(0.1220P)^2^+0.2604P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3993 _refine_ls_number_parameters 327 _refine_ls_number_restraints 88 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1667 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.243 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.24324(7) 0.02211(5) 0.18044(4) 0.0408(3) Uani 1 1 d . . . O1 O 0.0389(6) 0.2021(4) 0.1808(3) 0.0526(10) Uani 1 1 d . . . H1A H 0.058(11) 0.240(8) 0.157(5) 0.08(3) Uiso 1 1 d . . . C1 C 0.0590(6) 0.2619(5) 0.2694(3) 0.0467(11) Uani 1 1 d . . . C2 C 0.1152(7) 0.4002(5) 0.2938(4) 0.0562(13) Uani 1 1 d . . . H2 H 0.1358 0.4578 0.2499 0.067 Uiso 1 1 calc R . . C3 C 0.1401(9) 0.4509(6) 0.3851(4) 0.0704(17) Uani 1 1 d . . . H3 H 0.1775 0.5434 0.4024 0.084 Uiso 1 1 calc R . . C4 C 0.1106(9) 0.3672(6) 0.4495(4) 0.0699(17) Uani 1 1 d . . . H4 H 0.1257 0.4033 0.5103 0.084 Uiso 1 1 calc R . . C5 C 0.0585(8) 0.2291(6) 0.4253(4) 0.0629(14) Uani 1 1 d . . . H5 H 0.0408 0.1720 0.4698 0.075 Uiso 1 1 calc R . . C6 C 0.0319(6) 0.1741(5) 0.3335(3) 0.0460(11) Uani 1 1 d . . . C7 C -0.0168(7) 0.0232(5) 0.3062(4) 0.0547(13) Uani 1 1 d . . . H7A H -0.0637 -0.0161 0.3559 0.066 Uiso 1 1 calc R . . H7B H -0.1047 0.0125 0.2550 0.066 Uiso 1 1 calc R . . N1 N 0.1317(5) -0.0533(4) 0.2813(3) 0.0428(9) Uani 1 1 d . . . H1 H 0.200(7) -0.060(5) 0.333(4) 0.048(14) Uiso 1 1 d . . . C8 C 0.0827(7) -0.2029(5) 0.2501(4) 0.0532(13) Uani 1 1 d . . . H8A1 H -0.0250 -0.2290 0.2716 0.064 Uiso 1 1 calc R . . H8B1 H 0.1687 -0.2593 0.2754 0.064 Uiso 1 1 calc R . . C9 C 0.0656(6) -0.2300(5) 0.1481(3) 0.0443(11) Uani 1 1 d . . . O2 O 0.1179(5) -0.1328(3) 0.1054(2) 0.0526(9) Uani 1 1 d . . . O3 O 0.0018(5) -0.3442(3) 0.1118(3) 0.0613(10) Uani 1 1 d . . . N2 N 0.4199(5) 0.1630(4) 0.2497(3) 0.0407(9) Uani 1 1 d . . . C10 C 0.4633(6) 0.1942(5) 0.3380(3) 0.0494(12) Uani 1 1 d . . . H10 H 0.4126 0.1411 0.3772 0.059 Uiso 1 1 calc R . . C11 C 0.5814(7) 0.3028(5) 0.3745(4) 0.0561(13) Uani 1 1 d . . . H11 H 0.6087 0.3213 0.4368 0.067 Uiso 1 1 calc R . . C12 C 0.6562(7) 0.3815(5) 0.3181(4) 0.0567(13) Uani 1 1 d . . . H12 H 0.7342 0.4551 0.3418 0.068 Uiso 1 1 calc R . . C13 C 0.6160(6) 0.3518(5) 0.2244(4) 0.0468(11) Uani 1 1 d . . . C14 C 0.4960(5) 0.2414(4) 0.1935(3) 0.0395(10) Uani 1 1 d . . . C15 C 0.4484(5) 0.2050(4) 0.0981(3) 0.0389(10) Uani 1 1 d . . . C16 C 0.5218(6) 0.2802(5) 0.0357(3) 0.0464(11) Uani 1 1 d . . . C17 C 0.4694(7) 0.2372(6) -0.0560(4) 0.0554(13) Uani 1 1 d . . . H17 H 0.5144 0.2830 -0.1004 0.066 Uiso 1 1 calc R . . C18 C 0.3515(7) 0.1274(6) -0.0794(4) 0.0567(14) Uani 1 1 d . . . H18 H 0.3164 0.0984 -0.1402 0.068 Uiso 1 1 calc R . . C19 C 0.2837(6) 0.0591(5) -0.0138(3) 0.0487(11) Uani 1 1 d . . . H19 H 0.2025 -0.0147 -0.0312 0.058 Uiso 1 1 calc R . . N3 N 0.3323(5) 0.0968(4) 0.0741(3) 0.0407(9) Uani 1 1 d . . . C20 C 0.6859(7) 0.4291(6) 0.1589(4) 0.0574(13) Uani 1 1 d . . . H20 H 0.7630 0.5050 0.1786 0.069 Uiso 1 1 calc R . . C21 C 0.6425(7) 0.3943(5) 0.0701(4) 0.0557(13) Uani 1 1 d . . . H21 H 0.6921 0.4456 0.0296 0.067 Uiso 1 1 calc R . . Cl1 Cl 0.5549(2) -0.22293(18) 0.34113(13) 0.0817(5) Uani 1 1 d D . . O4 O 0.5366(18) -0.1167(13) 0.2849(8) 0.120(2) Uiso 0.50 1 d PD A . O5 O 0.7192(13) -0.2451(14) 0.3685(9) 0.120(2) Uiso 0.50 1 d PD A . O6 O 0.4609(15) -0.3462(11) 0.2864(8) 0.120(2) Uiso 0.50 1 d PD A . O7 O 0.4447(15) -0.1839(13) 0.4092(8) 0.120(2) Uiso 0.50 1 d PD A . O4A O 0.7198(14) -0.2834(13) 0.3216(9) 0.119(2) Uiso 0.50 1 d PD A 1 O5A O 0.4642(15) -0.3077(12) 0.3840(8) 0.119(2) Uiso 0.50 1 d PD A 1 O6A O 0.6332(15) -0.1058(11) 0.4138(8) 0.119(2) Uiso 0.50 1 d PD A 1 O7A O 0.4912(19) -0.1553(14) 0.2706(8) 0.119(2) Uiso 0.50 1 d PD A 1 O8 O -0.1096(6) -0.3839(4) -0.0707(3) 0.0606(10) Uani 1 1 d D . . H8A H -0.063(7) -0.354(6) -0.0139(17) 0.071(12) Uiso 1 1 d D . . H8B H -0.072(7) -0.468(3) -0.084(4) 0.071(12) Uiso 1 1 d D . . O9 O 0.2735(11) -0.0459(10) 0.4727(6) 0.072(2) Uani 0.50 1 d PD . . H9A H 0.262(13) -0.1391(12) 0.467(9) 0.071(12) Uiso 0.50 1 d PD . . H9B H 0.172(7) -0.018(9) 0.451(8) 0.071(12) Uiso 0.50 1 d PD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0444(4) 0.0312(4) 0.0450(4) 0.0025(2) 0.0053(2) -0.0092(2) O1 0.072(3) 0.043(2) 0.042(2) 0.0038(18) 0.0061(18) 0.0031(18) C1 0.048(3) 0.042(3) 0.047(3) -0.006(2) -0.001(2) 0.008(2) C2 0.066(3) 0.041(3) 0.061(3) 0.003(2) 0.006(3) 0.004(2) C3 0.088(4) 0.047(3) 0.069(4) -0.015(3) 0.000(3) 0.002(3) C4 0.093(5) 0.064(4) 0.048(3) -0.010(3) 0.000(3) 0.011(3) C5 0.078(4) 0.066(4) 0.046(3) 0.005(3) 0.012(3) 0.012(3) C6 0.046(3) 0.046(3) 0.046(3) 0.000(2) 0.010(2) 0.000(2) C7 0.051(3) 0.051(3) 0.061(3) 0.004(2) 0.014(2) -0.012(2) N1 0.050(2) 0.034(2) 0.043(2) 0.0078(17) -0.0005(18) -0.0086(16) C8 0.067(3) 0.031(2) 0.059(3) 0.006(2) 0.002(3) -0.012(2) C9 0.046(3) 0.031(2) 0.054(3) 0.002(2) 0.003(2) -0.0044(19) O2 0.065(2) 0.0400(18) 0.0487(19) 0.0007(15) 0.0037(16) -0.0175(16) O3 0.078(3) 0.0358(18) 0.066(2) -0.0012(16) 0.0077(19) -0.0140(17) N2 0.042(2) 0.0333(19) 0.046(2) 0.0076(16) 0.0008(16) -0.0028(16) C10 0.053(3) 0.044(3) 0.049(3) 0.010(2) -0.002(2) -0.006(2) C11 0.058(3) 0.054(3) 0.050(3) 0.001(2) -0.007(2) -0.007(2) C12 0.051(3) 0.045(3) 0.068(3) -0.001(2) -0.004(3) -0.012(2) C13 0.041(2) 0.035(2) 0.063(3) 0.006(2) 0.003(2) -0.0052(19) C14 0.035(2) 0.031(2) 0.052(3) 0.0068(19) 0.0017(19) 0.0015(17) C15 0.036(2) 0.033(2) 0.049(3) 0.0080(19) 0.0076(19) 0.0032(18) C16 0.041(2) 0.044(3) 0.058(3) 0.012(2) 0.013(2) 0.004(2) C17 0.054(3) 0.061(3) 0.057(3) 0.021(3) 0.017(2) 0.007(2) C18 0.055(3) 