# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound-2 _database_code_depnum_ccdc_archive 'CCDC 858000' #TrackingRef 'compounds-2-3.cif.txt' _audit_creation_date 2012-09-23T16:34:49-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C66 H64 Cu2 F12 N10 O16 S4' _chemical_formula_weight 1736.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3960(5) _cell_length_b 12.4261(5) _cell_length_c 14.3449(6) _cell_angle_alpha 111.206(4) _cell_angle_beta 100.117(4) _cell_angle_gamma 99.357(4) _cell_volume 1806.88(13) _cell_formula_units_Z 1 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 5184 _cell_measurement_theta_min 2.8337 _cell_measurement_theta_max 31.6803 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.809 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.8614 _exptl_absorpt_correction_T_max 0.9455 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.3622 _diffrn_orient_matrix_ub_11 -0.0477536758 _diffrn_orient_matrix_ub_12 -0.0025238417 _diffrn_orient_matrix_ub_13 0.0253574816 _diffrn_orient_matrix_ub_21 -0.0349638766 _diffrn_orient_matrix_ub_22 0.0208852041 _diffrn_orient_matrix_ub_23 -0.0326859342 _diffrn_orient_matrix_ub_31 -0.0272309893 _diffrn_orient_matrix_ub_32 -0.059515804 _diffrn_orient_matrix_ub_33 -0.0358669234 _diffrn_measurement_device_type 'oxford xcalibur ccd' _diffrn_measurement_method '\p scan' _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_unetI/netI 0.0642 _diffrn_reflns_number 13683 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 25.99 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 7090 _reflns_number_gt 4905 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. PART instruction has been used to separate the two disordered triflate positions for which the two occupation ratios have been refined using FVAR instruction (0.69 for A orientation and 0.31 for B orientation). The refinement data have been limited to 2-Theta = 52 (OMIT -2.00 52.00). The SADI instruction has been used for the disordered triflate anion leading to the number of restraints of 36. ; _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^)+(0.0985P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 7090 _refine_ls_number_parameters 491 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0873 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1666 _refine_ls_wR_factor_gt 0.1545 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.84 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.095 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5649(4) 0.5072(4) 0.8549(4) 0.0391(10) Uani 1 1 d . . . H1 H 0.5148 0.475 0.7861 0.047 Uiso 1 1 calc R . . C2 C 0.5733(4) 0.6236(4) 0.9190(4) 0.0467(12) Uani 1 1 d . . . H2 H 0.5293 0.6709 0.8947 0.056 Uiso 1 1 calc R . . C3 C 0.6466(4) 0.6701(4) 1.0187(4) 0.0481(12) Uani 1 1 d . . . H3 H 0.6532 0.7497 1.0642 0.058 Uiso 1 1 calc R . . C4 C 0.7102(4) 0.5994(4) 1.0514(3) 0.0393(10) Uani 1 1 d . . . H4 H 0.7625 0.6304 1.1193 0.047 Uiso 1 1 calc R . . C5 C 0.6972(4) 0.4834(4) 0.9848(3) 0.0305(9) Uani 1 1 d . . . C6 C 0.7579(4) 0.3975(4) 1.0119(3) 0.0333(9) Uani 1 1 d . . . H6A H 0.838 0.4407 1.0631 0.04 Uiso 1 1 calc R . . H6B H 0.7058 0.3561 1.0431 0.04 Uiso 1 1 calc R . . C7 C 0.7953(4) 0.1997(3) 0.9307(3) 0.0315(9) Uani 1 1 d . . . H7A H 0.8406 0.221 1.0029 0.038 Uiso 1 1 calc R . . H7B H 0.8457 0.162 0.8848 0.038 Uiso 1 1 calc R . . C8 C 0.6754(4) 0.1130(3) 0.9060(3) 0.0300(9) Uani 1 1 d . . . C9 C 0.6634(5) 0.0213(4) 0.9388(3) 0.0427(11) Uani 1 1 d . . . H9 H 0.7309 0.0157 0.9848 0.051 Uiso 1 1 calc R . . C10 C 0.5529(5) -0.0618(4) 0.9044(4) 0.0488(12) Uani 1 1 d . . . H10 H 0.544 -0.1271 0.9243 0.059 Uiso 1 1 calc R . . C11 C 0.4548(5) -0.0495(4) 0.8402(4) 0.0441(11) Uani 1 1 d . . . H11 H 0.3776 -0.1061 0.816 0.053 Uiso 1 1 calc R . . C12 C 0.4701(4) 0.0440(4) 0.8125(3) 0.0356(10) Uani 1 1 d . . . H12 H 0.4023 0.0528 0.7692 0.043 Uiso 1 1 calc R . . C13 C 0.8801(3) 0.3636(4) 0.8845(3) 