# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_Rodriguez_Dieguez _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ; Insights on the Binding Ability of a New Adenine Analog: 7-Amino-1,2,4-Triazolo[1,5-a]Pyrimidine. Synthesis and Magnetic Study of the First Copper(II) Complexes ; _publ_contact_author_name 'Antonio Rodriquez-Dieguez' _publ_contact_author_address ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; _publ_contact_author_email antonio5@ugr.es _publ_contact_author_phone '34 958 240442' _publ_contact_author_fax '34 958 248526' loop_ _publ_author_name _publ_author_address A.B.Caballero ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; A.Rodriquez-Dieguez ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; I.Vidal ; Grupo de Modelizacion y Diseno Molecular, Universidad de Granada, c/ Severo Ochoa s/n, 18071 Granada, Spain ; J.A.Dobado ; Grupo de Modelizacion y Diseno Molecular, Universidad de Granada, c/ Severo Ochoa s/n, 18071 Granada, Spain ; ; O.Castillo ; ; Departamento de Qu\'imica Inorg\'anica, Universidad del Pais Vasco, Apdo. 644, E-48080, Bilbao, Spain ; L.Lezama ; Departamento de Qu\'imica Inorg\'anica, Universidad del Pais Vasco, Apdo. 644, E-48080, Bilbao, Spain ; J.M.Salas ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; data_Compound1 _database_code_depnum_ccdc_archive 'CCDC 831829' #TrackingRef 'new_Dalton_Salas.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H5 N5' _chemical_formula_weight 135.14 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' _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 3.7456(4) _cell_length_b 11.8913(12) _cell_length_c 13.0276(13) _cell_angle_alpha 90.00 _cell_angle_beta 97.8090(10) _cell_angle_gamma 90.00 _cell_volume 574.87(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1537 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 26.71 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 280 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3018 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1016 _reflns_number_gt 880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0633P)^2^+0.0692P] 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 1016 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.0976 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 H71 H 0.655(5) 0.5938(18) 0.5654(14) 0.060(5) Uiso 1 1 d . . . H72 H 0.822(5) 0.6983(17) 0.6257(15) 0.067(6) Uiso 1 1 d . . . C2 C 0.1034(4) 0.59165(12) 0.29596(11) 0.0414(4) Uani 1 1 d . . . H2 H -0.0205 0.5301 0.2648 0.050 Uiso 1 1 calc R . . C3A C 0.3037(4) 0.75624(12) 0.31613(10) 0.0348(4) Uani 1 1 d . . . C5 C 0.5879(4) 0.90567(12) 0.39296(12) 0.0429(4) Uani 1 1 d . . . H5 H 0.6542 0.9810 0.3913 0.052 Uiso 1 1 calc R . . C6 C 0.7059(4) 0.84725(12) 0.48210(11) 0.0399(4) Uani 1 1 d . . . H6 H 0.8433 0.8833 0.5373 0.048 Uiso 1 1 calc R . . C7 C 0.6191(3) 0.73386(12) 0.48965(10) 0.0333(4) Uani 1 1 d . . . N1 N 0.2878(3) 0.58456(10) 0.38964(9) 0.0379(4) Uani 1 1 d . . . N3 N 0.1020(3) 0.69158(10) 0.24742(9) 0.0426(4) Uani 1 1 d . . . N4 N 0.3881(3) 0.86510(10) 0.30875(9) 0.0428(4) Uani 1 1 d . . . N8 N 0.4181(3) 0.69233(9) 0.40274(8) 0.0316(3) Uani 1 1 d . . . N71 N 0.7094(4) 0.66701(13) 0.56917(10) 0.0472(4) 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 C2 0.0441(8) 0.0426(9) 0.0349(8) -0.0065(6) -0.0042(6) -0.0015(6) C3A 0.0367(7) 0.0394(8) 0.0273(7) 0.0030(6) 0.0010(5) 0.0061(6) C5 0.0482(8) 0.0321(8) 0.0491(10) -0.0008(6) 0.0089(7) -0.0018(6) C6 0.0425(8) 0.0375(8) 0.0385(8) -0.0081(6) 0.0009(6) -0.0049(6) C7 0.0343(7) 0.0378(8) 0.0265(7) -0.0039(6) -0.0009(5) 0.0021(6) N1 0.0459(7) 0.0312(7) 0.0346(7) -0.0025(5) -0.0022(5) -0.0015(5) N3 0.0466(7) 0.0475(8) 0.0303(7) -0.0006(5) -0.0065(6) 0.0032(6) N4 0.0497(7) 0.0372(7) 0.0409(8) 0.0075(6) 0.0043(6) 0.0053(6) N8 0.0362(6) 0.0297(7) 0.0273(6) -0.0012(4) -0.0012(5) 0.0012(5) N71 0.0630(9) 0.0433(8) 0.0302(7) 0.0010(6) -0.0123(6) -0.0058(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 C2 N1 1.3208(19) . ? C2 N3 1.3458(19) . ? C2 H2 0.9300 . ? C3A N3 1.3340(18) . ? C3A N4 1.3391(19) . ? C3A N8 1.3795(17) . ? C5 N4 1.3317(19) . ? C5 C6 1.374(2) . ? C5 H5 0.9300 . ? C6 C7 1.393(2) . ? C6 H6 0.9300 . ? C7 N71 1.3132(19) . ? C7 N8 1.3641(16) . ? N1 N8 1.3736(16) . ? N71 H71 0.89(2) . ? N71 H72 0.88(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C2 N3 117.30(13) . . ? N1 C2 H2 121.3 . . ? N3 C2 H2 121.3 . . ? N3 C3A N4 128.81(13) . . ? N3 C3A N8 108.43(13) . . ? N4 C3A N8 122.76(12) . . ? N4 C5 C6 126.39(13) . . ? N4 C5 H5 116.8 . . ? C6 C5 H5 116.8 . . ? C5 C6 C7 119.85(13) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? N71 C7 N8 119.31(13) . . ? N71 C7 C6 127.14(13) . . ? N8 C7 C6 113.55(12) . . ? C2 N1 N8 100.82(11) . . ? C3A N3 C2 103.17(12) . . ? C5 N4 C3A 113.76(12) . . ? C7 N8 N1 125.99(11) . . ? C7 N8 C3A 123.67(12) . . ? N1 N8 C3A 110.28(11) . . ? C7 N71 H71 120.9(12) . . ? C7 N71 H72 116.5(13) . . ? H71 N71 H72 122.6(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N71 H72 N3 0.88(2) 2.21(2) 3.075(2) 168.1(17) 4_676 N71 H71 N1 0.90(2) 2.20(2) 3.039(2) 155.4(2) 3_666 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.149 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.073 data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 831830' #TrackingRef 'new_Dalton_Salas.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H13 Cu N5 O7' _chemical_formula_weight 354.77 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.927(5) _cell_length_b 7.603(5) _cell_length_c 13.009(5) _cell_angle_alpha 87.030(5) _cell_angle_beta 81.785(5) _cell_angle_gamma 71.481(5) _cell_volume 643.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4377 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 27.76 _exptl_crystal_description prismatic _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 362 _exptl_absorpt_coefficient_mu 1.744 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.674 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6273 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2253 _reflns_number_gt 2132 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0496P)^2^+0.3442P] 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 2253 _refine_ls_number_parameters 208 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0821 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.113 _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 0.26069(4) 0.38131(4) 0.164953(19) 0.02773(14) Uani 1 1 d . . . C2A C 0.2712(4) 0.1513(3) 0.36135(18) 0.0318(6) Uani 1 1 d . . . H2A H 0.2791 0.0499 0.3220 0.038 Uiso 1 1 calc R . . C3B C 0.2466(4) 0.0620(3) 0.05687(18) 0.0268(5) Uani 1 1 d . . . C3AA C 0.2521(4) 0.4270(3) 0.39830(17) 0.0257(5) Uani 1 1 d . . . C4B C 0.1982(5) 0.1785(4) -0.0394(2) 0.0358(6) Uani 1 1 d . . . H4B1 H 0.2761 0.1029 -0.0984 0.043 Uiso 1 1 calc R . . H4B2 H 0.0542 0.1994 -0.0444 0.043 Uiso 1 1 calc R . . C5A C 0.2376(4) 0.6688(4) 0.49420(19) 0.0330(6) Uani 1 1 d . . . H5A H 0.2302 0.7924 0.4990 0.040 Uiso 1 1 calc R . . C5B C 0.2338(4) 0.3637(3) -0.05406(18) 0.0276(5) Uani 1 1 d . . . C6A C 0.2455(4) 0.5663(4) 0.58427(19) 0.0333(6) Uani 1 1 d . . . H6A H 0.2434 0.6213 0.6468 0.040 Uiso 1 1 calc R . . C7A C 0.2566(4) 0.3809(4) 0.58273(18) 0.0293(5) Uani 1 1 d . . . N1A N 0.2718(3) 0.1390(3) 0.46173(16) 0.0333(5) Uani 1 1 d . . . N3A N 0.2583(3) 0.3200(3) 0.31711(15) 0.0278(4) Uani 1 1 d . . . N4A N 0.2397(3) 0.6045(3) 0.39934(16) 0.0312(5) Uani 1 1 d . . . N8A N 0.2601(3) 0.3165(3) 0.48526(15) 0.0269(4) Uani 1 1 d . . . N71A N 0.2641(4) 0.2654(3) 0.66246(16) 0.0396(5) Uani 1 1 d . . . H71A H 0.2711 0.1523 0.6530 0.047 Uiso 1 1 calc R . . H71B H 0.2621 0.3032 0.7239 0.047 Uiso 1 1 calc R . . O1B O 0.2406(3) 0.1371(2) 0.14276(13) 0.0375(4) Uani 1 1 d . . . O1W O 0.6153(3) 0.2792(3) 0.14062(15) 0.0351(4) Uani 1 1 d . . . O2B O 0.2835(3) -0.1069(2) 0.04908(14) 0.0422(5) Uani 1 1 d . . . O2W O 0.2219(4) 0.6430(3) 0.19288(16) 0.0426(5) Uani 1 1 d . . . O3W O -0.1519(4) 0.0582(3) 0.27955(19) 0.0553(6) Uani 1 1 d D . . O6B O 0.2441(3) 0.4266(3) -0.14379(13) 0.0437(5) Uani 1 1 d . . . O7B O 0.2443(3) 0.4550(2) 0.02267(12) 0.0321(4) Uani 1 1 d . . . H12W H 0.648(5) 0.361(5) 0.138(3) 0.039 Uiso 1 1 d . . . H11W H 0.646(5) 0.237(4) 0.087(3) 0.039 Uiso 1 1 d . . . H22W H 0.234(5) 0.666(4) 0.246(3) 0.039 Uiso 1 1 d . . . H21W H 0.244(5) 0.712(5) 0.161(3) 0.039 Uiso 1 1 d . . . H31W H -0.222(4) 0.128(4) 0.239(2) 0.039 Uiso 1 1 d D . . H32W H -0.035(3) 0.045(4) 0.249(2) 0.039 Uiso 1 1 d 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 0.0461(2) 0.0247(2) 0.01477(18) -0.00040(12) -0.00484(13) -0.01415(14) C2A 0.0487(15) 0.0279(13) 0.0198(12) -0.0023(9) -0.0057(10) -0.0127(11) C3B 0.0353(13) 0.0267(13) 0.0217(12) -0.0003(9) -0.0030(9) -0.0145(10) C3AA 0.0308(12) 0.0308(13) 0.0158(11) 0.0004(9) -0.0033(9) -0.0101(10) C4B 