# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Peng Cheng' _publ_contact_author_email PCHENG@NANKAI.EDU.CN _publ_section_title ; Open and Closed Copper Chain Coordination Polymers with Unusual Alternating Ferromagnetic and Antiferromagnetic Interaction ; loop_ _publ_author_name 'Peng Cheng' 'Dai-Zheng Liao' 'Ming-Li Liu' 'Wei Shi' 'Hai-Bin Song' ; Shi-Ping Yan ; # Attachment '2.cif' data_070801b _database_code_depnum_ccdc_archive 'CCDC 656885' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H34 Cu4 N2 O28' _chemical_formula_weight 1052.69 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.6207(10) _cell_length_b 20.686(3) _cell_length_c 11.6092(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.296(2) _cell_angle_gamma 90.00 _cell_volume 1815.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 6325 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.37 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.926 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 2.420 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4762 _exptl_absorpt_correction_T_max 0.6981 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9416 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5660 _reflns_number_gt 5303 _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^)+(0.0320P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(9) _refine_ls_number_reflns 5660 _refine_ls_number_parameters 568 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0309 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.136 _refine_ls_shift/su_mean 0.005 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 O15 O 0.6367(4) -0.15003(14) 0.5244(2) 0.0276(7) Uani 1 1 d . . . Cu4 Cu 1.04170(6) 0.59786(2) -0.09741(4) 0.01912(11) Uani 1 1 d . . . Cu1 Cu 0.62163(6) -0.06147(2) 0.47384(4) 0.02010(11) Uani 1 1 d . . . Cu3 Cu 0.71121(7) 0.41016(2) 0.09842(4) 0.02499(12) Uani 1 1 d . . . Cu2 Cu 0.90282(6) 0.11853(2) 0.68605(4) 0.02035(12) Uani 1 1 d . . . N2 N 0.7924(4) 0.63043(15) -0.1311(3) 0.0168(7) Uani 1 1 d . . . O4 O 0.4319(4) 0.08601(15) 0.8073(3) 0.0317(7) Uani 1 1 d . . . O7 O 0.7267(4) 0.33135(14) 0.1903(3) 0.0317(7) Uani 1 1 d . . . O13 O 1.0909(4) 0.68349(14) -0.0262(3) 0.0285(7) Uani 1 1 d . . . O22 O 0.5549(5) 0.45378(16) 0.1950(3) 0.0430(9) Uani 1 1 d . . . H22 H 0.5573 0.4929 0.1835 0.065 Uiso 1 1 calc R . . O24 O 1.2780(4) 0.56671(15) -0.0492(3) 0.0257(6) Uani 1 1 d D . . H24 H 1.2890 0.5304 -0.0755 0.039 Uiso 1 1 calc RD . . C5 C 0.7401(5) 0.25933(18) 0.3480(4) 0.0197(8) Uani 1 1 d . . . O9 O 1.0023(3) 0.54423(14) -0.2402(2) 0.0233(6) Uani 1 1 d . . . O10 O 0.8866(4) 0.52827(14) -0.4228(2) 0.0271(6) Uani 1 1 d . . . O2 O 0.7638(4) 0.05406(13) 0.5853(2) 0.0248(6) Uani 1 1 d . . . O1 O 0.6115(4) 0.02735(13) 0.4180(2) 0.0240(6) Uani 1 1 d . . . O12 O 0.6508(4) 0.48081(14) -0.0123(2) 0.0260(6) Uani 1 1 d . . . C18 C 0.7736(5) 0.7264(2) -0.4577(3) 0.0225(9) Uani 1 1 d . . . H18 H 0.7703 0.7470 -0.5291 0.027 Uiso 1 1 calc R . . O19 O 0.3935(4) -0.04376(16) 0.5374(3) 0.0364(8) Uani 1 1 d . . . H19 H 0.3470 -0.0113 0.5063 0.055 Uiso 1 1 calc R . . C22 C 0.7531(5) 0.52403(19) -0.0374(3) 0.0182(8) Uani 1 1 d . . . O3 O 0.7225(3) 0.09916(15) 0.8188(2) 0.0275(6) Uani 1 1 d . . . C7 C 0.6956(5) 