# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Jie Zhang' _publ_contact_author_address ; State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou, Fujian, 350002, CHINA ; _publ_contact_author_email Zhangjie@fjirsm.ac.cn _publ_author_name 'Jie Zhang' data_1D-Cu _database_code_depnum_ccdc_archive 'CCDC 805417' #TrackingRef '- 1D-Cu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H12 Cu2 N2 O11' _chemical_formula_sum 'C6 H12 Cu2 N2 O11' _chemical_formula_weight 415.26 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.9264(11) _cell_length_b 18.236(3) _cell_length_c 10.1180(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.601(12) _cell_angle_gamma 90.00 _cell_volume 1269.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1188 _cell_measurement_theta_min 2.9604 _cell_measurement_theta_max 27.4526 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.173 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 3.413 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8074 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 Mercury2 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9493 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 27.42 _reflns_number_total 2875 _reflns_number_gt 2193 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+1.0574P] 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 2875 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0673 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 0.20673(9) 0.22245(3) 0.24046(5) 0.02490(18) Uani 1 1 d . . . Cu2 Cu 0.10593(9) 0.39982(3) 0.29774(5) 0.02468(18) Uani 1 1 d . . . O1 O 0.1727(6) 0.27272(18) 0.0641(3) 0.0317(9) Uani 1 1 d . . . O1W O 0.5224(6) 0.2744(2) 0.2896(4) 0.0480(11) Uani 1 1 d . . . O2 O 0.3200(6) 0.36180(19) -0.3469(3) 0.0308(8) Uani 1 1 d . . . O2W O -0.1210(6) 0.1679(2) 0.1407(4) 0.0374(9) Uani 1 1 d . . . O3 O 0.3705(6) 0.4823(2) -0.3243(4) 0.0421(10) Uani 1 1 d . . . O3W O -0.0470(7) 0.4249(2) 0.4469(4) 0.0374(10) Uani 1 1 d . . . O4 O 0.2267(6) 0.58870(18) 0.1342(3) 0.0356(9) Uani 1 1 d . . . O4W O 0.4212(5) 0.4004(2) 0.4068(3) 0.0328(8) Uani 1 1 d . . . O5 O 0.1277(5) 0.50513(18) 0.2712(3) 0.0310(8) Uani 1 1 d . . . O5W O 0.3264(7) 0.7055(3) -0.0345(4) 0.0540(12) Uani 1 1 d . . . O6 O 0.0758(5) 0.29797(18) 0.3232(3) 0.0280(8) Uani 1 1 d . . . N1 N 0.2312(6) 0.3492(2) -0.1026(4) 0.0209(8) Uani 1 1 d . . . N2 N 0.1838(6) 0.3964(2) 0.1103(4) 0.0207(8) Uani 1 1 d . . . C1 C 0.1953(7) 0.3376(2) 0.0274(4) 0.0211(9) Uani 1 1 d . . . C2 C 0.2748(7) 0.4168(2) -0.1408(4) 0.0207(9) Uani 1 1 d . . . C3 C 0.3278(7) 0.4225(3) -0.2826(5) 0.0253(10) Uani 1 1 d . . . C4 C 0.2743(7) 0.4768(3) -0.0580(4) 0.0234(10) Uani 1 1 d . . . H1 H 0.3098 0.5243 -0.0853 0.028 Uiso 1 1 calc R . . C5 C 0.2194(7) 0.4640(2) 0.0661(4) 0.0214(9) Uani 1 1 d . . . C6 C 0.1910(7) 0.5249(3) 0.1638(4) 0.0244(10) Uani 1 1 d . . . H2 H -0.118(13) 0.455(5) 0.430(9) 