0.0319(9) Uani 1 1 d . . . H13A H 0.9592 0.3587 0.9224 0.038 Uiso 1 1 calc R . . H13B H 0.8823 0.4487 0.9022 0.038 Uiso 1 1 calc R . . C14 C 0.8652(3) 0.3013(3) 0.7703(3) 0.0278(8) Uani 1 1 d . . . C15 C 0.9601(4) 0.3169(4) 0.7253(4) 0.0372(10) Uani 1 1 d . . . H15 H 1.0378 0.3688 0.7664 0.045 Uiso 1 1 calc R . . C16 C 0.9418(4) 0.2573(4) 0.6210(4) 0.0404(11) Uani 1 1 d . . . H16 H 1.0054 0.269 0.5882 0.049 Uiso 1 1 calc R . . C17 C 0.8283(4) 0.1793(4) 0.5638(3) 0.0363(10) Uani 1 1 d . . . H17 H 0.8146 0.1339 0.4918 0.044 Uiso 1 1 calc R . . C18 C 0.7367(3) 0.1683(3) 0.6119(3) 0.0262(8) Uani 1 1 d . . . C19 C 0.6141(3) 0.0815(3) 0.5540(3) 0.0244(8) Uani 1 1 d . . . C20 C 0.3771(4) 0.2246(4) 0.6532(3) 0.0330(9) Uani 1 1 d . . . C21 C 0.2606(4) 0.2141(4) 0.5872(3) 0.0435(11) Uani 1 1 d . . . H21A H 0.2211 0.2744 0.6251 0.065 Uiso 1 1 calc R . . H21B H 0.2074 0.1345 0.566 0.065 Uiso 1 1 calc R . . H21C H 0.2744 0.2263 0.5258 0.065 Uiso 1 1 calc R . . C22 C 0.1582(4) 0.5623(5) 0.6255(4) 0.0526(13) Uani 1 1 d . . . C24 C -0.0919(6) 0.8286(5) 0.9251(5) 0.086(2) Uani 1 1 d . . . H24A H -0.1433 0.8643 0.8884 0.129 Uiso 1 1 calc R . . H24B H -0.005 0.8668 0.9376 0.129 Uiso 1 1 calc R . . H24C H -0.1117 0.8402 0.9912 0.129 Uiso 1 1 calc R . . C25 C -0.1153(5) 0.7003(5) 0.8617(4) 0.0542(13) Uani 1 1 d . . . C26 C -0.2265(5) 0.5495(4) 0.6957(4) 0.0541(13) Uani 1 1 d . . . H26A H -0.2545 0.4921 0.725 0.065 Uiso 1 1 calc R . . H26B H -0.1523 0.5328 0.6721 0.065 Uiso 1 1 calc R . . C27 C -0.3240(6) 0.5396(5) 0.6092(5) 0.0796(19) Uani 1 1 d . . . H27A H -0.3455 0.4586 0.5553 0.119 Uiso 1 1 calc R . . H27B H -0.2949 0.5966 0.5807 0.119 Uiso 1 1 calc R . . H27C H -0.3966 0.5568 0.6337 0.119 Uiso 1 1 calc R . . C28 C 0.5832(3) -0.0187(3) 0.5757(3) 0.0235(8) Uani 1 1 d . . . C29 C 0.6661(4) -0.0461(3) 0.6458(3) 0.0284(9) Uani 1 1 d . . . H29 H 0.7454 0.0061 0.6805 0.034 Uiso 1 1 calc R . . C30 C 0.6335(4) -0.1455(4) 0.6636(3) 0.0331(9) Uani 1 1 d . . . H30 H 0.6903 -0.162 0.7105 0.04 Uiso 1 1 calc R . . C31 C 0.5164(4) -0.2245(4) 0.6135(3) 0.0356(10) Uani 1 1 d . . . H31 H 0.4941 -0.2925 0.6283 0.043 Uiso 1 1 calc R . . C32 C 0.4353(4) -0.2038(3) 0.5441(3) 0.0321(9) Uani 1 1 d . . . H32 H 0.3572 -0.2586 0.5102 0.039 Uiso 1 1 calc R . . C33 C 0.4651(3) -0.1019(3) 0.5216(3) 0.0254(8) Uani 1 1 d . . . N1 N 0.6261(3) 0.4381(3) 0.8876(3) 0.0310(8) Uani 1 1 d . . . N2 N 0.7774(3) 0.3092(3) 0.9175(2) 0.0271(7) Uani 1 1 d . . . N3 N 0.5793(3) 0.1255(3) 0.8444(2) 0.0282(7) Uani 1 1 d . . . N4 N 0.7530(3) 0.2314(3) 0.7140(2) 0.0237(7) Uani 1 1 d . . . N5 N 0.4689(3) 0.2330(3) 0.7046(3) 0.0323(8) Uani 1 1 d . . . O1 O 0.3200(3) 0.6797(3) 0.8000(3) 0.0620(10) Uani 1 1 d . . . O2 O 0.3752(3) 0.5305(3) 0.6641(3) 0.0562(9) Uani 1 1 d . . . O3 O 0.2320(3) 0.4705(3) 0.7516(2) 0.0416(7) Uani 1 1 d . . . S2A S 0.89458(17) 0.94049(16) 1.21089(15) 0.0435(6) Uiso 0.689(4) 1 d PD A 1 O4A O 0.8317(5) 0.9726(5) 1.1336(4) 0.0603(15) Uiso 0.689(4) 1 d PD A 1 O5A O 0.9900(7) 0.8844(7) 1.1895(6) 0.082(2) Uiso 0.689(4) 1 d PD A 1 O6A O 0.8095(7) 0.8900(7) 1.2549(7) 0.081(3) Uiso 0.689(4) 1 d PD A 1 C23A C 0.9687(7) 1.0804(8) 1.3183(7) 0.064(2) Uiso 0.689(4) 1 d PD A 1 F4A F 1.0194(6) 1.0656(6) 1.4005(5) 0.0934(19) Uiso 0.689(4) 1 d PD A 1 F5A F 1.0573(7) 1.1436(7) 1.3004(6) 0.116(3) Uiso 0.689(4) 1 d PD A 1 F6A F 0.8934(7) 1.1471(6) 1.3469(6) 0.111(2) Uiso 0.689(4) 1 d PD A 1 S2B S 0.9414(4) 0.9575(4) 1.2785(4) 0.0540(15) Uiso 0.311(4) 1 d PD A 2 O4B O 0.9982(10) 1.0001(12) 1.3887(8) 0.054(3) Uiso 0.311(4) 1 d PD A 2 O5B O 1.0298(10) 0.9272(10) 1.2109(8) 0.038(3) Uiso 0.311(4) 1 d PD A 2 O6B O 0.8267(12) 0.8649(12) 1.2374(11) 0.055(4) Uiso 0.311(4) 1 d PD A 2 C23B C 0.9129(12) 1.0920(17) 1.2575(10) 0.072(6) Uiso 0.311(4) 1 d PD A 2 F4B F 0.8694(11) 1.0619(12) 1.1595(9) 0.087(4) Uiso 0.311(4) 1 d PD A 2 F5B F 1.0132(11) 1.1762(10) 1.2948(8) 0.066(3) Uiso 0.311(4) 1 d PD A 2 F6B F 0.8343(10) 1.1298(9) 