# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Veige, Adam' _publ_contact_author_email veige@chem.ufl.edu _publ_section_title ; A new chiral di-N-heterocyclic carbene (NHC) cyclophane ligand and its application in palladium enantioselective catalysis. ; loop_ _publ_author_name M.Jeletic K.Abboud I.Ghiviriga A.Veige # Attachment 'mj28.cif.txt' data_mj28 _database_code_depnum_ccdc_archive 'CCDC 772064' #TrackingRef 'mj28.cif.txt' _audit_update_record ; 2009-10-02 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H43 Cl F3 N4 O4 Pd S' _chemical_formula_weight 958.76 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.7929(10) _cell_length_b 18.7805(17) _cell_length_c 11.1768(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.926(1) _cell_angle_gamma 90.00 _cell_volume 2143.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 447 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.0 _exptl_crystal_description needles _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 982 _exptl_absorpt_coefficient_mu 0.607 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8504 _exptl_absorpt_correction_T_max 0.9486 _exptl_absorpt_process_details 'based on measured indexed crystal faces, Bruker SHELXTL v6.12 (Bruker 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_reflns_number 19749 _diffrn_reflns_av_R_equivalents 0.0149 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9600 _reflns_number_gt 9418 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2 (Bruker, 2008)' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT (Bruker, 2008)' _computing_structure_solution 'Bruker SHELXTL (Bruker, 2008)' _computing_structure_refinement 'Bruker SHELXTL' _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. The asymmetric unit consists of the Pd complex cation, a triflate anion and a thf molecule disordered against a chloroform solvent molecule. The C19-C21 allyl group is disordered with the middle CH unit occupying two positions. The disordered parts were refined with dependent occupation factors; major to minor ration refined to 0.78(1) to 0.22(1), respectively. The tfh molecule site occupation factor was fixed at 0.7 while that of the chloroform molecule was fixed at 0.3. ; _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^)+(0.0342P)^2^+1.1915P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(13) _refine_ls_number_reflns 9600 _refine_ls_number_parameters 552 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0650 _refine_ls_wR_factor_gt 0.0646 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.004 _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 Pd1 Pd 0.750441(12) 0.517419(9) 0.069211(12) 0.01465(4) Uani 1 1 d . . . S1 S 0.76808(6) 0.95180(3) 0.28985(5) 0.02214(11) Uani 1 1 d . . . F1 F 0.8595(2) 0.98572(11) 0.10643(18) 0.0530(5) Uani 1 1 d . . . F2 F 0.9751(2) 0.90821(12) 0.2360(2) 0.0545(5) Uani 1 1 d . . . F3 F 0.98330(19) 1.01717(18) 0.2924(2) 0.0690(6) Uani 1 1 d . . . O1 O 0.70629(19) 1.02036(15) 0.27677(17) 0.0389(4) Uani 1 1 d . . . O2 O 0.83469(19) 0.92982(11) 0.41746(17) 0.0315(4) Uani 1 1 d . . . O3 O 0.6926(2) 0.89714(11) 0.2086(2) 0.0382(5) Uani 1 1 d . . . O4 O 0.5771(7) 0.7617(3) 0.4785(5) 0.107(2) Uani 0.70 1 d P A 4 N1 N 0.54939(15) 0.52048(14) 0.20541(15) 0.0177(3) Uani 1 1 d . . . N2 N 0.80892(17) 0.65616(10) 0.20910(18) 0.0172(4) Uani 1 1 d . . . N3 N 0.72186(17) 0.46362(10) 0.31796(17) 0.0161(3) Uani 1 1 d . . . N4 N 0.95828(17) 0.57939(10) 0.30330(17) 0.0165(4) Uani 1 1 d . . . C1 C 0.8539(2) 0.59016(12) 0.1977(2) 0.0157(4) Uani 1 1 d . B . C2 C 0.8842(2) 0.68838(12) 0.3222(2) 0.0187(4) Uani 1 1 d . B . C3 C 0.8764(2) 0.75483(13) 0.3739(3) 0.0266(5) Uani 1 1 d . . . H3A H 0.8118 0.7888 0.3316 0.032 Uiso 1 1 calc R B . C4 C 0.9686(2) 0.76878(16) 0.4912(3) 0.0335(6) Uani 1 1 d . B . H4A H 0.9672 0.8135 0.5304 0.040 Uiso 1 1 calc R . . C5 C 1.0634(3) 0.71865(16) 0.5529(3) 0.0363(6) Uani 1 1 d . . . H5A H 1.1237 0.7302 0.6335 0.044 Uiso 1 1 calc R B . C6 C 1.0727(2) 0.65239(14) 0.5007(2) 0.0262(5) Uani 1 1 d . B . H6A H 1.1379 0.6186 0.5425 0.031 Uiso 1 1 calc R . . C7 C 0.9798(2) 0.63880(12) 0.3829(2) 0.0193(4) Uani 1 1 d . B . C8 C 0.6977(2) 0.69185(12) 0.1168(2) 0.0182(4) Uani 1 1 d . B . H8A H 0.6950 0.6775 0.0308 0.022 Uiso 1 1 calc R . . H8B H 0.7128 0.7439 0.1241 0.022 Uiso 1 1 calc R . . C9 C 0.5628(2) 0.67580(11) 0.1316(2) 0.0167(4) Uani 1 1 d . . . H9A H 0.5763 0.6595 0.2201 0.020 Uiso 1 1 calc R B . C10 C 0.4854(2) 0.61730(11) 0.0376(2) 0.0174(4) Uani 1 1 d . B . H10A H 0.5406 0.6018 -0.0142 0.021 Uiso 1 1 calc R . . C11 C 0.4473(2) 0.55058(13) 0.0967(2) 0.0222(5) Uani 1 1 d . B . H11A H 0.3707 0.5623 0.1233 0.027 Uiso 1 1 calc R . . H11B H 0.4193 0.5134 0.0305 0.027 Uiso 1 1 calc R . . C12 C 0.5305(2) 0.50656(12) 0.3208(2) 0.0192(5) Uani 1 1 d . B . C13 C 0.4276(2) 0.5215(2) 0.3660(2) 0.0310(5) Uani 1 1 d . . . H13A H 0.3528 0.5475 0.3172 0.037 Uiso 1 1 calc R B . C14 C 0.4397(3) 0.49642(16) 0.4861(3) 0.0382(7) Uani 1 1 d . B . H14A H 0.3715 0.5057 0.5204 0.046 Uiso 1 1 calc R . . C15 C 0.5495(3) 0.45790(18) 0.5579(3) 0.0380(7) Uani 1 1 d . . . H15A H 0.5531 0.4404 0.6387 0.046 Uiso 1 1 calc R B . C16 C 0.6539(3) 0.44460(15) 0.5132(2) 0.0297(5) Uani 1 1 d . B . H16A H 0.7297 0.4196 0.5625 0.036 Uiso 1 1 calc R . . C17 C 0.6417(2) 0.46958(12) 0.3937(2) 0.0198(4) Uani 1 1 d . B . C18 C 0.6662(2) 0.49417(11) 0.2032(2) 0.0155(4) Uani 1 1 d . B . C19 C 0.8183(3) 0.53174(16) -0.0920(2) 0.0355(7) Uani 1 1 d . B . H19A H 0.8834 0.5068 -0.0278 0.053 Uiso 0.780(8) 1 calc PR B 1 H19B H 0.8408 0.5737 -0.1278 0.053 Uiso 0.780(8) 1 calc PR B 1 H19C H 0.7817 0.5716 -0.0632 0.053 Uiso 0.220(8) 1 calc PR B 2 H19D H 0.8973 0.5369 -0.1113 0.053 Uiso 0.220(8) 1 calc PR B 2 C20 C 0.6919(3) 0.50724(17) -0.1332(3) 0.0242(8) Uiso 0.780(8) 1 d P B 1 H20A H 0.6290 0.5333 -0.1976 0.029 Uiso 0.780(8) 1 calc PR B 1 C20' C 0.7593(11) 0.4692(7) -0.1053(11) 0.027(3) Uiso 0.220(8) 1 d P B 2 H20B H 0.8038 0.4330 -0.1347 0.032 Uiso 0.220(8) 1 calc PR B 2 C21 C 0.6505(3) 0.44635(14) -0.0862(2) 0.0253(5) Uani 1 