# 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_1 _database_code_depnum_ccdc_archive 'CCDC 917307' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H44 F4 N4' _chemical_formula_weight 632.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7254(8) _cell_length_b 11.1668(10) _cell_length_c 15.5750(14) _cell_angle_alpha 91.609(2) _cell_angle_beta 99.574(2) _cell_angle_gamma 93.894(2) _cell_volume 1662.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 90 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9722 _exptl_absorpt_correction_T_max 0.9833 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11994 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0625 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.30 _reflns_number_total 8151 _reflns_number_gt 5699 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0646P)^2^+0.0172P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8151 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1342 _refine_ls_wR_factor_gt 0.1208 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F4 F 0.54733(10) 1.46775(9) 0.36136(7) 0.0292(2) Uani 1 1 d . . . N4 N 0.93766(13) 0.78531(11) 0.45500(8) 0.0167(3) Uani 1 1 d . . . F3 F 0.47774(11) 1.17905(10) 0.56543(7) 0.0348(3) Uani 1 1 d . . . F1 F 0.45138(12) -0.09772(10) 0.91016(8) 0.0382(3) Uani 1 1 d . . . N3 N 0.87510(13) 1.05347(11) 0.38830(8) 0.0165(3) Uani 1 1 d . . . N1 N 0.54198(14) 0.35648(12) 0.87865(9) 0.0196(3) Uani 1 1 d . . . N2 N 0.71189(13) 0.51960(12) 1.04723(9) 0.0195(3) Uani 1 1 d . . . F2 F 0.72526(12) -0.06047(10) 0.69063(8) 0.0418(3) Uani 1 1 d . . . C28 C 0.63979(16) 1.27947(14) 0.34993(10) 0.0192(3) Uani 1 1 d . . . H28 H 0.6748 1.3037 0.2992 0.023 Uiso 1 1 calc R . . C29 C 0.98640(16) 0.58585(13) 0.39977(10) 0.0172(3) Uani 1 1 d . . . C30 C 0.90957(16) 0.65532(13) 0.45881(10) 0.0180(3) Uani 1 1 d . . . H30A H 0.8078 0.6347 0.4419 0.022 Uiso 1 1 calc R . . H30B H 0.9378 0.6311 0.5195 0.022 Uiso 1 1 calc R . . C31 C 0.61010(16) 1.13354(15) 0.45668(11) 0.0211(3) Uani 1 1 d . . . H31 H 0.6266 1.0576 0.4808 0.025 Uiso 1 1 calc R . . C32 C 0.98775(17) 0.43379(14) 0.28650(11) 0.0208(3) Uani 1 1 d . . . H32 H 0.9370 0.3772 0.2443 0.025 Uiso 1 1 calc R . . C33 C 0.66319(16) 1.16661(14) 0.38253(10) 0.0180(3) Uani 1 1 d . . . C34 C 0.91604(16) 0.50347(14) 0.33682(10) 0.0190(3) Uani 1 1 d . . . H34 H 0.8168 0.4945 0.3279 0.023 Uiso 1 1 calc R . . C35 C 0.74136(16) 1.07977(14) 0.33658(10) 0.0196(3) Uani 1 1 d . . . H35A H 0.6822 1.0038 0.3225 0.024 Uiso 1 1 calc R . . H35B H 0.7587 1.1138 0.2810 0.024 Uiso 1 1 calc R . . C36 C 1.02128(16) 0.84335(14) 0.60928(10) 0.0181(3) Uani 1 1 d . . . H36A H 0.9825 0.8439 0.6642 0.022 Uiso 1 1 calc R . . H36B H 1.0682 0.7679 0.6052 0.022 Uiso 1 1 calc R . . C37 C 0.90227(16) 0.84639(14) 0.53235(10) 0.0179(3) Uani 1 1 d . . . H37A H 0.8159 0.8064 0.5474 0.022 Uiso 1 1 calc R . . H37B H 0.8845 0.9308 0.5195 0.022 Uiso 1 1 calc R . . C38 C 1.20328(17) 0.53125(15) 0.35863(11) 0.0227(4) Uani 1 1 d . . . H38 H 1.3023 0.5422 0.3661 0.027 Uiso 1 1 calc R . . C39 C 0.56498(17) 1.35577(14) 0.39230(11) 0.0213(3) Uani 1 1 d . . . C40 C 1.13155(16) 0.60058(14) 0.40910(11) 0.0207(3) Uani 1 1 d . . . H40 H 1.1819 0.6586 0.4504 0.025 Uiso 1 1 calc R . . C5 C 0.32674(17) 0.46731(15) 0.86592(11) 0.0213(3) Uani 1 1 d . . . H5A H 0.2865 0.5312 0.8289 0.026 Uiso 1 1 calc R . . H5B H 0.2864 0.3888 0.8386 0.026 Uiso 1 1 calc R . . C6 C 0.98048(17) 0.76165(16) 1.12163(11) 0.0246(4) Uani 1 1 d . . . H6 H 1.0444 0.7138 1.1555 0.030 Uiso 1 1 calc R . . C41 C 0.92705(17) 0.94788(14) 0.34881(10) 0.0187(3) Uani 1 1 d . . . H41A H 1.0298 0.9508 0.3667 0.022 Uiso 1 1 calc R . . H41B H 0.9076 0.9534 0.2847 0.022 Uiso 1 1 calc R . . C7 C 0.77955(17) 0.77995(16) 1.01343(11) 0.0246(4) Uani 1 1 d . . . H7 H 0.7043 0.7445 0.9717 0.030 Uiso 1 1 calc R . . C42 C 0.50831(16) 1.32515(15) 0.46453(11) 0.0227(4) Uani 1 1 d . . . H42 H 0.4552 1.3783 0.4920 0.027 Uiso 1 1 calc R . . C8 C 0.68719(16) 0.36375(15) 0.92314(11) 0.0222(4) Uani 1 1 d . . . H8A H 0.7413 0.4272 0.8971 0.027 Uiso 1 1 calc R . . H8B H 0.7277 0.2865 0.9136 0.027 Uiso 1 1 calc R . . C9 C 0.58860(18) -0.08333(16) 0.80052(12) 0.0278(4) Uani 1 1 d . . . H9 H 0.6002 -0.1671 0.8017 0.033 Uiso 1 1 calc R . . C10 C 0.48501(16) 0.47511(15) 0.86993(11) 0.0206(3) Uani 1 1 d . . . H10A H 0.5080 0.5112 0.8163 0.025 Uiso 1 1 calc R . . H10B H 0.5297 0.5284 0.9202 0.025 Uiso 1 1 calc R . . C11 C 0.55328(17) 0.16383(15) 0.79715(11) 0.0228(4) Uani 1 1 d . . . C43 C 1.13230(17) 0.44580(14) 0.29712(11) 0.0211(3) Uani 1 1 d . . . C44 C 0.86480(16) 0.82729(14) 0.37237(10) 0.0182(3) Uani 1 1 d . . . H44A H 0.7652 0.8341 0.3766 0.022 Uiso 1 1 calc R . . H44B H 0.8690 0.7670 0.3252 0.022 Uiso 1 1 calc R . . C12 C 0.70240(17) 0.39125(14) 1.02070(11) 0.0218(3) Uani 1 1 d . . . H12A H 0.6213 0.3510 1.0419 0.026 Uiso 1 1 calc R . . H12B H 0.7874 0.3556 1.0501 0.026 Uiso 1 1 calc R . . C45 C 1.21041(19) 0.36533(16) 0.24522(12) 0.0288(4) Uani 1 1 d . . . H45A H 1.2268 0.2907 0.2757 0.043 Uiso 1 1 calc R . . H45B H 1.3002 0.4066 0.2391 0.043 Uiso 1 1 calc R . . H45C H 1.1547 0.3467 0.1874 0.043 Uiso 1 1 calc R . . C13 C 0.90602(18) 0.95901(16) 1.08560(11) 0.0243(4) Uani 1 1 d . . . C46 C 0.53345(17) 1.21250(16) 0.49448(11) 0.0235(4) Uani 1 1 d . . . C14 C 0.85490(17) 0.57165(15) 1.04785(12) 0.0236(4) Uani 1 1 d . . . H14A H 0.8837 0.5500 0.9917 0.028 Uiso 1 1 calc R . . H14B H 0.9188 0.5356 1.0947 0.028 Uiso 1 1 calc R . . C15 C 0.9217(2) 1.09388(16) 1.09948(12) 0.0317(4) Uani 1 1 d . . . H15A H 1.0022 1.1165 1.1451 0.047 Uiso 1 1 calc R . . H15B H 0.8369 1.1218 1.1172 0.047 Uiso 1 1 calc R . . H15C H 0.9363 1.1309 1.0451 0.047 Uiso 1 1 calc R . . C16 C 0.87086(17) 0.70662(15) 1.06158(11) 0.0220(4) Uani 1 1 d . . . C17 C 0.49182(17) 0.09305(15) 0.85466(11) 0.0245(4) Uani 1 1 d . . . H17 H 0.4375 0.1274 0.8930 0.029 Uiso 1 1 calc R . . C18 C 0.63359(17) 0.11135(16) 0.74214(11) 0.0257(4) Uani 1 1 d . . . H18 H 0.6779 0.1588 0.7034 0.031 Uiso 1 1 calc R . . C19 C 0.52989(19) 0.29639(15) 0.79259(11) 0.0241(4) Uani 1 1 d . . . H19A H 0.5991 0.3361 0.7607 0.029 Uiso 1 1 calc R . . H19B H 0.4356 0.3059 0.7592 0.029 Uiso 1 1 calc R . . C20 C 0.99726(17) 0.88598(16) 1.13254(11) 0.0262(4) Uani 1 1 d . . . H20 H 1.0736 0.9216 1.1734 0.031 Uiso 1 1 calc R . . C21 C 0.79651(18) 0.90398(16) 1.02523(11) 0.0253(4) Uani 1 1 d . . . H21 H 0.7325 0.9521 0.9917 0.030 Uiso 1 1 calc R . . C22 C 0.51144(18) -0.02753(16) 0.85466(12) 0.0274(4) Uani 1 1 d . . . C23 C 0.64752(18) -0.01025(16) 0.74493(12) 0.0275(4) 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 F4 0.0302(5) 0.0183(5) 0.0414(6) 0.0061(4) 0.0091(5) 0.0089(4) N4 0.0212(7) 0.0115(6) 0.0172(6) -0.0006(5) 0.0022(5) 0.0035(5) F3 0.0359(6) 0.0430(7) 0.0301(6) 0.0088(5) 0.0157(5) 0.0070(5) F1 0.0441(7) 0.0275(6) 0.0443(7) 0.0054(5) 0.0117(6) 0.0001(5) N3 0.0185(6) 0.0125(6) 0.0178(6) -0.0005(5) 0.0006(5) 0.0031(5) N1 0.0203(7) 0.0196(7) 0.0186(7) -0.0030(5) 0.0023(6) 0.0045(5) N2 0.0179(7) 0.0199(7) 0.0208(7) -0.0022(6) 0.0036(6) 0.0026(5) F2 0.0424(7) 0.0399(7) 0.0466(7) -0.0141(6) 0.0161(6) 0.0124(5) C28 0.0178(8) 0.0197(8) 0.0195(8) 0.0003(6) 0.0023(6) 0.0005(6) C29 0.0200(8) 0.0120(7) 0.0198(8) 0.0027(6) 0.0027(6) 0.0027(6) C30 0.0192(8) 0.0143(8) 0.0200(8) -0.0001(6) 0.0026(6) 0.0008(6) C31 0.0191(8) 0.0197(8) 0.0230(8) 0.0032(7) -0.0009(7) 0.0017(6) C32 0.0249(8) 0.0160(8) 0.0204(8) -0.0009(6) 0.0004(7) 0.0013(6) C33 0.0152(7) 0.0170(8) 0.0197(8) -0.0032(6) -0.0019(6) 0.0002(6) C34 0.0176(8) 0.0166(8) 0.0222(8) 0.0021(6) 0.0011(6) 0.0018(6) C35 0.0216(8) 0.0169(8) 0.0194(8) -0.0006(6) 0.0002(7) 0.0029(6) C36 0.0221(8) 0.0141(8) 0.0185(8) 0.0029(6) 0.0036(6) 0.0023(6) C37 0.0201(8) 0.0152(8) 0.0188(8) -0.0013(6) 0.0041(6) 0.0030(6) C38 0.0184(8) 0.0202(8) 0.0300(9) 0.0013(7) 0.0055(7) 0.0011(6) C39 0.0185(8) 0.0160(8) 0.0283(9) 0.0013(7) 0.0002(7) 0.0032(6) C40 0.0209(8) 0.0154(8) 0.0245(8) -0.0003(6) 0.0009(7) 0.0005(6) C5 0.0218(8) 0.0232(9) 0.0183(8) -0.0016(7) 0.0009(7) 0.0052(7) C6 0.0161(8) 0.0340(10) 0.0232(9) -0.0048(7) 0.0021(7) 0.0029(7) C41 0.0227(8) 0.0174(8) 0.0168(8) -0.0001(6) 0.0044(6) 0.0048(6) C7 0.0217(8) 0.0270(9) 0.0238(9) -0.0022(7) 0.0020(7) -0.0025(7) C42 0.0167(8) 0.0238(9) 0.0276(9) -0.0040(7) 0.0038(7) 0.0045(6) C8 0.0195(8) 0.0215(9) 0.0262(9) -0.0036(7) 0.0054(7) 0.0038(6) C9 0.0230(9) 0.0242(9) 0.0327(10) -0.0074(8) -0.0055(8) 0.0049(7) C10 0.0227(8) 0.0201(8) 0.0194(8) 0.0006(6) 0.0043(7) 0.0022(6) C11 0.0217(8) 0.0253(9) 0.0197(8) -0.0057(7) -0.0012(7) 0.0038(7) C43 0.0260(8) 0.0157(8) 0.0234(8) 0.0035(6) 0.0080(7) 0.0044(6) C44 0.0201(8) 0.0160(8) 0.0176(8) -0.0026(6) 0.0008(6) 0.0029(6) C12 0.0220(8) 0.0196(8) 0.0242(8) 0.0006(7) 0.0033(7) 0.0063(6) C45 0.0304(9) 0.0227(9) 0.0358(10) -0.0033(8) 0.0135(8) 0.0034(7) C13 0.0254(9) 0.0264(9) 0.0225(8) -0.0046(7) 0.0116(7) -0.0040(7) C46 0.0198(8) 0.0294(9) 0.0213(8) 0.0016(7) 0.0048(7) -0.0008(7) C14 0.0183(8) 0.0259(9) 0.0269(9) -0.0015(7) 0.0040(7) 0.0050(7) C15 0.0364(10) 0.0281(10) 0.0317(10) -0.0059(8) 0.0139(8) -0.0058(8) C16 0.0185(8) 0.0263(9) 0.0217(8) -0.0033(7) 0.0059(7) 0.0019(6) C17 0.0233(8) 0.0267(9) 0.0237(9) -0.0048(7) 0.0041(7) 0.0038(7) C18 0.0211(8) 0.0313(10) 0.0231(9) -0.0058(7) 0.0002(7) 0.0022(7) C19 0.0297(9) 0.0249(9) 0.0186(8) -0.0020(7) 0.0059(7) 0.0044(7) C20 0.0203(8) 0.0363(10) 0.0212(8) -0.0089(7) 0.0051(7) -0.0032(7) C21 0.0262(9) 0.0259(9) 0.0239(9) 0.0015(7) 0.0049(7) 0.0012(7) C22 0.0250(9) 0.0287(10) 0.0257(9) -0.0017(7) -0.0022(7) -0.0014(7) C23 0.0226(8) 0.0312(10) 0.0274(9) -0.0117(8) 0.0003(7) 0.0067(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F4 C39 1.3641(18) . ? N4 C30 1.4635(19) . ? N4 C44 1.468(2) . ? N4 C37 1.4694(19) . ? F3 C46 1.3598(19) . ? F1 C22 1.359(2) . ? N3 C35 1.4641(19) . ? N3 C41 1.4723(19) . ? N3 C36 1.4737(19) 2_776 ? N1 C8 1.462(2) . ? N1 C19 1.465(2) . ? N1 C10 1.471(2) . ? N2 C14 1.469(2) . ? N2 C5 1.469(2) 2_667 ? N2 C12 1.473(2) . ? F2 C23 1.358(2) . ? C28 C39 1.380(2) . ? C28 C33 1.391(2) . ? C28 H28 0.9500 . ? C29 C34 1.384(2) . ? C29 C40 1.393(2) . ? C29 C30 1.508(2) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C46 1.373(2) . ? C31 C33 1.390(2) . ? C31 H31 0.9500 . ? C32 C43 1.385(2) . ? C32 C34 1.388(2) . ? C32 H32 0.9500 . ? C33 C35 1.508(2) . ? C34 H34 0.9500 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 N3 1.4737(19) 2_776 ? C36 C37 1.524(2) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C40 1.388(2) . ? C38 C43 1.394(2) . ? C38 H38 0.9500 . ? C39 C42 1.374(2) . ? C40 H40 0.9500 . ? C5 N2 1.469(2) 2_667 ? C5 C10 1.527(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C20 1.389(3) . ? C6 C16 1.391(2) . ? C6 H6 0.9500 . ? C41 C44 1.518(2) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C7 C21 1.387(2) . ? C7 C16 1.390(2) . ? C7 H7 0.9500 . ? C42 C46 1.377(2) . ? C42 H42 0.9500 . ? C8 C12 1.522(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C23 1.373(3) . ? C9 C22 1.381(3) . ? C9 H9 0.9500 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C17 1.392(2) . ? C11 C18 1.394(2) . ? C11 C19 1.515(2) . ? C43 C45 1.515(2) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C13 C20 1.379(2) . ? C13 C21 1.393(2) . ? C13 C15 1.509(2) . ? C14 C16 1.510(2) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C17 C22 1.373(3) . ? C17 H17 0.9500 . ? C18 C23 1.375(3) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? 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 C30 N4 C44 109.85(12) . . ? C30 N4 C37 110.12(12) . . ? C44 N4 C37 113.68(12) . . ? C35 N3 C41 109.21(12) . . ? C35 N3 C36 110.40(12) . 2_776 ? C41 N3 C36 109.11(12) . 2_776 ? C8 N1 C19 110.20(13) . . ? C8 N1 C10 112.50(13) . . ? C19 N1 C10 109.94(13) . . ? C14 N2 C5 110.56(13) . 2_667 ? C14 N2 C12 109.54(12) . . ? C5 N2 C12 109.39(13) 2_667 . ? C39 C28 C33 119.06(15) . . ? C39 C28 H28 120.5 . . ? C33 C28 H28 120.5 . . ? C34 C29 C40 118.12(15) . . ? C34 C29 C30 121.38(14) . . ? C40 C29 C30 120.47(14) . . ? N4 C30 C29 112.41(13) . . ? N4 C30 H30A 109.1 . . ? C29 C30 H30A 109.1 . . ? N4 C30 H30B 109.1 . . ? C29 C30 H30B 109.1 . . ? H30A C30 H30B 107.9 . . ? C46 C31 C33 118.89(15) . . ? C46 C31 H31 120.6 . . ? C33 C31 H31 120.6 . . ? C43 C32 C34 120.82(15) . . ? C43 C32 H32 119.6 . . ? C34 C32 H32 119.6 . . ? C31 C33 C28 119.15(15) . . ? C31 C33 C35 120.35(14) . . ? C28 C33 C35 120.47(14) . . ? C29 C34 C32 121.26(15) . . ? C29 C34 H34 119.4 . . ? C32 C34 H34 119.4 . . ? N3 C35 C33 113.13(12) . . ? N3 C35 H35A 109.0 . . ? C33 C35 H35A 109.0 . . ? N3 C35 H35B 109.0 . . ? C33 C35 H35B 109.0 . . ? H35A C35 H35B 107.8 . . ? N3 C36 C37 111.89(13) 2_776 . ? N3 C36 H36A 109.2 2_776 . ? C37 C36 H36A 109.2 . . ? N3 C36 H36B 109.2 2_776 . ? C37 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? N4 C37 C36 110.44(12) . . ? N4 C37 H37A 109.6 . . ? C36 C37 H37A 109.6 . . ? N4 C37 H37B 109.6 . . ? C36 C37 H37B 109.6 . . ? H37A C37 H37B 108.1 . . ? C40 C38 C43 121.06(15) . . ? C40 C38 H38 119.5 . . ? C43 C38 H38 119.5 . . ? F4 C39 C42 118.29(14) . . ? F4 C39 C28 118.33(15) . . ? C42 C39 C28 123.38(15) . . ? C38 C40 C29 120.61(15) . . ? C38 C40 H40 119.7 . . ? C29 C40 H40 119.7 . . ? N2 C5 C10 112.00(13) 2_667 . ? N2 C5 H5A 109.2 2_667 . ? C10 C5 H5A 109.2 . . ? N2 C5 H5B 109.2 2_667 . ? C10 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C20 C6 C16 120.60(16) . . ? C20 C6 H6 119.7 . . ? C16 C6 H6 119.7 . . ? N3 C41 C44 115.15(13) . . ? N3 C41 H41A 108.5 . . ? C44 C41 H41A 108.5 . . ? N3 C41 H41B 108.5 . . ? C44 C41 H41B 108.5 . . ? H41A C41 H41B 107.5 . . ? C21 C7 C16 121.12(16) . . ? C21 C7 H7 119.4 . . ? C16 C7 H7 119.4 . . ? C39 C42 C46 115.68(15) . . ? C39 C42 H42 122.2 . . ? C46 C42 H42 122.2 . . ? N1 C8 C12 113.09(13) . . ? N1 C8 H8A 109.0 . . ? C12 C8 H8A 109.0 . . ? N1 C8 H8B 109.0 . . ? C12 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C23 C9 C22 115.85(17) . . ? C23 C9 H9 122.1 . . ? C22 C9 H9 122.1 . . ? N1 C10 C5 112.04(13) . . ? N1 C10 H10A 109.2 . . ? C5 C10 H10A 109.2 . . ? N1 C10 H10B 109.2 . . ? C5 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C17 C11 C18 119.60(17) . . ? C17 C11 C19 120.24(15) . . ? C18 C11 C19 120.14(16) . . ? C32 C43 C38 118.07(15) . . ? C32 C43 C45 120.61(15) . . ? C38 C43 C45 121.29(15) . . ? N4 C44 C41 112.70(12) . . ? N4 C44 H44A 109.1 . . ? C41 C44 H44A 109.1 . . ? N4 C44 H44B 109.1 . . ? C41 C44 H44B 109.1 . . ? H44A C44 H44B 107.8 . . ? N2 C12 C8 115.55(14) . . ? N2 C12 H12A 108.4 . . ? C8 C12 H12A 108.4 . . ? N2 C12 H12B 108.4 . . ? C8 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? C43 C45 H45A 109.5 . . ? C43 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C43 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C20 C13 C21 117.72(16) . . ? C20 C13 C15 121.68(16) . . ? C21 C13 C15 120.60(17) . . ? F3 C46 C31 119.07(15) . . ? F3 C46 C42 117.13(15) . . ? C31 C46 C42 123.80(16) . . ? N2 C14 C16 113.71(13) . . ? N2 C14 H14A 108.8 . . ? C16 C14 H14A 108.8 . . ? N2 C14 H14B 108.8 . . ? C16 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C7 C16 C6 117.88(16) . . ? C7 C16 C14 121.47(15) . . ? C6 C16 C14 120.64(15) . . ? C22 C17 C11 118.47(16) . . ? C22 C17 H17 120.8 . . ? C11 C17 H17 120.8 . . ? C23 C18 C11 118.80(18) . . ? C23 C18 H18 120.6 . . ? C11 C18 H18 120.6 . . ? N1 C19 C11 113.01(14) . . ? N1 C19 H19A 109.0 . . ? C11 C19 H19A 109.0 . . ? N1 C19 H19B 109.0 . . ? C11 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C13 C20 C6 121.71(16) . . ? C13 C20 H20 119.1 . . ? C6 C20 H20 119.1 . . ? C7 C21 C13 120.96(17) . . ? C7 C21 H21 119.5 . . ? C13 C21 H21 119.5 . . ? F1 C22 C17 119.05(16) . . ? F1 C22 C9 117.17(16) . . ? C17 C22 C9 123.78(18) . . ? F2 C23 C9 118.26(16) . . ? F2 C23 C18 118.25(17) . . ? C9 C23 C18 123.48(17) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.332 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.053 data_1_AgOTf _database_code_depnum_ccdc_archive 'CCDC 917308' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H89 Ag2 F14 N8 O7 S2' _chemical_formula_weight 1796.