0.1452(2) 0.3224(3) 0.0205(8) Uani 1 1 d . . . H7 H 0.6804 0.1095 0.2735 0.025 Uiso 1 1 calc R . . C12 C 0.9665(6) 0.2473(2) 0.7137(4) 0.0261(9) Uani 1 1 d . . . O17 O 0.4943(4) -0.08924(16) 0.2970(3) 0.0369(7) Uani 1 1 d . . . H17 H 0.4909 -0.1288 0.2915 0.055 Uiso 1 1 calc R . . N1 N 0.7075(4) 0.18306(15) 0.6385(3) 0.0167(7) Uani 1 1 d . . . O11 O 0.9114(4) 0.52962(15) 0.0034(3) 0.0320(7) Uani 1 1 d . . . C2 C 0.6941(5) 0.13691(18) 0.4420(3) 0.0155(8) Uani 1 1 d . . . C1 C 0.6890(5) 0.06887(18) 0.4861(3) 0.0167(8) Uani 1 1 d . . . C14 C 0.8313(5) 0.63000(18) -0.3390(3) 0.0171(8) Uani 1 1 d . . . O6 O 1.0352(4) 0.30149(15) 0.7146(3) 0.0352(8) Uani 1 1 d . . . C8 C 0.7644(5) 0.32609(19) 0.2992(4) 0.0231(9) Uani 1 1 d . . . O8 O 0.8180(5) 0.37046(14) 0.3684(3) 0.0380(8) Uani 1 1 d . . . O5 O 1.0518(4) 0.19416(14) 0.7183(3) 0.0296(7) Uani 1 1 d . . . C10 C 0.5678(5) 0.1103(2) 0.7730(3) 0.0218(9) Uani 1 1 d . . . C11 C 0.7680(5) 0.2404(2) 0.7098(3) 0.0218(9) Uani 1 1 d . . . H11A H 0.7376 0.2353 0.7880 0.026 Uiso 1 1 calc R . . H11B H 0.7098 0.2790 0.6764 0.026 Uiso 1 1 calc R . . C24 C 0.9480(6) 0.7142(2) -0.0114(3) 0.0257(9) Uani 1 1 d . . . C15 C 0.7806(5) 0.66321(18) -0.2436(3) 0.0157(8) Uani 1 1 d . . . C3 C 0.7094(5) 0.19156(18) 0.5143(3) 0.0163(8) Uani 1 1 d . . . O21 O 0.8140(5) 0.36339(17) -0.0220(3) 0.0475(10) Uani 1 1 d . . . H21 H 0.8355 0.3887 -0.0727 0.071 Uiso 1 1 calc R . . C4 C 0.7350(5) 0.25173(19) 0.4665(3) 0.0190(8) Uani 1 1 d . . . H4 H 0.7490 0.2878 0.5147 0.023 Uiso 1 1 calc R . . C16 C 0.7318(5) 0.72766(19) -0.2560(3) 0.0193(8) Uani 1 1 d . . . H16 H 0.7005 0.7501 -0.1922 0.023 Uiso 1 1 calc R . . C6 C 0.7195(5) 0.2056(2) 0.2758(3) 0.0221(8) Uani 1 1 d . . . H6 H 0.7217 0.2103 0.1964 0.026 Uiso 1 1 calc R . . C21 C 0.6710(5) 0.57363(19) -0.1265(3) 0.0205(8) Uani 1 1 d . . . H21A H 0.6495 0.5536 -0.2025 0.025 Uiso 1 1 calc R . . H21B H 0.5584 0.5882 -0.1053 0.025 Uiso 1 1 calc R . . O20 O 1.1020(4) 0.06066(16) 0.7104(3) 0.0397(8) Uani 1 1 d . . . H20 H 1.1812 0.0774 0.7549 0.060 Uiso 1 1 calc R . . O23 O 0.9920(5) 0.44921(17) 0.1928(3) 0.0469(9) Uani 1 1 d . . . H23 H 1.0198 0.4289 0.2530 0.070 Uiso 1 1 calc R . . C19 C 0.8235(5) 0.66197(19) -0.4453(3) 0.0200(8) Uani 1 1 d . . . H19A H 0.8524 0.6395 -0.5097 0.024 Uiso 1 1 calc R . . O18 O 0.8773(4) -0.06979(16) 0.4519(4) 0.0441(9) Uani 1 1 d . . . H18A H 0.9164 -0.0342 0.4375 0.066 Uiso 1 1 calc R . . C9 C 0.5372(5) 0.15643(19) 0.6705(3) 0.0190(8) Uani 1 1 d . . . H9A H 0.4753 0.1338 0.6042 0.023 Uiso 1 1 calc R . . H9B H 0.4628 0.1919 0.6898 0.023 Uiso 1 1 calc R . . C17 C 0.7288(5) 0.75932(18) -0.3616(3) 0.0191(8) Uani 1 1 d . . . C13 C 0.9092(5) 0.56315(19) -0.3342(3) 0.0188(8) Uani 1 1 d . . . O16 O 0.6896(5) -0.13517(16) 0.7156(3) 0.0461(9) Uani 1 1 d . . . O26 O 0.2716(5) 0.44855(19) 0.8730(4) 0.0469(9) Uani 1 1 d D . . O14 O 0.9437(4) 0.77065(15) 0.0207(3) 0.0383(8) Uani 1 1 d . . . C23 C 0.7814(5) 0.67416(19) -0.0315(3) 0.0208(9) Uani 1 1 d . . . H23A H 0.7681 0.6490 0.0374 0.025 Uiso 1 1 calc R . . H23B H 0.6793 0.7022 -0.0476 0.025 Uiso 1 1 calc R . . C20 C 0.6808(5) -0.16942(19) 0.6279(4) 0.0221(9) Uani 1 1 d . . . O27 O 0.5769(5) 0.2413(2) 0.9764(4) 0.0536(10) Uani 1 1 d D . . O29 O 0.3984(5) 