1 d . B . H21A H 0.7113 0.4192 -0.0218 0.038 Uiso 0.780(8) 1 calc PR B 1 H21B H 0.5614 0.4320 -0.1185 0.038 Uiso 0.780(8) 1 calc PR B 1 H21C H 0.5987 0.4784 -0.0569 0.038 Uiso 0.220(8) 1 calc PR B 2 H21D H 0.6246 0.3980 -0.1019 0.038 Uiso 0.220(8) 1 calc PR B 2 C22 C 0.4803(2) 0.74628(12) 0.1068(2) 0.0177(4) Uani 1 1 d . B . H22A H 0.5246 0.7850 0.1669 0.021 Uiso 1 1 calc R . . C23 C 0.3558(2) 0.65012(12) -0.0547(2) 0.0180(4) Uani 1 1 d . . . H23A H 0.3046 0.6147 -0.1185 0.022 Uiso 1 1 calc R B . C24 C 0.3475(2) 0.72813(12) 0.1167(2) 0.0188(4) Uani 1 1 d . . . C25 C 0.2946(2) 0.75518(14) 0.2056(2) 0.0263(5) Uani 1 1 d . B . H25A H 0.3418 0.7892 0.2663 0.032 Uiso 1 1 calc R . . C26 C 0.1715(3) 0.73180(15) 0.2044(3) 0.0313(6) Uani 1 1 d . . . H26A H 0.1342 0.7504 0.2641 0.038 Uiso 1 1 calc R B . C27 C 0.1029(3) 0.68139(15) 0.1163(3) 0.0302(6) Uani 1 1 d . B . H27A H 0.0187 0.6661 0.1157 0.036 Uiso 1 1 calc R . . C28 C 0.1570(2) 0.65330(13) 0.0291(2) 0.0237(5) Uani 1 1 d . . . H28A H 0.1111 0.6181 -0.0295 0.028 Uiso 1 1 calc R B . C29 C 0.2795(2) 0.67734(12) 0.0285(2) 0.0193(4) Uani 1 1 d . B . C30 C 0.3983(2) 0.71305(12) -0.1157(2) 0.0181(4) Uani 1 1 d . B . C31 C 0.3849(2) 0.71925(13) -0.2432(2) 0.0227(5) Uani 1 1 d . . . H31A H 0.3432 0.6828 -0.3012 0.027 Uiso 1 1 calc R B . C32 C 0.4337(2) 0.78004(14) -0.2850(2) 0.0261(5) Uani 1 1 d . B . H32A H 0.4229 0.7856 -0.3722 0.031 Uiso 1 1 calc R . . C33 C 0.4979(2) 0.83224(14) -0.1991(2) 0.0257(5) Uani 1 1 d . . . H33A H 0.5314 0.8731 -0.2282 0.031 Uiso 1 1 calc R B . C34 C 0.5137(2) 0.82541(13) -0.0708(2) 0.0206(4) Uani 1 1 d . B . H34A H 0.5586 0.8610 -0.0124 0.025 Uiso 1 1 calc R . . C35 C 0.4633(2) 0.76593(12) -0.0295(2) 0.0173(4) Uani 1 1 d . . . C36 C 1.05566(18) 0.52188(17) 0.32628(19) 0.0211(4) Uani 1 1 d . B . H36A H 1.0824 0.5087 0.4169 0.025 Uiso 1 1 calc R . . H36B H 1.1342 0.5404 0.3093 0.025 Uiso 1 1 calc R . . C37 C 0.8484(2) 0.42669(14) 0.3639(2) 0.0227(5) Uani 1 1 d . B . H37A H 0.8357 0.3809 0.4024 0.027 Uiso 1 1 calc R . . H37B H 0.9094 0.4559 0.4315 0.027 Uiso 1 1 calc R . . C38 C 1.0105(2) 0.45591(12) 0.2487(2) 0.0191(4) Uani 1 1 d . . . C39 C 1.0732(2) 0.43556(13) 0.1627(2) 0.0248(5) Uani 1 1 d . B . H39A H 1.1408 0.4647 0.1521 0.030 Uiso 1 1 calc R . . C40 C 1.0386(3) 0.37370(15) 0.0928(3) 0.0290(5) Uani 1 1 d . . . H40A H 1.0834 0.3602 0.0359 0.035 Uiso 1 1 calc R B . C41 C 0.9385(3) 0.33125(14) 0.1057(3) 0.0299(5) Uani 1 1 d . B . H41A H 0.9135 0.2892 0.0565 0.036 Uiso 1 1 calc R . . C42 C 0.8755(2) 0.35037(12) 0.1901(2) 0.0229(5) Uani 1 1 d . . . H42A H 0.8063 0.3214 0.1979 0.027 Uiso 1 1 calc R B . C43 C 0.9115(2) 0.41179(12) 0.2647(2) 0.0187(4) Uani 1 1 d . B . C44 C 0.9035(3) 0.96657(17) 0.2280(3) 0.0373(6) Uani 1 1 d . . . C45 C 0.5646(7) 0.6865(5) 0.4950(8) 0.0811(14) Uani 0.70 1 d P A 4 H45A H 0.5270 0.6625 0.4122 0.097 Uiso 0.70 1 calc PR A 4 H45B H 0.5077 0.6770 0.5470 0.097 Uiso 0.70 1 calc PR A 4 C46 C 0.7061(7) 0.6600(5) 0.5631(7) 0.0811(14) Uani 0.70 1 d P A 4 H46A H 0.7617 0.6597 0.5079 0.097 Uiso 0.70 1 calc PR A 4 H46B H 0.7095 0.6133 0.6050 0.097 Uiso 0.70 1 calc PR A 4 C47 C 0.7345(9) 0.7237(5) 0.6564(9) 0.0811(14) Uani 0.70 1 d P A 4 H47A H 0.6850 0.7168 0.7162 0.097 Uiso 0.70 1 calc PR A 4 H47B H 0.8289 0.7237 0.7061 0.097 Uiso 0.70 1 calc PR A 4 C48 C 0.6987(9) 0.7956(8) 0.5928(10) 0.0811(14) Uani 0.70 1 d P A 4 H48A H 0.7683 0.8160 0.5634 0.097 Uiso 0.70 1 calc PR A 4 H48B H 0.6703 0.8305 0.6450 0.097 Uiso 0.70 1 calc PR A 4 C49 C 0.739(2) 0.7214(3) 0.6297(6) 0.074(6) Uiso 0.30 1 d PD C 3 H49A H 0.8236 0.7137 0.6132 0.089 Uiso 0.30 1 calc PR C 3 Cl1 Cl 0.6281(5) 0.6577(2) 0.5484(4) 0.0671(6) Uani 0.30 1 d PD C 3 Cl2 Cl 0.6752(6) 0.8028(3) 0.5678(6) 0.0671(6) Uani 0.30 1 d PD C 3 Cl3 Cl 0.7662(4) 0.7138(2) 0.7902(4) 0.0671(6) Uani 0.30 1 d PD C 3 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 Pd1 0.01313(6) 0.01687(7) 0.01315(6) 0.00097(7) 0.00314(4) -0.00170(7) S1 0.0230(3) 0.0234(3) 0.0211(3) -0.0012(2) 0.0085(2) 0.0003(2) F1 0.0709(13) 0.0596(11) 0.0442(10) 0.0185(9) 0.0404(10) 0.0223(10) F2 0.0487(11) 0.0676(13) 0.0594(12) 0.0173(10) 0.0342(10) 0.0285(10) F3 0.0533(11) 0.0744(13) 0.0916(15) -0.0133(19) 0.0403(11) -0.0306(16) O1 0.0523(10) 0.0302(9) 0.0454(10) 0.0095(12) 0.0313(8) 0.0144(13) O2 0.0374(10) 0.0365(11) 0.0197(8) -0.0025(8) 0.0079(8) -0.0003(8) O3 0.0334(10) 0.0379(11) 0.0338(11) -0.0067(9) -0.0024(8) -0.0066(9) O4 0.172(6) 0.085(4) 0.048(3) 0.011(3) 0.015(3) -0.013(4) N1 0.0139(7) 0.0165(8) 0.0230(7) 0.0015(10) 0.0062(6) 0.0004(10) N2 0.0127(8) 0.0159(9) 0.0205(9) 0.0024(7) 0.0020(7) -0.0025(7) N3 0.0165(8) 0.0167(8) 0.0147(8) 0.0006(7) 0.0045(7) -0.0006(7) N4 0.0128(8) 0.0159(9) 0.0186(9) -0.0011(7) 0.0020(7) 0.0003(7) C1 0.0137(9) 0.0163(10) 0.0186(10) 0.0025(8) 0.0070(8) -0.0015(8) C2 0.0112(9) 0.0193(10) 0.0227(11) -0.0008(9) 0.0014(8) -0.0013(8) C3 0.0162(10) 0.0186(11) 0.0403(14) -0.0029(10) 0.0027(10) 0.0005(8) C4 0.0230(14) 0.0265(13) 0.0445(16) -0.0174(12) 0.0020(14) -0.0007(12) C5 0.0232(12) 0.0352(15) 0.0383(15) -0.0151(12) -0.0068(11) 0.0021(11) C6 0.0177(11) 0.0265(12) 0.0272(12) -0.0046(10) -0.0027(9) 0.0025(9) C7 0.014(1) 0.0169(10) 0.0245(11) -0.0029(9) 0.0030(8) -0.0023(8) C8 0.0127(9) 0.0179(10) 0.0207(10) 0.0057(8) 0.0010(8) -0.0006(8) C9 0.0135(9) 0.0159(10) 0.0189(10) 0.0031(8) 0.0026(8) -0.0009(8) C10 0.0114(9) 0.0153(10) 0.0229(11) 0.0025(8) 0.0020(8) -0.0006(7) C11 0.0143(10) 0.0181(11) 0.0317(12) 0.0073(9) 0.0038(9) 0.0010(8) C12 0.0188(9) 0.0157(14) 0.0242(10) -0.0044(9) 0.0084(8) -0.0044(8) C13 0.0241(10) 0.0345(13) 0.0399(12) -0.0084(16) 0.0179(9) -0.0062(15) C14 0.0342(13) 0.0525(19) 0.0367(14) -0.0119(12) 0.0236(12) -0.0105(11) C15 0.0419(16) 0.0560(19) 0.0216(12) -0.0062(12) 0.0178(11) -0.0153(14) C16 0.0309(13) 0.0371(14) 0.0203(11) -0.0021(10) 0.0071(10) -0.0093(11) C17 0.0205(10) 0.0196(10) 0.0198(10) -0.0042(8) 0.0075(9) -0.0058(8) C18 0.0130(9) 0.0128(9) 0.0187(10) -0.0001(7) 0.0022(8) -0.0018(7) C19 0.0452(14) 0.046(2) 0.0209(11) -0.0051(11) 0.0189(10) -0.0144(13) C21 0.0292(12) 