# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1789 data_cu2papox # TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, crystal structures and magnetic properties of dinuclear coper(II) complexes with 4,7-phenanthrolino- 5,6:5'6'-pyrazine (pap) as bridging ligand ; loop_ _publ_author_name _publ_author_address 'Hilde Grove' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Jorunn Sletten' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Miguel Julve' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; 'Francesc Lloret' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'C18 H18 Cu2 N4 O13' _chemical_formula_analytical ? _chemical_formula_sum 'C18 H18 Cu2 N4 O13' _chemical_formula_weight 625.44 _chemical_melting_point ? _chemical_compound_source 'synthesized by H. Grove' 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 'C2/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.3692(11) _cell_length_b 17.6964(7) _cell_length_c 7.0048(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.902(2) _cell_angle_gamma 90.00 _cell_volume 2219.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.872 _exptl_crystal_density_method ? _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.997 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.7260 _exptl_absorpt_correction_T_max 0.8621 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10296 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.99 _reflns_number_total 2505 _reflns_number_observed 2042 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 20 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+4.9908P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bonded to C, difmap if bonded to O' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2485 _refine_ls_number_parameters 171 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_obs 0.0403 _refine_ls_wR_factor_all 0.1173 _refine_ls_wR_factor_obs 0.1082 _refine_ls_goodness_of_fit_all 1.107 _refine_ls_goodness_of_fit_obs 1.157 _refine_ls_restrained_S_all 1.125 _refine_ls_restrained_S_obs 1.157 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.22919(2) 0.19043(2) 0.17412(6) 0.0211(2) Uani 1 d . . O1 O 0.31195(13) 0.22400(14) 0.3784(3) 0.0243(5) Uani 1 d . . O2 O 0.20800(14) 0.29692(13) 0.1271(3) 0.0240(5) Uani 1 d . . O3 O 0.2405(2) 0.40720(14) 0.2773(4) 0.0328(6) Uani 1 d . . O4 O 0.34549(15) 0.32877(15) 0.5529(4) 0.0307(6) Uani 1 d . . O5 O -0.0524(2) 0.3431(2) -0.3910(6) 0.0666(11) Uani 1 d . . H51 H -0.0907(2) 0.3117(2) -0.4713(6) 0.080 Uiso 1 d R . H52 H -0.0297(2) 0.3511(2) -0.2375(6) 0.080 Uiso 1 d R . O6 O 0.3582(2) 0.5000 0.5248(5) 0.0241(7) Uani 1 d S . H61 H 0.3377(2) 0.4616 0.4730(5) 0.029 Uiso 1 d R . O7 O 0.1166(4) 0.5000 0.0242(11) 0.112(3) Uani 1 d S . H71 H 0.1105(4) 0.4600 -0.0250(11) 0.134 Uiso 1 d R . O8 O 0.0000 0.3833(5) 0.0000 0.125(3) Uani 1 d S . N1 N 0.13607(15) 0.15594(15) -0.0113(4) 0.0174(5) Uani 1 d . . N2 N 0.25074(15) 0.07913(15) 0.2053(4) 0.0170(5) Uani 1 d . . C1 C 0.0801(2) 0.1969(2) -0.1142(5) 0.0197(7) Uani 1 d . . H1 H 0.0829(2) 0.2493(2) -0.1067(5) 0.024 Uiso 1 d R . C2 C 0.0172(2) 0.1630(2) -0.2332(5) 0.0220(7) Uani 1 d . . H2 H -0.0212(2) 0.1928(2) -0.3037(5) 0.026 Uiso 1 d R . C3 C 0.0123(2) 0.0858(2) -0.2460(4) 0.0174(6) Uani 1 d . . H3 H -0.0292(2) 0.0630(2) -0.3254(4) 0.021 Uiso 1 d R . C4 C 0.0702(2) 0.0415(2) -0.1388(4) 0.0156(6) Uani 1 d . . C5 C 0.1315(2) 0.0797(2) -0.0239(4) 0.0148(6) Uani 1 d . . C6 C 0.1939(2) 0.0388(2) 0.0923(4) 0.0155(6) Uani 1 d . . C7 C 0.3062(2) 0.0395(2) 0.3169(5) 0.0217(7) Uani 1 d . . H7 H 0.3458(2) 0.0651(2) 0.3966(5) 0.026 Uiso 1 d R . C8 C 0.3077(2) 0.2958(2) 0.4149(5) 0.0238(7) Uani 1 d . . C9 C 0.2468(2) 0.3386(2) 0.2633(5) 0.0242(7) Uani 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 0.0217(2) 0.0158(2) 0.0238(2) -0.0006(2) 0.0008(2) -0.0016(2) O1 0.0236(12) 0.0213(12) 0.0262(12) -0.0024(10) 0.0014(10) -0.0026(10) O2 0.0270(12) 0.0178(12) 0.0239(12) -0.0016(9) -0.0016(10) -0.0005(10) O3 0.041(2) 0.0178(13) 0.0367(15) -0.0051(11) 0.0035(12) -0.0025(11) O4 0.0294(14) 0.0310(14) 0.0302(13) -0.0090(11) 0.0031(11) -0.0064(11) O5 0.054(2) 0.066(2) 0.074(3) -0.005(2) 0.001(2) -0.014(2) O6 0.022(2) 0.019(2) 0.029(2) 