0.29554(19) 0.7717(4) 0.0488(10) Uani 1 1 d D . . H60 H 1.308(6) 0.5707(18) 0.0201(18) 0.025(12) Uiso 1 1 d D . . H66 H 0.436(5) 0.286(2) 0.841(2) 0.029(14) Uiso 1 1 d D . . H65 H 0.293(3) 0.296(3) 0.757(4) 0.06(2) Uiso 1 1 d D . . O30 O 0.8758(4) 0.41338(17) 0.7744(3) 0.0345(7) Uani 1 1 d D . . O28 O 0.3481(7) 0.3514(2) 0.0409(4) 0.0619(11) Uani 1 1 d D . . H70 H 0.318(8) 0.425(3) 0.926(4) 0.07(2) Uiso 1 1 d D . . H80 H 0.245(5) 0.350(4) 0.011(8) 0.11(4) Uiso 1 1 d D . . H72 H 0.59(3) 0.261(9) 1.039(9) 0.42(13) Uiso 1 1 d D . . H73 H 0.890(11) 0.378(2) 0.746(7) 0.11(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O15 0.0418(18) 0.0174(16) 0.0234(16) 0.0095(13) 0.0030(12) 0.0042(13) Cu4 0.0199(2) 0.0195(3) 0.0177(2) -0.00032(19) 0.00140(17) 0.00030(19) Cu1 0.0299(3) 0.0124(2) 0.0181(2) 0.00441(19) 0.00360(19) -0.00062(19) Cu3 0.0419(3) 0.0148(3) 0.0204(3) 0.0066(2) 0.0123(2) 0.0026(2) Cu2 0.0218(2) 0.0190(3) 0.0198(3) 0.00262(19) 0.00079(17) 0.00015(19) N2 0.0237(17) 0.0133(17) 0.0140(16) 0.0032(13) 0.0040(12) 0.0005(13) O4 0.0287(16) 0.0354(19) 0.0316(17) 0.0153(14) 0.0065(12) -0.0097(13) O7 0.059(2) 0.0157(15) 0.0222(17) 0.0075(12) 0.0119(14) 0.0024(14) O13 0.0294(16) 0.0243(16) 0.0308(17) -0.0041(13) 0.0003(12) -0.0035(13) O22 0.073(3) 0.0232(19) 0.039(2) 0.0047(16) 0.0322(17) 0.0074(17) O24 0.0238(15) 0.0335(18) 0.0190(16) -0.0038(13) -0.0001(12) 0.0028(13) C5 0.023(2) 0.016(2) 0.022(2) 0.0048(16) 0.0087(15) 0.0005(16) O9 0.0279(15) 0.0192(15) 0.0217(15) -0.0002(12) -0.0008(11) 0.0077(12) O10 0.0380(17) 0.0212(16) 0.0211(15) -0.0052(13) -0.0001(12) 0.0064(13) O2 0.0366(16) 0.0125(14) 0.0237(16) 0.0062(12) -0.0031(12) 0.0010(12) O1 0.0372(16) 0.0138(15) 0.0200(15) 0.0025(12) -0.0005(12) -0.0038(12) O12 0.0326(16) 0.0198(16) 0.0269(16) 0.0099(13) 0.0088(12) -0.0040(13) C18 0.029(2) 0.022(2) 0.016(2) 0.0062(17) 0.0034(16) 0.0004(17) O19 0.0350(18) 0.0286(19) 0.048(2) 0.0184(15) 0.0143(15) 0.0080(14) C22 0.024(2) 0.017(2) 0.0157(19) 0.0021(16) 0.0080(16) -0.0002(16) O3 0.0258(15) 0.0369(17) 0.0195(14) 0.0103(13) 0.0020(11) -0.0040(13) C7 0.024(2) 0.020(2) 0.017(2) -0.0015(16) 0.0023(15) 0.0023(16) C12 0.032(2) 0.029(3) 0.019(2) -0.0049(18) 0.0071(17) -0.0016(19) O17 0.0515(19) 0.0259(17) 0.0316(18) -0.0045(16) -0.0018(14) -0.0029(16) N1 0.0217(16) 0.0156(17) 0.0132(16) 0.0002(13) 0.0039(12) -0.0032(13) O11 0.0292(17) 0.0333(18) 0.0325(18) 0.0197(15) -0.0004(13) -0.0017(14) C2 0.0157(18) 0.013(2) 0.018(2) 0.0010(15) 0.0024(14) -0.0013(14) C1 0.023(2) 0.0134(19) 0.015(2) 0.0017(16) 0.0061(15) -0.0006(16) C14 0.0176(18) 0.014(2) 0.019(2) 0.0000(16) 0.0005(14) -0.0007(15) O6 0.0352(17) 0.0201(17) 0.052(2) -0.0084(15) 0.0112(14) -0.0104(13) C8 0.035(2) 0.016(2) 0.021(2) 0.0044(17) 0.0146(17) 0.0025(17) O8 0.068(2) 0.0192(17) 0.0293(18) 0.0010(14) 0.0160(16) -0.0060(15) O5 0.0226(15) 0.0241(17) 0.0415(19) -0.0056(14) 0.0010(12) -0.0015(13) C10 0.027(2) 0.023(2) 0.0156(19) 0.0021(17) 0.0032(15) -0.0022(17) C11 0.032(2) 0.019(2) 0.016(2) -0.0035(16) 0.0093(16) -0.0037(17) C24 0.042(3) 0.023(2) 0.012(2) -0.0001(17) 0.0039(17) -0.0025(19) C15 0.0167(18) 0.016(2) 0.0141(19) 0.0032(15) 0.0024(14) -0.0038(15) C3 0.0219(19) 0.014(2) 0.0131(19) -0.0001(15) 0.0040(14) -0.0011(15) O21 