# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_n100823a _database_code_depnum_ccdc_archive 'CCDC 879898' #TrackingRef 'N100823A-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H38 Cu4 N8 O27 S2' _chemical_formula_weight 1140.86 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2946(2) _cell_length_b 13.3456(4) _cell_length_c 20.1964(6) _cell_angle_alpha 100.91 _cell_angle_beta 91.88 _cell_angle_gamma 105.07 _cell_volume 1857.25(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7320 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 28.31 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 2.040 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 2.485 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7069 _exptl_absorpt_correction_T_max 0.7383 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9523 _diffrn_reflns_av_R_equivalents 0.0125 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6492 _reflns_number_gt 6076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0314P)^2^+2.7580P] 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 6492 _refine_ls_number_parameters 550 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0271 _refine_ls_R_factor_gt 0.0250 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.74711(4) 0.49279(2) 0.260334(14) 0.00843(8) Uani 1 1 d . . . Cu2 Cu 1.04891(4) 0.59929(2) 0.401120(14) 0.00821(8) Uani 1 1 d . . . Cu3 Cu 0.48944(4) 0.38902(2) 0.108943(14) 0.00919(8) Uani 1 1 d . . . Cu4 Cu 1.24372(4) 1.01236(2) 0.751277(14) 0.00843(8) Uani 1 1 d . . . S1 S 1.46373(8) 1.21704(4) 0.40008(3) 0.00727(12) Uani 1 1 d . . . S2 S 0.03891(8) -0.23247(5) 0.08715(3) 0.00907(13) Uani 1 1 d . . . O1 O 1.1099(2) 0.75150(13) 0.43854(8) 0.0114(4) Uani 1 1 d . . . O2 O 1.0134(3) 0.81124(13) 0.35061(8) 0.0135(4) Uani 1 1 d . . . O3 O 1.2777(2) 1.01029(13) 0.65598(8) 0.0106(4) Uani 1 1 d . . . O4 O 1.4540(3) 1.17489(13) 0.65639(8) 0.0149(4) Uani 1 1 d . . . O5 O 1.6691(2) 1.23825(13) 0.41390(8) 0.0112(4) Uani 1 1 d . . . O6 O 1.3960(2) 1.30952(13) 0.42620(9) 0.0121(4) Uani 1 1 d . . . O7 O 1.3979(2) 1.17353(13) 0.32877(8) 0.0112(4) Uani 1 1 d . . . O8 O 0.5088(3) 0.16992(13) 0.15254(8) 0.0136(4) Uani 1 1 d . . . O9 O 0.4311(3) 0.24008(13) 0.06696(9) 0.0142(4) Uani 1 1 d . . . O10 O 0.2065(2) 0.01154(13) -0.15394(8) 0.0115(4) Uani 1 1 d . . . O11 O 0.0334(3) -0.15545(14) -0.16149(9) 0.0180(4) Uani 1 1 d . . . O12 O -0.1670(2) -0.25313(14) 0.07542(9) 0.0144(4) Uani 1 1 d . . . O13 O 0.1069(3) -0.32128(14) 0.05529(9) 0.0185(4) Uani 1 1 d . . . O14 O 0.1065(2) -0.19694(13) 0.15939(8) 0.0122(4) Uani 1 1 d . . . O15W O 1.3048(2) 0.62488(14) 0.33431(9) 0.0148(4) Uani 1 1 d . . . H15A H 1.3741 0.5822 0.3306 0.022 Uiso 1 1 d R . . H15B H 1.3824 0.6863 0.3439 0.022 Uiso 1 1 d R . . O16W O 1.2024(3) 0.59255(14) 0.48124(9) 0.0186(4) Uani 1 1 d . . . H16A H 1.2544 0.6431 0.5142 0.028 Uiso 1 1 d R . . H16B H 1.2301 0.5385 0.4905 0.028 Uiso 1 1 d R . . O17 O 0.8411(2) 0.60036(13) 0.34068(8) 0.0098(3) Uani 1 1 d . . . H17 H 0.8728 0.6651 0.3376 0.015 Uiso 1 1 d R . . O18 O 0.6751(2) 0.38593(13) 0.17809(8) 0.0106(4) Uani 1 1 d . . . H18' H 0.6325 0.3210 0.1801 0.016 Uiso 1 1 d R . . O19W O 0.6941(3) 0.43134(17) 0.02942(10) 0.0283(5) Uani 1 1 d . . . H19A H 0.7689 0.3953 0.0135 0.042 Uiso 1 1 d R . . H19B H 0.7392 0.4923 0.0205 0.042 Uiso 1 1 d R . . O20W O 0.2847(3) 0.40066(14) 0.04382(9) 0.0156(4) Uani 1 1 d . . . H20A H 0.1798 0.3997 0.0612 0.023 Uiso 1 1 d R . . H20B H 0.2591 0.3470 0.0114 0.023 Uiso 1 1 d R . . O21W O 1.0253(2) 1.07082(13) 0.74117(8) 0.0127(4) Uani 1 1 d . . . H21A H 0.9987 1.1092 0.7761 0.019 Uiso 1 1 d R . . H21B H 1.0190 1.1038 0.7094 0.019 Uiso 1 1 d R . . O22W O 1.4605(2) 0.95463(13) 0.76210(8) 0.0127(4) Uani 1 1 d . . . H22A H 1.4595 0.9204 0.7936 0.019 Uiso 1 1 d R . . H22B H 1.4870 0.9156 0.7274 0.019 Uiso 1 1 d R . . N1 N 0.6342(3) 0.58359(16) 0.21308(10) 0.0095(4) Uani 1 1 d . . . N2 N 0.5283(3) 0.54189(16) 0.15114(10) 0.0099(4) Uani 1 1 d . . . N3 N 0.5489(3) 0.70943(15) 0.17845(10) 0.0086(4) Uani 1 1 d . . . N4 N 0.5392(3) 0.81309(16) 0.17726(10) 0.0117(4) Uani 1 1 d . . . H4" H 0.4171 0.8157 0.1756 0.014 Uiso 1 1 d R . . H4' H 0.5961 0.8269 0.1399 0.014 Uiso 1 1 d R . . N5 N 0.9845(3) 0.44129(16) 0.36393(10) 0.0092(4) Uani 1 1 d . . . N6 N 0.8788(3) 0.40372(16) 0.30164(10) 0.0096(4) Uani 1 1 d . . . N7 N 0.9737(3) 0.27565(15) 0.32920(10) 0.0083(4) Uani 1 1 d . . . N8 N 0.9834(3) 0.17079(15) 0.32476(10) 0.0113(4) Uani 1 1 d . . . H8" H 1.1027 0.1641 0.3219 0.014 Uiso 1 1 d R . . H8' H 0.9274 0.1461 0.3597 0.014 Uiso 1 1 d R . . C1 C 0.4801(3) 0.61974(19) 0.13130(13) 0.0115(5) Uani 1 1 d . . . H1 H 0.4078 0.6141 0.0901 0.014 Uiso 1 1 calc R . . C2 C 0.6440(3) 0.68409(19) 0.22796(12) 0.0095(5) Uani 1 1 d . . . H2 H 0.7085 0.7322 0.2678 0.011 Uiso 1 1 calc R . . C3 C 0.8747(3) 0.30453(19) 0.28245(12) 0.0100(5) Uani 1 1 d . . . H3 H 0.8112 0.2593 0.2415 0.012 Uiso 1 1 calc R . . C4 C 1.0383(3) 0.36221(18) 0.37967(12) 0.0092(5) Uani 1 1 d . . . H4 H 1.1114 0.3649 0.4201 0.011 Uiso 1 1 calc R . . C5 C 1.1960(3) 0.93626(18) 0.44556(12) 0.0087(5) Uani 1 1 d . . . C6 C 1.2289(3) 0.95851(19) 0.51558(12) 0.0085(5) Uani 1 1 d . . . H6 H 1.1874 0.9035 0.5399 0.010 Uiso 1 1 calc R . . C7 C 1.3223(3) 1.06068(19) 0.55071(12) 0.0083(5) Uani 1 1 d . . . C8 C 1.3888(3) 1.14036(19) 0.51502(12) 0.0088(5) Uani 1 1 d . . . H8 H 1.4542 1.2100 0.5383 0.011 Uiso 1 1 calc R . . C9 C 1.3584(3) 1.11683(18) 0.44460(12) 0.0080(5) Uani 1 1 d . . . C10 C 1.2608(3) 1.01656(19) 0.40953(12) 0.0091(5) Uani 1 1 d . . . H10 H 1.2380 1.0024 0.3616 0.011 Uiso 1 1 calc R . . C11 C 1.0978(3) 0.82472(18) 0.40777(12) 0.0091(5) Uani 1 1 d . . . C12 C 1.3569(3) 1.08605(19) 0.62713(12) 0.0092(5) Uani 1 1 d . . . C13 C 0.3184(3) 0.05568(19) 0.05480(12) 0.0090(5) Uani 1 1 d . . . C14 C 0.2780(3) 0.04338(19) -0.01452(12) 0.0096(5) Uani 1 1 d . . . H14 H 0.3227 0.1019 -0.0357 0.011 Uiso 1 1 calc R . . C15 C 0.1726(3) -0.05392(19) -0.05318(12) 0.0089(5) Uani 1 1 d . . . C16 C 0.1028(3) -0.13872(19) -0.02149(12) 0.0096(5) Uani 1 1 d . . . H16 H 0.0298 -0.2053 -0.0471 0.012 Uiso 1 1 calc R . . C17 C 0.1411(3) -0.12481(19) 0.04807(12) 0.0091(5) Uani 1 1 d . . . C18 C 0.2500(3) -0.02891(19) 0.08655(12) 0.0092(5) Uani 1 1 d . . . H18 H 0.2775 -0.0212 0.1338 0.011 Uiso 1 1 calc R . . C19 C 0.4293(3) 0.16294(19) 0.09518(12) 0.0104(5) Uani 1 1 d . . . C20 C 0.1311(3) -0.06924(19) -0.12872(12) 0.0105(5) Uani 1 1 d . . . O23W O 0.4472(3) 0.44264(14) 0.31588(9) 0.0161(4) Uani 1 1 d . . . H23A H 0.3660 0.3983 0.2861 0.024 Uiso 1 1 d R . . H23B H 0.4458 0.4130 0.3497 0.024 Uiso 1 1 d R . . O24W O 0.6915(3) 0.55717(15) 0.46368(9) 0.0188(4) Uani 1 1 d . . . H24A H 0.6326 0.5970 0.4868 0.028 Uiso 1 1 d R . . H24B H 0.7072 0.5790 0.4268 0.028 Uiso 1 1 d R . . O25W O 0.1011(3) 0.61832(17) 0.21569(10) 0.0281(5) Uani 1 1 d . . . H25A H 0.0900 0.5544 0.1965 0.042 Uiso 1 1 d R . . H25B H 0.0666 0.6469 0.1850 0.042 Uiso 1 1 d R . . O26W O 0.2457(3) 0.33894(15) 0.19610(10) 0.0251(5) Uani 1 1 d . . . H26A H 0.1764 0.3729 0.1806 0.038 Uiso 1 1 d R . . H26B H 0.1816 0.2743 0.1857 0.038 Uiso 1 1 d R . . O27W O -0.0275(3) 0.57101(17) 0.87037(11) 0.0284(5) Uani 1 1 d . . . H27A H 0.0246 0.5739 0.9092 0.043 Uiso 1 1 d R . . H27B H 0.0642 0.5835 0.8455 0.043 Uiso 1 1 d R . . 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 0.01234(16) 0.00489(15) 0.00590(15) -0.00149(11) -0.00418(11) 0.00102(12) Cu2 0.01141(15) 0.00407(15) 0.00655(15) -0.00064(11) -0.00374(11) -0.00064(11) Cu3 0.01294(16) 0.00475(15) 0.00680(15) -0.00110(11) -0.00473(11) -0.00068(11) Cu4 0.01277(16) 0.00801(15) 0.00422(15) 0.00145(11) -0.00005(11) 0.00226(12) S1 0.0098(3) 0.0053(3) 0.0051(3) 0.0008(2) -0.0003(2) -0.0004(2) S2 0.0133(3) 0.0061(3) 0.0061(3) 0.0007(2) 0.0005(2) 0.0000(2) O1 0.0181(9) 0.0058(8) 0.0076(8) 0.0008(7) -0.0039(7) -0.0003(7) O2 0.0200(9) 0.0080(8) 0.0083(9) 0.0005(7) -0.0073(7) -0.0019(7) O3 0.0170(9) 0.0069(8) 0.0061(8) 0.0016(7) 0.0013(7) -0.0003(7) O4 0.0223(10) 0.0088(9) 0.0073(9) -0.0014(7) -0.0007(7) -0.0043(7) O5 0.0097(8) 0.0099(9) 0.0118(9) 0.0019(7) -0.0004(7) -0.0008(7) O6 0.0171(9) 0.0072(8) 0.0112(9) 0.0007(7) 0.0010(7) 0.0026(7) O7 0.0157(9) 0.0099(9) 0.0061(8) 0.0008(7) -0.0008(7) 0.0009(7) O8 0.0198(10) 0.0095(9) 0.0079(9) 0.0002(7) -0.0067(7) -0.0001(7) O9 0.0251(10) 0.0053(8) 0.0088(9) 0.0004(7) -0.0050(7) -0.0002(7) O10 0.0187(9) 0.0086(8) 0.0057(8) 0.0015(7) 0.0007(7) 0.0012(7) O11 0.0266(10) 0.0122(9) 0.0069(9) -0.0020(7) -0.0019(8) -0.0060(8) O12 0.0140(9) 0.0138(9) 0.0114(9) 0.0029(7) -0.0011(7) -0.0033(7) O13 0.0319(11) 0.0107(9) 0.0143(9) 0.0026(7) 0.0068(8) 0.0076(8) O14 0.0173(9) 0.0106(9) 0.0069(8) 0.0020(7) -0.0012(7) 0.0009(7) O15W 0.0135(9) 0.0093(9) 0.0194(10) 0.0012(7) 0.0024(7) 0.0005(7) O16W 0.0300(11) 0.0076(9) 0.0142(9) -0.0022(7) -0.0140(8) 0.0033(8) O17 0.0137(9) 0.0040(8) 0.0093(8) -0.0004(6) -0.0039(7) -0.0002(7) O18 0.0144(9) 0.0059(8) 0.0088(8) -0.0004(7) -0.0046(7) 0.0002(7) O19W 0.0373(12) 0.0272(11) 0.0267(12) 0.0100(9) 0.0120(10) 0.0152(10) O20W 0.0172(9) 0.0132(9) 0.0122(9) -0.0020(7) -0.0054(7) 0.0010(7) O21W 0.0183(9) 0.0142(9) 0.0073(8) 0.0030(7) 0.0003(7) 0.0072(7) O22W 0.0195(9) 0.0138(9) 0.0065(8) 0.0021(7) 0.0014(7) 0.0075(7) N1 0.0115(10) 0.0088(10) 0.0058(10) -0.0013(8) -0.0027(8) 0.0009(8) N2 0.0119(10) 0.0094(10) 0.0058(10) -0.0007(8) -0.0036(8) 0.0002(8) N3 0.0101(10) 0.0052(10) 0.0091(10) 0.0007(8) 0.0002(8) 0.0003(8) N4 0.0162(11) 0.0065(10) 0.0125(11) 0.0031(8) -0.0004(9) 0.0026(8) N5 0.0095(10) 0.0095(10) 0.0062(10) 0.0003(8) -0.0021(8) -0.0003(8) N6 0.0120(10) 0.0086(10) 0.0060(10) -0.0009(8) -0.0029(8) 0.0008(8) N7 0.0089(10) 0.0048(10) 0.0095(10) 0.0000(8) 0.0006(8) 0.0002(8) N8 0.0159(11) 0.0055(10) 0.0131(11) 0.0030(8) 0.0014(9) 0.0031(8) C1 0.0109(12) 0.0101(12) 0.0114(12) 0.0015(10) -0.0025(10) 0.0001(10) C2 