0.0278(12) 0.0174(10) -0.0052(9) 0.0055(9) -0.0061(10) C22 0.0155(10) 0.0170(11) 0.0192(11) 0.0003(9) 0.0038(8) 0.0007(8) C23 0.0123(9) 0.0175(10) 0.0211(10) 0.0011(8) 0.0013(8) -0.0001(8) C24 0.0166(10) 0.0187(10) 0.0215(11) 0.0057(8) 0.0070(8) 0.0023(8) C25 0.0251(12) 0.0272(12) 0.0284(12) 0.0038(10) 0.0114(10) 0.0027(9) C26 0.0316(13) 0.0333(14) 0.0358(14) 0.0075(11) 0.0204(11) 0.0056(11) C27 0.0213(12) 0.0302(13) 0.0438(15) 0.0163(12) 0.0168(11) 0.0041(10) C28 0.015(1) 0.0201(11) 0.0344(13) 0.0079(10) 0.0057(9) -0.0001(8) C29 0.0146(10) 0.0182(10) 0.0240(11) 0.0061(9) 0.0047(8) 0.0026(8) C30 0.0111(9) 0.0198(10) 0.0209(10) 0.0017(8) 0.0020(8) 0.0014(7) C31 0.0165(10) 0.0279(12) 0.0207(11) 0.0010(9) 0.0018(8) 0.0042(9) C32 0.0214(11) 0.0351(13) 0.0226(11) 0.0091(10) 0.0083(9) 0.0082(10) C33 0.0220(11) 0.0257(12) 0.0316(13) 0.0119(10) 0.0119(10) 0.0073(9) C34 0.0158(10) 0.0177(11) 0.0281(12) 0.0026(9) 0.0070(9) 0.0038(8) C35 0.0133(9) 0.0187(10) 0.0189(11) 0.0035(9) 0.0037(7) 0.0044(8) C36 0.0147(8) 0.0189(10) 0.0259(9) -0.0014(12) 0.0012(7) 0.0022(11) C37 0.0158(10) 0.0298(12) 0.0194(11) 0.0089(9) 0.0014(8) 0.0048(9) C38 0.0138(9) 0.0188(11) 0.0216(10) 0.0019(9) 0.0016(8) 0.0019(8) C39 0.0186(10) 0.0263(12) 0.0305(12) -0.0014(10) 0.0095(9) -0.0009(9) C40 0.0273(13) 0.0321(14) 0.0292(13) -0.0061(11) 0.0113(10) 0.0056(11) C41 0.0305(13) 0.0208(12) 0.0325(13) -0.0072(10) 0.002(1) 0.0022(10) C42 0.0177(10) 0.0179(11) 0.0275(12) 0.0044(9) -0.0002(9) -0.0011(8) C43 0.0147(9) 0.0191(11) 0.0195(10) 0.0041(9) 0.0015(8) 0.0021(8) C44 0.0377(15) 0.0404(16) 0.0410(16) 0.0045(13) 0.0225(13) 0.0032(12) C45 0.060(2) 0.113(4) 0.085(3) -0.016(2) 0.045(2) -0.006(2) C46 0.060(2) 0.113(4) 0.085(3) -0.016(2) 0.045(2) -0.006(2) C47 0.060(2) 0.113(4) 0.085(3) -0.016(2) 0.045(2) -0.006(2) C48 0.060(2) 0.113(4) 0.085(3) -0.016(2) 0.045(2) -0.006(2) Cl1 0.0748(15) 0.0560(11) 0.0723(14) 0.0049(10) 0.0267(12) 0.0127(10) Cl2 0.0748(15) 0.0560(11) 0.0723(14) 0.0049(10) 0.0267(12) 0.0127(10) Cl3 0.0748(15) 0.0560(11) 0.0723(14) 0.0049(10) 0.0267(12) 0.0127(10) _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 Pd1 C1 2.034(2) . ? Pd1 C18 2.036(2) . ? Pd1 C20 2.151(3) . ? Pd1 C19 2.171(2) . ? Pd1 C21 2.179(2) . ? Pd1 C20' 2.181(12) . ? S1 O2 1.4340(19) . ? S1 O1 1.436(3) . ? S1 O3 1.436(2) . ? S1 C44 1.830(3) . ? F1 C44 1.335(4) . ? F2 C44 1.327(4) . ? F3 C44 1.327(4) . ? O4 C45 1.436(10) . ? O4 C48 1.635(13) . ? N1 C18 1.361(3) . ? N1 C12 1.394(3) . ? N1 C11 1.463(3) . ? N2 C1 1.352(3) . ? N2 C2 1.399(3) . ? N2 C8 1.466(3) . ? N3 C18 1.355(3) . ? N3 C17 1.398(3) . ? N3 C37 1.468(3) . ? N4 C1 1.357(3) . ? N4 C7 1.399(3) . ? N4 C36 1.470(3) . ? C2 C3 1.390(3) . ? C2 C7 1.392(3) . ? C3 C4 1.390(4) . ? C3 H3A 0.9500 . ? C4 C5 1.396(4) . ? C4 H4A 0.9500 . ? C5 C6 1.392(4) . ? C5 H5A 0.9500 . ? C6 C7 1.395(3) . ? C6 H6A 0.9500 . ? C8 C9 1.547(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.562(3) . ? C9 C22 1.569(3) . ? C9 H9A 1.0000 . ? C10 C11 1.533(3) . ? C10 C23 1.569(3) . ? C10 H10A 1.0000 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.390(3) . ? C12 C17 1.397(3) . ? C13 C14 1.388(4) . ? C13 H13A 0.9500 . ? C14 C15 1.398(5) . ? C14 H14A 0.9500 . ? C15 C16 1.396(4) . ? C15 H15A 0.9500 . ? C16 C17 1.380(3) . ? C16 H16A 0.9500 . ? C19 C20' 1.322(13) . ? C19 C20 1.370(4) . ? C19 H19A 0.9500 . ? C19 H19B 0.9500 . ? C19 H19C 0.9500 . ? C19 H19D 0.9500 . ? C20 C21 1.391(4) . ? C20 H20A 0.9500 . ? C20' C21 1.331(12) . ? C20' H20B 0.9500 . ? C21 H21A 0.9500 . ? C21 H21B 0.9500 . ? C21 H21C 0.9500 . ? C21 H21D 0.9500 . ? C22 C24 1.511(3) . ? C22 C35 1.519(3) . ? C22 H22A 1.0000 . ? C23 C30 1.508(3) . ? C23 C29 1.517(3) . ? C23 H23A 1.0000 . ? C24 C25 1.393(3) . ? C24 C29 1.397(3) . ? C25 C26 1.396(4) . ? C25 H25A 0.9500 . ? C26 C27 1.394(4) . ? C26 H26A 0.9500 . ? C27 C28 1.392(4) . ? C27 H27A 0.9500 . ? C28 C29 1.399(3) . ? C28 H28A 0.9500 . ? C30 C31 1.390(3) . ? C30 C35 1.403(3) . ? C31 C32 1.399(4) . ? C31 H31A 0.9500 . ? C32 C33 1.390(4) . ? C32 H32A 0.9500 . ? C33 C34 1.394(3) . ? C33 H33A 0.9500 . ? C34 C35 1.386(3) . ? C34 H34A 0.9500 . ? C36 C38 1.500(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C43 1.504(3) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.396(3) . ? C38 C43 1.408(3) . ? C39 C40 1.382(4) . ? C39 H39A 0.9500 . ? C40 C41 1.387(4) . ? C40 H40A 0.9500 . ? C41 C42 1.378(4) . ? C41 H41A 0.9500 . ? C42 C43 1.402(3) . ? C42 H42A 0.9500 . ? C45 C46 1.550(11) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.550(11) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.516(15) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 Cl3 1.727(9) . ? C49 Cl1 1.727(9) . ? C49 Cl2 1.727(9) . ? C49 H49A 1.0000 . ? 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 C1 Pd1 C18 84.18(8) . . ? C1 Pd1 C20 135.16(10) . . ? C18 Pd1 C20 134.9(1) . . ? C1 Pd1 C19 104.31(9) . . ? C18 Pd1 C19 171.42(9) . . ? C20 Pd1 C19 36.95(11) . . ? C1 Pd1 C21 172.33(9) . . ? C18 Pd1 C21 103.38(9) . . ? C20 Pd1 C21 37.48(10) . . ? C19 Pd1 C21 68.1(1) . . ? C1 Pd1 C20' 137.5(3) . . ? C18 Pd1 C20' 136.8(3) . . ? C20 Pd1 C20' 26.5(3) . . ? C19 Pd1 C20' 35.4(3) . . ? C21 Pd1 C20' 35.5(3) . . ? O2 S1 O1 115.21(11) . . ? O2 S1 O3 114.94(12) . . ? O1 S1 O3 115.29(13) . . ? O2 S1 C44 102.44(13) . . ? O1 S1 C44 103.14(13) . . ? O3 S1 C44 103.20(14) . . ? C45 O4 C48 111.6(7) . . ? C18 N1 C12 111.25(18) . . ? C18 N1 C11 125.26(18) . . ? C12 N1 C11 122.97(17) . . ? C1 N2 C2 111.13(18) . . ? C1 N2 C8 126.13(19) . . ? C2 N2 C8 122.73(19) . . ? C18 N3 C17 111.59(18) . . ? C18 N3 C37 127.45(18) . . ? C17 N3 C37 120.96(18) . . ? C1 N4 C7 110.75(18) . . ? C1 N4 C36 127.33(18) . . ? C7 N4 C36 120.85(18) . . ? N2 C1 N4 106.08(19) . . ? N2 C1 Pd1 123.42(15) . . ? N4 C1 Pd1 128.68(16) . . ? C3 C2 C7 122.2(2) . . ? C3 C2 N2 132.0(2) . . ? C7 C2 N2 105.84(19) . . ? C2 C3 C4 116.1(2) . . ? C2 C3 H3A 121.9 . . ? C4 C3 H3A 121.9 . . ? C3 C4 C5 121.6(2) . . ? C3 C4 H4A 119.2 . . ? C5 C4 H4A 119.2 . . ? C6 C5 C4 122.5(3) . . ? C6 C5 H5A 118.8 . . ? C4 C5 H5A 118.8 . . ? C5 C6 C7 115.6(2) . . ? C5 