# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Satoshi Takamizawa' _publ_contact_author_email STAKA@YOKOHAMA-CU.AC.JP _publ_section_title ; Host-guest transformational correlation in a gas inclusion co-crystal by swinging of gas pressure and temperature ; loop_ _publ_author_name 'Satoshi Takamizawa' 'Ryosuke Miyake' 'Yuichi Takasaki' # Attachment 'staka-revised.cif' data_81111t1_1b_203K _database_code_depnum_ccdc_archive 'CCDC 742003' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.89 (C O2)' _chemical_formula_sum 'C34.89 H24 Cu2 N2 O13.79' _chemical_formula_weight 819.00 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 9.694(2) _cell_length_b 10.424(3) _cell_length_c 10.971(3) _cell_angle_alpha 70.894(5) _cell_angle_beta 66.197(4) _cell_angle_gamma 63.016(5) _cell_volume 889.6(4) _cell_formula_units_Z 1 _cell_measurement_temperature 203 _cell_measurement_reflns_used 974 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 22.21 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.266 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7024 _exptl_absorpt_correction_T_max 0.9394 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 203 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6472 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.1195 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4348 _reflns_number_gt 2586 _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^)+(0.1118P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4348 _refine_ls_number_parameters 219 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1362 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.2127 _refine_ls_wR_factor_gt 0.1726 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 1.009 _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 O2S O 0.6397(17) 0.5641(12) 1.0862(12) 0.176(6) Uani 0.962(17) 1 d PU . . C1S C 0.631(3) 0.5926(17) 0.9818(18) 0.175(9) Uani 0.962(17) 1 d PU . . O1S O 0.614(2) 0.6154(13) 0.8880(12) 0.241(11) Uani 0.962(17) 1 d P . . O3S O 0.5040(15) 0.9001(11) 0.9862(9) 0.148(5) Uani 0.970(19) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.108(6) Uani 0.970(19) 2 d SPU . . C8 C 1.0367(7) 0.6331(7) 0.2556(6) 0.0375(14) Uani 1 1 d . . . C9 C 1.0580(6) 0.7104(5) 0.1117(4) 0.0432(15) Uani 1 1 d G . . C14 C 0.9678(6) 0.7107(6) 0.0401(5) 0.071(2) Uani 1 1 d G . . H14 H 0.8936 0.6630 0.0822 0.085 Uiso 1 1 calc R . . C13 C 0.9873(7) 0.7816(7) -0.0938(5) 0.087(3) Uani 1 1 d G . . H13 H 0.9263 0.7818 -0.1423 0.104 Uiso 1 1 calc R . . C12 C 1.0970(8) 0.8521(6) -0.1561(4) 0.081(3) Uani 1 1 d G . . H12 H 1.1102 0.9000 -0.2467 0.097 Uiso 1 1 calc R . . C11 C 1.1872(7) 0.8518(6) -0.0845(5) 0.076(3) Uani 1 1 d G . . H11 H 1.2613 0.8995 -0.1266 0.091 Uiso 1 1 calc R . . C10 C 1.1677(6) 0.7809(6) 0.0494(5) 0.0563(19) Uani 1 1 d G . . H10 H 1.2286 0.7807 0.0979 0.068 Uiso 1 1 calc R . . C1 C 0.8353(7) 0.7466(7) 0.5770(6) 0.0341(13) Uani 1 1 d . . . C2 C 0.7351(4) 0.8950(4) 0.6150(4) 0.0323(13) Uani 1 1 d G . . C7 C 0.8096(4) 0.9750(5) 0.6270(5) 0.0450(16) Uani 1 1 d G . . H7 H 0.9226 0.9361 0.6111 0.054 Uiso 1 1 calc R . . C6 C 0.7170(6) 1.1127(4) 0.6626(5) 0.057(2) Uani 1 1 d G . . H6 H 0.7675 1.1668 0.6708 0.069 Uiso 1 1 calc R . . C5 C 0.5499(6) 1.1703(4) 0.6862(5) 0.063(2) Uani 1 1 d G . . H5 H 0.4874 1.2633 0.7103 0.075 Uiso 1 1 calc R . . C4 C 0.4754(4) 1.0902(5) 0.6742(5) 0.058(2) Uani 1 1 d G . . H4 H 0.3624 1.1292 0.6901 0.069 Uiso 1 1 calc R . . C3 C 0.5679(4) 0.9526(5) 0.6385(5) 0.0475(17) Uani 1 1 d G . . H3 H 0.5175 0.8985 0.6304 0.057 Uiso 1 1 calc R . . C15 C 0.6412(6) 0.4348(7) 0.4128(6) 0.0326(13) Uani 1 1 d . . . H15 H 0.7389 0.3871 0.3505 0.039 Uiso 1 1 calc R . . C16 C 0.5034(6) 0.5555(6) 0.5909(6) 0.0314(13) Uani 1 1 d . . . H16 H 0.5017 0.5950 0.6575 0.038 Uiso 1 1 calc R . . Cu1 Cu 0.87077(7) 0.48981(8) 0.50205(8) 0.0290(2) Uani 1 1 d . . . N1 N 0.6453(5) 0.4924(5) 0.5043(5) 0.0286(10) Uani 1 1 d . . . O4 O 0.9203(5) 0.5904(5) 0.3122(4) 0.0454(11) Uani 1 1 d . . . O3 O 1.1385(5) 0.6140(5) 0.3100(4) 0.0399(10) Uani 1 1 d . . . O2 O 0.9856(4) 0.6976(5) 0.5605(5) 0.0411(11) Uani 1 1 d . . . O1 O 0.7637(5) 0.6801(5) 0.5621(5) 0.0393(10) 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 O2S 0.246(13) 0.102(8) 0.127(9) -0.027(7) -0.046(10) -0.026(7) C1S 0.265(17) 0.083(10) 0.066(9) -0.023(8) -0.041(13) 0.025(9) O1S 0.36(2) 0.108(9) 0.076(8) -0.032(7) -0.041(10) 0.044(10) O3S 0.217(9) 0.128(7) 0.103(7) -0.019(5) -0.050(6) -0.069(6) C2S 0.155(10) 0.096(9) 0.091(9) -0.028(7) -0.041(7) -0.052(7) C8 0.030(3) 0.033(3) 0.039(4) -0.009(3) -0.008(3) -0.003(2) C9 0.043(3) 0.042(4) 0.038(4) -0.006(3) -0.012(3) -0.011(3) C14 0.072(5) 0.093(7) 0.050(5) 0.012(4) -0.030(4) -0.040(5) C13 0.086(7) 0.113(9) 0.058(6) 0.012(5) -0.040(5) -0.036(6) C12 0.087(7) 0.087(7) 0.052(6) 0.008(5) -0.029(5) -0.025(5) C11 0.081(6) 0.074(6) 0.057(6) 0.009(4) -0.008(5) -0.042(5) C10 0.056(4) 0.061(5) 0.046(5) 0.000(4) -0.012(4) -0.027(4) C1 0.033(3) 0.040(4) 0.032(3) -0.005(3) -0.010(3) -0.017(3) C2 0.036(3) 0.032(3) 0.026(3) -0.003(2) -0.011(3) -0.010(2) C7 0.060(4) 0.038(4) 0.042(4) 0.000(3) -0.021(3) -0.021(3) C6 0.091(6) 0.031(4) 0.056(5) -0.001(3) -0.030(4) -0.024(4) C5 0.088(6) 0.032(4) 0.045(5) -0.002(3) -0.019(4) -0.008(4) C4 0.048(4) 0.052(5) 0.048(5) -0.016(4) -0.011(4) 0.004(3) C3 0.038(3) 0.049(4) 0.047(4) -0.011(3) -0.013(3) -0.007(3) C15 0.021(2) 0.042(4) 0.037(3) -0.017(3) -0.003(2) -0.011(2) C16 0.027(3) 0.038(3) 0.035(3) -0.011(3) -0.008(3) -0.015(2) Cu1 0.0166(3) 0.0353(4) 0.0402(5) -0.0079(3) -0.0124(3) -0.0097(3) N1 0.017(2) 0.036(3) 0.038(3) -0.010(2) -0.010(2) -0.0110(19) O4 0.030(2) 0.068(3) 0.039(3) -0.003(2) -0.013(2) -0.021(2) O3 0.035(2) 0.051(3) 0.038(3) -0.003(2) -0.015(2) -0.019(2) O2 0.0221(19) 0.045(3) 0.060(3) -0.020(2) -0.013(2) -0.0076(18) O1 0.0271(19) 0.039(3) 0.058(3) -0.017(2) -0.016(2) -0.0085(17) _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 O2S C1S 1.112(17) . ? C1S O1S 1.041(17) . ? O3S C2S 1.081(10) . ? C2S O3S 1.081(10) 2_677 ? C8 O4 1.252(7) . ? C8 O3 1.260(7) . ? C8 C9 1.496(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.260(6) . ? C1 O1 1.261(6) . ? C1 C2 1.497(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.348(7) . ? C15 C16 1.376(7) 2_666 ? C16 N1 1.327(7) . ? C16 C15 1.376(7) 2_666 ? Cu1 O2 1.965(4) 2_766 ? Cu1 O1 1.970(4) . ? Cu1 O4 1.972(5) . ? Cu1 O3 1.977(4) 2_766 ? Cu1 N1 2.164(4) . ? Cu1 Cu1 2.5904(13) 2_766 ? O3 Cu1 1.977(4) 2_766 ? O2 Cu1 1.965(4) 2_766 ? 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 O1S C1S O2S 174(3) . . ? O3S C2S O3S 180.0(10) 2_677 . ? O4 C8 O3 125.0(6) . . ? O4 C8 C9 117.3(5) . . ? O3 C8 C9 117.7(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.6(4) . . ? C10 C9 C8 120.4(4) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.5(6) . . ? O2 C1 C2 117.8(5) . . ? O1 C1 C2 117.7(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.8(3) . . ? C3 C2 C1 120.2(3) . . ? C6 C7 C2 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 121.1(5) . 2_666 ? N1 C16 C15 122.5(5) . 2_666 ? O2 Cu1 O1 169.53(15) 2_766 . ? O2 Cu1 O4 88.8(2) 2_766 . ? O1 Cu1 O4 89.7(2) . . ? O2 Cu1 O3 88.85(19) 2_766 2_766 ? O1 Cu1 O3 90.69(19) . 2_766 ? O4 Cu1 O3 169.30(15) . 2_766 ? O2 Cu1 N1 97.59(16) 2_766 . ? O1 Cu1 N1 92.85(16) . . ? O4 Cu1 N1 93.68(17) . . ? O3 Cu1 N1 96.98(17) 2_766 . ? O2 Cu1 Cu1 86.84(11) 2_766 2_766 ? O1 Cu1 Cu1 82.70(11) . 2_766 ? O4 Cu1 Cu1 84.58(12) . 2_766 ? O3 Cu1 Cu1 84.86(12) 2_766 2_766 ? N1 Cu1 Cu1 175.22(13) . 2_766 ? C16 N1 C15 116.3(4) . . ? C16 N1 Cu1 122.4(4) . . ? C15 N1 Cu1 121.2(3) . . ? C8 O4 Cu1 123.1(4) . . ? C8 O3 Cu1 122.4(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 125.2(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -10.6(7) . . . . ? O3 C8 C9 C14 168.4(4) . . . . ? O4 C8 C9 C10 169.8(5) . . . . ? O3 C8 C9 C10 -11.3(7) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.7(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.7(5) . . . . ? O2 C1 C2 C7 1.8(7) . . . . ? O1 C1 C2 C7 -177.4(4) . . . . ? O2 C1 C2 C3 -178.0(4) . . . . ? O1 C1 C2 C3 2.8(7) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.8(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.8(4) . . . . ? C15 C16 N1 C15 -1.4(10) 2_666 . . . ? C15 C16 N1 Cu1 175.9(4) 2_666 . . . ? C16 C15 N1 C16 1.3(10) 2_666 . . . ? C16 C15 N1 Cu1 -175.9(4) 2_666 . . . ? O2 Cu1 N1 C16 149.1(5) 2_766 . . . ? O1 Cu1 N1 C16 -31.7(5) . . . . ? O4 Cu1 N1 C16 -121.6(5) . . . . ? O3 Cu1 N1 C16 59.4(5) 2_766 . . . ? Cu1 Cu1 N1 C16 -53.0(19) 2_766 . . . ? O2 Cu1 N1 C15 -33.8(5) 2_766 . . . ? O1 Cu1 N1 C15 145.4(5) . . . . ? O4 Cu1 N1 C15 55.5(5) . . . . ? O3 Cu1 N1 C15 -123.5(5) 2_766 . . . ? Cu1 Cu1 N1 C15 124.1(15) 2_766 . . . ? O3 C8 O4 Cu1 2.2(9) . . . . ? C9 C8 O4 Cu1 -178.9(4) . . . . ? O2 Cu1 O4 C8 -89.5(5) 2_766 . . . ? O1 Cu1 O4 C8 80.1(5) . . . . ? O3 Cu1 O4 C8 -12.0(13) 2_766 . . . ? N1 Cu1 O4 C8 173.0(5) . . . . ? Cu1 Cu1 O4 C8 -2.6(5) 2_766 . . . ? O4 C8 O3 Cu1 0.2(9) . . . 2_766 ? C9 C8 O3 Cu1 -178.7(3) . . . 2_766 ? O1 C1 O2 Cu1 3.5(9) . . . 2_766 ? C2 C1 O2 Cu1 -175.6(3) . . . 2_766 ? O2 C1 O1 Cu1 -3.0(9) . . . . ? C2 C1 O1 Cu1 176.1(3) . . . . ? O2 Cu1 O1 C1 -1.7(14) 2_766 . . . ? O4 Cu1 O1 C1 -83.6(5) . . . . ? O3 Cu1 O1 C1 85.7(5) 2_766 . . . ? N1 Cu1 O1 C1 -177.3(5) . . . . ? Cu1 Cu1 O1 C1 1.0(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.971 _refine_diff_density_min -1.133 _refine_diff_density_rms 0.184 #===END data_81111t2_1b_213K _database_code_depnum_ccdc_archive 'CCDC 742004' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.97 (C O2)' _chemical_formula_sum 'C34.97 H24 Cu2 N2 O13.94' _chemical_formula_weight 822.26 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 9.693(2) _cell_length_b 10.424(2) _cell_length_c 10.967(2) _cell_angle_alpha 70.883(4) _cell_angle_beta 66.181(4) _cell_angle_gamma 63.010(4) _cell_volume 889.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 213 _cell_measurement_reflns_used 1031 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 22.21 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7023 _exptl_absorpt_correction_T_max 0.9393 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 213 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6496 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.1130 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4349 _reflns_number_gt 2601 _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^)+(0.0972P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4349 _refine_ls_number_parameters 218 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1205 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1908 _refine_ls_wR_factor_gt 0.1523 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.993 _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 O2S O 0.6379(16) 0.5652(11) 1.0865(11) 0.187(6) Uani 0.984(15) 1 d PU . . C1S C 0.633(3) 0.5924(17) 0.9818(16) 0.188(8) Uani 0.984(15) 1 d PU . . O1S O 0.6118(19) 0.6130(12) 0.8903(11) 0.256(10) Uani 0.984(15) 1 d P . . O3S O 0.5059(13) 0.8992(10) 0.9855(8) 0.158(3) Uani 1 1 d U . . C2S C 0.5000 1.0000 1.0000 0.115(5) Uani 1 2 d SU . . C8 C 1.0368(6) 0.6327(6) 0.2556(6) 0.0376(12) Uani 1 1 d . . . C9 C 1.0580(5) 0.7098(5) 0.1115(3) 0.0432(14) Uani 1 1 d G . . C14 C 0.9683(5) 0.7106(6) 0.0392(5) 0.071(2) Uani 1 1 d G . . H14 H 0.8939 0.6630 0.0808 0.085 Uiso 1 1 calc R . . C13 C 0.9885(6) 0.7817(6) -0.0948(5) 0.087(3) Uani 1 1 d G . . H13 H 0.9278 0.7822 -0.1437 0.104 Uiso 1 1 calc R . . C12 C 1.0984(7) 0.8520(6) -0.1565(3) 0.081(2) Uani 1 1 d G . . H12 H 1.1120 0.9001 -0.2470 0.098 Uiso 1 1 calc R . . C11 C 1.1881(6) 0.8512(6) -0.0842(4) 0.077(2) Uani 1 1 d G . . H11 H 1.2625 0.8988 -0.1259 0.093 Uiso 1 1 calc R . . C10 C 1.1679(5) 0.7801(5) 0.0498(4) 0.0618(19) Uani 1 1 d G . . H10 H 1.2286 0.7796 0.0987 0.074 Uiso 1 1 calc R . . C1 C 0.8352(6) 0.7468(6) 0.5771(5) 0.0354(12) Uani 1 1 d . . . C2 C 0.7353(4) 0.8948(3) 0.6150(4) 0.0347(12) Uani 1 1 d G . . C7 C 0.8096(4) 0.9752(4) 0.6268(4) 0.0454(14) Uani 1 1 d G . . H7 H 0.9227 0.9364 0.6107 0.055 Uiso 1 1 calc R . . C6 C 0.7168(6) 1.1128(4) 0.6624(4) 0.0589(18) Uani 1 1 d G . . H6 H 0.7671 1.1672 0.6704 0.071 Uiso 1 1 calc R . . C5 C 0.5497(5) 1.1701(3) 0.6862(4) 0.063(2) Uani 1 1 d G . . H5 H 0.4869 1.2632 0.7103 0.075 Uiso 1 1 calc R . . C4 C 0.4753(3) 1.0897(4) 0.6744(4) 0.0571(18) Uani 1 1 d G . . H4 H 0.3623 1.1285 0.6905 0.068 Uiso 1 1 calc R . . C3 C 0.5681(4) 0.9521(4) 0.6388(4) 0.0464(14) Uani 1 1 d G . . H3 H 0.5179 0.8977 0.6308 0.056 Uiso 1 1 calc R . . C15 C 0.6406(6) 0.4352(6) 0.4122(6) 0.0363(12) Uani 1 1 d . . . H15 H 0.7381 0.3878 0.3496 0.044 Uiso 1 1 calc R . . C16 C 0.5032(6) 0.5555(6) 0.5910(5) 0.0332(12) Uani 1 1 d . . . H16 H 0.5016 0.5949 0.6575 0.040 Uiso 1 1 calc R . . Cu1 Cu 0.87068(7) 0.48975(7) 0.50210(7) 0.0306(2) Uani 1 1 d . . . N1 N 0.6453(4) 0.4929(5) 0.5036(4) 0.0295(9) Uani 1 1 d . . . O4 O 0.9197(4) 0.5899(5) 0.3123(4) 0.0470(10) Uani 1 1 d . . . O3 O 1.1380(4) 0.6141(4) 0.3105(4) 0.0424(9) Uani 1 1 d . . . O2 O 0.9859(4) 0.6977(4) 0.5599(4) 0.0431(10) Uani 1 1 d . . . O1 O 0.7638(4) 0.6791(4) 0.5623(4) 0.0407(9) 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 O2S 0.272(13) 0.111(7) 0.121(8) -0.025(6) -0.046(9) -0.034(7) C1S 0.286(17) 0.104(10) 0.066(9) -0.031(8) -0.054(12) 0.028(9) O1S 0.38(2) 0.119(9) 0.087(8) -0.039(6) -0.058(10) 0.063(9) O3S 0.241(8) 0.134(6) 0.109(5) -0.023(5) -0.054(5) -0.077(6) C2S 0.170(9) 0.096(8) 0.095(8) -0.025(7) -0.041(7) -0.057(7) C8 0.033(3) 0.034(3) 0.037(3) -0.010(2) -0.008(2) -0.006(2) C9 0.042(3) 0.043(3) 0.038(3) -0.004(3) -0.012(3) -0.013(3) C14 0.069(5) 0.096(6) 0.054(5) 0.004(4) -0.029(4) -0.040(4) C13 0.088(6) 0.118(8) 0.051(5) 0.011(5) -0.039(5) -0.038(5) C12 0.091(6) 0.089(7) 0.047(5) 0.009(4) -0.025(4) -0.030(5) C11 0.092(6) 0.081(6) 0.052(5) 0.007(4) -0.008(4) -0.052(5) C10 0.063(4) 0.069(5) 0.045(4) 0.005(3) -0.013(3) -0.030(4) C1 0.031(2) 0.044(3) 0.035(3) -0.008(2) -0.012(2) -0.017(2) C2 0.038(3) 0.035(3) 0.031(3) -0.004(2) -0.014(2) -0.011(2) C7 0.057(4) 0.036(3) 0.045(4) -0.003(3) -0.018(3) -0.020(3) C6 0.095(5) 0.036(4) 0.053(4) -0.002(3) -0.027(4) -0.031(4) C5 0.086(5) 0.030(4) 0.049(4) -0.002(3) -0.021(4) -0.006(3) C4 0.050(4) 0.051(4) 0.048(4) -0.010(3) -0.012(3) -0.003(3) C3 0.039(3) 0.048(4) 0.048(4) -0.012(3) -0.015(3) -0.008(3) C15 0.026(2) 0.046(3) 0.042(3) -0.022(3) -0.005(2) -0.013(2) C16 0.031(2) 0.040(3) 0.039(3) -0.012(2) -0.010(2) -0.018(2) Cu1 0.0193(3) 0.0376(4) 0.0421(4) -0.0078(3) -0.0137(3) -0.0123(2) N1 0.0192(18) 0.036(3) 0.038(2) -0.0093(19) -0.0100(18) -0.0116(17) O4 0.0314(19) 0.069(3) 0.042(2) -0.001(2) -0.0145(18) -0.0232(19) O3 0.037(2) 0.051(3) 0.045(2) -0.0033(18) -0.0189(18) -0.0188(18) O2 0.0286(18) 0.047(2) 0.061(3) -0.022(2) -0.0148(19) -0.0108(17) O1 0.0293(17) 0.043(2) 0.059(3) -0.0155(19) -0.0174(18) -0.0132(16) _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 O2S C1S 1.103(15) . ? C1S O1S 1.042(16) . ? O3S C2S 1.086(9) . ? C2S O3S 1.086(9) 2_677 ? C8 O4 1.257(6) . ? C8 O3 1.261(6) . ? C8 C9 1.498(6) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.262(6) . ? C1 O1 1.271(6) . ? C1 C2 1.493(6) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.351(6) . ? C15 C16 1.367(6) 2_666 ? C16 N1 1.330(6) . ? C16 C15 1.367(6) 2_666 ? Cu1 O1 1.962(4) . ? Cu1 O2 1.963(4) 2_766 ? Cu1 O4 1.969(4) . ? Cu1 O3 1.972(4) 2_766 ? Cu1 N1 2.164(4) . ? Cu1 Cu1 2.5921(12) 2_766 ? O3 Cu1 1.972(4) 2_766 ? O2 Cu1 1.963(4) 2_766 ? 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 O1S C1S O2S 170(3) . . ? O3S C2S O3S 180.0(9) 2_677 . ? O4 C8 O3 124.9(5) . . ? O4 C8 C9 117.2(5) . . ? O3 C8 C9 117.9(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.0(3) . . ? C10 C9 C8 120.0(3) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.1(5) . . ? O2 C1 C2 117.9(4) . . ? O1 C1 C2 118.0(4) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.9(3) . . ? C3 C2 C1 120.1(3) . . ? C2 C7 C6 120.0 . . ? C5 C6 C7 120.0 . . ? C6 C5 C4 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 121.3(4) . 2_666 ? N1 C16 C15 122.6(4) . 2_666 ? O1 Cu1 O2 169.59(13) . 2_766 ? O1 Cu1 O4 89.91(18) . . ? O2 Cu1 O4 88.91(18) 2_766 . ? O1 Cu1 O3 90.69(17) . 2_766 ? O2 Cu1 O3 88.57(17) 2_766 2_766 ? O4 Cu1 O3 169.34(14) . 2_766 ? O1 Cu1 N1 92.77(14) . . ? O2 Cu1 N1 97.63(15) 2_766 . ? O4 Cu1 N1 93.28(15) . . ? O3 Cu1 N1 97.32(15) 2_766 . ? O1 Cu1 Cu1 82.73(10) . 2_766 ? O2 Cu1 Cu1 86.86(10) 2_766 2_766 ? O4 Cu1 Cu1 84.75(11) . 2_766 ? O3 Cu1 Cu1 84.77(11) 2_766 2_766 ? N1 Cu1 Cu1 175.08(11) . 2_766 ? C16 N1 C15 116.1(4) . . ? C16 N1 Cu1 122.3(3) . . ? C15 N1 Cu1 121.5(3) . . ? C8 O4 Cu1 122.9(4) . . ? C8 O3 Cu1 122.6(4) . 2_766 ? C1 O2 Cu1 120.8(3) . 2_766 ? C1 O1 Cu1 125.5(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -10.5(6) . . . . ? O3 C8 C9 C14 168.8(4) . . . . ? O4 C8 C9 C10 169.7(4) . . . . ? O3 C8 C9 C10 -10.9(6) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.7(4) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.7(4) . . . . ? O2 C1 C2 C7 1.6(6) . . . . ? O1 C1 C2 C7 -177.4(4) . . . . ? O2 C1 C2 C3 -178.2(4) . . . . ? O1 C1 C2 C3 2.8(6) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.8(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.8(4) . . . . ? C15 C16 N1 C15 -1.5(9) 2_666 . . . ? C15 C16 N1 Cu1 176.4(4) 2_666 . . . ? C16 C15 N1 C16 1.4(9) 2_666 . . . ? C16 C15 N1 Cu1 -176.4(4) 2_666 . . . ? O1 Cu1 N1 C16 -32.1(4) . . . . ? O2 Cu1 N1 C16 148.5(4) 2_766 . . . ? O4 Cu1 N1 C16 -122.1(4) . . . . ? O3 Cu1 N1 C16 59.0(4) 2_766 . . . ? Cu1 Cu1 N1 C16 -55.9(16) 2_766 . . . ? O1 Cu1 N1 C15 145.7(4) . . . . ? O2 Cu1 N1 C15 -33.7(4) 2_766 . . . ? O4 Cu1 N1 C15 55.6(4) . . . . ? O3 Cu1 N1 C15 -123.3(4) 2_766 . . . ? Cu1 Cu1 N1 C15 121.8(13) 2_766 . . . ? O3 C8 O4 Cu1 1.8(8) . . . . ? C9 C8 O4 Cu1 -178.9(3) . . . . ? O1 Cu1 O4 C8 80.1(4) . . . . ? O2 Cu1 O4 C8 -89.5(4) 2_766 . . . ? O3 Cu1 O4 C8 -13.2(12) 2_766 . . . ? N1 Cu1 O4 C8 172.9(4) . . . . ? Cu1 Cu1 O4 C8 -2.6(4) 2_766 . . . ? O4 C8 O3 Cu1 0.8(8) . . . 2_766 ? C9 C8 O3 Cu1 -178.4(3) . . . 2_766 ? O1 C1 O2 Cu1 3.1(8) . . . 2_766 ? C2 C1 O2 Cu1 -175.8(3) . . . 2_766 ? O2 C1 O1 Cu1 -3.0(8) . . . . ? C2 C1 O1 Cu1 176.0(3) . . . . ? O2 Cu1 O1 C1 0.0(12) 2_766 . . . ? O4 Cu1 O1 C1 -83.5(5) . . . . ? O3 Cu1 O1 C1 85.8(5) 2_766 . . . ? N1 Cu1 O1 C1 -176.8(5) . . . . ? Cu1 Cu1 O1 C1 1.2(4) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.883 _refine_diff_density_min -0.956 _refine_diff_density_rms 0.178 #===END data_81111t3_1b_223K _database_code_depnum_ccdc_archive 'CCDC 742005' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.90 (C O2)' _chemical_formula_sum 'C34.90 H24 Cu2 N2 O13.8' _chemical_formula_weight 819.26 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 9.687(2) _cell_length_b 10.420(2) _cell_length_c 10.945(2) _cell_angle_alpha 71.008(4) _cell_angle_beta 66.135(4) _cell_angle_gamma 63.024(4) _cell_volume 886.