Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 _journal_name_full 'Dalton Transactions' _publ_contact_author_name 'Wolfgang Schmitt' _publ_contact_author_address ; The University of Dublin Trinity College School of Chemistry Dublin D2 IRELAND ; _publ_contact_author_email schmittw@tcd.ie _publ_contact_author_phone '+353 1 869 3495' _publ_section_title ; Engineering Dense and Open-Framework Coordination Assemblies of Dinuclear Cu(II) Complexes ; loop_ _publ_author_name _publ_author_address 'Thomas McCabe' ; The University of Dublin Trinity College School of Chemistry Dublin D2 IRELAND ; 'Emily S. Collins' ; The University of Dublin Trinity College School of Chemistry Dublin D2 IRELAND ; 'Izumi Ichinose' ; National Institute for Materials Science NIMS Tsukuba, 1-1 Namiki, 305-0044 Ibaraki JAPAN ; 'Wolfgang Schmitt' ; The University of Dublin Trinity College School of Chemistry Dublin D2 IRELAND ; 'Giuseppe La Spina' ; ? ; data_gls1am _database_code_depnum_ccdc_archive 'CCDC 654212' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H14 Cu K N O6' _chemical_formula_weight 406.91 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' K K 0.2009 0.2494 '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 Trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 30.736(2) _cell_length_b 30.736(2) _cell_length_c 8.7792(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7182.4(13) _cell_formula_units_Z 18 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour Green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3726 _exptl_absorpt_coefficient_mu 1.661 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 Smart Apex' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26115 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.28 _reflns_number_total 2915 _reflns_number_gt 2531 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Smart' _computing_cell_refinement 'Bruker Smart' _computing_data_reduction 'Bruker Smart' _computing_structure_solution 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_structure_refinement 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_molecular_graphics 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+0.9157P] 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 2915 _refine_ls_number_parameters 225 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0910 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.138 _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 0.308021(10) 0.148965(10) 0.50853(3) 0.02353(13) Uani 1 1 d . . . O1 O 0.29078(6) 0.13994(6) 0.75452(18) 0.0288(4) Uani 1 1 d . . . N1 N 0.23554(7) 0.10547(7) 0.4506(2) 0.0236(4) Uani 1 1 d . . . O4 O 0.30030(7) 0.20336(7) 0.4279(2) 0.0423(5) Uani 1 1 d . . . C2 C 0.24542(9) 0.16366(10) 0.9265(3) 