# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Athanassios Boudalis' _publ_contact_author_email TBOU@IMS.DEMOKRITOS.GR _publ_section_title ; Alcoholysis/hydrolysis of 1,1'-carbonyldiimidazole as a means to the preparation of unprecedented, imidazole-containing one-dimensional coordination polymers of copper(II) ; loop_ _publ_author_name 'Athanassios Boudalis' 'Costas Patrickios' 'Spyros Perlepes' 'Catherine Raptopoulou' ; T.C.Stamatatos ; 'Anastasios Tasiopoulos' 'Aris Terzis' # Attachment 'pepm43.cif' data_pepm43 _database_code_depnum_ccdc_archive 'CCDC 715757' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H16 Cu N4 O3' _chemical_formula_weight 303.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 '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/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 11.686(5) _cell_length_b 14.239(5) _cell_length_c 8.467(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.269(16) _cell_angle_gamma 90.00 _cell_volume 1338.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11 _cell_measurement_theta_max 27 _exptl_crystal_description parall _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 2.387 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'P21 Nicolet upgarded by Crystal Logic' _diffrn_measurement_method '\q/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.2 _diffrn_reflns_number 2162 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 6.49 _diffrn_reflns_theta_max 61.07 _reflns_number_total 2016 _reflns_number_gt 1822 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0878P)^2^+1.3806P] 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 2016 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.003 _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 Cu Cu 0.21591(4) 0.75349(3) 0.19984(5) 0.0284(3) Uani 1 1 d . . . O1 O 0.16071(19) 0.69653(15) 0.3848(3) 0.0361(5) Uani 1 1 d . . . O3 O 0.1345(2) 0.90740(16) 0.1957(3) 0.0451(6) Uani 1 1 d . . . N1 N 0.3725(2) 0.79056(19) 0.3633(3) 0.0310(6) Uani 1 1 d . . . N3 N 0.2861(3) 0.7748(2) 0.0117(3) 0.0377(6) Uani 1 1 d . . . N2 N 0.5591(2) 0.7862(2) 0.5414(3) 0.0330(6) Uani 1 1 d . . . N4 N 0.4177(3) 0.7871(3) -0.1236(4) 0.0533(8) Uani 1 1 d . . . HN4 H 0.4859 0.7883 -0.1425 0.069 Uiso 1 1 calc R . . O2 O 0.2604(2) 0.57522(18) 0.3342(3) 0.0519(7) Uani 1 1 d . . . C1 C 0.4600(3) 0.7378(2) 0.4635(4) 0.0306(8) Uani 1 1 d . . . H1 H 0.4523 0.6736 0.4774 0.040 Uiso 1 1 calc R . . C2 C 0.5340(3) 0.8766(2) 0.4855(5) 0.0468(9) Uani 1 1 d . . . H2 H 0.5862 0.9275 0.5163 0.061 Uiso 1 1 calc R . . C3 C 0.4200(3) 0.8794(2) 0.3775(5) 0.0454(9) Uani 1 1 d . . . H3 H 0.3808 0.9326 0.3225 0.059 Uiso 1 1 calc R . . C4 C 0.4014(3) 0.7758(3) 0.0243(5) 0.0499(9) Uani 1 1 d . . . H4 