0.000 0.0005(14) 0.000 O7 0.084(5) 0.164(8) 0.101(6) 0.000 0.048(4) 0.000 O8 0.194(9) 0.104(6) 0.071(5) 0.000 0.018(5) 0.000 N1 0.0193(14) 0.0145(13) 0.0185(13) 0.0004(10) 0.0043(11) 0.0005(10) N2 0.0167(12) 0.0155(13) 0.0185(13) -0.0009(10) 0.0035(10) -0.0007(10) C1 0.022(2) 0.016(2) 0.022(2) 0.0026(12) 0.0078(13) 0.0028(13) C2 0.021(2) 0.022(2) 0.023(2) 0.0039(13) 0.0044(13) 0.0043(13) C3 0.0138(14) 0.023(2) 0.0145(14) 0.0005(12) 0.0019(11) 0.0004(12) C4 0.0161(15) 0.017(2) 0.0149(14) 0.0005(12) 0.0057(12) 0.0006(12) C5 0.0145(14) 0.0151(14) 0.0155(14) 0.0014(11) 0.0047(11) 0.0002(12) C6 0.0165(15) 0.0159(15) 0.0141(14) -0.0005(11) 0.0034(12) -0.0008(12) C7 0.019(2) 0.022(2) 0.021(2) -0.0018(13) -0.0013(13) -0.0020(13) C8 0.019(2) 0.030(2) 0.025(2) 0.0008(14) 0.0103(14) -0.0030(14) C9 0.026(2) 0.024(2) 0.025(2) -0.0004(14) 0.0098(14) -0.0024(14) _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 1.934(2) . ? Cu O2 1.938(2) . ? Cu N1 1.998(3) . ? Cu N2 2.011(3) . ? Cu O4 2.612(3) 7_556 ? Cu O2 2.631(3) 7 ? O1 C8 1.301(4) . ? O2 C9 1.288(4) . ? O3 C9 1.225(4) . ? O4 C8 1.208(4) . ? O5 H51 0.97 . ? O5 H52 1.07 . ? O6 H61 0.82 . ? O7 H71 0.78 . ? N1 C1 1.330(4) . ? N1 C5 1.353(4) . ? N2 C7 1.336(4) . ? N2 C6 1.363(4) . ? C1 C2 1.400(5) . ? C1 H1 0.93 . ? C2 C3 1.371(5) . ? C2 H2 0.93 . ? C3 C4 1.398(4) . ? C3 H3 0.93 . ? C4 C5 1.402(4) . ? C4 C4 1.469(6) 6 ? C5 C6 1.443(4) . ? C6 C6 1.375(6) 6 ? C7 C7 1.398(7) 6 ? C7 H7 0.93 . ? C8 C9 1.556(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 Cu O2 85.52(10) . . ? O1 Cu N1 172.79(11) . . ? O2 Cu N1 94.37(10) . . ? O1 Cu N2 96.74(10) . . ? O2 Cu N2 176.51(10) . . ? N1 Cu N2 83.72(11) . . ? O1 Cu O4 87.29(9) . 7_556 ? O2 Cu O4 97.62(10) . 7_556 ? N1 Cu O4 85.58(9) . 7_556 ? N2 Cu O4 85.17(9) . 7_556 ? O1 Cu O2 98.88(9) . 7 ? O2 Cu O2 83.59(10) . 7 ? N1 Cu O2 88.26(9) . 7 ? N2 Cu O2 93.41(9) . 7 ? O4 Cu O2 173.79(8) 7_556 7 ? C8 O1 Cu 111.9(2) . . ? C9 O2 Cu 112.0(2) . . ? H51 O5 H52 136.5 . . ? C1 N1 C5 118.6(3) . . ? C1 N1 Cu 129.2(2) . . ? C5 N1 Cu 112.2(2) . . ? C7 N2 C6 116.8(3) . . ? C7 N2 Cu 133.1(2) . . ? C6 N2 Cu 110.0(2) . . ? N1 C1 C2 121.6(3) . . ? N1 C1 H1 119.1(2) . . ? C2 C1 H1 119.3(2) . . ? C3 C2 C1 120.0(3) . . ? C3 C2 H2 120.0(2) . . ? C1 C2 H2 120.1(2) . . ? C2 C3 C4 119.5(3) . . ? C2 C3 H3 120.3(2) . . ? C4 C3 H3 120.2(2) . . ? C3 C4 C5 117.1(3) . . ? C3 C4 C4 124.1(2) . 6 ? C5 C4 C4 118.8(2) . 6 ? N1 C5 C4 123.2(3) . . ? N1 C5 C6 115.7(3) . . ? C4 C5 C6 121.1(3) . . ? N2 C6 C6 121.5(2) . 6 ? N2 C6 C5 118.3(3) . . ? C6 C6 C5 120.1(2) 6 . ? N2 C7 C7 121.7(2) . 6 ? N2 C7 H7 119.2(2) . . ? C7 C7 H7 119.140(2) 6 . ? O4 C8 O1 125.4(3) . . ? O4 C8 C9 120.5(3) . . ? O1 C8 C9 114.0(3) . . ? O3 C9 O2 125.4(3) . . ? O3 C9 C8 119.6(3) . . ? O2 C9 C8 114.9(3) . . ? _refine_diff_density_max 0.735 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.112 #===END data_cu2papso # TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, crystal structures and magnetic properties of dinuclear coper(II) complexes with 4,7-phenanthrolino- 5,6:5'6'-pyrazine (pap) as bridging ligand ; loop_ _publ_author_name _publ_author_address 'Hilde Grove' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Jorunn Sletten' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Miguel Julve' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; 'Francesc Lloret' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'C14 H28 Cu2 N4 O18 S2' _chemical_formula_analytical ? _chemical_formula_sum 'C14 H28 Cu2 N4 O18 S2' _chemical_formula_weight 731.60 _chemical_melting_point ? _chemical_compound_source 'synthesized by H. Grove' 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' 'S' 'S' 0.1246 0.1234 '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3457(2) _cell_length_b 13.2214(4) _cell_length_c 14.5128(3) _cell_angle_alpha 114.2290(10) _cell_angle_beta 99.13 _cell_angle_gamma 90.2520(10) _cell_volume 1265.24(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.920 _exptl_crystal_density_method ? _exptl_crystal_F_000 748 _exptl_absorpt_coefficient_mu 1.939 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.7086 _exptl_absorpt_correction_T_max 0.8622 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20876 