# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_twin _database_code_CSD 181545 _audit_creation_method SHELXL-97 _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'Lah, Nina' _publ_contact_author_name 'Dr Nina Lah' _publ_contact_author_address ; Faculty of Chemistry, Inorganic Chemistry University of Ljubljana, Slovenia Askerceva 5, POB. 537 current address: Nina Lah, Vruje Un Ljubljana Ljubljana 1001 SLOVENIA ; _publ_contact_author_email 'NINA.LAH@UNI-LJ.SI' _publ_section_title ; Copper(II) carboxylates with 4-aminopyridine: neutral mononuclear structures, isomerism of acetato compounds and a novel tetranuclear structure. ; _chemical_name_systematic ; 'bia(4-aminopyridine)bis(acetato)copper(II)' ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cu N4 O4' _chemical_formula_weight 369.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 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 tetragonal _symmetry_space_group_name_H-M 'I 41 cd' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-y, x+1/2, z+1/4' 'y+1/2, -x, z+3/4' 'x, -y, z+1/2' '-x+1/2, y+1/2, z' '-y, -x+1/2, z+3/4' 'y+1/2, x, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1, z+1' '-y+1/2, x+1, z+3/4' 'y+1, -x+1/2, z+5/4' 'x+1/2, -y+1/2, z+1' '-x+1, y+1, z+1/2' '-y+1/2, -x+1, z+5/4' 'y+1, x+1/2, z+3/4' _cell_length_a 10.6062(2) _cell_length_b 10.6062(2) _cell_length_c 31.1002(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3498.51(13) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 26.0 _exptl_crystal_description prismatic _exptl_crystal_colour violet _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 1.272 _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 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3121 _diffrn_reflns_av_R_equivalents 0.0102 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1720 _reflns_number_gt 1464 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0832P)^2^+2.7540P] 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 0.51(6) _refine_ls_number_reflns 1720 _refine_ls_number_parameters 109 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1371 _refine_ls_wR_factor_gt 0.1291 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.138 _refine_ls_shift/su_max 0.049 _refine_ls_shift/su_mean 0.055 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 0.0000 0.04652(14) 0.0228(2) Uani 1 2 d S . . N1 N 0.0000 0.0000 0.1133(5) 0.022(4) Uani 1 2 d S . . N1' N 0.0000 0.0000 -0.0152(7) 0.029(4) Uani 1 2 d S . . C4' C 0.0000 0.0000 -0.1079(8) 0.051(8) Uani 1 2 d S . . O11 O -0.09865(19) 0.1553(2) 0.0463(2) 0.0394(5) Uani 1 1 d . . . C2' C 0.0052(3) -0.1073(6) -0.04067(19) 0.0382(17) Uani 1 1 d . . . H2' H 0.0101 -0.1841 -0.0263 0.046 Uiso 1 1 calc R . . N11' N 0.0000 0.0000 -0.1530(6) 0.054(6) Uani 1 2 d S . . H11' H 0.0025 -0.0666 -0.1611 0.081 Uiso 1 1 calc R . . C11 C -0.2166(3) 0.1343(3) 0.0465(3) 0.0417(7) Uani 1 1 d . . . O12 O -0.2637(2) 0.0250(2) 0.0462(3) 0.0541(6) Uani 1 1 d . . . C3' C 0.0038(3) -0.1127(6) -0.08635(16) 0.0374(14) Uani 1 1 d . . . H3' H 0.0055 -0.1892 -0.1010 0.045 Uiso 