Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Matthias Tamm' 'Thomas Bannenberg' 'Peter G. Jones' 'Dejan Petrovic' 'Soren Randoll' _publ_contact_author_name 'Matthias Tamm' _publ_contact_author_address ; Institut fur Anorganische und Analytische Chemie Technische Universitat Braunschweig Hagenring 30 Braunschweig 38106 GERMANY ; _publ_contact_author_email MATTHIAS.TAMM@TU-BS.DE _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis and Reactivity of Copper(I) Complexes Containing a Bis(imidazolin-2-imine) Pincer Ligand ; data_dpet3 _database_code_depnum_ccdc_archive 'CCDC 638693' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C29 H47 Cl Cu N7, C F3 O3 S' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C30 H47 Cl Cu F3 N7 O3 S' _chemical_formula_weight 741.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C c' _symmetry_Int_Tables_number 9 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,-y,1/2+z 1/2+x,1/2+y,z 1/2+x,1/2-y,1/2+z _cell_length_a 17.8950(4) _cell_length_b 8.7368(2) _cell_length_c 24.0711(6) _cell_angle_alpha 90 _cell_angle_beta 105.9805(9) _cell_angle_gamma 90 _cell_volume 3617.96(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 2992 _cell_measurement_theta_min 1.76 _cell_measurement_theta_max 25.36 _exptl_crystal_description fragment _exptl_crystal_colour green _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.260 _exptl_crystal_size_min 0.230 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method none _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 0.791 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'applied during the scaling procedure by DENZO; Nonius, 2001b' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'NONIUS FR 591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ' \k-geometry diffractometer ' _diffrn_measurement_device_type ' Nonius \k-CCD diffractometer' _diffrn_measurement_method ' phi- and omega-rotation ' _diffrn_detector ' CCD plate ' _diffrn_detector_area_resol_mean 18 # 9 for binned mode _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9718 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.36 _reflns_number_total 6063 _reflns_number_gt 5530 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa-CCD Control Software (Nonius, 2001a)' _computing_cell_refinement 'DENZO (Nonius, 2001b)' _computing_data_reduction 'DENZO (Nonius, 2001b)' _computing_structure_solution 'SIR92 (Altomare, 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0384P)^2^+6.0155P] 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 'rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_number_reflns 6063 _refine_ls_number_parameters 428 _refine_ls_number_restraints 328 _refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.465(12) _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Cu Cu Uani 0.40781(2) 0.31084(4) 0.19935(2) 1.000 0.0229(1) . . Cl Cl Uani 0.31151(6) 0.14588(12) 0.19341(5) 1.000 0.0387(3) . . N1 N Uani 0.50666(16) 0.4179(3) 0.21140(13) 1.000 0.0223(9) . . N2 N Uani 0.40877(17) 0.4211(4) 0.27084(13) 1.000 0.0281(10) . . N3 N Uani 0.42930(17) 0.2641(4) 0.12443(14) 1.000 0.0263(10) . . N4 N Uani 0.37759(19) 0.2736(4) 0.34878(14) 1.000 0.0303(10) . . N5 N Uani 0.29460(18) 0.4477(4) 0.30440(13) 1.000 0.0273(9) . . N6 N Uani 0.40079(19) 0.0026(3) 0.08749(14) 1.000 0.0312(10) . . N7 N Uani 0.32632(19) 0.1895(4) 0.04125(14) 1.000 0.0289(10) . . C1 C Uani 0.5327(2) 0.5010(4) 0.25876(16) 1.000 0.0296(11) . . C2 C Uani 0.6024(2) 0.5810(5) 0.26886(18) 1.000 0.0351(14) . . C3 C Uani 0.6437(2) 0.5691(5) 0.22792(19) 1.000 0.0360(12) . . C4 C Uani 0.6153(2) 0.4823(4) 0.17874(18) 1.000 0.0308(11) . . C5 C Uani 0.5452(2) 0.4054(4) 0.17086(16) 1.000 0.0251(11) . . C6 C Uani 0.4805(2) 0.5038(6) 0.29847(18) 1.000 0.0392(14) . . C7 C Uani 0.5054(2) 0.3102(5) 0.11959(18) 1.000 0.0314(12) . . C8 C Uani 0.3645(2) 0.3839(4) 0.30631(16) 1.000 0.0251(11) . . C9 C Uani 0.3160(3) 0.2750(5) 0.37312(18) 1.000 0.0367(14) . . C10 C Uani 0.2646(2) 0.3789(5) 0.34556(18) 1.000 0.0342(12) . . C11 C Uani 0.3895(2) 0.1592(4) 0.08705(16) 1.000 0.0254(11) . . C12 C Uani 0.3441(3) -0.0598(5) 0.04224(18) 1.000 0.0389(12) . . C13 C Uani 0.2983(2) 0.0527(5) 0.01469(19) 1.000 0.0385(12) . . C14 C Uani 0.4438(3) 0.1633(5) 0.37060(19) 1.000 0.0404(16) . . C15 C Uani 0.4088(4) 0.0098(7) 0.3827(4) 1.000 0.099(3) . . C16 C Uani 0.4950(3) 0.2214(7) 0.4271(2) 1.000 0.0602(19) . . C17 C Uani 0.4900(5) 0.1364(10) 0.3281(3) 1.000 0.102(3) . . C18 C Uani 0.2556(2) 0.5792(5) 0.26687(19) 1.000 0.0347(12) . . C19 C Uani 0.3107(4) 0.7126(6) 0.2747(3) 1.000 0.075(2) . . C20 C Uani 0.1845(3) 0.6291(6) 0.2860(2) 1.000 0.0574(17) . . C21 C Uani 0.2296(3) 0.5281(6) 0.2046(2) 1.000 0.0578(17) . . C22 C Uani 0.4592(3) -0.0977(5) 0.12792(19) 1.000 0.0408(14) . . C23 C Uani 0.5193(4) -0.1416(8) 0.0965(3) 1.000 0.082(3) . . C24 C Uani 0.4149(4) -0.2363(7) 0.1414(3) 1.000 0.088(2) . . C25 C Uani 0.4980(3) -0.0231(5) 0.1850(2) 1.000 0.0497(17) . . C26 C Uani 0.2905(3) 0.3417(4) 0.02148(18) 1.000 0.0337(12) . . C27 C Uani 0.2585(4) 0.4127(7) 0.0677(2) 1.000 0.065(2) . . C28 C Uani 0.3522(3) 0.4476(6) 0.0086(3) 1.000 0.0584(19) . . C29 C Uani 0.2265(4) 0.3219(6) -0.0336(3) 1.000 0.0698(19) . . S S Uani 0.13788(6) 0.20789(11) 0.43157(4) 1.000 0.0305(3) . . F1 F Uani 0.0715(3) 0.3375(5) 0.50320(17) 1.000 0.1030(19) . . F2 F Uani 0.1097(3) 0.1071(6) 0.5254(2) 1.000 0.127(2) . . F3 F Uani 0.0088(2) 0.1525(5) 0.4567(3) 1.000 0.122(2) . . O1 O Uani 0.13993(19) 0.0507(3) 0.41403(14) 1.000 0.0467(10) . . O2 O Uani 0.0960(2) 0.3103(4) 0.38711(14) 1.000 0.0507(11) . . O3 O Uani 0.21077(19) 0.2648(4) 0.46546(16) 1.000 0.0515(11) . . C30 C Uani 0.0799(4) 0.2003(7) 0.4822(3) 1.000 0.069(3) . . H2 H Uiso 0.62120 0.64160 0.30260 1.000 0.0420 calc R H3 H Uiso 0.69180 0.62120 0.23380 1.000 0.0430 calc R H4 H Uiso 0.64340 0.47530 0.15060 1.000 0.0370 calc R H6A H Uiso 0.50700 0.45470 0.33580 1.000 0.0470 calc R H6B H Uiso 0.46830 0.61090 0.30620 1.000 0.0470 calc R H7A H Uiso 0.49950 0.37000 0.08370 1.000 0.0370 calc R H7B H Uiso 0.53700 0.21840 0.11770 1.000 0.0370 calc R H9 H Uiso 0.31120 0.21250 0.40420 1.000 0.0440 calc R H10 H Uiso 0.21620 0.40160 0.35280 1.000 0.0410 calc R H12 H Uiso 0.33870 -0.16520 0.03240 1.000 0.0470 calc R H13 H Uiso 0.25400 0.04080 -0.01760 1.000 0.0460 calc R H15A H Uiso 0.37120 -0.02630 0.34740 1.000 0.1480 calc R H15B H Uiso 0.38250 0.02410 0.41310 1.000 0.1480 calc R H15C H Uiso 0.45040 -0.06600 0.39540 1.000 0.1480 calc R H16A H Uiso 0.46360 0.23900 0.45400 1.000 0.0900 calc R H16B H Uiso 0.51950 0.31760 0.42060 1.000 0.0900 calc R H16C H Uiso 0.53530 0.14540 0.44340 1.000 0.0900 calc R H17A H Uiso 0.45490 0.10720 0.29060 1.000 0.1520 calc R H17B H Uiso 0.52760 0.05400 0.34220 1.000 0.1520 calc R H17C H Uiso 0.51780 0.23030 0.32360 1.000 0.1520 calc R H19A H Uiso 0.35300 0.68800 0.25750 1.000 0.1120 calc R H19B H Uiso 0.33240 0.73350 0.31600 1.000 0.1120 calc R H19C H Uiso 0.28270 0.80310 0.25560 1.000 0.1120 calc R H20A H Uiso 0.14670 0.54530 0.27950 1.000 0.0860 calc R H20B H Uiso 0.16070 0.71890 0.26360 1.000 0.0860 calc R H20C H Uiso 0.20060 0.65510 0.32720 1.000 0.0860 calc R H21A H Uiso 0.19380 0.44150 0.20090 1.000 0.0870 calc R H21B H Uiso 0.27500 0.49670 0.19210 1.000 0.0870 calc R H21C H Uiso 0.20320 0.61280 0.18030 1.000 0.0870 calc R H23A H Uiso 0.49280 -0.18180 0.05810 1.000 0.1240 calc R H23B H Uiso 0.55400 -0.22020 0.11880 1.000 0.1240 calc R H23C H Uiso 0.54970 -0.05110 0.09250 1.000 0.1240 calc R H24A H Uiso 0.40580 -0.30960 0.10940 1.000 0.1310 calc R H24B H Uiso 0.36500 -0.20280 0.14650 1.000 0.1310 calc R H24C H Uiso 0.44570 -0.28540 0.17700 1.000 0.1310 calc R H25A H Uiso 0.45870 0.00390 0.20470 1.000 0.0750 calc R H25B H Uiso 0.52510 0.06970 0.17830 1.000 0.0750 calc R H25C H Uiso 0.53550 -0.09430 0.20910 1.000 0.0750 calc R H27A H Uiso 0.30070 0.42570 0.10330 1.000 0.0980 calc R H27B H Uiso 0.21850 0.34550 0.07530 1.000 0.0980 calc R H27C H Uiso 0.23560 0.51260 0.05450 1.000 0.0980 calc R H28A H Uiso 0.37660 0.39650 -0.01820 1.000 0.0870 calc R H28B H Uiso 0.39200 0.47100 0.04460 1.000 0.0870 calc R H28C H Uiso 0.32760 0.54280 -0.00880 1.000 0.0870 calc R H29A H Uiso 0.24830 0.28190 -0.06380 1.000 0.1050 calc R H29B H Uiso 0.20180 0.42100 -0.04580 1.000 0.1050 calc R H29C H Uiso 0.18780 0.24990 -0.02710 1.000 0.1050 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 Cu 0.0163(2) 0.0336(2) 0.0202(2) 0.0002(2) 0.0075(2) -0.0040(2) Cl 0.0293(5) 0.0474(6) 0.0439(6) -0.0039(5) 0.0178(5) -0.0149(4) N1 0.0162(14) 0.0284(15) 0.0235(16) 0.0045(13) 0.0076(12) -0.0021(12) N2 0.0203(16) 0.0448(18) 0.0208(16) -0.0022(14) 0.0082(13) -0.0073(14) N3 0.0203(16) 0.0336(17) 0.0258(17) -0.0054(13) 0.0076(13) -0.0042(13) N4 0.0287(18) 0.0400(18) 0.0243(17) 0.0008(14) 0.0107(14) 0.0028(14) N5 0.0219(16) 0.0360(17) 0.0251(16) -0.0013(13) 0.0085(13) -0.0006(13) N6 0.0347(18) 0.0281(16) 0.0275(18) -0.0008(13) 0.0030(14) 0.0011(14) N7 0.0302(18) 0.0342(17) 0.0208(17) 0.0007(13) 0.0043(14) 0.0011(14) C1 0.0229(19) 0.044(2) 0.0217(19) 0.0042(16) 0.0059(15) -0.0004(16) C2 0.023(2) 0.054(3) 0.028(2) -0.0026(18) 0.0063(16) -0.0116(18) C3 0.022(2) 0.049(2) 0.039(2) 0.0043(19) 0.0120(18) -0.0070(18) C4 0.0218(19) 0.039(2) 0.038(2) 0.0028(18) 0.0190(17) -0.0029(16) C5 0.0206(19) 0.0307(19) 0.0249(19) 0.0080(15) 0.0080(15) 0.0037(15) C6 0.027(2) 0.065(3) 0.029(2) -0.011(2) 0.0133(18) -0.0165(19) C7 0.027(2) 0.038(2) 0.037(2) -0.0006(17) 0.0218(18) -0.0012(16) C8 0.0216(19) 0.034(2) 0.0201(18) -0.0025(15) 0.0065(15) -0.0004(15) C9 0.048(3) 0.039(2) 0.032(2) 0.0017(17) 0.026(2) -0.0056(19) C10 0.030(2) 0.046(2) 0.034(2) -0.0030(18) 0.0212(18) -0.0033(17) C11 0.028(2) 0.0316(19) 0.0191(18) 0.0020(14) 0.0107(15) 0.0033(15) C12 0.042(2) 0.031(2) 0.036(2) -0.0046(17) -0.0024(19) -0.0056(18) C13 0.034(2) 0.040(2) 0.035(2) -0.0059(19) -0.0014(18) -0.0054(18) C14 0.041(3) 0.047(3) 0.031(2) 0.0076(18) 0.006(2) 0.0137(19) C15 0.073(5) 0.045(3) 0.163(8) 0.012(4) 0.007(4) 0.009(3) C16 0.051(3) 0.080(4) 0.042(3) 0.007(3) 0.000(2) 0.008(3) C17 0.111(5) 0.156(6) 0.048(3) 0.037(4) 0.038(3) 0.106(5) C18 0.032(2) 0.037(2) 0.035(2) 0.0030(17) 0.0092(18) 0.0065(17) C19 0.072(4) 0.037(3) 0.103(5) 0.018(3) 0.004(4) -0.001(2) C20 0.052(3) 0.071(3) 0.052(3) 0.000(3) 0.019(3) 0.030(3) C21 0.063(3) 0.073(3) 0.033(3) 0.001(2) 0.006(2) 0.029(3) C22 0.050(3) 0.035(2) 0.032(2) 0.0023(18) 0.002(2) 0.0087(19) C23 0.090(5) 0.109(5) 0.045(3) 0.005(3) 0.014(3) 0.071(4) C24 0.110(5) 0.055(3) 0.068(4) 0.031(3) -0.026(3) -0.030(3) C25 0.051(3) 0.047(3) 0.040(3) 0.004(2) -0.006(2) 0.014(2) C26 0.038(2) 0.037(2) 0.024(2) 0.0046(16) 0.0051(17) 0.0070(17) C27 0.076(4) 0.073(4) 0.055(3) 0.014(3) 0.032(3) 0.038(3) C28 0.052(3) 0.054(3) 0.071(4) 0.028(3) 0.020(3) 0.008(2) C29 0.074(4) 0.056(3) 0.055(3) 0.007(3) -0.023(3) 0.010(3) S 0.0267(6) 0.0383(6) 0.0275(5) 0.0034(4) 0.0090(4) 0.0004(4) F1 0.150(4) 0.107(3) 0.078(3) 0.004(2) 0.075(3) 0.049(3) F2 0.170(4) 0.144(4) 0.109(3) 0.081(3) 0.110(3) 0.068(3) F3 0.061(3) 0.129(3) 0.203(6) 0.025(3) 0.084(3) -0.006(2) O1 0.0508(19) 0.0417(17) 0.0384(17) -0.0077(13) -0.0031(15) 0.0067(15) O2 0.049(2) 0.062(2) 0.0398(19) 0.0161(15) 0.0101(15) 0.0181(16) O3 0.039(2) 0.0497(19) 0.057(2) -0.0011(16) -0.0015(16) -0.0116(16) C30 0.079(5) 0.073(4) 0.074(4) 0.025(3) 0.053(4) 0.021(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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Cl 2.2207(12) . . yes Cu N1 1.951(3) . . yes Cu N2 1.968(3) . . yes Cu N3 1.987(3) . . yes S O1 1.440(3) . . yes S O2 1.437(4) . . yes S O3 1.424(4) . . yes S C30 1.806(7) . . yes F1 C30 1.325(8) . . yes F2 C30 1.313(8) . . yes F3 C30 1.319(9) . . yes N1 C1 1.323(5) . . yes N1 C5 1.346(5) . . yes N2 C6 1.464(5) . . yes N2 C8 1.355(5) . . yes N3 C7 1.455(5) . . yes N3 C11 1.343(5) . . yes N4 C8 1.377(5) . . yes N4 C9 1.383(6) . . yes N4 C14 1.505(6) . . yes N5 C8 1.359(5) . . yes N5 C10 1.387(5) . . yes N5 C18 1.509(5) . . yes N6 C22 1.499(6) . . yes N6 C11 1.383(4) . . yes N6 C12 1.380(6) . . yes N7 C11 1.370(5) . . yes N7 C13 1.383(6) . . yes N7 C26 1.496(5) . . yes C1 C2 1.392(5) . . no C1 C6 1.510(5) . . no C2 C3 1.389(6) . . no C3 C4 1.380(6) . . no C4 C5 1.389(5) . . no C5 C7 1.496(6) . . no C9 C10 1.332(6) . . no C12 C13 1.334(6) . . no C14 C16 1.504(7) . . no C14 C17 1.500(10) . . no C14 C15 1.542(8) . . no C18 C21 1.510(6) . . no C18 C20 1.531(7) . . no C18 C19 1.505(7) . . no C22 C23 1.524(9) . . no C22 C24 1.530(8) . . no C22 C25 1.507(6) . . no C26 C27 1.517(7) . . no C26 C28 1.536(7) . . no C26 C29 1.504(8) . . no C2 H2 0.9500 . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C6 H6A 0.9900 . . no C6 H6B 0.9900 . . no C7 H7B 0.9900 . . no C7 H7A 0.9900 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C12 H12 0.9500 . . no C13 H13 0.9500 . . no C15 H15A 0.9800 . . no C15 H15B 0.9800 . . no C15 H15C 0.9800 . . no C16 H16A 0.9800 . . no C16 H16B 0.9800 . . no C16 H16C 0.9800 . . no C17 H17A 0.9800 . . no C17 H17B 0.9800 . . no C17 H17C 0.9800 . . no C19 H19C 0.9800 . . no C19 H19B 0.9800 . . no C19 H19A 0.9800 . . no C20 H20B 0.9800 . . no C20 H20A 0.9800 . . no C20 H20C 0.9800 . . no C21 H21A 0.9800 . . no C21 H21B 0.9800 . . no C21 H21C 0.9800 . . no C23 H23A 0.9800 . . no C23 H23B 0.9800 . . no C23 H23C 0.9800 . . no C24 H24C 0.9800 . . no C24 H24A 0.9800 . . no C24 H24B 0.9800 . . no C25 H25C 0.9800 . . no C25 H25A 0.9800 . . no C25 H25B 0.9800 . . no C27 H27B 0.9800 . . no C27 H27A 0.9800 . . no C27 H27C 0.9800 . . no C28 H28A 0.9800 . . no C28 H28B 0.9800 . . no C28 H28C 0.9800 . . no C29 H29A 0.9800 . . no C29 H29B 0.9800 . . no C29 H29C 0.9800 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl Cu N1 167.57(9) . . . yes Cl Cu N2 101.17(10) . . . yes Cl Cu N3 98.56(10) . . . yes N1 Cu N2 81.14(13) . . . yes N1 Cu N3 80.76(13) . . . yes N2 Cu N3 159.53(14) . . . yes O2 S O3 114.6(2) . . . yes O2 S C30 104.3(3) . . . yes O3 S C30 103.4(3) . . . yes O1 S C30 103.2(2) . . . yes O1 S O2 115.2(2) . . . yes O1 S O3 114.1(2) . . . yes C1 N1 C5 122.7(3) . . . yes Cu N1 C1 118.8(2) . . . yes Cu N1 C5 118.6(2) . . . yes Cu N2 C6 115.8(2) . . . yes Cu N2 C8 124.6(3) . . . yes C6 N2 C8 115.1(3) . . . yes Cu N3 C7 115.8(3) . . . yes C7 N3 C11 118.1(3) . . . yes Cu N3 C11 123.3(3) . . . yes C9 N4 C14 120.0(3) . . . yes C8 N4 C9 108.4(3) . . . yes C8 N4 C14 131.6(3) . . . yes C8 N5 C10 109.4(3) . . . yes C8 N5 C18 127.1(3) . . . yes C10 N5 C18 123.5(3) . . . yes C11 N6 C12 108.1(3) . . . yes C11 N6 C22 131.1(3) . . . yes C12 N6 C22 120.7(3) . . . yes C11 N7 C26 127.9(3) . . . yes C11 N7 C13 108.6(3) . . . yes C13 N7 C26 123.5(3) . . . yes N1 C1 C2 120.8(3) . . . yes N1 C1 C6 115.0(3) . . . yes C2 C1 C6 124.2(4) . . . no C1 C2 C3 117.7(4) . . . no C2 C3 C4 120.5(4) . . . no C3 C4 C5 119.2(4) . . . no N1 C5 C4 119.1(3) . . . yes N1 C5 C7 114.9(3) . . . yes C4 C5 C7 126.0(3) . . . no N2 C6 C1 108.8(3) . . . yes N3 C7 C5 109.4(3) . . . yes N4 C8 N5 106.2(3) . . . yes N2 C8 N4 128.8(3) . . . yes N2 C8 N5 125.0(3) . . . yes N4 C9 C10 108.5(4) . . . yes N5 C10 C9 107.5(4) . . . yes N3 C11 N7 125.1(3) . . . yes N6 C11 N7 106.5(3) . . . yes N3 C11 N6 128.4(3) . . . yes N6 C12 C13 108.6(4) . . . yes N7 C13 C12 108.2(4) . . . yes N4 C14 C17 113.0(4) . . . yes C15 C14 C16 107.5(5) . . . no N4 C14 C16 108.9(4) . . . yes N4 C14 C15 107.5(5) . . . yes C15 C14 C17 108.8(5) . . . no C16 C14 C17 110.9(5) . . . no C19 C18 C21 111.5(4) . . . no N5 C18 C19 109.6(4) . . . yes N5 C18 C20 108.8(3) . . . yes N5 C18 C21 109.6(4) . . . yes C19 C18 C20 108.2(4) . . . no C20 C18 C21 109.2(4) . . . no C24 C22 C25 106.5(4) . . . no N6 C22 C24 106.9(4) . . . yes N6 C22 C23 106.6(4) . . . yes C23 C22 C25 110.5(5) . . . no N6 C22 C25 113.8(4) . . . yes C23 C22 C24 112.6(5) . . . no N7 C26 C27 110.2(4) . . . yes C27 C26 C28 109.8(4) . . . no N7 C26 C28 109.3(4) . . . yes N7 C26 C29 109.5(3) . . . yes C27 C26 C29 110.1(5) . . . no C28 C26 C29 107.9(4) . . . no C3 C2 H2 121.00 . . . no C1 C2 H2 121.00 . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no C3 C4 H4 120.00 . . . no C5 C4 H4 120.00 . . . no C1 C6 H6B 110.00 . . . no H6A C6 H6B 108.00 . . . no C1 C6 H6A 110.00 . . . no N2 C6 H6A 110.00 . . . no N2 C6 H6B 110.00 . . . no C5 C7 H7A 110.00 . . . no N3 C7 H7A 110.00 . . . no N3 C7 H7B 110.00 . . . no C5 C7 H7B 110.00 . . . no H7A C7 H7B 108.00 . . . no C10 C9 H9 126.00 . . . no N4 C9 H9 126.00 . . . no C9 C10 H10 126.00 . . . no N5 C10 H10 126.00 . . . no N6 C12 H12 126.00 . . . no C13 C12 H12 126.00 . . . no C12 C13 H13 126.00 . . . no N7 C13 H13 126.00 . . . no C14 C15 H15B 109.00 . . . no C14 C15 H15A 110.00 . . . no H15A C15 H15C 110.00 . . . no C14 C15 H15C 109.00 . . . no H15A C15 H15B 109.00 . . . no H15B C15 H15C 109.00 . . . no C14 C16 H16C 109.00 . . . no C14 C16 H16A 109.00 . . . no C14 C16 H16B 109.00 . . . no H16B C16 H16C 109.00 . . . no H16A C16 H16B 110.00 . . . no H16A C16 H16C 110.00 . . . no H17A C17 H17B 109.00 . . . no H17A C17 H17C 109.00 . . . no H17B C17 H17C 109.00 . . . no C14 C17 H17C 110.00 . . . no C14 C17 H17A 110.00 . . . no C14 C17 H17B 109.00 . . . no C18 C19 H19A 109.00 . . . no H19A C19 H19B 109.00 . . . no C18 C19 H19B 110.00 . . . no C18 C19 H19C 109.00 . . . no H19A C19 H19C 109.00 . . . no H19B C19 H19C 110.00 . . . no C18 C20 H20B 109.00 . . . no C18 C20 H20A 109.00 . . . no H20A C20 H20B 110.00 . . . no H20A C20 H20C 109.00 . . . no C18 C20 H20C 109.00 . . . no H20B C20 H20C 109.00 . . . no C18 C21 H21C 110.00 . . . no H21A C21 H21B 109.00 . . . no C18 C21 H21A 110.00 . . . no C18 C21 H21B 109.00 . . . no H21A C21 H21C 109.00 . . . no H21B C21 H21C 109.00 . . . no H23A C23 H23C 110.00 . . . no C22 C23 H23A 109.00 . . . no C22 C23 H23B 109.00 . . . no C22 C23 H23C 109.00 . . . no H23A C23 H23B 110.00 . . . no H23B C23 H23C 110.00 . . . no H24A C24 H24C 109.00 . . . no C22 C24 H24B 109.00 . . . no H24B C24 H24C 109.00 . . . no C22 C24 H24A 110.00 . . . no C22 C24 H24C 109.00 . . . no H24A C24 H24B 110.00 . . . no C22 C25 H25B 109.00 . . . no C22 C25 H25A 109.00 . . . no H25A C25 H25C 109.00 . . . no C22 C25 H25C 110.00 . . . no H25A C25 H25B 110.00 . . . no H25B C25 H25C 109.00 . . . no C26 C27 H27C 110.00 . . . no C26 C27 H27A 109.00 . . . no C26 C27 H27B 110.00 . . . no H27A C27 H27C 109.00 . . . no H27B C27 H27C 109.00 . . . no H27A C27 H27B 109.00 . . . no H28A C28 H28B 109.00 . . . no H28A C28 H28C 110.00 . . . no C26 C28 H28A 109.00 . . . no C26 C28 H28B 110.00 . . . no C26 C28 H28C 110.00 . . . no H28B C28 H28C 109.00 . . . no H29B C29 H29C 110.00 . . . no C26 C29 H29A 109.00 . . . no C26 C29 H29B 109.00 . . . no C26 C29 H29C 109.00 . . . no H29A C29 H29B 109.00 . . . no H29A C29 H29C 109.00 . . . no S C30 F1 111.8(5) . . . yes S C30 F2 111.9(5) . . . yes S C30 F3 110.9(5) . . . yes F1 C30 F2 108.8(6) . . . yes F1 C30 F3 105.5(6) . . . yes F2 C30 F3 107.6(6) . . . yes _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.609 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.056 #============================================================================= # end of cif data for "dpet3" (compound (8)CF3SO3 in manuscript) #============================================================================= #============================================================================= # cif data for "dpet8" (compound (7)PF6 in manuscript) #============================================================================= data_dpet8 _database_code_depnum_ccdc_archive 'CCDC 638694' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C30 H48 Cu N7 O3, C3 H6 O, F6 P' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33 H54 Cu F6 N7 O4 P' _chemical_formula_weight 821.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source P P 0.1023 0.0942 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 9.3457(1) _cell_length_b 16.0642(1) _cell_length_c 28.0336(2) _cell_angle_alpha 89.1268(3) _cell_angle_beta 81.5051(3) _cell_angle_gamma 74.4997(5) _cell_volume 4009.85(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 14279 _cell_measurement_theta_min 1.47 _cell_measurement_theta_max 25.38 _exptl_crystal_description fragment _exptl_crystal_colour green _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.240 _exptl_crystal_size_min 0.100 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method none _exptl_crystal_F_000 1724 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'applied during the scaling procedure by DENZO; Nonius, 2001b' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'NONIUS FR 591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ' \k-geometry diffractometer ' _diffrn_measurement_device_type ' Nonius \k-CCD diffractometer' _diffrn_measurement_method ' phi- and omega-rotation ' _diffrn_detector ' CCD plate ' _diffrn_detector_area_resol_mean 18 # 9 for binned mode _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 62895 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.38 _reflns_number_total 14678 _reflns_number_gt 12242 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa-CCD Control Software (Nonius, 2001a)' _computing_cell_refinement 'DENZO (Nonius, 2001b)' _computing_data_reduction 'DENZO (Nonius, 2001b)' _computing_structure_solution 'SIR92 (Altomare, 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 'w=1/[\s^2^(Fo^2^)+(0.0494P)^2^+5.6590P] 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 'Free hydrogen carbonates, rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_number_reflns 14678 _refine_ls_number_parameters 1012 _refine_ls_number_restraints 90 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1228 _refine_ls_wR_factor_gt 0.1161 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Cu1 Cu Uani 0.64651(4) 0.12837(2) 0.36193(1) 1.000 0.0232(1) . . O1 O Uani 0.5236(3) 0.05890(14) 0.39163(7) 1.000 0.0401(7) . . O2 O Uani 0.6022(3) 0.0461(2) 0.46230(9) 1.000 0.0634(10) . . O3 O Uani 0.4060(3) -0.00095(18) 0.44912(9) 1.000 0.0558(9) . . N1 N Uani 0.7572(2) 0.19652(14) 0.32274(8) 1.000 0.0229(6) . . N2 N Uani 0.8053(3) 0.03397(14) 0.32804(9) 1.000 0.0325(8) . . N3 N Uani 0.5133(2) 0.24391(14) 0.38148(8) 1.000 0.0266(7) . . N4 N Uani 0.9157(3) -0.09208(15) 0.37315(9) 1.000 0.0335(8) . . N5 N Uani 0.7616(3) -0.10700(15) 0.32409(9) 1.000 0.0359(8) . . N6 N Uani 0.4113(3) 0.27403(15) 0.46741(9) 1.000 0.0330(8) . . N7 N Uani 0.2572(3) 0.26166(15) 0.41777(9) 1.000 0.0316(8) . . C1 C Uani 0.8762(3) 0.15625(18) 0.29105(10) 1.000 0.0281(8) . . C2 C Uani 0.9481(4) 0.2037(2) 0.25882(11) 1.000 0.0393(10) . . C3 C Uani 0.8922(4) 0.2926(2) 0.26016(12) 1.000 0.0446(11) . . C4 C Uani 0.7682(4) 0.33327(19) 0.29304(11) 1.000 0.0357(10) . . C5 C Uani 0.7025(3) 0.28264(17) 0.32444(10) 1.000 0.0264(8) . . C6 C Uani 0.9198(3) 0.05917(19) 0.29418(11) 1.000 0.0331(9) . . C7 C Uani 0.5693(3) 0.31621(17) 0.36281(11) 1.000 0.0305(8) . . C8 C Uani 0.8295(3) -0.04924(17) 0.34025(10) 1.000 0.0299(8) . . C9 C Uani 0.9038(4) -0.1760(2) 0.37579(12) 1.000 0.0447(10) . . C10 C Uani 0.8097(4) -0.1849(2) 0.34619(13) 1.000 0.0463(11) . . C11 C Uani 0.4027(3) 0.26035(17) 0.41986(10) 1.000 0.0275(8) . . C12 C Uani 0.2698(4) 0.2851(2) 0.49365(12) 1.000 0.0444(11) . . C13 C Uani 0.1769(4) 0.2765(2) 0.46374(12) 1.000 0.0438(11) . . C14 C Uani 1.0178(4) -0.0623(2) 0.40216(11) 1.000 0.0391(10) . . C15 C Uani 0.9717(4) 0.0357(2) 0.41046(12) 1.000 0.0452(11) . . C16 C Uani 1.1775(4) -0.0934(3) 0.37561(14) 1.000 0.0557(12) . . C17 C Uani 1.0051(5) -0.1024(2) 0.45209(12) 1.000 0.0585(14) . . C18 C Uani 0.6630(4) -0.09664(19) 0.28520(11) 1.000 0.0386(10) . . C19' C Uani 0.6052(18) -0.0049(5) 0.2720(4) 0.501(17) 0.060(4) . . C20' C Uani 0.7627(12) -0.1470(10) 0.2415(4) 0.501(17) 0.067(4) . . C21' C Uani 0.5413(14) -0.1367(12) 0.3053(6) 0.501(17) 0.084(6) . . C22 C Uani 0.5408(4) 0.2831(2) 0.49149(11) 1.000 0.0381(10) . . C23 C Uani 0.5278(4) 0.3796(2) 0.49650(14) 1.000 0.0501(11) . . C24 C Uani 0.6925(4) 0.2351(2) 0.46356(13) 1.000 0.0449(11) . . C25 C Uani 0.5277(4) 0.2435(3) 0.54139(13) 1.000 0.0555(12) . . C26 C Uani 0.1892(3) 0.2548(2) 0.37282(12) 1.000 0.0378(10) . . C27 C Uani 0.0205(4) 0.2682(2) 0.38769(14) 1.000 0.0490(11) . . C28 C Uani 0.2558(4) 0.1663(2) 0.34842(15) 1.000 0.0544(14) . . C29 C Uani 0.2151(4) 0.3250(2) 0.33806(13) 1.000 0.0502(12) . . C30 C Uani 0.5169(4) 0.03578(19) 0.43467(11) 1.000 0.0360(10) . . C20 C Uani 0.7538(13) -0.0916(13) 0.2368(3) 0.499(17) 0.076(5) . . C21 C Uani 0.5908(19) -0.1723(7) 0.2851(7) 0.499(17) 0.083(6) . . C19 C Uani 0.5266(12) -0.0161(6) 0.2924(4) 0.499(17) 0.051(3) . . Cu2 Cu Uani 0.99458(4) 0.67662(2) 0.12259(1) 1.000 0.0287(1) . . O4 O Uani 0.8681(3) 0.65325(15) 0.07901(8) 1.000 0.0449(8) . . O5 O Uani 1.0536(3) 0.5478(2) 0.04187(10) 1.000 0.0647(10) . . O6 O Uani 0.8237(3) 0.5789(2) 0.02105(10) 1.000 0.0603(10) . . N8 N Uani 1.0861(3) 0.71688(15) 0.17200(8) 1.000 0.0299(7) . . N9 N Uani 1.0537(3) 0.77136(16) 0.08799(8) 1.000 0.0354(8) . . N10 N Uani 0.9718(3) 0.58996(16) 0.17110(8) 1.000 0.0329(8) . . N11 N Uani 1.1518(3) 0.75078(17) 0.00240(9) 1.000 0.0370(8) . . N12 N Uani 0.9258(3) 0.83626(17) 0.02197(9) 1.000 0.0406(9) . . N13 N Uani 1.0186(3) 0.43779(16) 0.14975(9) 1.000 0.0365(8) . . N14 N Uani 0.7833(3) 0.51308(17) 0.16677(9) 1.000 0.0372(8) . . C31 C Uani 1.1385(3) 0.78663(19) 0.16356(11) 1.000 0.0330(9) . . C32 C Uani 1.1956(4) 0.8202(2) 0.19967(12) 1.000 0.0427(11) . . C33 C Uani 1.1940(4) 0.7808(2) 0.24386(12) 1.000 0.0484(11) . . C34 C Uani 1.1387(4) 0.7094(2) 0.25182(11) 1.000 0.0432(11) . . C35 C Uani 1.0860(3) 0.67751(19) 0.21455(10) 1.000 0.0328(9) . . C36 C Uani 1.1274(4) 0.8222(2) 0.11383(11) 1.000 0.0395(10) . . C37 C Uani 1.0207(4) 0.6013(2) 0.21701(11) 1.000 0.0388(10) . . C38 C Uani 1.0453(4) 0.78634(19) 0.04091(10) 1.000 0.0335(9) . . C39 