# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Shi, Lian-Xu' 'Wu, Chuan-De' _publ_contact_author_name 'Wu, Chuan-De' _publ_contact_author_email cdwu@zju.edu.cn _publ_section_title ; A nanoporous metal-organic framework with accessible Cu2+ sites for catalytic Henry reaction ; # Attachment '- New1.cif' data_New1 _database_code_depnum_ccdc_archive 'CCDC 802072' #TrackingRef '- New1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H61 Cu3 N5 O27' _chemical_formula_weight 1270.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0358(6) _cell_length_b 15.9728(9) _cell_length_c 21.5590(12) _cell_angle_alpha 98.333(5) _cell_angle_beta 93.782(5) _cell_angle_gamma 107.759(5) _cell_volume 3234.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 23907 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 67.22 _exptl_crystal_description Bloc _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1314 _exptl_absorpt_coefficient_mu 1.817 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.649 _exptl_absorpt_correction_T_max 0.855 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23907 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0733 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 67.22 _reflns_number_total 11309 _reflns_number_gt 5859 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0389P)^2^+2.3530P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11309 _refine_ls_number_parameters 523 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1343 _refine_ls_wR_factor_gt 0.1272 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.62647(6) 0.70005(4) 0.45814(3) 0.0620(2) Uani 1 1 d . . . Cu2 Cu -0.04994(5) 0.59228(4) 0.36693(3) 0.0589(2) Uani 1 1 d . . . Cu3 Cu 0.06656(8) 0.41343(6) 0.20136(4) 0.0931(3) Uani 1 1 d . . . O1 O 0.3838(3) 0.6285(2) 0.29195(16) 0.0801(10) Uani 1 1 d . . . O2 O 0.5654(3) 0.6960(2) 0.36685(15) 0.0671(9) Uani 1 1 d . . . O3 O 0.0546(3) 0.5071(2) 0.31373(14) 0.0725(9) Uani 1 1 d . . . O4 O 0.1884(3) 0.4278(3) 0.28094(17) 0.0832(10) Uani 1 1 d . . . O5 O 0.2452(3) 0.3936(2) 0.55853(14) 0.0645(8) Uani 1 1 d . . . O6 O 0.1483(3) 0.49787(18) 0.58304(14) 0.0535(7) Uani 1 1 d . . . O7 O 0.4868(3) 0.5974(2) 0.60918(15) 0.0776(10) Uani 1 1 d . . . O8 O 0.6115(3) 0.68848(19) 0.54975(15) 0.0684(9) Uani 1 1 d . . . O9 O 0.0833(3) 0.7079(2) 0.34860(16) 0.0755(10) Uani 1 1 d . . . O10 O 0.1076(3) 0.66022(19) 0.43670(14) 0.0641(8) Uani 1 1 d . . . O11 O 0.0475(10) 0.5755(10) 0.1210(6) 0.377(9) Uani 1 1 d D . . O12 O -0.0629(4) 0.4153(3) 0.13185(19) 0.1162(15) Uani 1 1 d D . . O13 O 0.1818(7) 0.3211(5) 0.1472(3) 0.200(3) Uani 1 1 d . . . O14 O -0.0808(6) 0.3097(4) 0.2223(2) 0.181(3) Uani 1 1 d . . . O15 O 0.2018(4) 0.5265(3) 0.18943(18) 0.1190(15) Uani 1 1 d . . . N1 N 0.4474(3) 0.6098(2) 0.44987(17) 0.0515(9) Uani 1 1 d . . . N2 N 1.1937(3) 1.2047(2) 0.5315(2) 0.0633(10) Uani 1 1 d . . . N3 N -0.8091(3) 0.4312(3) -0.29442(17) 0.0644(11) Uani 1 1 d . . . C1 C 0.4449(4) 0.6383(3) 0.3452(2) 0.0620(13) Uani 1 1 d . . . C2 C 0.3755(4) 0.5831(3) 0.3923(2) 0.0545(11) Uani 1 1 d . . . C3 C 0.2482(4) 0.5126(3) 0.3847(2) 0.0519(11) Uani 1 1 d . . . C4 C 0.1563(4) 0.4796(3) 0.3213(2) 0.0589(12) Uani 1 1 d . . . C5 C 0.2038(4) 0.4752(3) 0.4364(2) 0.0564(12) Uani 1 1 d . . . H5A H 0.1204 0.4277 0.4315 0.068 Uiso 1 1 calc R . . C6 C 0.2799(4) 0.5065(3) 0.49554(19) 0.0488(10) Uani 1 1 d . . . C7 C 0.2236(4) 0.4634(3) 0.5506(2) 0.0486(11) Uani 1 1 d . . . C8 C 0.4069(4) 0.5762(3) 0.5009(2) 0.0476(10) Uani 1 1 d . . . C9 C 0.5080(4) 0.6228(3) 0.5592(2) 0.0565(11) Uani 1 1 d . . . C10 C 1.1143(5) 1.1809(3) 0.4773(3) 0.0922(18) Uani 1 1 d . . . H10A H 1.1502 1.2057 0.4430 0.111 Uiso 1 1 calc R . . C11 C 0.9793(5) 1.1205(4) 0.4685(3) 0.0938(19) Uani 1 1 d . . . H11A H 0.9269 1.1060 0.4290 0.113 Uiso 1 1 calc R . . C12 C 0.9225(4) 1.0819(3) 0.5173(3) 0.0721(14) Uani 1 1 d . . . C13 C 1.0053(5) 1.1075(3) 0.5739(3) 0.0862(17) Uani 1 1 d . . . H13A H 0.9721 1.0839 