1.3148(8) 0.057(3) Uiso 0.311(4) 1 d PD A 2 O7 O -0.1995(3) 0.6701(3) 0.7722(3) 0.0560(9) Uani 1 1 d . . . O8 O -0.0681(3) 0.6302(3) 0.8828(3) 0.0639(10) Uani 1 1 d . . . F1 F 0.1922(3) 0.6381(3) 0.5845(3) 0.0734(10) Uani 1 1 d . . . F2 F 0.0674(3) 0.5914(4) 0.6668(3) 0.0939(13) Uani 1 1 d . . . F3 F 0.1151(3) 0.4542(3) 0.5482(3) 0.0832(11) Uani 1 1 d . . . S1 S 0.28574(10) 0.56109(10) 0.72106(9) 0.0373(3) Uani 1 1 d . . . Cu1 Cu 0.62328(4) 0.26506(4) 0.80570(4) 0.02652(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.033(2) 0.034(2) 0.047(3) 0.018(2) -0.001(2) 0.0067(19) C2 0.041(3) 0.032(2) 0.063(3) 0.019(2) 0.002(2) 0.011(2) C3 0.045(3) 0.026(2) 0.061(3) 0.006(2) 0.009(2) 0.010(2) C4 0.040(2) 0.037(2) 0.032(2) 0.0050(19) 0.003(2) 0.012(2) C5 0.028(2) 0.031(2) 0.029(2) 0.0099(17) 0.0051(17) 0.0035(17) C6 0.035(2) 0.029(2) 0.027(2) 0.0055(17) -0.0008(18) 0.0074(18) C7 0.031(2) 0.030(2) 0.033(2) 0.0136(18) 0.0016(18) 0.0098(17) C8 0.037(2) 0.025(2) 0.027(2) 0.0074(17) 0.0099(18) 0.0116(18) C9 0.059(3) 0.039(3) 0.041(3) 0.021(2) 0.020(2) 0.023(2) C10 0.067(3) 0.028(2) 0.060(3) 0.022(2) 0.029(3) 0.010(2) C11 0.053(3) 0.028(2) 0.050(3) 0.013(2) 0.022(2) 0.002(2) C12 0.037(2) 0.029(2) 0.036(2) 0.0083(18) 0.0121(19) 0.0033(18) C13 0.0204(19) 0.027(2) 0.038(2) 0.0098(18) -0.0038(17) -0.0018(16) C14 0.0240(19) 0.0219(19) 0.036(2) 0.0132(17) 0.0012(17) 0.0032(16) C15 0.021(2) 0.037(2) 0.051(3) 0.019(2) 0.0045(19) 0.0008(18) C16 0.024(2) 0.049(3) 0.052(3) 0.024(2) 0.015(2) 0.0013(19) C17 0.034(2) 0.042(2) 0.033(2) 0.0172(19) 0.0076(19) 0.0057(19) C18 0.0222(19) 0.025(2) 0.031(2) 0.0139(17) 0.0044(16) 0.0034(16) C19 0.0231(18) 0.0236(19) 0.0226(19) 0.0070(15) 0.0049(15) 0.0017(15) C20 0.031(2) 0.034(2) 0.031(2) 0.0090(18) 0.0095(19) 0.0085(18) C21 0.031(2) 0.057(3) 0.036(2) 0.012(2) 0.0006(19) 0.017(2) C22 0.038(3) 0.072(4) 0.065(3) 0.048(3) 0.011(3) 0.015(3) C24 0.091(5) 0.062(4) 0.075(4) 0.003(3) -0.014(4) 0.035(4) C25 0.049(3) 0.053(3) 0.067(4) 0.031(3) 0.011(3) 0.017(3) C26 0.050(3) 0.041(3) 0.073(4) 0.023(3) 0.016(3) 0.013(2) C27 0.097(5) 0.051(3) 0.072(4) 0.008(3) 0.001(4) 0.031(3) C28 0.0283(19) 0.0224(19) 0.0196(18) 0.0071(15) 0.0077(15) 0.0071(16) C29 0.027(2) 0.027(2) 0.025(2) 0.0055(16) 0.0024(16) 0.0058(16) C30 0.038(2) 0.033(2) 0.029(2) 0.0165(18) 0.0030(18) 0.0108(19) C31 0.043(2) 0.028(2) 0.040(2) 0.0190(19) 0.010(2) 0.0066(19) C32 0.031(2) 0.027(2) 0.033(2) 0.0129(17) 0.0020(18) -0.0039(17) C33 0.0243(19) 0.0243(19) 0.0234(19) 0.0077(15) 0.0044(16) 0.0013(16) N1 0.0278(17) 0.0291(18) 0.0330(19) 0.0122(15) 0.0025(15) 0.0047(14) N2 0.0266(17) 0.0222(16) 0.0256(17) 0.0056(13) 0.0002(14) 0.0044(13) N3 0.0267(17) 0.0252(17) 0.0286(17) 0.0069(14) 0.0078(14) 0.0038(14) N4 0.0186(15) 0.0219(16) 0.0294(17) 0.0126(14) 0.0020(13) 0.0007(12) N5 0.0251(18) 0.039(2) 0.0294(18) 0.0117(15) 0.0024(15) 0.0074(15) O1 0.071(2) 0.0368(19) 0.064(2) 0.0194(17) 0.001(2) -0.0060(17) O2 0.0396(18) 0.084(3) 0.067(2) 0.048(2) 0.0243(17) 0.0199(18) O3 0.0476(18) 0.0374(17) 0.0441(18) 0.0230(14) 0.0142(15) 0.0042(14) O7 0.058(2) 0.0419(19) 0.064(2) 0.0208(17) 0.0036(19) 0.0160(17) O8 0.060(2) 0.058(2) 0.077(3) 0.035(2) 0.002(2) 0.0199(19) F1 0.0617(19) 0.091(2) 0.101(3) 0.077(2) 0.0172(18) 0.0219(18) F2 0.0509(19) 0.149(4) 0.133(3) 0.097(3) 0.039(2) 0.048(2) F3 0.071(2) 0.083(3) 0.072(2) 0.038(2) -0.0209(19) -0.0139(19) S1 0.0308(6) 0.0407(6) 0.0445(6) 0.0250(5) 0.0067(5) 0.0038(5) Cu1 0.0212(3) 0.0243(3) 0.0296(3) 0.0093(2) 0.00165(19) 0.00246(19) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.347(5) . ? C1 C2 1.382(6) . ? C1 H1 0.95 . ? C2 C3 1.379(7) . ? C2 H2 0.95 . ? C3 C4 1.379(6) . ? C3 H3 0.95 . ? C4 C5 1.377(6) . ? C4 H4 0.95 . ? C5 N1 1.343(5) . ? C5 C6 1.489(6) . ? C6 N2 1.482(5) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 N2 1.481(5) . ? C7 C8 1.493(6) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 N3 1.348(5) . ? C8 C9 1.377(6) . ? C9 C10 1.374(6) . ? C9 