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 30.00 _reflns_number_total 7371 _reflns_number_observed 6128 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 30 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0316P)^2^+0.9030P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bound to C, difmap if bound to O' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7341 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_obs 0.0293 _refine_ls_wR_factor_all 0.0735 _refine_ls_wR_factor_obs 0.0682 _refine_ls_goodness_of_fit_all 1.024 _refine_ls_goodness_of_fit_obs 1.057 _refine_ls_restrained_S_all 1.034 _refine_ls_restrained_S_obs 1.057 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.16515(3) 0.83716(2) 0.34792(2) 0.01406(6) Uani 1 d . . Cu2 Cu 0.16225(3) 0.29017(2) 0.26709(2) 0.01607(6) Uani 1 d . . S1 S -0.21224(6) 0.76960(4) 0.43096(3) 0.01513(9) Uani 1 d . . S2 S -0.34755(6) 0.06229(4) 0.25233(4) 0.01666(9) Uani 1 d . . O1 O 0.3418(2) 0.91458(11) 0.47836(10) 0.0179(3) Uani 1 d . . H11 H 0.2982(2) 0.93170(11) 0.53249(10) 0.022 Uiso 1 d R . H15 H 0.4652(2) 0.89950(11) 0.48939(10) 0.022 Uiso 1 d R . O2 O 0.0976(2) 0.98057(11) 0.34255(10) 0.0182(3) Uani 1 d . . H21 H -0.0141(2) 0.99730(11) 0.35021(10) 0.022 Uiso 1 d R . H22 H 0.1607(2) 1.03190(11) 0.38791(10) 0.022 Uiso 1 d R . O3 O 0.3918(2) 0.83015(12) 0.25477(11) 0.0219(3) Uani 1 d . . H31 H 0.5045(2) 0.81408(12) 0.28141(11) 0.026 Uiso 1 d R . H32 H 0.4250(2) 0.89008(12) 0.24791(11) 0.026 Uiso 1 d R . O4 O 0.3641(2) 0.29254(11) 0.37554(10) 0.0185(3) Uani 1 d . . H41 H 0.3422(2) 0.25822(11) 0.40851(10) 0.022 Uiso 1 d R . H42 H 0.4623(2) 0.25902(11) 0.34781(10) 0.022 Uiso 1 d R . O5 O 0.1282(2) 0.12446(11) 0.20399(12) 0.0244(3) Uani 1 d . . H51 H 0.2220(2) 0.08633(11) 0.21231(12) 0.029 Uiso 1 d R . H52 H 0.0218(2) 0.08883(11) 0.19951(12) 0.029 Uiso 1 d R . O6 O -0.0383(2) 0.31607(12) 0.37802(11) 0.0217(3) Uani 1 d . . H61 H 0.0230(2) 0.32262(12) 0.43991(11) 0.026 Uiso 1 d R . H62 H -0.1176(2) 0.25872(12) 0.34971(11) 0.026 Uiso 1 d R . O7 O 0.4110(2) 0.30889(15) 0.18046(12) 0.0329(4) Uani 1 d . . H71 H 0.4221(2) 0.24433(15) 0.13510(12) 0.040 Uiso 1 d R . H72 H 0.5230(2) 0.32293(15) 0.22060(12) 0.040 Uiso 1 d R . O8 O 0.5309(2) 0.45670(14) 0.81720(12) 0.0317(3) Uani 1 d . . H81 H 0.4961(2) 0.50978(14) 0.79863(12) 0.038 Uiso 1 d R . H82 H 0.4559(2) 0.40718(14) 0.77373(12) 0.038 Uiso 1 d R . O9 O 0.3060(2) 0.54799(14) 0.6601(2) 0.0416(4) Uani 1 d . . H91 H 0.2167(2) 0.58081(14) 0.6377(2) 0.050 Uiso 1 d R . H92 H 0.2560(2) 0.47711(14) 0.6231(2) 0.050 Uiso 1 d R . O10 O 0.3827(4) 0.0976(2) 0.03242(15) 0.0624(7) Uani 1 d . . H01 H 0.4011(4) 0.0546(2) 0.06769(15) 0.075 Uiso 1 d R . H02 H 0.3365(4) 0.0447(2) -0.02961(15) 0.075 Uiso 1 d R . O11 O -0.0566(2) 0.84670(12) 0.44441(11) 0.0231(3) Uani 1 d . . O12 O -0.3206(2) 0.82702(11) 0.51550(11) 0.0202(3) Uani 1 d . . O13 O -0.1458(2) 0.66768(11) 0.44033(11) 0.0238(3) Uani 1 d . . O14 O -0.3324(2) 0.73670(13) 0.33072(11) 0.0261(3) Uani 1 d . . O15 O -0.3475(2) 0.18518(12) 0.30833(13) 0.0300(4) Uani 1 d . . O16 O -0.2757(2) 0.01429(13) 0.32532(11) 0.0249(3) Uani 1 d . . O17 O -0.5391(2) 0.01550(12) 0.20161(11) 0.0235(3) Uani 1 d . . O18 O -0.2256(2) 0.03681(12) 0.17483(11) 0.0232(3) Uani 1 d . . N1 N -0.0074(2) 0.74558(12) 0.21345(12) 0.0146(3) Uani 1 d . . N2 N 0.2031(2) 0.68213(12) 0.34524(11) 0.0141(3) Uani 1 d . . N3 N 0.1889(2) 0.46000(12) 0.31731(12) 0.0151(3) Uani 1 d . . N4 N -0.0216(2) 0.30239(13) 0.15239(12) 0.0164(3) Uani 1 d . . C1 C -0.1117(3) 0.7807(2) 0.15012(14) 0.0185(4) Uani 1 d . . H1 H -0.1059(3) 0.8562(2) 0.16499(14) 0.022 Uiso 1 d R . C2 C -0.2301(3) 0.7068(2) 0.0617(2) 0.0215(4) Uani 1 d . . H2 H -0.3012(3) 0.7337(2) 0.0189(2) 0.026 Uiso 1 d R . C3 C -0.2415(3) 0.5946(2) 0.03781(14) 0.0191(4) Uani 1 d . . H3 H -0.3201(3) 0.5456(2) -0.02077(14) 0.023 Uiso 1 d R . C4 C -0.1325(2) 0.55490(15) 0.10326(13) 0.0149(3) Uani 1 d . . C5 C -0.0183(2) 0.63483(14) 0.18990(13) 0.0134(3) Uani 1 d . . C6 C 0.0950(2) 0.60232(14) 0.26283(13) 0.0131(3) Uani 1 d . . C7 C 0.2987(3) 0.6506(2) 0.41351(14) 0.0178(3) Uani 1 d . . H7 H 0.3720(3) 0.7038(2) 0.47192(14) 0.021 Uiso 1 d R . C8 C 0.2916(3) 0.5386(2) 