0.10(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0441(4) 0.0163(3) 0.0156(3) 0.0007(2) 0.0094(2) 0.0025(3) Cu2 0.0414(4) 0.0156(3) 0.0186(3) 0.0003(2) 0.0099(2) 0.0011(3) O1 0.063(3) 0.0162(17) 0.0167(16) 0.0014(13) 0.0098(16) -0.0061(17) O1W 0.050(3) 0.037(2) 0.059(3) 0.000(2) 0.013(2) 0.002(2) O2 0.053(2) 0.0208(18) 0.0210(17) -0.0025(14) 0.0151(16) -0.0057(17) O2W 0.055(2) 0.0260(19) 0.034(2) 0.0009(16) 0.0170(18) -0.0005(19) O3 0.073(3) 0.026(2) 0.031(2) 0.0041(16) 0.0234(19) -0.015(2) O3W 0.057(3) 0.028(2) 0.031(2) 0.0048(16) 0.0221(19) 0.011(2) O4 0.062(3) 0.0161(17) 0.0307(19) 0.0005(14) 0.0134(18) -0.0040(18) O4W 0.044(2) 0.031(2) 0.0239(17) -0.0006(15) 0.0066(15) -0.0048(18) O5 0.054(2) 0.0164(17) 0.0249(17) -0.0017(14) 0.0159(17) -0.0004(17) O5W 0.059(3) 0.052(3) 0.052(3) 0.017(2) 0.012(2) 0.002(2) O6 0.048(2) 0.0177(17) 0.0206(16) 0.0012(13) 0.0119(15) 0.0031(16) N1 0.034(2) 0.0147(18) 0.0143(18) 0.0008(14) 0.0028(16) -0.0030(17) N2 0.033(2) 0.0149(18) 0.0146(17) -0.0025(14) 0.0053(15) -0.0044(17) C1 0.028(2) 0.018(2) 0.017(2) 0.0001(17) 0.0034(18) 0.000(2) C2 0.027(2) 0.017(2) 0.019(2) 0.0022(17) 0.0068(18) 0.0010(19) C3 0.032(3) 0.023(2) 0.022(2) 0.0007(19) 0.0062(19) -0.002(2) C4 0.032(2) 0.015(2) 0.023(2) 0.0007(18) 0.0034(19) -0.002(2) C5 0.029(2) 0.016(2) 0.020(2) -0.0025(17) 0.0048(18) -0.001(2) C6 0.029(2) 0.022(2) 0.022(2) -0.0039(19) 0.0047(19) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O6 1.896(3) . ? Cu1 O2 1.979(3) 4_566 ? Cu1 O1 1.996(3) . ? Cu1 N1 2.048(4) 4_566 ? Cu1 O1W 2.382(4) . ? Cu2 O6 1.890(3) . ? Cu2 O5 1.947(3) . ? Cu2 O3W 1.995(4) . ? Cu2 N2 2.031(4) . ? Cu2 O4W 2.330(4) . ? O1 C1 1.256(6) . ? O2 C3 1.281(6) . ? O2 Cu1 1.979(3) 4_565 ? O3 C3 1.219(6) . ? O3W H2 0.74(9) . ? O4 C6 1.233(6) . ? O5 C6 1.271(5) . ? N1 C2 1.335(6) . ? N1 C1 1.383(5) . ? N1 Cu1 2.048(4) 4_565 ? N2 C5 1.343(6) . ? N2 C1 1.369(6) . ? C2 C4 1.378(6) . ? C2 C3 1.525(6) . ? C4 C5 1.374(6) . ? C4 H1 0.9500 . ? C5 C6 1.515(6) . ? 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 O6 Cu1 O2 174.53(16) . 4_566 ? O6 Cu1 O1 92.72(14) . . ? O2 Cu1 O1 88.26(14) 4_566 . ? O6 Cu1 N1 97.05(14) . 4_566 ? O2 Cu1 N1 81.31(14) 4_566 4_566 ? O1 Cu1 N1 167.63(14) . 4_566 ? O6 Cu1 O1W 95.35(15) . . ? O2 Cu1 O1W 90.01(15) 4_566 . ? O1 Cu1 O1W 90.89(15) . . ? N1 Cu1 O1W 95.72(16) 4_566 . ? O6 Cu2 O5 178.10(16) . . ? O6 Cu2 O3W 92.63(15) . . ? O5 Cu2 O3W 86.22(15) . . ? O6 Cu2 N2 98.19(14) . . ? O5 Cu2 N2 82.44(14) . . ? O3W Cu2 N2 159.17(17) . . ? O6 Cu2 O4W 92.98(15) . . ? O5 Cu2 O4W 88.72(14) . . ? O3W Cu2 O4W 101.02(16) . . ? N2 Cu2 O4W 96.16(14) . . ? C1 O1 Cu1 133.7(3) . . ? C3 O2 Cu1 116.1(3) . 4_565 ? Cu2 O3W H2 113(7) . . ? C6 O5 Cu2 116.0(3) . . ? Cu2 O6 Cu1 126.01(17) . . ? C2 N1 C1 119.2(4) . . ? C2 N1 Cu1 111.4(3) . 4_565 ? C1 N1 Cu1 129.2(3) . 