0.6090 0.103 Uiso 1 1 calc R . . C14 C 1.1384(5) 1.1687(3) 0.5789(3) 0.0808(15) Uani 1 1 d . . . H14A H 1.1923 1.1854 0.6181 0.097 Uiso 1 1 calc R . . C15 C 0.7801(5) 1.0151(3) 0.5108(3) 0.0809(16) Uani 1 1 d . . . H15A H 0.7504 0.9914 0.5463 0.097 Uiso 1 1 calc R . . C16 C 0.6960(5) 0.9882(3) 0.4603(3) 0.0885(18) Uani 1 1 d . . . H16A H 0.7277 1.0146 0.4261 0.106 Uiso 1 1 calc R . . C17 C 0.5539(5) 0.9205(3) 0.4481(3) 0.0779(16) Uani 1 1 d . . . C18 C 0.4788(5) 0.9057(3) 0.3910(3) 0.0908(18) Uani 1 1 d . . . H18A H 0.5164 0.9397 0.3610 0.109 Uiso 1 1 calc R . . C19 C 0.3466(5) 0.8410(3) 0.3757(3) 0.0823(16) Uani 1 1 d . . . H19A H 0.2959 0.8330 0.3364 0.099 Uiso 1 1 calc R . . C20 C 0.2921(4) 0.7891(3) 0.4194(2) 0.0650(13) Uani 1 1 d . . . C21 C 0.3672(4) 0.8016(3) 0.4774(2) 0.0659(13) Uani 1 1 d . . . H21A H 0.3302 0.7667 0.5070 0.079 Uiso 1 1 calc R . . C22 C 0.5003(4) 0.8674(3) 0.4919(3) 0.0736(14) Uani 1 1 d . . . H22A H 0.5523 0.8753 0.5309 0.088 Uiso 1 1 calc R . . C23 C 0.1535(4) 0.7160(3) 0.4015(3) 0.0636(13) Uani 1 1 d . . . C24 C -0.8450(6) 0.3947(5) -0.2449(3) 0.125(3) Uani 1 1 d . . . H24A H -0.9385 0.3605 -0.2451 0.150 Uiso 1 1 calc R . . C25 C -0.7512(6) 0.4042(6) -0.1920(3) 0.141(3) Uani 1 1 d . . . H25A H -0.7812 0.3753 -0.1586 0.169 Uiso 1 1 calc R . . C26 C -0.6143(5) 0.4566(5) -0.1897(3) 0.100(2) Uani 1 1 d . . . C27 C -0.5785(5) 0.4948(5) -0.2398(3) 0.108(2) Uani 1 1 d . . . H27A H -0.4864 0.5311 -0.2399 0.129 Uiso 1 1 calc R . . C28 C -0.6761(5) 0.4813(4) -0.2912(2) 0.0882(18) Uani 1 1 d . . . H28A H -0.6470 0.5087 -0.3254 0.106 Uiso 1 1 calc R . . C29 C -0.5071(6) 0.4680(6) -0.1348(3) 0.134(3) Uani 1 1 d . . . H29A H -0.4223 0.5136 -0.1329 0.161 Uiso 1 1 calc R . . C30 C -0.5186(8) 0.4228(7) -0.0911(4) 0.165(4) Uani 1 1 d . . . H30A H -0.6047 0.3797 -0.0902 0.198 Uiso 1 1 calc R . . C31 C -0.4021(10) 0.4346(9) -0.0406(4) 0.179(4) Uani 1 1 d . . . C32 C -0.4302(18) 0.3749(10) 0.0019(5) 0.306(10) Uani 1 1 d . . . H32A H -0.5164 0.3310 0.0012 0.367 Uiso 1 1 calc R . . C33 C -0.2949(9) 0.3914(7) 0.0525(5) 0.182(5) Uani 1 1 d . . . H33A H -0.2961 0.3513 0.0798 0.218 Uiso 1 1 calc R . . C34 C -0.1765(11) 0.4656(8) 0.0551(4) 0.176(5) Uani 1 1 d D . . C35 C -0.1666(11) 0.5291(15) 0.0174(5) 0.341(13) Uani 1 1 d . . . H35A H -0.0938 0.5831 0.0236 0.409 Uiso 1 1 calc R . . C36 C -0.2801(11) 0.5033(11) -0.0322(4) 0.234(7) Uani 1 1 d . . . H36A H -0.2686 0.5390 -0.0632 0.281 Uiso 1 1 calc R . . C37 C -0.0454(14) 0.4953(7) 0.1081(6) 0.420(17) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0321(3) 0.0572(4) 0.0845(5) 0.0231(3) -0.0046(3) -0.0059(3) Cu2 0.0316(3) 0.0682(4) 0.0665(4) 0.0244(3) -0.0088(3) -0.0018(3) Cu3 0.0735(5) 0.1298(7) 0.0713(5) 0.0171(5) -0.0211(4) 0.0319(5) O1 0.0486(17) 0.107(3) 0.077(2) 0.044(2) -0.0084(16) 0.0033(17) O2 0.0338(15) 0.073(2) 0.086(2) 0.0345(17) -0.0034(14) -0.0027(14) O3 0.0388(16) 0.110(3) 0.066(2) 0.0089(18) -0.0103(14) 0.0251(17) O4 0.070(2) 0.109(3) 0.069(2) -0.002(2) -0.0233(18) 0.041(2) O5 0.0523(17) 0.060(2) 0.081(2) 0.0257(17) 0.0036(15) 0.0125(15) O6 0.0325(14) 0.0555(18) 0.0658(19) 0.0126(15) -0.0029(13) 0.0052(13) O7 0.0482(17) 0.096(2) 0.065(2) 0.0240(19) -0.0113(15) -0.0121(16) O8 0.0369(15) 0.0646(19) 0.081(2) 0.0118(16) -0.0077(14) -0.0141(14) O9 0.0447(16) 0.080(2) 0.087(2) 0.0338(19) -0.0138(17) -0.0067(15) O10 0.0341(14) 0.0631(19) 0.083(2) 0.0253(17) -0.0085(14) -0.0049(13) O11 0.202(9) 0.81(3) 0.167(9) 0.117(13) -0.016(7) 0.220(13) O12 0.103(3) 0.160(4) 0.078(3) 0.031(3) -0.042(2) 0.038(3) O13 0.189(6) 0.290(8) 0.134(5) -0.016(5) 0.006(4) 0.121(6) O14 0.200(5) 0.147(4) 0.119(4) 0.023(3) -0.074(4) -0.037(4) O15 0.081(2) 0.176(4) 0.080(3) 0.038(3) -0.001(2) 0.007(3) N1 0.0297(16) 0.055(2) 0.068(2) 0.0202(19) 0.0000(16) 0.0072(15) N2 0.0372(19) 0.055(2) 0.094(3) 0.028(2) 0.002(2) 0.0042(17) N3 0.0412(19) 0.092(3) 0.054(2) 0.028(2) -0.0074(17) 0.0091(19) C1 0.039(2) 0.065(3) 0.085(4) 0.033(3) 0.004(2) 0.012(2) C2 