C6 H6A 122.2 . . ? C7 C6 H6A 122.2 . . ? C2 C7 C6 122.0(2) . . ? C2 C7 N4 106.20(19) . . ? C6 C7 N4 131.8(2) . . ? N2 C8 C9 114.82(18) . . ? N2 C8 H8A 108.6 . . ? C9 C8 H8A 108.6 . . ? N2 C8 H8B 108.6 . . ? C9 C8 H8B 108.6 . . ? H8A C8 H8B 107.5 . . ? C8 C9 C10 112.46(18) . . ? C8 C9 C22 108.47(17) . . ? C10 C9 C22 108.98(17) . . ? C8 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? C22 C9 H9A 109.0 . . ? C11 C10 C9 116.43(19) . . ? C11 C10 C23 107.35(17) . . ? C9 C10 C23 109.51(17) . . ? C11 C10 H10A 107.7 . . ? C9 C10 H10A 107.7 . . ? C23 C10 H10A 107.7 . . ? N1 C11 C10 116.01(19) . . ? N1 C11 H11A 108.3 . . ? C10 C11 H11A 108.3 . . ? N1 C11 H11B 108.3 . . ? C10 C11 H11B 108.3 . . ? H11A C11 H11B 107.4 . . ? C13 C12 N1 132.2(2) . . ? C13 C12 C17 121.6(2) . . ? N1 C12 C17 106.14(18) . . ? C14 C13 C12 116.6(3) . . ? C14 C13 H13A 121.7 . . ? C12 C13 H13A 121.7 . . ? C13 C14 C15 121.8(2) . . ? C13 C14 H14A 119.1 . . ? C15 C14 H14A 119.1 . . ? C16 C15 C14 121.3(3) . . ? C16 C15 H15A 119.3 . . ? C14 C15 H15A 119.3 . . ? C17 C16 C15 116.8(3) . . ? C17 C16 H16A 121.6 . . ? C15 C16 H16A 121.6 . . ? C16 C17 C12 121.9(2) . . ? C16 C17 N3 132.4(2) . . ? C12 C17 N3 105.62(19) . . ? N3 C18 N1 105.40(18) . . ? N3 C18 Pd1 128.35(15) . . ? N1 C18 Pd1 124.94(16) . . ? C20' C19 C20 43.3(5) . . ? C20' C19 Pd1 72.7(5) . . ? C20 C19 Pd1 70.74(15) . . ? C20' C19 H19A 81.8 . . ? C20 C19 H19A 120.0 . . ? Pd1 C19 H19A 71.2 . . ? C20' C19 H19B 150.4 . . ? C20 C19 H19B 120.0 . . ? Pd1 C19 H19B 130.7 . . ? H19A C19 H19B 120.0 . . ? C20' C19 H19C 120.0 . . ? C20 C19 H19C 84.3 . . ? Pd1 C19 H19C 61.7 . . ? H19A C19 H19C 114.8 . . ? H19B C19 H19C 71.4 . . ? C20' C19 H19D 120.0 . . ? C20 C19 H19D 145.8 . . ? Pd1 C19 H19D 140.4 . . ? H19A C19 H19D 73.9 . . ? H19B C19 H19D 56.6 . . ? H19C C19 H19D 120.0 . . ? C19 C20 C21 123.8(3) . . ? C19 C20 Pd1 72.31(15) . . ? C21 C20 Pd1 72.34(15) . . ? C19 C20 H20A 118.1 . . ? C21 C20 H20A 118.1 . . ? Pd1 C20 H20A 130.1 . . ? C19 C20' C21 133.3(10) . . ? C19 C20' Pd1 71.9(5) . . ? C21 C20' Pd1 72.1(5) . . ? C19 C20' H20B 113.3 . . ? C21 C20' H20B 113.3 . . ? Pd1 C20' H20B 141.2 . . ? C20' C21 C20 42.8(5) . . ? C20' C21 Pd1 72.3(5) . . ? C20 C21 Pd1 70.18(15) . . ? C20' C21 H21A 82.3 . . ? C20 C21 H21A 120.0 . . ? Pd1 C21 H21A 71.5 . . ? C20' C21 H21B 150.2 . . ? C20 C21 H21B 120.0 . . ? Pd1 C21 H21B 131.0 . . ? H21A C21 H21B 120.0 . . ? C20' C21 H21C 120.0 . . ? C20 C21 H21C 84.6 . . ? Pd1 C21 H21C 62.0 . . ? H21A C21 H21C 114.7 . . ? H21B C21 H21C 71.1 . . ? C20' C21 H21D 120.0 . . ? C20 C21 H21D 145.8 . . ? Pd1 C21 H21D 140.6 . . ? H21A C21 H21D 73.5 . . ? H21B C21 H21D 57.1 . . ? H21C C21 H21D 120.0 . . ? C24 C22 C35 108.62(18) . . ? C24 C22 C9 107.10(17) . . ? C35 C22 C9 105.04(18) . . ? C24 C22 H22A 111.9 . . ? C35 C22 H22A 111.9 . . ? C9 C22 H22A 111.9 . . ? C30 C23 C29 108.54(18) . . ? C30 C23 C10 105.59(17) . . ? C29 C23 C10 105.96(18) . . ? C30 C23 H23A 112.1 . . ? C29 C23 H23A 112.1 . . ? C10 C23 H23A 112.1 . . ? C25 C24 C29 120.6(2) . . ? C25 C24 C22 126.0(2) . . ? C29 C24 C22 113.3(2) . . ? C24 C25 C26 119.2(2) . . ? C24 C25 H25A 120.4 . . ? C26 C25 H25A 120.4 . . ? C27 C26 C25 120.4(2) . . ? C27 C26 H26A 119.8 . . ? C25 C26 H26A 119.8 . . ? C28 C27 C26 120.3(2) . . ? C28 C27 H27A 119.8 . . ? C26 C27 H27A 119.8 . . ? C27 C28 C29 119.5(2) . . ? C27 C28 H28A 120.2 . . ? C29 C28 H28A 120.2 . . ? C24 C29 C28 119.9(2) . . ? C24 C29 C23 113.37(19) . . ? C28 C29 C23 126.6(2) . . ? C31 C30 C35 120.5(2) . . ? C31 C30 C23 125.7(2) . . ? C35 C30 C23 113.69(19) . . ? C30 C31 C32 119.0(2) . . ? C30 C31 H31A 120.5 . . ? C32 C31 H31A 120.5 . . ? C33 C32 C31 120.2(2) . . ? C33 C32 H32A 119.9 . . ? C31 C32 H32A 119.9 . . ? C32 C33 C34 120.9(2) . . ? C32 C33 H33A 119.6 . . ? C34 C33 H33A 119.6 . . ? C35 C34 C33 119.1(2) . . ? C35 C34 H34A 120.4 . . ? C33 C34 H34A 120.4 . . ? C34 C35 C30 120.3(2) . . ? C34 C35 C22 126.7(2) . . ? C30 C35 C22 112.79(19) . . ? N4 C36 C38 115.20(16) . . ? N4 C36 H36A 108.5 . . ? C38 C36 H36A 108.5 . . ? N4 C36 H36B 108.5 . . ? C38 C36 H36B 108.5 . . ? H36A C36 H36B 107.5 . . ? N3 C37 C43 114.95(18) . . ? N3 C37 H37A 108.5 . . ? C43 C37 H37A 108.5 . . ? N3 C37 H37B 108.5 . . ? C43 C37 H37B 108.5 . . ? H37A C37 H37B 107.5 . . ? C39 C38 C43 118.9(2) . . ? C39 C38 C36 119.0(2) . . ? C43 C38 C36 122.0(2) . . ? C40 C39 C38 121.1(2) . . ? C40 C39 H39A 119.4 . . ? C38 C39 H39A 119.4 . . ? C39 C40 C41 120.1(2) . . ? C39 C40 H40A 120.0 . . ? C41 C40 H40A 120.0 . . ? C42 C41 C40 119.7(2) . . ? C42 C41 H41A 120.1 . . ? C40 C41 H41A 120.1 . . ? C41 C42 C43 121.2(2) . . ? C41 C42 H42A 119.4 . . ? C43 C42 H42A 119.4 . . ? C42 C43 C38 119.0(2) . . ? C42 C43 C37 119.1(2) . . ? C38 C43 C37 121.8(2) . . ? F3 C44 F2 107.1(3) . . ? F3 C44 F1 108.3(3) . . ? F2 C44 F1 107.4(2) . . ? F3 C44 S1 111.1(2) . . ? F2 C44 S1 111.6(2) . . ? F1 C44 S1 111.2(2) . . ? O4 C45 C46 105.1(7) . . ? O4 C45 H45A 110.7 . . ? C46 C45 H45A 110.7 . . ? O4 C45 H45B 110.7 . . ? C46 C45 H45B 110.7 . . ? H45A C45 H45B 108.8 . . ? C45 C46 C47 91.8(6) . . ? C45 C46 H46A 113.3 . . ? C47 C46 H46A 113.3 . . ? C45 C46 H46B 113.3 . . ? C47 C46 H46B 113.3 . . ? H46A C46 H46B 110.6 . . ? C48 C47 C46 114.0(8) . . ? C48 C47 H47A 108.8 . . ? C46 C47 H47A 108.8 . . ? C48 C47 H47B 108.8 . . ? C46 C47 H47B 108.8 . . ? H47A C47 H47B 107.7 . . ? C47 C48 O4 92.2(9) . . ? C47 C48 H48A 113.3 . . ? O4 C48 H48A 113.3 . . ? C47 C48 H48B 113.3 . . ? O4 C48 H48B 113.3 . . ? H48A C48 H48B 110.6 . . ? Cl3 C49 Cl1 110.2(8) . . ? Cl3 C49 Cl2 113.6(9) . . ? Cl1 C49 Cl2 106.5(8) . . ? Cl3 C49 H49A 108.8 . . ? Cl1 C49 H49A 108.8 . . ? Cl2 C49 H49A 108.8 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.047 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.057 # Attachment 'mj29.cif.txt' data_mj29 _database_code_depnum_ccdc_archive 'CCDC 772065' #TrackingRef 'mj29.cif.txt' _audit_update_record ; 2010-03-26 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 F6 N4 O6 S2' _chemical_formula_weight 868.85 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.103(2) _cell_length_b 