0.39933(14) 0.0179(4) Uani 1 d . . H8 H 0.3604(3) 0.5194(2) 0.44851(14) 0.021 Uiso 1 d R . C9 C 0.0884(2) 0.49201(14) 0.24872(13) 0.0135(3) Uani 1 d . . C10 C -0.0273(2) 0.40796(14) 0.15942(14) 0.0148(3) Uani 1 d . . C11 C -0.1363(2) 0.43761(15) 0.08696(13) 0.0145(3) Uani 1 d . . C12 C -0.2445(3) 0.3502(2) 0.00193(14) 0.0187(4) Uani 1 d . . H12 H -0.3179(3) 0.3647(2) -0.04901(14) 0.022 Uiso 1 d R . C13 C -0.2399(3) 0.2429(2) -0.0046(2) 0.0224(4) Uani 1 d . . H13 H -0.3119(3) 0.1849(2) -0.0596(2) 0.027 Uiso 1 d R . C14 C -0.1267(3) 0.2217(2) 0.0718(2) 0.0217(4) Uani 1 d . . H14 H -0.1247(3) 0.1491(2) 0.0662(2) 0.026 Uiso 1 d 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 Cu1 0.01497(11) 0.01051(10) 0.01496(11) 0.00460(8) -0.00021(8) -0.00034(8) Cu2 0.01672(11) 0.01250(11) 0.01875(11) 0.00759(9) -0.00053(8) 0.00043(8) S1 0.0143(2) 0.0140(2) 0.0159(2) 0.0056(2) 0.0017(2) -0.00001(15) S2 0.0140(2) 0.0143(2) 0.0203(2) 0.0065(2) 0.0012(2) 0.0006(2) O1 0.0162(6) 0.0187(6) 0.0157(6) 0.0045(5) 0.0013(5) -0.0001(5) O2 0.0175(6) 0.0129(6) 0.0210(7) 0.0052(5) -0.0003(5) 0.0005(5) O3 0.0177(6) 0.0237(7) 0.0273(7) 0.0135(6) 0.0044(6) 0.0003(5) O4 0.0164(6) 0.0216(7) 0.0222(7) 0.0138(6) 0.0035(5) 0.0029(5) O5 0.0205(7) 0.0160(7) 0.0367(8) 0.0124(6) 0.0016(6) 0.0009(5) O6 0.0182(7) 0.0222(7) 0.0248(7) 0.0110(6) 0.0006(5) -0.0020(5) O7 0.0316(8) 0.0420(10) 0.0263(8) 0.0150(7) 0.0058(7) 0.0104(7) O8 0.0327(8) 0.0288(8) 0.0263(8) 0.0067(7) -0.0021(6) -0.0042(7) O9 0.0277(8) 0.0221(8) 0.0647(12) 0.0140(8) -0.0092(8) -0.0013(6) O10 0.122(2) 0.0333(10) 0.0275(10) 0.0100(8) 0.0081(11) 0.0146(12) O11 0.0213(7) 0.0196(7) 0.0253(7) 0.0048(6) 0.0084(6) -0.0038(5) O12 0.0201(7) 0.0186(7) 0.0229(7) 0.0079(6) 0.0089(5) 0.0022(5) O13 0.0289(8) 0.0166(7) 0.0268(7) 0.0103(6) 0.0039(6) 0.0058(6) O14 0.0249(7) 0.0278(8) 0.0203(7) 0.0079(6) -0.0051(6) -0.0006(6) O15 0.0173(7) 0.0139(7) 0.0493(10) 0.0041(7) 0.0047(6) 0.0008(5) O16 0.0252(7) 0.0314(8) 0.0209(7) 0.0135(6) 0.0048(6) 0.0071(6) O17 0.0165(6) 0.0216(7) 0.0296(8) 0.0100(6) -0.0020(6) -0.0028(5) O18 0.0220(7) 0.0260(7) 0.0251(7) 0.0133(6) 0.0068(6) 0.0023(6) N1 0.0155(7) 0.0129(7) 0.0156(7) 0.0062(6) 0.0026(6) 0.0012(5) N2 0.0127(7) 0.0137(7) 0.0143(7) 0.0046(6) 0.0019(5) 0.0004(5) N3 0.0143(7) 0.0146(7) 0.0172(7) 0.0080(6) 0.0015(6) 0.0012(5) N4 0.0174(7) 0.0126(7) 0.0172(7) 0.0055(6) -0.0001(6) -0.0010(6) C1 0.0209(9) 0.0163(9) 0.0197(9) 0.0096(7) 0.0020(7) 0.0035(7) C2 0.0233(9) 0.0207(9) 0.0216(9) 0.0122(8) -0.0024(7) 0.0034(7) C3 0.0208(9) 0.0182(9) 0.0166(8) 0.0074(7) -0.0022(7) 0.0003(7) C4 0.0148(8) 0.0153(8) 0.0146(8) 0.0065(7) 0.0022(6) 0.0015(6) C5 0.0133(8) 0.0131(8) 0.0142(8) 0.0058(6) 0.0029(6) 0.0017(6) C6 0.0121(7) 0.0134(8) 0.0137(8) 0.0054(6) 0.0023(6) 0.0013(6) C7 0.0166(8) 0.0175(9) 0.0167(8) 0.0063(7) -0.0019(7) -0.0018(7) C8 0.0177(8) 0.0178(9) 0.0176(8) 0.0086(7) -0.0020(7) 0.0001(7) C9 0.0118(7) 0.0141(8) 0.0147(8) 0.0065(7) 0.0012(6) 0.0002(6) C10 0.0143(8) 0.0127(8) 0.0162(8) 0.0050(7) 0.0020(6) -0.0001(6) C11 0.0139(8) 0.0142(8) 0.0140(8) 0.0047(7) 0.0015(6) 0.0004(6) C12 0.0182(9) 0.0181(9) 0.0161(8) 0.0053(7) -0.0021(7) -0.0022(7) C13 0.0259(10) 0.0161(9) 0.0193(9) 0.0041(7) -0.0027(8) -0.0045(7) C14 0.0252(10) 0.0138(8) 0.0233(10) 0.0067(7) -0.0010(8) -0.0029(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 Cu1 O1 1.9834(13) . ? Cu1 O2 1.9912(13) . ? Cu1 N1 2.035(2) . ? Cu1 N2 2.0551(15) . ? Cu1 O11 2.2827(14) . ? Cu1 O3 2.2847(14) . ? Cu2 O4 1.9737(13) . ? Cu2 O5 1.9942(14) . ? Cu2 N4 2.032(2) . ? Cu2 N3 2.054(2) . ? Cu2 O6 2.2769(14) . ? Cu2 O7 2.442(2) . ? S1 O11 1.4629(14) . ? S1 O14 1.4679(14) . ? S1 O13 1.4859(14) . ? S1 O12 1.5053(14) . ? S2 O16 1.4766(15) . ? S2 O18 1.4805(15) . ? S2 O17 1.4811(14) . ? S2 O15 1.4889(15) . ? O1 H11 0.84 . ? O1 H15 0.93 . ? O2 H21 0.86 . ? O2 H22 0.80 . ? O3 H31 0.92 . ? O3 H32 0.88 . ? O4 H41 0.81 . ? O4 H42 0.91 . ? O5 H51 0.88 . ? O5 H52 0.89 . ? O6 H61 0.91 . ? O6 H62 0.86 . ? O7 H71 0.85 . ? O7 H72 0.90 . ? O8 H81 0.87 . ? O8 H82 0.82 . ? O9 H91 0.88 . ? O9 H92 0.91 . ? O10 H01 0.91 . ? O10 H02 0.89 . ? N1 C1 1.334(2) . ? N1 C5 1.359(2) . ? N2 C7 1.330(2) . ? N2 C6 1.353(2) . ? N3 C8 1.326(2) . ? N3 C9 1.353(2) . ? N4 C14 1.336(2) . ? N4 C10 1.358(2) . ? C1 C2 1.403(3) . ? C1 H1 0.93 . ? C2 C3 1.377(3) . ? C2 H2 0.93 . ? C3 C4 1.411(2) . ? C3 H3 0.93 . ? C4 C5 1.403(2) . ? C4 C11 1.469(2) . ? C5 C6 1.447(2) . ? C6 C9 1.387(2) . ? C7 C8 1.409(3) . ? C7 H7 0.93 . ? C8 H8 0.93 . ? C9 C10 1.448(2) . ? C10 C11 1.405(2) . ? C11 C12 1.414(2) . ? C12 C13 1.383(3) . ? C12 H12 0.93 . ? C13 C14 1.402(3) . ? C13 H13 0.93 . ? C14 H14 0.93 . ? 