0.0320(6) Uani 1 1 d . . . H2 H 0.2747 0.1826 0.9866 0.038 Uiso 1 1 calc R . . C11 C 0.20609(8) 0.07579(8) 0.5869(3) 0.0252(5) Uani 1 1 d . . . H11B H 0.1713 0.0517 0.5544 0.030 Uiso 1 1 calc R . . H11A H 0.2212 0.0561 0.6260 0.030 Uiso 1 1 calc R . . C4 C 0.15741(9) 0.13420(9) 0.8810(3) 0.0281(5) Uani 1 1 d . . . C7 C 0.06972(10) 0.07757(10) 0.7139(3) 0.0368(6) Uani 1 1 d . . . H7 H 0.0397 0.0582 0.6573 0.044 Uiso 1 1 calc R . . C8 C 0.11247(9) 0.07752(10) 0.6724(3) 0.0313(6) Uani 1 1 d . . . H8 H 0.1117 0.0581 0.5872 0.038 Uiso 1 1 calc R . . C1 C 0.24785(9) 0.13693(9) 0.7968(3) 0.0257(5) Uani 1 1 d . . . C10 C 0.20417(9) 0.10743(8) 0.7133(3) 0.0238(5) Uani 1 1 d . . . C9 C 0.15828(9) 0.10601(9) 0.7540(3) 0.0250(5) Uani 1 1 d . . . C14 C 0.21656(9) 0.13756(9) 0.3874(3) 0.0298(5) Uani 1 1 d . . . H14B H 0.1890 0.1346 0.4527 0.036 Uiso 1 1 calc R . . H14A H 0.2026 0.1253 0.2845 0.036 Uiso 1 1 calc R . . C15 C 0.25670(9) 0.19188(9) 0.3769(3) 0.0322(6) Uani 1 1 d . . . C6 C 0.06943(10) 0.10588(10) 0.8395(3) 0.0379(6) Uani 1 1 d . . . H6 H 0.0394 0.1055 0.8678 0.046 Uiso 1 1 calc R . . C3 C 0.20221(10) 0.16258(9) 0.9657(3) 0.0316(6) Uani 1 1 d . . . H3 H 0.2020 0.1812 1.0517 0.038 Uiso 1 1 calc R . . C12 C 0.23653(9) 0.07043(10) 0.3381(3) 0.0318(6) Uani 1 1 d . . . H12B H 0.2456 0.0867 0.2368 0.038 Uiso 1 1 calc R . . H12A H 0.2028 0.0402 0.3304 0.038 Uiso 1 1 calc R . . C5 C 0.11227(10) 0.13358(10) 0.9195(3) 0.0333(6) Uani 1 1 d . . . H5 H 0.1121 0.1530 1.0034 0.040 Uiso 1 1 calc R . . O2 O 0.30986(6) 0.08551(6) 0.47379(19) 0.0301(4) Uani 1 1 d . . . O3 O 0.27060(8) 0.01609(8) 0.3340(2) 0.0488(5) Uani 1 1 d . . . O5 O 0.24541(8) 0.22155(7) 0.3220(3) 0.0492(5) Uani 1 1 d . . . C13 C 0.27447(10) 0.05526(10) 0.3855(3) 0.0318(6) Uani 1 1 d . . . K1 K 0.35119(2) 0.28991(2) 0.58033(6) 0.03568(17) Uani 1 1 d . . . O50 O 0.37080(9) 0.32975(9) 0.2986(3) 0.0450(5) Uani 1 1 d . . . H50A H 0.3813(14) 0.3213(14) 0.219(4) 0.068(12) Uiso 1 1 d . . . H50B H 0.3815(16) 0.3574(17) 0.291(5) 0.074(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01917(17) 0.02551(18) 0.02538(19) -0.00220(11) -0.00493(10) 0.01077(13) O1 0.0201(8) 0.0368(10) 0.0264(9) -0.0045(7) -0.0042(7) 0.0118(7) N1 0.0218(10) 0.0244(10) 0.0266(10) -0.0020(8) -0.0050(8) 0.0130(8) O4 0.0358(10) 0.0237(9) 0.0657(13) -0.0040(9) -0.0187(9) 0.0136(8) C2 0.0307(13) 0.0327(13) 0.0250(12) -0.0024(10) -0.0023(10) 0.0100(11) C11 0.0199(11) 0.0223(11) 0.0329(13) 0.0000(9) -0.0022(9) 0.0102(9) C4 0.0321(13) 0.0256(12) 0.0283(12) 0.0075(10) 0.0068(10) 0.0157(11) C7 0.0240(13) 0.0389(15) 0.0472(16) 0.0076(12) 0.0016(11) 0.0156(12) C8 0.0250(12) 0.0302(13) 0.0381(14) 0.0029(11) 0.0016(10) 0.0135(11) C1 0.0223(12) 0.0270(12) 0.0258(12) 0.0049(9) 0.0003(9) 0.0109(10) C10 0.0218(11) 0.0228(11) 