11.8780(9) _cell_length_c 28.914(2) _cell_angle_alpha 90.00 _cell_angle_beta 115.714(2) _cell_angle_gamma 90.00 _cell_volume 9624.4(12) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 353 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.0 _exptl_crystal_description needles _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3584 _exptl_absorpt_coefficient_mu 0.179 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9616 _exptl_absorpt_correction_T_max 0.9832 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 43338 _diffrn_reflns_av_R_equivalents 0.0453 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8481 _reflns_number_gt 5802 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2 (Bruker, 2008)' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT (Bruker, 2008)' _computing_structure_solution 'Bruker SHELXTL (Bruker, 2008)' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The asymmetric unit consists of the dication, two triflate anions, an acetone solvent molecule in general position, another acetone disordered around a 2-fold rotation axis of symmetry and a disordered hexane molecule. All solvent molecules were disordered and could not be modeled properly, thus program SQUEEZE, a part of the PLATON package of crystallographic software, was used to calculate the solvent disorder area and remove its contribution to the overall intensity data. The group bridging N2 and N3 is fully disordered, and was refined in two parts with their site occupation factors dependently refined. The H1 and H26 on C1 and C26, respectively, were obtained form a Difference Fourier map and refined freely. One of the triflate anions (S2) is also disordered and O5, O6 and the CF3 groups were refined in two positions and also their site occupation factors were dependently refined. ; _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^)+(0.0935P)^2^+3.5193P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8481 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0806 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1724 _refine_ls_wR_factor_gt 0.1628 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 F1 F 0.12297(7) 0.05846(16) 0.36478(7) 0.0553(5) Uani 1 1 d . . . S1 S 0.07156(3) 0.09160(8) 0.41499(3) 0.0424(2) Uani 1 1 d . . . O1 O 0.02926(8) 0.0837(2) 0.36690(8) 0.0562(7) Uani 1 1 d . . . F2 F 0.15712(7) 0.01041(19) 0.44469(8) 0.0637(6) Uani 1 1 d . . . O2 O 0.06978(8) 0.0310(2) 0.45727(8) 0.0559(7) Uani 1 1 d . . . F3 F 0.10102(10) -0.09280(17) 0.38885(10) 0.0773(7) Uani 1 1 d . . . O3 O 0.09180(8) 0.20117(19) 0.42721(8) 0.0468(6) Uani 1 1 d . . . C41 C 0.11534(13) 0.0134(3) 0.40282(13) 0.0483(9) Uani 1 1 d . . . S2 S 0.20537(3) 0.74063(6) 0.29733(3) 0.0386(2) Uani 1 1 d . . . O4 O 0.21927(8) 0.84825(17) 0.28573(8) 0.0466(6) Uani 1 1 d . A . O5 O 0.23614(17) 0.6838(4) 0.3386(2) 0.0391(13) Uiso 0.570(6) 1 d P A 1 O6 O 0.17591(19) 0.6718(3) 0.24981(16) 0.0435(12) Uiso 0.570(6) 1 d P A 1 C42 C 0.1570(3) 0.7889(8) 0.3138(4) 0.058(2) Uiso 0.570(6) 1 d P A 1 F4 F 0.13687(15) 0.7016(4) 0.32511(18) 0.0664(13) Uiso 0.570(6) 1 d P A 1 F5 F 0.12297(15) 0.8436(4) 0.27849(17) 0.0689(15) Uiso 0.570(6) 1 d P A 1 F6 F 0.17763(19) 0.8509(4) 0.35651(18) 0.0666(14) Uiso 0.570(6) 1 d P A 1 O5' O 0.2403(2) 0.7024(6) 0.3537(3) 0.0443(19) Uiso 0.430(6) 1 d P A 2 O6' O 0.2011(2) 0.6559(4) 0.2628(2) 0.0364(15) Uiso 0.430(6) 1 d P A 2 C42' C 0.1523(3) 0.7540(8) 0.3018(4) 0.041(2) Uiso 0.430(6) 1 d P A 2 F4' F 0.13592(18) 0.6532(5) 0.3125(2) 0.0546(15) Uiso 0.430(6) 1 d P A 2 F5' F 0.1176(2) 0.7846(6) 0.2550(2) 0.079(2) Uiso 0.430(6) 1 d P A 2 F6' F 0.1538(3) 0.8284(6) 0.3380(3) 0.084(2) Uiso 0.430(6) 1 d P A 2 N1 N 0.21868(8) 0.85895(17) 0.17845(8) 0.0245(5) Uani 1 1 d . B . N2 N 0.21250(8) 0.67688(18) 0.16839(8) 0.0261(5) Uani 1 1 d . . . N3 N 0.17853(8) 0.75671(18) 0.04102(8) 0.0271(5) Uani 1 1 d . . . N4 N 0.18136(8) 0.93491(18) 0.06100(8) 0.0252(5) Uani 1 1 d . . . C1 C 0.18877(11) 0.7721(2) 0.16440(10) 0.0259(6) Uani 1 1 d . B . H1 H 0.1553(11) 0.775(2) 0.1512(10) 0.024(7) Uiso 1 1 d . . . C2 C 0.26488(10) 0.8182(2) 0.19402(9) 0.0254(6) Uani 1 1 d . . . C3 C 0.30876(10) 0.8731(2) 0.21303(10) 0.0314(7) Uani 1 1 d . B . H3A H 0.3116 0.9522 0.2183 0.038 Uiso 1 1 calc R . . C4 C 0.34781(11) 0.8053(3) 0.22361(11) 0.0375(7) Uani 1 1 d . . . H4A H 0.3785 0.8389 0.2360 0.045 Uiso 1 1 calc R B . C5 C 0.34366(12) 0.6878(3) 0.21659(11) 0.0391(8) Uani 1 1 d . B . H5A H 0.3717 0.6444 0.2248 0.047 Uiso 1 1 calc R . . C6 C 0.30037(11) 0.6341(3) 0.19830(10) 0.0330(7) Uani 1 1 d . . . H6A H 0.2976 0.5548 0.1935 0.040 Uiso 1 1 calc R B . C7 C 0.26083(10) 0.7025(2) 0.18712(9) 0.0264(6) Uani 1 1 d . B . C8 C 0.1876(3) 0.5653(6) 0.1574(3) 0.021(2) Uiso 0.553(7) 1 d P B 1 H8A H 0.1565 0.5723 0.1588 0.026 Uiso 0.553(7) 1 calc PR B 1 H8B H 0.2072 0.5095 0.1834 0.026 Uiso 0.553(7) 1 calc PR B 1 C9 C 0.1798(3) 0.5257(6) 0.1029(3) 0.024(2) Uiso 0.553(7) 1 d P B 1 H9A H 0.2100 0.5374 0.0992 0.029 Uiso 0.553(7) 1 calc PR B 1 C10 C 0.1671(3) 0.3965(5) 0.0968(2) 0.0245(17) Uiso 0.553(7) 1 d P B 1 H10A H 0.1934 0.3493 0.1221 0.029 Uiso 0.553(7) 1 calc PR B 1 C11 C 0.1217(3) 0.3848(5) 0.1024(2) 0.0250(17) Uiso 0.553(7) 1 d P B 1 C12 C 0.1156(3) 0.3213(5) 0.1398(2) 0.0304(18) Uiso 0.553(7) 1 d P B 1 H12A H 0.1409 0.2776 0.1640 0.036 Uiso 0.553(7) 1 calc PR B 1 C13 C 0.0716(3) 0.3241(6) 0.1405(3) 0.038(2) Uiso 0.553(7) 1 d P B 1 H13A H 0.0663 0.2796 0.1648 0.045 Uiso 0.553(7) 1 calc PR B 1 C14 C 0.0351(3) 0.3907(6) 0.1064(3) 0.0454(19) Uiso 0.553(7) 1 d P B 1 H14A H 0.0054 0.3940 0.1084 0.055 Uiso 0.553(7) 1 calc PR B 1 C15 C 0.0418(2) 0.4513(5) 0.0703(2) 0.0318(14) Uiso 0.553(7) 1 d P B 1 H15A H 0.0164 0.4961 0.0469 0.038 Uiso 0.553(7) 1 calc PR B 1 C16 C 0.0844(2) 0.4489(5) 0.0671(2) 0.0270(15) Uiso 0.553(7) 1 d P B 1 C17 C 0.1573(3) 0.3695(5) 0.0409(2) 0.0250(14) Uiso 0.553(7) 1 d P B 1 C18 C 0.1838(2) 0.2985(5) 0.0250(2) 0.0306(14) Uiso 0.553(7) 1 d P B 1 H18A H 0.2112 0.2616 0.0498 0.037 Uiso 0.553(7) 1 calc PR B 1 C19 C 0.1706(3) 0.2808(5) -0.0275(3) 