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.0071(5) _cell_length_b 15.1936(7) _cell_length_c 27.0539(13) _cell_angle_alpha 90.00 _cell_angle_beta 93.5910(10) _cell_angle_gamma 90.00 _cell_volume 4105.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.453 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1842 _exptl_absorpt_coefficient_mu 0.616 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8426 _exptl_absorpt_correction_T_max 0.9155 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30203 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 28.35 _reflns_number_total 10249 _reflns_number_gt 5262 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0361P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10249 _refine_ls_number_parameters 507 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1009 _refine_ls_wR_factor_gt 0.0882 _refine_ls_goodness_of_fit_ref 0.828 _refine_ls_restrained_S_all 0.828 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1W O 0.010(13) 0.950(3) 0.506(4) 0.81(5) Uani 0.50 1 d P . . Ag1 Ag 0.45206(2) 0.836830(17) 0.849311(9) 0.04783(9) Uani 1 1 d . . . S2 S 0.04849(11) 0.67431(7) 0.65689(4) 0.0679(3) Uani 1 1 d . . . N3 N 0.2145(3) 0.8479(2) 0.82015(10) 0.0546(7) Uani 1 1 d . . . N4 N 0.4575(3) 0.82538(18) 0.75880(9) 0.0485(7) Uani 1 1 d . . . C10 C 0.7993(3) 0.8772(3) 0.88542(12) 0.0491(9) Uani 1 1 d . . . F2 F 0.7766(4) 0.65989(18) 0.93807(11) 0.1318(11) Uani 1 1 d . . . C5 C 0.2106(3) 0.8301(3) 0.76656(12) 0.0593(10) Uani 1 1 d . . . H5A H 0.1298 0.8560 0.7512 0.071 Uiso 1 1 calc R . . H5B H 0.2050 0.7670 0.7615 0.071 Uiso 1 1 calc R . . N1 N 0.6219(3) 0.94635(18) 0.82933(9) 0.0472(7) Uani 1 1 d . . . C9 C 0.7656(3) 0.9228(2) 0.83701(12) 0.0538(9) Uani 1 1 d . . . H9A H 0.8190 0.9759 0.8356 0.065 Uiso 1 1 calc R . . H9B H 0.7898 0.8846 0.8102 0.065 Uiso 1 1 calc R . . N2 N 0.3791(3) 0.96922(19) 0.89004(10) 0.0527(7) Uani 1 1 d . . . C32 C 0.5651(3) 0.6785(2) 0.76969(13) 0.0512(9) Uani 1 1 d . . . C15 C 0.7721(4) 0.7882(3) 0.88974(14) 0.0631(10) Uani 1 1 d . . . H15 H 0.7323 0.7570 0.8631 0.076 Uiso 1 1 calc R . . C37 C 0.5234(4) 0.6421(2) 0.81269(14) 0.0596(10) Uani 1 1 d . . . H37 H 0.4383 0.6550 0.8226 0.071 Uiso 1 1 calc R . . O3 O 0.1717(3) 0.7192(2) 0.66572(12) 0.1127(12) Uani 1 1 d . . . C1 C 0.5937(3) 1.0249(2) 0.85882(13) 0.0566(9) Uani 1 1 d . . . H1A H 0.6316 1.0759 0.8433 0.068 Uiso 1 1 calc R . . H1B H 0.6384 1.0185 0.8915 0.068 Uiso 1 1 calc R . . C34 C 0.7734(4) 0.6022(3) 0.78479(16) 0.0669(11) Uani 1 1 d . . . H34 H 0.8584 0.5893 0.7748 0.080 Uiso 1 1 calc R . . C33 C 0.6916(4) 0.6569(3) 0.75600(14) 0.0612(10) Uani 1 1 d . . . H33 H 0.7220 0.6798 0.7268 0.073 Uiso 1 1 calc R . . O2 O 0.0468(3) 0.6163(2) 0.61624(11) 0.1021(10) Uani 1 1 d . . . C6 C 0.3293(3) 0.8646(2) 0.74065(12) 0.0586(10) Uani 1 1 d . . . H6A H 0.3154 0.8531 0.7054 0.070 Uiso 1 1 calc R . . H6B H 0.3344 0.9279 0.7451 0.070 Uiso 1 1 calc R . . C3 C 0.2311(3) 0.9723(3) 0.88072(14) 0.0666(11) Uani 1 1 d . . . H3A H 0.2008 1.0322 0.8853 0.080 Uiso 1 1 calc R . . H3B H 0.1903 0.9357 0.9050 0.080 Uiso 1 1 calc R . . C7 C 0.5712(4) 0.8798(2) 0.74585(12) 0.0576(10) Uani 1 1 d . . . H7A H 0.5592 0.8957 0.7111 0.069 Uiso 1 1 calc R . . H7B H 0.6524 0.8450 0.7501 0.069 Uiso 1 1 calc R . . C22 C 0.4908(4) 0.8288(3) 0.97106(15) 0.0793(13) Uani 1 1 d . . . H22 H 0.5613 0.8359 0.9506 0.095 Uiso 1 1 calc R . . C17 C 0.3952(4) 0.8928(3) 0.97200(13) 0.0649(11) Uani 1 1 d . . . C12 C 0.8856(4) 0.8753(3) 0.96907(15) 0.0727(12) Uani 1 1 d . . . C2 C 0.4455(3) 1.0415(2) 0.86453(13) 0.0619(10) Uani 1 1 d . . . H2A H 0.4357 1.0955 0.8830 0.074 Uiso 1 1 calc R . . H2B H 0.4010 1.0497 0.8320 0.074 Uiso 1 1 calc R . . C25 C 0.1631(4) 0.6986(3) 0.85177(16) 0.0645(11) Uani 1 1 d . . . C24 C 0.1168(4) 0.7910(3) 0.84374(15) 0.0687(11) Uani 1 1 d . . . H24A H 0.0339 0.7904 0.8231 0.082 Uiso 1 1 calc R . . H24B H 0.0977 0.8164 0.8754 0.082 Uiso 1 1 calc R . . C31 C 0.4706(4) 0.7355(2) 0.73832(12) 0.0592(10) Uani 1 1 d . . . H31A H 0.5025 0.7397 0.7053 0.071 Uiso 1 1 calc R . . H31B H 0.3831 0.7079 0.7356 0.071 Uiso 1 1 calc R . . C8 C 0.5894(4) 0.9636(2) 0.77638(12) 0.0575(10) Uani 1 1 d . . . H8A H 0.6607 0.9983 0.7635 0.069 Uiso 1 1 calc R . . H8B H 0.5077 0.9979 0.7728 0.069 Uiso 1 1 calc R . . C16 C 0.4107(4) 0.9772(3) 0.94442(12) 0.0665(11) Uani 1 1 d . . . H16A H 0.3523 1.0211 0.9576 0.080 Uiso 1 1 calc R . . H16B H 0.5022 0.9978 0.9501 0.080 Uiso 1 1 calc R . . F5 F -0.0786(4) 0.8174(2) 0.67089(17) 0.196(2) Uani 1 1 d . . . O1 O -0.0087(4) 0.6415(3) 0.69878(13) 0.1409(15) Uani 1 1 d . . . C26 C 0.1326(4) 0.6327(3) 0.81734(16) 0.0716(12) Uani 1 1 d . . . H26 H 0.0845 0.6458 0.7877 0.086 Uiso 1 1 calc R . . C36 C 0.6056(4) 0.5869(3) 0.84140(15) 0.0665(11) Uani 1 1 d . . . H36 H 0.5748 0.5633 0.8703 0.080 Uiso 1 1 calc R . . C4 C 0.1841(3) 0.9416(3) 0.82951(13) 0.0643(11) Uani 1 1 d . . . H4A H 0.0881 0.9505 0.8249 0.077 Uiso 1 1 calc R . . H4B H 0.2262 0.9776 0.8053 0.077 Uiso 1 1 calc R . . C18 C 0.2907(5) 0.8804(4) 1.00222(17) 0.0911(15) Uani 1 1 d . . . H18 H 0.2230 0.9222 1.0031 0.109 Uiso 1 1 calc R . . F7 F -0.1848(3) 0.7279(3) 0.62458(15) 0.1658(15) Uani 1 1 d . . . C30 C 0.2357(5) 0.6763(3) 0.89517(17) 0.0852(13) Uani 1 1 d . . . H30 H 0.2578 0.7185 0.9192 0.102 Uiso 1 1 calc R . . C39 C -0.0653(6) 0.7583(4) 0.6369(2) 0.1029(16) Uani 1 1 d . . . F1 F 0.9394(3) 0.91987(19) 1.00886(9) 0.1155(10) Uani 1 1 d . . . F4 F 0.1406(3) 0.48574(19) 0.79291(11) 0.1244(10) Uani 1 1 d . . . C11 C 0.8585(3) 0.9210(3) 0.92557(13) 0.0583(10) Uani 1 1 d . . . H11 H 0.8799 0.9804 0.9234 0.070 Uiso 1 1 calc R . . C35 C 0.7332(4) 0.5660(2) 0.82803(16) 0.0646(11) Uani 1 1 d . . . F3 F 0.3458(4) 0.5684(2) 0.94447(13) 0.1620(14) Uani 1 1 d . . . C38 C 0.8244(4) 0.5060(3) 0.85950(17) 0.0937(14) Uani 1 1 d . . . H38A H 0.8748 0.4696 0.8384 0.140 Uiso 1 1 calc R . . H38B H 0.7715 0.4695 0.8797 0.140 Uiso 1 1 calc R . . H38C H 0.8847 0.5409 0.8804 0.140 Uiso 1 1 calc R . . C13 C 0.8613(4) 0.7890(3) 0.97396(16) 0.0804(13) Uani 1 1 d . . . H13 H 0.8824 0.7596 1.0036 0.096 Uiso 1 1 calc R . . C14 C 0.8049(5) 0.7466(3) 0.93401(17) 0.0798(13) Uani 1 1 d . . . C27 C 0.1738(5) 0.5487(4) 0.8274(2) 0.0888(15) Uani 1 1 d . . . C28 C 0.2441(5) 0.5245(4) 0.8693(3) 0.1034(17) Uani 1 1 d . . . H28 H 0.2702 0.4666 0.8755 0.124 Uiso 1 1 calc R . . F6 F -0.0273(5) 0.7992(3) 0.59753(16) 0.1890(18) Uani 1 1 d . . . C29 C 0.2743(6) 0.5907(5) 0.9019(2) 0.1042(17) Uani 1 1 d . . . C21 C 0.4855(5) 0.7539(4) 0.99968(18) 0.1037(16) Uani 1 1 d . . . H21 H 0.5510 0.7108 0.9978 0.124 Uiso 1 1 calc R . . C19 C 0.2870(7) 0.8065(5) 1.0309(2) 0.118(2) Uani 1 1 d . . . H19 H 0.2160 0.7993 1.0511 0.141 Uiso 1 1 calc R . . C20 C 0.3831(8) 0.7427(5) 1.0311(2) 0.120(2) Uani 1 1 d . . . C23 C 0.3780(9) 0.6617(5) 1.0635(2) 0.202(4) Uani 1 1 d . . . H23A H 0.3060 0.6674 1.0851 0.303 Uiso 1 1 calc R . . H23B H 0.4612 0.6558 1.0829 0.303 Uiso 1 1 calc R . . H23C H 0.3636 0.6106 1.0430 0.303 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1W 1.08(8) 0.65(12) 0.66(6) -0.02(11) -0.18(5) -0.38(14) Ag1 0.04586(15) 0.04764(16) 0.04968(15) -0.00180(14) 0.00067(10) 0.00009(14) S2 0.0699(6) 0.0696(7) 0.0633(6) -0.0112(6) -0.0020(5) 0.0013(6) N3 0.0413(16) 0.059(2) 0.0636(18) -0.0075(16) 0.0007(13) 0.0017(15) N4 0.0477(16) 0.0462(18) 0.0511(16) -0.0060(14) -0.0008(13) -0.0060(14) C10 0.0374(19) 0.054(2) 0.056(2) -0.0005(19) 0.0031(16) 0.0034(17) F2 0.218(4) 0.0565(17) 0.119(2) 0.0196(17) -0.006(2) -0.002(2) C5 0.050(2) 0.062(3) 0.065(2) -0.007(2) -0.0108(18) -0.001(2) N1 0.0468(17) 0.0451(18) 0.0493(16) -0.0036(14) -0.0013(13) -0.0003(14) C9 0.044(2) 0.061(2) 0.057(2) -0.0002(19) 0.0061(17) -0.0055(18) N2 0.0451(17) 0.058(2) 0.0545(17) -0.0106(15) -0.0020(13) 0.0041(15) C32 0.053(2) 0.040(2) 0.060(2) -0.0125(18) 0.0044(18) -0.0055(18) C15 0.072(3) 0.058(3) 0.060(2) -0.006(2) 0.007(2) -0.001(2) C37 0.050(2) 0.052(3) 0.078(3) -0.007(2) 0.011(2) -0.0057(19) O3 0.067(2) 0.143(3) 0.126(3) -0.053(2) -0.0117(18) -0.018(2) C1 0.059(2) 0.044(2) 0.067(2) -0.0020(19) -0.0019(18) -0.0068(18) C34 0.052(2) 0.062(3) 0.086(3) -0.016(2) 0.008(2) -0.006(2) C33 0.061(2) 0.059(3) 0.064(2) -0.013(2) 0.0117(19) -0.005(2) O2 0.100(2) 0.092(2) 0.112(2) -0.050(2) -0.0088(19) 0.0090(19) C6 0.061(2) 0.063(3) 0.050(2) -0.0037(18) -0.0118(18) 0.000(2) C3 0.049(2) 0.068(3) 0.082(3) -0.023(2) 0.001(2) 0.009(2) C7 0.060(2) 0.068(3) 0.0445(19) 0.0031(19) 0.0027(17) -0.008(2) C22 0.068(3) 0.107(4) 0.064(3) 0.008(3) 0.012(2) 0.009(3) C17 0.063(3) 0.085(3) 0.046(2) -0.013(2) 0.003(2) -0.009(2) C12 0.067(3) 0.083(3) 0.066(3) 0.000(3) -0.015(2) 0.000(3) C2 0.061(2) 0.048(2) 0.075(3) -0.013(2) -0.006(2) 0.007(2) C25 0.046(2) 0.074(3) 0.075(3) -0.005(2) 0.015(2) -0.013(2) C24 0.042(2) 0.077(3) 0.087(3) -0.018(2) 0.008(2) -0.004(2) C31 0.058(2) 0.064(3) 0.056(2) -0.016(2) 0.0028(18) -0.006(2) C8 0.061(2) 0.054(2) 0.057(2) 0.0081(19) 0.0004(18) -0.0092(19) C16 0.060(2) 0.077(3) 0.063(2) -0.022(2) 0.0036(19) -0.002(2) F5 0.208(4) 0.117(3) 0.258(5) -0.098(3) -0.034(4) 0.070(3) O1 0.157(3) 0.167(4) 0.102(3) 0.051(3) 0.032(2) 0.011(3) C26 0.057(3) 0.069(3) 0.089(3) -0.004(3) 0.017(2) -0.022(2) C36 0.065(3) 0.056(3) 0.079(3) 0.001(2) 0.012(2) -0.014(2) C4 0.047(2) 0.068(3) 0.078(3) -0.015(2) -0.0065(19) 0.014(2) C18 0.081(3) 0.118(4) 0.077(3) -0.025(3) 0.030(3) -0.019(3) F7 0.083(2) 0.165(3) 0.242(4) 0.000(3) -0.044(2) 0.024(2) C30 0.090(3) 0.087(4) 0.080(3) 0.000(3) 0.013(3) -0.006(3) C39 0.106(5) 0.078(4) 0.124(5) 0.002(4) -0.007(4) 0.001(3) F1 0.141(2) 0.121(2) 0.0771(16) -0.0001(16) -0.0449(16) -0.0191(19) F4 0.143(3) 0.079(2) 0.156(3) -0.023(2) 0.049(2) -0.0376(19) C11 0.052(2) 0.055(2) 0.067(2) 0.003(2) -0.0042(19) -0.0055(19) C35 0.058(3) 0.044(2) 0.092(3) -0.008(2) 0.003(2) 0.000(2) F3 0.195(4) 0.156(3) 0.131(3) 0.044(2) -0.018(3) 0.018(3) C38 0.083(3) 0.073(3) 0.123(4) 0.009(3) -0.008(3) 0.007(3) C13 0.093(3) 0.080(4) 0.066(3) 0.015(3) -0.010(2) 0.016(3) C14 0.100(3) 0.056(3) 0.083(3) 0.008(3) 0.006(3) 0.010(3) C27 0.082(3) 0.076(4) 0.113(4) -0.009(4) 0.041(3) -0.031(3) C28 0.097(4) 0.084(4) 0.132(5) 0.028(4) 0.037(4) -0.002(3) F6 0.245(5) 0.133(3) 0.184(4) 0.080(3) -0.024(3) 0.002(3) C29 0.109(4) 0.114(5) 0.090(4) 0.030(4) 0.007(3) -0.001(4) C21 0.107(4) 0.119(5) 0.086(3) 0.031(3) 0.014(3) 0.009(4) C19 0.120(5) 0.158(7) 0.079(4) -0.006(4) 0.041(4) -0.036(5) C20 0.149(6) 0.133(6) 0.078(4) 0.030(4) 0.015(4) -0.035(5) C23 0.282(10) 0.189(8) 0.138(5) 0.080(5) 0.036(6) -0.035(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1W O1W 1.56(11) 3_576 ? Ag1 N2 2.428(3) . ? Ag1 N4 2.459(2) . ? Ag1 N1 2.463(3) . ? Ag1 N3 2.463(3) . ? S2 O1 1.394(3) . ? S2 O2 1.409(3) . ? S2 O3 1.416(3) . ? S2 C39 1.772(5) . ? N3 C5 1.473(4) . ? N3 C24 1.479(5) . ? N3 C4 1.481(4) . ? N4 C7 1.467(4) . ? N4 C6 1.471(4) . ? N4 C31 1.482(4) . ? C10 C11 1.376(4) . ? C10 C15 1.386(5) . ? C10 C9 1.501(4) . ? F2 C14 1.353(5) . ? C5 C6 1.511(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? N1 C8 1.472(4) . ? N1 C1 1.472(4) . ? N1 C9 1.485(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N2 C2 1.477(4) . ? N2 C3 1.488(4) . ? N2 C16 1.490(4) . ? C32 C37 1.376(5) . ? C32 C33 1.381(5) . ? C32 C31 1.505(5) . ? C15 C14 1.376(5) . ? C15 H15 0.9300 . ? C37 C36 1.380(5) . ? C37 H37 0.9300 . ? C1 C2 1.522(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C34 C33 1.374(5) . ? C34 C35 1.376(5) . ? C34 H34 0.9300 . ? C33 H33 0.9300 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C3 C4 1.508(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C7 C8 1.522(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C22 C17 1.365(6) . ? C22 C21 1.380(6) . ? C22 H22 0.9300 . ? C17 C18 1.380(5) . ? C17 C16 1.497(5) . ? C12 C13 1.343(6) . ? C12 F1 1.354(4) . ? C12 C11 1.378(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C25 C30 1.384(5) . ? C25 C26 1.388(5) . ? C25 C24 1.490(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? F5 C39 1.298(6) . ? C26 C27 1.363(6) . ? C26 H26 0.9300 . ? C36 C35 1.385(5) . ? C36 H36 0.9300 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C18 C19 1.366(7) . ? C18 H18 0.9300 . ? F7 C39 1.305(6) . ? C30 C29 1.365(7) . ? C30 H30 0.9300 . ? C39 F6 1.310(6) . ? F4 C27 1.363(5) . ? C11 H11 0.9300 . ? C35 C38 1.514(5) . ? F3 C29 1.359(5) . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C13 C14 1.351(5) . ? C13 H13 0.9300 . ? C27 C28 1.348(6) . ? C28 C29 1.360(7) . ? C28 H28 0.9300 . ? C21 C20 1.383(7) . ? C21 H21 0.9300 . ? C19 C20 1.365(8) . ? C19 H19 0.9300 . ? C20 C23 1.513(8) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? 