H9 0.95 . ? C10 C11 1.384(7) . ? C10 H10 0.95 . ? C11 C12 1.354(6) . ? C11 H11 0.95 . ? C12 N3 1.356(5) . ? C12 H12 0.95 . ? C13 N2 1.489(5) . ? C13 C14 1.501(6) . ? C13 H13A 0.99 . ? C13 H13B 0.99 . ? C14 N4 1.345(5) . ? C14 C15 1.376(6) . ? C15 C16 1.368(6) . ? C15 H15 0.95 . ? C16 C17 1.389(6) . ? C16 H16 0.95 . ? C17 C18 1.363(5) . ? C17 H17 0.95 . ? C18 N4 1.349(5) . ? C18 C19 1.503(5) . ? C19 C28 1.395(5) . ? C19 C33 1.409(5) 2_656 ? C20 N5 1.135(5) . ? C20 C21 1.445(6) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 F2 1.317(6) . ? C22 F1 1.321(5) . ? C22 F3 1.338(6) . ? C22 S1 1.820(5) . ? C24 C25 1.472(8) . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 O8 1.194(6) . ? C25 O7 1.346(6) . ? C26 O7 1.444(6) . ? C26 C27 1.466(8) . ? C26 H26A 0.99 . ? C26 H26B 0.99 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C28 C29 1.428(5) . ? C28 C33 1.443(5) . ? C29 C30 1.357(5) . ? C29 H29 0.95 . ? C30 C31 1.410(6) . ? C30 H30 0.95 . ? C31 C32 1.360(6) . ? C31 H31 0.95 . ? C32 C33 1.421(5) . ? C32 H32 0.95 . ? C33 C19 1.409(5) 2_656 ? N1 Cu1 2.035(3) . ? N2 Cu1 2.004(3) . ? N3 Cu1 2.020(3) . ? N4 Cu1 2.140(3) . ? N5 Cu1 1.953(3) . ? O1 S1 1.434(3) . ? O2 S1 1.431(3) . ? O3 S1 1.435(3) . ? S2A O5A 1.404(7) . ? S2A O4A 1.427(5) . ? S2A O6A 1.426(8) . ? S2A C23A 1.800(9) . ? C23A F5A 1.296(9) . ? C23A F6A 1.305(9) . ? C23A F4A 1.307(8) . ? S2B O4B 1.456(10) . ? S2B O6B 1.459(12) . ? S2B O5B 1.517(10) . ? S2B C23B 1.87(2) . ? C23B F5B 1.295(13) . ? C23B F4B 1.296(13) . ? C23B F6B 1.348(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 121.6(4) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? C3 C2 C1 119.1(4) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.1(4) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 121.5(4) . . ? N1 C5 C6 114.0(3) . . ? C4 C5 C6 124.5(4) . . ? N2 C6 C5 109.6(3) . . ? N2 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N2 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 111.5(3) . . ? N2 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N2 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 108 . . ? N3 C8 C9 121.3(4) . . ? N3 C8 C7 115.9(3) . . ? C9 C8 C7 122.7(4) . . ? C10 C9 C8 119.3(4) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 119.3(4) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 119.2(4) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 N3 122.0(4) . . ? C11 C12 H12 119 . . ? N3 C12 H12 119 . . ? N2 C13 C14 111.2(3) . . ? N2 C13 H13A 109.4 . . ? C14 C13 H13A 109.4 . . ? N2 C13 H13B 109.4 . . ? C14 C13 H13B 109.4 . . ? H13A C13 H13B 108 . . ? N4 C14 C15 121.7(4) . . ? N4 C14 C13 116.3(3) . . ? C15 C14 C13 121.9(3) . . ? C16 C15 C14 119.5(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 118.7(4) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C18 C17 C16 119.5(4) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? N4 C18 C17 121.8(3) . . ? N4 C18 C19 116.9(3) . . ? C17 C18 C19 121.2(3) . . ? C28 C19 C33 121.9(3) . 2_656 ? C28 C19 C18 118.6(3) . . ? C33 C19 C18 119.5(3) 2_656 . ? N5 C20 C21 179.6(5) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? F2 C22 F1 108.2(4) . . ? F2 C22 F3 108.2(4) . . ? F1 C22 F3 107.4(4) . . ? F2 C22 S1 111.1(4) . . ? F1 C22 S1 111.8(3) . . ? F3 C22 S1 110.1(4) . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O8 C25 O7 122.9(5) . . ? O8 C25 C24 127.1(5) . . ? O7 C25 C24 110.0(4) . . ? O7 C26 C27 106.8(4) . . ? O7 C26 H26A 110.4 . . ? C27 C26 H26A 110.4 . . ? O7 C26 H26B 110.4 . . ? C27 C26 H26B 110.4 . . ? H26A C26 H26B 108.6 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C28 C29 122.7(3) . . ? C19 C28 C33 119.2(3) . . ? C29 C28 C33 118.0(3) . . ? C30 C29 C28 121.1(4) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C29 C30 C31 120.8(4) . . ? C29 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C32 C31 C30 120.4(4) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C31 C32 C33 121.2(4) . . ? C31 C32 H32 