0.0605(17) 0.0285(13) 0.0249(13) 0.0039(10) -0.0164(12) -0.0192(12) C5A 0.0427(14) 0.0324(14) 0.0268(13) -0.0064(10) -0.0029(10) -0.0157(11) C5B 0.0382(13) 0.0281(13) 0.0194(12) 0.0006(9) -0.0068(10) -0.0134(10) C6A 0.0409(14) 0.0398(15) 0.0214(12) -0.0082(10) -0.0040(10) -0.0146(12) C7A 0.0336(13) 0.0371(14) 0.0170(11) -0.0038(10) -0.0047(9) -0.0098(10) N1A 0.0531(13) 0.0265(11) 0.0206(10) 0.0002(8) -0.0075(9) -0.0118(10) N3A 0.0398(11) 0.0271(11) 0.0169(10) -0.0009(8) -0.0032(8) -0.0111(9) N4A 0.0439(12) 0.0310(11) 0.0219(10) -0.0011(8) -0.0038(9) -0.0161(9) N8A 0.0368(11) 0.0280(11) 0.0169(10) -0.0011(8) -0.0043(8) -0.0112(9) N71A 0.0667(16) 0.0384(13) 0.0164(10) 0.0003(9) -0.0099(10) -0.0185(11) O1B 0.0718(13) 0.0298(9) 0.0174(8) 0.0007(7) -0.0081(8) -0.0243(9) O1W 0.0515(11) 0.0316(10) 0.0259(9) -0.0014(8) -0.0015(8) -0.0196(9) O2B 0.0800(14) 0.0254(10) 0.0251(10) 0.0013(7) -0.0082(9) -0.0218(9) O2W 0.0857(16) 0.0294(11) 0.0171(9) 0.0011(8) -0.0082(10) -0.0240(10) O3W 0.0759(16) 0.0466(13) 0.0467(14) 0.0056(10) -0.0187(12) -0.0201(12) O6B 0.0854(15) 0.0402(11) 0.0171(9) 0.0046(8) -0.0108(9) -0.0348(11) O7B 0.0559(11) 0.0276(9) 0.0172(8) 0.0021(7) -0.0080(7) -0.0183(8) _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 O7B 1.9144(17) . ? Cu1 O1B 1.945(2) . ? Cu1 O2W 1.967(2) . ? Cu1 N3A 2.009(2) . ? Cu1 O1W 2.308(3) . ? C2A N1A 1.305(3) . ? C2A N3A 1.360(3) . ? C3B O2B 1.234(3) . ? C3B O1B 1.271(3) . ? C3B C4B 1.511(3) . ? C3AA N4A 1.325(3) . ? C3AA N3A 1.354(3) . ? C3AA N8A 1.371(3) . ? C4B C5B 1.504(4) . ? C5A N4A 1.347(3) . ? C5A C6A 1.371(4) . ? C5B O6B 1.239(3) . ? C5B O7B 1.268(3) . ? C6A C7A 1.388(4) . ? C7A N71A 1.320(3) . ? C7A N8A 1.377(3) . ? N1A N8A 1.374(3) . ? 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 O7B Cu1 O1B 93.64(7) . . ? O7B Cu1 O2W 86.38(8) . . ? O1B Cu1 O2W 168.75(9) . . ? O7B Cu1 N3A 175.66(7) . . ? O1B Cu1 N3A 88.46(8) . . ? O2W Cu1 N3A 90.82(9) . . ? O7B Cu1 O1W 93.13(7) . . ? O1B Cu1 O1W 93.54(8) . . ? O2W Cu1 O1W 97.69(9) . . ? N3A Cu1 O1W 90.52(8) . . ? N1A C2A N3A 116.6(2) . . ? O2B C3B O1B 122.0(2) . . ? O2B C3B C4B 117.1(2) . . ? O1B C3B C4B 120.8(2) . . ? N4A C3AA N3A 129.3(2) . . ? N4A C3AA N8A 123.8(2) . . ? N3A C3AA N8A 106.9(2) . . ? C5B C4B C3B 121.5(2) . . ? N4A C5A C6A 125.2(2) . . ? O6B C5B O7B 121.5(2) . . ? O6B C5B C4B 117.1(2) . . ? O7B C5B C4B 121.3(2) . . ? C5A C6A C7A 120.4(2) . . ? N71A C7A N8A 118.7(2) . . ? N71A C7A C6A 127.4(2) . . ? N8A C7A C6A 113.9(2) . . ? C2A N1A N8A 101.32(19) . . ? C3AA N3A C2A 103.6(2) . . ? C3AA N3A Cu1 130.26(17) . . ? C2A N3A Cu1 126.05(16) . . ? C3AA N4A C5A 114.1(2) . . ? C3AA N8A N1A 111.54(19) . . ? C3AA N8A C7A 122.6(2) . . ? N1A N8A C7A 125.9(2) . . ? C3B O1B Cu1 127.82(16) . . ? C5B O7B Cu1 129.76(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.417 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.204 data_Compound3 _database_code_depnum_ccdc_archive 'CCDC 831831' #TrackingRef '- 22_october_Dalton_Salas.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H30 Cl4 Cu2 N20 O21' _chemical_formula_weight 1155.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 18.291(3) _cell_length_b 18.838(3) _cell_length_c 12.285(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.610(3) _cell_angle_gamma 90.00 _cell_volume 4232.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1194 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 16.82 _exptl_crystal_description prismatic _exptl_crystal_colour green _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.813 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2336 _exptl_absorpt_coefficient_mu 1.360 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.648 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details Empirical _exptl_special_details ; We have verified the C2/c space group by Platon aplication 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. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20693 _diffrn_reflns_av_R_equivalents 0.1141 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3741 _reflns_number_gt 2125 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1166P)^2^+3.2949P] 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 3741 _refine_ls_number_parameters 309 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1352 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.2273 _refine_ls_wR_factor_gt 0.1835 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 C2A C 0.1347(5) 0.3070(5) 0.2147(7) 0.065(2) Uani 1 1 d . . . H2A H 0.1494 0.2916 0.2834 0.078 Uiso 1 1 calc R . . C2B C 0.3168(5) 0.4119(4) -0.1278(7) 0.064(2) Uani 1 1 d . . . H2B H 0.3014 0.4175 -0.1997 0.076 Uiso 1 1 calc R . . C3AA C 0.1351(4) 0.3219(4) 0.0429(7) 0.0484(19) Uani 1 1 d . . . C3AB C 0.3281(4) 0.3617(4) 0.0300(7) 0.0488(19) Uani 1 1 d . . . C5A C 0.0980(4) 0.3594(4) -0.1222(7) 0.061(2) Uani 1 1 d . . . H5A H 0.1046 0.3611 -0.1972 0.073 Uiso 1 1 calc R . . C5B C 0.3641(4) 0.3453(4) 0.2011(7) 0.060(2) Uani 1 1 d . . . H5B H 0.3673 0.3182 0.2643 0.072 Uiso 1 1 calc R . . C6A C 0.0388(5) 0.3937(4) -0.0813(8) 0.067(2) Uani 1 1 d . . . H6A H 0.0078 0.4189 -0.1275 0.080 Uiso 1 1 calc R . . C6B C 0.3972(5) 0.4071(5) 0.1987(8) 0.073(3) Uani 1 1 d . . . H6B H 0.4219 0.4208 0.2618 0.087 Uiso 1 1 calc R . . C7A C 0.0249(4) 0.3908(4) 0.0301(7) 0.056(2) Uani 1 1 d . . . C7B C 0.3991(6) 0.4523(7) 0.1152(11) 0.100(4) Uani 1 1 d . . . N1A N 0.0771(4) 0.3460(4) 0.1992(6) 0.0642(19) Uani 1 1 d . . . N1B N 0.3578(5) 0.4609(4) -0.0780(7) 0.083(2) Uani 1 1 d . . . N3A N 0.1724(3) 0.2903(3) 0.1229(5) 0.0525(16) Uani 1 1 d . . . N3B N 0.2985(3) 0.3539(3) -0.0697(5) 0.0466(15) Uani 1 1 d . . . N4A N 0.1479(3) 0.3232(3) -0.0626(5) 0.0488(16) Uani 1 1 d . . . N4B N 0.3256(3) 0.3194(3) 0.1154(5) 0.0487(15) Uani 1 1 d . . . N8A N 0.0769(3) 0.3559(3) 0.0892(6) 0.0505(16) Uani 1 1 d . . . N8B N 0.3657(4) 0.4246(4) 0.0304(7) 0.075(2) Uani 1 1 d . . . N71A N -0.0310(4) 0.4181(4) 0.0826(6) 0.073(2) Uani 1 1 d . . . H71A H -0.0337 0.4135 0.1521 0.088 Uiso 1 1 calc R . . H72A H -0.0647 0.4405 0.0473 0.088 Uiso 1 1 calc R . . N71B N 0.4285(5) 0.5186(4) 0.0966(9) 0.111(3) Uani 1 1 d . . . H71B H 0.4241 0.5380 0.0335 0.133 Uiso 1 1 calc R . . H72B H 0.4514 0.5405 0.1481 0.133 Uiso 1 1 calc R . . O1W O 0.2729(3) 0.2105(3) 0.2866(5) 0.0672(16) Uani 1 1 d D . . O2C O 0.2155(5) 0.4567(5) 0.1399(15) 0.225(7) Uani 1 1 d . . . O2D O -0.0644(7) 0.1369(5) -0.0509(7) 0.163(4) Uani 1 1 d . . . O2W O 0.0000 0.1145(6) 0.2500 0.115(4) Uani 1 2 d S . . O3C O 0.2384(6) 0.5708(5) 0.1294(8) 0.145(4) Uani 1 1 d . . . O3D O 0.0210(5) 0.1993(6) 0.0488(9) 0.147(4) Uani 1 1 d . . . O4C O 0.1221(6) 0.5334(6) 0.1569(10) 0.189(5) Uani 1 1 d . . . O4D O -0.0970(8) 0.2148(10) 0.0669(12) 0.277(10) Uani 1 1 d . . . O3W O -0.2429(6) 0.1762(6) -0.0760(8) 0.159(4) Uani 1 1 d . . . O5C O 0.1700(8) 0.5095(9) 0.0031(12) 0.259(9) Uani 1 1 d . . . O5D O -0.0445(11) 0.2483(6) -0.0904(14) 0.279(11) Uani 1 1 d . . . Cl1C Cl 0.18666(15) 0.51787(14) 0.1168(3) 0.0963(10) Uani 1 1 d . . . Cl1D Cl -0.04615(17) 0.20284(16) -0.0068(3) 0.0914(9) Uani 1 1 d . . . Cu1 Cu 0.26366(5) 0.23016(5) 0.11440(7) 0.0456(3) Uani 1 1 d . . . H11W H 0.271(4) 0.257(4) 0.338(6) 0.055 Uiso 1 1 d . . . H12W H 0.280(4) 0.169(2) 0.319(5) 0.055 Uiso 1 1 d 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 C2A 0.068(6) 0.065(6) 0.063(6) 0.012(5) 0.009(5) 0.004(5) C2B 0.076(6) 0.052(5) 0.062(6) 0.004(4) -0.015(5) -0.019(4) C3AA 0.046(4) 0.041(4) 0.059(5) 0.000(4) -0.001(4) 0.001(3) C3AB 0.043(4) 0.042(4) 0.062(5) -0.007(4) 0.002(4) -0.002(3) C5A 0.060(5) 0.057(5) 0.067(6) 0.005(4) -0.009(4) 0.012(4) C5B 0.070(6) 0.063(6) 0.047(5) 0.008(4) -0.002(4) -0.010(4) C6A 0.056(5) 0.057(5) 0.087(7) 0.015(5) -0.010(5) 0.012(4) C6B 0.089(7) 0.057(6) 0.072(6) 0.002(5) -0.016(5) -0.023(5) C7A 0.044(5) 0.049(5) 0.074(6) 0.005(4) -0.001(4) 0.005(4) C7B 0.087(8) 0.105(10) 0.108(10) -0.005(8) -0.003(7) 0.010(7) N1A 0.053(4) 0.075(5) 0.065(5) 0.004(4) 0.004(4) 0.017(4) N1B 0.091(6) 0.077(6) 0.082(6) 0.016(5) 0.009(5) -0.011(5) N3A 0.045(4) 0.054(4) 0.059(4) 0.004(3) 0.007(3) 0.008(3) N3B 0.047(4) 0.045(4) 0.048(4) 0.005(3) 0.001(3) -0.005(3) N4A 0.045(4) 0.042(4) 0.059(4) 0.011(3) -0.002(3) 0.003(3) N4B 0.055(4) 0.048(4) 0.043(4) 0.002(3) -0.004(3) -0.006(3) N8A 0.039(3) 0.045(4) 0.067(5) 0.003(3) 0.004(3) 0.007(3) N8B 0.056(5) 0.075(5) 0.094(6) -0.028(5) -0.006(4) -0.010(4) N71A 0.054(4) 0.076(5) 0.089(6) 0.007(4) 0.007(4) 0.023(4) N71B 0.111(7) 0.064(6) 0.157(9) -0.024(6) -0.005(6) -0.042(5) O1W 0.088(4) 0.056(4) 0.057(4) 0.009(3) -0.008(3) -0.007(3) O2C 0.096(7) 0.078(6) 0.50(2) 0.061(9) 0.016(10) 0.002(5) O2D 0.257(12) 0.111(7) 0.119(7) -0.008(6) -0.054(8) -0.054(8) O2W 0.121(9) 0.109(9) 0.115(9) 0.000 -0.018(7) 0.000 O3C 0.190(9) 0.089(6) 0.155(8) -0.014(5) -0.065(7) -0.042(6) O3D 0.082(6) 0.188(9) 