0.068(4) 0.048(3) 0.006(3) 0.003(2) 0.006(3) C19 0.047(3) 0.048(3) 0.048(3) -0.003(2) 0.002(2) 0.000(2) N3 0.0379(19) 0.0355(19) 0.049(2) 0.0054(16) 0.0076(16) -0.0008(15) C20 0.051(3) 0.045(3) 0.075(4) 0.005(3) 0.011(3) -0.016(2) C21 0.053(3) 0.048(3) 0.070(4) 0.020(3) 0.016(3) -0.003(2) Cl1 0.0916(12) 0.0735(10) 0.0905(12) 0.0350(9) 0.0276(9) 0.0124(9) O8 0.084(3) 0.049(2) 0.052(2) 0.0126(18) 0.0078(19) 0.0132(19) O9 0.075(5) 0.085(6) 0.057(5) 0.017(5) 0.001(4) 0.009(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.931(3) . ? Cu1 N3 1.998(4) . ? Cu1 N1 2.011(4) . ? Cu1 N2 2.015(4) . ? O1 C1 1.376(6) . ? C1 C6 1.378(7) . ? C1 C2 1.388(7) . ? C2 C3 1.390(8) . ? C3 C4 1.359(9) . ? C4 C5 1.378(8) . ? C5 C6 1.407(7) . ? C6 C7 1.495(7) . ? C7 N1 1.481(7) . ? N1 C8 1.493(6) . ? C8 C9 1.510(7) . ? C9 O3 1.235(6) . ? C9 O2 1.273(6) . ? N2 C10 1.326(6) . ? N2 C14 1.360(6) . ? C10 C11 1.391(7) . ? C11 C12 1.358(8) . ? C12 C13 1.399(8) . ? C13 C14 1.395(6) . ? C13 C20 1.435(7) . ? C14 C15 1.435(6) . ? C15 N3 1.347(6) . ? C15 C16 1.401(6) . ? C16 C17 1.399(8) . ? C16 C21 1.433(7) . ? C17 C18 1.365(8) . ? C18 C19 1.381(7) . ? C19 N3 1.334(6) . ? C20 C21 1.337(8) . ? Cl1 O5A 1.324(10) . ? Cl1 O5 1.356(9) . ? Cl1 O7A 1.372(10) . ? Cl1 O4 1.408(10) . ? Cl1 O7 1.439(10) . ? Cl1 O6 1.486(10) . ? Cl1 O4A 1.501(10) . ? Cl1 O6A 1.537(10) . ? O4 O7A 0.52(2) . ? O5 O4A 0.757(15) . ? O5 O6A 1.657(16) . ? O6 O5A 1.464(16) . ? O7 O5A 1.242(15) . ? O7 O6A 1.623(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 N3 92.39(15) . . ? O2 Cu1 N1 84.39(15) . . ? N3 Cu1 N1 174.66(15) . . ? O2 Cu1 N2 167.17(16) . . ? N3 Cu1 N2 82.43(15) . . ? N1 Cu1 N2 101.58(16) . . ? O1 C1 C6 116.1(4) . . ? O1 C1 C2 122.2(5) . . ? C6 C1 C2 121.5(5) . . ? C1 C2 C3 118.6(5) . . ? C4 C3 C2 120.9(5) . . ? C3 C4 C5 120.4(5) . . ? C4 C5 C6 120.3(6) . . ? C1 C6 C5 118.2(5) . . ? C1 C6 C7 120.8(4) . . ? C5 C6 C7 120.9(5) . . ? N1 C7 C6 111.5(4) . . ? C7 N1 C8 111.9(4) . . ? C7 N1 Cu1 113.0(3) . . ? C8 N1 Cu1 106.2(3) . . ? N1 C8 C9 110.8(4) . . ? O3 C9 O2 124.4(5) . . ? O3 C9 C8 118.2(4) . . ? O2 C9 C8 117.4(4) . . ? C9 O2 Cu1 114.8(3) . . ? C10 N2 C14 117.7(4) . . ? C10 N2 Cu1 130.8(3) . . ? C14 N2 Cu1 111.5(3) . . ? N2 C10 C11 122.9(5) . . ? C12 C11 C10 119.3(5) . . ? C11 C12 C13 120.0(5) . . ? C14 C13 C12 117.0(4) . . ? C14 C13 C20 118.4(5) . . ? C12 C13 C20 124.6(4) . . ? N2 C14 C13 123.2(4) . . ? N2 C14 C15 116.8(4) . . ? C13 C14 C15 120.1(4) . . ? N3 C15 C16 123.4(4) . . ? N3 C15 C14 116.3(4) . . ? C16 C15 C14 120.3(4) . . ? C17 C16 C15 116.6(4) . . ? C17 C16 C21 125.4(5) . . ? C15 C16 C21 117.9(5) . . ? C18 C17 C16 119.3(5) . . ? C17 C18 C19 120.7(5) . . ? N3 C19 C18 121.4(5) . . ? C19 N3 C15 118.6(4) . . ? C19 N3 Cu1 128.6(3) . . ? C15 N3 Cu1 112.7(3) . . ? C21 C20 C13 121.4(5) . . ? C20 C21 C16 121.9(5) . . ? O5A Cl1 O5 104.2(8) . . ? O5A Cl1 O7A 125.2(8) . . ? O5 Cl1 O7A 129.1(9) . . ? O5A Cl1 O4 141.5(8) . . ? O5 Cl1 O4 114.1(7) . . ? O7A Cl1 O4 21.4(8) . . ? O5A Cl1 O7 53.2(7) . . ? O5 Cl1 O7 118.2(7) . . ? O7A Cl1 O7 102.2(9) . . ? O4 Cl1 O7 102.2(7) . . ? O5A Cl1 O6 62.5(7) . . ? O5 Cl1 O6 112.9(7) . . ? O7A Cl1 O6 83.3(7) . . ? O4 Cl1 O6 103.9(7) . . ? O7 Cl1 O6 103.8(6) . . ? O5A Cl1 O4A 110.4(7) . . ? O5 Cl1 O4A 30.2(6) . . ? O7A Cl1 O4A 110.4(9) . . ? O4 Cl1 O4A 104.9(8) . . ? O7 Cl1 O4A 146.1(7) . . ? O6 Cl1 O4A 89.1(7) . . ? O5A Cl1 O6A 105.7(7) . . ? O5 Cl1 O6A 69.6(7) . . ? O7A Cl1 O6A 104.3(7) . . ? O4 Cl1 O6A 84.8(7) . . ? O7 Cl1 O6A 66.0(6) . . ? O6 Cl1 O6A 168.1(7) . . ? O4A Cl1 O6A 96.6(6) . . ? O7A O4 Cl1 75.4(17) . . ? O4A O5 Cl1 85.6(12) . . ? O4A O5 O6A 136.7(17) . . ? Cl1 O5 O6A 60.4(6) . . ? O5A O6 Cl1 53.3(5) . . ? O5A O7 Cl1 58.6(6) . . ? O5A O7 O6A 104.9(9) . . ? Cl1 O7 O6A 59.9(5) . . ? O5 O4A Cl1 64.2(10) . . ? O7 O5A Cl1 68.2(7) . . ? O7 O5A O6 116.3(10) . . ? Cl1 O5A O6 64.2(6) . . ? Cl1 O6A O7 54.1(5) . . ? Cl1 O6A O5 50.1(4) . . ? O7 O6A O5 94.0(7) . . ? O4 O7A Cl1 83.2(18) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.294 _refine_diff_density_min -1.010 _refine_diff_density_rms 0.098 #======== data_compound_5 _database_code_CSD 191978 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21.25 Cl Cu N3 O7.625' _chemical_formula_weight 548.7 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 7.8926(5) _cell_length_b 10.1888(7) _cell_length_c 14.0856(9) _cell_angle_alpha 96.655(1) _cell_angle_beta 97.344(2) _cell_angle_gamma 90.346(1) _cell_volume 1115.6(1) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3170 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 23.0 _exptl_crystal_description 'rectangular shape, cut' _exptl_crystal_colour green _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 563 _exptl_absorpt_coefficient_mu 1.153 _exptl_absorpt_correction_type 'sadabs (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.7200 _exptl_absorpt_correction_T_max 0.8812 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9355 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0775 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7609 _reflns_number_gt 6543 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS, SMART' _computing_cell_refinement 'Bruker AXS, SAINT' _computing_data_reduction 'Bruker AXS, SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS, SHELXTL' _computing_publication_material 'Bruker AXS, 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^)+(0.0370P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(13) _refine_ls_number_reflns 7609 _refine_ls_number_parameters 636 _refine_ls_number_restraints 