H 0.4637 0.7694 0.1239 0.065 Uiso 1 1 calc R . . C5 C 0.3074(4) 0.7964(4) -0.2392(5) 0.0658(12) Uani 1 1 d . . . H5 H 0.2908 0.8058 -0.3529 0.086 Uiso 1 1 calc R . . C6 C 0.2267(4) 0.7891(4) -0.1549(5) 0.0613(11) Uani 1 1 d . . . H6 H 0.1435 0.7932 -0.2024 0.080 Uiso 1 1 calc R . . C7 C 0.1986(3) 0.6124(2) 0.4110(4) 0.0405(8) Uani 1 1 d . . . C8 C 0.1642(5) 0.5583(4) 0.5426(7) 0.0825(16) Uani 1 1 d . . . H8A H 0.1819 0.5954 0.6421 0.107 Uiso 1 1 calc R . . H8B H 0.2093 0.5008 0.5663 0.107 Uiso 1 1 calc R . . H8C H 0.0796 0.5443 0.5033 0.107 Uiso 1 1 calc R . . C9 C 0.0832(5) 0.9358(3) 0.3193(7) 0.0787(15) Uani 1 1 d . . . H9A H 0.0469 0.8816 0.3539 0.102 Uiso 1 1 calc R . . H9B H 0.1471 0.9583 0.4154 0.102 Uiso 1 1 calc R . . C10 C -0.0046(7) 1.0067(6) 0.2670(10) 0.144(4) Uani 1 1 d . . . H10A H -0.0833 0.9787 0.2310 0.188 Uiso 1 1 calc R . . H10B H 0.0084 1.0410 0.1765 0.188 Uiso 1 1 calc R . . H10C H 0.0011 1.0487 0.3579 0.188 Uiso 1 1 calc R . . H3O H 0.1723 0.9594 0.1755 0.050 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 Cu 0.0221(4) 0.0305(4) 0.0333(4) 0.00034(15) 0.0096(2) -0.00088(15) O1 0.0328(12) 0.0358(13) 0.0431(12) 0.0033(9) 0.0167(9) -0.0010(10) O3 0.0439(13) 0.0322(12) 0.0647(15) -0.0033(11) 0.0246(12) -0.0006(10) N1 0.0290(13) 0.0292(14) 0.0357(14) 0.0004(11) 0.0113(11) 0.0019(11) N3 0.0284(14) 0.0474(15) 0.0395(15) -0.0043(13) 0.0140(12) -0.0030(13) N2 0.0278(13) 0.0304(15) 0.0397(15) -0.0042(11) 0.0090(11) -0.0013(12) N4 0.0457(19) 0.064(2) 0.065(2) -0.0062(17) 0.0388(17) -0.0026(17) O2 0.0468(14) 0.0392(14) 0.0739(18) -0.0037(12) 0.0249(13) 0.0015(11) C1 0.029(2) 0.0313(17) 0.0349(19) 0.0007(12) 0.0154(15) -0.0008(12) C2 0.0369(19) 0.0287(18) 0.064(2) -0.0041(16) -0.0003(16) -0.0050(14) C3 0.0399(19) 0.0299(18) 0.057(2) 0.0054(15) 0.0011(16) 0.0045(15) C4 0.035(2) 0.065(2) 0.054(2) 0.003(2) 0.0197(17) 0.0014(18) C5 0.061(3) 0.101(4) 0.043(2) -0.011(2) 0.027(2) -0.009(3) C6 0.041(2) 0.104(4) 0.040(2) -0.004(2) 0.0157(17) -0.006(2) C7 0.0334(17) 0.0374(19) 0.0509(19) 0.0039(15) 0.0136(15) -0.0063(14) C8 0.093(4) 0.063(3) 0.112(4) 0.037(3) 0.062(3) 0.008(3) C9 0.100(4) 0.059(3) 0.105(4) 0.003(3) 0.071(3) 0.016(3) C10 0.158(7) 0.165(8) 0.146(6) 0.037(6) 0.098(6) 0.083(7) _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 N2 1.984(3) 4_575 ? Cu N1 1.989(3) . ? Cu N3 2.030(3) . ? Cu O1 2.039(2) . ? Cu O3 2.385(2) . ? O1 C7 1.273(4) . ? O3 C9 1.418(5) . ? O3 H3O 0.9056 . ? N1 C1 1.335(4) . ? N1 C3 1.372(5) . ? N3 C4 1.319(5) . ? N3 C6 1.378(5) . ? N2 C1 1.331(4) . ? N2 C2 1.372(5) . ? N2 Cu 1.984(3) 4_676 ? N4 C4 1.334(5) . ? N4 C5 1.359(6) . ? N4 HN4 0.8600 . ? O2 C7 1.232(4) . ? C1 H1 0.9300 . ? C2 C3 1.360(5) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 C6 1.353(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.509(5) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.408(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? 