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 O2 91.95(5) . . ? O1 Cu1 N1 175.20(6) . . ? O2 Cu1 N1 92.78(6) . . ? O1 Cu1 N2 93.75(6) . . ? O2 Cu1 N2 173.21(6) . . ? N1 Cu1 N2 81.58(6) . . ? O1 Cu1 O11 87.63(5) . . ? O2 Cu1 O11 90.54(5) . . ? N1 Cu1 O11 93.15(6) . . ? N2 Cu1 O11 86.01(6) . . ? O1 Cu1 O3 91.04(5) . . ? O2 Cu1 O3 89.34(5) . . ? N1 Cu1 O3 88.19(6) . . ? N2 Cu1 O3 94.24(5) . . ? O11 Cu1 O3 178.66(5) . . ? O4 Cu2 O5 92.35(6) . . ? O4 Cu2 N4 172.03(6) . . ? O5 Cu2 N4 92.87(6) . . ? O4 Cu2 N3 92.65(6) . . ? O5 Cu2 N3 174.16(6) . . ? N4 Cu2 N3 81.84(6) . . ? O4 Cu2 O6 88.66(5) . . ? O5 Cu2 O6 95.61(6) . . ? N4 Cu2 O6 96.82(6) . . ? N3 Cu2 O6 87.51(6) . . ? O4 Cu2 O7 84.85(5) . . ? O5 Cu2 O7 97.69(6) . . ? N4 Cu2 O7 88.48(6) . . ? N3 Cu2 O7 79.78(6) . . ? O6 Cu2 O7 165.41(6) . . ? O11 S1 O14 111.75(9) . . ? O11 S1 O13 110.83(9) . . ? O14 S1 O13 108.59(9) . . ? O11 S1 O12 107.69(8) . . ? O14 S1 O12 109.86(9) . . ? O13 S1 O12 108.05(8) . . ? O16 S2 O18 108.80(8) . . ? O16 S2 O17 110.24(9) . . ? O18 S2 O17 110.21(9) . . ? O16 S2 O15 109.57(9) . . ? O18 S2 O15 109.09(9) . . ? O17 S2 O15 108.92(8) . . ? Cu1 O1 H11 116.05(4) . . ? Cu1 O1 H15 124.79(4) . . ? H11 O1 H15 109.9 . . ? Cu1 O2 H21 115.67(4) . . ? Cu1 O2 H22 110.93(4) . . ? H21 O2 H22 104.1 . . ? Cu1 O3 H31 113.83(4) . . ? Cu1 O3 H32 119.18(4) . . ? H31 O3 H32 100.2 . . ? Cu2 O4 H41 116.51(4) . . ? Cu2 O4 H42 110.58(4) . . ? H41 O4 H42 102.5 . . ? Cu2 O5 H51 119.12(4) . . ? Cu2 O5 H52 121.49(4) . . ? H51 O5 H52 110.8 . . ? Cu2 O6 H61 110.51(3) . . ? Cu2 O6 H62 106.07(4) . . ? H61 O6 H62 111.6 . . ? Cu2 O7 H71 106.92(4) . . ? Cu2 O7 H72 112.66(4) . . ? H71 O7 H72 100.5 . . ? H81 O8 H82 97.0 . . ? H91 O9 H92 97.1 . . ? H01 O10 H02 99.0 . . ? S1 O11 Cu1 132.44(8) . . ? C1 N1 C5 118.0(2) . . ? C1 N1 Cu1 128.62(13) . . ? C5 N1 Cu1 113.36(11) . . ? C7 N2 C6 117.1(2) . . ? C7 N2 Cu1 131.32(13) . . ? C6 N2 Cu1 111.25(11) . . ? C8 N3 C9 117.3(2) . . ? C8 N3 Cu2 131.60(12) . . ? C9 N3 Cu2 110.97(12) . . ? C14 N4 C10 118.0(2) . . ? C14 N4 Cu2 128.91(13) . . ? C10 N4 Cu2 113.00(12) . . ? N1 C1 C2 121.7(2) . . ? N1 C1 H1 119.14(11) . . ? C2 C1 H1 119.13(11) . . ? C3 C2 C1 120.4(2) . . ? C3 C2 H2 119.84(11) . . ? C1 C2 H2 119.81(11) . . ? C2 C3 C4 119.2(2) . . ? C2 C3 H3 120.38(11) . . ? C4 C3 H3 120.40(11) . . ? C5 C4 C3 116.5(2) . . ? C5 C4 C11 119.5(2) . . ? C3 C4 C11 124.0(2) . . ? N1 C5 C4 124.3(2) . . ? N1 C5 C6 115.3(2) . . ? C4 C5 C6 120.4(2) . . ? N2 C6 C9 121.4(2) . . ? N2 C6 C5 118.4(2) . . ? C9 C6 C5 120.1(2) . . ? N2 C7 C8 121.5(2) . . ? N2 C7 H7 119.27(10) . . ? C8 C7 H7 119.24(10) . . ? N3 C8 C7 121.4(2) . . ? N3 C8 H8 119.31(10) . . ? C7 C8 H8 119.30(10) . . ? N3 C9 C6 121.3(2) . . ? N3 C9 C10 118.3(2) . . ? C6 C9 C10 120.4(2) . . ? N4 C10 C11 124.1(2) . . ? N4 C10 C9 115.5(2) . . ? C11 C10 C9 120.3(2) . . ? C10 C11 C12 116.6(2) . . ? C10 C11 C4 119.2(2) . . ? C12 C11 C4 124.2(2) . . ? C13 C12 C11 119.3(2) . . ? C13 C12 H12 120.37(11) . . ? C11 C12 H12 120.38(11) . . ? C12 C13 C14 119.9(2) . . ? C12 C13 H13 120.03(11) . . ? C14 C13 H13 120.02(11) . . ? N4 C14 C13 122.1(2) . . ? N4 C14 H14 118.97(11) . . ? C13 C14 H14 118.93(11) . . ? _refine_diff_density_max 0.607 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.078 #===END data_cu2papno # TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, crystal structures and magnetic properties of dinuclear coper(II) complexes with 4,7-phenanthrolino- 5,6:5'6'-pyrazine (pap) as bridging ligand ; loop_ _publ_author_name _publ_author_address 'Hilde Grove' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Jorunn Sletten' ; Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen Norway ; 'Miguel Julve' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; 'Francesc