70 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0869 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 11.338 _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 0.2341(7) 0.3029(6) 0.4451(5) 0.0278(19) Uani 1 1 d . . . O1 O 0.497(6) 0.472(4) 0.525(3) 0.041(11) Uani 1 1 d . . . H1A H 0.4855 0.5516 0.5368 0.062 Uiso 1 1 calc R . . O2 O 0.298(5) 0.282(4) 0.317(3) 0.030(9) Uani 1 1 d . . . O3 O 0.427(5) 0.145(4) 0.214(3) 0.032(10) Uani 1 1 d . . . N1 N 0.398(6) 0.155(4) 0.466(3) 0.024(11) Uani 1 1 d . . . H1 H 0.3597 0.1019 0.5065 0.029 Uiso 1 1 calc R . . N2 N 0.160(6) 0.339(4) 0.577(3) 0.027(11) Uani 1 1 d . . . N3 N 0.122(6) 0.475(4) 0.427(3) 0.025(11) Uani 1 1 d . . . C1 C 0.539(7) 0.419(6) 0.610(5) 0.033(15) Uani 1 1 d . . . C2 C 0.539(9) 0.492(7) 0.699(5) 0.036(18) Uani 1 1 d . . . H2 H 0.5116 0.5808 0.7043 0.044 Uiso 1 1 calc R . . C3 C 0.579(9) 0.430(7) 0.780(5) 0.039(17) Uani 1 1 d . . . H3 H 0.5744 0.4777 0.8405 0.047 Uiso 1 1 calc R . . C4 C 0.624(9) 0.301(7) 0.776(5) 0.042(17) Uani 1 1 d . . . H4B H 0.6533 0.2619 0.8325 0.051 Uiso 1 1 calc R . . C5 C 0.626(8) 0.228(6) 0.686(5) 0.037(15) Uani 1 1 d . . . H5 H 0.6584 0.1406 0.6816 0.045 Uiso 1 1 calc R . . C6 C 0.581(7) 0.285(6) 0.602(4) 0.030(14) Uani 1 1 d . . . C7 C 0.576(7) 0.206(6) 0.506(4) 0.030(14) Uani 1 1 d . . . H7A H 0.6516 0.1315 0.5113 0.036 Uiso 1 1 calc R . . H7B H 0.6177 0.2601 0.4609 0.036 Uiso 1 1 calc R . . C8 C 0.401(7) 0.079(5) 0.369(4) 0.024(13) Uani 1 1 d . . . H8 H 0.5128 0.0382 0.3667 0.029 Uiso 1 1 calc R . . C9 C 0.376(7) 0.175(6) 0.293(4) 0.029(14) Uani 1 1 d . . . C10 C 0.263(8) -0.030(6) 0.349(5) 0.036(15) Uani 1 1 d . . . H10A H 0.2905 -0.0966 0.3909 0.053 Uiso 1 1 calc R . . H10B H 0.2559 -0.0684 0.2831 0.053 Uiso 1 1 calc R . . H10C H 0.1545 0.0074 0.3604 0.053 Uiso 1 1 calc R . . C11 C 0.182(8) 0.270(6) 0.651(5) 0.039(16) Uani 1 1 d . . . H11 H 0.2406 0.1909 0.6443 0.047 Uiso 1 1 calc R . . C12 C 0.123(9) 0.310(7) 0.738(5) 0.048(18) Uani 1 1 d . . . H12 H 0.1425 0.2596 0.7893 0.058 Uiso 1 1 calc R . . C13 C 0.037(10) 0.424(8) 0.747(5) 0.04(2) Uani 1 1 d . . . H13 H -0.0045 0.4514 0.8053 0.054 Uiso 1 1 calc R . . C14 C 0.008(9) 0.502(7) 0.671(5) 0.041(19) Uani 1 1 d . . . C15 C -0.080(9) 0.623(7) 0.674(6) 0.050(19) Uani 1 1 d . . . H15 H -0.1270 0.6540 0.7294 0.060 Uiso 1 1 calc R . . C16 C -0.096(9) 0.694(7) 0.598(6) 0.050(19) Uani 1 1 d . . . H16 H -0.1529 0.7742 0.6028 0.060 Uiso 1 1 calc R . . C17 C -0.030(8) 0.649(6) 0.512(5) 0.037(15) Uani 1 1 d . . . C18 C -0.040(8) 0.716(6) 0.432(5) 0.046(18) Uani 1 1 d . . . H18 H -0.0920 0.7978 0.4336 0.055 Uiso 1 1 calc R . . C19 C 0.026(9) 0.665(6) 0.351(5) 0.043(17) Uani 1 1 d . . . H19 H 0.0177 0.7098 0.2971 0.052 Uiso 1 1 calc R . . C20 C 0.108(7) 0.541(6) 0.352(4) 0.033(15) Uani 1 1 d . . . H20 H 0.1543 0.5064 0.2971 0.040 Uiso 1 1 calc R . . C21 C 0.053(7) 0.527(6) 0.507(4) 0.029(14) Uani 1 1 d . . . C22 C 0.074(8) 0.454(6) 0.587(5) 0.030(14) Uani 1 1 d . . . Cu2 Cu 0.6696(8) 0.0286(6) 0.1773(5) 0.0281(19) Uani 1 1 d . . . O4 O 0.910(6) -0.135(4) 0.097(3) 0.046(12) Uani 1 1 d . . . H4A H 0.8485 -0.2015 0.0850 0.069 Uiso 1 1 calc R . . O5 O 0.793(5) 0.046(4) 0.307(3) 0.029(9) Uani 1 1 d . . . O6 O 0.965(5) 0.182(4) 0.412(3) 0.034(10) Uani 1 1 d . . . N4 N 0.830(6) 0.178(4) 0.161(3) 0.026(11) Uani 1 1 d . . . H4 H 0.7747 0.2323 0.1205 0.031 Uiso 1 1 calc R . . N5 N 0.541(6) -0.008(5) 0.045(3) 0.030(12) Uani 1 1 d . . . N6 N 0.567(6) -0.147(5) 0.192(3) 0.029(11) Uani 1 1 d . . . C23 C 0.915(8) -0.077(6) 0.014(4) 0.033(15) Uani 1 1 d . . . C24 C 0.875(9) -0.148(7) -0.077(5) 0.040(18) Uani 1 1 d . . . H24 H 0.8479 -0.2378 -0.0837 0.048 Uiso 1 1 calc R . . C25 C 0.876(9) -0.080(7) -0.156(5) 0.05(2) Uani 1 1 d . . . H25 H 0.8438 -0.1245 -0.2177 0.054 Uiso 1 1 calc R . . C26 C 0.924(9) 0.051(7) -0.147(5) 0.042(16) Uani 1 1 d . . . H26 H 0.9296 0.0934 -0.2013 0.050 Uiso 1 1 calc R . . C27 C 0.964(8) 0.118(6) -0.056(4) 0.035(15) Uani 1 1 d . . . H27 H 0.9955 0.2073 -0.0497 0.043 Uiso 1 1 calc R . . C28 C 0.957(7) 0.055(6) 0.026(4) 0.030(14) Uani 1 1 d . . . C29 C 0.991(7) 0.130(6) 0.123(4) 0.028(13) Uani 1 1 d . . . H29A H 1.0655 0.2055 0.1207 0.033 Uiso 1 1 calc R . . H29B H 1.0500 0.0742 0.1674 0.033 Uiso 1 1 calc R . . C30 C 0.871(7) 0.251(5) 0.258(4) 0.024(13) Uani 1 1 d . . . H30 H 0.9849 0.2927 0.2617 0.029 Uiso 1 1 calc R . . C31 C 0.879(7) 0.154(6) 0.331(4) 0.028(14) Uani 1 1 d . . . C32 C 0.743(8) 0.360(5) 0.279(4) 0.031(14) Uani 1 1 d . . . H32A H 0.7540 0.4280 0.2379 0.046 Uiso 1 1 calc R . . H32B H 0.7664 0.3968 0.3449 0.046 Uiso 1 1 calc R . . H32C H 0.6294 0.3229 0.2661 0.046 Uiso 1 1 calc R . . C33 C 0.524(8) 0.064(6) -0.028(5) 0.038(15) Uani 1 1 d . . . H33 H 0.5783 0.1466 -0.0191 0.045 Uiso 1 1 calc R . . C34 C 0.429(9) 0.024(7) -0.116(5) 0.045(17) Uani 1 1 d . . . H34 H 0.4186 0.0789 -0.1651 0.054 Uiso 1 1 calc R . . C35 C 0.352(9) -0.099(8) -0.130(6) 0.05(2) Uani 1 1 d . . . H35 H 0.2921 -0.1297 -0.1901 0.060 Uiso 1 1 calc R . . C36 C 0.364(9) -0.177(8) -0.057(5) 0.041(19) Uani 1 1 d . . . C37 C 0.286(9) -0.306(7) -0.065(5) 0.05(2) Uani 1 1 d . . . H37 H 0.2249 -0.3414 -0.1233 0.063 Uiso 1 1 calc R . . C38 C 0.301(9) -0.377(7) 0.009(6) 0.06(2) Uani 1 1 d . . . H38 H 0.2487 -0.4601 0.0018 0.067 Uiso 1 1 calc R . . C39 C 0.395(8) -0.328(7) 0.101(5) 0.041(16) Uani 1 1 d . . . C40 C 0.416(9) -0.395(7) 0.183(6) 0.050(19) Uani 1 1 d . . . H40 H 0.3662 -0.4781 0.1808 0.060 Uiso 1 1 calc R . . C41 C 0.508(9) -0.339(6) 0.265(5) 0.042(17) Uani 1 1 d . . . H41 H 0.5207 -0.3836 0.3195 0.050 Uiso 1 1 calc R . . C42 C 0.583(8) -0.215(6) 0.268(5) 0.037(16) Uani 1 1 d . . . H42 H 0.6475 -0.1780 0.3244 0.045 Uiso 1 1 calc R . . C43 C 0.475(7) -0.204(6) 0.110(4) 0.030(14) Uani 1 1 d . . . C44 C 0.458(8) -0.127(6) 0.031(4) 0.032(15) Uani 1 1 d . . . Cl1 Cl 0.449(2) 0.8447(15) 0.5889(12) 0.042(4) Uani 1 1 d D . . O7 O 0.545(7) 0.831(5) 0.678(3) 0.066(15) Uani 1 1 d D . . O8 O 0.368(7) 0.724(4) 0.549(5) 0.09(2) Uani 1 1 d D . . O9 O 0.558(7) 0.884(6) 0.524(4) 0.080(19) Uani 1 1 d D . . O10 O 0.323(6) 0.943(4) 0.598(4) 0.057(14) Uani 1 1 d D . . Cl2 Cl 0.849(2) 0.4922(14) 0.0444(11) 0.035(4) Uani 1 1 d D . . O11 O 0.788(8) 0.614(5) 0.086(5) 0.10(2) Uani 1 1 d D . . O12 O 0.984(7) 0.459(6) 0.112(4) 0.079(18) Uani 1 1 d D . . O13 O 0.714(6) 0.395(4) 0.032(3) 0.048(12) Uani 1 1 d D . . O14 O 0.905(7) 0.507(6) -0.045(3) 0.076(18) Uani 1 1 d D . . O15 O 0.954(12) 0.018(8) 0.568(6) 0.12(3) Uani 1 1 d D . . H15A H 0.94(10) -0.07(3) 0.53(3) 0.050 Uiso 1 1 d D . . H15B H 0.97(9) 0.06(5) 0.51(3) 0.050 Uiso 1 1 d D . . O16 O 0.36(3) -0.69(3) 0.058(18) 0.08(7) Uiso 0.25 1 d P . . 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 0.031(4) 0.027(4) 0.026(4) 0.001(3) 0.008(3) 0.006(3) O1 0.06(3) 0.03(3) 0.04(3) 0.01(2) 0.00(2) 0.00(2) O2 0.03(2) 0.03(2) 0.02(2) 0.001(17) 0.001(18) 0.002(19) O3 0.03(2) 0.04(3) 0.03(2) 0.002(19) 0.009(19) 0.01(2) N1 0.03(3) 0.02(3) 0.03(3) 0.01(2) 0.00(2) 0.00(2) N2 0.03(3) 0.03(3) 0.02(3) 0.00(2) 0.01(2) 0.00(2) N3 0.03(3) 0.02(3) 0.02(3) 0.00(2) 0.00(2) 0.00(2) C1 0.02(3) 0.03(4) 0.05(4) 0.02(3) 0.00(3) 0.00(3) C2 0.04(4) 0.02(4) 0.04(4) -0.01(3) -0.01(3) 0.00(3) C3 0.04(4) 0.05(5) 0.03(4) 0.00(3) 0.00(3) 0.00(3) C4 0.05(4) 0.05(5) 0.03(4) 0.01(3) 0.00(3) 0.00(3) C5 0.04(4) 0.03(4) 0.05(4) 0.01(3) 0.00(3) 0.00(3) C6 0.03(3) 0.03(3) 0.03(4) 0.01(3) 0.00(3) 0.00(3) C7 0.03(3) 0.03(3) 0.03(3) 0.01(3) 0.00(3) 0.01(3) C8 0.03(3) 0.03(3) 0.02(3) 0.00(2) 0.00(2) 0.01(3) C9 0.02(3) 0.03(3) 0.04(4) -0.01(3) 0.01(3) 0.00(3) C10 0.04(4) 0.03(3) 0.04(4) 0.00(3) 0.00(3) 0.00(3) C11 0.04(4) 0.04(4) 0.04(4) 0.00(3) 0.02(3) 0.00(3) C12 0.06(5) 0.05(5) 0.04(4) 0.01(3) 0.02(4) -0.01(4) C13 0.05(5) 0.05(5) 0.03(4) -0.01(4) 0.02(3) -0.02(4) C14 0.04(4) 0.04(4) 0.04(4) -0.01(3) 0.02(3) -0.01(3) C15 0.05(5) 0.04(4) 0.06(5) -0.02(4) 0.03(4) 0.00(4) C16 0.05(4) 0.03(4) 0.07(6) -0.01(4) 0.02(4) 0.01(3) C17 0.03(4) 0.03(4) 0.05(4) 0.00(3) 0.00(3) 0.01(3) C18 0.04(4) 0.02(4) 0.07(5) -0.01(4) 0.00(4) 0.01(3) C19 0.05(4) 0.03(4) 0.05(4) 0.00(3) -0.02(3) 0.00(3) C20 0.03(4) 0.04(4) 0.03(4) 0.00(3) 0.00(3) 0.00(3) C21 0.02(3) 0.03(3) 0.03(4) 0.00(3) -0.01(3) 0.00(3) C22 0.03(3) 0.03(3) 0.03(4) -0.01(3) 0.01(3) 0.00(3) Cu2 0.029(4) 0.027(4) 0.028(4) 0.002(3) 0.001(3) -0.003(3) O4 0.06(3) 0.03(3) 0.05(3) 0.00(2) 0.02(3) 0.00(2) O5 0.03(2) 0.02(2) 0.03(2) 0.007(18) 0.002(18) -0.002(18) O6 0.04(3) 0.04(3) 0.03(2) 0.005(19) 0.00(2) 0.00(2) N4 0.03(3) 0.02(3) 0.02(3) 0.00(2) 0.00(2) 0.00(2) N5 0.03(3) 0.03(3) 0.03(3) 0.01(2) 0.01(2) 0.00(2) N6 0.03(3) 0.03(3) 0.03(3) 0.00(2) 0.00(2) 0.00(2) C23 0.04(4) 0.03(4) 0.03(4) 0.00(3) 0.01(3) 0.01(3) C24 0.05(5) 0.02(4) 0.05(5) 0.01(3) 0.01(4) 0.01(3) C25 0.05(5) 0.04(5) 0.03(4) -0.02(3) 0.00(3) 0.01(4) C26 0.05(4) 0.04(4) 0.03(4) 0.00(3) 0.01(3) 0.01(3) C27 0.04(4) 0.03(3) 0.03(4) 0.00(3) 0.01(3) 0.00(3) C28 0.03(3) 0.03(3) 0.03(4) 0.00(3) 0.01(3) 0.00(3) C29 0.03(3) 0.02(3) 0.03(3) 0.00(3) 0.01(3) 0.00(3) C30 0.02(3) 0.02(3) 0.03(3) 0.00(2) 0.00(2) 0.00(2) C31 0.02(3) 0.03(4) 0.04(4) 0.00(3) 0.01(3) 0.01(3) C32 0.03(4) 0.02(3) 0.03(4) 0.00(3) 0.00(3) 0.00(3) C33 0.03(4) 0.04(4) 0.05(4) 0.01(3) 0.00(3) 0.00(3) C34 0.04(4) 0.06(5) 0.03(4) 0.01(3) -0.01(3) 0.00(4) C35 0.04(5) 0.06(5) 0.04(5) -0.01(4) 0.00(4) 0.00(4) C36 0.03(4) 0.06(5) 0.03(4) 0.00(4) 0.01(3) 0.00(4) C37 0.06(5) 0.05(5) 0.05(5) -0.02(4) 0.00(4) -0.02(4) C38 0.04(4) 0.04(4) 0.08(6) -0.01(4) 0.01(4) -0.02(4) C39 0.04(4) 0.04(4) 0.05(4) 0.00(3) 0.01(3) -0.01(3) C40 0.05(5) 0.03(4) 0.07(6) 0.01(4) 0.03(4) -0.01(3) C41 0.05(4) 0.04(4) 0.05(4) 0.01(3) 0.01(3) 0.00(3) C42 0.03(4) 0.04(4) 0.04(4) 0.00(3) 0.01(3) 0.00(3) C43 0.03(3) 0.03(4) 0.03(4) 0.00(3) 0.01(3) 0.00(3) C44 0.03(3) 0.03(4) 0.04(4) -0.01(3) 0.01(3) 0.00(3) Cl1 0.044(10) 0.030(9) 0.049(10) 0.008(7) -0.001(8) 0.007(7) O7 0.07(4) 0.08(4) 0.05(3) 0.01(3) 0.00(3) 0.02(3) O8 0.06(4) 0.03(3) 0.14(6) 0.00(3) -0.04(4) 0.00(3) O9 0.07(4) 0.09(4) 0.10(5) 0.05(4) 0.03(3) 0.02(3) O10 0.06(3) 0.04(3) 0.08(4) 0.02(3) 0.02(3) 0.02(2) Cl2 0.044(9) 0.029(8) 0.032(9) 0.006(6) 0.010(7) 0.000(7) O11 0.11(5) 0.04(3) 0.16(7) -0.01(4) 0.09(5) 0.00(3) O12 0.07(4) 0.09(5) 0.07(4) 0.04(3) -0.02(3) -0.03(3) O13 0.06(3) 0.04(3) 0.05(3) 0.01(2) 0.00(2) -0.01(2) O14 0.07(4) 0.12(5) 0.04(3) 0.00(3) 0.02(3) -0.03(4) O15 0.14(7) 0.11(6) 0.14(7) 0.03(5) 0.03(6) 0.00(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 Cu1 O2 1.92(4) . ? Cu1 N3 2.00(4) . ? Cu1 N2 2.02(5) . ? Cu1 N1 2.02(4) . ? Cu1 O6 2.41(4) 1_455 ? Cu1 O1 2.73(4) . ? O1 C1 1.37(7) . ? O2 C9 1.29(6) . ? O3 C9 1.23(7) . ? O3 Cu2 2.35(4) . ? N1 C8 1.49(7) . ? N1 C7 1.51(7) . ? N2 C11 1.31(7) . ? N2 C22 1.35(7) . ? N3 C20 1.31(7) . ? N3 C21 1.36(7) . ? C1 C2 1.39(9) . ? C1 C6 1.39(8) . ? C2 C3 1.37(9) . ? C3 C4 1.36(9) . ? C4 C5 1.40(9) . ? C5 C6 1.38(8) . ? C6 C7 1.50(8) . ? C8 C9 1.52(8) . ? C8 C10 1.53(8) . ? C11 C12 1.39(9) . ? C12 C13 1.35(10) . ? C13 C14 1.40(10) . ? C14 C22 1.40(9) . ? C14 C15 1.41(10) . ? C15 C16 1.36(10) . ? C16 C17 1.41(9) . ? C17 C18 1.38(9) . ? C17 C21 1.41(8) . ? C18 C19 1.36(9) . ? C19 C20 