0.082(3) 0.035(2) 0.031(2) 0.0158(16) 0.0290(18) 0.0234(18) C4 0.022(2) 0.018(2) 0.018(2) -0.0014(16) 0.0054(15) 0.0004(16) C16 0.0208(19) 0.019(2) 0.019(2) 0.0016(17) 0.0056(15) 0.0023(16) C6 0.033(2) 0.021(2) 0.013(2) 0.0053(16) 0.0077(16) 0.0027(17) C21 0.0188(19) 0.021(2) 0.022(2) 0.0069(17) 0.0022(15) -0.0008(16) O20 0.0276(17) 0.0331(19) 0.056(2) 0.0032(16) -0.0050(14) 0.0069(14) O23 0.055(2) 0.030(2) 0.053(2) 0.0060(17) -0.0015(17) 0.0045(16) C19 0.026(2) 0.025(2) 0.0099(19) -0.0012(16) 0.0039(15) 0.0008(17) O18 0.0345(18) 0.0236(18) 0.078(3) 0.0097(17) 0.0218(17) -0.0002(14) C9 0.0185(19) 0.022(2) 0.017(2) 0.0025(16) 0.0029(15) -0.0002(16) C17 0.023(2) 0.015(2) 0.020(2) 0.0058(16) 0.0029(15) -0.0011(16) C13 0.025(2) 0.014(2) 0.018(2) 0.0011(16) 0.0024(16) -0.0021(16) O16 0.090(3) 0.0205(17) 0.0294(19) 0.0012(15) 0.0161(17) 0.0120(16) O26 0.042(2) 0.041(2) 0.055(2) -0.005(2) -0.0031(17) 0.0102(17) O14 0.055(2) 0.0204(17) 0.041(2) -0.0109(15) 0.0103(15) -0.0026(15) C23 0.028(2) 0.023(2) 0.013(2) 0.0044(16) 0.0088(16) 0.0038(16) C20 0.028(2) 0.014(2) 0.026(2) 0.0038(18) 0.0105(17) 0.0021(16) O27 0.044(2) 0.055(2) 0.062(3) 0.005(2) 0.0092(18) -0.0025(18) O29 0.033(2) 0.046(2) 0.069(3) 0.012(2) 0.0116(19) -0.0019(17) O30 0.0411(18) 0.0274(18) 0.0370(19) 0.0001(16) 0.0125(14) -0.0011(15) O28 0.077(3) 0.059(3) 0.050(3) 0.005(2) 0.007(2) -0.007(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 O15 C20 1.271(5) . ? O15 Cu1 1.923(3) . ? Cu4 O24 1.928(3) . ? Cu4 O13 1.970(3) . ? Cu4 O9 1.986(3) . ? Cu4 N2 2.007(3) . ? Cu4 O11 2.155(3) . ? Cu1 O1 1.946(3) . ? Cu1 O18 2.004(3) . ? Cu1 O19 2.007(3) . ? Cu1 O17 2.232(3) . ? Cu3 O7 1.944(3) . ? Cu3 O21 1.944(3) . ? Cu3 O22 1.957(3) . ? Cu3 O12 1.962(3) . ? Cu3 O23 2.416(4) . ? Cu2 O20 1.925(3) . ? Cu2 O5 1.941(3) . ? Cu2 O2 1.989(3) . ? Cu2 N1 2.023(3) . ? Cu2 O3 2.228(3) . ? N2 C15 1.463(5) . ? N2 C23 1.479(5) . ? N2 C21 1.501(5) . ? O4 C10 1.260(5) . ? O7 C8 1.265(5) . ? O13 C24 1.291(5) . ? O22 H22 0.8200 . ? O24 H24 0.8200 . ? O24 H60 0.812(18) . ? C5 C6 1.388(6) . ? C5 C4 1.390(6) . ? C5 C8 1.512(5) . ? O9 C13 1.284(5) . ? O10 C13 1.250(5) . ? O2 C1 1.256(5) . ? O1 C1 1.262(5) . ? O12 C22 1.245(5) . ? C18 C19 1.388(6) . ? C18 C17 1.387(6) . ? C18 H18 0.9300 . ? O19 H19 0.8200 . ? C22 O11 1.244(5) . ? C22 C21 1.533(5) . ? O3 C10 1.252(5) . ? C7 C6 1.384(6) . ? C7 C2 1.400(5) . ? C7 H7 0.9300 . ? C12 O6 1.237(5) . ? C12 O5 1.275(5) . ? C12 C11 1.514(6) . ? O17 H17 0.8200 . ? N1 C3 1.454(5) . ? N1 C11 1.486(5) . ? N1 C9 1.499(5) . ? C2 C3 1.404(5) . ? C2 C1 1.500(5) . ? C14 C19 1.395(5) . ? C14 C15 1.399(5) . ? C14 C13 1.503(5) . ? C8 O8 1.253(5) . ? C10 C9 1.519(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C24 O14 1.228(5) . ? C24 C23 1.509(6) . ? C15 C16 1.387(5) . ? C3 C4 1.387(5) . ? O21 H21 0.8200 . ? C4 H4 0.9300 . ? C16 C17 1.387(5) . ? C16 H16 0.9300 . ? C6 H6 0.9300 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? O20 H20 0.8200 . ? O23 H23 0.8200 . ? C19 H19A 0.9300 . ? O18 H18A 0.8200 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C17 C20 1.520(5) 1_564 ? O16 C20 1.235(5) . ? O26 H70 0.83(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C20 C17 1.520(5) 1_546 ? O27 H72 0.83(2) . ? O29 H66 