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 N2 Ag1 N4 122.46(9) . . ? N2 Ag1 N1 76.76(9) . . ? N4 Ag1 N1 76.73(8) . . ? N2 Ag1 N3 77.12(9) . . ? N4 Ag1 N3 76.54(9) . . ? N1 Ag1 N3 123.29(9) . . ? O1 S2 O2 115.2(3) . . ? O1 S2 O3 115.6(2) . . ? O2 S2 O3 113.7(2) . . ? O1 S2 C39 102.5(3) . . ? O2 S2 C39 103.7(2) . . ? O3 S2 C39 103.9(3) . . ? C5 N3 C24 109.9(3) . . ? C5 N3 C4 110.6(3) . . ? C24 N3 C4 109.9(3) . . ? C5 N3 Ag1 105.53(19) . . ? C24 N3 Ag1 118.2(2) . . ? C4 N3 Ag1 102.43(19) . . ? C7 N4 C6 111.4(3) . . ? C7 N4 C31 110.0(3) . . ? C6 N4 C31 110.1(3) . . ? C7 N4 Ag1 105.31(18) . . ? C6 N4 Ag1 103.32(19) . . ? C31 N4 Ag1 116.5(2) . . ? C11 C10 C15 118.9(3) . . ? C11 C10 C9 121.8(3) . . ? C15 C10 C9 119.3(3) . . ? N3 C5 C6 114.9(3) . . ? N3 C5 H5A 108.6 . . ? C6 C5 H5A 108.6 . . ? N3 C5 H5B 108.6 . . ? C6 C5 H5B 108.6 . . ? H5A C5 H5B 107.5 . . ? C8 N1 C1 110.2(3) . . ? C8 N1 C9 109.4(3) . . ? C1 N1 C9 109.7(3) . . ? C8 N1 Ag1 102.74(18) . . ? C1 N1 Ag1 105.69(19) . . ? C9 N1 Ag1 118.8(2) . . ? N1 C9 C10 113.3(3) . . ? N1 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N1 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C2 N2 C3 111.7(3) . . ? C2 N2 C16 109.1(3) . . ? C3 N2 C16 108.2(3) . . ? C2 N2 Ag1 104.31(19) . . ? C3 N2 Ag1 105.9(2) . . ? C16 N2 Ag1 117.7(2) . . ? C37 C32 C33 117.6(4) . . ? C37 C32 C31 119.7(3) . . ? C33 C32 C31 122.6(3) . . ? C14 C15 C10 119.0(4) . . ? C14 C15 H15 120.5 . . ? C10 C15 H15 120.5 . . ? C32 C37 C36 121.2(4) . . ? C32 C37 H37 119.4 . . ? C36 C37 H37 119.4 . . ? N1 C1 C2 114.2(3) . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1B 108.7 . . ? C2 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? C33 C34 C35 121.9(4) . . ? C33 C34 H34 119.0 . . ? C35 C34 H34 119.0 . . ? C34 C33 C32 121.0(4) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? N4 C6 C5 113.5(3) . . ? N4 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? N4 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N2 C3 C4 113.3(3) . . ? N2 C3 H3A 108.9 . . ? C4 C3 H3A 108.9 . . ? N2 C3 H3B 108.9 . . ? C4 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? N4 C7 C8 114.2(3) . . ? N4 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? N4 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C17 C22 C21 121.7(4) . . ? C17 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? C22 C17 C18 118.2(5) . . ? C22 C17 C16 120.4(4) . . ? C18 C17 C16 121.2(5) . . ? C13 C12 F1 118.4(4) . . ? C13 C12 C11 123.3(4) . . ? F1 C12 C11 118.3(4) . . ? N2 C2 C1 113.2(3) . . ? N2 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N2 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? C30 C25 C26 118.3(4) . . ? C30 C25 C24 119.8(4) . . ? C26 C25 C24 121.9(4) . . ? N3 C24 C25 114.0(3) . . ? N3 C24 H24A 108.8 . . ? C25 C24 H24A 108.8 . . ? N3 C24 H24B 108.8 . . ? C25 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? N4 C31 C32 112.8(3) . . ? N4 C31 H31A 109.0 . . ? C32 C31 H31A 109.0 . . ? N4 C31 H31B 109.0 . . ? C32 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? N1 C8 C7 113.0(3) . . ? N1 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? N1 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N2 C16 C17 113.6(3) . . ? N2 C16 H16A 108.8 . . ? C17 C16 H16A 108.8 . . ? N2 C16 H16B 108.8 . . ? C17 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? C27 C26 C25 119.4(5) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? C37 C36 C35 121.3(4) . . ? C37 C36 H36 119.4 . . ? C35 C36 H36 119.4 . . ? N3 C4 C3 113.5(3) . . ? N3 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 . . ? N3 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C19 C18 C17 119.8(5) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C29 C30 C25 118.5(5) . . ? C29 C30 H30 120.8 . . ? C25 C30 H30 120.8 . . ? F5 C39 F7 107.0(5) . . ? F5 C39 F6 107.2(5) . . ? F7 C39 F6 105.5(5) . . ? F5 C39 S2 112.0(4) . . ? F7 C39 S2 112.6(4) . . ? F6 C39 S2 112.1(5) . . ? C10 C11 C12 118.8(4) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C34 C35 C36 117.0(4) . . ? C34 C35 C38 121.4(4) . . ? C36 C35 C38 121.6(4) . . ? C35 C38 H38A 109.5 . . ? C35 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C35 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C12 C13 C14 117.1(4) . . ? C12 C13 H13 121.4 . . ? C14 C13 H13 121.4 . . ? C13 C14 F2 118.6(4) . . ? C13 C14 C15 122.9(4) . . ? F2 C14 C15 118.6(4) . . ? C28 C27 F4 118.4(6) . . ? C28 C27 C26 124.0(5) . . ? F4 C27 C26 117.6(5) . . ? C27 C28 C29 115.3(6) . . ? C27 C28 H28 122.4 . . ? C29 C28 H28 122.4 . . ? F3 C29 C28 116.7(6) . . ? F3 C29 C30 118.7(6) . . ? C28 C29 C30 124.6(5) . . ? C22 C21 C20 120.1(5) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C20 C19 C18 122.8(6) . . ? C20 C19 H19 118.6 . . ? C18 C19 H19 118.6 . . ? C19 C20 C21 117.3(6) . . ? C19 C20 C23 122.1(7) . . ? C21 C20 C23 120.6(7) . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.183 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.068 data_2_CuOTf2 _database_code_depnum_ccdc_archive 'CCDC 917309' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H51 Cu F10 N6 O7 S2' _chemical_formula_weight 1093.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 11.7735(17) _cell_length_b 13.944(2) _cell_length_c 16.541(2) _cell_angle_alpha 108.029(3) _cell_angle_beta 106.344(3) _cell_angle_gamma 102.841(3) _cell_volume 2331.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 90 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8336 _exptl_absorpt_correction_T_max 0.9104 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16839 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0891 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 28.36 _reflns_number_total 11391 _reflns_number_gt 7743 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0998P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11391 _refine_ls_number_parameters 635 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1011 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1821 _refine_ls_wR_factor_gt 0.1603 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O7 O 0.9557(8) 0.4290(9) 0.4578(5) 0.191(5) Uani 1 1 d . . . C3 C 0.3904(3) -0.0118(3) 0.0975(2) 0.0168(7) Uani 1 1 d . . . H3A H 0.3468 -0.0618 0.0321 0.020 Uiso 1 1 calc R . . H3B H 0.4320 -0.0494 0.1319 0.020 Uiso 1 1 calc R . . C16 C 0.2211(3) 0.0670(3) 0.0770(2) 0.0148(7) Uani 1 1 d . . . H16A H 0.2753 0.1386 0.0875 0.018 Uiso 1 1 calc R . . H16B H 0.1526 0.0772 0.0986 0.018 Uiso 1 1 calc R . . C17 C 0.1635(3) -0.0008(3) -0.0252(2) 0.0161(7) Uani 1 1 d . . . C18 C 0.0674(3) -0.0998(3) -0.0632(2) 0.0167(7) Uani 1 1 d . . . H18 H 0.0367 -0.1264 -0.0242 0.020 Uiso 1 1 calc R . . C8 C 0.4222(3) 0.0435(3) 0.3986(2) 0.0174(7) Uani 1 1 d . . . H8A H 0.4055 -0.0280 0.4012 0.021 Uiso 1 1 calc R . . H8B H 0.4166 0.0935 0.4536 0.021 Uiso 1 1 calc R . . C1 C 0.2846(3) -0.0701(3) 0.2391(2) 0.0176(7) Uani 1 1 d . . . H1A H 0.2270 -0.1231 0.2506 0.021 Uiso 1 1 calc R . . H1B H 0.3587 -0.0922 0.2381 0.021 Uiso 1 1 calc R . . C19 C 0.0158(3) -0.1602(3) -0.1577(2) 0.0178(7) Uani 1 1 d . . . H19 H -0.0489 -0.2277 -0.1820 0.021 Uiso 1 1 calc R . . C31 C 0.5723(3) 0.2742(3) 0.4594(2) 0.0170(7) Uani 1 1 d . . . H31A H 0.4861 0.2617 0.4592 0.020 Uiso 1 1 calc R . . H31B H 0.5970 0.3403 0.4485 0.020 Uiso 1 1 calc R . . C21 C 0.1511(3) -0.0236(3) -0.1795(2) 0.0178(7) Uani 1 1 d . . . H21 H 0.1794 0.0039 -0.2189 0.021 Uiso 1 1 calc R . . C2 C 0.2182(3) -0.0682(3) 0.1471(2) 0.0181(7) Uani 1 1 d . . . H2A H 0.2016 -0.1372 0.0973 0.022 Uiso 1 1 calc R . . H2B H 0.1364 -0.0586 0.1440 0.022 Uiso 1 1 calc R . . C32 C 0.6607(3) 0.2923(3) 0.5534(2) 0.0163(7) Uani 1 1 d . . . C22 C 0.2041(3) 0.0368(3) -0.0851(2) 0.0168(7) Uani 1 1 d . . . H22 H 0.2686 0.1043 -0.0610 0.020 Uiso 1 1 calc R . . C24 C 0.5742(3) 0.2805(3) 0.2059(2) 0.0152(7) Uani 1 1 d . . . H24A H 0.6029 0.3321 0.2702 0.018 Uiso 1 1 calc R . . H24B H 0.4970 0.2889 0.1698 0.018 Uiso 1 1 calc R . . C25 C 0.6749(3) 0.3080(3) 0.1685(2) 0.0164(7) Uani 1 1 d . . . C30 C 0.8021(3) 0.3523(3) 0.2262(3) 0.0206(7) Uani 1 1 d . . . H30 H 0.8265 0.3691 0.2901 0.025 Uiso 1 1 calc R . . C26 C 0.6415(3) 0.2888(3) 0.0754(2) 0.0195(7) Uani 1 1 d . . . H26 H 0.5557 0.2617 0.0353 0.023 Uiso 1 1 calc R . . C6 C 0.6850(3) 0.2085(3) 0.3587(2) 0.0178(7) Uani 1 1 d . . . H6A H 0.7517 0.1892 0.3951 0.021 Uiso 1 1 calc R . . H6B H 0.7174 0.2865 0.3746 0.021 Uiso 1 1 calc R . . C33 C 0.7912(3) 0.3309(3) 0.5796(2) 0.0222(8) Uani 1 1 d . . . H33 H 0.8261 0.3461 0.5378 0.027 Uiso 1 1 calc R . . C37 C 0.6120(3) 0.2734(3) 0.6170(2) 0.0183(7) Uani 1 1 d . . . H37 H 0.5235 0.2473 0.6005 0.022 Uiso 1 1 calc R . . C9 C 0.2186(3) 0.0679(3) 0.3342(2) 0.0172(7) Uani 1 1 d . . . H9A H 0.1595 0.0670 0.2776 0.021 Uiso 1 1 calc R . . H9B H 0.2528 0.1424 0.3810 0.021 Uiso 1 1 calc R . . C23 C 0.0026(3) -0.1913(3) -0.3192(2) 0.0210(7) Uani 1 1 d . . . H23A H 0.0199 -0.1457 -0.3521 0.031 Uiso 1 1 calc R . . H23B H -0.0885 -0.2251 -0.3395 0.031 Uiso 1 1 calc R . . H23C H 0.0412 -0.2468 -0.3320 0.031 Uiso 1 1 calc R . . C20 C 0.0572(3) -0.1235(3) -0.2171(2) 0.0174(7) Uani 1 1 d . . . C7 C 0.5532(3) 0.0823(3) 0.3984(2) 0.0178(7) Uani 1 1 d . . . H7A H 0.6171 0.0966 0.4583 0.021 Uiso 1 1 calc R . . H7B H 0.5640 0.0266 0.3498 0.021 Uiso 1 1 calc R . . C5 C 0.6520(3) 0.1478(3) 0.2580(2) 0.0179(7) Uani 1 1 d . . . H5A H 0.7251 0.1709 0.2416 0.022 Uiso 1 1 calc R . . H5B H 0.6306 0.0701 0.2437 0.022 Uiso 1 1 calc R . . C10 C 0.1462(3) -0.0039(3) 0.3682(2) 0.0179(7) Uani 1 1 d . . . C15 C 0.0448(3) -0.0956(3) 0.3057(2) 0.0195(7) Uani 1 1 d . . . H15 H 0.0174 -0.1126 0.2416 0.023 Uiso 1 1 calc R . . C36 C 0.6926(4) 0.2927(3) 0.7047(2) 0.0202(7) Uani 1 1 d . . . H36 H 0.6581 0.2809 0.7477 0.024 Uiso 1 1 calc R . . C35 C 0.8225(4) 0.3288(3) 0.7302(2) 0.0222(8) Uani 1 1 d . . . C29 C 0.8920(3) 0.3715(3) 0.1891(3) 0.0237(8) Uani 1 1 d . . . C38 C 0.9103(4) 0.3503(3) 0.8248(2) 0.0293(9) Uani 1 1 d . . . H38A H 0.8612 0.3350 0.8611 0.044 Uiso 1 1 calc R . . H38B H 0.9649 0.4256 0.8549 0.044 Uiso 1 1 calc R . . H38C H 0.9621 0.3042 0.8199 0.044 Uiso 1 1 calc R . . C11 C 0.1823(3) 0.0207(3) 0.4620(2) 0.0202(7) Uani 1 1 d . . . H11 H 0.2498 0.0842 0.5052 0.024 Uiso 1 1 calc R . . C14 C -0.0152(3) -0.1614(3) 0.3405(3) 0.0248(8) Uani 1 1 d . . . C39 C 0.7638(4) 0.5521(3) 0.9660(3) 0.0239(8) Uani 1 1 d . . . C13 C 0.0188(4) -0.1412(3) 0.4324(3) 0.0272(9) Uani 1 1 d . . . H13 H -0.0238 -0.1880 0.4540 0.033 Uiso 1 1 calc R . . C28 C 0.8634(4) 0.3507(3) 0.0972(3) 0.0251(8) Uani 1 1 d . . . H28 H 0.9266 0.3634 0.0729 0.030 Uiso 1 1 calc R . . C40 C 0.3477(4) 0.3964(4) 0.6713(3) 0.0329(10) Uani 1 1 d . . . C12 C 0.1189(3) -0.0484(3) 0.4911(3) 0.0236(8) Uani 1 1 d . . . C27 C 0.7368(4) 0.3101(3) 0.0430(3) 0.0235(8) Uani 1 1 d . . . C4 C 0.4877(3) 0.0862(3) 0.1064(2) 0.0187(7) Uani 1 1 d . . . H4A H 0.5556 0.0657 0.0893 0.022 Uiso 1 1 calc R . . H4B H 0.4482 0.1168 0.0640 0.022 Uiso 1 1 calc R . . C34 C 0.8704(3) 0.3473(3) 0.6664(2) 0.0225(8) Uani 1 1 d . . . H34 H 0.9589 0.3715 0.6825 0.027 Uiso 1 1 calc R . . C42 C 0.3313(3) 0.3419(3) 0.3089(2) 0.0181(7) Uani 1 1 d . . . C41 C 0.3080(4) 0.4432(3) 0.3395(3) 0.0268(8) Uani 1 1 d . . . H41A H 0.2426 0.4352 0.3651 0.040 Uiso 1 1 calc R . . H41B H 0.2802 0.4631 0.2873 0.040 Uiso 1 1 calc R . . H41C H 0.3857 0.4994 0.3867 0.040 Uiso 1 1 calc R . . C44 C 0.4171(3) 0.2076(3) 0.8176(3) 0.0240(8) Uani 1 1 d . . . C43 C 0.3984(4) 0.3041(3) 0.8680(3) 0.0308(9) Uani 1 1 d . . . H43A H 0.3958 0.3032 0.9265 0.046 Uiso 1 1 calc R . . H43B H 0.3188 0.3074 0.8317 0.046 Uiso 1 1 calc R . . H43C H 0.4679 0.3669 0.8798 0.046 Uiso 1 1 calc R . . Cu1 Cu 0.41663(4) 0.13405(3) 0.26296(3) 0.01263(12) Uani 1 1 d . . . F4 F 1.01434(19) 0.41166(19) 0.24580(17) 0.0321(6) Uani 1 1 d . . . F2 F -0.1133(2) -0.2511(2) 0.27996(17) 0.0388(6) Uani 1 1 d . . . F6 F 0.7206(3) 0.5428(2) 1.0303(2) 0.0511(8) Uani 1 1 d . . . F5 F 0.8675(2) 0.5248(2) 0.98070(17) 0.0373(6) Uani 1 1 d . . . F7 F 0.6783(2) 0.47760(19) 0.88514(17) 0.0372(6) Uani 1 1 d . . . F8 F 0.4708(3) 0.4512(3) 0.7102(2) 0.0614(9) Uani 1 1 d . . . F10 F 0.3332(4) 0.2962(2) 0.6643(2) 0.0629(10) Uani 1 1 d . . . F9 F 0.2966(2) 0.43862(19) 0.72960(15) 0.0323(6) Uani 1 1 d . . . F1 F 0.1559(2) -0.0249(2) 0.58292(15) 0.0324(6) Uani 1 1 d . . . N2 N 0.2982(3) 0.0219(2) 0.13460(19) 0.0150(6) Uani 1 1 d . . . N1 N 0.3258(3) 0.0370(2) 0.31369(19) 0.0161(6) Uani 1 1 d . . . N4 N 0.5702(3) 0.1815(2) 0.38136(18) 0.0154(6) Uani 1 1 d . . . N3 N 0.5422(3) 0.1685(2) 0.20316(19) 0.0155(6) Uani 1 1 d . . . N5 N 0.3501(3) 0.2636(2) 0.2856(2) 0.0179(6) Uani 1 1 d . . . N6 N 0.4323(3) 0.1312(3) 0.7781(3) 0.0345(8) Uani 1 1 d . . . O1 O 0.6739(2) 0.7002(2) 0.95121(19) 0.0268(6) Uani 1 1 d . . . O2 O 0.8349(3) 0.6753(3) 0.8899(2) 0.0404(8) Uani 1 1 d . . . O3 O 0.8905(3) 0.7536(2) 1.0546(2) 0.0410(8) Uani 1 1 d . . . O4 O 0.3104(3) 0.5115(2) 0.5794(2) 0.0435(8) Uani 1 1 d . . . O5 O 0.3368(4) 0.3435(3) 0.5059(2) 0.0628(12) Uani 1 1 d . . . O6 O 0.1470(3) 0.3454(3) 0.5341(2) 0.0649(13) Uani 1 1 d . . . S1 S 0.79465(8) 0.68538(7) 0.96565(6) 0.0216(2) Uani 1 1 d . . . S2 S 0.27840(10) 0.39979(8) 0.55980(7) 0.0307(2) Uani 1 1 d . . . F3 F 0.7031(2) 0.28996(19) -0.04828(15) 0.0307(5) 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 O7 0.145(8) 0.326(14) 0.127(7) 0.100(7) 0.077(6) 0.076(8) C3 0.0206(16) 0.0154(17) 0.0151(16) 0.0060(13) 0.0066(13) 0.0074(14) C16 0.0164(15) 0.0150(16) 0.0129(15) 0.0069(13) 0.0036(12) 0.0059(13) C17 0.0179(16) 0.0156(17) 0.0164(16) 0.0071(14) 0.0054(13) 0.0092(14) C18 0.0153(15) 0.0193(18) 0.0168(16) 0.0088(14) 0.0056(13) 0.0066(14) C8 0.0220(17) 0.0189(18) 0.0189(17) 0.0130(14) 0.0101(14) 0.0102(15) C1 0.0208(17) 0.0136(16) 0.0239(18) 0.0094(14) 0.0126(14) 0.0077(14) C19 0.0120(15) 0.0166(17) 0.0221(17) 0.0073(14) 0.0043(13) 0.0032(13) C31 0.0205(17) 0.0129(16) 0.0170(16) 0.0067(14) 0.0046(13) 0.0066(14) C21 0.0189(16) 0.0219(18) 0.0190(16) 0.0115(15) 0.0098(13) 0.0102(14) C2 0.0176(16) 0.0136(17) 0.0213(17) 0.0064(14) 0.0070(13) 0.0035(14) C32 0.0250(17) 0.0109(16) 0.0128(15) 0.0048(13) 0.0061(13) 0.0069(14) C22 0.0171(16) 0.0146(17) 0.0190(16) 0.0085(14) 0.0056(13) 0.0052(14) C24 0.0152(15) 0.0131(16) 0.0209(16) 0.0102(14) 0.0088(13) 0.0040(13) C25 0.0177(16) 0.0133(16) 0.0218(17) 0.0094(14) 0.0093(13) 0.0057(13) C30 0.0216(17) 0.0149(17) 0.0240(18) 0.0090(15) 0.0061(14) 0.0056(14) C26 0.0237(18) 0.0163(17) 0.0235(18) 0.0131(15) 0.0104(14) 0.0066(15) C6 0.0161(16) 0.0157(17) 0.0189(17) 0.0051(14) 0.0050(13) 0.0050(14) C33 0.0276(19) 0.0182(18) 0.0194(17) 0.0080(15) 0.0083(15) 0.0053(15) C37 0.0256(18) 0.0142(17) 0.0155(16) 0.0065(14) 0.0063(14) 0.0084(14) C9 0.0180(16) 0.0183(17) 0.0202(17) 0.0097(14) 0.0106(13) 0.0078(14) C23 