# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global #TrackingRef '19552_web_deposit_cif_file_0_RafalCzerwieniec_1366134828.Cu(dmp)(R-Phanephos)PF6.cif' #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Jan 25 08:00:44 2013' _audit_creation_method 'PLATON option' _audit_update_record ; ; #=============================================================================== data_l049 #TrackingRef '19552_web_deposit_cif_file_0_RafalCzerwieniec_1366134828.Cu(dmp)(R-Phanephos)PF6.cif' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H46 Cu N2 P2, C4 H8 O2, F6 P' _chemical_formula_structural ? _chemical_formula_sum 'C58 H54 Cu F6 N2 O2 P3' _chemical_formula_iupac ? _chemical_formula_weight 1081.49 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 16.4869(2) _cell_length_b 17.65670(17) _cell_length_c 18.69160(19) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5441.21(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _cell_measurement_reflns_used 12010 _cell_measurement_theta_min 3.4405 _cell_measurement_theta_max 63.2964 _cell_special_details ; ; _exptl_crystal_description prism _exptl_crystal_colour 'faint yellow' _exptl_crystal_size_max 0.6690 _exptl_crystal_size_mid 0.5778 _exptl_crystal_size_min 0.3652 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 1.934 _exptl_crystal_density_meas_temp ? _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.471 _exptl_absorpt_correction_T_max 0.660 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5431 # number of measured reflections (redundant set) _diffrn_reflns_number 19860 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 63.39 _diffrn_reflns_theta_full 63.39 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measured_fraction_theta_full 0.982 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 8583 # number of observed reflections (> n sig(I)) _reflns_number_gt 8263 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2^ for ALL reflections except those 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 'calc w=1/[\s^2^(Fo^2^)+(0.0817P)^2^+0.1594P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.019(17) _chemical_absolute_configuration ad _refine_ls_number_reflns 8583 _refine_ls_number_parameters 725 _refine_ls_number_restraints 105 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.1057 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.003 _refine_diff_density_max 0.394 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.050 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu Uani 0.37634(2) 0.95030(2) 0.68465(2) 1.000 0.0491(1) d . . . P1 P Uani 0.31523(4) 1.06616(4) 0.66350(3) 1.000 0.0474(2) d . . . P2 P Uani 0.42043(4) 0.93005(4) 0.80009(3) 1.000 0.0493(2) d . . . N1 N Uani 0.31906(15) 0.85369(13) 0.64160(13) 1.000 0.0556(7) d . . . N2 N Uani 0.45778(13) 0.92504(13) 0.60068(12) 1.000 0.0510(7) d . . . C1 C Uani 0.2521(2) 0.81837(19) 0.6624(2) 1.000 0.0692(11) d . . . C2 C Uani 0.2240(3) 0.7522(2) 0.6267(2) 1.000 0.0870(14) d . . . C3 C Uani 0.2658(3) 0.7241(2) 0.5712(2) 1.000 0.0870(16) d . . . C4 C Uani 0.3354(2) 0.75953(17) 0.54726(18) 1.000 0.0683(10) d . . . C5 C Uani 0.36106(18) 0.82514(14) 0.58447(14) 1.000 0.0522(8) d . . . C6 C Uani 0.2073(2) 0.8483(3) 0.7248(2) 1.000 0.0913(16) d . . . C7 C Uani 0.3820(3) 0.7339(2) 0.48757(19) 1.000 0.0812(13) d . . . C8 C Uani 0.4483(3) 0.7701(2) 0.46627(18) 1.000 0.0759(13) d . . . C9 C Uani 0.4762(2) 0.83623(19) 0.50260(16) 1.000 0.0647(10) d . . . C10 C Uani 0.43309(17) 0.86359(15) 0.56252(14) 1.000 0.0506(8) d . . . C11 C Uani 0.52426(17) 0.96093(18) 0.58026(17) 1.000 0.0595(9) d . . . C12 C Uani 0.5687(2) 0.9374(3) 0.51938(19) 1.000 0.0788(13) d . . . C13 C Uani 0.5453(2) 0.8766(2) 0.48221(19) 1.000 0.0784(13) d . . . C14 C Uani 0.5513(2) 1.0282(2) 0.6213(2) 1.000 0.0767(11) d . . . C15 C Uani 0.36761(17) 1.11294(16) 0.58871(15) 1.000 0.0536(8) d . . . C16 C Uani 0.3655(2) 1.0733(2) 0.52424(16) 1.000 0.0674(10) d . . . C17 C Uani 0.4028(3) 1.1029(3) 0.4642(2) 1.000 0.0874(15) d . . . C18 C Uani 0.4426(3) 1.1717(3) 0.4682(2) 1.000 0.0997(18) d . . . C19 C Uani 0.4451(3) 1.2103(2) 0.5308(2) 1.000 0.0900(14) d . . . C20 C Uani 0.4076(2) 1.18193(19) 0.59136(18) 1.000 0.0682(10) d . . . C21 C Uani 0.21159(18) 1.0788(2) 0.63063(16) 1.000 0.0624(10) d . . . C22 C Uani 0.1830(2) 1.1513(3) 0.6155(2) 1.000 0.0883(16) d . . . C23 C Uani 0.1048(3) 1.1609(4) 0.5897(3) 1.000 0.118(2) d . . . C24 C Uani 0.0558(3) 1.0991(5) 0.5805(3) 1.000 0.119(3) d . . . C25 C Uani 0.0834(3) 1.0286(4) 0.5934(3) 1.000 0.114(2) d . . . C26 C Uani 0.1625(2) 1.0183(3) 0.6176(2) 1.000 0.0887(15) d . . . C27 C Uani 0.52602(18) 0.91163(16) 0.82233(17) 1.000 0.0574(9) d . . . C28 C Uani 0.5521(2) 0.9062(2) 0.89280(19) 1.000 0.0727(11) d . . . C29 C Uani 0.6329(3) 0.8913(3) 0.9088(3) 1.000 0.0933(17) d . . . C30 C Uani 0.6876(3) 0.8817(3) 0.8538(3) 1.000 0.102(2) d . . . C31 C Uani 0.6626(3) 0.8840(3) 0.7843(3) 1.000 0.0997(18) d . . . C32 C Uani 0.5821(2) 0.8999(2) 0.7683(2) 1.000 0.0755(11) d . . . C33 C Uani 0.37464(19) 0.84315(15) 0.83763(16) 1.000 0.0565(8) d . . . C34 C Uani 0.3298(2) 0.83927(19) 0.89975(19) 1.000 0.0718(11) d . . . C35 C Uani 0.2969(3) 0.7701(2) 0.9211(2) 1.000 0.0857(16) d . . . C36 C Uani 0.3090(3) 0.7063(2) 0.8819(3) 1.000 0.0910(16) d . . . C37 C Uani 0.3550(3) 0.7095(2) 0.8209(2) 1.000 0.0859(15) d . . . C38 C Uani 0.3876(2) 0.77694(18) 0.7983(2) 1.000 0.0720(11) d . . . C39 C Uani 0.32755(18) 1.13290(15) 0.73802(14) 1.000 0.0511(8) d . . . C40 C Uani 0.40825(18) 1.14255(16) 0.75743(15) 1.000 0.0543(9) d . . . C41 C Uani 0.4318(2) 1.18531(16) 0.81580(16) 1.000 0.0634(9) d . . . C42 C Uani 0.3734(3) 1.23243(17) 0.84498(18) 1.000 0.0751(12) d . . . C43 C Uani 0.2931(3) 1.22360(19) 0.8274(2) 1.000 0.0783(13) d . . . C44 C Uani 0.2671(2) 1.16636(18) 0.78061(17) 1.000 0.0631(10) d . . . C45 C Uani 0.1834(2) 1.1320(3) 0.7928(2) 1.000 0.0850(14) d . . . C46 C Uani 0.1753(3) 1.0915(3) 0.8662(3) 1.000 0.0963(16) d . . . C47 C Uani 0.2547(2) 1.0642(2) 0.8940(2) 1.000 0.0783(11) d . . . C48 C Uani 0.2990(4) 1.1013(2) 0.9482(2) 1.000 0.0927(16) d . . . C49 C Uani 0.3800(4) 1.0979(2) 0.95096(18) 1.000 0.0857(16) d . . . C50 C Uani 0.4257(2) 1.05653(17) 0.90180(15) 1.000 0.0660(9) d . . . C51 C Uani 0.38219(19) 1.00296(15) 0.86071(14) 1.000 0.0540(8) d . . . C52 C Uani 0.2982(2) 1.00881(17) 0.85678(17) 1.000 0.0609(10) d . . . C53 C Uani 0.5104(2) 1.0840(2) 0.8842(2) 1.000 0.0743(11) d . . . C54 C Uani 0.5091(3) 1.16711(19) 0.85482(19) 1.000 0.0740(11) d . . . O1 O Uani 0.9679(3) 1.2245(5) 0.8107(3) 1.000 0.188(3) d . . . O2 O Uani 0.9956(3) 1.2798(4) 0.7102(2) 1.000 0.149(2) d . B . C55 C Uani 0.9108(5) 1.1738(5) 0.7065(5) 1.000 0.182(4) d . . . C56 C Uani 0.9611(3) 1.2235(4) 0.7491(3) 1.000 0.118(3) d . . . C57 C Uani 1.0452(5) 1.3303(5) 0.7461(4) 1.000 0.157(4) d . . . C58 C Uani 1.0621(13) 1.4002(12) 0.7035(9) 0.71(3) 0.204(6) d UP B 1 C59 C Uani 1.1071(18) 1.347(2) 0.6975(16) 0.29(3) 0.145(8) d UP B 2 P3A P Uani 0.8112(4) 0.9803(7) 0.5940(4) 0.562(8) 0.0797(16) d DP . 2 F1A F Uani 0.8523(6) 1.0595(4) 0.5800(4) 0.562(8) 0.120(3) d DUP . 2 F2A F Uani 0.8702(8) 0.9183(5) 0.6235(6) 0.562(8) 0.193(5) d DUP . 2 F3A F Uani 0.7466(5) 0.9110(5) 0.5869(6) 0.562(8) 0.160(4) d DUP . 2 F4A F Uani 0.7479(4) 1.0303(3) 0.5566(5) 0.562(8) 0.137(3) d DUP . 2 F5A F Uani 0.7909(13) 1.0032(6) 0.6664(6) 0.562(8) 0.231(8) d DUP . 2 F6A F Uani 0.8822(7) 0.9540(5) 0.5473(8) 0.562(8) 0.199(5) d DUP . 2 P3 P Uani 0.8171(6) 0.9693(10) 0.5962(6) 0.438(8) 0.095(3) d DP . 1 F1 F Uani 0.8748(8) 1.0337(8) 0.5879(10) 0.438(8) 0.217(8) d DUP . 1 F2 F Uani 0.7983(12) 0.8953(5) 0.6216(9) 0.438(8) 0.182(7) d DUP . 1 F3 F Uani 0.7567(9) 0.9837(14) 0.5370(7) 0.438(8) 0.319(12) d DUP . 1 F4 F Uani 0.7499(7) 1.0040(9) 0.6506(8) 0.438(8) 0.173(6) d DUP . 1 F5 F Uani 0.8836(8) 0.9821(11) 0.6596(7) 0.438(8) 0.198(7) d DUP . 1 F6 F Uani 0.8292(7) 0.9460(4) 0.5139(3) 0.438(8) 0.106(3) d DUP . 