C Uani 1.0970(4) 0.7796(2) -0.03953(11) 1.000 0.0469(11) . . C40 C Uani 0.9591(4) 0.8313(2) -0.02780(12) 1.000 0.0498(11) . . C41 C Uani 0.9284(3) 0.51838(19) 0.16395(10) 1.000 0.0313(9) . . C42 C Uani 0.9290(4) 0.3842(2) 0.14393(12) 1.000 0.0463(11) . . C43 C Uani 0.7861(4) 0.4300(2) 0.15389(13) 1.000 0.0472(12) . . C44 C Uani 1.3104(4) 0.6956(2) 0.00078(11) 1.000 0.0405(10) . . C45 C Uani 1.3430(5) 0.6285(2) -0.04010(13) 1.000 0.0545(12) . . C46 C Uani 1.3368(4) 0.6471(3) 0.04689(13) 1.000 0.0566(14) . . C47 C Uani 1.4132(5) 0.7559(3) -0.00943(17) 1.000 0.0646(16) . . C48 C Uani 0.7771(4) 0.8905(2) 0.04648(13) 1.000 0.0491(12) . . C49 C Uani 0.7709(7) 0.9842(3) 0.0318(2) 0.839(6) 0.078(2) . . C50 C Uani 0.6592(6) 0.8584(5) 0.0276(2) 0.839(6) 0.086(3) . . C51 C Uani 0.7577(6) 0.8869(3) 0.10079(16) 0.839(6) 0.0644(17) . . C52 C Uani 1.1876(4) 0.4040(2) 0.14348(13) 1.000 0.0491(11) . . C53 C Uani 1.2359(6) 0.3360(3) 0.10228(18) 1.000 0.0835(19) . . C54 C Uani 1.2296(4) 0.3621(3) 0.19019(17) 1.000 0.0739(16) . . C55 C Uani 1.2651(4) 0.4744(3) 0.13003(16) 1.000 0.0591(14) . . C56 C Uani 0.6366(4) 0.5796(2) 0.18130(13) 1.000 0.0454(11) . . C57 C Uani 0.5475(5) 0.5405(4) 0.22161(17) 1.000 0.0850(19) . . C58 C Uani 0.6538(5) 0.6643(3) 0.19911(19) 1.000 0.0757(18) . . C59 C Uani 0.5569(5) 0.5956(3) 0.13733(15) 1.000 0.0640(16) . . C60 C Uani 0.9215(4) 0.5930(2) 0.04791(11) 1.000 0.0446(11) . . C50' C Uiso 0.688(3) 0.8346(15) 0.0806(8) 0.161(6) 0.062(5) . . C51' C Uiso 0.787(3) 0.9601(13) 0.0807(8) 0.161(6) 0.062(5) . . C49' C Uiso 0.656(2) 0.9265(17) 0.0137(8) 0.161(6) 0.062(5) . . O7 O Uani 0.6561(4) 0.26627(18) 0.15157(10) 1.000 0.0699(10) . . C61 C Uani 0.6548(4) 0.2023(2) 0.17421(13) 1.000 0.0490(12) . . C62 C Uani 0.7453(6) 0.1151(3) 0.15529(18) 1.000 0.0842(19) . . C63 C Uani 0.5615(5) 0.2066(3) 0.22249(14) 1.000 0.0588(14) . . O8 O Uani 0.1223(4) 0.67264(18) 0.44146(13) 1.000 0.0790(13) . . C64 C Uani 0.1809(5) 0.6009(3) 0.42477(17) 1.000 0.0643(16) . . C65 C Uani 0.2789(7) 0.5865(4) 0.3777(2) 1.000 0.107(3) . . C66 C Uani 0.1577(7) 0.5243(3) 0.4506(2) 1.000 0.102(3) . . P1 P Uani 0.27123(12) 0.06117(6) 0.14911(3) 1.000 0.0513(3) . . F1 F Uani 0.3854(4) 0.0939(2) 0.11298(16) 1.000 0.1492(19) . . F2 F Uani 0.2405(6) 0.0106(3) 0.10654(14) 1.000 0.154(2) . . F3 F Uani 0.1490(3) 0.02971(17) 0.18426(12) 1.000 0.1032(11) . . F4 F Uani 0.2925(4) 0.1165(3) 0.19160(13) 1.000 0.1241(16) . . F5 F Uani 0.1413(3) 0.14404(18) 0.13921(11) 1.000 0.0920(11) . . F6 F Uani 0.3928(4) -0.0210(2) 0.15964(15) 1.000 0.1454(16) . . P2 P Uani 0.81441(12) 0.55502(6) 0.35625(4) 1.000 0.0505(3) . . F7 F Uani 0.9501(4) 0.5962(2) 0.34087(11) 1.000 0.1039(14) . . F8 F Uani 0.8554(6) 0.5035(3) 0.30674(12) 1.000 0.153(2) . . F9 F Uani 0.6816(4) 0.5127(2) 0.37017(14) 1.000 0.1189(16) . . F10 F Uani 0.7824(4) 0.6071(3) 0.40406(12) 1.000 0.1319(16) . . F11 F Uani 0.7160(5) 0.6313(2) 0.33201(19) 1.000 0.171(2) . . F12 F Uani 0.9169(5) 0.4802(2) 0.37923(18) 1.000 0.155(2) . . H2 H Uiso 1.03360 0.17590 0.23640 1.000 0.0470 calc R H3 H Uiso 0.406(5) -0.019(3) 0.4810(17) 1.000 0.080(14) . . H12 H Uiso 0.24360 0.29680 0.52740 1.000 0.0530 calc R H13 H Uiso 0.07330 0.28000 0.47240 1.000 0.0520 calc R H19D H Uiso 0.68970 0.01800 0.25890 0.501(17) 0.0890 calc . H19E H Uiso 0.54920 0.02920 0.30080 0.501(17) 0.0890 calc . H19F H Uiso 0.53870 -0.00160 0.24770 0.501(17) 0.0890 calc . H20D H Uiso 0.79910 -0.20790 0.24960 0.501(17) 0.1000 calc . H20E H Uiso 0.84840 -0.12300 0.23200 0.501(17) 0.1000 calc . H20F H Uiso 0.70480 -0.14270 0.21470 0.501(17) 0.1000 calc . H21D H Uiso 0.58430 -0.19850 0.30960 0.501(17) 0.1260 calc . H21E H Uiso 0.46770 -0.12890 0.28290 0.501(17) 0.1260 calc . H21F H Uiso 0.49180 -0.10900 0.33650 0.501(17) 0.1260 calc . H31 H Uiso 0.93940 0.32620 0.23820 1.000 0.0540 calc R H4 H Uiso 0.72960 0.39440 0.29390 1.000 0.0430 calc R H9 H Uiso 0.95410 -0.21970 0.39530 1.000 0.0540 calc R H10 H Uiso 0.78050 -0.23600 0.34110 1.000 0.0550 calc R H72 H Uiso 0.48960 0.35910 0.34900 1.000 0.0370 calc R H151 H Uiso 0.98390 0.06400 0.37950 1.000 0.0680 calc R H152 H Uiso 1.03530 0.05140 0.43170 1.000 0.0680 calc R H153 H Uiso 0.86640 0.05450 0.42550 1.000 0.0680 calc R H161 H Uiso 1.18230 -0.06990 0.34310 1.000 0.0840 calc R H162 H Uiso 1.20740 -0.15670 0.37330 1.000 0.0840 calc R H163 H Uiso 1.24570 -0.07360 0.39330 1.000 0.0840 calc R H171 H Uiso 0.89990 -0.08620 0.46740 1.000 0.0880 calc R H172 H Uiso 1.06590 -0.08110 0.47220 1.000 0.0880 calc R H173 H Uiso 1.04130 -0.16550 0.44860 1.000 0.0880 calc R H231 H Uiso 0.43200 0.40820 0.51620 1.000 0.0750 calc R H232 H Uiso 0.53240 0.40490 0.46450 1.000 0.0750 calc R H233 H Uiso 0.61080 0.38750 0.51200 1.000 0.0750 calc R H241 H Uiso 0.69500 0.17440 0.45880 1.000 0.0670 calc R H242 H Uiso 0.77250 0.23860 0.48180 1.000 0.0670 calc R H243 H Uiso 0.70740 0.26150 0.43210 1.000 0.0670 calc R H251 H Uiso 0.43690 0.27740 0.56170 1.000 0.0830 calc R H252 H Uiso 0.61600 0.24380 0.55630 1.000 0.0830 calc R H253 H Uiso 0.52180 0.18390 0.53810 1.000 0.0830 calc R H271 H Uiso 0.00310 0.22310 0.41000 1.000 0.0730 calc R H272 H Uiso -0.02640 0.26510 0.35900 1.000 0.0730 calc R H273 H Uiso -0.02330 0.32510 0.40370 1.000 0.0730 calc R H281 H Uiso 0.24880 0.12140 0.37210 1.000 0.0820 calc R H282 H Uiso 0.36140 0.15980 0.33530 1.000 0.0820 calc R H283 H Uiso 0.20010 0.16040 0.32220 1.000 0.0820 calc R H291 H Uiso 0.18750 0.38070 0.35560 1.000 0.0750 calc R H292 H Uiso 0.15310 0.32850 0.31240 1.000 0.0750 calc R H293 H Uiso 0.32120 0.31100 0.32390 1.000 0.0750 calc R H61 H Uiso 0.92750 0.03250 0.26200 1.000 0.0400 calc R H62 H Uiso 1.01870 0.03910 0.30540 1.000 0.0400 calc R H71 H Uiso 0.59910 0.34500 0.38920 1.000 0.0370 calc R H19A H Uiso 0.46680 -0.01780 0.32400 0.499(17) 0.0770 calc . H19B H Uiso 0.46460 -0.01570 0.26700 0.499(17) 0.0770 calc . H19C H Uiso 0.56190 0.03620 0.29060 0.499(17) 0.0770 calc . H20A H Uiso 0.83630 -0.14430 0.23050 0.499(17) 0.1130 calc . H20B H Uiso 0.79480 -0.04140 0.23670 0.499(17) 0.1130 calc . H20C H Uiso 0.68940 -0.08560 0.21170 0.499(17) 0.1130 calc . H21A H Uiso 0.54570 -0.18090 0.31800 0.499(17) 0.1240 calc . H21B H Uiso 0.66780 -0.22500 0.27300 0.499(17) 0.1240 calc . H21C H Uiso 0.51290 -0.15900 0.26410 0.499(17) 0.1240 calc . H6 H Uiso 0.875(7) 0.536(4) 0.000(2) 1.000 0.14(2) . . H32 H Uiso 1.23480 0.86880 0.19410 1.000 0.0510 calc R H40 H Uiso 0.89480 0.85970 -0.04980 1.000 0.0600 calc R H42 H Uiso 0.96320 0.32480 0.13440 1.000 0.0560 calc R H43 H Uiso 0.70080 0.40910 0.15240 1.000 0.0570 calc R H361 H Uiso 1.06860 0.88350 0.11610 1.000 0.0470 calc R H362 H Uiso 1.22890 0.81870 0.09630 1.000 0.0470 calc R H371 H Uiso 1.09720 0.54850 0.22400 1.000 0.0470 calc R H372 H Uiso 0.93420 0.61100 0.24330 1.000 0.0470 calc R H451 H Uiso 1.33920 0.65770 -0.07100 1.000 0.0820 calc R H452 H Uiso 1.26760 0.59570 -0.03550 1.000 0.0820 calc R H453 H Uiso 1.44310 0.58910 -0.04010 1.000 0.0820 calc R H461 H Uiso 1.26050 0.61550 0.05520 1.000 0.0850 calc R H462 H Uiso 1.33030 0.68820 0.07310 1.000 0.0850 calc R H33 H Uiso 1.23140 0.80320 0.26910 1.000 0.0580 calc R H34 H Uiso 1.13710 0.68280 0.28230 1.000 0.0520 calc R H39 H Uiso 1.14870 0.76510 -0.07130 1.000 0.0560 calc R H473 H Uiso 1.38680 0.80090 0.01600 1.000 0.0970 calc R H491 H Uiso 0.77930 0.98790 -0.00340 0.839(6) 0.1180 calc . H492 H Uiso 0.85420 1.00120 0.04270 0.839(6) 0.1180 calc . H493 H Uiso 0.67540 1.02290 0.04670 0.839(6) 0.1180 calc . H501 H Uiso 0.66690 0.86610 -0.00730 0.839(6) 0.1290 calc . H502 H Uiso 0.55960 0.89120 0.04330 0.839(6) 0.1290 calc . H503 H Uiso 0.67400 0.79700 0.03460 0.839(6) 0.1290 calc . H511 H Uiso 0.83970 0.90390 0.11260 0.839(6) 0.0970 calc . H512 H Uiso 0.75940 0.82790 0.11060 0.839(6) 0.0970 calc . H513 H Uiso 0.66150 0.92650 0.11440 0.839(6) 0.0970 calc . H531 H Uiso 1.19690 0.36140 0.07320 1.000 0.1260 calc R H532 H Uiso 1.19590 0.28670 0.11160 1.000 0.1260 calc R H533 H Uiso 1.34580 0.31660 0.09570 1.000 0.1260 calc R H541 H Uiso 1.18830 0.31220 0.19580 1.000 0.1110 calc R H542 H Uiso 1.18850 0.40410 0.21710 1.000 0.1110 calc R H543 H Uiso 1.33920 0.34300 0.18790 1.000 0.1110 calc R H551 H Uiso 1.23250 0.50190 0.10060 1.000 0.0890 calc R H552 H Uiso 1.37410 0.44920 0.12450 1.000 0.0890 calc R H553 H Uiso 1.23890 0.51780 0.15630 1.000 0.0890 calc R H571 H Uiso 0.60320 0.52800 0.24900 1.000 0.1270 calc R H572 H Uiso 0.53250 0.48690 0.20970 1.000 0.1270 calc R H573 H Uiso 0.44970 0.58170 0.23190 1.000 0.1270 calc R H581 H Uiso 0.71410 0.65350 0.22550 1.000 0.1140 calc R H582 H Uiso 0.55450 0.70270 0.21080 1.000 0.1140 calc R H583 H Uiso 0.70400 0.69150 0.17260 1.000 0.1140 calc R H591 H Uiso 0.54920 0.54050 0.12490 1.000 0.0960 calc R H592 H Uiso 0.61390 0.62230 0.11240 1.000 0.0960 calc R H593 H Uiso 0.45600 0.63430 0.14630 1.000 0.0960 calc R H463 H Uiso 1.43680 0.60610 0.04210 1.000 0.0850 calc R H471 H Uiso 1.40040 0.78280 -0.04070 1.000 0.0970 calc R H472 H Uiso 1.51790 0.72250 -0.01010 1.000 0.0970 calc R H49A H Uiso 0.55940 0.95270 0.03370 0.161(6) 0.0750 calc . H49B H Uiso 0.64590 0.87930 -0.00620 0.161(6) 0.0750 calc . H49C H Uiso 0.68560 0.97030 -0.00730 0.161(6) 0.0750 calc . H50A H Uiso 0.66390 0.79160 0.06090 0.161(6) 0.0750 calc . H50B H Uiso 0.59450 0.87270 0.09750 0.161(6) 0.0750 calc . H50C H Uiso 0.75010 0.80510 0.10420 0.161(6) 0.0750 calc . H51A H Uiso 0.84080 0.93320 0.10690 0.161(6) 0.0750 calc . H51B H Uiso 0.68580 0.99380 0.09420 0.161(6) 0.0750 calc . H51C H Uiso 0.84150 0.99830 0.06310 0.161(6) 0.0750 calc . H621 H Uiso 0.78450 0.11850 0.12110 1.000 0.1260 calc R H622 H Uiso 0.68180 0.07500 0.15880 1.000 0.1260 calc R H623 H Uiso 0.82910 0.09420 0.17350 1.000 0.1260 calc R H631 H Uiso 0.52840 0.26650 0.23480 1.000 0.0880 calc R H632 H Uiso 0.62120 0.17040 0.24480 1.000 0.0880 calc R H633 H Uiso 0.47370 0.18570 0.21960 1.000 0.0880 calc R H651 H Uiso 0.27830 0.64220 0.36300 1.000 0.1600 calc R H652 H Uiso 0.24210 0.55140 0.35660 1.000 0.1600 calc R H653 H Uiso 0.38160 0.55610 0.38240 1.000 0.1600 calc R H661 H Uiso 0.12510 0.53920 0.48500 1.000 0.1530 calc R H662 H Uiso 0.25200 0.47830 0.44650 1.000 0.1530 calc R H663 H Uiso 0.08060 0.50440 0.43760 1.000 0.1530 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 0.0252(2) 0.0195(2) 0.0232(2) 0.0005(1) 0.0004(1) -0.0052(1) O1 0.0507(14) 0.0395(12) 0.0336(11) 0.0104(9) -0.0019(10) -0.0209(10) O2 0.0716(18) 0.099(2) 0.0439(14) 0.0284(14) -0.0172(13) -0.0614(17) O3 0.0659(17) 0.0762(18) 0.0442(14) 0.0243(13) -0.0143(12) -0.0496(15) N1 0.0223(11) 0.0256(11) 0.0214(11) 0.0016(9) -0.0045(9) -0.0068(9) N2 0.0352(14) 0.0210(12) 0.0337(13) -0.0010(10) 0.0083(11) -0.0015(10) N3 0.0235(12) 0.0205(11) 0.0335(13) -0.0030(9) 0.0021(10) -0.0052(9) N4 0.0418(15) 0.0234(12) 0.0318(13) -0.0012(10) -0.0046(11) -0.0029(11) N5 0.0432(15) 0.0242(12) 0.0374(14) -0.0027(10) -0.0068(12) -0.0034(11) N6 0.0294(13) 0.0320(13) 0.0342(13) -0.0060(10) -0.0013(10) -0.0038(10) N7 0.0251(12) 0.0306(13) 0.0371(14) -0.0059(10) 0.0018(10) -0.0071(10) C1 0.0248(14) 0.0335(15) 0.0247(14) 0.0002(11) -0.0028(11) -0.0063(12) C2 0.0382(18) 0.0470(19) 0.0319(16) 0.0020(14) 0.0050(13) -0.0155(15) C3 0.051(2) 0.048(2) 0.0387(18) 0.0124(15) 0.0014(15) -0.0250(16) C4 0.0422(18) 0.0292(15) 0.0394(17) 0.0096(13) -0.0083(14) -0.0152(13) C5 0.0266(14) 0.0255(14) 0.0305(14) 0.0017(11) -0.0088(12) -0.0104(11) C6 0.0301(15) 0.0328(15) 0.0308(15) -0.0019(12) 0.0044(12) -0.0034(12) C7 0.0299(15) 0.0217(13) 0.0389(16) -0.0005(12) -0.0035(13) -0.0059(12) C8 0.0340(16) 0.0220(14) 0.0275(14) -0.0049(11) 0.0032(12) -0.0010(12) C9 0.062(2) 0.0239(15) 0.0456(19) 0.0051(14) -0.0098(17) -0.0063(15) C10 0.063(2) 0.0235(15) 0.053(2) 0.0027(14) -0.0140(18) -0.0101(15) C11 0.0262(14) 0.0200(13) 0.0339(15) -0.0034(11) -0.0018(12) -0.0034(11) C12 0.0380(18) 0.053(2) 0.0359(17) -0.0105(15) 0.0072(14) -0.0075(15) C13 0.0317(17) 0.052(2) 0.0431(19) -0.0102(15) 0.0102(14) -0.0113(15) C14 0.0474(19) 0.0343(16) 0.0325(16) -0.0036(13) -0.0094(14) -0.0033(14) C15 0.058(2) 0.0359(17) 0.0422(18) -0.0050(14) -0.0116(16) -0.0111(16) C16 0.043(2) 0.064(2) 0.054(2) -0.0198(19) -0.0134(17) 0.0008(18) C17 0.093(3) 0.043(2) 0.0362(19) 0.0003(15) -0.0200(19) -0.007(2) C18 0.0417(18) 0.0332(16) 0.0402(17) -0.0082(13) -0.0091(14) -0.0067(14) C19' 0.082(9) 0.048(5) 0.057(6) 0.007(4) -0.047(6) -0.012(5) C20' 0.056(5) 0.084(8) 0.047(5) -0.027(6) -0.018(4) 0.010(6) C21' 0.048(6) 0.111(12) 0.109(11) 0.047(9) -0.034(6) -0.039(8) C22 0.0374(17) 0.0341(16) 0.0406(17) -0.0074(13) -0.0146(14) -0.0007(13) C23 0.055(2) 0.0383(18) 0.059(2) -0.0119(16) -0.0224(18) -0.0076(16) C24 0.0340(17) 0.049(2) 0.051(2) -0.0064(16) -0.0132(15) -0.0057(15) C25 0.059(2) 0.056(2) 0.042(2) -0.0005(17) -0.0127(17) 0.0036(18) C26 0.0263(16) 0.0384(17) 0.0481(19) -0.0076(14) -0.0082(14) -0.0059(13) C27 0.0282(17) 0.052(2) 0.068(2) -0.0048(18) -0.0080(16) -0.0121(15) C28 