1 1 calc R . . C4 C 0.0000 0.0000 0.2027(4) 0.027(5) Uani 1 2 d S . . C3 C -0.0068(4) 0.1104(6) 0.17605(19) 0.0469(19) Uani 1 1 d . . . H3 H -0.0115 0.1886 0.1894 0.056 Uiso 1 1 calc R . . C2 C -0.0070(3) 0.1070(5) 0.1343(2) 0.0359(15) Uani 1 1 d . . . H2 H -0.0121 0.1822 0.1189 0.043 Uiso 1 1 calc R . . N11 N 0.0000 0.0000 0.2421(7) 0.064(7) Uani 1 2 d S . . H11 H -0.0041 0.0665 0.2501 0.096 Uiso 1 1 calc R . . C12 C -0.2993(6) 0.2463(6) 0.0464(6) 0.173(4) Uani 1 1 d . . . H12A H -0.2486 0.3212 0.0463 0.259 Uiso 1 1 calc R . . H12B H -0.3513 0.2455 0.0717 0.259 Uiso 1 1 calc R . . H12C H -0.3518 0.2449 0.0213 0.259 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0189(3) 0.0268(3) 0.0226(4) 0.000 0.000 -0.00015(15) N1 0.022(5) 0.038(7) 0.007(4) 0.000 0.000 0.0004(11) N1' 0.037(7) 0.019(5) 0.030(6) 0.000 0.000 -0.0006(11) C4' 0.036(8) 0.068(12) 0.048(13) 0.000 0.000 -0.007(2) O11 0.0325(11) 0.0388(13) 0.0468(10) 0.0031(13) -0.0020(12) -0.0030(9) C2' 0.053(3) 0.038(4) 0.024(3) 0.000(2) -0.0007(12) -0.0018(12) N11' 0.122(14) 0.034(6) 0.006(5) 0.000 0.000 -0.008(2) C11 0.0273(14) 0.0261(14) 0.072(2) -0.0010(18) -0.0002(19) 0.0025(11) O12 0.0331(11) 0.0556(15) 0.0738(15) -0.003(3) -0.0014(17) -0.0021(9) C3' 0.053(3) 0.044(3) 0.015(2) -0.012(2) 0.0017(12) -0.0047(12) C4 0.056(9) 0.022(5) 0.004(6) 0.000 0.000 0.0047(15) C3 0.074(4) 0.019(2) 0.047(4) 0.009(2) -0.0049(17) 0.0049(14) C2 0.052(3) 0.021(3) 0.035(3) 0.001(2) -0.0003(14) 0.0026(11) N11 0.108(14) 0.037(6) 0.047(12) 0.000 0.000 0.017(3) C12 0.044(3) 0.043(3) 0.432(14) -0.001(6) -0.008(7) 0.014(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N1' 1.92(2) . ? Cu O11 1.951(2) 10_444 ? Cu O11 1.951(2) . ? Cu N1 2.075(15) . ? Cu O12 2.809(2) . ? N1 C2 1.312(10) 10_444 ? N1 C2 1.312(10) . ? N1' C2' 1.388(14) 10_444 ? N1' C2' 1.388(14) . ? C4' C3' 1.371(14) 10_444 ? C4' C3' 1.371(14) . ? C4' N11' 1.40(3) . ? O11 C11 1.271(4) . ? C2' C3' 1.422(6) . ? C11 O12 1.263(4) . ? C11 C12 1.476(5) . ? C4 N11 1.23(3) . ? C4 C3 1.435(10) . ? C4 C3 1.436(10) 10_444 ? C3 C2 1.300(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 N1' Cu O11 89.8(3) . 10_444 ? N1' Cu O11 89.8(3) . . ? O11 Cu O11 179.6(6) 10_444 . ? N1' Cu N1 180.0 . . ? O11 Cu N1 90.2(3) 10_444 . ? O11 Cu N1 90.2(3) . . ? N1' Cu O12 89.8(2) . . ? O11 Cu O12 127.84(8) 10_444 . ? O11 Cu O12 52.16(8) . . ? N1 Cu O12 90.2(2) . . ? C2 N1 C2 120.3(14) 10_444 . ? C2 N1 Cu 119.9(7) 10_444 . ? C2 N1 Cu 119.9(7) . . ? C2' N1' C2' 110.4(16) 10_444 . ? C2' N1' Cu 124.8(8) 10_444 . ? C2' N1' Cu 124.8(8) . . ? C3' C4' C3' 122(2) 10_444 . ? C3' C4' N11' 119.2(10) 10_444 . ? C3' C4' N11' 119.2(10) . . ? C11 O11 Cu 112.35(19) . . ? N1' C2' C3' 127.1(9) . . ? O12 C11 O11 123.4(3) . . ? O12 C11 C12 120.3(3) . . ? O11 C11 C12 116.4(4) . . ? C11 O12 Cu 72.13(15) . . ? C4' C3' C2' 117.0(11) . . ? N11 C4 C3 125.2(6) . . ? N11 C4 C3 125.2(6) . 10_444 ? C3 C4 C3 109.6(12) . 10_444 ? C2 C3 C4 123.7(8) . . ? C3 C2 N1 121.4(8) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.107 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.080