0.0266(12) 0.0018(9) -0.0004(9) 0.0109(10) C9 0.0245(12) 0.0238(12) 0.0280(12) 0.0052(10) 0.0010(9) 0.0131(10) C14 0.0281(13) 0.0318(13) 0.0339(13) 0.0018(10) -0.0071(10) 0.0183(11) C15 0.0324(14) 0.0280(13) 0.0398(14) -0.0069(11) -0.0098(11) 0.0180(11) C6 0.0331(14) 0.0433(16) 0.0452(16) 0.0146(12) 0.0149(12) 0.0249(13) C3 0.0393(14) 0.0295(13) 0.0239(12) 0.0003(10) 0.0042(10) 0.0157(12) C12 0.0298(13) 0.0362(14) 0.0309(13) -0.0102(11) -0.0072(10) 0.0176(12) C5 0.0386(15) 0.0342(14) 0.0329(13) 0.0083(11) 0.0112(11) 0.0225(12) O2 0.0256(9) 0.0306(9) 0.0376(10) -0.0026(7) -0.0048(7) 0.0165(8) O3 0.0639(13) 0.0488(12) 0.0493(12) -0.0194(10) -0.0100(10) 0.0398(11) O5 0.0461(12) 0.0315(10) 0.0759(15) 0.0017(10) -0.0151(11) 0.0238(9) C13 0.0364(14) 0.0340(14) 0.0297(13) -0.0030(11) 0.0029(11) 0.0211(12) K1 0.0337(3) 0.0288(3) 0.0362(3) -0.0021(2) -0.0069(2) 0.0094(2) O50 0.0534(13) 0.0385(13) 0.0415(12) -0.0010(10) 0.0078(10) 0.0217(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9360(16) 13_556 ? Cu1 O4 1.9364(18) . ? Cu1 O2 2.0027(17) . ? Cu1 N1 2.0076(18) . ? Cu1 O1 2.2079(17) . ? Cu1 K1 3.9905(7) 13_556 ? O1 C1 1.328(3) . ? O1 Cu1 1.9360(16) 13_556 ? O1 K1 3.4098(18) 13_556 ? N1 C12 1.473(3) . ? N1 C14 1.482(3) . ? N1 C11 1.502(3) . ? O4 C15 1.283(3) . ? O4 K1 2.6747(19) . ? C2 C3 1.356(4) . ? C2 C1 1.428(3) . ? C11 C10 1.496(3) . ? C4 C3 1.417(4) . ? C4 C5 1.419(3) . ? C4 C9 1.421(3) . ? C7 C8 1.364(3) . ? C7 C6 1.407(4) . ? C8 C9 1.425(3) . ? C1 C10 1.394(3) . ? C10 C9 1.434(3) . ? C14 C15 1.503(3) . ? C15 O5 1.225(3) . ? C15 K1 3.457(2) . ? C6 C5 1.353(4) . ? C12 C13 1.515(3) . ? O2 C13 1.279(3) . ? O2 K1 2.8169(18) 13_556 ? O3 C13 1.235(3) . ? O3 K1 2.826(2) 11_556 ? O5 K1 2.6598(19) 9_554 ? K1 O5 2.660(2) 5 ? K1 O50 2.691(2) . ? K1 O2 2.8169(18) 13_556 ? K1 O3 2.826(2) 12_556 ? K1 O50 2.877(2) 5 ? K1 O1 3.4098(18) 13_556 ? K1 Cu1 3.9905(7) 13_556 ? K1 K1 4.1241(8) 9_554 ? K1 K1 4.1243(8) 5 ? O50 K1 2.877(2) 9_554 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O4 93.52(7) 13_556 . ? O1 Cu1 O2 100.98(7) 13_556 . ? O4 Cu1 O2 149.37(8) . . ? O1 Cu1 N1 174.82(7) 13_556 . ? O4 Cu1 N1 84.73(8) . . ? O2 Cu1 N1 82.83(7) . . ? O1 Cu1 O1 83.29(7) 13_556 . ? O4 Cu1 O1 109.94(8) . . ? O2 Cu1 O1 98.54(7) . . ? N1 Cu1 O1 92.71(7) . . ? O1 Cu1 K1 85.56(5) 13_556 13_556 ? O4 Cu1 K1 168.57(6) . 13_556 ? O2 Cu1 K1 41.34(5) . 13_556 ? N1 Cu1 K1 95.19(5) . 13_556 ? O1 Cu1 K1 58.63(5) . 13_556 ? C1 O1 Cu1 129.97(15) . 13_556 ? C1 O1 Cu1 116.72(14) . . ? Cu1 O1 Cu1 96.71(7) 13_556 . ? C1 O1 K1 125.86(14) . 13_556 ? Cu1 O1 K1 89.14(6) 13_556 13_556 ? Cu1 O1 K1 87.80(5) . 