0.0382(19) 0.055(2) 0.069(3) -0.0234(19) -0.0165(18) -0.0048(16) C29 0.046(2) 0.062(2) 0.046(2) 0.0045(17) -0.0117(16) -0.0181(18) C30 0.0421(18) 0.0317(16) 0.0354(17) 0.0069(13) -0.0036(14) -0.0133(14) C20 0.056(6) 0.121(12) 0.040(5) -0.015(6) -0.008(4) -0.006(7) C21 0.097(11) 0.057(7) 0.114(12) 0.003(6) -0.060(8) -0.029(7) C19 0.042(5) 0.045(5) 0.067(6) -0.011(4) -0.026(5) -0.001(4) Cu2 0.0363(2) 0.0304(2) 0.0214(2) -0.0026(1) -0.0040(1) -0.0122(2) O4 0.0571(15) 0.0526(14) 0.0341(12) -0.0017(10) -0.0153(11) -0.0256(12) O5 0.0543(17) 0.089(2) 0.0565(16) -0.0278(15) -0.0148(13) -0.0241(16) O6 0.0584(17) 0.081(2) 0.0493(15) -0.0189(14) -0.0193(13) -0.0247(15) N8 0.0332(13) 0.0317(13) 0.0250(12) -0.0049(10) -0.0036(10) -0.0091(10) N9 0.0530(16) 0.0355(14) 0.0233(12) 0.0003(10) -0.0070(11) -0.0210(12) N10 0.0444(15) 0.0327(13) 0.0267(12) 0.0039(10) -0.0102(11) -0.0165(11) N11 0.0447(15) 0.0396(14) 0.0266(13) 0.0014(11) -0.0040(11) -0.0120(12) N12 0.0494(17) 0.0372(14) 0.0331(14) 0.0008(11) -0.0074(12) -0.0074(12) N13 0.0403(15) 0.0320(13) 0.0374(14) 0.0016(11) 0.0000(11) -0.0134(11) N14 0.0353(14) 0.0403(15) 0.0393(14) 0.0019(11) -0.0105(11) -0.0130(12) C31 0.0336(16) 0.0326(15) 0.0333(16) -0.0070(12) -0.0027(13) -0.0103(13) C32 0.050(2) 0.0416(18) 0.0427(18) -0.0062(14) -0.0117(15) -0.0201(16) C33 0.061(2) 0.053(2) 0.0391(19) -0.0082(16) -0.0202(17) -0.0214(18) C34 0.052(2) 0.051(2) 0.0304(16) 0.0002(14) -0.0144(15) -0.0159(16) C35 0.0331(16) 0.0359(16) 0.0278(15) -0.0026(12) -0.0044(12) -0.0065(13) C36 0.050(2) 0.0428(18) 0.0316(16) -0.0018(13) -0.0059(14) -0.0223(15) C37 0.0501(19) 0.0431(18) 0.0282(15) 0.0039(13) -0.0101(14) -0.0189(15) C38 0.0460(18) 0.0302(15) 0.0273(15) 0.0020(12) -0.0044(13) -0.0158(14) C39 0.063(2) 0.051(2) 0.0253(16) 0.0041(14) -0.0056(15) -0.0134(18) C40 0.065(2) 0.050(2) 0.0326(17) 0.0049(15) -0.0145(16) -0.0085(18) C41 0.0370(17) 0.0339(16) 0.0239(14) 0.0032(12) -0.0043(12) -0.0113(13) C42 0.065(2) 0.0352(17) 0.0429(19) 0.0002(14) -0.0040(17) -0.0228(17) C43 0.053(2) 0.049(2) 0.051(2) 0.0035(16) -0.0163(17) -0.0286(18) C44 0.0410(18) 0.0442(18) 0.0352(17) 0.0031(14) -0.0023(14) -0.0113(15) C45 0.066(2) 0.047(2) 0.045(2) -0.0046(16) -0.0043(18) -0.0074(18) C46 0.045(2) 0.073(3) 0.043(2) 0.0098(18) -0.0081(16) -0.0004(19) C47 0.054(2) 0.065(3) 0.076(3) -0.006(2) 0.004(2) -0.025(2) C48 0.047(2) 0.044(2) 0.052(2) -0.0068(16) -0.0091(17) -0.0036(16) C49 0.098(4) 0.039(3) 0.080(4) 0.003(2) 0.009(3) 0.000(3) C50 0.046(3) 0.107(5) 0.103(5) -0.036(4) -0.011(3) -0.016(3) C51 0.054(3) 0.070(3) 0.051(3) -0.005(2) 0.011(2) 0.005(2) C52 0.0406(19) 0.0419(19) 0.055(2) 0.0084(16) 0.0114(16) -0.0046(15) C53 0.084(3) 0.055(3) 0.091(4) -0.011(2) 0.039(3) -0.011(2) C54 0.042(2) 0.077(3) 0.090(3) 0.040(3) -0.003(2) 0.000(2) C55 0.041(2) 0.057(2) 0.075(3) 0.011(2) 0.0058(19) -0.0140(18) C56 0.0305(17) 0.059(2) 0.0461(19) 0.0049(16) -0.0099(14) -0.0089(15) C57 0.058(3) 0.107(4) 0.071(3) 0.035(3) 0.005(2) 0.001(3) C58 0.048(2) 0.066(3) 0.101(4) -0.029(3) -0.014(2) 0.009(2) C59 0.051(2) 0.081(3) 0.065(3) 0.017(2) -0.026(2) -0.018(2) C60 0.056(2) 0.060(2) 0.0288(16) -0.0003(15) -0.0090(15) -0.0328(19) O7 0.105(2) 0.0498(16) 0.0616(17) 0.0148(14) -0.0084(16) -0.0350(16) C61 0.063(2) 0.051(2) 0.045(2) 0.0096(17) -0.0211(17) -0.0292(18) C62 0.120(4) 0.054(3) 0.071(3) 0.002(2) 0.004(3) -0.020(3) C63 0.062(2) 0.073(3) 0.049(2) 0.0123(19) -0.0206(19) -0.025(2) O8 0.084(2) 0.0456(16) 0.104(3) -0.0075(16) -0.0379(19) 0.0017(15) C64 0.059(3) 0.051(2) 0.083(3) -0.008(2) -0.037(2) 0.000(2) C65 0.097(4) 0.120(5) 0.104(5) -0.013(4) -0.025(4) -0.024(4) C66 0.126(5) 0.061(3) 0.129(5) 0.021(3) -0.059(4) -0.024(3) P1 0.0575(6) 0.0480(5) 0.0446(5) -0.0015(4) 0.0052(4) -0.0142(5) F1 0.137(3) 0.108(3) 0.172(4) 0.006(2) 0.091(3) -0.042(2) F2 0.246(5) 0.134(3) 0.099(3) -0.052(2) -0.011(3) -0.083(3) F3 0.097(2) 0.0613(16) 0.124(2) 0.0217(16) 0.0476(18) -0.0099(15) F4 0.096(2) 0.158(3) 0.120(3) -0.062(2) -0.030(2) -0.026(2) F5 0.098(2) 0.0746(18) 0.097(2) 0.0285(15) -0.0186(17) -0.0115(15) F6 0.090(2) 0.123(3) 0.159(3) 0.044(3) 0.038(2) 0.049(2) P2 0.0686(6) 0.0305(4) 0.0498(5) -0.0036(4) -0.0081(5) -0.0092(4) F7 0.127(3) 0.115(2) 0.094(2) -0.0120(18) -0.0026(19) -0.081(2) F8 0.266(5) 0.145(3) 0.083(2) -0.053(2) 0.048(3) -0.154(4) F9 0.101(2) 0.126(3) 0.136(3) -0.019(2) 0.023(2) -0.062(2) F10 0.135(3) 0.156(3) 0.088(2) -0.077(2) 0.011(2) -0.021(2) F11 0.214(4) 0.077(2) 0.274(5) 0.063(3) -0.190(4) -0.048(3) F12 0.130(3) 0.075(2) 0.236(5) 0.062(3) -0.038(3) 0.017(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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.906(3) . . yes Cu1 N1 1.926(2) . . yes Cu1 N2 1.957(2) . . yes Cu1 N3 1.972(2) . . yes Cu2 O4 1.926(3) . . yes Cu2 N8 1.934(3) . . yes Cu2 N9 1.952(3) . . yes Cu2 N10 1.962(2) . . yes P1 F2 1.556(5) . . yes P1 F3 1.579(3) . . yes P1 F4 1.564(4) . . yes P1 F1 1.551(4) . . yes P1 F6 1.551(4) . . yes P1 F5 1.596(3) . . yes P2 F12 1.523(4) . . yes P2 F8 1.571(4) . . yes P2 F10 1.539(4) . . yes P2 F11 1.538(4) . . yes P2 F7 1.584(4) . . yes P2 F9 1.567(4) . . yes O1 C30 1.255(4) . . yes O2 C30 1.233(5) . . yes O3 C30 1.335(5) . . yes O3 H3 0.94(5) . . no O4 C60 1.259(4) . . yes O5 C60 1.242(5) . . yes O6 C60 1.332(5) . . yes O6 H6 0.90(6) . . no O7 C61 1.202(4) . . yes O8 C64 1.204(6) . . yes N1 C5 1.340(3) . . yes N1 C1 1.336(4) . . yes N2 C6 1.459(4) . . yes N2 C8 1.343(3) . . yes N3 C7 1.457(3) . . yes N3 C11 1.353(4) . . yes N4 C8 1.370(4) . . yes N4 C9 1.382(4) . . yes N4 C14 1.512(5) . . yes N5 C18 1.508(4) . . yes N5 C8 1.372(4) . . yes N5 C10 1.382(4) . . yes N6 C12 1.383(5) . . yes N6 C11 1.372(4) . . yes N6 C22 1.510(5) . . yes N7 C11 1.364(4) . . yes N7 C26 1.511(4) . . yes N7 C13 1.382(4) . . yes N8 C35 1.342(4) . . yes N8 C31 1.343(4) . . yes N9 C38 1.348(4) . . yes N9 C36 1.460(4) . . yes N10 C41 1.344(4) . . yes N10 C37 1.457(4) . . yes N11 C44 1.505(5) . . yes N11 C38 1.371(4) . . yes N11 C39 1.376(4) . . yes N12 C40 1.383(4) . . yes N12 C38 1.362(4) . . yes N12 C48 1.501(5) . . yes N13 C52 1.511(5) . . yes N13 C42 1.378(5) . . yes N13 C41 1.371(4) . . yes N14 C41 1.372(4) . . yes N14 C56 1.501(4) . . yes N14 C43 1.380(4) . . yes C1 C6 1.508(4) . . no C1 C2 1.387(4) . . no C2 C3 1.382(4) . . no C3 C4 1.385(5) . . no C4 C5 1.378(4) . . no C5 C7 1.504(4) . . no C9 C10 1.330(5) . . no C12 C13 1.326(5) . . no C14 C17 1.534(4) . . no C14 C16 1.522(5) . . no C14 C15 1.529(4) . . no C18 C19' 1.489(9) . . no C18 C21' 1.489(16) . . no C18 C20 1.504(10) . . no C18 C21 1.540(15) . . no C18 C20' 1.521(13) . . no C18 C19 1.546(11) . . no C22 C23 1.529(4) . . no C22 C25 1.530(5) . . no C22 C24 1.524(5) . . no C26 C29 1.524(5) . . no C26 C27 1.527(5) . . no C26 C28 1.519(5) . . no C2 H2 0.9500 . . no C3 H31 0.9500 . . no C4 H4 0.9500 . . no C6 H62 0.9900 . . no C6 H61 0.9900 . . no C7 H72 0.9900 . . no C7 H71 0.9900 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C12 H12 0.9500 . . no C13 H13 0.9500 . . no C15 H151 0.9800 . . no C15 H152 0.9800 . . no C15 H153 0.9800 . . no C16 H163 0.9800 . . no C16 H162 0.9800 . . no C16 H161 0.9800 . . no C17 H172 0.9800 . . no C17 H173 0.9800 . . no C17 H171 0.9800 . . no C19 H19B 0.9800 . . no C19 H19C 0.9800 . . no C19 H19A 0.9800 . . no C19' H19D 0.9800 . . no C19' H19F 0.9800 . . no C19' H19E 0.9800 . . no C20 H20B 0.9800 . . no C20 H20C 0.9800 . . no C20 H20A 0.9800 . . no C20' H20E 0.9800 . . no C20' H20F 0.9800 . . no C20' H20D 0.9800 . . no C21 H21B 0.9800 . . no C21 H21A 0.9800 . . no C21 H21C 0.9800 . . no C21' H21F 0.9800 . . no C21' H21E 0.9800 . . no C21' H21D 0.9800 . . no C23 H232 0.9800 . . no C23 H233 0.9800 . . no C23 H231 0.9800 . . no C24 H241 0.9800 . . no C24 H243 0.9800 . . no C24 H242 0.9800 . . no C25 H251 0.9800 . . no C25 H253 0.9800 . . no C25 H252 0.9800 . . no C27 H271 0.9800 . . no C27 H273 0.9800 . . no C27 H272 0.9800 . . no C28 H282 0.9800 . . no C28 H283 0.9800 . . no C28 H281 0.9800 . . no C29 H293 0.9800 . . no C29 H292 0.9800 . . no C29 H291 0.9800 . . no C31 C36 1.506(4) . . no C31 C32 1.389(5) . . no C32 C33 1.382(5) . . no C33 C34 1.381(5) . . no C34 C35 1.378(4) . . no C35 C37 1.503(5) . . no C39 C40 1.330(5) . . no C42 C43 1.332(5) . . no C44 C46 1.516(5) . . no C44 C45 1.526(5) . . no C44 C47 1.533(6) . . no C48 C51' 1.51(2) . . no C48 C51 1.509(6) . . no C48 C50 1.498(7) . . no C48 C50' 1.60(3) . . no C48 C49' 1.55(2) . . no C48 C49 1.543(6) . . no C52 C55 1.513(6) . . no C52 C54 1.518(6) . . no C52 C53 1.534(6) . . no C56 C58 1.513(6) . . no C56 C59 1.516(6) . . no C56 C57 1.531(6) . . no C32 H32 0.9500 . . no C33 H33 0.9500 . . no C34 H34 0.9500 . . no C36 H362 0.9900 . . no C36 H361 0.9900 . . no C37 H372 0.9900 . . no C37 H371 0.9900 . . no C39 H39 0.9500 . . no C40 H40 0.9500 . . no C42 H42 0.9500 . . no C43 H43 0.9500 . . no C45 H453 0.9800 . . no C45 H452 0.9800 . . no C45 H451 0.9800 . . no C46 H461 0.9800 . . no C46 H463 0.9800 . . no C46 H462 0.9800 . . no C47 H473 0.9800 . . no C47 H471 0.9800 . . no C47 H472 0.9800 . . no C49 H492 0.9800 . . no C49 H491 0.9800 . . no C49 H493 0.9800 . . no C49' H49A 0.9800 . . no C49' H49B 0.9800 . . no C49' H49C 0.9800 . . no C50 H503 0.9800 . . no C50 H502 0.9800 . . no C50 H501 0.9800 . . no C50' H50C 0.9800 . . no C50' H50A 0.9800 . . no C50' H50B 0.9800 . . no C51 H512 0.9800 . . no C51 H511 0.9800 . . no C51 H513 0.9800 . . no C51' H51C 0.9800 . . no C51' H51B 0.9800 . . no C51' H51A 0.9800 . . no C53 H532 0.9800 . . no C53 H533 0.9800 . . no C53 H531 0.9800 . . no C54 H542 0.9800 . . no C54 H541 0.9800 . . no C54 H543 0.9800 . . no C55 H552 0.9800 . . no C55 H553 0.9800 . . no C55 H551 0.9800 . . no C57 H573 0.9800 . . no C57 H571 0.9800 . . no C57 H572 0.9800 . . no C58 H581 0.9800 . . no C58 H582 0.9800 . . no C58 H583 0.9800 . . no C59 H592 0.9800 . . no C59 H593 0.9800 . . no C59 H591 0.9800 . . no C61 C63 1.490(5) . . no C61 C62 1.489(6) . . no C62 H621 0.9800 . . no C62 H622 0.9800 . . no C62 H623 0.9800 . . no C63 H632 0.9800 . . no C63 H633 0.9800 . . no C63 H631 0.9800 . . no C64 C65 1.474(8) . . no C64 C66 1.468(7) . . no C65 H651 0.9800 . . no C65 H653 0.9800 . . no C65 H652 0.9800 . . no C66 H662 0.9800 . . no C66 H663 0.9800 . . no C66 H661 0.9800 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 N1 170.81(9) . . . yes O1 Cu1 N2 96.77(10) . . . yes O1 Cu1 N3 99.42(9) . . . yes N1 Cu1 N2 81.50(10) . . . yes N1 Cu1 N3 81.60(9) . . . yes N2 Cu1 N3 162.81(10) . . . yes O4 Cu2 N10 99.25(11) . . . yes O4 Cu2 N8 168.67(11) . . . yes O4 Cu2 N9 98.09(10) . . . yes N9 Cu2 N10 162.65(11) . . . yes N8 Cu2 N9 81.32(10) . . . yes N8 Cu2 N10 81.54(10) . . . yes F3 P1 F5 87.94(16) . . . yes F1 P1 F4 92.2(2) . . . yes F1 P1 F5 89.78(17) . . . yes F1 P1 F6 92.3(2) . . . yes F2 P1 F3 89.9(2) . . . yes F2 P1 F4 176.3(3) . . . yes F2 P1 F5 90.8(2) . . . yes F2 P1 F6 88.7(2) . . . yes F3 P1 F4 89.27(19) . . . yes F1 P1 F3 177.2(2) . . . yes F3 P1 F6 89.93(18) . . . yes F4 P1 F5 85.6(2) . . . yes F4 P1 F6 94.9(2) . . . yes F5 P1 F6 177.80(19) . . . yes F1 P1 F2 88.6(2) . . . yes F7 P2 F8 89.3(2) . . . yes F10 P2 F11 91.2(2) . . . yes F7 P2 F11 87.5(2) . . . yes F7 P2 F12 90.5(2) . . . yes F8 P2 F9 89.2(2) . . . yes F8 P2 F10 176.8(3) . . . yes F8 P2 F11 89.1(3) . . . yes F8 P2 F12 90.2(3) . . . yes F9 P2 F10 94.0(2) . . . yes F9 P2 F11 92.6(2) . . . yes F9 P2 F12 89.3(2) . . . yes F10 P2 F12 89.4(2) . . . yes F7 P2 F9 178.43(19) . . . yes F7 P2 F10 87.53(19) . . . yes F11 P2 F12 177.9(3) . . . yes Cu1 O1 C30 125.4(2) . . . yes C30 O3 H3 112(3) . . . no Cu2 O4 C60 119.1(2) . . . yes C60 O6 H6 106(4) . . . no Cu1 N1 C1 118.92(18) . . . yes C1 N1 C5 122.1(2) . . . yes Cu1 N1 C5 118.58(18) . . . yes Cu1 N2 C6 116.20(17) . . . yes C6 N2 C8 118.6(2) . . . yes Cu1 N2 C8 124.0(2) . . . yes Cu1 N3 C7 115.22(16) . . . yes Cu1 N3 C11 124.66(18) . . . yes C7 N3 C11 117.2(2) . . . yes C9 N4 C14 120.7(3) . . . yes C8 N4 C14 130.4(2) . . . yes C8 N4 C9 108.8(3) . . . yes C10 N5 C18 122.0(3) . . . yes C8 N5 C18 129.0(2) . . . yes C8 N5 C10 108.7(3) . . . yes C12 N6 C22 120.8(3) . . . yes C11 N6 C22 130.9(3) . . . yes C11 N6 C12 108.3(3) . . . yes C11 N7 C26 126.7(2) . . . yes C13 N7 C26 124.4(3) . . . yes C11 N7 C13 108.8(3) . . . yes C31 N8 C35 122.4(3) . . . yes Cu2 N8 C31 118.73(19) . . . yes Cu2 N8 C35 118.7(2) . . . yes Cu2 N9 C38 124.1(2) . . . yes Cu2 N9 C36 116.84(18) . . . yes C36 N9 C38 118.6(3) . . . yes Cu2 N10 C41 125.63(19) . . . yes Cu2 N10 C37 115.9(2) . . . yes C37 N10 C41 118.2(2) . . . yes C38 N11 C44 130.5(3) . . . yes C38 N11 C39 108.8(3) . . . yes C39 N11 C44 120.5(3) . . . yes C38 N12 C48 130.4(3) . . . yes C38 N12 C40 108.9(3) . . . yes C40 N12 C48 120.7(3) . . . yes C42 N13 C52 121.3(3) . . . yes C41 N13 C42 108.7(3) . . . yes C41 N13 C52 129.9(3) . . . yes C43 N14 C56 120.5(3) . . . yes C41 N14 C56 130.9(3) . . . yes