4_565 ? C5 N2 C1 119.2(4) . . ? C5 N2 Cu2 111.2(3) . . ? C1 N2 Cu2 129.5(3) . . ? O1 C1 N2 122.6(4) . . ? O1 C1 N1 117.9(4) . . ? N2 C1 N1 119.5(4) . . ? N1 C2 C4 122.7(4) . . ? N1 C2 C3 115.0(4) . . ? C4 C2 C3 122.3(4) . . ? O3 C3 O2 126.5(4) . . ? O3 C3 C2 118.8(4) . . ? O2 C3 C2 114.7(4) . . ? C5 C4 C2 116.1(4) . . ? C5 C4 H1 121.9 . . ? C2 C4 H1 121.9 . . ? N2 C5 C4 122.8(4) . . ? N2 C5 C6 114.4(4) . . ? C4 C5 C6 122.8(4) . . ? O4 C6 O5 125.1(4) . . ? O4 C6 C5 119.2(4) . . ? O5 C6 C5 115.6(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.715 _refine_diff_density_min -0.741 _refine_diff_density_rms 0.130 # Attachment '- 2D-Cu.cif' data_2D-Cu _database_code_depnum_ccdc_archive 'CCDC 805418' #TrackingRef '- 2D-Cu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H4 Cu2 N2 O7' _chemical_formula_sum 'C6 H4 Cu2 N2 O7' _chemical_formula_weight 343.19 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 4.9845(9) _cell_length_b 9.456(2) _cell_length_c 18.431(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.803(15) _cell_angle_gamma 90.00 _cell_volume 868.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3013 _cell_measurement_theta_min 2.1537 _cell_measurement_theta_max 27.4816 _exptl_crystal_description flake _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 4.926 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7634 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 Saturn724 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6682 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 27.53 _reflns_number_total 1924 _reflns_number_gt 1792 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1917P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1924 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.2311 _refine_ls_wR_factor_gt 0.1643 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _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 0.14020(12) 0.73032(7) 0.25259(3) 0.0209(3) Uani 1 1 d . . . Cu2 Cu -0.26697(14) 0.65356(6) 0.10738(3) 0.0262(3) Uani 1 1 d . . . O1 O 0.0025(7) 0.9038(4) 0.20918(19) 0.0241(8) Uani 1 1 d . . . O1W O -0.1773(10) 0.4719(5) 0.0667(3) 0.0434(12) Uani 1 1 d . . . O2 O -0.4331(8) 1.3417(4) 0.2068(2) 0.0264(8) Uani 1 1 d . . . O3 O -0.8123(9) 1.3174(5) 0.1418(3) 0.0395(11) Uani 1 1 d . . . O4 O -0.8958(10) 0.8201(6) 0.0127(3) 0.0480(14) Uani 1 1 d . . . O5 O -0.5579(9) 0.6763(4) 0.0392(2) 0.0336(10) Uani 1 1 d . . . O6 O -0.0737(15) 0.6217(5) 0.1928(3) 0.077(2) Uani 1 1 d . . . N1 N -0.2914(8) 1.0786(4) 0.1840(2) 0.0193(8) Uani 1 1 d . . . N2 N -0.3416(9) 0.8551(4) 0.1288(2) 0.0211(9) Uani 1 1 d . . . C1 C -0.2054(9) 0.9428(5) 0.1757(2) 0.0188(10) Uani 1 1 d . . . C2 C -0.5046(9) 1.1255(5) 0.1457(2) 0.0181(9) Uani 1 1 d . . . C3 C -0.5909(11) 1.2745(5) 0.1652(3) 0.0223(10) Uani 1 1 d . . . C4 C -0.6411(9) 1.0404(6) 0.0958(2) 0.0226(10) Uani 1 1 d . . . H1 H -0.7877 1.0745 0.0673 0.027 Uiso 1 1 calc R . . C5 C -0.5506(9) 0.9051(5) 0.0905(2) 0.0196(9) Uani 