0.842(19) . ? O29 H65 0.799(19) . ? O30 H73 0.81(2) . ? O28 H80 0.82(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C20 O15 Cu1 126.0(3) . . ? O24 Cu4 O13 93.31(12) . . ? O24 Cu4 O9 95.31(12) . . ? O13 Cu4 O9 148.53(12) . . ? O24 Cu4 N2 174.40(13) . . ? O13 Cu4 N2 84.54(12) . . ? O9 Cu4 N2 89.17(12) . . ? O24 Cu4 O11 95.82(12) . . ? O13 Cu4 O11 115.94(13) . . ? O9 Cu4 O11 93.22(13) . . ? N2 Cu4 O11 80.54(12) . . ? O15 Cu1 O1 177.87(13) . . ? O15 Cu1 O18 86.30(13) . . ? O1 Cu1 O18 92.11(13) . . ? O15 Cu1 O19 94.74(13) . . ? O1 Cu1 O19 87.17(13) . . ? O18 Cu1 O19 164.58(16) . . ? O15 Cu1 O17 92.16(12) . . ? O1 Cu1 O17 86.71(12) . . ? O18 Cu1 O17 100.22(15) . . ? O19 Cu1 O17 95.12(14) . . ? O7 Cu3 O21 88.59(14) . . ? O7 Cu3 O22 94.08(13) . . ? O21 Cu3 O22 166.24(18) . . ? O7 Cu3 O12 167.72(13) . . ? O21 Cu3 O12 88.98(13) . . ? O22 Cu3 O12 85.55(13) . . ? O7 Cu3 O23 92.46(13) . . ? O21 Cu3 O23 94.46(16) . . ? O22 Cu3 O23 98.90(16) . . ? O12 Cu3 O23 99.72(12) . . ? O20 Cu2 O5 92.41(13) . . ? O20 Cu2 O2 91.19(13) . . ? O5 Cu2 O2 155.33(12) . . ? O20 Cu2 N1 171.55(14) . . ? O5 Cu2 N1 84.99(12) . . ? O2 Cu2 N1 87.91(12) . . ? O20 Cu2 O3 109.30(13) . . ? O5 Cu2 O3 114.12(12) . . ? O2 Cu2 O3 87.53(12) . . ? N1 Cu2 O3 79.06(11) . . ? C15 N2 C23 114.3(3) . . ? C15 N2 C21 115.3(3) . . ? C23 N2 C21 110.8(3) . . ? C15 N2 Cu4 106.2(2) . . ? C23 N2 Cu4 101.5(2) . . ? C21 N2 Cu4 107.6(2) . . ? C8 O7 Cu3 127.7(3) . . ? C24 O13 Cu4 112.3(3) . . ? Cu3 O22 H22 109.5 . . ? Cu4 O24 H24 109.5 . . ? Cu4 O24 H60 113(3) . . ? H24 O24 H60 115.8 . . ? C6 C5 C4 119.4(3) . . ? C6 C5 C8 121.0(3) . . ? C4 C5 C8 119.6(4) . . ? C13 O9 Cu4 123.2(3) . . ? C1 O2 Cu2 121.4(2) . . ? C1 O1 Cu1 116.0(2) . . ? C22 O12 Cu3 125.9(3) . . ? C19 C18 C17 118.7(4) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? Cu1 O19 H19 109.5 . . ? O11 C22 O12 125.7(4) . . ? O11 C22 C21 119.2(3) . . ? O12 C22 C21 115.1(3) . . ? C10 O3 Cu2 107.7(2) . . ? C6 C7 C2 121.1(4) . . ? C6 C7 H7 119.5 . . ? C2 C7 H7 119.5 . . ? O6 C12 O5 124.6(4) . . ? O6 C12 C11 120.4(4) . . ? O5 C12 C11 115.0(4) . . ? Cu1 O17 H17 109.5 . . ? C3 N1 C11 114.5(3) . . ? C3 N1 C9 114.1(3) . . ? C11 N1 C9 111.9(3) . . ? C3 N1 Cu2 104.5(2) . . ? C11 N1 Cu2 102.1(2) . . ? C9 N1 Cu2 108.7(2) . . ? C22 O11 Cu4 110.2(2) . . ? C7 C2 C3 118.9(3) . . ? C7 C2 C1 117.2(3) . . ? C3 C2 C1 123.7(3) . . ? O2 C1 O1 122.0(3) . . ? O2 C1 C2 120.9(3) . . ? O1 C1 C2 117.1(3) . . ? C19 C14 C15 118.9(4) . . ? C19 C14 C13 116.2(3) . . ? C15 C14 C13 124.7(3) . . ? O8 C8 O7 126.3(4) . . ? O8 C8 C5 118.3(4) . . ? O7 C8 C5 115.4(4) . . ? C12 O5 Cu2 113.8(3) . . ? O3 C10 O4 124.0(4) . . ? O3 C10 C9 119.4(3) . . ? O4 C10 C9 116.6(3) . . ? N1 C11 C12 109.2(3) . . ? N1 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N1 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.3 . . ? O14 C24 O13 124.4(4) . . ? O14 C24 C23 121.0(4) . . ? O13 C24 C23 114.6(4) . . ? C16 C15 C14 119.2(3) . . ? C16 C15 N2 121.6(3) . . ? C14 C15 N2 119.1(3) . . ? C4 C3 C2 119.2(3) . . ? C4 C3 N1 121.7(3) . . ? C2 C3 N1 119.0(3) . . ? Cu3 O21 H21 109.5 . . ? C3 C4 C5 121.4(4) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C15 C16 C17 121.3(4) . . ? C15 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C7 C6 C5 119.9(4) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? N2 C21 C22 110.3(3) . . ? N2 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N2 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? Cu2 O20 H20 109.5 . . ? Cu3 O23 H23 109.5 . . ? C18 C19 C14 121.8(4) . . ? C18 C19 H19A 119.1 . . ? C14 C19 H19A 119.1 . . ? Cu1 O18 H18A 109.5 . . ? N1 C9 C10 111.9(3) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C18 C17 C16 120.1(4) . . ? C18 C17 C20 119.5(4) . 