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 223 _cell_measurement_reflns_used 930 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 21.99 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7016 _exptl_absorpt_correction_T_max 0.9392 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 223 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5627 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0945 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3612 _reflns_number_gt 2330 _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^)+(0.1025P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3612 _refine_ls_number_parameters 219 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1105 _refine_ls_R_factor_gt 0.0629 _refine_ls_wR_factor_ref 0.1859 _refine_ls_wR_factor_gt 0.1522 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 1.014 _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 C1S C 0.633(3) 0.596(2) 0.9813(19) 0.211(11) Uani 0.955(17) 1 d PU . . O2S O 0.6286(19) 0.5670(13) 1.0847(13) 0.214(7) Uani 0.955(17) 1 d PU . . O1S O 0.620(2) 0.6181(15) 0.8885(13) 0.319(15) Uani 0.955(17) 1 d P . . O3S O 0.5069(16) 0.8987(13) 0.9858(11) 0.182(6) Uani 0.99(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.148(8) Uani 0.99(2) 2 d SPU . . C8 C 1.0385(7) 0.6314(6) 0.2552(6) 0.0375(14) Uani 1 1 d . . . C9 C 1.0584(6) 0.7086(5) 0.1116(4) 0.0453(15) Uani 1 1 d G . . C14 C 0.9696(6) 0.7079(6) 0.0391(5) 0.072(2) Uani 1 1 d G . . H14 H 0.8960 0.6596 0.0807 0.087 Uiso 1 1 calc R . . C13 C 0.9897(7) 0.7787(7) -0.0951(5) 0.088(3) Uani 1 1 d G . . H13 H 0.9297 0.7782 -0.1442 0.106 Uiso 1 1 calc R . . C12 C 1.0986(8) 0.8502(6) -0.1567(4) 0.086(3) Uani 1 1 d G . . H12 H 1.1122 0.8981 -0.2474 0.103 Uiso 1 1 calc R . . C11 C 1.1874(7) 0.8509(6) -0.0841(5) 0.082(3) Uani 1 1 d G . . H11 H 1.2610 0.8992 -0.1258 0.098 Uiso 1 1 calc R . . C10 C 1.1673(6) 0.7801(6) 0.0500(5) 0.063(2) Uani 1 1 d G . . H10 H 1.2273 0.7805 0.0991 0.076 Uiso 1 1 calc R . . C1 C 0.8357(7) 0.7467(7) 0.5770(6) 0.0370(14) Uani 1 1 d . . . C2 C 0.7356(4) 0.8948(3) 0.6149(4) 0.0367(13) Uani 1 1 d G . . C7 C 0.8099(4) 0.9755(4) 0.6263(4) 0.0453(15) Uani 1 1 d G . . H7 H 0.9231 0.9370 0.6098 0.054 Uiso 1 1 calc R . . C6 C 0.7168(6) 1.1132(4) 0.6623(5) 0.063(2) Uani 1 1 d G . . H6 H 0.7670 1.1677 0.6700 0.075 Uiso 1 1 calc R . . C5 C 0.5494(6) 1.1701(4) 0.6868(5) 0.066(2) Uani 1 1 d G . . H5 H 0.4864 1.2632 0.7111 0.079 Uiso 1 1 calc R . . C4 C 0.4751(4) 1.0894(5) 0.6753(5) 0.061(2) Uani 1 1 d G . . H4 H 0.3619 1.1279 0.6919 0.073 Uiso 1 1 calc R . . C3 C 0.5682(4) 0.9517(5) 0.6394(5) 0.0497(17) Uani 1 1 d G . . H3 H 0.5179 0.8971 0.6316 0.060 Uiso 1 1 calc R . . C15 C 0.6400(6) 0.4355(6) 0.4117(6) 0.0350(13) Uani 1 1 d . . . H15 H 0.7375 0.3885 0.3484 0.042 Uiso 1 1 calc R . . C16 C 0.5033(6) 0.5555(6) 0.5911(6) 0.0330(13) Uani 1 1 d . . . H16 H 0.5016 0.5953 0.6577 0.040 Uiso 1 1 calc R . . Cu1 Cu 0.87071(7) 0.48985(8) 0.50203(8) 0.0321(3) Uani 1 1 d . . . N1 N 0.6452(5) 0.4931(5) 0.5038(5) 0.0308(10) Uani 1 1 d . . . O4 O 0.9204(5) 0.5891(5) 0.3124(4) 0.0487(11) Uani 1 1 d . . . O3 O 1.1387(5) 0.6134(5) 0.3101(4) 0.0437(10) Uani 1 1 d . . . O2 O 0.9857(5) 0.6979(5) 0.5600(5) 0.0458(11) Uani 1 1 d . . . O1 O 0.7633(4) 0.6798(4) 0.5622(5) 0.0421(10) 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 C1S 0.299(18) 0.116(11) 0.053(9) -0.025(10) 0.010(15) 0.011(11) O2S 0.299(15) 0.120(9) 0.120(10) -0.026(8) -0.008(12) -0.038(8) O1S 0.47(3) 0.138(11) 0.079(8) -0.040(8) -0.034(13) 0.080(12) O3S 0.250(10) 0.173(9) 0.133(8) -0.026(6) -0.057(6) -0.087(7) C2S 0.192(11) 0.143(12) 0.118(10) -0.031(8) -0.047(8) -0.066(8) C8 0.035(3) 0.032(3) 0.037(4) -0.008(3) -0.010(3) -0.005(2) C9 0.048(4) 0.042(4) 0.042(4) -0.002(3) -0.016(3) -0.015(3) C14 0.073(5) 0.096(7) 0.051(5) 0.009(4) -0.029(4) -0.040(5) C13 0.089(6) 0.121(9) 0.055(6) 0.008(5) -0.039(5) -0.041(6) C12 0.091(7) 0.097(8) 0.058(6) 0.010(5) -0.032(5) -0.032(6) C11 0.100(7) 0.081(6) 0.055(6) 0.008(4) -0.005(5) -0.057(5) C10 0.062(5) 0.072(6) 0.050(5) 0.000(4) -0.014(4) -0.029(4) C1 0.034(3) 0.046(4) 0.035(4) -0.006(3) -0.014(3) -0.017(3) C2 0.039(3) 0.037(3) 0.032(3) -0.003(3) -0.013(3) -0.012(3) C7 0.057(4) 0.035(4) 0.045(4) 0.002(3) -0.021(3) -0.020(3) C6 0.095(6) 0.042(4) 0.056(5) -0.003(3) -0.028(4) -0.028(4) C5 0.089(6) 0.032(4) 0.049(5) -0.006(3) -0.018(4) -0.005(4) C4 0.050(4) 0.048(5) 0.060(5) -0.012(4) -0.012(4) -0.001(3) C3 0.040(3) 0.055(5) 0.046(4) -0.008(3) -0.015(3) -0.011(3) C15 0.025(3) 0.045(4) 0.038(4) -0.016(3) -0.003(2) -0.015(2) C16 0.027(3) 0.042(3) 0.038(3) -0.015(3) -0.009(3) -0.015(2) Cu1 0.0192(3) 0.0394(4) 0.0444(5) -0.0076(3) -0.0146(3) -0.0120(3) N1 0.019(2) 0.040(3) 0.038(3) -0.011(2) -0.009(2) -0.0125(19) O4 0.035(2) 0.072(3) 0.044(3) 0.001(2) -0.017(2) -0.026(2) O3 0.040(2) 0.056(3) 0.038(3) 0.001(2) -0.016(2) -0.024(2) O2 0.030(2) 0.049(3) 0.065(3) -0.020(2) -0.015(2) -0.0131(19) O1 0.0280(19) 0.038(2) 0.067(3) -0.016(2) -0.020(2) -0.0076(17) _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 C1S O1S 1.01(2) . ? C1S O2S 1.061(19) . ? O3S C2S 1.085(11) . ? C2S O3S 1.085(11) 2_677 ? C8 O3 1.254(7) . ? C8 O4 1.262(7) . ? C8 C9 1.492(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.256(6) . ? C1 O1 1.270(6) . ? C1 C2 1.492(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.356(7) . ? C15 C16 1.361(7) 2_666 ? C16 N1 1.325(6) . ? C16 C15 1.361(7) 2_666 ? Cu1 O4 1.963(4) . ? Cu1 O2 1.964(4) 2_766 ? Cu1 O1 1.964(4) . ? Cu1 O3 1.973(4) 2_766 ? Cu1 N1 2.162(4) . ? Cu1 Cu1 2.5894(13) 2_766 ? O3 Cu1 1.973(4) 2_766 ? O2 Cu1 1.964(4) 2_766 ? 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 O1S C1S O2S 170(4) . . ? O3S C2S O3S 180.0(11) . 2_677 ? O3 C8 O4 124.8(6) . . ? O3 C8 C9 118.3(5) . . ? O4 C8 C9 116.9(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.1(4) . . ? C10 C9 C8 119.9(4) . . ? C9 C14 C13 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.6(6) . . ? O2 C1 C2 117.8(5) . . ? O1 C1 C2 117.5(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.9(3) . . ? C3 C2 C1 120.1(3) . . ? C2 C7 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 121.4(5) . 2_666 ? N1 C16 C15 122.7(5) . 2_666 ? O4 Cu1 O2 88.9(2) . 2_766 ? O4 Cu1 O1 89.86(19) . . ? O2 Cu1 O1 169.69(14) 2_766 . ? O4 Cu1 O3 169.32(15) . 2_766 ? O2 Cu1 O3 88.61(19) 2_766 2_766 ? O1 Cu1 O3 90.74(18) . 2_766 ? O4 Cu1 N1 93.40(17) . . ? O2 Cu1 N1 97.65(16) 2_766 . ? O1 Cu1 N1 92.64(16) . . ? O3 Cu1 N1 97.22(17) 2_766 . ? O4 Cu1 Cu1 84.72(11) . 2_766 ? O2 Cu1 Cu1 86.86(11) 2_766 2_766 ? O1 Cu1 Cu1 82.83(11) . 2_766 ? O3 Cu1 Cu1 84.78(12) 2_766 2_766 ? N1 Cu1 Cu1 175.09(13) . 2_766 ? C16 N1 C15 115.9(4) . . ? C16 N1 Cu1 122.4(3) . . ? C15 N1 Cu1 121.7(3) . . ? C8 O4 Cu1 123.0(4) . . ? C8 O3 Cu1 122.6(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 125.0(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C8 C9 C14 168.4(4) . . . . ? O4 C8 C9 C14 -11.8(7) . . . . ? O3 C8 C9 C10 -11.0(7) . . . . ? O4 C8 C9 C10 168.9(4) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.3(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.3(5) . . . . ? O2 C1 C2 C7 1.9(7) . . . . ? O1 C1 C2 C7 -177.1(4) . . . . ? O2 C1 C2 C3 -177.8(4) . . . . ? O1 C1 C2 C3 3.2(7) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.7(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.7(4) . . . . ? C15 C16 N1 C15 -1.1(10) 2_666 . . . ? C15 C16 N1 Cu1 176.6(4) 2_666 . . . ? C16 C15 N1 C16 1.1(10) 2_666 . . . ? C16 C15 N1 Cu1 -176.6(4) 2_666 . . . ? O4 Cu1 N1 C16 -122.3(5) . . . . ? O2 Cu1 N1 C16 148.4(5) 2_766 . . . ? O1 Cu1 N1 C16 -32.2(5) . . . . ? O3 Cu1 N1 C16 58.8(5) 2_766 . . . ? Cu1 Cu1 N1 C16 -55.0(18) 2_766 . . . ? O4 Cu1 N1 C15 55.3(5) . . . . ? O2 Cu1 N1 C15 -34.0(5) 2_766 . . . ? O1 Cu1 N1 C15 145.3(5) . . . . ? O3 Cu1 N1 C15 -123.6(5) 2_766 . . . ? Cu1 Cu1 N1 C15 122.6(14) 2_766 . . . ? O3 C8 O4 Cu1 1.4(8) . . . . ? C9 C8 O4 Cu1 -178.5(3) . . . . ? O2 Cu1 O4 C8 -89.3(5) 2_766 . . . ? O1 Cu1 O4 C8 80.5(5) . . . . ? O3 Cu1 O4 C8 -12.8(13) 2_766 . . . ? N1 Cu1 O4 C8 173.1(5) . . . . ? Cu1 Cu1 O4 C8 -2.3(5) 2_766 . . . ? O4 C8 O3 Cu1 1.3(8) . . . 2_766 ? C9 C8 O3 Cu1 -178.9(3) . . . 2_766 ? O1 C1 O2 Cu1 3.1(9) . . . 2_766 ? C2 C1 O2 Cu1 -175.8(3) . . . 2_766 ? O2 C1 O1 Cu1 -2.8(9) . . . . ? C2 C1 O1 Cu1 176.1(3) . . . . ? O4 Cu1 O1 C1 -83.6(5) . . . . ? O2 Cu1 O1 C1 -0.6(14) 2_766 . . . ? O3 Cu1 O1 C1 85.7(5) 2_766 . . . ? N1 Cu1 O1 C1 -177.0(5) . . . . ? Cu1 Cu1 O1 C1 1.0(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.035 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.177 #===END data_81111t4_1b_233K _database_code_depnum_ccdc_archive 'CCDC 742006' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.91 (C O2)' _chemical_formula_sum 'C34.91 H24 Cu2 N2 O13.82' _chemical_formula_weight 819.78 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 9.6898(19) _cell_length_b 10.420(2) _cell_length_c 10.939(2) _cell_angle_alpha 71.090(4) _cell_angle_beta 66.112(4) _cell_angle_gamma 63.052(4) _cell_volume 886.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 233 _cell_measurement_reflns_used 916 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.95 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7017 _exptl_absorpt_correction_T_max 0.9392 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 233 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5624 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.1001 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3610 _reflns_number_gt 2273 _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^)+(0.0967P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3610 _refine_ls_number_parameters 247 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1132 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1847 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.021 _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 C1SB C 0.659(14) 0.603(17) 0.976(4) 0.188(9) Uani 0.261(14) 1 d PDU A 1 O2SB O 0.561(6) 0.553(6) 1.039(5) 0.199(11) Uani 0.261(14) 1 d PDU A 1 O1SB O 0.753(6) 0.648(4) 0.890(4) 0.186(13) Uani 0.261(14) 1 d PDU A 1 C1SA C 0.630(5) 0.600(6) 0.9825(19) 0.191(8) Uani 0.700(17) 1 d PDU B 2 O2SA O 0.638(2) 0.5669(16) 1.0920(12) 0.167(7) Uani 0.700(17) 1 d PDU B 2 O1SA O 0.594(2) 0.6148(16) 0.8884(13) 0.184(8) Uani 0.700(17) 1 d PDU B 2 O3S O 0.5096(16) 0.8970(13) 0.9856(11) 0.194(7) Uani 0.99(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.165(9) Uani 0.99(2) 2 d SPU . . C8 C 1.0385(7) 0.6305(7) 0.2557(6) 0.0424(15) Uani 1 1 d . . . C9 C 1.0593(6) 0.7080(5) 0.1116(4) 0.0481(16) Uani 1 1 d G . . C14 C 0.9703(6) 0.7073(6) 0.0393(5) 0.075(2) Uani 1 1 d G . . H14 H 0.8967 0.6590 0.0811 0.091 Uiso 1 1 calc R . . C13 C 0.9903(7) 0.7779(7) -0.0949(5) 0.093(3) Uani 1 1 d G . . H13 H 0.9301 0.7774 -0.1438 0.112 Uiso 1 1 calc R . . C12 C 1.0992(8) 0.8493(6) -0.1567(4) 0.088(3) Uani 1 1 d G . . H12 H 1.1127 0.8970 -0.2475 0.106 Uiso 1 1 calc R . . C11 C 1.1882(7) 0.8500(6) -0.0844(5) 0.087(3) Uani 1 1 d G . . H11 H 1.2618 0.8983 -0.1262 0.104 Uiso 1 1 calc R . . C10 C 1.1682(6) 0.7794(6) 0.0498(5) 0.067(2) Uani 1 1 d G . . H10 H 1.2284 0.7799 0.0987 0.080 Uiso 1 1 calc R . . C1 C 0.8349(6) 0.7471(7) 0.5766(6) 0.0374(14) Uani 1 1 d . . . C2 C 0.7354(4) 0.8947(4) 0.6146(4) 0.0388(14) Uani 1 1 d G . . C7 C 0.8098(4) 0.9753(5) 0.6262(5) 0.0503(16) Uani 1 1 d G . . H7 H 0.9230 0.9367 0.6095 0.060 Uiso 1 1 calc R . . C6 C 0.7169(6) 1.1128(4) 0.6625(5) 0.064(2) Uani 1 1 d G . . H6 H 0.7672 1.1673 0.6703 0.076 Uiso 1 1 calc R . . C5 C 0.5495(6) 1.1698(4) 0.6871(5) 0.069(2) Uani 1 1 d G . . H5 H 0.4867 1.2628 0.7117 0.083 Uiso 1 1 calc R . . C4 C 0.4751(4) 1.0893(5) 0.6756(5) 0.062(2) Uani 1 1 d G . . H4 H 0.3619 1.1278 0.6922 0.075 Uiso 1 1 calc R . . C3 C 0.5680(4) 0.9517(5) 0.6393(5) 0.0514(17) Uani 1 1 d G . . H3 H 0.5177 0.8973 0.6315 0.062 Uiso 1 1 calc R . . C15 C 0.6406(6) 0.4359(6) 0.4118(6) 0.0371(14) Uani 1 1 d . . . H15 H 0.7382 0.3893 0.3482 0.045 Uiso 1 1 calc R . . C16 C 0.5030(6) 0.5560(6) 0.5907(6) 0.0344(13) Uani 1 1 d . . . H16 H 0.5010 0.5966 0.6569 0.041 Uiso 1 1 calc R . . Cu1 Cu 0.87072(7) 0.48993(8) 0.50197(8) 0.0335(3) Uani 1 1 d . . . N1 N 0.6452(5) 0.4932(5) 0.5035(5) 0.0330(11) Uani 1 1 d . . . O4 O 0.9208(5) 0.5886(5) 0.3125(4) 0.0511(12) Uani 1 1 d . . . O3 O 1.1388(5) 0.6131(5) 0.3101(4) 0.0457(11) Uani 1 1 d . . . O2 O 0.9857(5) 0.6978(5) 0.5601(5) 0.0465(11) Uani 1 1 d . . . O1 O 0.7635(5) 0.6799(5) 0.5623(5) 0.0440(11) 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 C1SB 0.246(16) 0.126(11) 0.078(10) -0.018(10) -0.007(12) -0.011(10) O2SB 0.248(17) 0.132(12) 0.094(12) -0.018(12) -0.015(13) -0.003(12) O1SB 0.24(2) 0.121(15) 0.077(14) -0.007(13) 0.003(16) -0.027(15) C1SA 0.246(15) 0.125(10) 0.076(10) -0.016(9) -0.002(11) -0.009(10) O2SA 0.243(15) 0.121(9) 0.086(9) -0.023(8) -0.037(9) -0.032(8) O1SA 0.237(15) 0.132(10) 0.072(8) -0.030(7) -0.023(9) 0.010(9) O3S 0.261(10) 0.182(10) 0.143(8) -0.026(6) -0.062(6) -0.090(7) C2S 0.205(12) 0.159(12) 0.135(11) -0.032(8) -0.051(8) -0.067(8) C8 0.037(3) 0.040(4) 0.043(4) -0.011(3) -0.009(3) -0.007(3) C9 0.047(4) 0.047(4) 0.041(4) -0.005(3) -0.011(3) -0.013(3) C14 0.078(5) 0.096(7) 0.057(6) 0.009(4) -0.034(5) -0.040(5) C13 0.092(7) 0.122(9) 0.059(6) 0.009(5) -0.039(5) -0.036(6) C12 0.091(7) 0.100(8) 0.056(6) 0.005(5) -0.028(5) -0.029(6) C11 0.105(7) 0.088(7) 0.059(6) 0.004(5) -0.006(5) -0.056(6) C10 0.071(5) 0.071(6) 0.053(5) -0.003(4) -0.014(4) -0.032(4) C1 0.031(3) 0.046(4) 0.040(4) -0.003(3) -0.015(3) -0.017(3) C2 0.045(3) 0.039(4) 0.034(4) -0.003(3) -0.015(3) -0.017(3) C7 0.064(4) 0.041(4) 0.049(4) -0.001(3) -0.021(3) -0.023(3) C6 0.095(6) 0.041(4) 0.060(5) -0.001(3) -0.031(5) -0.028(4) C5 0.093(6) 0.037(4) 0.056(5) -0.007(3) -0.020(5) -0.010(4) C4 0.056(4) 0.050(5) 0.054(5) -0.012(4) -0.012(4) 0.000(3) C3 0.047(4) 0.050(4) 0.056(5) -0.012(3) -0.020(3) -0.012(3) C15 0.028(3) 0.047(4) 0.041(4) -0.020(3) -0.006(3) -0.014(3) C16 0.034(3) 0.038(3) 0.040(4) -0.012(3) -0.011(3) -0.017(2) Cu1 0.0200(3) 0.0409(4) 0.0471(5) -0.0082(3) -0.0155(3) -0.0126(3) N1 0.022(2) 0.043(3) 0.040(3) -0.009(2) -0.012(2) -0.014(2) O4 0.037(2) 0.073(3) 0.047(3) 0.000(2) -0.020(2) -0.025(2) O3 0.041(2) 0.056(3) 0.044(3) -0.001(2) -0.017(2) -0.024(2) O2 0.032(2) 0.047(3) 0.066(3) -0.019(2) -0.016(2) -0.0134(19) O1 0.032(2) 0.043(3) 0.069(3) -0.017(2) -0.023(2) -0.0128(18) _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 C1SB O1SB 1.157(7) . ? C1SB O2SB 1.158(7) . ? C1SA O1SA 1.159(7) . ? C1SA O2SA 1.159(6) . ? O3S C2S 1.093(12) . ? C2S O3S 1.093(12) 2_677 ? C8 O3 1.254(7) . ? C8 O4 1.257(7) . ? C8 C9 1.497(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O1 1.262(6) . ? C1 O2 1.264(6) . ? C1 C2 1.488(6) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.348(6) . ? C15 C16 1.366(7) 2_666 ? C16 N1 1.327(6) . ? C16 C15 1.366(7) 2_666 ? Cu1 O4 1.961(4) . ? Cu1 O2 1.962(4) 2_766 ? Cu1 O1 1.965(4) . ? Cu1 O3 1.973(4) 2_766 ? Cu1 N1 2.163(4) . ? Cu1 Cu1 2.5896(12) 2_766 ? O3 Cu1 1.973(4) 2_766 ? O2 Cu1 1.962(4) 2_766 ? 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 O1SB C1SB O2SB 165(5) . . ? O1SA C1SA O2SA 163(3) . . ? O3S C2S O3S 180.0(11) 2_677 . ? O3 C8 O4 125.3(6) . . ? O3 C8 C9 117.7(5) . . ? O4 C8 C9 117.0(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.8(4) . . ? C10 C9 C8 120.2(4) . . ? C9 C14 C13 120.0 . . ? C12 C13 C14 120.0 . . ? C11 C12 C13 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O1 C1 O2 124.4(6) . . ? O1 C1 C2 117.9(4) . . ? O2 C1 C2 117.7(4) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.9(3) . . ? C3 C2 C1 120.1(3) . . ? C2 C7 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 121.4(5) . 2_666 ? N1 C16 C15 122.7(5) . 2_666 ? O4 Cu1 O2 88.88(19) . 2_766 ? O4 Cu1 O1 89.89(19) . . ? O2 Cu1 O1 169.60(14) 2_766 . ? O4 Cu1 O3 169.27(15) . 2_766 ? O2 Cu1 O3 88.57(18) 2_766 2_766 ? O1 Cu1 O3 90.75(18) . 2_766 ? O4 Cu1 N1 93.37(17) . . ? O2 Cu1 N1 97.68(16) 2_766 . ? O1 Cu1 N1 92.70(16) . . ? O3 Cu1 N1 97.30(17) 2_766 . ? O4 Cu1 Cu1 84.72(12) . 2_766 ? O2 Cu1 Cu1 86.80(11) 2_766 2_766 ? O1 Cu1 Cu1 82.80(11) . 2_766 ? O3 Cu1 Cu1 84.73(12) 2_766 2_766 ? N1 Cu1 Cu1 175.10(13) . 2_766 ? C16 N1 C15 115.9(4) . . ? C16 N1 Cu1 122.5(3) . . ? C15 N1 Cu1 121.6(3) . . ? C8 O4 Cu1 122.9(4) . . ? C8 O3 Cu1 122.3(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 125.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C8 C9 C14 168.5(4) . . . . ? O4 C8 C9 C14 -11.7(7) . . . . ? O3 C8 C9 C10 -10.9(7) . . . . ? O4 C8 C9 C10 168.9(5) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.4(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.4(5) . . . . ? O1 C1 C2 C7 -177.4(4) . . . . ? O2 C1 C2 C7 2.2(7) . . . . ? O1 C1 C2 C3 3.0(7) . . . . ? O2 C1 C2 C3 -177.4(4) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.6(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.6(4) . . . . ? C15 C16 N1 C15 -0.6(10) 2_666 . . . ? C15 C16 N1 Cu1 177.0(4) 2_666 . . . ? C16 C15 N1 C16 0.6(10) 2_666 . . . ? C16 C15 N1 Cu1 -177.0(4) 2_666 . . . ? O4 Cu1 N1 C16 -122.2(5) . . . . ? O2 Cu1 N1 C16 148.5(5) 2_766 . . . ? O1 Cu1 N1 C16 -32.1(5) . . . . ? O3 Cu1 N1 C16 59.0(5) 2_766 . . . ? Cu1 Cu1 N1 C16 -55.3(18) 2_766 . . . ? O4 Cu1 N1 C15 55.3(5) . . . . ? O2 Cu1 N1 C15 -34.0(5) 2_766 . . . ? O1 Cu1 N1 C15 145.3(5) . . . . ? O3 Cu1 N1 C15 -123.6(5) 2_766 . . . ? Cu1 Cu1 N1 C15 122.2(15) 2_766 . . . ? O3 C8 O4 Cu1 1.3(9) . . . . ? C9 C8 O4 Cu1 -178.4(3) . . . . ? O2 Cu1 O4 C8 -89.3(5) 2_766 . . . ? O1 Cu1 O4 C8 80.4(5) . . . . ? O3 Cu1 O4 C8 -13.0(13) 2_766 . . . ? N1 Cu1 O4 C8 173.1(5) . . . . ? Cu1 Cu1 O4 C8 -2.4(5) 2_766 . . . ? O4 C8 O3 Cu1 1.4(9) . . . 2_766 ? C9 C8 O3 Cu1 -178.9(3) . . . 2_766 ? O1 C1 O2 Cu1 3.7(8) . . . 2_766 ? C2 C1 O2 Cu1 -175.9(3) . . . 2_766 ? O2 C1 O1 Cu1 -3.5(9) . . . . ? C2 C1 O1 Cu1 176.1(3) . . . . ? O4 Cu1 O1 C1 -83.3(5) . . . . ? O2 Cu1 O1 C1 -0.1(13) 2_766 . . . ? O3 Cu1 O1 C1 86.0(5) 2_766 . . . ? N1 Cu1 O1 C1 -176.7(5) . . . . ? Cu1 Cu1 O1 C1 1.4(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.904 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.172 #===END data_81112t1_1b_243K _database_code_depnum_ccdc_archive 'CCDC 742007' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.80 (C O2)' _chemical_formula_sum 'C34.80 H24 Cu2 N2 O13.59' _chemical_formula_weight 814.68 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 9.691(2) _cell_length_b 10.420(2) _cell_length_c 10.932(2) _cell_angle_alpha 71.150(4) _cell_angle_beta 66.075(4) _cell_angle_gamma 63.057(4) _cell_volume 886.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 243 _cell_measurement_reflns_used 883 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.85 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7015 _exptl_absorpt_correction_T_max 0.9391 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 243 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5625 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.1098 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3606 _reflns_number_gt 2198 _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^)+(0.0979P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3606 _refine_ls_number_parameters 247 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1181 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1908 _refine_ls_wR_factor_gt 0.1591 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.011 _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 C1SB C 0.665(13) 0.603(15) 0.972(5) 0.206(10) Uani 0.250(14) 1 d PDU A 1 O2SB O 0.573(7) 0.545(6) 1.026(5) 0.216(12) Uani 0.250(14) 1 d PDU A 1 O1SB O 0.754(6) 0.657(5) 0.890(4) 0.202(14) Uani 0.250(14) 1 d PDU A 1 C1SA C 0.626(5) 0.604(6) 0.981(2) 0.209(10) Uani 0.683(19) 1 d PDU B 2 O2SA O 0.633(2) 0.5676(18) 1.0908(14) 0.186(9) Uani 0.683(19) 1 d PDU B 2 O1SA O 0.595(2) 0.6179(18) 0.8846(14) 0.200(10) Uani 0.683(19) 1 d PDU B 2 O3S O 0.5074(17) 0.8973(14) 0.9862(12) 0.189(7) Uani 0.93(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.159(10) Uani 0.93(2) 2 d SPU . . C8 C 1.0398(7) 0.6312(7) 0.2542(7) 0.0424(15) Uani 1 1 d . . . C9 C 1.0591(6) 0.7070(5) 0.1117(4) 0.0482(17) Uani 1 1 d G . . C14 C 0.9709(6) 0.7056(6) 0.0391(5) 0.075(2) Uani 1 1 d G . . H14 H 0.8978 0.6568 0.0806 0.090 Uiso 1 1 calc R . . C13 C 0.9907(7) 0.7766(7) -0.0950(5) 0.093(3) Uani 1 1 d G . . H13 H 0.9310 0.7757 -0.1442 0.112 Uiso 1 1 calc R . . C12 C 1.0987(8) 0.8489(7) -0.1564(4) 0.090(3) Uani 1 1 d G . . H12 H 1.1121 0.8969 -0.2471 0.108 Uiso 1 1 calc R . . C11 C 1.1870(7) 0.8502(6) -0.0837(5) 0.089(3) Uani 1 1 d G . . H11 H 1.2600 0.8991 -0.1253 0.107 Uiso 1 1 calc R . . C10 C 1.1672(6) 0.7792(6) 0.0503(5) 0.067(2) Uani 1 1 d G . . H10 H 1.2269 0.7801 0.0995 0.081 Uiso 1 1 calc R . . C1 C 0.8352(7) 0.7466(7) 0.5773(6) 0.0371(14) Uani 1 1 d . . . C2 C 0.7350(4) 0.8945(4) 0.6154(4) 0.0390(14) Uani 1 1 d G . . C7 C 0.8095(4) 0.9752(5) 0.6266(5) 0.0492(17) Uani 1 1 d G . . H7 H 0.9227 0.9365 0.6100 0.059 Uiso 1 1 calc R . . C6 C 0.7167(7) 1.1130(5) 0.6625(5) 0.067(2) Uani 1 1 d G . . H6 H 0.7671 1.1675 0.6700 0.081 Uiso 1 1 calc R . . C5 C 0.5493(6) 1.1701(4) 0.6871(5) 0.068(2) Uani 1 1 d G . . H5 H 0.4866 1.2633 0.7113 0.082 Uiso 1 1 calc R . . C4 C 0.4748(4) 1.0895(5) 0.6759(5) 0.065(2) Uani 1 1 d G . . H4 H 0.3616 1.1281 0.6926 0.078 Uiso 1 1 calc R . . C3 C 0.5676(5) 0.9516(5) 0.6401(5) 0.0495(17) Uani 1 1 d G . . H3 H 0.5172 0.8971 0.6325 0.059 Uiso 1 1 calc R . . C15 C 0.6401(7) 0.4361(7) 0.4124(6) 0.0385(15) Uani 1 1 d . . . H15 H 0.7379 0.3891 0.3492 0.046 Uiso 1 1 calc R . . C16 C 0.5025(7) 0.5563(6) 0.5913(6) 0.0347(14) Uani 1 1 d . . . H16 H 0.4998 0.5967 0.6581 0.042 Uiso 1 1 calc R . . Cu1 Cu 0.87073(8) 0.48969(8) 0.50208(8) 0.0343(3) Uani 1 1 d . . . N1 N 0.6456(5) 0.4935(5) 0.5033(5) 0.0339(11) Uani 1 1 d . . . O4 O 0.9209(5) 0.5888(5) 0.3124(5) 0.0518(12) Uani 1 1 d . . . O3 O 1.1398(5) 0.6122(5) 0.3093(4) 0.0464(11) Uani 1 1 d . . . O2 O 0.9857(5) 0.6978(5) 0.5599(5) 0.0465(11) Uani 1 1 d . . . O1 O 0.7636(5) 0.6800(5) 0.5624(5) 0.0468(11) 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 C1SB 0.273(17) 0.129(12) 0.089(11) -0.018(11) -0.016(13) -0.006(11) O2SB 0.276(18) 0.133(13) 0.101(13) -0.020(12) -0.020(14) 0.005(12) O1SB 0.27(2) 0.130(16) 0.088(16) -0.005(14) -0.013(17) -0.024(16) C1SA 0.273(17) 0.130(11) 0.089(11) -0.014(11) -0.011(13) -0.005(10) O2SA 0.274(17) 0.120(10) 0.090(10) -0.028(8) -0.037(11) -0.023(9) O1SA 0.266(17) 0.132(11) 0.082(9) -0.030(8) -0.030(11) 0.014(10) O3S 0.252(10) 0.181(10) 0.138(8) -0.024(6) -0.060(6) -0.086(7) C2S 0.200(12) 0.155(13) 0.127(11) -0.031(8) -0.051(8) -0.065(8) C8 0.032(3) 0.042(4) 0.045(4) -0.010(3) -0.009(3) -0.008(3) C9 0.044(4) 0.049(4) 0.043(4) -0.005(3) -0.013(3) -0.012(3) C14 0.073(5) 0.092(7) 0.063(6) 0.005(5) -0.032(5) -0.034(5) C13 0.089(7) 0.125(9) 0.059(6) 0.006(6) -0.036(5) -0.039(6) C12 0.095(7) 0.112(9) 0.054(6) -0.003(5) -0.023(5) -0.038(6) C11 0.104(8) 0.091(8) 0.066(7) 0.007(5) -0.010(6) -0.060(6) C10 0.073(5) 0.072(6) 0.053(5) 0.000(4) -0.017(4) -0.033(5) C1 0.032(3) 0.046(4) 0.036(4) -0.005(3) -0.012(3) -0.017(3) C2 0.042(3) 0.039(4) 0.034(4) -0.001(3) -0.015(3) -0.015(3) C7 0.061(4) 0.041(4) 0.048(4) -0.002(3) -0.020(4) -0.023(3) C6 0.104(7) 0.043(5) 0.060(5) -0.003(4) -0.028(5) -0.033(5) C5 0.092(6) 0.036(4) 0.055(5) -0.006(4) -0.017(5) -0.011(4) C4 0.053(4) 0.053(5) 0.061(5) -0.014(4) -0.014(4) 0.002(4) C3 0.045(4) 0.048(4) 0.051(5) -0.012(3) -0.015(3) -0.011(3) C15 0.030(3) 0.051(4) 0.041(4) -0.020(3) -0.006(3) -0.016(3) C16 0.032(3) 0.041(4) 0.042(4) -0.012(3) -0.011(3) -0.018(3) Cu1 0.0209(3) 0.0423(5) 0.0477(5) -0.0078(3) -0.0159(3) -0.0136(3) N1 0.022(2) 0.045(3) 0.041(3) -0.012(2) -0.008(2) -0.016(2) O4 0.038(2) 0.076(3) 0.044(3) -0.002(2) -0.016(2) -0.026(2) O3 0.044(2) 0.055(3) 0.048(3) -0.001(2) -0.021(2) -0.023(2) O2 0.031(2) 0.050(3) 0.067(3) -0.019(2) -0.016(2) -0.016(2) O1 0.032(2) 0.045(3) 0.073(3) -0.019(2) -0.023(2) -0.0101(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 C1SB O1SB 1.158(7) . ? C1SB O2SB 1.158(7) . ? C1SA O2SA 1.159(7) . ? C1SA O1SA 1.159(7) . ? O3S C2S 1.095(13) . ? C2S O3S 1.095(13) 2_677 ? C8 O3 1.249(7) . ? C8 O4 1.271(7) . ? C8 C9 1.479(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.260(6) . ? C1 O1 1.261(7) . ? C1 C2 1.490(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.342(7) . ? C15 C16 1.365(7) 2_666 ? C16 N1 1.334(7) . ? C16 C15 1.365(7) 2_666 ? Cu1 O2 1.959(4) 2_766 ? Cu1 O4 1.964(5) . ? Cu1 O1 1.967(4) . ? Cu1 O3 1.976(4) 2_766 ? Cu1 N1 2.159(4) . ? Cu1 Cu1 2.5914(13) 2_766 ? O3 Cu1 1.976(4) 2_766 ? O2 Cu1 1.959(4) 2_766 ? 