119.4 . . ? C33 C32 H32 119.4 . . ? C19 C33 C32 122.5(3) 2_656 . ? C19 C33 C28 118.9(3) 2_656 . ? C32 C33 C28 118.5(3) . . ? C5 N1 C1 119.3(4) . . ? C5 N1 Cu1 113.5(3) . . ? C1 N1 Cu1 127.2(3) . . ? C7 N2 C6 111.8(3) . . ? C7 N2 C13 112.2(3) . . ? C6 N2 C13 110.8(3) . . ? C7 N2 Cu1 108.1(2) . . ? C6 N2 Cu1 106.2(2) . . ? C13 N2 Cu1 107.3(2) . . ? C8 N3 C12 118.8(3) . . ? C8 N3 Cu1 113.0(2) . . ? C12 N3 Cu1 128.1(3) . . ? C14 N4 C18 118.6(3) . . ? C14 N4 Cu1 109.6(2) . . ? C18 N4 Cu1 131.1(2) . . ? C20 N5 Cu1 172.9(3) . . ? O5A S2A O4A 117.7(4) . . ? O5A S2A O6A 116.5(5) . . ? O4A S2A O6A 110.6(4) . . ? O5A S2A C23A 104.8(4) . . ? O4A S2A C23A 104.4(4) . . ? O6A S2A C23A 100.2(4) . . ? F5A C23A F6A 107.2(8) . . ? F5A C23A F4A 105.1(7) . . ? F6A C23A F4A 105.6(8) . . ? F5A C23A S2A 113.2(6) . . ? F6A C23A S2A 113.3(6) . . ? F4A C23A S2A 111.9(6) . . ? O4B S2B O6B 116.7(8) . . ? O4B S2B O5B 113.9(7) . . ? O6B S2B O5B 111.4(8) . . ? O4B S2B C23B 105.4(7) . . ? O6B S2B C23B 109.2(7) . . ? O5B S2B C23B 98.4(6) . . ? F5B C23B F4B 111.8(14) . . ? F5B C23B F6B 107.0(13) . . ? F4B C23B F6B 113.8(14) . . ? F5B C23B S2B 110.3(12) . . ? F4B C23B S2B 108.8(12) . . ? F6B C23B S2B 105.0(11) . . ? C25 O7 C26 118.1(4) . . ? O2 S1 O1 114.9(2) . . ? O2 S1 O3 114.3(2) . . ? O1 S1 O3 114.8(2) . . ? O2 S1 C22 103.5(2) . . ? O1 S1 C22 104.3(3) . . ? O3 S1 C22 103.0(2) . . ? N5 Cu1 N2 175.23(14) . . ? N5 Cu1 N3 97.96(14) . . ? N2 Cu1 N3 83.42(13) . . ? N5 Cu1 N1 94.79(14) . . ? N2 Cu1 N1 80.81(13) . . ? N3 Cu1 N1 127.50(13) . . ? N5 Cu1 N4 103.71(13) . . ? N2 Cu1 N4 80.07(12) . . ? N3 Cu1 N4 108.42(12) . . ? N1 Cu1 N4 117.47(12) . . ? data_compound-3 _database_code_depnum_ccdc_archive 'CCDC 858001' #TrackingRef 'compounds-2-3.cif.txt' _audit_creation_date 2012-09-23T16:53:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C54 H60 Cu2 F12 N10 O14 S4' _chemical_formula_weight 1556.44 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.1778(4) _cell_length_b 12.3060(4) _cell_length_c 13.5309(5) _cell_angle_alpha 82.557(3) _cell_angle_beta 69.394(3) _cell_angle_gamma 77.618(3) _cell_volume 1698.65(10) _cell_formula_units_Z 1 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 6263 _cell_measurement_theta_min 2.9331 _cell_measurement_theta_max 31.6323 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.797 _exptl_absorpt_correction_T_max 0.9668 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.3622 _diffrn_orient_matrix_ub_11 0.0185638156 _diffrn_orient_matrix_ub_12 -0.0255537514 _diffrn_orient_matrix_ub_13 -0.0485904935 _diffrn_orient_matrix_ub_21 -0.0345180141 _diffrn_orient_matrix_ub_22 0.047495464 _diffrn_orient_matrix_ub_23 -0.0203870141 _diffrn_orient_matrix_ub_31 0.0567847478 _diffrn_orient_matrix_ub_32 0.0242073158 _diffrn_orient_matrix_ub_33 -0.0193761495 _diffrn_measurement_device_type 'oxford xcalibur ccd' _diffrn_measurement_method '\p scan' _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_unetI/netI 0.0373 _diffrn_reflns_number 11827 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 5975 _reflns_number_gt 4671 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The refinements data have been limited to 2-Theta = 50 (OMIT -2.00 50.00). The solvent molecule is disordered and can be described as formed by two confused orientations but moved by a distance equivalent to a terminal C-C distance of the solvent molecule. This model led us to the two orientations in the 0.73/0.27 occupation ratio. The Ueq of C1B has been fixed to 0.05. The SADI instruction has been used for this disordered solvent molecule leading to the number of restraints of 12. ; _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^)+(0.1277P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 5975 _refine_ls_number_parameters 416 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0709 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1798 _refine_ls_wR_factor_gt 0.168 _refine_ls_goodness_of_fit_ref 1.06 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 1.252 _refine_diff_density_min -0.53 _refine_diff_density_rms 0.11 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2010(4) 0.2430(4) 0.4773(3) 0.0402(10) Uani 1 1 d . . . H1 H 0.2189 0.1666 0.4628 0.048 Uiso 1 1 calc R . . C2 C 0.2167(5) 0.3210(5) 0.3948(4) 0.0521(12) Uani 1 1 d . . . H2 H 0.2436 0.2997 0.3241 0.063 Uiso 1 1 calc R . . C3 C 0.1926(5) 0.4324(5) 0.4164(4) 0.0547(13) Uani 1 1 d . . . H3 H 0.2042 0.4884 0.3603 0.066 Uiso 1 1 calc R . . C4 C 0.1518(4) 0.4613(4) 0.5198(4) 0.0443(11) Uani 1 1 d . . . H4 H 0.1353 0.5371 0.5357 0.053 Uiso 1 1 calc R . . C5 C 0.1352(4) 0.3778(3) 0.6000(3) 0.0333(9) Uani 1 1 d . . . C6 C 0.0873(4) 0.3999(3) 0.7150(3) 0.0335(9) Uani 1 1 d . . . H6A H 0.1101 0.4706 0.7239 0.04 Uiso 1 1 calc R . . H6B H -0.0085 0.4075 0.7435 0.04 Uiso 1 1 calc R . . C7 C 0.0634(4) 0.2922(3) 0.8873(3) 0.0303(8) Uani 1 1 d . . . H7A H 0.0752 0.3454 0.9306 0.036 Uiso 1 1 calc R . . H7B H -0.0294 0.3055 0.8936 0.036 Uiso 1 1 calc R . . C8 C 0.1048(4) 0.1749(3) 0.9246(3) 0.0290(8) Uani 1 1 d . . . C9 C 0.0947(4) 0.1417(4) 1.0282(3) 0.0394(10) Uani 1 1 d . . . H9 H 0.0621 0.195 1.0806 0.047 Uiso 1 1 calc R . . C10 C 0.1318(4) 0.0314(4) 1.0552(3) 0.0428(11) Uani 1 1 d . . . H10 H 0.1256 0.0082 1.1263 0.051 Uiso 1 1 calc R . . C11 C 0.1777(4) -0.0447(4) 0.9796(4) 0.0412(10) Uani 1 1 d . . . H11 H 0.2023 -0.1214 0.9977 0.049 Uiso 1 1 calc R . . C12 C 0.1881(4) -0.0085(3) 0.8760(3) 0.0346(9) Uani 1 1 d . . . H12 H 0.2216 -0.0611 0.8229 0.041 Uiso 1 1 calc R . . C13 C 0.2789(4) 0.3212(3) 0.7692(3) 0.0287(8) Uani 1 1 d . . . H13A H 0.276 0.3998 0.7803 0.034 Uiso 1 1 calc R . . H13B H 0.3021 0.2741 0.8272 0.034 Uiso 1 1 calc R . . C14 C 0.3812(3) 0.2900(3) 0.6662(3) 0.0245(8) Uani 1 1 d . . . C15 C 0.4642(4) 0.3626(3) 0.6073(3) 0.0339(9) Uani 1 1 d . . . H15 H 0.4542 0.4348 0.6302 0.041 Uiso 1 1 calc R . . C16 C 0.5607(4) 0.3276(4) 0.5153(3) 0.0410(10) Uani 1 1 d . . . H16 H 0.6199 0.3748 0.4745 0.049 Uiso 1 1 calc R . . C17 C 0.5705(4) 0.2236(4) 0.4831(3) 0.0402(10) Uani 1 1 d . . . H17 H 0.6351 0.1989 0.4188 0.048 Uiso 1 1 calc R . . C18 C 0.4846(4) 0.1546(3) 0.5457(3) 0.0308(9) Uani 1 1 d . . . C19 C 0.4934(4) 0.0455(3) 0.5150(3) 0.0333(9) Uani 1 1 d . . . C20 C 0.1200(4) -0.0393(4) 0.6239(3) 0.0399(10) Uani 1 1 d . . . C21 C 0.0681(6) -0.1298(4) 0.5983(5) 0.0609(14) Uani 1 1 d . . . H21A H 0.0939 -0.1999 0.6354 0.091 Uiso 1 1 calc R . . H21B H 0.1033 -0.1385 0.5218 0.091 Uiso 1 1 calc R . . H21C H -0.0269 -0.1107 0.6208 0.091 Uiso 1 1 calc R . . C22 C 0.3673(6) 0.6304(5) 0.8302(5) 0.0652(15) Uani 1 1 d . . . C23 C 0.6783(5) 0.2485(7) 0.7998(5) 0.0728(19) Uani 1 1 d . . . N1 N 0.1612(3) 0.2701(3) 0.5781(2) 0.0309(7) Uani 1 1 d . . . N2 N 0.1467(3) 0.3074(2) 0.7736(2) 0.0268(7) Uani 1 1 d . . . N3 N 0.1515(3) 0.0996(3) 0.8492(2) 0.0284(7) Uani 1 1 d . . . N4 N 0.3902(3) 0.1879(3) 0.6365(2) 0.0276(7) Uani 1 1 d . . . N5 N 0.1564(3) 0.0290(3) 0.6445(3) 0.0330(7) Uani 1 1 d . . . O1 O 0.1851(4) 0.7707(3) 0.7871(3) 0.0666(10) Uani 1 1 d . . . O2 O 0.1295(4) 0.6005(3) 0.8905(3) 0.0672(11) Uani 1 1 d . . . O3 O 0.2554(3) 0.5965(3) 0.7055(2) 0.0473(8) Uani 1 1 d . . . O4 O 0.8466(4) 0.2922(3) 0.6225(3) 0.0699(11) Uani 1 1 d . . . O5 O 0.8363(4) 0.0998(4) 0.6775(3) 0.0735(11) Uani 1 1 d . . . O6 O 0.9198(3) 0.2037(3) 0.7659(2) 0.0443(7) Uani 1 1 d . . . F1 F 0.3462(5) 0.6750(4) 0.9215(3) 0.1075(14) Uani 1 1 d . . . F2 F 0.4574(4) 0.6748(5) 0.7565(4) 0.1158(16) Uani 1 1 d . . . F3 F 0.4124(4) 0.5227(3) 0.8434(4) 0.0984(13) Uani 1 1 d . . . F4 F 0.6665(5) 0.3485(5) 0.8320(5) 0.150(2) Uani 1 1 d . . . F5 F 0.6562(3) 0.1811(4) 0.8850(3) 0.1054(16) Uani 1 1 d . . . F6 F 0.5843(3) 0.2479(5) 0.7624(3) 0.139(2) Uani 1 1 d . . . S1 S 0.21752(11) 0.65203(8) 0.80166(8) 0.0381(3) Uani 1 1 d . . . S2 S 0.83746(10) 0.20721(10) 0.70468(8) 0.0398(3) Uani 1 1 d . . . Cu1 Cu 0.16332(4) 0.16610(4) 