0.0303(19) 0.061(3) 0.069(3) 0.025(2) -0.002(2) 0.0048(18) C3 0.0312(19) 0.059(3) 0.058(3) 0.014(2) -0.0103(18) 0.0044(18) C4 0.042(3) 0.067(3) 0.056(3) 0.019(3) -0.002(2) -0.001(2) C5 0.0287(19) 0.059(3) 0.073(3) 0.020(2) -0.004(2) 0.0009(18) C6 0.0288(19) 0.054(2) 0.058(3) 0.017(2) -0.0017(18) 0.0032(17) C7 0.0248(19) 0.047(3) 0.060(3) 0.009(2) -0.0112(19) -0.0041(18) C8 0.0286(19) 0.049(2) 0.061(3) 0.017(2) -0.0055(18) 0.0053(17) C9 0.035(2) 0.058(3) 0.066(3) 0.009(2) -0.008(2) 0.003(2) C10 0.062(3) 0.082(4) 0.110(5) 0.038(3) -0.013(3) -0.016(3) C11 0.051(3) 0.087(4) 0.118(5) 0.038(4) -0.021(3) -0.018(3) C12 0.038(2) 0.049(3) 0.121(4) 0.017(3) 0.006(3) 0.001(2) C13 0.051(3) 0.078(4) 0.110(5) 0.020(3) 0.017(3) -0.012(3) C14 0.047(3) 0.074(3) 0.105(4) 0.017(3) 0.004(3) -0.004(2) C15 0.050(3) 0.056(3) 0.129(5) 0.018(3) 0.005(3) 0.007(2) C16 0.052(3) 0.064(3) 0.138(5) 0.030(3) 0.000(3) -0.002(2) C17 0.040(2) 0.055(3) 0.132(5) 0.026(3) 0.004(3) 0.001(2) C18 0.046(3) 0.078(4) 0.135(5) 0.045(4) 0.005(3) -0.010(3) C19 0.052(3) 0.081(4) 0.101(4) 0.035(3) -0.001(3) -0.004(3) C20 0.036(2) 0.055(3) 0.096(4) 0.019(3) -0.004(2) 0.002(2) C21 0.040(2) 0.054(3) 0.098(4) 0.017(3) 0.005(2) 0.006(2) C22 0.040(2) 0.060(3) 0.109(4) 0.008(3) -0.011(2) 0.007(2) C23 0.035(2) 0.055(3) 0.097(4) 0.021(3) 0.008(2) 0.006(2) C24 0.060(3) 0.194(7) 0.099(5) 0.077(5) -0.024(3) -0.009(4) C25 0.086(4) 0.220(8) 0.093(5) 0.085(5) -0.025(4) -0.003(5) C26 0.046(3) 0.169(6) 0.083(4) 0.027(4) -0.013(3) 0.034(3) C27 0.046(3) 0.171(6) 0.078(4) 0.009(4) -0.015(3) 0.004(3) C28 0.052(3) 0.118(4) 0.070(3) 0.027(3) -0.019(2) -0.009(3) C29 0.071(4) 0.239(9) 0.084(5) 0.019(5) -0.021(3) 0.048(5) C30 0.139(6) 0.269(11) 0.100(6) 0.059(7) -0.036(5) 0.083(7) C31 0.136(7) 0.294(14) 0.109(7) 0.019(8) -0.038(6) 0.088(8) C32 0.47(2) 0.361(19) 0.144(10) 0.008(11) -0.127(12) 0.270(19) C33 0.116(6) 0.200(10) 0.194(11) 0.012(8) -0.058(7) 0.025(6) C34 0.212(12) 0.264(14) 0.110(7) 0.090(8) 0.023(7) 0.131(11) C35 0.153(9) 0.80(4) 0.095(7) 0.016(14) -0.030(6) 0.229(17) C36 0.152(8) 0.47(2) 0.094(6) 0.022(9) -0.045(6) 0.141(12) C37 0.42(2) 1.01(5) 0.084(9) 0.15(2) 0.040(12) 0.56(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.908(3) . ? Cu1 N2 1.948(3) 2_776 ? Cu1 O2 2.008(3) . ? Cu1 O8 2.021(3) . ? Cu1 O5 2.259(3) 2_666 ? Cu2 N3 1.950(3) 2_465 ? Cu2 O6 1.984(3) 2_566 ? Cu2 O10 2.026(3) . ? Cu2 O9 2.032(3) . ? Cu2 O3 2.201(3) . ? Cu2 C23 2.354(4) . ? Cu3 O12 1.927(3) . ? Cu3 O15 1.963(4) . ? Cu3 O14 1.986(5) . ? Cu3 O4 1.983(3) . ? Cu3 O13 2.366(6) . ? O1 C1 1.232(5) . ? O2 C1 1.284(5) . ? O3 C4 1.239(5) . ? O4 C4 1.240(6) . ? O5 C7 1.232(5) . ? O5 Cu1 2.259(3) 2_666 ? O6 C7 1.255(5) . ? O6 Cu2 1.984(3) 2_566 ? O7 C9 1.215(5) . ? O8 C9 1.284(5) . ? O9 C23 1.268(5) . ? O10 C23 1.255(5) . ? O11 C37 1.312(10) . ? O12 C37 1.411(8) . ? N1 C8 1.326(5) . ? N1 C2 1.335(5) . ? N2 C14 1.315(6) . ? N2 C10 1.308(6) . ? N2 Cu1 1.948(3) 2_776 ? N3 C24 1.310(6) . ? N3 C28 1.321(5) . ? N3 Cu2 1.950(3) 2_465 ? C1 C2 1.507(6) . ? C2 C3 1.403(5) . ? C3 C5 1.376(5) . ? C3 C4 1.526(6) . ? C5 C6 1.382(5) . ? C6 C8 1.399(5) . ? C6 C7 1.514(5) . ? C8 C9 1.504(5) . ? C10 C11 1.385(6) . ? C11 C12 1.366(7) . ? C12 C13 1.364(7) . ? C12 C15 1.483(6) . ? C13 C14 1.380(6) . ? C15 C16 1.266(7) . ? C16 C17 1.483(6) . ? C17 C18 1.350(7) . ? C17 C22 1.386(7) . ? C18 C19 1.395(6) . ? C19 C20 1.375(6) . ? C20 C21 1.373(6) . ? C20 C23 1.502(6) . ? C21 C22 1.407(6) . ? C24 C25 1.389(7) . ? C25 C26 1.367(7) . ? C26 C27 1.332(7) . ? C26 C29 1.497(7) . ? C27 C28 1.376(7) . ? C29 C30 1.257(9) . ? C30 C31 1.493(10) . ? C31 C36 1.352(16) . ? C31 C32 1.397(17) . ? C32 C33 1.614(13) . ? C33 C34 1.390(13) . ? C34 C35 1.37(2) . ? C34 C37 1.589(9) . ? C35 C36 1.427(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N2 177.85(17) . 2_776 ? N1 Cu1 O2 81.19(13) . . ? N2 Cu1 O2 99.46(14) 2_776 . ? N1 Cu1 O8 80.20(13) . . ? N2 Cu1 O8 98.82(14) 2_776 . ? O2 Cu1 O8 159.19(11) . . ? N1 Cu1 O5 96.50(12) . 