0.0125(12) 0.0080(12) 0.0061(11) 0.0004(9) -0.0009(9) 0.0004(9) C3 0.0121(12) 0.0086(12) 0.0079(12) 0.0001(9) -0.0006(9) 0.0017(9) C4 0.0093(12) 0.0080(12) 0.0086(12) 0.0012(9) -0.0009(9) 0.0002(9) C5 0.0082(11) 0.0067(12) 0.0096(12) 0.0001(9) -0.0013(9) 0.0008(9) C6 0.0083(11) 0.0073(12) 0.0095(12) 0.0023(9) 0.0007(9) 0.0006(9) C7 0.0089(11) 0.0077(12) 0.0075(12) 0.0004(9) -0.0001(9) 0.0022(9) C8 0.0099(12) 0.0063(11) 0.0079(12) -0.0005(9) 0.0001(9) -0.0006(9) C9 0.0081(11) 0.0080(12) 0.0082(12) 0.0029(9) 0.0012(9) 0.0019(9) C10 0.0096(12) 0.0103(12) 0.0062(11) 0.0010(9) -0.0026(9) 0.0014(9) C11 0.0108(12) 0.0060(12) 0.0100(12) 0.0018(9) 0.0013(10) 0.0010(9) C12 0.0103(12) 0.0099(12) 0.0077(12) 0.0005(10) 0.0019(9) 0.0040(10) C13 0.0096(12) 0.0081(12) 0.0077(12) -0.0012(9) -0.0013(9) 0.0017(9) C14 0.0105(12) 0.0093(12) 0.0085(12) 0.0018(9) 0.0006(9) 0.0019(9) C15 0.0100(12) 0.0090(12) 0.0065(12) -0.0008(9) 0.0000(9) 0.0021(9) C16 0.0106(12) 0.0075(12) 0.0081(12) -0.0008(9) -0.0003(9) -0.0004(9) C17 0.0105(12) 0.0091(12) 0.0074(12) 0.0024(9) 0.0019(9) 0.0016(9) C18 0.0113(12) 0.0104(12) 0.0061(12) 0.0017(9) -0.0010(9) 0.0034(10) C19 0.0111(12) 0.0082(12) 0.0092(12) -0.0008(9) 0.0001(10) -0.0004(10) C20 0.0113(12) 0.0120(13) 0.0079(12) 0.0010(10) 0.0011(10) 0.0031(10) O23W 0.0174(9) 0.0141(9) 0.0151(9) 0.0037(7) -0.0012(7) 0.0009(7) O24W 0.0289(11) 0.0194(10) 0.0136(9) 0.0063(8) 0.0082(8) 0.0130(8) O25W 0.0390(13) 0.0270(11) 0.0183(11) 0.0056(9) -0.0016(9) 0.0090(10) O26W 0.0192(10) 0.0177(10) 0.0310(12) -0.0021(9) -0.0013(9) -0.0027(8) O27W 0.0220(11) 0.0372(13) 0.0236(11) 0.0031(9) 0.0029(9) 0.0061(9) _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 O17 1.9228(16) . ? Cu1 O18 1.9301(16) . ? Cu1 N6 1.987(2) . ? Cu1 N1 1.991(2) . ? Cu2 O17 1.9199(16) . ? Cu2 O1 1.9551(16) . ? Cu2 O16W 1.9667(17) . ? Cu2 N5 2.023(2) . ? Cu2 O15W 2.3300(17) . ? Cu3 O18 1.9270(16) . ? Cu3 O9 1.9364(17) . ? Cu3 N2 1.999(2) . ? Cu3 O20W 2.0133(18) . ? Cu3 O19W 2.278(2) . ? Cu4 O10 1.9440(16) 1_666 ? Cu4 O3 1.9446(16) . ? Cu4 O22W 1.9537(17) . ? Cu4 O21W 1.9680(17) . ? S1 O5 1.4572(18) . ? S1 O6 1.4606(18) . ? S1 O7 1.4611(17) . ? S1 C9 1.776(2) . ? S2 O13 1.4503(19) . ? S2 O12 1.4577(18) . ? S2 O14 1.4717(17) . ? S2 C17 1.776(2) . ? O1 C11 1.273(3) . ? O2 C11 1.249(3) . ? O3 C12 1.279(3) . ? O4 C12 1.236(3) . ? O8 C19 1.255(3) . ? O9 C19 1.265(3) . ? O10 C20 1.281(3) . ? O10 Cu4 1.9440(16) 1_444 ? O11 C20 1.235(3) . ? O15W H15A 0.8499 . ? O15W H15B 0.8498 . ? O16W H16A 0.8501 . ? O16W H16B 0.8498 . ? O17 H17 0.8500 . ? O18 H18' 0.8500 . ? O19W H19A 0.8501 . ? O19W H19B 0.8503 . ? O20W H20A 0.8499 . ? O20W H20B 0.8499 . ? O21W H21A 0.8499 . ? O21W H21B 0.8499 . ? O22W H22A 0.8500 . ? O22W H22B 0.8500 . ? N1 C2 1.300(3) . ? N1 N2 1.386(3) . ? N2 C1 1.305(3) . ? N3 C2 1.342(3) . ? N3 C1 1.348(3) . ? N3 N4 1.408(3) . ? N4 H4" 0.8999 . ? N4 H4' 0.8999 . ? N5 C4 1.305(3) . ? N5 N6 1.387(3) . ? N6 C3 1.299(3) . ? N7 C3 1.341(3) . ? N7 C4 1.355(3) . ? N7 N8 1.406(3) . ? N8 H8" 0.8999 . ? N8 H8' 0.8999 . ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 C10 1.398(3) . ? C5 C11 1.514(3) . ? C6 C7 1.395(3) . ? C6 H6 0.9500 . ? C7 C8 1.389(3) . ? C7 C12 1.514(3) . ? C8 C9 1.395(3) . ? C8 H8 0.9500 . ? C9 C10 1.383(3) . ? C10 H10 0.9500 . ? C13 C14 1.391(3) . ? C13 C18 1.392(3) . ? C13 C19 1.510(3) . ? C14 C15 1.395(3) . ? C14 H14 0.9500 . ? C15 C16 1.395(3) . ? C15 C20 1.510(3) . ? C16 C17 1.391(3) . ? C16 H16 0.9500 . ? C17 C18 1.388(3) . ? C18 H18 0.9500 . ? O23W H23A 0.8498 . ? O23W H23B 0.8499 . ? O24W H24A 0.8499 . ? O24W H24B 0.8499 . ? O25W H25A 0.8499 . ? O25W H25B 0.8501 . ? O26W H26A 0.8498 . ? O26W H26B 0.8499 . ? O27W H27A 0.8503 . ? O27W H27B 0.8501 . ? 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 O17 Cu1 O18 175.12(7) . . ? O17 Cu1 N6 86.59(8) . . ? O18 Cu1 N6 91.24(8) . . ? O17 Cu1 N1 94.94(8) . . ? O18 Cu1 N1 86.84(8) . . ? N6 Cu1 N1 174.68(8) . . ? O17 Cu2 O1 93.77(7) . . ? O17 Cu2 O16W 163.13(8) . . ? O1 Cu2 O16W 85.57(7) . . ? O17 Cu2 N5 86.62(7) . . ? O1 Cu2 N5 179.04(7) . . ? O16W Cu2 N5 93.80(8) . . ? O17 Cu2 O15W 102.39(7) . . ? O1 Cu2 O15W 90.97(7) . . ? O16W Cu2 O15W 94.48(7) . . ? N5 Cu2 O15W 89.81(7) . . ? O18 Cu3 O9 96.27(7) . . ? O18 Cu3 N2 87.15(8) . . ? O9 Cu3 N2 175.59(8) . . ? O18 Cu3 O20W 174.40(7) . . ? O9 Cu3 O20W 87.68(7) . . ? N2 Cu3 O20W 88.72(8) . . ? O18 Cu3 O19W 97.67(8) . . ? O9 Cu3 O19W 90.73(8) . . ? N2 Cu3 O19W 91.57(8) . . ? O20W Cu3 O19W 86.22(8) . . ? O10 Cu4 O3 178.86(7) 1_666 . ? O10 Cu4 O22W 88.04(7) 1_666 . ? O3 Cu4 O22W 91.92(7) . . ? O10 Cu4 O21W 91.51(7) 1_666 . ? O3 Cu4 O21W 88.53(7) . . ? O22W Cu4 O21W 179.54(7) . . ? O5 S1 O6 112.14(10) . . ? O5 S1 O7 113.26(10) . . ? O6 S1 O7 111.46(10) . . ? O5 S1 C9 106.05(10) . . ? O6 S1 C9 107.29(11) . . ? O7 S1 C9 106.12(11) . . ? O13 S2 O12 112.46(11) . . ? O13 S2 O14 111.84(11) . . ? O12 S2 O14 112.56(10) . . ? O13 S2 C17 107.03(11) . . ? O12 S2 C17 106.24(11) . . ? O14 S2 C17 106.17(11) . . ? C11 O1 Cu2 127.65(15) . . ? C12 O3 Cu4 129.50(15) . . ? C19 O9 Cu3 127.90(16) . . ? C20 O10 Cu4 126.71(15) . 1_444 ? Cu2 O15W H15A 119.3 . . ? Cu2 O15W H15B 115.0 . . ? H15A O15W H15B 105.2 . . ? Cu2 O16W H16A 127.4 . . ? Cu2 O16W H16B 127.4 . . ? H16A O16W H16B 105.2 . . ? Cu2 O17 Cu1 122.81(9) . . ? Cu2 O17 H17 100.0 . . ? Cu1 O17 H17 119.2 . . ? Cu3 O18 Cu1 122.78(9) . . ? Cu3 O18 H18' 97.5 . . ? Cu1 O18 H18' 120.0 . . ? Cu3 O19W H19A 124.6 . . ? Cu3 O19W H19B 127.1 . . ? H19A O19W H19B 105.1 . . ? Cu3 O20W H20A 113.2 . . ? Cu3 O20W H20B 109.1 . . ? H20A O20W H20B 105.2 . . ? Cu4 O21W H21A 117.3 . . ? Cu4 O21W H21B 119.3 . . ? H21A O21W H21B 105.2 . . ? Cu4 O22W H22A 116.6 . . ? Cu4 O22W H22B 117.3 . . ? H22A O22W H22B 105.2 . . ? C2 N1 N2 107.38(19) . . ? C2 N1 Cu1 131.88(17) . . ? N2 N1 Cu1 120.69(15) . . ? C1 N2 N1 107.09(19) . . ? C1 N2 Cu3 133.33(17) . . ? N1 N2 Cu3 119.50(15) . . ? C2 N3 C1 106.7(2) . . ? C2 N3 N4 124.0(2) . . ? C1 N3 N4 129.1(2) . . ? N3 N4 H4" 110.4 . . ? N3 N4 H4' 103.5 . . ? H4" N4 H4' 112.9 . . ? C4 N5 N6 107.05(19) . . ? C4 N5 Cu2 135.38(17) . . ? N6 N5 Cu2 116.88(15) . . ? C3 N6 N5 107.5(2) . . ? C3 N6 Cu1 130.53(17) . . ? N5 N6 Cu1 121.74(15) . . ? C3 N7 C4 106.5(2) . . ? C3 N7 N8 122.7(2) . . ? C4 N7 N8 130.4(2) . . ? N7 N8 H8" 113.0 . . ? N7 N8 H8' 108.7 . . ? H8" N8 H8' 112.9 . . ? N2 C1 N3 109.3(2) . . ? N2 C1 H1 125.4 . . ? N3 C1 H1 125.4 . . ? N1 C2 N3 109.5(2) . . ? N1 C2 H2 125.2 . . ? N3 C2 H2 125.2 . . ? N6 C3 N7 109.7(2) . . ? N6 C3 H3 125.2 . . ? N7 C3 H3 125.2 . . ? N5 C4 N7 109.2(2) . . ? N5 C4 H4 125.4 . . ? N7 C4 H4 125.4 . . ? C6 C5 C10 119.7(2) . . ? C6 C5 C11 120.4(2) . . ? C10 C5 C11 119.8(2) . . ? C5 C6 C7 120.8(2) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C8 C7 C6 119.6(2) . . ? C8 C7 C12 119.2(2) . . ? C6 C7 C12 121.2(2) . . ? C7 C8 C9 119.2(2) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? C10 C9 C8 121.6(2) . . ? C10 C9 S1 120.24(18) . . ? C8 C9 S1 118.04(18) . . ? C9 C10 C5 119.1(2) . . ? C9 C10 H10 120.5 . . ? C5 C10 H10 120.5 . . ? O2 C11 O1 125.6(2) . . ? O2 C11 C5 119.3(2) . . ? O1 C11 C5 115.2(2) . . ? O4 C12 O3 125.6(2) . . ? O4 C12 C7 119.7(2) . . ? O3 C12 C7 114.8(2) . . ? C14 C13 C18 120.0(2) . . ? C14 C13 C19 119.1(2) . . ? C18 C13 C19 120.8(2) . . ? C13 C14 C15 120.7(2) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C14 C15 C16 119.5(2) . . ? C14 C15 C20 121.3(2) . . ? C16 C15 C20 119.2(2) . . ? C17 C16 C15 119.3(2) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C18 C17 C16 121.5(2) . . ? C18 C17 S2 120.58(18) . . ? C16 C17 S2 117.89(18) . . ? C17 C18 C13 119.0(2) . . ? C17 C18 H18 120.5 . . ? C13 C18 H18 120.5 . . ? O8 C19 O9 125.3(2) . . ? O8 C19 C13 119.7(2) . . ? O9 C19 C13 115.0(2) . . ? O11 C20 O10 125.0(2) . . ? O11 C20 C15 120.0(2) . . ? O10 C20 C15 115.0(2) . . ? H23A O23W H23B 105.2 . . ? H24A O24W H24B 105.2 . . ? H25A O25W H25B 105.2 . . ? H26A O26W H26B 105.2 . . ? H27A O27W H27B 105.1 . . ? 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 O17 Cu2 O1 C11 -34.9(2) . . . . ? O16W Cu2 O1 C11 162.0(2) . . . . ? N5 Cu2 O1 C11 -149(5) . . . . ? O15W Cu2 O1 C11 67.6(2) . . . . ? O10 Cu4 O3 C12 172(4) 1_666 . . . ? O22W Cu4 O3 C12 -100.2(2) . . . . ? O21W Cu4 O3 C12 79.7(2) . . . . ? O18 Cu3 O9 C19 33.3(2) . . . . ? N2 Cu3 O9 C19 -107.5(10) . . . . ? O20W Cu3 O9 C19 -142.7(2) . . . . ? O19W Cu3 O9 C19 131.1(2) . . . . ? O1 Cu2 O17 Cu1 157.65(10) . . . . ? O16W Cu2 O17 Cu1 -115.2(2) . . . . ? N5 Cu2 O17 Cu1 -23.23(10) . . . . ? O15W Cu2 O17 Cu1 65.83(10) . . . . ? O18 Cu1 O17 Cu2 -45.4(9) . . . . ? N6 Cu1 O17 Cu2 18.33(11) . . . . ? N1 Cu1 O17 Cu2 -156.56(10) . . . . ? O9 Cu3 O18 Cu1 -159.47(10) . . . . ? N2 Cu3 O18 Cu1 17.74(11) . . . . ? O20W Cu3 O18 Cu1 -24.8(8) . . . . ? O19W Cu3 O18 Cu1 108.94(10) . . . . ? O17 Cu1 O18 Cu3 -129.3(8) . . . . ? N6 Cu1 O18 Cu3 167.23(11) . . . . ? N1 Cu1 O18 Cu3 -17.73(11) . . . . ? O17 Cu1 N1 C2 8.1(2) . . . . ? O18 Cu1 N1 C2 -167.4(2) . . . . ? N6 Cu1 N1 C2 -98.4(9) . . . . ? O17 Cu1 N1 N2 -174.78(17) . . . . ? O18 Cu1 N1 N2 9.78(17) . . . . ? N6 Cu1 N1 N2 78.7(9) . . . . ? C2 N1 N2 C1 0.4(3) . . . . ? Cu1 N1 N2 C1 -177.37(16) . . . . ? C2 N1 N2 Cu3 177.65(16) . . . . ? Cu1 N1 N2 Cu3 -0.1(2) . . . . ? O18 Cu3 N2 C1 166.8(2) . . . . ? O9 Cu3 N2 C1 -52.3(11) . . . . ? O20W Cu3 N2 C1 -17.0(2) . . . . ? O19W Cu3 N2 C1 69.2(2) . . . . ? O18 Cu3 N2 N1 -9.63(17) . . . . ? O9 Cu3 N2 N1 131.3(9) . . . . ? O20W Cu3 N2 N1 166.59(17) . . . . ? O19W Cu3 N2 N1 -107.23(17) . . . . ? O17 Cu2 N5 C4 -170.8(2) . . . . ? O1 Cu2 N5 C4 -57(5) . . . . ? O16W Cu2 N5 C4 -7.7(2) . . . . ? O15W Cu2 N5 C4 86.7(2) . . . . ? O17 Cu2 N5 N6 20.21(16) . . . . ? O1 Cu2 N5 N6 134(5) . . . . ? O16W Cu2 N5 N6 -176.69(16) . . . . ? O15W Cu2 N5 N6 -82.21(16) . . . . ? C4 N5 N6 C3 -0.4(3) . . . . ? Cu2 N5 N6 C3 171.47(16) . . . . ? C4 N5 N6 Cu1 174.65(16) . . . . ? Cu2 N5 N6 Cu1 -13.5(2) . . . . ? O17 Cu1 N6 C3 172.1(2) . . . . ? O18 Cu1 N6 C3 -12.3(2) . . . . ? N1 Cu1 N6 C3 -81.0(9) . . . . ? O17 Cu1 N6 N5 -1.74(17) . . . . ? O18 Cu1 N6 N5 173.88(17) . . . . ? N1 Cu1 N6 N5 105.1(8) . . . . ? N1 N2 C1 N3 -0.7(3) . . . . ? Cu3 N2 C1 N3 -177.45(17) . . . . ? C2 N3 C1 N2 0.8(3) . . . . ? N4 N3 C1 N2 176.9(2) . . . . ? N2 N1 C2 N3 0.1(3) . . . . ? Cu1 N1 C2 N3 177.52(16) . . . . ? C1 N3 C2 N1 -0.5(3) . . . . ? N4 N3 C2 N1 -176.9(2) . . . . ? N5 N6 C3 N7 -0.3(3) . . . . ? Cu1 N6 C3 N7 -174.80(16) . . . . ? C4 N7 C3 N6 0.9(3) . . . . ? N8 N7 C3 N6 175.4(2) . . . . ? N6 N5 C4 N7 1.0(3) . . . . ? Cu2 N5 C4 N7 -168.70(17) . . . . ? C3 N7 C4 N5 -1.2(3) . . . . ? N8 N7 C4 N5 -175.1(2) . . . . ? C10 C5 C6 C7 1.4(4) . . . . ? C11 C5 C6 C7 178.9(2) . . . . ? C5 C6 C7 C8 -2.2(4) . . . . ? C5 C6 C7 C12 179.3(2) . . . . ? C6 C7 C8 C9 0.9(4) . . . . ? C12 C7 C8 C9 179.5(2) . . . . ? C7 C8 C9 C10 1.1(4) . . . . ? C7 C8 C9 S1 -174.41(18) . . . . ? O5 S1 C9 C10 -112.5(2) . . . . ? O6 S1 C9 C10 127.5(2) . . . . ? O7 S1 C9 C10 8.3(2) . . . . ? O5 S1 C9 C8 63.1(2) . . . . ? O6 S1 C9 C8 -56.9(2) . . . . ? O7 S1 C9 C8 -176.14(18) . . . . ? C8 C9 C10 C5 -1.9(4) . . . . ? S1 C9 C10 C5 173.56(18) . . . . ? C6 C5 C10 C9 0.6(4) . . . . ? C11 C5 C10 C9 -176.9(2) . . . . ? Cu2 O1 C11 O2 13.2(4) . . . . ? Cu2 O1 C11 C5 -166.80(15) . . . . ? C6 C5 C11 O2 156.3(2) . . . . ? C10 C5 C11 O2 -26.2(3) . . . . ? C6 C5 C11 O1 -23.7(3) . . . . ? C10 C5 C11 O1 153.8(2) . . . . ? Cu4 O3 C12 O4 11.4(4) . . . . ? Cu4 O3 C12 C7 -168.03(15) . . . . ? C8 C7 C12 O4 -4.7(3) . . . . ? C6 C7 C12 O4 173.8(2) . . . . ? C8 C7 C12 O3 174.7(2) . . . . ? C6 C7 C12 O3 -6.7(3) . . . . ? C18 C13 C14 C15 -1.4(4) . . . . ? C19 C13 C14 C15 -178.7(2) . . . . ? C13 C14 C15 C16 1.8(4) . . . . ? C13 C14 C15 C20 -178.6(2) . . . . ? C14 C15 C16 C17 -0.6(4) . . . . ? C20 C15 C16 C17 179.9(2) . . . . ? C15 C16 C17 C18 -1.1(4) . . . . ? C15 C16 C17 S2 176.66(18) . . . . ? O13 S2 C17 C18 -123.2(2) . . . . ? O12 S2 C17 C18 116.4(2) . . . . ? O14 S2 C17 C18 -3.6(2) . . . . ? O13 S2 C17 C16 59.0(2) . . . . ? O12 S2 C17 C16 -61.4(2) . . . . ? O14 S2 C17 C16 178.58(19) . . . . ? C16 C17 C18 C13 1.5(4) . . . . ? S2 C17 C18 C13 -176.20(18) . . . . ? C14 C13 C18 C17 -0.2(4) . . . . ? C19 C13 C18 C17 177.0(2) . . . . ? Cu3 O9 C19 O8 -18.5(4) . . . . ? Cu3 O9 C19 C13 160.74(16) . . . . ? C14 C13 C19 O8 -161.7(2) . . . . ? C18 C13 C19 O8 21.1(4) . . . . ? C14 C13 C19 O9 19.1(3) . . . . ? C18 C13 C19 O9 -158.2(2) . . . . ? Cu4 O10 C20 O11 -16.5(4) 1_444 . . . ? Cu4 O10 C20 C15 162.45(15) 1_444 . . . ? C14 C15 C20 O11 -178.2(2) . . . . ? C16 C15 C20 O11 1.4(4) . . . . ? C14 C15 C20 O10 2.9(3) . . . . ? C16 C15 C20 O10 -177.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.522 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.080 data_n101009b _database_code_depnum_ccdc_archive 'CCDC 879899' #TrackingRef 'N101009B-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12 Cu2 N4 O10 S' _chemical_formula_weight 507.38 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.5539(3) _cell_length_b 8.5875(3) _cell_length_c 24.4454(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.8660(10) _cell_angle_gamma 90.00 _cell_volume 1525.34(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6326 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 28.36 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 2.994 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7342 _exptl_absorpt_correction_T_max 0.7744 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7549 _diffrn_reflns_av_R_equivalents 0.0159 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2689 _reflns_number_gt 2585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0277P)^2^+1.9987P] 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 2689 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0205 _refine_ls_R_factor_gt 0.0196 _refine_ls_wR_factor_ref 0.0542 _refine_ls_wR_factor_gt 0.0537 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.15874(4) 0.38304(3) 1.001254(10) 0.00932(8) Uani 1 1 d . . . Cu2 Cu -0.09746(3) 0.46679(3) 0.877833(10) 0.00813(8) Uani 1 1 d . . . S1 S 0.36862(7) 0.60028(6) 0.92393(2) 0.00831(12) Uani 1 1 d . . . O1 O 0.3447(2) 0.86144(19) 0.72092(6) 0.0163(3) Uani 1 1 d . . . O2 O 0.0794(2) 0.99203(17) 0.70009(6) 0.0110(3) Uani 1 1 d . . . O3 O -0.0249(2) 1.25070(17) 0.87342(6) 0.0114(3) Uani 1 1 d . . . O4 O 0.1762(2) 1.19553(17) 0.95768(6) 0.0118(3) Uani 1 1 d . . . O5 O 0.2045(2) 0.53437(17) 0.93762(6) 0.0113(3) Uani 1 1 d . . . O6 O 0.5046(2) 0.65350(17) 0.97465(6) 0.0115(3) Uani 1 1 d . . . O7 O 0.4414(2) 0.49977(18) 0.88811(6) 0.0136(3) Uani 1 1 d . . . O8 O -0.1273(2) 0.44102(16) 0.95352(6) 0.0088(3) Uani 1 1 d . . . H8' H -0.2147 0.3548 0.9551 0.011 Uiso 1 1 calc R . . N1 N 0.1759(2) 0.3156(2) 1.12120(7) 0.0098(4) Uani 1 1 d . . . N2 N 0.1893(2) 0.2497(2) 1.07146(7) 0.0102(4) Uani 1 1 d . . . N3 N 0.2845(2) 0.0834(2) 1.13963(8) 0.0111(4) Uani 1 1 d . . . N4 N 0.3671(3) -0.0529(2) 1.16821(8) 0.0151(4) Uani 1 1 d . . . H4" H 0.2727 -0.1167 1.1684 0.018 Uiso 1 1 d R . . H4' H 0.4305 -0.0222 1.2033 0.018 Uiso 1 1 d R . . C1 C 0.2563(3) 0.1097(2) 1.08352(9) 0.0116(4) Uani 1 1 d . . . H1 H 0.2813 0.0379 1.0570 0.014 Uiso 1 1 calc R . . C2 C 0.2325(3) 0.2137(2) 1.16198(9) 0.0117(4) Uani 1 1 d . . . H2 H 0.2365 0.2288 1.2008 0.014 Uiso 1 1 calc R . . C3 C 0.2078(3) 0.9091(2) 0.79554(9) 0.0098(4) Uani 1 1 d . . . C4 C 0.1405(3) 1.0311(2) 0.82118(9) 0.0100(4) Uani 1 1 d . . . H4 H 0.0836 1.1177 0.7990 0.012 Uiso 1 1 calc R . . C5 C 0.1560(3) 1.0273(2) 0.87926(9) 0.0096(4) Uani 1 1 d . . . C6 C 0.2295(3) 0.8973(2) 0.91120(9) 0.0096(4) Uani 1 1 d . . . H6 H 0.2418 0.8944 0.9509 0.011 Uiso 1 1 calc R . . C7 C 0.2848(3) 0.7711(2) 0.88410(9) 0.0092(4) Uani 1 1 d . . . C8 C 0.2792(3) 0.7774(2) 0.82709(9) 0.0100(4) Uani 1 1 d . . . H8 H 0.3236 0.6926 0.8096 0.012 Uiso 1 1 calc R . . C9 C 0.2143(3) 0.9197(2) 0.73464(9) 0.0109(4) Uani 1 1 d . . . C10 C 0.0977(3) 1.1690(2) 0.90617(9) 0.0096(4) Uani 1 1 d . . . O9 O 0.7479(2) 0.8960(2) 0.72360(7) 0.0253(4) Uani 1 1 d . . . H9A H 0.8354 0.9322 0.7117 0.038 Uiso 1 1 d R . . H9B H 0.6533 0.9009 0.6952 0.038 Uiso 1 1 d R . . O10 O 0.6193(2) 0.20143(18) 0.94346(7) 0.0162(3) Uani 1 1 d . . . H10A H 0.5616 0.2033 0.9083 0.024 Uiso 1 1 d R . . H10B H 0.5464 0.2423 0.9604 0.024 Uiso 1 1 d R . . 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 0.01619(15) 0.00667(14) 0.00551(14) -0.00048(9) 0.00363(10) 0.00269(10) Cu2 0.01344(15) 0.00626(14) 0.00541(14) -0.00013(9) 0.00379(10) 0.00158(10) S1 0.0111(3) 0.0065(2) 0.0076(2) 0.00085(18) 0.0030(2) 0.00116(19) O1 0.0173(8) 0.0213(9) 0.0128(8) -0.0003(6) 0.0084(7) 0.0024(7) O2 0.0173(8) 0.0093(7) 0.0069(7) 0.0013(6) 0.0044(6) 0.0007(6) O3 0.0158(8) 0.0089(7) 0.0090(7) -0.0008(6) 0.0026(6) 0.0030(6) O4 0.0183(8) 0.0091(7) 0.0076(7) -0.0008(6) 0.0027(6) 0.0033(6) O5 0.0130(8) 0.0099(7) 0.0112(7) 0.0037(6) 0.0032(6) -0.0011(6) O6 0.0136(8) 0.0111(7) 0.0092(7) 0.0005(6) 0.0019(6) 0.0001(6) O7 0.0195(8) 0.0107(7) 0.0110(7) -0.0003(6) 0.0050(6) 0.0052(6) O8 0.0133(8) 0.0071(7) 0.0067(7) -0.0009(6) 0.0037(6) -0.0002(6) N1 0.0127(9) 0.0100(9) 0.0075(8) -0.0005(7) 0.0041(7) 0.0002(7) N2 0.0148(9) 0.0088(9) 0.0087(8) -0.0024(7) 0.0059(7) 0.0002(7) N3 0.0136(9) 0.0069(8) 0.0132(9) 0.0029(7) 0.0046(7) 0.0017(7) N4 0.0167(10) 0.0097(9) 0.0175(10) 0.0061(7) 0.0023(8) 0.0025(8) C1 0.0150(11) 0.0088(10) 0.0127(11) -0.0007(8) 0.0066(9) -0.0002(8) C2 0.0137(11) 0.0107(11) 0.0114(10) -0.0006(8) 0.0045(8) -0.0010(8) C3 0.0116(10) 0.0103(10) 0.0078(10) -0.0008(8) 0.0032(8) -0.0024(9) C4 0.0111(10) 0.0084(10) 0.0102(10) 0.0016(8) 0.0025(8) -0.0004(8) C5 0.0106(10) 0.0084(10) 0.0102(10) -0.0021(8) 0.0037(8) -0.0019(8) C6 0.0130(11) 0.0093(10) 0.0069(10) -0.0007(8) 0.0037(8) -0.0017(8) C7 0.0097(10) 0.0077(10) 0.0101(10) 0.0018(8) 0.0024(8) -0.0008(8) C8 0.0115(10) 0.0081(10) 0.0110(10) -0.0011(8) 0.0041(8) -0.0008(8) C9 0.0195(12) 0.0052(10) 0.0086(10) -0.0020(8) 0.0052(9) -0.0038(9) C10 0.0136(11) 0.0073(10) 0.0089(10) 0.0000(8) 0.0046(8) -0.0023(8) O9 0.0213(9) 0.0370(11) 0.0174(9) 0.0118(8) 0.0048(7) 0.0001(8) O10 0.0212(8) 0.0138(8) 0.0155(8) -0.0002(6) 0.0082(7) 0.0036(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O8 1.9248(14) 3_567 ? Cu1 O4 1.9550(15) 1_545 ? Cu1 N2 2.0232(18) . ? Cu1 O5 2.1265(15) . ? Cu1 O8 2.2136(15) . ? Cu2 O8 1.9368(14) . ? Cu2 O3 1.9463(15) 1_545 ? Cu2 O2 1.9587(14) 2_546 ? Cu2 N1 1.9626(18) 3_567 ? Cu2 O5 2.4194(15) . ? S1 O7 1.4412(16) . ? S1 O6 1.4510(16) . ? S1 O5 1.4819(16) . ? S1 C7 1.778(2) . ? O1 C9 1.230(3) . ? O2 C9 1.291(3) . ? O2 Cu2 1.9586(14) 2_556 ? O3 C10 1.259(3) . ? O3 Cu2 1.9462(15) 1_565 ? O4 C10 1.257(3) . ? O4 Cu1 1.9548(15) 1_565 ? O8 Cu1 1.9249(14) 3_567 ? O8 H8' 1.0000 . ? N1 C2 1.307(3) . ? N1 N2 1.370(2) . ? N1 Cu2 1.9626(18) 3_567 ? N2 C1 1.306(3) . ? N3 C1 1.348(3) . ? N3 C2 1.350(3) . ? N3 N4 1.418(2) . ? N4 H4" 0.8999 . ? N4 H4' 0.9001 . ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 C4 1.387(3) . ? C3 C8 1.392(3) . ? C3 C9 1.506(3) . ? C4 C5 1.393(3) . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 C10 1.505(3) . ? C6 C7 1.393(3) . ? C6 H6 0.9500 . ? C7 C8 1.384(3) . ? C8 H8 0.9500 . ? O9 H9A 0.8499 . ? O9 H9B 0.8499 . ? O10 H10A 0.8500 . ? O10 H10B 0.8500 . ? 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 O8 Cu1 O4 175.42(7) 3_567 1_545 ? O8 Cu1 N2 87.74(6) 3_567 . ? O4 Cu1 N2 89.25(7) 1_545 . ? O8 Cu1 O5 90.61(6) 3_567 . ? O4 Cu1 O5 93.21(6) 1_545 . ? N2 Cu1 O5 164.31(7) . . ? O8 Cu1 O8 82.55(6) 3_567 . ? O4 Cu1 O8 95.72(6) 1_545 . ? N2 Cu1 O8 116.30(6) . . ? O5 Cu1 O8 78.90(6) . . ? O8 Cu2 O3 92.99(6) . 1_545 ? O8 Cu2 O2 177.40(6) . 2_546 ? O3 Cu2 O2 87.48(6) 1_545 2_546 ? O8 Cu2 N1 89.03(7) . 