0.0347(15) Uiso 0.553(7) 1 d P B 1 H19A H 0.1883 0.2321 -0.0389 0.042 Uiso 0.553(7) 1 calc PR B 1 C20 C 0.1302(2) 0.3381(5) -0.0621(2) 0.0386(16) Uiso 0.553(7) 1 d P B 1 H20A H 0.1204 0.3268 -0.0978 0.046 Uiso 0.553(7) 1 calc PR B 1 C21 C 0.1035(2) 0.4111(5) -0.0471(2) 0.0341(15) Uiso 0.553(7) 1 d P B 1 H21A H 0.0763 0.4488 -0.0719 0.041 Uiso 0.553(7) 1 calc PR B 1 C22 C 0.1177(2) 0.4275(5) 0.0054(2) 0.0253(13) Uiso 0.553(7) 1 d P B 1 C23 C 0.0971(2) 0.5105(5) 0.02965(19) 0.0246(14) Uiso 0.553(7) 1 d P B 1 H23A H 0.0691 0.5514 0.0034 0.030 Uiso 0.553(7) 1 calc PR B 1 C24 C 0.1390(3) 0.5910(6) 0.0597(3) 0.022(2) Uiso 0.553(7) 1 d P B 1 H24A H 0.1272 0.6498 0.0762 0.027 Uiso 0.553(7) 1 calc PR B 1 C25 C 0.1526(3) 0.6492(6) 0.0209(3) 0.024(2) Uiso 0.553(7) 1 d P B 1 H25A H 0.1731 0.5981 0.0120 0.029 Uiso 0.553(7) 1 calc PR B 1 H25B H 0.1234 0.6646 -0.0108 0.029 Uiso 0.553(7) 1 calc PR B 1 C8' C 0.1961(3) 0.5619(8) 0.1554(3) 0.023(3) Uiso 0.447(7) 1 d P B 2 H8'A H 0.1653 0.5541 0.1574 0.027 Uiso 0.447(7) 1 calc PR B 2 H8'B H 0.2193 0.5115 0.1816 0.027 Uiso 0.447(7) 1 calc PR B 2 C9' C 0.1895(4) 0.5219(8) 0.1036(4) 0.025(3) Uiso 0.447(7) 1 d P B 2 H9'A H 0.2193 0.5391 0.0998 0.029 Uiso 0.447(7) 1 calc PR B 2 C10' C 0.1823(3) 0.3910(6) 0.1006(3) 0.023(2) Uiso 0.447(7) 1 d P B 2 H10B H 0.2098 0.3517 0.1284 0.027 Uiso 0.447(7) 1 calc PR B 2 C11' C 0.1364(3) 0.3696(6) 0.1048(3) 0.0225(19) Uiso 0.447(7) 1 d P B 2 C12' C 0.1309(3) 0.3135(7) 0.1435(3) 0.029(2) Uiso 0.447(7) 1 d P B 2 H12B H 0.1579 0.2796 0.1703 0.035 Uiso 0.447(7) 1 calc PR B 2 C13' C 0.0866(4) 0.3059(7) 0.1437(3) 0.035(2) Uiso 0.447(7) 1 d P B 2 H13B H 0.0837 0.2665 0.1708 0.042 Uiso 0.447(7) 1 calc PR B 2 C14' C 0.0459(3) 0.3550(8) 0.1049(3) 0.043(2) Uiso 0.447(7) 1 d P B 2 H14B H 0.0156 0.3500 0.1052 0.052 Uiso 0.447(7) 1 calc PR B 2 C15' C 0.0522(3) 0.4135(8) 0.0643(3) 0.044(2) Uiso 0.447(7) 1 d P B 2 H15B H 0.0256 0.4466 0.0367 0.052 Uiso 0.447(7) 1 calc PR B 2 C16' C 0.0970(3) 0.4204(7) 0.0663(3) 0.030(2) Uiso 0.447(7) 1 d P B 2 C17' C 0.1764(3) 0.3559(6) 0.0480(3) 0.0248(18) Uiso 0.447(7) 1 d P B 2 C18' C 0.2074(3) 0.2889(6) 0.0379(3) 0.0300(17) Uiso 0.447(7) 1 d P B 2 H18B H 0.2351 0.2590 0.0652 0.036 Uiso 0.447(7) 1 calc PR B 2 C19' C 0.1978(3) 0.2655(6) -0.0127(3) 0.042(2) Uiso 0.447(7) 1 d P B 2 H19B H 0.2186 0.2195 -0.0208 0.051 Uiso 0.447(7) 1 calc PR B 2 C20' C 0.1557(3) 0.3127(6) -0.0523(3) 0.0369(19) Uiso 0.447(7) 1 d P B 2 H20B H 0.1484 0.2947 -0.0870 0.044 Uiso 0.447(7) 1 calc PR B 2 C21' C 0.1251(3) 0.3834(7) -0.0426(3) 0.0369(19) Uiso 0.447(7) 1 d P B 2 H21B H 0.0981 0.4169 -0.0696 0.044 Uiso 0.447(7) 1 calc PR B 2 C22' C 0.1362(3) 0.4024(6) 0.0085(3) 0.0259(17) Uiso 0.447(7) 1 d P B 2 C23' C 0.1093(3) 0.4818(7) 0.0267(3) 0.0277(18) Uiso 0.447(7) 1 d P B 2 H23B H 0.0804 0.5136 -0.0023 0.033 Uiso 0.447(7) 1 calc PR B 2 C24' C 0.1469(4) 0.5773(8) 0.0582(4) 0.030(3) Uiso 0.447(7) 1 d P B 2 H24B H 0.1311 0.6312 0.0725 0.035 Uiso 0.447(7) 1 calc PR B 2 C25' C 0.1628(4) 0.6427(8) 0.0219(3) 0.026(3) Uiso 0.447(7) 1 d P B 2 H25C H 0.1892 0.6017 0.0190 0.031 Uiso 0.447(7) 1 calc PR B 2 H25D H 0.1358 0.6469 -0.0127 0.031 Uiso 0.447(7) 1 calc PR B 2 C26 C 0.15338(11) 0.8456(2) 0.04376(10) 0.0287(6) Uani 1 1 d . B . H26 H 0.1202(11) 0.844(2) 0.0350(11) 0.029(8) Uiso 1 1 d . . . C27 C 0.22577(10) 0.7915(2) 0.05701(9) 0.0260(6) Uani 1 1 d . B . C28 C 0.26650(11) 0.7333(2) 0.06225(10) 0.0322(7) Uani 1 1 d . . . H28A H 0.2657 0.6554 0.0545 0.039 Uiso 1 1 calc R B . C29 C 0.30794(11) 0.7954(3) 0.07930(10) 0.0344(7) Uani 1 1 d . B . H29A H 0.3367 0.7589 0.0838 0.041 Uiso 1 1 calc R . . C30 C 0.30912(11) 0.9100(3) 0.09020(11) 0.0354(7) Uani 1 1 d . . . H30A H 0.3385 0.9494 0.1012 0.042 Uiso 1 1 calc R B . C31 C 0.26913(10) 0.9680(2) 0.08551(10) 0.0307(7) Uani 1 1 d . B . H31A H 0.2700 1.0459 0.0932 0.037 Uiso 1 1 calc R . . C32 C 0.22721(10) 0.9053(2) 0.06874(9) 0.0246(6) Uani 1 1 d . B . C33 C 0.16509(10) 1.0460(2) 0.07048(11) 0.0299(6) Uani 1 1 d . B . H33A H 0.1464 1.0841 0.0373 0.036 Uiso 1 1 calc R . . H33B H 0.1932 1.0935 0.0906 0.036 Uiso 1 1 calc R . . C34 C 0.13484(10) 1.0343(2) 0.09920(10) 0.0288(6) Uani 1 1 d . . . C35 C 0.08669(11) 1.0561(2) 0.07317(11) 0.0342(7) Uani 1 1 d . B . H35A H 0.0735 1.0765 0.0379 0.041 Uiso 1 1 calc R . . C36 C 0.05735(12) 1.0485(3) 0.09789(12) 0.0419(8) Uani 1 1 d . . . H36A H 0.0243 1.0644 0.0797 0.050 Uiso 1 1 calc R B . C37 C 0.07608(12) 1.0180(3) 0.14880(12) 0.0421(8) Uani 1 1 d . B . H37A H 0.0560 1.0132 0.1658 0.051 Uiso 1 1 calc R . . C38 C 0.12414(11) 0.9944(2) 0.17503(11) 0.0330(7) Uani 1 1 d . . . H38A H 0.1368 0.9720 0.2100 0.040 Uiso 1 1 calc R B . C39 C 0.15440(10) 1.0029(2) 0.15118(10) 0.0263(6) Uani 1 1 d . B . C40 C 0.20644(10) 0.9786(2) 0.18176(10) 0.0296(6) Uani 1 1 d . . . H40A H 0.2251 1.0270 0.1692 0.036 Uiso 1 1 calc R B . H40B H 0.2158 0.9979 0.2182 0.036 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 F1 0.0725(14) 0.0553(12) 0.0595(12) 0.0031(10) 0.0488(11) 0.0020(10) S1 0.0384(5) 0.0625(6) 0.0288(4) -0.0047(4) 0.0169(4) -0.0136(4) O1 0.0345(13) 0.0939(19) 0.0353(12) -0.0009(12) 0.0106(11) -0.0138(13) F2 0.0474(12) 0.0864(16) 0.0528(13) 0.0170(11) 0.0177(10) 0.0093(11) O2 0.0429(14) 0.0946(19) 0.0317(12) 0.0074(12) 0.0175(11) -0.0195(13) F3 0.112(2) 0.0414(12) 0.0938(17) -0.0031(12) 0.0591(16) -0.0072(12) O3 0.0460(14) 0.0539(14) 0.0444(13) -0.0122(11) 0.0231(11) -0.0068(11) C41 0.056(2) 0.046(2) 0.0438(19) 0.0078(16) 0.0224(18) -0.0064(17) S2 0.0628(6) 0.0249(4) 0.0397(4) 0.0005(3) 0.0332(4) -0.0002(4) O4 0.0632(15) 0.0298(12) 0.0443(13) 0.0082(9) 0.0209(12) -0.0052(10) N1 0.0286(13) 0.0208(11) 0.0222(11) -0.0010(9) 0.0092(10) 0.0001(10) N2 0.0307(13) 0.0221(12) 0.0216(11) 0.0011(9) 0.0077(10) 0.0005(10) N3 0.0353(14) 0.0237(12) 0.0248(12) 0.0012(9) 0.0155(11) -0.0009(10) N4 0.0294(13) 0.0243(12) 0.0235(11) 0.0017(9) 0.0129(10) 0.0015(10) C1 0.0294(17) 0.0260(15) 0.0198(13) 0.0022(11) 0.0082(12) -0.0014(12) C2 0.0281(15) 0.0301(15) 0.0179(13) 0.0018(11) 0.0098(11) 0.0013(12) C3 0.0331(17) 0.0346(16) 0.0251(14) 