0.0212(17) 0.0222(19) 0.0162(16) 0.0051(15) 0.0050(13) 0.0077(15) C20 0.0183(16) 0.0200(18) 0.0162(16) 0.0079(14) 0.0068(13) 0.0093(14) C7 0.0200(17) 0.0139(17) 0.0199(17) 0.0082(14) 0.0055(13) 0.0072(14) C5 0.0167(16) 0.0175(17) 0.0232(18) 0.0109(15) 0.0081(13) 0.0076(14) C10 0.0229(17) 0.0207(18) 0.0215(17) 0.0151(15) 0.0133(14) 0.0124(15) C15 0.0213(17) 0.0219(19) 0.0216(17) 0.0111(15) 0.0125(14) 0.0095(15) C36 0.036(2) 0.0129(17) 0.0146(16) 0.0073(14) 0.0087(14) 0.0110(15) C35 0.039(2) 0.0125(17) 0.0130(16) 0.0045(14) 0.0066(15) 0.0091(16) C29 0.0189(17) 0.0129(17) 0.040(2) 0.0108(16) 0.0113(16) 0.0048(14) C38 0.039(2) 0.024(2) 0.0167(18) 0.0058(16) 0.0024(16) 0.0089(18) C11 0.0216(17) 0.0223(19) 0.0202(17) 0.0098(15) 0.0112(14) 0.0077(15) C14 0.0221(18) 0.022(2) 0.030(2) 0.0106(17) 0.0113(15) 0.0046(16) C39 0.035(2) 0.0188(19) 0.0230(18) 0.0100(16) 0.0140(16) 0.0135(17) C13 0.028(2) 0.029(2) 0.037(2) 0.0205(19) 0.0202(17) 0.0118(17) C28 0.0267(19) 0.0192(19) 0.040(2) 0.0161(17) 0.0225(17) 0.0086(16) C40 0.046(3) 0.030(2) 0.037(2) 0.0185(19) 0.025(2) 0.019(2) C12 0.0243(18) 0.033(2) 0.0241(18) 0.0161(17) 0.0148(15) 0.0152(17) C27 0.033(2) 0.0163(18) 0.0282(19) 0.0114(16) 0.0189(16) 0.0082(16) C4 0.0221(17) 0.0186(18) 0.0161(16) 0.0059(14) 0.0092(13) 0.0075(14) C34 0.0224(18) 0.0189(18) 0.0217(18) 0.0056(15) 0.0040(14) 0.0078(15) C42 0.0207(17) 0.0206(19) 0.0166(16) 0.0102(15) 0.0084(13) 0.0076(15) C41 0.035(2) 0.0163(18) 0.034(2) 0.0101(17) 0.0161(18) 0.0130(17) C44 0.0202(17) 0.027(2) 0.028(2) 0.0153(17) 0.0071(15) 0.0090(16) C43 0.036(2) 0.035(2) 0.030(2) 0.0154(19) 0.0157(17) 0.0189(19) Cu1 0.0147(2) 0.0126(2) 0.0126(2) 0.00683(16) 0.00579(15) 0.00477(16) F4 0.0159(10) 0.0256(13) 0.0474(15) 0.0116(11) 0.0086(10) 0.0017(9) F2 0.0298(13) 0.0345(14) 0.0415(14) 0.0136(12) 0.0135(11) -0.0060(11) F6 0.099(2) 0.0434(16) 0.0559(18) 0.0397(15) 0.0560(18) 0.0439(17) F5 0.0421(14) 0.0315(14) 0.0374(14) 0.0110(11) 0.0076(11) 0.0243(12) F7 0.0370(14) 0.0206(12) 0.0367(14) 0.0047(11) 0.0011(11) 0.0045(11) F8 0.0365(16) 0.103(3) 0.0537(18) 0.0415(19) 0.0169(14) 0.0252(17) F10 0.131(3) 0.0469(18) 0.0602(19) 0.0379(16) 0.068(2) 0.056(2) F9 0.0482(15) 0.0309(13) 0.0254(12) 0.0127(10) 0.0204(11) 0.0167(12) F1 0.0402(13) 0.0424(15) 0.0260(12) 0.0217(11) 0.0194(10) 0.0143(12) N2 0.0180(14) 0.0110(13) 0.0165(14) 0.0063(11) 0.0058(11) 0.0058(11) N1 0.0205(14) 0.0149(14) 0.0178(14) 0.0089(12) 0.0105(11) 0.0074(12) N4 0.0199(14) 0.0129(14) 0.0129(13) 0.0038(11) 0.0048(11) 0.0080(12) N3 0.0177(14) 0.0112(14) 0.0198(14) 0.0089(12) 0.0065(11) 0.0059(11) N5 0.0200(14) 0.0176(15) 0.0190(14) 0.0096(12) 0.0081(12) 0.0074(12) N6 0.036(2) 0.029(2) 0.041(2) 0.0149(17) 0.0132(17) 0.0168(17) O1 0.0272(14) 0.0245(15) 0.0339(15) 0.0168(12) 0.0111(12) 0.0111(12) O2 0.0442(18) 0.048(2) 0.0483(19) 0.0322(17) 0.0301(16) 0.0168(16) O3 0.0423(18) 0.0259(16) 0.0354(17) 0.0055(14) -0.0074(14) 0.0147(14) O4 0.066(2) 0.0258(16) 0.0301(16) 0.0165(14) 0.0123(15) -0.0005(16) O5 0.111(3) 0.068(3) 0.045(2) 0.031(2) 0.057(2) 0.048(3) O6 0.054(2) 0.069(3) 0.0275(17) 0.0061(18) 0.0045(16) -0.028(2) S1 0.0222(4) 0.0182(4) 0.0240(5) 0.0109(4) 0.0059(3) 0.0059(4) S2 0.0419(6) 0.0232(5) 0.0212(5) 0.0070(4) 0.0147(4) -0.0005(4) F3 0.0456(14) 0.0307(13) 0.0277(12) 0.0170(11) 0.0243(11) 0.0137(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C3 N2 1.484(4) . ? C3 C4 1.512(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C16 N2 1.504(4) . ? C16 C17 1.514(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.397(5) . ? C17 C22 1.400(5) . ? C18 C19 1.395(5) . ? C18 H18 0.9500 . ? C8 N1 1.499(4) . ? C8 C7 1.519(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C1 N1 1.479(4) . ? C1 C2 1.513(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C19 C20 1.390(5) . ? C19 H19 0.9500 . ? C31 N4 1.508(4) . ? C31 C32 1.514(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C21 C22 1.394(5) . ? C21 C20 1.394(5) . ? C21 H21 0.9500 . ? C2 N2 1.502(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C32 C37 1.396(5) . ? C32 C33 1.398(5) . ? C22 H22 0.9500 . ? C24 N3 1.506(4) . ? C24 C25 1.514(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C30 1.398(5) . ? C25 C26 1.399(5) . ? C30 C29 1.382(5) . ? C30 H30 0.9500 . ? C26 C27 1.386(5) . ? C26 H26 0.9500 . ? C6 N4 1.502(4) . ? C6 C5 1.504(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C33 C34 1.391(5) . ? C33 H33 0.9500 . ? C37 C36 1.395(5) . ? C37 H37 0.9500 . ? C9 N1 1.512(4) . ? C9 C10 1.512(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C23 C20 1.513(5) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C7 N4 1.477(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C5 N3 1.499(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C10 C15 1.391(5) . ? C10 C11 1.393(5) . ? C15 C14 1.392(5) . ? C15 H15 0.9500 . ? C36 C35 1.391(5) . ? C36 H36 0.9500 . ? C35 C34 1.392(5) . ? C35 C38 1.506(5) . ? C29 F4 1.351(4) . ? C29 C28 1.379(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C11 C12 1.374(5) . ? C11 H11 0.9500 . ? C14 F2 1.354(4) . ? C14 C13 1.376(6) . ? C39 F6 1.329(4) . ? C39 F5 1.338(4) . ? C39 F7 1.342(4) . ? C39 S1 1.815(4) . ? C13 C12 1.381(6) . ? C13 H13 0.9500 . ? C28 C27 1.380(6) . ? C28 H28 0.9500 . ? C40 F9 1.332(5) . ? C40 F8 1.332(5) . ? C40 F10 1.334(5) . ? C40 S2 1.814(5) . ? C12 F1 1.363(4) . ? C27 F3 1.366(4) . ? C4 N3 1.499(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C34 H34 0.9500 . ? C42 N5 1.134(5) . ? C42 C41 1.461(5) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C44 N6 1.146(5) . ? C44 C43 1.447(6) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? Cu1 N3 2.048(3) . ? Cu1 N2 2.051(3) . ? Cu1 N4 2.053(3) . ? Cu1 N1 2.060(3) . ? Cu1 N5 2.095(3) . ? O1 S1 1.446(3) . ? O2 S1 1.438(3) . ? O3 S1 1.438(3) . ? O4 S2 1.425(3) . ? O5 S2 1.426(4) . ? O6 S2 1.435(4) . ? 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 N2 C3 C4 109.1(3) . . ? N2 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? N2 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N2 C16 C17 115.3(3) . . ? N2 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? N2 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C18 C17 C22 117.9(3) . . ? C18 C17 C16 122.2(3) . . ? C22 C17 C16 119.9(3) . . ? C19 C18 C17 120.8(3) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? N1 C8 C7 110.1(3) . . ? N1 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.2 . . ? N1 C1 C2 110.6(3) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? C20 C19 C18 121.3(3) . . ? C20 C19 H19 119.4 . . ? C18 C19 H19 119.4 . . ? N4 C31 C32 114.5(3) . . ? N4 C31 H31A 108.6 . . ? C32 C31 H31A 108.6 . . ? N4 C31 H31B 108.6 . . ? C32 C31 H31B 108.6 . . ? H31A C31 H31B 107.6 . . ? C22 C21 C20 121.0(3) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? N2 C2 C1 110.0(3) . . ? N2 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N2 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C37 C32 C33 118.6(3) . . ? C37 C32 C31 119.9(3) . . ? C33 C32 C31 121.4(3) . . ? C21 C22 C17 120.9(3) . . ? C21 C22 H22 119.5 . . ? C17 C22 H22 119.5 . . ? N3 C24 C25 113.8(3) . . ? N3 C24 H24A 108.8 . . ? C25 C24 H24A 108.8 . . ? N3 C24 H24B 108.8 . . ? C25 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? C30 C25 C26 119.1(3) . . ? C30 C25 C24 120.7(3) . . ? C26 C25 C24 120.2(3) . . ? C29 C30 C25 119.3(3) . . ? C29 C30 H30 120.4 . . ? C25 C30 H30 120.4 . . ? C27 C26 C25 118.4(3) . . ? C27 C26 H26 120.8 . . ? C25 C26 H26 120.8 . . ? N4 C6 C5 109.5(3) . . ? N4 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N4 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? C34 C33 C32 120.3(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C36 C37 C32 120.4(3) . . ? C36 C37 H37 119.8 . . ? C32 C37 H37 119.8 . . ? N1 C9 C10 114.4(3) . . ? N1 C9 H9A 108.7 . . ? C10 C9 H9A 108.7 . . ? N1 C9 H9B 108.7 . . ? C10 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C20 C21 118.0(3) . . ? C19 C20 C23 120.6(3) . . ? C21 C20 C23 121.3(3) . . ? N4 C7 C8 109.0(3) . . ? N4 C7 H7A 109.9 . . ? C8 C7 H7A 109.9 . . ? N4 C7 H7B 109.9 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? N3 C5 C6 109.6(3) . . ? N3 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? N3 C5 H5B 109.7 . . ? C6 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C15 C10 C11 120.0(3) . . ? C15 C10 C9 120.0(3) . . ? C11 C10 C9 120.0(3) . . ? C10 C15 C14 117.6(3) . . ? C10 C15 H15 121.2 . . ? C14 C15 H15 121.2 . . ? C35 C36 C37 121.1(3) . . ? C35 C36 H36 119.4 . . ? C37 C36 H36 119.4 . . ? C36 C35 C34 118.2(3) . . ? C36 C35 C38 121.6(3) . . ? C34 C35 C38 120.2(4) . . ? F4 C29 C28 118.4(3) . . ? F4 C29 C30 118.1(4) . . ? C28 C29 C30 123.5(3) . . ? C35 C38 H38A 109.5 . . ? C35 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C35 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C12 C11 C10 119.0(3) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? F2 C14 C13 117.8(3) . . ? F2 C14 C15 117.9(3) . . ? C13 C14 C15 124.3(4) . . ? F6 C39 F5 106.9(3) . . ? F6 C39 F7 107.1(3) . . ? F5 C39 F7 106.6(3) . . ? F6 C39 S1 112.8(3) . . ? F5 C39 S1 111.8(3) . . ? F7 C39 S1 111.3(3) . . ? C14 C13 C12 115.4(4) . . ? C14 C13 H13 122.3 . . ? C12 C13 H13 122.3 . . ? C29 C28 C27 115.6(3) . . ? C29 C28 H28 122.2 . . ? C27 C28 H28 122.2 . . ? F9 C40 F8 107.0(4) . . ? F9 C40 F10 107.3(3) . . ? F8 C40 F10 107.3(4) . . ? F9 C40 S2 112.3(3) . . ? F8 C40 S2 111.5(3) . . ? F10 C40 S2 111.2(3) . . ? F1 C12 C11 118.8(3) . . ? F1 C12 C13 117.6(3) . . ? C11 C12 C13 123.6(4) . . ? F3 C27 C28 118.0(3) . . ? F3 C27 C26 117.9(3) . . ? C28 C27 C26 124.1(4) . . ? N3 C4 C3 110.2(3) . . ? N3 C4 H4A 109.6 . . ? C3 C4 H4A 109.6 . . ? N3 C4 H4B 109.6 . . ? C3 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? C33 C34 C35 121.3(4) . . ? C33 C34 H34 119.3 . . ? C35 C34 H34 119.3 . . ? N5 C42 C41 179.5(5) . . ? C42 C41 H41A 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C42 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N6 C44 C43 179.7(5) . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N3 Cu1 N2 86.16(11) . . ? N3 Cu1 N4 86.69(11) . . ? N2 Cu1 N4 150.08(11) . . ? N3 Cu1 N1 150.93(12) . . ? N2 Cu1 N1 86.72(11) . . ? N4 Cu1 N1 85.58(12) . . ? N3 Cu1 N5 104.11(11) . . ? N2 Cu1 N5 106.10(11) . . ? N4 Cu1 N5 103.82(11) . . ? N1 Cu1 N5 104.95(11) . . ? C3 N2 C2 110.7(3) . . ? C3 N2 C16 111.8(3) . . ? C2 N2 C16 112.5(3) . . ? C3 N2 Cu1 100.56(19) . . ? C2 N2 Cu1 107.3(2) . . ? C16 N2 Cu1 113.3(2) . . ? C1 N1 C8 110.1(3) . . ? C1 N1 C9 113.6(3) . . ? C8 N1 C9 110.9(3) . . ? C1 N1 Cu1 101.7(2) . . ? C8 N1 Cu1 107.4(2) . . ? C9 N1 Cu1 112.7(2) . . ? C7 N4 C6 110.7(3) . . ? C7 N4 C31 112.5(3) . . ? C6 N4 C31 111.9(3) . . ? C7 N4 Cu1 101.5(2) . . ? C6 N4 Cu1 107.1(2) . . ? C31 N4 Cu1 112.6(2) . . ? C5 N3 C4 109.1(3) . . ? C5 N3 C24 113.4(3) . . ? C4 N3 C24 111.3(3) . . ? C5 N3 Cu1 101.1(2) . . ? C4 N3 Cu1 107.1(2) . . ? C24 N3 Cu1 114.3(2) . . ? C42 N5 Cu1 169.5(3) . . ? O3 S1 O2 115.0(2) . . ? O3 S1 O1 114.73(18) . . ? O2 S1 O1 114.72(18) . . ? O3 S1 C39 104.03(19) . . ? O2 S1 C39 102.90(19) . . ? O1 S1 C39 103.21(17) . . ? O4 S2 O5 115.7(2) . . ? O4 S2 O6 114.2(3) . . ? O5 S2 O6 114.9(3) . . ? O4 S2 C40 103.4(2) . . ? O5 S2 C40 103.7(2) . . ? O6 S2 C40 102.5(2) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.421 _refine_diff_density_min -0.986 _refine_diff_density_rms 0.133 data_2 _database_code_depnum_ccdc_archive 'CCDC 917310' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H44 F4 N4' _chemical_formula_weight 704.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1992(10) _cell_length_b 10.3017(11) _cell_length_c 10.9195(11) _cell_angle_alpha 79.597(2) _cell_angle_beta 88.318(2) _cell_angle_gamma 67.609(2) _cell_volume 940.18(17) _cell_formula_units_Z 1 _cell_measurement_temperature 298 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9562 _exptl_absorpt_correction_T_max 0.9752 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7050 _diffrn_reflns_av_R_equivalents 0.0126 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4629 _reflns_number_gt 2719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0805P)^2^+0.0521P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4629 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0954 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1698 _refine_ls_wR_factor_gt 0.1475 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N2 N 0.27379(14) 0.05759(13) 0.57016(11) 0.0527(3) Uani 1 1 d . . . C13 C 0.11254(19) 0.27309(19) 0.65921(17) 0.0659(5) Uani 1 1 d . . . N1 N 0.60545(16) -0.00487(15) 0.71106(12) 0.0624(4) Uani 1 1 d . . . C12 C 0.11508(18) 0.15788(18) 0.59014(17) 0.0631(4) Uani 1 1 d . . . H12A H 0.0579 0.1045 0.6366 0.076 Uiso 1 1 calc R . . H12B H 0.0601 0.2028 0.5098 0.076 Uiso 1 1 calc R . . C3 C 0.26284(19) -0.03441(17) 0.48549(15) 0.0590(4) Uani 1 1 d . . . H3A H 0.1739 -0.0611 0.5082 0.071 Uiso 1 1 calc R . . H3B H 0.3568 -0.1213 0.4992 0.071 Uiso 1 1 calc R . . C1 C 0.52888(19) -0.09648(18) 0.67935(16) 0.0613(4) Uani 1 1 d . . . H1A H 0.5699 -0.1880 0.7355 0.074 Uiso 1 1 calc R . . H1B H 0.5538 -0.1133 0.5952 0.074 Uiso 1 1 calc R . . C2 C 0.35132(19) -0.03023(18) 0.68813(15) 0.0602(4) Uani 1 1 d . . . H2A H 0.3116 -0.1055 0.7124 0.072 Uiso 1 1 calc R . . H2B H 0.3260 0.0282 0.7522 0.072 Uiso 1 1 calc R . . C4 C 0.75543(19) -0.0283(2) 0.65206(16) 0.0666(5) Uani 1 1 d . . . H4A H 0.8166 -0.1302 0.6632 0.080 Uiso 1 1 calc R . . H4B H 0.8136 0.0137 0.6935 0.080 Uiso 1 1 calc R . . C22 C 0.17109(19) 0.37860(18) 0.60465(19) 0.0673(5) Uani 1 1 d . . . C17 C 0.1639(2) 0.4881(2) 0.6704(2) 0.0853(6) Uani 1 1 d . . . C21 C 0.2347(2) 0.38198(19) 0.4865(2) 0.0778(6) Uani 1 1 d . . . H21 H 0.2394 0.3123 0.4413 0.093 Uiso 1 1 calc R . . F1 F 0.89279(17) 0.1612(2) 1.10420(14) 0.1364(6) Uani 1 1 d . . . C11 C 0.5574(3) 0.2394(3) 0.8353(2) 0.0935(7) Uani 1 1 d . . . H11 H 0.4812 0.2591 0.7730 0.112 Uiso 1 1 calc R . . C7 C 0.7649(2) 0.0750(3) 0.97691(17) 0.0873(6) Uani 1 1 d . . . H7 H 0.8311 -0.0177 1.0112 0.105 Uiso 1 1 calc R . . C6 C 0.6507(2) 0.0991(3) 0.88629(16) 0.0778(6) Uani 1 1 d . . . C5 C 0.6257(3) -0.0231(2) 0.84598(17) 0.0824(6) Uani 1 1 d . . . H5A H 0.7153 -0.1107 0.8754 0.099 Uiso 1 1 calc R . . H5B H 0.5332 -0.0329 0.8846 0.099 Uiso 1 1 calc R . . C14 C 0.0482(2) 0.2804(2) 0.7724(2) 0.0890(6) Uani 1 1 d . . . H14 H 0.0078 0.2127 0.8078 0.107 Uiso 1 1 calc R . . C8 C 0.7794(3) 0.1890(4) 1.0156(2) 0.0990(8) Uani 1 1 d . . . C20 C 0.2898(3) 0.4839(2) 0.4362(3) 