Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ;Guanine-containing Copper(II) Complexes: Synthesis, X-ray Structures and Magnetic Properties ; loop_ _publ_author_name 'G.De Munno' D.Armentano E.Grisolia M.Julve F.Lloret ; T.F.Mastropietro ; C.Zanchini _publ_contact_author_name 'Prof. G. De Munno' _publ_contact_author_email DEMUNNO@UNICAL.IT # Attachment 'compound1.CIF' data_cubfgu0m _database_code_depnum_ccdc_archive 'CCDC 660799' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H11 B Cu F7 N5 O4 Si0.50' _chemical_formula_weight 426.58 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' Si Si 0.0817 0.0704 '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 29.4713(10) _cell_length_b 7.1825(2) _cell_length_c 13.7399(4) _cell_angle_alpha 90.00 _cell_angle_beta 107.376(2) _cell_angle_gamma 90.00 _cell_volume 2775.70(15) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour green _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.042 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 1.728 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.672 _exptl_absorpt_correction_T_max 0.764 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'X8APEXII CCD area detector' _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 22065 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 36.15 _reflns_number_total 6185 _reflns_number_gt 5229 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1189P)^2^+5.0068P] 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 6185 _refine_ls_number_parameters 228 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1484 _refine_ls_wR_factor_gt 0.1396 _refine_ls_goodness_of_fit_ref 0.858 _refine_ls_restrained_S_all 0.859 _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 0.871716(7) 0.06022(3) 0.565975(16) 0.01937(8) Uani 1 1 d . . . O1W O 0.85006(6) 0.1394(2) 0.70471(12) 0.0327(3) Uani 1 1 d D . . H1W H 0.8717(10) 0.141(6) 0.7717(13) 0.060 Uiso 1 1 d D . . H2W H 0.8208(7) 0.103(6) 0.715(3) 0.060 Uiso 1 1 d D . . O2W O 0.80747(7) 0.0673(2) 0.46747(17) 0.0431(5) Uani 1 1 d D . . H3W H 0.7934(12) 0.173(3) 0.429(2) 0.060 Uiso 1 1 d D . . H4W H 0.7903(13) -0.035(3) 0.430(3) 0.060 Uiso 1 1 d D . . O3W O 0.93964(6) 0.0433(2) 0.64930(18) 0.0399(4) Uani 1 1 d D . . H5W H 0.9585(11) -0.048(4) 0.693(3) 0.060 Uiso 1 1 d D . . H6W H 0.9565(11) 0.158(3) 0.660(3) 0.060 Uiso 1 1 d D . . N1 N 0.91765(7) 0.5179(2) 0.42226(14) 0.0277(3) Uani 1 1 d . . . H1 H 0.9330 0.5233 0.3781 0.033 Uiso 1 1 calc R . . C2 C 0.90986(7) 0.3450(2) 0.45576(14) 0.0252(3) Uani 1 1 d . . . N2 N 0.92799(9) 0.2036(2) 0.41740(18) 0.0438(5) Uani 1 1 d . . . H2A H 0.9240 0.0914 0.4350 0.053 Uiso 1 1 calc R . . H2B H 0.9437 0.2243 0.3750 0.053 Uiso 1 1 calc R . . N3 N 0.88506(5) 0.31883(18) 0.52218(11) 0.0211(2) Uani 1 1 d . . . C4 C 0.87163(6) 0.4817(2) 0.55773(12) 0.0194(3) Uani 1 1 d . . . C5 C 0.88084(6) 0.6585(2) 0.52960(12) 0.0200(3) Uani 1 1 d . . . C6 C 0.90302(7) 0.6841(2) 0.45307(14) 0.0240(3) Uani 1 1 d . . . O6 O 0.90919(7) 0.83349(19) 0.41260(13) 0.0372(4) Uani 1 1 d . . . N7 N 0.86287(5) 0.78893(19) 0.58242(12) 0.0213(2) Uani 1 1 d . . . C8 C 0.84270(7) 0.6912(2) 0.63989(14) 0.0243(3) Uani 1 1 d . . . H8 H 0.8276 0.7430 0.6840 0.029 Uiso 1 1 calc R . . N9 N 0.84691(6) 0.5042(2) 0.62611(13) 0.0231(3) Uani 1 1 d . . . H9 H 0.8359 0.4167 0.6554 0.028 Uiso 1 1 calc R . . B1 B 0.76992(9) 0.5564(3) 0.3340(2) 0.0330(5) Uani 1 1 d . . . F1 F 0.77032(10) 0.4058(3) 0.3976(2) 0.0708(6) Uani 1 1 d . . . F2 F 0.77440(8) 0.7158(3) 0.39192(18) 0.0649(6) Uani 1 1 d . . . F3 F 0.72541(7) 0.5568(3) 0.26056(17) 0.0543(5) Uani 1 1 d . . . F4 F 0.80615(9) 0.5408(4) 0.2933(3) 0.0853(9) Uani 1 1 d . . . Si1 Si 1.0000 0.54407(9) 