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 O1SB C1SB O2SB 164(5) . . ? O2SA C1SA O1SA 162(4) . . ? O3S C2S O3S 180.0(12) . 2_677 ? O3 C8 O4 124.3(6) . . ? O3 C8 C9 119.0(6) . . ? O4 C8 C9 116.7(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.5(4) . . ? C10 C9 C8 119.5(4) . . ? C9 C14 C13 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.4(6) . . ? O2 C1 C2 118.0(5) . . ? O1 C1 C2 117.6(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.7(3) . . ? C3 C2 C1 120.3(3) . . ? C6 C7 C2 120.0 . . ? C5 C6 C7 120.0 . . ? C6 C5 C4 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.3(5) . 2_666 ? N1 C16 C15 122.1(5) . 2_666 ? O2 Cu1 O4 89.0(2) 2_766 . ? O2 Cu1 O1 169.44(15) 2_766 . ? O4 Cu1 O1 89.7(2) . . ? O2 Cu1 O3 88.85(19) 2_766 2_766 ? O4 Cu1 O3 169.29(16) . 2_766 ? O1 Cu1 O3 90.46(19) . 2_766 ? O2 Cu1 N1 97.84(17) 2_766 . ? O4 Cu1 N1 93.29(18) . . ? O1 Cu1 N1 92.70(17) . . ? O3 Cu1 N1 97.40(18) 2_766 . ? O2 Cu1 Cu1 86.79(11) 2_766 2_766 ? O4 Cu1 Cu1 84.61(12) . 2_766 ? O1 Cu1 Cu1 82.65(11) . 2_766 ? O3 Cu1 Cu1 84.79(12) 2_766 2_766 ? N1 Cu1 Cu1 174.90(13) . 2_766 ? C16 N1 C15 115.5(5) . . ? C16 N1 Cu1 122.5(4) . . ? C15 N1 Cu1 121.9(4) . . ? C8 O4 Cu1 123.3(4) . . ? C8 O3 Cu1 123.0(4) . 2_766 ? C1 O2 Cu1 120.9(4) . 2_766 ? C1 O1 Cu1 125.2(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C8 C9 C14 167.6(4) . . . . ? O4 C8 C9 C14 -12.0(7) . . . . ? O3 C8 C9 C10 -12.1(7) . . . . ? O4 C8 C9 C10 168.3(5) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.7(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.7(5) . . . . ? O2 C1 C2 C7 1.9(7) . . . . ? O1 C1 C2 C7 -176.9(4) . . . . ? O2 C1 C2 C3 -178.0(4) . . . . ? O1 C1 C2 C3 3.2(7) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.9(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.9(4) . . . . ? C15 C16 N1 C15 -1.1(10) 2_666 . . . ? C15 C16 N1 Cu1 177.1(4) 2_666 . . . ? C16 C15 N1 C16 1.1(10) 2_666 . . . ? C16 C15 N1 Cu1 -177.1(4) 2_666 . . . ? O2 Cu1 N1 C16 148.2(5) 2_766 . . . ? O4 Cu1 N1 C16 -122.3(5) . . . . ? O1 Cu1 N1 C16 -32.5(5) . . . . ? O3 Cu1 N1 C16 58.3(5) 2_766 . . . ? Cu1 Cu1 N1 C16 -56.8(18) 2_766 . . . ? O2 Cu1 N1 C15 -33.8(5) 2_766 . . . ? O4 Cu1 N1 C15 55.7(5) . . . . ? O1 Cu1 N1 C15 145.6(5) . . . . ? O3 Cu1 N1 C15 -123.6(5) 2_766 . . . ? Cu1 Cu1 N1 C15 121.3(14) 2_766 . . . ? O3 C8 O4 Cu1 1.7(9) . . . . ? C9 C8 O4 Cu1 -178.8(4) . . . . ? O2 Cu1 O4 C8 -89.0(5) 2_766 . . . ? O1 Cu1 O4 C8 80.5(5) . . . . ? O3 Cu1 O4 C8 -10.3(14) 2_766 . . . ? N1 Cu1 O4 C8 173.2(5) . . . . ? Cu1 Cu1 O4 C8 -2.1(5) 2_766 . . . ? O4 C8 O3 Cu1 0.4(9) . . . 2_766 ? C9 C8 O3 Cu1 -179.1(4) . . . 2_766 ? O1 C1 O2 Cu1 2.8(9) . . . 2_766 ? C2 C1 O2 Cu1 -175.9(4) . . . 2_766 ? O2 C1 O1 Cu1 -2.5(9) . . . . ? C2 C1 O1 Cu1 176.2(3) . . . . ? O2 Cu1 O1 C1 -0.5(14) 2_766 . . . ? O4 Cu1 O1 C1 -83.7(5) . . . . ? O3 Cu1 O1 C1 85.6(5) 2_766 . . . ? N1 Cu1 O1 C1 -176.9(5) . . . . ? Cu1 Cu1 O1 C1 1.0(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.956 _refine_diff_density_min -0.762 _refine_diff_density_rms 0.177 #===END data_90526t1_1b_253K _database_code_depnum_ccdc_archive 'CCDC 742008' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.68 (C O2)' _chemical_formula_sum 'C34.68 H24 Cu2 N2 O13.36' _chemical_formula_weight 809.58 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' 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 9.6831(14) _cell_length_b 10.4150(15) _cell_length_c 10.9296(16) _cell_angle_alpha 71.211(3) _cell_angle_beta 66.074(3) _cell_angle_gamma 63.040(3) _cell_volume 885.0(2) _cell_formula_units_Z 1 _cell_measurement_temperature 253 _cell_measurement_reflns_used 1688 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 24.23 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 410 _exptl_absorpt_coefficient_mu 1.271 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6649 _exptl_absorpt_correction_T_max 0.9510 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 253 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5944 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3743 _reflns_number_gt 2844 _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^)+(0.0726P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3743 _refine_ls_number_parameters 271 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1096 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.059 _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 C1 C 0.1658(4) 0.7531(4) 0.4225(3) 0.0326(8) Uani 1 1 d . . . C2 C 0.2656(4) 0.6057(4) 0.3842(3) 0.0338(8) Uani 1 1 d . . . C3 C 0.4327(4) 0.5477(4) 0.3605(4) 0.0438(9) Uani 1 1 d . . . H3 H 0.4826 0.6015 0.3684 0.053 Uiso 1 1 calc R . . C4 C 0.5251(5) 0.4107(5) 0.3254(4) 0.0570(11) Uani 1 1 d . . . H4 H 0.6369 0.3717 0.3105 0.068 Uiso 1 1 calc R . . C5 C 0.4507(6) 0.3317(5) 0.3124(4) 0.0610(12) Uani 1 1 d . . . H5 H 0.5134 0.2403 0.2865 0.073 Uiso 1 1 calc R . . C6 C 0.2860(6) 0.3866(5) 0.3372(4) 0.0590(12) Uani 1 1 d . . . H6 H 0.2368 0.3319 0.3298 0.071 Uiso 1 1 calc R . . C7 C 0.1927(5) 0.5233(4) 0.3733(4) 0.0435(9) Uani 1 1 d . . . H7 H 0.0806 0.5605 0.3904 0.052 Uiso 1 1 calc R . . C8 C -0.0388(4) 0.8694(4) 0.7458(4) 0.0359(8) Uani 1 1 d . . . C9 C -0.0592(4) 0.7919(4) 0.8886(4) 0.0421(9) Uani 1 1 d . . . C10 C -0.1667(5) 0.7205(5) 0.9502(4) 0.0587(12) Uani 1 1 d . . . H10 H -0.2263 0.7201 0.9018 0.070 Uiso 1 1 calc R . . C11 C -0.1868(7) 0.6495(6) 1.0836(5) 0.0802(16) Uani 1 1 d . . . H11 H -0.2590 0.6010 1.1244 0.096 Uiso 1 1 calc R . . C12 C -0.0998(7) 0.6510(6) 1.1549(5) 0.0828(17) Uani 1 1 d . . . H12 H -0.1128 0.6032 1.2444 0.099 Uiso 1 1 calc R . . C13 C 0.0061(7) 0.7224(7) 1.0953(5) 0.0881(18) Uani 1 1 d . . . H13 H 0.0645 0.7237 1.1444 0.106 Uiso 1 1 calc R . . C14 C 0.0262(6) 0.7923(6) 0.9628(5) 0.0690(14) Uani 1 1 d . . . H14 H 0.0987 0.8405 0.9226 0.083 Uiso 1 1 calc R . . C15 C 0.3595(4) 1.0644(4) 0.5868(3) 0.0310(7) Uani 1 1 d . . . H15 H 0.2624 1.1104 0.6496 0.037 Uiso 1 1 calc R . . C16 C 0.4968(4) 0.9435(4) 0.4088(3) 0.0307(7) Uani 1 1 d . . . H16 H 0.4990 0.9025 0.3436 0.037 Uiso 1 1 calc R . . C1SB C 0.631(7) 0.099(8) 0.980(4) 0.181(8) Uani 0.267(11) 1 d PDU A 1 O2SB O 0.553(4) 0.033(3) 1.060(4) 0.215(11) Uani 0.267(11) 1 d PDU A 1 O1SB O 0.725(4) 0.142(3) 0.893(2) 0.175(10) Uani 0.267(11) 1 d PDU A 1 C1SA C 0.630(3) 0.103(4) 0.9788(14) 0.182(6) Uani 0.635(12) 1 d PDU B 2 O2SA O 0.6384(18) 0.0670(12) 1.0888(10) 0.162(5) Uani 0.635(12) 1 d PDU B 2 O1SA O 0.5883(15) 0.1150(12) 0.8882(9) 0.168(6) Uani 0.635(12) 1 d PDU B 2 C2S C 0.5000 0.5000 1.0000 0.123(4) Uani 0.876(12) 2 d SPU . . Cu1 Cu 0.12925(4) 1.01073(4) 0.49768(4) 0.02871(16) Uani 1 1 d . . . N1 N 0.3551(3) 1.0085(3) 0.4958(3) 0.0270(6) Uani 1 1 d . . . O1 O 0.2360(3) 0.8210(3) 0.4370(3) 0.0393(6) Uani 1 1 d . . . O2 O 0.0146(3) 0.8016(3) 0.4407(3) 0.0427(6) Uani 1 1 d . . . O3 O -0.1389(3) 0.8870(3) 0.6898(2) 0.0412(6) Uani 1 1 d . . . O4 O 0.0798(3) 0.9109(3) 0.6878(3) 0.0447(6) Uani 1 1 d . . . O3S O 0.5080(11) 0.3985(8) 0.9856(6) 0.169(4) Uani 0.876(12) 1 d PU . . 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 C1 0.0289(16) 0.0355(19) 0.035(2) -0.0036(15) -0.0114(14) -0.0138(15) C2 0.0393(18) 0.0331(19) 0.0280(19) 0.0004(15) -0.0128(15) -0.0142(16) C3 0.0400(19) 0.042(2) 0.045(2) -0.0074(18) -0.0145(17) -0.0104(17) C4 0.049(2) 0.042(2) 0.054(3) -0.006(2) -0.013(2) 0.001(2) C5 0.089(4) 0.032(2) 0.047(3) -0.0025(19) -0.025(2) -0.010(2) C6 0.090(3) 0.042(2) 0.057(3) 0.000(2) -0.029(3) -0.034(3) C7 0.053(2) 0.038(2) 0.043(2) -0.0030(18) -0.0191(18) -0.0190(18) C8 0.0289(16) 0.0343(19) 0.040(2) -0.0088(16) -0.0083(15) -0.0085(15) C9 0.0385(19) 0.043(2) 0.035(2) -0.0014(17) -0.0106(16) -0.0118(17) C10 0.064(3) 0.064(3) 0.048(3) 0.001(2) -0.016(2) -0.032(2) C11 0.094(4) 0.085(4) 0.052(3) 0.014(3) -0.013(3) -0.051(3) C12 0.098(4) 0.090(4) 0.044(3) 0.012(3) -0.028(3) -0.032(4) C13 0.096(4) 0.120(5) 0.054(3) 0.012(3) -0.041(3) -0.047(4) C14 0.070(3) 0.090(4) 0.051(3) 0.008(3) -0.029(2) -0.037(3) C15 0.0198(14) 0.0366(19) 0.039(2) -0.0119(16) -0.0063(13) -0.0108(14) C16 0.0257(15) 0.0372(19) 0.036(2) -0.0096(16) -0.0117(14) -0.0133(14) C1SB 0.228(11) 0.119(9) 0.077(8) -0.027(8) 0.003(9) -0.004(8) O2SB 0.243(15) 0.140(13) 0.121(12) -0.018(11) -0.010(12) 0.002(12) O1SB 0.225(14) 0.100(11) 0.072(10) -0.010(9) 0.005(11) -0.003(11) C1SA 0.227(10) 0.120(8) 0.073(7) -0.027(7) 0.009(9) -0.003(7) O2SA 0.233(11) 0.127(7) 0.105(7) -0.045(6) -0.039(7) -0.044(7) O1SA 0.215(10) 0.121(7) 0.069(6) -0.031(5) -0.016(7) 0.004(7) C2S 0.206(9) 0.108(8) 0.069(6) -0.018(6) -0.048(6) -0.063(7) Cu1 0.0171(2) 0.0347(2) 0.0399(3) -0.00526(17) -0.01283(16) -0.01135(16) N1 0.0198(12) 0.0287(15) 0.0363(16) -0.0031(12) -0.0130(11) -0.0098(11) O1 0.0280(11) 0.0388(14) 0.0587(17) -0.0149(12) -0.0174(11) -0.0107(11) O2 0.0279(12) 0.0459(15) 0.0633(18) -0.0211(14) -0.0151(12) -0.0124(11) O3 0.0354(13) 0.0509(16) 0.0406(15) 0.0020(12) -0.0159(11) -0.0217(12) O4 0.0345(13) 0.0630(18) 0.0402(15) 0.0037(13) -0.0168(11) -0.0249(13) O3S 0.279(8) 0.154(6) 0.094(5) -0.012(4) -0.054(4) -0.107(6) _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 C1 O1 1.259(4) . ? C1 O2 1.263(4) . ? C1 C2 1.485(5) . ? C2 C3 1.388(5) . ? C2 C7 1.389(5) . ? C3 C4 1.378(5) . ? C4 C5 1.383(6) . ? C5 C6 1.366(6) . ? C6 C7 1.381(5) . ? C8 O4 1.261(4) . ? C8 O3 1.263(4) . ? C8 C9 1.486(5) . ? C9 C14 1.375(6) . ? C9 C10 1.379(6) . ? C10 C11 1.384(6) . ? C11 C12 1.367(7) . ? C12 C13 1.367(8) . ? C13 C14 1.373(7) . ? C15 N1 1.327(4) . ? C15 C16 1.376(4) 2_676 ? C16 N1 1.326(4) . ? C16 C15 1.376(4) 2_676 ? C1SB O1SB 1.158(7) . ? C1SB O2SB 1.160(7) . ? C1SA O1SA 1.164(6) . ? C1SA O2SA 1.165(6) . ? C2S O3S 1.082(7) . ? C2S O3S 1.082(7) 2_667 ? Cu1 O2 1.957(2) 2_576 ? Cu1 O1 1.962(2) . ? Cu1 O3 1.967(3) 2_576 ? Cu1 O4 1.970(3) . ? Cu1 N1 2.168(2) . ? Cu1 Cu1 2.5913(7) 2_576 ? O2 Cu1 1.957(2) 2_576 ? O3 Cu1 1.967(3) 2_576 ? 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 C1 O2 123.9(3) . . ? O1 C1 C2 118.3(3) . . ? O2 C1 C2 117.8(3) . . ? C3 C2 C7 119.1(3) . . ? C3 C2 C1 120.4(3) . . ? C7 C2 C1 120.5(3) . . ? C4 C3 C2 120.3(4) . . ? C3 C4 C5 119.7(4) . . ? C6 C5 C4 120.6(4) . . ? C5 C6 C7 119.9(4) . . ? C6 C7 C2 120.3(4) . . ? O4 C8 O3 124.3(3) . . ? O4 C8 C9 117.4(3) . . ? O3 C8 C9 118.2(3) . . ? C14 C9 C10 118.6(4) . . ? C14 C9 C8 120.8(4) . . ? C10 C9 C8 120.6(4) . . ? C9 C10 C11 120.6(4) . . ? C12 C11 C10 119.6(5) . . ? C13 C12 C11 120.4(5) . . ? C12 C13 C14 119.9(5) . . ? C13 C14 C9 120.9(5) . . ? N1 C15 C16 122.1(3) . 2_676 ? N1 C16 C15 121.2(3) . 2_676 ? O1SB C1SB O2SB 169(7) . . ? O1SA C1SA O2SA 158(2) . . ? O3S C2S O3S 180.0(7) . 2_667 ? O2 Cu1 O1 169.31(8) 2_576 . ? O2 Cu1 O3 88.42(11) 2_576 2_576 ? O1 Cu1 O3 90.62(11) . 2_576 ? O2 Cu1 O4 89.34(12) 2_576 . ? O1 Cu1 O4 89.65(11) . . ? O3 Cu1 O4 169.38(9) 2_576 . ? O2 Cu1 N1 97.61(9) 2_576 . ? O1 Cu1 N1 93.08(9) . . ? O3 Cu1 N1 97.19(10) 2_576 . ? O4 Cu1 N1 93.40(10) . . ? O2 Cu1 Cu1 86.86(7) 2_576 2_576 ? O1 Cu1 Cu1 82.45(7) . 2_576 ? O3 Cu1 Cu1 84.91(7) 2_576 2_576 ? O4 Cu1 Cu1 84.61(7) . 2_576 ? N1 Cu1 Cu1 175.10(7) . 2_576 ? C16 N1 C15 116.7(2) . . ? C16 N1 Cu1 121.59(19) . . ? C15 N1 Cu1 121.61(19) . . ? C1 O1 Cu1 125.9(2) . . ? C1 O2 Cu1 120.8(2) . 2_576 ? C8 O3 Cu1 122.9(2) . 2_576 ? C8 O4 Cu1 123.2(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -2.3(5) . . . . ? O2 C1 C2 C3 178.9(3) . . . . ? O1 C1 C2 C7 176.9(3) . . . . ? O2 C1 C2 C7 -2.0(5) . . . . ? C7 C2 C3 C4 0.7(6) . . . . ? C1 C2 C3 C4 179.8(3) . . . . ? C2 C3 C4 C5 0.7(6) . . . . ? C3 C4 C5 C6 -1.6(7) . . . . ? C4 C5 C6 C7 1.2(7) . . . . ? C5 C6 C7 C2 0.2(6) . . . . ? C3 C2 C7 C6 -1.1(6) . . . . ? C1 C2 C7 C6 179.8(3) . . . . ? O4 C8 C9 C14 13.0(5) . . . . ? O3 C8 C9 C14 -168.2(4) . . . . ? O4 C8 C9 C10 -168.2(4) . . . . ? O3 C8 C9 C10 10.6(5) . . . . ? C14 C9 C10 C11 -0.7(7) . . . . ? C8 C9 C10 C11 -179.5(4) . . . . ? C9 C10 C11 C12 0.4(8) . . . . ? C10 C11 C12 C13 0.1(9) . . . . ? C11 C12 C13 C14 -0.4(10) . . . . ? C12 C13 C14 C9 0.2(9) . . . . ? C10 C9 C14 C13 0.4(7) . . . . ? C8 C9 C14 C13 179.2(4) . . . . ? C15 C16 N1 C15 -0.2(6) 2_676 . . . ? C15 C16 N1 Cu1 -176.4(2) 2_676 . . . ? C16 C15 N1 C16 0.2(6) 2_676 . . . ? C16 C15 N1 Cu1 176.4(2) 2_676 . . . ? O2 Cu1 N1 C16 -149.3(3) 2_576 . . . ? O1 Cu1 N1 C16 31.1(3) . . . . ? O3 Cu1 N1 C16 -59.9(3) 2_576 . . . ? O4 Cu1 N1 C16 120.9(3) . . . . ? Cu1 Cu1 N1 C16 55.1(10) 2_576 . . . ? O2 Cu1 N1 C15 34.8(3) 2_576 . . . ? O1 Cu1 N1 C15 -144.9(3) . . . . ? O3 Cu1 N1 C15 124.1(3) 2_576 . . . ? O4 Cu1 N1 C15 -55.0(3) . . . . ? Cu1 Cu1 N1 C15 -120.9(8) 2_576 . . . ? O2 C1 O1 Cu1 2.7(5) . . . . ? C2 C1 O1 Cu1 -176.0(2) . . . . ? O2 Cu1 O1 C1 -1.3(8) 2_576 . . . ? O3 Cu1 O1 C1 -86.1(3) 2_576 . . . ? O4 Cu1 O1 C1 83.3(3) . . . . ? N1 Cu1 O1 C1 176.7(3) . . . . ? Cu1 Cu1 O1 C1 -1.3(3) 2_576 . . . ? O1 C1 O2 Cu1 -2.6(5) . . . 2_576 ? C2 C1 O2 Cu1 176.2(2) . . . 2_576 ? O4 C8 O3 Cu1 -2.1(5) . . . 2_576 ? C9 C8 O3 Cu1 179.2(2) . . . 2_576 ? O3 C8 O4 Cu1 -0.2(5) . . . . ? C9 C8 O4 Cu1 178.5(2) . . . . ? O2 Cu1 O4 C8 88.5(3) 2_576 . . . ? O1 Cu1 O4 C8 -80.9(3) . . . . ? O3 Cu1 O4 C8 10.6(7) 2_576 . . . ? N1 Cu1 O4 C8 -173.9(3) . . . . ? Cu1 Cu1 O4 C8 1.6(3) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.651 _refine_diff_density_min -0.820 _refine_diff_density_rms 0.153 #===END data_81112t3_1b_263K _database_code_depnum_ccdc_archive 'CCDC 742009' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.79 (C O2)' _chemical_formula_sum 'C34.79 H24 Cu2 N2 O13.58' _chemical_formula_weight 814.34 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 9.689(2) _cell_length_b 10.408(2) _cell_length_c 10.911(2) _cell_angle_alpha 71.321(4) _cell_angle_beta 65.986(4) _cell_angle_gamma 63.085(4) _cell_volume 883.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 263 _cell_measurement_reflns_used 894 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.93 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 1.274 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7008 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 263 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5406 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0992 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3568 _reflns_number_gt 2146 _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^)+(0.1181P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3568 _refine_ls_number_parameters 247 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1246 _refine_ls_R_factor_gt 0.0698 _refine_ls_wR_factor_ref 0.2076 _refine_ls_wR_factor_gt 0.1699 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.974 _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 C1SB C 0.645(9) 0.612(9) 0.976(7) 0.232(12) Uani 0.294(16) 1 d PDU A 1 O2SB O 0.564(7) 0.543(7) 1.035(5) 0.242(13) Uani 0.294(16) 1 d PDU A 1 O1SB O 0.743(7) 0.658(5) 0.900(4) 0.228(15) Uani 0.294(16) 1 d PDU A 1 C1SA C 0.620(6) 0.609(5) 0.982(3) 0.235(11) Uani 0.63(2) 1 d PDU B 2 O2SA O 0.633(3) 0.569(3) 1.0903(19) 0.214(11) Uani 0.63(2) 1 d PDU B 2 O1SA O 0.591(3) 0.617(2) 0.8863(18) 0.223(12) Uani 0.63(2) 1 d PDU B 2 O3S O 0.511(2) 0.8932(17) 0.9872(14) 0.236(10) Uani 0.94(3) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.221(14) Uani 0.94(3) 2 d SPU . . C8 C 1.0396(8) 0.6295(7) 0.2547(7) 0.0470(16) Uani 1 1 d . . . C9 C 1.0595(6) 0.7067(5) 0.1111(4) 0.0518(18) Uani 1 1 d G . . C14 C 0.9719(7) 0.7046(7) 0.0381(6) 0.079(3) Uani 1 1 d G . . H14 H 0.8996 0.6562 0.0792 0.094 Uiso 1 1 calc R . . C13 C 0.9925(8) 0.7748(8) -0.0963(6) 0.105(4) Uani 1 1 d G . . H13 H 0.9338 0.7734 -0.1451 0.126 Uiso 1 1 calc R . . C12 C 1.1006(9) 0.8471(7) -0.1578(4) 0.095(3) Uani 1 1 d G . . H12 H 1.1143 0.8941 -0.2477 0.114 Uiso 1 1 calc R . . C11 C 1.1882(8) 0.8492(7) -0.0848(6) 0.100(3) Uani 1 1 d G . . H11 H 1.2605 0.8976 -0.1260 0.120 Uiso 1 1 calc R . . C10 C 1.1677(7) 0.7790(7) 0.0496(6) 0.076(2) Uani 1 1 d G . . H10 H 1.2263 0.7804 0.0984 0.091 Uiso 1 1 calc R . . C1 C 0.8346(7) 0.7473(7) 0.5762(6) 0.0424(15) Uani 1 1 d . . . C2 C 0.7348(5) 0.8951(4) 0.6149(5) 0.0412(15) Uani 1 1 d G . . C7 C 0.8090(5) 0.9757(5) 0.6270(5) 0.0535(18) Uani 1 1 d G . . H7 H 0.9211 0.9375 0.6104 0.064 Uiso 1 1 calc R . . C6 C 0.7158(7) 1.1134(5) 0.6639(5) 0.073(2) Uani 1 1 d G . . H6 H 0.7654 1.1673 0.6720 0.087 Uiso 1 1 calc R . . C5 C 0.5483(7) 1.1704(4) 0.6887(5) 0.076(3) Uani 1 1 d G . . H5 H 0.4859 1.2625 0.7134 0.091 Uiso 1 1 calc R . . C4 C 0.4740(5) 1.0899(6) 0.6766(6) 0.072(2) Uani 1 1 d G . . H4 H 0.3620 1.1281 0.6932 0.086 Uiso 1 1 calc R . . C3 C 0.5673(5) 0.9522(5) 0.6397(5) 0.060(2) Uani 1 1 d G . . H3 H 0.5176 0.8983 0.6316 0.072 Uiso 1 1 calc R . . C15 C 0.6400(7) 0.4353(7) 0.4128(7) 0.0409(15) Uani 1 1 d . . . H15 H 0.7371 0.3883 0.3503 0.049 Uiso 1 1 calc R . . C16 C 0.5024(7) 0.5568(7) 0.5913(7) 0.0389(15) Uani 1 1 d . . . H16 H 0.4994 0.5973 0.6574 0.047 Uiso 1 1 calc R . . Cu1 Cu 0.87075(8) 0.48957(9) 0.50224(8) 0.0382(3) Uani 1 1 d . . . N1 N 0.6453(6) 0.4930(6) 0.5039(5) 0.0374(12) Uani 1 1 d . . . O4 O 0.9221(6) 0.5881(6) 0.3113(5) 0.0575(13) Uani 1 1 d . . . O3 O 1.1398(5) 0.6109(5) 0.3099(5) 0.0503(12) Uani 1 1 d . . . O2 O 0.9849(5) 0.6987(5) 0.5598(5) 0.0505(12) Uani 1 1 d . . . O1 O 0.7637(5) 0.6800(5) 0.5625(5) 0.0483(12) 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 C1SB 0.28(2) 0.166(14) 0.127(15) -0.030(14) -0.043(15) 0.006(12) O2SB 0.28(2) 0.171(16) 0.135(16) -0.028(15) -0.044(16) 0.014(13) O1SB 0.28(2) 0.165(18) 0.131(19) -0.030(16) -0.038(19) -0.008(17) C1SA 0.278(19) 0.167(14) 0.128(15) -0.027(14) -0.041(15) 0.008(12) O2SA 0.28(2) 0.158(14) 0.127(14) -0.042(12) -0.057(14) -0.011(11) O1SA 0.27(2) 0.167(14) 0.115(13) -0.042(12) -0.052(14) 0.020(12) O3S 0.276(13) 0.236(13) 0.194(11) -0.036(7) -0.067(7) -0.099(8) C2S 0.245(15) 0.219(16) 0.194(15) -0.034(9) -0.068(9) -0.084(9) C8 0.036(4) 0.048(4) 0.049(4) -0.007(3) -0.009(3) -0.014(3) C9 0.050(4) 0.042(4) 0.049(5) -0.001(3) -0.014(3) -0.010(3) C14 0.084(6) 0.089(7) 0.064(6) 0.011(5) -0.037(5) -0.036(5) C13 0.105(9) 0.140(10) 0.066(7) 0.009(6) -0.046(6) -0.044(8) C12 0.108(9) 0.097(8) 0.066(7) 0.006(5) -0.033(6) -0.034(6) C11 0.122(9) 0.093(8) 0.066(7) 0.010(5) -0.008(6) -0.059(7) C10 0.076(6) 0.086(7) 0.055(6) -0.005(5) -0.011(5) -0.035(5) C1 0.034(3) 0.053(4) 0.044(4) -0.003(3) -0.014(3) -0.020(3) C2 0.046(4) 0.043(4) 0.036(4) 0.000(3) -0.016(3) -0.020(3) C7 0.063(5) 0.044(4) 0.056(5) -0.004(3) -0.023(4) -0.022(4) C6 0.109(8) 0.051(5) 0.070(6) -0.001(4) -0.033(5) -0.042(5) C5 0.098(7) 0.041(5) 0.069(6) -0.003(4) -0.026(5) -0.014(5) C4 0.057(5) 0.061(6) 0.065(6) -0.006(4) -0.016(4) -0.001(4) C3 0.052(4) 0.054(5) 0.068(5) -0.010(4) -0.021(4) -0.013(4) C15 0.028(3) 0.052(4) 0.048(4) -0.023(3) -0.006(3) -0.014(3) C16 0.032(3) 0.044(4) 0.049(4) -0.016(3) -0.012(3) -0.016(3) Cu1 0.0217(4) 0.0474(5) 0.0540(6) -0.0081(3) -0.0165(3) -0.0159(3) N1 0.022(2) 0.049(3) 0.048(3) -0.011(2) -0.013(2) -0.016(2) O4 0.044(3) 0.078(4) 0.053(3) 0.003(2) -0.022(2) -0.028(3) O3 0.040(3) 0.059(3) 0.057(3) 0.000(2) -0.021(2) -0.024(2) O2 0.031(2) 0.052(3) 0.077(4) -0.021(2) -0.019(2) -0.014(2) O1 0.028(2) 0.047(3) 0.079(3) -0.019(2) -0.020(2) -0.0123(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 C1SB O1SB 1.158(7) . ? C1SB O2SB 1.158(7) . ? C1SA O1SA 1.161(7) . ? C1SA O2SA 1.161(7) . ? O3S C2S 1.117(16) . ? C2S O3S 1.117(16) 2_677 ? C8 O4 1.251(8) . ? C8 O3 1.254(7) . ? C8 C9 1.493(8) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O1 1.253(7) . ? C1 O2 1.260(7) . ? C1 C2 1.489(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.342(7) . ? C15 C16 1.363(8) 2_666 ? C16 N1 1.330(7) . ? C16 C15 1.363(8) 2_666 ? Cu1 O2 1.963(4) 2_766 ? Cu1 O1 1.963(4) . ? Cu1 O3 1.965(5) 2_766 ? Cu1 O4 1.972(5) . ? Cu1 N1 2.161(4) . ? Cu1 Cu1 2.5899(14) 2_766 ? O3 Cu1 1.965(5) 2_766 ? O2 Cu1 1.963(4) 2_766 ? 