2_666 ? N2 Cu1 O5 85.48(13) 2_776 2_666 ? O2 Cu1 O5 96.55(12) . 2_666 ? O8 Cu1 O5 94.72(12) . 2_666 ? N3 Cu2 O6 101.20(13) 2_465 2_566 ? N3 Cu2 O10 160.13(14) 2_465 . ? O6 Cu2 O10 95.00(11) 2_566 . ? N3 Cu2 O9 97.55(14) 2_465 . ? O6 Cu2 O9 158.65(13) 2_566 . ? O10 Cu2 O9 64.71(11) . . ? N3 Cu2 O3 90.22(14) 2_465 . ? O6 Cu2 O3 95.77(13) 2_566 . ? O10 Cu2 O3 99.59(12) . . ? O9 Cu2 O3 94.28(13) . . ? N3 Cu2 C23 129.85(16) 2_465 . ? O6 Cu2 C23 127.11(15) 2_566 . ? O10 Cu2 C23 32.21(14) . . ? O9 Cu2 C23 32.57(13) . . ? O3 Cu2 C23 96.75(14) . . ? O12 Cu3 O15 91.74(17) . . ? O12 Cu3 O14 88.75(19) . . ? O15 Cu3 O14 171.8(3) . . ? O12 Cu3 O4 170.0(2) . . ? O15 Cu3 O4 85.71(15) . . ? O14 Cu3 O4 92.42(17) . . ? O12 Cu3 O13 98.7(2) . . ? O15 Cu3 O13 95.5(2) . . ? O14 Cu3 O13 92.5(3) . . ? O4 Cu3 O13 91.08(19) . . ? C1 O2 Cu1 114.7(3) . . ? C4 O3 Cu2 139.4(3) . . ? C4 O4 Cu3 107.4(3) . . ? C7 O5 Cu1 149.3(3) . 2_666 ? C7 O6 Cu2 106.3(2) . 2_566 ? C9 O8 Cu1 114.8(3) . . ? C23 O9 Cu2 87.8(2) . . ? C23 O10 Cu2 88.4(3) . . ? C37 O12 Cu3 119.4(5) . . ? C8 N1 C2 125.3(3) . . ? C8 N1 Cu1 117.7(3) . . ? C2 N1 Cu1 117.0(3) . . ? C14 N2 C10 116.5(4) . . ? C14 N2 Cu1 123.0(3) . 2_776 ? C10 N2 Cu1 120.1(3) . 2_776 ? C24 N3 C28 116.0(4) . . ? C24 N3 Cu2 119.2(3) . 2_465 ? C28 N3 Cu2 124.8(3) . 2_465 ? O1 C1 O2 125.4(4) . . ? O1 C1 C2 120.2(4) . . ? O2 C1 C2 114.3(4) . . ? N1 C2 C3 117.6(3) . . ? N1 C2 C1 112.5(3) . . ? C3 C2 C1 129.9(4) . . ? C5 C3 C2 118.8(4) . . ? C5 C3 C4 119.8(3) . . ? C2 C3 C4 121.3(4) . . ? O4 C4 O3 124.6(4) . . ? O4 C4 C3 118.2(4) . . ? O3 C4 C3 117.2(5) . . ? C3 C5 C6 121.7(3) . . ? C5 C6 C8 117.6(4) . . ? C5 C6 C7 119.0(3) . . ? C8 C6 C7 123.4(3) . . ? O5 C7 O6 123.6(4) . . ? O5 C7 C6 118.8(4) . . ? O6 C7 C6 117.4(4) . . ? N1 C8 C6 119.0(4) . . ? N1 C8 C9 112.7(3) . . ? C6 C8 C9 128.3(4) . . ? O7 C9 O8 126.2(4) . . ? O7 C9 C8 120.1(4) . . ? O8 C9 C8 113.7(4) . . ? N2 C10 C11 123.1(5) . . ? C12 C11 C10 120.6(5) . . ? C13 C12 C11 116.1(4) . . ? C13 C12 C15 120.6(5) . . ? C11 C12 C15 123.3(5) . . ? C12 C13 C14 119.7(5) . . ? N2 C14 C13 124.1(5) . . ? C16 C15 C12 124.8(5) . . ? C15 C16 C17 129.2(6) . . ? C18 C17 C22 119.0(4) . . ? C18 C17 C16 119.0(5) . . ? C22 C17 C16 121.8(5) . . ? C17 C18 C19 122.0(5) . . ? C20 C19 C18 119.2(5) . . ? C21 C20 C19 120.1(4) . . ? C21 C20 C23 120.8(4) . . ? C19 C20 C23 119.1(4) . . ? C20 C21 C22 119.8(4) . . ? C17 C22 C21 119.9(5) . . ? O10 C23 O9 118.8(4) . . ? O10 C23 C20 121.5(4) . . ? O9 C23 C20 119.7(4) . . ? O10 C23 Cu2 59.4(2) . . ? O9 C23 Cu2 59.6(2) . . ? C20 C23 Cu2 173.6(4) . . ? N3 C24 C25 123.6(5) . . ? C26 C25 C24 119.3(5) . . ? C27 C26 C25 116.9(5) . . ? C27 C26 C29 121.0(5) . . ? C25 C26 C29 122.0(6) . . ? C26 C27 C28 120.9(5) . . ? N3 C28 C27 123.2(5) . . ? C30 C29 C26 127.4(8) . . ? C29 C30 C31 123.8(9) . . ? C36 C31 C32 120.8(10) . . ? C36 C31 C30 122.8(11) . . ? C32 C31 C30 116.2(11) . . ? C31 C32 C33 111.8(13) . . ? C34 C33 C32 120.0(11) . . ? C35 C34 C33 123.8(10) . . ? C35 C34 C37 111.1(10) . . ? C33 C34 C37 124.5(8) . . ? C34 C35 C36 112.8(16) . . ? C31 C36 C35 129.4(14) . . ? O11 C37 O12 134.5(10) . . ? O11 C37 C34 124.4(9) . . ? O12 C37 C34 101.0(7) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 67.22 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.733 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.062 # Attachment '- New2.cif' data_New2 _database_code_depnum_ccdc_archive 'CCDC 802073' #TrackingRef '- New2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H34 Cu3 N4 O14' _chemical_formula_weight 1033.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9506(7) _cell_length_b 15.6823(18) _cell_length_c 21.500(2) _cell_angle_alpha 100.072(9) _cell_angle_beta 93.060(7) _cell_angle_gamma 106.834(8) _cell_volume 3142.