1 H2 H Uiso 0.17670 0.72850 0.64180 1.000 0.1050 c R . . H3 H Uiso 0.24770 0.68030 0.54860 1.000 0.1040 c R . . H6A H Uiso 0.20480 0.81020 0.76140 1.000 0.1100 c R . . H6B H Uiso 0.15330 0.86190 0.71050 1.000 0.1100 c R . . H6C H Uiso 0.23470 0.89220 0.74310 1.000 0.1100 c R . . H7 H Uiso 0.36540 0.69080 0.46300 1.000 0.0970 c R . . H8 H Uiso 0.47710 0.75210 0.42700 1.000 0.0910 c R . . H12 H Uiso 0.61440 0.96440 0.50520 1.000 0.0940 c R . . H13 H Uiso 0.57510 0.86110 0.44260 1.000 0.0940 c R . . H14A H Uiso 0.55090 1.07190 0.59070 1.000 0.0920 c R . . H14B H Uiso 0.60530 1.01990 0.63890 1.000 0.0920 c R . . H14C H Uiso 0.51530 1.03640 0.66090 1.000 0.0920 c R . . H16 H Uiso 0.33880 1.02700 0.52160 1.000 0.0810 c R . . H17 H Uiso 0.40120 1.07640 0.42120 1.000 0.1050 c R . . H18 H Uiso 0.46770 1.19150 0.42770 1.000 0.1200 c R . . H19 H Uiso 0.47240 1.25630 0.53310 1.000 0.1080 c R . . H20 H Uiso 0.40920 1.20920 0.63390 1.000 0.0820 c R . . H22 H Uiso 0.21630 1.19320 0.62260 1.000 0.1060 c R . . H23 H Uiso 0.08570 1.20910 0.57870 1.000 0.1420 c R . . H24 H Uiso 0.00260 1.10580 0.56510 1.000 0.1430 c R . . H25 H Uiso 0.04980 0.98700 0.58620 1.000 0.1370 c R . . H26 H Uiso 0.18200 0.96950 0.62490 1.000 0.1060 c R . . H28 H Uiso 0.51500 0.91260 0.92980 1.000 0.0870 c R . . H29 H Uiso 0.64980 0.88780 0.95620 1.000 0.1120 c R . . H30 H Uiso 0.74210 0.87360 0.86430 1.000 0.1230 c R . . H31 H Uiso 0.69940 0.87480 0.74760 1.000 0.1200 c R . . H32 H Uiso 0.56570 0.90260 0.72070 1.000 0.0900 c R . . H34 H Uiso 0.32150 0.88250 0.92720 1.000 0.0860 c R . . H35 H Uiso 0.26620 0.76760 0.96280 1.000 0.1030 c R . . H36 H Uiso 0.28610 0.66070 0.89640 1.000 0.1090 c R . . H37 H Uiso 0.36420 0.66560 0.79470 1.000 0.1030 c R . . H38 H Uiso 0.41840 0.77850 0.75660 1.000 0.0860 c R . . H40 H Uiso 0.44810 1.11920 0.73000 1.000 0.0650 c R . . H42 H Uiso 0.38860 1.27040 0.87680 1.000 0.0900 c R . . H43 H Uiso 0.25490 1.25640 0.84690 1.000 0.0940 c R . . H45A H Uiso 0.17210 1.09590 0.75500 1.000 0.1020 c R . . H45B H Uiso 0.14300 1.17180 0.78990 1.000 0.1020 c R . . H46A H Uiso 0.15170 1.12630 0.90050 1.000 0.1160 c R . . H46B H Uiso 0.13880 1.04870 0.86120 1.000 0.1160 c R . . H48 H Uiso 0.27120 1.12880 0.98280 1.000 0.1110 c R . . H49 H Uiso 0.40690 1.12420 0.98700 1.000 0.1030 c R . . H52 H Uiso 0.26990 0.97460 0.82830 1.000 0.0730 c R . . H53A H Uiso 0.53450 1.05080 0.84870 1.000 0.0890 c R . . H53B H Uiso 0.54380 1.08190 0.92690 1.000 0.0890 c R . . H54A H Uiso 0.51560 1.20210 0.89440 1.000 0.0890 c R . . H54B H Uiso 0.55460 1.17420 0.82260 1.000 0.0890 c R . . H55A H Uiso 0.85520 1.17880 0.72120 1.000 0.2180 c R . . H55C H Uiso 0.91570 1.18720 0.65690 1.000 0.2180 c R . . H57A H Uiso 1.09610 1.30550 0.75740 1.000 0.1890 c R A 1 H57B H Uiso 1.01950 1.34450 0.79080 1.000 0.1890 c R A 1 H58A H Uiso 1.10320 1.42960 0.72710 0.71(3) 0.2450 c RP B 1 H58B H Uiso 1.01340 1.42970 0.69940 0.71(3) 0.2450 c RP B 1 H58C H Uiso 1.08070 1.38630 0.65660 0.71(3) 0.2450 c RP B 1 H55B H Uiso 0.92800 1.12230 0.71320 1.000 0.2180 c R . . H59A H Uiso 1.15190 1.31320 0.70540 0.29(3) 0.1750 c RP B 2 H59B H Uiso 1.12460 1.39830 0.70430 0.29(3) 0.1750 c RP B 2 H59C H Uiso 1.08720 1.34070 0.64960 0.29(3) 0.1750 c RP B 2 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 0.0532(2) 0.0451(2) 0.0489(2) -0.0091(2) 0.0053(2) -0.0057(2) P1 0.0471(3) 0.0475(3) 0.0475(3) -0.0045(3) 0.0025(2) -0.0012(3) P2 0.0589(4) 0.0436(3) 0.0455(3) -0.0047(3) 0.0046(3) -0.0018(3) N1 0.0618(13) 0.0451(11) 0.0599(13) -0.0047(10) -0.0106(11) -0.0062(10) N2 0.0528(12) 0.0499(12) 0.0503(11) -0.0093(10) -0.0013(9) 0.0031(9) C1 0.0670(18) 0.0637(18) 0.077(2) -0.0023(16) -0.0056(15) -0.0196(15) C2 0.090(2) 0.075(2) 0.096(3) -0.006(2) -0.010(2) -0.035(2) C3 0.106(3) 0.060(2) 0.095(3) -0.010(2) -0.030(2) -0.021(2) C4 0.088(2) 0.0473(15) 0.0695(18) -0.0063(14) -0.0336(17) 0.0059(15) C5 0.0666(16) 0.0406(12) 0.0495(14) -0.0038(11) -0.0177(12) 0.0077(11) C6 0.074(2) 0.107(3) 0.093(3) -0.008(2) 0.0103(19) -0.038(2) C7 0.124(3) 0.0571(19) 0.0626(19) -0.0253(15) -0.036(2) 0.023(2) C8 0.104(3) 0.071(2) 0.0526(16) -0.0176(16) -0.0138(18) 0.028(2) C9 0.082(2) 0.0669(18) 0.0452(14) -0.0104(14) -0.0141(13) 0.0282(16) C10 0.0596(15) 0.0466(13) 0.0455(13) -0.0059(11) -0.0119(11) 0.0136(11) C11 0.0521(15) 0.0635(17) 0.0629(16) -0.0031(14) 0.0082(12) 0.0031(13) C12 0.0648(18) 0.100(3) 0.0717(19) -0.007(2) 0.0188(15) 0.0044(18) C13 0.082(2) 0.093(3) 0.0603(18) -0.0140(18) 0.0126(16) 0.0191(19) C14 0.0570(17) 0.076(2) 0.097(2) -0.0183(19) 0.0182(16) -0.0131(15) C15 0.0558(15) 0.0565(15) 0.0484(14) -0.0004(12) 0.0026(12) -0.0007(12) C16 0.0780(19) 0.0700(18) 0.0542(16) -0.0093(14) 0.0000(14) -0.0078(16) C17 0.116(3) 0.095(3) 0.0511(17) -0.0124(18) 0.0132(18) -0.014(2) C18 0.139(4) 0.097(3) 0.063(2) 0.005(2) 0.038(2) -0.020(3) C19 0.124(3) 0.069(2) 0.077(2) 0.0060(19) 0.023(2) -0.025(2) C20 0.091(2) 0.0577(17) 0.0560(17) -0.0061(14) 0.0109(15) -0.0108(15) C21 0.0544(15) 0.080(2) 0.0529(15) -0.0049(14) 0.0013(12) 0.0036(14) C22 0.072(2) 0.104(3) 0.089(3) 0.016(2) -0.0025(19) 0.020(2) C23 0.076(3) 0.182(6) 0.096(3) 0.013(4) -0.009(2) 0.049(4) C24 0.061(2) 0.220(7) 0.075(3) -0.028(3) -0.0104(19) 0.029(4) C25 0.066(2) 0.166(6) 0.111(4) -0.051(4) -0.012(2) -0.013(3) C26 0.0590(19) 0.110(3) 0.097(3) -0.035(2) -0.0015(17) -0.0088(19) C27 0.0650(16) 0.0504(14) 0.0568(15) -0.0036(13) 0.0015(13) 0.0000(12) C28 0.082(2) 0.074(2) 0.0622(18) 0.0014(16) -0.0057(16) 0.0083(17) C29 0.094(3) 0.095(3) 0.091(3) -0.003(2) -0.031(2) 0.007(2) C30 0.068(2) 0.115(4) 0.124(4) -0.013(3) -0.013(2) 0.008(2) C31 0.066(2) 0.131(4) 0.102(3) -0.018(3) 0.011(2) 0.003(2) C32 0.069(2) 0.089(2) 0.0684(19) -0.0140(18) 0.0036(16) 0.0005(17) C33 0.0652(15) 0.0449(13) 0.0593(16) 0.0012(12) 0.0018(13) 0.0001(12) C34 0.090(2) 0.0560(17) 0.0693(19) 0.0043(15) 0.0144(17) -0.0081(16) C35 0.101(3) 0.067(2) 0.089(3) 0.0181(19) 0.018(2) -0.0105(19) C36 0.102(3) 0.057(2) 0.114(3) 0.020(2) -0.004(2) -0.0187(19) C37 0.114(3) 0.0476(16) 0.096(3) -0.0033(17) -0.002(2) -0.0046(17) C38 0.093(2) 0.0489(16) 0.074(2) -0.0030(14) 0.0086(17) 0.0014(15) C39 0.0652(16) 0.0424(13) 0.0458(13) -0.0022(11) 0.0047(12) 0.0024(11) C40 0.0659(16) 0.0497(15) 0.0474(14) -0.0040(12) 0.0033(12) -0.0084(12) C41 0.096(2) 0.0453(14) 0.0488(14) -0.0038(12) -0.0002(15) -0.0177(14) C42 0.123(3) 0.0455(15) 0.0567(16) -0.0140(13) 0.0063(19) -0.0045(17) C43 0.114(3) 0.0528(17) 0.068(2) -0.0097(15) 0.0205(19) 0.0170(17) C44 0.0785(19) 0.0542(16) 0.0567(16) -0.0005(13) 0.0144(14) 0.0107(14) C45 0.067(2) 0.099(3) 0.089(2) -0.011(2) 0.0234(18) 0.0137(18) C46 0.091(3) 0.084(2) 0.114(3) 0.006(2) 0.055(2) 0.014(2) C47 0.098(2) 0.0578(18) 0.079(2) 0.0049(17) 0.0461(19) 0.0094(17) C48 0.153(4) 0.063(2) 0.062(2) -0.0113(17) 0.046(2) 0.008(2) C49 0.148(4) 0.0618(19) 0.0473(17) -0.0094(14) 0.013(2) -0.001(2) C50 0.108(2) 0.0484(15) 0.0416(13) 0.0000(12) -0.0049(14) -0.0031(15) C51 0.0751(17) 0.0453(13) 0.0417(12) -0.0010(10) 0.0120(12) -0.0038(13) C52 0.0780(19) 0.0472(14) 0.0576(16) -0.0031(13) 0.0237(14) 0.0010(13) C53 0.093(2) 0.0626(19) 0.0674(19) -0.0041(16) -0.0242(17) -0.0140(17) C54 0.103(2) 0.0627(18) 0.0562(17) -0.0052(15) -0.0169(17) -0.0242(18) O1 0.174(4) 0.280(7) 0.110(3) 0.021(4) -0.040(3) -0.010(5) O2 0.157(3) 0.194(5) 0.095(3) -0.022(3) -0.012(3) -0.029(4) C55 0.182(7) 0.203(8) 0.160(7) -0.086(6) 0.043(6) -0.055(6) C56 0.101(3) 0.159(6) 0.094(4) -0.012(4) 0.005(3) 0.028(4) C57 0.154(6) 0.187(8) 0.130(5) -0.023(5) -0.029(5) -0.025(6) C58 0.233(11) 0.193(11) 0.186(10) 0.015(8) -0.043(8) -0.006(8) C59 0.133(14) 0.154(15) 0.149(15) -0.008(9) -0.003(9) -0.019(9) P3A 0.077(2) 0.056(3) 0.106(3) -0.0044(18) 0.0288(19) 0.0097(14) F1A 0.157(7) 0.085(4) 0.118(4) 0.008(3) -0.011(4) -0.021(4) F2A 0.245(11) 0.139(7) 0.194(9) -0.035(7) -0.134(10) 0.085(7) F3A 0.148(6) 0.101(5) 0.230(10) 0.036(5) -0.035(6) -0.044(4) F4A 0.105(4) 0.077(3) 0.230(9) -0.007(4) 0.016(5) 0.033(3) F5A 0.42(2) 0.147(8) 0.126(7) -0.060(6) 0.087(12) -0.003(12) F6A 0.187(8) 0.147(7) 0.262(12) -0.094(8) 0.152(9) -0.056(7) P3 0.115(6) 0.066(5) 0.103(4) -0.021(3) 0.018(4) 0.008(3) F1 0.115(7) 0.167(14) 0.37(2) 0.042(13) -0.084(10) -0.066(9) F2 0.272(17) 0.077(5) 0.197(12) -0.014(6) 0.135(12) -0.038(8) F3 0.216(15) 0.61(3) 0.131(9) 0.064(16) -0.090(10) -0.252(19) F4 0.126(6) 0.206(12) 0.188(13) 0.044(9) 0.091(7) 0.073(7) F5 0.174(9) 0.271(17) 0.150(9) 0.054(11) -0.047(8) 0.018(10) F6 0.155(7) 0.076(4) 0.087(4) -0.020(3) 0.003(4) 0.009(4) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; 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 P1 2.3144(8) . . yes Cu1 P2 2.3047(7) . . yes Cu1 N1 2.109(2) . . yes Cu1 N2 2.113(2) . . yes P1 C15 1.839(3) . . yes P1 C21 1.830(3) . . yes P1 C39 1.836(3) . . yes P2 C27 1.819(3) . . yes P2 C33 1.848(3) . . yes P2 C51 1.827(3) . . yes P3A F4A 1.535(11) . . yes P3A F5A 1.452(14) . . yes P3A F6A 1.532(15) . . yes P3A F3A 1.628(13) . . yes P3A F1A 1.576(14) . . yes P3A F2A 1.565(15) . . yes P3 F1 1.49(2) . . yes P3 F4 1.624(18) . . yes P3 F2 1.42(2) . . yes P3 F3 1.510(18) . . yes P3 F6 1.605(13) . . yes P3 F5 1.630(17) . . yes F2A F6A 1.570(18) . . yes F1 F5 1.63(2) . . yes F3 F6 1.44(2) . . yes O1 C56 1.157(8) . . yes O2 C56 1.357(9) . . yes O2 C57 1.384(10) . . yes N1 C1 1.326(4) . . yes N1 C5 1.369(4) . . yes N2 C10 1.361(3) . . yes N2 C11 1.322(4) . . yes C1 C2 1.423(5) . . no C1 C6 1.478(5) . . no C2 C3 1.341(6) . . no C3 C4 1.381(6) . . no C4 C5 1.416(4) . . no C4 C7 1.428(5) . . no C5 C10 1.428(4) . . no C7 C8 1.327(6) . . no C8 C9 1.427(5) . . no C9 C10 1.412(4) . . no C9 C13 1.397(5) . . no C11 C12 1.416(5) . . no C11 C14 1.483(5) . . no C12 C13 1.336(6) . . no C15 C16 1.394(4) . . no C15 C20 1.386(4) . . no C16 C17 1.382(5) . . no C17 C18 1.383(7) . . no C18 C19 1.355(6) . . no C19 C20 1.384(5) . . no C21 C26 1.362(6) . . no C21 C22 1.393(6) . . no C22 C23 1.387(6) . . no C23 C24 1.369(10) . . no C24 C25 1.347(11) . . no C25 C26 1.392(6) . . no C27 C32 1.385(5) . . no C27 C28 1.389(5) . . no C28 C29 1.390(6) . . no C29 C30 1.378(8) . . no C30 C31 1.364(8) . . no C31 C32 1.389(6) . . no C33 C38 1.397(4) . . no C33 C34 1.378(5) . . no C34 C35 1.395(5) . . no C35 C36 1.359(6) . . no C36 C37 1.371(7) . . no C37 C38 1.373(5) . . no C39 C40 1.390(4) . . no C39 C44 1.406(4) . . no C40 C41 1.382(4) . . no C41 C54 1.503(6) . . no C41 C42 1.385(5) . . no C42 C43 1.373(7) . . no C43 C44 1.404(5) . . no C44 C45 1.525(5) . . no C45 C46 1.553(7) . . no C46 C47 1.489(6) . . no C47 C48 1.410(6) . . no