0.1010(8) Uani 1 1 d . . . H20 H 0.3306 0.4836 0.3573 0.121 Uiso 1 1 calc R . . F2 F 0.4862(2) 0.48548(19) 0.82873(18) 0.1482(7) Uani 1 1 d . . . C16 C 0.0979(3) 0.4884(3) 0.7880(3) 0.1105(9) Uani 1 1 d . . . H16 H 0.0932 0.5589 0.8323 0.133 Uiso 1 1 calc R . . C18 C 0.2241(3) 0.5917(2) 0.6150(3) 0.1074(9) Uani 1 1 d . . . H18 H 0.2209 0.6631 0.6575 0.129 Uiso 1 1 calc R . . C9 C 0.6875(3) 0.3269(4) 0.9690(3) 0.1073(9) Uani 1 1 d . . . H9 H 0.6981 0.4026 0.9977 0.129 Uiso 1 1 calc R . . C10 C 0.5785(3) 0.3479(3) 0.8777(2) 0.1032(8) Uani 1 1 d . . . C19 C 0.2855(3) 0.5885(2) 0.5019(4) 0.1162(10) Uani 1 1 d . . . H19 H 0.3255 0.6568 0.4675 0.139 Uiso 1 1 calc R . . C15 C 0.0415(3) 0.3891(3) 0.8374(3) 0.1114(8) Uani 1 1 d . . . H15 H -0.0024 0.3918 0.9151 0.134 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.0494(7) 0.0548(7) 0.0605(8) -0.0197(6) 0.0084(6) -0.0235(6) C13 0.0477(9) 0.0677(11) 0.0821(12) -0.0311(9) 0.0045(8) -0.0142(8) N1 0.0603(8) 0.0786(9) 0.0549(8) -0.0212(7) 0.0035(6) -0.0300(7) C12 0.0486(9) 0.0687(10) 0.0780(11) -0.0253(9) 0.0083(8) -0.0242(8) C3 0.0580(9) 0.0606(9) 0.0703(10) -0.0243(8) 0.0093(8) -0.0309(8) C1 0.0596(10) 0.0605(10) 0.0634(10) -0.0127(8) 0.0010(8) -0.0218(8) C2 0.0618(10) 0.0655(10) 0.0586(9) -0.0152(8) 0.0108(8) -0.0291(8) C4 0.0559(10) 0.0814(12) 0.0698(11) -0.0284(9) 0.0006(8) -0.0277(9) C22 0.0464(9) 0.0575(10) 0.0939(13) -0.0275(9) -0.0020(9) -0.0087(7) C17 0.0603(11) 0.0663(12) 0.1232(18) -0.0400(12) -0.0155(11) -0.0059(9) C21 0.0633(11) 0.0553(10) 0.1093(16) -0.0187(10) 0.0089(11) -0.0154(8) F1 0.1078(11) 0.2279(18) 0.1045(10) -0.0637(11) -0.0113(8) -0.0824(12) C11 0.0803(14) 0.125(2) 0.0787(13) -0.0532(14) -0.0001(11) -0.0275(14) C7 0.0730(13) 0.1377(19) 0.0588(11) -0.0271(12) 0.0059(9) -0.0446(13) C6 0.0712(12) 0.1178(17) 0.0518(10) -0.0338(11) 0.0092(9) -0.0367(12) C5 0.0832(13) 0.1120(16) 0.0582(11) -0.0169(10) 0.0000(9) -0.0431(12) C14 0.0807(14) 0.0999(15) 0.0900(14) -0.0413(12) 0.0216(11) -0.0292(12) C8 0.0776(15) 0.179(3) 0.0699(13) -0.0598(16) 0.0147(11) -0.0654(18) C20 0.0866(15) 0.0621(12) 0.145(2) -0.0123(13) 0.0162(15) -0.0226(11) F2 0.1433(14) 0.1271(13) 0.1678(15) -0.0804(12) -0.0106(12) -0.0196(11) C16 0.1007(18) 0.1026(19) 0.131(2) -0.0697(17) -0.0073(16) -0.0194(15) C18 0.0846(16) 0.0592(13) 0.177(3) -0.0377(16) -0.0261(17) -0.0170(11) C9 0.0900(17) 0.160(3) 0.1002(18) -0.0807(19) 0.0257(14) -0.0552(18) C10 0.0903(16) 0.122(2) 0.0988(17) -0.0628(16) 0.0108(13) -0.0237(15) C19 0.0891(18) 0.0599(14) 0.196(3) -0.0200(17) -0.002(2) -0.0256(12) C15 0.1102(19) 0.126(2) 0.1004(17) -0.0628(17) 0.0211(15) -0.0304(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N2 C2 1.459(2) . ? N2 C3 1.4689(18) . ? N2 C12 1.4698(19) . ? C13 C14 1.357(3) . ? C13 C22 1.421(3) . ? C13 C12 1.510(2) . ? N1 C4 1.458(2) . ? N1 C5 1.459(2) . ? N1 C1 1.465(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C3 C4 1.511(2) 2_656 ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C1 C2 1.519(2) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C4 C3 1.511(2) 2_656 ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C22 C21 1.401(3) . ? C22 C17 1.423(3) . ? C17 C16 1.404(4) . ? C17 C18 1.418(4) . ? C21 C20 1.358(3) . ? C21 H21 0.9300 . ? F1 C8 1.356(3) . ? C11 C10 1.364(3) . ? C11 C6 1.388(3) . ? C11 H11 0.9300 . ? C7 C8 1.370(3) . ? C7 C6 1.385(3) . ? C7 H7 0.9300 . ? C6 C5 1.503(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C14 C15 1.412(3) . ? C14 H14 0.9300 . ? C8 C9 1.356(4) . ? C20 C19 1.386(3) . ? C20 H20 0.9300 . ? F2 C10 1.361(3) . ? C16 C15 1.340(4) . ? C16 H16 0.9300 . ? C18 C19 1.343(4) . ? C18 H18 0.9300 . ? C9 C10 1.364(3) . ? C9 H9 0.9300 . ? C19 H19 0.9300 . ? C15 H15 0.9300 . ? 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 C2 N2 C3 109.65(12) . . ? C2 N2 C12 110.68(12) . . ? C3 N2 C12 109.40(12) . . ? C14 C13 C22 119.13(17) . . ? C14 C13 C12 120.14(18) . . ? C22 C13 C12 120.67(15) . . ? C4 N1 C5 110.61(14) . . ? C4 N1 C1 112.79(12) . . ? C5 N1 C1 110.60(14) . . ? N2 C12 C13 114.23(13) . . ? N2 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? N2 C12 H12B 108.7 . . ? C13 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? N2 C3 C4 116.40(13) . 2_656 ? N2 C3 H3A 108.2 . . ? C4 C3 H3A 108.2 2_656 . ? N2 C3 H3B 108.2 . . ? C4 C3 H3B 108.2 2_656 . ? H3A C3 H3B 107.3 . . ? N1 C1 C2 111.98(13) . . ? N1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? N1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 111.91(13) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N1 C4 C3 113.18(14) . 2_656 ? N1 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 2_656 . ? N1 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 2_656 . ? H4A C4 H4B 107.8 . . ? C21 C22 C13 122.97(16) . . ? C21 C22 C17 117.44(19) . . ? C13 C22 C17 119.58(19) . . ? C16 C17 C18 122.8(2) . . ? C16 C17 C22 118.5(2) . . ? C18 C17 C22 118.8(2) . . ? C20 C21 C22 121.9(2) . . ? C20 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C10 C11 C6 119.3(2) . . ? C10 C11 H11 120.4 . . ? C6 C11 H11 120.4 . . ? C8 C7 C6 119.4(2) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C6 C11 118.3(2) . . ? C7 C6 C5 121.0(2) . . ? C11 C6 C5 120.70(18) . . ? N1 C5 C6 113.07(17) . . ? N1 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? N1 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? C13 C14 C15 121.0(2) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? F1 C8 C9 118.9(3) . . ? F1 C8 C7 117.7(3) . . ? C9 C8 C7 123.4(2) . . ? C21 C20 C19 120.3(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C15 C16 C17 121.2(2) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C19 C18 C17 121.1(2) . . ? C19 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? C8 C9 C10 116.1(2) . . ? C8 C9 H9 122.0 . . ? C10 C9 H9 122.0 . . ? F2 C10 C11 119.4(2) . . ? F2 C10 C9 117.1(2) . . ? C11 C10 C9 123.5(3) . . ? C18 C19 C20 120.4(3) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C16 C15 C14 120.6(2) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.247 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.031 data_2_AgBF4 _database_code_depnum_ccdc_archive 'CCDC 917311' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H47 Ag B F8 N5' _chemical_formula_weight 940.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.0718(9) _cell_length_b 30.925(3) _cell_length_c 16.7058(11) _cell_angle_alpha 90.00 _cell_angle_beta 126.958(4) _cell_angle_gamma 90.00 _cell_volume 4157.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 223 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.72 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1928 _exptl_absorpt_coefficient_mu 0.561 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6867 _exptl_absorpt_correction_T_max 0.8129 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31007 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 28.34 _reflns_number_total 10345 _reflns_number_gt 8553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0556P)^2^+1.0440P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10345 _refine_ls_number_parameters 551 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0941 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 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 C45 C 0.4751(5) 0.38356(14) 0.1968(3) 0.0941(12) Uani 1 1 d U . . H45A H 0.4330 0.3902 0.1286 0.141 Uiso 1 1 calc R . . H45B H 0.4567 0.4081 0.2253 0.141 Uiso 1 1 calc R . . H45C H 0.4173 0.3585 0.1970 0.141 Uiso 1 1 calc R . . Ag1 Ag 0.565484(18) 0.168691(4) 0.083579(11) 0.03219(6) Uani 1 1 d . . . F4 F 0.5714(2) -0.00889(6) 0.41913(13) 0.0761(5) Uani 1 1 d . . . F2 F 0.2955(2) 0.39961(5) -0.16825(15) 0.0738(5) Uani 1 1 d . . . F1 F 0.8133(3) 0.41059(5) 0.14147(14) 0.0832(6) Uani 1 1 d . . . F3 F 0.0404(2) -0.00389(6) 0.11434(16) 0.0840(6) Uani 1 1 d . . . N3 N 0.4719(2) 0.12712(5) 0.16598(12) 0.0318(3) Uani 1 1 d . . . N4 N 0.7186(2) 0.20164(5) 0.24531(12) 0.0338(3) Uani 1 1 d . . . N1 N 0.4858(2) 0.24594(5) 0.03841(13) 0.0341(4) Uani 1 1 d . . . N2 N 0.2522(2) 0.16956(5) -0.03494(14) 0.0357(4) Uani 1 1 d . . . C16 C 0.1887(3) 0.15396(8) -0.13609(17) 0.0438(5) Uani 1 1 d . . . H16A H 0.2071 0.1762 -0.1703 0.053 Uiso 1 1 calc R . . H16B H 0.0689 0.1488 -0.1756 0.053 Uiso 1 1 calc R . . C9 C 0.5855(3) 0.26710(6) 0.01109(17) 0.0371(4) Uani 1 1 d . . . H9A H 0.5519 0.2550 -0.0529 0.045 Uiso 1 1 calc R . . H9B H 0.7025 0.2595 0.0618 0.045 Uiso 1 1 calc R . . C8 C 0.5242(3) 0.26225(7) 0.13343(17) 0.0392(5) Uani 1 1 d . . . H8A H 0.4399 0.2515 0.1402 0.047 Uiso 1 1 calc R . . H8B H 0.5170 0.2939 0.1304 0.047 Uiso 1 1 calc R . . C6 C 0.6336(3) 0.18717(7) 0.28879(16) 0.0378(4) Uani 1 1 d . . . H6A H 0.5326 0.2044 0.2594 0.045 Uiso 1 1 calc R . . H6B H 0.7066 0.1929 0.3610 0.045 Uiso 1 1 calc R . . C5 C 0.5864(3) 0.13937(7) 0.27232(15) 0.0360(4) Uani 1 1 d . . . H5A H 0.6878 0.1220 0.3045 0.043 Uiso 1 1 calc R . . H5B H 0.5345 0.1325 0.3050 0.043 Uiso 1 1 calc R . . C4 C 0.3019(2) 0.14225(7) 0.12167(16) 0.0368(4) Uani 1 1 d . . . H4A H 0.3073 0.1718 0.1447 0.044 Uiso 1 1 calc R . . H4B H 0.2532 0.1238 0.1456 0.044 Uiso 1 1 calc R . . C27 C 0.4816(3) 0.08048(6) 0.14981(17) 0.0367(4) Uani 1 1 d . . . H27A H 0.5976 0.0734 0.1798 0.044 Uiso 1 1 calc R . . H27B H 0.4169 0.0754 0.0776 0.044 Uiso 1 1 calc R . . C10 C 0.5723(3) 0.31598(7) 0.00149(17) 0.0368(4) Uani 1 1 d . . . C2 C 0.2024(3) 0.21465(7) -0.03786(19) 0.0423(5) Uani 1 1 d . . . H2A H 0.2101 0.2204 0.0225 0.051 Uiso 1 1 calc R . . H2B H 0.0858 0.2182 -0.0958 0.051 Uiso 1 1 calc R . . C15 C 0.4333(3) 0.33593(7) -0.08187(18) 0.0428(5) Uani 1 1 d . . . H15 H 0.3456 0.3194 -0.1349 0.051 Uiso 1 1 calc R . . C14 C 0.4274(3) 0.38046(8) -0.0848(2) 0.0499(6) Uani 1 1 d . . . C1 C 0.3071(3) 0.24804(7) -0.04446(17) 0.0393(5) Uani 1 1 d . . . H1A H 0.2916 0.2439 -0.1078 0.047 Uiso 1 1 calc R . . H1B H 0.2663 0.2770 -0.0458 0.047 Uiso 1 1 calc R . . C17 C 0.2751(3) 0.11282(7) -0.12925(15) 0.0434(5) Uani 1 1 d . . . C18 C 0.1923(4) 0.07394(8) -0.15312(18) 0.0556(7) Uani 1 1 d . . . H18 H 0.0794 0.0736 -0.1796 0.067 Uiso 1 1 calc R . . C26 C 0.4448(3) 0.11309(7) -0.09016(15) 0.0424(5) Uani 1 1 d . . . C25 C 0.5369(3) 0.15223(8) -0.06848(17) 0.0437(5) Uani 1 1 d . . . H25 H 0.4815 0.1790 -0.0859 0.052 Uiso 1 1 calc R . . C28 C 0.4204(3) 0.04971(6) 0.19166(17) 0.0376(4) Uani 1 1 d . . . C36 C 0.9290(3) 0.12267(8) 0.25654(18) 0.0463(5) Uani 1 1 d . . . H36 H 0.8967 0.1371 0.1978 0.056 Uiso 1 1 calc R . . C35 C 0.9460(3) 0.14579(7) 0.33200(17) 0.0412(5) Uani 1 1 d . . . C11 C 0.7015(3) 0.34142(8) 0.07690(19) 0.0477(5) Uani 1 1 d . . . H11 H 0.7977 0.3287 0.1332 0.057 Uiso 1 1 calc R . . C21 C 0.5299(4) 0.07309(8) -0.07068(18) 0.0517(6) Uani 1 1 d . . . C29 C 0.2554(3) 0.03619(7) 0.13265(19) 0.0449(5) Uani 1 1 d . . . H29 H 0.1809 0.0459 0.0662 0.054 Uiso 1 1 calc R . . C44 C 0.9998(3) 0.12427(8) 0.42242(18) 0.0478(5) Uani 1 1 d . . . C3 C 0.1899(3) 0.14174(7) 0.00808(17) 0.0403(5) Uani 1 1 d . . . H3A H 0.1801 0.1120 -0.0151 0.048 Uiso 1 1 calc R . . H3B H 0.0787 0.1516 -0.0166 0.048 Uiso 1 1 calc R . . C24 C 0.7047(4) 0.15146(10) -0.0227(2) 0.0567(6) Uani 1 1 d . . . H24 H 0.7638 0.1775 -0.0071 0.068 Uiso 1 1 calc R . . C22 C 0.7023(4) 0.07378(10) -0.0252(2) 0.0648(8) Uani 1 1 d . . . H22 H 0.7585 0.0475 -0.0126 0.078 Uiso 1 1 calc R . . C34 C 0.9010(3) 0.19331(7) 0.31419(16) 0.0404(5) Uani 1 1 d . . . H34A H 0.9471 0.2072 0.3787 0.048 Uiso 1 1 calc R . . H34B H 0.9530 0.2067 0.2861 0.048 Uiso 1 1 calc R . . C7 C 0.6948(3) 0.24917(7) 0.22569(17) 0.0410(5) Uani 1 1 d . . . H7A H 0.7787 0.2597 0.2184 0.049 Uiso 1 1 calc R . . H7B H 0.7144 0.2635 0.2842 0.049 Uiso 1 1 calc R . . C33 C 0.5280(3) 0.03389(7) 0.28880(18) 0.0443(5) Uani 1 1 d . . . H33 H 0.6405 0.0421 0.3299 0.053 Uiso 1 1 calc R . . C32 C 0.4665(4) 0.00595(8) 0.3239(2) 0.0528(6) Uani 1 1 d . . . C13 C 0.5507(4) 0.40642(8) -0.0109(2) 0.0554(6) Uani 1 1 d . . . H13 H 0.5423 0.4367 -0.0144 0.066 Uiso 1 1 calc R . . C12 C 0.6859(4) 0.38579(8) 0.0676(2) 0.0553(6) Uani 1 1 d . . . C37 C 0.9586(3) 0.07776(9) 0.2645(2) 0.0573(6) Uani 1 1 d . . . H37 H 0.9441 0.0625 0.2111 0.069 Uiso 1 1 calc R . . C19 C 0.2760(5) 0.03460(8) -0.1381(2) 0.0673(9) Uani 1 1 d . . . H19 H 0.2173 0.0084 -0.1565 0.081 Uiso 1 1 calc R . . C20 C 0.4396(5) 0.03434(9) -0.0973(2) 0.0650(8) Uani 1 1 d . . . H20 H 0.4937 0.0078 -0.0867 0.078 Uiso 1 1 calc R . . C30 C 0.2027(3) 0.00853(8) 0.1728(2) 0.0554(6) Uani 1 1 d . . . C31 C 0.3041(4) -0.00731(8) 0.2678(2) 0.0582(7) Uani 1 1 d . . . H31 H 0.2651 -0.0262 0.2934 0.070 Uiso 1 1 calc R . . C38 C 1.0079(3) 0.05676(9) 0.3492(3) 0.0623(7) Uani 1 1 d . . . H38 H 1.0283 0.0269 0.3545 0.075 Uiso 1 1 calc R . . C39 C 1.0290(3) 0.07891(9) 0.4295(2) 0.0565(6) Uani 1 1 d . . . C43 C 1.0202(4) 0.14528(10) 0.5047(2) 0.0622(7) Uani 1 1 d . . . H43 H 1.0041 0.1753 0.5025 0.075 Uiso 1 1 calc R . . C42 C 1.0630(4) 0.12227(14) 0.5870(2) 0.0811(10) Uani 1 1 d . . . H42 H 1.0729 0.1367 0.6399 0.097 Uiso 1 1 calc R . . C41 C 1.0922(5) 0.07814(15) 0.5939(3) 0.0907(12) Uani 1 1 d . . . H41 H 1.1219 0.0629 0.6512 0.109 Uiso 1 1 calc R . . C23 C 0.7887(4) 0.11139(12) 0.0009(2) 0.0693(8) Uani 1 1 d . . . H23 H 0.9042 0.1108 0.0346 0.083 Uiso 1 1 calc R . . F7 F 0.0236(2) 0.26750(7) 0.19469(14) 0.0791(5) Uani 1 1 d U . . F5 F 0.2499(3) 0.25266(10) 0.2039(2) 0.1301(10) Uani 1 1 d U . . F6 F 0.0828(4) 0.20057(8) 0.1806(2) 0.1211(9) Uani 1 1 d U . . F8 F -0.0026(4) 0.24697(8) 0.05721(16) 0.1056(7) Uani 1 1 d U . . B1 B 0.0895(4) 0.24323(11) 0.1588(2) 0.0559(7) Uani 1 1 d U . . C40 C 1.0781(4) 0.05703(11) 0.5187(3) 0.0785(10) Uani 1 1 d . . . H40 H 1.1011 0.0272 0.5250 0.094 Uiso 1 1 calc R . . C46 C 0.6479(5) 0.37464(13) 0.2549(3) 0.0781(9) Uani 1 1 d U . . N5 N 0.7832(5) 0.36731(18) 0.2995(3) 0.1354(17) Uani 1 1 d U . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C45 0.086(3) 0.107(3) 0.091(3) 0.004(2) 0.054(2) 0.024(2) Ag1 0.03385(9) 0.02939(9) 0.03527(9) -0.00075(5) 0.02181(7) -0.00089(5) F4 0.0926(13) 0.0609(10) 0.0619(10) 0.0251(8) 0.0395(10) 0.0048(9) F2 0.0581(10) 0.0586(10) 0.0974(13) 0.0366(9) 0.0429(10) 0.0167(7) F1 0.1006(14) 0.0500(10) 0.0720(11) -0.0193(8) 0.0376(11) -0.0253(9) F3 0.0548(10) 0.0796(12) 0.1054(14) 0.0106(10) 0.0417(10) -0.0243(9) N3 0.0296(8) 0.0289(8) 0.0373(9) 0.0009(6) 0.0204(7) -0.0013(6) N4 0.0349(9) 0.0297(8) 0.0361(9) -0.0015(7) 0.0208(8) -0.0047(6) N1 0.0336(9) 0.0292(8) 0.0405(9) 0.0035(7) 0.0228(8) 0.0020(6) N2 0.0311(9) 0.0308(8) 0.0408(9) 0.0062(7) 0.0193(8) 0.0007(6) C16 0.0389(11) 0.0402(11) 0.0381(11) 0.0067(9) 0.0156(10) -0.0024(9) C9 0.0393(11) 0.0298(9) 0.0477(12) 0.0008(8) 0.0291(10) 0.0008(8) C8 0.0460(12) 0.0284(10) 0.0489(12) 0.0008(8) 0.0316(11) 0.0035(8) C6 0.0439(12) 0.0379(11) 0.0368(11) -0.0043(8) 0.0271(10) -0.0051(9) C5 0.0377(11) 0.0371(10) 0.0364(10) 0.0017(8) 0.0240(9) -0.0035(8) C4 0.0326(10) 0.0350(10) 0.0480(12) 0.0031(9) 0.0270(10) 0.0003(8) C27 0.0371(11) 0.0321(10) 0.0441(11) -0.0011(8) 0.0261(10) -0.0005(8) C10 0.0402(11) 0.0315(9) 0.0455(11) 0.0013(9) 0.0294(10) 0.0000(8) C2 0.0329(10) 0.0350(11) 0.0553(13) 0.0088(9) 0.0247(10) 0.0056(8) C15 0.0419(12) 0.0404(12) 0.0506(13) 0.0066(9) 0.0302(11) -0.0015(9) C14 0.0507(14) 0.0445(13) 0.0666(16) 0.0191(11) 0.0417(13) 0.0121(10) C1 0.0348(11) 0.0302(10) 0.0480(12) 0.0081(8) 0.0222(10) 0.0039(8) C17 0.0525(13) 0.0368(11) 0.0294(10) 0.0021(8) 0.0186(10) -0.0042(9) C18 0.0661(17) 0.0451(13) 0.0370(12) -0.0025(10) 0.0211(12) -0.0119(12) C26 0.0580(14) 0.0372(11) 0.0324(10) 0.0013(8) 0.0274(11) 0.0040(9) C25 0.0553(14) 0.0426(12) 0.0408(12) -0.0020(9) 0.0329(11) 0.0001(10) C28 0.0423(11) 0.0267(9) 0.0470(12) -0.0017(8) 0.0286(10) -0.0009(8) C36 0.0392(12) 0.0517(13) 0.0489(13) -0.0020(10) 0.0270(11) -0.0020(10) C35 0.0300(10) 0.0426(12) 0.0449(12) 0.0011(9) 0.0193(10) -0.0021(8) C11 0.0489(13) 0.0403(12) 0.0474(13) 0.0015(10) 0.0255(12) -0.0030(10) C21 0.0762(18) 0.0427(12) 0.0434(13) 0.0036(10) 0.0398(13) 0.0134(12) C29 0.0454(12) 0.0357(11) 0.0508(13) 0.0004(9) 0.0275(11) -0.0056(9) C44 0.0363(11) 0.0499(13) 0.0490(13) 0.0062(10) 0.0213(11) 0.0005(10) C3 0.0305(10) 0.0368(11) 0.0482(12) 0.0067(9) 0.0208(10) -0.0038(8) C24 0.0608(16) 0.0658(17) 0.0577(15) -0.0032(13) 0.0432(14) -0.0019(13) C22 0.083(2) 0.0653(18) 0.0633(17) 0.0091(14) 0.0535(17) 0.0274(16) C34 0.0349(11) 0.0381(11) 0.0394(11) -0.0005(9) 0.0177(10) -0.0061(8) C7 0.0498(13) 0.0293(10) 0.0441(12) -0.0032(8) 0.0283(11) -0.0051(9) C33 0.0468(13) 0.0314(10) 0.0511(13) 0.0029(9) 0.0276(11) 0.0006(9) C32 0.0687(17) 0.0338(11) 0.0568(15) 0.0088(10) 0.0383(14) 0.0047(11) C13 0.0818(19) 0.0310(11) 0.0725(17) 0.0028(11) 0.0565(17) 0.0041(12) C12 0.0704(17) 0.0412(13) 0.0553(15) -0.0111(11) 0.0383(14) -0.0137(12) C37 0.0496(14) 0.0528(15) 0.0707(17) -0.0122(13) 0.0367(14) -0.0040(11) C19 0.105(3) 0.0347(13) 0.0514(15) -0.0056(11) 0.0414(17) -0.0138(14) C20 0.111(3) 0.0347(13) 0.0563(16) 0.0010(11) 0.0540(19) 0.0086(14) C30 0.0500(14) 0.0402(12) 0.0765(18) -0.0018(12) 0.0383(14) -0.0108(10) C31 0.0732(18) 0.0379(12) 0.0802(19) 0.0077(12) 0.0550(17) -0.0060(12) C38 0.0532(15) 0.0416(13) 0.087(2) 0.0036(13) 0.0391(15) 0.0018(11) C39 0.0452(14) 0.0510(14) 0.0649(16) 0.0130(12) 0.0286(13) 0.0024(11) C43 0.0591(17) 0.0723(19) 0.0473(14) 0.0051(13) 0.0277(14) 0.0088(14) C42 0.074(2) 0.106(3) 0.0521(17) 0.0176(17) 0.0324(17) 0.0171(18) C41 0.094(3) 0.105(3) 0.068(2) 0.034(2) 0.046(2) 0.014(2) C23 0.0622(18) 0.092(2) 0.0678(18) 0.0047(16) 0.0468(16) 0.0173(16) F7 0.0601(10) 0.0985(14) 0.0760(11) -0.0263(10) 0.0396(9) 0.0091(9) F5 0.0691(14) 0.182(3) 0.160(3) -0.022(2) 0.0797(17) -0.0152(15) F6 0.157(2) 0.0736(14) 0.161(2) 0.0286(14) 0.111(2) 0.0206(14) F8 0.142(2) 0.1182(18) 0.0696(12) 0.0026(12) 0.0707(14) 0.0094(16) B1 0.0577(18) 0.0610(18) 0.0600(18) 0.0031(14) 0.0412(16) 0.0098(14) C40 0.070(2) 0.068(2) 0.089(2) 0.0318(18) 0.0439(19) 0.0105(16) C46 0.078(2) 0.103(3) 0.0566(18) -0.0046(17) 0.0422(18) 0.0105(19) N5 0.073(2) 0.252(6) 0.072(2) 0.001(3) 0.038(2) 0.027(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C45 C46 1.420(5) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C45 H45C 0.9700 . ? Ag1 N4 2.3887(17) . ? Ag1 N3 2.4488(16) . ? Ag1 N1 2.4883(16) . ? Ag1 N2 2.5228(18) . ? F4 C32 1.355(3) . ? F2 C14 1.353(3) . ? F1 C12 1.361(3) . ? F3 C30 1.362(3) . ? N3 C5 1.472(3) . ? N3 C4 1.474(3) . ? N3 C27 1.481(2) . ? N4 C6 1.486(3) . ? N4 C34 1.491(3) . ? N4 C7 1.494(3) . ? N1 C1 1.471(3) . ? N1 C8 1.478(3) . ? N1 C9 1.482(3) . ? N2 C2 1.473(3) . ? N2 C3 1.481(3) . ? N2 C16 1.483(3) . ? C16 C17 1.506(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C9 C10 1.517(3) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C8 C7 1.519(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C6 C5 1.526(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C4 C3 1.516(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C27 C28 1.514(3) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C10 C11 1.389(3) . ? C10 C15 1.391(3) . ? C2 C1 1.527(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C15 C14 1.378(3) . ? C15 H15 0.9400 . ? C14 C13 1.366(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C17 C18 1.378(3) . ? C17 C26 1.416(3) . ? C18 C19 1.414(4) . ? C18 H18 0.9400 . ? C26 C21 1.427(3) . ? C26 C25 1.433(3) . ? C25 C24 1.374(4) . ? C25 H25 0.9400 . ? C28 C33 1.390(3) . ? C28 C29 1.392(3) . ? C36 C35 1.367(3) . ? C36 C37 1.410(3) . ? C36 H36 0.9400 . ? C35 C44 1.426(3) . ? C35 C34 1.514(3) . ? C11 C12 1.379(3) . ? C11 H11 0.9400 . ? C21 C20 1.405(4) . ? C21 C22 1.416(4) . ? C29 C30 1.375(3) . ? C29 H29 0.9400 . ? C44 C43 1.419(4) . ? C44 C39 1.423(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C24 C23 1.416(4) . ? C24 H24 0.9400 . ? C22 C23 1.358(5) . ? C22 H22 0.9400 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C33 C32 1.382(3) . ? C33 H33 0.9400 . ? C32 C31 1.370(4) . ? C13 C12 1.354(4) . ? C13 H13 0.9400 . ? C37 C38 1.351(4) . ? C37 H37 0.9400 . ? C19 C20 1.354(4) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C30 C31 1.361(4) . ? C31 H31 0.9400 . ? C38 C39 1.403(4) . ? C38 H38 0.9400 . ? C39 C40 1.427(4) . ? C43 C42 1.368(4) . ? C43 H43 0.9400 . ? C42 C41 1.386(6) . ? C42 H42 0.9400 . ? C41 C40 1.346(5) . ? C41 H41 0.9400 . ? C23 H23 0.9400 . ? F7 B1 1.357(3) . ? F5 B1 1.342(4) . ? F6 B1 1.381(4) . ? F8 B1 1.364(4) . ? C40 H40 0.9400 . ? C46 N5 1.115(4) . ? 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 C46 C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C46 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N4 Ag1 N3 78.06(5) . . ? N4 Ag1 N1 78.74(6) . . ? N3 Ag1 N1 120.76(5) . . ? N4 Ag1 N2 122.38(6) . . ? N3 Ag1 N2 73.99(5) . . ? N1 Ag1 N2 74.25(5) . . ? C5 N3 C4 110.81(16) . . ? C5 N3 C27 112.39(16) . . ? C4 N3 C27 113.67(16) . . ? C5 N3 Ag1 104.84(11) . . ? C4 N3 Ag1 105.92(11) . . ? C27 N3 Ag1 108.59(12) . . ? C6 N4 C34 112.04(16) . . ? C6 N4 C7 109.84(16) . . ? C34 N4 C7 107.47(16) . . ? C6 N4 Ag1 104.75(11) . . ? C34 N4 Ag1 117.22(13) . . ? C7 N4 Ag1 105.21(12) . . ? C1 N1 C8 112.20(17) . . ? C1 N1 C9 111.29(16) . . ? C8 N1 C9 113.05(16) . . ? C1 N1 Ag1 108.47(11) . . ? C8 N1 Ag1 99.99(11) . . ? C9 N1 Ag1 111.26(12) . . ? C2 N2 C3 109.31(17) . . ? C2 N2 C16 111.44(17) . . ? C3 N2 C16 110.25(17) . . ? C2 N2 Ag1 106.06(12) . . ? C3 N2 Ag1 107.94(12) . . ? C16 N2 Ag1 111.70(13) . . ? N2 C16 C17 110.78(17) . . ? N2 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? N2 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? N1 C9 C10 116.09(17) . . ? N1 C9 H9A 108.3 . . ? C10 C9 H9A 108.3 . . ? N1 C9 H9B 108.3 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? N1 C8 C7 113.90(17) . . ? N1 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N1 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N4 C6 C5 114.33(16) . . ? N4 C6 H6A 108.7 . . ? C5 C6 H6A 108.7 . . ? N4 C6 H6B 108.7 . . ? C5 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? N3 C5 C6 113.57(16) . . ? N3 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? N3 C5 H5B 108.9 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N3 C4 C3 113.01(17) . . ? N3 C4 H4A 109.0 . . ? C3 C4 H4A 109.0 . . ? N3 C4 H4B 109.0 . . ? C3 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? N3 C27 C28 116.00(17) . . ? N3 C27 H27A 108.3 . . ? C28 C27 H27A 108.3 . . ? N3 C27 H27B 108.3 . . ? C28 C27 H27B 108.3 . . ? H27A C27 H27B 107.4 . . ? C11 C10 C15 119.1(2) . . ? C11 C10 C9 119.6(2) . . ? C15 C10 C9 121.3(2) . . ? N2 C2 C1 113.96(18) . . ? N2 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? N2 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? C14 C15 C10 118.3(2) . . ? C14 C15 H15 120.8 . . ? C10 C15 H15 120.8 . . ? F2 C14 C13 118.0(2) . . ? F2 C14 C15 118.0(2) . . ? C13 C14 C15 124.0(2) . . ? N1 C1 C2 114.19(17) . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1B 108.7 . . ? C2 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? C18 C17 C26 119.4(2) . . ? C18 C17 C16 119.6(2) . . ? C26 C17 C16 120.8(2) . . ? C17 C18 C19 120.5(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C17 C26 C21 119.6(2) . . ? C17 C26 C25 122.7(2) . . ? C21 C26 C25 117.8(2) . . ? C24 C25 C26 121.3(2) . . ? C24 C25 H25 119.4 . . ? C26 C25 H25 119.4 . . ? C33 C28 C29 118.8(2) . . ? C33 C28 C27 120.8(2) . . ? C29 C28 C27 120.4(2) . . ? C35 C36 C37 121.7(2) . . ? C35 C36 H36 119.1 . . ? C37 C36 H36 119.1 . . ? C36 C35 C44 119.3(2) . . ? C36 C35 C34 118.0(2) . . ? C44 C35 C34 122.7(2) . . ? C12 C11 C10 118.7(2) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C20 C21 C22 122.2(3) . . ? C20 C21 C26 118.8(3) . . ? C22 C21 C26 119.0(3) . . ? C30 C29 C28 119.2(2) . . ? C30 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? C43 C44 C39 117.9(2) . . ? C43 C44 C35 123.6(2) . . ? C39 C44 C35 118.4(2) . . ? N2 C3 C4 112.80(17) . . ? N2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C23 C22 C21 121.8(3) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? N4 C34 C35 113.79(16) . . ? N4 C34 H34A 108.8 . . ? C35 C34 H34A 108.8 . . ? N4 C34 H34B 108.8 . . ? C35 C34 H34B 108.8 . . ? H34A C34 H34B 107.7 . . ? N4 C7 C8 114.80(17) . . ? N4 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? N4 C7 H7B 108.6 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.5 . . ? C32 C33 C28 118.8(2) . . ? C32 C33 H33 120.6 . . ? C28 C33 H33 120.6 . . ? F4 C32 C31 118.0(2) . . ? F4 C32 C33 118.5(2) . . ? C31 C32 C33 123.5(2) . . ? C12 C13 C14 115.9(2) . . ? C12 C13 H13 122.1 . . ? C14 C13 H13 122.1 . . ? C13 C12 F1 117.6(2) . . ? C13 C12 C11 123.9(2) . . ? F1 C12 C11 118.5(3) . . ? C38 C37 C36 119.8(3) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C20 C19 C18 120.6(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 121.0(3) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C31 C30 F3 118.1(2) . . ? C31 C30 C29 123.6(2) . . ? F3 C30 C29 118.3(3) . . ? C30 C31 C32 116.1(2) . . ? C30 C31 H31 121.9 . . ? C32 C31 H31 121.9 . . ? C37 C38 C39 121.0(3) . . ? C37 C38 H38 119.5 . . ? C39 C38 H38 119.5 . . ? C38 C39 C44 119.8(3) . . ? C38 C39 C40 121.6(3) . . ? C44 C39 C40 118.6(3) . . ? C42 C43 C44 120.7(3) . . ? C42 C43 H43 119.7 . . ? C44 C43 H43 119.7 . . ? C43 C42 C41 121.2(3) . . ? C43 C42 H42 119.4 . . ? C41 C42 H42 119.4 . . ? C40 C41 C42 120.1(3) . . ? C40 C41 H41 119.9 . . ? C42 C41 H41 119.9 . . ? C22 C23 C24 120.0(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? F5 B1 F7 112.1(3) . . ? F5 B1 F8 111.6(3) . . ? F7 B1 F8 110.8(3) . . ? F5 B1 F6 107.0(3) . . ? F7 B1 F6 107.3(3) . . ? F8 B1 F6 107.7(3) . . ? C41 C40 C39 121.4(3) . . ? C41 C40 H40 119.3 . . ? C39 C40 H40 119.3 . . ? N5 C46 C45 179.1(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.820 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.069 data_3 _database_code_depnum_ccdc_archive 'CCDC 917312' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H48 F4 N4' _chemical_formula_weight 804.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8124(8) _cell_length_b 9.6778(9) _cell_length_c 13.3655(12) _cell_angle_alpha 86.321(2) _cell_angle_beta 71.759(2) _cell_angle_gamma 63.608(2) _cell_volume 965.98(15) _cell_formula_units_Z 1 _cell_measurement_temperature 90 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9612 _exptl_absorpt_correction_T_max 0.9834 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7261 _diffrn_reflns_av_R_equivalents 0.0221 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.32 _reflns_number_total 4723 _reflns_number_gt 3437 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0795P)^2^+0.0785P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4723 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1449 _refine_ls_wR_factor_gt 0.1314 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F2 F 0.83651(16) -0.17189(12) 0.03997(9) 0.0327(3) Uani 1 1 d . . . F1 F 0.66859(16) -0.18935(13) 0.40808(9) 0.0329(3) Uani 1 1 d . . . N2 N 0.25761(17) 0.59495(15) 0.44835(10) 0.0145(3) Uani 1 1 d . . . N1 N 0.68734(18) 0.32526(15) 0.34054(10) 0.0148(3) Uani 1 1 d . . . C26 C 0.2575(2) 0.84497(18) 0.27310(13) 0.0153(3) Uani 1 1 d . . . C20 C 0.3252(2) 0.82002(19) 0.08161(13) 0.0188(3) Uani 1 1 d . . . H20 H 0.3657 0.8516 0.0137 0.023 Uiso 1 1 calc R . . C19 C 0.2801(2) 0.69882(19) 0.08957(13) 0.0185(4) Uani 1 1 d . . . C14 C 0.2160(2) 0.65071(18) 0.19189(13) 0.0161(3) Uani 1 1 d . . . C13 C 0.2062(2) 0.72480(18) 0.28326(13) 0.0151(3) Uani 1 1 d . . . C21 C 0.3126(2) 0.89698(18) 0.17091(13) 0.0166(3) Uani 1 1 d . . . C15 C 0.1663(2) 0.52789(19) 0.19434(14) 0.0201(4) Uani 1 1 d . . . H15 H 0.1233 0.4934 0.2606 0.024 Uiso 1 1 calc R . . C5 C 0.8399(2) 0.21135(18) 0.25825(13) 0.0165(3) Uani 1 1 d . . . H5A H 0.9501 0.1792 0.2773 0.020 Uiso 1 1 calc R . . H5B H 0.8551 0.2591 0.1903 0.020 Uiso 1 1 calc R . . C11 C 0.8430(2) 0.00998(19) 0.14541(13) 0.0197(4) Uani 1 1 d . . . H11 H 0.8842 0.0544 0.0837 0.024 Uiso 1 1 calc R . . C7 C 0.7526(2) 0.00304(19) 0.33425(14) 0.0192(4) Uani 1 1 d . . . H7 H 0.7307 0.0432 0.4031 0.023 Uiso 1 1 calc R . . C12 C 0.1273(2) 0.68819(18) 0.39366(13) 0.0164(3) Uani 1 1 d . . . H12A H 0.0418 0.7870 0.4374 0.020 Uiso 1 1 calc R . . H12B H 0.0588 0.6321 0.3893 0.020 Uiso 1 1 calc R . . C23 C 0.3366(2) 1.1011(2) 0.25089(14) 0.0211(4) Uani 1 1 d . . . H23 H 0.3582 1.1896 0.2447 0.025 Uiso 1 1 calc R . . C3 C 0.1578(2) 0.60177(19) 0.56079(12) 0.0163(3) Uani 1 1 d . . . H3A H 0.0981 0.5341 0.5683 0.020 Uiso 1 1 calc R . . H3B H 0.0636 0.7091 0.5847 0.020 Uiso 1 1 calc R . . C6 C 0.8125(2) 0.07114(18) 0.24536(13) 0.0168(3) Uani 1 1 d . . . C22 C 0.3484(2) 1.02784(19) 0.16355(14) 0.0199(4) Uani 1 1 d . . . H22 H 0.3811 1.0644 0.0963 0.024 Uiso 1 1 calc R . . C25 C 0.2541(2) 0.92247(19) 0.36223(13) 0.0182(3) Uani 1 1 d . . . H25 H 0.2247 0.8872 0.4303 0.022 Uiso 1 1 calc R . . C10 C 0.8123(2) -0.11624(19) 0.13757(14) 0.0223(4) Uani 1 1 d . . . C1 C 0.5249(2) 0.39093(18) 0.30885(13) 0.0163(3) Uani 1 1 d . . . H1A H 0.5337 0.3151 0.2584 0.020 Uiso 1 1 calc R . . H1B H 0.5158 0.4853 