13_556 ? C12 N1 C14 113.20(18) . . ? C12 N1 C11 108.46(18) . . ? C14 N1 C11 112.61(18) . . ? C12 N1 Cu1 103.59(14) . . ? C14 N1 Cu1 109.06(14) . . ? C11 N1 Cu1 109.51(13) . . ? C15 O4 Cu1 116.86(16) . . ? C15 O4 K1 117.31(15) . . ? Cu1 O4 K1 114.36(8) . . ? C3 C2 C1 121.4(2) . . ? C10 C11 N1 113.81(18) . . ? C3 C4 C5 121.7(2) . . ? C3 C4 C9 118.6(2) . . ? C5 C4 C9 119.7(2) . . ? C8 C7 C6 120.9(3) . . ? C7 C8 C9 121.4(2) . . ? O1 C1 C10 119.9(2) . . ? O1 C1 C2 121.2(2) . . ? C10 C1 C2 118.9(2) . . ? C1 C10 C9 120.1(2) . . ? C1 C10 C11 118.3(2) . . ? C9 C10 C11 121.5(2) . . ? C4 C9 C8 117.1(2) . . ? C4 C9 C10 119.7(2) . . ? C8 C9 C10 123.2(2) . . ? N1 C14 C15 112.62(19) . . ? O5 C15 O4 125.3(2) . . ? O5 C15 C14 118.1(2) . . ? O4 C15 C14 116.6(2) . . ? O5 C15 K1 88.95(15) . . ? O4 C15 K1 43.43(12) . . ? C14 C15 K1 143.33(16) . . ? C5 C6 C7 119.4(2) . . ? C2 C3 C4 121.4(2) . . ? N1 C12 C13 109.93(19) . . ? C6 C5 C4 121.5(2) . . ? C13 O2 Cu1 111.85(15) . . ? C13 O2 K1 114.73(15) . 13_556 ? Cu1 O2 K1 110.65(7) . 13_556 ? C13 O3 K1 139.89(18) . 11_556 ? C15 O5 K1 149.01(18) . 9_554 ? O3 C13 O2 124.2(2) . . ? O3 C13 C12 119.0(2) . . ? O2 C13 C12 116.7(2) . . ? O5 K1 O4 139.90(7) 5 . ? O5 K1 O50 87.98(7) 5 . ? O4 K1 O50 83.06(7) . . ? O5 K1 O2 81.36(6) 5 13_556 ? O4 K1 O2 96.80(6) . 13_556 ? O50 K1 O2 163.25(7) . 13_556 ? O5 K1 O3 135.73(7) 5 12_556 ? O4 K1 O3 83.89(7) . 12_556 ? O50 K1 O3 108.23(7) . 12_556 ? O2 K1 O3 88.36(5) 13_556 12_556 ? O5 K1 O50 81.68(7) 5 5 ? O4 K1 O50 134.35(6) . 5 ? O50 K1 O50 80.48(5) . 5 ? O2 K1 O50 110.45(6) 13_556 5 ? O3 K1 O50 61.88(7) 12_556 5 ? O5 K1 O1 92.88(5) 5 13_556 ? O4 K1 O1 53.61(5) . 13_556 ? O50 K1 O1 107.20(6) . 13_556 ? O2 K1 O1 60.83(4) 13_556 13_556 ? O3 K1 O1 119.11(5) 12_556 13_556 ? O50 K1 O1 170.53(6) 5 13_556 ? O5 K1 C15 156.61(7) 5 . ? O4 K1 C15 19.26(6) . . ? O50 K1 C15 79.70(7) . . ? O2 K1 C15 105.48(6) 13_556 . ? O3 K1 C15 67.50(6) 12_556 . ? O50 K1 C15 115.28(6) 5 . ? O1 K1 C15 72.25(5) 13_556 . ? O5 K1 Cu1 91.02(5) 5 13_556 ? O4 K1 Cu1 72.75(4) . 13_556 ? O50 K1 Cu1 140.66(6) . 13_556 ? O2 K1 Cu1 28.01(3) 13_556 13_556 ? O3 K1 Cu1 99.67(4) 12_556 13_556 ? O50 K1 Cu1 138.20(5) 5 13_556 ? O1 K1 Cu1 33.56(3) 13_556 13_556 ? C15 K1 Cu1 86.22(4) . 13_556 ? O5 K1 K1 122.81(5) 5 9_554 ? O4 K1 K1 74.16(4) . 9_554 ? O50 K1 K1 43.98(5) . 9_554 ? O2 K1 K1 151.92(4) 13_556 9_554 ? O3 K1 K1 64.55(4) 12_556 9_554 ? O50 K1 K1 64.48(5) 5 9_554 ? O1 K1 K1 124.89(3) 13_556 9_554 ? C15 K1 K1 58.74(4) . 9_554 ? Cu1 K1 K1 144.64(2) 13_556 9_554 ? O5 K1 K1 60.55(5) 5 5 ? O4 K1 K1 156.88(5) . 5 ? O50 K1 K1 112.65(6) . 5 ? O2 K1 K1 73.10(4) 13_556 5 ? O3 K1 K1 75.24(5) 12_556 5 ? O50 K1 K1 40.50(5) 5 5 ? O1 K1 K1 130.03(3) 13_556 5 ? C15 K1 K1 142.74(5) . 5 ? Cu1 K1 K1 100.760(14) 13_556 5 ? K1 K1 K1 104.787(17) 9_554 5 ? K1 O50 K1 95.52(7) . 