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 O1SB C1SB O2SB 165(6) . . ? O1SA C1SA O2SA 160(4) . . ? O3S C2S O3S 180.0(15) 2_677 . ? O4 C8 O3 124.9(7) . . ? O4 C8 C9 116.6(6) . . ? O3 C8 C9 118.6(6) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.1(4) . . ? C10 C9 C8 119.9(4) . . ? C13 C14 C9 120.0 . . ? C14 C13 C12 120.0 . . ? C11 C12 C13 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O1 C1 O2 124.6(6) . . ? O1 C1 C2 118.0(5) . . ? O2 C1 C2 117.4(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 120.0(4) . . ? C3 C2 C1 120.0(4) . . ? C2 C7 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.4(5) . 2_666 ? N1 C16 C15 122.0(5) . 2_666 ? O2 Cu1 O1 169.34(16) 2_766 . ? O2 Cu1 O3 88.8(2) 2_766 2_766 ? O1 Cu1 O3 90.4(2) . 2_766 ? O2 Cu1 O4 89.0(2) 2_766 . ? O1 Cu1 O4 89.8(2) . . ? O3 Cu1 O4 169.09(17) 2_766 . ? O2 Cu1 N1 97.91(18) 2_766 . ? O1 Cu1 N1 92.73(18) . . ? O3 Cu1 N1 97.45(19) 2_766 . ? O4 Cu1 N1 93.44(19) . . ? O2 Cu1 Cu1 86.69(12) 2_766 2_766 ? O1 Cu1 Cu1 82.65(12) . 2_766 ? O3 Cu1 Cu1 84.68(13) 2_766 2_766 ? O4 Cu1 Cu1 84.52(14) . 2_766 ? N1 Cu1 Cu1 174.95(14) . 2_766 ? C16 N1 C15 115.6(5) . . ? C16 N1 Cu1 122.5(4) . . ? C15 N1 Cu1 121.9(4) . . ? C8 O4 Cu1 122.9(4) . . ? C8 O3 Cu1 123.0(4) . 2_766 ? C1 O2 Cu1 120.5(4) . 2_766 ? C1 O1 Cu1 125.4(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -12.6(8) . . . . ? O3 C8 C9 C14 167.4(5) . . . . ? O4 C8 C9 C10 168.3(5) . . . . ? O3 C8 C9 C10 -11.6(8) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.1(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.1(5) . . . . ? O1 C1 C2 C7 -178.0(5) . . . . ? O2 C1 C2 C7 2.2(7) . . . . ? O1 C1 C2 C3 2.4(7) . . . . ? O2 C1 C2 C3 -177.4(5) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.6(5) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.6(5) . . . . ? C15 C16 N1 C15 -0.9(11) 2_666 . . . ? C15 C16 N1 Cu1 176.7(5) 2_666 . . . ? C16 C15 N1 C16 0.9(11) 2_666 . . . ? C16 C15 N1 Cu1 -176.7(5) 2_666 . . . ? O2 Cu1 N1 C16 148.6(5) 2_766 . . . ? O1 Cu1 N1 C16 -32.0(5) . . . . ? O3 Cu1 N1 C16 58.8(5) 2_766 . . . ? O4 Cu1 N1 C16 -121.9(5) . . . . ? Cu1 Cu1 N1 C16 -55.9(19) 2_766 . . . ? O2 Cu1 N1 C15 -34.0(5) 2_766 . . . ? O1 Cu1 N1 C15 145.4(5) . . . . ? O3 Cu1 N1 C15 -123.8(5) 2_766 . . . ? O4 Cu1 N1 C15 55.5(5) . . . . ? Cu1 Cu1 N1 C15 121.5(15) 2_766 . . . ? O3 C8 O4 Cu1 1.8(10) . . . . ? C9 C8 O4 Cu1 -178.1(4) . . . . ? O2 Cu1 O4 C8 -89.0(5) 2_766 . . . ? O1 Cu1 O4 C8 80.4(5) . . . . ? O3 Cu1 O4 C8 -10.6(14) 2_766 . . . ? N1 Cu1 O4 C8 173.1(5) . . . . ? Cu1 Cu1 O4 C8 -2.3(5) 2_766 . . . ? O4 C8 O3 Cu1 0.4(10) . . . 2_766 ? C9 C8 O3 Cu1 -179.7(4) . . . 2_766 ? O1 C1 O2 Cu1 4.0(9) . . . 2_766 ? C2 C1 O2 Cu1 -176.2(4) . . . 2_766 ? O2 C1 O1 Cu1 -3.8(10) . . . . ? C2 C1 O1 Cu1 176.3(4) . . . . ? O2 Cu1 O1 C1 0.4(14) 2_766 . . . ? O3 Cu1 O1 C1 86.2(6) 2_766 . . . ? O4 Cu1 O1 C1 -82.9(6) . . . . ? N1 Cu1 O1 C1 -176.3(5) . . . . ? Cu1 Cu1 O1 C1 1.6(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.852 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.180 #===END data_81114t3_1b_293K _database_code_depnum_ccdc_archive 'CCDC 742010' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.89 (C O2)' _chemical_formula_sum 'C34.61 H24 Cu2 N2 O13.22' _chemical_formula_weight 806.58 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' 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 9.6874(19) _cell_length_b 10.4009(19) _cell_length_c 10.899(2) _cell_angle_alpha 71.390(4) _cell_angle_beta 65.922(4) _cell_angle_gamma 63.111(4) _cell_volume 881.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 273 _cell_measurement_reflns_used 891 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 21.16 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 410 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7011 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 273 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5634 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0946 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3585 _reflns_number_gt 2222 _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^)+(0.1017P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3585 _refine_ls_number_parameters 247 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1185 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.1922 _refine_ls_wR_factor_gt 0.1558 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.017 _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 O2SB O 0.555(7) 0.545(6) 1.040(5) 0.231(13) Uani 0.271(15) 1 d PDU A 1 C1SB C 0.637(10) 0.613(10) 0.979(7) 0.221(12) Uani 0.271(15) 1 d PDU A 1 O1SB O 0.736(7) 0.658(5) 0.901(4) 0.219(15) Uani 0.271(15) 1 d PDU A 1 C1SA C 0.622(6) 0.609(5) 0.982(3) 0.224(11) Uani 0.57(2) 1 d PDU B 2 O2SA O 0.632(3) 0.569(2) 1.0912(19) 0.203(11) Uani 0.57(2) 1 d PDU B 2 O1SA O 0.587(3) 0.620(2) 0.8876(19) 0.217(12) Uani 0.57(2) 1 d PDU B 2 O3S O 0.513(2) 0.8950(16) 0.9853(14) 0.239(10) Uani 0.93(3) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.221(13) Uani 0.93(3) 2 d SPU . . C8 C 1.0397(7) 0.6297(7) 0.2546(7) 0.0477(15) Uani 1 1 d . . . C9 C 1.0603(6) 0.7061(5) 0.1106(4) 0.0552(17) Uani 1 1 d G . . C14 C 0.9734(6) 0.7035(6) 0.0373(6) 0.081(2) Uani 1 1 d G . . H14 H 0.9018 0.6543 0.0780 0.097 Uiso 1 1 calc R . . C13 C 0.9935(8) 0.7745(7) -0.0970(5) 0.104(3) Uani 1 1 d G . . H13 H 0.9354 0.7728 -0.1461 0.125 Uiso 1 1 calc R . . C12 C 1.1005(8) 0.8480(7) -0.1579(4) 0.099(3) Uani 1 1 d G . . H12 H 1.1140 0.8955 -0.2477 0.119 Uiso 1 1 calc R . . C11 C 1.1875(7) 0.8506(6) -0.0845(6) 0.097(3) Uani 1 1 d G . . H11 H 1.2591 0.8998 -0.1253 0.117 Uiso 1 1 calc R . . C10 C 1.1674(6) 0.7796(6) 0.0497(5) 0.073(2) Uani 1 1 d G . . H10 H 1.2255 0.7813 0.0988 0.087 Uiso 1 1 calc R . . C1 C 0.8342(7) 0.7487(7) 0.5763(6) 0.0424(14) Uani 1 1 d . . . C2 C 0.7343(5) 0.8957(4) 0.6157(4) 0.0452(15) Uani 1 1 d G . . C7 C 0.8087(5) 0.9768(5) 0.6267(5) 0.0549(17) Uani 1 1 d G . . H7 H 0.9209 0.9389 0.6095 0.066 Uiso 1 1 calc R . . C6 C 0.7155(7) 1.1147(5) 0.6633(5) 0.074(2) Uani 1 1 d G . . H6 H 0.7653 1.1690 0.6707 0.089 Uiso 1 1 calc R . . C5 C 0.5478(7) 1.1715(4) 0.6890(5) 0.077(2) Uani 1 1 d G . . H5 H 0.4854 1.2637 0.7135 0.093 Uiso 1 1 calc R . . C4 C 0.4734(4) 1.0903(5) 0.6780(5) 0.075(2) Uani 1 1 d G . . H4 H 0.3612 1.1283 0.6951 0.090 Uiso 1 1 calc R . . C3 C 0.5666(5) 0.9524(5) 0.6413(5) 0.0612(19) Uani 1 1 d G . . H3 H 0.5168 0.8981 0.6340 0.073 Uiso 1 1 calc R . . C15 C 0.6402(6) 0.4359(7) 0.4118(6) 0.0428(15) Uani 1 1 d . . . H15 H 0.7371 0.3894 0.3485 0.051 Uiso 1 1 calc R . . C16 C 0.5027(7) 0.5558(6) 0.5916(6) 0.0401(14) Uani 1 1 d . . . H16 H 0.5001 0.5958 0.6580 0.048 Uiso 1 1 calc R . . Cu1 Cu 0.87082(8) 0.48953(8) 0.50226(8) 0.0395(3) Uani 1 1 d . . . N1 N 0.6453(5) 0.4928(5) 0.5035(5) 0.0374(11) Uani 1 1 d . . . O4 O 0.9224(5) 0.5872(5) 0.3113(4) 0.0570(12) Uani 1 1 d . . . O3 O 1.1411(5) 0.6108(5) 0.3092(4) 0.0520(11) Uani 1 1 d . . . O2 O 0.9849(5) 0.6994(5) 0.5594(5) 0.0521(12) Uani 1 1 d . . . O1 O 0.7637(5) 0.6800(5) 0.5626(5) 0.0495(11) 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 O2SB 0.29(2) 0.145(15) 0.139(16) -0.039(14) -0.048(16) 0.014(13) C1SB 0.29(2) 0.144(13) 0.129(16) -0.039(13) -0.047(16) 0.001(12) O1SB 0.29(2) 0.142(18) 0.136(19) -0.025(16) -0.05(2) -0.018(17) C1SA 0.29(2) 0.145(13) 0.129(15) -0.037(13) -0.045(16) 0.003(12) O2SA 0.29(2) 0.132(13) 0.134(15) -0.050(12) -0.066(14) -0.015(11) O1SA 0.28(2) 0.146(13) 0.116(14) -0.051(12) -0.051(14) 0.020(12) O3S 0.283(12) 0.242(12) 0.188(11) -0.026(7) -0.070(7) -0.104(8) C2S 0.249(15) 0.216(16) 0.192(14) -0.034(9) -0.066(9) -0.085(9) C8 0.043(3) 0.045(4) 0.048(4) -0.008(3) -0.011(3) -0.011(3) C9 0.053(4) 0.054(4) 0.050(4) -0.003(3) -0.018(3) -0.016(3) C14 0.079(6) 0.107(7) 0.061(6) 0.009(5) -0.035(5) -0.041(5) C13 0.108(8) 0.137(10) 0.061(6) 0.008(6) -0.041(6) -0.043(7) C12 0.105(8) 0.113(8) 0.059(6) 0.006(5) -0.027(6) -0.034(6) C11 0.117(8) 0.099(8) 0.068(7) 0.010(5) -0.016(6) -0.062(6) C10 0.077(5) 0.077(6) 0.063(6) -0.002(4) -0.017(4) -0.038(4) C1 0.041(3) 0.048(4) 0.046(4) -0.003(3) -0.021(3) -0.021(3) C2 0.052(4) 0.045(4) 0.042(4) 0.002(3) -0.021(3) -0.021(3) C7 0.067(4) 0.038(4) 0.062(5) -0.003(3) -0.024(4) -0.023(3) C6 0.115(7) 0.053(5) 0.069(6) 0.001(4) -0.038(5) -0.042(5) C5 0.109(7) 0.039(5) 0.070(6) -0.006(4) -0.025(5) -0.019(5) C4 0.064(5) 0.057(5) 0.068(6) -0.010(4) -0.014(4) 0.001(4) C3 0.052(4) 0.060(5) 0.064(5) -0.007(4) -0.020(4) -0.015(3) C15 0.027(3) 0.060(4) 0.048(4) -0.025(3) -0.007(3) -0.015(3) C16 0.039(3) 0.047(4) 0.044(4) -0.011(3) -0.015(3) -0.021(3) Cu1 0.0244(3) 0.0487(5) 0.0549(5) -0.0072(3) -0.0186(3) -0.0169(3) N1 0.025(2) 0.045(3) 0.048(3) -0.011(2) -0.013(2) -0.015(2) O4 0.041(2) 0.082(3) 0.051(3) 0.003(2) -0.021(2) -0.029(2) O3 0.044(2) 0.063(3) 0.054(3) 0.000(2) -0.022(2) -0.025(2) O2 0.036(2) 0.053(3) 0.078(3) -0.019(2) -0.022(2) -0.0160(19) O1 0.033(2) 0.047(3) 0.077(3) -0.014(2) -0.023(2) -0.0143(18) _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 O2SB C1SB 1.158(7) . ? C1SB O1SB 1.157(7) . ? C1SA O1SA 1.161(7) . ? C1SA O2SA 1.161(7) . ? O3S C2S 1.098(15) . ? C2S O3S 1.098(15) 2_677 ? C8 O4 1.255(7) . ? C8 O3 1.259(7) . ? C8 C9 1.492(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O1 1.261(6) . ? C1 O2 1.262(6) . ? C1 C2 1.483(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.341(6) . ? C15 C16 1.362(7) 2_666 ? C16 N1 1.327(7) . ? C16 C15 1.362(7) 2_666 ? Cu1 O1 1.962(4) . ? Cu1 O2 1.964(4) 2_766 ? Cu1 O3 1.967(4) 2_766 ? Cu1 O4 1.968(4) . ? Cu1 N1 2.164(4) . ? Cu1 Cu1 2.5884(12) 2_766 ? O3 Cu1 1.967(4) 2_766 ? O2 Cu1 1.964(4) 2_766 ? 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 O1SB C1SB O2SB 166(6) . . ? O1SA C1SA O2SA 159(4) . . ? O3S C2S O3S 180.0(14) . 2_677 ? O4 C8 O3 125.1(6) . . ? O4 C8 C9 116.6(5) . . ? O3 C8 C9 118.3(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.3(4) . . ? C10 C9 C8 119.7(4) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O1 C1 O2 123.9(6) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 C2 117.9(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.8(3) . . ? C3 C2 C1 120.2(3) . . ? C6 C7 C2 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.0(5) . 2_666 ? N1 C16 C15 122.4(5) . 2_666 ? O1 Cu1 O2 169.41(14) . 2_766 ? O1 Cu1 O3 90.45(19) . 2_766 ? O2 Cu1 O3 88.66(19) 2_766 2_766 ? O1 Cu1 O4 89.9(2) . . ? O2 Cu1 O4 89.1(2) 2_766 . ? O3 Cu1 O4 169.43(15) 2_766 . ? O1 Cu1 N1 92.79(16) . . ? O2 Cu1 N1 97.79(16) 2_766 . ? O3 Cu1 N1 97.28(17) 2_766 . ? O4 Cu1 N1 93.26(17) . . ? O1 Cu1 Cu1 82.65(11) . 2_766 ? O2 Cu1 Cu1 86.76(11) 2_766 2_766 ? O3 Cu1 Cu1 84.95(12) 2_766 2_766 ? O4 Cu1 Cu1 84.62(12) . 2_766 ? N1 Cu1 Cu1 174.96(13) . 2_766 ? C16 N1 C15 115.6(4) . . ? C16 N1 Cu1 122.3(4) . . ? C15 N1 Cu1 122.0(4) . . ? C8 O4 Cu1 122.8(4) . . ? C8 O3 Cu1 122.4(4) . 2_766 ? C1 O2 Cu1 120.9(4) . 2_766 ? C1 O1 Cu1 125.8(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -12.1(7) . . . . ? O3 C8 C9 C14 166.9(4) . . . . ? O4 C8 C9 C10 168.1(5) . . . . ? O3 C8 C9 C10 -12.9(7) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.8(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.8(5) . . . . ? O1 C1 C2 C7 -177.6(4) . . . . ? O2 C1 C2 C7 2.9(7) . . . . ? O1 C1 C2 C3 2.3(7) . . . . ? O2 C1 C2 C3 -177.2(4) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 179.9(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -179.9(4) . . . . ? C15 C16 N1 C15 -0.8(10) 2_666 . . . ? C15 C16 N1 Cu1 176.7(4) 2_666 . . . ? C16 C15 N1 C16 0.8(10) 2_666 . . . ? C16 C15 N1 Cu1 -176.8(4) 2_666 . . . ? O1 Cu1 N1 C16 -32.5(5) . . . . ? O2 Cu1 N1 C16 148.0(5) 2_766 . . . ? O3 Cu1 N1 C16 58.3(5) 2_766 . . . ? O4 Cu1 N1 C16 -122.5(5) . . . . ? Cu1 Cu1 N1 C16 -57.6(18) 2_766 . . . ? O1 Cu1 N1 C15 144.9(5) . . . . ? O2 Cu1 N1 C15 -34.6(5) 2_766 . . . ? O3 Cu1 N1 C15 -124.3(5) 2_766 . . . ? O4 Cu1 N1 C15 54.9(5) . . . . ? Cu1 Cu1 N1 C15 119.8(14) 2_766 . . . ? O3 C8 O4 Cu1 2.9(9) . . . . ? C9 C8 O4 Cu1 -178.2(4) . . . . ? O1 Cu1 O4 C8 79.8(5) . . . . ? O2 Cu1 O4 C8 -89.7(5) 2_766 . . . ? O3 Cu1 O4 C8 -12.1(13) 2_766 . . . ? N1 Cu1 O4 C8 172.6(5) . . . . ? Cu1 Cu1 O4 C8 -2.9(5) 2_766 . . . ? O4 C8 O3 Cu1 -0.6(9) . . . 2_766 ? C9 C8 O3 Cu1 -179.5(4) . . . 2_766 ? O1 C1 O2 Cu1 3.8(9) . . . 2_766 ? C2 C1 O2 Cu1 -176.7(3) . . . 2_766 ? O2 C1 O1 Cu1 -3.9(9) . . . . ? C2 C1 O1 Cu1 176.6(3) . . . . ? O2 Cu1 O1 C1 1.5(13) 2_766 . . . ? O3 Cu1 O1 C1 86.6(5) 2_766 . . . ? O4 Cu1 O1 C1 -82.8(5) . . . . ? N1 Cu1 O1 C1 -176.1(5) . . . . ? Cu1 Cu1 O1 C1 1.8(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.953 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.181 #===END data_90526t2_1b_283K _database_code_depnum_ccdc_archive 'CCDC 742011' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.50 (C O2)' _chemical_formula_sum 'C34.50 H24 Cu2 N2 O13.01' _chemical_formula_weight 801.84 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 9.6862(17) _cell_length_b 10.4076(18) _cell_length_c 10.9028(19) _cell_angle_alpha 71.465(4) _cell_angle_beta 65.916(3) _cell_angle_gamma 63.096(4) _cell_volume 882.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 283 _cell_measurement_reflns_used 1594 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 24.39 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.273 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6645 _exptl_absorpt_correction_T_max 0.9509 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 283 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5933 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3734 _reflns_number_gt 2742 _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^)+(0.0678P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3734 _refine_ls_number_parameters 271 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0638 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1174 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 1.007 _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 C1 C 0.1659(4) 0.7525(4) 0.4227(3) 0.0409(7) Uani 1 1 d . . . C2 C 0.2660(4) 0.6047(4) 0.3844(3) 0.0424(7) Uani 1 1 d . . . C3 C 0.4333(4) 0.5466(4) 0.3595(4) 0.0559(9) Uani 1 1 d . . . H3 H 0.4834 0.6006 0.3670 0.067 Uiso 1 1 calc R . . C4 C 0.5258(5) 0.4097(5) 0.3240(4) 0.0714(12) Uani 1 1 d . . . H4 H 0.6377 0.3707 0.3088 0.086 Uiso 1 1 calc R . . C5 C 0.4516(6) 0.3308(5) 0.3110(4) 0.0749(13) Uani 1 1 d . . . H5 H 0.5143 0.2392 0.2850 0.090 Uiso 1 1 calc R . . C6 C 0.2873(6) 0.3860(4) 0.3359(4) 0.0703(12) Uani 1 1 d . . . H6 H 0.2381 0.3313 0.3284 0.084 Uiso 1 1 calc R . . C7 C 0.1941(5) 0.5224(4) 0.3723(4) 0.0557(9) Uani 1 1 d . . . H7 H 0.0820 0.5597 0.3888 0.067 Uiso 1 1 calc R . . C8 C -0.0399(4) 0.8705(4) 0.7462(4) 0.0462(8) Uani 1 1 d . . . C9 C -0.0615(4) 0.7943(4) 0.8897(4) 0.0525(9) Uani 1 1 d . . . C10 C -0.1667(5) 0.7208(5) 0.9510(4) 0.0727(12) Uani 1 1 d . . . H10 H -0.2254 0.7188 0.9026 0.087 Uiso 1 1 calc R . . C11 C -0.1854(7) 0.6500(6) 1.0839(5) 0.0959(17) Uani 1 1 d . . . H11 H -0.2565 0.6004 1.1245 0.115 Uiso 1 1 calc R . . C12 C -0.0998(7) 0.6521(6) 1.1567(5) 0.0980(17) Uani 1 1 d . . . H12 H -0.1122 0.6039 1.2461 0.118 Uiso 1 1 calc R . . C13 C 0.0036(7) 0.7256(7) 1.0965(6) 0.1001(18) Uani 1 1 d . . . H13 H 0.0608 0.7288 1.1456 0.120 Uiso 1 1 calc R . . C14 C 0.0239(6) 0.7946(6) 0.9644(5) 0.0804(14) Uani 1 1 d . . . H14 H 0.0965 0.8428 0.9242 0.096 Uiso 1 1 calc R . . C15 C 0.3592(3) 1.0646(4) 0.5876(3) 0.0407(8) Uani 1 1 d . . . H15 H 0.2619 1.1108 0.6509 0.049 Uiso 1 1 calc R . . C16 C 0.4973(3) 0.9437(4) 0.4085(3) 0.0404(8) Uani 1 1 d . . . H16 H 0.4998 0.9027 0.3429 0.048 Uiso 1 1 calc R . . C1SB C 0.623(6) 0.101(7) 0.981(5) 0.232(9) Uani 0.294(12) 1 d PDU A 1 O2SB O 0.548(4) 0.029(3) 1.053(3) 0.256(12) Uani 0.294(12) 1 d PDU A 1 O1SB O 0.719(4) 0.147(3) 0.899(3) 0.225(10) Uani 0.294(12) 1 d PDU A 1 C1SA C 0.620(4) 0.111(4) 0.9772(18) 0.233(8) Uani 0.569(14) 1 d PDU B 2 O2SA O 0.630(2) 0.0699(15) 1.0876(12) 0.206(7) Uani 0.569(14) 1 d PDU B 2 O1SA O 0.5825(18) 0.1162(16) 0.8863(11) 0.213(8) Uani 0.569(14) 1 d PDU B 2 C2S C 0.5000 0.5000 1.0000 0.158(6) Uani 0.778(12) 2 d SPU . . Cu1 Cu 0.12921(4) 1.01095(4) 0.49743(4) 0.03843(16) Uani 1 1 d . . . N1 N 0.3555(3) 1.0084(3) 0.4956(3) 0.0357(6) Uani 1 1 d . . . O1 O 0.2365(3) 0.8204(3) 0.4372(3) 0.0498(6) Uani 1 1 d . . . O2 O 0.0150(3) 0.8008(3) 0.4410(3) 0.0526(6) Uani 1 1 d . . . O3 O -0.1400(3) 0.8886(3) 0.6906(2) 0.0518(6) Uani 1 1 d . . . O4 O 0.0783(3) 0.9127(3) 0.6880(2) 0.0560(7) Uani 1 1 d . . . O3S O 0.5145(12) 0.3954(10) 0.9838(8) 0.199(5) Uani 0.778(12) 1 d PU . . 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 C1 0.0368(16) 0.0443(19) 0.043(2) -0.0043(15) -0.0144(14) -0.0160(15) C2 0.0466(17) 0.0389(18) 0.042(2) 0.0001(14) -0.0188(15) -0.0159(15) C3 0.051(2) 0.051(2) 0.061(3) -0.0073(19) -0.0198(18) -0.0150(18) C4 0.059(2) 0.057(3) 0.071(3) -0.008(2) -0.018(2) -0.004(2) C5 0.102(4) 0.041(2) 0.062(3) -0.002(2) -0.024(3) -0.015(2) C6 0.105(4) 0.047(2) 0.071(3) -0.001(2) -0.035(3) -0.038(3) C7 0.068(2) 0.051(2) 0.055(2) -0.0005(18) -0.0248(19) -0.029(2) C8 0.0347(16) 0.047(2) 0.052(2) -0.0122(17) -0.0131(15) -0.0095(15) C9 0.0477(19) 0.056(2) 0.044(2) -0.0038(18) -0.0126(17) -0.0154(17) C10 0.082(3) 0.084(3) 0.055(3) 0.003(2) -0.018(2) -0.046(3) C11 0.110(4) 0.099(4) 0.066(3) 0.009(3) -0.011(3) -0.058(4) C12 0.117(5) 0.102(4) 0.055(3) 0.010(3) -0.030(3) -0.037(4) C13 0.102(4) 0.130(5) 0.067(4) 0.008(3) -0.043(3) -0.044(4) C14 0.078(3) 0.107(4) 0.059(3) 0.007(3) -0.031(2) -0.042(3) C15 0.0281(14) 0.0504(19) 0.046(2) -0.0163(16) -0.0063(13) -0.0158(14) C16 0.0354(16) 0.0493(19) 0.046(2) -0.0127(16) -0.0142(15) -0.0187(15) C1SB 0.277(13) 0.169(10) 0.102(10) -0.029(10) -0.015(11) 0.003(9) O2SB 0.288(16) 0.179(14) 0.137(13) -0.022(12) -0.025(14) 0.007(12) O1SB 0.280(16) 0.156(12) 0.111(12) -0.023(11) -0.032(13) 0.000(13) C1SA 0.277(12) 0.171(10) 0.099(9) -0.027(9) -0.010(11) 0.003(9) O2SA 0.287(13) 0.162(9) 0.125(8) -0.056(7) -0.053(9) -0.036(8) O1SA 0.254(13) 0.169(9) 0.090(7) -0.042(7) -0.031(8) 0.019(9) C2S 0.232(10) 0.151(10) 0.093(8) -0.022(7) -0.055(7) -0.068(8) Cu1 0.02513(19) 0.0464(3) 0.0508(3) -0.00631(18) -0.01652(17) -0.01609(16) N1 0.0270(11) 0.0401(15) 0.0451(16) -0.0051(12) -0.0150(11) -0.0146(11) O1 0.0365(11) 0.0508(14) 0.0719(17) -0.0159(13) -0.0222(11) -0.0158(11) O2 0.0364(12) 0.0551(15) 0.0749(18) -0.0205(13) -0.0179(12) -0.0172(11) O3 0.0448(12) 0.0642(16) 0.0511(15) 0.0031(12) -0.0194(11) -0.0286(12) O4 0.0437(13) 0.0788(18) 0.0507(16) -0.0004(13) -0.0194(11) -0.0297(13) O3S 0.294(9) 0.205(8) 0.114(6) -0.013(5) -0.063(5) -0.115(6) _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 C1 O1 1.260(3) . ? C1 O2 1.261(3) . ? C1 C2 1.487(4) . ? C2 C7 1.386(5) . ? C2 C3 1.387(5) . ? C3 C4 1.377(5) . ? C4 C5 1.379(6) . ? C5 C6 1.362(6) . ? C6 C7 1.376(5) . ? C8 O3 1.259(4) . ? C8 O4 1.262(4) . ? C8 C9 1.488(5) . ? C9 C10 1.376(6) . ? C9 C14 1.380(5) . ? C10 C11 1.380(6) . ? C11 C12 1.371(7) . ? C12 C13 1.363(8) . ? C13 C14 1.366(7) . ? C15 N1 1.331(4) . ? C15 C16 1.370(4) 2_676 ? C16 N1 1.322(4) . ? C16 C15 1.370(4) 2_676 ? C1SB O1SB 1.161(7) . ? C1SB O2SB 1.163(7) . ? C1SA O1SA 1.168(7) . ? C1SA O2SA 1.169(7) . ? C2S O3S 1.095(8) . ? C2S O3S 1.095(8) 2_667 ? Cu1 O2 1.958(2) 2_576 ? Cu1 O1 1.962(2) . ? Cu1 O3 1.967(2) 2_576 ? Cu1 O4 1.968(3) . ? Cu1 N1 2.172(2) . ? Cu1 Cu1 2.5911(7) 2_576 ? O2 Cu1 1.958(2) 2_576 ? O3 Cu1 1.967(2) 2_576 ? 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 C1 O2 124.2(3) . . ? O1 C1 C2 118.1(3) . . ? O2 C1 C2 117.7(3) . . ? C7 C2 C3 118.7(3) . . ? C7 C2 C1 120.7(3) . . ? C3 C2 C1 120.6(3) . . ? C4 C3 C2 120.5(4) . . ? C3 C4 C5 119.6(4) . . ? C6 C5 C4 120.5(4) . . ? C5 C6 C7 120.1(4) . . ? C6 C7 C2 120.5(4) . . ? O3 C8 O4 124.2(3) . . ? O3 C8 C9 118.2(3) . . ? O4 C8 C9 117.6(3) . . ? C10 C9 C14 118.3(4) . . ? C10 C9 C8 120.8(4) . . ? C14 C9 C8 120.9(4) . . ? C9 C10 C11 120.3(5) . . ? C12 C11 C10 120.5(5) . . ? C13 C12 C11 119.3(5) . . ? C12 C13 C14 120.4(5) . . ? C13 C14 C9 121.2(5) . . ? N1 C15 C16 121.7(3) . 2_676 ? N1 C16 C15 121.8(3) . 2_676 ? O1SB C1SB O2SB 167(6) . . ? O1SA C1SA O2SA 155(3) . . ? O3S C2S O3S 180.0(8) . 2_667 ? O2 Cu1 O1 169.37(8) 2_576 . ? O2 Cu1 O3 88.50(11) 2_576 2_576 ? O1 Cu1 O3 90.65(11) . 2_576 ? O2 Cu1 O4 89.32(11) 2_576 . ? O1 Cu1 O4 89.56(11) . . ? O3 Cu1 O4 169.26(8) 2_576 . ? O2 Cu1 N1 97.75(9) 2_576 . ? O1 Cu1 N1 92.86(9) . . ? O3 Cu1 N1 97.34(9) 2_576 . ? O4 Cu1 N1 93.37(9) . . ? O2 Cu1 Cu1 86.83(6) 2_576 2_576 ? O1 Cu1 Cu1 82.55(6) . 2_576 ? O3 Cu1 Cu1 84.89(6) 2_576 2_576 ? O4 Cu1 Cu1 84.49(7) . 2_576 ? N1 Cu1 Cu1 174.94(7) . 2_576 ? C16 N1 C15 116.5(2) . . ? C16 N1 Cu1 121.89(18) . . ? C15 N1 Cu1 121.45(19) . . ? C1 O1 Cu1 125.6(2) . . ? C1 O2 Cu1 120.8(2) . 2_576 ? C8 O3 Cu1 123.0(2) . 