0.2724 0.020 Uiso 1 1 calc R . . C18 C 0.2934(2) 0.6216(2) -0.00308(14) 0.0227(4) Uani 1 1 d . . . H18 H 0.3376 0.6520 -0.0707 0.027 Uiso 1 1 calc R . . C2 C 0.3568(2) 0.43172(18) 0.40398(13) 0.0160(3) Uani 1 1 d . . . H2A H 0.2747 0.4041 0.3831 0.019 Uiso 1 1 calc R . . H2B H 0.3911 0.3662 0.4607 0.019 Uiso 1 1 calc R . . C16 C 0.1791(2) 0.4591(2) 0.10409(15) 0.0239(4) Uani 1 1 d . . . H16 H 0.1439 0.3787 0.1086 0.029 Uiso 1 1 calc R . . C9 C 0.7532(2) -0.18642(19) 0.22357(15) 0.0234(4) Uani 1 1 d . . . H9 H 0.7327 -0.2731 0.2163 0.028 Uiso 1 1 calc R . . C4 C 0.7249(2) 0.44800(18) 0.36783(13) 0.0159(3) Uani 1 1 d . . . H4A H 0.6106 0.5384 0.4039 0.019 Uiso 1 1 calc R . . H4B H 0.7852 0.4809 0.3020 0.019 Uiso 1 1 calc R . . C17 C 0.2443(2) 0.5062(2) 0.00378(15) 0.0262(4) Uani 1 1 d . . . H17 H 0.2535 0.4570 -0.0586 0.031 Uiso 1 1 calc R . . C24 C 0.2921(2) 1.04578(19) 0.35135(14) 0.0207(4) Uani 1 1 d . . . H24 H 0.2888 1.0951 0.4118 0.025 Uiso 1 1 calc R . . C8 C 0.7257(2) -0.1229(2) 0.32098(14) 0.0219(4) 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 F2 0.0430(7) 0.0264(6) 0.0282(6) -0.0090(5) -0.0121(5) -0.0131(5) F1 0.0495(7) 0.0303(6) 0.0330(7) 0.0162(5) -0.0202(6) -0.0270(6) N2 0.0154(7) 0.0141(6) 0.0134(7) 0.0004(5) -0.0043(5) -0.0062(5) N1 0.0151(7) 0.0137(6) 0.0146(7) -0.0007(5) -0.0043(5) -0.0055(5) C26 0.0136(8) 0.0136(7) 0.0180(8) 0.0004(6) -0.0063(6) -0.0044(6) C20 0.0195(8) 0.0203(8) 0.0143(8) 0.0034(6) -0.0042(7) -0.0080(7) C19 0.0182(8) 0.0164(8) 0.0181(8) 0.0008(6) -0.0079(7) -0.0039(6) C14 0.0153(8) 0.0137(7) 0.0178(8) 0.0010(6) -0.0072(7) -0.0041(6) C13 0.0148(8) 0.0125(7) 0.0167(8) 0.0014(6) -0.0062(6) -0.0041(6) C21 0.0133(8) 0.0156(7) 0.0185(8) 0.0004(6) -0.0045(6) -0.0044(6) C15 0.0242(9) 0.0166(8) 0.0213(9) 0.0030(7) -0.0102(7) -0.0089(7) C5 0.0169(8) 0.0161(8) 0.0156(8) -0.0002(6) -0.0043(6) -0.0069(6) C11 0.0186(8) 0.0168(8) 0.0180(8) -0.0018(7) -0.0037(7) -0.0041(7) C7 0.0212(9) 0.0172(8) 0.0194(9) 0.0024(7) -0.0096(7) -0.0067(7) C12 0.0157(8) 0.0167(7) 0.0164(8) 0.0006(6) -0.0043(6) -0.0071(6) C23 0.0181(8) 0.0171(8) 0.0303(10) 0.0019(7) -0.0078(7) -0.0095(7) C3 0.0173(8) 0.0181(8) 0.0144(8) 0.0001(6) -0.0026(6) -0.0103(7) C6 0.0125(8) 0.0138(7) 0.0211(9) -0.0007(6) -0.0050(7) -0.0033(6) C22 0.0173(8) 0.0183(8) 0.0233(9) 0.0050(7) -0.0060(7) -0.0081(7) C25 0.0188(8) 0.0174(8) 0.0174(8) -0.0002(6) -0.0053(7) -0.0073(7) C10 0.0208(9) 0.0171(8) 0.0243(9) -0.0066(7) -0.0088(7) -0.0024(7) C1 0.0184(8) 0.0148(7) 0.0144(8) -0.0011(6) -0.0055(6) -0.0058(6) C18 0.0288(10) 0.0218(8) 0.0159(8) 0.0005(7) -0.0089(7) -0.0085(7) C2 0.0172(8) 0.0154(7) 0.0163(8) 0.0005(6) -0.0054(6) -0.0081(6) C16 0.0296(10) 0.0174(8) 0.0284(10) 0.0003(7) -0.0143(8) -0.0101(7) C9 0.0253(9) 0.0142(8) 0.0341(11) 0.0016(7) -0.0155(8) -0.0075(7) C4 0.0191(8) 0.0139(7) 0.0156(8) 0.0005(6) -0.0047(6) -0.0087(6) C17 0.0318(10) 0.0218(9) 0.0230(10) -0.0045(7) -0.0132(8) -0.0064(8) C24 0.0186(8) 0.0189(8) 0.0251(9) -0.0021(7) -0.0084(7) -0.0076(7) C8 0.0231(9) 0.0188(8) 0.0251(9) 0.0084(7) -0.0106(7) -0.0095(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F2 C10 1.360(2) . ? F1 C8 1.359(2) . ? N2 C3 1.473(2) . ? N2 C2 1.476(2) . ? N2 C12 1.4788(19) . ? N1 C4 1.461(2) . ? N1 C5 1.465(2) . ? N1 C1 1.473(2) . ? C26 C13 1.409(2) . ? C26 C25 1.433(2) . ? C26 C21 1.438(2) . ? C20 C19 1.384(2) . ? C20 C21 1.396(2) . ? C20 H20 0.9500 . ? C19 C18 1.434(2) . ? C19 C14 1.440(2) . ? C14 C13 1.416(2) . ? C14 C15 1.433(2) . ? C13 C12 1.515(2) . ? C21 C22 1.426(2) . ? C15 C16 1.364(2) . ? C15 H15 0.9500 . ? C5 C6 1.509(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C11 C10 1.380(2) . ? C11 C6 1.394(2) . ? C11 H11 0.9500 . ? C7 C8 1.373(2) . ? C7 C6 1.393(2) . ? C7 H7 0.9500 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C23 C22 1.357(2) . ? C23 C24 1.417(2) . ? C23 H23 0.9500 . ? C3 C4 1.525(2) 2_666 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C22 H22 0.9500 . ? C25 C24 1.364(2) . ? C25 H25 0.9500 . ? C10 C9 1.376(3) . ? C1 C2 1.527(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C18 C17 1.354(3) . ? C18 H18 0.9500 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C16 C17 1.417(3) . ? C16 H16 0.9500 . ? C9 C8 1.380(2) . ? C9 H9 0.9500 . ? C4 C3 1.525(2) 2_666 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C17 H17 0.9500 . ? C24 H24 0.9500 . ? 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 C3 N2 C2 108.81(12) . . ? C3 N2 C12 107.92(12) . . ? C2 N2 C12 111.09(12) . . ? C4 N1 C5 111.60(13) . . ? C4 N1 C1 110.72(12) . . ? C5 N1 C1 111.16(12) . . ? C13 C26 C25 122.49(15) . . ? C13 C26 C21 120.31(14) . . ? C25 C26 C21 117.19(14) . . ? C19 C20 C21 121.61(15) . . ? C19 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? C20 C19 C18 120.76(16) . . ? C20 C19 C14 120.04(15) . . ? C18 C19 C14 119.20(16) . . ? C13 C14 C15 123.79(15) . . ? C13 C14 C19 119.24(15) . . ? C15 C14 C19 116.97(15) . . ? C26 C13 C14 119.77(15) . . ? C26 C13 C12 118.11(14) . . ? C14 C13 C12 121.93(14) . . ? C20 C21 C22 121.71(15) . . ? C20 C21 C26 118.91(15) . . ? C22 C21 C26 119.35(15) . . ? C16 C15 C14 121.74(16) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? N1 C5 C6 110.86(13) . . ? N1 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? C10 C11 C6 118.87(16) . . ? C10 C11 H11 120.6 . . ? C6 C11 H11 120.6 . . ? C8 C7 C6 119.07(16) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? N2 C12 C13 115.59(13) . . ? N2 C12 H12A 108.4 . . ? C13 C12 H12A 108.4 . . ? N2 C12 H12B 108.4 . . ? C13 C12 H12B 108.4 . . ? H12A C12 H12B 107.4 . . ? C22 C23 C24 120.12(16) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? N2 C3 C4 113.41(13) . 2_666 ? N2 C3 H3A 108.9 . . ? C4 C3 H3A 108.9 2_666 . ? N2 C3 H3B 108.9 . . ? C4 C3 H3B 108.9 2_666 . ? H3A C3 H3B 107.7 . . ? C7 C6 C11 119.17(15) . . ? C7 C6 C5 119.94(15) . . ? C11 C6 C5 120.88(15) . . ? C23 C22 C21 121.11(16) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C25 C26 121.39(16) . . ? C24 C25 H25 119.3 . . ? C26 C25 H25 119.3 . . ? F2 C10 C9 117.97(16) . . ? F2 C10 C11 118.47(16) . . ? C9 C10 C11 123.53(16) . . ? N1 C1 C2 111.68(13) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? C17 C18 C19 121.39(17) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? N2 C2 C1 116.32(13) . . ? N2 C2 H2A 108.2 . . ? C1 C2 H2A 108.2 . . ? N2 C2 H2B 108.2 . . ? C1 C2 H2B 108.2 . . ? H2A C2 H2B 107.4 . . ? C15 C16 C17 120.79(17) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C10 C9 C8 115.76(16) . . ? C10 C9 H9 122.1 . . ? C8 C9 H9 122.1 . . ? N1 C4 C3 113.02(13) . 2_666 ? N1 C4 H4A 109.0 . . ? C3 C4 H4A 109.0 2_666 . ? N1 C4 H4B 109.0 . . ? C3 C4 H4B 109.0 2_666 . ? H4A C4 H4B 107.8 . . ? C18 C17 C16 119.90(16) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C25 C24 C23 120.68(16) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? F1 C8 C7 118.67(16) . . ? F1 C8 C9 117.73(16) . . ? C7 C8 C9 123.59(17) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.425 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.061 data_3_AgOTf _database_code_depnum_ccdc_archive 'CCDC 917313' #TrackingRef '16493_web_deposit_cif_file_0_YoichiHabata_1356685209.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53 H48 Ag F7 N4 O3 S' _chemical_formula_weight 1061.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.8401(8) _cell_length_b 14.3569(8) _cell_length_c 23.2128(11) _cell_angle_alpha 90.00 _cell_angle_beta 112.169(3) _cell_angle_gamma 90.00 _cell_volume 4580.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 223 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.77 _exptl_crystal_size_mid 0.75 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 0.565 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6715 _exptl_absorpt_correction_T_max 0.8094 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33769 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 28.33 _reflns_number_total 11379 _reflns_number_gt 9826 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0468P)^2^+1.3078P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11379 _refine_ls_number_parameters 670 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0796 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.783771(8) 0.605902(8) 0.748663(5) 0.02921(5) Uani 1 1 d . . . F1 F 0.60570(13) 0.32243(11) 0.97502(8) 0.0774(4) Uani 1 1 d . . . F2 F 0.81042(12) 0.56621(13) 1.08229(6) 0.0773(5) Uani 1 1 d . . . F3 F 0.50530(11) 0.91499(11) 0.45548(7) 0.0670(4) Uani 1 1 d . . . F4 F 0.59262(11) 0.62397(10) 0.40139(6) 0.0645(4) Uani 1 1 d . . . N1 N 0.71183(10) 0.52331(10) 0.81587(6) 0.0303(3) Uani 1 1 d . . . N2 N 0.73504(9) 0.73551(9) 0.79954(6) 0.0282(3) Uani 1 1 d . . . N3 N 0.67763(9) 0.70494(10) 0.66129(6) 0.0290(3) Uani 1 1 d . . . N4 N 0.65925(9) 0.49574(9) 0.67718(6) 0.0291(3) Uani 1 1 d . . . C1 C 0.65213(12) 0.59828(11) 0.82656(8) 0.0311(3) Uani 1 1 d . . . H1A H 0.6280 0.5779 0.8584 0.038(5) Uiso 1 1 d R . . H1B H 0.5956 0.6089 0.7880 0.029(5) Uiso 1 1 d R . . C2 C 0.70616(12) 0.68930(12) 0.84703(7) 0.0318(3) Uani 1 1 d . . . H2A H 0.6650 0.7322 0.8591 0.033(5) Uiso 1 1 d R . . H2B H 0.7649 0.6776 0.8840 0.029(5) Uiso 1 1 d R . . C3 C 0.64819(12) 0.77708(12) 0.75048(8) 0.0316(3) Uani 1 1 d . . . H3A H 0.6339 0.8369 0.7655 0.040(5) Uiso 1 1 d R . . H3B H 0.5923 0.7360 0.7434 0.038(5) Uiso 1 1 d R . . C4 C 0.66019(12) 0.79266(12) 0.68872(8) 0.0329(3) Uani 1 1 d . . . H4A H 0.6014 0.8225 0.6594 0.034(5) Uiso 1 1 d R . . H4B H 0.7150 0.8350 0.6954 0.034(5) Uiso 1 1 d R . . C5 C 0.58700(11) 0.65056(12) 0.63395(7) 0.0302(3) Uani 1 1 d . . . H5A H 0.5453 0.6802 0.5950 0.033(5) Uiso 1 1 d R . . H5B H 0.5523 0.6522 0.6625 0.025(4) Uiso 1 1 d R . . C6 C 0.60350(12) 0.54981(12) 0.62088(7) 0.0314(3) Uani 1 1 d . . . H6A H 0.5402 0.5198 0.5998 0.036(5) Uiso 1 1 d R . . H6B H 0.6383 0.5482 0.5924 0.024(4) Uiso 1 1 d R . . C7 C 0.59612(12) 0.46933(12) 0.71113(8) 0.0322(3) Uani 1 1 d . . . H7A H 0.5572 0.4151 0.6906 0.034(5) Uiso 1 1 d R . . H7B H 0.5511 0.5207 0.7081 0.032(5) Uiso 1 1 d R . . C8 C 0.65082(13) 0.44638(12) 0.77941(8) 0.0336(3) Uani 1 1 d . . . H8A H 0.6036 0.4293 0.7979 0.034(5) Uiso 1 1 d R . . H8B H 0.6923 0.3920 0.7824 0.037(5) Uiso 1 1 d R . . C9 C 0.79067(13) 0.49162(14) 0.87366(8) 0.0369(4) Uani 1 1 d . . . H9A H 0.8420 0.5390 0.8860 0.030(5) Uiso 1 1 d R . . H9B H 0.8187 0.4345 0.8643 0.045(6) Uiso 1 1 d R . . C10 C 0.76171(14) 0.47258(14) 0.92866(8) 0.0397(4) Uani 1 1 d . . . C11 C 0.69672(16) 0.40203(14) 0.92711(10) 0.0449(4) Uani 1 1 d . . . H11 H 0.6718 0.3625 0.8924 0.048(6) Uiso 1 1 d R . . C12 C 0.66939(18) 0.39103(16) 0.97726(11) 0.0538(6) Uani 1 1 d . . . C13 C 0.70589(19) 0.44535(18) 1.03029(10) 0.0594(6) Uani 1 1 d . . . H13 H 0.6865 0.4369 1.0641 0.054(6) Uiso 1 1 d R . . C14 C 0.77137(18) 0.51155(18) 1.03066(9) 0.0563(6) Uani 1 1 d . . . C15 C 0.79991(15) 0.52841(16) 0.98156(9) 0.0472(5) Uani 1 1 d . . . H15 H 0.8441 0.5765 0.9837 0.048(6) Uiso 1 1 d R . . C16 C 0.80556(12) 0.81119(11) 0.83039(8) 0.0311(3) Uani 1 1 d . . . H16A H 0.7806 0.8468 0.8572 0.035(5) Uiso 1 1 d R . . H16B H 0.8093 0.8536 0.7983 0.034(5) Uiso 1 1 d R . . C17 C 0.90716(11) 0.77787(11) 0.86909(8) 0.0295(3) Uani 1 1 d . . . C18 C 0.94183(12) 0.77342(11) 0.93455(8) 0.0322(3) Uani 1 1 d . . . C19 C 0.88394(13) 0.79377(13) 0.97037(8) 0.0387(4) Uani 1 1 d . . . H19 H 0.8186 0.8116 0.9497 0.038(5) Uiso 1 1 d R . . C20 C 0.92116(15) 0.78799(16) 1.03361(9) 0.0478(5) Uani 1 1 d . . . H20 H 0.8808 0.8010 1.0556 0.057(7) Uiso 1 1 d R . . C21 C 1.01913(16) 0.76289(17) 1.06685(9) 0.0517(5) Uani 1 1 d . . . H21 H 1.0437 0.7595 1.1105 0.065(7) Uiso 1 1 d R . . C22 C 1.07740(15) 0.74376(16) 1.03545(9) 0.0480(5) Uani 1 1 d . . . H22 H 1.1427 0.7275 1.0578 0.066(7) Uiso 1 1 d R . . C23 C 1.04171(13) 0.74778(12) 0.96910(8) 0.0359(4) Uani 1 1 d . . . C24 C 1.10255(13) 0.73062(13) 0.93739(9) 0.0398(4) Uani 1 1 d . . . H24 H 1.1680 0.7154 0.9602 0.045(6) Uiso 1 1 d R . . C25 C 1.07017(13) 0.73529(12) 0.87302(8) 0.0342(3) Uani 1 1 d . . . C26 C 1.13502(14) 0.72262(13) 0.84089(10) 0.0409(4) Uani 1 1 d . . . H26 H 1.2011 0.7103 0.8640 0.055(6) Uiso 1 1 d R . . C27 C 1.10343(15) 0.72794(14) 0.77834(10) 0.0433(4) Uani 1 1 d . . . H27 H 1.1473 0.7197 0.7583 0.059(7) Uiso 1 1 d R . . C28 C 1.00383(15) 0.74606(14) 0.74304(9) 0.0416(4) Uani 1 1 d . . . H28 H 0.9816 0.7484 0.6994 0.055(7) Uiso 1 1 d R . . C29 C 0.93993(13) 0.76005(12) 0.77166(8) 0.0354(4) Uani 1 1 d . . . H29 H 0.8743 0.7721 0.7472 0.037(5) Uiso 1 1 d R . . C30 C 0.96997(12) 0.75694(11) 0.83790(8) 0.0305(3) Uani 1 1 d . . . C31 C 0.72910(12) 0.71691(13) 0.61798(7) 0.0335(3) Uani 1 1 d . . . H31A H 0.7661 0.6599 0.6190 0.033(5) Uiso 1 1 d R . . H31B H 0.7762 0.7677 0.6336 0.033(5) Uiso 1 1 d R . . C32 C 0.66587(12) 0.73770(13) 0.55081(8) 0.0352(4) Uani 1 1 d . . . C33 C 0.61374(13) 0.82094(14) 0.53360(9) 0.0407(4) Uani 1 1 d . . . H33 H 0.6187 0.8671 0.5634 0.043(6) Uiso 1 1 d R . . C34 C 0.55475(14) 0.83383(16) 0.47190(9) 0.0464(5) Uani 1 1 d . . . C35 C 0.54409(14) 0.76895(17) 0.42618(9) 0.0484(5) Uani 1 1 d . . . H35 H 0.5027 0.7790 0.3846 0.061(7) Uiso 1 1 d R . . C36 C 0.59749(14) 0.68890(15) 0.44477(8) 0.0446(4) Uani 1 1 d . . . C37 C 0.65810(13) 0.67155(14) 0.50568(8) 0.0384(4) Uani 1 1 d . . . H37 H 0.6936 0.6157 0.5163 0.052(7) Uiso 1 1 d R . . C38 C 0.70075(12) 0.41158(12) 0.65926(8) 0.0332(3) Uani 1 1 d . . . H38A H 0.6498 0.3799 0.6249 0.026(4) Uiso 1 1 d R . . H38B H 0.7240 0.3685 0.6946 0.033(5) Uiso 1 1 d R . . C39 C 0.78399(12) 0.43629(11) 0.63962(8) 0.0315(3) Uani 1 1 d . . . C40 C 0.77499(12) 0.43468(12) 0.57678(8) 0.0338(3) Uani 1 1 d . . . C41 C 0.68923(14) 0.40308(14) 0.52655(9) 0.0418(4) Uani 1 1 d . . . H41 H 0.6355 0.3823 0.5351 0.042(6) Uiso 1 1 d R . . C42 C 0.68435(16) 0.40274(15) 0.46665(10) 0.0489(5) Uani 1 1 d . . . H42 H 0.6274 0.3814 0.4347 0.066(8) Uiso 1 1 d R . . C43 C 0.76292(16) 0.43374(17) 0.45172(9) 0.0517(5) Uani 1 1 d . . . H43 H 0.7580 0.4336 0.4101 0.068(8) Uiso 1 1 d R . . C44 C 0.84546(15) 0.46347(15) 0.49733(9) 0.0459(4) Uani 1 1 d . . . H44 H 0.8975 0.4843 0.4870 0.049(6) Uiso 1 1 d R . . C45 C 0.85519(13) 0.46407(13) 0.56090(8) 0.0366(4) Uani 1 1 d . . . C46 C 0.94189(13) 0.49101(13) 0.60784(9) 0.0384(4) Uani 1 1 d . . . H46 H 0.9941 0.5104 0.5972 0.045(6) Uiso 1 1 d R . . C47 C 0.95351(12) 0.48986(12) 0.66984(8) 0.0350(4) Uani 1 1 d . . . C48 C 1.04457(14) 0.51230(13) 0.71813(9) 0.0428(4) Uani 1 1 d . . . H48 H 1.0974 0.5296 0.7075 0.048(6) Uiso 1 1 d R . . C49 