# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_f29cumpz _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C62 H80 Cu2 N4 O10, 2(H2 O)' _chemical_formula_sum 'C62 H84 Cu2 N4 O12' _chemical_formula_weight 1204.41 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9360(10) _cell_length_b 11.1150(10) _cell_length_c 21.390(2) _cell_angle_alpha 81.725(3) _cell_angle_beta 87.872(3) _cell_angle_gamma 75.093(3) _cell_volume 1576.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5477 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 23.02 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.268 _exptl_crystal_F_000 638 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.735 _shelx_estimated_absorpt_T_min 0.768 _shelx_estimated_absorpt_T_max 0.964 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7700 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Cryostream. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type APEXII-FR591 _diffrn_measurement_method \w+\f _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18451 _diffrn_reflns_av_unetI/netI 0.0459 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.039 _diffrn_reflns_theta_max 23.394 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.797 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_Laue_measured_fraction_full 0.797 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_point_group_measured_fraction_full 0.797 _reflns_number_total 4560 _reflns_number_gt 3723 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX (Bruker-Nonius, 2003)' _computing_cell_refinement 'SAINT (Bruker-Nonius, 2003)' _computing_data_reduction 'SAINT (Bruker-Nonius, 2003), XPREP (Bruker-Nonius, 2003)' _computing_structure_solution 'SIR97 (Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0578P)^2^+4.6508P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 4560 _refine_ls_number_parameters 371 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0884 _refine_ls_R_factor_gt 0.0691 _refine_ls_wR_factor_ref 0.1696 _refine_ls_wR_factor_gt 0.1593 _refine_ls_goodness_of_fit_ref 1.197 _refine_ls_restrained_S_all 1.201 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.63090(11) 0.58516(6) 0.27536(3) 0.0305(2) Uani 1 1 d . . . . . O1 O 0.7368(6) 0.4427(3) 0.23116(16) 0.0317(9) Uani 1 1 d . . . . . O2 O 1.3571(6) 0.3138(3) -0.19473(16) 0.0315(9) Uani 1 1 d . . . . . O3 O 1.4139(6) 0.2701(3) -0.31922(16) 0.0353(9) Uani 1 1 d . . . . . O4 O 0.6935(7) 0.4814(4) 0.35646(17) 0.0414(10) Uani 1 1 d . . . . . O5 O 1.2030(6) 0.0296(3) 0.07024(17) 0.0388(10) Uani 1 1 d . . . . . O1W O 0.1363(15) 0.5191(8) 0.0287(4) 0.055(2) Uiso 0.5 1 d . . P A 1 O2W O 0.535(4) 0.418(3) 0.0169(14) 0.084(8) Uiso 0.2 1 d . . P B 2 O3W O 0.279(3) 0.5120(15) 0.0169(8) 0.063(4) Uiso 0.3 1 d . . P C 3 C1 C 0.937(3) 0.1829(15) 0.4500(8) 0.0575(16) Uani 0.5 1 d D . P D 1 H1A H 1.0710 0.1817 0.4331 0.086 Uiso 0.5 1 calc R U P D 1 H1B H 0.8805 0.1269 0.4292 0.086 Uiso 0.5 1 calc R U P D 1 H1C H 0.9461 0.1545 0.4956 0.086 Uiso 0.5 1 calc R U P D 1 C2 C 0.907(3) 0.4019(12) 0.4673(6) 0.0575(16) Uani 0.5 1 d D . P D 1 H2A H 0.8238 0.4886 0.4607 0.086 Uiso 0.5 1 calc R U P D 1 H2B H 1.0372 0.3986 0.4474 0.086 Uiso 0.5 1 calc R U P D 1 H2C H 0.9246 0.3730 0.5127 0.086 Uiso 0.5 1 calc R U P D 1 C3 C 0.594(2) 0.3260(13) 0.4666(6) 0.0575(16) Uani 0.5 1 d D . P D 1 H3A H 0.6055 0.3015 0.5124 0.086 Uiso 0.5 1 calc R U P D 1 H3B H 0.5307 0.2697 0.4484 0.086 Uiso 0.5 1 calc R U P D 1 H3C H 0.5126 0.4127 0.4573 0.086 Uiso 0.5 1 calc R U P D 1 C1A C 1.083(2) 0.3100(13) 0.4431(6) 0.0575(16) Uani 0.5 1 d D . P E 2 H1A1 H 1.1003 0.3941 0.4282 0.086 Uiso 0.5 1 calc R U P E 2 H1A2 H 1.1670 0.2493 0.4181 0.086 Uiso 0.5 1 calc R U P E 2 H1A3 H 1.1210 0.2864 0.4877 0.086 Uiso 0.5 1 calc R U P E 2 C2A C 0.743(3) 0.3862(12) 0.4802(5) 0.0575(16) Uani 0.5 1 d D . P E 2 H2A1 H 0.6046 0.3794 0.4828 0.086 Uiso 0.5 1 calc R U P E 2 H2A2 H 0.7446 0.4740 0.4669 0.086 Uiso 0.5 1 calc R U P E 2 H2A3 H 0.8063 0.3571 0.5218 0.086 Uiso 0.5 1 calc R U P E 2 C3A C 0.862(3) 0.1733(15) 0.4532(8) 0.0575(16) Uani 0.5 1 d D . P E 2 H3A1 H 0.8731 0.1517 0.4992 0.086 Uiso 0.5 1 calc R U P E 2 H3A2 H 0.9793 0.1236 0.4333 0.086 Uiso 0.5 1 calc R U P E 2 H3A3 H 0.7414 0.1549 0.4389 0.086 Uiso 0.5 1 calc R U P E 2 C4 C 1.1024(8) 0.1085(5) 0.1122(2) 0.0316(13) Uani 1 1 d . . . . . C5 C 0.9166(8) 0.2469(5) 0.2066(2) 0.0281(12) Uani 1 1 d . . . . . C6 C 1.3580(8) 0.1970(5) -0.1846(2) 0.0280(12) Uani 1 1 d . . . . . C7 C 0.8522(9) 0.2898(5) 0.3191(2) 0.0344(14) Uani 1 1 d . . . . . H7 H 0.9188 0.2041 0.3317 0.041 Uiso 1 1 calc R U . . . C8 C 0.8262(8) 0.3319(5) 0.2542(2) 0.0259(12) Uani 1 1 d . . . . . C9 C 1.3877(8) 0.1190(5) -0.2313(2) 0.0329(13) Uani 1 1 d . . . . . H9 H 1.3931 0.0327 -0.2186 0.040 Uiso 1 1 calc R U . . . C10 C 0.8839(9) 0.2936(5) 0.1424(2) 0.0333(13) Uani 1 1 d . . . . . H10 H 0.7968 0.3745 0.1308 0.040 Uiso 1 1 calc R U . . . N1 N 0.2851(7) 0.5834(4) 0.2774(2) 0.0362(11) Uani 1 1 d . . . . . C11 C 0.7866(9) 0.3657(5) 0.3668(2) 0.0343(14) Uani 1 1 d . . . . . C12 C 1.0390(8) 0.1270(5) 0.2216(2) 0.0350(14) Uani 1 1 d . . . . . H12 H 1.0575 0.0910 0.2647 0.042 Uiso 1 1 calc R U . . . C13 C 1.2400(9) 0.0761(5) 0.0087(2) 0.0349(13) Uani 1 1 d . . . . . C14 C 1.3277(9) 0.2261(5) -0.0711(2) 0.0341(13) Uani 1 1 d . . . . . H14 H 1.3566 0.3052 -0.0834 0.041 Uiso 1 1 calc R U . . . C15 C 1.2884(9) 0.1911(5) -0.0086(3) 0.0386(14) Uani 1 1 d . . . . . H15 H 1.2941 0.2438 0.0222 0.046 Uiso 1 1 calc R U . . . C16 C 1.4101(8) 0.1580(5) -0.2952(2) 0.0324(13) Uani 1 1 d . . . . . C17 C 1.1351(9) 0.0583(5) 0.1752(2) 0.0342(13) Uani 1 1 d . . . . . H17 H 1.2229 -0.0225 0.1865 0.041 Uiso 1 1 calc R U . . . C18 C 1.3262(8) 0.1492(5) -0.1170(2) 0.0274(12) Uani 1 1 d . . . . . C19 C 1.2432(8) -0.0030(5) -0.0355(3) 0.0340(13) Uani 1 1 d . . . . . H19 H 1.2159 -0.0826 -0.0231 0.041 Uiso 1 1 calc R U . . . C20 C 1.4571(10) -0.0692(5) -0.3166(3) 0.0449(16) Uani 1 1 d . . . . . H20A H 1.3387 -0.0777 -0.2917 0.067 Uiso 1 1 calc R U . . . H20B H 1.5752 -0.0970 -0.2893 0.067 Uiso 1 1 calc R U . . . H20C H 1.4739 -0.1210 -0.3508 0.067 Uiso 1 1 calc R U . . . C21 C 1.2858(8) 0.0328(5) -0.0976(3) 0.0343(13) Uani 1 1 d . . . . . H21 H 1.2877 -0.0224 -0.1278 0.041 Uiso 1 1 calc R U . . . C22 C 1.4319(10) 0.0672(5) -0.3445(3) 0.0420(15) Uani 1 1 d . . . . . C23 C 0.9749(9) 0.2252(5) 0.0954(2) 0.0343(14) Uani 1 1 d . . . . . H23 H 0.9497 0.2584 0.0522 0.041 Uiso 1 1 calc R U . . . N2 N 0.1404(9) 0.5523(6) 0.1563(3) 0.0570(15) Uani 1 1 d D . . . . H2N H 0.022(5) 0.551(8) 0.170(4) 0.085 Uiso 1 1 d D U . . . C24 C 0.1591(9) 0.6884(6) 0.2365(3) 0.0448(15) Uani 1 1 d . . . . . H24A H 0.1947 0.7669 0.2421 0.054 Uiso 1 1 calc R U . . . H24B H 0.0180 0.6974 0.2492 0.054 Uiso 1 1 calc R U . . . C25 C 0.804(3) 0.317(2) 0.4377(12) 0.0575(16) Uani 0.5 1 d D . P D 1 C25A C 0.850(3) 0.310(2) 0.4353(12) 0.0575(16) Uani 0.5 1 d D . P E 2 C26 C 0.2520(10) 0.4635(6) 0.2649(3) 0.0475(16) Uani 1 1 d . . . . . H26A H 0.1168 0.4586 0.2795 0.057 Uiso 1 1 calc R U . . . H26B H 0.3499 0.3933 0.2893 0.057 Uiso 1 1 calc R U . . . C27 C 0.2717(10) 0.4487(6) 0.1964(3) 0.0526(18) Uani 1 1 d . . . . . H27A H 0.4116 0.4431 0.1831 0.063 Uiso 1 1 calc R U . . . H27B H 0.2406 0.3690 0.1904 0.063 Uiso 1 1 calc R U . . . C28 C 0.2301(11) 0.5996(7) 0.3444(3) 0.0585(19) Uani 1 1 d . . . . . H28A H 0.2496 0.6798 0.3531 0.088 Uiso 1 1 calc R U . . . H28B H 0.3147 0.5306 0.3727 0.088 Uiso 1 1 calc R U . . . H28C H 0.0899 0.5990 0.3514 0.088 Uiso 1 1 calc R U . . . C29 C 0.1807(10) 0.6709(6) 0.1680(3) 0.0515(17) Uani 1 1 d . . . . . H29A H 0.0872 0.7421 0.1426 0.062 Uiso 1 1 calc R U . . . H29B H 0.3180 0.6719 0.1539 0.062 Uiso 1 1 calc R U . . . C30 C 1.6185(14) 0.0763(7) -0.3850(3) 0.075(3) Uani 1 1 d . . . . . H30A H 1.6374 0.0179 -0.4162 0.112 Uiso 1 1 calc R U . . . H30B H 1.7361 0.0545 -0.3576 0.112 Uiso 1 1 calc R U . . . H30C H 1.6000 0.1623 -0.4067 0.112 Uiso 1 1 calc R U . . . C31 C 1.2494(15) 0.1113(7) -0.3853(4) 0.099(4) Uani 1 1 d . . . . . H31A H 1.2594 0.0565 -0.4180 0.148 Uiso 1 1 calc R U . . . H31B H 1.2386 0.1977 -0.4054 0.148 Uiso 1 1 calc R U . . . H31C H 1.1309 0.1084 -0.3593 0.148 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0416(5) 0.0306(4) 0.0235(4) -0.0038(3) 0.0012(3) -0.0167(3) O1 0.041(2) 0.030(2) 0.0246(19) -0.0037(16) -0.0030(16) -0.0089(18) O2 0.042(2) 0.027(2) 0.029(2) -0.0034(15) 0.0004(17) -0.0146(18) O3 0.050(3) 0.034(2) 0.026(2) -0.0049(16) 0.0035(17) -0.0180(19) O4 0.069(3) 0.031(2) 0.025(2) -0.0057(16) -0.0008(19) -0.015(2) O5 0.053(3) 0.029(2) 0.030(2) 0.0000(16) 0.0095(18) -0.0070(19) C1 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C2 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C3 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C1A 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C2A 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C3A 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C4 0.038(4) 0.029(3) 0.030(3) -0.006(2) 0.004(2) -0.011(3) C5 0.036(3) 0.025(3) 0.025(3) 0.001(2) -0.002(2) -0.013(3) C6 0.022(3) 0.030(3) 0.031(3) -0.004(2) -0.001(2) -0.006(2) C7 0.054(4) 0.024(3) 0.027(3) -0.003(2) 0.003(3) -0.014(3) C8 0.029(3) 0.028(3) 0.025(3) -0.002(2) 0.000(2) -0.017(3) C9 0.037(4) 0.027(3) 0.035(3) -0.002(2) 0.004(3) -0.010(3) C10 0.040(4) 0.031(3) 0.029(3) -0.002(2) 0.003(3) -0.010(3) N1 0.040(3) 0.040(3) 0.035(3) -0.005(2) 0.003(2) -0.021(2) C11 0.051(4) 0.031(3) 0.025(3) -0.001(2) 0.001(3) -0.020(3) C12 0.037(4) 0.044(4) 0.025(3) 0.006(2) -0.001(2) -0.018(3) C13 0.036(4) 0.035(3) 0.029(3) -0.002(2) 0.007(2) -0.003(3) C14 0.042(4) 0.026(3) 0.035(3) -0.003(2) 0.006(3) -0.012(3) C15 0.053(4) 0.032(3) 0.032(3) -0.007(2) 0.004(3) -0.014(3) C16 0.032(3) 0.033(3) 0.032(3) -0.006(2) -0.001(2) -0.008(3) C17 0.037(4) 0.029(3) 0.032(3) 0.003(2) 0.004(3) -0.007(3) C18 0.024(3) 0.028(3) 0.030(3) -0.002(2) 0.001(2) -0.006(2) C19 0.037(4) 0.028(3) 0.037(3) 0.001(2) 0.007(3) -0.010(3) C20 0.056(4) 0.035(3) 0.048(4) -0.013(3) 0.011(3) -0.019(3) C21 0.037(4) 0.033(3) 0.034(3) -0.006(2) 0.002(3) -0.010(3) C22 0.061(4) 0.033(3) 0.033(3) -0.010(3) 0.001(3) -0.012(3) C23 0.051(4) 0.029(3) 0.021(3) 0.002(2) -0.002(3) -0.010(3) N2 0.047(4) 0.074(4) 0.056(4) -0.016(3) -0.013(3) -0.022(3) C24 0.036(4) 0.041(4) 0.058(4) -0.005(3) 0.000(3) -0.013(3) C25 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C25A 0.099(5) 0.048(2) 0.025(2) 0.0008(16) -0.003(3) -0.021(3) C26 0.051(4) 0.040(4) 0.056(4) 0.002(3) -0.006(3) -0.025(3) C27 0.043(4) 0.044(4) 0.077(5) -0.013(3) -0.012(4) -0.018(3) C28 0.057(5) 0.080(5) 0.048(4) -0.014(4) 0.017(3) -0.036(4) C29 0.040(4) 0.056(4) 0.058(4) 0.007(3) -0.015(3) -0.016(3) C30 0.128(8) 0.055(4) 0.053(4) -0.021(4) 0.049(5) -0.044(5) C31 0.140(9) 0.052(5) 0.096(6) -0.030(4) -0.079(6) 0.011(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.929(4) . ? Cu1 O2 1.929(3) 2_765 ? Cu1 O3 1.929(4) 2_765 ? Cu1 O4 1.937(4) . ? Cu1 N1 2.403(5) . ? O1 C8 1.265(6) . ? O2 C6 1.284(6) . ? O2 Cu1 1.929(3) 2_765 ? O3 C16 1.284(6) . ? O3 Cu1 1.929(4) 2_765 ? O4 C11 1.273(7) . ? O5 C13 1.383(6) . ? O5 C4 1.388(6) . ? O2W O2W 1.82(6) 2_665 ? C1 C25 1.53(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C25 1.54(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C25 1.55(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C1A C25A 1.63(2) . ? C1A H1A1 0.9800 . ? C1A H1A2 0.9800 . ? C1A H1A3 0.9800 . ? C2A C25A 1.43(2) . ? C2A H2A1 0.9800 . ? C2A H2A2 0.9800 . ? C2A H2A3 0.9800 . ? C3A C25A 1.50(3) . ? C3A H3A1 0.9800 . ? C3A H3A2 0.9800 . ? C3A H3A3 0.9800 . ? C4 C23 1.376(8) . ? C4 C17 1.387(7) . ? C5 C12 1.384(8) . ? C5 C10 1.401(7) . ? C5 C8 1.500(7) . ? C6 C9 1.392(7) . ? C6 C18 1.495(7) . ? C7 C8 1.401(7) . ? C7 C11 1.405(7) . ? C7 H7 0.9500 . ? C9 C16 1.389(7) . ? C9 H9 0.9500 . ? C10 C23 1.382(7) . ? C10 H10 0.9500 . ? N1 C24 1.459(8) . ? N1 C26 1.471(7) . ? N1 C28 1.494(7) . ? C11 C25 1.53(3) . ? C11 C25A 1.54(3) . ? C12 C17 1.385(8) . ? C12 H12 0.9500 . ? C13 C19 1.378(8) . ? C13 C15 1.400(8) . ? C14 C15 1.376(7) . ? C14 C18 1.393(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C22 1.538(7) . ? C17 H17 0.9500 . ? C18 C21 1.396(7) . ? C19 C21 1.375(7) . ? C19 H19 0.9500 . ? C20 C22 1.515(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21 0.9500 . ? C22 C31 1.499(10) . ? C22 C30 1.547(9) . ? C23 H23 0.9500 . ? N2 C27 1.457(9) . ? N2 C29 1.472(8) . ? N2 H2N 0.870(10) . ? C24 C29 1.503(9) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C26 C27 1.495(9) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O2 85.64(15) . 2_765 ? O1 Cu1 O3 167.17(16) . 2_765 ? O2 Cu1 O3 91.81(14) 2_765 2_765 ? O1 Cu1 O4 91.47(15) . . ? O2 Cu1 O4 164.81(17) 2_765 . ? O3 Cu1 O4 87.71(15) 2_765 . ? O1 Cu1 N1 98.94(15) . . ? O2 Cu1 N1 100.23(15) 2_765 . ? O3 Cu1 N1 93.89(16) 2_765 . ? O4 Cu1 N1 94.94(17) . . ? C8 O1 Cu1 127.9(3) . . ? C6 O2 Cu1 127.3(3) . 2_765 ? C16 O3 Cu1 126.8(3) . 2_765 ? C11 O4 Cu1 127.4(3) . . ? C13 O5 C4 121.3(4) . . ? C25 C1 H1A 109.5 . . ? C25 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C25 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C25 C2 H2A 109.5 . . ? C25 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C25 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C25 C3 H3A 109.5 . . ? C25 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C25 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C25A C1A H1A1 109.5 . . ? C25A C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? C25A C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? C25A C2A H2A1 109.5 . . ? C25A C2A H2A2 109.5 . . ? H2A1 C2A H2A2 109.5 . . ? C25A C2A H2A3 109.5 . . ? H2A1 C2A H2A3 109.5 . . ? H2A2 C2A H2A3 109.5 . . ? C25A C3A H3A1 109.5 . . ? C25A C3A H3A2 109.5 . . ? H3A1 C3A H3A2 109.5 . . ? C25A C3A H3A3 109.5 . . ? H3A1 C3A H3A3 109.5 . . ? H3A2 C3A H3A3 109.5 . . ? C23 C4 C17 120.6(5) . . ? C23 C4 O5 125.3(5) . . ? C17 C4 O5 114.1(5) . . ? C12 C5 C10 117.5(5) . . ? C12 C5 C8 124.3(5) . . ? C10 C5 C8 118.2(5) . . ? O2 C6 C9 124.1(5) . . ? O2 C6 C18 114.2(4) . . ? C9 C6 C18 121.7(5) . . ? C8 C7 C11 124.5(5) . . ? C8 C7 H7 117.7 . . ? C11 C7 H7 117.7 . . ? O1 C8 C7 124.2(5) . . ? O1 C8 C5 115.0(4) . . ? C7 C8 C5 120.7(5) . . ? C16 C9 C6 124.8(5) . . ? C16 C9 H9 117.6 . . ? C6 C9 H9 117.6 . . ? C23 C10 C5 121.8(5) . . ? C23 C10 H10 119.1 . . ? C5 C10 H10 119.1 . . ? C24 N1 C26 110.5(5) . . ? C24 N1 C28 108.2(5) . . ? C26 N1 C28 108.7(5) . . ? C24 N1 Cu1 113.6(3) . . ? C26 N1 Cu1 113.4(4) . . ? C28 N1 Cu1 101.8(3) . . ? O4 C11 C7 124.1(5) . . ? O4 C11 C25 111.8(8) . . ? C7 C11 C25 124.0(9) . . ? O4 C11 C25A 117.3(9) . . ? C7 C11 C25A 118.3(9) . . ? C17 C12 C5 121.4(5) . . ? C17 C12 H12 119.3 . . ? C5 C12 H12 119.3 . . ? C19 C13 O5 115.7(5) . . ? C19 C13 C15 120.4(5) . . ? O5 C13 C15 123.7(5) . . ? C15 C14 C18 122.1(5) . . ? C15 C14 H14 119.0 . . ? C18 C14 H14 119.0 . . ? C14 C15 C13 118.5(5) . . ? C14 C15 H15 120.8 . . ? C13 C15 H15 120.8 . . ? O3 C16 C9 124.8(5) . . ? O3 C16 C22 113.6(5) . . ? C9 C16 C22 121.7(5) . . ? C12 C17 C4 119.5(5) . . ? C12 C17 H17 120.3 . . ? C4 C17 H17 120.3 . . ? C14 C18 C21 117.8(5) . . ? C14 C18 C6 119.0(5) . . ? C21 C18 C6 123.1(5) . . ? C21 C19 C13 120.1(5) . . ? C21 C19 H19 119.9 . . ? C13 C19 H19 119.9 . . ? C22 C20 H20A 109.5 . . ? C22 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C22 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 C18 121.0(5) . . ? C19 C21 H21 119.5 . . ? C18 C21 H21 119.5 . . ? C31 C22 C20 109.8(6) . . ? C31 C22 C16 107.2(5) . . ? C20 C22 C16 114.4(5) . . ? C31 C22 C30 109.6(7) . . ? C20 C22 C30 107.9(5) . . ? C16 C22 C30 107.8(5) . . ? C4 C23 C10 119.1(5) . . ? C4 C23 H23 120.4 . . ? C10 C23 H23 120.4 . . ? C27 N2 C29 108.6(5) . . ? C27 N2 H2N 104(6) . . ? C29 N2 H2N 108(5) . . ? N1 C24 C29 112.4(5) . . ? N1 C24 H24A 109.1 . . ? C29 C24 H24A 109.1 . . ? N1 C24 H24B 109.1 . . ? C29 C24 H24B 109.1 . . ? H24A C24 H24B 107.9 . . ? C1 C25 C2 107.4(17) . . ? C1 C25 C11 111.4(16) . . ? C2 C25 C11 106.2(15) . . ? C1 C25 C3 111.9(18) . . ? C2 C25 C3 109.8(16) . . ? C11 C25 C3 109.9(15) . . ? C2A C25A C3A 113.2(19) . . ? C2A C25A C11 112.7(16) . . ? C3A C25A C11 115.9(18) . . ? C2A C25A C1A 105.3(17) . . ? C3A C25A C1A 100.4(16) . . ? C11 C25A C1A 107.9(15) . . ? N1 C26 C27 112.5(5) . . ? N1 C26 H26A 109.1 . . ? C27 C26 H26A 109.1 . . ? N1 C26 H26B 109.1 . . ? C27 C26 H26B 109.1 . . ? H26A C26 H26B 107.8 . . ? N2 C27 C26 112.8(6) . . ? N2 C27 H27A 109.0 . . ? C26 C27 H27A 109.0 . . ? N2 C27 H27B 109.0 . . ? C26 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? N1 C28 H28A 109.5 . . ? N1 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N1 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N2 C29 C24 112.3(5) . . ? N2 C29 H29A 109.1 . . ? C24 C29 H29A 109.1 . . ? N2 C29 H29B 109.1 . . ? C24 C29 H29B 109.1 . . ? H29A C29 H29B 107.9 . . ? C22 C30 H30A 109.5 . . ? C22 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C22 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C22 C31 H31A 109.5 . . ? C22 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C22 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? 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 C13 O5 C4 C23 22.8(8) . . . . ? C13 O5 C4 C17 -159.1(5) . . . . ? Cu1 O2 C6 C9 6.6(7) 2_765 . . . ? Cu1 O2 C6 C18 -174.1(3) 2_765 . . . ? Cu1 O1 C8 C7 4.9(7) . . . . ? Cu1 O1 C8 C5 -171.6(3) . . . . ? C11 C7 C8 O1 -1.5(9) . . . . ? C11 C7 C8 C5 174.7(5) . . . . ? C12 C5 C8 O1 172.5(5) . . . . ? C10 C5 C8 O1 -4.1(7) . . . . ? C12 C5 C8 C7 -4.1(8) . . . . ? C10 C5 C8 C7 179.3(5) . . . . ? O2 C6 C9 C16 -3.5(9) . . . . ? C18 C6 C9 C16 177.3(5) . . . . ? C12 C5 C10 C23 -2.2(8) . . . . ? C8 C5 C10 C23 174.7(5) . . . . ? Cu1 O4 C11 C7 -3.8(8) . . . . ? Cu1 O4 C11 C25 -179.2(9) . . . . ? Cu1 O4 C11 C25A 169.6(10) . . . . ? C8 C7 C11 O4 1.0(9) . . . . ? C8 C7 C11 C25 175.9(11) . . . . ? C8 C7 C11 C25A -172.3(11) . . . . ? C10 C5 C12 C17 3.7(8) . . . . ? C8 C5 C12 C17 -172.9(5) . . . . ? C4 O5 C13 C19 -148.1(5) . . . . ? C4 O5 C13 C15 37.2(8) . . . . ? C18 C14 C15 C13 -1.9(9) . . . . ? C19 C13 C15 C14 3.7(9) . . . . ? O5 C13 C15 C14 178.2(5) . . . . ? Cu1 O3 C16 C9 -5.3(8) 2_765 . . . ? Cu1 O3 C16 C22 174.4(4) 2_765 . . . ? C6 C9 C16 O3 2.8(9) . . . . ? C6 C9 C16 C22 -176.8(5) . . . . ? C5 C12 C17 C4 -2.6(8) . . . . ? C23 C4 C17 C12 -0.3(8) . . . . ? O5 C4 C17 C12 -178.4(5) . . . . ? C15 C14 C18 C21 -0.8(8) . . . . ? C15 C14 C18 C6 176.3(5) . . . . ? O2 C6 C18 C14 -9.0(7) . . . . ? C9 C6 C18 C14 170.3(5) . . . . ? O2 C6 C18 C21 167.9(5) . . . . ? C9 C6 C18 C21 -12.8(8) . . . . ? O5 C13 C19 C21 -177.7(5) . . . . ? C15 C13 C19 C21 -2.8(9) . . . . ? C13 C19 C21 C18 0.0(9) . . . . ? C14 C18 C21 C19 1.8(8) . . . . ? C6 C18 C21 C19 -175.2(5) . . . . ? O3 C16 C22 C31 -66.2(7) . . . . ? C9 C16 C22 C31 113.5(7) . . . . ? O3 C16 C22 C20 171.8(5) . . . . ? C9 C16 C22 C20 -8.5(8) . . . . ? O3 C16 C22 C30 51.7(7) . . . . ? C9 C16 C22 C30 -128.6(6) . . . . ? C17 C4 C23 C10 1.8(8) . . . . ? O5 C4 C23 C10 179.7(5) . . . . ? C5 C10 C23 C4 -0.5(8) . . . . ? C26 N1 C24 C29 -52.3(7) . . . . ? C28 N1 C24 C29 -171.3(5) . . . . ? Cu1 N1 C24 C29 76.4(5) . . . . ? O4 C11 C25 C1 -173.0(12) . . . . ? C7 C11 C25 C1 12(2) . . . . ? C25A C11 C25 C1 -52(7) . . . . ? O4 C11 C25 C2 -56.4(14) . . . . ? C7 C11 C25 C2 128.1(12) . . . . ? C25A C11 C25 C2 64(8) . . . . ? O4 C11 C25 C3 62.4(15) . . . . ? C7 C11 C25 C3 -113.1(12) . . . . ? C25A C11 C25 C3 -177(9) . . . . ? O4 C11 C25A C2A 18(2) . . . . ? C7 C11 C25A C2A -168.4(13) . . . . ? C25 C11 C25A C2A -46(7) . . . . ? O4 C11 C25A C3A 150.5(13) . . . . ? C7 C11 C25A C3A -35.8(19) . . . . ? C25 C11 C25A C3A 87(8) . . . . ? O4 C11 C25A C1A -98.0(12) . . . . ? C7 C11 C25A C1A 75.7(15) . . . . ? C25 C11 C25A C1A -162(9) . . . . ? C24 N1 C26 C27 52.2(7) . . . . ? C28 N1 C26 C27 170.8(5) . . . . ? Cu1 N1 C26 C27 -76.8(6) . . . . ? C29 N2 C27 C26 55.9(7) . . . . ? N1 C26 C27 N2 -55.6(7) . . . . ? C27 N2 C29 C24 -55.9(7) . . . . ? N1 C24 C29 N2 55.8(7) . . . . ? _refine_diff_density_max 0.856 _refine_diff_density_min -0.784 _refine_diff_density_rms 0.084 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900916' ####################################################################### # # 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_f29cup-1 _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H72 Cu2 O12, 2(C4 H8 O)' _chemical_formula_sum 'C68 H88 Cu2 O14' _chemical_formula_weight 1256.46 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9410(10) _cell_length_b 10.158(2) _cell_length_c 21.762(3) _cell_angle_alpha 99.090(7) _cell_angle_beta 98.182(7) _cell_angle_gamma 105.622(5) _cell_volume 1637.5(4) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4692 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 23.112 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_F_000 666 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.712 _e_exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.866001 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Cryostream. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type APEXII-FR591 _diffrn_measurement_method \w+\f _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19394 _diffrn_reflns_av_unetI/netI 0.0524 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.511 _diffrn_reflns_theta_max 23.324 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measured_fraction_theta_full 0.807 _diffrn_reflns_Laue_measured_fraction_max 0.981 _diffrn_reflns_Laue_measured_fraction_full 0.807 _diffrn_reflns_point_group_measured_fraction_max 0.981 _diffrn_reflns_point_group_measured_fraction_full 0.807 _reflns_number_total 4654 _reflns_number_gt 3470 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX (Bruker-Nonius, 2003)' _computing_cell_refinement 'SAINT (Bruker-Nonius, 2003)' _computing_data_reduction 'SAINT (Bruker-Nonius, 2003), XPREP (Bruker-Nonius, 2003)' _computing_structure_solution 'SIR97 (Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0646P)^2^+2.1780P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 4654 _refine_ls_number_parameters 376 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0804 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1389 _refine_ls_wR_factor_gt 0.1232 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4381(7) 0.3309(6) 0.0365(2) 0.0565(15) Uani 1 1 d . . . . . H1A H 0.4208 0.2979 -0.0094 0.085 Uiso 1 1 calc R U . . . H1B H 0.5010 0.2760 0.0586 0.085 Uiso 1 1 calc R U . . . H1C H 0.5087 0.4297 0.0480 0.085 Uiso 1 1 calc R U . . . C2 C 0.1487(8) 0.1613(5) 0.0371(2) 0.0614(17) Uani 1 1 d . . . . . H2A H 0.0342 0.1476 0.0510 0.092 Uiso 1 1 calc R U . . . H2B H 0.2157 0.1062 0.0573 0.092 Uiso 1 1 calc R U . . . H2C H 0.1276 0.1309 -0.0091 0.092 Uiso 1 1 calc R U . . . C3 C 0.1646(8) 0.4025(6) 0.0219(2) 0.0622(17) Uani 1 1 d . . . . . H3A H 0.1526 0.3725 -0.0240 0.093 Uiso 1 1 calc R U . . . H3B H 0.2365 0.5007 0.0353 0.093 Uiso 1 1 calc R U . . . H3C H 0.0462 0.3917 0.0323 0.093 Uiso 1 1 calc R U . . . C4 C 0.2545(7) 0.3141(5) 0.05588(19) 0.0373(12) Uani 1 1 d . . . . . C5 C 0.2916(6) 0.3748(5) 0.12782(19) 0.0291(10) Uani 1 1 d . . . . . C6 C 0.2552(6) 0.2878(5) 0.17145(19) 0.0328(11) Uani 1 1 d . . . . . H6 H 0.2023 0.1904 0.1554 0.039 Uiso 1 1 calc R U . . . C7 C 0.2928(6) 0.3368(5) 0.23765(19) 0.0276(10) Uani 1 1 d . . . . . C8 C 0.2594(6) 0.2360(4) 0.28080(18) 0.0274(10) Uani 1 1 d . . . . . C9 C 0.2293(6) 0.2830(5) 0.34109(19) 0.0322(11) Uani 1 1 d . . . . . H9 H 0.2258 0.3762 0.3527 0.039 Uiso 1 1 calc R U . . . C10 C 0.2046(6) 0.1957(4) 0.38400(19) 0.0311(11) Uani 1 1 d . . . . . H10 H 0.1822 0.2281 0.4245 0.037 Uiso 1 1 calc R U . . . C11 C 0.2128(6) 0.0596(4) 0.36707(19) 0.0314(11) Uani 1 1 d . . . . . C12 C 0.2381(6) 0.0095(4) 0.30720(18) 0.0284(10) Uani 1 1 d . . . . . H12 H 0.2402 -0.0841 0.2955 0.034 Uiso 1 1 calc R U . . . C13 C 0.2601(6) 0.0970(4) 0.26480(19) 0.0298(10) Uani 1 1 d . . . . . H13 H 0.2762 0.0623 0.2236 0.036 Uiso 1 1 calc R U . . . C14 C 0.2485(6) 0.0096(5) 0.47208(19) 0.0319(11) Uani 1 1 d . . . . . C15 C 0.3958(6) 0.1224(5) 0.4982(2) 0.0351(11) Uani 1 1 d . . . . . H15 H 0.4613 0.1730 0.4717 0.042 Uiso 1 1 calc R U . . . C16 C 0.4480(6) 0.1619(5) 0.5638(2) 0.0336(11) Uani 1 1 d . . . . . H16 H 0.5475 0.2415 0.5821 0.040 Uiso 1 1 calc R U . . . C17 C 0.3555(6) 0.0855(4) 0.60300(18) 0.0288(10) Uani 1 1 d . . . . . C18 C 0.2119(6) -0.0317(4) 0.57479(19) 0.0325(11) Uani 1 1 d . . . . . H18 H 0.1501 -0.0862 0.6009 0.039 Uiso 1 1 calc R U . . . C19 C 0.1571(6) -0.0707(4) 0.50958(19) 0.0331(11) Uani 1 1 d . . . . . H19 H 0.0586 -0.1509 0.4909 0.040 Uiso 1 1 calc R U . . . C20 C 0.4082(6) 0.1394(4) 0.67321(19) 0.0284(10) Uani 1 1 d . . . . . C21 C 0.3573(6) 0.0522(5) 0.71566(19) 0.0307(11) Uani 1 1 d . . . . . H21 H 0.2912 -0.0427 0.6984 0.037 Uiso 1 1 calc R U . . . C22 C 0.3976(6) 0.0961(5) 0.78160(19) 0.0300(11) Uani 1 1 d . . . . . C23 C 0.3335(6) -0.0048(5) 0.8251(2) 0.0334(11) Uani 1 1 d . . . . . C24 C 0.2651(8) -0.1589(5) 0.7917(2) 0.0511(15) Uani 1 1 d . . . . . H24A H 0.3576 -0.1842 0.7713 0.077 Uiso 1 1 calc R U . . . H24B H 0.1582 -0.1742 0.7595 0.077 Uiso 1 1 calc R U . . . H24C H 0.2357 -0.2170 0.8229 0.077 Uiso 1 1 calc R U . . . C25 C 0.1825(7) 0.0406(5) 0.8509(2) 0.0457(13) Uani 1 1 d . . . . . H25A H 0.0856 0.0309 0.8156 0.069 Uiso 1 1 calc R U . . . H25B H 0.2284 0.1383 0.8736 0.069 Uiso 1 1 calc R U . . . H25C H 0.1374 -0.0185 0.8801 0.069 Uiso 1 1 calc R U . . . C26 C 0.4865(7) 0.0156(5) 0.8808(2) 0.0465(13) Uani 1 1 d . . . . . H26A H 0.4416 -0.0369 0.9122 0.070 Uiso 1 1 calc R U . . . H26B H 0.5353 0.1151 0.9006 0.070 Uiso 1 1 calc R U . . . H26C H 0.5803 -0.0182 0.8652 0.070 Uiso 1 1 calc R U . . . C27 C 0.0275(7) 0.6069(6) 0.2634(3) 0.0564(15) Uani 1 1 d . . . . . H27A H 0.0682 0.6646 0.3069 0.068 Uiso 1 1 calc R U . . . H27B H 0.0269 0.5100 0.2650 0.068 Uiso 1 1 calc R U . . . C28 C 0.0353(7) 0.6639(6) 0.1632(2) 0.0570(15) Uani 1 1 d . . . . . H28A H 0.0752 0.6179 0.1268 0.068 Uiso 1 1 calc R U . . . H28B H 0.0434 0.7609 0.1590 0.068 Uiso 1 1 calc R U . . . C29 C -0.1516(8) 0.5850(7) 0.1655(3) 0.0741(19) Uani 1 1 d . . . . . H29A H -0.1786 0.4842 0.1473 0.089 Uiso 1 1 calc R U . . . H29B H -0.2393 0.6223 0.1426 0.089 Uiso 1 1 calc R U . . . C30 C -0.1509(8) 0.6104(8) 0.2361(3) 0.082(2) Uani 1 1 d . . . . . H30A H -0.1680 0.7022 0.2512 0.099 Uiso 1 1 calc R U . . . H30B H -0.2450 0.5361 0.2466 0.099 Uiso 1 1 calc R U . . . O1 O 0.3613(4) 0.5066(3) 0.14258(12) 0.0319(7) Uani 1 1 d . . . . . O2 O 0.3559(4) 0.4649(3) 0.26568(12) 0.0327(7) Uani 1 1 d . . . . . O3 O 0.1854(4) -0.0363(3) 0.40671(12) 0.0365(8) Uani 1 1 d . . . . . O4 O 0.5007(4) 0.2675(3) 0.68962(12) 0.0337(8) Uani 1 1 d . . . . . O5 O 0.4840(4) 0.2202(3) 0.81095(13) 0.0341(8) Uani 1 1 d . . . . . O6 O 0.1424(4) 0.6628(3) 0.22199(14) 0.0415(8) Uani 1 1 d . . . . . O7 O 0.169(2) 0.4005(12) 0.5302(6) 0.0954(18) Uani 0.5 1 d D . P A 1 C31 C 0.312(2) 0.5238(14) 0.5331(6) 0.0954(18) Uani 0.5 1 d D . P A 1 H31A H 0.2971 0.5589 0.4934 0.114 Uiso 0.5 1 calc R U P A 1 H31B H 0.4278 0.5034 0.5392 0.114 Uiso 0.5 1 calc R U P A 1 C32 C 0.306(2) 0.6308(12) 0.5889(6) 0.0954(18) Uani 0.5 1 d D . P A 1 H32A H 0.4230 0.6672 0.6182 0.114 Uiso 0.5 1 calc R U P A 1 H32B H 0.2741 0.7100 0.5742 0.114 Uiso 0.5 1 calc R U P A 1 C33 C 0.167(2) 0.5565(13) 0.6212(6) 0.0954(18) Uani 0.5 1 d D . P A 1 H33A H 0.0620 0.5916 0.6159 0.114 Uiso 0.5 1 calc R U P A 1 H33B H 0.2147 0.5704 0.6671 0.114 Uiso 0.5 1 calc R U P A 1 C34 C 0.116(2) 0.4037(12) 0.5899(6) 0.0954(18) Uani 0.5 1 d D . P A 1 H34A H 0.1783 0.3532 0.6160 0.114 Uiso 0.5 1 calc R U P A 1 H34B H -0.0143 0.3599 0.5843 0.114 Uiso 0.5 1 calc R U P A 1 O7A O 0.201(2) 0.4000(12) 0.5300(6) 0.0954(18) Uani 0.5 1 d D . P B 2 C31A C 0.254(2) 0.5391(14) 0.5180(6) 0.0954(18) Uani 0.5 1 d D . P B 2 H31C H 0.1767 0.5464 0.4794 0.114 Uiso 0.5 1 calc R U P B 2 H31D H 0.3793 0.5666 0.5127 0.114 Uiso 0.5 1 calc R U P B 2 C32A C 0.229(2) 0.6298(12) 0.5772(6) 0.0954(18) Uani 0.5 1 d D . P B 2 H32C H 0.1099 0.6441 0.5706 0.114 Uiso 0.5 1 calc R U P B 2 H32D H 0.3210 0.7220 0.5878 0.114 Uiso 0.5 1 calc R U P B 2 C33A C 0.248(2) 0.5496(13) 0.6296(5) 0.0954(18) Uani 0.5 1 d D . P B 2 H33C H 0.3656 0.5920 0.6584 0.114 Uiso 0.5 1 calc R U P B 2 H33D H 0.1533 0.5487 0.6546 0.114 Uiso 0.5 1 calc R U P B 2 C34A C 0.232(2) 0.4041(12) 0.5961(6) 0.0954(18) Uani 0.5 1 d D . P B 2 H34C H 0.3423 0.3801 0.6092 0.114 Uiso 0.5 1 calc R U P B 2 H34D H 0.1311 0.3359 0.6070 0.114 Uiso 0.5 1 calc R U P B 2 Cu1 Cu 0.41904(7) 0.62339(5) 0.22600(2) 0.0287(2) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.070(4) 0.063(4) 0.033(3) 0.002(3) 0.021(3) 0.013(3) C2 0.100(5) 0.042(3) 0.025(3) 0.006(2) 0.013(3) -0.007(3) C3 0.090(5) 0.072(4) 0.024(3) 0.009(3) -0.004(3) 0.032(4) C4 0.060(3) 0.028(3) 0.018(2) 0.0070(19) 0.007(2) 0.002(2) C5 0.038(3) 0.029(3) 0.019(2) 0.0073(19) 0.0064(19) 0.006(2) C6 0.050(3) 0.024(3) 0.018(2) 0.0039(18) 0.007(2) 0.001(2) C7 0.032(3) 0.030(3) 0.022(2) 0.008(2) 0.0081(19) 0.007(2) C8 0.038(3) 0.027(3) 0.015(2) 0.0062(18) 0.0055(19) 0.005(2) C9 0.050(3) 0.023(3) 0.021(2) 0.0038(19) 0.008(2) 0.005(2) C10 0.054(3) 0.021(3) 0.018(2) 0.0057(18) 0.013(2) 0.006(2) C11 0.047(3) 0.025(3) 0.018(2) 0.0094(19) 0.008(2) 0.001(2) C12 0.044(3) 0.017(2) 0.020(2) 0.0031(18) 0.006(2) 0.005(2) C13 0.041(3) 0.030(3) 0.016(2) 0.0035(19) 0.0085(19) 0.005(2) C14 0.054(3) 0.027(3) 0.016(2) 0.0069(19) 0.009(2) 0.011(2) C15 0.049(3) 0.031(3) 0.023(2) 0.011(2) 0.013(2) 0.002(2) C16 0.046(3) 0.025(3) 0.026(2) 0.0076(19) 0.010(2) 0.002(2) C17 0.043(3) 0.028(3) 0.016(2) 0.0082(19) 0.010(2) 0.009(2) C18 0.049(3) 0.026(3) 0.022(2) 0.0103(19) 0.011(2) 0.003(2) C19 0.050(3) 0.019(2) 0.024(2) 0.0051(19) 0.005(2) 0.000(2) C20 0.037(3) 0.025(3) 0.023(2) 0.0056(19) 0.007(2) 0.008(2) C21 0.050(3) 0.021(2) 0.022(2) 0.0082(18) 0.010(2) 0.006(2) C22 0.040(3) 0.030(3) 0.025(2) 0.011(2) 0.009(2) 0.013(2) C23 0.052(3) 0.028(3) 0.023(2) 0.012(2) 0.015(2) 0.010(2) C24 0.088(4) 0.030(3) 0.033(3) 0.016(2) 0.021(3) 0.005(3) C25 0.049(3) 0.047(3) 0.042(3) 0.018(2) 0.018(2) 0.006(3) C26 0.071(4) 0.045(3) 0.031(3) 0.018(2) 0.017(3) 0.020(3) C27 0.057(4) 0.071(4) 0.053(3) 0.025(3) 0.024(3) 0.024(3) C28 0.063(4) 0.075(4) 0.044(3) 0.014(3) 0.005(3) 0.040(3) C29 0.064(4) 0.062(4) 0.079(5) 0.009(3) -0.020(3) 0.012(3) C30 0.054(4) 0.113(6) 0.103(6) 0.065(5) 0.032(4) 0.031(4) O1 0.053(2) 0.0241(19) 0.0166(15) 0.0072(13) 0.0076(14) 0.0051(15) O2 0.053(2) 0.0264(19) 0.0173(15) 0.0069(13) 0.0066(14) 0.0081(15) O3 0.065(2) 0.0206(17) 0.0169(15) 0.0058(12) 0.0061(14) 0.0002(15) O4 0.047(2) 0.0273(19) 0.0191(16) 0.0076(13) 0.0073(14) -0.0038(15) O5 0.049(2) 0.0291(19) 0.0201(16) 0.0096(14) 0.0090(14) 0.0019(15) O6 0.043(2) 0.054(2) 0.0290(18) 0.0141(15) 0.0090(15) 0.0138(17) O7 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C31 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C32 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C33 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C34 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) O7A 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C31A 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C32A 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C33A 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) C34A 0.131(5) 0.072(2) 0.074(2) 0.0104(17) 0.034(3) 0.011(2) Cu1 0.0445(4) 0.0232(3) 0.0155(3) 0.0067(2) 0.0060(2) 0.0037(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C4 1.548(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.510(7) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.506(7) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.544(6) . ? C5 O1 1.271(5) . ? C5 C6 1.404(6) . ? C6 C7 1.408(6) . ? C6 H6 0.9500 . ? C7 O2 1.276(5) . ? C7 C8 1.493(6) . ? C8 C9 1.400(6) . ? C8 C13 1.401(6) . ? C9 C10 1.385(6) . ? C9 H9 0.9500 . ? C10 C11 1.395(6) . ? C10 H10 0.9500 . ? C11 C12 1.384(6) . ? C11 O3 1.395(5) . ? C12 C13 1.376(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.374(6) . ? C14 C19 1.385(6) . ? C14 O3 1.398(5) . ? C15 C16 1.390(6) . ? C15 H15 0.9500 . ? C16 C17 1.397(6) . ? C16 H16 0.9500 . ? C17 C18 1.390(6) . ? C17 C20 1.497(6) . ? C18 C19 1.383(6) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 O4 1.274(5) . ? C20 C21 1.405(6) . ? C21 C22 1.397(6) . ? C21 H21 0.9500 . ? C22 O5 1.274(5) . ? C22 C23 1.539(6) . ? C23 C24 1.531(6) . ? C23 C25 1.540(7) . ? C23 C26 1.534(6) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 O6 1.443(6) . ? C27 C30 1.468(8) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 O6 1.436(6) . ? C28 C29 1.497(8) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.515(8) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? O1 Cu1 1.924(3) . ? O2 Cu1 1.928(3) . ? O4 Cu1 1.911(3) 2_666 ? O5 Cu1 1.919(3) 2_666 ? O6 Cu1 2.329(3) . ? O7 C34 1.420(8) . ? O7 C31 1.435(9) . ? C31 C32 1.512(9) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.491(9) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.511(9) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? O7A C34A 1.417(9) . ? O7A C31A 1.438(8) . ? C31A C32A 1.530(9) . ? C31A H31C 0.9900 . ? C31A H31D 0.9900 . ? C32A C33A 1.515(9) . ? C32A H32C 0.9900 . ? C32A H32D 0.9900 . ? C33A C34A 1.503(9) . ? C33A H33C 0.9900 . ? C33A H33D 0.9900 . ? C34A H34C 0.9900 . ? C34A H34D 0.9900 . ? Cu1 O4 1.910(3) 2_666 ? Cu1 O5 1.919(3) 2_666 ? 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 C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C3 C4 C2 111.7(4) . . ? C3 C4 C5 108.2(4) . . ? C2 C4 C5 114.1(4) . . ? C3 C4 C1 107.6(4) . . ? C2 C4 C1 108.2(4) . . ? C5 C4 C1 106.8(4) . . ? O1 C5 C6 124.8(4) . . ? O1 C5 C4 113.9(3) . . ? C6 C5 C4 121.2(4) . . ? C5 C6 C7 123.7(4) . . ? C5 C6 H6 118.2 . . ? C7 C6 H6 118.2 . . ? O2 C7 C6 125.0(4) . . ? O2 C7 C8 114.8(4) . . ? C6 C7 C8 120.1(4) . . ? C9 C8 C13 117.9(4) . . ? C9 C8 C7 118.5(4) . . ? C13 C8 C7 123.6(4) . . ? C10 C9 C8 121.0(4) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 119.3(4) . . ? C9 C10 H10 120.4 . . ? C11 C10 H10 120.4 . . ? C12 C11 C10 120.8(4) . . ? C12 C11 O3 116.0(4) . . ? C10 C11 O3 123.1(4) . . ? C13 C12 C11 119.2(4) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C8 121.8(4) . . ? C12 C13 H13 119.1 . . ? C8 C13 H13 119.1 . . ? C15 C14 C19 121.4(4) . . ? C15 C14 O3 123.1(4) . . ? C19 C14 O3 115.4(4) . . ? C14 C15 C16 119.3(4) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C15 C16 C17 120.6(4) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 118.4(4) . . ? C18 C17 C20 123.2(4) . . ? C16 C17 C20 118.3(4) . . ? C19 C18 C17 121.5(4) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C14 C19 C18 118.7(4) . . ? C14 C19 H19 120.7 . . ? C18 C19 H19 120.7 . . ? O4 C20 C21 124.7(4) . . ? O4 C20 C17 114.3(3) . . ? C21 C20 C17 121.0(4) . . ? C22 C21 C20 124.2(4) . . ? C22 C21 H21 117.9 . . ? C20 C21 H21 117.9 . . ? O5 C22 C21 124.5(4) . . ? O5 C22 C23 114.3(4) . . ? C21 C22 C23 121.2(4) . . ? C24 C23 C25 110.0(4) . . ? C24 C23 C26 109.4(4) . . ? C25 C23 C26 108.8(4) . . ? C24 C23 C22 114.1(4) . . ? C25 C23 C22 105.3(4) . . ? C26 C23 C22 109.0(4) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O6 C27 C30 105.8(4) . . ? O6 C27 H27A 110.6 . . ? C30 C27 H27A 110.6 . . ? O6 C27 H27B 110.6 . . ? C30 C27 H27B 110.6 . . ? H27A C27 H27B 108.7 . . ? O6 C28 C29 105.7(4) . . ? O6 C28 H28A 110.6 . . ? C29 C28 H28A 110.6 . . ? O6 C28 H28B 110.6 . . ? C29 C28 H28B 110.6 . . ? H28A C28 H28B 108.7 . . ? C28 C29 C30 102.3(5) . . ? C28 C29 H29A 111.3 . . ? C30 C29 H29A 111.3 . . ? C28 C29 H29B 111.3 . . ? C30 C29 H29B 111.3 . . ? H29A C29 H29B 109.2 . . ? C27 C30 C29 102.6(5) . . ? C27 C30 H30A 111.2 . . ? C29 C30 H30A 111.2 . . ? C27 C30 H30B 111.2 . . ? C29 C30 H30B 111.2 . . ? H30A C30 H30B 109.2 . . ? C5 O1 Cu1 127.1(2) . . ? C7 O2 Cu1 126.6(3) . . ? C11 O3 C14 119.5(3) . . ? C20 O4 Cu1 126.8(3) . 2_666 ? C22 O5 Cu1 127.0(3) . 2_666 ? C28 O6 C27 109.3(4) . . ? C28 O6 Cu1 121.6(3) . . ? C27 O6 Cu1 119.8(3) . . ? C34 O7 C31 109.7(7) . . ? O7 C31 C32 106.5(7) . . ? O7 C31 H31A 110.4 . . ? C32 C31 H31A 110.4 . . ? O7 C31 H31B 110.4 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.6 . . ? C33 C32 C31 106.0(7) . . ? C33 C32 H32A 110.5 . . ? C31 C32 H32A 110.5 . . ? C33 C32 H32B 110.5 . . ? C31 C32 H32B 110.5 . . ? H32A C32 H32B 108.7 . . ? C32 C33 C34 106.0(7) . . ? C32 C33 H33A 110.5 . . ? C34 C33 H33A 110.5 . . ? C32 C33 H33B 110.5 . . ? C34 C33 H33B 110.5 . . ? H33A C33 H33B 108.7 . . ? O7 C34 C33 105.7(7) . . ? O7 C34 H34A 110.6 . . ? C33 C34 H34A 110.6 . . ? O7 C34 H34B 110.6 . . ? C33 C34 H34B 110.6 . . ? H34A C34 H34B 108.7 . . ? C34A O7A C31A 110.3(7) . . ? O7A C31A C32A 103.7(7) . . ? O7A C31A H31C 111.0 . . ? C32A C31A H31C 111.0 . . ? O7A C31A H31D 111.0 . . ? C32A C31A H31D 111.0 . . ? H31C C31A H31D 109.0 . . ? C31A C32A C33A 105.3(8) . . ? C31A C32A H32C 110.7 . . ? C33A C32A H32C 110.7 . . ? C31A C32A H32D 110.7 . . ? C33A C32A H32D 110.7 . . ? H32C C32A H32D 108.8 . . ? C34A C33A C32A 105.1(7) . . ? C34A C33A H33C 110.7 . . ? C32A C33A H33C 110.7 . . ? C34A C33A H33D 110.7 . . ? C32A C33A H33D 110.7 . . ? H33C C33A H33D 108.8 . . ? O7A C34A C33A 107.8(7) . . ? O7A C34A H34C 110.1 . . ? C33A C34A H34C 110.1 . . ? O7A C34A H34D 110.1 . . ? C33A C34A H34D 110.1 . . ? H34C C34A H34D 108.5 . . ? O4 Cu1 O5 92.75(12) 2_666 2_666 ? O4 Cu1 O1 173.63(13) 2_666 . ? O5 Cu1 O1 88.20(12) 2_666 . ? O4 Cu1 O2 85.70(12) 2_666 . ? O5 Cu1 O2 171.85(13) 2_666 . ? O1 Cu1 O2 92.47(12) . . ? O4 Cu1 O6 90.62(12) 2_666 . ? O5 Cu1 O6 93.83(12) 2_666 . ? O1 Cu1 O6 95.60(12) . . ? O2 Cu1 O6 94.20(12) . . ? 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 C3 C4 C5 O1 -46.9(5) . . . . ? C2 C4 C5 O1 -171.9(4) . . . . ? C1 C4 C5 O1 68.6(5) . . . . ? C3 C4 C5 C6 135.2(5) . . . . ? C2 C4 C5 C6 10.2(7) . . . . ? C1 C4 C5 C6 -109.2(5) . . . . ? O1 C5 C6 C7 -0.2(7) . . . . ? C4 C5 C6 C7 177.4(4) . . . . ? C5 C6 C7 O2 3.4(7) . . . . ? C5 C6 C7 C8 -176.5(4) . . . . ? O2 C7 C8 C9 25.0(6) . . . . ? C6 C7 C8 C9 -155.1(4) . . . . ? O2 C7 C8 C13 -153.6(4) . . . . ? C6 C7 C8 C13 26.2(7) . . . . ? C13 C8 C9 C10 1.3(7) . . . . ? C7 C8 C9 C10 -177.5(4) . . . . ? C8 C9 C10 C11 1.1(7) . . . . ? C9 C10 C11 C12 -2.7(7) . . . . ? C9 C10 C11 O3 -178.4(4) . . . . ? C10 C11 C12 C13 1.8(7) . . . . ? O3 C11 C12 C13 177.9(4) . . . . ? C11 C12 C13 C8 0.6(7) . . . . ? C9 C8 C13 C12 -2.2(7) . . . . ? C7 C8 C13 C12 176.5(4) . . . . ? C19 C14 C15 C16 -3.8(7) . . . . ? O3 C14 C15 C16 179.2(4) . . . . ? C14 C15 C16 C17 1.9(7) . . . . ? C15 C16 C17 C18 0.9(7) . . . . ? C15 C16 C17 C20 -175.1(4) . . . . ? C16 C17 C18 C19 -1.9(7) . . . . ? C20 C17 C18 C19 173.8(4) . . . . ? C15 C14 C19 C18 2.8(7) . . . . ? O3 C14 C19 C18 -180.0(4) . . . . ? C17 C18 C19 C14 0.1(7) . . . . ? C18 C17 C20 O4 -158.4(4) . . . . ? C16 C17 C20 O4 17.3(6) . . . . ? C18 C17 C20 C21 21.8(7) . . . . ? C16 C17 C20 C21 -162.5(4) . . . . ? O4 C20 C21 C22 1.9(7) . . . . ? C17 C20 C21 C22 -178.3(4) . . . . ? C20 C21 C22 O5 0.5(7) . . . . ? C20 C21 C22 C23 178.5(4) . . . . ? O5 C22 C23 C24 -167.8(4) . . . . ? C21 C22 C23 C24 14.0(6) . . . . ? O5 C22 C23 C25 71.5(5) . . . . ? C21 C22 C23 C25 -106.8(5) . . . . ? O5 C22 C23 C26 -45.1(5) . . . . ? C21 C22 C23 C26 136.6(4) . . . . ? O6 C28 C29 C30 28.5(6) . . . . ? O6 C27 C30 C29 32.8(6) . . . . ? C28 C29 C30 C27 -37.4(6) . . . . ? C6 C5 O1 Cu1 -5.0(6) . . . . ? C4 C5 O1 Cu1 177.2(3) . . . . ? C6 C7 O2 Cu1 -0.9(6) . . . . ? C8 C7 O2 Cu1 178.9(3) . . . . ? C12 C11 O3 C14 146.8(4) . . . . ? C10 C11 O3 C14 -37.3(6) . . . . ? C15 C14 O3 C11 -29.2(6) . . . . ? C19 C14 O3 C11 153.7(4) . . . . ? C21 C20 O4 Cu1 -4.2(6) . . . 2_666 ? C17 C20 O4 Cu1 176.0(3) . . . 2_666 ? C21 C22 O5 Cu1 -0.3(6) . . . 2_666 ? C23 C22 O5 Cu1 -178.5(3) . . . 2_666 ? C29 C28 O6 C27 -8.8(6) . . . . ? C29 C28 O6 Cu1 137.6(4) . . . . ? C30 C27 O6 C28 -15.5(6) . . . . ? C30 C27 O6 Cu1 -162.6(4) . . . . ? C34 O7 C31 C32 -20(2) . . . . ? O7 C31 C32 C33 6.5(19) . . . . ? C31 C32 C33 C34 8.6(19) . . . . ? C31 O7 C34 C33 26(2) . . . . ? C32 C33 C34 O7 -21(2) . . . . ? C34A O7A C31A C32A -28.0(19) . . . . ? O7A C31A C32A C33A 25.9(17) . . . . ? C31A C32A C33A C34A -15.1(18) . . . . ? C31A O7A C34A C33A 19(2) . . . . ? C32A C33A C34A O7A -1(2) . . . . ? _refine_diff_density_max 0.707 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.073 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900917' ####################################################################### # # 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_lj191sad _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C104 H152 Cu4 N8 O16, C6 H14 N2' _chemical_formula_sum 'C110 H166 Cu4 N10 O16' _chemical_formula_weight 2138.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3608(9) _cell_length_b 14.4945(11) _cell_length_c 17.5171(13) _cell_angle_alpha 78.6480(10) _cell_angle_beta 80.5250(10) _cell_angle_gamma 79.9620(10) _cell_volume 2759.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12291 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.19 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_F_000 1140 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.826 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.826276 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; The crystal was attached with Exxon Paratone N, to a short length of fibre supported on a thin piece of copper wire inserted in a copper mounting pin. The crystal was quenched in a cold nitrogen gas stream from an Oxford Cryosystems Cryostream. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 274 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.01 _diffrn_reflns_number 27310 _diffrn_reflns_av_unetI/netI 0.0310 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.712 _diffrn_reflns_theta_max 28.403 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.920 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.920 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.920 _diffrn_reflns_point_group_measured_fraction_full 0.998 _reflns_number_total 12766 _reflns_number_gt 10329 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'SMART (Bruker,1995)' _computing_cell_refinement 'SAINT (Bruker,1995)' _computing_data_reduction 'SAINT and XPREP (Bruker 1995)' _computing_structure_solution 'SIR97 (Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+0.8700P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 12766 _refine_ls_number_parameters 678 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0925 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.014 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.55481(16) 0.28157(14) 0.92028(10) 0.0329(4) Uani 1 1 d . . . . . H1A H 0.4838 0.2544 0.9492 0.049 Uiso 1 1 calc R U . . . H1B H 0.6038 0.2932 0.9576 0.049 Uiso 1 1 calc R U . . . H1C H 0.6028 0.2370 0.8877 0.049 Uiso 1 1 calc R U . . . C2 C 0.43598(18) 0.44418(15) 0.91962(11) 0.0366(4) Uani 1 1 d . . . . . H2A H 0.4120 0.5056 0.8869 0.055 Uiso 1 1 calc R U . . . H2B H 0.4826 0.4534 0.9591 0.055 Uiso 1 1 calc R U . . . H2C H 0.3637 0.4168 0.9459 0.055 Uiso 1 1 calc R U . . . C3 C 0.62392(16) 0.42109(14) 0.82401(11) 0.0339(4) Uani 1 1 d . . . . . H3A H 0.6779 0.3754 0.7950 0.051 Uiso 1 1 calc R U . . . H3B H 0.6668 0.4384 0.8621 0.051 Uiso 1 1 calc R U . . . H3C H 0.5974 0.4782 0.7871 0.051 Uiso 1 1 calc R U . . . C4 C 0.51392(15) 0.37609(12) 0.86746(9) 0.0253(3) Uani 1 1 d . . . . . C5 C 0.43487(14) 0.35464(12) 0.81182(9) 0.0223(3) Uani 1 1 d . . . . . C6 C 0.47457(15) 0.36278(13) 0.73114(10) 0.0274(4) Uani 1 1 d . . . . . H6 H 0.5514 0.3821 0.7123 0.033 Uiso 1 1 calc R U . . . C7 C 0.40838(14) 0.34426(11) 0.67615(9) 0.0213(3) Uani 1 1 d . . . . . C8 C 0.46203(14) 0.35218(11) 0.59136(9) 0.0211(3) Uani 1 1 d . . . . . C9 C 0.39447(14) 0.33356(11) 0.53783(9) 0.0207(3) Uani 1 1 d . . . . . H9 H 0.3159 0.3174 0.5559 0.025 Uiso 1 1 calc R U . . . C10 C 0.43983(14) 0.33812(11) 0.45823(9) 0.0208(3) Uani 1 1 d . . . . . C11 C 0.55459(16) 0.36233(14) 0.43249(10) 0.0320(4) Uani 1 1 d . . . . . H11 H 0.5866 0.3664 0.3785 0.038 Uiso 1 1 calc R U . . . C12 C 0.62258(17) 0.38063(16) 0.48516(11) 0.0400(5) Uani 1 1 d . . . . . H12 H 0.7013 0.3964 0.4671 0.048 Uiso 1 1 calc R U . . . C13 C 0.57699(16) 0.37611(14) 0.56371(10) 0.0308(4) Uani 1 1 d . . . . . H13 H 0.6242 0.3894 0.5991 0.037 Uiso 1 1 calc R U . . . C14 C 0.36105(14) 0.31694(11) 0.40451(9) 0.0201(3) Uani 1 1 d . . . . . C15 C 0.40936(15) 0.30488(12) 0.32725(9) 0.0250(3) Uani 1 1 d . . . . . H15 H 0.4922 0.3102 0.3104 0.030 Uiso 1 1 calc R U . . . C16 C 0.34141(15) 0.28541(11) 0.27383(9) 0.0219(3) Uani 1 1 d . . . . . C17 C 0.40020(16) 0.25970(13) 0.19352(9) 0.0290(4) Uani 1 1 d . . . . . C18 C 0.3840(3) 0.15665(16) 0.19565(13) 0.0594(7) Uani 1 1 d . . . . . H18A H 0.2981 0.1507 0.2075 0.089 Uiso 1 1 calc R U . . . H18B H 0.4275 0.1148 0.2363 0.089 Uiso 1 1 calc R U . . . H18C H 0.4162 0.1384 0.1444 0.089 Uiso 1 1 calc R U . . . C19 C 0.3307(2) 0.32350(17) 0.12975(10) 0.0453(5) Uani 1 1 d . . . . . H19A H 0.3436 0.3895 0.1256 0.068 Uiso 1 1 calc R U . . . H19B H 0.2444 0.3193 0.1437 0.068 Uiso 1 1 calc R U . . . H19C H 0.3598 0.3024 0.0792 0.068 Uiso 1 1 calc R U . . . C20 C 0.53336(19) 0.2701(2) 0.17393(12) 0.0559(7) Uani 1 1 d . . . . . H20A H 0.5644 0.2534 0.1220 0.084 Uiso 1 1 calc R U . . . H20B H 0.5782 0.2276 0.2135 0.084 Uiso 1 1 calc R U . . . H20C H 0.5432 0.3360 0.1736 0.084 Uiso 1 1 calc R U . . . C21 C 0.03012(16) 0.31228(15) 1.04216(10) 0.0348(4) Uani 1 1 d . . . . . H21A H 0.0654 0.3700 1.0182 0.052 Uiso 1 1 calc R U . . . H21B H 0.0940 0.2572 1.0447 0.052 Uiso 1 1 calc R U . . . H21C H -0.0097 0.3183 1.0954 0.052 Uiso 1 1 calc R U . . . C22 C -0.12324(18) 0.21169(15) 1.03351(10) 0.0370(4) Uani 1 1 d . . . . . H22A H -0.0621 0.1549 1.0382 0.055 Uiso 1 1 calc R U . . . H22B H -0.1837 0.2031 1.0025 0.055 Uiso 1 1 calc R U . . . H22C H -0.1625 0.2217 1.0860 0.055 Uiso 1 1 calc R U . . . C23 C -0.15899(18) 0.38669(14) 0.98562(11) 0.0377(4) Uani 1 1 d . . . . . H23A H -0.2013 0.3941 1.0380 0.057 Uiso 1 1 calc R U . . . H23B H -0.2168 0.3792 0.9523 0.057 Uiso 1 1 calc R U . . . H23C H -0.1206 0.4431 0.9622 0.057 Uiso 1 1 calc R U . . . C24 C -0.06273(14) 0.29874(12) 0.99242(9) 0.0238(3) Uani 1 1 d . . . . . C25 C 0.00015(14) 0.28634(11) 0.90926(9) 0.0196(3) Uani 1 1 d . . . . . C26 C -0.06098(14) 0.25574(11) 0.85700(9) 0.0213(3) Uani 1 1 d . . . . . H26 H -0.1400 0.2408 0.8755 0.026 Uiso 1 1 calc R U . . . C27 C -0.01232(14) 0.24608(11) 0.77961(9) 0.0191(3) Uani 1 1 d . . . . . C28 C -0.08593(13) 0.21873(10) 0.72578(9) 0.0182(3) Uani 1 1 d . . . . . C29 C -0.04283(13) 0.23034(10) 0.64532(9) 0.0182(3) Uani 1 1 d . . . . . H29 H 0.0321 0.2530 0.6269 0.022 Uiso 1 1 calc R U . . . C30 C -0.10805(14) 0.20917(11) 0.59165(9) 0.0195(3) Uani 1 1 d . . . . . C31 C -0.21888(15) 0.17705(12) 0.61901(9) 0.0255(3) Uani 1 1 d . . . . . H31 H -0.2653 0.1640 0.5830 0.031 Uiso 1 1 calc R U . . . C32 C -0.26140(15) 0.16413(13) 0.69887(10) 0.0288(4) Uani 1 1 d . . . . . H32 H -0.3362 0.1413 0.7173 0.035 Uiso 1 1 calc R U . . . C33 C -0.19537(15) 0.18439(12) 0.75183(9) 0.0238(3) Uani 1 1 d . . . . . H33 H -0.2250 0.1748 0.8063 0.029 Uiso 1 1 calc R U . . . C34 C -0.05600(14) 0.22072(11) 0.50617(9) 0.0200(3) Uani 1 1 d . . . . . C35 C -0.09174(16) 0.16716(12) 0.45822(9) 0.0264(3) Uani 1 1 d . . . . . H35 H -0.1463 0.1237 0.4819 0.032 Uiso 1 1 calc R U . . . C36 C -0.05205(15) 0.17352(11) 0.37718(9) 0.0227(3) Uani 1 1 d . . . . . C37 C -0.09822(17) 0.11247(12) 0.32912(10) 0.0298(4) Uani 1 1 d D . . . . C38 C -0.0464(5) 0.1328(4) 0.2446(2) 0.0571(12) Uani 0.6 1 d D . P A 1 H38A H -0.0779 0.0939 0.2149 0.086 Uiso 0.6 1 calc R U P A 1 H38B H 0.0417 0.1174 0.2396 0.086 Uiso 0.6 1 calc R U P A 1 H38C H -0.0691 0.2003 0.2236 0.086 Uiso 0.6 1 calc R U P A 1 C39 C -0.0780(6) 0.0112(5) 0.3648(5) 0.0499(17) Uani 0.6 1 d D . P A 1 H39A H -0.1189 0.0026 0.4190 0.075 Uiso 0.6 1 calc R U P A 1 H39B H 0.0087 -0.0103 0.3647 0.075 Uiso 0.6 1 calc R U P A 1 H39C H -0.1104 -0.0262 0.3344 0.075 Uiso 0.6 1 calc R U P A 1 C40 C -0.2412(4) 0.1456(4) 0.3334(3) 0.0534(12) Uani 0.6 1 d D . P A 1 H40A H -0.2573 0.2140 0.3131 0.080 Uiso 0.6 1 calc R U P A 1 H40B H -0.2791 0.1327 0.3881 0.080 Uiso 0.6 1 calc R U P A 1 H40C H -0.2745 0.1105 0.3016 0.080 Uiso 0.6 1 calc R U P A 1 C38A C 0.0152(6) 0.0792(5) 0.2655(4) 0.0563(18) Uani 0.4 1 d D . P A 2 H38D H -0.0101 0.0389 0.2342 0.085 Uiso 0.4 1 calc R U P A 2 H38E H 0.0815 0.0433 0.2933 0.085 Uiso 0.4 1 calc R U P A 2 H38F H 0.0422 0.1355 0.2307 0.085 Uiso 0.4 1 calc R U P A 2 C39A C -0.1963(7) 0.1653(4) 0.2903(4) 0.0501(17) Uani 0.4 1 d D . P A 2 H39D H -0.2204 0.1267 0.2572 0.075 Uiso 0.4 1 calc R U P A 2 H39E H -0.1712 0.2235 0.2576 0.075 Uiso 0.4 1 calc R U P A 2 H39F H -0.2647 0.1822 0.3296 0.075 Uiso 0.4 1 calc R U P A 2 C40A C -0.1284(7) 0.0172(8) 0.3781(7) 0.0371(19) Uani 0.4 1 d D . P A 2 H40D H -0.2024 0.0285 0.4147 0.056 Uiso 0.4 1 calc R U P A 2 H40E H -0.0618 -0.0133 0.4078 0.056 Uiso 0.4 1 calc R U P A 2 H40F H -0.1402 -0.0245 0.3431 0.056 Uiso 0.4 1 calc R U P A 2 C41 C 0.21418(19) 0.04439(14) 0.85598(13) 0.0406(5) Uani 1 1 d . . . . . H41A H 0.2517 -0.0210 0.8493 0.049 Uiso 1 1 calc R U . . . H41B H 0.1441 0.0622 0.8264 0.049 Uiso 1 1 calc R U . . . C42 C 0.17143(19) 0.04637(14) 0.94202(13) 0.0420(5) Uani 1 1 d . . . . . H42A H 0.1296 0.1108 0.9486 0.050 Uiso 1 1 calc R U . . . H42B H 0.1133 0.0009 0.9622 0.050 Uiso 1 1 calc R U . . . C43 C 0.35621(19) 0.09055(14) 0.95669(13) 0.0420(5) Uani 1 1 d . . . . . H43A H 0.4252 0.0761 0.9872 0.050 Uiso 1 1 calc R U . . . H43B H 0.3141 0.1551 0.9626 0.050 Uiso 1 1 calc R U . . . C44 C 0.40132(18) 0.08761(15) 0.87150(13) 0.0415(5) Uani 1 1 d . . . . . H44A H 0.4584 0.1341 0.8517 0.050 Uiso 1 1 calc R U . . . H44B H 0.4454 0.0235 0.8661 0.050 Uiso 1 1 calc R U . . . C45 C 0.3474(2) 0.09979(17) 0.74264(14) 0.0544(6) Uani 1 1 d . . . . . H45A H 0.3794 0.0330 0.7402 0.082 Uiso 1 1 calc R U . . . H45B H 0.4117 0.1389 0.7227 0.082 Uiso 1 1 calc R U . . . H45C H 0.2817 0.1208 0.7104 0.082 Uiso 1 1 calc R U . . . C46 C 0.2334(3) 0.01889(19) 1.07047(14) 0.0692(8) Uani 1 1 d . . . . . H46A H 0.3029 -0.0014 1.0995 0.104 Uiso 1 1 calc R U . . . H46B H 0.1753 -0.0260 1.0888 0.104 Uiso 1 1 calc R U . . . H46C H 0.1949 0.0825 1.0794 0.104 Uiso 1 1 calc R U . . . C47 C 0.15018(15) 0.54373(12) 0.67185(10) 0.0287(4) Uani 1 1 d . . . . . H47A H 0.2361 0.5221 0.6540 0.034 Uiso 1 1 calc R U . . . H47B H 0.1373 0.6141 0.6630 0.034 Uiso 1 1 calc R U . . . C48 C 0.07182(16) 0.50999(13) 0.62461(10) 0.0309(4) Uani 1 1 d . . . . . H48A H 0.0921 0.5362 0.5683 0.037 Uiso 1 1 calc R U . . . H48B H 0.0883 0.4397 0.6310 0.037 Uiso 1 1 calc R U . . . C49 C -0.08460(16) 0.50498(13) 0.73482(11) 0.0341(4) Uani 1 1 d . . . . . H49A H -0.0722 0.4346 0.7448 0.041 Uiso 1 1 calc R U . . . H49B H -0.1702 0.5272 0.7530 0.041 Uiso 1 1 calc R U . . . C50 C -0.00524(17) 0.53973(13) 0.78038(10) 0.0327(4) Uani 1 1 d . . . . . H50A H -0.0198 0.6101 0.7721 0.039 Uiso 1 1 calc R U . . . H50B H -0.0256 0.5158 0.8372 0.039 Uiso 1 1 calc R U . . . C51 C 0.1969(2) 0.54214(15) 0.80028(13) 0.0470(5) Uani 1 1 d . . . . . H51A H 0.2820 0.5277 0.7788 0.071 Uiso 1 1 calc R U . . . H51B H 0.1845 0.5111 0.8554 0.071 Uiso 1 1 calc R U . . . H51C H 0.1745 0.6111 0.7968 0.071 Uiso 1 1 calc R U . . . C52 C -0.1287(2) 0.49676(14) 0.60680(16) 0.0533(6) Uani 1 1 d . . . . . H52A H -0.0993 0.4285 0.6111 0.080 Uiso 1 1 calc R U . . . H52B H -0.1201 0.5268 0.5513 0.080 Uiso 1 1 calc R U . . . H52C H -0.2138 0.5063 0.6294 0.080 Uiso 1 1 calc R U . . . C55 C 0.2890(2) 0.06076(16) 0.42846(14) 0.0535(6) Uani 1 1 d . . . . . H55A H 0.2181 0.0874 0.4615 0.080 Uiso 1 1 calc R U . . . H55B H 0.2660 0.0153 0.4010 0.080 Uiso 1 1 calc R U . . . H55C H 0.3212 0.1122 0.3899 0.080 Uiso 1 1 calc R U . . . C54 C 0.4875(2) -0.02856(15) 0.42997(12) 0.0472(5) Uani 1 1 d . . . . . H54A H 0.5204 0.0225 0.3902 0.057 Uiso 1 1 calc R U . . . H54B H 0.4649 -0.0744 0.4019 0.057 Uiso 1 1 calc R U . . . C53 C 0.5828(2) -0.07864(15) 0.48076(13) 0.0485(6) Uani 1 1 d . . . . . H53A H 0.5509 -0.1312 0.5192 0.058 Uiso 1 1 calc R U . . . H53B H 0.6541 -0.1064 0.4475 0.058 Uiso 1 1 calc R U . . . N1 N 0.30161(14) 0.10985(11) 0.82402(9) 0.0348(4) Uani 1 1 d . . . . . N2 N 0.27355(18) 0.02116(12) 0.98699(11) 0.0459(4) Uani 1 1 d . . . . . N3 N 0.12227(13) 0.50717(10) 0.75539(8) 0.0284(3) Uani 1 1 d . . . . . N4 N -0.05773(13) 0.53989(10) 0.64972(8) 0.0278(3) Uani 1 1 d . . . . . N5 N 0.38073(17) 0.01237(11) 0.47734(10) 0.0420(4) Uani 1 1 d . . . . . O1 O 0.33496(10) 0.32966(9) 0.84551(6) 0.0278(3) Uani 1 1 d . . . . . O2 O 0.30391(10) 0.32055(9) 0.69231(6) 0.0282(3) Uani 1 1 d . . . . . O3 O 0.25308(10) 0.30993(8) 0.43550(6) 0.0220(2) Uani 1 1 d . . . . . O4 O 0.22844(10) 0.28464(8) 0.28668(6) 0.0245(2) Uani 1 1 d . . . . . O5 O 0.10575(10) 0.30671(9) 0.89273(6) 0.0294(3) Uani 1 1 d . . . . . O6 O 0.09218(10) 0.26199(10) 0.74755(6) 0.0297(3) Uani 1 1 d . . . . . O7 O 0.02138(10) 0.27829(8) 0.48459(6) 0.0230(2) Uani 1 1 d . . . . . O8 O 0.02014(11) 0.22841(8) 0.33899(6) 0.0256(2) Uani 1 1 d . . . . . Cu1 Cu 0.20995(2) 0.30318(2) 0.79474(2) 0.03423(7) Uani 1 1 d . . . . . Cu2 Cu 0.12181(2) 0.29259(2) 0.38354(2) 0.02052(6) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0280(9) 0.0439(11) 0.0277(9) -0.0020(8) -0.0084(7) -0.0084(8) C2 0.0374(10) 0.0481(11) 0.0325(10) -0.0217(8) -0.0110(8) -0.0056(9) C3 0.0302(9) 0.0497(11) 0.0274(9) -0.0039(8) -0.0097(7) -0.0189(8) C4 0.0217(8) 0.0378(9) 0.0204(8) -0.0081(7) -0.0064(6) -0.0084(7) C5 0.0201(8) 0.0291(8) 0.0204(8) -0.0079(6) -0.0047(6) -0.0051(6) C6 0.0208(8) 0.0440(10) 0.0210(8) -0.0094(7) -0.0014(6) -0.0115(7) C7 0.0186(7) 0.0284(8) 0.0184(7) -0.0075(6) -0.0012(6) -0.0046(6) C8 0.0210(8) 0.0252(8) 0.0176(7) -0.0045(6) -0.0017(6) -0.0048(6) C9 0.0202(7) 0.0241(8) 0.0184(7) -0.0046(6) -0.0012(6) -0.0052(6) C10 0.0223(8) 0.0236(8) 0.0166(7) -0.0038(6) -0.0021(6) -0.0042(6) C11 0.0301(9) 0.0507(11) 0.0157(8) -0.0037(7) 0.0021(7) -0.0151(8) C12 0.0275(9) 0.0727(14) 0.0235(9) -0.0062(9) 0.0022(7) -0.0253(9) C13 0.0259(9) 0.0489(11) 0.0212(8) -0.0061(7) -0.0037(7) -0.0151(8) C14 0.0232(8) 0.0201(7) 0.0166(7) -0.0018(6) -0.0032(6) -0.0034(6) C15 0.0244(8) 0.0329(9) 0.0174(8) -0.0053(6) -0.0005(6) -0.0048(7) C16 0.0270(8) 0.0216(8) 0.0155(7) -0.0023(6) -0.0014(6) -0.0018(6) C17 0.0322(9) 0.0377(10) 0.0163(8) -0.0089(7) -0.0013(7) -0.0004(7) C18 0.092(2) 0.0423(12) 0.0411(12) -0.0237(10) 0.0097(12) -0.0027(12) C19 0.0517(13) 0.0641(14) 0.0157(8) -0.0082(9) -0.0057(8) 0.0061(11) C20 0.0337(11) 0.109(2) 0.0269(10) -0.0272(12) 0.0055(9) -0.0070(12) C21 0.0287(9) 0.0602(12) 0.0202(8) -0.0151(8) -0.0020(7) -0.0109(9) C22 0.0434(11) 0.0487(11) 0.0207(9) -0.0069(8) 0.0056(8) -0.0200(9) C23 0.0382(10) 0.0470(11) 0.0261(9) -0.0146(8) -0.0024(8) 0.0062(9) C24 0.0237(8) 0.0335(9) 0.0154(7) -0.0081(6) -0.0007(6) -0.0052(7) C25 0.0202(7) 0.0232(8) 0.0156(7) -0.0036(6) -0.0022(6) -0.0038(6) C26 0.0195(7) 0.0275(8) 0.0181(7) -0.0053(6) -0.0011(6) -0.0066(6) C27 0.0195(7) 0.0207(7) 0.0177(7) -0.0034(6) -0.0028(6) -0.0045(6) C28 0.0196(7) 0.0182(7) 0.0174(7) -0.0047(6) -0.0035(6) -0.0018(6) C29 0.0181(7) 0.0193(7) 0.0179(7) -0.0040(6) -0.0021(6) -0.0041(6) C30 0.0213(7) 0.0211(7) 0.0170(7) -0.0047(6) -0.0036(6) -0.0033(6) C31 0.0231(8) 0.0352(9) 0.0223(8) -0.0087(7) -0.0054(6) -0.0090(7) C32 0.0225(8) 0.0425(10) 0.0255(8) -0.0089(7) -0.0005(7) -0.0147(7) C33 0.0244(8) 0.0311(9) 0.0175(7) -0.0062(6) -0.0003(6) -0.0087(7) C34 0.0204(7) 0.0223(8) 0.0178(7) -0.0032(6) -0.0053(6) -0.0022(6) C35 0.0329(9) 0.0323(9) 0.0176(8) -0.0047(6) -0.0029(7) -0.0146(7) C36 0.0267(8) 0.0241(8) 0.0189(7) -0.0045(6) -0.0064(6) -0.0041(6) C37 0.0437(10) 0.0327(9) 0.0188(8) -0.0057(7) -0.0084(7) -0.0163(8) C38 0.091(4) 0.072(3) 0.0236(18) -0.0172(19) 0.000(2) -0.052(3) C39 0.087(5) 0.027(2) 0.041(3) -0.010(2) -0.027(4) -0.002(4) C40 0.046(3) 0.068(3) 0.063(3) -0.032(3) -0.030(2) -0.007(2) C38A 0.067(4) 0.068(5) 0.047(4) -0.040(4) 0.015(3) -0.032(4) C39A 0.074(5) 0.037(3) 0.052(4) -0.010(3) -0.043(4) -0.006(3) C40A 0.054(5) 0.033(4) 0.033(4) -0.015(3) -0.009(4) -0.015(4) C41 0.0417(11) 0.0324(10) 0.0535(13) -0.0154(9) -0.0110(9) -0.0077(8) C42 0.0430(11) 0.0289(10) 0.0528(13) -0.0038(9) -0.0019(10) -0.0100(8) C43 0.0432(11) 0.0354(10) 0.0504(12) -0.0100(9) -0.0190(10) 0.0006(9) C44 0.0326(10) 0.0361(10) 0.0573(13) -0.0165(9) -0.0057(9) 0.0002(8) C45 0.0695(16) 0.0492(13) 0.0467(13) -0.0253(11) 0.0042(11) -0.0064(12) C46 0.102(2) 0.0508(15) 0.0468(14) 0.0092(11) -0.0126(15) -0.0076(15) C47 0.0253(8) 0.0306(9) 0.0255(8) -0.0005(7) 0.0017(7) -0.0013(7) C48 0.0370(10) 0.0322(9) 0.0202(8) -0.0061(7) -0.0026(7) 0.0042(7) C49 0.0265(9) 0.0278(9) 0.0394(10) 0.0084(8) 0.0030(8) -0.0033(7) C50 0.0369(10) 0.0363(10) 0.0165(8) 0.0010(7) 0.0024(7) 0.0054(8) C51 0.0531(13) 0.0429(12) 0.0508(13) -0.0168(10) -0.0275(11) 0.0068(10) C52 0.0619(15) 0.0274(10) 0.0837(18) -0.0197(10) -0.0429(13) 0.0008(9) C55 0.0713(16) 0.0360(11) 0.0467(13) 0.0036(10) -0.0026(12) -0.0079(11) C54 0.0689(15) 0.0366(11) 0.0328(11) -0.0093(9) 0.0067(10) -0.0079(10) C53 0.0670(15) 0.0315(10) 0.0412(12) -0.0104(9) 0.0082(11) -0.0013(10) N1 0.0361(9) 0.0346(8) 0.0370(9) -0.0165(7) -0.0016(7) -0.0054(7) N2 0.0584(12) 0.0299(9) 0.0472(11) -0.0004(7) -0.0131(9) -0.0018(8) N3 0.0315(8) 0.0311(8) 0.0209(7) -0.0040(6) -0.0054(6) 0.0006(6) N4 0.0306(8) 0.0252(7) 0.0294(8) -0.0054(6) -0.0094(6) -0.0034(6) N5 0.0616(12) 0.0281(8) 0.0309(9) -0.0019(7) 0.0051(8) -0.0061(8) O1 0.0220(6) 0.0485(7) 0.0178(5) -0.0116(5) -0.0014(4) -0.0135(5) O2 0.0216(6) 0.0515(8) 0.0167(5) -0.0128(5) 0.0004(4) -0.0145(5) O3 0.0223(6) 0.0310(6) 0.0141(5) -0.0052(4) -0.0021(4) -0.0069(5) O4 0.0267(6) 0.0336(6) 0.0145(5) -0.0070(4) -0.0027(4) -0.0043(5) O5 0.0256(6) 0.0517(8) 0.0161(5) -0.0130(5) 0.0022(5) -0.0164(6) O6 0.0218(6) 0.0566(8) 0.0163(5) -0.0136(5) 0.0011(4) -0.0159(5) O7 0.0276(6) 0.0290(6) 0.0155(5) -0.0055(4) -0.0016(4) -0.0116(5) O8 0.0328(6) 0.0320(6) 0.0157(5) -0.0049(5) -0.0042(5) -0.0131(5) Cu1 0.02324(11) 0.07122(17) 0.01651(11) -0.01801(10) 0.00309(8) -0.02305(11) Cu2 0.02306(10) 0.02688(11) 0.01357(9) -0.00498(7) -0.00242(7) -0.00732(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C4 1.539(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.542(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.530(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.536(2) . ? C5 O1 1.2673(19) . ? C5 C6 1.399(2) . ? C6 C7 1.406(2) . ? C6 H6 0.9500 . ? C7 O2 1.2650(19) . ? C7 C8 1.500(2) . ? C8 C13 1.394(2) . ? C8 C9 1.396(2) . ? C9 C10 1.398(2) . ? C9 H9 0.9500 . ? C10 C11 1.389(2) . ? C10 C14 1.506(2) . ? C11 C12 1.386(2) . ? C11 H11 0.9500 . ? C12 C13 1.381(2) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 O3 1.2697(19) . ? C14 C15 1.407(2) . ? C15 C16 1.403(2) . ? C15 H15 0.9500 . ? C16 O4 1.2677(19) . ? C16 C17 1.541(2) . ? C17 C20 1.522(3) . ? C17 C18 1.529(3) . ? C17 C19 1.535(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C24 1.534(2) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C24 1.538(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.527(2) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.543(2) . ? C25 O5 1.2593(19) . ? C25 C26 1.412(2) . ? C26 C27 1.402(2) . ? C26 H26 0.9500 . ? C27 O6 1.2660(19) . ? C27 C28 1.506(2) . ? C28 C33 1.393(2) . ? C28 C29 1.401(2) . ? C29 C30 1.396(2) . ? C29 H29 0.9500 . ? C30 C31 1.396(2) . ? C30 C34 1.505(2) . ? C31 C32 1.390(2) . ? C31 H31 0.9500 . ? C32 C33 1.387(2) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 O7 1.2784(18) . ? C34 C35 1.397(2) . ? C35 C36 1.407(2) . ? C35 H35 0.9500 . ? C36 O8 1.2611(19) . ? C36 C37 1.539(2) . ? C37 C39A 1.427(6) . ? C37 C39 1.472(8) . ? C37 C38 1.493(4) . ? C37 C40A 1.537(12) . ? C37 C40 1.606(5) . ? C37 C38A 1.630(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C38A H38D 0.9800 . ? C38A H38E 0.9800 . ? C38A H38F 0.9800 . ? C39A H39D 0.9800 . ? C39A H39E 0.9800 . ? C39A H39F 0.9800 . ? C40A H40D 0.9800 . ? C40A H40E 0.9800 . ? C40A H40F 0.9800 . ? C41 N1 1.462(2) . ? C41 C42 1.510(3) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 N2 1.463(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 N2 1.460(3) . ? C43 C44 1.502(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 N1 1.469(3) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 N1 1.461(3) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 N2 1.454(3) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 N3 1.457(2) . ? C47 C48 1.507(2) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 N4 1.479(2) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 N4 1.476(2) . ? C49 C50 1.502(3) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 N3 1.465(2) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 N3 1.456(2) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 N4 1.472(2) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C55 N5 1.454(3) . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C54 N5 1.457(3) . ? C54 C53 1.510(3) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C53 N5 1.466(3) 2_656 ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? N1 Cu1 2.7916(16) . ? N3 Cu1 2.9337(15) . ? N4 Cu2 2.3942(14) 2_566 ? N5 C53 1.466(3) 2_656 ? O1 Cu1 1.9223(11) . ? O2 Cu1 1.9256(11) . ? O3 Cu2 1.9450(11) . ? O4 Cu2 1.9265(11) . ? O5 Cu1 1.9221(11) . ? O6 Cu1 1.9150(11) . ? O7 Cu2 1.9367(11) . ? O8 Cu2 1.9406(11) . ? Cu2 N4 2.3942(14) 2_566 ? 