2_576 ? C8 O4 Cu1 123.3(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C7 177.4(3) . . . . ? O2 C1 C2 C7 -1.4(5) . . . . ? O1 C1 C2 C3 -2.8(5) . . . . ? O2 C1 C2 C3 178.4(3) . . . . ? C7 C2 C3 C4 -0.2(6) . . . . ? C1 C2 C3 C4 -180.0(3) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C3 C4 C5 C6 -1.4(7) . . . . ? C4 C5 C6 C7 1.1(7) . . . . ? C5 C6 C7 C2 -0.3(6) . . . . ? C3 C2 C7 C6 -0.1(6) . . . . ? C1 C2 C7 C6 179.6(3) . . . . ? O3 C8 C9 C10 12.6(5) . . . . ? O4 C8 C9 C10 -167.4(4) . . . . ? O3 C8 C9 C14 -167.8(4) . . . . ? O4 C8 C9 C14 12.2(5) . . . . ? C14 C9 C10 C11 0.1(7) . . . . ? C8 C9 C10 C11 179.7(4) . . . . ? C9 C10 C11 C12 0.1(8) . . . . ? C10 C11 C12 C13 0.3(9) . . . . ? C11 C12 C13 C14 -1.0(9) . . . . ? C12 C13 C14 C9 1.2(9) . . . . ? C10 C9 C14 C13 -0.8(7) . . . . ? C8 C9 C14 C13 179.6(4) . . . . ? C15 C16 N1 C15 -0.2(5) 2_676 . . . ? C15 C16 N1 Cu1 -176.4(2) 2_676 . . . ? C16 C15 N1 C16 0.2(5) 2_676 . . . ? C16 C15 N1 Cu1 176.4(2) 2_676 . . . ? O2 Cu1 N1 C16 -148.9(3) 2_576 . . . ? O1 Cu1 N1 C16 31.6(3) . . . . ? O3 Cu1 N1 C16 -59.5(3) 2_576 . . . ? O4 Cu1 N1 C16 121.3(3) . . . . ? Cu1 Cu1 N1 C16 56.4(9) 2_576 . . . ? O2 Cu1 N1 C15 35.1(3) 2_576 . . . ? O1 Cu1 N1 C15 -144.4(3) . . . . ? O3 Cu1 N1 C15 124.6(3) 2_576 . . . ? O4 Cu1 N1 C15 -54.7(3) . . . . ? Cu1 Cu1 N1 C15 -119.6(8) 2_576 . . . ? O2 C1 O1 Cu1 2.5(5) . . . . ? C2 C1 O1 Cu1 -176.2(2) . . . . ? O2 Cu1 O1 C1 -0.5(7) 2_576 . . . ? O3 Cu1 O1 C1 -85.8(3) 2_576 . . . ? O4 Cu1 O1 C1 83.4(3) . . . . ? N1 Cu1 O1 C1 176.8(3) . . . . ? Cu1 Cu1 O1 C1 -1.1(3) 2_576 . . . ? O1 C1 O2 Cu1 -2.5(5) . . . 2_576 ? C2 C1 O2 Cu1 176.2(2) . . . 2_576 ? O4 C8 O3 Cu1 -0.8(5) . . . 2_576 ? C9 C8 O3 Cu1 179.3(2) . . . 2_576 ? O3 C8 O4 Cu1 -1.5(5) . . . . ? C9 C8 O4 Cu1 178.5(2) . . . . ? O2 Cu1 O4 C8 89.0(3) 2_576 . . . ? O1 Cu1 O4 C8 -80.5(3) . . . . ? O3 Cu1 O4 C8 10.7(7) 2_576 . . . ? N1 Cu1 O4 C8 -173.3(3) . . . . ? Cu1 Cu1 O4 C8 2.1(3) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.785 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.142 #===END data_81114t4_1b_293K _database_code_depnum_ccdc_archive 'CCDC 742012' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.34 (C O2)' _chemical_formula_sum 'C34.34 H24 Cu2 N2 O12.68' _chemical_formula_weight 794.96 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 9.6878(18) _cell_length_b 10.3938(18) _cell_length_c 10.884(2) _cell_angle_alpha 71.478(4) _cell_angle_beta 65.848(4) _cell_angle_gamma 63.144(4) _cell_volume 880.2(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293 _cell_measurement_reflns_used 885 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.85 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7009 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5686 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0987 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3577 _reflns_number_gt 2230 _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^)+(0.0975P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3577 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1177 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.1871 _refine_ls_wR_factor_gt 0.1630 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 0.999 _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 O1SB O 0.717(7) 0.652(5) 0.910(4) 0.239(14) Uani 0.284(15) 1 d PDU A 1 O2SB O 0.544(6) 0.532(6) 1.050(5) 0.245(13) Uani 0.284(15) 1 d PDU A 1 C1SB C 0.619(7) 0.604(7) 0.982(9) 0.243(12) Uani 0.284(15) 1 d PDU A 1 C1SA C 0.615(7) 0.612(5) 0.981(3) 0.246(11) Uani 0.54(2) 1 d PDU B 2 O2SA O 0.629(3) 0.574(3) 1.089(2) 0.220(11) Uani 0.54(2) 1 d PDU B 2 O1SA O 0.583(3) 0.616(3) 0.887(2) 0.229(12) Uani 0.54(2) 1 d PDU B 2 O3S O 0.516(2) 0.8916(17) 0.9882(14) 0.206(9) Uani 0.70(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.184(13) Uani 0.70(2) 2 d SPU . . C8 C 1.0392(7) 0.6290(6) 0.2545(6) 0.0513(15) Uani 1 1 d . . . C9 C 1.0603(6) 0.7058(5) 0.1105(4) 0.0575(16) Uani 1 1 d G . . C14 C 0.9736(6) 0.7031(6) 0.0370(5) 0.086(2) Uani 1 1 d G . . H14 H 0.9018 0.6541 0.0778 0.104 Uiso 1 1 calc R . . C13 C 0.9943(7) 0.7737(7) -0.0975(5) 0.107(3) Uani 1 1 d G . . H13 H 0.9363 0.7719 -0.1467 0.128 Uiso 1 1 calc R . . C12 C 1.1017(8) 0.8470(6) -0.1585(4) 0.098(3) Uani 1 1 d G . . H12 H 1.1156 0.8942 -0.2485 0.118 Uiso 1 1 calc R . . C11 C 1.1884(7) 0.8497(6) -0.0850(5) 0.105(3) Uani 1 1 d G . . H11 H 1.2602 0.8987 -0.1258 0.126 Uiso 1 1 calc R . . C10 C 1.1677(6) 0.7791(6) 0.0495(5) 0.079(2) Uani 1 1 d G . . H10 H 1.2257 0.7809 0.0987 0.095 Uiso 1 1 calc R . . C1 C 0.8347(7) 0.7469(7) 0.5772(6) 0.0492(14) Uani 1 1 d . . . C2 C 0.7342(4) 0.8956(4) 0.6152(4) 0.0481(14) Uani 1 1 d G . . C7 C 0.8077(4) 0.9768(5) 0.6275(5) 0.0590(16) Uani 1 1 d G . . H7 H 0.9198 0.9390 0.6109 0.071 Uiso 1 1 calc R . . C6 C 0.7138(7) 1.1146(5) 0.6647(5) 0.078(2) Uani 1 1 d G . . H6 H 0.7630 1.1689 0.6730 0.094 Uiso 1 1 calc R . . C5 C 0.5463(6) 1.1711(4) 0.6896(5) 0.084(2) Uani 1 1 d G . . H5 H 0.4834 1.2633 0.7145 0.101 Uiso 1 1 calc R . . C4 C 0.4727(4) 1.0899(5) 0.6772(5) 0.074(2) Uani 1 1 d G . . H4 H 0.3606 1.1277 0.6939 0.089 Uiso 1 1 calc R . . C3 C 0.5667(4) 0.9521(5) 0.6400(5) 0.0646(18) Uani 1 1 d G . . H3 H 0.5175 0.8978 0.6318 0.078 Uiso 1 1 calc R . . C15 C 0.6403(6) 0.4350(6) 0.4118(6) 0.0458(14) Uani 1 1 d . . . H15 H 0.7370 0.3885 0.3480 0.055 Uiso 1 1 calc R . . C16 C 0.5029(6) 0.5566(6) 0.5905(6) 0.0439(14) Uani 1 1 d . . . H16 H 0.5004 0.5980 0.6559 0.053 Uiso 1 1 calc R . . Cu1 Cu 0.87081(7) 0.48938(8) 0.50242(7) 0.0432(3) Uani 1 1 d . . . N1 N 0.6456(5) 0.4922(5) 0.5036(5) 0.0401(11) Uani 1 1 d . . . O4 O 0.9215(5) 0.5870(5) 0.3124(4) 0.0612(11) Uani 1 1 d . . . O3 O 1.1411(5) 0.6102(4) 0.3093(4) 0.0548(10) Uani 1 1 d . . . O2 O 0.9856(4) 0.6995(4) 0.5586(4) 0.0560(11) Uani 1 1 d . . . O1 O 0.7632(4) 0.6799(4) 0.5630(4) 0.0549(11) 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 O1SB 0.29(2) 0.183(17) 0.154(18) -0.052(16) -0.057(18) -0.008(15) O2SB 0.29(2) 0.187(16) 0.159(17) -0.055(15) -0.060(17) 0.007(14) C1SB 0.29(2) 0.187(15) 0.154(17) -0.056(15) -0.056(16) 0.003(12) C1SA 0.29(2) 0.188(14) 0.154(17) -0.055(15) -0.055(16) 0.005(12) O2SA 0.29(2) 0.183(15) 0.156(16) -0.076(13) -0.079(14) -0.019(12) O1SA 0.28(2) 0.181(14) 0.138(15) -0.066(13) -0.062(14) 0.008(13) O3S 0.243(12) 0.216(12) 0.155(10) -0.029(7) -0.063(7) -0.083(8) C2S 0.212(14) 0.180(15) 0.157(14) -0.030(9) -0.057(9) -0.070(9) C8 0.046(3) 0.049(4) 0.053(4) -0.007(3) -0.013(3) -0.014(3) C9 0.057(4) 0.057(4) 0.055(4) -0.006(3) -0.018(3) -0.019(3) C14 0.087(5) 0.111(7) 0.064(5) 0.008(4) -0.037(4) -0.043(5) C13 0.109(7) 0.130(8) 0.080(7) 0.005(6) -0.052(6) -0.038(6) C12 0.114(8) 0.111(8) 0.063(6) 0.006(5) -0.029(5) -0.048(6) C11 0.132(8) 0.104(7) 0.072(6) 0.005(5) -0.010(6) -0.071(6) C10 0.089(5) 0.092(6) 0.054(5) -0.005(4) -0.014(4) -0.045(5) C1 0.043(3) 0.063(4) 0.049(4) -0.007(3) -0.019(3) -0.024(3) C2 0.053(3) 0.054(4) 0.040(3) 0.001(3) -0.018(3) -0.024(3) C7 0.073(4) 0.051(4) 0.061(4) 0.000(3) -0.027(4) -0.030(3) C6 0.119(7) 0.057(5) 0.073(5) -0.005(4) -0.040(5) -0.039(5) C5 0.107(7) 0.051(5) 0.072(6) -0.009(4) -0.023(5) -0.017(4) C4 0.067(4) 0.059(5) 0.073(5) -0.010(4) -0.017(4) -0.008(4) C3 0.058(4) 0.064(5) 0.069(5) -0.013(4) -0.021(4) -0.018(3) C15 0.030(3) 0.059(4) 0.053(4) -0.026(3) -0.008(3) -0.014(2) C16 0.040(3) 0.051(4) 0.053(4) -0.017(3) -0.016(3) -0.021(3) Cu1 0.0267(3) 0.0552(5) 0.0589(5) -0.0083(3) -0.0205(3) -0.0189(3) N1 0.025(2) 0.051(3) 0.050(3) -0.013(2) -0.011(2) -0.0168(19) O4 0.048(2) 0.083(3) 0.059(3) 0.002(2) -0.026(2) -0.030(2) O3 0.049(2) 0.064(3) 0.057(3) -0.001(2) -0.025(2) -0.024(2) O2 0.042(2) 0.058(3) 0.080(3) -0.021(2) -0.024(2) -0.0183(19) O1 0.038(2) 0.056(3) 0.085(3) -0.022(2) -0.027(2) -0.0160(18) _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 O1SB C1SB 1.157(7) . ? O2SB C1SB 1.158(7) . ? C1SA O1SA 1.160(7) . ? C1SA O2SA 1.161(7) . ? O3S C2S 1.110(16) . ? C2S O3S 1.110(16) 2_677 ? C8 O4 1.255(7) . ? C8 O3 1.266(6) . ? C8 C9 1.492(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O1 1.256(6) . ? C1 O2 1.262(6) . ? C1 C2 1.492(6) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.343(6) . ? C15 C16 1.360(7) 2_666 ? C16 N1 1.323(6) . ? C16 C15 1.360(7) 2_666 ? Cu1 O4 1.958(4) . ? Cu1 O2 1.959(4) 2_766 ? Cu1 O1 1.961(4) . ? Cu1 O3 1.963(4) 2_766 ? Cu1 N1 2.163(4) . ? Cu1 Cu1 2.5887(12) 2_766 ? O3 Cu1 1.963(4) 2_766 ? O2 Cu1 1.959(4) 2_766 ? 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 O1SB C1SB O2SB 167(7) . . ? O1SA C1SA O2SA 159(4) . . ? O3S C2S O3S 180.0(15) 2_677 . ? O4 C8 O3 124.7(6) . . ? O4 C8 C9 117.4(5) . . ? O3 C8 C9 117.9(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.0(4) . . ? C10 C9 C8 120.0(4) . . ? C9 C14 C13 120.0 . . ? C14 C13 C12 120.0 . . ? C11 C12 C13 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O1 C1 O2 125.0(6) . . ? O1 C1 C2 117.5(5) . . ? O2 C1 C2 117.4(4) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 120.0(3) . . ? C3 C2 C1 120.0(3) . . ? C6 C7 C2 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 121.7(5) . 2_666 ? N1 C16 C15 122.9(5) . 2_666 ? O4 Cu1 O2 89.53(19) . 2_766 ? O4 Cu1 O1 89.68(19) . . ? O2 Cu1 O1 169.61(13) 2_766 . ? O4 Cu1 O3 169.46(15) . 2_766 ? O2 Cu1 O3 88.50(18) 2_766 2_766 ? O1 Cu1 O3 90.39(18) . 2_766 ? O4 Cu1 N1 93.09(16) . . ? O2 Cu1 N1 97.61(15) 2_766 . ? O1 Cu1 N1 92.78(15) . . ? O3 Cu1 N1 97.43(16) 2_766 . ? O4 Cu1 Cu1 84.70(11) . 2_766 ? O2 Cu1 Cu1 86.85(11) 2_766 2_766 ? O1 Cu1 Cu1 82.76(11) . 2_766 ? O3 Cu1 Cu1 84.85(11) 2_766 2_766 ? N1 Cu1 Cu1 175.02(12) . 2_766 ? C16 N1 C15 115.4(4) . . ? C16 N1 Cu1 122.3(3) . . ? C15 N1 Cu1 122.2(3) . . ? C8 O4 Cu1 123.2(4) . . ? C8 O3 Cu1 122.5(4) . 2_766 ? C1 O2 Cu1 120.3(4) . 2_766 ? C1 O1 Cu1 125.0(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -12.8(7) . . . . ? O3 C8 C9 C14 166.9(4) . . . . ? O4 C8 C9 C10 167.7(4) . . . . ? O3 C8 C9 C10 -12.6(7) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.5(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.5(5) . . . . ? O1 C1 C2 C7 -177.7(4) . . . . ? O2 C1 C2 C7 0.7(7) . . . . ? O1 C1 C2 C3 3.1(7) . . . . ? O2 C1 C2 C3 -178.5(4) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.2(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.2(4) . . . . ? C15 C16 N1 C15 0.1(10) 2_666 . . . ? C15 C16 N1 Cu1 176.9(4) 2_666 . . . ? C16 C15 N1 C16 -0.1(9) 2_666 . . . ? C16 C15 N1 Cu1 -176.9(4) 2_666 . . . ? O4 Cu1 N1 C16 -121.5(5) . . . . ? O2 Cu1 N1 C16 148.6(5) 2_766 . . . ? O1 Cu1 N1 C16 -31.6(5) . . . . ? O3 Cu1 N1 C16 59.1(5) 2_766 . . . ? Cu1 Cu1 N1 C16 -57.9(17) 2_766 . . . ? O4 Cu1 N1 C15 55.1(5) . . . . ? O2 Cu1 N1 C15 -34.8(5) 2_766 . . . ? O1 Cu1 N1 C15 144.9(5) . . . . ? O3 Cu1 N1 C15 -124.3(4) 2_766 . . . ? Cu1 Cu1 N1 C15 118.7(13) 2_766 . . . ? O3 C8 O4 Cu1 2.1(8) . . . . ? C9 C8 O4 Cu1 -178.2(3) . . . . ? O2 Cu1 O4 C8 -89.1(5) 2_766 . . . ? O1 Cu1 O4 C8 80.5(5) . . . . ? O3 Cu1 O4 C8 -9.8(12) 2_766 . . . ? N1 Cu1 O4 C8 173.3(5) . . . . ? Cu1 Cu1 O4 C8 -2.2(5) 2_766 . . . ? O4 C8 O3 Cu1 -0.2(8) . . . 2_766 ? C9 C8 O3 Cu1 -179.8(3) . . . 2_766 ? O1 C1 O2 Cu1 2.0(9) . . . 2_766 ? C2 C1 O2 Cu1 -176.3(3) . . . 2_766 ? O2 C1 O1 Cu1 -2.3(9) . . . . ? C2 C1 O1 Cu1 175.9(3) . . . . ? O4 Cu1 O1 C1 -83.5(5) . . . . ? O2 Cu1 O1 C1 2.2(13) 2_766 . . . ? O3 Cu1 O1 C1 86.0(5) 2_766 . . . ? N1 Cu1 O1 C1 -176.6(5) . . . . ? Cu1 Cu1 O1 C1 1.2(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.915 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.104 #===END data_90526t3_1b_303K _database_code_depnum_ccdc_archive 'CCDC 742013' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.38 (C O2)' _chemical_formula_sum 'C34.38 H24 Cu2 N2 O12.75' _chemical_formula_weight 796.24 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 9.690(3) _cell_length_b 10.403(3) _cell_length_c 10.889(3) _cell_angle_alpha 71.578(6) _cell_angle_beta 65.775(5) _cell_angle_gamma 63.088(5) _cell_volume 881.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 303 _cell_measurement_reflns_used 1506 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 24.19 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.274 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6640 _exptl_absorpt_correction_T_max 0.9508 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 303 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5902 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3728 _reflns_number_gt 2716 _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^)+(0.0761P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3728 _refine_ls_number_parameters 271 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.1272 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.998 _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 C1 C 0.1661(4) 0.7522(4) 0.4223(3) 0.0447(8) Uani 1 1 d . . . C2 C 0.2665(4) 0.6041(4) 0.3839(4) 0.0460(8) Uani 1 1 d . . . C3 C 0.4340(5) 0.5458(4) 0.3579(4) 0.0611(10) Uani 1 1 d . . . H3 H 0.4843 0.6000 0.3647 0.073 Uiso 1 1 calc R . . C4 C 0.5262(6) 0.4097(5) 0.3224(5) 0.0796(14) Uani 1 1 d . . . H4 H 0.6381 0.3711 0.3071 0.096 Uiso 1 1 calc R . . C5 C 0.4539(7) 0.3301(5) 0.3095(5) 0.0818(14) Uani 1 1 d . . . H5 H 0.5173 0.2383 0.2836 0.098 Uiso 1 1 calc R . . C6 C 0.2885(7) 0.3850(5) 0.3345(5) 0.0779(13) Uani 1 1 d . . . H6 H 0.2397 0.3302 0.3265 0.094 Uiso 1 1 calc R . . C7 C 0.1948(5) 0.5214(4) 0.3716(4) 0.0585(10) Uani 1 1 d . . . H7 H 0.0826 0.5585 0.3885 0.070 Uiso 1 1 calc R . . C8 C -0.0405(4) 0.8716(4) 0.7464(4) 0.0498(8) Uani 1 1 d . . . C9 C -0.0617(5) 0.7950(4) 0.8897(4) 0.0568(9) Uani 1 1 d . . . C10 C -0.1659(6) 0.7212(5) 0.9519(5) 0.0797(13) Uani 1 1 d . . . H10 H -0.2247 0.7194 0.9035 0.096 Uiso 1 1 calc R . . C11 C -0.1854(8) 0.6500(7) 1.0840(6) 0.1018(18) Uani 1 1 d . . . H11 H -0.2562 0.6000 1.1240 0.122 Uiso 1 1 calc R . . C12 C -0.1004(8) 0.6524(7) 1.1572(6) 0.1059(19) Uani 1 1 d . . . H12 H -0.1127 0.6039 1.2466 0.127 Uiso 1 1 calc R . . C13 C 0.0023(8) 0.7268(7) 1.0970(6) 0.1041(19) Uani 1 1 d . . . H13 H 0.0586 0.7306 1.1465 0.125 Uiso 1 1 calc R . . C14 C 0.0232(6) 0.7960(6) 0.9648(5) 0.0838(14) Uani 1 1 d . . . H14 H 0.0956 0.8443 0.9249 0.101 Uiso 1 1 calc R . . C15 C 0.3591(4) 1.0648(4) 0.5876(4) 0.0458(8) Uani 1 1 d . . . H15 H 0.2616 1.1114 0.6509 0.055 Uiso 1 1 calc R . . C16 C 0.4973(4) 0.9434(4) 0.4084(4) 0.0439(8) Uani 1 1 d . . . H16 H 0.4998 0.9023 0.3427 0.053 Uiso 1 1 calc R . . C1SB C 0.614(7) 0.100(7) 0.985(5) 0.261(10) Uani 0.305(13) 1 d PDU A 1 O2SB O 0.540(4) 0.026(4) 1.051(4) 0.275(13) Uani 0.305(13) 1 d PDU A 1 O1SB O 0.707(5) 0.152(3) 0.906(3) 0.250(12) Uani 0.305(13) 1 d PDU A 1 C1SA C 0.616(5) 0.112(4) 0.978(2) 0.263(9) Uani 0.517(15) 1 d PDU B 2 O2SA O 0.623(3) 0.070(2) 1.0892(15) 0.234(9) Uani 0.517(15) 1 d PDU B 2 O1SA O 0.581(2) 0.118(2) 0.8858(13) 0.239(10) Uani 0.517(15) 1 d PDU B 2 C2S C 0.5000 0.5000 1.0000 0.194(9) Uani 0.733(14) 2 d SPU . . Cu1 Cu 0.12931(4) 1.01106(4) 0.49720(4) 0.04202(17) Uani 1 1 d . . . N1 N 0.3555(3) 1.0083(3) 0.4961(3) 0.0383(6) Uani 1 1 d . . . O1 O 0.2367(3) 0.8203(3) 0.4366(3) 0.0537(6) Uani 1 1 d . . . O2 O 0.0149(3) 0.8008(3) 0.4413(3) 0.0568(7) Uani 1 1 d . . . O3 O -0.1408(3) 0.8894(3) 0.6911(3) 0.0568(6) Uani 1 1 d . . . O4 O 0.0777(3) 0.9139(3) 0.6875(3) 0.0590(7) Uani 1 1 d . . . O3S O 0.5200(14) 0.3918(12) 0.9845(9) 0.225(6) Uani 0.733(14) 1 d PU . . 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 C1 0.0399(17) 0.051(2) 0.045(2) -0.0025(16) -0.0148(15) -0.0207(15) C2 0.0520(19) 0.0427(18) 0.041(2) 0.0016(15) -0.0169(16) -0.0196(16) C3 0.055(2) 0.053(2) 0.071(3) -0.007(2) -0.023(2) -0.0161(19) C4 0.068(3) 0.062(3) 0.080(3) -0.009(2) -0.019(2) -0.006(2) C5 0.109(4) 0.042(2) 0.070(3) -0.002(2) -0.025(3) -0.015(3) C6 0.115(4) 0.053(3) 0.077(3) -0.003(2) -0.035(3) -0.042(3) C7 0.070(2) 0.053(2) 0.058(3) -0.0018(19) -0.024(2) -0.028(2) C8 0.0432(18) 0.049(2) 0.053(2) -0.0080(17) -0.0169(17) -0.0120(16) C9 0.052(2) 0.060(2) 0.049(2) -0.0049(19) -0.0156(18) -0.0160(18) C10 0.087(3) 0.089(3) 0.063(3) 0.001(3) -0.019(3) -0.046(3) C11 0.118(5) 0.108(4) 0.073(4) 0.008(3) -0.015(3) -0.065(4) C12 0.129(5) 0.108(5) 0.060(4) 0.005(3) -0.027(3) -0.042(4) C13 0.114(4) 0.133(5) 0.068(4) 0.011(3) -0.050(3) -0.047(4) C14 0.086(3) 0.110(4) 0.060(3) 0.003(3) -0.030(3) -0.046(3) C15 0.0293(15) 0.055(2) 0.057(2) -0.0203(18) -0.0096(15) -0.0149(14) C16 0.0390(17) 0.054(2) 0.051(2) -0.0157(17) -0.0155(16) -0.0205(15) C1SB 0.306(16) 0.188(12) 0.126(12) -0.035(11) -0.029(13) 0.014(10) O2SB 0.314(19) 0.193(15) 0.154(15) -0.031(13) -0.042(15) 0.017(13) O1SB 0.310(19) 0.171(14) 0.130(13) -0.025(12) -0.042(15) 0.000(13) C1SA 0.305(16) 0.189(12) 0.125(12) -0.033(11) -0.025(13) 0.014(10) O2SA 0.317(16) 0.186(11) 0.139(10) -0.070(9) -0.065(11) -0.023(10) O1SA 0.292(17) 0.185(11) 0.101(9) -0.041(9) -0.038(10) 0.016(11) C2S 0.247(12) 0.187(12) 0.135(10) -0.022(8) -0.063(8) -0.069(8) Cu1 0.0279(2) 0.0501(3) 0.0559(3) -0.00625(19) -0.01851(18) -0.01775(17) N1 0.0268(12) 0.0429(15) 0.0491(17) -0.0055(13) -0.0156(12) -0.0142(11) O1 0.0393(12) 0.0533(15) 0.0779(19) -0.0163(13) -0.0240(12) -0.0163(11) O2 0.0419(13) 0.0582(15) 0.0803(19) -0.0208(14) -0.0204(12) -0.0196(12) O3 0.0490(14) 0.0706(17) 0.0561(16) 0.0029(13) -0.0208(12) -0.0317(13) O4 0.0481(14) 0.0803(19) 0.0543(16) 0.0024(14) -0.0217(12) -0.0324(14) O3S 0.293(10) 0.242(10) 0.136(7) -0.017(6) -0.066(6) -0.107(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 C1 O1 1.261(4) . ? C1 O2 1.261(4) . ? C1 C2 1.487(5) . ? C2 C3 1.387(5) . ? C2 C7 1.390(5) . ? C3 C4 1.368(6) . ? C4 C5 1.370(7) . ? C5 C6 1.371(7) . ? C6 C7 1.377(5) . ? C8 O3 1.261(4) . ? C8 O4 1.261(4) . ? C8 C9 1.487(5) . ? C9 C10 1.371(6) . ? C9 C14 1.383(6) . ? C10 C11 1.373(7) . ? C11 C12 1.372(8) . ? C12 C13 1.364(8) . ? C13 C14 1.367(7) . ? C15 N1 1.326(4) . ? C15 C16 1.373(4) 2_676 ? C16 N1 1.321(4) . ? C16 C15 1.373(4) 2_676 ? C1SB O1SB 1.159(7) . ? C1SB O2SB 1.161(7) . ? C1SA O1SA 1.167(7) . ? C1SA O2SA 1.167(7) . ? C2S O3S 1.108(11) 2_667 ? C2S O3S 1.108(11) . ? Cu1 O2 1.953(2) 2_576 ? Cu1 O4 1.962(3) . ? Cu1 O1 1.963(2) . ? Cu1 O3 1.966(3) 2_576 ? Cu1 N1 2.174(2) . ? Cu1 Cu1 2.5931(9) 2_576 ? O2 Cu1 1.953(2) 2_576 ? O3 Cu1 1.966(3) 2_576 ? 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 C1 O2 124.0(3) . . ? O1 C1 C2 118.0(3) . . ? O2 C1 C2 118.0(3) . . ? C3 C2 C7 118.4(3) . . ? C3 C2 C1 120.9(3) . . ? C7 C2 C1 120.7(3) . . ? C4 C3 C2 120.8(4) . . ? C3 C4 C5 120.1(5) . . ? C4 C5 C6 120.3(4) . . ? C5 C6 C7 119.9(4) . . ? C6 C7 C2 120.5(4) . . ? O3 C8 O4 124.1(4) . . ? O3 C8 C9 118.1(3) . . ? O4 C8 C9 117.8(3) . . ? C10 C9 C14 117.7(4) . . ? C10 C9 C8 121.3(4) . . ? C14 C9 C8 121.0(4) . . ? C9 C10 C11 121.4(5) . . ? C12 C11 C10 120.1(6) . . ? C13 C12 C11 119.1(5) . . ? C12 C13 C14 120.8(6) . . ? C13 C14 C9 120.9(5) . . ? N1 C15 C16 121.9(3) . 2_676 ? N1 C16 C15 121.4(3) . 2_676 ? O1SB C1SB O2SB 167(7) . . ? O1SA C1SA O2SA 155(3) . . ? O3S C2S O3S 180.000(3) 2_667 . ? O2 Cu1 O4 89.30(12) 2_576 . ? O2 Cu1 O1 169.27(9) 2_576 . ? O4 Cu1 O1 89.68(11) . . ? O2 Cu1 O3 88.51(11) 2_576 2_576 ? O4 Cu1 O3 169.20(9) . 2_576 ? O1 Cu1 O3 90.50(11) . 2_576 ? O2 Cu1 N1 97.76(9) 2_576 . ? O4 Cu1 N1 93.19(10) . . ? O1 Cu1 N1 92.97(9) . . ? O3 Cu1 N1 97.59(10) 2_576 . ? O2 Cu1 Cu1 86.78(7) 2_576 2_576 ? O4 Cu1 Cu1 84.39(7) . 2_576 ? O1 Cu1 Cu1 82.49(7) . 2_576 ? O3 Cu1 Cu1 84.92(7) 2_576 2_576 ? N1 Cu1 Cu1 174.84(7) . 2_576 ? C16 N1 C15 116.7(2) . . ? C16 N1 Cu1 121.48(19) . . ? C15 N1 Cu1 121.7(2) . . ? C1 O1 Cu1 125.6(2) . . ? C1 O2 Cu1 121.1(2) . 2_576 ? C8 O3 Cu1 122.9(2) . 2_576 ? C8 O4 Cu1 123.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -3.2(5) . . . . ? O2 C1 C2 C3 178.2(3) . . . . ? O1 C1 C2 C7 177.6(3) . . . . ? O2 C1 C2 C7 -1.0(5) . . . . ? C7 C2 C3 C4 -0.7(6) . . . . ? C1 C2 C3 C4 -179.9(4) . . . . ? C2 C3 C4 C5 1.3(7) . . . . ? C3 C4 C5 C6 -1.3(8) . . . . ? C4 C5 C6 C7 0.6(7) . . . . ? C5 C6 C7 C2 0.0(6) . . . . ? C3 C2 C7 C6 0.1(6) . . . . ? C1 C2 C7 C6 179.3(3) . . . . ? O3 C8 C9 C10 12.4(6) . . . . ? O4 C8 C9 C10 -167.2(4) . . . . ? O3 C8 C9 C14 -167.6(4) . . . . ? O4 C8 C9 C14 12.8(6) . . . . ? C14 C9 C10 C11 -0.3(7) . . . . ? C8 C9 C10 C11 179.8(4) . . . . ? C9 C10 C11 C12 0.4(9) . . . . ? C10 C11 C12 C13 0.3(10) . . . . ? C11 C12 C13 C14 -1.3(10) . . . . ? C12 C13 C14 C9 1.4(9) . . . . ? C10 C9 C14 C13 -0.7(7) . . . . ? C8 C9 C14 C13 179.3(4) . . . . ? C15 C16 N1 C15 0.0(6) 2_676 . . . ? C15 C16 N1 Cu1 -176.6(3) 2_676 . . . ? C16 C15 N1 C16 0.0(6) 2_676 . . . ? C16 C15 N1 Cu1 176.6(3) 2_676 . . . ? O2 Cu1 N1 C16 -148.7(3) 2_576 . . . ? O4 Cu1 N1 C16 121.6(3) . . . . ? O1 Cu1 N1 C16 31.7(3) . . . . ? O3 Cu1 N1 C16 -59.2(3) 2_576 . . . ? Cu1 Cu1 N1 C16 59.7(9) 2_576 . . . ? O2 Cu1 N1 C15 34.9(3) 2_576 . . . ? O4 Cu1 N1 C15 -54.8(3) . . . . ? O1 Cu1 N1 C15 -144.7(3) . . . . ? O3 Cu1 N1 C15 124.4(3) 2_576 . . . ? Cu1 Cu1 N1 C15 -116.7(8) 2_576 . . . ? O2 C1 O1 Cu1 2.4(5) . . . . ? C2 C1 O1 Cu1 -176.1(2) . . . . ? O2 Cu1 O1 C1 -1.3(8) 2_576 . . . ? O4 Cu1 O1 C1 83.2(3) . . . . ? O3 Cu1 O1 C1 -86.0(3) 2_576 . . . ? N1 Cu1 O1 C1 176.4(3) . . . . ? Cu1 Cu1 O1 C1 -1.2(3) 2_576 . . . ? O1 C1 O2 Cu1 -2.3(5) . . . 2_576 ? C2 C1 O2 Cu1 176.2(2) . . . 2_576 ? O4 C8 O3 Cu1 -0.7(5) . . . 2_576 ? C9 C8 O3 Cu1 179.8(2) . . . 