1_564 ? C16 C17 C20 120.4(4) . 1_564 ? O10 C13 O9 121.8(4) . . ? O10 C13 C14 119.2(3) . . ? O9 C13 C14 119.0(3) . . ? N2 C23 C24 109.1(3) . . ? N2 C23 H23A 109.9 . . ? C24 C23 H23A 109.9 . . ? N2 C23 H23B 109.9 . . ? C24 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? O16 C20 O15 125.3(4) . . ? O16 C20 C17 120.2(4) . 1_546 ? O15 C20 C17 114.5(4) . 1_546 ? H66 O29 H65 115(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.410 _refine_diff_density_min -0.534 _refine_diff_density_rms 0.079 # Attachment '1.cif' data_712c2 _database_code_depnum_ccdc_archive 'CCDC 656886' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H26 Cu3 N2 O23' _chemical_formula_weight 913.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.903(5) _cell_length_b 23.565(14) _cell_length_c 8.164(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.178(9) _cell_angle_gamma 90.00 _cell_volume 1597.1(17) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3707 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 26.36 _exptl_crystal_description rectanglular _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.899 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 922 _exptl_absorpt_coefficient_mu 2.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6808 _exptl_absorpt_correction_T_max 0.7592 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 7544 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2826 _reflns_number_gt 2401 _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^)+(0.0684P)^2^+2.2426P] 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 geom _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2826 _refine_ls_number_parameters 268 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.1212 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.44327(5) 0.606455(19) 0.31416(6) 0.02107(18) Uani 1 1 d . . . Cu2 Cu 0.0000 0.5000 0.5000 0.0230(2) Uani 1 2 d S . . N1 N 0.5245(3) 0.62703(12) 0.5739(4) 0.0159(6) Uani 1 1 d . . . O1 O 0.2956(3) 0.66954(12) 0.2628(4) 0.0287(7) Uani 1 1 d . . . O2 O 0.2300(3) 0.75909(12) 0.2780(4) 0.0353(8) Uani 1 1 d . . . O3 O 0.9635(4) 0.82505(14) 0.9312(5) 0.0553(11) Uani 1 1 d . . . O4 O 0.9852(4) 0.73390(13) 1.0055(4) 0.0378(8) Uani 1 1 d . . . H4 H 1.0483 0.7456 1.0999 0.057 Uiso 1 1 calc R . . O5 O 0.3009(4) 0.54840(12) 0.4059(4) 0.0296(7) Uani 1 1 d . . . O6 O 0.1799(3) 0.55172(12) 0.6033(4) 0.0270(7) Uani 1 1 d . . . O7 O 0.3686(4) 0.58340(14) 0.0685(4) 0.0374(8) Uani 1 1 d . . . H7 H 0.2760 0.5945 0.0183 0.056 Uiso 1 1 calc R . . O8 O 0.6538(3) 0.57018(12) 0.3641(4) 0.0280(7) Uani 1 1 d . . . O9 O 0.1197(3) 0.44760(11) 0.4081(4) 0.0273(7) Uani 1 1 d . . . O10 O 0.0989(5) 0.63131(17) 0.8545(6) 0.0511(10) Uani 1 1 d D . . O12 O 0.0550(10) 0.4330(4) 0.7662(13) 0.070(3) Uani 