0.0023(12) 0.0115(13) -0.0032(13) C4 0.0297(17) 0.0484(19) 0.0342(16) 0.0063(14) 0.0137(14) -0.0030(14) C5 0.0384(19) 0.051(2) 0.0356(17) 0.0098(14) 0.0234(15) 0.0136(15) C6 0.0404(18) 0.0340(16) 0.0273(15) 0.0039(12) 0.0171(14) 0.0085(14) C7 0.0329(16) 0.0327(15) 0.0132(12) 0.0026(11) 0.0096(12) 0.0009(12) C26 0.0310(17) 0.0318(16) 0.0239(14) 0.0066(12) 0.0125(13) 0.0016(13) C27 0.0371(17) 0.0267(14) 0.0171(13) 0.0029(11) 0.0144(12) 0.0024(12) C28 0.0479(19) 0.0288(15) 0.0249(14) 0.0013(12) 0.0203(14) 0.0076(14) C29 0.0353(18) 0.0456(18) 0.0274(15) 0.0058(13) 0.0183(13) 0.0105(14) C30 0.0337(17) 0.0448(18) 0.0321(16) 0.0025(13) 0.0184(14) -0.0011(14) C31 0.0397(18) 0.0316(15) 0.0246(14) 0.0006(12) 0.0175(13) -0.0032(13) C32 0.0323(16) 0.0263(14) 0.0193(13) 0.0019(11) 0.0151(12) 0.0014(12) C33 0.0369(17) 0.0252(14) 0.0290(15) 0.0046(11) 0.0156(13) 0.0044(13) C34 0.0375(17) 0.0210(13) 0.0290(15) 0.0003(11) 0.0155(13) 0.0042(12) C35 0.0383(18) 0.0370(16) 0.0286(15) 0.0036(12) 0.0157(14) 0.0107(14) C36 0.0347(18) 0.0460(19) 0.0459(19) 0.0010(15) 0.0181(15) 0.0117(15) C37 0.043(2) 0.0493(19) 0.0423(18) -0.0022(15) 0.0267(16) 0.0043(15) C38 0.0436(19) 0.0291(15) 0.0307(15) -0.0011(12) 0.0203(14) 0.0032(13) C39 0.0328(16) 0.0181(13) 0.0295(14) -0.0015(11) 0.0148(13) 0.0022(11) C40 0.0389(17) 0.0191(13) 0.0292(15) -0.0009(11) 0.0132(13) -0.0005(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C41 1.334(4) . ? S1 O3 1.422(2) . ? S1 O2 1.440(2) . ? S1 O1 1.444(2) . ? S1 C41 1.805(4) . ? F2 C41 1.338(4) . ? F3 C41 1.340(4) . ? S2 O5 1.343(5) . ? S2 O6' 1.383(5) . ? S2 O4 1.435(2) . ? S2 O6 1.517(4) . ? S2 O5' 1.582(7) . ? S2 C42' 1.717(9) . ? S2 C42 1.855(10) . ? C42 F5 1.283(9) . ? C42 F4 1.324(9) . ? C42 F6 1.338(11) . ? C42' F6' 1.356(12) . ? C42' F5' 1.364(10) . ? C42' F4' 1.388(11) . ? N1 C1 1.329(3) . ? N1 C2 1.393(3) . ? N1 C40 1.485(3) . ? N2 C1 1.327(3) . ? N2 C7 1.393(4) . ? N2 C8' 1.449(9) . ? N2 C8 1.497(7) . ? N3 C26 1.337(4) . ? N3 C27 1.398(4) . ? N3 C25' 1.465(9) . ? N3 C25 1.486(7) . ? N4 C26 1.325(4) . ? N4 C32 1.389(3) . ? N4 C33 1.481(3) . ? C1 H1 0.94(3) . ? C2 C7 1.387(4) . ? C2 C3 1.393(4) . ? C3 C4 1.376(4) . ? C3 H3A 0.9500 . ? C4 C5 1.409(4) . ? C4 H4A 0.9500 . ? C5 C6 1.372(4) . ? C5 H5A 0.9500 . ? C6 C7 1.390(4) . ? C6 H6A 0.9500 . ? C8 C9 1.559(10) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C24 1.549(11) . ? C9 C10 1.576(9) . ? C9 H9A 1.0000 . ? C10 C11 1.497(9) . ? C10 C17 1.543(8) . ? C10 H10A 1.0000 . ? C11 C16 1.393(9) . ? C11 C12 1.398(9) . ? C12 C13 1.375(11) . ? C12 H12A 0.9500 . ? C13 C14 1.384(11) . ? C13 H13A 0.9500 . ? C14 C15 1.355(9) . ? C14 H14A 0.9500 . ? C15 C16 1.371(9) . ? C15 H15A 0.9500 . ? C16 C23 1.494(8) . ? C17 C18 1.390(8) . ? C17 C22 1.396(9) . ? C18 C19 1.405(8) . ? C18 H18A 0.9500 . ? C19 C20 1.398(9) . ? C19 H19A 0.9500 . ? C20 C21 1.394(9) . ? C20 H20A 0.9500 . ? C21 C22 1.398(8) . ? C21 H21A 0.9500 . ? C22 C23 1.504(8) . ? C23 C24 1.543(9) . ? C23 H23A 1.0000 . ? C24 C25 1.527(10) . ? C24 H24A 1.0000 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C8' C9' 1.499(13) . ? C8' H8'A 0.9900 . ? C8' H8'B 0.9900 . ? C9' C24' 1.548(14) . ? C9' C10' 1.568(12) . ? C9' H9'A 1.0000 . ? C10' C11' 1.507(11) . ? C10' C17' 1.510(10) . ? C10' H10B 1.0000 . ? C11' C12' 1.373(10) . ? C11' C16' 1.386(11) . ? C12' C13' 1.385(13) . ? C12' H12B 0.9500 . ? C13' C14' 1.404(13) . ? C13' H13B 0.9500 . ? C14' C15' 1.447(11) . ? C14' H14B 0.9500 . ? C15' C16' 1.372(12) . ? C15' H15B 0.9500 . ? C16' C23' 1.540(10) . ? C17' C18' 1.375(11) . ? C17' C22' 1.390(10) . ? C18' C19' 1.389(10) . ? C18' H18B 0.9500 . ? C19' C20' 1.426(12) . ? C19' H19B 0.9500 . ? C20' C21' 1.386(12) . ? C20' H20B 0.9500 . ? C21' C22' 1.385(10) . ? C21' H21B 0.9500 . ? C22' C23' 1.499(11) . ? C23' C24' 1.600(12) . ? C23' H23B 1.0000 . ? C24' C25' 1.548(13) . ? C24' H24B 1.0000 . ? C25' H25C 0.9900 . ? C25' H25D 0.9900 . ? C26 H26 0.95(3) . ? C27 C32 1.390(4) . ? C27 C28 1.392(4) . ? C28 C29 1.377(4) . ? C28 H28A 0.9500 . ? C29 C30 1.395(4) . ? C29 H29A 0.9500 . ? C30 C31 1.376(4) . ? C30 H30A 0.9500 . ? C31 C32 1.393(4) . ? C31 H31A 0.9500 . ? C33 C34 1.507(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.378(4) . ? C34 C39 1.405(4) . ? C35 C36 1.385(4) . ? C35 H35A 0.9500 . ? C36 C37 1.376(4) . ? C36 H36A 0.9500 . ? C37 C38 1.380(4) . ? C37 H37A 0.9500 . ? C38 C39 1.391(4) . ? C38 H38A 0.9500 . ? C39 C40 1.498(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? 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 O3 S1 O2 115.01(14) . . ? O3 S1 O1 114.77(15) . . ? O2 S1 O1 115.48(14) . . ? O3 S1 C41 103.26(15) . . ? O2 S1 C41 102.59(16) . . ? O1 S1 C41 103.17(16) . . ? F1 C41 F2 107.8(3) . . ? F1 C41 F3 106.5(3) . . ? F2 C41 F3 108.3(3) . . ? F1 C41 S1 111.9(2) . . ? F2 C41 S1 110.8(2) . . ? F3 C41 S1 111.3(2) . . ? O5 S2 O6' 94.8(3) . . ? O5 S2 O4 119.0(2) . . ? O6' S2 O4 115.1(2) . . ? O5 S2 O6 116.8(3) . . ? O6' S2 O6 28.8(2) . . ? O4 S2 O6 113.13(18) . . ? O5 S2 O5' 15.2(3) . . ? O6' S2 O5' 110.0(3) . . ? O4 S2 O5' 110.8(3) . . ? O6 S2 O5' 130.7(3) . . ? O5 S2 C42' 108.5(4) . . ? O6' S2 C42' 109.1(4) . . ? O4 S2 C42' 109.4(3) . . ? O6 S2 C42' 84.0(4) . . ? O5' S2 C42' 101.6(4) . . ? O5 S2 C42 105.8(3) . . ? O6' S2 C42 125.2(4) . . ? O4 S2 C42 98.3(3) . . ? O6 S2 C42 99.2(4) . . ? O5' S2 C42 95.5(4) . . ? C42' S2 C42 16.2(4) . . ? F5 C42 F4 106.1(7) . . ? F5 C42 F6 110.8(8) . . ? F4 C42 F6 106.9(7) . . ? F5 C42 S2 115.7(7) . . ? F4 C42 S2 110.2(7) . . ? F6 C42 S2 106.8(6) . . ? F6' C42' F5' 109.9(7) . . ? F6' C42' F4' 106.4(7) . . ? F5' C42' F4' 104.0(7) . . ? F6' C42' S2 113.9(7) . . ? F5' C42' S2 108.9(6) . . ? F4' C42' S2 113.3(6) . . ? C1 N1 C2 108.4(2) . . ? C1 N1 C40 126.7(2) . . ? C2 N1 C40 124.7(2) . . ? C1 N2 C7 108.3(2) . . ? C1 N2 C8' 131.3(4) . . ? C7 N2 C8' 120.3(4) . . ? C1 N2 C8 121.3(4) . . ? C7 N2 C8 130.3(4) . . ? C8' N2 C8 11.4(5) . . ? C26 N3 C27 107.8(2) . . ? C26 N3 C25' 130.1(5) . . ? C27 N3 C25' 122.0(5) . . ? C26 N3 C25 118.0(4) . . ? C27 N3 C25 134.1(4) . . ? C25' N3 C25 12.2(5) . . ? C26 