9_554 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.476 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.128 # Attachment 'SchmittW_Compound2.CIF' data_gls3am _database_code_depnum_ccdc_archive 'CCDC 654213' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H19 Cu K2 N O11' _chemical_formula_weight 567.09 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 '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' _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 8.7578(17) _cell_length_b 11.143(2) _cell_length_c 12.529(2) _cell_angle_alpha 84.479(4) _cell_angle_beta 81.501(4) _cell_angle_gamma 71.648(4) _cell_volume 1146.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 11742 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 578 _exptl_absorpt_coefficient_mu 1.374 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.612 _exptl_absorpt_correction_T_max 0.760 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 Smart Apex' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11742 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 28.26 _reflns_number_total 5624 _reflns_number_gt 4873 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Smart' _computing_cell_refinement 'Bruker Smart' _computing_data_reduction 'Bruker Smart' _computing_structure_solution 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_structure_refinement 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_molecular_graphics 'SHELXTL 5.1 (Bruker AXS Inc., 1997)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0685P)^2^+0.7192P] 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 5624 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1132 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.002 _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 1.32033(3) 0.02281(2) 0.03196(2) 0.01717(9) Uani 1 1 d . . . N1 N 1.1802(2) 0.04938(17) 0.17356(14) 0.0167(3) Uani 1 1 d . . . K1 K 0.68070(6) 0.35995(5) 0.04690(4) 0.02649(13) Uani 1 1 d . . . K2 K 1.05565(7) 0.41460(5) -0.15032(4) 0.02876(13) Uani 1 1 d . . . O1 O 1.52955(19) 0.01438(15) 0.09760(12) 0.0198(3) Uani 1 1 d . . . O2 O 1.21767(19) 0.21889(15) 0.01322(13) 0.0221(3) Uani 1 1 d . . . O3 O 0.9852(2) 0.36224(15) 0.07047(14) 0.0255(4) Uani 1 1 d . . . O4 O 1.2250(2) -0.11469(17) 0.02459(14) 0.0279(4) Uani 1 1 d . . . O5 O 1.0944(2) -0.23467(17) 0.12629(15) 0.0301(4) Uani 1 1 d . . . O6 O 1.6151(3) -0.3426(2) 0.71805(16) 0.0408(5) Uani 1 1 d . . . O7 O 1.3502(3) -0.3079(2) 0.73392(17) 0.0433(5) Uani 1 1 d . . . C1 C 1.5486(3) -0.0343(2) 0.19879(17) 0.0190(4) Uani 1 1 d . . . C2 C 1.7024(3) -0.1120(2) 0.22411(18) 0.0223(4) Uani 1 1 d . . . H2 H 1.7922 -0.1241 0.1718 0.027 Uiso 1 1 calc R . . C3 C 1.7199(3) -0.1692(2) 0.32446(19) 0.0239(5) Uani 1 1 d . . . H3 H 1.8221 -0.2189 0.3401 0.029 Uiso 1 1 calc R . . C4 C 1.5859(3) -0.1545(2) 0.40508(18) 0.0215(4) Uani 