0.7500 0.02052(13) Uani 1 2 d S . . F5 F 0.94338(7) 0.5496(2) 0.75034(15) 0.0350(4) Uiso 0.75 1 d P . . F6 F 0.98775(7) 0.7154(3) 0.65914(15) 0.0382(4) Uiso 0.75 1 d P . . F7 F 0.98742(7) 0.3810(3) 0.65839(16) 0.0397(4) Uiso 0.75 1 d P . . F8 F 0.9891(2) 0.5430(8) 0.6237(5) 0.0372(12) Uiso 0.25 1 d P . . F9 F 0.9581(2) 0.7088(10) 0.7396(5) 0.0451(13) Uiso 0.25 1 d P . . F10 F 0.9573(3) 0.3790(12) 0.7402(6) 0.0512(15) Uiso 0.25 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02483(12) 0.01085(10) 0.02343(12) 0.00096(6) 0.00871(8) 0.00027(6) O1W 0.0456(8) 0.0271(7) 0.0301(7) -0.0018(5) 0.0185(6) -0.0025(6) O2W 0.0411(9) 0.0224(7) 0.0492(10) 0.0058(6) -0.0118(8) -0.0042(6) O3W 0.0291(7) 0.0238(7) 0.0584(11) 0.0061(7) 0.0004(7) 0.0003(5) N1 0.0451(9) 0.0136(5) 0.0328(8) 0.0003(5) 0.0244(7) -0.0023(6) C2 0.0379(9) 0.0127(6) 0.0301(8) -0.0002(5) 0.0179(7) -0.0010(6) N2 0.0786(15) 0.0132(6) 0.0608(13) -0.0006(7) 0.0532(12) 0.0005(8) N3 0.0288(6) 0.0111(5) 0.0264(6) 0.0009(4) 0.0128(5) -0.0001(4) C4 0.0229(6) 0.0125(6) 0.0237(7) 0.0008(5) 0.0084(5) -0.0001(5) C5 0.0268(7) 0.0119(5) 0.0228(6) 0.0005(5) 0.0094(5) 0.0001(5) C6 0.0367(8) 0.0122(6) 0.0262(7) 0.0004(5) 0.0140(6) -0.0016(6) O6 0.0679(11) 0.0138(5) 0.0389(8) 0.0038(5) 0.0295(8) -0.0028(6) N7 0.0270(6) 0.0126(5) 0.0257(6) 0.0006(4) 0.0100(5) 0.0016(4) C8 0.0293(7) 0.0167(6) 0.0305(8) 0.0007(6) 0.0148(6) 0.0019(5) N9 0.0279(6) 0.0139(5) 0.0315(7) 0.0030(5) 0.0152(6) 0.0008(5) B1 0.0318(10) 0.0266(10) 0.0406(12) -0.0026(8) 0.0110(9) -0.0007(7) F1 0.0913(17) 0.0421(9) 0.0799(15) 0.0218(10) 0.0269(13) 0.0101(11) F2 0.0718(12) 0.0372(9) 0.0722(13) -0.0210(9) 0.0008(10) -0.0022(8) F3 0.0442(9) 0.0586(12) 0.0509(10) -0.0078(7) 0.0004(8) -0.0001(7) F4 0.0598(13) 0.115(2) 0.100(2) -0.0202(16) 0.0530(14) -0.0162(13) Si1 0.0203(3) 0.0201(3) 0.0225(3) 0.000 0.0083(2) 0.000 _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 O2W 1.9721(18) . ? Cu1 N7 1.9877(14) 1_545 ? Cu1 O3W 1.9909(17) . ? Cu1 N3 2.0269(13) . ? Cu1 O1W 2.2563(15) . ? N1 C2 1.367(2) . ? N1 C6 1.378(2) . ? C2 N2 1.328(2) . ? C2 N3 1.342(2) . ? N3 C4 1.371(2) . ? C4 N9 1.360(2) . ? C4 C5 1.378(2) . ? C5 N7 1.383(2) . ? C5 C6 1.406(2) . ? C6 O6 1.246(2) . ? N7 C8 1.323(2) . ? N7 Cu1 1.9877(14) 1_565 ? C8 N9 1.367(2) . ? B1 F4 1.350(3) . ? B1 F2 1.378(3) . ? B1 F1 1.389(3) . ? B1 F3 1.396(3) . ? Si1 F8 1.668(7) 2_756 ? Si1 F8 1.668(7) . ? Si1 F5 1.670(2) 2_756 ? Si1 F5 1.670(2) . ? Si1 F7 1.678(2) 2_756 ? Si1 F7 1.678(2) . ? Si1 F9 1.685(7) 2_756 ? Si1 F9 1.685(7) . ? Si1 F10 1.704(8) . ? Si1 F10 1.704(8) 2_756 ? Si1 F6 1.713(2) 2_756 ? Si1 F6 1.713(2) . ? F5 F9 1.247(7) . ? F5 F10 1.313(9) . ? F6 F8 1.336(6) . ? F6 F9 1.601(7) . ? F6 F9 1.778(7) 2_756 ? F7 F8 1.264(6) . ? F7 F10 1.627(8) . ? F9 F6 1.778(7) 2_756 ? 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 O2W Cu1 N7 88.38(6) . 1_545 ? O2W Cu1 O3W 172.16(10) . . ? N7 Cu1 O3W 91.04(6) 1_545 . ? O2W Cu1 N3 90.24(7) . . ? N7 Cu1 N3 167.36(6) 1_545 . ? O3W Cu1 N3 88.62(7) . . ? O2W Cu1 O1W 96.74(9) . . ? N7 Cu1 O1W 94.08(6) 1_545 . ? O3W Cu1 O1W 91.10(8) . . ? N3 Cu1 O1W 98.56(6) . . ? C2 N1 C6 125.75(15) . . ? N2 C2 N3 121.89(16) . . ? N2 C2 N1 115.67(16) . . ? N3 C2 N1 122.43(15) . . ? C2 N3 C4 113.37(13) . . ? C2 N3 Cu1 121.57(11) . . ? C4 N3 Cu1 125.03(11) . . ? N9 C4 N3 128.25(15) . . ? N9 C4 C5 105.97(14) . . ? N3 C4 C5 125.78(15) . . ? C4 C5 N7 109.80(14) . . ? C4 C5 C6 120.30(14) . . ? N7 C5 C6 129.79(14) . . ? O6 C6 N1 120.54(16) . . ? O6 C6 C5 127.47(16) . . ? N1 C6 C5 111.97(14) . . ? C8 N7 C5 105.34(14) . . ? C8 N7 Cu1 133.28(12) . 1_565 ? C5 N7 Cu1 121.36(11) . 