2_576 ? O3 C8 O4 Cu1 -1.6(5) . . . . ? C9 C8 O4 Cu1 178.0(2) . . . . ? O2 Cu1 O4 C8 89.0(3) 2_576 . . . ? O1 Cu1 O4 C8 -80.3(3) . . . . ? O3 Cu1 O4 C8 10.6(7) 2_576 . . . ? N1 Cu1 O4 C8 -173.3(3) . . . . ? Cu1 Cu1 O4 C8 2.1(3) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.751 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.146 #===END data_81117t2_1b_313K _database_code_depnum_ccdc_archive 'CCDC 742014' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.29 (C O2)' _chemical_formula_sum 'C34.29 H24 Cu2 N2 O12.58' _chemical_formula_weight 792.94 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 9.701(2) _cell_length_b 10.400(2) _cell_length_c 10.890(2) _cell_angle_alpha 71.566(4) _cell_angle_beta 65.771(4) _cell_angle_gamma 63.127(4) _cell_volume 882.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 313 _cell_measurement_reflns_used 849 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 20.82 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.272 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7013 _exptl_absorpt_correction_T_max 0.9391 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 313 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5631 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0914 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3584 _reflns_number_gt 2106 _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^)+(0.0958P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3584 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1231 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1835 _refine_ls_wR_factor_gt 0.1512 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.991 _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 O2SB O 0.543(6) 0.536(6) 1.042(5) 0.261(15) Uani 0.280(14) 1 d PDU A 1 C1SB C 0.623(8) 0.605(9) 0.985(7) 0.255(13) Uani 0.280(14) 1 d PDU A 1 O1SB O 0.721(7) 0.653(5) 0.910(5) 0.250(15) Uani 0.280(14) 1 d PDU A 1 C1SA C 0.614(7) 0.614(5) 0.982(3) 0.257(13) Uani 0.491(19) 1 d PDU B 2 O2SA O 0.630(4) 0.569(3) 1.090(2) 0.234(13) Uani 0.491(19) 1 d PDU B 2 O1SA O 0.584(4) 0.624(3) 0.886(2) 0.246(14) Uani 0.491(19) 1 d PDU B 2 O3S O 0.520(2) 0.8895(19) 0.9870(16) 0.248(11) Uani 0.76(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.228(15) Uani 0.76(2) 2 d SPU . . C8 C 1.0401(7) 0.6283(7) 0.2545(6) 0.0519(15) Uani 1 1 d . . . C9 C 1.0607(6) 0.7049(5) 0.1104(4) 0.0616(18) Uani 1 1 d G . . C14 C 0.9736(7) 0.7017(7) 0.0377(6) 0.089(3) Uani 1 1 d G . . H14 H 0.9022 0.6524 0.0789 0.107 Uiso 1 1 calc R . . C13 C 0.9932(8) 0.7723(7) -0.0966(6) 0.113(3) Uani 1 1 d G . . H13 H 0.9349 0.7702 -0.1452 0.135 Uiso 1 1 calc R . . C12 C 1.1000(8) 0.8460(6) -0.1582(4) 0.103(3) Uani 1 1 d G . . H12 H 1.1131 0.8932 -0.2480 0.123 Uiso 1 1 calc R . . C11 C 1.1871(7) 0.8491(6) -0.0855(6) 0.103(3) Uani 1 1 d G . . H11 H 1.2585 0.8984 -0.1267 0.123 Uiso 1 1 calc R . . C10 C 1.1675(6) 0.7786(6) 0.0488(6) 0.085(2) Uani 1 1 d G . . H10 H 1.2258 0.7807 0.0974 0.101 Uiso 1 1 calc R . . C1 C 0.8351(6) 0.7478(7) 0.5766(6) 0.0465(14) Uani 1 1 d . . . C2 C 0.7336(4) 0.8964(4) 0.6155(4) 0.0494(15) Uani 1 1 d G . . C7 C 0.8078(4) 0.9772(5) 0.6274(5) 0.0607(18) Uani 1 1 d G . . H7 H 0.9199 0.9391 0.6103 0.073 Uiso 1 1 calc R . . C6 C 0.7144(7) 1.1149(5) 0.6648(5) 0.081(2) Uani 1 1 d G . . H6 H 0.7641 1.1690 0.6728 0.097 Uiso 1 1 calc R . . C5 C 0.5469(7) 1.1719(4) 0.6904(5) 0.083(2) Uani 1 1 d G . . H5 H 0.4845 1.2640 0.7155 0.100 Uiso 1 1 calc R . . C4 C 0.4727(4) 1.0911(5) 0.6785(5) 0.082(2) Uani 1 1 d G . . H4 H 0.3607 1.1292 0.6956 0.098 Uiso 1 1 calc R . . C3 C 0.5661(5) 0.9533(5) 0.6411(5) 0.0624(18) Uani 1 1 d G . . H3 H 0.5165 0.8993 0.6331 0.075 Uiso 1 1 calc R . . C15 C 0.6411(6) 0.4345(7) 0.4121(6) 0.0497(16) Uani 1 1 d . . . H15 H 0.7386 0.3873 0.3493 0.060 Uiso 1 1 calc R . . C16 C 0.5011(7) 0.5583(6) 0.5915(6) 0.0439(14) Uani 1 1 d . . . H16 H 0.4979 0.5999 0.6572 0.053 Uiso 1 1 calc R . . Cu1 Cu 0.87067(7) 0.48946(8) 0.50255(8) 0.0439(3) Uani 1 1 d . . . N1 N 0.6449(5) 0.4931(5) 0.5032(5) 0.0428(11) Uani 1 1 d . . . O4 O 0.9228(5) 0.5863(5) 0.3116(4) 0.0612(12) Uani 1 1 d . . . O3 O 1.1419(5) 0.6089(5) 0.3095(4) 0.0564(11) Uani 1 1 d . . . O2 O 0.9848(4) 0.6991(4) 0.5594(5) 0.0571(12) Uani 1 1 d . . . O1 O 0.7634(5) 0.6805(5) 0.5626(5) 0.0562(11) 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 O2SB 0.29(2) 0.187(17) 0.153(19) -0.029(16) -0.077(17) 0.048(15) C1SB 0.29(2) 0.185(16) 0.146(18) -0.032(15) -0.076(17) 0.041(13) O1SB 0.29(2) 0.183(17) 0.151(19) -0.033(16) -0.078(19) 0.031(16) C1SA 0.29(2) 0.186(15) 0.146(18) -0.030(15) -0.075(17) 0.042(13) O2SA 0.29(2) 0.182(16) 0.139(17) -0.051(13) -0.091(15) 0.025(13) O1SA 0.28(2) 0.179(15) 0.138(17) -0.039(14) -0.080(16) 0.049(14) O3S 0.278(14) 0.255(14) 0.207(13) -0.032(8) -0.073(8) -0.103(8) C2S 0.249(16) 0.225(17) 0.202(16) -0.033(9) -0.069(9) -0.085(9) C8 0.045(3) 0.050(4) 0.052(4) -0.010(3) -0.011(3) -0.013(3) C9 0.064(4) 0.056(4) 0.057(5) -0.001(3) -0.018(4) -0.022(3) C14 0.096(6) 0.112(7) 0.067(6) 0.015(5) -0.046(5) -0.046(5) C13 0.105(7) 0.144(10) 0.080(7) 0.000(6) -0.048(6) -0.034(7) C12 0.112(8) 0.118(8) 0.071(6) 0.002(5) -0.035(6) -0.042(6) C11 0.121(8) 0.092(7) 0.074(7) 0.006(5) -0.009(6) -0.055(6) C10 0.089(6) 0.090(6) 0.067(6) -0.007(5) -0.013(5) -0.042(5) C1 0.038(3) 0.059(4) 0.050(4) -0.008(3) -0.017(3) -0.022(3) C2 0.054(4) 0.050(4) 0.046(4) -0.001(3) -0.020(3) -0.021(3) C7 0.077(5) 0.054(4) 0.059(5) -0.005(3) -0.026(4) -0.030(4) C6 0.119(7) 0.057(5) 0.075(6) -0.002(4) -0.038(5) -0.040(5) C5 0.110(7) 0.047(5) 0.073(6) -0.005(4) -0.022(5) -0.023(5) C4 0.071(5) 0.066(6) 0.076(6) -0.010(4) -0.017(4) -0.004(4) C3 0.052(4) 0.053(4) 0.077(5) -0.009(4) -0.023(4) -0.014(3) C15 0.031(3) 0.071(4) 0.055(4) -0.032(3) -0.007(3) -0.018(3) C16 0.043(3) 0.050(4) 0.052(4) -0.018(3) -0.014(3) -0.022(3) Cu1 0.0271(3) 0.0536(5) 0.0615(5) -0.0071(3) -0.0213(3) -0.0185(3) N1 0.027(2) 0.056(3) 0.053(3) -0.014(2) -0.012(2) -0.018(2) O4 0.050(2) 0.083(3) 0.057(3) 0.004(2) -0.024(2) -0.033(2) O3 0.047(2) 0.067(3) 0.062(3) 0.000(2) -0.023(2) -0.028(2) O2 0.038(2) 0.060(3) 0.083(3) -0.021(2) -0.021(2) -0.019(2) O1 0.039(2) 0.056(3) 0.087(3) -0.020(2) -0.027(2) -0.0170(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 O2SB C1SB 1.158(7) . ? C1SB O1SB 1.157(7) . ? C1SA O2SA 1.160(7) . ? C1SA O1SA 1.160(7) . ? O3S C2S 1.122(17) . ? C2S O3S 1.122(17) 2_677 ? C8 O4 1.254(7) . ? C8 O3 1.266(7) . ? C8 C9 1.495(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.253(6) . ? C1 O1 1.262(6) . ? C1 C2 1.495(6) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.338(6) . ? C15 C16 1.363(7) 2_666 ? C16 N1 1.337(6) . ? C16 C15 1.363(7) 2_666 ? Cu1 O3 1.958(4) 2_766 ? Cu1 O2 1.960(4) 2_766 ? Cu1 O1 1.963(4) . ? Cu1 O4 1.966(4) . ? Cu1 N1 2.171(4) . ? Cu1 Cu1 2.5927(12) 2_766 ? O3 Cu1 1.958(4) 2_766 ? O2 Cu1 1.960(4) 2_766 ? 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 O1SB C1SB O2SB 166(6) . . ? O2SA C1SA O1SA 160(4) . . ? O3S C2S O3S 180.0(16) 2_677 . ? O4 C8 O3 124.8(6) . . ? O4 C8 C9 116.7(5) . . ? O3 C8 C9 118.5(5) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.0(4) . . ? C10 C9 C8 120.0(4) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.6(6) . . ? O2 C1 C2 118.1(4) . . ? O1 C1 C2 117.2(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.5(3) . . ? C3 C2 C1 120.5(3) . . ? C6 C7 C2 120.0 . . ? C7 C6 C5 120.0 . . ? C6 C5 C4 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.1(5) . 2_666 ? N1 C16 C15 121.8(5) . 2_666 ? O3 Cu1 O2 88.88(18) 2_766 2_766 ? O3 Cu1 O1 90.41(18) 2_766 . ? O2 Cu1 O1 169.31(14) 2_766 . ? O3 Cu1 O4 169.35(15) 2_766 . ? O2 Cu1 O4 89.0(2) 2_766 . ? O1 Cu1 O4 89.70(19) . . ? O3 Cu1 N1 97.61(17) 2_766 . ? O2 Cu1 N1 97.93(16) 2_766 . ? O1 Cu1 N1 92.74(16) . . ? O4 Cu1 N1 93.02(17) . . ? O3 Cu1 Cu1 84.88(11) 2_766 2_766 ? O2 Cu1 Cu1 86.60(11) 2_766 2_766 ? O1 Cu1 Cu1 82.71(11) . 2_766 ? O4 Cu1 Cu1 84.58(12) . 2_766 ? N1 Cu1 Cu1 174.85(13) . 2_766 ? C16 N1 C15 116.1(4) . . ? C16 N1 Cu1 122.0(3) . . ? C15 N1 Cu1 121.8(3) . . ? C8 O4 Cu1 122.9(4) . . ? C8 O3 Cu1 122.7(4) . 2_766 ? C1 O2 Cu1 120.9(4) . 2_766 ? C1 O1 Cu1 125.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -12.4(7) . . . . ? O3 C8 C9 C14 166.7(4) . . . . ? O4 C8 C9 C10 167.9(5) . . . . ? O3 C8 C9 C10 -13.0(7) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.7(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.7(5) . . . . ? O2 C1 C2 C7 1.9(7) . . . . ? O1 C1 C2 C7 -177.7(4) . . . . ? O2 C1 C2 C3 -177.5(4) . . . . ? O1 C1 C2 C3 3.0(7) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.3(4) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.3(4) . . . . ? C15 C16 N1 C15 -0.5(10) 2_666 . . . ? C15 C16 N1 Cu1 177.2(4) 2_666 . . . ? C16 C15 N1 C16 0.5(10) 2_666 . . . ? C16 C15 N1 Cu1 -177.2(5) 2_666 . . . ? O3 Cu1 N1 C16 58.7(5) 2_766 . . . ? O2 Cu1 N1 C16 148.6(5) 2_766 . . . ? O1 Cu1 N1 C16 -32.1(5) . . . . ? O4 Cu1 N1 C16 -122.0(5) . . . . ? Cu1 Cu1 N1 C16 -60.0(18) 2_766 . . . ? O3 Cu1 N1 C15 -123.7(5) 2_766 . . . ? O2 Cu1 N1 C15 -33.8(5) 2_766 . . . ? O1 Cu1 N1 C15 145.5(5) . . . . ? O4 Cu1 N1 C15 55.7(5) . . . . ? Cu1 Cu1 N1 C15 117.7(14) 2_766 . . . ? O3 C8 O4 Cu1 3.0(9) . . . . ? C9 C8 O4 Cu1 -177.9(3) . . . . ? O3 Cu1 O4 C8 -10.6(13) 2_766 . . . ? O2 Cu1 O4 C8 -89.4(5) 2_766 . . . ? O1 Cu1 O4 C8 80.0(5) . . . . ? N1 Cu1 O4 C8 172.7(5) . . . . ? Cu1 Cu1 O4 C8 -2.7(5) 2_766 . . . ? O4 C8 O3 Cu1 -1.0(8) . . . 2_766 ? C9 C8 O3 Cu1 180.0(3) . . . 2_766 ? O1 C1 O2 Cu1 3.3(9) . . . 2_766 ? C2 C1 O2 Cu1 -176.2(3) . . . 2_766 ? O2 C1 O1 Cu1 -3.1(9) . . . . ? C2 C1 O1 Cu1 176.4(3) . . . . ? O3 Cu1 O1 C1 86.0(5) 2_766 . . . ? O2 Cu1 O1 C1 -0.1(13) 2_766 . . . ? O4 Cu1 O1 C1 -83.3(5) . . . . ? N1 Cu1 O1 C1 -176.3(5) . . . . ? Cu1 Cu1 O1 C1 1.2(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.742 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.128 #===END data_81117t3_1b_323K _database_code_depnum_ccdc_archive 'CCDC 742015' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.30 (C O2)' _chemical_formula_sum 'C34.30 H24 Cu2 N2 O12.61' _chemical_formula_weight 793.04 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 9.697(2) _cell_length_b 10.392(2) _cell_length_c 10.879(2) _cell_angle_alpha 71.587(4) _cell_angle_beta 65.735(4) _cell_angle_gamma 63.130(4) _cell_volume 880.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 323 _cell_measurement_reflns_used 862 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.90 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7008 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 323 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5814 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.1053 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3729 _reflns_number_gt 2195 _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^)+(0.0960P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3729 _refine_ls_number_parameters 247 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1307 _refine_ls_R_factor_gt 0.0701 _refine_ls_wR_factor_ref 0.1990 _refine_ls_wR_factor_gt 0.1635 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.034 _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 O2SB O 0.540(7) 0.544(7) 1.042(6) 0.265(16) Uani 0.287(15) 1 d PDU A 1 C1SB C 0.622(7) 0.612(7) 0.978(10) 0.261(14) Uani 0.287(15) 1 d PDU A 1 O1SB O 0.728(7) 0.651(5) 0.910(5) 0.257(17) Uani 0.287(15) 1 d PDU A 1 C1SA C 0.609(9) 0.616(5) 0.981(4) 0.263(14) Uani 0.49(2) 1 d PDU B 2 O2SA O 0.635(4) 0.574(3) 1.084(3) 0.239(15) Uani 0.49(2) 1 d PDU B 2 O1SA O 0.580(4) 0.619(3) 0.887(3) 0.249(15) Uani 0.49(2) 1 d PDU B 2 O3S O 0.519(2) 0.888(2) 0.9882(17) 0.258(13) Uani 0.75(3) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.239(16) Uani 0.75(3) 2 d SPU . . C8 C 1.0410(7) 0.6268(7) 0.2545(7) 0.0517(16) Uani 1 1 d . . . C9 C 1.0613(6) 0.7050(5) 0.1099(4) 0.0616(18) Uani 1 1 d G . . C14 C 0.9744(7) 0.7012(7) 0.0373(6) 0.086(3) Uani 1 1 d G . . H14 H 0.9033 0.6515 0.0786 0.104 Uiso 1 1 calc R . . C13 C 0.9939(8) 0.7716(8) -0.0972(6) 0.112(3) Uani 1 1 d G . . H13 H 0.9357 0.7691 -0.1458 0.134 Uiso 1 1 calc R . . C12 C 1.1002(9) 0.8459(7) -0.1590(4) 0.104(3) Uani 1 1 d G . . H12 H 1.1132 0.8930 -0.2489 0.125 Uiso 1 1 calc R . . C11 C 1.1871(8) 0.8497(7) -0.0864(6) 0.109(3) Uani 1 1 d G . . H11 H 1.2582 0.8994 -0.1278 0.131 Uiso 1 1 calc R . . C10 C 1.1676(6) 0.7793(6) 0.0480(6) 0.081(2) Uani 1 1 d G . . H10 H 1.2257 0.7818 0.0966 0.097 Uiso 1 1 calc R . . C1 C 0.8344(7) 0.7479(7) 0.5773(6) 0.0482(15) Uani 1 1 d . . . C2 C 0.7343(5) 0.8960(4) 0.6156(5) 0.0499(15) Uani 1 1 d G . . C7 C 0.8083(5) 0.9769(5) 0.6278(5) 0.0605(18) Uani 1 1 d G . . H7 H 0.9204 0.9387 0.6110 0.073 Uiso 1 1 calc R . . C6 C 0.7147(8) 1.1148(5) 0.6652(5) 0.081(2) Uani 1 1 d G . . H6 H 0.7642 1.1688 0.6734 0.097 Uiso 1 1 calc R . . C5 C 0.5472(7) 1.1718(4) 0.6904(5) 0.089(3) Uani 1 1 d G . . H5 H 0.4846 1.2641 0.7154 0.107 Uiso 1 1 calc R . . C4 C 0.4732(5) 1.0910(6) 0.6782(6) 0.084(3) Uani 1 1 d G . . H4 H 0.3611 1.1291 0.6950 0.101 Uiso 1 1 calc R . . C3 C 0.5667(5) 0.9531(5) 0.6408(5) 0.066(2) Uani 1 1 d G . . H3 H 0.5172 0.8990 0.6326 0.079 Uiso 1 1 calc R . . C15 C 0.6411(7) 0.4348(7) 0.4122(6) 0.0498(16) Uani 1 1 d . . . H15 H 0.7385 0.3880 0.3489 0.060 Uiso 1 1 calc R . . C16 C 0.5010(7) 0.5581(6) 0.5910(6) 0.0432(14) Uani 1 1 d . . . H16 H 0.4976 0.6002 0.6565 0.052 Uiso 1 1 calc R . . Cu1 Cu 0.87058(8) 0.48945(8) 0.50271(8) 0.0442(3) Uani 1 1 d . . . N1 N 0.6452(5) 0.4929(5) 0.5031(5) 0.0416(11) Uani 1 1 d . . . O4 O 0.9233(5) 0.5856(5) 0.3116(4) 0.0609(12) Uani 1 1 d . . . O3 O 1.1412(5) 0.6094(5) 0.3090(4) 0.0575(12) Uani 1 1 d . . . O2 O 0.9849(5) 0.6995(5) 0.5596(5) 0.0587(12) Uani 1 1 d . . . O1 O 0.7636(5) 0.6805(5) 0.5626(5) 0.0558(12) 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 O2SB 0.27(3) 0.200(18) 0.18(2) -0.049(18) -0.078(19) 0.050(16) C1SB 0.27(2) 0.199(17) 0.18(2) -0.054(18) -0.077(19) 0.044(15) O1SB 0.27(3) 0.20(2) 0.18(2) -0.057(19) -0.07(2) 0.028(19) C1SA 0.27(2) 0.200(17) 0.18(2) -0.052(18) -0.077(19) 0.044(15) O2SA 0.27(3) 0.191(17) 0.17(2) -0.068(16) -0.092(17) 0.030(15) O1SA 0.26(3) 0.194(18) 0.16(2) -0.063(17) -0.085(18) 0.056(16) O3S 0.284(15) 0.264(15) 0.220(14) -0.032(8) -0.077(8) -0.104(9) C2S 0.258(17) 0.238(18) 0.217(17) -0.037(9) -0.074(9) -0.090(10) C8 0.043(3) 0.049(4) 0.053(4) -0.008(3) -0.013(3) -0.012(3) C9 0.053(4) 0.059(5) 0.057(5) -0.007(3) -0.016(4) -0.011(3) C14 0.082(6) 0.116(8) 0.062(6) 0.003(5) -0.032(5) -0.040(5) C13 0.108(8) 0.141(10) 0.080(7) 0.005(6) -0.048(6) -0.040(7) C12 0.115(8) 0.122(9) 0.069(7) 0.007(6) -0.038(6) -0.045(7) C11 0.128(9) 0.105(8) 0.077(7) 0.006(6) -0.008(7) -0.065(7) C10 0.079(5) 0.097(7) 0.067(6) -0.004(5) -0.014(5) -0.046(5) C1 0.043(3) 0.057(4) 0.055(4) -0.005(3) -0.023(3) -0.023(3) C2 0.054(4) 0.047(4) 0.050(4) 0.001(3) -0.022(3) -0.021(3) C7 0.073(5) 0.059(5) 0.058(5) -0.001(3) -0.027(4) -0.033(4) C6 0.117(7) 0.059(6) 0.082(6) 0.004(4) -0.040(5) -0.047(5) C5 0.122(8) 0.048(5) 0.084(7) -0.007(4) -0.035(6) -0.021(5) C4 0.074(5) 0.067(6) 0.079(6) -0.010(4) -0.018(5) -0.007(4) C3 0.060(4) 0.052(5) 0.085(6) -0.010(4) -0.029(4) -0.015(3) C15 0.033(3) 0.069(4) 0.056(4) -0.030(3) -0.004(3) -0.021(3) C16 0.041(3) 0.050(4) 0.051(4) -0.015(3) -0.015(3) -0.021(3) Cu1 0.0263(4) 0.0532(5) 0.0634(6) -0.0075(3) -0.0219(3) -0.0178(3) N1 0.027(2) 0.052(3) 0.052(3) -0.014(2) -0.012(2) -0.017(2) O4 0.043(2) 0.089(4) 0.053(3) 0.000(2) -0.018(2) -0.033(2) O3 0.053(3) 0.067(3) 0.063(3) 0.004(2) -0.029(2) -0.030(2) O2 0.040(2) 0.059(3) 0.089(4) -0.022(2) -0.023(2) -0.018(2) O1 0.040(2) 0.053(3) 0.085(3) -0.020(2) -0.027(2) -0.0150(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 O2SB C1SB 1.158(7) . ? C1SB O1SB 1.157(7) . ? C1SA O1SA 1.159(7) . ? C1SA O2SA 1.159(7) . ? O3S C2S 1.133(19) . ? C2S O3S 1.133(19) 2_677 ? C8 O4 1.250(7) . ? C8 O3 1.256(7) . ? C8 C9 1.502(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O1 1.258(6) . ? C1 O2 1.260(7) . ? C1 C2 1.485(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.332(6) . ? C15 C16 1.361(7) 2_666 ? C16 N1 1.335(7) . ? C16 C15 1.361(7) 2_666 ? Cu1 O1 1.961(4) . ? Cu1 O3 1.962(4) 2_766 ? Cu1 O2 1.962(4) 2_766 ? Cu1 O4 1.964(4) . ? Cu1 N1 2.168(4) . ? Cu1 Cu1 2.5920(13) 2_766 ? O3 Cu1 1.962(4) 2_766 ? O2 Cu1 1.962(4) 2_766 ? 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 O1SB C1SB O2SB 166(6) . . ? O1SA C1SA O2SA 160(4) . . ? O3S C2S O3S 180.0(17) 2_677 . ? O4 C8 O3 125.2(6) . . ? O4 C8 C9 116.8(5) . . ? O3 C8 C9 118.0(6) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.5(4) . . ? C10 C9 C8 120.5(4) . . ? C9 C14 C13 120.0 . . ? C12 C13 C14 120.0 . . ? C11 C12 C13 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O1 C1 O2 124.5(6) . . ? O1 C1 C2 117.8(5) . . ? O2 C1 C2 117.7(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.8(4) . . ? C3 C2 C1 120.1(4) . . ? C6 C7 C2 120.0 . . ? C5 C6 C7 120.0 . . ? C6 C5 C4 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.1(5) . 2_666 ? N1 C16 C15 122.2(5) . 2_666 ? O1 Cu1 O3 90.57(19) . 2_766 ? O1 Cu1 O2 169.35(15) . 2_766 ? O3 Cu1 O2 88.80(19) 2_766 2_766 ? O1 Cu1 O4 89.8(2) . . ? O3 Cu1 O4 169.08(16) 2_766 . ? O2 Cu1 O4 88.8(2) 2_766 . ? O1 Cu1 N1 92.89(17) . . ? O3 Cu1 N1 97.87(18) 2_766 . ? O2 Cu1 N1 97.73(16) 2_766 . ? O4 Cu1 N1 93.02(18) . . ? O1 Cu1 Cu1 82.67(11) . 2_766 ? O3 Cu1 Cu1 84.74(12) 2_766 2_766 ? O2 Cu1 Cu1 86.68(12) 2_766 2_766 ? O4 Cu1 Cu1 84.47(12) . 2_766 ? N1 Cu1 Cu1 174.89(13) . 2_766 ? C15 N1 C16 115.7(5) . . ? C15 N1 Cu1 122.1(4) . . ? C16 N1 Cu1 122.2(3) . . ? C8 O4 Cu1 122.9(4) . . ? C8 O3 Cu1 122.6(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 125.5(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C8 C9 C14 -13.5(7) . . . . ? O3 C8 C9 C14 167.3(4) . . . . ? O4 C8 C9 C10 167.3(5) . . . . ? O3 C8 C9 C10 -11.9(7) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -179.2(5) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 179.2(5) . . . . ? O1 C1 C2 C7 -177.5(4) . . . . ? O2 C1 C2 C7 1.3(7) . . . . ? O1 C1 C2 C3 3.3(7) . . . . ? O2 C1 C2 C3 -177.9(4) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -179.2(5) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 179.2(5) . . . . ? C16 C15 N1 C16 0.1(10) 2_666 . . . ? C16 C15 N1 Cu1 -177.4(5) 2_666 . . . ? C15 C16 N1 C15 -0.1(10) 2_666 . . . ? C15 C16 N1 Cu1 177.4(5) 2_666 . . . ? O1 Cu1 N1 C15 145.3(5) . . . . ? O3 Cu1 N1 C15 -123.7(5) 2_766 . . . ? O2 Cu1 N1 C15 -33.9(5) 2_766 . . . ? O4 Cu1 N1 C15 55.4(5) . . . . ? Cu1 Cu1 N1 C15 115.8(15) 2_766 . . . ? O1 Cu1 N1 C16 -32.1(5) . . . . ? O3 Cu1 N1 C16 58.9(5) 2_766 . . . ? O2 Cu1 N1 C16 148.8(5) 2_766 . . . ? O4 Cu1 N1 C16 -122.0(5) . . . . ? Cu1 Cu1 N1 C16 -61.6(18) 2_766 . . . ? O3 C8 O4 Cu1 1.9(9) . . . . ? C9 C8 O4 Cu1 -177.2(4) . . . . ? O1 Cu1 O4 C8 80.2(5) . . . . ? O3 Cu1 O4 C8 -11.7(13) 2_766 . . . ? O2 Cu1 O4 C8 -89.2(5) 2_766 . . . ? N1 Cu1 O4 C8 173.1(5) . . . . ? Cu1 Cu1 O4 C8 -2.4(5) 2_766 . . . ? O4 C8 O3 Cu1 0.5(9) . . . 2_766 ? C9 C8 O3 Cu1 179.6(4) . . . 2_766 ? O1 C1 O2 Cu1 2.8(9) . . . 2_766 ? C2 C1 O2 Cu1 -176.0(4) . . . 2_766 ? O2 C1 O1 Cu1 -2.4(10) . . . . ? C2 C1 O1 Cu1 176.4(4) . . . . ? O3 Cu1 O1 C1 85.4(5) 2_766 . . . ? O2 Cu1 O1 C1 -1.1(14) 2_766 . . . ? O4 Cu1 O1 C1 -83.7(5) . . . . ? N1 Cu1 O1 C1 -176.7(5) . . . . ? Cu1 Cu1 O1 C1 0.8(5) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.783 _refine_diff_density_min -0.552 _refine_diff_density_rms 0.132 #===END data_81118t1_1b_333K _database_code_depnum_ccdc_archive 'CCDC 742016' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.22 (C O2)' _chemical_formula_sum 'C34.22 H24 Cu2 N2 O12.43' _chemical_formula_weight 788.98 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 9.6955(18) _cell_length_b 10.3885(19) _cell_length_c 10.873(2) _cell_angle_alpha 71.614(4) _cell_angle_beta 65.704(4) _cell_angle_gamma 63.135(4) _cell_volume 879.