Lloret' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'C14 H14 Cu2 N8 O15' _chemical_formula_analytical ? _chemical_formula_sum 'C14 H14 Cu2 N8 O15' _chemical_formula_weight 661.41 _chemical_melting_point ? _chemical_compound_source 'synthesized by H. Grove' 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7332(3) _cell_length_b 9.0065(3) _cell_length_c 27.6888(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.149(2) _cell_angle_gamma 90.00 _cell_volume 2155.89(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.038 _exptl_crystal_density_method ? _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 2.073 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.6308 _exptl_absorpt_correction_T_max 0.8622 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35247 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 30.50 _reflns_number_total 6554 _reflns_number_observed 4815 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 4 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+1.8339P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bonded to C, difmap if bonded to O' _refine_ls_hydrogen_treatment 'riding model if bonded to C, isotropic ref if bonded to O' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6550 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_obs 0.0347 _refine_ls_wR_factor_all 0.0805 _refine_ls_wR_factor_obs 0.0703 _refine_ls_goodness_of_fit_all 1.016 _refine_ls_goodness_of_fit_obs 1.054 _refine_ls_restrained_S_all 1.023 _refine_ls_restrained_S_obs 1.054 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.85243(3) 1.30742(3) 0.121582(9) 0.02065(7) Uani 1 d . . Cu2 Cu 0.33262(3) 0.81721(3) 0.191606(9) 0.02022(7) Uani 1 d . . O1 O 1.0822(2) 1.2320(2) 0.16383(7) 0.0295(4) Uani 1 d . . H11 H 1.0767(41) 1.1631(36) 0.1690(13) 0.045(12) Uiso 1 d . . H10 H 1.1959(34) 1.2431(34) 0.1410(11) 0.042(8) Uiso 1 d . . O2 O 0.8433(3) 1.4666(2) 0.17038(7) 0.0375(5) Uani 1 d . . H20 H 0.7588(36) 1.4909(35) 0.1681(11) 0.036(9) Uiso 1 d . . H21 H 0.8914(45) 1.5411(48) 0.1639(14) 0.076(13) Uiso 1 d . . O3 O 0.3070(2) 0.8957(2) 0.25536(6) 0.0273(4) Uani 1 d . . H30 H 0.2341(40) 0.9463(39) 0.2584(12) 0.054(11) Uiso 1 d . . H31 H 0.3351(37) 0.8420(37) 0.2792(12) 0.046(9) Uiso 1 d . . O4 O 0.9838(2) 1.4358(2) 0.08660(6) 0.0263(3) Uani 1 d . . O5 O 0.7597(2) 1.5190(2) 0.05401(7) 0.0398(4) Uani 1 d . . O6 O 0.9695(2) 1.6293(2) 0.03977(8) 0.0481(5) Uani 1 d . . O7 O 0.1190(7) 0.7172(7) 0.1807(3) 0.0276(10) Uani 0.80 d P 1 O8 O 0.0713(4) 0.9276(4) 0.14376(13) 0.0337(7) Uani 0.80 d P 1 O9 O -0.1126(9) 0.7654(4) 0.1454(3) 0.0350(10) Uani 0.80 d P 1 O10 O 0.3984(2) 0.6121(2) 0.23083(6) 0.0256(3) Uani 1 d . . O11 O 0.6212(2) 0.6384(2) 0.20546(7) 0.0371(4) Uani 1 d . . O12 O 0.5875(2) 0.4624(2) 0.25660(6) 0.0321(4) Uani 1 d . . O13 O 1.4077(3) 1.3705(2) 0.15343(7) 0.0502(5) Uani 1 d . . O14 O 1.4973(2) 1.3198(2) 0.08527(7) 0.0461(5) Uani 1 d . . O15 O 1.2881(3) 1.2114(3) 0.10293(8) 0.0553(6) Uani 1 d . . N1 N 0.8128(2) 1.1485(2) 0.06994(7) 0.0201(4) Uani 1 d . . N2 N 0.7191(2) 1.1712(2) 0.15702(6) 0.0190(3) Uani 1 d . . N3 N 0.4994(2) 0.9751(2) 0.18521(6) 0.0200(4) Uani 1 d . . N4 N 0.3796(2) 0.7586(2) 0.12589(6) 0.0206(4) Uani 1 d . . N5 N 0.9012(2) 1.5320(2) 0.05896(7) 0.0256(4) Uani 1 d . . N6 N 0.0232(2) 0.8056(2) 0.15703(7) 0.0242(4) Uani 1 d . . N7 N 0.5390(2) 0.5689(2) 0.23096(7) 0.0240(4) Uani 1 d . . N8 N 1.3997(3) 1.3036(3) 0.11400(8) 0.0377(5) Uani 1 d . . C1 C 0.8609(3) 1.1428(3) 0.02616(8) 0.0241(5) Uani 1 d . . H1 H 0.9287(3) 1.2151(3) 0.01792(8) 0.029 Uiso 1 d R . C2 C 0.8118(3) 1.0303(3) -0.00761(8) 0.0253(5) Uani 1 d . . H2 H 0.8470(3) 1.0290(3) -0.03777(8) 0.030 Uiso 1 d R . C3 C 0.7111(2) 0.9219(3) 0.00380(8) 0.0233(4) Uani 1 d . . H3 H 0.6790(2) 0.8469(3) -0.01843(8) 0.028 Uiso 1 d R . C4 C 0.6574(2) 0.9257(2) 0.04939(8) 0.0195(4) Uani 1 d . . C5 C 0.7136(2) 1.0412(2) 0.08094(7) 0.0186(4) Uani 1 d . . C6 C 0.6633(2) 1.0558(2) 0.12816(7) 0.0182(4) Uani 1 d . . C7 C 0.6655(2) 1.1859(2) 0.19925(7) 0.0206(4) Uani 1 d . . H7 H 0.7020(2) 1.2632(2) 0.22002(7) 0.025 Uiso 1 d R . C8 C 0.5542(3) 1.0870(2) 0.21351(8) 0.0213(4) Uani 1 d . . H8 H 0.5187(3) 1.1008(2) 0.24331(8) 0.026 Uiso 1 d R . C9 C 0.5550(2) 0.9591(2) 0.14199(7) 