1_565 ? N7 C8 N9 111.29(15) . . ? C4 N9 C8 107.58(14) . . ? F4 B1 F2 110.9(2) . . ? F4 B1 F1 109.7(2) . . ? F2 B1 F1 107.6(3) . . ? F4 B1 F3 112.9(3) . . ? F2 B1 F3 108.8(2) . . ? F1 B1 F3 106.6(2) . . ? F8 Si1 F8 179.5(4) 2_756 . ? F8 Si1 F5 97.0(2) 2_756 2_756 ? F8 Si1 F5 83.0(2) . 2_756 ? F8 Si1 F5 83.0(2) 2_756 . ? F8 Si1 F5 97.0(2) . . ? F5 Si1 F5 177.26(13) 2_756 . ? F8 Si1 F7 44.4(2) 2_756 2_756 ? F8 Si1 F7 135.1(2) . 2_756 ? F5 Si1 F7 91.25(10) 2_756 2_756 ? F5 Si1 F7 90.67(10) . 2_756 ? F8 Si1 F7 135.1(2) 2_756 . ? F8 Si1 F7 44.4(2) . . ? F5 Si1 F7 90.67(10) 2_756 . ? F5 Si1 F7 91.25(10) . . ? F7 Si1 F7 91.45(15) 2_756 . ? F8 Si1 F9 90.4(3) 2_756 2_756 ? F8 Si1 F9 90.0(3) . 2_756 ? F5 Si1 F9 43.6(2) 2_756 2_756 ? F5 Si1 F9 133.7(3) . 2_756 ? F7 Si1 F9 115.7(2) 2_756 2_756 ? F7 Si1 F9 123.1(3) . 2_756 ? F8 Si1 F9 90.0(3) 2_756 . ? F8 Si1 F9 90.4(3) . . ? F5 Si1 F9 133.7(3) 2_756 . ? F5 Si1 F9 43.6(2) . . ? F7 Si1 F9 123.1(3) 2_756 . ? F7 Si1 F9 115.7(2) . . ? F9 Si1 F9 90.8(5) 2_756 . ? F8 Si1 F10 89.2(3) 2_756 . ? F8 Si1 F10 90.4(3) . . ? F5 Si1 F10 137.0(3) 2_756 . ? F5 Si1 F10 45.8(3) . . ? F7 Si1 F10 64.3(3) 2_756 . ? F7 Si1 F10 57.5(3) . . ? F9 Si1 F10 179.4(3) 2_756 . ? F9 Si1 F10 88.7(4) . . ? F8 Si1 F10 90.4(3) 2_756 2_756 ? F8 Si1 F10 89.2(3) . 2_756 ? F5 Si1 F10 45.8(3) 2_756 2_756 ? F5 Si1 F10 137.0(3) . 2_756 ? F7 Si1 F10 57.5(3) 2_756 2_756 ? F7 Si1 F10 64.3(3) . 2_756 ? F9 Si1 F10 88.7(4) 2_756 2_756 ? F9 Si1 F10 179.4(3) . 2_756 ? F10 Si1 F10 91.9(5) . 2_756 ? F8 Si1 F6 46.5(2) 2_756 2_756 ? F8 Si1 F6 134.0(2) . 2_756 ? F5 Si1 F6 89.51(9) 2_756 2_756 ? F5 Si1 F6 88.52(10) . 2_756 ? F7 Si1 F6 90.20(11) 2_756 2_756 ? F7 Si1 F6 178.33(10) . 2_756 ? F9 Si1 F6 56.2(2) 2_756 2_756 ? F9 Si1 F6 63.1(2) . 2_756 ? F10 Si1 F6 123.2(3) . 2_756 ? F10 Si1 F6 116.9(3) 2_756 2_756 ? F8 Si1 F6 134.0(2) 2_756 . ? F8 Si1 F6 46.5(2) . . ? F5 Si1 F6 88.52(9) 2_756 . ? F5 Si1 F6 89.51(9) . . ? F7 Si1 F6 178.33(10) 2_756 . ? F7 Si1 F6 90.20(11) . . ? F9 Si1 F6 63.1(2) 2_756 . ? F9 Si1 F6 56.2(2) . . ? F10 Si1 F6 116.9(3) . . ? F10 Si1 F6 123.2(3) 2_756 . ? F6 Si1 F6 88.14(14) 2_756 . ? F9 F5 F10 135.4(5) . . ? F9 F5 Si1 68.8(3) . . ? F10 F5 Si1 68.5(4) . . ? F8 F6 F9 107.9(4) . . ? F8 F6 Si1 65.0(3) . . ? F9 F6 Si1 61.0(3) . . ? F8 F6 F9 98.2(4) . 2_756 ? F9 F6 F9 90.4(3) . 2_756 ? Si1 F6 F9 57.7(2) . 2_756 ? F8 F7 F10 111.1(4) . . ? F8 F7 Si1 67.4(3) . . ? F10 F7 Si1 62.1(3) . . ? F7 F8 F6 134.9(6) . . ? F7 F8 Si1 68.2(3) . . ? F6 F8 Si1 68.5(3) . . ? F5 F9 F6 112.9(5) . . ? F5 F9 Si1 67.6(3) . . ? F6 F9 Si1 62.8(3) . . ? F5 F9 F6 101.2(4) . 2_756 ? F6 F9 F6 89.5(3) . 2_756 ? Si1 F9 F6 59.2(2) . 2_756 ? F5 F10 F7 108.5(5) . . ? F5 F10 Si1 65.8(4) . . ? F7 F10 Si1 60.4(3) . . ? 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 N9 H9 O1W 0.86 2.11 2.825(2) 140.9 . N2 H2A O6 0.86 1.91 2.712(2) 155.4 1_545 O1W H2W F3 0.954(10) 1.883(18) 2.792(3) 158(4) 7_656 O2W H3W F1 0.949(10) 1.806(15) 2.721(3) 161(3) . O2W H4W F2 0.950(10) 1.885(15) 2.792(2) 159(3) 1_545 O3W H5W F6 0.948(10) 2.02(3) 2.731(3) 131(3) 1_545 O3W H6W F7 0.948(10) 1.849(12) 2.789(3) 171(4) . O1W H1W O6 0.950(10) 1.930(12) 2.874(2) 172(4) 6_566 N1 H1 F5 0.86 1.94 2.731(3) 152.1 6_565 N2 H2B F5 0.86 2.36 3.040(3) 136.5 6_565 N9 H9 F4 0.86 2.33 2.911(3) 124.7 6_566 N2 H2B F6 0.86 2.25 3.029(3) 151.1 5_766 _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 36.15 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 1.878 _refine_diff_density_min -1.164 _refine_diff_density_rms 0.104 # Attachment 'compound2.CIF' data_cutfgua _database_code_depnum_ccdc_archive 'CCDC 660800' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H13 Cu F6 N5 O11 S2' _chemical_formula_weight 584.88 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' F F 0.0171 0.0103 '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 monoclinic _symmetry_space_group_name_H-M P(2)1/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 8.3167(14) _cell_length_b 18.549(3) _cell_length_c 12.895(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.107(4) _cell_angle_gamma 90.00 _cell_volume 1986.