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14772 _cell_measurement_theta_min 4.72 _cell_measurement_theta_max 60.06 _exptl_crystal_description Bloc _exptl_crystal_colour blue _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.092 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1050 _exptl_absorpt_coefficient_mu 1.612 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.778 _exptl_absorpt_correction_T_max 0.882 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14772 _diffrn_reflns_av_R_equivalents 0.0623 _diffrn_reflns_av_sigmaI/netI 0.0919 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.72 _diffrn_reflns_theta_max 60.06 _reflns_number_total 8960 _reflns_number_gt 4375 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0826P)^2^+6.5660P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8960 _refine_ls_number_parameters 534 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1731 _refine_ls_R_factor_gt 0.1221 _refine_ls_wR_factor_ref 0.2836 _refine_ls_wR_factor_gt 0.2661 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.37635(12) -0.79975(9) 1.45602(8) 0.1009(5) Uani 1 1 d . . . Cu2 Cu 1.05062(12) -0.08688(10) 1.63410(7) 0.1025(6) Uani 1 1 d . . . Cu3 Cu 2.06546(18) -0.09959(15) 2.19724(9) 0.1415(8) Uani 1 1 d . . . O1 O 0.8925(6) -0.1576(4) 1.5632(3) 0.1008(19) Uani 1 1 d . . . O2 O 0.9163(6) -0.2052(5) 1.6517(4) 0.106(2) Uani 1 1 d . . . O3 O 2.0323(13) 0.0536(13) 2.1189(6) 0.214(6) Uani 1 1 d . . . O4 O 1.9362(18) -0.0970(13) 2.1303(8) 0.193(7) Uani 1 1 d . . . O5 O -0.3815(7) -1.1198(5) 1.7123(4) 0.119(2) Uani 1 1 d . . . O6 O -0.5640(6) -1.1916(4) 1.6346(3) 0.1052(19) Uani 1 1 d . . . O7 O -0.1871(8) -0.9131(6) 1.7218(4) 0.122(2) Uani 1 1 d . . . O8 O -0.0547(7) -1.0001(5) 1.6875(3) 0.109(2) Uani 1 1 d . . . O9 O -0.1513(6) -1.0048(4) 1.4167(3) 0.0957(18) Uani 1 1 d . . . O10 O -0.2436(6) -0.8945(4) 1.4427(3) 0.0962(18) Uani 1 1 d . . . O11 O -0.4850(6) -1.1036(5) 1.3914(4) 0.108(2) Uani 1 1 d . . . O12 O -0.6116(5) -1.1935(4) 1.4532(3) 0.0989(19) Uani 1 1 d . . . O13 O 2.2090(8) 0.0112(8) 2.1858(4) 0.158(3) Uani 1 1 d . . . O15 O 2.174(2) -0.1874(13) 2.1382(9) 0.271(7) Uani 1 1 d . . . N1 N -0.1937(8) -0.7013(6) 1.4659(5) 0.101(2) Uani 1 1 d . . . N2 N 1.1948(8) -0.0600(6) 1.7077(4) 0.101(2) Uani 1 1 d . . . N3 N -0.4447(7) -1.1065(5) 1.5520(4) 0.0843(19) Uani 1 1 d . . . C1 C 0.8464(10) -0.2140(7) 1.5982(6) 0.096(3) Uani 1 1 d . . . C2 C 0.7083(10) -0.2863(7) 1.5795(6) 0.099(3) Uani 1 1 d . . . C3 C 0.6539(10) -0.3379(8) 1.6257(6) 0.117(3) Uani 1 1 d . . . H3A H 0.7025 -0.3275 1.6658 0.141 Uiso 1 1 calc R . . C4 C 0.5231(10) -0.4053(7) 1.6077(6) 0.113(3) Uani 1 1 d . . . H4A H 0.4866 -0.4425 1.6360 0.136 Uiso 1 1 calc R . . C5 C 0.4479(10) -0.4181(7) 1.5505(6) 0.104(3) Uani 1 1 d . . . C6 C 0.5021(10) -0.3666(7) 1.5074(6) 0.106(3) Uani 1 1 d . . . H6A H 0.4525 -0.3760 1.4677 0.127 Uiso 1 1 calc R . . C7 C 0.6343(9) -0.2989(7) 1.5238(6) 0.105(3) Uani 1 1 d . . . H7A H 0.6700 -0.2624 1.4951 0.125 Uiso 1 1 calc R . . C8 C 0.2187(10) -0.5167(7) 1.4846(7) 0.113(3) Uani 1 1 d . . . H8A H 0.2489 -0.4924 1.4495 0.136 Uiso 1 1 calc R . . C9 C 0.3073(11) -0.4889(7) 1.5383(7) 0.118(4) Uani 1 1 d . . . H9A H 0.2776 -0.5171 1.5719 0.142 Uiso 1 1 calc R . . C10 C -0.1419(10) -0.6667(7) 1.4183(6) 0.101(3) Uani 1 1 d . . . H10A H -0.1979 -0.6840 1.3794 0.121 Uiso 1 1 calc R . . C11 C -0.0094(10) -0.6063(7) 1.4222(6) 0.107(3) Uani 1 1 d . . . H11A H 0.0210 -0.5816 1.3872 0.128 Uiso 1 1 calc R . . C12 C 0.0769(9) -0.5829(7) 1.4772(6) 0.099(3) Uani 1 1 d . . . C13 C 0.0260(11) -0.6193(8) 1.5307(7) 0.124(4) Uani 1 1 d . . . H13A H 0.0817 -0.6036 1.5695 0.149 Uiso 1 1 calc R . . C14 C -0.1189(12) -0.6831(8) 1.5221(6) 0.117(3) Uani 1 1 d . . . H14A H -0.1565 -0.7098 1.5553 0.141 Uiso 1 1 calc R . . C15 C 1.9423(18) -0.038(3) 2.1068(12) 0.219(14) Uani 1 1 d . . . C16 C 1.8253(17) -0.0311(18) 2.0540(9) 0.178(7) Uani 1 1 d . . . C17 C 1.711(2) -0.1068(19) 2.0449(8) 0.209(9) Uani 1 1 d . . . H17A H 1.7056 -0.1516 2.0688 0.251 Uiso 1 1 calc R . . C18 C 1.590(3) -0.115(2) 1.9930(12) 0.227(10) Uani 1 1 d . . . H18A H 1.5066 -0.1635 1.9867 