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 C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C3 C4 C5 113.04(13) . . ? C3 C4 C1 110.03(14) . . ? C5 C4 C1 107.45(14) . . ? C3 C4 C2 109.19(15) . . ? C5 C4 C2 108.39(13) . . ? C1 C4 C2 108.63(14) . . ? O1 C5 C6 125.04(14) . . ? O1 C5 C4 114.38(13) . . ? C6 C5 C4 120.58(14) . . ? C5 C6 C7 124.34(15) . . ? C5 C6 H6 117.8 . . ? C7 C6 H6 117.8 . . ? O2 C7 C6 124.85(14) . . ? O2 C7 C8 115.53(13) . . ? C6 C7 C8 119.62(14) . . ? C13 C8 C9 118.47(14) . . ? C13 C8 C7 122.96(14) . . ? C9 C8 C7 118.56(14) . . ? C8 C9 C10 121.49(14) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C11 C10 C9 118.65(14) . . ? C11 C10 C14 123.28(14) . . ? C9 C10 C14 118.07(14) . . ? C12 C11 C10 120.34(15) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 120.64(17) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 120.40(16) . . ? C12 C13 H13 119.8 . . ? C8 C13 H13 119.8 . . ? O3 C14 C15 125.29(14) . . ? O3 C14 C10 114.60(13) . . ? C15 C14 C10 120.10(14) . . ? C16 C15 C14 123.29(15) . . ? C16 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? O4 C16 C15 124.47(14) . . ? O4 C16 C17 113.50(14) . . ? C15 C16 C17 122.01(15) . . ? C20 C17 C18 109.92(19) . . ? C20 C17 C19 109.43(17) . . ? C18 C17 C19 108.33(18) . . ? C20 C17 C16 113.93(15) . . ? C18 C17 C16 106.71(15) . . ? C19 C17 C16 108.35(14) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C24 C21 H21A 109.5 . . ? C24 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C24 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C24 C22 H22A 109.5 . . ? C24 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C24 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C23 C24 C21 109.28(15) . . ? C23 C24 C22 108.90(15) . . ? C21 C24 C22 108.89(14) . . ? C23 C24 C25 108.74(13) . . ? C21 C24 C25 109.68(13) . . ? C22 C24 C25 111.32(13) . . ? O5 C25 C26 124.34(14) . . ? O5 C25 C24 115.25(13) . . ? C26 C25 C24 120.39(14) . . ? C27 C26 C25 124.08(14) . . ? C27 C26 H26 118.0 . . ? C25 C26 H26 118.0 . . ? O6 C27 C26 124.95(14) . . ? O6 C27 C28 114.03(13) . . ? C26 C27 C28 120.98(14) . . ? C33 C28 C29 118.66(14) . . ? C33 C28 C27 123.31(13) . . ? C29 C28 C27 118.02(13) . . ? C30 C29 C28 121.19(14) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 C31 119.05(14) . . ? C29 C30 C34 118.91(13) . . ? C31 C30 C34 122.04(13) . . ? C32 C31 C30 120.06(14) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C33 C32 C31 120.46(15) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C32 C33 C28 120.56(14) . . ? C32 C33 H33 119.7 . . ? C28 C33 H33 119.7 . . ? O7 C34 C35 125.68(14) . . ? O7 C34 C30 115.41(13) . . ? C35 C34 C30 118.88(14) . . ? C34 C35 C36 124.19(15) . . ? C34 C35 H35 117.9 . . ? C36 C35 H35 117.9 . . ? O8 C36 C35 124.03(14) . . ? O8 C36 C37 115.70(14) . . ? C35 C36 C37 120.27(14) . . ? C39 C37 C38 114.0(4) . . ? C39A C37 C40A 112.6(5) . . ? C39A C37 C36 110.9(3) . . ? C39 C37 C36 110.7(3) . . ? C38 C37 C36 110.81(19) . . ? C40A C37 C36 112.7(4) . . ? C39 C37 C40 107.8(3) . . ? C38 C37 C40 106.8(3) . . ? C36 C37 C40 106.4(2) . . ? C39A C37 C38A 110.8(4) . . ? C40A C37 C38A 102.6(4) . . ? C36 C37 C38A 106.8(3) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C38A H38D 109.5 . . ? C37 C38A H38E 109.5 . . ? H38D C38A H38E 109.5 . . ? C37 C38A H38F 109.5 . . ? H38D C38A H38F 109.5 . . ? H38E C38A H38F 109.5 . . ? C37 C39A H39D 109.5 . . ? C37 C39A H39E 109.5 . . ? H39D C39A H39E 109.5 . . ? C37 C39A H39F 109.5 . . ? H39D C39A H39F 109.5 . . ? H39E C39A H39F 109.5 . . ? C37 C40A H40D 109.5 . . ? C37 C40A H40E 109.5 . . ? H40D C40A H40E 109.5 . . ? C37 C40A H40F 109.5 . . ? H40D C40A H40F 109.5 . . ? H40E C40A H40F 109.5 . . ? N1 C41 C42 111.40(16) . . ? N1 C41 H41A 109.3 . . ? C42 C41 H41A 109.3 . . ? N1 C41 H41B 109.3 . . ? C42 C41 H41B 109.3 . . ? H41A C41 H41B 108.0 . . ? N2 C42 C41 110.42(17) . . ? N2 C42 H42A 109.6 . . ? C41 C42 H42A 109.6 . . ? N2 C42 H42B 109.6 . . ? C41 C42 H42B 109.6 . . ? H42A C42 H42B 108.1 . . ? N2 C43 C44 109.92(17) . . ? N2 C43 H43A 109.7 . . ? C44 C43 H43A 109.7 . . ? N2 C43 H43B 109.7 . . ? C44 C43 H43B 109.7 . . ? H43A C43 H43B 108.2 . . ? N1 C44 C43 111.39(16) . . ? N1 C44 H44A 109.4 . . ? C43 C44 H44A 109.4 . . ? N1 C44 H44B 109.4 . . ? C43 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? N1 C45 H45A 109.5 . . ? N1 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N1 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N2 C46 H46A 109.5 . . ? N2 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N2 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? N3 C47 C48 110.98(14) . . ? N3 C47 H47A 109.4 . . ? C48 C47 H47A 109.4 . . ? N3 C47 H47B 109.4 . . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? N4 C48 C47 111.48(14) . . ? N4 C48 H48A 109.3 . . ? C47 C48 H48A 109.3 . . ? N4 C48 H48B 109.3 . . ? C47 C48 H48B 109.3 . . ? H48A C48 H48B 108.0 . . ? N4 C49 C50 111.23(14) . . ? N4 C49 H49A 109.4 . . ? C50 C49 H49A 109.4 . . ? N4 C49 H49B 109.4 . . ? C50 C49 H49B 109.4 . . ? H49A C49 H49B 108.0 . . ? N3 C50 C49 110.75(14) . . ? N3 C50 H50A 109.5 . . ? C49 C50 H50A 109.5 . . ? N3 C50 H50B 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 108.1 . . ? N3 C51 H51A 109.5 . . ? N3 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N3 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N4 C52 H52A 109.5 . . ? N4 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N4 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? N5 C55 H55A 109.5 . . ? N5 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? N5 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? N5 C54 C53 110.89(17) . . ? N5 C54 H54A 109.5 . . ? C53 C54 H54A 109.5 . . ? N5 C54 H54B 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 108.0 . . ? N5 C53 C54 110.85(17) 2_656 . ? N5 C53 H53A 109.5 2_656 . ? C54 C53 H53A 109.5 . . ? N5 C53 H53B 109.5 2_656 . ? C54 C53 H53B 109.5 . . ? H53A C53 H53B 108.1 . . ? C45 N1 C41 109.30(16) . . ? C45 N1 C44 110.06(17) . . ? C41 N1 C44 109.25(16) . . ? C45 N1 Cu1 97.18(12) . . ? C41 N1 Cu1 116.68(12) . . ? C44 N1 Cu1 113.65(11) . . ? C46 N2 C43 111.11(19) . . ? C46 N2 C42 111.1(2) . . ? C43 N2 C42 108.07(15) . . ? C51 N3 C47 110.24(16) . . ? C51 N3 C50 109.52(15) . . ? C47 N3 C50 108.46(13) . . ? C51 N3 Cu1 98.41(10) . . ? C47 N3 Cu1 112.14(10) . . ? C50 N3 Cu1 117.60(11) . . ? C52 N4 C49 109.43(16) . . ? C52 N4 C48 108.48(15) . . ? C49 N4 C48 108.50(13) . . ? C52 N4 Cu2 104.38(11) . 2_566 ? C49 N4 Cu2 111.91(11) . 2_566 ? C48 N4 Cu2 113.97(11) . 2_566 ? C55 N5 C54 110.91(17) . . ? C55 N5 C53 110.74(17) . 2_656 ? C54 N5 C53 108.27(18) . 2_656 ? C5 O1 Cu1 126.20(10) . . ? C7 O2 Cu1 126.28(10) . . ? C14 O3 Cu2 126.90(10) . . ? C16 O4 Cu2 128.19(10) . . ? C25 O5 Cu1 127.10(10) . . ? C27 O6 Cu1 126.69(10) . . ? C34 O7 Cu2 124.70(10) . . ? C36 O8 Cu2 125.94(10) . . ? O6 Cu1 O5 92.82(5) . . ? O6 Cu1 O1 173.56(6) . . ? O5 Cu1 O1 87.44(5) . . ? O6 Cu1 O2 87.59(5) . . ? O5 Cu1 O2 170.92(6) . . ? O1 Cu1 O2 93.16(5) . . ? O6 Cu1 N1 84.18(5) . . ? O5 Cu1 N1 97.02(5) . . ? O1 Cu1 N1 89.40(5) . . ? O2 Cu1 N1 92.05(5) . . ? O6 Cu1 N3 95.73(5) . . ? O5 Cu1 N3 86.21(5) . . ? O1 Cu1 N3 90.71(5) . . ? O2 Cu1 N3 84.73(5) . . ? N1 Cu1 N3 176.78(4) . . ? O4 Cu2 O7 170.68(5) . . ? O4 Cu2 O8 84.56(5) . . ? O7 Cu2 O8 91.93(5) . . ? O4 Cu2 O3 91.27(5) . . ? O7 Cu2 O3 88.97(5) . . ? O8 Cu2 O3 159.23(5) . . ? O4 Cu2 N4 94.43(5) . 2_566 ? O7 Cu2 N4 94.87(5) . 2_566 ? O8 Cu2 N4 107.49(5) . 2_566 ? O3 Cu2 N4 93.10(5) . 2_566 ? 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 C3 C4 C5 O1 -170.79(15) . . . . ? C1 C4 C5 O1 67.63(18) . . . . ? C2 C4 C5 O1 -49.6(2) . . . . ? C3 C4 C5 C6 9.5(2) . . . . ? C1 C4 C5 C6 -112.13(17) . . . . ? C2 C4 C5 C6 130.65(17) . . . . ? O1 C5 C6 C7 0.1(3) . . . . ? C4 C5 C6 C7 179.78(16) . . . . ? C5 C6 C7 O2 2.0(3) . . . . ? C5 C6 C7 C8 -177.91(16) . . . . ? O2 C7 C8 C13 -178.98(16) . . . . ? C6 C7 C8 C13 0.9(2) . . . . ? O2 C7 C8 C9 0.2(2) . . . . ? C6 C7 C8 C9 -179.92(15) . . . . ? C13 C8 C9 C10 0.3(2) . . . . ? C7 C8 C9 C10 -178.94(14) . . . . ? C8 C9 C10 C11 -0.4(2) . . . . ? C8 C9 C10 C14 179.96(14) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? C14 C10 C11 C12 -179.76(17) . . . . ? C10 C11 C12 C13 -0.7(3) . . . . ? C11 C12 C13 C8 0.6(3) . . . . ? C9 C8 C13 C12 -0.4(3) . . . . ? C7 C8 C13 C12 178.80(17) . . . . ? C11 C10 C14 O3 -170.11(16) . . . . ? C9 C10 C14 O3 9.5(2) . . . . ? C11 C10 C14 C15 11.0(2) . . . . ? C9 C10 C14 C15 -169.32(14) . . . . ? O3 C14 C15 C16 1.5(3) . . . . ? C10 C14 C15 C16 -179.74(15) . . . . ? C14 C15 C16 O4 6.3(3) . . . . ? C14 C15 C16 C17 -171.86(15) . . . . ? O4 C16 C17 C20 174.14(17) . . . . ? C15 C16 C17 C20 -7.5(2) . . . . ? O4 C16 C17 C18 -64.4(2) . . . . ? C15 C16 C17 C18 114.0(2) . . . . ? O4 C16 C17 C19 52.1(2) . . . . ? C15 C16 C17 C19 -129.57(18) . . . . ? C23 C24 C25 O5 106.88(17) . . . . ? C21 C24 C25 O5 -12.6(2) . . . . ? C22 C24 C25 O5 -133.15(16) . . . . ? C23 C24 C25 C26 -72.05(19) . . . . ? C21 C24 C25 C26 168.50(15) . . . . ? C22 C24 C25 C26 47.9(2) . . . . ? O5 C25 C26 C27 -1.3(3) . . . . ? C24 C25 C26 C27 177.51(14) . . . . ? C25 C26 C27 O6 1.1(3) . . . . ? C25 C26 C27 C28 -176.25(14) . . . . ? O6 C27 C28 C33 169.94(15) . . . . ? C26 C27 C28 C33 -12.4(2) . . . . ? O6 C27 C28 C29 -11.4(2) . . . . ? C26 C27 C28 C29 166.30(14) . . . . ? C33 C28 C29 C30 0.7(2) . . . . ? C27 C28 C29 C30 -178.07(13) . . . . ? C28 C29 C30 C31 0.8(2) . . . . ? C28 C29 C30 C34 -178.53(13) . . . . ? C29 C30 C31 C32 -1.7(2) . . . . ? C34 C30 C31 C32 177.64(15) . . . . ? C30 C31 C32 C33 1.0(3) . . . . ? C31 C32 C33 C28 0.5(3) . . . . ? C29 C28 C33 C32 -1.4(2) . . . . ? C27 C28 C33 C32 177.31(15) . . . . ? C29 C30 C34 O7 -23.0(2) . . . . ? C31 C30 C34 O7 157.61(15) . . . . ? C29 C30 C34 C35 155.00(15) . . . . ? C31 C30 C34 C35 -24.4(2) . . . . ? O7 C34 C35 C36 -4.0(3) . . . . ? C30 C34 C35 C36 178.22(15) . . . . ? C34 C35 C36 O8 -0.1(3) . . . . ? C34 C35 C36 C37 -179.07(16) . . . . ? O8 C36 C37 C39A -82.1(4) . . . . ? C35 C36 C37 C39A 97.0(4) . . . . ? O8 C36 C37 C39 127.0(3) . . . . ? C35 C36 C37 C39 -53.9(3) . . . . ? O8 C36 C37 C38 -0.5(3) . . . . ? C35 C36 C37 C38 178.6(3) . . . . ? O8 C36 C37 C40A 150.6(4) . . . . ? C35 C36 C37 C40A -30.3(4) . . . . ? O8 C36 C37 C40 -116.1(2) . . . . ? C35 C36 C37 C40 63.0(3) . . . . ? O8 C36 C37 C38A 38.7(4) . . . . ? C35 C36 C37 C38A -142.2(3) . . . . ? N1 C41 C42 N2 -58.5(2) . . . . ? N2 C43 C44 N1 60.0(2) . . . . ? N3 C47 C48 N4 58.56(19) . . . . ? N4 C49 C50 N3 -59.63(19) . . . . ? N5 C54 C53 N5 -59.7(2) . . . 2_656 ? C42 C41 N1 C45 175.49(17) . . . . ? C42 C41 N1 C44 55.0(2) . . . . ? C42 C41 N1 Cu1 -75.59(18) . . . . ? C43 C44 N1 C45 -175.98(17) . . . . ? C43 C44 N1 C41 -56.0(2) . . . . ? C43 C44 N1 Cu1 76.26(17) . . . . ? C44 C43 N2 C46 176.98(18) . . . . ? C44 C43 N2 C42 -60.9(2) . . . . ? C41 C42 N2 C46 -177.64(17) . . . . ? C41 C42 N2 C43 60.2(2) . . . . ? C48 C47 N3 C51 -178.75(14) . . . . ? C48 C47 N3 C50 -58.85(18) . . . . ? C48 C47 N3 Cu1 72.69(15) . . . . ? C49 C50 N3 C51 179.80(15) . . . . ? C49 C50 N3 C47 59.45(18) . . . . ? C49 C50 N3 Cu1 -69.07(15) . . . . ? C50 C49 N4 C52 174.46(15) . . . . ? C50 C49 N4 C48 56.27(19) . . . . ? C50 C49 N4 Cu2 -70.33(15) . . . 2_566 ? C47 C48 N4 C52 -174.49(15) . . . . ? C47 C48 N4 C49 -55.69(19) . . . . ? C47 C48 N4 Cu2 69.72(15) . . . 2_566 ? C53 C54 N5 C55 179.86(18) . . . . ? C53 C54 N5 C53 58.2(2) . . . 2_656 ? C6 C5 O1 Cu1 -3.4(2) . . . . ? C4 C5 O1 Cu1 176.83(10) . . . . ? C6 C7 O2 Cu1 -0.4(2) . . . . ? C8 C7 O2 Cu1 179.56(10) . . . . ? C15 C14 O3 Cu2 -6.1(2) . . . . ? C10 C14 O3 Cu2 175.16(9) . . . . ? C15 C16 O4 Cu2 -8.7(2) . . . . ? C17 C16 O4 Cu2 169.58(10) . . . . ? C26 C25 O5 Cu1 0.6(2) . . . . ? C24 C25 O5 Cu1 -178.32(10) . . . . ? C26 C27 O6 Cu1 -0.2(2) . . . . ? C28 C27 O6 Cu1 177.33(10) . . . . ? C35 C34 O7 Cu2 -8.1(2) . . . . ? C30 C34 O7 Cu2 169.76(9) . . . . ? C35 C36 O8 Cu2 15.7(2) . . . . ? C37 C36 O8 Cu2 -165.29(11) . . . . ? _refine_diff_density_max 0.430 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.054 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900918' ####################################################################### # # 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_lj205sad _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C96 H132 Cu4 N4 O16 S4, 3(C4 H9 N S) ' _chemical_formula_sum 'C108 H159 Cu4 N7 O16 S7' _chemical_formula_weight 2289.99 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' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9829(14) _cell_length_b 16.4829(16) _cell_length_c 16.6407(16) _cell_angle_alpha 103.377(7) _cell_angle_beta 96.601(8) _cell_angle_gamma 94.052(7) _cell_volume 2896.5(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7761 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 29.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_F_000 1212 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.913 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.844953 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Cryostream. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type APEXII-FR591 _diffrn_measurement_method \w+\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 109984 _diffrn_reflns_av_unetI/netI 0.0529 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.404 _diffrn_reflns_theta_max 30.523 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_point_group_measured_fraction_full 0.997 _reflns_number_total 17540 _reflns_number_gt 11805 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX (Bruker-Nonius, 2003)' _computing_cell_refinement 'SAINT (Bruker-Nonius, 2003)' _computing_data_reduction 'SAINT (Bruker-Nonius, 2003), XPREP (Bruker-Nonius, 2003)' _computing_structure_solution 'SIR97 (Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+4.0605P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 17540 _refine_ls_number_parameters 631 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0914 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1344 _refine_ls_wR_factor_gt 0.1154 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.030 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9986(3) 0.1319(2) 0.1323(2) 0.0482(9) Uani 1 1 d . . . . . H1A H 1.0442 0.1813 0.1714 0.072 Uiso 1 1 calc R U . . . H1B H 0.9168 0.1457 0.1127 0.072 Uiso 1 1 calc R U . . . H1C H 1.0435 0.1144 0.0846 0.072 Uiso 1 1 calc R U . . . C2 C 1.1121(3) 0.0380(3) 0.2068(2) 0.0460(9) Uani 1 1 d . . . . . H2A H 1.1578 0.0869 0.2466 0.069 Uiso 1 1 calc R U . . . H2B H 1.1574 0.0210 0.1592 0.069 Uiso 1 1 calc R U . . . H2C H 1.1024 -0.0083 0.2341 0.069 Uiso 1 1 calc R U . . . C3 C 0.9134(3) -0.0174(2) 0.1152(2) 0.0495(9) Uani 1 1 d . . . . . H3A H 0.9601 -0.0364 0.0687 0.074 Uiso 1 1 calc R U . . . H3B H 0.8329 -0.0031 0.0938 0.074 Uiso 1 1 calc R U . . . H3C H 0.9018 -0.0621 0.1443 0.074 Uiso 1 1 calc R U . . . C4 C 0.9849(2) 0.06045(19) 0.17621(16) 0.0291(6) Uani 1 1 d . . . . . C5 C 0.9066(2) 0.08975(16) 0.24653(15) 0.0224(5) Uani 1 1 d . . . . . C6 C 0.9525(2) 0.09910(18) 0.33058(16) 0.0264(5) Uani 1 1 d . . . . . H6 H 1.0341 0.0857 0.3434 0.032 Uiso 1 1 calc R U . . . C7 C 0.8862(2) 0.12688(16) 0.39683(15) 0.0216(5) Uani 1 1 d . . . . . C8 C 0.9442(2) 0.13556(19) 0.48554(16) 0.0293(3) Uani 1 1 d . . . . . C9 C 0.8846(2) 0.17631(19) 0.55005(16) 0.0293(3) Uani 1 1 d . . . . . H9 H 0.8098 0.1991 0.5369 0.035 Uiso 1 1 calc R U . . . C10 C 0.9308(2) 0.18493(19) 0.63368(16) 0.0293(3) Uani 1 1 d . . . . . C11 C 1.0406(2) 0.15090(18) 0.65179(16) 0.0293(3) Uani 1 1 d . . . . . H11 H 1.0742 0.1558 0.7081 0.035 Uiso 1 1 calc R U . . . C12 C 1.1009(2) 0.10978(18) 0.58739(16) 0.0293(3) Uani 1 1 d . . . . . H12 H 1.1758 0.0871 0.6003 0.035 Uiso 1 1 calc R U . . . C13 C 1.0537(3) 0.1014(2) 0.50494(18) 0.0410(8) Uani 1 1 d . . . . . H13 H 1.0953 0.0726 0.4616 0.049 Uiso 1 1 calc R U . . . C14 C 0.8605(2) 0.23141(15) 0.69900(15) 0.0200(5) Uani 1 1 d . . . . . C15 C 0.9069(2) 0.24698(16) 0.78401(15) 0.0223(5) Uani 1 1 d . . . . . H15 H 0.9786 0.2219 0.7990 0.027 Uiso 1 1 calc R U . . . C16 C 0.8535(2) 0.29725(15) 0.84801(15) 0.0206(5) Uani 1 1 d . . . . . C17 C 0.9038(3) 0.3064(2) 0.94008(17) 0.0351(4) Uani 1 1 d D . . . . C18 C 1.0193(4) 0.2614(3) 0.9534(3) 0.0351(4) Uani 0.7 1 d D . P A 1 H18A H 1.0851 0.2839 0.9271 0.053 Uiso 0.7 1 calc R U P A 1 H18B H 1.0002 0.2013 0.9284 0.053 Uiso 0.7 1 calc R U P A 1 H18C H 1.0463 0.2704 1.0133 0.053 Uiso 0.7 1 calc R U P A 1 C19 C 0.9338(4) 0.4024(3) 0.9802(2) 0.0351(4) Uani 0.7 1 d D . P A 1 H19A H 0.8591 0.4307 0.9736 0.053 Uiso 0.7 1 calc R U P A 1 H19B H 0.9973 0.4254 0.9526 0.053 Uiso 0.7 1 calc R U P A 1 H19C H 0.9638 0.4111 1.0397 0.053 Uiso 0.7 1 calc R U P A 1 C20 C 0.8030(4) 0.2716(3) 0.9810(2) 0.0351(4) Uani 0.7 1 d D . P A 1 H20A H 0.8316 0.2787 1.0404 0.053 Uiso 0.7 1 calc R U P A 1 H20B H 0.7819 0.2119 0.9545 0.053 Uiso 0.7 1 calc R U P A 1 H20C H 0.7300 0.3017 0.9746 0.053 Uiso 0.7 1 calc R U P A 1 C18A C 0.8544(9) 0.3726(7) 0.9975(6) 0.0351(4) Uani 0.3 1 d D . P A 2 H18D H 0.7646 0.3614 0.9914 0.053 Uiso 0.3 1 calc R U P A 2 H18E H 0.8758 0.4266 0.9848 0.053 Uiso 0.3 1 calc R U P A 2 H18F H 0.8895 0.3744 1.0548 0.053 Uiso 0.3 1 calc R U P A 2 C19A C 1.0393(10) 0.2929(7) 0.9565(7) 0.0351(4) Uani 0.3 1 d D . P A 2 H19D H 1.0901 0.3378 0.9429 0.053 Uiso 0.3 1 calc R U P A 2 H19E H 1.0539 0.2387 0.9219 0.053 Uiso 0.3 1 calc R U P A 2 H19F H 1.0609 0.2935 1.0155 0.053 Uiso 0.3 1 calc R U P A 2 C20A C 0.8373(9) 0.2219(7) 0.9598(6) 0.0351(4) Uani 0.3 1 d D . P A 2 H20D H 0.8568 0.2239 1.0193 0.053 Uiso 0.3 1 calc R U P A 2 H20E H 0.8676 0.1721 0.9268 0.053 Uiso 0.3 1 calc R U P A 2 H20F H 0.7479 0.2194 0.9452 0.053 Uiso 0.3 1 calc R U P A 2 C21 C 0.3192(6) 0.2320(4) 0.0738(4) 0.0356(5) Uani 0.5 1 d . . P B 1 H21A H 0.3348 0.2907 0.1052 0.053 Uiso 0.5 1 calc R U P B 1 H21B H 0.2518 0.2041 0.0944 0.053 Uiso 0.5 1 calc R U P B 1 H21C H 0.2964 0.2295 0.0145 0.053 Uiso 0.5 1 calc R U P B 1 C22 C 0.5382(6) 0.2306(4) 0.0535(4) 0.0356(5) Uani 0.5 1 d . . P B 1 H22A H 0.5097 0.2367 -0.0026 0.053 Uiso 0.5 1 calc R U P B 1 H22B H 0.6086 0.1971 0.0514 0.053 Uiso 0.5 1 calc R U P B 1 H22C H 0.5633 0.2861 0.0908 0.053 Uiso 0.5 1 calc R U P B 1 C23 C 0.4103(6) 0.0950(4) 0.0351(4) 0.0356(5) Uani 0.5 1 d . . P B 1 H23A H 0.3900 0.0929 -0.0243 0.053 Uiso 0.5 1 calc R U P B 1 H23B H 0.3409 0.0677 0.0544 0.053 Uiso 0.5 1 calc R U P B 1 H23C H 0.4836 0.0657 0.0434 0.053 Uiso 0.5 1 calc R U P B 1 C21A C 0.2988(6) 0.1931(4) 0.0652(4) 0.0356(5) Uani 0.5 1 d . . P B 2 H21D H 0.2759 0.2446 0.1004 0.053 Uiso 0.5 1 calc R U P B 2 H21E H 0.2526 0.1445 0.0759 0.053 Uiso 0.5 1 calc R U P B 2 H21F H 0.2792 0.1937 0.0064 0.053 Uiso 0.5 1 calc R U P B 2 C22A C 0.5093(6) 0.2689(4) 0.0752(4) 0.0356(5) Uani 0.5 1 d . . P B 2 H22D H 0.5974 0.2677 0.0926 0.053 Uiso 0.5 1 calc R U P B 2 H22E H 0.4802 0.3182 0.1101 0.053 Uiso 0.5 1 calc R U P B 2 H22F H 0.4962 0.2717 0.0167 0.053 Uiso 0.5 1 calc R U P B 2 C23A C 0.4750(6) 0.1129(4) 0.0245(4) 0.0356(5) Uani 0.5 1 d . . P B 2 H23D H 0.4475 0.1160 -0.0328 0.053 Uiso 0.5 1 calc R U P B 2 H23E H 0.4375 0.0609 0.0341 0.053 Uiso 0.5 1 calc R U P B 2 H23F H 0.5649 0.1137 0.0329 0.053 Uiso 0.5 1 calc R U P B 2 C24 C 0.4362(3) 0.1876(2) 0.08531(17) 0.0356(5) Uani 1 1 d . . . . . C25 C 0.4780(2) 0.18449(15) 0.17554(14) 0.0194(5) Uani 1 1 d . . . . . C26 C 0.4095(2) 0.21459(15) 0.24073(14) 0.0211(5) Uani 1 1 d . . . . . H26 H 0.3315 0.2330 0.2269 0.025 Uiso 1 1 calc R U . . . C27 C 0.4492(2) 0.21896(14) 0.32471(14) 0.0181(4) Uani 1 1 d . . . . . C28 C 0.3711(2) 0.25274(15) 0.39093(14) 0.0192(5) Uani 1 1 d . . . . . C29 C 0.4248(2) 0.27323(15) 0.47397(14) 0.0179(4) Uani 1 1 d . . . . . H29 H 0.5101 0.2681 0.4865 0.022 Uiso 1 1 calc R U . . . C30 C 0.3572(2) 0.30113(15) 0.53954(15) 0.0202(5) Uani 1 1 d . . . . . C31 C 0.2319(3) 0.3079(2) 0.52033(18) 0.0377(7) Uani 1 1 d . . . . . H31 H 0.1838 0.3268 0.5636 0.045 Uiso 1 1 calc R U . . . C32 C 0.1780(3) 0.2869(3) 0.43782(19) 0.0465(9) Uani 1 1 d . . . . . H32 H 0.0923 0.2906 0.4252 0.056 Uiso 1 1 calc R U . . . C33 C 0.2460(2) 0.2606(2) 0.37343(16) 0.0326(6) Uani 1 1 d . . . . . H33 H 0.2075 0.2479 0.3173 0.039 Uiso 1 1 calc R U . . . C34 C 0.4242(2) 0.32157(15) 0.62682(14) 0.0186(4) Uani 1 1 d . . . . . C35 C 0.3643(2) 0.35823(16) 0.69422(15) 0.0211(5) Uani 1 1 d . . . . . H35 H 0.2790 0.3643 0.6834 0.025 Uiso 1 1 calc R U . . . C36 C 0.4228(2) 0.38640(15) 0.77660(15) 0.0205(5) Uani 1 1 d . . . . . C37 C 0.3500(2) 0.42164(17) 0.84850(16) 0.0258(5) Uani 1 1 d . . . . . C38 C 0.3969(3) 0.5142(2) 0.8837(2) 0.0414(7) Uani 1 1 d . . . . . H38A H 0.4864 0.5195 0.8995 0.062 Uiso 1 1 calc R U . . . H38B H 0.3574 0.5368 0.9328 0.062 Uiso 1 1 calc R U . . . H38C H 0.3771 0.5454 0.8412 0.062 Uiso 1 1 calc R U . . . C39 C 0.3765(3) 0.3723(2) 0.91540(18) 0.0392(7) Uani 1 1 d . . . . . H39A H 0.4656 0.3764 0.9324 0.059 Uiso 1 1 calc R U . . . H39B H 0.3448 0.3134 0.8926 0.059 Uiso 1 1 calc R U . . . H39C H 0.3359 0.3958 0.9638 0.059 Uiso 1 1 calc R U . . . C40 C 0.2106(3) 0.4130(2) 0.82207(18) 0.0361(7) Uani 1 1 d . . . . . H40A H 0.1693 0.4331 0.8711 0.054 Uiso 1 1 calc R U . . . H40B H 0.1815 0.3540 0.7968 0.054 Uiso 1 1 calc R U . . . H40C H 0.1916 0.4464 0.7814 0.054 Uiso 1 1 calc R U . . . C41 C 0.6576(2) -0.05970(16) 0.25078(17) 0.0269(5) Uani 1 1 d . . . . . H41A H 0.7404 -0.0431 0.2835 0.032 Uiso 1 1 calc R U . . . H41B H 0.6663 -0.0636 0.1915 0.032 Uiso 1 1 calc R U . . . C42 C 0.6105(3) -0.14640(18) 0.26016(19) 0.0340(6) Uani 1 1 d . . . . . H42A H 0.6022 -0.1431 0.3194 0.041 Uiso 1 1 calc R U . . . H42B H 0.6713 -0.1865 0.2435 0.041 Uiso 1 1 calc R U . . . C43 C 0.3834(3) -0.09404(18) 0.2346(2) 0.0347(6) Uani 1 1 d . . . . . H43A