0.70475(3) 0.02782(19) Uani 1 1 d . . . C1A C 0.3257(6) 0.3023(5) 0.0577(5) 0.0870(18) Uiso 0.726(10) 1 d PD A 1 C2A C 0.4283(8) 0.0583(7) 0.2289(6) 0.067(2) Uiso 0.726(10) 1 d PD A 1 O1A O 0.3204(4) 0.2266(3) 0.1535(3) 0.0650(11) Uiso 0.726(10) 1 d PD A 1 C1B C 0.2654(17) 0.4904(13) 0.1318(14) 0.05 Uiso 0.274(10) 1 d PD A 2 O1B O 0.3257(6) 0.3023(5) 0.0577(5) 0.0870(18) Uiso 0.274(10) 1 d PD A 2 C2B C 0.3204(4) 0.2266(3) 0.1535(3) 0.0650(11) Uiso 0.274(10) 1 d PD A 2 C1AB C 0.2089(7) 0.4003(6) 0.1018(5) 0.0817(19) Uiso 1 1 d D . . C2AB C 0.4221(7) 0.1261(6) 0.1259(6) 0.088(2) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(2) 0.049(3) 0.030(2) -0.0034(19) -0.0134(19) -0.002(2) C2 0.054(3) 0.067(3) 0.030(2) 0.002(2) -0.016(2) 0.001(2) C3 0.053(3) 0.066(3) 0.035(2) 0.019(2) -0.012(2) -0.009(2) C4 0.041(3) 0.035(2) 0.054(3) 0.011(2) -0.018(2) -0.0035(19) C5 0.023(2) 0.040(2) 0.034(2) 0.0052(18) -0.0089(17) -0.0066(17) C6 0.033(2) 0.0241(19) 0.039(2) 0.0009(17) -0.0095(18) -0.0032(16) C7 0.030(2) 0.030(2) 0.0244(19) -0.0052(16) -0.0003(16) -0.0041(16) C8 0.028(2) 0.030(2) 0.0264(19) 0.0005(16) -0.0031(16) -0.0108(16) C9 0.042(2) 0.046(3) 0.028(2) -0.0052(18) -0.0045(18) -0.015(2) C10 0.048(3) 0.050(3) 0.031(2) 0.013(2) -0.015(2) -0.016(2) C11 0.052(3) 0.033(2) 0.046(2) 0.011(2) -0.026(2) -0.0137(19) C12 0.040(2) 0.029(2) 0.040(2) 0.0016(17) -0.0179(19) -0.0092(17) C13 0.032(2) 0.0268(19) 0.0261(19) -0.0046(15) -0.0061(16) -0.0064(15) C14 0.0230(18) 0.0258(19) 0.0238(18) -0.0007(15) -0.0083(15) -0.0020(14) C15 0.035(2) 0.030(2) 0.035(2) 0.0009(17) -0.0111(18) -0.0051(17) C16 0.034(2) 0.039(2) 0.038(2) 0.0067(19) 0.0016(19) -0.0091(18) C17 0.035(2) 0.041(2) 0.030(2) -0.0020(18) 0.0027(18) 0.0005(18) C18 0.028(2) 0.033(2) 0.0266(19) -0.0037(16) -0.0073(16) 0.0013(16) C19 0.025(2) 0.039(2) 0.027(2) -0.0090(17) -0.0010(16) 0.0034(17) C20 0.047(3) 0.037(2) 0.035(2) -0.0037(19) -0.017(2) 0.000(2) C21 0.086(4) 0.045(3) 0.072(3) -0.010(3) -0.047(3) -0.015(3) C22 0.071(4) 0.061(4) 0.068(4) -0.011(3) -0.031(3) -0.004(3) C23 0.037(3) 0.114(6) 0.051(3) 0.013(3) -0.015(2) 0.010(3) N1 0.0275(17) 0.0342(18) 0.0297(17) 0.0025(14) -0.0102(14) -0.0043(14) N2 0.0269(16) 0.0232(16) 0.0255(15) -0.0016(13) -0.0036(13) -0.0033(12) N3 0.0301(17) 0.0268(17) 0.0301(17) 0.0013(13) -0.0114(14) -0.0087(13) N4 0.0267(17) 0.0289(17) 0.0269(16) -0.0045(13) -0.0096(13) -0.0016(13) N5 0.0377(19) 0.0279(17) 0.0347(18) -0.0077(15) -0.0123(15) -0.0051(14) O1 0.089(3) 0.0322(18) 0.083(3) -0.0118(18) -0.036(2) -0.0034(17) O2 0.062(2) 0.076(3) 0.042(2) -0.0005(18) 0.0081(18) -0.0147(19) O3 0.057(2) 0.0436(18) 0.0352(16) -0.0094(14) -0.0016(14) -0.0161(15) O4 0.065(2) 0.080(3) 0.057(2) 0.032(2) -0.0230(19) -0.013(2) O5 0.081(3) 0.080(3) 0.073(3) -0.008(2) -0.028(2) -0.037(2) O6 0.0326(16) 0.056(2) 0.0434(17) -0.0010(15) -0.0121(13) -0.0093(14) F1 0.142(4) 0.101(3) 0.114(3) -0.038(3) -0.085(3) -0.006(3) F2 0.073(3) 0.177(5) 0.111(3) 0.000(3) -0.024(2) -0.068(3) F3 0.095(3) 0.070(2) 0.140(4) -0.019(2) -0.068(3) 0.022(2) F4 0.097(4) 0.129(4) 0.157(5) -0.043(4) 0.015(3) 0.042(3) F5 0.0448(19) 0.197(5) 0.0524(19) 0.044(2) -0.0126(16) -0.011(2) F6 0.040(2) 0.294(7) 0.074(2) 0.037(3) -0.0340(19) -0.015(3) S1 0.0433(6) 0.0274(5) 0.0355(6) -0.0067(4) -0.0023(5) -0.0054(4) S2 0.0353(6) 0.0495(7) 0.0349(6) 0.0089(5) -0.0137(5) -0.0119(5) Cu1 0.0335(3) 0.0248(3) 0.0246(3) -0.00085(19) -0.0093(2) -0.00518(19) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.340(5) . ? C1 C2 1.362(6) . ? C1 H1 0.95 . ? C2 C3 1.387(8) . ? C2 H2 0.95 . ? C3 C4 1.378(7) . ? C3 H3 0.95 . ? C4 C5 1.386(6) . ? C4 H4 0.95 . ? C5 N1 1.343(5) . ? C5 C6 1.498(5) . ? C6 N2 1.476(5) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 C8 1.497(5) . ? C7 N2 1.504(4) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 N3 1.355(5) . ? C8 C9 1.379(6) . ? C9 C10 1.373(6) . ? C9 H9 0.95 . ? C10 C11 1.363(6) . ? C10 H10 0.95 . ? C11 C12 