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 1.429 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.699 _exptl_absorpt_correction_T_max 0.789 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 'X8APEXII CCD area detector' _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 17163 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.98 _reflns_number_total 3875 _reflns_number_gt 3174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0.1104P)^2^+1.9613P] 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 3875 _refine_ls_number_parameters 307 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1690 _refine_ls_wR_factor_gt 0.1592 _refine_ls_goodness_of_fit_ref 1.314 _refine_ls_restrained_S_all 1.313 _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 0.15914(5) 0.66804(2) 0.18628(3) 0.0325(2) Uani 1 1 d . . . S2 S 0.29760(13) 0.39640(6) 0.59736(8) 0.0465(3) Uani 1 1 d . . . O2W O -0.0620(3) 0.70249(16) 0.1899(2) 0.0416(6) Uani 1 1 d D . . O1W O 0.0856(5) 0.55259(16) 0.1397(3) 0.0585(8) Uani 1 1 d D . . O3W O 0.3885(4) 0.6495(3) 0.1890(2) 0.0767(12) Uani 1 1 d D . . O6 O 0.1810(4) 0.65733(15) 0.6648(2) 0.0474(7) Uani 1 1 d . . . N1 N 0.1771(4) 0.60317(17) 0.5064(2) 0.0382(7) Uani 1 1 d . . . H1A H 0.1822 0.5621 0.5374 0.046 Uiso 1 1 calc R . . C4 C 0.1627(4) 0.72363(19) 0.4029(2) 0.0311(7) Uani 1 1 d . . . C2 C 0.1725(5) 0.6017(2) 0.4003(3) 0.0374(8) Uani 1 1 d . . . C6 C 0.1744(4) 0.66372(19) 0.5699(3) 0.0346(8) Uani 1 1 d . . . N2 N 0.1747(5) 0.53747(19) 0.3561(3) 0.0517(9) Uani 1 1 d . . . H2A H 0.1729 0.5339 0.2895 0.062 Uiso 1 1 calc R . . H2B H 0.1780 0.4992 0.3938 0.062 Uiso 1 1 calc R . . N3 N 0.1674(4) 0.66194(15) 0.3434(2) 0.0335(7) Uani 1 1 d . . . N9 N 0.1585(4) 0.79275(17) 0.3679(2) 0.0390(7) Uani 1 1 d . . . H9A H 0.1563 0.8063 0.3040 0.047 Uiso 1 1 calc R . . C5 C 0.1642(4) 0.72715(19) 0.5090(3) 0.0311(7) Uani 1 1 d . . . C8 C 0.1583(5) 0.8363(2) 0.4518(3) 0.0407(9) Uani 1 1 d . . . H8A H 0.1555 0.8863 0.4486 0.049 Uiso 1 1 calc R . . N7 N 0.1626(4) 0.79893(17) 0.5390(2) 0.0351(7) Uani 1 1 d . . . O7 O 0.2089(5) 0.33916(19) 0.6404(3) 0.0760(11) Uani 1 1 d . . . O5 O 0.1973(4) 0.45434(18) 0.5566(3) 0.0672(9) Uani 1 1 d . . . O4 O 0.4423(5) 0.4178(2) 0.6544(3) 0.0848(12) Uani 1 1 d . . . C3 C 0.3699(6) 0.3563(3) 0.4796(4) 0.0659(13) Uani 1 1 d . . . F6 F 0.2493(5) 0.3322(2) 0.4191(3) 0.0998(13) Uani 1 1 d . . . F5 F 0.4498(4) 0.4048(2) 0.4280(3) 0.0993(12) Uani 1 1 d . . . F4 F 0.4693(4) 0.3021(2) 0.5025(3) 0.0990(13) Uani 1 1 d . . . O4W O 0.1932(9) 0.9789(4) 0.3114(5) 0.150(2) Uani 1 1 d . . . H5W H 0.447(4) 0.639(3) 0.1291(19) 0.060 Uiso 1 1 d D . . H1W H 0.155(4) 0.521(2) 0.105(4) 0.060 Uiso 1 1 d D . . H3W H -0.137(4) 0.697(2) 0.131(2) 0.060 Uiso 1 1 d D . . H2W H -0.021(2) 0.536(2) 0.123(4) 0.060 Uiso 1 1 d D . . H4W H -0.122(5) 0.681(2) 0.243(2) 0.060 Uiso 1 1 d D . . H6W H 0.465(4) 0.641(3) 0.246(2) 0.060 Uiso 1 1 d D . . S1 S 0.32329(16) 0.39290(8) 0.02100(9) 0.0627(4) Uani 1 1 d . . . C1 C 0.3512(8) 0.3793(4) 0.1593(4) 0.0843(17) Uani 1 1 d . . . F3 F 0.4303(8) 0.3215(3) 0.1830(4) 0.139(2) Uani 1 1 d . . . F2 F 0.2132(6) 0.3792(4) 0.2039(3) 0.143(2) Uani 1 1 d . . . F1 F 0.4257(8) 0.4343(3) 0.2029(3) 0.147(2) Uani 1 1 d . . . O3 O 0.2319(6) 0.3302(3) -0.0120(4) 0.1041(17) Uani 1 1 d . . . O2 O 0.2326(6) 0.4585(3) 0.0097(4) 0.1028(15) Uani 1 1 d . . . O1 O 0.4817(6) 0.3963(3) -0.0132(4) 