0.50 1 d P . . C1 C 0.3230(5) 0.71811(17) 0.3351(5) 0.0222(8) Uani 1 1 d . . . C2 C 0.4756(4) 0.72911(16) 0.4917(5) 0.0175(8) Uani 1 1 d . . . C3 C 0.5209(5) 0.78558(16) 0.5262(5) 0.0210(8) Uani 1 1 d . . . H3 H 0.4534 0.8136 0.4582 0.025 Uiso 1 1 calc R . . C4 C 0.6620(5) 0.80151(16) 0.6574(6) 0.0239(9) Uani 1 1 d . . . H4A H 0.6900 0.8396 0.6761 0.029 Uiso 1 1 calc R . . C5 C 0.7619(4) 0.76007(17) 0.7615(5) 0.0213(8) Uani 1 1 d . . . C6 C 0.7176(4) 0.70289(16) 0.7324(5) 0.0197(8) Uani 1 1 d . . . H6 H 0.7841 0.6752 0.8034 0.024 Uiso 1 1 calc R . . C7 C 0.5757(4) 0.68686(15) 0.5990(5) 0.0154(7) Uani 1 1 d . . . C8 C 0.9137(5) 0.77687(17) 0.9073(6) 0.0260(9) Uani 1 1 d . . . C9 C 0.3893(4) 0.61664(16) 0.6381(5) 0.0198(8) Uani 1 1 d . . . H9A H 0.3248 0.6508 0.6225 0.024 Uiso 1 1 calc R . . H9B H 0.4332 0.6079 0.7627 0.024 Uiso 1 1 calc R . . C10 C 0.2824(4) 0.56755(16) 0.5393(5) 0.0215(8) Uani 1 1 d . . . C11 C 0.6552(4) 0.58452(15) 0.6526(5) 0.0196(8) Uani 1 1 d . . . H11A H 0.6097 0.5507 0.6840 0.023 Uiso 1 1 calc R . . H11B H 0.7339 0.6000 0.7592 0.023 Uiso 1 1 calc R . . C12 C 0.2619(5) 0.43119(15) 0.4741(6) 0.0217(9) Uani 1 1 d . . . C13 C 0.0500(13) 0.3953(5) 0.8918(17) 0.051(3) Uani 0.50 1 d P . . H13 H 0.111(14) 0.611(4) 0.779(11) 0.16(5) Uiso 1 1 d D . . O11 O 0.3314(7) 0.4740(2) 0.9787(7) 0.0679(13) Uani 1 1 d D . . H15 H 0.329(19) 0.497(8) 1.058(16) 0.40(13) Uiso 1 1 d D . . H16 H 0.241(8) 0.475(5) 0.892(11) 0.17(5) Uiso 1 1 d D . . H14 H 0.110(10) 0.6649(11) 0.844(11) 0.11(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0213(3) 0.0192(3) 0.0209(3) -0.00364(19) 0.0056(2) 0.00147(18) Cu2 0.0123(3) 0.0204(4) 0.0373(5) -0.0096(3) 0.0104(3) -0.0038(3) N1 0.0125(14) 0.0130(15) 0.0209(17) -0.0015(13) 0.0046(13) -0.0003(12) O1 0.0225(15) 0.0226(15) 0.0293(16) -0.0086(12) -0.0049(13) 0.0034(12) O2 0.0267(16) 0.0238(16) 0.0376(19) -0.0046(13) -0.0099(14) 0.0084(13) O3 0.042(2) 0.0290(19) 0.064(3) -0.0048(17) -0.0178(18) -0.0110(16) O4 0.0276(17) 0.0294(17) 0.0361(19) -0.0017(14) -0.0132(14) -0.0042(13) O5 0.0336(16) 0.0244(15) 0.0357(18) -0.0133(13) 0.0185(14) -0.0120(13) O6 0.0198(14) 0.0271(15) 0.0391(18) -0.0108(13) 0.0166(13) -0.0101(12) O7 0.0404(19) 0.0412(19) 0.0225(16) -0.0069(14) 0.0017(14) 0.0082(15) O8 0.0278(15) 0.0313(16) 0.0273(17) 0.0007(12) 0.0127(14) 0.0077(13) O9 0.0140(14) 0.0238(15) 0.0446(19) -0.0078(13) 0.0111(13) 0.0004(11) O10 0.054(2) 0.038(2) 0.048(2) -0.0124(19) 0.0027(19) 0.0030(18) O12 0.043(5) 0.086(7) 0.070(6) -0.010(5) 0.006(4) 0.011(4) C1 0.0189(19) 0.023(2) 0.021(2) -0.0013(16) 0.0017(16) -0.0004(16) C2 0.0143(17) 0.0209(19) 0.0161(19) -0.0016(15) 0.0041(15) -0.0003(14) C3 0.0204(19) 0.0162(19) 0.021(2) 0.0021(15) 0.0009(16) 0.0033(15) C4 0.023(2) 0.0143(19) 0.030(2) -0.0024(16) 0.0049(18) -0.0050(15) C5 0.0176(19) 0.024(2) 0.021(2) -0.0029(16) 0.0051(16) -0.0026(16) C6 0.0166(18) 0.0192(19) 0.020(2) 0.0046(15) 0.0028(16) 0.0018(15) C7 0.0124(17) 0.0147(18) 0.019(2) -0.0019(15) 0.0058(15) -0.0013(14) C8 0.018(2) 0.024(2) 0.030(2) -0.0052(18) 0.0017(18) -0.0020(16) C9 0.0159(18) 0.0204(19) 0.025(2) -0.0031(16) 0.0096(16) -0.0025(15) C10 0.0149(18) 0.0179(19) 0.029(2) -0.0041(16) 0.0055(17) -0.0001(15) C11 0.0179(19) 0.0135(18) 0.026(2) 