0.172(9) -0.010(7) -0.033(6) -0.037(6) O4C 0.130(8) 0.207(12) 0.231(12) -0.065(9) 0.009(8) 0.092(8) O4D 0.165(12) 0.47(3) 0.195(14) -0.140(16) -0.007(10) 0.141(15) O3W 0.143(8) 0.198(10) 0.134(8) 0.076(7) 0.010(6) -0.016(7) O5C 0.200(12) 0.34(2) 0.231(14) -0.190(14) -0.086(11) 0.040(13) O5D 0.43(2) 0.124(9) 0.279(17) 0.109(11) -0.196(18) -0.135(13) Cl1C 0.0781(18) 0.0656(17) 0.144(3) -0.0415(17) -0.0285(18) 0.0137(14) Cl1D 0.093(2) 0.0834(19) 0.098(2) -0.0161(17) -0.0108(17) -0.0194(15) Cu1 0.0440(6) 0.0432(6) 0.0496(6) 0.0018(4) -0.0010(4) 0.0017(4) _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 C2A N1A 1.298(10) . ? C2A N3A 1.365(10) . ? C2B N1B 1.334(11) . ? C2B N3B 1.349(9) . ? C3AA N4A 1.320(9) . ? C3AA N3A 1.331(9) . ? C3AA N8A 1.371(9) . ? C3AB N4B 1.319(9) . ? C3AB N3B 1.342(9) . ? C3AB N8B 1.368(10) . ? C5A N4A 1.349(9) . ? C5A C6A 1.361(11) . ? C5B C6B 1.313(11) . ? C5B N4B 1.352(9) . ? C6A C7A 1.396(11) . ? C6B C7B 1.334(14) . ? C7A N71A 1.318(9) . ? C7A N8A 1.360(9) . ? C7B N8B 1.310(13) . ? C7B N71B 1.379(14) . ? N1A N8A 1.365(9) . ? N1B N8B 1.504(11) . ? N3A Cu1 2.021(6) . ? N3B Cu1 2.023(6) 7 ? N4A Cu1 2.014(6) 7 ? N4B Cu1 2.028(6) . ? O1W Cu1 2.153(6) . ? O2C Cl1C 1.298(9) . ? O2D Cl1D 1.394(9) . ? O3C Cl1C 1.382(8) . ? O3D Cl1D 1.400(9) . ? O4C Cl1C 1.318(10) . ? O4D Cl1D 1.323(12) . ? O5C Cl1C 1.435(13) . ? O5D Cl1D 1.338(12) . ? Cu1 N4A 2.014(6) 7 ? Cu1 N3B 2.023(6) 7 ? Cu1 Cu1 2.9460(18) 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 N1A C2A N3A 115.2(8) . . ? N1B C2B N3B 117.3(8) . . ? N4A C3AA N3A 129.6(7) . . ? N4A C3AA N8A 123.0(7) . . ? N3A C3AA N8A 107.4(7) . . ? N4B C3AB N3B 130.0(7) . . ? N4B C3AB N8B 122.8(8) . . ? N3B C3AB N8B 107.2(7) . . ? N4A C5A C6A 125.1(8) . . ? C6B C5B N4B 122.6(8) . . ? C5A C6A C7A 119.9(8) . . ? C5B C6B C7B 126.8(10) . . ? N71A C7A N8A 118.0(8) . . ? N71A C7A C6A 128.0(8) . . ? N8A C7A C6A 114.1(7) . . ? N8B C7B C6B 109.9(11) . . ? N8B C7B N71B 114.2(11) . . ? C6B C7B N71B 135.9(12) . . ? C2A N1A N8A 102.5(6) . . ? C2B N1B N8B 98.0(7) . . ? C3AA N3A C2A 104.3(7) . . ? C3AA N3A Cu1 129.1(5) . . ? C2A N3A Cu1 126.6(6) . . ? C3AB N3B C2B 107.1(6) . . ? C3AB N3B Cu1 123.6(5) . 7 ? C2B N3B Cu1 129.2(5) . 7 ? C3AA N4A C5A 114.6(7) . . ? C3AA N4A Cu1 116.9(5) . 7 ? C5A N4A Cu1 128.4(6) . 7 ? C3AB N4B C5B 112.3(6) . . ? C3AB N4B Cu1 121.4(5) . . ? C5B N4B Cu1 126.2(5) . . ? C7A N8A N1A 126.1(6) . . ? C7A N8A C3AA 123.2(7) . . ? N1A N8A C3AA 110.6(6) . . ? C7B N8B C3AB 125.3(10) . . ? C7B N8B N1B 124.1(9) . . ? C3AB N8B N1B 110.3(7) . . ? O2C Cl1C O4C 118.6(8) . . ? O2C Cl1C O3C 109.9(6) . . ? O4C Cl1C O3C 114.4(7) . . ? O2C Cl1C O5C 101.3(9) . . ? O4C Cl1C O5C 101.9(8) . . ? O3C Cl1C O5C 109.1(8) . . ? O4D Cl1D O5D 116.0(12) . . ? O4D Cl1D O2D 104.4(10) . . ? O5D Cl1D O2D 106.3(7) . . ? O4D Cl1D O3D 107.0(7) . . ? O5D Cl1D O3D 112.2(9) . . ? O2D Cl1D O3D 110.6(7) . . ? N4A Cu1 N3A 164.3(3) 7 . ? N4A Cu1 N3B 88.5(2) 7 7 ? N3A Cu1 N3B 89.5(2) . 7 ? N4A Cu1 N4B 88.0(2) 7 . ? N3A Cu1 N4B 89.8(2) . . ? N3B Cu1 N4B 164.5(2) 7 . ? N4A Cu1 O1W 99.8(3) 7 . ? N3A Cu1 O1W 95.9(3) . . ? N3B Cu1 O1W 99.8(2) 7 . ? N4B Cu1 O1W 95.7(2) . . ? N4A Cu1 Cu1 87.34(19) 7 7 ? N3A Cu1 Cu1 77.00(19) . 7 ? N3B Cu1 Cu1 81.40(17) 7 7 ? N4B Cu1 Cu1 83.36(18) . 7 ? O1W Cu1 Cu1 172.77(18) . 7 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.849 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.105 data_Compound4 _database_code_depnum_ccdc_archive 'CCDC 831832' #TrackingRef 'new_Dalton_Salas.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H10 Cu N10 O4, 3(H2 O)' _chemical_formula_structural 'C12 H10 Cu N10 O4, 3(H2 O)' _chemical_formula_sum 'C12 H16 Cu N10 O7' _chemical_formula_weight 475.89 _chemical_compound_source 'synthesis as described' 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 25.0574(10) _cell_length_b 6.8244(3) _cell_length_c 24.2133(9) _cell_angle_alpha 90.00 _cell_angle_beta 116.800(5) _cell_angle_gamma 90.00 _cell_volume 3695.8(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12462 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.97 _exptl_crystal_description prismatic _exptl_crystal_colour green _exptl_crystal_size_max 0.4852 _exptl_crystal_size_mid 0.1846 _exptl_crystal_size_min 0.1077 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 1.245 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.706 _exptl_absorpt_correction_T_max 0.884 _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11544 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.97 _reflns_number_total 4436 _reflns_number_gt 3064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0662P)^2^] 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 4436 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1131 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 0.184080(14) 0.32646(5) 0.659142(14) 0.02303(12) Uani 1 1 d . . . C1 C 0.23724(14) 0.4513(5) 0.77892(12) 0.0316(7) Uani 1 1 d . . . C2 C 0.17976(15) 0.3474(5) 0.76898(14) 0.0393(8) Uani 1 1 d . . . O1 O 0.24823(9) 0.4473(4) 0.73257(9) 0.0395(6) Uani 1 1 d . . . O2 O 0.26829(11) 0.5317(3) 0.82884(9) 0.0433(6) Uani 1 1 d . . . O3 O 0.16660(13) 0.3346(5) 0.81184(12) 0.0793(11) Uani 1 1 d . . . O4 O 0.14864(9) 0.2820(4) 0.71464(9) 0.0379(6) Uani 1 1 d . . . N1A N 0.28414(10) 0.4165(4) 0.56512(10) 0.0250(5) Uani 1 1 d . . . C2A C 0.27386(12) 0.3798(4) 0.61244(12) 0.0263(6) Uani 1 1 d . . . H2A H 0.3025 0.3205 0.6481 0.032 Uiso 1 1 calc R . . N3A N 0.21950(10) 0.4321(4) 0.60705(10) 0.0238(5) Uani 1 1 d . . . C3A C 0.19214(12) 0.5133(4) 0.55067(11) 0.0202(6) Uani 1 1 d . . . N4A N 0.13843(10) 0.5937(4) 0.52269(10) 0.0258(5) Uani 1 1 d . . . C5A C 0.12341(13) 0.6498(4) 0.46454(13) 0.0289(6) Uani 1 1 d . . . H5A H 0.0858 0.7057 0.4423 0.035 Uiso 1 1 calc R . . C6A C 0.15883(13) 0.6318(4) 0.43473(12) 0.0273(7) Uani 1 1 d . . . H6A H 0.1442 0.6702 0.3936 0.033 Uiso 1 1 calc R . . C7A C 0.21595(12) 0.5569(4) 0.46570(12) 0.0224(6) Uani 1 1 d . . . N7A N 0.25609(10) 0.5392(4) 0.44444(10) 0.0267(5) Uani 1 1 d . . . H72A H 0.2909 0.4918 0.4678 0.032 Uiso 1 1 calc R . . H71A H 0.2473 0.5751 0.4073 0.032 Uiso 1 1 calc R . . N8A N 0.23079(9) 0.4992(3) 0.52454(9) 0.0199(5) Uani 1 1 d . . . N1B N 0.00523(11) 0.2865(4) 0.54066(11) 0.0306(6) Uani 1 1 d . . . C2B C 0.05470(13) 0.2958(5) 0.59241(13) 0.0289(7) Uani 1 1 d . . . H2B H 0.0546 0.3302 0.6295 0.035 Uiso 1 1 calc R . . N3B N 0.10589(10) 0.2532(4) 0.58939(10) 0.0240(5) Uani 1 1 d . . . C3B C 0.08790(12) 0.2098(4) 0.52956(12) 0.0218(6) Uani 1 1 d . . . N4B N 0.11930(10) 0.1542(4) 0.50042(10) 0.0266(5) Uani 1 1 d . . . C5B C 0.08637(14) 0.1337(5) 0.43915(13) 0.0310(7) Uani 1 1 d . . . H5B H 0.1068 0.1004 0.4166 0.037 Uiso 1 1 calc R . . C6B C 0.02554(13) 0.1568(5) 0.40631(13) 0.0315(7) Uani 1 1 d . . . H6B H 0.0066 0.1393 0.3636 0.038 Uiso 1 1 calc R . . C7B C -0.00746(12) 0.2071(4) 0.43790(12) 0.0257(6) Uani 1 1 d . . . N7B N -0.06568(11) 0.2320(4) 0.41484(11) 0.0348(6) Uani 1 1 d . . . H72B H -0.0813 0.2630 0.4388 0.042 Uiso 1 1 calc R . . H71B H -0.0881 0.2171 0.3758 0.042 Uiso 1 1 calc R . . N8B N 0.02695(10) 0.2316(3) 0.49997(10) 0.0229(5) Uani 1 1 d . . . O1W O 0.12748(14) 0.8347(5) 0.71639(13) 0.0810(10) Uani 1 1 d . . . O3W O 0.0610(4) 0.3331(14) 0.2765(4) 0.262(4) Uani 1 1 d . . . O2W O 0.4365(2) 0.5895(11) 0.7200(3) 0.192(3) 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 0.02231(18) 0.0355(2) 0.01259(16) -0.00105(15) 0.00901(13) -0.00361(16) C1 0.0404(17) 0.0352(18) 0.0193(14) -0.0019(13) 0.0135(13) -0.0043(15) C2 0.0431(18) 0.059(2) 0.0222(14) -0.0068(15) 0.0203(14) -0.0083(18) O1 0.0400(12) 0.0626(16) 0.0187(10) -0.0097(10) 0.0158(9) -0.0210(12) O2 0.0596(15) 0.0512(15) 0.0189(10) -0.0110(10) 0.0177(10) -0.0212(13) O3 0.075(2) 0.149(3) 0.0321(13) -0.0270(17) 0.0397(14) -0.049(2) O4 0.0296(11) 0.0690(17) 0.0176(10) -0.0055(10) 0.0129(9) -0.0133(11) N1A 0.0202(11) 0.0331(14) 0.0222(12) 0.0029(10) 0.0099(9) 0.0014(11) C2A 0.0223(14) 0.0355(17) 0.0191(13) 0.0040(12) 0.0076(11) 0.0002(13) N3A 0.0234(11) 0.0337(14) 0.0155(10) 0.0005(10) 0.0099(9) -0.0035(11) C3A 0.0244(13) 0.0223(15) 0.0177(12) -0.0031(11) 0.0128(11) -0.0043(12) N4A 0.0267(12) 0.0304(14) 0.0261(12) 0.0043(11) 0.0170(10) 0.0043(11) C5A 0.0254(14) 0.0342(17) 0.0265(14) 0.0074(13) 0.0112(12) 0.0040(14) C6A 0.0289(14) 0.0356(18) 0.0178(13) 0.0054(12) 0.0108(11) 0.0036(13) C7A 0.0295(14) 0.0217(15) 0.0192(13) -0.0027(11) 0.0138(11) -0.0048(12) N7A 0.0300(13) 0.0351(14) 0.0201(11) 0.0019(10) 0.0158(10) 0.0001(11) N8A 0.0215(11) 0.0234(12) 0.0173(11) -0.0013(9) 0.0110(9) -0.0008(10) N1B 0.0232(12) 0.0481(17) 0.0246(12) -0.0019(11) 0.0143(10) -0.0012(12) C2B 0.0252(14) 0.0427(19) 0.0211(14) -0.0019(13) 0.0126(12) -0.0028(14) N3B 0.0222(12) 0.0318(13) 0.0186(11) -0.0007(10) 0.0098(10) -0.0019(11) C3B 0.0205(13) 0.0213(15) 0.0224(13) 0.0027(11) 0.0084(11) -0.0005(11) N4B 