0.1135(19) 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 0.0416(3) 0.0476(3) 0.0086(3) -0.00006(15) 0.00340(18) 0.00555(17) S2 0.0537(6) 0.0567(6) 0.0291(5) 0.0144(4) 0.0013(4) -0.0017(4) O2W 0.0374(14) 0.0658(17) 0.0216(13) 0.0070(12) 0.0024(10) 0.0061(12) O1W 0.086(2) 0.0487(18) 0.0395(18) -0.0096(13) -0.0059(16) 0.0062(15) O3W 0.0458(18) 0.163(4) 0.0219(15) 0.0081(19) 0.0086(13) 0.031(2) O6 0.073(2) 0.0628(18) 0.0066(11) 0.0021(10) 0.0047(12) 0.0068(14) N1 0.0533(18) 0.0456(17) 0.0159(15) 0.0017(12) 0.0046(13) 0.0066(14) C4 0.0331(17) 0.048(2) 0.0123(15) -0.0013(14) 0.0030(12) 0.0049(14) C2 0.0441(19) 0.051(2) 0.0168(16) 0.0000(15) 0.0019(14) 0.0064(16) C6 0.0388(19) 0.051(2) 0.0141(17) 0.0013(13) 0.0045(14) 0.0036(15) N2 0.088(3) 0.0481(19) 0.0195(16) 0.0010(14) 0.0048(16) 0.0108(18) N3 0.0421(16) 0.0474(17) 0.0110(14) 0.0011(11) 0.0034(11) 0.0072(12) N9 0.0572(19) 0.0507(19) 0.0095(14) 0.0014(12) 0.0039(12) 0.0032(14) C5 0.0350(17) 0.0466(19) 0.0119(15) 0.0003(13) 0.0015(12) 0.0034(14) C8 0.059(2) 0.048(2) 0.0151(17) 0.0003(14) 0.0043(16) 0.0006(17) N7 0.0446(17) 0.0486(18) 0.0122(14) 0.0000(12) 0.0039(12) -0.0008(13) O7 0.083(3) 0.080(2) 0.068(3) 0.0248(19) 0.038(2) -0.0053(18) O5 0.075(2) 0.065(2) 0.061(2) 0.0118(16) -0.0007(18) 0.0140(16) O4 0.093(3) 0.102(3) 0.055(2) 0.011(2) -0.033(2) -0.014(2) C3 0.056(3) 0.094(4) 0.049(3) 0.006(3) 0.010(2) -0.005(3) F6 0.101(3) 0.137(3) 0.061(2) -0.028(2) -0.004(2) -0.016(2) F5 0.089(2) 0.146(3) 0.067(2) 0.035(2) 0.0367(18) -0.013(2) F4 0.081(2) 0.101(3) 0.118(4) 0.014(2) 0.035(2) 0.030(2) O4W 0.199(7) 0.137(5) 0.118(6) 0.024(4) 0.046(5) 0.031(5) S1 0.0659(7) 0.0888(9) 0.0338(6) -0.0148(5) 0.0055(5) 0.0117(6) C1 0.089(4) 0.120(5) 0.042(3) -0.016(3) -0.005(3) 0.003(4) F3 0.184(5) 0.143(4) 0.085(3) -0.004(3) -0.050(3) 0.052(4) F2 0.126(3) 0.245(6) 0.063(3) 0.031(3) 0.040(3) 0.015(4) F1 0.191(5) 0.189(5) 0.058(3) -0.050(3) -0.016(3) -0.046(4) O3 0.115(4) 0.119(4) 0.073(3) -0.018(2) -0.043(3) -0.010(3) O2 0.135(4) 0.109(3) 0.066(3) -0.008(2) 0.014(3) 0.038(3) O1 0.091(3) 0.194(6) 0.059(3) -0.035(3) 0.037(2) -0.002(3) _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 O3W 1.937(3) . ? Cu1 O2W 1.950(3) . ? Cu1 N7 1.997(3) 4_575 ? Cu1 N3 2.027(3) . ? Cu1 O1W 2.298(3) . ? S2 O7 1.423(3) . ? S2 O4 1.432(4) . ? S2 O5 1.442(3) . ? S2 C3 1.822(6) . ? O6 C6 1.227(5) . ? N1 C2 1.367(4) . ? N1 C6 1.391(5) . ? C4 N9 1.359(5) . ? C4 C5 1.369(5) . ? C4 N3 1.379(4) . ? C2 N2 1.322(5) . ? C2 N3 1.336(5) . ? C6 C5 1.414(5) . ? N9 C8 1.350(5) . ? C5 N7 1.387(5) . ? C8 N7 1.320(5) . ? N7 Cu1 1.997(3) 4_576 ? C3 F6 1.316(6) . ? C3 F5 1.320(6) . ? C3 F4 1.324(7) . ? S1 O1 1.413(4) . ? S1 O2 1.436(5) . ? S1 O3 1.441(5) . ? S1 C1 1.804(6) . ? C1 F3 1.286(8) . ? C1 F1 1.304(7) . ? C1 F2 1.310(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 O3W Cu1 O2W 170.79(16) . . ? O3W Cu1 N7 90.39(13) . 4_575 ? O2W Cu1 N7 89.09(12) . 4_575 ? O3W Cu1 N3 89.54(13) . . ? O2W Cu1 N3 88.60(12) . . ? N7 Cu1 N3 165.07(12) 4_575 . ? O3W Cu1 O1W 94.99(17) . . ? O2W Cu1 O1W 94.22(13) . . ? N7 Cu1 O1W 93.15(12) 4_575 . ? N3 Cu1 O1W 101.72(12) . . ? O7 S2 O4 116.5(3) . . ? O7 S2 O5 113.3(2) . . ? O4 S2 O5 115.7(2) . . ? O7 S2 C3 102.8(3) . . ? O4 S2 C3 103.6(3) . . ? O5 S2 C3 102.2(2) . . ? C2 N1 C6 127.2(3) . . ? N9 C4 C5 106.6(3) . . ? N9 C4 N3 126.7(3) . . ? C5 C4 N3 126.6(3) . . ? N2 C2 N3 121.2(3) . . ? N2 C2 N1 116.7(3) . . ? N3 C2 N1 122.1(3) . . ? O6 C6 N1 120.5(3) . . ? O6 C6 C5 129.2(3) . . ? N1 C6 C5 110.3(3) . . ? C2 N3 C4 112.9(3) . . ? C2 N3 Cu1 126.4(2) . . ? C4 N3 Cu1 120.6(2) . . ? C8 N9 C4 107.3(3) . . ? C4 C5 N7 109.0(3) . . ? C4 C5 C6 120.8(3) . . ? N7 C5 C6 130.1(3) . . ? N7 C8 N9 111.6(3) . . ? C8 N7 C5 105.4(3) . . ? C8 N7 Cu1 130.4(3) . 