H 0.3012 -0.1008 0.2011 0.042 Uiso 1 1 calc R U . . . H43B H 0.3709 -0.0912 0.2932 0.042 Uiso 1 1 calc R U . . . C44 C 0.4527(2) -0.01225(17) 0.23026(18) 0.0295(6) Uani 1 1 d . . . . . H44A H 0.4600 -0.0140 0.1711 0.035 Uiso 1 1 calc R U . . . H44B H 0.4035 0.0344 0.2509 0.035 Uiso 1 1 calc R U . . . C45 C 0.8787(3) 0.45739(19) 0.6939(2) 0.0349(6) Uani 1 1 d . . . . . H45A H 0.9072 0.4878 0.6537 0.042 Uiso 1 1 calc R U . . . H45B H 0.9233 0.4068 0.6900 0.042 Uiso 1 1 calc R U . . . C46 C 0.9089(3) 0.51288(19) 0.78101(19) 0.0357(7) Uani 1 1 d . . . . . H46A H 0.9994 0.5255 0.7948 0.043 Uiso 1 1 calc R U . . . H46B H 0.8800 0.4824 0.8211 0.043 Uiso 1 1 calc R U . . . C47 C 0.6820(3) 0.5627(2) 0.7525(3) 0.0475(9) Uani 1 1 d . . . . . H47A H 0.6523 0.5316 0.7919 0.057 Uiso 1 1 calc R U . . . H47B H 0.6274 0.6074 0.7489 0.057 Uiso 1 1 calc R U . . . C48 C 0.6746(3) 0.50375(19) 0.6680(2) 0.0407(7) Uani 1 1 d . . . . . H48A H 0.5873 0.4832 0.6465 0.049 Uiso 1 1 calc R U . . . H48B H 0.7070 0.5342 0.6289 0.049 Uiso 1 1 calc R U . . . C49 C 0.8632(3) 0.3708(2) 0.4534(2) 0.0485(9) Uani 1 1 d . . . . . H49A H 0.9066 0.3289 0.4766 0.058 Uiso 1 1 calc R U . . . H49B H 0.9026 0.4270 0.4841 0.058 Uiso 1 1 calc R U . . . C50 C 0.8809(4) 0.3580(3) 0.3624(3) 0.0592(11) Uani 1 1 d . . . . . H50A H 0.8453 0.3009 0.3315 0.071 Uiso 1 1 calc R U . . . H50B H 0.9702 0.3625 0.3580 0.071 Uiso 1 1 calc R U . . . C51 C 0.6583(3) 0.4159(3) 0.3439(3) 0.0558(10) Uani 1 1 d . . . . . H51A H 0.6054 0.4570 0.3272 0.067 Uiso 1 1 calc R U . . . H51B H 0.6211 0.3591 0.3133 0.067 Uiso 1 1 calc R U . . . C52 C 0.6625(3) 0.4237(2) 0.4362(3) 0.0534(10) Uani 1 1 d . . . . . H52A H 0.6971 0.4813 0.4661 0.064 Uiso 1 1 calc R U . . . H52B H 0.5771 0.4159 0.4488 0.064 Uiso 1 1 calc R U . . . C53 C 0.5522(3) 0.08971(17) 0.5097(2) 0.0346(6) Uani 1 1 d . . . . . H53A H 0.5842 0.1391 0.4913 0.042 Uiso 1 1 calc R U . . . H53B H 0.5649 0.1024 0.5713 0.042 Uiso 1 1 calc R U . . . C54 C 0.4154(3) 0.0634(2) 0.4745(3) 0.0593(11) Uani 1 1 d D . . . . H54A H 0.4035 0.0405 0.4134 0.071 Uiso 1 1 calc R U . C 1 H54B H 0.3637 0.1101 0.4891 0.071 Uiso 1 1 calc R U . C 1 N1 N 0.5769(2) 0.00601(14) 0.27834(14) 0.0226(4) Uani 1 1 d . . . . . H1N H 0.568(3) 0.007(2) 0.327(2) 0.034 Uiso 1 1 d . U . . . N2 N 0.7457(2) 0.43193(15) 0.67175(15) 0.0279(5) Uani 1 1 d . . . . . H2N H 0.736(3) 0.400(2) 0.623(2) 0.042 Uiso 1 1 d . U . . . N3 N 0.7351(2) 0.36398(18) 0.46901(18) 0.0406(6) Uani 1 1 d D . . . . H3N H 0.705(3) 0.3116(8) 0.444(2) 0.061 Uiso 1 1 d D U . . . N4 N 0.3880(6) -0.0131(5) 0.5274(5) 0.0372(4) Uani 0.5 1 d D . P D 1 H4N H 0.387(6) 0.0284(7) 0.5723(11) 0.056 Uiso 0.5 1 d D U P E 1 S4 S 0.34074(16) -0.01390(12) 0.50849(12) 0.0372(4) Uani 0.5 1 d . . P D 2 O1 O 0.79865(16) 0.10384(12) 0.22066(10) 0.0247(4) Uani 1 1 d . . . . . O2 O 0.77575(15) 0.14707(12) 0.38984(10) 0.0235(4) Uani 1 1 d . . . . . O3 O 0.76007(16) 0.25474(12) 0.67048(10) 0.0241(4) Uani 1 1 d . . . . . O4 O 0.76239(16) 0.33866(11) 0.83655(10) 0.0242(4) Uani 1 1 d . . . . . O5 O 0.58046(16) 0.15447(12) 0.18517(11) 0.0256(4) Uani 1 1 d . . . . . O6 O 0.55210(15) 0.19656(11) 0.35245(10) 0.0217(4) Uani 1 1 d . . . . . O7 O 0.53482(15) 0.30295(11) 0.63232(10) 0.0233(4) Uani 1 1 d . . . . . O8 O 0.53773(16) 0.38691(11) 0.79873(11) 0.0241(4) Uani 1 1 d . . . . . S1 S 0.46331(7) -0.18445(5) 0.19702(5) 0.03581(17) Uani 1 1 d . . . . . S2 S 0.83854(8) 0.61018(5) 0.79218(6) 0.0437(2) Uani 1 1 d . . . . . S3 S 0.80920(9) 0.43375(8) 0.31543(8) 0.0695(3) Uani 1 1 d . . . . . Cu1 Cu 0.66890(3) 0.13877(2) 0.28618(2) 0.01930(7) Uani 1 1 d . . . . . Cu2 Cu 0.65415(3) 0.32773(2) 0.73318(2) 0.02102(8) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0440(19) 0.070(2) 0.0400(18) 0.0232(17) 0.0228(15) 0.0098(17) C2 0.0262(15) 0.079(3) 0.0336(16) 0.0052(16) 0.0129(13) 0.0244(16) C3 0.0423(19) 0.060(2) 0.0355(17) -0.0159(16) 0.0159(14) 0.0040(16) C4 0.0212(13) 0.0435(16) 0.0222(13) 0.0040(11) 0.0082(10) 0.0063(11) C5 0.0197(12) 0.0288(13) 0.0191(11) 0.0048(10) 0.0053(9) 0.0040(10) C6 0.0168(12) 0.0403(15) 0.0216(12) 0.0039(11) 0.0031(9) 0.0110(11) C7 0.0183(11) 0.0292(13) 0.0179(11) 0.0055(10) 0.0027(9) 0.0064(10) C8 0.0224(6) 0.0449(7) 0.0211(6) 0.0065(5) 0.0002(4) 0.0156(5) C9 0.0224(6) 0.0449(7) 0.0211(6) 0.0065(5) 0.0002(4) 0.0156(5) C10 0.0224(6) 0.0449(7) 0.0211(6) 0.0065(5) 0.0002(4) 0.0156(5) C11 0.0224(6) 0.0449(7) 0.0211(6) 0.0065(5) 0.0002(4) 0.0156(5) C12 0.0224(6) 0.0449(7) 0.0211(6) 0.0065(5) 0.0002(4) 0.0156(5) C13 0.0319(15) 0.072(2) 0.0209(13) 0.0061(14) 0.0042(11) 0.0336(15) C14 0.0164(11) 0.0242(12) 0.0192(11) 0.0055(9) 0.0010(9) 0.0028(9) C15 0.0188(12) 0.0309(13) 0.0175(11) 0.0068(10) -0.0011(9) 0.0064(10) C16 0.0167(11) 0.0262(12) 0.0184(11) 0.0063(9) -0.0003(9) 0.0005(9) C17 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C18 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C19 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C20 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C18A 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C19A 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C20A 0.0346(10) 0.0497(12) 0.0205(8) 0.0083(8) -0.0012(7) 0.0085(8) C21 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C22 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C23 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C21A 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C22A 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C23A 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C24 0.0407(11) 0.0467(12) 0.0219(8) 0.0126(9) 0.0022(8) 0.0114(10) C25 0.0206(11) 0.0212(11) 0.0170(11) 0.0070(9) 0.0005(9) 0.0008(9) C26 0.0199(12) 0.0265(12) 0.0178(11) 0.0066(9) 0.0015(9) 0.0070(9) C27 0.0183(11) 0.0198(11) 0.0167(11) 0.0049(9) 0.0021(8) 0.0043(9) C28 0.0165(11) 0.0241(12) 0.0180(11) 0.0059(9) 0.0023(9) 0.0055(9) C29 0.0128(10) 0.0221(11) 0.0190(11) 0.0055(9) 0.0001(8) 0.0043(8) C30 0.0169(11) 0.0259(12) 0.0180(11) 0.0051(9) 0.0015(9) 0.0048(9) C31 0.0202(13) 0.069(2) 0.0232(13) 0.0052(14) 0.0038(11) 0.0177(14) C32 0.0192(14) 0.093(3) 0.0271(15) 0.0085(16) 0.0007(11) 0.0253(16) C33 0.0203(13) 0.0578(19) 0.0186(12) 0.0066(12) -0.0012(10) 0.0116(12) C34 0.0171(11) 0.0223(11) 0.0172(11) 0.0059(9) 0.0017(9) 0.0037(9) C35 0.0156(11) 0.0297(13) 0.0192(11) 0.0063(10) 0.0038(9) 0.0073(9) C36 0.0216(12) 0.0207(11) 0.0205(11) 0.0061(9) 0.0035(9) 0.0061(9) C37 0.0245(13) 0.0341(14) 0.0194(12) 0.0044(10) 0.0059(10) 0.0095(11) C38 0.0446(19) 0.0356(16) 0.0384(17) -0.0061(13) 0.0107(14) 0.0092(14) C39 0.0448(18) 0.056(2) 0.0230(14) 0.0152(13) 0.0098(12) 0.0163(15) C40 0.0252(14) 0.0562(19) 0.0286(14) 0.0078(13) 0.0110(11) 0.0128(13) C41 0.0234(13) 0.0272(13) 0.0307(14) 0.0087(11) 0.0007(10) 0.0048(10) C42 0.0351(16) 0.0276(14) 0.0395(16) 0.0113(12) -0.0016(12) 0.0047(12) C43 0.0265(14) 0.0347(15) 0.0409(17) 0.0076(13) 0.0028(12) -0.0032(12) C44 0.0223(13) 0.0288(14) 0.0374(15) 0.0100(12) 0.0007(11) 0.0022(10) C45 0.0261(14) 0.0364(16) 0.0421(17) 0.0088(13) 0.0079(12) 0.0007(12) C46 0.0264(14) 0.0366(16) 0.0408(17) 0.0089(13) -0.0041(12) -0.0025(12) C47 0.0320(17) 0.0264(15) 0.079(3) 0.0036(16) 0.0045(16) 0.0062(13) C48 0.0332(16) 0.0338(16) 0.055(2) 0.0178(15) -0.0087(14) 0.0019(13) C49 0.0327(17) 0.059(2) 0.063(2) 0.0333(19) 0.0059(16) 0.0057(15) C50 0.044(2) 0.078(3) 0.078(3) 0.051(2) 0.0243(19) 0.0203(19) C51 0.0338(18) 0.068(2) 0.079(3) 0.047(2) 0.0022(17) 0.0067(17) C52 0.0368(18) 0.048(2) 0.084(3) 0.030(2) 0.0165(18) 0.0064(15) C53 0.0360(16) 0.0230(13) 0.0485(18) 0.0138(13) 0.0107(13) 0.0016(11) C54 0.0288(17) 0.0293(17) 0.112(4) -0.0025(19) 0.0189(19) 0.0004(13) N1 0.0227(11) 0.0261(11) 0.0194(10) 0.0061(9) 0.0022(8) 0.0031(8) N2 0.0260(12) 0.0294(12) 0.0273(12) 0.0061(9) 0.0014(9) 0.0022(9) N3 0.0348(14) 0.0431(15) 0.0470(16) 0.0160(13) 0.0095(12) 0.0025(12) N4 0.0360(11) 0.0336(7) 0.0463(11) 0.0151(7) 0.0105(8) 0.0070(8) S4 0.0360(11) 0.0336(7) 0.0463(11) 0.0151(7) 0.0105(8) 0.0070(8) O1 0.0195(9) 0.0382(10) 0.0173(8) 0.0063(7) 0.0037(7) 0.0081(8) O2 0.0149(8) 0.0399(10) 0.0164(8) 0.0060(7) 0.0022(6) 0.0105(7) O3 0.0179(8) 0.0352(10) 0.0169(8) 0.0011(7) -0.0016(6) 0.0115(7) O4 0.0207(9) 0.0325(10) 0.0173(8) 0.0020(7) -0.0013(7) 0.0077(7) O5 0.0231(9) 0.0391(10) 0.0179(8) 0.0100(8) 0.0042(7) 0.0125(8) O6 0.0183(8) 0.0313(9) 0.0157(8) 0.0048(7) 0.0012(6) 0.0096(7) O7 0.0161(8) 0.0348(10) 0.0167(8) 0.0005(7) -0.0006(6) 0.0106(7) O8 0.0192(9) 0.0313(10) 0.0192(8) 0.0000(7) 0.0010(7) 0.0071(7) S1 0.0398(4) 0.0261(3) 0.0384(4) 0.0060(3) 0.0000(3) -0.0033(3) S2 0.0397(4) 0.0316(4) 0.0535(5) 0.0026(4) -0.0016(4) -0.0008(3) S3 0.0423(5) 0.0969(8) 0.0977(8) 0.0753(8) 0.0178(5) 0.0130(5) Cu1 0.01589(14) 0.02764(16) 0.01520(14) 0.00563(11) 0.00209(10) 0.00626(11) Cu2 0.01624(15) 0.02871(16) 0.01648(14) 0.00167(12) -0.00018(11) 0.00790(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C4 1.530(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.531(4) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.537(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.540(3) . ? C5 O1 1.269(3) . ? C5 C6 1.401(3) . ? C6 C7 1.398(3) . ? C6 H6 0.9500 . ? C7 O2 1.280(3) . ? C7 C8 1.510(3) . ? C8 C9 1.387(4) . ? C8 C13 1.399(3) . ? C9 C10 1.397(3) . ? C9 H9 0.9500 . ? C10 C11 1.396(3) . ? C10 C14 1.502(4) . ? C11 C12 1.392(4) . ? C11 H11 0.9500 . ? C12 C13 1.382(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 O3 1.271(3) . ? C14 C15 1.405(3) . ? C15 C16 1.403(3) . ? C15 H15 0.9500 . ? C16 O4 1.272(3) . ? C16 C17 1.537(3) . ? C17 C18A 1.455(10) . ? C17 C20 1.511(5) . ? C17 C19A 1.523(11) . ? C17 C18 1.534(5) . ? C17 C19 1.563(6) . ? C17 C20A 1.645(11) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C18A H18D 0.9800 . ? C18A H18E 0.9800 . ? C18A H18F 0.9800 . ? C19A H19D 0.9800 . ? C19A H19E 0.9800 . ? C19A H19F 0.9800 . ? C20A H20D 0.9800 . ? C20A H20E 0.9800 . ? C20A H20F 0.9800 . ? C21 C24 1.538(7) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C24 1.495(7) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.550(7) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C21A C24 1.522(7) . ? C21A H21D 0.9800 . ? C21A H21E 0.9800 . ? C21A H21F 0.9800 . ? C22A C24 1.566(7) . ? C22A H22D 0.9800 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C23A C24 1.523(7) . ? C23A H23D 0.9800 . ? C23A H23E 0.9800 . ? C23A H23F 0.9800 . ? C24 C25 1.532(3) . ? C25 O5 1.269(3) . ? C25 C26 1.407(3) . ? C26 C27 1.399(3) . ? C26 H26 0.9500 . ? C27 O6 1.282(3) . ? C27 C28 1.503(3) . ? C28 C33 1.393(3) . ? C28 C29 1.393(3) . ? C29 C30 1.399(3) . ? C29 H29 0.9500 . ? C30 C31 1.394(3) . ? C30 C34 1.503(3) . ? C31 C32 1.386(4) . ? C31 H31 0.9500 . ? C32 C33 1.382(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 O7 1.272(3) . ? C34 C35 1.403(3) . ? C35 C36 1.403(3) . ? C35 H35 0.9500 . ? C36 O8 1.273(3) . ? C36 C37 1.540(3) . ? C37 C38 1.530(4) . ? C37 C40 1.531(4) . ? C37 C39 1.537(4) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 N1 1.472(3) . ? C41 C42 1.533(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 S1 1.809(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.522(4) . ? C43 S1 1.806(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 N1 1.473(3) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 N2 1.471(4) . ? C45 C46 1.510(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 S2 1.810(3) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.503(5) . ? C47 S2 1.821(3) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 N2 1.473(4) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 N3 1.460(4) . ? C49 C50 1.518(5) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 S3 1.800(4) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.507(6) . ? C51 S3 1.798(4) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 N3 1.470(4) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 N4 1.502(8) 2_656 ? C53 C54 1.542(5) . ? C53 S4 1.775(3) 2_656 ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 N4 1.725(8) . ? C54 S4 1.705(4) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? N1 Cu1 2.313(2) . ? N1 H1N 0.83(3) . ? N2 Cu2 2.410(2) . ? N2 H2N 0.85(4) . ? N3 H3N 0.8900(10) . ? N4 C53 1.502(8) 2_656 ? N4 H4N 0.8901(11) . ? S4 C53 1.775(3) 2_656 ? O1 Cu1 1.9323(17) . ? O2 Cu1 1.9426(16) . ? O3 Cu2 1.9456(17) . ? O4 Cu2 1.9394(17) . ? O5 Cu1 1.9229(17) . ? O6 Cu1 1.9444(17) . ? O7 Cu2 1.9501(16) . ? O8 Cu2 1.9445(17) . ? Cu2 S1 3.1264(9) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 C2 110.0(3) . . ? C1 C4 C3 109.8(3) . . ? C2 C4 C3 108.8(3) . . ? C1 C4 C5 106.7(2) . . ? C2 C4 C5 113.7(2) . . ? C3 C4 C5 107.6(2) . . ? O1 C5 C6 124.4(2) . . ? O1 C5 C4 113.7(2) . . ? C6 C5 C4 121.9(2) . . ? C7 C6 C5 124.3(2) . . ? C7 C6 H6 117.9 . . ? C5 C6 H6 117.9 . . ? O2 C7 C6 125.4(2) . . ? O2 C7 C8 114.3(2) . . ? C6 C7 C8 120.3(2) . . ? C9 C8 C13 118.9(2) . . ? C9 C8 C7 118.7(2) . . ? C13 C8 C7 122.3(2) . . ? C8 C9 C10 122.1(2) . . ? C8 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C9 C10 C11 118.2(2) . . ? C9 C10 C14 118.1(2) . . ? C11 C10 C14 123.8(2) . . ? C12 C11 C10 120.1(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 121.1(2) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 119.7(3) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? O3 C14 C15 124.8(2) . . ? O3 C14 C10 114.6(2) . . ? C15 C14 C10 120.6(2) . . ? C16 C15 C14 124.0(2) . . ? C16 C15 H15 118.0 . . ? C14 C15 H15 118.0 . . ? O4 C16 C15 124.6(2) . . ? O4 C16 C17 114.3(2) . . ? C15 C16 C17 121.1(2) . . ? C18A C17 C19A 119.1(6) . . ? C20 C17 C18 109.1(3) . . ? C18A C17 C16 113.9(4) . . ? C20 C17 C16 107.8(3) . . ? C19A C17 C16 115.0(5) . . ? C18 C17 C16 114.1(3) . . ? C20 C17 C19 109.3(3) . . ? C18 C17 C19 109.6(3) . . ? C16 C17 C19 106.8(2) . . ? C18A C17 C20A 101.6(6) . . ? C19A C17 C20A 101.0(6) . . ? C16 C17 C20A 102.4(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C17 C18A H18D 109.5 . . ? C17 C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C17 C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C17 C19A H19D 109.5 . . ? C17 C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C17 C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C17 C20A H20D 109.5 . . ? C17 C20A H20E 109.5 . . ? H20D C20A H20E 109.5 . . ? C17 C20A H20F 109.5 . . ? H20D C20A H20F 109.5 . . ? H20E C20A H20F 109.5 . . ? C24 C21 H21A 109.5 . . ? C24 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C24 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C24 C22 H22A 109.5 . . ? C24 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C24 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C24 C21A H21D 109.5 . . ? C24 C21A H21E 109.5 . . ? H21D C21A H21E 109.5 . . ? C24 C21A H21F 109.5 . . ? H21D C21A H21F 109.5 . . ? H21E C21A H21F 109.5 . . ? C24 C22A H22D 109.5 . . ? C24 C22A H22E 109.5 . . ? H22D C22A H22E 109.5 . . ? C24 C22A H22F 109.5 . . ? H22D C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C24 C23A H23D 109.5 . . ? C24 C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C24 C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? C21A C24 C23A 109.7(4) . . ? C22 C24 C25 109.2(3) . . ? C21A C24 C25 114.4(3) . . ? C23A C24 C25 110.7(3) . . ? C22 C24 C21 109.0(4) . . ? C25 C24 C21 114.2(3) . . ? C22 C24 C23 109.7(4) . . ? C25 C24 C23 105.8(3) . . ? C21 C24 C23 108.9(4) . . ? C21A C24 C22A 109.3(4) . . ? C23A C24 C22A 108.1(4) . . ? C25 C24 C22A 104.2(3) . . ? O5 C25 C26 124.2(2) . . ? O5 C25 C24 113.4(2) . . ? C26 C25 C24 122.3(2) . . ? C27 C26 C25 124.0(2) . . ? C27 C26 H26 118.0 . . ? C25 C26 H26 118.0 . . ? O6 C27 C26 124.8(2) . . ? O6 C27 C28 114.38(19) . . ? C26 C27 C28 120.8(2) . . ? C33 C28 C29 118.4(2) . . ? C33 C28 C27 123.0(2) . . ? C29 C28 C27 118.5(2) . . ? C28 C29 C30 122.1(2) . . ? C28 C29 H29 118.9 . . ? C30 C29 H29 118.9 . . ? C31 C30 C29 118.3(2) . . ? C31 C30 C34 123.9(2) . . ? C29 C30 C34 117.8(2) . . ? C32 C31 C30 119.7(3) . . ? C32 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? C33 C32 C31 121.5(3) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C28 120.0(2) . . ? C32 C33 H33 120.0 . . ? C28 C33 H33 120.0 . . ? O7 C34 C35 125.3(2) . . ? O7 C34 C30 114.6(2) . . ? C35 C34 C30 120.1(2) . . ? C34 C35 C36 123.9(2) . . ? C34 C35 H35 118.0 . . ? C36 C35 H35 118.0 . . ? O8 C36 C35 124.4(2) . . ? O8 C36 C37 114.3(2) . . ? C35 C36 C37 121.3(2) . . ? C38 C37 C40 109.7(2) . . ? C38 C37 C39 110.1(2) . . ? C40 C37 C39 108.3(2) . . ? C38 C37 C36 107.8(2) . . ? C40 C37 C36 113.5(2) . . ? C39 C37 C36 107.4(2) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N1 C41 C42 113.8(2) . . ? N1 C41 H41A 108.8 . . ? C42 C41 H41A 108.8 . . ? N1 C41 H41B 108.8 . . ? C42 C41 H41B 108.8 . . ? H41A C41 H41B 107.7 . . ? C41 C42 S1 111.66(18) . . ? C41 C42 H42A 109.3 . . ? S1 C42 H42A 109.3 . . ? C41 C42 H42B 109.3 . . ? S1 C42 H42B 109.3 . . ? H42A C42 H42B 107.9 . . ? C44 C43 S1 112.8(2) . . ? C44 C43 H43A 109.0 . . ? S1 C43 H43A 109.0 . . ? C44 C43 H43B 109.0 . . ? S1 C43 H43B 109.0 . . ? H43A C43 H43B 107.8 . . ? N1 C44 C43 114.7(2) . . ? N1 C44 H44A 108.6 . . ? C43 C44 H44A 108.6 . . ? N1 C44 H44B 108.6 . . ? C43 C44 H44B 108.6 . . ? H44A C44 H44B 107.6 . . ? N2 C45 C46 111.7(2) . . ? N2 C45 H45A 109.3 . . ? C46 C45 H45A 109.3 . . ? N2 C45 H45B 109.3 . . ? C46 C45 H45B 109.3 . . ? H45A C45 H45B 107.9 . . ? C45 C46 S2 112.3(2) . . ? C45 C46 H46A 109.1 . . ? S2 C46 H46A 109.1 . . ? C45 C46 H46B 109.1 . . ? S2 C46 H46B 109.1 . . ? H46A C46 H46B 107.9 . . ? C48 C47 S2 111.9(2) . . ? C48 C47 H47A 109.2 . . ? S2 C47 H47A 109.2 . . ? C48 C47 H47B 109.2 . . ? S2 C47 H47B 109.2 . . ? H47A C47 H47B 107.9 . . ? N2 C48 C47 111.2(3) . . ? N2 C48 H48A 109.4 . . ? C47 C48 H48A 109.4 . . ? N2 C48 H48B 109.4 . . ? C47 C48 H48B 109.4 . . ? H48A C48 H48B 108.0 . . ? N3 C49 C50 115.1(3) . . ? N3 C49 H49A 108.5 . . ? C50 C49 H49A 108.5 . . ? N3 C49 H49B 108.5 . . ? C50 C49 H49B 108.5 . . ? H49A C49 H49B 107.5 . . ? C49 C50 S3 111.8(3) . . ? C49 C50 H50A 109.2 . . ? S3 C50 H50A 109.2 . . ? C49 C50 H50B 109.2 . . ? S3 C50 H50B 109.2 . . ? H50A C50 H50B 107.9 . . ? C52 C51 S3 111.9(3) . . ? C52 C51 H51A 109.2 . . ? S3 C51 H51A 109.2 . . ? C52 C51 H51B 109.2 . . ? S3 C51 H51B 109.2 . . ? H51A C51 H51B 107.9 . . ? N3 C52 C51 114.9(3) . . ? N3 C52 H52A 108.5 . . ? C51 C52 H52A 108.5 . . ? N3 C52 H52B 108.5 . . ? C51 C52 H52B 108.5 . . ? H52A C52 H52B 107.5 . . ? N4 C53 C54 102.1(3) 2_656 . ? C54 C53 S4 118.8(2) . 2_656 ? N4 C53 H53A 111.3 2_656 . ? C54 C53 H53A 111.3 . . ? S4 C53 H53A 107.5 2_656 . ? N4 C53 H53B 111.3 2_656 . ? C54 C53 H53B 111.3 . . ? S4 C53 H53B 97.7 2_656 . ? H53A C53 H53B 109.2 . . ? C53 C54 N4 98.4(3) . . ? C53 C54 S4 117.7(3) . . ? C53 C54 H54A 112.1 . . ? N4 C54 H54A 112.1 . . ? C53 C54 H54B 112.1 . . ? N4 C54 H54B 112.1 . . ? H54A C54 H54B 109.7 . . ? C41 N1 C44 112.3(2) . . ? C41 N1 Cu1 112.27(16) . . ? C44 N1 Cu1 113.90(15) . . ? C41 N1 H1N 107(2) . . ? C44 N1 H1N 106(2) . . ? Cu1 N1 H1N 104(2) . . ? C45 N2 C48 112.2(2) . . ? C45 N2 Cu2 118.40(17) . . ? C48 N2 Cu2 115.78(19) . . ? C45 N2 H2N 106(2) . . ? C48 N2 H2N 108(2) . . ? Cu2 N2 H2N 94(2) . . ? C49 N3 C52 112.5(3) . . ? C49 N3 H3N 106(3) . . ? C52 N3 H3N 110(2) . . ? C53 N4 C54 109.7(5) 2_656 . ? C53 N4 H4N 146(4) 2_656 . ? C54 N4 H4N 86.8(9) . . ? C54 S4 C53 98.75(17) . 2_656 ? C5 O1 Cu1 127.74(16) . . ? C7 O2 Cu1 126.17(15) . . ? C14 O3 Cu2 126.91(16) . . ? C16 O4 Cu2 126.86(16) . . ? C25 O5 Cu1 128.27(16) . . ? C27 O6 Cu1 126.55(15) . . ? C34 O7 Cu2 126.51(15) . . ? C36 O8 Cu2 126.73(16) . . ? C43 S1 C42 97.41(14) . . ? C46 S2 C47 96.26(14) . . ? C51 S3 C50 97.15(16) . . ? O5 Cu1 O1 86.46(7) . . ? O5 Cu1 O2 167.48(8) . . ? O1 Cu1 O2 91.90(7) . . ? O5 Cu1 O6 91.42(7) . . ? O1 Cu1 O6 168.45(8) . . ? O2 Cu1 O6 87.71(7) . . ? O5 Cu1 N1 97.11(8) . . ? O1 Cu1 N1 96.84(8) . . ? O2 Cu1 N1 95.41(8) . . ? O6 Cu1 N1 94.69(8) . . ? O4 Cu2 O8 87.92(7) . . ? O4 Cu2 O3 91.63(7) . . ? O8 Cu2 O3 172.20(8) . . ? O4 Cu2 O7 172.18(8) . . ? O8 Cu2 O7 91.52(7) . . ? O3 Cu2 O7 87.86(7) . . ? O4 Cu2 N2 103.76(8) . . ? O8 Cu2 N2 103.80(8) . . ? O3 Cu2 N2 83.87(8) . . ? O7 Cu2 N2 83.95(8) . . ? O4 Cu2 S1 78.18(6) . 2_656 ? O8 Cu2 S1 79.05(6) . 2_656 ? O3 Cu2 S1 93.24(6) . 2_656 ? O7 Cu2 S1 94.05(6) . 2_656 ? N2 Cu2 S1 176.54(6) . 2_656 ? 