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 N2 Cu N1 178.37(10) 4_575 . ? N2 Cu N3 91.52(11) 4_575 . ? N1 Cu N3 89.81(11) . . ? N2 Cu O1 87.63(10) 4_575 . ? N1 Cu O1 90.84(10) . . ? N3 Cu O1 164.75(11) . . ? N2 Cu O3 88.39(10) 4_575 . ? N1 Cu O3 92.42(10) . . ? N3 Cu O3 96.23(11) . . ? O1 Cu O3 98.97(9) . . ? C7 O1 Cu 109.4(2) . . ? C9 O3 Cu 120.7(2) . . ? C9 O3 H3O 104.5 . . ? Cu O3 H3O 122.5 . . ? C1 N1 C3 104.8(3) . . ? C1 N1 Cu 130.3(2) . . ? C3 N1 Cu 124.3(2) . . ? C4 N3 C6 104.8(3) . . ? C4 N3 Cu 126.3(3) . . ? C6 N3 Cu 128.9(2) . . ? C1 N2 C2 104.8(3) . . ? C1 N2 Cu 131.6(2) . 4_676 ? C2 N2 Cu 123.5(2) . 4_676 ? C4 N4 C5 107.8(3) . . ? C4 N4 HN4 126.1 . . ? C5 N4 HN4 126.1 . . ? N2 C1 N1 113.5(3) . . ? N2 C1 H1 123.3 . . ? N1 C1 H1 123.3 . . ? C3 C2 N2 108.5(3) . . ? C3 C2 H2 125.7 . . ? N2 C2 H2 125.7 . . ? C2 C3 N1 108.4(3) . . ? C2 C3 H3 125.8 . . ? N1 C3 H3 125.8 . . ? N3 C4 N4 111.6(4) . . ? N3 C4 H4 124.2 . . ? N4 C4 H4 124.2 . . ? C6 C5 N4 105.9(4) . . ? C6 C5 H5 127.0 . . ? N4 C5 H5 127.0 . . ? C5 C6 N3 109.9(4) . . ? C5 C6 H6 125.1 . . ? N3 C6 H6 125.1 . . ? O2 C7 O1 122.8(3) . . ? O2 C7 C8 120.4(4) . . ? O1 C7 C8 116.8(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 O3 114.1(5) . . ? C10 C9 H9A 108.7 . . ? O3 C9 H9A 108.7 . . ? C10 C9 H9B 108.7 . . ? O3 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 61.07 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.672 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.084 # start Validation Reply Form # PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.75 Ratio # RESPONSE: This is due to the large thermal motion of the carbon atoms of # the coordinated EtOH molecule. # end Validation Reply Form # start Validation Reply Form # PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.69 Ratio # RESPONSE: This is due to the large thermal motion of the carbon atoms of # the coordinated EtOH molecule. # PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 8.45 Ratio # RESPONSE: This is due to the large thermal motion of the hydrogen atoms # of the coordinated EtOH molecule which were refined as riding on the # corresponding bonded atoms. # end Validation Reply Form #===END data_comp4 _database_code_depnum_ccdc_archive 'CCDC 715758' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cu N4 O7' _chemical_formula_weight 417.