3_567 ? O3 Cu2 N1 177.55(7) 1_545 3_567 ? O2 Cu2 N1 90.45(7) 2_546 3_567 ? O8 Cu2 O5 77.71(6) . . ? O3 Cu2 O5 91.66(6) 1_545 . ? O2 Cu2 O5 104.84(6) 2_546 . ? N1 Cu2 O5 90.12(6) 3_567 . ? O7 S1 O6 114.15(9) . . ? O7 S1 O5 112.96(9) . . ? O6 S1 O5 111.59(9) . . ? O7 S1 C7 107.41(10) . . ? O6 S1 C7 105.73(10) . . ? O5 S1 C7 104.12(9) . . ? C9 O2 Cu2 109.30(13) . 2_556 ? C10 O3 Cu2 131.71(14) . 1_565 ? C10 O4 Cu1 127.69(14) . 1_565 ? S1 O5 Cu1 135.40(9) . . ? S1 O5 Cu2 131.60(9) . . ? Cu1 O5 Cu2 88.87(5) . . ? Cu1 O8 Cu2 121.59(7) 3_567 . ? Cu1 O8 Cu1 97.45(6) 3_567 . ? Cu2 O8 Cu1 100.22(6) . . ? Cu1 O8 H8' 111.9 3_567 . ? Cu2 O8 H8' 111.9 . . ? Cu1 O8 H8' 111.9 . . ? C2 N1 N2 108.19(17) . . ? C2 N1 Cu2 131.68(15) . 3_567 ? N2 N1 Cu2 119.99(13) . 3_567 ? C1 N2 N1 107.33(17) . . ? C1 N2 Cu1 131.27(15) . . ? N1 N2 Cu1 120.01(13) . . ? C1 N3 C2 106.87(18) . . ? C1 N3 N4 124.44(18) . . ? C2 N3 N4 128.51(18) . . ? N3 N4 H4" 105.2 . . ? N3 N4 H4' 106.0 . . ? H4" N4 H4' 112.9 . . ? N2 C1 N3 109.12(19) . . ? N2 C1 H1 125.4 . . ? N3 C1 H1 125.4 . . ? N1 C2 N3 108.48(19) . . ? N1 C2 H2 125.8 . . ? N3 C2 H2 125.8 . . ? C4 C3 C8 119.87(19) . . ? C4 C3 C9 121.09(19) . . ? C8 C3 C9 118.97(19) . . ? C3 C4 C5 120.2(2) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 120.11(19) . . ? C6 C5 C10 121.61(19) . . ? C4 C5 C10 118.24(19) . . ? C5 C6 C7 118.96(19) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 121.21(19) . . ? C8 C7 S1 119.47(16) . . ? C6 C7 S1 119.31(16) . . ? C7 C8 C3 119.36(19) . . ? C7 C8 H8 120.3 . . ? C3 C8 H8 120.3 . . ? O1 C9 O2 124.38(19) . . ? O1 C9 C3 119.34(19) . . ? O2 C9 C3 116.27(19) . . ? O4 C10 O3 126.81(19) . . ? O4 C10 C5 118.04(18) . . ? O3 C10 C5 115.14(18) . . ? H9A O9 H9B 105.2 . . ? H10A O10 H10B 105.1 . . ? 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 O7 S1 O5 Cu1 86.98(14) . . . . ? O6 S1 O5 Cu1 -43.22(15) . . . . ? C7 S1 O5 Cu1 -156.81(12) . . . . ? O7 S1 O5 Cu2 -62.65(13) . . . . ? O6 S1 O5 Cu2 167.15(10) . . . . ? C7 S1 O5 Cu2 53.56(13) . . . . ? O8 Cu1 O5 S1 95.27(13) 3_567 . . . ? O4 Cu1 O5 S1 -87.24(13) 1_545 . . . ? N2 Cu1 O5 S1 11.5(3) . . . . ? O8 Cu1 O5 S1 177.55(14) . . . . ? O8 Cu1 O5 Cu2 -106.95(6) 3_567 . . . ? O4 Cu1 O5 Cu2 70.53(6) 1_545 . . . ? N2 Cu1 O5 Cu2 169.3(2) . . . . ? O8 Cu1 O5 Cu2 -24.67(5) . . . . ? O8 Cu2 O5 S1 -172.17(12) . . . . ? O3 Cu2 O5 S1 95.13(12) 1_545 . . . ? O2 Cu2 O5 S1 7.30(13) 2_546 . . . ? N1 Cu2 O5 S1 -83.20(12) 3_567 . . . ? O8 Cu2 O5 Cu1 28.62(6) . . . . ? O3 Cu2 O5 Cu1 -64.07(6) 1_545 . . . ? O2 Cu2 O5 Cu1 -151.90(6) 2_546 . . . ? N1 Cu2 O5 Cu1 117.60(6) 3_567 . . . ? O3 Cu2 O8 Cu1 168.58(9) 1_545 . . 3_567 ? O2 Cu2 O8 Cu1 -91.2(14) 2_546 . . 3_567 ? N1 Cu2 O8 Cu1 -12.81(9) 3_567 . . 3_567 ? O5 Cu2 O8 Cu1 77.53(8) . . . 3_567 ? O3 Cu2 O8 Cu1 63.18(6) 1_545 . . . ? O2 Cu2 O8 Cu1 163.4(13) 2_546 . . . ? N1 Cu2 O8 Cu1 -118.21(7) 3_567 . . . ? O5 Cu2 O8 Cu1 -27.88(5) . . . . ? O8 Cu1 O8 Cu1 0.0 3_567 . . 3_567 ? O4 Cu1 O8 Cu1 175.73(6) 1_545 . . 3_567 ? N2 Cu1 O8 Cu1 83.74(8) . . . 3_567 ? O5 Cu1 O8 Cu1 -92.10(6) . . . 3_567 ? O8 Cu1 O8 Cu2 124.08(9) 3_567 . . . ? O4 Cu1 O8 Cu2 -60.18(7) 1_545 . . . ? N2 Cu1 O8 Cu2 -152.18(7) . . . . ? O5 Cu1 O8 Cu2 31.98(6) . . . . ? C2 N1 N2 C1 -0.8(2) . . . . ? Cu2 N1 N2 C1 175.47(14) 3_567 . . . ? C2 N1 N2 Cu1 -168.85(14) . . . . ? Cu2 N1 N2 Cu1 7.5(2) 3_567 . . . ? O8 Cu1 N2 C1 -163.4(2) 3_567 . . . ? O4 Cu1 N2 C1 20.1(2) 1_545 . . . ? O5 Cu1 N2 C1 -79.2(3) . . . . ? O8 Cu1 N2 C1 116.06(19) . . . . ? O8 Cu1 N2 N1 1.31(15) 3_567 . . . ? O4 Cu1 N2 N1 -175.24(15) 1_545 . . . ? O5 Cu1 N2 N1 85.5(3) . . . . ? O8 Cu1 N2 N1 -79.23(16) . . . . ? N1 N2 C1 N3 0.7(2) . . . . ? Cu1 N2 C1 N3 166.81(15) . . . . ? C2 N3 C1 N2 -0.2(2) . . . . ? N4 N3 C1 N2 -175.76(19) . . . . ? N2 N1 C2 N3 0.7(2) . . . . ? Cu2 N1 C2 N3 -175.03(14) 3_567 . . . ? C1 N3 C2 N1 -0.3(2) . . . . ? N4 N3 C2 N1 174.99(19) . . . . ? C8 C3 C4 C5 4.6(3) . . . . ? C9 C3 C4 C5 -172.2(2) . . . . ? C3 C4 C5 C6 -3.7(3) . . . . ? C3 C4 C5 C10 174.17(19) . . . . ? C4 C5 C6 C7 -0.7(3) . . . . ? C10 C5 C6 C7 -178.54(19) . . . . ? C5 C6 C7 C8 4.3(3) . . . . ? C5 C6 C7 S1 -176.98(16) . . . . ? O7 S1 C7 C8 7.4(2) . . . . ? O6 S1 C7 C8 129.62(17) . . . . ? O5 S1 C7 C8 -112.67(18) . . . . ? O7 S1 C7 C6 -171.34(17) . . . . ? O6 S1 C7 C6 -49.08(19) . . . . ? O5 S1 C7 C6 68.64(18) . . . . ? C6 C7 C8 C3 -3.5(3) . . . . ? S1 C7 C8 C3 177.88(16) . . . . ? C4 C3 C8 C7 -1.1(3) . . . . ? C9 C3 C8 C7 175.81(19) . . . . ? Cu2 O2 C9 O1 8.3(3) 2_556 . . . ? Cu2 O2 C9 C3 -172.17(14) 2_556 . . . ? C4 C3 C9 O1 143.1(2) . . . . ? C8 C3 C9 O1 -33.7(3) . . . . ? C4 C3 C9 O2 -36.5(3) . . . . ? C8 C3 C9 O2 146.7(2) . . . . ? Cu1 O4 C10 O3 -8.6(3) 1_565 . . . ? Cu1 O4 C10 C5 170.07(14) 1_565 . . . ? Cu2 O3 C10 O4 19.3(3) 1_565 . . . ? Cu2 O3 C10 C5 -159.43(14) 1_565 . . . ? C6 C5 C10 O4 26.9(3) . . . . ? C4 C5 C10 O4 -150.9(2) . . . . ? C6 C5 C10 O3 -154.2(2) . . . . ? C4 C5 C10 O3 27.9(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 0.429 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.068 data_n101103a _database_code_depnum_ccdc_archive 'CCDC 879900' #TrackingRef 'N101103A for 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H34 Cu3 N16 O20 S2' _chemical_formula_weight 1121.41 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.243(8) _cell_length_b 11.126(4) _cell_length_c 11.904(5) _cell_angle_alpha 117.615(5) _cell_angle_beta 98.559(8) _cell_angle_gamma 107.441(8) _cell_volume 1078.3(10) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2806 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.97 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.727 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 569 _exptl_absorpt_coefficient_mu 1.657 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7892 _exptl_absorpt_correction_T_max 0.8134 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5378 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -7 _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 14 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3728 _reflns_number_gt 3100 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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. The thermal parameters for O10, O10' and O10'' atoms were refined with isotropy. ISOR 0.01 O10 O10' O10'' ; _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^)+(0.0612P)^2^+1.3743P] 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 313 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1192 _refine_ls_wR_factor_gt 0.1132 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.0000 0.5000 0.02403(19) Uani 1 2 d S . . Cu2 Cu 0.86424(5) 0.27157(5) 0.51917(5) 0.02719(17) Uani 1 1 d . . . S1 S 0.34404(12) 0.34584(13) 0.09518(11) 0.0365(3) Uani 1 1 d . . . O1 O 0.0951(3) 0.2237(3) 0.5101(3) 0.0394(7) Uani 1 1 d . . . O2 O 0.0002(3) 0.2980(3) 0.3884(3) 0.0402(7) Uani 1 1 d . . . O3 O 0.6075(3) 0.2805(4) 0.5770(3) 0.0464(8) Uani 1 1 d . . . O4 O 0.7147(3) 0.3140(3) 0.4366(3) 0.0356(7) Uani 1 1 d . . . O5 O 0.4931(4) 0.4376(5) 0.1166(4) 0.0548(9) Uani 1 1 d . . . O6 O 0.2471(3) 0.4178(4) 0.0913(3) 0.0443(8) Uani 1 1 d . . . O7 O 0.2861(5) 0.1943(4) -0.0214(4) 0.0663(11) Uani 1 1 d . . . O8 O 0.9803(3) 0.4841(3) 0.6606(3) 0.0351(7) Uani 1 1 d . . . H8A H 0.9901 0.5565 0.6502 0.053 Uiso 1 1 d R . . H8B H 1.0665 0.4973 0.6941 0.053 Uiso 1 1 d R . . O9 O 0.7846(4) 0.4752(5) 0.1645(4) 0.0753(13) Uani 1 1 d . . . H9A H 0.7224 0.5103 0.1850 0.113 Uiso 1 1 d R . . H9B H 0.7438 0.3836 0.1392 0.113 Uiso 1 1 d R . . N1 N -0.1969(3) -0.0529(4) 0.3791(3) 0.0268(7) Uani 1 1 d . . . N2 N -0.2477(3) 0.0514(4) 0.3851(3) 0.0283(7) Uani 1 1 d . . . N3 N -0.4217(3) -0.1729(4) 0.2456(3) 0.0309(8) Uani 1 1 d . . . N4 N -0.5623(4) -0.2857(4) 0.1539(4) 0.0479(10) Uani 1 1 d . . . H4" H -0.5522 -0.3434 0.0754 0.057 Uiso 1 1 d R . . H4' H -0.6007 -0.3366 0.1903 0.057 Uiso 1 1 d R . . N5 N -0.0445(3) 0.1253(4) 0.6663(3) 0.0272(7) Uani 1 1 d . . . N6 N -0.1008(3) 0.2244(4) 0.6688(3) 0.0293(7) Uani 1 1 d . . . N7 N -0.0761(4) 0.2356(4) 0.8590(3) 0.0329(8) Uani 1 1 d . . . N8 N -0.0745(4) 0.2892(5) 0.9942(4) 0.0456(10) Uani 1 1 d . . . H8" H -0.1243 0.2037 0.9888 0.055 Uiso 1 1 d R . . H8' H 0.0201 0.3334 1.0448 0.055 Uiso 1 1 d R . . C1 C -0.3844(4) -0.0250(5) 0.3028(4) 0.0346(10) Uani 1 1 d . . . H1 H -0.4455 0.0167 0.2868 0.041 Uiso 1 1 calc R . . C2 C -0.3035(4) -0.1864(4) 0.2940(4) 0.0295(9) Uani 1 1 d . . . H2 H -0.2978 -0.2764 0.2709 0.035 Uiso 1 1 calc R . . C3 C -0.1193(4) 0.2894(5) 0.7862(4) 0.0330(9) Uani 1 1 d . . . H3 H -0.1564 0.3612 0.8146 0.040 Uiso 1 1 calc R . . C4 C -0.0298(4) 0.1352(5) 0.7818(4) 0.0324(9) Uani 1 1 d . . . H4 H 0.0072 0.0810 0.8068 0.039 Uiso 1 1 calc R . . C5 C 0.2318(4) 0.2907(4) 0.3863(4) 0.0262(8) Uani 1 1 d . . . C6 C 0.3553(4) 0.2876(4) 0.4505(4) 0.0283(8) Uani 1 1 d . . . H6 H 0.3561 0.2724 0.5210 0.034 Uiso 1 1 calc R . . C7 C 0.4773(4) 0.3067(4) 0.4110(4) 0.0278(8) Uani 1 1 d . . . C8 C 0.4761(4) 0.3285(4) 0.3046(4) 0.0281(8) Uani 1 1 d . . . H8 H 0.5572 0.3419 0.2776 0.034 Uiso 1 1 calc R . . C9 C 0.3520(4) 0.3303(4) 0.2387(4) 0.0274(8) Uani 1 1 d . . . C10 C 0.2315(4) 0.3130(4) 0.2799(4) 0.0291(9) Uani 1 1 d . . . H10 H 0.1503 0.3161 0.2367 0.035 Uiso 1 1 calc R . . C11 C 0.1008(4) 0.2690(4) 0.4307(4) 0.0292(9) Uani 1 1 d . . . C12 C 0.6095(4) 0.3016(4) 0.4830(4) 0.0314(9) Uani 1 1 d . . . O10 O 0.1352(19) 0.9148(17) 0.9053(15) 0.126(5) Uani 0.40 1 d PU A 1 O10' O 0.2949(19) 0.9551(17) 1.0169(19) 0.088(5) Uani 0.30 1 d PU B 2 O10" O 0.438(2) 0.9471(18) 0.983(2) 0.098(5) Uani 0.30 1 d PU . 