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 C1 C4 C5 O1 62.2(3) . . . . ? C2 C4 C5 O1 -176.3(3) . . . . ? C3 C4 C5 O1 -55.6(3) . . . . ? C1 C4 C5 C6 -118.0(3) . . . . ? C2 C4 C5 C6 3.5(4) . . . . ? C3 C4 C5 C6 124.2(3) . . . . ? O1 C5 C6 C7 -1.4(4) . . . . ? C4 C5 C6 C7 178.8(3) . . . . ? C5 C6 C7 O2 0.2(5) . . . . ? C5 C6 C7 C8 -179.5(3) . . . . ? O2 C7 C8 C9 -10.5(4) . . . . ? C6 C7 C8 C9 169.2(3) . . . . ? O2 C7 C8 C13 167.2(3) . . . . ? C6 C7 C8 C13 -13.1(4) . . . . ? C13 C8 C9 C10 0.5(5) . . . . ? C7 C8 C9 C10 178.3(3) . . . . ? C8 C9 C10 C11 -0.1(5) . . . . ? C8 C9 C10 C14 179.0(3) . . . . ? C9 C10 C11 C12 0.0(5) . . . . ? C14 C10 C11 C12 -179.0(3) . . . . ? C10 C11 C12 C13 -0.4(5) . . . . ? C11 C12 C13 C8 0.8(5) . . . . ? C9 C8 C13 C12 -0.9(5) . . . . ? C7 C8 C13 C12 -178.5(3) . . . . ? C9 C10 C14 O3 3.7(4) . . . . ? C11 C10 C14 O3 -177.2(3) . . . . ? C9 C10 C14 C15 -175.7(3) . . . . ? C11 C10 C14 C15 3.4(4) . . . . ? O3 C14 C15 C16 -6.3(4) . . . . ? C10 C14 C15 C16 173.0(2) . . . . ? C14 C15 C16 O4 -4.6(4) . . . . ? C14 C15 C16 C17 175.6(3) . . . . ? O4 C16 C17 C18A -11.0(6) . . . . ? C15 C16 C17 C18A 168.8(5) . . . . ? O4 C16 C17 C20 62.8(3) . . . . ? C15 C16 C17 C20 -117.4(3) . . . . ? O4 C16 C17 C19A -153.6(5) . . . . ? C15 C16 C17 C19A 26.2(6) . . . . ? O4 C16 C17 C18 -175.9(3) . . . . ? C15 C16 C17 C18 3.9(4) . . . . ? O4 C16 C17 C19 -54.6(3) . . . . ? C15 C16 C17 C19 125.2(3) . . . . ? O4 C16 C17 C20A 97.8(4) . . . . ? C15 C16 C17 C20A -82.4(5) . . . . ? C22 C24 C25 O5 -51.8(4) . . . . ? C21A C24 C25 O5 159.4(4) . . . . ? C23A C24 C25 O5 34.7(4) . . . . ? C21 C24 C25 O5 -174.0(4) . . . . ? C23 C24 C25 O5 66.3(4) . . . . ? C22A C24 C25 O5 -81.3(4) . . . . ? C22 C24 C25 C26 126.5(4) . . . . ? C21A C24 C25 C26 -22.3(5) . . . . ? C23A C24 C25 C26 -147.0(4) . . . . ? C21 C24 C25 C26 4.3(5) . . . . ? C23 C24 C25 C26 -115.4(4) . . . . ? C22A C24 C25 C26 97.0(4) . . . . ? O5 C25 C26 C27 3.4(4) . . . . ? C24 C25 C26 C27 -174.7(2) . . . . ? C25 C26 C27 O6 0.2(4) . . . . ? C25 C26 C27 C28 179.4(2) . . . . ? O6 C27 C28 C33 -163.4(2) . . . . ? C26 C27 C28 C33 17.3(4) . . . . ? O6 C27 C28 C29 13.3(3) . . . . ? C26 C27 C28 C29 -166.0(2) . . . . ? C33 C28 C29 C30 0.0(4) . . . . ? C27 C28 C29 C30 -176.8(2) . . . . ? C28 C29 C30 C31 0.4(4) . . . . ? C28 C29 C30 C34 -180.0(2) . . . . ? C29 C30 C31 C32 0.1(5) . . . . ? C34 C30 C31 C32 -179.5(3) . . . . ? C30 C31 C32 C33 -1.1(6) . . . . ? C31 C32 C33 C28 1.6(6) . . . . ? C29 C28 C33 C32 -1.1(4) . . . . ? C27 C28 C33 C32 175.7(3) . . . . ? C31 C30 C34 O7 172.7(3) . . . . ? C29 C30 C34 O7 -6.8(3) . . . . ? C31 C30 C34 C35 -7.2(4) . . . . ? C29 C30 C34 C35 173.2(2) . . . . ? O7 C34 C35 C36 6.1(4) . . . . ? C30 C34 C35 C36 -173.9(2) . . . . ? C34 C35 C36 O8 4.7(4) . . . . ? C34 C35 C36 C37 -176.6(2) . . . . ? O8 C36 C37 C38 63.6(3) . . . . ? C35 C36 C37 C38 -115.2(3) . . . . ? O8 C36 C37 C40 -174.7(2) . . . . ? C35 C36 C37 C40 6.5(3) . . . . ? O8 C36 C37 C39 -55.0(3) . . . . ? C35 C36 C37 C39 126.2(3) . . . . ? N1 C41 C42 S1 62.1(3) . . . . ? S1 C43 C44 N1 -59.2(3) . . . . ? N2 C45 C46 S2 -62.5(3) . . . . ? S2 C47 C48 N2 64.0(3) . . . . ? N3 C49 C50 S3 60.2(4) . . . . ? S3 C51 C52 N3 -60.8(4) . . . . ? N4 C53 C54 N4 67.6(5) 2_656 . . . ? S4 C53 C54 N4 61.0(4) 2_656 . . . ? N4 C53 C54 S4 67.7(4) 2_656 . . . ? S4 C53 C54 S4 61.1(4) 2_656 . . . ? C42 C41 N1 C44 -60.8(3) . . . . ? C42 C41 N1 Cu1 169.28(18) . . . . ? C43 C44 N1 C41 59.3(3) . . . . ? C43 C44 N1 Cu1 -171.67(19) . . . . ? C46 C45 N2 C48 64.8(3) . . . . ? C46 C45 N2 Cu2 -74.2(3) . . . . ? C47 C48 N2 C45 -65.7(3) . . . . ? C47 C48 N2 Cu2 74.4(3) . . . . ? C50 C49 N3 C52 -57.9(4) . . . . ? C51 C52 N3 C49 58.3(4) . . . . ? C53 C54 N4 C53 -73.8(5) . . . 2_656 ? S4 C54 N4 C53 106.5(11) . . . 2_656 ? C53 C54 S4 C53 -50.9(4) . . . 2_656 ? N4 C54 S4 C53 -50.6(9) . . . 2_656 ? C6 C5 O1 Cu1 -1.4(4) . . . . ? C4 C5 O1 Cu1 178.43(17) . . . . ? C6 C7 O2 Cu1 3.6(4) . . . . ? C8 C7 O2 Cu1 -176.69(17) . . . . ? C15 C14 O3 Cu2 7.6(4) . . . . ? C10 C14 O3 Cu2 -171.76(17) . . . . ? C15 C16 O4 Cu2 12.8(4) . . . . ? C17 C16 O4 Cu2 -167.42(18) . . . . ? C26 C25 O5 Cu1 1.5(4) . . . . ? C24 C25 O5 Cu1 179.78(18) . . . . ? C26 C27 O6 Cu1 -8.2(3) . . . . ? C28 C27 O6 Cu1 172.60(15) . . . . ? C35 C34 O7 Cu2 -5.1(4) . . . . ? C30 C34 O7 Cu2 174.90(15) . . . . ? C35 C36 O8 Cu2 -15.1(3) . . . . ? C37 C36 O8 Cu2 166.16(16) . . . . ? C44 C43 S1 C42 51.8(2) . . . . ? C41 C42 S1 C43 -53.0(2) . . . . ? C45 C46 S2 C47 53.2(3) . . . . ? C48 C47 S2 C46 -54.1(3) . . . . ? C52 C51 S3 C50 53.7(3) . . . . ? C49 C50 S3 C51 -53.2(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N N4 0.83(3) 2.39(3) 3.185(8) 162(3) 2_656 N1 H1N S4 0.83(3) 2.77(3) 3.529(3) 152(3) 2_656 N2 H2N N3 0.85(4) 2.49(4) 3.285(4) 156(3) . N3 H3N O6 0.8900(10) 2.520(15) 3.356(3) 157(3) . _refine_diff_density_max 1.422 _refine_diff_density_min -1.943 _refine_diff_density_rms 0.089 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900919' ####################################################################### # # 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_squeezed _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C92 H124 Cu4 N4 O16, 2(C6 H14 N2) ; _chemical_formula_sum 'C104 H152 Cu4 N8 O16' _chemical_formula_weight 2024.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.2682(7) _cell_length_b 14.7975(11) _cell_length_c 16.8090(12) _cell_angle_alpha 96.891(5) _cell_angle_beta 90.581(4) _cell_angle_gamma 110.732(4) _cell_volume 2598.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4530 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 24.15 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_F_000 1076 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.873 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.553243 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Cryostream. ; 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 _platon_squeeze_void_content 1 0.500 1.000 1.000 427 121 ' ' _platon_squeeze_details ; included in calculations as disorded solvent molecules ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type APEXII-FR591 _diffrn_measurement_method \w+\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 50072 _diffrn_reflns_av_unetI/netI 0.1009 _diffrn_reflns_av_R_equivalents 0.0744 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.347 _diffrn_reflns_theta_max 28.282 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_Laue_measured_fraction_max 0.984 _diffrn_reflns_Laue_measured_fraction_full 0.991 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_point_group_measured_fraction_full 0.991 _reflns_number_total 12681 _reflns_number_gt 6204 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX (Bruker-Nonius, 2003)' _computing_cell_refinement 'SAINT (Bruker-Nonius, 2003)' _computing_data_reduction 'SAINT (Bruker-Nonius, 2003), XPREP (Bruker-Nonius, 2003)' _computing_structure_solution 'SIR97 (Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1359P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 12681 _refine_ls_number_parameters 534 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.1530 _refine_ls_R_factor_gt 0.0854 _refine_ls_wR_factor_ref 0.2741 _refine_ls_wR_factor_gt 0.2488 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2262(6) 0.1193(4) -0.3418(4) 0.0724(18) Uani 1 1 d . . . . . H1A H 0.2859 0.0855 -0.3535 0.109 Uiso 1 1 calc R U . . . H1B H 0.1601 0.0996 -0.3854 0.109 Uiso 1 1 calc R U . . . H1C H 0.1869 0.1024 -0.2913 0.109 Uiso 1 1 calc R U . . . C2 C 0.2038(5) 0.2827(4) -0.3097(3) 0.0552(15) Uani 1 1 d . . . . . H2A H 0.1345 0.2641 -0.3511 0.083 Uiso 1 1 calc R U . . . H2B H 0.2494 0.3533 -0.3042 0.083 Uiso 1 1 calc R U . . . H2C H 0.1688 0.2643 -0.2584 0.083 Uiso 1 1 calc R U . . . C3 C 0.3527(5) 0.2588(5) -0.4154(3) 0.0624(16) Uani 1 1 d . . . . . H3A H 0.4162 0.2291 -0.4291 0.094 Uiso 1 1 calc R U . . . H3B H 0.3928 0.3299 -0.4107 0.094 Uiso 1 1 calc R U . . . H3C H 0.2842 0.2361 -0.4576 0.094 Uiso 1 1 calc R U . . . C4 C 0.2973(4) 0.2292(4) -0.3343(3) 0.0417(12) Uani 1 1 d . . . . . C5 C 0.4074(4) 0.2539(4) -0.2715(3) 0.0395(11) Uani 1 1 d . . . . . C6 C 0.4005(4) 0.2913(4) -0.1923(3) 0.0417(12) Uani 1 1 d . . . . . H6 H 0.3288 0.3085 -0.1793 0.050 Uiso 1 1 calc R U . . . C7 C 0.4914(4) 0.3052(3) -0.1312(2) 0.0372(11) Uani 1 1 d . . . . . C8 C 0.4686(4) 0.3364(3) -0.0459(3) 0.0356(10) Uani 1 1 d . . . . . C9 C 0.5513(4) 0.3369(3) 0.0151(2) 0.0335(10) Uani 1 1 d . . . . . H9 H 0.6218 0.3181 0.0019 0.040 Uiso 1 1 calc R U . . . C10 C 0.5356(4) 0.3643(3) 0.0959(2) 0.0351(10) Uani 1 1 d . . . . . C11 C 0.4301(5) 0.3899(4) 0.1130(3) 0.0497(13) Uani 1 1 d . . . . . H11 H 0.4164 0.4082 0.1673 0.060 Uiso 1 1 calc R U . . . C12 C 0.3453(5) 0.3893(5) 0.0536(3) 0.0670(17) Uani 1 1 d . . . . . H12 H 0.2745 0.4075 0.0671 0.080 Uiso 1 1 calc R U . . . C13 C 0.3626(5) 0.3621(4) -0.0268(3) 0.0517(14) Uani 1 1 d . . . . . H13 H 0.3035 0.3610 -0.0680 0.062 Uiso 1 1 calc R U . . . C14 C 0.6302(4) 0.3633(3) 0.1582(2) 0.0367(11) Uani 1 1 d . . . . . C15 C 0.6165(5) 0.3882(4) 0.2402(3) 0.0435(12) Uani 1 1 d . . . . . H15 H 0.5442 0.4042 0.2544 0.052 Uiso 1 1 calc R U . . . C16 C 0.7012(5) 0.3909(4) 0.3015(3) 0.0447(12) Uani 1 1 d . . . . . C17 C 0.6707(5) 0.4065(4) 0.3909(3) 0.0547(14) Uani 1 1 d . . . . . C18 C 0.7848(7) 0.4858(6) 0.4356(3) 0.094(2) Uani 1 1 d . . . . . H18A H 0.8191 0.5387 0.4027 0.142 Uiso 1 1 calc R U . . . H18B H 0.8502 0.4588 0.4466 0.142 Uiso 1 1 calc R U . . . H18C H 0.7590 0.5113 0.4863 0.142 Uiso 1 1 calc R U . . . C19 C 0.6464(8) 0.3066(5) 0.4207(3) 0.096(3) Uani 1 1 d . . . . . H19A H 0.6198 0.3091 0.4760 0.144 Uiso 1 1 calc R U . . . H19B H 0.7247 0.2920 0.4188 0.144 Uiso 1 1 calc R U . . . H19C H 0.5794 0.2557 0.3861 0.144 Uiso 1 1 calc R U . . . C20 C 0.5507(7) 0.4327(6) 0.4031(3) 0.089(2) Uani 1 1 d . . . . . H20A H 0.4768 0.3798 0.3758 0.134 Uiso 1 1 calc R U . . . H20B H 0.5616 0.4931 0.3808 0.134 Uiso 1 1 calc R U . . . H20C H 0.5374 0.4417 0.4606 0.134 Uiso 1 1 calc R U . . . C21 C 1.1102(11) 0.2853(8) 0.3848(6) 0.0648(17) Uani 0.6 1 d . . P A 1 H21A H 1.0288 0.2944 0.3924 0.097 Uiso 0.6 1 calc R U P A 1 H21B H 1.1775 0.3488 0.3830 0.097 Uiso 0.6 1 calc R U P A 1 H21C H 1.1297 0.2550 0.4294 0.097 Uiso 0.6 1 calc R U P A 1 C22 C 0.9833(12) 0.1208(10) 0.3181(7) 0.0648(17) Uani 0.6 1 d . . P A 1 H22A H 1.0107 0.0861 0.3563 0.097 Uiso 0.6 1 calc R U P A 1 H22B H 0.9545 0.0783 0.2669 0.097 Uiso 0.6 1 calc R U P A 1 H22C H 0.9133 0.1392 0.3395 0.097 Uiso 0.6 1 calc R U P A 1 C23 C 1.2063(13) 0.1743(8) 0.2749(7) 0.0648(17) Uani 0.6 1 d . . P A 1 H23A H 1.2416 0.1552 0.3208 0.097 Uiso 0.6 1 calc R U P A 1 H23B H 1.2744 0.2237 0.2512 0.097 Uiso 0.6 1 calc R U P A 1 H23C H 1.1675 0.1171 0.2346 0.097 Uiso 0.6 1 calc R U P A 1 C21A C 1.1781(16) 0.3081(12) 0.3640(9) 0.0648(17) Uani 0.4 1 d . . P A 2 H21D H 1.1280 0.3500 0.3752 0.097 Uiso 0.4 1 calc R U P A 2 H21E H 1.2575 0.3445 0.3408 0.097 Uiso 0.4 1 calc R U P A 2 H21F H 1.1974 0.2869 0.4140 0.097 Uiso 0.4 1 calc R U P A 2 C22A C 1.232(2) 0.2125(13) 0.2851(11) 0.0648(17) Uani 0.4 1 d . . P A 2 H22D H 1.2614 0.1849 0.3280 0.097 Uiso 0.4 1 calc R U P A 2 H22E H 1.2923 0.2780 0.2813 0.097 Uiso 0.4 1 calc R U P A 2 H22F H 1.2243 0.1708 0.2340 0.097 Uiso 0.4 1 calc R U P A 2 C23A C 1.0225(19) 0.1378(15) 0.3383(11) 0.0648(17) Uani 0.4 1 d . . P A 2 H23D H 0.9405 0.1449 0.3481 0.097 Uiso 0.4 1 calc R U P A 2 H23E H 1.0627 0.1343 0.3893 0.097 Uiso 0.4 1 calc R U P A 2 H23F H 1.0091 0.0779 0.3016 0.097 Uiso 0.4 1 calc R U P A 2 C24 C 1.1013(6) 0.2180(4) 0.3040(3) 0.0544(14) Uani 1 1 d . . . . . C25 C 1.0436(5) 0.2528(4) 0.2353(3) 0.0412(11) Uani 1 1 d . . . . . C26 C 1.0492(5) 0.2154(4) 0.1557(3) 0.0452(12) Uani 1 1 d . . . . . H26 H 1.0936 0.1717 0.1452 0.054 Uiso 1 1 calc R U . . . C27 C 0.9921(4) 0.2392(3) 0.0900(3) 0.0381(11) Uani 1 1 d . . . . . C28 C 1.0036(4) 0.1929(3) 0.0068(2) 0.0383(11) Uani 1 1 d . . . . . C29 C 0.9251(4) 0.1982(3) -0.0556(2) 0.0331(10) Uani 1 1 d . . . . . H29 H 0.8682 0.2321 -0.0447 0.040 Uiso 1 1 calc R U . . . C30 C 0.9279(4) 0.1549(3) -0.1337(2) 0.0329(10) Uani 1 1 d . . . . . C31 C 1.0115(5) 0.1060(4) -0.1485(3) 0.0449(12) Uani 1 1 d . . . . . H31 H 1.0132 0.0748 -0.2010 0.054 Uiso 1 1 calc R U . . . C32 C 1.0928(6) 0.1020(4) -0.0876(3) 0.0608(17) Uani 1 1 d . . . . . H32 H 1.1522 0.0706 -0.0994 0.073 Uiso 1 1 calc R U . . . C33 C 1.0881(5) 0.1427(4) -0.0109(3) 0.0527(14) Uani 1 1 d . . . . . H33 H 1.1418 0.1373 0.0307 0.063 Uiso 1 1 calc R U . . . C34 C 0.8405(4) 0.1652(3) -0.1983(2) 0.0347(10) Uani 1 1 d . . . . . C35 C 0.8411(4) 0.1242(3) -0.2774(2) 0.0348(10) Uani 1 1 d . . . . . H35 H 0.8934 0.0865 -0.2882 0.042 Uiso 1 1 calc R U . . . C36 C 0.7700(4) 0.1350(4) -0.3417(3) 0.0456(13) Uani 1 1 d . . . . . C37 C 0.7714(5) 0.0856(4) -0.4269(3) 0.0639(12) Uani 1 1 d D . . . . C38 C 0.7356(13) 0.1369(9) -0.4894(5) 0.0639(12) Uani 0.5 1 d D . P B 1 H38A H 0.7397 0.1039 -0.5428 0.096 Uiso 0.5 1 calc R U P B 1 H38B H 0.7948 0.2046 -0.4841 0.096 Uiso 0.5 1 calc R U P B 1 H38C H 0.6490 0.1359 -0.4820 0.096 Uiso 0.5 1 calc R U P B 1 C39 C 0.8945(10) 0.0702(10) -0.4437(8) 0.0639(12) Uani 0.5 1 d D . P B 1 H39A H 0.8929 0.0444 -0.5004 0.096 Uiso 0.5 1 calc R U P B 1 H39B H 0.9050 0.0238 -0.4099 0.096 Uiso 0.5 1 calc R U P B 1 H39C H 0.9655 0.1325 -0.4319 0.096 Uiso 0.5 1 calc R U P B 1 C40 C 0.6568(9) -0.0123(7) -0.4372(6) 0.0639(12) Uani 0.5 1 d D . P B 1 H40A H 0.5814 -0.0013 -0.4165 0.096 Uiso 0.5 1 calc R U P B 1 H40B H 0.6761 -0.0588 -0.4073 0.096 Uiso 0.5 1 calc R U P B 1 H40C H 0.6405 -0.0386 -0.4942 0.096 Uiso 0.5 1 calc R U P B 1 C38A C 0.8620(11) 0.0317(9) -0.4361(8) 0.0639(12) Uani 0.5 1 d D . P B 2 H38D H 0.8317 -0.0257 -0.4078 0.096 Uiso 0.5 1 calc R U P B 2 H38E H 0.9464 0.0746 -0.4134 0.096 Uiso 0.5 1 calc R U P B 2 H38F H 0.8670 0.0109 -0.4932 0.096 Uiso 0.5 1 calc R U P B 2 C39A C 0.6444(9) 0.0548(10) -0.4698(6) 0.0639(12) Uani 0.5 1 d D . P B 2 H39D H 0.6148 0.1099 -0.4655 0.096 Uiso 0.5 1 calc R U P B 2 H39E H 0.5839 0.0011 -0.4455 0.096 Uiso 0.5 1 calc R U P B 2 H39F H 0.6507 0.0330 -0.5264 0.096 Uiso 0.5 1 calc R U P B 2 C40A C 0.8473(10) 0.1748(7) -0.4693(6) 0.0639(12) Uani 0.5 1 d D . P B 2 H40D H 0.8767 0.1521 -0.5199 0.096 Uiso 0.5 1 calc R U P B 2 H40E H 0.9208 0.2176 -0.4344 0.096 Uiso 0.5 1 calc R U P B 2 H40F H 0.7923 0.2110 -0.4804 0.096 Uiso 0.5 1 calc R U P B 2 C41 C 0.7962(5) 0.4810(4) -0.1962(3) 0.0491(13) Uani 1 1 d . . . . . H41A H 0.7144 0.4716 -0.1710 0.059 Uiso 1 1 calc R U . . . H41B H 0.8284 0.5476 -0.2117 0.059 Uiso 1 1 calc R U . . . C42 C 0.8904(5) 0.4719(4) -0.1356(3) 0.0523(14) Uani 1 1 d . . . . . H42A H 0.9019 0.5212 -0.0880 0.063 Uiso 1 1 calc R U . . . H42B H 0.8566 0.4066 -0.1178 0.063 Uiso 1 1 calc R U . . . C43 C 0.9902(6) 0.4167(4) -0.2462(4) 0.0696(19) Uani 1 1 d . U . . . H43A H 1.0718 0.4269 -0.2719 0.084 Uiso 1 1 calc R U . . . H43B H 0.9574 0.3491 -0.2330 0.084 Uiso 1 1 calc R U . . . C44 C 0.8979(6) 0.4290(5) -0.3040(3) 0.0628(16) Uani 1 1 d . U . . . H44A H 0.9307 0.4960 -0.3186 0.075 Uiso 1 1 calc R U . . . H44B H 0.8868 0.3826 -0.3535 0.075 Uiso 1 1 calc R U . . . C45 C 0.6877(7) 0.4285(6) -0.3250(4) 0.097(3) Uani 1 1 d . . . . . H45A H 0.6081 0.4238 -0.2997 0.145 Uiso 1 1 calc R U . . . H45B H 0.6698 0.3794 -0.3726 0.145 Uiso 1 1 calc R U . . . H45C H 0.7274 0.4936 -0.3409 0.145 Uiso 1 1 calc R U . . . C46 C 1.0936(6) 0.4647(5) -0.1114(5) 0.104(3) Uani 1 1 d . . . . . H46A H 1.1115 0.5135 -0.0636 0.156 Uiso 1 1 calc R U . . . H46B H 1.1736 0.4669 -0.1348 0.156 Uiso 1 1 calc R U . . . H46C H 1.0491 0.3997 -0.0963 0.156 Uiso 1 1 calc R U . . . N1 N 0.7746(4) 0.4111(4) -0.2674(2) 0.0563(12) Uani 1 1 d . . . . . N2 N 1.0132(4) 0.4860(3) -0.1705(2) 0.0489(11) Uani 1 1 d . . . . . O1 O 0.5006(3) 0.2326(3) -0.29880(18) 0.0526(10) Uani 1 1 d . . . . . O2 O 0.5964(3) 0.2927(3) -0.13997(18) 0.0538(10) Uani 1 1 d . . . . . O3 O 0.7235(3) 0.3415(2) 0.13130(17) 0.0450(8) Uani 1 1 d . . . . . O4 O 0.8072(4) 0.3808(3) 0.29160(18) 0.0509(9) Uani 1 1 d . . . . . O5 O 0.9862(3) 0.3114(3) 0.25818(17) 0.0490(9) Uani 1 1 d . . . . . O6 O 0.9294(3) 0.2950(2) 0.09427(17) 0.0441(8) Uani 1 1 d . . . . . O7 O 0.7770(3) 0.2174(3) -0.17384(17) 0.0533(10) Uani 1 1 d . . . . . O8 O 0.7007(4) 0.1866(3) -0.33493(19) 0.0696(13) Uani 1 1 d . . . . . Cu1 Cu 0.65930(9) 0.25176(7) -0.23942(5) 0.0454(3) Uani 0.8 1 d . . P C 1 Cu1A Cu 0.6228(5) 0.2080(4) -0.2315(3) 0.0454(3) Uani 0.2 1 d . . P C 2 Cu2 Cu 0.87355(6) 0.34716(5) 0.19198(3) 0.0487(2) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.058(4) 0.077(5) 0.062(4) -0.033(3) -0.002(3) 0.013(3) C2 0.040(3) 0.081(4) 0.045(3) -0.019(3) -0.017(2) 0.033(3) C3 0.056(3) 0.112(5) 0.030(3) 0.000(3) -0.013(2) 0.046(3) C4 0.035(2) 0.061(3) 0.027(2) -0.012(2) -0.0093(18) 0.022(2) C5 0.041(3) 0.053(3) 0.030(2) -0.005(2) -0.0005(19) 0.026(2) C6 0.038(3) 0.062(3) 0.030(2) -0.011(2) -0.0033(19) 0.028(2) C7 0.047(3) 0.054(3) 0.021(2) -0.007(2) -0.0059(18) 0.035(2) C8 0.036(2) 0.043(3) 0.030(2) -0.009(2) 0.0024(18) 0.020(2) C9 0.031(2) 0.047(3) 0.025(2) -0.0030(19) 0.0056(17) 0.020(2) C10 0.043(3) 0.034(3) 0.026(2) -0.0033(19) 0.0087(19) 0.013(2) C11 0.055(3) 0.083(4) 0.022(2) -0.010(2) 0.006(2) 0.042(3) C12 0.058(4) 0.118(5) 0.042(3) -0.010(3) 0.013(3) 0.058(4) C13 0.045(3) 0.089(4) 0.029(2) -0.009(3) 0.003(2) 0.040(3) C14 0.047(3) 0.036(3) 0.024(2) -0.0065(19) -0.0022(19) 0.014(2) C15 0.041(3) 0.063(3) 0.026(2) -0.007(2) 0.0043(19) 0.022(2) C16 0.064(3) 0.046(3) 0.022(2) -0.002(2) 0.010(2) 0.019(3) C17 0.069(4) 0.074(4) 0.017(2) -0.004(2) 0.002(2) 0.024(3) C18 0.098(5) 0.141(7) 0.019(3) -0.028(3) -0.001(3) 0.025(5) C19 0.157(8) 0.112(6) 0.030(3) 0.019(4) 0.015(4) 0.059(6) C20 0.114(6) 0.147(7) 0.028(3) -0.010(4) 0.011(3) 0.079(5) C21 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C22 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C23 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C21A 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C22A 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C23A 0.074(5) 0.075(4) 0.046(3) 0.007(3) -0.021(3) 0.029(4) C24 0.082(4) 0.055(4) 0.031(3) 0.001(2) -0.016(3) 0.033(3) C25 0.046(3) 0.048(3) 0.024(2) -0.001(2) -0.0115(19) 0.013(2) C26 0.055(3) 0.062(3) 0.028(2) -0.006(2) -0.011(2) 0.037(3) C27 0.044(3) 0.045(3) 0.027(2) -0.008(2) -0.0094(19) 0.022(2) C28 0.049(3) 0.053(3) 0.020(2) -0.005(2) -0.0070(18) 0.029(2) C29 0.036(2) 0.040(3) 0.026(2) -0.0014(19) -0.0023(17) 0.019(2) C30 0.038(2) 0.042(3) 0.022(2) -0.0054(19) -0.0046(17) 0.022(2) C31 0.054(3) 0.059(3) 0.030(2) -0.005(2) -0.006(2) 0.034(3) C32 0.079(4) 0.100(5) 0.031(3) -0.011(3) -0.007(2) 0.073(4) C33 0.058(3) 0.081(4) 0.029(3) -0.017(2) -0.020(2) 0.046(3) C34 0.039(2) 0.049(3) 0.022(2) 0.001(2) -0.0008(17) 0.024(2) C35 0.037(2) 0.045(3) 0.025(2) -0.0074(19) -0.0064(17) 0.022(2) C36 0.041(3) 0.085(4) 0.022(2) -0.008(2) -0.0010(19) 0.041(3) C37 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C38 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C39 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C40 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C38A 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C39A 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C40A 0.078(3) 0.098(3) 0.0282(17) -0.0225(19) -0.0101(16) 0.058(2) C41 0.040(3) 0.065(4) 0.048(3) 0.000(3) 0.005(2) 0.028(3) C42 0.068(4) 0.061(4) 0.022(2) -0.006(2) 0.004(2) 0.020(3) C43 0.050(3) 0.049(4) 0.112(5) -0.006(3) 0.035(3) 0.025(3) C44 0.063(4) 0.075(4) 0.035(3) -0.017(3) 0.009(3) 0.013(3) C45 0.079(5) 0.112(6) 0.082(5) 0.051(5) -0.030(4) 0.001(4) C46 0.066(4) 0.090(5) 0.148(7) 0.070(5) -0.045(4) 0.001(4) N1 0.050(3) 0.090(4) 0.027(2) 0.005(2) -0.0023(18) 0.024(2) N2 0.047(3) 0.056(3) 0.048(3) 0.003(2) -0.0138(19) 0.025(2) O1 0.057(2) 0.091(3) 0.0256(17) -0.0132(17) -0.0065(15) 0.054(2) O2 0.049(2) 0.109(3) 0.0211(16) -0.0066(17) -0.0037(13) 0.054(2) O3 0.055(2) 0.069(2) 0.0167(15) -0.0155(14) -0.0062(13) 0.0356(18) O4 0.062(2) 0.078(3) 0.0199(16) -0.0103(16) -0.0035(14) 0.040(2) O5 0.067(2) 0.073(2) 0.0181(16) -0.0068(15) -0.0127(14) 0.042(2) O6 0.062(2) 0.063(2) 0.0187(15) -0.0054(14) -0.0091(14) 0.0399(18) O7 0.065(2) 0.099(3) 0.0180(15) -0.0073(17) -0.0040(14) 0.061(2) O8 0.087(3) 0.132(4) 0.0221(17) -0.013(2) -0.0077(17) 0.087(3) Cu1 0.0532(7) 0.0823(9) 0.0183(4) -0.0018(5) 0.0017(4) 0.0483(6) Cu1A 0.0532(7) 0.0823(9) 0.0183(4) -0.0018(5) 0.0017(4) 0.0483(6) Cu2 0.0579(4) 0.0796(5) 0.0183(3) -0.0116(3) -0.0078(2) 0.0424(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C4 1.525(8) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.558(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.552(7) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.533(6) . ? C5 O1 1.274(5) . ? C5 C6 1.392(6) . ? C6 C7 1.388(6) . ? C6 H6 0.9500 . ? C7 O2 1.268(5) . ? C7 C8 1.505(6) . ? C8 C9 1.376(6) . ? C8 C13 1.405(6) . ? C9 C10 1.401(5) . ? C9 H9 0.9500 . ? C10 C11 1.393(6) . ? C10 C14 1.492(6) . ? C11 C12 1.373(7) . ? C11 H11 0.9500 . ? C12 C13 1.399(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 O3 1.277(5) . ? C14 C15 1.408(6) . ? C15 C16 1.385(7) . ? C15 H15 0.9500 . ? C16 O4 1.266(6) . ? C16 C17 1.553(6) . ? C17 C18 1.516(8) . ? C17 C20 1.542(8) . ? C17 C19 1.550(8) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C24 1.564(11) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C24 1.621(15) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.592(15) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C21A C24 1.544(17) . ? C21A H21D 0.9800 . ? C21A H21E 0.9800 . ? C21A H21F 0.9800 . ? C22A C24 1.53(2) . ? C22A H22D 0.9800 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C23A C24 1.40(2) . ? C23A H23D 0.9800 . ? C23A H23E 0.9800 . ? C23A H23F 0.9800 . ? C24 C25 1.545(6) . ? C25 O5 1.280(6) . ? C25 C26 1.397(6) . ? C26 C27 1.413(6) . ? C26 H26 0.9500 . ? C27 O6 1.260(5) . ? C27 C28 1.510(6) . ? C28 C29 1.392(6) . ? C28 C33 1.414(6) . ? C29 C30 1.396(5) . ? C29 H29 0.9500 . ? C30 C31 1.385(6) . ? C30 C34 1.516(6) . ? C31 C32 1.387(6) . ? C31 H31 0.9500 . ? C32 C33 1.366(6) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 O7 1.265(5) . ? C34 C35 1.394(5) . ? C35 C36 1.398(6) . ? C35 H35 0.9500 . ? C36 O8 1.269(5) . ? C36 C37 1.530(6) . ? C37 C39A 1.488(7) . ? C37 C38 1.497(7) . ? C37 C38A 1.501(7) . ? C37 C39 1.507(7) . ? C37 C40 1.552(7) . ? C37 C40A 1.556(7) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C38A H38D 0.9800 . ? C38A H38E 0.9800 . ? C38A H38F 0.9800 . ? C39A H39D 0.9800 . ? C39A H39E 0.9800 . ? C39A H39F 0.9800 . ? C40A H40D 0.9800 . ? C40A H40E 0.9800 . ? C40A H40F 0.9800 . ? C41 N1 1.442(6) . ? C41 C42 1.515(7) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 N2 1.465(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.488(8) . ? C43 N2 1.494(7) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 N1 1.474(7) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 N1 1.477(7) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 N2 1.471(6) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? N1 Cu1 2.362(5) . ? N2 Cu2 2.418(4) 2_765 ? O1 Cu1A 1.932(6) . ? O1 Cu1 1.952(3) . ? O2 Cu1 1.936(3) . ? O2 Cu1A 1.959(6) . ? O3 Cu2 1.936(3) . ? O4 Cu2 1.923(3) . ? O5 Cu2 1.928(3) . ? O6 Cu2 1.936(3) . ? O7 Cu1A 1.934(6) . ? O7 Cu1 1.953(3) . ? O8 Cu1 1.920(3) . ? O8 Cu1A 1.997(5) . ? Cu2 N2 2.418(4) 2_765 ? 