4_576 ? C5 N7 Cu1 124.1(2) . 4_576 ? F6 C3 F5 108.7(5) . . ? F6 C3 F4 108.8(5) . . ? F5 C3 F4 107.7(4) . . ? F6 C3 S2 110.9(4) . . ? F5 C3 S2 109.9(4) . . ? F4 C3 S2 110.7(4) . . ? O1 S1 O2 115.1(4) . . ? O1 S1 O3 115.4(3) . . ? O2 S1 O3 112.9(3) . . ? O1 S1 C1 104.0(3) . . ? O2 S1 C1 104.9(3) . . ? O3 S1 C1 102.5(3) . . ? F3 C1 F1 108.9(6) . . ? F3 C1 F2 110.1(7) . . ? F1 C1 F2 102.7(6) . . ? F3 C1 S1 112.8(5) . . ? F1 C1 S1 110.5(5) . . ? F2 C1 S1 111.4(5) . . ? 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 N2 H2A O1W 0.86 2.06 2.861(5) 155.6 . N1 H1A O5 0.86 2.02 2.838(5) 159.4 . N2 H2B O5 0.86 2.26 3.008(5) 146.1 . O1W H1W O2 0.956(10) 1.825(19) 2.751(5) 162(4) . N9 H9A O6 0.86 1.94 2.794(4) 171.9 4_575 O1W H2W O4W 0.951(10) 2.01(4) 2.794(8) 139(4) 2_545 O3W H5W O1 0.951(10) 1.767(16) 2.699(5) 166(4) 3_665 O1W H2W O2 0.951(10) 2.39(3) 3.195(6) 142(4) 3_565 O2W H3W O3 0.957(10) 1.764(17) 2.696(5) 164(4) 3_565 O3W H6W O4 0.954(10) 1.83(3) 2.703(5) 150(4) 3_666 O2W H4W O7 0.961(10) 1.740(16) 2.677(4) 164(4) 3_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.034 _refine_diff_density_min -0.985 _refine_diff_density_rms 0.132 # Attachment 'compound3_CCDC660801.CIF' data_cuclog3 _database_code_depnum_ccdc_archive 'CCDC 660801' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11.50 H16 Cl Cu N10 O11' _chemical_formula_weight 569.33 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 24.6576(9) _cell_length_b 13.4180(4) _cell_length_c 12.8429(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.2450(10) _cell_angle_gamma 90.00 _cell_volume 3932.9(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.923 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 1.333 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.748 _exptl_absorpt_correction_T_max 0.782 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'X8APEXII CCD area detector' _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 27302 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 26.80 _reflns_number_total 4188 _reflns_number_gt 3404 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0665P)^2^+5.0887P] 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 4188 _refine_ls_number_parameters 329 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.1134 _refine_ls_wR_factor_gt 0.1054 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.327017(14) 0.08330(2) 0.69063(3) 0.02837(13) Uani 1 1 d . . . Cl1 Cl -0.05919(3) -0.21831(5) 0.48303(7) 0.0400(2) Uani 1 1 d . . . O61 O 0.35235(9) 0.57398(12) 0.69329(19) 0.0353(5) Uani 1 1 d . . . O6 O 0.19433(9) -0.35202(14) 0.5665(2) 0.0400(5) Uani 1 1 d . . . N9 N 0.30050(10) -0.06030(15) 0.6714(2) 0.0275(5) Uani 1 1 d . . . N91 N 0.34914(10) 0.22856(15) 0.69646(19) 0.0272(5) Uani 1 1 d . . . O1W O 0.24657(9) 0.12430(14) 0.6576(2) 0.0433(6) Uani 1 1 d D . . N3 N 0.19441(10) -0.04697(16) 0.59277(19) 0.0274(5) Uani 1 1 d . . . N1 N 0.14740(10) -0.20320(15) 0.5430(2) 0.0294(5) Uani 1 1 d . . . H1A H 0.1143 -0.2333 0.5126 0.035 Uiso 1 1 calc R . . C4 C 0.24892(12) -0.20229(17) 0.6275(2) 0.0263(6) Uani 1 1 d . . . N7 N 0.30754(10) -0.22507(15) 0.6720(2) 0.0297(5) Uani 1 1 d . . . H7A H 0.3227 -0.2838 0.6824 0.036 Uiso 1 1 calc R . . N71 N 0.40674(10) 0.36116(16) 0.7383(2) 0.0333(5) Uani 1 1 d . . . H71A H 0.4381 0.3967 0.7633 0.040 Uiso 1 1 calc R . . N21 N 0.17480(11) 0.41623(17) 0.5338(2) 0.0377(6) Uani 1 1 d . . . H21A H 0.1524 0.3650 0.5115 0.045 Uiso 1 1 calc R . . H21B H 0.1602 0.4752 0.5193 0.045 Uiso 1 1 calc R . . N11 N 0.26587(10) 0.48941(15) 0.62048(19) 0.0277(5) Uani 1 1 d . . . H11A H 0.2474 0.5453 0.6063 0.033 Uiso 1 1 calc R . . N31 N 0.25553(10) 