3 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 0.0240(3) 0.0312(4) 0.0243(3) 0.0166(3) 0.0085(3) 0.0177(3) Cu2 0.0236(3) 0.0283(3) 0.0330(3) 0.0187(2) 0.0055(2) 0.0132(2) S1 0.0381(6) 0.0507(7) 0.0387(6) 0.0331(5) 0.0188(5) 0.0224(5) O1 0.0451(18) 0.0415(17) 0.0449(18) 0.0321(16) 0.0228(15) 0.0161(14) O2 0.0291(15) 0.0486(18) 0.063(2) 0.0383(17) 0.0239(15) 0.0238(14) O3 0.0455(18) 0.070(2) 0.049(2) 0.0432(19) 0.0171(15) 0.0340(17) O4 0.0273(14) 0.0423(17) 0.0458(18) 0.0259(15) 0.0117(13) 0.0217(13) O5 0.0435(19) 0.088(3) 0.077(2) 0.067(2) 0.0363(18) 0.0359(19) O6 0.0350(16) 0.067(2) 0.055(2) 0.0467(18) 0.0157(15) 0.0259(16) O7 0.103(3) 0.062(2) 0.039(2) 0.0284(19) 0.024(2) 0.038(2) O8 0.0310(15) 0.0342(15) 0.0432(17) 0.0243(14) 0.0045(13) 0.0155(13) O9 0.054(2) 0.104(3) 0.055(2) 0.032(2) 0.0083(19) 0.041(2) N1 0.0267(17) 0.0304(17) 0.0292(17) 0.0181(15) 0.0082(14) 0.0164(14) N2 0.0251(16) 0.0330(18) 0.0347(18) 0.0211(16) 0.0074(14) 0.0181(14) N3 0.0235(16) 0.0324(18) 0.0320(18) 0.0163(15) 0.0073(14) 0.0090(14) N4 0.0266(18) 0.040(2) 0.050(2) 0.0140(19) -0.0014(17) 0.0048(16) N5 0.0285(17) 0.0333(18) 0.0290(18) 0.0196(15) 0.0114(14) 0.0185(15) N6 0.0281(17) 0.0346(18) 0.0339(19) 0.0195(16) 0.0127(14) 0.0207(15) N7 0.0321(18) 0.044(2) 0.0272(18) 0.0198(16) 0.0138(14) 0.0188(16) N8 0.046(2) 0.065(3) 0.0272(19) 0.0230(19) 0.0170(17) 0.026(2) C1 0.026(2) 0.039(2) 0.043(2) 0.024(2) 0.0061(18) 0.0190(18) C2 0.033(2) 0.032(2) 0.030(2) 0.0185(18) 0.0113(17) 0.0176(18) C3 0.033(2) 0.039(2) 0.034(2) 0.0203(19) 0.0147(18) 0.0209(19) C4 0.035(2) 0.042(2) 0.031(2) 0.0237(19) 0.0111(18) 0.0218(19) C5 0.0245(19) 0.030(2) 0.032(2) 0.0207(17) 0.0101(16) 0.0133(16) C6 0.030(2) 0.035(2) 0.030(2) 0.0211(18) 0.0124(16) 0.0179(18) C7 0.0250(19) 0.031(2) 0.031(2) 0.0172(18) 0.0081(16) 0.0148(17) C8 0.0254(19) 0.035(2) 0.031(2) 0.0200(18) 0.0127(16) 0.0163(17) C9 0.0260(19) 0.035(2) 0.031(2) 0.0227(18) 0.0109(16) 0.0156(17) C10 0.027(2) 0.039(2) 0.035(2) 0.0261(19) 0.0118(17) 0.0190(18) C11 0.029(2) 0.027(2) 0.036(2) 0.0181(18) 0.0141(17) 0.0134(17) C12 0.030(2) 0.030(2) 0.035(2) 0.0164(19) 0.0052(17) 0.0175(17) O10 0.148(9) 0.102(8) 0.093(7) 0.066(7) 0.033(7) -0.008(6) O10' 0.106(9) 0.067(7) 0.119(9) 0.060(6) 0.065(7) 0.042(6) O10" 0.125(10) 0.078(8) 0.117(9) 0.056(7) 0.054(7) 0.061(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.031(3) . ? Cu1 N1 2.031(3) 2_556 ? Cu1 N5 2.040(3) . ? Cu1 N5 2.040(3) 2_556 ? Cu1 O1 2.322(3) . ? Cu1 O1 2.322(3) 2_556 ? Cu2 O8 1.967(3) . ? Cu2 O4 1.988(3) . ? Cu2 N2 2.002(3) 1_655 ? Cu2 N6 2.090(3) 1_655 ? Cu2 O2 2.296(3) 1_655 ? S1 O7 1.452(4) . ? S1 O6 1.459(3) . ? S1 O5 1.465(4) . ? S1 C9 1.788(4) . ? O1 C11 1.262(5) . ? O2 C11 1.271(5) . ? O2 Cu2 2.296(3) 1_455 ? O3 C12 1.248(5) . ? O4 C12 1.281(5) . ? O8 H8A 0.8499 . ? O8 H8B 0.8499 . ? O9 H9A 0.8515 . ? O9 H9B 0.8524 . ? N1 C2 1.314(5) . ? N1 N2 1.386(4) . ? N2 C1 1.322(5) . ? N2 Cu2 2.002(3) 1_455 ? N3 C2 1.343(5) . ? N3 C1 1.350(5) . ? N3 N4 1.421(5) . ? N4 H4" 0.8988 . ? N4 H4' 0.8991 . ? N5 C4 1.308(5) . ? N5 N6 1.381(4) . ? N6 C3 1.318(5) . ? N6 Cu2 2.090(3) 1_455 ? N7 C4 1.347(5) . ? N7 C3 1.353(5) . ? N7 N8 1.430(5) . ? N8 H8" 0.9006 . ? N8 H8' 0.8995 . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 C6 1.396(5) . ? C5 C10 1.399(6) . ? C5 C11 1.507(5) . ? C6 C7 1.390(6) . ? C6 H6 0.9300 . ? C7 C8 1.395(6) . ? C7 C12 1.522(5) . ? C8 C9 1.402(5) . ? C8 H8 0.9300 . ? C9 C10 1.388(6) . ? C10 H10 0.9300 . ? O10" O10" 1.30(3) 2_677 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 179.998(1) . 2_556 ? N1 Cu1 N5 90.32(13) . . ? N1 Cu1 N5 89.68(13) 2_556 . ? N1 Cu1 N5 89.68(13) . 2_556 ? N1 Cu1 N5 90.32(13) 2_556 2_556 ? N5 Cu1 N5 180.0 . 2_556 ? N1 Cu1 O1 89.86(12) . . ? N1 Cu1 O1 90.14(12) 2_556 . ? N5 Cu1 O1 83.28(12) . . ? N5 Cu1 O1 96.72(12) 2_556 . ? N1 Cu1 O1 90.14(12) . 2_556 ? N1 Cu1 O1 89.86(12) 2_556 2_556 ? N5 Cu1 O1 96.72(12) . 2_556 ? N5 Cu1 O1 83.28(12) 2_556 2_556 ? O1 Cu1 O1 180.0 . 2_556 ? O8 Cu2 O4 92.58(12) . . ? O8 Cu2 N2 175.59(12) . 1_655 ? O4 Cu2 N2 91.30(13) . 1_655 ? O8 Cu2 N6 87.62(13) . 1_655 ? O4 Cu2 N6 136.41(12) . 1_655 ? N2 Cu2 N6 88.14(14) 1_655 1_655 ? O8 Cu2 O2 89.49(12) . 1_655 ? O4 Cu2 O2 92.56(12) . 1_655 ? N2 Cu2 O2 92.41(13) 1_655 1_655 ? N6 Cu2 O2 131.02(12) 1_655 1_655 ? O7 S1 O6 111.8(2) . . ? O7 S1 O5 113.1(2) . . ? O6 S1 O5 111.9(2) . . ? O7 S1 C9 106.2(2) . . ? O6 S1 C9 106.82(18) . . ? O5 S1 C9 106.4(2) . . ? C11 O1 Cu1 138.9(3) . . ? C11 O2 Cu2 98.6(3) . 1_455 ? C12 O4 Cu2 111.1(3) . . ? Cu2 O8 H8A 125.1 . . ? Cu2 O8 H8B 109.1 . . ? H8A O8 H8B 105.2 . . ? H9A O9 H9B 105.6 . . ? C2 N1 N2 107.7(3) . . ? C2 N1 Cu1 127.9(3) . . ? N2 N1 Cu1 124.1(2) . . ? C1 N2 N1 106.5(3) . . ? C1 N2 Cu2 129.7(3) . 1_455 ? N1 N2 Cu2 123.1(2) . 1_455 ? C2 N3 C1 106.6(3) . . ? C2 N3 N4 129.5(4) . . ? C1 N3 N4 123.8(3) . . ? N3 N4 H4" 107.6 . . ? N3 N4 H4' 108.6 . . ? H4" N4 H4' 113.1 . . ? C4 N5 N6 107.4(3) . . ? C4 N5 Cu1 133.0(3) . . ? N6 N5 Cu1 119.6(2) . . ? C3 N6 N5 107.1(3) . . ? C3 N6 Cu2 126.9(3) . 1_455 ? N5 N6 Cu2 125.9(2) . 1_455 ? C4 N7 C3 106.2(3) . . ? C4 N7 N8 130.1(4) . . ? C3 N7 N8 123.5(3) . . ? N7 N8 H8" 101.9 . . ? N7 N8 H8' 105.1 . . ? H8" N8 H8' 112.9 . . ? N2 C1 N3 109.7(3) . . ? N2 C1 H1 125.2 . . ? N3 C1 H1 125.2 . . ? N1 C2 N3 109.5(3) . . ? N1 C2 H2 125.2 . . ? N3 C2 H2 125.2 . . ? N6 C3 N7 109.4(4) . . ? N6 C3 H3 125.3 . . ? N7 C3 H3 125.3 . . ? N5 C4 N7 109.8(4) . . ? N5 C4 H4 125.1 . . ? N7 C4 H4 125.1 . . ? C6 C5 C10 118.9(4) . . ? C6 C5 C11 120.3(4) . . ? C10 C5 C11 120.8(3) . . ? C7 C6 C5 121.4(4) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C6 C7 C8 119.4(3) . . ? C6 C7 C12 119.8(4) . . ? C8 C7 C12 120.8(4) . . ? C7 C8 C9 119.6(4) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 120.5(4) . . ? C10 C9 S1 119.2(3) . . ? C8 C9 S1 120.1(3) . . ? C9 C10 C5 120.2(4) . . ? C9 C10 H10 119.9 . . ? C5 C10 H10 119.9 . . ? O1 C11 O2 121.8(4) . . ? O1 C11 C5 118.8(3) . . ? O2 C11 C5 119.4(4) . . ? O3 C12 O4 124.6(4) . . ? O3 C12 C7 119.6(4) . . ? O4 C12 C7 115.7(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 N1 Cu1 O1 C11 -50.9(4) . . . . ? N1 Cu1 O1 C11 129.1(4) 2_556 . . . ? N5 Cu1 O1 C11 -141.3(4) . . . . ? N5 Cu1 O1 C11 38.7(4) 2_556 . . . ? O1 Cu1 O1 C11 -35(11) 2_556 . . . ? O8 Cu2 O4 C12 -93.6(3) . . . . ? N2 Cu2 O4 C12 84.3(3) 1_655 . . . ? N6 Cu2 O4 C12 -4.4(4) 1_655 . . . ? O2 Cu2 O4 C12 176.8(3) 1_655 . . . ? N1 Cu1 N1 C2 -49(7) 2_556 . . . ? N5 Cu1 N1 C2 -119.6(3) . . . . ? N5 Cu1 N1 C2 60.4(3) 2_556 . . . ? O1 Cu1 N1 C2 157.1(3) . . . . ? O1 Cu1 N1 C2 -22.9(3) 2_556 . . . ? N1 Cu1 N1 N2 123(7) 2_556 . . . ? N5 Cu1 N1 N2 52.4(3) . . . . ? N5 Cu1 N1 N2 -127.6(3) 2_556 . . . ? O1 Cu1 N1 N2 -30.8(3) . . . . ? O1 Cu1 N1 N2 149.2(3) 2_556 . . . ? C2 N1 N2 C1 0.3(4) . . . . ? Cu1 N1 N2 C1 -173.1(3) . . . . ? C2 N1 N2 Cu2 171.4(3) . . . 1_455 ? Cu1 N1 N2 Cu2 -2.0(4) . . . 1_455 ? N1 Cu1 N5 C4 134.0(4) . . . . ? N1 Cu1 N5 C4 -46.0(4) 2_556 . . . ? N5 Cu1 N5 C4 -139(8) 2_556 . . . ? O1 Cu1 N5 C4 -136.2(4) . . . . ? O1 Cu1 N5 C4 43.8(4) 2_556 . . . ? N1 Cu1 N5 N6 -46.7(3) . . . . ? N1 Cu1 N5 N6 133.3(3) 2_556 . . . ? N5 Cu1 N5 N6 40(8) 2_556 . . . ? O1 Cu1 N5 N6 43.1(3) . . . . ? O1 Cu1 N5 N6 -136.9(3) 2_556 . . . ? C4 N5 N6 C3 -0.7(4) . . . . ? Cu1 N5 N6 C3 179.8(3) . . . . ? C4 N5 N6 Cu2 175.5(3) . . . 1_455 ? Cu1 N5 N6 Cu2 -4.0(4) . . . 1_455 ? N1 N2 C1 N3 0.1(5) . . . . ? Cu2 N2 C1 N3 -170.2(3) 1_455 . . . ? C2 N3 C1 N2 -0.5(5) . . . . ? N4 N3 C1 N2 178.8(4) . . . . ? N2 N1 C2 N3 -0.6(4) . . . . ? Cu1 N1 C2 N3 172.5(3) . . . . ? C1 N3 C2 N1 0.7(5) . . . . ? N4 N3 C2 N1 -178.5(4) . . . . ? N5 N6 C3 N7 0.3(5) . . . . ? Cu2 N6 C3 N7 -175.9(3) 1_455 . . . ? C4 N7 C3 N6 0.2(5) . . . . ? N8 N7 C3 N6 176.4(4) . . . . ? N6 N5 C4 N7 0.8(5) . . . . ? Cu1 N5 C4 N7 -179.8(3) . . . . ? C3 N7 C4 N5 -0.6(5) . . . . ? N8 N7 C4 N5 -176.5(4) . . . . ? C10 C5 C6 C7 0.3(6) . . . . ? C11 C5 C6 C7 179.7(4) . . . . ? C5 C6 C7 C8 -0.4(6) . . . . ? C5 C6 C7 C12 -179.7(3) . . . . ? C6 C7 C8 C9 -0.3(6) . . . . ? C12 C7 C8 C9 179.0(3) . . . . ? C7 C8 C9 C10 1.1(6) . . . . ? C7 C8 C9 S1 -175.9(3) . . . . ? O7 S1 C9 C10 -88.6(4) . . . . ? O6 S1 C9 C10 30.9(4) . . . . ? O5 S1 C9 C10 150.6(3) . . . . ? O7 S1 C9 C8 88.4(4) . . . . ? O6 S1 C9 C8 -152.1(3) . . . . ? O5 S1 C9 C8 -32.4(4) . . . . ? C8 C9 C10 C5 -1.2(6) . . . . ? S1 C9 C10 C5 175.8(3) . . . . ? C6 C5 C10 C9 0.5(6) . . . . ? C11 C5 C10 C9 -178.9(4) . . . . ? Cu1 O1 C11 O2 86.3(5) . . . . ? Cu1 O1 C11 C5 -94.3(5) . . . . ? Cu2 O2 C11 O1 7.0(4) 1_455 . . . ? Cu2 O2 C11 C5 -172.4(3) 1_455 . . . ? C6 C5 C11 O1 -11.7(6) . . . . ? C10 C5 C11 O1 167.8(4) . . . . ? C6 C5 C11 O2 167.7(4) . . . . ? C10 C5 C11 O2 -12.8(6) . . . . ? Cu2 O4 C12 O3 6.6(5) . . . . ? Cu2 O4 C12 C7 -170.5(2) . . . . ? C6 C7 C12 O3 -0.1(6) . . . . ? C8 C7 C12 O3 -179.3(4) . . . . ? C6 C7 C12 O4 177.2(4) . . . . ? C8 C7 C12 O4 -2.