1.42(9) . ? C21 C22 1.42(9) . ? Cu2 O5 1.94(4) . ? Cu2 N6 2.00(5) . ? Cu2 N5 2.00(5) . ? Cu2 N4 2.03(5) . ? Cu2 O4 2.79(4) . ? O4 C23 1.37(7) . ? O5 C31 1.28(7) . ? O6 C31 1.26(7) . ? O6 Cu1 2.41(4) 1_655 ? N4 C30 1.47(7) . ? N4 C29 1.51(7) . ? N5 C33 1.32(7) . ? N5 C44 1.36(7) . ? N6 C42 1.33(7) . ? N6 C43 1.35(7) . ? C23 C28 1.37(8) . ? C23 C24 1.39(9) . ? C24 C25 1.39(10) . ? C25 C26 1.37(9) . ? C26 C27 1.38(8) . ? C27 C28 1.39(8) . ? C28 C29 1.48(8) . ? C30 C31 1.51(8) . ? C30 C32 1.53(7) . ? C33 C34 1.38(9) . ? C34 C35 1.37(10) . ? C35 C36 1.37(10) . ? C36 C44 1.40(9) . ? C36 C37 1.43(10) . ? C37 C38 1.33(10) . ? C38 C39 1.44(9) . ? C39 C43 1.39(8) . ? C39 C40 1.41(9) . ? C40 C41 1.34(9) . ? C41 C42 1.39(9) . ? C43 C44 1.43(9) . ? Cl1 O7 1.40(5) . ? Cl1 O8 1.41(5) . ? Cl1 O10 1.42(4) . ? Cl1 O9 1.42(5) . ? Cl2 O14 1.40(5) . ? Cl2 O12 1.41(5) . ? Cl2 O11 1.42(5) . ? Cl2 O13 1.43(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 N3 92.8(18) . . ? O2 Cu1 N2 175.4(19) . . ? N3 Cu1 N2 82.6(19) . . ? O2 Cu1 N1 83.7(17) . . ? N3 Cu1 N1 166.6(18) . . ? N2 Cu1 N1 100.6(19) . . ? O2 Cu1 O6 98.9(15) . 1_455 ? N3 Cu1 O6 92.4(16) . 1_455 ? N2 Cu1 O6 81.8(16) . 1_455 ? N1 Cu1 O6 101.0(16) . 1_455 ? O2 Cu1 O1 96.1(15) . . ? N3 Cu1 O1 80.7(15) . . ? N2 Cu1 O1 82.8(16) . . ? N1 Cu1 O1 86.8(16) . . ? O6 Cu1 O1 163.8(14) 1_455 . ? C1 O1 Cu1 99(3) . . ? C9 O2 Cu1 116(4) . . ? C9 O3 Cu2 130(4) . . ? C8 N1 C7 110(4) . . ? C8 N1 Cu1 106(3) . . ? C7 N1 Cu1 112(3) . . ? C11 N2 C22 119(5) . . ? C11 N2 Cu1 130(4) . . ? C22 N2 Cu1 111(4) . . ? C20 N3 C21 118(5) . . ? C20 N3 Cu1 130(4) . . ? C21 N3 Cu1 112(4) . . ? O1 C1 C2 122(6) . . ? O1 C1 C6 116(6) . . ? C2 C1 C6 121(6) . . ? C3 C2 C1 119(6) . . ? C4 C3 C2 122(7) . . ? C3 C4 C5 119(6) . . ? C6 C5 C4 121(6) . . ? C5 C6 C1 118(6) . . ? C5 C6 C7 121(5) . . ? C1 C6 C7 121(5) . . ? C6 C7 N1 112(5) . . ? N1 C8 C9 109(4) . . ? N1 C8 C10 111(5) . . ? C9 C8 C10 111(5) . . ? O3 C9 O2 125(6) . . ? O3 C9 C8 119(5) . . ? O2 C9 C8 116(5) . . ? N2 C11 C12 123(6) . . ? C13 C12 C11 119(7) . . ? C12 C13 C14 121(7) . . ? C13 C14 C22 115(7) . . ? C13 C14 C15 126(7) . . ? C22 C14 C15 119(7) . . ? C16 C15 C14 122(6) . . ? C15 C16 C17 121(6) . . ? C18 C17 C21 117(6) . . ? C18 C17 C16 125(6) . . ? C21 C17 C16 119(6) . . ? C19 C18 C17 121(6) . . ? C18 C19 C20 118(6) . . ? N3 C20 C19 123(6) . . ? N3 C21 C17 123(6) . . ? N3 C21 C22 116(5) . . ? C17 C21 C22 121(6) . . ? N2 C22 C14 123(6) . . ? N2 C22 C21 117(5) . . ? C14 C22 C21 119(6) . . ? O5 Cu2 N6 92.6(18) . . ? O5 Cu2 N5 174.5(19) . . ? N6 Cu2 N5 82(2) . . ? O5 Cu2 N4 83.0(17) . . ? N6 Cu2 N4 164.9(18) . . ? N5 Cu2 N4 101.6(19) . . ? O5 Cu2 O3 97.3(15) . . ? N6 Cu2 O3 93.6(17) . . ? N5 Cu2 O3 84.8(16) . . ? N4 Cu2 O3 101.2(16) . . ? O5 Cu2 O4 94.7(16) . . ? N6 Cu2 O4 81.1(16) . . ? N5 Cu2 O4 82.9(17) . . ? N4 Cu2 O4 84.9(16) . . ? O3 Cu2 O4 167.1(14) . . ? C23 O4 Cu2 98(3) . . ? C31 O5 Cu2 114(4) . . ? C31 O6 Cu1 126(4) . 1_655 ? C30 N4 C29 110(4) . . ? C30 N4 Cu2 105(3) . . ? C29 N4 Cu2 113(3) . . ? C33 N5 C44 117(5) . . ? C33 N5 Cu2 131(4) . . ? C44 N5 Cu2 112(4) . . ? C42 N6 C43 117(5) . . ? C42 N6 Cu2 130(4) . . ? C43 N6 Cu2 113(4) . . ? O4 C23 C28 116(5) . . ? O4 C23 C24 122(6) . . ? C28 C23 C24 122(6) . . ? C25 C24 C23 118(6) . . ? C26 C25 C24 121(6) . . ? C25 C26 C27 120(6) . . ? C26 C27 C28 121(6) . . ? C23 C28 C27 119(5) . . ? C23 C28 C29 121(5) . . ? C27 C28 C29 120(5) . . ? C28 C29 N4 112(5) . . ? N4 C30 C31 109(4) . . ? N4 C30 C32 112(4) . . ? C31 C30 C32 111(5) . . ? O6 C31 O5 123(5) . . ? O6 C31 C30 120(5) . . ? O5 C31 C30 117(5) . . ? N5 C33 C34 124(6) . . ? C35 C34 C33 118(7) . . ? C34 C35 C36 120(7) . . ? C35 C36 C44 118(7) . . ? C35 C36 C37 124(7) . . ? C44 C36 C37 118(7) . . ? C38 C37 C36 121(6) . . ? C37 C38 C39 122(6) . . ? C43 C39 C40 116(6) . . ? C43 C39 C38 119(6) . . ? C40 C39 C38 126(6) . . ? C41 C40 C39 120(6) . . ? C40 C41 C42 119(6) . . ? N6 C42 C41 123(6) . . ? N6 C43 C39 124(6) . . ? N6 C43 C44 116(5) . . ? C39 C43 C44 120(6) . . ? N5 C44 C36 123(7) . . ? N5 C44 C43 117(5) . . ? C36 C44 C43 120(6) . . ? O7 Cl1 O8 110(3) . . ? O7 Cl1 O10 112(3) . . ? O8 Cl1 O10 109(3) . . ? O7 Cl1 O9 110(3) . . ? O8 Cl1 O9 108(4) . . ? O10 Cl1 O9 107(3) . . ? O14 Cl2 O12 112(4) . . ? O14 Cl2 O11 110(4) . . ? O12 Cl2 O11 105(4) . . ? O14 Cl2 O13 110(3) . . ? O12 Cl2 O13 111(3) . . ? O11 Cl2 O13 109(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.610 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.070 #======== data_compound_4b _database_code_CSD 191979 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H39 Cl2 Cu2 N7 O14' _chemical_formula_weight 1099.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9601(5) _cell_length_b 13.9862(6) _cell_length_c 16.3650(7) _cell_angle_alpha 81.2600(10) _cell_angle_beta 72.15 _cell_angle_gamma 70.3150(10) _cell_volume 2245.00(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4579 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'rectangular shape, cut' _exptl_crystal_colour 'yellowish green' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.627 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1124 _exptl_absorpt_coefficient_mu 1.145 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6788 _exptl_absorpt_correction_T_max 0.8944 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2000)' _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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11198 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7460 _reflns_number_gt 5140 