0.31411(15) 0.61399(19) 0.0264(5) Uani 1 1 d . . . C81 C 0.40379(12) 0.26192(19) 0.7398(3) 0.0325(6) Uani 1 1 d . . . H81A H 0.4364 0.2207 0.7680 0.039 Uiso 1 1 calc R . . C2 C 0.14663(12) -0.10156(18) 0.5517(2) 0.0263(5) Uani 1 1 d . . . C5 C 0.24479(12) -0.09968(17) 0.6278(2) 0.0237(5) Uani 1 1 d . . . C61 C 0.32597(12) 0.49308(19) 0.6703(2) 0.0270(6) Uani 1 1 d . . . C41 C 0.35037(12) 0.39591(18) 0.6894(2) 0.0268(6) Uani 1 1 d . . . N2 N 0.09383(11) -0.05785(18) 0.5154(2) 0.0379(6) Uani 1 1 d . . . H2A H 0.0912 0.0059 0.5190 0.045 Uiso 1 1 calc R . . H2B H 0.0626 -0.0935 0.4886 0.045 Uiso 1 1 calc R . . C6 C 0.19806(12) -0.26145(19) 0.5800(2) 0.0275(6) Uani 1 1 d . . . C8 C 0.33662(12) -0.13885(19) 0.6961(2) 0.0316(6) Uani 1 1 d . . . H8A H 0.3773 -0.1339 0.7266 0.038 Uiso 1 1 calc R . . C21 C 0.23281(12) 0.40419(17) 0.5915(2) 0.0255(5) Uani 1 1 d . . . C51 C 0.31472(12) 0.31294(18) 0.6635(2) 0.0244(5) Uani 1 1 d . . . O9 O -0.11644(12) -0.1875(2) 0.4720(3) 0.0717(8) Uani 1 1 d . . . O3 O -0.06110(14) -0.2650(3) 0.3826(3) 0.0849(10) Uani 1 1 d . . . O1 O -0.02323(14) -0.1334(2) 0.5020(4) 0.0919(12) Uani 1 1 d . . . O2 O -0.03639(18) -0.2857(3) 0.5737(3) 0.1098(15) Uani 1 1 d . . . O2W O 0.05803(12) -0.3218(2) 0.4084(3) 0.0621(7) Uani 1 1 d D . . C10 C 0.43548(15) 0.0327(2) 0.8453(4) 0.0493(9) Uani 1 1 d . . . O4 O 0.41295(14) 0.0412(2) 0.9148(3) 0.0712(8) Uani 1 1 d . . . O5 O 0.40850(9) 0.04362(15) 0.7397(2) 0.0447(6) Uani 1 1 d . . . C11 C 0.5000 0.5752(3) 0.7500 0.0588(15) Uani 1 2 d S . . O7 O 0.5000 0.4855(2) 0.7500 0.0467(8) Uani 1 2 d S . . O8 O 0.4659(2) 0.6378(3) 0.7338(4) 0.0467(11) Uani 0.50 1 d P . . H1W H 0.2325(15) 0.1872(14) 0.623(3) 0.060 Uiso 1 1 d D . . H2W H 0.2140(11) 0.082(2) 0.621(3) 0.060 Uiso 1 1 d D . . H3W H 0.0184(7) -0.301(3) 0.377(3) 0.060 Uiso 1 1 d D . . H4W H 0.0585(16) -0.367(2) 0.466(2) 0.060 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 0.02472(19) 0.01410(17) 0.0413(2) 0.00117(12) 0.00684(15) 0.00063(11) Cl1 0.0293(4) 0.0367(4) 0.0488(5) -0.0026(3) 0.0091(3) -0.0025(3) O61 0.0359(11) 0.0155(8) 0.0513(13) -0.0030(8) 0.0128(10) -0.0025(7) O6 0.0355(12) 0.0162(9) 0.0600(14) -0.0014(8) 0.0086(10) 0.0000(8) N9 0.0243(11) 0.0160(9) 0.0372(13) 0.0010(9) 0.0060(10) 0.0017(8) N91 0.0267(11) 0.0150(10) 0.0379(13) 0.0007(8) 0.0099(10) 0.0025(8) O1W 0.0290(11) 0.0153(9) 0.0794(17) 0.0026(9) 0.0137(11) 0.0000(7) N3 0.0268(12) 0.0180(10) 0.0345(13) 0.0009(9) 0.0084(10) 0.0026(8) N1 0.0254(12) 0.0190(10) 0.0408(14) 0.0004(9) 0.0091(10) -0.0013(8) C4 0.0279(14) 0.0168(11) 0.0321(15) 0.0019(10) 0.0091(12) 0.0027(9) N7 0.0281(12) 0.0144(10) 0.0422(14) 0.0001(9) 0.0082(10) 0.0017(8) N71 0.0271(12) 0.0198(11) 0.0502(16) -0.0022(10) 0.0115(11) -0.0022(9) N21 0.0275(13) 0.0221(11) 0.0561(17) 0.0005(10) 0.0076(12) 0.0041(9) N11 0.0311(12) 0.0162(10) 0.0345(13) 0.0006(8) 0.0110(10) 0.0031(8) N31 0.0280(12) 0.0171(9) 0.0330(13) 0.0011(8) 0.0102(10) -0.0001(8) C81 0.0280(14) 0.0190(12) 0.0478(18) 0.0009(11) 0.0114(13) 0.0022(10) C2 0.0279(14) 0.0198(11) 0.0307(14) 0.0017(10) 0.0106(12) 0.0020(10) C5 0.0265(13) 0.0159(11) 0.0272(14) 0.0014(9) 0.0087(11) 0.0006(9) C61 0.0312(14) 0.0189(12) 0.0302(14) -0.0017(10) 0.0111(12) -0.0013(10) C41 0.0284(14) 0.0180(11) 0.0337(15) -0.0011(10) 0.0113(12) -0.0002(10) N2 0.0260(13) 0.0251(11) 0.0574(17) 0.0010(11) 0.0100(12) 0.0029(9) C6 0.0282(14) 0.0195(12) 0.0342(15) 0.0028(10) 0.0111(12) 0.0002(10) C8 0.0278(14) 0.0193(12) 0.0424(17) 0.0008(11) 0.0073(13) 0.0006(10) C21 0.0292(14) 0.0184(11) 0.0301(14) 0.0003(10) 0.0126(12) 0.0015(10) C51 0.0304(14) 0.0150(11) 0.0287(14) -0.0010(9) 0.0121(11) 0.0005(9) O9 0.0333(14) 0.090(2) 0.089(2) 0.0092(17) 0.0198(14) 0.0102(14) O3 