1 1 d . . . C5 C 1.6004(3) -0.2227(2) 0.50648(19) 0.0239(5) Uani 1 1 d . . . H5 H 1.7014 -0.2760 0.5212 0.029 Uiso 1 1 calc R . . C6 C 1.4687(3) -0.2118(2) 0.58324(19) 0.0247(5) Uani 1 1 d . . . C7 C 1.3187(3) -0.1264(2) 0.56249(19) 0.0265(5) Uani 1 1 d . . . H7 H 1.2296 -0.1171 0.6152 0.032 Uiso 1 1 calc R . . C8 C 1.3000(3) -0.0566(2) 0.46659(19) 0.0249(5) Uani 1 1 d . . . H8 H 1.1995 0.0006 0.4558 0.030 Uiso 1 1 calc R . . C9 C 1.4327(3) -0.0704(2) 0.38328(17) 0.0194(4) Uani 1 1 d . . . C10 C 1.4168(3) -0.0070(2) 0.27870(17) 0.0184(4) Uani 1 1 d . . . C11 C 1.2627(3) 0.0906(2) 0.25324(17) 0.0185(4) Uani 1 1 d . . . H11B H 1.1892 0.1099 0.3196 0.022 Uiso 1 1 calc R . . H11A H 1.2866 0.1676 0.2246 0.022 Uiso 1 1 calc R . . C12 C 1.0349(3) 0.1532(2) 0.14854(18) 0.0212(4) Uani 1 1 d . . . H12B H 0.9753 0.1907 0.2150 0.025 Uiso 1 1 calc R . . H12A H 0.9648 0.1197 0.1153 0.025 Uiso 1 1 calc R . . C13 C 1.0815(3) 0.2543(2) 0.07264(18) 0.0208(4) Uani 1 1 d . . . C14 C 1.1390(3) -0.0680(2) 0.20990(18) 0.0204(4) Uani 1 1 d . . . H14B H 1.0298 -0.0468 0.2478 0.024 Uiso 1 1 calc R . . H14A H 1.2129 -0.1177 0.2597 0.024 Uiso 1 1 calc R . . C15 C 1.1506(3) -0.1455(2) 0.11381(19) 0.0216(4) Uani 1 1 d . . . C16 C 1.4795(3) -0.2929(2) 0.6863(2) 0.0291(5) Uani 1 1 d . . . O50 O 0.9350(4) 0.5365(4) -0.3271(2) 0.0748(10) Uani 1 1 d . . . H50A H 0.989(7) 0.600(5) -0.348(4) 0.090 Uiso 1 1 d . . . H50B H 0.830(7) 0.575(5) -0.332(4) 0.090 Uiso 1 1 d . . . O51 O 0.6565(3) 0.5791(2) -0.07391(19) 0.0380(5) Uani 1 1 d . . . H51A H 0.660(5) 0.595(4) -0.135(3) 0.046 Uiso 1 1 d . . . H51B H 0.681(5) 0.633(4) -0.049(3) 0.046 Uiso 1 1 d . . . O60 O 0.6488(3) 0.5488(2) 0.1982(2) 0.0447(5) Uani 1 1 d . . . H60 H 0.6532 0.4893 0.2428 0.054 Uiso 1 1 calc R . . C60 C 0.4986(4) 0.6418(3) 0.2176(4) 0.0560(9) Uani 1 1 d . . . H60A H 0.4838 0.6682 0.2901 0.067 Uiso 1 1 calc R . . H60B H 0.4136 0.6079 0.2085 0.067 Uiso 1 1 calc R . . H60C H 0.4953 0.7132 0.1676 0.067 Uiso 1 1 calc R . . O52 O 0.8720(8) 0.3273(7) 0.4079(5) 0.0740(17) Uani 0.50 1 d P . . C52B C 0.9258(12) 0.3726(8) 0.5198(6) 0.134(3) Uani 1 1 d . . . O52A O 0.7707(13) 0.3857(10) 0.5109(7) 0.115(3) Uani 0.50 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 0.01617(15) 0.01883(15) 0.01550(14) -0.00099(9) 0.00302(10) -0.00614(10) N1 0.0149(8) 0.0160(8) 0.0181(8) -0.0001(6) 0.0006(7) -0.0044(7) K1 0.0226(3) 0.0256(3) 0.0275(3) -0.00158(19) 0.0019(2) -0.00425(19) K2 0.0354(3) 0.0247(3) 0.0281(3) -0.0005(2) -0.0003(2) -0.0139(2) O1 0.0168(7) 0.0273(8) 0.0141(7) 0.0001(6) 0.0022(6) -0.0072(6) O2 0.0205(8) 0.0201(8) 0.0227(8) 0.0019(6) 0.0026(6) -0.0053(6) O3 0.0247(9) 0.0171(8) 0.0310(9) -0.0013(6) -0.0023(7) -0.0017(6) O4 0.0328(9) 0.0293(9) 0.0247(8) -0.0079(7) 0.0082(7) -0.0174(7) O5 0.0279(9) 