0.272 Uiso 1 1 calc R . . C19 C 1.610(2) -0.051(2) 1.9575(11) 0.218(10) Uani 1 1 d . . . C20 C 1.7285(18) 0.0204(16) 1.9670(8) 0.192(7) Uani 1 1 d . . . H20A H 1.7395 0.0638 1.9417 0.231 Uiso 1 1 calc R . . C21 C 1.8330(19) 0.0292(17) 2.0143(10) 0.204(8) Uani 1 1 d . . . H21A H 1.9137 0.0790 2.0196 0.245 Uiso 1 1 calc R . . C22 C 1.4885(16) -0.0643(15) 1.9076(9) 0.175(7) Uani 1 1 d . . . H22A H 1.4039 -0.1082 1.9098 0.210 Uiso 1 1 calc R . . C23 C 1.4928(13) -0.0218(14) 1.8647(7) 0.165(6) Uani 1 1 d . . . H23A H 1.5767 0.0246 1.8662 0.197 Uiso 1 1 calc R . . C24 C 1.1622(12) -0.0926(10) 1.7586(7) 0.139(5) Uani 1 1 d . . . H24A H 1.0675 -0.1244 1.7588 0.166 Uiso 1 1 calc R . . C25 C 1.2475(13) -0.0862(11) 1.8106(7) 0.155(5) Uani 1 1 d . . . H25A H 1.2164 -0.1153 1.8436 0.186 Uiso 1 1 calc R . . C26 C 1.3874(11) -0.0321(10) 1.8114(7) 0.134(4) Uani 1 1 d . . . C27 C 1.4243(12) 0.0064(10) 1.7610(6) 0.127(4) Uani 1 1 d . . . H27A H 1.5164 0.0428 1.7606 0.153 Uiso 1 1 calc R . . C28 C 1.3261(9) -0.0082(8) 1.7105(5) 0.110(3) Uani 1 1 d . . . H28A H 1.3531 0.0197 1.6765 0.132 Uiso 1 1 calc R . . C29 C -0.4397(10) -1.1309(7) 1.6573(7) 0.104(3) Uani 1 1 d . . . C30 C -0.3762(9) -1.0780(7) 1.6090(5) 0.088(2) Uani 1 1 d . . . C31 C -0.2478(8) -1.0054(6) 1.6173(5) 0.087(2) Uani 1 1 d . . . C32 C -0.1614(10) -0.9709(8) 1.6814(6) 0.099(3) Uani 1 1 d . . . C33 C -0.2040(9) -0.9710(7) 1.5668(5) 0.089(2) Uani 1 1 d . . . H33A H -0.1202 -0.9234 1.5723 0.107 Uiso 1 1 calc R . . C34 C -0.2217(8) -0.9652(6) 1.4494(5) 0.077(2) Uani 1 1 d . . . C35 C -0.2785(9) -1.0031(6) 1.5055(5) 0.085(2) Uani 1 1 d . . . C36 C -0.4065(8) -1.0776(6) 1.5012(5) 0.082(2) Uani 1 1 d . . . C37 C -0.5061(10) -1.1264(7) 1.4435(5) 0.088(2) Uani 1 1 d . . . N4 N 1.9136(15) -0.1998(10) 2.2163(6) 0.177(5) Uiso 1 1 d G . . C51 C 1.803(2) -0.1705(16) 2.2395(11) 0.166(11) Uiso 1 1 d G . . H51A H 1.8020 -0.1117 2.2388 0.199 Uiso 1 1 calc R . . C52 C 1.695(3) -0.229(3) 2.2638(18) 0.34(3) Uiso 1 1 d G . . H52A H 1.6215 -0.2097 2.2793 0.403 Uiso 1 1 calc R . . C53 C 1.697(5) -0.317(3) 2.265(3) 0.42(10) Uiso 1 1 d G . . H53A H 1.6251 -0.3566 2.2810 0.510 Uiso 1 1 calc R . . C54 C 1.808(5) -0.3465(17) 2.242(3) 0.34(7) Uiso 1 1 d G . . H54A H 1.8091 -0.4054 2.2423 0.403 Uiso 1 1 calc R . . C55 C 1.916(3) -0.2877(14) 2.2173(17) 0.32(3) Uiso 1 1 d G . . H55A H 1.9895 -0.3073 2.2018 0.382 Uiso 1 1 calc R . . C56 C 2.258(6) -0.236(4) 2.153(2) 0.229(18) Uiso 1 1 d . . . H56B H 2.3150 -0.2035 2.1923 0.275 Uiso 1 1 calc R . . H56A H 2.1980 -0.2931 2.1601 0.275 Uiso 1 1 calc R . . C57 C 2.346(5) -0.255(3) 2.110(2) 0.232(18) Uiso 1 1 d . . . H57A H 2.4024 -0.2876 2.1271 0.349 Uiso 1 1 calc R . . H57B H 2.4071 -0.1991 2.1017 0.349 Uiso 1 1 calc R . . H57C H 2.2919 -0.2911 2.0712 0.349 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0574(7) 0.0955(10) 0.1444(13) 0.0344(8) 0.0040(7) 0.0103(6) Cu2 0.0572(7) 0.1161(11) 0.1277(12) 0.0390(9) 0.0013(6) 0.0094(6) Cu3 0.0972(11) 0.1791(18) 0.1376(15) 0.0226(12) -0.0111(9) 0.0351(11) O1 0.069(3) 0.100(4) 0.135(5) 0.036(4) 0.006(3) 0.022(3) O2 0.074(3) 0.116(5) 0.119(5) 0.034(4) -0.002(4) 0.011(3) O3 0.115(7) 0.349(18) 0.188(10) 0.099(11) 0.002(7) 0.063(10) O4 0.168(12) 0.227(15) 0.164(12) 0.047(10) 0.012(8) 0.025(10) O5 0.071(4) 0.153(6) 0.128(6) 0.053(5) -0.009(4) 0.015(4) O6 0.072(4) 0.100(4) 0.142(6) 0.036(4) 0.015(3) 0.016(3) O7 0.118(5) 0.140(6) 0.111(5) 0.001(5) 0.002(4) 0.059(5) O8 0.085(4) 0.129(5) 0.105(5) 0.025(4) -0.011(3) 0.026(4) O9 0.067(3) 0.088(4) 0.132(5) 0.029(4) 0.004(3) 0.021(3) O10 0.070(3) 0.091(4) 0.130(5) 0.034(4) 0.018(3) 0.021(3) O11 0.070(3) 0.125(5) 0.119(6) 0.032(4) -0.002(3) 0.011(3) O12 0.059(3) 0.075(4) 0.155(6) 0.019(4) 0.009(3) 0.011(3) O13 0.101(5) 0.234(10) 0.128(6) 0.050(6) 0.013(4) 0.029(6) O15 0.263(17) 0.262(17) 0.286(18) 0.004(13) -0.010(13) 0.112(15) N1 0.071(4) 0.096(6) 0.138(8) 0.024(5) 0.012(5) 0.028(4) N2 0.073(5) 0.142(7) 0.093(6) 0.034(5) 0.010(4) 