0.0026(16) 0.0064(16) 0.0024(15) C12 0.019(2) 0.0117(18) 0.035(3) -0.0019(16) 0.0103(19) -0.0038(15) C13 0.030(5) 0.056(7) 0.062(8) -0.010(6) 0.010(5) -0.008(5) O11 0.101(4) 0.053(3) 0.059(3) -0.008(2) 0.039(3) -0.007(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 Cu1 O1 1.928(3) . ? Cu1 O7 1.948(3) . ? Cu1 O8 1.965(3) . ? Cu1 N1 2.036(3) . ? Cu1 O5 2.174(3) . ? Cu2 O6 1.946(3) 3_566 ? Cu2 O6 1.946(3) . ? Cu2 O9 1.950(3) . ? Cu2 O9 1.950(3) 3_566 ? N1 C7 1.473(5) . ? N1 C11 1.493(5) . ? N1 C9 1.496(5) . ? O1 C1 1.270(5) . ? O2 C1 1.248(5) . ? O3 C8 1.209(5) . ? O4 C8 1.305(5) . ? O4 H4 0.8200 . ? O5 C10 1.243(5) . ? O6 C10 1.261(5) . ? O7 H7 0.8200 . ? O8 C12 1.262(5) 3_666 ? O9 C12 1.244(5) . ? O10 H13 0.82(2) . ? O10 H14 0.81(2) . ? O12 C13 1.370(16) . ? C1 C2 1.514(5) . ? C2 C3 1.389(5) . ? C2 C7 1.410(5) . ? C3 C4 1.377(6) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4A 0.9300 . ? C5 C6 1.400(5) . ? C5 C8 1.496(5) . ? C6 C7 1.389(5) . ? C6 H6 0.9300 . ? C9 C10 1.530(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.518(5) 3_666 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O8 1.262(5) 3_666 ? C12 C11 1.518(5) 3_666 ? O11 H15 0.85(2) . ? O11 H16 0.86(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O7 92.23(13) . . ? O1 Cu1 O8 154.89(13) . . ? O7 Cu1 O8 92.14(13) . . ? O1 Cu1 N1 90.04(12) . . ? O7 Cu1 N1 177.52(13) . . ? O8 Cu1 N1 86.24(12) . . ? O1 Cu1 O5 97.09(13) . . ? O7 Cu1 O5 98.90(14) . . ? O8 Cu1 O5 106.63(13) . . ? N1 Cu1 O5 79.79(12) . . ? O6 Cu2 O6 180.00(13) 3_566 . ? O6 Cu2 O9 85.14(12) 3_566 . ? O6 Cu2 O9 94.86(12) . . ? O6 Cu2 O9 94.86(12) 3_566 3_566 ? O6 Cu2 O9 85.14(12) . 3_566 ? O9 Cu2 O9 180.00(16) . 3_566 ? C7 N1 C11 115.4(3) . . ? C7 N1 C9 110.8(3) . . ? C11 N1 C9 109.9(3) . . ? C7 N1 Cu1 110.4(2) . . ? C11 N1 Cu1 102.5(2) . . ? C9 N1 Cu1 107.3(2) . . ? C1 O1 Cu1 126.3(3) . . ? C8 O4 H4 109.5 . . ? C10 O5 Cu1 110.6(2) . . ? C10 O6 Cu2 127.7(3) . . ? Cu1 O7 H7 109.5 . . ? C12 O8 Cu1 113.0(2) 3_666 . ? C12 O9 Cu2 130.0(3) . . ? H13 O10 H14 117(9) . . ? O2 C1 O1 122.2(4) . . ? O2 C1 C2 117.1(3) . . ? O1 C1 C2 120.7(3) . . ? C3 C2 C7 118.6(3) . . ? C3 C2 C1 116.2(3) . . ? C7 C2 C1 125.2(3) . . ? C4 C3 C2 122.4(4) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C3 C4 C5 119.2(4) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? C4 C5 C6 119.7(4) . . ? C4 C5 C8 119.8(4) . . ? C6 C5 C8 120.5(3) . . ? C7 C6 C5 121.0(3) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C2 119.1(3) . . ? C6 C7 N1 121.2(3) . . ? C2 C7 N1 119.7(3) . . ? O3 C8 O4 124.1(4) . . ? O3 C8 C5 123.4(4) . . ? O4 C8 C5 112.6(3) . . ? N1 C9 C10 111.4(3) . . ? N1 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? N1 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O5 C10 O6 126.9(4) . . ? O5 C10 C9 118.8(3) . . ? O6 C10 C9 114.2(3) . . ? N1 C11 C12 111.4(3) . 3_666 ? N1 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 3_666 . ? N1 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 3_666 . ? H11A C11 H11B 108.0 . . ? O9 C12 O8 126.0(4) . 3_666 ? O9 C12 C11 116.8(4) . 3_666 ? O8 C12 C11 117.1(3) 3_666 3_666 ? H15 O11 H16 110(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.488 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.125