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 333 _cell_measurement_reflns_used 882 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.91 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.490 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7012 _exptl_absorpt_correction_T_max 0.9391 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 333 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5825 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0962 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3724 _reflns_number_gt 2130 _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^)+(0.0995P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3724 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1261 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.1923 _refine_ls_wR_factor_gt 0.1562 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.992 _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 O2SB O 0.547(6) 0.529(5) 1.039(5) 0.252(15) Uani 0.279(14) 1 d PDU A 1 C1SB C 0.622(7) 0.604(7) 0.984(8) 0.246(13) Uani 0.279(14) 1 d PDU A 1 O1SB O 0.723(7) 0.650(5) 0.914(4) 0.239(15) Uani 0.279(14) 1 d PDU A 1 C1SA C 0.605(8) 0.620(4) 0.985(4) 0.247(13) Uani 0.467(19) 1 d PDU B 2 O2SA O 0.626(4) 0.569(3) 1.091(2) 0.227(13) Uani 0.467(19) 1 d PDU B 2 O1SA O 0.584(4) 0.624(3) 0.886(2) 0.232(14) Uani 0.467(19) 1 d PDU B 2 O3S O 0.526(2) 0.889(2) 0.9846(16) 0.250(12) Uani 0.72(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.230(15) Uani 0.72(2) 2 d SPU . . C8 C 1.0405(7) 0.6277(7) 0.2546(7) 0.0536(16) Uani 1 1 d . . . C9 C 1.0612(6) 0.7049(5) 0.1100(4) 0.0611(17) Uani 1 1 d G . . C14 C 0.9740(6) 0.7018(7) 0.0373(6) 0.091(3) Uani 1 1 d G . . H14 H 0.9025 0.6524 0.0785 0.110 Uiso 1 1 calc R . . C13 C 0.9936(8) 0.7725(8) -0.0972(6) 0.115(3) Uani 1 1 d G . . H13 H 0.9353 0.7704 -0.1458 0.139 Uiso 1 1 calc R . . C12 C 1.1004(9) 0.8463(7) -0.1588(4) 0.109(3) Uani 1 1 d G . . H12 H 1.1135 0.8937 -0.2488 0.131 Uiso 1 1 calc R . . C11 C 1.1876(7) 0.8495(6) -0.0861(6) 0.113(3) Uani 1 1 d G . . H11 H 1.2590 0.8989 -0.1274 0.135 Uiso 1 1 calc R . . C10 C 1.1680(6) 0.7788(6) 0.0483(6) 0.086(2) Uani 1 1 d G . . H10 H 1.2263 0.7809 0.0970 0.103 Uiso 1 1 calc R . . C1 C 0.8348(7) 0.7471(7) 0.5771(6) 0.0499(15) Uani 1 1 d . . . C2 C 0.7338(5) 0.8960(4) 0.6163(4) 0.0526(15) Uani 1 1 d G . . C7 C 0.8076(5) 0.9773(5) 0.6282(5) 0.0622(18) Uani 1 1 d G . . H7 H 0.9198 0.9393 0.6112 0.075 Uiso 1 1 calc R . . C6 C 0.7138(7) 1.1153(5) 0.6655(5) 0.084(2) Uani 1 1 d G . . H6 H 0.7632 1.1696 0.6734 0.100 Uiso 1 1 calc R . . C5 C 0.5462(7) 1.1721(4) 0.6909(5) 0.090(3) Uani 1 1 d G . . H5 H 0.4835 1.2644 0.7158 0.108 Uiso 1 1 calc R . . C4 C 0.4724(4) 1.0908(5) 0.6790(5) 0.085(2) Uani 1 1 d G . . H4 H 0.3603 1.1288 0.6960 0.102 Uiso 1 1 calc R . . C3 C 0.5662(5) 0.9528(5) 0.6417(5) 0.0697(19) Uani 1 1 d G . . H3 H 0.5168 0.8985 0.6337 0.084 Uiso 1 1 calc R . . C15 C 0.6406(7) 0.4353(7) 0.4121(6) 0.0500(15) Uani 1 1 d . . . H15 H 0.7378 0.3891 0.3481 0.060 Uiso 1 1 calc R . . C16 C 0.5014(7) 0.5575(6) 0.5907(6) 0.0461(14) Uani 1 1 d . . . H16 H 0.4977 0.5999 0.6562 0.055 Uiso 1 1 calc R . . Cu1 Cu 0.87068(7) 0.48931(8) 0.50275(8) 0.0457(3) Uani 1 1 d . . . N1 N 0.6454(5) 0.4925(5) 0.5037(5) 0.0423(11) Uani 1 1 d . . . O4 O 0.9237(5) 0.5856(5) 0.3114(4) 0.0663(13) Uani 1 1 d . . . O3 O 1.1416(5) 0.6096(5) 0.3090(4) 0.0590(11) Uani 1 1 d . . . O2 O 0.9846(5) 0.6995(4) 0.5591(4) 0.0572(11) Uani 1 1 d . . . O1 O 0.7632(5) 0.6810(5) 0.5625(5) 0.0598(12) 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 O2SB 0.29(2) 0.157(16) 0.17(2) -0.037(16) -0.064(18) 0.033(15) C1SB 0.29(2) 0.159(15) 0.161(19) -0.039(15) -0.065(18) 0.022(14) O1SB 0.29(3) 0.153(16) 0.16(2) -0.040(16) -0.066(19) 0.008(17) C1SA 0.29(2) 0.160(15) 0.161(19) -0.038(15) -0.065(18) 0.022(14) O2SA 0.29(2) 0.156(15) 0.152(18) -0.056(14) -0.080(17) 0.009(13) O1SA 0.29(2) 0.154(15) 0.146(18) -0.051(14) -0.073(17) 0.025(14) O3S 0.277(14) 0.260(15) 0.208(13) -0.034(8) -0.076(8) -0.098(9) C2S 0.251(17) 0.227(17) 0.206(16) -0.034(9) -0.074(9) -0.083(10) C8 0.047(3) 0.049(4) 0.059(4) -0.011(3) -0.020(3) -0.008(3) C9 0.056(4) 0.059(4) 0.061(5) -0.010(3) -0.017(3) -0.017(3) C14 0.094(6) 0.116(7) 0.066(6) 0.005(5) -0.040(5) -0.042(5) C13 0.117(8) 0.148(10) 0.087(7) 0.007(6) -0.058(6) -0.049(7) C12 0.119(8) 0.125(9) 0.080(7) -0.007(6) -0.043(6) -0.038(7) C11 0.139(9) 0.102(8) 0.086(7) 0.010(6) -0.015(7) -0.070(7) C10 0.092(6) 0.095(7) 0.070(6) -0.003(5) -0.019(5) -0.046(5) C1 0.041(3) 0.066(4) 0.051(4) -0.005(3) -0.020(3) -0.025(3) C2 0.057(4) 0.054(4) 0.048(4) 0.000(3) -0.021(3) -0.023(3) C7 0.076(4) 0.054(4) 0.062(5) -0.005(3) -0.024(4) -0.030(4) C6 0.122(7) 0.060(5) 0.081(6) 0.002(4) -0.044(5) -0.041(5) C5 0.121(8) 0.057(5) 0.081(6) -0.006(4) -0.034(6) -0.025(5) C4 0.069(5) 0.067(6) 0.085(6) -0.012(4) -0.019(4) -0.002(4) C3 0.057(4) 0.065(5) 0.080(5) -0.011(4) -0.024(4) -0.015(3) C15 0.035(3) 0.067(4) 0.056(4) -0.029(3) -0.006(3) -0.021(3) C16 0.042(3) 0.053(4) 0.058(4) -0.017(3) -0.019(3) -0.022(3) Cu1 0.0280(3) 0.0563(5) 0.0647(6) -0.0080(3) -0.0226(3) -0.0197(3) N1 0.025(2) 0.055(3) 0.055(3) -0.016(2) -0.014(2) -0.016(2) O4 0.052(3) 0.095(4) 0.059(3) -0.002(2) -0.024(2) -0.034(3) O3 0.054(2) 0.069(3) 0.063(3) 0.004(2) -0.027(2) -0.032(2) O2 0.045(2) 0.057(3) 0.083(3) -0.016(2) -0.026(2) -0.021(2) O1 0.041(2) 0.061(3) 0.091(3) -0.020(2) -0.028(2) -0.019(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2SB C1SB 1.161(7) . ? C1SB O1SB 1.160(7) . ? C1SA O2SA 1.163(7) . ? C1SA O1SA 1.163(7) . ? O3S C2S 1.116(18) . ? C2S O3S 1.116(18) 2_677 ? C8 O4 1.248(7) . ? C8 O3 1.260(7) . ? C8 C9 1.499(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.252(6) . ? C1 O1 1.253(6) . ? C1 C2 1.496(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.334(6) . ? C15 C16 1.358(7) 2_666 ? C16 N1 1.328(6) . ? C16 C15 1.358(7) 2_666 ? Cu1 O2 1.958(4) 2_766 ? Cu1 O3 1.960(4) 2_766 ? Cu1 O1 1.963(4) . ? Cu1 O4 1.966(5) . ? Cu1 N1 2.166(4) . ? Cu1 Cu1 2.5908(12) 2_766 ? O3 Cu1 1.960(4) 2_766 ? O2 Cu1 1.958(4) 2_766 ? 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 O1SB C1SB O2SB 163(5) . . ? O2SA C1SA O1SA 157(3) . . ? O3S C2S O3S 180.0(17) . 2_677 ? O4 C8 O3 125.2(6) . . ? O4 C8 C9 116.8(5) . . ? O3 C8 C9 118.0(6) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.8(4) . . ? C10 C9 C8 120.2(4) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 125.2(6) . . ? O2 C1 C2 117.5(5) . . ? O1 C1 C2 117.3(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.9(3) . . ? C3 C2 C1 120.1(3) . . ? C2 C7 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C4 C5 C6 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.2(5) . 2_666 ? N1 C16 C15 122.7(5) . 2_666 ? O2 Cu1 O3 88.62(18) 2_766 2_766 ? O2 Cu1 O1 169.26(14) 2_766 . ? O3 Cu1 O1 90.76(19) 2_766 . ? O2 Cu1 O4 89.0(2) 2_766 . ? O3 Cu1 O4 169.18(16) 2_766 . ? O1 Cu1 O4 89.6(2) . . ? O2 Cu1 N1 97.90(16) 2_766 . ? O3 Cu1 N1 97.61(17) 2_766 . ? O1 Cu1 N1 92.81(16) . . ? O4 Cu1 N1 93.17(17) . . ? O2 Cu1 Cu1 86.56(11) 2_766 2_766 ? O3 Cu1 Cu1 84.91(12) 2_766 2_766 ? O1 Cu1 Cu1 82.71(11) . 2_766 ? O4 Cu1 Cu1 84.42(12) . 2_766 ? N1 Cu1 Cu1 174.91(13) . 2_766 ? C16 N1 C15 115.2(4) . . ? C16 N1 Cu1 122.6(3) . . ? C15 N1 Cu1 122.2(3) . . ? C8 O4 Cu1 123.0(4) . . ? C8 O3 Cu1 122.4(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 124.9(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.703 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.130 #===END data_81118t2_1b_343K _database_code_depnum_ccdc_archive 'CCDC 742017' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.23 (C O2)' _chemical_formula_sum 'C34.23 H24 Cu2 N2 O12.45' _chemical_formula_weight 789.52 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' 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 9.694(2) _cell_length_b 10.383(2) _cell_length_c 10.866(2) _cell_angle_alpha 71.642(5) _cell_angle_beta 65.662(4) _cell_angle_gamma 63.139(4) _cell_volume 877.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 343 _cell_measurement_reflns_used 860 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.83 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.277 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7009 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 343 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5799 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.1062 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3716 _reflns_number_gt 2126 _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^)+(0.0936P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3716 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1312 _refine_ls_R_factor_gt 0.0690 _refine_ls_wR_factor_ref 0.1920 _refine_ls_wR_factor_gt 0.1573 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 0.999 _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 O2SB O 0.541(6) 0.526(5) 1.038(5) 0.272(15) Uani 0.292(14) 1 d PDU . 1 C1SB C 0.616(7) 0.601(7) 0.990(7) 0.269(14) Uani 0.292(14) 1 d PDU . 1 O1SB O 0.716(7) 0.649(5) 0.920(5) 0.261(16) Uani 0.292(14) 1 d PDU . 1 C1SA C 0.604(8) 0.623(4) 0.984(4) 0.270(14) Uani 0.465(19) 1 d PDU A 2 O2SA O 0.624(4) 0.574(3) 1.090(3) 0.251(15) Uani 0.465(19) 1 d PDU A 2 O1SA O 0.585(4) 0.626(3) 0.884(2) 0.259(15) Uani 0.465(19) 1 d PDU A 2 O3S O 0.525(2) 0.889(2) 0.9869(18) 0.266(13) Uani 0.71(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.248(17) Uani 0.71(2) 2 d SPU . . C8 C 1.0402(7) 0.6268(7) 0.2547(7) 0.0545(16) Uani 1 1 d . . . C9 C 1.0617(6) 0.7042(5) 0.1100(4) 0.0618(18) Uani 1 1 d G . . C14 C 0.9745(7) 0.7004(7) 0.0376(6) 0.091(3) Uani 1 1 d G . . H14 H 0.9034 0.6506 0.0792 0.109 Uiso 1 1 calc R . . C13 C 0.9936(8) 0.7710(7) -0.0968(6) 0.114(3) Uani 1 1 d G . . H13 H 0.9352 0.7685 -0.1453 0.137 Uiso 1 1 calc R . . C12 C 1.0998(9) 0.8455(7) -0.1589(4) 0.112(3) Uani 1 1 d G . . H12 H 1.1126 0.8928 -0.2489 0.135 Uiso 1 1 calc R . . C11 C 1.1870(8) 0.8493(6) -0.0866(6) 0.112(3) Uani 1 1 d G . . H11 H 1.2581 0.8991 -0.1281 0.134 Uiso 1 1 calc R . . C10 C 1.1679(6) 0.7787(6) 0.0479(6) 0.086(2) Uani 1 1 d G . . H10 H 1.2263 0.7812 0.0963 0.103 Uiso 1 1 calc R . . C1 C 0.8339(7) 0.7486(7) 0.5776(6) 0.0494(15) Uani 1 1 d . . . C2 C 0.7336(5) 0.8967(4) 0.6160(5) 0.0520(15) Uani 1 1 d G . . C7 C 0.8077(5) 0.9773(5) 0.6285(5) 0.0643(19) Uani 1 1 d G . . H7 H 0.9199 0.9390 0.6117 0.077 Uiso 1 1 calc R . . C6 C 0.7142(8) 1.1153(5) 0.6661(5) 0.085(2) Uani 1 1 d G . . H6 H 0.7638 1.1693 0.6745 0.102 Uiso 1 1 calc R . . C5 C 0.5466(7) 1.1727(4) 0.6913(5) 0.091(3) Uani 1 1 d G . . H5 H 0.4840 1.2650 0.7165 0.109 Uiso 1 1 calc R . . C4 C 0.4724(4) 1.0921(6) 0.6788(5) 0.086(3) Uani 1 1 d G . . H4 H 0.3603 1.1304 0.6956 0.103 Uiso 1 1 calc R . . C3 C 0.5659(5) 0.9541(5) 0.6412(5) 0.069(2) Uani 1 1 d G . . H3 H 0.5163 0.9001 0.6328 0.083 Uiso 1 1 calc R . . C15 C 0.6404(7) 0.4354(7) 0.4123(7) 0.0536(17) Uani 1 1 d . . . H15 H 0.7377 0.3886 0.3485 0.064 Uiso 1 1 calc R . . C16 C 0.5015(7) 0.5577(7) 0.5908(6) 0.0467(15) Uani 1 1 d . . . H16 H 0.4977 0.5997 0.6567 0.056 Uiso 1 1 calc R . . Cu1 Cu 0.87063(8) 0.48940(8) 0.50273(8) 0.0460(3) Uani 1 1 d . . . N1 N 0.6456(5) 0.4933(5) 0.5031(5) 0.0444(12) Uani 1 1 d . . . O4 O 0.9234(5) 0.5861(5) 0.3117(4) 0.0638(12) Uani 1 1 d . . . O3 O 1.1419(5) 0.6092(5) 0.3086(4) 0.0598(12) Uani 1 1 d . . . O2 O 0.9849(5) 0.6994(5) 0.5593(5) 0.0580(12) Uani 1 1 d . . . O1 O 0.7635(5) 0.6804(5) 0.5627(5) 0.0599(12) 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 O2SB 0.32(3) 0.173(16) 0.16(2) -0.038(15) -0.071(19) 0.043(15) C1SB 0.32(3) 0.173(16) 0.16(2) -0.040(16) -0.072(19) 0.040(15) O1SB 0.32(3) 0.167(17) 0.16(2) -0.040(16) -0.08(2) 0.027(17) C1SA 0.32(3) 0.173(16) 0.16(2) -0.038(15) -0.072(19) 0.040(15) O2SA 0.32(3) 0.171(16) 0.153(19) -0.061(15) -0.082(18) 0.024(15) O1SA 0.32(3) 0.168(16) 0.144(19) -0.048(15) -0.074(18) 0.045(16) O3S 0.289(15) 0.277(16) 0.224(14) -0.038(8) -0.082(9) -0.102(9) C2S 0.266(18) 0.245(18) 0.226(17) -0.037(9) -0.078(9) -0.091(10) C8 0.047(4) 0.054(4) 0.056(4) -0.006(3) -0.018(3) -0.013(3) C9 0.062(4) 0.057(4) 0.054(5) -0.007(3) -0.017(4) -0.016(3) C14 0.101(6) 0.108(7) 0.063(6) 0.014(5) -0.045(5) -0.041(5) C13 0.107(8) 0.143(10) 0.086(8) 0.006(6) -0.047(6) -0.043(7) C12 0.120(9) 0.126(9) 0.078(7) -0.002(6) -0.042(6) -0.034(7) C11 0.137(9) 0.107(8) 0.084(7) 0.010(6) -0.019(7) -0.070(7) C10 0.091(6) 0.098(7) 0.070(6) -0.007(5) -0.016(5) -0.050(5) C1 0.041(3) 0.062(4) 0.051(4) -0.007(3) -0.017(3) -0.024(3) C2 0.055(4) 0.051(4) 0.052(4) -0.002(3) -0.020(3) -0.023(3) C7 0.080(5) 0.048(4) 0.071(5) -0.003(3) -0.029(4) -0.029(4) C6 0.120(7) 0.068(6) 0.074(6) -0.003(4) -0.035(5) -0.043(5) C5 0.118(8) 0.055(5) 0.082(7) -0.007(4) -0.028(6) -0.023(5) C4 0.071(5) 0.067(6) 0.087(6) -0.011(5) -0.021(5) -0.003(4) C3 0.064(4) 0.060(5) 0.077(5) -0.008(4) -0.024(4) -0.018(4) C15 0.031(3) 0.074(5) 0.062(4) -0.034(4) -0.005(3) -0.018(3) C16 0.044(3) 0.057(4) 0.053(4) -0.017(3) -0.015(3) -0.027(3) Cu1 0.0282(4) 0.0560(5) 0.0651(6) -0.0079(3) -0.0228(3) -0.0190(3) N1 0.026(2) 0.058(3) 0.059(3) -0.019(3) -0.013(2) -0.017(2) O4 0.049(2) 0.090(4) 0.059(3) 0.002(2) -0.025(2) -0.034(2) O3 0.052(2) 0.071(3) 0.063(3) 0.001(2) -0.024(2) -0.031(2) O2 0.043(2) 0.056(3) 0.085(3) -0.020(2) -0.024(2) -0.018(2) O1 0.040(2) 0.059(3) 0.091(4) -0.020(2) -0.026(2) -0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2SB C1SB 1.161(7) . ? O2SB O2SB 1.68(10) 2_667 ? C1SB O1SB 1.160(7) . ? C1SA O2SA 1.163(7) . ? C1SA O1SA 1.164(7) . ? O3S C2S 1.109(19) . ? C2S O3S 1.11(2) 2_677 ? C8 O4 1.239(7) . ? C8 O3 1.263(7) . ? C8 C9 1.499(7) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.261(6) . ? C1 O1 1.262(6) . ? C1 C2 1.485(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.334(6) . ? C15 C16 1.359(7) 2_666 ? C16 N1 1.329(7) . ? C16 C15 1.359(7) 2_666 ? Cu1 O1 1.957(4) . ? Cu1 O2 1.958(4) 2_766 ? Cu1 O3 1.962(4) 2_766 ? Cu1 O4 1.963(5) . ? Cu1 N1 2.162(4) . ? Cu1 Cu1 2.5905(13) 2_766 ? O3 Cu1 1.962(4) 2_766 ? O2 Cu1 1.958(4) 2_766 ? 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 C1SB O2SB O2SB 128(7) . 2_667 ? O1SB C1SB O2SB 162(5) . . ? O2SA C1SA O1SA 157(3) . . ? O3S C2S O3S 180.0(18) 2_677 . ? O4 C8 O3 125.4(6) . . ? O4 C8 C9 117.2(5) . . ? O3 C8 C9 117.4(6) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.3(4) . . ? C10 C9 C8 120.7(4) . . ? C9 C14 C13 120.0 . . ? C14 C13 C12 120.0 . . ? C11 C12 C13 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 123.9(6) . . ? O2 C1 C2 118.1(5) . . ? O1 C1 C2 118.0(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.7(3) . . ? C3 C2 C1 120.3(3) . . ? C2 C7 C6 120.0 . . ? C5 C6 C7 120.0 . . ? C4 C5 C6 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.6(5) . 2_666 ? N1 C16 C15 122.5(5) . 2_666 ? O1 Cu1 O2 169.34(15) . 2_766 ? O1 Cu1 O3 90.53(19) . 2_766 ? O2 Cu1 O3 88.76(19) 2_766 2_766 ? O1 Cu1 O4 89.6(2) . . ? O2 Cu1 O4 89.1(2) 2_766 . ? O3 Cu1 O4 169.13(16) 2_766 . ? O1 Cu1 N1 92.73(16) . . ? O2 Cu1 N1 97.90(16) 2_766 . ? O3 Cu1 N1 97.88(18) 2_766 . ? O4 Cu1 N1 92.97(18) . . ? O1 Cu1 Cu1 82.71(11) . 2_766 ? O2 Cu1 Cu1 86.64(11) 2_766 2_766 ? O3 Cu1 Cu1 84.81(12) 2_766 2_766 ? O4 Cu1 Cu1 84.43(12) . 2_766 ? N1 Cu1 Cu1 174.75(13) . 2_766 ? C16 N1 C15 115.0(4) . . ? C16 N1 Cu1 122.5(3) . . ? C15 N1 Cu1 122.4(4) . . ? C8 O4 Cu1 123.1(4) . . ? C8 O3 Cu1 122.2(4) . 2_766 ? C1 O2 Cu1 121.1(4) . 2_766 ? C1 O1 Cu1 125.6(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.678 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.132 #===END data_81118t3_1b_353K _database_code_depnum_ccdc_archive 'CCDC 742018' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.12 (C O2)' _chemical_formula_sum 'C34.12 H24 Cu2 N2 O12.24' _chemical_formula_weight 784.84 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 9.703(2) _cell_length_b 10.389(2) _cell_length_c 10.871(3) _cell_angle_alpha 71.664(5) _cell_angle_beta 65.611(4) _cell_angle_gamma 63.120(5) _cell_volume 879.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 353 _cell_measurement_reflns_used 825 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.80 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7012 _exptl_absorpt_correction_T_max 0.9391 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 353 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5782 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.1013 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3720 _reflns_number_gt 2029 _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^)+(0.0949P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3720 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1365 _refine_ls_R_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.1919 _refine_ls_wR_factor_gt 0.1554 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 0.994 _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 O2SB O 0.532(6) 0.533(7) 1.044(5) 0.273(16) Uani 0.274(15) 1 d PDU . 1 C1SB C 0.612(7) 0.603(7) 0.988(10) 0.271(16) Uani 0.274(15) 1 d PDU . 1 O1SB O 0.719(7) 0.643(5) 0.920(5) 0.262(17) Uani 0.274(15) 1 d PDU . 1 C1SA C 0.603(9) 0.623(4) 0.984(4) 0.271(15) Uani 0.43(2) 1 d PDU A 2 O2SA O 0.631(5) 0.575(4) 1.087(3) 0.258(17) Uani 0.43(2) 1 d PDU A 2 O1SA O 0.580(4) 0.625(4) 0.886(3) 0.258(16) Uani 0.43(2) 1 d PDU A 2 O3S O 0.524(3) 0.883(2) 0.9875(19) 0.277(14) Uani 0.71(3) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.259(17) Uani 0.71(3) 2 d SPU . . C8 C 1.0412(8) 0.6263(7) 0.2554(7) 0.0567(17) Uani 1 1 d . . . C9 C 1.0613(6) 0.7040(5) 0.1098(4) 0.0631(18) Uani 1 1 d G . . C14 C 0.9747(7) 0.7006(7) 0.0369(6) 0.093(3) Uani 1 1 d G . . H14 H 0.9036 0.6508 0.0779 0.111 Uiso 1 1 calc R . . C13 C 0.9943(8) 0.7715(8) -0.0975(6) 0.118(4) Uani 1 1 d G . . H13 H 0.9364 0.7692 -0.1463 0.141 Uiso 1 1 calc R . . C12 C 1.1006(9) 0.8458(7) -0.1589(5) 0.111(3) Uani 1 1 d G . . H12 H 1.1137 0.8933 -0.2487 0.133 Uiso 1 1 calc R . . C11 C 1.1872(8) 0.8493(7) -0.0859(6) 0.113(3) Uani 1 1 d G . . H11 H 1.2582 0.8990 -0.1270 0.135 Uiso 1 1 calc R . . C10 C 1.1675(7) 0.7784(6) 0.0485(6) 0.088(3) Uani 1 1 d G . . H10 H 1.2255 0.7807 0.0973 0.106 Uiso 1 1 calc R . . C1 C 0.8350(7) 0.7484(7) 0.5765(6) 0.0489(15) Uani 1 1 d . . . C2 C 0.7342(5) 0.8966(4) 0.6160(5) 0.0527(16) Uani 1 1 d G . . C7 C 0.8081(5) 0.9778(5) 0.6278(5) 0.0635(19) Uani 1 1 d G . . H7 H 0.9203 0.9398 0.6104 0.076 Uiso 1 1 calc R . . C6 C 0.7144(8) 1.1157(5) 0.6656(6) 0.090(3) Uani 1 1 d G . . H6 H 0.7639 1.1700 0.6735 0.108 Uiso 1 1 calc R . . C5 C 0.5467(8) 1.1725(4) 0.6916(6) 0.094(3) Uani 1 1 d G . . H5 H 0.4840 1.2647 0.7168 0.113 Uiso 1 1 calc R . . C4 C 0.4728(5) 1.0913(6) 0.6798(6) 0.092(3) Uani 1 1 d G . . H4 H 0.3606 1.1293 0.6972 0.110 Uiso 1 1 calc R . . C3 C 0.5665(5) 0.9534(5) 0.6420(5) 0.072(2) Uani 1 1 d G . . H3 H 0.5171 0.8991 0.6341 0.086 Uiso 1 1 calc R . . C15 C 0.6413(7) 0.4355(7) 0.4118(7) 0.0534(17) Uani 1 1 d . . . H15 H 0.7389 0.3897 0.3476 0.064 Uiso 1 1 calc R . . C16 C 0.5010(7) 0.5590(7) 0.5910(6) 0.0475(15) Uani 1 1 d . . . H16 H 0.4970 0.6022 0.6560 0.057 Uiso 1 1 calc R . . Cu1 Cu 0.87062(8) 0.48944(8) 0.50280(8) 0.0469(3) Uani 1 1 d . . . N1 N 0.6450(5) 0.4934(5) 0.5034(5) 0.0450(12) Uani 1 1 d . . . O4 O 0.9239(5) 0.5849(5) 0.3117(5) 0.0647(13) Uani 1 1 d . . . O3 O 1.1421(5) 0.6089(5) 0.3086(5) 0.0604(12) Uani 1 1 d . . . O2 O 0.9844(5) 0.6999(5) 0.5594(5) 0.0585(12) Uani 1 1 d . . . O1 O 0.7633(5) 0.6812(5) 0.5628(5) 0.0603(12) 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 O2SB 0.29(3) 0.205(18) 0.17(2) -0.062(19) -0.08(2) 0.058(16) C1SB 0.29(3) 0.206(18) 0.17(2) -0.064(19) -0.08(2) 0.055(16) O1SB 0.29(3) 0.199(19) 0.17(2) -0.071(19) -0.08(2) 0.042(19) C1SA 0.29(3) 0.207(18) 0.17(2) -0.062(19) -0.08(2) 0.054(16) O2SA 0.30(3) 0.201(19) 0.16(2) -0.077(18) -0.086(19) 0.041(16) O1SA 0.29(3) 0.199(18) 0.15(2) -0.075(18) -0.081(19) 0.058(17) O3S 0.295(16) 0.286(16) 0.244(15) -0.036(8) -0.084(9) -0.110(9) C2S 0.275(18) 0.257(19) 0.240(18) -0.040(9) -0.081(10) -0.096(10) C8 0.047(4) 0.057(4) 0.058(5) -0.013(3) -0.015(3) -0.011(3) C9 0.063(4) 0.056(4) 0.062(5) -0.011(4) -0.015(4) -0.019(4) C14 0.095(6) 0.119(8) 0.070(6) 0.006(5) -0.044(5) -0.043(5) C13 0.123(9) 0.144(10) 0.086(8) -0.003(7) -0.048(7) -0.046(8) C12 0.119(9) 0.126(9) 0.077(7) 0.005(6) -0.038(6) -0.045(7) C11 0.130(9) 0.105(8) 0.093(8) 0.015(6) -0.022(7) -0.068(7) C10 0.096(6) 0.102(7) 0.066(6) -0.002(5) -0.018(5) -0.050(5) C1 0.043(3) 0.058(4) 0.053(4) -0.002(3) -0.021(3) -0.024(3) C2 0.054(4) 0.053(4) 0.052(4) 0.000(3) -0.022(3) -0.023(3) C7 0.076(5) 0.050(5) 0.072(5) -0.002(4) -0.031(4) -0.028(4) C6 0.129(8) 0.066(6) 0.090(7) -0.004(5) -0.046(6) -0.044(6) C5 0.117(8) 0.048(5) 0.097(7) -0.005(5) -0.030(6) -0.022(5) C4 0.070(5) 0.067(6) 0.103(7) -0.016(5) -0.022(5) 0.003(4) C3 0.061(4) 0.062(5) 0.089(6) -0.011(4) -0.029(4) -0.016(4) C15 0.033(3) 0.070(5) 0.067(5) -0.031(4) -0.011(3) -0.020(3) C16 0.042(3) 0.059(4) 0.057(4) -0.019(3) -0.017(3) -0.024(3) Cu1 0.0294(4) 0.0565(5) 0.0670(6) -0.0086(4) -0.0238(3) -0.0193(3) N1 0.028(2) 0.057(3) 0.060(3) -0.018(3) -0.015(2) -0.017(2) O4 0.049(3) 0.087(4) 0.064(3) -0.001(3) -0.027(2) -0.031(2) O3 0.053(3) 0.070(3) 0.067(3) 0.001(2) -0.027(2) -0.030(2) O2 0.043(2) 0.057(3) 0.086(3) -0.019(2) -0.025(2) -0.019(2) O1 0.041(2) 0.059(3) 0.094(4) -0.021(3) -0.030(2) -0.016(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2SB C1SB 1.160(7) . ? O2SB O2SB 1.76(11) 2_667 ? C1SB O1SB 1.159(7) . ? C1SA O2SA 1.162(7) . ? C1SA O1SA 1.162(7) . ? O3S C2S 1.17(2) . ? C2S O3S 1.17(2) 2_677 ? C8 O4 1.248(7) . ? C8 O3 1.252(7) . ? C8 C9 1.509(8) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.252(6) . ? C1 O1 1.259(6) . ? C1 C2 1.490(7) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.334(7) . ? C15 C16 1.368(7) 2_666 ? C16 N1 1.331(7) . ? C16 C15 1.368(7) 2_666 ? Cu1 O4 1.962(5) . ? Cu1 O3 1.962(4) 2_766 ? Cu1 O2 1.964(4) 2_766 ? Cu1 O1 1.965(4) . ? Cu1 N1 2.169(4) . ? Cu1 Cu1 2.5922(13) 2_766 ? O3 Cu1 1.962(4) 2_766 ? O2 Cu1 1.964(4) 2_766 ? 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 C1SB O2SB O2SB 122(8) . 2_667 ? O1SB C1SB O2SB 164(5) . . ? O2SA C1SA O1SA 158(4) . . ? O3S C2S O3S 180.0(19) 2_677 . ? O4 C8 O3 126.0(7) . . ? O4 C8 C9 116.1(5) . . ? O3 C8 C9 117.9(6) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.2(4) . . ? C10 C9 C8 119.8(4) . . ? C9 C14 C13 120.0 . . ? C14 C13 C12 120.0 . . ? C11 C12 C13 120.0 . . ? C12 C11 C10 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 124.8(6) . . ? O2 C1 C2 117.7(5) . . ? O1 C1 C2 117.5(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.8(4) . . ? C3 C2 C1 120.2(4) . . ? C6 C7 C2 120.0 . . ? C5 C6 C7 120.0 . . ? C6 C5 C4 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.3(5) . 2_666 ? N1 C16 C15 121.9(5) . 