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 C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 C5 107.0(4) . . ? C1 C4 C3 110.5(4) . . ? C5 C4 C3 108.7(4) . . ? C1 C4 C2 109.2(4) . . ? C5 C4 C2 112.2(4) . . ? C3 C4 C2 109.2(4) . . ? O1 C5 C6 124.9(4) . . ? O1 C5 C4 112.9(4) . . ? C6 C5 C4 122.1(4) . . ? C7 C6 C5 124.5(4) . . ? C7 C6 H6 117.8 . . ? C5 C6 H6 117.8 . . ? O2 C7 C6 125.3(4) . . ? O2 C7 C8 114.4(4) . . ? C6 C7 C8 120.2(4) . . ? C9 C8 C13 119.1(4) . . ? C9 C8 C7 119.3(4) . . ? C13 C8 C7 121.6(4) . . ? C8 C9 C10 122.5(4) . . ? C8 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C11 C10 C9 117.1(4) . . ? C11 C10 C14 123.9(4) . . ? C9 C10 C14 119.0(4) . . ? C12 C11 C10 121.7(4) . . ? C12 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? C11 C12 C13 120.4(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C8 119.1(5) . . ? C12 C13 H13 120.4 . . ? C8 C13 H13 120.4 . . ? O3 C14 C15 123.9(4) . . ? O3 C14 C10 115.3(4) . . ? C15 C14 C10 120.8(4) . . ? C16 C15 C14 124.4(4) . . ? C16 C15 H15 117.8 . . ? C14 C15 H15 117.8 . . ? O4 C16 C15 125.0(4) . . ? O4 C16 C17 113.9(4) . . ? C15 C16 C17 121.0(5) . . ? C18 C17 C20 110.0(5) . . ? C18 C17 C19 111.6(5) . . ? C20 C17 C19 108.2(5) . . ? C18 C17 C16 108.5(4) . . ? C20 C17 C16 113.8(4) . . ? C19 C17 C16 104.6(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C24 C21 H21A 109.5 . . ? C24 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C24 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C24 C22 H22A 109.5 . . ? C24 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C24 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C24 C21A H21D 109.5 . . ? C24 C21A H21E 109.5 . . ? H21D C21A H21E 109.5 . . ? C24 C21A H21F 109.5 . . ? H21D C21A H21F 109.5 . . ? H21E C21A H21F 109.5 . . ? C24 C22A H22D 109.5 . . ? C24 C22A H22E 109.5 . . ? H22D C22A H22E 109.5 . . ? C24 C22A H22F 109.5 . . ? H22D C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C24 C23A H23D 109.5 . . ? C24 C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C24 C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? C23A C24 C22A 113.3(11) . . ? C23A C24 C21A 115.5(10) . . ? C22A C24 C21A 84.6(10) . . ? C23A C24 C25 118.1(8) . . ? C22A C24 C25 112.2(8) . . ? C21A C24 C25 108.3(7) . . ? C25 C24 C21 110.4(5) . . ? C25 C24 C23 112.7(6) . . ? C21 C24 C23 125.3(7) . . ? C25 C24 C22 100.7(5) . . ? C21 C24 C22 101.4(7) . . ? C23 C24 C22 102.0(7) . . ? O5 C25 C26 125.0(4) . . ? O5 C25 C24 114.9(4) . . ? C26 C25 C24 119.9(4) . . ? C25 C26 C27 123.3(4) . . ? C25 C26 H26 118.4 . . ? C27 C26 H26 118.4 . . ? O6 C27 C26 125.8(4) . . ? O6 C27 C28 116.0(4) . . ? C26 C27 C28 118.2(4) . . ? C29 C28 C33 118.2(4) . . ? C29 C28 C27 118.3(4) . . ? C33 C28 C27 123.5(4) . . ? C28 C29 C30 121.5(4) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C31 C30 C29 118.5(4) . . ? C31 C30 C34 123.3(4) . . ? C29 C30 C34 118.2(4) . . ? C30 C31 C32 120.9(4) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C33 C32 C31 120.5(4) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C32 C33 C28 120.3(4) . . ? C32 C33 H33 119.8 . . ? C28 C33 H33 119.8 . . ? O7 C34 C35 125.8(4) . . ? O7 C34 C30 113.8(3) . . ? C35 C34 C30 120.3(4) . . ? C34 C35 C36 124.4(4) . . ? C34 C35 H35 117.8 . . ? C36 C35 H35 117.8 . . ? O8 C36 C35 123.3(4) . . ? O8 C36 C37 114.7(4) . . ? C35 C36 C37 122.0(4) . . ? C39A C37 C38A 125.5(7) . . ? C38 C37 C39 111.6(8) . . ? C39A C37 C36 110.9(5) . . ? C38 C37 C36 112.2(5) . . ? C38A C37 C36 114.5(6) . . ? C39 C37 C36 113.2(6) . . ? C38 C37 C40 100.9(7) . . ? C39 C37 C40 111.6(7) . . ? C36 C37 C40 106.5(5) . . ? C39A C37 C40A 100.9(7) . . ? C38A C37 C40A 98.4(8) . . ? C36 C37 C40A 101.2(5) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C38A H38D 109.5 . . ? C37 C38A H38E 109.5 . . ? H38D C38A H38E 109.5 . . ? C37 C38A H38F 109.5 . . ? H38D C38A H38F 109.5 . . ? H38E C38A H38F 109.5 . . ? C37 C39A H39D 109.5 . . ? C37 C39A H39E 109.5 . . ? H39D C39A H39E 109.5 . . ? C37 C39A H39F 109.5 . . ? H39D C39A H39F 109.5 . . ? H39E C39A H39F 109.5 . . ? C37 C40A H40D 109.5 . . ? C37 C40A H40E 109.5 . . ? H40D C40A H40E 109.5 . . ? C37 C40A H40F 109.5 . . ? H40D C40A H40F 109.5 . . ? H40E C40A H40F 109.5 . . ? N1 C41 C42 112.6(4) . . ? N1 C41 H41A 109.1 . . ? C42 C41 H41A 109.1 . . ? N1 C41 H41B 109.1 . . ? C42 C41 H41B 109.1 . . ? H41A C41 H41B 107.8 . . ? N2 C42 C41 110.8(4) . . ? N2 C42 H42A 109.5 . . ? C41 C42 H42A 109.5 . . ? N2 C42 H42B 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? C44 C43 N2 112.5(4) . . ? C44 C43 H43A 109.1 . . ? N2 C43 H43A 109.1 . . ? C44 C43 H43B 109.1 . . ? N2 C43 H43B 109.1 . . ? H43A C43 H43B 107.8 . . ? N1 C44 C43 109.7(4) . . ? N1 C44 H44A 109.7 . . ? C43 C44 H44A 109.7 . . ? N1 C44 H44B 109.7 . . ? C43 C44 H44B 109.7 . . ? H44A C44 H44B 108.2 . . ? N1 C45 H45A 109.5 . . ? N1 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N1 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N2 C46 H46A 109.5 . . ? N2 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N2 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C41 N1 C44 107.3(4) . . ? C41 N1 C45 109.1(5) . . ? C44 N1 C45 108.0(5) . . ? C41 N1 Cu1 111.0(3) . . ? C44 N1 Cu1 118.1(4) . . ? C45 N1 Cu1 103.0(4) . . ? C42 N2 C46 107.2(5) . . ? C42 N2 C43 107.9(4) . . ? C46 N2 C43 111.0(5) . . ? C42 N2 Cu2 113.0(3) . 2_765 ? C46 N2 Cu2 105.4(3) . 2_765 ? C43 N2 Cu2 112.2(3) . 2_765 ? C5 O1 Cu1A 123.2(3) . . ? C5 O1 Cu1 126.4(3) . . ? C7 O2 Cu1 126.8(3) . . ? C7 O2 Cu1A 122.1(3) . . ? C14 O3 Cu2 127.1(3) . . ? C16 O4 Cu2 127.4(3) . . ? C25 O5 Cu2 126.0(3) . . ? C27 O6 Cu2 125.6(3) . . ? C34 O7 Cu1A 121.4(3) . . ? C34 O7 Cu1 126.1(3) . . ? C36 O8 Cu1 128.9(3) . . ? C36 O8 Cu1A 120.9(3) . . ? O8 Cu1 O2 169.03(19) . . ? O8 Cu1 O1 85.65(14) . . ? O2 Cu1 O1 91.64(13) . . ? O8 Cu1 O7 91.22(13) . . ? O2 Cu1 O7 87.11(13) . . ? O1 Cu1 O7 156.88(17) . . ? O8 Cu1 N1 95.50(17) . . ? O2 Cu1 N1 95.40(16) . . ? O1 Cu1 N1 97.85(16) . . ? O7 Cu1 N1 105.26(16) . . ? O1 Cu1A O7 163.6(3) . . ? O1 Cu1A O2 91.6(2) . . ? O7 Cu1A O2 87.0(2) . . ? O1 Cu1A O8 84.1(2) . . ? O7 Cu1A O8 89.5(2) . . ? O2 Cu1A O8 152.0(3) . . ? O4 Cu2 O5 85.14(14) . . ? O4 Cu2 O3 91.73(13) . . ? O5 Cu2 O3 161.30(16) . . ? O4 Cu2 O6 172.18(15) . . ? O5 Cu2 O6 92.20(13) . . ? O3 Cu2 O6 88.45(12) . . ? O4 Cu2 N2 94.95(15) . 2_765 ? O5 Cu2 N2 106.48(15) . 2_765 ? O3 Cu2 N2 92.15(14) . 2_765 ? O6 Cu2 N2 92.86(14) . 2_765 ? 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 C1 C4 C5 O1 77.6(5) . . . . ? C3 C4 C5 O1 -41.7(6) . . . . ? C2 C4 C5 O1 -162.6(4) . . . . ? C1 C4 C5 C6 -99.5(5) . . . . ? C3 C4 C5 C6 141.2(5) . . . . ? C2 C4 C5 C6 20.3(7) . . . . ? O1 C5 C6 C7 -4.0(9) . . . . ? C4 C5 C6 C7 172.8(5) . . . . ? C5 C6 C7 O2 5.5(9) . . . . ? C5 C6 C7 C8 -173.7(5) . . . . ? O2 C7 C8 C9 -8.0(7) . . . . ? C6 C7 C8 C9 171.2(5) . . . . ? O2 C7 C8 C13 174.0(5) . . . . ? C6 C7 C8 C13 -6.8(7) . . . . ? C13 C8 C9 C10 -1.4(7) . . . . ? C7 C8 C9 C10 -179.4(4) . . . . ? C8 C9 C10 C11 1.1(7) . . . . ? C8 C9 C10 C14 -179.7(4) . . . . ? C9 C10 C11 C12 -0.5(8) . . . . ? C14 C10 C11 C12 -179.7(5) . . . . ? C10 C11 C12 C13 0.4(9) . . . . ? C11 C12 C13 C8 -0.7(9) . . . . ? C9 C8 C13 C12 1.2(8) . . . . ? C7 C8 C13 C12 179.2(5) . . . . ? C11 C10 C14 O3 -177.5(5) . . . . ? C9 C10 C14 O3 3.3(6) . . . . ? C11 C10 C14 C15 0.6(7) . . . . ? C9 C10 C14 C15 -178.6(4) . . . . ? O3 C14 C15 C16 -0.8(8) . . . . ? C10 C14 C15 C16 -178.7(5) . . . . ? C14 C15 C16 O4 7.1(8) . . . . ? C14 C15 C16 C17 -172.3(5) . . . . ? O4 C16 C17 C18 49.3(7) . . . . ? C15 C16 C17 C18 -131.2(6) . . . . ? O4 C16 C17 C20 172.1(5) . . . . ? C15 C16 C17 C20 -8.4(7) . . . . ? O4 C16 C17 C19 -69.9(6) . . . . ? C15 C16 C17 C19 109.6(6) . . . . ? C23A C24 C25 O5 85.0(11) . . . . ? C22A C24 C25 O5 -140.4(8) . . . . ? C21A C24 C25 O5 -48.8(9) . . . . ? C21 C24 C25 O5 -16.4(8) . . . . ? C23 C24 C25 O5 -161.9(6) . . . . ? C22 C24 C25 O5 90.2(7) . . . . ? C23A C24 C25 C26 -90.9(11) . . . . ? C22A C24 C25 C26 43.7(9) . . . . ? C21A C24 C25 C26 135.4(8) . . . . ? C21 C24 C25 C26 167.7(6) . . . . ? C23 C24 C25 C26 22.3(8) . . . . ? C22 C24 C25 C26 -85.7(7) . . . . ? O5 C25 C26 C27 0.7(8) . . . . ? C24 C25 C26 C27 176.2(5) . . . . ? C25 C26 C27 O6 -0.7(9) . . . . ? C25 C26 C27 C28 -179.3(5) . . . . ? O6 C27 C28 C29 -12.9(7) . . . . ? C26 C27 C28 C29 165.8(5) . . . . ? O6 C27 C28 C33 168.4(5) . . . . ? C26 C27 C28 C33 -12.9(8) . . . . ? C33 C28 C29 C30 0.4(7) . . . . ? C27 C28 C29 C30 -178.3(4) . . . . ? C28 C29 C30 C31 -0.1(7) . . . . ? C28 C29 C30 C34 -179.2(4) . . . . ? C29 C30 C31 C32 -1.5(8) . . . . ? C34 C30 C31 C32 177.5(5) . . . . ? C30 C31 C32 C33 2.8(9) . . . . ? C31 C32 C33 C28 -2.5(9) . . . . ? C29 C28 C33 C32 0.9(8) . . . . ? C27 C28 C33 C32 179.5(5) . . . . ? C31 C30 C34 O7 -175.9(5) . . . . ? C29 C30 C34 O7 3.2(6) . . . . ? C31 C30 C34 C35 0.2(7) . . . . ? C29 C30 C34 C35 179.2(4) . . . . ? O7 C34 C35 C36 -0.3(8) . . . . ? C30 C34 C35 C36 -175.9(5) . . . . ? C34 C35 C36 O8 2.7(9) . . . . ? C34 C35 C36 C37 -178.1(5) . . . . ? O8 C36 C37 C39A -36.0(9) . . . . ? C35 C36 C37 C39A 144.7(7) . . . . ? O8 C36 C37 C38 22.9(9) . . . . ? C35 C36 C37 C38 -156.4(7) . . . . ? O8 C36 C37 C38A 175.0(8) . . . . ? C35 C36 C37 C38A -4.3(10) . . . . ? O8 C36 C37 C39 150.3(7) . . . . ? C35 C36 C37 C39 -28.9(9) . . . . ? O8 C36 C37 C40 -86.7(7) . . . . ? C35 C36 C37 C40 94.1(7) . . . . ? O8 C36 C37 C40A 70.3(7) . . . . ? C35 C36 C37 C40A -109.0(6) . . . . ? N1 C41 C42 N2 59.2(6) . . . . ? N2 C43 C44 N1 -60.5(6) . . . . ? C42 C41 N1 C44 -60.1(6) . . . . ? C42 C41 N1 C45 -176.9(5) . . . . ? C42 C41 N1 Cu1 70.4(5) . . . . ? C43 C44 N1 C41 59.9(6) . . . . ? C43 C44 N1 C45 177.4(5) . . . . ? C43 C44 N1 Cu1 -66.3(5) . . . . ? C41 C42 N2 C46 -173.5(5) . . . . ? C41 C42 N2 C43 -53.9(6) . . . . ? C41 C42 N2 Cu2 70.8(5) . . . 2_765 ? C44 C43 N2 C42 56.6(6) . . . . ? C44 C43 N2 C46 173.8(5) . . . . ? C44 C43 N2 Cu2 -68.5(5) . . . 2_765 ? C6 C5 O1 Cu1A 20.7(7) . . . . ? C4 C5 O1 Cu1A -156.3(4) . . . . ? C6 C5 O1 Cu1 -2.9(7) . . . . ? C4 C5 O1 Cu1 -180.0(3) . . . . ? C6 C7 O2 Cu1 0.2(8) . . . . ? C8 C7 O2 Cu1 179.4(3) . . . . ? C6 C7 O2 Cu1A -22.9(7) . . . . ? C8 C7 O2 Cu1A 156.3(3) . . . . ? C15 C14 O3 Cu2 -5.6(7) . . . . ? C10 C14 O3 Cu2 172.4(3) . . . . ? C15 C16 O4 Cu2 -6.3(8) . . . . ? C17 C16 O4 Cu2 173.2(3) . . . . ? C26 C25 O5 Cu2 9.7(7) . . . . ? C24 C25 O5 Cu2 -165.9(3) . . . . ? C26 C27 O6 Cu2 -9.7(7) . . . . ? C28 C27 O6 Cu2 168.9(3) . . . . ? C35 C34 O7 Cu1A 24.9(7) . . . . ? C30 C34 O7 Cu1A -159.4(3) . . . . ? C35 C34 O7 Cu1 1.9(7) . . . . ? C30 C34 O7 Cu1 177.7(3) . . . . ? C35 C36 O8 Cu1 -6.6(9) . . . . ? C37 C36 O8 Cu1 174.1(4) . . . . ? C35 C36 O8 Cu1A -28.2(8) . . . . ? C37 C36 O8 Cu1A 152.5(4) . . . . ? _refine_diff_density_max 1.009 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.110 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900920' ####################################################################### # # 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_sp7012 _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H72 Cu2 N4 O8, C10 H24 N4' _chemical_formula_sum 'C60 H96 Cu2 N8 O8' _chemical_formula_weight 1184.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3419(7) _cell_length_b 10.8858(7) _cell_length_c 16.9362(11) _cell_angle_alpha 93.828(4) _cell_angle_beta 103.808(3) _cell_angle_gamma 118.268(3) _cell_volume 1594.32(19) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9754 _cell_measurement_theta_min 2.274 _cell_measurement_theta_max 37.425 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.61 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.234 _exptl_crystal_F_000 634 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_coefficient_mu 0.723 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.529 _exptl_absorpt_correction_T_max 0.749 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2006)' _exptl_special_details ; The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Cryostream. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w + \p' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 60175 _diffrn_reflns_av_unetI/netI 0.0386 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.173 _diffrn_reflns_theta_max 40.142 _diffrn_reflns_theta_full 32.500 _diffrn_measured_fraction_theta_max 0.919 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_Laue_measured_fraction_max 0.919 _diffrn_reflns_Laue_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.919 _diffrn_reflns_point_group_measured_fraction_full 0.990 _reflns_number_total 18307 _reflns_number_gt 11818 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'SMART (Bruker,1995)' _computing_cell_refinement 'SAINT (Bruker,1995)' _computing_data_reduction 'SAINT and XPREP (Bruker, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)' _computing_publication_material 'enCIFer 1.1 (CCDC, 2005)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0876P)^2^+0.3744P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 18307 _refine_ls_number_parameters 499 _refine_ls_number_restraints 47 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1730 _refine_ls_wR_factor_gt 0.1507 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.077 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1A C 0.2921(9) 0.8659(9) 0.1441(7) 0.0487(4) Uani 0.25 1 d D . P A 1 H1A1 H 0.2368 0.9071 0.1114 0.073 Uiso 0.25 1 calc R U P A 1 H1A2 H 0.3399 0.8347 0.1101 0.073 Uiso 0.25 1 calc R U P A 1 H1A3 H 0.3724 0.9380 0.1931 0.073 Uiso 0.25 1 calc R U P A 1 C2A C 0.0845(10) 0.7686(9) 0.2125(5) 0.0487(4) Uani 0.25 1 d D . P A 1 H2A1 H 0.1371 0.8016 0.2725 0.073 Uiso 0.25 1 calc R U P A 1 H2A2 H -0.0150 0.6811 0.2020 0.073 Uiso 0.25 1 calc R U P A 1 H2A3 H 0.0676 0.8424 0.1902 0.073 Uiso 0.25 1 calc R U P A 1 C3A C 0.0853(10) 0.6294(7) 0.0884(4) 0.0487(4) Uani 0.25 1 d D . P A 1 H3A1 H 0.0031 0.5425 0.0975 0.073 Uiso 0.25 1 calc R U P A 1 H3A2 H 0.1529 0.6062 0.0670 0.073 Uiso 0.25 1 calc R U P A 1 H3A3 H 0.0396 0.6694 0.0481 0.073 Uiso 0.25 1 calc R U P A 1 C1 C 0.2487(5) 0.9015(4) 0.1894(2) 0.0487(4) Uani 0.5 1 d D . P A 2 H1A H 0.3601 0.9490 0.1983 0.073 Uiso 0.5 1 calc R U P A 2 H1B H 0.2293 0.9307 0.2393 0.073 Uiso 0.5 1 calc R U P A 2 H1C H 0.2004 0.9285 0.1419 0.073 Uiso 0.5 1 calc R U P A 2 C2 C 0.0079(4) 0.6772(4) 0.1661(3) 0.0487(4) Uani 0.5 1 d D . P A 2 H2A H -0.0381 0.7181 0.1266 0.073 Uiso 0.5 1 calc R U P A 2 H2B H 0.0004 0.7009 0.2211 0.073 Uiso 0.5 1 calc R U P A 2 H2C H -0.0473 0.5733 0.1472 0.073 Uiso 0.5 1 calc R U P A 2 C3 C 0.1894(5) 0.6948(4) 0.0871(2) 0.0487(4) Uani 0.5 1 d D . P A 2 H3A H 0.2969 0.7254 0.0912 0.073 Uiso 0.5 1 calc R U P A 2 H3B H 0.1509 0.7393 0.0466 0.073 Uiso 0.5 1 calc R U P A 2 H3C H 0.1263 0.5908 0.0690 0.073 Uiso 0.5 1 calc R U P A 2 C1B C 0.3083(9) 0.8510(9) 0.1422(7) 0.0487(4) Uani 0.25 1 d D . P A 3 H1B1 H 0.3532 0.8052 0.1155 0.073 Uiso 0.25 1 calc R U P A 3 H1B2 H 0.3885 0.9259 0.1901 0.073 Uiso 0.25 1 calc R U P A 3 H1B3 H 0.2650 0.8932 0.1023 0.073 Uiso 0.25 1 calc R U P A 3 C2B C 0.0219(7) 0.6277(7) 0.1211(5) 0.0487(4) Uani 0.25 1 d D . P A 3 H2B1 H 0.0266 0.5764 0.0731 0.073 Uiso 0.25 1 calc R U P A 3 H2B2 H -0.0396 0.6722 0.1018 0.073 Uiso 0.25 1 calc R U P A 3 H2B3 H -0.0259 0.5607 0.1552 0.073 Uiso 0.25 1 calc R U P A 3 C3B C 0.1501(11) 0.8254(9) 0.2365(4) 0.0487(4) Uani 0.25 1 d D . P A 3 H3B1 H 0.0944 0.8691 0.2072 0.073 Uiso 0.25 1 calc R U P A 3 H3B2 H 0.2489 0.9001 0.2755 0.073 Uiso 0.25 1 calc R U P A 3 H3B3 H 0.0883 0.7603 0.2672 0.073 Uiso 0.25 1 calc R U P A 3 C4 C 0.18030(17) 0.73965(15) 0.17157(9) 0.0335(3) Uani 1 1 d D . . . . C5 C 0.25517(17) 0.67724(15) 0.23320(8) 0.0326(3) Uani 1 1 d . . . . . C6 C 0.3840(2) 0.76752(16) 0.30164(10) 0.0509(5) Uani 1 1 d . . . . . H6 H 0.4367 0.8662 0.3009 0.061 Uiso 1 1 calc R U . B 1 C7A C 0.4768(4) 0.7120(3) 0.35379(18) 0.0258(5) Uani 0.5 1 d . . P C 2 C8 C 0.5715(3) 0.8333(2) 0.44195(14) 0.0239(4) Uani 0.5 1 d . . P C 1 C9 C 0.6347(4) 0.7848(4) 0.5057(2) 0.0201(5) Uani 0.5 1 d . . P C 1 H9 H 0.5933 0.6850 0.5015 0.024 Uiso 0.5 1 calc R U P C 1 C10 C 0.7569(3) 0.8784(2) 0.57566(14) 0.0228(4) Uani 0.5 1 d . . P C 1 C11 C 0.8173(4) 1.0257(3) 0.58153(19) 0.0422(8) Uani 0.5 1 d . . P C 1 H11 H 0.9029 1.0915 0.6277 0.051 Uiso 0.5 1 calc R U P C 1 C12 C 0.7516(5) 1.0753(3) 0.5198(2) 0.0623(14) Uani 0.5 1 d . . P C 1 H12 H 0.7895 1.1748 0.5253 0.075 Uiso 0.5 1 calc R U P C 1 C13 C 0.6316(5) 0.9810(3) 0.4502(2) 0.0543(11) Uani 0.5 1 d . . P C 1 H13 H 0.5894 1.0165 0.4078 0.065 Uiso 0.5 1 calc R U P C 1 C7 C 0.4404(3) 0.7265(3) 0.36906(17) 0.0214(4) Uani 0.5 1 d . . P C 1 C8A C 0.6259(3) 0.8162(3) 0.41891(16) 0.0273(4) Uani 0.5 1 d . . P C 2 C9A C 0.6664(5) 0.7754(4) 0.4932(2) 0.0244(6) Uani 0.5 1 d . . P C 2 H9A H 0.5974 0.6849 0.5017 0.029 Uiso 0.5 1 calc R U P C 2 C10A C 0.8061(3) 0.8649(3) 0.55520(17) 0.0266(4) Uani 0.5 1 d . . P C 2 C11A C 0.9074(4) 0.9975(3) 0.54132(18) 0.0361(6) Uani 0.5 1 d . . P C 2 H11A H 1.0031 1.0599 0.5828 0.043 Uiso 0.5 1 calc R U P C 2 C12A C 0.8684(4) 1.0384(3) 0.4671(2) 0.0402(7) Uani 0.5 1 d . . P C 2 H12A H 0.9388 1.1278 0.4581 0.048 Uiso 0.5 1 calc R U P C 2 C13A C 0.7281(4) 0.9501(3) 0.40637(18) 0.0346(6) Uani 0.5 1 d . . P C 2 H13A H 0.7013 0.9798 0.3566 0.041 Uiso 0.5 1 calc R U P C 2 C14 C 0.82736(18) 0.81585(14) 0.63860(8) 0.0353(3) Uani 1 1 d . . . . . C15 C 0.9645(2) 0.90376(15) 0.70277(10) 0.0428(4) Uani 1 1 d . . . . . H15 H 1.0276 0.9986 0.6975 0.051 Uiso 1 1 calc R U . . . C16 C 1.01513(15) 0.86135(13) 0.77438(8) 0.0265(2) Uani 1 1 d . . . . . C17 C 1.16275(17) 0.96825(15) 0.84474(9) 0.0364(3) Uani 1 1 d . . . . . C18 C 1.2566(3) 0.8990(3) 0.87291(17) 0.0669(7) Uani 1 1 d . . . D 1 H18A H 1.2987 0.8856 0.8291 0.100 Uiso 1 1 calc R U . D 1 H18B H 1.1909 0.8062 0.8844 0.100 Uiso 1 1 calc R U . D 1 H18C H 1.3415 0.9602 0.9236 0.100 Uiso 1 1 calc R U . D 1 C19 C 1.1092(3) 0.9965(3) 0.91920(15) 0.0754(8) Uani 1 1 d . . . E 1 H19A H 1.0646 0.9096 0.9410 0.113 Uiso 1 1 calc R U . E 1 H19B H 1.0315 1.0242 0.9002 0.113 Uiso 1 1 calc R U . E 1 H19C H 1.1980 1.0735 0.9631 0.113 Uiso 1 1 calc R U . E 1 C20 C 1.2545(3) 1.1111(3) 0.82377(18) 0.0866(11) Uani 1 1 d . . . F 1 H20A H 1.3414 1.1758 0.8728 0.130 Uiso 1 1 calc R U . F 1 H20B H 1.1881 1.1516 0.8065 0.130 Uiso 1 1 calc R U . F 1 H20C H 1.2936 1.0985 0.7784 0.130 Uiso 1 1 calc R U . F 1 C21 C 0.4573(2) 0.5082(2) 0.16622(12) 0.0474(4) Uani 1 1 d . . . . . H21A H 0.5096 0.6045 0.2019 0.057 Uiso 1 1 calc R U . . . H21B H 0.3669 0.4966 0.1227 0.057 Uiso 1 1 calc R U . . . C22 C 0.5680(2) 0.4966(2) 0.12500(12) 0.0474(4) Uani 1 1 d . . . . . H22A H 0.5958 0.5672 0.0891 0.057 Uiso 1 1 calc R U . . . H22B H 0.6637 0.5188 0.1683 0.057 Uiso 1 1 calc R U . . . C23 C 0.4538(2) 0.2491(2) 0.12716(11) 0.0458(4) Uani 1 1 d . . . . . H23A H 0.5465 0.2668 0.1713 0.055 Uiso 1 1 