C47 C52 1.398(5) . . no C48 C49 1.338(9) . . no C49 C50 1.395(5) . . no C50 C51 1.414(4) . . no C50 C53 1.514(5) . . no C51 C52 1.391(5) . . no C53 C54 1.567(5) . . no C2 H2 0.9300 . . no C3 H3 0.9300 . . no C6 H6A 0.9600 . . no C6 H6B 0.9600 . . no C6 H6C 0.9600 . . no C7 H7 0.9300 . . no C8 H8 0.9300 . . no C12 H12 0.9300 . . no C13 H13 0.9300 . . no C14 H14A 0.9600 . . no C14 H14B 0.9600 . . no C14 H14C 0.9600 . . no C16 H16 0.9300 . . no C17 H17 0.9300 . . no C18 H18 0.9300 . . no C19 H19 0.9300 . . no C20 H20 0.9300 . . no C22 H22 0.9300 . . no C23 H23 0.9300 . . no C24 H24 0.9300 . . no C25 H25 0.9300 . . no C26 H26 0.9300 . . no C28 H28 0.9300 . . no C29 H29 0.9300 . . no C30 H30 0.9300 . . no C31 H31 0.9300 . . no C32 H32 0.9300 . . no C34 H34 0.9300 . . no C35 H35 0.9300 . . no C36 H36 0.9300 . . no C37 H37 0.9300 . . no C38 H38 0.9300 . . no C40 H40 0.9300 . . no C42 H42 0.9300 . . no C43 H43 0.9300 . . no C45 H45A 0.9700 . . no C45 H45B 0.9700 . . no C46 H46B 0.9700 . . no C46 H46A 0.9700 . . no C48 H48 0.9300 . . no C49 H49 0.9300 . . no C52 H52 0.9300 . . no C53 H53A 0.9700 . . no C53 H53B 0.9700 . . no C54 H54B 0.9700 . . no C54 H54A 0.9700 . . no C55 C56 1.446(11) . . no C57 C58 1.50(2) . . no C57 C59 1.40(3) . . no C55 H55A 0.9600 . . no C55 H55B 0.9600 . . no C55 H55C 0.9600 . . no C57 H57A 0.9700 . . no C57 H57B 0.9700 . . no C58 H58A 0.9600 . . no C58 H58B 0.9600 . . no C58 H58C 0.9600 . . no C59 H59A 0.9600 . . no C59 H59B 0.9600 . . no C59 H59C 0.9600 . . 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 P1 Cu1 P2 115.75(3) . . . yes P1 Cu1 N1 117.05(7) . . . yes P1 Cu1 N2 109.65(7) . . . yes P2 Cu1 N1 111.90(7) . . . yes P2 Cu1 N2 117.53(6) . . . yes N1 Cu1 N2 80.24(9) . . . yes Cu1 P1 C15 108.81(9) . . . yes Cu1 P1 C21 124.88(12) . . . yes Cu1 P1 C39 112.93(9) . . . yes C15 P1 C21 97.38(13) . . . yes C15 P1 C39 103.68(13) . . . yes C21 P1 C39 106.25(14) . . . yes Cu1 P2 C27 122.92(10) . . . yes Cu1 P2 C33 110.82(10) . . . yes Cu1 P2 C51 111.25(9) . . . yes C27 P2 C33 98.96(14) . . . yes C27 P2 C51 108.33(14) . . . yes C33 P2 C51 102.04(13) . . . yes F1A P3A F2A 114.3(7) . . . yes F1A P3A F3A 159.2(7) . . . yes F1A P3A F4A 72.9(7) . . . yes F1A P3A F5A 90.4(8) . . . yes F1A P3A F6A 81.1(6) . . . yes F2A P3A F3A 84.8(8) . . . yes F2A P3A F4A 170.2(9) . . . yes F2A P3A F5A 90.6(9) . . . yes F2A P3A F6A 60.9(7) . . . yes F3A P3A F4A 87.2(5) . . . yes F3A P3A F5A 97.7(9) . . . yes F3A P3A F6A 103.0(8) . . . yes F4A P3A F5A 96.2(9) . . . yes F4A P3A F6A 115.7(8) . . . yes F5A P3A F6A 142.3(11) . . . yes F4 P3 F6 141.4(9) . . . yes F5 P3 F6 130.5(9) . . . yes F1 P3 F2 150.9(13) . . . yes F1 P3 F3 102.5(14) . . . yes F1 P3 F4 102.3(12) . . . yes F1 P3 F5 62.7(10) . . . yes F1 P3 F6 90.9(10) . . . yes F2 P3 F3 104.8(14) . . . yes F2 P3 F4 89.4(11) . . . yes F2 P3 F5 91.8(12) . . . yes F2 P3 F6 96.4(11) . . . yes F3 P3 F4 86.9(10) . . . yes F3 P3 F5 162.3(17) . . . yes F3 P3 F6 54.7(8) . . . yes F4 P3 F5 87.2(9) . . . yes P3A F2A F6A 58.5(6) . . . yes P3A F6A F2A 60.6(8) . . . yes P3 F1 F5 62.9(9) . . . yes P3 F3 F6 66.0(9) . . . yes P3 F5 F1 54.5(9) . . . yes P3 F6 F3 59.3(7) . . . yes C56 O2 C57 117.4(5) . . . yes C1 N1 C5 118.5(3) . . . yes Cu1 N1 C1 129.9(2) . . . yes Cu1 N1 C5 111.65(18) . . . yes C10 N2 C11 118.6(2) . . . yes Cu1 N2 C10 111.57(17) . . . yes Cu1 N2 C11 129.8(2) . . . yes C2 C1 C6 120.1(3) . . . no N1 C1 C2 121.3(3) . . . yes N1 C1 C6 118.6(3) . . . yes C1 C2 C3 120.0(4) . . . no C2 C3 C4 120.7(4) . . . no C3 C4 C5 117.4(3) . . . no C3 C4 C7 123.8(3) . . . no C5 C4 C7 118.8(3) . . . no N1 C5 C10 118.0(2) . . . yes C4 C5 C10 119.8(3) . . . no N1 C5 C4 122.2(3) . . . yes C4 C7 C8 121.7(3) . . . no C7 C8 C9 121.1(3) . . . no C10 C9 C13 116.9(3) . . . no C8 C9 C10 119.7(3) . . . no C8 C9 C13 123.4(3) . . . no N2 C10 C9 122.6(3) . . . yes N2 C10 C5 118.5(2) . . . yes C5 C10 C9 118.9(3) . . . no N2 C11 C14 118.9(3) . . . yes N2 C11 C12 121.4(3) . . . yes C12 C11 C14 119.7(3) . . . no C11 C12 C13 120.3(3) . . . no C9 C13 C12 120.3(3) . . . no C16 C15 C20 119.0(3) . . . no P1 C15 C16 114.8(2) . . . yes P1 C15 C20 126.2(2) . . . yes C15 C16 C17 120.1(3) . . . no C16 C17 C18 120.0(4) . . . no C17 C18 C19 120.2(4) . . . no C18 C19 C20 120.7(4) . . . no C15 C20 C19 120.1(3) . . . no P1 C21 C26 121.3(3) . . . yes P1 C21 C22 119.8(3) . . . yes C22 C21 C26 118.9(3) . . . no C21 C22 C23 119.8(5) . . . no C22 C23 C24 119.7(6) . . . no C23 C24 C25 121.0(5) . . . no C24 C25 C26 119.7(6) . . . no C21 C26 C25 120.8(5) . . . no P2 C27 C28 121.7(2) . . . yes C28 C27 C32 118.3(3) . . . no P2 C27 C32 119.9(2) . . . yes C27 C28 C29 120.9(4) . . . no C28 C29 C30 119.3(5) . . . no C29 C30 C31 120.6(5) . . . no C30 C31 C32 120.0(5) . . . no C27 C32 C31 120.7(4) . . . no P2 C33 C34 125.5(2) . . . yes C34 C33 C38 118.9(3) . . . no P2 C33 C38 115.6(2) . . . yes C33 C34 C35 119.6(3) . . . no C34 C35 C36 121.0(4) . . . no C35 C36 C37 119.7(4) . . . no C36 C37 C38 120.6(3) . . . no C33 C38 C37 120.3(3) . . . no C40 C39 C44 118.7(3) . . . no P1 C39 C40 112.5(2) . . . yes P1 C39 C44 128.4(2) . . . yes C39 C40 C41 122.8(3) . . . no C40 C41 C42 116.4(3) . . . no C42 C41 C54 121.8(3) . . . no C40 C41 C54 120.3(3) . . . no C41 C42 C43 120.5(3) . . . no C42 C43 C44 121.7(4) . . . no C43 C44 C45 118.0(3) . . . no C39 C44 C43 116.0(3) . . . no C39 C44 C45 124.0(3) . . . no C44 C45 C46 113.2(3) . . . no C45 C46 C47 112.5(4) . . . no C46 C47 C52 120.3(4) . . . no C46 C47 C48 123.8(4) . . . no C48 C47 C52 114.6(4) . . . no C47 C48 C49 121.6(4) . . . no C48 C49 C50 122.5(4) . . . no C51 C50 C53 124.3(3) . . . no C49 C50 C51 115.7(4) . . . no C49 C50 C53 118.3(3) . . . no P2 C51 C52 111.3(2) . . . yes P2 C51 C50 129.3(2) . . . yes C50 C51 C52 119.0(3) . . . no C47 C52 C51 122.4(3) . . . no C50 C53 C54 111.3(3) . . . no C41 C54 C53 112.5(3) . . . no C3 C2 H2 120.00 . . . no C1 C2 H2 120.00 . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no H6A C6 H6C 109.00 . . . no H6B C6 H6C 109.00 . . . no H6A C6 H6B 109.00 . . . no C1 C6 H6B 109.00 . . . no C1 C6 H6C 110.00 . . . no C1 C6 H6A 109.00 . . . no C8 C7 H7 119.00 . . . no C4 C7 H7 119.00 . . . no C7 C8 H8 120.00 . . . no C9 C8 H8 119.00 . . . no C13 C12 H12 120.00 . . . no C11 C12 H12 120.00 . . . no C9 C13 H13 120.00 . . . no C12 C13 H13 120.00 . . . no C11 C14 H14B 109.00 . . . no H14B C14 H14C 109.00 . . . no H14A C14 H14C 110.00 . . . no C11 C14 H14A 109.00 . . . no H14A C14 H14B 109.00 . . . no C11 C14 H14C 110.00 . . . no C15 C16 H16 120.00 . . . no C17 C16 H16 120.00 . . . no C18 C17 H17 120.00 . . . no C16 C17 H17 120.00 . . . no C19 C18 H18 120.00 . . . no C17 C18 H18 120.00 . . . no C20 C19 H19 120.00 . . . no C18 C19 H19 120.00 . . . no C19 C20 H20 120.00 . . . no C15 C20 H20 120.00 . . . no C23 C22 H22 120.00 . . . no C21 C22 H22 120.00 . . . no C24 C23 H23 120.00 . . . no C22 C23 H23 120.00 . . . no C25 C24 H24 119.00 . . . no C23 C24 H24 120.00 . . . no C24 C25 H25 120.00 . . . no C26 C25 H25 120.00 . . . no C25 C26 H26 120.00 . . . no C21 C26 H26 120.00 . . . no C29 C28 H28 120.00 . . . no C27 C28 H28 120.00 . . . no C28 C29 H29 120.00 . . . no C30 C29 H29 120.00 . . . no C29 C30 H30 120.00 . . . no C31 C30 H30 120.00 . . . no C32 C31 H31 120.00 . . . no C30 C31 H31 120.00 . . . no C31 C32 H32 120.00 . . . no C27 C32 H32 120.00 . . . no C35 C34 H34 120.00 . . . no C33 C34 H34 120.00 . . . no C36 C35 H35 119.00 . . . no C34 C35 H35 120.00 . . . no C37 C36 H36 120.00 . . . no C35 C36 H36 120.00 . . . no C36 C37 H37 120.00 . . . no C38 C37 H37 120.00 . . . no C37 C38 H38 120.00 . . . no C33 C38 H38 120.00 . . . no C39 C40 H40 119.00 . . . no C41 C40 H40 119.00 . . . no C43 C42 H42 120.00 . . . no C41 C42 H42 120.00 . . . no C44 C43 H43 119.00 . . . no C42 C43 H43 119.00 . . . no C46 C45 H45B 109.00 . . . no C46 C45 H45A 109.00 . . . no C44 C45 H45A 109.00 . . . no H45A C45 H45B 108.00 . . . no C44 C45 H45B 109.00 . . . no C45 C46 H46B 109.00 . . . no C45 C46 H46A 109.00 . . . no C47 C46 H46B 109.00 . . . no H46A C46 H46B 108.00 . . . no C47 C46 H46A 109.00 . . . no C49 C48 H48 119.00 . . . no C47 C48 H48 119.00 . . . no C50 C49 H49 119.00 . . . no C48 C49 H49 119.00 . . . no C51 C52 H52 119.00 . . . no C47 C52 H52 119.00 . . . no C54 C53 H53A 109.00 . . . no C50 C53 H53A 109.00 . . . no H53A C53 H53B 108.00 . . . no C50 C53 H53B 109.00 . . . no C54 C53 H53B 109.00 . . . no C41 C54 H54A 109.00 . . . no C53 C54 H54A 109.00 . . . no C53 C54 H54B 109.00 . . . no C41 C54 H54B 109.00 . . . no H54A C54 H54B 108.00 . . . no O1 C56 O2 118.8(7) . . . yes O1 C56 C55 127.8(7) . . . yes O2 C56 C55 113.0(6) . . . yes O2 C57 C59 104.6(14) . . . yes O2 C57 C58 112.6(9) . . . yes H55A C55 H55B 109.00 . . . no C56 C55 H55C 110.00 . . . no H55A C55 H55C 109.00 . . . no H55B C55 H55C 110.00 . . . no C56 C55 H55A 109.00 . . . no C56 C55 H55B 109.00 . . . no O2 C57 H57A 109.00 . . . no C59 C57 H57B 146.00 . . . no C58 C57 H57B 109.00 . . . no O2 C57 H57B 109.00 . . . no C58 C57 H57A 109.00 . . . no H57A C57 H57B 108.00 . . . no C59 C57 H57A 67.00 . . . no C57 C58 H58A 109.00 . . . no H58B C58 H58C 109.00 . . . no C57 C58 H58C 110.00 . . . no H58A C58 H58B 109.00 . . . no C57 C58 H58B 110.00 . . . no H58A C58 H58C 