1.387(6) . ? C11 H11 0.95 . ? C12 N3 1.347(5) . ? C12 H12 0.95 . ? C13 C14 1.492(5) . ? C13 N2 1.502(5) . ? C13 H13A 0.99 . ? C13 H13B 0.99 . ? C14 N4 1.342(5) . ? C14 C15 1.394(5) . ? C15 C16 1.376(6) . ? C15 H15 0.95 . ? C16 C17 1.375(6) . ? C16 H16 0.95 . ? C17 C18 1.397(6) . ? C17 H17 0.95 . ? C18 N4 1.350(5) . ? C18 C19 1.429(6) . ? C19 C19 1.204(8) 2_656 ? C20 N5 1.112(5) . ? C20 C21 1.489(6) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 F2 1.302(7) . ? C22 F3 1.326(7) . ? C22 F1 1.342(6) . ? C22 S1 1.805(6) . ? C23 F5 1.311(7) . ? C23 F4 1.322(9) . ? C23 F6 1.318(7) . ? C23 S2 1.803(6) . ? N1 Cu1 2.006(3) . ? N2 Cu1 2.022(3) . ? N3 Cu1 1.989(3) . ? N4 Cu1 2.436(3) . ? N5 Cu1 1.993(3) . ? O1 S1 1.432(3) . ? O2 S1 1.433(3) . ? O3 S1 1.434(3) . ? O4 S2 1.416(4) . ? O5 S2 1.421(4) . ? O6 S2 1.430(3) . ? C1A O1A 1.487(7) . ? C1A C1AB 1.575(8) . ? C2A C2AB 1.544(9) . ? O1A C2AB 1.476(7) . ? C1B C1AB 1.546(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.4(4) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C1 C2 C3 118.5(4) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 119.7(4) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 118.9(4) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 120.9(4) . . ? N1 C5 C6 115.7(3) . . ? C4 C5 C6 123.3(4) . . ? N2 C6 C5 109.8(3) . . ? N2 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N2 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? C8 C7 N2 107.4(3) . . ? C8 C7 H7A 110.2 . . ? N2 C7 H7A 110.2 . . ? C8 C7 H7B 110.2 . . ? N2 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? N3 C8 C9 120.6(4) . . ? N3 C8 C7 115.3(3) . . ? C9 C8 C7 124.1(4) . . ? C10 C9 C8 119.8(4) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 119.8(4) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 119.1(4) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? N3 C12 C11 121.4(4) . . ? N3 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 N2 112.3(3) . . ? C14 C13 H13A 109.1 . . ? N2 C13 H13A 109.1 . . ? C14 C13 H13B 109.1 . . ? N2 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? N4 C14 C15 122.9(3) . . ? N4 C14 C13 116.0(3) . . ? C15 C14 C13 121.1(3) . . ? C16 C15 C14 118.7(4) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C17 C16 C15 119.2(4) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 119.4(4) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? N4 C18 C17 121.8(4) . . ? N4 C18 C19 117.4(3) . . ? C17 C18 C19 120.7(3) . . ? C19 C19 C18 176.6(5) 2_656 . ? N5 C20 C21 178.6(5) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? F2 C22 F3 108.6(5) . . ? F2 C22 F1 108.0(5) . . ? F3 C22 F1 106.1(5) . . ? F2 C22 S1 112.7(4) . . ? F3 C22 S1 111.1(4) . . ? F1 C22 S1 110.0(4) . . ? F5 C23 F4 106.1(6) . . ? F5 C23 F6 105.5(5) . . ? F4 C23 F6 109.7(6) . . ? F5 C23 S2 112.2(4) . . ? F4 C23 S2 110.6(5) . . ? F6 C23 S2 112.5(5) . . ? C1 N1 C5 119.6(4) . . ? C1 N1 Cu1 126.9(3) . . ? C5 N1 Cu1 112.6(3) . . ? C6 N2 C13 111.9(3) . . ? C6 N2 C7 113.1(3) . . ? C13 N2 C7 109.1(3) . . ? C6 N2 Cu1 106.8(2) . . ? C13 N2 Cu1 109.3(2) . . ? C7 N2 Cu1 106.4(2) . . ? C12 N3 C8 119.4(3) . . ? C12 N3 Cu1 126.7(3) . . ? C8 N3 Cu1 113.9(2) . . ? C14 N4 C18 118.0(3) . . ? C14 N4 Cu1 101.3(2) . . ? C18 N4 Cu1 129.8(2) . . ? C20 N5 Cu1 162.3(4) . . ? O1 S1 O2 116.2(2) . . ? O1 S1 O3 113.0(2) . . ? O2 S1 O3 113.8(2) . . ? O1 S1 C22 103.7(3) . . ? O2 S1 C22 105.4(3) . . ? O3 S1 C22 102.9(2) . . ? O4 S2 O5 115.8(3) . . ? O4 S2 O6 115.7(2) . . ? O5 S2 O6 112.7(2) . . ? O4 S2 C23 104.2(3) . . ? O5 S2 C23 104.5(3) . . ? O6 S2 C23 101.9(2) . . ? N3 Cu1 N5 97.20(13) . . ? N3 Cu1 N1 165.17(13) . . ? N5 Cu1 N1 96.89(14) . . ? N3 Cu1 N2 81.76(12) . . ? N5 Cu1 N2 173.09(13) . . ? N1 Cu1 N2 83.70(13) . . ? N3 Cu1 N4 100.18(11) . . ? N5 Cu1 N4 106.08(12) . . ? N1 Cu1 N4 80.28(11) . . ? N2 Cu1 N4 80.81(11) . . ? O1A C1A C1AB 102.5(5) . . ? C2AB O1A C1A 110.1(4) . . ? C1B C1AB C1A 106.8(8) . . ? O1A C2AB C2A 108.8(6) . . ? #=== END