0.0234(11) 0.0332(14) 0.0240(12) -0.0046(11) 0.0113(10) 0.0005(11) C5B 0.0333(16) 0.0369(19) 0.0264(15) -0.0052(13) 0.0165(13) 0.0033(14) C6B 0.0314(15) 0.0390(18) 0.0208(14) -0.0051(13) 0.0090(12) -0.0003(15) C7B 0.0237(14) 0.0264(17) 0.0207(13) 0.0003(12) 0.0046(11) -0.0016(12) N7B 0.0230(13) 0.0523(17) 0.0235(13) -0.0057(12) 0.0055(10) 0.0002(12) N8B 0.0208(11) 0.0287(13) 0.0195(11) -0.0018(10) 0.0095(9) -0.0011(10) O1W 0.0627(19) 0.124(3) 0.0422(16) -0.0002(17) 0.0109(14) -0.032(2) O3W 0.243(9) 0.305(10) 0.323(11) -0.103(8) 0.202(9) -0.051(7) O2W 0.124(4) 0.231(7) 0.212(6) 0.010(6) 0.068(5) 0.056(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O4 1.9397(19) . ? Cu1 O1 1.962(2) . ? Cu1 N3A 1.977(2) . ? Cu1 N3B 1.989(2) . ? Cu1 O2 2.289(2) 4_546 ? C1 O2 1.233(3) . ? C1 O1 1.271(3) . ? C1 C2 1.524(4) . ? C2 O3 1.225(4) . ? C2 O4 1.270(4) . ? O2 Cu1 2.289(2) 4_556 ? N1A C2A 1.307(3) . ? N1A N8A 1.373(3) . ? C2A N3A 1.356(3) . ? N3A C3A 1.340(3) . ? C3A N4A 1.323(3) . ? C3A N8A 1.378(3) . ? N4A C5A 1.339(3) . ? C5A C6A 1.379(4) . ? C6A C7A 1.380(4) . ? C7A N7A 1.326(3) . ? C7A N8A 1.358(3) . ? N1B C2B 1.308(4) . ? N1B N8B 1.375(3) . ? C2B N3B 1.349(3) . ? N3B C3B 1.342(3) . ? C3B N4B 1.327(3) . ? C3B N8B 1.372(3) . ? N4B C5B 1.341(4) . ? C5B C6B 1.374(4) . ? C6B C7B 1.399(4) . ? C7B N7B 1.317(4) . ? C7B N8B 1.364(3) . ? 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 O1 83.22(8) . . ? O4 Cu1 N3A 167.57(10) . . ? O1 Cu1 N3A 90.28(9) . . ? O4 Cu1 N3B 88.03(9) . . ? O1 Cu1 N3B 165.03(10) . . ? N3A Cu1 N3B 95.94(9) . . ? O4 Cu1 O2 98.61(9) . 4_546 ? O1 Cu1 O2 94.99(10) . 4_546 ? N3A Cu1 O2 92.47(9) . 4_546 ? N3B Cu1 O2 98.32(10) . 4_546 ? O2 C1 O1 125.7(3) . . ? O2 C1 C2 119.7(3) . . ? O1 C1 C2 114.6(2) . . ? O3 C2 O4 125.3(3) . . ? O3 C2 C1 119.7(3) . . ? O4 C2 C1 115.0(2) . . ? C1 O1 Cu1 113.21(19) . . ? C1 O2 Cu1 125.3(2) . 4_556 ? C2 O4 Cu1 113.82(19) . . ? C2A N1A N8A 101.1(2) . . ? N1A C2A N3A 116.8(2) . . ? C3A N3A C2A 103.7(2) . . ? C3A N3A Cu1 129.05(18) . . ? C2A N3A Cu1 124.27(19) . . ? N4A C3A N3A 128.9(2) . . ? N4A C3A N8A 123.9(2) . . ? N3A C3A N8A 107.2(2) . . ? C3A N4A C5A 113.3(2) . . ? N4A C5A C6A 125.7(3) . . ? C5A C6A C7A 120.2(2) . . ? N7A C7A N8A 118.9(2) . . ? N7A C7A C6A 127.2(2) . . ? N8A C7A C6A 113.8(2) . . ? C7A N8A N1A 126.0(2) . . ? C7A N8A C3A 123.0(2) . . ? N1A N8A C3A 111.0(2) . . ? C2B N1B N8B 100.9(2) . . ? N1B C2B N3B 116.8(2) . . ? C3B N3B C2B 104.0(2) . . ? C3B N3B Cu1 134.03(18) . . ? C2B N3B Cu1 119.77(18) . . ? N4B C3B N3B 130.2(2) . . ? N4B C3B N8B 122.7(2) . . ? N3B C3B N8B 107.0(2) . . ? C3B N4B C5B 113.7(2) . . ? N4B C5B C6B 126.7(3) . . ? C5B C6B C7B 119.1(3) . . ? N7B C7B N8B 118.7(3) . . ? N7B C7B C6B 127.9(3) . . ? N8B C7B C6B 113.4(2) . . ? C7B N8B C3B 124.3(2) . . ? C7B N8B N1B 124.4(2) . . ? C3B N8B N1B 111.2(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.635 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.103 data_Compound5 _database_code_depnum_ccdc_archive 'CCDC 831833' #TrackingRef 'new_Dalton_Salas.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cu N10 O6' _chemical_formula_weight 485.92 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 7.2299(8) _cell_length_b 11.3987(12) _cell_length_c 12.7792(12) _cell_angle_alpha 90.00 _cell_angle_beta 117.793(5) _cell_angle_gamma 90.00 _cell_volume 931.66(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 679 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 19.69 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 498 _exptl_absorpt_coefficient_mu 1.233 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.707 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9090 _diffrn_reflns_av_R_equivalents 0.1370 _diffrn_reflns_av_sigmaI/netI 0.1103 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 23.51 _reflns_number_total 1375 _reflns_number_gt 903 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1026P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1375 _refine_ls_number_parameters 141 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1285 _refine_ls_R_factor_gt 0.0729 _refine_ls_wR_factor_ref 0.1872 _refine_ls_wR_factor_gt 0.1593 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.054 _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 0.5000 0.29669(13) 0.7500 0.0253(6) Uani 1 2 d S . . O1B O 0.7090(8) 0.4212(5) 0.8314(4) 0.0288(14) Uani 1 1 d . . . O2B O 0.7504(8) 0.3652(5) 