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 13.815(8) _cell_length_b 5.931(3) _cell_length_c 22.020(10) _cell_angle_alpha 90.00 _cell_angle_beta 101.81(2) _cell_angle_gamma 90.00 _cell_volume 1766.1(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 22 _cell_measurement_theta_max 54 _exptl_crystal_description parall _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 2.165 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'P21 Nicolet upgraded by Crystal Logic' _diffrn_measurement_method '\q/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.3 _diffrn_reflns_number 1317 _diffrn_reflns_av_R_equivalents 0.1081 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 4.10 _diffrn_reflns_theta_max 59.01 _reflns_number_total 1282 _reflns_number_gt 1175 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0758P)^2^+4.1622P] 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 refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0030(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1282 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1281 _refine_ls_wR_factor_gt 0.1226 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.148 _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 Cu Cu 0.0000 0.04852(10) 0.2500 0.0181(4) Uani 1 2 d S . . N1 N 0.1400(2) 0.0032(5) 0.29168(13) 0.0246(7) Uani 1 1 d . . . O1 O -0.03696(17) 0.0593(4) 0.33162(11) 0.0224(6) Uani 1 1 d . . . OW1 O 0.0000 0.4326(6) 0.2500 0.0409(11) Uani 1 2 d S . . C1 C 0.2019(3) -0.1518(7) 0.2795(2) 0.0347(9) Uani 1 1 d . . . C2 C 0.1892(3) 0.1121(8) 0.34445(19) 0.0359(9) Uani 1 1 d . . . C3 C 0.2795(3) 0.0197(8) 0.3623(2) 0.0425(11) Uani 1 1 d . . . N2 N 0.2870(2) -0.1470(7) 0.32135(17) 0.0411(9) Uani 1 1 d . . . O2 O -0.0039(2) -0.3025(4) 0.35464(12) 0.0367(7) Uani 1 1 d . . . C4 C -0.0169(2) -0.1060(6) 0.36947(15) 0.0225(8) Uani 1 1 d . . . C5 C -0.0091(2) -0.0493(5) 0.43692(15) 0.0188(8) Uani 1 1 d . . . C6 C 0.0037(3) 0.1718(6) 0.45742(15) 0.0244(8) Uani 1 1 d . . . C7 C -0.0125(3) -0.2199(6) 0.47961(17) 0.0270(8) Uani 1 1 d . . . HW1A H -0.014(4) 0.506(9) 0.279(3) 0.056(16) Uiso 1 1 d . . . H1 H 0.189(4) -0.258(9) 0.248(3) 0.059(15) Uiso 1 1 d . . . H2 H 0.155(4) 0.239(10) 0.355(3) 0.072(18) Uiso 1 1 d . . . H3 H 0.334(5) 0.048(10) 0.398(3) 0.09(2) Uiso 1 1 d . . . HN2 H 0.331(5) -0.261(12) 0.323(4) 0.11(3) Uiso 1 1 d . . . H6 H 0.005(3) 0.300(8) 0.425(2) 0.040(12) Uiso 1 1 d . . . H7 H -0.019(3) -0.364(9) 0.466(2) 0.042(12) Uiso 1 1 d . . . OW2 O 0.2644(11) -0.027(8) 0.5305(8) 0.112(6) Uani 0.50(5) 1 d P . . OW3 O 0.2457(8) -0.348(4) 0.4869(10) 0.061(6) Uani 0.50(5) 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 Cu 0.0192(5) 0.0187(5) 0.0149(5) 0.000 -0.0001(3) 0.000 N1 0.0216(15) 0.0316(16) 0.0187(15) -0.0006(13) 0.0000(12) 0.0005(13) O1 0.0250(13) 0.0220(13) 0.0180(12) 0.0049(9) -0.0010(10) 0.0060(9) OW1 0.081(3) 0.0158(19) 0.029(2) 0.000 0.018(2) 0.000 C1 0.030(2) 0.031(2) 0.041(2) -0.0049(18) 