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.860 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.093 data_n110304b _database_code_depnum_ccdc_archive 'CCDC 879901' #TrackingRef 'N110304B for 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H41.50 Cu3 N16 O21.75 S2' _chemical_formula_weight 1180.99 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.056(15) _cell_length_b 17.915(11) _cell_length_c 21.160(12) _cell_angle_alpha 90.00 _cell_angle_beta 112.998(9) _cell_angle_gamma 90.00 _cell_volume 8743(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2961 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 24.81 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.794 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4820 _exptl_absorpt_coefficient_mu 1.642 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7907 _exptl_absorpt_correction_T_max 0.8148 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21913 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_sigmaI/netI 0.0782 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.01 _reflns_number_total 7713 _reflns_number_gt 5230 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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. The unit cell contains 16 methanol molecules and 16 water molecules, both of which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. There are 130 constraints during the refinement of the structure. DFIX 1.42 0.01 N16 C15 N16' N15' DFIX 1.43 0.01 S2 O12 S2 O13 S2 O14 DFIX 1.43 0.01 S2 O12' S2 O13' S2 O14' SADI 0.001 N16 C8 N16 C9 SADI 0.001 O12 O13 O12 O14 O13 O14 SADI 0.001 O12' O13' O12' O14' O13' O14' SADI 0.001 N16' C8' N16' C9' ISOR 0.001 O12 O12' O13 O13' O14 O14' ISOR 0.001 N13 N15 N14 N16 C8 C9 ISOR 0.001 N13' N14' N15' N16' C8' C9' ISOR 0.005 O17 There is a large difference density of 2.337 \%A ^3^in this structure, which is located near the sulfonate O14 atom. ; _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^)+(0.1036P)^2^+8.2549P] 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 7713 _refine_ls_number_parameters 597 _refine_ls_number_restraints 130 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1862 _refine_ls_wR_factor_gt 0.1726 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.23008(3) 0.57978(4) 0.27796(3) 0.0218(2) Uani 1 1 d . B . Cu2 Cu 0.23188(3) 0.38665(4) 0.25764(4) 0.0237(2) Uani 1 1 d . . . S1 S 0.39962(7) 0.79877(11) 0.57627(9) 0.0425(5) Uani 1 1 d . . . S2 S 0.07789(9) 0.25242(15) 0.47676(14) 0.0677(8) Uani 1 1 d D . . O1 O 0.21172(17) 0.5700(2) 0.3905(2) 0.0291(10) Uani 1 1 d . . . O2 O 0.25757(16) 0.6548(2) 0.3551(2) 0.0260(10) Uani 1 1 d . . . O3 O 0.27792(17) 0.6472(3) 0.7013(2) 0.0307(10) Uani 1 1 d . . . O4 O 0.2412(3) 0.5515(3) 0.6311(3) 0.0676(19) Uani 1 1 d . . . O5 O 0.4477(2) 0.7546(4) 0.5733(3) 0.0662(18) Uani 1 1 d . . . O6 O 0.3801(2) 0.8535(3) 0.5222(3) 0.0666(18) Uani 1 1 d . . . O7 O 0.4118(2) 0.8270(3) 0.6444(3) 0.0599(16) Uani 1 1 d . . . O8 O 0.1952(2) 0.3660(3) 0.3317(2) 0.0485(14) Uani 1 1 d . . . O9 O 0.2509(2) 0.2767(3) 0.3242(3) 0.0485(14) Uani 1 1 d . . . O10 O 0.30011(19) 0.0704(3) 0.5007(3) 0.0430(12) Uani 1 1 d . A . O11 O 0.2301(2) 0.0406(3) 0.5353(3) 0.0419(12) Uani 1 1 d . A . H11 H 0.2468 0.0002 0.5443 0.063 Uiso 1 1 calc R . . O12 O 0.0753(6) 0.2064(7) 0.5285(6) 0.087(3) Uani 0.511(7) 1 d PDU A 1 O13 O 0.0298(4) 0.2308(8) 0.4102(5) 0.088(3) Uani 0.511(7) 1 d PDU A 1 O14 O 0.0722(6) 0.3290(5) 0.4853(7) 0.091(3) Uani 0.511(7) 1 d PDU A 1 O12' O 0.1080(5) 0.2974(7) 0.5408(5) 0.087(3) Uani 0.489(7) 1 d PDU A 2 O13' O 0.0586(5) 0.1849(6) 0.4931(8) 0.088(3) Uani 0.489(7) 1 d PDU A 2 O14' O 0.0400(5) 0.2967(7) 0.4252(6) 0.091(3) Uani 0.489(7) 1 d PDU A 2 O15 O 0.2817(2) 0.6353(3) 0.2274(3) 0.0531(14) Uani 1 1 d . . . H15A H 0.3118 0.6224 0.2209 0.080 Uiso 1 1 d R . . H15B H 0.2653 0.6682 0.1970 0.080 Uiso 1 1 d R . . O16 O 0.19338(16) 0.4950(2) 0.2180(2) 0.0232(9) Uani 1 1 d . . . H16 H 0.2001 0.5030 0.1759 0.028 Uiso 1 1 calc R B . N1 N 0.29886(19) 0.5159(3) 0.3308(2) 0.0234(11) Uani 1 1 d . . . N2 N 0.29879(19) 0.4402(3) 0.3236(2) 0.0252(12) Uani 1 1 d . . . N3 N 0.3824(2) 0.4732(3) 0.3978(3) 0.0384(15) Uani 1 1 d . . . N4 N 0.4403(3) 0.4725(4) 0.4457(4) 0.075(2) Uani 1 1 d . B . H4A H 0.4600 0.4367 0.4352 0.112 Uiso 1 1 d R . . H4B H 0.4407 0.4641 0.4873 0.112 Uiso 1 1 d R . . N5 N 0.1122(2) 0.3836(3) 0.1549(3) 0.0368(14) Uani 1 1 d . . . N6 N 0.16215(19) 0.3426(3) 0.1865(3) 0.0276(12) Uani 1 1 d . . . N7 N 0.0993(2) 0.2726(3) 0.1114(3) 0.0309(13) Uani 1 1 d . . . N8 N 0.0762(2) 0.2083(3) 0.0715(3) 0.0393(15) Uani 1 1 d . B . H8A H 0.0662 0.2192 0.0273 0.059 Uiso 1 1 d R . . H8B H 0.0449 0.1935 0.0784 0.059 Uiso 1 1 d R . . N9 N 0.1090(2) 0.6031(3) 0.1854(3) 0.0324(13) Uani 1 1 d . . . N10 N 0.15904(19) 0.6378(3) 0.2276(2) 0.0253(12) Uani 1 1 d . B . N11 N 0.0938(2) 0.7214(3) 0.1799(3) 0.0321(13) Uani 1 1 d . . . N12 N 0.0677(2) 0.7930(3) 0.1631(4) 0.0512(18) Uani 1 1 d . B . H12A H 0.0514 0.7971 0.1176 0.077 Uiso 1 1 d R . . H12B H 0.0408 0.7985 0.1804 0.077 Uiso 1 1 d R . . C1 C 0.3492(3) 0.4148(4) 0.3649(3) 0.0356(17) Uani 1 1 d . . . H1 H 0.3603 0.3649 0.3708 0.043 Uiso 1 1 calc R . . C2 C 0.3499(3) 0.5346(4) 0.3768(3) 0.0333(16) Uani 1 1 d . B . H2 H 0.3616 0.5829 0.3922 0.040 Uiso 1 1 calc R . . C3 C 0.1531(2) 0.2768(3) 0.1603(3) 0.0269(14) Uani 1 1 d . . . H3 H 0.1798 0.2378 0.1733 0.032 Uiso 1 1 calc R . . C4 C 0.0750(2) 0.3390(4) 0.1097(4) 0.0372(18) Uani 1 1 d . B . H4 H 0.0374 0.3519 0.0808 0.045 Uiso 1 1 calc R . . C5 C 0.1489(2) 0.7095(4) 0.2235(3) 0.0297(15) Uani 1 1 d . B . H5 H 0.1754 0.7464 0.2469 0.036 Uiso 1 1 calc R . . C6 C 0.0703(3) 0.6547(4) 0.1583(4) 0.0384(18) Uani 1 1 d . B . H6 H 0.0321 0.6463 0.1285 0.046 Uiso 1 1 calc R . . Cu3 Cu 0.10892(10) 0.48977(14) 0.18909(17) 0.0224(6) Uani 0.493(4) 1 d P B -1 O19 O 0.1236(7) 0.5221(9) 0.0598(7) 0.068(4) Uani 0.493(4) 1 d P B -1 N13 N -0.0142(3) 0.4804(7) 0.0995(3) 0.048(3) Uani 0.493(4) 1 d PGU B -1 N14 N 0.0280(2) 0.4878(5) 0.1675(4) 0.0281(17) Uani 0.493(4) 1 d PGU B -1 C8 C -0.0017(3) 0.4937(5) 0.2124(3) 0.032(2) Uani 0.493(4) 1 d PGDU B -1 H8 H 0.0155 0.4990 0.2599 0.038 Uiso 0.493(4) 1 calc PR B -1 N15 N -0.0621(2) 0.4900(5) 0.1722(4) 0.0278(17) Uani 0.493(4) 1 d PGDU B -1 C9 C -0.0698(3) 0.4817(8) 0.1024(3) 0.054(3) Uani 0.493(4) 1 d PGDU B -1 H9 H -0.1052 0.4779 0.0651 0.064 Uiso 0.493(4) 1 calc PR B -1 N16 N -0.1072(4) 0.4919(13) 0.1970(7) 0.036(3) Uani 0.493(4) 1 d PDU B -1 H16A H -0.1276 0.5331 0.1776 0.043 Uiso 0.493(4) 1 d PR B -1 H16B H -0.1303 0.4533 0.1759 0.043 Uiso 0.493(4) 1 d PR B -1 Cu3' Cu 0.10967(10) 0.49603(14) 0.15808(16) 0.0254(6) Uani 0.507(4) 1 d P B -2 O19' O 0.1210(7) 0.4807(13) 0.3034(9) 0.068(4) Uani 0.507(4) 1 d P B -2 N13' N -0.0116(3) 0.4893(7) 0.1384(3) 0.048(3) Uani 0.507(4) 1 d PGU B -2 N14' N 0.0285(2) 0.4971(5) 0.1065(3) 0.0281(17) Uani 0.507(4) 1 d PGU B -2 C8' C -0.0034(2) 0.5011(6) 0.0344(3) 0.032(2) Uani 0.507(4) 1 d PGDU B -2 H8' H 0.0122 0.5063 0.0013 0.038 Uiso 0.507(4) 1 calc PR B -2 N15' N -0.0632(2) 0.4957(5) 0.0218(3) 0.0278(17) Uani 0.507(4) 1 d PGDU B -2 C9' C -0.0683(3) 0.4884(7) 0.0861(4) 0.054(3) Uani 0.507(4) 1 d PGDU B -2 H9' H -0.1027 0.4839 0.0927 0.064 Uiso 0.507(4) 1 calc PR B -2 N16' N -0.1098(4) 0.5014(8) -0.0433(4) 0.036(3) Uani 0.507(4) 1 d PDU B -2 H16C H -0.1271 0.4572 -0.0440 0.043 Uiso 0.507(4) 1 d PR B -2 H16D H -0.1352 0.5364 -0.0420 0.043 Uiso 0.507(4) 1 d PR B -2 C10 C 0.2728(2) 0.6551(3) 0.4744(3) 0.0224(13) Uani 1 1 d . . . C11 C 0.2586(3) 0.6236(4) 0.5246(3) 0.0282(15) Uani 1 1 d . . . H11A H 0.2305 0.5864 0.5131 0.034 Uiso 1 1 calc R . . C12 C 0.2857(3) 0.6463(4) 0.5924(3) 0.0303(15) Uani 1 1 d . . . C13 C 0.3284(3) 0.7014(4) 0.6090(3) 0.0300(15) Uani 1 1 d . . . H13 H 0.3470 0.7177 0.6541 0.036 Uiso 1 1 calc R . . C14 C 0.3429(2) 0.7316(3) 0.5575(3) 0.0270(14) Uani 1 1 d . . . C15 C 0.3141(2) 0.7098(4) 0.4900(3) 0.0273(14) Uani 1 1 d . . . H15 H 0.3228 0.7320 0.4554 0.033 Uiso 1 1 calc R . . C16 C 0.2444(2) 0.6249(3) 0.4016(3) 0.0210(13) Uani 1 1 d . . . C17 C 0.2679(3) 0.6121(4) 0.6458(3) 0.0333(16) Uani 1 1 d . . . C18 C 0.1995(3) 0.2564(4) 0.3964(3) 0.0276(14) Uani 1 1 d . A . C19 C 0.2324(3) 0.1938(3) 0.4259(3) 0.0257(14) Uani 1 1 d . . . H19 H 0.2645 0.1818 0.4162 0.031 Uiso 1 1 calc R . . C20 C 0.2173(2) 0.1494(4) 0.4697(3) 0.0264(14) Uani 1 1 d . A . C21 C 0.1695(3) 0.1669(4) 0.4844(3) 0.0325(16) Uani 1 1 d . . . H21 H 0.1587 0.1359 0.5127 0.039 Uiso 1 1 calc R A . C22 C 0.1381(3) 0.2304(4) 0.4569(3) 0.0348(16) Uani 1 1 d . A . C23 C 0.1528(3) 0.2747(4) 0.4123(3) 0.0338(16) Uani 1 1 d . . . H23 H 0.1310 0.3171 0.3931 0.041 Uiso 1 1 calc R A . C24 C 0.2163(3) 0.3026(4) 0.3468(3) 0.0355(17) Uani 1 1 d . . . C25 C 0.2538(3) 0.0825(4) 0.5029(3) 0.0267(14) Uani 1 1 d . . . O17 O 0.5367(10) 0.4059(14) 0.4004(12) 0.067(6) Uani 0.25 1 d PU . . O18 O 0.5000 0.7523(6) 0.7500 0.080(3) Uani 1 2 d S . . 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 0.0197(3) 0.0231(4) 0.0186(4) -0.0013(3) 0.0033(3) -0.0009(3) Cu2 0.0249(4) 0.0241(4) 0.0208(4) -0.0001(3) 0.0077(3) -0.0013(3) S1 0.0289(8) 0.0532(12) 0.0405(11) -0.0104(9) 0.0082(7) -0.0175(8) S2 0.0513(12) 0.0801(18) 0.0936(18) 0.0398(15) 0.0518(13) 0.0329(12) O1 0.030(2) 0.030(3) 0.023(2) 0.0022(19) 0.0045(18) -0.0085(19) O2 0.030(2) 0.030(3) 0.018(2) 0.0018(19) 0.0087(17) -0.0006(18) O3 0.033(2) 0.042(3) 0.020(2) -0.006(2) 0.0139(18) -0.005(2) O4 0.128(5) 0.050(4) 0.048(3) -0.017(3) 0.060(4) -0.041(4) O5 0.027(2) 0.097(5) 0.073(4) -0.024(4) 0.017(3) -0.012(3) O6 0.068(4) 0.060(4) 0.064(4) 0.010(3) 0.017(3) -0.031(3) O7 0.054(3) 0.068(4) 0.045(3) -0.020(3) 0.006(3) -0.025(3) O8 0.073(3) 0.035(3) 0.029(3) 0.005(2) 0.010(2) -0.009(3) O9 0.062(3) 0.057(4) 0.041(3) 0.003(3) 0.035(3) -0.011(3) O10 0.041(3) 0.039(3) 0.058(3) 0.011(3) 0.028(2) 0.010(2) O11 0.044(3) 0.034(3) 0.049(3) 0.016(3) 0.020(2) 0.010(2) O12 0.085(5) 0.112(6) 0.088(6) 0.007(5) 0.060(5) 0.020(5) O13 0.058(5) 0.106(6) 0.117(6) 0.005(5) 0.054(5) 0.008(4) O14 0.082(5) 0.087(6) 0.125(7) 0.020(5) 0.063(5) 0.040(5) O12' 0.085(5) 0.112(6) 0.088(6) 0.007(5) 0.060(5) 0.020(5) O13' 0.058(5) 0.106(6) 0.117(6) 0.005(5) 0.054(5) 0.008(4) O14' 0.082(5) 0.087(6) 0.125(7) 0.020(5) 0.063(5) 0.040(5) O15 0.056(3) 0.066(4) 0.051(3) 0.021(3) 0.037(3) 0.007(3) O16 0.0212(19) 0.023(2) 0.021(2) 0.0006(18) 0.0041(16) -0.0006(16) N1 0.022(2) 0.022(3) 0.024(3) -0.003(2) 0.008(2) -0.002(2) N2 0.024(2) 0.029(3) 0.023(3) 0.002(2) 0.009(2) 0.002(2) N3 0.018(2) 0.049(4) 0.036(3) 0.003(3) -0.002(2) 0.002(2) N4 0.031(3) 0.082(6) 0.076(5) 0.004(4) -0.016(3) 0.010(3) N5 0.017(2) 0.025(3) 0.062(4) -0.005(3) 0.009(2) 0.000(2) N6 0.021(2) 0.028(3) 0.029(3) -0.003(2) 0.005(2) 0.001(2) N7 0.023(2) 0.027(3) 0.039(3) -0.007(3) 0.008(2) -0.006(2) N8 0.031(3) 0.039(4) 0.044(3) -0.017(3) 0.009(2) -0.010(2) N9 0.020(2) 0.034(3) 0.032(3) 0.000(3) -0.001(2) -0.009(2) N10 0.024(2) 0.024(3) 0.023(3) -0.001(2) 0.005(2) -0.001(2) N11 0.024(2) 0.020(3) 0.047(3) 0.007(3) 0.008(2) 0.007(2) N12 0.037(3) 0.025(3) 0.089(5) 0.012(3) 0.021(3) 0.008(3) C1 0.029(3) 0.034(4) 0.037(4) -0.001(3) 0.005(3) 0.012(3) C2 0.027(3) 0.029(4) 0.038(4) -0.001(3) 0.006(3) -0.005(3) C3 0.023(3) 0.025(4) 0.030(3) -0.004(3) 0.007(3) 