C41 N14 C43 108.6(3) . . . yes C2 C1 C6 125.5(3) . . . no N1 C1 C6 114.4(2) . . . yes N1 C1 C2 120.1(3) . . . yes C1 C2 C3 118.3(3) . . . no C2 C3 C4 120.9(3) . . . no C3 C4 C5 118.1(3) . . . no N1 C5 C4 120.6(3) . . . yes C4 C5 C7 125.0(2) . . . no N1 C5 C7 114.4(2) . . . yes N2 C6 C1 108.6(2) . . . yes N3 C7 C5 108.8(2) . . . yes N4 C8 N5 106.1(2) . . . yes N2 C8 N5 125.5(3) . . . yes N2 C8 N4 128.2(3) . . . yes N4 C9 C10 108.1(3) . . . yes N5 C10 C9 108.2(3) . . . yes N6 C11 N7 106.5(2) . . . yes N3 C11 N7 124.3(2) . . . yes N3 C11 N6 129.2(3) . . . yes N6 C12 C13 108.4(3) . . . yes N7 C13 C12 108.1(3) . . . yes N4 C14 C16 107.9(3) . . . yes C15 C14 C17 106.7(3) . . . no C16 C14 C17 110.6(3) . . . no N4 C14 C15 112.4(3) . . . yes N4 C14 C17 108.2(3) . . . yes C15 C14 C16 111.1(3) . . . no N5 C18 C19 114.1(5) . . . yes C19 C18 C21 103.5(7) . . . no N5 C18 C21 110.7(7) . . . yes C19' C18 C20' 108.9(7) . . . no N5 C18 C19' 112.8(6) . . . yes N5 C18 C20' 105.4(5) . . . yes C20 C18 C21 110.1(10) . . . no C19 C18 C20 108.3(8) . . . no N5 C18 C20 109.9(5) . . . yes C20' C18 C21' 112.2(9) . . . no C19' C18 C21' 112.9(10) . . . no N5 C18 C21' 104.3(7) . . . yes N6 C22 C23 107.6(3) . . . yes C23 C22 C24 111.2(3) . . . no C23 C22 C25 110.0(3) . . . no N6 C22 C25 108.4(3) . . . yes N6 C22 C24 112.3(3) . . . yes C24 C22 C25 107.4(3) . . . no N7 C26 C29 109.7(3) . . . yes C27 C26 C29 109.1(3) . . . no C28 C26 C29 110.1(3) . . . no C27 C26 C28 108.9(3) . . . no N7 C26 C27 108.0(3) . . . yes N7 C26 C28 111.0(3) . . . yes O1 C30 O3 114.1(3) . . . yes O2 C30 O3 121.5(3) . . . yes O1 C30 O2 124.4(3) . . . yes C3 C2 H2 121.00 . . . no C1 C2 H2 121.00 . . . no C2 C3 H31 120.00 . . . no C4 C3 H31 120.00 . . . no C3 C4 H4 121.00 . . . no C5 C4 H4 121.00 . . . no H61 C6 H62 108.00 . . . no C1 C6 H62 110.00 . . . no N2 C6 H61 110.00 . . . no C1 C6 H61 110.00 . . . no N2 C6 H62 110.00 . . . no H71 C7 H72 108.00 . . . no N3 C7 H71 110.00 . . . no C5 C7 H72 110.00 . . . no C5 C7 H71 110.00 . . . no N3 C7 H72 110.00 . . . no C10 C9 H9 126.00 . . . no N4 C9 H9 126.00 . . . no C9 C10 H10 126.00 . . . no N5 C10 H10 126.00 . . . no C13 C12 H12 126.00 . . . no N6 C12 H12 126.00 . . . no N7 C13 H13 126.00 . . . no C12 C13 H13 126.00 . . . no H151 C15 H152 109.00 . . . no C14 C15 H152 109.00 . . . no C14 C15 H153 109.00 . . . no H152 C15 H153 110.00 . . . no H151 C15 H153 109.00 . . . no C14 C15 H151 110.00 . . . no C14 C16 H162 109.00 . . . no H162 C16 H163 109.00 . . . no C14 C16 H163 109.00 . . . no H161 C16 H163 109.00 . . . no C14 C16 H161 109.00 . . . no H161 C16 H162 109.00 . . . no C14 C17 H171 109.00 . . . no H171 C17 H173 109.00 . . . no H172 C17 H173 110.00 . . . no C14 C17 H173 109.00 . . . no C14 C17 H172 109.00 . . . no H171 C17 H172 109.00 . . . no C18 C19 H19B 109.00 . . . no H19B C19 H19C 109.00 . . . no H19A C19 H19C 110.00 . . . no C18 C19 H19A 110.00 . . . no H19A C19 H19B 109.00 . . . no C18 C19 H19C 109.00 . . . no C18 C19' H19F 109.00 . . . no C18 C19' H19E 109.00 . . . no C18 C19' H19D 109.00 . . . no H19E C19' H19F 110.00 . . . no H19D C19' H19F 110.00 . . . no H19D C19' H19E 109.00 . . . no H20A C20 H20C 110.00 . . . no H20B C20 H20C 109.00 . . . no C18 C20 H20A 109.00 . . . no C18 C20 H20B 109.00 . . . no H20A C20 H20B 109.00 . . . no C18 C20 H20C 109.00 . . . no C18 C20' H20F 109.00 . . . no H20D C20' H20F 109.00 . . . no C18 C20' H20E 110.00 . . . no H20D C20' H20E 109.00 . . . no H20E C20' H20F 109.00 . . . no C18 C20' H20D 110.00 . . . no H21A C21 H21B 110.00 . . . no C18 C21 H21B 109.00 . . . no C18 C21 H21C 109.00 . . . no H21B C21 H21C 109.00 . . . no C18 C21 H21A 109.00 . . . no H21A C21 H21C 110.00 . . . no H21D C21' H21E 109.00 . . . no H21D C21' H21F 110.00 . . . no C18 C21' H21E 109.00 . . . no C18 C21' H21F 110.00 . . . no C18 C21' H21D 109.00 . . . no H21E C21' H21F 110.00 . . . no H231 C23 H232 109.00 . . . no C22 C23 H231 109.00 . . . no C22 C23 H232 110.00 . . . no C22 C23 H233 109.00 . . . no H231 C23 H233 110.00 . . . no H232 C23 H233 109.00 . . . no C22 C24 H241 109.00 . . . no H241 C24 H242 110.00 . . . no H242 C24 H243 109.00 . . . no C22 C24 H243 109.00 . . . no C22 C24 H242 109.00 . . . no H241 C24 H243 109.00 . . . no C22 C25 H252 109.00 . . . no H252 C25 H253 110.00 . . . no H251 C25 H252 109.00 . . . no C22 C25 H251 110.00 . . . no C22 C25 H253 109.00 . . . no H251 C25 H253 109.00 . . . no H271 C27 H273 109.00 . . . no C26 C27 H273 109.00 . . . no H271 C27 H272 110.00 . . . no C26 C27 H271 109.00 . . . no H272 C27 H273 110.00 . . . no C26 C27 H272 109.00 . . . no C26 C28 H281 109.00 . . . no C26 C28 H282 110.00 . . . no H281 C28 H282 109.00 . . . no C26 C28 H283 110.00 . . . no H281 C28 H283 109.00 . . . no H282 C28 H283 110.00 . . . no H291 C29 H292 109.00 . . . no C26 C29 H293 109.00 . . . no H291 C29 H293 109.00 . . . no C26 C29 H291 109.00 . . . no C26 C29 H292 109.00 . . . no H292 C29 H293 110.00 . . . no C32 C31 C36 125.7(3) . . . no N8 C31 C32 119.8(3) . . . yes N8 C31 C36 114.6(3) . . . yes C31 C32 C33 118.2(3) . . . no C32 C33 C34 121.0(3) . . . no C33 C34 C35 118.6(3) . . . no N8 C35 C34 120.0(3) . . . yes N8 C35 C37 114.3(3) . . . yes C34 C35 C37 125.7(3) . . . no N9 C36 C31 108.5(3) . . . yes N10 C37 C35 109.4(2) . . . yes N9 C38 N11 127.0(3) . . . yes N9 C38 N12 126.8(3) . . . yes N11 C38 N12 106.2(2) . . . yes N11 C39 C40 108.2(3) . . . yes N12 C40 C39 108.0(3) . . . yes N13 C41 N14 106.2(3) . . . yes N10 C41 N13 127.3(3) . . . yes N10 C41 N14 126.3(3) . . . yes N13 C42 C43 108.2(3) . . . yes N14 C43 C42 108.2(3) . . . yes N11 C44 C47 106.9(3) . . . yes N11 C44 C45 108.4(3) . . . yes C45 C44 C47 110.2(3) . . . no N11 C44 C46 113.1(3) . . . yes C45 C44 C46 107.4(3) . . . no C46 C44 C47 110.9(3) . . . no C50' C48 C51' 102.8(12) . . . no N12 C48 C49 105.7(3) . . . yes N12 C48 C50 106.5(3) . . . yes N12 C48 C51 113.9(3) . . . yes N12 C48 C49' 116.4(9) . . . yes N12 C48 C50' 111.9(9) . . . yes N12 C48 C51' 114.7(11) . . . yes C49 C48 C50 112.0(4) . . . no C49 C48 C51 108.6(3) . . . no C50 C48 C51 110.2(4) . . . no C49' C48 C50' 97.9(13) . . . no C49' C48 C51' 111.1(13) . . . no N13 C52 C54 107.8(3) . . . yes N13 C52 C53 107.9(3) . . . yes N13 C52 C55 112.2(3) . . . yes C53 C52 C54 109.7(3) . . . no C53 C52 C55 107.8(3) . . . no C54 C52 C55 111.4(3) . . . no N14 C56 C57 106.7(3) . . . yes N14 C56 C58 113.6(3) . . . yes N14 C56 C59 107.2(3) . . . yes C57 C56 C58 109.4(4) . . . no C57 C56 C59 110.8(3) . . . no C58 C56 C59 109.2(3) . . . no O4 C60 O5 124.7(3) . . . yes O4 C60 O6 114.8(3) . . . yes O5 C60 O6 120.5(3) . . . yes C31 C32 H32 121.00 . . . no C33 C32 H32 121.00 . . . no C34 C33 H33 120.00 . . . no C32 C33 H33 119.00 . . . no C33 C34 H34 121.00 . . . no C35 C34 H34 121.00 . . . no N9 C36 H362 110.00 . . . no N9 C36 H361 110.00 . . . no H361 C36 H362 108.00 . . . no C31 C36 H361 110.00 . . . no C31 C36 H362 110.00 . . . no H371 C37 H372 108.00 . . . no N10 C37 H371 110.00 . . . no N10 C37 H372 110.00 . . . no C35 C37 H371 110.00 . . . no C35 C37 H372 110.00 . . . no N11 C39 H39 126.00 . . . no C40 C39 H39 126.00 . . . no N12 C40 H40 126.00 . . . no C39 C40 H40 126.00 . . . no C43 C42 H42 126.00 . . . no N13 C42 H42 126.00 . . . no N14 C43 H43 126.00 . . . no C42 C43 H43 126.00 . . . no H452 C45 H453 110.00 . . . no C44 C45 H452 109.00 . . . no C44 C45 H453 110.00 . . . no C44 C45 H451 109.00 . . . no H451 C45 H453 109.00 . . . no H451 C45 H452 109.00 . . . no C44 C46 H462 110.00 . . . no C44 C46 H461 109.00 . . . no C44 C46 H463 109.00 . . . no H461 C46 H462 110.00 . . . no H461 C46 H463 109.00 . . . no H462 C46 H463 110.00 . . . no C44 C47 H472 109.00 . . . no C44 C47 H473 109.00 . . . no C44 C47 H471 109.00 . . . no H471 C47 H472 110.00 . . . no H471 C47 H473 109.00 . . . no H472 C47 H473 110.00 . . . no H492 C49 H493 110.00 . . . no H491 C49 H493 109.00 . . . no H491 C49 H492 109.00 . . . no C48 C49 H491 109.00 . . . no C48 C49 H492 109.00 . . . no C48 C49 H493 109.00 . . . no H49A C49' H49B 109.00 . . . no H49A C49' H49C 109.00 . . . no H49B C49' H49C 109.00 . . . no C48 C49' H49C 110.00 . . . no C48 C49' H49A 110.00 . . . no C48 C49' H49B 110.00 . . . no C48 C50 H503 109.00 . . . no C48 C50 H502 109.00 . . . no C48 C50 H501 109.00 . . . no H501 C50 H502 110.00 . . . no H501 C50 H503 110.00 . . . no H502 C50 H503 109.00 . . . no H50B C50' H50C 109.00 . . . no C48 C50' H50A 109.00 . . . no C48 C50' H50B 110.00 . . . no H50A C50' H50C 109.00 . . . no C48 C50' H50C 110.00 . . . no H50A C50' H50B 109.00 . . . no C48 C51 H512 109.00 . . . no C48 C51 H511 110.00 . . . no C48 C51 H513 109.00 . . . no H511 C51 H512 109.00 . . . no H511 C51 H513 109.00 . . . no H512 C51 H513 110.00 . . . no H51A C51' H51B 110.00 . . . no C48 C51' H51C 109.00 . . . no C48 C51' H51A 109.00 . . . no C48 C51' H51B 110.00 . . . no H51B C51' H51C 110.00 . . . no H51A C51' H51C 109.00 . . . no C52 C53 H532 109.00 . . . no C52 C53 H533 109.00 . . . no H531 C53 H533 109.00 . . . no H532 C53 H533 110.00 . . . no H531 C53 H532 110.00 . . . no C52 C53 H531 109.00 . . . no C52 C54 H542 110.00 . . . no C52 C54 H543 110.00 . . . no H541 C54 H542 109.00 . . . no H541 C54 H543 109.00 . . . no H542 C54 H543 109.00 . . . no C52 C54 H541 109.00 . . . no C52 C55 H551 110.00 . . . no C52 C55 H552 109.00 . . . no H551 C55 H552 110.00 . . . no H551 C55 H553 109.00 . . . no H552 C55 H553 109.00 . . . no C52 C55 H553 110.00 . . . no C56 C57 H572 110.00 . . . no C56 C57 H573 109.00 . . . no C56 C57 H571 109.00 . . . no H571 C57 H573 110.00 . . . no H572 C57 H573 109.00 . . . no H571 C57 H572 109.00 . . . no C56 C58 H582 109.00 . . . no C56 C58 H583 109.00 . . . no C56 C58 H581 109.00 . . . no H581 C58 H583 110.00 . . . no H582 C58 H583 110.00 . . . no H581 C58 H582 109.00 . . . no C56 C59 H592 109.00 . . . no C56 C59 H593 110.00 . . . no H591 C59 H592 110.00 . . . no H591 C59 H593 109.00 . . . no H592 C59 H593 109.00 . . . no C56 C59 H591 109.00 . . . no O7 C61 C63 121.4(3) . . . yes O7 C61 C62 121.7(4) . . . yes C62 C61 C63 116.9(3) . . . no C61 C62 H623 110.00 . . . no C61 C62 H621 110.00 . . . no C61 C62 H622 109.00 . . . no H622 C62 H623 109.00 . . . no H621 C62 H622 109.00 . . . no H621 C62 H623 109.00 . . . no H631 C63 H633 110.00 . . . no C61 C63 H631 110.00 . . . no C61 C63 H632 109.00 . . . no C61 C63 H633 109.00 . . . no H631 C63 H632 109.00 . . . no H632 C63 H633 110.00 . . . no O8 C64 C66 121.2(4) . . . yes O8 C64 C65 121.4(5) . . . yes C65 C64 C66 117.4(4) . . . no C64 C65 H653 109.00 . . . no C64 C65 H651 109.00 . . . no C64 C65 H652 109.00 . . . no H652 C65 H653 109.00 . . . no H651 C65 H652 110.00 . . . no H651 C65 H653 109.00 . . . no H662 C66 H663 110.00 . . . no C64 C66 H661 109.00 . . . no C64 C66 H662 109.00 . . . no C64 C66 H663 109.00 . . . no H661 C66 H662 109.00 . . . no H661 C66 H663 110.00 . . . no 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 O3 H3 O2 0.94(5) 1.63(5) 2.572(3) 176(5) 2_656 O6 H6 O5 0.90(7) 1.72(7) 2.613(4) 172(6) 2_765 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.674 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.059 #============================================================================= # end of cif data for "dpet8" (compound (7)PF6 in manuscript) #============================================================================= #============================================================================= # cif data for "dpet11c" (compound (8)CuCl2 in manuscript) #============================================================================= data_dpet11c _database_code_depnum_ccdc_archive 'CCDC 638695' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C29 H47 Cl Cu N7, Cl2 Cu' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C29 H47 Cl3 Cu2 N7' _chemical_formula_weight 727.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0061 0.0033 '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' Cl Cl 0.1484 0.1585 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,1/2+y,1/2-z 3 -x,-y,-z 4 1/2+x,1/2-y,1/2+z _cell_length_a 14.9281(12) _cell_length_b 10.1533(8) _cell_length_c 22.6904(16) _cell_angle_alpha 90 _cell_angle_beta 98.363(3) _cell_angle_gamma 90 _cell_volume 3402.