0.0182(4) Uani 1 d . . C10 C 0.4923(2) 0.8421(2) 0.10979(8) 0.0189(4) Uani 1 d . . C11 C 0.5428(2) 0.8222(2) 0.06428(8) 0.0192(4) Uani 1 d . . C12 C 0.4730(3) 0.7052(2) 0.03509(8) 0.0225(4) Uani 1 d . . H12 H 0.5031(3) 0.6854(2) 0.00484(8) 0.027 Uiso 1 d R . C13 C 0.3602(3) 0.6209(2) 0.05184(8) 0.0244(5) Uani 1 d . . H13 H 0.3140(3) 0.5437(2) 0.03278(8) 0.029 Uiso 1 d R . C14 C 0.3144(3) 0.6503(2) 0.09716(8) 0.0233(4) Uani 1 d . . H14 H 0.2368(3) 0.5930(2) 0.10764(8) 0.028 Uiso 1 d R . O81 O 0.1201(15) 0.9128(16) 0.1605(5) 0.027(2) Uani 0.20 d P 2 O71 O 0.0830(27) 0.6861(28) 0.1814(12) 0.028(4) Uani 0.20 d P 2 O91 O -0.1120(34) 0.8159(18) 0.1429(11) 0.033(4) Uani 0.20 d P 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 0.02443(14) 0.01826(13) 0.02023(13) 0.00177(10) 0.00650(10) -0.00358(11) Cu2 0.02155(13) 0.02026(13) 0.02015(13) 0.00015(10) 0.00742(10) -0.00232(10) O1 0.0325(10) 0.0281(10) 0.0272(9) 0.0025(8) 0.0022(7) 0.0042(8) O2 0.0540(14) 0.0250(10) 0.0390(11) -0.0039(8) 0.0252(10) -0.0079(10) O3 0.0318(9) 0.0291(9) 0.0230(9) 0.0006(7) 0.0109(7) 0.0060(7) O4 0.0241(8) 0.0272(8) 0.0279(8) 0.0091(7) 0.0048(6) -0.0003(7) O5 0.0268(9) 0.0488(12) 0.0419(11) -0.0018(9) -0.0014(8) 0.0045(8) O6 0.0584(13) 0.0400(11) 0.0492(12) 0.0249(10) 0.0189(10) -0.0032(10) O7 0.024(2) 0.027(2) 0.032(2) 0.012(2) 0.008(2) 0.0035(15) O8 0.040(2) 0.0198(13) 0.043(2) 0.0063(14) 0.0090(13) -0.0050(14) O9 0.0217(15) 0.034(3) 0.047(2) 0.004(3) -0.0024(13) -0.004(2) O10 0.0256(8) 0.0229(8) 0.0299(9) 0.0009(7) 0.0095(7) 0.0037(6) O11 0.0252(9) 0.0420(10) 0.0445(11) 0.0137(9) 0.0067(8) -0.0046(8) O12 0.0367(10) 0.0272(9) 0.0315(9) 0.0055(7) 0.0014(7) 0.0070(7) O13 0.0720(15) 0.0497(12) 0.0269(10) -0.0108(9) 0.0005(9) 0.0174(11) O14 0.0535(12) 0.0495(12) 0.0372(11) 0.0123(9) 0.0135(9) 0.0155(10) O15 0.0552(13) 0.074(2) 0.0389(12) -0.0242(11) 0.0127(10) 0.0004(12) N1 0.0194(8) 0.0203(9) 0.0215(9) 0.0050(7) 0.0057(7) 0.0025(7) N2 0.0212(8) 0.0179(8) 0.0180(8) 0.0018(7) 0.0032(7) -0.0004(7) N3 0.0223(9) 0.0199(9) 0.0181(9) 0.0006(7) 0.0042(7) 0.0008(7) N4 0.0207(9) 0.0194(8) 0.0222(9) 0.0005(7) 0.0041(7) -0.0018(7) N5 0.0303(10) 0.0256(10) 0.0213(9) 0.0017(8) 0.0049(8) -0.0007(8) N6 0.0250(9) 0.0196(9) 0.0284(10) -0.0012(8) 0.0049(8) 0.0006(8) N7 0.0247(9) 0.0232(9) 0.0236(9) -0.0026(8) 0.0018(7) -0.0004(8) N8 0.0481(14) 0.0370(12) 0.0276(11) 0.0013(10) 0.0034(10) 0.0195(11) C1 0.0221(10) 0.0271(11) 0.0245(11) 0.0073(9) 0.0079(9) 0.0035(9) C2 0.0261(11) 0.0303(12) 0.0210(11) 0.0024(9) 0.0089(9) 0.0069(9) C3 0.0242(11) 0.0255(11) 0.0206(11) -0.0016(9) 0.0049(8) 0.0047(9) C4 0.0203(10) 0.0190(10) 0.0195(10) 0.0017(8) 0.0039(8) 0.0042(8) C5 0.0185(10) 0.0199(10) 0.0178(10) 0.0021(8) 0.0041(7) 0.0024(8) C6 0.0193(10) 0.0175(9) 0.0179(10) 0.0011(8) 0.0033(8) 0.0005(8) C7 0.0251(10) 0.0184(10) 0.0180(10) -0.0002(8) 0.0019(8) 0.0011(8) C8 0.0274(11) 0.0209(10) 0.0160(10) 0.0005(8) 0.0046(8) 0.0020(8) C9 0.0195(10) 0.0190(10) 0.0165(9) 0.0014(8) 0.0037(7) 0.0013(8) C10 0.0193(10) 0.0181(10) 0.0195(10) 0.0002(8) 0.0034(8) -0.0009(8) C11 0.0197(9) 0.0184(10) 0.0192(10) 0.0009(8) 0.0018(8) 0.0036(8) C12 0.0251(10) 0.0218(11) 0.0197(10) -0.0024(8) 0.0005(8) 0.0050(8) C13 0.0266(11) 0.0195(10) 0.0253(11) -0.0031(9) -0.0023(9) -0.0007(9) C14 0.0228(11) 0.0197(10) 0.0266(11) 0.0014(8) 0.0013(9) -0.0013(8) O81 0.029(7) 0.018(5) 0.033(7) 0.002(5) 0.004(4) -0.004(5) O71 0.028(11) 0.025(10) 0.035(6) 0.014(7) 0.021(8) 0.012(7) O91 0.023(6) 0.036(10) 0.036(7) 0.009(10) -0.005(4) 0.006(9) _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 O4 1.977(2) . ? Cu1 O2 1.980(2) . ? Cu1 N1 2.018(2) . ? Cu1 N2 2.037(2) . ? Cu1 O1 2.278(2) . ? Cu1 O5 2.713(2) . ? Cu2 O3 1.944(2) . ? Cu2 N4 1.992(2) . ? Cu2 O7 2.055(5) . ? Cu2 N3 2.062(2) . ? Cu2 O81 2.115(11) . ? Cu2 O10 2.179(2) . ? Cu2 O71 2.46(2) . ? Cu2 O8 2.664(3) . ? Cu2 O11 2.969(2) . ? O1 H11 0.64(3) . ? O1 H10 1.25(3) . ? O2 H20 0.76(3) . ? O2 H21 0.82(4) . ? O3 H30 0.80(4) . ? O3 H31 0.83(3) . ? O4 N5 1.304(2) . ? O5 N5 1.230(3) . ? O6 N5 1.223(3) . ? O7 N6 1.268(8) . ? O8 N6 1.250(4) . ? O9 N6 1.238(7) . ? O10 N7 1.288(2) . ? O11 N7 1.245(2) . ? O12 N7 1.232(2) . ? O13 N8 1.240(3) . ? O14 N8 1.254(3) . ? O15 N8 1.284(3) . ? N1 C1 1.339(3) . ? N1 C5 1.361(3) . ? N2 C7 1.326(3) . ? N2 C6 1.358(3) . ? N3 C8 1.324(3) . ? N3 C9 1.361(3) . ? N4 C14 1.334(3) . ? N4 C10 1.363(3) . ? N6 O91 1.19(3) . ? N6 O81 1.278(14) . ? N6 O71 1.34(3) . ? C1 C2 1.404(3) . ? C1 H1 0.93 . ? C2 C3 1.380(3) . ? C2 H2 0.93 . ? C3 C4 1.408(3) . ? C3 H3 0.93 . ? C4 C5 1.402(3) . ? C4 C11 1.469(3) . ? C5 C6 1.443(3) . ? C6 C9 1.380(3) . ? C7 C8 1.415(3) . ? C7 H7 0.93 . ? C8 H8 0.93 . ? C9 C10 1.438(3) . ? C10 C11 1.404(3) . ? C11 C12 1.412(3) . ? C12 C13 1.375(3) . ? C12 H12 0.93 . ? C13 C14 1.395(3) . ? C13 H13 0.93 . ? C14 H14 0.93 . ? 