0.064(2) 0.101(3) 0.076(2) -0.0463(19) 0.0107(16) -0.0014(17) O1 0.0617(19) 0.0593(18) 0.165(4) -0.048(2) 0.054(2) -0.0289(15) O2 0.103(3) 0.130(3) 0.097(3) 0.058(2) 0.038(2) 0.055(3) O2W 0.0421(14) 0.0499(15) 0.084(2) -0.0076(14) 0.0127(14) -0.0082(12) C10 0.0375(18) 0.0254(15) 0.073(3) 0.0046(15) 0.0071(19) -0.0014(12) O4 0.0636(19) 0.0678(19) 0.081(2) -0.0052(16) 0.0254(17) -0.0106(15) O5 0.0285(11) 0.0260(10) 0.0717(17) 0.0011(10) 0.0098(11) 0.0015(8) C11 0.074(4) 0.031(2) 0.045(3) 0.000 -0.007(3) 0.000 O7 0.0301(16) 0.0308(15) 0.073(2) 0.000 0.0130(16) 0.000 O8 0.044(3) 0.029(2) 0.068(3) -0.004(2) 0.022(2) 0.0050(19) _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 O5 1.939(2) . ? Cu1 O1W 1.944(2) . ? Cu1 N91 2.018(2) . ? Cu1 N9 2.020(2) . ? Cl1 O1 1.407(3) . ? Cl1 O2 1.412(3) . ? Cl1 O3 1.419(3) . ? Cl1 O9 1.426(3) . ? O61 C61 1.242(3) . ? O6 C6 1.226(3) . ? N9 C8 1.338(3) . ? N9 C5 1.377(3) . ? N91 C81 1.326(4) . ? N91 C51 1.382(3) . ? N3 C2 1.316(3) . ? N3 C5 1.350(3) . ? N1 C2 1.369(3) . ? N1 C6 1.396(3) . ? C4 N7 1.373(3) . ? C4 C5 1.381(3) . ? C4 C6 1.413(4) . ? N7 C8 1.334(3) . ? N71 C81 1.334(3) . ? N71 C41 1.372(4) . ? N21 C21 1.348(4) . ? N11 C21 1.371(3) . ? N11 C61 1.375(4) . ? N31 C21 1.318(3) . ? N31 C51 1.354(4) . ? C2 N2 1.340(4) . ? C61 C41 1.418(3) . ? C41 C51 1.379(4) . ? C10 O4 1.221(5) . ? C10 O5 1.273(5) . ? C11 O8 1.151(5) 2_656 ? C11 O8 1.151(5) . ? C11 O7 1.204(6) . ? O8 O8 1.572(9) 2_656 ? 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 O5 Cu1 O1W 174.14(11) . . ? O5 Cu1 N91 91.20(9) . . ? O1W Cu1 N91 88.51(9) . . ? O5 Cu1 N9 91.46(9) . . ? O1W Cu1 N9 89.25(9) . . ? N91 Cu1 N9 175.28(10) . . ? O1 Cl1 O2 110.3(3) . . ? O1 Cl1 O3 108.5(2) . . ? O2 Cl1 O3 109.5(2) . . ? O1 Cl1 O9 108.51(19) . . ? O2 Cl1 O9 109.8(2) . . ? O3 Cl1 O9 110.3(2) . . ? C8 N9 C5 105.4(2) . . ? C8 N9 Cu1 124.53(19) . . ? C5 N9 Cu1 129.98(17) . . ? C81 N91 C51 105.1(2) . . ? C81 N91 Cu1 124.00(17) . . ? C51 N91 Cu1 130.85(18) . . ? C2 N3 C5 114.4(2) . . ? C2 N1 C6 124.6(2) . . ? N7 C4 C5 106.7(2) . . ? N7 C4 C6 132.6(2) . . ? C5 C4 C6 120.5(2) . . ? C8 N7 C4 107.0(2) . . ? C81 N71 C41 107.1(2) . . ? C21 N11 C61 125.6(2) . . ? C21 N31 C51 114.0(2) . . ? N91 C81 N71 112.5(2) . . ? N3 C2 N2 120.0(2) . . ? N3 C2 N1 123.3(2) . . ? N2 C2 N1 116.7(2) . . ? N3 C5 N9 125.8(2) . . ? N3 C5 C4 125.5(2) . . ? N9 C5 C4 108.7(2) . . ? O61 C61 N11 121.1(2) . . ? O61 C61 C41 127.8(3) . . ? N11 C61 C41 111.1(2) . . ? N71 C41 C51 106.2(2) . . ? N71 C41 C61 133.0(2) . . ? C51 C41 C61 120.7(2) . . ? O6 C6 N1 119.8(2) . . ? O6 C6 C4 128.7(3) . . ? N1 C6 C4 111.5(2) . . ? N7 C8 N9 112.1(2) . . ? N31 C21 N21 120.3(2) . . ? N31 C21 N11 123.1(2) . . ? N21 C21 N11 116.6(2) . . ? N31 C51 C41 125.4(2) . . ? N31 C51 N91 125.5(2) . . ? C41 C51 N91 109.0(2) . . ? O4 C10 O5 124.6(3) . . ? C10 O5 Cu1 115.9(2) . . ? O8 C11 O8 86.2(5) 2_656 . ? O8 C11 O7 136.9(3) 2_656 . ? O8 C11 O7 136.9(3) . . ? C11 O8 O8 46.9(3) . 2_656 ? 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 O1W H1W N31 0.954(10) 1.81(2) 2.635(3) 142(3) . O1W H2W N3 0.951(10) 1.79(2) 2.611(3) 142(3) . N1 H1A O2W 0.86 1.93 2.738(3) 156.0 . N71 H71A O7 0.86 1.99 2.798(3) 155.2 . N7 H7A O61 0.86 2.03 2.887(3) 174.7 1_545 N11 H11A O6 0.86 1.84 2.682(3) 167.9 1_565 O2W H4W O4 0.954(10) 1.882(15) 2.796(5) 160(3) 4_546 N21 H21B O4 0.86 2.43 3.002(4) 124.4 4_556 N21 H21B O6 0.86 2.46 3.150(3) 137.4 1_565 N2 H2B O1 0.86 2.25 3.002(4) 145.7 . N2 H2A O1 0.86 2.34 3.061(4) 141.9 5_556 O2W H3W O3 0.946(10) 2.05(2) 2.930(4) 154(3) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.80 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.691 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.078