109.00 . . . no C57 C59 H59A 109.00 . . . no C57 C59 H59B 109.00 . . . no C57 C59 H57A 41.00 . . . no H59A C59 H59C 110.00 . . . no H59B C59 H59C 110.00 . . . no C57 C59 H59C 109.00 . . . no H57A C59 H59A 69.00 . . . no H57A C59 H59B 116.00 . . . no H57A C59 H59C 132.00 . . . no H59A C59 H59B 110.00 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P2 Cu1 P1 C15 125.34(10) . . . . no N1 Cu1 P1 C15 -99.34(12) . . . . no N2 Cu1 P1 C15 -10.48(12) . . . . no P2 Cu1 P1 C21 -120.90(12) . . . . no N1 Cu1 P1 C21 14.42(14) . . . . no N2 Cu1 P1 C21 103.28(13) . . . . no P2 Cu1 P1 C39 10.80(11) . . . . no N1 Cu1 P1 C39 146.12(13) . . . . no N2 Cu1 P1 C39 -125.02(12) . . . . no P1 Cu1 P2 C27 -119.96(11) . . . . no N1 Cu1 P2 C27 102.48(13) . . . . no N2 Cu1 P2 C27 12.29(14) . . . . no P1 Cu1 P2 C33 123.64(10) . . . . no N1 Cu1 P2 C33 -13.91(13) . . . . no N2 Cu1 P2 C33 -104.11(12) . . . . no P1 Cu1 P2 C51 10.86(11) . . . . no N1 Cu1 P2 C51 -126.69(13) . . . . no N2 Cu1 P2 C51 143.11(12) . . . . no P1 Cu1 N1 C1 -74.0(3) . . . . no P2 Cu1 N1 C1 62.9(3) . . . . no N2 Cu1 N1 C1 178.8(3) . . . . no P1 Cu1 N1 C5 107.19(18) . . . . no P2 Cu1 N1 C5 -115.85(17) . . . . no N2 Cu1 N1 C5 0.00(19) . . . . no P1 Cu1 N2 C10 -114.37(17) . . . . no P2 Cu1 N2 C10 110.70(17) . . . . no N1 Cu1 N2 C10 1.00(18) . . . . no P1 Cu1 N2 C11 63.1(3) . . . . no P2 Cu1 N2 C11 -71.8(3) . . . . no N1 Cu1 N2 C11 178.5(3) . . . . no C39 P1 C21 C26 -133.0(3) . . . . no C21 P1 C15 C20 110.0(3) . . . . no C39 P1 C15 C20 1.2(3) . . . . no C21 P1 C39 C44 22.1(3) . . . . no Cu1 P1 C21 C22 -175.9(2) . . . . no Cu1 P1 C39 C40 53.8(2) . . . . no C15 P1 C39 C40 -63.8(2) . . . . no C21 P1 C39 C40 -165.8(2) . . . . no Cu1 P1 C39 C44 -118.2(3) . . . . no C15 P1 C39 C44 124.2(3) . . . . no C21 P1 C15 C16 -70.1(3) . . . . no C39 P1 C15 C16 -178.9(2) . . . . no Cu1 P1 C15 C16 60.7(2) . . . . no C15 P1 C21 C26 120.4(3) . . . . no C15 P1 C21 C22 -56.8(3) . . . . no Cu1 P1 C15 C20 -119.3(3) . . . . no Cu1 P1 C21 C26 1.3(3) . . . . no C39 P1 C21 C22 49.9(3) . . . . no Cu1 P2 C33 C38 56.3(3) . . . . no C33 P2 C51 C52 -63.9(2) . . . . no C51 P2 C33 C34 -5.1(3) . . . . no Cu1 P2 C27 C28 174.3(2) . . . . no Cu1 P2 C51 C50 -117.7(2) . . . . no C27 P2 C51 C52 -167.7(2) . . . . no C51 P2 C27 C32 -140.1(3) . . . . no C33 P2 C27 C32 114.0(3) . . . . no C33 P2 C27 C28 -63.7(3) . . . . no C51 P2 C27 C28 42.3(3) . . . . no C27 P2 C33 C38 -74.2(3) . . . . no Cu1 P2 C33 C34 -123.6(3) . . . . no C27 P2 C33 C34 106.0(3) . . . . no Cu1 P2 C51 C52 54.3(2) . . . . no Cu1 P2 C27 C32 -8.1(3) . . . . no C27 P2 C51 C50 20.3(3) . . . . no C33 P2 C51 C50 124.1(3) . . . . no C51 P2 C33 C38 174.8(2) . . . . no F5A P3A F6A F2A 45.3(16) . . . . no F1A P3A F2A F6A -63.6(7) . . . . no F4A P3A F6A F2A -169.6(10) . . . . no F5A P3A F2A F6A -154.2(11) . . . . no F1A P3A F6A F2A 124.3(7) . . . . no F3A P3A F2A F6A 108.0(8) . . . . no F3A P3A F6A F2A -76.4(8) . . . . no C57 O2 C56 C55 -179.8(6) . . . . no C57 O2 C56 O1 7.5(9) . . . . no C56 O2 C57 C58 -165.0(10) . . . . no C1 N1 C5 C10 -180.0(3) . . . . no C5 N1 C1 C6 179.0(3) . . . . no C1 N1 C5 C4 -0.1(4) . . . . no Cu1 N1 C5 C10 -1.0(3) . . . . no Cu1 N1 C1 C6 0.3(5) . . . . no Cu1 N1 C5 C4 178.9(2) . . . . no Cu1 N1 C1 C2 -178.6(3) . . . . no C5 N1 C1 C2 0.1(5) . . . . no C10 N2 C11 C14 179.7(3) . . . . no Cu1 N2 C10 C9 178.6(2) . . . . no Cu1 N2 C11 C14 2.3(4) . . . . no Cu1 N2 C11 C12 -176.3(3) . . . . no C11 N2 C10 C9 0.8(4) . . . . no C10 N2 C11 C12 1.1(4) . . . . no Cu1 N2 C10 C5 -1.9(3) . . . . no C11 N2 C10 C5 -179.7(3) . . . . no N1 C1 C2 C3 0.5(6) . . . . no C6 C1 C2 C3 -178.4(4) . . . . no C1 C2 C3 C4 -1.2(6) . . . . no C2 C3 C4 C7 -178.6(4) . . . . no C2 C3 C4 C5 1.2(5) . . . . no C3 C4 C5 C10 179.3(3) . . . . no C7 C4 C5 C10 -0.9(4) . . . . no C7 C4 C5 N1 179.2(3) . . . . no C5 C4 C7 C8 -0.1(5) . . . . no C3 C4 C5 N1 -0.6(5) . . . . no C3 C4 C7 C8 179.6(4) . . . . no C4 C5 C10 N2 -177.9(3) . . . . no N1 C5 C10 N2 2.1(4) . . . . no N1 C5 C10 C9 -178.4(3) . . . . no C4 C5 C10 C9 1.7(4) . . . . no C4 C7 C8 C9 0.4(6) . . . . no C7 C8 C9 C10 0.4(5) . . . . no C7 C8 C9 C13 -179.7(4) . . . . no C8 C9 C10 N2 178.1(3) . . . . no C13 C9 C10 C5 178.7(3) . . . . no C13 C9 C10 N2 -1.8(4) . . . . no C10 C9 C13 C12 1.0(5) . . . . no C8 C9 C10 C5 -1.4(4) . . . . no C8 C9 C13 C12 -178.9(4) . . . . no N2 C11 C12 C13 -1.9(5) . . . . no C14 C11 C12 C13 179.6(3) . . . . no C11 C12 C13 C9 0.8(6) . . . . no C16 C15 C20 C19 -0.4(5) . . . . no P1 C15 C16 C17 180.0(3) . . . . no P1 C15 C20 C19 179.5(3) . . . . no C20 C15 C16 C17 -0.1(5) . . . . no C15 C16 C17 C18 0.3(6) . . . . no C16 C17 C18 C19 -0.1(7) . . . . no C17 C18 C19 C20 -0.4(7) . . . . no C18 C19 C20 C15 0.7(6) . . . . no P1 C21 C26 C25 179.2(3) . . . . no C26 C21 C22 C23 2.0(5) . . . . no P1 C21 C22 C23 179.2(3) . . . . no C22 C21 C26 C25 -3.6(6) . . . . no C21 C22 C23 C24 1.2(7) . . . . no C22 C23 C24 C25 -2.7(8) . . . . no C23 C24 C25 C26 1.1(8) . . . . no C24 C25 C26 C21 2.1(7) . . . . no C28 C27 C32 C31 -0.8(5) . . . . no P2 C27 C32 C31 -178.5(3) . . . . no C32 C27 C28 C29 1.6(5) . . . . no P2 C27 C28 C29 179.3(3) . . . . no C27 C28 C29 C30 -0.1(7) . . . . no C28 C29 C30 C31 -2.4(8) . . . . no C29 C30 C31 C32 3.3(8) . . . . no C30 C31 C32 C27 -1.7(7) . . . . no C34 C33 C38 C37 1.0(5) . . . . no P2 C33 C38 C37 -178.9(3) . . . . no C38 C33 C34 C35 -1.5(5) . . . . no P2 C33 C34 C35 178.4(3) . . . . no C33 C34 C35 C36 0.6(6) . . . . no C34 C35 C36 C37 0.8(7) . . . . no C35 C36 C37 C38 -1.3(7) . . . . no C36 C37 C38 C33 0.4(6) . . . . no C44 C39 C40 C41 -1.7(4) . . . . no P1 C39 C40 C41 -174.7(2) . . . . no C40 C39 C44 C45 -146.7(3) . . . . no C40 C39 C44 C43 17.1(4) . . . . no P1 C39 C44 C43 -171.3(2) . . . . no P1 C39 C44 C45 24.9(5) . . . . no C39 C40 C41 C42 -14.3(4) . . . . no C39 C40 C41 C54 151.7(3) . . . . no C40 C41 C54 C53 -57.9(4) . . . . no C54 C41 C42 C43 -151.2(3) . . . . no C40 C41 C42 C43 14.5(5) . . . . no C42 C41 C54 C53 107.3(4) . . . . no C41 C42 C43 C44 1.1(5) . . . . no C42 C43 C44 C45 147.8(4) . . . . no C42 C43 C44 C39 -17.0(5) . . . . no C39 C44 C45 C46 101.2(4) . . . . no C43 C44 C45 C46 -62.3(5) . . . . no C44 C45 C46 C47 -25.8(6) . . . . no C45 C46 C47 C52 -63.7(5) . . . . no C45 C46 C47 C48 102.3(5) . . . . no C48 C47 C52 C51 -14.5(5) . . . . no C46 C47 C52 C51 152.7(4) . . . . no C46 C47 C48 C49 -150.2(4) . . . . no C52 C47 C48 C49 16.5(5) . . . . no C47 C48 C49 C50 -1.4(6) . . . . no C48 C49 C50 C53 150.0(4) . . . . no C48 C49 C50 C51 -15.9(5) . . . . no C49 C50 C53 C54 -57.7(4) . . . . no C51 C50 C53 C54 106.9(3) . . . . no C53 C50 C51 C52 -147.6(3) . . . . no C49 C50 C51 P2 -171.2(2) . . . . no C49 C50 C51 C52 17.4(4) . . . . no C53 C50 C51 P2 23.9(4) . . . . no P2 C51 C52 C47 -175.2(3) . . . . no C50 C51 C52 C47 -2.3(5) . . . . no C50 C53 C54 C41 -29.9(4) . . . . 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 _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C2 H2 O1 0.9300 2.5400 3.409(7) 155.00 4_646 yes C7 H7 F2A 0.9300 2.5200 3.401(10) 159.00 3_466 yes C8 H8 O1 0.9300 2.3900 3.221(7) 148.00 2_674 yes C29 H29 F1A 0.9300 2.4900 3.325(9) 149.00 2_675 yes C36 H36 F4A 0.9300 2.5300 3.444(7) 169.00 4_646 yes _database_code_depnum_ccdc_archive 'CCDC 921267' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global #TrackingRef '19552_web_deposit_cif_file_0_RafalCzerwieniec_1366134828.Cu(dmp)(R-Phanephos)PF6.cif' #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Jan 25 08:00:44 2013' _audit_creation_method 'PLATON
option' _audit_update_record ; ; #===END # Attachment '19553_web_deposit_cif_file_1_RafalCzerwieniec_1366134828.Cu(dmp)(S-Phanephos)PF6.cif' # CIF-file generated for Czerwieniec Cu(dmp)(S-Phenophos)PF6 R = 0.05 data_l042 #TrackingRef '19553_web_deposit_cif_file_1_RafalCzerwieniec_1366134828.Cu(dmp)(S-Phanephos)PF6.cif' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H46 Cu N2 P2, C4 H8 O2, F6 P' _chemical_formula_structural ? _chemical_formula_sum 'C58 H54 Cu F6 N2 O2 P3' _chemical_formula_iupac ? _chemical_formula_weight 1081.49 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 16.5204(4) _cell_length_b 17.5982(3) _cell_length_c 18.7370(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5447.40(18) _cell_formula_units_Z 4 _cell_measurement_temperature 297 _cell_measurement_reflns_used 10303 _cell_measurement_theta_min 3.4426 _cell_measurement_theta_max 63.4135 _cell_special_details ; ; _exptl_crystal_description prism _exptl_crystal_colour 'faint yellow' _exptl_crystal_size_max 0.3145 _exptl_crystal_size_mid 0.1752 _exptl_crystal_size_min 0.1534 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 1.931 _exptl_crystal_density_meas_temp ? _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.705 _exptl_absorpt_correction_T_max 0.822 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 297 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5431 # number of measured reflections (redundant set) _diffrn_reflns_number 22288 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 63.51 _diffrn_reflns_theta_full 63.51 _diffrn_measured_fraction_theta_max 0.961 _diffrn_measured_fraction_theta_full 0.961 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 8045 # number of observed