0.006(2) C4 0.017(3) 0.025(4) 0.061(5) -0.008(3) 0.006(3) -0.005(3) C5 0.024(3) 0.031(4) 0.034(4) -0.004(3) 0.011(3) 0.000(3) C6 0.022(3) 0.026(4) 0.054(4) 0.000(3) 0.000(3) 0.001(3) Cu3 0.0163(7) 0.0204(10) 0.0281(16) -0.0028(11) 0.0058(11) -0.0009(6) O19 0.073(6) 0.088(10) 0.051(6) 0.005(5) 0.033(5) -0.025(6) N13 0.041(4) 0.064(5) 0.044(6) 0.002(5) 0.023(5) -0.003(3) N14 0.019(3) 0.033(4) 0.027(3) 0.002(3) 0.003(3) -0.001(3) C8 0.018(3) 0.045(5) 0.030(4) 0.002(4) 0.006(3) 0.004(3) N15 0.022(3) 0.038(4) 0.025(4) -0.007(3) 0.011(3) -0.002(3) C9 0.041(4) 0.075(5) 0.047(5) -0.002(5) 0.020(4) 0.005(4) N16 0.046(5) 0.036(5) 0.022(4) 0.001(4) 0.009(4) 0.008(4) Cu3' 0.0186(8) 0.0245(10) 0.0268(15) 0.0012(11) 0.0020(11) -0.0012(6) O19' 0.073(6) 0.088(10) 0.051(6) 0.005(5) 0.033(5) -0.025(6) N13' 0.041(4) 0.064(5) 0.044(6) 0.002(5) 0.023(5) -0.003(3) N14' 0.019(3) 0.033(4) 0.027(3) 0.002(3) 0.003(3) -0.001(3) C8' 0.018(3) 0.045(5) 0.030(4) 0.002(4) 0.006(3) 0.004(3) N15' 0.022(3) 0.038(4) 0.025(4) -0.007(3) 0.011(3) -0.002(3) C9' 0.041(4) 0.075(5) 0.047(5) -0.002(5) 0.020(4) 0.005(4) N16' 0.046(5) 0.036(5) 0.022(4) 0.001(4) 0.009(4) 0.008(4) C10 0.019(3) 0.028(4) 0.017(3) 0.001(3) 0.004(2) 0.005(2) C11 0.034(3) 0.027(4) 0.020(3) 0.000(3) 0.007(3) -0.004(3) C12 0.031(3) 0.035(4) 0.020(3) -0.001(3) 0.006(3) 0.003(3) C13 0.030(3) 0.034(4) 0.023(3) -0.002(3) 0.008(3) 0.003(3) C14 0.024(3) 0.028(4) 0.026(3) -0.002(3) 0.005(3) -0.001(3) C15 0.025(3) 0.036(4) 0.023(3) 0.001(3) 0.011(2) 0.000(3) C16 0.019(3) 0.024(3) 0.019(3) -0.005(3) 0.006(2) 0.003(2) C17 0.039(4) 0.034(4) 0.030(4) 0.001(3) 0.017(3) -0.001(3) C18 0.033(3) 0.026(4) 0.027(3) -0.002(3) 0.014(3) -0.003(3) C19 0.032(3) 0.028(4) 0.016(3) -0.001(3) 0.007(2) 0.002(3) C20 0.029(3) 0.028(4) 0.026(3) -0.001(3) 0.015(3) 0.003(3) C21 0.031(3) 0.034(4) 0.035(4) 0.012(3) 0.016(3) 0.003(3) C22 0.030(3) 0.039(4) 0.040(4) 0.012(3) 0.019(3) 0.010(3) C23 0.034(3) 0.028(4) 0.035(4) 0.012(3) 0.008(3) 0.009(3) C24 0.049(4) 0.030(4) 0.020(3) -0.002(3) 0.006(3) -0.011(3) C25 0.032(3) 0.027(4) 0.022(3) 0.000(3) 0.012(3) -0.001(3) O17 0.063(7) 0.063(8) 0.072(8) -0.004(5) 0.026(5) 0.005(5) O18 0.074(6) 0.106(8) 0.060(6) 0.000 0.026(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O16 1.962(4) . ? Cu1 N10 1.976(5) . ? Cu1 N1 2.005(5) . ? Cu1 O2 2.016(4) . ? Cu1 O15 2.211(5) . ? Cu2 N2 1.962(5) . ? Cu2 N6 1.971(5) . ? Cu2 O3 2.048(4) 6_565 ? Cu2 O8 2.135(5) . ? Cu2 O16 2.184(4) . ? Cu2 O9 2.359(5) . ? S1 O6 1.439(6) . ? S1 O7 1.442(6) . ? S1 O5 1.463(6) . ? S1 C14 1.785(6) . ? S2 O14' 1.383(8) . ? S2 O12 1.392(8) . ? S2 O13' 1.396(9) . ? S2 O14 1.398(8) . ? S2 O12' 1.502(8) . ? S2 O13 1.504(8) . ? S2 C22 1.761(7) . ? O1 C16 1.243(7) . ? O2 C16 1.273(7) . ? O3 C17 1.267(8) . ? O3 Cu2 2.048(4) 6_566 ? O4 C17 1.250(8) . ? O8 C24 1.240(8) . ? O9 C24 1.233(9) . ? O10 C25 1.199(7) . ? O11 C25 1.305(8) . ? O11 H11 0.8200 . ? O15 H15A 0.8493 . ? O15 H15B 0.8503 . ? O16 Cu3 1.962(5) . ? O16 Cu3' 1.982(4) . ? O16 H16 0.9800 . ? N1 C2 1.312(7) . ? N1 N2 1.366(7) . ? N2 C1 1.306(7) . ? N3 C2 1.337(9) . ? N3 C1 1.348(9) . ? N3 N4 1.409(7) . ? N4 H4A 0.8900 . ? N4 H4B 0.8900 . ? N5 C4 1.313(8) . ? N5 N6 1.379(7) . ? N5 Cu3' 2.017(6) . ? N5 Cu3 2.048(6) . ? N6 C3 1.285(8) . ? N7 C4 1.329(8) . ? N7 C3 1.343(7) . ? N7 N8 1.412(7) . ? N8 H8A 0.8900 . ? N8 H8B 0.8900 . ? N9 C6 1.300(8) . ? N9 N10 1.372(6) . ? N9 Cu3' 2.005(6) . ? N9 Cu3 2.032(6) . ? N10 C5 1.306(8) . ? N11 C6 1.331(8) . ? N11 C5 1.345(7) . ? N11 N12 1.420(7) . ? N12 H12A 0.8900 . ? N12 H12B 0.8900 . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? Cu3 N14 1.898(6) . ? N13 C9 1.4200 . ? N13 N14 1.4200 . ? N14 C8 1.4200 . ? C8 N15 1.4200 . ? C8 H8 0.9300 . ? N15 C9 1.4200 . ? N15 N16 1.4201(13) . ? C9 H9 0.9300 . ? N16 H16A 0.9000 . ? N16 H16B 0.9000 . ? Cu3' N14' 1.895(5) . ? N13' N14' 1.4200 . ? N13' C9' 1.4200 . ? N14' C8' 1.4200 . ? C8' N15' 1.4200 . ? C8' H8' 0.9300 . ? N15' N16' 1.4197(12) . ? N15' C9' 1.4200 . ? C9' H9' 0.9300 . ? N16' H16C 0.9000 . ? N16' H16D 0.9000 . ? C10 C11 1.367(8) . ? C10 C15 1.367(8) . ? C10 C16 1.523(8) . ? C11 C12 1.387(8) . ? C11 H11A 0.9300 . ? C12 C13 1.397(9) . ? C12 C17 1.497(9) . ? C13 C14 1.385(9) . ? C13 H13 0.9300 . ? C14 C15 1.381(8) . ? C15 H15 0.9300 . ? C18 C23 1.378(9) . ? C18 C19 1.387(9) . ? C18 C24 1.519(9) . ? C19 C20 1.381(9) . ? C19 H19 0.9300 . ? C20 C21 1.387(9) . ? C20 C25 1.504(8) . ? C21 C22 1.376(9) . ? C21 H21 0.9300 . ? C22 C23 1.389(9) . ? C23 H23 0.9300 . ? 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 O16 Cu1 N10 87.87(18) . . ? O16 Cu1 N1 90.15(18) . . ? N10 Cu1 N1 176.1(2) . . ? O16 Cu1 O2 164.77(17) . . ? N10 Cu1 O2 92.08(19) . . ? N1 Cu1 O2 88.96(18) . . ? O16 Cu1 O15 104.5(2) . . ? N10 Cu1 O15 94.4(2) . . ? N1 Cu1 O15 89.3(2) . . ? O2 Cu1 O15 90.69(19) . . ? N2 Cu2 N6 174.2(2) . . ? N2 Cu2 O3 92.26(19) . 6_565 ? N6 Cu2 O3 88.3(2) . 6_565 ? N2 Cu2 O8 93.2(2) . . ? N6 Cu2 O8 89.0(2) . . ? O3 Cu2 O8 151.3(2) 6_565 . ? N2 Cu2 O16 87.98(18) . . ? N6 Cu2 O16 86.35(18) . . ? O3 Cu2 O16 107.71(17) 6_565 . ? O8 Cu2 O16 100.58(18) . . ? N2 Cu2 O9 93.81(19) . . ? N6 Cu2 O9 91.9(2) . . ? O3 Cu2 O9 94.16(18) 6_565 . ? O8 Cu2 O9 57.42(19) . . ? O16 Cu2 O9 157.98(18) . . ? O6 S1 O7 115.4(4) . . ? O6 S1 O5 111.4(4) . . ? O7 S1 O5 112.1(3) . . ? O6 S1 C14 106.7(3) . . ? O7 S1 C14 107.3(3) . . ? O5 S1 C14 102.9(3) . . ? O14' S2 O12 137.0(9) . . ? O14' S2 O13' 119.7(6) . . ? O12 S2 O13' 33.4(7) . . ? O14' S2 O14 57.7(6) . . ? O12 S2 O14 116.1(6) . . ? O13' S2 O14 139.1(8) . . ? O14' S2 O12' 110.6(6) . . ? O12 S2 O12' 76.7(6) . . ? O13' S2 O12' 110.0(6) . . ? O14 S2 O12' 52.9(6) . . ? O14' S2 O13 49.9(6) . . ? O12 S2 O13 108.6(6) . . ? O13' S2 O13 77.3(7) . . ? O14 S2 O13 106.8(5) . . ? O12' S2 O13 156.9(7) . . ? O14' S2 C22 109.2(6) . . ? O12 S2 C22 111.2(6) . . ? O13' S2 C22 106.0(7) . . ? O14 S2 C22 113.0(6) . . ? O12' S2 C22 99.2(6) . . ? O13 S2 C22 99.6(5) . . ? C16 O2 Cu1 103.6(4) . . ? C17 O3 Cu2 116.2(4) . 6_566 ? C24 O8 Cu2 95.0(5) . . ? C24 O9 Cu2 84.8(4) . . ? C25 O11 H11 109.5 . . ? Cu1 O15 H15A 132.8 . . ? Cu1 O15 H15B 118.5 . . ? H15A O15 H15B 105.2 . . ? Cu1 O16 Cu3 114.5(2) . . ? Cu1 O16 Cu3' 121.2(2) . . ? Cu3 O16 Cu3' 19.64(7) . . ? Cu1 O16 Cu2 114.51(17) . . ? Cu3 O16 Cu2 109.74(19) . . ? Cu3' O16 Cu2 116.86(19) . . ? Cu1 O16 H16 105.7 . . ? Cu3 O16 H16 105.7 . . ? Cu3' O16 H16 86.1 . . ? Cu2 O16 H16 105.7 . . ? C2 N1 N2 107.1(5) . . ? C2 N1 Cu1 130.1(4) . . ? N2 N1 Cu1 122.8(3) . . ? C1 N2 N1 108.2(5) . . ? C1 N2 Cu2 129.8(5) . . ? N1 N2 Cu2 121.9(3) . . ? C2 N3 C1 107.2(5) . . ? C2 N3 N4 124.6(6) . . ? C1 N3 N4 128.2(6) . . ? N3 N4 H4A 110.1 . . ? N3 N4 H4B 108.9 . . ? H4A N4 H4B 109.5 . . ? C4 N5 N6 106.3(5) . . ? C4 N5 Cu3' 127.6(5) . . ? N6 N5 Cu3' 123.4(4) . . ? C4 N5 Cu3 135.1(4) . . ? N6 N5 Cu3 118.5(4) . . ? Cu3' N5 Cu3 19.05(8) . . ? C3 N6 N5 107.8(5) . . ? C3 N6 Cu2 130.7(4) . . ? N5 N6 Cu2 121.6(4) . . ? C4 N7 C3 106.4(5) . . ? C4 N7 N8 129.6(5) . . ? C3 N7 N8 124.0(5) . . ? N7 N8 H8A 109.3 . . ? N7 N8 H8B 109.0 . . ? H8A N8 H8B 109.5 . . ? C6 N9 N10 107.4(5) . . ? C6 N9 Cu3' 129.9(4) . . ? N10 N9 Cu3' 120.9(4) . . ? C6 N9 Cu3 135.7(4) . . ? N10 N9 Cu3 116.3(4) . . ? Cu3' N9 Cu3 19.18(8) . . ? C5 N10 N9 107.3(5) . . ? C5 N10 Cu1 131.7(4) . . ? N9 N10 Cu1 120.9(4) . . ? C6 N11 C5 107.0(5) . . ? C6 N11 N12 128.8(5) . . ? C5 N11 N12 124.2(5) . . ? N11 N12 H12A 108.4 . . ? N11 N12 H12B 110.2 . . ? H12A N12 H12B 109.5 . . ? N2 C1 N3 108.4(6) . . ? N2 C1 H1 125.8 . . ? N3 C1 H1 125.8 . . ? N1 C2 N3 109.1(6) . . ? N1 C2 H2 125.5 . . ? N3 C2 H2 125.5 . . ? N6 C3 N7 109.8(5) . . ? N6 C3 H3 125.1 . . ? N7 C3 H3 125.1 . . ? N5 C4 N7 109.8(5) . . ? N5 C4 H4 125.1 . . ? N7 C4 H4 125.1 . . ? N10 C5 N11 108.8(5) . . ? N10 C5 H5 125.6 . . ? N11 C5 H5 125.6 . . ? N9 C6 N11 109.4(5) . . ? N9 C6 H6 125.3 . . ? N11 C6 H6 125.3 . . ? N14 Cu3 O16 175.7(3) . . ? N14 Cu3 N9 91.5(3) . . ? O16 Cu3 N9 86.9(2) . . ? N14 Cu3 N5 94.8(3) . . ? O16 Cu3 N5 88.2(2) . . ? N9 Cu3 N5 156.0(3) . . ? C9 N13 N14 108.0 . . ? C8 N14 N13 108.0 . . ? C8 N14 Cu3 128.8(4) . . ? N13 N14 Cu3 123.2(4) . . ? N15 C8 N14 108.0 . . ? N15 C8 H8 126.0 . . ? N14 C8 H8 126.0 . . ? C8 N15 C9 108.0 . . ? C8 N15 N16 126.4(4) . . ? C9 N15 N16 125.6(4) . . ? N13 C9 N15 108.0 . . ? N13 C9 H9 126.0 . . ? N15 C9 H9 126.0 . . ? N15 N16 H16A 104.0 . . ? N15 N16 H16B 104.4 . . ? H16A N16 H16B 105.3 . . ? N14' Cu3' O16 175.9(3) . . ? N14' Cu3' N9 91.6(3) . . ? O16 Cu3' N9 87.1(2) . . ? N14' Cu3' N5 91.8(3) . . ? O16 Cu3' N5 88.5(2) . . ? N9 Cu3' N5 165.6(3) . . ? N14' N13' C9' 108.0 . . ? C8' N14' N13' 108.0 . . ? C8' N14' Cu3' 130.3(4) . . ? N13' N14' Cu3' 121.6(4) . . ? N15' C8' N14' 108.0 . . ? N15' C8' H8' 126.0 . . ? N14' C8' H8' 126.0 . . ? N16' N15' C8' 125.8(4) . . ? N16' N15' C9' 126.1(4) . . ? C8' N15' C9' 108.0 . . ? N15' C9' N13' 108.0 . . ? N15' C9' H9' 126.0 . . ? N13' C9' H9' 126.0 . . ? N15' N16' H16C 99.1 . . ? N15' N16' H16D 110.0 . . ? H16C N16' H16D 105.9 . . ? C11 C10 C15 120.8(5) . . ? C11 C10 C16 118.6(5) . . ? C15 C10 C16 120.6(6) . . ? C10 C11 C12 120.7(6) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C11 C12 C13 119.0(6) . . ? C11 C12 C17 119.4(6) . . ? C13 C12 C17 121.6(6) . . ? C14 C13 C12 119.2(6) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C15 C14 C13 120.8(6) . . ? C15 C14 S1 118.0(5) . . ? C13 C14 S1 121.2(5) . . ? C10 C15 C14 119.4(6) . . ? C10 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? O1 C16 O2 122.6(5) . . ? O1 C16 C10 119.1(5) . . ? O2 C16 C10 118.3(5) . . ? O4 C17 O3 123.6(6) . . ? O4 C17 C12 117.2(6) . . ? O3 C17 C12 119.2(6) . . ? C23 C18 C19 119.6(6) . . ? C23 C18 C24 122.0(6) . . ? C19 C18 C24 118.4(6) . . ? C20 C19 C18 119.9(6) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 120.4(6) . . ? C19 C20 C25 119.8(5) . . ? C21 C20 C25 119.7(6) . . ? C22 C21 C20 119.6(6) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C21 C22 C23 120.1(6) . . ? C21 C22 S2 119.1(5) . . ? C23 C22 S2 120.8(5) . . ? C18 C23 C22 120.4(6) . . ? C18 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? O9 C24 O8 122.4(7) . . ? O9 C24 C18 119.3(6) . . ? O8 C24 C18 118.3(7) . . ? O10 C25 O11 124.2(6) . . ? O10 C25 C20 123.1(6) . . ? O11 C25 C20 112.7(5) . . ? 