0.0258(9) 0.0392(10) -0.0064(7) 0.0074(8) -0.0156(7) O6 0.0446(12) 0.0483(12) 0.0297(10) 0.0142(9) -0.0100(9) -0.0167(10) O7 0.0412(12) 0.0419(12) 0.0378(11) 0.0148(9) 0.0083(9) -0.0110(9) C1 0.0193(10) 0.0212(10) 0.0170(9) -0.0017(8) 0.0006(8) -0.0081(8) C2 0.0168(10) 0.0283(11) 0.0196(10) -0.0016(8) 0.0032(8) -0.0063(9) C3 0.0186(11) 0.0273(12) 0.0235(11) 0.0001(9) -0.0025(9) -0.0043(9) C4 0.0214(11) 0.0232(11) 0.0201(10) -0.0013(8) -0.0013(8) -0.0077(9) C5 0.0243(11) 0.0248(11) 0.0227(11) 0.0035(9) -0.0049(9) -0.0079(9) C6 0.0311(12) 0.0253(11) 0.0199(10) 0.0015(8) -0.0025(9) -0.0127(10) C7 0.0274(12) 0.0313(13) 0.0191(10) 0.0005(9) 0.0053(9) -0.0107(10) C8 0.0224(11) 0.0280(12) 0.0205(10) 0.0008(9) 0.0012(9) -0.0046(9) C9 0.0207(11) 0.0208(10) 0.0168(9) -0.0015(8) 0.0003(8) -0.0077(8) C10 0.0177(10) 0.0197(10) 0.0173(9) -0.0020(8) 0.0001(8) -0.0058(8) C11 0.0177(10) 0.0187(10) 0.0173(9) -0.0030(8) 0.0019(8) -0.0044(8) C12 0.0153(10) 0.0204(10) 0.0246(11) 0.0000(8) 0.0006(8) -0.0025(8) C13 0.0211(11) 0.0207(10) 0.0213(10) -0.0006(8) -0.0046(8) -0.0066(8) C14 0.0208(10) 0.0183(10) 0.0217(10) 0.0006(8) 0.0026(8) -0.0083(8) C15 0.0165(10) 0.0205(10) 0.0267(11) -0.0029(8) 0.0008(8) -0.0054(8) C16 0.0384(14) 0.0259(12) 0.0227(11) 0.0035(9) -0.0008(10) -0.0121(10) O50 0.0464(16) 0.113(3) 0.0533(16) 0.0223(17) -0.0088(13) -0.0137(17) O51 0.0440(12) 0.0452(12) 0.0328(10) 0.0121(9) -0.0127(9) -0.0254(10) O60 0.0362(11) 0.0324(11) 0.0599(14) -0.0014(10) 0.0087(10) -0.0093(9) C60 0.0380(17) 0.0465(19) 0.082(3) -0.0216(18) -0.0002(17) -0.0088(14) O52 0.078(4) 0.100(5) 0.064(4) 0.006(3) -0.008(3) -0.058(4) C52B 0.159(8) 0.129(6) 0.083(4) -0.015(4) 0.010(5) -0.007(6) O52A 0.131(7) 0.178(9) 0.086(5) -0.053(5) 0.027(5) -0.120(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9212(15) 2_855 ? Cu1 O4 1.9769(17) . ? Cu1 N1 1.9923(18) . ? Cu1 O2 2.0891(16) . ? Cu1 O1 2.0891(16) . ? Cu1 Cu1 3.0215(8) 2_855 ? N1 C12 1.476(3) . ? N1 C14 1.477(3) . ? N1 C11 1.497(3) . ? O1 C1 1.343(3) . ? O1 Cu1 1.9212(15) 2_855 ? O2 C13 1.277(3) . ? O3 C13 1.233(3) . ? O4 C15 1.282(3) . ? O5 C15 1.228(3) . ? O6 C16 1.248(3) . ? O7 C16 1.251(3) . ? C1 C10 1.387(3) . ? C1 C2 1.415(3) . ? C2 C3 1.361(3) . ? C2 H2 0.9300 . ? C3 C4 1.409(3) . ? C3 H3 0.9300 . ? C4 C5 1.417(3) . ? C4 C9 1.422(3) . ? C5 C6 1.370(3) . ? C5 H5 0.9300 . ? C6 C7 1.402(4) . ? C6 C16 1.501(3) . ? C7 C8 1.369(3) . ? C7 H7 0.9300 . ? C8 C9 1.422(3) . ? C8 H8 0.9300 . ? C9 C10 1.431(3) . ? C10 C11 1.497(3) . ? C11 H11B 0.9700 . ? C11 H11A 0.9700 . ? C12 C13 1.519(3) . ? C12 H12B 0.9700 . ? C12 H12A 0.9700 . ? C14 C15 1.521(3) . ? C14 H14B 0.9700 . ? C14 H14A 0.9700 . ? O50 H50A 0.97(6) . ? O50 H50B 0.89(6) . ? O51 H51A 0.77(4) . ? O51 H51B 0.81(4) . ? O60 C60 1.400(4) . ? O60 H60 