N4 C32 108.6(2) . . ? C26 N4 C33 124.2(2) . . ? C32 N4 C33 127.2(2) . . ? N2 C1 N1 110.2(3) . . ? N2 C1 H1 122.9(16) . . ? N1 C1 H1 126.8(16) . . ? C7 C2 C3 122.2(3) . . ? C7 C2 N1 106.4(2) . . ? C3 C2 N1 131.4(3) . . ? C4 C3 C2 115.7(3) . . ? C4 C3 H3A 122.2 . . ? C2 C3 H3A 122.2 . . ? C3 C4 C5 122.1(3) . . ? C3 C4 H4A 119.0 . . ? C5 C4 H4A 119.0 . . ? C6 C5 C4 122.0(3) . . ? C6 C5 H5A 119.0 . . ? C4 C5 H5A 119.0 . . ? C5 C6 C7 116.1(3) . . ? C5 C6 H6A 122.0 . . ? C7 C6 H6A 122.0 . . ? C2 C7 C6 122.0(3) . . ? C2 C7 N2 106.7(2) . . ? C6 C7 N2 131.3(3) . . ? N2 C8 C9 108.7(5) . . ? N2 C8 H8A 109.9 . . ? C9 C8 H8A 109.9 . . ? N2 C8 H8B 109.9 . . ? C9 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? C24 C9 C8 112.2(6) . . ? C24 C9 C10 108.5(6) . . ? C8 C9 C10 109.2(6) . . ? C24 C9 H9A 109.0 . . ? C8 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? C11 C10 C17 109.2(5) . . ? C11 C10 C9 106.3(5) . . ? C17 C10 C9 104.2(5) . . ? C11 C10 H10A 112.2 . . ? C17 C10 H10A 112.2 . . ? C9 C10 H10A 112.2 . . ? C16 C11 C12 120.8(7) . . ? C16 C11 C10 113.2(5) . . ? C12 C11 C10 126.0(6) . . ? C13 C12 C11 117.9(6) . . ? C13 C12 H12A 121.0 . . ? C11 C12 H12A 121.0 . . ? C12 C13 C14 121.1(7) . . ? C12 C13 H13A 119.4 . . ? C14 C13 H13A 119.4 . . ? C15 C14 C13 119.9(7) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C14 C15 C16 121.2(6) . . ? C14 C15 H15A 119.4 . . ? C16 C15 H15A 119.4 . . ? C15 C16 C11 118.9(5) . . ? C15 C16 C23 127.4(5) . . ? C11 C16 C23 113.7(6) . . ? C18 C17 C22 121.2(6) . . ? C18 C17 C10 126.6(6) . . ? C22 C17 C10 112.2(5) . . ? C17 C18 C19 120.7(6) . . ? C17 C18 H18A 119.7 . . ? C19 C18 H18A 119.7 . . ? C20 C19 C18 116.9(6) . . ? C20 C19 H19A 121.6 . . ? C18 C19 H19A 121.6 . . ? C21 C20 C19 123.5(6) . . ? C21 C20 H20A 118.2 . . ? C19 C20 H20A 118.2 . . ? C20 C21 C22 118.3(6) . . ? C20 C21 H21A 120.8 . . ? C22 C21 H21A 120.8 . . ? C17 C22 C21 119.4(6) . . ? C17 C22 C23 113.5(5) . . ? C21 C22 C23 126.8(5) . . ? C16 C23 C22 108.4(5) . . ? C16 C23 C24 108.6(5) . . ? C22 C23 C24 104.1(5) . . ? C16 C23 H23A 111.8 . . ? C22 C23 H23A 111.8 . . ? C24 C23 H23A 111.8 . . ? C25 C24 C23 107.6(5) . . ? C25 C24 C9 115.2(7) . . ? C23 C24 C9 109.9(6) . . ? C25 C24 H24A 108.0 . . ? C23 C24 H24A 108.0 . . ? C9 C24 H24A 108.0 . . ? N3 C25 C24 112.3(5) . . ? N3 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? N3 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N2 C8' C9' 116.0(7) . . ? N2 C8' H8'A 108.3 . . ? C9' C8' H8'A 108.3 . . ? N2 C8' H8'B 108.3 . . ? C9' C8' H8'B 108.3 . . ? H8'A C8' H8'B 107.4 . . ? C8' C9' C24' 114.0(8) . . ? C8' C9' C10' 108.9(7) . . ? C24' C9' C10' 109.0(7) . . ? C8' C9' H9'A 108.3 . . ? C24' C9' H9'A 108.3 . . ? C10' C9' H9'A 108.3 . . ? C11' C10' C17' 109.3(6) . . ? C11' C10' C9' 106.3(7) . . ? C17' C10' C9' 106.3(6) . . ? C11' C10' H10B 111.6 . . ? C17' C10' H10B 111.6 . . ? C9' C10' H10B 111.6 . . ? C12' C11' C16' 119.0(8) . . ? C12' C11' C10' 127.2(7) . . ? C16' C11' C10' 113.6(6) . . ? C11' C12' C13' 120.7(8) . . ? C11' C12' H12B 119.6 . . ? C13' C12' H12B 119.6 . . ? C12' C13' C14' 121.6(9) . . ? C12' C13' H13B 119.2 . . ? C14' C13' H13B 119.2 . . ? C13' C14' C15' 117.1(8) . . ? C13' C14' H14B 121.4 . . ? C15' C14' H14B 121.4 . . ? C16' C15' C14' 119.1(8) . . ? C16' C15' H15B 120.5 . . ? C14' C15' H15B 120.5 . . ? C15' C16' C11' 122.4(7) . . ? C15' C16' C23' 125.0(7) . . ? C11' C16' C23' 112.6(7) . . ? C18' C17' C22' 121.4(7) . . ? C18' C17' C10' 125.7(7) . . ? C22' C17' C10' 112.9(7) . . ? C17' C18' C19' 119.3(7) . . ? C17' C18' H18B 120.4 . . ? C19' C18' H18B 120.4 . . ? C18' C19' C20' 118.0(8) . . ? C18' C19' H19B 121.0 . . ? C20' C19' H19B 121.0 . . ? C21' C20' C19' 123.2(8) . . ? C21' C20' H20B 118.4 . . ? C19' C20' H20B 118.4 . . ? C22' C21' C20' 116.2(8) . . ? C22' C21' H21B 121.9 . . ? C20' C21' H21B 121.9 . . ? C21' C22' C17' 121.9(7) . . ? C21' C22' C23' 124.1(8) . . ? C17' C22' C23' 113.8(6) . . ? C22' C23' C16' 108.7(6) . . ? C22' C23' C24' 105.3(6) . . ? C16' C23' C24' 105.6(6) . . ? C22' C23' H23B 112.3 . . ? C16' C23' H23B 112.3 . . ? C24' C23' H23B 112.3 . . ? C25' C24' C9' 112.4(8) . . ? C25' C24' C23' 109.8(7) . . ? C9' C24' C23' 109.1(7) . . ? C25' C24' H24B 108.5 . . ? C9' C24' H24B 108.5 . . ? C23' C24' H24B 108.5 . . ? N3 C25' C24' 111.2(7) . . ? N3 C25' H25C 109.4 . . ? C24' C25' H25C 109.4 . . ? N3 C25' H25D 109.4 . . ? C24' C25' H25D 109.4 . . ? H25C C25' H25D 108.0 . . ? N4 C26 N3 110.4(3) . . ? N4 C26 H26 125.2(17) . . ? N3 C26 H26 124.3(17) . . ? C32 C27 C28 121.7(3) . . ? C32 C27 N3 106.6(2) . . ? C28 C27 N3 131.7(3) . . ? C29 C28 C27 116.0(3) . . ? C29 C28 H28A 122.0 . . ? C27 C28 H28A 122.0 . . ? C28 C29 C30 122.2(3) . . ? C28 C29 H29A 118.9 . . ? C30 C29 H29A 118.9 . . ? C31 C30 C29 122.1(3) . . ? C31 C30 H30A 118.9 . . ? C29 C30 H30A 118.9 . . ? C30 C31 C32 115.9(3) . . ? C30 C31 H31A 122.1 . . ? C32 C31 H31A 122.1 . . ? N4 C32 C27 106.6(2) . . ? N4 C32 C31 131.4(2) . . ? C27 C32 C31 122.1(3) . . ? N4 C33 C34 111.4(2) . . ? N4 C33 H33A 109.4 . . ? C34 C33 H33A 109.4 . . ? N4 C33 H33B 109.4 . . ? C34 C33 H33B 109.4 . . ? H33A C33 H33B 108.0 . . ? C35 C34 C39 119.8(3) . . ? C35 C34 C33 118.2(2) . . ? C39 C34 C33 122.0(3) . . ? C34 C35 C36 120.6(3) . . ? C34 C35 H35A 119.7 . . ? C36 C35 H35A 119.7 . . ? C37 C36 C35 120.1(3) . . ? C37 C36 H36A 120.0 . . ? C35 C36 H36A 120.0 . . ? C36 C37 C38 119.7(3) . . ? C36 C37 H37A 120.1 . . ? C38 C37 H37A 120.1 . . ? C37 C38 C39 121.2(3) . . ? C37 C38 H38A 119.4 . . ? C39 C38 H38A 119.4 . . ? C38 C39 C34 118.5(3) . . ? C38 C39 C40 118.9(2) . . ? C34 C39 C40 122.5(2) . . ? N1 C40 C39 112.8(2) . . ? N1 C40 H40A 109.0 . . ? C39 C40 H40A 109.0 . . ? N1 C40 H40B 109.0 . . ? C39 C40 H40B 109.0 . . ? H40A C40 H40B 107.8 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.863 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.056 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.312 -0.250 558 145 ' ' 2 0.000 0.684 0.250 558 145 ' ' 3 0.500 0.823 -0.250 558 145 ' ' 4 0.500 0.185 0.250 558 145 ' ' _platon_squeeze_details ; ;