2_666 ? O4 Cu1 O3 169.16(16) . 2_766 ? O4 Cu1 O2 88.9(2) . 2_766 ? O3 Cu1 O2 88.75(19) 2_766 2_766 ? O4 Cu1 O1 89.8(2) . . ? O3 Cu1 O1 90.60(19) 2_766 . ? O2 Cu1 O1 169.26(15) 2_766 . ? O4 Cu1 N1 92.97(18) . . ? O3 Cu1 N1 97.83(18) 2_766 . ? O2 Cu1 N1 97.95(16) 2_766 . ? O1 Cu1 N1 92.76(17) . . ? O4 Cu1 Cu1 84.49(12) . 2_766 ? O3 Cu1 Cu1 84.82(12) 2_766 2_766 ? O2 Cu1 Cu1 86.60(11) 2_766 2_766 ? O1 Cu1 Cu1 82.67(11) . 2_766 ? N1 Cu1 Cu1 174.76(14) . 2_766 ? C16 N1 C15 115.8(5) . . ? C16 N1 Cu1 122.3(4) . . ? C15 N1 Cu1 121.9(4) . . ? C8 O4 Cu1 122.6(4) . . ? C8 O3 Cu1 122.1(4) . 2_766 ? C1 O2 Cu1 120.7(4) . 2_766 ? C1 O1 Cu1 125.1(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.731 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.128 #===END data_90527t1_1b_363K _database_code_depnum_ccdc_archive 'CCDC 742019' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.06 (C O2)' _chemical_formula_sum 'C34.06 H24 Cu2 N2 O12.11' _chemical_formula_weight 782.16 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 9.6913(19) _cell_length_b 10.366(2) _cell_length_c 10.835(2) _cell_angle_alpha 71.867(4) _cell_angle_beta 65.426(4) _cell_angle_gamma 63.151(4) _cell_volume 872.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 363 _cell_measurement_reflns_used 1370 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 24.11 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.283 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6624 _exptl_absorpt_correction_T_max 0.9505 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 363 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5858 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3685 _reflns_number_gt 2416 _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^)+(0.0750P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3685 _refine_ls_number_parameters 271 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0797 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1368 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.988 _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 C1 C 0.1668(4) 0.7510(4) 0.4228(4) 0.0529(10) Uani 1 1 d . . . C2 C 0.2680(5) 0.6036(4) 0.3814(4) 0.0543(10) Uani 1 1 d . . . C3 C 0.4350(6) 0.5444(5) 0.3574(5) 0.0774(14) Uani 1 1 d . . . H3 H 0.4847 0.5978 0.3669 0.093 Uiso 1 1 calc R . . C4 C 0.5284(7) 0.4075(6) 0.3197(6) 0.0972(18) Uani 1 1 d . . . H4 H 0.6405 0.3685 0.3038 0.117 Uiso 1 1 calc R . . C5 C 0.4559(8) 0.3292(6) 0.3058(6) 0.0964(18) Uani 1 1 d . . . H5 H 0.5192 0.2374 0.2787 0.116 Uiso 1 1 calc R . . C6 C 0.2901(8) 0.3847(6) 0.3316(6) 0.0889(16) Uani 1 1 d . . . H6 H 0.2413 0.3305 0.3224 0.107 Uiso 1 1 calc R . . C7 C 0.1968(6) 0.5200(5) 0.3707(5) 0.0677(12) Uani 1 1 d . . . H7 H 0.0842 0.5561 0.3903 0.081 Uiso 1 1 calc R . . C8 C -0.0424(5) 0.8735(5) 0.7468(5) 0.0589(11) Uani 1 1 d . . . C9 C -0.0634(5) 0.7970(5) 0.8911(5) 0.0662(12) Uani 1 1 d . . . C10 C -0.1667(7) 0.7225(6) 0.9531(6) 0.0932(17) Uani 1 1 d . . . H10 H -0.2253 0.7200 0.9049 0.112 Uiso 1 1 calc R . . C11 C -0.1851(9) 0.6514(8) 1.0852(7) 0.118(2) Uani 1 1 d . . . H11 H -0.2562 0.6014 1.1260 0.141 Uiso 1 1 calc R . . C12 C -0.0990(10) 0.6535(8) 1.1576(7) 0.117(2) Uani 1 1 d . . . H12 H -0.1097 0.6040 1.2468 0.141 Uiso 1 1 calc R . . C13 C 0.0020(9) 0.7290(8) 1.0969(7) 0.116(2) Uani 1 1 d . . . H13 H 0.0588 0.7332 1.1458 0.139 Uiso 1 1 calc R . . C14 C 0.0211(7) 0.7987(7) 0.9653(6) 0.0937(17) Uani 1 1 d . . . H14 H 0.0926 0.8482 0.9248 0.112 Uiso 1 1 calc R . . C15 C 0.3582(4) 1.0656(4) 0.5873(4) 0.0517(10) Uani 1 1 d . . . H15 H 0.2599 1.1122 0.6512 0.062 Uiso 1 1 calc R . . C16 C 0.4990(4) 0.9423(4) 0.4079(4) 0.0512(10) Uani 1 1 d . . . H16 H 0.5031 0.8996 0.3419 0.061 Uiso 1 1 calc R . . C1SB C 0.597(7) 0.102(7) 0.986(9) 0.331(14) Uani 0.341(16) 1 d PDU A 1 O2SB O 0.532(5) 0.020(5) 1.049(4) 0.332(15) Uani 0.341(16) 1 d PDU . 1 O1SB O 0.688(6) 0.159(5) 0.919(4) 0.319(15) Uani 0.341(16) 1 d PDU A 1 C1SA C 0.597(10) 0.115(7) 0.978(5) 0.332(14) Uani 0.389(19) 1 d PDU B 2 O2SA O 0.615(4) 0.075(4) 1.085(3) 0.291(15) Uani 0.389(19) 1 d PDU B 2 O1SA O 0.566(4) 0.118(4) 0.884(3) 0.315(16) Uani 0.389(19) 1 d PDU B 2 C2S C 0.5000 0.5000 1.0000 0.244(14) Uani 0.597(18) 2 d SPU . . Cu1 Cu 0.12953(5) 1.01125(5) 0.49648(5) 0.0490(2) Uani 1 1 d . . . N1 N 0.3556(3) 1.0091(3) 0.4950(3) 0.0442(7) Uani 1 1 d . . . O1 O 0.2372(3) 0.8196(3) 0.4360(3) 0.0616(8) Uani 1 1 d . . . O2 O 0.0159(3) 0.7991(3) 0.4418(3) 0.0632(8) Uani 1 1 d . . . O3 O -0.1429(3) 0.8913(3) 0.6930(3) 0.0639(8) Uani 1 1 d . . . O4 O 0.0760(3) 0.9159(4) 0.6881(3) 0.0685(8) Uani 1 1 d . . . O3S O 0.5287(19) 0.3823(17) 0.9852(14) 0.267(11) Uani 0.597(18) 1 d PU . . 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 C1 0.0431(19) 0.058(3) 0.061(3) -0.006(2) -0.0191(18) -0.0218(18) C2 0.057(2) 0.050(2) 0.055(3) -0.0005(19) -0.0203(19) -0.0223(19) C3 0.064(3) 0.063(3) 0.101(4) -0.011(3) -0.026(3) -0.023(2) C4 0.073(3) 0.066(4) 0.122(5) -0.016(3) -0.023(3) -0.007(3) C5 0.124(5) 0.049(3) 0.093(4) -0.007(3) -0.029(4) -0.022(3) C6 0.124(5) 0.067(4) 0.090(4) -0.003(3) -0.038(4) -0.050(4) C7 0.081(3) 0.059(3) 0.073(3) -0.005(2) -0.031(2) -0.032(2) C8 0.047(2) 0.058(3) 0.068(3) -0.015(2) -0.018(2) -0.0148(19) C9 0.059(2) 0.072(3) 0.059(3) -0.006(2) -0.016(2) -0.023(2) C10 0.103(4) 0.103(4) 0.077(4) 0.005(3) -0.025(3) -0.057(4) C11 0.139(6) 0.122(6) 0.089(5) 0.004(4) -0.016(4) -0.079(5) C12 0.147(6) 0.113(5) 0.070(4) 0.004(4) -0.036(4) -0.041(5) C13 0.126(5) 0.136(6) 0.083(5) 0.013(4) -0.050(4) -0.051(5) C14 0.090(4) 0.119(5) 0.073(4) 0.003(3) -0.032(3) -0.046(3) C15 0.0329(17) 0.063(3) 0.064(3) -0.024(2) -0.0099(17) -0.0187(17) C16 0.0430(19) 0.063(3) 0.063(3) -0.021(2) -0.0193(19) -0.0226(18) C1SB 0.35(3) 0.26(2) 0.21(2) -0.081(18) -0.062(19) 0.037(15) O2SB 0.35(3) 0.26(2) 0.21(2) -0.080(18) -0.062(19) 0.039(16) O1SB 0.35(3) 0.25(2) 0.21(2) -0.074(18) -0.07(2) 0.020(17) C1SA 0.35(3) 0.26(2) 0.21(2) -0.080(18) -0.062(19) 0.037(15) O2SA 0.35(3) 0.25(2) 0.19(2) -0.119(17) -0.087(18) 0.004(16) O1SA 0.35(3) 0.25(2) 0.19(2) -0.091(18) -0.062(19) 0.037(18) C2S 0.270(15) 0.241(16) 0.211(15) -0.033(9) -0.082(9) -0.084(9) Cu1 0.0310(2) 0.0599(3) 0.0673(4) -0.0088(2) -0.0225(2) -0.0210(2) N1 0.0295(13) 0.0507(19) 0.060(2) -0.0092(16) -0.0186(13) -0.0165(13) O1 0.0438(13) 0.0633(18) 0.092(2) -0.0210(16) -0.0282(14) -0.0201(13) O2 0.0451(14) 0.0705(19) 0.087(2) -0.0231(17) -0.0236(14) -0.0232(14) O3 0.0546(15) 0.081(2) 0.066(2) -0.0005(16) -0.0235(14) -0.0367(15) O4 0.0536(16) 0.092(2) 0.069(2) 0.0013(17) -0.0294(14) -0.0343(16) O3S 0.297(13) 0.283(14) 0.210(12) -0.031(8) -0.081(8) -0.105(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 C1 O1 1.255(4) . ? C1 O2 1.259(4) . ? C1 C2 1.485(5) . ? C2 C7 1.382(5) . ? C2 C3 1.384(6) . ? C3 C4 1.376(6) . ? C4 C5 1.362(7) . ? C5 C6 1.371(8) . ? C6 C7 1.367(6) . ? C8 O3 1.251(4) . ? C8 O4 1.261(5) . ? C8 C9 1.492(6) . ? C9 C10 1.366(7) . ? C9 C14 1.373(7) . ? C10 C11 1.368(8) . ? C11 C12 1.373(9) . ? C12 C13 1.356(9) . ? C13 C14 1.360(8) . ? C15 N1 1.321(4) . ? C15 C16 1.371(4) 2_676 ? C16 N1 1.322(4) . ? C16 C15 1.371(4) 2_676 ? C1SB O1SB 1.158(7) . ? C1SB O2SB 1.159(7) . ? O2SB O2SB 1.64(9) 2_657 ? C1SA O1SA 1.161(7) . ? C1SA O2SA 1.161(7) . ? C2S O3S 1.171(16) . ? C2S O3S 1.171(16) 2_667 ? Cu1 O2 1.957(3) 2_576 ? Cu1 O1 1.958(3) . ? Cu1 O4 1.961(3) . ? Cu1 O3 1.965(3) 2_576 ? Cu1 N1 2.174(2) . ? Cu1 Cu1 2.5927(8) 2_576 ? O2 Cu1 1.957(3) 2_576 ? O3 Cu1 1.965(3) 2_576 ? 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 C1 O2 124.3(4) . . ? O1 C1 C2 118.0(3) . . ? O2 C1 C2 117.7(3) . . ? C7 C2 C3 118.4(4) . . ? C7 C2 C1 120.8(4) . . ? C3 C2 C1 120.8(4) . . ? C4 C3 C2 120.7(5) . . ? C5 C4 C3 119.7(5) . . ? C4 C5 C6 120.5(5) . . ? C7 C6 C5 119.9(5) . . ? C6 C7 C2 120.8(5) . . ? O3 C8 O4 124.8(4) . . ? O3 C8 C9 118.1(4) . . ? O4 C8 C9 117.1(4) . . ? C10 C9 C14 118.1(5) . . ? C10 C9 C8 120.9(5) . . ? C14 C9 C8 121.0(4) . . ? C9 C10 C11 121.0(6) . . ? C10 C11 C12 120.2(6) . . ? C13 C12 C11 118.9(6) . . ? C12 C13 C14 120.7(7) . . ? C13 C14 C9 121.1(6) . . ? N1 C15 C16 122.2(3) . 2_676 ? N1 C16 C15 121.5(3) . 2_676 ? O1SB C1SB O2SB 167(6) . . ? C1SB O2SB O2SB 111(7) . 2_657 ? O1SA C1SA O2SA 159(4) . . ? O3S C2S O3S 180.000(4) . 2_667 ? O2 Cu1 O1 169.15(9) 2_576 . ? O2 Cu1 O4 89.27(13) 2_576 . ? O1 Cu1 O4 89.68(13) . . ? O2 Cu1 O3 88.58(13) 2_576 2_576 ? O1 Cu1 O3 90.42(13) . 2_576 ? O4 Cu1 O3 169.15(10) . 2_576 ? O2 Cu1 N1 97.83(10) 2_576 . ? O1 Cu1 N1 93.01(10) . . ? O4 Cu1 N1 93.15(11) . . ? O3 Cu1 N1 97.68(11) 2_576 . ? O2 Cu1 Cu1 86.55(7) 2_576 2_576 ? O1 Cu1 Cu1 82.60(7) . 2_576 ? O4 Cu1 Cu1 84.27(8) . 2_576 ? O3 Cu1 Cu1 84.99(8) 2_576 2_576 ? N1 Cu1 Cu1 174.91(8) . 2_576 ? C15 N1 C16 116.3(3) . . ? C15 N1 Cu1 121.7(2) . . ? C16 N1 Cu1 121.9(2) . . ? C1 O1 Cu1 125.6(2) . . ? C1 O2 Cu1 120.9(2) . 2_576 ? C8 O3 Cu1 122.6(3) . 2_576 ? C8 O4 Cu1 123.3(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C7 177.3(4) . . . . ? O2 C1 C2 C7 -3.0(6) . . . . ? O1 C1 C2 C3 -0.4(6) . . . . ? O2 C1 C2 C3 179.4(4) . . . . ? C7 C2 C3 C4 2.0(7) . . . . ? C1 C2 C3 C4 179.7(4) . . . . ? C2 C3 C4 C5 0.0(8) . . . . ? C3 C4 C5 C6 -1.2(9) . . . . ? C4 C5 C6 C7 0.4(9) . . . . ? C5 C6 C7 C2 1.7(8) . . . . ? C3 C2 C7 C6 -2.8(7) . . . . ? C1 C2 C7 C6 179.5(4) . . . . ? O3 C8 C9 C10 13.3(7) . . . . ? O4 C8 C9 C10 -167.0(5) . . . . ? O3 C8 C9 C14 -167.2(4) . . . . ? O4 C8 C9 C14 12.6(7) . . . . ? C14 C9 C10 C11 -0.1(9) . . . . ? C8 C9 C10 C11 179.5(5) . . . . ? C9 C10 C11 C12 -0.2(10) . . . . ? C10 C11 C12 C13 1.1(11) . . . . ? C11 C12 C13 C14 -1.6(11) . . . . ? C12 C13 C14 C9 1.3(10) . . . . ? C10 C9 C14 C13 -0.4(8) . . . . ? C8 C9 C14 C13 180.0(5) . . . . ? O1SB C1SB O2SB O2SB -92(50) . . . 2_657 ? C16 C15 N1 C16 0.9(7) 2_676 . . . ? C16 C15 N1 Cu1 176.3(3) 2_676 . . . ? C15 C16 N1 C15 -0.9(7) 2_676 . . . ? C15 C16 N1 Cu1 -176.3(3) 2_676 . . . ? O2 Cu1 N1 C15 35.5(3) 2_576 . . . ? O1 Cu1 N1 C15 -144.0(3) . . . . ? O4 Cu1 N1 C15 -54.2(3) . . . . ? O3 Cu1 N1 C15 125.1(3) 2_576 . . . ? Cu1 Cu1 N1 C15 -113.6(9) 2_576 . . . ? O2 Cu1 N1 C16 -149.3(3) 2_576 . . . ? O1 Cu1 N1 C16 31.1(3) . . . . ? O4 Cu1 N1 C16 121.0(3) . . . . ? O3 Cu1 N1 C16 -59.7(3) 2_576 . . . ? Cu1 Cu1 N1 C16 61.6(11) 2_576 . . . ? O2 C1 O1 Cu1 2.9(6) . . . . ? C2 C1 O1 Cu1 -177.4(3) . . . . ? O2 Cu1 O1 C1 -1.6(9) 2_576 . . . ? O4 Cu1 O1 C1 82.9(3) . . . . ? O3 Cu1 O1 C1 -86.3(3) 2_576 . . . ? N1 Cu1 O1 C1 176.0(3) . . . . ? Cu1 Cu1 O1 C1 -1.4(3) 2_576 . . . ? O1 C1 O2 Cu1 -2.7(6) . . . 2_576 ? C2 C1 O2 Cu1 177.6(3) . . . 2_576 ? O4 C8 O3 Cu1 0.7(6) . . . 2_576 ? C9 C8 O3 Cu1 -179.5(3) . . . 2_576 ? O3 C8 O4 Cu1 -2.8(6) . . . . ? C9 C8 O4 Cu1 177.4(3) . . . . ? O2 Cu1 O4 C8 89.2(3) 2_576 . . . ? O1 Cu1 O4 C8 -80.0(3) . . . . ? O3 Cu1 O4 C8 10.6(8) 2_576 . . . ? N1 Cu1 O4 C8 -173.0(3) . . . . ? Cu1 Cu1 O4 C8 2.6(3) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.552 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.155 #===END data_81119t2_1b_373K _database_code_depnum_ccdc_archive 'CCDC 742020' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Cu2 N2 O8, 2.04 (C O2)' _chemical_formula_sum 'C34.04 H24 Cu2 N2 O12.09' _chemical_formula_weight 781.94 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 9.691(2) _cell_length_b 10.373(2) _cell_length_c 10.850(3) _cell_angle_alpha 71.718(5) _cell_angle_beta 65.541(4) _cell_angle_gamma 63.159(5) _cell_volume 875.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 373 _cell_measurement_reflns_used 806 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.82 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.280 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7001 _exptl_absorpt_correction_T_max 0.9388 _exptl_absorpt_process_details ; SADABS; sheldrick, 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 373 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5788 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.1609 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3697 _reflns_number_gt 1652 _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^)+(0.0959P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3697 _refine_ls_number_parameters 247 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1660 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_ref 0.2012 _refine_ls_wR_factor_gt 0.1680 _refine_ls_goodness_of_fit_ref 0.885 _refine_ls_restrained_S_all 0.877 _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 O2SB O 0.528(6) 0.523(6) 1.047(5) 0.282(17) Uani 0.311(16) 1 d PDU . 1 C1SB C 0.605(7) 0.596(7) 0.995(8) 0.282(16) Uani 0.311(16) 1 d PDU . 1 O1SB O 0.706(7) 0.644(6) 0.928(5) 0.270(17) Uani 0.311(16) 1 d PDU . 1 C1SA C 0.598(10) 0.624(5) 0.985(5) 0.282(16) Uani 0.41(2) 1 d PDU A 2 O2SA O 0.630(6) 0.571(4) 1.086(3) 0.265(17) Uani 0.41(2) 1 d PDU A 2 O1SA O 0.578(5) 0.632(4) 0.884(3) 0.269(18) Uani 0.41(2) 1 d PDU A 2 O3S O 0.525(3) 0.885(2) 0.988(2) 0.254(15) Uani 0.61(2) 1 d PU . . C2S C 0.5000 1.0000 1.0000 0.234(18) Uani 0.61(2) 2 d SPU . . C8 C 1.0408(8) 0.6275(8) 0.2537(8) 0.060(2) Uani 1 1 d . . . C9 C 1.0622(7) 0.7033(6) 0.1099(5) 0.068(2) Uani 1 1 d G . . C14 C 0.9738(7) 0.7018(8) 0.0374(7) 0.107(3) Uani 1 1 d G . . H14 H 0.9018 0.6527 0.0787 0.128 Uiso 1 1 calc R . . C13 C 0.9928(9) 0.7738(9) -0.0969(7) 0.126(4) Uani 1 1 d G . . H13 H 0.9336 0.7729 -0.1454 0.151 Uiso 1 1 calc R . . C12 C 1.1002(10) 0.8472(8) -0.1585(5) 0.120(4) Uani 1 1 d G . . H12 H 1.1129 0.8954 -0.2484 0.144 Uiso 1 1 calc R . . C11 C 1.1887(9) 0.8487(7) -0.0860(7) 0.123(4) Uani 1 1 d G . . H11 H 1.2606 0.8978 -0.1273 0.148 Uiso 1 1 calc R . . C10 C 1.1697(7) 0.7767(7) 0.0482(7) 0.094(3) Uani 1 1 d G . . H10 H 1.2289 0.7777 0.0967 0.113 Uiso 1 1 calc R . . C1 C 0.8348(8) 0.7499(8) 0.5768(7) 0.0550(19) Uani 1 1 d . . . C2 C 0.7340(6) 0.8962(5) 0.6167(5) 0.059(2) Uani 1 1 d G . . C7 C 0.8078(5) 0.9774(6) 0.6289(6) 0.070(2) Uani 1 1 d G . . H7 H 0.9201 0.9394 0.6118 0.084 Uiso 1 1 calc R . . C6 C 0.7138(9) 1.1156(6) 0.6666(6) 0.092(3) Uani 1 1 d G . . H6 H 0.7632 1.1700 0.6748 0.110 Uiso 1 1 calc R . . C5 C 0.5460(9) 1.1725(5) 0.6922(6) 0.099(3) Uani 1 1 d G . . H5 H 0.4831 1.2650 0.7174 0.119 Uiso 1 1 calc R . . C4 C 0.4722(5) 1.0913(7) 0.6800(6) 0.096(3) Uani 1 1 d G . . H4 H 0.3600 1.1294 0.6971 0.115 Uiso 1 1 calc R . . C3 C 0.5662(6) 0.9531(7) 0.6422(6) 0.077(2) Uani 1 1 d G . . H3 H 0.5169 0.8987 0.6341 0.093 Uiso 1 1 calc R . . C15 C 0.6406(7) 0.4354(8) 0.4120(7) 0.058(2) Uani 1 1 d . . . H15 H 0.7380 0.3901 0.3471 0.070 Uiso 1 1 calc R . . C16 C 0.5017(8) 0.5592(7) 0.5902(7) 0.0514(18) Uani 1 1 d . . . H16 H 0.4978 0.6038 0.6545 0.062 Uiso 1 1 calc R . . Cu1 Cu 0.87063(9) 0.48956(10) 0.50285(9) 0.0526(4) Uani 1 1 d . . . N1 N 0.6453(5) 0.4924(6) 0.5035(6) 0.0479(14) Uani 1 1 d . . . O4 O 0.9246(6) 0.5842(6) 0.3122(5) 0.0715(15) Uani 1 1 d . . . O3 O 1.1432(5) 0.6071(6) 0.3085(5) 0.0659(14) Uani 1 1 d . . . O2 O 0.9857(5) 0.6997(6) 0.5584(5) 0.0697(15) Uani 1 1 d . . . O1 O 0.7628(5) 0.6818(5) 0.5634(5) 0.0649(14) 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 O2SB 0.32(3) 0.20(2) 0.16(2) -0.023(19) -0.06(2) 0.032(18) C1SB 0.32(3) 0.20(2) 0.16(2) -0.025(19) -0.06(2) 0.031(17) O1SB 0.32(3) 0.20(2) 0.16(2) -0.031(19) -0.07(2) 0.017(18) C1SA 0.32(3) 0.20(2) 0.16(2) -0.024(19) -0.07(2) 0.031(17) O2SA 0.32(3) 0.20(2) 0.15(2) -0.041(19) -0.07(2) 0.017(17) O1SA 0.31(3) 0.19(2) 0.14(2) -0.034(19) -0.07(2) 0.041(19) O3S 0.271(17) 0.262(17) 0.221(16) -0.034(8) -0.078(9) -0.098(9) C2S 0.249(19) 0.23(2) 0.216(19) -0.035(9) -0.075(10) -0.085(10) C8 0.050(4) 0.061(5) 0.059(5) -0.015(4) -0.014(4) -0.012(4) C9 0.059(4) 0.076(6) 0.054(5) -0.010(4) -0.010(4) -0.020(4) C14 0.104(7) 0.148(10) 0.068(7) 0.009(6) -0.045(6) -0.048(7) C13 0.130(10) 0.163(12) 0.080(8) 0.004(8) -0.055(7) -0.046(9) C12 0.111(9) 0.140(11) 0.082(8) -0.001(7) -0.030(7) -0.036(8) C11 0.145(10) 0.130(11) 0.089(9) 0.005(8) -0.011(8) -0.084(9) C10 0.101(7) 0.114(9) 0.062(7) -0.001(6) -0.007(5) -0.061(6) C1 0.053(4) 0.069(6) 0.059(5) -0.005(4) -0.028(4) -0.030(4) C2 0.058(4) 0.067(6) 0.055(5) -0.004(4) -0.021(4) -0.026(4) C7 0.086(5) 0.060(6) 0.072(6) -0.010(5) -0.033(5) -0.026(5) C6 0.124(8) 0.071(8) 0.092(7) -0.006(6) -0.043(7) -0.043(6) C5 0.122(9) 0.062(7) 0.097(8) -0.011(6) -0.033(7) -0.024(6) C4 0.079(6) 0.076(8) 0.096(8) -0.008(6) -0.021(6) -0.008(6) C3 0.068(5) 0.075(7) 0.086(7) -0.017(5) -0.020(5) -0.026(5) C15 0.031(3) 0.085(6) 0.067(5) -0.047(4) -0.004(3) -0.016(3) C16 0.050(4) 0.060(5) 0.058(5) -0.018(4) -0.022(4) -0.022(3) Cu1 0.0311(4) 0.0676(7) 0.0700(7) -0.0112(4) -0.0243(4) -0.0198(4) N1 0.026(2) 0.061(4) 0.062(4) -0.022(3) -0.012(3) -0.015(2) O4 0.056(3) 0.099(4) 0.062(4) -0.001(3) -0.023(3) -0.034(3) O3 0.054(3) 0.089(4) 0.063(4) 0.004(3) -0.027(3) -0.037(3) O2 0.048(3) 0.080(4) 0.094(4) -0.023(3) -0.031(3) -0.022(3) O1 0.046(2) 0.066(4) 0.094(4) -0.021(3) -0.027(3) -0.020(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2SB C1SB 1.159(7) . ? O2SB O2SB 1.60(10) 2_667 ? C1SB O1SB 1.159(7) . ? C1SA O1SA 1.163(7) . ? C1SA O2SA 1.163(7) . ? O3S C2S 1.15(2) . ? C2S O3S 1.15(2) 2_677 ? C8 O4 1.248(8) . ? C8 O3 1.266(7) . ? C8 C9 1.485(9) . ? C9 C14 1.3900 . ? C9 C10 1.3900 . ? C14 C13 1.3900 . ? C13 C12 1.3900 . ? C12 C11 1.3900 . ? C11 C10 1.3900 . ? C1 O2 1.259(7) . ? C1 O1 1.265(7) . ? C1 C2 1.472(8) . ? C2 C7 1.3900 . ? C2 C3 1.3900 . ? C7 C6 1.3900 . ? C6 C5 1.3900 . ? C5 C4 1.3900 . ? C4 C3 1.3900 . ? C15 N1 1.329(7) . ? C15 C16 1.365(8) 2_666 ? C16 N1 1.325(7) . ? C16 C15 1.365(8) 2_666 ? Cu1 O4 1.952(5) . ? Cu1 O2 1.954(5) 2_766 ? Cu1 O3 1.955(5) 2_766 ? Cu1 O1 1.968(5) . ? Cu1 N1 2.168(4) . ? Cu1 Cu1 2.5871(14) 2_766 ? O3 Cu1 1.955(5) 2_766 ? O2 Cu1 1.954(5) 2_766 ? 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 C1SB O2SB O2SB 119(7) . 2_667 ? O1SB C1SB O2SB 165(6) . . ? O1SA C1SA O2SA 159(4) . . ? O3S C2S O3S 180.000(7) . 2_677 ? O4 C8 O3 124.0(7) . . ? O4 C8 C9 117.6(6) . . ? O3 C8 C9 118.4(7) . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 120.0(5) . . ? C10 C9 C8 120.0(5) . . ? C13 C14 C9 120.0 . . ? C12 C13 C14 120.0 . . ? C13 C12 C11 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C10 C9 120.0 . . ? O2 C1 O1 123.9(7) . . ? O2 C1 C2 118.9(5) . . ? O1 C1 C2 117.2(5) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 119.5(4) . . ? C3 C2 C1 120.5(4) . . ? C2 C7 C6 120.0 . . ? C5 C6 C7 120.0 . . ? C4 C5 C6 120.0 . . ? C3 C4 C5 120.0 . . ? C4 C3 C2 120.0 . . ? N1 C15 C16 122.5(5) . 2_666 ? N1 C16 C15 121.9(5) . 2_666 ? O4 Cu1 O2 89.1(2) . 2_766 ? O4 Cu1 O3 169.09(18) . 2_766 ? O2 Cu1 O3 88.8(2) 2_766 2_766 ? O4 Cu1 O1 89.9(2) . . ? O2 Cu1 O1 169.47(16) 2_766 . ? O3 Cu1 O1 90.2(2) 2_766 . ? O4 Cu1 N1 93.2(2) . . ? O2 Cu1 N1 97.53(18) 2_766 . ? O3 Cu1 N1 97.7(2) 2_766 . ? O1 Cu1 N1 92.99(18) . . ? O4 Cu1 Cu1 84.39(14) . 2_766 ? O2 Cu1 Cu1 86.73(13) 2_766 2_766 ? O3 Cu1 Cu1 84.80(13) 2_766 2_766 ? O1 Cu1 Cu1 82.75(12) . 2_766 ? N1 Cu1 Cu1 175.07(16) . 2_766 ? C16 N1 C15 115.6(5) . . ? C16 N1 Cu1 121.9(4) . . ? C15 N1 Cu1 122.4(4) . . ? C8 O4 Cu1 123.9(5) . . ? C8 O3 Cu1 122.9(5) . 2_766 ? C1 O2 Cu1 121.4(4) . 2_766 ? C1 O1 Cu1 125.2(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2SB O2SB C1SB O1SB -60(47) 2_667 . . . ? O4 C8 C9 C14 -11.1(8) . . . . ? O3 C8 C9 C14 167.1(5) . . . . ? O4 C8 C9 C10 168.3(5) . . . . ? O3 C8 C9 C10 -13.5(8) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 179.5(6) . . . . ? C9 C14 C13 C12 0.0 . . . . ? C14 C13 C12 C11 0.0 . . . . ? C13 C12 C11 C10 0.0 . . . . ? C12 C11 C10 C9 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 -179.5(6) . . . . ? O2 C1 C2 C7 2.1(8) . . . . ? O1 C1 C2 C7 -178.2(5) . . . . ? O2 C1 C2 C3 -177.9(5) . . . . ? O1 C1 C2 C3 1.9(8) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 -180.0(5) . . . . ? C2 C7 C6 C5 0.0 . . . . ? C7 C6 C5 C4 0.0 . . . . ? C6 C5 C4 C3 0.0 . . . . ? C5 C4 C3 C2 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 180.0(5) . . . . ? C15 C16 N1 C15 2.0(12) 2_666 . . . ? C15 C16 N1 Cu1 178.1(5) 2_666 . . . ? C16 C15 N1 C16 -2.0(12) 2_666 . . . ? C16 C15 N1 Cu1 -178.1(5) 2_666 . . . ? O4 Cu1 N1 C16 -121.2(6) . . . . ? O2 Cu1 N1 C16 149.3(6) 2_766 . . . ? O3 Cu1 N1 C16 59.5(6) 2_766 . . . ? O1 Cu1 N1 C16 -31.1(6) . . . . ? Cu1 Cu1 N1 C16 -61(2) 2_766 . . . ? O4 Cu1 N1 C15 54.6(6) . . . . ? O2 Cu1 N1 C15 -34.9(6) 2_766 . . . ? O3 Cu1 N1 C15 -124.8(6) 2_766 . . . ? O1 Cu1 N1 C15 144.7(6) . . . . ? Cu1 Cu1 N1 C15 114.7(17) 2_766 . . . ? O3 C8 O4 Cu1 4.5(10) . . . . ? C9 C8 O4 Cu1 -177.5(4) . . . . ? O2 Cu1 O4 C8 -90.2(6) 2_766 . . . ? O3 Cu1 O4 C8 -11.0(15) 2_766 . . . ? O1 Cu1 O4 C8 79.3(6) . . . . ? N1 Cu1 O4 C8 172.3(6) . . . . ? Cu1 Cu1 O4 C8 -3.4(6) 2_766 . . . ? O4 C8 O3 Cu1 -2.4(10) . . . 2_766 ? C9 C8 O3 Cu1 179.5(4) . . . 2_766 ? O1 C1 O2 Cu1 3.1(10) . . . 2_766 ? C2 C1 O2 Cu1 -177.2(4) . . . 2_766 ? O2 C1 O1 Cu1 -3.2(10) . . . . ? C2 C1 O1 Cu1 177.0(4) . . . . ? O4 Cu1 O1 C1 -82.8(6) . . . . ? O2 Cu1 O1 C1 1.8(16) 2_766 . . . ? O3 Cu1 O1 C1 86.3(6) 2_766 . . . ? N1 Cu1 O1 C1 -176.0(6) . . . . ? Cu1 Cu1 O1 C1 1.6(6) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.865 _refine_diff_density_min -0.939 _refine_diff_density_rms 0.101