calc R U . . . H23B H 0.4057 0.1521 0.0931 0.055 Uiso 1 1 calc R U . . . C24 C 0.3405(2) 0.2583(2) 0.16650(11) 0.0452(4) Uani 1 1 d . . . . . H24A H 0.2453 0.2345 0.1221 0.054 Uiso 1 1 calc R U . . . H24B H 0.3124 0.1871 0.2020 0.054 Uiso 1 1 calc R U . . . C25 C 0.6058(2) 0.3426(3) 0.03660(12) 0.0503(4) Uani 1 1 d . . . . . H25A H 0.6345 0.4128 0.0013 0.075 Uiso 1 1 calc R U . . . H25B H 0.5564 0.2464 0.0027 0.075 Uiso 1 1 calc R U . . . H25C H 0.6984 0.3613 0.0801 0.075 Uiso 1 1 calc R U . . . C26 C 0.7740(5) 0.5863(5) 0.4220(3) 0.0444(8) Uani 0.5 1 d D . P G 1 H26A H 0.8115 0.5980 0.4831 0.053 Uiso 0.5 1 calc R U P G 1 H26B H 0.7594 0.6676 0.4103 0.053 Uiso 0.5 1 calc R U P G 1 C27 C 0.8913(4) 0.5840(4) 0.3831(3) 0.0401(6) Uani 0.5 1 d . . P G 1 H27A H 0.8546 0.5750 0.3223 0.048 Uiso 0.5 1 calc R U P G 1 H27B H 0.9908 0.6747 0.4062 0.048 Uiso 0.5 1 calc R U P G 1 C28 C 0.7799(3) 0.3263(2) 0.36376(14) 0.0609(6) Uani 0.5 1 d D . P G 1 H28A H 0.8000 0.2493 0.3789 0.073 Uiso 0.5 1 calc R U P G 1 H28B H 0.7431 0.3113 0.3024 0.073 Uiso 0.5 1 calc R U P G 1 C29 C 0.6540(4) 0.3359(4) 0.4075(2) 0.0408(7) Uani 0.5 1 d D . P G 1 H29A H 0.5542 0.2450 0.3871 0.049 Uiso 0.5 1 calc R U P G 1 H29B H 0.6938 0.3496 0.4686 0.049 Uiso 0.5 1 calc R U P G 1 C30 C 1.0238(4) 0.4615(5) 0.3610(2) 0.0461(8) Uani 0.5 1 d . . P G 1 H30A H 0.9801 0.4418 0.3004 0.069 Uiso 0.5 1 calc R U P G 1 H30B H 1.0453 0.3865 0.3767 0.069 Uiso 0.5 1 calc R U P G 1 H30C H 1.1198 0.5540 0.3796 0.069 Uiso 0.5 1 calc R U P G 1 N3 N 0.6298(3) 0.4542(3) 0.38757(17) 0.0355(5) Uani 0.5 1 d D . P G 1 H2N H 0.5534(15) 0.4520(14) 0.4047(18) 0.053 Uiso 0.5 1 d D U P H 1 N4 N 0.9139(3) 0.4647(3) 0.40005(15) 0.0313(4) Uani 0.5 1 d . . P G 1 C27A C 0.7799(3) 0.3263(2) 0.36376(14) 0.0609(6) Uani 0.5 1 d D . P I 2 H27C H 0.7526 0.2391 0.3253 0.073 Uiso 0.5 1 calc R U P I 2 H27D H 0.8095 0.3123 0.4210 0.073 Uiso 0.5 1 calc R U P I 2 C30A C 0.5370(5) 0.2035(4) 0.3622(3) 0.0513(8) Uani 0.5 1 d . . P I 2 H30D H 0.4472 0.2134 0.3611 0.077 Uiso 0.5 1 calc R U P I 2 H30E H 0.5731 0.1814 0.4154 0.077 Uiso 0.5 1 calc R U P I 2 H30F H 0.5080 0.1262 0.3165 0.077 Uiso 0.5 1 calc R U P I 2 N3A N 0.9683(5) 0.5779(4) 0.4117(3) 0.0541(8) Uani 0.5 1 d D . P I 2 H3N H 1.0454(17) 0.6586(10) 0.4067(19) 0.081 Uiso 0.5 1 d D U P J 2 N4A N 0.6586(3) 0.3352(3) 0.35301(16) 0.0363(5) Uani 0.5 1 d D . P I 2 C28A C 0.7002(4) 0.4568(4) 0.4170(2) 0.0441(8) Uani 0.5 1 d D . P I 2 H28C H 0.7298 0.4376 0.4729 0.053 Uiso 0.5 1 calc R U P I 2 H28D H 0.6099 0.4692 0.4117 0.053 Uiso 0.5 1 calc R U P I 2 C26A C 0.9268(5) 0.4542(5) 0.3512(3) 0.0490(8) Uani 0.5 1 d D . P I 2 H26C H 1.0125 0.4340 0.3607 0.059 Uiso 0.5 1 calc R U P I 2 H26D H 0.9031 0.4705 0.2940 0.059 Uiso 0.5 1 calc R U P I 2 C29A C 0.8315(6) 0.5903(5) 0.4082(4) 0.0577(12) Uani 0.5 1 d D . P I 2 H29C H 0.7976 0.6138 0.3544 0.069 Uiso 0.5 1 calc R U P I 2 H29D H 0.8600 0.6698 0.4532 0.069 Uiso 0.5 1 calc R U P I 2 N1 N 0.40398(16) 0.40065(17) 0.21697(8) 0.0395(3) Uani 1 1 d D . . . . H1N H 0.484(2) 0.409(3) 0.2537(13) 0.059 Uiso 1 1 d D U . . . N2 N 0.49863(17) 0.35356(18) 0.07492(8) 0.0406(3) Uani 1 1 d . . . . . O1 O 0.19256(13) 0.54234(11) 0.21611(6) 0.0351(2) Uani 1 1 d . . . . . O2 O 0.41677(16) 0.58961(12) 0.36313(8) 0.0550(4) Uani 1 1 d . . . . . O3 O 0.73327(11) 0.68685(10) 0.63566(6) 0.02798(18) Uani 1 1 d . . . . . O4 O 0.94460(12) 0.73837(11) 0.78873(6) 0.0339(2) Uani 1 1 d . . . . . Cu1 Cu 0.24673(2) 0.42403(2) 0.28179(2) 0.03110(6) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1A 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C2A 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C3A 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C1 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C2 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C3 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C1B 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C2B 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C3B 0.0513(10) 0.0451(9) 0.0489(9) 0.0206(7) 0.0048(7) 0.0273(8) C4 0.0318(6) 0.0252(6) 0.0375(6) 0.0126(5) 0.0042(5) 0.0119(5) C5 0.0330(6) 0.0240(6) 0.0263(5) 0.0105(4) 0.0008(4) 0.0064(5) C6 0.0559(10) 0.0203(6) 0.0362(7) 0.0114(5) -0.0146(7) 0.0009(6) C7A 0.0292(14) 0.0181(11) 0.0229(11) 0.0053(8) 0.0029(9) 0.0087(10) C8 0.0280(11) 0.0133(8) 0.0216(8) 0.0038(6) -0.0002(8) 0.0072(8) C9 0.0229(15) 0.0140(10) 0.0205(12) 0.0049(8) 0.0051(9) 0.0075(10) C10 0.0269(11) 0.0147(9) 0.0198(8) 0.0039(6) 0.0021(8) 0.0074(8) C11 0.0493(17) 0.0143(10) 0.0336(12) 0.0022(8) -0.0140(11) 0.0063(10) C12 0.077(3) 0.0132(10) 0.0470(17) 0.0032(10) -0.0323(17) 0.0084(13) C13 0.069(2) 0.0135(10) 0.0414(15) 0.0040(9) -0.0255(15) 0.0108(12) C7 0.0263(12) 0.0155(10) 0.0201(10) 0.0038(7) 0.0043(8) 0.0101(9) C8A 0.0282(11) 0.0179(10) 0.0266(10) 0.0063(7) 0.0029(9) 0.0071(9) C9A 0.0252(16) 0.0177(12) 0.0240(14) 0.0052(10) 0.0037(10) 0.0077(11) C10A 0.0268(11) 0.0165(10) 0.0259(10) 0.0057(7) 0.0019(9) 0.0056(9) C11A 0.0315(13) 0.0223(11) 0.0340(12) 0.0087(9) 0.0007(10) 0.0019(10) C12A 0.0384(15) 0.0244(12) 0.0379(13) 0.0146(10) 0.0043(11) 0.0030(11) C13A 0.0355(14) 0.0225(11) 0.0324(12) 0.0115(9) 0.0044(10) 0.0067(10) C14 0.0382(7) 0.0166(5) 0.0286(5) 0.0061(4) -0.0075(5) 0.0047(5) C15 0.0414(8) 0.0194(5) 0.0346(6) 0.0097(5) -0.0105(5) -0.0001(5) C16 0.0247(5) 0.0193(5) 0.0262(5) 0.0032(4) -0.0006(4) 0.0080(4) C17 0.0306(6) 0.0213(5) 0.0363(6) 0.0051(5) -0.0084(5) 0.0059(5) C18 0.0419(10) 0.0541(12) 0.0803(15) -0.0045(11) -0.0210(10) 0.0263(9) C19 0.0675(15) 0.0862(19) 0.0466(11) -0.0237(12) -0.0122(10) 0.0373(14) C20 0.0631(15) 0.0419(11) 0.0713(15) 0.0200(10) -0.0291(12) -0.0153(10) C21 0.0435(9) 0.0426(9) 0.0481(9) 0.0223(7) 0.0208(7) 0.0110(7) C22 0.0359(8) 0.0469(10) 0.0483(9) 0.0217(7) 0.0166(7) 0.0093(7) C23 0.0428(9) 0.0472(9) 0.0403(8) 0.0196(7) 0.0110(7) 0.0169(8) C24 0.0374(8) 0.0427(9) 0.0422(8) 0.0192(7) 0.0121(6) 0.0090(7) C25 0.0415(9) 0.0656(12) 0.0426(8) 0.0212(8) 0.0131(7) 0.0248(9) C26 0.0370(19) 0.044(2) 0.0528(19) -0.0011(14) 0.0133(15) 0.0229(17) C27 0.0263(14) 0.0316(15) 0.057(2) 0.0115(13) 0.0123(14) 0.0109(12) C28 0.0598(13) 0.0386(9) 0.0538(11) 0.0127(8) -0.0039(9) 0.0111(9) C29 0.0359(15) 0.0429(17) 0.0450(16) 0.0230(13) 0.0167(12) 0.0173(14) C30 0.0370(16) 0.067(2) 0.0421(16) 0.0103(15) 0.0159(13) 0.0309(17) N3 0.0274(11) 0.0495(15) 0.0349(11) 0.0116(10) 0.0112(9) 0.0224(11) N4 0.0268(10) 0.0413(13) 0.0269(10) 0.0048(8) 0.0069(8) 0.0191(10) C27A 0.0598(13) 0.0386(9) 0.0538(11) 0.0127(8) -0.0039(9) 0.0111(9) C30A 0.0405(18) 0.0431(19) 0.059(2) 0.0136(16) 0.0116(16) 0.0142(16) N3A 0.0464(19) 0.0391(17) 0.064(2) 0.0042(15) 0.0132(16) 0.0143(15) N4A 0.0344(12) 0.0337(12) 0.0332(11) 0.0054(9) 0.0046(9) 0.0141(10) C28A 0.0368(16) 0.058(2) 0.0357(14) -0.0026(13) 0.0022(12) 0.0288(16) C26A 0.0427(19) 0.053(2) 0.0460(19) 0.0046(15) 0.0174(15) 0.0188(17) C29A 0.044(3) 0.0354(19) 0.079(3) -0.0037(19) 0.004(2) 0.017(2) N1 0.0284(6) 0.0437(7) 0.0270(5) 0.0145(5) 0.0026(4) 0.0053(5) N2 0.0330(6) 0.0509(8) 0.0296(5) 0.0179(5) 0.0061(4) 0.0154(6) O1 0.0349(5) 0.0220(4) 0.0301(4) 0.0086(3) -0.0043(4) 0.0066(4) O2 0.0514(7) 0.0221(5) 0.0415(6) 0.0153(4) -0.0207(5) -0.0047(5) O3 0.0265(4) 0.0190(4) 0.0261(4) 0.0069(3) -0.0006(3) 0.0058(3) O4 0.0301(5) 0.0221(4) 0.0297(4) 0.0077(3) -0.0042(3) 0.0040(4) Cu1 0.02849(9) 0.01971(8) 0.02514(8) 0.00883(5) -0.00384(5) 0.00200(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1A C4 1.510(6) . ? C1A H1A1 0.9800 . ? C1A H1A2 0.9800 . ? C1A H1A3 0.9800 . ? C2A C4 1.468(6) . ? C2A H2A1 0.9800 . ? C2A H2A2 0.9800 . ? C2A H2A3 0.9800 . ? C3A C4 1.544(6) . ? C3A H3A1 0.9800 . ? C3A H3A2 0.9800 . ? C3A H3A3 0.9800 . ? C1 C4 1.531(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.554(4) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.519(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C1B C4 1.531(6) . ? C1B H1B1 0.9800 . ? C1B H1B2 0.9800 . ? C1B H1B3 0.9800 . ? C2B C4 1.483(6) . ? C2B H2B1 0.9800 . ? C2B H2B2 0.9800 . ? C2B H2B3 0.9800 . ? C3B C4 1.575(6) . ? C3B H3B1 0.9800 . ? C3B H3B2 0.9800 . ? C3B H3B3 0.9800 . ? C4 C5 1.5355(18) . ? C5 O1 1.2699(17) . ? C5 C6 1.398(2) . ? C6 C7 1.357(3) . ? C6 C7A 1.510(3) . ? C6 H6 0.9500 . ? C7A O2 1.216(3) . ? C7A C8A 1.498(4) . ? C8 C9 1.392(4) . ? C8 C13 1.405(3) . ? C8 C7 1.493(3) . ? C9 C10 1.394(4) . ? C9 H9 0.9500 . ? C10 C11 1.405(3) . ? C10 C14 1.525(3) . ? C11 C12 1.389(4) . ? C11 H11 0.9500 . ? C12 C13 1.384(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C7 O2 1.383(3) . ? C8A C9A 1.398(5) . ? C8A C13A 1.406(4) . ? C9A C10A 1.394(5) . ? C9A H9A 0.9500 . ? C10A C11A 1.403(4) . ? C10A C14 1.547(3) . ? C11A C12A 1.393(4) . ? C11A H11A 0.9500 . ? C12A C13A 1.387(4) . ? C12A H12A 0.9500 . ? C13A H13A 0.9500 . ? C14 O3 1.2627(16) . ? C14 C15 1.3957(19) . ? C15 C16 1.3997(18) . ? C15 H15 0.9500 . ? C16 O4 1.2595(16) . ? C16 C17 1.5390(18) . ? C17 C18 1.502(2) . ? C17 C20 1.510(3) . ? C17 C19 1.560(3) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N1 1.471(2) . ? C21 C22 1.523(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N2 1.461(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 N2 1.456(2) . ? C23 C24 1.517(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N1 1.468(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N2 1.456(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 N3 1.440(5) . ? C26 C27 1.521(6) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 N4 1.459(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 N4 1.435(3) . ? C28 C29 1.683(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 N3 1.470(4) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 N4 1.457(4) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? N3 H2N 0.895(9) . ? C30A N4A 1.441(5) . ? C30A H30D 0.9800 . ? C30A H30E 0.9800 . ? C30A H30F 0.9800 . ? N3A C26A 1.451(5) . ? N3A C29A 1.471(7) . ? N3A H3N 0.891(10) . ? N4A C28A 1.470(4) . ? C28A C29A 1.496(7) . ? C28A H28C 0.9900 . ? C28A H28D 0.9900 . ? C26A H26C 0.9900 . ? C26A H26D 0.9900 . ? C29A H29C 0.9900 . ? C29A H29D 0.9900 . ? N1 Cu1 2.2630(16) . ? N1 H1N 0.871(10) . ? O1 Cu1 1.9461(10) . ? O2 Cu1 1.9362(11) . ? O3 Cu1 1.9437(9) 2_666 ? O4 Cu1 1.9349(10) 2_666 ? Cu1 O4 1.9349(10) 2_666 ? Cu1 O3 1.9437(9) 2_666 ? 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 C4 C1A H1A1 109.5 . . ? C4 C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? C4 C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? C4 C2A H2A1 109.5 . . ? C4 C2A H2A2 109.5 . . ? H2A1 C2A H2A2 109.5 . . ? C4 C2A H2A3 109.5 . . ? H2A1 C2A H2A3 109.5 . . ? H2A2 C2A H2A3 109.5 . . ? C4 C3A H3A1 109.5 . . ? C4 C3A H3A2 109.5 . . ? H3A1 C3A H3A2 109.5 . . ? C4 C3A H3A3 109.5 . . ? H3A1 C3A H3A3 109.5 . . ? H3A2 C3A H3A3 109.5 . . ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C4 C1B H1B1 109.5 . . ? C4 C1B H1B2 109.5 . . ? H1B1 C1B H1B2 109.5 . . ? C4 C1B H1B3 109.5 . . ? H1B1 C1B H1B3 109.5 . . ? H1B2 C1B H1B3 109.5 . . ? C4 C2B H2B1 109.5 . . ? C4 C2B H2B2 109.5 . . ? H2B1 C2B H2B2 109.5 . . ? C4 C2B H2B3 109.5 . . ? H2B1 C2B H2B3 109.5 . . ? H2B2 C2B H2B3 109.5 . . ? C4 C3B H3B1 109.5 . . ? C4 C3B H3B2 109.5 . . ? H3B1 C3B H3B2 109.5 . . ? C4 C3B H3B3 109.5 . . ? H3B1 C3B H3B3 109.5 . . ? H3B2 C3B H3B3 109.5 . . ? C2A C4 C1A 114.5(5) . . ? C2B C4 C1B 128.5(5) . . ? C3 C4 C1 108.2(2) . . ? C2A C4 C5 104.5(3) . . ? C2B C4 C5 110.6(3) . . ? C1A C4 C5 114.9(3) . . ? C3 C4 C5 106.68(16) . . ? C1B C4 C5 106.8(3) . . ? C1 C4 C5 117.76(17) . . ? C2A C4 C3A 112.9(5) . . ? C1A C4 C3A 101.5(6) . . ? C5 C4 C3A 108.8(3) . . ? C3 C4 C2 108.8(2) . . ? C1 C4 C2 104.7(2) . . ? C5 C4 C2 110.50(16) . . ? C2B C4 C3B 102.7(5) . . ? C1B C4 C3B 106.3(5) . . ? C5 C4 C3B 97.4(3) . . ? O1 C5 C6 124.65(12) . . ? O1 C5 C4 115.14(12) . . ? C6 C5 C4 120.20(13) . . ? C7 C6 C5 125.70(17) . . ? C5 C6 C7A 120.94(17) . . ? C7 C6 H6 117.1 . . ? C5 C6 H6 117.1 . . ? O2 C7A C8A 115.9(2) . . ? O2 C7A C6 121.4(3) . . ? C8A C7A C6 118.9(2) . . ? C9 C8 C13 118.3(2) . . ? C9 C8 C7 118.8(2) . . ? C13 C8 C7 122.9(2) . . ? C8 C9 C10 121.9(3) . . ? C8 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? C9 C10 C11 118.7(2) . . ? C9 C10 C14 118.0(2) . . ? C11 C10 C14 123.1(2) . . ? C12 C11 C10 120.0(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 120.6(3) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 120.5(2) . . ? C12 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? C6 C7 O2 120.8(2) . . ? C6 C7 C8 121.3(2) . . ? O2 C7 C8 114.6(2) . . ? C9A C8A C13A 119.3(3) . . ? C9A C8A C7A 118.3(3) . . ? C13A C8A C7A 122.3(2) . . ? C10A C9A C8A 121.4(3) . . ? C10A C9A H9A 119.3 . . ? C8A C9A H9A 119.3 . . ? C9A C10A C11A 118.5(3) . . ? C9A C10A C14 116.1(2) . . ? C11A C10A C14 125.0(2) . . ? C12A C11A C10A 120.5(3) . . ? C12A C11A H11A 119.8 . . ? C10A C11A H11A 119.8 . . ? C13A C12A C11A 120.7(3) . . ? C13A C12A H12A 119.6 . . ? C11A C12A H12A 119.6 . . ? C12A C13A C8A 119.6(2) . . ? C12A C13A H13A 120.2 . . ? C8A C13A H13A 120.2 . . ? O3 C14 C15 125.34(12) . . ? O3 C14 C10 111.91(14) . . ? C15 C14 C10 121.07(14) . . ? O3 C14 C10A 115.05(13) . . ? C15 C14 C10A 117.84(15) . . ? C14 C15 C16 124.32(13) . . ? C14 C15 H15 117.8 . . ? C16 C15 H15 117.8 . . ? O4 C16 C15 124.56(12) . . ? O4 C16 C17 114.55(11) . . ? C15 C16 C17 120.84(12) . . ? C18 C17 C20 113.1(2) . . ? C18 C17 C16 109.10(13) . . ? C20 C17 C16 114.16(13) . . ? C18 C17 C19 106.91(19) . . ? C20 C17 C19 106.8(2) . . ? C16 C17 C19 106.30(15) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C21 C22 112.46(17) . . ? N1 C21 H21A 109.1 . . ? C22 C21 H21A 109.1 . . ? N1 C21 H21B 109.1 . . ? C22 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? N2 C22 C21 111.12(15) . . ? N2 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? N2 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? N2 C23 C24 110.57(16) . . ? N2 C23 H23A 109.5 . . ? C24 C23 H23A 109.5 . . ? N2 C23 H23B 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? N1 C24 C23 112.29(15) . . ? N1 C24 H24A 109.1 . . ? C23 C24 H24A 109.1 . . ? N1 C24 H24B 109.1 . . ? C23 C24 H24B 109.1 . . ? H24A C24 H24B 107.9 . . ? N2 C25 H25A 109.5 . . ? N2 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N2 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N3 C26 C27 108.9(3) . . ? N3 C26 H26A 109.9 . . ? C27 C26 H26A 109.9 . . ? N3 C26 H26B 109.9 . . ? C27 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? N4 C27 C26 110.4(3) . . ? N4 C27 H27A 109.6 . . ? C26 C27 H27A 109.6 . . ? N4 C27 H27B 109.6 . . ? C26 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? N4 C28 C29 101.1(2) . . ? N4 C28 H28A 111.6 . . ? C29 C28 H28A 111.6 . . ? N4 C28 H28B 111.6 . . ? C29 C28 H28B 111.6 . . ? H28A C28 H28B 109.4 . . ? N3 C29 C28 111.2(2) . . ? N3 C29 H29A 109.4 . . ? C28 C29 H29A 109.4 . . ? N3 C29 H29B 109.4 . . ? C28 C29 H29B 109.4 . . ? H29A C29 H29B 108.0 . . ? N4 C30 H30A 109.5 . . ? N4 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N4 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 N3 C29 108.7(3) . . ? C26 N3 H2N 113.3(12) . . ? C29 N3 H2N 111.2(11) . . ? C28 N4 C30 102.4(3) . . ? C28 N4 C27 114.7(2) . . ? C30 N4 C27 110.0(3) . . ? N4A C30A H30D 109.5 . . ? N4A C30A H30E 109.5 . . ? H30D C30A H30E 109.5 . . ? N4A C30A H30F 109.5 . . ? H30D C30A H30F 109.5 . . ? H30E C30A H30F 109.5 . . ? C26A N3A C29A 110.2(4) . . ? C26A N3A H3N 113.3(12) . . ? C29A N3A H3N 111.5(12) . . ? C30A N4A C28A 111.9(3) . . ? N4A C28A C29A 110.5(4) . . ? N4A C28A H28C 109.5 . . ? C29A C28A H28C 109.5 . . ? N4A C28A H28D 109.5 . . ? C29A C28A H28D 109.5 . . ? H28C C28A H28D 108.1 . . ? N3A C26A H26C 110.5 . . ? N3A C26A H26D 110.5 . . ? H26C C26A H26D 108.7 . . ? N3A C29A C28A 112.8(4) . . ? N3A C29A H29C 109.0 . . ? C28A C29A H29C 109.0 . . ? N3A C29A H29D 109.0 . . ? C28A C29A H29D 109.0 . . ? H29C C29A H29D 107.8 . . ? C24 N1 C21 109.39(14) . . ? C24 N1 Cu1 115.14(10) . . ? C21 N1 Cu1 112.19(12) . . ? C24 N1 H1N 100.9(18) . . ? C21 N1 H1N 108.7(19) . . ? Cu1 N1 H1N 109.8(18) . . ? C25 N2 C23 110.15(16) . . ? C25 N2 C22 110.84(15) . . ? C23 N2 C22 109.47(14) . . ? C5 O1 Cu1 127.26(9) . . ? C7A O2 Cu1 126.33(15) . . ? C7 O2 Cu1 124.91(14) . . ? C14 O3 Cu1 126.49(8) . 2_666 ? C16 O4 Cu1 127.49(8) . 2_666 ? O4 Cu1 O2 170.22(7) 2_666 . ? O4 Cu1 O3 91.76(4) 2_666 2_666 ? O2 Cu1 O3 86.48(4) . 2_666 ? O4 Cu1 O1 87.19(4) 2_666 . ? O2 Cu1 O1 91.89(5) . . ? O3 Cu1 O1 164.22(5) 2_666 . ? O4 Cu1 N1 97.06(5) 2_666 . ? O2 Cu1 N1 92.70(7) . . ? O3 Cu1 N1 96.39(5) 2_666 . ? O1 Cu1 N1 99.36(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 C2A C4 C5 O1 100.7(4) . . . . ? C2B C4 C5 O1 18.6(4) . . . . ? C1A C4 C5 O1 -133.1(5) . . . . ? C3 C4 C5 O1 -59.2(2) . . . . ? C1B C4 C5 O1 -125.3(5) . . . . ? C1 C4 C5 O1 179.0(2) . . . . ? C3A C4 C5 O1 -20.2(4) . . . . ? C2 C4 C5 O1 58.9(2) . . . . ? C3B C4 C5 O1 125.2(4) . . . . ? C2A C4 C5 C6 -80.0(4) . . . . ? C2B C4 C5 C6 -162.1(4) . . . . ? C1A C4 C5 C6 46.2(6) . . . . ? C3 C4 C5 C6 120.1(2) . . . . ? C1B C4 C5 C6 54.0(5) . . . . ? C1 C4 C5 C6 -1.7(3) . . . . ? C3A C4 C5 C6 159.1(4) . . . . ? C2 C4 C5 C6 -121.9(2) . . . . ? C3B C4 C5 C6 -55.6(4) . . . . ? O1 C5 C6 C7 -15.6(4) . . . . ? C4 C5 C6 C7 165.2(2) . . . . ? O1 C5 C6 C7A 10.5(3) . . . . ? C4 C5 C6 C7A -168.6(2) . . . . ? C7 C6 C7A O2 78.2(5) . . . . ? C5 C6 C7A O2 -31.2(4) . . . . ? C7 C6 C7A C8A -79.1(5) . . . . ? C5 C6 C7A C8A 171.6(2) . . . . ? C13 C8 C9 C10 -1.6(5) . . . . ? C7 C8 C9 C10 -179.8(3) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? C8 C9 C10 C14 -174.8(3) . . . . ? C9 C10 C11 C12 2.2(6) . . . . ? C14 C10 C11 C12 176.9(4) . . . . ? C10 C11 C12 C13 -3.1(8) . . . . ? C11 C12 C13 C8 1.5(8) . . . . ? C9 C8 C13 C12 0.8(7) . . . . ? C7 C8 C13 C12 179.0(4) . . . . ? C5 C6 C7 O2 26.5(4) . . . . ? C7A C6 C7 O2 -58.7(4) . . . . ? C5 C6 C7 C8 -175.1(3) . . . . ? C7A C6 C7 C8 99.7(6) . . . . ? C9 C8 C7 C6 -173.7(3) . . . . ? C13 C8 C7 C6 8.1(5) . . . . ? C9 C8 C7 O2 -14.0(4) . . . . ? C13 C8 C7 O2 167.8(4) . . . . ? O2 C7A C8A C9A -14.3(5) . . . . ? C6 C7A C8A C9A 144.2(3) . . . . ? O2 C7A C8A C13A 163.1(3) . . . . ? C6 C7A C8A C13A -38.5(5) . . . . ? C13A C8A C9A C10A 0.1(5) . . . . ? C7A C8A C9A C10A 177.6(3) . . . . ? C8A C9A C10A C11A -0.6(5) . . . . ? C8A C9A C10A C14 172.2(3) . . . . ? C9A C10A C11A C12A 0.0(5) . . . . ? C14 C10A C11A C12A -172.1(3) . . . . ? C10A C11A C12A C13A 1.1(6) . . . . ? C11A C12A C13A C8A -1.7(6) . . . . ? C9A C8A C13A C12A 1.1(5) . . . . ? C7A C8A C13A C12A -176.3(3) . . . . ? C9 C10 C14 O3 -24.3(3) . . . . ? C11 C10 C14 O3 161.0(3) . . . . ? C9 C10 C14 C15 169.7(3) . . . . ? C11 C10 C14 C15 -4.9(4) . . . . ? C9 C10 C14 C10A 78.2(3) . . . . ? C11 C10 C14 C10A -96.5(4) . . . . ? C9A C10A C14 O3 15.5(4) . . . . ? C11A C10A C14 O3 -172.2(3) . . . . ? C9A C10A C14 C15 -178.8(3) . . . . ? C11A C10A C14 C15 -6.5(4) . . . . ? C9A C10A C14 C10 -74.4(4) . . . . ? C11A C10A C14 C10 97.9(4) . . . . ? O3 C14 C15 C16 -1.6(3) . . . . ? C10 C14 C15 C16 162.4(2) . . . . ? C10A C14 C15 C16 -165.7(2) . . . . ? C14 C15 C16 O4 1.3(3) . . . . ? C14 C15 C16 C17 -175.99(18) . . . . ? O4 C16 C17 C18 46.9(2) . . . . ? C15 C16 C17 C18 -135.5(2) . . . . ? O4 C16 C17 C20 174.5(2) . . . . ? C15 C16 C17 C20 -7.9(3) . . . . ? O4 C16 C17 C19 -68.0(2) . . . . ? C15 C16 C17 C19 109.6(2) . . . . ? N1 C21 C22 N2 55.9(2) . . . . ? N2 C23 C24 N1 -58.36(19) . . . . ? N3 C26 C27 N4 -59.6(4) . . . . ? N4 C28 C29 N3 58.9(3) . . . . ? C27 C26 N3 C29 60.9(4) . . . . ? C28 C29 N3 C26 -62.6(3) . . . . ? C29 C28 N4 C30 -178.1(2) . . . . ? C29 C28 N4 C27 -59.0(3) . . . . ? C26 C27 N4 C28 64.0(4) . . . . ? C26 C27 N4 C30 178.7(3) . . . . ? C30A N4A C28A C29A 177.3(3) . . . . ? C26A N3A C29A C28A 53.6(6) . . . . ? N4A C28A C29A N3A -56.6(5) . . . . ? C23 C24 N1 C21 54.40(19) . . . . ? C23 C24 N1 Cu1 -178.20(11) . . . . ? C22 C21 N1 C24 -53.1(2) . . . . ? C22 C21 N1 Cu1 177.86(12) . . . . ? C24 C23 N2 C25 -179.27(16) . . . . ? C24 C23 N2 C22 58.61(19) . . . . ? C21 C22 N2 C25 -179.23(15) . . . . ? C21 C22 N2 C23 -57.5(2) . . . . ? C6 C5 O1 Cu1 4.3(3) . . . . ? C4 C5 O1 Cu1 -176.43(10) . . . . ? C8A C7A O2 C7 96.3(5) . . . . ? C6 C7A O2 C7 -61.6(5) . . . . ? C8A C7A O2 Cu1 -168.0(2) . . . . ? C6 C7A O2 Cu1 34.1(4) . . . . ? C6 C7 O2 C7A 76.5(5) . . . . ? C8 C7 O2 C7A -83.3(5) . . . . ? C6 C7 O2 Cu1 -25.6(4) . . . . ? C8 C7 O2 Cu1 174.55(18) . . . . ? C15 C14 O3 Cu1 -0.3(3) . . . 2_666 ? C10 C14 O3 Cu1 -165.58(15) . . . 2_666 ? C10A C14 O3 Cu1 164.12(16) . . . 2_666 ? C15 C16 O4 Cu1 0.8(2) . . . 2_666 ? C17 C16 O4 Cu1 178.30(10) . . . 2_666 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N N3 0.871(10) 2.273(16) 3.067(3) 151(2) . _refine_diff_density_max 0.980 _refine_diff_density_min -0.988 _refine_diff_density_rms 0.091 _shelxl_version_number 2013-4 _database_code_depnum_ccdc_archive 'CCDC 900921'