C 1.05628(15) 0.50933(14) 0.77870(9) 0.0479(5) Uani 1 1 d . . . H49 H 1.1169 0.5242 0.8097 0.058(7) Uiso 1 1 d R . . C50 C 0.97789(15) 0.48385(14) 0.79565(9) 0.0439(4) Uani 1 1 d . . . H50 H 0.9865 0.4825 0.8379 0.044(6) Uiso 1 1 d R . . C51 C 0.88952(13) 0.46113(12) 0.75131(8) 0.0368(4) Uani 1 1 d . . . H51 H 0.8383 0.4440 0.7636 0.038(5) Uiso 1 1 d R . . C52 C 0.87329(12) 0.46302(11) 0.68622(8) 0.0318(3) Uani 1 1 d . . . S1 S 0.35979(3) 0.67905(3) 0.72804(2) 0.03728(10) Uani 1 1 d . . . F5 F 0.30264(16) 0.59163(17) 0.80648(12) 0.1184(9) Uani 1 1 d . . . F6 F 0.42616(10) 0.53004(11) 0.79635(9) 0.0832(5) Uani 1 1 d . . . F7 F 0.28377(13) 0.51516(13) 0.72584(14) 0.1257(9) Uani 1 1 d . . . O1 O 0.26360(11) 0.71268(13) 0.69599(8) 0.0616(4) Uani 1 1 d . . . O2 O 0.40779(13) 0.64625(18) 0.68909(9) 0.0797(6) Uani 1 1 d . . . O3 O 0.42198(15) 0.73350(12) 0.77868(8) 0.0741(6) Uani 1 1 d . . . C53 C 0.34322(16) 0.57345(17) 0.76545(14) 0.0617(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.02884(7) 0.03189(7) 0.02764(7) -0.00022(4) 0.01149(5) 0.00132(4) F1 0.0966(11) 0.0683(9) 0.0940(11) 0.0189(8) 0.0663(10) 0.0028(8) F2 0.0948(11) 0.0979(12) 0.0320(6) -0.0031(7) 0.0159(7) 0.0292(9) F3 0.0682(9) 0.0749(9) 0.0572(8) 0.0302(7) 0.0228(7) 0.0246(7) F4 0.0826(10) 0.0703(9) 0.0320(6) -0.0078(6) 0.0119(6) -0.0184(7) N1 0.0303(7) 0.0317(7) 0.0287(6) 0.0012(5) 0.0111(5) 0.0008(5) N2 0.0284(6) 0.0301(7) 0.0271(6) -0.0005(5) 0.0116(5) -0.0005(5) N3 0.0264(6) 0.0333(7) 0.0274(6) 0.0021(5) 0.0102(5) -0.0016(5) N4 0.0290(6) 0.0301(7) 0.0273(6) 0.0004(5) 0.0096(5) -0.0003(5) C1 0.0301(8) 0.0338(8) 0.0325(8) 0.0018(6) 0.0152(6) -0.0002(6) C2 0.0346(8) 0.0353(8) 0.0298(7) -0.0020(6) 0.0170(6) -0.0015(7) C3 0.0298(8) 0.0319(8) 0.0334(8) 0.0006(7) 0.0122(6) 0.0033(6) C4 0.0333(8) 0.0302(8) 0.0331(8) 0.0045(6) 0.0104(7) 0.0011(6) C5 0.0240(7) 0.0356(8) 0.0292(7) 0.0033(6) 0.0081(6) 0.0002(6) C6 0.0285(7) 0.0366(9) 0.0257(7) 0.0004(6) 0.0062(6) -0.0025(6) C7 0.0302(8) 0.0339(8) 0.0325(8) -0.0001(7) 0.0117(6) -0.0046(6) C8 0.0370(9) 0.0306(8) 0.0341(8) 0.0010(7) 0.0144(7) -0.0038(7) C9 0.0347(8) 0.0450(10) 0.0307(8) 0.0028(7) 0.0119(7) 0.0052(7) C10 0.0413(9) 0.0473(10) 0.0302(8) 0.0090(7) 0.0134(7) 0.0148(8) C11 0.0505(11) 0.0472(11) 0.0404(10) 0.0101(8) 0.0212(9) 0.0126(8) C12 0.0592(13) 0.0541(13) 0.0593(13) 0.0215(10) 0.0353(11) 0.0197(10) C13 0.0756(16) 0.0693(15) 0.0445(11) 0.0212(11) 0.0353(11) 0.0342(13) C14 0.0666(14) 0.0694(15) 0.0304(9) 0.0074(9) 0.0155(9) 0.0307(12) C15 0.0496(11) 0.0555(12) 0.0320(9) 0.0051(8) 0.0102(8) 0.0141(10) C16 0.0329(8) 0.0288(8) 0.0322(8) -0.0016(6) 0.0130(6) 0.0005(6) C17 0.0305(8) 0.0247(7) 0.0345(8) -0.0025(6) 0.0135(6) -0.0032(6) C18 0.0342(8) 0.0280(8) 0.0353(8) -0.0023(6) 0.0142(7) -0.0021(6) C19 0.0362(9) 0.0446(10) 0.0372(9) -0.0073(8) 0.0161(7) -0.0014(7) C20 0.0495(11) 0.0604(13) 0.0388(10) -0.0051(9) 0.0228(9) 0.0002(9) C21 0.0536(12) 0.0667(14) 0.0336(9) 0.0029(9) 0.0149(8) 0.0036(10) C22 0.0441(11) 0.0572(12) 0.0380(10) 0.0072(9) 0.0100(8) 0.0091(9) C23 0.0354(9) 0.0358(9) 0.0359(8) 0.0021(7) 0.0130(7) 0.0026(7) C24 0.0336(9) 0.0422(10) 0.0415(9) 0.0048(8) 0.0118(7) 0.0081(7) C25 0.0352(8) 0.0288(8) 0.0423(9) -0.0002(7) 0.0186(7) 0.0023(6) C26 0.0372(9) 0.0375(9) 0.0533(11) -0.0023(8) 0.0232(8) 0.0017(7) C27 0.0481(11) 0.0395(10) 0.0545(11) -0.0052(8) 0.0335(9) -0.0005(8) C28 0.0507(11) 0.0402(10) 0.0406(10) -0.0026(8) 0.0249(8) -0.0027(8) C29 0.0381(9) 0.0336(9) 0.0371(9) -0.0023(7) 0.0174(7) -0.0025(7) C30 0.0336(8) 0.0250(7) 0.0350(8) -0.0015(6) 0.0153(7) -0.0026(6) C31 0.0272(7) 0.0458(10) 0.0273(7) 0.0032(7) 0.0099(6) -0.0034(7) C32 0.0295(8) 0.0472(10) 0.0295(8) 0.0063(7) 0.0118(6) -0.0060(7) C33 0.0401(9) 0.0489(11) 0.0351(9) 0.0066(8) 0.0165(7) -0.0018(8) C34 0.0397(10) 0.0606(13) 0.0407(10) 0.0199(9) 0.0172(8) 0.0038(9) C35 0.0378(10) 0.0732(14) 0.0304(9) 0.0139(9) 0.0083(7) -0.0086(9) C36 0.0449(10) 0.0581(12) 0.0292(8) 0.0003(8) 0.0123(7) -0.0165(9) C37 0.0362(9) 0.0465(10) 0.0319(8) 0.0053(7) 0.0124(7) -0.0065(8) C38 0.0337(8) 0.0319(8) 0.0331(8) -0.0031(7) 0.0116(7) -0.0005(6) C39 0.0320(8) 0.0272(8) 0.0343(8) -0.0030(6) 0.0113(6) 0.0019(6) C40 0.0335(8) 0.0329(8) 0.0335(8) -0.0045(7) 0.0110(7) 0.0028(7) C41 0.0341(9) 0.0506(11) 0.0383(9) -0.0079(8) 0.0110(8) -0.0018(8) C42 0.0434(11) 0.0601(13) 0.0364(10) -0.0101(9) 0.0073(8) -0.0015(9) C43 0.0563(12) 0.0665(14) 0.0319(9) -0.0043(9) 0.0161(9) 0.0040(10) C44 0.0469(11) 0.0537(12) 0.0413(10) -0.0008(9) 0.0215(8) 0.0009(9) C45 0.0375(9) 0.0359(9) 0.0371(9) -0.0022(7) 0.0149(7) 0.0036(7) C46 0.0347(9) 0.0373(9) 0.0443(10) 0.0006(7) 0.0161(8) 0.0000(7) C47 0.0319(8) 0.0298(8) 0.0399(9) -0.0031(7) 0.0095(7) 0.0009(6) C48 0.0336(9) 0.0380(10) 0.0496(11) -0.0024(8) 0.0076(8) -0.0042(7) C49 0.0403(10) 0.0432(11) 0.0447(10) -0.0062(8) -0.0018(8) -0.0052(8) C50 0.0495(11) 0.0397(10) 0.0342(9) -0.0037(8) 0.0063(8) 0.0027(8) C51 0.0396(9) 0.0330(8) 0.0350(8) -0.0041(7) 0.0108(7) 0.0056(7) C52 0.0331(8) 0.0266(8) 0.0336(8) -0.0033(6) 0.0102(6) 0.0035(6) S1 0.0356(2) 0.0414(2) 0.0332(2) -0.00601(17) 0.01100(17) -0.00378(17) F5 0.1041(15) 0.1425(18) 0.149(2) 0.0808(16) 0.0934(15) 0.0427(13) F6 0.0477(8) 0.0587(9) 0.1355(15) 0.0330(9) 0.0256(9) 0.0110(6) F7 0.0699(11) 0.0559(10) 0.214(2) -0.0078(13) 0.0106(13) -0.0296(8) O1 0.0442(8) 0.0724(11) 0.0659(10) 0.0143(8) 0.0182(7) 0.0142(7) O2 0.0570(10) 0.1326(18) 0.0612(11) -0.0089(11) 0.0354(9) 0.0063(11) O3 0.0991(14) 0.0455(9) 0.0493(9) -0.0075(7) -0.0043(9) -0.0135(9) C53 0.0365(10) 0.0457(12) 0.101(2) 0.0101(12) 0.0235(12) -0.0016(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N2 2.4547(13) . ? Ag1 N3 2.4911(13) . ? Ag1 N1 2.4972(14) . ? Ag1 N4 2.5210(13) . ? F1 C12 1.352(3) . ? F2 C14 1.365(3) . ? F3 C34 1.353(2) . ? F4 C36 1.354(2) . ? N1 C1 1.473(2) . ? N1 C8 1.476(2) . ? N1 C9 1.480(2) . ? N2 C2 1.482(2) . ? N2 C3 1.485(2) . ? N2 C16 1.491(2) . ? N3 C5 1.475(2) . ? N3 C4 1.477(2) . ? N3 C31 1.484(2) . ? N4 C6 1.476(2) . ? N4 C7 1.483(2) . ? N4 C38 1.485(2) . ? C1 C2 1.513(2) . ? C1 H1A 0.9801 . ? C1 H1B 0.9801 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 C4 1.526(2) . ? C3 H3A 0.9799 . ? C3 H3B 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 C6 1.517(2) . ? C5 H5A 0.9801 . ? C5 H5B 0.9799 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 C8 1.519(2) . ? C7 H7A 0.9799 . ? C7 H7B 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9801 . ? C9 C10 1.518(2) . ? C9 H9A 0.9801 . ? C9 H9B 0.9801 . ? C10 C11 1.390(3) . ? C10 C15 1.395(3) . ? C11 C12 1.379(3) . ? C11 H11 0.9401 . ? C12 C13 1.383(4) . ? C13 C14 1.357(4) . ? C13 H13 0.9402 . ? C14 C15 1.379(3) . ? C15 H15 0.9401 . ? C16 C17 1.512(2) . ? C16 H16A 0.9800 . ? C16 H16B 0.9801 . ? C17 C18 1.410(2) . ? C17 C30 1.411(2) . ? C18 C19 1.433(2) . ? C18 C23 1.442(2) . ? C19 C20 1.362(3) . ? C19 H19 0.9400 . ? C20 C21 1.412(3) . ? C20 H20 0.9400 . ? C21 C22 1.353(3) . ? C21 H21 0.9400 . ? C22 C23 1.428(3) . ? C22 H22 0.9400 . ? C23 C24 1.385(3) . ? C24 C25 1.388(3) . ? C24 H24 0.9400 . ? C25 C26 1.434(2) . ? C25 C30 1.434(2) . ? C26 C27 1.349(3) . ? C26 H26 0.9400 . ? C27 C28 1.418(3) . ? C27 H27 0.9400 . ? C28 C29 1.363(3) . ? C28 H28 0.9400 . ? C29 C30 1.431(2) . ? C29 H29 0.9400 . ? C31 C32 1.515(2) . ? C31 H31A 0.9799 . ? C31 H31B 0.9800 . ? C32 C37 1.386(3) . ? C32 C33 1.397(3) . ? C33 C34 1.380(3) . ? C33 H33 0.9400 . ? C34 C35 1.376(3) . ? C35 C36 1.370(3) . ? C35 H35 0.9400 . ? C36 C37 1.382(2) . ? C37 H37 0.9400 . ? C38 C39 1.512(2) . ? C38 H38A 0.9801 . ? C38 H38B 0.9801 . ? C39 C52 1.411(2) . ? C39 C40 1.414(2) . ? C40 C45 1.436(3) . ? C40 C41 1.437(2) . ? C41 C42 1.365(3) . ? C41 H41 0.9399 . ? C42 C43 1.408(3) . ? C42 H42 0.9399 . ? C43 C44 1.351(3) . ? C43 H43 0.9399 . ? C44 C45 1.428(3) . ? C44 H44 0.9401 . ? C45 C46 1.391(3) . ? C46 C47 1.383(3) . ? C46 H46 0.9402 . ? C47 C48 1.429(2) . ? C47 C52 1.433(2) . ? C48 C49 1.351(3) . ? C48 H48 0.9401 . ? C49 C50 1.410(3) . ? C49 H49 0.9399 . ? C50 C51 1.366(3) . ? C50 H50 0.9401 . ? C51 C52 1.438(2) . ? C51 H51 0.9399 . ? S1 O1 1.4223(16) . ? S1 O3 1.4233(16) . ? S1 O2 1.4257(17) . ? S1 C53 1.809(2) . ? F5 C53 1.331(3) . ? F6 C53 1.323(3) . ? F7 C53 1.308(3) . ? 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 N2 Ag1 N3 75.43(4) . . ? N2 Ag1 N1 77.66(4) . . ? N3 Ag1 N1 119.45(4) . . ? N2 Ag1 N4 121.09(4) . . ? N3 Ag1 N4 74.99(4) . . ? N1 Ag1 N4 74.53(4) . . ? C1 N1 C8 111.44(13) . . ? C1 N1 C9 113.07(13) . . ? C8 N1 C9 113.19(14) . . ? C1 N1 Ag1 100.62(9) . . ? C8 N1 Ag1 108.15(10) . . ? C9 N1 Ag1 109.52(10) . . ? C2 N2 C3 109.84(12) . . ? C2 N2 C16 108.46(12) . . ? C3 N2 C16 108.91(13) . . ? C2 N2 Ag1 103.82(9) . . ? C3 N2 Ag1 105.28(9) . . ? C16 N2 Ag1 120.18(9) . . ? C5 N3 C4 110.91(13) . . ? C5 N3 C31 112.86(13) . . ? C4 N3 C31 114.32(13) . . ? C5 N3 Ag1 103.99(9) . . ? C4 N3 Ag1 107.18(9) . . ? C31 N3 Ag1 106.78(9) . . ? C6 N4 C7 110.45(12) . . ? C6 N4 C38 109.45(13) . . ? C7 N4 C38 110.65(13) . . ? C6 N4 Ag1 106.24(9) . . ? C7 N4 Ag1 105.30(9) . . ? C38 N4 Ag1 114.60(10) . . ? N1 C1 C2 113.75(14) . . ? N1 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 . . ? N1 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? N2 C2 C1 114.89(13) . . ? N2 C2 H2A 108.5 . . ? C1 C2 H2A 108.6 . . ? N2 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? N2 C3 C4 113.83(13) . . ? N2 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? N2 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? N3 C4 C3 112.42(13) . . ? N3 C4 H4A 109.1 . . ? C3 C4 H4A 109.1 . . ? N3 C4 H4B 109.1 . . ? C3 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? N3 C5 C6 113.64(13) . . ? N3 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? N3 C5 H5B 108.8 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N4 C6 C5 113.78(13) . . ? N4 C6 H6A 108.8 . . ? C5 C6 H6A 108.8 . . ? N4 C6 H6B 108.8 . . ? C5 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N4 C7 C8 114.44(13) . . ? N4 C7 H7A 108.6 . . ? C8 C7 H7A 108.7 . . ? N4 C7 H7B 108.7 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? N1 C8 C7 114.00(14) . . ? N1 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N1 C8 H8B 108.8 . . ? C7 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? N1 C9 C10 116.09(14) . . ? N1 C9 H9A 108.3 . . ? C10 C9 H9A 108.3 . . ? N1 C9 H9B 108.2 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C15 119.28(18) . . ? C11 C10 C9 121.57(18) . . ? C15 C10 C9 119.14(19) . . ? C12 C11 C10 118.9(2) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.5 . . ? F1 C12 C11 118.4(2) . . ? F1 C12 C13 118.6(2) . . ? C11 C12 C13 123.1(2) . . ? C14 C13 C12 116.1(2) . . ? C14 C13 H13 121.9 . . ? C12 C13 H13 122.0 . . ? C13 C14 F2 118.3(2) . . ? C13 C14 C15 124.1(2) . . ? F2 C14 C15 117.6(2) . . ? C14 C15 C10 118.5(2) . . ? C14 C15 H15 120.7 . . ? C10 C15 H15 120.8 . . ? N2 C16 C17 114.62(13) . . ? N2 C16 H16A 108.7 . . ? C17 C16 H16A 108.6 . . ? N2 C16 H16B 108.6 . . ? C17 C16 H16B 108.6 . . ? H16A C16 H16B 107.6 . . ? C18 C17 C30 120.00(15) . . ? C18 C17 C16 122.08(14) . . ? C30 C17 C16 117.78(14) . . ? C17 C18 C19 124.14(16) . . ? C17 C18 C23 119.45(15) . . ? C19 C18 C23 116.41(16) . . ? C20 C19 C18 121.66(18) . . ? C20 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? C19 C20 C21 121.32(19) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.3 . . ? C22 C21 C20 119.56(19) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C21 C22 C23 121.36(18) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C24 C23 C22 120.98(17) . . ? C24 C23 C18 119.28(16) . . ? C22 C23 C18 119.69(17) . . ? C23 C24 C25 122.22(16) . . ? C23 C24 H24 118.9 . . ? C25 C24 H24 118.9 . . ? C24 C25 C26 121.74(17) . . ? C24 C25 C30 119.06(16) . . ? C26 C25 C30 119.16(16) . . ? C27 C26 C25 121.57(18) . . ? C27 C26 H26 119.2 . . ? C25 C26 H26 119.2 . . ? C26 C27 C28 119.71(17) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C29 C28 C27 120.71(18) . . ? C29 C28 H28 119.6 . . ? C27 C28 H28 119.6 . . ? C28 C29 C30 121.84(17) . . ? C28 C29 H29 119.1 . . ? C30 C29 H29 119.1 . . ? C17 C30 C29 123.11(15) . . ? C17 C30 C25 119.89(15) . . ? C29 C30 C25 116.94(15) . . ? N3 C31 C32 116.27(13) . . ? N3 C31 H31A 108.2 . . ? C32 C31 H31A 108.3 . . ? N3 C31 H31B 108.2 . . ? C32 C31 H31B 108.2 . . ? H31A C31 H31B 107.4 . . ? C37 C32 C33 119.37(16) . . ? C37 C32 C31 119.03(17) . . ? C33 C32 C31 121.58(17) . . ? C34 C33 C32 118.50(19) . . ? C34 C33 H33 120.8 . . ? C32 C33 H33 120.7 . . ? F3 C34 C35 118.26(18) . . ? F3 C34 C33 118.2(2) . . ? C35 C34 C33 123.6(2) . . ? C36 C35 C34 116.13(17) . . ? C36 C35 H35 121.9 . . ? C34 C35 H35 121.9 . . ? F4 C36 C35 118.75(17) . . ? F4 C36 C37 117.9(2) . . ? C35 C36 C37 123.3(2) . . ? C36 C37 C32 119.09(19) . . ? C36 C37 H37 120.5 . . ? C32 C37 H37 120.4 . . ? N4 C38 C39 111.47(14) . . ? N4 C38 H38A 109.3 . . ? C39 C38 H38A 109.4 . . ? N4 C38 H38B 109.3 . . ? C39 C38 H38B 109.3 . . ? H38A C38 H38B 108.0 . . ? C52 C39 C40 119.41(16) . . ? C52 C39 C38 118.06(15) . . ? C40 C39 C38 122.52(15) . . ? C39 C40 C45 119.69(15) . . ? C39 C40 C41 123.52(17) . . ? C45 C40 C41 116.78(16) . . ? C42 C41 C40 121.21(19) . . ? C42 C41 H41 119.4 . . ? C40 C41 H41 119.4 . . ? C41 C42 C43 121.27(19) . . ? C41 C42 H42 119.4 . . ? C43 C42 H42 119.4 . . ? C44 C43 C42 119.81(19) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C43 C44 C45 121.35(19) . . ? C43 C44 H44 119.3 . . ? C45 C44 H44 119.3 . . ? C46 C45 C44 120.95(17) . . ? C46 C45 C40 119.47(16) . . ? C44 C45 C40 119.56(17) . . ? C47 C46 C45 121.80(17) . . ? C47 C46 H46 119.1 . . ? C45 C46 H46 119.1 . . ? C46 C47 C48 121.53(17) . . ? C46 C47 C52 119.31(16) . . ? C48 C47 C52 119.13(17) . . ? C49 C48 C47 121.44(19) . . ? C49 C48 H48 119.3 . . ? C47 C48 H48 119.3 . . ? C48 C49 C50 120.19(18) . . ? C48 C49 H49 119.9 . . ? C50 C49 H49 119.9 . . ? C51 C50 C49 120.69(18) . . ? C51 C50 H50 119.6 . . ? C49 C50 H50 119.7 . . ? C50 C51 C52 121.31(18) . . ? C50 C51 H51 119.4 . . ? C52 C51 H51 119.3 . . ? C39 C52 C47 120.24(15) . . ? C39 C52 C51 122.48(16) . . ? C47 C52 C51 117.23(15) . . ? O1 S1 O3 117.10(12) . . ? O1 S1 O2 115.04(11) . . ? O3 S1 O2 112.44(13) . . ? O1 S1 C53 104.14(10) . . ? O3 S1 C53 103.12(12) . . ? O2 S1 C53 102.62(14) . . ? F7 C53 F6 108.8(2) . . ? F7 C53 F5 105.1(2) . . ? F6 C53 F5 106.5(2) . . ? F7 C53 S1 112.1(2) . . ? F6 C53 S1 112.81(15) . . ? F5 C53 S1 111.05(18) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.665 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.056 #==END