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 133 _cell_measurement_reflns_used 8215 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 30.53 _exptl_crystal_description irregular _exptl_crystal_colour brown _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.350 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_method none _exptl_crystal_F_000 1516 _exptl_absorpt_coefficient_mu 1.516 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5653 _exptl_absorpt_correction_T_max 0.6190 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\w- and \f-scan' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 66907 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0156 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 30.54 _reflns_number_total 10401 _reflns_number_gt 8936 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0384P)^2^+1.7098P] 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 'rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_number_reflns 10401 _refine_ls_number_parameters 407 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0781 _refine_ls_wR_factor_gt 0.0723 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Cu Cu Uani 0.51917(1) 0.04039(1) 0.24764(1) 1.000 0.0172(1) . . Cl1 Cl Uani 0.55181(2) -0.17436(3) 0.25343(1) 1.000 0.0232(1) . . N1 N Uani 0.49860(7) 0.22874(11) 0.24541(5) 1.000 0.0189(3) . . N2 N Uani 0.54479(8) 0.07468(10) 0.16717(5) 1.000 0.0205(3) . . N3 N Uani 0.47850(10) 0.06283(11) 0.32560(6) 1.000 0.0294(4) . . N4 N Uani 0.51141(8) -0.09214(11) 0.09015(5) 1.000 0.0226(3) . . N5 N Uani 0.65443(8) -0.05950(12) 0.12502(5) 1.000 0.0242(3) . . N6 N Uani 0.40395(8) -0.12550(11) 0.36054(5) 1.000 0.0235(3) . . N7 N Uani 0.54313(8) -0.09028(11) 0.40382(5) 1.000 0.0236(3) . . C1 C Uani 0.51044(8) 0.29514(12) 0.19612(6) 1.000 0.0195(3) . . C2 C Uani 0.49798(9) 0.43116(13) 0.19390(7) 1.000 0.0247(3) . . C3 C Uani 0.47301(10) 0.49414(13) 0.24334(7) 1.000 0.0268(4) . . C4 C Uani 0.46033(10) 0.42287(13) 0.29376(7) 1.000 0.0255(4) . . C5 C Uani 0.47429(9) 0.28760(12) 0.29355(6) 1.000 0.0215(3) . . C6 C Uani 0.53741(9) 0.21157(12) 0.14702(6) 1.000 0.0219(3) . . C7 C Uani 0.46746(12) 0.19598(14) 0.34495(7) 1.000 0.0298(4) . . C8 C Uani 0.56863(8) -0.01685(12) 0.12946(6) 1.000 0.0189(3) . . C9 C Uani 0.56193(11) -0.18209(15) 0.06351(7) 1.000 0.0321(4) . . C10 C Uani 0.64904(11) -0.16224(16) 0.08475(7) 1.000 0.0330(4) . . C11 C Uani 0.47528(9) -0.04006(13) 0.36277(6) 1.000 0.0211(3) . . C12 C Uani 0.42861(10) -0.22899(14) 0.39891(7) 1.000 0.0285(4) . . C13 C Uani 0.51357(10) -0.20699(14) 0.42562(7) 1.000 0.0293(4) . . C14 C Uani 0.40939(9) -0.09898(15) 0.07954(7) 1.000 0.0271(4) . . C15 C Uani 0.38064(11) -0.20967(18) 0.11830(8) 1.000 0.0375(5) . . C16 C Uani 0.37945(12) -0.1333(2) 0.01389(7) 1.000 0.0418(5) . . C17 C Uani 0.36554(11) 0.03073(19) 0.09251(10) 1.000 0.0453(6) . . C18 C Uani 0.74480(10) -0.02147(16) 0.15956(8) 1.000 0.0313(4) . . C19 C Uani 0.77388(13) -0.1321(2) 0.20274(9) 1.000 0.0505(6) . . C20 C Uani 0.81210(14) -0.0091(3) 0.11538(11) 1.000 0.0662(8) . . C21 C Uani 0.74217(15) 0.1046(3) 0.19376(18) 1.000 0.0989(12) . . C22 C Uani 0.31056(9) -0.11043(15) 0.32576(7) 1.000 0.0281(4) . . C23 C Uani 0.24829(15) -0.2214(2) 0.34426(12) 0.758(4) 0.0414(7) . . C24 C Uani 0.31228(14) -0.1216(3) 0.25998(10) 0.758(4) 0.0413(8) . . C25 C Uani 0.26901(15) 0.0205(2) 0.34279(13) 0.758(4) 0.0390(7) . . C26 C Uani 0.63450(10) -0.03204(15) 0.42611(7) 1.000 0.0281(4) . . C27 C Uani 0.69589(17) -0.1414(2) 0.45348(16) 0.744(5) 0.0447(8) . . C28 C Uani 0.67491(15) 0.0310(3) 0.37561(10) 0.744(5) 0.0362(7) . . C29 C Uani 0.62096(16) 0.0677(2) 0.47500(11) 0.744(5) 0.0357(7) . . C25' C Uiso 0.2566(5) -0.0405(9) 0.3642(4) 0.242(4) 0.0415(13) . . C23' C Uiso 0.2804(5) -0.2478(7) 0.3074(4) 0.242(4) 0.0415(13) . . C24' C Uiso 0.3166(5) -0.0309(8) 0.2660(3) 0.242(4) 0.0415(13) . . C29' C Uiso 0.6816(5) -0.1162(8) 0.4801(4) 0.256(5) 0.0370(12) . . C27' C Uiso 0.7001(5) -0.0438(8) 0.3771(3) 0.256(5) 0.0370(12) . . C28' C Uiso 0.6318(5) 0.1076(7) 0.4466(4) 0.256(5) 0.0370(12) . . Cu2 Cu Uani 0.50000 0.50000 0.50000 1.000 0.0302(1) . . Cl2 Cl Uani 0.38108(3) 0.43199(4) 0.44776(2) 1.000 0.0365(1) . . Cu3 Cu Uani 0.50000 0.50000 0.00000 1.000 0.0422(1) . . Cl3 Cl Uani 0.38746(4) 0.42882(5) 0.03557(2) 1.000 0.0490(1) . . H2 H Uiso 0.50640 0.47970 0.15930 1.000 0.0300 calc R H9 H Uiso 0.53880 -0.24680 0.03510 1.000 0.0390 calc R H10 H Uiso 0.69880 -0.21050 0.07400 1.000 0.0400 calc R H12 H Uiso 0.39200 -0.30270 0.40530 1.000 0.0340 calc R H13 H Uiso 0.54750 -0.26210 0.45450 1.000 0.0350 calc R H15A H Uiso 0.40530 -0.29350 0.10650 1.000 0.0560 calc R H15B H Uiso 0.31440 -0.21480 0.11310 1.000 0.0560 calc R H15C H Uiso 0.40380 -0.19180 0.16020 1.000 0.0560 calc R H16A H Uiso 0.40720 -0.07150 -0.01130 1.000 0.0630 calc R H16B H Uiso 0.31340 -0.12710 0.00480 1.000 0.0630 calc R H3 H Uiso 0.46450 0.58690 0.24270 1.000 0.0320 calc R H4 H Uiso 0.44260 0.46550 0.32750 1.000 0.0310 calc R H6A H Uiso 0.49140 0.21890 0.11100 1.000 0.0260 calc R H6B H Uiso 0.59620 0.24200 0.13680 1.000 0.0260 calc R H7A H Uiso 0.51510 0.21740 0.37870 1.000 0.0360 calc R H7B H Uiso 0.40770 0.20620 0.35850 1.000 0.0360 calc R H19C H Uiso 0.77800 -0.21420 0.18060 1.000 0.0760 calc R H20A H Uiso 0.82100 -0.09560 0.09790 1.000 0.1000 calc R H20B H Uiso 0.87010 0.02340 0.13610 1.000 0.1000 calc R H20C H Uiso 0.78850 0.05270 0.08370 1.000 0.1000 calc R H21A H Uiso 0.72390 0.17700 0.16600 1.000 0.1480 calc R H21B H Uiso 0.80240 0.12290 0.21570 1.000 0.1480 calc R H21C H Uiso 0.69850 0.09630 0.22190 1.000 0.1480 calc R H23A H Uiso 0.18700 -0.21050 0.32260 0.758(4) 0.0620 calc . H23B H Uiso 0.24650 -0.21630 0.38720 0.758(4) 0.0620 calc . H23C H Uiso 0.27220 -0.30740 0.33460 0.758(4) 0.0620 calc . H24A H Uiso 0.34520 -0.04650 0.24650 0.758(4) 0.0620 calc . H24B H Uiso 0.25010 -0.12190 0.23890 0.758(4) 0.0620 calc . H24C H Uiso 0.34260 -0.20360 0.25160 0.758(4) 0.0620 calc . H25A H Uiso 0.30320 0.09420 0.32920 0.758(4) 0.0580 calc . H25B H Uiso 0.27160 0.02500 0.38620 0.758(4) 0.0580 calc . H25C H Uiso 0.20580 0.02570 0.32380 0.758(4) 0.0580 calc . H27A H Uiso 0.67300 -0.17550 0.48890 0.744(5) 0.0670 calc . H27B H Uiso 0.75730 -0.10690 0.46490 0.744(5) 0.0670 calc . H27C H Uiso 0.69710 -0.21250 0.42440 0.744(5) 0.0670 calc . H28A H Uiso 0.67790 -0.03410 0.34410 0.744(5) 0.0540 calc . H28B H Uiso 0.73600 0.06270 0.39040 0.744(5) 0.0540 calc . H28C H Uiso 0.63700 0.10520 0.35960 0.744(5) 0.0540 calc . H29A H Uiso 0.57890 0.13670 0.45820 0.744(5) 0.0540 calc . H29B H Uiso 0.67930 0.10750 0.49080 0.744(5) 0.0540 calc . H29C H Uiso 0.59600 0.02260 0.50720 0.744(5) 0.0540 calc . H16C H Uiso 0.39860 -0.22320 0.00620 1.000 0.0630 calc R H17A H Uiso 0.38160 0.05240 0.13480 1.000 0.0680 calc R H17B H Uiso 0.29960 0.02290 0.08280 1.000 0.0680 calc R H17C H Uiso 0.38710 0.10060 0.06830 1.000 0.0680 calc R H19A H Uiso 0.72930 -0.14250 0.23010 1.000 0.0760 calc R H19B H Uiso 0.83310 -0.11130 0.22550 1.000 0.0760 calc R H23D H Uiso 0.32150 -0.28490 0.28170 0.242(4) 0.0500 calc . H23E H Uiso 0.21880 -0.24490 0.28550 0.242(4) 0.0500 calc . H23F H Uiso 0.28140 -0.30290 0.34290 0.242(4) 0.0500 calc . H24D H Uiso 0.35310 -0.08070 0.24120 0.242(4) 0.0500 calc . H24E H Uiso 0.34480 0.05500 0.27590 0.242(4) 0.0500 calc . H24F H Uiso 0.25550 -0.01810 0.24430 0.242(4) 0.0500 calc . H25D H Uiso 0.28230 0.04720 0.37320 0.242(4) 0.0500 calc . H25E H Uiso 0.25690 -0.08980 0.40140 0.242(4) 0.0500 calc . H25F H Uiso 0.19430 -0.03190 0.34400 0.242(4) 0.0500 calc . H27D H Uiso 0.70200 -0.13550 0.36390 0.256(5) 0.0440 calc . H27E H Uiso 0.76120 -0.01550 0.39410 0.256(5) 0.0440 calc . H27F H Uiso 0.67760 0.01230 0.34300 0.256(5) 0.0440 calc . H28D H Uiso 0.60340 0.16280 0.41370 0.256(5) 0.0440 calc . H28E H Uiso 0.69370 0.13860 0.45980 0.256(5) 0.0440 calc . H28F H Uiso 0.59670 0.11300 0.47980 0.256(5) 0.0440 calc . H29D H Uiso 0.68400 -0.20860 0.46800 0.256(5) 0.0440 calc . H29E H Uiso 0.64680 -0.10890 0.51340 0.256(5) 0.0440 calc . H29F H Uiso 0.74320 -0.08340 0.49250 0.256(5) 0.0440 calc . 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 Cu 0.0212(1) 0.0128(1) 0.0172(1) 0.0007(1) 0.0017(1) 0.0007(1) Cl1 0.0289(2) 0.0142(1) 0.0268(2) 0.0011(1) 0.0047(1) 0.0014(1) N1 0.0197(5) 0.0149(5) 0.0214(5) 0.0007(4) 0.0006(4) -0.0004(4) N2 0.0287(5) 0.0152(4) 0.0173(5) 0.0011(4) 0.0027(4) 0.0014(4) N3 0.0522(8) 0.0161(5) 0.0220(6) 0.0019(4) 0.0123(5) 0.0058(5) N4 0.0235(5) 0.0228(5) 0.0208(5) -0.0032(4) 0.0005(4) -0.0032(4) N5 0.0205(5) 0.0244(5) 0.0272(6) 0.0000(4) 0.0021(4) 0.0018(4) N6 0.0247(5) 0.0228(5) 0.0230(6) 0.0020(4) 0.0032(4) 0.0007(4) N7 0.0260(5) 0.0214(5) 0.0227(6) 0.0030(4) 0.0013(4) -0.0012(4) C1 0.0182(5) 0.0158(5) 0.0227(6) 0.0013(4) -0.0029(4) -0.0014(4) C2 0.0274(6) 0.0157(5) 0.0290(7) 0.0041(5) -0.0025(5) -0.0014(5) C3 0.0281(7) 0.0137(5) 0.0367(8) 0.0001(5) -0.0020(5) 0.0013(5) C4 0.0269(6) 0.0173(6) 0.0314(7) -0.0033(5) 0.0012(5) 0.0017(5) C5 0.0224(6) 0.0166(5) 0.0250(6) -0.0006(4) 0.0020(5) 0.0008(4) C6 0.0277(6) 0.0174(5) 0.0203(6) 0.0034(4) 0.0022(5) -0.0009(5) C7 0.0456(8) 0.0187(6) 0.0273(7) 0.0005(5) 0.0129(6) 0.0039(6) C8 0.0200(5) 0.0180(5) 0.0180(6) 0.0017(4) 0.0007(4) -0.0005(4) C9 0.0400(8) 0.0275(7) 0.0292(8) -0.0103(6) 0.0062(6) -0.0004(6) C10 0.0357(8) 0.0304(7) 0.0348(8) -0.0050(6) 0.0111(6) 0.0081(6) C11 0.0261(6) 0.0191(5) 0.0185(6) 0.0002(4) 0.0045(4) 0.0018(5) C12 0.0320(7) 0.0247(6) 0.0290(7) 0.0075(5) 0.0053(5) -0.0025(5) C13 0.0339(7) 0.0246(6) 0.0286(7) 0.0093(5) 0.0014(5) -0.0003(5) C14 0.0229(6) 0.0307(7) 0.0257(7) -0.0003(5) -0.0030(5) -0.0072(5) C15 0.0339(8) 0.0469(9) 0.0310(8) 0.0079(7) 0.0027(6) -0.0128(7) C16 0.0419(9) 0.0544(11) 0.0251(8) 0.0038(7) -0.0090(6) -0.0168(8) C17 0.0199(7) 0.0409(9) 0.0715(14) -0.0089(9) -0.0057(7) -0.0002(6) C18 0.0181(6) 0.0364(8) 0.0378(8) 0.0042(6) -0.0011(5) -0.0002(5) C19 0.0364(9) 0.0662(13) 0.0446(11) 0.0225(9) -0.0090(7) -0.0067(9) C20 0.0295(9) 0.117(2) 0.0509(13) 0.0382(13) 0.0016(8) -0.0139(11) C21 0.0309(10) 0.0737(17) 0.178(3) -0.070(2) -0.0324(15) 0.0025(11) C22 0.0214(6) 0.0325(7) 0.0296(7) 0.0000(6) 0.0015(5) -0.0003(5) C23 0.0270(10) 0.0383(12) 0.0587(16) 0.0024(10) 0.0059(9) -0.0093(9) C24 0.0251(9) 0.0681(18) 0.0296(11) -0.0026(10) 0.0002(8) -0.0032(10) C25 0.0253(10) 0.0331(11) 0.0576(16) -0.0057(10) 0.0028(9) 0.0058(8) C26 0.0275(7) 0.0273(7) 0.0277(7) -0.0015(5) -0.0022(5) -0.0024(5) C27 0.0296(11) 0.0333(12) 0.0656(19) 0.0011(11) -0.0118(11) 0.0049(9) C28 0.0282(10) 0.0437(14) 0.0363(12) -0.0044(9) 0.0039(8) -0.0132(9) C29 0.0402(12) 0.0363(11) 0.0280(12) -0.0065(9) -0.0041(9) 0.0004(9) Cu2 0.0289(1) 0.0291(1) 0.0326(1) 0.0093(1) 0.0044(1) 0.0028(1) Cl2 0.0323(2) 0.0374(2) 0.0388(2) 0.0063(2) 0.0017(2) 0.0003(2) Cu3 0.0629(2) 0.0328(2) 0.0291(2) -0.0037(1) 0.0002(1) 0.0194(1) Cl3 0.0627(3) 0.0477(2) 0.0362(2) -0.0032(2) 0.0054(2) 0.0216(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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Cl1 2.2339(4) . . yes Cu N1 1.9364(11) . . yes Cu N2 1.9505(12) . . yes Cu N3 1.9652(14) . . yes Cu2 Cl2 2.1027(5) . . yes Cu2 Cl2 2.1027(5) . 3_666 yes Cu3 Cl3 2.0954(6) . . yes Cu3 Cl3 2.0954(6) . 3_665 yes N1 C1 1.3394(17) . . yes N1 C5 1.3406(17) . . yes N2 C8 1.3458(17) . . yes N2 C6 1.4623(16) . . yes N3 C11 1.3479(18) . . yes N3 C7 1.4383(19) . . yes N4 C8 1.3740(17) . . yes N4 C9 1.379(2) . . yes N4 C14 1.5085(18) . . yes N5 C8 1.3696(17) . . yes N5 C10 1.381(2) . . yes N5 C18 1.509(2) . . yes N6 C12 1.3800(19) . . yes N6 C22 1.5066(19) . . yes N6 C11 1.3687(18) . . yes N7 C26 1.5051(19) . . yes N7 C11 1.3708(18) . . yes N7 C13 1.3810(18) . . yes C1 C2 1.3935(18) . . no C1 C6 1.5013(18) . . no C2 C3 1.389(2) . . no C3 C4 1.390(2) . . no C4 C5 1.3893(18) . . no C5 C7 1.507(2) . . no C9 C10 1.335(2) . . no C12 C13 1.343(2) . . no C14 C15 1.527(2) . . no C14 C17 1.518(2) . . no C14 C16 1.532(2) . . no C18 C19 1.512(3) . . no C18 C20 1.524(3) . . no C18 C21 1.500(4) . . no C22 C23' 1.506(7) . . no C22 C25' 1.455(9) . . no C22 C24 1.501(3) . . no C22 C24' 1.592(7) . . no C22 C23 1.557(3) . . no C22 C25 1.540(3) . . no C26 C27 1.514(3) . . no C26 C29' 1.573(9) . . no C26 C29 1.537(3) . . no C26 C27' 1.590(7) . . no C26 C28 1.513(3) . . no C26 C28' 1.495(7) . . no C2 H2 0.9500 . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C6 H6A 0.9900 . . no C6 H6B 0.9900 . . no C7 H7B 0.9900 . . no C7 H7A 0.9900 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C12 H12 0.9500 . . no C13 H13 0.9500 . . no C15 H15A 0.9800 . . no C15 H15B 0.9800 . . no C15 H15C 0.9800 . . no C16 H16A 0.9800 . . no C16 H16C 0.9800 . . no C16 H16B 0.9800 . . no C17 H17A 0.9800 . . no C17 H17B 0.9800 . . no C17 H17C 0.9800 . . no C19 H19C 0.9800 . . no C19 H19A 0.9800 . . no C19 H19B 0.9800 . . no C20 H20B 0.9800 . . no C20 H20C 0.9800 . . no C20 H20A 0.9800 . . no C21 H21A 0.9800 . . no C21 H21B 0.9800 . . no C21 H21C 0.9800 . . no C23 H23A 0.9800 . . no C23 H23C 0.9800 . . no C23 H23B 0.9800 . . no C23' H23D 0.9800 . . no C23' H23E 0.9800 . . no C23' H23F 0.9800 . . no C24 H24B 0.9800 . . no C24 H24A 0.9800 . . no C24 H24C 0.9800 . . no C24' H24F 0.9800 . . no C24' H24D 0.9800 . . no C24' H24E 0.9800 . . no C25 H25B 0.9800 . . no C25 H25A 0.9800 . . no C25 H25C 0.9800 . . no C25' H25F 0.9800 . . no C25' H25E 0.9800 . . no C25' H25D 0.9800 . . no C27 H27C 0.9800 . . no C27 H27A 0.9800 . . no C27 H27B 0.9800 . . no C27' H27F 0.9800 . . no C27' H27E 0.9800 . . no C27' H27D 0.9800 . . no C28 H28A 0.9800 . . no C28 H28B 0.9800 . . no C28 H28C 0.9800 . . no C28' H28E 0.9800 . . no C28' H28F 0.9800 . . no C28' H28D 0.9800 . . no C29 H29A 0.9800 . . no C29 H29B 0.9800 . . no C29 H29C 0.9800 . . no C29' H29E 0.9800 . . no C29' H29F 0.9800 . . no C29' H29D 0.9800 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Cu N1 176.30(3) . . . yes Cl1 Cu N2 99.12(3) . . . yes Cl1 Cu N3 98.83(3) . . . yes N1 Cu N2 81.44(5) . . . yes N1 Cu N3 80.82(5) . . . yes N2 Cu N3 161.85(5) . . . yes Cl2 Cu2 Cl2 180.00 . . 