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 O4 Cu1 O2 89.60(8) . . ? O4 Cu1 N1 96.95(7) . . ? O2 Cu1 N1 167.93(9) . . ? O4 Cu1 N2 178.77(7) . . ? O2 Cu1 N2 91.51(8) . . ? N1 Cu1 N2 82.05(7) . . ? O4 Cu1 O1 84.03(7) . . ? O2 Cu1 O1 89.05(9) . . ? N1 Cu1 O1 101.67(7) . . ? N2 Cu1 O1 95.46(7) . . ? O4 Cu1 O5 52.28(6) . . ? O2 Cu1 O5 85.69(8) . . ? N1 Cu1 O5 90.30(7) . . ? N2 Cu1 O5 128.34(6) . . ? O1 Cu1 O5 135.95(7) . . ? O3 Cu2 N4 172.27(8) . . ? O3 Cu2 O7 94.3(2) . . ? N4 Cu2 O7 92.8(2) . . ? O3 Cu2 N3 90.05(7) . . ? N4 Cu2 N3 82.23(7) . . ? O7 Cu2 N3 158.1(2) . . ? O3 Cu2 O81 90.8(4) . . ? N4 Cu2 O81 91.1(4) . . ? N3 Cu2 O81 105.9(4) . . ? O3 Cu2 O10 84.94(7) . . ? N4 Cu2 O10 99.03(7) . . ? O7 Cu2 O10 82.6(2) . . ? N3 Cu2 O10 119.22(6) . . ? O81 Cu2 O10 134.6(4) . . ? O3 Cu2 O71 93.7(7) . . ? N4 Cu2 O71 93.5(7) . . ? N3 Cu2 O71 161.2(7) . . ? O81 Cu2 O71 55.7(8) . . ? O10 Cu2 O71 79.5(7) . . ? O3 Cu2 O8 96.62(10) . . ? N4 Cu2 O8 85.26(10) . . ? O7 Cu2 O8 52.7(2) . . ? N3 Cu2 O8 105.41(9) . . ? O10 Cu2 O8 135.35(9) . . ? O3 Cu2 O11 106.53(7) . . ? N4 Cu2 O11 72.16(6) . . ? O7 Cu2 O11 121.2(2) . . ? N3 Cu2 O11 77.76(6) . . ? O81 Cu2 O11 162.4(4) . . ? O10 Cu2 O11 46.89(5) . . ? O71 Cu2 O11 118.5(7) . . ? O8 Cu2 O11 156.69(9) . . ? Cu1 O1 H11 108.3(33) . . ? Cu1 O1 H10 114.9(13) . . ? H11 O1 H10 106.2(36) . . ? Cu1 O2 H20 106.4(24) . . ? Cu1 O2 H21 111.7(28) . . ? H20 O2 H21 105.4(35) . . ? Cu2 O3 H30 120.0(24) . . ? Cu2 O3 H31 116.9(22) . . ? H30 O3 H31 113.7(32) . . ? N5 O4 Cu1 111.42(13) . . ? N5 O5 Cu1 78.05(13) . . ? N6 O7 Cu2 108.6(3) . . ? N6 O8 Cu2 79.9(2) . . ? N7 O10 Cu2 116.22(13) . . ? N7 O11 Cu2 78.43(12) . . ? N8 O15 H10 100.4(12) . . ? C1 N1 C5 117.9(2) . . ? C1 N1 Cu1 128.6(2) . . ? C5 N1 Cu1 113.30(14) . . ? C7 N2 C6 117.0(2) . . ? C7 N2 Cu1 131.43(15) . . ? C6 N2 Cu1 111.05(13) . . ? C8 N3 C9 117.2(2) . . ? C8 N3 Cu2 132.44(15) . . ? C9 N3 Cu2 110.28(14) . . ? C14 N4 C10 118.4(2) . . ? C14 N4 Cu2 127.78(15) . . ? C10 N4 Cu2 113.86(14) . . ? O6 N5 O5 124.3(2) . . ? O6 N5 O4 117.9(2) . . ? O5 N5 O4 117.8(2) . . ? O9 N6 O8 122.0(3) . . ? O9 N6 O7 119.2(3) . . ? O8 N6 O7 118.7(3) . . ? O91 N6 O81 125.4(9) . . ? O91 N6 O71 121.7(12) . . ? O81 N6 O71 111.2(11) . . ? O12 N7 O11 122.7(2) . . ? O12 N7 O10 119.1(2) . . ? O11 N7 O10 118.2(2) . . ? O13 N8 O14 122.9(3) . . ? O13 N8 O15 118.1(2) . . ? O14 N8 O15 119.0(2) . . ? N1 C1 C2 121.7(2) . . ? N1 C1 H1 119.18(13) . . ? C2 C1 H1 119.15(13) . . ? C3 C2 C1 120.2(2) . . ? C3 C2 H2 119.92(13) . . ? C1 C2 H2 119.92(13) . . ? C2 C3 C4 119.5(2) . . ? C2 C3 H3 120.28(13) . . ? C4 C3 H3 120.24(13) . . ? C5 C4 C3 116.4(2) . . ? C5 C4 C11 119.2(2) . . ? C3 C4 C11 124.3(2) . . ? N1 C5 C4 124.4(2) . . ? N1 C5 C6 115.1(2) . . ? C4 C5 C6 120.5(2) . . ? N2 C6 C9 121.5(2) . . ? N2 C6 C5 118.2(2) . . ? C9 C6 C5 120.2(2) . . ? N2 C7 C8 121.7(2) . . ? N2 C7 H7 119.15(12) . . ? C8 C7 H7 119.18(12) . . ? N3 C8 C7 121.3(2) . . ? N3 C8 H8 119.27(12) . . ? C7 C8 H8 119.48(12) . . ? N3 C9 C6 121.4(2) . . ? N3 C9 C10 118.1(2) . . ? C6 C9 C10 120.4(2) . . ? N4 C10 C11 123.8(2) . . ? N4 C10 C9 115.5(2) . . ? C11 C10 C9 120.7(2) . . ? C10 C11 C12 116.4(2) . . ? C10 C11 C4 118.9(2) . . ? C12 C11 C4 124.7(2) . . ? C13 C12 C11 119.4(2) . . ? C13 C12 H12 120.33(13) . . ? C11 C12 H12 120.30(13) . . ? C12 C13 C14 120.6(2) . . ? C12 C13 H13 119.73(13) . . ? C14 C13 H13 119.69(13) . . ? N4 C14 C13 121.5(2) . . ? N4 C14 H14 119.17(12) . . ? C13 C14 H14 119.33(13) . . ? N6 O81 Cu2 104.9(7) . . ? N6 O71 Cu2 87.0(8) . . ? _refine_diff_density_max 0.436 _refine_diff_density_min -0.468 _refine_diff_density_rms 0.080