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 O16 Cu1 O2 C16 11.1(8) . . . . ? N10 Cu1 O2 C16 100.6(3) . . . . ? N1 Cu1 O2 C16 -75.6(3) . . . . ? O15 Cu1 O2 C16 -165.0(3) . . . . ? N2 Cu2 O8 C24 -95.8(4) . . . . ? N6 Cu2 O8 C24 89.6(4) . . . . ? O3 Cu2 O8 C24 4.9(6) 6_565 . . . ? O16 Cu2 O8 C24 175.7(4) . . . . ? O9 Cu2 O8 C24 -3.3(4) . . . . ? N2 Cu2 O9 C24 94.7(4) . . . . ? N6 Cu2 O9 C24 -84.3(4) . . . . ? O3 Cu2 O9 C24 -172.7(4) 6_565 . . . ? O8 Cu2 O9 C24 3.3(4) . . . . ? O16 Cu2 O9 C24 0.7(7) . . . . ? N10 Cu1 O16 Cu3 -33.0(3) . . . . ? N1 Cu1 O16 Cu3 143.6(3) . . . . ? O2 Cu1 O16 Cu3 57.0(7) . . . . ? O15 Cu1 O16 Cu3 -127.0(2) . . . . ? N10 Cu1 O16 Cu3' -12.1(3) . . . . ? N1 Cu1 O16 Cu3' 164.6(3) . . . . ? O2 Cu1 O16 Cu3' 78.0(7) . . . . ? O15 Cu1 O16 Cu3' -106.1(3) . . . . ? N10 Cu1 O16 Cu2 -161.1(2) . . . . ? N1 Cu1 O16 Cu2 15.6(2) . . . . ? O2 Cu1 O16 Cu2 -71.0(6) . . . . ? O15 Cu1 O16 Cu2 105.0(2) . . . . ? N2 Cu2 O16 Cu1 -15.1(2) . . . . ? N6 Cu2 O16 Cu1 166.2(2) . . . . ? O3 Cu2 O16 Cu1 -106.8(2) 6_565 . . . ? O8 Cu2 O16 Cu1 77.8(2) . . . . ? O9 Cu2 O16 Cu1 80.1(5) . . . . ? N2 Cu2 O16 Cu3 -145.5(2) . . . . ? N6 Cu2 O16 Cu3 35.7(2) . . . . ? O3 Cu2 O16 Cu3 122.8(2) 6_565 . . . ? O8 Cu2 O16 Cu3 -52.6(2) . . . . ? O9 Cu2 O16 Cu3 -50.3(5) . . . . ? N2 Cu2 O16 Cu3' -165.5(3) . . . . ? N6 Cu2 O16 Cu3' 15.8(3) . . . . ? O3 Cu2 O16 Cu3' 102.8(3) 6_565 . . . ? O8 Cu2 O16 Cu3' -72.6(3) . . . . ? O9 Cu2 O16 Cu3' -70.3(5) . . . . ? O16 Cu1 N1 C2 168.7(6) . . . . ? N10 Cu1 N1 C2 -132(3) . . . . ? O2 Cu1 N1 C2 -26.6(6) . . . . ? O15 Cu1 N1 C2 64.2(6) . . . . ? O16 Cu1 N1 N2 -12.0(4) . . . . ? N10 Cu1 N1 N2 47(3) . . . . ? O2 Cu1 N1 N2 152.8(4) . . . . ? O15 Cu1 N1 N2 -116.5(5) . . . . ? C2 N1 N2 C1 0.1(7) . . . . ? Cu1 N1 N2 C1 -179.4(4) . . . . ? C2 N1 N2 Cu2 -178.0(4) . . . . ? Cu1 N1 N2 Cu2 2.5(6) . . . . ? N6 Cu2 N2 C1 -157.7(19) . . . . ? O3 Cu2 N2 C1 -62.4(6) 6_565 . . . ? O8 Cu2 N2 C1 89.4(6) . . . . ? O16 Cu2 N2 C1 -170.1(6) . . . . ? O9 Cu2 N2 C1 31.9(6) . . . . ? N6 Cu2 N2 N1 20(2) . . . . ? O3 Cu2 N2 N1 115.2(4) 6_565 . . . ? O8 Cu2 N2 N1 -92.9(4) . . . . ? O16 Cu2 N2 N1 7.6(4) . . . . ? O9 Cu2 N2 N1 -150.4(4) . . . . ? C4 N5 N6 C3 -0.6(8) . . . . ? Cu3' N5 N6 C3 -163.0(5) . . . . ? Cu3 N5 N6 C3 175.5(5) . . . . ? C4 N5 N6 Cu2 178.6(5) . . . . ? Cu3' N5 N6 Cu2 16.2(7) . . . . ? Cu3 N5 N6 Cu2 -5.3(7) . . . . ? N2 Cu2 N6 C3 148.3(19) . . . . ? O3 Cu2 N6 C3 52.8(6) 6_565 . . . ? O8 Cu2 N6 C3 -98.6(6) . . . . ? O16 Cu2 N6 C3 160.7(6) . . . . ? O9 Cu2 N6 C3 -41.3(6) . . . . ? N2 Cu2 N6 N5 -31(2) . . . . ? O3 Cu2 N6 N5 -126.1(5) 6_565 . . . ? O8 Cu2 N6 N5 82.5(5) . . . . ? O16 Cu2 N6 N5 -18.2(5) . . . . ? O9 Cu2 N6 N5 139.8(5) . . . . ? C6 N9 N10 C5 -1.0(7) . . . . ? Cu3' N9 N10 C5 165.2(5) . . . . ? Cu3 N9 N10 C5 -173.5(4) . . . . ? C6 N9 N10 Cu1 -178.7(5) . . . . ? Cu3' N9 N10 Cu1 -12.4(6) . . . . ? Cu3 N9 N10 Cu1 8.8(6) . . . . ? O16 Cu1 N10 C5 -162.8(6) . . . . ? N1 Cu1 N10 C5 138(3) . . . . ? O2 Cu1 N10 C5 32.4(6) . . . . ? O15 Cu1 N10 C5 -58.4(6) . . . . ? O16 Cu1 N10 N9 14.1(4) . . . . ? N1 Cu1 N10 N9 -45(3) . . . . ? O2 Cu1 N10 N9 -150.6(4) . . . . ? O15 Cu1 N10 N9 118.5(5) . . . . ? N1 N2 C1 N3 -1.3(7) . . . . ? Cu2 N2 C1 N3 176.6(4) . . . . ? C2 N3 C1 N2 2.0(8) . . . . ? N4 N3 C1 N2 -178.2(7) . . . . ? N2 N1 C2 N3 1.2(7) . . . . ? Cu1 N1 C2 N3 -179.4(4) . . . . ? C1 N3 C2 N1 -2.0(8) . . . . ? N4 N3 C2 N1 178.3(7) . . . . ? N5 N6 C3 N7 1.1(7) . . . . ? Cu2 N6 C3 N7 -177.9(4) . . . . ? C4 N7 C3 N6 -1.3(8) . . . . ? N8 N7 C3 N6 178.4(6) . . . . ? N6 N5 C4 N7 -0.2(8) . . . . ? Cu3' N5 C4 N7 161.2(5) . . . . ? Cu3 N5 C4 N7 -175.4(5) . . . . ? C3 N7 C4 N5 0.9(8) . . . . ? N8 N7 C4 N5 -178.8(6) . . . . ? N9 N10 C5 N11 0.0(7) . . . . ? Cu1 N10 C5 N11 177.3(4) . . . . ? C6 N11 C5 N10 1.0(8) . . . . ? N12 N11 C5 N10 179.9(6) . . . . ? N10 N9 C6 N11 1.7(8) . . . . ? Cu3' N9 C6 N11 -162.9(5) . . . . ? Cu3 N9 C6 N11 172.0(5) . . . . ? C5 N11 C6 N9 -1.7(8) . . . . ? N12 N11 C6 N9 179.5(7) . . . . ? Cu1 O16 Cu3 N14 -33(5) . . . . ? Cu3' O16 Cu3 N14 -148(5) . . . . ? Cu2 O16 Cu3 N14 97(4) . . . . ? Cu1 O16 Cu3 N9 36.1(3) . . . . ? Cu3' O16 Cu3 N9 -78.5(4) . . . . ? Cu2 O16 Cu3 N9 166.5(2) . . . . ? Cu1 O16 Cu3 N5 -167.4(3) . . . . ? Cu3' O16 Cu3 N5 78.0(4) . . . . ? Cu2 O16 Cu3 N5 -37.0(3) . . . . ? C6 N9 Cu3 N14 -20.2(8) . . . . ? N10 N9 Cu3 N14 149.5(5) . . . . ? Cu3' N9 Cu3 N14 -101.7(5) . . . . ? C6 N9 Cu3 O16 163.8(7) . . . . ? N10 N9 Cu3 O16 -26.5(5) . . . . ? Cu3' N9 Cu3 O16 82.3(4) . . . . ? C6 N9 Cu3 N5 85.2(9) . . . . ? N10 N9 Cu3 N5 -105.0(6) . . . . ? Cu3' N9 Cu3 N5 3.8(5) . . . . ? C4 N5 Cu3 N14 25.9(8) . . . . ? N6 N5 Cu3 N14 -148.8(5) . . . . ? Cu3' N5 Cu3 N14 101.0(5) . . . . ? C4 N5 Cu3 O16 -157.2(7) . . . . ? N6 N5 Cu3 O16 28.1(5) . . . . ? Cu3' N5 Cu3 O16 -82.1(4) . . . . ? C4 N5 Cu3 N9 -78.9(9) . . . . ? N6 N5 Cu3 N9 106.4(7) . . . . ? Cu3' N5 Cu3 N9 -3.8(5) . . . . ? C9 N13 N14 C8 0.0 . . . . ? C9 N13 N14 Cu3 -179.4(7) . . . . ? O16 Cu3 N14 C8 -17(5) . . . . ? N9 Cu3 N14 C8 -85.8(7) . . . . ? N5 Cu3 N14 C8 117.3(7) . . . . ? O16 Cu3 N14 N13 163(4) . . . . ? N9 Cu3 N14 N13 93.5(7) . . . . ? N5 Cu3 N14 N13 -63.4(7) . . . . ? N13 N14 C8 N15 0.0 . . . . ? Cu3 N14 C8 N15 179.4(8) . . . . ? N14 C8 N15 C9 0.0 . . . . ? N14 C8 N15 N16 178.3(15) . . . . ? N14 N13 C9 N15 0.0 . . . . ? C8 N15 C9 N13 0.0 . . . . ? N16 N15 C9 N13 -178.4(15) . . . . ? Cu1 O16 Cu3' N14' -65(5) . . . . ? Cu3 O16 Cu3' N14' 11(4) . . . . ? Cu2 O16 Cu3' N14' 84(5) . . . . ? Cu1 O16 Cu3' N9 7.8(3) . . . . ? Cu3 O16 Cu3' N9 83.1(4) . . . . ? Cu2 O16 Cu3' N9 156.1(3) . . . . ? Cu1 O16 Cu3' N5 -158.5(3) . . . . ? Cu3 O16 Cu3' N5 -83.2(4) . . . . ? Cu2 O16 Cu3' N5 -10.2(3) . . . . ? C6 N9 Cu3' N14' -18.4(7) . . . . ? N10 N9 Cu3' N14' 178.8(5) . . . . ? Cu3 N9 Cu3' N14' 97.4(5) . . . . ? C6 N9 Cu3' O16 165.5(7) . . . . ? N10 N9 Cu3' O16 2.7(5) . . . . ? Cu3 N9 Cu3' O16 -78.7(4) . . . . ? C6 N9 Cu3' N5 -122.0(10) . . . . ? N10 N9 Cu3' N5 75.1(11) . . . . ? Cu3 N9 Cu3' N5 -6.3(8) . . . . ? C4 N5 Cu3' N14' 23.2(7) . . . . ? N6 N5 Cu3' N14' -178.3(6) . . . . ? Cu3 N5 Cu3' N14' -97.4(5) . . . . ? C4 N5 Cu3' O16 -160.9(6) . . . . ? N6 N5 Cu3' O16 -2.4(5) . . . . ? Cu3 N5 Cu3' O16 78.6(4) . . . . ? C4 N5 Cu3' N9 126.8(10) . . . . ? N6 N5 Cu3' N9 -74.7(11) . . . . ? Cu3 N5 Cu3' N9 6.3(8) . . . . ? C9' N13' N14' C8' 0.0 . . . . ? C9' N13' N14' Cu3' -177.0(7) . . . . ? O16 Cu3' N14' C8' 176(4) . . . . ? N9 Cu3' N14' C8' 103.6(6) . . . . ? N5 Cu3' N14' C8' -90.4(6) . . . . ? O16 Cu3' N14' N13' -8(5) . . . . ? N9 Cu3' N14' N13' -80.2(7) . . . . ? N5 Cu3' N14' N13' 85.8(7) . . . . ? N13' N14' C8' N15' 0.0 . . . . ? Cu3' N14' C8' N15' 176.6(8) . . . . ? N14' C8' N15' N16' 176.3(11) . . . . ? N14' C8' N15' C9' 0.0 . . . . ? N16' N15' C9' N13' -176.3(11) . . . . ? C8' N15' C9' N13' 0.0 . . . . ? N14' N13' C9' N15' 0.0 . . . . ? C15 C10 C11 C12 0.1(9) . . . . ? C16 C10 C11 C12 176.4(5) . . . . ? C10 C11 C12 C13 -0.8(9) . . . . ? C10 C11 C12 C17 178.3(6) . . . . ? C11 C12 C13 C14 -0.4(9) . . . . ? C17 C12 C13 C14 -179.5(6) . . . . ? C12 C13 C14 C15 2.4(9) . . . . ? C12 C13 C14 S1 -176.8(5) . . . . ? O6 S1 C14 C15 40.6(6) . . . . ? O7 S1 C14 C15 164.8(5) . . . . ? O5 S1 C14 C15 -76.8(6) . . . . ? O6 S1 C14 C13 -140.2(5) . . . . ? O7 S1 C14 C13 -15.9(6) . . . . ? O5 S1 C14 C13 102.5(6) . . . . ? C11 C10 C15 C14 1.9(9) . . . . ? C16 C10 C15 C14 -174.4(5) . . . . ? C13 C14 C15 C10 -3.2(9) . . . . ? S1 C14 C15 C10 176.1(5) . . . . ? Cu1 O2 C16 O1 -12.6(6) . . . . ? Cu1 O2 C16 C10 163.6(4) . . . . ? C11 C10 C16 O1 -4.0(8) . . . . ? C15 C10 C16 O1 172.4(5) . . . . ? C11 C10 C16 O2 179.6(5) . . . . ? C15 C10 C16 O2 -4.0(8) . . . . ? Cu2 O3 C17 O4 -14.1(9) 6_566 . . . ? Cu2 O3 C17 C12 162.2(4) 6_566 . . . ? C11 C12 C17 O4 18.7(10) . . . . ? C13 C12 C17 O4 -162.1(7) . . . . ? C11 C12 C17 O3 -157.8(6) . . . . ? C13 C12 C17 O3 21.3(9) . . . . ? C23 C18 C19 C20 1.5(9) . . . . ? C24 C18 C19 C20 -178.2(5) . . . . ? C18 C19 C20 C21 0.1(9) . . . . ? C18 C19 C20 C25 -178.6(5) . . . . ? C19 C20 C21 C22 -2.2(10) . . . . ? C25 C20 C21 C22 176.4(6) . . . . ? C20 C21 C22 C23 2.9(10) . . . . ? C20 C21 C22 S2 -179.3(5) . . . . ? O14' S2 C22 C21 -155.5(8) . . . . ? O12 S2 C22 C21 9.6(9) . . . . ? O13' S2 C22 C21 -25.3(9) . . . . ? O14 S2 C22 C21 142.3(8) . . . . ? O12' S2 C22 C21 88.8(8) . . . . ? O13 S2 C22 C21 -104.7(8) . . . . ? O14' S2 C22 C23 22.3(9) . . . . ? O12 S2 C22 C23 -172.6(8) . . . . ? O13' S2 C22 C23 152.5(8) . . . . ? O14 S2 C22 C23 -39.9(9) . . . . ? O12' S2 C22 C23 -93.4(8) . . . . ? O13 S2 C22 C23 73.1(8) . . . . ? C19 C18 C23 C22 -0.9(10) . . . . ? C24 C18 C23 C22 178.8(6) . . . . ? C21 C22 C23 C18 -1.3(10) . . . . ? S2 C22 C23 C18 -179.1(5) . . . . ? Cu2 O9 C24 O8 -5.7(6) . . . . ? Cu2 O9 C24 C18 175.8(5) . . . . ? Cu2 O8 C24 O9 6.3(7) . . . . ? Cu2 O8 C24 C18 -175.1(5) . . . . ? C23 C18 C24 O9 -166.3(6) . . . . ? C19 C18 C24 O9 13.4(9) . . . . ? C23 C18 C24 O8 15.1(9) . . . . ? C19 C18 C24 O8 -165.2(6) . . . . ? C19 C20 C25 O10 10.0(9) . . . . ? C21 C20 C25 O10 -168.6(6) . . . . ? C19 C20 C25 O11 -171.4(5) . . . . ? C21 C20 C25 O11 10.0(8) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 1.000 0.086 0.250 341.0 115.9 2 1.000 -0.087 0.750 341.0 113.2 3 0.500 0.413 0.750 341.1 113.2 4 0.500 0.586 0.250 340.9 115.9 _platon_squeeze_details ; The unit cell contains 16 methanol molecules and 16 water molecules both of which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.121 _refine_diff_density_min -1.126 _refine_diff_density_rms 0.138