3_666 yes Cl3 Cu3 Cl3 180.00 . . 3_665 yes Cu N1 C5 118.66(9) . . . yes Cu N1 C1 118.64(9) . . . yes C1 N1 C5 122.70(11) . . . yes Cu N2 C8 125.31(9) . . . yes Cu N2 C6 116.50(8) . . . yes C6 N2 C8 118.19(11) . . . yes C7 N3 C11 121.43(13) . . . yes Cu N3 C11 121.14(9) . . . yes Cu N3 C7 116.61(10) . . . yes C8 N4 C9 108.97(12) . . . yes C8 N4 C14 130.32(11) . . . yes C9 N4 C14 120.23(12) . . . yes C8 N5 C10 108.80(12) . . . yes C10 N5 C18 119.91(12) . . . yes C8 N5 C18 131.00(12) . . . yes C11 N6 C22 127.64(11) . . . yes C11 N6 C12 108.94(12) . . . yes C12 N6 C22 123.33(12) . . . yes C11 N7 C26 128.77(11) . . . yes C11 N7 C13 108.64(12) . . . yes C13 N7 C26 122.54(12) . . . yes C2 C1 C6 125.60(12) . . . no N1 C1 C2 119.73(12) . . . yes N1 C1 C6 114.67(11) . . . yes C1 C2 C3 118.51(13) . . . no C2 C3 C4 120.67(12) . . . no C3 C4 C5 118.26(13) . . . no C4 C5 C7 125.49(13) . . . no N1 C5 C4 120.13(12) . . . yes N1 C5 C7 114.35(11) . . . yes N2 C6 C1 108.74(11) . . . yes N3 C7 C5 108.68(12) . . . yes N2 C8 N5 127.00(12) . . . yes N2 C8 N4 126.87(12) . . . yes N4 C8 N5 106.03(11) . . . yes N4 C9 C10 107.94(14) . . . yes N5 C10 C9 108.23(14) . . . yes N6 C11 N7 106.46(11) . . . yes N3 C11 N7 128.57(13) . . . yes N3 C11 N6 124.50(13) . . . yes N6 C12 C13 107.82(13) . . . yes N7 C13 C12 108.13(13) . . . yes N4 C14 C17 112.51(12) . . . yes N4 C14 C15 107.69(12) . . . yes N4 C14 C16 108.10(12) . . . yes C16 C14 C17 108.23(14) . . . no C15 C14 C16 109.03(14) . . . no C15 C14 C17 111.20(14) . . . no N5 C18 C19 107.29(13) . . . yes C19 C18 C20 109.44(16) . . . no N5 C18 C20 107.73(15) . . . yes N5 C18 C21 113.48(15) . . . yes C20 C18 C21 109.83(19) . . . no C19 C18 C21 109.0(2) . . . no N6 C22 C25 109.39(14) . . . yes N6 C22 C23' 105.5(3) . . . yes N6 C22 C24 111.40(13) . . . yes N6 C22 C25' 106.6(3) . . . yes C23 C22 C24 108.10(17) . . . no N6 C22 C24' 109.6(3) . . . yes C24 C22 C25 112.37(18) . . . no C23' C22 C24' 106.6(4) . . . no C23' C22 C25' 116.6(5) . . . no C24' C22 C25' 111.6(5) . . . no N6 C22 C23 109.19(14) . . . yes C23 C22 C25 106.20(14) . . . no N7 C26 C28 110.70(14) . . . yes N7 C26 C27 108.33(14) . . . yes N7 C26 C28' 114.4(3) . . . yes N7 C26 C29' 109.2(3) . . . yes C27 C26 C28 109.68(18) . . . no C27 C26 C29 108.81(18) . . . no C28 C26 C29 112.14(17) . . . no C27' C26 C28' 109.6(4) . . . no C27' C26 C29' 104.7(4) . . . no C28' C26 C29' 107.6(5) . . . no N7 C26 C27' 110.8(3) . . . yes N7 C26 C29 107.07(14) . . . yes C3 C2 H2 121.00 . . . no C1 C2 H2 121.00 . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no C3 C4 H4 121.00 . . . no C5 C4 H4 121.00 . . . no C1 C6 H6A 110.00 . . . no C1 C6 H6B 110.00 . . . no H6A C6 H6B 108.00 . . . no N2 C6 H6A 110.00 . . . no N2 C6 H6B 110.00 . . . no N3 C7 H7B 110.00 . . . no N3 C7 H7A 110.00 . . . no H7A C7 H7B 108.00 . . . no C5 C7 H7A 110.00 . . . no C5 C7 H7B 110.00 . . . no C10 C9 H9 126.00 . . . no N4 C9 H9 126.00 . . . no C9 C10 H10 126.00 . . . no N5 C10 H10 126.00 . . . no N6 C12 H12 126.00 . . . no C13 C12 H12 126.00 . . . no N7 C13 H13 126.00 . . . no C12 C13 H13 126.00 . . . no C14 C15 H15C 109.00 . . . no H15A C15 H15B 109.00 . . . no C14 C15 H15B 109.00 . . . no H15B C15 H15C 110.00 . . . no H15A C15 H15C 109.00 . . . no C14 C15 H15A 109.00 . . . no C14 C16 H16A 109.00 . . . no H16A C16 H16B 110.00 . . . no H16A C16 H16C 109.00 . . . no H16B C16 H16C 109.00 . . . no C14 C16 H16C 109.00 . . . no C14 C16 H16B 109.00 . . . no C14 C17 H17B 109.00 . . . no C14 C17 H17A 109.00 . . . no H17A C17 H17C 109.00 . . . no H17B C17 H17C 109.00 . . . no H17A C17 H17B 109.00 . . . no C14 C17 H17C 109.00 . . . no C18 C19 H19B 109.00 . . . no C18 C19 H19A 109.00 . . . no H19A C19 H19C 109.00 . . . no C18 C19 H19C 109.00 . . . no H19A C19 H19B 109.00 . . . no H19B C19 H19C 110.00 . . . no C18 C20 H20B 109.00 . . . no C18 C20 H20C 110.00 . . . no H20A C20 H20C 109.00 . . . no H20B C20 H20C 110.00 . . . no H20A C20 H20B 109.00 . . . no C18 C20 H20A 109.00 . . . no C18 C21 H21C 109.00 . . . no H21A C21 H21B 109.00 . . . no H21A C21 H21C 109.00 . . . no H21B C21 H21C 109.00 . . . no C18 C21 H21B 109.00 . . . no C18 C21 H21A 109.00 . . . no C22 C23 H23B 109.00 . . . no C22 C23 H23A 109.00 . . . no H23A C23 H23C 109.00 . . . no H23B C23 H23C 109.00 . . . no C22 C23 H23C 109.00 . . . no H23A C23 H23B 110.00 . . . no H23D C23' H23E 109.00 . . . no C22 C23' H23E 109.00 . . . no C22 C23' H23F 109.00 . . . no H23E C23' H23F 110.00 . . . no H23D C23' H23F 109.00 . . . no C22 C23' H23D 109.00 . . . no H24A C24 H24B 109.00 . . . no H24A C24 H24C 110.00 . . . no C22 C24 H24B 109.00 . . . no C22 C24 H24C 109.00 . . . no C22 C24 H24A 109.00 . . . no H24B C24 H24C 110.00 . . . no C22 C24' H24F 109.00 . . . no H24D C24' H24E 110.00 . . . no H24D C24' H24F 110.00 . . . no H24E C24' H24F 110.00 . . . no C22 C24' H24D 109.00 . . . no C22 C24' H24E 109.00 . . . no H25B C25 H25C 109.00 . . . no C22 C25 H25C 109.00 . . . no H25A C25 H25C 109.00 . . . no C22 C25 H25B 109.00 . . . no C22 C25 H25A 109.00 . . . no H25A C25 H25B 110.00 . . . no C22 C25' H25F 109.00 . . . no H25D C25' H25E 109.00 . . . no H25E C25' H25F 109.00 . . . no C22 C25' H25E 109.00 . . . no C22 C25' H25D 110.00 . . . no H25D C25' H25F 109.00 . . . no H27B C27 H27C 109.00 . . . no H27A C27 H27C 110.00 . . . no C26 C27 H27A 109.00 . . . no C26 C27 H27C 109.00 . . . no C26 C27 H27B 109.00 . . . no H27A C27 H27B 109.00 . . . no C26 C27' H27F 109.00 . . . no H27D C27' H27E 109.00 . . . no C26 C27' H27E 110.00 . . . no C26 C27' H27D 109.00 . . . no H27E C27' H27F 109.00 . . . no H27D C27' H27F 109.00 . . . no C26 C28 H28B 109.00 . . . no C26 C28 H28A 109.00 . . . no H28A C28 H28C 109.00 . . . no H28A C28 H28B 109.00 . . . no H28B C28 H28C 109.00 . . . no C26 C28 H28C 109.00 . . . no H28D C28' H28E 109.00 . . . no C26 C28' H28D 110.00 . . . no H28D C28' H28F 109.00 . . . no C26 C28' H28F 110.00 . . . no C26 C28' H28E 109.00 . . . no H28E C28' H28F 109.00 . . . no C26 C29 H29A 110.00 . . . no H29B C29 H29C 110.00 . . . no H29A C29 H29B 109.00 . . . no C26 C29 H29B 109.00 . . . no C26 C29 H29C 110.00 . . . no H29A C29 H29C 109.00 . . . no C26 C29' H29E 109.00 . . . no C26 C29' H29F 109.00 . . . no H29D C29' H29F 110.00 . . . no H29E C29' H29F 109.00 . . . no H29D C29' H29E 109.00 . . . no C26 C29' H29D 109.00 . . . no _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.660 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.063 #============================================================================= # end of cif data for "dpet11c" (compound (8)CuCl2 in manuscript) #============================================================================= #============================================================================= # cif data for "dpet24b" (compound 9a in manuscript) #============================================================================= data_dpet24b _database_code_depnum_ccdc_archive 'CCDC 638696' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C29 H47 Br Cu N7, C3 H6 O' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C32 H53 Br Cu N7 O' _chemical_formula_weight 695.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 10.3778(14) _cell_length_b 10.8771(14) _cell_length_c 15.850(2) _cell_angle_alpha 78.792(3) _cell_angle_beta 76.017(3) _cell_angle_gamma 87.240(3) _cell_volume 1703.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 133 _cell_measurement_reflns_used 8363 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 29.05 _exptl_crystal_description Block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 1.850 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6671 _exptl_absorpt_correction_T_max 0.7688 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\w- & \f-scan' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 37076 _diffrn_reflns_av_R_equivalents 0.0525 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 30.51 _reflns_number_total 10339 _reflns_number_gt 6676 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+0.8965P] 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 'rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_number_reflns 10339 _refine_ls_number_parameters 393 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0875 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0930 _refine_ls_wR_factor_gt 0.0772 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Br Br Uani 0.47384(2) 0.41817(2) 0.27478(2) 1.000 0.0241(1) . . Cu Cu Uani 0.55427(3) 0.24516(3) 0.21854(2) 1.000 0.0198(1) . . N1 N Uani 0.69222(18) 0.10709(17) 0.24695(12) 1.000 0.0167(5) . . N2 N Uani 0.54667(18) 0.15494(17) 0.12395(12) 1.000 0.0176(6) . . N3 N Uani 0.83897(19) 0.1867(2) 0.41688(13) 1.000 0.0244(6) . . N4 N Uani 0.38018(18) 0.19435(17) 0.03862(12) 1.000 0.0165(5) . . N5 N Uani 0.58085(18) 0.26455(17) -0.03027(12) 1.000 0.0166(6) . . N6 N Uani 0.9540(2) 0.2506(2) 0.51010(13) 1.000 0.0248(7) . . N7 N Uani 0.73548(19) 0.24230(19) 0.56429(12) 1.000 0.0213(6) . . C1 C Uani 0.7112(2) 0.0263(2) 0.19067(14) 1.000 0.0163(6) . . C2 C Uani 0.8063(2) -0.0685(2) 0.19229(16) 1.000 0.0219(7) . . C3 C Uani 0.8841(2) -0.0790(2) 0.25236(16) 1.000 0.0231(7) . . C4 C Uani 0.8645(2) 0.0038(2) 0.31095(15) 1.000 0.0221(7) . . C5 C Uani 0.7673(2) 0.0951(2) 0.30755(14) 1.000 0.0176(7) . . C6 C Uani 0.6230(2) 0.0393(2) 0.12590(15) 1.000 0.0188(7) . . C7 C Uani 0.7332(2) 0.1839(2) 0.37226(15) 1.000 0.0214(7) . . C8 C Uani 0.5070(2) 0.2003(2) 0.04972(14) 1.000 0.0158(6) . . C9 C Uani 0.3752(2) 0.2572(2) -0.04566(14) 1.000 0.0183(7) . . C10 C Uani 0.4967(2) 0.3001(2) -0.08730(15) 1.000 0.0191(7) . . C11 C Uani 0.8350(2) 0.2232(2) 0.49012(14) 1.000 0.0179(7) . . C12 C Uani 0.9256(3) 0.2880(3) 0.59137(17) 1.000 0.0347(9) . . C13 C Uani 0.7953(3) 0.2838(3) 0.62333(18) 1.000 0.0372(10) . . C14 C Uani 0.2601(2) 0.1431(2) 0.10937(15) 1.000 0.0192(7) . . C15 C Uani 0.1429(2) 0.1392(2) 0.06640(16) 1.000 0.0261(8) . . C16 C Uani 0.2249(3) 0.2308(2) 0.17579(16) 1.000 0.0279(8) . . C17 C Uani 0.2882(3) 0.0109(2) 0.15405(17) 1.000 0.0290(8) . . C18 C Uani 0.7138(2) 0.3273(2) -0.04691(15) 1.000 0.0199(7) . . C19 C Uani 0.8144(2) 0.2428(2) -0.00777(16) 1.000 0.0248(8) . . C20 C Uani 0.6881(3) 0.4456(2) -0.00660(17) 1.000 0.0268(8) . . C21 C Uani 0.7703(3) 0.3618(3) -0.14735(15) 1.000 0.0288(8) . . C22 C Uani 1.0871(2) 0.2606(3) 0.44754(16) 1.000 0.0276(8) . . C23 C Uani 1.1888(3) 0.3030(3) 0.49203(19) 1.000 0.0449(12) . . C24 C Uani 1.1305(3) 0.1346(3) 0.42265(18) 1.000 0.0335(9) . . C25 C Uani 1.0823(3) 0.3607(2) 0.36597(16) 1.000 0.0283(8) . . C26 C Uani 0.5913(2) 0.2194(2) 0.58344(15) 1.000 0.0196(7) . . C27 C Uani 0.5664(3) 0.0836(2) 0.57988(18) 1.000 0.0346(9) . . C28 C Uani 0.5292(3) 0.3177(3) 0.52204(18) 1.000 0.0339(9) . . C29 C Uani 0.5260(3) 0.2376(2) 0.67821(16) 1.000 0.0274(8) . . O1 O Uani 0.1239(2) 0.35896(19) -0.13293(15) 1.000 0.0496(8) . . C30 C Uani 0.1436(2) 0.4528(3) -0.1902(2) 1.000 0.0320(9) . . C31 C Uani 0.2010(3) 0.4456(3) -0.2849(2) 1.000 0.0388(10) . . C32 C Uani 0.1146(3) 0.5800(3) -0.16843(18) 1.000 0.0346(9) . . H2 H Uiso 0.81720 -0.12520 0.15240 1.000 0.0260 calc R H3 H Uiso 0.95040 -0.14210 0.25380 1.000 0.0280 calc R H4 H Uiso 0.91730 -0.00220 0.35290 1.000 0.0260 calc R H6A H Uiso 0.67880 0.03740 0.06590 1.000 0.0230 calc R H6B H Uiso 0.56140 -0.03280 0.14280 1.000 0.0230 calc R H7A H Uiso 0.71910 0.26920 0.34020 1.000 0.0260 calc R H7B H Uiso 0.64980 0.15650 0.41650 1.000 0.0260 calc R H9 H Uiso 0.29880 0.26780 -0.06940 1.000 0.0220 calc R H10 H Uiso 0.52170 0.34690 -0.14590 1.000 0.0230 calc R H12 H Uiso 0.98890 0.31260 0.61940 1.000 0.0420 calc R H13 H Uiso 0.74980 0.30560 0.67800 1.000 0.0450 calc R H15A H Uiso 0.12390 0.22420 0.03790 1.000 0.0390 calc R H15B H Uiso 0.06440 0.10560 0.11190 1.000 0.0390 calc R H15C H Uiso 0.16570 0.08550 0.02190 1.000 0.0390 calc R H16A H Uiso 0.29940 0.23460 0.20330 1.000 0.0420 calc R H16B H Uiso 0.14580 0.19940 0.22160 1.000 0.0420 calc R H16C H Uiso 0.20700 0.31490 0.14520 1.000 0.0420 calc R H17A H Uiso 0.31950 -0.04100 0.10900 1.000 0.0440 calc R H17B H Uiso 0.20670 -0.02530 0.19510 1.000 0.0440 calc R H17C H Uiso 0.35660 0.01380 0.18680 1.000 0.0440 calc R H19A H Uiso 0.78200 0.22130 0.05670 1.000 0.0370 calc R H19B H Uiso 0.89950 0.28670 -0.02240 1.000 0.0370 calc R H19C H Uiso 0.82650 0.16590 -0.03250 1.000 0.0370 calc R H20A H Uiso 0.62850 0.50150 -0.03580 1.000 0.0400 calc R