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens 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^)+(0.0490P)^2^+2.6682P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7460 _refine_ls_number_parameters 649 _refine_ls_number_restraints 100 _refine_ls_R_factor_all 0.0958 _refine_ls_R_factor_gt 0.0586 _refine_ls_wR_factor_ref 0.1339 _refine_ls_wR_factor_gt 0.1169 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 0.42639(6) 0.50153(5) 0.23449(4) 0.03966(18) Uani 1 1 d . . . Cu2 Cu 0.20175(6) 0.85308(5) 0.31814(4) 0.04122(19) Uani 1 1 d . . . O1 O 0.5401(3) 0.3962(3) 0.2949(2) 0.0536(10) Uani 1 1 d . . . C1 C 0.5291(5) 0.3049(4) 0.2919(3) 0.0449(13) Uani 1 1 d . . . C2 C 0.6390(6) 0.2221(5) 0.2587(3) 0.0587(16) Uani 1 1 d . . . H2 H 0.7254 0.2282 0.2412 0.070 Uiso 1 1 calc R . . C3 C 0.6208(8) 0.1317(5) 0.2518(4) 0.075(2) Uani 1 1 d . . . H3 H 0.6953 0.0773 0.2293 0.090 Uiso 1 1 calc R . . C4 C 0.4944(9) 0.1196(5) 0.2776(4) 0.074(2) Uani 1 1 d . . . H4 H 0.4833 0.0584 0.2709 0.088 Uiso 1 1 calc R . . C5 C 0.3838(6) 0.2001(4) 0.3138(3) 0.0555(15) Uani 1 1 d . . . H5 H 0.2983 0.1925 0.3317 0.067 Uiso 1 1 calc R . . C6 C 0.3996(5) 0.2917(4) 0.3233(3) 0.0437(13) Uani 1 1 d . . . C7 C 0.2861(5) 0.3779(4) 0.3685(3) 0.0476(13) Uani 1 1 d . . . H7A H 0.2058 0.3570 0.3917 0.057 Uiso 1 1 calc R . . H7B H 0.3090 0.3945 0.4163 0.057 Uiso 1 1 calc R . . N1 N 0.2574(4) 0.4700(3) 0.3099(3) 0.0397(10) Uani 1 1 d . . . H1 H 0.2169 0.4566 0.2739 0.048 Uiso 1 1 calc R . . C8 C 0.1612(5) 0.5612(4) 0.3562(4) 0.0547(15) Uani 1 1 d . . . H8A H 0.1376 0.5428 0.4173 0.066 Uiso 1 1 calc R . . H8B H 0.0794 0.5820 0.3379 0.066 Uiso 1 1 calc R . . C9 C 0.2156(5) 0.6508(4) 0.3416(3) 0.0403(12) Uani 1 1 d . . . O2 O 0.3363(4) 0.6395(3) 0.3013(2) 0.0515(9) Uani 1 1 d . . . O3 O 0.1324(3) 0.7340(3) 0.3711(2) 0.0451(9) Uani 1 1 d . . . N2 N 0.3430(4) 0.5728(3) 0.1323(3) 0.0429(10) Uani 1 1 d . . . C10 C 0.2190(5) 0.5929(4) 0.1228(4) 0.0516(14) Uani 1 1 d . . . H10 H 0.1539 0.5739 0.1676 0.062 Uiso 1 1 calc R . . C11 C 0.1843(6) 0.6408(4) 0.0487(4) 0.0565(16) Uani 1 1 d . . . H11 H 0.0973 0.6534 0.0448 0.068 Uiso 1 1 calc R . . C12 C 0.2767(6) 0.6692(4) -0.0179(4) 0.0567(16) Uani 1 1 d . . . H12 H 0.2537 0.7009 -0.0677 0.068 Uiso 1 1 calc R . . C13 C 0.4081(6) 0.6502(4) -0.0111(3) 0.0462(13) Uani 1 1 d . . . C14 C 0.4359(5) 0.6024(4) 0.0657(3) 0.0412(12) Uani 1 1 d . . . C15 C 0.5670(5) 0.5828(4) 0.0772(3) 0.0412(12) Uani 1 1 d . . . C16 C 0.6668(6) 0.6118(4) 0.0125(3) 0.0490(14) Uani 1 1 d . . . C17 C 0.7937(6) 0.5890(4) 0.0290(4) 0.0625(17) Uani 1 1 d . . . H17 H 0.8637 0.6068 -0.0121 0.075 Uiso 1 1 calc R . . C18 C 0.8128(6) 0.5411(5) 0.1048(4) 0.0592(16) Uani 1 1 d . . . H18 H 0.8955 0.5268 0.1160 0.071 Uiso 1 1 calc R . . C19 C 0.7078(5) 0.5135(4) 0.1658(4) 0.0511(14) Uani 1 1 d . . . H19 H 0.7224 0.4803 0.2173 0.061 Uiso 1 1 calc R . . C20 C 0.5139(7) 0.6775(4) -0.0769(4) 0.0608(17) Uani 1 1 d . . . H20 H 0.4973 0.7081 -0.1287 0.073 Uiso 1 1 calc R . . C21 C 0.6361(7) 0.6602(4) -0.0658(4) 0.0588(16) Uani 1 1 d . . . H21 H 0.7018 0.6799 -0.1095 0.071 Uiso 1 1 calc R . . N3 N 0.5874(4) 0.5331(3) 0.1527(3) 0.0415(10) Uani 1 1 d . . . N4 N 0.1168(4) 0.8701(3) 0.2233(2) 0.0394(10) Uani 1 1 d . . . C22 C -0.0073(5) 0.8690(4) 0.2310(4) 0.0490(14) Uani 1 1 d . . . H22 H -0.0624 0.8592 0.2853 0.059 Uiso 1 1 calc R . . C23 C -0.0572(5) 0.8822(4) 0.1596(4) 0.0506(14) Uani 1 1 d . . . H23 H -0.1441 0.8809 0.1670 0.061 Uiso 1 1 calc R . . C24 C 0.0213(5) 0.8971(4) 0.0796(4) 0.0494(14) Uani 1 1 d . . . H24 H -0.0120 0.9063 0.0322 0.059 Uiso 1 1 calc R . . C25 C 0.1541(5) 0.8985(4) 0.0686(3) 0.0405(12) Uani 1 1 d . . . C26 C 0.1969(5) 0.8837(4) 0.1432(3) 0.0364(11) Uani 1 1 d . . . C27 C 0.3330(5) 0.8778(4) 0.1368(3) 0.0377(12) Uani 1 1 d . . . C28 C 0.4223(5) 0.8863(4) 0.0559(3) 0.0421(12) Uani 1 1 d . . . C29 C 0.5573(6) 0.8700(4) 0.0536(4) 0.0545(15) Uani 1 1 d . . . H29 H 0.6216 0.8728 0.0016 0.065 Uiso 1 1 calc R . . C30 C 0.5919(6) 0.8502(5) 0.1287(4) 0.0596(16) Uani 1 1 d . . . H30 H 0.6810 0.8384 0.1279 0.072 Uiso 1 1 calc R . . C31 C 0.4954(5) 0.8472(4) 0.2069(4) 0.0513(14) Uani 1 1 d . . . H31 H 0.5216 0.8354 0.2574 0.062 Uiso 1 1 calc R . . C32 C 0.2458(6) 0.9106(4) -0.0128(3) 0.0492(14) Uani 1 1 d . . . H32 H 0.2172 0.9224 -0.0624 0.059 Uiso 1 1 calc R . . C33 C 0.3728(6) 0.9051(4) -0.0185(3) 0.0511(14) Uani 1 1 d . . . H33 H 0.4304 0.9138 -0.0722 0.061 Uiso 1 1 calc R . . N5 N 0.3671(4) 0.8607(3) 0.2120(2) 0.0388(10) Uani 1 1 d . . . N6 N 0.2922(4) 0.8503(3) 0.4067(2) 0.0409(10) Uani 1 1 d . . . C34 C 0.3895(5) 0.7734(4) 0.4284(3) 0.0518(14) Uani 1 1 d . . . H34 H 0.4153 0.7113 0.4040 0.062 Uiso 1 1 calc R . . C35 C 0.4547(6) 0.7829(5) 0.4870(4) 0.0616(17) Uani 1 1 d . . . H35 H 0.5226 0.7276 0.5008 0.074 Uiso 1 1 calc R . . C36 C 0.4185(5) 0.8733(5) 0.5238(3) 0.0552(16) Uani 1 1 d . . . H36 H 0.4622 0.8801 0.5622 0.066 Uiso 1 1 calc R . . C37 C 0.3143(5) 0.9562(4) 0.5032(3) 0.0438(13) Uani 1 1 d . . . C38 C 0.2540(5) 0.9401(4) 0.4439(3) 0.0382(12) Uani 1 1 d . . . C39 C 0.1452(5) 1.0220(4) 0.4218(3) 0.0353(11) Uani 1 1 d . . . C40 C 0.1000(5) 1.1151(4) 0.4587(3) 0.0450(13) Uani 1 1 d . . . C41 C -0.0068(6) 1.1911(5) 0.4348(4) 0.0575(15) Uani 1 1 d . . . H41 H -0.0405 1.2546 0.4581 0.069 Uiso 1 1 calc R . . C42 C -0.0606(6) 1.1704(4) 0.3770(3) 0.0567(15) Uani 1 1 d . . . H42 H -0.1318 1.2198 0.3608 0.068 Uiso 1 1 calc R . . C43 C -0.0083(5) 1.0750(4) 0.3423(3) 0.0468(13) Uani 1 1 d . . . H43 H -0.0455 1.0626 0.3026 0.056 Uiso 1 1 calc R . . C44 C 0.2672(6) 