0.6787(5) 0.0287(14) Uani 1 1 d . . . N8A N 0.2585(9) 0.0203(6) 0.5151(5) 0.0233(17) Uani 1 1 d . . . N71A N 0.1968(10) -0.1324(7) 0.3832(6) 0.0279(17) Uani 1 1 d D . . N3A N 0.3398(10) 0.1819(6) 0.6230(5) 0.0232(10) Uani 1 1 d . . . C2A C 0.3320(11) 0.1974(8) 0.5134(7) 0.0238(19) Uani 1 1 d . . . H2A H 0.3598 0.2695 0.4897 0.029 Uiso 1 1 calc R . . N4A N 0.2673(10) 0.0057(6) 0.7041(5) 0.0232(10) Uani 1 1 d . . . N1A N 0.2834(10) 0.1052(6) 0.4454(6) 0.0257(16) Uani 1 1 d . . . C3AA C 0.2897(12) 0.0681(7) 0.6205(7) 0.0232(10) Uani 1 1 d . . . C3B C 0.7954(13) 0.4347(7) 0.7633(7) 0.026(2) Uani 1 1 d . . . C7A C 0.2175(12) -0.0951(8) 0.4869(7) 0.025(2) Uani 1 1 d . . . C5A C 0.2268(12) -0.1082(8) 0.6773(7) 0.027(2) Uani 1 1 d . . . H5A H 0.2137 -0.1552 0.7330 0.033 Uiso 1 1 calc R . . C4B C 0.9417(13) 0.5354(7) 0.7870(8) 0.031(2) Uani 1 1 d . . . H4B1 H 1.0436 0.5345 0.8701 0.037 Uiso 1 1 calc R . . H4B2 H 0.8629 0.6078 0.7719 0.037 Uiso 1 1 calc R . . C6A C 0.2028(12) -0.1623(7) 0.5756(7) 0.024(2) Uani 1 1 d . . . H6A H 0.1770 -0.2425 0.5652 0.029 Uiso 1 1 calc R . . O1W O 0.4430(10) 0.4027(5) 0.0701(6) 0.0406(17) Uani 1 1 d D . . H71A H 0.166(15) -0.216(8) 0.365(8) 0.049 Uiso 1 1 d . . . H11W H 0.422(15) 0.460(5) 0.107(7) 0.049 Uiso 1 1 d D . . H12W H 0.449(15) 0.328(2) 0.076(8) 0.049 Uiso 1 1 d D . . H71B H 0.200(14) -0.068(5) 0.344(7) 0.049 Uiso 1 1 d 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 0.0209(9) 0.0369(10) 0.0287(9) 0.000 0.0206(7) 0.000 O1B 0.024(3) 0.046(4) 0.026(3) 0.000(3) 0.020(3) -0.001(3) O2B 0.027(3) 0.034(4) 0.037(4) -0.005(3) 0.025(3) -0.004(3) N8A 0.018(4) 0.030(5) 0.031(4) -0.002(3) 0.019(3) -0.004(3) N71A 0.020(4) 0.039(5) 0.027(4) 0.000(4) 0.012(3) 0.000(4) N3A 0.018(2) 0.033(3) 0.027(2) 0.004(2) 0.018(2) 0.006(2) C2A 0.014(4) 0.032(5) 0.025(5) 0.004(4) 0.008(4) -0.005(4) N4A 0.018(2) 0.033(3) 0.027(2) 0.004(2) 0.018(2) 0.006(2) N1A 0.026(4) 0.029(4) 0.030(4) 0.003(4) 0.020(3) -0.001(3) C3AA 0.018(2) 0.033(3) 0.027(2) 0.004(2) 0.018(2) 0.006(2) C3B 0.024(5) 0.027(5) 0.030(5) 0.001(4) 0.015(4) 0.009(4) C7A 0.013(4) 0.044(6) 0.020(5) 0.002(4) 0.010(4) 0.000(4) C5A 0.020(5) 0.037(6) 0.030(5) 0.009(4) 0.016(4) 0.004(4) C4B 0.031(5) 0.023(5) 0.049(6) -0.009(4) 0.029(5) -0.005(4) C6A 0.017(5) 0.033(5) 0.030(5) -0.002(4) 0.017(4) -0.003(4) O1W 0.049(4) 0.035(4) 0.056(4) -0.004(4) 0.040(4) 0.000(4) _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 O1B 1.979(6) . ? Cu1 O1B 1.979(5) 2_656 ? Cu1 N3A 1.984(7) . ? Cu1 N3A 1.984(7) 2_656 ? O1B C3B 1.295(9) . ? O2B C3B 1.255(9) . ? N8A C7A 1.359(10) . ? N8A C3AA 1.371(9) . ? N8A N1A 1.382(8) . ? N71A C7A 1.332(10) . ? N71A H71A 0.98(9) . ? N71A H71B 0.89(2) . ? N3A C3AA 1.343(10) . ? N3A C2A 1.387(9) . ? C2A N1A 1.303(10) . ? C2A H2A 0.9300 . ? N4A C5A 1.339(10) . ? N4A C3AA 1.354(9) . ? C3B C4B 1.493(11) . ? C7A C6A 1.412(10) . ? C5A C6A 1.375(11) . ? C5A H5A 0.9300 . ? C4B C4B 1.532(15) 2_756 ? C4B H4B1 0.9700 . ? C4B H4B2 0.9700 . ? C6A H6A 0.9300 . ? O1W H11W 0.86(2) . ? O1W H12W 0.86(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1B Cu1 O1B 88.3(3) . 2_656 ? O1B Cu1 N3A 156.2(2) . . ? O1B Cu1 N3A 91.8(2) 2_656 . ? O1B Cu1 N3A 91.8(2) . 2_656 ? O1B Cu1 N3A 156.2(2) 2_656 2_656 ? N3A Cu1 N3A 97.4(4) . 2_656 ? C3B O1B Cu1 102.8(5) . . ? C7A N8A C3AA 124.0(6) . . ? C7A N8A N1A 125.8(6) . . ? C3AA N8A N1A 110.1(6) . . ? C7A N71A H71A 117(5) . . ? C7A N71A H71B 106(6) . . ? H71A N71A H71B 137(8) . . ? C3AA N3A C2A 102.5(6) . . ? C3AA N3A Cu1 134.8(5) . . ? C2A N3A Cu1 118.4(5) . . ? N1A C2A N3A 116.2(7) . . ? N1A C2A H2A 121.9 . . ? N3A C2A H2A 121.9 . . ? C5A N4A C3AA 113.6(6) . . ? C2A N1A N8A 102.2(6) . . ? N3A C3AA N4A 128.2(7) . . ? N3A C3AA N8A 109.0(6) . . ? N4A C3AA N8A 122.8(7) . . ? O2B C3B O1B 119.4(7) . . ? O2B C3B C4B 122.3(7) . . ? O1B C3B C4B 118.2(7) . . ? N71A C7A N8A 118.8(7) . . ? N71A C7A C6A 127.5(8) . . ? N8A C7A C6A 113.7(7) . . ? N4A C5A C6A 126.3(7) . . ? N4A C5A H5A 116.8 . . ? C6A C5A H5A 116.8 . . ? C3B C4B C4B 114.6(6) . 2_756 ? C3B C4B H4B1 108.6 . . ? C4B C4B H4B1 108.6 2_756 . ? C3B C4B H4B2 108.6 . . ? C4B C4B H4B2 108.6 2_756 . ? H4B1 C4B H4B2 107.6 . . ? C5A C6A C7A 119.4(8) . . ? C5A C6A H6A 120.3 . . ? C7A C6A H6A 120.3 . . ? H11W O1W H12W 136(9) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 23.51 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.091 _refine_diff_density_min -0.811 _refine_diff_density_rms 0.135