reflections (> n sig(I)) _reflns_number_gt 7179 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) ; _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0781P)^2^+0.5096P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # Permitted for _refine_ls_hydrogen_treatment : # refall - refined all H parameters # refxyz - refined H coordinates only # refU - refined H U only # noref - no refinement of H parameters # constr - H parameters constrained # mixed - some constrained, some independent # undef - H-atom parameters not defined _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) # Permitted for _chemical_absolute_configuration: # Absolute configuration details # rm = Det. by chiral ref. mol. with known abs.conf # ad = Det. by anomalous dispersion # rmad = Det. by 'rm' and 'ad' # syn = Det. with reference to synthesis # unk = Unknown/Arbitrary _chemical_absolute_configuration ad _refine_ls_number_reflns 8045 _refine_ls_number_parameters 670 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1190 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.310 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.047 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 -0.12375(3) -0.04913(3) -0.18407(3) 1.000 0.0532(2) . . P1 P Uani -0.08060(6) -0.06865(5) -0.29959(5) 1.000 0.0534(3) . . P2 P Uani -0.18556(6) 0.06665(5) -0.16248(5) 1.000 0.0520(3) . . N1 N Uani -0.04214(18) -0.07397(18) -0.10024(17) 1.000 0.0526(10) . . N2 N Uani -0.1802(2) -0.14617(18) -0.14116(19) 1.000 0.0580(11) . . C1 C Uani 0.0244(2) -0.0387(3) -0.0799(2) 1.000 0.0630(16) . . C2 C Uani 0.0683(3) -0.0610(3) -0.0192(3) 1.000 0.0783(18) . . C3 C Uani 0.0450(3) -0.1223(3) 0.0178(3) 1.000 0.0793(19) . . C4 C Uani -0.0239(3) -0.1629(3) -0.0034(2) 1.000 0.0647(16) . . C5 C Uani -0.0662(2) -0.1362(2) -0.0618(2) 1.000 0.0510(12) . . C6 C Uani -0.0499(3) -0.2303(3) 0.0337(2) 1.000 0.0740(16) . . C7 C Uani -0.1160(4) -0.2666(3) 0.0120(3) 1.000 0.0803(19) . . C8 C Uani -0.1628(3) -0.2410(2) -0.0476(2) 1.000 0.0660(16) . . C9 C Uani -0.1378(3) -0.1746(2) -0.0842(2) 1.000 0.0541(11) . . C10 C Uani -0.2330(4) -0.2764(3) -0.0712(3) 1.000 0.088(2) . . C11 C Uani -0.2743(4) -0.2482(3) -0.1272(3) 1.000 0.092(2) . . C12 C Uani -0.2468(3) -0.1818(3) -0.1625(3) 1.000 0.0747(17) . . C13 C Uani 0.0509(3) 0.0301(3) -0.1209(3) 1.000 0.0783(18) . . C14 C Uani -0.2919(3) -0.1527(3) -0.2248(3) 1.000 0.093(2) . . C15 C Uani 0.0256(2) -0.0862(2) -0.3220(2) 1.000 0.0597(12) . . C16 C Uani 0.0811(3) -0.0974(3) -0.2687(3) 1.000 0.0780(19) . . C17 C Uani 0.1621(3) -0.1126(4) -0.2845(4) 1.000 0.105(3) . . C18 C Uani 0.1861(4) -0.1152(4) -0.3542(4) 1.000 0.105(3) . . C19 C Uani 0.1300(4) -0.1055(3) -0.4083(3) 1.000 0.096(2) . . C20 C Uani 0.0506(3) -0.0920(3) -0.3918(3) 1.000 0.0767(17) . . C21 C Uani -0.1257(3) -0.1561(2) -0.3365(2) 1.000 0.0607(14) . . C22 C Uani -0.1125(3) -0.2223(2) -0.2981(3) 1.000 0.0740(16) . . C23 C Uani -0.1449(4) -0.2899(3) -0.3208(3) 1.000 0.090(2) . . C24 C Uani -0.1905(4) -0.2931(3) -0.3808(4) 1.000 0.093(2) . . C25 C Uani -0.2027(3) -0.2292(3) -0.4204(3) 1.000 0.086(2) . . C26 C Uani -0.1700(3) -0.1603(3) -0.3988(2) 1.000 0.0717(17) . . C27 C Uani -0.2887(2) 0.0785(3) -0.1290(2) 1.000 0.0650(14) . . C28 C Uani -0.3187(3) 0.1510(4) -0.1133(3) 1.000 0.094(2) . . C29 C Uani -0.3963(4) 0.1580(5) -0.0875(4) 1.000 0.121(3) . . C30 C Uani -0.4449(4) 0.0966(7) -0.0788(3) 1.000 0.129(4) . . C31 C Uani -0.4154(4) 0.0246(5) -0.0925(4) 1.000 0.119(3) . . C32 C Uani -0.3373(3) 0.0168(4) -0.1170(3) 1.000 0.095(2) . . C33 C Uani -0.1335(2) 0.1137(2) -0.0881(2) 1.000 0.0577(12) . . C34 C Uani -0.1343(3) 0.0743(3) -0.0237(2) 1.000 0.0707(17) . . C35 C Uani -0.0976(3) 0.1042(3) 0.0361(3) 1.000 0.087(2) . . C36 C Uani -0.0591(4) 0.1730(4) 0.0319(3) 1.000 0.102(2) . . C37 C Uani -0.0569(4) 0.2115(3) -0.0302(3) 1.000 0.094(2) . . C38 C Uani -0.0945(3) 0.1836(3) -0.0899(3) 1.000 0.0727(17) . . C39 C Uani -0.1195(3) 0.0046(2) -0.3597(2) 1.000 0.0577(12) . . C40 C Uani -0.2038(3) 0.0101(2) -0.3560(2) 1.000 0.0640(16) . . C41 C Uani -0.2478(3) 0.0647(3) -0.3919(3) 1.000 0.0770(16) . . C42 C Uani -0.2060(5) 0.1023(3) -0.4455(3) 1.000 0.095(2) . . C43 C Uani -0.1239(5) 0.0996(3) -0.4504(2) 1.000 0.088(2) . . C44 C Uani -0.0775(3) 0.0579(2) -0.4009(2) 1.000 0.0657(14) . . C45 C Uani 0.0071(3) 0.0860(3) -0.3840(3) 1.000 0.0803(17) . . C46 C Uani 0.0050(3) 0.1691(3) -0.3544(3) 1.000 0.0767(17) . . C47 C Uani -0.1748(3) 0.1337(2) -0.2363(2) 1.000 0.0550(12) . . C48 C Uani -0.0947(3) 0.1438(2) -0.2567(2) 1.000 0.0563(12) . . C49 C Uani -0.0721(3) 0.1871(2) -0.3144(2) 1.000 0.0667(14) . . C50 C Uani -0.1310(4) 0.2344(2) -0.3434(2) 1.000 0.0787(16) . . C51 C Uani -0.2106(4) 0.2240(3) -0.3248(3) 1.000 0.0817(19) . . C52 C Uani -0.2351(3) 0.1669(2) -0.2790(2) 1.000 0.0670(16) . . C53 C Uani -0.3182(3) 0.1322(3) -0.2905(3) 1.000 0.088(2) . . C54 C Uani -0.3277(3) 0.0919(3) -0.3632(4) 1.000 0.099(2) . . O1 O Uani 0.4963(3) 0.2794(4) -0.2099(3) 1.000 0.139(2) . . O2 O Uani 0.4666(3) 0.2244(5) -0.3108(3) 1.000 0.163(3) . . C55 C Uani 0.5728(12) 0.3891(12) -0.2018(9) 1.000 0.356(15) . . C56 C Uani 0.5462(6) 0.3321(6) -0.2461(5) 1.000 0.148(4) . . C57 C Uani 0.4607(4) 0.2258(5) -0.2488(5) 1.000 0.116(3) . . C58 C Uani 0.4119(6) 0.1727(6) -0.2060(5) 1.000 0.165(4) . . P3 P Uani 0.31349(10) -0.02357(8) -0.09607(10) 1.000 0.0921(5) . . F1 F Uani 0.2718(8) -0.0968(3) -0.1055(6) 1.000 0.308(6) . . F2 F Uani 0.3581(3) 0.0527(3) -0.0829(3) 1.000 0.178(3) . . F3 F Uani 0.2473(3) 0.0262(4) -0.0530(5) 1.000 0.205(4) . . F4 F Uani 0.2631(6) 0.0050(4) -0.1582(4) 1.000 0.238(4) . . F5 F Uani 0.3713(9) -0.0770(7) -0.1248(6) 0.615(14) 0.212(6) . . F7 F Uani 0.3739(10) -0.0459(5) -0.0404(10) 0.57(2) 0.204(8) . . F6 F Uani 0.3083(14) -0.0558(6) -0.0204(7) 0.43(2) 0.157(7) . . F8 F Uani 0.3724(11) -0.0058(7) -0.1665(6) 0.385(14) 0.159(7) . . H2 H Uiso 0.11340 -0.03330 -0.00480 1.000 0.0940 calc R H3 H Uiso 0.07450 -0.13790 0.05740 1.000 0.0950 calc R H6 H Uiso -0.02070 -0.24820 0.07270 1.000 0.0890 calc R H7 H Uiso -0.13240 -0.31010 0.03630 1.000 0.0970 calc R H10 H Uiso -0.25170 -0.31990 -0.04820 1.000 0.1060 calc R H11 H Uiso -0.32110 -0.27240 -0.14280 1.000 0.1110 calc R H13A H Uiso 0.10510 0.02270 -0.13790 1.000 0.0940 calc R H13B H Uiso 0.04920 0.07380 -0.09040 1.000 0.0940 calc R H13C H Uiso 0.01520 0.03770 -0.16080 1.000 0.0940 calc R H14A H Uiso -0.34620 -0.14040 -0.21070 1.000 0.1120 calc R H14B H Uiso -0.29320 -0.19090 -0.26130 1.000 0.1120 calc R H14C H Uiso -0.26560 -0.10800 -0.24280 1.000 0.1120 calc R H16 H Uiso 0.06460 -0.09480 -0.22130 1.000 0.0940 calc R H17 H Uiso 0.19920 -0.12090 -0.24810 1.000 0.1260 calc R H18 H Uiso 0.24030 -0.12340 -0.36530 1.000 0.1260 calc R H19 H Uiso 0.14620 -0.10830 -0.45570 1.000 0.1160 calc R H20 H Uiso 0.01300 -0.08650 -0.42830 1.000 0.0920 calc R H22 H Uiso -0.08160 -0.22090 -0.25670 1.000 0.0890 calc R H23 H Uiso -0.13530 -0.33400 -0.29480 1.000 0.1080 calc R H24 H Uiso -0.21350 -0.33890 -0.39490 1.000 0.1120 calc R H25 H Uiso -0.23310 -0.23180 -0.46210 1.000 0.1040 calc R H26 H Uiso -0.17780 -0.11700 -0.42640 1.000 0.0860 calc R H28 H Uiso -0.28670 0.19380 -0.12020 1.000 0.1130 calc R H29 H Uiso -0.41590 0.20600 -0.07570 1.000 0.1450 calc R H30 H Uiso -0.49810 0.10300 -0.06370 1.000 0.1550 calc R H31 H Uiso -0.44780 -0.01790 -0.08530 1.000 0.1430 calc R H32 H Uiso -0.31700 -0.03160 -0.12570 1.000 0.1140 calc R H34 H Uiso -0.15980 0.02730 -0.02100 1.000 0.0850 calc R H35 H Uiso -0.09900 0.07780 0.07910 1.000 0.1050 calc R H36 H Uiso -0.03430 0.19330 0.07220 1.000 0.1220 calc R H37 H Uiso -0.02960 0.25760 -0.03270 1.000 0.1130 calc R H38 H Uiso -0.09390 0.21170 -0.13200 1.000 0.0870 calc R H40 H Uiso -0.23160 -0.02480 -0.32790 1.000 0.0770 calc R H42 H Uiso -0.23490 0.13020 -0.47910 1.000 0.1140 calc R H43 H Uiso -0.09790 0.12570 -0.48700 1.000 0.1060 calc R H45A H Uiso 0.03990 0.08450 -0.42680 1.000 0.0960 calc R H45B H Uiso 0.03180 0.05280 -0.34890 1.000 0.0960 calc R H46A H Uiso 0.05070 0.17650 -0.32270 1.000 0.0920 calc R H46B H Uiso 0.01070 0.20430 -0.39390 1.000 0.0920 calc R H48 H Uiso -0.05440 0.12020 -0.23010 1.000 0.0680 calc R H50 H Uiso -0.11660 0.27270 -0.37520 1.000 0.0940 calc R H51 H Uiso -0.24940 0.25660 -0.34360 1.000 0.0980 calc R H53A H Uiso -0.35860 0.17200 -0.28690 1.000 0.1060 calc R H53B H Uiso -0.32860 0.09590 -0.25270 1.000 0.1060 calc R H54A H Uiso -0.36390 0.04890 -0.35780 1.000 0.1180 calc R H54B H Uiso -0.35200 0.12680 -0.39710 1.000 0.1180 calc R H55A H Uiso 0.59750 0.36730 -0.16020 1.000 0.4250 calc R H55B H Uiso 0.52780 0.42020 -0.18770 1.000 0.4250 calc R H55C H Uiso 0.61180 0.41980 -0.22660 1.000 0.4250 calc R H56A H Uiso 0.59250 0.30570 -0.26600 1.000 0.1780 calc R H56B H Uiso 0.51600 0.35430 -0.28540 1.000 0.1780 calc R H58A H Uiso 0.37060 0.20040 -0.18100 1.000 0.1980 calc R H58B H Uiso 0.44610 0.14730 -0.17210 1.000 0.1980 calc R H58C H Uiso 0.38720 0.13590 -0.23680 1.000 0.1980 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 0.0618(3) 0.0436(3) 0.0542(3) 0.0088(2) -0.0067(2) -0.0050(2) P1 0.0678(5) 0.0421(5) 0.0503(5) 0.0037(4) -0.0060(4) -0.0017(4) P2 0.0568(5) 0.0460(5) 0.0531(5) 0.0042(4) -0.0037(4) 0.0000(4) N1 0.0605(17) 0.0435(17) 0.0537(17) 