0.036(5) N3 0.073(4) 0.097(5) 0.086(5) 0.021(4) 0.007(4) 0.029(4) C1 0.073(5) 0.109(7) 0.108(8) 0.034(6) 0.014(5) 0.026(5) C2 0.073(5) 0.092(6) 0.123(8) 0.024(6) -0.001(6) 0.015(5) C3 0.082(6) 0.119(8) 0.142(9) 0.037(7) 0.014(6) 0.012(6) C4 0.070(5) 0.110(8) 0.158(10) 0.044(7) 0.015(6) 0.014(5) C5 0.071(5) 0.090(7) 0.157(10) 0.032(7) 0.006(6) 0.031(5) C6 0.079(6) 0.101(7) 0.139(9) 0.023(7) 0.007(6) 0.030(5) C7 0.066(5) 0.111(7) 0.139(9) 0.041(6) 0.012(6) 0.021(5) C8 0.072(6) 0.108(7) 0.163(10) 0.031(7) 0.019(6) 0.030(5) C9 0.075(6) 0.099(7) 0.178(11) 0.030(7) 0.007(7) 0.023(5) C10 0.071(5) 0.103(7) 0.121(8) 0.020(6) 0.006(5) 0.019(5) C11 0.071(6) 0.104(7) 0.143(9) 0.037(6) 0.017(6) 0.017(5) C12 0.068(5) 0.094(6) 0.134(9) 0.028(6) 0.006(6) 0.020(5) C13 0.082(6) 0.113(8) 0.165(11) 0.039(8) -0.011(7) 0.007(6) C14 0.096(7) 0.115(8) 0.133(9) 0.031(7) -0.006(7) 0.019(6) C15 0.070(9) 0.35(4) 0.17(2) -0.01(2) -0.001(10) -0.003(16) C16 0.099(10) 0.28(2) 0.150(13) 0.070(14) -0.008(9) 0.042(12) C17 0.139(14) 0.33(3) 0.162(15) 0.001(15) -0.035(11) 0.112(18) C18 0.21(2) 0.30(3) 0.18(2) 0.035(19) 0.010(17) 0.10(2) C19 0.140(16) 0.34(3) 0.163(18) 0.062(19) 0.009(13) 0.059(19) C20 0.108(11) 0.28(2) 0.172(15) 0.055(14) -0.015(10) 0.028(13) C21 0.132(13) 0.28(2) 0.181(16) 0.077(17) -0.030(12) 0.019(13) C22 0.115(10) 0.27(2) 0.139(13) 0.037(13) -0.031(9) 0.070(11) C23 0.090(8) 0.28(2) 0.115(10) 0.044(12) -0.016(7) 0.042(9) C24 0.080(6) 0.193(13) 0.127(10) 0.045(9) 0.003(7) 0.009(7) C25 0.095(8) 0.227(15) 0.129(10) 0.066(10) -0.016(7) 0.016(8) C26 0.073(6) 0.168(12) 0.151(11) 0.008(9) 0.005(7) 0.035(7) C27 0.080(6) 0.183(12) 0.109(9) 0.038(8) 0.012(6) 0.021(7) C28 0.066(5) 0.128(8) 0.118(8) 0.028(6) -0.009(5) 0.002(5) C29 0.068(6) 0.103(7) 0.150(10) 0.036(7) 0.024(6) 0.030(5) C30 0.072(5) 0.102(6) 0.101(7) 0.042(6) 0.020(5) 0.029(5) C31 0.063(5) 0.094(6) 0.098(7) 0.018(5) 0.003(4) 0.016(4) C32 0.071(5) 0.114(8) 0.113(8) 0.033(7) 0.004(5) 0.026(5) C33 0.067(5) 0.098(6) 0.103(7) 0.029(6) 0.006(5) 0.021(4) C34 0.054(4) 0.073(5) 0.109(7) 0.011(5) 0.001(4) 0.030(4) C35 0.071(5) 0.082(6) 0.105(7) 0.026(5) 0.014(5) 0.024(4) C36 0.072(5) 0.094(6) 0.082(6) 0.015(5) -0.001(4) 0.034(4) C37 0.083(6) 0.100(7) 0.088(7) 0.019(6) 0.006(5) 0.038(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 N3 1.929(7) 2_438 ? Cu1 O12 1.981(7) 2_438 ? Cu1 O6 1.977(7) 2_438 ? Cu1 N1 1.988(8) . ? Cu1 O10 2.249(7) . ? Cu2 N2 1.979(8) . ? Cu2 O9 2.024(6) 2_648 ? Cu2 O1 2.043(6) . ? Cu2 O2 2.058(6) . ? Cu2 O8 2.162(8) 1_665 ? Cu2 C1 2.376(10) . ? Cu3 O4 1.892(17) . ? Cu3 N4 1.958(14) . ? Cu3 O13 1.967(10) . ? Cu3 O7 2.012(8) 2_749 ? Cu3 O15 2.253(18) . ? O1 C1 1.264(11) . ? O2 C1 1.275(11) . ? O3 C15 1.42(3) . ? O4 C15 1.12(4) . ? O5 C29 1.249(13) . ? O6 C29 1.328(12) . ? O6 Cu1 1.977(7) 2_438 ? O7 C32 1.234(12) . ? O7 Cu3 2.012(8) 2_749 ? O8 C32 1.281(12) . ? O8 Cu2 2.162(8) 1_445 ? O9 C34 1.232(10) . ? O9 Cu2 2.024(6) 2_648 ? O10 C34 1.222(10) . ? O11 C37 1.244(11) . ? O12 C37 1.309(11) . ? O12 Cu1 1.981(7) 2_438 ? O15 C56 1.34(5) . ? N1 C10 1.302(13) . ? N1 C14 1.326(13) . ? N2 C28 1.316(12) . ? N2 C24 1.304(14) . ? N3 C36 1.291(11) . ? N3 C30 1.306(11) . ? N3 Cu1 1.929(7) 2_438 ? C1 C2 1.489(14) . ? C2 C7 1.323(14) . ? C2 C3 1.421(14) . ? C3 C4 1.403(14) . ? C4 C5 1.359(15) . ? C5 C6 1.364(15) . ? C5 C9 1.490(15) . ? C6 C7 1.412(14) . ? C8 C9 1.338(16) . ? C8 C12 1.471(14) . ? C10 C11 1.371(13) . ? C11 C12 1.352(14) . ? C12 C13 1.425(15) . ? C13 C14 1.477(15) . ? C15 C16 1.62(3) . ? C16 C17 1.36(3) . ? C16 C21 1.37(2) . ? C17 C18 1.56(3) . ? C18 C19 1.35(3) . ? C19 C20 1.35(3) . ? C19 C22 1.51(3) . ? C20 C21 1.37(2) . ? C22 C23 1.22(2) . ? C23 C26 1.466(19) . ? C24 C25 1.338(16) . ? C25 C26 1.402(17) . ? C26 C27 1.350(17) . ? C27 C28 1.361(14) . ? C29 C30 1.495(14) . ? C30 C31 1.423(12) . ? C31 C33 1.333(12) . ? C31 C32 1.509(14) . ? C33 C35 1.411(13) . ? C34 C35 1.500(13) . ? C35 C36 1.443(12) . ? C36 C37 1.485(13) . ? N4 C51 1.3900 . ? N4 C55 1.3900 . ? C51 C52 1.3900 . ? C52 C53 1.3900(12) . ? C53 C54 1.3900 . ? C54 C55 1.3900(11) . ? C56 C57 1.36(5) . ? 