1 1 d . . . C6 C -0.6865(11) 0.7962(6) 0.0422(3) 0.0275(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0231(5) 0.0179(5) 0.0214(5) 0.0015(2) -0.0135(3) 0.0008(2) Cu2 0.0325(5) 0.0195(5) 0.0261(5) -0.0051(2) -0.0203(3) 0.0049(2) O1 0.0219(17) 0.0240(17) 0.0260(17) 0.0029(13) -0.0159(13) -0.0007(14) O1W 0.051(3) 0.024(2) 0.054(3) -0.0146(19) -0.031(2) 0.016(2) O2 0.0200(18) 0.0197(18) 0.039(2) -0.0097(14) -0.0135(15) 0.0033(13) O3 0.030(2) 0.039(2) 0.049(3) -0.012(2) -0.0211(19) 0.0139(19) O4 0.040(3) 0.042(3) 0.061(3) -0.028(2) -0.040(2) 0.019(2) O5 0.040(2) 0.0210(19) 0.039(2) -0.0112(16) -0.0242(19) 0.0096(17) O6 0.137(6) 0.016(2) 0.076(4) 0.004(2) -0.092(4) -0.004(3) N1 0.0161(18) 0.022(2) 0.0189(17) -0.0006(14) -0.0076(14) -0.0002(15) N2 0.024(2) 0.017(2) 0.0216(19) -0.0040(15) -0.0101(16) 0.0016(15) C1 0.017(2) 0.022(3) 0.017(2) -0.0008(17) -0.0071(16) -0.0001(18) C2 0.0160(19) 0.022(2) 0.0160(19) -0.0003(17) -0.0076(15) 0.0001(17) C3 0.022(2) 0.019(2) 0.026(2) -0.0027(17) -0.0101(18) 0.0038(18) C4 0.017(2) 0.030(3) 0.021(2) -0.0032(18) -0.0084(16) 0.0062(18) C5 0.016(2) 0.024(2) 0.019(2) -0.0039(17) -0.0093(16) -0.0008(17) C6 0.026(3) 0.034(3) 0.022(2) -0.011(2) -0.0120(19) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O6 1.837(5) . ? Cu1 O2 1.942(4) 2_545 ? Cu1 O1 1.946(4) . ? Cu1 N1 1.992(4) 2_545 ? Cu2 O6 1.858(4) . ? Cu2 O5 1.918(4) . ? Cu2 O1W 1.930(4) . ? Cu2 N2 1.982(4) . ? O1 C1 1.254(6) . ? O2 C3 1.263(6) . ? O2 Cu1 1.942(4) 2 ? O3 C3 1.247(7) . ? O4 C6 1.192(7) . ? O5 C6 1.304(7) . ? N1 C2 1.342(6) . ? N1 C1 1.363(6) . ? N1 Cu1 1.992(4) 2 ? N2 C5 1.337(6) . ? N2 C1 1.371(6) . ? C2 C4 1.394(7) . ? C2 C3 1.517(7) . ? C4 C5 1.360(7) . ? C4 H1 0.9500 . ? C5 C6 1.514(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 O6 Cu1 O2 164.1(3) . 2_545 ? O6 Cu1 O1 91.50(18) . . ? O2 Cu1 O1 87.71(15) 2_545 . ? O6 Cu1 N1 99.28(19) . 2_545 ? O2 Cu1 N1 83.58(16) 2_545 2_545 ? O1 Cu1 N1 167.61(16) . 2_545 ? O6 Cu2 O5 162.1(3) . . ? O6 Cu2 O1W 93.7(2) . . ? O5 Cu2 O1W 91.26(18) . . ? O6 Cu2 N2 94.8(2) . . ? O5 Cu2 N2 83.15(18) . . ? O1W Cu2 N2 168.1(2) . . ? C1 O1 Cu1 137.3(3) . . ? C3 O2 Cu1 114.8(3) . 2 ? C6 O5 Cu2 115.9(3) . . ? Cu1 O6 Cu2 135.0(3) . . ? C2 N1 C1 120.0(4) . . ? C2 N1 Cu1 111.1(3) . 2 ? C1 N1 Cu1 128.9(3) . 2 ? C5 N2 C1 119.6(4) . . ? C5 N2 Cu2 112.4(3) . . ? C1 N2 Cu2 128.0(3) . . ? O1 C1 N1 118.7(4) . . ? O1 C1 N2 122.0(4) . . ? N1 C1 N2 119.2(4) . . ? N1 C2 C4 122.1(4) . . ? N1 C2 C3 114.1(4) . . ? C4 C2 C3 123.7(4) . . ? O3 C3 O2 125.9(5) . . ? O3 C3 C2 118.3(5) . . ? O2 C3 C2 115.7(4) . . ? C5 C4 C2 115.6(4) . . ? C5 C4 H1 122.2 . . ? C2 C4 H1 122.2 . . ? N2 C5 C4 123.5(4) . . ? N2 C5 C6 114.1(5) . . ? C4 C5 C6 122.4(5) . . ? O4 C6 O5 124.9(5) . . ? O4 C6 C5 121.4(5) . . ? O5 C6 C5 113.6(5) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.449 _refine_diff_density_min -1.335 _refine_diff_density_rms 0.384