0.0048(14) -0.0015(14) 0.0036(14) N2 0.0677(19) 0.0440(17) 0.0623(19) 0.0042(15) 0.0096(16) -0.0064(15) C1 0.058(2) 0.062(3) 0.069(3) 0.003(2) -0.0048(19) 0.003(2) C2 0.068(2) 0.091(4) 0.076(3) 0.002(3) -0.013(2) 0.003(2) C3 0.084(3) 0.090(4) 0.064(3) 0.013(3) -0.012(2) 0.016(3) C4 0.083(3) 0.065(3) 0.046(2) 0.005(2) 0.007(2) 0.023(2) C5 0.065(2) 0.041(2) 0.047(2) 0.0013(17) 0.0080(17) 0.0109(17) C6 0.100(3) 0.068(3) 0.054(2) 0.016(2) 0.012(2) 0.026(3) C7 0.118(4) 0.059(3) 0.064(3) 0.020(2) 0.026(3) 0.020(3) C8 0.086(3) 0.049(2) 0.063(3) 0.002(2) 0.022(2) 0.005(2) C9 0.075(2) 0.0354(18) 0.052(2) 0.0028(16) 0.0191(19) 0.0046(18) C10 0.110(4) 0.060(3) 0.094(4) 0.011(3) 0.024(3) -0.017(3) C11 0.101(4) 0.077(3) 0.099(4) 0.008(3) 0.003(3) -0.040(3) C12 0.074(3) 0.067(3) 0.083(3) 0.001(2) 0.002(2) -0.020(2) C13 0.065(2) 0.069(3) 0.101(4) 0.013(3) -0.015(2) -0.014(2) C14 0.081(3) 0.101(4) 0.098(4) 0.008(3) -0.014(3) -0.036(3) C15 0.076(2) 0.047(2) 0.056(2) -0.0002(19) -0.003(2) -0.0019(18) C16 0.075(3) 0.094(4) 0.065(3) 0.009(3) -0.001(2) 0.004(3) C17 0.074(3) 0.133(5) 0.107(5) 0.015(4) -0.009(3) 0.007(3) C18 0.083(3) 0.103(4) 0.128(6) 0.016(4) 0.019(4) 0.008(3) C19 0.100(4) 0.103(4) 0.086(4) 0.014(3) 0.024(3) 0.018(3) C20 0.092(3) 0.070(3) 0.068(3) -0.001(2) 0.000(2) 0.006(3) C21 0.071(2) 0.042(2) 0.069(3) -0.0051(19) -0.002(2) 0.0028(19) C22 0.102(3) 0.048(2) 0.072(3) 0.003(2) -0.009(3) 0.004(2) C23 0.123(4) 0.042(2) 0.105(4) 0.001(3) -0.005(4) -0.001(3) C24 0.104(4) 0.053(3) 0.122(5) -0.019(3) -0.001(4) -0.014(3) C25 0.104(4) 0.066(3) 0.089(4) -0.016(3) -0.020(3) -0.011(3) C26 0.096(3) 0.056(3) 0.063(3) 0.000(2) -0.011(2) -0.006(2) C27 0.061(2) 0.078(3) 0.056(2) 0.005(2) 0.0023(18) 0.005(2) C28 0.086(3) 0.106(4) 0.090(4) -0.011(3) 0.002(3) 0.028(3) C29 0.081(4) 0.182(8) 0.099(4) -0.019(5) 0.003(3) 0.055(5) C30 0.063(3) 0.245(10) 0.078(4) 0.044(5) 0.010(3) 0.027(5) C31 0.066(3) 0.170(7) 0.121(5) 0.050(5) 0.008(3) -0.008(4) C32 0.072(3) 0.109(4) 0.103(4) 0.031(3) -0.002(3) -0.004(3) C33 0.064(2) 0.055(2) 0.054(2) -0.0016(18) -0.0025(19) 0.0030(19) C34 0.084(3) 0.066(3) 0.062(3) 0.011(2) -0.003(2) -0.010(2) C35 0.116(4) 0.087(4) 0.058(3) 0.009(3) -0.015(3) -0.009(3) C36 0.149(5) 0.093(4) 0.063(3) -0.006(3) -0.037(3) -0.017(4) C37 0.138(5) 0.067(3) 0.078(3) -0.003(3) -0.028(3) -0.027(3) C38 0.099(3) 0.053(3) 0.066(3) 0.006(2) -0.014(2) -0.009(2) C39 0.084(2) 0.044(2) 0.045(2) -0.0023(16) -0.011(2) -0.003(2) C40 0.080(3) 0.048(2) 0.064(3) -0.001(2) -0.019(2) 0.000(2) C41 0.104(3) 0.049(2) 0.078(3) -0.002(2) -0.039(3) 0.003(2) C42 0.161(6) 0.055(3) 0.069(3) 0.009(3) -0.044(4) 0.014(3) C43 0.154(5) 0.063(3) 0.047(2) 0.009(2) -0.011(3) -0.001(3) C44 0.107(3) 0.044(2) 0.046(2) -0.0006(18) 0.002(2) -0.005(2) C45 0.106(3) 0.059(3) 0.076(3) 0.003(2) 0.026(3) -0.013(3) C46 0.109(3) 0.060(3) 0.061(3) 0.005(2) 0.013(3) -0.022(3) C47 0.073(2) 0.041(2) 0.051(2) 0.0020(17) -0.0071(19) 0.0013(18) C48 0.073(2) 0.044(2) 0.052(2) 0.0010(18) -0.0040(18) -0.0047(18) C49 0.103(3) 0.044(2) 0.053(2) 0.0035(19) 0.001(2) -0.019(2) C50 0.133(4) 0.045(2) 0.058(2) 0.0099(19) -0.004(3) -0.004(3) C51 0.122(4) 0.054(3) 0.069(3) 0.009(2) -0.017(3) 0.019(3) C52 0.087(3) 0.052(2) 0.062(3) 0.001(2) -0.011(2) 0.011(2) C53 0.079(3) 0.096(4) 0.089(4) 0.008(3) -0.023(3) 0.012(3) C54 0.099(4) 0.077(3) 0.120(5) -0.008(3) -0.052(3) 0.013(3) O1 0.139(4) 0.180(5) 0.098(3) 0.025(4) 0.013(3) -0.028(4) O2 0.149(4) 0.236(7) 0.103(4) -0.006(5) 0.031(3) -0.009(4) C55 0.49(3) 0.38(3) 0.197(14) -0.076(15) 0.142(17) -0.28(2) C56 0.154(7) 0.167(8) 0.124(7) 0.016(6) 0.038(6) -0.031(6) C57 0.092(4) 0.153(7) 0.103(6) 0.021(5) -0.009(4) 0.032(5) C58 0.173(7) 0.172(8) 0.150(8) 0.069(7) -0.030(6) -0.040(7) P3 0.0993(9) 0.0678(8) 0.1093(11) 0.0110(8) -0.0247(9) 0.0041(7) F1 0.452(14) 0.095(3) 0.378(13) 0.043(5) -0.239(12) -0.109(6) F2 0.195(5) 0.160(4) 0.178(4) -0.001(4) 0.002(4) -0.076(4) F3 0.138(4) 0.199(6) 0.279(8) -0.015(6) 0.010(4) 0.030(4) F4 0.342(10) 0.178(5) 0.195(6) 0.012(5) -0.154(7) 0.029(6) F5 0.274(13) 0.188(11) 0.175(9) 0.014(8) 0.115(10) 0.119(10) F7 0.237(14) 0.098(5) 0.276(19) 0.059(8) -0.194(15) -0.023(7) F6 0.282(18) 0.085(7) 0.103(8) 0.021(6) 0.100(9) -0.002(9) F8 0.250(17) 0.120(10) 0.108(8) 0.026(7) 0.039(10) -0.022(9) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; 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 P1 2.3046(11) . . yes Cu1 P2 2.3147(10) . . yes Cu1 N1 2.116(3) . . yes Cu1 N2 2.105(3) . . yes P1 C15 1.830(3) . . yes P1 C21 1.844(4) . . yes P1 C39 1.828(4) . . yes P2 C27 1.828(4) . . yes P2 C33 1.835(4) . . yes P2 C47 1.827(4) . . yes P3 F8 1.669(14) . . yes P3 F6 1.530(13) . . yes P3 F3 1.617(7) . . yes P3 F1 1.472(8) . . yes P3 F2 1.551(5) . . yes P3 F7 1.496(17) . . yes P3 F4 1.517(8) . . yes P3 F5 1.444(13) . . yes O1 C57 1.329(11) . . yes O1 C56 1.414(12) . . yes O2 C57 1.166(11) . . yes N1 C1 1.319(5) . . yes N1 C5 1.370(5) . . yes N2 C12 1.328(6) . . yes N2 C9 1.371(5) . . yes C1 C13 1.499(7) . . no C1 C2 1.405(7) . . no C2 C3 1.339(8) . . no C3 C4 1.401(7) . . no C4 C6 1.440(7) . . no C4 C5 1.381(6) . . no C5 C9 1.426(6) . . no C6 C7 1.329(8) . . no C7 C8 1.431(7) . . no C8 C9 1.416(5) . . no C8 C10 1.389(8) . . no C10 C11 1.346(8) . . no C11 C12 1.418(8) . . no C12 C14 1.477(8) . . no C15 C20 1.375(7) . . no C15 C16 1.370(6) . . no C16 C17 1.396(7) . . no C17 C18 1.366(10) . . no C18 C19 1.384(9) . . no C19 C20 1.368(8) . . no C21 C22 1.387(6) . . no C21 C26 1.380(6) . . no C22 C23 1.372(7) . . no C23 C24 1.355(9) . . no C24 C25 1.362(8) . . no C25 C26 1.388(7) . . no C27 C28 1.400(8) . . no C27 C32 1.369(8) . . no C28 C29 1.376(8) . . no C29 C30 1.356(13) . . no C30 C31 1.382(14) . . no C31 C32 1.376(8) . . no C33 C34 1.392(6) . . no C33 C38 1.389(6) . . no C34 C35 1.378(7) . . no C35 C36 1.370(9) . . no C36 C37 1.347(8) . . no C37 C38 1.371(8) . . no C39 C40 1.398(7) . . no C39 C44 1.399(6) . . no C40 C41 1.380(7) . . no C41 C54 1.504(7) . . no C41 C42 1.387(8) . . no C42 C43 1.360(12) . . no C43 C44 1.409(7) . . no C44 C45 1.516(7) . . no C45 C46 1.564(8) . . no C46 C49 1.511(7) . . no C47 C48 1.389(7) . . no C47 C52 1.405(6) . . no C48 C49 1.374(5) . . no C49 C50 1.391(7) . . no C50 C51 1.373(9) . . no C51 C52 1.382(7) . . no C52 C53 1.518(7) . . no C53 C54 1.544(9) . . no C2 H2 0.9300 . . no C3 H3 0.9300 . . no C6 H6 0.9300 . . no C7 H7 0.9300 . . no C10 H10 0.9300 . . no C11 H11 0.9300 . . no C13 H13B 0.9600 . . no C13 H13C 0.9600 . . no C13 H13A 0.9600 . . no C14 H14C 0.9600 . . no C14 H14B 0.9600 . . no C14 H14A 0.9600 . . no C16 H16 0.9300 . . no C17 H17 0.9300 . . no C18 H18 0.9300 . . no C19 H19 0.9300 . . no C20 H20 0.9300 . . no C22 H22 0.9300 . . no C23 H23 0.9300 . . no C24 H24 0.9300 . . no C25 H25 0.9300 . . no C26 H26 0.9300 . . no C28 H28 0.9300 . . no C29 H29 0.9300 . . no C30 H30 0.9300 . . no C31 H31 0.9300 . . no C32 H32 0.9300 . . no C34 H34 0.9300 . . no C35 H35 0.9300 . . no C36 H36 0.9300 . . no C37 H37 0.9300 . . no C38 H38 0.9300 . . no C40 H40 0.9300 . . no C42 H42 0.9300 . . no C43 H43 0.9300 . . no C45 H45B 0.9700 . . no C45 H45A 0.9700 . . no C46 H46B 0.9700 . . no C46 H46A 0.9700 . . no C48 H48 0.9300 . . no C50 H50 0.9300 . . no C51 H51 0.9300 . . no C53 H53B 0.9700 . . no C53 H53A 0.9700 . . no C54 H54A 0.9700 . . no C54 H54B 0.9700 . . no C55 C56 1.37(2) . . no C57 C58 1.472(13) . . no C55 H55B 0.9600 . . no C55 H55C 0.9600 . . no C55 H55A 0.9600 . . no C56 H56A 0.9700 . . no C56 H56B 0.9700 . . no C58 H58B 0.9600 . . no C58 H58C 0.9600 . . no C58 H58A 0.9600 . . 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 P1 Cu1 P2 115.58(4) . . . yes P1 Cu1 N1 117.99(9) . . . yes P1 Cu1 N2 112.01(10) . . . yes P2 Cu1 N1 109.47(9) . . . yes P2 Cu1 N2 116.86(10) . . . yes N1 Cu1 N2 80.28(13) . . . yes Cu1 P1 C15 122.49(13) . . . yes Cu1 P1 C21 110.58(13) . . . yes Cu1 P1 C39 111.39(13) . . . yes C15 P1 C21 99.23(19) . . . yes C15 P1 C39 108.34(19) . . . yes C21 P1 C39 102.43(18) . . . yes Cu1 P2 C27 124.87(17) . . . yes Cu1 P2 C33 108.85(12) . . . yes Cu1 P2 C47 113.16(13) . . . yes C27 P2 C33 97.17(17) . . . yes C27 P2 C47 106.1(2) . . . yes C33 P2 C47 103.77(17) . . . yes F3 P3 F4 80.4(4) . . . yes F3 P3 F5 170.4(6) . . . yes F3 P3 F7 104.2(7) . . . yes F3 P3 F6 72.6(7) . . . yes F3 P3 F8 133.4(5) . . . yes F4 P3 F5 107.0(6) . . . yes F4 P3 F7 171.2(7) . . . yes F4 P3 F6 143.5(9) . . . yes F4 P3 F8 69.6(7) . . . yes F1 P3 F8 110.0(6) . . . yes F2 P3 F3 76.9(3) . . . yes F2 P3 F4 95.5(4) . . . yes F2 P3 F5 108.0(6) . . . yes F2 P3 F7 78.4(4) . . . yes F2 P3 F6 101.5(6) . . . yes F2 P3 F8 71.7(5) . . . yes F1 P3 F6 76.1(7) . . . yes F1 P3 F4 86.6(5) . . . yes F1 P3 F2 177.7(5) . . . yes F1 P3 F3 102.6(5) . . . yes F1 P3 F5 72.2(7) . . . yes F1 P3 F7 99.6(6) . . . yes C56 O1 C57 117.4(7) . . . yes Cu1 N1 C5 111.8(2) . . . yes Cu1 N1 C1 130.4(3) . . . yes C1 N1 C5 117.8(3) . . . yes Cu1 N2 C9 111.5(3) . . . yes Cu1 N2 C12 129.4(3) . . . yes C9 N2 C12 119.0(4) . . . yes N1 C1 C13 118.4(4) . . . yes C2 C1 C13 119.3(4) . . . no N1 C1 C2 122.2(4) . . . yes C1 C2 C3 119.7(5) . . . no C2 C3 C4 119.8(5) . . . no C3 C4 C6 121.7(4) . . . no C5 C4 C6 120.8(4) . . . no C3 C4 C5 117.5(4) . . . no N1 C5 C9 117.7(3) . . . yes C4 C5 C9 