1.0534(5) 0.5386(3) 0.0553(16) Uani 1 1 d . . . H44 H 0.3081 1.0648 0.5767 0.066 Uiso 1 1 calc R . . C45 C 0.1649(6) 1.1288(5) 0.5182(3) 0.0567(16) Uani 1 1 d . . . H45 H 0.1356 1.1910 0.5431 0.068 Uiso 1 1 calc R . . N7 N 0.0923(4) 1.0011(3) 0.3637(2) 0.0379(10) Uani 1 1 d . . . Cl1 Cl 0.05825(14) 1.19272(11) 0.11647(9) 0.0513(4) Uani 1 1 d D . . O4 O -0.0287(4) 1.1309(3) 0.1379(3) 0.0742(13) Uani 1 1 d D . . O5 O 0.1094(5) 1.2032(4) 0.0257(3) 0.0900(15) Uani 1 1 d D . . O6 O 0.1683(5) 1.1467(5) 0.1521(4) 0.127(2) Uani 1 1 d D . . O7 O -0.0134(6) 1.2897(4) 0.1489(4) 0.126(2) Uani 1 1 d D . . Cl2 Cl -0.22203(15) 0.69251(15) 0.31841(11) 0.0705(5) Uani 1 1 d D . . O8 O -0.1033(4) 0.6614(4) 0.2499(3) 0.1080(18) Uani 1 1 d D . . O9 O -0.3204(4) 0.6503(4) 0.3121(3) 0.0921(16) Uani 1 1 d D . . O10 O -0.1911(5) 0.6621(4) 0.3985(3) 0.0988(17) Uani 1 1 d D . . O11 O -0.2782(4) 0.8030(3) 0.3139(3) 0.0868(14) Uani 1 1 d D . . O12 O 0.0687(5) 0.4070(5) 0.2485(4) 0.1042(18) Uani 1 1 d D . . H12A H 0.002(3) 0.411(3) 0.2975(14) 0.035(8) Uiso 1 1 d D . . H12B H 0.053(4) 0.366(3) 0.2184(19) 0.035(8) Uiso 1 1 d D . . O13 O -0.1259(8) 0.4500(6) 0.4104(5) 0.171(3) Uani 1 1 d . . . O14 O 0.6573(13) 0.4155(9) 0.4156(8) 0.133(4) Uiso 0.65 1 d P A 1 H14A H 0.752(7) 0.413(5) 0.362(4) 0.035(8) Uiso 0.65 1 d P B 1 H14B H 0.578(8) 0.484(6) 0.413(5) 0.035(8) Uiso 0.65 1 d P C 1 O15 O 0.565(2) 0.4716(19) 0.4521(14) 0.128(8) Uiso 0.35 1 d PD D 2 H15A H 0.603(9) 0.404(2) 0.448(8) 0.035(8) Uiso 0.35 1 d PD E 2 H15B H 0.481(5) 0.476(8) 0.486(6) 0.035(8) Uiso 0.35 1 d PD F 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0379(4) 0.0387(4) 0.0416(4) 0.0009(3) -0.0104(3) -0.0127(3) Cu2 0.0448(4) 0.0465(4) 0.0385(4) -0.0050(3) -0.0194(3) -0.0136(3) O1 0.047(2) 0.055(3) 0.064(2) 0.0127(19) -0.0247(19) -0.0190(19) C1 0.048(3) 0.050(4) 0.033(3) 0.009(2) -0.016(2) -0.011(3) C2 0.050(4) 0.067(5) 0.038(3) 0.004(3) -0.011(3) 0.003(3) C3 0.093(6) 0.061(5) 0.040(4) -0.012(3) -0.018(4) 0.019(4) C4 0.115(6) 0.043(4) 0.064(4) -0.002(3) -0.041(4) -0.013(4) C5 0.067(4) 0.048(4) 0.052(4) 0.002(3) -0.017(3) -0.020(3) C6 0.054(3) 0.040(3) 0.035(3) 0.008(2) -0.014(3) -0.015(3) C7 0.046(3) 0.048(4) 0.041(3) 0.000(2) -0.004(3) -0.013(3) N1 0.039(2) 0.035(2) 0.045(2) -0.0039(19) -0.010(2) -0.0116(19) C8 0.047(3) 0.045(4) 0.066(4) -0.004(3) -0.008(3) -0.013(3) C9 0.045(3) 0.045(3) 0.036(3) -0.002(2) -0.017(3) -0.013(3) O2 0.048(2) 0.048(2) 0.061(2) -0.0172(18) -0.0046(19) -0.0214(19) O3 0.047(2) 0.039(2) 0.044(2) -0.0095(17) -0.0104(17) -0.0055(18) N2 0.047(3) 0.038(3) 0.045(3) -0.003(2) -0.014(2) -0.012(2) C10 0.046(3) 0.046(4) 0.064(4) 0.000(3) -0.021(3) -0.012(3) C11 0.062(4) 0.037(3) 0.079(4) -0.004(3) -0.040(4) -0.006(3) C12 0.082(5) 0.037(3) 0.053(4) -0.004(3) -0.034(3) -0.006(3) C13 0.065(4) 0.030(3) 0.037(3) -0.004(2) -0.012(3) -0.008(3) C14 0.051(3) 0.032(3) 0.040(3) -0.004(2) -0.014(3) -0.009(2) C15 0.050(3) 0.030(3) 0.041(3) -0.007(2) -0.009(3) -0.010(2) C16 0.053(3) 0.033(3) 0.049(3) -0.003(2) 0.004(3) -0.013(3) C17 0.047(4) 0.053(4) 0.075(4) -0.009(3) 0.011(3) -0.021(3) C18 0.052(4) 0.062(4) 0.069(4) -0.005(3) -0.014(3) -0.026(3) C19 0.048(3) 0.052(4) 0.056(4) 0.000(3) -0.016(3) -0.017(3) C20 0.088(5) 0.040(4) 0.040(3) -0.004(3) -0.019(3) 0.000(3) C21 0.075(4) 0.040(3) 0.040(3) -0.002(3) 0.007(3) -0.011(3) N3 0.038(2) 0.040(3) 0.044(3) -0.004(2) -0.007(2) -0.013(2) N4 0.038(2) 0.048(3) 0.036(2) -0.0084(19) -0.0114(19) -0.014(2) C22 0.043(3) 0.057(4) 0.051(3) -0.006(3) -0.016(3) -0.017(3) C23 0.045(3) 0.056(4) 0.060(4) -0.009(3) -0.026(3) -0.015(3) C24 0.058(4) 0.039(3) 0.058(4) -0.010(3) -0.034(3) -0.005(3) C25 0.049(3) 0.033(3) 0.040(3) -0.008(2) -0.020(3) -0.004(2) C26 0.042(3) 0.028(3) 0.041(3) -0.006(2) -0.015(2) -0.007(2) C27 0.041(3) 0.032(3) 0.041(3) -0.007(2) -0.013(2) -0.010(2) C28 0.046(3) 0.034(3) 0.042(3) -0.007(2) -0.006(3) -0.011(2) C29 0.054(4) 0.051(4) 0.054(4) -0.005(3) -0.002(3) -0.022(3) C30 0.040(3) 0.067(4) 0.077(4) -0.007(3) -0.016(3) -0.022(3) C31 0.049(3) 0.052(4) 0.061(4) -0.006(3) -0.022(3) -0.019(3) C32 0.070(4) 0.038(3) 0.036(3) -0.004(2) -0.023(3) -0.004(3) C33 0.068(4) 0.042(3) 0.036(3) -0.004(2) -0.008(3) -0.012(3) N5 0.038(2) 0.041(3) 0.041(2) -0.0055(19) -0.0156(19) -0.012(2) N6 0.045(2) 0.046(3) 0.037(2) -0.008(2) -0.017(2) -0.013(2) C34 0.051(3) 0.055(4) 0.048(3) -0.004(3) -0.024(3) -0.005(3) C35 0.053(4) 0.084(5) 0.049(4) 0.002(3) -0.029(3) -0.012(3) C36 0.045(3) 0.088(5) 0.040(3) -0.009(3) -0.014(3) -0.026(3) C37 0.043(3) 0.068(4) 0.030(3) -0.001(3) -0.009(2) -0.031(3) C38 0.038(3) 0.054(3) 0.029(3) -0.001(2) -0.010(2) -0.023(3) C39 0.042(3) 0.041(3) 0.025(2) 0.001(2) -0.006(2) -0.019(2) C40 0.051(3) 0.053(4) 0.032(3) -0.005(2) -0.002(2) -0.025(3) C41 0.068(4) 0.044(4) 0.055(4) -0.010(3) -0.005(3) -0.017(3) C42 0.059(4) 0.048(4) 0.047(3) -0.001(3) -0.007(3) -0.005(3) C43 0.049(3) 0.050(4) 0.042(3) -0.007(3) -0.015(3) -0.013(3) C44 0.064(4) 0.077(5) 0.043(3) -0.014(3) -0.013(3) -0.041(4) C45 0.072(4) 0.063(4) 0.045(3) -0.015(3) -0.002(3) -0.041(4) N7 0.038(2) 0.047(3) 0.030(2) -0.0027(18) -0.0108(19) -0.012(2) Cl1 0.0506(8) 0.0583(10) 0.0515(8) -0.0061(7) -0.0141(7) -0.0235(7) O4 0.073(3) 0.081(3) 0.078(3) -0.007(2) -0.008(2) -0.046(3) O5 0.105(4) 0.131(5) 0.054(3) -0.005(3) -0.007(3) -0.075(3) O6 0.089(4) 0.193(7) 0.115(4) 0.045(4) -0.059(3) -0.060(4) O7 0.142(5) 0.073(4) 0.157(6) -0.052(4) -0.009(4) -0.036(4) Cl2 0.0489(9) 0.0943(14) 0.0742(11) -0.0236(9) -0.0172(8) -0.0211(9) O8 0.066(3) 0.135(5) 0.100(4) -0.039(3) 0.010(3) -0.018(3) O9 