0.8200 . ? C60 H60A 0.9600 . ? C60 H60B 0.9600 . ? C60 H60C 0.9600 . ? O52 O52A 1.528(10) . ? O52 C52B 1.710(11) . ? C52B O52A 1.340(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O4 96.24(7) 2_855 . ? O1 Cu1 N1 174.66(7) 2_855 . ? O4 Cu1 N1 83.37(7) . . ? O1 Cu1 O2 102.17(7) 2_855 . ? O4 Cu1 O2 130.09(7) . . ? N1 Cu1 O2 82.01(7) . . ? O1 Cu1 O1 82.31(7) 2_855 . ? O4 Cu1 O1 128.44(7) . . ? N1 Cu1 O1 93.73(7) . . ? O2 Cu1 O1 99.98(7) . . ? O1 Cu1 Cu1 43.25(5) 2_855 2_855 ? O4 Cu1 Cu1 119.93(5) . 2_855 ? N1 Cu1 Cu1 132.70(5) . 2_855 ? O2 Cu1 Cu1 104.71(5) . 2_855 ? O1 Cu1 Cu1 39.06(4) . 2_855 ? C12 N1 C14 111.06(17) . . ? C12 N1 C11 109.74(16) . . ? C14 N1 C11 113.06(17) . . ? C12 N1 Cu1 103.65(13) . . ? C14 N1 Cu1 108.77(13) . . ? C11 N1 Cu1 110.13(13) . . ? C1 O1 Cu1 128.89(14) . 2_855 ? C1 O1 Cu1 119.74(13) . . ? Cu1 O1 Cu1 97.69(7) 2_855 . ? C13 O2 Cu1 110.14(14) . . ? C15 O4 Cu1 115.24(15) . . ? O1 C1 C10 119.53(19) . . ? O1 C1 C2 120.33(19) . . ? C10 C1 C2 120.1(2) . . ? C3 C2 C1 120.5(2) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 121.1(2) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C3 C4 C5 121.5(2) . . ? C3 C4 C9 119.0(2) . . ? C5 C4 C9 119.5(2) . . ? C6 C5 C4 121.3(2) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 118.9(2) . . ? C5 C6 C16 121.7(2) . . ? C7 C6 C16 119.4(2) . . ? C8 C7 C6 121.6(2) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C7 C8 C9 120.8(2) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C4 C9 C8 117.7(2) . . ? C4 C9 C10 119.29(19) . . ? C8 C9 C10 123.0(2) . . ? C1 C10 C9 119.4(2) . . ? C1 C10 C11 118.63(19) . . ? C9 C10 C11 121.97(19) . . ? N1 C11 C10 113.26(17) . . ? N1 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? N1 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? H11B C11 H11A 107.7 . . ? N1 C12 C13 110.89(18) . . ? N1 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? N1 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? H12B C12 H12A 108.0 . . ? O3 C13 O2 124.9(2) . . ? O3 C13 C12 118.5(2) . . ? O2 C13 C12 116.48(19) . . ? N1 C14 C15 110.46(18) . . ? N1 C14 H14B 109.6 . . ? C15 C14 H14B 109.6 . . ? N1 C14 H14A 109.6 . . ? C15 C14 H14A 109.6 . . ? H14B C14 H14A 108.1 . . ? O5 C15 O4 124.2(2) . . ? O5 C15 C14 119.3(2) . . ? O4 C15 C14 116.5(2) . . ? O6 C16 O7 124.3(2) . . ? O6 C16 C6 118.8(2) . . ? O7 C16 C6 116.9(2) . . ? H50A O50 H50B 106(5) . . ? H51A O51 H51B 106(4) . . ? C60 O60 H60 109.5 . . ? O60 C60 H60A 109.5 . . ? O60 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? O60 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? O52A O52 C52B 48.5(4) . . ? O52A C52B O52 58.7(6) . . ? C52B O52A O52 72.8(6) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.932 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.119