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 N3 Cu1 O12 80.9(3) 2_438 2_438 ? N3 Cu1 O6 81.3(3) 2_438 2_438 ? O12 Cu1 O6 160.1(2) 2_438 2_438 ? N3 Cu1 N1 178.6(4) 2_438 . ? O12 Cu1 N1 98.3(4) 2_438 . ? O6 Cu1 N1 99.3(4) 2_438 . ? N3 Cu1 O10 96.0(3) 2_438 . ? O12 Cu1 O10 92.7(2) 2_438 . ? O6 Cu1 O10 97.9(3) 2_438 . ? N1 Cu1 O10 85.1(3) . . ? N2 Cu2 O9 100.4(3) . 2_648 ? N2 Cu2 O1 160.8(3) . . ? O9 Cu2 O1 95.1(3) 2_648 . ? N2 Cu2 O2 98.4(3) . . ? O9 Cu2 O2 158.4(3) 2_648 . ? O1 Cu2 O2 64.5(3) . . ? N2 Cu2 O8 90.1(3) . 1_665 ? O9 Cu2 O8 96.0(3) 2_648 1_665 ? O1 Cu2 O8 99.5(2) . 1_665 ? O2 Cu2 O8 94.4(3) . 1_665 ? N2 Cu2 C1 130.6(4) . . ? O9 Cu2 C1 127.1(3) 2_648 . ? O1 Cu2 C1 32.1(3) . . ? O2 Cu2 C1 32.4(3) . . ? O8 Cu2 C1 96.8(3) 1_665 . ? O4 Cu3 N4 86.4(7) . . ? O4 Cu3 O13 93.9(6) . . ? N4 Cu3 O13 172.8(5) . . ? O4 Cu3 O7 169.5(7) . 2_749 ? N4 Cu3 O7 93.1(5) . 2_749 ? O13 Cu3 O7 85.4(4) . 2_749 ? O4 Cu3 O15 96.6(8) . . ? N4 Cu3 O15 96.2(7) . . ? O13 Cu3 O15 90.9(6) . . ? O7 Cu3 O15 93.9(6) 2_749 . ? C1 O1 Cu2 88.6(6) . . ? C1 O2 Cu2 87.7(6) . . ? C15 O4 Cu3 125.8(19) . . ? C29 O6 Cu1 115.3(7) . 2_438 ? C32 O7 Cu3 107.3(7) . 2_749 ? C32 O8 Cu2 140.6(7) . 1_445 ? C34 O9 Cu2 104.0(6) . 2_648 ? C34 O10 Cu1 150.4(6) . . ? C37 O12 Cu1 113.9(6) . 2_438 ? C56 O15 Cu3 133(3) . . ? C10 N1 C14 122.0(9) . . ? C10 N1 Cu1 122.5(8) . . ? C14 N1 Cu1 114.7(8) . . ? C28 N2 C24 115.2(9) . . ? C28 N2 Cu2 124.4(8) . . ? C24 N2 Cu2 120.4(7) . . ? C36 N3 C30 126.9(8) . . ? C36 N3 Cu1 116.9(6) . 2_438 ? C30 N3 Cu1 116.2(6) . 2_438 ? O1 C1 O2 119.0(9) . . ? O1 C1 C2 120.7(10) . . ? O2 C1 C2 120.2(10) . . ? O1 C1 Cu2 59.2(5) . . ? O2 C1 Cu2 59.9(5) . . ? C2 C1 Cu2 172.9(7) . . ? C7 C2 C3 120.9(9) . . ? C7 C2 C1 122.0(10) . . ? C3 C2 C1 117.0(10) . . ? C4 C3 C2 116.6(11) . . ? C5 C4 C3 122.1(11) . . ? C4 C5 C6 119.8(10) . . ? C4 C5 C9 117.0(11) . . ? C6 C5 C9 123.2(12) . . ? C5 C6 C7 119.4(11) . . ? C2 C7 C6 121.1(11) . . ? C9 C8 C12 124.7(12) . . ? C8 C9 C5 127.6(12) . . ? N1 C10 C11 123.7(11) . . ? C10 C11 C12 119.6(11) . . ? C11 C12 C13 119.0(9) . . ? C11 C12 C8 121.9(11) . . ? C13 C12 C8 119.0(10) . . ? C12 C13 C14 117.5(11) . . ? N1 C14 C13 118.2(11) . . ? O4 C15 O3 133(2) . . ? O4 C15 C16 126(2) . . ? O3 C15 C16 100(3) . . ? C17 C16 C21 118.9(17) . . ? C17 C16 C15 110(2) . . ? C21 C16 C15 131(2) . . ? C16 C17 C18 117(2) . . ? C19 C18 C17 118(3) . . ? C20 C19 C18 122(2) . . ? C20 C19 C22 123(3) . . ? C18 C19 C22 115(3) . . ? C19 C20 C21 120(2) . . ? C20 C21 C16 124(2) . . ? C23 C22 C19 125(2) . . ? C22 C23 C26 130.6(17) . . ? N2 C24 C25 128.3(11) . . ? C24 C25 C26 114.9(13) . . ? C27 C26 C25 118.7(12) . . ? C27 C26 C23 120.9(12) . . ? C25 C26 C23 120.4(15) . . ? C26 C27 C28 119.7(11) . . ? N2 C28 C27 123.0(11) . . ? O5 C29 O6 124.2(10) . . ? O5 C29 C30 123.7(9) . . ? O6 C29 C30 112.1(11) . . ? N3 C30 C31 117.6(8) . . ? N3 C30 C29 114.7(9) . . ? C31 C30 C29 127.6(10) . . ? C33 C31 C30 118.4(9) . . ? C33 C31 C32 121.3(8) . . ? C30 C31 C32 120.3(9) . . ? O7 C32 O8 124.0(10) . . ? O7 C32 C31 121.0(9) . . ? O8 C32 C31 114.7(11) . . ? C31 C33 C35 123.3(8) . . ? O10 C34 O9 126.0(9) . . ? O10 C34 C35 116.0(8) . . ? O9 C34 C35 117.9(8) . . ? C33 C35 C36 114.6(8) . . ? C33 C35 C34 121.5(8) . . ? C36 C35 C34 123.9(8) . . ? N3 C36 C35 119.1(8) . . ? N3 C36 C37 113.5(9) . . ? C35 C36 C37 127.3(9) . . ? O11 C37 O12 125.3(9) . . ? O11 C37 C36 120.5(9) . . ? O12 C37 C36 114.1(9) . . ? C51 N4 C55 120.00(7) . . ? C51 N4 Cu3 111.8(14) . . ? C55 N4 Cu3 127.5(14) . . ? C52 C51 N4 120.0 . . ? C51 C52 C53 120.0 . . ? C54 C53 C52 120.00(7) . . ? C55 C54 C53 120.0 . . ? C54 C55 N4 120.0 . . ? C57 C56 O15 118(4) . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 60.06 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.828 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.084