0.075(3) 0.094(4) 0.129(4) -0.031(3) -0.036(3) -0.035(3) O10 0.097(4) 0.120(5) 0.083(4) -0.006(3) -0.045(3) -0.019(3) O11 0.071(3) 0.079(4) 0.114(4) -0.020(3) -0.025(3) -0.021(3) O12 0.087(4) 0.128(5) 0.120(5) -0.055(4) -0.011(3) -0.056(4) O13 0.198(8) 0.142(7) 0.160(7) -0.006(5) -0.054(6) -0.035(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 Cu1 O1 1.943(3) . ? Cu1 N3 2.000(4) . ? Cu1 N1 2.032(4) . ? Cu1 N2 2.108(4) . ? Cu1 O2 2.143(4) . ? Cu2 N6 1.981(4) . ? Cu2 N4 1.988(4) . ? Cu2 O3 2.028(4) . ? Cu2 N5 2.111(4) . ? Cu2 N7 2.128(4) . ? O1 C1 1.332(6) . ? C1 C2 1.392(8) . ? C1 C6 1.420(7) . ? C2 C3 1.371(9) . ? C3 C4 1.380(9) . ? C4 C5 1.389(8) . ? C5 C6 1.386(7) . ? C6 C7 1.499(7) . ? C7 N1 1.489(6) . ? N1 C8 1.487(6) . ? C8 C9 1.520(7) . ? C9 O2 1.251(6) . ? C9 O3 1.266(6) . ? N2 C10 1.346(6) . ? N2 C14 1.363(6) . ? C10 C11 1.389(7) . ? C11 C12 1.355(8) . ? C12 C13 1.411(8) . ? C13 C14 1.400(7) . ? C13 C20 1.435(8) . ? C14 C15 1.435(7) . ? C15 N3 1.364(6) . ? C15 C16 1.393(7) . ? C16 C17 1.419(8) . ? C16 C21 1.437(8) . ? C17 C18 1.357(8) . ? C18 C19 1.396(7) . ? C19 N3 1.332(6) . ? C20 C21 1.342(8) . ? N4 C22 1.333(6) . ? N4 C26 1.363(6) . ? C22 C23 1.397(7) . ? C23 C24 1.358(7) . ? C24 C25 1.418(7) . ? C25 C26 1.400(6) . ? C25 C32 1.428(7) . ? C26 C27 1.437(6) . ? C27 N5 1.358(6) . ? C27 C28 1.400(7) . ? C28 C29 1.408(7) . ? C28 C33 1.435(7) . ? C29 C30 1.356(8) . ? C30 C31 1.393(8) . ? C31 N5 1.332(6) . ? C32 C33 1.343(7) . ? N6 C34 1.328(6) . ? N6 C38 1.358(6) . ? C34 C35 1.403(7) . ? C35 C36 1.365(8) . ? C36 C37 1.411(8) . ? C37 C38 1.410(6) . ? C37 C44 1.426(8) . ? C38 C39 1.444(7) . ? C39 N7 1.365(6) . ? C39 C40 1.387(7) . ? C40 C41 1.403(8) . ? C40 C45 1.437(7) . ? C41 C42 1.366(8) . ? C42 C43 1.395(7) . ? C43 N7 1.328(6) . ? C44 C45 1.344(8) . ? Cl1 O7 1.409(5) . ? Cl1 O6 1.416(4) . ? Cl1 O5 1.421(4) . ? Cl1 O4 1.427(4) . ? Cl2 O8 1.418(4) . ? Cl2 O10 1.421(4) . ? Cl2 O9 1.428(4) . ? Cl2 O11 1.458(5) . ? 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 N3 91.11(16) . . ? O1 Cu1 N1 92.01(15) . . ? N3 Cu1 N1 175.67(17) . . ? O1 Cu1 N2 157.37(17) . . ? N3 Cu1 N2 80.72(16) . . ? N1 Cu1 N2 95.29(16) . . ? O1 Cu1 O2 111.53(16) . . ? N3 Cu1 O2 99.08(15) . . ? N1 Cu1 O2 82.56(15) . . ? N2 Cu1 O2 90.68(15) . . ? N6 Cu2 N4 173.39(17) . . ? N6 Cu2 O3 96.10(15) . . ? N4 Cu2 O3 90.50(15) . . ? N6 Cu2 N5 95.51(16) . . ? N4 Cu2 N5 80.51(15) . . ? O3 Cu2 N5 130.20(15) . . ? N6 Cu2 N7 80.94(16) . . ? N4 Cu2 N7 95.35(16) . . ? O3 Cu2 N7 119.99(14) . . ? N5 Cu2 N7 109.62(15) . . ? C1 O1 Cu1 112.0(3) . . ? O1 C1 C2 122.8(5) . . ? O1 C1 C6 118.6(5) . . ? C2 C1 C6 118.6(6) . . ? C3 C2 C1 120.4(6) . . ? C2 C3 C4 121.5(6) . . ? C3 C4 C5 119.0(6) . . ? C6 C5 C4 120.7(6) . . ? C5 C6 C1 119.6(5) . . ? C5 C6 C7 123.0(5) . . ? C1 C6 C7 117.4(5) . . ? N1 C7 C6 111.9(4) . . ? C8 N1 C7 112.7(4) . . ? C8 N1 Cu1 110.3(3) . . ? C7 N1 Cu1 113.3(3) . . ? N1 C8 C9 113.8(4) . . ? O2 C9 O3 124.1(5) . . ? O2 C9 C8 119.6(5) . . ? O3 C9 C8 116.3(5) . . ? C9 O2 Cu1 111.8(3) . . ? C9 O3 Cu2 111.4(3) . . ? C10 N2 C14 117.3(4) . . ? C10 N2 Cu1 131.6(4) . . ? C14 N2 Cu1 111.0(3) . . ? N2 C10 C11 122.6(5) . . ? C12 C11 C10 120.2(5) . . ? C11 C12 C13 119.4(5) . . ? C14 C13 C12 117.4(5) . . ? C14 C13 C20 118.3(5) . . ? C12 C13 C20 124.4(5) . . ? N2 C14 C13 123.1(5) . . ? N2 C14 C15 116.9(4) . . ? C13 C14 C15 120.0(5) . . ? N3 C15 C16 123.2(5) . . ? N3 C15 C14 116.5(4) . . ? C16 C15 C14 120.3(5) . . ? C15 C16 C17 116.6(5) . . ? C15 C16 C21 118.6(5) . . ? C17 C16 C21 124.7(5) . . ? C18 C17 C16 119.9(5) . . ? C17 C18 C19 119.8(5) . . ? N3 C19 C18 122.1(5) . . ? C21 C20 C13 121.8(5) . . ? C20 C21 C16 121.0(6) . . ? C19 N3 C15 118.3(4) . . ? C19 N3 Cu1 126.8(4) . . ? C15 N3 Cu1 114.8(3) . . ? C22 N4 C26 118.5(4) . . ? C22 N4 Cu2 126.7(4) . . ? C26 N4 Cu2 114.8(3) . . ? N4 C22 C23 121.9(5) . . ? C24 C23 C22 120.1(5) . . ? C23 C24 C25 119.8(5) . . ? C26 C25 C24 116.6(5) . . ? C26 C25 C32 119.3(5) . . ? C24 C25 C32 124.1(5) . . ? N4 C26 C25 123.1(4) . . ? N4 C26 C27 117.0(4) . . ? C25 C26 C27 119.8(4) . . ? N5 C27 C28 124.2(4) . . ? N5 C27 C26 116.0(4) . . ? C28 C27 C26 119.8(4) . . ? C27 C28 C29 116.8(5) . . ? C27 C28 C33 118.4(5) . . ? C29 C28 C33 124.7(5) . . ? C30 C29 C28 118.9(5) . . ? C29 C30 C31 120.7(5) . . ? N5 C31 C30 122.5(5) . . ? C33 C32 C25 120.7(5) . . ? C32 C33 C28 121.9(5) . . ? C31 N5 C27 116.9(4) . . ? C31 N5 Cu2 131.5(4) . . ? C27 N5 Cu2 111.5(3) . . ? C34 N6 C38 118.4(4) . . ? C34 N6 Cu2 127.0(4) . . ? C38 N6 Cu2 114.5(3) . . ? N6 C34 C35 122.1(6) . . ? C36 C35 C34 120.1(5) . . ? C35 C36 C37 119.4(5) . . ? C38 C37 C36 116.8(5) . . ? C38 C37 C44 119.0(5) . . ? C36 C37 C44 124.1(5) . . ? N6 C38 C37 123.2(5) . . ? N6 C38 C39 117.8(4) . . ? C37 C38 C39 119.0(5) . . ? N7 C39 C40 123.7(5) . . ? N7 C39 C38 115.8(4) . . ? C40 C39 C38 120.5(4) . . ? C39 C40 C41 117.5(5) . . ? C39 C40 C45 118.8(5) . . ? C41 C40 C45 123.7(6) . . ? C42 C41 C40 119.0(6) . . ? C41 C42 C43 119.8(5) . . ? N7 C43 C42 122.9(5) . . ? C45 C44 C37 121.4(5) . . ? C44 C45 C40 121.2(6) . . ? C43 N7 C39 117.1(4) . . ? C43 N7 Cu2 132.2(3) . . ? C39 N7 Cu2 110.6(3) . . ? O7 Cl1 O6 109.4(4) . . ? O7 Cl1 O5 109.2(3) . . ? O6 Cl1 O5 108.5(3) . . ? O7 Cl1 O4 109.8(3) . . ? O6 Cl1 O4 109.8(3) . . ? O5 Cl1 O4 110.1(3) . . ? O8 Cl2 O10 109.9(3) . . ? O8 Cl2 O9 110.1(3) . . ? O10 Cl2 O9 110.7(3) . . ? O8 Cl2 O11 109.8(3) . . ? O10 Cl2 O11 108.1(3) . . ? O9 Cl2 O11 108.3(3) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.618 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.075