119.5(4) . . . no N1 C5 C4 122.8(4) . . . yes C4 C6 C7 119.6(4) . . . no C6 C7 C8 122.1(5) . . . no C7 C8 C10 124.0(4) . . . no C9 C8 C10 117.4(4) . . . no C7 C8 C9 118.7(4) . . . no C5 C9 C8 119.4(4) . . . no N2 C9 C8 121.9(4) . . . yes N2 C9 C5 118.7(3) . . . yes C8 C10 C11 120.4(5) . . . no C10 C11 C12 120.3(6) . . . no N2 C12 C14 119.5(5) . . . yes N2 C12 C11 121.0(5) . . . yes C11 C12 C14 119.5(5) . . . no C16 C15 C20 118.8(4) . . . no P1 C15 C20 121.2(3) . . . yes P1 C15 C16 119.9(3) . . . yes C15 C16 C17 121.0(5) . . . no C16 C17 C18 119.2(6) . . . no C17 C18 C19 120.1(6) . . . no C18 C19 C20 119.9(6) . . . no C15 C20 C19 121.0(5) . . . no P1 C21 C26 125.2(3) . . . yes P1 C21 C22 116.3(3) . . . yes C22 C21 C26 118.5(4) . . . no C21 C22 C23 120.4(5) . . . no C22 C23 C24 120.7(5) . . . no C23 C24 C25 120.0(5) . . . no C24 C25 C26 120.3(5) . . . no C21 C26 C25 120.0(4) . . . no P2 C27 C32 120.8(4) . . . yes C28 C27 C32 118.7(4) . . . no P2 C27 C28 120.4(4) . . . yes C27 C28 C29 119.0(6) . . . no C28 C29 C30 121.5(8) . . . no C29 C30 C31 120.0(6) . . . no C30 C31 C32 119.0(7) . . . no C27 C32 C31 121.7(6) . . . no C34 C33 C38 117.8(4) . . . no P2 C33 C34 115.4(3) . . . yes P2 C33 C38 126.8(3) . . . yes C33 C34 C35 120.7(5) . . . no C34 C35 C36 119.7(5) . . . no C35 C36 C37 120.5(6) . . . no C36 C37 C38 120.8(5) . . . no C33 C38 C37 120.5(5) . . . no C40 C39 C44 118.4(4) . . . no P1 C39 C44 129.7(4) . . . yes P1 C39 C40 111.6(3) . . . yes C39 C40 C41 123.3(4) . . . no C40 C41 C54 120.7(5) . . . no C40 C41 C42 115.0(5) . . . no C42 C41 C54 123.0(5) . . . no C41 C42 C43 121.9(5) . . . no C42 C43 C44 121.1(5) . . . no C43 C44 C45 118.0(4) . . . no C39 C44 C43 116.3(5) . . . no C39 C44 C45 124.1(4) . . . no C44 C45 C46 111.0(4) . . . no C45 C46 C49 113.0(4) . . . no P2 C47 C48 112.6(3) . . . yes P2 C47 C52 129.1(4) . . . yes C48 C47 C52 117.8(4) . . . no C47 C48 C49 123.1(4) . . . no C48 C49 C50 116.7(4) . . . no C46 C49 C50 121.4(4) . . . no C46 C49 C48 120.2(4) . . . no C49 C50 C51 119.4(4) . . . no C50 C51 C52 122.4(5) . . . no C47 C52 C53 123.7(4) . . . no C51 C52 C53 118.0(4) . . . no C47 C52 C51 116.6(5) . . . no C52 C53 C54 113.7(4) . . . no C41 C54 C53 111.9(4) . . . no C3 C2 H2 120.00 . . . no C1 C2 H2 120.00 . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no C7 C6 H6 120.00 . . . no C4 C6 H6 120.00 . . . no C6 C7 H7 119.00 . . . no C8 C7 H7 119.00 . . . no C11 C10 H10 120.00 . . . no C8 C10 H10 120.00 . . . no C10 C11 H11 120.00 . . . no C12 C11 H11 120.00 . . . no H13A C13 H13B 110.00 . . . no H13A C13 H13C 109.00 . . . no C1 C13 H13C 109.00 . . . no C1 C13 H13B 110.00 . . . no H13B C13 H13C 110.00 . . . no C1 C13 H13A 109.00 . . . no C12 C14 H14A 109.00 . . . no C12 C14 H14C 109.00 . . . no H14A C14 H14B 109.00 . . . no H14A C14 H14C 110.00 . . . no H14B C14 H14C 110.00 . . . no C12 C14 H14B 109.00 . . . no C17 C16 H16 120.00 . . . no C15 C16 H16 120.00 . . . no C16 C17 H17 120.00 . . . no C18 C17 H17 120.00 . . . no C19 C18 H18 120.00 . . . no C17 C18 H18 120.00 . . . no C20 C19 H19 120.00 . . . no C18 C19 H19 120.00 . . . no C19 C20 H20 120.00 . . . no C15 C20 H20 119.00 . . . no C23 C22 H22 120.00 . . . no C21 C22 H22 120.00 . . . no C24 C23 H23 120.00 . . . no C22 C23 H23 120.00 . . . no C23 C24 H24 120.00 . . . no C25 C24 H24 120.00 . . . no C24 C25 H25 120.00 . . . no C26 C25 H25 120.00 . . . no C25 C26 H26 120.00 . . . no C21 C26 H26 120.00 . . . no C27 C28 H28 121.00 . . . no C29 C28 H28 120.00 . . . no C30 C29 H29 119.00 . . . no C28 C29 H29 119.00 . . . no C31 C30 H30 120.00 . . . no C29 C30 H30 120.00 . . . no C30 C31 H31 121.00 . . . no C32 C31 H31 121.00 . . . no C31 C32 H32 119.00 . . . no C27 C32 H32 119.00 . . . no C33 C34 H34 120.00 . . . no C35 C34 H34 120.00 . . . no C36 C35 H35 120.00 . . . no C34 C35 H35 120.00 . . . no C37 C36 H36 120.00 . . . no C35 C36 H36 120.00 . . . no C38 C37 H37 119.00 . . . no C36 C37 H37 120.00 . . . no C33 C38 H38 120.00 . . . no C37 C38 H38 120.00 . . . no C41 C40 H40 118.00 . . . no C39 C40 H40 118.00 . . . no C43 C42 H42 119.00 . . . no C41 C42 H42 119.00 . . . no C44 C43 H43 119.00 . . . no C42 C43 H43 120.00 . . . no H45A C45 H45B 108.00 . . . no C44 C45 H45B 109.00 . . . no C44 C45 H45A 110.00 . . . no C46 C45 H45B 109.00 . . . no C46 C45 H45A 109.00 . . . no C49 C46 H46B 109.00 . . . no H46A C46 H46B 108.00 . . . no C49 C46 H46A 109.00 . . . no C45 C46 H46A 109.00 . . . no C45 C46 H46B 109.00 . . . no C47 C48 H48 119.00 . . . no C49 C48 H48 118.00 . . . no C51 C50 H50 120.00 . . . no C49 C50 H50 120.00 . . . no C52 C51 H51 119.00 . . . no C50 C51 H51 119.00 . . . no C52 C53 H53A 109.00 . . . no C54 C53 H53B 109.00 . . . no C52 C53 H53B 109.00 . . . no C54 C53 H53A 109.00 . . . no H53A C53 H53B 108.00 . . . no C53 C54 H54A 109.00 . . . no C41 C54 H54A 109.00 . . . no C53 C54 H54B 109.00 . . . no H54A C54 H54B 108.00 . . . no C41 C54 H54B 109.00 . . . no O1 C56 C55 112.1(10) . . . yes O2 C57 C58 125.1(8) . . . yes O1 C57 O2 121.6(8) . . . yes O1 C57 C58 113.2(8) . . . yes C56 C55 H55A 110.00 . . . no C56 C55 H55C 109.00 . . . no H55A C55 H55B 109.00 . . . no C56 C55 H55B 110.00 . . . no H55B C55 H55C 109.00 . . . no H55A C55 H55C 109.00 . . . no C55 C56 H56B 109.00 . . . no C55 C56 H56A 109.00 . . . no O1 C56 H56A 109.00 . . . no O1 C56 H56B 109.00 . . . no H56A C56 H56B 108.00 . . . no C57 C58 H58A 109.00 . . . no C57 C58 H58B 109.00 . . . no C57 C58 H58C 110.00 . . . no H58A C58 H58B 109.00 . . . no H58A C58 H58C 110.00 . . . no H58B C58 H58C 110.00 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P2 Cu1 P1 C15 119.93(14) . . . . no N1 Cu1 P1 C15 -12.36(18) . . . . no N2 Cu1 P1 C15 -102.86(17) . . . . no P2 Cu1 P1 C21 -123.82(16) . . . . no N1 Cu1 P1 C21 103.89(18) . . . . no N2 Cu1 P1 C21 13.39(19) . . . . no P2 Cu1 P1 C39 -10.61(17) . . . . no N1 Cu1 P1 C39 -142.90(18) . . . . no N2 Cu1 P1 C39 126.60(19) . . . . no P1 Cu1 P2 C27 120.98(15) . . . . no N1 Cu1 P2 C27 -102.87(18) . . . . no N2 Cu1 P2 C27 -14.12(19) . . . . no P1 Cu1 P2 C33 -125.53(13) . . . . no N1 Cu1 P2 C33 10.62(16) . . . . no N2 Cu1 P2 C33 99.38(16) . . . . no P1 Cu1 P2 C47 -10.72(17) . . . . no N1 Cu1 P2 C47 125.43(19) . . . . no N2 Cu1 P2 C47 -145.81(19) . . . . no P1 Cu1 N1 C1 70.8(4) . . . . no P2 Cu1 N1 C1 -64.1(4) . . . . no N2 Cu1 N1 C1 -179.3(4) . . . . no P1 Cu1 N1 C5 -110.7(2) . . . . no P2 Cu1 N1 C5 114.3(2) . . . . no N2 Cu1 N1 C5 -0.9(2) . . . . no P1 Cu1 N2 C9 116.2(3) . . . . no P2 Cu1 N2 C9 -107.2(3) . . . . no N1 Cu1 N2 C9 -0.2(3) . . . . no P1 Cu1 N2 C12 -62.1(4) . . . . no P2 Cu1 N2 C12 74.5(4) . . . . no N1 Cu1 N2 C12 -178.5(4) . . . . no C39 P1 C21 C26 5.9(5) . . . . no C21 P1 C15 C20 63.2(4) . . . . no C39 P1 C15 C20 -43.3(4) . . . . no C21 P1 C39 C44 -123.6(4) . . . . no Cu1 P1 C21 C22 -56.0(4) . . . . no Cu1 P1 C39 C40 -54.8(3) . . . . no C15 P1 C39 C40 167.7(3) . . . . no C21 P1 C39 C40 63.5(3) . . . . no Cu1 P1 C39 C44 118.2(3) . . . . no C15 P1 C39 C44 -19.3(4) . . . . no C21 P1 C15 C16 -113.7(4) . . . . no C39 P1 C15 C16 139.8(4) . . . . no Cu1 P1 C15 C16 8.0(4) . . . . no C15 P1 C21 C26 -105.3(4) . . . . no C15 P1 C21 C22 74.0(4) . . . . no Cu1 P1 C15 C20 -175.1(3) . . . . no Cu1 P1 C21 C26 124.7(4) . . . . no C39 P1 C21 C22 -174.8(4) . . . . no Cu1 P2 C47 C48 -53.4(3) . . . . no C33 P2 C47 C52 -124.5(3) . . . . no C27 P2 C47 C52 -22.7(4) . . . . no Cu1 P2 C33 C38 119.8(4) . . . . no Cu1 P2 C27 C32 -2.4(4) . . . . no Cu1 P2 C47 C52 117.7(3) . . . . no C47 P2 C33 C34 178.8(3) . . . . no C27 P2 C47 C48 166.3(3) . . . . no C33 P2 C27 C28 56.8(4) . . . . no C47 P2 C27 C28 -49.8(4) . . . . no C27 P2 C33 C38 -109.5(4) . . . . no Cu1 P2 C33 C34 -60.5(3) . . . . no C27 P2 C33 C34 70.2(3) . . . . no C33 P2 C47 C48 64.5(3) . . . . no Cu1 P2 C27 C28 175.8(3) . . . . no C33 P2 C27 C32 -121.4(4) . . . . no C47 P2 C27 C32 132.0(4) . . . . no C47 P2 C33 C38 -0.9(4) . . . . no C56 O1 C57 C58 178.5(8) . . . . no C57 O1 C56 C55 173.7(11) . . . . no C56 O1 C57 O2 -4.0(11) . . . . no C5 N1 C1 C13 -179.2(4) . . . . no C5 N1 C1 C2 -2.8(6) . . . . no Cu1 N1 C1 C2 175.6(3) . . . . no Cu1 N1 C1 C13 -0.9(6) . . . . no Cu1 N1 C5 C4 -178.6(3) . . . . no C1 N1 C5 C9 -179.5(4) . . . . no C1 N1 C5 C4 0.0(6) . . . . no Cu1 N1 C5 C9 1.8(4) . . . . no Cu1 N2 C12 C14 -0.4(7) . . . . no C12 N2 C9 C5 179.8(4) . . . . no C12 N2 C9 C8 0.2(6) . . . . no Cu1 N2 C9 C8 -178.3(3) . . . . no C9 N2 C12 C11 0.1(7) . . . . no Cu1 N2 C9 C5 1.2(4) . . . . no C9 N2 C12 C14 -178.6(4) . . . . no Cu1 N2 C12 C11 178.4(4) . . . . no N1 C1 C2 C3 3.5(7) . . . . no C13 C1 C2 C3 179.9(5) . . . . no C1 C2 C3 C4 -1.3(8) . . . . no C2 C3 C4 C5 -1.3(7) . . . . no C2 C3 C4 C6 178.3(5) . . . . no C3 C4 C6 C7 179.5(5) . . . . no C3 C4 C5 N1 2.0(6) . . . . no C6 C4 C5 C9 1.9(6) . . . . no C3 C4 C5 C9 -178.5(4) . . . . no C6 C4 C5 N1 -177.6(4) . . . . no C5 C4 C6 C7 -0.9(7) . . . . no C4 C5 C9 N2 178.3(4) . . . . no C4 C5 C9 C8 -2.1(6) . . . . no N1 C5 C9 C8 177.4(3) . . . . no N1 C5 C9 N2 -2.1(5) . . . . no C4 C6 C7 C8 0.1(8) . . . . no C6 C7 C8 C10 -178.8(5) . . . . no C6 C7 C8 C9 -0.3(8) . . . . no C7 C8 C9 C5 1.3(6) . . . . no C9 C8 C10 C11 0.6(7) . . . . no C7 C8 C10 C11 179.1(5) . . . . no C10 C8 C9 N2 -0.6(6) . . . . no C7 C8 C9 N2 -179.2(4) . . . . no C10 C8 C9 C5 179.9(4) . . . . no C8 C10 C11 C12 -0.3(9) . . . . no C10 C11 C12 C14 178.7(5) . . . . no C10 C11 C12 N2 -0.1(8) . . . . no C20 C15 C16 C17 1.6(7) . . . . no P1 C15 C20 C19 -179.7(4) . . . . no C16 C15 C20 C19 -2.8(7) . . . . no P1 C15 C16 C17 178.5(4) . . . . no C15 C16 C17 C18 0.9(9) . . . . no C16 C17 C18 C19 -2.3(10) . . . . no C17 C18 C19 C20 1.1(9) . . . . no C18 C19 C20 C15 1.4(8) . . . . no P1 C21 C22 C23 178.9(4) . . . . no P1 C21 C26 C25 -178.4(4) . . . . no C26 C21 C22 C23 -1.8(8) . . . . no C22 C21 C26 C25 2.3(7) . . . . no C21 C22 C23 C24 -0.3(9) . . . . no C22 C23 C24 C25 1.9(10) . . . . no C23 C24 C25 C26 -1.4(9) . . . . no C24 C25 C26 C21 -0.8(8) . . . . no P2 C27 C28 C29 -179.4(5) . . . . no C28 C27 C32 C31 2.4(8) . . . . no C32 C27 C28 C29 -1.1(8) . . . . no P2 C27 C32 C31 -179.3(5) . . . . no C27 C28 C29 C30 -1.8(10) . . . . no C28 C29 C30 C31 3.3(10) . . . . no C29 C30 C31 C32 -2.0(10) . . . . no C30 C31 C32 C27 -0.9(10) . . . . no P2 C33 C38 C37 -179.0(4) . . . . no P2 C33 C34 C35 -179.6(4) . . . . no C38 C33 C34 C35 0.2(7) . . . . no C34 C33 C38 C37 1.3(7) . . . . no C33 C34 C35 C36 -0.8(8) . . . . no C34 C35 C36 C37 0.0(9) . . . . no C35 C36 C37 C38 1.4(10) . . . . no C36 C37 C38 C33 -2.1(9) . . . . no C44 C39 C40 C41 1.1(6) . . . . no P1 C39 C40 C41 175.0(4) . . . . no C40 C39 C44 C43 -16.8(5) . . . . no P1 C39 C44 C43 170.7(3) . . . . no P1 C39 C44 C45 -24.4(6) . . . . no C40 C39 C44 C45 148.2(4) . . . . no C39 C40 C41 C54 -152.0(4) . . . . no C39 C40 C41 C42 15.1(7) . . . . no C40 C41 C42 C43 -15.8(8) . . . . no C40 C41 C54 C53 63.7(6) . . . . no C54 C41 C42 C43 151.0(5) . . . . no C42 C41 C54 C53 -102.3(7) . . . . no C41 C42 C43 C44 0.2(8) . . . . no C42 C43 C44 C39 16.4(6) . . . . no C42 C43 C44 C45 -149.5(5) . . . . no C43 C44 C45 C46 58.3(6) . . . . no C39 C44 C45 C46 -106.5(5) . . . . no C44 C45 C46 C49 29.9(6) . . . . no C45 C46 C49 C50 -107.3(5) . . . . no C45 C46 C49 C48 57.3(6) . . . . no P2 C47 C48 C49 175.0(3) . . . . no C48 C47 C52 C51 -18.1(5) . . . . no C48 C47 C52 C53 146.8(4) . . . . no C52 C47 C48 C49 2.9(5) . . . . no P2 C47 C52 C51 171.2(3) . . . . no P2 C47 C52 C53 -23.9(6) . . . . no C47 C48 C49 C46 -151.8(4) . . . . no C47 C48 C49 C50 13.5(6) . . . . no C46 C49 C50 C51 150.9(4) . . . . no C48 C49 C50 C51 -14.2(6) . . . . no C49 C50 C51 C52 -1.3(7) . . . . no C50 C51 C52 C53 -148.0(5) . . . . no C50 C51 C52 C47 17.8(7) . . . . no C47 C52 C53 C54 -102.2(5) . . . . no C51 C52 C53 C54 62.6(6) . . . . no C52 C53 C54 C41 25.8(6) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cu1 H13C 2.7900 . . no Cu1 H14C 2.7900 . . no P1 H45B 2.9800 . . no P2 H53B 2.9500 . . no F2 C58 3.251(11) . . no F2 C30 3.346(9) . 1_655 no F5 C56 3.204(16) . 4_644 no F7 C7 3.347(11) . 3_545 no F8 C58 3.293(16) . . no F8 C55 3.21(2) . 4_644 no F1 H51 2.7800 . 4_544 no F1 H7 2.6200 . 3_545 no F2 H19 2.5800 . 2_555 no F2 H30 2.5600 . 1_655 no F2 H58B 2.7700 . . no F3 H2 2.6100 . . no F3 H24 2.6300 . 4_554 no F3 H13A 2.8400 . . no F4 H13A 2.6600 . . no F5 H56B 2.7900 . 4_644 no F5 H55C 2.8000 . 4_644 no F5 H7 2.5900 . 3_545 no F6 H7 2.5700 . 3_545 no F6 H10 2.7200 . 3_545 no F7 H7 2.5400 . 3_545 no F7 H45A 2.6500 . 2_555 no F8 H55C 2.4100 . 4_644 no F8 H58C 2.8300 . . no O2 C11 3.417(8) . 4_554 no O2 C6 3.224(7) . 2_554 no O1 H36 2.6700 . 3_555 no O2 H11 2.5600 . 4_554 no O2 H56A 2.6600 . . no O2 H56B 2.4700 . . no O2 H6 2.4000 . 2_554 no N1 C9 2.393(5) . . no N1 C34 3.344(6) . . no N1 N2 2.721(4) . . no N2 C5 2.406(5) . . no N2 C22 3.420(6) . . no N2 N1 2.721(4) . . no N1 H16 2.9000 . . no C1 C34 3.455(6) . . no C6 O2 3.224(7) . 2_555 no C7 F7 3.347(11) . 3_445 no C8 C46 3.560(7) . 4_544 no C11 O2 3.417(8) . 4_544 no C12 C22 3.448(8) . . no C13 C16 3.599(8) . . no C13 C33 3.438(6) . . no C14 C22 3.489(7) . . no C14 C21 3.453(7) . . no C14 C57 3.549(9) . 4_544 no C15 C45 3.260(6) . . no C16 C13 3.599(8) . . no C20 C44 3.386(7) . . no C20 C45 3.217(7) . . no C21 C14 3.453(7) . . no C22 C14 3.489(7) . . no C22 N2 3.420(6) . . no C22 C12 3.448(8) . . no C26 C40 3.154(6) . . no C27 C53 3.207(7) . . no C28 C53 3.337(8) . . no C28 C52 3.410(7) . . no C30 F2 3.346(9) . 1_455 no C31 C43 3.505(9) . 2_455 no C33 C13 3.438(6) . . no C34 C1 3.455(6) . . no C34 N1 3.344(6) . . no C38 C48 3.203(7) . . no C39 C48 3.145(5) . . no C39 C47 3.368(5) . . no C39 C49 3.413(5) . . no C40 C47 3.161(5) . . no C40 C48 3.500(6) . . no C40 C52 3.157(5) . . no C40 C26 3.154(6) . . no C41 C47 3.381(7) . . no C41 C51 3.133(8) . . no C42 C51 3.116(8) . . no C42 C50 3.256(7) . . no C42 C52 3.355(7) . . no C43 C31 3.505(9) . 2_454 no C43 C51 3.519(8) . . no C43 C49 3.098(6) . . no C43 C50 3.108(6) . . no C44 C50 3.404(5) . . no C44 C20 3.386(7) . . no C44 C48 3.109(5) . . no C45 C20 3.217(7) . . no C45 C15 3.260(6) . . no C46 C8 3.560(7) . 4_554 no C47 C39 3.368(5) . . no C47 C40 3.161(5) . . no C47 C41 3.381(7) . . no C48 C39 3.145(5) . . no C48 C44 3.109(5) . . no C48 C38 3.203(7) . . no C48 C40 3.500(6) . . no C49 C39 3.413(5) . . no C49 C43 3.098(6) . . no C50 C43 3.108(6) . . no C50 C44 3.404(5) . . no C50 C42 3.256(7) . . no C51 C42 3.116(8) . . no C51 C41 3.133(8) . . no C51 C43 3.519(8) . . no C52 C28 3.410(7) . . no C52 C42 3.355(7) . . no C52 C40 3.157(5) . . no C53 C27 3.207(7) . . no C53 C28 3.337(8) . . no C55 F8 3.21(2) . 4_654 no C56 F5 3.204(16) . 4_654 no C57 C14 3.549(9) . 4_554 no C58 F2 3.251(11) . . no C58 F8 3.293(16) . . no C1 H16 2.9000 . . no C4 H46B 3.0400 . 4_544 no C4 H54B 2.9300 . 2_455 no C5 H46B 3.0700 . 4_544 no C6 H46B 2.9300 . 4_544 no C6 H54B 2.7600 . 2_455 no C7 H46B 2.8600 . 4_544 no C7 H54B 3.0400 . 2_455 no C8 H42 2.8800 . 2_455 no C8 H46B 2.9100 . 4_544 no C9 H46B 3.0200 . 4_544 no C9 H42 2.9900 . 2_455 no C12 H32 2.9700 . . no C13 H16 2.9000 . . no C14 H32 2.8600 . . no C15 H45B 2.5000 . . no C20 H37 3.0200 . 4_544 no C20 H45B 2.6900 . . no C21 H14C 3.0200 . . no C21 H40 2.9000 . . no C22 H46A 3.0600 . 4_544 no C26 H40 2.9100 . . no C27 H34 3.0700 . . no C27 H53B 2.4300 . . no C28 H53B 2.7900 . . no C29 H58B 3.0500 . 1_455 no C30 H20 3.0400 . 2_455 no C30 H58B 2.6600 . 1_455 no C32 H53B 2.9000 . . no C33 H13B 3.1000 . . no C33 H48 2.9700 . . no C33 H28 2.9600 . . no C38 H48 2.9300 . . no C38 H13B 3.0600 . . no C39 H20 3.0000 . . no C39 H26 2.6600 . . no C40 H26 2.6300 . . no C43 H46B 3.0800 . . no C44 H20 2.9900 . . no C47 H38 2.7400 . . no C47 H28 3.0400 . . no C48 H38 2.6200 . . no C51 H17 3.0600 . 4_554 no C57 H11 3.0700 . 4_554 no H2 F3 2.6100 . . no H3 H6 2.5100 . . no H6 H3 2.5100 . . no H6 O2 2.4000 . 2_555 no H7 F6 2.5700 . 3_445 no H7 F7 2.5400 . 3_445 no H7 H10 2.5300 . . no H7 F5 2.5900 . 3_445 no H7 F1 2.6200 . 3_445 no H10 H7 2.5300 . . no H10 F6 2.7200 . 3_445 no H11 O2 2.5600 . 4_544 no H11 C57 3.0700 . 4_544 no H13A F3 2.8400 . . no H13A F4 2.6600 . . no H13B C38 3.0600 . . no H13B C33 3.1000 . . no H13C Cu1 2.7900 . . no H13C H48 2.2600 . . no H14A H32 2.5400 . . no H14B H58A 2.5400 . 4_544 no H14C Cu1 2.7900 . . no H14C H40 2.2400 . . no H14C C21 3.0200 . . no H16 C13 2.9000 . . no H16 C1 2.9000 . . no H16 N1 2.9000 . . no H17 C51 3.0600 . 4_544 no H19 F2 2.5800 . 2_554 no H20 C39 3.0000 . . no H20 C30 3.0400 . 2_454 no H20 H30 2.5700 . 2_454 no H20 C44 2.9900 . . no H22 H46A 2.3900 . 4_544 no H24 F3 2.6300 . 4_544 no H26 C40 2.6300 . . no H26 C39 2.6600 . . no H28 C47 3.0400 . . no H28 C33 2.9600 . . no H30 F2 2.5600 . 1_455 no H30 H20 2.5700 . 2_455 no H30 H58B 2.3600 . 1_455 no H32 C14 2.8600 . . no H32 C12 2.9700 . . no H32 H14A 2.5400 . . no H34 C27 3.0700 . . no H35 H54A 2.6000 . 2_455 no H36 O1 2.6700 . 3_455 no H37 C20 3.0200 . 4_554 no H38 C47 2.7400 . . no H38 H48 2.5300 . . no H38 C48 2.6200 . . no H40 H14C 2.2400 . . no H40 C21 2.9000 . . no H40 C26 2.9100 . . no H42 C8 2.8800 . 2_454 no H42 C9 2.9900 . 2_454 no H42 H54B 2.4700 . . no H45A F7 2.6500 . 2_554 no H45B P1 2.9800 . . no H45B C15 2.5000 . . no H45B C20 2.6900 . . no H46A H22 2.3900 . 4_554 no H46A C22 3.0600 . 4_554 no H46B C43 3.0800 . . no H46B H50 2.4500 . . no H46B C9 3.0200 . 4_554 no H46B C8 2.9100 . 4_554 no H46B C5 3.0700 . 4_554 no H46B C6 2.9300 . 4_554 no H46B C4 3.0400 . 4_554 no H46B C7 2.8600 . 4_554 no H48 C38 2.9300 . . no H48 H38 2.5300 . . no H48 C33 2.9700 . . no H48 H13C 2.2600 . . no H50 H46B 2.4500 . . no H51 H53A 2.5700 . . no H51 F1 2.7800 . 4_554 no H53A H51 2.5700 . . no H53A H56A 2.5200 . 1_455 no H53B C27 2.4300 . . no H53B C28 2.7900 . . no H53B C32 2.9000 . . no H53B P2 2.9500 . . no H54A H35 2.6000 . 2_454 no H54B C6 2.7600 . 2_454 no H54B C7 3.0400 . 2_454 no H54B H42 2.4700 . . no H54B C4 2.9300 . 2_454 no H55C F5 2.8000 . 4_654 no H55C F8 2.4100 . 4_654 no H56A O2 2.6600 . . no H56A H53A 2.5200 . 1_655 no H56B O2 2.4700 . . no H56B F5 2.7900 . 4_654 no H58A H14B 2.5400 . 4_554 no H58B C29 3.0500 . 1_655 no H58B F2 2.7700 . . no H58B C30 2.6600 . 1_655 no H58B H30 2.3600 . 1_655 no H58C F8 2.8300 . . 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 _geom_hbond_publ_flag C6 H6 O2 0.9300 2.4000 3.224(7) 148.00 2_555 yes C7 H7 F7 0.9300 2.5400 3.347(11) 145.00 3_445 yes C11 H11 O2 0.9300 2.5600 3.417(8) 154.00 4_544 yes #===END _database_code_depnum_ccdc_archive 'CCDC 921268'