0.0044(18) 0.0055(17) C2 0.029(2) 0.044(2) 0.033(2) -0.0091(19) 0.0005(17) -0.0050(19) C3 0.024(2) 0.063(3) 0.035(2) 0.006(2) -0.0057(18) -0.0072(19) N2 0.0264(17) 0.048(2) 0.046(2) 0.0077(18) 0.0008(16) 0.0096(16) O2 0.0662(19) 0.0213(14) 0.0237(13) -0.0077(11) 0.0115(13) -0.0017(13) C4 0.0239(17) 0.0237(19) 0.0195(18) -0.0025(15) 0.0032(14) -0.0021(14) C5 0.0235(17) 0.0171(18) 0.0146(17) 0.0005(13) 0.0008(13) 0.0007(13) C6 0.039(2) 0.0143(17) 0.0184(17) 0.0024(15) 0.0017(15) 0.0011(15) C7 0.047(2) 0.0119(18) 0.0202(18) -0.0015(14) 0.0037(16) 0.0006(15) OW2 0.089(9) 0.14(2) 0.102(10) -0.035(12) 0.017(7) -0.024(9) OW3 0.040(5) 0.077(11) 0.066(10) 0.018(7) 0.010(5) 0.001(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 Cu O1 1.967(2) . ? Cu O1 1.967(2) 6_556 ? Cu N1 1.982(3) 6_556 ? Cu N1 1.982(3) . ? Cu OW1 2.278(4) . ? N1 C1 1.320(5) . ? N1 C2 1.380(5) . ? O1 C4 1.280(4) . ? OW1 HW1A 0.82(5) . ? C1 N2 1.338(5) . ? C1 H1 0.92(5) . ? C2 C3 1.346(6) . ? C2 H2 0.95(6) . ? C3 N2 1.356(6) . ? C3 H3 0.98(6) . ? N2 HN2 0.91(7) . ? O2 C4 1.233(4) . ? C4 C5 1.505(5) . ? C5 C6 1.387(5) . ? C5 C7 1.388(5) . ? C6 C7 1.396(5) 5_556 ? C6 H6 1.05(5) . ? C7 C6 1.396(5) 5_556 ? C7 H7 0.91(5) . ? OW2 OW3 0.832(17) 7_546 ? OW3 OW2 0.832(18) 7_546 ? OW3 OW3 1.30(6) 7_546 ? 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 Cu O1 176.27(13) . 6_556 ? O1 Cu N1 90.93(11) . 6_556 ? O1 Cu N1 89.58(11) 6_556 6_556 ? O1 Cu N1 89.58(11) . . ? O1 Cu N1 90.93(11) 6_556 . ? N1 Cu N1 164.41(18) 6_556 . ? O1 Cu OW1 88.13(6) . . ? O1 Cu OW1 88.13(6) 6_556 . ? N1 Cu OW1 97.79(9) 6_556 . ? N1 Cu OW1 97.79(9) . . ? C1 N1 C2 105.7(3) . . ? C1 N1 Cu 127.7(3) . . ? C2 N1 Cu 126.3(3) . . ? C4 O1 Cu 120.5(2) . . ? Cu OW1 HW1A 122(4) . . ? N1 C1 N2 111.1(4) . . ? N1 C1 H1 127(3) . . ? N2 C1 H1 122(3) . . ? C3 C2 N1 108.8(4) . . ? C3 C2 H2 137(4) . . ? N1 C2 H2 113(4) . . ? C2 C3 N2 107.2(4) . . ? C2 C3 H3 132(4) . . ? N2 C3 H3 120(4) . . ? C1 N2 C3 107.3(3) . . ? C1 N2 HN2 120(5) . . ? C3 N2 HN2 131(5) . . ? O2 C4 O1 125.1(3) . . ? O2 C4 C5 119.2(3) . . ? O1 C4 C5 115.7(3) . . ? C6 C5 C7 119.2(3) . . ? C6 C5 C4 120.8(3) . . ? C7 C5 C4 120.0(3) . . ? C5 C6 C7 119.7(3) . 5_556 ? C5 C6 H6 119(2) . . ? C7 C6 H6 121(3) 5_556 . ? C5 C7 C6 121.0(3) . 5_556 ? C5 C7 H7 119(3) . . ? C6 C7 H7 120(3) 5_556 . ? OW2 OW3 OW3 176(2) 7_546 7_546 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 59.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.487 _refine_diff_density_min -0.826 _refine_diff_density_rms 0.102 # start Validation Reply Form # PROBLEM: Short Inter D...A Contact OW2 .. OW3 .. 2.12 Ang. # RESPONSE: Atoms OW2 and OW3 are disordered and were refined with occupation # factors summing one. # end Validation Reply Form #===END