H20B H Uiso 0.77250 0.48850 -0.01490 1.000 0.0400 calc R H20C H Uiso 0.64700 0.42250 0.05680 1.000 0.0400 calc R H21A H Uiso 0.77540 0.28650 -0.17330 1.000 0.0430 calc R H21B H Uiso 0.85930 0.39740 -0.15930 1.000 0.0430 calc R H21C H Uiso 0.71220 0.42370 -0.17350 1.000 0.0430 calc R H23A H Uiso 1.16530 0.38700 0.50480 1.000 0.0670 calc R H23B H Uiso 1.27750 0.30510 0.45230 1.000 0.0670 calc R H23C H Uiso 1.18850 0.24410 0.54740 1.000 0.0670 calc R H24A H Uiso 1.13110 0.07250 0.47640 1.000 0.0500 calc R H24B H Uiso 1.22000 0.14200 0.38370 1.000 0.0500 calc R H24C H Uiso 1.06860 0.10810 0.39180 1.000 0.0500 calc R H25A H Uiso 1.01940 0.33520 0.33540 1.000 0.0420 calc R H25B H Uiso 1.17080 0.37050 0.32580 1.000 0.0420 calc R H25C H Uiso 1.05370 0.44060 0.38430 1.000 0.0420 calc R H27A H Uiso 0.62600 0.06090 0.52710 1.000 0.0520 calc R H27B H Uiso 0.47400 0.07420 0.57740 1.000 0.0520 calc R H27C H Uiso 0.58310 0.02850 0.63290 1.000 0.0520 calc R H28A H Uiso 0.54860 0.40170 0.52950 1.000 0.0510 calc R H28B H Uiso 0.43280 0.30550 0.53680 1.000 0.0510 calc R H28C H Uiso 0.56620 0.30900 0.46050 1.000 0.0510 calc R H29A H Uiso 0.56970 0.18330 0.72000 1.000 0.0410 calc R H29B H Uiso 0.43170 0.21590 0.69250 1.000 0.0410 calc R H29C H Uiso 0.53510 0.32530 0.68250 1.000 0.0410 calc R H31A H Uiso 0.20670 0.35770 -0.29160 1.000 0.0580 calc R H31B H Uiso 0.29000 0.48270 -0.30380 1.000 0.0580 calc R H31C H Uiso 0.14400 0.49180 -0.32140 1.000 0.0580 calc R H32A H Uiso 0.19820 0.62440 -0.17740 1.000 0.0520 calc R H32B H Uiso 0.06550 0.57220 -0.10650 1.000 0.0520 calc R H32C H Uiso 0.06100 0.62700 -0.20700 1.000 0.0520 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 Br 0.0275(1) 0.0210(1) 0.0249(1) -0.0068(1) -0.0070(1) 0.0037(1) Cu 0.0228(2) 0.0207(2) 0.0171(1) -0.0065(1) -0.0047(1) -0.0004(1) N1 0.0192(10) 0.0174(9) 0.0141(9) -0.0015(7) -0.0057(7) -0.0021(7) N2 0.0223(11) 0.0198(10) 0.0133(9) -0.0042(7) -0.0089(8) 0.0026(7) N3 0.0184(11) 0.0385(12) 0.0201(10) -0.0104(9) -0.0076(8) -0.0012(9) N4 0.0182(10) 0.0178(9) 0.0146(9) -0.0031(7) -0.0059(7) -0.0008(7) N5 0.0176(10) 0.0198(10) 0.0128(9) -0.0023(7) -0.0050(7) -0.0012(7) N6 0.0184(11) 0.0412(13) 0.0172(10) -0.0071(9) -0.0069(8) -0.0047(9) N7 0.0175(10) 0.0334(12) 0.0163(9) -0.0095(8) -0.0058(8) -0.0027(8) C1 0.0190(12) 0.0158(11) 0.0139(10) 0.0003(8) -0.0056(8) -0.0032(8) C2 0.0268(13) 0.0178(12) 0.0221(12) -0.0050(9) -0.0068(10) -0.0003(9) C3 0.0258(13) 0.0186(12) 0.0250(12) -0.0016(10) -0.0090(10) 0.0025(9) C4 0.0226(13) 0.0251(13) 0.0197(11) -0.0003(10) -0.0103(10) -0.0009(9) C5 0.0180(12) 0.0208(12) 0.0135(10) 0.0004(9) -0.0048(9) -0.0043(9) C6 0.0241(13) 0.0184(11) 0.0163(11) -0.0038(9) -0.0087(9) -0.0001(9) C7 0.0192(12) 0.0295(13) 0.0173(11) -0.0063(10) -0.0058(9) -0.0014(9) C8 0.0196(12) 0.0145(11) 0.0149(10) -0.0053(8) -0.0054(9) 0.0009(8) C9 0.0221(12) 0.0179(11) 0.0171(11) -0.0027(9) -0.0093(9) 0.0000(9) C10 0.0256(13) 0.0183(11) 0.0156(11) -0.0017(9) -0.0104(9) 0.0002(9) C11 0.0157(11) 0.0211(12) 0.0176(11) -0.0027(9) -0.0055(9) -0.0021(8) C12 0.0274(15) 0.0589(19) 0.0246(13) -0.0153(13) -0.0123(11) -0.0055(13) C13 0.0311(16) 0.065(2) 0.0229(13) -0.0229(13) -0.0077(11) -0.0064(13) C14 0.0177(12) 0.0226(12) 0.0167(11) -0.0023(9) -0.0037(9) -0.0033(9) C15 0.0218(13) 0.0337(14) 0.0228(12) -0.0043(11) -0.0048(10) -0.0070(10) C16 0.0249(14) 0.0355(15) 0.0231(13) -0.0101(11) -0.0010(10) -0.0023(11) C17 0.0245(14) 0.0271(14) 0.0318(14) 0.0020(11) -0.0045(11) -0.0065(10) C18 0.0170(12) 0.0229(12) 0.0196(11) -0.0017(9) -0.0052(9) -0.0038(9) C19 0.0215(13) 0.0258(13) 0.0276(13) -0.0008(10) -0.0101(10) -0.0018(10) C20 0.0277(14) 0.0211(12) 0.0313(14) -0.0027(10) -0.0066(11) -0.0071(10) C21 0.0231(14) 0.0419(16) 0.0184(12) 0.0005(11) -0.0029(10) -0.0066(11) C22 0.0150(12) 0.0472(16) 0.0205(12) -0.0018(11) -0.0062(10) -0.0068(11) C23 0.0218(15) 0.087(3) 0.0266(14) -0.0037(15) -0.0094(12) -0.0170(15) C24 0.0221(14) 0.0441(17) 0.0275(14) 0.0042(12) -0.0026(11) 0.0053(11) C25 0.0297(15) 0.0327(15) 0.0232(13) -0.0031(11) -0.0089(11) -0.0039(11) C26 0.0200(12) 0.0200(12) 0.0191(11) -0.0037(9) -0.0055(9) 0.0014(9) C27 0.0396(17) 0.0249(14) 0.0346(15) -0.0070(12) 0.0030(12) -0.0087(11) C28 0.0341(16) 0.0420(17) 0.0290(14) -0.0091(12) -0.0150(12) 0.0161(12) C29 0.0260(14) 0.0323(14) 0.0217(12) -0.0048(11) -0.0021(10) 0.0019(10) O1 0.0335(12) 0.0380(12) 0.0687(15) 0.0148(11) -0.0144(11) -0.0047(9) C30 0.0155(13) 0.0320(15) 0.0500(17) 0.0001(13) -0.0164(12) -0.0026(10) C31 0.0328(17) 0.0333(16) 0.0565(19) -0.0154(14) -0.0177(14) 0.0050(12) C32 0.0372(17) 0.0369(16) 0.0325(15) -0.0060(12) -0.0142(12) -0.0008(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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br Cu 2.2746(5) . . yes Cu N1 2.0855(19) . . yes Cu N2 1.9630(19) . . yes O1 C30 1.216(4) . . yes N1 C5 1.360(3) . . yes N1 C1 1.345(3) . . yes N2 C6 1.453(3) . . yes N2 C8 1.336(3) . . yes N3 C11 1.289(3) . . yes N3 C7 1.447(3) . . yes N4 C8 1.375(3) . . yes N4 C14 1.507(3) . . yes N4 C9 1.389(3) . . yes N5 C10 1.394(3) . . yes N5 C18 1.511(3) . . yes N5 C8 1.386(3) . . yes N6 C12 1.386(3) . . yes N6 C22 1.488(3) . . yes N6 C11 1.406(3) . . yes N7 C13 1.392(4) . . yes N7 C26 1.477(3) . . yes N7 C11 1.407(3) . . yes C1 C2 1.394(3) . . no C1 C6 1.516(3) . . no C2 C3 1.375(3) . . no C3 C4 1.390(3) . . no C4 C5 1.384(3) . . no C5 C7 1.512(3) . . no C9 C10 1.333(3) . . no C12 C13 1.324(4) . . no C14 C16 1.524(3) . . no C14 C17 1.522(3) . . no C14 C15 1.537(3) . . no C18 C20 1.530(3) . . no C18 C21 1.535(3) . . no C18 C19 1.523(3) . . no C22 C24 1.517(5) . . no C22 C25 1.529(4) . . no C22 C23 1.535(4) . . no C26 C27 1.526(3) . . no C26 C29 1.538(3) . . no C26 C28 1.529(4) . . no C2 H2 0.9500 . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C6 H6B 0.9900 . . no C6 H6A 0.9900 . . no C7 H7A 0.9900 . . no C7 H7B 0.9900 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C12 H12 0.9500 . . no C13 H13 0.9500 . . no C15 H15A 0.9800 . . no C15 H15B 0.9800 . . no C15 H15C 0.9800 . . no C16 H16A 0.9800 . . no C16 H16B 0.9800 . . no C16 H16C 0.9800 . . no C17 H17B 0.9800 . . no C17 H17C 0.9800 . . no C17 H17A 0.9800 . . no C19 H19A 0.9800 . . no C19 H19B 0.9800 . . no C19 H19C 0.9800 . . no C20 H20A 0.9800 . . no C20 H20B 0.9800 . . no C20 H20C 0.9800 . . no C21 H21B 0.9800 . . no C21 H21C 0.9800 . . no C21 H21A 0.9800 . . no C23 H23B 0.9800 . . no C23 H23C 0.9800 . . no C23 H23A 0.9800 . . no C24 H24B 0.9800 . . no C24 H24C 0.9800 . . no C24 H24A 0.9800 . . no C25 H25A 0.9800 . . no C25 H25B 0.9800 . . no C25 H25C 0.9800 . . no C27 H27A 0.9800 . . no C27 H27B 0.9800 . . no C27 H27C 0.9800 . . no C28 H28B 0.9800 . . no C28 H28C 0.9800 . . no C28 H28A 0.9800 . . no C29 H29B 0.9800 . . no C29 H29C 0.9800 . . no C29 H29A 0.9800 . . no C30 C31 1.491(4) . . no C30 C32 1.490(5) . . no C31 H31A 0.9800 . . no C31 H31B 0.9800 . . no C31 H31C 0.9800 . . no C32 H32A 0.9800 . . no C32 H32B 0.9800 . . no C32 H32C 0.9800 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br Cu N1 134.21(5) . . . yes Br Cu N2 141.99(6) . . . yes N1 Cu N2 83.71(8) . . . yes Cu N1 C1 111.35(14) . . . yes Cu N1 C5 129.49(15) . . . yes C1 N1 C5 118.98(19) . . . yes Cu N2 C6 114.13(14) . . . yes Cu N2 C8 127.09(15) . . . yes C6 N2 C8 116.85(18) . . . yes C7 N3 C11 128.9(2) . . . yes C8 N4 C9 109.45(18) . . . yes C8 N4 C14 126.05(18) . . . yes C9 N4 C14 124.07(18) . . . yes C8 N5 C10 108.53(18) . . . yes C8 N5 C18 127.15(18) . . . yes C10 N5 C18 121.20(18) . . . yes C11 N6 C12 109.4(2) . . . yes C11 N6 C22 125.34(19) . . . yes C12 N6 C22 124.4(2) . . . yes C11 N7 C13 108.5(2) . . . yes C11 N7 C26 128.83(19) . . . yes C13 N7 C26 122.7(2) . . . yes N1 C1 C2 121.8(2) . . . yes N1 C1 C6 117.79(19) . . . yes C2 C1 C6 120.4(2) . . . no C1 C2 C3 119.2(2) . . . no C2 C3 C4 119.2(2) . . . no C3 C4 C5 119.3(2) . . . no N1 C5 C4 121.4(2) . . . yes N1 C5 C7 115.55(19) . . . yes C4 C5 C7 122.99(19) . . . no N2 C6 C1 112.01(18) . . . yes N3 C7 C5 110.53(18) . . . yes N2 C8 N4 125.9(2) . . . yes N2 C8 N5 128.5(2) . . . yes N4 C8 N5 105.67(18) . . . yes N4 C9 C10 107.87(19) . . . yes N5 C10 C9 108.5(2) . . . yes N3 C11 N6 119.5(2) . . . yes N3 C11 N7 136.1(2) . . . yes N6 C11 N7 104.38(18) . . . yes N6 C12 C13 108.4(3) . . . yes N7 C13 C12 109.4(2) . . . yes N4 C14 C15 108.92(18) . . . yes N4 C14 C16 108.66(18) . . . yes N4 C14 C17 110.05(19) . . . yes C15 C14 C16 108.7(2) . . . no C15 C14 C17 109.06(19) . . . no C16 C14 C17 111.36(19) . . . no N5 C18 C19 112.82(18) . . . yes N5 C18 C20 106.78(19) . . . yes N5 C18 C21 108.36(19) . . . yes C19 C18 C20 110.8(2) . . . no C19 C18 C21 107.7(2) . . . no C20 C18 C21 110.4(2) . . . no N6 C22 C23 109.3(2) . . . yes N6 C22 C24 110.5(2) . . . yes N6 C22 C25 109.2(2) . . . yes C23 C22 C24 108.6(2) . . . no C23 C22 C25 107.7(2) . . . no C24 C22 C25 111.6(2) . . . no N7 C26 C27 109.8(2) . . . yes N7 C26 C28 109.4(2) . . . yes N7 C26 C29 109.57(19) . . . yes C27 C26 C28 115.1(2) . . . no C27 C26 C29 106.70(19) . . . no C28 C26 C29 106.2(2) . . . no C1 C2 H2 120.00 . . . no C3 C2 H2 120.00 . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no C3 C4 H4 120.00 . . . no C5 C4 H4 120.00 . . . no N2 C6 H6A 109.00 . . . no N2 C6 H6B 109.00 . . . no C1 C6 H6A 109.00 . . . no C1 C6 H6B 109.00 . . . no H6A C6 H6B 108.00 . . . no N3 C7 H7A 110.00 . . . no N3 C7 H7B 110.00 . . . no C5 C7 H7A 110.00 . . . no C5 C7 H7B 110.00 . . . no H7A C7 H7B 108.00 . . . no N4 C9 H9 126.00 . . . no C10 C9 H9 126.00 . . . no N5 C10 H10 126.00 . . . no C9 C10 H10 126.00 . . . no N6 C12 H12 126.00 . . . no C13 C12 H12 126.00 . . . no N7 C13 H13 125.00 . . . no C12 C13 H13 125.00 . . . no C14 C15 H15A 109.00 . . . no C14 C15 H15B 110.00 . . . no C14 C15 H15C 109.00 . . . no H15A C15 H15B 109.00 . . . no H15A C15 H15C 109.00 . . . no H15B C15 H15C 110.00 . . . no C14 C16 H16A 109.00 . . . no C14 C16 H16B 110.00 . . . no C14 C16 H16C 109.00 . . . no H16A C16 H16B 109.00 . . . no H16A C16 H16C 109.00 . . . no H16B C16 H16C 109.00 . . . no C14 C17 H17A 109.00 . . . no C14 C17 H17B 110.00 . . . no C14 C17 H17C 109.00 . . . no H17A C17 H17B 109.00 . . . no H17A C17 H17C 109.00 . . . no H17B C17 H17C 109.00 . . . no C18 C19 H19A 109.00 . . . no C18 C19 H19B 109.00 . . . no C18 C19 H19C 109.00 . . . no H19A C19 H19B 110.00 . . . no H19A C19 H19C 109.00 . . . no H19B C19 H19C 109.00 . . . no C18 C20 H20A 109.00 . . . no C18 C20 H20B 109.00 . . . no C18 C20 H20C 109.00 . . . no H20A C20 H20B 110.00 . . . no H20A C20 H20C 109.00 . . . no H20B C20 H20C 109.00 . . . no C18 C21 H21A 109.00 . . . no C18 C21 H21B 109.00 . . . no C18 C21 H21C 109.00 . . . no H21A C21 H21B 110.00 . . . no H21A C21 H21C 110.00 . . . no H21B C21 H21C 109.00 . . . no C22 C23 H23A 109.00 . . . no C22 C23 H23B 110.00 . . . no C22 C23 H23C 109.00 . . . no H23A C23 H23B 109.00 . . . no H23A C23 H23C 109.00 . . . no H23B C23 H23C 109.00 . . . no C22 C24 H24A 109.00 . . . no C22 C24 H24B 109.00 . . . no C22 C24 H24C 109.00 . . . no H24A C24 H24B 109.00 . . . no H24A C24 H24C 110.00 . . . no H24B C24 H24C 109.00 . . . no C22 C25 H25A 110.00 . . . no C22 C25 H25B 110.00 . . . no C22 C25 H25C 110.00 . . . no H25A C25 H25B 109.00 . . . no H25A C25 H25C 109.00 . . . no H25B C25 H25C 109.00 . . . no C26 C27 H27A 109.00 . . . no C26 C27 H27B 109.00 . . . no C26 C27 H27C 109.00 . . . no H27A C27 H27B 109.00 . . . no H27A C27 H27C 109.00 . . . no H27B C27 H27C 109.00 . . . no C26 C28 H28A 109.00 . . . no C26 C28 H28B 110.00 . . . no C26 C28 H28C 110.00 . . . no H28A C28 H28B 109.00 . . . no H28A C28 H28C 109.00 . . . no H28B C28 H28C 109.00 . . . no C26 C29 H29A 110.00 . . . no C26 C29 H29B 109.00 . . . no C26 C29 H29C 109.00 . . . no H29A C29 H29B 109.00 . . . no H29A C29 H29C 109.00 . . . no H29B C29 H29C 109.00 . . . no O1 C30 C31 121.4(3) . . . yes O1 C30 C32 121.4(3) . . . yes C31 C30 C32 117.2(3) . . . no C30 C31 H31A 109.00 . . . no C30 C31 H31B 109.00 . . . no C30 C31 H31C 109.00 . . . no H31A C31 H31B 110.00 . . . no H31A C31 H31C 110.00 . . . no H31B C31 H31C 109.00 . . . no C30 C32 H32A 109.00 . . . no C30 C32 H32B 109.00 . . . no C30 C32 H32C 110.00 . . . no H32A C32 H32B 109.00 . . . no H32A C32 H32C 110.00 . . . no H32B C32 H32C 109.00 . . . no 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 C9 H9 O1 0.95 2.37 3.288(3) 162.6 . C9 H9 O1 0.95 2.37 3.288(3) 162.6 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.548 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.090 #============================================================================= # end of cif data for "dpet24b" (compound 9a in manuscript) #============================================================================= #============================================================================= # end of cif file #=============================================================================